#------------------------------------------------------------------------------
#$Date: 2016-03-21 12:52:39 +0100 (lun 21 de mar de 2016) $
#$Revision: 178705 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/16/4081634.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_4081634
loop_
_publ_author_name
'Schulz, Stephan'
'Kuczkowski, Andreas'
'Bläser, Dieter'
'Wölper, Christoph'
'Jansen, Georg'
'Haack, Rebekka'
_publ_contact_author
;
         Prof. Dr. Schulz, Stephan
         Fachbereich Chemie der
         Universität Duisburg-Essen
         Campus Essen, Universitätsstr. 7
         D-45141 Essen, Germany
;
_publ_section_title
;
 Solid-State Structures of Trialkylbismuthines BiR3(R = Me,i-Pr)
;
_journal_issue                   19
_journal_name_full               Organometallics
_journal_page_first              5445
_journal_paper_doi               10.1021/om400730r
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C9 H21 Bi'
_chemical_formula_sum            'C9 H21 Bi'
_chemical_formula_weight         338.24
_chemical_melting_point          191.15
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           7
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_space_group_name_H-M   'P 1 n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.833(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.7023(3)
_cell_length_b                   10.0311(4)
_cell_length_c                   7.8506(3)
_cell_measurement_reflns_used    9062
_cell_measurement_temperature    141(2)
_cell_measurement_theta_max      30.7
_cell_measurement_theta_min      3.2
_cell_volume                     570.58(4)
_computing_cell_refinement       'BRUKER AXS SMART APEX 2 Vers. 3.0-2009'
_computing_data_collection       'BRUKER AXS SMART APEX 2 Vers. 3.0-2009'
_computing_data_reduction        'BRUKER AXS SMART APEX 2 Vers. 3.0-2009'
_computing_molecular_graphics    'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_computing_structure_refinement  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_computing_structure_solution    'BRUKER AXS SMART APEX 2 Vers. 3.0-2009'
_diffrn_ambient_temperature      141(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.677
_diffrn_measured_fraction_theta_max 0.677
_diffrn_measurement_device_type
; 
 Siemens SMART three axis goniometer with APEX II area detector system
;
_diffrn_measurement_method       'ω-scans with chi = 0'
_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  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0258
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            10969
_diffrn_reflns_theta_full        30.66
_diffrn_reflns_theta_max         30.66
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    15.394
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_correction_T_min  0.40
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 BRUKER AXS SMART APEX 2 Vers. 3.0-2009
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.969
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylindric
_exptl_crystal_F_000             316
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.058
_refine_diff_density_min         -2.533
_refine_diff_density_rms         0.215
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.083(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.237
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         2331
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.236
_refine_ls_R_factor_all          0.0246
_refine_ls_R_factor_gt           0.0233
_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)+(0.0397P)²+0.0475P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0622
_refine_ls_wR_factor_ref         0.0627
_reflns_number_gt                2246
_reflns_number_total             2331
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400730r_si_002.cif
_cod_data_source_block           chw_ipr3bi
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '-82' was changed to '191.15' - it
was converted from degrees Celsius(C) to Kelvins(K).

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P n'
_cod_database_code               4081634
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Bi1 Bi 0.4142 0.150102(12) 0.4194 0.01542(10) Uani 1 1 d .
C11 C 0.1213(11) 0.0982(6) 0.4112(11) 0.0185(17) Uani 1 1 d .
H11 H 0.0587 0.0503 0.2947 0.022 Uiso 1 1 calc R
C12 C 0.1393(12) -0.0004(8) 0.5655(12) 0.032(2) Uani 1 1 d .
H12A H 0.1850 0.0466 0.6817 0.048 Uiso 1 1 calc R
H12B H 0.2262 -0.0712 0.5633 0.048 Uiso 1 1 calc R
H12C H 0.0184 -0.0395 0.5501 0.048 Uiso 1 1 calc R
C13 C 0.0018(11) 0.2160(7) 0.4183(14) 0.035(2) Uani 1 1 d .
H13A H -0.1284 0.1896 0.3719 0.053 Uiso 1 1 calc R
H13B H 0.0226 0.2885 0.3438 0.053 Uiso 1 1 calc R
H13C H 0.0336 0.2465 0.5439 0.053 Uiso 1 1 calc R
C21 C 0.4936(14) 0.2801(7) 0.6757(13) 0.023(2) Uani 1 1 d .
H21 H 0.4431 0.2352 0.7627 0.028 Uiso 1 1 calc R
C22 C 0.7054(12) 0.2814(7) 0.7643(13) 0.031(2) Uani 1 1 d .
H22A H 0.7599 0.3278 0.6848 0.046 Uiso 1 1 calc R
H22B H 0.7513 0.1896 0.7834 0.046 Uiso 1 1 calc R
H22C H 0.7395 0.3276 0.8810 0.046 Uiso 1 1 calc R
C23 C 0.4140(13) 0.4206(7) 0.6459(14) 0.029(2) Uani 1 1 d .
H23A H 0.4712 0.4740 0.7551 0.044 Uiso 1 1 calc R
H23B H 0.2804 0.4166 0.6198 0.044 Uiso 1 1 calc R
H23C H 0.4393 0.4617 0.5434 0.044 Uiso 1 1 calc R
C31 C 0.3294(11) 0.3172(7) 0.2131(11) 0.0161(17) Uani 1 1 d .
H31 H 0.2612 0.3852 0.2590 0.019 Uiso 1 1 calc R
C32 C 0.4968(13) 0.3844(7) 0.1921(14) 0.030(2) Uani 1 1 d .
H32A H 0.5775 0.3169 0.1680 0.045 Uiso 1 1 calc R
H32B H 0.5641 0.4323 0.3038 0.045 Uiso 1 1 calc R
H32C H 0.4571 0.4475 0.0910 0.045 Uiso 1 1 calc R
C33 C 0.1963(14) 0.2637(7) 0.0301(13) 0.028(2) Uani 1 1 d .
H33A H 0.1630 0.3363 -0.0586 0.042 Uiso 1 1 calc R
H33B H 0.0845 0.2287 0.0471 0.042 Uiso 1 1 calc R
H33C H 0.2572 0.1924 -0.0138 0.042 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Bi1 0.01815(17) 0.01026(8) 0.0221(2) 0.00112(16) 0.01243(17) 0.00299(13)
C11 0.019(4) 0.016(2) 0.021(5) -0.002(2) 0.008(4) -0.007(2)
C12 0.040(5) 0.033(3) 0.022(6) 0.002(3) 0.009(5) -0.019(4)
C13 0.028(5) 0.029(3) 0.060(7) -0.005(3) 0.030(6) -0.001(3)
C21 0.034(6) 0.016(3) 0.027(6) 0.001(3) 0.020(6) 0.001(3)
C22 0.029(6) 0.025(3) 0.037(7) 0.001(3) 0.010(6) -0.001(3)
C23 0.032(6) 0.022(3) 0.040(7) -0.008(3) 0.019(6) 0.001(3)
C31 0.019(4) 0.016(3) 0.014(5) 0.001(3) 0.006(4) 0.000(3)
C32 0.034(6) 0.022(3) 0.045(6) 0.007(3) 0.027(6) -0.001(3)
C33 0.030(6) 0.028(3) 0.027(6) -0.002(3) 0.011(6) 0.002(3)
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
C31 Bi1 C11 96.1(3)
C31 Bi1 C21 97.6(3)
C11 Bi1 C21 96.9(3)
C13 C11 C12 111.6(6)
C13 C11 Bi1 115.3(4)
C12 C11 Bi1 107.4(5)
C23 C21 C22 111.8(7)
C23 C21 Bi1 114.6(6)
C22 C21 Bi1 109.0(4)
C32 C31 C33 111.9(7)
C32 C31 Bi1 111.0(6)
C33 C31 Bi1 110.3(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Bi1 C31 2.267(7)
Bi1 C11 2.295(7)
Bi1 C21 2.300(9)
C11 C13 1.511(9)
C11 C12 1.533(10)
C21 C23 1.523(10)
C21 C22 1.541(13)
C31 C32 1.512(9)
C31 C33 1.550(13)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C11 H11 Bi1 1.00 3.43 4.413(7) 169.6 2_454
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
C31 Bi1 C11 C13 -45.7(6)
C21 Bi1 C11 C13 52.8(6)
C31 Bi1 C11 C12 -170.8(5)
C21 Bi1 C11 C12 -72.3(5)
C31 Bi1 C21 C23 18.9(6)
C11 Bi1 C21 C23 -78.2(6)
C31 Bi1 C21 C22 -107.2(5)
C11 Bi1 C21 C22 155.7(5)
C11 Bi1 C31 C32 176.1(5)
C21 Bi1 C31 C32 78.3(5)
C11 Bi1 C31 C33 -59.3(5)
C21 Bi1 C31 C33 -157.2(5)
