#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/48/2014831.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_2014831
loop_
_publ_author_name
'Rinat Shoshnik  '
'Helena Elengoz  '
'Israel Goldberg'
_publ_section_title
;
 Concerted coordination and hydrogen-bonding network of the
 1,4-di-4-pyridyl-2,3-diaza-1,3-butadiene
 [Zn(MeOH)₂(H₂O)₂](ClO₄)₂ 3:1 complex
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m187
_journal_page_last               m189
_journal_paper_doi               10.1107/S0108270105005329
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac
;[Zn (C12 H10 N4) (C H4 O)2 (H2 O)2] (Cl O4)2, C12 H10 N4, 1.72C H4 O, 1.28H2
 O
;
_chemical_formula_moiety
'C26 H32 N8 O4 Zn 2+, 2Cl O4 -, C12 H10 N4, 1.72C H4 O, 1.28H2 O'
_chemical_formula_sum            'C39.72 H51.44 Cl2 N12 O15 Zn'
_chemical_formula_weight         1073.28
_chemical_name_systematic
;
diaquadimethanolbis(1,4-di-4-pyridyl-2,3-diaza-1,3-butadiene)zinc(II)
bis(perchlorate) 1,4-di-4-pyridyl-2,3-diaza-1,3-butadiene methanol
1.72-solvate 1.28-hydrate
;
_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                67.8390(8)
_cell_angle_beta                 81.3040(9)
_cell_angle_gamma                78.3160(9)
_cell_formula_units_Z            1
_cell_length_a                   9.4170(2)
_cell_length_b                   10.8320(2)
_cell_length_c                   13.1410(3)
_cell_measurement_reflns_used    4290
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.00
_cell_measurement_theta_min      2.67
_cell_volume                     1211.56(4)
_computing_cell_refinement       'DENZO (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1999)'
_computing_data_reduction        DENZO
_computing_molecular_graphics
;
ORTEPIII (Burnett & Johnson, 1996)  and    DS ViwerPro 5.0 (Accelrys,
2002)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_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 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       '1° 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  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_max       12
_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       -16
_diffrn_reflns_number            10055
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.67
_diffrn_standards_decay_%        nil
_exptl_absorpt_coefficient_mu    0.696
_exptl_absorpt_correction_T_max  0.9028
_exptl_absorpt_correction_T_min  0.8184
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Blessing, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             558
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.919
_refine_diff_density_min         -1.171
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     347
_refine_ls_number_reflns         5216
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0520
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.053P)²+2.505P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1254
_refine_ls_wR_factor_ref         0.1317
_reflns_number_gt                4492
_reflns_number_total             5216
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gd1374.cif
_cod_data_source_block           I
_cod_database_code               2014831
_cod_database_fobs_code          2014831
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 0.0000 0.5000 1.0000 0.01552(13) Uani d S 1 . . Zn
N2 0.1802(2) 0.5559(2) 0.88446(18) 0.0171(4) Uani d . 1 . . N
C3 0.2435(3) 0.6585(3) 0.8805(2) 0.0190(5) Uani d . 1 . . C
H3 0.2119 0.6983 0.9349 0.023 Uiso calc R 1 . . H
C4 0.3517(3) 0.7085(3) 0.8014(2) 0.0213(6) Uani d . 1 . . C
H4 0.3947 0.7802 0.8023 0.026 Uiso calc R 1 . . H
C5 0.3975(3) 0.6524(3) 0.7197(2) 0.0192(5) Uani d . 1 . . C
C6 0.3335(3) 0.5446(3) 0.7245(2) 0.0208(5) Uani d . 1 . . C
H6 0.3630 0.5026 0.6713 0.025 Uiso calc R 1 . . H
C7 0.2269(3) 0.4999(3) 0.8077(2) 0.0194(5) Uani d . 1 . . C
H7 0.1846 0.4260 0.8107 0.023 Uiso calc R 1 . . H
C8 0.5078(3) 0.7051(3) 0.6298(2) 0.0231(6) Uani d . 1 . . C
H8 0.5374 0.6651 0.5754 0.028 Uiso calc R 1 . . H
N9 0.5636(3) 0.8055(3) 0.6256(2) 0.0266(5) Uani d . 1 . . N
N10 0.6671(3) 0.8429(3) 0.5344(2) 0.0275(6) Uani d . 1 . . N
C11 0.7084(3) 0.9527(3) 0.5244(2) 0.0269(6) Uani d . 1 . . C
H11 0.6693 0.9959 0.5757 0.032 Uiso calc R 1 . . H
C12 0.8158(3) 1.0129(3) 0.4344(2) 0.0224(6) Uani d . 1 . . C
C13 0.8697(3) 0.9608(3) 0.3514(2) 0.0268(6) Uani d . 1 . . C
H13 0.8386 0.8828 0.3513 0.032 Uiso calc R 1 . . H
C14 0.9690(3) 1.0244(3) 0.2696(2) 0.0267(6) Uani d . 1 . . C
H14 1.0060 0.9874 0.2140 0.032 Uiso calc R 1 . . H
N15 1.0165(3) 1.1359(2) 0.2643(2) 0.0246(5) Uani d . 1 . . N
C16 0.9650(3) 1.1846(3) 0.3445(2) 0.0246(6) Uani d . 1 . . C
H16 0.9979 1.2630 0.3424 0.029 Uiso calc R 1 . . H
C17 0.8661(3) 1.1267(3) 0.4308(2) 0.0242(6) Uani d . 1 . . C
H17 0.8333 1.1642 0.4866 0.029 Uiso calc R 1 . . H
O18 0.09854(19) 0.29692(18) 1.04860(15) 0.0189(4) Uani d . 1 . . O
H18A 0.2019 0.2624 1.0448 0.069(15) Uiso d R 1 . . H
H18B 0.0699 0.2410 1.1233 0.063(14) Uiso d R 1 . . H
O19 0.1074(2) 0.5314(2) 1.12069(16) 0.0226(4) Uani d . 1 . . O
H19 0.0802 0.5859 1.1677 0.075(15) Uiso d R 1 . . H
C20 0.2362(3) 0.4483(3) 1.1695(3) 0.0316(7) Uani d . 1 . . C
H20A 0.2639 0.4833 1.2212 0.047 Uiso calc . 1 . . H
H20B 0.3154 0.4493 1.1116 0.047 Uiso calc . 1 . . H
H20C 0.2175 0.3556 1.2090 0.047 Uiso calc . 1 . . H
N21 0.6061(3) 0.8020(3) 0.9622(2) 0.0250(5) Uani d . 1 . . N
C22 0.5713(3) 0.9210(3) 0.8823(3) 0.0255(6) Uani d . 1 . . C
H22 0.6459 0.9575 0.8283 0.031 Uiso calc R 1 . . H
C23 0.4312(3) 0.9942(3) 0.8741(2) 0.0246(6) Uani d . 1 . . C
H23 0.4110 1.0786 0.8159 0.030 Uiso calc R 1 . . H
C24 0.3213(3) 0.9416(3) 0.9527(2) 0.0218(6) Uani d . 1 . . C
C25 0.3576(3) 0.8173(3) 1.0367(2) 0.0231(6) Uani d . 1 . . C
H25 0.2857 0.7783 1.0922 0.028 Uiso calc R 1 . . H
C26 0.4995(3) 0.7524(3) 1.0376(3) 0.0254(6) Uani d . 1 . . C
H26 0.5230 0.6678 1.0948 0.031 Uiso calc R 1 . . H
C27 0.1710(3) 1.0152(3) 0.9462(2) 0.0245(6) Uani d . 1 . . C
H27 0.1506 1.1046 0.8946 0.029 Uiso calc R 1 . . H
N28 0.0683(3) 0.9581(3) 1.0103(2) 0.0276(5) Uani d . 1 . . N
Cl29 0.34389(10) 0.69878(9) 0.35758(7) 0.0402(2) Uani d . 1 . . Cl
O30 0.3120(5) 0.6298(4) 0.4711(2) 0.0845(13) Uani d . 1 . . O
O31 0.4802(6) 0.7404(5) 0.3404(4) 0.123(2) Uani d . 1 . . O
O32 0.3480(4) 0.6154(3) 0.2971(2) 0.0593(8) Uani d . 1 . . O
O33 0.2406(7) 0.8140(5) 0.3142(3) 0.148(3) Uani d . 1 . . O
O34 -0.0038(7) 0.6851(6) 0.2390(7) 0.045(2) Uani d PD 0.36 A 1 O
C35 -0.037(2) 0.6052(16) 0.3599(10) 0.088(5) Uani d PD 0.36 A 1 C
H35A 0.0167 0.6316 0.4046 0.132 Uiso calc PR 0.36 A 1 H
H35B -0.0078 0.5086 0.3735 0.132 Uiso calc PR 0.36 A 1 H
H35C -0.1417 0.6238 0.3797 0.132 Uiso calc PR 0.36 A 1 H
O36 0.1813(7) 0.3859(6) 0.5492(5) 0.0616(19) Uani d PD 0.50 B 2 O
C37 0.0695(14) 0.4938(15) 0.5779(12) 0.148(9) Uani d PD 0.50 B 2 C
H37A -0.0237 0.4606 0.6041 0.222 Uiso calc PR 0.50 B 2 H
H37B 0.0567 0.5759 0.5122 0.222 Uiso calc PR 0.50 B 2 H
H37C 0.1036 0.5141 0.6358 0.222 Uiso calc PR 0.50 B 2 H
O38 0.0060(4) 0.6780(4) 0.2555(3) 0.0433(9) Uani d P 0.64 C 3 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_567 180.0 ?
O18 Zn1 N2 . 2_567 89.85(8) ?
O18 Zn1 N2 2_567 2_567 90.15(8) ?
O18 Zn1 N2 . . 90.15(8) yes
O18 Zn1 N2 2_567 . 89.85(8) yes
N2 Zn1 N2 2_567 . 180.00(11) ?
O18 Zn1 O19 . 2_567 88.77(7) ?
O18 Zn1 O19 2_567 2_567 91.23(7) ?
N2 Zn1 O19 2_567 2_567 88.80(8) ?
N2 Zn1 O19 . 2_567 91.20(8) ?
O18 Zn1 O19 . . 91.23(7) yes
O18 Zn1 O19 2_567 . 88.77(7) yes
N2 Zn1 O19 2_567 . 91.20(8) yes
N2 Zn1 O19 . . 88.80(8) yes
O19 Zn1 O19 2_567 . 179.9990(10) ?
C7 N2 C3 . . 117.7(2) ?
C7 N2 Zn1 . . 122.20(18) ?
C3 N2 Zn1 . . 119.86(18) ?
N2 C3 C4 . . 123.1(3) ?
N2 C3 H3 . . 118.4 ?
C4 C3 H3 . . 118.4 ?
C3 C4 C5 . . 119.1(3) ?
C3 C4 H4 . . 120.5 ?
C5 C4 H4 . . 120.5 ?
C6 C5 C4 . . 118.0(2) ?
C6 C5 C8 . . 120.1(3) ?
C4 C5 C8 . . 121.9(3) ?
C7 C6 C5 . . 119.0(3) ?
C7 C6 H6 . . 120.5 ?
C5 C6 H6 . . 120.5 ?
N2 C7 C6 . . 123.1(3) ?
N2 C7 H7 . . 118.4 ?
C6 C7 H7 . . 118.4 ?
N9 C8 C5 . . 119.4(3) ?
N9 C8 H8 . . 120.3 ?
C5 C8 H8 . . 120.3 ?
C8 N9 N10 . . 111.9(3) ?
C11 N10 N9 . . 110.7(3) ?
N10 C11 C12 . . 120.8(3) ?
N10 C11 H11 . . 119.6 ?
C12 C11 H11 . . 119.6 ?
C17 C12 C13 . . 118.0(3) ?
C17 C12 C11 . . 119.2(3) ?
C13 C12 C11 . . 122.8(3) ?
C14 C13 C12 . . 119.0(3) ?
C14 C13 H13 . . 120.5 ?
C12 C13 H13 . . 120.5 ?
N15 C14 C13 . . 123.5(3) ?
N15 C14 H14 . . 118.2 ?
C13 C14 H14 . . 118.2 ?
C16 N15 C14 . . 117.1(2) ?
N15 C16 C17 . . 123.4(3) ?
N15 C16 H16 . . 118.3 ?
C17 C16 H16 . . 118.3 ?
C16 C17 C12 . . 119.0(3) ?
C16 C17 H17 . . 120.5 ?
C12 C17 H17 . . 120.5 ?
Zn1 O18 H18A . . 127.1 ?
Zn1 O18 H18B . . 115.2 ?
H18A O18 H18B . . 100.1 ?
C20 O19 Zn1 . . 124.83(17) ?
C20 O19 H19 . . 99.5 ?
Zn1 O19 H19 . . 134.6 ?
O19 C20 H20A . . 109.5 ?
O19 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
O19 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C22 N21 C26 . . 117.5(2) ?
N21 C22 C23 . . 123.2(3) ?
N21 C22 H22 . . 118.4 ?
C23 C22 H22 . . 118.4 ?
C24 C23 C22 . . 118.8(3) ?
C24 C23 H23 . . 120.6 ?
C22 C23 H23 . . 120.6 ?
C23 C24 C25 . . 118.1(3) ?
C23 C24 C27 . . 120.5(3) ?
C25 C24 C27 . . 121.4(3) ?
C26 C25 C24 . . 118.8(3) ?
C26 C25 H25 . . 120.6 ?
C24 C25 H25 . . 120.6 ?
N21 C26 C25 . . 123.6(3) ?
N21 C26 H26 . . 118.2 ?
C25 C26 H26 . . 118.2 ?
N28 C27 C24 . . 119.6(3) ?
N28 C27 H27 . . 120.2 ?
C24 C27 H27 . . 120.2 ?
C27 N28 N28 . 2_577 111.6(3) ?
O32 Cl29 O33 . . 107.4(3) ?
O32 Cl29 O31 . . 108.5(3) ?
O33 Cl29 O31 . . 107.8(4) ?
O32 Cl29 O30 . . 111.1(2) ?
O33 Cl29 O30 . . 112.3(2) ?
O31 Cl29 O30 . . 109.6(3) ?
O36 C37 H37A . . 109.5 ?
O36 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
O36 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 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 O18 . 2.0977(18) yes
Zn1 O18 2_567 2.0977(18) ?
Zn1 N2 2_567 2.120(2) ?
Zn1 N2 . 2.120(2) yes
Zn1 O19 2_567 2.1642(19) ?
Zn1 O19 . 2.1642(19) yes
N2 C7 . 1.341(3) ?
N2 C3 . 1.345(3) ?
C3 C4 . 1.375(4) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.397(4) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.397(4) ?
C5 C8 . 1.470(4) ?
C6 C7 . 1.380(4) ?
C6 H6 . 0.9500 ?
C7 H7 . 0.9500 ?
C8 N9 . 1.279(4) ?
C8 H8 . 0.9500 ?
N9 N10 . 1.412(3) ?
N10 C11 . 1.279(4) ?
C11 C12 . 1.474(4) ?
C11 H11 . 0.9500 ?
C12 C17 . 1.390(4) ?
C12 C13 . 1.395(4) ?
C13 C14 . 1.379(4) ?
C13 H13 . 0.9500 ?
C14 N15 . 1.345(4) ?
C14 H14 . 0.9500 ?
N15 C16 . 1.336(4) ?
C16 C17 . 1.389(4) ?
C16 H16 . 0.9500 ?
C17 H17 . 0.9500 ?
O18 H18A . 0.9702 ?
O18 H18B . 0.9703 ?
O19 C20 . 1.432(4) ?
O19 H19 . 0.9813 ?
C20 H20A . 0.9800 ?
C20 H20B . 0.9800 ?
C20 H20C . 0.9800 ?
N21 C22 . 1.336(4) ?
N21 C26 . 1.340(4) ?
C22 C23 . 1.391(4) ?
C22 H22 . 0.9500 ?
C23 C24 . 1.391(4) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.398(4) ?
C24 C27 . 1.475(4) ?
C25 C26 . 1.378(4) ?
C25 H25 . 0.9500 ?
C26 H26 . 0.9500 ?
C27 N28 . 1.276(4) ?
C27 H27 . 0.9500 ?
N28 N28 2_577 1.415(5) ?
Cl29 O32 . 1.402(3) ?
Cl29 O33 . 1.403(4) ?
Cl29 O31 . 1.405(5) ?
Cl29 O30 . 1.410(3) ?
O34 C35 . 1.514(9) ?
C35 H35A . 0.9800 ?
C35 H35B . 0.9800 ?
C35 H35C . 0.9800 ?
O36 C37 . 1.526(9) ?
C37 H37A . 0.9800 ?
C37 H37B . 0.9800 ?
C37 H37C . 0.9800 ?
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 N21 2_667 0.97 1.80 2.773(3) 180 yes
O18 H18B N15 1_446 0.97 1.83 2.798(3) 180 yes
O19 H19 O34 1_556 0.98 1.69 2.653(7) 167 yes
O19 ? O38 1_556 ? ? 2.752(7) ? yes
O36 ? O30 ? ? ? 2.904(7) ? yes
O36 ? O34 2_566 ? ? 2.937(8) ? yes
O36 ? O38 2_566 ? ? 2.937(7) ? yes
