#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:01:37 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179737 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/33/7003334.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_7003334
loop_
_publ_author_name
'Andrews, Philip C.'
'Junk, Peter C.'
'Nuzhnaya, Iryna'
'Spiccia, Leone'
_publ_section_title
;
 Fluorinated bismuth alkoxides: from monomers to polymers and
 oxo-clusters
;
_journal_issue                   19
_journal_name_full               'Dalton Transactions'
_journal_page_first              2557
_journal_page_last               2568
_journal_paper_doi               10.1039/b715623e
_journal_year                    2008
_chemical_formula_sum            'C21 H27 Bi F18 O6'
_chemical_formula_weight         926.41
_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                 92.201(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.5066(4)
_cell_length_b                   9.5546(2)
_cell_length_c                   19.4747(5)
_cell_measurement_temperature    123(2)
_cell_volume                     3069.17(13)
_computing_cell_refinement       'Bruker APEX II v. 1.0 (Bruker AXS 2004)'
_computing_data_collection       'Bruker APEX II v. 1.0 (Bruker AXS 2004)'
_computing_data_reduction        'Bruker APEX II v. 1.0 (Bruker AXS 2004)'
_computing_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker X8 APEX CCD'
_diffrn_measurement_method       '0.5 deg frames in phi and omega'
_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  0.0805
_diffrn_reflns_av_sigmaI/netI    0.0430
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            63395
_diffrn_reflns_theta_full        27.60
_diffrn_reflns_theta_max         27.60
_diffrn_reflns_theta_min         2.09
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.888
_exptl_absorpt_correction_T_max  0.7089
_exptl_absorpt_correction_T_min  0.6402
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.005
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1784
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.107
_refine_diff_density_min         -1.400
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         7071
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.167
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0373
_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)+(0.0211P)²+8.9524P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0732
_refine_ls_wR_factor_ref         0.0775
_reflns_number_gt                5759
_reflns_number_total             7071
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b715623e.txt
_cod_data_source_block           bif78
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7003334
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 0.247166(11) 0.012088(17) 0.381168(9) 0.01819(6) Uani 1 1 d . . .
O1 O 0.2120(2) 0.1601(4) 0.45803(18) 0.0252(8) Uani 1 1 d . . .
C2 C 0.2662(3) 0.2260(6) 0.5027(3) 0.0235(11) Uani 1 1 d . . .
H2 H 0.3173 0.2444 0.4782 0.028 Uiso 1 1 calc R . .
C1 C 0.2862(4) 0.1316(7) 0.5637(3) 0.0339(14) Uani 1 1 d . . .
C3 C 0.2313(4) 0.3650(6) 0.5248(3) 0.0320(13) Uani 1 1 d . . .
F4 F 0.1692(2) 0.3536(4) 0.56538(19) 0.0449(9) Uani 1 1 d . . .
F5 F 0.2871(2) 0.4436(4) 0.5584(2) 0.0518(10) Uani 1 1 d . . .
F3 F 0.3267(3) 0.0201(4) 0.54199(19) 0.0556(11) Uani 1 1 d . . .
F2 F 0.2208(3) 0.0836(4) 0.59392(18) 0.0491(10) Uani 1 1 d . . .
F6 F 0.2063(3) 0.4395(4) 0.4701(2) 0.0513(10) Uani 1 1 d . . .
F1 F 0.3329(3) 0.1926(5) 0.61252(19) 0.0585(12) Uani 1 1 d . . .
O2 O 0.3552(2) 0.1266(4) 0.36728(18) 0.0234(8) Uani 1 1 d . . .
C5 C 0.3718(3) 0.2032(5) 0.3088(3) 0.0233(11) Uani 1 1 d . . .
H5 H 0.3232 0.1991 0.2766 0.028 Uiso 1 1 calc R . .
C4 C 0.3871(4) 0.3544(6) 0.3281(3) 0.0308(13) Uani 1 1 d . . .
C6 C 0.4424(4) 0.1364(6) 0.2739(3) 0.0327(13) Uani 1 1 d . . .
F12 F 0.4235(2) 0.0092(4) 0.2516(2) 0.0523(10) Uani 1 1 d . . .
F9 F 0.3931(2) 0.4377(3) 0.27374(19) 0.0416(9) Uani 1 1 d . . .
F8 F 0.3259(2) 0.4031(3) 0.36474(19) 0.0442(9) Uani 1 1 d . . .
F7 F 0.4548(2) 0.3711(4) 0.3673(2) 0.0505(10) Uani 1 1 d . . .
F11 F 0.4660(2) 0.2107(4) 0.21938(19) 0.0508(10) Uani 1 1 d . . .
F10 F 0.5077(2) 0.1222(4) 0.31591(19) 0.0452(9) Uani 1 1 d . . .
O3 O 0.1826(2) 0.1326(4) 0.30611(18) 0.0253(8) Uani 1 1 d . . .
F17 F 0.0478(2) 0.1047(5) 0.3799(2) 0.0579(12) Uani 1 1 d . . .
O4 O 0.2503(2) -0.1284(4) 0.2677(2) 0.0328(9) Uani 1 1 d . . .
F18 F 0.0103(3) 0.1544(6) 0.2776(2) 0.0768(16) Uani 1 1 d . . .
C8 C 0.1350(3) 0.2473(5) 0.3196(3) 0.0238(11) Uani 1 1 d . . .
H8 H 0.1577 0.2946 0.3619 0.029 Uiso 1 1 calc R . .
F16 F 0.0048(3) 0.3121(5) 0.3553(3) 0.0804(16) Uani 1 1 d . . .
C9 C 0.0479(4) 0.2054(7) 0.3319(4) 0.0416(16) Uani 1 1 d . . .
C13 C 0.2993(4) -0.2526(6) 0.2610(3) 0.0329(14) Uani 1 1 d . . .
H13A H 0.2747 -0.3329 0.2846 0.040 Uiso 1 1 calc R . .
H13B H 0.3547 -0.2372 0.2809 0.040 Uiso 1 1 calc R . .
F15 F 0.1134(3) 0.2941(5) 0.20059(19) 0.0611(12) Uani 1 1 d . . .
F14 F 0.2145(2) 0.3904(4) 0.2504(2) 0.0585(12) Uani 1 1 d . . .
F13 F 0.0952(3) 0.4620(5) 0.2698(3) 0.0819(16) Uani 1 1 d . . .
C7 C 0.1386(4) 0.3495(6) 0.2598(3) 0.0367(14) Uani 1 1 d . . .
C12 C 0.3015(4) -0.2789(7) 0.1851(3) 0.0438(16) Uani 1 1 d . . .
H12A H 0.3095 -0.3795 0.1751 0.053 Uiso 1 1 calc R . .
H12B H 0.3449 -0.2239 0.1640 0.053 Uiso 1 1 calc R . .
C10 C 0.2038(5) -0.1037(7) 0.2048(3) 0.0447(17) Uani 1 1 d . . .
H10A H 0.2222 -0.0171 0.1822 0.054 Uiso 1 1 calc R . .
H10B H 0.1455 -0.0946 0.2140 0.054 Uiso 1 1 calc R . .
C11 C 0.2186(4) -0.2299(7) 0.1603(3) 0.0464(17) Uani 1 1 d . . .
H11A H 0.2182 -0.2039 0.1111 0.056 Uiso 1 1 calc R . .
H11B H 0.1772 -0.3031 0.1671 0.056 Uiso 1 1 calc R . .
C15 C 0.0319(4) -0.3428(7) 0.4167(4) 0.0496(18) Uani 1 1 d . . .
H15A H 0.0466 -0.4255 0.4451 0.060 Uiso 1 1 calc R . .
H15B H -0.0102 -0.3694 0.3815 0.060 Uiso 1 1 calc R . .
C16 C 0.0046(5) -0.2221(10) 0.4601(4) 0.072(3) Uani 1 1 d . . .
H16A H -0.0285 -0.1551 0.4323 0.086 Uiso 1 1 calc R . .
H16B H -0.0275 -0.2558 0.4987 0.086 Uiso 1 1 calc R . .
C14 C 0.1043(5) -0.2803(8) 0.3850(4) 0.060(2) Uani 1 1 d . . .
H14A H 0.1452 -0.3536 0.3770 0.072 Uiso 1 1 calc R . .
H14B H 0.0885 -0.2369 0.3403 0.072 Uiso 1 1 calc R . .
O5 O 0.1373(3) -0.1760(5) 0.4315(2) 0.0463(12) Uani 1 1 d . . .
C17 C 0.0820(4) -0.1558(9) 0.4860(4) 0.0514(19) Uani 1 1 d . . .
H17A H 0.0741 -0.0549 0.4952 0.062 Uiso 1 1 calc R . .
H17B H 0.1025 -0.2017 0.5288 0.062 Uiso 1 1 calc R . .
O6 O 0.3665(2) -0.1667(4) 0.4227(2) 0.0310(9) Uani 1 1 d . . .
C20 C 0.4868(5) -0.2559(9) 0.4735(5) 0.072(3) Uani 1 1 d . . .
H20A H 0.5145 -0.3270 0.4458 0.086 Uiso 1 1 calc R . .
H20B H 0.5263 -0.2171 0.5080 0.086 Uiso 1 1 calc R . .
C19 C 0.4180(4) -0.3171(10) 0.5068(5) 0.078(3) Uani 1 1 d . . .
H19A H 0.4125 -0.2761 0.5531 0.094 Uiso 1 1 calc R . .
H19B H 0.4252 -0.4195 0.5117 0.094 Uiso 1 1 calc R . .
C21 C 0.4525(3) -0.1429(7) 0.4287(3) 0.0358(14) Uani 1 1 d . . .
H21A H 0.4641 -0.0500 0.4494 0.043 Uiso 1 1 calc R . .
H21B H 0.4764 -0.1463 0.3829 0.043 Uiso 1 1 calc R . .
C18 C 0.3458(4) -0.2862(7) 0.4631(4) 0.0447(17) Uani 1 1 d . . .
H18A H 0.3318 -0.3670 0.4331 0.054 Uiso 1 1 calc R . .
H18B H 0.2989 -0.2650 0.4916 0.054 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'
F F 0.0171 0.0103 '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 O2 92.03(14) . . ?
O3 Bi1 O1 88.91(14) . . ?
O2 Bi1 O1 90.01(14) . . ?
O3 Bi1 O4 73.64(12) . . ?
O2 Bi1 O4 96.55(14) . . ?
O1 Bi1 O4 161.51(13) . . ?
O3 Bi1 O6 153.02(13) . . ?
O2 Bi1 O6 75.97(13) . . ?
O1 Bi1 O6 114.73(13) . . ?
O4 Bi1 O6 83.68(12) . . ?
O3 Bi1 O5 106.20(15) . . ?
O2 Bi1 O5 161.72(14) . . ?
O1 Bi1 O5 89.00(14) . . ?
O4 Bi1 O5 90.05(14) . . ?
O6 Bi1 O5 87.89(13) . . ?
C2 O1 Bi1 123.6(3) . . ?
O1 C2 C3 109.6(4) . . ?
O1 C2 C1 109.9(5) . . ?
C3 C2 C1 111.9(4) . . ?
F2 C1 F1 107.0(5) . . ?
F2 C1 F3 106.8(5) . . ?
F1 C1 F3 107.0(5) . . ?
F2 C1 C2 113.3(5) . . ?
F1 C1 C2 113.6(5) . . ?
F3 C1 C2 108.8(5) . . ?
F4 C3 F6 107.3(5) . . ?
F4 C3 F5 106.7(5) . . ?
F6 C3 F5 106.1(5) . . ?
F4 C3 C2 114.1(5) . . ?
F6 C3 C2 110.6(5) . . ?
F5 C3 C2 111.6(5) . . ?
C5 O2 Bi1 124.7(3) . . ?
O2 C5 C6 109.0(4) . . ?
O2 C5 C4 109.6(4) . . ?
C6 C5 C4 113.0(5) . . ?
F9 C4 F7 107.2(5) . . ?
F9 C4 F8 107.2(5) . . ?
F7 C4 F8 106.6(5) . . ?
F9 C4 C5 112.9(5) . . ?
F7 C4 C5 112.6(5) . . ?
F8 C4 C5 110.0(5) . . ?
F12 C6 F10 106.5(5) . . ?
F12 C6 F11 107.2(5) . . ?
F10 C6 F11 106.6(5) . . ?
F12 C6 C5 111.0(5) . . ?
F10 C6 C5 112.7(5) . . ?
F11 C6 C5 112.5(5) . . ?
C8 O3 Bi1 125.1(3) . . ?
C10 O4 C13 109.9(4) . . ?
C10 O4 Bi1 127.9(3) . . ?
C13 O4 Bi1 122.2(3) . . ?
O3 C8 C9 111.7(5) . . ?
O3 C8 C7 108.9(4) . . ?
C9 C8 C7 110.7(5) . . ?
F18 C9 F16 108.6(6) . . ?
F18 C9 F17 106.5(6) . . ?
F16 C9 F17 107.1(6) . . ?
F18 C9 C8 113.3(6) . . ?
F16 C9 C8 111.9(6) . . ?
F17 C9 C8 109.0(5) . . ?
O4 C13 C12 105.1(5) . . ?
F13 C7 F15 107.7(5) . . ?
F13 C7 F14 107.5(5) . . ?
F15 C7 F14 105.4(5) . . ?
F13 C7 C8 111.9(5) . . ?
F15 C7 C8 113.0(5) . . ?
F14 C7 C8 110.9(5) . . ?
C13 C12 C11 101.9(5) . . ?
O4 C10 C11 105.4(5) . . ?
C10 C11 C12 103.2(5) . . ?
C14 C15 C16 100.8(6) . . ?
C17 C16 C15 104.1(7) . . ?
O5 C14 C15 107.9(6) . . ?
C14 O5 C17 108.8(5) . . ?
C14 O5 Bi1 117.7(4) . . ?
C17 O5 Bi1 128.2(4) . . ?
O5 C17 C16 104.6(6) . . ?
C18 O6 C21 109.7(4) . . ?
C18 O6 Bi1 118.7(4) . . ?
C21 O6 Bi1 128.9(3) . . ?
C19 C20 C21 105.5(6) . . ?
C20 C19 C18 106.9(6) . . ?
O6 C21 C20 106.5(5) . . ?
O6 C18 C19 105.8(5) . . ?
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 2.116(4) . ?
Bi1 O2 2.118(3) . ?
Bi1 O1 2.155(3) . ?
Bi1 O4 2.588(4) . ?
Bi1 O6 2.708(4) . ?
Bi1 O5 2.760(4) . ?
O1 C2 1.377(6) . ?
C2 C3 1.516(8) . ?
C2 C1 1.518(8) . ?
C1 F2 1.330(7) . ?
C1 F1 1.334(7) . ?
C1 F3 1.335(7) . ?
C3 F4 1.323(6) . ?
C3 F6 1.333(7) . ?
C3 F5 1.340(7) . ?
O2 C5 1.390(6) . ?
C5 C6 1.513(8) . ?
C5 C4 1.512(7) . ?
C4 F9 1.331(6) . ?
C4 F7 1.338(7) . ?
C4 F8 1.342(7) . ?
C6 F12 1.324(7) . ?
C6 F10 1.335(7) . ?
C6 F11 1.347(7) . ?
O3 C8 1.380(6) . ?
F17 C9 1.342(7) . ?
O4 C10 1.439(7) . ?
O4 C13 1.445(6) . ?
F18 C9 1.301(8) . ?
C8 C9 1.519(8) . ?
C8 C7 1.523(8) . ?
F16 C9 1.334(8) . ?
C13 C12 1.502(8) . ?
F15 C7 1.321(7) . ?
F14 C7 1.332(7) . ?
F13 C7 1.311(7) . ?
C12 C11 1.508(9) . ?
C10 C11 1.510(8) . ?
C15 C14 1.491(9) . ?
C15 C16 1.509(11) . ?
C16 C17 1.497(10) . ?
C14 O5 1.439(8) . ?
O5 C17 1.439(8) . ?
O6 C18 1.435(7) . ?
O6 C21 1.438(7) . ?
C20 C19 1.453(10) . ?
C20 C21 1.487(9) . ?
C19 C18 1.467(9) . ?
