#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/95/2219503.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_2219503
loop_
_publ_author_name
'Cheng, Lin'
'Zhang, Ya-Wen'
'Sun, Yan-Yan'
'Zhang, Gong'
_publ_section_title
;Bis[μ-1,3-bis(4,5-dihydroimidazol-2-yl)benzene-κ²N:N']bis[dichloridozinc(II)]
 N,N'-dimethylformamide disolvate
;
_journal_coeditor_code           BT2778
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1236
_journal_paper_doi               10.1107/S1600536808027773
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Zn2 Cl4 (C12 H14 N4)2], 2C3 H7 N O'
_chemical_formula_moiety         'C24 H28 Cl4 N8 Zn2 , 2C3 H7 N O'
_chemical_formula_sum            'C30 H42 Cl4 N10 O2 Zn2'
_chemical_formula_weight         847.28
_chemical_name_systematic
;Bis[μ-1,3-bis(4,5-dihydroimidazol-2-yl)benzene-κ²N:N']bis[dichloridozinc(II)]
N,N'-dimethylformamide
 disolvate
;
_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                 92.890(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.1774(11)
_cell_length_b                   8.5032(12)
_cell_length_c                   27.097(4)
_cell_measurement_reflns_used    781
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      28.0
_cell_measurement_theta_min      2.41
_cell_volume                     1881.8(5)
_computing_cell_refinement       'SMART (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'phi and omega scan'
_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  0.0430
_diffrn_reflns_av_sigmaI/netI    0.0436
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            13375
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.83
_exptl_absorpt_coefficient_mu    1.601
_exptl_absorpt_correction_T_max  0.7401
_exptl_absorpt_correction_T_min  0.5460
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2000)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.535
_refine_diff_density_min         -0.483
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3659
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0342
_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)+(0.0445P)²+0.1856P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0871
_reflns_number_gt                3215
_reflns_number_total             3659
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2778.cif
_cod_data_source_block           I
_cod_original_cell_volume        1881.8(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2219503
_cod_database_fobs_code          2219503
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_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
Zn Zn1 0.48008(3) 0.59217(3) 0.126447(9) 0.01901(11) Uani d . 1
Cl Cl1 0.75119(7) 0.59787(7) 0.12124(2) 0.03078(16) Uani d . 1
Cl Cl2 0.39514(8) 0.76920(7) 0.18274(2) 0.03058(17) Uani d . 1
N N1 0.3153(3) 0.1342(2) 0.15690(7) 0.0258(5) Uani d . 1
H H1C 0.2681 0.0467 0.1462 0.031 Uiso calc R 1
N N2 0.4140(2) 0.3782(2) 0.15104(7) 0.0207(4) Uani d . 1
N N3 0.8313(2) 0.3109(2) -0.00124(7) 0.0229(4) Uani d . 1
H H3A 0.8515 0.2981 0.0307 0.028 Uiso calc R 1
N N4 0.6803(2) 0.3684(2) -0.06974(7) 0.0204(4) Uani d . 1
C C1 0.3390(4) 0.1829(3) 0.20863(9) 0.0317(6) Uani d . 1
H H1A 0.4348 0.1300 0.2251 0.038 Uiso calc R 1
H H1B 0.2406 0.1617 0.2274 0.038 Uiso calc R 1
C C2 0.3685(3) 0.3594(3) 0.20290(9) 0.0287(6) Uani d . 1
H H2A 0.2681 0.4198 0.2091 0.034 Uiso calc R 1
H H2B 0.4581 0.3955 0.2261 0.034 Uiso calc R 1
C C3 0.3786(3) 0.2473(3) 0.12837(8) 0.0196(5) Uani d . 1
C C4 0.3941(3) 0.2201(3) 0.07490(8) 0.0190(5) Uani d . 1
C C5 0.2771(3) 0.1283(3) 0.04869(9) 0.0211(5) Uani d . 1
H H5A 0.1897 0.0817 0.0653 0.025 Uiso calc R 1
C C6 0.2896(3) 0.1059(3) -0.00154(9) 0.0221(5) Uani d . 1
H H6A 0.2091 0.0454 -0.0195 0.026 Uiso calc R 1
C C7 0.4181(3) 0.1707(3) -0.02578(8) 0.0200(5) Uani d . 1
H H7A 0.4255 0.1550 -0.0603 0.024 Uiso calc R 1
C C8 0.5371(3) 0.2590(2) 0.00036(8) 0.0185(5) Uani d . 1
C C9 0.5245(3) 0.2843(3) 0.05072(8) 0.0190(5) Uani d . 1
H H9A 0.6048 0.3453 0.0686 0.023 Uiso calc R 1
C C10 0.6822(3) 0.3157(3) -0.02469(8) 0.0188(5) Uani d . 1
C C11 0.9542(3) 0.3309(3) -0.03839(8) 0.0248(5) Uani d . 1
H H11A 0.9963 0.2285 -0.0496 0.030 Uiso calc R 1
H H11B 1.0469 0.3971 -0.0259 0.030 Uiso calc R 1
C C12 0.8515(3) 0.4138(3) -0.07927(9) 0.0256(5) Uani d . 1
H H12A 0.8659 0.5292 -0.0772 0.031 Uiso calc R 1
H H12B 0.8819 0.3774 -0.1123 0.031 Uiso calc R 1
N N5 0.8751(3) 0.1284(3) 0.16839(8) 0.0381(6) Uani d . 1
C C13 0.8524(5) 0.2201(5) 0.21257(12) 0.0666(11) Uani d . 1
H H13A 0.8509 0.3322 0.2042 0.100 Uiso calc R 1
H H13B 0.9426 0.1990 0.2369 0.100 Uiso calc R 1
H H13C 0.7483 0.1911 0.2265 0.100 Uiso calc R 1
C C14 0.8795(7) -0.0394(5) 0.17315(14) 0.0913(17) Uani d . 1
H H14A 0.8958 -0.0869 0.1408 0.137 Uiso calc R 1
H H14B 0.7758 -0.0766 0.1855 0.137 Uiso calc R 1
H H14C 0.9698 -0.0697 0.1963 0.137 Uiso calc R 1
C C15 0.8906(3) 0.1948(3) 0.12484(10) 0.0328(6) Uani d . 1
H H15A 0.8902 0.3064 0.1239 0.039 Uiso calc R 1
O O1 0.9055(2) 0.1264(2) 0.08571(6) 0.0313(4) Uani d . 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'
Zn Zn 0.2839 1.4301 '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
N4 Zn1 N2 3_665 . 103.21(8)
N4 Zn1 Cl1 3_665 . 124.35(6)
N2 Zn1 Cl1 . . 108.90(6)
N4 Zn1 Cl2 3_665 . 101.17(6)
N2 Zn1 Cl2 . . 106.18(6)
Cl1 Zn1 Cl2 . . 111.47(3)
C3 N1 C1 . . 108.03(19)
C3 N1 H1C . . 126.0
C1 N1 H1C . . 126.0
C3 N2 C2 . . 107.20(19)
C3 N2 Zn1 . . 132.35(16)
C2 N2 Zn1 . . 119.66(14)
C10 N3 C11 . . 107.93(18)
C10 N3 H3A . . 126.0
C11 N3 H3A . . 126.0
C10 N4 C12 . . 106.62(19)
C10 N4 Zn1 . 3_665 139.15(17)
C12 N4 Zn1 . 3_665 114.22(14)
N1 C1 C2 . . 101.20(19)
N1 C1 H1A . . 111.5
C2 C1 H1A . . 111.5
N1 C1 H1B . . 111.5
C2 C1 H1B . . 111.5
H1A C1 H1B . . 109.3
N2 C2 C1 . . 104.55(19)
N2 C2 H2A . . 110.8
C1 C2 H2A . . 110.8
N2 C2 H2B . . 110.8
C1 C2 H2B . . 110.8
H2A C2 H2B . . 108.9
N2 C3 N1 . . 115.0(2)
N2 C3 C4 . . 124.7(2)
N1 C3 C4 . . 120.2(2)
C9 C4 C5 . . 120.0(2)
C9 C4 C3 . . 120.4(2)
C5 C4 C3 . . 119.6(2)
C6 C5 C4 . . 119.6(2)
C6 C5 H5A . . 120.2
C4 C5 H5A . . 120.2
C7 C6 C5 . . 120.5(2)
C7 C6 H6A . . 119.7
C5 C6 H6A . . 119.7
C6 C7 C8 . . 120.1(2)
C6 C7 H7A . . 120.0
C8 C7 H7A . . 120.0
C9 C8 C7 . . 119.9(2)
C9 C8 C10 . . 120.1(2)
C7 C8 C10 . . 119.9(2)
C8 C9 C4 . . 119.9(2)
C8 C9 H9A . . 120.1
C4 C9 H9A . . 120.1
N4 C10 N3 . . 114.9(2)
N4 C10 C8 . . 124.9(2)
N3 C10 C8 . . 120.2(2)
N3 C11 C12 . . 100.39(18)
N3 C11 H11A . . 111.7
C12 C11 H11A . . 111.7
N3 C11 H11B . . 111.7
C12 C11 H11B . . 111.7
H11A C11 H11B . . 109.5
N4 C12 C11 . . 104.02(19)
N4 C12 H12A . . 111.0
C11 C12 H12A . . 111.0
N4 C12 H12B . . 111.0
C11 C12 H12B . . 111.0
H12A C12 H12B . . 109.0
C15 N5 C14 . . 120.2(3)
C15 N5 C13 . . 122.1(3)
C14 N5 C13 . . 117.7(3)
N5 C13 H13A . . 109.5
N5 C13 H13B . . 109.5
H13A C13 H13B . . 109.5
N5 C13 H13C . . 109.5
H13A C13 H13C . . 109.5
H13B C13 H13C . . 109.5
N5 C14 H14A . . 109.5
N5 C14 H14B . . 109.5
H14A C14 H14B . . 109.5
N5 C14 H14C . . 109.5
H14A C14 H14C . . 109.5
H14B C14 H14C . . 109.5
O1 C15 N5 . . 126.3(3)
O1 C15 H15A . . 116.9
N5 C15 H15A . . 116.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Zn1 N4 3_665 1.9978(19)
Zn1 N2 . 2.0205(19)
Zn1 Cl1 . 2.2291(7)
Zn1 Cl2 . 2.2764(7)
N1 C3 . 1.353(3)
N1 C1 . 1.465(3)
N1 H1C . 0.8800
N2 C3 . 1.298(3)
N2 C2 . 1.480(3)
N3 C10 . 1.347(3)
N3 C11 . 1.468(3)
N3 H3A . 0.8800
N4 C10 . 1.300(3)
N4 C12 . 1.487(3)
N4 Zn1 3_665 1.9978(19)
C1 C2 . 1.529(3)
C1 H1A . 0.9900
C1 H1B . 0.9900
C2 H2A . 0.9900
C2 H2B . 0.9900
C3 C4 . 1.479(3)
C4 C9 . 1.391(3)
C4 C5 . 1.400(3)
C5 C6 . 1.383(3)
C5 H5A . 0.9500
C6 C7 . 1.382(3)
C6 H6A . 0.9500
C7 C8 . 1.394(3)
C7 H7A . 0.9500
C8 C9 . 1.390(3)
C8 C10 . 1.477(3)
C9 H9A . 0.9500
C11 C12 . 1.528(3)
C11 H11A . 0.9900
C11 H11B . 0.9900
C12 H12A . 0.9900
C12 H12B . 0.9900
N5 C15 . 1.320(3)
N5 C14 . 1.433(4)
N5 C13 . 1.449(4)
C13 H13A . 0.9800
C13 H13B . 0.9800
C13 H13C . 0.9800
C14 H14A . 0.9800
C14 H14B . 0.9800
C14 H14C . 0.9800
C15 O1 . 1.221(3)
C15 H15A . 0.9500
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
N1 H1C Cl2 1_545 0.88 2.74 3.241(2) 117.2
N3 H3A O1 . 0.88 2.12 2.870(3) 143.2
