Heptene end-capped Thiele hydrocarbons with tunable configuration and emission and on-surface transformation <i>via</i> annulation.
Shu, Yilin; Huang, Jianmin; Yang, Junfang; Shangguan, Zhichun; Ma, Junlong; Li, Cheng; Zhang, Guanxin; Peng, Qian; Zhang, Xi-Sha; Fan, Qitang; Wang, Bing; Zhang, Deqing; Chemical communications (Cambridge, England) 61 (2025) 3994–3997; doi:10.1039/d5cc00053j

data_7134240
_publ_section_title
;
 Heptene end-capped Thiele hydrocarbons with tunable configuration and
 emission and on-surface transformation <i>via</i> annulation.
;
_journal_issue                   20
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3994
_journal_page_last               3997
_journal_paper_doi               10.1039/d5cc00053j
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C36 H20 F4'
_chemical_formula_sum            'C36 H20 F4'
_chemical_formula_weight         528.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_block_doi                 10.5517/ccdc.csd.cc2lls11
_audit_creation_date             2025-01-22
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-01-31 deposited with the CCDC.	2025-02-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.7920(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.00760(10)
_cell_length_b                   9.6663(2)
_cell_length_c                   25.6388(4)
_cell_measurement_reflns_used    5237
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      76.4710
_cell_measurement_theta_min      3.4470
_cell_volume                     1239.57(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.957
_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    -35.00  27.00   0.50    0.05    --  -46.66  38.00   0.00  124
  2  \w    -18.00  29.00   0.50    0.05    --  -46.66  19.00 -30.00   94
  3  \w    -23.00  13.00   0.50    0.05    --  -46.66  19.00 -90.00   72
  4  \w    -22.00  13.00   0.50    0.05    --  -46.66  19.00-120.00   70
  5  \w     98.00 178.00   0.50    0.05    --  108.85  45.00 -90.00  160
  6  \w    140.00 171.00   0.50    0.05    --  108.85  61.00 -30.00   62
  7  \w    105.00 131.00   0.50    0.05    --  108.85 112.00-110.00   52
  8  \w    102.00 132.00   0.50    0.05    --  108.85  61.00 -30.00   60
  9  \w     41.00  73.00   0.50    0.05    --  108.85 -61.00-180.00   64
 10  \w     58.00 111.00   0.50    0.05    --  108.85-125.00 -90.00  106
 11  \w     45.00 109.00   0.50    0.05    --  108.85 -77.00   0.00  128
 12  \w     36.00  73.00   0.50    0.05    --  108.85 -61.00  30.00   74
 13  \w     43.00  77.00   0.50    0.05    --  108.85-112.00 156.00   68
 14  \w     36.00 104.00   0.50    0.05    --  108.85 -94.00 150.00  136
 15  \w     11.00  84.00   0.50    0.05    --   46.66-112.00 156.00  146
 16  \w   -174.00-122.00   0.50    0.05    -- -104.50 -30.00  60.00  104
 17  \w   -143.00-117.00   0.50    0.05    -- -104.50-112.00 156.00   52
 18  \w   -163.00 -87.00   0.50    0.05    -- -104.50 -94.00 120.00  152
 19  \w    -59.00  -6.00   0.50    0.05    --  -46.66 112.00-110.00  106
 20  \w    -82.00 -37.00   0.50    0.05    -- -104.50 112.00-110.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0665749000
_diffrn_orient_matrix_UB_12      0.1440299000
_diffrn_orient_matrix_UB_13      0.0228308000
_diffrn_orient_matrix_UB_21      -0.0073718000
_diffrn_orient_matrix_UB_22      0.0611145000
_diffrn_orient_matrix_UB_23      -0.0555432000
_diffrn_orient_matrix_UB_31      -0.3006793000
_diffrn_orient_matrix_UB_32      0.0303391000
_diffrn_orient_matrix_UB_33      0.0034326000
_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  0.0231
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            7613
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.572
_diffrn_reflns_theta_min         3.452
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.846
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_description       cube
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.0035(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2535
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0386
_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^)+(0.0382P)^2^+0.7059P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.0990
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2329
_reflns_number_total             2535
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc00053j2.cif
_cod_data_source_block           2a-PVT
_cod_depositor_comments
'Adding full bibliography for 7134240--7134246.cif.'
_cod_database_code               7134240
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHF
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C14(H14), C8(H8), C4(H4), C13(H13), C5(H5), C6(H6), C11(H11),
 C12(H12)
;
_shelx_res_checksum              59674
_shelx_hkl_checksum              61468
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.274
_oxdiff_exptl_absorpt_empirical_full_min 0.604