#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:14:44 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179657 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/10/4511059.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_4511059
loop_
_publ_author_name
'Mahjoor, Parisa'
'Latturner, Susan E.'
_publ_section_title
;
 Synthesis and Structural Characterization of [bpyr]4[V4O4Cl12] and
 [bpyr]4[Bi4Cl16] grown in Ionic Liquid [bpyr][AlCl4] (bpyr =
 1-Butylpyridinium)
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1385
_journal_paper_doi               10.1021/cg800625w
_journal_volume                  9
_journal_year                    2009
_chemical_formula_sum            'C36 H56 Bi4 Cl16 N4'
_chemical_formula_weight         1947.97
_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                109.460(3)
_cell_angle_beta                 94.883(3)
_cell_angle_gamma                101.055(3)
_cell_formula_units_Z            1
_cell_length_a                   10.9179(19)
_cell_length_b                   11.249(2)
_cell_length_c                   13.304(2)
_cell_measurement_reflns_used    15621
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      28.41
_cell_measurement_theta_min      1.64
_cell_volume                     1492.3(4)
_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  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.820
_diffrn_measured_fraction_theta_max 0.820
_diffrn_measurement_device_type  'Bruker APEX CCD area detector'
_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  0.1032
_diffrn_reflns_av_sigmaI/netI    0.1881
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15621
_diffrn_reflns_theta_full        28.41
_diffrn_reflns_theta_max         28.41
_diffrn_reflns_theta_min         1.64
_exptl_absorpt_coefficient_mu    12.502
_exptl_absorpt_correction_T_max  0.779
_exptl_absorpt_correction_T_min  0.644
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'via SADABS (Bruker, 2000)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.167
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.793
_refine_diff_density_min         -4.193
_refine_diff_density_rms         0.277
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         6138
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.143
_refine_ls_R_factor_all          0.1602
_refine_ls_R_factor_gt           0.1008
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0182P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1440
_refine_ls_wR_factor_ref         0.1607
_reflns_number_gt                4154
_reflns_number_total             6138
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg800625w_si_001.cif
_cod_data_source_block           pm1166centro
_cod_original_cell_volume        1492.4(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4511059
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 0.21270(7) 0.83887(7) 0.14635(5) 0.0222(2) Uani 1 1 d .
Bi2 Bi -0.02214(6) 0.47853(7) 0.15485(5) 0.02136(19) Uani 1 1 d .
Cl1 Cl 0.1985(5) 0.5487(5) 0.0436(4) 0.0294(11) Uani 1 1 d .
Cl2 Cl -0.0412(5) 0.2229(5) 0.0606(4) 0.0324(11) Uani 1 1 d .
Cl3 Cl 0.0125(5) 0.7417(5) 0.2518(4) 0.0320(11) Uani 1 1 d .
Cl4 Cl 0.1680(6) 1.0607(5) 0.2208(4) 0.0454(14) Uani 1 1 d .
Cl5 Cl 0.3719(5) 0.8672(7) 0.3066(5) 0.0495(16) Uani 1 1 d .
Cl6 Cl 0.3850(4) 0.9203(5) 0.0505(4) 0.0284(10) Uani 1 1 d .
Cl7 Cl 0.1201(6) 0.4758(6) 0.3121(4) 0.0411(13) Uani 1 1 d .
Cl8 Cl -0.2147(5) 0.4468(5) 0.2428(5) 0.0399(13) Uani 1 1 d .
N1 N 0.8729(17) 0.2190(15) 0.4060(13) 0.032(4) Uani 1 1 d .
C1 C 0.851(3) 0.175(2) 0.2966(17) 0.046(6) Uani 1 1 d .
H1 H 0.9199 0.1856 0.2607 0.055 Uiso 1 1 calc R
C2 C 0.732(2) 0.117(3) 0.235(2) 0.053(7) Uani 1 1 d .
H2 H 0.7189 0.0875 0.1604 0.064 Uiso 1 1 calc R
C3 C 0.637(2) 0.104(2) 0.293(2) 0.055(7) Uani 1 1 d .
H3 H 0.5562 0.0625 0.2554 0.066 Uiso 1 1 calc R
C4 C 0.658(2) 0.155(2) 0.4115(19) 0.046(6) Uani 1 1 d .
H4 H 0.5900 0.1506 0.4493 0.055 Uiso 1 1 calc R
C5 C 0.775(2) 0.207(2) 0.4628(19) 0.042(5) Uani 1 1 d .
H5 H 0.7911 0.2359 0.5378 0.051 Uiso 1 1 calc R
C6 C 1.0065(19) 0.2758(19) 0.4634(17) 0.030(5) Uani 1 1 d .
H6A H 1.0080 0.3428 0.5323 0.036 Uiso 1 1 calc R
H6B H 1.0561 0.3149 0.4206 0.036 Uiso 1 1 calc R
C7 C 1.0637(19) 0.1681(19) 0.4817(15) 0.034(5) Uani 1 1 d .
H7A H 1.0170 0.1335 0.5286 0.040 Uiso 1 1 calc R
H7B H 1.0553 0.0981 0.4131 0.040 Uiso 1 1 calc R
C8 C 1.199(2) 0.2168(19) 0.5308(17) 0.035(5) Uani 1 1 d .
H8A H 1.2075 0.2889 0.5981 0.042 Uiso 1 1 calc R
H8B H 1.2460 0.2483 0.4826 0.042 Uiso 1 1 calc R
C9 C 1.254(2) 0.110(3) 0.553(2) 0.055(7) Uani 1 1 d .
H9A H 1.2117 0.0830 0.6047 0.083 Uiso 1 1 calc R
H9B H 1.3428 0.1430 0.5808 0.083 Uiso 1 1 calc R
H9C H 1.2426 0.0369 0.4869 0.083 Uiso 1 1 calc R
N2 N 0.5976(17) 0.7313(17) 0.9399(15) 0.033(4) Uani 1 1 d .
C11 C 0.719(2) 0.791(2) 0.982(2) 0.042(6) Uani 1 1 d .
H11 H 0.7702 0.8332 0.9450 0.050 Uiso 1 1 calc R
C12 C 0.766(3) 0.789(3) 1.083(2) 0.070(9) Uani 1 1 d .
H12 H 0.8519 0.8219 1.1101 0.084 Uiso 1 1 calc R
C13 C 0.692(3) 0.742(3) 1.141(2) 0.061(8) Uani 1 1 d .
H13 H 0.7215 0.7489 1.2115 0.073 Uiso 1 1 calc R
C14 C 0.569(3) 0.681(3) 1.092(2) 0.068(9) Uani 1 1 d .
H14 H 0.5153 0.6395 1.1278 0.081 Uiso 1 1 calc R
C15 C 0.525(2) 0.680(2) 0.995(2) 0.042(5) Uani 1 1 d .
H15 H 0.4400 0.6414 0.9658 0.050 Uiso 1 1 calc R
C16 C 0.546(2) 0.7282(19) 0.832(2) 0.050(7) Uani 1 1 d .
H16A H 0.5814 0.8125 0.8285 0.060 Uiso 1 1 calc R
H16B H 0.4560 0.7199 0.8294 0.060 Uiso 1 1 calc R
C17 C 0.568(4) 0.615(4) 0.717(4) 0.15(2) Uani 1 1 d .
H17A H 0.5107 0.6101 0.6549 0.185 Uiso 1 1 calc R
H17B H 0.6541 0.6335 0.7040 0.185 Uiso 1 1 calc R
C18 C 0.543(4) 0.514(4) 0.736(3) 0.094(11) Uiso 1 1 d .
H18A H 0.4622 0.5011 0.7612 0.113 Uiso 1 1 calc R
H18B H 0.6091 0.5082 0.7860 0.113 Uiso 1 1 calc R
C19 C 0.537(3) 0.412(3) 0.605(2) 0.080(10) Uani 1 1 d .
H19A H 0.4717 0.4237 0.5580 0.120 Uiso 1 1 calc R
H19B H 0.5196 0.3241 0.6010 0.120 Uiso 1 1 calc R
H19C H 0.6171 0.4331 0.5817 0.120 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'
Cl Cl 0.1484 0.1585 '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
Cl4 Bi1 Cl5 96.1(2) . .
Cl4 Bi1 Cl6 91.44(17) . .
Cl5 Bi1 Cl6 92.18(17) . .
Cl4 Bi1 Cl3 89.16(16) . .
Cl5 Bi1 Cl3 88.77(17) . .
Cl6 Bi1 Cl3 178.81(16) . .
Cl4 Bi1 Cl2 91.17(17) . 2_565
Cl5 Bi1 Cl2 172.1(2) . 2_565
Cl6 Bi1 Cl2 84.65(15) . 2_565
Cl3 Bi1 Cl2 94.31(15) . 2_565
Cl4 Bi1 Cl1 166.36(18) . .
Cl5 Bi1 Cl1 93.23(19) . .
Cl6 Bi1 Cl1 98.10(16) . .
Cl3 Bi1 Cl1 81.13(15) . .
Cl2 Bi1 Cl1 80.11(13) 2_565 .
Cl7 Bi2 Cl8 92.10(19) . .
Cl7 Bi2 Cl2 88.40(17) . .
Cl8 Bi2 Cl2 93.48(17) . .
Cl7 Bi2 Cl3 89.77(17) . .
Cl8 Bi2 Cl3 89.43(16) . .
Cl2 Bi2 Cl3 176.61(15) . .
Cl7 Bi2 Cl1 174.03(17) . 2_565
Cl8 Bi2 Cl1 87.46(17) . 2_565
Cl2 Bi2 Cl1 85.69(14) . 2_565
Cl3 Bi2 Cl1 96.18(15) . 2_565
Cl7 Bi2 Cl1 93.01(16) . .
Cl8 Bi2 Cl1 171.95(15) . .
Cl2 Bi2 Cl1 92.88(15) . .
Cl3 Bi2 Cl1 84.37(14) . .
Cl1 Bi2 Cl1 88.10(14) 2_565 .
Bi2 Cl1 Bi2 91.90(14) 2_565 .
Bi2 Cl1 Bi1 92.64(12) 2_565 .
Bi2 Cl1 Bi1 92.37(14) . .
Bi2 Cl2 Bi1 101.55(15) . 2_565
Bi2 Cl3 Bi1 101.88(16) . .
C1 N1 C5 121(2) . .
C1 N1 C6 118.6(19) . .
C5 N1 C6 120.7(18) . .
N1 C1 C2 123(2) . .
C3 C2 C1 115(2) . .
C2 C3 C4 123(2) . .
C5 C4 C3 118(2) . .
C4 C5 N1 120(2) . .
N1 C6 C7 109.5(15) . .
C8 C7 C6 111.8(17) . .
C7 C8 C9 111.6(19) . .
C15 N2 C11 120.6(19) . .
C15 N2 C16 121(2) . .
C11 N2 C16 118.9(18) . .
N2 C11 C12 117(2) . .
C13 C12 C11 122(3) . .
C12 C13 C14 116(2) . .
C15 C14 C13 121(2) . .
N2 C15 C14 122(2) . .
N2 C16 C17 121(2) . .
C18 C17 C16 103(4) . .
C17 C18 C19 95(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Bi1 Cl4 2.520(6) .
Bi1 Cl5 2.524(5) .
Bi1 Cl6 2.554(5) .
Bi1 Cl3 2.927(5) .
Bi1 Cl2 2.986(5) 2_565
Bi1 Cl1 3.057(5) .
Bi2 Cl7 2.510(5) .
Bi2 Cl8 2.515(5) .
Bi2 Cl2 2.685(5) .
Bi2 Cl3 2.742(5) .
Bi2 Cl1 3.023(5) 2_565
Bi2 Cl1 3.045(5) .
Cl1 Bi2 3.023(5) 2_565
Cl2 Bi1 2.986(5) 2_565
N1 C1 1.36(2) .
N1 C5 1.37(3) .
N1 C6 1.50(3) .
C1 C2 1.39(3) .
C2 C3 1.35(4) .
C3 C4 1.47(3) .
C4 C5 1.32(3) .
C6 C7 1.54(3) .
C7 C8 1.48(3) .
C8 C9 1.55(3) .
N2 C15 1.31(3) .
N2 C11 1.34(3) .
N2 C16 1.48(3) .
C11 C12 1.42(3) .
C12 C13 1.32(3) .
C13 C14 1.38(4) .
C14 C15 1.34(4) .
C16 C17 1.70(5) .
C17 C18 1.22(4) .
C18 C19 1.73(4) .
