An iminodibenzyl-quinoxaline-iminodibenzyl scaffold as a mechanochromic and dual emitter: donor and bridge effects on optical properties.
Pashazadeh, Ramin; Pander, Piotr; Bucinskas, Audrius; Skabara, Peter J.; Dias, Fernando B.; Grazulevicius, Juozas V.; Chemical communications (Cambridge, England) 54 (2018) 13857–13860; doi:10.1039/c8cc06981f

data_7122627
_publ_section_title
;
 An iminodibenzyl-quinoxaline-iminodibenzyl scaffold as a mechanochromic
 and dual emitter: donor and bridge effects on optical properties.
;
_journal_issue                   98
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              13857
_journal_page_last               13860
_journal_paper_doi               10.1039/c8cc06981f
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         '0.2(C48 H32 N4)'
_chemical_formula_sum            'C9.6 H6.4 N0.8'
_chemical_formula_weight         132.95
_chemical_name_systematic
2,3-bis(4-(5H-dibenzo[b,f]azepin-5-yl)phenyl)quinoxaline
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-08-07
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-08-10 deposited with the CCDC.
2018-11-20 downloaded from the CCDC.
;
_cell_angle_alpha                78.98(2)
_cell_angle_beta                 81.21(2)
_cell_angle_gamma                67.65(3)
_cell_formula_units_Z            10
_cell_length_a                   12.135(4)
_cell_length_b                   12.225(3)
_cell_length_c                   17.067(4)
_cell_measurement_reflns_used    1540
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.6880
_cell_measurement_theta_min      2.1920
_cell_volume                     2289.5(12)
_computing_cell_refinement       'CrysAlisPro 1.171.39.31a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.31a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.31a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_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    -71.00  33.00   1.00   90.00    --   30.10  54.00 -30.00  104
  2  \w    -72.00 -47.00   1.00   90.00    --   30.10  54.00  90.00   25
  3  \w     20.00  46.00   1.00   90.00    --   30.10  54.00  90.00   26
  4  \w    -74.00 108.00   1.00   90.00    --   30.10  54.00-150.00  182
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0004450000
_diffrn_orient_matrix_UB_12      -0.0570897000
_diffrn_orient_matrix_UB_13      0.0182077000
_diffrn_orient_matrix_UB_21      0.0626376000
_diffrn_orient_matrix_UB_22      -0.0207127000
_diffrn_orient_matrix_UB_23      0.0025076000
_diffrn_orient_matrix_UB_31      -0.0101030000
_diffrn_orient_matrix_UB_32      0.0182428000
_diffrn_orient_matrix_UB_33      0.0383270000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0848
_diffrn_reflns_av_unetI/netI     0.1762
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13406
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_min         2.039
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.057
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45648
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.31a (Rigaku Oxford Diffraction, 2017)
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    0.964
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_preparation
'material was dissolved in DCM and acetone mixture. Then the same amount of hexane was added.'
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM, acetone, hexane'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.868
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         8986
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.868
_refine_ls_R_factor_all          0.1816
_refine_ls_R_factor_gt           0.0764
_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^)+(0.0780P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1913
_refine_ls_wR_factor_ref         0.2580
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2705
_reflns_number_total             8986
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc06981f2.cif
_cod_data_source_block           isb_2
_cod_depositor_comments
'Adding full bibliography for 7122626--7122627.cif.'
_cod_original_cell_volume        2289.4(12)
_cod_original_formula_sum        'C9.60 H6.40 N0.80'
_cod_database_code               7122627
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.989
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12),
 C13(H13), C16(H16), C17(H17), C19(H19), C20(H20), C23(H23), C24(H24), C25(H25),
  C26(H26), C30(H30), C31(H31), C33(H33), C34(H34), C36(H36), C37(H37),
 C38(H38), C39(H39), C41(H41), C42(H42), C44(H44), C45(H45), C46(H46), C47(H47)
;
_shelx_res_checksum              32451
_shelx_fab_checksum              3422
_olex2_exptl_crystal_mounting_method 'crystal was mounted using loop with glue'
_olex2_submission_original_sample_id ISB_2
_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 2.152
_oxdiff_exptl_absorpt_empirical_full_min 0.547