#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/34/2233432.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_2233432
loop_
_publ_author_name
'Liu, Xun-Gao'
'Shen, Liang'
'Cai, Qi-Suo'
'Luo, Ma'
_publ_section_title
;
 Bis[(1S,1'S)-1,1'-(4-amino-4H-1,2,4-triazole-3,5-diyl)diethanol-κN¹]bis(nitrato-κO)zinc
;
_journal_coeditor_code           FF2051
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m191
_journal_page_last               m192
_journal_paper_doi               10.1107/S1600536812001754
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Zn (N O3)2 (C6 H12 N4 O2)2]'
_chemical_formula_moiety         'C12 H24 N10 O10 Zn'
_chemical_formula_sum            'C12 H24 N10 O10 Zn'
_chemical_formula_weight         533.78
_chemical_name_systematic
;
Bis[(1S,1'S)-1,1'-(4-amino-4H-1,2,4-triazole-3,5-
diyl)diethanol-κN¹]bis(nitrato-κO)zinc
;
_space_group_IT_number           92
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4abw 2nw'
_symmetry_space_group_name_H-M   'P 41 21 2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.1252(7)
_cell_length_b                   12.1252(7)
_cell_length_c                   14.6108(17)
_cell_measurement_reflns_used    7446
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.54
_cell_measurement_theta_min      1.67
_cell_volume                     2148.1(3)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2000)'
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg & Putz, 2007)
;
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX DUO'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0316
_diffrn_reflns_av_sigmaI/netI    0.0436
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7446
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         2.38
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.217
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_correction_T_min  0.767
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.227
_refine_ls_abs_structure_details 'Flack (1983), 993 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.022(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2463
_refine_ls_number_restraints     378
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0325
_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)+(0.0455P)²+0.2512P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0834
_refine_ls_wR_factor_ref         0.0884
_reflns_number_gt                2154
_reflns_number_total             2463
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            ff2051.cif
_cod_data_source_block           I
_cod_database_code               2233432
_cod_database_fobs_code          2233432
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+1/4'
'y+1/2, -x+1/2, z+3/4'
'-x+1/2, y+1/2, -z+1/4'
'x+1/2, -y+1/2, -z+3/4'
'y, x, -z'
'-y, -x, -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
_atom_site_symmetry_multiplicity
Zn Zn1 0.92340(3) 0.92340(3) 1.0000 0.03222(13) Uani d SU 1 2
O O1 0.72436(18) 0.90461(18) 0.95521(12) 0.0417(5) Uani d U 1 1
H H1 0.7021 0.8493 0.9817 0.063 Uiso calc R 1 1
O O2 1.13628(15) 0.75723(17) 0.67187(13) 0.0336(4) Uani d U 1 1
H H2 1.1479 0.8235 0.6777 0.050 Uiso calc R 1 1
O O3 1.09002(17) 0.89583(19) 1.02136(13) 0.0464(5) Uani d U 1 1
O O4 1.0802(3) 1.0273(3) 1.1173(3) 0.1176(14) Uani d U 1 1
O O5 1.2371(2) 0.9742(3) 1.0727(2) 0.0758(9) Uani d U 1 1
N N1 0.91797(19) 0.85483(18) 0.87379(13) 0.0285(5) Uani d U 1 1
N N2 1.00505(19) 0.81575(19) 0.82025(13) 0.0279(5) Uani d U 1 1
N N3 0.84957(17) 0.80180(17) 0.74473(15) 0.0271(4) Uani d U 1 1
N N4 0.7738(2) 0.7823(2) 0.67330(16) 0.0427(6) Uani d U 1 1
H H4B 0.7928 0.7208 0.6440 0.064 Uiso d R 1 1
H H4C 0.7753 0.8388 0.6345 0.064 Uiso d R 1 1
N N5 1.1372(2) 0.9678(2) 1.07029(17) 0.0417(6) Uani d U 1 1
C C1 0.8266(2) 0.8474(2) 0.82697(16) 0.0273(5) Uani d U 1 1
C C2 0.9608(2) 0.7841(2) 0.74215(16) 0.0262(5) Uani d U 1 1
C C3 0.7171(2) 0.8883(2) 0.85876(17) 0.0332(6) Uani d U 1 1
H H3 0.6595 0.8343 0.8446 0.040 Uiso calc R 1 1
C C4 0.6903(3) 0.9988(3) 0.8141(2) 0.0467(8) Uani d U 1 1
H H4D 0.6216 1.0261 0.8377 0.070 Uiso calc R 1 1
H H4E 0.6844 0.9892 0.7490 0.070 Uiso calc R 1 1
H H4F 0.7479 1.0507 0.8274 0.070 Uiso calc R 1 1
C C5 1.0219(2) 0.7390(2) 0.66148(17) 0.0299(6) Uani d U 1 1
H H5 0.9968 0.7776 0.6063 0.036 Uiso calc R 1 1
C C6 1.0044(3) 0.6164(3) 0.6482(2) 0.0460(8) Uani d U 1 1
H H6A 1.0389 0.5934 0.5923 0.069 Uiso calc R 1 1
H H6B 0.9268 0.6011 0.6452 0.069 Uiso calc R 1 1
H H6C 1.0363 0.5770 0.6987 0.069 Uiso calc R 1 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'
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
N1 Zn1 N1 . 7_557 143.46(13) yes
N1 Zn1 O3 . . 95.90(8) yes
N1 Zn1 O3 7_557 . 104.96(8) yes
N1 Zn1 O3 . 7_557 104.96(8) yes
N1 Zn1 O3 7_557 7_557 95.90(8) yes
O3 Zn1 O3 . 7_557 109.73(13) yes
C3 O1 H1 . . 109.5 ?
C5 O2 H2 . . 109.5 ?
N5 O3 Zn1 . . 114.52(17) ?
C1 N1 N2 . . 108.94(19) ?
C1 N1 Zn1 . . 122.26(18) ?
N2 N1 Zn1 . . 128.68(16) ?
C2 N2 N1 . . 106.0(2) ?
C1 N3 C2 . . 107.0(2) ?
C1 N3 N4 . . 126.3(2) ?
C2 N3 N4 . . 126.6(2) ?
N3 N4 H4B . . 109.2 ?
N3 N4 H4C . . 109.2 ?
H4B N4 H4C . . 109.5 ?
O4 N5 O5 . . 120.9(3) ?
O4 N5 O3 . . 118.2(3) ?
O5 N5 O3 . . 120.8(3) ?
N1 C1 N3 . . 108.6(2) ?
N1 C1 C3 . . 124.7(2) ?
N3 C1 C3 . . 126.6(2) ?
N2 C2 N3 . . 109.4(2) ?
N2 C2 C5 . . 125.9(2) ?
N3 C2 C5 . . 124.6(2) ?
O1 C3 C1 . . 107.4(2) ?
O1 C3 C4 . . 108.4(2) ?
C1 C3 C4 . . 110.4(2) ?
O1 C3 H3 . . 110.2 ?
C1 C3 H3 . . 110.2 ?
C4 C3 H3 . . 110.2 ?
C3 C4 H4D . . 109.5 ?
C3 C4 H4E . . 109.5 ?
H4D C4 H4E . . 109.5 ?
C3 C4 H4F . . 109.5 ?
H4D C4 H4F . . 109.5 ?
H4E C4 H4F . . 109.5 ?
O2 C5 C2 . . 110.2(2) ?
O2 C5 C6 . . 107.8(2) ?
C2 C5 C6 . . 113.0(2) ?
O2 C5 H5 . . 108.6 ?
C2 C5 H5 . . 108.6 ?
C6 C5 H5 . . 108.6 ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
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
Zn1 N1 . 2.0239(19) yes
Zn1 N1 7_557 2.0239(19) yes
Zn1 O3 . 2.071(2) yes
Zn1 O3 7_557 2.071(2) yes
O1 C3 . 1.426(3) ?
O1 H1 . 0.8200 ?
O2 C5 . 1.412(3) ?
O2 H2 . 0.8200 ?
O3 N5 . 1.265(3) ?
O4 N5 . 1.212(4) ?
O5 N5 . 1.215(4) ?
N1 C1 . 1.305(3) ?
N1 N2 . 1.397(3) ?
N2 C2 . 1.318(3) ?
N3 C1 . 1.352(3) ?
N3 C2 . 1.366(3) ?
N3 N4 . 1.410(3) ?
N4 H4B . 0.8900 ?
N4 H4C . 0.8900 ?
C1 C3 . 1.492(4) ?
C2 C5 . 1.496(4) ?
C3 C4 . 1.525(4) ?
C3 H3 . 0.9800 ?
C4 H4D . 0.9600 ?
C4 H4E . 0.9600 ?
C4 H4F . 0.9600 ?
C5 C6 . 1.514(4) ?
C5 H5 . 0.9800 ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
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
O1 H1 O2 6_466 0.82 2.07 2.867(3) 163.4 yes
N4 H4B O5 6_466 0.89 2.51 3.142(5) 128.9 yes
O2 H2 N2 8_776 0.82 2.13 2.943(3) 174.4 yes
N4 H4C O4 2_774 0.89 2.40 3.022(4) 127.0 yes
