#------------------------------------------------------------------------------
#$Date: 2019-05-04 04:58:03 +0300 (Sat, 04 May 2019) $
#$Revision: 214933 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/27/7232718.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_7232718
loop_
_publ_author_name
'Al-Azemi, Talal F.'
'Vinodh, Mickey'
'Alipour, Fatemeh H.'
'Mohamod, Abdirahman A.'
_publ_section_title
;
 Constitutional isomers of brominated-functionalized copillar[5]arenes:
 synthesis, characterization, and crystal structures
;
_journal_issue                   24
_journal_name_full               'RSC Advances'
_journal_page_first              13814
_journal_paper_doi               10.1039/C9RA02313E
_journal_volume                  9
_journal_year                    2019
_chemical_formula_sum            'C54 H65 Br4 Cl2 O10'
_chemical_formula_weight         1264.60
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2018-11-22 deposited with the CCDC.    2019-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                91.125(6)
_cell_angle_beta                 94.226(7)
_cell_angle_gamma                112.641(8)
_cell_formula_units_Z            2
_cell_length_a                   12.3273(7)
_cell_length_b                   12.4719(8)
_cell_length_c                   19.4537(14)
_cell_measurement_reflns_used    10818
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.3
_cell_measurement_theta_min      3.2
_cell_volume                     2749.2(3)
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0544
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            22394
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.339
_diffrn_reflns_theta_min         3.154
_exptl_absorpt_coefficient_mu    3.080
_exptl_absorpt_correction_T_max  0.84
_exptl_absorpt_correction_T_min  0.58
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_description       Block
_exptl_crystal_F_000             1286
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.060
_refine_diff_density_max         1.897
_refine_diff_density_min         -1.994
_refine_diff_density_rms         0.162
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     642
_refine_ls_number_reflns         11119
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.1036
_refine_ls_R_factor_gt           0.0764
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1811P)²+1.3085P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2379
_refine_ls_wR_factor_ref         0.2782
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7705
_reflns_number_total             11119
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ra02313e2.cif
_cod_data_source_block           3b
_cod_database_code               7232718
_shelx_shelxl_version_number     2017/1
_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_min   0.578
_shelx_estimated_absorpt_t_max   0.837
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
C49 C 0.3701(9) 0.8334(8) -0.0688(5) 0.080(3) Uani 1 1 d D . . . .
H49A H 0.332819 0.776503 -0.108285 0.095 Uiso 0.9165(18) 1 calc R U P A 1
H49B H 0.439052 0.818991 -0.048497 0.095 Uiso 0.9165(18) 1 calc R U P A 1
H49C H 0.392801 0.765704 -0.063769 0.095 Uiso 0.0835(18) 1 calc R U P A 2
H49D H 0.439846 0.901016 -0.048904 0.095 Uiso 0.0835(18) 1 calc R U P A 2
Br4A Br 0.42254(9) 0.98867(9) -0.10113(6) 0.0798(4) Uani 0.9165(18) 1 d D . P A
1
Br4B Br 0.3721(10) 0.8542(10) -0.1598(6) 0.0798(4) Uani 0.0835(18) 1 d D . P A
2
Br1 Br -0.09809(7) 0.17566(7) 0.18378(5) 0.0664(3) Uani 1 1 d . . . . .
Br2 Br 0.79164(6) 0.91404(5) -0.00568(3) 0.0486(2) Uani 1 1 d . . . . .
Br3 Br -0.10055(7) 0.35614(7) 0.36985(4) 0.0596(3) Uani 1 1 d . . . . .
Cl1 Cl 0.23844(16) 0.48096(18) 0.29987(10) 0.0623(5) Uani 1 1 d . . . . .
Cl2 Cl 0.4319(2) 0.7980(2) 0.20453(15) 0.0861(7) Uani 1 1 d . . . . .
O1 O 0.0529(3) 0.7609(4) 0.4246(2) 0.0405(9) Uani 1 1 d . . . . .
O2 O 0.2169(4) 0.9615(4) 0.18037(19) 0.0417(10) Uani 1 1 d . . . . .
O3 O 0.3973(3) 0.6000(3) 0.47649(19) 0.0333(8) Uani 1 1 d . . . . .
O4 O 0.5078(3) 1.0475(3) 0.3904(2) 0.0355(8) Uani 1 1 d . . . . .
O5 O 0.4876(4) 0.3425(3) 0.30338(17) 0.0367(9) Uani 1 1 d . . . . .
O6 O 0.7366(3) 0.8200(3) 0.32664(18) 0.0341(8) Uani 1 1 d . . . . .
O7 O 0.1541(3) 0.2925(3) 0.11899(19) 0.0361(9) Uani 1 1 d . . . . .
O8 O 0.6037(3) 0.6185(3) 0.08936(17) 0.0336(8) Uani 1 1 d . . . . .
O9 O -0.0861(3) 0.5305(4) 0.1908(2) 0.0401(9) Uani 1 1 d . . . . .
O10 O 0.2459(4) 0.6998(4) 0.0008(2) 0.0419(9) Uani 1 1 d . . . . .
C1 C 0.0660(5) 0.8223(5) 0.2386(3) 0.0332(12) Uani 1 1 d . . . . .
C2 C 0.0230(5) 0.7728(5) 0.2994(3) 0.0332(12) Uani 1 1 d . . . . .
H2 H -0.053871 0.713360 0.297784 0.040 Uiso 1 1 calc R U . . .
C3 C 0.0897(5) 0.8083(5) 0.3624(3) 0.0337(12) Uani 1 1 d . . . . .
C4 C 0.2031(4) 0.8971(4) 0.3652(3) 0.0271(10) Uani 1 1 d . . . . .
C5 C 0.2469(5) 0.9486(5) 0.3046(3) 0.0319(11) Uani 1 1 d . . . . .
H5 H 0.323395 1.008568 0.305966 0.038 Uiso 1 1 calc R U . . .
C6 C 0.1777(5) 0.9115(5) 0.2419(3) 0.0290(11) Uani 1 1 d . . . . .
C7 C 0.2817(5) 0.9340(5) 0.4326(3) 0.0315(11) Uani 1 1 d . . . . .
H7A H 0.322732 1.019770 0.436266 0.038 Uiso 1 1 calc R U . . .
H7B H 0.232858 0.909915 0.472011 0.038 Uiso 1 1 calc R U . . .
C8 C 0.3720(4) 0.8786(4) 0.4353(2) 0.0251(10) Uani 1 1 d . . . . .
C9 C 0.3412(5) 0.7643(5) 0.4562(2) 0.0271(10) Uani 1 1 d . . . . .
H9 H 0.264045 0.721877 0.469230 0.033 Uiso 1 1 calc R U . . .
C10 C 0.4238(5) 0.7128(4) 0.4580(2) 0.0269(10) Uani 1 1 d . . . . .
C11 C 0.5372(4) 0.7726(4) 0.4392(2) 0.0256(10) Uani 1 1 d . . . . .
C12 C 0.5677(4) 0.8864(4) 0.4179(2) 0.0254(10) Uani 1 1 d . . . . .
H12 H 0.645629 0.929224 0.406141 0.030 Uiso 1 1 calc R U . . .
C13 C 0.4849(5) 0.9376(4) 0.4137(2) 0.0275(10) Uani 1 1 d . . . . .
C14 C 0.6273(4) 0.7176(4) 0.4418(2) 0.0270(10) Uani 1 1 d . . . . .
H14A H 0.615114 0.666850 0.481453 0.032 Uiso 1 1 calc R U . . .
H14B H 0.707271 0.779735 0.449817 0.032 Uiso 1 1 calc R U . . .
C15 C 0.6211(4) 0.6463(4) 0.3766(2) 0.0248(10) Uani 1 1 d . . . . .
C16 C 0.5603(4) 0.5270(4) 0.3716(2) 0.0259(10) Uani 1 1 d . . . . .
H16 H 0.525026 0.488946 0.410904 0.031 Uiso 1 1 calc R U . . .
C17 C 0.5488(4) 0.4607(4) 0.3110(2) 0.0258(10) Uani 1 1 d . . . . .
C18 C 0.6030(4) 0.5166(4) 0.2527(2) 0.0254(10) Uani 1 1 d . . . . .
C19 C 0.6661(4) 0.6359(5) 0.2580(2) 0.0266(10) Uani 1 1 d . . . . .
H19 H 0.703586 0.673876 0.219230 0.032 Uiso 1 1 calc R U . . .
C20 C 0.6759(4) 0.7017(4) 0.3186(2) 0.0274(10) Uani 1 1 d . . . . .
C21 C 0.5855(5) 0.4480(5) 0.1844(2) 0.0297(11) Uani 1 1 d . . . . .
H21A H 0.573116 0.366350 0.193154 0.036 Uiso 1 1 calc R U . . .
H21B H 0.656988 0.481814 0.159190 0.036 Uiso 1 1 calc R U . . .
C22 C 0.4790(4) 0.4511(4) 0.1406(2) 0.0264(10) Uani 1 1 d . . . . .
C23 C 0.3672(5) 0.3689(5) 0.1490(2) 0.0302(11) Uani 1 1 d . . . . .
H23 H 0.359011 0.309414 0.180445 0.036 Uiso 1 1 calc R U . . .
C24 C 0.2667(5) 0.3716(5) 0.1125(2) 0.0296(11) Uani 1 1 d . . . . .
C25 C 0.2783(5) 0.4583(5) 0.0647(2) 0.0299(11) Uani 1 1 d . . . . .
C26 C 0.3910(5) 0.5401(4) 0.0560(2) 0.0285(11) Uani 1 1 d . . . . .
H26 H 0.400364 0.598413 0.023621 0.034 Uiso 1 1 calc R U . . .
C27 C 0.4905(4) 0.5374(5) 0.0944(2) 0.0277(10) Uani 1 1 d . . . . .
C28 C 0.1693(5) 0.4619(5) 0.0246(3) 0.0310(11) Uani 1 1 d . . . . .
H28A H 0.107117 0.382445 0.019118 0.037 Uiso 1 1 calc R U . . .
H28B H 0.189051 0.489512 -0.021991 0.037 Uiso 1 1 calc R U . . .
C29 C 0.1223(5) 0.5424(5) 0.0614(3) 0.0323(12) Uani 1 1 d . . . . .
C30 C 0.0404(5) 0.5018(5) 0.1087(3) 0.0340(12) Uani 1 1 d . . . . .
H30 H 0.011231 0.421513 0.117888 0.041 Uiso 1 1 calc R U . . .
C31 C -0.0014(5) 0.5755(5) 0.1439(3) 0.0335(12) Uani 1 1 d . . . . .
C32 C 0.0375(5) 0.6919(5) 0.1313(3) 0.0321(12) Uani 1 1 d . . . . .
C33 C 0.1198(5) 0.7345(5) 0.0823(3) 0.0365(13) Uani 1 1 d . . . . .
H33 H 0.146687 0.814221 0.071950 0.044 Uiso 1 1 calc R U . . .
C34 C 0.1623(5) 0.6609(5) 0.0488(3) 0.0346(12) Uani 1 1 d . . . . .
C35 C -0.0055(5) 0.7743(5) 0.1695(3) 0.0374(13) Uani 1 1 d . . . . .
H35A H -0.000056 0.839905 0.140163 0.045 Uiso 1 1 calc R U . . .
H35B H -0.089493 0.732300 0.177507 0.045 Uiso 1 1 calc R U . . .
C36 C -0.0604(6) 0.6788(7) 0.4266(3) 0.0582(19) Uani 1 1 d . . . . .
H36A H -0.069295 0.608487 0.399437 0.070 Uiso 1 1 calc R U . . .
H36B H -0.117140 0.710177 0.407256 0.070 Uiso 1 1 calc R U . . .
H36C H -0.075218 0.659619 0.474531 0.070 Uiso 1 1 calc R U . . .
C37 C 0.3358(6) 1.0419(6) 0.1833(3) 0.0497(16) Uani 1 1 d . . . . .
H37A H 0.388011 1.004351 0.201187 0.060 Uiso 1 1 calc R U . . .
H37B H 0.346193 1.109216 0.213748 0.060 Uiso 1 1 calc R U . . .
H37C H 0.355268 1.067541 0.136822 0.060 Uiso 1 1 calc R U . . .
C38 C 0.2786(5) 0.5347(5) 0.4904(3) 0.0429(14) Uani 1 1 d . . . . .
H38A H 0.267869 0.453707 0.497161 0.052 Uiso 1 1 calc R U . . .
H38B H 0.224892 0.537599 0.451419 0.052 Uiso 1 1 calc R U . . .
H38C H 0.261265 0.567896 0.532289 0.052 Uiso 1 1 calc R U . . .
C39 C 0.6189(6) 1.1069(6) 0.3647(4) 0.0522(17) Uani 1 1 d . . . . .
H39A H 0.628699 1.060099 0.326486 0.063 Uiso 1 1 calc R U . . .
H39B H 0.681751 1.119758 0.401649 0.063 Uiso 1 1 calc R U . . .
H39C H 0.622918 1.182049 0.348303 0.063 Uiso 1 1 calc R U . . .
C40 C 0.4224(7) 0.2881(5) 0.3598(3) 0.0477(16) Uani 1 1 d . . . . .
H40A H 0.375004 0.331092 0.373587 0.057 Uiso 1 1 calc R U . . .
H40B H 0.477354 0.288112 0.398891 0.057 Uiso 1 1 calc R U . . .
H40C H 0.370314 0.207743 0.345567 0.057 Uiso 1 1 calc R U . . .
C41 C 0.7718(5) 0.8829(5) 0.2662(3) 0.0397(13) Uani 1 1 d . . . . .
H41A H 0.831714 0.861418 0.246166 0.048 Uiso 1 1 calc R U . . .
H41B H 0.804686 0.966615 0.278419 0.048 Uiso 1 1 calc R U . . .
H41C H 0.703150 0.863989 0.232457 0.048 Uiso 1 1 calc R U . . .
C42 C 0.1411(6) 0.2028(5) 0.1669(3) 0.0418(13) Uani 1 1 d . . . . .
H42A H 0.158869 0.236839 0.214839 0.050 Uiso 1 1 calc R U . . .
H42B H 0.196446 0.164818 0.158494 0.050 Uiso 1 1 calc R U . . .
C43 C 0.0146(6) 0.1143(6) 0.1566(4) 0.0504(16) Uani 1 1 d . . . . .
H43A H 0.007556 0.046100 0.183900 0.061 Uiso 1 1 calc R U . . .
H43B H -0.004299 0.087396 0.107372 0.061 Uiso 1 1 calc R U . . .
C44 C 0.6190(5) 0.7102(5) 0.0446(3) 0.0318(11) Uani 1 1 d . . . . .
H44A H 0.571830 0.755285 0.057010 0.038 Uiso 1 1 calc R U . . .
H44B H 0.595912 0.680051 -0.003972 0.038 Uiso 1 1 calc R U . . .
C45 C 0.7492(5) 0.7837(5) 0.0555(3) 0.0368(12) Uani 1 1 d . . . . .
H45A H 0.794536 0.735339 0.046104 0.044 Uiso 1 1 calc R U . . .
H45B H 0.769899 0.814040 0.104192 0.044 Uiso 1 1 calc R U . . .
C46 C -0.0457(6) 0.4824(6) 0.2501(3) 0.0426(14) Uani 1 1 d . . . . .
H46A H 0.012633 0.545615 0.280973 0.051 Uiso 1 1 calc R U . . .
H46B H -0.007786 0.429984 0.234915 0.051 Uiso 1 1 calc R U . . .
C47 C -0.1528(6) 0.4153(7) 0.2878(3) 0.0505(16) Uani 1 1 d . . . . .
H47A H -0.209409 0.349966 0.257554 0.061 Uiso 1 1 calc R U . . .
H47B H -0.192853 0.466935 0.300916 0.061 Uiso 1 1 calc R U . . .
C48 C 0.2836(7) 0.8159(7) -0.0158(4) 0.0545(17) Uani 1 1 d . . . . .
H48A H 0.321589 0.867701 0.025726 0.065 Uiso 1 1 calc R U . . .
H48B H 0.215857 0.833638 -0.034601 0.065 Uiso 1 1 calc R U . . .
C50 C 0.3475(8) 0.5955(9) 0.2604(6) 0.086(3) Uani 1 1 d . . . . .
H50A H 0.422198 0.622708 0.290625 0.104 Uiso 1 1 calc R U . . .
H50B H 0.361940 0.565136 0.216091 0.104 Uiso 1 1 calc R U . . .
C51 C 0.3156(11) 0.6884(11) 0.2483(9) 0.127(5) Uani 1 1 d . . . . .
H51A H 0.305119 0.722343 0.292488 0.152 Uiso 1 1 calc R U . . .
H51B H 0.239928 0.662020 0.219040 0.152 Uiso 1 1 calc R U . . .
C52 C 0.0701(11) 1.1440(12) 0.3642(5) 0.100(4) Uani 1 1 d . . . . .
H52A H 0.141001 1.207440 0.385302 0.120 Uiso 1 1 calc R U . . .
H52B H 0.024931 1.175985 0.333370 0.120 Uiso 1 1 calc R U . . .
H52C H 0.093175 1.089753 0.337650 0.120 Uiso 1 1 calc R U . . .
C53 C -0.0033(16) 1.0818(11) 0.4188(6) 0.131(6) Uani 1 1 d . . . . .
H53A H -0.034748 1.136695 0.438437 0.157 Uiso 1 1 calc R U . . .
H53B H -0.071826 1.017832 0.394568 0.157 Uiso 1 1 calc R U . . .
C54 C 0.0328(11) 1.0335(9) 0.4744(5) 0.089(3) Uani 1 1 d . . . . .
H54A H 0.096985 1.099624 0.500188 0.106 Uiso 1 1 calc R U . . .
H54B H 0.071306 0.985159 0.454369 0.106 Uiso 1 1 calc R U . . .
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'
Br Br -0.2901 2.4595 '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
C48 C49 Br4B 136.6(8) . .
C48 C49 Br4A 111.3(6) . .
C48 C49 H49A 109.4 . .
Br4A C49 H49A 109.4 . .
C48 C49 H49B 109.4 . .
Br4A C49 H49B 109.4 . .
H49A C49 H49B 108.0 . .
C48 C49 H49C 103.0 . .
Br4B C49 H49C 103.0 . .
C48 C49 H49D 103.0 . .
Br4B C49 H49D 103.0 . .
H49C C49 H49D 105.1 . .
C36 O1 C3 119.4(5) . .
C6 O2 C37 116.4(4) . .
C10 O3 C38 116.8(4) . .
C13 O4 C39 117.5(4) . .
C17 O5 C40 116.4(4) . .
C20 O6 C41 117.9(4) . .
C24 O7 C42 117.1(4) . .
C27 O8 C44 118.3(4) . .
C31 O9 C46 113.7(4) . .
C48 O10 C34 117.9(5) . .
C2 C1 C6 118.7(5) . .
C2 C1 C35 120.1(5) . .
C6 C1 C35 121.1(5) . .
C3 C2 C1 121.5(5) . .
C3 C2 H2 119.2 . .
C1 C2 H2 119.2 . .
O1 C3 C2 124.3(5) . .
O1 C3 C4 116.2(5) . .
C2 C3 C4 119.5(5) . .
C5 C4 C3 119.6(5) . .
C5 C4 C7 119.2(5) . .
C3 C4 C7 121.2(5) . .
C6 C5 C4 119.8(5) . .
C6 C5 H5 120.1 . .
C4 C5 H5 120.1 . .
O2 C6 C1 117.3(4) . .
O2 C6 C5 121.8(5) . .
C1 C6 C5 121.0(5) . .
C8 C7 C4 110.2(4) . .
C8 C7 H7A 109.6 . .
C4 C7 H7A 109.6 . .
C8 C7 H7B 109.6 . .
C4 C7 H7B 109.6 . .
H7A C7 H7B 108.1 . .
C13 C8 C9 118.8(4) . .
C13 C8 C7 121.1(5) . .
C9 C8 C7 120.1(5) . .
C10 C9 C8 120.2(5) . .
C10 C9 H9 119.9 . .
C8 C9 H9 119.9 . .
O3 C10 C11 116.4(4) . .
O3 C10 C9 122.5(5) . .
C11 C10 C9 121.2(5) . .
C10 C11 C12 118.7(4) . .
C10 C11 C14 121.3(4) . .
C12 C11 C14 120.0(5) . .
C13 C12 C11 120.7(5) . .
C13 C12 H12 119.6 . .
C11 C12 H12 119.6 . .
O4 C13 C12 123.6(5) . .
O4 C13 C8 116.0(4) . .
C12 C13 C8 120.3(5) . .
C11 C14 C15 113.4(4) . .
C11 C14 H14A 108.9 . .
C15 C14 H14A 108.9 . .
C11 C14 H14B 108.9 . .
C15 C14 H14B 108.9 . .
H14A C14 H14B 107.7 . .
C16 C15 C20 118.4(4) . .
C16 C15 C14 121.4(4) . .
C20 C15 C14 120.1(4) . .
C15 C16 C17 122.3(4) . .
C15 C16 H16 118.9 . .
C17 C16 H16 118.9 . .
O5 C17 C16 124.3(4) . .
O5 C17 C18 116.5(4) . .
C16 C17 C18 119.2(5) . .
C19 C18 C17 118.7(4) . .
C19 C18 C21 120.8(4) . .
C17 C18 C21 120.4(5) . .
C18 C19 C20 121.8(5) . .
C18 C19 H19 119.1 . .
C20 C19 H19 119.1 . .
O6 C20 C19 124.3(4) . .
O6 C20 C15 116.0(4) . .
C19 C20 C15 119.7(5) . .
C18 C21 C22 110.1(4) . .
C18 C21 H21A 109.6 . .
C22 C21 H21A 109.6 . .
C18 C21 H21B 109.6 . .
C22 C21 H21B 109.6 . .
H21A C21 H21B 108.2 . .
C27 C22 C23 119.0(4) . .
C27 C22 C21 121.4(5) . .
C23 C22 C21 119.5(4) . .
C22 C23 C24 121.5(5) . .
C22 C23 H23 119.3 . .
C24 C23 H23 119.3 . .
O7 C24 C23 123.9(5) . .
O7 C24 C25 116.5(4) . .
C23 C24 C25 119.6(5) . .
C26 C25 C24 118.6(4) . .
C26 C25 C28 121.4(5) . .
C24 C25 C28 120.0(5) . .
C25 C26 C27 120.8(5) . .
C25 C26 H26 119.6 . .
C27 C26 H26 119.6 . .
O8 C27 C22 116.4(4) . .
O8 C27 C26 123.2(5) . .
C22 C27 C26 120.4(5) . .
C25 C28 C29 111.4(4) . .
C25 C28 H28A 109.3 . .
C29 C28 H28A 109.3 . .
C25 C28 H28B 109.3 . .
C29 C28 H28B 109.3 . .
H28A C28 H28B 108.0 . .
C30 C29 C34 117.4(5) . .
C30 C29 C28 121.4(5) . .
C34 C29 C28 121.2(5) . .
C29 C30 C31 121.9(5) . .
C29 C30 H30 119.1 . .
C31 C30 H30 119.1 . .
C32 C31 O9 119.1(5) . .
C32 C31 C30 120.8(5) . .
O9 C31 C30 120.1(5) . .
C31 C32 C33 118.1(5) . .
C31 C32 C35 121.9(5) . .
C33 C32 C35 120.0(5) . .
C34 C33 C32 120.5(5) . .
C34 C33 H33 119.8 . .
C32 C33 H33 119.8 . .
C33 C34 O10 122.6(5) . .
C33 C34 C29 121.4(5) . .
O10 C34 C29 116.1(5) . .
C1 C35 C32 112.3(4) . .
C1 C35 H35A 109.1 . .
C32 C35 H35A 109.1 . .
C1 C35 H35B 109.1 . .
C32 C35 H35B 109.1 . .
H35A C35 H35B 107.9 . .
O1 C36 H36A 109.5 . .
O1 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
O1 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
O2 C37 H37A 109.5 . .
O2 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
O2 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
O3 C38 H38A 109.5 . .
O3 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
O3 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
O4 C39 H39A 109.5 . .
O4 C39 H39B 109.5 . .
H39A C39 H39B 109.5 . .
O4 C39 H39C 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
O5 C40 H40A 109.5 . .
O5 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
O5 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
O6 C41 H41A 109.5 . .
O6 C41 H41B 109.5 . .
H41A C41 H41B 109.5 . .
O6 C41 H41C 109.5 . .
H41A C41 H41C 109.5 . .
H41B C41 H41C 109.5 . .
O7 C42 C43 108.1(5) . .
O7 C42 H42A 110.1 . .
C43 C42 H42A 110.1 . .
O7 C42 H42B 110.1 . .
C43 C42 H42B 110.1 . .
H42A C42 H42B 108.4 . .
C42 C43 Br1 112.9(5) . .
C42 C43 H43A 109.0 . .
Br1 C43 H43A 109.0 . .
C42 C43 H43B 109.0 . .
Br1 C43 H43B 109.0 . .
H43A C43 H43B 107.8 . .
O8 C44 C45 103.7(4) . .
O8 C44 H44A 111.0 . .
C45 C44 H44A 111.0 . .
O8 C44 H44B 111.0 . .
C45 C44 H44B 111.0 . .
H44A C44 H44B 109.0 . .
C44 C45 Br2 110.5(3) . .
C44 C45 H45A 109.5 . .
Br2 C45 H45A 109.5 . .
C44 C45 H45B 109.5 . .
Br2 C45 H45B 109.5 . .
H45A C45 H45B 108.1 . .
O9 C46 C47 107.4(5) . .
O9 C46 H46A 110.2 . .
C47 C46 H46A 110.2 . .
O9 C46 H46B 110.2 . .
C47 C46 H46B 110.2 . .
H46A C46 H46B 108.5 . .
C46 C47 Br3 108.3(4) . .
C46 C47 H47A 110.0 . .
Br3 C47 H47A 110.0 . .
C46 C47 H47B 110.0 . .
Br3 C47 H47B 110.0 . .
H47A C47 H47B 108.4 . .
O10 C48 C49 106.8(6) . .
O10 C48 H48A 110.4 . .
C49 C48 H48A 110.4 . .
O10 C48 H48B 110.4 . .
C49 C48 H48B 110.4 . .
H48A C48 H48B 108.6 . .
C51 C50 Cl1 112.8(8) . .
C51 C50 H50A 109.0 . .
Cl1 C50 H50A 109.0 . .
C51 C50 H50B 109.0 . .
Cl1 C50 H50B 109.0 . .
H50A C50 H50B 107.8 . .
C50 C51 Cl2 108.8(9) . .
C50 C51 H51A 109.9 . .
Cl2 C51 H51A 109.9 . .
C50 C51 H51B 109.9 . .
Cl2 C51 H51B 109.9 . .
H51A C51 H51B 108.3 . .
C53 C52 H52A 109.5 . .
C53 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
C53 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
C54 C53 C52 126.3(15) . .
C54 C53 H53A 105.7 . .
C52 C53 H53A 105.7 . .
C54 C53 H53B 105.7 . .
C52 C53 H53B 105.7 . .
H53A C53 H53B 106.2 . .
C53 C54 C54 129.8(15) . 2_576
C53 C54 H54A 104.8 . .
C54 C54 H54A 104.8 2_576 .
C53 C54 H54B 104.8 . .
C54 C54 H54B 104.8 2_576 .
H54A C54 H54B 105.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C49 C48 1.496(10) .
C49 Br4B 1.795(12) .
C49 Br4A 1.926(8) .
C49 H49A 0.9900 .
C49 H49B 0.9900 .
C49 H49C 0.9900 .
C49 H49D 0.9900 .
Br1 C43 1.925(7) .
Br2 C45 1.962(6) .
Br3 C47 1.940(6) .
Cl1 C50 1.775(10) .
Cl2 C51 1.834(12) .
O1 C36 1.382(8) .
O1 C3 1.385(7) .
O2 C6 1.392(6) .
O2 C37 1.418(8) .
O3 C10 1.378(6) .
O3 C38 1.424(7) .
O4 C13 1.382(6) .
O4 C39 1.416(8) .
O5 C17 1.372(6) .
O5 C40 1.432(7) .
O6 C20 1.372(6) .
O6 C41 1.427(6) .
O7 C24 1.376(7) .
O7 C42 1.439(6) .
O8 C27 1.385(6) .
O8 C44 1.413(6) .
O9 C31 1.394(7) .
O9 C46 1.455(7) .
O10 C48 1.393(8) .
O10 C34 1.395(7) .
C1 C2 1.389(8) .
C1 C6 1.394(8) .
C1 C35 1.527(7) .
C2 C3 1.388(7) .
C2 H2 0.9500 .
C3 C4 1.406(8) .
C4 C5 1.398(7) .
C4 C7 1.521(7) .
C5 C6 1.395(7) .
C5 H5 0.9500 .
C7 C8 1.518(7) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C13 1.401(7) .
C8 C9 1.405(7) .
C9 C10 1.396(7) .
C9 H9 0.9500 .
C10 C11 1.387(7) .
C11 C12 1.401(7) .
C11 C14 1.513(7) .
C12 C13 1.395(7) .
C12 H12 0.9500 .
C14 C15 1.515(7) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.382(7) .
C15 C20 1.412(7) .
C16 C17 1.393(7) .
C16 H16 0.9500 .
C17 C18 1.416(7) .
C18 C19 1.386(7) .
C18 C21 1.522(7) .
C19 C20 1.393(7) .
C19 H19 0.9500 .
C21 C22 1.526(6) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 C27 1.387(7) .
C22 C23 1.390(8) .
C23 C24 1.395(7) .
C23 H23 0.9500 .
C24 C25 1.412(7) .
C25 C26 1.397(8) .
C25 C28 1.520(6) .
C26 C27 1.400(7) .
C26 H26 0.9500 .
C28 C29 1.529(7) .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C29 C30 1.372(8) .
C29 C34 1.400(8) .
C30 C31 1.404(8) .
C30 H30 0.9500 .
C31 C32 1.376(8) .
C32 C33 1.402(8) .
C32 C35 1.529(8) .
C33 C34 1.393(8) .
C33 H33 0.9500 .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
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 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C41 H41A 0.9800 .
C41 H41B 0.9800 .
C41 H41C 0.9800 .
C42 C43 1.519(9) .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
C43 H43A 0.9900 .
C43 H43B 0.9900 .
C44 C45 1.507(8) .
C44 H44A 0.9900 .
C44 H44B 0.9900 .
C45 H45A 0.9900 .
C45 H45B 0.9900 .
C46 C47 1.516(9) .
C46 H46A 0.9900 .
C46 H46B 0.9900 .
C47 H47A 0.9900 .
C47 H47B 0.9900 .
C48 H48A 0.9900 .
C48 H48B 0.9900 .
C50 C51 1.379(14) .
C50 H50A 0.9900 .
C50 H50B 0.9900 .
C51 H51A 0.9900 .
C51 H51B 0.9900 .
C52 C53 1.477(16) .
C52 H52A 0.9800 .
C52 H52B 0.9800 .
C52 H52C 0.9800 .
C53 C54 1.376(14) .
C53 H53A 0.9900 .
C53 H53B 0.9900 .
C54 C54 1.404(18) 2_576
C54 H54A 0.9900 .
C54 H54B 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_4
C6 C1 C2 C3 -1.6(8) .
C35 C1 C2 C3 174.9(5) .
C36 O1 C3 C2 -5.0(8) .
C36 O1 C3 C4 175.7(6) .
C1 C2 C3 O1 -178.7(5) .
C1 C2 C3 C4 0.6(8) .
O1 C3 C4 C5 179.5(5) .
C2 C3 C4 C5 0.1(8) .
O1 C3 C4 C7 2.8(7) .
C2 C3 C4 C7 -176.6(5) .
C3 C4 C5 C6 0.1(7) .
C7 C4 C5 C6 176.9(4) .
C37 O2 C6 C1 -172.6(5) .
C37 O2 C6 C5 7.4(7) .
C2 C1 C6 O2 -178.2(4) .
C35 C1 C6 O2 5.3(7) .
C2 C1 C6 C5 1.8(7) .
C35 C1 C6 C5 -174.7(5) .
C4 C5 C6 O2 179.0(4) .
C4 C5 C6 C1 -1.1(8) .
C5 C4 C7 C8 -76.7(6) .
C3 C4 C7 C8 100.0(6) .
C4 C7 C8 C13 94.0(6) .
C4 C7 C8 C9 -82.7(6) .
C13 C8 C9 C10 2.5(7) .
C7 C8 C9 C10 179.3(4) .
C38 O3 C10 C11 -175.1(5) .
C38 O3 C10 C9 3.3(7) .
C8 C9 C10 O3 -178.4(4) .
C8 C9 C10 C11 0.0(7) .
O3 C10 C11 C12 178.1(4) .
C9 C10 C11 C12 -0.4(7) .
O3 C10 C11 C14 -2.3(6) .
C9 C10 C11 C14 179.3(4) .
C10 C11 C12 C13 -1.7(7) .
C14 C11 C12 C13 178.6(4) .
C39 O4 C13 C12 4.8(7) .
C39 O4 C13 C8 -176.6(5) .
C11 C12 C13 O4 -177.2(4) .
C11 C12 C13 C8 4.3(7) .
C9 C8 C13 O4 176.8(4) .
C7 C8 C13 O4 0.0(6) .
C9 C8 C13 C12 -4.6(7) .
C7 C8 C13 C12 178.7(4) .
C10 C11 C14 C15 86.5(6) .
C12 C11 C14 C15 -93.8(5) .
C11 C14 C15 C16 -97.0(6) .
C11 C14 C15 C20 81.6(6) .
C20 C15 C16 C17 -1.7(7) .
C14 C15 C16 C17 176.8(4) .
C40 O5 C17 C16 6.6(7) .
C40 O5 C17 C18 -173.5(5) .
C15 C16 C17 O5 -178.9(5) .
C15 C16 C17 C18 1.2(7) .
O5 C17 C18 C19 -179.8(4) .
C16 C17 C18 C19 0.1(7) .
O5 C17 C18 C21 4.1(7) .
C16 C17 C18 C21 -176.0(4) .
C17 C18 C19 C20 -0.9(7) .
C21 C18 C19 C20 175.3(4) .
C41 O6 C20 C19 13.0(7) .
C41 O6 C20 C15 -166.9(5) .
C18 C19 C20 O6 -179.6(4) .
C18 C19 C20 C15 0.3(7) .
C16 C15 C20 O6 -179.1(4) .
C14 C15 C20 O6 2.3(7) .
C16 C15 C20 C19 0.9(7) .
C14 C15 C20 C19 -177.7(4) .
C19 C18 C21 C22 -85.1(6) .
C17 C18 C21 C22 90.9(5) .
C18 C21 C22 C27 90.4(6) .
C18 C21 C22 C23 -86.8(6) .
C27 C22 C23 C24 -0.3(7) .
C21 C22 C23 C24 177.0(4) .
C42 O7 C24 C23 0.4(7) .
C42 O7 C24 C25 179.3(5) .
C22 C23 C24 O7 -179.9(5) .
C22 C23 C24 C25 1.2(7) .
O7 C24 C25 C26 -179.6(4) .
C23 C24 C25 C26 -0.7(7) .
O7 C24 C25 C28 1.0(7) .
C23 C24 C25 C28 -180.0(4) .
C24 C25 C26 C27 -0.8(7) .
C28 C25 C26 C27 178.5(4) .
C44 O8 C27 C22 -178.0(4) .
C44 O8 C27 C26 1.7(7) .
C23 C22 C27 O8 178.5(4) .
C21 C22 C27 O8 1.3(7) .
C23 C22 C27 C26 -1.2(7) .
C21 C22 C27 C26 -178.4(4) .
C25 C26 C27 O8 -177.9(4) .
C25 C26 C27 C22 1.8(7) .
C26 C25 C28 C29 -86.5(6) .
C24 C25 C28 C29 92.8(6) .
C25 C28 C29 C30 -90.0(6) .
C25 C28 C29 C34 89.2(6) .
C34 C29 C30 C31 -0.6(7) .
C28 C29 C30 C31 178.6(4) .
C46 O9 C31 C32 -118.3(5) .
C46 O9 C31 C30 63.6(6) .
C29 C30 C31 C32 0.9(8) .
C29 C30 C31 O9 178.9(4) .
O9 C31 C32 C33 -177.9(4) .
C30 C31 C32 C33 0.2(7) .
O9 C31 C32 C35 2.6(7) .
C30 C31 C32 C35 -179.3(4) .
C31 C32 C33 C34 -1.4(7) .
C35 C32 C33 C34 178.1(5) .
C32 C33 C34 O10 -178.6(5) .
C32 C33 C34 C29 1.7(8) .
C48 O10 C34 C33 -2.8(8) .
C48 O10 C34 C29 176.9(5) .
C30 C29 C34 C33 -0.7(7) .
C28 C29 C34 C33 -179.9(5) .
C30 C29 C34 O10 179.7(4) .
C28 C29 C34 O10 0.4(7) .
C2 C1 C35 C32 -99.0(6) .
C6 C1 C35 C32 77.5(7) .
C31 C32 C35 C1 85.5(6) .
C33 C32 C35 C1 -94.0(6) .
C24 O7 C42 C43 -170.2(5) .
O7 C42 C43 Br1 -67.5(6) .
C27 O8 C44 C45 176.6(4) .
O8 C44 C45 Br2 177.4(3) .
C31 O9 C46 C47 -168.3(5) .
O9 C46 C47 Br3 -177.3(4) .
C34 O10 C48 C49 -178.9(6) .
Br4B C49 C48 O10 107.3(10) .
Br4A C49 C48 O10 176.3(5) .
Cl1 C50 C51 Cl2 -177.8(7) .
C52 C53 C54 C54 -175.0(14) 2_576
