#------------------------------------------------------------------------------
#$Date: 2024-10-06 10:04:14 +0300 (Sun, 06 Oct 2024) $
#$Revision: 295186 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/23/1572380.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_1572380
loop_
_publ_author_name
'Lu, Yu'
'Wang, Song-Meng'
'He, Sui-Sui'
'Huang, Qicheng'
'Zhao, Cheng-Da'
'Yu, Shan'
'Jiang, Wei'
'Yao, Huan'
'Wang, Li-Li'
'Yang, Liu-Pan'
_publ_section_title
;
 An endo-functionalized molecular cage for selective potentiometric
 determination of creatinine.
;
_journal_issue                   36
_journal_name_full               'Chemical science'
_journal_page_first              14791
_journal_page_last               14797
_journal_paper_doi               10.1039/d4sc04950k
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         '1.5(C2 H4 Cl4), C54 H54 O12'
_chemical_formula_sum            'C57 H60 Cl6 O12'
_chemical_formula_weight         1149.75
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-04-26
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-06-05 deposited with the CCDC.	2024-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.595(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.161(2)
_cell_length_b                   14.1881(13)
_cell_length_c                   17.9966(17)
_cell_measurement_reflns_used    9920
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      56.90
_cell_measurement_theta_min      3.24
_cell_volume                     5522.4(9)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0691
_diffrn_reflns_av_unetI/netI     0.0544
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            35409
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.017
_diffrn_reflns_theta_min         3.241
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           3.0
_diffrn_source_power             0.20955
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           69.85
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.215
_exptl_absorpt_correction_T_max  0.7430
_exptl_absorpt_correction_T_min  0.6192
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1477 before and 0.1039 after correction.
The Ratio of minimum to maximum transmission is 0.8334.
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    1.383
_exptl_crystal_description       block
_exptl_crystal_F_000             2400
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.497
_refine_diff_density_min         -0.795
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         5888
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0426
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0675P)²+3.9399P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1160
_refine_ls_wR_factor_ref         0.1204
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5162
_reflns_number_total             5888
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc04950k2.cif
_cod_data_source_block           c2m_CCDC1
_cod_depositor_comments
'Adding full bibliography for 1572379--1572380.cif.'
_cod_database_code               1572380
_shelx_shelxl_version_number     2018/3
_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   0.809
_shelx_estimated_absorpt_t_min   0.691
_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. Others
 Fixed Sof: H33A(0.5) H33B(0.5) H32A(0.5) H32B(0.5) H31A(0.5) H31B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C13(H13A,H13B), C6(H6A,H6B), C23(H23A,H23B), C15(H15A,H15B),
 C17(H17A,H17B), C33(H33A,H33B), C32(H32A,H32B), C31(H31A,H31B)
3.b Aromatic/amide H refined with riding coordinates:
 C20(H20), C28(H28), C4(H4), C21(H21), C1(H1), C30(H30), C29(H29), C2(H2),
 C22(H22)
3.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C24(H24A,H24B,H24C), C16(H16A,H16B,H16C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
Cl3 Cl 0.59028(3) 0.500000 0.54535(3) 0.03025(16) Uani 1 2 d S T P . .
Cl6 Cl 0.89370(3) 0.500000 0.30136(4) 0.03344(16) Uani 1 2 d S T P . .
Cl5 Cl 0.77854(3) 0.500000 0.35716(4) 0.03838(17) Uani 1 2 d S T P . .
Cl1 Cl 0.83056(4) 1.000000 0.15471(4) 0.04206(19) Uani 1 2 d S T P . .
Cl2 Cl 0.70920(3) 1.000000 0.19288(5) 0.0438(2) Uani 1 2 d S T P . .
Cl4 Cl 0.64160(4) 0.500000 0.40935(4) 0.0664(3) Uani 1 2 d S T P . .
O5 O 0.88874(5) 0.67397(7) 0.45704(5) 0.0176(2) Uani 1 1 d . . . . .
O2 O 0.87147(5) 0.67216(7) 0.10579(6) 0.0181(2) Uani 1 1 d . . . . .
O3 O 0.64117(5) 0.67248(7) 0.21765(6) 0.0195(2) Uani 1 1 d . . . . .
O4 O 0.55106(5) 0.74995(7) 0.17993(6) 0.0200(2) Uani 1 1 d . . . . .
O1 O 0.90486(5) 0.75245(7) 0.01459(6) 0.0200(2) Uani 1 1 d . . . . .
O6 O 0.93168(8) 0.75186(8) 0.56388(7) 0.0428(4) Uani 1 1 d . . . . .
C20 C 0.58330(10) 0.500000 0.18190(11) 0.0154(4) Uani 1 2 d S T P . .
H20 H 0.622029 0.500001 0.217197 0.019 Uiso 1 2 calc R U P . .
C10 C 0.77603(8) 0.75743(9) 0.33066(8) 0.0166(3) Uani 1 1 d . . . . .
C3 C 0.90490(7) 0.58477(10) 0.01027(8) 0.0158(3) Uani 1 1 d . . . . .
C5 C 0.89448(7) 0.67814(10) 0.04255(8) 0.0160(3) Uani 1 1 d . . . . .
C28 C 0.91522(10) 0.500000 0.52915(11) 0.0173(4) Uani 1 2 d S T P . .
H28 H 0.903836 0.500001 0.475113 0.021 Uiso 1 2 calc R U P . .
C18 C 0.58061(7) 0.67782(10) 0.18478(8) 0.0162(3) Uani 1 1 d . . . . .
C4 C 0.89232(10) 0.500000 0.04301(11) 0.0159(4) Uani 1 2 d S T P . .
H4 H 0.875362 0.500000 0.087148 0.019 Uiso 1 2 calc R U P . .
C12 C 0.86832(7) 0.75416(10) 0.27748(8) 0.0155(3) Uani 1 1 d . . . . .
C19 C 0.55442(7) 0.58467(10) 0.15559(8) 0.0158(3) Uani 1 1 d . . . . .
C11 C 0.84053(7) 0.75681(9) 0.34085(8) 0.0148(3) Uani 1 1 d . . . . .
C21 C 0.49858(7) 0.58481(10) 0.10235(8) 0.0182(3) Uani 1 1 d . . . . .
H21 H 0.479416 0.642815 0.084367 0.022 Uiso 1 1 calc R U . . .
C27 C 0.92370(7) 0.58492(11) 0.56939(8) 0.0180(3) Uani 1 1 d . . . . .
C7 C 0.83045(7) 0.75263(9) 0.20392(8) 0.0162(3) Uani 1 1 d . . . . .
C1 C 0.94185(11) 0.500000 -0.08714(12) 0.0207(4) Uani 1 2 d S T P . .
H1 H 0.958723 0.500001 -0.131346 0.025 Uiso 1 2 calc R U P . .
C30 C 0.94759(11) 0.500000 0.68820(12) 0.0217(5) Uani 1 2 d S T P . .
H30 H 0.958700 0.500000 0.742257 0.026 Uiso 1 2 calc R U P . .
C9 C 0.73863(7) 0.75368(10) 0.25681(9) 0.0173(3) Uani 1 1 d . . . . .
C29 C 0.93951(7) 0.58469(11) 0.64894(8) 0.0203(3) Uani 1 1 d . . . . .
H29 H 0.944723 0.642601 0.676088 0.024 Uiso 1 1 calc R U . . .
C25 C 0.88060(8) 0.76623(10) 0.41980(8) 0.0185(3) Uani 1 1 d . . . . .
H25A H 0.921414 0.792267 0.416667 0.022 Uiso 1 1 calc R U . . .
H25B H 0.861012 0.810259 0.450148 0.022 Uiso 1 1 calc R U . . .
C8 C 0.76594(8) 0.74936(10) 0.19289(8) 0.0177(3) Uani 1 1 d . . . . .
C2 C 0.92959(7) 0.58467(11) -0.05501(8) 0.0184(3) Uani 1 1 d . . . . .
H2 H 0.937924 0.642610 -0.077268 0.022 Uiso 1 1 calc R U . . .
C22 C 0.47082(10) 0.500000 0.07547(12) 0.0199(4) Uani 1 2 d S T P . .
H22 H 0.432855 0.500000 0.038724 0.024 Uiso 1 2 calc R U P . .
C13 C 0.93801(8) 0.75471(11) 0.28888(9) 0.0207(3) Uani 1 1 d . . . . .
H13A H 0.949744 0.721745 0.245646 0.025 Uiso 1 1 calc R U . . .
H13B H 0.956178 0.719456 0.335916 0.025 Uiso 1 1 calc R U . . .
C26 C 0.91592(8) 0.67849(11) 0.53121(8) 0.0212(3) Uani 1 1 d . . . . .
C6 C 0.86031(8) 0.76422(10) 0.13659(8) 0.0205(3) Uani 1 1 d . . . . .
H6A H 0.832973 0.801946 0.096658 0.025 Uiso 1 1 calc R U . . .
H6B H 0.899970 0.798365 0.152655 0.025 Uiso 1 1 calc R U . . .
C23 C 0.74722(8) 0.76728(11) 0.39963(9) 0.0207(3) Uani 1 1 d . . . . .
H23A H 0.775443 0.740061 0.444831 0.025 Uiso 1 1 calc R U . . .
H23B H 0.707909 0.731606 0.390737 0.025 Uiso 1 1 calc R U . . .
C14 C 0.96514(8) 0.85455(12) 0.29493(9) 0.0243(3) Uani 1 1 d . . . . .
H14A H 0.950029 0.888138 0.246885 0.036 Uiso 1 1 calc R U . . .
H14B H 1.010367 0.850890 0.305362 0.036 Uiso 1 1 calc R U . . .
H14C H 0.952364 0.888445 0.336391 0.036 Uiso 1 1 calc R U . . .
C24 C 0.73470(8) 0.87112(11) 0.41506(9) 0.0236(3) Uani 1 1 d . . . . .
H24A H 0.705867 0.897650 0.370886 0.035 Uiso 1 1 calc R U . . .
H24B H 0.773628 0.906433 0.424129 0.035 Uiso 1 1 calc R U . . .
H24C H 0.716616 0.875551 0.460011 0.035 Uiso 1 1 calc R U . . .
C15 C 0.72533(8) 0.73814(11) 0.11371(9) 0.0247(4) Uani 1 1 d . . . . .
H15A H 0.742816 0.775722 0.077097 0.030 Uiso 1 1 calc R U . . .
H15B H 0.683503 0.762857 0.113447 0.030 Uiso 1 1 calc R U . . .
C17 C 0.66958(8) 0.76234(10) 0.24511(10) 0.0222(3) Uani 1 1 d . . . . .
H17A H 0.658374 0.779393 0.293716 0.027 Uiso 1 1 calc R U . . .
H17B H 0.654329 0.812578 0.207522 0.027 Uiso 1 1 calc R U . . .
C16 C 0.72026(8) 0.63431(12) 0.08817(9) 0.0257(4) Uani 1 1 d . . . . .
H16A H 0.692256 0.629391 0.038016 0.039 Uiso 1 1 calc R U . . .
H16B H 0.704052 0.596615 0.125081 0.039 Uiso 1 1 calc R U . . .
H16C H 0.761251 0.610848 0.085155 0.039 Uiso 1 1 calc R U . . .
C33 C 0.78953(12) 1.000000 0.22862(14) 0.0278(5) Uani 1 2 d S T P . .
H33A H 0.801230 0.943573 0.260910 0.033 Uiso 0.5 1 calc R U P . .
H33B H 0.801230 1.056427 0.260910 0.033 Uiso 0.5 1 calc R U P . .
C32 C 0.81220(13) 0.500000 0.27634(15) 0.0330(6) Uani 1 2 d S T P . .
H32A H 0.797927 0.443602 0.245027 0.040 Uiso 0.5 1 calc R U P . .
H32B H 0.797927 0.556398 0.245027 0.040 Uiso 0.5 1 calc R U P . .
C31 C 0.57434(14) 0.500000 0.44482(16) 0.0440(7) Uani 1 2 d S T P . .
H31A H 0.549470 0.443595 0.425686 0.053 Uiso 0.5 1 calc R U P . .
H31B H 0.549470 0.556405 0.425686 0.053 Uiso 0.5 1 calc R U P . .
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'
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'
H H 0.0000 0.0000 '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
C26 O5 C25 113.38(11) . . ?
C5 O2 C6 113.01(11) . . ?
C18 O3 C17 114.51(11) . . ?
C19 C20 H20 120.5 6_565 . ?
C19 C20 H20 120.5 . . ?
C19 C20 C19 118.96(19) 6_565 . ?
C11 C10 C9 119.87(14) . . ?
C11 C10 C23 119.45(14) . . ?
C9 C10 C23 120.60(14) . . ?
C4 C3 C5 122.81(13) . . ?
C4 C3 C2 120.31(14) . . ?
C2 C3 C5 116.86(12) . . ?
O2 C5 C3 113.22(12) . . ?
O1 C5 O2 123.13(13) . . ?
O1 C5 C3 123.65(13) . . ?
C27 C28 H28 120.4 6_565 . ?
C27 C28 H28 120.4 . . ?
C27 C28 C27 119.18(18) . 6_565 ?
O3 C18 C19 112.28(12) . . ?
O4 C18 O3 123.54(13) . . ?
O4 C18 C19 124.19(14) . . ?
C3 C4 C3 119.27(18) . 6_565 ?
C3 C4 H4 120.4 . . ?
C3 C4 H4 120.4 6_565 . ?
C11 C12 C13 120.21(14) . . ?
C7 C12 C11 119.09(14) . . ?
C7 C12 C13 120.70(13) . . ?
C20 C19 C18 121.94(14) . . ?
C21 C19 C20 120.59(14) . . ?
C21 C19 C18 117.44(13) . . ?
C10 C11 C12 120.50(14) . . ?
C10 C11 C25 119.80(13) . . ?
C12 C11 C25 119.55(14) . . ?
C19 C21 H21 120.0 . . ?
C22 C21 C19 119.92(14) . . ?
C22 C21 H21 120.0 . . ?
C28 C27 C29 120.27(14) . . ?
C28 C27 C26 122.78(13) . . ?
C29 C27 C26 116.94(13) . . ?
C12 C7 C6 118.55(14) . . ?
C8 C7 C12 121.05(13) . . ?
C8 C7 C6 120.14(13) . . ?
C2 C1 H1 119.9 6_565 . ?
C2 C1 H1 119.9 . . ?
C2 C1 C2 120.23(19) 6_565 . ?
C29 C30 H30 119.9 . . ?
C29 C30 H30 119.9 6_565 . ?
C29 C30 C29 120.26(19) 6_565 . ?
C10 C9 C8 120.15(15) . . ?
C10 C9 C17 120.11(14) . . ?
C8 C9 C17 119.54(14) . . ?
C27 C29 H29 120.0 . . ?
C30 C29 C27 120.00(14) . . ?
C30 C29 H29 120.0 . . ?
O5 C25 C11 109.90(11) . . ?
O5 C25 H25A 109.7 . . ?
O5 C25 H25B 109.7 . . ?
C11 C25 H25A 109.7 . . ?
C11 C25 H25B 109.7 . . ?
H25A C25 H25B 108.2 . . ?
C7 C8 C9 119.24(14) . . ?
C7 C8 C15 120.94(14) . . ?
C9 C8 C15 119.79(15) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 C3 119.94(14) . . ?
C1 C2 H2 120.0 . . ?
C21 C22 C21 120.0(2) 6_565 . ?
C21 C22 H22 120.0 6_565 . ?
C21 C22 H22 120.0 . . ?
C12 C13 H13A 109.0 . . ?
C12 C13 H13B 109.0 . . ?
C12 C13 C14 112.78(13) . . ?
H13A C13 H13B 107.8 . . ?
C14 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
O5 C26 C27 113.50(12) . . ?
O6 C26 O5 123.01(14) . . ?
O6 C26 C27 123.48(14) . . ?
O2 C6 C7 110.31(11) . . ?
O2 C6 H6A 109.6 . . ?
O2 C6 H6B 109.6 . . ?
C7 C6 H6A 109.6 . . ?
C7 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
C10 C23 H23A 109.4 . . ?
C10 C23 H23B 109.4 . . ?
C10 C23 C24 111.12(12) . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C8 C15 H15A 109.3 . . ?
C8 C15 H15B 109.3 . . ?
C8 C15 C16 111.72(13) . . ?
H15A C15 H15B 107.9 . . ?
C16 C15 H15A 109.3 . . ?
C16 C15 H15B 109.3 . . ?
O3 C17 C9 109.07(12) . . ?
O3 C17 H17A 109.9 . . ?
O3 C17 H17B 109.9 . . ?
C9 C17 H17A 109.9 . . ?
C9 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Cl1 C33 H33A 109.3 . . ?
Cl1 C33 H33B 109.3 . . ?
Cl2 C33 Cl1 111.79(14) . . ?
Cl2 C33 H33A 109.3 . . ?
Cl2 C33 H33B 109.3 . . ?
H33A C33 H33B 107.9 . . ?
Cl6 C32 Cl5 112.40(14) . . ?
Cl6 C32 H32A 109.1 . . ?
Cl6 C32 H32B 109.1 . . ?
Cl5 C32 H32A 109.1 . . ?
Cl5 C32 H32B 109.1 . . ?
H32A C32 H32B 107.9 . . ?
Cl3 C31 H31A 109.2 . . ?
Cl3 C31 H31B 109.2 . . ?
Cl4 C31 Cl3 112.26(16) . . ?
Cl4 C31 H31A 109.2 . . ?
Cl4 C31 H31B 109.2 . . ?
H31A C31 H31B 107.9 . . ?
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
Cl3 C31 1.766(3) . ?
Cl6 C32 1.764(3) . ?
Cl5 C32 1.773(3) . ?
Cl1 C33 1.767(3) . ?
Cl2 C33 1.756(3) . ?
Cl4 C31 1.745(3) . ?
O5 C25 1.4637(17) . ?
O5 C26 1.3409(18) . ?
O2 C5 1.3474(17) . ?
O2 C6 1.4609(17) . ?
O3 C18 1.3457(19) . ?
O3 C17 1.4595(17) . ?
O4 C18 1.2078(18) . ?
O1 C5 1.2116(18) . ?
O6 C26 1.209(2) . ?
C20 H20 0.9500 . ?
C20 C19 1.3945(18) . ?
C20 C19 1.3945(18) 6_565 ?
C10 C11 1.401(2) . ?
C10 C9 1.406(2) . ?
C10 C23 1.521(2) . ?
C3 C5 1.485(2) . ?
C3 C4 1.3939(17) . ?
C3 C2 1.400(2) . ?
C28 H28 0.9500 . ?
C28 C27 1.3971(18) . ?
C28 C27 1.3972(18) 6_565 ?
C18 C19 1.492(2) . ?
C4 H4 0.9500 . ?
C12 C11 1.410(2) . ?
C12 C7 1.405(2) . ?
C12 C13 1.513(2) . ?
C19 C21 1.390(2) . ?
C11 C25 1.508(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.3894(19) . ?
C27 C29 1.398(2) . ?
C27 C26 1.487(2) . ?
C7 C8 1.400(2) . ?
C7 C6 1.511(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.3856(18) . ?
C1 C2 1.3856(18) 6_565 ?
C30 H30 0.9500 . ?
C30 C29 1.3856(19) 6_565 ?
C30 C29 1.3857(19) . ?
C9 C8 1.413(2) . ?
C9 C17 1.504(2) . ?
C29 H29 0.9500 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C8 C15 1.519(2) . ?
C2 H2 0.9500 . ?
C22 H22 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.533(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.536(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.540(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
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
O3 C18 C19 C20 20.0(2) . . . . ?
O3 C18 C19 C21 -162.02(12) . . . . ?
O4 C18 C19 C20 -159.75(16) . . . . ?
O4 C18 C19 C21 18.3(2) . . . . ?
C20 C19 C21 C22 0.6(2) . . . . ?
C10 C11 C25 O5 84.15(16) . . . . ?
C10 C9 C8 C7 -2.5(2) . . . . ?
C10 C9 C8 C15 175.56(13) . . . . ?
C10 C9 C17 O3 -112.37(15) . . . . ?
C5 O2 C6 C7 176.04(13) . . . . ?
C5 C3 C4 C3 -178.35(11) . . . 6_565 ?
C5 C3 C2 C1 178.50(16) . . . . ?
C28 C27 C29 C30 0.8(3) . . . . ?
C28 C27 C26 O5 12.3(2) . . . . ?
C28 C27 C26 O6 -168.77(19) . . . . ?
C18 O3 C17 C9 -161.97(12) . . . . ?
C18 C19 C21 C22 -177.45(15) . . . . ?
C4 C3 C5 O2 -0.4(2) . . . . ?
C4 C3 C5 O1 -179.59(16) . . . . ?
C4 C3 C2 C1 -0.3(3) . . . . ?
C12 C11 C25 O5 -100.33(15) . . . . ?
C12 C7 C8 C9 4.0(2) . . . . ?
C12 C7 C8 C15 -174.01(13) . . . . ?
C12 C7 C6 O2 96.26(15) . . . . ?
C19 C20 C19 C18 176.17(11) 6_565 . . . ?
C19 C20 C19 C21 -1.8(3) 6_565 . . . ?
C19 C21 C22 C21 0.6(3) . . . 6_565 ?
C11 C10 C9 C8 0.0(2) . . . . ?
C11 C10 C9 C17 -174.97(12) . . . . ?
C11 C10 C23 C24 91.74(17) . . . . ?
C11 C12 C7 C8 -2.9(2) . . . . ?
C11 C12 C7 C6 171.14(12) . . . . ?
C11 C12 C13 C14 -86.90(16) . . . . ?
C27 C28 C27 C29 -1.0(3) 6_565 . . . ?
C27 C28 C27 C26 179.73(12) 6_565 . . . ?
C7 C12 C11 C10 0.3(2) . . . . ?
C7 C12 C11 C25 -175.18(13) . . . . ?
C7 C12 C13 C14 92.01(16) . . . . ?
C7 C8 C15 C16 82.02(18) . . . . ?
C9 C10 C11 C12 1.1(2) . . . . ?
C9 C10 C11 C25 176.63(13) . . . . ?
C9 C10 C23 C24 -85.09(17) . . . . ?
C9 C8 C15 C16 -96.00(17) . . . . ?
C29 C27 C26 O5 -167.04(14) . . . . ?
C29 C27 C26 O6 11.9(3) . . . . ?
C29 C30 C29 C27 -0.6(3) 6_565 . . . ?
C25 O5 C26 O6 0.5(2) . . . . ?
C25 O5 C26 C27 179.43(13) . . . . ?
C8 C7 C6 O2 -89.61(16) . . . . ?
C8 C9 C17 O3 72.68(17) . . . . ?
C2 C3 C5 O2 -179.15(13) . . . . ?
C2 C3 C5 O1 1.7(2) . . . . ?
C2 C3 C4 C3 0.3(3) . . . 6_565 ?
C2 C1 C2 C3 0.2(3) 6_565 . . . ?
C13 C12 C11 C10 179.25(12) . . . . ?
C13 C12 C11 C25 3.75(19) . . . . ?
C13 C12 C7 C8 178.14(13) . . . . ?
C13 C12 C7 C6 -7.78(19) . . . . ?
C26 O5 C25 C11 -170.53(13) . . . . ?
C26 C27 C29 C30 -179.89(17) . . . . ?
C6 O2 C5 O1 0.2(2) . . . . ?
C6 O2 C5 C3 -179.02(12) . . . . ?
C6 C7 C8 C9 -169.96(12) . . . . ?
C6 C7 C8 C15 12.00(19) . . . . ?
C23 C10 C11 C12 -175.71(12) . . . . ?
C23 C10 C11 C25 -0.22(19) . . . . ?
C23 C10 C9 C8 176.77(13) . . . . ?
C23 C10 C9 C17 1.8(2) . . . . ?
C17 O3 C18 O4 -2.1(2) . . . . ?
C17 O3 C18 C19 178.18(12) . . . . ?
C17 C9 C8 C7 172.45(12) . . . . ?
C17 C9 C8 C15 -9.5(2) . . . . ?
