#------------------------------------------------------------------------------
#$Date: 2025-08-19 08:12:48 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301798 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010248.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_2010248
loop_
_publ_author_name
'Takenaka, Yasuyuki'
'Ohashi, Yuji'
'Kanazawa, Hitoshi'
_publ_contact_author
;
 Prof. Yuji Ohashi
 Department of Chemistry, Tokyo Institute of Technology
 Meguro-ku, Tokyo 152, Japan
;
_publ_section_title
;
 <small>DL</small>-Valine NCA
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1950
_journal_page_last               1952
_journal_paper_doi               10.1107/S0108270194007067
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C6 H9 N O3'
_chemical_formula_sum            'C6 H9 N O3'
_chemical_formula_weight         143.1
_chemical_name_common            'DL-valine NCA'
_chemical_name_systematic
;
 N-carboxy-DL-valine anhydride
;
_space_group_IT_number           29
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_audit_creation_method           SHELXL
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.9380(10)
_cell_length_b                   10.207(2)
_cell_length_c                   7.7880(10)
_cell_measurement_reflns_used    12
_cell_measurement_temperature    293
_cell_measurement_theta_max      26
_cell_measurement_theta_min      18
_cell_volume                     710.50(18)
_computing_cell_refinement       'RSLC-3 (Sakurai, 1967)'
_computing_data_collection       'AFC-4 (Rigaku Corporation, 1974)'
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1985)'
_computing_molecular_graphics    TEXSAN
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1994)'
_computing_structure_solution    TEXSAN
_diffrn_ambient_temperature      293
_diffrn_measurement_device       AFC-4
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            618
_diffrn_reflns_theta_max         62.5
_diffrn_reflns_theta_min         0
_diffrn_standards_decay_%        12
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.918
_exptl_absorpt_correction_T_max  1.066
_exptl_absorpt_correction_T_min  1.041
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.34
_exptl_crystal_description       needle
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.153
_refine_diff_density_min         -0.237
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.084
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         556
_refine_ls_restrained_S_obs      1.016
_refine_ls_R_factor_obs          0.069
_refine_ls_shift/esd_max         -0.019
_refine_ls_shift/esd_mean        0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0652P)^2^] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.113
_reflns_number_observed          556
_reflns_number_total             618
_reflns_observed_criterion       F>\s(F)
_cod_data_source_file            as1125.cif
_cod_data_source_block           C6H9NO3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0652P)^2^] where P = (Fo^2^+2Fc^2^)/3' was changed
to 'calc'. New tag '_refine_ls_weighting_details' was created. The
value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0652P)^2^]
where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        710.6(2)
_cod_original_sg_symbol_H-M      P_c_a_21
_cod_database_code               2010248
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'
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 0.070(2) 0.059(2) 0.048(2) -0.007(2) -0.010(2) -0.003(2)
O2 0.065(2) 0.068(2) 0.039(2) 0.001(2) 0.002(2) 0.010(2)
O3 0.070(2) 0.101(3) 0.075(3) -0.010(2) 0.016(2) 0.032(3)
N1 0.059(2) 0.050(2) 0.033(2) -0.006(2) 0.001(2) 0.006(2)
C1 0.057(2) 0.045(3) 0.041(3) 0.005(2) 0.001(2) 0.003(2)
C2 0.058(3) 0.067(3) 0.050(3) 0.004(3) 0.005(3) 0.005(3)
C3 0.041(2) 0.059(3) 0.042(2) 0.001(2) 0.000(2) 0.004(3)
C4 0.044(2) 0.064(3) 0.070(3) -0.011(3) 0.000(3) -0.014(3)
C5 0.069(3) 0.059(3) 0.105(5) 0.006(3) -0.011(4) -0.021(3)
C6 0.067(3) 0.112(5) 0.058(3) -0.015(3) 0.004(3) -0.029(4)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
O1 0.7440(5) 0.4937(3) 0.1819(4) 0.059 Uani d . 1 . O
O2 0.5597(4) 0.3519(3) 0.2563(5) 0.057 Uani d . 1 . O
O3 0.3726(5) 0.2059(5) 0.2438(6) 0.082 Uani d . 1 . O
N1 0.5898(4) 0.3973(4) -0.0186(5) 0.047 Uani d . 1 . N
H1 0.621(2) 0.430(2) -0.102(6) 0.057 Uiso calc R 1 . H
C1 0.6439(6) 0.4232(5) 0.1364(6) 0.048 Uani d . 1 . C
C2 0.4544(6) 0.2779(5) 0.1703(8) 0.058 Uani d . 1 . C
C3 0.4672(5) 0.3030(5) -0.0201(7) 0.047 Uani d . 1 . C
H3 0.367(4) 0.349(2) -0.067(2) 0.056 Uiso calc R 1 . H
C4 0.4995(5) 0.1788(6) -0.1242(8) 0.059 Uani d . 1 . C
H4 0.422(5) 0.122(3) -0.1060(13) 0.071 Uiso calc R 1 . H
C5 0.6427(6) 0.1100(6) -0.0630(10) 0.078 Uani d . 1 . C
H5A 0.637(2) 0.094(3) 0.067(4) 0.096(11) Uiso calc R 1 . H
H5B 0.734(3) 0.168(3) -0.090(5) 0.096(11) Uiso calc R 1 . H
H5C 0.653(2) 0.022(3) -0.125(4) 0.096(11) Uiso calc R 1 . H
C6 0.5021(6) 0.2104(7) -0.3145(9) 0.079 Uani d . 1 . C
H6A 0.409(4) 0.250(5) -0.347(2) 0.122(16) Uiso calc R 1 . H
H6B 0.516(5) 0.131(3) -0.379(3) 0.122(16) Uiso calc R 1 . H
H6C 0.583(5) 0.270(5) -0.3382(17) 0.122(16) Uiso calc R 1 . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C2 O2 C1 109.1(4) yes
C1 N1 C3 114.4(4) yes
O1 C1 N1 131.3(5) yes
O1 C1 O2 120.9(5) yes
N1 C1 O2 107.8(4) yes
O3 C2 O2 121.7(6) yes
O3 C2 C3 128.9(6) yes
O2 C2 C3 109.4(4) yes
N1 C3 C2 99.3(4) yes
N1 C3 C4 114.1(4) yes
C2 C3 C4 113.2(5) yes
C6 C4 C3 110.1(5) yes
C6 C4 C5 112.8(5) yes
C3 C4 C5 111.8(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.202(6) yes
O2 C2 . 1.380(6) yes
O2 C1 . 1.403(6) yes
O3 C2 . 1.185(6) yes
N1 C1 . 1.327(6) yes
N1 C3 . 1.458(5) yes
C2 C3 . 1.509(8) yes
C3 C4 . 1.533(8) yes
C4 C6 . 1.517(9) yes
C4 C5 . 1.536(7) yes
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
C3 N1 C1 O1 179.0(5)
C3 N1 C1 O2 -1.8(5)
C2 O2 C1 O1 -179.0(4)
C2 O2 C1 N1 1.7(5)
C1 O2 C2 O3 177.6(5)
C1 O2 C2 C3 -1.0(5)
C1 N1 C3 C2 1.2(5)
C1 N1 C3 C4 -119.5(5)
O3 C2 C3 N1 -178.5(5)
O2 C2 C3 N1 -0.1(5)
O3 C2 C3 C4 -57.1(7)
O2 C2 C3 C4 121.3(4)
N1 C3 C4 C6 -70.6(5)
C2 C3 C4 C6 176.8(4)
N1 C3 C4 C5 55.6(6)
C2 C3 C4 C5 -57.0(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 92940
2 PubChem 9898854
