Unprecedented Synthesis of 3-Alkenyl-3-ethoxy-2-iminoketones via 1,3-Dipolar Cycloadditions of Nitrones with Alkynyl Fischer Carbene Complexes
Flores-Conde, María Inés; Vázquez, Miguel Angel; Reyes, Leonor; Tamariz, Joaquín; Delgado, Francisco; Organometallics 32 (2013) 4244–; doi:10.1021/om400420c

data_4080901
_publ_contact_author_address
; 
Departamento de Qu\'imica Org\'anica
Escuela Nacional de Ciencias Biol\'ogicas 
Instituto Polit\'ecnico Nacional Prol. Carpio y Plan de Ayala
Col. Sto. Tom\'as M\'exico, 
D.F. 11340 M\'exico 
;
_publ_contact_author_email       fdelgado@woodward.encb.ipn.mx
_publ_contact_author_fax         +5255-5729-6300/46211
_publ_contact_author_name        'Delgado, Francisco'
_publ_section_title
;
 Unprecedented Synthesis of 3-Alkenyl-3-ethoxy-2-iminoketones via
 1,3-Dipolar Cycloadditions of Nitrones with Alkynyl Fischer Carbene
 Complexes
;
_journal_coden_Cambridge         936758
_journal_issue                   15
_journal_name_full               Organometallics
_journal_page_first              4244
_journal_paper_doi               10.1021/om400420c
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C25 H23 N1 O3'
_chemical_formula_sum            'C25 H23 N O3'
_chemical_formula_weight         385.44
_chemical_melting_point          371.5(5)
_chemical_name_systematic
;
(2Z,3Z)-3-ethoxy-1-(4-methoxyphenyl)-4-phenyl-2-(phenylimino)-but-3-en-1-one
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 91.870(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.1528(4)
_cell_length_b                   8.4997(2)
_cell_length_c                   16.9359(4)
_cell_measurement_reflns_used    7070
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      32.4674
_cell_measurement_theta_min      2.4069
_cell_volume                     2036.21(9)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.884
_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  0.0228
_diffrn_reflns_av_sigmaI/netI    0.0293
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            15381
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         32.50
_diffrn_reflns_theta_min         2.41
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.9918
_exptl_absorpt_correction_T_min  0.9678
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         6515
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.1025
_refine_ls_R_factor_gt           0.0673
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0473P)^2^+0.8137P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1508
_reflns_number_gt                4380
_reflns_number_total             6515
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            om400420c_si_002.cif
_cod_data_source_block           0033-fdr
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '371-372' was changed to '371.5(5)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_database_code               4080901