(IUCr) 3D view

More Web Proxy on the site http://driver.im/

Acta Crystallographica Section C
Acta Crystallographica
Section C STRUCTURAL CHEMISTRY

IUCr IT WDC

home archive editors for authors for readers submit subscribe open access

3D view

STRUCTURAL
CHEMISTRY

Volume 75 | Part 5 | May 2019 | Pages 545–553
https://doi.org/10.1107/S2053229619004819

ISSN: 2053-2296

view article

STRUCTURAL
CHEMISTRY

Volume 75 | Part 5 | May 2019 | Pages 545–553
https://doi.org/10.1107/S2053229619004819

ISSN: 2053-2296

Copyright © International Union of Crystallography
Home Contact us Site index About us Partners and site credits Help Terms of use Privacy and cookies

The IUCr is a scientific union serving the interests of crystallographers and other scientists employing crystallographic methods.

Generating image - please wait

##############################################################################
# #
# This CIF contains the data in a paper accepted for publication in #
# Acta Crystallographica Section C. It conforms to the requirements of #
# Notes for Authors for Acta Crystallographica Section C, and has been #
# peer reviewed under the auspices of the IUCr Commission on Journals. #
# #
# Full details of the Crystallographic Information File format #
# are given in the paper "The Crystallographic Information File (CIF): #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H. #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685]. #
# #
# The current version of the core CIF dictionary is obtainable from #
# ftp://ftp.iucr.org/pub/cif_core.dic. #
# #
# Software is freely available for graphical display of the structure(s) #
# in this CIF. For information consult the CIF software page #
# http://www.iucr.org/resources/cif/software. #
# #
# This file may be used for bona fide research purposes within the #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained. #
# #
##############################################################################
data_1123_iva
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_systematic
;\
{[3,4-Dimethoxybicyclo[4.2.0]octa-1(6),2,4-trien-7-yl]methyl}[3-(7,8-\
dimethoxy-2-oxo-2,3,4,5-tetrahydro-1H-3-benzazepin-3-yl)propyl]\
methylazanium hemihydrate
;
_chemical_name_common
;
Ivabradine hydrochloride hemihydrate
;
_chemical_formula_moiety '2(C27 H37 N2 O5 +), 2(Cl -), H2 O'
_chemical_formula_sum 'C54 H76 Cl2 N4 O11'
_chemical_formula_iupac '2C27 H37 N2 O5 +, 2Cl -, H2 O'
_chemical_formula_weight 1028.08
_chemical_melting_point ?
_chemical_absolute_configuration ad
_space_group_crystal_system monoclinic
_space_group_name_H-M_alt 'P 21'
_space_group_name_Hall 'P 2yb'
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z'
_cell_length_a 5.48740(10)
_cell_length_b 43.4767(7)
_cell_length_c 11.4892(2)
_cell_angle_alpha 90
_cell_angle_beta 98.144(2)
_cell_angle_gamma 90
_cell_volume 2713.38(8)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 13189
_cell_measurement_theta_min 67.49
_cell_measurement_theta_max 3.04
_cell_measurement_temperature 296(2)
_exptl_crystal_description 'chunk'
_exptl_crystal_colour 'colorless'
_exptl_crystal_size_max 0.38
_exptl_crystal_size_mid 0.22
_exptl_crystal_size_min 0.19
_exptl_crystal_density_diffrn 1.258
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_F_000 1100
_exptl_absorpt_coefficient_mu 1.579
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(ABSCOR; Higashi, 1995)
;
_exptl_absorpt_correction_T_min 0.5453
_exptl_absorpt_correction_T_max 0.7435
_diffrn_ambient_temperature 296.15
_diffrn_source 'fine-focus sealed tube'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur Atlas Gemini ultra
;
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean 10.3592
_diffrn_reflns_number 30111
_diffrn_reflns_av_R_equivalents 0.0354
_diffrn_reflns_av_unetI/netI 0.0299
_diffrn_reflns_theta_min 3.887
_diffrn_reflns_theta_max 67.609
_diffrn_reflns_theta_full 67.609
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min -5
_diffrn_reflns_limit_h_max 6
_diffrn_reflns_limit_k_min -51
_diffrn_reflns_limit_k_max 51
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_limit_l_max 13
_refine_special_details ?
_reflns_number_total 9744
_reflns_number_gt 8864
_reflns_threshold_expression 'I > 2\s(I)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.0426
_refine_ls_R_factor_gt 0.0372
_refine_ls_wR_factor_gt 0.0919
_refine_ls_wR_factor_ref 0.0957
_refine_ls_goodness_of_fit_ref 1.040
_refine_ls_restrained_S_all 1.040
_refine_ls_number_reflns 9744
_refine_ls_number_parameters 650
_refine_ls_number_restraints 1
_refine_ls_hydrogen_treatment constr
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
 'w=1/[\s^2^(Fo^2^)+(0.0475P)^2^+0.3577P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary dual
_atom_sites_solution_secondary ?
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_diff_density_max 0.281
_refine_diff_density_min -0.172
_refine_ls_extinction_method none
_refine_ls_extinction_coef .
_refine_ls_abs_structure_details
;
Flack x determined using 3869 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons et al., 2013)
;
_refine_ls_abs_structure_Flack -0.019(7)
loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C' 'C' 0.0181 0.0091
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H' 'H' 0.0000 0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N' 'N' 0.0311 0.0180
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0492 0.0322
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cl' 'Cl' 0.3639 0.7018
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
CrysAlis PRO (Agilent, 2009)
;
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2009)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2009)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015a)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and
DIAMOND (Brandenburg & Putz, 2005)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al., 2009)
;
loop_
 _atom_site_type_symbol
 _atom_site_label
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_calc_flag
 _atom_site_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
 Cl Cl1A -0.06631(16) 0.71114(3) 0.61783(8) 0.0634(2) Uani d 1 . .
 Cl Cl1B -0.33759(18) 0.77834(3) 0.11157(8) 0.0663(3) Uani d 1 . .
 O O1A 0.7874(6) 0.54551(6) 0.8390(3) 0.0713(8) Uani d 1 . .
 O O2A 1.0237(5) 0.57884(6) 0.7110(3) 0.0699(8) Uani d 1 . .
 O O3A 0.4428(5) 0.82055(6) 0.5716(2) 0.0619(7) Uani d 1 . .
 O O4A 0.6928(5) 0.96952(6) 0.5521(3) 0.0681(7) Uani d 1 . .
 O O5A 1.0510(5) 0.96837(6) 0.7267(2) 0.0588(6) Uani d 1 . .
 O O1B 0.1002(6) 0.97049(6) 0.2456(3) 0.0734(8) Uani d 1 . .
 O O2B 0.3470(6) 0.93905(6) 0.1156(3) 0.0702(8) Uani d 1 . .
 O O3B 0.0848(6) 0.68306(6) 0.1384(2) 0.0651(7) Uani d 1 . .
 O O4B 0.3930(5) 0.53529(6) 0.1536(3) 0.0709(8) Uani d 1 . .
 O O5B 0.7572(5) 0.53932(6) 0.3228(3) 0.0611(7) Uani d 1 . .
 O O6 0.1418(7) 0.81133(11) 0.0228(3) 0.1031(12) Uani d 1 . .
 H H6A 0.284455 0.813355 0.054391 0.155 Uiso d 1 . .
 H H6B 0.012735 0.807355 0.048111 0.155 Uiso d 1 . .
 N N1A 0.3583(5) 0.71549(6) 0.8201(2) 0.0415(5) Uani d 1 . .
 H H1A 0.228900 0.719819 0.754196 0.050 Uiso calc 1 . .
 N N1B 0.0225(5) 0.79109(6) 0.3388(2) 0.0416(6) Uani d 1 . .
 H H1B -0.095623 0.785806 0.269489 0.050 Uiso calc 1 . .
 N N2A 0.5582(5) 0.82578(6) 0.7663(2) 0.0442(6) Uani d 1 . .
 N N2B 0.2646(6) 0.68159(6) 0.3273(3) 0.0539(7) Uani d 1 . .
 C C1A 0.6165(6) 0.66897(7) 0.9012(3) 0.0451(7) Uani d 1 . .
 H H1AA 0.740557 0.682924 0.941916 0.054 Uiso calc 1 . .
 C C2A 0.4866(7) 0.64836(8) 0.9876(3) 0.0518(8) Uani d 1 . .
 H H2AA 0.544159 0.651926 1.070272 0.062 Uiso calc 1 . .
 H H2AB 0.308230 0.648431 0.971545 0.062 Uiso calc 1 . .
 C C3A 0.6077(6) 0.62108(8) 0.9351(3) 0.0479(7) Uani d 1 . .
 C C4A 0.6211(7) 0.58929(8) 0.9340(3) 0.0552(9) Uani d 1 . .
 H H4A 0.540841 0.577167 0.983414 0.066 Uiso calc 1 . .
 C C5A 0.7618(7) 0.57651(8) 0.8544(4) 0.0537(8) Uani d 1 . .
 C C6A 0.8870(6) 0.59502(8) 0.7819(3) 0.0513(8) Uani d 1 . .
 C C7A 0.8685(6) 0.62681(8) 0.7834(3) 0.0507(8) Uani d 1 . .
 H H7A 0.947694 0.639219 0.734490 0.061 Uiso calc 1 . .
 C C8A 0.7247(6) 0.63904(8) 0.8621(3) 0.0467(7) Uani d 1 . .
 C C9A 0.6216(10) 0.52578(10) 0.8877(6) 0.0863(15) Uani d 1 . .
 H H9AA 0.649291 0.527397 0.971882 0.129 Uiso calc 1 . .
 H H9AB 0.648096 0.504921 0.865107 0.129 Uiso calc 1 . .
 H H9AC 0.455320 0.531691 0.859041 0.129 Uiso calc 1 . .
 C C10A 1.1917(8) 0.59546(11) 0.6539(4) 0.0687(11) Uani d 1 . .
 H H10A 1.103488 0.609197 0.597539 0.103 Uiso calc 1 . .
 H H10B 1.287343 0.581427 0.614304 0.103 Uiso calc 1 . .
 H H10C 1.299145 0.607097 0.710764 0.103 Uiso calc 1 . .
 C C11A 0.4549(6) 0.68395(7) 0.7984(3) 0.0457(7) Uani d 1 . .
 H H11A 0.548543 0.685256 0.732981 0.055 Uiso calc 1 . .
 H H11B 0.315550 0.670539 0.774433 0.055 Uiso calc 1 . .
 C C12A 0.2398(7) 0.71743(9) 0.9286(3) 0.0546(8) Uani d 1 . .
 H H12A 0.122601 0.701044 0.928844 0.082 Uiso calc 1 . .
 H H12B 0.157025 0.736844 0.930456 0.082 Uiso calc 1 . .
 H H12C 0.363130 0.715664 0.996350 0.082 Uiso calc 1 . .
 C C13A 0.5495(6) 0.73994(7) 0.8174(3) 0.0451(7) Uani d 1 . .
 H H13A 0.650140 0.734878 0.757119 0.054 Uiso calc 1 . .
 H H13B 0.655902 0.740196 0.892389 0.054 Uiso calc 1 . .
 C C14A 0.4417(6) 0.77147(7) 0.7933(3) 0.0436(7) Uani d 1 . .
 H H14A 0.359878 0.778021 0.858622 0.052 Uiso calc 1 . .
 H H14B 0.320694 0.770990 0.723047 0.052 Uiso calc 1 . .
 C C15A 0.6458(6) 0.79396(7) 0.7766(3) 0.0453(7) Uani d 1 . .
 H H15A 0.775802 0.792358 0.843002 0.054 Uiso calc 1 . .
 H H15B 0.714818 0.788448 0.706285 0.054 Uiso calc 1 . .
 C C16A 0.4614(6) 0.83649(7) 0.6612(3) 0.0446(7) Uani d 1 . .
 C C17A 0.3699(6) 0.86941(8) 0.6562(3) 0.0507(8) Uani d 1 . .
 H H17A 0.251303 0.871449 0.710786 0.061 Uiso calc 1 . .
 H H17B 0.283051 0.873168 0.577921 0.061 Uiso calc 1 . .
 C C18A 0.5631(6) 0.89439(7) 0.6840(3) 0.0412(7) Uani d 1 . .
 C C19A 0.5444(6) 0.91978(8) 0.6073(3) 0.0491(8) Uani d 1 . .
 H H19A 0.419671 0.920092 0.543413 0.059 Uiso calc 1 . .
 C C20A 0.7051(6) 0.94411(8) 0.6241(3) 0.0479(7) Uani d 1 . .
 C C21A 0.8982(6) 0.94349(7) 0.7176(3) 0.0454(7) Uani d 1 . .
 C C22A 0.9158(6) 0.91884(7) 0.7935(3) 0.0431(7) Uani d 1 . .
 H H22A 1.041907 0.918625 0.856790 0.052 Uiso calc 1 . .
 C C23A 0.7502(6) 0.89394(7) 0.7791(3) 0.0389(6) Uani d 1 . .
 C C24A 0.7929(6) 0.86848(7) 0.8698(3) 0.0449(7) Uani d 1 . .
 H H24A 0.941148 0.857525 0.857566 0.054 Uiso calc 1 . .
 H H24B 0.824205 0.877917 0.946995 0.054 Uiso calc 1 . .
 C C25A 0.5887(6) 0.84513(7) 0.8712(3) 0.0453(7) Uani d 1 . .
 H H25A 0.625411 0.832220 0.940337 0.054 Uiso calc 1 . .
 H H25B 0.435529 0.855821 0.876501 0.054 Uiso calc 1 . .
 C C26A 0.4705(10) 0.97889(16) 0.4987(7) 0.122(3) Uani d 1 . .
 H H26A 0.421114 0.966422 0.430436 0.183 Uiso calc 1 . .
 H H26B 0.480227 1.000015 0.475395 0.183 Uiso calc 1 . .
 H H26C 0.351856 0.976917 0.552117 0.183 Uiso calc 1 . .
 C C27A 1.2529(7) 0.96835(9) 0.8181(4) 0.0610(9) Uani d 1 . .
 H H27A 1.193571 0.967479 0.892674 0.091 Uiso calc 1 . .
 H H27B 1.347430 0.986788 0.813711 0.091 Uiso calc 1 . .
 H H27C 1.354837 0.950761 0.809765 0.091 Uiso calc 1 . .
 C C1B -0.0749(6) 0.84631(8) 0.2808(3) 0.0504(8) Uani d 1 . .
 H H1BA -0.199238 0.838466 0.218217 0.060 Uiso calc 1 . .
 C C2B -0.1962(7) 0.86542(8) 0.3749(4) 0.0558(9) Uani d 1 . .
 H H2BA -0.374744 0.865269 0.362742 0.067 Uiso calc 1 . .
 H H2BB -0.130870 0.860757 0.455934 0.067 Uiso calc 1 . .
 C C3B -0.0824(7) 0.89355(8) 0.3255(3) 0.0520(8) Uani d 1 . .
 C C4B -0.0674(7) 0.92527(8) 0.3312(4) 0.0570(9) Uani d 1 . .
 H H4B -0.147175 0.936577 0.383220 0.068 Uiso calc 1 . .
 C C5B 0.0731(7) 0.93928(8) 0.2551(3) 0.0555(8) Uani d 1 . .
 C C6B 0.2039(7) 0.92169(8) 0.1807(3) 0.0525(8) Uani d 1 . .
 C C7B 0.1805(7) 0.89027(9) 0.1737(3) 0.0532(8) Uani d 1 . .
 H H7B 0.260340 0.878608 0.122736 0.064 Uiso calc 1 . .
 C C8B 0.0310(6) 0.87701(8) 0.2470(3) 0.0485(8) Uani d 1 . .
 C C9B -0.0676(10) 0.98942(10) 0.2963(5) 0.0809(13) Uani d 1 . .
 H H9BA -0.232946 0.982796 0.269654 0.121 Uiso calc 1 . .
 H H9BB -0.048238 1.010399 0.273155 0.121 Uiso calc 1 . .
 H H9BC -0.034921 0.987878 0.380430 0.121 Uiso calc 1 . .
 C C10B 0.5159(8) 0.92311(11) 0.0570(4) 0.0705(11) Uani d 1 . .
 H H10D 0.617085 0.910201 0.111886 0.106 Uiso calc 1 . .
 H H10E 0.617839 0.937578 0.023139 0.106 Uiso calc 1 . .
 H H10F 0.428328 0.910651 -0.004086 0.106 Uiso calc 1 . .
 C C11B 0.1210(6) 0.82255(7) 0.3189(3) 0.0455(7) Uani d 1 . .
 H H11C 0.229331 0.821159 0.259341 0.055 Uiso calc 1 . .
 H H11D 0.218827 0.829477 0.391127 0.055 Uiso calc 1 . .
 C C12B -0.1105(6) 0.79002(8) 0.4425(3) 0.0527(8) Uani d 1 . .
 H H12D -0.164002 0.769348 0.453906 0.079 Uiso calc 1 . .
 H H12E -0.251015 0.803386 0.429727 0.079 Uiso calc 1 . .
 H H12F -0.002607 0.796624 0.511105 0.079 Uiso calc 1 . .
 C C13B 0.2266(6) 0.76792(7) 0.3480(3) 0.0476(8) Uani d 1 . .
 H H13C 0.330994 0.770467 0.422921 0.057 Uiso calc 1 . .
 H H13D 0.326326 0.771698 0.286222 0.057 Uiso calc 1 . .
 C C14B 0.1323(7) 0.73538(8) 0.3382(3) 0.0512(8) Uani d 1 . .
 H H14C 0.004241 0.733603 0.271076 0.061 Uiso calc 1 . .
 H H14D 0.062093 0.729989 0.408309 0.061 Uiso calc 1 . .
 C C15B 0.3438(7) 0.71339(8) 0.3234(4) 0.0577(9) Uani d 1 . .
 H H15C 0.401388 0.717368 0.248842 0.069 Uiso calc 1 . .
 H H15D 0.479713 0.716992 0.385670 0.069 Uiso calc 1 . .
 C C16B 0.1363(6) 0.66877(8) 0.2308(3) 0.0478(8) Uani d 1 . .
 C C17B 0.0556(7) 0.63583(8) 0.2399(4) 0.0573(9) Uani d 1 . .
 H H17C -0.038466 0.630040 0.165240 0.069 Uiso calc 1 . .
 H H17D -0.054838 0.634830 0.298673 0.069 Uiso calc 1 . .
 C C18B 0.2565(6) 0.61206(7) 0.2711(3) 0.0453(7) Uani d 1 . .
 C C19B 0.2375(7) 0.58551(8) 0.2004(3) 0.0522(8) Uani d 1 . .
 H H19B 0.108078 0.584002 0.138948 0.063 Uiso calc 1 . .
 C C20B 0.4031(6) 0.56177(8) 0.2189(3) 0.0490(8) Uani d 1 . .
 C C21B 0.5999(6) 0.56404(7) 0.3103(3) 0.0467(7) Uani d 1 . .
 C C22B 0.6197(6) 0.58972(7) 0.3803(3) 0.0466(7) Uani d 1 . .
 H H22B 0.749473 0.590975 0.441676 0.056 Uiso calc 1 . .
 C C23B 0.4509(6) 0.61426(7) 0.3628(3) 0.0440(7) Uani d 1 . .
 C C24B 0.5004(7) 0.64116(8) 0.4456(3) 0.0512(8) Uani d 1 . .
 H H24C 0.651102 0.651039 0.430269 0.061 Uiso calc 1 . .
 H H24D 0.529528 0.633236 0.525269 0.061 Uiso calc 1 . .
 C C25B 0.3011(8) 0.66548(9) 0.4397(3) 0.0576(9) Uani d 1 . .
 H H25C 0.147696 0.655816 0.452326 0.069 Uiso calc 1 . .
 H H25D 0.345166 0.680269 0.502359 0.069 Uiso calc 1 . .
 C C26B 0.1662(10) 0.52758(13) 0.0870(6) 0.0916(16) Uani d 1 . .
 H H26D 0.038366 0.528721 0.135944 0.137 Uiso calc 1 . .
 H H26E 0.174428 0.507043 0.057111 0.137 Uiso calc 1 . .
 H H26F 0.130802 0.541700 0.022634 0.137 Uiso calc 1 . .
 C C27B 0.9554(8) 0.54023(9) 0.4151(4) 0.0632(10) Uani d 1 . .
 H H27D 1.060743 0.557255 0.403529 0.095 Uiso calc 1 . .
 H H27E 1.047182 0.521414 0.416121 0.095 Uiso calc 1 . .
 H H27F 0.893304 0.542643 0.488604 0.095 Uiso calc 1 . .
loop_
 _atom_site_aniso_label
 _atom_site_aniso_U_11
 _atom_site_aniso_U_22
 _atom_site_aniso_U_33
 _atom_site_aniso_U_12
 _atom_site_aniso_U_13
 _atom_site_aniso_U_23
 Cl1A 0.0554(5) 0.0906(7) 0.0457(4) 0.0072(5) 0.0127(3) -0.0021(5)
 Cl1B 0.0656(5) 0.0776(6) 0.0509(5) -0.0074(5) -0.0087(4) -0.0018(4)
 O1A 0.0868(19) 0.0395(14) 0.093(2) 0.0034(12) 0.0313(16) -0.0024(13)
 O2A 0.0726(17) 0.0581(16) 0.086(2) -0.0078(13) 0.0367(15) -0.0194(14)
 O3A 0.0849(18) 0.0532(15) 0.0439(13) -0.0062(13) -0.0035(12) -0.0064(11)
 O4A 0.0705(16) 0.0526(15) 0.0778(18) -0.0026(12) -0.0007(13) 0.0313(14)
 O5A 0.0625(14) 0.0408(13) 0.0699(16) -0.0140(11) -0.0017(12) 0.0130(12)
 O1B 0.102(2) 0.0376(14) 0.087(2) -0.0021(13) 0.0355(17) 0.0028(13)
 O2B 0.0855(18) 0.0573(16) 0.0739(19) 0.0062(14) 0.0322(15) 0.0146(14)
 O3B 0.0894(19) 0.0554(16) 0.0517(15) 0.0149(13) 0.0135(13) 0.0076(12)
 O4B 0.0740(17) 0.0508(15) 0.083(2) 0.0069(13) -0.0076(14) -0.0224(14)
 O5B 0.0636(15) 0.0398(13) 0.0764(18) 0.0161(11) -0.0023(13) -0.0075(12)
 O6 0.084(2) 0.140(3) 0.088(2) 0.023(2) 0.0230(18) 0.024(2)
 N1A 0.0444(13) 0.0325(13) 0.0478(14) -0.0032(10) 0.0076(11) 0.0012(11)
 N1B 0.0426(13) 0.0379(13) 0.0427(14) 0.0010(10) 0.0003(11) -0.0021(11)
 N2A 0.0593(16) 0.0319(13) 0.0406(14) -0.0074(11) 0.0047(12) -0.0004(11)
 N2B 0.0737(19) 0.0375(15) 0.0517(17) 0.0113(13) 0.0135(14) 0.0058(12)
 C1A 0.0430(16) 0.0367(16) 0.0545(19) -0.0028(12) 0.0036(13) -0.0042(14)
 C2A 0.0561(19) 0.0450(18) 0.055(2) 0.0075(14) 0.0102(16) 0.0016(15)
 C3A 0.0508(18) 0.0444(18) 0.0483(19) 0.0030(14) 0.0067(14) 0.0038(15)
 C4A 0.066(2) 0.0436(19) 0.058(2) 0.0048(16) 0.0168(17) 0.0090(16)
 C5A 0.060(2) 0.0395(18) 0.062(2) 0.0038(15) 0.0095(17) -0.0013(16)
 C6A 0.0472(18) 0.051(2) 0.057(2) -0.0037(14) 0.0098(15) -0.0097(16)
 C7A 0.0444(17) 0.0494(19) 0.059(2) -0.0094(14) 0.0101(15) -0.0023(16)
 C8A 0.0427(16) 0.0409(17) 0.056(2) -0.0013(13) 0.0053(14) -0.0019(15)
 C9A 0.099(4) 0.044(2) 0.122(4) -0.005(2) 0.033(3) -0.003(2)
 C10A 0.058(2) 0.085(3) 0.067(3) -0.009(2) 0.0200(18) -0.013(2)
 C11A 0.0524(18) 0.0324(15) 0.0513(19) -0.0047(13) 0.0043(14) -0.0021(13)
 C12A 0.0539(18) 0.053(2) 0.062(2) -0.0019(15) 0.0239(16) 0.0081(17)
 C13A 0.0461(17) 0.0366(16) 0.055(2) -0.0056(12) 0.0142(14) -0.0004(14)
 C14A 0.0490(17) 0.0369(16) 0.0454(17) -0.0029(13) 0.0088(13) 0.0005(13)
 C15A 0.0528(18) 0.0351(16) 0.0478(18) -0.0046(13) 0.0065(14) -0.0003(14)
 C16A 0.0478(17) 0.0397(17) 0.0443(18) -0.0105(13) -0.0002(13) -0.0016(14)
 C17A 0.0456(17) 0.0455(19) 0.057(2) -0.0042(14) -0.0055(15) 0.0054(15)
 C18A 0.0438(16) 0.0319(15) 0.0469(17) 0.0006(12) 0.0034(13) -0.0006(13)
 C19A 0.0494(17) 0.0431(18) 0.0513(19) 0.0024(14) -0.0047(14) 0.0056(15)
 C20A 0.0570(19) 0.0372(17) 0.0498(19) 0.0018(14) 0.0085(15) 0.0091(14)
 C21A 0.0475(17) 0.0343(16) 0.0542(19) -0.0034(13) 0.0064(14) 0.0018(14)
 C22A 0.0452(16) 0.0354(16) 0.0472(17) -0.0051(12) 0.0014(13) 0.0032(13)
 C23A 0.0442(15) 0.0315(15) 0.0413(16) -0.0009(12) 0.0070(12) -0.0004(12)
 C24A 0.0534(18) 0.0380(16) 0.0422(17) -0.0056(13) 0.0031(14) 0.0018(13)
 C25A 0.0583(19) 0.0395(17) 0.0392(17) -0.0062(14) 0.0106(14) 0.0002(13)
 C26A 0.082(3) 0.115(5) 0.171(7) 0.028(3) 0.023(4) 0.098(5)
 C27A 0.061(2) 0.0463(19) 0.072(2) -0.0138(16) -0.0023(18) 0.0035(18)
 C1B 0.0547(19) 0.0398(17) 0.053(2) -0.0016(14) -0.0055(15) 0.0024(14)
 C2B 0.055(2) 0.0447(19) 0.068(2) -0.0021(15) 0.0097(17) 0.0042(17)
 C3B 0.0576(19) 0.0445(19) 0.053(2) 0.0002(15) 0.0058(15) 0.0034(15)
 C4B 0.070(2) 0.0424(19) 0.062(2) -0.0007(16) 0.0215(18) -0.0017(16)
 C5B 0.067(2) 0.044(2) 0.056(2) 0.0006(16) 0.0109(17) -0.0007(16)
 C6B 0.060(2) 0.050(2) 0.0478(19) 0.0021(15) 0.0086(15) 0.0065(15)
 C7B 0.066(2) 0.052(2) 0.0418(18) 0.0102(16) 0.0073(15) 0.0038(15)
 C8B 0.0581(19) 0.0407(17) 0.0443(18) 0.0030(14) -0.0011(14) 0.0006(14)
 C9B 0.101(3) 0.043(2) 0.104(4) 0.008(2) 0.032(3) 0.006(2)
 C10B 0.065(2) 0.085(3) 0.063(2) 0.009(2) 0.0135(19) 0.014(2)
 C11B 0.0527(18) 0.0382(17) 0.0442(17) -0.0066(13) 0.0021(14) 0.0003(13)
 C12B 0.0520(18) 0.0480(19) 0.060(2) -0.0010(14) 0.0150(15) -0.0001(16)
 C13B 0.0473(17) 0.0421(18) 0.054(2) 0.0056(13) 0.0085(14) 0.0017(14)
 C14B 0.0572(19) 0.0407(18) 0.058(2) 0.0034(14) 0.0159(16) 0.0049(15)
 C15B 0.067(2) 0.0389(18) 0.068(2) 0.0075(16) 0.0115(17) 0.0006(17)
 C16B 0.0528(18) 0.0431(18) 0.050(2) 0.0121(14) 0.0165(15) 0.0036(15)
 C17B 0.0490(19) 0.047(2) 0.075(3) 0.0065(15) 0.0080(17) 0.0049(18)
 C18B 0.0448(16) 0.0381(17) 0.0541(19) 0.0017(13) 0.0104(14) 0.0056(14)
 C19B 0.0516(19) 0.0463(19) 0.057(2) -0.0012(14) 0.0017(15) -0.0017(16)
 C20B 0.0567(19) 0.0372(17) 0.0534(19) 0.0017(14) 0.0086(15) -0.0026(15)
 C21B 0.0495(17) 0.0373(17) 0.0543(19) 0.0037(13) 0.0111(14) 0.0022(15)
 C22B 0.0484(18) 0.0391(17) 0.0517(19) 0.0037(13) 0.0057(14) -0.0001(14)
 C23B 0.0480(17) 0.0371(16) 0.0489(18) 0.0020(13) 0.0135(14) 0.0045(13)
 C24B 0.061(2) 0.0436(18) 0.0484(19) 0.0083(15) 0.0075(15) -0.0011(15)
 C25B 0.080(2) 0.051(2) 0.0449(19) 0.0202(18) 0.0198(17) 0.0045(15)
 C26B 0.084(3) 0.079(3) 0.110(4) -0.016(2) 0.007(3) -0.039(3)
 C27B 0.065(2) 0.048(2) 0.073(3) 0.0175(17) -0.0018(19) 0.0018(18)
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix. The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry. An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_site_symmetry_2
 _geom_bond_distance
 _geom_bond_publ_flag
 O1A C5A . 1.369(4) ?
 O1A C9A . 1.422(6) ?
 O2A C6A . 1.376(4) ?
 O2A C10A . 1.405(5) ?
 O3A C16A . 1.233(4) ?
 O4A C20A . 1.376(4) ?
 O4A C26A . 1.349(6) ?
 O5A C21A . 1.363(4) ?
 O5A C27A . 1.414(5) ?
 O1B C5B . 1.371(5) ?
 O1B C9B . 1.420(5) ?
 O2B C6B . 1.382(5) ?
 O2B C10B . 1.404(5) ?
 O3B C16B . 1.228(4) ?
 O4B C20B . 1.371(4) ?
 O4B C26B . 1.406(6) ?
 O5B C21B . 1.373(4) ?
 O5B C27B . 1.408(5) ?
 O6 H6A . 0.8195 ?
 O6 H6B . 0.8214 ?
 N1A H1A . 0.9800 ?
 N1A C11A . 1.504(4) ?
 N1A C12A . 1.488(4) ?
 N1A C13A . 1.497(4) ?
 N1B H1B . 0.9800 ?
 N1B C11B . 1.500(4) ?
 N1B C12B . 1.484(4) ?
 N1B C13B . 1.499(4) ?
 N2A C15A . 1.464(4) ?
 N2A C16A . 1.333(4) ?
 N2A C25A . 1.460(4) ?
 N2B C15B . 1.452(5) ?
 N2B C16B . 1.347(5) ?
 N2B C25B . 1.458(5) ?
 C1A H1AA . 0.9800 ?
 C1A C2A . 1.580(5) ?
 C1A C8A . 1.524(5) ?
 C1A C11A . 1.519(5) ?
 C2A H2AA . 0.9700 ?
 C2A H2AB . 0.9700 ?
 C2A C3A . 1.525(5) ?
 C3A C4A . 1.384(5) ?
 C3A C8A . 1.371(5) ?
 C4A H4A . 0.9300 ?
 C4A C5A . 1.394(5) ?
 C5A C6A . 1.405(5) ?
 C6A C7A . 1.386(5) ?
 C7A H7A . 0.9300 ?
 C7A C8A . 1.387(5) ?
 C9A H9AA . 0.9600 ?
 C9A H9AB . 0.9600 ?
 C9A H9AC . 0.9600 ?
 C10A H10A . 0.9600 ?
 C10A H10B . 0.9600 ?
 C10A H10C . 0.9600 ?
 C11A H11A . 0.9700 ?
 C11A H11B . 0.9700 ?
 C12A H12A . 0.9600 ?
 C12A H12B . 0.9600 ?
 C12A H12C . 0.9600 ?
 C13A H13A . 0.9700 ?
 C13A H13B . 0.9700 ?
 C13A C14A . 1.503(5) ?
 C14A H14A . 0.9700 ?
 C14A H14B . 0.9700 ?
 C14A C15A . 1.519(4) ?
 C15A H15A . 0.9700 ?
 C15A H15B . 0.9700 ?
 C16A C17A . 1.515(5) ?
 C17A H17A . 0.9700 ?
 C17A H17B . 0.9700 ?
 C17A C18A . 1.519(4) ?
 C18A C19A . 1.407(5) ?
 C18A C23A . 1.390(4) ?
 C19A H19A . 0.9300 ?
 C19A C20A . 1.373(5) ?
 C20A C21A . 1.398(5) ?
 C21A C22A . 1.377(5) ?
 C22A H22A . 0.9300 ?
 C22A C23A . 1.408(4) ?
 C23A C24A . 1.516(4) ?
 C24A H24A . 0.9700 ?
 C24A H24B . 0.9700 ?
 C24A C25A . 1.513(5) ?
 C25A H25A . 0.9700 ?
 C25A H25B . 0.9700 ?
 C26A H26A . 0.9600 ?
 C26A H26B . 0.9600 ?
 C26A H26C . 0.9600 ?
 C27A H27A . 0.9600 ?
 C27A H27B . 0.9600 ?
 C27A H27C . 0.9600 ?
 C1B H1BA . 0.9800 ?
 C1B C2B . 1.583(6) ?
 C1B C8B . 1.528(5) ?
 C1B C11B . 1.510(5) ?
 C2B H2BA . 0.9700 ?
 C2B H2BB . 0.9700 ?
 C2B C3B . 1.519(5) ?
 C3B C4B . 1.382(5) ?
 C3B C8B . 1.369(5) ?
 C4B H4B . 0.9300 ?
 C4B C5B . 1.386(5) ?
 C5B C6B . 1.416(5) ?
 C6B C7B . 1.373(5) ?
 C7B H7B . 0.9300 ?
 C7B C8B . 1.382(5) ?
 C9B H9BA . 0.9600 ?
 C9B H9BB . 0.9600 ?
 C9B H9BC . 0.9600 ?
 C10B H10D . 0.9600 ?
 C10B H10E . 0.9600 ?
 C10B H10F . 0.9600 ?
 C11B H11C . 0.9700 ?
 C11B H11D . 0.9700 ?
 C12B H12D . 0.9600 ?
 C12B H12E . 0.9600 ?
 C12B H12F . 0.9600 ?
 C13B H13C . 0.9700 ?
 C13B H13D . 0.9700 ?
 C13B C14B . 1.505(5) ?
 C14B H14C . 0.9700 ?
 C14B H14D . 0.9700 ?
 C14B C15B . 1.531(5) ?
 C15B H15C . 0.9700 ?
 C15B H15D . 0.9700 ?
 C16B C17B . 1.507(5) ?
 C17B H17C . 0.9700 ?
 C17B H17D . 0.9700 ?
 C17B C18B . 1.516(5) ?
 C18B C19B . 1.407(5) ?
 C18B C23B . 1.392(5) ?
 C19B H19B . 0.9300 ?
 C19B C20B . 1.372(5) ?
 C20B C21B . 1.399(5) ?
 C21B C22B . 1.371(5) ?
 C22B H22B . 0.9300 ?
 C22B C23B . 1.408(5) ?
 C23B C24B . 1.508(5) ?
 C24B H24C . 0.9700 ?
 C24B H24D . 0.9700 ?
 C24B C25B . 1.516(5) ?
 C25B H25C . 0.9700 ?
 C25B H25D . 0.9700 ?
 C26B H26D . 0.9600 ?
 C26B H26E . 0.9600 ?
 C26B H26F . 0.9600 ?
 C27B H27D . 0.9600 ?
 C27B H27E . 0.9600 ?
 C27B H27F . 0.9600 ?
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle
 _geom_angle_publ_flag
 C5A O1A C9A . . 117.4(3) ?
 C6A O2A C10A . . 117.5(3) ?
 C26A O4A C20A . . 118.7(3) ?
 C21A O5A C27A . . 117.7(3) ?
 C5B O1B C9B . . 117.2(3) ?
 C6B O2B C10B . . 117.0(3) ?
 C20B O4B C26B . . 117.5(3) ?
 C21B O5B C27B . . 117.6(3) ?
 H6A O6 H6B . . 133.1 ?
 C11A N1A H1A . . 106.3 ?
 C12A N1A H1A . . 106.3 ?
 C12A N1A C11A . . 113.4(3) ?
 C12A N1A C13A . . 111.6(3) ?
 C13A N1A H1A . . 106.3 ?
 C13A N1A C11A . . 112.3(2) ?
 C11B N1B H1B . . 107.5 ?
 C12B N1B H1B . . 107.5 ?
 C12B N1B C11B . . 112.3(3) ?
 C12B N1B C13B . . 111.7(3) ?
 C13B N1B H1B . . 107.5 ?
 C13B N1B C11B . . 110.0(2) ?
 C16A N2A C15A . . 119.2(3) ?
 C16A N2A C25A . . 122.1(3) ?
 C25A N2A C15A . . 118.7(3) ?
 C15B N2B C25B . . 118.7(3) ?
 C16B N2B C15B . . 119.5(3) ?
 C16B N2B C25B . . 121.4(3) ?
 C2A C1A H1AA . . 113.3 ?
 C8A C1A H1AA . . 113.3 ?
 C8A C1A C2A . . 86.0(2) ?
 C11A C1A H1AA . . 113.3 ?
 C11A C1A C2A . . 117.8(3) ?
 C11A C1A C8A . . 110.2(3) ?
 C1A C2A H2AA . . 114.3 ?
 C1A C2A H2AB . . 114.3 ?
 H2AA C2A H2AB . . 111.4 ?
 C3A C2A C1A . . 86.1(3) ?
 C3A C2A H2AA . . 114.3 ?
 C3A C2A H2AB . . 114.3 ?
 C4A C3A C2A . . 143.8(3) ?
 C8A C3A C2A . . 93.8(3) ?
 C8A C3A C4A . . 122.2(3) ?
 C3A C4A H4A . . 122.0 ?
 C3A C4A C5A . . 116.1(3) ?
 C5A C4A H4A . . 122.0 ?
 O1A C5A C4A . . 123.6(3) ?
 O1A C5A C6A . . 114.8(3) ?
 C4A C5A C6A . . 121.6(3) ?
 O2A C6A C5A . . 114.3(3) ?
 O2A C6A C7A . . 124.3(3) ?
 C7A C6A C5A . . 121.4(3) ?
 C6A C7A H7A . . 122.0 ?
 C8A C7A C6A . . 116.1(3) ?
 C8A C7A H7A . . 122.0 ?
 C3A C8A C1A . . 94.0(3) ?
 C3A C8A C7A . . 122.7(3) ?
 C7A C8A C1A . . 143.2(3) ?
 O1A C9A H9AA . . 109.5 ?
 O1A C9A H9AB . . 109.5 ?
 O1A C9A H9AC . . 109.5 ?
 H9AA C9A H9AB . . 109.5 ?
 H9AA C9A H9AC . . 109.5 ?
 H9AB C9A H9AC . . 109.5 ?
 O2A C10A H10A . . 109.5 ?
 O2A C10A H10B . . 109.5 ?
 O2A C10A H10C . . 109.5 ?
 H10A C10A H10B . . 109.5 ?
 H10A C10A H10C . . 109.5 ?
 H10B C10A H10C . . 109.5 ?
 N1A C11A C1A . . 116.3(3) ?
 N1A C11A H11A . . 108.2 ?
 N1A C11A H11B . . 108.2 ?
 C1A C11A H11A . . 108.2 ?
 C1A C11A H11B . . 108.2 ?
 H11A C11A H11B . . 107.4 ?
 N1A C12A H12A . . 109.5 ?
 N1A C12A H12B . . 109.5 ?
 N1A C12A H12C . . 109.5 ?
 H12A C12A H12B . . 109.5 ?
 H12A C12A H12C . . 109.5 ?
 H12B C12A H12C . . 109.5 ?
 N1A C13A H13A . . 109.0 ?
 N1A C13A H13B . . 109.0 ?
 N1A C13A C14A . . 113.1(3) ?
 H13A C13A H13B . . 107.8 ?
 C14A C13A H13A . . 109.0 ?
 C14A C13A H13B . . 109.0 ?
 C13A C14A H14A . . 109.8 ?
 C13A C14A H14B . . 109.8 ?
 C13A C14A C15A . . 109.4(3) ?
 H14A C14A H14B . . 108.2 ?
 C15A C14A H14A . . 109.8 ?
 C15A C14A H14B . . 109.8 ?
 N2A C15A C14A . . 112.3(3) ?
 N2A C15A H15A . . 109.2 ?
 N2A C15A H15B . . 109.2 ?
 C14A C15A H15A . . 109.2 ?
 C14A C15A H15B . . 109.2 ?
 H15A C15A H15B . . 107.9 ?
 O3A C16A N2A . . 122.3(3) ?
 O3A C16A C17A . . 120.8(3) ?
 N2A C16A C17A . . 116.9(3) ?
 C16A C17A H17A . . 108.1 ?
 C16A C17A H17B . . 108.1 ?
 C16A C17A C18A . . 116.7(3) ?
 H17A C17A H17B . . 107.3 ?
 C18A C17A H17A . . 108.1 ?
 C18A C17A H17B . . 108.1 ?
 C19A C18A C17A . . 116.3(3) ?
 C23A C18A C17A . . 124.8(3) ?
 C23A C18A C19A . . 118.9(3) ?
 C18A C19A H19A . . 119.1 ?
 C20A C19A C18A . . 121.9(3) ?
 C20A C19A H19A . . 119.1 ?
 O4A C20A C21A . . 116.4(3) ?
 C19A C20A O4A . . 123.9(3) ?
 C19A C20A C21A . . 119.7(3) ?
 O5A C21A C20A . . 115.8(3) ?
 O5A C21A C22A . . 125.6(3) ?
 C22A C21A C20A . . 118.6(3) ?
 C21A C22A H22A . . 118.7 ?
 C21A C22A C23A . . 122.5(3) ?
 C23A C22A H22A . . 118.7 ?
 C18A C23A C22A . . 118.3(3) ?
 C18A C23A C24A . . 125.2(3) ?
 C22A C23A C24A . . 116.5(3) ?
 C23A C24A H24A . . 108.0 ?
 C23A C24A H24B . . 108.0 ?
 H24A C24A H24B . . 107.3 ?
 C25A C24A C23A . . 117.0(3) ?
 C25A C24A H24A . . 108.0 ?
 C25A C24A H24B . . 108.0 ?
 N2A C25A C24A . . 112.1(3) ?
 N2A C25A H25A . . 109.2 ?
 N2A C25A H25B . . 109.2 ?
 C24A C25A H25A . . 109.2 ?
 C24A C25A H25B . . 109.2 ?
 H25A C25A H25B . . 107.9 ?
 O4A C26A H26A . . 109.5 ?
 O4A C26A H26B . . 109.5 ?
 O4A C26A H26C . . 109.5 ?
 H26A C26A H26B . . 109.5 ?
 H26A C26A H26C . . 109.5 ?
 H26B C26A H26C . . 109.5 ?
 O5A C27A H27A . . 109.5 ?
 O5A C27A H27B . . 109.5 ?
 O5A C27A H27C . . 109.5 ?
 H27A C27A H27B . . 109.5 ?
 H27A C27A H27C . . 109.5 ?
 H27B C27A H27C . . 109.5 ?
 C2B C1B H1BA . . 111.6 ?
 C8B C1B H1BA . . 111.6 ?
 C8B C1B C2B . . 85.8(3) ?
 C11B C1B H1BA . . 111.6 ?
 C11B C1B C2B . . 120.8(3) ?
 C11B C1B C8B . . 113.0(3) ?
 C1B C2B H2BA . . 114.3 ?
 C1B C2B H2BB . . 114.3 ?
 H2BA C2B H2BB . . 111.4 ?
 C3B C2B C1B . . 86.1(3) ?
 C3B C2B H2BA . . 114.3 ?
 C3B C2B H2BB . . 114.3 ?
 C4B C3B C2B . . 144.1(4) ?
 C8B C3B C2B . . 94.2(3) ?
 C8B C3B C4B . . 121.7(4) ?
 C3B C4B H4B . . 121.8 ?
 C3B C4B C5B . . 116.3(4) ?
 C5B C4B H4B . . 121.8 ?
 O1B C5B C4B . . 124.2(3) ?
 O1B C5B C6B . . 114.6(3) ?
 C4B C5B C6B . . 121.2(3) ?
 O2B C6B C5B . . 114.0(3) ?
 C7B C6B O2B . . 124.6(3) ?
 C7B C6B C5B . . 121.4(3) ?
 C6B C7B H7B . . 122.0 ?
 C6B C7B C8B . . 116.0(3) ?
 C8B C7B H7B . . 122.0 ?
 C3B C8B C1B . . 93.8(3) ?
 C3B C8B C7B . . 123.1(3) ?
 C7B C8B C1B . . 143.0(3) ?
 O1B C9B H9BA . . 109.5 ?
 O1B C9B H9BB . . 109.5 ?
 O1B C9B H9BC . . 109.5 ?
 H9BA C9B H9BB . . 109.5 ?
 H9BA C9B H9BC . . 109.5 ?
 H9BB C9B H9BC . . 109.5 ?
 O2B C10B H10D . . 109.5 ?
 O2B C10B H10E . . 109.5 ?
 O2B C10B H10F . . 109.5 ?
 H10D C10B H10E . . 109.5 ?
 H10D C10B H10F . . 109.5 ?
 H10E C10B H10F . . 109.5 ?
 N1B C11B C1B . . 114.2(3) ?
 N1B C11B H11C . . 108.7 ?
 N1B C11B H11D . . 108.7 ?
 C1B C11B H11C . . 108.7 ?
 C1B C11B H11D . . 108.7 ?
 H11C C11B H11D . . 107.6 ?
 N1B C12B H12D . . 109.5 ?
 N1B C12B H12E . . 109.5 ?
 N1B C12B H12F . . 109.5 ?
 H12D C12B H12E . . 109.5 ?
 H12D C12B H12F . . 109.5 ?
 H12E C12B H12F . . 109.5 ?
 N1B C13B H13C . . 109.1 ?
 N1B C13B H13D . . 109.1 ?
 N1B C13B C14B . . 112.4(3) ?
 H13C C13B H13D . . 107.9 ?
 C14B C13B H13C . . 109.1 ?
 C14B C13B H13D . . 109.1 ?
 C13B C14B H14C . . 109.7 ?
 C13B C14B H14D . . 109.7 ?
 C13B C14B C15B . . 109.7(3) ?
 H14C C14B H14D . . 108.2 ?
 C15B C14B H14C . . 109.7 ?
 C15B C14B H14D . . 109.7 ?
 N2B C15B C14B . . 110.9(3) ?
 N2B C15B H15C . . 109.5 ?
 N2B C15B H15D . . 109.5 ?
 C14B C15B H15C . . 109.5 ?
 C14B C15B H15D . . 109.5 ?
 H15C C15B H15D . . 108.1 ?
 O3B C16B N2B . . 122.1(3) ?
 O3B C16B C17B . . 120.5(3) ?
 N2B C16B C17B . . 117.4(3) ?
 C16B C17B H17C . . 108.1 ?
 C16B C17B H17D . . 108.1 ?
 C16B C17B C18B . . 117.0(3) ?
 H17C C17B H17D . . 107.3 ?
 C18B C17B H17C . . 108.1 ?
 C18B C17B H17D . . 108.1 ?
 C19B C18B C17B . . 115.5(3) ?
 C23B C18B C17B . . 125.8(3) ?
 C23B C18B C19B . . 118.6(3) ?
 C18B C19B H19B . . 118.8 ?
 C20B C19B C18B . . 122.3(3) ?
 C20B C19B H19B . . 118.8 ?
 O4B C20B C19B . . 124.9(3) ?
 O4B C20B C21B . . 115.9(3) ?
 C19B C20B C21B . . 119.1(3) ?
 O5B C21B C20B . . 115.5(3) ?
 C22B C21B O5B . . 125.4(3) ?
 C22B C21B C20B . . 119.1(3) ?
 C21B C22B H22B . . 118.8 ?
 C21B C22B C23B . . 122.5(3) ?
 C23B C22B H22B . . 118.8 ?
 C18B C23B C22B . . 118.3(3) ?
 C18B C23B C24B . . 125.5(3) ?
 C22B C23B C24B . . 116.2(3) ?
 C23B C24B H24C . . 108.1 ?
 C23B C24B H24D . . 108.1 ?
 C23B C24B C25B . . 116.7(3) ?
 H24C C24B H24D . . 107.3 ?
 C25B C24B H24C . . 108.1 ?
 C25B C24B H24D . . 108.1 ?
 N2B C25B C24B . . 112.5(3) ?
 N2B C25B H25C . . 109.1 ?
 N2B C25B H25D . . 109.1 ?
 C24B C25B H25C . . 109.1 ?
 C24B C25B H25D . . 109.1 ?
 H25C C25B H25D . . 107.8 ?
 O4B C26B H26D . . 109.5 ?
 O4B C26B H26E . . 109.5 ?
 O4B C26B H26F . . 109.5 ?
 H26D C26B H26E . . 109.5 ?
 H26D C26B H26F . . 109.5 ?
 H26E C26B H26F . . 109.5 ?
 O5B C27B H27D . . 109.5 ?
 O5B C27B H27E . . 109.5 ?
 O5B C27B H27F . . 109.5 ?
 H27D C27B H27E . . 109.5 ?
 H27D C27B H27F . . 109.5 ?
 H27E C27B H27F . . 109.5 ?
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion
 _geom_torsion_publ_flag
 O1A C5A C6A O2A . . . . -2.7(5) ?
 O1A C5A C6A C7A . . . . 176.8(3) ?
 O2A C6A C7A C8A . . . . -179.1(3) ?
 O3A C16A C17A C18A . . . . -114.6(4) ?
 O4A C20A C21A O5A . . . . 0.5(5) ?
 O4A C20A C21A C22A . . . . 178.8(3) ?
 O5A C21A C22A C23A . . . . 179.6(3) ?
 O1B C5B C6B O2B . . . . 3.2(5) ?
 O1B C5B C6B C7B . . . . -175.0(4) ?
 O2B C6B C7B C8B . . . . 179.2(3) ?
 O3B C16B C17B C18B . . . . 120.5(4) ?
 O4B C20B C21B O5B . . . . -0.1(5) ?
 O4B C20B C21B C22B . . . . -179.1(3) ?
 O5B C21B C22B C23B . . . . -179.8(3) ?
 N1A C13A C14A C15A . . . . -172.8(3) ?
 N1B C13B C14B C15B . . . . 168.7(3) ?
 N2A C16A C17A C18A . . . . 66.3(4) ?
 N2B C16B C17B C18B . . . . -59.8(5) ?
 C1A C2A C3A C4A . . . . -173.9(5) ?
 C1A C2A C3A C8A . . . . 1.3(3) ?
 C2A C1A C8A C3A . . . . 1.3(3) ?
 C2A C1A C8A C7A . . . . 176.4(5) ?
 C2A C1A C11A N1A . . . . 90.4(3) ?
 C2A C3A C4A C5A . . . . 174.6(5) ?
 C2A C3A C8A C1A . . . . -1.3(3) ?
 C2A C3A C8A C7A . . . . -177.8(3) ?
 C3A C4A C5A O1A . . . . -177.7(4) ?
 C3A C4A C5A C6A . . . . 1.5(6) ?
 C4A C3A C8A C1A . . . . 175.3(3) ?
 C4A C3A C8A C7A . . . . -1.2(6) ?
 C4A C5A C6A O2A . . . . 178.1(4) ?
 C4A C5A C6A C7A . . . . -2.5(6) ?
 C5A C6A C7A C8A . . . . 1.5(5) ?
 C6A C7A C8A C1A . . . . -173.9(4) ?
 C6A C7A C8A C3A . . . . 0.3(5) ?
 C8A C1A C2A C3A . . . . -1.2(2) ?
 C8A C1A C11A N1A . . . . -173.3(3) ?
 C8A C3A C4A C5A . . . . 0.3(6) ?
 C9A O1A C5A C4A . . . . 13.9(6) ?
 C9A O1A C5A C6A . . . . -165.3(4) ?
 C10A O2A C6A C5A . . . . -167.6(4) ?
 C10A O2A C6A C7A . . . . 12.9(6) ?
 C11A N1A C13A C14A . . . . 158.4(3) ?
 C11A C1A C2A C3A . . . . 109.6(3) ?
 C11A C1A C8A C3A . . . . -116.9(3) ?
 C11A C1A C8A C7A . . . . 58.2(6) ?
 C12A N1A C11A C1A . . . . -50.2(4) ?
 C12A N1A C13A C14A . . . . -73.0(4) ?
 C13A N1A C11A C1A . . . . 77.4(3) ?
 C13A C14A C15A N2A . . . . -173.4(3) ?
 C15A N2A C16A O3A . . . . -0.1(5) ?
 C15A N2A C16A C17A . . . . 179.0(3) ?
 C15A N2A C25A C24A . . . . 105.7(3) ?
 C16A N2A C15A C14A . . . . -86.3(4) ?
 C16A N2A C25A C24A . . . . -72.0(4) ?
 C16A C17A C18A C19A . . . . 134.4(3) ?
 C16A C17A C18A C23A . . . . -46.6(5) ?
 C17A C18A C19A C20A . . . . 178.8(3) ?
 C17A C18A C23A C22A . . . . -179.9(3) ?
 C17A C18A C23A C24A . . . . 0.4(5) ?
 C18A C19A C20A O4A . . . . -179.5(3) ?
 C18A C19A C20A C21A . . . . 2.1(5) ?
 C18A C23A C24A C25A . . . . -12.9(5) ?
 C19A C18A C23A C22A . . . . -0.9(5) ?
 C19A C18A C23A C24A . . . . 179.4(3) ?
 C19A C20A C21A O5A . . . . 179.1(3) ?
 C19A C20A C21A C22A . . . . -2.6(5) ?
 C20A C21A C22A C23A . . . . 1.5(5) ?
 C21A C22A C23A C18A . . . . 0.3(5) ?
 C21A C22A C23A C24A . . . . -180.0(3) ?
 C22A C23A C24A C25A . . . . 167.4(3) ?
 C23A C18A C19A C20A . . . . -0.2(5) ?
 C23A C24A C25A N2A . . . . 68.2(4) ?
 C25A N2A C15A C14A . . . . 96.0(3) ?
 C25A N2A C16A O3A . . . . 177.5(3) ?
 C25A N2A C16A C17A . . . . -3.4(5) ?
 C26A O4A C20A C19A . . . . 31.5(7) ?
 C26A O4A C20A C21A . . . . -150.0(5) ?
 C27A O5A C21A C20A . . . . -178.3(3) ?
 C27A O5A C21A C22A . . . . 3.5(5) ?
 C1B C2B C3B C4B . . . . 174.9(6) ?
 C1B C2B C3B C8B . . . . -2.2(3) ?
 C2B C1B C8B C3B . . . . -2.2(3) ?
 C2B C1B C8B C7B . . . . 177.7(5) ?
 C2B C1B C11B N1B . . . . 87.7(4) ?
 C2B C3B C4B C5B . . . . -178.1(5) ?
 C2B C3B C8B C1B . . . . 2.3(3) ?
 C2B C3B C8B C7B . . . . -177.6(3) ?
 C3B C4B C5B O1B . . . . 177.3(4) ?
 C3B C4B C5B C6B . . . . -3.3(6) ?
 C4B C3B C8B C1B . . . . -175.7(4) ?
 C4B C3B C8B C7B . . . . 4.3(6) ?
 C4B C5B C6B O2B . . . . -176.2(4) ?
 C4B C5B C6B C7B . . . . 5.6(6) ?
 C5B C6B C7B C8B . . . . -2.7(5) ?
 C6B C7B C8B C1B . . . . 178.0(4) ?
 C6B C7B C8B C3B . . . . -2.1(5) ?
 C8B C1B C2B C3B . . . . 2.0(3) ?
 C8B C1B C11B N1B . . . . -173.0(3) ?
 C8B C3B C4B C5B . . . . -1.4(6) ?
 C9B O1B C5B C4B . . . . -14.8(6) ?
 C9B O1B C5B C6B . . . . 165.9(4) ?
 C10B O2B C6B C5B . . . . 168.5(4) ?
 C10B O2B C6B C7B . . . . -13.3(6) ?
 C11B N1B C13B C14B . . . . -165.9(3) ?
 C11B C1B C2B C3B . . . . 116.3(3) ?
 C11B C1B C8B C3B . . . . -124.0(3) ?
 C11B C1B C8B C7B . . . . 55.9(6) ?
 C12B N1B C11B C1B . . . . -68.3(4) ?
 C12B N1B C13B C14B . . . . 68.7(4) ?
 C13B N1B C11B C1B . . . . 166.7(3) ?
 C13B C14B C15B N2B . . . . 173.4(3) ?
 C15B N2B C16B O3B . . . . 0.5(5) ?
 C15B N2B C16B C17B . . . . -179.2(3) ?
 C15B N2B C25B C24B . . . . -109.1(4) ?
 C16B N2B C15B C14B . . . . 79.9(4) ?
 C16B N2B C25B C24B . . . . 78.2(4) ?
 C16B C17B C18B C19B . . . . -132.4(4) ?
 C16B C17B C18B C23B . . . . 48.5(5) ?
 C17B C18B C19B C20B . . . . -179.0(3) ?
 C17B C18B C23B C22B . . . . 179.1(3) ?
 C17B C18B C23B C24B . . . . -1.8(5) ?
 C18B C19B C20B O4B . . . . 179.5(3) ?
 C18B C19B C20B C21B . . . . -0.7(6) ?
 C18B C23B C24B C25B . . . . 9.7(5) ?
 C19B C18B C23B C22B . . . . 0.0(5) ?
 C19B C18B C23B C24B . . . . 179.1(3) ?
 C19B C20B C21B O5B . . . . -180.0(3) ?
 C19B C20B C21B C22B . . . . 1.1(5) ?
 C20B C21B C22B C23B . . . . -0.9(5) ?
 C21B C22B C23B C18B . . . . 0.4(5) ?
 C21B C22B C23B C24B . . . . -178.8(3) ?
 C22B C23B C24B C25B . . . . -171.2(3) ?
 C23B C18B C19B C20B . . . . 0.2(5) ?
 C23B C24B C25B N2B . . . . -65.1(4) ?
 C25B N2B C15B C14B . . . . -92.9(4) ?
 C25B N2B C16B O3B . . . . 173.2(3) ?
 C25B N2B C16B C17B . . . . -6.5(5) ?
 C26B O4B C20B C19B . . . . -19.5(6) ?
 C26B O4B C20B C21B . . . . 160.7(4) ?
 C27B O5B C21B C20B . . . . -178.7(3) ?
 C27B O5B C21B C22B . . . . 0.1(5) ?
loop_
 _geom_hbond_atom_site_label_D
 _geom_hbond_atom_site_label_H
 _geom_hbond_atom_site_label_A
 _geom_hbond_site_symmetry_A
 _geom_hbond_distance_DH
 _geom_hbond_distance_HA
 _geom_hbond_distance_DA
 _geom_hbond_angle_DHA
 _geom_hbond_publ_flag
 O6 H6A Cl1B 1_655 0.82 2.58 3.230(4) 137.0 yes
 O6 H6B Cl1B . 0.82 2.49 3.283(4) 161.7 yes
 N1A H1A Cl1A . 0.98 2.12 3.055(3) 158.4 yes
 N1B H1B Cl1B . 0.98 2.12 3.093(3) 174.2 yes

data_i-518
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_systematic
;\
[3-(7,8-Dimethoxy-2-oxo-2,3,4,5-tetrahydro-1H-3-benzazepin-3-yl)propyl]\
{[3,4-dimethoxybicyclo[4.2.0]octa-1(6),2,4-trien-7-yl]methyl}methylazanium
tetrahydrate
;
_chemical_name_common
;
Ivabradine hydrochloride tetrahydrate
;
_chemical_formula_moiety 'C27 H37 N2 O5 +, Cl -, 4(H2 O)'
_chemical_formula_sum 'C27 H45 Cl N2 O9'
_chemical_formula_iupac 'C27 H37 N2 O5 +, Cl -, 4H2 O'
_chemical_formula_weight 577.10
_chemical_melting_point ?
_chemical_absolute_configuration rd
_space_group_crystal_system orthorhombic
_space_group_name_H-M_alt 'P 21 21 21'
_space_group_name_Hall 'P 2ac 2ab'
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 'x+1/2, -y+1/2, -z'
 '-x, y+1/2, -z+1/2'
_cell_length_a 8.6747(2)
_cell_length_b 18.2437(5)
_cell_length_c 38.6507(9)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 6116.8(3)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 32894
_cell_measurement_theta_min 3.0
_cell_measurement_theta_max 27.5
_cell_measurement_temperature 296.0(10)
_exptl_crystal_description needle
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.3
_exptl_crystal_size_mid 0.12
_exptl_crystal_size_min 0.1
_exptl_crystal_density_diffrn 1.253
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_F_000 2480
_exptl_absorpt_coefficient_mu 0.176
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(ABSCOR; Higashi, 1995)
;
_exptl_absorpt_correction_T_min 0.9490
_exptl_absorpt_correction_T_max 0.9826
_diffrn_ambient_temperature 296(2)
_diffrn_source 'fine-focus sealed tube'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur Atlas Gemini ultra
;
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean 10.00
_diffrn_reflns_number 55596
_diffrn_reflns_av_R_equivalents 0.0576
_diffrn_reflns_av_unetI/netI 0.0603
_diffrn_reflns_theta_min 3.043
_diffrn_reflns_theta_max 27.459
_diffrn_reflns_theta_full 25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_k_min -23
_diffrn_reflns_limit_k_max 23
_diffrn_reflns_limit_l_min -50
_diffrn_reflns_limit_l_max 50
_refine_special_details ?
_reflns_number_total 13936
_reflns_number_gt 7143
_reflns_threshold_expression 'I > 2\s(I)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.1133
_refine_ls_R_factor_gt 0.0427
_refine_ls_wR_factor_gt 0.0861
_refine_ls_wR_factor_ref 0.1060
_refine_ls_goodness_of_fit_ref 0.956
_refine_ls_restrained_S_all 0.956
_refine_ls_number_reflns 13936
_refine_ls_number_parameters 715
_refine_ls_number_restraints 7
_refine_ls_hydrogen_treatment mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
 'w=1/[\s^2^(Fo^2^)+(0.0468P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary dual
_atom_sites_solution_secondary ?
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_diff_density_max 0.168
_refine_diff_density_min -0.195
_refine_ls_extinction_method none
_refine_ls_extinction_coef .
_refine_ls_abs_structure_details
;
Flack x determined using 2366 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons et al., 2013)
;
_refine_ls_abs_structure_Flack -0.01(3)
loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C' 'C' 0.0033 0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H' 'H' 0.0000 0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cl' 'Cl' 0.1484 0.1585
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N' 'N' 0.0061 0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0106 0.0060
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
CrysAlis PRO (Agilent, 2009)
;
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2009)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2009)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015a)
;
_computing_structure_refinement
;
SHELXL (Sheldrick, 2015b)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and
DIAMOND (Brandenburg & Putz, 2005)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al., 2009)
;
loop_
 _atom_site_type_symbol
 _atom_site_label
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_calc_flag
 _atom_site_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
 Cl Cl1 0.61033(12) 0.47173(6) 0.42178(4) 0.0999(4) Uani d 1 . .
 Cl Cl2 0.41813(13) 0.54721(6) 0.57885(4) 0.0947(4) Uani d 1 . .
 O O1A 0.6412(3) 0.87639(14) 0.28869(7) 0.0726(7) Uani d 1 . .
 O O2A 0.8773(3) 0.82923(15) 0.32083(7) 0.0730(8) Uani d 1 . .
 O O3A -0.0837(3) 0.62870(14) 0.40461(6) 0.0687(7) Uani d 1 . .
 O O4A 0.2588(3) 0.64185(15) 0.26145(7) 0.0714(8) Uani d 1 . .
 O O5A 0.4908(3) 0.56182(14) 0.27999(6) 0.0633(7) Uani d 1 . .
 N N1A 0.4527(3) 0.61379(15) 0.44549(7) 0.0484(7) Uani d 1 . .
 H H1A 0.494933 0.567889 0.436337 0.058 Uiso calc 1 . .
 N N2A 0.0208(3) 0.51664(14) 0.41408(7) 0.0460(7) Uani d 1 . .
 O O11 0.4198(3) 0.77188(13) 0.54417(6) 0.0711(7) Uani d 1 . .
 H H11E 0.405754 0.805026 0.558228 0.107 Uiso d 1 . .
 H H11F 0.424524 0.790075 0.524778 0.107 Uiso d 1 . .
 O O12 0.6567(3) 0.67652(16) 0.56147(7) 0.0862(9) Uani d 1 . .
 H H12G 0.599853 0.706064 0.551551 0.129 Uiso d 1 . .
 H H12H 0.607573 0.638894 0.565841 0.129 Uiso d 1 . .
 O O13 0.4072(3) 0.83916(17) 0.48195(8) 0.0946(9) Uani d 1 . .
 H H13E 0.489317 0.832257 0.471817 0.142 Uiso d 1 . .
 H H13F 0.335687 0.832017 0.468407 0.142 Uiso d 1 . .
 O O14 0.2006(3) 0.66100(18) 0.54256(9) 0.1008(11) Uani d 1 . .
 H H14E 0.260926 0.695366 0.540569 0.151 Uiso d 1 . .
 H H14F 0.237546 0.621666 0.548639 0.151 Uiso d 1 . .
 C C1A 0.4913(4) 0.66664(18) 0.38552(8) 0.0482(8) Uani d 1 . .
 H H1AA 0.508186 0.616084 0.377837 0.058 Uiso calc 1 . .
 C C2A 0.3433(4) 0.70032(18) 0.36840(9) 0.0532(9) Uani d 1 . .
 H H2AA 0.283207 0.665711 0.354944 0.064 Uiso calc 1 . .
 H H2AB 0.278691 0.727959 0.384189 0.064 Uiso calc 1 . .
 C C3A 0.4532(4) 0.74717(18) 0.34703(8) 0.0468(8) Uani d 1 . .
 C C4A 0.4622(4) 0.79966(19) 0.32122(9) 0.0523(9) Uani d 1 . .
 H H4A 0.374999 0.816732 0.309783 0.063 Uiso calc 1 . .
 C C5A 0.6085(4) 0.82530(19) 0.31340(9) 0.0522(9) Uani d 1 . .
 C C6A 0.7391(4) 0.79873(19) 0.33130(10) 0.0514(9) Uani d 1 . .
 C C7A 0.7275(4) 0.74544(19) 0.35628(9) 0.0528(9) Uani d 1 . .
 H H7A 0.813524 0.727194 0.367766 0.063 Uiso calc 1 . .
 C C8A 0.5805(4) 0.72059(17) 0.36329(8) 0.0469(8) Uani d 1 . .
 C C9A 0.5153(5) 0.9042(3) 0.26888(11) 0.0855(13) Uani d 1 . .
 H H9AA 0.469044 0.864922 0.256007 0.128 Uiso calc 1 . .
 H H9AB 0.552151 0.940991 0.253180 0.128 Uiso calc 1 . .
 H H9AC 0.440109 0.925294 0.284130 0.128 Uiso calc 1 . .
 C C10A 1.0098(4) 0.8103(2) 0.34018(11) 0.0762(12) Uani d 1 . .
 H H10A 0.994031 0.822906 0.364033 0.114 Uiso calc 1 . .
 H H10B 1.097317 0.836510 0.331375 0.114 Uiso calc 1 . .
 H H10C 1.027962 0.758518 0.338275 0.114 Uiso calc 1 . .
 C C11A 0.5187(4) 0.67440(18) 0.42392(8) 0.0521(8) Uani d 1 . .
 H H11A 0.628879 0.676779 0.428003 0.063 Uiso calc 1 . .
 H H11B 0.474422 0.720468 0.431573 0.063 Uiso calc 1 . .
 C C12A 0.5068(5) 0.6199(2) 0.48184(9) 0.0769(12) Uani d 1 . .
 H H12A 0.617441 0.620681 0.482268 0.115 Uiso calc 1 . .
 H H12B 0.470185 0.578637 0.494877 0.115 Uiso calc 1 . .
 H H12C 0.467736 0.664320 0.491854 0.115 Uiso calc 1 . .
 C C13A 0.2807(4) 0.60841(19) 0.44244(9) 0.0508(9) Uani d 1 . .
 H H13A 0.252891 0.606920 0.418140 0.061 Uiso calc 1 . .
 H H13B 0.234595 0.651989 0.452416 0.061 Uiso calc 1 . .
 C C14A 0.2152(4) 0.54150(19) 0.46028(9) 0.0510(9) Uani d 1 . .
 H H14A 0.224230 0.547491 0.485133 0.061 Uiso calc 1 . .
 H H14B 0.274665 0.498691 0.453684 0.061 Uiso calc 1 . .
 C C15A 0.0461(4) 0.52925(19) 0.45085(8) 0.0493(9) Uani d 1 . .
 H H15A 0.007660 0.487367 0.463688 0.059 Uiso calc 1 . .
 H H15B -0.013045 0.571796 0.457954 0.059 Uiso calc 1 . .
 C C16A -0.0463(4) 0.5673(2) 0.39390(9) 0.0509(9) Uani d 1 . .
 C C17A -0.0683(4) 0.5484(2) 0.35611(9) 0.0576(9) Uani d 1 . .
 H H17A -0.135538 0.584540 0.345571 0.069 Uiso calc 1 . .
 H H17B -0.118703 0.501046 0.354373 0.069 Uiso calc 1 . .
 C C18A 0.0828(4) 0.54584(17) 0.33620(8) 0.0464(8) Uani d 1 . .
 C C19A 0.0985(4) 0.59186(18) 0.30734(9) 0.0539(9) Uani d 1 . .
 H H19A 0.014457 0.619862 0.300364 0.065 Uiso calc 1 . .
 C C20A 0.2328(4) 0.59693(19) 0.28917(9) 0.0517(9) Uani d 1 . .
 C C21A 0.3583(4) 0.55391(19) 0.29940(9) 0.0496(8) Uani d 1 . .
 C C22A 0.3446(4) 0.50895(18) 0.32752(9) 0.0493(8) Uani d 1 . .
 H H22A 0.429319 0.481235 0.334350 0.059 Uiso calc 1 . .
 C C23A 0.2074(4) 0.50325(17) 0.34638(9) 0.0463(8) Uani d 1 . .
 C C24A 0.2106(4) 0.45134(18) 0.37689(8) 0.0502(9) Uani d 1 . .
 H H24A 0.295999 0.465591 0.391645 0.060 Uiso calc 1 . .
 H H24B 0.233506 0.402711 0.368140 0.060 Uiso calc 1 . .
 C C25A 0.0682(4) 0.44566(18) 0.39935(9) 0.0520(9) Uani d 1 . .
 H H25A -0.015842 0.426031 0.385641 0.062 Uiso calc 1 . .
 H H25B 0.088250 0.411556 0.418075 0.062 Uiso calc 1 . .
 C C26A 0.1473(6) 0.6973(3) 0.25430(10) 0.0860(14) Uani d 1 . .
 H H26A 0.053558 0.674796 0.246424 0.129 Uiso calc 1 . .
 H H26B 0.186066 0.729467 0.236691 0.129 Uiso calc 1 . .
 H H26C 0.127139 0.724815 0.274972 0.129 Uiso calc 1 . .
 C C27A 0.6277(4) 0.5313(3) 0.29376(11) 0.0814(13) Uani d 1 . .
 H H27A 0.643912 0.549626 0.316751 0.122 Uiso calc 1 . .
 H H27B 0.713531 0.544581 0.279398 0.122 Uiso calc 1 . .
 H H27C 0.618509 0.478839 0.294475 0.122 Uiso calc 1 . .
 O O1B 0.3760(3) 0.12954(15) 0.71476(7) 0.0744(8) Uani d 1 . .
 O O2B 0.1448(3) 0.16137(15) 0.67729(7) 0.0751(8) Uani d 1 . .
 O O3B 1.0957(3) 0.36746(16) 0.59195(7) 0.0764(8) Uani d 1 . .
 O O4B 0.7429(3) 0.35039(15) 0.73160(7) 0.0751(8) Uani d 1 . .
 O O5B 0.5245(3) 0.43911(16) 0.71391(6) 0.0712(7) Uani d 1 . .
 N N1B 0.5606(3) 0.40080(15) 0.56155(7) 0.0514(7) Uani d 1 . .
 H H1B 0.529400 0.452275 0.563429 0.062 Uiso calc 1 . .
 N N2B 1.0089(3) 0.48330(16) 0.58399(7) 0.0533(7) Uani d 1 . .
 C C1B 0.5426(4) 0.28530(18) 0.59855(9) 0.0514(8) Uani d 1 . .
 H H1BA 0.549202 0.257125 0.577017 0.062 Uiso calc 1 . .
 C C2B 0.6853(4) 0.2711(2) 0.62305(10) 0.0601(10) Uani d 1 . .
 H H2BA 0.763593 0.239450 0.613159 0.072 Uiso calc 1 . .
 H H2BB 0.730221 0.315214 0.632749 0.072 Uiso calc 1 . .
 C C3B 0.5737(4) 0.23229(18) 0.64690(9) 0.0513(9) Uani d 1 . .
 C C4B 0.5585(4) 0.1929(2) 0.67748(10) 0.0586(10) Uani d 1 . .
 H H4B 0.642867 0.182951 0.691552 0.070 Uiso calc 1 . .
 C C5B 0.4114(4) 0.1693(2) 0.68604(9) 0.0552(9) Uani d 1 . .
 C C6B 0.2837(4) 0.1852(2) 0.66471(10) 0.0559(10) Uani d 1 . .
 C C7B 0.3010(4) 0.22418(19) 0.63406(10) 0.0579(10) Uani d 1 . .
 H H7B 0.217750 0.235048 0.619794 0.069 Uiso calc 1 . .
 C C8B 0.4495(4) 0.24577(17) 0.62607(9) 0.0495(8) Uani d 1 . .
 C C9B 0.4984(6) 0.1051(3) 0.73629(11) 0.0959(15) Uani d 1 . .
 H H9BA 0.568193 0.075598 0.722980 0.144 Uiso calc 1 . .
 H H9BB 0.457157 0.076511 0.754978 0.144 Uiso calc 1 . .
 H H9BC 0.552393 0.146709 0.745472 0.144 Uiso calc 1 . .
 C C10B 0.0120(4) 0.1801(2) 0.65774(12) 0.0793(13) Uani d 1 . .
 H H10D 0.007358 0.232374 0.654962 0.119 Uiso calc 1 . .
 H H10E -0.078600 0.163469 0.669629 0.119 Uiso calc 1 . .
 H H10F 0.017549 0.157241 0.635412 0.119 Uiso calc 1 . .
 C C11B 0.4912(4) 0.36233(18) 0.59245(9) 0.0541(9) Uani d 1 . .
 H H11C 0.514882 0.390849 0.612960 0.065 Uiso calc 1 . .
 H H11D 0.380018 0.362270 0.589779 0.065 Uiso calc 1 . .
 C C12B 0.4965(4) 0.3740(2) 0.52816(10) 0.0784(12) Uani d 1 . .
 H H12D 0.540182 0.401654 0.509442 0.118 Uiso calc 1 . .
 H H12E 0.386579 0.379899 0.528182 0.118 Uiso calc 1 . .
 H H12F 0.521532 0.323072 0.525311 0.118 Uiso calc 1 . .
 C C13B 0.7332(3) 0.4006(2) 0.56251(10) 0.0548(9) Uani d 1 . .
 H H13C 0.770711 0.353707 0.554222 0.066 Uiso calc 1 . .
 H H13D 0.767412 0.406491 0.586243 0.066 Uiso calc 1 . .
 C C14B 0.8021(4) 0.4617(2) 0.54045(9) 0.0538(9) Uani d 1 . .
 H H14C 0.748975 0.507283 0.545358 0.065 Uiso calc 1 . .
 H H14D 0.786891 0.450270 0.516172 0.065 Uiso calc 1 . .
 C C15B 0.9743(4) 0.4712(2) 0.54755(9) 0.0580(10) Uani d 1 . .
 H H15C 1.028550 0.427823 0.539711 0.070 Uiso calc 1 . .
 H H15D 1.012172 0.512583 0.534251 0.070 Uiso calc 1 . .
 C C16B 1.0673(4) 0.4291(2) 0.60334(10) 0.0595(10) Uani d 1 . .
 C C17B 1.0917(4) 0.4453(2) 0.64106(10) 0.0662(10) Uani d 1 . .
 H H17C 1.145424 0.491670 0.643489 0.079 Uiso calc 1 . .
 H H17D 1.155591 0.407332 0.651212 0.079 Uiso calc 1 . .
 C C18B 0.9387(4) 0.4490(2) 0.66026(9) 0.0523(9) Uani d 1 . .
 C C19B 0.9156(4) 0.4003(2) 0.68770(9) 0.0574(10) Uani d 1 . .
 H H19B 0.995249 0.369152 0.694283 0.069 Uiso calc 1 . .
 C C20B 0.7781(4) 0.3975(2) 0.70511(10) 0.0595(10) Uani d 1 . .
 C C21B 0.6580(4) 0.4447(2) 0.69532(9) 0.0575(9) Uani d 1 . .
 C C22B 0.6808(4) 0.49246(19) 0.66838(9) 0.0528(9) Uani d 1 . .
 H H22B 0.600455 0.523181 0.661788 0.063 Uiso calc 1 . .
 C C23B 0.8210(4) 0.49658(18) 0.65047(9) 0.0505(9) Uani d 1 . .
 C C24B 0.8290(4) 0.55344(19) 0.62200(9) 0.0575(10) Uani d 1 . .
 H H24C 0.818543 0.601387 0.632590 0.069 Uiso calc 1 . .
 H H24D 0.740435 0.546470 0.607043 0.069 Uiso calc 1 . .
 C C25B 0.9723(4) 0.5545(2) 0.59941(10) 0.0613(10) Uani d 1 . .
 H H25C 0.957716 0.590060 0.581026 0.074 Uiso calc 1 . .
 H H25D 1.059261 0.570564 0.613254 0.074 Uiso calc 1 . .
 C C26B 0.8556(6) 0.2969(2) 0.74068(12) 0.0859(14) Uani d 1 . .
 H H26D 0.877188 0.266552 0.720979 0.129 Uiso calc 1 . .
 H H26E 0.817171 0.267096 0.759236 0.129 Uiso calc 1 . .
 H H26F 0.948483 0.321066 0.747941 0.129 Uiso calc 1 . .
 C C27B 0.3919(5) 0.4730(3) 0.70011(11) 0.0889(14) Uani d 1 . .
 H H27D 0.407427 0.525072 0.699187 0.133 Uiso calc 1 . .
 H H27E 0.304732 0.462300 0.714548 0.133 Uiso calc 1 . .
 H H27F 0.373331 0.454714 0.677195 0.133 Uiso calc 1 . .
 O O21 0.3803(3) 0.34166(16) 0.44309(8) 0.0894(9) Uani d 1 . .
 H H21A 0.422732 0.380904 0.438318 0.134 Uiso d 1 . .
 H H21B 0.443922 0.309654 0.447308 0.134 Uiso d 1 . .
 O O22 0.1170(3) 0.33620(18) 0.48238(7) 0.1011(10) Uani d 1 . .
 H H22C 0.179640 0.328082 0.466867 0.152 Uiso d 1 . .
 H H22D 0.032450 0.340492 0.473217 0.152 Uiso d 1 . .
 O O23 0.1092(4) 0.26197(14) 0.54282(7) 0.0865(9) Uani d 1 . .
 H H23A 0.097206 0.285699 0.525003 0.130 Uiso d 1 . .
 H H23B 0.089296 0.294689 0.556703 0.130 Uiso d 1 . .
 O O24 -0.1792(4) 0.3540(2) 0.45942(9) 0.0974(10) Uani d 1 . .
 H H24E -0.225043 0.378122 0.444680 0.18(3) Uiso d 1 . .
 H H24F -0.205023 0.310652 0.459940 0.18(4) Uiso d 1 . .
loop_
 _atom_site_aniso_label
 _atom_site_aniso_U_11
 _atom_site_aniso_U_22
 _atom_site_aniso_U_33
 _atom_site_aniso_U_12
 _atom_site_aniso_U_13
 _atom_site_aniso_U_23
 Cl1 0.0587(6) 0.0590(6) 0.1819(13) 0.0061(5) 0.0032(7) 0.0043(7)
 Cl2 0.0665(6) 0.0591(6) 0.1585(12) 0.0101(5) 0.0028(7) 0.0132(7)
 O1A 0.0695(17) 0.0770(18) 0.0713(17) 0.0007(15) -0.0032(15) 0.0328(15)
 O2A 0.0505(15) 0.0872(19) 0.0811(19) -0.0057(15) 0.0023(14) 0.0243(16)
 O3A 0.0811(18) 0.0557(15) 0.0692(17) 0.0203(15) -0.0093(15) -0.0041(14)
 O4A 0.0798(18) 0.0730(18) 0.0615(16) -0.0025(15) -0.0141(14) 0.0251(14)
 O5A 0.0599(15) 0.0744(18) 0.0555(15) -0.0020(14) -0.0021(13) 0.0102(13)
 N1A 0.0468(15) 0.0479(16) 0.0506(16) -0.0084(13) -0.0064(14) 0.0037(14)
 N2A 0.0444(15) 0.0428(15) 0.0508(17) -0.0011(13) -0.0027(14) -0.0002(14)
 O11 0.0883(19) 0.0548(15) 0.0704(17) 0.0001(15) 0.0044(16) 0.0011(13)
 O12 0.0722(17) 0.090(2) 0.096(2) 0.0041(16) -0.0032(17) 0.0143(17)
 O13 0.0728(18) 0.120(2) 0.091(2) 0.0044(19) 0.0002(17) 0.0185(19)
 O14 0.0699(18) 0.086(2) 0.147(3) 0.0026(17) -0.0136(19) 0.026(2)
 C1A 0.0527(19) 0.0412(18) 0.0508(19) -0.0012(16) -0.0016(16) -0.0002(16)
 C2A 0.0468(18) 0.054(2) 0.059(2) -0.0089(17) -0.0047(17) -0.0004(18)
 C3A 0.0415(18) 0.050(2) 0.049(2) -0.0031(16) 0.0028(16) -0.0022(17)
 C4A 0.050(2) 0.057(2) 0.050(2) 0.0067(18) -0.0065(18) 0.0034(18)
 C5A 0.059(2) 0.049(2) 0.049(2) 0.0018(19) 0.0017(18) 0.0086(18)
 C6A 0.0463(19) 0.052(2) 0.056(2) -0.0013(17) 0.0029(17) 0.0066(18)
 C7A 0.0464(19) 0.057(2) 0.055(2) 0.0062(17) -0.0011(17) 0.0148(18)
 C8A 0.0485(19) 0.0432(18) 0.0490(19) -0.0036(16) -0.0020(17) 0.0053(16)
 C9A 0.093(3) 0.087(3) 0.076(3) 0.012(3) -0.014(3) 0.036(2)
 C10A 0.045(2) 0.089(3) 0.094(3) -0.007(2) -0.004(2) 0.010(3)
 C11A 0.0492(18) 0.051(2) 0.056(2) -0.0135(16) -0.0038(17) 0.0060(17)
 C12A 0.078(3) 0.104(3) 0.049(2) -0.019(3) -0.018(2) 0.007(2)
 C13A 0.0443(18) 0.052(2) 0.056(2) -0.0051(16) -0.0041(17) 0.0052(18)
 C14A 0.0496(19) 0.053(2) 0.051(2) -0.0030(17) -0.0044(17) 0.0056(17)
 C15A 0.0456(18) 0.052(2) 0.050(2) -0.0047(16) 0.0060(17) 0.0067(17)
 C16A 0.0393(18) 0.053(2) 0.061(2) -0.0020(17) -0.0046(17) -0.0019(19)
 C17A 0.053(2) 0.059(2) 0.061(2) -0.0013(18) -0.0159(19) -0.0007(19)
 C18A 0.0433(18) 0.0459(18) 0.050(2) -0.0043(16) -0.0123(16) -0.0047(17)
 C19A 0.054(2) 0.050(2) 0.058(2) -0.0010(18) -0.0229(19) 0.0032(18)
 C20A 0.062(2) 0.048(2) 0.045(2) -0.0089(19) -0.0171(19) 0.0062(17)
 C21A 0.053(2) 0.049(2) 0.047(2) -0.0044(18) -0.0023(18) 0.0014(18)
 C22A 0.0505(19) 0.045(2) 0.052(2) 0.0010(16) -0.0091(18) -0.0031(18)
 C23A 0.0498(19) 0.0399(18) 0.049(2) -0.0003(16) -0.0087(17) 0.0006(16)
 C24A 0.058(2) 0.0401(18) 0.052(2) 0.0038(17) -0.0012(17) 0.0016(17)
 C25A 0.055(2) 0.0422(19) 0.058(2) -0.0021(17) -0.0037(18) 0.0020(17)
 C26A 0.110(4) 0.071(3) 0.077(3) 0.012(3) -0.016(3) 0.023(2)
 C27A 0.051(2) 0.121(4) 0.072(3) -0.003(3) -0.004(2) 0.017(3)
 O1B 0.0738(18) 0.091(2) 0.0583(16) 0.0002(16) -0.0055(15) 0.0222(16)
 O2B 0.0514(15) 0.088(2) 0.0860(19) -0.0096(15) -0.0033(14) 0.0244(16)
 O3B 0.0670(17) 0.0774(19) 0.085(2) 0.0206(16) -0.0020(16) -0.0048(16)
 O4B 0.0831(19) 0.0733(18) 0.0690(18) -0.0031(16) -0.0130(15) 0.0238(16)
 O5B 0.0617(16) 0.089(2) 0.0634(16) 0.0041(15) 0.0027(14) 0.0136(15)
 N1B 0.0456(16) 0.0486(16) 0.0600(18) -0.0038(14) -0.0078(14) 0.0046(14)
 N2B 0.0450(15) 0.0594(18) 0.0555(18) -0.0052(14) 0.0004(14) 0.0053(16)
 C1B 0.0498(19) 0.048(2) 0.057(2) -0.0002(16) -0.0035(18) 0.0019(17)
 C2B 0.0444(19) 0.061(2) 0.075(3) 0.0059(17) -0.0026(19) 0.002(2)
 C3B 0.0458(19) 0.051(2) 0.057(2) 0.0056(17) -0.0029(18) -0.0021(18)
 C4B 0.053(2) 0.068(2) 0.054(2) 0.010(2) -0.0091(19) -0.002(2)
 C5B 0.059(2) 0.058(2) 0.049(2) 0.004(2) -0.0015(18) -0.0013(19)
 C6B 0.0430(19) 0.058(2) 0.066(3) -0.0057(18) -0.0054(19) 0.004(2)
 C7B 0.049(2) 0.060(2) 0.064(2) -0.0048(18) -0.0102(19) 0.008(2)
 C8B 0.049(2) 0.0405(18) 0.059(2) -0.0024(16) -0.0079(18) 0.0006(17)
 C9B 0.104(3) 0.119(4) 0.065(3) 0.018(3) -0.011(3) 0.030(3)
 C10B 0.051(2) 0.084(3) 0.103(3) -0.011(2) -0.004(2) 0.008(3)
 C11B 0.0442(18) 0.051(2) 0.067(2) -0.0025(16) 0.0034(18) 0.0058(18)
 C12B 0.071(3) 0.096(3) 0.069(3) -0.020(2) -0.020(2) 0.004(2)
 C13B 0.0425(19) 0.055(2) 0.067(2) 0.0007(17) -0.0068(17) 0.0014(19)
 C14B 0.052(2) 0.061(2) 0.049(2) -0.0032(18) 0.0019(17) 0.0037(18)
 C15B 0.051(2) 0.069(3) 0.055(2) -0.0053(19) 0.0054(18) 0.003(2)
 C16B 0.0382(19) 0.070(3) 0.070(3) 0.0006(19) 0.0002(19) 0.005(2)
 C17B 0.047(2) 0.079(3) 0.072(3) -0.002(2) -0.0168(19) 0.003(2)
 C18B 0.0479(19) 0.057(2) 0.052(2) -0.0023(18) -0.0118(18) -0.0020(19)
 C19B 0.055(2) 0.058(2) 0.059(2) -0.002(2) -0.020(2) 0.0044(19)
 C20B 0.068(2) 0.054(2) 0.057(2) -0.004(2) -0.018(2) 0.008(2)
 C21B 0.060(2) 0.063(2) 0.050(2) -0.006(2) -0.0099(19) -0.002(2)
 C22B 0.053(2) 0.057(2) 0.048(2) 0.0048(18) -0.0073(17) 0.0030(18)
 C23B 0.059(2) 0.047(2) 0.046(2) -0.0049(17) -0.0069(18) -0.0031(17)
 C24B 0.070(2) 0.048(2) 0.055(2) 0.0001(18) -0.0016(19) 0.0024(18)
 C25B 0.066(2) 0.055(2) 0.063(2) -0.013(2) -0.004(2) 0.0021(19)
 C26B 0.102(3) 0.069(3) 0.087(3) 0.000(3) -0.025(3) 0.024(3)
 C27B 0.055(2) 0.129(4) 0.083(3) -0.002(3) -0.013(2) 0.018(3)
 O21 0.0700(18) 0.087(2) 0.111(2) 0.0013(16) -0.0024(17) 0.0170(18)
 O22 0.0787(19) 0.137(3) 0.087(2) 0.010(2) 0.0001(17) 0.032(2)
 O23 0.113(2) 0.0636(17) 0.0832(19) 0.0014(17) 0.0038(18) 0.0093(14)
 O24 0.080(2) 0.101(3) 0.112(3) -0.0048(19) -0.016(2) 0.015(2)
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix. The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry. An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_site_symmetry_2
 _geom_bond_distance
 _geom_bond_publ_flag
 O1A C5A . 1.364(4) ?
 O1A C9A . 1.426(4) ?
 O2A C6A . 1.382(4) ?
 O2A C10A . 1.414(4) ?
 O3A C16A . 1.238(4) ?
 O4A C20A . 1.368(4) ?
 O4A C26A . 1.426(5) ?
 O5A C21A . 1.380(4) ?
 O5A C27A . 1.416(4) ?
 N1A H1A . 0.9800 ?
 N1A C11A . 1.498(4) ?
 N1A C12A . 1.485(4) ?
 N1A C13A . 1.500(4) ?
 N2A C15A . 1.456(4) ?
 N2A C16A . 1.342(4) ?
 N2A C25A . 1.473(4) ?
 O11 H11E . 0.8222 ?
 O11 H11F . 0.8207 ?
 O12 H12G . 0.8248 ?
 O12 H12H . 0.8253 ?
 O13 H13E . 0.8223 ?
 O13 H13F . 0.8222 ?
 O14 H14E . 0.8205 ?
 O14 H14F . 0.8203 ?
 C1A H1AA . 0.9800 ?
 C1A C2A . 1.570(4) ?
 C1A C8A . 1.518(4) ?
 C1A C11A . 1.510(4) ?
 C2A H2AA . 0.9700 ?
 C2A H2AB . 0.9700 ?
 C2A C3A . 1.524(4) ?
 C3A C4A . 1.385(5) ?
 C3A C8A . 1.360(4) ?
 C4A H4A . 0.9300 ?
 C4A C5A . 1.386(5) ?
 C5A C6A . 1.413(5) ?
 C6A C7A . 1.374(5) ?
 C7A H7A . 0.9300 ?
 C7A C8A . 1.381(4) ?
 C9A H9AA . 0.9600 ?
 C9A H9AB . 0.9600 ?
 C9A H9AC . 0.9600 ?
 C10A H10A . 0.9600 ?
 C10A H10B . 0.9600 ?
 C10A H10C . 0.9600 ?
 C11A H11A . 0.9700 ?
 C11A H11B . 0.9700 ?
 C12A H12A . 0.9600 ?
 C12A H12B . 0.9600 ?
 C12A H12C . 0.9600 ?
 C13A H13A . 0.9700 ?
 C13A H13B . 0.9700 ?
 C13A C14A . 1.513(5) ?
 C14A H14A . 0.9700 ?
 C14A H14B . 0.9700 ?
 C14A C15A . 1.528(4) ?
 C15A H15A . 0.9700 ?
 C15A H15B . 0.9700 ?
 C16A C17A . 1.513(5) ?
 C17A H17A . 0.9700 ?
 C17A H17B . 0.9700 ?
 C17A C18A . 1.521(5) ?
 C18A C19A . 1.403(5) ?
 C18A C23A . 1.389(4) ?
 C19A H19A . 0.9300 ?
 C19A C20A . 1.364(5) ?
 C20A C21A . 1.399(5) ?
 C21A C22A . 1.367(5) ?
 C22A H22A . 0.9300 ?
 C22A C23A . 1.400(4) ?
 C23A C24A . 1.513(4) ?
 C24A H24A . 0.9700 ?
 C24A H24B . 0.9700 ?
 C24A C25A . 1.513(4) ?
 C25A H25A . 0.9700 ?
 C25A H25B . 0.9700 ?
 C26A H26A . 0.9600 ?
 C26A H26B . 0.9600 ?
 C26A H26C . 0.9600 ?
 C27A H27A . 0.9600 ?
 C27A H27B . 0.9600 ?
 C27A H27C . 0.9600 ?
 O1B C5B . 1.361(4) ?
 O1B C9B . 1.420(5) ?
 O2B C6B . 1.370(4) ?
 O2B C10B . 1.419(4) ?
 O3B C16B . 1.233(4) ?
 O4B C20B . 1.371(4) ?
 O4B C26B . 1.425(5) ?
 O5B C21B . 1.367(4) ?
 O5B C27B . 1.411(4) ?
 N1B H1B . 0.9800 ?
 N1B C11B . 1.511(4) ?
 N1B C12B . 1.488(4) ?
 N1B C13B . 1.498(4) ?
 N2B C15B . 1.457(4) ?
 N2B C16B . 1.338(5) ?
 N2B C25B . 1.465(5) ?
 C1B H1BA . 0.9800 ?
 C1B C2B . 1.580(5) ?
 C1B C8B . 1.518(5) ?
 C1B C11B . 1.493(5) ?
 C2B H2BA . 0.9700 ?
 C2B H2BB . 0.9700 ?
 C2B C3B . 1.512(5) ?
 C3B C4B . 1.389(5) ?
 C3B C8B . 1.368(4) ?
 C4B H4B . 0.9300 ?
 C4B C5B . 1.387(5) ?
 C5B C6B . 1.411(5) ?
 C6B C7B . 1.390(5) ?
 C7B H7B . 0.9300 ?
 C7B C8B . 1.382(5) ?
 C9B H9BA . 0.9600 ?
 C9B H9BB . 0.9600 ?
 C9B H9BC . 0.9600 ?
 C10B H10D . 0.9600 ?
 C10B H10E . 0.9600 ?
 C10B H10F . 0.9600 ?
 C11B H11C . 0.9700 ?
 C11B H11D . 0.9700 ?
 C12B H12D . 0.9600 ?
 C12B H12E . 0.9600 ?
 C12B H12F . 0.9600 ?
 C13B H13C . 0.9700 ?
 C13B H13D . 0.9700 ?
 C13B C14B . 1.525(5) ?
 C14B H14C . 0.9700 ?
 C14B H14D . 0.9700 ?
 C14B C15B . 1.529(5) ?
 C15B H15C . 0.9700 ?
 C15B H15D . 0.9700 ?
 C16B C17B . 1.503(5) ?
 C17B H17C . 0.9700 ?
 C17B H17D . 0.9700 ?
 C17B C18B . 1.522(5) ?
 C18B C19B . 1.398(5) ?
 C18B C23B . 1.392(5) ?
 C19B H19B . 0.9300 ?
 C19B C20B . 1.371(5) ?
 C20B C21B . 1.404(5) ?
 C21B C22B . 1.372(5) ?
 C22B H22B . 0.9300 ?
 C22B C23B . 1.401(5) ?
 C23B C24B . 1.514(5) ?
 C24B H24C . 0.9700 ?
 C24B H24D . 0.9700 ?
 C24B C25B . 1.519(5) ?
 C25B H25C . 0.9700 ?
 C25B H25D . 0.9700 ?
 C26B H26D . 0.9600 ?
 C26B H26E . 0.9600 ?
 C26B H26F . 0.9600 ?
 C27B H27D . 0.9600 ?
 C27B H27E . 0.9600 ?
 C27B H27F . 0.9600 ?
 O21 H21A . 0.8257 ?
 O21 H21B . 0.8198 ?
 O22 H22C . 0.8226 ?
 O22 H22D . 0.8181 ?
 O23 H23A . 0.8202 ?
 O23 H23B . 0.8210 ?
 O24 H24E . 0.8226 ?
 O24 H24F . 0.8214 ?
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle
 _geom_angle_publ_flag
 C5A O1A C9A . . 117.4(3) ?
 C6A O2A C10A . . 116.8(3) ?
 C20A O4A C26A . . 117.7(3) ?
 C21A O5A C27A . . 116.9(3) ?
 C11A N1A H1A . . 106.7 ?
 C11A N1A C13A . . 112.6(3) ?
 C12A N1A H1A . . 106.7 ?
 C12A N1A C11A . . 110.5(3) ?
 C12A N1A C13A . . 113.2(3) ?
 C13A N1A H1A . . 106.7 ?
 C15A N2A C25A . . 118.3(3) ?
 C16A N2A C15A . . 121.6(3) ?
 C16A N2A C25A . . 120.1(3) ?
 H11E O11 H11F . . 108.3 ?
 H12G O12 H12H . . 109.3 ?
 H13E O13 H13F . . 109.0 ?
 H14E O14 H14F . . 116.5 ?
 C2A C1A H1AA . . 111.3 ?
 C8A C1A H1AA . . 111.3 ?
 C8A C1A C2A . . 85.7(2) ?
 C11A C1A H1AA . . 111.3 ?
 C11A C1A C2A . . 120.4(3) ?
 C11A C1A C8A . . 114.6(3) ?
 C1A C2A H2AA . . 114.3 ?
 C1A C2A H2AB . . 114.3 ?
 H2AA C2A H2AB . . 111.4 ?
 C3A C2A C1A . . 86.3(2) ?
 C3A C2A H2AA . . 114.3 ?
 C3A C2A H2AB . . 114.3 ?
 C4A C3A C2A . . 144.4(3) ?
 C8A C3A C2A . . 93.3(3) ?
 C8A C3A C4A . . 122.3(3) ?
 C3A C4A H4A . . 121.9 ?
 C3A C4A C5A . . 116.2(3) ?
 C5A C4A H4A . . 121.9 ?
 O1A C5A C4A . . 125.0(3) ?
 O1A C5A C6A . . 114.2(3) ?
 C4A C5A C6A . . 120.8(3) ?
 O2A C6A C5A . . 114.4(3) ?
 C7A C6A O2A . . 123.7(3) ?
 C7A C6A C5A . . 121.9(3) ?
 C6A C7A H7A . . 122.0 ?
 C6A C7A C8A . . 116.0(3) ?
 C8A C7A H7A . . 122.0 ?
 C3A C8A C1A . . 94.6(3) ?
 C3A C8A C7A . . 122.8(3) ?
 C7A C8A C1A . . 142.6(3) ?
 O1A C9A H9AA . . 109.5 ?
 O1A C9A H9AB . . 109.5 ?
 O1A C9A H9AC . . 109.5 ?
 H9AA C9A H9AB . . 109.5 ?
 H9AA C9A H9AC . . 109.5 ?
 H9AB C9A H9AC . . 109.5 ?
 O2A C10A H10A . . 109.5 ?
 O2A C10A H10B . . 109.5 ?
 O2A C10A H10C . . 109.5 ?
 H10A C10A H10B . . 109.5 ?
 H10A C10A H10C . . 109.5 ?
 H10B C10A H10C . . 109.5 ?
 N1A C11A C1A . . 114.7(3) ?
 N1A C11A H11A . . 108.6 ?
 N1A C11A H11B . . 108.6 ?
 C1A C11A H11A . . 108.6 ?
 C1A C11A H11B . . 108.6 ?
 H11A C11A H11B . . 107.6 ?
 N1A C12A H12A . . 109.5 ?
 N1A C12A H12B . . 109.5 ?
 N1A C12A H12C . . 109.5 ?
 H12A C12A H12B . . 109.5 ?
 H12A C12A H12C . . 109.5 ?
 H12B C12A H12C . . 109.5 ?
 N1A C13A H13A . . 109.0 ?
 N1A C13A H13B . . 109.0 ?
 N1A C13A C14A . . 113.0(3) ?
 H13A C13A H13B . . 107.8 ?
 C14A C13A H13A . . 109.0 ?
 C14A C13A H13B . . 109.0 ?
 C13A C14A H14A . . 109.3 ?
 C13A C14A H14B . . 109.3 ?
 C13A C14A C15A . . 111.7(3) ?
 H14A C14A H14B . . 107.9 ?
 C15A C14A H14A . . 109.3 ?
 C15A C14A H14B . . 109.3 ?
 N2A C15A C14A . . 113.6(3) ?
 N2A C15A H15A . . 108.8 ?
 N2A C15A H15B . . 108.8 ?
 C14A C15A H15A . . 108.8 ?
 C14A C15A H15B . . 108.8 ?
 H15A C15A H15B . . 107.7 ?
 O3A C16A N2A . . 122.9(3) ?
 O3A C16A C17A . . 119.7(3) ?
 N2A C16A C17A . . 117.3(3) ?
 C16A C17A H17A . . 109.0 ?
 C16A C17A H17B . . 109.0 ?
 C16A C17A C18A . . 112.7(3) ?
 H17A C17A H17B . . 107.8 ?
 C18A C17A H17A . . 109.0 ?
 C18A C17A H17B . . 109.0 ?
 C19A C18A C17A . . 117.9(3) ?
 C23A C18A C17A . . 123.0(3) ?
 C23A C18A C19A . . 119.0(3) ?
 C18A C19A H19A . . 118.9 ?
 C20A C19A C18A . . 122.2(3) ?
 C20A C19A H19A . . 118.9 ?
 O4A C20A C21A . . 115.4(3) ?
 C19A C20A O4A . . 125.8(3) ?
 C19A C20A C21A . . 118.8(3) ?
 O5A C21A C20A . . 115.8(3) ?
 C22A C21A O5A . . 124.6(3) ?
 C22A C21A C20A . . 119.6(3) ?
 C21A C22A H22A . . 118.9 ?
 C21A C22A C23A . . 122.2(3) ?
 C23A C22A H22A . . 118.9 ?
 C18A C23A C22A . . 118.2(3) ?
 C18A C23A C24A . . 125.8(3) ?
 C22A C23A C24A . . 115.9(3) ?
 C23A C24A H24A . . 107.7 ?
 C23A C24A H24B . . 107.7 ?
 C23A C24A C25A . . 118.4(3) ?
 H24A C24A H24B . . 107.1 ?
 C25A C24A H24A . . 107.7 ?
 C25A C24A H24B . . 107.7 ?
 N2A C25A C24A . . 112.9(3) ?
 N2A C25A H25A . . 109.0 ?
 N2A C25A H25B . . 109.0 ?
 C24A C25A H25A . . 109.0 ?
 C24A C25A H25B . . 109.0 ?
 H25A C25A H25B . . 107.8 ?
 O4A C26A H26A . . 109.5 ?
 O4A C26A H26B . . 109.5 ?
 O4A C26A H26C . . 109.5 ?
 H26A C26A H26B . . 109.5 ?
 H26A C26A H26C . . 109.5 ?
 H26B C26A H26C . . 109.5 ?
 O5A C27A H27A . . 109.5 ?
 O5A C27A H27B . . 109.5 ?
 O5A C27A H27C . . 109.5 ?
 H27A C27A H27B . . 109.5 ?
 H27A C27A H27C . . 109.5 ?
 H27B C27A H27C . . 109.5 ?
 C5B O1B C9B . . 118.5(3) ?
 C6B O2B C10B . . 116.6(3) ?
 C20B O4B C26B . . 117.4(3) ?
 C21B O5B C27B . . 117.4(3) ?
 C11B N1B H1B . . 106.0 ?
 C12B N1B H1B . . 106.0 ?
 C12B N1B C11B . . 112.6(3) ?
 C12B N1B C13B . . 113.2(3) ?
 C13B N1B H1B . . 106.0 ?
 C13B N1B C11B . . 112.2(3) ?
 C15B N2B C25B . . 118.8(3) ?
 C16B N2B C15B . . 120.4(3) ?
 C16B N2B C25B . . 120.7(3) ?
 C2B C1B H1BA . . 112.2 ?
 C8B C1B H1BA . . 112.2 ?
 C8B C1B C2B . . 85.3(2) ?
 C11B C1B H1BA . . 112.2 ?
 C11B C1B C2B . . 118.9(3) ?
 C11B C1B C8B . . 113.5(3) ?
 C1B C2B H2BA . . 114.2 ?
 C1B C2B H2BB . . 114.2 ?
 H2BA C2B H2BB . . 111.4 ?
 C3B C2B C1B . . 86.6(2) ?
 C3B C2B H2BA . . 114.2 ?
 C3B C2B H2BB . . 114.2 ?
 C4B C3B C2B . . 145.2(3) ?
 C8B C3B C2B . . 93.5(3) ?
 C8B C3B C4B . . 121.2(3) ?
 C3B C4B H4B . . 121.6 ?
 C5B C4B C3B . . 116.8(3) ?
 C5B C4B H4B . . 121.6 ?
 O1B C5B C4B . . 124.6(3) ?
 O1B C5B C6B . . 114.2(3) ?
 C4B C5B C6B . . 121.3(3) ?
 O2B C6B C5B . . 114.7(3) ?
 O2B C6B C7B . . 124.0(3) ?
 C7B C6B C5B . . 121.2(3) ?
 C6B C7B H7B . . 122.0 ?
 C8B C7B C6B . . 115.9(3) ?
 C8B C7B H7B . . 122.0 ?
 C3B C8B C1B . . 94.5(3) ?
 C3B C8B C7B . . 123.5(3) ?
 C7B C8B C1B . . 142.0(3) ?
 O1B C9B H9BA . . 109.5 ?
 O1B C9B H9BB . . 109.5 ?
 O1B C9B H9BC . . 109.5 ?
 H9BA C9B H9BB . . 109.5 ?
 H9BA C9B H9BC . . 109.5 ?
 H9BB C9B H9BC . . 109.5 ?
 O2B C10B H10D . . 109.5 ?
 O2B C10B H10E . . 109.5 ?
 O2B C10B H10F . . 109.5 ?
 H10D C10B H10E . . 109.5 ?
 H10D C10B H10F . . 109.5 ?
 H10E C10B H10F . . 109.5 ?
 N1B C11B H11C . . 108.2 ?
 N1B C11B H11D . . 108.2 ?
 C1B C11B N1B . . 116.3(3) ?
 C1B C11B H11C . . 108.2 ?
 C1B C11B H11D . . 108.2 ?
 H11C C11B H11D . . 107.4 ?
 N1B C12B H12D . . 109.5 ?
 N1B C12B H12E . . 109.5 ?
 N1B C12B H12F . . 109.5 ?
 H12D C12B H12E . . 109.5 ?
 H12D C12B H12F . . 109.5 ?
 H12E C12B H12F . . 109.5 ?
 N1B C13B H13C . . 109.2 ?
 N1B C13B H13D . . 109.2 ?
 N1B C13B C14B . . 112.1(3) ?
 H13C C13B H13D . . 107.9 ?
 C14B C13B H13C . . 109.2 ?
 C14B C13B H13D . . 109.2 ?
 C13B C14B H14C . . 109.3 ?
 C13B C14B H14D . . 109.3 ?
 C13B C14B C15B . . 111.5(3) ?
 H14C C14B H14D . . 108.0 ?
 C15B C14B H14C . . 109.3 ?
 C15B C14B H14D . . 109.3 ?
 N2B C15B C14B . . 113.1(3) ?
 N2B C15B H15C . . 109.0 ?
 N2B C15B H15D . . 109.0 ?
 C14B C15B H15C . . 109.0 ?
 C14B C15B H15D . . 109.0 ?
 H15C C15B H15D . . 107.8 ?
 O3B C16B N2B . . 123.4(4) ?
 O3B C16B C17B . . 119.8(4) ?
 N2B C16B C17B . . 116.8(4) ?
 C16B C17B H17C . . 109.4 ?
 C16B C17B H17D . . 109.4 ?
 C16B C17B C18B . . 111.0(3) ?
 H17C C17B H17D . . 108.0 ?
 C18B C17B H17C . . 109.4 ?
 C18B C17B H17D . . 109.4 ?
 C19B C18B C17B . . 117.8(3) ?
 C23B C18B C17B . . 122.3(3) ?
 C23B C18B C19B . . 119.8(3) ?
 C18B C19B H19B . . 119.3 ?
 C20B C19B C18B . . 121.4(3) ?
 C20B C19B H19B . . 119.3 ?
 O4B C20B C19B . . 125.7(4) ?
 O4B C20B C21B . . 114.9(3) ?
 C19B C20B C21B . . 119.4(3) ?
 O5B C21B C20B . . 116.2(3) ?
 O5B C21B C22B . . 124.6(3) ?
 C22B C21B C20B . . 119.2(4) ?
 C21B C22B H22B . . 118.9 ?
 C21B C22B C23B . . 122.3(3) ?
 C23B C22B H22B . . 118.9 ?
 C18B C23B C22B . . 118.0(3) ?
 C18B C23B C24B . . 126.2(3) ?
 C22B C23B C24B . . 115.8(3) ?
 C23B C24B H24C . . 107.9 ?
 C23B C24B H24D . . 107.9 ?
 C23B C24B C25B . . 117.7(3) ?
 H24C C24B H24D . . 107.2 ?
 C25B C24B H24C . . 107.9 ?
 C25B C24B H24D . . 107.9 ?
 N2B C25B C24B . . 113.6(3) ?
 N2B C25B H25C . . 108.9 ?
 N2B C25B H25D . . 108.9 ?
 C24B C25B H25C . . 108.9 ?
 C24B C25B H25D . . 108.9 ?
 H25C C25B H25D . . 107.7 ?
 O4B C26B H26D . . 109.5 ?
 O4B C26B H26E . . 109.5 ?
 O4B C26B H26F . . 109.5 ?
 H26D C26B H26E . . 109.5 ?
 H26D C26B H26F . . 109.5 ?
 H26E C26B H26F . . 109.5 ?
 O5B C27B H27D . . 109.5 ?
 O5B C27B H27E . . 109.5 ?
 O5B C27B H27F . . 109.5 ?
 H27D C27B H27E . . 109.5 ?
 H27D C27B H27F . . 109.5 ?
 H27E C27B H27F . . 109.5 ?
 H21A O21 H21B . . 111.2 ?
 H22C O22 H22D . . 107.1 ?
 H23A O23 H23B . . 97.9 ?
 H24E O24 H24F . . 113.6 ?
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion
 _geom_torsion_publ_flag
 O1A C5A C6A O2A . . . . 0.3(5) ?
 O1A C5A C6A C7A . . . . -178.0(3) ?
 O2A C6A C7A C8A . . . . -179.4(3) ?
 O3A C16A C17A C18A . . . . 106.7(4) ?
 O4A C20A C21A O5A . . . . -0.7(5) ?
 O4A C20A C21A C22A . . . . 178.0(3) ?
 O5A C21A C22A C23A . . . . 179.7(3) ?
 N1A C13A C14A C15A . . . . -168.8(3) ?
 N2A C16A C17A C18A . . . . -70.2(4) ?
 C1A C2A C3A C4A . . . . 178.1(5) ?
 C1A C2A C3A C8A . . . . -3.1(3) ?
 C2A C1A C8A C3A . . . . -3.1(3) ?
 C2A C1A C8A C7A . . . . 177.0(5) ?
 C2A C1A C11A N1A . . . . 90.0(4) ?
 C2A C3A C4A C5A . . . . 177.0(4) ?
 C2A C3A C8A C1A . . . . 3.2(3) ?
 C2A C3A C8A C7A . . . . -176.9(4) ?
 C3A C4A C5A O1A . . . . 179.5(3) ?
 C3A C4A C5A C6A . . . . -0.3(5) ?
 C4A C3A C8A C1A . . . . -177.6(3) ?
 C4A C3A C8A C7A . . . . 2.3(5) ?
 C4A C5A C6A O2A . . . . -179.9(3) ?
 C4A C5A C6A C7A . . . . 1.9(6) ?
 C5A C6A C7A C8A . . . . -1.3(5) ?
 C6A C7A C8A C1A . . . . 179.1(4) ?
 C6A C7A C8A C3A . . . . -0.7(5) ?
 C8A C1A C2A C3A . . . . 2.7(2) ?
 C8A C1A C11A N1A . . . . -170.1(3) ?
 C8A C3A C4A C5A . . . . -1.7(5) ?
 C9A O1A C5A C4A . . . . -1.6(5) ?
 C9A O1A C5A C6A . . . . 178.3(3) ?
 C10A O2A C6A C5A . . . . 173.8(3) ?
 C10A O2A C6A C7A . . . . -8.0(5) ?
 C11A N1A C13A C14A . . . . 172.4(3) ?
 C11A C1A C2A C3A . . . . 118.8(3) ?
 C11A C1A C8A C3A . . . . -124.6(3) ?
 C11A C1A C8A C7A . . . . 55.5(6) ?
 C12A N1A C11A C1A . . . . 170.9(3) ?
 C12A N1A C13A C14A . . . . -61.4(4) ?
 C13A N1A C11A C1A . . . . -61.5(4) ?
 C13A C14A C15A N2A . . . . 61.3(4) ?
 C15A N2A C16A O3A . . . . 3.7(5) ?
 C15A N2A C16A C17A . . . . -179.5(3) ?
 C15A N2A C25A C24A . . . . -107.3(3) ?
 C16A N2A C15A C14A . . . . -108.2(4) ?
 C16A N2A C25A C24A . . . . 73.8(4) ?
 C16A C17A C18A C19A . . . . -122.5(3) ?
 C16A C17A C18A C23A . . . . 53.9(4) ?
 C17A C18A C19A C20A . . . . 175.8(3) ?
 C17A C18A C23A C22A . . . . -175.6(3) ?
 C17A C18A C23A C24A . . . . 3.1(5) ?
 C18A C19A C20A O4A . . . . -178.0(3) ?
 C18A C19A C20A C21A . . . . 1.0(5) ?
 C18A C23A C24A C25A . . . . -1.7(5) ?
 C19A C18A C23A C22A . . . . 0.8(5) ?
 C19A C18A C23A C24A . . . . 179.5(3) ?
 C19A C20A C21A O5A . . . . -179.8(3) ?
 C19A C20A C21A C22A . . . . -1.1(5) ?
 C20A C21A C22A C23A . . . . 1.1(5) ?
 C21A C22A C23A C18A . . . . -1.0(5) ?
 C21A C22A C23A C24A . . . . -179.8(3) ?
 C22A C23A C24A C25A . . . . 177.0(3) ?
 C23A C18A C19A C20A . . . . -0.8(5) ?
 C23A C24A C25A N2A . . . . -57.2(4) ?
 C25A N2A C15A C14A . . . . 72.9(4) ?
 C25A N2A C16A O3A . . . . -177.5(3) ?
 C25A N2A C16A C17A . . . . -0.7(4) ?
 C26A O4A C20A C19A . . . . 11.6(5) ?
 C26A O4A C20A C21A . . . . -167.5(3) ?
 C27A O5A C21A C20A . . . . 167.2(3) ?
 C27A O5A C21A C22A . . . . -11.5(5) ?
 O1B C5B C6B O2B . . . . 3.2(5) ?
 O1B C5B C6B C7B . . . . -178.8(3) ?
 O2B C6B C7B C8B . . . . 177.9(3) ?
 O3B C16B C17B C18B . . . . -105.1(4) ?
 O4B C20B C21B O5B . . . . 1.8(5) ?
 O4B C20B C21B C22B . . . . -178.3(3) ?
 O5B C21B C22B C23B . . . . 179.1(3) ?
 N1B C13B C14B C15B . . . . 168.0(3) ?
 N2B C16B C17B C18B . . . . 72.4(4) ?
 C1B C2B C3B C4B . . . . 177.3(5) ?
 C1B C2B C3B C8B . . . . -1.1(3) ?
 C2B C1B C8B C3B . . . . -1.1(3) ?
 C2B C1B C8B C7B . . . . 178.8(5) ?
 C2B C1B C11B N1B . . . . 91.8(4) ?
 C2B C3B C4B C5B . . . . -179.2(5) ?
 C2B C3B C8B C1B . . . . 1.2(3) ?
 C2B C3B C8B C7B . . . . -178.7(3) ?
 C3B C4B C5B O1B . . . . 179.3(3) ?
 C3B C4B C5B C6B . . . . -0.6(5) ?
 C4B C3B C8B C1B . . . . -177.8(3) ?
 C4B C3B C8B C7B . . . . 2.3(5) ?
 C4B C5B C6B O2B . . . . -177.0(4) ?
 C4B C5B C6B C7B . . . . 1.1(6) ?
 C5B C6B C7B C8B . . . . 0.0(5) ?
 C6B C7B C8B C1B . . . . 178.5(4) ?
 C6B C7B C8B C3B . . . . -1.7(5) ?
 C8B C1B C2B C3B . . . . 1.0(2) ?
 C8B C1B C11B N1B . . . . -170.3(3) ?
 C8B C3B C4B C5B . . . . -1.1(5) ?
 C9B O1B C5B C4B . . . . -5.3(6) ?
 C9B O1B C5B C6B . . . . 174.5(4) ?
 C10B O2B C6B C5B . . . . 176.3(4) ?
 C10B O2B C6B C7B . . . . -1.8(6) ?
 C11B N1B C13B C14B . . . . -158.1(3) ?
 C11B C1B C2B C3B . . . . 115.3(3) ?
 C11B C1B C8B C3B . . . . -120.7(3) ?
 C11B C1B C8B C7B . . . . 59.2(6) ?
 C12B N1B C11B C1B . . . . 73.8(4) ?
 C12B N1B C13B C14B . . . . 73.1(4) ?
 C13B N1B C11B C1B . . . . -55.4(4) ?
 C13B C14B C15B N2B . . . . -54.8(4) ?
 C15B N2B C16B O3B . . . . 0.5(5) ?
 C15B N2B C16B C17B . . . . -176.9(3) ?
 C15B N2B C25B C24B . . . . 103.8(3) ?
 C16B N2B C15B C14B . . . . 103.6(4) ?
 C16B N2B C25B C24B . . . . -73.4(4) ?
 C16B C17B C18B C19B . . . . 120.9(4) ?
 C16B C17B C18B C23B . . . . -56.4(5) ?
 C17B C18B C19B C20B . . . . -176.5(3) ?
 C17B C18B C23B C22B . . . . 175.9(3) ?
 C17B C18B C23B C24B . . . . -4.3(5) ?
 C18B C19B C20B O4B . . . . 178.1(3) ?
 C18B C19B C20B C21B . . . . -0.3(6) ?
 C18B C23B C24B C25B . . . . 6.4(5) ?
 C19B C18B C23B C22B . . . . -1.3(5) ?
 C19B C18B C23B C24B . . . . 178.5(3) ?
 C19B C20B C21B O5B . . . . -179.7(3) ?
 C19B C20B C21B C22B . . . . 0.3(5) ?
 C20B C21B C22B C23B . . . . -0.9(5) ?
 C21B C22B C23B C18B . . . . 1.3(5) ?
 C21B C22B C23B C24B . . . . -178.5(3) ?
 C22B C23B C24B C25B . . . . -173.7(3) ?
 C23B C18B C19B C20B . . . . 0.8(5) ?
 C23B C24B C25B N2B . . . . 53.0(4) ?
 C25B N2B C15B C14B . . . . -73.6(4) ?
 C25B N2B C16B O3B . . . . 177.7(3) ?
 C25B N2B C16B C17B . . . . 0.3(5) ?
 C26B O4B C20B C19B . . . . -3.7(5) ?
 C26B O4B C20B C21B . . . . 174.7(3) ?
 C27B O5B C21B C20B . . . . -166.0(4) ?
 C27B O5B C21B C22B . . . . 14.1(6) ?
loop_
 _geom_hbond_atom_site_label_D
 _geom_hbond_atom_site_label_H
 _geom_hbond_atom_site_label_A
 _geom_hbond_site_symmetry_A
 _geom_hbond_distance_DH
 _geom_hbond_distance_HA
 _geom_hbond_distance_DA
 _geom_hbond_angle_DHA
 _geom_hbond_publ_flag
 N1A H1A Cl1 . 0.98 2.10 3.070(3) 172.0 yes
 O11 H11E O3A 3_566 0.82 1.88 2.685(4) 166.2 yes
 O11 H11F O13 . 0.82 1.89 2.702(4) 171.3 yes
 O12 H12G O11 . 0.82 1.99 2.774(4) 158.4 yes
 O12 H12H Cl2 . 0.83 2.40 3.209(3) 167.6 yes
 O13 H13E O14 3_566 0.82 1.92 2.715(4) 162.8 yes
 O14 H14E O11 . 0.82 1.97 2.777(4) 169.4 yes
 O14 H14F Cl2 . 0.82 2.38 3.137(3) 153.8 yes
 N1B H1B Cl2 . 0.98 2.07 3.018(3) 162.1 yes
 O21 H21A Cl1 . 0.83 2.41 3.208(3) 163.1 yes
 O21 H21B O23 3_556 0.82 1.98 2.795(4) 175.8 yes
 O22 H22C O21 . 0.82 1.98 2.745(4) 153.5 yes
 O22 H22D O24 . 0.82 1.93 2.738(4) 170.3 yes
 O23 H23A O22 . 0.82 1.90 2.701(4) 167.2 yes
 O23 H23B O3B 1_455 0.82 1.90 2.706(4) 165.7 yes
 O24 H24E Cl1 1_455 0.82 2.40 3.172(4) 157.8 yes
 O24 H24F O23 3_456 0.82 2.09 2.801(5) 145.0 yes

data_global
_journal_data_validation_number     ?
_journal_date_recd_electronic     2019-01-17
_journal_date_accepted     2019-04-09
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2019
_journal_volume     75
_journal_issue      5
_journal_page_first     545
_journal_page_last     553
_journal_paper_category     FA
_journal_paper_doi     10.1107/S2053229619004819
_journal_coeditor_code     QF3025
_publ_contact_author_name
;
Xiu-Rong Hu
;
_publ_contact_author_address
;
Chemistry Department
Zhejiang University
Hangzhou
Zhejiang 310028
People's Republic of China
;
_publ_contact_author_email     'huxiurong@zju.edu.cn'
_publ_contact_author_fax     ?
_publ_contact_author_phone     ?

loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Xin-Bo Zhou' .
;
Zhejiang Jingxin Pharmaceutical Co. Ltd
Xinchang
Zhejiang 312500
People's Republic of China
;
    'Jian-Rong Zhu' .
;
Zhejiang Jingxin Pharmaceutical Co. Ltd
Xinchang
Zhejiang 312500
People's Republic of China
;
    'Ji-Yong Liu' .
;
Chemistry Department
Zhejiang University
Hangzhou
Zhejiang 310028
People's Republic of China
;
    'Zhi-Ping Jin' .
;
Zhejiang Jingxin Pharmaceutical Co. Ltd
Xinchang
Zhejiang 312500
People's Republic of China
;
    'Fei-Yu Tang' .
;
Zhejiang Jingxin Pharmaceutical Co. Ltd
Xinchang
Zhejiang 312500
People's Republic of China
;
    'Xiu-Rong Hu' .
;
Chemistry Department
Zhejiang University
Hangzhou
Zhejiang 310028
People's Republic of China
;

My images