C-ON bond homolysis in alkoxyamines. Part 12: the effect of the para-substituent in the 1-phenylethyl fragment.
Audran, Gérard; Brémond, Paul; Joly, Jean-Patrick; Marque, Sylvain R. A.; Yamasaki, Toshihide; Organic & biomolecular chemistry 14 (2016) 3574–3583; doi:10.1039/c6ob00384b

data_7155029
_publ_section_title
;
 C-ON bond homolysis in alkoxyamines. Part 12: the effect of the
 para-substituent in the 1-phenylethyl fragment.
;
_journal_issue                   14
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              3574
_journal_page_last               3583
_journal_paper_doi               10.1039/c6ob00384b
_journal_volume                  14
_journal_year                    2016
_chemical_formula_moiety         'C23 H40 N O6 P'
_chemical_formula_sum            'C23 H40 N O6 P'
_chemical_formula_weight         457.53
_chemical_melting_point          83.0(10)
_chemical_name_systematic
'Methyl 4-(1-((tert-butyl(1-(diethoxyphosphoryl)-2,2-dimethylpropyl)amino)oxy)ethyl)benzoate '
_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
_audit_creation_date             2015-10-16
_audit_creation_method
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Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2015-12-10 deposited with the CCDC.
2016-03-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.2784(17)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.62323(15)
_cell_length_b                   9.53739(16)
_cell_length_c                   31.7545(6)
_cell_measurement_reflns_used    8026
_cell_measurement_temperature    293
_cell_measurement_theta_max      70.6280
_cell_measurement_theta_min      4.8300
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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)
;
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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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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  -99.00  -53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  2 omega  -98.00  -38.00   1.0000    1.0000
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  3 omega   19.00   44.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  5 omega   10.00   36.00   1.0000    1.0000
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  6 omega  -58.00   -2.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
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  7 omega  -60.00  -34.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
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  8 omega   95.00  142.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.5127  125.0000  -90.0000 47

  9 omega   94.00  130.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.5127  125.0000   30.0000 36

 10 omega  103.00  134.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.5127  125.0000 -150.0000 31

 11 omega   -9.00  152.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.5127    0.0000  -60.0000 161

 12 omega   24.00  117.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.5127 -125.0000  -90.0000 93

 13 omega  104.00  139.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.5127  125.0000  150.0000 35

 14 omega   68.00  178.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255   38.0000 -180.0000 110

 15 omega  100.00  173.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255  111.0000  120.0000 73

 16 omega   31.00   57.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255 -111.0000 -180.0000 26

 17 omega   63.00  135.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255  178.0000  -60.0000 72

 18 omega   25.00  104.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255  -50.0000   30.0000 79

 19 omega   77.00  156.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255   63.0000 -120.0000 79

 20 omega   68.00  165.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255   63.0000 -150.0000 97

 21 omega   63.00   93.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255  -38.0000 -120.0000 30

 22 omega   26.00   52.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255  -38.0000 -120.0000 26

 23 omega  131.00  177.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255   12.0000  -60.0000 46

 24 omega  101.00  146.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255  111.0000    0.0000 45

 25 omega   86.00  113.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255 -111.0000 -180.0000 27

 26 omega   23.00  154.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255  -91.0000   30.0000 131

 27 omega   30.00  112.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.0255 -111.0000  -30.0000 82
;
_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_orient_matrix_UB_11      -0.1456583000
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_diffrn_orient_matrix_UB_31      -0.0728186000
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_diffrn_radiation_monochromator  mirror
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_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0291
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_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
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_diffrn_reflns_number            17083
_diffrn_reflns_point_group_measured_fraction_full 1.000
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_diffrn_reflns_theta_min         4.841
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.221
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
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Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            white
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_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: pentane/ethyl aceate'
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_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.0588P)^2^+1.1501P] where P=(Fo^2^+2Fc^2^)/3'
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_cod_data_source_file            c6ob00384b2.cif
_cod_data_source_block           sg1bame
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '82-84' was changed to '83.0(10)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7155028--7155030.cif.
;
_cod_database_code               7155029
_shelxl_version_number           2014/6
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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. Uiso/Uaniso restraints and constraints
Uanis(C16) = Uanis(C17)
Uanis(C14) = Uanis(C15)
3. Others
 Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(H15C)=1-FVAR(1)
 Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C1(H1), C7(H7)
4.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C14(H14A,H14B), C16(H16A,H16B)
4.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C20(H20), C22(H22), C23(H23)
4.d Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C9(H9A,
 H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C),
 C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C25(H25A,H25B,H25C)
;
_olex2_submission_special_instructions 'No special instructions were received'