Silver-Catalyzed Fragmentation of All-Carbon Quaternary Centers from sp 3 to sp 2 Carbon via C-C Bond Cleavage
Chen, Shujie; Dong, Bao-Le; Li, You-Hong; Xu, Bo; Chen, Shu-Lian; Chen, Guoshu; Liu, Yun-Lin; Chemical Communications  (2026) –; doi:10.1039/D6CC00885B

data_7135628
_publ_section_title
;
 Silver-catalyzed fragmentation of all-carbon quaternary centers from
 sp<sup>3</sup> to sp<sup>2</sup> carbon <i>via</i> C-C bond cleavage.
;
_journal_issue                   27
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              7127
_journal_page_last               7131
_journal_paper_doi               10.1039/d6cc00885b
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C17 H11 F3 N2'
_chemical_formula_sum            'C17 H11 F3 N2'
_chemical_formula_weight         300.28
_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             2021-11-10
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2021-11-10 deposited with the CCDC.	2026-03-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.012(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.1862(4)
_cell_length_b                   22.9415(7)
_cell_length_c                   7.2169(2)
_cell_measurement_reflns_used    4382
_cell_measurement_temperature    288(11)
_cell_measurement_theta_max      73.7080
_cell_measurement_theta_min      3.8290
_cell_volume                     1399.90(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      288(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.964
_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      2.00  73.00   1.00    1.00    --   40.73 -99.00  30.00   71
  2  \w     63.00 128.00   1.00    5.00    --  107.58 -30.00  30.00   65
  3  \w     97.00 136.00   1.00    5.00    --  107.58  30.00  30.00   39
  4  \w    137.00 172.00   1.00    5.00    --  107.58  30.00  30.00   35
  5  \w    112.00 163.00   1.00    5.00    --  107.58 125.00  30.00   51
  6  \w     39.00 103.00   1.00    5.00    --  107.58 -95.00-180.00   64
  7  \w    -75.00  32.00   1.00    1.00    --  -40.73  19.00 -90.00  107
  8  \w    -43.00  -6.00   1.00    1.00    --  -40.98 125.00  60.00   37
  9  \w   -105.00 -22.00   1.00    1.00    --  -40.98 -77.00 -60.00   83
 10  \w     32.00  80.00   1.00    1.00    --   40.98 -99.00 150.00   48
 11  \w     71.00 138.00   1.00    3.63    --  107.58 -77.00 -30.00   67
 12  \w     50.00 118.00   1.00    3.63    --  107.58-125.00 -30.00   68
 13  \w    118.00 177.00   1.00    3.63    --  107.58  77.00 -30.00   59
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0835324000
_diffrn_orient_matrix_UB_12      0.0596018000
_diffrn_orient_matrix_UB_13      -0.0509675000
_diffrn_orient_matrix_UB_21      -0.1612730000
_diffrn_orient_matrix_UB_22      -0.0309477000
_diffrn_orient_matrix_UB_23      -0.0939766000
_diffrn_orient_matrix_UB_31      -0.0139800000
_diffrn_orient_matrix_UB_32      0.0005914000
_diffrn_orient_matrix_UB_33      0.2058840000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2829
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.820
_diffrn_reflns_theta_min         3.854
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.964
_exptl_absorpt_correction_T_max  0.926
_exptl_absorpt_correction_T_min  0.891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
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    1.425
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.623
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.185
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         2829
_refine_ls_number_restraints     58
_refine_ls_restrained_S_all      1.123
_refine_ls_R_factor_all          0.0790
_refine_ls_R_factor_gt           0.0769
_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^)+(0.1000P)^2^+1.2000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2039
_refine_ls_wR_factor_ref         0.2058
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2535
_reflns_number_total             2829
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6cc00885b2.cif
_cod_data_source_block           1150-2
_cod_depositor_comments          'Adding full bibliography for 7135628.cif.'
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7135628
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 98.33
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.853(2)
 0.147(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Restrained distances
 F002-C00J \\sim F0-C0AA
 with sigma of 0.02
 C006-C00J \\sim C006-C0AA
 with sigma of 0.02
 F00H-C00J \\sim F0AA-C0AA
 with sigma of 0.02
 F00I-C00J \\sim F00J-C0AA
 with sigma of 0.02
 F002-C006 \\sim F0-C006
 with sigma of 0.04
 F002-F00H \\sim F0-F0AA
 with sigma of 0.04
 F002-F00I \\sim F0-F00J
 with sigma of 0.04
 C006-F00H \\sim C006-F0AA
 with sigma of 0.04
 C006-F00I \\sim C006-F00J
 with sigma of 0.04
 F00H-F00I \\sim F0AA-F00J
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
Uanis(F0) \\sim Ueq, Uanis(F002) \\sim Ueq, Uanis(F00J) \\sim Ueq, Uanis(F00I)
\\sim Ueq, Uanis(F0AA) \\sim Ueq, Uanis(F00H) \\sim Ueq, Uanis(C0AA) \\sim Ueq,
Uanis(C00J) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
5. Others
 Sof(F00J)=Sof(F0)=Sof(F0AA)=Sof(C0AA)=1-FVAR(1)
 Sof(F002)=Sof(F00H)=Sof(F00I)=Sof(C00J)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C00L(H00A,H00C)
6.b Aromatic/amide H refined with riding coordinates:
 C003(H003), C005(H005), C007(H007), C00B(H00B), C00D(H00D), C00E(H00E),
 C00F(H00F), C00K(H00K), C00M(H00M)
;
_shelx_res_checksum              74690
_shelx_hkl_checksum              21889
_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 1.360
_oxdiff_exptl_absorpt_empirical_full_min 0.479