#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/92/2209250.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_2209250
loop_
_publ_author_name
'Markowitz, Brian M. E. '
'Turnbull, Mark M.'
'Awwadi, Firas A.'
_publ_section_title
;
 Dichlorodiquinoxalinezinc(II)
;
_journal_coeditor_code           LH2067
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1278
_journal_page_last               m1280
_journal_paper_doi               10.1107/S1600536806017004
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Zn Cl2 (C8 H6 N2)2]'
_chemical_formula_moiety         'C16 H12 Cl2 N4 Zn'
_chemical_formula_sum            'C16 H12 Cl2 N4 Zn'
_chemical_formula_weight         396.57
_chemical_name_systematic
;
Dichlorobis(quinoxaline)zinc(II)
;
_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
_cell_angle_alpha                81.017(8)
_cell_angle_beta                 86.018(8)
_cell_angle_gamma                73.294(9)
_cell_formula_units_Z            2
_cell_length_a                   8.1097(10)
_cell_length_b                   8.6533(8)
_cell_length_c                   12.2541(12)
_cell_measurement_reflns_used    28
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      13.02
_cell_measurement_theta_min      4.86
_cell_volume                     813.27(15)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1992)'
_computing_data_reduction        'SHELXTL (Siemens, 1990)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       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  0.0202
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3340
_diffrn_reflns_theta_full        24.53
_diffrn_reflns_theta_max         24.53
_diffrn_reflns_theta_min         2.48
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.841
_exptl_absorpt_correction_T_max  0.568
_exptl_absorpt_correction_T_min  0.429
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(SHELXTL; Siemens, 1990)????'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.619
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.314
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2707
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0269
_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)+(0.0369P)²+0.1923P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0689
_refine_ls_wR_factor_ref         0.0718
_reflns_number_gt                2417
_reflns_number_total             2707
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2067.cif
_cod_data_source_block           I
_cod_original_sg_symbol_Hall     -p_1
_cod_database_code               2209250
_cod_database_fobs_code          2209250
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
Zn Zn 0.65539(3) 0.83166(3) 0.74924(2) 0.04264(11) Uani d . 1
Cl Cl1 0.50945(9) 1.08789(8) 0.76472(7) 0.0656(2) Uani d . 1
Cl Cl2 0.51763(9) 0.64811(8) 0.73291(6) 0.05832(18) Uani d . 1
N N1 0.7978(2) 0.8498(2) 0.60195(16) 0.0429(4) Uani d . 1
C C2 0.7300(3) 0.9754(3) 0.5267(2) 0.0526(6) Uani d . 1
H H2A 0.6287 1.0520 0.5439 0.063 Uiso calc R 1
C C3 0.8077(4) 0.9956(4) 0.4211(2) 0.0622(8) Uani d . 1
H H3A 0.7530 1.0840 0.3701 0.075 Uiso calc R 1
N N4 0.9523(3) 0.8970(3) 0.39072(18) 0.0609(6) Uani d . 1
C C5 1.0253(3) 0.7664(3) 0.46707(19) 0.0492(6) Uani d . 1
C C6 1.1829(4) 0.6553(4) 0.4403(2) 0.0603(7) Uani d . 1
H H6B 1.2361 0.6719 0.3715 0.072 Uiso calc R 1
C C7 1.2564(4) 0.5246(4) 0.5151(2) 0.0598(7) Uani d . 1
H H7A 1.3600 0.4520 0.4969 0.072 Uiso calc R 1
C C8 1.1784(3) 0.4975(3) 0.6191(2) 0.0539(6) Uani d . 1
H H8A 1.2304 0.4066 0.6690 0.065 Uiso calc R 1
C C9 1.0266(3) 0.6032(3) 0.6483(2) 0.0473(6) Uani d . 1
H H9A 0.9757 0.5845 0.7177 0.057 Uiso calc R 1
C C10 0.9484(3) 0.7399(3) 0.57280(19) 0.0417(5) Uani d . 1
N N11 0.7791(2) 0.7431(2) 0.89851(16) 0.0416(4) Uani d . 1
C C12 0.7022(3) 0.6582(3) 0.9733(2) 0.0507(6) Uani d . 1
H H12A 0.6034 0.6355 0.9544 0.061 Uiso calc R 1
C C13 0.7644(4) 0.6011(3) 1.0801(2) 0.0609(7) Uani d . 1
H H13A 0.7037 0.5441 1.1301 0.073 Uiso calc R 1
N N14 0.9048(3) 0.6248(3) 1.11251(18) 0.0610(6) Uani d . 1
C C15 0.9869(3) 0.7127(3) 1.0374(2) 0.0489(6) Uani d . 1
C C16 1.1384(4) 0.7435(4) 1.0675(3) 0.0640(8) Uani d . 1
H H16A 1.1821 0.7027 1.1377 0.077 Uiso calc R 1
C C17 1.2200(4) 0.8328(4) 0.9937(3) 0.0664(8) Uani d . 1
H H17A 1.3197 0.8526 1.0139 0.080 Uiso calc R 1
C C18 1.1562(4) 0.8953(4) 0.8878(3) 0.0599(7) Uani d . 1
H H18A 1.2136 0.9568 0.8388 0.072 Uiso calc R 1
C C19 1.0112(3) 0.8674(3) 0.8553(2) 0.0485(6) Uani d . 1
H H19A 0.9699 0.9093 0.7846 0.058 Uiso calc R 1
C C20 0.9247(3) 0.7745(3) 0.92972(19) 0.0417(5) 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'
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
_geom_angle_publ_flag
N11 Zn N1 120.41(8) y
N11 Zn Cl1 104.61(6) y
N1 Zn Cl1 104.18(6) y
N11 Zn Cl2 103.34(6) y
N1 Zn Cl2 104.84(6) y
Cl1 Zn Cl2 120.63(3) y
C2 N1 C10 117.2(2) ?
C2 N1 Zn 115.88(17) ?
C10 N1 Zn 126.83(15) ?
N1 C2 C3 121.4(3) ?
N1 C2 H2A 119.3 ?
C3 C2 H2A 119.3 ?
N4 C3 C2 123.5(3) ?
N4 C3 H3A 118.2 ?
C2 C3 H3A 118.2 ?
C3 N4 C5 116.2(2) ?
N4 C5 C10 121.8(3) ?
N4 C5 C6 119.3(2) ?
C10 C5 C6 118.9(2) ?
C7 C6 C5 119.9(2) ?
C7 C6 H6B 120.0 ?
C5 C6 H6B 120.0 ?
C6 C7 C8 120.9(3) ?
C6 C7 H7A 119.5 ?
C8 C7 H7A 119.5 ?
C9 C8 C7 120.8(3) ?
C9 C8 H8A 119.6 ?
C7 C8 H8A 119.6 ?
C8 C9 C10 119.4(2) ?
C8 C9 H9A 120.3 ?
C10 C9 H9A 120.3 ?
N1 C10 C9 120.1(2) ?
N1 C10 C5 119.9(2) ?
C9 C10 C5 120.0(2) ?
C12 N11 C20 117.2(2) ?
C12 N11 Zn 116.06(17) ?
C20 N11 Zn 126.58(15) ?
N11 C12 C13 122.2(3) ?
N11 C12 H12A 118.9 ?
C13 C12 H12A 118.9 ?
N14 C13 C12 122.6(3) ?
N14 C13 H13A 118.7 ?
C12 C13 H13A 118.7 ?
C13 N14 C15 116.6(2) ?
N14 C15 C20 121.8(2) ?
N14 C15 C16 119.4(3) ?
C20 C15 C16 118.8(3) ?
C17 C16 C15 119.8(3) ?
C17 C16 H16A 120.1 ?
C15 C16 H16A 120.1 ?
C16 C17 C18 120.9(3) ?
C16 C17 H17A 119.5 ?
C18 C17 H17A 119.5 ?
C19 C18 C17 121.1(3) ?
C19 C18 H18A 119.5 ?
C17 C18 H18A 119.5 ?
C18 C19 C20 119.2(3) ?
C18 C19 H19A 120.4 ?
C20 C19 H19A 120.4 ?
N11 C20 C19 120.4(2) ?
N11 C20 C15 119.5(2) ?
C19 C20 C15 120.1(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Zn N1 2.0836(19) y
Zn N11 2.077(2) y
Zn Cl1 2.2237(8) y
Zn Cl2 2.2274(7) y
N1 C2 1.322(3) ?
N1 C10 1.380(3) ?
C2 C3 1.408(4) ?
C2 H2A 0.9300 ?
C3 N4 1.306(4) ?
C3 H3A 0.9300 ?
N4 C5 1.365(3) ?
C5 C10 1.413(3) ?
C5 C6 1.414(4) ?
C6 C7 1.355(4) ?
C6 H6B 0.9300 ?
C7 C8 1.400(4) ?
C7 H7A 0.9300 ?
C8 C9 1.370(4) ?
C8 H8A 0.9300 ?
C9 C10 1.402(3) ?
C9 H9A 0.9300 ?
N11 C12 1.320(3) ?
N11 C20 1.376(3) ?
C12 C13 1.399(4) ?
C12 H12A 0.9300 ?
C13 N14 1.311(4) ?
C13 H13A 0.9300 ?
N14 C15 1.363(4) ?
C15 C20 1.414(3) ?
C15 C16 1.414(4) ?
C16 C17 1.358(5) ?
C16 H16A 0.9300 ?
C17 C18 1.400(4) ?
C17 H17A 0.9300 ?
C18 C19 1.363(4) ?
C18 H18A 0.9300 ?
C19 C20 1.406(3) ?
C19 H19A 0.9300 ?
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
N1 Zn N11 C12 -146.09(16)
Cl1 Zn N11 C12 97.39(17)
Cl2 Zn N11 C12 -29.69(17)
N1 Zn N11 C20 39.2(2)
Cl1 Zn N11 C20 -77.35(18)
Cl2 Zn N11 C20 155.57(17)
N11 Zn N1 C2 -144.89(17)
Cl1 Zn N1 C2 -28.15(19)
Cl2 Zn N1 C2 99.49(18)
N11 Zn N1 C10 39.4(2)
Cl1 Zn N1 C10 156.13(17)
Cl2 Zn N1 C10 -76.24(18)
C12 N11 C20 C19 -178.5(2)
Zn N11 C20 C19 -3.9(3)
C12 N11 C20 C15 1.4(3)
Zn N11 C20 C15 176.08(16)
C2 N1 C10 C9 -179.5(2)
Zn N1 C10 C9 -3.8(3)
C2 N1 C10 C5 1.4(3)
Zn N1 C10 C5 177.05(16)
C10 N1 C2 C3 0.4(4)
Zn N1 C2 C3 -175.8(2)
C20 N11 C12 C13 -0.1(3)
Zn N11 C12 C13 -175.4(2)
N11 C20 C19 C18 -179.3(2)
C15 C20 C19 C18 0.7(4)
C13 N14 C15 C20 -0.4(4)
C13 N14 C15 C16 179.5(2)
N11 C20 C15 N14 -1.2(3)
C19 C20 C15 N14 178.7(2)
N11 C20 C15 C16 178.9(2)
C19 C20 C15 C16 -1.2(3)
C3 N4 C5 C10 0.0(4)
C3 N4 C5 C6 -179.4(2)
N1 C10 C5 N4 -1.6(4)
C9 C10 C5 N4 179.2(2)
N1 C10 C5 C6 177.8(2)
C9 C10 C5 C6 -1.3(4)
C15 N14 C13 C12 1.7(4)
N11 C12 C13 N14 -1.5(4)
C5 N4 C3 C2 1.8(4)
N1 C2 C3 N4 -2.1(4)
C18 C17 C16 C15 0.1(4)
N14 C15 C16 C17 -179.2(3)
C20 C15 C16 C17 0.8(4)
C20 C19 C18 C17 0.1(4)
C16 C17 C18 C19 -0.5(4)
N1 C10 C9 C8 -178.3(2)
C5 C10 C9 C8 0.8(4)
C10 C9 C8 C7 0.2(4)
C9 C8 C7 C6 -0.6(4)
C8 C7 C6 C5 0.0(4)
N4 C5 C6 C7 -179.6(3)
C10 C5 C6 C7 0.9(4)
