Hydrogen bonding-assisted loosely packed crystals of a diaminomaleonitrile-modified tetraphenylethene compound and their photo- and mechano-responsive properties
Huang, Qiuyi; Yu, Tao; Xie, Zongliang; Li, Wenlang; Wang, Leyu; Liu, Siwei; Zhang, Yi; Chi, Zhenguo; Xu, Jiarui; Aldred, Matthew P.; Journal of Materials Chemistry C 5 (2017) 11867–; doi:10.1039/C7TC03404K

data_7236914
_publ_section_title
;
 Hydrogen bonding-assisted loosely packed crystals of a
 diaminomaleonitrile-modified tetraphenylethene compound and their photo-
 and mechano-responsive properties
;
_journal_issue                   45
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              11867
_journal_paper_doi               10.1039/C7TC03404K
_journal_volume                  5
_journal_year                    2017
_chemical_formula_moiety         '2(C31 H22 N4), C H2 Cl2'
_chemical_formula_sum            'C63 H46 Cl2 N8'
_chemical_formula_weight         986.03
_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_Int_Tables_number      2
_audit_creation_date             2014-10-06
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2017-07-03 deposited with the CCDC.
2017-10-31 downloaded from the CCDC.
;
_cell_angle_alpha                97.986(3)
_cell_angle_beta                 100.725(3)
_cell_angle_gamma                112.276(3)
_cell_formula_units_Z            2
_cell_length_a                   10.5762(4)
_cell_length_b                   13.3993(4)
_cell_length_c                   21.7435(6)
_cell_measurement_reflns_used    9027
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      60.7190
_cell_measurement_theta_min      3.6490
_cell_volume                     2726.21(18)
_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  'olex2.refine (Bourhis et al., 2013)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0855
_diffrn_measured_fraction_theta_full 0.9879
_diffrn_measured_fraction_theta_max 0.9879
_diffrn_measurement_details
;
  1 omega -106.00  -69.00   1.0000    8.8800
omega____ theta____ kappa____ phi______ frames
    -      -35.3849 -179.0000  -30.0000 37

  2 omega  -22.00  107.00   1.0000    8.8800
omega____ theta____ kappa____ phi______ frames
    -       35.3849    0.0000  120.0000 129

  3 omega  -24.00   64.00   1.0000    8.8800
omega____ theta____ kappa____ phi______ frames
    -       35.3849  -77.0000  150.0000 88

  4 omega  -14.00   54.00   1.0000    8.8800
omega____ theta____ kappa____ phi______ frames
    -       35.3849  -57.0000  -90.0000 68

  5 omega   62.00  102.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -93.0000  -46.3438 40

  6 omega   65.00   91.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500   15.0000  120.0000 26

  7 omega   65.00  114.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -92.0000   13.7588 49

  8 omega   15.00   62.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -30.0000 -180.0000 47

  9 omega   69.00   95.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -92.0000  158.2523 26

 10 omega   45.00   73.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -94.0000   60.0000 28

 11 omega   37.00   77.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -45.0000    0.0000 40

 12 omega   21.00   76.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -45.0000 -120.0000 55

 13 omega  110.00  136.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500   61.0000  120.0000 26

 14 omega   21.00   56.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -30.0000  120.0000 35

 15 omega  107.00  152.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500   77.0000  120.0000 45

 16 omega   59.00   87.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500   77.0000  150.0000 28

 17 omega   94.00  153.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500   45.0000  -60.0000 59

 18 omega  111.00  155.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500   77.0000  150.0000 44

 19 omega   61.00   88.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500   15.0000  -30.0000 27

 20 omega   32.00   77.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -45.0000  -90.0000 45

 21 omega   64.00  155.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500    0.0000  -90.0000 91

 22 omega   35.00   61.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -45.0000  120.0000 26

 23 omega   15.00   53.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -30.0000   60.0000 38

 24 omega   25.00   50.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500    0.0000  -90.0000 25

 25 omega   81.00  153.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500   77.0000   90.0000 72

 26 omega   16.00   68.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -94.0000   30.0000 52

 27 omega   18.00   45.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -61.0000  120.0000 27

 28 omega   56.00   82.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -61.0000  120.0000 26

 29 omega  133.00  158.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  111.0000    0.0000 25

 30 omega   16.00   49.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -30.0000    0.0000 33

 31 omega   54.00  105.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -61.0000 -150.0000 51

 32 omega  116.00  159.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500   15.0000  120.0000 43

 33 omega   16.00  109.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -92.0000 -139.8371 93

 34 omega   58.00   84.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500   77.0000  120.0000 26

 35 omega   81.00  107.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -90.0000   89.2624 26

 36 omega   87.00  113.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -77.0000 -180.0000 26

 37 omega   26.00   52.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -77.0000  -90.0000 26

 38 omega   90.00  115.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -77.0000  -90.0000 25

 39 omega   36.00   61.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500 -111.0000   30.0000 25

 40 omega   44.00   90.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500 -111.0000  150.0000 46

 41 omega   40.00   66.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -61.0000 -180.0000 26

 42 omega   64.00   89.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -93.0000  -59.8034 25

 43 omega   24.00   62.00   1.0000   35.5100
omega____ theta____ kappa____ phi______ frames
    -       86.3500  -90.0000   89.2624 38
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0287432000
_diffrn_orient_matrix_UB_12      -0.0396626000
_diffrn_orient_matrix_UB_13      -0.0637912000
_diffrn_orient_matrix_UB_21      -0.1262553000
_diffrn_orient_matrix_UB_22      -0.1127961000
_diffrn_orient_matrix_UB_23      -0.0111962000
_diffrn_orient_matrix_UB_31      -0.0990761000
_diffrn_orient_matrix_UB_32      0.0447924000
_diffrn_orient_matrix_UB_33      -0.0360123000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            25431
_diffrn_reflns_theta_full        61.1597
_diffrn_reflns_theta_max         61.1597
_diffrn_reflns_theta_min         3.66
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.435
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67881
_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            'pale yellow'
_exptl_crystal_density_diffrn    1.2011
_exptl_crystal_description       prism
_exptl_crystal_F_000             1032.2336
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.0513
_refine_diff_density_min         -0.9606
_refine_diff_density_rms         0.0605
_refine_ls_d_res_high            0.8801
_refine_ls_d_res_low             12.0657
_refine_ls_goodness_of_fit_ref   1.0505
_refine_ls_hydrogen_treatment    miss
_refine_ls_matrix_type           full
_refine_ls_number_constraints    89
_refine_ls_number_parameters     657
_refine_ls_number_reflns         8276
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0505
_refine_ls_R_factor_all          0.0951
_refine_ls_R_factor_gt           0.0827
_refine_ls_shift/su_max          0.0679
_refine_ls_shift/su_mean         0.0019
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1592P)^2^+1.1927P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2474
_refine_ls_wR_factor_ref         0.2682
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              14
_reflns_limit_k_min              -15
_reflns_limit_l_max              24
_reflns_limit_l_min              0
_reflns_number_gt                6529
_reflns_number_total             8276
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c7tc03404k2.cif
_cod_data_source_block           exp_19325
_cod_database_code               7236914
_reflns_odcompleteness_completeness 82.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C95(H95a,H95b)
2.b Aromatic/amide H refined with riding coordinates:
 C77(H77), C9(H9), C10(H10), C11(H11), C13(H13), C34(H34), C36(H36), C47(H47),
 C48(H48), C50(H50), C53(H53), C54(H54), C56(H56), C59(H59), C62(H62), C65(H65),
  C66(H66), C67(H67), C71(H71), C72(H72), C14(H14), C18(H18), C22(H22),
 C26(H26), C30(H30), C38(H38), C43(H43), C46(H46), C49(H49), C51(H51), C52(H52),
  C55(H55), C57(H57), C60(H60), C63(H63), C64(H64), C68(H68), C69(H69),
 C70(H70), C73(H73)
2.c X=CH2 refined with riding coordinates:
 N7(H7a,H7b), N3(H3a,H3b)
;
_olex2_submission_special_instructions 'No special instructions were received'