Photocatalytic remote C(sp<sup>3</sup>)-H alkylation of long-chain alkenes: A tandem multicomponent approach <i>via</i> radical translocation.
Ghosh, Krishna Gopal; Das, Debabrata; Srinivasu, Vinjamuri; Pal, Koustav; Sureshkumar, Devarajulu; Chemical science 17 (2026) 5888–5898; doi:10.1039/d5sc08683c

data_1576954
_publ_section_title
;
 Photocatalytic remote C(sp<sup>3</sup>)-H alkylation of long-chain
 alkenes: A tandem multicomponent approach <i>via</i> radical
 translocation.
;
_journal_issue                   12
_journal_name_full               'Chemical science'
_journal_page_first              5888
_journal_page_last               5898
_journal_paper_doi               10.1039/d5sc08683c
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C30 H30 F6 N2 O4'
_chemical_formula_sum            'C30 H30 F6 N2 O4'
_chemical_formula_weight         596.56
_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             2025-01-12
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2025-01-12 deposited with the CCDC.	2026-01-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.067(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.8044(3)
_cell_length_b                   19.2055(4)
_cell_length_c                   13.1893(3)
_cell_measurement_reflns_used    10420
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      67.9870
_cell_measurement_theta_min      3.6530
_cell_volume                     2961.49(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 (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      298.0
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.991
_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  30.00   0.50    2.99    --  -41.33  21.00  30.00  116
  2  \w    -24.00  35.00   0.50    2.99    --  -41.33  11.00 -90.00  118
  3  \w    -28.00  30.00   0.50    2.99    --  -41.33  21.00-180.00  116
  4  \w    -47.00 -15.00   0.50   13.00    --  -82.50  42.00 -60.00   64
  5  \w    -47.00 -15.00   0.50   13.00    --  -82.50  42.00 -90.00   64
  6  \w    -57.00 -16.00   0.50   13.00    --  -82.50  50.00   0.00   82
  7  \w    -90.00 -15.00   0.50    2.99    --  -41.33 130.00 138.00  150
  8  \w    -25.00  48.00   0.50    2.99    --   41.33 -43.00  60.00  146
  9  \w     22.00 106.00   0.50   13.00    --   96.67 -96.00  60.00  168
 10  \w     78.00 104.00   0.50   13.00    --   96.67 -77.00  90.00   52
 11  \w     54.00 109.00   0.50   13.00    --   96.67-117.00   0.00  110
 12  \w     42.00 102.00   0.50    2.99    --   41.33-140.00-106.00  120
 13  \w     42.00 124.00   0.50   13.00    --   96.67-140.00-106.00  164
 14  \w    102.00 127.00   0.50   13.00    --   96.67-145.00-150.00   50
 15  \w     41.00 100.00   0.50    2.99    --   41.33-138.00   0.00  118
 16  \w     37.00  95.00   0.50    2.99    --   41.33-130.00  66.00  116
 17  \w     37.00 116.00   0.50   13.00    --   96.67-130.00  66.00  158
 18  \w     32.00  58.00   0.50   13.00    --   96.67-117.00 150.00   52
 19  \w     28.00  75.00   0.50   13.00    --   96.67 -77.00  90.00   94
 20  \w     22.00 106.00   0.50   13.00    --   96.67 -96.00  90.00  168
 21  \w     80.00 163.00   0.50   13.00    --   96.67  42.00 -30.00  166
 22  \w     99.00 164.00   0.50   13.00    --   96.67 117.00 -30.00  130
 23  \w    100.00 125.00   0.50   13.00    --   96.67 140.00 -47.00   50
 24  \w     70.00 163.00   0.50   13.00    --   96.67  77.00 -90.00  186
 25  \w    110.00 160.00   0.50   13.00    --   96.67  96.00-180.00  100
 26  \w     87.00 160.00   0.50   13.00    --   96.67  42.00-120.00  146
 27  \w     91.00 163.00   0.50   13.00    --   96.67 130.00 138.00  144
 28  \w     25.00 109.00   0.50    2.99    --   41.33  43.00   0.00  168
 29  \w     34.00  83.00   0.50   13.00    --   96.67 -68.00-150.00   98
 30  \w     45.00  71.00   0.50   13.00    --   96.67-145.00-150.00   52
 31  \w    -30.00  28.00   0.50    2.99    --   41.33 -21.00  60.00  116
 32  \w    -34.00  24.00   0.50    2.99    --   41.33 -11.00 -60.00  116
 33  \w    -97.00 -20.00   0.50    2.99    --  -41.33 140.00 -47.00  154
 34  \w   -149.00 -69.00   0.50   13.00    --  -82.50-130.00  66.00  160
 35  \w   -150.00 -63.00   0.50   13.00    --  -82.50-140.00-106.00  174
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1281744000
_diffrn_orient_matrix_UB_12      0.0145085000
_diffrn_orient_matrix_UB_13      -0.0338481000
_diffrn_orient_matrix_UB_21      -0.0223108000
_diffrn_orient_matrix_UB_22      -0.0787169000
_diffrn_orient_matrix_UB_23      0.0020734000
_diffrn_orient_matrix_UB_31      0.0209632000
_diffrn_orient_matrix_UB_32      0.0053889000
_diffrn_orient_matrix_UB_33      0.1233370000
_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  0.0478
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            22004
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.187
_diffrn_reflns_theta_min         3.781
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.981
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78297
_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            'metallic whiteish colourless'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_description       block
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         5362
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0803
_refine_ls_R_factor_gt           0.0657
_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^)+(0.0624P)^2^+1.5481P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1494
_refine_ls_wR_factor_ref         0.1578
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4215
_reflns_number_total             5362
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc08683c2.cif
_cod_data_source_block           dd-kgm13201bfirst
_cod_database_code               1576954
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O N F'
_chemical_oxdiff_usercomment     @T
_shelx_estimated_absorpt_t_max   0.990
_shelx_estimated_absorpt_t_min   0.953
_diffrn_oxdiff_digest_frames
;
01a35a7191f42eb04f9695d7effffff05304186d9ce
;
_diffrn_oxdiff_digest_hkl
;
01c63722ba18519322478cf92bb7619528c379
;
_reflns_odcompleteness_completeness 99.78
_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:
 C00A(H00A), C00G(H00G), C00M(H00M)
2.b Secondary CH2 refined with riding coordinates:
 C00B(H00B,H00C), C00F(H00D,H00E), C00L(H00F,H00H), C00W(H00I,H00J), C00X(H00L,
 H00N), C00Y(H00O,H00S)
2.c Aromatic/amide H refined with riding coordinates:
 C00K(H00K), C00P(H00P), C00Q(H00Q), C00R(H00R), C00T(H00T), C00U(H00U),
 C00Z(H00Z), C012(H012), C013(H013)
2.d Idealised Me refined as rotating group:
 C014(H01A,H01B,H01C), C016(H01D,H01E,H01F)
;
_shelx_res_checksum              5819
_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 1.622
_oxdiff_exptl_absorpt_empirical_full_min 0.569