#------------------------------------------------------------------------------
#$Date: 2019-11-17 07:41:42 +0100 (Sun 17 de Nov de 2019) $
#$Revision: 228909 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/13/7231353.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_7231353
loop_
_publ_author_name
'Deng, Shu-Qi'
'Mo, Xiao-Jing'
'Feng, Yin'
'Cai, Song-Liang'
'Zhang, Wei-Guang'
'Zheng, Sheng-Run'
_publ_section_title
;
 Construction of d10 metal coordination polymers based on in situ formed
 3,5-di(1H-1,2,4-triazol-1-yl)benzoic acid from different precursors:
 influence of in situ hydrolysis reactions on assembly process
;
_journal_issue                   37
_journal_name_full               CrystEngComm
_journal_page_first              5531
_journal_paper_doi               10.1039/C8CE01233D
_journal_volume                  20
_journal_year                    2018
_chemical_formula_sum            'C22 H14 N12 O4 Zn'
_chemical_formula_weight         575.82
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2018-07-23 deposited with the CCDC.
2018-08-13 downloaded from the CCDC.
;
_cell_angle_alpha                91.7960(10)
_cell_angle_beta                 98.9090(10)
_cell_angle_gamma                112.9070(10)
_cell_formula_units_Z            2
_cell_length_a                   10.1548(4)
_cell_length_b                   10.8370(4)
_cell_length_c                   12.2962(5)
_cell_measurement_reflns_used    988
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.125
_cell_measurement_theta_min      3.840
_cell_volume                     1225.16(8)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            25145
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.542
_diffrn_reflns_theta_min         3.569
_exptl_absorpt_coefficient_mu    1.059
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.32
_refine_diff_density_max         1.586
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5600
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0336
_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)+(0.0653P)²+1.0599P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1046
_refine_ls_wR_factor_ref         0.1057
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5344
_reflns_number_total             5600
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce01233d2.cif
_cod_data_source_block           1Zn
_cod_depositor_comments
'Adding full bibliography for 7231353--7231359.cif.'
_cod_database_code               7231353
_shelx_shelxl_version_number     2016/6
_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_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 0.80049(2) 0.23069(2) 0.93299(2) 0.02050(9) Uani 1 1 d . .
C18 C 0.8976(3) 0.2633(3) 1.32201(19) 0.0375(5) Uani 1 1 d . .
H18A H 0.828087 0.293840 1.290152 0.045 Uiso 1 1 calc R U
O2 O 0.83504(16) 0.50137(17) 0.90162(15) 0.0353(4) Uani 1 1 d . .
N9 N 1.3596(4) 0.0635(4) 1.5716(3) 0.0760(10) Uani 1 1 d . .
O4 O 0.9687(3) 0.1329(2) 1.07431(15) 0.0494(5) Uani 1 1 d . .
N12 N 0.7133(4) 0.3985(4) 1.5594(2) 0.0720(9) Uani 1 1 d . .
N4 N 0.19535(18) 0.36927(16) 0.83458(16) 0.0263(4) Uani 1 1 d . .
O3 O 0.84438(18) 0.25908(18) 1.09371(13) 0.0339(3) Uani 1 1 d . .
N2 N 0.4791(2) 0.86248(18) 0.78354(18) 0.0355(4) Uani 1 1 d . .
N1 N 0.56815(18) 0.81772(16) 0.84972(15) 0.0242(3) Uani 1 1 d . .
N6 N -0.02747(18) 0.27680(17) 0.85834(15) 0.0269(4) Uani 1 1 d . .
N10 N 0.8645(3) 0.3259(3) 1.50207(17) 0.0441(5) Uani 1 1 d . .
O1 O 0.65326(17) 0.30010(16) 0.88606(15) 0.0348(4) Uani 1 1 d . .
C6 C 0.3439(2) 0.45797(19) 0.84205(17) 0.0227(4) Uani 1 1 d . .
C8 C 0.6841(2) 0.92171(19) 0.90400(18) 0.0269(4) Uani 1 1 d . .
H8A H 0.760156 0.915572 0.953191 0.032 Uiso 1 1 calc R U
C4 C 0.5294(2) 0.67673(18) 0.85320(17) 0.0227(4) Uani 1 1 d . .
C5 C 0.3825(2) 0.59514(19) 0.84231(17) 0.0237(4) Uani 1 1 d . .
H5A H 0.312723 0.631475 0.835450 0.028 Uiso 1 1 calc R U
N3 N 0.67350(18) 1.03476(16) 0.87670(15) 0.0264(3) Uani 1 1 d . .
C10 C 0.0855(2) 0.39184(19) 0.86476(16) 0.0221(4) Uani 1 1 d . .
H10A H 0.088299 0.475822 0.886886 0.026 Uiso 1 1 calc R U
C21 C 0.7382(4) 0.3386(5) 1.4753(3) 0.0677(10) Uani 1 1 d . .
H21A H 0.676777 0.309271 1.406828 0.081 Uiso 1 1 calc R U
C7 C 0.4471(2) 0.40317(19) 0.85385(17) 0.0241(4) Uani 1 1 d . .
H7A H 0.418725 0.310495 0.852935 0.029 Uiso 1 1 calc R U
N8 N 1.2448(4) 0.0414(4) 1.3975(2) 0.0702(9) Uani 1 1 d . .
C14 C 1.0687(3) 0.1654(2) 1.30350(19) 0.0346(5) Uani 1 1 d . .
H14A H 1.115388 0.131252 1.259026 0.041 Uiso 1 1 calc R U
C2 C 0.5929(2) 0.48749(19) 0.86702(16) 0.0220(4) Uani 1 1 d . .
C13 C 0.9651(3) 0.2098(2) 1.25596(18) 0.0323(5) Uani 1 1 d . .
C3 C 0.6360(2) 0.62614(19) 0.86620(17) 0.0240(4) Uani 1 1 d . .
H3A H 0.733721 0.683109 0.874176 0.029 Uiso 1 1 calc R U
N11 N 0.9254(3) 0.3788(3) 1.60812(19) 0.0579(7) Uani 1 1 d . .
N5 N 0.1528(3) 0.2352(2) 0.8062(3) 0.0605(8) Uani 1 1 d . .
C9 C 0.5465(2) 0.9933(2) 0.8028(2) 0.0334(5) Uani 1 1 d . .
H9A H 0.510942 1.052493 0.769044 0.040 Uiso 1 1 calc R U
C1 C 0.7050(2) 0.4281(2) 0.88605(16) 0.0239(4) Uani 1 1 d . .
C11 C 0.0191(3) 0.1851(2) 0.8219(3) 0.0573(9) Uani 1 1 d . .
H11A H -0.039482 0.093499 0.809161 0.069 Uiso 1 1 calc R U
N7 N 1.2053(3) 0.1201(3) 1.46356(19) 0.0452(5) Uani 1 1 d . .
C17 C 0.9345(3) 0.2708(3) 1.4357(2) 0.0377(5) Uani 1 1 d . .
C16 C 1.0369(3) 0.2249(3) 1.48531(19) 0.0404(5) Uani 1 1 d . .
H16A H 1.060444 0.229556 1.561920 0.048 Uiso 1 1 calc R U
C12 C 0.9251(3) 0.1989(2) 1.13166(18) 0.0322(4) Uani 1 1 d . .
C15 C 1.1032(3) 0.1718(3) 1.4176(2) 0.0371(5) Uani 1 1 d . .
C20 C 1.3362(4) 0.0122(5) 1.4667(3) 0.0721(11) Uani 1 1 d . .
H20A H 1.382412 -0.040935 1.444719 0.087 Uiso 1 1 calc R U
C22 C 0.8302(4) 0.4214(4) 1.6372(3) 0.0620(9) Uani 1 1 d . .
H22A H 0.843044 0.464467 1.707001 0.074 Uiso 1 1 calc R U
C19 C 1.2713(4) 0.1270(4) 1.5669(3) 0.0686(10) Uani 1 1 d . .
H19A H 1.257264 0.170483 1.627703 0.082 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
O1 Zn1 O3 106.47(7) . .
O1 Zn1 N6 120.24(8) . 1_655
O3 Zn1 N6 115.48(7) . 1_655
O1 Zn1 N3 96.18(7) . 1_545
O3 Zn1 N3 112.13(7) . 1_545
N6 Zn1 N3 104.67(7) 1_655 1_545
C17 C18 C13 119.3(2) . .
C17 C18 H18A 120.4 . .
C13 C18 H18A 120.4 . .
C19 N9 C20 102.4(3) . .
C21 N12 C22 103.0(3) . .
C10 N4 N5 109.61(17) . .
C10 N4 C6 130.06(17) . .
N5 N4 C6 119.77(17) . .
C12 O3 Zn1 110.13(14) . .
C9 N2 N1 102.92(17) . .
C8 N1 N2 110.18(16) . .
C8 N1 C4 129.95(17) . .
N2 N1 C4 119.87(16) . .
C10 N6 C11 103.84(18) . .
C10 N6 Zn1 129.20(14) . 1_455
C11 N6 Zn1 123.64(16) . 1_455
C21 N10 N11 109.3(2) . .
C21 N10 C17 129.0(2) . .
N11 N10 C17 121.7(2) . .
C1 O1 Zn1 113.35(13) . .
C7 C6 C5 121.65(18) . .
C7 C6 N4 118.09(17) . .
C5 C6 N4 120.20(17) . .
N3 C8 N1 109.05(17) . .
N3 C8 H8A 125.5 . .
N1 C8 H8A 125.5 . .
C3 C4 C5 122.64(17) . .
C3 C4 N1 120.12(17) . .
C5 C4 N1 117.24(17) . .
C6 C5 C4 117.51(17) . .
C6 C5 H5A 121.2 . .
C4 C5 H5A 121.2 . .
C8 N3 C9 104.08(17) . .
C8 N3 Zn1 131.41(14) . 1_565
C9 N3 Zn1 124.38(14) . 1_565
N6 C10 N4 109.35(17) . .
N6 C10 H10A 125.3 . .
N4 C10 H10A 125.3 . .
N12 C21 N10 110.2(3) . .
N12 C21 H21A 124.9 . .
N10 C21 H21A 124.9 . .
C6 C7 C2 119.44(17) . .
C6 C7 H7A 120.3 . .
C2 C7 H7A 120.3 . .
C20 N8 N7 102.6(3) . .
C13 C14 C15 119.9(2) . .
C13 C14 H14A 120.0 . .
C15 C14 H14A 120.0 . .
C7 C2 C3 120.60(17) . .
C7 C2 C1 119.22(17) . .
C3 C2 C1 120.16(17) . .
C14 C13 C18 120.2(2) . .
C14 C13 C12 119.6(2) . .
C18 C13 C12 120.2(2) . .
C4 C3 C2 118.14(17) . .
C4 C3 H3A 120.9 . .
C2 C3 H3A 120.9 . .
C22 N11 N10 102.1(3) . .
C11 N5 N4 102.77(19) . .
N2 C9 N3 113.76(18) . .
N2 C9 H9A 123.1 . .
N3 C9 H9A 123.1 . .
O2 C1 O1 124.83(18) . .
O2 C1 C2 120.36(18) . .
O1 C1 C2 114.80(17) . .
N5 C11 N6 114.4(2) . .
N5 C11 H11A 122.8 . .
N6 C11 H11A 122.8 . .
C19 N7 N8 108.4(2) . .
C19 N7 C15 131.6(3) . .
N8 N7 C15 119.8(2) . .
C18 C17 C16 121.5(2) . .
C18 C17 N10 118.6(2) . .
C16 C17 N10 119.9(2) . .
C15 C16 C17 118.2(2) . .
C15 C16 H16A 120.9 . .
C17 C16 H16A 120.9 . .
O4 C12 O3 124.7(2) . .
O4 C12 C13 119.4(2) . .
O3 C12 C13 115.90(19) . .
C16 C15 C14 120.9(2) . .
C16 C15 N7 120.6(2) . .
C14 C15 N7 118.5(2) . .
N8 C20 N9 115.7(3) . .
N8 C20 H20A 122.2 . .
N9 C20 H20A 122.2 . .
N11 C22 N12 115.3(3) . .
N11 C22 H22A 122.3 . .
N12 C22 H22A 122.3 . .
N9 C19 N7 110.8(3) . .
N9 C19 H19A 124.6 . .
N7 C19 H19A 124.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.9415(15) .
Zn1 O3 1.9445(16) .
Zn1 N6 1.9975(17) 1_655
Zn1 N3 2.0372(17) 1_545
C18 C17 1.382(3) .
C18 C13 1.385(3) .
C18 H18A 0.9300 .
O2 C1 1.227(3) .
N9 C19 1.322(4) .
N9 C20 1.337(5) .
O4 C12 1.232(3) .
N12 C21 1.313(4) .
N12 C22 1.338(5) .
N4 C10 1.333(2) .
N4 N5 1.361(2) .
N4 C6 1.425(2) .
O3 C12 1.277(3) .
N2 C9 1.306(3) .
N2 N1 1.362(2) .
N1 C8 1.333(3) .
N1 C4 1.426(2) .
N6 C10 1.315(3) .
N6 C11 1.348(3) .
N10 C21 1.335(4) .
N10 N11 1.356(3) .
N10 C17 1.416(3) .
O1 C1 1.278(3) .
C6 C7 1.384(3) .
C6 C5 1.382(3) .
C8 N3 1.320(3) .
C8 H8A 0.9300 .
C4 C3 1.383(3) .
C4 C5 1.389(3) .
C5 H5A 0.9300 .
N3 C9 1.361(3) .
C10 H10A 0.9300 .
C21 H21A 0.9300 .
C7 C2 1.385(3) .
C7 H7A 0.9300 .
N8 C20 1.299(4) .
N8 N7 1.368(4) .
C14 C13 1.379(3) .
C14 C15 1.385(3) .
C14 H14A 0.9300 .
C2 C3 1.393(3) .
C2 C1 1.504(2) .
C13 C12 1.508(3) .
C3 H3A 0.9300 .
N11 C22 1.311(4) .
N5 C11 1.300(3) .
C9 H9A 0.9300 .
C11 H11A 0.9300 .
N7 C19 1.327(4) .
N7 C15 1.414(3) .
C17 C16 1.388(3) .
C16 C15 1.387(3) .
C16 H16A 0.9300 .
C20 H20A 0.9300 .
C22 H22A 0.9300 .
C19 H19A 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_4
C9 N2 N1 C8 -0.7(3) . .
C9 N2 N1 C4 178.9(2) . .
C10 N4 C6 C7 150.9(2) . .
N5 N4 C6 C7 -19.5(3) . .
C10 N4 C6 C5 -26.3(3) . .
N5 N4 C6 C5 163.3(2) . .
N2 N1 C8 N3 0.8(3) . .
C4 N1 C8 N3 -178.8(2) . .
C8 N1 C4 C3 -35.3(3) . .
N2 N1 C4 C3 145.2(2) . .
C8 N1 C4 C5 145.2(2) . .
N2 N1 C4 C5 -34.4(3) . .
C7 C6 C5 C4 1.0(3) . .
N4 C6 C5 C4 178.07(19) . .
C3 C4 C5 C6 -1.6(3) . .
N1 C4 C5 C6 177.97(18) . .
N1 C8 N3 C9 -0.6(3) . .
N1 C8 N3 Zn1 175.38(15) . 1_565
C11 N6 C10 N4 -0.7(3) . .
Zn1 N6 C10 N4 158.93(15) 1_455 .
N5 N4 C10 N6 0.7(3) . .
C6 N4 C10 N6 -170.5(2) . .
C22 N12 C21 N10 0.3(5) . .
N11 N10 C21 N12 0.2(5) . .
C17 N10 C21 N12 -178.2(3) . .
C5 C6 C7 C2 0.4(3) . .
N4 C6 C7 C2 -176.71(18) . .
C6 C7 C2 C3 -1.3(3) . .
C6 C7 C2 C1 176.67(18) . .
C15 C14 C13 C18 1.3(4) . .
C15 C14 C13 C12 -178.3(2) . .
C17 C18 C13 C14 -0.4(4) . .
C17 C18 C13 C12 179.2(2) . .
C5 C4 C3 C2 0.8(3) . .
N1 C4 C3 C2 -178.79(18) . .
C7 C2 C3 C4 0.7(3) . .
C1 C2 C3 C4 -177.24(18) . .
C21 N10 N11 C22 -0.6(4) . .
C17 N10 N11 C22 178.0(3) . .
C10 N4 N5 C11 -0.4(4) . .
C6 N4 N5 C11 171.9(3) . .
N1 N2 C9 N3 0.3(3) . .
C8 N3 C9 N2 0.1(3) . .
Zn1 N3 C9 N2 -176.17(17) 1_565 .
Zn1 O1 C1 O2 7.8(3) . .
Zn1 O1 C1 C2 -171.15(13) . .
C7 C2 C1 O2 -177.6(2) . .
C3 C2 C1 O2 0.4(3) . .
C7 C2 C1 O1 1.4(3) . .
C3 C2 C1 O1 179.41(19) . .
N4 N5 C11 N6 0.0(4) . .
C10 N6 C11 N5 0.4(4) . .
Zn1 N6 C11 N5 -160.6(3) 1_455 .
C20 N8 N7 C19 -2.5(5) . .
C20 N8 N7 C15 -179.3(3) . .
C13 C18 C17 C16 -0.6(4) . .
C13 C18 C17 N10 179.9(3) . .
C21 N10 C17 C18 21.2(5) . .
N11 N10 C17 C18 -157.1(3) . .
C21 N10 C17 C16 -158.3(4) . .
N11 N10 C17 C16 23.4(4) . .
C18 C17 C16 C15 0.6(4) . .
N10 C17 C16 C15 -179.9(3) . .
Zn1 O3 C12 O4 0.2(3) . .
Zn1 O3 C12 C13 -178.68(16) . .
C14 C13 C12 O4 10.7(4) . .
C18 C13 C12 O4 -168.9(3) . .
C14 C13 C12 O3 -170.4(2) . .
C18 C13 C12 O3 10.0(3) . .
C17 C16 C15 C14 0.3(4) . .
C17 C16 C15 N7 -178.2(3) . .
C13 C14 C15 C16 -1.3(4) . .
C13 C14 C15 N7 177.3(2) . .
C19 N7 C15 C16 -10.7(5) . .
N8 N7 C15 C16 165.2(3) . .
C19 N7 C15 C14 170.7(4) . .
N8 N7 C15 C14 -13.4(4) . .
N7 N8 C20 N9 0.4(5) . .
C19 N9 C20 N8 1.8(6) . .
N10 N11 C22 N12 0.8(5) . .
C21 N12 C22 N11 -0.7(5) . .
C20 N9 C19 N7 -3.4(5) . .
N8 N7 C19 N9 3.9(5) . .
C15 N7 C19 N9 -179.9(3) . .
