#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:00:14 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180367 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/36/7203671.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_7203671
loop_
_publ_author_name
'Hogben, Timothy'
'Douthwaite, Richard E.'
'Gillie, Lisa J.'
'Whitwood, Adrian C.'
_publ_section_title
;
 Synthesis of a neutral metal?organic network solid [(MeIm)Ni(BDC)]
 (where MeIm = methylimidazole and BDC = 1,4-benzenedicarboxylate) in
 an ionic liquid solvent 1-methyl-3-propylimidazolium bromide
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              866
_journal_paper_doi               10.1039/b614104h
_journal_volume                  8
_journal_year                    2006
_chemical_formula_moiety         'C12 H10 N2 Ni O4'
_chemical_formula_sum            'C12 H10 N2 Ni O4'
_chemical_formula_weight         304.93
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 101.522(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.6003(8)
_cell_length_b                   16.7695(17)
_cell_length_c                   9.7696(10)
_cell_measurement_reflns_used    1973
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      24.92
_cell_measurement_theta_min      2.43
_cell_volume                     1220.1(2)
_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      300(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  '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  0.0418
_diffrn_reflns_av_sigmaI/netI    0.0387
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9580
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         2.43
_exptl_absorpt_coefficient_mu    1.601
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.867
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2.03; (sheldrick)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2143
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0376
_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)+(0.0409P)²+0.7159P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0801
_refine_ls_wR_factor_ref         0.0840
_reflns_number_gt                1796
_reflns_number_total             2143
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b614104h.txt
_cod_data_source_block           compound1
_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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7203671
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
C1 C -0.1085(4) 0.39965(17) 0.6632(3) 0.0203(7) Uani 1 1 d . . .
C2 C -0.1624(4) 0.32939(17) 0.7419(3) 0.0223(7) Uani 1 1 d . . .
C3 C -0.3438(4) 0.31159(18) 0.7326(3) 0.0271(7) Uani 1 1 d . . .
H3 H -0.4318 0.3452 0.6840 0.033 Uiso 1 1 calc R . .
C4 C -0.3914(4) 0.24372(18) 0.7962(3) 0.0270(7) Uani 1 1 d . . .
H4 H -0.5123 0.2318 0.7896 0.032 Uiso 1 1 calc R . .
C5 C -0.2621(4) 0.19295(17) 0.8699(3) 0.0235(7) Uani 1 1 d . . .
C6 C -0.0806(4) 0.21144(17) 0.8807(3) 0.0256(7) Uani 1 1 d . . .
H6 H 0.0075 0.1782 0.9305 0.031 Uiso 1 1 calc R . .
C7 C -0.0330(4) 0.27953(18) 0.8169(3) 0.0279(8) Uani 1 1 d . . .
H7 H 0.0878 0.2920 0.8245 0.034 Uiso 1 1 calc R . .
C8 C -0.3168(4) 0.11779(17) 0.9332(3) 0.0243(7) Uani 1 1 d . . .
C10 C 0.5223(4) 0.53075(18) 0.7635(3) 0.0263(7) Uani 1 1 d . . .
H10 H 0.5720 0.4991 0.7029 0.032 Uiso 1 1 calc R . .
C11 C 0.3342(5) 0.5959(2) 0.8561(4) 0.0379(9) Uani 1 1 d . . .
H11 H 0.2279 0.6181 0.8719 0.045 Uiso 1 1 calc R . .
C12 C 0.4982(5) 0.6065(2) 0.9379(4) 0.0460(10) Uani 1 1 d . . .
H12 H 0.5250 0.6364 1.0195 0.055 Uiso 1 1 calc R . .
C14 C 0.8116(5) 0.5601(3) 0.9286(4) 0.0522(11) Uani 1 1 d . . .
H14A H 0.8601 0.5188 0.8790 0.078 Uiso 1 1 calc R . .
H14B H 0.8365 0.5481 1.0266 0.078 Uiso 1 1 calc R . .
H14C H 0.8658 0.6102 0.9133 0.078 Uiso 1 1 calc R . .
N1 N 0.3491(3) 0.54743(15) 0.7470(3) 0.0241(6) Uani 1 1 d . . .
N2 N 0.6163(4) 0.56504(17) 0.8777(3) 0.0327(7) Uani 1 1 d . . .
Ni1 Ni 0.16000(5) 0.507170(19) 0.59180(4) 0.01703(14) Uani 1 1 d . . .
O1 O 0.0466(3) 0.42750(12) 0.7047(2) 0.0259(5) Uani 1 1 d . . .
O2 O -0.2232(3) 0.42397(12) 0.5609(2) 0.0267(5) Uani 1 1 d . . .
O3 O -0.4737(3) 0.09219(12) 0.8851(2) 0.0296(5) Uani 1 1 d . . .
O4 O -0.2061(3) 0.08477(12) 1.0282(2) 0.0281(5) Uani 1 1 d . . .
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'
Ni Ni 0.3393 1.1124 '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'
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
O2 C1 O1 126.4(3) . . ?
O2 C1 C2 116.3(3) . . ?
O1 C1 C2 117.3(3) . . ?
C7 C2 C3 119.6(3) . . ?
C7 C2 C1 120.4(3) . . ?
C3 C2 C1 120.0(3) . . ?
C4 C3 C2 119.5(3) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 121.1(3) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 119.3(3) . . ?
C4 C5 C8 120.2(3) . . ?
C6 C5 C8 120.4(3) . . ?
C7 C6 C5 119.5(3) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C2 121.0(3) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
O4 C8 O3 124.7(3) . . ?
O4 C8 C5 118.5(3) . . ?
O3 C8 C5 116.8(3) . . ?
N1 C10 N2 111.4(3) . . ?
N1 C10 H10 124.3 . . ?
N2 C10 H10 124.3 . . ?
C12 C11 N1 109.2(3) . . ?
C12 C11 H11 125.4 . . ?
N1 C11 H11 125.4 . . ?
C11 C12 N2 106.8(3) . . ?
C11 C12 H12 126.6 . . ?
N2 C12 H12 126.6 . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C10 N1 C11 105.5(3) . . ?
C10 N1 Ni1 124.8(2) . . ?
C11 N1 Ni1 129.7(2) . . ?
C10 N2 C12 107.1(3) . . ?
C10 N2 C14 126.6(3) . . ?
C12 N2 C14 126.3(3) . . ?
N1 Ni1 O4 99.34(10) . 4_665 ?
N1 Ni1 O2 97.28(10) . 3_566 ?
O4 Ni1 O2 90.03(9) 4_665 3_566 ?
N1 Ni1 O1 97.45(10) . . ?
O4 Ni1 O1 87.67(9) 4_665 . ?
O2 Ni1 O1 165.27(9) 3_566 . ?
N1 Ni1 O3 95.15(10) . 2_456 ?
O4 Ni1 O3 165.49(9) 4_665 2_456 ?
O2 Ni1 O3 87.43(9) 3_566 2_456 ?
O1 Ni1 O3 91.17(9) . 2_456 ?
N1 Ni1 Ni1 160.93(8) . 3_566 ?
O4 Ni1 Ni1 99.73(7) 4_665 3_566 ?
O2 Ni1 Ni1 82.95(6) 3_566 3_566 ?
O1 Ni1 Ni1 83.10(6) . 3_566 ?
O3 Ni1 Ni1 65.78(6) 2_456 3_566 ?
C1 O1 Ni1 122.76(19) . . ?
C1 O2 Ni1 122.95(19) . 3_566 ?
C8 O3 Ni1 144.5(2) . 2_446 ?
C8 O4 Ni1 105.16(19) . 4_566 ?
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
C1 O2 1.256(4) . ?
C1 O1 1.257(4) . ?
C1 C2 1.508(4) . ?
C2 C7 1.384(4) . ?
C2 C3 1.395(4) . ?
C3 C4 1.379(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.397(4) . ?
C5 C8 1.499(4) . ?
C6 C7 1.383(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 O4 1.251(4) . ?
C8 O3 1.266(4) . ?
C10 N1 1.324(4) . ?
C10 N2 1.329(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.351(5) . ?
C11 N1 1.363(4) . ?
C11 H11 0.9300 . ?
C12 N2 1.359(5) . ?
C12 H12 0.9300 . ?
C14 N2 1.471(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
N1 Ni1 1.987(2) . ?
Ni1 O4 2.013(2) 4_665 ?
Ni1 O2 2.019(2) 3_566 ?
Ni1 O1 2.031(2) . ?
Ni1 O3 2.053(2) 2_456 ?
Ni1 Ni1 2.7290(8) 3_566 ?
O2 Ni1 2.019(2) 3_566 ?
O3 Ni1 2.053(2) 2_446 ?
O4 Ni1 2.013(2) 4_566 ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 C7 154.9(3) . . . . ?
O1 C1 C2 C7 -24.2(4) . . . . ?
O2 C1 C2 C3 -21.3(4) . . . . ?
O1 C1 C2 C3 159.6(3) . . . . ?
C7 C2 C3 C4 -1.2(5) . . . . ?
C1 C2 C3 C4 175.0(3) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C3 C4 C5 C6 0.6(5) . . . . ?
C3 C4 C5 C8 -177.5(3) . . . . ?
C4 C5 C6 C7 -0.6(5) . . . . ?
C8 C5 C6 C7 177.5(3) . . . . ?
C5 C6 C7 C2 -0.3(5) . . . . ?
C3 C2 C7 C6 1.2(5) . . . . ?
C1 C2 C7 C6 -175.0(3) . . . . ?
C4 C5 C8 O4 -161.0(3) . . . . ?
C6 C5 C8 O4 21.0(4) . . . . ?
C4 C5 C8 O3 19.2(4) . . . . ?
C6 C5 C8 O3 -158.8(3) . . . . ?
N1 C11 C12 N2 0.8(4) . . . . ?
N2 C10 N1 C11 0.9(4) . . . . ?
N2 C10 N1 Ni1 -179.1(2) . . . . ?
C12 C11 N1 C10 -1.0(4) . . . . ?
C12 C11 N1 Ni1 178.9(3) . . . . ?
N1 C10 N2 C12 -0.4(4) . . . . ?
N1 C10 N2 C14 -179.6(3) . . . . ?
C11 C12 N2 C10 -0.3(4) . . . . ?
C11 C12 N2 C14 179.0(4) . . . . ?
C10 N1 Ni1 O4 18.3(3) . . . 4_665 ?
C11 N1 Ni1 O4 -161.6(3) . . . 4_665 ?
C10 N1 Ni1 O2 -72.9(3) . . . 3_566 ?
C11 N1 Ni1 O2 107.2(3) . . . 3_566 ?
C10 N1 Ni1 O1 107.2(3) . . . . ?
C11 N1 Ni1 O1 -72.7(3) . . . . ?
C10 N1 Ni1 O3 -161.0(3) . . . 2_456 ?
C11 N1 Ni1 O3 19.1(3) . . . 2_456 ?
C10 N1 Ni1 Ni1 -162.38(18) . . . 3_566 ?
C11 N1 Ni1 Ni1 17.7(5) . . . 3_566 ?
O2 C1 O1 Ni1 -11.0(4) . . . . ?
C2 C1 O1 Ni1 168.02(19) . . . . ?
N1 Ni1 O1 C1 161.5(2) . . . . ?
O4 Ni1 O1 C1 -99.4(2) 4_665 . . . ?
O2 Ni1 O1 C1 -18.2(5) 3_566 . . . ?
O3 Ni1 O1 C1 66.1(2) 2_456 . . . ?
Ni1 Ni1 O1 C1 0.7(2) 3_566 . . . ?
O1 C1 O2 Ni1 17.9(4) . . . 3_566 ?
C2 C1 O2 Ni1 -161.12(19) . . . 3_566 ?
O4 C8 O3 Ni1 5.3(6) . . . 2_446 ?
C5 C8 O3 Ni1 -174.9(2) . . . 2_446 ?
O3 C8 O4 Ni1 -4.6(4) . . . 4_566 ?
C5 C8 O4 Ni1 175.7(2) . . . 4_566 ?
