#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/04/4020434.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_4020434
loop_
_publ_author_name
'Stephen Hanessian'
'Yihua Hou'
'Malken Bayrakdarian'
'Marina Tintelnot-Blomley'
_publ_section_title
;
 Stereoselective Synthesis of Constrained Oxacyclic Hydroxyethylene
 Isosteres of Aspartic Protease Inhibitors: Aldol and Mukaiyama Aldol
 Methodologies for Branched Tetrahydrofuran 2-Carboxylic Acids
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6735
_journal_page_last               6745
_journal_paper_doi               10.1021/jo050749y
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C34 H53 N O2 S2 Si'
_chemical_formula_weight         599.98
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_cell_angle_alpha                96.32(3)
_cell_angle_beta                 113.03(2)
_cell_angle_gamma                105.45(3)
_cell_formula_units_Z            1
_cell_length_a                   9.980(2)
_cell_length_b                   10.189(5)
_cell_length_c                   10.210(3)
_cell_measurement_temperature    293(2)
_cell_volume                     893.7(5)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.115
_cod_database_code               4020434
loop_
_symmetry_equiv_pos_as_xyz
'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
Si Si 0.72312(11) 0.30901(11) 0.34601(10) 0.0860(3) Uani 1 1 d . . .
C1 C 0.6565(4) 0.4693(4) 0.5352(4) 0.0771(8) Uani 1 1 d . . .
H1 H 0.7605 0.5329 0.5602 0.092 Uiso 1 1 calc R . .
O1 O 0.6187(3) 0.3485(3) 0.4245(2) 0.0808(6) Uani 1 1 d . . .
C2 C 0.6522(4) 0.4285(4) 0.6736(3) 0.0787(8) Uani 1 1 d . . .
H2 H 0.6603 0.5136 0.7356 0.094 Uiso 1 1 calc R . .
N2 N 0.4991(4) 0.3257(3) 0.6366(3) 0.0812(7) Uani 1 1 d . . .
C3 C 0.7902(4) 0.3855(4) 0.7656(4) 0.0870(9) Uani 1 1 d . . .
H3A H 0.7657 0.3401 0.8360 0.104 Uiso 1 1 calc R . .
H3B H 0.8011 0.3163 0.7008 0.104 Uiso 1 1 calc R . .
C4 C 0.9456(5) 0.5030(5) 0.8486(4) 0.0958(11) Uani 1 1 d . . .
H4 H 0.9661 0.5536 0.7784 0.115 Uiso 1 1 calc R . .
C5 C 1.0770(6) 0.4430(7) 0.9166(6) 0.1208(16) Uani 1 1 d . . .
H5A H 1.1743 0.5183 0.9648 0.181 Uiso 1 1 calc R . .
H5B H 1.0784 0.3796 0.8406 0.181 Uiso 1 1 calc R . .
H5C H 1.0598 0.3936 0.9866 0.181 Uiso 1 1 calc R . .
C6 C 0.9483(7) 0.6070(6) 0.9680(5) 0.1256(17) Uani 1 1 d . . .
H6A H 0.8689 0.6469 0.9259 0.188 Uiso 1 1 calc R . .
H6B H 1.0474 0.6802 1.0149 0.188 Uiso 1 1 calc R . .
H6C H 0.9303 0.5599 1.0391 0.188 Uiso 1 1 calc R . .
C7 C 0.5387(4) 0.5440(4) 0.4715(4) 0.0855(9) Uani 1 1 d . . .
H7 H 0.4411 0.4855 0.4677 0.103 Uiso 1 1 calc R . .
C8 C 0.5755(5) 0.6914(4) 0.5607(5) 0.0918(10) Uani 1 1 d . . .
H8 H 0.5315 0.6806 0.6311 0.110 Uiso 1 1 calc R . .
O9 O 0.4922(4) 0.7584(4) 0.4572(4) 0.1182(11) Uani 1 1 d . . .
C10 C 0.4205(7) 0.6740(6) 0.3134(7) 0.1266(17) Uani 1 1 d . . .
H10A H 0.4329 0.7299 0.2453 0.152 Uiso 1 1 calc R . .
H10B H 0.3109 0.6281 0.2830 0.152 Uiso 1 1 calc R . .
C11 C 0.5017(6) 0.5660(5) 0.3189(5) 0.1074(13) Uani 1 1 d . . .
H11A H 0.4341 0.4796 0.2446 0.129 Uiso 1 1 calc R . .
H11B H 0.5951 0.6021 0.3063 0.129 Uiso 1 1 calc R . .
C12 C 0.7440(5) 0.7869(4) 0.6448(4) 0.0882(10) Uani 1 1 d . . .
H12 H 0.7998 0.7371 0.7113 0.106 Uiso 1 1 calc R . .
S13 S 0.83737(14) 0.82917(15) 0.52886(14) 0.1156(4) Uani 1 1 d . . .
C14 C 1.0307(7) 0.9277(8) 0.6699(9) 0.146(2) Uani 1 1 d . . .
H14A H 1.0682 0.8668 0.7312 0.175 Uiso 1 1 calc R . .
H14B H 1.0985 0.9558 0.6235 0.175 Uiso 1 1 calc R . .
C15 C 1.0404(7) 1.0563(7) 0.7658(7) 0.138(2) Uani 1 1 d . . .
H15A H 1.1483 1.1105 0.8287 0.165 Uiso 1 1 calc R . .
H15B H 0.9958 1.1142 0.7043 0.165 Uiso 1 1 calc R . .
C16 C 0.9590(9) 1.0223(7) 0.8579(7) 0.148(2) Uani 1 1 d . . .
H16A H 0.9819 1.1079 0.9269 0.177 Uiso 1 1 calc R . .
H16B H 0.9992 0.9593 0.9142 0.177 Uiso 1 1 calc R . .
S17 S 0.75202(19) 0.94210(16) 0.75631(19) 0.1368(5) Uani 1 1 d . . .
C18 C 0.8197(7) 0.4623(7) 0.2947(7) 0.1283(18) Uani 1 1 d . . .
H18A H 0.7430 0.4891 0.2220 0.192 Uiso 1 1 calc R . .
H18B H 0.8856 0.4384 0.2555 0.192 Uiso 1 1 calc R . .
H18C H 0.8806 0.5392 0.3799 0.192 Uiso 1 1 calc R . .
C19 C 0.8738(6) 0.2466(7) 0.4716(5) 0.1170(15) Uani 1 1 d . . .
H19A H 0.9449 0.3213 0.5566 0.176 Uiso 1 1 calc R . .
H19B H 0.9288 0.2178 0.4215 0.176 Uiso 1 1 calc R . .
H19C H 0.8251 0.1686 0.5012 0.176 Uiso 1 1 calc R . .
C20 C 0.5838(5) 0.1614(5) 0.1816(4) 0.0947(11) Uani 1 1 d . . .
C21 C 0.5249(8) 0.0290(6) 0.2261(6) 0.1321(18) Uani 1 1 d . . .
H21A H 0.4462 -0.0416 0.1405 0.198 Uiso 1 1 calc R . .
H21B H 0.4823 0.0489 0.2924 0.198 Uiso 1 1 calc R . .
H21C H 0.6088 -0.0043 0.2736 0.198 Uiso 1 1 calc R . .
C22 C 0.6613(7) 0.1327(7) 0.0845(6) 0.1248(17) Uani 1 1 d . . .
H22A H 0.7456 0.1017 0.1371 0.187 Uiso 1 1 calc R . .
H22B H 0.6997 0.2171 0.0575 0.187 Uiso 1 1 calc R . .
H22C H 0.5873 0.0611 -0.0024 0.187 Uiso 1 1 calc R . .
C23 C 0.4433(6) 0.2029(7) 0.0911(5) 0.1276(18) Uani 1 1 d . . .
H23A H 0.3813 0.1353 -0.0014 0.191 Uiso 1 1 calc R . .
H23B H 0.4788 0.2939 0.0746 0.191 Uiso 1 1 calc R . .
H23C H 0.3824 0.2051 0.1439 0.191 Uiso 1 1 calc R . .
C24 C 0.4833(5) 0.1782(4) 0.5901(4) 0.0866(9) Uani 1 1 d . . .
H24A H 0.5120 0.1394 0.6756 0.104 Uiso 1 1 calc R . .
H24B H 0.5545 0.1744 0.5481 0.104 Uiso 1 1 calc R . .
C25 C 0.3213(5) 0.0887(5) 0.4791(5) 0.0923(11) Uani 1 1 d . . .
C26 C 0.2728(7) -0.0545(6) 0.4643(7) 0.1193(15) Uani 1 1 d . . .
H26 H 0.3356 -0.0951 0.5279 0.143 Uiso 1 1 calc R . .
C27 C 0.1285(9) -0.1375(8) 0.3528(10) 0.154(3) Uani 1 1 d . . .
H27 H 0.0979 -0.2345 0.3392 0.185 Uiso 1 1 calc R . .
C28 C 0.0324(8) -0.0803(10) 0.2642(9) 0.151(3) Uani 1 1 d . . .
H28 H -0.0655 -0.1373 0.1940 0.182 Uiso 1 1 calc R . .
C29 C 0.0782(7) 0.0609(9) 0.2772(7) 0.140(2) Uani 1 1 d . . .
H29 H 0.0131 0.1007 0.2147 0.167 Uiso 1 1 calc R . .
C30 C 0.2231(6) 0.1443(6) 0.3849(6) 0.1128(14) Uani 1 1 d . . .
H30 H 0.2549 0.2406 0.3936 0.135 Uiso 1 1 calc R . .
C31 C 0.4516(6) 0.3421(5) 0.7547(5) 0.0990(12) Uani 1 1 d . . .
H31A H 0.5330 0.3401 0.8453 0.119 Uiso 1 1 calc R . .
H31B H 0.3597 0.2633 0.7321 0.119 Uiso 1 1 calc R . .
C32 C 0.4179(5) 0.4770(5) 0.7774(5) 0.0953(11) Uani 1 1 d . . .
C33 C 0.2947(5) 0.4988(6) 0.6712(6) 0.1067(13) Uani 1 1 d . . .
H33 H 0.2308 0.4297 0.5847 0.128 Uiso 1 1 calc R . .
C34 C 0.2648(6) 0.6234(7) 0.6922(7) 0.1206(16) Uani 1 1 d . . .
H34 H 0.1819 0.6379 0.6196 0.145 Uiso 1 1 calc R . .
C35 C 0.3576(8) 0.7241(7) 0.8197(8) 0.1298(17) Uani 1 1 d . . .
H35 H 0.3376 0.8073 0.8338 0.156 Uiso 1 1 calc R . .
C36 C 0.4788(7) 0.7038(7) 0.9260(7) 0.1260(17) Uani 1 1 d . . .
H36 H 0.5425 0.7731 1.0123 0.151 Uiso 1 1 calc R . .
C37 C 0.5071(6) 0.5784(6) 0.9048(5) 0.1103(14) Uani 1 1 d . . .
H37 H 0.5883 0.5635 0.9790 0.132 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
Si O1 1.641(3) . ?
Si C18 1.849(6) . ?
Si C19 1.868(5) . ?
Si C20 1.875(4) . ?
C1 O1 1.432(4) . ?
C1 C2 1.529(5) . ?
C1 C7 1.540(5) . ?
C1 H1 0.9800 . ?
C2 N2 1.477(5) . ?
C2 C3 1.540(5) . ?
C2 H2 0.9800 . ?
N2 C31 1.467(5) . ?
N2 C24 1.472(5) . ?
C3 C4 1.522(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C6 1.512(7) . ?
C4 C5 1.544(7) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C11 1.512(6) . ?
C7 C8 1.537(6) . ?
C7 H7 0.9800 . ?
C8 O9 1.431(5) . ?
C8 C12 1.526(6) . ?
C8 H8 0.9800 . ?
O9 C10 1.407(7) . ?
C10 C11 1.525(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 S13 1.793(4) . ?
C12 S17 1.807(4) . ?
C12 H12 0.9800 . ?
S13 C14 1.811(6) . ?
C14 C15 1.504(10) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.478(11) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 S17 1.803(8) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.515(7) . ?
C20 C22 1.524(6) . ?
C20 C23 1.545(7) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.511(6) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C30 1.372(7) . ?
C25 C26 1.380(7) . ?
C26 C27 1.393(9) . ?
C26 H26 0.9300 . ?
C27 C28 1.346(11) . ?
C27 H27 0.9300 . ?
C28 C29 1.362(11) . ?
C28 H28 0.9300 . ?
C29 C30 1.385(8) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 C32 1.514(7) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C37 1.364(7) . ?
C32 C33 1.376(7) . ?
C33 C34 1.392(8) . ?
C33 H33 0.9300 . ?
C34 C35 1.364(8) . ?
C34 H34 0.9300 . ?
C35 C36 1.356(9) . ?
C35 H35 0.9300 . ?
C36 C37 1.392(8) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9642359
