#------------------------------------------------------------------------------
#$Date: 2019-10-18 06:16:30 +0300 (Fri, 18 Oct 2019) $
#$Revision: 219411 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/46/7234699.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_7234699
loop_
_publ_author_name
'Liu, Jinjian'
'Li, Jing'
'Lu, Wenbo'
_publ_section_title
;
 Photochromic properties of three 2D MOFs based on
 1-carboxyethyl-4,4′-bipyridinine
;
_journal_issue                   57
_journal_name_full               'RSC Advances'
_journal_page_first              33155
_journal_paper_doi               10.1039/C9RA06703E
_journal_volume                  9
_journal_year                    2019
_chemical_formula_moiety         'C24 H16 N2 O8 Zn'
_chemical_formula_sum            'C24 H16 N2 O8 Zn'
_chemical_formula_weight         525.76
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-05-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-05-23 deposited with the CCDC.    2019-10-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.186(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.4557(5)
_cell_length_b                   19.1019(13)
_cell_length_c                   15.6785(10)
_cell_measurement_reflns_used    9905
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.50
_cell_volume                     2229.4(3)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            31420
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.331
_diffrn_reflns_theta_min         2.498
_exptl_absorpt_coefficient_mu    1.156
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5890
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         2.674
_refine_diff_density_min         -0.750
_refine_diff_density_rms         0.173
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         5503
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0525
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1141P)²+2.6240P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1735
_refine_ls_wR_factor_ref         0.1797
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5019
_reflns_number_total             5503
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ra06703e2.cif
_cod_data_source_block           a_CCDC3
_cod_database_code               7234699
_shelx_shelxl_version_number     2014/7
_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_max   0.723
_shelx_estimated_absorpt_t_min   0.655
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C20(H20), C19(H19), C15(H15), C7(H7), C2(H2), C3(H3), C4(H4),
 C24(H24), C8(H8), C16(H16), C9(H9), C10(H10), C23(H23)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
Zn1 Zn 0.34330(4) 0.58371(2) 0.30361(2) 0.02778(14) Uani 1 1 d .
O1 O 0.4847(3) 0.52406(13) 0.38314(16) 0.0427(5) Uani 1 1 d .
O4 O 0.1789(3) 0.54553(17) 0.21406(16) 0.0498(6) Uani 1 1 d .
O5 O 0.2077(3) 0.65642(13) 0.36297(18) 0.0456(6) Uani 1 1 d .
O6 O 0.0378(4) 0.56868(14) 0.4017(2) 0.0518(7) Uani 1 1 d .
N1 N 0.5411(3) 0.65227(13) 0.26669(15) 0.0298(5) Uani 1 1 d .
N2 N 1.1647(4) 0.89414(14) 0.11788(18) 0.0362(6) Uani 1 1 d .
C5 C 0.8015(4) 0.74756(15) 0.21719(18) 0.0301(5) Uani 1 1 d .
C6 C 0.9339(4) 0.79882(15) 0.18736(18) 0.0308(5) Uani 1 1 d .
C12 C 1.4329(4) 0.97055(17) 0.1418(2) 0.0380(6) Uani 1 1 d .
C13 C 0.0708(4) 0.63135(16) 0.39582(18) 0.0317(6) Uani 1 1 d .
O3 O 0.4110(4) 0.54110(16) 0.13219(17) 0.0515(6) Uani 1 1 d .
O8 O -0.4048(4) 0.88912(14) 0.52765(19) 0.0519(6) Uani 1 1 d .
C17 C -0.3104(4) 0.77610(16) 0.49256(18) 0.0325(6) Uani 1 1 d .
O7 O -0.5854(4) 0.80116(15) 0.5563(2) 0.0621(8) Uani 1 1 d .
C1 C 0.6939(4) 0.63016(16) 0.2343(2) 0.0343(6) Uani 1 1 d .
H1 H 0.7119 0.5823 0.2283 0.041 Uiso 1 1 calc R
C22 C 0.1169(4) 0.51830(16) 0.0687(2) 0.0364(6) Uani 1 1 d .
C20 C -0.0224(4) 0.75479(17) 0.4351(2) 0.0371(6) Uani 1 1 d .
H20 H 0.0859 0.7716 0.4166 0.044 Uiso 1 1 calc R
C19 C -0.1466(4) 0.80089(17) 0.4671(2) 0.0376(6) Uani 1 1 d .
H19 H -0.1199 0.8484 0.4714 0.045 Uiso 1 1 calc R
C15 C -0.2242(4) 0.65891(17) 0.4566(2) 0.0400(7) Uani 1 1 d .
H15 H -0.2502 0.6113 0.4536 0.048 Uiso 1 1 calc R
C14 C -0.0602(4) 0.68343(15) 0.43065(17) 0.0300(5) Uani 1 1 d .
C7 C 1.0933(5) 0.77778(17) 0.1529(2) 0.0430(7) Uani 1 1 d .
H7 H 1.1249 0.7307 0.1532 0.052 Uiso 1 1 calc R
C2 C 0.5188(4) 0.72113(16) 0.2762(2) 0.0364(6) Uani 1 1 d .
H2 H 0.4145 0.7371 0.2996 0.044 Uiso 1 1 calc R
C3 C 0.8264(4) 0.67559(16) 0.2094(2) 0.0347(6) Uani 1 1 d .
H3 H 0.9310 0.6581 0.1877 0.042 Uiso 1 1 calc R
C21 C 0.2459(5) 0.53658(17) 0.1426(2) 0.0408(7) Uani 1 1 d .
C18 C -0.4480(4) 0.82340(18) 0.5277(2) 0.0390(7) Uani 1 1 d .
C4 C 0.6439(4) 0.76959(16) 0.2526(2) 0.0386(7) Uani 1 1 d .
H4 H 0.6230 0.8171 0.2604 0.046 Uiso 1 1 calc R
C24 C -0.0556(5) 0.4950(2) 0.0827(2) 0.0441(7) Uani 1 1 d .
H24 H -0.0928 0.4912 0.1381 0.053 Uiso 1 1 calc R
C11 C 1.2836(5) 0.94540(18) 0.0789(2) 0.0414(7) Uani 1 1 d .
H11A H 1.2129 0.9853 0.0586 0.050 Uiso 1 1 calc R
H11B H 1.3365 0.9241 0.0301 0.050 Uiso 1 1 calc R
C8 C 1.2047(5) 0.82687(19) 0.1183(2) 0.0446(8) Uani 1 1 d .
H8 H 1.3101 0.8121 0.0949 0.054 Uiso 1 1 calc R
C16 C -0.3487(5) 0.70508(18) 0.4870(2) 0.0439(8) Uani 1 1 d .
H16 H -0.4586 0.6884 0.5037 0.053 Uiso 1 1 calc R
C9 C 1.0159(6) 0.91634(17) 0.1539(3) 0.0534(10) Uani 1 1 d .
H9 H 0.9906 0.9640 0.1546 0.064 Uiso 1 1 calc R
O2 O 1.4719(6) 0.9357(3) 0.2047(3) 0.1032(17) Uani 1 1 d .
C10 C 0.8999(5) 0.87046(18) 0.1896(3) 0.0516(9) Uani 1 1 d .
H10 H 0.7989 0.8872 0.2153 0.062 Uiso 1 1 calc R
C23 C 0.1722(5) 0.5225(2) -0.0139(2) 0.0475(8) Uani 1 1 d .
H23 H 0.2884 0.5371 -0.0234 0.057 Uiso 1 1 calc R
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 O5 112.37(11) . .
O1 Zn1 N1 100.32(11) . .
O4 Zn1 O1 122.39(12) . .
O4 Zn1 O5 106.46(11) . .
O4 Zn1 N1 117.50(11) . .
O5 Zn1 N1 94.45(10) . .
C12 O1 Zn1 121.9(2) 2_745 .
C21 O4 Zn1 115.1(2) . .
C13 O5 Zn1 111.8(2) . .
C1 N1 Zn1 122.5(2) . .
C2 N1 Zn1 119.7(2) . .
C2 N1 C1 117.8(3) . .
C8 N2 C11 120.5(3) . .
C8 N2 C9 119.9(3) . .
C9 N2 C11 119.6(3) . .
C3 C5 C6 121.9(3) . .
C4 C5 C6 121.1(3) . .
C4 C5 C3 116.9(3) . .
C7 C6 C5 121.9(3) . .
C7 C6 C10 117.0(3) . .
C10 C6 C5 121.0(3) . .
O1 C12 C11 113.9(3) 2_755 .
O2 C12 O1 126.6(3) . 2_755
O2 C12 C11 119.1(3) . .
O5 C13 C14 116.7(3) . .
O6 C13 O5 124.8(3) . .
O6 C13 C14 118.5(3) . .
C19 C17 C18 122.1(3) . .
C16 C17 C19 119.7(3) . .
C16 C17 C18 118.1(3) . .
N1 C1 C3 122.9(3) . .
C24 C22 C21 120.6(3) . .
C23 C22 C21 119.8(3) . .
C23 C22 C24 119.6(3) . .
C19 C20 C14 120.0(3) . .
C17 C19 C20 120.1(3) . .
C16 C15 C14 120.2(3) . .
C20 C14 C13 121.8(3) . .
C15 C14 C13 118.6(3) . .
C15 C14 C20 119.6(3) . .
C8 C7 C6 120.0(3) . .
N1 C2 C4 122.8(3) . .
C1 C3 C5 119.5(3) . .
O4 C21 C22 116.5(3) . .
O3 C21 O4 123.1(3) . .
O3 C21 C22 120.4(3) . .
O8 C18 C17 114.2(3) . .
O7 C18 O8 123.5(3) . .
O7 C18 C17 122.2(3) . .
C2 C4 C5 120.2(3) . .
C23 C24 C22 119.9(3) 3_565 .
N2 C11 C12 112.1(3) . .
N2 C8 C7 121.4(3) . .
C15 C16 C17 120.3(3) . .
N2 C9 C10 121.6(3) . .
C9 C10 C6 119.8(3) . .
C22 C23 C24 120.5(3) . 3_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.954(2) .
Zn1 O4 1.953(2) .
Zn1 O5 1.980(2) .
Zn1 N1 2.078(2) .
O1 C12 1.265(4) 2_745
O4 C21 1.263(4) .
O5 C13 1.263(4) .
O6 C13 1.227(4) .
N1 C1 1.341(4) .
N1 C2 1.335(4) .
N2 C11 1.476(4) .
N2 C8 1.319(5) .
N2 C9 1.341(5) .
C5 C6 1.484(4) .
C5 C3 1.394(4) .
C5 C4 1.392(4) .
C6 C7 1.391(4) .
C6 C10 1.393(4) .
C12 O1 1.265(4) 2_755
C12 C11 1.523(4) .
C12 O2 1.213(5) .
C13 C14 1.517(4) .
O3 C21 1.253(4) .
O8 C18 1.296(4) .
C17 C19 1.389(4) .
C17 C18 1.495(4) .
C17 C16 1.388(5) .
O7 C18 1.217(4) .
C1 C3 1.387(4) .
C22 C21 1.506(4) .
C22 C24 1.389(5) .
C22 C23 1.382(5) .
C20 C19 1.392(4) .
C20 C14 1.393(4) .
C15 C14 1.391(4) .
C15 C16 1.384(4) .
C7 C8 1.384(5) .
C2 C4 1.379(4) .
C24 C23 1.389(5) 3_565
C9 C10 1.373(5) .
C23 C24 1.389(5) 3_565
