#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007013.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_2007013
_journal_name_full  'Acta Crystallographica'
_journal_year  1998
_journal_volume  C54
_journal_page_first  273
_journal_page_last  274
_publ_section_title
;
Methanol-Water Solvate of N-(1-Adamantyl)acetamide
;
loop_
_publ_author_name
  'Kashino, Setsuo'
  'Tateno, Shuichi'
  'Hamada, Noritaka'
  'Haisa, Masao'
_chemical_formula_moiety  '3(C12 H19 N O),(C H4 O),(O H2)'
_chemical_formula_sum  'C37 H63 N3 O5'
_chemical_formula_iupac  '3C12 H19 N O , C H4 O , H2 O'
_chemical_formula_weight  629.9
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '-x,-y,-z'
_cell_length_a  14.622(2)
_cell_length_b  17.901(3)
_cell_length_c  6.9080(10)
_cell_angle_alpha  92.430(10)
_cell_angle_beta  90.880(10)
_cell_angle_gamma  92.350(10)
_cell_volume  1804.8(5)
_cell_formula_units_Z  2
_cell_measurement_temperature  295
_exptl_crystal_density_diffrn  1.159
_exptl_crystal_density_meas  1.15
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_type_symbol
  O1W  .5201(2)  .2905(2)  .3113(5)  .056(2) Uani O
  O1M  .5214(2)  .6886(2)  .2933(4)  .055(2) Uani O
  C1M  .4354(4)  .6927(3)  .1985(8)  .082(4) Uani C
  O1A  .5942(2)  .5553(2)  .2466(4)  .052(2) Uani O
  N1A  .6188(2)  .4318(2)  .2532(5)  .041(2) Uani N
  C1A  .7193(2)  .4353(2)  .2542(5)  .035(2) Uani C
  C2A  .7557(3)  .4749(3)  .0757(6)  .042(3) Uani C
  C3A  .8602(3)  .4748(2)  .0767(6)  .049(3) Uani C
  C4A  .8913(3)  .3948(2)  .0702(6)  .056(3) Uani C
  C5A  .8559(3)  .3555(2)  .2459(7)  .052(3) Uani C
  C6A  .8933(3)  .3960(3)  .4310(7)  .062(3) Uani C
  C7A  .8626(3)  .4758(3)  .4373(6)  .054(3) Uani C
  C8A  .7583(3)  .4760(3)  .4383(7)  .048(3) Uani C
  C9A  .7514(3)  .3554(2)  .2452(6)  .049(3) Uani C
  C10A  .8967(3)  .5167(2)  .2609(7)  .056(3) Uani C
  C11A  .5643(3)  .4898(2)  .2512(5)  .038(3) Uani C
  C12A  .4639(3)  .4706(2)  .2542(6)  .052(3) Uani C
  O1B  .6975(2)  .9258(2)  .1716(4)  .065(2) Uani O
  N1B  .6547(2)  .8033(2)  .1393(5)  .043(2) Uani N
  C1B  .7199(2)  .7789(2)  -.0104(5)  .035(2) Uani C
  C2B  .8181(3)  .7900(3)  .0612(6)  .058(3) Uani C
  C3B  .8819(3)  .7597(3)  -.0940(8)  .068(4) Uani C
  C4B  .8603(3)  .6768(3)  -.1374(7)  .067(4) Uani C
  C5B  .7632(3)  .6661(2)  -.2087(7)  .054(3) Uani C
  C6B  .7498(3)  .7070(3)  -.3927(6)  .065(3) Uani C
  C7B  .7703(3)  .7901(3)  -.3486(6)  .063(3) Uani C
  C8B  .7055(4)  .8201(3)  -.1974(7)  .053(3) Uani C
  C9B  .6987(3)  .6956(2)  -.0541(6)  .050(3) Uani C
  C10B  .8687(4)  .8025(3)  -.2780(8)  .077(4) Uani C
  C11B  .6473(3)  .8720(2)  .2146(6)  .047(3) Uani C
  C12B  .5737(3)  .8813(2)  .3609(6)  .060(3) Uani C
  O1C  .6320(2)  .1791(2)  .3886(5)  .076(2) Uani O
  N1C  .7032(2)  .0695(2)  .3768(5)  .044(2) Uani N
  C1C  .7711(3)  .0879(2)  .5311(6)  .043(3) Uani C
  C2C  .8320(3)  .0206(2)  .5473(6)  .056(3) Uani C
  C3C  .9044(3)  .0359(3)  .7079(7)  .066(4) Uani C
  C4C  .8576(4)  .0501(3)  .8992(8)  .085(4) Uani C
  C5C  .7981(3)  .1174(3)  .8847(7)  .076(4) Uani C
  C6C  .8561(4)  .1868(3)  .8371(8)  .082(3) Uani C
  C7C  .9045(3)  .1708(3)  .6463(8)  .067(3) Uani C
  C8C  .8329(4)  .1552(3)  .4849(8)  .060(3) Uani C
  C9C  .7257(3)  .1018(3)  .7265(6)  .060(4) Uani C
  C10C  .9636(3)  .1046(3)  .6612(7)  .072(4) Uani C
  C11C  .6392(3)  .1152(3)  .3197(6)  .052(3) Uani C
  C12C  .5756(3)  .0846(3)  .1620(7)  .071(3) Uani C
  H1OM  .541(3)  .642(2)  .264(6)  .080(10)
  Uiso H
  H1M  .394  .647  .246  .08 Uiso H
  H2M  .411  .729  .252  .08 Uiso H
  H3M  .439  .682  .080  .08 Uiso H
  H1W  .499(3)  .299(2)  .437(7)  .070(10)
  Uiso H
  H2W  .561(3)  .250(3)  .315(7)  .090(10)
  Uiso H
  H1NA  .593(2)  .386(2)  .261(5)  .050(10)
  Uiso H
  H3A  .879  .498  -.031  .05 Uiso H
  H5A  .873  .302  .240  .05 Uiso H
  H7A  .885  .501  .557  .05 Uiso H
  H21A  .730(2)  .449(2)  -.042(5)  .040(10)
  Uiso H
  H22A  .734(3)  .522(2)  .076(6)  .060(10)
  Uiso H
  H41A  .868  .368  -.048  .06 Uiso H
  H42A  .958  .396  .069  .06 Uiso H
  H61A  .873  .371  .546  .06 Uiso H
  H62A  .958  .395  .430  .06 Uiso H
  H81A  .736(2)  .447(2)  .557(5)  .050(10)
  Uiso H
  H82A  .735(2)  .521(2)  .443(5)  .040(10)
  Uiso H
  H91A  .728  .330  .128  .05 Uiso H
  H92A  .726  .329  .346  .05 Uiso H
  H101A  .966  .515  .264  .06 Uiso H
  H102A  .880  .571  .267  .06 Uiso H
  H121A  .445  .426  .335  .05 Uiso H
  H122A  .430  .512  .316  .05 Uiso H
  H123A  .441  .474  .147  .05 Uiso H
  H1NB  .621(3)  .767(2)  .177(6)  .060(10)
  Uiso H
  H3B  .942  .765  -.041  .07 Uiso H
  H5B  .746  .614  -.239  .06 Uiso H
  H7B  .761  .811  -.454  .06 Uiso H
  H21B  .827(2)  .843(2)  .094(5)  .050(10)
  Uiso H
  H22B  .824(3)  .765(2)  .173(6)  .050(10)
  Uiso H
  H41B  .868  .650  -.008  .07 Uiso H
  H42B  .904  .657  -.239  .07 Uiso H
  H61B  .792  .690  -.486  .06 Uiso H
  H62B  .680  .699  -.443  .06 Uiso H
  H81B  .720(3)  .870(2)  -.171(6)  .060(10)
  Uiso H
  H82B  .641(3)  .811(2)  -.242(6)  .070(10)
  Uiso H
  H91B  .706  .670  .076  .05 Uiso H
  H92B  .639  .692  -.092  .05 Uiso H
  H101B  .907  .783  -.380  .08 Uiso H
  H102B  .880  .854  -.255  .08 Uiso H
  H121B  .592  .915  .454  .06 Uiso H
  H122B  .520  .906  .300  .06 Uiso H
  H123B  .538  .836  .391  .06 Uiso H
  H1NC  .702(3)  .024(2)  .316(6)  .060(10)
  Uiso H
  H3C  .941  -.010  .714  .07 Uiso H
  H5C  .766  .130 1.008  .08 Uiso H
  H7C  .944  .220  .616  .07 Uiso H
  H21C  .790  -.022  .587  .06 Uiso H
  H22C  .858  .009  .424  .06 Uiso H
  H41C  .809  .005  .921  .08 Uiso H
  H42C  .899  .062  .985  .08 Uiso H
  H61C  .813  .233  .815  .08 Uiso H
  H62C  .904  .198  .932  .08 Uiso H
  H81C  .858(3)  .144(2)  .345(7)  .090(10)
  Uiso H
  H82C  .797(2)  .197(2)  .454(5)  .050(10)
  Uiso H
  H91C  .691(3)  .058(2)  .762(5)  .050(10)
  Uiso H
  H92C  .685(3)  .144(2)  .707(6)  .060(10)
  Uiso H
  H101C 1.008  .115  .774  .07 Uiso H
  H102C  .995  .095  .540  .07 Uiso H
  H121C  .597  .037  .103  .07 Uiso H
  H122C  .520  .075  .208  .07 Uiso H
  H123C  .567  .121  .069  .07 Uiso 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
_atom_site_aniso_type_symbol
  O1W  .050(2)  .056(2)  .062(2)  .009(2)  .003(2)  .010(2) O
  O1M  .053(2)  .048(2)  .065(2)  .008(2)  .006(2)  -.003(2) O
  C1M  .087(4)  .079(4)  .078(4)  .016(3)  -.004(3)  -.017(3) C
  O1A  .047(2)  .039(2)  .068(2)  .0080(10)
  .0080(10)
  .0040(10)
  O
  N1A  .036(2)  .034(2)  .052(2)  .000(2)  .002(2)  .004(2) N
  C1A  .032(2)  .037(2)  .036(2)  .002(2)  .003(2)  .001(2) C
  C2A  .042(3)  .043(3)  .041(3)  .006(2)  .000(2)  .002(2) C
  C3A  .045(3)  .056(3)  .047(3)  .001(2)  .008(2)  .014(2) C
  C4A  .044(3)  .064(3)  .061(3)  .012(2)  .005(2)  -.002(2) C
  C5A  .044(3)  .046(3)  .066(3)  .013(2)  .008(2)  .004(2) C
  C6A  .040(3)  .084(4)  .062(3)  .010(2)  -.001(2)  .016(3) C
  C7A  .044(3)  .070(3)  .047(3)  .001(2)  -.011(2)  -.012(2) C
  C8A  .052(3)  .051(3)  .042(3)  .011(2)  .002(2)  -.002(2) C
  C9A  .049(3)  .043(3)  .055(3)  .004(2)  .001(2)  .005(2) C
  C10A  .037(3)  .055(3)  .074(3)  -.003(2)  .001(2)  .000(3) C
  C11A  .043(3)  .041(3)  .029(2)  .002(2)  .002(2)  .000(2) C
  C12A  .036(3)  .068(3)  .052(3)  .009(2)  .002(2)  .013(2) C
  O1B  .079(2)  .042(2)  .072(2)  -.012(2)  .022(2)  -.013(2) O
  N1B  .052(2)  .034(2)  .044(2)  -.005(2)  .011(2)  -.004(2) N
  C1B  .036(2)  .031(2)  .038(2)  -.003(2)  .003(2)  -.001(2) C
  C2B  .049(3)  .071(4)  .055(4)  .003(3)  -.005(3)  -.007(3) C
  C3B  .033(3)  .092(4)  .079(4)  .000(2)  .002(2)  -.007(3) C
  C4B  .071(4)  .074(4)  .062(3)  .032(3)  .015(3)  .013(3) C
  C5B  .066(3)  .037(3)  .062(3)  .007(2)  .017(3)  -.006(2) C
  C6B  .075(3)  .073(3)  .046(3)  .010(3)  .005(3)  -.011(3) C
  C7B  .082(4)  .063(3)  .045(3)  .017(3)  .012(3)  .016(2) C
  C8B  .069(4)  .048(3)  .045(3)  .009(3)  .006(3)  .005(2) C
  C9B  .053(3)  .037(2)  .059(3)  .001(2)  .009(2)  -.002(2) C
  C10B  .082(4)  .061(3)  .090(4)  -.012(3)  .048(3)  -.003(3) C
  C11B  .051(3)  .042(3)  .045(3)  .001(2)  -.002(2)  -.006(2) C
  C12B  .070(3)  .050(3)  .059(3)  .002(2)  .018(3)  -.011(2) C
  O1C  .086(2)  .053(2)  .090(3)  .027(2)  -.003(2)  -.009(2) O
  N1C  .055(2)  .037(2)  .043(2)  .006(2)  .002(2)  -.006(2) N
  C1C  .052(3)  .033(2)  .042(3)  .002(2)  .004(2)  .000(2) C
  C2C  .064(3)  .043(3)  .061(3)  .001(2)  .002(2)  .003(2) C
  C3C  .068(3)  .058(3)  .073(4)  .008(3)  -.012(3)  -.003(3) C
  C4C  .080(4)  .109(5)  .061(4)  -.022(3)  -.016(3)  .015(3) C
  C5C  .063(3)  .121(5)  .041(3)  -.010(3)  .010(3)  -.021(3) C
  C6C  .067(4)  .081(4)  .097(4)  .004(3)  -.013(3)  -.042(3) C
  C7C  .056(3)  .052(3)  .092(4)  -.017(2)  .005(3)  -.007(3) C
  C8C  .068(3)  .039(3)  .071(4)  -.001(2)  .012(3)  .011(3) C
  C9C  .057(3)  .072(3)  .051(3)  -.003(2)  .014(2)  -.002(2) C
  C10C  .057(3)  .086(4)  .070(4)  -.008(3)  .008(3)  -.014(3) C
  C11C  .058(3)  .053(3)  .047(3)  .009(2)  .007(2)  .002(2) C
  C12C  .069(3)  .081(4)  .061(3)  .017(3)  -.001(3)  .005(3) C
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
  O1M C1M . . 1.414(6) no
  O1A C11A . . 1.237(4) no
  N1A C1A . . 1.469(5) no
  N1A C11A . . 1.335(5) no
  C1A C2A . . 1.539(5) no
  C1A C8A . . 1.529(5) no
  C1A C9A . . 1.524(5) no
  C2A C3A . . 1.527(5) no
  C3A C4A . . 1.520(5) no
  C3A C10A . . 1.527(6) no
  C4A C5A . . 1.516(6) no
  C5A C6A . . 1.525(6) no
  C5A C9A . . 1.528(5) no
  C6A C7A . . 1.515(6) no
  C7A C8A . . 1.525(6) no
  C7A C10A . . 1.528(6) no
  C11A C12A . . 1.494(5) no
  O1B C11B . . 1.236(4) no
  N1B C1B . . 1.481(5) no
  N1B C11B . . 1.323(5) no
  C1B C2B . . 1.513(6) no
  C1B C8B . . 1.531(6) no
  C1B C9B . . 1.527(5) no
  C2B C3B . . 1.529(6) no
  C3B C4B . . 1.521(7) no
  C3B C10B . . 1.525(7) no
  C4B C5B . . 1.499(6) no
  C5B C6B . . 1.507(6) no
  C5B C9B . . 1.527(5) no
  C6B C7B . . 1.522(6) no
  C7B C8B . . 1.517(6) no
  C7B C10B . . 1.516(7) no
  C11B C12B . . 1.497(6) no
  O1C C11C . . 1.230(5) no
  N1C C1C . . 1.463(5) no
  N1C C11C . . 1.335(5) no
  C1C C2C . . 1.535(6) no
  C1C C8C . . 1.524(6) no
  C1C C9C . . 1.529(5) no
  C2C C3C . . 1.530(6) no
  C3C C4C . . 1.515(7) no
  C3C C10C . . 1.524(6) no
  C4C C5C . . 1.521(7) no
  C5C C6C . . 1.525(7) no
  C5C C9C . . 1.520(7) no
  C6C C7C . . 1.528(7) no
  C7C C8C . . 1.527(7) no
  C7C C10C . . 1.501(6) no
  C11C C12C . . 1.492(6) no
  O1W H1W . .  .94(4) no
  O1W H2W . .  .96(5) no
  O1M H1OM . .  .91(4) no
  C1M H1M . . 1.07 no
  C1M H2M . .  .83 no
  C1M H3M . .  .84 no
  N1A H1NA . .  .89(4) no
  C2A H21A . .  .98(3) no
  C2A H22A . .  .90(4) no
  C3A H3A . .  .91 no
  C4A H41A . .  .98 no
  C4A H42A . .  .97 no
  C5A H5A . . 1.00 no
  C6A H61A . .  .97 no
  C6A H62A . .  .95 no
  C7A H7A . .  .97 no
  C8A H81A . . 1.04(4) no
  C8A H82A . .  .89(3) no
  C9A H91A . .  .97 no
  C9A H92A . .  .94 no
  C10A H101A . . 1.01 no
  C10A H102A . . 1.02 no
  C12A H121A . . 1.03 no
  C12A H122A . .  .99 no
  C12A H123A . .  .81 no
  N1B H1NB . .  .85(4) no
  C2B H21B . .  .97(3) no
  C2B H22B . .  .92(4) no
  C3B H3B . .  .95 no
  C4B H41B . . 1.04 no
  C4B H42B . . 1.02 no
  C5B H5B . .  .97 no
  C6B H61B . .  .95 no
  C6B H62B . . 1.07 no
  C7B H7B . .  .84 no
  C8B H81B . .  .92(4) no
  C8B H82B . .  .99(4) no
  C9B H91B . . 1.04 no
  C9B H92B . .  .91 no
  C10B H101B . .  .97 no
  C10B H102B . .  .93 no
  C12B H121B . .  .89 no
  C12B H122B . . 1.02 no
  C12B H123B . .  .98 no
  N1C H1NC . .  .89(4) no
  C2C H21C . . 1.00 no
  C2C H22C . .  .96 no
  C3C H3C . .  .99 no
  C4C H41C . . 1.07 no
  C4C H42C . .  .85 no
  C5C H5C . . 1.00 no
  C6C H61C . . 1.08 no
  C7C H7C . . 1.06 no
  C8C H81C . . 1.05(4) no
  C8C H82C . .  .97(4) no
  C9C H91C . .  .96(4) no
  C9C H92C . .  .99(4) no
  C10C H101C . . 1.02 no
  C10C H102C . .  .98 no
  C12C H121C . .  .99 no
  C12C H122C . .  .90 no
  C12C H123C . .  .95 no