C-ON Bond Homolysis of Alkoxyamines, Part 11: Activation of the Nitroxyl Fragment.
Audran, Gérard; Brémond, Paul; Marque, Sylvain R. A.; Yamasaki, Toshihide; The Journal of organic chemistry 81 (2016) 1981–1988; doi:10.1021/acs.joc.5b02790

data_4036569
_publ_section_title
;
 C-ON Bond Homolysis of Alkoxyamines, Part 11: Activation of the Nitroxyl
 Fragment.
;
_journal_issue                   5
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1981
_journal_page_last               1988
_journal_paper_doi               10.1021/acs.joc.5b02790
_journal_volume                  81
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C21 H36 N O6 P'
_chemical_formula_sum            'C21 H36 N O6 P'
_chemical_formula_weight         429.48
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-11-16
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Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
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_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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;
  1 omega  -38.00    0.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  2 omega  -13.00   13.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  3 omega    1.00   26.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -99.0000 -120.0000 25

  4 omega  -73.00  -35.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000 -150.0000 38

  5 omega  -96.00  -41.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000    0.0000 55

  6 omega  -88.00   -7.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -57.0245  125.0000 -180.0000 81

  7 omega   95.00  120.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       57.0245  125.0000 -180.0000 25

  8 omega   81.00  176.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489   45.0000 -120.0000 95

  9 omega  145.00  174.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489   45.0000    0.0000 29

 10 omega  106.00  134.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       57.0245  125.0000  120.0000 28

 11 omega   94.00  119.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       57.0245  125.0000   90.0000 25

 12 omega   88.00  114.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489   45.0000    0.0000 26

 13 omega  102.00  175.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489   45.0000  -30.0000 73

 14 omega   85.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489   45.0000  -90.0000 93

 15 omega   75.00  177.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489   77.0000 -180.0000 102

 16 omega   71.00  170.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489   30.0000   60.0000 99

 17 omega   72.00   98.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489 -111.0000   60.0000 26

 18 omega   49.00  107.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489  -61.0000   30.0000 58

 19 omega   36.00   66.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489 -111.0000   60.0000 30

 20 omega   31.00  107.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489  -94.0000 -150.0000 76

 21 omega   44.00   94.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489  -45.0000 -180.0000 50

 22 omega   29.00   99.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0489 -111.0000 -180.0000 70

 23 omega  -93.00  -35.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  178.0000  150.0000 58

 24 omega -140.00  -21.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -57.0245  -38.0000  150.0000 119

 25 omega -139.00  -22.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -57.0245  -57.0000  -30.0000 117

 26 omega -140.00  -74.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -57.0245 -125.0000   30.0000 66
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_diffrn_source                   'sealed X-ray tube'
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
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;
 Flack x determined using 2142 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.028(8)
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_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.0518P)^2^+0.0573P] where P=(Fo^2^+2Fc^2^)/3'
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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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3A), C4(H4), C5(H5), C6(H6), C7(H7)
2.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C15(H15A,H15B,
 H15C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C21(H21A,
 H21B,H21C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_olex2_submission_special_instructions 'No special instructions were received'