#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/03/4020391.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_4020391
loop_
_publ_author_name
'Ravindranadh V. Somu'
'Rodney L. Johnson'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5954
_journal_page_last               5963
_journal_paper_doi               10.1021/jo050529k
_journal_volume                  70
_journal_year                    2005
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C21 H32 N4 O5 S'
_chemical_formula_sum            'C21 H32 N4 O5 S'
_chemical_formula_weight         452.57
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.8902(13)
_cell_length_b                   10.0941(13)
_cell_length_c                   23.188(3)
_cell_measurement_temperature    173(2)
_cell_volume                     2314.9(5)
_diffrn_ambient_temperature      173(2)
_exptl_crystal_density_diffrn    1.299
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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               4020391
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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 0.34031(6) 0.55514(5) 0.52723(2) 0.04488(15) Uani 1 1 d . . .
O1 O 0.08705(13) 0.29678(12) 0.39001(5) 0.0278(3) Uani 1 1 d . . .
O2 O 0.55307(15) 0.26039(18) 0.44394(7) 0.0504(4) Uani 1 1 d . . .
O3 O 0.20653(12) 0.54962(14) 0.32993(5) 0.0303(3) Uani 1 1 d . . .
O4 O 0.25622(12) 0.86240(12) 0.30540(5) 0.0278(3) Uani 1 1 d . . .
O5 O 0.38610(15) 0.83057(15) 0.22537(6) 0.0415(3) Uani 1 1 d . . .
N1 N 0.23100(13) 0.42900(13) 0.44136(5) 0.0202(3) Uani 1 1 d . . .
N2 N -0.00657(13) 0.58827(13) 0.36209(6) 0.0209(3) Uani 1 1 d . . .
N3 N 0.45215(16) 0.38468(17) 0.37499(6) 0.0322(3) Uani 1 1 d . . .
H3A H 0.5218 0.3799 0.3515 0.039 Uiso 1 1 calc R . .
H3B H 0.3795 0.4292 0.3648 0.039 Uiso 1 1 calc R . .
N4 N 0.19189(14) 0.71810(14) 0.23827(5) 0.0229(3) Uani 1 1 d . . .
C1 C 0.24530(17) 0.56506(16) 0.45977(7) 0.0239(3) Uani 1 1 d . . .
H1A H 0.2988 0.6156 0.4305 0.029 Uiso 1 1 calc R . .
C2 C 0.3543(2) 0.37499(17) 0.52535(7) 0.0300(4) Uani 1 1 d . . .
H2A H 0.4456 0.3466 0.5377 0.036 Uiso 1 1 calc R . .
H2B H 0.2866 0.3340 0.5513 0.036 Uiso 1 1 calc R . .
C3 C 0.32833(16) 0.33455(16) 0.46278(7) 0.0222(3) Uani 1 1 d . . .
H3C H 0.2842 0.2454 0.4631 0.027 Uiso 1 1 calc R . .
C4 C 0.11638(17) 0.40239(16) 0.41201(6) 0.0207(3) Uani 1 1 d . . .
C5 C 0.02208(16) 0.52372(15) 0.41814(6) 0.0209(3) Uani 1 1 d . . .
C6 C 0.09939(18) 0.61627(17) 0.46071(7) 0.0271(3) Uani 1 1 d . . .
H6A H 0.0952 0.7096 0.4477 0.033 Uiso 1 1 calc R . .
H6B H 0.0607 0.6102 0.5000 0.033 Uiso 1 1 calc R . .
C7 C -0.12592(17) 0.67716(17) 0.36047(8) 0.0269(3) Uani 1 1 d . . .
H7A H -0.1458 0.7003 0.3199 0.032 Uiso 1 1 calc R . .
H7B H -0.1040 0.7602 0.3812 0.032 Uiso 1 1 calc R . .
C8 C -0.25088(19) 0.6157(2) 0.38735(9) 0.0392(5) Uani 1 1 d . . .
H8A H -0.2813 0.5401 0.3634 0.047 Uiso 1 1 calc R . .
H8B H -0.3246 0.6820 0.3882 0.047 Uiso 1 1 calc R . .
C9 C -0.22239(19) 0.5679(2) 0.44827(8) 0.0357(4) Uani 1 1 d . . .
H9A H -0.3043 0.5268 0.4650 0.043 Uiso 1 1 calc R . .
H9B H -0.1950 0.6431 0.4730 0.043 Uiso 1 1 calc R . .
C10 C -0.10869(18) 0.46667(18) 0.44439(8) 0.0287(4) Uani 1 1 d . . .
H10A H -0.1393 0.3910 0.4206 0.034 Uiso 1 1 calc R . .
H10B H -0.0888 0.4327 0.4835 0.034 Uiso 1 1 calc R . .
C11 C 0.45661(18) 0.32450(18) 0.42600(8) 0.0285(4) Uani 1 1 d . . .
C12 C 0.09721(16) 0.60377(16) 0.32387(6) 0.0197(3) Uani 1 1 d . . .
C13 C 0.06863(16) 0.68985(16) 0.27026(6) 0.0208(3) Uani 1 1 d . . .
H13A H 0.0226 0.7741 0.2816 0.025 Uiso 1 1 calc R . .
C14 C 0.2005(2) 0.6478(2) 0.18329(8) 0.0347(4) Uani 1 1 d . . .
H14A H 0.2899 0.6053 0.1784 0.042 Uiso 1 1 calc R . .
H14B H 0.1837 0.7082 0.1504 0.042 Uiso 1 1 calc R . .
C15 C 0.0888(2) 0.5449(2) 0.18873(8) 0.0388(4) Uani 1 1 d . . .
H15A H 0.1224 0.4635 0.2078 0.047 Uiso 1 1 calc R . .
H15B H 0.0515 0.5214 0.1505 0.047 Uiso 1 1 calc R . .
C16 C -0.01701(19) 0.61392(19) 0.22577(7) 0.0300(4) Uani 1 1 d . . .
H16A H -0.0770 0.5488 0.2449 0.036 Uiso 1 1 calc R . .
H16B H -0.0727 0.6753 0.2024 0.036 Uiso 1 1 calc R . .
C17 C 0.28660(17) 0.80579(17) 0.25421(7) 0.0252(3) Uani 1 1 d . . .
C18 C 0.35902(19) 0.94302(19) 0.33566(8) 0.0335(4) Uani 1 1 d . . .
C19 C 0.3957(2) 1.0656(2) 0.30140(11) 0.0471(5) Uani 1 1 d . . .
H19A H 0.4451 1.0397 0.2666 0.071 Uiso 1 1 calc R . .
H19B H 0.4526 1.1237 0.3250 0.071 Uiso 1 1 calc R . .
H19C H 0.3130 1.1128 0.2905 0.071 Uiso 1 1 calc R . .
C20 C 0.4817(2) 0.8569(2) 0.34807(12) 0.0538(6) Uani 1 1 d . . .
H20A H 0.5249 0.8317 0.3117 0.081 Uiso 1 1 calc R . .
H20B H 0.4532 0.7770 0.3688 0.081 Uiso 1 1 calc R . .
H20C H 0.5462 0.9065 0.3718 0.081 Uiso 1 1 calc R . .
C21 C 0.2859(3) 0.9799(2) 0.39097(10) 0.0510(6) Uani 1 1 d . . .
H21A H 0.2583 0.8991 0.4112 0.077 Uiso 1 1 calc R . .
H21B H 0.2057 1.0329 0.3817 0.077 Uiso 1 1 calc R . .
H21C H 0.3465 1.0316 0.4157 0.077 Uiso 1 1 calc R . .
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 C2 1.8242(18) . ?
S1 C1 1.8277(16) . ?
O1 C4 1.217(2) . ?
O2 C11 1.226(2) . ?
O3 C12 1.220(2) . ?
O4 C17 1.351(2) . ?
O4 C18 1.479(2) . ?
O5 C17 1.216(2) . ?
N1 C4 1.349(2) . ?
N1 C3 1.4431(19) . ?
N1 C1 1.445(2) . ?
N2 C12 1.365(2) . ?
N2 C5 1.4812(19) . ?
N2 C7 1.483(2) . ?
N3 C11 1.330(2) . ?
N3 H3A 0.8800 . ?
N3 H3B 0.8800 . ?
N4 C17 1.341(2) . ?
N4 C13 1.455(2) . ?
N4 C14 1.461(2) . ?
C1 C6 1.533(2) . ?
C1 H1A 1.0000 . ?
C2 C3 1.529(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C11 1.532(2) . ?
C3 H3C 1.0000 . ?
C4 C5 1.546(2) . ?
C5 C10 1.541(2) . ?
C5 C6 1.559(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.517(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.519(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.522(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C12 C13 1.543(2) . ?
C13 C16 1.539(2) . ?
C13 H13A 1.0000 . ?
C14 C15 1.521(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.522(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C18 C19 1.515(3) . ?
C18 C21 1.519(3) . ?
C18 C20 1.520(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9399822
