#------------------------------------------------------------------------------
#$Date: 2025-04-05 05:42:46 +0300 (Sat, 05 Apr 2025) $
#$Revision: 298867 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/99/7249956.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7249956
loop_
_publ_author_name
'Havl°ujová, Tereza'
'Hriňová, Erika'
'Zmeškalová, Eliška'
'Kučeráková, Monika'
'Ridvan, Luděk'
'Šoóš, Miroslav'
_publ_section_title
;
 Pharmaceutical salts of venetoclax with dicarboxylic and sulfonic acids:
 solid-state characterization and dissolution performance
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              1816
_journal_page_last               1829
_journal_paper_doi               10.1039/D4CE01121J
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C55 H63 Cl1 N10 O11 S1'
_chemical_formula_sum            'C55 H63 Cl N10 O11 S'
_chemical_formula_weight         1107.68
_chemical_name_systematic        Venetoclax
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_update_record
;
2024-08-15 deposited with the CCDC.	2025-02-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.267(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.6958(5)
_cell_length_b                   43.0206(12)
_cell_length_c                   10.8969(5)
_cell_measurement_reflns_used    8139
_cell_measurement_temperature    95
_cell_measurement_theta_max      73.19
_cell_measurement_theta_min      3.80
_cell_volume                     5583.2(4)
_computing_cell_refinement
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      95
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.065
_diffrn_reflns_av_unetI/netI     0.105
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -53
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            34290
_diffrn_reflns_theta_full        69.149
_diffrn_reflns_theta_max         73.563
_diffrn_reflns_theta_min         3.711
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.524
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.57
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2336
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetonitrile'
_exptl_crystal_size_max          0.125
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.037
_refine_diff_density_max         0.62
_refine_diff_density_min         -0.69
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9807
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     703
_refine_ls_number_reflns         11040
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0526
_refine_ls_shift/su_max          0.0006294
_refine_ls_shift/su_mean         0.0000566
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.06P)² + 2.94P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1381
_refine_ls_wR_factor_gt          0.1237
_refine_ls_wR_factor_ref         0.1381
_reflns_limit_h_max              14
_reflns_limit_h_min              -15
_reflns_limit_k_max              53
_reflns_limit_k_min              0
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                8249
_reflns_number_total             11044
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.16
_oxford_diffrn_Wilson_scale      0.19
_oxford_refine_ls_r_factor_ref   0.0749
_oxford_refine_ls_scale          2.104(12)
_oxford_reflns_number_all        11041
_cod_data_source_file            d4ce01121j2.cif
_cod_data_source_block           I_CCDC1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7249955--7249959.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c '
_cod_original_formula_sum        'C55 H63 Cl1 N10 O11 S1'
_cod_database_code               7249956
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_oxford_refine_ls_r_factor_all   0.0750
_oxford_refine_ls_wr_factor_all  0.1382
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cl1 Cl 1.59092(6) 0.388330(17) 1.67153(7) 0.0388 1.0000 Uani . . . . . .
C2 C 1.5910(2) 0.36984(6) 1.5289(3) 0.0307 1.0000 Uani . . . . . .
C3 C 1.5374(2) 0.34153(6) 1.4952(3) 0.0307 1.0000 Uani . . . . . .
C4 C 1.5412(2) 0.32643(6) 1.3849(3) 0.0277 1.0000 Uani . . . . . .
C5 C 1.5973(2) 0.33934(5) 1.3066(3) 0.0246 1.0000 Uani . . . . . .
C6 C 1.6084(2) 0.32141(5) 1.1948(3) 0.0244 1.0000 Uani . . . . . .
C7 C 1.5643(2) 0.32981(5) 1.0692(3) 0.0244 1.0000 Uani . . . . . .
C8 C 1.4907(2) 0.35817(5) 1.0242(3) 0.0231 1.0000 Uani . . . . . .
N9 N 1.36702(16) 0.35016(4) 0.9643(2) 0.0207 1.0000 Uani . . . . . .
C10 C 1.3034(2) 0.37810(5) 0.8953(3) 0.0214 1.0000 Uani . . . . . .
C11 C 1.1789(2) 0.37157(5) 0.8425(3) 0.0228 1.0000 Uani . . . . . .
N12 N 1.13930(17) 0.36271(4) 0.9490(2) 0.0241 1.0000 Uani . . . . . .
C13 C 1.04169(19) 0.37372(5) 0.9601(3) 0.0219 1.0000 Uani . . . . . .
C14 C 0.9858(2) 0.39959(5) 0.8868(3) 0.0221 1.0000 Uani . . . . . .
C15 C 0.8867(2) 0.41041(5) 0.8968(2) 0.0204 1.0000 Uani . . . . . .
O16 O 0.82928(14) 0.43498(4) 0.81939(19) 0.0257 1.0000 Uani . . . . . .
C17 C 0.8873(2) 0.45811(5) 0.7780(3) 0.0237 1.0000 Uani . . . . . .
C18 C 0.9147(2) 0.48537(5) 0.8486(3) 0.0245 1.0000 Uani . . . . . .
C19 C 0.9633(2) 0.50890(5) 0.7974(3) 0.0248 1.0000 Uani . . . . . .
C20 C 1.0033(2) 0.53980(6) 0.8323(3) 0.0280 1.0000 Uani . . . . . .
C21 C 1.0393(2) 0.55040(6) 0.7359(3) 0.0273 1.0000 Uani . . . . . .
N22 N 1.02308(18) 0.52815(5) 0.6405(2) 0.0263 1.0000 Uani . . . . . .
C23 C 0.9770(2) 0.50249(5) 0.6764(3) 0.0224 1.0000 Uani . . . . . .
N24 N 0.94836(17) 0.47631(4) 0.6066(2) 0.0232 1.0000 Uani . . . . . .
C25 C 0.9037(2) 0.45417(5) 0.6599(3) 0.0237 1.0000 Uani . . . . . .
C26 C 0.8381(2) 0.39723(5) 0.9829(2) 0.0211 1.0000 Uani . . . . . .
C27 C 0.73759(19) 0.40865(5) 1.0091(2) 0.0203 1.0000 Uani . . . . . .
O28 O 0.71209(15) 0.39961(4) 1.10087(18) 0.0267 1.0000 Uani . . . . . .
N29 N 0.67303(17) 0.43071(4) 0.9226(2) 0.0226 1.0000 Uani . . . . . .
S30 S 0.57072(5) 0.451268(12) 0.94344(6) 0.0215 1.0000 Uani . . . . . .
O31 O 0.48359(14) 0.43112(4) 0.95061(18) 0.0263 1.0000 Uani . . . . . .
O32 O 0.54726(14) 0.47385(4) 0.84115(18) 0.0255 1.0000 Uani . . . . . .
C33 C 0.6292(2) 0.46987(5) 1.0941(3) 0.0233 1.0000 Uani . . . . . .
C34 C 0.6106(2) 0.45878(5) 1.2063(3) 0.0233 1.0000 Uani . . . . . .
C35 C 0.6468(2) 0.47578(5) 1.3193(3) 0.0243 1.0000 Uani . . . . . .
C36 C 0.7024(2) 0.50486(5) 1.3278(3) 0.0237 1.0000 Uani . . . . . .
N37 N 0.72698(18) 0.52248(5) 1.4354(2) 0.0270 1.0000 Uani . . . . . .
C38 C 0.6835(2) 0.51680(6) 1.5406(3) 0.0271 1.0000 Uani . . . . . .
C39 C 0.7075(2) 0.54436(6) 1.6334(3) 0.0279 1.0000 Uani . . . . . .
C40 C 0.6502(3) 0.57431(6) 1.5682(3) 0.0396 1.0000 Uani . . . . . .
C41 C 0.6690(3) 0.59972(6) 1.6716(3) 0.0483 1.0000 Uani . . . . . .
O42 O 0.62611(19) 0.59119(5) 1.7705(2) 0.0458 1.0000 Uani . . . . . .
C43 C 0.6840(3) 0.56473(7) 1.8394(3) 0.0379 1.0000 Uani . . . . . .
C44 C 0.6699(2) 0.53686(6) 1.7491(3) 0.0322 1.0000 Uani . . . . . .
C45 C 0.7292(2) 0.51351(5) 1.2159(3) 0.0241 1.0000 Uani . . . . . .
C46 C 0.6913(2) 0.49663(5) 1.1011(3) 0.0226 1.0000 Uani . . . . . .
N47 N 0.79155(18) 0.54156(5) 1.2141(2) 0.0279 1.0000 Uani . . . . . .
O48 O 0.81278(17) 0.56026(4) 1.3061(2) 0.0345 1.0000 Uani . . . . . .
O49 O 0.82358(16) 0.54596(4) 1.1211(2) 0.0353 1.0000 Uani . . . . . .
C50 C 0.8960(2) 0.37180(5) 1.0563(3) 0.0252 1.0000 Uani . . . . . .
C51 C 0.9932(2) 0.36002(5) 1.0460(3) 0.0267 1.0000 Uani . . . . . .
C52 C 1.1956(2) 0.33421(5) 1.0121(3) 0.0241 1.0000 Uani . . . . . .
C53 C 1.3218(2) 0.33908(5) 1.0672(3) 0.0222 1.0000 Uani . . . . . .
C54 C 1.5845(2) 0.31173(6) 0.9604(3) 0.0334 1.0000 Uani . . . . . .
C55 C 1.6774(2) 0.28741(7) 1.0107(3) 0.0358 1.0000 Uani . . . . . .
C56 C 1.6671(2) 0.26903(6) 1.1262(3) 0.0329 1.0000 Uani . . . . . .
C57 C 1.6796(2) 0.29224(6) 1.2368(3) 0.0290 1.0000 Uani . . . . . .
C58 C 1.5537(3) 0.25252(7) 1.0892(4) 0.0435 1.0000 Uani . . . . . .
C59 C 1.7609(3) 0.24480(7) 1.1707(4) 0.0434 1.0000 Uani . . . . . .
C60 C 1.6499(2) 0.36818(6) 1.3432(3) 0.0289 1.0000 Uani . . . . . .
C61 C 1.6458(2) 0.38344(6) 1.4533(3) 0.0317 1.0000 Uani . . . . . .
O62 O 1.26743(16) 0.25714(4) 0.88328(18) 0.0284 1.0000 Uani . . . . . .
C63 C 1.2868(2) 0.22903(6) 0.8468(3) 0.0256 1.0000 Uani . . . . . .
O64 O 1.30329(17) 0.22339(4) 0.74585(19) 0.0329 1.0000 Uani . . . . . .
C65 C 1.2904(2) 0.20447(5) 0.9444(3) 0.0252 1.0000 Uani . . . . . .
C66 C 1.3017(2) 0.21025(5) 1.0672(3) 0.0235 1.0000 Uani . . . . . .
C67 C 1.3140(2) 0.18486(5) 1.1667(3) 0.0242 1.0000 Uani . . . . . .
O68 O 1.31209(15) 0.19400(4) 1.27792(18) 0.0259 1.0000 Uani . . . . . .
O69 O 1.32640(18) 0.15761(4) 1.1388(2) 0.0353 1.0000 Uani . . . . . .
N70 N 1.0158(3) 0.29022(7) 1.1987(4) 0.0614 1.0000 Uani . . . . . .
C71 C 1.0295(3) 0.27371(8) 1.1229(4) 0.0495 1.0000 Uani . . . . . .
C72 C 1.0452(3) 0.25295(9) 1.0241(5) 0.0646 1.0000 Uani . . . . . .
N73 N 0.9378(3) 0.39070(7) 0.4950(4) 0.0602 1.0000 Uani . . . . . .
C74 C 0.9948(3) 0.37454(8) 0.4684(3) 0.0487 1.0000 Uani . . . . . .
C75 C 1.0671(5) 0.35240(15) 0.4345(6) 0.1180 1.0000 Uani . . . . . .
N76 N 1.0075(3) 0.30517(8) 0.7185(4) 0.0781 1.0000 Uani . . . . . .
C77 C 0.9316(3) 0.31898(7) 0.7108(4) 0.0544 1.0000 Uani . . . . . .
C78 C 0.8324(3) 0.33700(8) 0.6974(5) 0.0757 1.0000 Uani . . . . . .
H31 H 1.4982 0.3331 1.5457 0.0368 1.0000 Uiso R . . . . .
H41 H 1.5045 0.3072 1.3607 0.0342 1.0000 Uiso R . . . . .
H82 H 1.4998 0.3720 1.0998 0.0283 1.0000 Uiso R . . . . .
H81 H 1.5119 0.3690 0.9569 0.0276 1.0000 Uiso R . . . . .
H101 H 1.3205 0.3950 0.9572 0.0252 1.0000 Uiso R . . . . .
H102 H 1.3296 0.3830 0.8240 0.0253 1.0000 Uiso R . . . . .
H111 H 1.1399 0.3901 0.7976 0.0267 1.0000 Uiso R . . . . .
H112 H 1.1640 0.3545 0.7788 0.0270 1.0000 Uiso R . . . . .
H141 H 1.0178 0.4096 0.8307 0.0278 1.0000 Uiso R . . . . .
H181 H 0.9020 0.4877 0.9275 0.0301 1.0000 Uiso R . . . . .
H201 H 1.0053 0.5506 0.9071 0.0336 1.0000 Uiso R . . . . .
H211 H 1.0712 0.5701 0.7323 0.0321 1.0000 Uiso R . . . . .
H251 H 0.8819 0.4351 0.6125 0.0290 1.0000 Uiso R . . . . .
H341 H 0.5724 0.4399 1.2028 0.0275 1.0000 Uiso R . . . . .
H351 H 0.6342 0.4678 1.3935 0.0295 1.0000 Uiso R . . . . .
H382 H 0.7181 0.4983 1.5912 0.0325 1.0000 Uiso R . . . . .
H381 H 0.6018 0.5137 1.5008 0.0325 1.0000 Uiso R . . . . .
H391 H 0.7879 0.5479 1.6641 0.0328 1.0000 Uiso R . . . . .
H402 H 0.6817 0.5808 1.5048 0.0469 1.0000 Uiso R . . . . .
H401 H 0.5691 0.5708 1.5245 0.0478 1.0000 Uiso R . . . . .
H411 H 0.6308 0.6179 1.6290 0.0577 1.0000 Uiso R . . . . .
H412 H 0.7500 0.6047 1.7092 0.0567 1.0000 Uiso R . . . . .
H432 H 0.7651 0.5702 1.8785 0.0452 1.0000 Uiso R . . . . .
H431 H 0.6556 0.5600 1.9112 0.0464 1.0000 Uiso R . . . . .
H441 H 0.7141 0.5191 1.7984 0.0392 1.0000 Uiso R . . . . .
H442 H 0.5892 0.5312 1.7163 0.0393 1.0000 Uiso R . . . . .
H461 H 0.7054 0.5031 1.0268 0.0269 1.0000 Uiso R . . . . .
H501 H 0.8662 0.3626 1.1144 0.0297 1.0000 Uiso R . . . . .
H511 H 1.0265 0.3426 1.0965 0.0320 1.0000 Uiso R . . . . .
H522 H 1.1713 0.3288 1.0857 0.0296 1.0000 Uiso R . . . . .
H521 H 1.1773 0.3172 0.9504 0.0286 1.0000 Uiso R . . . . .
H532 H 1.3425 0.3546 1.1374 0.0262 1.0000 Uiso R . . . . .
H531 H 1.3570 0.3199 1.1003 0.0262 1.0000 Uiso R . . . . .
H541 H 1.6058 0.3268 0.9036 0.0402 1.0000 Uiso R . . . . .
H542 H 1.5143 0.3018 0.9070 0.0402 1.0000 Uiso R . . . . .
H552 H 1.7502 0.2981 1.0383 0.0431 1.0000 Uiso R . . . . .
H551 H 1.6745 0.2734 0.9391 0.0429 1.0000 Uiso R . . . . .
H571 H 1.7576 0.2985 1.2724 0.0350 1.0000 Uiso R . . . . .
H572 H 1.6597 0.2817 1.3057 0.0349 1.0000 Uiso R . . . . .
H582 H 1.5520 0.2393 1.1620 0.0649 1.0000 Uiso R . . . . .
H581 H 1.4926 0.2677 1.0680 0.0645 1.0000 Uiso R . . . . .
H583 H 1.5445 0.2395 1.0137 0.0645 1.0000 Uiso R . . . . .
H592 H 1.7552 0.2330 1.2445 0.0648 1.0000 Uiso R . . . . .
H591 H 1.8341 0.2549 1.1940 0.0642 1.0000 Uiso R . . . . .
H593 H 1.7513 0.2304 1.0989 0.0649 1.0000 Uiso R . . . . .
H601 H 1.6886 0.3769 1.2918 0.0344 1.0000 Uiso R . . . . .
H611 H 1.6816 0.4027 1.4773 0.0386 1.0000 Uiso R . . . . .
H651 H 1.2884 0.1837 0.9171 0.0304 1.0000 Uiso R . . . . .
H661 H 1.3028 0.2307 1.0940 0.0277 1.0000 Uiso R . . . . .
H722 H 1.0618 0.2325 1.0594 0.0978 1.0000 Uiso R . . . . .
H721 H 1.1054 0.2601 0.9972 0.0978 1.0000 Uiso R . . . . .
H723 H 0.9795 0.2521 0.9478 0.0980 1.0000 Uiso R . . . . .
H751 H 1.0856 0.3603 0.3631 0.1772 1.0000 Uiso R . . . . .
H753 H 1.1358 0.3495 0.5056 0.1767 1.0000 Uiso R . . . . .
H752 H 1.0293 0.3330 0.4088 0.1770 1.0000 Uiso R . . . . .
H781 H 0.8124 0.3342 0.7762 0.1122 1.0000 Uiso R . . . . .
H783 H 0.8460 0.3587 0.6865 0.1132 1.0000 Uiso R . . . . .
H782 H 0.7694 0.3297 0.6236 0.1130 1.0000 Uiso R . . . . .
H621 H 1.2809 0.2711 0.8367 0.0426 1.0000 Uiso R . . . . .
H291 H 0.6984 0.4373 0.8644 0.0277 1.0000 Uiso R . . . . .
H221 H 1.0434 0.5297 0.5732 0.0320 1.0000 Uiso R . . . . .
H371 H 0.7602 0.5398 1.4342 0.0336 1.0000 Uiso R . . . . .
H91 H 1.3558 0.3350 0.9005 0.0331 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl1 . C2 . C3 . 119.1(2) yes
Cl1 . C2 . C61 . 119.6(2) yes
C3 . C2 . C61 . 121.3(3) yes
C2 . C3 . C4 . 118.9(2) yes
C2 . C3 . H31 . 119.9 no
C4 . C3 . H31 . 121.2 no
C3 . C4 . C5 . 121.4(2) yes
C3 . C4 . H41 . 119.6 no
C5 . C4 . H41 . 119.0 no
C4 . C5 . C6 . 120.3(2) yes
C4 . C5 . C60 . 118.0(2) yes
C6 . C5 . C60 . 121.4(2) yes
C5 . C6 . C7 . 125.0(2) yes
C5 . C6 . C57 . 113.3(2) yes
C7 . C6 . C57 . 121.7(2) yes
C6 . C7 . C8 . 122.9(2) yes
C6 . C7 . C54 . 122.6(2) yes
C8 . C7 . C54 . 114.5(2) yes
C7 . C8 . N9 . 112.81(19) yes
C7 . C8 . H82 . 109.6 no
N9 . C8 . H82 . 107.4 no
C7 . C8 . H81 . 109.0 no
N9 . C8 . H81 . 107.3 no
H82 . C8 . H81 . 110.7 no
C8 . N9 . C10 . 109.35(17) yes
C8 . N9 . C53 . 110.94(19) yes
C10 . N9 . C53 . 110.51(17) yes
C8 . N9 . H91 . 110.4 no
C10 . N9 . H91 . 105.8 no
C53 . N9 . H91 . 109.7 no
N9 . C10 . C11 . 110.70(18) yes
N9 . C10 . H101 . 107.7 no
C11 . C10 . H101 . 111.0 no
N9 . C10 . H102 . 107.7 no
C11 . C10 . H102 . 109.9 no
H101 . C10 . H102 . 109.8 no
C10 . C11 . N12 . 110.3(2) yes
C10 . C11 . H111 . 108.8 no
N12 . C11 . H111 . 110.9 no
C10 . C11 . H112 . 109.2 no
N12 . C11 . H112 . 109.3 no
H111 . C11 . H112 . 108.3 no
C11 . N12 . C13 . 123.3(2) yes
C11 . N12 . C52 . 110.11(18) yes
C13 . N12 . C52 . 123.83(19) yes
N12 . C13 . C14 . 121.0(2) yes
N12 . C13 . C51 . 121.9(2) yes
C14 . C13 . C51 . 117.1(2) yes
C13 . C14 . C15 . 121.0(2) yes
C13 . C14 . H141 . 118.7 no
C15 . C14 . H141 . 120.3 no
C14 . C15 . O16 . 120.6(2) yes
C14 . C15 . C26 . 122.6(2) yes
O16 . C15 . C26 . 116.8(2) yes
C15 . O16 . C17 . 120.74(18) yes
O16 . C17 . C18 . 118.9(2) yes
O16 . C17 . C25 . 118.5(2) yes
C18 . C17 . C25 . 122.2(2) yes
C17 . C18 . C19 . 117.0(2) yes
C17 . C18 . H181 . 121.0 no
C19 . C18 . H181 . 122.0 no
C18 . C19 . C20 . 137.2(3) yes
C18 . C19 . C23 . 116.4(2) yes
C20 . C19 . C23 . 106.4(2) yes
C19 . C20 . C21 . 106.8(2) yes
C19 . C20 . H201 . 126.7 no
C21 . C20 . H201 . 126.5 no
C20 . C21 . N22 . 110.4(2) yes
C20 . C21 . H211 . 126.5 no
N22 . C21 . H211 . 123.1 no
C21 . N22 . C23 . 108.2(2) yes
C21 . N22 . H221 . 125.5 no
C23 . N22 . H221 . 126.1 no
C19 . C23 . N22 . 108.2(2) yes
C19 . C23 . N24 . 126.7(2) yes
N22 . C23 . N24 . 125.2(2) yes
C23 . N24 . C25 . 115.1(2) yes
C17 . C25 . N24 . 122.6(2) yes
C17 . C25 . H251 . 119.9 no
N24 . C25 . H251 . 117.5 no
C15 . C26 . C27 . 126.8(2) yes
C15 . C26 . C50 . 115.4(2) yes
C27 . C26 . C50 . 117.6(2) yes
C26 . C27 . O28 . 122.9(2) yes
C26 . C27 . N29 . 116.2(2) yes
O28 . C27 . N29 . 120.9(2) yes
C27 . N29 . S30 . 125.54(17) yes
C27 . N29 . H291 . 116.4 no
S30 . N29 . H291 . 116.3 no
N29 . S30 . O31 . 110.09(10) yes
N29 . S30 . O32 . 102.61(10) yes
O31 . S30 . O32 . 119.91(11) yes
N29 . S30 . C33 . 106.04(11) yes
O31 . S30 . C33 . 108.19(11) yes
O32 . S30 . C33 . 109.14(11) yes
S30 . C33 . C34 . 121.17(18) yes
S30 . C33 . C46 . 118.9(2) yes
C34 . C33 . C46 . 119.9(2) yes
C33 . C34 . C35 . 119.7(2) yes
C33 . C34 . H341 . 119.8 no
C35 . C34 . H341 . 120.4 no
C34 . C35 . C36 . 122.2(2) yes
C34 . C35 . H351 . 118.2 no
C36 . C35 . H351 . 119.6 no
C35 . C36 . N37 . 121.0(2) yes
C35 . C36 . C45 . 115.7(2) yes
N37 . C36 . C45 . 123.3(2) yes
C36 . N37 . C38 . 123.9(2) yes
C36 . N37 . H371 . 116.5 no
C38 . N37 . H371 . 118.6 no
N37 . C38 . C39 . 110.5(2) yes
N37 . C38 . H382 . 111.2 no
C39 . C38 . H382 . 108.2 no
N37 . C38 . H381 . 107.7 no
C39 . C38 . H381 . 109.7 no
H382 . C38 . H381 . 109.7 no
C38 . C39 . C40 . 113.3(2) yes
C38 . C39 . C44 . 109.6(2) yes
C40 . C39 . C44 . 109.0(2) yes
C38 . C39 . H391 . 107.3 no
C40 . C39 . H391 . 107.7 no
C44 . C39 . H391 . 109.9 no
C39 . C40 . C41 . 109.5(2) yes
C39 . C40 . H402 . 109.3 no
C41 . C40 . H402 . 109.1 no
C39 . C40 . H401 . 110.2 no
C41 . C40 . H401 . 109.7 no
H402 . C40 . H401 . 109.0 no
C40 . C41 . O42 . 111.9(3) yes
C40 . C41 . H411 . 107.8 no
O42 . C41 . H411 . 108.6 no
C40 . C41 . H412 . 109.5 no
O42 . C41 . H412 . 111.1 no
H411 . C41 . H412 . 107.8 no
C41 . O42 . C43 . 110.2(2) yes
O42 . C43 . C44 . 111.5(3) yes
O42 . C43 . H432 . 107.9 no
C44 . C43 . H432 . 109.5 no
O42 . C43 . H431 . 108.7 no
C44 . C43 . H431 . 110.8 no
H432 . C43 . H431 . 108.4 no
C39 . C44 . C43 . 111.5(2) yes
C39 . C44 . H441 . 109.3 no
C43 . C44 . H441 . 109.8 no
C39 . C44 . H442 . 109.5 no
C43 . C44 . H442 . 107.5 no
H441 . C44 . H442 . 109.2 no
C36 . C45 . C46 . 121.8(2) yes
C36 . C45 . N47 . 121.5(2) yes
C46 . C45 . N47 . 116.6(2) yes
C33 . C46 . C45 . 120.1(2) yes
C33 . C46 . H461 . 118.6 no
C45 . C46 . H461 . 121.2 no
C45 . N47 . O48 . 119.8(2) yes
C45 . N47 . O49 . 118.5(2) yes
O48 . N47 . O49 . 121.7(2) yes
C26 . C50 . C51 . 123.3(2) yes
C26 . C50 . H501 . 117.6 no
C51 . C50 . H501 . 119.0 no
C13 . C51 . C50 . 120.6(2) yes
C13 . C51 . H511 . 120.6 no
C50 . C51 . H511 . 118.8 no
N12 . C52 . C53 . 110.28(19) yes
N12 . C52 . H522 . 109.9 no
C53 . C52 . H522 . 107.3 no
N12 . C52 . H521 . 110.3 no
C53 . C52 . H521 . 110.2 no
H522 . C52 . H521 . 108.8 no
C52 . C53 . N9 . 111.9(2) yes
C52 . C53 . H532 . 111.3 no
N9 . C53 . H532 . 107.3 no
C52 . C53 . H531 . 108.9 no
N9 . C53 . H531 . 108.0 no
H532 . C53 . H531 . 109.4 no
C7 . C54 . C55 . 113.0(2) yes
C7 . C54 . H541 . 108.0 no
C55 . C54 . H541 . 109.0 no
C7 . C54 . H542 . 108.9 no
C55 . C54 . H542 . 110.3 no
H541 . C54 . H542 . 107.6 no
C54 . C55 . C56 . 111.9(2) yes
C54 . C55 . H552 . 108.6 no
C56 . C55 . H552 . 109.2 no
C54 . C55 . H551 . 109.0 no
C56 . C55 . H551 . 110.3 no
H552 . C55 . H551 . 107.8 no
C55 . C56 . C57 . 107.2(2) yes
C55 . C56 . C58 . 111.4(3) yes
C57 . C56 . C58 . 110.0(2) yes
C55 . C56 . C59 . 109.5(2) yes
C57 . C56 . C59 . 109.7(3) yes
C58 . C56 . C59 . 109.0(2) yes
C56 . C57 . C6 . 114.3(2) yes
C56 . C57 . H571 . 107.9 no
C6 . C57 . H571 . 108.1 no
C56 . C57 . H572 . 108.5 no
C6 . C57 . H572 . 109.2 no
H571 . C57 . H572 . 108.7 no
C56 . C58 . H582 . 109.7 no
C56 . C58 . H581 . 110.4 no
H582 . C58 . H581 . 109.9 no
C56 . C58 . H583 . 108.5 no
H582 . C58 . H583 . 108.7 no
H581 . C58 . H583 . 109.5 no
C56 . C59 . H592 . 110.1 no
C56 . C59 . H591 . 110.2 no
H592 . C59 . H591 . 110.7 no
C56 . C59 . H593 . 108.2 no
H592 . C59 . H593 . 107.9 no
H591 . C59 . H593 . 109.6 no
C5 . C60 . C61 . 120.7(2) yes
C5 . C60 . H601 . 118.7 no
C61 . C60 . H601 . 120.6 no
C60 . C61 . C2 . 119.7(2) yes
C60 . C61 . H611 . 120.0 no
C2 . C61 . H611 . 120.3 no
C63 . O62 . H621 . 112.0 no
O62 . C63 . O64 . 124.3(2) yes
O62 . C63 . C65 . 113.4(2) yes
O64 . C63 . C65 . 122.2(2) yes
C63 . C65 . C66 . 123.8(2) yes
C63 . C65 . H651 . 117.3 no
C66 . C65 . H651 . 118.8 no
C65 . C66 . C67 . 122.7(2) yes
C65 . C66 . H661 . 118.9 no
C67 . C66 . H661 . 118.4 no
C66 . C67 . O68 . 115.2(2) yes
C66 . C67 . O69 . 120.0(2) yes
O68 . C67 . O69 . 124.7(2) yes
N70 . C71 . C72 . 178.8(4) yes
C71 . C72 . H722 . 109.5 no
C71 . C72 . H721 . 110.7 no
H722 . C72 . H721 . 109.3 no
C71 . C72 . H723 . 111.4 no
H722 . C72 . H723 . 108.6 no
H721 . C72 . H723 . 107.2 no
N73 . C74 . C75 . 177.9(5) yes
C74 . C75 . H751 . 109.4 no
C74 . C75 . H753 . 111.1 no
H751 . C75 . H753 . 107.3 no
C74 . C75 . H752 . 110.4 no
H751 . C75 . H752 . 108.2 no
H753 . C75 . H752 . 110.4 no
N76 . C77 . C78 . 178.6(5) yes
C77 . C78 . H781 . 109.1 no
C77 . C78 . H783 . 110.3 no
H781 . C78 . H783 . 109.7 no
C77 . C78 . H782 . 110.5 no
H781 . C78 . H782 . 107.2 no
H783 . C78 . H782 . 110.1 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 . C2 . 1.746(3) yes
C2 . C3 . 1.382(4) yes
C2 . C61 . 1.379(4) yes
C3 . C4 . 1.382(4) yes
C3 . H31 . 0.933 no
C4 . C5 . 1.402(3) yes
C4 . H41 . 0.939 no
C5 . C6 . 1.489(4) yes
C5 . C60 . 1.400(3) yes
C6 . C7 . 1.337(4) yes
C6 . C57 . 1.522(3) yes
C7 . C8 . 1.512(3) yes
C7 . C54 . 1.512(4) yes
C8 . N9 . 1.516(3) yes
C8 . H82 . 0.991 no
C8 . H81 . 0.981 no
N9 . C10 . 1.497(3) yes
N9 . C53 . 1.502(3) yes
N9 . H91 . 0.929 no
C10 . C11 . 1.509(3) yes
C10 . H101 . 0.965 no
C10 . H102 . 0.969 no
C11 . N12 . 1.466(3) yes
C11 . H111 . 0.974 no
C11 . H112 . 0.981 no
N12 . C13 . 1.371(3) yes
N12 . C52 . 1.465(3) yes
C13 . C14 . 1.409(3) yes
C13 . C51 . 1.415(3) yes
C14 . C15 . 1.381(3) yes
C14 . H141 . 0.946 no
C15 . O16 . 1.391(3) yes
C15 . C26 . 1.408(3) yes
O16 . C17 . 1.402(3) yes
C17 . C18 . 1.379(4) yes
C17 . C25 . 1.383(4) yes
C18 . C19 . 1.398(3) yes
C18 . H181 . 0.933 no
C19 . C20 . 1.427(3) yes
C19 . C23 . 1.415(4) yes
C20 . C21 . 1.361(4) yes
C20 . H201 . 0.931 no
C21 . N22 . 1.375(3) yes
C21 . H211 . 0.946 no
N22 . C23 . 1.368(3) yes
N22 . H221 . 0.860 no
C23 . N24 . 1.337(3) yes
N24 . C25 . 1.340(3) yes
C25 . H251 . 0.959 no
C26 . C27 . 1.485(3) yes
C26 . C50 . 1.403(3) yes
C27 . O28 . 1.217(3) yes
C27 . N29 . 1.387(3) yes
N29 . S30 . 1.6506(19) yes
N29 . H291 . 0.854 no
S30 . O31 . 1.4287(17) yes
S30 . O32 . 1.4299(18) yes
S30 . C33 . 1.744(3) yes
C33 . C34 . 1.407(3) yes
C33 . C46 . 1.382(3) yes
C34 . C35 . 1.367(4) yes
C34 . H341 . 0.939 no
C35 . C36 . 1.424(3) yes
C35 . H351 . 0.943 no
C36 . N37 . 1.339(3) yes
C36 . C45 . 1.424(4) yes
N37 . C38 . 1.456(3) yes
N37 . H371 . 0.860 no
C38 . C39 . 1.519(3) yes
C38 . H382 . 0.982 no
C38 . H381 . 0.985 no
C39 . C40 . 1.529(4) yes
C39 . C44 . 1.530(4) yes
C39 . H391 . 0.970 no
C40 . C41 . 1.528(4) yes
C40 . H402 . 0.952 no
C40 . H401 . 0.985 no
C41 . O42 . 1.414(4) yes
C41 . H411 . 0.953 no
C41 . H412 . 0.989 no
O42 . C43 . 1.420(4) yes
C43 . C44 . 1.522(4) yes
C43 . H432 . 0.996 no
C43 . H431 . 0.989 no
C44 . H441 . 0.988 no
C44 . H442 . 0.991 no
C45 . C46 . 1.380(4) yes
C45 . N47 . 1.447(3) yes
C46 . H461 . 0.931 no
N47 . O48 . 1.240(3) yes
N47 . O49 . 1.231(3) yes
C50 . C51 . 1.373(3) yes
C50 . H501 . 0.932 no
C51 . H511 . 0.940 no
C52 . C53 . 1.518(3) yes
C52 . H522 . 0.981 no
C52 . H521 . 0.967 no
C53 . H532 . 0.981 no
C53 . H531 . 0.947 no
C54 . C55 . 1.530(4) yes
C54 . H541 . 0.996 no
C54 . H542 . 0.976 no
C55 . C56 . 1.530(4) yes
C55 . H552 . 0.980 no
C55 . H551 . 0.977 no
C56 . C57 . 1.531(4) yes
C56 . C58 . 1.530(4) yes
C56 . C59 . 1.530(4) yes
C57 . H571 . 0.968 no
C57 . H572 . 0.982 no
C58 . H582 . 0.982 no
C58 . H581 . 0.979 no
C58 . H583 . 0.970 no
C59 . H592 . 0.974 no
C59 . H591 . 0.976 no
C59 . H593 . 0.972 no
C60 . C61 . 1.384(4) yes
C60 . H601 . 0.943 no
C61 . H611 . 0.936 no
O62 . C63 . 1.323(3) yes
O62 . H621 . 0.842 no
C63 . O64 . 1.213(3) yes
C63 . C65 . 1.488(3) yes
C65 . C66 . 1.320(4) yes
C65 . H651 . 0.939 no
C66 . C67 . 1.508(3) yes
C66 . H661 . 0.926 no
C67 . O68 . 1.282(3) yes
C67 . O69 . 1.235(3) yes
N70 . C71 . 1.148(5) yes
C71 . C72 . 1.465(6) yes
C72 . H722 . 0.956 no
C72 . H721 . 0.960 no
C72 . H723 . 0.952 no
N73 . C74 . 1.112(4) yes
C74 . C75 . 1.456(5) yes
C75 . H751 . 0.950 no
C75 . H753 . 0.953 no
C75 . H752 . 0.955 no
N76 . C77 . 1.110(5) yes
C77 . C78 . 1.442(5) yes
C78 . H781 . 0.984 no
C78 . H783 . 0.963 no
C78 . H782 . 0.970 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C11 . H111 . O48 2_767 138 0.97 2.58 3.370(4) yes
C25 . H251 . N73 . 147 0.96 2.53 3.378(4) yes
C51 . H511 . N70 . 152 0.94 2.54 3.397(4) yes
C53 . H532 . O42 2_768 155 0.98 2.51 3.429(4) yes
C54 . H542 . O68 3_554 149 0.98 2.47 3.348(4) yes
C60 . H601 . O28 1_655 157 0.94 2.41 3.297(4) yes
C66 . H661 . O64 3_555 158 0.93 2.57 3.451(4) yes
C75 . H753 . O69 3_554 165 0.95 2.37 3.302(4) yes
O62 . H621 . O68 3_554 164 0.84 1.73 2.551(4) yes
N29 . H291 . O16 . 140 0.85 1.89 2.604(4) yes
N22 . H221 . N24 2_766 162 0.86 2.01 2.845(4) yes
N37 . H371 . O48 . 134 0.86 1.95 2.622(4) yes
N9 . H91 . C67 3_554 155 0.93 2.56 3.425(4) yes
N9 . H91 . O68 3_554 171 0.93 1.77 2.691(4) yes
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
-3 6 13 x .
3 1 10 x .
0 10 3 x .
