#------------------------------------------------------------------------------
#$Date: 2018-01-26 10:40:29 +0200 (Fri, 26 Jan 2018) $
#$Revision: 205728 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/23/2242348.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2242348
loop_
_publ_author_name
'Sukhikh, Taisiya S.'
'Semitut, Evgeny Yu.'
'Potapov, Andrei S.'
_publ_section_title
;
 Crystal structure of a Zn complex with terephthalate and
 1,6-bis(1,2,4-triazol-1-yl)hexane
;
_journal_coeditor_code           EB2003
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              6
_journal_page_last               9
_journal_paper_doi               10.1107/S2056989017017224
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          '[Zn (C8 H4 O4) (C10 H16 N6)], C3 H7 N O'
_chemical_formula_moiety         'C18 H20 N6 O4 Zn, C3 H7 N O'
_chemical_formula_sum            'C21 H27 N7 O5 Zn'
_chemical_formula_weight         522.86
_chemical_name_systematic
'Poly[[(μ₂-benzene-1,4-dicarboxylato)[μ₂-1,6-bis(1,2,4-triazol-1-yl)hexane]zinc] dimethylformamide monosolvate]'
_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
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                101.438(2)
_cell_angle_beta                 101.015(2)
_cell_angle_gamma                109.073(2)
_cell_formula_units_Z            2
_cell_length_a                   9.7803(6)
_cell_length_b                   10.4481(5)
_cell_length_c                   13.3708(8)
_cell_measurement_reflns_used    2516
_cell_measurement_temperature    298
_cell_measurement_theta_max      22.38
_cell_measurement_theta_min      2.29
_cell_volume                     1216.41(12)
_computing_cell_refinement
;
SAINT (Bruker, 2012)
;
_computing_data_collection
;
APEX2 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      298.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12157
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.149
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.055
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6651
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2012)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_description       plate
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.597
_refine_diff_density_min         -0.334
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         4293
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.0805
_refine_ls_R_factor_gt           0.0467
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0620P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1045
_refine_ls_wR_factor_ref         0.1180
_reflns_number_gt                2999
_reflns_number_total             4293
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            eb2003sup1.cif
_cod_data_source_block           I
_cod_database_code               2242348
_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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.55113(4) 0.42735(4) 0.19802(3) 0.04413(17) Uani d 1 . .
O O21 0.6685(3) 0.4028(3) 0.0983(2) 0.0588(7) Uani d 1 . .
O O22 0.8610(3) 0.5441(3) 0.2351(2) 0.0751(9) Uani d 1 . .
O O31 0.3399(3) 0.3182(3) 0.1154(3) 0.0745(9) Uani d 1 . .
O O32 0.3836(4) 0.1533(3) 0.1758(3) 0.0911(11) Uani d 1 . .
N N111 0.6118(3) 0.4320(3) 0.3513(2) 0.0476(7) Uani d 1 . .
N N113 0.6160(4) 0.3855(4) 0.5075(3) 0.0749(11) Uani d 1 . .
N N114 0.7283(4) 0.5081(3) 0.5193(3) 0.0586(9) Uani d 1 . .
N N121 1.4483(3) 1.3736(3) 0.7898(2) 0.0464(7) Uani d 1 . .
N N123 1.4969(4) 1.1793(4) 0.7385(3) 0.0701(10) Uani d 1 . .
N N124 1.4569(3) 1.1841(3) 0.8295(3) 0.0504(8) Uani d 1 . .
C C23 0.8065(4) 0.4779(4) 0.1401(3) 0.0486(9) Uani d 1 . .
C C24 0.9064(4) 0.4885(3) 0.0678(3) 0.0436(9) Uani d 1 . .
C C25 1.0606(4) 0.5593(4) 0.1062(3) 0.0654(12) Uani d 1 . .
H H25 1.1032 0.6004 0.1788 0.078 Uiso calc 1 . .
C C26 1.1517(4) 0.5703(4) 0.0403(3) 0.0637(11) Uani d 1 . .
H H26 1.2551 0.6186 0.0688 0.076 Uiso calc 1 . .
C C33 0.3002(4) 0.1957(4) 0.1235(3) 0.0540(10) Uani d 1 . .
C C34 0.1434(4) 0.0945(4) 0.0602(3) 0.0473(9) Uani d 1 . .
C C35 0.0949(4) -0.0457(4) 0.0597(3) 0.0544(10) Uani d 1 . .
H H35 0.1584 -0.0773 0.1002 0.065 Uiso calc 1 . .
C C36 -0.0471(4) -0.1389(4) -0.0003(3) 0.0547(10) Uani d 1 . .
H H36 -0.0781 -0.2331 -0.0003 0.066 Uiso calc 1 . .
C C112 0.5502(5) 0.3442(4) 0.4054(4) 0.0674(12) Uani d 1 . .
H H112 0.4670 0.2605 0.3729 0.081 Uiso calc 1 . .
C C115 0.7231(5) 0.5337(4) 0.4267(3) 0.0596(11) Uani d 1 . .
H H115 0.7894 0.6132 0.4158 0.071 Uiso calc 1 . .
C C122 1.4891(5) 1.2946(4) 0.7177(3) 0.0658(12) Uani d 1 . .
H H122 1.5100 1.3199 0.6577 0.079 Uiso calc 1 . .
C C125 1.4289(4) 1.2994(4) 0.8595(3) 0.0496(9) Uani d 1 . .
H H125 1.3999 1.3247 0.9204 0.060 Uiso calc 1 . .
C C131 0.8254(6) 0.5943(5) 0.6262(3) 0.0807(14) Uani d 1 . .
H H13A 0.8279 0.5326 0.6714 0.097 Uiso calc 1 . .
H H13B 0.7810 0.6584 0.6554 0.097 Uiso calc 1 . .
C C132 0.9823(5) 0.6778(4) 0.6292(3) 0.0662(12) Uani d 1 . .
H H13C 0.9812 0.7343 0.5797 0.079 Uiso calc 1 . .
H H13D 1.0317 0.6146 0.6076 0.079 Uiso calc 1 . .
C C133 1.0684(5) 0.7730(4) 0.7397(3) 0.0656(12) Uani d 1 . .
H H13E 1.0744 0.7146 0.7871 0.079 Uiso calc 1 . .
H H13F 1.0118 0.8284 0.7629 0.079 Uiso calc 1 . .
C C134 1.2262(5) 0.8728(4) 0.7510(3) 0.0628(11) Uani d 1 . .
H H13G 1.2858 0.8186 0.7319 0.075 Uiso calc 1 . .
H H13H 1.2222 0.9302 0.7025 0.075 Uiso calc 1 . .
C C135 1.3004(5) 0.9675(4) 0.8631(3) 0.0636(12) Uani d 1 . .
H H13I 1.2358 1.0160 0.8823 0.076 Uiso calc 1 . .
H H13J 1.3056 0.9083 0.9100 0.076 Uiso calc 1 . .
C C136 1.4545(5) 1.0756(4) 0.8842(3) 0.0654(12) Uani d 1 . .
H H13K 1.4953 1.1204 0.9600 0.078 Uiso calc 1 . .
H H13L 1.5191 1.0290 0.8617 0.078 Uiso calc 1 . .
O O1S 1.2093(8) 1.1555(6) 0.4821(6) 0.225(4) Uani d 1 A 1
N N3S 1.1710(7) 0.9340(5) 0.4102(4) 0.1045(16) Uani d 1 A 1
C C2S 1.2272(11) 1.0486(9) 0.4748(8) 0.179(4) Uani d 1 A 1
H H2S 1.3017 1.0532 0.5318 0.215 Uiso calc 1 A 1
C C4S 1.1971(10) 0.8107(8) 0.4102(7) 0.175(4) Uani d 1 A 1
H H4SA 1.2829 0.8303 0.4680 0.263 Uiso calc 1 A 1
H H4SB 1.2159 0.7757 0.3443 0.263 Uiso calc 1 A 1
H H4SC 1.1104 0.7411 0.4181 0.263 Uiso calc 1 A 1
C C5S 1.0403(15) 0.9099(11) 0.3279(8) 0.261(7) Uani d 1 A 1
H H5SA 0.9604 0.9146 0.3586 0.392 Uiso calc 1 A 1
H H5SB 1.0094 0.8183 0.2790 0.392 Uiso calc 1 A 1
H H5SC 1.0637 0.9807 0.2909 0.392 Uiso calc 1 A 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O21 Zn1 O31 . . 105.00(12)
O21 Zn1 N111 . . 124.42(12)
O21 Zn1 N121 . 2_776 104.47(12)
O31 Zn1 N111 . . 118.44(13)
O31 Zn1 N121 . 2_776 98.53(12)
N111 Zn1 N121 . 2_776 101.66(12)
C23 O21 Zn1 . . 110.9(2)
C33 O31 Zn1 . . 110.0(3)
C112 N111 Zn1 . . 131.6(3)
C115 N111 Zn1 . . 126.1(3)
C115 N111 C112 . . 102.1(3)
C112 N113 N114 . . 102.6(3)
N113 N114 C131 . . 119.8(3)
C115 N114 N113 . . 109.4(3)
C115 N114 C131 . . 130.7(4)
C122 N121 Zn1 . 2_776 128.6(3)
C125 N121 Zn1 . 2_776 128.2(3)
C125 N121 C122 . . 102.5(3)
C122 N123 N124 . . 102.6(3)
N123 N124 C136 . . 121.4(3)
C125 N124 N123 . . 110.2(3)
C125 N124 C136 . . 128.4(4)
O21 C23 C24 . . 116.7(3)
O22 C23 O21 . . 123.9(4)
O22 C23 C24 . . 119.4(3)
C25 C24 C23 . . 121.5(4)
C26 C24 C23 2_765 . 121.3(3)
C26 C24 C25 2_765 . 117.1(3)
C24 C25 H25 . . 119.2
C26 C25 C24 . . 121.7(4)
C26 C25 H25 . . 119.2
C24 C26 H26 2_765 . 119.4
C25 C26 C24 . 2_765 121.2(4)
C25 C26 H26 . . 119.4
O31 C33 C34 . . 117.3(4)
O32 C33 O31 . . 123.2(4)
O32 C33 C34 . . 119.4(4)
C35 C34 C33 . . 120.5(3)
C36 C34 C33 2 . 120.8(3)
C36 C34 C35 2 . 118.7(3)
C34 C35 H35 . . 119.8
C36 C35 C34 . . 120.4(3)
C36 C35 H35 . . 119.8
C34 C36 C35 2 . 120.8(3)
C34 C36 H36 2 . 119.6
C35 C36 H36 . . 119.6
N111 C112 H112 . . 122.6
N113 C112 N111 . . 114.8(4)
N113 C112 H112 . . 122.6
N111 C115 H115 . . 124.4
N114 C115 N111 . . 111.1(4)
N114 C115 H115 . . 124.4
N121 C122 H122 . . 122.6
N123 C122 N121 . . 114.8(4)
N123 C122 H122 . . 122.6
N121 C125 H125 . . 125.0
N124 C125 N121 . . 110.0(4)
N124 C125 H125 . . 125.0
N114 C131 H13A . . 108.7
N114 C131 H13B . . 108.7
N114 C131 C132 . . 114.2(4)
H13A C131 H13B . . 107.6
C132 C131 H13A . . 108.7
C132 C131 H13B . . 108.7
C131 C132 H13C . . 109.6
C131 C132 H13D . . 109.6
C131 C132 C133 . . 110.3(4)
H13C C132 H13D . . 108.1
C133 C132 H13C . . 109.6
C133 C132 H13D . . 109.6
C132 C133 H13E . . 108.5
C132 C133 H13F . . 108.5
C132 C133 C134 . . 115.3(4)
H13E C133 H13F . . 107.5
C134 C133 H13E . . 108.5
C134 C133 H13F . . 108.5
C133 C134 H13G . . 109.4
C133 C134 H13H . . 109.4
H13G C134 H13H . . 108.0
C135 C134 C133 . . 111.3(4)
C135 C134 H13G . . 109.4
C135 C134 H13H . . 109.4
C134 C135 H13I . . 108.1
C134 C135 H13J . . 108.1
H13I C135 H13J . . 107.3
C136 C135 C134 . . 116.8(4)
C136 C135 H13I . . 108.1
C136 C135 H13J . . 108.1
N124 C136 C135 . . 113.0(3)
N124 C136 H13K . . 109.0
N124 C136 H13L . . 109.0
C135 C136 H13K . . 109.0
C135 C136 H13L . . 109.0
H13K C136 H13L . . 107.8
C2S N3S C4S . . 130.5(8)
C2S N3S C5S . . 116.7(7)
C4S N3S C5S . . 112.0(6)
O1S C2S N3S . . 134.7(10)
O1S C2S H2S . . 112.7
N3S C2S H2S . . 112.7
N3S C4S H4SA . . 109.5
N3S C4S H4SB . . 109.5
N3S C4S H4SC . . 109.5
H4SA C4S H4SB . . 109.5
H4SA C4S H4SC . . 109.5
H4SB C4S H4SC . . 109.5
N3S C5S H5SA . . 109.5
N3S C5S H5SB . . 109.5
N3S C5S H5SC . . 109.5
H5SA C5S H5SB . . 109.5
H5SA C5S H5SC . . 109.5
H5SB C5S H5SC . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Zn1 O21 . 1.950(3)
Zn1 O31 . 1.969(3)
Zn1 N111 . 2.008(3)
Zn1 N121 2_776 2.052(3)
O21 C23 . 1.263(4)
O22 C23 . 1.236(4)
O31 C33 . 1.244(5)
O32 C33 . 1.222(5)
N111 C112 . 1.340(5)
N111 C115 . 1.315(5)
N113 N114 . 1.344(4)
N113 C112 . 1.309(5)
N114 C115 . 1.314(5)
N114 C131 . 1.472(5)
N121 Zn1 2_776 2.052(3)
N121 C122 . 1.348(5)
N121 C125 . 1.327(5)
N123 N124 . 1.343(4)
N123 C122 . 1.311(5)
N124 C125 . 1.324(4)
N124 C136 . 1.462(5)
C23 C24 . 1.495(5)
C24 C25 . 1.382(5)
C24 C26 2_765 1.376(5)
C25 H25 . 0.9300
C25 C26 . 1.363(5)
C26 C24 2_765 1.376(5)
C26 H26 . 0.9300
C33 C34 . 1.508(5)
C34 C35 . 1.383(5)
C34 C36 2 1.374(5)
C35 H35 . 0.9300
C35 C36 . 1.379(5)
C36 C34 2 1.374(5)
C36 H36 . 0.9300
C112 H112 . 0.9300
C115 H115 . 0.9300
C122 H122 . 0.9300
C125 H125 . 0.9300
C131 H13A . 0.9700
C131 H13B . 0.9700
C131 C132 . 1.485(6)
C132 H13C . 0.9700
C132 H13D . 0.9700
C132 C133 . 1.509(5)
C133 H13E . 0.9700
C133 H13F . 0.9700
C133 C134 . 1.513(6)
C134 H13G . 0.9700
C134 H13H . 0.9700
C134 C135 . 1.510(5)
C135 H13I . 0.9700
C135 H13J . 0.9700
C135 C136 . 1.492(6)
C136 H13K . 0.9700
C136 H13L . 0.9700
O1S C2S . 1.174(8)
N3S C2S . 1.208(9)
N3S C4S . 1.393(8)
N3S C5S . 1.432(10)
C2S H2S . 0.9300
C4S H4SA . 0.9600
C4S H4SB . 0.9600
C4S H4SC . 0.9600
C5S H5SA . 0.9600
C5S H5SB . 0.9600
C5S H5SC . 0.9600
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C36 H36 Cg 1_665 1_665 0.93 3.07 3.95 148.7
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
Zn1 O21 C23 O22 . . 8.3(5)
Zn1 O21 C23 C24 . . -170.1(2)
Zn1 O31 C33 O32 . . -0.1(5)
Zn1 O31 C33 C34 . . -176.8(3)
Zn1 N111 C112 N113 . . -176.0(3)
Zn1 N111 C115 N114 . . 176.7(3)
Zn1 N121 C122 N123 2_776 . 170.8(3)
Zn1 N121 C125 N124 2_776 . -171.3(2)
O21 C23 C24 C25 . . -175.2(3)
O21 C23 C24 C26 . 2_765 5.7(5)
O22 C23 C24 C25 . . 6.4(5)
O22 C23 C24 C26 . 2_765 -172.7(4)
O31 C33 C34 C35 . . 175.8(4)
O31 C33 C34 C36 . 2 -3.0(6)
O32 C33 C34 C35 . . -1.0(6)
O32 C33 C34 C36 . 2 -179.8(4)
N113 N114 C115 N111 . . -0.6(5)
N113 N114 C131 C132 . . 149.1(4)
N114 N113 C112 N111 . . -0.4(5)
N114 C131 C132 C133 . . 174.5(4)
N123 N124 C125 N121 . . 0.4(4)
N123 N124 C136 C135 . . -99.8(5)
N124 N123 C122 N121 . . 0.7(5)
C23 C24 C25 C26 . . -179.3(4)
C24 C25 C26 C24 . 2_765 0.1(7)
C26 C24 C25 C26 2_765 . -0.1(7)
C33 C34 C35 C36 . . -178.3(4)
C34 C35 C36 C34 . 2 -0.5(7)
C36 C34 C35 C36 2 . 0.5(7)
C112 N111 C115 N114 . . 0.3(5)
C112 N113 N114 C115 . . 0.6(5)
C112 N113 N114 C131 . . 176.1(4)
C115 N111 C112 N113 . . 0.0(5)
C115 N114 C131 C132 . . -36.4(7)
C122 N121 C125 N124 . . 0.1(4)
C122 N123 N124 C125 . . -0.6(4)
C122 N123 N124 C136 . . -178.1(3)
C125 N121 C122 N123 . . -0.5(5)
C125 N124 C136 C135 . . 83.2(5)
C131 N114 C115 N111 . . -175.5(4)
C131 C132 C133 C134 . . -175.0(4)
C132 C133 C134 C135 . . 177.6(3)
C133 C134 C135 C136 . . -177.4(3)
C134 C135 C136 N124 . . 66.5(5)
C136 N124 C125 N121 . . 177.7(3)
C4S N3S C2S O1S . . -177.8(11)
C5S N3S C2S O1S . . -9.0(19)

_cod_database_fobs_code 2242348
