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#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/69/1516937.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_1516937
loop_
_publ_author_name
'Wang, Yan'
'Liu, Zhiqing'
'Zhou, Juhong'
'Wang, Tao'
'Wang, Suna'
'Liu, Guangxiang'
'Wang, Xiaoxiao'
'Gao, Ya'
'Xu, Jing'
_publ_section_title
;
 A series of transition coordination polymers assembled by asymmetric
 dicarboxylic acid and flexible bridging ligand: Structural diversities,
 topologies and properties
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              169
_journal_page_last               178
_journal_volume                  400
_journal_year                    2013
_chemical_formula_sum            'C15 H14 N3 O5 Zn'
_chemical_formula_weight         381.66
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 106.8170(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   28.218(2)
_cell_length_b                   10.8849(11)
_cell_length_c                   10.7915(9)
_cell_measurement_reflns_used    3017
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.498
_cell_measurement_theta_min      2.936
_cell_volume                     3172.9(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Smart Apex CCD'
_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  0.0580
_diffrn_reflns_av_sigmaI/netI    0.0468
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8071
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.66
_exptl_absorpt_coefficient_mu    1.579
_exptl_absorpt_correction_T_max  0.8581
_exptl_absorpt_correction_T_min  0.7430
_exptl_absorpt_process_details   'SADABS, Bruker (2001)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1560
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         2789
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.972
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0299
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0313P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0663
_refine_ls_wR_factor_ref         0.0723
_reflns_number_gt                2140
_reflns_number_total             2789
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2013-400-169-178-1.cif
_cod_data_source_block           1
_cod_original_cell_volume        3172.8(5)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1516937
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn1 Zn 0.417288(10) 0.41761(3) 0.67038(3) 0.03578(12) Uani 1 1 d .
N1 N 0.28060(8) 0.4103(2) 0.7337(2) 0.0546(7) Uani 1 1 d .
N2 N 0.26856(9) 0.3292(3) 0.6339(2) 0.0695(8) Uani 1 1 d .
N3 N 0.34674(7) 0.3922(2) 0.67218(18) 0.0414(5) Uani 1 1 d .
O1 O 0.42938(7) 0.58765(16) 0.73289(18) 0.0515(5) Uani 1 1 d .
O2 O 0.40346(7) 0.61013(17) 0.52292(17) 0.0544(5) Uani 1 1 d .
O3 O 0.45358(6) 0.33733(17) 0.56803(15) 0.0454(5) Uani 1 1 d .
O4 O 0.38283(7) 0.28314(17) 0.42617(16) 0.0461(5) Uani 1 1 d .
O5 O 0.44782(9) 0.32854(19) 0.83988(18) 0.0466(5) Uani 1 1 d .
C1 C 0.41417(9) 0.2097(2) 0.1526(2) 0.0379(6) Uani 1 1 d .
C2 C 0.43388(9) 0.1504(2) 0.2717(2) 0.0411(6) Uani 1 1 d .
C3 C 0.42943(12) 0.0229(3) 0.2757(3) 0.0629(9) Uani 1 1 d .
H3 H 0.4434 -0.0180 0.3534 0.076 Uiso 1 1 calc R
C4 C 0.40491(15) -0.0442(3) 0.1680(3) 0.0794(11) Uani 1 1 d .
H4 H 0.4017 -0.1288 0.1744 0.095 Uiso 1 1 calc R
C5 C 0.38523(14) 0.0129(3) 0.0516(3) 0.0719(10) Uani 1 1 d .
H5 H 0.3686 -0.0322 -0.0212 0.086 Uiso 1 1 calc R
C6 C 0.39032(11) 0.1380(3) 0.0437(3) 0.0543(8) Uani 1 1 d .
H6 H 0.3776 0.1766 -0.0360 0.065 Uiso 1 1 calc R
C7 C 0.41598(9) 0.6555(3) 0.6340(3) 0.0410(7) Uani 1 1 d .
C8 C 0.46025(10) 0.2157(3) 0.3945(2) 0.0455(7) Uani 1 1 d .
H8A H 0.4829 0.2746 0.3751 0.055 Uiso 1 1 calc R
H8B H 0.4800 0.1559 0.4541 0.055 Uiso 1 1 calc R
C9 C 0.42787(10) 0.2834(2) 0.4632(2) 0.0367(6) Uani 1 1 d .
C10 C 0.28423(12) 0.3408(4) 1.0220(3) 0.0790(11) Uani 1 1 d .
H10 H 0.3080 0.4026 1.0378 0.095 Uiso 1 1 calc R
C11 C 0.24700(10) 0.3408(3) 0.9064(3) 0.0592(9) Uani 1 1 d .
C12 C 0.21273(11) 0.2482(4) 0.8852(3) 0.0734(11) Uani 1 1 d .
H12 H 0.1873 0.2454 0.8079 0.088 Uiso 1 1 calc R
C13 C 0.24548(11) 0.4374(3) 0.8072(3) 0.0692(10) Uani 1 1 d .
H13A H 0.2123 0.4425 0.7483 0.083 Uiso 1 1 calc R
H13B H 0.2535 0.5164 0.8497 0.083 Uiso 1 1 calc R
C14 C 0.32705(9) 0.4463(3) 0.7556(2) 0.0466(7) Uani 1 1 d .
H14 H 0.3434 0.5013 0.8198 0.056 Uiso 1 1 calc R
C15 C 0.30933(10) 0.3213(3) 0.5999(3) 0.0561(8) Uani 1 1 d .
H15 H 0.3124 0.2717 0.5325 0.067 Uiso 1 1 calc R
H5A H 0.4783(11) 0.329(3) 0.868(3) 0.064(11) Uiso 1 1 d .
H5B H 0.4347(10) 0.343(3) 0.897(3) 0.058(10) Uiso 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
O3 Zn1 O1 123.88(8) . .
O3 Zn1 N3 129.47(8) . .
O1 Zn1 N3 101.53(8) . .
O3 Zn1 O5 98.23(8) . .
O1 Zn1 O5 98.87(8) . .
N3 Zn1 O5 95.08(9) . .
C14 N1 N2 110.1(2) . .
C14 N1 C13 129.2(2) . .
N2 N1 C13 120.5(2) . .
C15 N2 N1 103.1(2) . .
C14 N3 C15 103.5(2) . .
C14 N3 Zn1 123.70(18) . .
C15 N3 Zn1 132.74(18) . .
C7 O1 Zn1 106.32(17) . .
C9 O3 Zn1 116.85(16) . .
Zn1 O5 H5A 117(2) . .
Zn1 O5 H5B 115(2) . .
H5A O5 H5B 112(3) . .
C2 C1 C6 118.5(3) . .
C2 C1 C7 124.0(2) . 6_565
C6 C1 C7 117.5(2) . 6_565
C3 C2 C1 118.1(2) . .
C3 C2 C8 118.1(2) . .
C1 C2 C8 123.9(2) . .
C4 C3 C2 121.9(3) . .
C4 C3 H3 119.0 . .
C2 C3 H3 119.0 . .
C5 C4 C3 120.4(3) . .
C5 C4 H4 119.8 . .
C3 C4 H4 119.8 . .
C4 C5 C6 119.0(3) . .
C4 C5 H5 120.5 . .
C6 C5 H5 120.5 . .
C5 C6 C1 122.0(3) . .
C5 C6 H6 119.0 . .
C1 C6 H6 119.0 . .
O2 C7 O1 120.8(3) . .
O2 C7 C1 120.7(2) . 6_566
O1 C7 C1 118.5(2) . 6_566
C2 C8 C9 116.5(2) . .
C2 C8 H8A 108.2 . .
C9 C8 H8A 108.2 . .
C2 C8 H8B 108.2 . .
C9 C8 H8B 108.2 . .
H8A C8 H8B 107.3 . .
O4 C9 O3 123.8(2) . .
O4 C9 C8 123.7(2) . .
O3 C9 C8 112.4(2) . .
C12 C10 C11 121.9(3) 7_557 .
C12 C10 H10 119.1 7_557 .
C11 C10 H10 119.1 . .
C12 C11 C10 117.9(3) . .
C12 C11 C13 121.8(3) . .
C10 C11 C13 120.3(3) . .
C11 C12 C10 120.2(3) . 7_557
C11 C12 H12 119.9 . .
C10 C12 H12 119.9 7_557 .
N1 C13 C11 111.2(3) . .
N1 C13 H13A 109.4 . .
C11 C13 H13A 109.4 . .
N1 C13 H13B 109.4 . .
C11 C13 H13B 109.4 . .
H13A C13 H13B 108.0 . .
N1 C14 N3 109.6(2) . .
N1 C14 H14 125.2 . .
N3 C14 H14 125.2 . .
N2 C15 N3 113.7(3) . .
N2 C15 H15 123.1 . .
N3 C15 H15 123.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O3 1.9200(16) .
Zn1 O1 1.9657(18) .
Zn1 N3 2.015(2) .
Zn1 O5 2.0288(19) .
N1 C14 1.322(3) .
N1 N2 1.356(3) .
N1 C13 1.468(3) .
N2 C15 1.308(3) .
N3 C14 1.326(3) .
N3 C15 1.357(3) .
O1 C7 1.263(3) .
O2 C7 1.249(3) .
O3 C9 1.294(3) .
O4 C9 1.217(3) .
O5 H5A 0.83(3) .
O5 H5B 0.82(3) .
C1 C2 1.401(3) .
C1 C6 1.409(3) .
C1 C7 1.484(4) 6_565
C2 C3 1.396(4) .
C2 C8 1.498(3) .
C3 C4 1.378(4) .
C3 H3 0.9300 .
C4 C5 1.367(4) .
C4 H4 0.9300 .
C5 C6 1.375(4) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 C1 1.484(4) 6_566
C8 C9 1.523(3) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C10 C12 1.378(5) 7_557
C10 C11 1.379(4) .
C10 H10 0.9300 .
C11 C12 1.369(4) .
C11 C13 1.493(5) .
C12 C10 1.378(5) 7_557
C12 H12 0.9300 .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 H14 0.9300 .
C15 H15 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C14 N1 N2 C15 -0.4(3) . .
C13 N1 N2 C15 -175.0(3) . .
O3 Zn1 N3 C14 174.02(18) . .
O1 Zn1 N3 C14 -31.2(2) . .
O5 Zn1 N3 C14 69.0(2) . .
O3 Zn1 N3 C15 -4.4(3) . .
O1 Zn1 N3 C15 150.4(3) . .
O5 Zn1 N3 C15 -109.4(3) . .
O3 Zn1 O1 C7 68.07(18) . .
N3 Zn1 O1 C7 -88.62(17) . .
O5 Zn1 O1 C7 174.29(17) . .
O1 Zn1 O3 C9 -129.70(17) . .
N3 Zn1 O3 C9 20.2(2) . .
O5 Zn1 O3 C9 123.75(18) . .
C6 C1 C2 C3 0.9(4) . .
C7 C1 C2 C3 179.7(2) 6_565 .
C6 C1 C2 C8 179.7(2) . .
C7 C1 C2 C8 -1.4(4) 6_565 .
C1 C2 C3 C4 -2.4(4) . .
C8 C2 C3 C4 178.7(3) . .
C2 C3 C4 C5 1.9(5) . .
C3 C4 C5 C6 0.1(6) . .
C4 C5 C6 C1 -1.5(5) . .
C2 C1 C6 C5 1.0(4) . .
C7 C1 C6 C5 -177.9(3) 6_565 .
Zn1 O1 C7 O2 -6.9(3) . .
Zn1 O1 C7 C1 171.52(17) . 6_566
C3 C2 C8 C9 -103.5(3) . .
C1 C2 C8 C9 77.7(3) . .
Zn1 O3 C9 O4 1.4(3) . .
Zn1 O3 C9 C8 -176.21(15) . .
C2 C8 C9 O4 2.5(4) . .
C2 C8 C9 O3 -179.8(2) . .
C12 C10 C11 C12 -0.5(6) 7_557 .
C12 C10 C11 C13 -178.8(3) 7_557 .
C10 C11 C12 C10 0.4(6) . 7_557
C13 C11 C12 C10 178.8(3) . 7_557
C14 N1 C13 C11 -92.4(4) . .
N2 N1 C13 C11 81.1(3) . .
C12 C11 C13 N1 -99.1(3) . .
C10 C11 C13 N1 79.2(4) . .
N2 N1 C14 N3 0.5(3) . .
C13 N1 C14 N3 174.5(3) . .
C15 N3 C14 N1 -0.3(3) . .
Zn1 N3 C14 N1 -179.15(18) . .
N1 N2 C15 N3 0.1(4) . .
C14 N3 C15 N2 0.1(4) . .
Zn1 N3 C15 N2 178.8(2) . .
