#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:08:49 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178618 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/29/4072955.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_4072955
loop_
_publ_author_name
'Soran, Albert P.'
'Silvestru, Cristian'
'Breunig, Hans J.'
'Balázs, Gabor'
'Green, Jennifer C.'
_publ_section_title
;
 Organobismuth(III) Dihalides with T-Shaped Geometry Stabilized by
 Intramolecular N→ Bi Interactions and Related
 Diorganobismuth(III) Halides
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              1196
_journal_paper_doi               10.1021/om0611608
_journal_volume                  26
_journal_year                    2007
_chemical_formula_moiety         'C12 H19 Bi Cl2 N2'
_chemical_formula_sum            'C12 H19 Bi Cl2 N2'
_chemical_formula_weight         471.17
_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
_cell_angle_alpha                66.9920(10)
_cell_angle_beta                 75.1250(10)
_cell_angle_gamma                81.9120(10)
_cell_formula_units_Z            2
_cell_length_a                   8.2936(7)
_cell_length_b                   10.2996(8)
_cell_length_c                   10.3432(8)
_cell_measurement_reflns_used    3402
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      26.98
_cell_measurement_theta_min      2.20
_cell_volume                     785.18(11)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.911
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0405
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6764
_diffrn_reflns_theta_full        28.13
_diffrn_reflns_theta_max         28.13
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    11.550
_exptl_absorpt_correction_T_max  0.125
_exptl_absorpt_correction_T_min  0.05
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker, 2001.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.993
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.965
_refine_diff_density_min         -1.211
_refine_diff_density_rms         0.116
_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     158
_refine_ls_number_reflns         3496
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0267
_refine_ls_R_factor_gt           0.0238
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0179P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0507
_refine_ls_wR_factor_ref         0.0516
_reflns_number_gt                3258
_reflns_number_total             3496
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om0611608si20061220_064232.cif
_cod_data_source_block           CCDC_619307
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               4072955
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
Bi1 Bi 0.252128(17) 0.136942(14) 0.412519(15) 0.02938(6) Uani 1 1 d .
Cl2 Cl -0.07607(13) 0.18551(12) 0.51421(13) 0.0465(3) Uani 1 1 d .
Cl1 Cl 0.58004(13) 0.11833(12) 0.29123(13) 0.0498(3) Uani 1 1 d .
N1 N 0.2944(4) 0.2756(3) 0.5589(4) 0.0370(8) Uani 1 1 d .
C2 C 0.2421(5) 0.4641(4) 0.3348(5) 0.0359(9) Uani 1 1 d .
N2 N 0.2116(4) 0.1598(4) 0.1662(4) 0.0394(8) Uani 1 1 d .
C1 C 0.2566(5) 0.3647(4) 0.2721(4) 0.0337(9) Uani 1 1 d .
C4 C 0.2606(6) 0.6464(5) 0.1001(5) 0.0490(12) Uani 1 1 d .
H8 H 0.2623 0.7418 0.0419 0.059 Uiso 1 1 calc R
C3 C 0.2449(6) 0.6061(4) 0.2467(5) 0.0468(11) Uani 1 1 d .
H9 H 0.2363 0.6744 0.2864 0.056 Uiso 1 1 calc R
C6 C 0.2731(5) 0.4035(4) 0.1254(5) 0.0389(10) Uani 1 1 d .
C7 C 0.2117(6) 0.4158(4) 0.4958(5) 0.0399(10) Uani 1 1 d .
H11A H 0.2536 0.4842 0.5206 0.048 Uiso 1 1 calc R
H11B H 0.0925 0.4107 0.5364 0.048 Uiso 1 1 calc R
C9 C 0.4747(6) 0.2887(5) 0.5375(6) 0.0573(14) Uani 1 1 d .
H9A H 0.5212 0.3382 0.4372 0.086 Uiso 1 1 calc R
H9B H 0.5282 0.1964 0.5691 0.086 Uiso 1 1 calc R
H9C H 0.4922 0.3402 0.5923 0.086 Uiso 1 1 calc R
C5 C 0.2737(6) 0.5469(5) 0.0394(5) 0.0505(12) Uani 1 1 d .
H13 H 0.2829 0.5753 -0.0592 0.061 Uiso 1 1 calc R
C12 C 0.2867(7) 0.0371(5) 0.1272(6) 0.0568(13) Uani 1 1 d .
H12A H 0.2254 -0.0452 0.1905 0.085 Uiso 1 1 calc R
H12B H 0.4008 0.0210 0.1363 0.085 Uiso 1 1 calc R
H12C H 0.2825 0.0559 0.0296 0.085 Uiso 1 1 calc R
C10 C 0.2979(6) 0.2910(5) 0.0629(5) 0.0466(11) Uani 1 1 d .
H15A H 0.2552 0.3267 -0.0242 0.056 Uiso 1 1 calc R
H15B H 0.4164 0.2686 0.0370 0.056 Uiso 1 1 calc R
C11 C 0.0313(6) 0.1781(6) 0.1686(6) 0.0593(14) Uani 1 1 d .
H11C H 0.0149 0.1931 0.0752 0.089 Uiso 1 1 calc R
H11D H -0.0145 0.2582 0.1938 0.089 Uiso 1 1 calc R
H11E H -0.0237 0.0950 0.2385 0.089 Uiso 1 1 calc R
C8 C 0.2187(7) 0.2110(5) 0.7142(5) 0.0519(13) Uani 1 1 d .
H8A H 0.2249 0.2740 0.7607 0.078 Uiso 1 1 calc R
H8B H 0.2781 0.1235 0.7559 0.078 Uiso 1 1 calc R
H8C H 0.1039 0.1935 0.7268 0.078 Uiso 1 1 calc R
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'
Cl Cl 0.1484 0.1585 '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
C1 Bi1 N1 72.14(13)
C1 Bi1 N2 72.04(14)
N1 Bi1 N2 144.18(11)
C1 Bi1 Cl1 87.11(10)
N1 Bi1 Cl1 94.57(8)
N2 Bi1 Cl1 83.87(9)
C1 Bi1 Cl2 86.62(10)
N1 Bi1 Cl2 83.79(8)
N2 Bi1 Cl2 93.90(9)
Cl1 Bi1 Cl2 173.73(3)
C9 N1 C8 110.0(4)
C9 N1 C7 110.6(3)
C8 N1 C7 109.8(3)
C9 N1 Bi1 108.7(3)
C8 N1 Bi1 113.5(3)
C7 N1 Bi1 104.2(2)
C1 C2 C3 118.5(4)
C1 C2 C7 119.3(3)
C3 C2 C7 122.0(4)
C11 N2 C12 110.9(4)
C11 N2 C10 110.1(4)
C12 N2 C10 110.4(4)
C11 N2 Bi1 108.7(3)
C12 N2 Bi1 112.4(3)
C10 N2 Bi1 104.2(3)
C6 C1 C2 121.9(4)
C6 C1 Bi1 119.4(3)
C2 C1 Bi1 118.7(3)
C5 C4 C3 120.7(4)
C4 C3 C2 120.2(5)
C1 C6 C5 118.5(4)
C1 C6 C10 119.4(4)
C5 C6 C10 122.1(4)
N1 C7 C2 111.6(3)
C4 C5 C6 120.2(5)
N2 C10 C6 112.0(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Bi1 C1 2.224(4)
Bi1 N1 2.561(3)
Bi1 N2 2.570(4)
Bi1 Cl1 2.7012(11)
Bi1 Cl2 2.7062(11)
N1 C9 1.471(5)
N1 C8 1.477(5)
N1 C7 1.482(5)
C2 C1 1.388(6)
C2 C3 1.389(5)
C2 C7 1.502(6)
N2 C11 1.476(6)
N2 C12 1.482(6)
N2 C10 1.493(5)
C1 C6 1.384(6)
C4 C5 1.376(7)
C4 C3 1.382(7)
C6 C5 1.395(6)
C6 C10 1.501(6)
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
C1 Bi1 N1 C9 -89.5(3)
N2 Bi1 N1 C9 -89.8(3)
Cl1 Bi1 N1 C9 -4.0(3)
Cl2 Bi1 N1 C9 -177.9(3)
C1 Bi1 N1 C8 147.9(3)
N2 Bi1 N1 C8 147.5(3)
Cl1 Bi1 N1 C8 -126.7(3)
Cl2 Bi1 N1 C8 59.4(3)
C1 Bi1 N1 C7 28.4(2)
N2 Bi1 N1 C7 28.1(4)
Cl1 Bi1 N1 C7 113.9(2)
Cl2 Bi1 N1 C7 -60.0(2)
C1 Bi1 N2 C11 -89.9(3)
N1 Bi1 N2 C11 -89.5(3)
Cl1 Bi1 N2 C11 -178.8(3)
Cl2 Bi1 N2 C11 -4.7(3)
C1 Bi1 N2 C12 147.0(3)
N1 Bi1 N2 C12 147.4(3)
Cl1 Bi1 N2 C12 58.1(3)
Cl2 Bi1 N2 C12 -127.8(3)
C1 Bi1 N2 C10 27.5(3)
N1 Bi1 N2 C10 27.9(4)
Cl1 Bi1 N2 C10 -61.4(3)
Cl2 Bi1 N2 C10 112.7(3)
C3 C2 C1 C6 -0.2(6)
C7 C2 C1 C6 175.4(4)
C3 C2 C1 Bi1 -180.0(3)
C7 C2 C1 Bi1 -4.3(5)
N1 Bi1 C1 C6 166.5(4)
N2 Bi1 C1 C6 -13.7(3)
Cl1 Bi1 C1 C6 70.8(3)
Cl2 Bi1 C1 C6 -108.9(3)
N1 Bi1 C1 C2 -13.7(3)
N2 Bi1 C1 C2 166.1(3)
Cl1 Bi1 C1 C2 -109.4(3)
Cl2 Bi1 C1 C2 70.9(3)
C5 C4 C3 C2 0.0(7)
C1 C2 C3 C4 0.5(7)
C7 C2 C3 C4 -175.0(4)
C2 C1 C6 C5 -0.5(6)
Bi1 C1 C6 C5 179.3(3)
C2 C1 C6 C10 176.6(4)
Bi1 C1 C6 C10 -3.6(5)
C9 N1 C7 C2 77.3(4)
C8 N1 C7 C2 -161.2(4)
Bi1 N1 C7 C2 -39.4(4)
C1 C2 C7 N1 33.3(5)
C3 C2 C7 N1 -151.2(4)
C3 C4 C5 C6 -0.7(7)
C1 C6 C5 C4 1.0(7)
C10 C6 C5 C4 -176.0(5)
C11 N2 C10 C6 78.4(5)
C12 N2 C10 C6 -158.8(4)
Bi1 N2 C10 C6 -38.0(4)
C1 C6 C10 N2 31.8(6)
C5 C6 C10 N2 -151.2(4)
