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#$Date: 2019-11-05 19:41:40 +0200 (Tue, 05 Nov 2019) $
#$Revision: 223351 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/17/7701755.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_7701755
loop_
_publ_author_name
'Zhao, Na'
'Li, Yu'
'Gu, Jin-Zhong'
'Kirillova, Marina V.'
'Kirillov, Alexander M.'
_publ_section_title
;
 Hydrothermal generation, structural versatility and properties of
 metal(ii)-organic architectures driven by a pyridine-tricarboxylic acid.
;
_journal_issue                   23
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8361
_journal_page_last               8374
_journal_paper_doi               10.1039/c9dt01253b
_journal_volume                  48
_journal_year                    2019
_chemical_formula_sum            'C24 H15 N3 O6 Zn'
_chemical_formula_weight         506.76
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-10-30 deposited with the CCDC.	2019-05-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.214(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.1605(5)
_cell_length_b                   16.7367(6)
_cell_length_c                   11.5906(6)
_cell_measurement_reflns_used    7299
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.048
_cell_measurement_theta_min      3.627
_cell_volume                     2098.73(17)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APE-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0624
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7299
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.048
_diffrn_reflns_theta_max         25.048
_diffrn_reflns_theta_min         3.627
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.220
_exptl_absorpt_correction_T_max  0.784
_exptl_absorpt_correction_T_min  0.734
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.210
_exptl_transmission_factor_max   0.774
_exptl_transmission_factor_min   0.732
_refine_diff_density_max         1.096
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         3705
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0676
_refine_ls_R_factor_gt           0.0474
_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)+(0.0478P)²+1.5315P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1074
_refine_ls_wR_factor_ref         0.1225
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2824
_reflns_number_total             3705
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt01253b2.cif
_cod_data_source_block           349-18Zn
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7701755
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.734
_shelx_estimated_absorpt_t_max   0.784
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Zn1 Zn 1.10905(4) 0.13877(2) 0.65809(4) 0.02940(17) Uani 1 1 d . .
N1 N 1.1356(3) 0.12241(17) 0.4838(3) 0.0272(7) Uani 1 1 d . .
N2 N 1.0940(3) 0.26279(19) 0.6713(3) 0.0352(8) Uani 1 1 d . .
N3 N 0.9141(3) 0.15886(19) 0.5971(3) 0.0362(8) Uani 1 1 d . .
O1 O 1.4529(3) 0.0900(2) 0.6116(3) 0.0489(8) Uani 1 1 d . .
O2 O 1.3008(3) 0.12859(16) 0.6935(2) 0.0373(7) Uani 1 1 d . .
O3 O 0.8788(3) -0.09719(17) 0.1270(3) 0.0569(9) Uani 1 1 d . .
O4 O 0.9207(3) -0.02649(16) 0.2918(3) 0.0432(7) Uani 1 1 d . .
O5 O 0.6809(3) 0.20375(18) -0.2122(3) 0.0634(10) Uani 1 1 d . .
O6 O 0.6321(3) 0.07523(17) -0.2002(3) 0.0498(8) Uani 1 1 d . .
H1 H 0.5744 0.0865 -0.2568 0.075 Uiso 1 1 calc R U
C1 C 1.3440(4) 0.1088(2) 0.6073(4) 0.0311(9) Uani 1 1 d . .
C2 C 1.2541(3) 0.1059(2) 0.4855(3) 0.0259(8) Uani 1 1 d . .
C3 C 1.0519(4) 0.1221(2) 0.3800(3) 0.0297(9) Uani 1 1 d . .
H3 H 0.9706 0.1345 0.3796 0.036 Uiso 1 1 calc R U
C4 C 1.0792(3) 0.1045(2) 0.2727(3) 0.0259(8) Uani 1 1 d . .
C5 C 1.1999(4) 0.0865(2) 0.2752(4) 0.0366(10) Uani 1 1 d . .
H5 H 1.2222 0.0736 0.2052 0.044 Uiso 1 1 calc R U
C6 C 1.2889(4) 0.0876(2) 0.3831(4) 0.0357(10) Uani 1 1 d . .
H6 H 1.3711 0.0760 0.3857 0.043 Uiso 1 1 calc R U
C7 C 0.9814(3) 0.1081(2) 0.1587(3) 0.0266(8) Uani 1 1 d . .
C8 C 0.9050(3) 0.0440(2) 0.1124(3) 0.0265(8) Uani 1 1 d . .
C9 C 0.9025(4) -0.0333(2) 0.1798(4) 0.0344(10) Uani 1 1 d . .
C10 C 0.8174(4) 0.0533(2) 0.0050(3) 0.0290(9) Uani 1 1 d . .
H10 H 0.7689 0.0098 -0.0277 0.035 Uiso 1 1 calc R U
C11 C 0.8005(4) 0.1256(2) -0.0546(3) 0.0303(9) Uani 1 1 d . .
C12 C 0.6984(4) 0.1400(3) -0.1642(4) 0.0383(10) Uani 1 1 d . .
C13 C 0.8771(4) 0.1891(2) -0.0073(4) 0.0352(10) Uani 1 1 d . .
H13 H 0.8676 0.2379 -0.0467 0.042 Uiso 1 1 calc R U
C14 C 0.9667(4) 0.1806(2) 0.0970(4) 0.0339(10) Uani 1 1 d . .
H14 H 1.0181 0.2234 0.1268 0.041 Uiso 1 1 calc R U
C15 C 1.1873(5) 0.3125(3) 0.7169(4) 0.0459(12) Uani 1 1 d . .
H15 H 1.2649 0.2905 0.7492 0.055 Uiso 1 1 calc R U
C16 C 1.1755(6) 0.3937(3) 0.7190(5) 0.0617(16) Uani 1 1 d . .
H16 H 1.2416 0.4261 0.7553 0.074 Uiso 1 1 calc R U
C17 C 1.0615(7) 0.4257(3) 0.6652(6) 0.078(2) Uani 1 1 d . .
H17 H 1.0508 0.4808 0.6612 0.094 Uiso 1 1 calc R U
C18 C 0.9640(6) 0.3760(3) 0.6175(6) 0.0693(18) Uani 1 1 d . .
H18 H 0.8867 0.3972 0.5820 0.083 Uiso 1 1 calc R U
C19 C 0.9818(5) 0.2942(2) 0.6226(4) 0.0427(11) Uani 1 1 d . .
C20 C 0.8804(4) 0.2358(2) 0.5798(4) 0.0389(10) Uani 1 1 d . .
C21 C 0.7594(5) 0.2561(3) 0.5270(5) 0.0557(14) Uani 1 1 d . .
H21 H 0.7371 0.3094 0.5125 0.067 Uiso 1 1 calc R U
C22 C 0.6712(5) 0.1961(3) 0.4957(5) 0.0581(14) Uani 1 1 d . .
H22 H 0.5892 0.2089 0.4609 0.070 Uiso 1 1 calc R U
C23 C 0.7063(4) 0.1184(3) 0.5166(4) 0.0506(12) Uani 1 1 d . .
H23 H 0.6488 0.0773 0.4974 0.061 Uiso 1 1 calc R U
C24 C 0.8285(4) 0.1023(3) 0.5666(4) 0.0443(11) Uani 1 1 d . .
H24 H 0.8526 0.0492 0.5798 0.053 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 O2 95.77(11) 3_756 .
O4 Zn1 N2 151.81(13) 3_756 .
O2 Zn1 N2 99.44(12) . .
O4 Zn1 N1 102.94(12) 3_756 .
O2 Zn1 N1 78.50(11) . .
N2 Zn1 N1 103.27(12) . .
O4 Zn1 N3 90.90(12) 3_756 .
O2 Zn1 N3 171.06(12) . .
N2 Zn1 N3 76.99(13) . .
N1 Zn1 N3 94.24(13) . .
C3 N1 C2 118.8(3) . .
C3 N1 Zn1 128.9(3) . .
C2 N1 Zn1 112.2(2) . .
C15 N2 C19 118.5(4) . .
C15 N2 Zn1 125.3(3) . .
C19 N2 Zn1 116.1(3) . .
C24 N3 C20 119.2(4) . .
C24 N3 Zn1 125.5(3) . .
C20 N3 Zn1 115.1(3) . .
C1 O2 Zn1 116.2(3) . .
C9 O4 Zn1 102.4(2) . 3_756
C12 O6 H1 109.5 . .
O1 C1 O2 126.7(4) . .
O1 C1 C2 116.4(3) . .
O2 C1 C2 116.9(3) . .
N1 C2 C6 121.3(4) . .
N1 C2 C1 115.5(3) . .
C6 C2 C1 123.2(3) . .
N1 C3 C4 123.6(4) . .
N1 C3 H3 118.2 . .
C4 C3 H3 118.2 . .
C5 C4 C3 117.3(4) . .
C5 C4 C7 121.9(3) . .
C3 C4 C7 120.8(3) . .
C4 C5 C6 119.7(4) . .
C4 C5 H5 120.1 . .
C6 C5 H5 120.1 . .
C2 C6 C5 119.2(4) . .
C2 C6 H6 120.4 . .
C5 C6 H6 120.4 . .
C8 C7 C14 119.2(3) . .
C8 C7 C4 123.8(3) . .
C14 C7 C4 117.1(3) . .
C10 C8 C7 119.2(3) . .
C10 C8 C9 117.4(3) . .
C7 C8 C9 123.0(3) . .
O3 C9 O4 123.3(4) . .
O3 C9 C8 121.0(4) . .
O4 C9 C8 115.7(3) . .
C11 C10 C8 121.7(3) . .
C11 C10 H10 119.2 . .
C8 C10 H10 119.2 . .
C10 C11 C13 118.5(4) . .
C10 C11 C12 123.0(4) . .
C13 C11 C12 118.5(4) . .
O5 C12 O6 124.7(4) . .
O5 C12 C11 122.6(4) . .
O6 C12 C11 112.7(4) . .
C14 C13 C11 120.8(4) . .
C14 C13 H13 119.6 . .
C11 C13 H13 119.6 . .
C13 C14 C7 120.6(4) . .
C13 C14 H14 119.7 . .
C7 C14 H14 119.7 . .
N2 C15 C16 123.8(5) . .
N2 C15 H15 118.1 . .
C16 C15 H15 118.1 . .
C15 C16 C17 117.5(5) . .
C15 C16 H16 121.3 . .
C17 C16 H16 121.3 . .
C18 C17 C16 119.8(5) . .
C18 C17 H17 120.1 . .
C16 C17 H17 120.1 . .
C17 C18 C19 119.4(6) . .
C17 C18 H18 120.3 . .
C19 C18 H18 120.3 . .
N2 C19 C18 120.9(5) . .
N2 C19 C20 115.9(3) . .
C18 C19 C20 123.2(5) . .
N3 C20 C21 120.6(4) . .
N3 C20 C19 114.8(4) . .
C21 C20 C19 124.6(4) . .
C20 C21 C22 119.4(4) . .
C20 C21 H21 120.3 . .
C22 C21 H21 120.3 . .
C23 C22 C21 119.2(5) . .
C23 C22 H22 120.4 . .
C21 C22 H22 120.4 . .
C22 C23 C24 118.4(5) . .
C22 C23 H23 120.8 . .
C24 C23 H23 120.8 . .
N3 C24 C23 123.2(4) . .
N3 C24 H24 118.4 . .
C23 C24 H24 118.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O4 2.018(3) 3_756
Zn1 O2 2.085(3) .
Zn1 N2 2.091(3) .
Zn1 N1 2.130(3) .
Zn1 N3 2.143(3) .
N1 C3 1.330(5) .
N1 C2 1.346(5) .
N2 C15 1.337(5) .
N2 C19 1.347(6) .
N3 C24 1.330(5) .
N3 C20 1.343(5) .
O1 C1 1.245(5) .
O2 C1 1.255(5) .
O3 C9 1.228(5) .
O4 C9 1.269(5) .
O4 Zn1 2.018(3) 3_756
O5 C12 1.197(5) .
O6 C12 1.321(5) .
O6 H1 0.8200 .
C1 C2 1.519(5) .
C2 C6 1.372(5) .
C3 C4 1.383(5) .
C3 H3 0.9300 .
C4 C5 1.374(5) .
C4 C7 1.494(5) .
C5 C6 1.393(6) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 C8 1.393(5) .
C7 C14 1.397(5) .
C8 C10 1.390(5) .
C8 C9 1.515(5) .
C10 C11 1.382(5) .
C10 H10 0.9300 .
C11 C13 1.389(5) .
C11 C12 1.503(6) .
C13 C14 1.374(5) .
C13 H13 0.9300 .
C14 H14 0.9300 .
C15 C16 1.367(6) .
C15 H15 0.9300 .
C16 C17 1.380(8) .
C16 H16 0.9300 .
C17 C18 1.374(8) .
C17 H17 0.9300 .
C18 C19 1.382(6) .
C18 H18 0.9300 .
C19 C20 1.485(6) .
C20 C21 1.382(6) .
C21 C22 1.391(7) .
C21 H21 0.9300 .
C22 C23 1.363(7) .
C22 H22 0.9300 .
C23 C24 1.371(6) .
C23 H23 0.9300 .
C24 H24 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
Zn1 O2 C1 O1 -170.7(3) .
Zn1 O2 C1 C2 8.2(4) .
C3 N1 C2 C6 -1.2(5) .
Zn1 N1 C2 C6 175.2(3) .
C3 N1 C2 C1 179.1(3) .
Zn1 N1 C2 C1 -4.6(4) .
O1 C1 C2 N1 176.8(3) .
O2 C1 C2 N1 -2.3(5) .
O1 C1 C2 C6 -3.0(6) .
O2 C1 C2 C6 178.0(4) .
C2 N1 C3 C4 1.0(6) .
Zn1 N1 C3 C4 -174.7(3) .
N1 C3 C4 C5 0.0(6) .
N1 C3 C4 C7 -177.9(3) .
C3 C4 C5 C6 -0.8(6) .
C7 C4 C5 C6 177.0(4) .
N1 C2 C6 C5 0.3(6) .
C1 C2 C6 C5 -179.9(4) .
C4 C5 C6 C2 0.7(6) .
C5 C4 C7 C8 94.0(5) .
C3 C4 C7 C8 -88.2(5) .
C5 C4 C7 C14 -86.4(5) .
C3 C4 C7 C14 91.4(4) .
C14 C7 C8 C10 1.0(6) .
C4 C7 C8 C10 -179.4(3) .
C14 C7 C8 C9 -172.0(4) .
C4 C7 C8 C9 7.6(6) .
Zn1 O4 C9 O3 -2.9(5) 3_756
Zn1 O4 C9 C8 174.0(3) 3_756
C10 C8 C9 O3 37.5(6) .
C7 C8 C9 O3 -149.4(4) .
C10 C8 C9 O4 -139.4(4) .
C7 C8 C9 O4 33.7(5) .
C7 C8 C10 C11 -2.8(6) .
C9 C8 C10 C11 170.5(4) .
C8 C10 C11 C13 2.7(6) .
C8 C10 C11 C12 -173.7(4) .
C10 C11 C12 O5 176.5(4) .
C13 C11 C12 O5 0.2(6) .
C10 C11 C12 O6 -3.5(6) .
C13 C11 C12 O6 -179.9(4) .
C10 C11 C13 C14 -0.8(6) .
C12 C11 C13 C14 175.8(4) .
C11 C13 C14 C7 -1.0(6) .
C8 C7 C14 C13 0.9(6) .
C4 C7 C14 C13 -178.7(4) .
C19 N2 C15 C16 1.1(6) .
Zn1 N2 C15 C16 176.7(3) .
N2 C15 C16 C17 -3.4(7) .
C15 C16 C17 C18 3.2(8) .
C16 C17 C18 C19 -0.9(9) .
C15 N2 C19 C18 1.4(6) .
Zn1 N2 C19 C18 -174.6(4) .
C15 N2 C19 C20 -176.6(4) .
Zn1 N2 C19 C20 7.4(5) .
C17 C18 C19 N2 -1.5(8) .
C17 C18 C19 C20 176.3(5) .
C24 N3 C20 C21 -2.4(6) .
Zn1 N3 C20 C21 172.1(3) .
C24 N3 C20 C19 177.0(4) .
Zn1 N3 C20 C19 -8.6(5) .
N2 C19 C20 N3 0.9(6) .
C18 C19 C20 N3 -177.0(4) .
N2 C19 C20 C21 -179.7(4) .
C18 C19 C20 C21 2.3(7) .
N3 C20 C21 C22 2.4(7) .
C19 C20 C21 C22 -176.9(4) .
C20 C21 C22 C23 -0.7(7) .
C21 C22 C23 C24 -0.9(7) .
C20 N3 C24 C23 0.7(7) .
Zn1 N3 C24 C23 -173.1(3) .
C22 C23 C24 N3 0.9(7) .
