#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/08/4020851.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_4020851
loop_
_publ_author_name
'Ho-Kee Yim'
'Henry N. C. Wong'
_publ_section_title
;
 Diastereoselective Addition Reactions of Furyl Sulfonylimine
 Using Chiral Boronates as Auxiliary: Application to the Enantioselective
 Synthesis of 2,3-Disubstituted Furyl Sulfonylamides
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2892
_journal_page_last               2895
_journal_paper_doi               10.1021/jo030385e
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C51 H54 B N O9 S'
_chemical_formula_weight         867.82
_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                   13.922(3)
_cell_length_b                   16.261(3)
_cell_length_c                   20.062(4)
_cell_measurement_temperature    293(2)
_cell_volume                     4541.6(16)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.269
_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               4020851
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 0.15802(5) 0.41432(5) 0.24329(4) 0.0786(2) Uani 1 1 d . . .
N1 N 0.16985(15) 0.44361(15) 0.16680(11) 0.0755(6) Uani 1 1 d . . .
H1A H 0.1223 0.4361 0.1401 0.091 Uiso 1 1 calc R . .
B1 B 0.49900(17) 0.46396(16) 0.15150(12) 0.0546(5) Uani 1 1 d . . .
O1 O 0.25112(14) 0.40957(16) 0.27291(11) 0.1016(7) Uani 1 1 d . . .
O2 O 0.09655(16) 0.34367(13) 0.24126(13) 0.1013(7) Uani 1 1 d . . .
O3 O 0.17848(15) 0.64590(13) 0.16676(13) 0.1001(7) Uani 1 1 d . . .
O4 O 0.06772(16) 0.5991(2) 0.09675(15) 0.1329(10) Uani 1 1 d . . .
O5 O 0.28471(13) 0.35495(11) 0.07975(9) 0.0718(4) Uani 1 1 d . . .
O6 O 0.47911(10) 0.53822(10) 0.18098(7) 0.0566(4) Uani 1 1 d . . .
O7 O 0.59436(10) 0.44321(9) 0.15396(8) 0.0604(4) Uani 1 1 d . . .
O8 O 0.65184(11) 0.61457(11) 0.30638(9) 0.0704(4) Uani 1 1 d . . .
O9 O 0.75721(11) 0.61469(11) 0.16186(9) 0.0724(5) Uani 1 1 d . . .
C1 C 0.09406(18) 0.49341(18) 0.28438(13) 0.0726(7) Uani 1 1 d . . .
C2 C -0.00284(19) 0.5051(2) 0.26971(15) 0.0818(7) Uani 1 1 d . . .
H2B H -0.0320 0.4726 0.2373 0.098 Uiso 1 1 calc R . .
C3 C -0.0562(2) 0.5640(2) 0.30247(15) 0.0861(8) Uani 1 1 d . . .
H3A H -0.1207 0.5711 0.2918 0.103 Uiso 1 1 calc R . .
C4 C -0.0144(2) 0.61260(19) 0.35126(15) 0.0860(8) Uani 1 1 d . . .
C5 C 0.0810(3) 0.6017(2) 0.36510(16) 0.0940(9) Uani 1 1 d . . .
H5A H 0.1097 0.6344 0.3975 0.113 Uiso 1 1 calc R . .
C6 C 0.1364(2) 0.5431(2) 0.33195(16) 0.0905(9) Uani 1 1 d . . .
H6A H 0.2014 0.5375 0.3418 0.109 Uiso 1 1 calc R . .
C7 C -0.0752(3) 0.6759(2) 0.3882(2) 0.1175(12) Uani 1 1 d . . .
H7A H -0.1398 0.6742 0.3717 0.176 Uiso 1 1 calc R . .
H7B H -0.0488 0.7298 0.3812 0.176 Uiso 1 1 calc R . .
H7C H -0.0751 0.6635 0.4350 0.176 Uiso 1 1 calc R . .
C8 C 0.25776(15) 0.48253(15) 0.14000(12) 0.0613(5) Uani 1 1 d . . .
H8A H 0.2894 0.5113 0.1769 0.074 Uiso 1 1 calc R . .
C9 C 0.23005(16) 0.54832(15) 0.08640(12) 0.0602(5) Uani 1 1 d . . .
C10 C 0.31665(16) 0.60468(14) 0.07218(11) 0.0594(5) Uani 1 1 d . . .
H10A H 0.3348 0.6327 0.1130 0.071 Uiso 1 1 calc R . .
H10B H 0.3707 0.5712 0.0581 0.071 Uiso 1 1 calc R . .
C11 C 0.29532(19) 0.66850(16) 0.01854(13) 0.0690(6) Uani 1 1 d . . .
H11A H 0.3524 0.7012 0.0102 0.083 Uiso 1 1 calc R . .
H11B H 0.2449 0.7051 0.0338 0.083 Uiso 1 1 calc R . .
C12 C 0.2638(2) 0.62634(18) -0.04581(14) 0.0800(7) Uani 1 1 d . . .
H12A H 0.2476 0.6679 -0.0787 0.096 Uiso 1 1 calc R . .
H12B H 0.3167 0.5941 -0.0632 0.096 Uiso 1 1 calc R . .
C13 C 0.1786(2) 0.57126(18) -0.03522(14) 0.0845(8) Uani 1 1 d . . .
H13A H 0.1645 0.5421 -0.0763 0.101 Uiso 1 1 calc R . .
H13B H 0.1231 0.6045 -0.0240 0.101 Uiso 1 1 calc R . .
C14 C 0.1967(2) 0.50935(17) 0.02014(13) 0.0736(7) Uani 1 1 d . . .
H14A H 0.2452 0.4706 0.0053 0.088 Uiso 1 1 calc R . .
H14B H 0.1380 0.4787 0.0281 0.088 Uiso 1 1 calc R . .
C15 C 0.14850(18) 0.59970(18) 0.11581(15) 0.0756(7) Uani 1 1 d . . .
C16 C 0.1088(3) 0.6990(2) 0.1989(3) 0.148(2) Uani 1 1 d . . .
H16A H 0.0468 0.6909 0.1779 0.178 Uiso 1 1 calc R . .
H16B H 0.1028 0.6829 0.2452 0.178 Uiso 1 1 calc R . .
C17 C 0.1318(3) 0.7815(3) 0.1961(3) 0.1240(14) Uani 1 1 d . . .
H17A H 0.0824 0.8129 0.2178 0.186 Uiso 1 1 calc R . .
H17B H 0.1369 0.7984 0.1504 0.186 Uiso 1 1 calc R . .
H17C H 0.1920 0.7905 0.2183 0.186 Uiso 1 1 calc R . .
C18 C 0.32596(16) 0.41827(14) 0.11480(11) 0.0592(5) Uani 1 1 d . . .
C19 C 0.42353(16) 0.40935(14) 0.11683(11) 0.0578(5) Uani 1 1 d . . .
C20 C 0.4424(2) 0.33513(16) 0.07980(13) 0.0710(6) Uani 1 1 d . . .
H20A H 0.5025 0.3122 0.0718 0.085 Uiso 1 1 calc R . .
C21 C 0.3588(2) 0.30538(17) 0.05920(14) 0.0786(7) Uani 1 1 d . . .
H21A H 0.3514 0.2576 0.0343 0.094 Uiso 1 1 calc R . .
C22 C 0.56813(15) 0.57085(14) 0.20750(10) 0.0551(5) Uani 1 1 d . . .
H22A H 0.5789 0.6260 0.1892 0.066 Uiso 1 1 calc R . .
C23 C 0.56370(15) 0.57615(14) 0.28464(10) 0.0555(5) Uani 1 1 d . . .
C24 C 0.47700(15) 0.62675(14) 0.30950(11) 0.0546(5) Uani 1 1 d . . .
C25 C 0.43434(19) 0.68797(16) 0.27155(13) 0.0692(6) Uani 1 1 d . . .
H25A H 0.4535 0.6952 0.2275 0.083 Uiso 1 1 calc R . .
C26 C 0.3640(2) 0.73848(19) 0.29776(15) 0.0827(8) Uani 1 1 d . . .
H26A H 0.3385 0.7806 0.2719 0.099 Uiso 1 1 calc R . .
C27 C 0.33162(19) 0.72685(18) 0.36157(15) 0.0770(7) Uani 1 1 d . . .
H27A H 0.2836 0.7605 0.3787 0.092 Uiso 1 1 calc R . .
C28 C 0.37020(19) 0.66549(17) 0.40019(14) 0.0744(7) Uani 1 1 d . . .
H28A H 0.3478 0.6567 0.4433 0.089 Uiso 1 1 calc R . .
C29 C 0.44358(18) 0.61641(16) 0.37402(11) 0.0654(6) Uani 1 1 d . . .
H29A H 0.4707 0.5757 0.4006 0.078 Uiso 1 1 calc R . .
C30 C 0.56451(17) 0.49019(15) 0.31521(10) 0.0596(5) Uani 1 1 d . . .
C31 C 0.48334(19) 0.43991(15) 0.30972(11) 0.0655(6) Uani 1 1 d . . .
H31A H 0.4290 0.4593 0.2879 0.079 Uiso 1 1 calc R . .
C32 C 0.4834(2) 0.36114(17) 0.33672(14) 0.0818(8) Uani 1 1 d . . .
H32A H 0.4296 0.3278 0.3322 0.098 Uiso 1 1 calc R . .
C33 C 0.5637(3) 0.3322(2) 0.37044(15) 0.0964(11) Uani 1 1 d . . .
H33A H 0.5635 0.2798 0.3890 0.116 Uiso 1 1 calc R . .
C34 C 0.6427(3) 0.3810(2) 0.37615(15) 0.0911(10) Uani 1 1 d . . .
H34A H 0.6965 0.3613 0.3985 0.109 Uiso 1 1 calc R . .
C35 C 0.6445(2) 0.45963(18) 0.34920(13) 0.0752(7) Uani 1 1 d . . .
H35A H 0.6991 0.4921 0.3538 0.090 Uiso 1 1 calc R . .
C36 C 0.6668(2) 0.69983(18) 0.29018(16) 0.0803(7) Uani 1 1 d . . .
H36A H 0.7278 0.7174 0.3073 0.120 Uiso 1 1 calc R . .
H36B H 0.6167 0.7324 0.3098 0.120 Uiso 1 1 calc R . .
H36C H 0.6658 0.7066 0.2426 0.120 Uiso 1 1 calc R . .
C37 C 0.64662(15) 0.51198(14) 0.18066(11) 0.0573(5) Uani 1 1 d . . .
H37A H 0.6866 0.4932 0.2179 0.069 Uiso 1 1 calc R . .
C38 C 0.71222(16) 0.54893(15) 0.12563(12) 0.0599(5) Uani 1 1 d . . .
C39 C 0.65046(16) 0.58200(16) 0.06801(11) 0.0614(5) Uani 1 1 d . . .
C40 C 0.62956(18) 0.66502(16) 0.06218(13) 0.0678(6) Uani 1 1 d . . .
H40A H 0.6545 0.7017 0.0932 0.081 Uiso 1 1 calc R . .
C41 C 0.5722(2) 0.69441(19) 0.01095(15) 0.0798(7) Uani 1 1 d . . .
H41A H 0.5591 0.7504 0.0079 0.096 Uiso 1 1 calc R . .
C42 C 0.5346(2) 0.6409(2) -0.03552(15) 0.0911(9) Uani 1 1 d . . .
H42A H 0.4971 0.6605 -0.0704 0.109 Uiso 1 1 calc R . .
C43 C 0.5531(3) 0.5581(2) -0.02971(14) 0.0937(9) Uani 1 1 d . . .
H43A H 0.5269 0.5216 -0.0604 0.112 Uiso 1 1 calc R . .
C44 C 0.6104(2) 0.52864(19) 0.02137(13) 0.0790(7) Uani 1 1 d . . .
H44A H 0.6224 0.4725 0.0246 0.095 Uiso 1 1 calc R . .
C45 C 0.78747(17) 0.48639(16) 0.10179(13) 0.0688(6) Uani 1 1 d . . .
C46 C 0.8279(3) 0.4953(3) 0.03956(19) 0.144(2) Uani 1 1 d . . .
H46A H 0.8067 0.5369 0.0114 0.173 Uiso 1 1 calc R . .
C47 C 0.9004(4) 0.4422(4) 0.0186(2) 0.171(3) Uani 1 1 d . . .
H47A H 0.9272 0.4494 -0.0234 0.205 Uiso 1 1 calc R . .
C48 C 0.9330(3) 0.3805(2) 0.05765(19) 0.1083(11) Uani 1 1 d . . .
H48A H 0.9808 0.3451 0.0427 0.130 Uiso 1 1 calc R . .
C49 C 0.89429(19) 0.37165(19) 0.11916(17) 0.0828(8) Uani 1 1 d . . .
H49A H 0.9161 0.3299 0.1470 0.099 Uiso 1 1 calc R . .
C50 C 0.82226(17) 0.42426(17) 0.14118(13) 0.0698(6) Uani 1 1 d . . .
H50A H 0.7970 0.4171 0.1837 0.084 Uiso 1 1 calc R . .
C51 C 0.84047(19) 0.6530(2) 0.1338(2) 0.1018(11) Uani 1 1 d . . .
H51A H 0.8635 0.6948 0.1636 0.153 Uiso 1 1 calc R . .
H51B H 0.8241 0.6774 0.0917 0.153 Uiso 1 1 calc R . .
H51C H 0.8897 0.6124 0.1272 0.153 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 O1 1.428(2) . ?
S1 O2 1.433(2) . ?
S1 N1 1.615(2) . ?
S1 C1 1.768(3) . ?
N1 C8 1.479(3) . ?
B1 O7 1.371(3) . ?
B1 O6 1.373(3) . ?
B1 C19 1.542(3) . ?
O3 C15 1.335(4) . ?
O3 C16 1.450(4) . ?
O4 C15 1.188(3) . ?
O5 C21 1.372(3) . ?
O5 C18 1.373(3) . ?
O6 C22 1.449(3) . ?
O7 C37 1.438(3) . ?
O8 C36 1.439(3) . ?
O8 C23 1.444(3) . ?
O9 C51 1.431(3) . ?
O9 C38 1.437(3) . ?
C1 C6 1.383(4) . ?
C1 C2 1.394(4) . ?
C2 C3 1.379(4) . ?
C3 C4 1.387(4) . ?
C4 C5 1.368(5) . ?
C4 C7 1.525(5) . ?
C5 C6 1.395(5) . ?
C8 C18 1.500(3) . ?
C8 C9 1.565(3) . ?
C9 C15 1.528(3) . ?
C9 C10 1.541(3) . ?
C9 C14 1.544(3) . ?
C10 C11 1.524(3) . ?
C11 C12 1.526(4) . ?
C12 C13 1.501(4) . ?
C13 C14 1.520(4) . ?
C16 C17 1.379(5) . ?
C18 C19 1.367(3) . ?
C19 C20 1.441(3) . ?
C20 C21 1.327(4) . ?
C22 C37 1.549(3) . ?
C22 C23 1.551(3) . ?
C23 C30 1.527(3) . ?
C23 C24 1.544(3) . ?
C24 C29 1.386(3) . ?
C24 C25 1.387(3) . ?
C25 C26 1.382(4) . ?
C26 C27 1.370(4) . ?
C27 C28 1.373(4) . ?
C28 C29 1.399(3) . ?
C30 C35 1.397(3) . ?
C30 C31 1.399(4) . ?
C31 C32 1.391(4) . ?
C32 C33 1.389(5) . ?
C33 C34 1.361(5) . ?
C34 C35 1.389(4) . ?
C37 C38 1.554(3) . ?
C38 C45 1.536(3) . ?
C38 C39 1.538(3) . ?
C39 C40 1.386(4) . ?
C39 C44 1.392(4) . ?
C40 C41 1.386(4) . ?
C41 C42 1.379(5) . ?
C42 C43 1.375(5) . ?
C43 C44 1.385(4) . ?
C45 C50 1.371(4) . ?
C45 C46 1.377(4) . ?
C46 C47 1.394(5) . ?
C47 C48 1.350(6) . ?
C48 C49 1.354(5) . ?
C49 C50 1.390(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21183944
2 PubChem 101726612
