#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/07/4020737.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4020737
loop_
_publ_author_name
'Gui-Ling Zhao'
'Min Shi'
_publ_section_title
;
 Aza-Baylis-Hillman Reactions of N-Tosylated Aldimines
 with Activated Allenes and Alkynes in the Presence of
 Various Lewis Base Promoters
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9975
_journal_page_last               9984
_journal_paper_doi               10.1021/jo051763d
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C27 H25 N O4 S'
_chemical_formula_weight         459.54
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                92.491(2)
_cell_angle_beta                 93.885(2)
_cell_angle_gamma                98.992(2)
_cell_formula_units_Z            4
_cell_length_a                   7.6675(8)
_cell_length_b                   13.8140(15)
_cell_length_c                   22.914(3)
_cell_measurement_temperature    293(2)
_cell_volume                     2388.1(4)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.278
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4020737
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.07584(11) 0.47206(7) 0.13129(4) 0.0487(3) Uani 1 1 d . . .
S2 S 0.38844(12) -0.02588(7) 0.36301(4) 0.0489(3) Uani 1 1 d . . .
N1 N 0.2853(3) 0.51998(19) 0.15351(11) 0.0416(7) Uani 1 1 d . . .
N2 N 0.1731(3) -0.06658(19) 0.34710(11) 0.0428(7) Uani 1 1 d . . .
O1 O 0.0083(3) 0.54167(18) 0.09592(10) 0.0563(7) Uani 1 1 d . . .
O2 O -0.0058(3) 0.44368(19) 0.18338(10) 0.0628(7) Uani 1 1 d . . .
O3 O 0.4360(4) 0.2845(2) 0.24358(12) 0.0832(10) Uani 1 1 d . . .
O4 O 0.5636(4) 0.2417(2) 0.16363(12) 0.0733(8) Uani 1 1 d . . .
O6 O 0.4633(3) -0.0175(2) 0.30767(10) 0.0667(8) Uani 1 1 d . . .
O5 O 0.4490(3) -0.08892(18) 0.40473(10) 0.0615(7) Uani 1 1 d . . .
O7 O 0.0407(4) 0.1583(2) 0.24217(12) 0.0789(9) Uani 1 1 d . . .
O8 O -0.0780(4) 0.2182(2) 0.32028(11) 0.0768(9) Uani 1 1 d . . .
C1 C 0.3751(5) 0.4671(3) 0.19890(14) 0.0445(9) Uani 1 1 d D . .
C2 C 0.3967(4) 0.5603(2) 0.10960(13) 0.0400(8) Uani 1 1 d . . .
C3 C 0.5351(4) 0.5164(2) 0.09760(14) 0.0449(9) Uani 1 1 d . . .
H2 H 0.6159 0.5452 0.0725 0.054 Uiso 1 1 calc R . .
C4 C 0.5612(4) 0.4259(2) 0.12266(14) 0.0457(9) Uani 1 1 d . . .
H3 H 0.6347 0.3869 0.1057 0.055 Uiso 1 1 calc R . .
C5 C 0.4802(4) 0.3976(2) 0.17023(14) 0.0441(9) Uani 1 1 d . . .
C6 C 0.4898(5) 0.3038(3) 0.19667(18) 0.0561(10) Uani 1 1 d . . .
C7 C 0.5693(8) 0.1464(4) 0.1861(2) 0.1071(19) Uani 1 1 d D . .
H5 H 0.6759 0.1486 0.2118 0.129 Uiso 1 1 calc R . .
H4 H 0.4680 0.1280 0.2087 0.129 Uiso 1 1 calc R . .
C8 C 0.5675(15) 0.0760(4) 0.1393(3) 0.302(7) Uani 1 1 d D . .
H8 H 0.5543 0.1063 0.1027 0.453 Uiso 1 1 calc R . .
H7 H 0.4703 0.0237 0.1418 0.453 Uiso 1 1 calc R . .
H6 H 0.6767 0.0500 0.1417 0.453 Uiso 1 1 calc R . .
C9 C 0.4798(5) 0.5400(3) 0.24415(14) 0.0468(9) Uani 1 1 d . . .
C10 C 0.6546(6) 0.5386(4) 0.26054(19) 0.0710(13) Uani 1 1 d . . .
C11 C 0.7459(6) 0.6030(4) 0.3035(2) 0.0898(15) Uani 1 1 d . . .
H10 H 0.8637 0.5993 0.3143 0.108 Uiso 1 1 calc R . .
C12 C 0.6662(7) 0.6717(4) 0.33022(19) 0.0886(15) Uani 1 1 d . . .
H11 H 0.7288 0.7152 0.3592 0.106 Uiso 1 1 calc R . .
C13 C 0.4934(7) 0.6766(4) 0.3143(2) 0.0952(16) Uani 1 1 d . . .
H12 H 0.4382 0.7243 0.3320 0.114 Uiso 1 1 calc R . .
C14 C 0.3990(5) 0.6102(3) 0.27143(17) 0.0704(12) Uani 1 1 d . . .
H13 H 0.2806 0.6134 0.2612 0.085 Uiso 1 1 calc R . .
C15 C 0.3613(4) 0.6512(2) 0.08316(14) 0.0399(8) Uani 1 1 d . . .
C16 C 0.3043(4) 0.7254(3) 0.11593(15) 0.0507(9) Uani 1 1 d . . .
H14 H 0.2809 0.7162 0.1548 0.061 Uiso 1 1 calc R . .
C17 C 0.2819(6) 0.8123(3) 0.0917(2) 0.0647(12) Uani 1 1 d . . .
C18 C 0.3172(6) 0.8270(3) 0.0346(2) 0.0687(13) Uani 1 1 d . . .
C19 C 0.3731(6) 0.7545(3) 0.0014(2) 0.0649(12) Uani 1 1 d . . .
C20 C 0.3945(5) 0.6679(3) 0.02575(16) 0.0547(10) Uani 1 1 d . . .
C21 C 0.0888(4) 0.3668(3) 0.08736(15) 0.0474(9) Uani 1 1 d . . .
C22 C 0.0840(5) 0.2761(3) 0.1113(2) 0.0636(12) Uani 1 1 d . . .
C23 C 0.1076(5) 0.1964(3) 0.0760(2) 0.0716(13) Uani 1 1 d . . .
H20 H 0.1052 0.1357 0.0922 0.086 Uiso 1 1 calc R . .
C24 C 0.1344(5) 0.2044(3) 0.0177(2) 0.0668(11) Uani 1 1 d . . .
C25 C 0.1342(5) 0.2951(3) -0.00552(18) 0.0636(11) Uani 1 1 d . . .
H21 H 0.1498 0.3017 -0.0451 0.076 Uiso 1 1 calc R . .
C26 C 0.1115(4) 0.3754(3) 0.02845(15) 0.0516(10) Uani 1 1 d . . .
H22 H 0.1115 0.4357 0.0119 0.062 Uiso 1 1 calc R . .
C28 C 0.0852(5) -0.0184(3) 0.29820(14) 0.0425(9) Uani 1 1 d . . .
C27 C 0.1622(6) 0.1170(3) -0.0201(2) 0.0992(16) Uani 1 1 d . . .
H23 H 0.2205 0.0738 0.0033 0.149 Uiso 1 1 calc R . .
H24 H 0.2341 0.1388 -0.0511 0.149 Uiso 1 1 calc R . .
H25 H 0.0497 0.0828 -0.0364 0.149 Uiso 1 1 calc R . .
C29 C 0.0633(5) -0.0929(2) 0.39399(13) 0.0437(9) Uani 1 1 d . . .
C30 C -0.0672(5) -0.0413(2) 0.40364(14) 0.0492(9) Uani 1 1 d . . .
H27 H -0.1474 -0.0620 0.4310 0.059 Uiso 1 1 calc R . .
C31 C -0.0856(5) 0.0449(3) 0.37273(15) 0.0482(9) Uani 1 1 d . . .
C32 C -0.0073(4) 0.0604(2) 0.32322(14) 0.0429(9) Uani 1 1 d . . .
C33 C -0.0103(5) 0.1491(3) 0.29023(17) 0.0537(10) Uani 1 1 d . . .
C34 C -0.0826(8) 0.3093(3) 0.2932(2) 0.1038(18) Uani 1 1 d D . .
H29 H -0.0325 0.3068 0.2555 0.125 Uiso 1 1 calc R . .
H30 H -0.2045 0.3196 0.2865 0.125 Uiso 1 1 calc R . .
C35 C 0.0141(9) 0.3885(4) 0.3289(3) 0.155(3) Uani 1 1 d D . .
H32 H -0.0417 0.3946 0.3648 0.232 Uiso 1 1 calc R . .
H31 H 0.0167 0.4481 0.3087 0.232 Uiso 1 1 calc R . .
H33 H 0.1329 0.3765 0.3374 0.232 Uiso 1 1 calc R . .
C36 C -0.0316(5) -0.0960(3) 0.25864(14) 0.0440(9) Uani 1 1 d . . .
C37 C -0.2080(5) -0.0929(3) 0.24553(18) 0.0606(11) Uani 1 1 d . . .
C38 C -0.3093(5) -0.1622(3) 0.20802(19) 0.0745(13) Uani 1 1 d . . .
H35 H -0.4283 -0.1584 0.1995 0.089 Uiso 1 1 calc R . .
C39 C -0.2383(6) -0.2365(3) 0.18300(17) 0.0735(13) Uani 1 1 d . . .
H36 H -0.3076 -0.2831 0.1572 0.088 Uiso 1 1 calc R . .
C40 C -0.0638(6) -0.2418(3) 0.19623(18) 0.0818(14) Uani 1 1 d . . .
H37 H -0.0143 -0.2929 0.1798 0.098 Uiso 1 1 calc R . .
C41 C 0.0378(5) -0.1725(3) 0.23326(16) 0.0675(12) Uani 1 1 d . . .
H38 H 0.1566 -0.1768 0.2417 0.081 Uiso 1 1 calc R . .
C42 C 0.0917(5) -0.1802(2) 0.42619(14) 0.0454(9) Uani 1 1 d . . .
C43 C 0.1312(5) -0.2636(3) 0.39757(16) 0.0576(10) Uani 1 1 d . . .
H39 H 0.1478 -0.2641 0.3577 0.069 Uiso 1 1 calc R . .
C44 C 0.1458(6) -0.3459(3) 0.4286(2) 0.0747(13) Uani 1 1 d . . .
H40 H 0.1736 -0.4016 0.4093 0.090 Uiso 1 1 calc R . .
C45 C 0.1202(7) -0.3469(4) 0.4867(2) 0.0836(15) Uani 1 1 d . . .
C46 C 0.0837(7) -0.2647(4) 0.5152(2) 0.0849(15) Uani 1 1 d . . .
C47 C 0.0681(6) -0.1820(3) 0.48494(17) 0.0675(12) Uani 1 1 d . . .
C48 C 0.4043(4) 0.0913(3) 0.39637(15) 0.0473(9) Uani 1 1 d . . .
C49 C 0.4221(5) 0.1720(3) 0.36227(17) 0.0638(11) Uani 1 1 d . . .
H44 H 0.4322 0.1647 0.3222 0.077 Uiso 1 1 calc R . .
C50 C 0.4247(6) 0.2642(3) 0.3893(2) 0.0769(13) Uani 1 1 d . . .
H45 H 0.4360 0.3188 0.3667 0.092 Uiso 1 1 calc R . .
C51 C 0.4112(6) 0.2767(3) 0.4481(2) 0.0749(13) Uani 1 1 d . . .
C52 C 0.3965(6) 0.1954(3) 0.4817(2) 0.0708(13) Uani 1 1 d . . .
C53 C 0.3918(5) 0.1032(3) 0.45593(17) 0.0589(11) Uani 1 1 d . . .
C54 C 0.4111(7) 0.3771(3) 0.4775(2) 0.119(2) Uani 1 1 d . . .
H49 H 0.4821 0.4260 0.4569 0.178 Uiso 1 1 calc R . .
H50 H 0.4592 0.3783 0.5173 0.178 Uiso 1 1 calc R . .
H48 H 0.2919 0.3906 0.4768 0.178 Uiso 1 1 calc R . .
H1 H 0.286(3) 0.4290(19) 0.2148(12) 0.041(9) Uiso 1 1 d D . .
H9 H 0.704(4) 0.494(2) 0.2397(13) 0.053(11) Uiso 1 1 d . . .
H15 H 0.247(4) 0.860(3) 0.1165(14) 0.062(12) Uiso 1 1 d . . .
H16 H 0.296(5) 0.884(3) 0.0184(17) 0.095(15) Uiso 1 1 d . . .
H17 H 0.403(5) 0.762(3) -0.0386(15) 0.070(12) Uiso 1 1 d . . .
H18 H 0.440(4) 0.616(3) 0.0039(14) 0.062(11) Uiso 1 1 d . . .
H19 H 0.068(5) 0.268(2) 0.1526(15) 0.069(12) Uiso 1 1 d . . .
H26 H 0.181(4) 0.008(3) 0.2777(14) 0.067(12) Uiso 1 1 d . . .
H28 H -0.141(4) 0.094(2) 0.3891(12) 0.041(9) Uiso 1 1 d . . .
H34 H -0.255(4) -0.041(2) 0.2626(13) 0.054(11) Uiso 1 1 d . . .
H41 H 0.136(6) -0.401(3) 0.5100(19) 0.110(16) Uiso 1 1 d . . .
H42 H 0.075(5) -0.264(3) 0.5558(16) 0.069(12) Uiso 1 1 d . . .
H43 H 0.046(5) -0.121(3) 0.5058(17) 0.094(15) Uiso 1 1 d . . .
H46 H 0.391(5) 0.204(3) 0.5224(18) 0.096(16) Uiso 1 1 d . . .
H47 H 0.383(5) 0.050(3) 0.4801(15) 0.071(12) Uiso 1 1 d . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.420(2) . ?
S1 O2 1.427(2) . ?
S1 N1 1.675(3) . ?
S1 C21 1.751(4) . ?
S2 O5 1.424(2) . ?
S2 O6 1.429(2) . ?
S2 N2 1.669(3) . ?
S2 C48 1.742(4) . ?
N1 C2 1.438(4) . ?
N1 C1 1.488(4) . ?
N2 C29 1.434(4) . ?
N2 C28 1.502(4) . ?
O3 C6 1.203(4) . ?
O4 C6 1.335(4) . ?
O4 C7 1.439(5) . ?
O7 C33 1.199(4) . ?
O8 C33 1.342(4) . ?
O8 C34 1.433(4) . ?
C1 C5 1.504(5) . ?
C1 C9 1.509(5) . ?
C1 H1 0.90(2) . ?
C2 C3 1.340(4) . ?
C2 C15 1.473(4) . ?
C3 C4 1.435(4) . ?
C3 H2 0.9300 . ?
C4 C5 1.334(4) . ?
C4 H3 0.9300 . ?
C5 C6 1.464(5) . ?
C7 C8 1.413(7) . ?
C7 H5 0.9700 . ?
C7 H4 0.9700 . ?
C8 H8 0.9600 . ?
C8 H7 0.9600 . ?
C8 H6 0.9600 . ?
C9 C10 1.371(5) . ?
C9 C14 1.380(5) . ?
C10 C11 1.373(6) . ?
C10 H9 0.90(3) . ?
C11 C12 1.354(5) . ?
C11 H10 0.9300 . ?
C12 C13 1.363(6) . ?
C12 H11 0.9300 . ?
C13 C14 1.395(6) . ?
C13 H12 0.9300 . ?
C14 H13 0.9300 . ?
C15 C20 1.379(4) . ?
C15 C16 1.387(4) . ?
C16 C17 1.374(5) . ?
C16 H14 0.9300 . ?
C17 C18 1.371(6) . ?
C17 H15 0.94(3) . ?
C18 C19 1.370(6) . ?
C18 H16 0.92(4) . ?
C19 C20 1.370(5) . ?
C19 H17 0.96(3) . ?
C20 H18 0.98(3) . ?
C21 C26 1.381(4) . ?
C21 C22 1.386(5) . ?
C22 C23 1.379(6) . ?
C22 H19 0.97(3) . ?
C23 C24 1.371(5) . ?
C23 H20 0.9300 . ?
C24 C25 1.384(5) . ?
C24 C27 1.506(5) . ?
C25 C26 1.367(5) . ?
C25 H21 0.9300 . ?
C26 H22 0.9300 . ?
C28 C32 1.503(4) . ?
C28 C36 1.510(5) . ?
C28 H26 0.93(3) . ?
C27 H23 0.9600 . ?
C27 H24 0.9600 . ?
C27 H25 0.9600 . ?
C29 C30 1.340(4) . ?
C29 C42 1.478(4) . ?
C30 C31 1.433(4) . ?
C30 H27 0.9300 . ?
C31 C32 1.329(4) . ?
C31 H28 0.93(3) . ?
C32 C33 1.469(5) . ?
C34 C35 1.415(6) . ?
C34 H29 0.9700 . ?
C34 H30 0.9700 . ?
C35 H32 0.9600 . ?
C35 H31 0.9600 . ?
C35 H33 0.9600 . ?
C36 C37 1.373(5) . ?
C36 C41 1.380(5) . ?
C37 C38 1.365(5) . ?
C37 H34 0.94(3) . ?
C38 C39 1.358(5) . ?
C38 H35 0.9300 . ?
C39 C40 1.365(5) . ?
C39 H36 0.9300 . ?
C40 C41 1.360(5) . ?
C40 H37 0.9300 . ?
C41 H38 0.9300 . ?
C42 C47 1.371(5) . ?
C42 C43 1.385(4) . ?
C43 C44 1.382(5) . ?
C43 H39 0.9300 . ?
C44 C45 1.361(6) . ?
C44 H40 0.9300 . ?
C45 C46 1.362(6) . ?
C45 H41 0.95(4) . ?
C46 C47 1.378(5) . ?
C46 H42 0.94(3) . ?
C47 H43 0.99(4) . ?
C48 C53 1.379(5) . ?
C48 C49 1.384(5) . ?
C49 C50 1.388(5) . ?
C49 H44 0.9300 . ?
C50 C51 1.365(6) . ?
C50 H45 0.9300 . ?
C51 C52 1.383(6) . ?
C51 C54 1.515(6) . ?
C52 C53 1.374(5) . ?
C52 H46 0.94(4) . ?
C53 H47 0.94(3) . ?
C54 H49 0.9600 . ?
C54 H50 0.9600 . ?
C54 H48 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9605947
