#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:14:44 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179657 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/10/4511058.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_4511058
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            'C9 H14 Al Cl4 N'
_chemical_formula_weight         304.99
_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                 93.903(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.7070(12)
_cell_length_b                   13.6795(18)
_cell_length_c                   12.2940(16)
_cell_measurement_reflns_used    19679
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      28.31
_cell_measurement_theta_min      2.23
_cell_volume                     1460.9(3)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0480
_diffrn_reflns_av_sigmaI/netI    0.0348
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19679
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.23
_exptl_absorpt_coefficient_mu    0.841
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'via SADABS (Bruker, 2000)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.657
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.228
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         3635
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.228
_refine_ls_R_factor_all          0.1070
_refine_ls_R_factor_gt           0.0834
_refine_ls_shift/su_max          0.076
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0785P)²+1.3734P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1821
_refine_ls_wR_factor_ref         0.1939
_reflns_number_gt                2831
_reflns_number_total             3635
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg800625w_si_001.cif
_cod_data_source_block           pm1156acl
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4511058
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
Al1 Al 0.77051(13) 0.25279(8) 0.05965(9) 0.0360(3) Uani 1 1 d .
Cl1 Cl 0.74105(14) 0.10673(8) 0.00370(9) 0.0546(3) Uani 1 1 d .
Cl2 Cl 0.98731(13) 0.30721(9) 0.01355(9) 0.0554(3) Uani 1 1 d .
Cl3 Cl 0.58961(15) 0.34453(9) -0.00594(10) 0.0620(4) Uani 1 1 d .
Cl4 Cl 0.7661(17) 0.2610(17) 0.2304(10) 0.051(2) Uani 0.49(12) 1 d P
Cl4A Cl 0.780(3) 0.248(2) 0.2367(13) 0.063(3) Uani 0.51(12) 1 d P
N1 N -0.1118(4) -0.0388(2) 0.2493(3) 0.0484(8) Uani 1 1 d .
C1 C -0.2308(7) -0.0122(4) 0.3019(4) 0.0696(15) Uani 1 1 d .
H1 H -0.2193 0.0353 0.3560 0.084 Uiso 1 1 calc R
C2 C -0.3662(8) -0.0523(6) 0.2788(7) 0.101(3) Uani 1 1 d .
H2 H -0.4489 -0.0354 0.3191 0.121 Uiso 1 1 calc R
C3 C -0.3865(7) -0.1194(6) 0.1949(7) 0.101(3) Uani 1 1 d .
H3 H -0.4830 -0.1460 0.1761 0.121 Uiso 1 1 calc R
C4 C -0.2608(7) -0.1459(4) 0.1400(5) 0.0706(15) Uani 1 1 d .
H4 H -0.2702 -0.1917 0.0840 0.085 Uiso 1 1 calc R
C5 C -0.1230(5) -0.1044(3) 0.1687(4) 0.0516(10) Uani 1 1 d .
H5 H -0.0365 -0.1214 0.1325 0.062 Uiso 1 1 calc R
C6 C 0.0425(8) 0.0025(4) 0.2890(5) 0.0796(17) Uani 1 1 d .
H6A H 0.0301 0.0411 0.3540 0.096 Uiso 1 1 calc R
H6B H 0.1118 -0.0511 0.3089 0.096 Uiso 1 1 calc R
C7 C 0.1117(6) 0.0633(4) 0.2083(4) 0.0623(12) Uani 1 1 d .
H7A H 0.0453 0.1187 0.1900 0.075 Uiso 1 1 calc R
H7B H 0.1228 0.0258 0.1423 0.075 Uiso 1 1 calc R
C8 C 0.2682(7) 0.0995(5) 0.2527(6) 0.090(2) Uani 1 1 d .
H8A H 0.2548 0.1446 0.3122 0.108 Uiso 1 1 calc R
H8B H 0.3283 0.0445 0.2816 0.108 Uiso 1 1 calc R
C9 C 0.3524(7) 0.1485(5) 0.1695(6) 0.092(2) Uani 1 1 d .
H9A H 0.3731 0.1027 0.1132 0.138 Uiso 1 1 calc R
H9B H 0.4478 0.1736 0.2020 0.138 Uiso 1 1 calc R
H9C H 0.2916 0.2015 0.1387 0.138 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Al1 0.0415(6) 0.0353(6) 0.0319(6) 0.0012(4) 0.0073(4) -0.0023(5)
Cl1 0.0690(7) 0.0394(5) 0.0550(6) -0.0030(5) 0.0019(5) -0.0056(5)
Cl2 0.0528(6) 0.0616(7) 0.0540(6) -0.0071(5) 0.0194(5) -0.0131(5)
Cl3 0.0653(7) 0.0630(7) 0.0594(7) 0.0127(5) 0.0169(5) 0.0213(6)
Cl4 0.046(5) 0.086(6) 0.023(3) -0.001(2) 0.0086(15) 0.001(4)
Cl4A 0.082(7) 0.067(5) 0.040(3) 0.005(3) 0.004(3) -0.021(4)
N1 0.051(2) 0.0406(18) 0.054(2) -0.0029(16) 0.0083(16) 0.0018(15)
C1 0.087(4) 0.063(3) 0.062(3) 0.008(2) 0.029(3) 0.027(3)
C2 0.066(4) 0.127(6) 0.116(6) 0.042(5) 0.046(4) 0.031(4)
C3 0.053(3) 0.117(6) 0.130(6) 0.061(5) -0.008(4) -0.027(4)
C4 0.081(4) 0.064(3) 0.065(3) 0.007(3) -0.012(3) -0.016(3)
C5 0.056(3) 0.046(2) 0.053(3) -0.0054(19) 0.013(2) 0.006(2)
C6 0.098(4) 0.067(3) 0.072(3) 0.006(3) -0.012(3) -0.014(3)
C7 0.067(3) 0.065(3) 0.055(3) -0.005(2) 0.005(2) -0.001(2)
C8 0.063(3) 0.072(4) 0.133(6) 0.000(4) -0.007(4) -0.012(3)
C9 0.067(4) 0.105(5) 0.104(5) -0.019(4) 0.010(3) -0.020(4)
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'
Al Al 0.0645 0.0514 '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
Cl4 Al1 Cl1 111.3(6)
Cl4 Al1 Cl3 106.4(6)
Cl1 Al1 Cl3 111.22(7)
Cl4 Al1 Cl2 108.8(3)
Cl1 Al1 Cl2 109.31(7)
Cl3 Al1 Cl2 109.73(7)
Cl4 Al1 Cl4A 5.7(9)
Cl1 Al1 Cl4A 107.0(7)
Cl3 Al1 Cl4A 111.9(9)
Cl2 Al1 Cl4A 107.5(4)
C1 N1 C5 122.2(5)
C1 N1 C6 117.0(5)
C5 N1 C6 120.7(4)
N1 C1 C2 120.4(6)
C1 C2 C3 120.3(6)
C4 C3 C2 118.5(6)
C5 C4 C3 118.9(6)
N1 C5 C4 119.6(5)
C7 C6 N1 113.3(5)
C6 C7 C8 110.2(5)
C9 C8 C7 112.3(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Al1 Cl4 2.106(11)
Al1 Cl1 2.1229(15)
Al1 Cl3 2.1292(16)
Al1 Cl2 2.1411(15)
Al1 Cl4A 2.173(16)
N1 C1 1.310(6)
N1 C5 1.335(5)
N1 C6 1.508(7)
C1 C2 1.313(10)
C2 C3 1.384(10)
C3 C4 1.373(10)
C4 C5 1.353(7)
C6 C7 1.456(8)
C7 C8 1.516(7)
C8 C9 1.461(9)
