Polymorph crystal packing effects on charge transfer emission in the solid state
He, Xiaoyan; Benniston, Andrew C.; Saarenpää, Hanna; Lemmetyinen, Helge; Tkachenko, Nikolia V.; Baisch, Ulrich; Chem. Sci. 6 (2015) 3525–; doi:10.1039/C5SC01151E

data_1519430
_publ_section_title
;
 Polymorph crystal packing effects on charge transfer emission in the
 solid state
;
_journal_issue                   6
_journal_name_full               'Chem. Sci.'
_journal_page_first              3525
_journal_paper_doi               10.1039/C5SC01151E
_journal_volume                  6
_journal_year                    2015
_chemical_formula_moiety         'C20 H16 N2 O2'
_chemical_formula_sum            'C20 H16 N2 O2'
_chemical_formula_weight         316.35
_chemical_name_systematic        N,N-dimethylaniline-N-naphthalimide
_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'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-01-12
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.09 svn.r3130 for OlexSys, GUI svn.r4987)
;
_audit_update_record
;
2015-01-16 deposited with the CCDC.
2015-04-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.498(4)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   17.3700(9)
_cell_length_b                   29.0684(13)
_cell_length_c                   8.8805(4)
_cell_measurement_reflns_used    5796
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      28.5219
_cell_measurement_theta_min      3.2607
_cell_volume                     4470.1(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_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    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 10.3968
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.891
_diffrn_measurement_details
;
  1 omega  -46.00   26.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -        9.9090  -38.0000  -30.0000 72

  2 omega  -15.00   72.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -        9.9090   38.0000  -30.0000 87

  3 omega   23.00   49.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -        9.9090   38.0000 -150.0000 26

  4 omega  -53.00   26.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -        9.9090  -38.0000  120.0000 79

  5 omega    4.00   60.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -        9.9090   38.0000  -90.0000 56

  6 omega   49.00   87.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -        9.9090   77.0000  150.0000 38

  7 omega   28.00   89.00   1.0000   50.0000
omega____ theta____ kappa____ phi______ frames
    -        9.9090   77.0000   90.0000 61
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0108085000
_diffrn_orient_matrix_UB_12      -0.0139077000
_diffrn_orient_matrix_UB_13      0.0637960000
_diffrn_orient_matrix_UB_21      -0.0255660000
_diffrn_orient_matrix_UB_22      0.0125473000
_diffrn_orient_matrix_UB_23      0.0431219000
_diffrn_orient_matrix_UB_31      -0.0301130000
_diffrn_orient_matrix_UB_32      -0.0156375000
_diffrn_orient_matrix_UB_33      -0.0221558000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.891
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            23905
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.585
_diffrn_reflns_theta_min         3.267
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76397
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_description       needle
_exptl_crystal_F_000             1992
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method 'Vapour Deposition'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         5091
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0429
_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^)+(0.0588P)^2^+1.9421P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1098
_refine_ls_wR_factor_ref         0.1247
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3685
_reflns_number_total             5091
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5sc01151e2.cif
_cod_data_source_block           ODMIM
_cod_depositor_comments
'Adding full bibliography for 1519430--1519431.cif.'
_cod_database_code               1519430
_shelx_estimated_absorpt_t_max   0.993
_shelx_estimated_absorpt_t_min   0.982
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C23(H23), C24(H24), C30(H30), C31(H31), C32(H32)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C21(H21A,H21B,H21C)
;
_shelx_res_checksum              69318
_shelx_hkl_checksum              55741
_shelx_shelxl_version_number     2014/7
_olex2_submission_original_sample_id acb134
_olex2_submission_special_instructions 'No special instructions were received'