#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2200290.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_2200290 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o439 _journal_page_last o440 _publ_section_title ; N-{[2-carboxy-5-oxopyrrolidin-1-yl](p-tolyl)methyl}pyroglutamic acid ; loop_ _publ_author_name 'Camus, Fabrice' 'Norberg, Bernadette' 'Bourry, Anne' 'Rigo, Beno\^it' 'Durant, Fran\,cois' _chemical_formula_moiety 'C18 H20 N2 O6' _chemical_formula_sum 'C18 H20 N2 O6' _chemical_formula_iupac 'C18 H20 N2 O6' _chemical_formula_weight 360.36 _symmetry_cell_setting 'orthorhombic' _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 9.0770(10) _cell_length_b 11.0650(10) _cell_length_c 17.1060(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1718.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.393 _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 O4 .65292(15) -.07332(10) .31666(7) .0417(3) Uani d . 1 . . O O1 1.02055(14) .02901(12) .23901(7) .0456(3) Uani d . 1 . . O O6 .73025(15) .41152(11) .23706(8) .0442(3) Uani d . 1 . . O O5 .83230(17) .27203(13) .31446(9) .0571(4) Uani d . 1 . . O O3 .83223(16) .18354(12) -.04648(7) .0452(3) Uani d . 1 . . O O2 1.00349(16) .06747(13) .00935(7) .0525(4) Uani d . 1 . . O N15 .65467(15) .09593(11) .24057(7) .0308(3) Uani d . 1 . . N N9 .86115(15) .11939(12) .15461(7) .0300(3) Uani d . 1 . . N C5 .63993(18) .00644(14) .10766(9) .0310(3) Uani d . 1 . . C C10 .99349(18) .10759(15) .19085(9) .0340(3) Uani d . 1 . . C C14 .90850(19) .14268(15) .01317(9) .0333(3) Uani d . 1 . . C C20 .7383(2) .30329(16) .26952(10) .0362(4) Uani d . 1 . . C C19 .61078(18) .22276(15) .24416(10) .0337(4) Uani d . 1 . . C C13 .86715(19) .20578(15) .08980(9) .0312(3) Uani d . 1 . . C C12 .9975(2) .28767(16) .11357(10) .0378(4) Uani d . 1 . . C C2 .4604(2) -.08132(17) -.01366(11) .0430(4) Uani d . 1 . . C C16 .61977(18) .03318(15) .30564(9) .0336(4) Uani d . 1 . . C C6 .4916(2) .03643(16) .10346(11) .0396(4) Uani d . 1 . . C C8 .73798(17) .04173(15) .17618(9) .0295(3) Uani d . 1 . . C C17 .5348(2) .11439(18) .35939(11) .0427(4) Uani d . 1 . . C C11 1.0951(2) .20481(19) .16222(11) .0427(4) Uani d . 1 . . C C7 .4044(2) -.00690(19) .04351(13) .0461(4) Uani d . 1 . . C C4 .6967(2) -.06930(17) .05058(11) .0400(4) Uani d . 1 . . C C3 .6090(2) -.11197(19) -.00953(11) .0463(5) Uani d . 1 . . C C18 .4913(2) .22025(17) .30842(11) .0429(4) Uani d . 1 . . C C1 .3655(3) -.1274(2) -.07933(12) .0612(6) Uani d . 1 . . C H1A .2791 -.1652 -.0581 .092 Uiso calc R 1 . . H H1B .4200 -.1852 -.1096 .092 Uiso calc R 1 . . H H1C .3368 -.0611 -.1122 .092 Uiso calc R 1 . . H H501 .7800(19) -.0312(16) .1973(10) .027(4) Uiso d . 1 . . H H502 .449(2) .0796(19) .1425(12) .042(5) Uiso d . 1 . . H H503 .394(3) .207(2) .2831(12) .051(6) Uiso d . 1 . . H H504 .957(2) .355(2) .1456(12) .047(5) Uiso d . 1 . . H H505 .306(3) .012(2) .0440(14) .057(6) Uiso d . 1 . . H H506 .800(2) -.0943(18) .0533(11) .044(5) Uiso d . 1 . . H H507 .576(2) .2520(15) .1947(11) .030(4) Uiso d . 1 . . H H508 1.047(2) .3168(19) .0683(12) .048(6) Uiso d . 1 . . H H509 .776(2) .2496(15) .0843(11) .029(4) Uiso d . 1 . . H H510 .854(3) .146(2) -.0888(13) .052(6) Uiso d . 1 . . H H511 1.140(2) .2421(18) .2059(13) .047(6) Uiso d . 1 . . H H512 .647(3) -.1681(19) -.0488(12) .052(6) Uiso d . 1 . . H H513 1.172(3) .164(2) .1314(14) .065(7) Uiso d . 1 . . H H514 .491(3) .294(2) .3353(13) .058(6) Uiso d . 1 . . H H515 .815(3) .455(2) .2473(14) .067(7) Uiso d . 1 . . H H516 .463(3) .077(2) .3791(13) .058(7) Uiso d . 1 . . H H517 .595(3) .137(2) .4025(14) .061(7) Uiso d . 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 O4 .0551(7) .0347(6) .0352(6) .0043(6) .0087(6) .0066(5) O1 .0415(7) .0525(7) .0429(6) .0090(6) -.0066(6) .0120(6) O6 .0425(7) .0330(6) .0571(8) -.0037(6) -.0077(6) .0023(6) O5 .0598(9) .0501(8) .0615(8) -.0040(7) -.0244(8) .0071(7) O3 .0597(8) .0449(7) .0309(6) .0079(7) -.0107(6) -.0007(6) O2 .0512(7) .0657(8) .0407(7) .0206(7) -.0054(6) -.0103(6) N15 .0339(6) .0288(6) .0296(6) .0012(6) .0031(6) .0009(5) N9 .0293(6) .0331(7) .0275(6) .0010(6) -.0004(5) .0030(5) C5 .0335(8) .0279(7) .0315(7) -.0046(7) .0017(7) .0040(6) C10 .0322(8) .0407(8) .0292(7) .0048(8) -.0009(7) -.0032(7) C14 .0329(8) .0355(8) .0315(8) -.0024(7) -.0026(7) .0039(7) C20 .0401(9) .0342(8) .0343(8) .0039(7) .0019(8) -.0025(7) C19 .0365(9) .0309(8) .0338(8) .0042(7) .0004(7) -.0006(7) C13 .0301(8) .0319(8) .0316(8) .0022(7) .0011(7) .0042(7) C12 .0390(9) .0351(8) .0392(9) -.0050(8) .0043(8) -.0005(8) C2 .0478(10) .0436(9) .0376(9) -.0129(8) -.0036(8) .0032(8) C16 .0336(8) .0366(8) .0305(8) -.0007(7) .0008(7) .0002(7) C6 .0384(9) .0390(9) .0415(9) .0031(8) .0016(8) -.0050(8) C8 .0315(8) .0270(7) .0299(8) .0025(6) .0017(6) .0027(6) C17 .0430(10) .0477(11) .0376(9) .0021(9) .0099(8) -.0012(8) C11 .0348(9) .0512(11) .0421(9) -.0067(8) -.0042(8) -.0008(9) C7 .0362(9) .0505(11) .0514(10) .0012(8) -.0063(9) .0022(9) C4 .0345(9) .0400(9) .0454(9) -.0044(8) .0050(8) -.0070(8) C3 .0481(11) .0487(11) .0421(10) -.0127(9) .0067(9) -.0140(9) C18 .0396(10) .0409(9) .0483(10) .0056(8) .0088(9) -.0033(9) C1 .0625(14) .0718(14) .0493(11) -.0168(12) -.0105(11) -.0028(11) 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 O4 C16 . 1.231(2) ? O1 C10 . 1.223(2) ? O6 C20 . 1.322(2) ? O6 H515 . .92(3) ? O5 C20 . 1.199(2) ? O3 C14 . 1.313(2) ? O3 H510 . .86(2) ? O2 C14 . 1.200(2) ? N15 C16 . 1.350(2) ? N15 C19 . 1.460(2) ? N15 C8 . 1.465(2) ? N9 C10 . 1.358(2) ? N9 C8 . 1.458(2) ? N9 C13 . 1.465(2) ? C5 C4 . 1.386(2) ? C5 C6 . 1.388(2) ? C5 C8 . 1.523(2) ? C10 C11 . 1.499(3) ? C14 C13 . 1.532(2) ? C20 C19 . 1.524(2) ? C19 C18 . 1.544(2) ? C19 H507 . .959(19) ? C13 C12 . 1.545(2) ? C13 H509 . .963(19) ? C12 C11 . 1.522(3) ? C12 H504 . 1.00(2) ? C12 H508 . .95(2) ? C2 C7 . 1.376(3) ? C2 C3 . 1.393(3) ? C2 C1 . 1.505(3) ? C16 C17 . 1.499(2) ? C6 C7 . 1.382(3) ? C6 H502 . .91(2) ? C8 H501 . .963(18) ? C17 C18 . 1.513(3) ? C17 H516 . .84(3) ? C17 H517 . .95(3) ? C11 H511 . .95(2) ? C11 H513 . .99(3) ? C7 H505 . .91(2) ? C4 C3 . 1.383(3) ? C4 H506 . .98(2) ? C3 H512 . .98(2) ? C18 H503 . 1.00(2) ? C18 H514 . .94(2) ? C1 H1A . .9600 ? C1 H1B . .9600 ? C1 H1C . .9600 ?