#------------------------------------------------------------------------------
#$Date: 2020-07-06 06:52:44 +0300 (Mon, 06 Jul 2020) $
#$Revision: 253998 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/03/7240352.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_7240352
loop_
_publ_author_name
'Fritzsche, Ana-Maria'
'Scholz, Sebastian'
'Krasowska, Małgorzata'
'Bhattacharyya, Kalishankar'
'Toma, Ana Maria'
'Silvestru, Cristian'
'Korb, Marcus'
'Rüffer, Tobias'
'Lang, Heinrich'
'Auer, Alexander A.'
'Mehring, Michael'
_publ_section_title
;
 Evaluation of bismuth-based dispersion energy donors - synthesis,
 structure and theoretical study of 2-biphenylbismuth(iii) derivatives.
;
_journal_issue                   18
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              10189
_journal_page_last               10211
_journal_paper_doi               10.1039/c9cp06924k
_journal_volume                  22
_journal_year                    2020
_chemical_formula_moiety         'C24 H18 Bi I'
_chemical_formula_sum            'C24 H19 Bi I'
_chemical_formula_weight         643.27
_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
_audit_update_record
;
2020-04-16 deposited with the CCDC.	2020-04-20 downloaded from the CCDC.
;
_cell_angle_alpha                108.743(3)
_cell_angle_beta                 99.713(3)
_cell_angle_gamma                103.712(3)
_cell_formula_units_Z            2
_cell_length_a                   9.3194(9)
_cell_length_b                   9.6034(9)
_cell_length_c                   12.8339(12)
_cell_measurement_reflns_used    9873
_cell_measurement_temperature    100
_cell_measurement_theta_max      31.5399
_cell_measurement_theta_min      3.1087
_cell_volume                     1018.57(17)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'bruker instrument service APEX3v2017.3-0'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'bruker venture d8'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15873
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         3.396
_exptl_absorpt_coefficient_mu    10.174
_exptl_absorpt_correction_T_max  0.14
_exptl_absorpt_correction_T_min  0.04
_exptl_absorpt_correction_type   'Numerical Mu From Formula'
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    2.097
_exptl_crystal_description       block
_exptl_crystal_F_000             598
_exptl_crystal_size_max          0.416
_exptl_crystal_size_mid          0.347
_exptl_crystal_size_min          0.312
_refine_diff_density_max         4.718
_refine_diff_density_min         -1.012
_refine_diff_density_rms         0.260
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3558
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0526
_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)+(0.0850P)²+8.8108P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1411
_refine_ls_wR_factor_ref         0.1427
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3356
_reflns_number_total             3558
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cp06924k2.cif
_cod_data_source_block           shelx_CCDC2
_cod_depositor_comments
'Adding full bibliography for 7240350--7240358.cif.'
_cod_database_code               7240352
_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.
;
_shelxl_version_number           2013-4
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
C1 C 0.2615(12) 0.8394(12) 0.1803(9) 0.044(2) Uani 1 1 d . . . . .
C2 C 0.2621(13) 0.9081(13) 0.1007(9) 0.045(2) Uani 1 1 d . . . . .
H2 H 0.3562 0.9703 0.0979 0.054 Uiso 1 1 calc R U . . .
C3 C 0.1294(15) 0.8873(15) 0.0265(10) 0.053(3) Uani 1 1 d . . . . .
H3 H 0.1314 0.9336 -0.0286 0.064 Uiso 1 1 calc R U . . .
C4 C -0.0110(14) 0.7979(14) 0.0306(10) 0.049(3) Uani 1 1 d . . . . .
H4 H -0.1038 0.7862 -0.0202 0.059 Uiso 1 1 calc R U . . .
C5 C -0.0138(13) 0.7287(13) 0.1069(9) 0.045(2) Uani 1 1 d . . . . .
H5 H -0.1085 0.6651 0.1075 0.054 Uiso 1 1 calc R U . . .
C6 C 0.1223(12) 0.7498(12) 0.1856(9) 0.041(2) Uani 1 1 d . . . . .
C7 C 0.1162(12) 0.6719(13) 0.2693(10) 0.043(2) Uani 1 1 d . . . . .
C8 C 0.0467(13) 0.5144(14) 0.2322(11) 0.050(3) Uani 1 1 d . . . . .
H8 H -0.0065 0.4566 0.1542 0.059 Uiso 1 1 calc R U . . .
C9 C 0.0540(15) 0.4404(15) 0.3079(12) 0.057(3) Uani 1 1 d . . . . .
H9 H 0.0088 0.3314 0.2817 0.068 Uiso 1 1 calc R U . . .
C10 C 0.1278(14) 0.5258(16) 0.4227(11) 0.055(3) Uani 1 1 d . . . . .
H10 H 0.1353 0.4737 0.4741 0.066 Uiso 1 1 calc R U . . .
C11 C 0.1852(11) 0.6712(16) 0.4603(9) 0.046(3) Uani 1 1 d . . . . .
H11 H 0.2317 0.7264 0.5397 0.055 Uiso 1 1 calc R U . . .
C12 C 0.1817(12) 0.7560(13) 0.3847(10) 0.046(2) Uani 1 1 d . . . . .
H12 H 0.2232 0.8656 0.4136 0.055 Uiso 1 1 calc R U . . .
C13 C 0.4817(12) 0.6310(12) 0.2338(9) 0.044(2) Uani 1 1 d . . . . .
C14 C 0.3999(13) 0.5361(13) 0.1234(10) 0.047(2) Uani 1 1 d . . . . .
H14 H 0.3290 0.5686 0.0821 0.057 Uiso 1 1 calc R U . . .
C15 C 0.4198(13) 0.3933(13) 0.0716(10) 0.048(2) Uani 1 1 d . . . . .
H15 H 0.3637 0.3285 -0.0048 0.058 Uiso 1 1 calc R U . . .
C16 C 0.5249(13) 0.3460(15) 0.1346(11) 0.052(3) Uani 1 1 d . . . . .
H16 H 0.5394 0.2485 0.1009 0.062 Uiso 1 1 calc R U . . .
C17 C 0.6055(14) 0.4409(13) 0.2440(11) 0.054(3) Uani 1 1 d . . . . .
H17 H 0.6772 0.4089 0.2851 0.064 Uiso 1 1 calc R U . . .
C18 C 0.5852(12) 0.5838(13) 0.2969(10) 0.045(2) Uani 1 1 d . . . . .
C19 C 0.6709(12) 0.6834(12) 0.4170(10) 0.045(2) Uani 1 1 d . . . . .
C20 C 0.5991(13) 0.6924(13) 0.5048(10) 0.049(3) Uani 1 1 d . . . . .
H20 H 0.4936 0.6365 0.4872 0.059 Uiso 1 1 calc R U . . .
C21 C 0.6800(14) 0.7824(13) 0.6180(10) 0.050(3) Uani 1 1 d . . . . .
H21 H 0.6302 0.7865 0.6772 0.061 Uiso 1 1 calc R U . . .
C22 C 0.8354(14) 0.8669(14) 0.6445(10) 0.051(3) Uani 1 1 d . . . . .
H22 H 0.8914 0.9299 0.7212 0.061 Uiso 1 1 calc R U . . .
C23 C 0.9043(14) 0.8568(14) 0.5577(10) 0.051(3) Uani 1 1 d . . . . .
H23 H 1.0099 0.9124 0.5751 0.061 Uiso 1 1 calc R U . . .
C24 C 0.8244(13) 0.7675(13) 0.4448(10) 0.048(2) Uani 1 1 d . . . . .
H24 H 0.8752 0.7639 0.3862 0.058 Uiso 1 1 calc R U . . .
Bi1 Bi 0.47302(4) 0.87330(4) 0.31380(3) 0.04214(18) Uani 1 1 d . . . . .
HI1 H 0.5359 0.9595 0.3802 0.051 Uiso 1 1 calc R U . . .
I1 I 0.68578(8) 0.99986(8) 0.20371(6) 0.0480(2) 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'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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 119.7(10) . . ?
C2 C1 Bi1 124.0(8) . . ?
C6 C1 Bi1 116.2(8) . . ?
C3 C2 C1 120.4(11) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 120.6(11) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.8(11) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 120.7(11) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 118.7(10) . . ?
C1 C6 C7 121.6(10) . . ?
C5 C6 C7 119.7(10) . . ?
C8 C7 C12 119.0(10) . . ?
C8 C7 C6 120.4(10) . . ?
C12 C7 C6 120.6(10) . . ?
C9 C8 C7 120.3(12) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 119.7(12) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C11 C10 C9 121.4(11) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C12 121.5(11) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C7 C12 C11 117.8(10) . . ?
C7 C12 H12 121.1 . . ?
C11 C12 H12 121.1 . . ?
C14 C13 C18 120.3(10) . . ?
C14 C13 Bi1 122.0(8) . . ?
C18 C13 Bi1 117.4(8) . . ?
C13 C14 C15 120.9(11) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C14 C15 C16 118.8(11) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
C17 C16 C15 119.8(11) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 121.6(11) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
C17 C18 C13 118.4(11) . . ?
C17 C18 C19 120.8(10) . . ?
C13 C18 C19 120.8(10) . . ?
C24 C19 C20 118.4(11) . . ?
C24 C19 C18 121.0(10) . . ?
C20 C19 C18 120.6(10) . . ?
C21 C20 C19 120.8(11) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 119.9(11) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C23 C22 C21 118.7(11) . . ?
C23 C22 H22 120.7 . . ?
C21 C22 H22 120.7 . . ?
C22 C23 C24 121.7(12) . . ?
C22 C23 H23 119.1 . . ?
C24 C23 H23 119.1 . . ?
C19 C24 C23 120.4(11) . . ?
C19 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C13 Bi1 C1 94.9(4) . . ?
C13 Bi1 I1 93.9(3) . . ?
C1 Bi1 I1 94.7(3) . . ?
C13 Bi1 HI1 132.6 . . ?
C1 Bi1 HI1 132.6 . . ?
I1 Bi1 HI1 83.6 . . ?
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 1.383(16) . ?
C1 C6 1.402(15) . ?
C1 Bi1 2.264(11) . ?
C2 C3 1.356(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.404(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.349(16) . ?
C4 H4 0.9500 . ?
C5 C6 1.409(15) . ?
C5 H5 0.9500 . ?
C6 C7 1.494(15) . ?
C7 C8 1.380(16) . ?
C7 C12 1.382(16) . ?
C8 C9 1.377(17) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(19) . ?
C9 H9 0.9500 . ?
C10 C11 1.263(18) . ?
C10 H10 0.9500 . ?
C11 C12 1.455(16) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.377(16) . ?
C13 C18 1.403(15) . ?
C13 Bi1 2.248(11) . ?
C14 C15 1.391(16) . ?
C14 H14 0.9500 . ?
C15 C16 1.413(16) . ?
C15 H15 0.9500 . ?
C16 C17 1.365(17) . ?
C16 H16 0.9500 . ?
C17 C18 1.396(16) . ?
C17 H17 0.9500 . ?
C18 C19 1.485(16) . ?
C19 C24 1.386(16) . ?
C19 C20 1.395(16) . ?
C20 C21 1.393(17) . ?
C20 H20 0.9500 . ?
C21 C22 1.404(18) . ?
C21 H21 0.9500 . ?
C22 C23 1.365(18) . ?
C22 H22 0.9500 . ?
C23 C24 1.387(17) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
Bi1 I1 2.8829(8) . ?
Bi1 HI1 0.9500 . ?
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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.1(16) . . . . ?
Bi1 C1 C2 C3 -177.2(8) . . . . ?
C1 C2 C3 C4 1.1(18) . . . . ?
C2 C3 C4 C5 -1.7(18) . . . . ?
C3 C4 C5 C6 2.4(17) . . . . ?
C2 C1 C6 C5 1.7(15) . . . . ?
Bi1 C1 C6 C5 178.1(8) . . . . ?
C2 C1 C6 C7 179.3(10) . . . . ?
Bi1 C1 C6 C7 -4.3(13) . . . . ?
C4 C5 C6 C1 -2.4(16) . . . . ?
C4 C5 C6 C7 180.0(10) . . . . ?
C1 C6 C7 C8 -124.5(12) . . . . ?
C5 C6 C7 C8 53.1(14) . . . . ?
C1 C6 C7 C12 54.6(14) . . . . ?
C5 C6 C7 C12 -127.8(11) . . . . ?
C12 C7 C8 C9 -5.5(16) . . . . ?
C6 C7 C8 C9 173.7(10) . . . . ?
C7 C8 C9 C10 2.0(17) . . . . ?
C8 C9 C10 C11 1.9(18) . . . . ?
C9 C10 C11 C12 -2.2(17) . . . . ?
C8 C7 C12 C11 5.1(14) . . . . ?
C6 C7 C12 C11 -174.0(9) . . . . ?
C10 C11 C12 C7 -1.3(15) . . . . ?
C18 C13 C14 C15 -1.0(17) . . . . ?
Bi1 C13 C14 C15 172.9(8) . . . . ?
C13 C14 C15 C16 0.5(17) . . . . ?
C14 C15 C16 C17 -0.5(18) . . . . ?
C15 C16 C17 C18 1.1(19) . . . . ?
C16 C17 C18 C13 -1.6(18) . . . . ?
C16 C17 C18 C19 178.3(11) . . . . ?
C14 C13 C18 C17 1.5(16) . . . . ?
Bi1 C13 C18 C17 -172.7(9) . . . . ?
C14 C13 C18 C19 -178.4(10) . . . . ?
Bi1 C13 C18 C19 7.4(13) . . . . ?
C17 C18 C19 C24 76.0(15) . . . . ?
C13 C18 C19 C24 -104.1(12) . . . . ?
C17 C18 C19 C20 -102.9(13) . . . . ?
C13 C18 C19 C20 77.0(14) . . . . ?
C24 C19 C20 C21 -0.7(16) . . . . ?
C18 C19 C20 C21 178.2(10) . . . . ?
C19 C20 C21 C22 0.8(17) . . . . ?
C20 C21 C22 C23 -1.0(16) . . . . ?
C21 C22 C23 C24 1.0(17) . . . . ?
C20 C19 C24 C23 0.7(16) . . . . ?
C18 C19 C24 C23 -178.2(10) . . . . ?
C22 C23 C24 C19 -0.9(17) . . . . ?
