N-Heterocyclic carbene copper-catalyzed direct alkylation of terminal alkynes with non-activated alkyl triflates.
Jin, Liqun; Hao, Wangfang; Xu, Jianeng; Sun, Nan; Hu, Baoxiang; Shen, Zhenlu; Mo, Weimin; Hu, Xinquan; Chemical communications (Cambridge, England) 53 (2017) 4124–4127; doi:10.1039/c7cc00891k

data_7119775
_publ_section_title
;
 N-Heterocyclic carbene copper-catalyzed direct alkylation of terminal
 alkynes with non-activated alkyl triflates.
;
_journal_issue                   29
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4124
_journal_page_last               4127
_journal_paper_doi               10.1039/c7cc00891k
_journal_volume                  53
_journal_year                    2017
_chemical_formula_sum            'C58 H58 Cu2 N4 O0'
_chemical_formula_weight         938.16
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-01-03 deposited with the CCDC.
2017-03-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
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_cell_length_c                   26.1996(16)
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_cell_measurement_theta_max      21.40
_cell_measurement_theta_min      2.19
_cell_volume                     10188.2(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0593
_diffrn_reflns_av_unetI/netI     0.0652
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       21
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_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            31496
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.008
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_min         2.043
_exptl_absorpt_coefficient_mu    0.875
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_F_000             3936
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
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_refine_diff_density_rms         0.189
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         8870
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.357
_refine_ls_R_factor_all          0.2486
_refine_ls_R_factor_gt           0.1987
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+377.5648P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3723
_refine_ls_wR_factor_ref         0.4024
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6764
_reflns_number_total             8870
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc00891k2.cif
_cod_data_source_block           20161206ZJA_0m_a
_cod_depositor_comments          'Adding full bibliography for 7119775.cif.'
_cod_database_code               7119775
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.798
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