Photoinduced Ni-catalyzed carbohalogenation of monofluoro, gem-difluoro, and trifluoromethyl tethered alkenes
Sharma, Ruchi; Sihag, Naveen; Gupta, Poorvi; Manna, Kuntal; Yadav, M. Ramu; Chemical Communications 61 (2025) 7273–7276; doi:10.1039/D5CC01034A

data_7134399
_publ_section_title
;
 Photoinduced Ni-catalyzed carbohalogenation of monofluoro, gem-difluoro,
 and trifluoromethyl tethered alkenes
;
_journal_issue                   40
_journal_name_full               'Chemical Communications'
_journal_page_first              7273
_journal_page_last               7276
_journal_paper_doi               10.1039/D5CC01034A
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C10.90 H8.80 F3 I0.94 N O'
_chemical_formula_sum            'C10.9 H8.8 F3 I0.94 N O'
_chemical_formula_weight         346.58
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_audit_creation_date             2024-12-27
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-12-28 deposited with the CCDC.	2025-04-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.993(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.28658(18)
_cell_length_b                   12.1890(2)
_cell_length_c                   12.0734(3)
_cell_measurement_reflns_used    6805
_cell_measurement_temperature    299.99(18)
_cell_measurement_theta_max      80.8110
_cell_measurement_theta_min      5.1490
_cell_volume                     1214.85(4)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_diffrn_ambient_temperature      299.99(18)
_diffrn_measured_fraction_theta_full 0.9927
_diffrn_measured_fraction_theta_max 0.9671
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_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  0.1029
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_Laue_measured_fraction_full 0.9927
_diffrn_reflns_Laue_measured_fraction_max 0.9671
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8187
_diffrn_reflns_point_group_measured_fraction_full 0.9927
_diffrn_reflns_point_group_measured_fraction_max 0.9671
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         80.99
_diffrn_reflns_theta_min         5.17
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    19.840
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Rigaku Oxford Diffraction, 2022)'
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.895
_exptl_crystal_description       block
_exptl_crystal_F_000             664.9
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         2.1489
_refine_diff_density_min         -2.4152
_refine_diff_density_rms         0.2668
_refine_ls_d_res_high            0.7805
_refine_ls_d_res_low             8.5613
_refine_ls_goodness_of_fit_ref   1.0300
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    17
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2583
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0300
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0879
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1844P)^2^+5.5655P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2539
_refine_ls_wR_factor_ref         0.2567
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -10
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              15
_reflns_limit_l_min              -7
_reflns_number_gt                2376
_reflns_number_total             2670
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d5cc01034a2.cif
_cod_data_source_block           RSK-40
_cod_depositor_comments
'Adding full bibliography for 7134398--7134400.cif.'
_cod_original_cell_volume        1214.85(5)
_cod_original_formula_sum        'C10.90 H8.80 F3 I0.94 N O'
_cod_database_code               7134399
_olex2_refinement_description
;
1. Uiso/Uaniso restraints and constraints
Uanis(C12) = Uanis(C7)
2. Others
 Sof(C10)=Sof(H10a)=Sof(H10b)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C10(H10a,H10b)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5)
3.c Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c)
;
_olex2_submission_special_instructions 'No special instructions were received'