#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:01:32 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179713 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/15/7001562.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_7001562
loop_
_publ_author_name
'Mendoza-Espinosa, Daniel'
'Hanna, Tracy A.'
_publ_section_title
;
 Synthesis, X-ray structures and reactivity of calix[5]arene
 bismuth(iii) and antimony(iii) complexes
;
_journal_issue                   26
_journal_name_full               'Dalton Transactions'
_journal_page_first              5211
_journal_page_last               5225
_journal_paper_doi               10.1039/b903943k
_journal_year                    2009
_chemical_formula_moiety         'C110 H134 Bi2 O10'
_chemical_formula_sum            'C110 H134 Bi2 O10'
_chemical_formula_weight         2034.13
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 122.108(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   28.586(5)
_cell_length_b                   18.566(3)
_cell_length_c                   26.834(5)
_cell_measurement_reflns_used    500
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      2
_cell_volume                     12063(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_detector_area_resol_mean 'not recorded'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART 1000'
_diffrn_measurement_method       'phi and omega 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  0.1373
_diffrn_reflns_av_sigmaI/netI    0.1494
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            34359
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.68
_diffrn_standards_interval_count 'not recorded'
_diffrn_standards_interval_time  'not recorded'
_diffrn_standards_number         'not recorded'
_exptl_absorpt_coefficient_mu    2.960
_exptl_absorpt_correction_T_max  0.587
_exptl_absorpt_correction_T_min  0.496
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.120
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             4160
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_refine_diff_density_max         2.229
_refine_diff_density_min         -2.346
_refine_diff_density_rms         0.167
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.958
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     554
_refine_ls_number_reflns         10608
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      0.959
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0617
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0607P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1521
_reflns_number_gt                6055
_reflns_number_total             10608
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b903943k.txt
_cod_data_source_block           tcu86m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7001562
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi -0.057734(14) 0.565005(19) -0.055492(14) 0.02812(13) Uani 1 1 d . . .
O1 O -0.0404(3) 0.3399(3) -0.0862(3) 0.0379(17) Uani 1 1 d . . .
H1A H -0.0512 0.3822 -0.0940 0.045 Uiso 1 1 d R . .
O2 O 0.0154(3) 0.2894(3) 0.0280(3) 0.0371(16) Uani 1 1 d . . .
H2A H 0.0000 0.2998 -0.0074 0.045 Uiso 1 1 d R . .
O3 O 0.0845(3) 0.4006(3) 0.1420(3) 0.0350(16) Uani 1 1 d . . .
O4 O 0.0924(2) 0.5379(3) 0.0916(2) 0.0308(15) Uani 1 1 d . . .
O5 O 0.0163(2) 0.5185(3) -0.0430(2) 0.0305(15) Uani 1 1 d . . .
C1 C -0.0079(4) 0.3247(5) -0.1087(4) 0.030(2) Uani 1 1 d . . .
C2 C 0.0058(4) 0.3744(5) -0.1379(4) 0.032(2) Uani 1 1 d . . .
C3 C 0.0419(4) 0.3502(5) -0.1548(4) 0.038(2) Uani 1 1 d . . .
H3A H 0.0521 0.3831 -0.1740 0.045 Uiso 1 1 calc R . .
C4 C 0.0637(4) 0.2811(6) -0.1451(4) 0.044(3) Uani 1 1 d . A .
C5 C 0.0478(4) 0.2335(5) -0.1168(4) 0.043(3) Uani 1 1 d . . .
H5A H 0.0620 0.1864 -0.1090 0.052 Uiso 1 1 calc R . .
C6 C 0.0108(4) 0.2538(5) -0.0995(4) 0.034(2) Uani 1 1 d . . .
C7 C 0.1026(4) 0.2568(5) -0.1657(4) 0.054(3) Uani 1 1 d D . .
C8 C 0.1194(8) 0.3162(8) -0.1899(8) 0.071(6) Uiso 0.619(14) 1 d PD A 1
H8A H 0.1382 0.3532 -0.1602 0.107 Uiso 0.619(14) 1 calc PR A 1
H8B H 0.0869 0.3367 -0.2240 0.107 Uiso 0.619(14) 1 calc PR A 1
H8C H 0.1440 0.2976 -0.2014 0.107 Uiso 0.619(14) 1 calc PR A 1
C9 C 0.0738(7) 0.1980(9) -0.2139(7) 0.062(6) Uiso 0.619(14) 1 d PD A 1
H9A H 0.0737 0.1528 -0.1958 0.093 Uiso 0.619(14) 1 calc PR A 1
H9B H 0.0937 0.1919 -0.2337 0.093 Uiso 0.619(14) 1 calc PR A 1
H9C H 0.0361 0.2125 -0.2422 0.093 Uiso 0.619(14) 1 calc PR A 1
C10 C 0.1531(6) 0.2210(9) -0.1146(7) 0.068(6) Uiso 0.619(14) 1 d PD A 1
H10A H 0.1702 0.2535 -0.0812 0.102 Uiso 0.619(14) 1 calc PR A 1
H10B H 0.1793 0.2098 -0.1260 0.102 Uiso 0.619(14) 1 calc PR A 1
H10C H 0.1422 0.1770 -0.1040 0.102 Uiso 0.619(14) 1 calc PR A 1
C8A C 0.0796(11) 0.2815(14) -0.2293(8) 0.068(10) Uiso 0.381(14) 1 d PD A 2
H8AA H 0.0865 0.3326 -0.2296 0.102 Uiso 0.381(14) 1 calc PR A 2
H8AB H 0.0402 0.2725 -0.2528 0.102 Uiso 0.381(14) 1 calc PR A 2
H8AC H 0.0977 0.2550 -0.2456 0.102 Uiso 0.381(14) 1 calc PR A 2
C9A C 0.1178(12) 0.1796(9) -0.1600(12) 0.075(11) Uiso 0.381(14) 1 d PD A 2
H9AA H 0.1461 0.1692 -0.1194 0.112 Uiso 0.381(14) 1 calc PR A 2
H9AB H 0.1319 0.1689 -0.1851 0.112 Uiso 0.381(14) 1 calc PR A 2
H9AC H 0.0855 0.1502 -0.1717 0.112 Uiso 0.381(14) 1 calc PR A 2
C10A C 0.1547(9) 0.3020(13) -0.1280(10) 0.075(11) Uiso 0.381(14) 1 d PD A 2
H10D H 0.1454 0.3449 -0.1145 0.113 Uiso 0.381(14) 1 calc PR A 2
H10E H 0.1700 0.3158 -0.1513 0.113 Uiso 0.381(14) 1 calc PR A 2
H10F H 0.1817 0.2739 -0.0944 0.113 Uiso 0.381(14) 1 calc PR A 2
C12 C 0.0340(4) 0.1789(5) -0.0085(4) 0.037(2) Uani 1 1 d . . .
C13 C 0.0631(4) 0.1144(5) 0.0060(5) 0.042(3) Uani 1 1 d . . .
H13A H 0.0581 0.0843 -0.0246 0.050 Uiso 1 1 calc R . .
C14 C 0.0993(4) 0.0923(5) 0.0640(4) 0.041(3) Uani 1 1 d . A .
C15 C 0.1047(4) 0.1374(5) 0.1080(5) 0.043(3) Uani 1 1 d . . .
H15A H 0.1283 0.1230 0.1473 0.051 Uiso 1 1 calc R . .
C16 C 0.0772(4) 0.2026(6) 0.0970(4) 0.037(2) Uani 1 1 d . . .
C17 C 0.0429(4) 0.2234(5) 0.0386(4) 0.031(2) Uani 1 1 d . . .
C18 C 0.1287(5) 0.0180(6) 0.0777(4) 0.063(3) Uani 1 1 d D . .
C19 C 0.1536(8) 0.0083(12) 0.0384(8) 0.076(7) Uiso 0.619(14) 1 d PD A 1
H19A H 0.1241 -0.0003 -0.0019 0.114 Uiso 0.619(14) 1 calc PR A 1
H19B H 0.1788 -0.0324 0.0526 0.114 Uiso 0.619(14) 1 calc PR A 1
H19C H 0.1735 0.0516 0.0403 0.114 Uiso 0.619(14) 1 calc PR A 1
C20 C 0.0858(7) -0.0429(10) 0.0619(9) 0.078(7) Uiso 0.619(14) 1 d PD A 1
H20A H 0.0520 -0.0315 0.0250 0.117 Uiso 0.619(14) 1 calc PR A 1
H20B H 0.0780 -0.0470 0.0928 0.117 Uiso 0.619(14) 1 calc PR A 1
H20C H 0.1006 -0.0881 0.0581 0.117 Uiso 0.619(14) 1 calc PR A 1
C21 C 0.1759(8) 0.0110(13) 0.1422(6) 0.096(8) Uiso 0.619(14) 1 d PD A 1
H21A H 0.1620 -0.0104 0.1648 0.144 Uiso 0.619(14) 1 calc PR A 1
H21B H 0.1909 0.0583 0.1579 0.144 Uiso 0.619(14) 1 calc PR A 1
H21C H 0.2048 -0.0193 0.1448 0.144 Uiso 0.619(14) 1 calc PR A 1
C19A C 0.1276(14) -0.021(2) 0.0257(11) 0.110(16) Uiso 0.381(14) 1 d PD A 2
H19D H 0.0896 -0.0273 -0.0065 0.165 Uiso 0.381(14) 1 calc PR A 2
H19E H 0.1451 -0.0679 0.0387 0.165 Uiso 0.381(14) 1 calc PR A 2
H19F H 0.1473 0.0075 0.0124 0.165 Uiso 0.381(14) 1 calc PR A 2
C20A C 0.1028(13) -0.0327(18) 0.1023(14) 0.103(14) Uiso 0.381(14) 1 d PD A 2
H20D H 0.0630 -0.0336 0.0754 0.154 Uiso 0.381(14) 1 calc PR A 2
H20E H 0.1116 -0.0153 0.1404 0.154 Uiso 0.381(14) 1 calc PR A 2
H20F H 0.1174 -0.0809 0.1063 0.154 Uiso 0.381(14) 1 calc PR A 2
C21A C 0.1912(7) 0.0290(15) 0.1270(9) 0.047(8) Uiso 0.381(14) 1 d PD A 2
H21D H 0.2026 0.0774 0.1244 0.071 Uiso 0.381(14) 1 calc PR A 2
H21E H 0.2136 -0.0057 0.1218 0.071 Uiso 0.381(14) 1 calc PR A 2
H21F H 0.1961 0.0221 0.1653 0.071 Uiso 0.381(14) 1 calc PR A 2
C22 C 0.0833(4) 0.2478(5) 0.1486(4) 0.033(2) Uani 1 1 d . . .
H22A H 0.0513 0.2799 0.1334 0.040 Uiso 1 1 calc R . .
H22B H 0.0829 0.2153 0.1771 0.040 Uiso 1 1 calc R . .
C23 C 0.1357(4) 0.2931(5) 0.1802(4) 0.030(2) Uani 1 1 d . . .
C24 C 0.1875(4) 0.2601(6) 0.2173(4) 0.040(3) Uani 1 1 d . . .
H24A H 0.1887 0.2098 0.2212 0.048 Uiso 1 1 calc R . .
C25 C 0.2369(4) 0.2979(5) 0.2483(4) 0.034(2) Uani 1 1 d . . .
C26 C 0.2323(4) 0.3731(5) 0.2420(4) 0.030(2) Uani 1 1 d . . .
H26A H 0.2646 0.4009 0.2627 0.036 Uiso 1 1 calc R . .
C27 C 0.1826(4) 0.4083(5) 0.2067(4) 0.028(2) Uani 1 1 d . . .
C28 C 0.1335(4) 0.3663(6) 0.1743(4) 0.035(2) Uani 1 1 d . . .
C29 C 0.2916(4) 0.2604(5) 0.2873(4) 0.039(3) Uani 1 1 d . . .
C30 C 0.2928(5) 0.1838(6) 0.2677(5) 0.061(3) Uani 1 1 d . . .
H30A H 0.2876 0.1848 0.2290 0.091 Uiso 1 1 calc R . .
H30B H 0.2634 0.1559 0.2663 0.091 Uiso 1 1 calc R . .
H30C H 0.3281 0.1618 0.2954 0.091 Uiso 1 1 calc R . .
C31 C 0.3048(5) 0.2598(7) 0.3515(5) 0.076(4) Uani 1 1 d . . .
H31A H 0.3428 0.2449 0.3780 0.114 Uiso 1 1 calc R . .
H31B H 0.2802 0.2264 0.3544 0.114 Uiso 1 1 calc R . .
H31C H 0.2996 0.3078 0.3621 0.114 Uiso 1 1 calc R . .
C32 C 0.3381(4) 0.3016(6) 0.2875(4) 0.053(3) Uani 1 1 d . . .
H32A H 0.3287 0.3086 0.2474 0.080 Uiso 1 1 calc R . .
H32B H 0.3721 0.2743 0.3092 0.080 Uiso 1 1 calc R . .
H32C H 0.3430 0.3481 0.3062 0.080 Uiso 1 1 calc R . .
C33 C 0.1815(4) 0.4906(5) 0.2030(4) 0.036(3) Uani 1 1 d . . .
H33A H 0.2108 0.5097 0.2411 0.044 Uiso 1 1 calc R . .
H33B H 0.1462 0.5077 0.1962 0.044 Uiso 1 1 calc R . .
C34 C 0.1892(4) 0.5219(5) 0.1549(4) 0.032(2) Uani 1 1 d . . .
C35 C 0.2418(4) 0.5272(5) 0.1641(4) 0.039(2) Uani 1 1 d . . .
H35A H 0.2716 0.5056 0.1978 0.046 Uiso 1 1 calc R . .
C36 C 0.2521(4) 0.5634(6) 0.1253(4) 0.045(3) Uani 1 1 d . . .
C37 C 0.2057(4) 0.5922(5) 0.0751(4) 0.043(3) Uani 1 1 d . . .
H37A H 0.2109 0.6160 0.0475 0.051 Uiso 1 1 calc R . .
C38 C 0.1524(4) 0.5877(5) 0.0638(4) 0.029(2) Uani 1 1 d . . .
C39 C 0.1455(4) 0.5485(5) 0.1043(4) 0.030(2) Uani 1 1 d . . .
C40 C 0.3099(4) 0.5674(7) 0.1363(5) 0.056(3) Uani 1 1 d . . .
C41 C 0.3350(7) 0.4972(9) 0.1440(10) 0.139(8) Uani 1 1 d . . .
H41A H 0.3347 0.4716 0.1753 0.209 Uiso 1 1 calc R . .
H41B H 0.3728 0.5030 0.1540 0.209 Uiso 1 1 calc R . .
H41C H 0.3142 0.4700 0.1077 0.209 Uiso 1 1 calc R . .
C42 C 0.3464(6) 0.6141(11) 0.1920(8) 0.134(7) Uani 1 1 d . . .
H42A H 0.3520 0.5890 0.2264 0.201 Uiso 1 1 calc R . .
H42B H 0.3282 0.6598 0.1879 0.201 Uiso 1 1 calc R . .
H42C H 0.3819 0.6228 0.1963 0.201 Uiso 1 1 calc R . .
C43 C 0.3112(6) 0.6030(12) 0.0863(8) 0.156(9) Uani 1 1 d . . .
H43A H 0.2849 0.5796 0.0496 0.233 Uiso 1 1 calc R . .
H43B H 0.3480 0.5988 0.0931 0.233 Uiso 1 1 calc R . .
H43C H 0.3017 0.6535 0.0843 0.233 Uiso 1 1 calc R . .
C44 C 0.1056(3) 0.6245(5) 0.0120(3) 0.027(2) Uani 1 1 d . . .
H44A H 0.1168 0.6741 0.0110 0.033 Uiso 1 1 calc R . .
H44B H 0.0745 0.6268 0.0177 0.033 Uiso 1 1 calc R . .
C45 C 0.0854(4) 0.5901(5) -0.0478(4) 0.031(2) Uani 1 1 d . . .
C46 C 0.1108(4) 0.6102(5) -0.0773(4) 0.037(2) Uani 1 1 d . . .
H46A H 0.1391 0.6448 -0.0602 0.044 Uiso 1 1 calc R . .
C47 C 0.0432(4) 0.5405(5) -0.0735(4) 0.028(2) Uani 1 1 d . . .
C48 C 0.0266(4) 0.5084(5) -0.1275(4) 0.035(2) Uani 1 1 d . . .
C49 C -0.0163(4) 0.4493(5) -0.1543(4) 0.033(2) Uani 1 1 d . . .
H49A H -0.0430 0.4568 -0.1425 0.040 Uiso 1 1 calc R . .
H49B H -0.0364 0.4537 -0.1973 0.040 Uiso 1 1 calc R . .
C50 C 0.0539(4) 0.5310(5) -0.1552(4) 0.038(3) Uani 1 1 d . . .
H50A H 0.0428 0.5108 -0.1920 0.046 Uiso 1 1 calc R . .
C51 C 0.0956(4) 0.5804(5) -0.1324(4) 0.040(3) Uani 1 1 d . . .
C52 C 0.1230(5) 0.6040(7) -0.1660(5) 0.056(3) Uani 1 1 d . . .
C53 C 0.1453(7) 0.5370(8) -0.1802(7) 0.104(6) Uani 1 1 d . . .
H53A H 0.1614 0.5510 -0.2027 0.155 Uiso 1 1 calc R . .
H53B H 0.1152 0.5034 -0.2030 0.155 Uiso 1 1 calc R . .
H53C H 0.1732 0.5141 -0.1438 0.155 Uiso 1 1 calc R . .
C54 C 0.0801(6) 0.6389(10) -0.2242(6) 0.121(7) Uani 1 1 d . . .
H54A H 0.0983 0.6593 -0.2428 0.181 Uiso 1 1 calc R . .
H54B H 0.0611 0.6767 -0.2168 0.181 Uiso 1 1 calc R . .
H54C H 0.0536 0.6029 -0.2498 0.181 Uiso 1 1 calc R . .
C55 C 0.1695(8) 0.6555(10) -0.1321(7) 0.159(10) Uani 1 1 d . . .
H55A H 0.1805 0.6754 -0.1578 0.238 Uiso 1 1 calc R . .
H55B H 0.2005 0.6305 -0.0996 0.238 Uiso 1 1 calc R . .
H55C H 0.1576 0.6941 -0.1170 0.238 Uiso 1 1 calc R . .
C301 C -0.0073(4) 0.1968(5) -0.0715(4) 0.034(2) Uani 1 1 d . . .
H11A H -0.0411 0.2138 -0.0744 0.040 Uiso 1 1 calc R . .
H11Y H -0.0164 0.1525 -0.0947 0.040 Uiso 1 1 calc R . .
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'
Bi Bi -4.1077 10.2566 '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'
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
O3 Bi1 O4 87.9(2) 5_565 5_565 ?
O3 Bi1 O5 92.5(2) 5_565 . ?
O4 Bi1 O5 83.8(2) 5_565 . ?
O3 Bi1 O5 161.6(2) 5_565 5_565 ?
O4 Bi1 O5 77.82(19) 5_565 5_565 ?
O5 Bi1 O5 74.72(19) . 5_565 ?
C1 O1 H1A 109.1 . . ?
C17 O2 H2A 109.6 . . ?
C28 O3 Bi1 119.5(5) . 5_565 ?
C39 O4 Bi1 115.0(5) . 5_565 ?
C47 O5 Bi1 125.2(5) . . ?
C47 O5 Bi1 128.3(5) . 5_565 ?
Bi1 O5 Bi1 105.28(19) . 5_565 ?
O1 C1 C6 113.6(7) . . ?
O1 C1 C2 124.5(8) . . ?
C6 C1 C2 121.8(8) . . ?
C1 C2 C3 116.3(9) . . ?
C1 C2 C49 125.5(8) . . ?
C3 C2 C49 118.2(8) . . ?
C4 C3 C2 124.7(9) . . ?
C4 C3 H3A 117.6 . . ?
C2 C3 H3A 117.6 . . ?
C3 C4 C5 116.4(8) . . ?
C3 C4 C7 122.5(9) . . ?
C5 C4 C7 121.0(9) . . ?
C4 C5 C6 122.0(9) . . ?
C4 C5 H5A 119.0 . . ?
C6 C5 H5A 119.0 . . ?
C1 C6 C5 118.6(8) . . ?
C1 C6 C301 122.6(7) . . ?
C5 C6 C301 118.8(8) . . ?
C8 C7 C9A 128.2(16) . . ?
C8 C7 C10 110.2(9) . . ?
C9A C7 C10 52.9(11) . . ?
C8 C7 C8A 48.6(10) . . ?
C9A C7 C8A 109.5(11) . . ?
C10 C7 C8A 140.6(14) . . ?
C8 C7 C9 108.1(9) . . ?
C9A C7 C9 53.3(11) . . ?
C10 C7 C9 105.8(9) . . ?
C8A C7 C9 64.0(11) . . ?
C8 C7 C4 113.6(11) . . ?
C9A C7 C4 118.1(14) . . ?
C10 C7 C4 108.9(9) . . ?
C8A C7 C4 110.2(13) . . ?
C9 C7 C4 109.9(10) . . ?
C8 C7 C10A 56.9(11) . . ?
C9A C7 C10A 109.4(12) . . ?
C10 C7 C10A 61.2(11) . . ?
C8A C7 C10A 105.1(10) . . ?
C9 C7 C10A 146.5(15) . . ?
C4 C7 C10A 103.6(13) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C8A H8AA 109.5 . . ?
C7 C8A H8AB 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
C7 C8A H8AC 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C7 C9A H9AA 109.5 . . ?
C7 C9A H9AB 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
C7 C9A H9AC 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C7 C10A H10D 109.5 . . ?
C7 C10A H10E 109.5 . . ?
H10D C10A H10E 109.5 . . ?
C7 C10A H10F 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 109.5 . . ?
C13 C12 C17 117.1(9) . . ?
C13 C12 C301 120.3(9) . . ?
C17 C12 C301 122.5(9) . . ?
C12 C13 C14 123.0(9) . . ?
C12 C13 H13A 118.5 . . ?
C14 C13 H13A 118.5 . . ?
C15 C14 C13 116.9(9) . . ?
C15 C14 C18 122.2(9) . . ?
C13 C14 C18 120.8(9) . . ?
C14 C15 C16 123.5(9) . . ?
C14 C15 H15A 118.2 . . ?
C16 C15 H15A 118.2 . . ?
C15 C16 C17 117.4(9) . . ?
C15 C16 C22 120.2(8) . . ?
C17 C16 C22 122.3(9) . . ?
C16 C17 O2 117.1(8) . . ?
C16 C17 C12 121.9(9) . . ?
O2 C17 C12 121.0(8) . . ?
C21 C18 C20 109.8(10) . . ?
C21 C18 C14 112.5(13) . . ?
C20 C18 C14 109.4(11) . . ?
C21 C18 C19A 124.0(19) . . ?
C20 C18 C19A 77.2(13) . . ?
C14 C18 C19A 116.8(17) . . ?
C21 C18 C19 107.9(10) . . ?
C20 C18 C19 108.0(10) . . ?
C14 C18 C19 109.0(10) . . ?
C19A C18 C19 31.1(12) . . ?
C21 C18 C20A 78.5(13) . . ?
C20 C18 C20A 35.3(12) . . ?
C14 C18 C20A 108.6(17) . . ?
C19A C18 C20A 108.2(12) . . ?
C19 C18 C20A 135.3(17) . . ?
C21 C18 C21A 30.3(10) . . ?
C20 C18 C21A 134.7(14) . . ?
C14 C18 C21A 108.3(13) . . ?
C19A C18 C21A 106.8(12) . . ?
C19 C18 C21A 82.0(11) . . ?
C20A C18 C21A 107.9(12) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C19A H19D 109.5 . . ?
C18 C19A H19E 109.5 . . ?
H19D C19A H19E 109.5 . . ?
C18 C19A H19F 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C18 C20A H20D 109.5 . . ?
C18 C20A H20E 109.5 . . ?
H20D C20A H20E 109.5 . . ?
C18 C20A H20F 109.5 . . ?
H20D C20A H20F 109.5 . . ?
H20E C20A H20F 109.5 . . ?
C18 C21A H21D 109.5 . . ?
C18 C21A H21E 109.5 . . ?
H21D C21A H21E 109.5 . . ?
C18 C21A H21F 109.5 . . ?
H21D C21A H21F 109.5 . . ?
H21E C21A H21F 109.5 . . ?
C23 C22 C16 114.0(7) . . ?
C23 C22 H22A 108.8 . . ?
C16 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
C16 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
C28 C23 C24 118.6(9) . . ?
C28 C23 C22 120.9(9) . . ?
C24 C23 C22 120.5(8) . . ?
C25 C24 C23 123.8(10) . . ?
C25 C24 H24A 118.1 . . ?
C23 C24 H24A 118.1 . . ?
C24 C25 C26 115.4(9) . . ?
C24 C25 C29 122.1(9) . . ?
C26 C25 C29 122.5(9) . . ?
C27 C26 C25 123.3(9) . . ?
C27 C26 H26A 118.4 . . ?
C25 C26 H26A 118.4 . . ?
C26 C27 C28 118.6(8) . . ?
C26 C27 C33 119.5(9) . . ?
C28 C27 C33 121.9(9) . . ?
O3 C28 C23 120.7(10) . . ?
O3 C28 C27 118.7(9) . . ?
C23 C28 C27 120.3(9) . . ?
C25 C29 C30 113.3(9) . . ?
C25 C29 C32 110.4(8) . . ?
C30 C29 C32 106.8(8) . . ?
C25 C29 C31 108.9(8) . . ?
C30 C29 C31 109.7(9) . . ?
C32 C29 C31 107.4(9) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C27 C33 C34 115.3(7) . . ?
C27 C33 H33A 108.5 . . ?
C34 C33 H33A 108.5 . . ?
C27 C33 H33B 108.5 . . ?
C34 C33 H33B 108.5 . . ?
H33A C33 H33B 107.5 . . ?
C39 C34 C35 118.9(8) . . ?
C39 C34 C33 120.8(8) . . ?
C35 C34 C33 120.2(9) . . ?
C34 C35 C36 122.5(10) . . ?
C34 C35 H35A 118.7 . . ?
C36 C35 H35A 118.7 . . ?
C35 C36 C37 115.8(9) . . ?
C35 C36 C40 121.1(10) . . ?
C37 C36 C40 123.0(9) . . ?
C38 C37 C36 123.7(9) . . ?
C38 C37 H37A 118.2 . . ?
C36 C37 H37A 118.2 . . ?
C37 C38 C39 116.8(9) . . ?
C37 C38 C44 120.8(8) . . ?
C39 C38 C44 122.3(8) . . ?
C34 C39 O4 120.0(8) . . ?
C34 C39 C38 121.9(8) . . ?
O4 C39 C38 118.0(8) . . ?
C41 C40 C43 106.0(13) . . ?
C41 C40 C36 112.9(11) . . ?
C43 C40 C36 112.7(10) . . ?
C41 C40 C42 109.7(13) . . ?
C43 C40 C42 106.7(13) . . ?
C36 C40 C42 108.7(9) . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C40 C43 H43A 109.5 . . ?
C40 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C40 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C38 C44 C45 116.2(7) . . ?
C38 C44 H44A 108.2 . . ?
C45 C44 H44A 108.2 . . ?
C38 C44 H44B 108.2 . . ?
C45 C44 H44B 108.2 . . ?
H44A C44 H44B 107.4 . . ?
C47 C45 C46 118.8(8) . . ?
C47 C45 C44 123.3(7) . . ?
C46 C45 C44 117.9(8) . . ?
C45 C46 C51 122.1(9) . . ?
C45 C46 H46A 119.0 . . ?
C51 C46 H46A 119.0 . . ?
C45 C47 C48 121.9(7) . . ?
C45 C47 O5 119.5(7) . . ?
C48 C47 O5 118.6(8) . . ?
C47 C48 C50 116.6(9) . . ?
C47 C48 C49 122.9(7) . . ?
C50 C48 C49 120.4(8) . . ?
C2 C49 C48 115.1(8) . . ?
C2 C49 H49A 108.5 . . ?
C48 C49 H49A 108.5 . . ?
C2 C49 H49B 108.5 . . ?
C48 C49 H49B 108.5 . . ?
H49A C49 H49B 107.5 . . ?
C51 C50 C48 124.3(8) . . ?
C51 C50 H50A 117.8 . . ?
C48 C50 H50A 117.8 . . ?
C50 C51 C46 116.3(8) . . ?
C50 C51 C52 121.6(8) . . ?
C46 C51 C52 122.1(9) . . ?
C55 C52 C54 108.8(13) . . ?
C55 C52 C53 108.7(12) . . ?
C54 C52 C53 107.8(11) . . ?
C55 C52 C51 113.1(8) . . ?
C54 C52 C51 109.6(9) . . ?
C53 C52 C51 108.8(10) . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C52 C54 H54A 109.5 . . ?
C52 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C52 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C52 C55 H55A 109.5 . . ?
C52 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C52 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C12 C301 C6 115.9(8) . . ?
C12 C301 H11A 108.3 . . ?
C6 C301 H11A 108.3 . . ?
C12 C301 H11Y 108.3 . . ?
C6 C301 H11Y 108.3 . . ?
H11A C301 H11Y 107.4 . . ?
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
Bi1 O3 2.120(6) 5_565 ?
Bi1 O4 2.134(6) 5_565 ?
Bi1 O5 2.142(5) . ?
Bi1 O5 2.733(5) 5_565 ?
O1 C1 1.379(9) . ?
O1 H1A 0.8300 . ?
O2 C17 1.400(11) . ?
O2 H2A 0.8300 . ?
O3 C28 1.354(10) . ?
O3 Bi1 2.120(6) 5_565 ?
O4 C39 1.382(10) . ?
O4 Bi1 2.134(6) 5_565 ?
O5 C47 1.445(9) . ?
O5 Bi1 2.733(5) 5_565 ?
C1 C6 1.393(12) . ?
C1 C2 1.396(11) . ?
C2 C3 1.404(12) . ?
C2 C49 1.493(12) . ?
C3 C4 1.388(13) . ?
C3 H3A 0.9400 . ?
C4 C5 1.390(13) . ?
C4 C7 1.548(12) . ?
C5 C6 1.413(12) . ?
C5 H5A 0.9400 . ?
C6 C301 1.536(12) . ?
C7 C8 1.483(13) . ?
C7 C9A 1.482(15) . ?
C7 C10 1.518(13) . ?
C7 C8A 1.536(14) . ?
C7 C9 1.552(13) . ?
C7 C10A 1.532(15) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A H8AC 0.9700 . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C9A H9AC 0.9700 . ?
C10A H10D 0.9700 . ?
C10A H10E 0.9700 . ?
C10A H10F 0.9700 . ?
C12 C13 1.389(13) . ?
C12 C17 1.417(12) . ?
C12 C301 1.496(12) . ?
C13 C14 1.397(14) . ?
C13 H13A 0.9400 . ?
C14 C15 1.386(13) . ?
C14 C18 1.554(14) . ?
C15 C16 1.389(13) . ?
C15 H15A 0.9400 . ?
C16 C17 1.391(12) . ?
C16 C22 1.547(12) . ?
C18 C21 1.534(14) . ?
C18 C20 1.552(13) . ?
C18 C19A 1.559(15) . ?
C18 C19 1.563(13) . ?
C18 C20A 1.547(15) . ?
C18 C21A 1.573(14) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21C 0.9700 . ?
C19A H19D 0.9700 . ?
C19A H19E 0.9700 . ?
C19A H19F 0.9700 . ?
C20A H20D 0.9700 . ?
C20A H20E 0.9700 . ?
C20A H20F 0.9700 . ?
C21A H21D 0.9700 . ?
C21A H21E 0.9700 . ?
C21A H21F 0.9700 . ?
C22 C23 1.523(12) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C23 C28 1.366(13) . ?
C23 C24 1.411(13) . ?
C24 C25 1.389(13) . ?
C24 H24A 0.9400 . ?
C25 C26 1.404(13) . ?
C25 C29 1.510(13) . ?
C26 C27 1.384(12) . ?
C26 H26A 0.9400 . ?
C27 C28 1.426(13) . ?
C27 C33 1.532(13) . ?
C29 C30 1.524(13) . ?
C29 C32 1.531(13) . ?
C29 C31 1.555(13) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 H30C 0.9700 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 H31C 0.9700 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 0.9700 . ?
C33 C34 1.533(11) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C34 C39 1.359(13) . ?
C34 C35 1.392(12) . ?
C35 C36 1.396(12) . ?
C35 H35A 0.9400 . ?
C36 C37 1.400(14) . ?
C36 C40 1.519(13) . ?
C37 C38 1.388(12) . ?
C37 H37A 0.9400 . ?
C38 C39 1.405(12) . ?
C38 C44 1.488(12) . ?
C40 C41 1.449(17) . ?
C40 C43 1.513(17) . ?
C40 C42 1.554(18) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 H41C 0.9700 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 H42C 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 H43C 0.9700 . ?
C44 C45 1.525(11) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C45 C47 1.377(12) . ?
C45 C46 1.379(11) . ?
C46 C51 1.414(12) . ?
C46 H46A 0.9400 . ?
C47 C48 1.397(12) . ?
C48 C50 1.398(11) . ?
C48 C49 1.514(13) . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C50 C51 1.363(13) . ?
C50 H50A 0.9400 . ?
C51 C52 1.540(12) . ?
C52 C55 1.490(16) . ?
C52 C54 1.526(18) . ?
C52 C53 1.534(17) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C53 H53C 0.9700 . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
C54 H54C 0.9700 . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C55 H55C 0.9700 . ?
C301 H11A 0.9800 . ?
C301 H11Y 0.9800 . ?
