[4 + 2] Cycloadditions of 1-Phosphono-1,3-butadienes with Nitroso Heterodienophiles: A Versatile Synthetic Route for Polyfunctionalized Aminophosphonic Derivatives
Jean-Christophe Monbaliu; Bernard Tinant; Jacqueline Marchand-Brynaert; Journal of Organic Chemistry 75 (2010) 5478–5486; doi:10.1021/jo100230r

data_4025583
_publ_section_title
;
 [4 + 2] Cycloadditions of 1-Phosphono-1,3-butadienes with Nitroso
 Heterodienophiles: A Versatile Synthetic Route for Polyfunctionalized
 Aminophosphonic Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5478
_journal_page_last               5486
_journal_paper_doi               10.1021/jo100230r
_journal_volume                  75
_journal_year                    2010
_chemical_formula_sum            'C15 H24 N O4 P'
_chemical_formula_weight         313.32
_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'
_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                 110.476(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.201(4)
_cell_length_b                   7.605(3)
_cell_length_c                   12.505(5)
_cell_measurement_temperature    146(2)
_cell_volume                     819.7(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      146(2)
_diffrn_measured_fraction_theta_full 0.767
_diffrn_measured_fraction_theta_max 0.767
_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  0.0645
_diffrn_reflns_av_sigmaI/netI    0.0505
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4121
_diffrn_reflns_theta_full        28.08
_diffrn_reflns_theta_max         28.08
_diffrn_reflns_theta_min         3.45
_exptl_absorpt_coefficient_mu    0.182
_exptl_absorpt_correction_T_max  0.9909
_exptl_absorpt_correction_T_min  0.9307
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.33(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2142
_refine_ls_number_restraints     169
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0524
_refine_ls_shift/su_max          0.124
_refine_ls_shift/su_mean         0.025
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0989P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1344
_refine_ls_wR_factor_ref         0.1390
_reflns_number_gt                1874
_reflns_number_total             2142
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo100230r_si_002.cif
_cod_data_source_block           jcmon10
_cod_depositor_comments
;
The following automatic conversions were performed:

data name '_atom_site_symetry_multiplicity' was replaced with
'_atom_site_symmetry_multiplicity' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_database_code               4025583