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#$Date: 2022-02-22 12:41:16 +0200 (Tue, 22 Feb 2022) $
#$Revision: 273107 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/46/8104603.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_8104603
loop_
_publ_author_name
'Chen, Hai-Lin'
'Yao, Dong-Mei'
'Wang, Yan-Ping'
'Lao, Ya-Xin'
_publ_section_title
;
 The crystal structure of poly[(μ
 4-4,4′-(azanediylbis(methylene))dibenzoato-κ 4
 O:N:O′:Oʺ)zinc(II)], C16H13NO4Zn
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1345
_journal_page_last               1346
_journal_paper_doi               10.1515/ncrs-2021-0337
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C16 H13 N O4 Zn'
_chemical_formula_sum            'C16 H13 N O4 Zn'
_chemical_formula_weight         348.64
_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   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                76.410(8)
_cell_angle_beta                 75.495(8)
_cell_angle_gamma                75.902(8)
_cell_formula_units_Z            2
_cell_length_a                   7.5223(6)
_cell_length_b                   8.0977(8)
_cell_length_c                   11.7739(11)
_cell_measurement_reflns_used    1605
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5520
_cell_measurement_theta_min      4.0580
_cell_volume                     661.76(11)
_computing_cell_refinement
'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015) [1]'
_computing_data_collection
'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015) [1]'
_computing_data_reduction
'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015) [1]'
_computing_molecular_graphics    'Diamond 3.2 [2]'
_computing_publication_material  'SHELXL 2018/3 (Sheldrick, 2015)[3]'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)[3]'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)[4]'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_unetI/netI     0.0817
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5365
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         3.472
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.874
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_description       block
_exptl_crystal_F_000             356
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2700
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0532
_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)+(0.0323P)²+0.1402P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.1041
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2146
_reflns_number_total             2700
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0337_suppl.cif
_cod_data_source_block           a
_cod_database_code               8104603
_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.
;
_exptl_absorpt_special_details   none
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C11(H11), C12(H12), C14(H14), C15(H15)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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 0.39487(7) -0.04929(6) 0.17140(4) 0.02808(17) Uani 1 1 d . . . . .
O1 O 0.5265(4) 0.0752(4) 0.2345(2) 0.0329(7) Uani 1 1 d . . . . .
O2 O 0.2504(4) 0.1432(4) 0.3528(3) 0.0415(8) Uani 1 1 d . . . . .
O3 O 0.7020(4) 0.8984(3) 0.9672(2) 0.0315(7) Uani 1 1 d . . . . .
O4 O 0.5634(4) 0.7367(3) 1.1270(2) 0.0312(7) Uani 1 1 d . . . . .
N1 N 0.8378(4) 0.1459(4) 0.7303(3) 0.0242(8) Uani 1 1 d . . . . .
H1 H 0.904927 0.059783 0.680304 0.029 Uiso 1 1 calc R U . . .
C1 C 0.4206(6) 0.1377(5) 0.3234(4) 0.0278(10) Uani 1 1 d . . . . .
C2 C 0.5157(6) 0.2007(5) 0.3991(3) 0.0245(9) Uani 1 1 d . . . . .
C3 C 0.7092(6) 0.1910(5) 0.3717(4) 0.0321(10) Uani 1 1 d . . . . .
H3 H 0.779258 0.157377 0.300797 0.039 Uiso 1 1 calc R U . . .
C4 C 0.7978(6) 0.2305(5) 0.4483(4) 0.0334(10) Uani 1 1 d . . . . .
H4 H 0.926755 0.223642 0.428774 0.040 Uiso 1 1 calc R U . . .
C5 C 0.6950(6) 0.2805(5) 0.5543(3) 0.0277(10) Uani 1 1 d . . . . .
C6 C 0.5020(6) 0.2985(5) 0.5796(3) 0.0287(10) Uani 1 1 d . . . . .
H6 H 0.431327 0.338737 0.648197 0.034 Uiso 1 1 calc R U . . .
C7 C 0.4142(6) 0.2567(5) 0.5031(3) 0.0294(10) Uani 1 1 d . . . . .
H7 H 0.284842 0.266442 0.521904 0.035 Uiso 1 1 calc R U . . .
C8 C 0.7944(6) 0.3092(5) 0.6429(4) 0.0325(10) Uani 1 1 d . . . . .
H8A H 0.909678 0.347862 0.600660 0.039 Uiso 1 1 calc R U . . .
H8B H 0.715657 0.398991 0.685310 0.039 Uiso 1 1 calc R U . . .
C9 C 0.9766(6) 0.1532(5) 0.8002(3) 0.0270(9) Uani 1 1 d . . . . .
H9A H 1.095361 0.165128 0.746140 0.032 Uiso 1 1 calc R U . . .
H9B H 0.996492 0.045570 0.856850 0.032 Uiso 1 1 calc R U . . .
C10 C 0.9098(5) 0.3033(5) 0.8667(3) 0.0238(9) Uani 1 1 d . . . . .
C11 C 0.9651(6) 0.4602(5) 0.8147(3) 0.0261(9) Uani 1 1 d . . . . .
H11 H 1.052979 0.468940 0.743330 0.031 Uiso 1 1 calc R U . . .
C12 C 0.8907(5) 0.6027(5) 0.8680(3) 0.0246(9) Uani 1 1 d . . . . .
H12 H 0.927627 0.707377 0.831274 0.030 Uiso 1 1 calc R U . . .
C13 C 0.7622(5) 0.5936(5) 0.9750(3) 0.0209(8) Uani 1 1 d . . . . .
C14 C 0.7127(6) 0.4337(5) 1.0307(3) 0.0251(9) Uani 1 1 d . . . . .
H14 H 0.629213 0.423568 1.103915 0.030 Uiso 1 1 calc R U . . .
C15 C 0.7883(6) 0.2906(5) 0.9767(3) 0.0262(9) Uani 1 1 d . . . . .
H15 H 0.756932 0.184162 1.014963 0.031 Uiso 1 1 calc R U . . .
C16 C 0.6699(5) 0.7527(5) 1.0257(4) 0.0234(9) Uani 1 1 d . . . . .
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
O1 Zn1 O3 109.81(11) . 2_666
O1 Zn1 O4 109.95(12) . 1_544
O1 Zn1 N1 123.13(12) . 2_656
O3 Zn1 N1 101.54(12) 2_666 2_656
O4 Zn1 O3 111.17(11) 1_544 2_666
O4 Zn1 N1 100.61(12) 1_544 2_656
C1 O1 Zn1 110.7(3) . .
C16 O3 Zn1 130.7(2) . 2_666
C16 O4 Zn1 116.3(2) . 1_566
Zn1 N1 H1 104.2 2_656 .
C8 N1 Zn1 114.0(2) . 2_656
C8 N1 H1 104.2 . .
C8 N1 C9 112.9(3) . .
C9 N1 Zn1 115.7(2) . 2_656
C9 N1 H1 104.2 . .
O1 C1 C2 116.3(4) . .
O2 C1 O1 124.4(4) . .
O2 C1 C2 119.3(4) . .
C3 C2 C1 121.3(4) . .
C7 C2 C1 120.3(4) . .
C7 C2 C3 118.3(4) . .
C2 C3 H3 119.5 . .
C4 C3 C2 120.9(4) . .
C4 C3 H3 119.5 . .
C3 C4 H4 119.9 . .
C3 C4 C5 120.1(4) . .
C5 C4 H4 119.9 . .
C4 C5 C8 120.0(4) . .
C6 C5 C4 119.4(4) . .
C6 C5 C8 120.6(4) . .
C5 C6 H6 120.0 . .
C7 C6 C5 120.1(4) . .
C7 C6 H6 120.0 . .
C2 C7 H7 119.5 . .
C6 C7 C2 121.0(4) . .
C6 C7 H7 119.5 . .
N1 C8 C5 110.7(3) . .
N1 C8 H8A 109.5 . .
N1 C8 H8B 109.5 . .
C5 C8 H8A 109.5 . .
C5 C8 H8B 109.5 . .
H8A C8 H8B 108.1 . .
N1 C9 H9A 109.3 . .
N1 C9 H9B 109.3 . .
N1 C9 C10 111.7(3) . .
H9A C9 H9B 107.9 . .
C10 C9 H9A 109.3 . .
C10 C9 H9B 109.3 . .
C11 C10 C9 119.7(4) . .
C15 C10 C9 121.6(3) . .
C15 C10 C11 118.6(4) . .
C10 C11 H11 119.8 . .
C12 C11 C10 120.4(4) . .
C12 C11 H11 119.8 . .
C11 C12 H12 119.3 . .
C11 C12 C13 121.3(4) . .
C13 C12 H12 119.3 . .
C12 C13 C14 118.5(4) . .
C12 C13 C16 120.5(3) . .
C14 C13 C16 120.9(4) . .
C13 C14 H14 120.1 . .
C15 C14 C13 119.9(4) . .
C15 C14 H14 120.1 . .
C10 C15 H15 119.5 . .
C14 C15 C10 121.1(4) . .
C14 C15 H15 119.5 . .
O3 C16 C13 119.6(4) . .
O4 C16 O3 122.1(4) . .
O4 C16 C13 118.3(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.938(3) .
Zn1 O3 1.978(3) 2_666
Zn1 O4 1.977(3) 1_544
Zn1 N1 2.059(3) 2_656
O1 C1 1.273(5) .
O2 C1 1.232(5) .
O3 C16 1.264(4) .
O4 C16 1.257(4) .
N1 H1 0.9800 .
N1 C8 1.494(5) .
N1 C9 1.501(5) .
C1 C2 1.509(5) .
C2 C3 1.396(5) .
C2 C7 1.383(5) .
C3 H3 0.9300 .
C3 C4 1.379(5) .
C4 H4 0.9300 .
C4 C5 1.386(6) .
C5 C6 1.386(6) .
C5 C8 1.514(5) .
C6 H6 0.9300 .
C6 C7 1.383(5) .
C7 H7 0.9300 .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C9 C10 1.515(5) .
C10 C11 1.388(5) .
C10 C15 1.384(5) .
C11 H11 0.9300 .
C11 C12 1.374(5) .
C12 H12 0.9300 .
C12 C13 1.382(5) .
C13 C14 1.400(5) .
C13 C16 1.489(5) .
C14 H14 0.9300 .
C14 C15 1.383(5) .
C15 H15 0.9300 .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
Zn1 O1 C1 O2 -11.1(5) . . . .
Zn1 O1 C1 C2 166.0(3) . . . .
Zn1 O3 C16 O4 -103.5(4) 2_666 . . .
Zn1 O3 C16 C13 77.4(5) 2_666 . . .
Zn1 O4 C16 O3 16.5(5) 1_566 . . .
Zn1 O4 C16 C13 -164.4(2) 1_566 . . .
Zn1 N1 C8 C5 -59.8(4) 2_656 . . .
Zn1 N1 C9 C10 -76.5(3) 2_656 . . .
O1 C1 C2 C3 0.3(6) . . . .
O1 C1 C2 C7 -174.4(3) . . . .
O2 C1 C2 C3 177.6(4) . . . .
O2 C1 C2 C7 2.8(6) . . . .
N1 C9 C10 C11 -94.0(4) . . . .
N1 C9 C10 C15 83.4(4) . . . .
C1 C2 C3 C4 -172.7(4) . . . .
C1 C2 C7 C6 173.5(3) . . . .
C2 C3 C4 C5 0.1(6) . . . .
C3 C2 C7 C6 -1.4(6) . . . .
C3 C4 C5 C6 -3.1(6) . . . .
C3 C4 C5 C8 174.8(4) . . . .
C4 C5 C6 C7 3.9(6) . . . .
C4 C5 C8 N1 -90.9(5) . . . .
C5 C6 C7 C2 -1.6(6) . . . .
C6 C5 C8 N1 87.1(5) . . . .
C7 C2 C3 C4 2.2(6) . . . .
C8 N1 C9 C10 57.3(4) . . . .
C8 C5 C6 C7 -174.1(4) . . . .
C9 N1 C8 C5 165.6(3) . . . .
C9 C10 C11 C12 173.2(4) . . . .
C9 C10 C15 C14 -173.1(4) . . . .
C10 C11 C12 C13 1.1(6) . . . .
C11 C10 C15 C14 4.4(6) . . . .
C11 C12 C13 C14 1.9(6) . . . .
C11 C12 C13 C16 -174.3(3) . . . .
C12 C13 C14 C15 -1.8(6) . . . .
C12 C13 C16 O3 3.8(5) . . . .
C12 C13 C16 O4 -175.4(3) . . . .
C13 C14 C15 C10 -1.4(6) . . . .
C14 C13 C16 O3 -172.3(3) . . . .
C14 C13 C16 O4 8.5(5) . . . .
C15 C10 C11 C12 -4.2(6) . . . .
C16 C13 C14 C15 174.4(3) . . . .
