Insight from the old: mechanochromism and mechanoluminescence of two amine-containing tetraphenylethylene isomers
Jiang, Yuqing; Wang, Jiaqiang; Huang, Guangxi; Li, Zhen; Li, Bing Shi; Tang, Ben Zhong; Journal of Materials Chemistry C 7 (2019) 11790–; doi:10.1039/C9TC04140K

data_7237973
_publ_section_title
;
 Insight from the old: mechanochromism and mechanoluminescence of two
 amine-containing tetraphenylethylene isomers
;
_journal_issue                   38
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              11790
_journal_paper_doi               10.1039/C9TC04140K
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C26 H21 N'
_chemical_formula_sum            'C26 H21 N'
_chemical_formula_weight         347.44
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2018-06-09
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_audit_update_record
;
2019-03-20 deposited with the CCDC.	2019-09-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.602(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.2255(4)
_cell_length_b                   11.3734(2)
_cell_length_c                   17.6183(3)
_cell_measurement_reflns_used    10633
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.4510
_cell_measurement_theta_min      4.4960
_cell_volume                     3897.38(13)
_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  'ShelXL (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 0.968
_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    -45.00  -9.00   0.50    0.50    --    0.00 -57.00  90.00   72
  2  \w    -88.00  16.00   0.50    0.50    --    0.00 -19.00  30.00  208
  3  \w    -14.00  14.00   0.50    0.50    --    0.00 -38.00 -30.00   56
  4  \w    -49.00 -20.00   0.50    0.50    --    0.00 -38.00 -30.00   58
  5  \w    -85.00 -58.00   0.50    0.50    --    0.00 -57.00  90.00   54
  6  \w    -81.00 -56.00   0.50    0.50    --    0.00 -38.00 150.00   50
  7  \w    -19.00  14.00   0.50    0.50    --    0.00 -38.00 150.00   66
  8  \w     66.00 170.00   0.50    1.65    --   95.20  77.00 -30.00  208
  9  \w     81.00 126.00   0.50    1.65    --   95.20 -82.00 120.00   90
 10  \w     14.00 127.00   0.50    1.65    --   95.20 -82.00  60.00  226
 11  \w     42.00  68.00   0.50    1.65    --   95.20 -61.00-180.00   52
 12  \w     77.00 103.00   0.50    1.65    --   95.20 -82.00  30.00   52
 13  \w      6.00 112.00   0.50    1.65    --   95.20 -61.00  60.00  212
 14  \w     66.00 160.00   0.50    1.65    --   95.20  82.00-150.00  188
 15  \w     69.00 156.00   0.50    1.65    --   95.20  82.00 -90.00  174
;
_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      0.0427488000
_diffrn_orient_matrix_UB_12      -0.0972727000
_diffrn_orient_matrix_UB_13      -0.0179276000
_diffrn_orient_matrix_UB_21      0.0527019000
_diffrn_orient_matrix_UB_22      0.0925989000
_diffrn_orient_matrix_UB_23      -0.0005374000
_diffrn_orient_matrix_UB_31      0.0408171000
_diffrn_orient_matrix_UB_32      -0.0181037000
_diffrn_orient_matrix_UB_33      0.0937308000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            23906
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.239
_diffrn_reflns_theta_min         4.504
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.518
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79163
_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_density_diffrn    1.184
_exptl_crystal_description       block
_exptl_crystal_F_000             1472
_refine_diff_density_max         0.615
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.00060(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     510
_refine_ls_number_reflns         7673
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0614
_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^)+(0.0660P)^2^+2.2667P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1619
_refine_ls_wR_factor_ref         0.1672
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6599
_reflns_number_total             7673
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9tc04140k2.cif
_cod_data_source_block           tpe-nh2-5
_cod_database_code               7237973
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 99.89
_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,H) groups
2. Restrained distances
 N2A-C50
 1.4 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N2A, C49, C50, C51
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C38, C39
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Sof(N1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1)=1-FVAR(1)
 Sof(N1)=Sof(H1A)=Sof(H1B)=Sof(H24)=FVAR(1)
 Sof(N2A)=Sof(H2AA)=Sof(H2AB)=Sof(H27)=1-FVAR(2)
 Sof(N2)=Sof(H2A)=Sof(H2B)=Sof(H50)=FVAR(2)
5.a Rotating group:
 N1(H1A,H1B), N2(H2A,H2B)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22),
  C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29),
 C31(H31), C32(H32), C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C42(H42),
  C43(H43), C44(H44), C45(H45), C46(H46), C48(H48), C49(H49), C50(H50),
 C51(H51), C52(H52)
5.c X=CH2 refined with riding coordinates:
 N1A(H1AA,H1AB), N2A(H2AA,H2AB)
;
_shelx_res_checksum              75063
_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 1.276
_oxdiff_exptl_absorpt_empirical_full_min 0.861