##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# 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                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
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##############################################################################
                                             
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
catena-Poly[[[tetraaquazinc(II)]-μ-[(2E)-N,N'-bis(pyridin-4-ylmethyl)but-2-
enediamide]] dinitrate]
;
_chemical_name_common
;
catena-Poly[[[tetraaquazinc(II)]-μ-[(2E)-N,N'-bis(pyridin-4-ylmethyl)but-2-
enediamide]] dinitrate]
;
_chemical_formula_moiety     'C16 H24 N4 O6 Zn 2+, 2N O3 -'
_chemical_formula_sum     'C16 H24 N6 O12 Zn1'
_chemical_formula_iupac     '[Zn (C16 H16 N4 O2) (H2 O)4] (N O3)2'
_chemical_formula_weight     557.80
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/n'
_symmetry_space_group_name_Hall     '-P 2yn'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x-1/2, -y-1/2, z-1/2'
_cell_length_a     6.506(3)
_cell_length_b     9.294(4)
_cell_length_c     18.822(8)
_cell_angle_alpha     90.00
_cell_angle_beta     94.781(6)
_cell_angle_gamma     90.00
_cell_volume     1134.2(9)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     4749
_cell_measurement_theta_min     2.445
_cell_measurement_theta_max     28.032
_cell_measurement_temperature     100(2)
_exptl_crystal_description     plate
_exptl_crystal_colour     colorless
_exptl_crystal_size_max     0.19
_exptl_crystal_size_mid     0.17
_exptl_crystal_size_min     0.08
_exptl_crystal_density_diffrn     1.633
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     576
_exptl_absorpt_coefficient_mu     1.158
_exptl_absorpt_correction_type     'multi-scan'
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1997)'
_exptl_absorpt_correction_T_min     0.8100
_exptl_absorpt_correction_T_max     0.9131
_exptl_special_details
;
;
_diffrn_ambient_temperature     100(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 APEX CCD area-detector'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     12176
_diffrn_reflns_av_R_equivalents     0.0324
_diffrn_reflns_av_sigmaI/netI     0.0279
_diffrn_reflns_theta_min     2.17
_diffrn_reflns_theta_max     28.19
_diffrn_reflns_theta_full     26.00
_diffrn_measured_fraction_theta_max     0.951
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -8
_diffrn_reflns_limit_h_max     8
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     12
_diffrn_reflns_limit_l_min     -24
_diffrn_reflns_limit_l_max     24
_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 > 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     2656
_reflns_number_gt     2273
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0389
_refine_ls_R_factor_gt     0.0310
_refine_ls_wR_factor_gt     0.0767
_refine_ls_wR_factor_ref     0.0806
_refine_ls_goodness_of_fit_ref     1.031
_refine_ls_restrained_S_all     1.031
_refine_ls_number_reflns     2656
_refine_ls_number_parameters     176
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
     'calc w = 1/[σ²(Fo²)+(0.0482P)²+0.3941P] 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     0.530
_refine_diff_density_min     -0.309
_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'
_computing_data_collection     'SMART (Bruker, 2001)'
_computing_cell_refinement     'SAINT (Bruker, 2002)'
_computing_data_reduction     'SAINT'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics
;
X-SEED (Barbour, 2001; Atwood & Barbour, 2003)
;
_computing_publication_material
;
X-SEED
;
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
    Zn1 0.0000 0.5000 0.0000 0.01278(10) Uani d S 1 . . Zn
    N1 0.0937(2) 0.44789(16) 0.10732(8) 0.0140(3) Uani d . 1 . . N
    C2 0.2688(3) 0.3753(2) 0.12470(9) 0.0166(4) Uani d . 1 . . C
    H1 0.3574 0.3559 0.0882 0.020 Uiso calc R 1 . . H
    C3 0.3271(3) 0.3273(2) 0.19277(9) 0.0170(4) Uani d . 1 . . C
    H2 0.4535 0.2772 0.2026 0.020 Uiso calc R 1 . . H
    C4 0.1985(3) 0.35319(19) 0.24705(9) 0.0151(3) Uani d . 1 . . C
    C5 0.0183(3) 0.43114(19) 0.22980(9) 0.0161(4) Uani d . 1 . . C
    H3 -0.0716 0.4538 0.2655 0.019 Uiso calc R 1 . . H
    C6 -0.0281(3) 0.47514(18) 0.16024(10) 0.0160(4) Uani d . 1 . . C
    H4 -0.1522 0.5273 0.1491 0.019 Uiso calc R 1 . . H
    C7 0.2524(3) 0.29424(19) 0.32083(9) 0.0170(4) Uani d . 1 . . C
    H6 0.1706 0.2062 0.3274 0.020 Uiso calc R 1 . . H
    H5 0.4001 0.2673 0.3258 0.020 Uiso calc R 1 . . H
    N8 0.2126(2) 0.39790(16) 0.37597(8) 0.0145(3) Uani d . 1 . . N
    H7 0.2861 0.4775 0.3786 0.017 Uiso calc R 1 . . H
    C9 0.0720(3) 0.37992(19) 0.42266(9) 0.0142(3) Uani d . 1 . . C
    C10 0.0614(3) 0.50073(18) 0.47362(9) 0.0150(3) Uani d . 1 . . C
    H8 0.1461 0.5826 0.4682 0.018 Uiso calc R 1 . . H
    O11 -0.03874(19) 0.27043(13) 0.42419(7) 0.0171(3) Uani d . 1 . . O
    O1A 0.1152(2) 0.96608(17) -0.17459(8) 0.0326(4) Uani d . 1 . . O
    O2A 0.28750(19) 0.79493(14) -0.11875(7) 0.0203(3) Uani d . 1 . . O
    O3A 0.0281(2) 0.89557(15) -0.07172(7) 0.0222(3) Uani d . 1 . . O
    N4A 0.1440(2) 0.88572(16) -0.12238(8) 0.0178(3) Uani d . 1 . . N
    O1W -0.0804(2) 0.70838(14) 0.03464(7) 0.0165(3) Uani d . 1 . . O
    H1W -0.047(4) 0.769(3) 0.0039(15) 0.041(8) Uiso d . 1 . . H
    O2W -0.2952(2) 0.41514(14) 0.01803(8) 0.0169(3) Uani d . 1 . . O
    H2W -0.189(4) 0.736(3) 0.0454(13) 0.030(7) Uiso d . 1 . . H
    H3W -0.283(3) 0.349(3) 0.0465(13) 0.024(6) Uiso d . 1 . . H
    H4W -0.370(4) 0.386(3) -0.0163(14) 0.028(6) Uiso d . 1 . . H
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
    Zn1 0.01175(15) 0.01575(16) 0.01106(15) 0.00190(10) 0.00234(10) -0.00025(11)
    N1 0.0148(7) 0.0158(7) 0.0116(7) 0.0002(6) 0.0018(5) -0.0015(6)
    C2 0.0152(8) 0.0206(9) 0.0149(8) 0.0020(7) 0.0060(7) -0.0020(7)
    C3 0.0140(8) 0.0204(9) 0.0168(9) 0.0041(7) 0.0031(7) -0.0015(7)
    C4 0.0151(8) 0.0159(8) 0.0147(8) -0.0023(6) 0.0026(7) -0.0021(7)
    C5 0.0163(8) 0.0181(9) 0.0147(8) -0.0002(7) 0.0054(7) -0.0021(7)
    C6 0.0149(8) 0.0153(9) 0.0180(9) 0.0016(6) 0.0028(7) -0.0021(7)
    C7 0.0196(9) 0.0173(9) 0.0146(9) 0.0043(7) 0.0052(7) -0.0003(7)
    N8 0.0164(7) 0.0155(7) 0.0120(7) -0.0012(6) 0.0035(6) -0.0005(6)
    C9 0.0143(8) 0.0177(8) 0.0106(8) 0.0020(7) 0.0005(6) 0.0022(7)
    C10 0.0157(8) 0.0148(8) 0.0144(8) -0.0003(6) 0.0000(7) 0.0015(7)
    O11 0.0179(6) 0.0165(6) 0.0176(6) -0.0022(5) 0.0058(5) -0.0014(5)
    O1A 0.0347(8) 0.0358(8) 0.0292(8) 0.0116(7) 0.0147(7) 0.0166(7)
    O2A 0.0179(6) 0.0206(7) 0.0232(7) 0.0039(5) 0.0057(5) -0.0016(5)
    O3A 0.0195(6) 0.0253(7) 0.0234(7) 0.0052(5) 0.0112(5) 0.0043(6)
    N4A 0.0149(7) 0.0184(7) 0.0205(8) -0.0008(6) 0.0044(6) 0.0000(6)
    O1W 0.0154(6) 0.0176(6) 0.0173(7) 0.0037(5) 0.0056(5) 0.0006(5)
    O2W 0.0142(6) 0.0208(7) 0.0157(7) -0.0004(5) 0.0017(5) 0.0003(6)
_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
    Zn1 N1 . 2.1169(16) ?
    Zn1 N1 3_565 2.1169(16) ?
    Zn1 O1W . 2.1228(15) ?
    Zn1 O1W 3_565 2.1228(15) ?
    Zn1 O2W . 2.1298(15) ?
    Zn1 O2W 3_565 2.1298(15) ?
    N1 C2 . 1.341(2) ?
    N1 C6 . 1.347(2) ?
    C2 C3 . 1.380(3) ?
    C2 H1 . 0.9500 ?
    C3 C4 . 1.394(2) ?
    C3 H2 . 0.9500 ?
    C4 C5 . 1.393(2) ?
    C4 C7 . 1.507(3) ?
    C5 C6 . 1.381(3) ?
    C5 H3 . 0.9500 ?
    C6 H4 . 0.9500 ?
    C7 N8 . 1.455(2) ?
    C7 H6 . 0.9900 ?
    C7 H5 . 0.9900 ?
    N8 C9 . 1.331(2) ?
    N8 H7 . 0.8800 ?
    C9 O11 . 1.249(2) ?
    C9 C10 . 1.482(2) ?
    C10 C10 3_566 1.326(4) ?
    C10 H8 . 0.9500 ?
    O1A N4A . 1.236(2) ?
    O2A N4A . 1.256(2) ?
    O3A N4A . 1.2674(19) ?
    O1W H1W . 0.85(3) ?
    O1W H2W . 0.79(3) ?
    O2W H3W . 0.81(3) ?
    O2W H4W . 0.82(3) ?
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 . 3_565 180.0 ?
    N1 Zn1 O1W . . 88.54(6) ?
    N1 Zn1 O1W 3_565 . 91.46(6) ?
    N1 Zn1 O1W . 3_565 91.46(6) ?
    N1 Zn1 O1W 3_565 3_565 88.54(6) ?
    O1W Zn1 O1W . 3_565 180.00(7) ?
    N1 Zn1 O2W . . 87.43(6) ?
    N1 Zn1 O2W 3_565 . 92.57(6) ?
    O1W Zn1 O2W . . 92.31(6) ?
    O1W Zn1 O2W 3_565 . 87.69(6) ?
    N1 Zn1 O2W . 3_565 92.57(6) ?
    N1 Zn1 O2W 3_565 3_565 87.43(6) ?
    O1W Zn1 O2W . 3_565 87.69(6) ?
    O1W Zn1 O2W 3_565 3_565 92.31(6) ?
    O2W Zn1 O2W . 3_565 180.00(8) ?
    C2 N1 C6 . . 117.02(15) ?
    C2 N1 Zn1 . . 121.28(11) ?
    C6 N1 Zn1 . . 121.46(12) ?
    N1 C2 C3 . . 123.47(16) ?
    N1 C2 H1 . . 118.3 ?
    C3 C2 H1 . . 118.3 ?
    C2 C3 C4 . . 119.30(17) ?
    C2 C3 H2 . . 120.4 ?
    C4 C3 H2 . . 120.4 ?
    C5 C4 C3 . . 117.62(17) ?
    C5 C4 C7 . . 122.06(15) ?
    C3 C4 C7 . . 120.30(16) ?
    C6 C5 C4 . . 119.21(16) ?
    C6 C5 H3 . . 120.4 ?
    C4 C5 H3 . . 120.4 ?
    N1 C6 C5 . . 123.36(16) ?
    N1 C6 H4 . . 118.3 ?
    C5 C6 H4 . . 118.3 ?
    N8 C7 C4 . . 112.02(14) ?
    N8 C7 H6 . . 109.2 ?
    C4 C7 H6 . . 109.2 ?
    N8 C7 H5 . . 109.2 ?
    C4 C7 H5 . . 109.2 ?
    H6 C7 H5 . . 107.9 ?
    C9 N8 C7 . . 124.12(15) ?
    C9 N8 H7 . . 117.9 ?
    C7 N8 H7 . . 117.9 ?
    O11 C9 N8 . . 123.19(16) ?
    O11 C9 C10 . . 122.98(15) ?
    N8 C9 C10 . . 113.82(15) ?
    C10 C10 C9 3_566 . 122.7(2) ?
    C10 C10 H8 3_566 . 118.6 ?
    C9 C10 H8 . . 118.6 ?
    O1A N4A O2A . . 120.78(15) ?
    O1A N4A O3A . . 119.62(15) ?
    O2A N4A O3A . . 119.60(15) ?
    Zn1 O1W H1W . . 108.4(18) ?
    Zn1 O1W H2W . . 128.1(18) ?
    H1W O1W H2W . . 104(2) ?
    Zn1 O2W H3W . . 110.0(16) ?
    Zn1 O2W H4W . . 118.5(17) ?
    H3W O2W H4W . . 107(2) ?
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
    O1W Zn1 N1 C2 . . . . -136.85(14) ?
    O1W Zn1 N1 C2 3_565 . . . 43.15(14) ?
    O2W Zn1 N1 C2 . . . . 130.76(14) ?
    O2W Zn1 N1 C2 3_565 . . . -49.24(14) ?
    O1W Zn1 N1 C6 . . . . 48.93(14) ?
    O1W Zn1 N1 C6 3_565 . . . -131.07(14) ?
    O2W Zn1 N1 C6 . . . . -43.46(14) ?
    O2W Zn1 N1 C6 3_565 . . . 136.54(14) ?
    C6 N1 C2 C3 . . . . 0.6(3) ?
    Zn1 N1 C2 C3 . . . . -173.83(14) ?
    N1 C2 C3 C4 . . . . 0.7(3) ?
    C2 C3 C4 C5 . . . . -1.9(3) ?
    C2 C3 C4 C7 . . . . 176.35(17) ?
    C3 C4 C5 C6 . . . . 1.9(3) ?
    C7 C4 C5 C6 . . . . -176.31(16) ?
    C2 N1 C6 C5 . . . . -0.6(3) ?
    Zn1 N1 C6 C5 . . . . 173.83(13) ?
    C4 C5 C6 N1 . . . . -0.7(3) ?
    C5 C4 C7 N8 . . . . -43.1(2) ?
    C3 C4 C7 N8 . . . . 138.67(17) ?
    C4 C7 N8 C9 . . . . 114.95(18) ?
    C7 N8 C9 O11 . . . . 0.9(3) ?
    C7 N8 C9 C10 . . . . 179.84(15) ?
    O11 C9 C10 C10 . . . 3_566 2.6(3) ?
    N8 C9 C10 C10 . . . 3_566 -176.4(2) ?
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
    O1W H1W O3A 1_555 0.85(3) 1.93(3) 2.7870(10)
                                               176(3)
    O1W H2W O11 2_455 0.79(3) 1.93(3) 2.7190(10)
                                               171(3)
    N8 H7 O3A 4_676 0.88 2.12 2.9210(10)
                                       151
    O2W H3W O2A 3_565 0.81(3) 1.91(3) 2.7190(10)
                                               172(3)
    O2W H4W O11 4_565 0.81(3) 2.09(3) 2.8530(10)
                                               154(3)
data_global
_journal_data_validation_number     ?
_journal_date_recd_electronic     2005-05-09
_journal_date_accepted     2005-05-13
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2005
_journal_volume     61
_journal_issue      6
_journal_page_first     m1204
_journal_page_last     m1206
_journal_paper_category     EM
_publ_contact_author_name     'Gareth O. Lloyd'
_publ_contact_author_address
;
 Department of Chemistry,
 University of Stellenbosch,
 Private Bag X1, Matieland,7602,
 South Africa
;
_publ_contact_author_email     gol@sun.ac.za
_publ_contact_author_fax     '+27 21 808 3849'
_publ_contact_author_phone     '+27 21 808 3324'
_publ_section_title
;
catena-Poly[[[tetraaquazinc(II)]-μ-[(2E)-N,N'-bis(pyridin-4-ylmethyl)but-2-
enediamide]] dinitrate]
;
_publ_section_title_footnote
;
;
loop_
    _publ_author_name
    _publ_author_address
    'Gareth O. Lloyd'
;
Department of Chemistry
University of Stellenbosch
Private Bag X1
Matieland
South Africa
;
