#------------------------------------------------------------------------------
#$Date: 2025-08-22 00:26:11 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/81/7108181.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_7108181
loop_
_publ_author_name
L.R.Nassimbeni
'Hong Su'
'Tanith-Lee Curtin'
_publ_section_title
;
 Enhanced enantioselectivity of 3-methylcyclohexanone by mixed diol host
 compounds
;
_journal_name_full               Chem.Commun.
_journal_page_first              8526
_journal_paper_doi               10.1039/c2cc34118b
_journal_volume                  48
_journal_year                    2012
_chemical_absolute_configuration rmad
_chemical_formula_sum            'C44 H44 Cl2 O4'
_chemical_formula_weight         707.69
_chemical_name_common
;
(R,R)-(-)-1,6-Bis(o-chlorophenyl)-1,6-diphenylhexa-2,4-diyn-
1,6-diol 3-methylcyclohexanone clathrate
;
_chemical_name_systematic
;
(R,R)-(-)-1,6-Bis(o-chlorophenyl)-1,6-diphenylhexa-2,4-diyn-1,6-diol
3-methylcyclohexanone clathrate
;
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                91.426(3)
_cell_angle_beta                 100.286(2)
_cell_angle_gamma                102.834(2)
_cell_formula_units_Z            1
_cell_length_a                   8.4671(12)
_cell_length_b                   8.9149(13)
_cell_length_c                   13.1177(19)
_cell_measurement_reflns_used    12536
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.41
_cell_measurement_theta_min      1.58
_cell_volume                     947.8(2)
_computing_cell_refinement
'SAINT (7.60a, Bruker AXS Inc., Madison, WI, USA, 2006)'
_computing_data_collection
'SAINT (7.60a, Bruker AXS Inc., Madison, WI, USA, 2006)'
_computing_data_reduction
'SAINT (7.60a, Bruker AXS Inc., Madison, WI, USA, 2006)'
_computing_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker Kappa Duo Apex II Diffractometer'
_diffrn_measurement_method       '0.5° φ scans and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_sigmaI/netI    0.0379
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12536
_diffrn_reflns_theta_full        28.41
_diffrn_reflns_theta_max         28.41
_diffrn_reflns_theta_min         1.58
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.213
_exptl_absorpt_correction_T_max  0.9408
_exptl_absorpt_correction_T_min  0.9330
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             374
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.728
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(7)
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     419
_refine_ls_number_reflns         9069
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0682
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1208P)²+0.3092P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1857
_refine_ls_wR_factor_ref         0.1980
_reflns_number_gt                7674
_reflns_number_total             9069
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2cc34118b.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

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

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P1
_cod_database_code               7108181
loop_
_symmetry_equiv_pos_as_xyz
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.5338(4) 0.5157(4) 0.7219(3) 0.0540(2) Uani 1 1 d . . .
Cl2 Cl 1.1026(4) 1.0053(4) 0.2001(3) 0.0692(3) Uani 1 1 d . . .
O1 O 0.6175(4) 0.9989(4) 0.8698(4) 0.0416(5) Uani 1 1 d D . .
H1 H 0.547(3) 1.069(3) 0.845(4) 0.062 Uiso 1 1 d D . .
O2 O 0.8612(4) 0.7981(4) 0.3245(3) 0.0392(5) Uani 1 1 d D . .
H2 H 0.928(5) 0.731(4) 0.356(3) 0.059 Uiso 1 1 d D . .
C1 C 0.5675(5) 0.8528(5) 0.8137(4) 0.0323(6) Uani 1 1 d . . .
C2 C 0.6324(5) 0.8685(5) 0.7151(4) 0.0335(6) Uani 1 1 d . . .
C3 C 0.6924(5) 0.8876(5) 0.6385(4) 0.0320(6) Uani 1 1 d . . .
C4 C 0.7628(5) 0.9075(5) 0.5511(4) 0.0312(5) Uani 1 1 d . . .
C5 C 0.8268(5) 0.9267(5) 0.4763(4) 0.0308(5) Uani 1 1 d . . .
C6 C 0.8978(5) 0.9445(5) 0.3809(4) 0.0328(6) Uani 1 1 d . . .
C7 C 0.6468(5) 0.7400(5) 0.8807(4) 0.0346(6) Uani 1 1 d . . .
C8 C 0.6302(5) 0.5867(5) 0.8473(4) 0.0395(7) Uani 1 1 d . . .
C9 C 0.6937(6) 0.4840(6) 0.9122(4) 0.0499(8) Uani 1 1 d . . .
H9 H 0.6811 0.3799 0.8880 0.060 Uiso 1 1 calc R . .
C10 C 0.7755(6) 0.5357(6) 1.0126(4) 0.0544(10) Uani 1 1 d . . .
H10 H 0.8178 0.4662 1.0576 0.065 Uiso 1 1 calc R . .
C11 C 0.7954(6) 0.6851(6) 1.0469(4) 0.0524(9) Uani 1 1 d . . .
H11 H 0.8524 0.7196 1.1155 0.063 Uiso 1 1 calc R . .
C12 C 0.7320(5) 0.7888(6) 0.9813(4) 0.0441(7) Uani 1 1 d . . .
H12 H 0.7475 0.8932 1.0057 0.053 Uiso 1 1 calc R . .
C13 C 0.3790(5) 0.7987(5) 0.7947(4) 0.0340(6) Uani 1 1 d . . .
C14 C 0.2809(5) 0.7731(5) 0.6970(4) 0.0379(6) Uani 1 1 d . . .
H14 H 0.3305 0.7820 0.6373 0.045 Uiso 1 1 calc R . .
C15 C 0.1090(5) 0.7341(5) 0.6852(4) 0.0482(8) Uani 1 1 d . . .
H15 H 0.0421 0.7152 0.6178 0.058 Uiso 1 1 calc R . .
C16 C 0.0374(5) 0.7231(5) 0.7718(5) 0.0511(9) Uani 1 1 d . . .
H16 H -0.0794 0.6992 0.7639 0.061 Uiso 1 1 calc R . .
C17 C 0.1336(6) 0.7465(6) 0.8700(5) 0.0552(9) Uani 1 1 d . . .
H17 H 0.0830 0.7373 0.9293 0.066 Uiso 1 1 calc R . .
C18 C 0.3046(5) 0.7837(6) 0.8820(4) 0.0434(7) Uani 1 1 d . . .
H18 H 0.3709 0.7988 0.9496 0.052 Uiso 1 1 calc R . .
C19 C 1.0872(5) 1.0092(5) 0.4076(4) 0.0341(6) Uani 1 1 d . . .
C20 C 1.1851(6) 1.0345(6) 0.3328(4) 0.0440(7) Uani 1 1 d . . .
C21 C 1.3570(6) 1.0839(6) 0.3586(4) 0.0515(9) Uani 1 1 d . . .
H21 H 1.4210 1.0985 0.3056 0.062 Uiso 1 1 calc R . .
C22 C 1.4326(6) 1.1114(6) 0.4615(4) 0.0504(8) Uani 1 1 d . . .
H22 H 1.5492 1.1456 0.4797 0.060 Uiso 1 1 calc R . .
C23 C 1.3391(5) 1.0893(5) 0.5378(4) 0.0460(8) Uani 1 1 d . . .
H23 H 1.3906 1.1093 0.6088 0.055 Uiso 1 1 calc R . .
C24 C 1.1686(5) 1.0374(5) 0.5105(4) 0.0392(7) Uani 1 1 d . . .
H24 H 1.1057 1.0208 0.5640 0.047 Uiso 1 1 calc R . .
C25 C 0.8109(5) 1.0515(5) 0.3131(4) 0.0370(6) Uani 1 1 d . . .
C26 C 0.8356(5) 1.2055(5) 0.3475(4) 0.0444(7) Uani 1 1 d . . .
H26 H 0.9056 1.2434 0.4122 0.053 Uiso 1 1 calc R . .
C27 C 0.7573(6) 1.3046(6) 0.2867(5) 0.0574(10) Uani 1 1 d . . .
H27 H 0.7763 1.4101 0.3097 0.069 Uiso 1 1 calc R . .
C28 C 0.6526(6) 1.2499(7) 0.1935(5) 0.0603(11) Uani 1 1 d . . .
H28 H 0.5989 1.3169 0.1524 0.072 Uiso 1 1 calc R . .
C29 C 0.6264(7) 1.0928(7) 0.1602(4) 0.0637(12) Uani 1 1 d . . .
H29 H 0.5553 1.0536 0.0961 0.076 Uiso 1 1 calc R . .
C30 C 0.7042(6) 0.9964(6) 0.2209(4) 0.0517(9) Uani 1 1 d . . .
H30 H 0.6841 0.8905 0.1988 0.062 Uiso 1 1 calc R . .
O1B O 1.0520(5) 0.6150(5) 0.4289(4) 0.0594(7) Uani 1 1 d D . .
C1B C 1.1494(6) 0.5623(5) 0.3891(4) 0.0506(8) Uani 1 1 d . F .
C2B C 1.1540(6) 0.5703(7) 0.2761(5) 0.0633(11) Uani 1 1 d . . .
H2B1 H 1.0803 0.6358 0.2449 0.076 Uiso 1 1 calc R A 1
H2B2 H 1.1125 0.4656 0.2412 0.076 Uiso 1 1 calc R A 1
C4B C 1.4487 0.5504 0.3140 0.0807(16) Uani 1 1 d D . .
H4B1 H 1.5608 0.5974 0.3021 0.097 Uiso 1 1 calc R B 1
H4B2 H 1.4190 0.4416 0.2859 0.097 Uiso 1 1 calc R B 1
C6B C 1.2729 0.4879 0.4512 0.0702(13) Uani 1 1 d D . .
H6B1 H 1.2426 0.3755 0.4331 0.084 Uiso 1 1 calc R C 1
H6B2 H 1.2728 0.5047 0.5261 0.084 Uiso 1 1 calc R C 1
O1A O 0.3936(5) 1.1632(5) 0.7954(4) 0.0747(9) Uani 1 1 d D E .
C1A C 0.2929(9) 1.2269(8) 0.8261(6) 0.0847(15) Uiso 1 1 d . . .
C5A C 0.1185(9) 1.1861(9) 0.9601(6) 0.0898(16) Uiso 1 1 d . . .
H5A1 H 0.1198 1.2105 1.0343 0.108 Uiso 1 1 calc R D 1
H5A2 H 0.0813 1.0729 0.9461 0.108 Uiso 1 1 calc R D 1
C6A C 0.2832(12) 1.2370(12) 0.9389(8) 0.120(3) Uiso 1 1 d . E .
H6A1 H 0.3543 1.1738 0.9764 0.144 Uiso 1 1 calc R . .
H6A2 H 0.3280 1.3453 0.9667 0.144 Uiso 1 1 calc R . .
C2A1 C 0.1686(8) 1.2950(8) 0.7532(5) 0.0536(14) Uiso 0.687(12) 1 d P E 1
H2A1 H 0.1923 1.4082 0.7673 0.064 Uiso 0.687(12) 1 calc PR E 1
H2A2 H 0.1757 1.2730 0.6800 0.064 Uiso 0.687(12) 1 calc PR E 1
C3A1 C -0.0028(8) 1.2211(8) 0.7723(5) 0.0536(14) Uiso 0.687(12) 1 d P E 1
H3A1 H -0.0274 1.1067 0.7586 0.064 Uiso 0.687(12) 1 calc PR E 1
C4A1 C -0.0036(10) 1.2654(9) 0.8919(6) 0.0977(18) Uiso 0.687(12) 1 d P E 1
H4A1 H 0.0308 1.3786 0.9065 0.117 Uiso 0.687(12) 1 calc PR E 1
H4A2 H -0.1159 1.2294 0.9070 0.117 Uiso 0.687(12) 1 calc PR E 1
C7A1 C -0.1271(10) 1.2887(9) 0.7024(7) 0.0962(18) Uiso 0.687(12) 1 d P E 1
H7A1 H -0.2381 1.2424 0.7141 0.144 Uiso 0.687(12) 1 calc PR E 1
H7A2 H -0.1212 1.2673 0.6297 0.144 Uiso 0.687(12) 1 calc PR E 1
H7A3 H -0.1027 1.4005 0.7180 0.144 Uiso 0.687(12) 1 calc PR E 1
C3B1 C 1.3273(7) 0.6359(7) 0.2579(5) 0.0732(13) Uani 0.71 1 d P F 1
H3B1 H 1.3614 0.7453 0.2871 0.088 Uiso 0.71 1 calc PR F 1
C5B1 C 1.4478 0.5565 0.4294 0.094(2) Uani 0.71 1 d P F 1
H5B1 H 1.4854 0.6649 0.4582 0.113 Uiso 0.71 1 calc PR F 1
H5B2 H 1.5259 0.4978 0.4646 0.113 Uiso 0.71 1 calc PR F 1
C2A2 C 0.1393(17) 1.1823(16) 0.7643(11) 0.057(3) Uiso 0.313(12) 1 d P E 2
H2A3 H 0.0726 1.0894 0.7889 0.068 Uiso 0.313(12) 1 calc PR E 2
H2A4 H 0.1471 1.1611 0.6911 0.068 Uiso 0.313(12) 1 calc PR E 2
C3A2 C 0.0691(18) 1.3177(17) 0.7759(11) 0.057(3) Uiso 0.313(12) 1 d P E 2
H3A2 H 0.1442 1.4218 0.7769 0.068 Uiso 0.313(12) 1 calc PR E 2
C4A2 C -0.0036(10) 1.2654(9) 0.8919(6) 0.0977(18) Uiso 0.313(12) 1 d P E 2
H4A3 H -0.0139 1.3585 0.9305 0.117 Uiso 0.313(12) 1 calc PR E 2
H4A4 H -0.1139 1.1942 0.8747 0.117 Uiso 0.313(12) 1 calc PR E 2
C7A2 C -0.1271(10) 1.2887(9) 0.7024(7) 0.0962(18) Uiso 0.313(12) 1 d P E 2
H7A4 H -0.1717 1.3794 0.7124 0.144 Uiso 0.313(12) 1 calc PR E 2
H7A5 H -0.1983 1.1977 0.7243 0.144 Uiso 0.313(12) 1 calc PR E 2
H7A6 H -0.1227 1.2727 0.6289 0.144 Uiso 0.313(12) 1 calc PR E 2
C3B2 C 1.3273(7) 0.6359(7) 0.2579(5) 0.0732(13) Uani 0.29 1 d P F 2
H3B2 H 1.3277 0.6286 0.1825 0.088 Uiso 0.29 1 calc PR F 2
H3B3 H 1.3619 0.7462 0.2825 0.088 Uiso 0.29 1 calc PR F 2
C5B2 C 1.4478 0.5565 0.4294 0.094(2) Uani 0.29 1 d PD F 2
H5B3 H 1.4801 0.6674 0.4557 0.113 Uiso 0.29 1 calc PR F 2
C7B1 C 1.3310(13) 0.6366(11) 0.1446(8) 0.094(2) Uiso 0.71 1 d P F 1
H7B1 H 1.2516 0.6931 0.1104 0.141 Uiso 0.71 1 calc PR F 1
H7B2 H 1.3018 0.5303 0.1141 0.141 Uiso 0.71 1 calc PR F 1
H7B3 H 1.4420 0.6869 0.1347 0.141 Uiso 0.71 1 calc PR F 1
C7B2 C 1.5708(9) 0.4765(12) 0.4875(6) 0.094(2) Uiso 0.29 1 d PD F 2
H7B4 H 1.5669 0.4827 0.5617 0.141 Uiso 0.29 1 calc PR F 2
H7B5 H 1.6817 0.5264 0.4772 0.141 Uiso 0.29 1 calc PR F 2
H7B6 H 1.5441 0.3681 0.4616 0.141 Uiso 0.29 1 calc PR F 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'
O O 0.0106 0.0060 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 O1 H1 113(2)
C6 O2 H2 112(3)
O1 C1 C2 107.7(2)
O1 C1 C13 109.7(2)
C2 C1 C13 112.4(2)
O1 C1 C7 107.1(2)
C2 C1 C7 109.7(2)
C13 C1 C7 109.9(2)
C3 C2 C1 176.2(3)
C2 C3 C4 179.0(3)
C5 C4 C3 178.7(3)
C4 C5 C6 176.9(3)
O2 C6 C5 109.1(2)
O2 C6 C25 107.6(2)
C5 C6 C25 107.5(2)
O2 C6 C19 109.8(2)
C5 C6 C19 111.0(2)
C25 C6 C19 111.7(2)
C8 C7 C12 117.6(3)
C8 C7 C1 122.8(3)
C12 C7 C1 119.5(3)
C7 C8 C9 121.7(3)
C7 C8 Cl1 121.5(2)
C9 C8 Cl1 116.8(3)
C10 C9 C8 119.2(4)
C10 C9 H9 120.4
C8 C9 H9 120.4
C11 C10 C9 120.5(3)
C11 C10 H10 119.7
C9 C10 H10 119.7
C10 C11 C12 120.2(3)
C10 C11 H11 119.9
C12 C11 H11 119.9
C7 C12 C11 120.7(4)
C7 C12 H12 119.6
C11 C12 H12 119.6
C14 C13 C18 119.2(3)
C14 C13 C1 123.4(3)
C18 C13 C1 117.2(3)
C13 C14 C15 120.5(3)
C13 C14 H14 119.7
C15 C14 H14 119.7
C16 C15 C14 119.6(3)
C16 C15 H15 120.2
C14 C15 H15 120.2
C15 C16 C17 120.6(3)
C15 C16 H16 119.7
C17 C16 H16 119.7
C16 C17 C18 120.0(3)
C16 C17 H17 120.0
C18 C17 H17 120.0
C17 C18 C13 120.0(3)
C17 C18 H18 120.0
C13 C18 H18 120.0
C20 C19 C24 116.5(3)
C20 C19 C6 123.0(3)
C24 C19 C6 120.5(3)
C19 C20 C21 122.2(3)
C19 C20 Cl2 122.3(3)
C21 C20 Cl2 115.5(3)
C22 C21 C20 119.5(3)
C22 C21 H21 120.3
C20 C21 H21 120.3
C23 C22 C21 119.9(3)
C23 C22 H22 120.1
C21 C22 H22 120.1
C22 C23 C24 119.7(3)
C22 C23 H23 120.1
C24 C23 H23 120.1
C19 C24 C23 122.3(3)
C19 C24 H24 118.9
C23 C24 H24 118.9
C30 C25 C26 119.5(3)
C30 C25 C6 121.2(3)
C26 C25 C6 119.2(3)
C25 C26 C27 120.0(4)
C25 C26 H26 120.0
C27 C26 H26 120.0
C28 C27 C26 120.4(4)
C28 C27 H27 119.8
C26 C27 H27 119.8
C27 C28 C29 119.1(3)
C27 C28 H28 120.5
C29 C28 H28 120.5
C30 C29 C28 119.9(4)
C30 C29 H29 120.0
C28 C29 H29 120.0
C29 C30 C25 121.1(4)
C29 C30 H30 119.5
C25 C30 H30 119.5
O1B C1B C6B 121.8(4)
O1B C1B C2B 122.1(3)
C6B C1B C2B 116.1(3)
C1B C2B C3B1 111.6(4)
C1B C2B H2B1 109.3
C3B1 C2B H2B1 109.3
C1B C2B H2B2 109.3
C3B1 C2B H2B2 109.3
H2B1 C2B H2B2 108.0
C3B1 C4B C5B1 110.5(3)
C3B1 C4B H4B1 109.5
C5B1 C4B H4B1 109.5
C3B1 C4B H4B2 109.5
C5B1 C4B H4B2 109.5
H4B1 C4B H4B2 108.1
C1B C6B C5B1 110.4(2)
C1B C6B H6B1 109.6
C5B1 C6B H6B1 109.6
C1B C6B H6B2 109.6
C5B1 C6B H6B2 109.6
H6B1 C6B H6B2 108.1
O1A C1A C2A2 111.7(8)
O1A C1A C6A 120.8(6)
C2A2 C1A C6A 111.8(9)
O1A C1A C2A1 123.3(6)
C2A2 C1A C2A1 39.9(6)
C6A C1A C2A1 115.8(6)
C6A C5A C4A1 111.0(7)
C6A C5A H5A1 109.4
C4A1 C5A H5A1 109.4
C6A C5A H5A2 109.4
C4A1 C5A H5A2 109.4
H5A1 C5A H5A2 108.0
C5A C6A C1A 114.3(7)
C5A C6A H6A1 108.7
C1A C6A H6A1 108.7
C5A C6A H6A2 108.7
C1A C6A H6A2 108.7
H6A1 C6A H6A2 107.6
C3A1 C2A1 C1A 107.7(5)
C3A1 C2A1 H2A1 110.2
C1A C2A1 H2A1 110.2
C3A1 C2A1 H2A2 110.2
C1A C2A1 H2A2 110.2
H2A1 C2A1 H2A2 108.5
C7A1 C3A1 C2A1 108.6(5)
C7A1 C3A1 C4A1 109.7(5)
C2A1 C3A1 C4A1 106.6(5)
C7A1 C3A1 H3A1 110.6
C2A1 C3A1 H3A1 110.6
C4A1 C3A1 H3A1 110.6
C5A C4A1 C3A1 107.6(5)
C5A C4A1 H4A1 110.2
C3A1 C4A1 H4A1 110.2
C5A C4A1 H4A2 110.2
C3A1 C4A1 H4A2 110.2
H4A1 C4A1 H4A2 108.5
C3A1 C7A1 H7A1 109.5
C3A1 C7A1 H7A2 109.5
H7A1 C7A1 H7A2 109.5
C3A1 C7A1 H7A3 109.5
H7A1 C7A1 H7A3 109.5
H7A2 C7A1 H7A3 109.5
C7B1 C3B1 C4B 111.4(5)
C7B1 C3B1 C2B 111.0(6)
C4B C3B1 C2B 111.4(4)
C7B1 C3B1 H3B1 107.6
C4B C3B1 H3B1 107.6
C2B C3B1 H3B1 107.6
C4B C5B1 C6B 111.213(4)
C4B C5B1 H5B1 109.4
C6B C5B1 H5B1 109.4
C4B C5B1 H5B2 109.4
C6B C5B1 H5B2 109.4
H5B1 C5B1 H5B2 108.0
C1A C2A2 C3A2 102.5(11)
C1A C2A2 H2A3 111.3
C3A2 C2A2 H2A3 111.3
C1A C2A2 H2A4 111.3
C3A2 C2A2 H2A4 111.3
H2A3 C2A2 H2A4 109.2
C2A2 C3A2 H3A2 117.4
C3B1 C7B1 H7B1 109.5
C3B1 C7B1 H7B2 109.5
H7B1 C7B1 H7B2 109.5
C3B1 C7B1 H7B3 109.5
H7B1 C7B1 H7B3 109.5
H7B2 C7B1 H7B3 109.5
H7B4 C7B2 H7B5 109.5
H7B4 C7B2 H7B6 109.5
H7B5 C7B2 H7B6 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C8 1.735(3)
Cl2 C20 1.746(4)
O1 C1 1.419(4)
O1 H1 0.978(5)
O2 C6 1.428(4)
O2 H2 0.961(4)
C1 C2 1.490(4)
C1 C13 1.534(4)
C1 C7 1.539(4)
C2 C3 1.204(4)
C3 C4 1.381(4)
C4 C5 1.201(4)
C5 C6 1.479(4)
C6 C25 1.537(4)
C6 C19 1.552(4)
C7 C8 1.393(5)
C7 C12 1.394(4)
C8 C9 1.395(4)
C9 C10 1.389(6)
C9 H9 0.9500
C10 C11 1.359(7)
C10 H10 0.9500
C11 C12 1.407(5)
C11 H11 0.9500
C12 H12 0.9500
C13 C14 1.380(4)
C13 C18 1.399(4)
C14 C15 1.398(5)
C14 H14 0.9500
C15 C16 1.375(6)
C15 H15 0.9500
C16 C17 1.379(6)
C16 H16 0.9500
C17 C18 1.391(5)
C17 H17 0.9500
C18 H18 0.9500
C19 C20 1.386(4)
C19 C24 1.391(4)
C20 C21 1.399(5)
C21 C22 1.377(6)
C21 H21 0.9500
C22 C23 1.376(5)
C22 H22 0.9500
C23 C24 1.391(5)
C23 H23 0.9500
C24 H24 0.9500
C25 C30 1.380(5)
C25 C26 1.393(5)
C26 C27 1.402(5)
C26 H26 0.9500
C27 C28 1.382(7)
C27 H27 0.9500
C28 C29 1.414(7)
C28 H28 0.9500
C29 C30 1.380(5)
C29 H29 0.9500
C30 H30 0.9500
O1B C1B 1.219(5)
C1B C6B 1.493(4)
C1B C2B 1.494(6)
C2B C3B1 1.518(7)
C2B H2B1 0.9900
C2B H2B2 0.9900
C4B C3B1 1.511(6)
C4B C5B1 1.5156(2)
C4B H4B1 0.9900
C4B H4B2 0.9900
C6B C5B1 1.5514(2)
C6B H6B1 0.9900
C6B H6B2 0.9900
O1A C1A 1.240(7)
C1A C2A2 1.373(15)
C1A C6A 1.497(11)
C1A C2A1 1.531(9)
C5A C6A 1.447(12)
C5A C4A1 1.547(10)
C5A H5A1 0.9900
C5A H5A2 0.9900
C6A H6A1 0.9900
C6A H6A2 0.9900
C2A1 C3A1 1.522(9)
C2A1 H2A1 0.9900
C2A1 H2A2 0.9900
C3A1 C7A1 1.508(9)
C3A1 C4A1 1.611(9)
C3A1 H3A1 1.0000
C4A1 H4A1 0.9900
C4A1 H4A2 0.9900
C7A1 H7A1 0.9800
C7A1 H7A2 0.9800
C7A1 H7A3 0.9800
C3B1 C7B1 1.493(11)
C3B1 H3B1 1.0000
C5B1 H5B1 0.9900
C5B1 H5B2 0.9900
C2A2 C3A2 1.48(2)
C2A2 H2A3 0.9900
C2A2 H2A4 0.9900
C3A2 H3A2 1.0000
C7B1 H7B1 0.9800
C7B1 H7B2 0.9800
C7B1 H7B3 0.9800
C7B2 H7B4 0.9800
C7B2 H7B5 0.9800
C7B2 H7B6 0.9800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 O1A 0.978(5) 1.739(5) 2.708(4) 170(3)
O2 H2 O1B 0.961(4) 1.806(4) 2.764(3) 174(4)
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
O1 C1 C2 C3 31(5)
C13 C1 C2 C3 152(5)
C7 C1 C2 C3 -85(5)
C1 C2 C3 C4 88(20)
C2 C3 C4 C5 -80(25)
C3 C4 C5 C6 177(100)
C4 C5 C6 O2 -39(6)
C4 C5 C6 C25 77(6)
C4 C5 C6 C19 -160(6)
O1 C1 C7 C8 -176.9(3)
C2 C1 C7 C8 -60.2(4)
C13 C1 C7 C8 63.9(4)
O1 C1 C7 C12 6.5(4)
C2 C1 C7 C12 123.2(3)
C13 C1 C7 C12 -112.7(3)
C12 C7 C8 C9 1.1(5)
C1 C7 C8 C9 -175.6(3)
C12 C7 C8 Cl1 -177.3(2)
C1 C7 C8 Cl1 6.0(4)
C7 C8 C9 C10 0.0(5)
Cl1 C8 C9 C10 178.5(3)
C8 C9 C10 C11 -0.8(6)
C9 C10 C11 C12 0.5(6)
C8 C7 C12 C11 -1.4(5)
C1 C7 C12 C11 175.4(3)
C10 C11 C12 C7 0.6(5)
O1 C1 C13 C14 117.7(3)
C2 C1 C13 C14 -2.2(4)
C7 C1 C13 C14 -124.7(3)
O1 C1 C13 C18 -58.6(3)
C2 C1 C13 C18 -178.5(3)
C7 C1 C13 C18 58.9(4)
C18 C13 C14 C15 0.7(5)
C1 C13 C14 C15 -175.6(3)
C13 C14 C15 C16 0.8(5)
C14 C15 C16 C17 -1.6(6)
C15 C16 C17 C18 0.9(6)
C16 C17 C18 C13 0.6(6)
C14 C13 C18 C17 -1.4(5)
C1 C13 C18 C17 175.1(3)
O2 C6 C19 C20 58.1(4)
C5 C6 C19 C20 178.8(3)
C25 C6 C19 C20 -61.2(4)
O2 C6 C19 C24 -118.5(3)
C5 C6 C19 C24 2.2(4)
C25 C6 C19 C24 122.2(3)
C24 C19 C20 C21 0.7(5)
C6 C19 C20 C21 -176.0(3)
C24 C19 C20 Cl2 -179.7(3)
C6 C19 C20 Cl2 3.5(4)
C19 C20 C21 C22 -1.2(6)
Cl2 C20 C21 C22 179.3(3)
C20 C21 C22 C23 0.4(6)
C21 C22 C23 C24 0.7(6)
C20 C19 C24 C23 0.4(5)
C6 C19 C24 C23 177.3(3)
C22 C23 C24 C19 -1.2(5)
O2 C6 C25 C30 6.6(4)
C5 C6 C25 C30 -110.8(3)
C19 C6 C25 C30 127.2(3)
O2 C6 C25 C26 -175.8(3)
C5 C6 C25 C26 66.8(3)
C19 C6 C25 C26 -55.2(4)
C30 C25 C26 C27 -2.4(5)
C6 C25 C26 C27 -180.0(3)
C25 C26 C27 C28 1.3(6)
C26 C27 C28 C29 -0.4(6)
C27 C28 C29 C30 0.4(6)
C28 C29 C30 C25 -1.4(6)
C26 C25 C30 C29 2.4(5)
C6 C25 C30 C29 180.0(3)
O1B C1B C2B C3B1 129.2(5)
C6B C1B C2B C3B1 -50.0(5)
O1B C1B C6B C5B1 -129.7(3)
C2B C1B C6B C5B1 49.4(4)
C4A1 C5A C6A C1A -50.8(9)
O1A C1A C6A C5A -129.8(8)
C2A2 C1A C6A C5A 4.9(11)
C2A1 C1A C6A C5A 48.4(10)
O1A C1A C2A1 C3A1 124.6(7)
C2A2 C1A C2A1 C3A1 40.1(10)
C6A C1A C2A1 C3A1 -53.6(8)
C1A C2A1 C3A1 C7A1 179.0(5)
C1A C2A1 C3A1 C4A1 60.8(6)
C6A C5A C4A1 C3A1 59.6(8)
C7A1 C3A1 C4A1 C5A 176.9(6)
C2A1 C3A1 C4A1 C5A -65.6(7)
C5B1 C4B C3B1 C7B1 177.7(5)
C5B1 C4B C3B1 C2B -57.8(4)
C1B C2B C3B1 C7B1 177.5(5)
C1B C2B C3B1 C4B 52.7(6)
C3B1 C4B C5B1 C6B 57.6(2)
C1B C6B C5B1 C4B -52.5(2)
O1A C1A C2A2 C3A2 -151.8(9)
C6A C1A C2A2 C3A2 69.3(11)
C2A1 C1A C2A2 C3A2 -35.4(8)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139182696
