#------------------------------------------------------------------------------
#$Date: 2009-11-18 16:56:34 +0200 (Wed, 18 Nov 2009) $
#$Revision: 858 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2010621.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_2010621
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  193
_journal_page_last  196
_publ_section_title
;
Structural analysis of pyrrolidinones
;
loop_
_publ_author_name
  'Camus, Fabrice'
  'Norberg, Bernadette'
  'Legrand, Anne'
  'Rigo, Benoit'
  'Durant, Fran\,cois'
  'Wouters, Johan'
_chemical_formula_sum            'C28 H30 N O8'
_[local]_cod_chemical_formula_sum_orig 'C26 H27 N O6 ,0.5(C4 H6 O4) '
_chemical_formula_weight  508.55
_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  9.1900(10)
_cell_length_b  11.3330(10)
_cell_length_c  14.7560(10)
_cell_angle_alpha  89.292(7)
_cell_angle_beta  73.923(5)
_cell_angle_gamma  66.722(7)
_cell_volume  1348.3(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.253
_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_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
  C1  .5886(2)  .27411(15)  .31654(11)  .0386(4) Uani d . 1 . . C
  H1  .6833  .2977  .2942  .046 Uiso calc R 1 . . H
  C2  .6384(2)  .16590(15)  .37973(11)  .0384(4) Uani d . 1 . . C
  C3  .7774(2)  .05361(16)  .33777(12)  .0453(4) Uani d . 1 . . C
  H3  .8319  .0448  .2733  .054 Uiso calc R 1 . . H
  C4  .8348(2)  -.04567(16)  .39234(13)  .0464(4) Uani d . 1 . . C
  C5  .7514(2)  -.03328(16)  .48855(13)  .0440(4) Uani d . 1 . . C
  C6  .6137(2)  .07988(16)  .52988(12)  .0435(4) Uani d . 1 . . C
  C7  .5564(2)  .18019(15)  .47546(12)  .0411(4) Uani d . 1 . . C
  H7  .4641  .2558  .5034  .049 Uiso calc R 1 . . H
  C8  .5602(2)  .23088(16)  .22820(12)  .0432(4) Uani d . 1 . . C
  C9  .4870(3)  .14584(19)  .23293(14)  .0536(5) Uani d . 1 . . C
  H9  .4585  .1124  .2898  .064 Uiso calc R 1 . . H
  C10  .4543(3)  .1082(3)  .15245(19)  .0739(7) Uani d . 1 . . C
  H10  .4026  .0516  .1566  .089 Uiso calc R 1 . . H
  C11  .4990(4)  .1553(3)  .06841(18)  .0847(9) Uani d . 1 . . C
  H11  .4784  .1292  .0155  .102 Uiso calc R 1 . . H
  C12  .5748(3)  .2419(2)  .06010(14)  .0714(7) Uani d . 1 . . C
  C13  .6047(2)  .28285(19)  .14108(13)  .0535(5) Uani d . 1 . . C
  C14  .6742(3)  .3758(2)  .13209(17)  .0685(6) Uani d . 1 . . C
  H14  .6921  .4061  .1845  .082 Uiso calc R 1 . . H
  C15  .7151(4)  .4208(3)  .0464(2)  .0955(10) Uani d . 1 . . C
  H15  .7609  .4814  .0415  .115 Uiso calc R 1 . . H
  C16  .6898(5)  .3785(4)  -.0332(2)  .1068(13) Uani d . 1 . . C
  H16  .7199  .4097  -.0909  .128 Uiso calc R 1 . . H
  C17  .6215(4)  .2921(4)  -.02692(17)  .1017(12) Uani d . 1 . . C
  H17  .6045  .2645  -.0807  .122 Uiso calc R 1 . . H
  N18  .44802(16)  .39130(12)  .36730(10)  .0380(3) Uani d . 1 . . N
  C19  .4669(2)  .49951(16)  .38944(13)  .0440(4) Uani d . 1 . . C
  C20  .2972(2)  .60317(17)  .43823(15)  .0524(5) Uani d . 1 . . C
  H20A  .2976  .6454  .4949  .063 Uiso calc R 1 . . H
  H20B  .2614  .6677  .3961  .063 Uiso calc R 1 . . H
  C21  .1859(2)  .53162(19)  .46303(13)  .0510(4) Uani d . 1 . . C
  H21A  .0766  .5840  .4576  .061 Uiso calc R 1 . . H
  H21B  .1750  .5075  .5271  .061 Uiso calc R 1 . . H
  C22  .27548(19)  .41026(15)  .38917(11)  .0395(4) Uani d . 1 . . C
  H22  .2586  .3356  .4162  .047 Uiso calc R 1 . . H
  O23  .9706(2)  -.15873(13)  .35836(11)  .0663(4) Uani d . 1 . . O
  C24 1.0636(4)  -.1725(2)  .26162(18)  .0843(8) Uani d . 1 . . C
  H24A  .9971  -.1736  .2219  .126 Uiso calc R 1 . . H
  H24B 1.1611  -.2520  .2477  .126 Uiso calc R 1 . . H
  H24C 1.0954  -.1013  .2499  .126 Uiso calc R 1 . . H
  O25  .80486(18)  -.13426(12)  .54138(10)  .0532(4) Uani d . 1 . . O
  C26  .9158(3)  -.1240(2)  .58771(18)  .0651(6) Uani d . 1 . . C
  H26A 1.0108  -.1211  .5415  .098 Uiso calc R 1 . . H
  H26B  .9508  -.1976  .6220  .098 Uiso calc R 1 . . H
  H26C  .8612  -.0465  .6311  .098 Uiso calc R 1 . . H
  O27  .54268(19)  .08387(14)  .62471(9)  .0602(4) Uani d . 1 . . O
  C28  .3996(3)  .1962(2)  .67110(16)  .0715(7) Uani d . 1 . . C
  H28A  .4278  .2695  .6676  .107 Uiso calc R 1 . . H
  H28B  .3592  .1846  .7364  .107 Uiso calc R 1 . . H
  H28C  .3152  .2104  .6407  .107 Uiso calc R 1 . . H
  O29  .60001(17)  .50816(13)  .37215(11)  .0587(4) Uani d . 1 . . O
  C30  .2108(2)  .44251(16)  .30357(12)  .0430(4) Uani d . 1 . . C
  O31  .09221(19)  .40095(18)  .30890(11)  .0663(4) Uani d . 1 . . O
  C32  .0102(4)  .4348(5)  .2364(2)  .1062(12) Uani d . 1 . . C
  H32A  -.0313  .5266  .2342  .159 Uiso calc R 1 . . H
  H32B  -.0803  .4086  .2506  .159 Uiso calc R 1 . . H
  H32C  .0875  .3918  .1761  .159 Uiso calc R 1 . . H
  O33  .25318(18)  .50323(14)  .24303(10)  .0582(4) Uani d . 1 . . O
  O41  .9701(4)  .9573(3)  .0268(2)  .133 Uani d . 1 . . O
  O42  .9245(6)  .9144(5)  -.0945(4)  .193 Uani d . 1 . . O
  C43  .9221(8)  .8998(7)  -.0188(6)  .168 Uani d . 1 . . C
  C44  .8624(11)  .8072(9)  .0284(6)  .219 Uani d . 1 . . C
  H44A  .8314  .7662  -.0150  .329 Uiso calc R 1 . . H
  H44B  .7678  .8513  .0823  .329 Uiso calc R 1 . . H
  H44C  .9487  .7431  .0490  .329 Uiso calc R 1 . . 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
  C1  .0405(8)  .0342(7)  .0396(8)  -.0140(6)  -.0116(6)  .0094(6)
  C2  .0441(8)  .0341(7)  .0411(8)  -.0171(6)  -.0172(6)  .0087(6)
  C3  .0509(9)  .0401(9)  .0399(8)  -.0123(7)  -.0153(7)  .0079(7)
  C4  .0522(9)  .0352(8)  .0498(9)  -.0125(7)  -.0202(8)  .0075(7)
  C5  .0553(9)  .0363(8)  .0495(9)  -.0225(7)  -.0239(8)  .0154(7)
  C6  .0544(9)  .0424(8)  .0402(8)  -.0255(7)  -.0155(7)  .0114(7)
  C7  .0465(8)  .0348(7)  .0428(8)  -.0167(6)  -.0143(7)  .0079(6)
  C8  .0430(8)  .0396(8)  .0378(8)  -.0078(6)  -.0118(6)  .0067(6)
  C9  .0606(11)  .0493(10)  .0511(10)  -.0194(8)  -.0212(8)  .0024(8)
  C10  .0823(16)  .0693(14)  .0725(15)  -.0233(12)  -.0370(12)  -.0080(11)
  C11  .0878(17)  .0887(18)  .0573(14)  -.0044(14)  -.0372(12)  -.0172(12)
  C12  .0694(13)  .0678(13)  .0390(10)  .0094(11)  -.0141(9)  -.0002(9)
  C13  .0478(9)  .0513(10)  .0385(9)  -.0009(8)  -.0074(7)  .0105(7)
  C14  .0630(12)  .0637(12)  .0592(12)  -.0151(10)  -.0054(10)  .0276(10)
  C15  .0903(19)  .0862(18)  .0724(18)  -.0173(15)  .0035(14)  .0406(15)
  C16  .111(2)  .096(2)  .0517(15)  .0014(19)  .0032(14)  .0337(15)
  C17  .104(2)  .100(2)  .0382(11)  .0164(18)  -.0125(12)  .0086(12)
  N18  .0381(7)  .0326(6)  .0439(7)  -.0143(5)  -.0133(5)  .0075(5)
  C19  .0498(9)  .0357(8)  .0511(9)  -.0190(7)  -.0200(7)  .0099(7)
  C20  .0538(10)  .0375(9)  .0635(11)  -.0137(7)  -.0207(9)  -.0005(7)
  C21  .0468(9)  .0523(10)  .0467(9)  -.0160(8)  -.0091(7)  -.0025(7)
  C22  .0401(8)  .0391(8)  .0401(8)  -.0179(6)  -.0108(6)  .0083(6)
  O23  .0728(9)  .0426(7)  .0577(8)  .0014(6)  -.0174(7)  .0098(6)
  C24  .0926(18)  .0547(12)  .0579(13)  .0090(12)  -.0083(12)  .0040(10)
  O25  .0707(8)  .0435(7)  .0599(8)  -.0291(6)  -.0331(7)  .0243(6)
  C26  .0751(14)  .0613(12)  .0736(14)  -.0292(11)  -.0429(11)  .0265(10)
  O27  .0753(9)  .0545(8)  .0426(7)  -.0242(7)  -.0091(6)  .0165(6)
  C28  .0921(17)  .0582(12)  .0500(11)  -.0320(12)  .0023(11)  .0061(9)
  O29  .0527(7)  .0494(7)  .0829(10)  -.0283(6)  -.0222(7)  .0087(7)
  C30  .0391(8)  .0430(8)  .0428(8)  -.0130(7)  -.0115(6)  .0050(7)
  O31  .0584(8)  .0976(12)  .0616(9)  -.0444(8)  -.0275(7)  .0185(8)
  C32  .0859(19)  .180(4)  .0851(19)  -.069(2)  -.0539(17)  .029(2)
  O33  .0592(8)  .0609(8)  .0523(8)  -.0214(7)  -.0186(6)  .0226(6)
  O41  .133  .133  .133  -.054  -.039  .015
  O42  .193  .193  .193  -.079  -.057  .021
  C43  .168  .168  .168  -.068  -.050  .018
  C44  .219  .219  .219  -.089  -.065  .024
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
  C1 N18 . 1.458(2) yes
  C1 C8 . 1.521(2) yes
  C1 C2 . 1.532(2) yes
  C1 H1 .  .9800 ?
  C2 C7 . 1.381(2) ?
  C2 C3 . 1.390(2) ?
  C3 C4 . 1.392(2) ?
  C3 H3 .  .9300 ?
  C4 O23 . 1.362(2) ?
  C4 C5 . 1.393(3) ?
  C5 O25 . 1.3800(19) ?
  C5 C6 . 1.388(3) ?
  C6 O27 . 1.363(2) ?
  C6 C7 . 1.398(2) ?
  C7 H7 .  .9300 ?
  C8 C9 . 1.368(3) ?
  C8 C13 . 1.431(2) ?
  C9 C10 . 1.412(3) ?
  C9 H9 .  .9300 ?
  C10 C11 . 1.366(4) ?
  C10 H10 .  .9300 ?
  C11 C12 . 1.398(4) ?
  C11 H11 .  .9300 ?
  C12 C13 . 1.419(3) ?
  C12 C17 . 1.423(4) ?
  C13 C14 . 1.420(3) ?
  C14 C15 . 1.369(3) ?
  C14 H14 .  .9300 ?
  C15 C16 . 1.384(6) ?
  C15 H15 .  .9300 ?
  C16 C17 . 1.346(6) ?
  C16 H16 .  .9300 ?
  C17 H17 .  .9300 ?
  N18 C19 . 1.360(2) yes
  N18 C22 . 1.454(2) yes
  C19 O29 . 1.221(2) ?
  C19 C20 . 1.510(2) yes
  C20 C21 . 1.510(3) yes
  C20 H20A .  .9700 ?
  C20 H20B .  .9700 ?
  C21 C22 . 1.550(2) yes
  C21 H21A .  .9700 ?
  C21 H21B .  .9700 ?
  C22 C30 . 1.521(2) ?
  C22 H22 .  .9800 ?
  O23 C24 . 1.420(3) ?
  C24 H24A .  .9600 ?
  C24 H24B .  .9600 ?
  C24 H24C .  .9600 ?
  O25 C26 . 1.415(2) ?
  C26 H26A .  .9600 ?
  C26 H26B .  .9600 ?
  C26 H26C .  .9600 ?
  O27 C28 . 1.421(3) ?
  C28 H28A .  .9600 ?
  C28 H28B .  .9600 ?
  C28 H28C .  .9600 ?
  C30 O33 . 1.195(2) ?
  C30 O31 . 1.332(2) ?
  O31 C32 . 1.437(3) ?
  C32 H32A .  .9600 ?
  C32 H32B .  .9600 ?
  C32 H32C .  .9600 ?
  O41 C43 . 1.214(7) ?
  O41 O41 2_775 1.424(6) yes
  O42 C43 . 1.123(8) ?
  C43 C44 . 1.453(10) ?
  C44 H44A .  .9600 ?
  C44 H44B .  .9600 ?
  C44 H44C .  .9600 ?