#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/87/2008707.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_2008707
loop_
_publ_author_name
' Dalhus, Bjørn'
' Görbitz, Carl Henrik'
_publ_section_title
;
 Molecular aggregation in selected crystalline 1:1 complexes of
 hydrophobic <small>D</small>- and <small>L</small>-amino acids. II.
 The <small>D</small>-norleucine series
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1105
_journal_page_last               1112
_journal_paper_doi               10.1107/S0108270199003649
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C6 H13 NO2 , C6 H13 NO2 '
_chemical_formula_sum            'C12 H26 N2 O4'
_chemical_formula_weight         262.35
_chemical_name_systematic
;
 L-alloIsoleucine:D-Norleucine
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 100.8378(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   31.4433(4)
_cell_length_b                   4.76220(10)
_cell_length_c                   9.9363(2)
_cell_measurement_reflns_used    6199
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      49.57
_cell_measurement_theta_min      2.25
_cell_volume                     1461.32(5)
_computing_cell_refinement       'SAINT (Siemens, 1995)'
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        SAINT
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1994)'
_diffrn_ambient_temperature      150(2)
_diffrn_measurement_device
;
Siemens SMART CCD area-detector diffractometer
;
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_max       66
_diffrn_reflns_limit_h_min       -65
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18157
_diffrn_reflns_theta_max         49.57
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_density_meas      ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.299
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.075
_refine_ls_goodness_of_fit_obs   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         10942
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.075
_refine_ls_restrained_S_obs      1.066
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_obs          0.0394
_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)+(0.0513P)²+0.0971P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1052
_refine_ls_wR_factor_obs         0.0980
_reflns_number_observed          9640
_reflns_number_total             10942
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            os1053.cif
_cod_data_source_block           B2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measureed' was changed to
'?' - the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0513P)^2^+0.0971P] 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^)+(0.0513P)^2^+0.0971P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               2008707
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
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
O1A 0.211952(14) 0.11780(9) 0.53236(4) 0.01572(7) Uani d . 1 . O
O2A 0.18331(2) 0.41366(10) 0.66700(4) 0.01808(7) Uani d . 1 . O
N1A 0.204087(15) 0.50318(11) 0.33077(4) 0.01346(6) Uani d . 1 . N
H1A 0.2035(4) 0.335(4) 0.2921(14) 0.032(3) Uiso d . 1 . H
H2A 0.1974(4) 0.628(3) 0.2703(14) 0.026(3) Uiso d . 1 . H
H3A 0.2311(5) 0.537(4) 0.3823(15) 0.044(4) Uiso d . 1 . H
C1A 0.19119(2) 0.33391(11) 0.55290(5) 0.01203(7) Uani d . 1 . C
C2A 0.17238(2) 0.50940(11) 0.42553(5) 0.01174(6) Uani d . 1 . C
H4A 0.16863(5) 0.696(2) 0.4522(3) 0.014 Uiso calc R 1 . H
C3A 0.12820(2) 0.38936(12) 0.35377(5) 0.01479(7) Uani d . 1 . C
H5A 0.13190(5) 0.189(3) 0.3395(2) 0.018 Uiso calc R 1 . H
C4A 0.11244(2) 0.5254(2) 0.21331(6) 0.02282(11) Uani d . 1 . C
H6A 0.1326(2) 0.4807(15) 0.1527(6) 0.034 Uiso calc R 1 . H
H7A 0.1110(3) 0.7286(17) 0.2240(2) 0.034 Uiso calc R 1 . H
H8A 0.0838(3) 0.4534(15) 0.1739(5) 0.034 Uiso calc R 1 . H
C5A 0.09473(2) 0.4242(2) 0.44688(7) 0.0292(2) Uani d . 1 . C
H9A 0.10645(14) 0.3465(9) 0.5355(10) 0.035 Uiso calc R 1 . H
H10 0.08991(6) 0.622(2) 0.4589(2) 0.035 Uiso calc R 1 . H
C6A 0.05119(3) 0.2830(3) 0.39169(11) 0.0423(3) Uani d . 1 . C
H11 0.0323(2) 0.299(2) 0.4598(9) 0.063 Uiso calc R 1 . H
H12 0.05593(7) 0.084(2) 0.3736(12) 0.063 Uiso calc R 1 . H
H13 0.0373(2) 0.376(2) 0.3062(11) 0.063 Uiso calc R 1 . H
O1B 0.218017(14) 1.28669(9) 1.03150(4) 0.01562(7) Uani d . 1 . O
O2B 0.19303(2) 0.99940(10) 1.17769(4) 0.01857(7) Uani d . 1 . O
N1B 0.200580(15) 0.91297(11) 0.82463(4) 0.01358(6) Uani d . 1 . N
H1B 0.1968(4) 1.088(3) 0.7829(14) 0.027(3) Uiso d . 1 . H
H2B 0.1913(5) 0.778(4) 0.7609(15) 0.036(4) Uiso d . 1 . H
H3B 0.2295(4) 0.882(3) 0.8612(13) 0.031(3) Uiso d . 1 . H
C1B 0.19840(2) 1.07170(10) 1.05956(5) 0.01183(7) Uani d . 1 . C
C2B 0.17622(2) 0.89007(10) 0.93930(5) 0.01188(7) Uani d . 1 . C
H4B 0.17630(2) 0.696(2) 0.9688(4) 0.014 Uiso calc R 1 . H
C3B 0.12929(2) 0.98990(13) 0.89625(6) 0.01634(8) Uani d . 1 . C
H5B 0.11502(13) 0.9726(2) 0.9736(7) 0.020 Uiso calc R 1 . H
H6B 0.12947(2) 1.1861(17) 0.8727(2) 0.020 Uiso calc R 1 . H
C4B 0.10293(2) 0.8300(2) 0.77534(8) 0.02431(12) Uani d . 1 . C
H7B 0.10554(3) 0.624(2) 0.7948(2) 0.029 Uiso calc R 1 . H
H8B 0.11543(13) 0.8676(4) 0.6915(8) 0.029 Uiso calc R 1 . H
C5B 0.05484(2) 0.9109(2) 0.74612(9) 0.0302(2) Uani d . 1 . C
H9B 0.05231(4) 1.122(2) 0.7309(2) 0.036 Uiso calc R 1 . H
H14 0.0401(2) 0.8153(11) 0.6580(10) 0.036 Uiso calc R 1 . H
C6B 0.03115(3) 0.8311(4) 0.86006(13) 0.0554(4) Uani d . 1 . C
H15 -0.0006(4) 0.868(3) 0.8298(7) 0.083 Uiso calc R 1 . H
H16 0.0425(4) 0.946(3) 0.9437(12) 0.083 Uiso calc R 1 . H
H17 0.0359(4) 0.627(3) 0.8821(10) 0.083 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
C2A N1A H1A 109.1(9)
C2A N1A H2A 109.1(9)
H1A N1A H2A 110.3(13)
C2A N1A H3A 107.5(10)
H1A N1A H3A 110.1(14)
H2A N1A H3A 110.7(14)
O1A C1A O2A 125.99(5)
O1A C1A C2A 116.27(4)
O2A C1A C2A 117.70(5)
N1A C2A C1A 107.96(4)
N1A C2A C3A 110.48(4)
C1A C2A C3A 110.57(4)
N1A C2A H4A 109.26(3)
C1A C2A H4A 109.26(3)
C3A C2A H4A 109.26(3)
C4A C3A C5A 111.20(5)
C4A C3A C2A 111.83(5)
C5A C3A C2A 109.90(5)
C4A C3A H5A 107.92(4)
C5A C3A H5A 107.92(5)
C2A C3A H5A 107.92(3)
C3A C4A H6A 109.47(3)
C3A C4A H7A 109.47(4)
H6A C4A H7A 109.5
C3A C4A H8A 109.47(3)
H6A C4A H8A 109.5
H7A C4A H8A 109.5
C6A C5A C3A 113.89(7)
C6A C5A H9A 108.78(5)
C3A C5A H9A 108.78(4)
C6A C5A H10 108.78(7)
C3A C5A H10 108.78(5)
H9A C5A H10 107.7
C5A C6A H11 109.47(5)
C5A C6A H12 109.47(7)
H11 C6A H12 109.5
C5A C6A H13 109.47(6)
H11 C6A H13 109.5
H12 C6A H13 109.5
C2B N1B H1B 111.4(9)
C2B N1B H2B 109.7(10)
H1B N1B H2B 109.1(12)
C2B N1B H3B 107.2(8)
H1B N1B H3B 110.7(13)
H2B N1B H3B 108.7(13)
O1B C1B O2B 125.87(5)
O1B C1B C2B 117.29(4)
O2B C1B C2B 116.70(5)
N1B C2B C1B 109.29(4)
N1B C2B C3B 111.71(4)
C1B C2B C3B 108.40(4)
N1B C2B H4B 109.13(3)
C1B C2B H4B 109.13(3)
C3B C2B H4B 109.13(3)
C4B C3B C2B 114.59(5)
C4B C3B H5B 108.62(4)
C2B C3B H5B 108.62(3)
C4B C3B H6B 108.61(4)
C2B C3B H6B 108.61(3)
H5B C3B H6B 107.6
C3B C4B C5B 113.15(6)
C3B C4B H7B 108.95(4)
C5B C4B H7B 108.95(5)
C3B C4B H8B 108.95(4)
C5B C4B H8B 108.95(4)
H7B C4B H8B 107.8
C6B C5B C4B 113.63(8)
C6B C5B H9B 108.84(9)
C4B C5B H9B 108.84(5)
C6B C5B H14 108.84(7)
C4B C5B H14 108.84(4)
H9B C5B H14 107.7
C5B C6B H15 109.47(5)
C5B C6B H16 109.47(7)
H15 C6B H16 109.5
C5B C6B H17 109.47(9)
H15 C6B H17 109.5
H16 C6B H17 109.5
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
O1A C1A . 1.2558(7) yes
O2A C1A . 1.2636(6) yes
N1A C2A . 1.4948(7) yes
N1A H1A . 0.89(2) ?
N1A H2A . 0.844(14) ?
N1A H3A . 0.919(15) ?
C1A C2A . 1.5390(7) yes
C2A C3A . 1.5466(7) yes
C2A H4A . 0.942(12) ?
C3A C4A . 1.5340(8) yes
C3A C5A . 1.5354(9) yes
C3A H5A . 0.975(13) ?
C4A H6A . 0.975(8) ?
C4A H7A . 0.975(8) ?
C4A H8A . 0.975(8) ?
C5A C6A . 1.5311(12) yes
C5A H9A . 0.963(11) ?
C5A H10 . 0.963(11) ?
C6A H11 . 0.983(11) ?
C6A H12 . 0.983(11) ?
C6A H13 . 0.983(11) ?
O1B C1B . 1.2534(7) yes
O2B C1B . 1.2646(6) yes
N1B C2B . 1.4917(6) yes
N1B H1B . 0.93(2) ?
N1B H2B . 0.91(2) ?
N1B H3B . 0.925(13) ?
C1B C2B . 1.5327(7) yes
C2B C3B . 1.5327(7) yes
C2B H4B . 0.970(12) ?
C3B C4B . 1.5283(8) yes
C3B H5B . 0.963(8) ?
C3B H6B . 0.963(9) ?
C4B C5B . 1.5344(10) yes
C4B H7B . 1.001(10) ?
C4B H8B . 1.001(10) ?
C5B C6B . 1.5158(14) yes
C5B H9B . 1.018(11) ?
C5B H14 . 1.018(11) ?
C6B H15 . 1.003(12) ?
C6B H16 . 1.003(12) ?
C6B H17 . 1.003(12) ?
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
O1A C1A C2A N1A -36.72(6) ?
O2A C1A C2A N1A 145.51(5) ?
O1A C1A C2A C3A 84.25(6) ?
O2A C1A C2A C3A -93.52(6) ?
N1A C2A C3A C4A -50.34(6) yes
C1A C2A C3A C4A -169.80(5) ?
N1A C2A C3A C5A -174.35(6) yes
C1A C2A C3A C5A 66.19(7) ?
C4A C3A C5A C6A 61.93(10) ?
C2A C3A C5A C6A -173.69(8) yes
O1B C1B C2B N1B 30.07(6) ?
O2B C1B C2B N1B -153.98(5) ?
O1B C1B C2B C3B -91.91(6) ?
O2B C1B C2B C3B 84.05(6) ?
N1B C2B C3B C4B 58.81(7) yes
C1B C2B C3B C4B 179.30(5) ?
C2B C3B C4B C5B 173.07(6) yes
C3B C4B C5B C6B -65.46(13) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21182967
