#------------------------------------------------------------------------------
#$Date: 2019-11-23 02:36:05 +0200 (Sat, 23 Nov 2019) $
#$Revision: 231901 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/66/4346646.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_4346646
loop_
_publ_author_name
'Arıcı, Mürsel'
'Yeşilel, Okan Zafer'
'Taş, Murat'
'Demiral, Hakan'
_publ_section_title
;
 Effect of Solvent Molecule in Pore for Flexible Porous Coordination
 Polymer upon Gas Adsorption and Iodine Encapsulation.
;
_journal_issue                   23
_journal_name_full               'Inorganic chemistry'
_journal_page_first              11283
_journal_page_last               11291
_journal_paper_doi               10.1021/acs.inorgchem.5b01869
_journal_volume                  54
_journal_year                    2015
_chemical_formula_moiety         'C22 H17 N5 O5 Zn'
_chemical_formula_sum            'C22 H17 N5 O5 Zn'
_chemical_formula_weight         496.78
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_audit_creation_date             2014-12-05
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                76.03
_cell_angle_beta                 88.0460(10)
_cell_angle_gamma                77.77
_cell_formula_units_Z            2
_cell_length_a                   8.56540(10)
_cell_length_b                   10.18050(10)
_cell_length_c                   12.92450(10)
_cell_measurement_reflns_used    9996
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      33.36
_cell_measurement_theta_min      2.33
_cell_volume                     1068.689(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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      296.15
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30940
_diffrn_reflns_theta_full        33.43
_diffrn_reflns_theta_max         33.43
_diffrn_reflns_theta_min         1.62
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.195
_exptl_absorpt_correction_T_max  0.9053
_exptl_absorpt_correction_T_min  0.7157
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PRISM
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.085
_refine_diff_density_max         5.319
_refine_diff_density_min         -4.640
_refine_diff_density_rms         0.159
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         8241
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0734
_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)+(0.1616P)²+0.9022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2278
_refine_ls_wR_factor_ref         0.2362
_reflns_number_gt                6970
_reflns_number_total             8241
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b01869_si_003.cif
_cod_data_source_block           ma1548_0m_a
_cod_database_code               4346646
_shelxl_version_number           2013-4
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
Zn1 Zn 1.14232(3) 0.21868(3) 0.15946(2) 0.02531(12) Uani 1 1 d .
O1 O 1.2560(3) 0.3263(2) 0.22863(19) 0.0336(4) Uani 1 1 d .
O4 O 1.2199(3) 1.0250(2) 0.2518(2) 0.0351(4) Uani 1 1 d .
O3 O 1.0555(3) 0.9807(2) 0.1411(2) 0.0404(5) Uani 1 1 d .
N5 N 0.7546(3) -0.2089(3) -0.0197(2) 0.0322(5) Uani 1 1 d .
N2 N 0.9151(3) 0.2591(3) 0.2010(2) 0.0355(5) Uani 1 1 d .
O2 O 1.1097(5) 0.4958(3) 0.1092(2) 0.0570(9) Uani 1 1 d .
N3 N 0.7006(3) 0.2038(3) 0.2816(3) 0.0394(6) Uani 1 1 d .
C8 C 1.1774(3) 0.6964(3) 0.2080(2) 0.0262(4) Uani 1 1 d .
H8 H 1.1132 0.7284 0.1467 0.031 Uiso 1 1 calc R
N4 N 0.6542(4) -0.1253(4) 0.1144(2) 0.0424(6) Uani 1 1 d .
N1 N 1.4587(9) 0.5587(5) 0.4890(5) 0.0923(13) Uani 1 1 d .
C2 C 1.2355(3) 0.5550(2) 0.2468(2) 0.0250(4) Uani 1 1 d .
C6 C 1.2154(3) 0.7902(2) 0.2609(2) 0.0260(4) Uani 1 1 d .
C3 C 1.3302(3) 0.5064(3) 0.3390(2) 0.0279(5) Uani 1 1 d .
H3 H 1.3691 0.4119 0.3651 0.033 Uiso 1 1 calc R
C5 C 1.3094(4) 0.7424(3) 0.3530(2) 0.0314(5) Uani 1 1 d .
H5 H 1.3345 0.8046 0.3886 0.038 Uiso 1 1 calc R
C20 C 0.7654(4) -0.1217(3) 0.0397(2) 0.0346(6) Uani 1 1 d .
H20 H 0.8400 -0.0657 0.0305 0.042 Uiso 1 1 calc R
C7 C 1.1577(4) 0.9428(3) 0.2141(2) 0.0289(5) Uani 1 1 d .
C4 C 1.3660(4) 0.6008(3) 0.3917(2) 0.0312(5) Uani 1 1 d .
C1 C 1.1962(4) 0.4540(3) 0.1890(2) 0.0294(5) Uani 1 1 d .
C9 C 0.8602(4) 0.1695(4) 0.2779(3) 0.0388(6) Uani 1 1 d .
H9 H 0.9238 0.0931 0.3231 0.047 Uiso 1 1 calc R
C18 C 0.6971(4) -0.1084(4) 0.3005(3) 0.0402(7) Uani 1 1 d .
C13 C 0.6793(5) -0.0302(5) 0.3786(3) 0.0426(7) Uani 1 1 d .
C12 C 0.5998(5) 0.1209(5) 0.3528(3) 0.0475(8) Uani 1 1 d .
H12A H 0.4970 0.1338 0.3184 0.057 Uiso 1 1 calc R
H12B H 0.5818 0.1523 0.4182 0.057 Uiso 1 1 calc R
C19 C 0.6256(6) -0.0379(5) 0.1902(3) 0.0503(9) Uani 1 1 d .
H19A H 0.5112 -0.0073 0.1964 0.060 Uiso 1 1 calc R
H19B H 0.6697 0.0436 0.1621 0.060 Uiso 1 1 calc R
C22 C 0.6309(5) -0.2703(5) 0.0194(3) 0.0488(9) Uani 1 1 d .
H22 H 0.5957 -0.3364 -0.0071 0.059 Uiso 1 1 calc R
C17 C 0.7806(6) -0.2441(5) 0.3259(4) 0.0551(10) Uani 1 1 d .
H17 H 0.7925 -0.2952 0.2744 0.066 Uiso 1 1 calc R
C21 C 0.5672(6) -0.2193(6) 0.1031(4) 0.0601(12) Uani 1 1 d .
H21 H 0.4818 -0.2434 0.1443 0.072 Uiso 1 1 calc R
C14 C 0.7457(6) -0.0930(6) 0.4801(3) 0.0569(11) Uani 1 1 d .
H14 H 0.7343 -0.0426 0.5321 0.068 Uiso 1 1 calc R
C10 C 0.7847(5) 0.3542(5) 0.1533(4) 0.0569(11) Uani 1 1 d .
H10 H 0.7868 0.4297 0.0963 0.068 Uiso 1 1 calc R
C11 C 0.6508(5) 0.3200(6) 0.2033(4) 0.0591(11) Uani 1 1 d .
H11 H 0.5458 0.3671 0.1868 0.071 Uiso 1 1 calc R
C15 C 0.8277(8) -0.2283(7) 0.5042(4) 0.0738(16) Uani 1 1 d .
H15 H 0.8706 -0.2688 0.5724 0.089 Uiso 1 1 calc R
C16 C 0.8471(8) -0.3056(6) 0.4270(4) 0.0701(14) Uani 1 1 d .
H16 H 0.9038 -0.3969 0.4431 0.084 Uiso 1 1 calc R
O5 O 1.3947(7) 0.6406(5) 0.5556(4) 0.0923(13) Uani 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
O1 Zn1 O4 100.73(9) . 1_545
O1 Zn1 N5 107.81(11) . 2_755
O1 Zn1 N2 106.86(11) . .
N5 Zn1 O4 103.27(11) 2_755 1_545
N2 Zn1 O4 101.39(11) . 1_545
N2 Zn1 N5 132.25(12) . 2_755
C1 O1 Zn1 106.72(17) . .
C7 O4 Zn1 107.49(19) . 1_565
C20 N5 Zn1 127.6(2) . 2_755
C20 N5 C22 106.4(3) . .
C22 N5 Zn1 124.4(2) . 2_755
C9 N2 Zn1 120.0(2) . .
C9 N2 C10 106.4(3) . .
C10 N2 Zn1 132.4(3) . .
C9 N3 C12 125.0(3) . .
C9 N3 C11 107.5(3) . .
C11 N3 C12 127.3(3) . .
C2 C8 C6 120.1(2) . .
C20 N4 C19 125.5(3) . .
C20 N4 C21 108.0(3) . .
C21 N4 C19 126.5(4) . .
N1 N1 C4 117.5(6) 2_866 .
N1 N1 O5 129.1(7) 2_866 .
O5 N1 C4 109.2(4) . .
C8 C2 C1 120.1(2) . .
C3 C2 C8 120.2(2) . .
C3 C2 C1 119.7(2) . .
C8 C6 C7 118.9(2) . .
C5 C6 C8 120.0(2) . .
C5 C6 C7 121.1(2) . .
C2 C3 C4 119.2(2) . .
C6 C5 C4 119.6(2) . .
N5 C20 N4 110.5(3) . .
O4 C7 C6 117.0(3) . .
O3 C7 O4 124.3(3) . .
O3 C7 C6 118.7(3) . .
C3 C4 N1 122.5(3) . .
C5 C4 N1 116.5(3) . .
C5 C4 C3 120.9(2) . .
O1 C1 C2 116.3(2) . .
O2 C1 O1 123.6(3) . .
O2 C1 C2 120.1(3) . .
N2 C9 N3 110.7(3) . .
C13 C18 C19 118.2(4) . .
C17 C18 C13 119.6(4) . .
C17 C18 C19 122.2(4) . .
C18 C13 C12 121.6(3) . .
C14 C13 C18 118.9(4) . .
C14 C13 C12 119.3(4) . .
N3 C12 C13 110.5(3) . .
N4 C19 C18 114.2(3) . .
C21 C22 N5 109.1(3) . .
C18 C17 C16 121.2(5) . .
C22 C21 N4 106.0(3) . .
C15 C14 C13 120.8(4) . .
C11 C10 N2 108.6(4) . .
N3 C11 C10 106.7(3) . .
C14 C15 C16 120.5(5) . .
C17 C16 C15 119.0(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.983(2) .
Zn1 O4 2.029(2) 1_545
Zn1 N5 1.999(3) 2_755
Zn1 N2 1.985(3) .
O1 C1 1.276(4) .
O4 Zn1 2.029(2) 1_565
O4 C7 1.275(4) .
O3 C7 1.242(4) .
N5 Zn1 1.999(3) 2_755
N5 C20 1.324(4) .
N5 C22 1.363(4) .
N2 C9 1.324(4) .
N2 C10 1.366(5) .
O2 C1 1.224(4) .
N3 C9 1.340(4) .
N3 C12 1.477(5) .
N3 C11 1.358(6) .
C8 C2 1.392(3) .
C8 C6 1.395(3) .
N4 C20 1.333(4) .
N4 C19 1.457(5) .
N4 C21 1.366(5) .
N1 N1 1.225(10) 2_866
N1 C4 1.435(5) .
N1 O5 1.363(7) .
C2 C3 1.390(3) .
C2 C1 1.504(4) .
C6 C5 1.386(4) .
C6 C7 1.505(4) .
C3 C4 1.392(4) .
C5 C4 1.391(4) .
C18 C13 1.414(5) .
C18 C19 1.518(5) .
C18 C17 1.380(6) .
C13 C12 1.505(6) .
C13 C14 1.394(6) .
C22 C21 1.360(6) .
C17 C16 1.389(7) .
C14 C15 1.373(9) .
C10 C11 1.365(6) .
C15 C16 1.398(9) .
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
_geom_hbond_site_symmetry_A
C20 H20 O3 0.93 2.39 2.990(4) 121.8 2_765
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
Zn1 O1 C1 O2 -13.1(4) .
Zn1 O1 C1 C2 166.1(2) .
Zn1 O4 C7 O3 -6.9(4) 1_565
Zn1 O4 C7 C6 172.0(2) 1_565
Zn1 N5 C20 N4 166.2(2) 2_755
Zn1 N5 C22 C21 -166.8(4) 2_755
Zn1 N2 C9 N3 -169.5(2) .
Zn1 N2 C10 C11 167.4(3) .
N5 C22 C21 N4 0.1(6) .
N2 C10 C11 N3 0.1(6) .
C8 C2 C3 C4 0.0(4) .
C8 C2 C1 O1 178.9(3) .
C8 C2 C1 O2 -1.8(5) .
C8 C6 C5 C4 0.3(5) .
C8 C6 C7 O4 -166.5(3) .
C8 C6 C7 O3 12.5(4) .
N1 N1 C4 C3 18.9(13) 2_866
N1 N1 C4 C5 -162.6(9) 2_866
C2 C8 C6 C5 -0.8(4) .
C2 C8 C6 C7 177.0(3) .
C2 C3 C4 N1 178.0(5) .
C2 C3 C4 C5 -0.5(5) .
C6 C8 C2 C3 0.7(4) .
C6 C8 C2 C1 -179.3(3) .
C6 C5 C4 N1 -178.3(4) .
C6 C5 C4 C3 0.3(5) .
C3 C2 C1 O1 -1.1(4) .
C3 C2 C1 O2 178.2(3) .
C5 C6 C7 O4 11.3(4) .
C5 C6 C7 O3 -169.7(3) .
C20 N5 C22 C21 -0.1(5) .
C20 N4 C19 C18 -100.5(5) .
C20 N4 C21 C22 -0.1(6) .
C7 C6 C5 C4 -177.5(3) .
C1 C2 C3 C4 179.9(3) .
C9 N2 C10 C11 0.1(6) .
C9 N3 C12 C13 -28.2(5) .
C9 N3 C11 C10 -0.3(6) .
C18 C13 C12 N3 -69.2(4) .
C18 C13 C14 C15 0.2(6) .
C18 C17 C16 C15 0.4(8) .
C13 C18 C19 N4 178.2(3) .
C13 C18 C17 C16 0.2(7) .
C13 C14 C15 C16 0.4(8) .
C12 N3 C9 N2 175.5(3) .
C12 N3 C11 C10 -175.3(4) .
C12 C13 C14 C15 -175.9(4) .
C19 N4 C20 N5 -176.6(3) .
C19 N4 C21 C22 176.5(4) .
C19 C18 C13 C12 -3.3(5) .
C19 C18 C13 C14 -179.3(4) .
C19 C18 C17 C16 179.0(5) .
C22 N5 C20 N4 0.1(4) .
C17 C18 C13 C12 175.5(4) .
C17 C18 C13 C14 -0.6(5) .
C17 C18 C19 N4 -0.5(6) .
C21 N4 C20 N5 0.0(5) .
C21 N4 C19 C18 83.5(6) .
C14 C13 C12 N3 106.8(4) .
C14 C15 C16 C17 -0.8(9) .
C10 N2 C9 N3 -0.3(5) .
C11 N3 C9 N2 0.4(5) .
C11 N3 C12 C13 145.9(4) .
O5 N1 C4 C3 -140.2(5) .
O5 N1 C4 C5 38.3(7) .
