AgNO<sub>2</sub> as the NO Source for the Synthesis of Substituted Pyrazole N-Oxides from N-Propargylamines.
Yuan, Bingxiang; Zhang, Fuming; Li, Zhuomei; Yang, Shenghua; Yan, Rulong; Organic letters 18 (2016) 5928–5931; doi:10.1021/acs.orglett.6b03021

data_1555920
_publ_section_title
;
 AgNO<sub>2</sub> as the NO Source for the Synthesis of Substituted
 Pyrazole N-Oxides from N-Propargylamines.
;
_journal_issue                   22
_journal_name_full               'Organic letters'
_journal_page_first              5928
_journal_page_last               5931
_journal_paper_doi               10.1021/acs.orglett.6b03021
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C15 H12 N2 O'
_chemical_formula_weight         236.27
_space_group_crystal_system      hexagonal
_space_group_IT_number           170
_space_group_name_Hall           'P 65'
_space_group_name_H-M_alt        'P 65'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   6.1726(13)
_cell_length_b                   6.1726(13)
_cell_length_c                   54.71(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1805.2(11)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.975
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.710
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_av_unetI/netI     0.0697
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -67
_diffrn_reflns_number            2735
_diffrn_reflns_point_group_measured_fraction_full 0.564
_diffrn_reflns_point_group_measured_fraction_max 0.563
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         25.972
_diffrn_reflns_theta_min         3.808
_exptl_absorpt_coefficient_mu    0.084
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             744
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.079
_refine_ls_abs_structure_details
;
 Flack x determined using 110 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -10.0(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1343
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.1409
_refine_ls_R_factor_gt           0.1199
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+9.7439P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2033
_refine_ls_wR_factor_ref         0.2131
_reflns_Friedel_coverage         0.142
_reflns_Friedel_fraction_full    0.146
_reflns_Friedel_fraction_max     0.142
_reflns_number_gt                1018
_reflns_number_total             1343
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            yanrl_0621.cif
_cod_data_source_block           yanrl_0621
_cod_original_cell_volume        1805.1(14)
_cod_database_code               1555920
_shelx_shelxl_version_number     2014/7
_shelx_res_checksum              64228
_shelx_hkl_checksum              56130