#------------------------------------------------------------------------------
#$Date: 2022-01-16 16:31:47 +0200 (Sun, 16 Jan 2022) $
#$Revision: 272069 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/56/4135640.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_4135640
loop_
_publ_author_name
'Petrov, Nino G.'
'Chartier, Patrick'
'Maris, Thierry'
'Wuest, James D.'
_publ_section_title
;
 Designing Tetraoxa[8]circulenes To Serve as Hosts and Sensors
;
_journal_issue                   1
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              556
_journal_page_last               572
_journal_paper_doi               10.1021/jacs.1c11728
_journal_volume                  144
_journal_year                    2021
_chemical_formula_moiety         'C112 H56 O4, 9(C H Cl3)'
_chemical_formula_sum            'C121 H65 Cl27 O4'
_chemical_formula_weight         2539.88
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_contact_author_name
;
;
_audit_creation_date             2019-07-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.354(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   18.667(2)
_cell_length_b                   19.234(2)
_cell_length_c                   16.2905(19)
_cell_measurement_reflns_used    3284
_cell_measurement_temperature    100
_cell_measurement_theta_max      67.348
_cell_measurement_theta_min      2.494
_cell_volume                     5551.4(11)
_computing_cell_refinement
'SAINT (2013) V8.38A; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173.'
_computing_data_collection
;
APEX 2 (2013) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction
'SAINT (2013) V8.38A; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173.'
_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    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.3
_diffrn_detector_type            'Bruker APEX2 CCD'
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker Smart APEX'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Quazar MX Mirror Optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0818
_diffrn_reflns_av_unetI/netI     0.0768
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            46843
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.029
_diffrn_reflns_theta_min         2.494
_diffrn_source                   'Microfocus Source'
_diffrn_source_target            Cu
_diffrn_source_type              'Incoatec I\mS High Brilliance Microsource'
_exptl_absorpt_coefficient_mu    6.507
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.5204
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1144 before and 0.0642 after correction. The Ratio of minimum to maximum transmission is 0.6908. 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    1.519
_exptl_crystal_description       plate
_exptl_crystal_F_000             2564
_exptl_crystal_recrystallization_method 'crystallized from CHCl3'
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.978
_refine_diff_density_min         -0.864
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     790
_refine_ls_number_reflns         10341
_refine_ls_number_restraints     128
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.1504
_refine_ls_R_factor_gt           0.0884
_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)+(0.1494P)²+4.2861P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2433
_refine_ls_wR_factor_ref         0.2903
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5650
_reflns_number_total             10341
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jw2177_8_9CHCl3.cif
_cod_data_source_block           jw2177
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the built-in table derived from the CIF
Core dictionary named 'cif_core.dic' version 2.4.5 last updated on
2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_cell_volume        5551.3(12)
_cod_database_code               4135640
_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   0.781
_shelx_estimated_absorpt_t_min   0.485
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C1B-Cl1B \\sim C1B-Cl2B \\sim C1B-Cl3B \\sim C1B-Cl1F \\sim C1B-Cl2F \\sim
C1B-Cl3F
 with sigma of 0.02
 C1E-Cl1E \\sim C1E-Cl2E \\sim C1E-Cl3E \\sim C1G-Cl1G \\sim C1G-Cl2G \\sim
C1G-Cl3G
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Cl1B \\sim Cl2B \\sim Cl2H \\sim Cl3B \\sim Cl3H \\sim Cl1F \\sim Cl1H \\sim
Cl2F \\sim Cl3F: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.02
C1E \\sim Cl1E \\sim Cl2E \\sim Cl3E \\sim C1G \\sim Cl1G \\sim Cl2G \\sim
Cl3G: within 2A with sigma of 0.002 and sigma for terminal atoms of 0.02
: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uiso(Cl3B) = Uiso(Cl1F)
4. Same fragment restrains
{C1E, Cl1E, Cl2E, Cl3E} sigma for 1-2: 0.001, 1-3: 0.04
as
{C1G, Cl1G, Cl2G, Cl3G}
5. Others
 Sof(Cl2F)=Sof(Cl3F)=1-FVAR(1)
 Sof(Cl1F)=Sof(Cl1H)=0.5*(1-FVAR(2))
 Sof(Cl2B)=Sof(Cl2H)=Sof(Cl3B)=Sof(Cl3H)=0.5*FVAR(2)
 Sof(Cl1B)=FVAR(1)
 Fixed Sof: Cl3C(0.5) Cl4C(0.5) Cl2D(0.5) Cl3D(0.5) Cl4D(0.5) Cl5D(0.5)
 C1E(0.25) H1E(0.25) Cl1E(0.25) Cl2E(0.25) Cl3E(0.25) C1G(0.25) H1G(0.25)
 Cl1G(0.25) Cl2G(0.25) Cl3G(0.25)
6.a Riding coordinates:
 C1B(H1B)
6.b Ternary CH refined with riding coordinates:
 C10(H10), C21(H21), C35(H35), C46(H46), C1A(H1A), C1C(H1C), C1D(H1D),
 C1E(H1E), C1G(H1G)
6.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C14(H14), C15(H15), C16(H16), C17(H17), C19(H19), C23(H23),
 C25(H25), C26(H26), C27(H27), C28(H28), C30(H30), C37(H37), C39(H39), C40(H40),
  C41(H41), C42(H42), C44(H44), C48(H48), C50(H50), C51(H51), C52(H52),
 C53(H53), C55(H55)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_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
O1 O 0.5184(2) 0.68587(18) 0.5957(3) 0.0481(10) Uani 1 1 d . . . . .
O2 O 0.6915(2) 0.44909(19) 0.6692(3) 0.0504(10) Uani 1 1 d . . . . .
C1 C 0.6577(3) 0.3384(3) 0.5887(4) 0.0504(14) Uani 1 1 d . . . . .
C2 C 0.6451(3) 0.4073(3) 0.6047(4) 0.0510(14) Uani 1 1 d . . . . .
C3 C 0.6546(3) 0.5136(3) 0.6588(5) 0.0501(14) Uani 1 1 d . . . . .
C4 C 0.5876(3) 0.5129(3) 0.5910(4) 0.0506(14) Uani 1 1 d . . . . .
C5 C 0.5432(3) 0.5721(3) 0.5721(4) 0.0480(14) Uani 1 1 d . . . . .
C6 C 0.4727(3) 0.5915(3) 0.5103(4) 0.0499(14) Uani 1 1 d . . . . .
C7 C 0.4192(3) 0.5568(3) 0.4438(4) 0.0470(13) Uani 1 1 d . . . . .
C8 C 0.4605(3) 0.6599(3) 0.5263(4) 0.0507(14) Uani 1 1 d . . . . .
C9 C 0.3984(3) 0.6967(3) 0.4765(5) 0.0525(15) Uani 1 1 d . . . . .
C10 C 0.3811(3) 0.7739(3) 0.4818(5) 0.0532(15) Uani 1 1 d . . . . .
H10 H 0.421168 0.799052 0.527683 0.064 Uiso 1 1 calc R . . . .
C11 C 0.3707(3) 0.8019(3) 0.3905(5) 0.0538(16) Uani 1 1 d . . . . .
C12 C 0.4082(3) 0.8553(3) 0.3686(5) 0.0554(16) Uani 1 1 d . . . . .
H12 H 0.447728 0.877768 0.411943 0.066 Uiso 1 1 calc R . . . .
C13 C 0.3893(4) 0.8780(3) 0.2818(5) 0.0557(16) Uani 1 1 d . . . . .
C14 C 0.4270(4) 0.9336(3) 0.2558(6) 0.0639(18) Uani 1 1 d . . . . .
H14 H 0.469003 0.954942 0.297067 0.077 Uiso 1 1 calc R . . . .
C15 C 0.4039(4) 0.9571(4) 0.1723(6) 0.070(2) Uani 1 1 d . . . . .
H15 H 0.429583 0.994474 0.155682 0.084 Uiso 1 1 calc R . . . .
C16 C 0.3427(4) 0.9259(4) 0.1119(6) 0.0679(19) Uani 1 1 d . . . . .
H16 H 0.325727 0.943823 0.054720 0.082 Uiso 1 1 calc R . . . .
C17 C 0.3063(4) 0.8703(3) 0.1321(5) 0.0612(17) Uani 1 1 d . . . . .
H17 H 0.265986 0.848671 0.088735 0.073 Uiso 1 1 calc R . . . .
C18 C 0.3287(4) 0.8450(3) 0.2179(5) 0.0557(16) Uani 1 1 d . . . . .
C19 C 0.2918(3) 0.7871(3) 0.2430(5) 0.0531(16) Uani 1 1 d . . . . .
H19 H 0.252904 0.763119 0.200555 0.064 Uiso 1 1 calc R . . . .
C20 C 0.3117(3) 0.7665(3) 0.3257(5) 0.0541(16) Uani 1 1 d . . . . .
C21 C 0.2763(3) 0.7077(3) 0.3617(5) 0.0526(15) Uani 1 1 d . . . . .
H21 H 0.236391 0.682052 0.316240 0.063 Uiso 1 1 calc R . . . .
C22 C 0.2471(3) 0.7416(3) 0.4295(5) 0.0527(15) Uani 1 1 d . . . . .
C23 C 0.1745(3) 0.7413(3) 0.4309(5) 0.0561(16) Uani 1 1 d . . . . .
H23 H 0.137187 0.715445 0.388751 0.067 Uiso 1 1 calc R . . . .
C24 C 0.1545(4) 0.7792(3) 0.4949(5) 0.0590(17) Uani 1 1 d . . . . .
C25 C 0.0790(4) 0.7797(3) 0.4982(5) 0.0617(17) Uani 1 1 d . . . . .
H25 H 0.041157 0.753596 0.457023 0.074 Uiso 1 1 calc R . . . .
C26 C 0.0607(4) 0.8167(4) 0.5593(6) 0.069(2) Uani 1 1 d . . . . .
H26 H 0.010439 0.815688 0.561469 0.083 Uiso 1 1 calc R . . . .
C27 C 0.1158(4) 0.8569(3) 0.6196(6) 0.0671(19) Uani 1 1 d . . . . .
H27 H 0.102542 0.882979 0.662223 0.081 Uiso 1 1 calc R . . . .
C28 C 0.1888(4) 0.8584(3) 0.6169(5) 0.0608(17) Uani 1 1 d . . . . .
H28 H 0.225482 0.886114 0.657376 0.073 Uiso 1 1 calc R . . . .
C29 C 0.2096(4) 0.8198(3) 0.5554(5) 0.0560(16) Uani 1 1 d . . . . .
C30 C 0.2850(4) 0.8179(3) 0.5535(5) 0.0531(15) Uani 1 1 d . . . . .
H30 H 0.323025 0.843539 0.595064 0.064 Uiso 1 1 calc R . . . .
C31 C 0.3033(3) 0.7800(3) 0.4930(5) 0.0532(15) Uani 1 1 d . . . . .
C32 C 0.5682(3) 0.6304(3) 0.6249(4) 0.0508(15) Uani 1 1 d . . . . .
C33 C 0.6330(3) 0.6309(3) 0.6937(4) 0.0503(14) Uani 1 1 d . . . . .
C34 C 0.6781(3) 0.5710(3) 0.7129(4) 0.0497(14) Uani 1 1 d . . . . .
C35 C 0.7463(3) 0.5767(3) 0.7940(4) 0.0519(15) Uani 1 1 d . . . . .
H35 H 0.778386 0.533973 0.805456 0.062 Uiso 1 1 calc R . . . .
C36 C 0.7136(3) 0.5933(3) 0.8663(5) 0.0517(15) Uani 1 1 d . . . . .
C37 C 0.7206(3) 0.5560(3) 0.9383(5) 0.0562(16) Uani 1 1 d . . . . .
H37 H 0.750600 0.515044 0.949093 0.067 Uiso 1 1 calc R . . . .
C38 C 0.6837(4) 0.5769(3) 0.9982(5) 0.0567(16) Uani 1 1 d . . . . .
C39 C 0.6894(4) 0.5392(4) 1.0746(5) 0.0679(19) Uani 1 1 d . . . . .
H39 H 0.719162 0.498084 1.086798 0.081 Uiso 1 1 calc R . . . .
C40 C 0.6536(5) 0.5602(4) 1.1309(6) 0.075(2) Uani 1 1 d . . . . .
H40 H 0.658251 0.533663 1.181497 0.090 Uiso 1 1 calc R . . . .
C41 C 0.6102(4) 0.6201(4) 1.1149(5) 0.0676(19) Uani 1 1 d . . . . .
H41 H 0.585574 0.634567 1.154921 0.081 Uiso 1 1 calc R . . . .
C42 C 0.6024(4) 0.6585(4) 1.0423(5) 0.0626(18) Uani 1 1 d . . . . .
H42 H 0.572312 0.699346 1.032072 0.075 Uiso 1 1 calc R . . . .
C43 C 0.6386(4) 0.6379(3) 0.9824(5) 0.0571(16) Uani 1 1 d . . . . .
C44 C 0.6312(3) 0.6754(3) 0.9049(5) 0.0566(16) Uani 1 1 d . . . . .
H44 H 0.600869 0.716118 0.892635 0.068 Uiso 1 1 calc R . . . .
C45 C 0.6667(3) 0.6540(3) 0.8477(4) 0.0500(14) Uani 1 1 d . . . . .
C46 C 0.6616(3) 0.6879(3) 0.7610(5) 0.0523(15) Uani 1 1 d . . . . .
H46 H 0.629001 0.730336 0.748685 0.063 Uiso 1 1 calc R . . . .
C47 C 0.7426(3) 0.7023(3) 0.7627(4) 0.0526(15) Uani 1 1 d . . . . .
C48 C 0.7694(4) 0.7637(3) 0.7438(4) 0.0574(16) Uani 1 1 d . . . . .
H48 H 0.737436 0.803297 0.730984 0.069 Uiso 1 1 calc R . . . .
C49 C 0.8444(4) 0.7690(3) 0.7430(5) 0.0591(16) Uani 1 1 d . . . . .
C50 C 0.8744(4) 0.8319(4) 0.7217(5) 0.071(2) Uani 1 1 d . . . . .
H50 H 0.843769 0.872417 0.709350 0.085 Uiso 1 1 calc R . . . .
C51 C 0.9461(5) 0.8349(4) 0.7188(6) 0.079(2) Uani 1 1 d . . . . .
H51 H 0.965070 0.877047 0.703362 0.095 Uiso 1 1 calc R . . . .
C52 C 0.9928(4) 0.7749(5) 0.7389(6) 0.079(2) Uani 1 1 d . . . . .
H52 H 1.043331 0.777499 0.737981 0.094 Uiso 1 1 calc R . . . .
C53 C 0.9657(4) 0.7129(4) 0.7597(5) 0.070(2) Uani 1 1 d . . . . .
H53 H 0.997219 0.672935 0.772312 0.084 Uiso 1 1 calc R . . . .
C54 C 0.8912(4) 0.7090(4) 0.7622(5) 0.0608(17) Uani 1 1 d . . . . .
C55 C 0.8617(3) 0.6453(3) 0.7815(4) 0.0552(15) Uani 1 1 d . . . . .
H55 H 0.892894 0.605184 0.795353 0.066 Uiso 1 1 calc R . . . .
C56 C 0.7887(3) 0.6418(3) 0.7802(4) 0.0540(15) Uani 1 1 d . . . . .
C1A C 0.4748(4) 0.8441(3) 0.7916(5) 0.0621(17) Uani 1 1 d . . . . .
H1A H 0.441755 0.832750 0.827564 0.074 Uiso 1 1 calc R . . . .
Cl1A Cl 0.43897(10) 0.91926(8) 0.72865(13) 0.0655(5) Uani 1 1 d . . . . .
Cl2A Cl 0.56688(13) 0.85943(9) 0.86021(15) 0.0860(7) Uani 1 1 d . . . . .
Cl3A Cl 0.47436(9) 0.77375(8) 0.72299(13) 0.0634(5) Uani 1 1 d . . . . .
C1B C 0.7757(6) 0.6895(5) 0.4597(7) 0.115(4) Uani 1 1 d D . . . .
H1B H 0.757753 0.734389 0.429264 0.138 Uiso 1 1 d R . . A 1
Cl1B Cl 0.7522(11) 0.6534(8) 0.5437(11) 0.150(6) Uani 0.321(5) 1 d D U P B 1
Cl2B Cl 0.8595(11) 0.7268(15) 0.5242(15) 0.1135(19) Uiso 0.160(3) 1 d D U P B 1
Cl2H Cl 0.8780(11) 0.6808(11) 0.5239(16) 0.1138(19) Uiso 0.160(3) 1 d . U P B 1
Cl3B Cl 0.8767(9) 0.7035(14) 0.4930(18) 0.1155(17) Uiso 0.160(3) 1 d D U P B 1
Cl3H Cl 0.8938(11) 0.6530(10) 0.4677(13) 0.1123(19) Uiso 0.160(3) 1 d . U P B 1
Cl1F Cl 0.8292(5) 0.7737(5) 0.4990(6) 0.1155(17) Uiso 0.340(3) 1 d D U P B 2
Cl1H Cl 0.8582(7) 0.7273(7) 0.4947(8) 0.1118(18) Uiso 0.340(3) 1 d . U P B 2
Cl2F Cl 0.7699(2) 0.60788(15) 0.4060(2) 0.0857(11) Uani 0.679(5) 1 d D U P B 2
Cl3F Cl 0.7339(4) 0.6761(3) 0.5433(4) 0.0964(16) Uani 0.679(5) 1 d D U P B 2
C1C C 0.8402(9) 0.4153(5) 0.2558(11) 0.151(6) Uani 1 1 d . . . . .
H1C H 0.787832 0.396607 0.230566 0.181 Uiso 1 1 calc R . . C 2
Cl1C Cl 0.88788(14) 0.35209(12) 0.3322(3) 0.1433(15) Uani 1 1 d . . . . .
Cl2C Cl 0.8294(2) 0.48912(13) 0.2977(2) 0.1315(12) Uani 1 1 d . . . . .
Cl3C Cl 0.8407(2) 0.3914(2) 0.1732(4) 0.0842(12) Uani 0.5 1 d . . P D 1
Cl4C Cl 0.8749(3) 0.4301(2) 0.1584(3) 0.0866(12) Uani 0.5 1 d . . P D 2
C1D C 0.9006(5) 0.4815(5) 0.5667(8) 0.100(3) Uani 1 1 d . . . . .
H1D H 0.880910 0.513733 0.516435 0.120 Uiso 1 1 calc R . . E 1
Cl1D Cl 0.82664(15) 0.45881(15) 0.6082(3) 0.1264(11) Uani 1 1 d . . . F 1
Cl2D Cl 0.9316(3) 0.5609(3) 0.6005(6) 0.122(2) Uani 0.5 1 d . . P F 2
Cl3D Cl 0.9671(4) 0.5280(5) 0.6570(7) 0.155(3) Uani 0.5 1 d . . P F 1
Cl4D Cl 0.9719(4) 0.4195(5) 0.5944(7) 0.140(4) Uani 0.5 1 d . . P F 2
Cl5D Cl 0.9391(7) 0.4167(4) 0.5385(7) 0.160(4) Uani 0.5 1 d . . P F 1
C1E C 1.0172(10) 0.5239(12) 0.9686(11) 0.070(4) Uani 0.25 1 d D U P G -1
H1E H 1.046351 0.568394 0.982660 0.085 Uiso 0.25 1 calc R . P G -1
Cl1E Cl 1.0072(16) 0.5042(14) 0.8619(12) 0.117(7) Uani 0.25 1 d D U P G -1
Cl2E Cl 1.0662(14) 0.4623(14) 1.0431(13) 0.090(6) Uani 0.25 1 d D U P G -1
Cl3E Cl 0.9291(10) 0.5393(14) 0.9794(13) 0.055(4) Uani 0.25 1 d D U P G -1
C1G C 0.9744(10) 0.4816(12) 1.0441(10) 0.070(4) Uani 0.25 1 d D U P H -2
H1G H 0.946096 0.436641 1.033181 0.084 Uiso 0.25 1 calc R . P H -2
Cl1G Cl 1.0534(10) 0.4713(14) 1.0112(15) 0.083(5) Uani 0.25 1 d D U P H -2
Cl2G Cl 0.9123(10) 0.5464(12) 0.9909(13) 0.078(5) Uani 0.25 1 d D U P H -2
Cl3G Cl 0.9994(9) 0.4984(8) 1.1541(9) 0.061(3) Uani 0.25 1 d D U P H -2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C8 O1 C32 105.4(4) . .
C2 O2 C3 104.8(4) . .
C2 C1 C9 118.0(6) . 3_666
C2 C1 C21 127.8(6) . 3_666
C9 C1 C21 114.0(5) 3_666 3_666
O2 C2 C7 111.3(5) . 3_666
C1 C2 O2 126.4(6) . .
C1 C2 C7 122.3(6) . 3_666
C4 C3 O2 111.9(5) . .
C4 C3 C34 122.5(5) . .
C34 C3 O2 125.4(6) . .
C3 C4 C5 119.8(6) . .
C3 C4 C7 105.5(5) . 3_666
C5 C4 C7 134.7(6) . 3_666
C4 C5 C6 136.3(6) . .
C4 C5 C32 117.5(6) . .
C32 C5 C6 106.1(5) . .
C7 C6 C5 134.2(5) . .
C8 C6 C5 106.6(5) . .
C8 C6 C7 119.2(6) . .
C2 C7 C4 106.5(5) 3_666 3_666
C6 C7 C2 118.8(5) . 3_666
C6 C7 C4 134.8(6) . 3_666
C6 C8 O1 111.5(5) . .
C6 C8 C9 122.4(6) . .
C9 C8 O1 126.0(5) . .
C1 C9 C10 112.8(5) 3_666 .
C8 C9 C1 119.0(5) . 3_666
C8 C9 C10 128.1(6) . .
C9 C10 H10 113.0 . .
C9 C10 C11 104.5(5) . .
C11 C10 H10 113.0 . .
C31 C10 C9 107.9(5) . .
C31 C10 H10 113.0 . .
C31 C10 C11 104.7(5) . .
C12 C11 C10 127.2(6) . .
C12 C11 C20 120.4(7) . .
C20 C11 C10 112.3(5) . .
C11 C12 H12 119.6 . .
C11 C12 C13 120.8(6) . .
C13 C12 H12 119.6 . .
C12 C13 C14 122.7(7) . .
C12 C13 C18 119.0(6) . .
C14 C13 C18 118.3(7) . .
C13 C14 H14 119.5 . .
C15 C14 C13 121.0(7) . .
C15 C14 H14 119.5 . .
C14 C15 H15 120.2 . .
C14 C15 C16 119.6(7) . .
C16 C15 H15 120.2 . .
C15 C16 H16 118.9 . .
C17 C16 C15 122.1(8) . .
C17 C16 H16 118.9 . .
C16 C17 H17 120.2 . .
C16 C17 C18 119.6(7) . .
C18 C17 H17 120.2 . .
C13 C18 C19 118.7(7) . .
C17 C18 C13 119.4(6) . .
C17 C18 C19 121.9(7) . .
C18 C19 H19 119.7 . .
C20 C19 C18 120.6(7) . .
C20 C19 H19 119.7 . .
C11 C20 C21 113.3(6) . .
C19 C20 C11 120.4(6) . .
C19 C20 C21 126.3(6) . .
C1 C21 H21 113.2 3_666 .
C20 C21 C1 105.1(5) . 3_666
C20 C21 H21 113.2 . .
C20 C21 C22 105.1(5) . .
C22 C21 C1 106.2(5) . 3_666
C22 C21 H21 113.2 . .
C23 C22 C21 126.6(6) . .
C23 C22 C31 119.9(6) . .
C31 C22 C21 113.4(5) . .
C22 C23 H23 119.8 . .
C22 C23 C24 120.3(6) . .
C24 C23 H23 119.8 . .
C23 C24 C25 121.6(7) . .
C29 C24 C23 119.6(6) . .
C29 C24 C25 118.8(7) . .
C24 C25 H25 119.6 . .
C26 C25 C24 120.8(7) . .
C26 C25 H25 119.6 . .
C25 C26 H26 119.9 . .
C25 C26 C27 120.3(7) . .
C27 C26 H26 119.9 . .
C26 C27 H27 119.9 . .
C28 C27 C26 120.1(7) . .
C28 C27 H27 119.9 . .
C27 C28 H28 119.6 . .
C27 C28 C29 120.8(7) . .
C29 C28 H28 119.6 . .
C24 C29 C30 118.8(6) . .
C28 C29 C24 119.1(6) . .
C28 C29 C30 122.1(7) . .
C29 C30 H30 119.7 . .
C31 C30 C29 120.6(6) . .
C31 C30 H30 119.7 . .
C22 C31 C10 112.7(6) . .
C30 C31 C10 126.6(6) . .
C30 C31 C22 120.7(6) . .
O1 C32 C5 110.2(5) . .
C33 C32 O1 126.6(5) . .
C33 C32 C5 123.2(5) . .
C32 C33 C34 119.4(6) . .
C32 C33 C46 127.9(5) . .
C34 C33 C46 112.4(6) . .
C3 C34 C33 117.5(6) . .
C3 C34 C35 128.0(5) . .
C33 C34 C35 114.4(5) . .
C34 C35 H35 113.0 . .
C34 C35 C56 105.1(5) . .
C36 C35 C34 104.9(5) . .
C36 C35 H35 113.0 . .
C36 C35 C56 107.1(5) . .
C56 C35 H35 113.0 . .
C37 C36 C35 127.6(6) . .
C37 C36 C45 120.3(6) . .
C45 C36 C35 111.9(6) . .
C36 C37 H37 119.6 . .
C36 C37 C38 120.9(6) . .
C38 C37 H37 119.6 . .
C37 C38 C43 119.9(6) . .
C39 C38 C37 122.7(6) . .
C39 C38 C43 117.4(6) . .
C38 C39 H39 119.2 . .
C40 C39 C38 121.7(7) . .
C40 C39 H39 119.2 . .
C39 C40 H40 119.8 . .
C39 C40 C41 120.3(8) . .
C41 C40 H40 119.8 . .
C40 C41 H41 119.7 . .
C42 C41 C40 120.7(7) . .
C42 C41 H41 119.7 . .
C41 C42 H42 119.8 . .
C41 C42 C43 120.5(7) . .
C43 C42 H42 119.8 . .
C38 C43 C44 117.8(6) . .
C42 C43 C38 119.5(7) . .
C42 C43 C44 122.7(6) . .
C43 C44 H44 119.3 . .
C45 C44 C43 121.4(6) . .
C45 C44 H44 119.3 . .
C36 C45 C46 113.5(6) . .
C44 C45 C36 119.7(6) . .
C44 C45 C46 126.7(5) . .
C33 C46 C45 105.3(5) . .
C33 C46 H46 113.0 . .
C33 C46 C47 105.2(5) . .
C45 C46 H46 113.0 . .
C45 C46 C47 106.6(5) . .
C47 C46 H46 113.0 . .
C48 C47 C46 126.0(6) . .
C48 C47 C56 121.0(6) . .
C56 C47 C46 112.8(5) . .
C47 C48 H48 119.9 . .
C47 C48 C49 120.3(6) . .
C49 C48 H48 119.9 . .
C48 C49 C50 122.2(7) . .
C48 C49 C54 119.0(6) . .
C54 C49 C50 118.8(6) . .
C49 C50 H50 119.5 . .
C51 C50 C49 120.9(7) . .
C51 C50 H50 119.5 . .
C50 C51 H51 120.1 . .
C50 C51 C52 119.9(7) . .
C52 C51 H51 120.1 . .
C51 C52 H52 119.6 . .
C53 C52 C51 120.9(7) . .
C53 C52 H52 119.6 . .
C52 C53 H53 120.2 . .
C52 C53 C54 119.7(7) . .
C54 C53 H53 120.2 . .
C49 C54 C55 119.6(6) . .
C53 C54 C49 119.8(7) . .
C53 C54 C55 120.6(7) . .
C54 C55 H55 120.1 . .
C56 C55 C54 119.8(6) . .
C56 C55 H55 120.1 . .
C47 C56 C35 112.9(5) . .
C55 C56 C35 126.9(6) . .
C55 C56 C47 120.2(6) . .
Cl1A C1A H1A 109.0 . .
Cl2A C1A H1A 109.0 . .
Cl2A C1A Cl1A 110.2(4) . .
Cl3A C1A H1A 109.0 . .
Cl3A C1A Cl1A 109.5(4) . .
Cl3A C1A Cl2A 110.1(4) . .
Cl1B C1B H1B 128.1 . .
Cl1B C1B Cl2B 95.4(12) . .
Cl1B C1B Cl2H 89.5(11) . .
Cl1B C1B Cl3B 109.0(13) . .
Cl2B C1B H1B 92.3 . .
Cl2H C1B H1B 118.5 . .
Cl3B C1B H1B 100.0 . .
Cl1H C1B Cl2F 117.8(7) . .
Cl1H C1B Cl3F 112.8(8) . .
Cl2F C1B Cl1F 149.0(6) . .
Cl2F C1B Cl3F 105.9(5) . .
Cl3F C1B Cl1F 100.0(6) . .
C1B Cl2B Cl3H 77.1(11) . .
Cl2H Cl2B C1B 82.7(19) . .
Cl3B Cl2B C1B 81.6(14) . .
Cl2B Cl2H C1B 67.1(16) . .
Cl2B Cl2H Cl3H 127(3) . .
Cl3B Cl2H C1B 74(2) . .
Cl3B Cl2H Cl3H 70(4) . .
Cl3H Cl2H C1B 93.9(17) . .
Cl2B Cl3B C1B 72.0(13) . .
Cl2B Cl3B Cl3H 155(4) . .
Cl2H Cl3B C1B 85(3) . .
Cl2H Cl3B Cl2B 79(4) . .
Cl2H Cl3B Cl3H 76(4) . .
Cl3H Cl3B C1B 98.5(17) . .
Cl1F Cl1H C1B 87.3(10) . .
Cl1C C1C H1C 104.7 . .
Cl1C C1C Cl4C 117.3(7) . .
Cl2C C1C H1C 104.7 . .
Cl2C C1C Cl1C 114.2(10) . .
Cl2C C1C Cl4C 109.8(6) . .
Cl3C C1C Cl1C 107.0(7) . .
Cl3C C1C Cl2C 136.1(9) . .
Cl4C C1C H1C 104.7 . .
Cl1D C1D H1D 109.6 . .
Cl1D C1D Cl3D 103.1(7) . .
Cl2D C1D Cl4D 112.7(7) . .
Cl3D C1D H1D 109.6 . .
Cl5D C1D H1D 109.6 . .
Cl5D C1D Cl1D 113.5(6) . .
Cl5D C1D Cl3D 111.3(8) . .
Cl1E C1E H1E 107.2 . .
Cl1E C1E Cl2E 114.7(14) . .
Cl1E C1E Cl3E 109.4(12) . .
Cl2E C1E H1E 107.2 . .
Cl3E C1E H1E 107.2 . .
Cl3E C1E Cl2E 110.7(13) . .
Cl1G C1G H1G 107.4 . .
Cl1G C1G Cl2G 115.3(12) . .
Cl1G C1G Cl3G 111.2(11) . .
Cl2G C1G H1G 107.4 . .
Cl3G C1G H1G 107.4 . .
Cl3G C1G Cl2G 107.7(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C8 1.389(7) .
O1 C32 1.396(7) .
O2 C2 1.388(7) .
O2 C3 1.402(6) .
C1 C2 1.385(8) .
C1 C9 1.407(9) 3_666
C1 C21 1.525(8) 3_666
C2 C7 1.395(8) 3_666
C3 C4 1.384(9) .
C3 C34 1.395(9) .
C4 C5 1.386(8) .
C4 C7 1.444(8) 3_666
C5 C6 1.433(8) .
C5 C32 1.400(8) .
C6 C7 1.392(9) .
C6 C8 1.373(8) .
C8 C9 1.382(8) .
C9 C10 1.529(8) .
C10 H10 1.0000 .
C10 C11 1.536(10) .
C10 C31 1.524(8) .
C11 C12 1.353(9) .
C11 C20 1.434(9) .
C12 H12 0.9500 .
C12 C13 1.414(10) .
C13 C14 1.416(9) .
C13 C18 1.422(10) .
C14 H14 0.9500 .
C14 C15 1.369(11) .
C15 H15 0.9500 .
C15 C16 1.387(11) .
C16 H16 0.9500 .
C16 C17 1.361(9) .
C17 H17 0.9500 .
C17 C18 1.414(10) .
C18 C19 1.435(9) .
C19 H19 0.9500 .
C19 C20 1.340(10) .
C20 C21 1.518(9) .
C21 H21 1.0000 .
C21 C22 1.523(9) .
C22 C23 1.362(9) .
C22 C31 1.426(9) .
C23 H23 0.9500 .
C23 C24 1.417(10) .
C24 C25 1.426(9) .
C24 C29 1.414(10) .
C25 H25 0.9500 .
C25 C26 1.352(10) .
C26 H26 0.9500 .
C26 C27 1.408(11) .
C27 H27 0.9500 .
C27 C28 1.379(10) .
C28 H28 0.9500 .
C28 C29 1.398(10) .
C29 C30 1.417(9) .
C30 H30 0.9500 .
C30 C31 1.354(9) .
C32 C33 1.366(9) .
C33 C34 1.402(8) .
C33 C46 1.523(9) .
C34 C35 1.522(9) .
C35 H35 1.0000 .
C35 C36 1.521(9) .
C35 C56 1.535(9) .
C36 C37 1.345(10) .
C36 C45 1.433(8) .
C37 H37 0.9500 .
C37 C38 1.418(10) .
C38 C39 1.416(10) .
C38 C43 1.420(9) .
C39 H39 0.9500 .
C39 C40 1.355(11) .
C40 H40 0.9500 .
C40 C41 1.386(11) .
C41 H41 0.9500 .
C41 C42 1.362(11) .
C42 H42 0.9500 .
C42 C43 1.408(10) .
C43 C44 1.422(10) .
C44 H44 0.9500 .
C44 C45 1.366(9) .
C45 C46 1.530(9) .
C46 H46 1.0000 .
C46 C47 1.530(8) .
C47 C48 1.355(9) .
C47 C56 1.422(8) .
C48 H48 0.9500 .
C48 C49 1.407(9) .
C49 C50 1.422(9) .
C49 C54 1.420(10) .
C50 H50 0.9500 .
C50 C51 1.354(10) .
C51 H51 0.9500 .
C51 C52 1.422(12) .
C52 H52 0.9500 .
C52 C53 1.378(11) .
C53 H53 0.9500 .
C53 C54 1.405(9) .
C54 C55 1.420(9) .
C55 H55 0.9500 .
C55 C56 1.356(9) .
C1A H1A 1.0000 .
C1A Cl1A 1.777(7) .
C1A Cl2A 1.755(8) .
C1A Cl3A 1.753(7) .
C1B H1B 1.0000 .
C1B Cl1B 1.710(14) .
C1B Cl2B 1.741(15) .
C1B Cl2H 1.87(2) .
C1B Cl3B 1.810(15) .
C1B Cl1F 1.905(10) .
C1B Cl1H 1.635(16) .
C1B Cl2F 1.783(8) .
C1B Cl3F 1.788(10) .
Cl2B Cl2H 0.95(3) .
Cl2B Cl3B 0.81(3) .
Cl2B Cl3H 1.91(3) .
Cl2H Cl3B 0.66(3) .
Cl2H Cl3H 1.17(3) .
Cl3B Cl3H 1.14(3) .
Cl1F Cl1H 1.058(16) .
C1C H1C 1.0000 .
C1C Cl1C 1.766(13) .
C1C Cl2C 1.616(13) .
C1C Cl3C 1.424(16) .
C1C Cl4C 1.915(16) .
C1D H1D 1.0000 .
C1D Cl1D 1.772(10) .
C1D Cl2D 1.665(11) .
C1D Cl3D 1.832(13) .
C1D Cl4D 1.738(12) .
C1D Cl5D 1.577(13) .
C1E H1E 1.0000 .
C1E Cl1E 1.731(11) .
C1E Cl2E 1.736(11) .
C1E Cl3E 1.734(10) .
C1G H1G 1.0000 .
C1G Cl1G 1.731(11) .
C1G Cl2G 1.736(11) .
C1G Cl3G 1.734(10) .

_cod_database_fobs_code 4135640
