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#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2101391.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2101391
loop_
_publ_author_name
'Nagata, H.'
'In, Y.'
'Doi, M.'
'Ishida, T.'
'Wakahara, A.'
_publ_section_title
;
 Structural features of four tryptophan metabolite--picric acid
 molecular complexes
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              1051
_journal_page_last               1058
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C17 H17 N5 O8'
_chemical_formula_weight         419.358
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90.0
_cell_angle_beta                 91.90(2)
_cell_angle_gamma                90.0
_cell_formula_units_Z            8
_cell_length_a                   25.086(2)
_cell_length_b                   6.7220(10)
_cell_length_c                   22.507(2)
_cell_volume                     3793.4(6)
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.54184
_exptl_absorpt_coefficient_mu    0.914
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_meas      1.460(3)
_exptl_crystal_F_000             1744
_[local]_cod_data_source_file    as0686.cif
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) .7870(2) -.0420(7) .3849(2) .038(2)
O(1) .77440(10) -.0978(6) .4346(2) .052(2)
C(2) .7681(2) .1388(8) .3565(2) .045(3)
N(2) .7300(2) .2592(7) .3880(2) .054(3)
O(2) .6990(2) .1804(8) .4199(3) .090(3)
O(2') .7300(2) .4358(7) .3777(2) .085(3)
C(3) .7832(2) .2061(7) .3024(2) .043(2)
C(4) .8185(2) .0950(8) .2701(2) .043(2)
N(4) .8354(2) .1655(9) .2147(2) .062(3)
O(4) .8152(2) .3140(8) .1924(2) .077(3)
O(4') .8705(2) .0764(9) .1896(2) .099(4)
C(5) .8380(2) -.0833(8) .2921(2) .043(2)
C(6) .8229(2) -.1504(7) .3470(2) .039(2)
N(6) .8448(2) -.3414(7) .3663(2) .047(2)
O(6) .8664(2) -.4469(6) .3281(2) .072(3)
O(6') .8427(2) -.3907(7) .4174(2) .071(3)
N(1A) .9076(2) .2089(8) .4179(3) .076(4)
C(2A) .8947(2) .1563(9) .4769(4) .069(4)
C(3A) .9190(2) -.0206(7) .4918(2) .044(2)
C(4A) .9788(2) -.2500(10) .4300(3) .063(3)
C(5A) 1.0028(3) -.2640(10) .3760(3) .069(4)
O(5A) 1.0337(3) -.4336(9) .3677(2) .100(4)
C(5'A) 1.0583(6) -.461(2) .3141(5) .150(10)
C(6A) .9951(3) -.1200(10) .3344(3) .076(4)
C(7A) .9649(3) .0430(10) .3400(3) .072(4)
C(8A) .9391(2) .0661(9) .3967(2) .054(3)
C(9A) .9468(2) -.0778(8) .4406(2) .048(3)
C(10A) .9177(2) -.1260(10) .5497(2) .059(3)
C(11A) .8791(2) -.2983(8) .5514(2) .051(3)
N(12A) .8237(2) -.2310(6) .5408(2) .047(2)
H(3) .7676 .3443 .2846 .050
H(5) .8650 -.1722 .2661 .050
H(1A) .8940 .3455 .3968 .050
H(2A) .8687 .2406 .5046 .050
H(4A) .9841 -.3628 .4631 .050
H(5a) 1.0659 -.3175 .2941 .050
H(5b) 1.0943 -.5429 .3201 .050
H(5c) 1.0306 -.5431 .2842 .050
H(6A) 1.0163 -.1377 .2931 .050
H(7A) .9592 .1484 .3039 .050
H(10a) .9548 -.2041 .5494 .050
H(10b) .8956 -.0187 .5755 .050
H(11a) .8871 -.3682 .5094 .050
H(11b) .8798 -.3285 .5986 .050
H(12a) .8299 -.1368 .5649 .050
H(12b) .7971 -.2946 .5512 .050
H(12c) .8146 -.1925 .4970 .050
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C(1) O(1) 1.232(6)
C(1) C(2) 1.445(6)
C(1) C(6) 1.455(6)
C(2) N(2) 1.455(7)
C(2) C(3) 1.363(7)
N(2) O(2) 1.200(7)
N(2) O(2') 1.210(7)
C(3) C(4) 1.385(7)
C(4) N(4) 1.410(7)
C(4) C(5) 1.380(7)
N(4) O(4) 1.221(7)
N(4) O(4') 1.221(8)
C(5) C(6) 1.380(6)
C(6) N(6) 1.457(6)
N(6) O(6) 1.252(6)
N(6) O(6') 1.199(6)
N(1A) C(2A) 1.422(9)
N(1A) C(8A) 1.341(8)
C(2A) C(3A) 1.373(8)
C(3A) C(9A) 1.420(7)
C(3A) C(10A) 1.484(7)
C(4A) C(5A) 1.376(9)
C(4A) C(9A) 1.434(8)
C(5A) O(5A) 1.393(9)
C(5A) C(6A) 1.350(10)
O(5A) C(5'A) 1.390(10)
C(6A) C(7A) 1.340(10)
C(7A) C(8A) 1.458(9)
C(8A) C(9A) 1.391(7)
C(10A) C(11A) 1.509(8)
C(11A) N(12A) 1.474(7)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O(1) C(1) C(2) 124.6(3)
O(1) C(1) C(6) 124.2(3)
C(2) C(1) C(6) 111.2(3)
C(1) C(2) N(2) 117.6(3)
C(1) C(2) C(3) 125.2(3)
N(2) C(2) C(3) 117.2(3)
C(2) N(2) O(2) 119.8(3)
C(2) N(2) O(2') 116.6(3)
O(2) N(2) O(2') 123.5(4)
C(2) C(3) C(4) 119.5(3)
C(3) C(4) N(4) 119.9(3)
C(3) C(4) C(5) 120.3(3)
N(4) C(4) C(5) 119.8(3)
C(4) N(4) O(4) 120.5(3)
C(4) N(4) O(4') 119.1(3)
O(4) N(4) O(4') 120.4(4)
C(4) C(5) C(6) 120.1(3)
C(1) C(6) C(5) 123.6(3)
C(1) C(6) N(6) 120.1(3)
C(5) C(6) N(6) 116.2(3)
C(6) N(6) O(6) 117.5(3)
C(6) N(6) O(6') 120.1(3)
O(6) N(6) O(6') 122.4(3)
C(2A) N(1A) C(8A) 108.0(4)
N(1A) C(2A) C(3A) 109.3(4)
C(2A) C(3A) C(9A) 105.1(4)
C(2A) C(3A) C(10A) 127.4(4)
C(9A) C(3A) C(10A) 127.5(3)
C(5A) C(4A) C(9A) 117.8(4)
C(4A) C(5A) O(5A) 115.9(4)
C(4A) C(5A) C(6A) 120.3(4)
O(5A) C(5A) C(6A) 123.8(4)
C(5A) O(5A) C(5'A) 119.3(6)
C(5A) C(6A) C(7A) 125.9(4)
C(6A) C(7A) C(8A) 116.0(4)
N(1A) C(8A) C(7A) 132.2(4)
N(1A) C(8A) C(9A) 108.3(4)
C(7A) C(8A) C(9A) 119.5(4)
C(3A) C(9A) C(4A) 130.2(3)
C(3A) C(9A) C(8A) 109.2(3)
C(4A) C(9A) C(8A) 120.6(4)
C(3A) C(10A) C(11A) 115.0(3)
C(10A) C(11A) N(12A) 111.3(3)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O(1) C(1) C(2) N(2) -2.3(4)
O(1) C(1) C(2) C(3) 177.5(6)
C(6) C(1) C(2) N(2) 177.5(5)
C(6) C(1) C(2) C(3) -2.7(5)
O(1) C(1) C(6) C(5) -177.9(6)
O(1) C(1) C(6) N(6) 2.3(4)
C(2) C(1) C(6) C(5) 2.2(5)
C(2) C(1) C(6) N(6) -177.5(5)
C(1) C(2) N(2) O(2) -31.7(5)
C(1) C(2) N(2) O(2') 152.1(5)
C(3) C(2) N(2) O(2) 148.5(6)
C(3) C(2) N(2) O(2') -27.8(5)
C(1) C(2) C(3) C(4) 1.4(4)
N(2) C(2) C(3) C(4) -178.8(5)
C(2) C(3) C(4) N(4) -178.5(6)
C(2) C(3) C(4) C(5) 0.6(5)
C(3) C(4) N(4) O(4) -7.1(5)
C(3) C(4) N(4) O(4') 172.7(6)
C(5) C(4) N(4) O(4) 173.8(6)
C(5) C(4) N(4) O(4') -6.4(5)
C(3) C(4) C(5) C(6) -1.0(4)
N(4) C(4) C(5) C(6) 178.1(6)
C(4) C(5) C(6) C(1) -0.6(5)
C(4) C(5) C(6) N(6) 179.2(5)
C(1) C(6) N(6) O(6) 166.0(5)
C(1) C(6) N(6) O(6') -15.4(4)
C(5) C(6) N(6) O(6) -13.8(4)
C(5) C(6) N(6) O(6') 164.8(5)
C(8A) N(1A) C(2A) C(3A) 0.3(5)
C(2A) N(1A) C(8A) C(7A) -178.7(7)
C(2A) N(1A) C(8A) C(9A) 0.2(5)
N(1A) C(2A) C(3A) C(9A) -0.6(5)
N(1A) C(2A) C(3A) C(10A) 177.9(6)
C(2A) C(3A) C(9A) C(4A) -179.4(6)
C(2A) C(3A) C(9A) C(8A) 0.8(5)
C(10A) C(3A) C(9A) C(4A) 2.0(6)
C(10A) C(3A) C(9A) C(8A) -177.8(6)
C(2A) C(3A) C(10A) C(11A) 100.6(6)
C(9A) C(3A) C(10A) C(11A) -81.1(5)
C(9A) C(4A) C(5A) O(5A) 179.8(7)
C(9A) C(4A) C(5A) C(6A) -1.2(6)
C(5A) C(4A) C(9A) C(3A) -177.8(7)
C(5A) C(4A) C(9A) C(8A) 2.0(6)
C(4A) C(5A) O(5A) C(5'A) 178.8(9)
C(6A) C(5A) O(5A) C(5'A) -0.2(8)
C(4A) C(5A) C(6A) C(7A) -0.3(7)
O(5A) C(5A) C(6A) C(7A) 178.6(9)
C(5A) C(6A) C(7A) C(8A) 1.0(6)
C(6A) C(7A) C(8A) N(1A) 178.7(8)
C(6A) C(7A) C(8A) C(9A) -0.1(6)
N(1A) C(8A) C(9A) C(3A) -0.6(5)
N(1A) C(8A) C(9A) C(4A) 179.6(6)
C(7A) C(8A) C(9A) C(3A) 178.5(5)
C(7A) C(8A) C(9A) C(4A) -1.3(5)
C(3A) C(10A) C(11A) N(12A) -62.2(4)
_cod_database_code 2101391