#------------------------------------------------------------------------------
#$Date: 2019-11-23 14:48:17 +0200 (Sat, 23 Nov 2019) $
#$Revision: 233689 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/91/4349197.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_4349197
loop_
_publ_author_name
'Loera Fernandez, Ismael I.'
'Donaldson, Samantha L.'
'Schipper, Desmond E.'
'Andleeb, Sohaila'
'Whitmire, Kenton H.'
_publ_section_title
;
 Anionic Bismuth-Oxido Carboxylate Clusters with Transition Metal
 Countercations.
;
_journal_issue                   21
_journal_name_full               'Inorganic chemistry'
_journal_page_first              11560
_journal_page_last               11569
_journal_paper_doi               10.1021/acs.inorgchem.6b02092
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C16 H12 Bi2 F18 N O13'
_chemical_formula_weight         1186.23
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                113.359(5)
_cell_angle_beta                 96.626(2)
_cell_angle_gamma                96.678(3)
_cell_formula_units_Z            2
_cell_length_a                   9.429(3)
_cell_length_b                   13.001(5)
_cell_length_c                   13.971(5)
_cell_measurement_reflns_used    5054
_cell_measurement_temperature    173
_cell_measurement_theta_max      31.9
_cell_measurement_theta_min      2.2
_cell_volume                     1536.9(9)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      173
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_device
;
SCXMini: Fixed Chi 2 circle
;
_diffrn_measurement_device_type
;
Rigaku Mercury2 (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19615
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.966
_diffrn_reflns_theta_min         2.495
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    11.603
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.365
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            'Faint Yellow'
_exptl_crystal_density_diffrn    2.563
_exptl_crystal_description       Blocks
_exptl_crystal_F_000             1094
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.070
_refine_diff_density_max         2.290
_refine_diff_density_min         -3.976
_refine_diff_density_rms         0.231
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         9673
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0393
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0432P)²+2.9730P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0920
_refine_ls_wR_factor_ref         0.0982
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8153
_reflns_number_total             9673
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b02092_si_002.cif
_cod_data_source_block           Me4N_Bi4
_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
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               4349197
_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   0.205
_shelx_estimated_absorpt_t_max   0.497
_shelxl_version_number           2013-2
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
Bi1 Bi 0.82518(2) -0.44264(2) 0.44038(2) 0.01863(6) Uani 1 1 d . .
Bi2 Bi 0.43695(2) -0.60421(2) 0.36930(2) 0.01847(6) Uani 1 1 d . .
C11 C 0.7736(5) -0.7001(4) 0.4368(4) 0.0240(10) Uani 1 1 d . .
C12 C 0.8203(7) -0.7954(5) 0.4668(5) 0.0384(13) Uani 1 1 d . .
C21 C 0.6879(6) -0.2116(4) 0.5177(5) 0.0292(11) Uani 1 1 d . .
C22 C 0.6963(8) -0.0932(5) 0.5158(6) 0.0450(16) Uani 1 1 d . .
C31 C 0.9525(5) -0.3430(5) 0.7030(4) 0.0252(10) Uani 1 1 d . .
C32 C 0.9978(7) -0.2300(6) 0.8010(5) 0.0440(16) Uani 1 1 d . .
C41 C 0.3077(7) -0.4884(6) 0.2504(5) 0.0342(13) Uani 1 1 d . .
C42 C 0.2687(11) -0.3965(8) 0.2148(6) 0.062(2) Uani 1 1 d . .
C51 C 0.7177(6) -0.5191(5) 0.2150(4) 0.0288(11) Uani 1 1 d . .
C52 C 0.6522(9) -0.5942(7) 0.0990(5) 0.0500(17) Uani 1 1 d . .
C61 C 0.4323(8) -0.9202(5) 0.1776(5) 0.0405(14) Uani 1 1 d . .
C62 C 0.3524(12) -1.0360(7) 0.0977(7) 0.070(3) Uani 1 1 d . .
C100 C 1.9366(12) -0.1502(10) 0.2531(8) 0.089(3) Uani 1 1 d . .
H10A H 1.9357 -0.2052 0.2830 0.133 Uiso 1 1 calc R U
H10B H 1.9040 -0.0840 0.2997 0.133 Uiso 1 1 calc R U
H10C H 2.0335 -0.1289 0.2442 0.133 Uiso 1 1 calc R U
C101 C 1.8367(14) -0.1170(9) 0.0997(10) 0.094(4) Uani 1 1 d . .
H10D H 1.7733 -0.1510 0.0322 0.142 Uiso 1 1 calc R U
H10E H 1.9331 -0.0948 0.0905 0.142 Uiso 1 1 calc R U
H10F H 1.8028 -0.0511 0.1456 0.142 Uiso 1 1 calc R U
C102 C 1.6889(10) -0.2307(9) 0.1683(9) 0.077(3) Uani 1 1 d . .
H10G H 1.6909 -0.2831 0.2011 0.115 Uiso 1 1 calc R U
H10H H 1.6217 -0.2653 0.1025 0.115 Uiso 1 1 calc R U
H10I H 1.6591 -0.1629 0.2145 0.115 Uiso 1 1 calc R U
C103 C 1.8927(13) -0.3015(7) 0.0777(7) 0.076(3) Uani 1 1 d . .
H10J H 1.8957 -0.3549 0.1092 0.114 Uiso 1 1 calc R U
H10K H 1.9886 -0.2780 0.0684 0.114 Uiso 1 1 calc R U
H10L H 1.8294 -0.3368 0.0101 0.114 Uiso 1 1 calc R U
O11 O 0.8628(4) -0.6082(3) 0.4765(3) 0.0278(8) Uani 1 1 d . .
O12 O 0.6592(4) -0.7248(3) 0.3763(3) 0.0333(9) Uani 1 1 d . .
O21 O 0.7516(4) -0.2763(3) 0.4493(3) 0.0322(9) Uani 1 1 d . .
O22 O 0.6233(5) -0.2280(3) 0.5816(3) 0.0355(9) Uani 1 1 d . .
O31 O 0.8478(4) -0.3470(3) 0.6344(3) 0.0293(8) Uani 1 1 d . .
O32 O 1.0253(5) -0.4155(4) 0.6992(3) 0.0455(11) Uani 1 1 d . .
O41 O 0.3746(5) -0.4500(4) 0.3459(3) 0.0361(10) Uani 1 1 d . .
O42 O 0.2779(6) -0.5870(4) 0.1867(4) 0.0524(13) Uani 1 1 d . .
O51 O 0.6682(4) -0.5491(4) 0.2823(3) 0.0324(8) Uani 1 1 d . .
O52 O 0.8112(5) -0.4363(4) 0.2353(4) 0.0424(10) Uani 1 1 d . .
O61 O 0.5332(6) -0.9310(4) 0.2415(4) 0.0563(14) Uani 1 1 d . .
H61 H 0.5757 -0.8677 0.2843 0.084 Uiso 1 1 calc R U
O62 O 0.3976(6) -0.8348(4) 0.1781(4) 0.0520(12) Uani 1 1 d . .
O100 O 0.6225(3) -0.4814(3) 0.4789(3) 0.0195(6) Uani 1 1 d . .
N1 N 1.8380(6) -0.2008(4) 0.1478(4) 0.0394(12) Uani 1 1 d . .
F11 F 0.8508(11) -0.8750(6) 0.3854(5) 0.144(4) Uani 1 1 d . .
F12 F 0.7109(5) -0.8432(5) 0.4952(6) 0.088(2) Uani 1 1 d . .
F13 F 0.9267(5) -0.7612(4) 0.5456(4) 0.0688(15) Uani 1 1 d . .
F21 F 0.6389(9) -0.0245(5) 0.5873(6) 0.116(3) Uani 1 1 d . .
F22 F 0.8299(6) -0.0480(5) 0.5203(7) 0.102(2) Uani 1 1 d . .
F23 F 0.6268(8) -0.1005(5) 0.4256(6) 0.104(2) Uani 1 1 d . .
F31 F 0.9088(9) -0.1620(6) 0.8109(7) 0.170(5) Uani 1 1 d . .
F32 F 1.0169(8) -0.2438(6) 0.8881(4) 0.112(3) Uani 1 1 d . .
F33 F 1.1241(7) -0.1790(5) 0.7987(4) 0.096(2) Uani 1 1 d . .
F41 F 0.1779(9) -0.4384(7) 0.1251(5) 0.110(2) Uani 1 1 d . .
F42 F 0.2144(15) -0.3220(8) 0.2812(6) 0.198(6) Uani 1 1 d . .
F43 F 0.3819(9) -0.3459(7) 0.1954(8) 0.139(3) Uani 1 1 d . .
F51 F 0.5541(8) -0.6797(6) 0.0861(4) 0.110(2) Uani 1 1 d . .
F52 F 0.7486(8) -0.6393(7) 0.0457(4) 0.111(3) Uani 1 1 d . .
F53 F 0.5959(10) -0.5364(6) 0.0529(5) 0.124(3) Uani 1 1 d . .
F61 F 0.2578(14) -1.0306(7) 0.0289(8) 0.207(7) Uani 1 1 d . .
F62 F 0.4329(10) -1.0983(7) 0.0466(9) 0.189(5) Uani 1 1 d . .
F63 F 0.2862(14) -1.0942(8) 0.1356(7) 0.190(6) 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'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 '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
O100 Bi1 O21 85.54(13) . .
O100 Bi1 O51 73.23(13) . .
O21 Bi1 O51 91.89(15) . .
O100 Bi1 O11 80.30(13) . .
O21 Bi1 O11 162.31(14) . .
O51 Bi1 O11 94.09(14) . .
O100 Bi1 O31 72.30(12) . .
O21 Bi1 O31 82.38(14) . .
O51 Bi1 O31 145.38(13) . .
O11 Bi1 O31 83.25(14) . .
O100 Bi1 O32 129.16(15) . 2_746
O21 Bi1 O32 130.48(14) . 2_746
O51 Bi1 O32 71.42(14) . 2_746
O11 Bi1 O32 67.19(14) . 2_746
O31 Bi1 O32 136.09(13) . 2_746
O100 Bi2 O100 70.29(14) 2_646 .
O100 Bi2 O41 82.31(14) 2_646 .
O100 Bi2 O41 83.86(15) . .
O100 Bi2 O22 79.57(13) 2_646 2_646
O100 Bi2 O22 111.29(14) . 2_646
O41 Bi2 O22 150.44(15) . 2_646
O100 Bi2 O31 67.39(11) 2_646 2_646
O100 Bi2 O31 136.90(12) . 2_646
O41 Bi2 O31 82.86(15) . 2_646
O22 Bi2 O31 68.68(13) 2_646 2_646
O100 Bi2 Bi2 35.47(8) 2_646 2_646
O100 Bi2 Bi2 34.82(8) . 2_646
O41 Bi2 Bi2 81.54(11) . 2_646
O22 Bi2 Bi2 96.55(10) 2_646 2_646
O31 Bi2 Bi2 102.53(8) 2_646 2_646
O12 C11 O11 128.9(5) . .
O12 C11 C12 116.4(5) . .
O11 C11 C12 114.7(5) . .
F11 C12 F13 110.0(7) . .
F11 C12 F12 106.1(7) . .
F13 C12 F12 105.7(6) . .
F11 C12 C11 110.1(5) . .
F13 C12 C11 114.7(5) . .
F12 C12 C11 109.8(5) . .
O22 C21 O21 130.7(5) . .
O22 C21 C22 117.1(5) . .
O21 C21 C22 112.3(5) . .
F21 C22 F22 110.5(8) . .
F21 C22 F23 105.5(7) . .
F22 C22 F23 104.1(7) . .
F21 C22 C21 113.5(6) . .
F22 C22 C21 111.6(5) . .
F23 C22 C21 111.1(6) . .
O32 C31 O31 128.7(5) . .
O32 C31 C32 115.4(5) . .
O31 C31 C32 115.8(5) . .
F31 C32 F32 107.0(8) . .
F31 C32 F33 108.4(8) . .
F32 C32 F33 104.5(6) . .
F31 C32 C31 114.2(6) . .
F32 C32 C31 112.4(6) . .
F33 C32 C31 109.8(6) . .
O42 C41 O41 126.9(6) . .
O42 C41 C42 118.6(6) . .
O41 C41 C42 114.4(6) . .
F42 C42 F43 108.2(11) . .
F42 C42 F41 107.4(9) . .
F43 C42 F41 103.7(8) . .
F42 C42 C41 113.3(6) . .
F43 C42 C41 111.1(7) . .
F41 C42 C41 112.6(8) . .
O52 C51 O51 125.7(5) . .
O52 C51 C52 118.5(6) . .
O51 C51 C52 115.8(5) . .
F53 C52 F52 106.3(7) . .
F53 C52 F51 108.4(8) . .
F52 C52 F51 105.0(8) . .
F53 C52 C51 111.4(6) . .
F52 C52 C51 111.8(6) . .
F51 C52 C51 113.6(6) . .
O62 C61 O61 128.2(6) . .
O62 C61 C62 121.4(7) . .
O61 C61 C62 110.4(6) . .
F63 C62 F62 104.0(11) . .
F63 C62 F61 104.7(11) . .
F62 C62 F61 105.3(11) . .
F63 C62 C61 115.0(8) . .
F62 C62 C61 113.7(9) . .
F61 C62 C61 113.1(8) . .
N1 C100 H10A 109.5 . .
N1 C100 H10B 109.5 . .
H10A C100 H10B 109.5 . .
N1 C100 H10C 109.5 . .
H10A C100 H10C 109.5 . .
H10B C100 H10C 109.5 . .
N1 C101 H10D 109.5 . .
N1 C101 H10E 109.5 . .
H10D C101 H10E 109.5 . .
N1 C101 H10F 109.5 . .
H10D C101 H10F 109.5 . .
H10E C101 H10F 109.5 . .
N1 C102 H10G 109.5 . .
N1 C102 H10H 109.5 . .
H10G C102 H10H 109.5 . .
N1 C102 H10I 109.5 . .
H10G C102 H10I 109.5 . .
H10H C102 H10I 109.5 . .
N1 C103 H10J 109.5 . .
N1 C103 H10K 109.5 . .
H10J C103 H10K 109.5 . .
N1 C103 H10L 109.5 . .
H10J C103 H10L 109.5 . .
H10K C103 H10L 109.5 . .
C11 O11 Bi1 122.8(3) . .
C21 O21 Bi1 128.1(3) . .
C21 O22 Bi2 135.3(3) . 2_646
C31 O31 Bi1 126.5(3) . .
C31 O31 Bi2 127.9(3) . 2_646
Bi1 O31 Bi2 93.94(11) . 2_646
C31 O32 Bi1 138.4(4) . 2_746
C41 O41 Bi2 106.0(4) . .
C51 O51 Bi1 105.3(3) . .
C61 O61 H61 109.5 . .
Bi1 O100 Bi2 124.51(15) . 2_646
Bi1 O100 Bi2 125.64(15) . .
Bi2 O100 Bi2 109.71(14) 2_646 .
C103 N1 C101 109.3(7) . .
C103 N1 C100 108.0(7) . .
C101 N1 C100 110.7(8) . .
C103 N1 C102 112.8(7) . .
C101 N1 C102 109.7(7) . .
C100 N1 C102 106.3(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Bi1 O100 2.104(3) .
Bi1 O21 2.308(4) .
Bi1 O51 2.309(4) .
Bi1 O11 2.451(4) .
Bi1 O31 2.464(4) .
Bi1 O32 2.753(4) 2_746
Bi2 O100 2.144(3) 2_646
Bi2 O100 2.179(3) .
Bi2 O41 2.285(4) .
Bi2 O22 2.557(4) 2_646
Bi2 O31 2.675(4) 2_646
Bi2 Bi2 3.5348(10) 2_646
C11 O12 1.214(6) .
C11 O11 1.255(6) .
C11 C12 1.549(8) .
C12 F11 1.288(8) .
C12 F13 1.293(7) .
C12 F12 1.322(8) .
C21 O22 1.208(7) .
C21 O21 1.263(7) .
C21 C22 1.543(8) .
C22 F21 1.272(8) .
C22 F22 1.310(9) .
C22 F23 1.314(10) .
C31 O32 1.218(7) .
C31 O31 1.276(6) .
C31 C32 1.530(8) .
C32 F31 1.268(9) .
C32 F32 1.295(9) .
C32 F33 1.304(8) .
C41 O42 1.212(8) .
C41 O41 1.278(7) .
C41 C42 1.529(9) .
C42 F42 1.254(10) .
C42 F43 1.301(12) .
C42 F41 1.306(11) .
C51 O52 1.223(7) .
C51 O51 1.267(7) .
C51 C52 1.528(8) .
C52 F53 1.288(9) .
C52 F52 1.288(10) .
C52 F51 1.299(9) .
C61 O62 1.192(8) .
C61 O61 1.286(9) .
C61 C62 1.513(10) .
C62 F63 1.236(12) .
C62 F62 1.246(12) .
C62 F61 1.262(12) .
C100 N1 1.496(11) .
C100 H10A 0.9600 .
C100 H10B 0.9600 .
C100 H10C 0.9600 .
C101 N1 1.490(10) .
C101 H10D 0.9600 .
C101 H10E 0.9600 .
C101 H10F 0.9600 .
C102 N1 1.504(11) .
C102 H10G 0.9600 .
C102 H10H 0.9600 .
C102 H10I 0.9600 .
C103 N1 1.482(10) .
C103 H10J 0.9600 .
C103 H10K 0.9600 .
C103 H10L 0.9600 .
O22 Bi2 2.557(4) 2_646
O31 Bi2 2.675(4) 2_646
O32 Bi1 2.753(4) 2_746
O61 H61 0.8200 .
O100 Bi2 2.144(3) 2_646
