#------------------------------------------------------------------------------
#$Date: 2024-04-05 01:56:13 +0300 (Fri, 05 Apr 2024) $
#$Revision: 290864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/08/1570884.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_1570884
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         'C2 H4 Cl2, C51 H46 O'
_chemical_formula_sum            'C53 H50 Cl2 O'
_chemical_formula_weight         773.83
_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     iterative
_audit_creation_date             2021-04-21
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2022-06-20 deposited with the CCDC.	2024-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                93.8220(10)
_cell_angle_beta                 114.4420(10)
_cell_angle_gamma                108.3770(10)
_cell_formula_units_Z            2
_cell_length_a                   12.8128(4)
_cell_length_b                   12.9995(4)
_cell_length_c                   15.1372(4)
_cell_measurement_reflns_used    9990
_cell_measurement_temperature    293.0
_cell_measurement_theta_max      56.94
_cell_measurement_theta_min      2.87
_cell_volume                     2120.80(11)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293.0
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            23188
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.031
_diffrn_reflns_theta_min         2.865
_diffrn_source_current           3.57
_diffrn_source_power             0.2497215
_diffrn_source_voltage           69.95
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.091
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.5861
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1070 before and 0.0451 after correction.
The Ratio of minimum to maximum transmission is 0.7802.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_description       needle
_exptl_crystal_F_000             820
_exptl_crystal_preparation       'Solvent evaporation'
_exptl_crystal_recrystallization_method 'Solvent evaporation'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       0.0125(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     551
_refine_ls_number_reflns         8459
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0519
_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)+(0.0887P)²+0.2795P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1551
_refine_ls_wR_factor_ref         0.1653
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6619
_reflns_number_total             8459
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc05533g4.cif
_cod_data_source_block           210414e_0m
_cod_depositor_comments
'Adding full bibliography for 1570870--1570891.cif.'
_cod_database_code               1570884
_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   0.899
_shelx_estimated_absorpt_t_min   0.853
_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
 C52-C53 \\sim C52A-C53A
 with sigma of 0.02
 C52-Cl2 \\sim C52A-Cl2A
 with sigma of 0.02
 C53-Cl2 \\sim C53A-Cl2A
 with sigma of 0.04
 C53-Cl1 \\sim C53A-Cl1A
 with sigma of 0.02
 C52-Cl1 \\sim C52A-Cl1A
 with sigma of 0.04
3. Others
 Sof(Cl1A)=Sof(Cl2A)=Sof(C52A)=Sof(H52C)=Sof(H52D)=Sof(C53A)=Sof(H53C)=
 Sof(H53D)=1-FVAR(1)
 Sof(Cl1)=Sof(Cl2)=Sof(C52)=Sof(H52A)=Sof(H52B)=Sof(C53)=Sof(H53A)=Sof(H53B)=
 FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C52(H52A,H52B), C53(H53A,H53B), C52A(H52C,H52D), C53A(H53C,H53D)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C8(H8), C10(H10), C16(H16), C17(H17), C18(H18), C19(H19),
 C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C40(H40), C41(H41), C42(H42),
  C43(H43), C45(H45), C47(H47), C48(H48), C49(H49), C50(H50)
4.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,
 H32C), C33(H33A,H33B,H33C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C37(H37A,
 H37B,H37C)
;
_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
Cl1 Cl 0.9803(4) 0.8939(4) 1.3749(3) 0.1414(13) Uani 0.590(7) 1 d D . P A 1
Cl2 Cl 1.2420(4) 1.0234(4) 1.2689(4) 0.1458(13) Uani 0.590(7) 1 d D . P A 1
C52 C 1.1336(6) 1.0100(5) 1.3098(5) 0.0936(17) Uani 0.590(7) 1 d D . P A 1
H52A H 1.1711 1.0682 1.3715 0.112 Uiso 0.590(7) 1 calc R U P A 1
H52B H 1.0643 1.0249 1.2591 0.112 Uiso 0.590(7) 1 calc R U P A 1
C53 C 1.0810(4) 0.8987(4) 1.3311(4) 0.0815(14) Uani 0.590(7) 1 d D . P A 1
H53A H 1.1498 0.8819 1.3803 0.098 Uiso 0.590(7) 1 calc R U P A 1
H53B H 1.0394 0.8403 1.2690 0.098 Uiso 0.590(7) 1 calc R U P A 1
Cl1A Cl 0.9808(4) 0.9203(6) 1.3769(4) 0.1378(19) Uani 0.410(7) 1 d D . P A 2
Cl2A Cl 1.2161(8) 0.9679(7) 1.2427(6) 0.161(2) Uani 0.410(7) 1 d D . P A 2
C52A C 1.1286(8) 0.9165(8) 1.2981(6) 0.119(3) Uani 0.410(7) 1 d D . P A 2
H52C H 1.0586 0.8481 1.2519 0.143 Uiso 0.410(7) 1 calc R U P A 2
H52D H 1.1787 0.8944 1.3577 0.143 Uiso 0.410(7) 1 calc R U P A 2
C53A C 1.0775(8) 0.9911(8) 1.3295(6) 0.107(3) Uani 0.410(7) 1 d D . P A 2
H53C H 1.0306 1.0175 1.2717 0.128 Uiso 0.410(7) 1 calc R U P A 2
H53D H 1.1460 1.0568 1.3810 0.128 Uiso 0.410(7) 1 calc R U P A 2
O1 O 0.73473(9) 0.49637(7) 0.75510(7) 0.0452(3) Uani 1 1 d . . . . .
C1 C 0.82018(12) 0.68440(11) 0.83406(10) 0.0402(3) Uani 1 1 d . . . . .
C2 C 0.82348(13) 0.77236(11) 0.89466(10) 0.0424(3) Uani 1 1 d . . . . .
H2 H 0.8827 0.8448 0.9077 0.051 Uiso 1 1 calc R U . . .
C3 C 0.74284(13) 0.75746(11) 0.93665(10) 0.0401(3) Uani 1 1 d . . . . .
C4 C 0.65833(12) 0.65035(11) 0.91574(10) 0.0398(3) Uani 1 1 d . . . . .
H4 H 0.6026 0.6383 0.9437 0.048 Uiso 1 1 calc R U . . .
C5 C 0.65063(12) 0.55948(10) 0.85596(9) 0.0372(3) Uani 1 1 d . . . . .
C6 C 0.55649(12) 0.44375(10) 0.83798(9) 0.0371(3) Uani 1 1 d . . . . .
C7 C 0.56681(12) 0.35916(10) 0.77040(9) 0.0364(3) Uani 1 1 d . . . . .
C8 C 0.48965(12) 0.24754(11) 0.74364(10) 0.0393(3) Uani 1 1 d . . . . .
H8 H 0.4308 0.2259 0.7684 0.047 Uiso 1 1 calc R U . . .
C9 C 0.49401(12) 0.16612(11) 0.68272(10) 0.0394(3) Uani 1 1 d . . . . .
C10 C 0.58144(13) 0.20047(11) 0.64765(10) 0.0413(3) Uani 1 1 d . . . . .
H10 H 0.5868 0.1467 0.6058 0.050 Uiso 1 1 calc R U . . .
C11 C 0.66096(12) 0.31085(11) 0.67194(10) 0.0389(3) Uani 1 1 d . . . . .
C12 C 0.65266(12) 0.38903(10) 0.73372(9) 0.0375(3) Uani 1 1 d . . . . .
C13 C 0.73298(12) 0.57868(10) 0.81566(10) 0.0380(3) Uani 1 1 d . . . . .
C14 C 0.91005(13) 0.70628(10) 0.79184(10) 0.0404(3) Uani 1 1 d . . . . .
C15 C 1.03696(13) 0.73594(11) 0.85671(11) 0.0430(3) Uani 1 1 d . . . . .
C16 C 1.08421(15) 0.73682(13) 0.96033(12) 0.0545(4) Uani 1 1 d . . . . .
H16 H 1.0282 0.7149 0.9877 0.065 Uiso 1 1 calc R U . . .
C17 C 1.20755(17) 0.76829(15) 1.02077(14) 0.0657(5) Uani 1 1 d . . . . .
H17 H 1.2364 0.7684 1.0896 0.079 Uiso 1 1 calc R U . . .
C18 C 1.29308(17) 0.80082(16) 0.98215(15) 0.0676(5) Uani 1 1 d . . . . .
H18 H 1.3791 0.8230 1.0252 0.081 Uiso 1 1 calc R U . . .
C19 C 1.25351(16) 0.80055(14) 0.88482(15) 0.0625(4) Uani 1 1 d . . . . .
H19 H 1.3123 0.8224 0.8600 0.075 Uiso 1 1 calc R U . . .
C20 C 1.12496(14) 0.76809(12) 0.81796(12) 0.0486(4) Uani 1 1 d . . . . .
C21 C 1.08347(15) 0.76911(13) 0.71783(12) 0.0543(4) Uani 1 1 d . . . . .
H21 H 1.1423 0.7925 0.6932 0.065 Uiso 1 1 calc R U . . .
C22 C 0.95863(15) 0.73708(13) 0.65243(12) 0.0511(4) Uani 1 1 d . . . . .
C23 C 0.91680(19) 0.73848(16) 0.54984(13) 0.0674(5) Uani 1 1 d . . . . .
H23 H 0.9757 0.7620 0.5253 0.081 Uiso 1 1 calc R U . . .
C24 C 0.7961(2) 0.70736(19) 0.48681(14) 0.0776(6) Uani 1 1 d . . . . .
H24 H 0.7705 0.7088 0.4185 0.093 Uiso 1 1 calc R U . . .
C25 C 0.70670(19) 0.67226(19) 0.52202(14) 0.0750(5) Uani 1 1 d . . . . .
H25 H 0.6212 0.6491 0.4768 0.090 Uiso 1 1 calc R U . . .
C26 C 0.74206(16) 0.67146(15) 0.61960(12) 0.0583(4) Uani 1 1 d . . . . .
H26 H 0.6808 0.6489 0.6419 0.070 Uiso 1 1 calc R U . . .
C27 C 0.86904(14) 0.70364(11) 0.68949(11) 0.0452(3) Uani 1 1 d . . . . .
C28 C 0.74496(14) 0.85333(11) 1.00301(11) 0.0467(3) Uani 1 1 d . . . . .
C29 C 0.6244(2) 0.87053(19) 0.95143(17) 0.0917(7) Uani 1 1 d . . . . .
H29A H 0.6159 0.8911 0.8884 0.138 Uiso 1 1 calc R U . . .
H29B H 0.6241 0.9302 0.9944 0.138 Uiso 1 1 calc R U . . .
H29C H 0.5551 0.8014 0.9381 0.138 Uiso 1 1 calc R U . . .
C30 C 0.7581(2) 0.82324(16) 1.10205(13) 0.0739(5) Uani 1 1 d . . . . .
H30A H 0.6867 0.7566 1.0897 0.111 Uiso 1 1 calc R U . . .
H30B H 0.7619 0.8852 1.1454 0.111 Uiso 1 1 calc R U . . .
H30C H 0.8342 0.8087 1.1346 0.111 Uiso 1 1 calc R U . . .
C31 C 0.8538(2) 0.96093(14) 1.02743(17) 0.0785(6) Uani 1 1 d . . . . .
H31A H 0.9312 0.9480 1.0582 0.118 Uiso 1 1 calc R U . . .
H31B H 0.8550 1.0182 1.0738 0.118 Uiso 1 1 calc R U . . .
H31C H 0.8454 0.9859 0.9660 0.118 Uiso 1 1 calc R U . . .
C32 C 0.58285(16) 0.41046(12) 0.93852(11) 0.0504(4) Uani 1 1 d . . . . .
H32A H 0.6667 0.4102 0.9698 0.076 Uiso 1 1 calc R U . . .
H32B H 0.5228 0.3359 0.9274 0.076 Uiso 1 1 calc R U . . .
H32C H 0.5758 0.4641 0.9823 0.076 Uiso 1 1 calc R U . . .
C33 C 0.42547(13) 0.44442(12) 0.78932(12) 0.0502(4) Uani 1 1 d . . . . .
H33A H 0.4190 0.4988 0.8328 0.075 Uiso 1 1 calc R U . . .
H33B H 0.3654 0.3702 0.7790 0.075 Uiso 1 1 calc R U . . .
H33C H 0.4082 0.4647 0.7249 0.075 Uiso 1 1 calc R U . . .
C34 C 0.40717(14) 0.04453(11) 0.65791(11) 0.0460(3) Uani 1 1 d . . . . .
C35 C 0.27428(17) 0.03658(16) 0.62495(17) 0.0772(6) Uani 1 1 d . . . . .
H35A H 0.2190 -0.0418 0.6061 0.116 Uiso 1 1 calc R U . . .
H35B H 0.2488 0.0705 0.5677 0.116 Uiso 1 1 calc R U . . .
H35C H 0.2698 0.0760 0.6800 0.116 Uiso 1 1 calc R U . . .
C36 C 0.4486(2) -0.00212(16) 0.74986(15) 0.0850(7) Uani 1 1 d . . . . .
H36A H 0.4395 0.0375 0.8020 0.127 Uiso 1 1 calc R U . . .
H36B H 0.5355 0.0075 0.7738 0.127 Uiso 1 1 calc R U . . .
H36C H 0.3974 -0.0815 0.7333 0.127 Uiso 1 1 calc R U . . .
C37 C 0.4063(2) -0.02722(14) 0.57344(15) 0.0734(5) Uani 1 1 d . . . . .
H37A H 0.3450 -0.1027 0.5567 0.110 Uiso 1 1 calc R U . . .
H37B H 0.4885 -0.0301 0.5946 0.110 Uiso 1 1 calc R U . . .
H37C H 0.3848 0.0050 0.5148 0.110 Uiso 1 1 calc R U . . .
C38 C 0.75339(13) 0.34340(10) 0.63246(10) 0.0398(3) Uani 1 1 d . . . . .
C39 C 0.88044(13) 0.37315(11) 0.69715(11) 0.0438(3) Uani 1 1 d . . . . .
C40 C 0.92767(15) 0.37874(14) 0.80164(12) 0.0564(4) Uani 1 1 d . . . . .
H40 H 0.8723 0.3640 0.8300 0.068 Uiso 1 1 calc R U . . .
C41 C 1.04986(17) 0.40468(18) 0.86117(14) 0.0736(5) Uani 1 1 d . . . . .
H41 H 1.0791 0.4087 0.9306 0.088 Uiso 1 1 calc R U . . .
C42 C 1.13418(17) 0.42575(19) 0.82092(15) 0.0777(6) Uani 1 1 d . . . . .
H42 H 1.2194 0.4423 0.8632 0.093 Uiso 1 1 calc R U . . .
C43 C 1.09449(16) 0.42249(16) 0.72300(15) 0.0674(5) Uani 1 1 d . . . . .
H43 H 1.1524 0.4375 0.6971 0.081 Uiso 1 1 calc R U . . .
C44 C 0.96722(14) 0.39691(13) 0.65759(12) 0.0498(4) Uani 1 1 d . . . . .
C45 C 0.92521(15) 0.39170(13) 0.55614(12) 0.0536(4) Uani 1 1 d . . . . .
H45 H 0.9832 0.4075 0.5302 0.064 Uiso 1 1 calc R U . . .
C46 C 0.80083(15) 0.36408(12) 0.49165(11) 0.0477(4) Uani 1 1 d . . . . .
C47 C 0.75776(18) 0.35745(14) 0.38712(13) 0.0594(4) Uani 1 1 d . . . . .
H47 H 0.8157 0.3737 0.3613 0.071 Uiso 1 1 calc R U . . .
C48 C 0.6372(2) 0.32880(15) 0.32482(13) 0.0647(5) Uani 1 1 d . . . . .
H48 H 0.6108 0.3239 0.2555 0.078 Uiso 1 1 calc R U . . .
C49 C 0.54892(18) 0.30580(15) 0.36160(13) 0.0640(4) Uani 1 1 d . . . . .
H49 H 0.4638 0.2864 0.3170 0.077 Uiso 1 1 calc R U . . .
C50 C 0.58565(15) 0.31144(13) 0.46066(12) 0.0530(4) Uani 1 1 d . . . . .
H50 H 0.5254 0.2963 0.4842 0.064 Uiso 1 1 calc R U . . .
C51 C 0.71233(13) 0.33953(11) 0.52987(10) 0.0419(3) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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
Cl2 C52 H52A 108.2 . . ?
Cl2 C52 H52B 108.2 . . ?
H52A C52 H52B 107.4 . . ?
C53 C52 Cl2 116.2(5) . . ?
C53 C52 H52A 108.2 . . ?
C53 C52 H52B 108.2 . . ?
Cl1 C53 H53A 108.9 . . ?
Cl1 C53 H53B 108.9 . . ?
C52 C53 Cl1 113.3(5) . . ?
C52 C53 H53A 108.9 . . ?
C52 C53 H53B 108.9 . . ?
H53A C53 H53B 107.7 . . ?
Cl2A C52A H52C 108.2 . . ?
Cl2A C52A H52D 108.2 . . ?
H52C C52A H52D 107.3 . . ?
C53A C52A Cl2A 116.5(9) . . ?
C53A C52A H52C 108.2 . . ?
C53A C52A H52D 108.2 . . ?
Cl1A C53A H53C 109.7 . . ?
Cl1A C53A H53D 109.7 . . ?
C52A C53A Cl1A 109.8(8) . . ?
C52A C53A H53C 109.7 . . ?
C52A C53A H53D 109.7 . . ?
H53C C53A H53D 108.2 . . ?
C13 O1 C12 119.04(9) . . ?
C2 C1 C14 119.39(11) . . ?
C13 C1 C2 118.23(11) . . ?
C13 C1 C14 122.38(11) . . ?
C1 C2 H2 118.9 . . ?
C3 C2 C1 122.22(12) . . ?
C3 C2 H2 118.9 . . ?
C2 C3 C28 122.84(12) . . ?
C4 C3 C2 116.85(11) . . ?
C4 C3 C28 120.31(11) . . ?
C3 C4 H4 118.2 . . ?
C3 C4 C5 123.53(12) . . ?
C5 C4 H4 118.2 . . ?
C4 C5 C6 120.37(11) . . ?
C4 C5 C13 117.43(11) . . ?
C13 C5 C6 122.19(11) . . ?
C5 C6 C7 110.12(10) . . ?
C5 C6 C32 109.09(11) . . ?
C5 C6 C33 109.76(11) . . ?
C7 C6 C32 108.85(10) . . ?
C7 C6 C33 109.60(11) . . ?
C33 C6 C32 109.40(11) . . ?
C8 C7 C6 120.37(11) . . ?
C8 C7 C12 117.34(11) . . ?
C12 C7 C6 122.29(11) . . ?
C7 C8 H8 118.2 . . ?
C9 C8 C7 123.50(12) . . ?
C9 C8 H8 118.2 . . ?
C8 C9 C10 116.90(11) . . ?
C8 C9 C34 120.40(11) . . ?
C10 C9 C34 122.69(11) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 C9 122.12(11) . . ?
C11 C10 H10 118.9 . . ?
C10 C11 C12 118.47(11) . . ?
C10 C11 C38 120.03(11) . . ?
C12 C11 C38 121.50(11) . . ?
O1 C12 C7 123.09(11) . . ?
O1 C12 C11 115.24(10) . . ?
C7 C12 C11 121.67(11) . . ?
O1 C13 C1 115.01(11) . . ?
O1 C13 C5 123.25(11) . . ?
C5 C13 C1 121.73(11) . . ?
C15 C14 C1 119.14(12) . . ?
C27 C14 C1 120.22(12) . . ?
C27 C14 C15 120.53(12) . . ?
C14 C15 C16 123.39(13) . . ?
C14 C15 C20 119.22(13) . . ?
C16 C15 C20 117.39(14) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 C15 121.55(15) . . ?
C17 C16 H16 119.2 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.55(17) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.38(16) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 119.3 . . ?
C18 C19 C20 121.39(15) . . ?
C20 C19 H19 119.3 . . ?
C19 C20 C15 118.73(14) . . ?
C21 C20 C15 119.46(14) . . ?
C21 C20 C19 121.79(14) . . ?
C20 C21 H21 119.0 . . ?
C20 C21 C22 122.02(13) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 C23 121.69(14) . . ?
C21 C22 C27 119.37(14) . . ?
C23 C22 C27 118.93(15) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 C22 121.55(16) . . ?
C24 C23 H23 119.2 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.07(17) . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.63(18) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 H26 119.3 . . ?
C25 C26 C27 121.46(15) . . ?
C27 C26 H26 119.3 . . ?
C14 C27 C22 119.31(13) . . ?
C14 C27 C26 123.33(13) . . ?
C26 C27 C22 117.34(13) . . ?
C29 C28 C3 109.07(13) . . ?
C29 C28 C30 108.92(16) . . ?
C29 C28 C31 110.18(16) . . ?
C30 C28 C3 109.29(12) . . ?
C31 C28 C3 112.27(12) . . ?
C31 C28 C30 107.04(14) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C6 C32 H32A 109.5 . . ?
C6 C32 H32B 109.5 . . ?
C6 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C6 C33 H33A 109.5 . . ?
C6 C33 H33B 109.5 . . ?
C6 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 C9 110.27(12) . . ?
C36 C34 C9 108.93(13) . . ?
C36 C34 C35 109.25(16) . . ?
C36 C34 C37 108.81(15) . . ?
C37 C34 C9 112.29(12) . . ?
C37 C34 C35 107.22(14) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 C11 119.96(12) . . ?
C51 C38 C11 119.68(12) . . ?
C51 C38 C39 120.31(12) . . ?
C38 C39 C40 122.92(12) . . ?
C38 C39 C44 119.57(13) . . ?
C40 C39 C44 117.50(13) . . ?
C39 C40 H40 119.3 . . ?
C41 C40 C39 121.37(15) . . ?
C41 C40 H40 119.3 . . ?
C40 C41 H41 119.7 . . ?
C40 C41 C42 120.60(17) . . ?
C42 C41 H41 119.7 . . ?
C41 C42 H42 119.8 . . ?
C43 C42 C41 120.34(17) . . ?
C43 C42 H42 119.8 . . ?
C42 C43 H43 119.4 . . ?
C42 C43 C44 121.16(15) . . ?
C44 C43 H43 119.4 . . ?
C43 C44 C39 119.02(14) . . ?
C45 C44 C39 119.45(14) . . ?
C45 C44 C43 121.50(14) . . ?
C44 C45 H45 119.1 . . ?
C46 C45 C44 121.74(13) . . ?
C46 C45 H45 119.1 . . ?
C45 C46 C47 121.58(14) . . ?
C45 C46 C51 119.61(13) . . ?
C47 C46 C51 118.80(15) . . ?
C46 C47 H47 119.3 . . ?
C48 C47 C46 121.37(15) . . ?
C48 C47 H47 119.3 . . ?
C47 C48 H48 119.8 . . ?
C47 C48 C49 120.50(15) . . ?
C49 C48 H48 119.8 . . ?
C48 C49 H49 119.9 . . ?
C50 C49 C48 120.22(17) . . ?
C50 C49 H49 119.9 . . ?
C49 C50 H50 119.2 . . ?
C49 C50 C51 121.58(15) . . ?
C51 C50 H50 119.2 . . ?
C38 C51 C46 119.29(13) . . ?
C38 C51 C50 123.19(12) . . ?
C50 C51 C46 117.52(13) . . ?
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
Cl1 C53 1.663(6) . ?
Cl2 C52 1.709(7) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C52 C53 1.509(7) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
Cl1A C53A 1.733(11) . ?
Cl2A C52A 1.670(12) . ?
C52A H52C 0.9900 . ?
C52A H52D 0.9900 . ?
C52A C53A 1.480(10) . ?
C53A H53C 0.9900 . ?
C53A H53D 0.9900 . ?
O1 C12 1.3749(15) . ?
O1 C13 1.3738(14) . ?
C1 C2 1.3957(18) . ?
C1 C13 1.3921(18) . ?
C1 C14 1.4975(17) . ?
C2 H2 0.9500 . ?
C2 C3 1.3938(18) . ?
C3 C4 1.3851(18) . ?
C3 C28 1.5338(17) . ?
C4 H4 0.9500 . ?
C4 C5 1.3906(17) . ?
C5 C6 1.5238(17) . ?
C5 C13 1.3908(17) . ?
C6 C7 1.5254(17) . ?
C6 C32 1.5402(18) . ?
C6 C33 1.5321(19) . ?
C7 C8 1.3901(18) . ?
C7 C12 1.3907(17) . ?
C8 H8 0.9500 . ?
C8 C9 1.3870(18) . ?
C9 C10 1.3944(18) . ?
C9 C34 1.5309(18) . ?
C10 H10 0.9500 . ?
C10 C11 1.3893(18) . ?
C11 C12 1.3938(17) . ?
C11 C38 1.4974(17) . ?
C14 C15 1.411(2) . ?
C14 C27 1.409(2) . ?
C15 C16 1.426(2) . ?
C15 C20 1.4397(19) . ?
C16 H16 0.9500 . ?
C16 C17 1.359(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.411(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.344(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.428(2) . ?
C20 C21 1.386(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.388(2) . ?
C22 C23 1.421(2) . ?
C22 C27 1.4395(19) . ?
C23 H23 0.9500 . ?
C23 C24 1.341(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.419(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.356(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.424(2) . ?
C28 C29 1.513(3) . ?
C28 C30 1.530(2) . ?
C28 C31 1.521(2) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.529(2) . ?
C34 C36 1.514(2) . ?
C34 C37 1.525(2) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.411(2) . ?
C38 C51 1.4099(19) . ?
C39 C40 1.428(2) . ?
C39 C44 1.4315(18) . ?
C40 H40 0.9500 . ?
C40 C41 1.355(2) . ?
C41 H41 0.9500 . ?
C41 C42 1.412(3) . ?
C42 H42 0.9500 . ?
C42 C43 1.346(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.424(2) . ?
C44 C45 1.390(2) . ?
C45 H45 0.9500 . ?
C45 C46 1.388(2) . ?
C46 C47 1.430(2) . ?
C46 C51 1.4358(18) . ?
C47 H47 0.9500 . ?
C47 C48 1.341(3) . ?
C48 H48 0.9500 . ?
C48 C49 1.417(3) . ?
C49 H49 0.9500 . ?
C49 C50 1.362(2) . ?
C50 H50 0.9500 . ?
C50 C51 1.426(2) . ?
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
Cl2 C52 C53 Cl1 177.7(4) . . . . ?
Cl2A C52A C53A Cl1A 175.7(6) . . . . ?
C1 C2 C3 C4 0.2(2) . . . . ?
C1 C2 C3 C28 -179.74(13) . . . . ?
C1 C14 C15 C16 5.81(19) . . . . ?
C1 C14 C15 C20 -173.68(12) . . . . ?
C1 C14 C27 C22 173.06(12) . . . . ?
C1 C14 C27 C26 -5.6(2) . . . . ?
C2 C1 C13 O1 179.71(12) . . . . ?
C2 C1 C13 C5 -0.1(2) . . . . ?
C2 C1 C14 C15 68.18(17) . . . . ?
C2 C1 C14 C27 -108.11(15) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
C2 C3 C28 C29 115.25(18) . . . . ?
C2 C3 C28 C30 -125.77(16) . . . . ?
C2 C3 C28 C31 -7.2(2) . . . . ?
C3 C4 C5 C6 178.91(12) . . . . ?
C3 C4 C5 C13 0.0(2) . . . . ?
C4 C3 C28 C29 -64.63(19) . . . . ?
C4 C3 C28 C30 54.35(18) . . . . ?
C4 C3 C28 C31 172.96(15) . . . . ?
C4 C5 C6 C7 -179.95(12) . . . . ?
C4 C5 C6 C32 -60.55(16) . . . . ?
C4 C5 C6 C33 59.30(16) . . . . ?
C4 C5 C13 O1 -179.68(12) . . . . ?
C4 C5 C13 C1 0.1(2) . . . . ?
C5 C6 C7 C8 -179.98(11) . . . . ?
C5 C6 C7 C12 0.44(17) . . . . ?
C6 C5 C13 O1 1.5(2) . . . . ?
C6 C5 C13 C1 -178.79(12) . . . . ?
C6 C7 C8 C9 -179.87(12) . . . . ?
C6 C7 C12 O1 0.0(2) . . . . ?
C6 C7 C12 C11 -179.93(12) . . . . ?
C7 C8 C9 C10 0.1(2) . . . . ?
C7 C8 C9 C34 179.05(12) . . . . ?
C8 C7 C12 O1 -179.58(12) . . . . ?
C8 C7 C12 C11 0.5(2) . . . . ?
C8 C9 C10 C11 -0.1(2) . . . . ?
C8 C9 C34 C35 48.20(18) . . . . ?
C8 C9 C34 C36 -71.69(18) . . . . ?
C8 C9 C34 C37 167.71(14) . . . . ?
C9 C10 C11 C12 0.3(2) . . . . ?
C9 C10 C11 C38 179.89(12) . . . . ?
C10 C9 C34 C35 -132.86(16) . . . . ?
C10 C9 C34 C36 107.24(17) . . . . ?
C10 C9 C34 C37 -13.4(2) . . . . ?
C10 C11 C12 O1 179.58(12) . . . . ?
C10 C11 C12 C7 -0.5(2) . . . . ?
C10 C11 C38 C39 -108.20(15) . . . . ?
C10 C11 C38 C51 69.08(17) . . . . ?
C11 C38 C39 C40 -2.8(2) . . . . ?
C11 C38 C39 C44 175.82(12) . . . . ?
C11 C38 C51 C46 -176.08(11) . . . . ?
C11 C38 C51 C50 3.49(19) . . . . ?
C12 O1 C13 C1 179.32(11) . . . . ?
C12 O1 C13 C5 -0.92(19) . . . . ?
C12 C7 C8 C9 -0.3(2) . . . . ?
C12 C11 C38 C39 71.42(17) . . . . ?
C12 C11 C38 C51 -111.29(15) . . . . ?
C13 O1 C12 C7 0.18(19) . . . . ?
C13 O1 C12 C11 -179.89(11) . . . . ?
C13 C1 C2 C3 -0.1(2) . . . . ?
C13 C1 C14 C15 -111.42(15) . . . . ?
C13 C1 C14 C27 72.29(18) . . . . ?
C13 C5 C6 C7 -1.14(17) . . . . ?
C13 C5 C6 C32 118.27(14) . . . . ?
C13 C5 C6 C33 -121.88(14) . . . . ?
C14 C1 C2 C3 -179.68(13) . . . . ?
C14 C1 C13 O1 -0.68(19) . . . . ?
C14 C1 C13 C5 179.56(13) . . . . ?
C14 C15 C16 C17 -178.54(14) . . . . ?
C14 C15 C20 C19 178.50(13) . . . . ?
C14 C15 C20 C21 -0.1(2) . . . . ?
C15 C14 C27 C22 -3.2(2) . . . . ?
C15 C14 C27 C26 178.19(13) . . . . ?
C15 C16 C17 C18 -0.3(3) . . . . ?
C15 C20 C21 C22 -1.8(2) . . . . ?
C16 C15 C20 C19 -1.0(2) . . . . ?
C16 C15 C20 C21 -179.65(13) . . . . ?
C16 C17 C18 C19 -0.3(3) . . . . ?
C17 C18 C19 C20 0.2(3) . . . . ?
C18 C19 C20 C15 0.4(2) . . . . ?
C18 C19 C20 C21 179.04(15) . . . . ?
C19 C20 C21 C22 179.64(14) . . . . ?
C20 C15 C16 C17 1.0(2) . . . . ?
C20 C21 C22 C23 179.92(15) . . . . ?
C20 C21 C22 C27 1.2(2) . . . . ?
C21 C22 C23 C24 179.93(18) . . . . ?
C21 C22 C27 C14 1.3(2) . . . . ?
C21 C22 C27 C26 -179.99(14) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
C23 C22 C27 C14 -177.47(14) . . . . ?
C23 C22 C27 C26 1.2(2) . . . . ?
C23 C24 C25 C26 1.1(3) . . . . ?
C24 C25 C26 C27 -1.1(3) . . . . ?
C25 C26 C27 C14 178.62(16) . . . . ?
C25 C26 C27 C22 0.0(2) . . . . ?
C27 C14 C15 C16 -177.91(13) . . . . ?
C27 C14 C15 C20 2.60(19) . . . . ?
C27 C22 C23 C24 -1.3(3) . . . . ?
C28 C3 C4 C5 179.74(13) . . . . ?
C32 C6 C7 C8 60.47(16) . . . . ?
C32 C6 C7 C12 -119.11(14) . . . . ?
C33 C6 C7 C8 -59.14(16) . . . . ?
C33 C6 C7 C12 121.28(14) . . . . ?
C34 C9 C10 C11 -179.02(13) . . . . ?
C38 C11 C12 O1 -0.05(19) . . . . ?
C38 C11 C12 C7 179.89(12) . . . . ?
C38 C39 C40 C41 178.19(16) . . . . ?
C38 C39 C44 C43 -177.52(14) . . . . ?
C38 C39 C44 C45 0.8(2) . . . . ?
C39 C38 C51 C46 1.19(19) . . . . ?
C39 C38 C51 C50 -179.23(12) . . . . ?
C39 C40 C41 C42 -0.8(3) . . . . ?
C39 C44 C45 C46 0.1(2) . . . . ?
C40 C39 C44 C43 1.2(2) . . . . ?
C40 C39 C44 C45 179.55(14) . . . . ?
C40 C41 C42 C43 1.3(3) . . . . ?
C41 C42 C43 C44 -0.6(3) . . . . ?
C42 C43 C44 C39 -0.7(3) . . . . ?
C42 C43 C44 C45 -179.00(18) . . . . ?
C43 C44 C45 C46 178.36(15) . . . . ?
C44 C39 C40 C41 -0.5(2) . . . . ?
C44 C45 C46 C47 -179.21(14) . . . . ?
C44 C45 C46 C51 -0.3(2) . . . . ?
C45 C46 C47 C48 178.80(15) . . . . ?
C45 C46 C51 C38 -0.3(2) . . . . ?
C45 C46 C51 C50 -179.91(13) . . . . ?
C46 C47 C48 C49 1.0(3) . . . . ?
C47 C46 C51 C38 178.61(12) . . . . ?
C47 C46 C51 C50 -0.98(19) . . . . ?
C47 C48 C49 C50 -0.7(3) . . . . ?
C48 C49 C50 C51 -0.4(2) . . . . ?
C49 C50 C51 C38 -178.32(14) . . . . ?
C49 C50 C51 C46 1.3(2) . . . . ?
C51 C38 C39 C40 179.89(13) . . . . ?
C51 C38 C39 C44 -1.4(2) . . . . ?
C51 C46 C47 C48 -0.1(2) . . . . ?
