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#$Date: 2022-01-03 22:12:35 +0200 (Mon, 03 Jan 2022) $
#$Revision: 271698 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/92/4519202.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_4519202
loop_
_publ_author_name
'Aykanat, Aylin'
'Jones, Christopher G.'
'Cline, Evan'
'Stolz, Robert M.'
'Meng, Zheng'
'Nelson, Hosea M.'
'Mirica, Katherine A.'
_publ_section_title
;
 Conductive Stimuli-Responsive Coordination Network Linked with Bismuth
 for Chemiresistive Gas Sensing.
;
_journal_issue                   50
_journal_name_full               'ACS applied materials & interfaces'
_journal_page_first              60306
_journal_page_last               60318
_journal_paper_doi               10.1021/acsami.1c14453
_journal_volume                  13
_journal_year                    2021
_chemical_formula_moiety         'C36 H14 Bi2 O13'
_chemical_formula_sum            'C36 H14 Bi2 O13'
_chemical_formula_weight         1072.43
_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
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 98.06(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.490(6)
_cell_length_b                   7.840(11)
_cell_length_c                   20.95(6)
_cell_measurement_reflns_used    1333
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      0.718
_cell_measurement_theta_min      0.088
_cell_volume                     2682(9)
_computing_cell_refinement       'XSCALE XDS'
_computing_data_collection       Ceta-D
_computing_data_reduction        XDSCONV
_computing_molecular_graphics    Shelxle
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.722
_diffrn_measured_fraction_theta_max 0.722
_diffrn_measurement_device_type  'Talos F200C'
_diffrn_measurement_method       'continuous rotation'
_diffrn_radiation_type           '200 KeV electrons'
_diffrn_radiation_wavelength     0.02508
_diffrn_reflns_av_R_equivalents  0.1980
_diffrn_reflns_av_unetI/netI     0.1437
_diffrn_reflns_Laue_measured_fraction_full 0.722
_diffrn_reflns_Laue_measured_fraction_max 0.722
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10666
_diffrn_reflns_point_group_measured_fraction_full 0.722
_diffrn_reflns_point_group_measured_fraction_max 0.722
_diffrn_reflns_theta_full        0.718
_diffrn_reflns_theta_max         0.718
_diffrn_reflns_theta_min         0.088
_diffrn_source                   'electron microscope FEG'
_exptl_absorpt_coefficient_mu    0.000
_exptl_absorpt_correction_T_max  0.0
_exptl_absorpt_correction_T_min  0.0
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.656
_exptl_crystal_description       'flat sheets'
_exptl_crystal_F_000             586
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.001
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.230
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         2033
_refine_ls_number_restraints     782
_refine_ls_restrained_S_all      1.866
_refine_ls_R_factor_all          0.2391
_refine_ls_R_factor_gt           0.1940
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4195
_refine_ls_wR_factor_ref         0.4314
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1333
_reflns_number_total             2033
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            am1c14453_si_003.cif
_cod_data_source_block           BiHHTP_NH3
_cod_original_cell_volume        2682(8)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4519202
_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.
;
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
C1 C 0.8557(9) 0.5441(19) 0.5940(8) 0.046(7) Uani 1 1 d G U . . .
H1 H 0.871875 0.589019 0.556722 0.055 Uiso 1 1 calc R U . . .
C2 C 0.8965(8) 0.5913(17) 0.6540(10) 0.051(7) Uani 1 1 d G U . . .
C3 C 0.8724(9) 0.5242(19) 0.7098(8) 0.043(7) Uani 1 1 d G U . . .
C4 C 0.8075(9) 0.4097(19) 0.7056(8) 0.045(6) Uani 1 1 d G U . . .
H4 H 0.791345 0.364753 0.742951 0.054 Uiso 1 1 calc R U . . .
C5 C 0.7667(7) 0.3624(17) 0.6456(9) 0.043(6) Uani 1 1 d DG U . . .
C6 C 0.7908(8) 0.4296(19) 0.5898(8) 0.038(6) Uani 1 1 d DG U . . .
C7 C 0.7480(10) 0.388(2) 0.5299(7) 0.047(6) Uani 1 1 d DG U . . .
C8 C 0.7749(8) 0.4472(19) 0.4739(10) 0.056(7) Uani 1 1 d G U . . .
H8 H 0.822500 0.511786 0.476401 0.067 Uiso 1 1 calc R U . . .
C9 C 0.7305(11) 0.410(2) 0.4142(7) 0.049(7) Uani 1 1 d DG U . . .
C10 C 0.6593(10) 0.313(2) 0.4105(7) 0.046(7) Uani 1 1 d G U . . .
C11 C 0.6324(8) 0.2541(19) 0.4665(9) 0.052(7) Uani 1 1 d G U . . .
H11 H 0.584808 0.189481 0.463987 0.062 Uiso 1 1 calc R U . . .
C12 C 0.6768(10) 0.292(2) 0.5262(7) 0.047(6) Uani 1 1 d DG U . . .
C13 C 0.6531(9) 0.2268(19) 0.5826(8) 0.047(6) Uani 1 1 d DG U . . .
C14 C 0.5836(8) 0.1250(19) 0.5789(8) 0.042(6) Uani 1 1 d G U . . .
H14 H 0.554067 0.099000 0.538975 0.051 Uiso 1 1 calc R U . . .
C15 C 0.5583(7) 0.0619(17) 0.6349(10) 0.045(7) Uani 1 1 d G U . . .
C16 C 0.6024(9) 0.1007(18) 0.6946(8) 0.038(6) Uani 1 1 d G U . . .
C17 C 0.6719(8) 0.2026(18) 0.6983(8) 0.044(7) Uani 1 1 d G U . . .
H17 H 0.701485 0.228519 0.738290 0.053 Uiso 1 1 calc R U . . .
C18 C 0.6973(7) 0.2656(17) 0.6424(9) 0.040(6) Uani 1 1 d DG U . . .
C19 C 0.3188(9) 0.2070(19) 0.7854(8) 0.052(7) Uani 1 1 d G U . . .
H19 H 0.286932 0.243450 0.747738 0.062 Uiso 1 1 calc R U . . .
C20 C 0.3836(10) 0.095(2) 0.7823(8) 0.045(7) Uani 1 1 d G U . . .
C21 C 0.4312(8) 0.0409(17) 0.8386(10) 0.043(6) Uani 1 1 d G U . . .
C22 C 0.4141(8) 0.0982(19) 0.8981(8) 0.044(7) Uani 1 1 d G U . . .
H22 H 0.445970 0.061795 0.935791 0.053 Uiso 1 1 calc R U . . .
C23 C 0.3493(9) 0.2099(19) 0.9012(8) 0.041(6) Uani 1 1 d DG U . . .
C24 C 0.3017(7) 0.2644(17) 0.8449(9) 0.043(6) Uani 1 1 d DG U . . .
C25 C 0.2356(7) 0.3687(17) 0.8472(9) 0.045(6) Uani 1 1 d DG U . . .
C26 C 0.1899(9) 0.4333(19) 0.7917(7) 0.046(7) Uani 1 1 d G U . . .
H26 H 0.203655 0.405275 0.751407 0.056 Uiso 1 1 calc R U . . .
C27 C 0.1236(8) 0.5399(18) 0.7963(8) 0.041(7) Uani 1 1 d G U . . .
C28 C 0.1031(7) 0.5819(16) 0.8565(9) 0.040(7) Uani 1 1 d G U . . .
C29 C 0.1488(9) 0.5173(19) 0.9120(8) 0.044(7) Uani 1 1 d G U . . .
H29 H 0.135092 0.545342 0.952288 0.053 Uiso 1 1 calc R U . . .
C30 C 0.2151(8) 0.4107(18) 0.9074(8) 0.041(6) Uani 1 1 d DG U . . .
C31 C 0.2657(8) 0.373(2) 0.9638(7) 0.044(6) Uani 1 1 d DG U . . .
C32 C 0.2465(8) 0.4279(18) 1.0230(9) 0.049(7) Uani 1 1 d G U . . .
H32 H 0.202597 0.501408 1.024700 0.059 Uiso 1 1 calc R U . . .
C33 C 0.2929(10) 0.373(2) 1.0798(7) 0.046(6) Uani 1 1 d G U . . .
C34 C 0.3586(9) 0.263(2) 1.0773(7) 0.044(6) Uani 1 1 d G U . . .
C35 C 0.3778(7) 0.2082(17) 1.0181(9) 0.045(6) Uani 1 1 d G U . . .
H35 H 0.421724 0.134654 1.016441 0.054 Uiso 1 1 calc R U . . .
C36 C 0.3314(9) 0.264(2) 0.9614(7) 0.036(5) Uani 1 1 d DG U . . .
O1 O 0.9112(13) 0.546(3) 0.766(2) 0.056(7) Uani 1 1 d . U . . .
O2 O 0.9502(13) 0.682(3) 0.660(2) 0.056(8) Uani 1 1 d . U . . .
O3 O 0.7520(18) 0.463(4) 0.361(3) 0.080(9) Uani 1 1 d D U . . .
H28 H 0.76(4) 0.372(13) 0.330(12) 0.5(5) Uiso 1 1 d D . . . .
O4 O 0.6197(16) 0.284(4) 0.351(2) 0.071(8) Uani 1 1 d . U . . .
O5 O 0.5014(12) -0.029(3) 0.6383(19) 0.048(6) Uani 1 1 d . U . . .
O6 O 0.5798(13) 0.049(3) 0.750(2) 0.054(7) Uani 1 1 d . U . . .
O7 O 0.4846(13) -0.055(3) 0.831(2) 0.053(6) Uani 1 1 d . U . . .
O8 O 0.3950(14) 0.042(3) 0.728(2) 0.049(6) Uani 1 1 d . U . . .
O9 O 0.0848(12) 0.598(3) 0.741(2) 0.048(7) Uani 1 1 d . U . . .
O10 O 0.0415(13) 0.662(3) 0.856(2) 0.057(9) Uani 1 1 d . U . . .
O11 O 0.2775(16) 0.425(3) 1.132(2) 0.058(7) Uani 1 1 d D U . . .
H1B H 0.325(9) 0.46(2) 1.161(9) 0.087 Uiso 1 1 d D U . . .
O12 O 0.3943(16) 0.202(3) 1.134(2) 0.065(8) Uani 1 1 d . U . . .
O13 O 0.895(3) 0.839(6) 0.852(3) 0.17(2) Uani 1 1 d . U . . .
Bi1 Bi 0.9887(2) 0.7528(6) 0.7649(4) 0.060(3) Uani 1 1 d . U . . .
Bi2 Bi 0.4885(2) -0.1326(6) 0.7287(4) 0.068(3) Uani 1 1 d . U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.0 . . ?
O2 C2 C3 117(2) . . ?
O2 C2 C1 123(2) . . ?
C3 C2 C1 120.0 . . ?
O1 C3 C2 124.3(19) . . ?
O1 C3 C4 115.3(19) . . ?
C2 C3 C4 120.0 . . ?
C3 C4 C5 120.0 . . ?
C18 C5 C6 120.3(14) . . ?
C18 C5 C4 119.3(14) . . ?
C6 C5 C4 120.0 . . ?
C7 C6 C5 120.2(14) . . ?
C7 C6 C1 119.8(14) . . ?
C5 C6 C1 120.0 . . ?
C6 C7 C8 120.3(15) . . ?
C6 C7 C12 119.7(15) . . ?
C8 C7 C12 120.0 . . ?
C7 C8 C9 120.0 . . ?
O3 C9 C10 117(2) . . ?
O3 C9 C8 123(2) . . ?
C10 C9 C8 120.0 . . ?
O4 C10 C11 124(2) . . ?
O4 C10 C9 116(2) . . ?
C11 C10 C9 120.0 . . ?
C12 C11 C10 120.0 . . ?
C11 C12 C7 120.0 . . ?
C11 C12 C13 120.8(14) . . ?
C7 C12 C13 119.1(14) . . ?
C14 C13 C18 120.0 . . ?
C14 C13 C12 119.3(13) . . ?
C18 C13 C12 120.7(13) . . ?
C13 C14 C15 120.0 . . ?
O5 C15 C16 113(2) . . ?
O5 C15 C14 127(2) . . ?
C16 C15 C14 120.0 . . ?
O6 C16 C15 123.1(18) . . ?
O6 C16 C17 116.9(18) . . ?
C15 C16 C17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C5 C18 C17 120.2(14) . . ?
C5 C18 C13 119.7(14) . . ?
C17 C18 C13 120.0 . . ?
C20 C19 C24 120.0 . . ?
O8 C20 C19 118.0(19) . . ?
O8 C20 C21 122(2) . . ?
C19 C20 C21 120.0 . . ?
O7 C21 C22 125(2) . . ?
O7 C21 C20 115(2) . . ?
C22 C21 C20 120.0 . . ?
C23 C22 C21 120.0 . . ?
C22 C23 C24 120.0 . . ?
C22 C23 C36 119.5(13) . . ?
C24 C23 C36 120.5(13) . . ?
C25 C24 C23 120.8(14) . . ?
C25 C24 C19 119.2(14) . . ?
C23 C24 C19 120.0 . . ?
C24 C25 C26 122.0(13) . . ?
C24 C25 C30 118.0(13) . . ?
C26 C25 C30 120.0 . . ?
C27 C26 C25 120.0 . . ?
O9 C27 C28 124.1(18) . . ?
O9 C27 C26 115.9(18) . . ?
C28 C27 C26 120.0 . . ?
O10 C28 C27 115(2) . . ?
O10 C28 C29 124(2) . . ?
C27 C28 C29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C31 C30 C29 117.0(13) . . ?
C31 C30 C25 122.2(13) . . ?
C29 C30 C25 120.0 . . ?
C30 C31 C32 120.9(13) . . ?
C30 C31 C36 118.7(13) . . ?
C32 C31 C36 120.0 . . ?
C31 C32 C33 120.0 . . ?
O11 C33 C32 120(2) . . ?
O11 C33 C34 120(2) . . ?
C32 C33 C34 120.0 . . ?
O12 C34 C33 116(2) . . ?
O12 C34 C35 124(2) . . ?
C33 C34 C35 120.0 . . ?
C34 C35 C36 120.0 . . ?
C35 C36 C31 120.0 . . ?
C35 C36 C23 121.1(13) . . ?
C31 C36 C23 118.9(13) . . ?
C3 O1 Bi1 109(2) . . ?
C2 O2 Bi1 112(3) . . ?
C10 O4 Bi2 153(3) . 3_656 ?
C15 O5 Bi2 118(2) . . ?
C16 O6 Bi2 107(2) . . ?
C21 O7 Bi2 115(3) . . ?
C20 O8 Bi2 115(3) . . ?
C27 O9 Bi1 106(2) . 1_455 ?
C28 O10 Bi1 116(3) . 1_455 ?
O1 Bi1 O9 92.3(10) . 1_655 ?
O1 Bi1 O10 84.3(14) . 1_655 ?
O9 Bi1 O10 78.0(14) 1_655 1_655 ?
O1 Bi1 O2 74.4(15) . . ?
O9 Bi1 O2 75.4(12) 1_655 . ?
O10 Bi1 O2 145.0(11) 1_655 . ?
O1 Bi1 O13 76.5(16) . . ?
O9 Bi1 O13 147.4(17) 1_655 . ?
O10 Bi1 O13 70.6(15) 1_655 . ?
O2 Bi1 O13 128.3(13) . . ?
O8 Bi2 O6 93.6(10) . . ?
O8 Bi2 O5 84.9(13) . . ?
O6 Bi2 O5 76.7(14) . . ?
O8 Bi2 O7 72.6(14) . . ?
O6 Bi2 O7 73.8(13) . . ?
O5 Bi2 O7 141.2(11) . . ?
O8 Bi2 O4 81.6(12) . 3_656 ?
O6 Bi2 O4 151.5(16) . 3_656 ?
O5 Bi2 O4 74.9(12) . 3_656 ?
O7 Bi2 O4 129.8(11) . 3_656 ?
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
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C2 O2 1.13(2) . ?
C2 C3 1.3900 . ?
C3 O1 1.28(4) . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 C18 1.367(9) . ?
C5 C6 1.3900 . ?
C6 C7 1.389(10) . ?
C7 C8 1.3900 . ?
C7 C12 1.3900 . ?
C8 C9 1.3900 . ?
C9 O3 1.29(5) . ?
C9 C10 1.3900 . ?
C10 O4 1.34(5) . ?
C10 C11 1.3900 . ?
C11 C12 1.3900 . ?
C12 C13 1.393(10) . ?
C13 C14 1.3900 . ?
C13 C18 1.3900 . ?
C14 C15 1.3900 . ?
C15 O5 1.19(2) . ?
C15 C16 1.3900 . ?
C16 O6 1.34(4) . ?
C16 C17 1.3900 . ?
C17 C18 1.3900 . ?
C19 C20 1.3900 . ?
C19 C24 1.3900 . ?
C20 O8 1.24(4) . ?
C20 C21 1.3900 . ?
C21 O7 1.19(2) . ?
C21 C22 1.3900 . ?
C22 C23 1.3900 . ?
C23 C24 1.3900 . ?
C23 C36 1.398(10) . ?
C24 C25 1.368(9) . ?
C25 C26 1.3900 . ?
C25 C30 1.3900 . ?
C26 C27 1.3900 . ?
C27 O9 1.32(4) . ?
C27 C28 1.3900 . ?
C28 O10 1.19(2) . ?
C28 C29 1.3900 . ?
C29 C30 1.3900 . ?
C30 C31 1.380(10) . ?
C31 C32 1.3900 . ?
C31 C36 1.3900 . ?
C32 C33 1.3900 . ?
C33 O11 1.24(4) . ?
C33 C34 1.3900 . ?
C34 O12 1.34(4) . ?
C34 C35 1.3900 . ?
C35 C36 1.3900 . ?
O1 Bi1 2.07(2) . ?
O2 Bi1 2.27(4) . ?
O4 Bi2 2.56(4) 3_656 ?
O5 Bi2 2.10(4) . ?
O6 Bi2 2.08(2) . ?
O7 Bi2 2.24(4) . ?
O8 Bi2 2.06(2) . ?
O9 Bi1 2.11(2) 1_455 ?
O10 Bi1 2.10(4) 1_455 ?
O13 Bi1 2.65(5) . ?
