#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2005173.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_2005173
loop_
_publ_author_name
'Dalhus, B.'
'G\"orbitz, C. H.'
_publ_section_title
;
 <small>DL</small>-Norleucine, \b Form at 120K
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1761
_journal_page_last               1764
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C6 H13 N O2'
_chemical_formula_weight         131.17
_chemical_name_systematic
;
 DL-Norleucine
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 91.37(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   31.067(5)
_cell_length_b                   4.7170(10)
_cell_length_c                   9.851(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      20.2
_cell_measurement_theta_min      13.2
_cell_volume                     1443.2(5)
_diffrn_ambient_temperature      120(2)
_diffrn_measurement_device       'Nicolet P3 diffractometer'
_diffrn_measurement_method       '\w 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    0.0526
_diffrn_reflns_limit_h_max       52
_diffrn_reflns_limit_h_min       -52
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3794
_diffrn_reflns_theta_max         37.5
_diffrn_reflns_theta_min         2.0
_diffrn_standards_decay_%        '< 2'
_diffrn_standards_interval_count 96
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.269
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.914
_refine_ls_goodness_of_fit_obs   1.035
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         3794
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.914
_refine_ls_restrained_S_obs      1.035
_refine_ls_R_factor_all          0.1023
_refine_ls_R_factor_obs          0.0572
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.0339P)^2^+1.6573P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all         0.1210
_refine_ls_wR_factor_obs         0.1075
_reflns_number_observed          2363
_reflns_number_total             3794
_reflns_observed_criterion       >2sigma(I)
_[local]_cod_data_source_file    pa1228.cif
_[local]_cod_data_source_block   1
_[local]_cod_cif_authors_sg_H-M  'C 2/c'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 
;
_cod_database_code               2005173
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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 0.0210(3) 0.0157(3) 0.0190(3) 0.0038(3) -0.0021(3) 0.0003(3)
O2 0.0333(4) 0.0182(3) 0.0130(3) 0.0012(3) 0.0002(3) -0.0006(3)
N1 0.0180(4) 0.0173(4) 0.0137(3) -0.0021(3) -0.0015(3) 0.0015(3)
C1 0.0161(4) 0.0135(4) 0.0142(4) -0.0019(3) -0.0019(3) 0.0004(3)
C2 0.0171(4) 0.0133(4) 0.0137(3) 0.0003(3) -0.0014(3) -0.0002(3)
C3 0.0165(4) 0.0196(4) 0.0193(4) -0.0006(4) -0.0016(3) 0.0020(4)
C4 0.0196(5) 0.0223(5) 0.0244(5) -0.0001(4) -0.0060(4) 0.0027(4)
C5 0.0198(5) 0.0331(6) 0.0326(6) -0.0029(5) -0.0076(4) 0.0040(5)
C6 0.0245(6) 0.0467(8) 0.0344(6) 0.0012(6) -0.0116(5) -0.0003(6)
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_type_symbol
O1 0.71578(2) -0.0773(2) 0.80067(8) 0.0186(2) Uani d . 1 O
O2 0.68537(3) 0.2043(2) 0.95401(7) 0.0215(2) Uani d . 1 O
N1 0.70227(3) 0.2976(2) 0.60017(8) 0.0163(2) Uani d . 1 N
H1 0.7315(6) 0.324(4) 0.6287(17) 0.040(5) Uiso d . 1 H
H2 0.6948(5) 0.442(4) 0.5390(15) 0.028(4) Uiso d . 1 H
H3 0.7000(5) 0.124(4) 0.5565(16) 0.032(4) Uiso d . 1 H
C1 0.69415(3) 0.1333(2) 0.83429(9) 0.0146(2) Uani d . 1 C
C2 0.67399(3) 0.3110(2) 0.71972(9) 0.0147(2) Uani d . 1 C
H4 0.67150(5) 0.503(3) 0.7490(4) 0.018 Uiso calc R 1 H
C3 0.62927(3) 0.1939(2) 0.68403(10) 0.0185(2) Uani d . 1 C
H5 0.63173(4) -0.012(2) 0.6697(2) 0.022 Uiso calc R 1 H
H6 0.6106(2) 0.2234(4) 0.7624(8) 0.022 Uiso calc R 1 H
C4 0.60724(3) 0.3240(3) 0.55874(11) 0.0222(2) Uani d . 1 C
H7 0.60533(4) 0.532(2) 0.5711(2) 0.027 Uiso calc R 1 H
H8 0.6251(2) 0.2875(5) 0.4785(9) 0.027 Uiso calc R 1 H
C5 0.56239(4) 0.2063(3) 0.53200(13) 0.0286(2) Uani d . 1 C
H9 0.5440(2) 0.2582(6) 0.6077(9) 0.034 Uiso calc R 1 H
H10 0.56396(4) -0.001(2) 0.52867(13) 0.034 Uiso calc R 1 H
C6 0.54177(4) 0.3139(4) 0.40024(14) 0.0354(3) Uani d . 1 C
H11 0.5128(3) 0.230(2) 0.3880(6) 0.055(3) Uiso calc R 1 H
H12 0.5598(3) 0.259(2) 0.3232(9) 0.055(3) Uiso calc R 1 H
H13 0.5393(3) 0.523(2) 0.4039(5) 0.055(3) 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 0.0033 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
C2 N1 H1 109.7(10) ?
C2 N1 H2 109.7(9) ?
H1 N1 H2 108.4(14) ?
C2 N1 H3 111.4(10) ?
H1 N1 H3 108.2(14) ?
H2 N1 H3 109.3(13) ?
O1 C1 O2 126.10(10) yes
O1 C1 C2 117.00(10) yes
O2 C1 C2 116.80(10) yes
N1 C2 C1 108.80(10) yes
N1 C2 C3 110.70(10) yes
C1 C2 C3 109.00(10) yes
N1 C2 H4 109.44(5) ?
C1 C2 H4 109.44(5) ?
C3 C2 H4 109.44(6) ?
C4 C3 C2 115.40(10) yes
C4 C3 H5 108.44(6) ?
C2 C3 H5 108.44(6) ?
C4 C3 H6 108.44(6) ?
C2 C3 H6 108.44(5) ?
H5 C3 H6 107.5 ?
C5 C4 C3 112.70(10) yes
C5 C4 H7 109.06(7) ?
C3 C4 H7 109.06(6) ?
C5 C4 H8 109.06(7) ?
C3 C4 H8 109.06(6) ?
H7 C4 H8 107.8 ?
C4 C5 C6 113.10(10) yes
C4 C5 H9 108.96(7) ?
C6 C5 H9 108.96(8) ?
C4 C5 H10 108.96(7) ?
C6 C5 H10 108.96(8) ?
H9 C5 H10 107.8 ?
C5 C6 H11 109.47(8) ?
C5 C6 H12 109.47(8) ?
H11 C6 H12 109.5 ?
C5 C6 H13 109.47(8) ?
H11 C6 H13 109.5 ?
H12 C6 H13 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.2480(10) yes
O2 C1 1.2620(10) yes
N1 C2 1.4870(10) yes
N1 H1 0.95(2) ?
N1 H2 0.94(2) ?
N1 H3 0.93(2) ?
C1 C2 1.5280(10) yes
C2 C3 1.5290(10) yes
C2 H4 0.9550(10) ?
C3 C4 1.526(2) yes
C3 H5 0.986(10) ?
C3 H6 0.986(10) ?
C4 C5 1.517(2) yes
C4 H7 0.992(11) ?
C4 H8 0.992(11) ?
C5 C6 1.521(2) yes
C5 H9 0.980(11) ?
C5 H10 0.980(11) ?
C6 H11 0.988(11) ?
C6 H12 0.988(11) ?
C6 H13 0.988(11) ?
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
O1 C1 C2 N1 -31.10(10) yes
O2 C1 C2 N1 152.70(10) yes
O1 C1 C2 C3 89.70(11) ?
O2 C1 C2 C3 -86.50(11) ?
N1 C2 C3 C4 -52.70(10) yes
C1 C2 C3 C4 -172.30(10) yes
C2 C3 C4 C5 -177.90(10) yes
C3 C4 C5 C6 -174.60(10) yes
C1 C2 N1 H1 -45.3(12) ?
C1 C2 N1 H2 -164.3(10) ?
C1 C2 N1 H3 74.6(10) ?