Functionalized naphthalenediimide based supramolecular charge-transfer complexes via self-assembly and their photophysical properties
Rani, Pooja; Husain, Ahmad; Shukla, Ananya; Singla, Neha; Srivastava, Ankit Kumar; Kumar, Gulshan; Bhasin, K. K.; Kumar, Girijesh; CrystEngComm 23 (2021) 1859–1869; doi:10.1039/D0CE01719A

data_7242028
_publ_section_title
;
 Functionalized naphthalenediimide based supramolecular charge-transfer
 complexes via self-assembly and their photophysical properties
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              1859
_journal_page_last               1869
_journal_paper_doi               10.1039/D0CE01719A
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C36 H22 N4 O4, C14 H4 N4 O14, 3(O)'
_chemical_formula_sum            'C50 H26 N8 O21'
_chemical_formula_weight         1074.79
_space_group_crystal_system      orthorhombic
_space_group_IT_number           66
_space_group_name_Hall           '-C 2 2c'
_space_group_name_H-M_alt        'C c c m'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-26
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2020-12-27 deposited with the CCDC.	2021-01-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.7993(3)
_cell_length_b                   22.8606(8)
_cell_length_c                   33.5658(11)
_cell_measurement_reflns_used    9066
_cell_measurement_temperature    138
_cell_measurement_theta_max      23.7900
_cell_measurement_theta_min      3.2980
_cell_volume                     5984.7(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      138
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -54.00 -10.00   0.50   14.43    --   -9.95 137.00 110.00   88
  2  \w    -60.00 -35.00   0.50   14.43    --   -9.95 133.00 -67.00   50
  3  \w     12.00  37.00   0.50   14.43    --   10.22-133.00-135.00   50
  4  \w     31.00  63.00   0.50   14.43    --   10.22-137.00  47.00   64
  5  \w    -23.00  29.00   0.50   14.43    --   -9.95  38.00-120.00  104
  6  \w    -28.00   2.00   0.50   14.43    --   -9.95  57.00 120.00   60
  7  \w     28.00  53.00   0.50   14.43    --   -9.95  57.00 120.00   50
  8  \w    -26.00   6.00   0.50   14.43    --   10.22 114.00  94.82   64
  9  \w    -29.00  -2.00   0.50   14.43    --   10.22 124.00 -79.63   54
 10  \w    -18.00  43.00   0.50   14.43    --   10.22 -99.00 -30.00  122
 11  \w    -14.00  75.00   0.50   14.43    --   10.22  77.00 -90.00  178
 12  \w     -8.00  41.00   0.50   14.43    --   10.22 -99.00  60.00   98
 13  \w    -19.00  43.00   0.50   14.43    --   10.22 -99.00 150.00  124
 14  \w    -60.00 -26.00   0.50   14.43    --   10.22 -19.00 -30.00   68
 15  \w      1.00  79.00   0.50   14.43    --   10.22  19.00  90.00  156
 16  \w    -50.00  10.00   0.50   14.43    --   10.22 -19.00-120.00  120
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0538056000
_diffrn_orient_matrix_UB_12      -0.0243043000
_diffrn_orient_matrix_UB_13      0.0040322000
_diffrn_orient_matrix_UB_21      0.0122255000
_diffrn_orient_matrix_UB_22      0.0042645000
_diffrn_orient_matrix_UB_23      0.0207404000
_diffrn_orient_matrix_UB_31      -0.0722802000
_diffrn_orient_matrix_UB_32      0.0188075000
_diffrn_orient_matrix_UB_33      0.0005086000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0716
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            35813
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_min         3.306
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_description       needle
_exptl_crystal_F_000             2200
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.799
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.493
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         2805
_refine_ls_number_restraints     281
_refine_ls_restrained_S_all      1.508
_refine_ls_R_factor_all          0.1621
_refine_ls_R_factor_gt           0.1258
_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/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3764
_refine_ls_wR_factor_ref         0.3999
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1697
_reflns_number_total             2805
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce01719a2.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 7242027--7242029.cif.'
_cod_database_code               7242028
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N O '
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.981
_reflns_odcompleteness_completeness 99.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 C12-C13
 1.39 with sigma of 0.01
 C13-C14
 1.39 with sigma of 0.01
 C15-C14
 1.39 with sigma of 0.01
 C12-C17
 1.39 with sigma of 0.01
 C15-C16
 1.39 with sigma of 0.01
 C17-C16
 1.39 with sigma of 0.01
 C15-N4
 1.5 with sigma of 0.01
 C18-C13
 1.5 with sigma of 0.01
 N3-C17
 1.5 with sigma of 0.01
 O8-N3
 1.3 with sigma of 0.01
 O5-N4
 1.3 with sigma of 0.01
 O6-N4
 1.3 with sigma of 0.01
 N3-O7
 1.3 with sigma of 0.01
 O4-C18
 1.3 with sigma of 0.01
 O3-C18
 1.3 with sigma of 0.01
 O2-C12
 1.4 with sigma of 0.01
 N1-H1
 0.83 with sigma of 0.02
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: O5(0.5) O8(0.5) N3(0.5) O4(0.5) O6(0.5) N4(0.5) O7(0.5) O3(0.5)
 C18(0.5) C13(0.5) C14(0.5) H14(0.5) C16(0.5) H16(0.5) C17(0.5) O1W(0.25)
 O2W(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C6(H6), C5(H5), C2(H2), C1(H1A), C14(H14), C16(H16)
;
_shelx_res_checksum              69074
_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 1.232
_oxdiff_exptl_absorpt_empirical_full_min 0.704