#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:43:21 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179074 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/36/4303667.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_4303667
loop_
_publ_author_name
'Xiaodi Kou'
'Xiaoyu Wang'
'Daniel Mendoza-Espinosa'
'Lev N. Zakharov'
'Arnold L. Rheingold'
'William H. Watson'
'Kimberly A. Brien'
'L. Kasun Jayarathna'
'Tracy A. Hanna'
_publ_section_title
;
Bismuth Aryloxides
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              11002
_journal_page_last               11016
_journal_paper_doi               10.1021/ic901134t
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C30 H33 Bi O6'
_chemical_formula_weight         698.54
_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           SHELXTL
_cell_angle_alpha                90.00
_cell_angle_beta                 99.825(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1427(10)
_cell_length_b                   24.223(3)
_cell_length_c                   13.9470(18)
_cell_measurement_reflns_used    6189
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      28.19
_cell_measurement_theta_min      2.24
_cell_volume                     2710.6(6)
_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      213(2)
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type  'CCD area detector Bruker Apex'
_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  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0363
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19515
_diffrn_reflns_theta_full        28.23
_diffrn_reflns_theta_max         28.23
_diffrn_reflns_theta_min         1.68
_exptl_absorpt_coefficient_mu    6.546
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.205
_refine_diff_density_min         -0.955
_refine_diff_density_rms         0.122
_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     342
_refine_ls_number_reflns         6361
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0326
_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)+(0.0313P)²+5.7747P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0729
_refine_ls_wR_factor_ref         0.0760
_reflns_number_gt                5513
_reflns_number_total             6361
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic901134t_si_001_11.cif
_cod_data_source_block           tcu59
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' 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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        2710.5(6)
_cod_database_code               4303667
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.239205(17) 0.490270(7) 0.478682(11) 0.02165(6) Uani 1 1 d . . .
O1 O 0.0802(4) 0.48082(12) 0.5900(2) 0.0255(6) Uani 1 1 d . . .
O2 O 0.2839(4) 0.56610(14) 0.6235(2) 0.0351(8) Uani 1 1 d . . .
O3 O 0.1406(4) 0.41002(13) 0.4408(2) 0.0317(7) Uani 1 1 d . . .
O4 O 0.2697(4) 0.45843(14) 0.2997(2) 0.0338(7) Uani 1 1 d . . .
O5 O 0.4612(4) 0.45196(13) 0.5652(2) 0.0293(7) Uani 1 1 d . . .
O6 O 0.7514(4) 0.39625(13) 0.5938(2) 0.0321(7) Uani 1 1 d . . .
C1 C 0.1261(5) 0.49867(19) 0.6830(3) 0.0273(10) Uani 1 1 d . . .
C2 C 0.2273(5) 0.5453(2) 0.7036(3) 0.0295(10) Uani 1 1 d . . .
C3 C 0.2649(6) 0.5661(2) 0.7968(4) 0.0388(12) Uani 1 1 d . . .
H3A H 0.3306 0.5981 0.8089 0.047 Uiso 1 1 calc R . .
C4 C 0.2060(6) 0.5399(3) 0.8727(4) 0.0435(13) Uani 1 1 d . A .
C5 C 0.1107(7) 0.4929(3) 0.8533(4) 0.0457(14) Uani 1 1 d . . .
H5A H 0.0726 0.4744 0.9045 0.055 Uiso 1 1 calc R . .
C6 C 0.0704(6) 0.4728(2) 0.7592(4) 0.0366(11) Uani 1 1 d . . .
H6A H 0.0040 0.4410 0.7473 0.044 Uiso 1 1 calc R . .
C7 C 0.3760(6) 0.6165(2) 0.6341(4) 0.0407(12) Uani 1 1 d . . .
H7A H 0.3655 0.6336 0.6957 0.061 Uiso 1 1 calc R . .
H7B H 0.3326 0.6413 0.5813 0.061 Uiso 1 1 calc R . .
H7C H 0.4925 0.6088 0.6327 0.061 Uiso 1 1 calc R . .
C8 C 0.2444(8) 0.5626(4) 0.9764(4) 0.071(2) Uani 1 1 d . . .
C9 C 0.3792(17) 0.6005(6) 1.0001(8) 0.056(2) Uani 0.497(10) 1 d P A 1
C9A C 0.4174(17) 0.5532(6) 1.0236(8) 0.056(2) Uani 0.503(10) 1 d P A 2
C10 C 0.5146(10) 0.5928(4) 1.0696(6) 0.084(2) Uani 1 1 d . . .
C11 C 0.1330(5) 0.3840(2) 0.3551(4) 0.0302(10) Uani 1 1 d . . .
C12 C 0.1953(6) 0.4075(2) 0.2780(3) 0.0322(10) Uani 1 1 d . . .
C13 C 0.1858(8) 0.3805(2) 0.1900(4) 0.0479(14) Uani 1 1 d . . .
H13A H 0.2278 0.3975 0.1386 0.057 Uiso 1 1 calc R . .
C14 C 0.1143(9) 0.3281(3) 0.1771(5) 0.0604(18) Uani 1 1 d . B .
C15 C 0.0527(7) 0.3050(2) 0.2528(5) 0.0523(15) Uani 1 1 d . . .
H15A H 0.0029 0.2700 0.2447 0.063 Uiso 1 1 calc R . .
C16 C 0.0617(6) 0.3319(2) 0.3416(4) 0.0415(12) Uani 1 1 d . . .
H16A H 0.0194 0.3147 0.3927 0.050 Uiso 1 1 calc R . .
C17 C 0.3262(7) 0.4887(2) 0.2236(4) 0.0417(12) Uani 1 1 d . . .
H17A H 0.3226 0.4651 0.1671 0.062 Uiso 1 1 calc R . .
H17B H 0.4398 0.5010 0.2456 0.062 Uiso 1 1 calc R . .
H17C H 0.2548 0.5205 0.2065 0.062 Uiso 1 1 calc R . .
C18 C 0.1161(16) 0.2962(4) 0.0812(6) 0.115(4) Uani 1 1 d . . .
C19 C 0.134(3) 0.3203(9) 0.0050(17) 0.068(3) Uani 0.356(12) 1 d P B 1
C19A C 0.0028(14) 0.3121(5) 0.0018(9) 0.068(3) Uani 0.644(12) 1 d P B 2
C20 C 0.0373(13) 0.3334(4) -0.0862(6) 0.097(3) Uani 1 1 d . . .
C21 C 0.4700(5) 0.40285(18) 0.6142(3) 0.0243(9) Uani 1 1 d . . .
C22 C 0.6211(5) 0.37341(19) 0.6309(3) 0.0263(9) Uani 1 1 d . . .
C23 C 0.6335(6) 0.32426(19) 0.6822(3) 0.0304(10) Uani 1 1 d . . .
H23A H 0.7358 0.3054 0.6927 0.036 Uiso 1 1 calc R . .
C24 C 0.4998(6) 0.30206(19) 0.7185(3) 0.0319(10) Uani 1 1 d . . .
C25 C 0.3511(6) 0.3313(2) 0.7020(4) 0.0343(11) Uani 1 1 d . . .
H25A H 0.2583 0.3173 0.7260 0.041 Uiso 1 1 calc R . .
C26 C 0.3365(6) 0.3802(2) 0.6514(4) 0.0316(10) Uani 1 1 d . . .
H26A H 0.2338 0.3989 0.6416 0.038 Uiso 1 1 calc R . .
C27 C 0.8856(6) 0.3597(2) 0.5837(4) 0.0404(12) Uani 1 1 d . . .
H27A H 0.9705 0.3798 0.5571 0.061 Uiso 1 1 calc R . .
H27B H 0.8440 0.3297 0.5404 0.061 Uiso 1 1 calc R . .
H27C H 0.9333 0.3449 0.6470 0.061 Uiso 1 1 calc R . .
C28 C 0.5190(7) 0.2487(2) 0.7754(4) 0.0419(12) Uani 1 1 d . . .
H28A H 0.4139 0.2282 0.7622 0.050 Uiso 1 1 calc R . .
H28B H 0.6050 0.2261 0.7530 0.050 Uiso 1 1 calc R . .
C29 C 0.5647(8) 0.2574(3) 0.8805(5) 0.0566(16) Uani 1 1 d . . .
H29A H 0.6633 0.2772 0.9023 0.068 Uiso 1 1 calc R . .
C30 C 0.4806(11) 0.2401(3) 0.9469(5) 0.077(2) Uani 1 1 d . . .
H30A H 0.3813 0.2201 0.9285 0.092 Uiso 1 1 calc R . .
H30B H 0.5196 0.2477 1.0130 0.092 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Bi1 O1 80.66(11) . . ?
O3 Bi1 O5 89.47(12) . . ?
O1 Bi1 O5 95.54(11) . . ?
O3 Bi1 O4 66.17(11) . . ?
O1 Bi1 O4 142.41(10) . . ?
O5 Bi1 O4 101.11(11) . . ?
O3 Bi1 O1 81.37(11) . 3_566 ?
O1 Bi1 O1 68.31(12) . 3_566 ?
O5 Bi1 O1 162.45(10) . 3_566 ?
O4 Bi1 O1 88.90(10) . 3_566 ?
O3 Bi1 O2 143.04(11) . . ?
O1 Bi1 O2 64.16(10) . . ?
O5 Bi1 O2 83.32(11) . . ?
O4 Bi1 O2 150.79(10) . . ?
O1 Bi1 O2 95.01(10) 3_566 . ?
C1 O1 Bi1 122.8(3) . . ?
C1 O1 Bi1 110.3(2) . 3_566 ?
Bi1 O1 Bi1 111.69(12) . 3_566 ?
C2 O2 C7 118.2(4) . . ?
C2 O2 Bi1 109.6(3) . . ?
C7 O2 Bi1 131.3(3) . . ?
C11 O3 Bi1 127.2(3) . . ?
C12 O4 C17 118.6(4) . . ?
C12 O4 Bi1 110.9(3) . . ?
C17 O4 Bi1 129.8(3) . . ?
C21 O5 Bi1 127.5(2) . . ?
C22 O6 C27 116.1(4) . . ?
O1 C1 C6 121.3(4) . . ?
O1 C1 C2 120.7(4) . . ?
C6 C1 C2 118.0(4) . . ?
O2 C2 C3 125.5(4) . . ?
O2 C2 C1 113.4(4) . . ?
C3 C2 C1 121.2(5) . . ?
C2 C3 C4 120.1(5) . . ?
C5 C4 C3 119.0(5) . . ?
C5 C4 C8 119.9(6) . . ?
C3 C4 C8 121.1(6) . . ?
C4 C5 C6 120.7(5) . . ?
C1 C6 C5 121.0(5) . . ?
C9 C8 C9A 49.8(7) . . ?
C9 C8 C4 118.4(7) . . ?
C9A C8 C4 113.1(6) . . ?
C10 C9 C8 125.4(11) . . ?
C10 C9A C8 123.2(11) . . ?
C9A C10 C9 53.9(8) . . ?
O3 C11 C12 122.0(4) . . ?
O3 C11 C16 120.1(5) . . ?
C12 C11 C16 117.8(5) . . ?
C13 C12 O4 125.0(5) . . ?
C13 C12 C11 121.5(5) . . ?
O4 C12 C11 113.5(4) . . ?
C12 C13 C14 120.4(6) . . ?
C15 C14 C13 118.2(5) . . ?
C15 C14 C18 121.6(7) . . ?
C13 C14 C18 120.1(7) . . ?
C14 C15 C16 121.9(6) . . ?
C15 C16 C11 120.2(5) . . ?
C19 C18 C19A 48.4(10) . . ?
C19 C18 C14 121.6(11) . . ?
C19A C18 C14 117.0(9) . . ?
C18 C19 C20 139(2) . . ?
C18 C19A C20 127.0(11) . . ?
C19A C20 C19 45.0(10) . . ?
O5 C21 C26 123.4(4) . . ?
O5 C21 C22 119.5(4) . . ?
C26 C21 C22 117.0(4) . . ?
O6 C22 C23 123.2(4) . . ?
O6 C22 C21 116.3(4) . . ?
C23 C22 C21 120.4(4) . . ?
C24 C23 C22 122.0(4) . . ?
C23 C24 C25 117.4(4) . . ?
C23 C24 C28 120.4(4) . . ?
C25 C24 C28 122.2(4) . . ?
C26 C25 C24 121.4(4) . . ?
C25 C26 C21 121.7(4) . . ?
C29 C28 C24 112.8(5) . . ?
C30 C29 C28 125.9(7) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 O3 2.135(3) . ?
Bi1 O1 2.197(3) . ?
Bi1 O5 2.201(3) . ?
Bi1 O4 2.664(3) . ?
Bi1 O1 2.706(3) 3_566 ?
Bi1 O2 2.708(3) . ?
O1 C1 1.358(5) . ?
O1 Bi1 2.706(3) 3_566 ?
O2 C2 1.376(6) . ?
O2 C7 1.427(6) . ?
O3 C11 1.343(6) . ?
O4 C12 1.384(6) . ?
O4 C17 1.429(6) . ?
O5 C21 1.367(5) . ?
O6 C22 1.374(5) . ?
O6 C27 1.431(5) . ?
C1 C6 1.376(7) . ?
C1 C2 1.398(6) . ?
C2 C3 1.379(7) . ?
C3 C4 1.388(8) . ?
C4 C5 1.378(8) . ?
C4 C8 1.529(8) . ?
C5 C6 1.386(8) . ?
C8 C9 1.426(15) . ?
C8 C9A 1.467(14) . ?
C9 C10 1.351(14) . ?
C9A C10 1.337(15) . ?
C11 C12 1.388(7) . ?
C11 C16 1.390(7) . ?
C12 C13 1.381(7) . ?
C13 C14 1.394(9) . ?
C14 C15 1.364(9) . ?
C14 C18 1.547(9) . ?
C15 C16 1.389(8) . ?
C18 C19 1.24(3) . ?
C18 C19A 1.369(14) . ?
C19 C20 1.41(2) . ?
C19A C20 1.404(15) . ?
C21 C26 1.394(6) . ?
C21 C22 1.407(6) . ?
C22 C23 1.384(6) . ?
C23 C24 1.385(6) . ?
C24 C25 1.387(7) . ?
C24 C28 1.511(6) . ?
C25 C26 1.375(7) . ?
C28 C29 1.464(8) . ?
C29 C30 1.312(9) . ?
