Gold-catalyzed intermolecular cyclocarboamination of ynamides with 1,3,5-triazinanes: en route to tetrahydropyrimidines.
Zeng, Zhongyi; Jin, Hongming; Song, Xinlong; Wang, Qian; Rudolph, Matthias; Rominger, Frank; Hashmi, A Stephen K; Chemical communications (Cambridge, England) 53 (2017) 4304–4307; doi:10.1039/c7cc00789b

data_7119733
_publ_section_title
;
 Gold-catalyzed intermolecular cyclocarboamination of ynamides with
 1,3,5-triazinanes: en route to tetrahydropyrimidines.
;
_journal_issue                   31
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4304
_journal_page_last               4307
_journal_paper_doi               10.1039/c7cc00789b
_journal_volume                  53
_journal_year                    2017
_chemical_formula_sum            'C29.5 H25.5 Cl1.5 N3 O2 S'
_chemical_formula_weight         539.26
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2017-01-04 deposited with the CCDC.
2017-03-02 downloaded from the CCDC.
;
_cell_angle_alpha                91.757(2)
_cell_angle_beta                 99.346(2)
_cell_angle_gamma                96.677(2)
_cell_formula_units_Z            4
_cell_length_a                   11.6270(3)
_cell_length_b                   12.8264(3)
_cell_length_c                   17.7390(4)
_cell_measurement_reflns_used    41496
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.25
_cell_measurement_theta_min      3.88
_cell_volume                     2589.33(11)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.81
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'STOE Stadivari'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            35630
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         76.267
_diffrn_reflns_theta_min         3.882
_diffrn_source                   'Genix3D Cu HF'
_exptl_absorpt_coefficient_mu    2.800
_exptl_absorpt_correction_T_max  1.727
_exptl_absorpt_correction_T_min  0.544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'STOE X-AREA LANA'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_description       polyhedron
_exptl_crystal_F_000             1124
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.788
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.896
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     737
_refine_ls_number_reflns         10476
_refine_ls_number_restraints     328
_refine_ls_restrained_S_all      0.937
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0413
_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^)+(0.0638P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0992
_refine_ls_wR_factor_ref         0.1037
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7114
_reflns_number_total             10476
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc00789b2.cif
_cod_data_source_block           zz2
_cod_depositor_comments          'Adding full bibliography for 7119733.cif.'
_cod_original_formula_sum        'C29.50 H25.50 Cl1.50 N3 O2 S'
_cod_database_code               7119733
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_min   0.633
_shelx_estimated_absorpt_t_max   0.896
_exptl_absorpt_special_details   'STOE X-AREA Laue Analyzer'
_shelx_res_checksum              779