Synthesis of Isoxazoline/Cyclic Nitrone-Featured Methylenes Using Unsaturated Ketoximes: A Dual Role of TEMPO.
Chen, Fei; Yang, Xiu-Long; Wu, Zhi-Wei; Han, Bing; The Journal of organic chemistry 81 (2016) 3042–3050; doi:10.1021/acs.joc.6b00180

data_4031961
_publ_section_title
;
 Synthesis of Isoxazoline/Cyclic Nitrone-Featured Methylenes Using
 Unsaturated Ketoximes: A Dual Role of TEMPO.
;
_journal_issue                   7
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              3042
_journal_page_last               3050
_journal_paper_doi               10.1021/acs.joc.6b00180
_journal_volume                  81
_journal_year                    2016
_chemical_formula_moiety         'C15 H19 N O'
_chemical_formula_sum            'C15 H19 N O'
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_space_group_crystal_system      monoclinic
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_symmetry_space_group_name_Hall  '-P 2ybc'
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Olex2 1.2
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_cell_measurement_reflns_used    1487
_cell_measurement_temperature    293.66(10)
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_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
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Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
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_diffrn_ambient_temperature      293.66(10)
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_diffrn_orient_matrix_UB_21      -0.0195968000
_diffrn_orient_matrix_UB_22      0.0484091000
_diffrn_orient_matrix_UB_23      0.0254669000
_diffrn_orient_matrix_UB_31      0.0562558000
_diffrn_orient_matrix_UB_32      0.0287585000
_diffrn_orient_matrix_UB_33      -0.0128827000
_diffrn_radiation_monochromator  mirror
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_diffrn_radiation_wavelength     0.710
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_Laue_measured_fraction_full 0.997
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_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         25.973
_diffrn_reflns_theta_min         3.341
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.071
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_exptl_absorpt_process_details
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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_exptl_crystal_colour
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_exptl_crystal_density_diffrn    1.151
_exptl_crystal_description
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_exptl_crystal_F_000             496
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_refine_ls_extinction_coef       0.096(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.046
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_refine_ls_number_restraints     0
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_refine_ls_R_factor_all          0.0722
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0571P)^2^+0.1079P]
 where P=(Fo^2^+2Fc^2^)/3
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_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1200
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_reflns_Friedel_coverage         0.000
_reflns_number_gt                1811
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_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5)
2.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C)
;
_shelx_res_checksum              90680
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