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#$Date: 2020-02-08 04:33:57 +0200 (Sat, 08 Feb 2020) $
#$Revision: 247967 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/98/7239899.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_7239899
loop_
_publ_author_name
'Moushi, E.'
'Kourtellaris, Andreas'
'Andreou, Eleni'
'Fidelli, Athena M.'
'Papaefstathiou, Giannis S.'
'Plakatouras, John C.'
'Tasiopoulos, Anastasios'
_publ_section_title
;
 New Metal Organic Frameworks Derived from pyridine-3,5-dicarboxylic acid:
 Structural Diversity Rising from the Addition of Templates in the
 Reaction Systems
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C9CE02006C
_journal_year                    2020
_chemical_formula_sum            'C12 H12 N2 O5 Zn'
_chemical_formula_weight         329.61
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2019-10-10 deposited with the CCDC.	2020-02-07 downloaded from the CCDC.
;
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   11.203(5)
_cell_length_b                   11.394(5)
_cell_length_c                   14.313(5)
_cell_measurement_reflns_used    2965
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.1690
_cell_measurement_theta_min      3.9950
_cell_volume                     1827.0(13)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4223
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7256
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         2.920
_exptl_absorpt_coefficient_mu    1.359
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91601
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_description       needle
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.617
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details
;
 Flack x determined using 1209 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.010(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3211
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0315
_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)+(0.0355P)²+0.2891P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0756
_reflns_Friedel_coverage         0.744
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                3013
_reflns_number_total             3211
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce02006c2.cif
_cod_data_source_block           4_sq
_cod_database_code               7239899
_shelx_shelxl_version_number     2016/6
_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   0.754
_shelx_estimated_absorpt_t_max   0.960
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Zn1 Zn 0.16496(4) 0.81013(4) 0.33888(3) 0.01694(15) Uani 1 1 d . .
O1 O 0.2822(3) 0.7532(2) 0.4284(2) 0.0210(7) Uani 1 1 d . .
O4 O 0.4104(3) 0.3080(3) 0.7594(2) 0.0250(7) Uani 1 1 d . .
O3 O 0.2317(3) 0.3082(3) 0.6935(2) 0.0353(8) Uani 1 1 d . .
O2 O 0.1307(3) 0.6477(3) 0.4821(2) 0.0272(8) Uani 1 1 d . .
O5 O 0.2366(3) 0.9512(3) 0.2815(2) 0.0228(7) Uani 1 1 d . .
N1 N 0.5130(3) 0.6057(3) 0.6180(2) 0.0170(8) Uani 1 1 d . .
C5 C 0.4796(3) 0.5060(3) 0.6615(3) 0.0160(9) Uani 1 1 d . .
H5 H 0.534757 0.468297 0.702078 0.019 Uiso 1 1 calc R U
C2 C 0.3220(4) 0.6126(3) 0.5436(3) 0.0162(9) Uani 1 1 d . .
C7 C 0.3324(4) 0.3489(4) 0.7030(3) 0.0206(9) Uani 1 1 d . .
N2 N 0.3742(4) 1.0610(4) 0.2082(3) 0.0353(11) Uani 1 1 d . .
C4 C 0.3668(3) 0.4563(3) 0.6490(3) 0.0157(9) Uani 1 1 d . .
C9 C 0.4482(4) 0.8935(4) 0.2758(4) 0.0332(13) Uani 1 1 d . .
H9A H 0.462260 0.885719 0.343756 0.040 Uiso 1 1 calc R U
H9AB H 0.437358 0.814460 0.248385 0.040 Uiso 1 1 calc R U
C3 C 0.2887(4) 0.5095(4) 0.5893(3) 0.0184(10) Uani 1 1 d . .
H3 H 0.211953 0.476453 0.578911 0.022 Uiso 1 1 calc R U
C6 C 0.2361(4) 0.6734(4) 0.4804(3) 0.0171(9) Uani 1 1 d . .
C8 C 0.3426(4) 0.9698(4) 0.2565(3) 0.0221(9) Uani 1 1 d . .
C1 C 0.4349(4) 0.6565(3) 0.5596(3) 0.0178(9) Uani 1 1 d . .
H1 H 0.458453 0.725901 0.527794 0.021 Uiso 1 1 calc R U
C10 C 0.5485(5) 0.9575(5) 0.2294(5) 0.0441(15) Uani 1 1 d . .
H10A H 0.612553 0.973810 0.275265 0.053 Uiso 1 1 calc R U
H10B H 0.582321 0.909028 0.178493 0.053 Uiso 1 1 calc R U
C11 C 0.5023(5) 1.0674(6) 0.1916(6) 0.073(2) Uani 1 1 d . .
H11A H 0.537728 1.135584 0.224328 0.087 Uiso 1 1 calc R U
H11B H 0.519729 1.073858 0.124029 0.087 Uiso 1 1 calc R U
C12 C 0.2959(5) 1.1556(5) 0.1858(5) 0.065(2) Uani 1 1 d . .
H12A H 0.335675 1.230367 0.199028 0.098 Uiso 1 1 calc R U
H12B H 0.223210 1.149490 0.223674 0.098 Uiso 1 1 calc R U
H12C H 0.274834 1.151926 0.119439 0.098 Uiso 1 1 calc R U
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 116.43(13) . 2_564
O1 Zn1 O5 105.72(13) . .
O4 Zn1 O5 119.60(13) 2_564 .
O1 Zn1 N1 121.23(13) . 3_466
O4 Zn1 N1 97.99(13) 2_564 3_466
O5 Zn1 N1 94.69(13) . 3_466
C6 O1 Zn1 110.2(3) . .
C7 O4 Zn1 108.9(3) . 2_565
C8 O5 Zn1 129.7(3) . .
C1 N1 C5 118.1(4) . .
C1 N1 Zn1 121.8(3) . 3_566
C5 N1 Zn1 119.0(3) . 3_566
N1 C5 C4 122.2(4) . .
N1 C5 H5 118.9 . .
C4 C5 H5 118.9 . .
C1 C2 C3 118.2(4) . .
C1 C2 C6 121.6(4) . .
C3 C2 C6 120.1(4) . .
O3 C7 O4 124.1(4) . .
O3 C7 C4 119.2(4) . .
O4 C7 C4 116.6(4) . .
C8 N2 C12 123.8(4) . .
C8 N2 C11 113.3(4) . .
C12 N2 C11 122.1(4) . .
C3 C4 C5 118.7(4) . .
C3 C4 C7 121.4(4) . .
C5 C4 C7 119.9(4) . .
C10 C9 C8 103.3(4) . .
C10 C9 H9A 111.1 . .
C8 C9 H9A 111.1 . .
C10 C9 H9AB 111.1 . .
C8 C9 H9AB 111.1 . .
H9A C9 H9AB 109.1 . .
C4 C3 C2 119.7(4) . .
C4 C3 H3 120.1 . .
C2 C3 H3 120.1 . .
O2 C6 O1 124.9(4) . .
O2 C6 C2 120.2(4) . .
O1 C6 C2 114.9(4) . .
O5 C8 N2 122.9(4) . .
O5 C8 C9 126.7(4) . .
N2 C8 C9 110.4(4) . .
N1 C1 C2 123.0(4) . .
N1 C1 H1 118.5 . .
C2 C1 H1 118.5 . .
C11 C10 C9 108.4(4) . .
C11 C10 H10A 110.0 . .
C9 C10 H10A 110.0 . .
C11 C10 H10B 110.0 . .
C9 C10 H10B 110.0 . .
H10A C10 H10B 108.4 . .
N2 C11 C10 104.3(4) . .
N2 C11 H11A 110.9 . .
C10 C11 H11A 110.9 . .
N2 C11 H11B 110.9 . .
C10 C11 H11B 110.9 . .
H11A C11 H11B 108.9 . .
N2 C12 H12A 109.5 . .
N2 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
N2 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.946(3) .
Zn1 O4 1.954(3) 2_564
Zn1 O5 1.976(3) .
Zn1 N1 2.050(4) 3_466
O1 C6 1.284(5) .
O4 C7 1.278(5) .
O3 C7 1.227(6) .
O2 C6 1.216(5) .
O5 C8 1.258(5) .
N1 C1 1.341(5) .
N1 C5 1.348(5) .
C5 C4 1.397(5) .
C5 H5 0.9500 .
C2 C1 1.379(6) .
C2 C3 1.395(6) .
C2 C6 1.492(6) .
C7 C4 1.497(6) .
N2 C8 1.297(6) .
N2 C12 1.427(7) .
N2 C11 1.456(6) .
C4 C3 1.365(6) .
C9 C10 1.495(7) .
C9 C8 1.493(7) .
C9 H9A 0.9900 .
C9 H9AB 0.9900 .
C3 H3 0.9500 .
C1 H1 0.9500 .
C10 C11 1.458(8) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
