#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/54/2205496.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_2205496
loop_
_publ_author_name
'Einat Tirosh      '
'Rozi Maman        '
'Israel Goldberg'
_publ_section_title
;
 Tetraaquabis(1,4-di-4-pyridyl-2,3-diaza-1,3-butadiene)zinc(II)
 bis(perchlorate) and its supramolecular assembly
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m751
_journal_page_last               m754
_journal_paper_doi               10.1107/S1600536805008962
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Zn (C12 H10 N4)2 (H2 O)4] (Cl O4)2'
_chemical_formula_moiety         'C24 H28 N8 O4 Zn 2+, 2Cl O4 -'
_chemical_formula_sum            'C24 H28 Cl2 N8 O12 Zn'
_chemical_formula_weight         756.81
_chemical_name_systematic
;Tetraaquabis(1,4-di-4-pyridyl-2,3-diaza-1,3-butadiene)zinc(II)
 bis(perchlorate)
;
_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                90.500(2)
_cell_angle_beta                 103.127(3)
_cell_angle_gamma                100.5940(18)
_cell_formula_units_Z            1
_cell_length_a                   7.2316(3)
_cell_length_b                   10.5151(4)
_cell_length_c                   13.4031(5)
_cell_measurement_reflns_used    2237
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.00
_cell_measurement_theta_min      1.97
_cell_volume                     974.28(7)
_computing_cell_refinement       'Denzo (Otwinowski and Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'Denzo (Otwinowski and Minor, 1997)'
_computing_molecular_graphics
;
DS ViwerPro 5.0 (Accelrys, 2002),   ORTEPIII (Burnett & Johnson,
1996)  and   MERCURY (Bruno et al., 2002)
;
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean '56 microns'
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Nonius KappaCCD'
_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  0.0352
_diffrn_reflns_av_sigmaI/netI    0.0681
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7657
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.97
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.827
_exptl_absorpt_correction_T_max  0.851
_exptl_absorpt_correction_T_min  0.758
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Blessing, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.827
_refine_diff_density_min         -0.774
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         4113
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0578
_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)+(0.076P)²+0.407P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1425
_refine_ls_wR_factor_ref         0.1517
_reflns_number_gt                3171
_reflns_number_total             4113
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb6169.cif
_cod_data_source_block           I
_cod_database_code               2205496
_cod_database_fobs_code          2205496
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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Zn1 1.0000 0.5000 1.0000 0.02663(19) Uani d S 1 . . Zn
N2 0.9514(4) 0.3460(3) 0.88707(19) 0.0280(6) Uani d . 1 . . N
C3 0.9870(4) 0.3667(3) 0.7933(2) 0.0282(7) Uani d . 1 . . C
H3 1.0522 0.4500 0.7811 0.034 Uiso calc R 1 . . H
C4 0.9335(4) 0.2731(3) 0.7152(2) 0.0287(7) Uani d . 1 . . C
H4 0.9610 0.2921 0.6503 0.034 Uiso calc R 1 . . H
C5 0.8384(4) 0.1496(3) 0.7312(2) 0.0282(7) Uani d . 1 . . C
C6 0.8081(5) 0.1259(3) 0.8288(2) 0.0312(7) Uani d . 1 . . C
H6 0.7497 0.0420 0.8439 0.037 Uiso calc R 1 . . H
C7 0.8642(5) 0.2261(3) 0.9035(2) 0.0303(7) Uani d . 1 . . C
H7 0.8401 0.2094 0.9694 0.036 Uiso calc R 1 . . H
C8 0.7728(5) 0.0466(3) 0.6507(2) 0.0303(7) Uani d . 1 . . C
H8 0.7057 -0.0354 0.6644 0.036 Uiso calc R 1 . . H
N9 0.8049(4) 0.0659(3) 0.5619(2) 0.0342(6) Uani d . 1 . . N
N10 0.7281(4) -0.0457(3) 0.4947(2) 0.0343(6) Uani d . 1 . . N
C11 0.7551(4) -0.0246(3) 0.4059(2) 0.0303(7) Uani d . 1 . . C
H11 0.8208 0.0580 0.3924 0.036 Uiso calc R 1 . . H
C12 0.6856(4) -0.1265(3) 0.3234(2) 0.0285(7) Uani d . 1 . . C
C13 0.7039(5) -0.0998(3) 0.2246(2) 0.0308(7) Uani d . 1 . . C
H13 0.7658 -0.0164 0.2105 0.037 Uiso calc R 1 . . H
C14 0.6316(5) -0.1951(4) 0.1470(2) 0.0352(8) Uani d . 1 . . C
H14 0.6437 -0.1749 0.0796 0.042 Uiso calc R 1 . . H
N15 0.5448(4) -0.3152(3) 0.1623(2) 0.0328(6) Uani d . 1 . . N
C16 0.5318(5) -0.3414(3) 0.2582(2) 0.0323(7) Uani d . 1 . . C
H16 0.4740 -0.4267 0.2706 0.039 Uiso calc R 1 . . H
C17 0.5976(5) -0.2516(3) 0.3402(2) 0.0309(7) Uani d . 1 . . C
H17 0.5832 -0.2745 0.4068 0.037 Uiso calc R 1 . . H
O18 0.7059(3) 0.4656(2) 0.99862(17) 0.0352(5) Uani d . 1 . . O
H18A 0.6193 0.4148 0.9426 0.080 Uiso d R 1 . . H
H18B 0.6704 0.4374 1.0558 0.080 Uiso d R 1 . . H
O19 0.9341(5) 0.6284(3) 0.88066(18) 0.0536(8) Uani d . 1 . . O
H19A 0.8449 0.6830 0.8825 0.080 Uiso d R 1 . . H
H19B 1.0516 0.6523 0.8558 0.080 Uiso d R 1 . . H
Cl20A 0.4652(4) -0.2389(2) -0.17497(16) 0.0462(6) Uani d PD 0.747(6) A 1 Cl
O21A 0.3491(9) -0.1874(4) -0.1147(4) 0.0689(16) Uani d PD 0.747(6) A 1 O
O22A 0.6590(6) -0.2038(4) -0.1141(3) 0.0693(14) Uani d PD 0.747(6) A 1 O
Cl20B 0.3747(12) -0.2396(5) -0.1920(4) 0.0475(18) Uani d PD 0.253(6) A 2 Cl
O21B 0.4788(17) -0.1654(11) -0.1003(8) 0.049(3) Uiso d PD 0.253(6) A 2 O
O22B 0.1738(16) -0.2328(15) -0.2223(11) 0.083(5) Uiso d PD 0.253(6) A 2 O
O23 0.4033(5) -0.3757(2) -0.1857(2) 0.0581(8) Uani d D 1 . . O
O24 0.4485(4) -0.1833(3) -0.27130(19) 0.0536(7) Uani d D 1 . . O
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'
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
O18 Zn1 O18 2_767 . 180.0 ?
O18 Zn1 O19 2_767 2_767 86.50(12) ?
O18 Zn1 O19 . 2_767 93.51(12) n
O18 Zn1 O19 2_767 . 93.50(12) ?
O18 Zn1 O19 . . 86.49(12) n
O19 Zn1 O19 2_767 . 180.0 ?
O18 Zn1 N2 2_767 . 89.59(9) ?
O18 Zn1 N2 . . 90.41(9) n
O19 Zn1 N2 2_767 . 90.65(10) ?
O19 Zn1 N2 . . 89.35(10) n
O18 Zn1 N2 2_767 2_767 90.41(9) ?
O18 Zn1 N2 . 2_767 89.59(9) n
O19 Zn1 N2 2_767 2_767 89.35(10) ?
O19 Zn1 N2 . 2_767 90.65(10) n
N2 Zn1 N2 . 2_767 180.0 ?
C7 N2 C3 . . 117.4(3) ?
C7 N2 Zn1 . . 120.3(2) ?
C3 N2 Zn1 . . 122.0(2) ?
N2 C3 C4 . . 123.0(3) ?
N2 C3 H3 . . 118.5 ?
C4 C3 H3 . . 118.5 ?
C3 C4 C5 . . 119.7(3) ?
C3 C4 H4 . . 120.1 ?
C5 C4 H4 . . 120.1 ?
C6 C5 C4 . . 117.7(3) ?
C6 C5 C8 . . 119.7(3) ?
C4 C5 C8 . . 122.6(3) ?
C7 C6 C5 . . 119.1(3) ?
C7 C6 H6 . . 120.4 ?
C5 C6 H6 . . 120.4 ?
N2 C7 C6 . . 123.0(3) ?
N2 C7 H7 . . 118.5 ?
C6 C7 H7 . . 118.5 ?
N9 C8 C5 . . 120.3(3) ?
N9 C8 H8 . . 119.8 ?
C5 C8 H8 . . 119.8 ?
C8 N9 N10 . . 111.5(3) ?
C11 N10 N9 . . 111.1(3) ?
N10 C11 C12 . . 120.5(3) ?
N10 C11 H11 . . 119.7 ?
C12 C11 H11 . . 119.7 ?
C13 C12 C17 . . 117.7(3) ?
C13 C12 C11 . . 120.1(3) ?
C17 C12 C11 . . 122.1(3) ?
C14 C13 C12 . . 119.5(3) ?
C14 C13 H13 . . 120.2 ?
C12 C13 H13 . . 120.2 ?
N15 C14 C13 . . 123.1(3) ?
N15 C14 H14 . . 118.4 ?
C13 C14 H14 . . 118.4 ?
C16 N15 C14 . . 117.1(3) ?
N15 C16 C17 . . 123.7(3) ?
N15 C16 H16 . . 118.1 ?
C17 C16 H16 . . 118.1 ?
C16 C17 C12 . . 118.7(3) ?
C16 C17 H17 . . 120.6 ?
C12 C17 H17 . . 120.6 ?
Zn1 O18 H18A . . 117.8 ?
Zn1 O18 H18B . . 117.9 ?
H18A O18 H18B . . 107.0 ?
Zn1 O19 H19A . . 120.8 ?
Zn1 O19 H19B . . 105.6 ?
H19A O19 H19B . . 124.8 ?
O24 Cl20A O23 . . 111.5(2) ?
O24 Cl20A O22A . . 110.7(3) ?
O23 Cl20A O22A . . 111.2(3) ?
O24 Cl20A O21A . . 111.3(3) ?
O23 Cl20A O21A . . 107.8(3) ?
O22A Cl20A O21A . . 104.1(3) ?
O24 Cl20B O21B . . 106.7(7) ?
O24 Cl20B O22B . . 103.1(7) ?
O21B Cl20B O22B . . 115.0(10) ?
O24 Cl20B O23 . . 109.4(4) ?
O21B Cl20B O23 . . 110.7(7) ?
O22B Cl20B O23 . . 111.6(8) ?
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 O18 2_767 2.087(2) ?
Zn1 O18 . 2.087(2) yes
Zn1 O19 2_767 2.130(2) ?
Zn1 O19 . 2.130(2) yes
Zn1 N2 . 2.131(3) yes
Zn1 N2 2_767 2.131(3) ?
N2 C7 . 1.346(4) ?
N2 C3 . 1.350(4) ?
C3 C4 . 1.368(4) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.396(5) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.391(4) ?
C5 C8 . 1.457(4) ?
C6 C7 . 1.385(4) ?
C6 H6 . 0.9500 ?
C7 H7 . 0.9500 ?
C8 N9 . 1.274(4) ?
C8 H8 . 0.9500 ?
N9 N10 . 1.419(4) ?
N10 C11 . 1.264(4) ?
C11 C12 . 1.467(4) ?
C11 H11 . 0.9500 ?
C12 C13 . 1.387(4) ?
C12 C17 . 1.396(5) ?
C13 C14 . 1.379(5) ?
C13 H13 . 0.9500 ?
C14 N15 . 1.342(5) ?
C14 H14 . 0.9500 ?
N15 C16 . 1.337(4) ?
C16 C17 . 1.380(4) ?
C16 H16 . 0.9500 ?
C17 H17 . 0.9500 ?
O18 H18A . 0.9476 ?
O18 H18B . 0.8979 ?
O19 H19A . 0.9425 ?
O19 H19B . 0.9736 ?
Cl20A O24 . 1.411(3) ?
Cl20A O23 . 1.422(3) ?
Cl20A O22A . 1.432(5) ?
Cl20A O21A . 1.455(4) ?
Cl20B O24 . 1.385(5) ?
Cl20B O21B . 1.426(8) ?
Cl20B O22B . 1.432(9) ?
Cl20B O23 . 1.483(6) ?
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
O18 H18A N15 2_656 0.95 1.80 2.748(3) 179 yes
O18 H18B O23 2_656 0.90 2.01 2.911(3) 179 yes
O19 H19A O22A 1_566 0.94 1.96 2.903(5) 180 yes
O19 H19B O22B 1_666 0.97 1.84 2.690(14) 144 yes
O19 H19B O21A 1_666 0.97 2.43 3.246(7) 141 yes
