#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/94/2019494.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_2019494
loop_
_publ_author_name
'Yu, Cai-Xia'
'Zhao, Feng'
'Zhou, Min'
'Zhi, Dan-Feng'
'Liu, Lei-Lei'
_publ_section_title
;
 A three-dimensional ZnII coordination framework:
 poly[[μ₂-(E)-1,2-bis(pyridin-4-yl)ethene][μ₄-(E)-2,2'-(diazene-1,2-diyl)dibenzoato][μ₂-(E)-2,2'-(diazene-1,2-diyl)dibenzoato]dizinc(II)]
;
_journal_coeditor_code           YP3058
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              277
_journal_page_last               280
_journal_paper_doi               10.1107/S2053229614001077
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          '[Zn (C14 H8 N2 O4)2 (C12 H10 N2)]'
_chemical_formula_moiety         'C20 H13 N3 O4 Zn'
_chemical_formula_sum            'C20 H13 N3 O4 Zn'
_chemical_formula_weight         424.70
_chemical_name_systematic
Poly[[μ₂-(E)-1,2-bis(pyridin-4-yl)ethene][μ₄-(E)-2,2'-(diazene-1,2-diyl)dibenzoato][μ₂-(E)-2,2'-(diazene-1,2-diyl)dibenzoato]dizinc(II)]
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL2013
_cell_angle_alpha                93.81(3)
_cell_angle_beta                 105.48(3)
_cell_angle_gamma                114.03(3)
_cell_formula_units_Z            2
_cell_length_a                   8.1153(16)
_cell_length_b                   9.3797(19)
_cell_length_c                   13.350(3)
_cell_measurement_reflns_used    1231
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.78
_cell_measurement_theta_min      2.43
_cell_volume                     876.6(4)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics
;
XP (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999)
;
_computing_publication_material
;
SHELXL2013 (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXL2013 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS2013 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7799
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.392
_diffrn_reflns_theta_min         1.615
_exptl_absorpt_coefficient_mu    1.434
_exptl_absorpt_correction_T_max  0.806
_exptl_absorpt_correction_T_min  0.773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2003)'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.423
_refine_diff_density_min         -0.495
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4330
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0484
_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)+(0.0443P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.1109
_reflns_number_gt                2925
_reflns_number_total             4330
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            yp3058sup1.cf
_cod_data_source_block           I
_cod_database_code               2019494
_cod_database_fobs_code          2019494
#BEGIN Tags that were not found in dictionaries:
_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.
;
_shelx_estimated_absorpt_t_min   0.673
_shelx_estimated_absorpt_t_max   0.814
_shelxl_version_number           20.13
#END Tags that were not found in dictionaries
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
Zn Zn1 0.38309(5) 0.45236(5) 0.33718(3) 0.03066(13) Uani d 1
C C1 0.3888(4) 0.6644(3) 0.5065(3) 0.0272(7) Uani d 1
C C2 0.3073(4) 0.7622(4) 0.5506(2) 0.0275(7) Uani d 1
C C3 0.4283(5) 0.9177(4) 0.6029(3) 0.0410(9) Uani d 1
H H3 0.5590 0.9539 0.6179 0.049 Uiso calc 1
C C4 0.3601(6) 1.0208(4) 0.6334(3) 0.0487(10) Uani d 1
H H4 0.4444 1.1242 0.6699 0.058 Uiso calc 1
C C5 0.1661(5) 0.9692(4) 0.6093(3) 0.0424(9) Uani d 1
H H5 0.1191 1.0387 0.6279 0.051 Uiso calc 1
C C6 0.0421(5) 0.8145(4) 0.5576(3) 0.0375(8) Uani d 1
H H6 -0.0886 0.7803 0.5408 0.045 Uiso calc 1
C C7 0.1110(4) 0.7100(4) 0.5306(2) 0.0266(7) Uani d 1
C C8 0.6038(5) 0.5271(4) 0.2250(3) 0.0319(7) Uani d 1
C C9 0.7638(4) 0.6074(4) 0.1808(3) 0.0295(7) Uani d 1
C C10 0.9440(5) 0.7020(4) 0.2511(3) 0.0378(8) Uani d 1
H H10 0.9597 0.7287 0.3225 0.045 Uiso calc 1
C C11 1.1019(5) 0.7576(4) 0.2169(3) 0.0454(9) Uani d 1
H H11 1.2224 0.8207 0.2654 0.054 Uiso calc 1
C C12 1.0812(5) 0.7200(5) 0.1120(3) 0.0482(10) Uani d 1
H H12 1.1878 0.7565 0.0896 0.058 Uiso calc 1
C C13 0.9028(5) 0.6281(4) 0.0392(3) 0.0403(9) Uani d 1
H H13 0.8886 0.6020 -0.0320 0.048 Uiso calc 1
C C14 0.7439(4) 0.5748(4) 0.0737(3) 0.0301(7) Uani d 1
C C15 -0.0319(4) 0.3288(4) 0.2245(3) 0.0312(7) Uani d 1
H H15 -0.0138 0.4227 0.2638 0.037 Uiso calc 1
C C16 -0.2094(4) 0.2310(4) 0.1563(3) 0.0335(8) Uani d 1
H H16 -0.3077 0.2606 0.1488 0.040 Uiso calc 1
C C17 -0.2445(4) 0.0881(4) 0.0979(3) 0.0315(7) Uani d 1
C C18 -0.0903(5) 0.0506(4) 0.1155(3) 0.0362(8) Uani d 1
H H18 -0.1071 -0.0460 0.0809 0.043 Uiso calc 1
C C19 0.0861(5) 0.1564(4) 0.1839(3) 0.0339(8) Uani d 1
H H19 0.1871 0.1300 0.1930 0.041 Uiso calc 1
C C20 -0.4296(4) -0.0189(4) 0.0195(3) 0.0361(8) Uani d 1
H H20 -0.4493 -0.1217 -0.0047 0.043 Uiso calc 1
N N1 -0.0272(3) 0.5499(3) 0.4831(2) 0.0293(6) Uani d 1
N N2 0.5638(4) 0.4837(3) -0.0072(2) 0.0339(7) Uani d 1
N N3 0.1184(3) 0.2957(3) 0.2378(2) 0.0290(6) Uani d 1
O O1 0.3036(3) 0.5906(3) 0.41223(18) 0.0339(5) Uani d 1
O O2 0.5448(3) 0.6719(3) 0.56363(19) 0.0360(6) Uani d 1
O O3 0.5075(3) 0.3813(3) 0.1989(2) 0.0435(6) Uani d 1
O O4 0.5838(3) 0.6125(3) 0.2938(2) 0.0452(6) Uani 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'
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
_geom_angle_publ_flag
O2 Zn1 O4 2_666 . 118.20(10) yes
O2 Zn1 O1 2_666 . 107.12(10) yes
O4 Zn1 O1 . . 100.81(10) yes
O2 Zn1 N3 2_666 . 104.20(11) yes
O4 Zn1 N3 . . 125.34(11) yes
O1 Zn1 N3 . . 97.67(10) yes
O2 Zn1 C8 2_666 . 109.36(10) ?
O4 Zn1 C8 . . 29.08(10) ?
O1 Zn1 C8 . . 128.64(10) ?
N3 Zn1 C8 . . 106.88(11) ?
O1 C1 O2 . . 124.6(3) ?
O1 C1 C2 . . 117.1(3) ?
O2 C1 C2 . . 118.1(3) ?
C3 C2 C7 . . 117.9(3) ?
C3 C2 C1 . . 118.6(3) ?
C7 C2 C1 . . 123.1(3) ?
C2 C3 C4 . . 121.7(3) ?
C2 C3 H3 . . 119.1 ?
C4 C3 H3 . . 119.1 ?
C5 C4 C3 . . 119.5(3) ?
C5 C4 H4 . . 120.2 ?
C3 C4 H4 . . 120.2 ?
C4 C5 C6 . . 120.0(3) ?
C4 C5 H5 . . 120.0 ?
C6 C5 H5 . . 120.0 ?
C5 C6 C7 . . 120.4(3) ?
C5 C6 H6 . . 119.8 ?
C7 C6 H6 . . 119.8 ?
C6 C7 C2 . . 120.4(3) ?
C6 C7 N1 . . 116.4(3) ?
C2 C7 N1 . . 123.2(3) ?
O3 C8 O4 . . 122.8(3) ?
O3 C8 C9 . . 119.5(3) ?
O4 C8 C9 . . 117.5(3) ?
O3 C8 Zn1 . . 73.71(19) ?
O4 C8 Zn1 . . 49.10(16) ?
C9 C8 Zn1 . . 165.6(2) ?
C10 C9 C14 . . 118.2(3) ?
C10 C9 C8 . . 118.3(3) ?
C14 C9 C8 . . 123.0(3) ?
C9 C10 C11 . . 121.0(3) ?
C9 C10 H10 . . 119.5 ?
C11 C10 H10 . . 119.5 ?
C12 C11 C10 . . 120.2(3) ?
C12 C11 H11 . . 119.9 ?
C10 C11 H11 . . 119.9 ?
C11 C12 C13 . . 120.3(3) ?
C11 C12 H12 . . 119.9 ?
C13 C12 H12 . . 119.9 ?
C12 C13 C14 . . 119.3(3) ?
C12 C13 H13 . . 120.4 ?
C14 C13 H13 . . 120.4 ?
C9 C14 C13 . . 121.0(3) ?
C9 C14 N2 . . 123.3(3) ?
C13 C14 N2 . . 115.7(3) ?
N3 C15 C16 . . 123.1(3) ?
N3 C15 H15 . . 118.4 ?
C16 C15 H15 . . 118.4 ?
C15 C16 C17 . . 120.6(3) ?
C15 C16 H16 . . 119.7 ?
C17 C16 H16 . . 119.7 ?
C16 C17 C18 . . 116.2(3) ?
C16 C17 C20 . . 123.3(3) ?
C18 C17 C20 . . 120.5(3) ?
C19 C18 C17 . . 120.2(3) ?
C19 C18 H18 . . 119.9 ?
C17 C18 H18 . . 119.9 ?
N3 C19 C18 . . 122.8(3) ?
N3 C19 H19 . . 118.6 ?
C18 C19 H19 . . 118.6 ?
C20 C20 C17 2_455 . 125.3(4) ?
C20 C20 H20 2_455 . 117.4 ?
C17 C20 H20 . . 117.4 ?
N1 N1 C7 2_566 . 112.5(3) ?
N2 N2 C14 2_665 . 112.2(3) ?
C19 N3 C15 . . 117.1(3) ?
C19 N3 Zn1 . . 121.9(2) ?
C15 N3 Zn1 . . 121.0(2) ?
C1 O1 Zn1 . . 124.4(2) ?
C1 O2 Zn1 . 2_666 134.9(2) ?
C8 O4 Zn1 . . 101.8(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 O2 2_666 1.950(2) yes
Zn1 O4 . 1.968(3) yes
Zn1 O1 . 1.988(2) yes
Zn1 N3 . 2.046(3) yes
Zn1 C8 . 2.548(3) ?
C1 O1 . 1.254(4) ?
C1 O2 . 1.263(4) ?
C1 C2 . 1.502(4) ?
C2 C3 . 1.382(4) ?
C2 C7 . 1.403(4) ?
C3 C4 . 1.383(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.380(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.379(5) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.382(4) ?
C6 H6 . 0.9300 ?
C7 N1 . 1.428(4) ?
C8 O3 . 1.234(4) ?
C8 O4 . 1.265(4) ?
C8 C9 . 1.508(4) ?
C9 C10 . 1.381(4) ?
C9 C14 . 1.392(4) ?
C10 C11 . 1.387(5) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.370(5) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.380(5) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.396(4) ?
C13 H13 . 0.9300 ?
C14 N2 . 1.432(4) ?
C15 N3 . 1.347(4) ?
C15 C16 . 1.363(4) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.385(4) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.398(4) ?
C17 C20 . 1.468(4) ?
C18 C19 . 1.375(4) ?
C18 H18 . 0.9300 ?
C19 N3 . 1.338(4) ?
C19 H19 . 0.9300 ?
C20 C20 2_455 1.318(6) ?
C20 H20 . 0.9300 ?
N1 N1 2_566 1.250(5) ?
N2 N2 2_665 1.249(5) ?
O2 Zn1 2_666 1.950(2) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C16 H16 O3 1_455 0.93 2.41 3.289(4) 158.2
C4 H4 O4 2_676 0.93 2.60 3.320(4) 135.0
C15 H15 O1 . 0.93 2.57 3.134(4) 119.6
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_4
_geom_torsion
O1 C1 C2 C3 . -131.0(3)
O2 C1 C2 C3 . 43.6(4)
O1 C1 C2 C7 . 41.2(4)
O2 C1 C2 C7 . -144.1(3)
C7 C2 C3 C4 . -1.1(5)
C1 C2 C3 C4 . 171.5(3)
C2 C3 C4 C5 . -1.4(6)
C3 C4 C5 C6 . 1.7(6)
C4 C5 C6 C7 . 0.7(6)
C5 C6 C7 C2 . -3.3(5)
C5 C6 C7 N1 . 176.4(3)
C3 C2 C7 C6 . 3.5(5)
C1 C2 C7 C6 . -168.8(3)
C3 C2 C7 N1 . -176.2(3)
C1 C2 C7 N1 . 11.5(5)
O3 C8 C9 C10 . -125.1(4)
O4 C8 C9 C10 . 49.9(4)
Zn1 C8 C9 C10 . 29.9(11)
O3 C8 C9 C14 . 46.4(5)
O4 C8 C9 C14 . -138.6(3)
Zn1 C8 C9 C14 . -158.6(8)
C14 C9 C10 C11 . -2.6(5)
C8 C9 C10 C11 . 169.3(3)
C9 C10 C11 C12 . 0.3(6)
C10 C11 C12 C13 . 0.8(6)
C11 C12 C13 C14 . 0.4(6)
C10 C9 C14 C13 . 3.8(5)
C8 C9 C14 C13 . -167.7(3)
C10 C9 C14 N2 . -177.5(3)
C8 C9 C14 N2 . 11.0(5)
C12 C13 C14 C9 . -2.7(5)
C12 C13 C14 N2 . 178.5(3)
N3 C15 C16 C17 . 1.5(5)
C15 C16 C17 C18 . 1.4(5)
C15 C16 C17 C20 . -177.0(3)
C16 C17 C18 C19 . -2.9(5)
C20 C17 C18 C19 . 175.6(3)
C17 C18 C19 N3 . 1.5(5)
C16 C17 C20 C20 2_455 13.6(7)
C18 C17 C20 C20 2_455 -164.8(5)
C6 C7 N1 N1 2_566 -139.0(4)
C2 C7 N1 N1 2_566 40.6(5)
C9 C14 N2 N2 2_665 40.5(5)
C13 C14 N2 N2 2_665 -140.7(4)
C18 C19 N3 C15 . 1.4(5)
C18 C19 N3 Zn1 . -179.0(3)
C16 C15 N3 C19 . -3.0(5)
C16 C15 N3 Zn1 . 177.5(3)
O2 C1 O1 Zn1 . 6.2(4)
C2 C1 O1 Zn1 . -179.46(19)
O1 C1 O2 Zn1 2_666 -91.7(4)
C2 C1 O2 Zn1 2_666 94.1(3)
O3 C8 O4 Zn1 . 1.2(4)
C9 C8 O4 Zn1 . -173.6(2)
