#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/48/2014837.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_2014837
loop_
_publ_author_name
'Tafeenko, Viktor A.'
'Chernyshev, Vladimir V.'
_publ_section_title
;Poly[[[diaquazinc(II)]-bis(μ₂-3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrol-2-olato-κ²N³:N^3'^)]
 dihydrate]
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m298
_journal_page_last               m300
_journal_paper_doi               10.1107/S0108270105013399
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Zn (C8 H N4 O2)2 (H2 O)2] , 2H2 O'
_chemical_formula_moiety         'C16 H6 N8 O6 Zn , 2H2 O'
_chemical_formula_sum            'C16 H10 N8 O8 Zn'
_chemical_formula_weight         507.69
_chemical_melting_point          170
_chemical_name_systematic
;Poly[[diaquabis(μ₂-3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrol-2-
olato-κ²N³:N^3'^)zinc(II)]
 dihydrate]
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 128.519(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.0297(17)
_cell_length_b                   11.0300(19)
_cell_length_c                   12.0952(19)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    290(2)
_cell_measurement_theta_max      46
_cell_measurement_theta_min      29
_cell_volume                     1986.3(6)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics
'DIAMOND (Brandenburg, 2000) and ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      290(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       'non-profiled ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54179
_diffrn_reflns_av_R_equivalents  0.09
_diffrn_reflns_av_sigmaI/netI    0.0858
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3976
_diffrn_reflns_theta_full        72.93
_diffrn_reflns_theta_max         72.93
_diffrn_reflns_theta_min         4.99
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  120
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    2.326
_exptl_absorpt_correction_T_max  0.920
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.473
_refine_diff_density_min         -1.265
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         1985
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0462
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.06P)²+1.4794P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.1003
_reflns_number_gt                1821
_reflns_number_total             1985
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gd1389.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2014837
_cod_database_fobs_code          2014837
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Zn 0.2500 0.7500 0.0000 0.02489(16) Uani d S 1 . . Zn
O1 0.06002(12) 0.13963(18) -0.34569(18) 0.0498(5) Uani d . 1 . . O
O2 0.18416(13) 0.10405(17) 0.11899(19) 0.0513(5) Uani d . 1 . . O
O3 0.38289(9) 0.67803(14) 0.13883(15) 0.0308(3) Uani d . 1 . . O
O4 0.49756(13) 0.76345(19) 0.0895(2) 0.0433(4) Uani d D 1 . . O
N1 0.12302(13) 0.08967(18) -0.1156(2) 0.0373(4) Uani d . 1 . . N
N2 0.19902(12) 0.58907(18) 0.02650(18) 0.0342(4) Uani d . 1 . . N
N3 0.23601(12) 0.32331(17) 0.32852(18) 0.0339(4) Uani d . 1 . . N
N4 0.06127(15) 0.4782(2) -0.3252(2) 0.0514(6) Uani d . 1 . . N
C2 0.09485(14) 0.1697(2) -0.2248(2) 0.0342(5) Uani d . 1 . . C
C3 0.11360(13) 0.2920(2) -0.1649(2) 0.0293(4) Uani d . 1 . . C
C4 0.15095(12) 0.2839(2) -0.0240(2) 0.0262(4) Uani d . 1 . . C
C5 0.15589(14) 0.14873(19) 0.0073(2) 0.0319(4) Uani d . 1 . . C
C6 0.18260(13) 0.37114(19) 0.07975(19) 0.0268(4) Uani d . 1 . . C
C7 0.21234(13) 0.34297(19) 0.2170(2) 0.0280(4) Uani d . 1 . . C
C8 0.19045(12) 0.49326(19) 0.05301(19) 0.0269(4) Uani d . 1 . . C
C9 0.08689(14) 0.3963(2) -0.2510(2) 0.0340(5) Uani d . 1 . . C
H1 0.117(2) 0.009(4) -0.132(4) 0.077(11) Uiso d . 1 . . H
H2 0.417(3) 0.707(4) 0.113(5) 0.084(12) Uiso d . 1 . . H
H3 0.408(2) 0.704(3) 0.215(4) 0.050(9) Uiso d . 1 . . H
H4 0.479(3) 0.721(3) 0.020(3) 0.087(14) Uiso d D 1 . . H
H5 0.505(3) 0.8391(18) 0.092(5) 0.102(15) Uiso d D 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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
N3 Zn N3 6_565 4 180.00(9) n
N3 Zn O3 6_565 . 89.60(7) y
N3 Zn O3 4 . 90.40(7) ?
O3 Zn O3 . 7_565 180.00(7) n
N3 Zn N2 6_565 . 92.20(7) y
N3 Zn N2 4 . 87.80(7) n
O3 Zn N2 . . 89.95(7) y
O3 Zn N2 7_565 . 90.05(7) n
N2 Zn N2 . 7_565 180.0 n
Zn O3 H2 . . 110(3) ?
Zn O3 H3 . . 110(2) ?
H2 O3 H3 . . 103(3) ?
H4 O4 H5 . . 124(4) ?
C5 N1 C2 . . 112.08(19) ?
C5 N1 H1 . . 128(2) ?
C2 N1 H1 . . 120(2) ?
C8 N2 Zn . . 164.58(17) ?
C7 N3 Zn . 4_545 163.45(18) ?
O1 C2 N1 . . 124.7(2) ?
O1 C2 C3 . . 128.9(2) ?
N1 C2 C3 . . 106.47(18) ?
C4 C3 C9 . . 129.2(2) ?
C4 C3 C2 . . 109.3(2) ?
C9 C3 C2 . . 121.23(18) ?
C3 C4 C6 . . 132.2(2) ?
C3 C4 C5 . . 105.92(19) ?
C6 C4 C5 . . 121.85(17) ?
O2 C5 N1 . . 127.4(2) ?
O2 C5 C4 . . 126.4(2) ?
N1 C5 C4 . . 106.23(18) ?
C4 C6 C7 . . 122.73(19) ?
C4 C6 C8 . . 120.12(17) ?
C7 C6 C8 . . 117.08(18) ?
N3 C7 C6 . . 178.2(2) ?
N2 C8 C6 . . 175.1(2) ?
N4 C9 C3 . . 176.7(2) ?
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 N3 6_565 2.0830(17) y
Zn O3 . 2.1344(14) y
Zn N2 . 2.1406(19) y
O1 C2 . 1.216(3) y
O2 C5 . 1.205(3) y
O3 H2 . 0.92(4) ?
O3 H3 . 0.78(3) ?
O4 H4 . 0.822(19) ?
O4 H5 . 0.844(19) ?
N1 C5 . 1.367(3) y
N1 C2 . 1.389(3) y
N1 H1 . 0.90(4) ?
N2 C8 . 1.145(3) y
N3 C7 . 1.146(3) y
N4 C9 . 1.146(3) y
C2 C3 . 1.466(3) y
C3 C4 . 1.381(3) y
C3 C9 . 1.417(3) y
C4 C6 . 1.387(3) y
C4 C5 . 1.527(3) y
C6 C7 . 1.415(3) y
C6 C8 . 1.415(3) y
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
N1 H1 O3 7 0.90(4) 2.06(4) 2.962(3) 172(4)
O3 H2 O4 . 0.92(4) 1.84(4) 2.762(2) 172(4)
O3 H3 O4 2_655 0.78(3) 1.99(3) 2.748(2) 163(3)
O4 H4 O1 4_554 0.822(19) 1.97(2) 2.782(3) 172(4)
O4 H5 N4 8_566 0.844(19) 2.21(2) 3.017(3) 161(4)
