Polyyne bridged AIE luminogens with red emission: design, synthesis, properties and applications
Zhao, Zheng; Su, Huifang; Zhang, Pengfei; Cai, Yuanjing; Kwok, Ryan T. K.; Chen, Yuncong; He, Zikai; Gu, Xinggui; He, Xuewen; Sung, Herman H. Y.; Willimas, Ian D.; Lam, Jacky W. Y.; Zhang, Zhenfeng; Tang, Ben Zhong; Journal of Materials Chemistry B 5 (2017) 1650–; doi:10.1039/C7TB00112F

data_7236685
_publ_section_title
;
 Polyyne bridged AIE luminogens with red emission: design, synthesis,
 properties and applications
;
_journal_issue                   8
_journal_name_full               'Journal of Materials Chemistry B'
_journal_page_first              1650
_journal_paper_doi               10.1039/C7TB00112F
_journal_volume                  5
_journal_year                    2017
_chemical_formula_moiety         'C76 H74 N4, 3(C4 H8 O)'
_chemical_formula_sum            'C88 H98 N4 O3'
_chemical_formula_weight         1259.70
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-05-18
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-09-01 deposited with the CCDC.
2017-01-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.574(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   34.0369(15)
_cell_length_b                   9.7317(4)
_cell_length_c                   22.9160(8)
_cell_measurement_reflns_used    5436
_cell_measurement_temperature    99.95(18)
_cell_measurement_theta_max      29.4390
_cell_measurement_theta_min      4.0450
_cell_volume                     7590.2(5)
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.95(18)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_details
;
  1 omega  -47.00   58.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.3887   57.0000   30.0000 105

  2 omega  -13.00   94.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8574   77.0000  -90.0000 107

  3 omega  -20.00   60.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       15.8574  -99.0000  150.0000 80
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Mo at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0075830000
_diffrn_orient_matrix_UB_12      -0.0560736000
_diffrn_orient_matrix_UB_13      0.0163510000
_diffrn_orient_matrix_UB_21      -0.0140254000
_diffrn_orient_matrix_UB_22      -0.0442324000
_diffrn_orient_matrix_UB_23      -0.0133139000
_diffrn_orient_matrix_UB_31      0.0134191000
_diffrn_orient_matrix_UB_32      -0.0145373000
_diffrn_orient_matrix_UB_33      -0.0226630000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_unetI/netI     0.0676
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            21064
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         3.309
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Mo
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81404
_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            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.102
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2712
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     445
_refine_ls_number_reflns         7069
_refine_ls_number_restraints     28
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.1168
_refine_ls_R_factor_gt           0.0742
_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^)+(0.0874P)^2^+7.3815P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1722
_refine_ls_wR_factor_ref         0.1941
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4546
_reflns_number_total             7069
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7tb00112f2.cif
_cod_data_source_block           zz10molt
_cod_database_code               7236685
_chemical_oxdiff_formula         'ph13 N4'
_reflns_odcompleteness_completeness 99.54
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_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
 C10S-C8S
 2.48 with sigma of 0.03
 C9S-C7S
 2.48 with sigma of 0.03
 C9SA-C7SA
 2.48 with sigma of 0.04
 C5S-C3S
 2.48 with sigma of 0.04
 C4S-C2S
 2.48 with sigma of 0.04
 C4S-C3SA
 2.48 with sigma of 0.04
 C2SA-C3S
 2.48 with sigma of 0.04
 C9S-C10S \\sim C8S-C9S \\sim C8S-C7S
 with sigma of 0.02
 O6S-C10S \\sim O6S-C7S
 with sigma of 0.02
 O6S-C7S \\sim O6S-C10S
 with sigma of 0.02
 O1SA-C5SA \\sim C5SA-C4SA \\sim C4SA-C3SA
 with sigma of 0.02
 O1SA-C5SA \\sim O1SA-C2SA
 with sigma of 0.02
 C4S-C5S \\sim C4S-C3S \\sim C3S-C2S
 with sigma of 0.02
 C4S-C5S \\sim C4S-C3S \\sim C3S-C2S
 with sigma of 0.02
 O1S-C5S \\sim O1S-C2S
 with sigma of 0.02
 C4S-C3S \\sim C3S-C3SA \\sim C2SA-C3SA
 with sigma of 0.02
3. Others
 Fixed Sof: O1S(0.45) C2S(0.45) C3S(0.45) C4S(0.45) C5S(0.45) O1SA(0.3)
 C2SA(0.3) C3SA(0.3) C4SA(0.3) C5SA(0.3) O6S(0.4) C7S(0.4) C8S(0.4) C9S(0.4)
 C10S(0.4) O6SA(0.35) C7SA(0.35) C8SA(0.35) C9SA(0.35) C10A(0.35)
4.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C19(H19A,H19B), C27(H27A,H27B), C29(H29A,H29B)
4.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C15(H15), C16(H16), C22(H22), C23(H23), C25(H25),
 C26(H26), C32(H32), C33(H33), C35(H35), C36(H36), C42(H42), C43(H43), C44(H44),
  C45(H45), C46(H46)
4.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C28(H28A,H28B,H28C), C30(H30A,H30B,
 H30C)
;
_shelx_res_checksum              79341
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-05-16
_olex2_submission_special_instructions 'No special instructions were received'