Controllable room temperature phosphorescence, mechanoluminescence and polymorphism of a carbazole derivative.
Zhang, Hongyan; Ma, Huili; Huang, Wenbin; Gong, Wenqi; He, Zikai; Huang, Guangxi; Li, Bing Shi; Tang, Ben Zhong; Materials horizons 8 (2021) 2816–2822; doi:10.1039/d1mh00956g

data_1564540
_publ_section_title
;
 Controllable room temperature phosphorescence, mechanoluminescence and
 polymorphism of a carbazole derivative.
;
_journal_issue                   10
_journal_name_full               'Materials horizons'
_journal_page_first              2816
_journal_page_last               2822
_journal_paper_doi               10.1039/d1mh00956g
_journal_volume                  8
_journal_year                    2021
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C40 H53 N O2'
_chemical_formula_sum            'C40 H53 N O2'
_chemical_formula_weight         579.83
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-14
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-15 deposited with the CCDC.	2021-08-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.008(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.8231(7)
_cell_length_b                   7.5996(2)
_cell_length_c                   24.2836(8)
_cell_measurement_reflns_used    5911
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.5670
_cell_measurement_theta_min      4.8460
_cell_volume                     3391.7(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.957
_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    -23.00  17.00   0.50    1.07    --    0.00 -38.00   0.00   80
  2  \w    -19.00   6.00   0.50    1.07    --    0.00 -57.00-180.00   50
  3  \w    -89.00 -55.00   0.50    1.07    --    0.00 -19.00 150.00   68
  4  \w     32.00  87.00   0.50    1.07    --    0.00  19.00 -90.00  110
  5  \w    -83.00 -57.00   0.50    1.07    --    0.00 -38.00   0.00   52
  6  \w    -51.00 -24.00   0.50    1.07    --    0.00 -19.00 150.00   54
  7  \w     16.00  74.00   0.50    4.26    --   95.20 -45.00 120.00  116
  8  \w     74.00 181.00   0.50    4.26    --   95.20  61.00  60.00  214
  9  \w      7.00 106.00   0.50    4.26    --   95.20 -30.00 -90.00  198
 10  \w     41.00 115.00   0.50    4.26    --   95.20 -45.00 -90.00  148
 11  \w     89.00 114.00   0.50    4.26    --   95.20 -45.00 120.00   50
 12  \w     10.00  73.00   0.50    4.26    --   95.20 -30.00 150.00  126
 13  \w    145.00 170.00   0.50    4.26    --   95.20  30.00   0.00   50
 14  \w    134.00 182.00   0.50    4.26    --   95.20  30.00 -60.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0105950000
_diffrn_orient_matrix_UB_12      -0.1399246000
_diffrn_orient_matrix_UB_13      -0.0484629000
_diffrn_orient_matrix_UB_21      -0.0803310000
_diffrn_orient_matrix_UB_22      0.0552792000
_diffrn_orient_matrix_UB_23      -0.0305631000
_diffrn_orient_matrix_UB_31      0.0217412000
_diffrn_orient_matrix_UB_32      0.1357632000
_diffrn_orient_matrix_UB_33      -0.0373854000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            8743
_diffrn_reflns_point_group_measured_fraction_full 0.781
_diffrn_reflns_point_group_measured_fraction_max 0.729
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.733
_diffrn_reflns_theta_min         3.927
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.520
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66552
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.136
_exptl_crystal_description       needle
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.617
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details
;
 Flack x determined using 1273 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         5093
_refine_ls_number_restraints     69
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_gt           0.0727
_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^)+(0.1483P)^2^+1.0968P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2107
_refine_ls_wR_factor_ref         0.2171
_reflns_Friedel_coverage         0.413
_reflns_Friedel_fraction_full    0.524
_reflns_Friedel_fraction_max     0.463
_reflns_number_gt                4594
_reflns_number_total             5093
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1mh00956g2.cif
_cod_data_source_block           61
_cod_depositor_comments
'Adding full bibliography for 1564539--1564540.cif.'
_cod_database_code               1564540
_shelx_shelxl_version_number     2017/1
_reflns_odcompleteness_completeness 99.91
_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 C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C013-C1
 1.48 with sigma of 0.005
 C013-C1 = C1-C0AA
 1.48 with sigma of 0.003
 C1AA-C0AA = C0AA-C2
 1.5 with sigma of 0.002
 H2C-H2C_$1
 1.93 with sigma of 0.005
 H2A-H2C_$1
 1.93 with sigma of 0.005
3. Rigid bond restraints
 C1, C013
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
 C1, C0AA, C1AA, C2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C013 \\sim C1: within 1.7A with sigma of 0.02 and sigma for terminal atoms of
0.04
C1 \\sim C0AA \\sim C2 \\sim C1AA: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
Uanis(C013) \\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of 0.04 and sigma for
terminal atoms of 0.08
Uanis(C1) \\sim Ueq, Uanis(C0AA) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C1AA)
\\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
5.a Riding coordinates:
 C1AA(H1AB,H1AC,H1AD), C2(H2A,H2B,H2C)
5.b Ternary CH refined with riding coordinates:
 C007(H007), C008(H008), C00B(H00C), C00D(H00F), C00P(H00S), C00W(H1AA),
 C0AA(H0AB)
5.c Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00C(H00D,H00E), C00G(H00J,H00K), C00K(H00L,H00M), C00L(H00N,
 H00O), C00N(H00P,H00Q), C00R(H00W,H00X), C00Z(H4AA,H), C012(H01D,H01E),
 C013(H01F,H01G), C1(H1A,H1B)
5.d Me refined with riding coordinates:
 C00E(H00G,H00H,H00I), C00Q(H00T,H00U,H00V), C011(H01A,H01B,H01C)
5.e Aromatic/amide H refined with riding coordinates:
 C009(H009), C00O(H00R), C00S(H00Y), C00T(H00Z), C00U(H00), C00V(H0AA),
 C00X(H2AA), C00Y(H3AA), C010(H010)
;
_shelx_res_checksum              98374
_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 1.482
_oxdiff_exptl_absorpt_empirical_full_min 0.572