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###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
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#            Copyright International Union of Crystallography                #
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##############################################################################
                                             
data_I
_audit_creation_method     SHELXL97
_chemical_name_systematic
;
Dibromidobis(quinoxaline-\kN)zinc(II)
;
_chemical_name_common     ?
_chemical_formula_moiety     'C16 H12 Br2 N4 Zn'
_chemical_formula_sum     'C16 H12 Br2 N4 Zn'
_chemical_formula_iupac     '[Zn Br2 (C8 H6 N2)2]'
_chemical_formula_weight     485.49
_chemical_melting_point     ?
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     8.2527(11)
_cell_length_b     8.6670(9)
_cell_length_c     12.4651(17)
_cell_angle_alpha     80.067(13)
_cell_angle_beta     86.260(12)
_cell_angle_gamma     73.940(10)
_cell_volume     843.80(18)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     31
_cell_measurement_theta_min     3.3
_cell_measurement_theta_max     15.6
_cell_measurement_temperature     295(2)
_exptl_crystal_description     parallelpiped
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.2
_exptl_crystal_size_mid     0.15
_exptl_crystal_size_min     0.12
_exptl_crystal_density_diffrn     1.911
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     472
_exptl_absorpt_coefficient_mu     6.193
_exptl_absorpt_correction_type     psi-scan
_exptl_absorpt_process_details     '(SHELXTL; Siemens, 1990)'
_exptl_absorpt_correction_T_min     0.363
_exptl_absorpt_correction_T_max     0.476
_diffrn_ambient_temperature     295(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker P4'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     3382
_diffrn_reflns_av_R_equivalents     0.082
_diffrn_reflns_av_sigmaI/netI     0.097
_diffrn_reflns_theta_min     2.5
_diffrn_reflns_theta_max     24.6
_diffrn_reflns_theta_full     24.6
_diffrn_measured_fraction_theta_max     0.983
_diffrn_measured_fraction_theta_full     0.983
_diffrn_reflns_limit_h_min     -9
_diffrn_reflns_limit_h_max     1
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     9
_diffrn_reflns_limit_l_min     -14
_diffrn_reflns_limit_l_max     14
_diffrn_standards_number     3
_diffrn_standards_interval_count     97
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     2.1
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     2781
_reflns_number_gt     1703
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.112
_refine_ls_R_factor_gt     0.055
_refine_ls_wR_factor_gt     0.109
_refine_ls_wR_factor_ref     0.129
_refine_ls_goodness_of_fit_ref     1.01
_refine_ls_restrained_S_all     1.01
_refine_ls_number_reflns     2781
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0507P)²+0.6175P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.68
_refine_diff_density_min     -0.53
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
    'Zn' 'Zn' 0.2839 1.4301
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Br' 'Br' -0.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'XSCANS (Siemens, 1992)'
_computing_cell_refinement     'XSCANS'
_computing_data_reduction     'SHELXTL (Siemens, 1990)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'SHELXTL'
_computing_publication_material     'SHELXTL'
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_disorder_assembly
    _atom_site_disorder_group
    Zn Zn 0.34064(11) 0.66777(11) 0.75037(8) 0.0414(3) Uani d . 1 . .
    Br Br1 0.48802(12) 0.39624(11) 0.73519(9) 0.0618(3) Uani d . 1 . .
    Br Br2 0.48360(11) 0.86374(11) 0.76689(8) 0.0560(3) Uani d . 1 . .
    N N1 0.2157(8) 0.7537(7) 0.6045(5) 0.0396(16) Uani d . 1 . .
    C C2 0.2853(11) 0.8412(10) 0.5272(7) 0.048(2) Uani d . 1 . .
    H H2A 0.3835 0.8650 0.5427 0.058 Uiso calc R 1 . .
    C C3 0.2186(13) 0.8992(11) 0.4236(8) 0.057(2) Uani d . 1 . .
    H H3A 0.2736 0.9606 0.3733 0.068 Uiso calc R 1 . .
    N N4 0.0816(11) 0.8707(9) 0.3944(6) 0.058(2) Uani d . 1 . .
    C C5 0.0051(11) 0.7813(10) 0.4701(8) 0.049(2) Uani d . 1 . .
    C C6 -0.1435(11) 0.7466(12) 0.4439(8) 0.057(3) Uani d . 1 . .
    H H6A -0.1895 0.7856 0.3751 0.069 Uiso calc R 1 . .
    C C7 -0.2190(12) 0.6551(12) 0.5204(9) 0.060(3) Uani d . 1 . .
    H H7A -0.3178 0.6336 0.5035 0.072 Uiso calc R 1 . .
    C C8 -0.1515(11) 0.5936(11) 0.6230(8) 0.056(2) Uani d . 1 . .
    H H8A -0.2055 0.5305 0.6728 0.067 Uiso calc R 1 . .
    C C9 -0.0086(10) 0.6229(10) 0.6527(7) 0.047(2) Uani d . 1 . .
    H H9A 0.0359 0.5801 0.7215 0.057 Uiso calc R 1 . .
    C C10 0.0702(9) 0.7198(9) 0.5763(7) 0.038(2) Uani d . 1 . .
    N N11 0.2023(8) 0.6495(8) 0.8954(5) 0.0393(16) Uani d . 1 . .
    C C12 0.2657(11) 0.5273(11) 0.9726(8) 0.051(2) Uani d . 1 . .
    H H12A 0.3641 0.4501 0.9577 0.061 Uiso calc R 1 . .
    C C13 0.1906(13) 0.5087(12) 1.0769(8) 0.060(3) Uani d . 1 . .
    H H13A 0.2438 0.4226 1.1294 0.071 Uiso calc R 1 . .
    N N14 0.0498(11) 0.6075(10) 1.1023(6) 0.059(2) Uani d . 1 . .
    C C15 -0.0207(11) 0.7367(10) 1.0254(7) 0.046(2) Uani d . 1 . .
    C C16 -0.1749(11) 0.8485(12) 1.0501(8) 0.054(2) Uani d . 1 . .
    H H16A -0.2280 0.8339 1.1178 0.065 Uiso calc R 1 . .
    C C17 -0.2415(12) 0.9746(12) 0.9740(8) 0.057(2) Uani d . 1 . .
    H H17A -0.3427 1.0474 0.9899 0.068 Uiso calc R 1 . .
    C C18 -0.1666(11) 1.0026(11) 0.8715(7) 0.051(2) Uani d . 1 . .
    H H18A -0.2165 1.0938 0.8216 0.062 Uiso calc R 1 . .
    C C19 -0.0202(10) 0.8964(10) 0.8445(7) 0.044(2) Uani d . 1 . .
    H H19A 0.0291 0.9138 0.7759 0.052 Uiso calc R 1 . .
    C C20 0.0556(9) 0.7603(9) 0.9212(6) 0.0368(19) Uani d . 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Zn N1 . 2.068(7) ?
    Zn N11 . 2.080(6) ?
    Zn Br2 . 2.3623(12) ?
    Zn Br1 . 2.3650(13) ?
    N1 C2 . 1.323(10) ?
    N1 C10 . 1.392(9) ?
    C2 C3 . 1.391(13) ?
    C2 H2A . 0.9300 ?
    C3 N4 . 1.308(11) ?
    C3 H3A . 0.9300 ?
    N4 C5 . 1.353(11) ?
    C5 C6 . 1.412(12) ?
    C5 C10 . 1.421(12) ?
    C6 C7 . 1.364(13) ?
    C6 H6A . 0.9300 ?
    C7 C8 . 1.386(13) ?
    C7 H7A . 0.9300 ?
    C8 C9 . 1.360(11) ?
    C8 H8A . 0.9300 ?
    C9 C10 . 1.406(11) ?
    C9 H9A . 0.9300 ?
    N11 C12 . 1.315(10) ?
    N11 C20 . 1.380(10) ?
    C12 C13 . 1.406(13) ?
    C12 H12A . 0.9300 ?
    C13 N14 . 1.296(12) ?
    C13 H13A . 0.9300 ?
    N14 C15 . 1.361(11) ?
    C15 C20 . 1.414(11) ?
    C15 C16 . 1.422(12) ?
    C16 C17 . 1.333(13) ?
    C16 H16A . 0.9300 ?
    C17 C18 . 1.395(12) ?
    C17 H17A . 0.9300 ?
    C18 C19 . 1.363(11) ?
    C18 H18A . 0.9300 ?
    C19 C20 . 1.406(11) ?
    C19 H19A . 0.9300 ?
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
    _geom_angle_publ_flag
    N1 Zn N11 . . 119.5(2) ?
    N1 Zn Br2 . . 104.56(18) ?
    N11 Zn Br2 . . 103.95(18) ?
    N1 Zn Br1 . . 103.70(18) ?
    N11 Zn Br1 . . 104.58(18) ?
    Br2 Zn Br1 . . 121.69(5) ?
    C2 N1 C10 . . 116.0(7) ?
    C2 N1 Zn . . 117.5(6) ?
    C10 N1 Zn . . 126.4(5) ?
    N1 C2 C3 . . 123.2(9) ?
    N1 C2 H2A . . 118.4 ?
    C3 C2 H2A . . 118.4 ?
    N4 C3 C2 . . 122.6(8) ?
    N4 C3 H3A . . 118.7 ?
    C2 C3 H3A . . 118.7 ?
    C3 N4 C5 . . 116.9(8) ?
    N4 C5 C6 . . 119.8(9) ?
    N4 C5 C10 . . 122.0(8) ?
    C6 C5 C10 . . 118.3(8) ?
    C7 C6 C5 . . 119.4(9) ?
    C7 C6 H6A . . 120.3 ?
    C5 C6 H6A . . 120.3 ?
    C6 C7 C8 . . 121.4(9) ?
    C6 C7 H7A . . 119.3 ?
    C8 C7 H7A . . 119.3 ?
    C9 C8 C7 . . 121.8(9) ?
    C9 C8 H8A . . 119.1 ?
    C7 C8 H8A . . 119.1 ?
    C8 C9 C10 . . 118.2(9) ?
    C8 C9 H9A . . 120.9 ?
    C10 C9 H9A . . 120.9 ?
    N1 C10 C9 . . 119.6(7) ?
    N1 C10 C5 . . 119.4(7) ?
    C9 C10 C5 . . 121.0(8) ?
    C12 N11 C20 . . 116.5(7) ?
    C12 N11 Zn . . 117.3(6) ?
    C20 N11 Zn . . 125.9(5) ?
    N11 C12 C13 . . 122.7(9) ?
    N11 C12 H12A . . 118.7 ?
    C13 C12 H12A . . 118.7 ?
    N14 C13 C12 . . 122.2(9) ?
    N14 C13 H13A . . 118.9 ?
    C12 C13 H13A . . 118.9 ?
    C13 N14 C15 . . 117.5(8) ?
    N14 C15 C20 . . 121.1(8) ?
    N14 C15 C16 . . 119.3(9) ?
    C20 C15 C16 . . 119.6(8) ?
    C17 C16 C15 . . 118.4(8) ?
    C17 C16 H16A . . 120.8 ?
    C15 C16 H16A . . 120.8 ?
    C16 C17 C18 . . 123.1(9) ?
    C16 C17 H17A . . 118.4 ?
    C18 C17 H17A . . 118.4 ?
    C19 C18 C17 . . 120.0(9) ?
    C19 C18 H18A . . 120.0 ?
    C17 C18 H18A . . 120.0 ?
    C18 C19 C20 . . 119.6(8) ?
    C18 C19 H19A . . 120.2 ?
    C20 C19 H19A . . 120.2 ?
    N11 C20 C19 . . 120.7(7) ?
    N11 C20 C15 . . 119.9(7) ?
    C19 C20 C15 . . 119.4(8) ?
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_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    N11 Zn N1 C2 . . . . 145.7(6) ?
    Br2 Zn N1 C2 . . . . 30.0(6) ?
    Br1 Zn N1 C2 . . . . -98.5(6) ?
    N11 Zn N1 C10 . . . . -38.9(7) ?
    Br2 Zn N1 C10 . . . . -154.6(5) ?
    Br1 Zn N1 C10 . . . . 76.9(6) ?
    C10 N1 C2 C3 . . . . 0.8(11) ?
    Zn N1 C2 C3 . . . . 176.7(7) ?
    N1 C2 C3 N4 . . . . -0.4(14) ?
    C2 C3 N4 C5 . . . . 0.2(13) ?
    C3 N4 C5 C6 . . . . 179.8(8) ?
    C3 N4 C5 C10 . . . . -0.4(12) ?
    N4 C5 C6 C7 . . . . 179.5(9) ?
    C10 C5 C6 C7 . . . . -0.3(12) ?
    C5 C6 C7 C8 . . . . -0.9(14) ?
    C6 C7 C8 C9 . . . . 0.8(14) ?
    C7 C8 C9 C10 . . . . 0.6(13) ?
    C2 N1 C10 C9 . . . . 177.9(8) ?
    Zn N1 C10 C9 . . . . 2.4(10) ?
    C2 N1 C10 C5 . . . . -1.0(10) ?
    Zn N1 C10 C5 . . . . -176.5(5) ?
    C8 C9 C10 N1 . . . . 179.3(7) ?
    C8 C9 C10 C5 . . . . -1.9(12) ?
    N4 C5 C10 N1 . . . . 0.8(12) ?
    C6 C5 C10 N1 . . . . -179.4(7) ?
    N4 C5 C10 C9 . . . . -178.1(7) ?
    C6 C5 C10 C9 . . . . 1.8(11) ?
    N1 Zn N11 C12 . . . . 145.1(6) ?
    Br2 Zn N11 C12 . . . . -98.9(6) ?
    Br1 Zn N11 C12 . . . . 29.7(6) ?
    N1 Zn N11 C20 . . . . -39.9(7) ?
    Br2 Zn N11 C20 . . . . 76.2(6) ?
    Br1 Zn N11 C20 . . . . -155.2(6) ?
    C20 N11 C12 C13 . . . . -0.4(11) ?
    Zn N11 C12 C13 . . . . 175.1(6) ?
    N11 C12 C13 N14 . . . . 2.9(14) ?
    C12 C13 N14 C15 . . . . -3.1(13) ?
    C13 N14 C15 C20 . . . . 1.1(12) ?
    C13 N14 C15 C16 . . . . -179.7(8) ?
    N14 C15 C16 C17 . . . . 179.7(8) ?
    C20 C15 C16 C17 . . . . -1.1(13) ?
    C15 C16 C17 C18 . . . . -0.4(14) ?
    C16 C17 C18 C19 . . . . 1.5(14) ?
    C17 C18 C19 C20 . . . . -1.0(12) ?
    C12 N11 C20 C19 . . . . 179.0(7) ?
    Zn N11 C20 C19 . . . . 3.9(10) ?
    C12 N11 C20 C15 . . . . -1.6(10) ?
    Zn N11 C20 C15 . . . . -176.7(5) ?
    C18 C19 C20 N11 . . . . 178.9(7) ?
    C18 C19 C20 C15 . . . . -0.5(11) ?
    N14 C15 C20 N11 . . . . 1.3(12) ?
    C16 C15 C20 N11 . . . . -177.9(7) ?
    N14 C15 C20 C19 . . . . -179.3(7) ?
    C16 C15 C20 C19 . . . . 1.5(12) ?
data_global
_journal_date_recd_electronic     2007-06-26
_journal_date_accepted     2007-06-28
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2007
_journal_volume     63
_journal_issue      8
_journal_page_first     m2043
_journal_page_last     m2043
_journal_paper_category     QM
_journal_coeditor_code     TK2172
_publ_contact_author_name     'Mark M. Turnbull'
_publ_contact_author_address
;
Carlson School of Chemistry and Biochemistry
Clark University
950 Main Street
Worcester
MA 01610
USA
;
_publ_contact_author_email     mturnbull@clarku.edu
_publ_contact_author_fax     '508-793-8861'
_publ_contact_author_phone     '508-793-7167'
_publ_section_title
;
Dibromidobis(quinoxaline-κN)zinc(II)
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Markowitz, Brian M. E.' .
;
Carlson School of Chemistry and Biochemistry
Clark University
950 Main Street
Worcester
MA 01610
USA
;
    'Turnbull, Mark M.' .
;
Carlson School of Chemistry and Biochemistry
Clark University
950 Main Street
Worcester
MA 01610
USA
;
    'Awwadi, Firas F.'
;
Present address: Department of Applied Chemistry,
Jordan University of Science and Technology, Irbid, Jordan.
;
;
Department of Chemistry
Washington State University
Pullman
WA 99164-4630
USA
;
