Chemistry of Diazafulvenium Methides in the Synthesis of Functionalized Pyrazoles
Teresa M. V. D. Pinho e Melo; Cláudio M. Nunes; Maria I. L. Soares; José A. Paixão; Ana Matos Beja; Manuela Ramos Silva; Journal of Organic Chemistry 72 (2007) 4406–4415; doi:10.1021/jo070265x

data_4022925
_publ_section_title
;
 Chemistry of Diazafulvenium Methides in the Synthesis of
 Functionalized Pyrazoles
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4406
_journal_page_last               4415
_journal_paper_doi               10.1021/jo070265x
_journal_volume                  72
_journal_year                    2007
_chemical_formula_sum            'C20 H19 N3 O6'
_chemical_formula_weight         397.38
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.524(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.962(5)
_cell_length_b                   9.459(4)
_cell_length_c                   19.286(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.56
_cell_measurement_theta_min      16.03
_cell_volume                     1896.2(12)
_computing_cell_refinement       'CAD-4 software (Enraf-Nonius, 1989)'
_computing_data_collection       'CAD-4 software (Enraf-Nonius, 1989)'
_computing_data_reduction        'HELENA (Spek, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  CAD4-Enraf-Nonius
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0405
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            7052
_diffrn_reflns_theta_full        72.38
_diffrn_reflns_theta_max         72.38
_diffrn_reflns_theta_min         4.25
_diffrn_standards_decay_%        1
_exptl_absorpt_coefficient_mu    0.876
_exptl_absorpt_correction_T_max  0.9886
_exptl_absorpt_correction_T_min  0.9206
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
; 
 North et al., 1968 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       pyramid
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         3756
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.157
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0438
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0840P)^2^+0.2968P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1498
_refine_ls_wR_factor_ref         0.1634
_reflns_number_gt                2619
_reflns_number_total             3756
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            jo070265xsi20070207_050444.cif
_cod_data_source_block           mis
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4022925