#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:03:41 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180024 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/18/7031880.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_7031880
loop_
_publ_author_name
'Ong, Yih Ching'
'Blair, Victoria L.'
'Kedzierski, Lukasz'
'Andrews, Philip C.'
_publ_section_title
;
 Stability and toxicity of heteroleptic organometallic Bi(v) complexes
 towards Leishmania major.
;
_journal_issue                   34
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12904
_journal_paper_doi               10.1039/c4dt00957f
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C32 H23 Bi Br2 O6, C4 H10 O'
_chemical_formula_sum            'C36 H33 Bi Br2 O7'
_chemical_formula_weight         946.42
_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                103.99(3)
_cell_angle_beta                 96.10(3)
_cell_angle_gamma                98.63(3)
_cell_formula_units_Z            2
_cell_length_a                   8.7860(18)
_cell_length_b                   11.096(2)
_cell_length_c                   18.289(4)
_cell_measurement_reflns_used    3526
_cell_measurement_temperature    100(2)
_cell_volume                     1691.5(7)
_computing_cell_refinement       'XDS (Kabasch, 1993)'
_computing_data_collection       'Blue Ice (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabasch, 1993)'
_computing_molecular_graphics    X-Seed
_computing_publication_material  CIFTAB
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.904
_diffrn_measured_fraction_theta_max 0.891
_diffrn_measurement_device_type  'ADSC Quantum 315r CCD'
_diffrn_measurement_method       'φ scan'
_diffrn_radiation_monochromator  silicon
_diffrn_radiation_source         'MX2 beamline, Australian Synchrotron'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_sigmaI/netI    0.0404
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            32646
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.63
_diffrn_reflns_theta_min         2.48
_exptl_absorpt_coefficient_mu    7.622
_exptl_absorpt_correction_T_max  0.8036
_exptl_absorpt_correction_T_min  0.7502
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.858
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             916
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.746
_refine_diff_density_min         -1.313
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     419
_refine_ls_number_reflns         8514
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0305
_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)+(0.0308P)²+4.1197P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0766
_refine_ls_wR_factor_ref         0.0774
_reflns_number_gt                8159
_reflns_number_total             8514
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7031631
_cod_data_source_file            c4dt00957f2.cif
_cod_data_source_block           vb57-yc
_cod_original_cell_volume        1691.5(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7031880
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 0.915344(13) 0.633133(11) 0.722388(6) 0.01692(5) Uani 1 1 d .
Br1 Br 0.67860(6) 1.27339(4) 0.83392(2) 0.03442(10) Uani 1 1 d .
Br2 Br 1.25174(5) 0.11774(4) 0.85392(2) 0.03399(9) Uani 1 1 d .
O1 O 0.8506(3) 0.8278(3) 0.73328(15) 0.0230(5) Uani 1 1 d .
O2 O 0.8075(3) 0.7667(3) 0.60615(15) 0.0250(5) Uani 1 1 d .
O3 O 0.6974(4) 0.9152(3) 0.53121(15) 0.0290(6) Uani 1 1 d .
H3A H 0.7387 0.8537 0.5366 0.035 Uiso 1 1 calc R
O4 O 0.9918(3) 0.4535(3) 0.74099(14) 0.0230(5) Uani 1 1 d .
O5 O 0.9494(3) 0.3910(3) 0.61431(14) 0.0224(5) Uani 1 1 d .
O6 O 1.0160(4) 0.1767(3) 0.54542(15) 0.0280(6) Uani 1 1 d .
H6A H 0.9846 0.2456 0.5496 0.034 Uiso 1 1 calc R
C1 C 0.8074(4) 0.8466(3) 0.6675(2) 0.0209(6) Uani 1 1 d .
C2 C 0.7517(4) 0.9667(3) 0.66844(19) 0.0204(6) Uani 1 1 d .
C3 C 0.7466(4) 1.0523(3) 0.7382(2) 0.0222(6) Uani 1 1 d .
H3 H 0.7852 1.0362 0.7848 0.027 Uiso 1 1 calc R
C4 C 0.6856(4) 1.1592(3) 0.7390(2) 0.0231(7) Uani 1 1 d .
C5 C 0.6267(5) 1.1847(4) 0.6717(2) 0.0268(7) Uani 1 1 d .
H5 H 0.5831 1.2585 0.6734 0.032 Uiso 1 1 calc R
C6 C 0.6321(5) 1.1021(4) 0.6024(2) 0.0264(7) Uani 1 1 d .
H6 H 0.5927 1.1195 0.5563 0.032 Uiso 1 1 calc R
C7 C 0.6958(4) 0.9924(4) 0.5999(2) 0.0227(7) Uani 1 1 d .
C8 C 0.9930(4) 0.3723(3) 0.67752(19) 0.0199(6) Uani 1 1 d .
C9 C 1.0534(4) 0.2556(3) 0.68202(19) 0.0193(6) Uani 1 1 d .
C10 C 1.1086(4) 0.2398(3) 0.7533(2) 0.0216(6) Uani 1 1 d .
H10 H 1.1014 0.3007 0.7987 0.026 Uiso 1 1 calc R
C11 C 1.1730(4) 0.1360(4) 0.7570(2) 0.0223(7) Uani 1 1 d .
C12 C 1.1831(5) 0.0440(4) 0.6909(2) 0.0271(7) Uani 1 1 d .
H12 H 1.2286 -0.0272 0.6944 0.032 Uiso 1 1 calc R
C13 C 1.1265(5) 0.0578(4) 0.6207(2) 0.0259(7) Uani 1 1 d .
H13 H 1.1299 -0.0056 0.5758 0.031 Uiso 1 1 calc R
C14 C 1.0641(4) 0.1644(3) 0.61538(19) 0.0208(6) Uani 1 1 d .
C15 C 0.6773(4) 0.5365(3) 0.67667(19) 0.0197(6) Uani 1 1 d .
C16 C 0.5714(5) 0.5285(4) 0.7276(2) 0.0243(7) Uani 1 1 d .
H16 H 0.6025 0.5647 0.7807 0.029 Uiso 1 1 calc R
C17 C 0.4201(4) 0.4668(4) 0.6991(2) 0.0268(7) Uani 1 1 d .
H17 H 0.3459 0.4615 0.7329 0.032 Uiso 1 1 calc R
C18 C 0.3761(4) 0.4125(4) 0.6214(2) 0.0266(7) Uani 1 1 d .
H18 H 0.2725 0.3690 0.6024 0.032 Uiso 1 1 calc R
C19 C 0.4832(4) 0.4218(4) 0.5713(2) 0.0256(7) Uani 1 1 d .
H19 H 0.4522 0.3852 0.5181 0.031 Uiso 1 1 calc R
C20 C 0.6356(4) 0.4846(4) 0.5986(2) 0.0239(7) Uani 1 1 d .
H20 H 0.7093 0.4918 0.5647 0.029 Uiso 1 1 calc R
C21 C 1.1220(4) 0.6833(3) 0.67173(19) 0.0194(6) Uani 1 1 d .
C22 C 1.1116(4) 0.6733(4) 0.5940(2) 0.0237(7) Uani 1 1 d .
H22 H 1.0152 0.6415 0.5612 0.028 Uiso 1 1 calc R
C23 C 1.2465(4) 0.7110(4) 0.5657(2) 0.0250(7) Uani 1 1 d .
H23 H 1.2423 0.7053 0.5128 0.030 Uiso 1 1 calc R
C24 C 1.3873(4) 0.7570(4) 0.6139(2) 0.0257(7) Uani 1 1 d .
H24 H 1.4783 0.7838 0.5941 0.031 Uiso 1 1 calc R
C25 C 1.3950(4) 0.7637(4) 0.6903(2) 0.0251(7) Uani 1 1 d .
H25 H 1.4920 0.7938 0.7228 0.030 Uiso 1 1 calc R
C26 C 1.2614(4) 0.7267(4) 0.7207(2) 0.0231(7) Uani 1 1 d .
H26 H 1.2663 0.7313 0.7735 0.028 Uiso 1 1 calc R
C27 C 0.9636(4) 0.6966(4) 0.8469(2) 0.0231(7) Uani 1 1 d .
C28 C 0.9287(5) 0.6124(4) 0.8912(2) 0.0315(8) Uani 1 1 d .
H28 H 0.8823 0.5268 0.8679 0.038 Uiso 1 1 calc R
C29 C 0.9636(6) 0.6567(5) 0.9700(3) 0.0409(11) Uani 1 1 d .
H29 H 0.9389 0.6015 1.0012 0.049 Uiso 1 1 calc R
C30 C 1.0342(6) 0.7815(5) 1.0034(2) 0.0425(11) Uani 1 1 d .
H30 H 1.0587 0.8111 1.0573 0.051 Uiso 1 1 calc R
C31 C 1.0693(6) 0.8630(5) 0.9584(3) 0.0414(11) Uani 1 1 d .
H31 H 1.1193 0.9479 0.9813 0.050 Uiso 1 1 calc R
C32 C 1.0315(5) 0.8207(4) 0.8801(2) 0.0324(8) Uani 1 1 d .
H32 H 1.0523 0.8772 0.8492 0.039 Uiso 1 1 calc R
C34 C 0.6039(6) 0.9142(5) 0.8863(3) 0.0420(10) Uani 1 1 d .
H34A H 0.6677 0.8720 0.8510 0.063 Uiso 1 1 calc R
H34B H 0.6616 0.9980 0.9147 0.063 Uiso 1 1 calc R
H34C H 0.5074 0.9230 0.8576 0.063 Uiso 1 1 calc R
O7 O 0.4790(4) 0.7182(3) 0.90043(17) 0.0379(7) Uani 1 1 d .
C33 C 0.5655(8) 0.8369(6) 0.9411(3) 0.0530(14) Uani 1 1 d .
H33A H 0.6627 0.8263 0.9696 0.064 Uiso 1 1 calc R
H33B H 0.5044 0.8807 0.9782 0.064 Uiso 1 1 calc R
C36 C 0.3411(7) 0.5174(6) 0.9038(3) 0.0475(12) Uani 1 1 d .
H36A H 0.2587 0.5273 0.8663 0.071 Uiso 1 1 calc R
H36B H 0.2948 0.4705 0.9374 0.071 Uiso 1 1 calc R
H36C H 0.4144 0.4710 0.8773 0.071 Uiso 1 1 calc R
C35 C 0.4250(8) 0.6442(6) 0.9498(3) 0.0525(14) Uani 1 1 d .
H35A H 0.3543 0.6875 0.9813 0.063 Uiso 1 1 calc R
H35B H 0.5145 0.6348 0.9843 0.063 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.382 2.466 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.028 10.608 '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
C15 Bi1 C21 134.35(13)
C15 Bi1 C27 114.54(14)
C21 Bi1 C27 111.11(14)
C15 Bi1 O1 92.58(11)
C21 Bi1 O1 92.24(11)
C27 Bi1 O1 83.53(12)
C15 Bi1 O4 92.88(11)
C21 Bi1 O4 92.39(11)
C27 Bi1 O4 83.43(12)
O1 Bi1 O4 166.96(9)
C1 O1 Bi1 112.3(2)
C8 O4 Bi1 111.9(2)
O2 C1 O1 122.3(3)
O2 C1 C2 121.1(3)
O1 C1 C2 116.6(3)
C3 C2 C7 119.6(3)
C3 C2 C1 119.9(3)
C7 C2 C1 120.4(3)
C4 C3 C2 119.8(3)
C3 C4 C5 121.4(3)
C3 C4 Br1 119.2(3)
C5 C4 Br1 119.4(3)
C6 C5 C4 119.7(3)
C5 C6 C7 120.1(3)
O3 C7 C2 122.8(3)
O3 C7 C6 117.7(3)
C2 C7 C6 119.4(3)
O5 C8 O4 122.2(3)
O5 C8 C9 120.8(3)
O4 C8 C9 117.0(3)
C10 C9 C14 119.5(3)
C10 C9 C8 119.7(3)
C14 C9 C8 120.6(3)
C11 C10 C9 119.5(3)
C10 C11 C12 121.4(3)
C10 C11 Br2 119.1(3)
C12 C11 Br2 119.6(3)
C13 C12 C11 119.4(3)
C12 C13 C14 120.3(3)
O6 C14 C13 118.3(3)
O6 C14 C9 121.8(3)
C13 C14 C9 119.8(3)
C20 C15 C16 122.1(4)
C20 C15 Bi1 119.7(3)
C16 C15 Bi1 118.2(3)
C17 C16 C15 118.6(3)
C16 C17 C18 120.4(3)
C17 C18 C19 120.3(4)
C18 C19 C20 120.3(4)
C15 C20 C19 118.4(3)
C26 C21 C22 122.3(3)
C26 C21 Bi1 116.8(2)
C22 C21 Bi1 120.9(3)
C23 C22 C21 118.1(3)
C24 C23 C22 120.7(3)
C25 C24 C23 120.1(3)
C24 C25 C26 120.7(4)
C21 C26 C25 118.1(3)
C32 C27 C28 121.1(4)
C32 C27 Bi1 118.2(3)
C28 C27 Bi1 120.7(3)
C29 C28 C27 118.6(4)
C30 C29 C28 120.2(4)
C31 C30 C29 120.3(4)
C32 C31 C30 120.0(5)
C27 C32 C31 119.8(4)
C33 O7 C35 112.2(4)
O7 C33 C34 109.3(4)
O7 C35 C36 109.9(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Bi1 C15 2.178(4)
Bi1 C21 2.184(3)
Bi1 C27 2.188(4)
Bi1 O1 2.283(3)
Bi1 O4 2.285(3)
Br1 C4 1.899(4)
Br2 C11 1.903(3)
O1 C1 1.297(4)
O2 C1 1.251(5)
O3 C7 1.342(5)
O4 C8 1.288(4)
O5 C8 1.253(4)
O6 C14 1.349(4)
C1 C2 1.484(5)
C2 C3 1.404(5)
C2 C7 1.406(5)
C3 C4 1.371(5)
C4 C5 1.392(5)
C5 C6 1.384(6)
C6 C7 1.407(5)
C8 C9 1.488(5)
C9 C10 1.402(4)
C9 C14 1.405(5)
C10 C11 1.370(5)
C11 C12 1.401(5)
C12 C13 1.378(5)
C13 C14 1.396(5)
C15 C20 1.390(5)
C15 C16 1.393(5)
C16 C17 1.384(6)
C17 C18 1.391(6)
C18 C19 1.391(5)
C19 C20 1.392(5)
C21 C26 1.384(5)
C21 C22 1.391(5)
C22 C23 1.390(5)
C23 C24 1.389(5)
C24 C25 1.375(5)
C25 C26 1.400(5)
C27 C32 1.376(6)
C27 C28 1.399(5)
C28 C29 1.391(6)
C29 C30 1.388(8)
C30 C31 1.386(8)
C31 C32 1.381(6)
C34 C33 1.501(7)
O7 C33 1.405(7)
O7 C35 1.430(6)
C36 C35 1.489(9)
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
O3 H3A O2 0.84 1.88 2.611(4) 145.2
O6 H6A O5 0.84 1.85 2.590(4) 146.9
