Construction of multiple bonds via a domino reaction of trifluoroacetimidoyl nitriles with in situ generated bis-nucleophiles.
Li, Deng-Yuan; Chen, Jia-Yan; Feng, Da-Fu; Chen, Shuang; Xu, Xian-Kuan; Dang, Li; Liu, Pei-Nian; Chemical communications (Cambridge, England) 56 (2020) 8222–8225; doi:10.1039/d0cc02398a

data_7126692
_publ_section_title
;
 Construction of multiple bonds via a domino reaction of
 trifluoroacetimidoyl nitriles with in situ generated bis-nucleophiles.
;
_journal_issue                   59
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8222
_journal_page_last               8225
_journal_paper_doi               10.1039/d0cc02398a
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C18 H13 Br F3 N3'
_chemical_formula_sum            'C18 H13 Br F3 N3'
_chemical_formula_weight         408.21
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-05-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-09-29 deposited with the CCDC.	2020-06-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.6610(10)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   23.6780(5)
_cell_length_b                   11.5222(2)
_cell_length_c                   26.8116(6)
_cell_measurement_reflns_used    9827
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      53.892
_cell_measurement_theta_min      2.797
_cell_volume                     6699.9(2)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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      170.15
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0797
_diffrn_reflns_av_unetI/netI     0.0700
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            69365
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.025
_diffrn_reflns_theta_min         3.131
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.513
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5507
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1421 before and 0.0695 after correction. The Ratio of minimum to maximum transmission is 0.7335. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.619
_exptl_crystal_description       block
_exptl_crystal_F_000             3264
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.966
_refine_diff_density_min         -0.750
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     905
_refine_ls_number_reflns         12722
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.1058
_refine_ls_R_factor_gt           0.0566
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0337P)^2^+16.7215P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1248
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8153
_reflns_number_total             12722
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc02398a2.cif
_cod_data_source_block           mjl18420_0m_pl
_cod_depositor_comments          'Adding full bibliography for 7126692.cif.'
_cod_database_code               7126692
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.928
_shelx_estimated_absorpt_t_min   0.824
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F12) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
3.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C14(H14), C17(H17),
 C18(H18), N4(H4), C20(H20), C21(H21), C23(H23), C24(H24), C26(H26), C27(H27),
 C32(H32), C35(H35), C36(H36), N7(H7), C38(H38), C39(H39), C41(H41), C42(H42),
 C44(H44), C45(H45), C50(H50), C53(H53), C54(H54), N10(H10), C56(H56), C57(H57),
  C59(H59), C60(H60), C62(H62), C63(H63), C68(H68), C71(H71), C72(H72)
3.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C33(H33A,H33B,H33C), C51(H51A,H51B,H51C), C69(H69A,H69B,
 H69C)
;
_shelx_res_checksum              96934
_shelx_hkl_checksum              85316
_olex2_submission_special_instructions 'No special instructions were received'