Novel transformation of alpha,beta-unsaturated aldehydes and ketones into gamma-amino alcohols or 1,3-oxazines via a 4 or 5 step, one-pot sequence
Adam D. J. Calow; Andrei S. Batsanov; Elena Fernandez; Cristina Sole; Andrew Whiting; Chem.Commun. 48 (2012) 11401–; doi:10.1039/c2cc36129a

data_7108604
_publ_section_title
;
 Novel transformation of alpha,beta-unsaturated aldehydes and ketones into
 gamma-amino alcohols or 1,3-oxazines via a 4 or 5 step, one-pot sequence
;
_journal_name_full               Chem.Commun.
_journal_page_first              11401
_journal_paper_doi               10.1039/c2cc36129a
_journal_volume                  48
_journal_year                    2012
_chemical_formula_moiety         'C17 H21 N O'
_chemical_formula_sum            'C17 H21 N O'
_chemical_formula_weight         255.35
_chemical_name_systematic
;
3-(benzylamino)-2-methyl-1-phenylpropan-1-ol
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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_date             2012-07-20
_audit_creation_method
;
Olex2 1.2-alpha (compiled 2012.07.17 svn.r2416, GUI svn.r4280)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 108.679(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.1529(9)
_cell_length_b                   13.0660(7)
_cell_length_c                   9.0291(6)
_cell_measurement_reflns_used    1726
_cell_measurement_temperature    120
_cell_measurement_theta_max      29.99
_cell_measurement_theta_min      2.84
_cell_volume                     1469.97(18)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies, Version 1.171.35.10 (2011)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies, Version 1.171.35.10 (2011)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies, Version 1.171.35.10 (2011)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
'XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122'
_computing_structure_solution
'XS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122'
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 16.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device
'Agilent Technologies, Gemini S Ultra kappa-diffractometer'
_diffrn_measurement_device_type  'Sapphire3 CCD area detector'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0228806000
_diffrn_orient_matrix_UB_12      -0.0294085000
_diffrn_orient_matrix_UB_13      0.0686982000
_diffrn_orient_matrix_UB_21      -0.0083858000
_diffrn_orient_matrix_UB_22      -0.0453070000
_diffrn_orient_matrix_UB_23      -0.0456250000
_diffrn_orient_matrix_UB_31      0.0514198000
_diffrn_orient_matrix_UB_32      0.0056872000
_diffrn_orient_matrix_UB_33      -0.0085959000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            9045
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.85
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies, Version 1.171.35.10 (2011).
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2586
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0837
_refine_ls_R_factor_gt           0.0652
_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^)+(0.0464P)^2^+1.2242P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1485
_refine_ls_wR_factor_ref         0.1569
_reflns_number_gt                1988
_reflns_number_total             2586
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            c2cc36129a.txt
_cod_data_source_block           4f
_cod_original_cell_volume        1469.97(16)
_cod_database_code               7108604
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50