#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/05/4020502.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_4020502
loop_
_publ_author_name
'María E. González Núñez'
'Jorge Royo'
'Rossella Mello'
'Minerva Báguena'
'Jaime Martínez Ferrer'
'Carmen Ramírez de Arellano'
'Gregorio Asensio'
'G. K. Surya Prakash'
_publ_section_title
;
 Oxygenation of Alkane C-H Bonds with
 Methyl(trifluoromethyl)dioxirane: Effect of
 the Substituents and the Solvent
 on the Reaction Rate
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7919
_journal_page_last               7924
_journal_paper_doi               10.1021/jo0509511
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C11 H18 O4 S'
_chemical_formula_weight         246.31
_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                80.519(9)
_cell_angle_beta                 78.775(9)
_cell_angle_gamma                67.896(8)
_cell_formula_units_Z            8
_cell_length_a                   12.1189(13)
_cell_length_b                   14.4813(15)
_cell_length_c                   15.0400(16)
_cell_measurement_temperature    293(2)
_cell_volume                     2386.5(4)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.371
_cod_database_code               4020502
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 -0.16893(8) 0.91692(6) 0.27256(6) 0.0552(2) Uani 1 1 d DU . .
O1 O 0.2058(13) 0.5814(13) 0.4639(7) 0.073(3) Uani 0.58(5) 1 d PDU A 1
H1 H 0.1573(16) 0.6133(15) 0.5039(11) 0.109 Uiso 0.58(5) 1 calc PRD A 1
O1Z O 0.172(3) 0.5511(18) 0.4739(9) 0.085(6) Uani 0.42(5) 1 d PDU A 2
H1Z H 0.169(3) 0.592(2) 0.5064(11) 0.127 Uiso 0.42(5) 1 calc PRD A 2
O2 O -0.0909(2) 0.81378(16) 0.31655(14) 0.0586(6) Uani 1 1 d U . .
O3 O -0.1003(2) 0.95079(18) 0.19500(17) 0.0689(7) Uani 1 1 d DU . .
O4 O -0.2207(3) 0.9781(2) 0.3450(2) 0.0897(10) Uani 1 1 d DU . .
C1 C -0.0231(3) 0.6373(2) 0.2985(2) 0.0483(7) Uani 1 1 d U . .
H01 H -0.1074 0.6430 0.3047 0.058 Uiso 1 1 calc R . .
C2 C -0.0100(3) 0.7352(2) 0.25675(19) 0.0440(7) Uani 1 1 d U . .
H2 H -0.0345 0.7517 0.1960 0.053 Uiso 1 1 calc R . .
C3 C 0.1173(3) 0.7301(3) 0.2495(2) 0.0548(8) Uani 1 1 d U . .
H3 H 0.1231 0.7951 0.2239 0.066 Uiso 1 1 calc R . .
C4 C 0.1587(3) 0.7013(3) 0.3425(3) 0.0670(10) Uani 1 1 d U A .
H4A H 0.2413 0.6977 0.3369 0.080 Uiso 1 1 calc R . .
H4B H 0.1088 0.7519 0.3829 0.080 Uiso 1 1 calc R . .
C5 C 0.1496(3) 0.6008(3) 0.3817(2) 0.0674(11) Uani 1 1 d DU . .
C6 C 0.2283(4) 0.5206(3) 0.3186(2) 0.0777(13) Uani 1 1 d U A .
H6A H 0.3118 0.5146 0.3126 0.093 Uiso 1 1 calc R . .
H6B H 0.2223 0.4563 0.3440 0.093 Uiso 1 1 calc R . .
C7 C 0.1863(3) 0.5497(3) 0.2252(2) 0.0578(9) Uani 1 1 d U . .
H7 H 0.2370 0.4986 0.1845 0.069 Uiso 1 1 calc R A .
C8 C 0.0560(3) 0.5578(2) 0.2338(2) 0.0567(8) Uani 1 1 d U A .
H8A H 0.0487 0.4935 0.2576 0.068 Uiso 1 1 calc R . .
H8B H 0.0296 0.5765 0.1744 0.068 Uiso 1 1 calc R . .
C9 C 0.0196(3) 0.6081(2) 0.3914(2) 0.0591(9) Uani 1 1 d U A .
H9A H -0.0307 0.6579 0.4324 0.071 Uiso 1 1 calc R . .
H9B H 0.0128 0.5441 0.4171 0.071 Uiso 1 1 calc R . .
C10 C 0.1959(3) 0.6501(3) 0.1855(2) 0.0629(9) Uani 1 1 d U A .
H10A H 0.1695 0.6685 0.1261 0.076 Uiso 1 1 calc R . .
H10B H 0.2790 0.6456 0.1780 0.076 Uiso 1 1 calc R . .
C11 C -0.2803(3) 0.8911(3) 0.2344(3) 0.0713(11) Uani 1 1 d D . .
H11A H -0.3205 0.8592 0.2840 0.107 Uiso 1 1 calc R . .
H11B H -0.2442 0.8473 0.1869 0.107 Uiso 1 1 calc R . .
H11C H -0.3376 0.9524 0.2112 0.107 Uiso 1 1 calc R . .
S1A S 0.52073(8) 0.22284(8) 0.21652(5) 0.0616(3) Uani 1 1 d DU . .
O1A O 0.3338(3) 0.4174(2) 0.57330(16) 0.0826(9) Uani 1 1 d DU . .
H1A H 0.2970 0.4552 0.5333 0.124 Uiso 1 1 calc RD . .
O2A O 0.4932(2) 0.26807(18) 0.30909(14) 0.0674(7) Uani 1 1 d U . .
O3A O 0.4445(3) 0.2977(3) 0.16039(18) 0.1022(12) Uani 1 1 d DU . .
O4A O 0.5150(3) 0.1250(2) 0.2309(2) 0.0798(8) Uani 1 1 d DU . .
C1A C 0.4673(3) 0.1782(2) 0.4598(2) 0.0534(8) Uani 1 1 d U . .
H01A H 0.4311 0.1396 0.4352 0.064 Uiso 1 1 calc R . .
C2A C 0.5561(3) 0.2074(2) 0.38630(19) 0.0509(8) Uani 1 1 d U . .
H2A H 0.6203 0.1468 0.3648 0.061 Uiso 1 1 calc R . .
C3A C 0.6102(3) 0.2702(2) 0.4213(2) 0.0512(8) Uani 1 1 d U . .
H3A H 0.6651 0.2905 0.3722 0.061 Uiso 1 1 calc R . .
C4A C 0.5107(3) 0.3632(2) 0.4590(2) 0.0545(8) Uani 1 1 d U . .
H4AA H 0.5462 0.4023 0.4827 0.065 Uiso 1 1 calc R . .
H4AB H 0.4669 0.4048 0.4105 0.065 Uiso 1 1 calc R . .
C5A C 0.4250(3) 0.3316(2) 0.5343(2) 0.0529(8) Uani 1 1 d DU . .
C6A C 0.4943(3) 0.2676(3) 0.6107(2) 0.0605(9) Uani 1 1 d U . .
H6AB H 0.4397 0.2480 0.6595 0.073 Uiso 1 1 calc R . .
H6AC H 0.5298 0.3061 0.6351 0.073 Uiso 1 1 calc R . .
C7A C 0.5931(3) 0.1744(2) 0.5743(2) 0.0549(8) Uani 1 1 d U . .
H7A H 0.6373 0.1334 0.6236 0.066 Uiso 1 1 calc R . .
C8A C 0.5379(3) 0.1135(2) 0.5360(2) 0.0575(9) Uani 1 1 d U . .
H8AA H 0.4845 0.0913 0.5840 0.069 Uiso 1 1 calc R . .
H8AB H 0.6009 0.0547 0.5122 0.069 Uiso 1 1 calc R . .
C9A C 0.3688(3) 0.2717(3) 0.4969(2) 0.0563(8) Uani 1 1 d U . .
H9AA H 0.3242 0.3125 0.4486 0.068 Uiso 1 1 calc R . .
H9AB H 0.3131 0.2521 0.5447 0.068 Uiso 1 1 calc R . .
C10A C 0.6795(3) 0.2057(3) 0.4980(2) 0.0577(9) Uani 1 1 d U . .
H10C H 0.7426 0.1467 0.4747 0.069 Uiso 1 1 calc R . .
H10D H 0.7168 0.2435 0.5217 0.069 Uiso 1 1 calc R . .
C11A C 0.6699(3) 0.2111(3) 0.1763(3) 0.0709(10) Uani 1 1 d D . .
H11D H 0.6786 0.2747 0.1742 0.106 Uiso 1 1 calc R . .
H11E H 0.6919 0.1895 0.1162 0.106 Uiso 1 1 calc R . .
H11F H 0.7214 0.1627 0.2163 0.106 Uiso 1 1 calc R . .
S1B S -0.10526(12) 0.83776(8) 0.97438(6) 0.0758(3) Uani 1 1 d DU . .
O1B O 0.0431(17) 0.6513(7) 0.6240(9) 0.074(4) Uani 0.49(4) 1 d PDU B 1
H1B H 0.0764(18) 0.6124(11) 0.6646(13) 0.112 Uiso 0.49(4) 1 calc PRD B 1
O1BZ O 0.099(2) 0.6773(14) 0.6091(7) 0.101(6) Uani 0.51(4) 1 d PDU B 2
H1BZ H 0.106(2) 0.6220(18) 0.6350(9) 0.152 Uiso 0.51(4) 1 calc PRD B 2
O2B O -0.0770(2) 0.80685(17) 0.87687(15) 0.0632(7) Uani 1 1 d U C .
O3B O -0.0677(3) 0.7511(2) 1.03272(18) 0.0821(8) Uani 1 1 d DU C .
O4B O -0.2401(4) 0.8866(3) 0.9896(3) 0.085(2) Uani 0.655(7) 1 d PDU C 1
C11B C -0.0563(8) 0.9305(6) 0.9709(6) 0.107(3) Uiso 0.655(7) 1 d PDU C 1
H11G H -0.0888 0.9624 1.0262 0.160 Uiso 0.655(7) 1 calc PR C 1
H11H H -0.0817 0.9784 0.9199 0.160 Uiso 0.655(7) 1 calc PR C 1
H11I H 0.0300 0.9046 0.9647 0.160 Uiso 0.655(7) 1 calc PR C 1
O4BZ O -0.1804(9) 0.9355(7) 0.9889(7) 0.092(4) Uiso 0.345(7) 1 d PDU C 2
C1BZ C 0.0326(9) 0.8673(9) 0.9770(8) 0.065(3) Uiso 0.345(7) 1 d PDU C 2
H11J H 0.0250 0.8935 1.0334 0.098 Uiso 0.345(7) 1 calc PR C 2
H11K H 0.0405 0.9162 0.9271 0.098 Uiso 0.345(7) 1 calc PR C 2
H11L H 0.1026 0.8074 0.9718 0.098 Uiso 0.345(7) 1 calc PR C 2
C1B C -0.1951(3) 0.8313(3) 0.7582(3) 0.0629(9) Uani 1 1 d U C .
H01B H -0.2592 0.8190 0.8038 0.075 Uiso 1 1 calc R . .
C2B C -0.1296(3) 0.8782(2) 0.7999(2) 0.0544(8) Uani 1 1 d U . .
H2B H -0.1858 0.9413 0.8226 0.065 Uiso 1 1 calc R C .
C3B C -0.0291(3) 0.8972(3) 0.7321(2) 0.0620(9) Uani 1 1 d U C .
H3B H 0.0143 0.9262 0.7610 0.074 Uiso 1 1 calc R . .
C4B C 0.0566(3) 0.7990(3) 0.6959(2) 0.0725(11) Uani 1 1 d U . .
H4BA H 0.1201 0.8112 0.6509 0.087 Uiso 1 1 calc R C .
H4BB H 0.0934 0.7529 0.7454 0.087 Uiso 1 1 calc R . .
C5B C -0.0114(4) 0.7533(3) 0.6532(2) 0.0803(13) Uani 1 1 d DU B .
C6B C -0.0648(4) 0.8261(3) 0.5732(3) 0.0896(15) Uani 1 1 d U . .
H6BA H -0.0009 0.8383 0.5287 0.108 Uiso 1 1 calc R C .
H6BB H -0.1071 0.7974 0.5437 0.108 Uiso 1 1 calc R . .
C7B C -0.1514(3) 0.9241(3) 0.6089(2) 0.0630(9) Uani 1 1 d U C .
H7B H -0.1871 0.9705 0.5582 0.076 Uiso 1 1 calc R . .
C8B C -0.2503(3) 0.9055(3) 0.6796(3) 0.0768(11) Uani 1 1 d U . .
H8BA H -0.2963 0.8785 0.6520 0.092 Uiso 1 1 calc R C .
H8BB H -0.3046 0.9681 0.7026 0.092 Uiso 1 1 calc R . .
C9B C -0.1097(4) 0.7342(3) 0.7234(3) 0.0763(11) Uani 1 1 d U . .
H9BA H -0.1529 0.7042 0.6964 0.092 Uiso 1 1 calc R C .
H9BB H -0.0747 0.6879 0.7735 0.092 Uiso 1 1 calc R . .
C10B C -0.0858(4) 0.9705(3) 0.6531(3) 0.0700(10) Uani 1 1 d U . .
H10E H -0.1417 1.0328 0.6759 0.084 Uiso 1 1 calc R C .
H10F H -0.0235 0.9853 0.6086 0.084 Uiso 1 1 calc R . .
S1C S 0.61277(8) 0.17415(7) 0.89640(7) 0.0646(3) Uani 1 1 d DU . .
O1C O 0.2229(3) 0.5192(2) 0.72253(15) 0.0832(9) Uani 1 1 d DU . .
H1C H 0.2689 0.4845 0.6832 0.125 Uiso 1 1 calc RD . .
O2C O 0.51298(19) 0.27044(15) 0.86337(14) 0.0520(6) Uani 1 1 d U D .
O3C O 0.6873(3) 0.1345(2) 0.8179(2) 0.0852(9) Uani 1 1 d U D .
O4C O 0.6705(3) 0.2002(3) 0.9595(2) 0.1051(11) Uani 1 1 d U D .
C1C C 0.3024(3) 0.3390(2) 0.9313(2) 0.0469(7) Uani 1 1 d U D .
H1C1 H 0.3020 0.2709 0.9492 0.056 Uiso 1 1 calc R . .
C2C C 0.4272(3) 0.3398(2) 0.92962(19) 0.0447(7) Uani 1 1 d U . .
H2C H 0.4511 0.3176 0.9905 0.054 Uiso 1 1 calc R D .
C3C C 0.4320(3) 0.4429(2) 0.8988(2) 0.0477(7) Uani 1 1 d U D .
H3C H 0.5140 0.4416 0.8965 0.057 Uiso 1 1 calc R . .
C4C C 0.3918(3) 0.4797(2) 0.8051(2) 0.0520(8) Uani 1 1 d U . .
H4CA H 0.3940 0.5464 0.7863 0.062 Uiso 1 1 calc R D .
H4CB H 0.4462 0.4355 0.7608 0.062 Uiso 1 1 calc R . .
C5C C 0.2650(3) 0.4816(2) 0.8089(2) 0.0519(8) Uani 1 1 d DU D .
C6C C 0.1791(3) 0.5516(3) 0.8781(2) 0.0591(9) Uani 1 1 d U . .
H6CA H 0.0979 0.5532 0.8802 0.071 Uiso 1 1 calc R D .
H6CB H 0.1793 0.6190 0.8601 0.071 Uiso 1 1 calc R . .
C7C C 0.2183(3) 0.5149(2) 0.9723(2) 0.0515(8) Uani 1 1 d U D .
H7C H 0.1633 0.5601 1.0166 0.062 Uiso 1 1 calc R . .
C8C C 0.2159(3) 0.4092(3) 1.0009(2) 0.0565(8) Uani 1 1 d U . .
H8CA H 0.1350 0.4099 1.0038 0.068 Uiso 1 1 calc R D .
H8CB H 0.2401 0.3858 1.0608 0.068 Uiso 1 1 calc R . .
C9C C 0.2630(3) 0.3766(2) 0.8374(2) 0.0512(8) Uani 1 1 d U . .
H9CA H 0.3167 0.3319 0.7932 0.061 Uiso 1 1 calc R D .
H9CB H 0.1823 0.3771 0.8392 0.061 Uiso 1 1 calc R . .
C10C C 0.3455(3) 0.5123(3) 0.9691(2) 0.0560(8) Uani 1 1 d U . .
H10G H 0.3705 0.4884 1.0287 0.067 Uiso 1 1 calc R D .
H10H H 0.3475 0.5794 0.9528 0.067 Uiso 1 1 calc R . .
C11C C 0.5436(6) 0.1025(5) 0.9677(6) 0.081(3) Uiso 0.674(17) 1 d PDU D 1
H11M H 0.6029 0.0400 0.9866 0.121 Uiso 0.674(17) 1 calc PR D 1
H11N H 0.4893 0.0899 0.9367 0.121 Uiso 0.674(17) 1 calc PR D 1
H11O H 0.4995 0.1368 1.0201 0.121 Uiso 0.674(17) 1 calc PR D 1
C1CY C 0.5345(13) 0.0885(11) 0.9138(15) 0.092(6) Uiso 0.326(17) 1 d PDU D 2
H11P H 0.5892 0.0217 0.9275 0.138 Uiso 0.326(17) 1 calc PR D 2
H11Q H 0.5020 0.0915 0.8596 0.138 Uiso 0.326(17) 1 calc PR D 2
H11R H 0.4702 0.1061 0.9637 0.138 Uiso 0.326(17) 1 calc PR D 2
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 O4 1.414(3) . ?
S1 O3 1.426(3) . ?
S1 O2 1.555(2) . ?
S1 C11 1.745(4) . ?
O1 C5 1.462(7) . ?
O1Z C5 1.478(12) . ?
O2 C2 1.490(3) . ?
C1 C2 1.506(4) . ?
C1 C9 1.524(4) . ?
C1 C8 1.538(4) . ?
C2 C3 1.500(5) . ?
C3 C4 1.518(5) . ?
C3 C10 1.534(4) . ?
C4 C5 1.514(6) . ?
C5 C9 1.519(5) . ?
C5 C6 1.529(5) . ?
C6 C7 1.526(5) . ?
C7 C10 1.516(5) . ?
C7 C8 1.520(5) . ?
S1A O3A 1.410(3) . ?
S1A O4A 1.423(3) . ?
S1A O2A 1.560(2) . ?
S1A C11A 1.744(4) . ?
O1A C5A 1.436(3) . ?
O2A C2A 1.485(3) . ?
C1A C2A 1.512(5) . ?
C1A C9A 1.530(4) . ?
C1A C8A 1.533(4) . ?
C2A C3A 1.508(5) . ?
C3A C10A 1.530(4) . ?
C3A C4A 1.533(4) . ?
C4A C5A 1.517(5) . ?
C5A C9A 1.512(5) . ?
C5A C6A 1.524(4) . ?
C6A C7A 1.526(4) . ?
C7A C8A 1.522(5) . ?
C7A C10A 1.528(5) . ?
S1B O3B 1.384(3) . ?
S1B O4BZ 1.391(9) . ?
S1B O4B 1.503(5) . ?
S1B O2B 1.541(2) . ?
S1B C11B 1.650(7) . ?
S1B C1BZ 1.883(9) . ?
O1B C5B 1.477(8) . ?
O1BZ C5B 1.492(10) . ?
O2B C2B 1.487(4) . ?
C1B C2B 1.492(5) . ?
C1B C9B 1.503(5) . ?
C1B C8B 1.533(5) . ?
C2B C3B 1.508(5) . ?
C3B C4B 1.523(5) . ?
C3B C10B 1.537(5) . ?
C4B C5B 1.512(6) . ?
C5B C9B 1.508(6) . ?
C5B C6B 1.533(5) . ?
C6B C7B 1.521(5) . ?
C7B C10B 1.511(5) . ?
C7B C8B 1.515(5) . ?
S1C O3C 1.400(3) . ?
S1C O4C 1.452(4) . ?
S1C O2C 1.546(2) . ?
S1C C11C 1.693(6) . ?
S1C C1CY 1.786(11) . ?
O1C C5C 1.436(3) . ?
O2C C2C 1.491(3) . ?
C1C C2C 1.513(4) . ?
C1C C9C 1.527(4) . ?
C1C C8C 1.534(4) . ?
C2C C3C 1.508(4) . ?
C3C C4C 1.527(4) . ?
C3C C10C 1.534(4) . ?
C4C C5C 1.515(5) . ?
C5C C9C 1.520(5) . ?
C5C C6C 1.525(4) . ?
C6C C7C 1.529(4) . ?
C7C C10C 1.519(5) . ?
C7C C8C 1.529(5) . ?
