Intermolecular iodofunctionalization of allenamides with indoles, pyrroles, and furans: synthesis of iodine-substituted Z-enamides.
Li, Honghe; Li, Xiaoxiao; Zhao, Zhigang; Ma, Ting; Sun, Chenyang; Yang, Bowen; Chemical communications (Cambridge, England) 52 (2016) 10167–10170; doi:10.1039/c6cc05046h

data_7124848
_publ_section_title
;
 Intermolecular iodofunctionalization of allenamides with indoles,
 pyrroles, and furans: synthesis of iodine-substituted Z-enamides.
;
_journal_issue                   66
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              10167
_journal_page_last               10170
_journal_paper_doi               10.1039/c6cc05046h
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C19 H18 I N3 O2 S'
_chemical_formula_sum            'C19 H18 I N3 O2 S'
_chemical_formula_weight         479.32
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
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Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
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_audit_update_record
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2016-05-15 deposited with the CCDC.
2016-07-20 downloaded from the CCDC.
;
_cell_angle_alpha                100.660(4)
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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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_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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omega____ theta____ kappa____ phi______ frames
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  2 omega  -31.00   53.00   1.0000    1.0000
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  3 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  4 omega   20.00  104.00   1.0000    1.0000
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  5 omega   17.00  105.00   1.0000    1.0000
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  6 omega   17.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  7 omega   23.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  8 omega  -31.00   63.00   1.0000    1.0000
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  9 omega   39.00  109.00   1.0000    2.0200
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 10 omega   40.00  135.00   1.0000    2.0200
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 11 omega   40.00   98.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
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 12 omega   39.00  109.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
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 13 omega   37.00  146.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
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 14 omega   38.00   91.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 53

 15 omega   40.00   98.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   90.0000 58

 16 omega   38.00  116.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -90.0000 78

 17 omega   38.00   91.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 53

 18 omega   38.00   91.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 53

 19 omega   39.00  109.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -60.0000 70

 20 omega   91.00  176.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   30.0000 85

 21 omega   38.00   91.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 53

 22 omega   40.00   98.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
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 23 omega   87.00  178.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  120.0000 91

 24 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -57.0000    0.0000 84

 25 omega    1.00   28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   92.0000  139.9402 27

 26 omega   10.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000 -150.0000 94

 27 omega    7.00  108.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   19.0000  -30.0000 101

 28 omega   10.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000   60.0000 94

 29 omega    1.00   28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   92.0000  -75.9751 27

 30 omega   70.00  178.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000  -90.0000 108

 31 omega   87.00  130.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -30.0000 43

 32 omega   87.00  178.00   1.0000    2.0200
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000 -180.0000 91
;
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_diffrn_radiation_monochromator  graphite
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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.
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_exptl_crystal_colour            'clear light colourless'
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'w=1/[\s^2^(Fo^2^)+(0.1003P)^2^+0.0199P] 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
2. Uiso/Uaniso restraints and constraints
Uanis(N00K) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3.a Ternary CH refined with riding coordinates:
 C00I(H00I)
3.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C009(H009), C00A(H00A), C00B(H00B), C00F(H00F), C00H(H00H),
 C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q)
3.c X=CH2 refined with riding coordinates:
 C00J(H00G,H00J)
3.d Idealised Me refined as rotating group:
 C00G(H00C,H00D,H00E)
;
_shelx_res_checksum              64526
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-03-29
_olex2_submission_special_instructions 'No special instructions were received'