Preparation of organic mechanochromic fluorophores with simple structures and promising mechanochromic luminescence properties
Li, Gaocan; Xu, Yangyang; Zhuang, Weihua; Wang, Yunbing; RSC Adv.  (2016) –; doi:10.1039/C6RA20022B

data_7226444
_publ_section_title
;
 Preparation of organic mechanochromic fluorophores with simple structures
 and promising mechanochromic luminescence properties
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA20022B
_journal_year                    2016
_chemical_formula_moiety         'C2 F6 N O4 S2, C29 H38 P'
_chemical_formula_sum            'C31 H38 F6 N O4 P S2'
_chemical_formula_weight         697.71
_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     direct
_audit_creation_date             2016-08-07
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2016-08-07 deposited with the CCDC.
2016-08-31 downloaded from the CCDC.
;
_cell_angle_alpha                98.142(3)
_cell_angle_beta                 94.137(3)
_cell_angle_gamma                92.423(2)
_cell_formula_units_Z            4
_cell_length_a                   10.7725(3)
_cell_length_b                   16.6577(5)
_cell_length_c                   18.3152(7)
_cell_measurement_reflns_used    12345
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      72.6160
_cell_measurement_theta_min      4.1500
_cell_volume                     3240.38(18)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details
;
  1 omega   19.00  103.00   1.0000    1.4000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   57.0000   60.0000 84

  2 omega   19.00  103.00   1.0000    1.4000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   57.0000 -180.0000 84

  3 omega  -33.00   55.00   1.0000    1.4000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -38.0000  -90.0000 88

  4 omega    9.00  104.00   1.0000    1.4000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   77.0000  -90.0000 95

  5 omega   17.00  105.00   1.0000    1.4000
omega____ theta____ kappa____ phi______ frames
    -       36.0421   38.0000  150.0000 88

  6 omega   23.00   89.00   1.0000    1.4000
omega____ theta____ kappa____ phi______ frames
    -       36.0421 -125.0000  120.0000 66

  7 omega   23.00   89.00   1.0000    1.4000
omega____ theta____ kappa____ phi______ frames
    -       36.0421 -125.0000  -90.0000 66

  8 omega  -35.00   65.00   1.0000    1.4000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -19.0000  -30.0000 100

  9 omega    1.00   75.00   1.0000    1.4000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -99.0000  -30.0000 74

 10 omega  -31.00   53.00   1.0000    1.4000
omega____ theta____ kappa____ phi______ frames
    -       36.0421  -57.0000 -120.0000 84

 11 omega   39.00  109.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -30.0000 70

 12 omega   38.00   91.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 53

 13 omega   38.00   91.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   60.0000 53

 14 omega   91.00  176.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -150.0000 85

 15 omega   38.00  116.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -90.0000 78

 16 omega   40.00  135.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000  120.0000 95

 17 omega   38.00  116.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   90.0000 78

 18 omega   40.00   98.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  120.0000 58

 19 omega   38.00   91.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 53

 20 omega   41.00  126.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000  -30.0000 85

 21 omega   40.00   98.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -180.0000 58

 22 omega   39.00  109.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   60.0000 70

 23 omega   91.00  176.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   90.0000 85

 24 omega   40.00   98.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   30.0000 58

 25 omega   40.00   65.00   1.0000    5.5800
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0351647000
_diffrn_orient_matrix_UB_12      -0.0228205000
_diffrn_orient_matrix_UB_13      0.0771806000
_diffrn_orient_matrix_UB_21      0.0401827000
_diffrn_orient_matrix_UB_22      0.0893861000
_diffrn_orient_matrix_UB_23      0.0288588000
_diffrn_orient_matrix_UB_31      -0.1332872000
_diffrn_orient_matrix_UB_32      0.0155679000
_diffrn_orient_matrix_UB_33      0.0218090000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_av_unetI/netI     0.0531
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            27178
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.553
_diffrn_reflns_theta_min         4.798
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.593
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.34018
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_description       block
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.5
_refine_diff_density_max         1.026
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_refine_diff_density_rms         0.131
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         12306
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_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0755
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_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^)+(0.1388P)^2^+0.8827P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1852
_refine_ls_wR_factor_ref         0.1911
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11148
_reflns_number_total             12306
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ra20022b2.cif
_cod_data_source_block           exp_2469
_cod_original_cell_volume        3240.38(19)
_cod_database_code               7226444
_reflns_odcompleteness_completeness 98.38
_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.a Secondary CH2 refined with riding coordinates:
 C00W(H00a,H00b), C00X(H00c,H00d), C01A(H01a,H01b), C01F(H01e,H01f), C01G(H01g,
 H01h), C01M(H01j,H01k), C01N(H01l,H01m), C01P(H01n,H01o), C01Q(H01p,H01q),
 C01R(H01z,H), C01S(H01,Ha), C01V(H1aa,Hb), C01X(H2aa,Hc), C01Y(H3aa,Hd),
 C023(H02l,H02m), C024(H02n,H02o), C025(H02p,H02q), C029(H02a,H02b), C02F(H02x,
 H02y), C02G(H02g,H02h)
2.b Aromatic/amide H refined with riding coordinates:
 C00Z(H00Z), C016(H016), C017(H017), C019(H019), C01B(H01v), C01C(H01C),
 C01D(H01D), C01E(H01w), C01H(H01i), C01J(H01x), C01O(H01y), C01T(H0aa),
 C01U(H01U), C020(H020), C022(H022), C026(H026), C028(H028), C02A(H02c)
2.c Idealised Me refined as rotating group:
 C01Z(H01r,H01s,H01t), C027(H02r,H02s,H02t), C02B(H02u,H02v,H02w), C02D(H02d,
 H02e,H02f), C02H(H02z,He,Hf), C02I(H02i,H02j,H02k)
;
_shelx_res_checksum              99831
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-08-02
_olex2_submission_special_instructions 'No special instructions were received'