#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006335.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_2006335
_journal_name_full  'Acta Crystallographica'
_journal_year  1997
_journal_volume  C53
_journal_page_first  933
_journal_page_last  936
_publ_section_title
;
Two 1,5-Disubstituted Proline Esters
;
loop_
_publ_author_name
 'Soave, Raffaella'
 'Roversi, Pietro'
 'Destro, Riccardo'
_chemical_formula_moiety  'C25 H31 N O5'
_chemical_formula_sum  'C25 H31 N O5'
_chemical_formula_iupac  'C25 H31 N O5'
_chemical_formula_weight  425.51
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21'
_symmetry_space_group_name_Hall  'P 2y1'
loop_
_symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y+1/2, -z'
_cell_length_a  11.7350(10)
_cell_length_b  9.6830(10)
_cell_length_c  11.9850(10)
_cell_angle_alpha  90
_cell_angle_beta  118.870(10)
_cell_angle_gamma  90
_cell_volume  1192.6(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.185
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs   .0299
_refine_ls_wR_factor_obs   .0802
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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
 O1  .95222(12)  .43128(14)  .68858(11)  .0694(3) Uani d . 1 . O
 O2  .84155(12)  .41595(12)  .79786(10)  .0610(3) Uani d . 1 . O
 O3  .57205(14)  .5460(2)  .58886(13)  .0878(4) Uani d . 1 . O
 O4  .54754(10)  .69390(13)  .72104(10)  .0617(3) Uani d . 1 . O
 O5  .91116(14)  .84569(13)  .43296(11)  .0714(4) Uani d . 1 . O
 N1  .83383(12)  .61069(13)  .69646(11)  .0496(3) Uani d . 1 . N
 C1  .8731(2)  .5133(2)  .2692(2)  .0730(5) Uani d . 1 . C
 C2  .8214(3)  .4595(2)  .1470(2)  .0918(7) Uani d . 1 . C
 C3  .7420(2)  .5395(2)  .0448(2)  .0825(6) Uani d . 1 . C
 C4  .7147(2)  .6711(2)  .0634(2)  .0810(6) Uani d . 1 . C
 C5  .7650(2)  .7243(2)  .1856(2)  .0667(5) Uani d . 1 . C
 C6  .84488(14)  .6456(2)  .28984(13)  .0501(3) Uani d . 1 . C
 C7  .90004(15)  .6998(2)  .42493(14)  .0521(4) Uani d . 1 . C
 C8  .8149(2)  .6577(2)  .48271(14)  .0567(4) Uani d . 1 . C
 C9  .8700(2)  .7044(2)  .62139(15)  .0562(4) Uani d . 1 . C
 C10A  .8536(7)  .8441(5)  .6628(6)  .0577(14) Uiso d P  .381(7) 1 C
 H10A  .8421(7)  .9133(5)  .5997(6)  .069 Uiso calc PR  .381(7) 1 H
 H10B  .9279(7)  .8689(5)  .7436(6)  .069 Uiso calc PR  .381(7) 1 H
 C10B  .7931(4)  .8395(3)  .6223(4)  .0593(9) Uiso d P  .619(7) 2 C
 H10C  .8390(4)  .9224(3)  .6212(4)  .071 Uiso calc PR  .619(7) 2 H
 H10D  .7061(4)  .8410(3)  .5498(4)  .071 Uiso calc PR  .619(7) 2 H
 C11A  .7317(6)  .8294(5)  .6755(6)  .063(2) Uiso d P  .381(7) 1 C
 H11A  .6539(6)  .8312(5)  .5929(6)  .075 Uiso calc PR  .381(7) 1 H
 H11B  .7262(6)  .9016(5)  .7288(6)  .075 Uiso calc PR  .381(7) 1 H
 C11B  .7888(3)  .8269(3)  .7472(3)  .0568(9) Uiso d P  .619(7) 2 C
 H11C  .8725(3)  .8474(3)  .8202(3)  .068 Uiso calc PR  .619(7) 2 H
 H11D  .7230(3)  .8868(3)  .7482(3)  .068 Uiso calc PR  .619(7) 2 H
 C12  .7536(2)  .6770(2)  .74326(15)  .0535(4) Uani d . 1 . C
 C13  .6145(2)  .6297(2)  .67373(13)  .0538(4) Uani d . 1 . C
 C14  .4052(2)  .6745(2)  .6674(2)  .0764(5) Uani d . 1 . C
 C15  .3827(3)  .5269(4)  .6941(3)  .1041(8) Uani d . 1 . C
 C16  .3734(3)  .7741(5)  .7453(4)  .1256(12) Uani d . 1 . C
 C17  .3354(3)  .7078(5)  .5269(3)  .1078(9) Uani d . 1 . C
 C18  .88070(15)  .4823(2)  .72366(13)  .0507(4) Uani d . 1 . C
 C19  .8852(2)  .2743(2)  .8291(2)  .0738(5) Uani d . 1 . C
 C20  .8023(2)  .2047(2)  .87495(15)  .0616(4) Uani d . 1 . C
 C21  .6696(2)  .2163(2)  .8108(2)  .0818(6) Uani d . 1 . C
 C22  .5933(3)  .1478(3)  .8517(3)  .0956(7) Uani d . 1 . C
 C23  .6502(3)  .0661(3)  .9570(3)  .0990(7) Uani d . 1 . C
 C24  .7814(3)  .0533(3) 1.0217(2)  .1012(8) Uani d . 1 . C
 C25  .8574(2)  .1214(2)  .9815(2)  .0804(6) Uani d . 1 . C
 HO5  .956(2) .868(3) .393(2) .095(7) Uiso d . 1 . H
 H1  .920(2) .452(2) .338(2) .080(6) Uiso d . 1 . H
 H2  .852(3) .359(3) .135(3) .109(8) Uiso d . 1 . H
 H3  .710(2) .501(2) -.037(2) .084(6) Uiso d . 1 . H
 H4  .659(3) .726(3) -.013(3) .111(8) Uiso d . 1 . H
 H5  .7456(17)  .824(2) .1955(17)  .065(5) Uiso d . 1 . H
 H7  .9862(17)  .6511(17)  .4744(15)  .052(4) Uiso d . 1 . H
 H81  .8067(19)  .553(2) .4747(18)  .074(5) Uiso d . 1 . H
 H82  .724(2) .6898(19)  .4262(18)  .063(5) Uiso d . 1 . H
 H9  .9656(18)  .7031(18)  .6599(15)  .055(4) Uiso d . 1 . H
 H12  .7886(16)  .650(2) .8361(18)  .064(5) Uiso d . 1 . H
 H151  .284(3) .511(4) .659(3) .129(10) Uiso d . 1 . H
 H152  .435(4) .510(4) .791(4) .148(12) Uiso d . 1 . H
 H153  .397(3) .461(3) .635(3) .101(8) Uiso d . 1 . H
 H161  .425(5) .728(4) .844(4) .172(15) Uiso d . 1 . H
 H162  .285(3) .766(3) .725(3) .117(9) Uiso d . 1 . H
 H163  .382(4) .863(4) .707(4) .154(15) Uiso d . 1 . H
 H171  .248(4) .699(3) .504(3) .137(11) Uiso d . 1 . H
 H172  .361(3) .626(3) .477(3) .115(9) Uiso d . 1 . H
 H173  .356(3) .805(4) .516(3) .138(12) Uiso d . 1 . H
 H191  .977(2) .274(2) .898(2) .085(6) Uiso d . 1 . H
 H192  .877(2) .235(2) .752(2) .088(7) Uiso d . 1 . H
 H21  .631(2) .270(3) .745(2) .097(7) Uiso d . 1 . H
 H22  .498(3) .152(3) .805(3) .119(9) Uiso d . 1 . H
 H23  .593(3) .024(3) .983(3) .121(9) Uiso d . 1 . H
 H24  .817(2) .002(3)   1.094(3) .097(7) Uiso d . 1 . H
 H25  .953(3) .114(3)   1.024(2) .108(8) 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
 O1  .0747(7)  .0839(8)  .0683(7)  .0171(6)  .0495(6)  .0040(6)
 O2  .0833(7)  .0586(6)  .0586(6)  .0107(5)  .0481(6)  .0112(5)
 O3  .0758(8)  .1118(11)  .0770(8)  -.0073(8)  .0377(7)  -.0356(8)
 O4  .0540(6)  .0803(8)  .0579(6)  .0046(5)  .0325(5)  -.0055(5)
 O5  .1024(9)  .0716(8)  .0674(7)  -.0257(7)  .0624(7)  -.0138(6)
 N1  .0602(7)  .0581(7)  .0447(6)  .0028(6)  .0365(6)  .0053(5)
 C1  .1055(15)  .0642(11)  .0564(9)  .0128(10)  .0448(10)  .0053(9)
 C2  .155(2)  .0658(12)  .0723(13)  -.0076(13)  .0687(14)  -.0089(10)
 C3  .120(2)  .0855(14)  .0489(10)  -.0274(12)  .0457(11)  -.0116(10)
 C4  .0995(14)  .0932(15)  .0435(9)  .0022(12)  .0291(9)  .0098(9)
 C5  .0873(12)  .0626(11)  .0542(9)  .0057(9)  .0372(9)  .0076(7)
 C6  .0549(8)  .0604(9)  .0439(7)  -.0059(7)  .0309(6)  .0040(6)
 C7  .0545(9)  .0648(10)  .0456(7)  -.0039(8)  .0309(7)  .0004(7)
 C8  .0608(10)  .0741(11)  .0420(7)  -.0113(8)  .0302(7)  .0016(7)
 C9  .0671(10)  .0653(10)  .0492(8)  -.0113(8)  .0383(8)  -.0013(7)
 C12  .0651(9)  .0568(9)  .0557(8)  -.0028(7)  .0426(7)  -.0043(7)
 C13  .0615(9)  .0632(9)  .0427(8)  .0062(7)  .0300(7)  .0036(7)
 C14  .0527(9)  .105(2)  .0749(11)  .0043(9)  .0334(8)  .0014(10)
 C15  .079(2)  .134(2)  .099(2)  -.0219(15)  .0424(15)  .012(2)
 C16  .079(2)  .171(4)  .144(3)  .016(2)  .068(2)  -.029(3)
 C17  .0702(15)  .144(3)  .088(2)  .020(2)  .0213(12)  .025(2)
 C18  .0549(8)  .0649(10)  .0396(7)  .0045(7)  .0285(7)  .0025(6)
 C19  .0854(14)  .0677(11)  .0741(12)  .0185(10)  .0432(12)  .0214(10)
 C20  .0803(11)  .0519(9)  .0501(8)  .0053(8)  .0295(8)  .0039(7)
 C21  .0864(14)  .0846(13)  .0712(12)  .0155(11)  .0356(11)  .0235(11)
 C22  .090(2)  .091(2)  .110(2)  .0001(13)  .0506(14)  .0144(14)
 C23  .124(2)  .0817(14)  .108(2)  -.0180(14)  .069(2)  .0124(13)
 C24  .129(2)  .088(2)  .0733(13)  -.0152(15)  .0380(14)  .0285(12)
 C25  .094(2)  .0687(12)  .0605(11)  -.0055(11)  .0226(10)  .0137(9)
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
 O1 C18 . 1.211(2) yes
 O2 C18 . 1.345(2) yes
 O2 C19 . 1.449(2) yes
 O3 C13 . 1.204(2) yes
 O4 C13 . 1.325(2) yes
 O4 C14 . 1.484(2) yes
 O5 C7 . 1.418(2) yes
 O5 HO5 .  .89(3) yes
 N1 C18 . 1.335(2) yes
 N1 C12 . 1.457(2) yes
 N1 C9 . 1.477(2) yes
 C1 C6 . 1.376(3) ?
 C1 C2 . 1.388(3) ?
 C1 H1 .  .95(2) ?
 C2 C3 . 1.366(3) ?
 C2 H2 . 1.07(3) ?
 C3 C4 . 1.358(3) ?
 C3 H3 .  .94(2) ?
 C4 C5 . 1.387(3) ?
 C4 H4 .  .98(3) ?
 C5 C6 . 1.374(2) ?
 C5 H5 . 1.01(2) ?
 C6 C7 . 1.518(2) yes
 C7 C8 . 1.520(2) yes
 C7 H7 . 1.01(2) ?
 C8 C9 . 1.532(2) yes
 C8 H81 . 1.01(2) ?
 C8 H82 . 1.00(2) ?
 C9 C10A . 1.485(5) no
 C9 C10B . 1.592(4) no
 C9 H9 .  .99(2) ?
 C10A C11A . 1.516(8) no
 C10A H10A .  .97 ?
 C10A H10B .  .97 ?
 C10B C11B . 1.527(4) no
 C10B H10C .  .97 ?
 C10B H10D .  .97 ?
 C11A C12 . 1.644(5) no
 C11A H11A .  .97 ?
 C11A H11B .  .97 ?
 C11B C12 . 1.504(3) no
 C11B H11C .  .97 ?
 C11B H11D .  .97 ?
 C12 C13 . 1.501(2) yes
 C12 H12 . 1.02(2) ?
 C14 C16 . 1.509(4) no
 C14 C17 . 1.510(3) no
 C14 C15 . 1.516(4) no
 C15 H151 . 1.03(3) ?
 C15 H152 . 1.03(4) ?
 C15 H153 . 1.02(3) ?
 C16 H161 . 1.12(4) ?
 C16 H162 .  .95(3) ?
 C16 H163 . 1.00(4) ?
 C17 H171 .  .93(4) ?
 C17 H172 . 1.12(3) ?
 C17 H173 .  .99(4) ?
 C19 C20 . 1.490(3) no
 C19 H191 .  .99(2) ?
 C19 H192 .  .96(3) ?
 C20 C21 . 1.368(3) ?
 C20 C25 . 1.379(3) ?
 C21 C22 . 1.382(4) ?
 C21 H21 .  .87(3) ?
 C22 C23 . 1.360(4) ?
 C22 H22 .  .98(3) ?
 C23 C24 . 1.354(4) ?
 C23 H23 .  .96(3) ?
 C24 C25 . 1.370(3) ?
 C24 H24 .  .91(3) ?
 C25 H25 .  .98(3) ?