#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/79/2207909.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_2207909
loop_
_publ_author_name
'Jing-Feng Zhang'
'Xin-Hua Li'
_publ_section_title
;
 Bis(imidazolium)
 di-μ-pyrazole-3,5-dicarboxylato(3--)-bis[diaquazinc(II)]
;
_journal_coeditor_code           SU6256
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m125
_journal_page_last               m127
_journal_paper_doi               10.1107/S1600536805041437
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '(C3 H5 N2)2 [Zn2 (C5 H N2 O4)2 (H2 O)4]'
_chemical_formula_moiety         '2C3 H5 N2 +, C10 H10 N4 O12 Zn2 2-'
_chemical_formula_sum            'C16 H20 N8 O12 Zn2'
_chemical_formula_weight         647.18
_chemical_name_systematic
;
Bis(imidazolium)
di-μ-pyrazole-3,5-dicarboxylato(3-)-bis[diaquazinc(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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                94.6210(10)
_cell_angle_beta                 110.4960(10)
_cell_angle_gamma                109.4770(10)
_cell_formula_units_Z            1
_cell_length_a                   7.3068(6)
_cell_length_b                   9.2879(7)
_cell_length_c                   9.7233(8)
_cell_measurement_reflns_used    328
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.10
_cell_measurement_theta_min      2.29
_cell_volume                     568.00(8)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'XP (Bruker, 2002)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX area-detector'
_diffrn_measurement_method       'φ and 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  0.0121
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3010
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         2.29
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.194
_exptl_absorpt_correction_T_max  0.80
_exptl_absorpt_correction_T_min  0.60
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.892
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.358
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2000
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0273
_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)+(0.0312P)²+0.6561P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0708
_refine_ls_wR_factor_ref         0.0713
_reflns_number_gt                1945
_reflns_number_total             2000
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            su6256.cif
_cod_data_source_block           I
_cod_database_code               2207909
_cod_database_fobs_code          2207909
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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_type_symbol
O5 0.7296(3) 0.1786(2) 0.5571(3) 0.0503(6) Uani d . 1 O
H5A 0.7562 0.1079 0.5233 0.076 Uiso calc R 1 H
H5B 0.6391 0.1870 0.5849 0.076 Uiso d R 1 H
O6 1.2673(3) 0.5181(2) 0.8414(2) 0.0305(4) Uani d . 1 O
H6A 1.3718 0.5095 0.8340 0.046 Uiso calc R 1 H
H6B 1.2567 0.4953 0.9188 0.046 Uiso d R 1 H
Zn1 0.99994(4) 0.37397(3) 0.65831(3) 0.02091(12) Uani d . 1 Zn
O1 0.6613(3) 0.5293(2) 0.8800(2) 0.0326(4) Uani d . 1 O
O2 0.8408(3) 0.3972(2) 0.8244(2) 0.0269(4) Uani d . 1 O
O3 0.6304(3) 0.8950(2) 0.3948(2) 0.0321(4) Uani d . 1 O
O4 0.8379(3) 0.8161(2) 0.3126(2) 0.0359(5) Uani d . 1 O
N1 0.8712(3) 0.5371(2) 0.6020(2) 0.0204(4) Uani d . 1 N
N2 0.8706(3) 0.6225(2) 0.4969(2) 0.0213(4) Uani d . 1 N
C1 0.7516(4) 0.4934(3) 0.8024(3) 0.0218(5) Uani d . 1 C
C2 0.7615(4) 0.5722(3) 0.6763(3) 0.0196(5) Uani d . 1 C
C3 0.6856(4) 0.6819(3) 0.6175(3) 0.0219(5) Uani d . 1 C
H3A 0.6045 0.7261 0.6470 0.026 Uiso calc R 1 H
C4 0.7585(4) 0.7104(3) 0.5047(3) 0.0203(5) Uani d . 1 C
C5 0.7401(4) 0.8158(3) 0.3966(3) 0.0236(5) Uani d . 1 C
N4 0.7717(4) 0.1548(3) -0.0354(3) 0.0382(6) Uani d . 1 N
H4 0.7807 0.2415 -0.0634 0.046 Uiso calc R 1 H
C7 0.7393(5) 0.0190(4) -0.1234(4) 0.0441(8) Uani d . 1 C
H7 0.7242 0.0038 -0.2231 0.053 Uiso calc R 1 H
C6 0.7332(5) -0.0884(4) -0.0393(4) 0.0414(7) Uani d . 1 C
H6 0.7121 -0.1922 -0.0695 0.050 Uiso calc R 1 H
N3 0.7637(4) -0.0165(3) 0.0986(3) 0.0373(6) Uani d . 1 N
H3B 0.7674 -0.0599 0.1738 0.045 Uiso calc R 1 H
C8 0.7869(5) 0.1315(4) 0.0989(4) 0.0378(7) Uani d . 1 C
H8 0.8100 0.2055 0.1799 0.045 Uiso calc R 1 H
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'
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
Zn1 O5 H5A . . 109.5 ?
Zn1 O5 H5B . . 109.4 ?
H5A O5 H5B . . 137.6 ?
Zn1 O6 H6A . . 109.5 ?
Zn1 O6 H6B . . 109.4 ?
H6A O6 H6B . . 111.3 ?
O5 Zn1 N2 . 2_766 100.92(9) yes
O5 Zn1 N1 . . 98.09(9) yes
N2 Zn1 N1 2_766 . 98.40(8) yes
O5 Zn1 O6 . . 152.74(10) yes
N2 Zn1 O6 2_766 . 98.75(8) yes
N1 Zn1 O6 . . 97.50(8) yes
O5 Zn1 O2 . . 81.20(8) yes
N2 Zn1 O2 2_766 . 172.42(7) yes
N1 Zn1 O2 . . 74.05(7) yes
O6 Zn1 O2 . . 81.77(7) yes
O5 Zn1 O4 . 2_766 82.47(8) yes
N2 Zn1 O4 2_766 2_766 72.32(7) yes
N1 Zn1 O4 . 2_766 170.59(7) yes
O6 Zn1 O4 . 2_766 85.75(7) yes
O2 Zn1 O4 . 2_766 115.24(6) yes
C1 O2 Zn1 . . 113.43(15) ?
C5 O4 Zn1 . 2_766 112.83(16) ?
N2 N1 C2 . . 108.36(19) ?
N2 N1 Zn1 . . 131.92(15) yes
C2 N1 Zn1 . . 119.72(16) ?
N1 N2 C4 . . 108.03(19) ?
N1 N2 Zn1 . 2_766 129.68(15) yes
C4 N2 Zn1 . 2_766 122.26(16) ?
O1 C1 O2 . . 125.2(2) ?
O1 C1 C2 . . 118.5(2) ?
O2 C1 C2 . . 116.3(2) ?
N1 C2 C3 . . 109.8(2) ?
N1 C2 C1 . . 116.4(2) ?
C3 C2 C1 . . 133.8(2) ?
C4 C3 C2 . . 104.0(2) ?
C4 C3 H3A . . 128.0 ?
C2 C3 H3A . . 128.0 ?
N2 C4 C3 . . 109.8(2) ?
N2 C4 C5 . . 116.4(2) ?
C3 C4 C5 . . 133.7(2) ?
O3 C5 O4 . . 125.1(2) ?
O3 C5 C4 . . 119.0(2) ?
O4 C5 C4 . . 115.9(2) ?
C8 N4 C7 . . 108.9(3) ?
C8 N4 H4 . . 125.6 ?
C7 N4 H4 . . 125.6 ?
C6 C7 N4 . . 107.2(3) ?
C6 C7 H7 . . 126.4 ?
N4 C7 H7 . . 126.4 ?
C7 C6 N3 . . 106.8(3) ?
C7 C6 H6 . . 126.6 ?
N3 C6 H6 . . 126.6 ?
C8 N3 C6 . . 109.2(3) ?
C8 N3 H3B . . 125.4 ?
C6 N3 H3B . . 125.4 ?
N4 C8 N3 . . 107.9(3) ?
N4 C8 H8 . . 126.0 ?
N3 C8 H8 . . 126.0 ?
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
O5 Zn1 . 2.031(2) yes
O5 H5A . 0.8200 ?
O5 H5B . 0.8201 ?
O6 Zn1 . 2.0528(18) yes
O6 H6A . 0.8200 ?
O6 H6B . 0.8204 ?
Zn1 N2 2_766 2.040(2) yes
Zn1 N1 . 2.050(2) yes
Zn1 O2 . 2.3303(18) yes
Zn1 O4 2_766 2.417(2) yes
O1 C1 . 1.254(3) ?
O2 C1 . 1.261(3) ?
O3 C5 . 1.253(3) ?
O4 C5 . 1.259(3) ?
O4 Zn1 2_766 2.417(2) ?
N1 N2 . 1.343(3) ?
N1 C2 . 1.346(3) ?
N2 C4 . 1.350(3) ?
N2 Zn1 2_766 2.040(2) ?
C1 C2 . 1.488(3) ?
C2 C3 . 1.386(3) ?
C3 C4 . 1.385(3) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.495(3) ?
N4 C8 . 1.313(4) ?
N4 C7 . 1.366(4) ?
N4 H4 . 0.8600 ?
C7 C6 . 1.339(4) ?
C7 H7 . 0.9300 ?
C6 N3 . 1.356(4) ?
C6 H6 . 0.9300 ?
N3 C8 . 1.327(4) ?
N3 H3B . 0.8600 ?
C8 H8 . 0.9300 ?
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
O5 H5A O3 1_545 0.82 1.98 2.685(3) 145
O5 H5B O3 2_666 0.82 1.95 2.706(3) 153
O6 H6A O1 1_655 0.82 1.94 2.734(3) 162
O6 H6B O1 2_767 0.82 1.89 2.676(2) 159
N4 H4 O2 1_554 0.86 1.91 2.721(3) 157
N3 H3B O4 1_545 0.86 1.89 2.709(3) 159
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_4
_geom_torsion
O5 Zn1 O2 C1 . . -100.34(18)
N1 Zn1 O2 C1 . . 0.75(16)
O6 Zn1 O2 C1 . . 101.03(17)
O4 Zn1 O2 C1 2_766 . -177.65(16)
O5 Zn1 N1 N2 . . -102.7(2)
N2 Zn1 N1 N2 2_766 . -0.4(3)
O6 Zn1 N1 N2 . . 99.7(2)
O2 Zn1 N1 N2 . . 178.9(2)
O5 Zn1 N1 C2 . . 76.30(19)
N2 Zn1 N1 C2 2_766 . 178.68(18)
O6 Zn1 N1 C2 . . -81.27(19)
O2 Zn1 N1 C2 . . -2.09(17)
C2 N1 N2 C4 . . -0.5(3)
Zn1 N1 N2 C4 . . 178.62(17)
C2 N1 N2 Zn1 . 2_766 -178.66(17)
Zn1 N1 N2 Zn1 . 2_766 0.5(3)
Zn1 O2 C1 O1 . . -177.7(2)
Zn1 O2 C1 C2 . . 0.5(3)
N2 N1 C2 C3 . . 0.6(3)
Zn1 N1 C2 C3 . . -178.64(16)
N2 N1 C2 C1 . . -177.6(2)
Zn1 N1 C2 C1 . . 3.1(3)
O1 C1 C2 N1 . . 176.0(2)
O2 C1 C2 N1 . . -2.3(3)
O1 C1 C2 C3 . . -1.6(4)
O2 C1 C2 C3 . . 180.0(3)
N1 C2 C3 C4 . . -0.5(3)
C1 C2 C3 C4 . . 177.3(3)
N1 N2 C4 C3 . . 0.2(3)
Zn1 N2 C4 C3 2_766 . 178.54(16)
N1 N2 C4 C5 . . 179.6(2)
Zn1 N2 C4 C5 2_766 . -2.1(3)
C2 C3 C4 N2 . . 0.1(3)
C2 C3 C4 C5 . . -179.1(3)
Zn1 O4 C5 O3 2_766 . -174.6(2)
Zn1 O4 C5 C4 2_766 . 4.9(3)
N2 C4 C5 O3 . . 177.0(2)
C3 C4 C5 O3 . . -3.8(4)
N2 C4 C5 O4 . . -2.5(3)
C3 C4 C5 O4 . . 176.7(3)
C8 N4 C7 C6 . . 0.6(4)
N4 C7 C6 N3 . . -0.5(4)
C7 C6 N3 C8 . . 0.3(4)
C7 N4 C8 N3 . . -0.4(4)
C6 N3 C8 N4 . . 0.0(4)
