#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/51/2005161.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_2005161
loop_
_publ_author_name
'Dalhus, B.'
'Görbitz, C. H.'
_publ_section_title
;
 Triclinic Form of <small>DL</small>-Valine
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1759
_journal_page_last               1761
_journal_paper_doi               10.1107/S0108270196002491
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C5 H11 N O2'
_chemical_formula_weight         117.15
_chemical_name_systematic
;
 DL-Valine
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.890(10)
_cell_angle_beta                 92.340(10)
_cell_angle_gamma                110.020(10)
_cell_formula_units_Z            2
_cell_length_a                   5.2220(10)
_cell_length_b                   5.4060(10)
_cell_length_c                   10.838(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      21.1
_cell_measurement_theta_min      17.5
_cell_volume                     287.09(9)
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      120(2)
_diffrn_measurement_device       'Nicolet P3 diffractometer'
_diffrn_measurement_method       '2θ scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0072
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3022
_diffrn_reflns_theta_max         37.50
_diffrn_reflns_theta_min         2.00
_diffrn_standards_decay_%        '< 1.7'
_diffrn_standards_interval_count 96
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_description       Plates
_exptl_crystal_F_000             128
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.628
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.141
_refine_ls_goodness_of_fit_obs   1.163
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         3022
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.141
_refine_ls_restrained_S_obs      1.163
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_obs          0.0452
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0750P)²+0.0400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1201
_refine_ls_wR_factor_obs         0.1177
_reflns_number_observed          2802
_reflns_number_total             3022
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            na1226.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0750P)^2^+0.0400P] 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^)+(0.0750P)^2^+0.0400P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2005161
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.0123(2) 0.0074(2) 0.0195(2) 0.00295(12) -0.00201(13) -0.00209(13)
O2 0.0112(2) 0.0121(2) 0.0179(2) 0.00631(13) 0.00186(13) 0.00047(13)
N1 0.0116(2) 0.0076(2) 0.0133(2) 0.00388(13) -0.00128(13) -0.00077(13)
C1 0.0111(2) 0.0078(2) 0.0104(2) 0.00408(14) 0.00150(14) -0.00012(13)
C2 0.0095(2) 0.0071(2) 0.0117(2) 0.00296(13) 0.00042(13) -0.00024(13)
C3 0.0135(2) 0.0099(2) 0.0122(2) 0.0045(2) -0.00073(15) -0.00218(14)
C4 0.0174(3) 0.0201(3) 0.0215(3) 0.0034(2) -0.0069(2) -0.0056(2)
C5 0.0198(2) 0.0170(2) 0.0140(2) 0.0057(2) 0.0042(2) 0.0019(2)
loop_
_atom_site_label
_atom_site_occupancy
_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_type_symbol
O1 1 .21907(9) .27355(8) .60706(4) .01329(9) Uani d . O
O2 1 .67023(9) .41090(8) .64845(4) .01310(9) Uani d . O
N1 1 .20448(9) .76092(9) .59397(4) .01076(9) Uani d . N
H1 1 .039(3) .657(3) .6259(12) .024(3) Uiso d . H
H2 1 .209(2) .926(3) .6001(11) .017(2) Uiso d . H
H3 1 .208(2) .720(2) .5142(11) .015(2) Uiso d . H
C1 1 .44577(10) .44751(9) .63575(5) .00951(9) Uani d . C
C2 1 .44696(10) .72903(9) .65925(5) .00942(9) Uani d . C
H4 1 .6118(19) .8524(14) .6246(4) .011 Uiso calc R H
C3 1 .45155(11) .79904(10) .79798(5) .01181(10) Uani d . C
H5 1 .3821(8) .9480(17) .80554(10) .014 Uiso calc R H
C4 1 .74183(14) .89175(14) .85406(7) .02076(13) Uani d . C
H6 1 .8563(11) 1.0402(18) .8078(7) .036(2) Uiso calc R H
H7 1 .8143(10) .7469(14) .8500(8) .036(2) Uiso calc R H
H8 1 .7420(3) .9479(18) .9405(8) .036(2) Uiso calc R H
C5 1 .26595(13) .57072(13) .86950(6) .01695(11) Uani d . C
H9 1 .0806(15) .5054(11) .8279(5) .026(2) Uiso calc R H
H10 1 .2539(13) .6324(6) .9553(7) .026(2) Uiso calc R H
H11 1 .3425(10) .4257(12) .8718(6) .026(2) Uiso calc R H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
H2 N1 H3 108.0(11) ?
H2 N1 H1 106.3(11) ?
H3 N1 H1 110.3(11) ?
H2 N1 C2 111.1(8) ?
H3 N1 C2 108.0(7) ?
H1 N1 C2 113.0(8) ?
O2 C1 O1 125.82(5) yes
O2 C1 C2 117.24(5) yes
O1 C1 C2 116.94(4) yes
N1 C2 C1 109.49(4) yes
N1 C2 C3 110.08(4) yes
C1 C2 C3 112.53(4) yes
C4 C3 C5 110.87(5) yes
C4 C3 C2 110.74(5) yes
C5 C3 C2 112.29(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.2574(7) yes
O2 C1 1.2564(7) yes
N1 H2 0.884(12) ?
N1 H3 0.891(12) ?
N1 H1 0.937(14) ?
N1 C2 1.4879(7) yes
C1 C2 1.5370(7) yes
C2 C3 1.5419(8) yes
C3 C4 1.5210(9) yes
C3 C5 1.5283(9) 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
_geom_torsion_publ_flag
H2 N1 C2 C1 -174.4(9) ?
H3 N1 C2 C1 -56.2(8) ?
H1 N1 C2 C1 66.2(9) ?
H2 N1 C2 C3 61.4(9) ?
H3 N1 C2 C3 179.6(8) ?
H1 N1 C2 C3 -58.0(9) ?
O2 C1 C2 N1 157.42(5) ?
O1 C1 C2 N1 -23.48(6) yes
O2 C1 C2 C3 -79.82(6) ?
O1 C1 C2 C3 99.28(6) ?
N1 C2 C3 C4 -153.63(5) yes
C1 C2 C3 C4 83.94(6) ?
N1 C2 C3 C5 81.84(5) yes
C1 C2 C3 C5 -40.59(6) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 1148
