#------------------------------------------------------------------------------
#$Date: 2018-01-31 14:43:35 +0200 (Wed, 31 Jan 2018) $
#$Revision: 205962 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/97/2009702.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_2009702
loop_
_publ_author_name
'Feeder, N.'
'Jones, W.'
_publ_section_title
;
 6-Oxo-6-(phenylamino)hexanoic acid [two polymorphic forms, (I) and
 (II)] and 4-oxo-4-(N-methylphenylamino)butanoic acid (III)
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              816
_journal_page_last               820
_journal_paper_doi               10.1107/S0108270193010881
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C12 H15 N O3'
_chemical_formula_weight         221.12
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2bc 2ac'
_space_group_name_H-M_alt        'P c a b'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            8
_cell_length_a                   24.220(9)
_cell_length_b                   9.675(6)
_cell_length_c                   10.094(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      13
_cell_measurement_theta_min      8
_cell_volume                     2365(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4 four circle'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       -11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4186
_diffrn_reflns_theta_max         25
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.054
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'white, transparent'
_exptl_crystal_density_diffrn    1.24
_exptl_crystal_description       rods
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.30
_refine_ls_goodness_of_fit_obs   0.922
_refine_ls_hydrogen_treatment    'see text'
_refine_ls_number_parameters     151
_refine_ls_number_reflns         971
_refine_ls_R_factor_obs          0.078
_refine_ls_shift/esd_max         0.009
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.078
_reflns_number_observed          971
_reflns_number_total             1843
_reflns_observed_criterion       F>3\sF
_cod_data_source_file            hu1018.cif
_cod_data_source_block           hu1018_structure_2_of_3
_cod_original_cell_volume        2365
_cod_original_formula_sum        'C12 H15 N1 O3'
_cod_database_code               2009702
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y+1/2,z+1/2
3 x+1/2,-y,-z+1/2
4 -x+1/2,y+1/2,-z
5 -x,-y,-z
6 x,y+1/2,-z+1/2
7 -x+1/2,y,z+1/2
8 x+1/2,-y+1/2,z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) .6344(3) .0838(5) .3292(5) .043
O(7) .6244(3) .2947(5) .2376(5) .069
O(121) .5226(3) -.0382(6) -.3533(5) .076
O(122) .5301(3) .1611(6) -.4551(5) .073
C(1) .6668(3) .1174(7) .4430(7) .041
C(2) .6964(3) .0122(8) .4996(8) .056
C(3) .7291(4) .0387(11) .6103(9) .071
C(4) .7309(4) .1709(11) .6629(9) .074
C(5) .7000(4) .2738(10) .6075(8) .073
C(6) .6683(3) .2494(8) .4957(8) .059
C(7) .6154(3) .1706(7) .2361(7) .046
C(8) .5814(3) .1051(8) .1275(7) .048
C(9) .6004(4) .1478(9) -.0089(7) .060
C(10) .5624(4) .0858(9) -.1131(7) .070
C(11) .5746(4) .1415(9) -.2458(8) .071
C(12) .5402(3) .0813(8) -.3548(7) .050
H(N1) .6241(3) -.0239(5) .3166(5) ?
H(81) .5388(3) .1360(8) .1397(7) ?
H(82) .5845(3) -.0059(8) .1359(7) ?
H(91) .5997(4) .2592(9) -.0165(7) ?
H(92) .6420(4) .1110(9) -.0248(7) ?
H(6) .6451(3) .3322(8) .4502(8) ?
H(101) .5202(4) .1100(9) -.0878(7) ?
H(102) .5678(4) -.0250(9) -.1145(7) ?
H(3) .7529(4) -.0435(11) .6548(9) ?
H(111) .5677(4) .2518(9) -.2438(8) ?
H(112) .6175(4) .1211(9) -.2678(8) ?
H(2) .6943(3) -.0908(8) .4586(8) ?
H(4) .7567(4) .1925(11) .7475(9) ?
H(5) .7002(4) .3755(10) .6516(8) ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(1) N(1) C(7) 127.6(6) yes
C(2) C(1) N(1) 117.0(7) yes
C(6) C(1) N(1) 122.1(6) yes
C(6) C(1) C(2) 120.9(7) yes
C(3) C(2) C(1) 119.7(8) yes
C(4) C(3) C(2) 119.6(9) yes
C(3) C(4) C(5) 119.9(8) yes
C(6) C(5) C(4) 120.9(9) yes
C(5) C(6) C(1) 118.9(8) yes
O(7) C(7) N(1) 123.0(7) yes
C(8) C(7) N(1) 115.7(6) yes
C(8) C(7) O(7) 121.3(7) yes
C(7) C(8) C(9) 112.3(6) yes
C(8) C(9) C(10) 109.7(6) yes
C(11) C(10) C(9) 111.3(7) yes
C(12) C(11) C(10) 114.4(7) yes
O(122) C(12) O(121) 120.3(7) yes
C(11) C(12) O(121) 123.2(8) yes
C(11) C(12) O(122) 116.5(7) yes
C(7) N(1) H(N1) 116.2(4) no
H(81) C(8) C(7) 108.7(4) no
H(82) C(8) H(81) 109.5 no
C(9) C(8) H(81) 108.7(5) no
H(91) C(9) C(8) 109.5(4) no
H(92) C(9) H(91) 109.5 no
C(10) C(9) H(91) 109.5(5) no
C(5) C(6) H(6) 120.5(5) no
H(102) C(10) C(9) 109.1(5) no
C(11) C(10) H(102) 109.0(5) no
C(4) C(3) H(3) 120.2(6) no
H(111) C(11) C(10) 108.3(5) no
H(112) C(11) C(10) 108.2(5) no
H(2) C(2) C(1) 120.2(5) no
H(4) C(4) C(3) 120.0(6) no
H(5) C(5) C(6) 119.6(5) no
C(1) N(1) H(N1) 116.2(3) no
H(82) C(8) C(7) 108.8(4) no
H(6) C(6) C(1) 120.5(4) no
C(9) C(8) H(82) 108.8(4) no
H(92) C(9) C(8) 109.3(5) no
C(11) C(10) H(101) 109.0(6) no
C(10) C(9) H(92) 109.3(5) no
H(101) C(10) C(9) 108.9(5) no
H(102) C(10) H(101) 109.5 no
C(2) C(3) H(3) 120.2(5) no
H(111) C(11) C(12) 108.2(5) no
H(112) C(11) C(12) 108.2(5) no
H(112) C(11) H(111) 109.5 no
H(2) C(2) C(3) 120.1(5) no
C(5) C(4) H(4) 120.1(5) no
H(5) C(5) C(4) 119.5(5) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) 1.368(10) yes
C(2) C(3) 1.393(11) yes
C(3) C(4) 1.386(12) yes
C(4) C(5) 1.365(12) yes
C(5) C(6) 1.385(10) yes
C(6) C(1) 1.384(10) yes
C(1) N(1) 1.429(8) yes
C(7) N(1) 1.342(9) yes
C(7) O(7) 1.220(8) yes
C(7) C(8) 1.511(9) yes
C(8) C(9) 1.509(9) yes
C(9) C(10) 1.521(10) yes
C(10) C(11) 1.474(11) yes
C(11) C(12) 1.498(10) yes
C(12) O(122) 1.296(9) yes
C(12) O(121) 1.232(9) yes
H(N1) N(1) 1.080 no
H(82) C(8) 1.080 no
H(92) C(9) 1.080 no
H(101) C(10) 1.080 no
H(3) C(3) 1.080 no
H(112) C(11) 1.080 no
H(4) C(4) 1.080 no
H(81) C(8) 1.080 no
H(91) C(9) 1.080 no
H(6) C(6) 1.080 no
H(102) C(10) 1.080 no
H(111) C(11) 1.080 no
H(2) C(2) 1.080 no
H(5) C(5) 1.080 no
