#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/97/2009701.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_2009701
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
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 96.76(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   17.198(4)
_cell_length_b                   5.140(5)
_cell_length_c                   12.976(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      14
_cell_measurement_theta_min      8
_cell_volume                     1139.1(12)
_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  0.0267
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3504
_diffrn_reflns_theta_max         25
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.056
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'white, transparent'
_exptl_crystal_density_diffrn    1.29
_exptl_crystal_description       plate-like
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.25
_refine_diff_density_min         -0.18
_refine_ls_goodness_of_fit_obs   0.821
_refine_ls_hydrogen_treatment    'see text'
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1464
_refine_ls_R_factor_obs          0.055
_refine_ls_shift/esd_max         0.327
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.055
_reflns_number_observed          1464
_reflns_number_total             3074
_reflns_observed_criterion       F>3\sF
_cod_data_source_file            hu1018.cif
_cod_data_source_block           hu1018_structure_1_of_3
_cod_original_cell_volume        1139
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C12 H15 N1 O3'
_cod_database_code               2009701
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) .7077(2) -.2766(5) .8757(2) .046
O(7) .7234(2) .1518(4) .9144(2) .059
O(121) .9713(2) -.1133(5) 1.3812(2) .075
O(122) .9444(2) .2677(6) 1.4466(2) .077
C(1) .6565(2) -.2561(6) .7817(2) .044
C(2) .5987(2) -.4419(7) .7619(3) .056
C(3) .5501(2) -.4353(8) .6686(3) .070
C(4) .5597(2) -.2455(8) .5963(3) .068
C(5) .6172(2) -.0595(8) .6162(3) .062
C(6) .6658(2) -.0628(7) .7094(3) .053
C(7) .7390(2) -.0759(6) .9339(2) .045
C(8) .7978(2) -.1572(6) 1.0243(2) .049
C(9) .8080(2) .0434(7) 1.1102(2) .050
C(10) .8695(2) -.0380(7) 1.1985(2) .052
C(11) .8836(2) .1728(7) 1.2797(3) .054
C(12) .9372(2) .0954(7) 1.3741(3) .050
H(81) .8537(2) -.1883(6) .9962(2) ?
H(82) .7781(2) -.3366(6) 1.0558(2) ?
H(101) .9238(2) -.0785(7) 1.1673(2) ?
H(102) .8496(2) -.2116(7) 1.2343(2) ?
H(111) .8278(2) .2268(7) 1.3039(3) ?
H(112) .9088(2) .3386(7) 1.2448(3) ?
H(91) .8259(2) .2251(7) 1.0784(2) ?
H(92) .7527(2) .0697(7) 1.1405(2) ?
H(2) .5913(2) -.5909(7) .8186(3) ?
H(N1) .7230(2) -.4703(5) .9032(2) ?
H(6) .7105(2) .0838(7) .7255(3) ?
H(5) .6244(2) .0890(8) .5592(3) ?
H(4) .5219(2) -.2424(8) .5237(3) ?
H(3) .5047(2) -.5797(8) .6526(3) ?
H(122) .971(4) .203(14) 1.521(6) ?
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) 126.0(3) yes
C(2) C(1) N(1) 117.9(3) yes
C(6) C(1) N(1) 121.6(3) yes
C(6) C(1) C(2) 120.5(3) yes
C(3) C(2) C(1) 119.4(4) yes
C(4) C(3) C(2) 120.3(4) yes
C(3) C(4) C(5) 120.3(3) yes
C(6) C(5) C(4) 120.0(4) yes
C(5) C(6) C(1) 119.5(3) yes
O(7) C(7) N(1) 123.5(3) yes
C(8) C(7) N(1) 114.0(3) yes
C(8) C(7) O(7) 122.4(3) yes
C(7) C(8) C(9) 113.1(3) yes
C(8) C(9) C(10) 112.1(3) yes
C(11) C(10) C(9) 111.6(3) yes
C(12) C(11) C(10) 114.4(3) yes
O(122) C(12) O(121) 123.1(3) yes
C(11) C(12) O(121) 122.6(3) yes
C(11) C(12) O(122) 114.3(3) yes
H(81) C(8) C(7) 108.6(2) no
H(82) C(8) C(7) 108.6(2) no
C(9) C(8) H(82) 108.5(2) no
C(11) C(10) H(101) 108.9(2) no
C(9) C(10) H(101) 109.0(2) no
H(111) C(11) C(12) 108.2(2) no
H(112) C(11) C(12) 108.3(2) no
H(91) C(9) C(8) 108.8(2) no
H(91) C(9) C(10) 108.8(2) no
H(92) C(9) C(10) 108.8(2) no
H(2) C(2) C(1) 120.3(2) no
H(N1) N(1) C(1) 117.0(2) no
C(5) C(6) H(6) 120.2(2) no
H(122) O(122) C(12) 116.(4) no
H(4) C(4) C(5) 119.8(2) no
H(3) C(3) C(2) 119.8(2) no
H(111) C(11) C(10) 108.2(2) no
C(9) C(8) H(81) 108.6(2) no
H(82) C(8) H(81) 109.5 no
H(102) C(10) H(101) 109.5 no
C(11) C(10) H(102) 109.0(2) no
C(9) C(10) H(102) 108.9(2) no
H(112) C(11) C(10) 108.2(2) no
H(112) C(11) H(111) 109.5 no
H(N1) N(1) C(7) 117.0(2) no
H(92) C(9) C(8) 108.8(2) no
H(92) C(9) H(91) 109.5 no
C(3) C(2) H(2) 120.3(2) no
H(6) C(6) C(1) 120.3(2) no
C(4) C(5) H(5) 120.0(2) no
H(5) C(5) C(6) 120.0(2) no
C(3) C(4) H(4) 119.8(2) no
H(3) C(3) C(4) 119.9(2) 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) 1.380(4) yes
C(2) C(3) 1.388(5) yes
C(3) C(4) 1.376(5) yes
C(4) C(5) 1.378(5) yes
C(5) C(6) 1.387(4) yes
C(6) C(1) 1.389(4) yes
C(1) N(1) 1.422(4) yes
C(7) N(1) 1.352(4) yes
C(7) O(7) 1.221(4) yes
C(7) C(8) 1.515(4) yes
C(8) C(9) 1.513(4) yes
C(9) C(10) 1.524(4) yes
C(10) C(11) 1.511(4) yes
C(11) C(12) 1.498(4) yes
C(12) O(121) 1.220(4) yes
C(12) O(122) 1.287(4) yes
H(81) C(8) 1.080 no
H(101) C(10) 1.080 no
H(111) C(11) 1.080 no
H(112) C(11) 1.080 no
H(92) C(9) 1.080 no
H(N1) N(1) 1.080 no
H(5) C(5) 1.080 no
H(122) O(122) 1.07(8) no
H(82) C(8) 1.080 no
H(102) C(10) 1.080 no
H(3) C(3) 1.080 no
H(91) C(9) 1.080 no
H(2) C(2) 1.080 no
H(6) C(6) 1.080 no
H(4) C(4) 1.080 no
