#------------------------------------------------------------------------------
#$Date: 2021-09-01 11:33:17 +0300 (Wed, 01 Sep 2021) $
#$Revision: 268348 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/45/1564507.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1564507
loop_
_publ_author_name
'Santiago, Pedro H.O.'
'Santiago, Mariana B.'
'Martins, Carlos H.G.'
'Gatto, Claudia C.'
_publ_section_title
;
 Copper(II) and zinc(II) complexes with Hydrazone: Synthesis, crystal
 structure, Hirshfeld surface and antibacterial activity
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119632
_journal_paper_doi               10.1016/j.ica.2020.119632
_journal_volume                  508
_journal_year                    2020
_chemical_formula_moiety         'C26 H22 N8 O2 Zn'
_chemical_formula_sum            'C26 H22 N8 O2 Zn'
_chemical_formula_weight         543.88
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2bc 2ac'
_space_group_name_H-M_alt        'P c a b'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.3365(11)
_cell_length_b                   12.0055(13)
_cell_length_c                   39.117(4)
_cell_measurement_reflns_used    1727
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      19.66
_cell_measurement_theta_min      2.65
_cell_volume                     4854.2(9)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1634
_diffrn_reflns_av_unetI/netI     0.0721
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            68385
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.041
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.054
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6761
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1173 before and 0.0781 after correction.
The Ratio of minimum to maximum transmission is 0.9073.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_description       prism
_exptl_crystal_F_000             2240
_exptl_crystal_size_max          0.217
_exptl_crystal_size_mid          0.195
_exptl_crystal_size_min          0.117
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       0.00027(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         4277
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.1110
_refine_ls_R_factor_gt           0.0523
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0338P)²+6.4201P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1275
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2436
_reflns_number_total             4277
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ICA-2020-508-119632.cif
_cod_data_source_block           hapnh+zn(oac)2
_cod_database_code               1564507
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C16(H16), C13(H13), C15(H15), C17(H17), C1(H1), C10(H10), C23(H23), C4(H4),
 C26(H26), C14(H14), C3(H3), C12(H12), C11(H11), C2(H2), C24(H24), C25(H25)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C20(H20A,H20B,H20C)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'x+1/2, -y, -z+1/2'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'-x-1/2, y, z-1/2'
'x-1/2, -y-1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.18873(5) 0.00245(4) 0.62521(2) 0.04001(19) Uani 1 1 d . . . . .
O2 O 0.0574(3) -0.0205(2) 0.58453(8) 0.0518(9) Uani 1 1 d . . . . .
N6 N 0.2041(4) -0.1634(3) 0.61283(10) 0.0401(9) Uani 1 1 d . . . . .
N7 N 0.1191(4) -0.2061(3) 0.58926(10) 0.0442(10) Uani 1 1 d . . . . .
O1 O 0.0550(3) -0.0097(2) 0.66751(8) 0.0486(8) Uani 1 1 d . . . . .
N2 N 0.1654(3) 0.1629(3) 0.64381(10) 0.0390(9) Uani 1 1 d . . . . .
N3 N 0.0783(4) 0.1828(3) 0.66956(10) 0.0429(10) Uani 1 1 d . . . . .
N1 N 0.3219(4) 0.1034(3) 0.59457(10) 0.0446(10) Uani 1 1 d . . . . .
C5 C 0.3228(4) 0.2117(4) 0.60348(11) 0.0397(12) Uani 1 1 d . . . . .
C21 C 0.0505(5) -0.1221(4) 0.57585(12) 0.0437(12) Uani 1 1 d . . . . .
N5 N 0.3517(4) -0.0602(3) 0.65529(10) 0.0436(10) Uani 1 1 d . . . . .
C8 C 0.0295(4) 0.0860(4) 0.67999(12) 0.0399(12) Uani 1 1 d . . . . .
C9 C -0.0647(4) 0.0919(4) 0.70865(12) 0.0412(12) Uani 1 1 d . . . . .
C6 C 0.2287(4) 0.2441(4) 0.63015(12) 0.0404(12) Uani 1 1 d . . . . .
C22 C -0.0446(5) -0.1551(4) 0.54960(12) 0.0480(13) Uani 1 1 d . . . . .
C16 C 0.5476(5) -0.1608(5) 0.69205(14) 0.0596(15) Uani 1 1 d . . . . .
H16 H 0.613167 -0.194511 0.704603 0.071 Uiso 1 1 calc R . . . .
C13 C -0.1197(4) -0.0035(4) 0.72236(11) 0.0444(11) Uani 1 1 d . . . . .
H13 H -0.095115 -0.072860 0.713981 0.053 Uiso 1 1 calc R . . . .
C7 C 0.2097(5) 0.3629(4) 0.63990(15) 0.0605(15) Uani 1 1 d . . . . .
H7A H 0.153569 0.398237 0.623633 0.091 Uiso 1 1 calc GR . . . .
H7B H 0.291765 0.400270 0.640131 0.091 Uiso 1 1 calc GR . . . .
H7C H 0.171415 0.366706 0.662236 0.091 Uiso 1 1 calc GR . . . .
C15 C 0.5287(5) -0.0488(5) 0.69427(14) 0.0585(15) Uani 1 1 d . . . . .
H15 H 0.581143 -0.004953 0.708124 0.070 Uiso 1 1 calc R . . . .
N4 N -0.1963(4) 0.2016(4) 0.74739(12) 0.0628(12) Uani 1 1 d . . . . .
C18 C 0.3703(4) -0.1710(4) 0.65296(12) 0.0415(12) Uani 1 1 d . . . . .
C17 C 0.4688(5) -0.2244(4) 0.67105(13) 0.0510(14) Uani 1 1 d . . . . .
H17 H 0.481261 -0.300875 0.669066 0.061 Uiso 1 1 calc R . . . .
C1 C 0.4052(5) 0.0682(4) 0.57084(14) 0.0608(15) Uani 1 1 d . . . . .
H1 H 0.403086 -0.006359 0.564374 0.073 Uiso 1 1 calc R . . . .
C10 C -0.1062(5) 0.1925(4) 0.72274(13) 0.0547(14) Uani 1 1 d . . . . .
H10 H -0.069086 0.257826 0.714517 0.066 Uiso 1 1 calc R . . . .
C19 C 0.2805(4) -0.2297(4) 0.62939(12) 0.0425(12) Uani 1 1 d . . . . .
C23 C -0.0634(5) -0.2658(5) 0.54081(14) 0.0643(16) Uani 1 1 d . . . . .
H23 H -0.009909 -0.318669 0.550945 0.077 Uiso 1 1 calc R . . . .
C4 C 0.4088(5) 0.2859(4) 0.58887(13) 0.0494(13) Uani 1 1 d . . . . .
H4 H 0.407593 0.360612 0.595097 0.059 Uiso 1 1 calc R . . . .
C26 C -0.1212(6) -0.0768(5) 0.53340(14) 0.0682(17) Uani 1 1 d . . . . .
H26 H -0.110462 -0.001362 0.537947 0.082 Uiso 1 1 calc R . . . .
C14 C 0.4305(5) -0.0023(4) 0.67557(12) 0.0512(12) Uani 1 1 d . . . . .
H14 H 0.418023 0.074272 0.677137 0.061 Uiso 1 1 calc R . . . .
C3 C 0.4959(5) 0.2482(5) 0.56515(15) 0.0617(16) Uani 1 1 d . . . . .
H3 H 0.555800 0.296956 0.555580 0.074 Uiso 1 1 calc R . . . .
C12 C -0.2090(4) 0.0026(4) 0.74786(13) 0.0495(12) Uani 1 1 d . . . . .
H12 H -0.244331 -0.061698 0.757289 0.059 Uiso 1 1 calc R . . . .
C20 C 0.2800(5) -0.3528(4) 0.62589(13) 0.0536(14) Uani 1 1 d . . . . .
H20A H 0.223209 -0.384463 0.642707 0.080 Uiso 1 1 calc GR . . . .
H20B H 0.366022 -0.380874 0.629261 0.080 Uiso 1 1 calc GR . . . .
H20C H 0.250404 -0.372701 0.603446 0.080 Uiso 1 1 calc GR . . . .
C11 C -0.2455(5) 0.1054(5) 0.75927(14) 0.0569(15) Uani 1 1 d . . . . .
H11 H -0.308178 0.109127 0.776294 0.068 Uiso 1 1 calc R . . . .
C2 C 0.4944(6) 0.1376(5) 0.55550(14) 0.0652(16) Uani 1 1 d . . . . .
H2 H 0.551717 0.110640 0.539151 0.078 Uiso 1 1 calc R . . . .
N8 N -0.1534(5) -0.3021(4) 0.51867(13) 0.0764(15) Uani 1 1 d . . . . .
C24 C -0.2261(6) -0.2248(7) 0.50451(16) 0.082(2) Uani 1 1 d . . . . .
H24 H -0.290363 -0.247877 0.489461 0.098 Uiso 1 1 calc R . . . .
C25 C -0.2137(6) -0.1121(6) 0.51041(16) 0.083(2) Uani 1 1 d . . . . .
H25 H -0.266376 -0.061118 0.499166 0.100 Uiso 1 1 calc R . . . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 Zn1 O1 99.06(13) . .
O2 Zn1 N1 93.66(14) . .
O2 Zn1 N5 148.86(13) . .
N6 Zn1 O2 75.24(14) . .
N6 Zn1 O1 99.46(13) . .
N6 Zn1 N2 172.66(15) . .
N6 Zn1 N1 110.99(14) . .
N6 Zn1 N5 74.59(15) . .
O1 Zn1 N1 149.11(13) . .
O1 Zn1 N5 93.29(13) . .
N2 Zn1 O2 108.14(13) . .
N2 Zn1 O1 73.71(13) . .
N2 Zn1 N1 75.60(15) . .
N2 Zn1 N5 102.73(14) . .
N5 Zn1 N1 90.02(14) . .
C21 O2 Zn1 111.4(3) . .
N7 N6 Zn1 118.1(3) . .
C19 N6 Zn1 121.6(3) . .
C19 N6 N7 119.8(4) . .
C21 N7 N6 108.7(4) . .
C8 O1 Zn1 111.4(3) . .
N3 N2 Zn1 119.8(3) . .
C6 N2 Zn1 119.8(3) . .
C6 N2 N3 120.3(4) . .
C8 N3 N2 108.7(4) . .
C5 N1 Zn1 113.4(3) . .
C1 N1 Zn1 127.6(3) . .
C1 N1 C5 118.8(4) . .
N1 C5 C6 115.7(4) . .
N1 C5 C4 121.3(5) . .
C4 C5 C6 123.0(4) . .
O2 C21 N7 126.1(4) . .
O2 C21 C22 118.8(4) . .
N7 C21 C22 115.0(4) . .
C18 N5 Zn1 114.4(3) . .
C14 N5 Zn1 127.7(3) . .
C14 N5 C18 117.9(4) . .
O1 C8 N3 126.2(4) . .
O1 C8 C9 117.8(4) . .
N3 C8 C9 115.9(4) . .
C13 C9 C8 121.4(4) . .
C13 C9 C10 115.9(5) . .
C10 C9 C8 122.8(4) . .
N2 C6 C5 115.3(4) . .
N2 C6 C7 123.4(4) . .
C5 C6 C7 121.3(4) . .
C23 C22 C21 121.5(5) . .
C26 C22 C21 121.2(5) . .
C26 C22 C23 117.3(5) . .
C15 C16 C17 119.9(5) . .
C12 C13 C9 121.1(5) . .
C16 C15 C14 118.3(5) . .
C11 N4 C10 116.1(4) . .
N5 C18 C17 121.6(5) . .
N5 C18 C19 114.9(4) . .
C17 C18 C19 123.5(4) . .
C16 C17 C18 118.4(5) . .
N1 C1 C2 122.8(5) . .
N4 C10 C9 124.5(5) . .
N6 C19 C18 113.6(4) . .
N6 C19 C20 124.3(5) . .
C20 C19 C18 122.1(4) . .
N8 C23 C22 124.5(6) . .
C3 C4 C5 119.4(5) . .
C25 C26 C22 119.2(6) . .
N5 C14 C15 123.9(5) . .
C4 C3 C2 119.6(5) . .
C13 C12 C11 118.4(5) . .
N4 C11 C12 124.0(5) . .
C1 C2 C3 118.0(5) . .
C24 N8 C23 116.0(5) . .
N8 C24 C25 124.6(6) . .
C24 C25 C26 118.4(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O2 2.109(3) .
Zn1 N6 2.056(4) .
Zn1 O1 2.161(3) .
Zn1 N2 2.073(3) .
Zn1 N1 2.191(4) .
Zn1 N5 2.188(4) .
O2 C21 1.268(5) .
N6 N7 1.373(5) .
N6 C19 1.295(5) .
N7 C21 1.340(6) .
O1 C8 1.276(5) .
N2 N3 1.372(5) .
N2 C6 1.290(5) .
N3 C8 1.331(5) .
N1 C5 1.346(5) .
N1 C1 1.335(6) .
C5 C6 1.478(6) .
C5 C4 1.382(6) .
C21 C22 1.476(6) .
N5 C18 1.347(5) .
N5 C14 1.333(6) .
C8 C9 1.487(6) .
C9 C13 1.387(6) .
C9 C10 1.396(6) .
C6 C7 1.489(6) .
C22 C23 1.387(7) .
C22 C26 1.382(7) .
C16 C15 1.361(7) .
C16 C17 1.386(7) .
C13 C12 1.362(6) .
C15 C14 1.370(6) .
N4 C10 1.345(6) .
N4 C11 1.344(6) .
C18 C17 1.396(6) .
C18 C19 1.486(6) .
C1 C2 1.380(7) .
C19 C20 1.485(6) .
C23 N8 1.344(6) .
C4 C3 1.370(7) .
C26 C25 1.379(7) .
C3 C2 1.381(7) .
C12 C11 1.366(7) .
N8 C24 1.316(7) .
C24 C25 1.379(8) .
