Remodelling of tricyclic carbon frameworks with a norbornene scaffold.
Yoshitani, Akihiro; Sasage, Tomonari; Kato, Ranmaru; Suzuki, Takahiro; Ikeuchi, Kazutada; Tanino, Keiji; Chemical communications (Cambridge, England) 61 (2025) 16372–16375; doi:10.1039/d5cc04790k

data_1575619
_publ_section_title
;
 Remodelling of tricyclic carbon frameworks with a norbornene scaffold.
;
_journal_issue                   84
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              16372
_journal_page_last               16375
_journal_paper_doi               10.1039/d5cc04790k
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C13 H21 Br O2 Si'
_chemical_formula_sum            'C13 H21 Br O2 Si'
_chemical_formula_weight         317.30
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2022-03-07
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_audit_update_record
;
2024-12-10 deposited with the CCDC.	2025-09-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.752(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8830(2)
_cell_length_b                   12.5168(2)
_cell_length_c                   12.4548(2)
_cell_measurement_reflns_used    6228
_cell_measurement_temperature    150
_cell_measurement_theta_max      73.7330
_cell_measurement_theta_min      3.5420
_cell_volume                     1458.92(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_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 1.000
_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     76.00 107.00   0.50    0.05    --   43.00 125.00-120.00   62
  2  \w     74.00 104.00   0.50    0.05    --   43.00 125.00 -90.00   60
  3  \w     73.00  98.00   0.50    0.05    --   43.00 125.00-180.00   50
  4  \w     96.00 172.00   0.50    0.05    --  107.56  61.00 -90.00  152
  5  \w     76.00 111.00   0.50    0.05    --   43.00 125.00  90.00   70
  6  \w    -35.00  19.00   0.50    0.05    --   43.00 -19.00  90.00  108
  7  \w     33.00  61.00   0.50    0.05    --  107.56 -61.00  90.00   56
  8  \w     39.00  64.00   0.50    0.05    --  107.56 -61.00   0.00   50
  9  \w     33.00  66.00   0.50    0.05    --  107.56 -61.00-150.00   66
 10  \w    -25.00  26.00   0.50    0.05    --   43.00 -19.00-150.00  102
 11  \w     96.00 165.00   0.50    0.05    --  107.56 107.00 -47.00  138
 12  \w    146.00 172.00   0.50    0.05    --  107.56 125.00  30.00   52
 13  \w     75.00 108.00   0.50    0.05    --  107.56 125.00  30.00   66
 14  \w      7.00  53.00   0.50    0.05    --   43.00-107.00-145.00   92
 15  \w     68.00 103.00   0.50    0.05    --  107.56-107.00-145.00   70
 16  \w    -65.00 -33.00   0.50    0.05    -- -106.00  61.00 120.00   64
 17  \w    -69.00 -38.00   0.50    0.05    -- -106.00  61.00 -60.00   62
 18  \w    -71.00 -39.00   0.50    0.05    -- -106.00  61.00 -90.00   64
 19  \w   -110.00 -38.00   0.50    0.05    -- -106.00 125.00 -30.00  144
 20  \w   -106.00 -80.00   0.50    0.05    -- -106.00 107.00 -47.00   52
 21  \w    -82.00 -23.00   0.50    0.05    --  -43.00 107.00 -47.00  118
 22  \w   -177.00 -85.00   0.50    0.05    -- -106.00 -61.00 150.00  184
 23  \w   -171.00 -86.00   0.50    0.05    -- -106.00-107.00-145.00  170
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1628543000
_diffrn_orient_matrix_UB_12      -0.0142841000
_diffrn_orient_matrix_UB_13      -0.0306838000
_diffrn_orient_matrix_UB_21      0.0148906000
_diffrn_orient_matrix_UB_22      -0.1184604000
_diffrn_orient_matrix_UB_23      -0.0277113000
_diffrn_orient_matrix_UB_31      0.0187955000
_diffrn_orient_matrix_UB_32      -0.0300827000
_diffrn_orient_matrix_UB_33      0.1239455000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8533
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.236
_diffrn_reflns_theta_min         4.725
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.540
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.409
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.289
_exptl_crystal_size_mid          0.277
_exptl_crystal_size_min          0.205
_refine_diff_density_max         1.670
_refine_diff_density_min         -1.051
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         2668
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0408
_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^)+(0.0567P)^2^+2.4611P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1095
_refine_ls_wR_factor_ref         0.1110
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2541
_reflns_number_total             2668
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc04790k2.cif
_cod_data_source_block           20220307-ki_auto
_cod_depositor_comments
'Adding full bibliography for 1575616--1575620.cif.'
_cod_database_code               1575619
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O Si Br'
_diffrn_oxdiff_digest_frames
;
0192bacc89e62b0daadd7054d0843518ce02052455e
;
_diffrn_oxdiff_digest_hkl
;
0120c2970c5d8600aea7930126609c08112a41
;
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.a Ternary CH refined with riding coordinates:
 C8C(H8C), C2C(H2C), C7C(H7C)
2.b Secondary CH2 refined with riding coordinates:
 C9C(H9CA,H9CB), C3C(H3CA,H3CB), C4C(H4CA,H4CB)
2.c Idealised Me refined as rotating group:
 C10C(H10A,H10B,H10C), C13C(H13A,H13B,H13C), C12C(H12A,H12B,H12C), C11C(H11A,
 H11B,H11C)
;
_shelx_res_checksum              6159
_shelx_hkl_checksum              18659
_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 3.319
_oxdiff_exptl_absorpt_empirical_full_min 0.750