Diarylmaleic anhydrides: unusual organic luminescence, multi-stimuli response and photochromism
Mei, Xiaofei; Wang, Jingwei; Zhou, Zhonggao; Wu, Shiyi; Huang, Limei; Lin, Zhenghuan; Ling, Qidan; Journal of Materials Chemistry C 5 (2017) 2135–; doi:10.1039/C6TC05519B

data_7236463
_publ_section_title
;
 Diarylmaleic anhydrides: unusual organic luminescence, multi-stimuli
 response and photochromism
;
_journal_issue                   8
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              2135
_journal_paper_doi               10.1039/C6TC05519B
_journal_volume                  5
_journal_year                    2017
_chemical_formula_moiety         'C20 H12 N2 O3'
_chemical_formula_sum            'C20 H12 N2 O3'
_chemical_formula_weight         328.32
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-10-14
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2016-11-19 deposited with the CCDC.
2017-01-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.694(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.2537(3)
_cell_length_b                   6.7653(3)
_cell_length_c                   15.6473(7)
_cell_measurement_reflns_used    2250
_cell_measurement_temperature    292.14(10)
_cell_measurement_theta_max      73.6030
_cell_measurement_theta_min      5.7070
_cell_volume                     760.95(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.14(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5148
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details
;
  1 omega  -50.00   33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.3249   38.0000  -60.0000 83

  2 omega  -50.00   33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.3249   38.0000   60.0000 83

  3 omega -113.00  -13.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.3249  -57.0000  -60.0000 100

  4 omega   33.00  121.00   1.0000    2.3150
omega____ theta____ kappa____ phi______ frames
    -      106.3615 -125.0000  -90.0000 88

  5 omega   94.00  178.00   1.0000    2.3150
omega____ theta____ kappa____ phi______ frames
    -      106.3615  125.0000  150.0000 84

  6 omega   81.00  178.00   1.0000    2.3150
omega____ theta____ kappa____ phi______ frames
    -      106.3615   45.0000   90.0000 97

  7 omega   30.00   91.00   1.0000    2.3150
omega____ theta____ kappa____ phi______ frames
    -      106.3615  -30.0000 -180.0000 61

  8 omega   30.00   91.00   1.0000    2.3150
omega____ theta____ kappa____ phi______ frames
    -      106.3615  -30.0000   60.0000 61

  9 omega   30.00   91.00   1.0000    2.3150
omega____ theta____ kappa____ phi______ frames
    -      106.3615  -30.0000  -30.0000 61

 10 omega   24.00  109.00   1.0000    2.3150
omega____ theta____ kappa____ phi______ frames
    -      106.3615  -94.0000  -60.0000 85

 11 omega   33.00   98.00   1.0000    2.3150
omega____ theta____ kappa____ phi______ frames
    -      106.3615  -45.0000  -90.0000 65

 12 omega -113.00  -52.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.3249  -57.0000   30.0000 61

 13 omega -113.00  -13.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.3249  -57.0000  150.0000 100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0549284000
_diffrn_orient_matrix_UB_12      -0.1855084000
_diffrn_orient_matrix_UB_13      0.0547026000
_diffrn_orient_matrix_UB_21      0.1535920000
_diffrn_orient_matrix_UB_22      0.1188204000
_diffrn_orient_matrix_UB_23      0.0549934000
_diffrn_orient_matrix_UB_31      -0.1389789000
_diffrn_orient_matrix_UB_32      0.0576446000
_diffrn_orient_matrix_UB_33      0.0620664000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4190
_diffrn_reflns_point_group_measured_fraction_full 0.693
_diffrn_reflns_point_group_measured_fraction_max 0.663
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.746
_diffrn_reflns_theta_min         5.706
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.805
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51317
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_F_000             340
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.5(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2038
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0580
_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^)+(0.1155P)^2^+0.0898P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1556
_refine_ls_wR_factor_ref         0.1598
_reflns_Friedel_coverage         0.360
_reflns_Friedel_fraction_full    0.385
_reflns_Friedel_fraction_max     0.352
_reflns_number_gt                1905
_reflns_number_total             2038
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6tc05519b2.cif
_cod_data_source_block           BIMA
_cod_database_code               7236463
_shelxl_version_number           2013-2
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N3(H3), N15(H15), C8(H8), C2(H2), C16(H16), C5(H5), C6(H6), C22(H22),
 C20(H20), C19(H19), C7(H7), C21(H21)
;
_shelx_res_checksum              35878
_shelx_hkl_checksum              69714
_olex2_date_sample_data_collection 2016-10-13
_olex2_submission_special_instructions 'No special instructions were received'