#------------------------------------------------------------------------------
#$Date: 2020-07-25 08:24:04 +0300 (Sat, 25 Jul 2020) $
#$Revision: 254581 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/35/2243507.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_2243507
loop_
_publ_author_name
'Seck, Thierno Moussa'
'Gaye, Papa Aly'
'Ndoye, Cheikh'
'Thiam, Ibrahima Elhadji'
'Diouf, Ousmane'
'Retailleau, Pascal'
'Gaye, Mohamed'
_publ_section_title
;
 Diaquabis{μ-1,5-bis[(pyridin-2-yl)methylidene]carbonohydrazide(1--)}di-μ-chlorido-tetrachloridotetrazinc(II)
;
_journal_coeditor_code           EX2035
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1349
_journal_page_last               1352
_journal_paper_doi               10.1107/S2056989020009834
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          '[Zn4 (C13 H11 N6 O1)2 Cl6 (H2 O1)2]'
_chemical_formula_moiety         'C26 H26 Cl6 N12 O4 Zn4'
_chemical_formula_sum            'C26 H26 Cl6 N12 O4 Zn4'
_chemical_formula_weight         1044.77
_chemical_name_systematic
Diaquabis{μ-1,5-bis[(pyridin-2-yl)methylidene]carbonohydrazide(1-)}di-μ-chlorido-tetrachloridotetrazinc(II)
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                94.639(3)
_cell_angle_beta                 110.091(4)
_cell_angle_gamma                97.599(3)
_cell_formula_units_Z            1
_cell_length_a                   9.2002(4)
_cell_length_b                   9.4306(4)
_cell_length_c                   11.7651(4)
_cell_measurement_reflns_used    6440
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.6450
_cell_measurement_theta_min      4.3120
_cell_volume                     941.46(7)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'HPAD Dectris Pilatus3R 200K'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15934
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_min         4.401
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_standards_decay_%        0.0(2)
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.994
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37505
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2018)
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.843
_exptl_crystal_description       tab
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.804
_refine_diff_density_min         -0.941
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4127
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0386
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0583P)²+0.5038P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0950
_refine_ls_wR_factor_ref         0.1025
_reflns_number_gt                3343
_reflns_number_total             4132
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ex2035sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        941.47(7)
_cod_database_code               2243507
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.80255(4) 0.26414(4) 0.42860(3) 0.03096(12) Uani d 1 . .
Zn Zn2 0.57362(4) 0.62337(4) 0.14274(3) 0.03302(12) Uani d 1 . .
Cl Cl1 0.66995(10) 0.59565(10) -0.01140(7) 0.0390(2) Uani d 1 . .
Cl Cl2 0.61634(11) 0.06523(11) 0.34885(11) 0.0537(3) Uani d 1 . .
Cl Cl3 0.93484(10) 0.25785(12) 0.62765(8) 0.0500(3) Uani d 1 . .
O O1 0.7387(3) 0.8113(3) 0.2417(2) 0.0427(6) Uani d 1 . .
H H1A 0.823(3) 0.802(5) 0.291(4) 0.064 Uiso d 1 . .
H H1B 0.718(6) 0.878(4) 0.278(4) 0.064 Uiso d 1 . .
N N1 0.4062(3) 0.7669(3) 0.0700(2) 0.0312(6) Uani d 1 . .
N N4 0.6695(3) 0.4927(3) 0.2813(2) 0.0316(6) Uani d 1 . .
N N5 0.7847(3) 0.4085(3) 0.3030(2) 0.0290(5) Uani d 1 . .
O O2 0.6460(3) 0.4146(3) 0.4577(2) 0.0366(5) Uani d 1 . .
N N2 0.4518(3) 0.6419(3) 0.2652(2) 0.0297(5) Uani d 1 . .
C C5 0.3207(4) 0.7960(4) 0.1389(3) 0.0345(7) Uani d 1 . .
C C7 0.6080(4) 0.4865(3) 0.3697(3) 0.0291(6) Uani d 1 . .
N N3 0.4932(3) 0.5689(3) 0.3617(3) 0.0362(7) Uani d 1 . .
H H3N 0.442(5) 0.567(4) 0.409(4) 0.043 Uiso d 1 . .
C C1 0.3864(4) 0.8307(4) -0.0303(3) 0.0397(8) Uani d 1 . .
H H1 0.444294 0.809996 -0.078687 0.048 Uiso calc 1 . .
C C10 1.1160(4) 0.3293(4) 0.2278(4) 0.0423(8) Uani d 1 . .
H H10 1.115666 0.386847 0.167216 0.051 Uiso calc 1 . .
N N6 0.9966(3) 0.2407(3) 0.3647(3) 0.0359(6) Uani d 1 . .
C C9 1.0000(4) 0.3243(4) 0.2777(3) 0.0325(7) Uani d 1 . .
C C4 0.2147(5) 0.8905(4) 0.1096(4) 0.0481(9) Uani d 1 . .
H H4 0.156102 0.908579 0.158053 0.058 Uiso calc 1 . .
C C8 0.8767(4) 0.4134(4) 0.2430(3) 0.0327(7) Uani d 1 . .
H H8 0.866238 0.470241 0.180546 0.039 Uiso calc 1 . .
C C2 0.2826(5) 0.9266(4) -0.0646(3) 0.0480(9) Uani d 1 . .
H H2 0.270608 0.969450 -0.135049 0.058 Uiso calc 1 . .
C C11 1.2334(5) 0.2466(5) 0.2698(4) 0.0510(10) Uani d 1 . .
H H11 1.312414 0.247754 0.237298 0.061 Uiso calc 1 . .
C C6 0.3499(4) 0.7248(4) 0.2481(3) 0.0385(8) Uani d 1 . .
H H6 0.297366 0.738940 0.301839 0.046 Uiso calc 1 . .
C C3 0.1979(5) 0.9572(5) 0.0069(4) 0.0544(10) Uani d 1 . .
H H3 0.129191 1.022847 -0.013639 0.065 Uiso calc 1 . .
C C13 1.1100(4) 0.1625(4) 0.4044(4) 0.0459(9) Uani d 1 . .
H H13 1.107789 0.104825 0.464524 0.055 Uiso calc 1 . .
C C12 1.2309(5) 0.1637(5) 0.3596(4) 0.0522(10) Uani d 1 . .
H H12 1.309318 0.108995 0.390059 0.063 Uiso calc 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'
Cl Cl 0.1484 0.1585 '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
N5 Zn1 N6 . . 75.82(10) y
N5 Zn1 O2 . . 72.76(9) y
N6 Zn1 O2 . . 144.87(10) y
N5 Zn1 Cl3 . . 138.36(8) y
N6 Zn1 Cl3 . . 97.10(8) y
O2 Zn1 Cl3 . . 96.00(6) y
N5 Zn1 Cl2 . . 110.85(8) y
N6 Zn1 Cl2 . . 108.19(9) y
O2 Zn1 Cl2 . . 97.45(7) y
Cl3 Zn1 Cl2 . . 110.31(4) y
N2 Zn2 O1 . . 90.19(11) y
N2 Zn2 N4 . . 73.95(9) y
O1 Zn2 N4 . . 92.86(10) y
N2 Zn2 N1 . . 74.29(9) y
O1 Zn2 N1 . . 87.40(10) y
N4 Zn2 N1 . . 148.24(10) y
N2 Zn2 Cl1 . . 171.67(8) y
O1 Zn2 Cl1 . . 95.98(8) y
N4 Zn2 Cl1 . . 111.20(7) y
N1 Zn2 Cl1 . . 100.33(7) y
N2 Zn2 Cl1 . 2_665 85.59(8) y
O1 Zn2 Cl1 . 2_665 172.20(7) y
N4 Zn2 Cl1 . 2_665 92.27(8) y
N1 Zn2 Cl1 . 2_665 85.15(8) y
Cl1 Zn2 Cl1 . 2_665 87.63(3) y
Zn2 Cl1 Zn2 . 2_665 92.37(3) y
Zn2 O1 H1A . . 119(3) ?
Zn2 O1 H1B . . 124(4) ?
H1A O1 H1B . . 101(5) ?
C1 N1 C5 . . 118.6(3) ?
C1 N1 Zn2 . . 127.0(2) ?
C5 N1 Zn2 . . 114.4(2) ?
C7 N4 N5 . . 108.9(2) ?
C7 N4 Zn2 . . 116.75(19) ?
N5 N4 Zn2 . . 134.33(19) ?
C8 N5 N4 . . 120.9(3) ?
C8 N5 Zn1 . . 119.3(2) ?
N4 N5 Zn1 . . 119.75(19) ?
C7 O2 Zn1 . . 109.38(18) ?
C6 N2 N3 . . 123.3(3) ?
C6 N2 Zn2 . . 119.7(2) ?
N3 N2 Zn2 . . 116.96(18) ?
N1 C5 C4 . . 122.1(3) ?
N1 C5 C6 . . 115.8(3) ?
C4 C5 C6 . . 122.1(3) ?
O2 C7 N4 . . 126.6(3) ?
O2 C7 N3 . . 117.8(3) ?
N4 C7 N3 . . 115.6(3) ?
N2 N3 C7 . . 116.7(3) ?
N2 N3 H3N . . 120(3) ?
C7 N3 H3N . . 123(3) ?
N1 C1 C2 . . 122.3(3) ?
N1 C1 H1 . . 118.9 ?
C2 C1 H1 . . 118.9 ?
C9 C10 C11 . . 118.9(3) ?
C9 C10 H10 . . 120.6 ?
C11 C10 H10 . . 120.6 ?
C13 N6 C9 . . 118.7(3) ?
C13 N6 Zn1 . . 128.7(2) ?
C9 N6 Zn1 . . 112.5(2) ?
N6 C9 C10 . . 121.8(3) ?
N6 C9 C8 . . 115.8(3) ?
C10 C9 C8 . . 122.3(3) ?
C3 C4 C5 . . 118.5(4) ?
C3 C4 H4 . . 120.8 ?
C5 C4 H4 . . 120.8 ?
N5 C8 C9 . . 116.3(3) ?
N5 C8 H8 . . 121.9 ?
C9 C8 H8 . . 121.9 ?
C3 C2 C1 . . 118.7(3) ?
C3 C2 H2 . . 120.6 ?
C1 C2 H2 . . 120.6 ?
C12 C11 C10 . . 119.1(3) ?
C12 C11 H11 . . 120.4 ?
C10 C11 H11 . . 120.4 ?
N2 C6 C5 . . 115.8(3) ?
N2 C6 H6 . . 122.1 ?
C5 C6 H6 . . 122.1 ?
C2 C3 C4 . . 119.9(3) ?
C2 C3 H3 . . 120.1 ?
C4 C3 H3 . . 120.1 ?
N6 C13 C12 . . 122.5(4) ?
N6 C13 H13 . . 118.7 ?
C12 C13 H13 . . 118.7 ?
C11 C12 C13 . . 119.0(3) ?
C11 C12 H12 . . 120.5 ?
C13 C12 H12 . . 120.5 ?
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 N5 . 2.069(2) y
Zn1 N6 . 2.191(3) y
Zn1 O2 . 2.237(2) y
Zn1 Cl3 . 2.2477(9) y
Zn1 Cl2 . 2.2573(10) y
Zn2 N2 . 2.117(2) y
Zn2 O1 . 2.132(3) y
Zn2 N4 . 2.139(3) y
Zn2 N1 . 2.184(3) y
Zn2 Cl1 . 2.2873(8) y
Zn2 Cl1 2_665 2.7489(10) y
O1 H1A . 0.816(19) ?
O1 H1B . 0.819(19) ?
N1 C1 . 1.335(4) ?
N1 C5 . 1.346(4) ?
N4 C7 . 1.345(4) ?
N4 N5 . 1.374(3) ?
N5 C8 . 1.274(4) ?
O2 C7 . 1.258(4) ?
N2 C6 . 1.273(4) ?
N2 N3 . 1.344(3) ?
C5 C4 . 1.382(5) ?
C5 C6 . 1.457(4) ?
C7 N3 . 1.374(4) ?
N3 H3N . 0.85(4) ?
C1 C2 . 1.384(5) ?
C1 H1 . 0.9300 ?
C10 C9 . 1.381(4) ?
C10 C11 . 1.391(5) ?
C10 H10 . 0.9300 ?
N6 C13 . 1.333(4) ?
N6 C9 . 1.348(4) ?
C9 C8 . 1.465(4) ?
C4 C3 . 1.378(5) ?
C4 H4 . 0.9300 ?
C8 H8 . 0.9300 ?
C2 C3 . 1.367(6) ?
C2 H2 . 0.9300 ?
C11 C12 . 1.369(6) ?
C11 H11 . 0.9300 ?
C6 H6 . 0.9300 ?
C3 H3 . 0.9300 ?
C13 C12 . 1.385(5) ?
C13 H13 . 0.9300 ?
C12 H12 . 0.9300 ?
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 H1A Cl3 2_766 0.816(19) 2.27(2) 3.052(3) 161(5) yes
O1 H1B Cl2 1_565 0.819(19) 2.32(2) 3.129(3) 169(5) yes
C8 H8 Cl1 . 0.93 2.82 3.649(3) 149.0 yes
C2 H2 O1 2_675 0.93 2.50 3.342(4) 150.7 yes
C6 H6 Cl3 2_666 0.93 2.55 3.425(3) 157.8 yes
N3 H3N O2 2_666 0.85(4) 2.00(4) 2.837(3) 170(4) yes
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
C7 N4 N5 C8 . . . . -169.4(3) ?
Zn2 N4 N5 C8 . . . . 10.8(5) ?
C7 N4 N5 Zn1 . . . . 13.8(3) ?
Zn2 N4 N5 Zn1 . . . . -166.03(17) ?
C1 N1 C5 C4 . . . . -0.6(5) ?
Zn2 N1 C5 C4 . . . . 176.8(3) ?
C1 N1 C5 C6 . . . . -179.0(3) ?
Zn2 N1 C5 C6 . . . . -1.6(4) ?
Zn1 O2 C7 N4 . . . . -10.3(4) ?
Zn1 O2 C7 N3 . . . . 170.3(2) ?
N5 N4 C7 O2 . . . . -1.0(5) ?
Zn2 N4 C7 O2 . . . . 178.8(3) ?
N5 N4 C7 N3 . . . . 178.4(3) ?
Zn2 N4 C7 N3 . . . . -1.7(4) ?
C6 N2 N3 C7 . . . . -178.3(3) ?
Zn2 N2 N3 C7 . . . . -1.6(4) ?
O2 C7 N3 N2 . . . . -178.4(3) ?
N4 C7 N3 N2 . . . . 2.2(5) ?
C5 N1 C1 C2 . . . . 0.8(5) ?
Zn2 N1 C1 C2 . . . . -176.2(3) ?
C13 N6 C9 C10 . . . . 0.9(5) ?
Zn1 N6 C9 C10 . . . . 177.9(3) ?
C13 N6 C9 C8 . . . . -176.8(3) ?
Zn1 N6 C9 C8 . . . . 0.1(4) ?
C11 C10 C9 N6 . . . . -0.7(6) ?
C11 C10 C9 C8 . . . . 176.9(4) ?
N1 C5 C4 C3 . . . . -0.5(6) ?
C6 C5 C4 C3 . . . . 177.8(4) ?
N4 N5 C8 C9 . . . . 177.2(3) ?
Zn1 N5 C8 C9 . . . . -6.0(4) ?
N6 C9 C8 N5 . . . . 3.7(5) ?
C10 C9 C8 N5 . . . . -174.0(3) ?
N1 C1 C2 C3 . . . . 0.2(6) ?
C9 C10 C11 C12 . . . . -0.4(6) ?
N3 N2 C6 C5 . . . . 179.5(3) ?
Zn2 N2 C6 C5 . . . . 2.9(4) ?
N1 C5 C6 N2 . . . . -0.7(5) ?
C4 C5 C6 N2 . . . . -179.1(4) ?
C1 C2 C3 C4 . . . . -1.3(7) ?
C5 C4 C3 C2 . . . . 1.5(7) ?
C9 N6 C13 C12 . . . . -0.1(6) ?
Zn1 N6 C13 C12 . . . . -176.5(3) ?
C10 C11 C12 C13 . . . . 1.2(7) ?
N6 C13 C12 C11 . . . . -1.0(7) ?

_cod_database_fobs_code 2243507
