#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/04/4100451.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_4100451
loop_
_publ_author_name
'Streuff, Jan'
'Hövelmann, Claas H.'
'Nieger, Martin'
'Muniz, Kilian'
_publ_section_title
;
Palladium-Catalyzed Intramolecular Diamination of Unfunctionalized Alkenes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_year                    2005
_chemical_formula_moiety         'C17 H16 N2 O3 S - 0.5 CH2Cl2'
_chemical_formula_sum            'C17.5 H17 Cl N2 O3 S'
_chemical_formula_weight         370.84
_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                96.432(3)
_cell_angle_beta                 95.564(4)
_cell_angle_gamma                103.692(2)
_cell_formula_units_Z            2
_cell_length_a                   5.9460(3)
_cell_length_b                   11.5541(7)
_cell_length_c                   12.6351(9)
_cell_measurement_temperature    123(2)
_cell_volume                     831.18(9)
_diffrn_ambient_temperature      123(2)
_exptl_crystal_density_diffrn    1.482
_cod_original_formula_sum        'C17.50 H17 Cl N2 O3 S'
_cod_database_code               4100451
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
C1 C 0.3232(7) 0.3880(3) 0.0758(3) 0.0304(8) Uani 1 1 d . . .
H1A H 0.4632 0.3995 0.1289 0.036 Uiso 1 1 calc R . .
H1B H 0.3682 0.4274 0.0127 0.036 Uiso 1 1 calc R . .
N2 N 0.1365(5) 0.4333(3) 0.1238(2) 0.0287(7) Uani 1 1 d . . .
S2 S 0.15709(17) 0.57734(8) 0.16037(7) 0.0292(3) Uani 1 1 d . . .
O21 O 0.3121(5) 0.6389(2) 0.09369(19) 0.0351(7) Uani 1 1 d . . .
O22 O -0.0756(5) 0.5918(2) 0.15875(19) 0.0343(7) Uani 1 1 d . . .
C21 C 0.2935(7) 0.6125(3) 0.2945(3) 0.0303(9) Uani 1 1 d . . .
C22 C 0.1569(7) 0.5942(4) 0.3767(3) 0.0375(9) Uani 1 1 d . . .
H22 H -0.0074 0.5632 0.3613 0.045 Uiso 1 1 calc R . .
C23 C 0.2649(7) 0.6219(4) 0.4826(3) 0.0410(10) Uani 1 1 d . . .
H23 H 0.1731 0.6090 0.5396 0.049 Uiso 1 1 calc R . .
C24 C 0.5047(7) 0.6681(4) 0.5057(3) 0.0383(10) Uani 1 1 d . . .
C25 C 0.6349(8) 0.6862(4) 0.4215(3) 0.0465(11) Uani 1 1 d . . .
H25 H 0.7989 0.7186 0.4365 0.056 Uiso 1 1 calc R . .
C26 C 0.5315(7) 0.6581(4) 0.3152(3) 0.0379(9) Uani 1 1 d . . .
H26 H 0.6234 0.6702 0.2580 0.045 Uiso 1 1 calc R . .
C27 C 0.6188(8) 0.6982(5) 0.6205(3) 0.0547(12) Uani 1 1 d . . .
H27A H 0.5170 0.6531 0.6664 0.082 Uiso 0.50 1 calc PR . .
H27B H 0.6449 0.7846 0.6439 0.082 Uiso 0.50 1 calc PR . .
H27C H 0.7687 0.6764 0.6260 0.082 Uiso 0.50 1 calc PR . .
H27D H 0.7701 0.7563 0.6244 0.082 Uiso 0.50 1 calc PR . .
H27E H 0.6421 0.6248 0.6469 0.082 Uiso 0.50 1 calc PR . .
H27F H 0.5184 0.7330 0.6649 0.082 Uiso 0.50 1 calc PR . .
C3 C -0.0173(6) 0.3395(3) 0.1648(3) 0.0294(8) Uani 1 1 d . . .
O3 O -0.1502(4) 0.3518(2) 0.2296(2) 0.0354(7) Uani 1 1 d . . .
N4 N 0.0181(5) 0.2354(3) 0.1155(2) 0.0303(7) Uani 1 1 d . . .
C4A C 0.0020(7) 0.1254(3) 0.1573(3) 0.0309(9) Uani 1 1 d . . .
C5 C -0.1601(7) 0.0711(3) 0.2192(3) 0.0378(10) Uani 1 1 d . . .
H5 H -0.2806 0.1066 0.2401 0.045 Uiso 1 1 calc R . .
C6 C -0.1379(8) -0.0388(4) 0.2498(4) 0.0460(11) Uani 1 1 d . . .
H6 H -0.2445 -0.0787 0.2933 0.055 Uiso 1 1 calc R . .
C7 C 0.0356(8) -0.0902(4) 0.2178(4) 0.0472(11) Uani 1 1 d . . .
H7 H 0.0446 -0.1657 0.2386 0.057 Uiso 1 1 calc R . .
C8 C 0.1974(8) -0.0339(4) 0.1560(3) 0.0405(10) Uani 1 1 d . . .
H8 H 0.3179 -0.0694 0.1352 0.049 Uiso 1 1 calc R . .
C8A C 0.1794(7) 0.0754(3) 0.1251(3) 0.0323(9) Uani 1 1 d . . .
C9 C 0.3347(7) 0.1587(3) 0.0624(3) 0.0371(9) Uani 1 1 d . . .
H9A H 0.3553 0.1152 -0.0067 0.044 Uiso 1 1 calc R . .
H9B H 0.4900 0.1950 0.1043 0.044 Uiso 1 1 calc R . .
C9A C 0.2010(7) 0.2554(3) 0.0437(3) 0.0326(9) Uani 1 1 d . . .
H9A1 H 0.1269 0.2416 -0.0326 0.039 Uiso 1 1 calc R . .
C1C C 0.429(2) 0.973(2) 0.4344(10) 0.141(7) Uiso 0.50 1 d PDU A -1
H1C1 H 0.3970 1.0345 0.3902 0.169 Uiso 0.50 1 calc PR A -1
H1C2 H 0.4631 0.9075 0.3863 0.169 Uiso 0.50 1 calc PR A -1
Cl1 Cl 0.1892(9) 0.9173(7) 0.4948(4) 0.160(2) Uani 0.50 1 d PDU A -1
Cl2 Cl 0.6661(9) 1.0367(7) 0.5285(5) 0.153(2) Uani 0.50 1 d PDU A -1
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
C1 N2 1.486(4) . ?
C1 C9A 1.522(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
N2 C3 1.424(5) . ?
N2 S2 1.648(3) . ?
S2 O21 1.428(3) . ?
S2 O22 1.431(3) . ?
S2 C21 1.766(4) . ?
C21 C26 1.376(6) . ?
C21 C22 1.384(5) . ?
C22 C23 1.394(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.389(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.381(6) . ?
C24 C27 1.507(5) . ?
C25 C26 1.391(6) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C27 H27D 0.9800 . ?
C27 H27E 0.9800 . ?
C27 H27F 0.9800 . ?
C3 O3 1.212(4) . ?
C3 N4 1.363(5) . ?
N4 C4A 1.417(4) . ?
N4 C9A 1.475(5) . ?
C4A C5 1.380(5) . ?
C4A C8A 1.390(5) . ?
C5 C6 1.400(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.378(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.387(6) . ?
C7 H7 0.9500 . ?
C8 C8A 1.387(5) . ?
C8 H8 0.9500 . ?
C8A C9 1.516(5) . ?
C9 C9A 1.543(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9A H9A1 1.0000 . ?
C1C Cl1 1.709(10) . ?
C1C Cl2 1.711(10) . ?
C1C H1C1 0.9900 . ?
C1C H1C2 0.9900 . ?
