#------------------------------------------------------------------------------
#$Date: 2022-03-09 01:50:31 +0200 (Wed, 09 Mar 2022) $
#$Revision: 273540 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/96/7709687.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_7709687
loop_
_publ_author_name
'Gehlhaar, Alexander'
'Schiavo, Eduardo'
'Wölper, Christoph'
'Schulte, Yannick'
'Auer, Alexander A.'
'Schulz, Stephan'
_publ_section_title
;
 Comparing London dispersion pnictogen--π interactions in
 naphthyl-substituted dipnictanes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00477A
_journal_year                    2022
_chemical_formula_sum            'C20 H12 Bi2'
_chemical_formula_weight         670.26
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2022-02-10 deposited with the CCDC.	2022-03-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.603(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.3995(17)
_cell_length_b                   5.1523(4)
_cell_length_c                   31.532(3)
_cell_measurement_reflns_used    1017
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      21.23
_cell_measurement_theta_min      2.32
_cell_volume                     3116.2(5)
_computing_cell_refinement       'BRUKER APEX3(v2019.1-0)'
_computing_data_collection       'BRUKER APEX3(v2019.1-0)'
_computing_data_reduction        'BRUKER APEX3(v2019.1-0)'
_computing_molecular_graphics    'Diamond (Brandenburg)'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'BRUKER APEX3(v2019.1-0)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 KAPPA II (APEX II detector)'
_diffrn_measurement_method       'Data collection strategy APEX 3/QUEEN'
_diffrn_radiation_monochromator  'Triumph Goebel mirror'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1025
_diffrn_reflns_av_unetI/netI     0.0992
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            17944
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.329
_diffrn_reflns_theta_min         2.321
_exptl_absorpt_coefficient_mu    22.550
_exptl_absorpt_correction_T_max  0.02
_exptl_absorpt_correction_T_min  0.01
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
; 
 SADABS
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
 Crystal faces:

     H       K       L      d(mm)

   0.000  -1.000   1.000   0.05800
   1.000   0.000  -1.000   0.00500
  -1.000   0.000   1.000   0.01500
   0.000   0.000  -1.000   0.02000
   0.000   0.000   1.000   0.01300
  -1.000   1.000   0.000   0.04500
   0.000   1.000  -1.000   0.04300
   1.000   0.000   1.000   0.01000
  -1.000   0.000  -1.000   0.02000
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.857
_exptl_crystal_description       needle
_exptl_crystal_F_000             2384
_exptl_crystal_size_max          0.124
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.031
_refine_diff_density_max         1.812
_refine_diff_density_min         -1.382
_refine_diff_density_rms         0.287
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3860
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0550
_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)+(0.0382P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0964
_refine_ls_wR_factor_ref         0.1109
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2446
_reflns_number_total             3860
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt00477a2.cif
_cod_data_source_block           alf_065_hm
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7709687
_shelx_shelxl_version_number     2017/1
_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   0.166
_shelx_estimated_absorpt_t_max   0.542
loop_
_space_group_symop_operation_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_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 0.29625(3) 0.86460(11) 0.40656(2) 0.03422(15) Uani 1 1 d . . . . .
Bi2 Bi 0.26938(3) 0.74276(11) 0.31591(2) 0.03453(15) Uani 1 1 d . . . . .
C10 C 0.3784(7) 0.557(2) 0.4101(4) 0.030(3) Uani 1 1 d . . . . .
C11 C 0.4131(7) 0.491(3) 0.4482(4) 0.035(3) Uani 1 1 d . . . . .
H11 H 0.403907 0.588366 0.472359 0.042 Uiso 1 1 calc R U . . .
C12 C 0.4619(8) 0.291(3) 0.4555(5) 0.040(4) Uani 1 1 d . . . . .
H12 H 0.484439 0.255089 0.483778 0.048 Uiso 1 1 calc R U . . .
C13 C 0.4770(8) 0.147(3) 0.4218(5) 0.045(4) Uani 1 1 d . . . . .
H13 H 0.509700 0.009106 0.426334 0.054 Uiso 1 1 calc R U . . .
C14 C 0.4434(7) 0.206(3) 0.3797(4) 0.034(3) Uani 1 1 d . . . . .
C15 C 0.4592(7) 0.066(3) 0.3433(4) 0.035(4) Uani 1 1 d . . . . .
H15 H 0.492682 -0.069185 0.347424 0.042 Uiso 1 1 calc R U . . .
C16 C 0.4276(8) 0.122(3) 0.3028(5) 0.041(4) Uani 1 1 d . . . . .
H16 H 0.439948 0.030881 0.278811 0.049 Uiso 1 1 calc R U . . .
C17 C 0.3762(8) 0.317(3) 0.2973(5) 0.041(4) Uani 1 1 d . . . . .
H17 H 0.353098 0.352656 0.269203 0.049 Uiso 1 1 calc R U . . .
C18 C 0.3583(8) 0.456(3) 0.3306(5) 0.040(4) Uani 1 1 d . . . . .
C19 C 0.3923(7) 0.411(3) 0.3732(4) 0.033(3) Uani 1 1 d . . . . .
C20 C 0.2160(8) 0.552(3) 0.4129(4) 0.037(4) Uani 1 1 d . . . . .
C21 C 0.2048(8) 0.496(3) 0.4545(5) 0.041(4) Uani 1 1 d . . . . .
H21 H 0.228157 0.594045 0.477818 0.049 Uiso 1 1 calc R U . . .
C22 C 0.1590(9) 0.294(3) 0.4621(5) 0.047(4) Uani 1 1 d . . . . .
H22 H 0.152400 0.256482 0.490676 0.056 Uiso 1 1 calc R U . . .
C23 C 0.1235(7) 0.150(2) 0.4286(4) 0.027(3) Uani 1 1 d . . . . .
H23 H 0.092094 0.016819 0.434131 0.032 Uiso 1 1 calc R U . . .
C24 C 0.1344(8) 0.203(3) 0.3871(5) 0.036(3) Uani 1 1 d . . . . .
C25 C 0.0966(7) 0.064(3) 0.3504(5) 0.039(4) Uani 1 1 d . . . . .
H25 H 0.064931 -0.070739 0.354945 0.047 Uiso 1 1 calc R U . . .
C26 C 0.1061(7) 0.124(3) 0.3109(4) 0.037(3) Uani 1 1 d . . . . .
H26 H 0.079662 0.033555 0.287657 0.045 Uiso 1 1 calc R U . . .
C27 C 0.1532(8) 0.313(3) 0.3016(5) 0.036(3) Uani 1 1 d . . . . .
H27 H 0.158622 0.345071 0.272619 0.044 Uiso 1 1 calc R U . . .
C28 C 0.1914(7) 0.454(2) 0.3335(4) 0.031(3) Uani 1 1 d . . . . .
C29 C 0.1822(7) 0.406(3) 0.3784(4) 0.033(3) 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'
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
C10 Bi1 C20 89.1(5) . . ?
C10 Bi1 Bi2 85.2(3) . . ?
C20 Bi1 Bi2 84.7(3) . . ?
C28 Bi2 C18 92.2(5) . . ?
C28 Bi2 Bi1 85.9(3) . . ?
C18 Bi2 Bi1 85.4(4) . . ?
C11 C10 C19 117.9(13) . . ?
C11 C10 Bi1 118.9(11) . . ?
C19 C10 Bi1 123.1(9) . . ?
C10 C11 C12 125.1(14) . . ?
C13 C12 C11 119.5(15) . . ?
C12 C13 C14 119.4(15) . . ?
C13 C14 C15 121.3(14) . . ?
C13 C14 C19 119.9(13) . . ?
C15 C14 C19 118.8(13) . . ?
C16 C15 C14 121.9(14) . . ?
C15 C16 C17 118.4(13) . . ?
C18 C17 C16 122.8(14) . . ?
C17 C18 C19 120.4(15) . . ?
C17 C18 Bi2 117.5(12) . . ?
C19 C18 Bi2 122.1(11) . . ?
C18 C19 C10 124.0(13) . . ?
C18 C19 C14 117.7(13) . . ?
C10 C19 C14 118.3(12) . . ?
C21 C20 C29 120.0(14) . . ?
C21 C20 Bi1 115.7(11) . . ?
C29 C20 Bi1 124.1(10) . . ?
C20 C21 C22 120.2(15) . . ?
C23 C22 C21 121.3(14) . . ?
C22 C23 C24 119.0(13) . . ?
C23 C24 C29 120.8(13) . . ?
C23 C24 C25 121.4(12) . . ?
C29 C24 C25 117.7(13) . . ?
C26 C25 C24 120.3(13) . . ?
C25 C26 C27 123.2(14) . . ?
C28 C27 C26 121.2(13) . . ?
C27 C28 C29 119.2(13) . . ?
C27 C28 Bi2 118.8(10) . . ?
C29 C28 Bi2 122.0(10) . . ?
C20 C29 C24 118.7(13) . . ?
C20 C29 C28 123.0(13) . . ?
C24 C29 C28 118.3(12) . . ?
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 C10 2.241(13) . ?
Bi1 C20 2.271(15) . ?
Bi1 Bi2 2.8964(8) . ?
Bi2 C28 2.249(14) . ?
Bi2 C18 2.264(16) . ?
C10 C11 1.331(18) . ?
C10 C19 1.440(19) . ?
C11 C12 1.40(2) . ?
C12 C13 1.36(2) . ?
C13 C14 1.42(2) . ?
C14 C15 1.427(18) . ?
C14 C19 1.44(2) . ?
C15 C16 1.36(2) . ?
C16 C17 1.41(2) . ?
C17 C18 1.36(2) . ?
C18 C19 1.42(2) . ?
C20 C21 1.391(19) . ?
C20 C29 1.400(19) . ?
C21 C22 1.41(2) . ?
C22 C23 1.39(2) . ?
C23 C24 1.386(18) . ?
C24 C29 1.449(19) . ?
C24 C25 1.46(2) . ?
C25 C26 1.324(19) . ?
C26 C27 1.40(2) . ?
C27 C28 1.363(19) . ?
C28 C29 1.477(18) . ?
