#------------------------------------------------------------------------------
#$Date: 2025-08-21 23:04:39 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301851 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/62/7056257.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_7056257
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         'C11 H12 N4 O4'
_chemical_formula_sum            'C11 H12 N4 O4'
_chemical_formula_weight         264.25
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 114.773(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.946(4)
_cell_length_b                   4.1020(13)
_cell_length_c                   24.925(6)
_cell_measurement_reflns_used    1107
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.554
_cell_measurement_theta_min      3.166
_cell_volume                     1201.8(6)
_computing_cell_refinement       'Bruker APEX II'
_computing_data_collection       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_av_sigmaI/netI    0.0701
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            7291
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.9798
_exptl_absorpt_correction_T_min  0.9754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       stick
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2725
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.945
_refine_ls_R_factor_all          0.1066
_refine_ls_R_factor_gt           0.0543
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0980P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1486
_refine_ls_wR_factor_ref         0.1789
_reflns_number_gt                1493
_reflns_number_total             2725
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7nj00835j2.cif
_cod_data_source_block           t
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed to
'multi-scan' 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_sg_symbol_H-M      'P 21/c'
_cod_database_code               7056257
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.67902(15) -0.3021(5) 0.51803(8) 0.0536(6) Uani 1 1 d .
H1 H 0.6900 -0.3131 0.4880 0.080 Uiso 1 1 d R
O2 O 0.84350(15) -0.0304(5) 0.55100(8) 0.0578(6) Uani 1 1 d .
O3 O 0.89186(16) -0.2703(5) 0.96361(8) 0.0620(6) Uani 1 1 d .
H3 H 0.8765 -0.3115 0.9916 0.093 Uiso 1 1 d R
O4 O 0.72135(16) -0.0309(6) 0.92734(8) 0.0630(6) Uani 1 1 d .
N1 N 0.65654(17) 0.0857(5) 0.67065(8) 0.0391(5) Uani 1 1 d .
N2 N 0.76232(16) 0.2236(5) 0.68980(8) 0.0360(5) Uani 1 1 d .
N3 N 0.83213(16) 0.2388(5) 0.79556(8) 0.0358(5) Uani 1 1 d .
N4 N 0.93740(17) 0.0968(6) 0.82123(8) 0.0430(6) Uani 1 1 d .
C1 C 0.5312(2) -0.2296(7) 0.58494(11) 0.0508(7) Uani 1 1 d .
H1A H 0.4877 -0.2439 0.6080 0.076 Uiso 1 1 calc R
H1B H 0.5461 -0.4450 0.5749 0.076 Uiso 1 1 calc R
H1C H 0.4890 -0.1088 0.5494 0.076 Uiso 1 1 calc R
C2 C 0.6407(2) -0.0611(6) 0.61980(10) 0.0356(6) Uani 1 1 d .
C3 C 0.7356(2) -0.0141(6) 0.60699(9) 0.0353(6) Uani 1 1 d .
C4 C 0.7562(2) -0.1188(6) 0.55653(10) 0.0393(6) Uani 1 1 d .
C5 C 0.8113(2) 0.1694(6) 0.65296(10) 0.0378(6) Uani 1 1 d .
H5 H 0.8826 0.2415 0.6574 0.045 Uiso 1 1 calc R
C6 C 0.8039(2) 0.4240(6) 0.74234(9) 0.0396(6) Uani 1 1 d .
H6A H 0.8710 0.5410 0.7450 0.048 Uiso 1 1 calc R
H6B H 0.7463 0.5838 0.7390 0.048 Uiso 1 1 calc R
C7 C 0.6502(2) 0.3183(8) 0.80710(12) 0.0522(7) Uani 1 1 d .
H7A H 0.6518 0.5348 0.8221 0.078 Uiso 1 1 calc R
H7B H 0.6086 0.1774 0.8218 0.078 Uiso 1 1 calc R
H7C H 0.6137 0.3220 0.7647 0.078 Uiso 1 1 calc R
C8 C 0.7694(2) 0.1943(6) 0.82702(10) 0.0356(6) Uani 1 1 d .
C9 C 0.8373(2) 0.0123(6) 0.87553(10) 0.0379(6) Uani 1 1 d .
C10 C 0.8124(2) -0.0994(7) 0.92460(10) 0.0412(6) Uani 1 1 d .
C11 C 0.9391(2) -0.0402(7) 0.86945(10) 0.0420(6) Uani 1 1 d .
H11 H 1.0005 -0.1577 0.8963 0.050 Uiso 1 1 calc R
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C4 O1 H1 109.4
C10 O3 H3 110.7
C2 N1 N2 104.49(18)
C5 N2 N1 112.66(19)
C5 N2 C6 127.9(2)
N1 N2 C6 119.29(19)
C8 N3 N4 113.09(18)
C8 N3 C6 128.5(2)
N4 N3 C6 118.32(19)
C11 N4 N3 103.92(18)
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
N1 C2 C3 110.6(2)
N1 C2 C1 119.5(2)
C3 C2 C1 129.9(2)
C5 C3 C2 105.7(2)
C5 C3 C4 123.8(2)
C2 C3 C4 130.5(2)
O2 C4 O1 122.7(2)
O2 C4 C3 120.8(2)
O1 C4 C3 116.5(2)
N2 C5 C3 106.6(2)
N2 C5 H5 126.7
C3 C5 H5 126.7
N3 C6 N2 113.0(2)
N3 C6 H6A 109.0
N2 C6 H6A 109.0
N3 C6 H6B 109.0
N2 C6 H6B 109.0
H6A C6 H6B 107.8
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 105.3(2)
N3 C8 C7 123.1(2)
C9 C8 C7 131.6(2)
C8 C9 C11 105.7(2)
C8 C9 C10 128.4(2)
C11 C9 C10 126.0(2)
O4 C10 O3 124.0(2)
O4 C10 C9 121.4(2)
O3 C10 C9 114.6(2)
N4 C11 C9 112.0(2)
N4 C11 H11 124.0
C9 C11 H11 124.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C4 1.297(3)
O1 H1 0.8201
O2 C4 1.248(3)
O3 C10 1.287(3)
O3 H3 0.8200
O4 C10 1.241(3)
N1 C2 1.339(3)
N1 N2 1.369(3)
N2 C5 1.335(3)
N2 C6 1.445(3)
N3 C8 1.357(3)
N3 N4 1.369(3)
N3 C6 1.436(3)
N4 C11 1.319(3)
C1 C2 1.487(3)
C1 H1A 0.9600
C1 H1B 0.9600
C1 H1C 0.9600
C2 C3 1.407(3)
C3 C5 1.378(3)
C3 C4 1.456(3)
C5 H5 0.9300
C6 H6A 0.9700
C6 H6B 0.9700
C7 C8 1.499(3)
C7 H7A 0.9600
C7 H7B 0.9600
C7 H7C 0.9600
C8 C9 1.379(3)
C9 C11 1.406(3)
C9 C10 1.463(3)
C11 H11 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
C2 N1 N2 C5 0.3(3)
C2 N1 N2 C6 175.6(2)
C8 N3 N4 C11 0.4(3)
C6 N3 N4 C11 177.4(2)
N2 N1 C2 C3 -0.3(3)
N2 N1 C2 C1 -177.9(2)
N1 C2 C3 C5 0.2(3)
C1 C2 C3 C5 177.5(3)
N1 C2 C3 C4 -178.2(2)
C1 C2 C3 C4 -0.9(5)
C5 C3 C4 O2 -3.8(4)
C2 C3 C4 O2 174.3(3)
C5 C3 C4 O1 177.2(2)
C2 C3 C4 O1 -4.7(4)
N1 N2 C5 C3 -0.2(3)
C6 N2 C5 C3 -175.1(2)
C2 C3 C5 N2 0.0(3)
C4 C3 C5 N2 178.5(2)
C8 N3 C6 N2 -99.4(3)
N4 N3 C6 N2 84.1(3)
C5 N2 C6 N3 -114.1(3)
N1 N2 C6 N3 71.3(3)
N4 N3 C8 C9 -0.3(3)
C6 N3 C8 C9 -177.0(2)
N4 N3 C8 C7 -178.2(2)
C6 N3 C8 C7 5.2(4)
N3 C8 C9 C11 0.1(3)
C7 C8 C9 C11 177.7(3)
N3 C8 C9 C10 178.6(2)
C7 C8 C9 C10 -3.8(5)
C8 C9 C10 O4 -1.0(5)
C11 C9 C10 O4 177.2(3)
C8 C9 C10 O3 179.1(3)
C11 C9 C10 O3 -2.6(4)
N3 N4 C11 C9 -0.3(3)
C8 C9 C11 N4 0.2(3)
C10 C9 C11 N4 -178.4(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139177889
