#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:34:05 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301843 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/32/4513212.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_4513212
loop_
_publ_author_name
'Erer, Hakan'
'Yeşilel, Okan Zafer'
'Arıcı, Mürsel'
_publ_section_title
;
 A Series of Zinc(II) 3D → 3D Interpenetrated Coordination
 Polymers Based On Thiophene-2,5-dicarboxylate and Bis(Imidazole)
 Derivative Linkers
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3201
_journal_paper_doi               10.1021/acs.cgd.5b00276
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C20 H26 N4, H2 O'
_chemical_formula_sum            'C20 H28 N4 O'
_chemical_formula_weight         340.46
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2ac 2b'
_space_group_name_H-M_alt        'P b n a'
_symmetry_space_group_name_Hall  '-P 2ac 2b'
_symmetry_space_group_name_H-M   'P b n a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-01-22
_audit_creation_method
;
Olex2 1.2
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4855)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.686
_cell_length_b                   11.971
_cell_length_c                   14.314
_cell_measurement_reflns_used    8159
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.55
_cell_measurement_theta_min      2.25
_cell_volume                     2002.430
_computing_cell_refinement       'APEX2 v2012.10-0 (Bruker AXS)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Bruker APEX II QUAZAR three-circle diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer QUAZAR mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13413
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.25
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.129
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.336
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.101
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         1764
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0927
_refine_ls_R_factor_gt           0.0856
_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)+(0.0000P)²+9.2382P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1893
_refine_ls_wR_factor_ref         0.1923
_reflns_number_gt                1554
_reflns_number_total             1764
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b00276_si_002.cif
_cod_data_source_block           7_pbisopix
_cod_depositor_comments
'Adding full bibliography for 4513206--4513212.cif.'
_cod_original_cell_volume        2002.4
_cod_database_code               4513212
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x, -y+1/2, -z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x-1/2, y, -z-1/2'
7 '-x, y-1/2, z'
8 '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_calc_flag
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
N2 N 0.0138(3) 0.2165(3) 0.69099(19) 0.0324(8) Uani 1 d 1 . . .
N1 N 0.1279(3) 0.2210(3) 0.8142(2) 0.0376(8) Uani 1 d 1 . . .
C8 C -0.0334(3) 0.0855(3) 0.5610(2) 0.0310(9) Uani 1 d 1 . . .
C10 C -0.1116(3) 0.0391(4) 0.4991(3) 0.0342(9) Uani 1 d 1 . . .
C1 C 0.1585(4) 0.3038(4) 0.7523(3) 0.0407(10) Uani 1 d 1 . . .
C3 C 0.0408(3) 0.1688(3) 0.7746(2) 0.0328(9) Uani 1 d 1 . . .
C7 C -0.0736(4) 0.1800(4) 0.6244(3) 0.0365(10) Uani 1 d 1 . . .
C9 C 0.0782(3) 0.0465(4) 0.5608(3) 0.0339(9) Uani 1 d 1 . . .
C4 C -0.0204(4) 0.0718(4) 0.8150(3) 0.0455(11) Uani 1 d 1 . . .
C2 C 0.0901(4) 0.3020(4) 0.6761(3) 0.0386(10) Uani 1 d 1 . . .
C5 C 0.0622(5) -0.0127(4) 0.8546(4) 0.0759(18) Uani 1 d 1 . . .
H5A H 0.0203 -0.0747 0.8798 0.114 Uiso 1 calc 1 GR . .
H5B H 0.1068 0.0215 0.9032 0.114 Uiso 1 calc 1 GR . .
H5C H 0.1122 -0.0386 0.8059 0.114 Uiso 1 calc 1 GR . .
C6 C -0.1047(5) 0.1097(6) 0.8891(5) 0.094(2) Uani 1 d 1 . . .
H6A H -0.1542 0.1659 0.8634 0.141 Uiso 1 calc 1 GR . .
H6B H -0.0637 0.1401 0.9413 0.141 Uiso 1 calc 1 GR . .
H6C H -0.1497 0.0471 0.9094 0.141 Uiso 1 calc 1 GR . .
H9 H 0.131(3) 0.074(3) 0.602(3) 0.034(11) Uiso 1 d 1 . . .
H7A H -0.141(4) 0.151(4) 0.659(3) 0.057(14) Uiso 1 d 1 . . .
H2 H 0.089(3) 0.353(3) 0.620(3) 0.031(10) Uiso 1 d 1 . . .
H7B H -0.096(4) 0.249(4) 0.585(3) 0.062(14) Uiso 1 d 1 . . .
H10 H -0.193(4) 0.069(4) 0.502(3) 0.047(12) Uiso 1 d 1 . . .
H1 H 0.223(4) 0.353(4) 0.768(3) 0.045(12) Uiso 1 d 1 . . .
H4 H -0.066(4) 0.043(4) 0.766(4) 0.066(15) Uiso 1 d 1 . . .
O1 O 0.2104(4) 0.2500 1.0000 0.0678(18) Uani 1 d 2 S T P
H1A H 0.167(5) 0.234(5) 0.951(4) 0.09(2) Uiso 1 d 1 . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C3 N2 C7 127.5(3) . .
C3 N2 C2 107.3(3) . .
C2 N2 C7 125.0(3) . .
C3 N1 C1 105.4(3) . .
C10 C8 C7 118.2(3) . .
C9 C8 C10 119.0(4) . .
C9 C8 C7 122.8(3) . .
C8 C10 C9 120.2(4) . 5_556
C8 C10 H10 117(3) . .
C9 C10 H10 123(3) 5_556 .
N1 C1 H1 119(2) . .
C2 C1 N1 110.7(4) . .
C2 C1 H1 130(3) . .
N2 C3 C4 124.0(3) . .
N1 C3 N2 110.9(3) . .
N1 C3 C4 125.1(3) . .
N2 C7 C8 113.2(3) . .
N2 C7 H7A 110(3) . .
N2 C7 H7B 107(3) . .
C8 C7 H7A 106(3) . .
C8 C7 H7B 110(3) . .
H7A C7 H7B 110(4) . .
C8 C9 C10 120.8(4) . 5_556
C8 C9 H9 121(2) . .
C10 C9 H9 118(2) 5_556 .
C3 C4 C5 111.3(4) . .
C3 C4 C6 110.6(4) . .
C3 C4 H4 106(3) . .
C5 C4 C6 110.8(4) . .
C5 C4 H4 113(3) . .
C6 C4 H4 105(3) . .
N2 C2 H2 124(2) . .
C1 C2 N2 105.7(4) . .
C1 C2 H2 130(2) . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5B 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C4 C6 H6A 109.5 . .
C4 C6 H6B 109.5 . .
C4 C6 H6C 109.5 . .
H6A C6 H6B 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N2 C3 1.363(5) .
N2 C7 1.464(5) .
N2 C2 1.374(5) .
N1 C1 1.376(5) .
N1 C3 1.322(5) .
C8 C10 1.388(5) .
C8 C7 1.525(6) .
C8 C9 1.385(5) .
C10 C9 1.392(6) 5_556
C10 H10 1.01(4) .
C1 C2 1.353(6) .
C1 H1 0.99(4) .
C3 C4 1.482(6) .
C7 H7A 0.99(5) .
C7 H7B 1.03(5) .
C9 C10 1.392(6) 5_556
C9 H9 0.92(4) .
C4 C5 1.508(7) .
C4 C6 1.517(7) .
C4 H4 0.95(5) .
C2 H2 1.01(4) .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
O1 H1A 0.89(5) .
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
O1 H1A N1 0.89(5) 2.01(5) 2.850(3) 157(5)
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 C3 C4 C5 136.0(5) .
N2 C3 C4 C6 -100.5(5) .
N1 C1 C2 N2 0.5(5) .
N1 C3 C4 C5 -44.4(6) .
N1 C3 C4 C6 79.2(6) .
C10 C8 C7 N2 175.8(3) .
C10 C8 C9 C10 -1.1(7) 5_556
C1 N1 C3 N2 -1.1(4) .
C1 N1 C3 C4 179.2(4) .
C3 N2 C7 C8 -82.2(5) .
C3 N2 C2 C1 -1.2(5) .
C3 N1 C1 C2 0.3(5) .
C7 N2 C3 N1 177.1(4) .
C7 N2 C3 C4 -3.2(6) .
C7 N2 C2 C1 -176.9(4) .
C7 C8 C10 C9 179.3(4) 5_556
C7 C8 C9 C10 -179.2(4) 5_556
C9 C8 C10 C9 1.1(7) 5_556
C9 C8 C7 N2 -6.0(6) .
C2 N2 C3 N1 1.5(4) .
C2 N2 C3 C4 -178.8(4) .
C2 N2 C7 C8 92.7(5) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139148057
