data_2012986
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o621
_journal_page_last  o623
_publ_section_title
;
N-tert-Butyl-N'-[(2-cyclohexylamino-5-nitrobenzene)sulfonyl]urea, BM531, a
dual-acting agent for thromboxane receptor antagonism and thromboxane synthase
inhibition
;
loop_
_publ_author_name
  'Michaux, Catherine'
  "Dogn\'e, Jean-Michel"
  'Norberg, Bernadette'
  "Durant, Fran\,cois"
  'Masereel, Bernard'
_chemical_formula_moiety  'C17 H26 N4 O5 S'
_chemical_formula_sum  'C17 H26 N4 O5 S'
_chemical_formula_weight  398.49
_symmetry_cell_setting  'monoclinic'
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P2yn'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  14.447(5)
_cell_length_b  11.579(5)
_cell_length_c  24.981(5)
_cell_angle_alpha  90
_cell_angle_beta  95.195(5)
_cell_angle_gamma  90
_cell_volume  4162(2)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.272
_diffrn_ambient_temperature  293(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_occupancy
_atom_site_type_symbol
  S1A 0.46669(4) -0.02237(5) 0.24699(2) 0.0466(2) Uani 1.000 S
  O1A 0.80450(16) 0.2815(2) 0.20364(13) 0.1230(13) Uani 1.000 O
  O2A 0.74021(18) 0.2673(2) 0.27740(13) 0.1237(11) Uani 1.000 O
  O3A 0.46468(11) 0.04913(14) 0.29378(6) 0.0599(6) Uani 1.000 O
  O4A 0.46019(11) -0.14478(13) 0.25245(6) 0.0589(6) Uani 1.000 O
  O5A 0.41749(10) 0.20065(13) 0.20135(7) 0.0611(5) Uani 1.000 O
  N1A 0.53714(13) -0.13700(16) 0.14839(7) 0.0564(7) Uani 1.000 N
  N2A 0.74950(16) 0.2366(2) 0.23159(14) 0.0877(12) Uani 1.000 N
  N3A 0.37813(11) 0.01102(15) 0.20431(7) 0.0491(6) Uani 1.000 N
  N4A 0.28812(13) 0.13824(16) 0.15100(8) 0.0585(7) Uani 1.000 N
  C1A 0.53941(15) -0.1894(2) 0.09529(9) 0.0537(8) Uani 1.000 C
  C2A 0.4778(2) -0.1241(2) 0.05376(11) 0.0714(10) Uani 1.000 C
  C3A 0.4715(3) -0.1823(3) -0.00108(12) 0.0958(15) Uani 1.000 C
  C4A 0.4403(3) -0.3062(3) 0.00271(13) 0.0974(16) Uani 1.000 C
  C5A 0.5032(2) -0.3720(3) 0.04342(12) 0.0878(11) Uani 1.000 C
  C6A 0.5098(2) -0.3147(2) 0.09853(10) 0.0684(9) Uani 1.000 C
  C7A 0.58536(14) -0.04404(19) 0.16714(9) 0.0479(7) Uani 1.000 C
  C8A 0.65903(16) 0.0024(2) 0.14019(10) 0.0638(9) Uani 1.000 C
  C9A 0.71074(17) 0.0927(2) 0.16067(12) 0.0696(10) Uani 1.000 C
  C10A 0.69264(16) 0.1424(2) 0.20900(11) 0.0616(8) Uani 1.000 C
  C11A 0.61940(14) 0.1041(2) 0.23583(10) 0.0542(7) Uani 1.000 C
  C12A 0.56534(14) 0.01352(18) 0.21489(8) 0.0454(6) Uani 1.000 C
  C13A 0.36302(14) 0.12446(19) 0.18585(9) 0.0482(7) Uani 1.000 C
  C14A 0.25455(13) 0.25131(19) 0.13039(8) 0.0613(8) Uani 1.000 C
  C15A 0.3278(2) 0.3117(3) 0.10019(13) 0.1011(16) Uani 1.000 C
  C16A 0.2279(2) 0.3258(2) 0.17688(10) 0.0748(10) Uani 1.000 C
  C17A 0.1687(2) 0.2257(3) 0.09223(16) 0.1209(17) Uani 1.000 C
  S1B 0.21534(3) -0.27040(5) 0.13474(2) 0.0478(2) Uani 1.000 S
  O1B 0.15411(18) 0.0460(2) -0.06604(9) 0.1022(10) Uani 1.000 O
  O2B 0.27329(18) 0.0384(2) -0.00824(9) 0.0985(9) Uani 1.000 O
  O3B 0.29995(10) -0.20668(15) 0.14425(7) 0.0635(6) Uani 1.000 O
  O4B 0.21782(11) -0.39360(13) 0.13476(7) 0.0612(6) Uani 1.000 O
  O5B 0.15095(13) -0.04467(13) 0.16326(7) 0.0679(6) Uani 1.000 O
  N1B 0.03366(13) -0.36284(18) 0.07664(8) 0.0618(7) Uani 1.000 N
  N2B 0.19627(19) 0.0056(2) -0.02550(9) 0.0726(9) Uani 1.000 N
  N3B 0.14646(12) -0.23777(15) 0.18043(7) 0.0495(6) Uani 1.000 N
  N4B 0.05295(13) -0.11285(16) 0.22201(8) 0.0565(6) Uani 1.000 N
  C1B -0.06215(17) -0.4043(2) 0.06522(10) 0.0672(9) Uani 1.000 C
  C2B -0.12715(19) -0.3358(3) 0.09666(14) 0.0865(13) Uani 1.000 C
  C3B -0.2267(2) -0.3803(4) 0.0865(2) 0.124(2) Uani 1.000 C
  C4B -0.2325(2) -0.5068(4) 0.09838(17) 0.1114(16) Uani 1.000 C
  C5B -0.1664(3) -0.5758(4) 0.06833(18) 0.1183(17) Uani 1.000 C
  C6B -0.0669(2) -0.5317(3) 0.07904(14) 0.0868(11) Uani 1.000 C
  C7B 0.07040(15) -0.2698(2) 0.05421(9) 0.0514(7) Uani 1.000 C
  C8B 0.02456(18) -0.2138(2) 0.00885(10) 0.0661(9) Uani 1.000 C
  C9B 0.06481(18) -0.1259(2) -0.01700(10) 0.0661(9) Uani 1.000 C
  C10B 0.15207(17) -0.0867(2) 0.00223(9) 0.0556(8) Uani 1.000 C
  C11B 0.19740(15) -0.13206(19) 0.04822(8) 0.0506(7) Uani 1.000 C
  C12B 0.15755(14) -0.22224(19) 0.07399(8) 0.0460(7) Uani 1.000 C
  C13B 0.11742(16) -0.12309(19) 0.18804(8) 0.0508(7) Uani 1.000 C
  C14B 0.01291(19) -0.0021(2) 0.23828(11) 0.0676(9) Uani 1.000 C
  C15B -0.0299(3) 0.0616(3) 0.18795(14) 0.1151(17) Uani 1.000 C
  C16B 0.0878(2) 0.0705(2) 0.26841(12) 0.0825(11) Uani 1.000 C
  C17B -0.0621(2) -0.0333(3) 0.27495(16) 0.1103(16) Uani 1.000 C
  H1A 0.60340 -0.18690 0.08520 0.0640 Uiso 1.000 H
  H2A 0.50200 -0.04650 0.05050 0.0860 Uiso 1.000 H
  H3A 0.41600 -0.11790 0.06570 0.0860 Uiso 1.000 H
  H4A 0.42780 -0.14050 -0.02570 0.1150 Uiso 1.000 H
  H5A 0.53180 -0.17990 -0.01520 0.1150 Uiso 1.000 H
  H6A 0.37720 -0.30830 0.01300 0.1170 Uiso 1.000 H
  H7A 0.44070 -0.34280 -0.03220 0.1170 Uiso 1.000 H
  H8A 0.47970 -0.45000 0.04640 0.1060 Uiso 1.000 H
  H9A 0.56480 -0.37700 0.03110 0.1060 Uiso 1.000 H
  H10A 0.44980 -0.31870 0.11300 0.0820 Uiso 1.000 H
  H11A 0.55440 -0.35620 0.12280 0.0820 Uiso 1.000 H
  H12A 0.50130 -0.16890 0.16980 0.0680 Uiso 1.000 H
  H13A 0.67230 -0.02970 0.10760 0.0770 Uiso 1.000 H
  H14A 0.75870 0.12140 0.14210 0.0840 Uiso 1.000 H
  H15A 0.60640 0.13890 0.26790 0.0650 Uiso 1.000 H
  H16A 0.33990 -0.04230 0.19290 0.0590 Uiso 1.000 H
  H17A 0.25770 0.07760 0.14000 0.0700 Uiso 1.000 H
  H18A 0.34260 0.26450 0.07060 0.1520 Uiso 1.000 H
  H19A 0.38280 0.32400 0.12410 0.1520 Uiso 1.000 H
  H20A 0.30410 0.38480 0.08690 0.1520 Uiso 1.000 H
  H21A 0.28250 0.34270 0.20040 0.1120 Uiso 1.000 H
  H22A 0.20060 0.39650 0.16310 0.1120 Uiso 1.000 H
  H23A 0.18400 0.28490 0.19640 0.1120 Uiso 1.000 H
  H24A 0.14380 0.29660 0.07710 0.1820 Uiso 1.000 H
  H25A 0.12270 0.18820 0.11160 0.1820 Uiso 1.000 H
  H26A 0.18540 0.17600 0.06390 0.1820 Uiso 1.000 H
  H1B -0.08070 -0.39450 0.02680 0.0810 Uiso 1.000 H
  H2B -0.12500 -0.25520 0.08640 0.1040 Uiso 1.000 H
  H3B -0.10720 -0.34130 0.13470 0.1040 Uiso 1.000 H
  H4B -0.26640 -0.33810 0.10900 0.1480 Uiso 1.000 H
  H5B -0.24910 -0.36650 0.04930 0.1480 Uiso 1.000 H
  H6B -0.21840 -0.51910 0.13670 0.1340 Uiso 1.000 H
  H7B -0.29540 -0.53340 0.08860 0.1340 Uiso 1.000 H
  H8B -0.16900 -0.65610 0.07910 0.1420 Uiso 1.000 H
  H9B -0.18530 -0.57150 0.03010 0.1420 Uiso 1.000 H
  H10B -0.04550 -0.54310 0.11660 0.1040 Uiso 1.000 H
  H11B -0.02640 -0.57510 0.05750 0.1040 Uiso 1.000 H
  H12B 0.06930 -0.40130 0.09960 0.0740 Uiso 1.000 H
  H13B -0.03490 -0.23770 -0.00370 0.0790 Uiso 1.000 H
  H14B 0.03380 -0.09250 -0.04740 0.0790 Uiso 1.000 H
  H15B 0.25450 -0.10220 0.06190 0.0610 Uiso 1.000 H
  H16B 0.12730 -0.29160 0.20040 0.0590 Uiso 1.000 H
  H17B 0.03280 -0.17520 0.23570 0.0680 Uiso 1.000 H
  H18B -0.07600 0.01340 0.16900 0.1720 Uiso 1.000 H
  H19B 0.01790 0.07940 0.16500 0.1720 Uiso 1.000 H
  H20B -0.05850 0.13190 0.19850 0.1720 Uiso 1.000 H
  H21B 0.13680 0.08470 0.24570 0.1240 Uiso 1.000 H
  H22B 0.06170 0.14270 0.27850 0.1240 Uiso 1.000 H
  H23B 0.11240 0.03010 0.30010 0.1240 Uiso 1.000 H
  H24B -0.09400 0.03550 0.28430 0.1660 Uiso 1.000 H
  H25B -0.03390 -0.06920 0.30700 0.1660 Uiso 1.000 H
  H26B -0.10560 -0.08580 0.25660 0.1660 Uiso 1.000 H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  S1A 0.0467(3) 0.0482(3) 0.0458(3) 0.0011(2) 0.0084(2) -0.0044(2)
  O1A 0.0804(15) 0.0921(17) 0.200(3) -0.0382(13) 0.0326(17) -0.0196(17)
  O2A 0.1056(19) 0.121(2) 0.143(2) -0.0440(16) 0.0029(17) -0.0544(18)
  O3A 0.0632(10) 0.0701(11) 0.0471(8) 0.0009(8) 0.0087(7) -0.0146(7)
  O4A 0.0674(10) 0.0473(9) 0.0636(10) -0.0001(7) 0.0149(8) 0.0063(7)
  O5A 0.0483(8) 0.0460(9) 0.0863(11) -0.0029(7) -0.0090(8) -0.0100(8)
  N1A 0.0611(11) 0.0564(12) 0.0546(11) -0.0079(9) 0.0210(9) -0.0119(9)
  N2A 0.0525(13) 0.0707(16) 0.139(3) -0.0136(12) 0.0032(15) -0.0199(17)
  N3A 0.0409(9) 0.0432(10) 0.0619(11) -0.0022(7) -0.0021(8) -0.0090(8)
  N4A 0.0531(11) 0.0513(11) 0.0679(12) -0.0004(9) -0.0123(9) -0.0093(9)
  C1A 0.0505(12) 0.0576(14) 0.0545(13) 0.0028(10) 0.0125(10) -0.0109(11)
  C2A 0.0814(18) 0.0635(16) 0.0691(16) 0.0048(14) 0.0054(14) -0.0018(13)
  C3A 0.119(3) 0.103(3) 0.0620(17) 0.002(2) -0.0099(17) -0.0037(17)
  C4A 0.105(3) 0.105(3) 0.079(2) -0.008(2) -0.0091(18) -0.0308(19)
  C5A 0.111(2) 0.0672(18) 0.086(2) 0.0013(17) 0.0128(18) -0.0300(16)
  C6A 0.0841(18) 0.0545(15) 0.0676(16) 0.0077(13) 0.0121(13) -0.0101(12)
  C7A 0.0420(11) 0.0495(12) 0.0527(12) 0.0048(9) 0.0078(9) -0.0028(10)
  C8A 0.0529(13) 0.0748(17) 0.0664(15) -0.0051(12) 0.0199(11) -0.0066(13)
  C9A 0.0473(13) 0.0736(17) 0.0896(19) -0.0091(12) 0.0155(12) 0.0030(15)
  C10A 0.0417(11) 0.0539(14) 0.0883(18) -0.0046(10) 0.0007(11) -0.0052(13)
  C11A 0.0443(11) 0.0532(13) 0.0640(14) 0.0039(10) -0.0013(10) -0.0056(11)
  C12A 0.0399(10) 0.0464(12) 0.0498(11) 0.0029(9) 0.0039(8) -0.0002(9)
  C13A 0.0412(10) 0.0485(12) 0.0546(12) 0.0023(9) 0.0030(9) -0.0118(10)
  C14A 0.0592(14) 0.0597(15) 0.0631(14) 0.0066(11) -0.0056(11) 0.0037(12)
  C15A 0.107(3) 0.112(3) 0.088(2) 0.012(2) 0.0298(19) 0.031(2)
  C16A 0.0754(17) 0.0619(16) 0.0881(19) 0.0173(14) 0.0132(15) 0.0051(14)
  C17A 0.114(3) 0.097(3) 0.136(3) 0.012(2) -0.074(2) 0.001(2)
  S1B 0.0413(3) 0.0508(3) 0.0503(3) -0.0022(2) -0.0007(2) 0.0038(2)
  O1B 0.1270(19) 0.1012(17) 0.0804(14) 0.0143(14) 0.0204(13) 0.0428(13)
  O2B 0.1058(17) 0.1028(17) 0.0889(15) -0.0338(14) 0.0202(13) 0.0223(13)
  O3B 0.0408(8) 0.0794(12) 0.0682(10) -0.0133(8) -0.0065(7) 0.0084(9)
  O4B 0.0605(9) 0.0485(9) 0.0742(11) 0.0092(8) 0.0032(8) 0.0035(8)
  O5B 0.0956(13) 0.0469(9) 0.0626(10) -0.0141(9) 0.0148(9) 0.0031(8)
  N1B 0.0561(11) 0.0637(13) 0.0624(12) -0.0156(10) -0.0122(9) 0.0064(10)
  N2B 0.0915(17) 0.0703(15) 0.0595(13) 0.0031(13) 0.0262(12) 0.0121(11)
  N3B 0.0602(11) 0.0430(10) 0.0459(9) -0.0065(8) 0.0078(8) 0.0023(8)
  N4B 0.0611(11) 0.0476(11) 0.0611(11) -0.0028(9) 0.0076(9) -0.0034(9)
  C1B 0.0571(14) 0.0823(19) 0.0598(14) -0.0204(13) -0.0086(11) 0.0039(13)
  C2B 0.0623(17) 0.0740(19) 0.121(3) 0.0021(15) -0.0035(16) 0.0076(18)
  C3B 0.0594(19) 0.131(4) 0.179(4) 0.000(2) 0.003(2) 0.025(3)
  C4B 0.066(2) 0.132(3) 0.137(3) -0.030(2) 0.014(2) 0.007(3)
  C5B 0.098(3) 0.118(3) 0.140(3) -0.058(2) 0.016(2) -0.029(3)
  C6B 0.0783(19) 0.075(2) 0.108(2) -0.0230(16) 0.0139(17) -0.0236(17)
  C7B 0.0516(12) 0.0548(13) 0.0468(11) -0.0027(10) -0.0013(9) -0.0035(10)
  C8B 0.0598(14) 0.0790(18) 0.0564(14) -0.0076(13) -0.0122(11) 0.0022(13)
  C9B 0.0729(17) 0.0752(18) 0.0485(13) 0.0055(14) -0.0043(11) 0.0077(12)
  C10B 0.0693(15) 0.0532(13) 0.0460(12) 0.0036(11) 0.0150(11) 0.0023(10)
  C11B 0.0510(12) 0.0553(13) 0.0463(11) -0.0017(10) 0.0083(9) -0.0025(10)
  C12B 0.0447(11) 0.0502(12) 0.0431(11) 0.0006(9) 0.0032(8) -0.0022(9)
  C13B 0.0591(13) 0.0474(12) 0.0441(11) -0.0081(10) -0.0050(10) -0.0026(9)
  C14B 0.0707(16) 0.0596(15) 0.0712(16) 0.0133(12) -0.0007(13) -0.0083(12)
  C15B 0.117(3) 0.119(3) 0.103(3) 0.057(2) -0.025(2) 0.001(2)
  C16B 0.103(2) 0.0560(16) 0.086(2) 0.0037(15) -0.0051(17) -0.0179(14)
  C17B 0.092(2) 0.108(3) 0.137(3) -0.001(2) 0.044(2) -0.036(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  S1A O3A . . 1.4348(17) no
  S1A O4A . . 1.4278(17) no
  S1A N3A . . 1.6359(19) no
  S1A C12A . . 1.748(2) no
  S1B C12B . . 1.755(2) no
  S1B O3B . . 1.4291(17) no
  S1B O4B . . 1.4270(17) no
  S1B N3B . . 1.6252(19) no
  O1A N2A . . 1.221(4) no
  O2A N2A . . 1.217(5) no
  O5A C13A . . 1.222(3) no
  O1B N2B . . 1.226(3) no
  O2B N2B . . 1.217(4) no
  O5B C13B . . 1.223(3) no
  N1A C1A . . 1.462(3) no
  N1A C7A . . 1.343(3) no
  N2A C10A . . 1.449(4) no
  N3A C13A . . 1.403(3) no
  N4A C13A . . 1.336(3) no
  N4A C14A . . 1.473(3) no
  N1A H12A . . 0.8607 no
  N3A H16A . . 0.8596 no
  N4A H17A . . 0.8601 no
  N1B C1B . . 1.468(3) no
  N1B C7B . . 1.345(3) no
  N2B C10B . . 1.453(3) no
  N3B C13B . . 1.411(3) no
  N4B C13B . . 1.321(3) no
  N4B C14B . . 1.479(3) no
  N1B H12B . . 0.8596 no
  N3B H16B . . 0.8597 no
  N4B H17B . . 0.8608 no
  C1A C2A . . 1.508(4) no
  C1A C6A . . 1.517(3) no
  C2A C3A . . 1.522(4) no
  C3A C4A . . 1.509(5) no
  C4A C5A . . 1.508(5) no
  C5A C6A . . 1.523(4) no
  C7A C12A . . 1.419(3) no
  C7A C8A . . 1.416(3) no
  C8A C9A . . 1.358(3) no
  C9A C10A . . 1.384(4) no
  C10A C11A . . 1.376(3) no
  C11A C12A . . 1.382(3) no
  C14A C15A . . 1.524(4) no
  C14A C16A . . 1.524(3) no
  C14A C17A . . 1.523(4) no
  C1A H1A . . 0.9804 no
  C2A H2A . . 0.9702 no
  C2A H3A . . 0.9693 no
  C3A H4A . . 0.9699 no
  C3A H5A . . 0.9694 no
  C4A H7A . . 0.9701 no
  C4A H6A . . 0.9696 no
  C5A H9A . . 0.9694 no
  C5A H8A . . 0.9701 no
  C6A H10A . . 0.9700 no
  C6A H11A . . 0.9710 no
  C8A H13A . . 0.9306 no
  C9A H14A . . 0.9295 no
  C11A H15A . . 0.9310 no
  C15A H19A . . 0.9605 no
  C15A H20A . . 0.9609 no
  C15A H18A . . 0.9589 no
  C16A H22A . . 0.9590 no
  C16A H23A . . 0.9593 no
  C16A H21A . . 0.9601 no
  C17A H24A . . 0.9600 no
  C17A H25A . . 0.9605 no
  C17A H26A . . 0.9598 no
  C1B C6B . . 1.518(4) no
  C1B C2B . . 1.504(4) no
  C2B C3B . . 1.527(4) no
  C3B C4B . . 1.498(7) no
  C4B C5B . . 1.498(6) no
  C5B C6B . . 1.526(5) no
  C7B C8B . . 1.417(3) no
  C7B C12B . . 1.421(3) no
  C8B C9B . . 1.363(3) no
  C9B C10B . . 1.384(4) no
  C10B C11B . . 1.374(3) no
  C11B C12B . . 1.380(3) no
  C14B C15B . . 1.538(5) no
  C14B C16B . . 1.515(4) no
  C14B C17B . . 1.524(4) no
  C1B H1B . . 0.9794 no
  C2B H2B . . 0.9691 no
  C2B H3B . . 0.9698 no
  C3B H4B . . 0.9706 no
  C3B H5B . . 0.9692 no
  C4B H6B . . 0.9710 no
  C4B H7B . . 0.9696 no
  C5B H8B . . 0.9696 no
  C5B H9B . . 0.9705 no
  C6B H10B . . 0.9700 no
  C6B H11B . . 0.9703 no
  C8B H13B . . 0.9295 no
  C9B H14B . . 0.9303 no
  C11B H15B . . 0.9305 no
  C15B H18B . . 0.9602 no
  C15B H19B . . 0.9590 no
  C15B H20B . . 0.9605 no
  C16B H21B . . 0.9606 no
  C16B H22B . . 0.9601 no
  C16B H23B . . 0.9596 no
  C17B H24B . . 0.9597 no
  C17B H25B . . 0.9595 no
  C17B H26B . . 0.9604 no