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#$Date: 2021-08-31 11:46:41 +0300 (Tue, 31 Aug 2021) $
#$Revision: 268320 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/44/1564478.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_1564478
loop_
_publ_author_name
'Ejarque, Daniel'
'Sánchez-Férez, Francisco'
'Calvet, Teresa'
'Font-Bardia, Mercè'
'Pons, Josefina'
_publ_section_title
;
 Exploring the reactivity of α-Acetamidocinnamic acid and
 4-Phenylpyridine with Zn(II) and Cd(II)
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119695
_journal_paper_doi               10.1016/j.ica.2020.119695
_journal_volume                  509
_journal_year                    2020
_chemical_formula_moiety         'C22 H24 N2 O8 Zn'
_chemical_formula_sum            'C22 H24 N2 O8 Zn'
_chemical_formula_weight         509.80
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                90
_cell_angle_beta                 92.162(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.5715(9)
_cell_length_b                   5.7176(2)
_cell_length_c                   15.7610(6)
_cell_measurement_reflns_used    8899
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.99
_cell_measurement_theta_min      2.59
_cell_volume                     2212.69(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            26511
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.500
_diffrn_reflns_theta_min         2.586
_diffrn_source                   microfocus
_exptl_absorpt_coefficient_mu    1.162
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_description       prism
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.194
_exptl_crystal_size_mid          0.114
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.465
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         3376
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0309
_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)+(0.0241P)²+2.7879P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0614
_refine_ls_wR_factor_ref         0.0659
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2808
_reflns_number_total             3376
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            Compound1.cif
_cod_data_source_block           mo_C20XB7_0m_a
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1564478
_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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 0.500000 0.67810(4) 0.250000 0.01090(7) Uani 1 2 d S TU P . .
H1N H 0.3977(8) -0.095(4) 0.3548(12) 0.022(5) Uiso 1 1 d . . . . .
O1 O 0.42613(4) 0.58581(18) 0.28644(6) 0.01379(19) Uani 1 1 d . U . . .
O2 O 0.48253(4) 0.31821(18) 0.33841(6) 0.0142(2) Uani 1 1 d . U . . .
O3 O 0.42611(4) 0.17552(18) 0.51161(6) 0.0157(2) Uani 1 1 d . . . . .
O4 O 0.52957(5) 0.90651(19) 0.33516(7) 0.0166(2) Uani 1 1 d D . . . .
H4OA H 0.5136(7) 1.028(2) 0.3410(11) 0.025 Uiso 1 1 d D U . . .
H4OB H 0.5428(7) 0.870(3) 0.3808(8) 0.025 Uiso 1 1 d D U . . .
N1 N 0.39813(5) 0.0251(2) 0.38548(8) 0.0115(2) Uani 1 1 d . . . . .
C1 C 0.43532(6) 0.3891(2) 0.32341(8) 0.0116(2) Uani 1 1 d . U . . .
C2 C 0.38705(6) 0.2484(2) 0.34836(8) 0.0109(3) Uani 1 1 d . . . . .
C3 C 0.41845(5) 0.0032(2) 0.46596(9) 0.0112(3) Uani 1 1 d . . . . .
C4 C 0.42982(6) -0.2425(3) 0.49593(9) 0.0156(3) Uani 1 1 d . . . . .
H4A H 0.404964 -0.350888 0.465805 0.023 Uiso 1 1 calc R U . . .
H4B H 0.424358 -0.252652 0.557095 0.023 Uiso 1 1 calc R U . . .
H4C H 0.467523 -0.284011 0.484411 0.023 Uiso 1 1 calc R U . . .
C5 C 0.33691(6) 0.3359(2) 0.33544(8) 0.0127(3) Uani 1 1 d . . . . .
H5 H 0.336089 0.482872 0.307281 0.015 Uiso 1 1 calc R U . . .
C6 C 0.28310(6) 0.2482(3) 0.35646(9) 0.0134(3) Uani 1 1 d . . . . .
C7 C 0.23858(6) 0.3879(3) 0.33032(10) 0.0165(3) Uani 1 1 d . . . . .
H7 H 0.244877 0.531084 0.301732 0.020 Uiso 1 1 calc R U . . .
C8 C 0.18568(6) 0.3210(3) 0.34542(10) 0.0213(3) Uani 1 1 d . . . . .
H8 H 0.156016 0.417202 0.326985 0.026 Uiso 1 1 calc R U . . .
C9 C 0.17614(7) 0.1130(3) 0.38753(11) 0.0220(3) Uani 1 1 d . . . . .
H9 H 0.139898 0.066283 0.397963 0.026 Uiso 1 1 calc R U . . .
C10 C 0.21958(7) -0.0270(3) 0.41444(11) 0.0214(3) Uani 1 1 d . . . . .
H10 H 0.212936 -0.169132 0.443501 0.026 Uiso 1 1 calc R U . . .
C11 C 0.27266(6) 0.0392(3) 0.39918(10) 0.0184(3) Uani 1 1 d . . . . .
H11 H 0.302102 -0.057885 0.417852 0.022 Uiso 1 1 calc R U . . .
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
O4 Zn1 O4 97.99(6) . 2_655
O4 Zn1 O1 107.00(4) . .
O4 Zn1 O1 93.14(4) 2_655 .
O4 Zn1 O1 93.14(4) . 2_655
O4 Zn1 O1 107.00(4) 2_655 2_655
O1 Zn1 O1 149.33(6) . 2_655
O4 Zn1 C1 120.29(4) . 2_655
O4 Zn1 C1 109.35(4) 2_655 2_655
O1 Zn1 C1 122.61(4) . 2_655
O1 Zn1 C1 28.86(4) 2_655 2_655
O4 Zn1 C1 109.35(4) . .
O4 Zn1 C1 120.29(4) 2_655 .
O1 Zn1 C1 28.86(4) . .
O1 Zn1 C1 122.61(4) 2_655 .
C1 Zn1 C1 100.89(6) 2_655 .
C1 O1 Zn1 102.49(9) . .
Zn1 O4 H4OA 118.4(13) . .
Zn1 O4 H4OB 123.7(13) . .
H4OA O4 H4OB 107.8(13) . .
C3 N1 C2 121.75(12) . .
C3 N1 H1N 117.5(13) . .
C2 N1 H1N 119.8(13) . .
O2 C1 O1 121.28(13) . .
O2 C1 C2 121.17(12) . .
O1 C1 C2 117.55(12) . .
O2 C1 Zn1 73.12(8) . .
O1 C1 Zn1 48.65(7) . .
C2 C1 Zn1 164.44(10) . .
C5 C2 N1 123.89(13) . .
C5 C2 C1 119.51(13) . .
N1 C2 C1 116.59(12) . .
O3 C3 N1 121.17(13) . .
O3 C3 C4 122.79(13) . .
N1 C3 C4 116.03(12) . .
C3 C4 H4A 109.5 . .
C3 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
C3 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
C2 C5 C6 132.19(13) . .
C2 C5 H5 113.9 . .
C6 C5 H5 113.9 . .
C11 C6 C7 118.15(14) . .
C11 C6 C5 125.80(13) . .
C7 C6 C5 116.05(13) . .
C8 C7 C6 121.25(14) . .
C8 C7 H7 119.4 . .
C6 C7 H7 119.4 . .
C7 C8 C9 119.75(14) . .
C7 C8 H8 120.1 . .
C9 C8 H8 120.1 . .
C8 C9 C10 119.95(15) . .
C8 C9 H9 120.0 . .
C10 C9 H9 120.0 . .
C9 C10 C11 120.44(15) . .
C9 C10 H10 119.8 . .
C11 C10 H10 119.8 . .
C10 C11 C6 120.46(14) . .
C10 C11 H11 119.8 . .
C6 C11 H11 119.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O4 1.9903(10) .
Zn1 O4 1.9903(10) 2_655
Zn1 O1 1.9953(10) .
Zn1 O1 1.9954(10) 2_655
Zn1 C1 2.5950(14) 2_655
Zn1 C1 2.5950(14) .
O1 C1 1.2830(17) .
O2 C1 1.2428(17) .
O3 C3 1.2303(17) .
O4 H4OA 0.803(9) .
O4 H4OB 0.806(9) .
N1 C3 1.3513(18) .
N1 C2 1.4260(17) .
N1 H1N 0.84(2) .
C1 C2 1.4979(19) .
C2 C5 1.338(2) .
C3 C4 1.5050(19) .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C5 C6 1.4638(19) .
C5 H5 0.9500 .
C6 C11 1.400(2) .
C6 C7 1.404(2) .
C7 C8 1.384(2) .
C7 H7 0.9500 .
C8 C9 1.386(2) .
C8 H8 0.9500 .
C9 C10 1.387(2) .
C9 H9 0.9500 .
C10 C11 1.388(2) .
C10 H10 0.9500 .
C11 H11 0.9500 .
