#------------------------------------------------------------------------------
#$Date: 2024-04-05 01:56:13 +0300 (Fri, 05 Apr 2024) $
#$Revision: 290864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/08/1570874.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_1570874
loop_
_publ_author_name
'Liao, Qiuyan'
'Li, Aisen'
'Huang, Arui'
'Wang, Jiaqiang'
'Chang, Kai'
'Li, Hehua'
'Yao, Pengfei'
'Zhong, Cheng'
'Xie, Peidong'
'Wang, Jinfeng'
'Li, Zhen'
'Li, Qianqian'
_publ_section_title
;
 Controllable π-π coupling of intramolecular dimer models in
 aggregated states.
;
_journal_issue                   12
_journal_name_full               'Chemical science'
_journal_page_first              4364
_journal_page_last               4373
_journal_paper_doi               10.1039/d3sc05533g
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C51 H46 O, C H2 Cl2'
_chemical_formula_sum            'C52 H48 Cl2 O'
_chemical_formula_weight         759.80
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-11-15
_audit_creation_method
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_audit_update_record
;
2022-06-20 deposited with the CCDC.	2024-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                93.696(5)
_cell_angle_beta                 114.031(4)
_cell_angle_gamma                108.413(5)
_cell_formula_units_Z            2
_cell_length_a                   12.819(3)
_cell_length_b                   13.093(3)
_cell_length_c                   14.822(3)
_cell_measurement_reflns_used    4142
_cell_measurement_temperature    290(2)
_cell_measurement_theta_max      26.65
_cell_measurement_theta_min      2.21
_cell_volume                     2101.6(8)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_diffrn_ambient_temperature      290(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1221
_diffrn_reflns_av_unetI/netI     0.0988
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29916
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.543
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5558
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_description       plate
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     532
_refine_ls_number_reflns         7408
_refine_ls_number_restraints     54
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.1634
_refine_ls_R_factor_gt           0.0812
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2050
_refine_ls_wR_factor_ref         0.2373
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3306
_reflns_number_total             7408
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc05533g4.cif
_cod_data_source_block           t
_cod_depositor_comments
'Adding full bibliography for 1570870--1570891.cif.'
_cod_database_code               1570874
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.981
_olex2_refinement_description
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All C(H,H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups 
2. Restrained distances 
 Cl2-C1S' = Cl1'-C1S' 
 1.73 with sigma of 0.01 
 Cl2-C1S' \\sim Cl2'-C1S 
 with sigma of 0.02 
 Cl1'-C1S' \\sim Cl1-C1S 
 with sigma of 0.02 
 Cl2-Cl1' \\sim Cl2'-Cl1 
 with sigma of 0.04 
 Cl1'-C1S' \\sim Cl1-C1S \\sim Cl2-C1S' \\sim Cl2'-C1S 
 with sigma of 0.01 
 Cl2'-Cl1 \\sim Cl1'-Cl2 
 with sigma of 0.01 
3. Uiso/Uaniso restraints and constraints 
Uanis(Cl1) \\sim Ueq, Uanis(C1S) \\sim Ueq, Uanis(Cl2') \\sim Ueq, Uanis(C1S') 
\\sim Ueq, Uanis(Cl1') \\sim Ueq, Uanis(Cl2) \\sim Ueq, Uanis(C15) \\sim Ueq: 
with sigma of 0.01 and sigma for terminal atoms of 0.02 
4. Others 
 Sof(C1S)=Sof(H1SC)=Sof(H1SD)=Sof(Cl1)=Sof(Cl2')=1-FVAR(1) 
 Sof(C1S')=Sof(H1SA)=Sof(H1SB)=Sof(Cl1')=Sof(Cl2)=FVAR(1) 
5.a Secondary CH2 refined with riding coordinates: 
 C1S'(H1SA,H1SB), C1S(H1SC,H1SD) 
5.b Aromatic/amide H refined with riding coordinates: 
 C2(H2), C6(H6), C11(H11), C13(H13), C26(H26), C27(H27), C28(H28), C29(H29), 
 C31(H31), C34(H34), C35(H35), C36(H36), C37(H37), C40(H40), C41(H41), C42(H42), 
  C43(H43), C45(H45), C48(H48), C49(H49), C50(H50), C51(H51) 
5.c Idealised Me refined as rotating group: 
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B, 
 H18C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A, 
 H23B,H23C) 
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4985(3) 0.1699(3) 0.1870(3) 0.0349(9) Uani 1 1 d . . . . .
C2 C 0.4945(3) 0.2515(3) 0.2490(3) 0.0351(9) Uani 1 1 d . . . . .
H2 H 0.4384 0.2312 0.2755 0.042 Uiso 1 1 calc R . . . .
C3 C 0.5707(3) 0.3623(3) 0.2731(2) 0.0289(8) Uani 1 1 d . . . . .
C4 C 0.6541(3) 0.3906(2) 0.2338(2) 0.0297(8) Uani 1 1 d . . . . .
C5 C 0.6622(3) 0.3120(3) 0.1716(3) 0.0324(8) Uani 1 1 d . . . . .
C6 C 0.5839(3) 0.2032(3) 0.1499(3) 0.0368(9) Uani 1 1 d . . . . .
H6 H 0.5890 0.1503 0.1086 0.044 Uiso 1 1 calc R . . . .
C7 C 0.5605(3) 0.4468(3) 0.3409(3) 0.0301(8) Uani 1 1 d . . . . .
C8 C 0.6527(3) 0.5612(3) 0.3564(2) 0.0291(8) Uani 1 1 d . . . . .
C9 C 0.7331(3) 0.5804(3) 0.3136(2) 0.0304(8) Uani 1 1 d . . . . .
C10 C 0.8184(3) 0.6851(3) 0.3292(3) 0.0326(8) Uani 1 1 d . . . . .
C11 C 0.8213(3) 0.7727(3) 0.3900(3) 0.0381(9) Uani 1 1 d . . . . .
H11 H 0.8779 0.8431 0.4009 0.046 Uiso 1 1 calc R . . . .
C12 C 0.7430(3) 0.7590(3) 0.4349(3) 0.0344(9) Uani 1 1 d . . . . .
C13 C 0.6601(3) 0.6522(3) 0.4166(3) 0.0356(9) Uani 1 1 d . . . . .
H13 H 0.6069 0.6408 0.4461 0.043 Uiso 1 1 calc R . . . .
C14 C 0.4137(4) 0.0487(3) 0.1644(3) 0.0486(10) Uani 1 1 d . . . . .
C15 C 0.4516(7) 0.0054(4) 0.2574(5) 0.152(3) Uani 1 1 d . U . . .
H15A H 0.5327 0.0049 0.2773 0.228 Uiso 1 1 calc GR . . . .
H15B H 0.3945 -0.0684 0.2445 0.228 Uiso 1 1 calc GR . . . .
H15C H 0.4523 0.0517 0.3108 0.228 Uiso 1 1 calc GR . . . .
C16 C 0.2800(5) 0.0399(4) 0.1325(6) 0.122(2) Uani 1 1 d . . . . .
H16A H 0.2763 0.0787 0.1876 0.183 Uiso 1 1 calc GR . . . .
H16B H 0.2270 -0.0364 0.1154 0.183 Uiso 1 1 calc GR . . . .
H16C H 0.2536 0.0718 0.0748 0.183 Uiso 1 1 calc GR . . . .
C17 C 0.4098(6) -0.0219(4) 0.0800(5) 0.121(3) Uani 1 1 d . . . . .
H17A H 0.3842 0.0072 0.0203 0.181 Uiso 1 1 calc GR . . . .
H17B H 0.3524 -0.0956 0.0670 0.181 Uiso 1 1 calc GR . . . .
H17C H 0.4903 -0.0230 0.0981 0.181 Uiso 1 1 calc GR . . . .
C18 C 0.5894(4) 0.4162(3) 0.4450(3) 0.0453(10) Uani 1 1 d . . . . .
H18A H 0.5318 0.3439 0.4361 0.068 Uiso 1 1 calc GR . . . .
H18B H 0.5827 0.4690 0.4883 0.068 Uiso 1 1 calc GR . . . .
H18C H 0.6716 0.4167 0.4753 0.068 Uiso 1 1 calc GR . . . .
C19 C 0.4295(3) 0.4466(3) 0.2921(3) 0.0441(10) Uani 1 1 d . . . . .
H19A H 0.4126 0.4671 0.2281 0.066 Uiso 1 1 calc GR . . . .
H19B H 0.4224 0.4985 0.3359 0.066 Uiso 1 1 calc GR . . . .
H19C H 0.3715 0.3740 0.2818 0.066 Uiso 1 1 calc GR . . . .
C20 C 0.7465(4) 0.8549(3) 0.5021(3) 0.0476(10) Uani 1 1 d . . . . .
C21 C 0.7641(6) 0.8262(4) 0.6045(4) 0.104(2) Uani 1 1 d . . . . .
H21A H 0.6987 0.7585 0.5941 0.157 Uiso 1 1 calc GR . . . .
H21B H 0.7631 0.8845 0.6465 0.157 Uiso 1 1 calc GR . . . .
H21C H 0.8417 0.8177 0.6371 0.157 Uiso 1 1 calc GR . . . .
C22 C 0.6244(5) 0.8682(5) 0.4563(5) 0.125(3) Uani 1 1 d . . . . .
H22A H 0.6134 0.8944 0.3953 0.187 Uiso 1 1 calc GR . . . .
H22B H 0.6225 0.9204 0.5036 0.187 Uiso 1 1 calc GR . . . .
H22C H 0.5592 0.7983 0.4407 0.187 Uiso 1 1 calc GR . . . .
C23 C 0.8478(6) 0.9610(4) 0.5200(5) 0.120(3) Uani 1 1 d . . . . .
H23A H 0.9257 0.9533 0.5539 0.179 Uiso 1 1 calc GR . . . .
H23B H 0.8447 1.0184 0.5613 0.179 Uiso 1 1 calc GR . . . .
H23C H 0.8382 0.9796 0.4562 0.179 Uiso 1 1 calc GR . . . .
C24 C 0.7513(3) 0.3430(3) 0.1277(3) 0.0335(9) Uani 1 1 d . . . . .
C25 C 0.7076(3) 0.3375(3) 0.0231(3) 0.0352(9) Uani 1 1 d . . . . .
C26 C 0.5810(4) 0.3101(3) -0.0445(3) 0.0489(10) Uani 1 1 d . . . . .
H26 H 0.5239 0.2957 -0.0188 0.059 Uiso 1 1 calc R . . . .
C27 C 0.5414(4) 0.3042(3) -0.1456(3) 0.0594(12) Uani 1 1 d . . . . .
H27 H 0.4583 0.2864 -0.1882 0.071 Uiso 1 1 calc R . . . .
C28 C 0.6278(5) 0.3253(4) -0.1859(4) 0.0651(13) Uani 1 1 d . . . . .
H28 H 0.6005 0.3202 -0.2552 0.078 Uiso 1 1 calc R . . . .
C29 C 0.7465(5) 0.3521(3) -0.1259(3) 0.0579(12) Uani 1 1 d . . . . .
H29 H 0.8010 0.3662 -0.1542 0.069 Uiso 1 1 calc R . . . .
C30 C 0.7938(4) 0.3601(3) -0.0192(3) 0.0438(10) Uani 1 1 d . . . . .
C31 C 0.9172(4) 0.3866(3) 0.0436(3) 0.0490(11) Uani 1 1 d . . . . .
H31 H 0.9719 0.4004 0.0156 0.059 Uiso 1 1 calc R . . . .
C32 C 0.9624(4) 0.3933(3) 0.1468(3) 0.0466(10) Uani 1 1 d . . . . .
C33 C 0.8779(3) 0.3719(3) 0.1913(3) 0.0394(9) Uani 1 1 d . . . . .
C34 C 0.9287(4) 0.3793(3) 0.2975(3) 0.0550(11) Uani 1 1 d . . . . .
H34 H 0.8766 0.3662 0.3281 0.066 Uiso 1 1 calc R . . . .
C35 C 1.0497(4) 0.4047(4) 0.3549(4) 0.0727(14) Uani 1 1 d . . . . .
H35 H 1.0802 0.4102 0.4245 0.087 Uiso 1 1 calc R . . . .
C36 C 1.1311(4) 0.4233(4) 0.3107(4) 0.0819(16) Uani 1 1 d . . . . .
H36 H 1.2144 0.4391 0.3511 0.098 Uiso 1 1 calc R . . . .
C37 C 1.0891(4) 0.4182(4) 0.2110(4) 0.0671(13) Uani 1 1 d . . . . .
H37 H 1.1441 0.4313 0.1832 0.080 Uiso 1 1 calc R . . . .
C38 C 0.9083(3) 0.7063(2) 0.2859(3) 0.0342(9) Uani 1 1 d . . . . .
C39 C 1.0341(3) 0.7344(3) 0.3501(3) 0.0373(9) Uani 1 1 d . . . . .
C40 C 1.0810(4) 0.7332(3) 0.4553(3) 0.0507(11) Uani 1 1 d . . . . .
H40 H 1.0260 0.7117 0.4828 0.061 Uiso 1 1 calc R . . . .
C41 C 1.2032(4) 0.7624(3) 0.5165(3) 0.0605(12) Uani 1 1 d . . . . .
H41 H 1.2309 0.7609 0.5848 0.073 Uiso 1 1 calc R . . . .
C42 C 1.2879(4) 0.7951(4) 0.4762(4) 0.0637(13) Uani 1 1 d . . . . .
H42 H 1.3718 0.8165 0.5183 0.076 Uiso 1 1 calc R . . . .
C43 C 1.2485(4) 0.7957(3) 0.3777(4) 0.0561(11) Uani 1 1 d . . . . .
H43 H 1.3057 0.8156 0.3522 0.067 Uiso 1 1 calc R . . . .
C44 C 1.1215(3) 0.7665(3) 0.3109(3) 0.0411(10) Uani 1 1 d . . . . .
C45 C 1.0798(4) 0.7698(3) 0.2091(3) 0.0479(10) Uani 1 1 d . . . . .
H45 H 1.1370 0.7932 0.1840 0.057 Uiso 1 1 calc R . . . .
C46 C 0.9567(4) 0.7397(3) 0.1441(3) 0.0446(10) Uani 1 1 d . . . . .
C47 C 0.8675(3) 0.7055(3) 0.1816(3) 0.0386(9) Uani 1 1 d . . . . .
C48 C 0.7405(4) 0.6744(3) 0.1108(3) 0.0551(11) Uani 1 1 d . . . . .
H48 H 0.6805 0.6514 0.1332 0.066 Uiso 1 1 calc R . . . .
C49 C 0.7061(4) 0.6779(4) 0.0125(3) 0.0695(14) Uani 1 1 d . . . . .
H49 H 0.6229 0.6564 -0.0321 0.083 Uiso 1 1 calc R . . . .
C50 C 0.7948(5) 0.7137(4) -0.0235(3) 0.0722(14) Uani 1 1 d . . . . .
H50 H 0.7699 0.7169 -0.0912 0.087 Uiso 1 1 calc R . . . .
C51 C 0.9143(5) 0.7430(4) 0.0393(4) 0.0644(13) Uani 1 1 d . . . . .
H51 H 0.9716 0.7661 0.0142 0.077 Uiso 1 1 calc R . . . .
O1 O 0.7341(2) 0.49724(17) 0.25222(18) 0.0404(7) Uani 1 1 d . . . . .
C1S' C 0.8876(12) -0.0139(7) 0.1779(9) 0.128(5) Uani 0.605(11) 1 d D U P A 1
H1SA H 0.8253 -0.0732 0.1199 0.153 Uiso 0.605(11) 1 calc R . P A 1
H1SB H 0.9450 -0.0416 0.2248 0.153 Uiso 0.605(11) 1 calc R . P A 1
Cl1' Cl 0.8212(8) 0.0499(9) 0.2377(8) 0.255(4) Uani 0.605(11) 1 d D U P A 1
Cl2 Cl 0.9643(6) 0.1025(5) 0.1408(4) 0.240(6) Uani 0.605(11) 1 d D U P A 1
C1S C 0.8885(12) 0.0969(9) 0.1846(13) 0.095(5) Uani 0.395(11) 1 d D U P A 2
H1SC H 0.8394 0.1271 0.1331 0.114 Uiso 0.395(11) 1 calc R . P A 2
H1SD H 0.9436 0.1538 0.2461 0.114 Uiso 0.395(11) 1 calc R . P A 2
Cl1 Cl 0.7942(12) -0.0244(10) 0.2071(10) 0.214(5) Uani 0.395(11) 1 d D U P A 2
Cl2' Cl 0.9700(8) 0.0323(8) 0.1405(7) 0.212(8) Uani 0.395(11) 1 d D U P A 2
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C14 120.7(3) . . ?
C6 C1 C2 116.8(3) . . ?
C6 C1 C14 122.5(3) . . ?
C1 C2 H2 118.5 . . ?
C1 C2 C3 122.9(3) . . ?
C3 C2 H2 118.5 . . ?
C2 C3 C7 119.9(3) . . ?
C4 C3 C2 117.6(3) . . ?
C4 C3 C7 122.4(3) . . ?
C3 C4 C5 121.8(3) . . ?
O1 C4 C3 123.0(3) . . ?
O1 C4 C5 115.3(3) . . ?
C4 C5 C24 121.7(3) . . ?
C6 C5 C4 118.1(3) . . ?
C6 C5 C24 120.2(3) . . ?
C1 C6 C5 122.8(3) . . ?
C1 C6 H6 118.6 . . ?
C5 C6 H6 118.6 . . ?
C3 C7 C18 108.9(3) . . ?
C3 C7 C19 109.5(3) . . ?
C8 C7 C3 110.2(3) . . ?
C8 C7 C18 108.7(3) . . ?
C8 C7 C19 109.7(3) . . ?
C19 C7 C18 109.8(3) . . ?
C9 C8 C7 122.6(3) . . ?
C9 C8 C13 117.1(3) . . ?
C13 C8 C7 120.3(3) . . ?
C8 C9 C10 122.4(3) . . ?
O1 C9 C8 122.5(3) . . ?
O1 C9 C10 115.1(3) . . ?
C9 C10 C11 117.8(3) . . ?
C9 C10 C38 122.9(3) . . ?
C11 C10 C38 119.3(3) . . ?
C10 C11 H11 118.7 . . ?
C12 C11 C10 122.6(3) . . ?
C12 C11 H11 118.7 . . ?
C11 C12 C13 116.7(3) . . ?
C11 C12 C20 122.7(3) . . ?
C13 C12 C20 120.6(3) . . ?
C8 C13 H13 118.3 . . ?
C12 C13 C8 123.4(3) . . ?
C12 C13 H13 118.3 . . ?
C1 C14 C16 110.1(3) . . ?
C15 C14 C1 109.6(4) . . ?
C15 C14 C16 106.8(5) . . ?
C15 C14 C17 110.8(5) . . ?
C17 C14 C1 113.0(3) . . ?
C17 C14 C16 106.2(4) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C7 C18 H18A 109.5 . . ?
C7 C18 H18B 109.5 . . ?
C7 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C7 C19 H19A 109.5 . . ?
C7 C19 H19B 109.5 . . ?
C7 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C12 C20 C21 108.7(3) . . ?
C22 C20 C12 109.9(3) . . ?
C22 C20 C21 106.5(4) . . ?
C23 C20 C12 112.9(3) . . ?
C23 C20 C21 108.6(4) . . ?
C23 C20 C22 110.1(4) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C5 119.9(3) . . ?
C25 C24 C33 120.7(3) . . ?
C33 C24 C5 119.3(3) . . ?
C24 C25 C26 123.1(3) . . ?
C24 C25 C30 119.2(3) . . ?
C26 C25 C30 117.7(4) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 C25 121.7(4) . . ?
C27 C26 H26 119.2 . . ?
C26 C27 H27 120.1 . . ?
C26 C27 C28 119.7(4) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.6 . . ?
C29 C28 C27 120.7(4) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 H29 118.9 . . ?
C28 C29 C30 122.2(4) . . ?
C30 C29 H29 118.9 . . ?
C29 C30 C25 118.0(4) . . ?
C31 C30 C25 119.4(4) . . ?
C31 C30 C29 122.6(4) . . ?
C30 C31 H31 118.8 . . ?
C30 C31 C32 122.4(4) . . ?
C32 C31 H31 118.8 . . ?
C31 C32 C33 119.3(4) . . ?
C31 C32 C37 122.2(4) . . ?
C37 C32 C33 118.5(4) . . ?
C24 C33 C32 118.9(3) . . ?
C24 C33 C34 123.9(3) . . ?
C34 C33 C32 117.2(4) . . ?
C33 C34 H34 119.1 . . ?
C35 C34 C33 121.9(4) . . ?
C35 C34 H34 119.1 . . ?
C34 C35 H35 119.7 . . ?
C34 C35 C36 120.6(5) . . ?
C36 C35 H35 119.7 . . ?
C35 C36 H36 119.8 . . ?
C37 C36 C35 120.4(4) . . ?
C37 C36 H36 119.8 . . ?
C32 C37 H37 119.3 . . ?
C36 C37 C32 121.4(4) . . ?
C36 C37 H37 119.3 . . ?
C39 C38 C10 119.9(3) . . ?
C39 C38 C47 120.1(3) . . ?
C47 C38 C10 119.8(3) . . ?
C38 C39 C40 123.0(3) . . ?
C38 C39 C44 120.0(4) . . ?
C44 C39 C40 117.1(4) . . ?
C39 C40 H40 118.9 . . ?
C41 C40 C39 122.1(4) . . ?
C41 C40 H40 118.9 . . ?
C40 C41 H41 120.1 . . ?
C40 C41 C42 119.7(4) . . ?
C42 C41 H41 120.1 . . ?
C41 C42 H42 119.8 . . ?
C43 C42 C41 120.5(4) . . ?
C43 C42 H42 119.8 . . ?
C42 C43 H43 119.1 . . ?
C42 C43 C44 121.7(4) . . ?
C44 C43 H43 119.1 . . ?
C43 C44 C39 118.9(4) . . ?
C45 C44 C39 118.8(4) . . ?
C45 C44 C43 122.3(4) . . ?
C44 C45 H45 118.9 . . ?
C46 C45 C44 122.3(3) . . ?
C46 C45 H45 118.9 . . ?
C45 C46 C47 119.7(4) . . ?
C45 C46 C51 122.0(4) . . ?
C47 C46 C51 118.3(4) . . ?
C38 C47 C46 119.0(3) . . ?
C38 C47 C48 123.4(3) . . ?
C46 C47 C48 117.6(4) . . ?
C47 C48 H48 119.3 . . ?
C49 C48 C47 121.3(4) . . ?
C49 C48 H48 119.3 . . ?
C48 C49 H49 119.6 . . ?
C48 C49 C50 120.7(4) . . ?
C50 C49 H49 119.6 . . ?
C49 C50 H50 119.9 . . ?
C51 C50 C49 120.3(4) . . ?
C51 C50 H50 119.9 . . ?
C46 C51 H51 119.1 . . ?
C50 C51 C46 121.7(4) . . ?
C50 C51 H51 119.1 . . ?
C4 O1 C9 119.3(2) . . ?
H1SA C1S' H1SB 109.6 . . ?
Cl1' C1S' H1SA 112.0 . . ?
Cl1' C1S' H1SB 112.0 . . ?
Cl1' C1S' Cl2 99.1(5) . . ?
Cl2 C1S' H1SA 112.0 . . ?
Cl2 C1S' H1SB 112.0 . . ?
H1SC C1S H1SD 109.8 . . ?
Cl1 C1S H1SC 112.2 . . ?
Cl1 C1S H1SD 112.2 . . ?
Cl2' C1S H1SC 112.2 . . ?
Cl2' C1S H1SD 112.2 . . ?
Cl2' C1S Cl1 97.9(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.391(4) . ?
C1 C6 1.383(4) . ?
C1 C14 1.534(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.393(4) . ?
C3 C4 1.380(4) . ?
C3 C7 1.519(4) . ?
C4 C5 1.394(4) . ?
C4 O1 1.377(4) . ?
C5 C6 1.383(4) . ?
C5 C24 1.496(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.519(4) . ?
C7 C18 1.545(5) . ?
C7 C19 1.533(5) . ?
C8 C9 1.384(4) . ?
C8 C13 1.395(4) . ?
C9 C10 1.392(4) . ?
C9 O1 1.381(4) . ?
C10 C11 1.394(4) . ?
C10 C38 1.496(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.389(4) . ?
C12 C13 1.392(4) . ?
C12 C20 1.529(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.479(6) . ?
C14 C16 1.543(7) . ?
C14 C17 1.480(6) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.530(6) . ?
C20 C22 1.504(6) . ?
C20 C23 1.490(6) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.406(5) . ?
C24 C33 1.409(5) . ?
C25 C26 1.424(5) . ?
C25 C30 1.443(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.361(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.424(6) . ?
C28 H28 0.9300 . ?
C28 C29 1.323(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.427(6) . ?
C30 C31 1.379(5) . ?
C31 H31 0.9300 . ?
C31 C32 1.382(5) . ?
C32 C33 1.450(5) . ?
C32 C37 1.420(6) . ?
C33 C34 1.420(5) . ?
C34 H34 0.9300 . ?
C34 C35 1.343(5) . ?
C35 H35 0.9300 . ?
C35 C36 1.413(6) . ?
C36 H36 0.9300 . ?
C36 C37 1.340(6) . ?
C37 H37 0.9300 . ?
C38 C39 1.404(5) . ?
C38 C47 1.414(5) . ?
C39 C40 1.428(5) . ?
C39 C44 1.425(5) . ?
C40 H40 0.9300 . ?
C40 C41 1.358(5) . ?
C41 H41 0.9300 . ?
C41 C42 1.411(6) . ?
C42 H42 0.9300 . ?
C42 C43 1.337(6) . ?
C43 H43 0.9300 . ?
C43 C44 1.422(5) . ?
C44 C45 1.390(5) . ?
C45 H45 0.9300 . ?
C45 C46 1.376(5) . ?
C46 C47 1.430(5) . ?
C46 C51 1.430(6) . ?
C47 C48 1.433(5) . ?
C48 H48 0.9300 . ?
C48 C49 1.349(5) . ?
C49 H49 0.9300 . ?
C49 C50 1.409(6) . ?
C50 H50 0.9300 . ?
C50 C51 1.335(6) . ?
C51 H51 0.9300 . ?
C1S' H1SA 0.9700 . ?
C1S' H1SB 0.9700 . ?
C1S' Cl1' 1.783(6) . ?
C1S' Cl2 1.787(6) . ?
C1S H1SC 0.9700 . ?
C1S H1SD 0.9700 . ?
C1S Cl1 1.811(8) . ?
C1S Cl2' 1.810(8) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -0.6(5) . . . . ?
C1 C2 C3 C7 179.7(3) . . . . ?
C2 C1 C6 C5 -0.4(5) . . . . ?
C2 C1 C14 C15 -68.9(6) . . . . ?
C2 C1 C14 C16 48.3(5) . . . . ?
C2 C1 C14 C17 166.9(4) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C2 C3 C4 O1 179.9(3) . . . . ?
C2 C3 C7 C8 179.9(3) . . . . ?
C2 C3 C7 C18 60.7(4) . . . . ?
C2 C3 C7 C19 -59.3(4) . . . . ?
C3 C4 C5 C6 -0.1(5) . . . . ?
C3 C4 C5 C24 179.1(3) . . . . ?
C3 C4 O1 C9 0.8(5) . . . . ?
C3 C7 C8 C9 -0.6(4) . . . . ?
C3 C7 C8 C13 -179.8(3) . . . . ?
C4 C3 C7 C8 0.2(4) . . . . ?
C4 C3 C7 C18 -119.0(3) . . . . ?
C4 C3 C7 C19 120.9(3) . . . . ?
C4 C5 C6 C1 0.2(5) . . . . ?
C4 C5 C24 C25 -110.3(4) . . . . ?
C4 C5 C24 C33 73.1(4) . . . . ?
C5 C4 O1 C9 -179.5(3) . . . . ?
C5 C24 C25 C26 4.1(5) . . . . ?
C5 C24 C25 C30 -175.6(3) . . . . ?
C5 C24 C33 C32 175.1(3) . . . . ?
C5 C24 C33 C34 -3.5(5) . . . . ?
C6 C1 C2 C3 0.6(5) . . . . ?
C6 C1 C14 C15 109.4(5) . . . . ?
C6 C1 C14 C16 -133.4(4) . . . . ?
C6 C1 C14 C17 -14.8(6) . . . . ?
C6 C5 C24 C25 68.9(4) . . . . ?
C6 C5 C24 C33 -107.8(4) . . . . ?
C7 C3 C4 C5 -179.9(3) . . . . ?
C7 C3 C4 O1 -0.3(5) . . . . ?
C7 C8 C9 C10 -179.1(3) . . . . ?
C7 C8 C9 O1 1.1(5) . . . . ?
C7 C8 C13 C12 179.4(3) . . . . ?
C8 C9 C10 C11 -0.2(5) . . . . ?
C8 C9 C10 C38 178.1(3) . . . . ?
C8 C9 O1 C4 -1.2(5) . . . . ?
C9 C8 C13 C12 0.1(5) . . . . ?
C9 C10 C11 C12 0.1(5) . . . . ?
C9 C10 C38 C39 -109.3(4) . . . . ?
C9 C10 C38 C47 75.0(4) . . . . ?
C10 C9 O1 C4 179.0(3) . . . . ?
C10 C11 C12 C13 0.2(5) . . . . ?
C10 C11 C12 C20 179.6(3) . . . . ?
C10 C38 C39 C40 6.6(5) . . . . ?
C10 C38 C39 C44 -173.1(3) . . . . ?
C10 C38 C47 C46 172.0(3) . . . . ?
C10 C38 C47 C48 -6.3(5) . . . . ?
C11 C10 C38 C39 69.0(4) . . . . ?
C11 C10 C38 C47 -106.6(4) . . . . ?
C11 C12 C13 C8 -0.2(5) . . . . ?
C11 C12 C20 C21 -124.9(4) . . . . ?
C11 C12 C20 C22 119.0(5) . . . . ?
C11 C12 C20 C23 -4.3(6) . . . . ?
C13 C8 C9 C10 0.1(5) . . . . ?
C13 C8 C9 O1 -179.6(3) . . . . ?
C13 C12 C20 C21 54.6(5) . . . . ?
C13 C12 C20 C22 -61.5(5) . . . . ?
C13 C12 C20 C23 175.2(4) . . . . ?
C14 C1 C2 C3 179.0(3) . . . . ?
C14 C1 C6 C5 -178.7(4) . . . . ?
C18 C7 C8 C9 118.7(3) . . . . ?
C18 C7 C8 C13 -60.5(4) . . . . ?
C19 C7 C8 C9 -121.2(4) . . . . ?
C19 C7 C8 C13 59.6(4) . . . . ?
C20 C12 C13 C8 -179.7(3) . . . . ?
C24 C5 C6 C1 -179.0(3) . . . . ?
C24 C25 C26 C27 -179.2(3) . . . . ?
C24 C25 C30 C29 179.0(3) . . . . ?
C24 C25 C30 C31 0.0(5) . . . . ?
C24 C33 C34 C35 178.4(4) . . . . ?
C25 C24 C33 C32 -1.5(5) . . . . ?
C25 C24 C33 C34 179.9(3) . . . . ?
C25 C26 C27 C28 0.3(6) . . . . ?
C25 C30 C31 C32 -0.5(5) . . . . ?
C26 C25 C30 C29 -0.8(5) . . . . ?
C26 C25 C30 C31 -179.7(3) . . . . ?
C26 C27 C28 C29 -0.9(6) . . . . ?
C27 C28 C29 C30 0.6(7) . . . . ?
C28 C29 C30 C25 0.2(6) . . . . ?
C28 C29 C30 C31 179.1(4) . . . . ?
C29 C30 C31 C32 -179.4(4) . . . . ?
C30 C25 C26 C27 0.5(5) . . . . ?
C30 C31 C32 C33 0.0(6) . . . . ?
C30 C31 C32 C37 178.6(4) . . . . ?
C31 C32 C33 C24 1.0(5) . . . . ?
C31 C32 C33 C34 179.7(4) . . . . ?
C31 C32 C37 C36 -179.3(4) . . . . ?
C32 C33 C34 C35 -0.1(6) . . . . ?
C33 C24 C25 C26 -179.2(3) . . . . ?
C33 C24 C25 C30 1.0(5) . . . . ?
C33 C32 C37 C36 -0.7(6) . . . . ?
C33 C34 C35 C36 -1.1(7) . . . . ?
C34 C35 C36 C37 1.5(8) . . . . ?
C35 C36 C37 C32 -0.6(8) . . . . ?
C37 C32 C33 C24 -177.6(3) . . . . ?
C37 C32 C33 C34 1.0(5) . . . . ?
C38 C10 C11 C12 -178.3(3) . . . . ?
C38 C39 C40 C41 -178.9(4) . . . . ?
C38 C39 C44 C43 179.4(3) . . . . ?
C38 C39 C44 C45 0.3(5) . . . . ?
C38 C47 C48 C49 178.1(4) . . . . ?
C39 C38 C47 C46 -3.7(5) . . . . ?
C39 C38 C47 C48 178.0(3) . . . . ?
C39 C40 C41 C42 -0.1(6) . . . . ?
C39 C44 C45 C46 -2.2(6) . . . . ?
C40 C39 C44 C43 -0.4(5) . . . . ?
C40 C39 C44 C45 -179.4(3) . . . . ?
C40 C41 C42 C43 -1.2(7) . . . . ?
C41 C42 C43 C44 1.7(7) . . . . ?
C42 C43 C44 C39 -0.9(6) . . . . ?
C42 C43 C44 C45 178.1(4) . . . . ?
C43 C44 C45 C46 178.8(4) . . . . ?
C44 C39 C40 C41 0.8(5) . . . . ?
C44 C45 C46 C47 1.1(6) . . . . ?
C44 C45 C46 C51 -179.8(4) . . . . ?
C45 C46 C47 C38 1.9(5) . . . . ?
C45 C46 C47 C48 -179.7(3) . . . . ?
C45 C46 C51 C50 180.0(4) . . . . ?
C46 C47 C48 C49 -0.3(6) . . . . ?
C47 C38 C39 C40 -177.7(3) . . . . ?
C47 C38 C39 C44 2.6(5) . . . . ?
C47 C46 C51 C50 -0.9(6) . . . . ?
C47 C48 C49 C50 -0.8(7) . . . . ?
C48 C49 C50 C51 1.1(8) . . . . ?
C49 C50 C51 C46 -0.3(7) . . . . ?
C51 C46 C47 C38 -177.3(3) . . . . ?
C51 C46 C47 C48 1.1(5) . . . . ?
O1 C4 C5 C6 -179.8(3) . . . . ?
O1 C4 C5 C24 -0.6(5) . . . . ?
O1 C9 C10 C11 179.6(3) . . . . ?
O1 C9 C10 C38 -2.1(5) . . . . ?
