#------------------------------------------------------------------------------
#$Date: 2009-11-18 16:56:34 +0200 (Wed, 18 Nov 2009) $
#$Revision: 858 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2011836.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_2011836
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  414
_journal_page_last  416
_publ_section_title
;
4-Methylcarbazole-3-carboxylic acid
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'H\"okelek, Tuncer'
  'Pat\?ir, S\"uleyman'
  'Erg\"un, Yavuz'
  'Okay, G\"urol'
_chemical_formula_moiety  'C14 H11 N1 O2'
_chemical_formula_sum            'C14 H11 N O2'
_[local]_cod_chemical_formula_sum_orig 'C14 H11 N1 O2'
_chemical_formula_iupac  'C14 H11 N1 O2'
_chemical_formula_weight  225.25
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '-x,y+1/2,-z+1/2'
  '-x,-y,-z'
  'x,-y+1/2,z+1/2'
_cell_length_a  7.5730(10)
_cell_length_b  17.7500(10)
_cell_length_c  8.2770(10)
_cell_angle_alpha  90
_cell_angle_beta  93.530(10)
_cell_angle_gamma  90
_cell_volume  1110.5(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  298
_exptl_crystal_density_diffrn  1.347
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
  O1  -.3767(3)  .06590(10)
  .3955(3)  .0811(5)
  O2  -.3204(2)  .00580(10)
  .6259(2)  .0700(4)
  C1  .0778(4)  .1852(2)  .4060(3)  .0642(6)
  C2  -.0735(4)  .1437(2)  .4104(3)  .0601(5)
  C3  -.1051(3)  .09330(10)
  .5367(3)  .0505(5)
  C4  .0208(3)  .08420(10)
  .6674(3)  .0482(4)
  C4a  .1770(3)  .12660(10)
  .6641(3)  .0475(4)
  C5  .3962(4)  .0987(2)  .9188(3)  .0498(5)
  C5a  .3358(3)  .13180(10)
  .7730(3)  .0577(5)
  C6  .5621(4)  .1169(2)  .9871(3)  .0647(6)
  C7  .6703(4)  .1674(2)  .9115(4)  .0648(6)
  C8  .6164(4)  .2014(2)  .7684(3)  .0626(6)
  C8a  .4485(3)  .18330(10)
  .7003(3)  .0553(5)
  N9  .3666(3)  .20950(10)
  .5585(3)  .0630(5)
  C9a  .2036(4)  .17600(10)
  .5346(3)  .0550(5)
  C10  -.0001(4)  .0323(2)  .8079(3)  .0648(6)
  C11  -.2749(3)  .05170(10)
  .5235(3)  .0535(5)
  H1  -.498(7)  .039(3)  .398(6)  .1902(2)
  H9  .413(4)  .247(2)  .502(4)  .1103(9)
  H11  .099  .218  .319  .0761(7)
  H21  -.168(4)  .145(2)  .317(3)  .0811(7)
  H51  .325(4)  .065(2)  .977(3)  .0811(7)
  H61  .600(4)  .094(2) 1.088(4)  .0913(8)
  H71  .777(4)  .178(2)  .960(3)  .0811(7)
  H81  .700(4)  .238(2)  .718(4)  .0989(8)
  H101  .102  .036  .880  .0811
  H102  -.102  .046  .863  .0811
  H103  -.013  -.018  .770  .0811
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  .0650(10)
  .1050(10)
  .0710(10)
  -.0190(10)
  -.0157(9)  .0240(10)
  O2  .0630(10)
  .0760(10)
  .0700(10)
  -.0162(9)  -.0041(9)  .0160(10)
  C1  .075(2)  .0590(10)
  .0580(10)
  -.0100(10)
  -.0060(10)
  .0190(10)
  C2  .0670(10)
  .0540(10)
  .0580(10)
  -.0010(10)
  -.0070(10)
  .0090(10)
  C3  .0520(10)
  .0470(10)
  .0530(10)
  .0020(10)
  .0020(10)
  .0010(10)
  C4  .0520(10)
  .0440(10)
  .0490(10)
  .0030(10)
  .0060(10)
  .0020(10)
  C4a  .0530(10)
  .0420(10)
  .0470(10)
  .0020(10)
  .0030(10)
  .0020(10)
  C5  .0600(10)
  .0540(10)
  .0580(10)
  .0030(10)
  -.0020(10)
  .0020(10)
  C5a  .0530(10)
  .0440(10)
  .0520(10)
  .0020(10)
  .0040(10)
  -.0020(10)
  C6  .066(2)  .0630(10)
  .0640(10)
  .0070(10)
  -.0080(10)
  -.0020(10)
  C7  .0550(10)
  .0640(10)
  .074(2)  .0030(10)
  -.0050(10)
  -.0120(10)
  C8  .0580(10)
  .0620(10)
  .067(2)  -.0080(10)
  .0030(10)
  -.0070(10)
  C8a  .0590(10)
  .0510(10)
  .0570(10)
  -.0020(10)
  .0040(10)
  -.0020(10)
  N9  .0670(10)
  .0610(10)
  .0600(10)
  -.0150(10) .0000(10)
  .0120(10)
  C9a  .0610(10)
  .0480(10)
  .0560(10)
  -.0060(10)
  .0020(10)
  .0050(10)
  C10  .0600(10)
  .074(2)  .0600(10)
  -.0080(10)
  .0010(10)
  .0190(10)
  C11  .0530(10)
  .0540(10)
  .0530(10)
  .0030(10)
  .0000(10) .0000(10)
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
  C4a C4 . . 1.404(3) no
  C4a C5a . . 1.461(3) yes
  C4a C9a . . 1.409(3) no
  C4 C3 . . 1.406(3) no
  C4 C10 . . 1.499(4) no
  C3 C11 . . 1.482(4) no
  C3 C2 . . 1.408(4) no
  C5a C8a . . 1.410(4) no
  C5a C5 . . 1.394(4) yes
  C11 O2 . . 1.238(3) yes
  C11 O1 . . 1.293(3) yes
  C1 C2 . . 1.366(4) yes
  C1 C9a . . 1.393(4) yes
  C1 H11 . .  .950 no
  C2 H21 . . 1.03(3) no
  O1 H1 . . 1.03(4) no
  N9 C8a . . 1.376(3) yes
  N9 C9a . . 1.373(3) yes
  N9 H9 . .  .90(4) no
  C8a C8 . . 1.397(4) yes
  C7 C8 . . 1.369(4) yes
  C7 C6 . . 1.390(4) yes
  C7 H71 . .  .91(3) no
  C8 H81 . . 1.00(3) no
  C10 H101 . .  .950 no
  C10 H102 . .  .950 no
  C10 H103 . .  .950 no
  C5 C6 . . 1.384(4) yes
  C5 H51 . .  .96(3) no
  C6 H61 . .  .96(3) no