Reaction of N-Methyl-5-tributylstannyl-4-fluoro-1H-pyrazole and its Application to N-Methyl-chromeno[2,3-d]pyrazol-9-one Synthesis
Takeshi Hanamoto; Eri Hashimoto; Masayuki Miura; Hiroshi Furuno; Junji Inanaga; Journal of Organic Chemistry 73 (2008) 4736–4739; doi:10.1021/jo800431t

data_4023476
_publ_contact_author_address
;Department of Chemistry and Applied Chemistry,
Saga University
Honjyo-machi 1, 
Saga 840-8502, Japan
;
_publ_contact_author_email       hanamoto@cc.saga-u.ac.jp
_publ_contact_author_fax         +81-952-28-8548
_publ_contact_author_name        'Prof. Dr. Takeshi Hanamoto'
_publ_contact_author_phone       +81-952-28-8704
_publ_section_title
;
 Reaction of N-Methyl-5-tributylstannyl-4-fluoro-1H-pyrazole and its
 Application to N-Methyl-chromeno[2,3-d]pyrazol-9-one Synthesis
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4736
_journal_page_last               4739
_journal_paper_doi               10.1021/jo800431t
_journal_volume                  73
_journal_year                    2008
_chemical_formula_moiety         'C10 H17 F N2 O'
_chemical_formula_sum            'C10 H17 F N2 O'
_chemical_formula_weight         200.26
_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                 91.27(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.539(4)
_cell_length_b                   10.017(5)
_cell_length_c                   14.621(9)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     1103.9
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR2002
_diffrn_ambient_temperature      93(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_sigmaI/netI    0.0391
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10091
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.38
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            ' colorless '
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       ' block '
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2518
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0439
_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^)+(0.0443P)^2^+0.3261P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0994
_refine_ls_wR_factor_ref         0.1077
_reflns_number_gt                1951
_reflns_number_total             2518
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo800431t-File001.cif
_cod_data_source_block           shelxs
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic ' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_database_code               4023476