Synthesis of fulvene-containing boron complexes with aggregation-induced emission and mechanochromic luminescence.
Yan, Cai-Xin; Lin, Qian-Qian; Li, Sha; Wu, Cheng-Juan; Li, Yan-An; Fan, Jian-Zhong; Ma, Jian-Ping; Geng, Yan; Dong, Yu-Bin; Chemical communications (Cambridge, England) 56 (2020) 14435–14438; doi:10.1039/d0cc05757f

data_7127760
_publ_section_title
;
 Synthesis of fulvene-containing boron complexes with aggregation-induced
 emission and mechanochromic luminescence.
;
_journal_issue                   92
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              14435
_journal_page_last               14438
_journal_paper_doi               10.1039/d0cc05757f
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C31 H25 B F2 O2'
_chemical_formula_sum            'C31 H25 B F2 O2'
_chemical_formula_weight         478.32
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-04-11
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_audit_update_record
;
2019-05-08 deposited with the CCDC.	2020-10-22 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 123.726(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.5441(19)
_cell_length_b                   12.1699(4)
_cell_length_c                   20.6663(16)
_cell_measurement_reflns_used    5105
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.6670
_cell_measurement_theta_min      5.6590
_cell_volume                     5134.1(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0793
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9983
_diffrn_measured_fraction_theta_max 0.9873
_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     28.00 126.00   1.00    1.50    --   54.00  37.00  90.00   98
  2  \w    117.00 142.00   1.00    1.50    --  108.00 -25.00 150.00   25
  3  \w    100.00 127.00   1.00    1.50    --  108.00 -50.00 120.00   27
  4  \w     81.00 107.00   1.00    1.50    --  108.00 -25.00 150.00   26
  5  \w     77.00 141.00   1.00    1.50    --  108.00 -91.00 150.00   64
  6  \w     94.00 120.00   1.00    1.50    --  108.00-123.00 118.00   26
  7  \w     70.00 108.00   1.00    1.50    --  108.00-111.00   0.00   38
  8  \w     91.00 116.00   1.00    1.50    --  108.00-111.00-120.00   25
  9  \w     63.00  89.00   1.00    1.50    --  108.00-111.00-180.00   26
 10  \w     44.00  70.00   1.00    1.50    --  108.00-111.00-120.00   26
 11  \w     38.00 127.00   1.00    1.50    --  108.00 -50.00-120.00   89
 12  \w     91.00 177.00   1.00    1.50    --  108.00  50.00 -30.00   86
 13  \w    153.00 178.00   1.00    1.50    --  108.00 111.00  60.00   25
 14  \w    100.00 178.00   1.00    1.50    --  108.00 111.00 -90.00   78
 15  \w    100.00 126.00   1.00    1.50    --  108.00 111.00  60.00   26
 16  \w     74.00 122.00   1.00    1.50    --   54.00  57.00 -30.00   48
 17  \w     74.00 177.00   1.00    1.50    --  108.00  25.00  60.00  103
 18  \w     42.00 111.00   1.00    1.50    --   54.00-125.00-180.00   69
 19  \w     40.00 130.00   1.00    1.50    --  108.00 -77.00   0.00   90
 20  \w     45.00  81.00   1.00    1.50    --  108.00 -50.00 120.00   36
 21  \w     41.00  71.00   1.00    1.50    --  108.00 -25.00 150.00   30
 22  \w     26.00  64.00   1.00    1.50    --   54.00-125.00  30.00   38
 23  \w     40.00  67.00   1.00    1.50    --   54.00-123.00 118.00   27
 24  \w     38.00 118.00   1.00    1.50    --  108.00 -37.00   0.00   80
 25  \w     31.00  59.00   1.00    1.50    --    0.00  57.00-150.00   28
 26  \w    -21.00  27.00   1.00    1.50    --    0.00  57.00-150.00   48
 27  \w    -32.00  10.00   1.00    1.50    --    0.00 -57.00   0.00   42
 28  \w    -36.00  -9.00   1.00    1.50    --    0.00 -57.00  90.00   27
 29  \w    -12.00  74.00   1.00    1.50    --   54.00 -37.00 150.00   86
 30  \w    -15.00  24.00   1.00    1.50    --   54.00 -57.00 120.00   39
 31  \w    -16.00  42.00   1.00    1.50    --   54.00 -77.00 -60.00   58
 32  \w    -69.00 -40.00   1.00    1.50    --    0.00 -57.00  90.00   29
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0211557000
_diffrn_orient_matrix_UB_12      -0.0568033000
_diffrn_orient_matrix_UB_13      -0.0493111000
_diffrn_orient_matrix_UB_21      0.0721450000
_diffrn_orient_matrix_UB_22      0.0266819000
_diffrn_orient_matrix_UB_23      0.0628360000
_diffrn_orient_matrix_UB_31      0.0065993000
_diffrn_orient_matrix_UB_32      -0.1099498000
_diffrn_orient_matrix_UB_33      0.0407198000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16290
_diffrn_reflns_theta_full        67.07
_diffrn_reflns_theta_max         67.07
_diffrn_reflns_theta_min         4.23
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.693
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.524
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.00044(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         4594
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0967
_refine_ls_R_factor_gt           0.0745
_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^)+(0.1386P)^2^+4.2806P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2210
_refine_ls_wR_factor_ref         0.2422
_reflns_number_gt                3406
_reflns_number_total             4594
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d0cc05757f2.cif
_cod_data_source_block           exp_3249
_cod_original_cell_volume        5134.1(6)
_cod_database_code               7127760
_chemical_oxdiff_formula         'C1 H1 N1 O1'
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C15 \\sim C16 \\sim C17 \\sim C18 \\sim C16' \\sim C17' \\sim C18': within 1.7A with sigma of 0.005 and sigma for terminal atoms of 0.005
3. Others
 Sof(C16')=Sof(H16D)=Sof(H16E)=Sof(H16F)=Sof(C17')=Sof(H17D)=Sof(H17E)=
 Sof(H17F)=Sof(C18')=Sof(H18D)=Sof(H18E)=Sof(H18F)=1-FVAR(1)
 Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=
 Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=FVAR(1)
4.a Me refined with riding coordinates:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C16'(H16D,H16E,
 H16F), C17'(H17D,H17E,H17F), C18'(H18D,H18E,H18F)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C13(H13), C19(H19),
 C23(H23), C25(H25), C26(H26), C27(H27), C28(H28), C30(H30), C31(H31)
;
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.402
_oxdiff_exptl_absorpt_empirical_full_min 0.640