Direct phosphonation of quinoxalin-2(1H)-ones under transition-metal-free conditions.
Gao, Ming; Li, Yi; Xie, Lijuan; Chauvin, Remi; Cui, Xiuling; Chemical communications (Cambridge, England) 52 (2016) 2846–2849; doi:10.1039/c5cc08049e

data_7118366
_publ_section_title
;
 Direct phosphonation of quinoxalin-2(1H)-ones under transition-metal-free
 conditions.
;
_journal_issue                   13
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2846
_journal_page_last               2849
_journal_paper_doi               10.1039/c5cc08049e
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C10 H11 N2 O4 P, C2 H5 N O'
_chemical_formula_sum            'C12 H16 N3 O5 P'
_chemical_formula_weight         313.25
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
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Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
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2015-07-07 deposited with the CCDC.
2016-01-06 downloaded from the CCDC.
;
_cell_angle_alpha                89.063(6)
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_cell_length_b                   9.6923(7)
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_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
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_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
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CrysAlisPro, Agilent Technologies,
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omega____ theta____ kappa____ phi______ frames
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  3 omega  -77.00  -33.00   1.0000    1.0000
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  4 omega  -63.00  -36.00   1.0000    1.0000
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  5 omega  -69.00  -41.00   1.0000    1.0000
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  6 omega    1.00   48.00   1.0000    1.0000
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  7 omega   19.00  113.00   1.0000    1.0000
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  8 omega   70.00  121.00   1.0000    1.0000
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  9 omega   79.00  118.00   1.0000    1.0000
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 10 omega   -2.00   70.00   1.0000    1.0000
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 11 omega  -15.00   74.00   1.0000    1.0000
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 12 omega   68.00  123.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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 13 omega   27.00   56.00   1.0000    1.0000
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 14 omega   50.00  106.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
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 15 omega   69.00   95.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
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 16 omega   68.00   94.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
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 17 omega   45.00   98.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000   30.0000 53

 18 omega   48.00  107.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000  -90.0000 59

 19 omega   58.00  100.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000   90.0000 42

 20 omega   49.00   84.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -180.0000 35

 21 omega   42.00   92.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  -30.0000 50

 22 omega   99.00  125.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
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 23 omega   39.00   88.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
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 24 omega   60.00  132.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -61.0000   90.0000 72

 25 omega   79.00  113.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000 -180.0000 34

 26 omega   93.00  178.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000   90.0000 85

 27 omega   42.00   77.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  -90.0000 35

 28 omega   41.00  160.00   1.0000    1.2000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -15.0000   60.0000 119

 29 omega  -21.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -180.0000 90

 30 omega   -4.00   42.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -99.0000  150.0000 46

 31 omega   35.00  125.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   57.0000 -180.0000 90

 32 omega   26.00  108.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   77.0000  -30.0000 82

 33 omega   35.00  125.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   57.0000   90.0000 90
;
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_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.421
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'w=1/[\s^2^(Fo^2^)+(0.0572P)^2^+0.1247P] where P=(Fo^2^+2Fc^2^)/3'
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_cod_data_source_file            c5cc08049e2.cif
_cod_data_source_block           20150465
_cod_depositor_comments          'Adding full bibliography for 7118366.cif.'
_cod_database_code               7118366
_chemical_oxdiff_formula         C20H20N4O4P1
_shelx_estimated_absorpt_t_max   0.701
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_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
;
_shelx_res_checksum              26218
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'