Metalation of 2-Chloromethyl-2-oxazolines: Synthesis of 1,2,3-Tris(oxazolinyl)cyclopropanes and Derivatives
Vito Capriati; Saverio Florio; Renzo Luisi; Maria Teresa Rocchetti; Journal of Organic Chemistry 67 (2002) 759–763; doi:10.1021/jo015962i

data_4022203
_publ_section_title
;
 Metalation of 2-Chloromethyl-2-oxazolines: Synthesis of
 1,2,3-Tris(oxazolinyl)cyclopropanes and Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              759
_journal_page_last               763
_journal_paper_doi               10.1021/jo015962i
_journal_volume                  67
_journal_year                    2002
_chemical_formula_moiety         'C25 H33 N3 O4 '
_chemical_formula_sum            'C25 H33 N3 O4'
_chemical_formula_weight         439.556
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           maXus
_cell_angle_alpha                90.000(10)
_cell_angle_beta                 126.802(2)
_cell_angle_gamma                90.000(10)
_cell_formula_units_Z            8
_cell_length_a                   27.852(2)
_cell_length_b                   9.5057(4)
_cell_length_c                   23.098(2)
_cell_measurement_reflns_used    ' 16 951'
_cell_measurement_temperature    298
_cell_measurement_theta_max      26.30
_cell_measurement_theta_min      1
_cell_volume                     4896.6(6)
_computing_data_collection       'KappaCCD   (Nonius, 1998)   '
_computing_data_reduction        'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Ortep (Johnson, 1976)'
_computing_publication_material  'maxus(Mackay et al., 1999)'
_computing_structure_refinement  'maxus(Mackay et al., 1999)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       phi-scan
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_av_R_equivalents  0.059
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            5252
_diffrn_reflns_theta_max         26.42
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1887
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.45
_refine_diff_density_min         -0.36
_refine_diff_density_rms         0.07
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.848
_refine_ls_goodness_of_fit_gt    1.761
_refine_ls_goodness_of_fit_ref   1.761
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3166
_refine_ls_R_factor_all          0.126
_refine_ls_R_factor_gt           0.072
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef F^2^
_refine_ls_weighting_details     ' w = 1 / ( s^2^(Fo^2^) + 0.03000 * Fo^2^)'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.059
_refine_ls_wR_factor_gt          0.057
_refine_ls_wR_factor_ref         0.057
_reflns_d_resolution_high        0.63
_reflns_d_resolution_low         1.87
_reflns_limit_h_max              34
_reflns_limit_h_min              0
_reflns_limit_k_max              11
_reflns_limit_k_min              0
_reflns_limit_l_max              34
_reflns_limit_l_min              -14
_reflns_number_gt                3166
_reflns_number_total             4933
_reflns_threshold_expression     'I> 3.00 sigma(I)'
_cod_data_source_file            jo015962i_s2.cif
_cod_data_source_block           global
_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 

The following automatic conversions were performed:

'_atom_site_adp_type' tag value 'Uij' was replaced with 'Uani' value
32 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_atom_sites_solution_hydrogens' value 'geom, diff' was changed to
'mixed'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_sg_symbol_H-M      'C 2/c         '
_cod_original_formula_sum        'C25 H33 N3 O4 '
_cod_database_code               4022203