#------------------------------------------------------------------------------
#$Date: 2021-09-18 02:06:32 +0300 (Sat, 18 Sep 2021) $
#$Revision: 269196 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/83/7708325.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_7708325
loop_
_publ_author_name
'Li, Gao-Peng'
'Zhu, Huihui'
'Hao, Pengfei'
'Shen, Junju'
'Fu, Yunlong'
_publ_section_title
;
 The modulation effect of carboxylic acid ligands on the electron transfer
 photochromism of naphthalene diimide-derived coordination polymers
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT02358F
_journal_year                    2021
_chemical_formula_moiety         'C18 H11 Cd0.5 N2 O5'
_chemical_formula_sum            'C18 H11 Cd0.5 N2 O5'
_chemical_formula_weight         391.49
_chemical_properties_physical    Light-sensitive,Photo-sensitive
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-25
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2021-07-12 deposited with the CCDC.	2021-09-15 downloaded from the CCDC.
;
_cell_angle_alpha                92.507(2)
_cell_angle_beta                 97.146(2)
_cell_angle_gamma                114.756(3)
_cell_formula_units_Z            2
_cell_length_a                   7.8636(2)
_cell_length_b                   8.6510(3)
_cell_length_c                   12.3167(3)
_cell_measurement_reflns_used    8753
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.35
_cell_measurement_theta_min      2.18
_cell_volume                     750.69(4)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5918
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.361
_diffrn_reflns_theta_max         67.361
_diffrn_reflns_theta_min         3.637
_exptl_absorpt_coefficient_mu    6.458
_exptl_absorpt_correction_T_max  0.724
_exptl_absorpt_correction_T_min  0.66
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_description       needle
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.574
_refine_diff_density_min         -1.167
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         2606
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0341
_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)+(0.0503P)²+0.2207P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0865
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2573
_reflns_number_total             2606
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt02358f2.cif
_cod_data_source_block           3
_cod_original_formula_sum        'C18 H11 Cd0.50 N2 O5'
_cod_database_code               7708325
_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   0.738
_shelx_estimated_absorpt_t_min   0.511
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C11(H11), C15(H15), C12(H12), C1(H1), C18(H18), C3(H3), C17(H17),
 C2(H2)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.0000 0.0000 0.5000 0.03309(13) Uani 1 2 d S . P . .
O3 O -0.1191(3) 0.1028(3) 0.35868(18) 0.0412(5) Uani 1 1 d . . . . .
O2 O 0.7587(4) 0.3311(3) 0.66894(19) 0.0484(6) Uani 1 1 d . . . . .
O5 O -0.2242(3) 0.0111(3) 0.6054(2) 0.0442(6) Uani 1 1 d . . . . .
H5A H -0.1963 -0.0075 0.6709 0.066 Uiso 1 1 d R U . . .
H5B H -0.2157 0.1125 0.6115 0.066 Uiso 1 1 d R U . . .
O1 O 0.5488(3) 0.6217(3) 0.8940(2) 0.0456(6) Uani 1 1 d . . . . .
N2 N 0.6524(4) 0.4747(3) 0.7809(2) 0.0351(6) Uani 1 1 d . . . . .
O4 O 0.0500(4) 0.0873(4) 0.2294(2) 0.0583(7) Uani 1 1 d . . . . .
N1 N 0.2216(4) 0.2772(3) 0.5728(2) 0.0353(6) Uani 1 1 d . . . . .
C9 C 0.9313(4) 0.4968(4) 0.9563(2) 0.0324(6) Uani 1 1 d . . . . .
C10 C 0.8095(4) 0.5732(4) 0.9731(3) 0.0340(7) Uani 1 1 d . . . . .
C4 C 0.5020(4) 0.4595(4) 0.6944(3) 0.0349(7) Uani 1 1 d . . . . .
C14 C -0.2619(5) 0.0622(4) 0.1728(2) 0.0350(7) Uani 1 1 d . . . . .
C16 C -0.4151(5) 0.0076(4) -0.0175(3) 0.0351(7) Uani 1 1 d . . . . .
C7 C 0.7744(5) 0.4017(4) 0.7600(3) 0.0358(7) Uani 1 1 d . . . . .
C6 C 0.6605(5) 0.5631(4) 0.8834(3) 0.0351(7) Uani 1 1 d . . . . .
C8 C 0.9214(4) 0.4149(4) 0.8517(3) 0.0348(7) Uani 1 1 d . . . . .
C13 C -0.0949(5) 0.0881(4) 0.2595(3) 0.0370(7) Uani 1 1 d . . . . .
C5 C 0.3675(4) 0.2994(4) 0.6509(3) 0.0349(7) Uani 1 1 d . . . . .
H5 H 0.3779 0.2036 0.6763 0.042 Uiso 1 1 calc R U . . .
C11 C 0.8231(5) 0.6541(4) 1.0750(3) 0.0394(7) Uani 1 1 d . . . . .
H11 H 0.7430 0.7058 1.0856 0.047 Uiso 1 1 calc R U . . .
C15 C -0.2535(5) 0.0433(4) 0.0640(3) 0.0391(7) Uani 1 1 d . . . . .
H15 H -0.1407 0.0536 0.0420 0.047 Uiso 1 1 calc R U . . .
C12 C 1.0433(5) 0.3416(5) 0.8379(3) 0.0412(8) Uani 1 1 d . . . . .
H12 H 1.0364 0.2882 0.7693 0.049 Uiso 1 1 calc R U . . .
C1 C 0.2109(5) 0.4165(5) 0.5363(3) 0.0430(8) Uani 1 1 d . . . . .
H1 H 0.1114 0.4023 0.4814 0.052 Uiso 1 1 calc R U . . .
C18 C -0.4354(5) 0.0480(5) 0.2065(3) 0.0402(7) Uani 1 1 d . . . . .
H18 H -0.4412 0.0624 0.2810 0.048 Uiso 1 1 calc R U . . .
C3 C 0.4912(5) 0.6026(4) 0.6568(3) 0.0449(8) Uani 1 1 d . . . . .
H3 H 0.5824 0.7116 0.6845 0.054 Uiso 1 1 calc R U . . .
C17 C -0.5917(5) 0.0137(5) 0.1311(3) 0.0404(8) Uani 1 1 d . . . . .
H17 H -0.7034 0.0042 0.1543 0.048 Uiso 1 1 calc R U . . .
C2 C 0.3411(6) 0.5802(5) 0.5765(3) 0.0493(9) Uani 1 1 d . . . . .
H2 H 0.3281 0.6744 0.5500 0.059 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 0.0181 0.0091 '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'
Cd Cd 0.1185 4.6533 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
O3 Cd1 O3 180.00(12) 2_556 . ?
O3 Cd1 O5 91.10(9) . . ?
O3 Cd1 O5 88.90(9) . 2_556 ?
O3 Cd1 O5 88.90(9) 2_556 . ?
O3 Cd1 O5 91.10(9) 2_556 2_556 ?
O3 Cd1 N1 88.50(9) . 2_556 ?
O3 Cd1 N1 91.50(9) . . ?
O3 Cd1 N1 88.50(9) 2_556 . ?
O3 Cd1 N1 91.50(9) 2_556 2_556 ?
O5 Cd1 O5 180.00(13) . 2_556 ?
O5 Cd1 N1 87.89(9) . 2_556 ?
O5 Cd1 N1 87.89(9) 2_556 . ?
O5 Cd1 N1 92.11(9) . . ?
O5 Cd1 N1 92.11(9) 2_556 2_556 ?
N1 Cd1 N1 180.0 2_556 . ?
C13 O3 Cd1 125.1(2) . . ?
Cd1 O5 H5A 109.5 . . ?
Cd1 O5 H5B 109.4 . . ?
H5A O5 H5B 104.5 . . ?
C7 N2 C4 119.1(3) . . ?
C7 N2 C6 125.0(3) . . ?
C6 N2 C4 115.9(3) . . ?
C5 N1 Cd1 120.2(2) . . ?
C1 N1 Cd1 121.8(2) . . ?
C1 N1 C5 118.0(3) . . ?
C9 C9 C8 118.9(4) 2_767 . ?
C10 C9 C9 119.8(3) . 2_767 ?
C10 C9 C8 121.2(3) . . ?
C9 C10 C6 120.6(3) . . ?
C11 C10 C9 120.3(3) . . ?
C11 C10 C6 119.0(3) . . ?
C5 C4 N2 119.3(3) . . ?
C3 C4 N2 120.7(3) . . ?
C3 C4 C5 120.0(3) . . ?
C15 C14 C13 121.2(3) . . ?
C15 C14 C18 119.3(3) . . ?
C18 C14 C13 119.4(3) . . ?
C16 C16 C15 118.5(4) 2_455 . ?
C16 C16 C17 119.8(4) 2_455 2_455 ?
C17 C16 C15 121.7(3) 2_455 . ?
O2 C7 N2 120.4(3) . . ?
O2 C7 C8 122.3(3) . . ?
N2 C7 C8 117.3(3) . . ?
O1 C6 N2 120.4(3) . . ?
O1 C6 C10 123.5(3) . . ?
N2 C6 C10 116.0(3) . . ?
C9 C8 C7 119.8(3) . . ?
C12 C8 C9 119.7(3) . . ?
C12 C8 C7 120.5(3) . . ?
O3 C13 C14 115.8(3) . . ?
O4 C13 O3 125.3(3) . . ?
O4 C13 C14 118.8(3) . . ?
N1 C5 C4 122.0(3) . . ?
N1 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0(3) . 2_767 ?
C12 C11 H11 120.0 2_767 . ?
C14 C15 C16 121.2(3) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C8 C12 C11 121.2(3) . 2_767 ?
C8 C12 H12 119.4 . . ?
C11 C12 H12 119.4 2_767 . ?
N1 C1 H1 118.6 . . ?
N1 C1 C2 122.8(3) . . ?
C2 C1 H1 118.6 . . ?
C14 C18 H18 119.5 . . ?
C17 C18 C14 121.0(3) . . ?
C17 C18 H18 119.5 . . ?
C4 C3 H3 120.9 . . ?
C4 C3 C2 118.2(3) . . ?
C2 C3 H3 120.9 . . ?
C16 C17 H17 119.9 2_455 . ?
C18 C17 C16 120.2(3) . 2_455 ?
C18 C17 H17 119.9 . . ?
C1 C2 C3 119.1(3) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
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
Cd1 O3 2.264(2) 2_556 ?
Cd1 O3 2.264(2) . ?
Cd1 O5 2.346(2) 2_556 ?
Cd1 O5 2.346(2) . ?
Cd1 N1 2.348(3) . ?
Cd1 N1 2.348(3) 2_556 ?
O3 C13 1.268(4) . ?
O2 C7 1.220(4) . ?
O5 H5A 0.8505 . ?
O5 H5B 0.8509 . ?
O1 C6 1.200(4) . ?
N2 C4 1.447(4) . ?
N2 C7 1.393(4) . ?
N2 C6 1.428(4) . ?
O4 C13 1.244(4) . ?
N1 C5 1.343(4) . ?
N1 C1 1.336(4) . ?
C9 C9 1.409(6) 2_767 ?
C9 C10 1.402(5) . ?
C9 C8 1.420(4) . ?
C10 C6 1.478(4) . ?
C10 C11 1.380(4) . ?
C4 C5 1.375(4) . ?
C4 C3 1.372(5) . ?
C14 C13 1.516(4) . ?
C14 C15 1.356(4) . ?
C14 C18 1.433(5) . ?
C16 C16 1.409(6) 2_455 ?
C16 C15 1.430(5) . ?
C16 C17 1.414(5) 2_455 ?
C7 C8 1.476(4) . ?
C8 C12 1.374(5) . ?
C5 H5 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.392(5) 2_767 ?
C15 H15 0.9300 . ?
C12 C11 1.392(5) 2_767 ?
C12 H12 0.9300 . ?
C1 H1 0.9300 . ?
C1 C2 1.378(5) . ?
C18 H18 0.9300 . ?
C18 C17 1.359(5) . ?
C3 H3 0.9300 . ?
C3 C2 1.382(5) . ?
C17 C16 1.414(5) 2_455 ?
C17 H17 0.9300 . ?
C2 H2 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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cd1 O3 C13 O4 -33.3(5) . . . . ?
Cd1 O3 C13 C14 144.1(2) . . . . ?
Cd1 N1 C5 C4 178.9(2) . . . . ?
Cd1 N1 C1 C2 -178.9(3) . . . . ?
O2 C7 C8 C9 -179.2(3) . . . . ?
O2 C7 C8 C12 -2.2(5) . . . . ?
N2 C4 C5 N1 178.1(3) . . . . ?
N2 C4 C3 C2 -178.0(3) . . . . ?
N2 C7 C8 C9 1.1(5) . . . . ?
N2 C7 C8 C12 178.2(3) . . . . ?
N1 C1 C2 C3 1.0(6) . . . . ?
C9 C9 C10 C6 -178.0(4) 2_767 . . . ?
C9 C9 C10 C11 -0.2(6) 2_767 . . . ?
C9 C9 C8 C7 177.9(4) 2_767 . . . ?
C9 C9 C8 C12 0.9(6) 2_767 . . . ?
C9 C10 C6 O1 177.8(3) . . . . ?
C9 C10 C6 N2 -1.0(5) . . . . ?
C9 C10 C11 C12 -0.8(5) . . . 2_767 ?
C9 C8 C12 C11 0.1(5) . . . 2_767 ?
C10 C9 C8 C7 -3.1(5) . . . . ?
C10 C9 C8 C12 179.8(3) . . . . ?
C4 N2 C7 O2 2.5(5) . . . . ?
C4 N2 C7 C8 -177.9(3) . . . . ?
C4 N2 C6 O1 -1.0(5) . . . . ?
C4 N2 C6 C10 177.8(3) . . . . ?
C4 C3 C2 C1 -1.1(6) . . . . ?
C14 C18 C17 C16 -0.3(5) . . . 2_455 ?
C16 C16 C15 C14 0.0(6) 2_455 . . . ?
C7 N2 C4 C5 60.0(4) . . . . ?
C7 N2 C4 C3 -120.8(4) . . . . ?
C7 N2 C6 O1 -179.8(3) . . . . ?
C7 N2 C6 C10 -1.0(5) . . . . ?
C7 C8 C12 C11 -176.9(3) . . . 2_767 ?
C6 N2 C4 C5 -118.9(3) . . . . ?
C6 N2 C4 C3 60.3(4) . . . . ?
C6 N2 C7 O2 -178.7(3) . . . . ?
C6 N2 C7 C8 0.9(5) . . . . ?
C6 C10 C11 C12 177.1(3) . . . 2_767 ?
C8 C9 C10 C6 3.0(5) . . . . ?
C8 C9 C10 C11 -179.2(3) . . . . ?
C13 C14 C15 C16 175.8(3) . . . . ?
C13 C14 C18 C17 -175.7(3) . . . . ?
C5 N1 C1 C2 -0.9(5) . . . . ?
C5 C4 C3 C2 1.2(6) . . . . ?
C11 C10 C6 O1 -0.1(5) . . . . ?
C11 C10 C6 N2 -178.8(3) . . . . ?
C15 C14 C13 O3 -179.4(3) . . . . ?
C15 C14 C13 O4 -1.8(5) . . . . ?
C15 C14 C18 C17 0.8(5) . . . . ?
C1 N1 C5 C4 1.0(5) . . . . ?
C18 C14 C13 O3 -3.0(4) . . . . ?
C18 C14 C13 O4 174.6(3) . . . . ?
C18 C14 C15 C16 -0.6(5) . . . . ?
C3 C4 C5 N1 -1.1(5) . . . . ?
C17 C16 C15 C14 -179.5(3) 2_455 . . . ?
