#------------------------------------------------------------------------------
#$Date: 2024-12-06 19:30:55 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296464 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/93/7249373.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_7249373
loop_
_publ_author_name
'Chen, Jiali'
'Fu, Yuying'
'Liu, Qiaoyun'
'Shen, Shoujie'
'Liu, Jinjian'
_publ_section_title
;
 Design and synthesis of two functional coordination polymers based on the
 1,1′-bis(3-carboxybenzyl)-4,4′-bipyridinium ligand
;
_journal_issue                   39
_journal_name_full               CrystEngComm
_journal_page_first              5518
_journal_page_last               5524
_journal_paper_doi               10.1039/D4CE00732H
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C18 H13 N O7 Zn'
_chemical_formula_sum            'C18 H13 N O7 Zn'
_chemical_formula_weight         420.66
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-08-08
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-08-08 deposited with the CCDC.	2024-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.246(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.9146(4)
_cell_length_b                   10.0980(3)
_cell_length_c                   15.0368(4)
_cell_measurement_reflns_used    6211
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.0350
_cell_measurement_theta_min      4.0290
_cell_volume                     1635.76(9)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0710
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -73.00 -22.00   1.00    5.00    --  -18.75 126.00  96.00   51
  2  ω     10.00  37.00   1.00    5.00    --   20.16-145.00-147.00   27
  3  ω     49.00  74.00   1.00    5.00    --   20.16-126.00  19.00   25
  4  ω     -2.00  32.00   1.00    5.00    --   20.16-126.00  19.00   34
  5  ω    -32.00  -6.00   1.00    5.00    --  -18.75 -38.00  60.00   26
  6  ω    -88.00 -60.00   1.00    5.00    --  -18.75 -38.00  60.00   28
  7  ω    -82.00 -57.00   1.00    5.00    --  -18.75 145.00 -96.00   25
  8  ω    -19.00  11.00   1.00    5.00    --  -18.75 -99.00-150.00   30
  9  ω      6.00  87.00   1.00    5.00    --   20.16  57.00 150.00   81
 10  ω      0.00  74.00   1.00    5.00    --   20.16-125.00  87.03   74
 11  ω    -25.00  58.00   1.00    5.00    --   20.16 -99.00 -60.00   83
 12  ω    -25.00  59.00   1.00    5.00    --   20.16 -99.00-150.00   84
 13  ω      1.00  89.00   1.00    5.00    --   20.16  38.00-120.00   88
 14  ω     28.00  89.00   1.00    5.00    --   20.16  38.00 -60.00   61
 15  ω     17.00  87.00   1.00    5.00    --   20.16  57.00  60.00   70
 16  ω     -2.00  88.00   1.00    5.00    --   20.16  77.00 -30.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0029669000
_diffrn_orient_matrix_UB_12      -0.0591621000
_diffrn_orient_matrix_UB_13      0.0256600000
_diffrn_orient_matrix_UB_21      0.0057064000
_diffrn_orient_matrix_UB_22      0.0378486000
_diffrn_orient_matrix_UB_23      0.0401962000
_diffrn_orient_matrix_UB_31      -0.0655409000
_diffrn_orient_matrix_UB_32      0.0006253000
_diffrn_orient_matrix_UB_33      -0.0030582000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            34381
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.965
_diffrn_reflns_theta_min         3.219
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.546
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86042
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.708
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.507
_refine_diff_density_min         -0.806
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         4871
_refine_ls_number_restraints     96
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0481
_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)+(0.0400P)²+1.9713P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1195
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3118
_reflns_number_total             4871
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00732h2.cif
_cod_data_source_block           exp_437_auto
_cod_depositor_comments
'Adding full bibliography for 7249372--7249373.cif.'
_cod_database_code               7249373
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O N'
_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   0.747
_shelx_estimated_absorpt_t_min   0.654
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O7-C17 = C17-O21
 1.25 with sigma of 0.02
 O6-C17 = C17-O20
 1.25 with sigma of 0.02
 O4-C14 = C14-O5
 1.25 with sigma of 0.02
 O8-C14 = C14-O9
 1.25 with sigma of 0.02
 O7-O21
 2.165 with sigma of 0.04
 O6-O20
 2.165 with sigma of 0.04
 O4-O5
 2.165 with sigma of 0.04
 O8-O9
 2.165 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C8 \\sim N1 \\sim C9 \\sim C11 \\sim C13 \\sim C12 \\sim C10 \\sim C7: within
2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
4. Rigid body (RIGU) restrains
 O4, C14, O5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O8, C14, O9
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O20, C17, O6
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O21, C17, O7
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(O7)=Sof(O21)=Sof(O8)=Sof(O9)=1-FVAR(1)
 Sof(O6)=Sof(O4)=Sof(O5)=Sof(O20)=FVAR(1)
6.a Rotating group:
 O3(H3A,H3B)
6.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
6.c Aromatic/amide H refined with riding coordinates:
 C18(H18), C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C11(H11), C12(H12), C10(H10)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.096
_oxdiff_exptl_absorpt_empirical_full_min 0.869
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.72344(3) 0.43496(3) 0.65896(2) 0.04850(14) Uani 1 1 d . . . . .
O3 O 0.5689(2) 0.5464(2) 0.66705(16) 0.0593(6) Uani 1 1 d . . . . .
H3A H 0.512367 0.536808 0.618744 0.089 Uiso 1 1 d R U . . .
H3B H 0.586111 0.631356 0.666235 0.089 Uiso 1 1 d R U . . .
O6 O 0.8934(4) 0.7818(3) 0.8522(3) 0.0377(9) Uani 0.647(8) 1 d D . P A 1
O2 O 0.8036(2) 0.5238(3) 0.56662(16) 0.0650(7) Uani 1 1 d . . . . .
C16 C 0.9283(2) 0.5886(2) 0.94159(15) 0.0260(5) Uani 1 1 d . . . . .
O1 O 0.6368(2) 0.4721(3) 0.46846(18) 0.0805(9) Uani 1 1 d . . . . .
O4 O 0.8437(5) 0.4879(3) 0.7634(2) 0.0431(11) Uani 0.647(8) 1 d D . P A 1
C17 C 0.8506(2) 0.6905(3) 0.88592(16) 0.0342(5) Uani 1 1 d D . . . .
C18 C 0.9917(2) 0.6309(2) 1.02487(16) 0.0318(5) Uani 1 1 d . . . . .
H18 H 0.986474 0.719185 1.041380 0.038 Uiso 1 1 calc R U . . .
C15 C 0.9375(2) 0.4564(2) 0.91634(15) 0.0286(5) Uani 1 1 d . . . . .
C14 C 0.8717(3) 0.4059(3) 0.82632(17) 0.0373(6) Uani 1 1 d D . . . .
C2 C 0.7797(3) 0.6266(3) 0.4238(2) 0.0494(7) Uani 1 1 d . . . . .
N1 N 0.5872(3) 0.7480(4) 0.1591(2) 0.0776(10) Uani 1 1 d . U . . .
C3 C 0.6929(3) 0.6928(3) 0.3626(2) 0.0512(8) Uani 1 1 d . . . . .
H3 H 0.608863 0.677878 0.362691 0.061 Uiso 1 1 calc R U . . .
O7 O 0.7758(8) 0.7592(9) 0.9063(4) 0.049(2) Uani 0.353(8) 1 d D . P A 2
C1 C 0.7350(3) 0.5340(4) 0.4898(2) 0.0558(8) Uani 1 1 d . . . . .
O5 O 0.8383(7) 0.2872(4) 0.8194(4) 0.080(2) Uani 0.647(8) 1 d D . P A 1
C7 C 0.7293(3) 0.7819(4) 0.3007(3) 0.0615(9) Uani 1 1 d . U . . .
C4 C 0.9055(3) 0.6482(4) 0.4212(3) 0.0656(10) Uani 1 1 d . . . . .
H4 H 0.965467 0.604950 0.461947 0.079 Uiso 1 1 calc R U . . .
C5 C 0.9411(3) 0.7337(5) 0.3582(3) 0.0749(12) Uani 1 1 d . . . . .
H5 H 1.025007 0.745765 0.355711 0.090 Uiso 1 1 calc R U . . .
C6 C 0.8537(4) 0.8010(4) 0.2992(3) 0.0751(11) Uani 1 1 d . . . . .
H6 H 0.878797 0.859858 0.258042 0.090 Uiso 1 1 calc R U . . .
C13 C 0.5183(4) 0.5512(5) 0.0335(2) 0.0841(14) Uani 1 1 d . U . . .
C9 C 0.4743(4) 0.6968(6) 0.1497(3) 0.0927(15) Uani 1 1 d . U . . .
H9 H 0.418454 0.727593 0.185614 0.111 Uiso 1 1 calc R U . . .
C8 C 0.6323(4) 0.8453(4) 0.2313(3) 0.0824(12) Uani 1 1 d . U . . .
H8A H 0.563362 0.875278 0.259545 0.099 Uiso 1 1 calc R U . . .
H8B H 0.667369 0.921628 0.205334 0.099 Uiso 1 1 calc R U . . .
C11 C 0.4385(4) 0.5993(7) 0.0879(3) 0.1002(16) Uani 1 1 d . U . . .
H11 H 0.358666 0.564843 0.082474 0.120 Uiso 1 1 calc R U . . .
C12 C 0.6350(5) 0.6074(7) 0.0464(4) 0.1117(17) Uani 1 1 d . U . . .
H12 H 0.693278 0.577911 0.012065 0.134 Uiso 1 1 calc R U . . .
C10 C 0.6662(5) 0.7036(7) 0.1073(4) 0.1132(18) Uani 1 1 d . U . . .
H10 H 0.745257 0.740320 0.113497 0.136 Uiso 1 1 calc R U . . .
O21 O 0.9111(7) 0.7302(11) 0.8174(6) 0.057(2) Uani 0.353(8) 1 d D . P A 2
O8 O 0.7809(9) 0.4720(8) 0.7920(6) 0.052(2) Uani 0.353(8) 1 d D . P A 2
O20 O 0.7322(3) 0.6776(6) 0.8890(3) 0.0616(14) Uani 0.647(8) 1 d D . P A 1
O9 O 0.9189(10) 0.3116(8) 0.7944(4) 0.058(3) Uani 0.353(8) 1 d D . P A 2
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
_geom_angle_publ_flag
O6 Zn1 O3 84.80(12) 2_646 . ?
O6 Zn1 O7 48.2(2) 2_646 2_646 ?
O2 Zn1 O3 104.77(10) . . ?
O2 Zn1 O6 130.08(15) . 2_646 ?
O2 Zn1 O7 91.18(19) . 2_646 ?
O2 Zn1 O8 120.5(4) . . ?
O4 Zn1 O3 104.81(17) . . ?
O4 Zn1 O6 128.18(19) . 2_646 ?
O4 Zn1 O2 97.15(16) . . ?
O4 Zn1 O7 125.0(3) . 2_646 ?
O7 Zn1 O3 125.2(3) 2_646 . ?
O7 Zn1 O8 127.8(3) 2_646 . ?
O8 Zn1 O3 88.1(2) . . ?
C17 O6 Zn1 110.4(3) . 2_656 ?
C1 O2 Zn1 114.3(2) . . ?
C18 C16 C17 116.4(2) . . ?
C15 C16 C17 124.2(2) . . ?
C15 C16 C18 119.3(2) . . ?
C14 O4 Zn1 118.4(3) . . ?
O6 C17 C16 123.1(3) . . ?
O6 C17 O20 123.6(3) . . ?
O7 C17 C16 128.8(4) . . ?
O7 C17 O21 118.2(5) . . ?
O21 C17 C16 108.8(4) . . ?
O20 C17 C16 112.7(3) . . ?
C15 C18 C16 121.4(2) 3_767 . ?
C16 C15 C14 121.3(2) . . ?
C18 C15 C16 119.3(2) 3_767 . ?
C18 C15 C14 119.3(2) 3_767 . ?
O4 C14 C15 118.3(3) . . ?
O5 C14 O4 122.4(3) . . ?
O5 C14 C15 119.1(3) . . ?
O8 C14 C15 115.1(4) . . ?
O9 C14 C15 116.4(4) . . ?
O9 C14 O8 128.2(5) . . ?
C3 C2 C1 118.7(3) . . ?
C3 C2 C4 118.5(3) . . ?
C4 C2 C1 122.8(3) . . ?
C9 N1 C8 121.9(4) . . ?
C9 N1 C10 119.1(5) . . ?
C10 N1 C8 118.7(4) . . ?
C2 C3 C7 121.1(3) . . ?
C17 O7 Zn1 109.9(6) . 2_656 ?
O2 C1 C2 116.3(3) . . ?
O1 C1 O2 123.5(3) . . ?
O1 C1 C2 120.2(3) . . ?
C3 C7 C8 119.5(3) . . ?
C6 C7 C3 119.2(4) . . ?
C6 C7 C8 121.0(4) . . ?
C5 C4 C2 120.1(4) . . ?
C6 C5 C4 120.6(3) . . ?
C5 C6 C7 120.3(4) . . ?
C11 C13 C13 122.3(5) . 3_665 ?
C11 C13 C12 115.5(5) . . ?
C12 C13 C13 122.3(5) . 3_665 ?
N1 C9 C11 120.9(5) . . ?
N1 C8 C7 109.7(4) . . ?
C9 C11 C13 121.3(4) . . ?
C10 C12 C13 121.4(5) . . ?
N1 C10 C12 121.8(5) . . ?
C14 O8 Zn1 114.3(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O3 2.048(2) . ?
Zn1 O6 1.994(4) 2_646 ?
Zn1 O2 1.972(3) . ?
Zn1 O4 1.953(3) . ?
Zn1 O7 2.029(8) 2_646 ?
Zn1 O8 2.032(7) . ?
O6 C17 1.185(4) . ?
O2 C1 1.276(4) . ?
C16 C17 1.500(3) . ?
C16 C18 1.397(3) . ?
C16 C15 1.396(3) . ?
O1 C1 1.238(4) . ?
O4 C14 1.258(4) . ?
C17 O7 1.149(6) . ?
C17 O21 1.371(7) . ?
C17 O20 1.306(4) . ?
C18 C15 1.391(3) 3_767 ?
C15 C14 1.515(3) . ?
C14 O5 1.252(4) . ?
C14 O8 1.236(6) . ?
C14 O9 1.218(6) . ?
C2 C3 1.382(4) . ?
C2 C1 1.501(5) . ?
C2 C4 1.397(5) . ?
N1 C9 1.323(5) . ?
N1 C8 1.488(6) . ?
N1 C10 1.328(6) . ?
C3 C7 1.397(5) . ?
C7 C6 1.376(5) . ?
C7 C8 1.505(5) . ?
C4 C5 1.384(6) . ?
C5 C6 1.374(6) . ?
C13 C13 1.454(10) 3_665 ?
C13 C11 1.375(7) . ?
C13 C12 1.379(6) . ?
C9 C11 1.367(7) . ?
C12 C10 1.342(8) . ?
