#------------------------------------------------------------------------------
#$Date: 2025-08-04 10:03:09 +0300 (Mon, 04 Aug 2025) $
#$Revision: 301442 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/62/7056259.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_7056259
loop_
_publ_author_name
'Cheng, Meiling'
'Wang, Qinghua'
'Bao, Jinting'
'Wu, Yujuan'
'Sun, Lin'
'Yang, Bingxin'
'Liu, Qi'
_publ_section_title
;
 Synthesis and structural diversity of d10 metal coordination polymers
 constructed from new semi-rigid bis(3-methyl-1H-pyrazole-4-carboxylic
 acid)alkane ligands
;
_journal_issue                   12
_journal_name_full               'New J. Chem.'
_journal_page_first              5151
_journal_page_last               5160
_journal_paper_doi               10.1039/C7NJ00835J
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety         'C14 H19 N5 O6 Zn'
_chemical_formula_sum            'C14 H19 N5 O6 Zn'
_chemical_formula_weight         418.71
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2017-02-24 deposited with the CCDC.
2017-05-10 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.577(4)
_cell_length_b                   9.448(5)
_cell_length_c                   22.037(11)
_cell_measurement_reflns_used    1735
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      23.82
_cell_measurement_theta_min      2.11
_cell_volume                     1785.8(15)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Smart Apex CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_sigmaI/netI    0.0610
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            9922
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    1.417
_exptl_absorpt_correction_T_max  0.7648
_exptl_absorpt_correction_T_min  0.7096
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.05(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3515
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0609
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.07P)²+1.99P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1371
_refine_ls_wR_factor_ref         0.1404
_reflns_number_gt                3077
_reflns_number_total             3515
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7nj00835j2.cif
_cod_data_source_block           mo_120514o_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        1785.9(16)
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_database_code               7056259
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.5052(6) -0.1029(6) 0.2300(3) 0.0279(12) Uani 1 1 d .
H1A H 0.4917 -0.2020 0.2219 0.042 Uiso 1 1 calc R
H1B H 0.4132 -0.0525 0.2178 0.042 Uiso 1 1 calc R
H1C H 0.5226 -0.0891 0.2726 0.042 Uiso 1 1 calc R
C2 C 0.6397(7) -0.0498(5) 0.1958(2) 0.0253(11) Uani 1 1 d .
C3 C 0.6635(6) 0.0557(4) 0.1499(2) 0.0163(9) Uani 1 1 d .
C4 C 0.5440(6) 0.1478(6) 0.1239(3) 0.0295(12) Uani 1 1 d .
C5 C 0.8217(6) 0.0639(6) 0.1447(3) 0.0297(13) Uani 1 1 d .
H5 H 0.8683 0.1336 0.1211 0.036 Uiso 1 1 calc R
C6 C 0.8326(7) -0.2167(6) 0.2437(3) 0.0316(13) Uani 1 1 d .
H6A H 0.7453 -0.2415 0.2696 0.038 Uiso 1 1 calc R
H6B H 0.9194 -0.1901 0.2695 0.038 Uiso 1 1 calc R
C7 C 1.1720(7) -0.2835(6) 0.1997(3) 0.0328(13) Uani 1 1 d .
H7A H 1.1482 -0.2049 0.2256 0.049 Uiso 1 1 calc R
H7B H 1.2146 -0.2492 0.1622 0.049 Uiso 1 1 calc R
H7C H 1.2467 -0.3439 0.2192 0.049 Uiso 1 1 calc R
C8 C 1.0256(6) -0.3659(5) 0.1870(2) 0.0215(11) Uani 1 1 d .
C9 C 1.0021(5) -0.4860(5) 0.1451(2) 0.0164(10) Uani 1 1 d .
C10 C 1.1188(6) -0.5689(6) 0.1149(3) 0.0296(12) Uani 1 1 d .
C11 C 0.8339(6) -0.5037(6) 0.1465(2) 0.0253(11) Uani 1 1 d .
H11 H 0.7825 -0.5701 0.1226 0.030 Uiso 1 1 calc R
C12 C 0.5136(6) 0.5719(6) 0.0420(2) 0.0268(12) Uani 1 1 d .
H12 H 0.4964 0.5869 0.0832 0.032 Uiso 1 1 calc R
C13 C 0.6551(8) 0.6369(6) -0.0502(2) 0.0353(13) Uani 1 1 d .
H13A H 0.6655 0.5374 -0.0579 0.053 Uiso 1 1 calc R
H13B H 0.7532 0.6830 -0.0575 0.053 Uiso 1 1 calc R
H13C H 0.5774 0.6760 -0.0767 0.053 Uiso 1 1 calc R
C14 C 0.6696(7) 0.7868(7) 0.0432(3) 0.0362(14) Uani 1 1 d .
H14A H 0.6006 0.8113 0.0759 0.054 Uiso 1 1 calc R
H14B H 0.6753 0.8641 0.0150 0.054 Uiso 1 1 calc R
H14C H 0.7716 0.7677 0.0591 0.054 Uiso 1 1 calc R
N1 N 0.9035(7) -0.0271(6) 0.1731(2) 0.0402(13) Uani 1 1 d .
N2 N 0.7910(5) -0.1009(5) 0.2064(2) 0.0252(10) Uani 1 1 d .
N3 N 0.8767(5) -0.3402(4) 0.20671(19) 0.0237(9) Uani 1 1 d .
N4 N 0.7632(7) -0.4229(5) 0.1822(2) 0.0372(12) Uani 1 1 d .
N5 N 0.6095(6) 0.6585(5) 0.0116(2) 0.0311(11) Uani 1 1 d .
O1 O 0.5894(4) 0.2416(4) 0.08473(17) 0.0280(9) Uani 1 1 d .
O2 O 0.3942(4) 0.1349(4) 0.13588(17) 0.0316(9) Uani 1 1 d .
O3 O 1.0888(5) -0.6643(4) 0.07412(18) 0.0337(9) Uani 1 1 d .
O4 O 1.2612(4) -0.5524(4) 0.12729(19) 0.0308(9) Uani 1 1 d .
O5 O 0.4455(5) 0.4694(4) 0.01536(18) 0.0330(10) Uani 1 1 d .
O6 O 0.3210(4) 0.1950(4) -0.00560(16) 0.0272(8) Uani 1 1 d .
H6Y H 0.2181 0.1551 -0.0042 0.033 Uiso 1 1 d R
H6X H 0.3966 0.1203 -0.0074 0.033 Uiso 1 1 d R
Zn1 Zn 0.35681(8) 0.30841(7) 0.06704(3) 0.03309(19) 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
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
N2 C2 C3 103.1(4) . .
N2 C2 C1 121.5(5) . .
C3 C2 C1 135.4(5) . .
C5 C3 C2 103.9(5) . .
C5 C3 C4 129.1(4) . .
C2 C3 C4 126.2(5) . .
O1 C4 O2 119.3(5) . .
O1 C4 C3 117.2(5) . .
O2 C4 C3 123.4(5) . .
O1 C4 Zn1 56.8(3) . .
O2 C4 Zn1 62.5(3) . .
C3 C4 Zn1 173.0(4) . .
N1 C5 C3 117.9(5) . .
N1 C5 H5 121.1 . .
C3 C5 H5 121.1 . .
N2 C6 N3 110.9(4) . .
N2 C6 H6A 109.5 . .
N3 C6 H6A 109.5 . .
N2 C6 H6B 109.5 . .
N3 C6 H6B 109.5 . .
H6A C6 H6B 108.0 . .
C8 C7 H7A 109.5 . .
C8 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C8 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N3 C8 C9 101.9(4) . .
N3 C8 C7 128.9(4) . .
C9 C8 C7 128.9(5) . .
C10 C9 C11 129.8(5) . .
C10 C9 C8 127.9(4) . .
C11 C9 C8 102.1(4) . .
O4 C10 O3 115.3(5) . .
O4 C10 C9 120.5(5) . .
O3 C10 C9 124.2(5) . .
O4 C10 Zn1 51.4(3) . 1_645
O3 C10 Zn1 64.0(3) . 1_645
C9 C10 Zn1 171.7(4) . 1_645
N4 C11 C9 115.1(5) . .
N4 C11 H11 122.4 . .
C9 C11 H11 122.4 . .
O5 C12 N5 121.0(5) . .
O5 C12 H12 119.5 . .
N5 C12 H12 119.5 . .
N5 C13 H13A 109.5 . .
N5 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
N5 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
N5 C14 H14A 109.5 . .
N5 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
N5 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C5 N1 N2 102.4(5) . .
N1 N2 C2 112.2(4) . .
N1 N2 C6 121.1(5) . .
C2 N2 C6 126.7(4) . .
N4 N3 C8 116.1(4) . .
N4 N3 C6 119.4(4) . .
C8 N3 C6 123.7(4) . .
C11 N4 N3 104.6(5) . .
C12 N5 C13 123.9(5) . .
C12 N5 C14 118.3(5) . .
C13 N5 C14 117.8(4) . .
C4 O1 Zn1 92.5(3) . .
C4 O2 Zn1 86.4(3) . .
C10 O3 Zn1 85.8(3) . 1_645
C10 O4 Zn1 99.7(4) . 1_645
C12 O5 Zn1 118.6(3) . .
Zn1 O6 H6Y 109.5 . .
Zn1 O6 H6X 109.3 . .
H6Y O6 H6X 109.5 . .
O6 Zn1 O4 145.54(15) . 1_465
O6 Zn1 O5 90.57(17) . .
O4 Zn1 O5 91.85(17) 1_465 .
O6 Zn1 O1 97.77(15) . .
O4 Zn1 O1 116.65(16) 1_465 .
O5 Zn1 O1 88.50(16) . .
O6 Zn1 O2 100.09(16) . .
O4 Zn1 O2 95.05(16) 1_465 .
O5 Zn1 O2 149.43(16) . .
O1 Zn1 O2 61.84(14) . .
O6 Zn1 O3 87.71(14) . 1_465
O4 Zn1 O3 59.08(14) 1_465 1_465
O5 Zn1 O3 108.87(16) . 1_465
O1 Zn1 O3 161.80(15) . 1_465
O2 Zn1 O3 100.17(15) . 1_465
O6 Zn1 C4 100.17(18) . .
O4 Zn1 C4 108.53(19) 1_465 .
O5 Zn1 C4 118.92(17) . .
O1 Zn1 C4 30.68(16) . .
O2 Zn1 C4 31.16(16) . .
O3 Zn1 C4 131.29(16) 1_465 .
O6 Zn1 C10 117.30(16) . 1_465
O4 Zn1 C10 28.89(17) 1_465 1_465
O5 Zn1 C10 100.84(18) . 1_465
O1 Zn1 C10 143.33(17) . 1_465
O2 Zn1 C10 99.49(17) . 1_465
O3 Zn1 C10 30.21(16) 1_465 1_465
C4 Zn1 C10 124.64(19) . 1_465
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.467(7) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 N2 1.404(8) .
C2 C3 1.433(7) .
C3 C5 1.364(7) .
C3 C4 1.462(7) .
C4 O1 1.297(7) .
C4 O2 1.317(7) .
C4 Zn1 2.540(6) .
C5 N1 1.274(7) .
C5 H5 0.9300 .
C6 N2 1.414(7) .
C6 N3 1.473(7) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 C8 1.503(8) .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C8 N3 1.371(7) .
C8 C9 1.478(6) .
C9 C10 1.434(7) .
C9 C11 1.453(7) .
C10 O4 1.261(7) .
C10 O3 1.298(7) .
C10 Zn1 2.574(5) 1_645
C11 N4 1.252(7) .
C11 H11 0.9300 .
C12 O5 1.274(7) .
C12 N5 1.340(7) .
C12 H12 0.9300 .
C13 N5 1.431(7) .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 N5 1.491(8) .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
N1 N2 1.399(7) .
N3 N4 1.361(7) .
O1 Zn1 2.128(4) .
O2 Zn1 2.257(4) .
O3 Zn1 2.318(4) 1_645
O4 Zn1 2.041(4) 1_645
O5 Zn1 2.047(4) .
O6 Zn1 1.950(4) .
O6 H6Y 0.9600 .
O6 H6X 0.9600 .
Zn1 O4 2.041(4) 1_465
Zn1 O3 2.318(4) 1_465
Zn1 C10 2.574(6) 1_465
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O6 H6Y O5 0.96 2.63 3.582(6) 172 4_455
O6 H6X O3 0.96 2.25 2.765(5) 113 4_445
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_4
N2 C2 C3 C5 -6.4(5) .
C1 C2 C3 C5 171.6(6) .
N2 C2 C3 C4 -176.9(5) .
C1 C2 C3 C4 1.0(9) .
C5 C3 C4 O1 8.8(9) .
C2 C3 C4 O1 176.9(5) .
C5 C3 C4 O2 -174.9(6) .
C2 C3 C4 O2 -6.8(9) .
C2 C3 C5 N1 7.9(7) .
C4 C3 C5 N1 178.0(6) .
N3 C8 C9 C10 -173.2(5) .
C7 C8 C9 C10 12.5(9) .
N3 C8 C9 C11 2.6(5) .
C7 C8 C9 C11 -171.6(5) .
C11 C9 C10 O4 -167.5(6) .
C8 C9 C10 O4 7.2(9) .
C11 C9 C10 O3 12.2(10) .
C10 C9 C11 N4 172.8(6) .
C8 C9 C11 N4 -3.0(7) .
C3 C5 N1 N2 -5.4(8) .
C5 N1 N2 C2 0.5(7) .
C5 N1 N2 C6 178.0(5) .
C3 C2 N2 N1 3.8(6) .
C1 C2 N2 N1 -174.4(5) .
C3 C2 N2 C6 -173.4(5) .
C1 C2 N2 C6 8.3(8) .
N3 C6 N2 N1 -71.2(6) .
N3 C6 N2 C2 105.8(6) .
C9 C8 N3 N4 -1.9(6) .
C7 C8 N3 N4 172.3(5) .
C9 C8 N3 C6 -171.5(4) .
C7 C8 N3 C6 2.8(8) .
N2 C6 N3 N4 -79.9(6) .
N2 C6 N3 C8 89.3(6) .
C9 C11 N4 N3 1.8(7) .
C8 N3 N4 C11 0.2(7) .
C6 N3 N4 C11 170.2(5) .
O5 C12 N5 C13 -6.1(9) .
O5 C12 N5 C14 172.4(5) .
O2 C4 O1 Zn1 -0.8(6) .
C3 C4 O1 Zn1 175.6(4) .
O1 C4 O2 Zn1 0.8(5) .
C3 C4 O2 Zn1 -175.4(5) .
O4 C10 O3 Zn1 -2.4(5) 1_645
C9 C10 O3 Zn1 177.9(5) 1_645
O3 C10 O4 Zn1 2.8(5) 1_645
C9 C10 O4 Zn1 -177.5(4) 1_645
N5 C12 O5 Zn1 161.5(4) .
C12 O5 Zn1 O6 -169.4(4) .
C12 O5 Zn1 O4 44.9(4) 1_465
C12 O5 Zn1 O1 -71.7(4) .
C12 O5 Zn1 O2 -58.2(6) .
C12 O5 Zn1 O3 102.8(4) 1_465
C12 O5 Zn1 C4 -67.5(5) .
C12 O5 Zn1 C10 72.6(4) 1_465
C4 O1 Zn1 O6 -96.9(3) .
C4 O1 Zn1 O4 81.4(4) 1_465
C4 O1 Zn1 O5 172.8(3) .
C4 O1 Zn1 O2 0.5(3) .
C4 O1 Zn1 O3 9.8(6) 1_465
C4 O1 Zn1 C10 66.5(4) 1_465
C4 O2 Zn1 O6 93.0(3) .
C4 O2 Zn1 O4 -118.1(3) 1_465
C4 O2 Zn1 O5 -15.7(5) .
C4 O2 Zn1 O1 -0.5(3) .
C4 O2 Zn1 O3 -177.5(3) 1_465
C4 O2 Zn1 C10 -146.9(3) 1_465
O1 C4 Zn1 O6 88.1(3) .
O2 C4 Zn1 O6 -92.7(3) .
O1 C4 Zn1 O4 -111.2(3) 1_465
O2 C4 Zn1 O4 68.0(3) 1_465
O1 C4 Zn1 O5 -8.3(4) .
O2 C4 Zn1 O5 170.9(3) .
O2 C4 Zn1 O1 179.2(6) .
O1 C4 Zn1 O2 -179.2(6) .
O1 C4 Zn1 O3 -176.0(3) 1_465
O2 C4 Zn1 O3 3.2(4) 1_465
O1 C4 Zn1 C10 -138.3(3) 1_465
O2 C4 Zn1 C10 40.9(4) 1_465
