#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/40/2234002.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2234002
loop_
_publ_author_name
'Han, Yulun'
'Dai, Fengrong'
'Sykes, Andrew G.'
'May, P. Stanley'
'Berry, Mary T.'
'Meng, Qingguo'
'Lin, Cuikun'
_publ_section_title
;
 catena-Poly[1-butyl-3-methylimidazolium
 [[dichlorido(methanol-κO)(propan-2-ol-κO)lanthanate(III)]-di-μ-chlorido]]
;
_journal_coeditor_code           SU2369
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m292
_journal_page_last               m293
_journal_paper_doi               10.1107/S160053681200517X
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '(C8 H15 N2) [La Cl4 (C H4 O) (C3 H8 O)]'
_chemical_formula_moiety         'C8 H15 N2 +, C4 H12 Cl4 La O2 -'
_chemical_formula_sum            'C12 H27 Cl4 La N2 O2'
_chemical_formula_weight         512.07
_chemical_name_systematic
;
catena-Poly[1-butyl-3-methylimidazolium [[dichlorido(methanol-
κO)(propan-2-ol-κO)lanthanate(III)]-di-μ-chlorido]]
;
_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           SHELXL97
_cell_angle_alpha                114.0090(10)
_cell_angle_beta                 109.7350(10)
_cell_angle_gamma                92.8570(10)
_cell_formula_units_Z            2
_cell_length_a                   9.5035(6)
_cell_length_b                   10.7413(6)
_cell_length_c                   11.8625(7)
_cell_measurement_reflns_used    8208
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.33
_cell_volume                     1016.20(11)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0288
_diffrn_reflns_av_sigmaI/netI    0.0344
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11178
_diffrn_reflns_theta_full        26.39
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    2.632
_exptl_absorpt_correction_T_max  0.8797
_exptl_absorpt_correction_T_min  0.5057
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.714
_refine_diff_density_min         -0.587
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         4155
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0216
_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)+(0.0193P)²+0.4077P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0473
_refine_ls_wR_factor_ref         0.0488
_reflns_number_gt                3780
_reflns_number_total             4155
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            su2369.cif
_cod_data_source_block           I
_cod_original_cell_volume        1016.20(10)
_cod_database_code               2234002
_cod_database_fobs_code          2234002
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
La La1 0.739307(15) 0.491237(15) -0.023339(14) 0.00964(5) Uani d . 1 1
Cl Cl1 0.54404(7) 0.24123(7) -0.24214(6) 0.01713(14) Uani d . 1 1
Cl Cl2 0.77665(7) 0.64602(7) -0.16020(7) 0.01686(14) Uani d . 1 1
Cl Cl3 1.05144(7) 0.63430(7) 0.15869(6) 0.01356(13) Uani d . 1 1
Cl Cl4 0.56003(7) 0.42798(7) 0.11059(6) 0.01393(13) Uani d . 1 1
O O1 0.8605(2) 0.3297(2) 0.0650(2) 0.0176(4) Uani d . 1 1
H H1D 0.951(4) 0.344(4) 0.096(4) 0.042(11) Uiso d . 1 1
O O2 0.7406(2) 0.7145(2) 0.16709(19) 0.0169(4) Uani d . 1 1
H H2B 0.668(4) 0.710(4) 0.180(4) 0.040(12) Uiso d . 1 1
N N1 0.6581(2) 0.1728(2) 0.4667(2) 0.0145(5) Uani d . 1 1
N N2 0.6359(2) 0.3591(2) 0.4388(2) 0.0148(5) Uani d . 1 1
C C1 0.7807(3) 0.8505(3) 0.1784(3) 0.0253(7) Uani d . 1 1
H H1A 0.7734 0.9196 0.2577 0.038 Uiso calc R 1 1
H H1B 0.7118 0.8565 0.1010 0.038 Uiso calc R 1 1
H H1C 0.8837 0.8666 0.1841 0.038 Uiso calc R 1 1
C C2 0.7981(3) 0.1900(3) 0.0376(3) 0.0218(6) Uani d . 1 1
H H2A 0.6864 0.1766 0.0048 0.026 Uiso calc R 1 1
C C3 0.8374(3) 0.0814(3) -0.0713(3) 0.0297(7) Uani d . 1 1
H H3A 0.7993 0.0941 -0.1509 0.045 Uiso calc R 1 1
H H3B 0.7911 -0.0104 -0.0907 0.045 Uiso calc R 1 1
H H3C 0.9465 0.0918 -0.0409 0.045 Uiso calc R 1 1
C C4 0.8534(4) 0.1779(4) 0.1663(3) 0.0335(8) Uani d . 1 1
H H4A 0.8255 0.2488 0.2310 0.050 Uiso calc R 1 1
H H4B 0.9628 0.1897 0.2001 0.050 Uiso calc R 1 1
H H4C 0.8073 0.0875 0.1502 0.050 Uiso calc R 1 1
C C5 0.6982(3) 0.3114(3) 0.5278(3) 0.0152(6) Uani d . 1 1
H H5A 0.7599 0.3662 0.6180 0.018 Uiso calc R 1 1
C C6 0.5659(3) 0.1306(3) 0.3339(3) 0.0188(6) Uani d . 1 1
H H6A 0.5214 0.0389 0.2686 0.023 Uiso calc R 1 1
C C7 0.5522(3) 0.2461(3) 0.3163(3) 0.0195(6) Uani d . 1 1
H H7A 0.4967 0.2492 0.2365 0.023 Uiso calc R 1 1
C C8 0.7080(3) 0.0804(3) 0.5284(3) 0.0168(6) Uani d . 1 1
H H8A 0.7713 0.1356 0.6219 0.025 Uiso calc R 1 1
H H8B 0.7654 0.0220 0.4847 0.025 Uiso calc R 1 1
H H8C 0.6199 0.0232 0.5191 0.025 Uiso calc R 1 1
C C9 0.6552(3) 0.5071(3) 0.4667(3) 0.0167(6) Uani d . 1 1
H H9A 0.6495 0.5616 0.5526 0.020 Uiso calc R 1 1
H H9B 0.5712 0.5167 0.3986 0.020 Uiso calc R 1 1
C C10 0.8046(3) 0.5662(3) 0.4693(3) 0.0175(6) Uani d . 1 1
H H10A 0.8113 0.5136 0.3833 0.021 Uiso calc R 1 1
H H10B 0.8899 0.5585 0.5378 0.021 Uiso calc R 1 1
C C11 0.8133(3) 0.7191(3) 0.4988(3) 0.0199(6) Uani d . 1 1
H H11A 0.8119 0.7717 0.5869 0.024 Uiso calc R 1 1
H H11B 0.7238 0.7264 0.4335 0.024 Uiso calc R 1 1
C C12 0.9580(3) 0.7831(3) 0.4944(3) 0.0250(7) Uani d . 1 1
H H12A 0.9588 0.8790 0.5135 0.038 Uiso calc R 1 1
H H12B 0.9588 0.7325 0.4068 0.038 Uiso calc R 1 1
H H12C 1.0469 0.7778 0.5601 0.038 Uiso calc R 1 1
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'
O O 0.0106 0.0060 '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'
La La -0.2871 2.4523 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 La1 O2 . . 110.49(6)
O1 La1 Cl1 . . 83.72(5)
O2 La1 Cl1 . . 142.48(5)
O1 La1 Cl2 . . 141.74(5)
O2 La1 Cl2 . . 89.42(5)
Cl1 La1 Cl2 . . 100.30(2)
O1 La1 Cl3 . . 72.67(5)
O2 La1 Cl3 . . 70.43(5)
Cl1 La1 Cl3 . . 146.015(18)
Cl2 La1 Cl3 . . 84.745(19)
O1 La1 Cl4 . . 72.72(5)
O2 La1 Cl4 . . 70.12(5)
Cl1 La1 Cl4 . . 82.364(19)
Cl2 La1 Cl4 . . 145.479(18)
Cl3 La1 Cl4 . . 112.230(18)
O1 La1 Cl4 . 2_665 141.39(5)
O2 La1 Cl4 . 2_665 71.22(5)
Cl1 La1 Cl4 . 2_665 76.418(18)
Cl2 La1 Cl4 . 2_665 75.142(17)
Cl3 La1 Cl4 . 2_665 136.524(19)
Cl4 La1 Cl4 . 2_665 72.078(19)
O1 La1 Cl3 . 2_765 70.16(5)
O2 La1 Cl3 . 2_765 139.40(5)
Cl1 La1 Cl3 . 2_765 77.752(18)
Cl2 La1 Cl3 . 2_765 73.582(18)
Cl3 La1 Cl3 . 2_765 71.48(2)
Cl4 La1 Cl3 . 2_765 139.352(18)
Cl4 La1 Cl3 2_665 2_765 134.605(17)
La1 Cl3 La1 . 2_765 108.52(2)
La1 Cl4 La1 . 2_665 107.922(19)
C2 O1 La1 . . 130.59(16)
C2 O1 H1D . . 109(3)
La1 O1 H1D . . 118(3)
C1 O2 La1 . . 123.48(17)
C1 O2 H2B . . 108(3)
La1 O2 H2B . . 112(3)
C5 N1 C6 . . 108.2(2)
C5 N1 C8 . . 125.9(2)
C6 N1 C8 . . 125.8(2)
C5 N2 C7 . . 108.2(2)
C5 N2 C9 . . 125.7(2)
C7 N2 C9 . . 126.1(2)
O2 C1 H1A . . 109.5
O2 C1 H1B . . 109.5
H1A C1 H1B . . 109.5
O2 C1 H1C . . 109.5
H1A C1 H1C . . 109.5
H1B C1 H1C . . 109.5
O1 C2 C4 . . 108.9(2)
O1 C2 C3 . . 110.9(2)
C4 C2 C3 . . 113.2(3)
O1 C2 H2A . . 107.9
C4 C2 H2A . . 107.9
C3 C2 H2A . . 107.9
C2 C3 H3A . . 109.5
C2 C3 H3B . . 109.5
H3A C3 H3B . . 109.5
C2 C3 H3C . . 109.5
H3A C3 H3C . . 109.5
H3B C3 H3C . . 109.5
C2 C4 H4A . . 109.5
C2 C4 H4B . . 109.5
H4A C4 H4B . . 109.5
C2 C4 H4C . . 109.5
H4A C4 H4C . . 109.5
H4B C4 H4C . . 109.5
N1 C5 N2 . . 109.0(2)
N1 C5 H5A . . 125.5
N2 C5 H5A . . 125.5
C7 C6 N1 . . 107.5(2)
C7 C6 H6A . . 126.3
N1 C6 H6A . . 126.3
C6 C7 N2 . . 107.1(2)
C6 C7 H7A . . 126.5
N2 C7 H7A . . 126.5
N1 C8 H8A . . 109.5
N1 C8 H8B . . 109.5
H8A C8 H8B . . 109.5
N1 C8 H8C . . 109.5
H8A C8 H8C . . 109.5
H8B C8 H8C . . 109.5
N2 C9 C10 . . 113.7(2)
N2 C9 H9A . . 108.8
C10 C9 H9A . . 108.8
N2 C9 H9B . . 108.8
C10 C9 H9B . . 108.8
H9A C9 H9B . . 107.7
C9 C10 C11 . . 109.5(2)
C9 C10 H10A . . 109.8
C11 C10 H10A . . 109.8
C9 C10 H10B . . 109.8
C11 C10 H10B . . 109.8
H10A C10 H10B . . 108.2
C10 C11 C12 . . 112.2(2)
C10 C11 H11A . . 109.2
C12 C11 H11A . . 109.2
C10 C11 H11B . . 109.2
C12 C11 H11B . . 109.2
H11A C11 H11B . . 107.9
C11 C12 H12A . . 109.5
C11 C12 H12B . . 109.5
H12A C12 H12B . . 109.5
C11 C12 H12C . . 109.5
H12A C12 H12C . . 109.5
H12B C12 H12C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
La1 O1 . 2.5102(19)
La1 O2 . 2.5348(19)
La1 Cl1 . 2.8232(6)
La1 Cl2 . 2.8378(7)
La1 Cl3 . 2.8884(6)
La1 Cl4 . 2.9119(6)
La1 Cl4 2_665 2.9841(6)
La1 Cl3 2_765 3.0021(6)
Cl3 La1 2_765 3.0021(6)
Cl4 La1 2_665 2.9841(6)
O1 C2 . 1.446(3)
O1 H1D . 0.79(4)
O2 C1 . 1.431(3)
O2 H2B . 0.75(4)
N1 C5 . 1.329(3)
N1 C6 . 1.378(3)
N1 C8 . 1.466(3)
N2 C5 . 1.332(3)
N2 C7 . 1.381(3)
N2 C9 . 1.474(3)
C1 H1A . 0.9600
C1 H1B . 0.9600
C1 H1C . 0.9600
C2 C4 . 1.500(4)
C2 C3 . 1.520(4)
C2 H2A . 0.9800
C3 H3A . 0.9600
C3 H3B . 0.9600
C3 H3C . 0.9600
C4 H4A . 0.9600
C4 H4B . 0.9600
C4 H4C . 0.9600
C5 H5A . 0.9300
C6 C7 . 1.346(4)
C6 H6A . 0.9300
C7 H7A . 0.9300
C8 H8A . 0.9600
C8 H8B . 0.9600
C8 H8C . 0.9600
C9 C10 . 1.512(4)
C9 H9A . 0.9700
C9 H9B . 0.9700
C10 C11 . 1.525(4)
C10 H10A . 0.9700
C10 H10B . 0.9700
C11 C12 . 1.533(4)
C11 H11A . 0.9700
C11 H11B . 0.9700
C12 H12A . 0.9600
C12 H12B . 0.9600
C12 H12C . 0.9600
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1D Cl2 2_765 0.79(4) 2.42(4) 3.206(2) 171(4)
O2 H2B Cl1 2_665 0.75(4) 2.39(4) 3.122(2) 166(4)
C5 H5A Cl3 2_766 0.93 2.65 3.458(3) 145.2
C8 H8A Cl3 2_766 0.96 2.67 3.565(3) 156.0
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
O1 La1 Cl3 La1 . 2_765 74.31(5)
O2 La1 Cl3 La1 . 2_765 -165.68(5)
Cl1 La1 Cl3 La1 . 2_765 26.22(4)
Cl2 La1 Cl3 La1 . 2_765 -74.42(2)
Cl4 La1 Cl3 La1 . 2_765 136.68(2)
Cl4 La1 Cl3 La1 2_665 2_765 -136.31(2)
Cl3 La1 Cl3 La1 2_765 2_765 0.0
O1 La1 Cl4 La1 . 2_665 -163.89(5)
O2 La1 Cl4 La1 . 2_665 75.95(5)
Cl1 La1 Cl4 La1 . 2_665 -78.13(2)
Cl2 La1 Cl4 La1 . 2_665 18.96(4)
Cl3 La1 Cl4 La1 . 2_665 133.77(2)
Cl4 La1 Cl4 La1 2_665 2_665 0.0
Cl3 La1 Cl4 La1 2_765 2_665 -139.14(2)
O2 La1 O1 C2 . . 119.5(2)
Cl1 La1 O1 C2 . . -24.7(2)
Cl2 La1 O1 C2 . . -123.36(19)
Cl3 La1 O1 C2 . . -179.9(2)
Cl4 La1 O1 C2 . . 59.3(2)
Cl4 La1 O1 C2 2_665 . 34.2(2)
Cl3 La1 O1 C2 2_765 . -103.9(2)
O1 La1 O2 C1 . . 136.28(19)
Cl1 La1 O2 C1 . . -116.57(19)
Cl2 La1 O2 C1 . . -10.28(19)
Cl3 La1 O2 C1 . . 74.35(19)
Cl4 La1 O2 C1 . . -161.9(2)
Cl4 La1 O2 C1 2_665 . -84.77(19)
Cl3 La1 O2 C1 2_765 . 53.2(2)
La1 O1 C2 C4 . . -139.1(2)
La1 O1 C2 C3 . . 95.8(2)
C6 N1 C5 N2 . . -0.4(3)
C8 N1 C5 N2 . . 177.5(2)
C7 N2 C5 N1 . . 0.3(3)
C9 N2 C5 N1 . . -178.9(2)
C5 N1 C6 C7 . . 0.4(3)
C8 N1 C6 C7 . . -177.5(2)
N1 C6 C7 N2 . . -0.2(3)
C5 N2 C7 C6 . . 0.0(3)
C9 N2 C7 C6 . . 179.1(2)
C5 N2 C9 C10 . . 80.0(3)
C7 N2 C9 C10 . . -99.1(3)
N2 C9 C10 C11 . . -180.0(2)
C9 C10 C11 C12 . . -176.5(2)
