#------------------------------------------------------------------------------
#$Date: 2022-12-06 10:19:03 +0200 (Tue, 06 Dec 2022) $
#$Revision: 279721 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/63/8106329.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_8106329
loop_
_publ_author_name
'Tan, Nianyuan'
'Dang, Limin'
'Lan, Donghui'
'Wu, Shuisheng'
'Au, Chak-Tong'
'Yi, Bing'
_publ_section_title
;
 Crystal structure of bis{5H-dibenzo[c,f][1,5]oxabismocin-12(7H)-yl}
 carbonate, C29H24O5Bi2
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              875
_journal_page_last               877
_journal_paper_doi               10.1515/ncrs-2018-0067
_journal_volume                  233
_journal_year                    2018
_chemical_formula_moiety         'C29 H24 Bi2 O5'
_chemical_formula_sum            'C29 H24 Bi2 O5'
_chemical_formula_weight         870.44
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.8835(6)
_cell_length_b                   14.5551(6)
_cell_length_c                   23.6000(9)
_cell_measurement_reflns_used    6914
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.54
_cell_measurement_theta_min      2.61
_cell_volume                     5112.5(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            26160
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.618
_diffrn_reflns_theta_min         2.610
_exptl_absorpt_coefficient_mu    13.788
_exptl_absorpt_correction_T_max  0.782
_exptl_absorpt_correction_T_min  0.345
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.262
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3232
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.663
_refine_diff_density_min         -1.447
_refine_diff_density_rms         0.156
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         5903
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0293
_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)+(0.0227P)²+3.2200P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0531
_refine_ls_wR_factor_ref         0.0579
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4612
_reflns_number_total             5903
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2018-0067_suppl.cif
_cod_data_source_block           yinsf7
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' 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_database_code               8106329
_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   0.502
_shelx_estimated_absorpt_t_min   0.442
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Rigid bond restraints
 C11, C12
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C11 \\sim C12: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
4.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B), C27(H27A,H27B), C34(H34A,H34B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C22(H22), C23(H23), C24(H24), C25(H25), C29(H29), C30(H30), C31(H31), C32(H32)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-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
Bi1 Bi 0.06543(2) 0.38323(2) 0.19024(2) 0.03238(6) Uani 1 1 d . . . . .
Bi2 Bi 0.37560(2) 0.41277(2) 0.04612(2) 0.02673(6) Uani 1 1 d . . . . .
O1 O -0.0294(3) 0.3363(3) 0.27755(15) 0.0462(10) Uani 1 1 d . . . . .
O2 O 0.5297(2) 0.3920(2) -0.00571(14) 0.0312(8) Uani 1 1 d . . . . .
O3 O 0.1127(2) 0.3590(2) 0.10238(14) 0.0335(8) Uani 1 1 d . . . . .
O4 O 0.2438(3) 0.3970(3) 0.14066(16) 0.0471(10) Uani 1 1 d . . . . .
O5 O 0.2322(2) 0.3700(2) 0.04798(14) 0.0354(8) Uani 1 1 d . . . . .
C1 C 0.1049(3) 0.2407(3) 0.2164(2) 0.0311(11) Uani 1 1 d . . . . .
C2 C 0.1554(4) 0.1831(4) 0.1818(2) 0.0365(12) Uani 1 1 d . . . . .
H2 H 0.177113 0.204335 0.147246 0.044 Uiso 1 1 calc R . . . .
C3 C 0.1736(4) 0.0930(4) 0.1993(3) 0.0516(16) Uani 1 1 d . . . . .
H3 H 0.208004 0.054509 0.176617 0.062 Uiso 1 1 calc R . . . .
C4 C 0.1405(4) 0.0618(4) 0.2498(3) 0.0555(18) Uani 1 1 d . . . . .
H4 H 0.151279 0.001483 0.260864 0.067 Uiso 1 1 calc R . . . .
C5 C 0.0914(4) 0.1190(5) 0.2846(3) 0.0551(17) Uani 1 1 d . . . . .
H5 H 0.069246 0.096918 0.318788 0.066 Uiso 1 1 calc R . . . .
C6 C 0.0748(3) 0.2099(4) 0.2687(2) 0.0379(13) Uani 1 1 d . . . . .
C7 C 0.0279(4) 0.2759(5) 0.3076(2) 0.0534(16) Uani 1 1 d . . . . .
H7A H -0.007187 0.241588 0.335039 0.064 Uiso 1 1 calc R . . . .
H7B H 0.072337 0.311436 0.328129 0.064 Uiso 1 1 calc R . . . .
C8 C -0.0698(3) 0.3363(3) 0.1599(2) 0.0304(11) Uani 1 1 d . . . . .
C9 C -0.0940(3) 0.3384(3) 0.1030(2) 0.0331(11) Uani 1 1 d . . . . .
H9 H -0.054570 0.362955 0.076502 0.040 Uiso 1 1 calc R . . . .
C10 C -0.1759(4) 0.3044(4) 0.0855(2) 0.0417(13) Uani 1 1 d . . . . .
H10 H -0.191417 0.306717 0.047382 0.050 Uiso 1 1 calc R . . . .
C11 C -0.2347(4) 0.2672(4) 0.1241(2) 0.0450(11) Uani 1 1 d . U . . .
H11 H -0.289236 0.243086 0.111902 0.054 Uiso 1 1 calc R . . . .
C12 C -0.2128(4) 0.2657(4) 0.1805(3) 0.0442(11) Uani 1 1 d . U . . .
H12 H -0.252618 0.240243 0.206553 0.053 Uiso 1 1 calc R . . . .
C13 C -0.1314(3) 0.3020(3) 0.1991(2) 0.0320(11) Uani 1 1 d . . . . .
C14 C -0.1123(4) 0.2940(5) 0.2613(3) 0.0564(17) Uani 1 1 d . . . . .
H14A H -0.161054 0.322345 0.282275 0.068 Uiso 1 1 calc R . . . .
H14B H -0.110482 0.229505 0.271599 0.068 Uiso 1 1 calc R . . . .
C21 C 0.3572(3) 0.4292(3) -0.0476(2) 0.0270(11) Uani 1 1 d . . . . .
C22 C 0.2797(4) 0.4695(3) -0.0683(2) 0.0353(12) Uani 1 1 d . . . . .
H22 H 0.232265 0.482187 -0.043877 0.042 Uiso 1 1 calc R . . . .
C23 C 0.2724(4) 0.4909(4) -0.1254(2) 0.0427(14) Uani 1 1 d . . . . .
H23 H 0.219715 0.517049 -0.139183 0.051 Uiso 1 1 calc R . . . .
C24 C 0.3428(4) 0.4738(4) -0.1617(2) 0.0463(14) Uani 1 1 d . . . . .
H24 H 0.337476 0.487782 -0.200011 0.056 Uiso 1 1 calc R . . . .
C25 C 0.4217(4) 0.4357(4) -0.1412(2) 0.0414(13) Uani 1 1 d . . . . .
H25 H 0.469902 0.425633 -0.165524 0.050 Uiso 1 1 calc R . . . .
C26 C 0.4287(3) 0.4126(3) -0.0843(2) 0.0292(11) Uani 1 1 d . . . . .
C27 C 0.5127(3) 0.3656(3) -0.0636(2) 0.0307(11) Uani 1 1 d . . . . .
H27A H 0.505372 0.299497 -0.066005 0.037 Uiso 1 1 calc R . . . .
H27B H 0.563259 0.383007 -0.087246 0.037 Uiso 1 1 calc R . . . .
C28 C 0.4202(3) 0.2653(3) 0.0511(2) 0.0312(11) Uani 1 1 d . . . . .
C29 C 0.3620(4) 0.1950(4) 0.0679(2) 0.0415(13) Uani 1 1 d . . . . .
H29 H 0.302209 0.208199 0.075943 0.050 Uiso 1 1 calc R . . . .
C30 C 0.3933(5) 0.1062(4) 0.0724(3) 0.0588(18) Uani 1 1 d . . . . .
H30 H 0.354547 0.059639 0.083874 0.071 Uiso 1 1 calc R . . . .
C31 C 0.4812(6) 0.0861(4) 0.0602(3) 0.064(2) Uani 1 1 d . . . . .
H31 H 0.501592 0.025936 0.063133 0.077 Uiso 1 1 calc R . . . .
C32 C 0.5396(4) 0.1545(4) 0.0436(2) 0.0473(15) Uani 1 1 d . . . . .
H32 H 0.598775 0.140080 0.034597 0.057 Uiso 1 1 calc R . . . .
C33 C 0.5103(4) 0.2445(4) 0.0402(2) 0.0336(11) Uani 1 1 d . . . . .
C34 C 0.5747(3) 0.3209(4) 0.0253(2) 0.0392(13) Uani 1 1 d . . . . .
H34A H 0.600084 0.346395 0.059767 0.047 Uiso 1 1 calc R . . . .
H34B H 0.623578 0.296462 0.002679 0.047 Uiso 1 1 calc R . . . .
C40 C 0.1985(3) 0.3759(3) 0.0986(2) 0.0296(11) Uani 1 1 d . . . . .
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'
Bi Bi -4.1077 10.2566 '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
O3 Bi1 O1 151.03(12) . .
O3 Bi1 C1 91.55(15) . .
O3 Bi1 C8 86.41(15) . .
C1 Bi1 O1 71.35(16) . .
C1 Bi1 C8 92.36(16) . .
C8 Bi1 O1 71.60(15) . .
O5 Bi2 O2 144.89(11) . .
O5 Bi2 C21 86.10(15) . .
O5 Bi2 C28 90.86(16) . .
C21 Bi2 O2 70.02(14) . .
C21 Bi2 C28 100.88(16) . .
C28 Bi2 O2 69.84(14) . .
C7 O1 Bi1 103.5(3) . .
C7 O1 C14 112.7(5) . .
C14 O1 Bi1 111.7(3) . .
C27 O2 Bi2 108.7(3) . .
C34 O2 Bi2 104.7(3) . .
C34 O2 C27 111.9(4) . .
C40 O3 Bi1 110.1(3) . .
C40 O5 Bi2 111.8(3) . .
C2 C1 Bi1 122.6(4) . .
C6 C1 Bi1 117.3(4) . .
C6 C1 C2 120.1(5) . .
C1 C2 C3 119.7(5) . .
C4 C3 C2 119.9(6) . .
C3 C4 C5 120.6(6) . .
C4 C5 C6 120.5(6) . .
C1 C6 C5 119.1(5) . .
C1 C6 C7 119.2(5) . .
C5 C6 C7 121.7(5) . .
O1 C7 C6 111.8(4) . .
C9 C8 Bi1 122.3(4) . .
C9 C8 C13 118.5(5) . .
C13 C8 Bi1 119.2(4) . .
C10 C9 C8 120.7(5) . .
C11 C10 C9 120.4(5) . .
C12 C11 C10 119.9(5) . .
C11 C12 C13 120.4(5) . .
C8 C13 C14 123.5(5) . .
C12 C13 C8 120.0(5) . .
C12 C13 C14 116.3(5) . .
O1 C14 C13 113.1(5) . .
C22 C21 Bi2 119.7(4) . .
C22 C21 C26 119.4(4) . .
C26 C21 Bi2 120.1(3) . .
C21 C22 C23 120.3(5) . .
C24 C23 C22 120.3(5) . .
C23 C24 C25 120.0(5) . .
C24 C25 C26 119.9(5) . .
C21 C26 C27 120.7(4) . .
C25 C26 C21 120.2(5) . .
C25 C26 C27 119.1(5) . .
O2 C27 C26 109.4(4) . .
C29 C28 Bi2 122.0(4) . .
C29 C28 C33 119.3(5) . .
C33 C28 Bi2 118.7(4) . .
C30 C29 C28 119.9(6) . .
C31 C30 C29 120.4(6) . .
C30 C31 C32 120.5(6) . .
C31 C32 C33 120.1(6) . .
C28 C33 C34 119.5(4) . .
C32 C33 C28 119.7(5) . .
C32 C33 C34 120.7(5) . .
O2 C34 C33 110.7(4) . .
O4 C40 O3 121.7(5) . .
O4 C40 O5 122.9(5) . .
O5 C40 O3 115.4(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Bi1 O1 2.590(4) .
Bi1 O3 2.218(3) .
Bi1 C1 2.242(5) .
Bi1 C8 2.243(5) .
Bi2 O2 2.617(3) .
Bi2 O5 2.223(3) .
Bi2 C21 2.241(5) .
Bi2 C28 2.251(5) .
O1 C7 1.416(7) .
O1 C14 1.431(7) .
O2 C27 1.443(6) .
O2 C34 1.434(6) .
O3 C40 1.304(6) .
O4 C40 1.239(6) .
O5 C40 1.299(6) .
C1 C2 1.390(7) .
C1 C6 1.389(7) .
C2 C3 1.401(7) .
C3 C4 1.367(9) .
C4 C5 1.377(9) .
C5 C6 1.398(8) .
C6 C7 1.500(8) .
C8 C9 1.390(7) .
C8 C13 1.395(7) .
C9 C10 1.378(7) .
C10 C11 1.373(7) .
C11 C12 1.372(7) .
C12 C13 1.393(7) .
C13 C14 1.501(7) .
C21 C22 1.383(7) .
C21 C26 1.394(7) .
C22 C23 1.387(7) .
C23 C24 1.377(7) .
C24 C25 1.386(8) .
C25 C26 1.387(7) .
C26 C27 1.506(7) .
C28 C29 1.398(7) .
C28 C33 1.398(7) .
C29 C30 1.378(8) .
C30 C31 1.372(10) .
C31 C32 1.378(9) .
C32 C33 1.383(7) .
C33 C34 1.510(7) .
