#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011422.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_2011422
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1263
_journal_page_last  1264
_publ_section_title
;
Benzyl 2-carboxy-3-ethyl-4-methylpyrrole-5-carboxylate
;
loop_
_publ_author_name
  'Ramos Silva, M.'
  'Matos Beja, A.'
  'Paixao, J. A.'
  'Alte da Veiga, L.'
  'Sobral, A. J. F. N.'
  "Rocha Gonsalves, A. M. d'A."
_chemical_formula_moiety  'C16 H17 N O4'
_chemical_formula_sum  'C16 H17 N O4'
_chemical_formula_weight  287.31
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'C 2/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z+1/2'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y, z-1/2'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, -y+1/2, z-1/2'
_cell_length_a  22.195(6)
_cell_length_b  5.2607(13)
_cell_length_c  25.413(3)
_cell_angle_alpha  90.00
_cell_angle_beta  98.938(15)
_cell_angle_gamma  90.00
_cell_volume  2931.3(11)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.302
_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
  N1  .15075(8)  .4042(4)  .46155(7)  .0524(6) Uani d . 1 . . N
  H1  .1701  .3000  .4842  .063 Uiso calc R 1 . . H
  O1  .07475(8)  .0965(5)  .50807(8)  .0695(7) Uani d . 1 . . O
  H1A  .048(4)  -.01(2)  .517(3)  .104 Uiso d P  .53(8) . . H
  O2  -.00716(8)  .2519(4)  .45602(8)  .0662(6) Uani d . 1 . . O
  H2  -.030(4)  .16(2)  .472(3)  .099 Uiso d P  .47(8) . . H
  O3  .27747(9)  .4599(5)  .46634(9)  .0950(8) Uani d . 1 . . O
  O4  .26078(8)  .7786(5)  .40986(9)  .0898(8) Uani d . 1 . . O
  C2  .08877(10)  .4190(5)  .44821(9)  .0483(6) Uani d . 1 . . C
  C3  .07518(11)  .6099(5)  .41066(9)  .0496(6) Uani d . 1 . . C
  C5  .17672(10)  .5810(6)  .43316(9)  .0511(7) Uani d . 1 . . C
  C6  .04998(11)  .2466(6)  .47229(10)  .0516(7) Uani d . 1 . . C
  C7  .01351(11)  .6876(6)  .38249(11)  .0635(8) Uani d . 1 . . C
  H7A  .0120  .8713  .3792  .076 Uiso calc R 1 . . H
  H7B  -.0173  .6361  .4036  .076 Uiso calc R 1 . . H
  C8  -.00078(13)  .5699(8)  .32772(13)  .0949(11) Uani d . 1 . . C
  H8A  .0300  .6179  .3069  .142 Uiso calc R 1 . . H
  H8B  -.0398  .6290  .3105  .142 Uiso calc R 1 . . H
  H8C  -.0016  .3882  .3309  .142 Uiso calc R 1 . . H
  C9  .13762(12)  .9259(6)  .36351(11)  .0662(8) Uani d . 1 . . C
  H9A  .1635 1.0546  .3818  .099 Uiso calc R 1 . . H
  H9B  .0983  .9973  .3507  .099 Uiso calc R 1 . . H
  H9C  .1554  .8627  .3340  .099 Uiso calc R 1 . . H
  C10  .24292(11)  .5948(6)  .43876(10)  .0578(7) Uani d . 1 . . C
  C11  .32562(12)  .8112(8)  .40807(12)  .0863(11) Uani d . 1 . . C
  H11A  .3484  .6684  .4252  .104 Uiso calc R 1 . . H
  H11B  .3404  .9655  .4266  .104 Uiso calc R 1 . . H
  C12  .33374(11)  .8269(6)  .35103(11)  .0594(8) Uani d . 1 . . C
  C13  .36806(14)  .6519(6)  .32857(14)  .0792(10) Uani d . 1 . . C
  H13  .3869  .5202  .3493  .095 Uiso calc R 1 . . H
  C14  .37483(16)  .6693(7)  .27582(16)  .0903(11) Uani d . 1 . . C
  H14  .3987  .5510  .2614  .108 Uiso calc R 1 . . H
  C15  .34672(14)  .8590(7)  .24453(13)  .0764(9) Uani d . 1 . . C
  H15  .3512  .8693  .2088  .092 Uiso calc R 1 . . H
  C16  .31222(13) 1.0324(7)  .26582(12)  .0739(9) Uani d . 1 . . C
  H16  .2928 1.1613  .2446  .089 Uiso calc R 1 . . H
  C17  .30587(13) 1.0183(6)  .31852(13)  .0685(8) Uani d . 1 . . C
  H17  .2824 1.1394  .3327  .082 Uiso calc R 1 . . H
  C4  .13078(10)  .7118(5)  .40117(9)  .0504(7) Uani d . 1 . . C
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  .0452(11)  .0716(16)  .0405(11)  -.0103(11)  .0069(8)  .0088(12)
  O1  .0484(10)  .0903(18)  .0703(13)  -.0121(11)  .0102(9)  .0268(13)
  O2  .0444(11)  .0855(16)  .0678(12)  -.0143(10)  .0054(8)  .0152(11)
  O3  .0508(11)  .123(2)  .1076(18)  -.0135(12)  .0003(11)  .0603(16)
  O4  .0499(11)  .123(2)  .0990(15)  -.0135(12)  .0185(10)  .0503(15)
  C2  .0435(13)  .0627(18)  .0401(12)  -.0079(13)  .0112(10)  -.0015(14)
  C3  .0510(14)  .0562(18)  .0436(13)  -.0010(13)  .0137(10)  -.0007(13)
  C5  .0480(14)  .0652(18)  .0418(13)  -.0147(13)  .0121(11)  .0015(14)
  C6  .0462(15)  .0657(19)  .0432(14)  -.0084(14)  .0074(11)  .0028(14)
  C7  .0526(15)  .071(2)  .0686(18)  .0039(14)  .0137(13)  .0108(16)
  C8  .0676(19)  .123(3)  .085(2)  .005(2)  -.0168(16)  -.006(2)
  C9  .0673(17)  .065(2)  .0698(18)  -.0048(16)  .0206(14)  .0148(17)
  C10  .0525(16)  .077(2)  .0443(14)  -.0155(16)  .0087(12)  .0055(15)
  C11  .0501(16)  .131(3)  .078(2)  -.0308(18)  .0109(14)  .028(2)
  C12  .0438(13)  .065(2)  .0683(18)  -.0197(15)  .0061(13)  .0088(16)
  C13  .0704(19)  .062(2)  .101(3)  -.0020(17)  -.0014(18)  .011(2)
  C14  .095(2)  .086(3)  .090(3)  .008(2)  .014(2)  -.023(2)
  C15  .082(2)  .085(3)  .0624(18)  -.0137(19)  .0122(16)  -.0132(19)
  C16  .080(2)  .072(2)  .072(2)  -.0001(17)  .0202(16)  .0138(18)
  C17  .0641(17)  .064(2)  .083(2)  .0001(15)  .0282(15)  .0059(17)
  C4  .0546(14)  .0570(18)  .0419(13)  -.0030(13)  .0146(11)  .0018(13)
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 C5 . 1.359(3) yes
  N1 C2 . 1.367(3) yes
  N1 H1 .  .8600 ?
  O1 C6 . 1.264(3) ?
  O1 H1A .  .87(12) ?
  O2 C6 . 1.272(3) ?
  O2 H2 .  .86(13) ?
  O3 C10 . 1.190(3) yes
  O4 C10 . 1.312(3) yes
  O4 C11 . 1.457(3) yes
  C2 C3 . 1.386(3) yes
  C2 C6 . 1.450(3) ?
  C3 C4 . 1.400(3) yes
  C3 C7 . 1.499(3) ?
  C5 C4 . 1.385(3) yes
  C5 C10 . 1.456(3) ?
  C7 C8 . 1.511(4) ?
  C7 H7A .  .9700 ?
  C7 H7B .  .9700 ?
  C8 H8A .  .9600 ?
  C8 H8B .  .9600 ?
  C8 H8C .  .9600 ?
  C9 C4 . 1.501(3) ?
  C9 H9A .  .9600 ?
  C9 H9B .  .9600 ?
  C9 H9C .  .9600 ?
  C11 C12 . 1.491(4) ?
  C11 H11A .  .9700 ?
  C11 H11B .  .9700 ?
  C12 C13 . 1.374(4) ?
  C12 C17 . 1.386(4) ?
  C13 C14 . 1.375(5) ?
  C13 H13 .  .9300 ?
  C14 C15 . 1.365(5) ?
  C14 H14 .  .9300 ?
  C15 C16 . 1.357(4) ?
  C15 H15 .  .9300 ?
  C16 C17 . 1.370(4) ?
  C16 H16 .  .9300 ?
  C17 H17 .  .9300 ?