Asymmetric Multicomponent Sulfa-Michael/Mannich Cascade Reaction: Synthetic Access to 1,2-Diamino-3-Organosulfur Compounds and 2-Nitro Allylic Amines.
Hou, Wenduan; Wei, Qi; Liu, Guisheng; Chen, Jing; Guo, Jing; Peng, Yungui; Organic letters 17 (2015) 4870–4873; doi:10.1021/acs.orglett.5b02423

data_1531166
_publ_section_title
;
 Asymmetric Multicomponent Sulfa-Michael/Mannich Cascade Reaction:
 Synthetic Access to 1,2-Diamino-3-Organosulfur Compounds and 2-Nitro
 Allylic Amines.
;
_journal_issue                   19
_journal_name_full               'Organic letters'
_journal_page_first              4870
_journal_page_last               4873
_journal_paper_doi               10.1021/acs.orglett.5b02423
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C28 H26 N2 O4 S2'
_chemical_formula_sum            'C28 H26 N2 O4 S2'
_chemical_formula_weight         530.63
_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   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2015-01-11
_audit_creation_method
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Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_cell_angle_alpha                78.564(4)
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_cell_length_c                   13.4383(6)
_cell_measurement_reflns_used    8765
_cell_measurement_temperature    289.2(4)
_cell_measurement_theta_max      71.3210
_cell_measurement_theta_min      5.3430
_cell_volume                     1371.04(10)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    '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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  1 omega    1.00   76.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
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  2 omega   18.00  106.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
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  3 omega   57.00  109.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
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  4 omega   57.00  109.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
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  5 omega  -34.00   66.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
    -       36.9703  -19.0000 -120.0000 100

  6 omega  -32.00   56.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
    -       36.9703  -38.0000    0.0000 88

  7 omega    1.00   76.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
    -       36.9703  -99.0000 -120.0000 75

  8 omega   20.00  104.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
    -       36.9703   57.0000 -120.0000 84

  9 omega   57.00  109.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
    -       36.9703  178.0000 -120.0000 52

 10 omega   91.00  176.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -120.0000 85

 11 omega   40.00   98.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -180.0000 58

 12 omega   91.00  176.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -60.0000 85

 13 omega   38.00  116.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -112.0000    0.0000 78

 14 omega   38.00   91.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 53

 15 omega   39.00  110.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -95.0000   90.0000 71

 16 omega   40.00  135.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000  150.0000 95

 17 omega   41.00  126.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000  -30.0000 85

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

 19 omega   39.00  110.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -95.0000  -90.0000 71

 20 omega   40.00   98.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -120.0000 58

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

 22 omega   38.00   91.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   60.0000 53

 23 omega   39.00  110.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -95.0000  150.0000 71

 24 omega   38.00   91.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 53

 25 omega   87.00  178.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   30.0000 91

 26 omega   10.00  105.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
    -       36.9703   77.0000    0.0000 95

 27 omega   10.00  105.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
    -       36.9703   77.0000   60.0000 95

 28 omega   18.00  106.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
    -       36.9703   38.0000  -30.0000 88

 29 omega   10.00  105.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
    -       36.9703   77.0000  150.0000 95

 30 omega   10.00  105.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
    -       36.9703   77.0000  -90.0000 95

 31 omega  -32.00   56.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
    -       36.9703  -38.0000   90.0000 88

 32 omega  -32.00   56.00   1.0000    5.7200
omega____ theta____ kappa____ phi______ frames
    -       36.9703  -38.0000  150.0000 88

 33 omega   70.00  140.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000  150.0000 70
;
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_diffrn_orient_matrix_UB_33      0.0470912000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_Laue_measured_fraction_full 0.999
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_diffrn_reflns_theta_max         71.622
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_diffrn_source                   'sealed X-ray tube'
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
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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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.0711P)^2^+0.2566P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_number_total             5255
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_cod_data_source_block           pyg-hwd140106
_cod_depositor_comments
'Adding full bibliography for 1531166--1531174.cif.'
_cod_database_code               1531166
_shelxl_version_number           2014-1
_chemical_oxdiff_formula         'C1 H1 O1 N1 S1'
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C11(H11), C9(H9)
2.b Aromatic/amide H refined with riding coordinates:
 N8(H8), C30(H30), C18(H18), C26(H26), C29(H29), C6(H6), C32(H32), C35(H35),
 C20(H20), C27(H27), C28(H28), C23(H23), C2(H2), C21(H21), C34(H34), C5(H5),
 C36(H36), C33(H33), C22(H22), C3(H3)
2.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C)
;
_olex2_submission_special_instructions 'No special instructions were received'