#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:01:28 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180284 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/70/7117001.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_7117001
loop_
_publ_author_name
'Deepak Dange'
'Amelia Davey'
'Joseph A. B. Abdalla'
'Simon Aldridge'
'Cameron Jones'
_publ_section_title
;
 Utilisation of a lithium boryl as a reducing agent in low oxidation state
 group 15 chemistry: synthesis and characterisation of an amido-distibene
 and a boryl-dibismuthene
;
_journal_name_full               Chem.Commun.
_journal_page_first              7128
_journal_paper_doi               10.1039/C5cc01772F
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C38 H40 Bi Br2 N Si'
_chemical_formula_weight         907.60
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-02-27 deposited with the CCDC.
2015-03-21 downloaded from the CCDC.
;
_cell_angle_alpha                95.931(4)
_cell_angle_beta                 96.150(4)
_cell_angle_gamma                100.498(4)
_cell_formula_units_Z            2
_cell_length_a                   10.1646(5)
_cell_length_b                   11.2590(6)
_cell_length_c                   15.5011(7)
_cell_measurement_temperature    123(2)
_cell_volume                     1720.51(15)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Apex X8'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_sigmaI/netI    0.0536
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15473
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    7.508
_exptl_absorpt_correction_T_max  0.398
_exptl_absorpt_correction_T_min  0.252
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sortav (Blessing)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.752
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             884
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         2.252
_refine_diff_density_min         -1.188
_refine_diff_density_rms         0.144
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     393
_refine_ls_number_reflns         6404
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0307
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0276P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0629
_refine_ls_wR_factor_ref         0.0661
_reflns_number_gt                5758
_reflns_number_total             6404
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc01772f2.cif
_cod_data_source_block           compound1e
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7117001
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.977665(14) 0.113409(15) 0.363843(10) 0.01701(6) Uani 1 1 d . . .
Si1 Si 0.81088(11) 0.35004(11) 0.31732(7) 0.0163(3) Uani 1 1 d . . .
C27 C 0.8825(4) 0.0012(4) 0.1602(3) 0.0142(9) Uani 1 1 d . . .
C26 C 0.7312(4) -0.0299(4) -0.0124(3) 0.0190(9) Uani 1 1 d . . .
H26 H 0.7768 -0.0904 0.0077 0.023 Uiso 1 1 calc R . .
C23 C 0.5991(4) 0.1437(5) -0.0742(3) 0.0269(11) Uani 1 1 d . . .
H23 H 0.5545 0.2042 -0.0953 0.032 Uiso 1 1 calc R . .
C21 C 0.7469(4) 0.0810(4) 0.0383(3) 0.0154(9) Uani 1 1 d . . .
C2 C 0.9471(4) 0.2192(4) 0.1362(3) 0.0136(9) Uani 1 1 d . . .
C4 C 1.1284(4) 0.3345(4) 0.0703(3) 0.0161(9) Uani 1 1 d . . .
C5 C 1.1819(4) 0.3927(4) 0.1533(3) 0.0158(9) Uani 1 1 d . . .
H5 H 1.2624 0.4527 0.1593 0.019 Uiso 1 1 calc R . .
C1 C 1.0009(4) 0.2822(4) 0.2200(2) 0.0118(8) Uani 1 1 d . . .
C8 C 1.2852(4) 0.5478(4) 0.3192(3) 0.0173(9) Uani 1 1 d . . .
C3 C 1.0111(4) 0.2473(4) 0.0642(3) 0.0144(9) Uani 1 1 d . . .
H3 H 0.9731 0.2049 0.0084 0.017 Uiso 1 1 calc R . .
C25 C 0.6487(4) -0.0548(4) -0.0933(3) 0.0225(10) Uani 1 1 d . . .
H25 H 0.6382 -0.1318 -0.1274 0.027 Uiso 1 1 calc R . .
C22 C 0.6801(4) 0.1680(4) 0.0062(3) 0.0215(10) Uani 1 1 d . . .
H22 H 0.6899 0.2453 0.0399 0.026 Uiso 1 1 calc R . .
C24 C 0.5838(4) 0.0319(5) -0.1230(3) 0.0256(11) Uani 1 1 d . . .
H24 H 0.5278 0.0148 -0.1776 0.031 Uiso 1 1 calc R . .
C12 C 1.4843(5) 0.6812(5) 0.2877(3) 0.0368(13) Uani 1 1 d . . .
H12 H 1.5692 0.6916 0.2663 0.044 Uiso 1 1 calc R . .
C9 C 1.2368(4) 0.6507(4) 0.3466(3) 0.0208(10) Uani 1 1 d . . .
H9 H 1.1508 0.6415 0.3664 0.025 Uiso 1 1 calc R . .
C34 C 1.3476(4) 0.3663(5) 0.0036(3) 0.0359(13) Uani 1 1 d . . .
H34A H 1.3924 0.4298 0.0510 0.054 Uiso 1 1 calc R . .
H34B H 1.3848 0.3827 -0.0507 0.054 Uiso 1 1 calc R . .
H34C H 1.3626 0.2868 0.0182 0.054 Uiso 1 1 calc R . .
C13 C 1.4122(4) 0.5645(5) 0.2908(3) 0.0264(11) Uani 1 1 d . . .
H13 H 1.4498 0.4958 0.2735 0.032 Uiso 1 1 calc R . .
C33 C 1.1954(4) 0.3657(4) -0.0088(3) 0.0251(11) Uani 1 1 d . . .
H33 H 1.1524 0.3031 -0.0592 0.030 Uiso 1 1 calc R . .
C7 C 1.1996(4) 0.4219(4) 0.3182(3) 0.0150(9) Uani 1 1 d . . .
H7 H 1.1297 0.4312 0.3578 0.018 Uiso 1 1 calc R . .
N1 N 0.9327(3) 0.2616(3) 0.2957(2) 0.0133(7) Uani 1 1 d . . .
C20 C 0.8301(4) 0.1100(4) 0.1284(3) 0.0138(9) Uani 1 1 d . . .
H20 H 0.7678 0.1328 0.1703 0.017 Uiso 1 1 calc R . .
C6 C 1.1238(4) 0.3676(4) 0.2279(3) 0.0135(9) Uani 1 1 d . . .
C38 C 0.6389(4) 0.2784(4) 0.2605(3) 0.0258(11) Uani 1 1 d . . .
H38A H 0.6365 0.2830 0.1976 0.039 Uiso 1 1 calc R . .
H38B H 0.5722 0.3217 0.2835 0.039 Uiso 1 1 calc R . .
H38C H 0.6177 0.1929 0.2706 0.039 Uiso 1 1 calc R . .
C36 C 0.8606(4) 0.5009(4) 0.2781(3) 0.0286(11) Uani 1 1 d . . .
H36A H 0.9353 0.5509 0.3188 0.043 Uiso 1 1 calc R . .
H36B H 0.7834 0.5420 0.2750 0.043 Uiso 1 1 calc R . .
H36C H 0.8891 0.4891 0.2199 0.043 Uiso 1 1 calc R . .
C37 C 0.8032(4) 0.3797(5) 0.4361(3) 0.0269(11) Uani 1 1 d . . .
H37A H 0.7764 0.3023 0.4592 0.040 Uiso 1 1 calc R . .
H37B H 0.7370 0.4312 0.4462 0.040 Uiso 1 1 calc R . .
H37C H 0.8922 0.4213 0.4657 0.040 Uiso 1 1 calc R . .
C28 C 1.0128(4) -0.0153(4) 0.1509(3) 0.0173(9) Uani 1 1 d . . .
H28 H 1.0689 0.0396 0.1213 0.021 Uiso 1 1 calc R . .
C32 C 0.8029(4) -0.0811(4) 0.2032(3) 0.0203(10) Uani 1 1 d . . .
H32 H 0.7129 -0.0725 0.2089 0.024 Uiso 1 1 calc R . .
C14 C 1.2805(4) 0.3318(4) 0.3546(3) 0.0167(9) Uani 1 1 d . . .
C29 C 1.0621(4) -0.1110(4) 0.1841(3) 0.0207(10) Uani 1 1 d . . .
H29 H 1.1504 -0.1222 0.1756 0.025 Uiso 1 1 calc R . .
C19 C 1.3635(4) 0.3670(4) 0.4348(3) 0.0218(10) Uani 1 1 d . . .
H19 H 1.3723 0.4474 0.4635 0.026 Uiso 1 1 calc R . .
C31 C 0.8518(4) -0.1756(4) 0.2380(3) 0.0239(10) Uani 1 1 d . . .
H31 H 0.7959 -0.2306 0.2676 0.029 Uiso 1 1 calc R . .
C30 C 0.9834(4) -0.1896(4) 0.2293(3) 0.0238(10) Uani 1 1 d . . .
H30 H 1.0186 -0.2528 0.2542 0.029 Uiso 1 1 calc R . .
C15 C 1.2723(4) 0.2142(4) 0.3145(3) 0.0190(9) Uani 1 1 d . . .
H15 H 1.2191 0.1884 0.2592 0.023 Uiso 1 1 calc R . .
C11 C 1.4338(5) 0.7810(5) 0.3153(3) 0.0394(14) Uani 1 1 d . . .
H11 H 1.4839 0.8604 0.3135 0.047 Uiso 1 1 calc R . .
C10 C 1.3102(5) 0.7665(5) 0.3458(3) 0.0331(12) Uani 1 1 d . . .
H10 H 1.2757 0.8357 0.3662 0.040 Uiso 1 1 calc R . .
C35 C 1.1746(6) 0.4889(6) -0.0318(4) 0.0541(17) Uani 1 1 d . . .
H35A H 1.0791 0.4845 -0.0525 0.081 Uiso 1 1 calc R . .
H35B H 1.2292 0.5125 -0.0780 0.081 Uiso 1 1 calc R . .
H35C H 1.2021 0.5495 0.0201 0.081 Uiso 1 1 calc R . .
C16 C 1.3408(4) 0.1335(4) 0.3539(3) 0.0239(10) Uani 1 1 d . . .
H16 H 1.3326 0.0529 0.3259 0.029 Uiso 1 1 calc R . .
C17 C 1.4202(4) 0.1695(4) 0.4332(3) 0.0261(11) Uani 1 1 d . . .
H17 H 1.4661 0.1142 0.4605 0.031 Uiso 1 1 calc R . .
C18 C 1.4321(4) 0.2873(5) 0.4724(3) 0.0275(11) Uani 1 1 d . . .
H18 H 1.4888 0.3137 0.5264 0.033 Uiso 1 1 calc R . .
Br1 Br 0.73423(4) 0.04306(4) 0.40811(3) 0.02965(12) Uani 1 1 d . . .
Br2 Br 1.06372(5) 0.22687(5) 0.52295(3) 0.03385(13) 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'
Si Si 0.0817 0.0704 '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'
Br Br -0.2901 2.4595 '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
N1 Bi1 Br2 101.14(8) . .
N1 Bi1 Br1 96.85(8) . .
Br2 Bi1 Br1 90.666(16) . .
N1 Si1 C37 111.25(19) . .
N1 Si1 C36 108.80(18) . .
C37 Si1 C36 106.9(2) . .
N1 Si1 C38 112.61(18) . .
C37 Si1 C38 109.2(2) . .
C36 Si1 C38 107.8(2) . .
C32 C27 C28 118.0(4) . .
C32 C27 C20 120.6(3) . .
C28 C27 C20 121.4(4) . .
C21 C26 C25 120.8(4) . .
C24 C23 C22 119.7(4) . .
C26 C21 C22 118.0(4) . .
C26 C21 C20 122.7(4) . .
C22 C21 C20 119.2(4) . .
C3 C2 C1 119.6(3) . .
C3 C2 C20 120.7(3) . .
C1 C2 C20 119.2(3) . .
C3 C4 C5 116.8(4) . .
C3 C4 C33 122.2(4) . .
C5 C4 C33 121.0(4) . .
C6 C5 C4 123.2(4) . .
C2 C1 C6 118.2(3) . .
C2 C1 N1 121.4(3) . .
C6 C1 N1 120.4(3) . .
C9 C8 C13 117.7(4) . .
C9 C8 C7 120.3(4) . .
C13 C8 C7 122.0(4) . .
C2 C3 C4 122.8(4) . .
C24 C25 C26 119.9(4) . .
C23 C22 C21 121.1(4) . .
C25 C24 C23 120.4(4) . .
C11 C12 C13 120.5(5) . .
C10 C9 C8 121.8(4) . .
C12 C13 C8 120.4(5) . .
C4 C33 C35 110.8(4) . .
C4 C33 C34 113.0(4) . .
C35 C33 C34 108.6(4) . .
C8 C7 C6 113.4(3) . .
C8 C7 C14 112.8(3) . .
C6 C7 C14 109.8(3) . .
C1 N1 Si1 117.2(3) . .
C1 N1 Bi1 116.0(2) . .
Si1 N1 Bi1 126.52(17) . .
C21 C20 C27 113.5(3) . .
C21 C20 C2 113.9(3) . .
C27 C20 C2 109.6(3) . .
C5 C6 C1 119.3(3) . .
C5 C6 C7 119.9(3) . .
C1 C6 C7 120.6(3) . .
C29 C28 C27 121.0(4) . .
C31 C32 C27 121.5(4) . .
C15 C14 C19 117.5(4) . .
C15 C14 C7 123.6(3) . .
C19 C14 C7 118.8(4) . .
C30 C29 C28 120.4(4) . .
C18 C19 C14 121.0(4) . .
C32 C31 C30 119.7(4) . .
C29 C30 C31 119.4(4) . .
C14 C15 C16 121.0(4) . .
C12 C11 C10 120.0(5) . .
C11 C10 C9 119.6(5) . .
C17 C16 C15 120.5(4) . .
C16 C17 C18 118.9(4) . .
C19 C18 C17 121.1(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Bi1 N1 2.155(3) .
Bi1 Br2 2.6380(5) .
Bi1 Br1 2.6425(5) .
Si1 N1 1.762(3) .
Si1 C37 1.849(4) .
Si1 C36 1.864(5) .
Si1 C38 1.869(4) .
C27 C32 1.388(6) .
C27 C28 1.390(5) .
C27 C20 1.528(6) .
C26 C21 1.378(6) .
C26 C25 1.405(6) .
C23 C24 1.375(6) .
C23 C22 1.391(6) .
C21 C22 1.392(6) .
C21 C20 1.525(5) .
C2 C3 1.387(6) .
C2 C1 1.415(5) .
C2 C20 1.532(5) .
C4 C3 1.387(5) .
C4 C5 1.388(5) .
C4 C33 1.507(6) .
C5 C6 1.385(6) .
C1 C6 1.416(5) .
C1 N1 1.444(5) .
C8 C9 1.384(6) .
C8 C13 1.395(6) .
C8 C7 1.520(6) .
C25 C24 1.364(6) .
C12 C11 1.367(8) .
C12 C13 1.391(7) .
C9 C10 1.380(6) .
C34 C33 1.537(6) .
C33 C35 1.514(7) .
C7 C6 1.532(5) .
C7 C14 1.532(6) .
C28 C29 1.390(6) .
C32 C31 1.387(6) .
C14 C15 1.387(6) .
C14 C19 1.402(6) .
C29 C30 1.380(6) .
C19 C18 1.372(6) .
C31 C30 1.394(6) .
C15 C16 1.393(6) .
C11 C10 1.377(7) .
C16 C17 1.375(6) .
C17 C18 1.379(7) .
