#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:15:41 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178620 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/31/4073142.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_4073142
loop_
_publ_author_name
'Stavila, Vitalie'
'Fettinger, James C.'
'Whitmire, Kenton H.'
_publ_section_title
;
 Synthesis and Characterization of New Phenylbis(salicylato)bismuth(III)
 Complexes
;
_journal_issue                   14
_journal_name_full               Organometallics
_journal_page_first              3321
_journal_paper_doi               10.1021/om070115c
_journal_volume                  26
_journal_year                    2007
_chemical_formula_sum            'C31 H27 Bi N2 O7'
_chemical_formula_weight         748.53
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 108.13(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.979(3)
_cell_length_b                   15.472(3)
_cell_length_c                   12.295(3)
_cell_measurement_reflns_used    5485
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      4.523
_cell_measurement_theta_min      4.523
_cell_volume                     2888.7(12)
_computing_cell_refinement       'SHELXTL 6.10 (Bruker AXS, 2001)'
_computing_data_collection       'SHELXTL 6.10 (Bruker AXS, 2001)'
_computing_data_reduction        'SHELXTL 6.10 (Bruker AXS, 2001)'
_computing_molecular_graphics    'SHELXTL 6.10 (Bruker AXS, 2001)'
_computing_publication_material  'SHELXTL 6.10 (Bruker AXS, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_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  0.0509
_diffrn_reflns_av_sigmaI/netI    0.0457
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            34904
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    6.153
_exptl_absorpt_correction_T_max  0.575
_exptl_absorpt_correction_T_min  0.359
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Scheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.721
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bloc
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_refine_diff_density_max         1.234
_refine_diff_density_min         -0.703
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         7012
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0908
_refine_ls_R_factor_gt           0.0334
_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)+(0.0382P)²+4.6912P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0722
_refine_ls_wR_factor_ref         0.0996
_reflns_number_gt                3805
_reflns_number_total             7012
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om070115c-file007.cif
_cod_data_source_block           1corr
_cod_original_cell_volume        2888.9(10)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4073142
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Bi1 Bi 0.418877(14) 0.502768(15) 0.331536(15) 0.04346(8) Uani 1 1 d .
N11 N 0.5028(3) 0.5959(3) 0.2322(4) 0.0481(12) Uani 1 1 d .
N12 N 0.3640(3) 0.4934(3) 0.1139(4) 0.0474(12) Uani 1 1 d .
O11 O 0.2944(3) 0.3897(3) 0.3060(4) 0.0640(12) Uani 1 1 d .
O12 O 0.3290(3) 0.4735(3) 0.4571(4) 0.0579(12) Uani 1 1 d D
O13 O 0.2425(4) 0.4664(4) 0.6009(4) 0.0797(16) Uani 1 1 d D
H13B H 0.284(2) 0.476(5) 0.576(3) 0.096 Uiso 1 1 d D
O21 O 0.4451(3) 0.6296(4) 0.6371(4) 0.0740(14) Uani 1 1 d .
O22 O 0.4750(3) 0.5943(3) 0.4799(3) 0.0497(11) Uani 1 1 d .
O23 O 0.3283(3) 0.6058(3) 0.2788(3) 0.0548(11) Uani 1 1 d .
C11 C 0.2227(4) 0.3652(4) 0.4463(5) 0.0513(15) Uani 1 1 d .
C12 C 0.2050(5) 0.3946(5) 0.5432(5) 0.0590(18) Uani 1 1 d .
C13 C 0.1438(5) 0.3507(5) 0.5829(6) 0.071(2) Uani 1 1 d .
H13A H 0.1328 0.3707 0.6484 0.085 Uiso 1 1 calc R
C14 C 0.0998(5) 0.2796(6) 0.5286(8) 0.079(2) Uani 1 1 d .
C15 C 0.1188(6) 0.2507(5) 0.4322(8) 0.087(3) Uani 1 1 d .
H15A H 0.0902 0.2020 0.3941 0.105 Uiso 1 1 calc R
C16 C 0.1789(5) 0.2925(5) 0.3916(7) 0.070(2) Uani 1 1 d .
H16A H 0.1903 0.2716 0.3267 0.085 Uiso 1 1 calc R
C17 C 0.2848(4) 0.4109(4) 0.3988(5) 0.0495(15) Uani 1 1 d .
C18 C 0.0309(6) 0.2343(7) 0.5697(10) 0.124(4) Uani 1 1 d .
H18A H 0.0269 0.2622 0.6376 0.186 Uiso 1 1 calc R
H18B H 0.0473 0.1749 0.5863 0.186 Uiso 1 1 calc R
H18C H -0.0252 0.2372 0.5111 0.186 Uiso 1 1 calc R
C21 C 0.3442(4) 0.6765(4) 0.4635(5) 0.0453(14) Uani 1 1 d .
C22 C 0.3044(4) 0.6651(4) 0.3429(5) 0.0478(15) Uani 1 1 d .
C23 C 0.2344(4) 0.7198(4) 0.2866(5) 0.0552(16) Uani 1 1 d .
H23A H 0.2095 0.7142 0.2077 0.066 Uiso 1 1 calc R
C24 C 0.2004(4) 0.7816(4) 0.3425(6) 0.0576(17) Uani 1 1 d .
C25 C 0.2375(5) 0.7892(4) 0.4609(6) 0.0617(18) Uani 1 1 d .
H25A H 0.2151 0.8293 0.5009 0.074 Uiso 1 1 calc R
C26 C 0.3074(5) 0.7373(4) 0.5186(5) 0.0549(16) Uani 1 1 d .
H26A H 0.3308 0.7432 0.5976 0.066 Uiso 1 1 calc R
C27 C 0.4239(4) 0.6302(4) 0.5318(5) 0.0493(15) Uani 1 1 d .
C28 C 0.1269(5) 0.8394(5) 0.2758(6) 0.073(2) Uani 1 1 d .
H28A H 0.1117 0.8786 0.3271 0.110 Uiso 1 1 calc R
H28B H 0.0765 0.8050 0.2369 0.110 Uiso 1 1 calc R
H28C H 0.1456 0.8717 0.2208 0.110 Uiso 1 1 calc R
C31 C 0.5693(4) 0.6456(4) 0.2893(6) 0.0606(18) Uani 1 1 d .
H31A H 0.5891 0.6423 0.3687 0.073 Uiso 1 1 calc R
C32 C 0.6108(5) 0.7027(5) 0.2349(8) 0.075(2) Uani 1 1 d .
H32A H 0.6569 0.7374 0.2773 0.090 Uiso 1 1 calc R
C33 C 0.5827(5) 0.7066(5) 0.1192(8) 0.075(2) Uani 1 1 d .
H33A H 0.6094 0.7447 0.0817 0.090 Uiso 1 1 calc R
C34 C 0.5143(5) 0.6541(4) 0.0561(7) 0.0596(18) Uani 1 1 d .
C35 C 0.4748(4) 0.5989(4) 0.1160(5) 0.0480(15) Uani 1 1 d .
C36 C 0.4021(4) 0.5448(4) 0.0540(5) 0.0460(15) Uani 1 1 d .
C37 C 0.3721(5) 0.5485(5) -0.0658(5) 0.0582(18) Uani 1 1 d .
C38 C 0.3004(5) 0.4955(5) -0.1217(5) 0.069(2) Uani 1 1 d .
H38A H 0.2797 0.4945 -0.2013 0.082 Uiso 1 1 calc R
C39 C 0.2614(5) 0.4462(5) -0.0616(6) 0.074(2) Uani 1 1 d .
H39A H 0.2123 0.4129 -0.0984 0.089 Uiso 1 1 calc R
C40 C 0.2963(5) 0.4463(5) 0.0570(5) 0.0627(19) Uani 1 1 d .
H40A H 0.2701 0.4110 0.0983 0.075 Uiso 1 1 calc R
C41 C 0.4803(6) 0.6544(5) -0.0680(7) 0.074(2) Uani 1 1 d .
H41A H 0.5065 0.6903 -0.1087 0.089 Uiso 1 1 calc R
C42 C 0.4137(6) 0.6053(5) -0.1249(6) 0.072(2) Uani 1 1 d .
H42A H 0.3935 0.6076 -0.2044 0.086 Uiso 1 1 calc R
O51 O 0.0359(7) 0.0634(7) 0.3195(12) 0.239(6) Uani 1 1 d .
C53 C -0.1013(11) 0.0172(9) 0.3303(15) 0.196(9) Uani 1 1 d .
H53A H -0.0719 0.0157 0.4113 0.294 Uiso 1 1 calc R
H53B H -0.1245 -0.0391 0.3047 0.294 Uiso 1 1 calc R
H53C H -0.1485 0.0583 0.3139 0.294 Uiso 1 1 calc R
C51 C -0.0375(11) 0.0429(9) 0.270(2) 0.178(8) Uani 1 1 d .
C52 C -0.0733(12) 0.0452(12) 0.1480(18) 0.237(10) Uani 1 1 d .
H52A H -0.0282 0.0618 0.1157 0.355 Uiso 1 1 calc R
H52B H -0.1206 0.0863 0.1262 0.355 Uiso 1 1 calc R
H52C H -0.0952 -0.0111 0.1202 0.355 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'
O O 0.0106 0.0060 '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
O23 Bi1 O22 80.66(16)
O23 Bi1 O12 81.55(16)
O22 Bi1 O12 76.77(14)
O23 Bi1 N11 80.66(17)
O22 Bi1 N11 84.01(15)
O12 Bi1 N11 155.64(15)
O23 Bi1 N12 75.03(15)
O22 Bi1 N12 143.40(15)
O12 Bi1 N12 124.93(16)
N11 Bi1 N12 65.52(16)
O23 Bi1 O11 92.57(17)
O22 Bi1 O11 128.06(14)
O12 Bi1 O11 51.34(14)
N11 Bi1 O11 145.95(15)
N12 Bi1 O11 80.47(15)
C31 N11 C35 119.0(6)
C31 N11 Bi1 122.3(4)
C35 N11 Bi1 118.5(4)
C40 N12 C36 118.2(5)
C40 N12 Bi1 123.3(4)
C36 N12 Bi1 118.3(4)
C17 O11 Bi1 91.1(4)
C17 O12 Bi1 96.7(4)
C27 O22 Bi1 120.6(4)
C22 O23 Bi1 129.0(4)
C12 C11 C16 118.6(6)
C12 C11 C17 121.6(6)
C16 C11 C17 119.8(6)
O13 C12 C11 123.0(6)
O13 C12 C13 117.4(6)
C11 C12 C13 119.5(7)
C14 C13 C12 122.2(7)
C13 C14 C15 117.5(7)
C13 C14 C18 121.8(9)
C15 C14 C18 120.7(9)
C16 C15 C14 121.5(8)
C15 C16 C11 120.7(7)
O11 C17 O12 120.7(6)
O11 C17 C11 121.8(6)
O12 C17 C11 117.5(5)
C26 C21 C22 117.9(6)
C26 C21 C27 118.1(5)
C22 C21 C27 123.9(5)
O23 C22 C23 116.9(5)
O23 C22 C21 125.3(6)
C23 C22 C21 117.8(6)
C24 C23 C22 123.3(6)
C23 C24 C25 118.1(6)
C23 C24 C28 120.1(6)
C25 C24 C28 121.8(6)
C26 C25 C24 120.1(6)
C25 C26 C21 122.7(6)
O21 C27 O22 120.0(6)
O21 C27 C21 120.6(6)
O22 C27 C21 119.2(5)
N11 C31 C32 122.5(7)
C33 C32 C31 118.7(8)
C32 C33 C34 120.5(7)
C33 C34 C35 117.9(7)
C33 C34 C41 123.9(7)
C35 C34 C41 118.1(7)
N11 C35 C34 121.2(7)
N11 C35 C36 118.9(5)
C34 C35 C36 119.8(6)
N12 C36 C37 122.2(6)
N12 C36 C35 118.6(5)
C37 C36 C35 119.2(6)
C36 C37 C38 116.9(6)
C36 C37 C42 119.9(7)
C38 C37 C42 123.2(7)
C39 C38 C37 120.7(6)
C38 C39 C40 118.3(8)
N12 C40 C39 123.7(7)
C42 C41 C34 122.2(7)
C41 C42 C37 120.8(7)
O51 C51 C52 123(2)
O51 C51 C53 123(2)
C52 C51 C53 114.6(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Bi1 O23 2.115(4)
Bi1 O22 2.263(4)
Bi1 O12 2.455(4)
Bi1 N11 2.527(5)
Bi1 N12 2.548(4)
Bi1 O11 2.594(5)
N11 C31 1.322(8)
N11 C35 1.359(7)
N12 C40 1.313(8)
N12 C36 1.350(8)
O11 C17 1.241(7)
O12 C17 1.279(7)
O13 C12 1.353(8)
O21 C27 1.232(6)
O22 C27 1.307(7)
O23 C22 1.340(7)
C11 C12 1.384(8)
C11 C16 1.384(9)
C11 C17 1.480(8)
C12 C13 1.397(9)
C13 C14 1.363(10)
C14 C15 1.386(11)
C14 C18 1.519(10)
C15 C16 1.374(10)
C21 C26 1.394(8)
C21 C22 1.431(8)
C21 C27 1.475(8)
C22 C23 1.402(9)
C23 C24 1.384(9)
C24 C25 1.395(9)
C24 C28 1.500(9)
C25 C26 1.378(9)
C31 C32 1.394(9)
C32 C33 1.353(11)
C33 C34 1.388(10)
C34 C35 1.400(8)
C34 C41 1.452(10)
C35 C36 1.442(9)
C36 C37 1.400(8)
C37 C38 1.403(10)
C37 C42 1.429(10)
C38 C39 1.343(10)
C39 C40 1.389(9)
C41 C42 1.317(11)
O51 C51 1.184(14)
C53 C51 1.49(2)
C51 C52 1.43(2)
