NHC-catalyzed activation of alpha,beta-unsaturated N-acyltriazoles: an easy access to dihydropyranones
Qijian Ni; Jiawen Xiong; Xiaoxiao Song; Gerhard Raabe; Dieter Enders; Chem.Commun. 51 (2015) 14628–; doi:10.1039/C5cc06044C

data_7117821
_publ_section_title
;
 NHC-catalyzed activation of alpha,beta-unsaturated N-acyltriazoles: an
 easy access to dihydropyranones
;
_journal_name_full               Chem.Commun.
_journal_page_first              14628
_journal_paper_doi               10.1039/C5cc06044C
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C20 H17 Cl1 O4'
_chemical_formula_sum            'C20 H17 Cl O4'
_chemical_formula_weight         356.82
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_update_record
;
2015-07-13 deposited with the CCDC.
2015-08-14 downloaded from the CCDC.
;
_cell_angle_alpha                90.00000
_cell_angle_beta                 91.157(3)
_cell_angle_gamma                90.00000
_cell_formula_units_Z            2
_cell_length_a                   9.7149(5)
_cell_length_b                   5.7291(3)
_cell_length_c                   15.1330(8)
_cell_measurement_reflns_used    6167
_cell_measurement_temperature    100
_cell_measurement_theta_max      66.59
_cell_measurement_theta_min      2.92
_cell_volume                     842.10(8)
_computing_data_reduction        'xtal ADDREF SORTRF'
_computing_molecular_graphics    xtal
_computing_publication_material  'xtal BONDLA CIFIO'
_computing_structure_refinement  'xtal CRYLSQ'
_computing_structure_solution    xtal
_diffrn_ambient_temperature      100
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_detector       'Bruker APEX-II CCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'micro source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  .025
_diffrn_reflns_av_sigmaI/netI    .035
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19118
_diffrn_reflns_theta_max         67.1
_diffrn_reflns_theta_min         2.92
_exptl_absorpt_coefficient_mu    2.2
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.5730
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_description       irregular
_exptl_crystal_F_000             372
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_size_max          0.983
_exptl_crystal_size_mid          0.224
_exptl_crystal_size_min          0.119
_refine_diff_density_max         .223
_refine_diff_density_min         -.149
_refine_ls_abs_structure_details 'Flack parameter'
_refine_ls_abs_structure_Flack   0.067(16)
_refine_ls_extinction_coef       161(72)
_refine_ls_extinction_expression 'Eq22 p292 "Cryst. Comp." Munksgaard 1970'
_refine_ls_extinction_method     Zachariasen
_refine_ls_goodness_of_fit_all   .989
_refine_ls_goodness_of_fit_ref   1.
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     294
_refine_ls_number_reflns         2587
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          .032
_refine_ls_R_factor_gt           .03
_refine_ls_shift/su_max          .
_refine_ls_shift/su_mean         .
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
1/[2.25\s^2^(F)]
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         .025
_refine_ls_wR_factor_ref         .025
_reflns_d_resolution_high        .837
_reflns_d_resolution_low         15.084
_reflns_Friedel_coverage         .802
_reflns_limit_h_max              11
_reflns_limit_h_min              0
_reflns_limit_k_max              6
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              -17
_reflns_number_gt                2587
_reflns_number_total             2652
_reflns_threshold_expression     'I > 2.00 sig(I)'
_cod_data_source_file            c5cc06044c2.cif
_cod_data_source_block           gr0798
_cod_original_sg_symbol_Hall     p_2y1
_cod_original_sg_symbol_H-M      P_1_21_1
_cod_original_formula_sum        'C20 H17 Cl1 O4'
_cod_database_code               7117821