Utilizing the heterocyclic effect towards high contrast ratios of mechanoresponsive luminescence based on aromatic aldehydes
Zhang, Fang; Liang, Xiaozhong; Li, Da; Yin, Xiangkai; Tian, Xia; Li, Bin; Xu, Hong; Guo, Kunpeng; Li, Jie; Journal of Materials Chemistry C 7 (2019) 12328–; doi:10.1039/C9TC04586D

data_7238014
_publ_section_title
;
 Utilizing the heterocyclic effect towards high contrast ratios of
 mechanoresponsive luminescence based on aromatic aldehydes
;
_journal_issue                   39
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              12328
_journal_paper_doi               10.1039/C9TC04586D
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C30 H25 N O2'
_chemical_formula_sum            'C30 H25 N O2'
_chemical_formula_weight         431.51
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-03-20
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2018-05-10 deposited with the CCDC.	2019-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                101.465(5)
_cell_angle_beta                 97.263(5)
_cell_angle_gamma                109.371(6)
_cell_formula_units_Z            4
_cell_length_a                   10.8799(7)
_cell_length_b                   13.3532(8)
_cell_length_c                   17.0824(10)
_cell_measurement_reflns_used    3323
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      28.0280
_cell_measurement_theta_min      3.7760
_cell_volume                     2244.3(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega   -5.00   21.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.4273  -99.0000 -120.0000 26

  2 omega  -36.00   -6.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.4273  -38.0000   30.0000 30

  3 omega    3.00   92.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867   57.0000  -60.0000 89

  4 omega  -10.00   94.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867   77.0000 -180.0000 104

  5 omega  -16.00   68.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867  -99.0000   30.0000 84

  6 omega   47.00   99.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867   19.0000   90.0000 52

  7 omega  -47.00  -14.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867  -57.0000  150.0000 33
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0633884000
_diffrn_orient_matrix_UB_12      0.0360001000
_diffrn_orient_matrix_UB_13      -0.0023550000
_diffrn_orient_matrix_UB_21      -0.0135979000
_diffrn_orient_matrix_UB_22      0.0454913000
_diffrn_orient_matrix_UB_23      0.0206732000
_diffrn_orient_matrix_UB_31      0.0280841000
_diffrn_orient_matrix_UB_32      -0.0054333000
_diffrn_orient_matrix_UB_33      0.0379915000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0685
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15843
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         3.25
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73589
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     625
_refine_ls_number_reflns         8844
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.1014
_refine_ls_R_factor_gt           0.0603
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0487P)^2^+0.5834P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1315
_refine_ls_wR_factor_ref         0.1608
_reflns_number_gt                5475
_reflns_number_total             8844
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9tc04586d2.cif
_cod_data_source_block           xray_pc
_cod_original_cell_volume        2244.3(2)
_cod_database_code               7238014
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C59') \\sim Ueq, Uanis(C60) \\sim Ueq, Uanis(C60') \\sim Ueq, Uanis(C59)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Fixed Sof: H57A(0.6) H57B(0.6) H57C(0.4) H57D(0.4) C58(0.6) H58A(0.6)
 H58B(0.6) C59(0.6) H59A(0.6) H59B(0.6) C60(0.6) H60A(0.6) H60B(0.6) H60C(0.6)
 C58'(0.4) H58C(0.4) H58D(0.4) C59'(0.4) H59C(0.4) H59D(0.4) C60'(0.4)
 H60D(0.4) H60E(0.4) H60F(0.4)
4.a Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C57(H57A,H57B), C57(H57C,
 H57D), C58(H58A,H58B), C59(H59A,H59B), C58'(H58C,H58D), C59'(H59C,H59D)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C8(H8), C10(H10), C11(H11), C14(H14), C15(H15),
 C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26),
  C32(H32), C33(H33), C35(H35), C38(H38), C40(H40), C41(H41), C44(H44),
 C45(H45), C47(H47), C48(H48), C49(H49), C51(H51), C52(H52), C54(H54), C55(H55),
  C56(H56)
4.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C60(H60A,H60B,H60C), C60'(H60D,H60E,H60F)
;
_olex2_date_sample_data_collection 2018-03-20
_olex2_submission_special_instructions 'No special instructions were received'