N-Substitution of acridone with electron-donating groups: crystal packing, intramolecular charge transfer and tuneable aggregation induced emission
Liu, Renfei; Zhu, Guanxing; Zhang, Gang; RSC Advances 10 (2020) 7092–7098; doi:10.1039/C9RA10615D

data_7239954
_publ_section_title
;
 N-Substitution of acridone with electron-donating groups: crystal
 packing, intramolecular charge transfer and tuneable aggregation induced
 emission
;
_journal_issue                   12
_journal_name_full               'RSC Advances'
_journal_page_first              7092
_journal_page_last               7098
_journal_paper_doi               10.1039/C9RA10615D
_journal_volume                  10
_journal_year                    2020
_chemical_formula_moiety         'C20 H15 N O2'
_chemical_formula_sum            'C20 H15 N O2'
_chemical_formula_weight         301.33
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-11-22
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2019-12-15 deposited with the CCDC.	2020-02-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.779(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.4255(10)
_cell_length_b                   12.9799(13)
_cell_length_c                   24.692(2)
_cell_measurement_reflns_used    6628
_cell_measurement_temperature    283(2)
_cell_measurement_theta_max      27.380
_cell_measurement_theta_min      2.278
_cell_volume                     3017.3(5)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      283.36
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_reflns_av_R_equivalents  0.1091
_diffrn_reflns_av_unetI/netI     0.1014
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            44195
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_min         2.278
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6521
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.203
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         6580
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.203
_refine_ls_R_factor_all          0.2532
_refine_ls_R_factor_gt           0.1289
_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^)+(0.0310P)^2^+2.4922P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1506
_refine_ls_wR_factor_ref         0.1860
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2947
_reflns_number_total             6580
_reflns_threshold_expression     'I > 2\s(I)'
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_cod_data_source_block           mo_20180926a_0m
_cod_depositor_comments
'Adding full bibliography for 7239954--7239956.cif.'
_cod_database_code               7239954
_shelx_estimated_absorpt_t_max   0.975
_shelx_estimated_absorpt_t_min   0.975
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H15(0.056) H16A(0.058) H15A(0.056) H18A(0.057) H16(0.059)
 H19A(0.06) H18(0.059) H12(0.061) H2(0.067) H19(0.059) H12A(0.069) H2A(0.07)
 H9(0.074) H5(0.076) H11(0.076) H9A(0.077) H5A(0.078) H11A(0.081) H4(0.087)
 H10(0.082) H10A(0.088) H3A(0.085) H3(0.08) H20A(0.118) H20B(0.118) H20C(0.118)
 H4A(0.094) H20D(0.122) H20E(0.122) H20F(0.122)
 Fixed X: H15(0.620867) H16A(0.852259) H15A(0.706071) H18A(0.790419)
 H16(0.479767) H19A(0.646483) H18(0.559548) H12(0.496716) H2(0.90875)
 H19(0.702385) H12A(0.841941) H2A(0.427696) H9(0.778715) H5(1.205001)
 H11(0.397977) H9A(0.556852) H5A(0.131743) H11A(0.939505) H4(1.298603)
 H10(0.538361) H10A(0.798239) H3A(0.187336) H3(1.149119) H20A(1.013984)
 H20B(0.99879) H20C(0.86475) H4A(0.037779) H20D(0.354703) H20E(0.487585)
 H20F(0.336337)
 Fixed Y: H15(0.544815) H16A(0.593934) H15A(0.548553) H18A(0.891226)
 H16(0.603283) H19A(0.844792) H18(0.894309) H12(0.656337) H2(0.677497)
 H19(0.835548) H12A(0.666169) H2A(0.696684) H9(0.553973) H5(0.595629)
 H11(0.618057) H9A(0.576672) H5A(0.616154) H11A(0.628282) H4(0.630811)
 H10(0.563951) H10A(0.583155) H3A(0.691315) H3(0.671249) H20A(0.873149)
 H20B(0.90578) H20C(0.903532) H4A(0.652167) H20D(0.919404) H20E(0.917003)
 H20F(0.892672)
 Fixed Z: H15(0.537565) H16A(0.6735) H15A(0.741926) H18A(0.707262)
 H16(0.604606) H19A(0.776764) H18(0.563538) H12(0.43326) H2(0.557997)
 H19(0.496001) H12A(0.843562) H2A(0.720038) H9(0.295241) H5(0.421063)
 H11(0.349105) H9A(0.98266) H5A(0.857074) H11A(0.9274) H4(0.506061)
 H10(0.28041) H10A(0.997865) H3A(0.703464) H3(0.574573) H20A(0.600163)
 H20B(0.660736) H20C(0.620603) H4A(0.772811) H20D(0.610949) H20E(0.65165)
 H20F(0.672127)
;
_shelx_res_checksum              45395
_shelx_shelxl_version_number     2017/1
_olex2_submission_special_instructions 'No special instructions were received'