Phenanthroimidazole derivatives with minor structural differences: crystalline polymorphisms, different molecular packing, and totally different mechanoluminescence
Yu, Yun; Fan, Yuanyuan; Wang, Can; Wei, Yao; Liao, Qiuyan; Li, Qianqian; Li, Zhen; Journal of Materials Chemistry C 7 (2019) 13759–; doi:10.1039/C9TC05218F

data_7238034
_publ_section_title
;
 Phenanthroimidazole derivatives with minor structural differences:
 crystalline polymorphisms, different molecular packing, and totally
 different mechanoluminescence
;
_journal_issue                   44
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              13759
_journal_paper_doi               10.1039/C9TC05218F
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C33 H29 B N2 O2, O'
_chemical_formula_sum            'C33 H29 B N2 O3'
_chemical_formula_weight         512.39
_chemical_name_systematic        C33H31BN2O3
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2018-05-22
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2019-08-21 deposited with the CCDC.	2019-10-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.841(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   28.0786(7)
_cell_length_b                   9.9927(2)
_cell_length_c                   20.6710(4)
_cell_measurement_reflns_used    16183
_cell_measurement_temperature    292.6(6)
_cell_measurement_theta_max      74.6190
_cell_measurement_theta_min      4.3710
_cell_volume                     5606.4(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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_environment      air
_diffrn_ambient_temperature      292.6(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1975
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_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   -122.00 -43.00   1.00    6.30    --  -40.87-168.00-166.00   79
  2  \w    -73.00  35.00   1.00    6.30    --  -40.87  77.00 120.00  108
  3  \w   -129.00  47.00   1.00    6.30    --  -40.87   0.00 120.00  176
  4  \w     32.00 105.00   1.00    6.30    --   40.87-139.00  82.00   73
  5  \w     23.00  97.00   1.00    6.30    --   40.87-125.00-120.00   74
  6  \w      1.00  82.00   1.00    6.30    --   40.87 -99.00 -60.00   81
  7  \w     94.00 178.00   1.00   25.20    --  108.44 125.00 -90.00   84
  8  \w     80.00 178.00   1.00   25.20    --  108.44  30.00 -30.00   98
  9  \w     35.00 134.00   1.00   25.20    --  108.44 -45.00-120.00   99
 10  \w     80.00 178.00   1.00   25.20    --  108.44  30.00  90.00   98
 11  \w     32.00 137.00   1.00   25.20    --  108.44 -30.00 120.00  105
 12  \w     26.00 109.00   1.00   25.20    --  108.44 -94.00   0.00   83
 13  \w     26.00 109.00   1.00   25.20    --  108.44 -94.00  90.00   83
 14  \w     94.00 178.00   1.00   25.20    --  108.44 125.00  30.00   84
 15  \w     26.00 109.00   1.00   25.20    --  108.44 -94.00-180.00   83
 16  \w     26.00 109.00   1.00   25.20    --  108.44 -94.00 -90.00   83
 17  \w     94.00 178.00   1.00   25.20    --  108.44 125.00 150.00   84
 18  \w     94.00 178.00   1.00   25.20    --  108.44 125.00   0.00   84
 19  \w     35.00 134.00   1.00   25.20    --  108.44 -45.00   0.00   99
 20  \w     36.00 124.00   1.00   25.20    --  108.44-130.00-103.00   88
 21  \w   -117.00 -50.00   1.00    6.30    --  -40.87 -77.00  30.00   67
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0516897000
_diffrn_orient_matrix_UB_12      0.0585747000
_diffrn_orient_matrix_UB_13      0.0058054000
_diffrn_orient_matrix_UB_21      0.0215777000
_diffrn_orient_matrix_UB_22      -0.1424928000
_diffrn_orient_matrix_UB_23      0.0051544000
_diffrn_orient_matrix_UB_31      -0.0092626000
_diffrn_orient_matrix_UB_32      -0.0052495000
_diffrn_orient_matrix_UB_33      -0.0767008000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_av_unetI/netI     0.0113
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            31587
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.755
_diffrn_reflns_theta_min         4.426
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.611
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.214
_exptl_crystal_description       block
_exptl_crystal_F_000             2160
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     356
_refine_ls_number_reflns         5706
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0891
_refine_ls_R_factor_gt           0.0831
_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^)+(0.1731P)^2^+5.8598P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2603
_refine_ls_wR_factor_ref         0.2702
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5053
_reflns_number_total             5706
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9tc05218f3.cif
_cod_data_source_block           yy_1
_cod_database_code               7238034
_chemical_oxdiff_formula         C33H29N2O2B
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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:
 C3(H3), C4(H4), C23(H23), C19(H19), C26(H26), C15(H15), C7(H7), C30(H30),
 C24(H24), C25(H25), C33(H33), C6(H6), C18(H18), C16(H16), C17(H17), C32(H32),
 C31(H31)
2.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C10(H10A,H10B,
 H10C)
;
_shelx_res_checksum              6450
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2018-05-21
_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 1.269
_oxdiff_exptl_absorpt_empirical_full_min 0.760