A series of naphthalenediimide-based metal−organic frameworks: synthesis, photochromism and inkless and erasable printing
Zhong, Xiao-Feng; Luo, Guo-Jun; Li, Wen-Bin; Chen, Xiong-Hai; Wu, Ying; Chen, Yi-Hui; Ye, Jia-Wen; Bai, Jie; Mo, Zong-Wen; Chen, Xiao-Ming; Dalton Transactions  (2022) –; doi:10.1039/D2DT02290G

data_7711264
_publ_section_title
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 A series of naphthalenediimide-based metal&#x2212;organic frameworks:
 synthesis, photochromism and inkless and erasable printing
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT02290G
_journal_year                    2022
_chemical_formula_moiety
'C33 H20 La N3 O14, C3 H7 N O, 5.5[C3H7NO], 3[H2O]'
_chemical_formula_sum            'C52.5 H71.5 La N9.5 O23.5'
_chemical_formula_weight         1350.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2022-09-13
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-09-13 deposited with the CCDC.	2022-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.965(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   35.8643(9)
_cell_length_b                   22.9736(11)
_cell_length_c                   17.0163(6)
_cell_measurement_reflns_used    16496
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      75.8260
_cell_measurement_theta_min      3.4930
_cell_volume                     14001.5(9)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0746
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            49445
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        66.591
_diffrn_reflns_theta_max         66.591
_diffrn_reflns_theta_min         4.173
_exptl_absorpt_coefficient_mu    5.363
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_description       block
_exptl_crystal_F_000             5584
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.775
_refine_diff_density_min         -0.967
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         12308
_refine_ls_number_restraints     250
_refine_ls_restrained_S_all      0.973
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0771
_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/[\s^2^(Fo^2^)+(0.1738P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2119
_refine_ls_wR_factor_ref         0.2292
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8303
_reflns_number_total             12308
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt02290g2.cif
_cod_data_source_block           1
_cod_original_formula_sum        'C52.50 H71.50 La N9.50 O23.50'
_cod_database_code               7711264
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.616
_shelx_estimated_absorpt_t_min   0.521
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 C2-O13
 1.22 with sigma of 0.02
 N3-C37
 1.46 with sigma of 0.02
 N2-C5
 1.46 with sigma of 0.02
 N1-C33
 1.45 with sigma of 0.02
 C2-N1
 1.36 with sigma of 0.02
 N1-C17
 1.46 with sigma of 0.02
 C35-O7
 1.22 with sigma of 0.02
 C35-N3
 1.36 with sigma of 0.02
 N3-C9
 1.45 with sigma of 0.02
 N2-C39
 1.45 with sigma of 0.02
 C19-O15
 1.22 with sigma of 0.02
 C19-N2
 1.36 with sigma of 0.02
 C20-C40
 1.4 with sigma of 0.02
 C35-C37
 2.45 with sigma of 0.04
 C2-C33
 2.46 with sigma of 0.04
 C19-C5
 2.45 with sigma of 0.04
 C2-C17
 2.45 with sigma of 0.04
 C35-C9
 2.46 with sigma of 0.04
 C19-C39
 2.46 with sigma of 0.04
 N3-C9 \\sim N3-C37
 with sigma of 0.02
 N2-C39 \\sim N2-C5
 with sigma of 0.02
 N1-C33 \\sim N1-C17
 with sigma of 0.02
3. Restrained planarity
 C35, O7, N3, C9, C37
 with sigma of 0.1
 C2, O13, N1, C33, C17
 with sigma of 0.1
 C19, O15, N2, C39, C5
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C19 \\sim O15 \\sim N2 \\sim C39 \\sim C5: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
C35 \\sim O7 \\sim N3 \\sim C9 \\sim C37: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
O10 \\sim O14 \\sim C20 \\sim C30 \\sim C40 \\sim C13 \\sim C7 \\sim C21 \\sim
O11 \\sim O3 \\sim C31 \\sim C23: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
Uanis(N1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(O13) \\sim Ueq, Uanis(C33)
\\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
5. Rigid body (RIGU) restrains
 C35, O7, N3, C9, C37
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C19, O15, N2, C39, C5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C39, C19, O15, N2, C5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N1, C2, O13, C33, C17
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
6. Others
 Fixed Sof: C2(0.5) H2(0.5) O13(0.5) N1(0.5) C33(0.5) H33A(0.5) H33B(0.5)
 H33C(0.5) C17(0.5) H17A(0.5) H17B(0.5) H17C(0.5) C19(0.5) H19(0.5) O15(0.5)
 N2(0.5) C39(0.5) H39A(0.5) H39B(0.5) H39C(0.5) C5(0.5) H5A(0.5) H5B(0.5)
 H5C(0.5)
7.a Riding coordinates:
 O9(H9A,H9B), O3(H3), C33(H33A,H33B,H33C), C37(H37A,H37B,H37C), C5(H5A,H5B,H5C)
7.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C12(H12), C10(H10), C30(H30), C13(H13), C21(H21), C25(H25), C27(H27),
 C29(H29), C15(H15), C2(H2), C35(H35), C19(H19)
7.c Fitted hexagon refined as free rotating group:
 C14(C4,C8,C12,C24,C10), C23(C30,C40,C13,C7,C21)
7.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C9(H9C,H9D,H9E), C39(H39A,H39B,H39C)
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_smtbx_masks_special_details
;
A solvent mask was calculated and 881 electrons were 
found in a volume of 7030\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
11[C3H7NO], 6[H2O] per Asymmetric Unit 
which account for 2000 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              88748
_shelx_hkl_checksum              27487
_shelx_fab_checksum              22686
_olex2_submission_special_instructions 'No special instructions were received'