#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012352.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_2012352
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  1333
_journal_page_last  1335
_publ_section_title
;
 KNI-272, a highly selective and potent peptidic HIV protease inhibitor
;
loop_
_publ_author_name
  'Doi, Mitsunobu'
  'Ishida, Toshimasa'
  'Katsuya, Yoshio'
  'Sasaki, Masahiro'
  'Taniguchi, Taizo'
  'Hasegawa, Hiroshi'
  'Mimoto, Tsutomu'
  'Kiso, Yoshiaki'
_chemical_name_common
  'HIV protease inhibitor KNI-272: iQoa-Mta-Apns-Thz-tBu'
_chemical_formula_moiety  'C33 H41 N5 O6 S2 , 0.803H2 O'
_chemical_formula_sum  'C33 H42.61 N5 O6.81 S2'
_chemical_formula_iupac  'C33 H41 N5 O6 S2 , 0.803H2 O'
_chemical_formula_weight  682.33
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  10.7631(4)
_cell_length_b  13.1751(4)
_cell_length_c  12.5623(5)
_cell_angle_alpha  90
_cell_angle_beta  96.887(2)
_cell_angle_gamma  90
_cell_volume  1768.54(11)
_cell_formula_units_Z  2
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.281
_diffrn_ambient_temperature  100(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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  N1  .7262(5)  -.3745(4)  .4204(4)  .0433(12) Uani d . 1 . . N
  C2  .6760(5)  -.3165(5)  .4949(5)  .0427(13) Uani d . 1 . . C
  H2  .7225  -.2619  .5250  .051 Uiso calc R 1 . . H
  C3  .5610(5)  -.3344(4)  .5277(4)  .0341(11) Uani d . 1 . . C
  H3  .5323  -.2937  .5801  .041 Uiso calc R 1 . . H
  C4  .3666(5)  -.4408(4)  .5086(4)  .0298(11) Uani d . 1 . . C
  C5  .2969(5)  -.5156(5)  .4545(5)  .0364(12) Uani d . 1 . . C
  H5  .2179  -.5313  .4728  .044 Uiso calc R 1 . . H
  C6  .3453(5)  -.5698(5)  .3699(4)  .0368(12) Uani d . 1 . . C
  H6  .2963  -.6189  .3318  .044 Uiso calc R 1 . . H
  C7  .4615(5)  -.5502(4)  .3448(4)  .0338(11) Uani d . 1 . . C
  H7  .4936  -.5881  .2919  .041 Uiso calc R 1 . . H
  C8  .6561(5)  -.4491(4)  .3766(5)  .0360(12) Uani d . 1 . . C
  H8  .6900  -.4897  .3269  .043 Uiso calc R 1 . . H
  C9  .4863(4)  -.4148(4)  .4815(4)  .0275(10) Uani d . 1 . . C
  C10  .5346(5)  -.4723(4)  .3988(4)  .0300(10) Uani d . 1 . . C
  O11  .3287(3)  -.3871(3)  .5943(3)  .0337(8) Uani d . 1 . . O
  C11  .2272(5)  -.4309(4)  .6415(4)  .0364(12) Uani d . 1 . . C
  H11  .2379  -.5040  .6456  .044 Uiso calc R 1 . . H
  H12  .1494  -.4169  .5965  .044 Uiso calc R 1 . . H
  C12  .2195(5)  -.3894(4)  .7526(4)  .0316(11) Uani d . 1 . . C
  O12  .1507(4)  -.4322(3)  .8100(3)  .0391(10) Uani d . 1 . . O
  N13  .2886(4)  -.3067(3)  .7833(3)  .0296(9) Uani d . 1 . . N
  H13  .3263  -.2753  .7364  .041 Uiso calc R 1 . . H
  C13  .3017(5)  -.2686(4)  .8933(4)  .0289(10) Uani d . 1 . . C
  H14  .2467  -.3070  .9354  .040 Uiso calc R 1 . . H
  C14  .4376(5)  -.2791(5)  .9445(5)  .0365(12) Uani d . 1 . . C
  H15  .4438  -.2547 1.0178  .044 Uiso calc R 1 . . H
  H16  .4901  -.2361  .9059  .044 Uiso calc R 1 . . H
  S15  .49746(15)  -.40805(12)  .94521(14)  .0483(5) Uani d . 1 . . S
  C16  .4082(8)  -.4681(6) 1.0394(6)  .0612(19) Uani d . 1 . . C
  H17  .4322  -.5381 1.0474  .067 Uiso calc R 1 . . H
  H18  .3207  -.4637 1.0137  .067 Uiso calc R 1 . . H
  H19  .4239  -.4345 1.1075  .067 Uiso calc R 1 . . H
  C17  .2626(5)  -.1574(4)  .8884(4)  .0317(11) Uani d . 1 . . C
  O17  .3245(4)  -.0945(3)  .8440(4)  .0428(10) Uani d . 1 . . O
  N18  .1570(4)  -.1348(3)  .9310(4)  .0308(9) Uani d . 1 B . N
  H20  .1275  -.1771  .9737  .037 Uiso calc R 1 . . H
  C18  .0913(5)  -.0378(4)  .9046(5)  .0339(11) Uani d . 1 . . C
  H21  .1372  -.0083  .8494  .041 Uiso calc R 1 A 1 H
  C19  -.0320(13)  -.0643(11)  .8453(12)  .035(3) Uani d P  .491(12) B 1 C
  H22  -.0793  -.0023  .8296  .042 Uiso calc PR  .491(12) B 1 H
  H23  -.0778  -.1056  .8913  .042 Uiso calc PR  .491(12) B 1 H
  C20  -.0243(13)  -.1215(15)  .7403(12)  .037(3) Uani d P  .491(12) B 1 C
  C21  -.0496(17)  -.224(2)  .7378(16)  .042(4) Uani d P  .491(12) B 1 C
  H24  -.0763  -.2566  .7964  .051 Uiso calc PR  .491(12) B 1 H
  C22  -.0330(15)  -.2769(14)  .6416(15)  .060(5) Uani d P  .491(12) B 1 C
  H25  -.0512  -.3459  .6365  .072 Uiso calc PR  .491(12) B 1 H
  C23  .0096(12)  -.2280(16)  .5562(11)  .058(5) Uani d P  .491(12) B 1 C
  H26  .0230  -.2645  .4953  .070 Uiso calc PR  .491(12) B 1 H
  C24  .0316(12)  -.1286(15)  .5605(11)  .054(4) Uani d P  .491(12) B 1 C
  H27  .0581  -.0958  .5016  .064 Uiso calc PR  .491(12) B 1 H
  C25  .0150(4)  -.0725(4)  .6539(4)  .047(3) Uani d P  .491(12) B 1 C
  H28  .0307  -.0031  .6566  .056 Uiso calc PR  .491(12) B 1 H
  C26  .1111(4)  .0390(4)  .9963(4)  .0304(11) Uani d R 1 B . C
  H29  .2013  .0475 1.0166  .036 Uiso calc R 1 . . H
  O26  .0571(4)  .0052(4) 1.0870(4)  .0531(14) Uani d . 1 . . O
  H30  -.0005  .0345 1.0977  .053 Uiso d . 1 . . H
  C27  .0557(5)  .1417(4)  .9576(4)  .0285(10) Uani d . 1 . . C
  O27  -.0411(3)  .1727(3)  .9914(3)  .0361(9) Uani d . 1 B . O
  N28  .1099(4)  .1918(3)  .8825(4)  .0281(9) Uani d . 1 B . N
  C28  .0501(4)  .2847(3)  .8367(4)  .0280(10) Uani d . 1 . . C
  H31  .0386  .3329  .8941  .039 Uiso calc R 1 B . H
  C29  .1391(5)  .3298(4)  .7624(5)  .0393(13) Uani d . 1 B . C
  H32  .1297  .4029  .7574  .047 Uiso calc R 1 . . H
  H33  .1230  .3010  .6910  .047 Uiso calc R 1 . . H
  S30  .29496(13)  .29578(11)  .82504(14)  .0430(5) Uani d . 1 . . S
  C31  .2325(5)  .1706(4)  .8481(5)  .0357(12) Uani d . 1 B . C
  H34  .2242  .1305  .7828  .043 Uiso calc R 1 . . H
  H35  .2859  .1347  .9034  .043 Uiso calc R 1 . . H
  C32  -.0768(5)  .2602(4)  .7725(4)  .0314(11) Uani d . 1 B . C
  O32  -.0943(4)  .1804(3)  .7221(3)  .0372(9) Uani d . 1 . . O
  N33  -.1618(4)  .3350(3)  .7733(4)  .0329(10) Uani d . 1 . . N
  H36  -.1396  .3888  .8094  .039 Uiso calc R 1 B . H
  C33  -.2910(6)  .3319(5)  .7165(6)  .0452(14) Uani d . 1 B . C
  C34  -.3595(6)  .2375(6)  .7460(6)  .0542(18) Uani d . 1 . . C
  H37  -.3618  .2359  .8222  .054 Uiso calc R 1 B . H
  H38  -.3168  .1784  .7245  .054 Uiso calc R 1 . . H
  H39  -.4434  .2384  .7101  .054 Uiso calc R 1 . . H
  C35  -.3563(8)  .4253(8)  .7562(12)  .105(5) Uani d . 1 . . C
  H41  -.3574  .4207  .8323  .105 Uiso calc R 1 B . H
  H42  -.4406  .4286  .7213  .105 Uiso calc R 1 . . H
  H43  -.3119  .4854  .7397  .105 Uiso calc R 1 . . H
  C36  -.2866(10)  .3375(7)  .5954(7)  .070(2) Uani d . 1 . . C
  H44  -.2453  .2783  .5722  .070 Uiso calc R 1 B . H
  H45  -.2413  .3971  .5788  .070 Uiso calc R 1 . . H
  H46  -.3703  .3406  .5592  .070 Uiso calc R 1 . . H
  C19'  -.0615(12)  -.0508(8)  .8923(13)  .033(3) Uani d P  .509(12) B 2 C
  H23'  -.0891  -.0528  .9630  .040 Uiso calc PR  .509(12) B 2 H
  H22'  -.1002  .0075  .8545  .040 Uiso calc PR  .509(12) B 2 H
  C20'  -.1036(10)  -.1475(8)  .8314(10)  .039(3) Uani d P  .509(12) B 2 C
  C25'  -.0433(18)  -.176(2)  .7441(18)  .048(5) Uani d P  .509(12) B 2 C
  H28'  .0176  -.1354  .7185  .058 Uiso calc PR  .509(12) B 2 H
  C24'  -.0816(18)  -.271(2)  .696(2)  .067(5) Uani d P  .509(12) B 2 C
  H27'  -.0432  -.2952  .6389  .081 Uiso calc PR  .509(12) B 2 H
  C23'  -.1733(15)  -.3274(10)  .7337(15)  .066(5) Uani d P  .509(12) B 2 C
  H26'  -.1931  -.3899  .7016  .053 Uiso calc PR  .509(12) B 2 H
  C22'  -.2373(15)  -.2978(12)  .8147(10)  .053(4) Uani d P  .509(12) B 2 C
  H25'  -.3032  -.3357  .8353  .064 Uiso calc PR  .509(12) B 2 H
  C21'  -.1993(12)  -.2081(10)  .8649(10)  .047(3) Uani d P  .509(12) B 2 C
  H24'  -.2384  -.1868  .9232  .057 Uiso calc PR  .509(12) B 2 H
  O61  -.0038(10)  -.3377(13)  .4640(9)  .053(4) Uani d P  .366(9) . 2 O
  H62  -.0110  -.2750  .4653  .058 Uiso d P  .366(9) B 2 H
  H61  -.0802  -.3622  .4434  .058 Uiso d P  .366(9) B 2 H
  O62  .0318(18)  .043(2)  .6072(17)  .051(6) Uani d P  .204(5) . 2 O
  H63  .1117  .0352  .6070  .056 Uiso d P  .204(5) B 2 H
  H64  -.0014  .0814  .6527  .056 Uiso d P  .204(5) B 2 H
  O63  -.0373(14)  -.1078(14)  .4713(13)  .034(4) Uani d P  .233(6) B 2 O
  H65  -.0717  -.1637  .4883  .038 Uiso d P  .233(6) B 2 H
  H66  -.0157  -.0658  .5121  .038 Uiso d P  .233(6) B 2 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
  N1  .033(2)  .039(3)  .061(3)  -.010(2)  .020(2)  -.014(2)
  C2  .033(3)  .037(3)  .060(3)  -.010(3)  .013(2)  -.016(3)
  C3  .030(2)  .031(3)  .043(3)  -.002(2)  .013(2)  -.005(2)
  C4  .034(2)  .026(3)  .032(2)  -.001(2)  .0124(19)  -.001(2)
  C5  .031(2)  .036(3)  .044(3)  -.011(2)  .013(2)  -.005(2)
  C6  .040(3)  .033(3)  .037(3)  -.010(2)  .008(2)  -.010(2)
  C7  .038(3)  .031(3)  .034(2)  -.001(2)  .009(2)  -.002(2)
  C8  .034(3)  .031(3)  .046(3)  .001(2)  .016(2)  .000(2)
  C9  .026(2)  .023(2)  .033(2)  -.001(2)  .0051(18)  .000(2)
  C10  .034(2)  .022(2)  .035(2)  -.001(2)  .0077(19)  .000(2)
  O11  .0347(18)  .0295(19)  .0401(18)  -.0083(16)  .0174(15)  -.0056(16)
  C11  .034(2)  .034(3)  .045(3)  -.013(2)  .022(2)  -.011(2)
  C12  .031(2)  .026(2)  .042(3)  -.004(2)  .018(2)  -.004(2)
  O12  .042(2)  .0281(19)  .053(2)  -.0109(16)  .0280(17)  -.0083(17)
  N13  .034(2)  .027(2)  .0289(19)  -.0050(18)  .0088(16)  .0026(17)
  C13  .033(2)  .022(2)  .034(2)  -.002(2)  .0125(19)  .0003(19)
  C14  .033(3)  .034(3)  .042(3)  .001(2)  .003(2)  .001(2)
  S15  .0432(8)  .0378(8)  .0632(9)  .0111(7)  .0034(7)  -.0015(7)
  C16  .079(5)  .043(4)  .060(4)  .006(4)  .005(4)  .013(3)
  C17  .037(3)  .023(2)  .035(2)  -.005(2)  .007(2)  .002(2)
  O17  .053(2)  .0247(19)  .052(2)  -.0087(18)  .0136(19)  .0083(18)
  N18  .037(2)  .0164(18)  .040(2)  .0005(17)  .0062(17)  .0039(17)
  C18  .036(3)  .020(2)  .045(3)  -.002(2)  -.002(2)  .003(2)
  C19  .031(6)  .030(6)  .040(7)  .003(5)  -.008(5)  -.014(6)
  C20  .023(6)  .036(8)  .050(7)  .005(6)  .003(4)  -.003(7)
  C21  .030(7)  .046(12)  .048(8)  -.006(11)  -.004(6)  -.015(11)
  C22  .038(7)  .066(10)  .074(10)  .005(7)  -.002(7)  -.035(9)
  C23  .037(6)  .093(13)  .043(7)  .016(7)  -.003(5)  -.030(8)
  C24  .031(6)  .088(12)  .042(6)  .007(7)  .006(5)  -.019(7)
  C25  .034(6)  .068(9)  .038(6)  .011(6)  .004(4)  -.004(6)
  C26  .028(2)  .023(2)  .042(3)  .004(2)  .017(2)  .007(2)
  O26  .061(3)  .046(3)  .061(3)  .034(2)  .044(2)  .032(2)
  C27  .030(2)  .023(2)  .035(2)  .0024(19)  .0119(18)  .000(2)
  O27  .0364(19)  .0289(19)  .047(2)  .0151(16)  .0217(17)  .0110(17)
  N28  .0277(19)  .0175(19)  .042(2)  .0017(16)  .0149(17)  .0018(17)
  C28  .030(2)  .014(2)  .040(2)  .0020(18)  .0077(19)  -.0002(19)
  C29  .043(3)  .024(2)  .053(3)  -.003(2)  .015(2)  .006(2)
  S30  .0321(7)  .0322(8)  .0660(10)  -.0076(5)  .0113(6)  .0108(7)
  C31  .029(2)  .028(3)  .053(3)  .000(2)  .017(2)  .006(2)
  C32  .035(3)  .020(2)  .041(3)  .002(2)  .012(2)  .004(2)
  O32  .0364(19)  .0243(18)  .052(2)  -.0006(16)  .0112(17)  -.0104(17)
  N33  .036(2)  .021(2)  .041(2)  .0022(18)  .0002(18)  -.0033(18)
  C33  .039(3)  .032(3)  .061(4)  .007(2)  -.010(3)  -.014(3)
  C34  .040(3)  .065(5)  .061(4)  -.011(3)  .018(3)  -.023(4)
  C35  .051(4)  .072(6)  .178(11)  .024(4)  -.043(6)  -.078(7)
  C36  .090(6)  .047(4)  .065(4)  -.014(4)  -.030(4)  .019(4)
  C19'  .037(6)  .012(5)  .049(8)  .005(4)  -.005(5)  .001(5)
  C20'  .035(5)  .024(5)  .057(7)  .008(4)  -.001(5)  .009(5)
  C25'  .029(8)  .033(11)  .080(12)  .001(11)  -.007(7)  -.002(13)
  C24'  .043(9)  .084(15)  .072(12)  .034(11)  -.004(9)  -.004(12)
  C23'  .060(9)  .022(6)  .106(12)  .002(6)  -.033(9)  .013(7)
  C22'  .064(8)  .049(8)  .042(6)  -.002(7)  -.010(6)  .005(6)
  C21'  .052(7)  .034(6)  .050(6)  -.007(6)  -.016(5)  .011(6)
  O61  .026(5)  .091(11)  .045(6)  .004(6)  .015(5)  .007(7)
  O62  .025(9)  .084(18)  .048(11)  .003(11)  .017(8)  .003(12)
  O63  .027(7)  .043(10)  .035(8)  .001(7)  .011(6)  -.015(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  N1 C8 . 1.318(8) ?
  N1 C2 . 1.369(8) ?
  C2 C3 . 1.371(7) ?
  C3 C9 . 1.412(7) ?
  C4 C5 . 1.369(8) ?
  C4 O11 . 1.389(6) ?
  C4 C9 . 1.414(7) ?
  C5 C6 . 1.429(8) ?
  C6 C7 . 1.351(7) ?
  C7 C10 . 1.416(8) ?
  C8 C10 . 1.403(7) ?
  C9 C10 . 1.432(7) ?
  O11 C11 . 1.426(6) ?
  C11 C12 . 1.511(7) ?
  C12 O12 . 1.230(6) ?
  C12 N13 . 1.348(7) ?
  N13 C13 . 1.462(7) ?
  C13 C17 . 1.524(7) ?
  C13 C14 . 1.531(7) ?
  C14 S15 . 1.817(6) ?
  S15 C16 . 1.794(8) ?
  C17 O17 . 1.238(7) ?
  C17 N18 . 1.347(7) ?
  N18 C18 . 1.478(7) ?
  C18 C19 . 1.484(13) ?
  C18 C26 . 1.529(7) ?
  C18 C19' . 1.642(14) ?
  C19 C20 . 1.53(2) ?
  C20 C25 . 1.372(17) ?
  C20 C21 . 1.37(3) ?
  C21 C22 . 1.43(3) ?
  C22 C23 . 1.38(3) ?
  C23 C24 . 1.33(3) ?
  C24 C25 . 1.416(14) ?
  C26 O26 . 1.412(6) ?
  C26 C27 . 1.535(7) ?
  C27 O27 . 1.240(6) ?
  C27 N28 . 1.341(6) ?
  N28 C31 . 1.465(6) ?
  N28 C28 . 1.468(6) ?
  C28 C32 . 1.535(7) ?
  C28 C29 . 1.535(7) ?
  C29 S30 . 1.822(6) ?
  S30 C31 . 1.817(6) ?
  C32 O32 . 1.230(7) ?
  C32 N33 . 1.346(7) ?
  N33 C33 . 1.485(7) ?
  C33 C34 . 1.514(10) ?
  C33 C36 . 1.530(12) ?
  C33 C35 . 1.531(10) ?
  C19' C20' . 1.528(18) ?
  C20' C25' . 1.39(3) ?
  C20' C21' . 1.406(18) ?
  C25' C24' . 1.43(3) ?
  C24' C23' . 1.36(3) ?
  C23' C22' . 1.35(2) ?
  C22' C21' . 1.38(2) ?
  O61 O62 2_546 1.82(3) ?
  O62 O61 2_556 1.82(3) ?
  C2 H2 .  .930(6) ?
  C3 H3 .  .930(5) ?
  C5 H5 .  .930(6) ?
  C6 H6 .  .930(6) ?
  C7 H7 .  .930(5) ?
  C8 H8 .  .929(6) ?
  C11 H11 .  .971(5) ?
  C11 H12 .  .970(5) ?
  N13 H13 .  .860(4) ?
  C13 H14 .  .980(6) ?
  C14 H15 .  .970(6) ?
  C14 H16 .  .970(6) ?
  C16 H17 .  .960(8) ?
  C16 H18 .  .960(8) ?
  C16 H19 .  .960(8) ?
  N18 H20 .  .860(5) ?
  C18 H21 .  .979(6) ?
  C19 H22 .  .970(14) ?
  C19 H23 .  .970(15) ?
  C21 H24 .  .93(2) ?
  C22 H25 .  .930(18) ?
  C23 H26 .  .929(16) ?
  C24 H27 .  .931(16) ?
  C25 H28 .  .930(5) ?
  C26 H29 .  .980(4) ?
  O26 H30 .  .756(5) ?
  C28 H31 .  .980(5) ?
  C29 H32 .  .970(5) ?
  C29 H33 .  .970(6) ?
  C31 H34 .  .971(6) ?
  C31 H35 .  .970(6) ?
  N33 H36 .  .860(4) ?
  C34 H37 .  .961(8) ?
  C34 H38 .  .959(8) ?
  C34 H39 .  .960(6) ?
  C35 H41 .  .959(15) ?
  C35 H42 .  .960(9) ?
  C35 H43 .  .960(11) ?
  C36 H44 .  .960(10) ?
  C36 H45 .  .960(10) ?
  C36 H46 .  .960(10) ?
  C19' H23' .  .970(17) ?
  C19' H22' .  .970(12) ?
  C25' H28' .  .93(2) ?
  C24' H27' .  .93(3) ?
  C23' H26' .  .930(14) ?
  C22' H25' .  .929(16) ?
  C21' H24' .  .931(13) ?
  O61 H62 .  .830(17) ?
  O61 H61 .  .892(12) ?
  O62 H63 .  .87(2)  ?
  O62 H64 .  .87(2) ?
  O63 H65 .  .863(18) ?
  O63 H66 .  .771(17) ?