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#$Date: 2022-10-03 17:40:12 +0300 (Mon, 03 Oct 2022) $
#$Revision: 278324 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/97/2009700.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_2009700
loop_
_publ_author_name
'Feeder, N.'
'Jones, W.'
_publ_section_title
;
 3-(Benzoylamino)propanoic acid and 6-[(4-nitrobenzoyl)amino]hexanoic
 acid
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              813
_journal_page_last               816
_journal_paper_doi               10.1107/S010827019301087X
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C13 H16 N2 O5'
_chemical_formula_weight         280.13
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.0
_cell_angle_beta                 90.34(3)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   5.768(2)
_cell_length_b                   13.885(4)
_cell_length_c                   17.136(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      12
_cell_measurement_theta_min      8
_cell_volume                     1372.4(8)
_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  0.0368
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2605
_diffrn_reflns_theta_max         25
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.10
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'white, transparent'
_exptl_crystal_density_diffrn    1.37
_exptl_crystal_description       needle-like
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.31
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.262
_refine_ls_hydrogen_treatment    'see text'
_refine_ls_number_parameters     188
_refine_ls_number_reflns         1104
_refine_ls_R_factor_obs          0.083
_refine_ls_shift/esd_max         0.084
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.083
_reflns_number_observed          1104
_reflns_number_total             2407
_reflns_observed_criterion       F>3\sF
_cod_data_source_file            hu1017.cif
_cod_data_source_block           hu1017_stucture_2_of_2
_cod_original_cell_volume        1372
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2009700
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) -.4096(14) .2000(6) .5848(4) .050
N(2) .2342(15) .4662(6) .3654(5) .051
O(7) -.1416(12) .2561(6) .6697(3) .060
O(21) .1398(14) .4749(6) .3018(4) .084
O(22) .4194(13) .5018(6) .3810(4) .073
O(131) -1.3496(12) -.1742(6) .5693(3) .065
O(132) -1.4112(12) -.2470(6) .6801(3) .065
C(1) -.2100(16) .3152(7) .4634(5) .043
C(2) -.0969(17) .3672(7) .4061(5) .050
C(3) .1144(17) .4101(7) .4259(5) .044
C(4) .2138(17) .4033(7) .4982(5) .048
C(5) .0982(16) .3521(7) .5549(5) .043
C(6) -.1132(16) .3058(7) .5381(5) .040
C(7) -.2272(16) .2527(7) .6024(5) .039
C(8) -.5332(18) .1434(8) .6434(6) .059
C(9) -.6898(17) .0706(7) .6054(5) .052
C(10) -.8134(17) .0070(8) .6614(5) .051
C(11) -.9871(18) -.0604(7) .6208(5) .055
C(12) -1.1087(17) -.1306(7) .6765(5) .046
C(13) -1.2998(17) -.1834(7) .6363(5) .044
H(1) -.3745(16) .2815(7) .4503(5) ?
H(1N) -.4703(14) .1984(6) .5250(4) ?
H(4) .3784(17) .4372(7) .5107(5) ?
H(111) -1.1177(18) -.0168(7) .5923(5) ?
H(112) -.8953(18) -.1019(7) .5775(5) ?
H(2) -.1697(17) .3744(7) .3482(5) ?
H(5) .1711(16) .3474(7) .6130(5) ?
H(81) -.4085(18) .1062(8) .6798(6) ?
H(82) -.6359(18) .1912(8) .6789(6) ?
H(121) -1.1797(17) -.0904(7) .7248(5) ?
H(122) -.9834(17) -.1819(7) .6982(5) ?
H(101) -.6870(17) -.0362(8) .6922(5) ?
H(102) -.9059(17) .0515(8) .7025(5) ?
H(91) -.5865(17) .0260(7) .5675(5) ?
H(92) -.8178(17) .1089(7) .5711(5) ?
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(8) N(1) C(7) 122.2(9) yes
C(7) C(6) C(1) 123.3(10) yes
C(6) C(1) C(2) 120.6(10) yes
C(5) C(6) C(7) 117.6(9) yes
C(3) C(2) C(1) 117.7(9) yes
C(2) C(3) C(4) 123.5(10) yes
C(3) C(4) C(5) 118.2(10) yes
C(6) C(5) C(4) 120.9(9) yes
C(5) C(6) C(1) 119.0(9) yes
O(7) C(7) C(6) 120.3(10) yes
N(1) C(7) C(6) 117.7(9) yes
N(1) C(7) O(7) 122.0(10) yes
C(9) C(8) N(1) 110.9(9) yes
C(10) C(9) C(8) 114.0(9) yes
C(9) C(10) C(11) 112.5(9) yes
C(10) C(11) C(12) 113.8(9) yes
C(11) C(12) C(13) 111.4(8) yes
O(131) C(13) O(132) 120.2(10) yes
C(12) C(13) O(132) 115.2(9) yes
C(12) C(13) O(131) 124.5(10) yes
C(4) C(3) N(2) 118.6(10) yes
C(2) C(3) N(2) 117.8(9) yes
O(21) N(2) C(3) 118.2(9) yes
O(22) N(2) C(3) 118.6(9) yes
O(22) N(2) O(21) 123.2(10) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) 1.385(14) yes
C(2) C(3) 1.396(14) yes
C(3) C(4) 1.366(14) yes
C(4) C(5) 1.379(14) yes
C(5) C(6) 1.407(14) yes
C(6) C(1) 1.399(13) yes
C(7) C(6) 1.482(14) yes
C(7) N(1) 1.315(13) yes
C(7) O(7) 1.244(11) yes
C(8) N(1) 1.465(13) yes
C(8) C(9) 1.501(14) yes
C(9) C(10) 1.490(14) yes
C(10) C(11) 1.535(14) yes
C(11) C(12) 1.537(14) yes
C(12) C(13) 1.490(14) yes
C(13) O(131) 1.189(12) yes
C(13) O(132) 1.327(13) yes
N(2) C(3) 1.473(13) yes
N(2) O(21) 1.221(11) yes
N(2) O(22) 1.206(12) yes
H(1) C(1) 1.080 no
H(4) C(4) 1.080 no
H(112) C(11) 1.080 no
H(5) C(5) 1.080 no
H(82) C(8) 1.080 no
H(122) C(12) 1.080 no
H(102) C(10) 1.080 no
H(92) C(9) 1.080 no
H(1N) N(1) 1.080 no
H(111) C(11) 1.080 no
H(2) C(2) 1.080 no
H(81) C(8) 1.080 no
H(121) C(12) 1.080 no
H(101) C(10) 1.080 no
H(91) C(9) 1.080 no
