##############################################################################
#                                                                            #
# 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 Acta Crystallographica 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.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
Dichloridobis(pyrazine-2-carboxamide-κN⁴)zinc(II)
;
_chemical_name_common     ?
_chemical_formula_moiety     'C10 H10 Cl2 N6 O2 Zn1'
_chemical_formula_sum     'C10 H10 Cl2 N6 O2 Zn1'
_chemical_formula_iupac     '[Zn Cl2 (C5 H5 N3 O)2]'
_chemical_formula_weight     382.53
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/m'
_symmetry_space_group_name_Hall     '-P 2yb'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z'
    '-x, -y, -z'
    'x, -y-1/2, z'
_cell_length_a     5.4296(5)
_cell_length_b     19.7629(14)
_cell_length_c     6.8396(5)
_cell_angle_alpha     90.00
_cell_angle_beta     105.131(7)
_cell_angle_gamma     90.00
_cell_volume     708.48(10)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     5777
_cell_measurement_theta_min     2.06
_cell_measurement_theta_max     26.00
_cell_measurement_temperature     298(2)
_exptl_crystal_description     plate
_exptl_crystal_colour     colorless
_exptl_crystal_size_max     0.40
_exptl_crystal_size_mid     0.06
_exptl_crystal_size_min     0.05
_exptl_crystal_density_diffrn     1.793
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     384
_exptl_absorpt_coefficient_mu     2.123
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Bruker, 2001)'
_exptl_absorpt_correction_T_min     0.8810
_exptl_absorpt_correction_T_max     0.9017
_exptl_special_details
;
;
_diffrn_ambient_temperature     298(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 APEXII CCD area-detector'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     5777
_diffrn_reflns_av_R_equivalents     0.0853
_diffrn_reflns_av_sigmaI/netI     0.0692
_diffrn_reflns_theta_min     2.06
_diffrn_reflns_theta_max     26.00
_diffrn_reflns_theta_full     26.00
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -6
_diffrn_reflns_limit_h_max     6
_diffrn_reflns_limit_k_min     -21
_diffrn_reflns_limit_k_max     24
_diffrn_reflns_limit_l_min     -8
_diffrn_reflns_limit_l_max     8
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_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 >
σ(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     1441
_reflns_number_gt     1064
_reflns_threshold_expression     I>2sigma(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0708
_refine_ls_R_factor_gt     0.0446
_refine_ls_wR_factor_gt     0.0869
_refine_ls_wR_factor_ref     0.0929
_refine_ls_goodness_of_fit_ref     0.972
_refine_ls_restrained_S_all     0.972
_refine_ls_number_reflns     1441
_refine_ls_number_parameters     100
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0467P)²+0.0000P] 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     0.003
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.775
_refine_diff_density_min     -0.652
_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'
    'O' 'O' 0.0106 0.0060
                         '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'
    'Cl' 'Cl' 0.1484 0.1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'APEX2 (Bruker, 2007)'
_computing_cell_refinement     'SAINT (Bruker, 2007)'
_computing_data_reduction     'SAINT (Bruker, 2007)'
_computing_structure_solution     'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics     'SHELXTL (Sheldrick, 2008)'
_computing_publication_material     'SHELXTL (Sheldrick, 2008)'
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
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C1 0.3963(7) 0.3616(2) 0.4810(6) 0.0307(9) Uani d . 1 1 . .
    H H1 0.2583 0.3512 0.3724 0.037 Uiso calc R 1 1 . .
    C C2 0.6226(8) 0.3464(2) 0.8085(6) 0.0364(10) Uani d . 1 1 . .
    H H2 0.6435 0.3262 0.9347 0.044 Uiso calc R 1 1 . .
    C C3 0.8016(8) 0.3930(2) 0.7802(6) 0.0391(10) Uani d . 1 1 . .
    H H3 0.9428 0.4022 0.8873 0.047 Uiso calc R 1 1 . .
    C C4 0.5722(7) 0.4094(2) 0.4563(6) 0.0310(8) Uani d . 1 1 . .
    C C5 0.5370(8) 0.4445(2) 0.2579(6) 0.0366(9) Uani d . 1 1 . .
    N N1 0.4213(6) 0.33021(16) 0.6574(5) 0.0312(7) Uani d . 1 1 . .
    N N2 0.7776(6) 0.42473(18) 0.6048(5) 0.0366(8) Uani d . 1 1 . .
    N N3 0.7336(7) 0.4801(2) 0.2331(6) 0.0535(11) Uani d . 1 1 . .
    H H3B 0.7210 0.5022 0.1226 0.064 Uiso calc R 1 1 . .
    H H3C 0.8736 0.4812 0.3276 0.064 Uiso calc R 1 1 . .
    O O1 0.3309(6) 0.44069(17) 0.1293(4) 0.0506(8) Uani d . 1 1 . .
    Zn Zn1 0.18582(12) 0.2500 0.69002(10) 0.0304(2) Uani d S 1 2 . .
    Cl Cl1 0.1855(3) 0.2500 1.0108(2) 0.0480(4) Uani d S 1 2 . .
    Cl Cl2 -0.1427(3) 0.2500 0.4244(2) 0.0416(4) Uani d S 1 2 . .
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    C1 0.0264(19) 0.030(2) 0.034(2) -0.0008(16) 0.0050(17) 0.0030(17)
    C2 0.040(2) 0.038(2) 0.028(2) -0.0004(18) 0.0041(18) 0.0030(18)
    C3 0.036(2) 0.046(3) 0.030(2) -0.0092(19) -0.0004(18) 0.0013(19)
    C4 0.0278(19) 0.030(2) 0.034(2) -0.0010(16) 0.0063(16) -0.0002(17)
    C5 0.041(2) 0.031(2) 0.036(2) -0.0065(18) 0.0050(19) 0.0002(18)
    N1 0.0300(16) 0.0295(18) 0.0341(19) -0.0027(14) 0.0081(14) -0.0011(14)
    N2 0.0325(18) 0.037(2) 0.037(2) -0.0053(14) 0.0032(15) -0.0011(15)
    N3 0.041(2) 0.073(3) 0.042(2) -0.0229(19) 0.0026(17) 0.017(2)
    O1 0.0432(17) 0.058(2) 0.0413(18) -0.0198(15) -0.0053(15) 0.0173(16)
    Zn1 0.0290(3) 0.0313(4) 0.0329(4) 0.000 0.0114(3) 0.000
    Cl1 0.0570(10) 0.0575(11) 0.0328(8) 0.000 0.0174(7) 0.000
    Cl2 0.0303(7) 0.0525(10) 0.0408(8) 0.000 0.0069(6) 0.000
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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
    C1 N1 . 1.332(5) ?
    C1 C4 . 1.384(5) ?
    C1 H1 . 0.9300 ?
    C2 N1 . 1.333(5) ?
    C2 C3 . 1.388(6) ?
    C2 H2 . 0.9300 ?
    C3 N2 . 1.330(5) ?
    C3 H3 . 0.9300 ?
    C4 N2 . 1.333(5) ?
    C4 C5 . 1.491(6) ?
    C5 O1 . 1.232(5) ?
    C5 N3 . 1.326(5) ?
    N1 Zn1 . 2.085(3) ?
    N3 H3B . 0.8600 ?
    N3 H3C . 0.8600 ?
    Zn1 N1 . 2.085(3) y
    Zn1 N1 4_565 2.085(3) .
    Zn1 Cl1 . 2.1945(16) y
    Zn1 Cl2 . 2.1888(16) y
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 C1 C4 . . 121.2(4) ?
    N1 C1 H1 . . 119.4 ?
    C4 C1 H1 . . 119.4 ?
    N1 C2 C3 . . 120.9(4) ?
    N1 C2 H2 . . 119.6 ?
    C3 C2 H2 . . 119.6 ?
    N2 C3 C2 . . 122.1(4) ?
    N2 C3 H3 . . 118.9 ?
    C2 C3 H3 . . 118.9 ?
    N2 C4 C1 . . 121.9(4) ?
    N2 C4 C5 . . 118.1(3) ?
    C1 C4 C5 . . 120.0(3) ?
    O1 C5 N3 . . 123.5(4) ?
    O1 C5 C4 . . 119.9(4) ?
    N3 C5 C4 . . 116.6(4) ?
    C1 N1 C2 . . 117.4(3) ?
    C1 N1 Zn1 . . 122.1(3) ?
    C2 N1 Zn1 . . 120.1(3) ?
    C3 N2 C4 . . 116.4(3) ?
    C5 N3 H3B . . 120.0 ?
    C5 N3 H3C . . 120.0 ?
    H3B N3 H3C . . 120.0 ?
    N1 Zn1 N1 . 4_565 99.00(18) ?
    N1 Zn1 Cl2 . . 107.51(10) ?
    N1 Zn1 Cl2 4_565 . 107.51(10) ?
    N1 Zn1 Cl1 . . 105.53(9) ?
    N1 Zn1 Cl1 4_565 . 105.53(9) ?
    Cl2 Zn1 Cl1 . . 128.07(6) ?
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
    N1 C2 C3 N2 . . . . 1.9(7) ?
    N1 C1 C4 N2 . . . . 2.1(6) ?
    N1 C1 C4 C5 . . . . -179.0(4) ?
    N2 C4 C5 O1 . . . . -167.5(4) ?
    C1 C4 C5 O1 . . . . 13.5(6) ?
    N2 C4 C5 N3 . . . . 10.8(6) ?
    C1 C4 C5 N3 . . . . -168.2(4) ?
    C4 C1 N1 C2 . . . . -0.3(6) ?
    C4 C1 N1 Zn1 . . . . -172.5(3) ?
    C3 C2 N1 C1 . . . . -1.5(6) ?
    C3 C2 N1 Zn1 . . . . 170.7(3) ?
    C2 C3 N2 C4 . . . . -0.2(6) ?
    C1 C4 N2 C3 . . . . -1.7(6) ?
    C5 C4 N2 C3 . . . . 179.4(4) ?
    C1 N1 Zn1 N1 . . . 4_565 96.5(3) ?
    C2 N1 Zn1 N1 . . . 4_565 -75.5(3) ?
    C1 N1 Zn1 Cl2 . . . . -15.2(3) ?
    C2 N1 Zn1 Cl2 . . . . 172.9(3) ?
    C1 N1 Zn1 Cl1 . . . . -154.6(3) ?
    C2 N1 Zn1 Cl1 . . . . 33.5(3) ?
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
    _geom_hbond_publ_flag
    N3 H3B O1 3_665 0.86 2.02 2.875(5) 175.00 yes
    N3 H3C N2 3_766 0.86 2.61 3.205(5) 128.00 yes
    C3 H3 O1 1_656 0.93 2.44 3.357(5) 170.00 yes
data_global
_journal_date_recd_electronic     2012-03-26
_journal_date_accepted     2012-03-30
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2012
_journal_volume     68
_journal_issue      5
_journal_page_first     m546
_journal_page_last     m546
_journal_paper_category     QM
_journal_paper_doi     10.1107/S1600536812013888
_journal_coeditor_code     XU5500
_publ_contact_author_name     'Shirvan, Sadif A'
_publ_contact_author_address
;
Department of Chemistry
Omidieh Branch
Islamic Azad University
Omidieh
Iran
;
_publ_contact_author_email     'sadif.shirvan1@gmail.com'
_publ_contact_author_fax     '0098 0652-3222533'
_publ_contact_author_phone     '0098 0652-3222533'
_publ_section_title
;
Dichloridobis(pyrazine-2-carboxamide-κN⁴)zinc(II)
;
loop_
    _publ_author_name
    _publ_author_address
    'Shirvan, Sadif A.'
;
Department of Chemistry
Omidieh Branch
Islamic Azad University
Omidieh
Iran
;
    'Haydari Dezfuli, Sara'
;
Department of Chemistry
Omidieh Branch
Islamic Azad University
Omidieh
Iran
;
