Strain-induced carbon-carbon bond cleavage of bowl-shaped sumanenone.
Nishimoto, Mikey; Uetake, Yuta; Yakiyama, Yumi; Sakurai, Hidehiro; Chemical communications (Cambridge, England) 60 (2024) 3982–3985; doi:10.1039/d4cc00008k

data_7132843
_publ_section_title
;
 Strain-induced carbon-carbon bond cleavage of bowl-shaped sumanenone.
;
_journal_issue                   29
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3982
_journal_page_last               3985
_journal_paper_doi               10.1039/d4cc00008k
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C27 H15 Br O2'
_chemical_formula_sum            'C27 H15 Br O2'
_chemical_formula_weight         451.30
_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
_audit_creation_date             2024-03-06
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-03-07 deposited with the CCDC.	2024-03-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.518(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.7637(6)
_cell_length_b                   15.5820(5)
_cell_length_c                   7.0233(3)
_cell_measurement_reflns_used    5744
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      75.3330
_cell_measurement_theta_min      5.6270
_cell_volume                     1935.00(12)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_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    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.934
_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    -70.00   5.00   0.50    0.23    --  -47.45  80.00 -13.00  150
  2  \w     86.00 113.00   0.50    0.23    --   47.45 125.00-150.00   54
  3  \w     84.00 120.00   0.50    0.23    --   47.45 125.00-180.00   72
  4  \w    117.00 142.00   0.50    0.91    --   70.50  80.00 -13.00   50
  5  \w     22.00  47.00   0.50    0.91    --   70.50 -80.00-136.00   50
  6  \w     13.00  38.00   0.50    0.23    --   47.45 -80.00-136.00   50
  7  \w      0.00  82.00   0.50    0.91    --   70.50 -37.00-150.00  164
  8  \w    -97.00 -24.00   0.50    0.23    --  -47.45 -80.00-136.00  146
  9  \w    -94.00 -36.00   0.50    0.91    -- -106.49  37.00 -90.00  116
 10  \w    -91.00 -55.00   0.50    0.91    -- -106.49 125.00  30.00   72
 11  \w   -110.00 -35.00   0.50    0.91    -- -106.49 125.00   0.00  150
 12  \w   -120.00 -37.00   0.50    0.91    -- -106.49  80.00 -13.00  166
 13  \w   -128.00 -95.00   0.50    0.91    -- -106.49 -37.00 -90.00   66
 14  \w   -142.00 -97.00   0.50    0.91    -- -106.49 -19.00 -60.00   90
 15  \w   -162.00-106.00   0.50    0.91    -- -106.49 -80.00-136.00  112
 16  \w   -166.00 -86.00   0.50    0.91    -- -106.49 -99.00 -60.00  160
 17  \w   -177.00-136.00   0.50    0.91    -- -106.49 -37.00 -90.00   82
 18  \w   -176.00-151.00   0.50    0.91    -- -106.49 -19.00 -60.00   50
 19  \w   -111.00 -56.00   0.50    0.91    -- -106.49 125.00-180.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0172
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            5418
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.131
_diffrn_reflns_theta_min         5.003
_exptl_absorpt_coefficient_mu    3.069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.06535
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_refine_diff_density_max         2.083
_refine_diff_density_min         -1.056
_refine_diff_density_rms         0.179
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.680
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         5418
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.680
_refine_ls_R_factor_all          0.1339
_refine_ls_R_factor_gt           0.1178
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3630
_refine_ls_wR_factor_ref         0.3890
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4313
_reflns_number_total             5418
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.8241\% 
around [-0.25 -0.00 0.97] (reciprocal) or [-0.00 -0.00 1.00] (direct)
;
_cod_data_source_file            d4cc00008k2.cif
_cod_data_source_block           twining0131_twin1_hklf4
_cod_depositor_comments          'Adding full bibliography for 7132843.cif.'
_cod_database_code               7132843
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.914
_shelx_estimated_absorpt_t_min   0.491
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.9(2)
 0.19(4) -0.1(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C10(H10A,H10B)
3.b Aromatic/amide H refined with riding coordinates:
 C23(H23), C27(H27), C2(H2), C1(H1), C24(H24), C26(H26), C7(H7), C8(H8),
 C13(H13), C12(H12), C3(H3)
;
_shelx_res_checksum              5509
_shelx_hkl_checksum              32929
_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
;