#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/89/2008946.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_2008946
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. III.
 The <small>L</small>-leucine and <small>L</small>-valine series
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1547
_journal_page_last               1555
_journal_paper_doi               10.1107/S0108270199006162
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C5 H11 N O2 . C4 H9 N O2'
_chemical_formula_structural     'C5 H11 N O2 . C4 H9 N O2'
_chemical_formula_sum            'C9 H20 N2 O4'
_chemical_formula_weight         220.27
_chemical_name_systematic
;
 L-valine:D-2-aminobutanoic acid
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 106.8430(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.95620(10)
_cell_length_b                   4.74170(10)
_cell_length_c                   12.78330(10)
_cell_measurement_reflns_used    6288
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      49.71
_cell_measurement_theta_min      3.07
_cell_volume                     577.602(15)
_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, 1995)'
_diffrn_ambient_temperature      150(2)
_diffrn_measurement_device       'Siemens SMART CCD area-detector'
_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  0.035
_diffrn_reflns_av_sigmaI/netI    0.046
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            18959
_diffrn_reflns_theta_max         49.71
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_meas      ?
_exptl_crystal_description       Needle
_exptl_crystal_F_000             240
_exptl_crystal_size_max          2.00
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.434
_refine_ls_extinction_coef       0.150(10)
_refine_ls_extinction_method     'SHELXL (reference?)'
_refine_ls_goodness_of_fit_all   1.018
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         8952
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.018
_refine_ls_restrained_S_obs      1.046
_refine_ls_R_factor_all          0.045
_refine_ls_R_factor_gt           0.040
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0681P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.108
_refine_ls_wR_factor_ref         0.104
_reflns_number_gt                7932
_reflns_number_total             8952
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            os1063.cif
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' 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^)+(0.0681P)^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^)+(0.0681P)^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        577.600(10)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2008946
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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 0.41322(4) -0.18512(9) 0.40561(3) 0.01523(7) Uani d . 1 . O
O2A 0.23308(4) 0.10694(10) 0.33180(4) 0.01816(7) Uani d . 1 . O
N1A 0.59930(4) 0.20727(11) 0.38297(3) 0.01251(6) Uani d . 1 . N
H1A 0.6459(14) 0.035(4) 0.3830(11) 0.027(3) Uiso d . 1 . H
H2A 0.6514(13) 0.350(3) 0.3639(11) 0.021(3) Uiso d . 1 . H
H3A 0.5838(13) 0.247(3) 0.4511(12) 0.029(3) Uiso d . 1 . H
C1A 0.35937(5) 0.02961(10) 0.35200(4) 0.01141(7) Uani d . 1 . C
C2A 0.45612(5) 0.20564(11) 0.30277(4) 0.01107(6) Uani d . 1 . C
H4A 0.4209(5) 0.397(3) 0.2906(2) 0.013 Uiso calc R 1 . H
C3A 0.46224(5) 0.07627(12) 0.19328(4) 0.01475(8) Uani d . 1 . C
H5A 0.4872(3) -0.119(3) 0.2060(2) 0.018 Uiso calc R 1 . H
C4A 0.31897(7) 0.0905(3) 0.10753(6) 0.0335(2) Uani d . 1 . C
H6A 0.2459(8) -0.012(2) 0.1363(5) 0.050 Uiso calc R 1 . H
H7A 0.3247(3) -0.005(2) 0.0369(8) 0.050 Uiso calc R 1 . H
H8A 0.2900(6) 0.298(2) 0.0918(7) 0.050 Uiso calc R 1 . H
C5A 0.57343(8) 0.2177(2) 0.14923(5) 0.02363(11) Uani d . 1 . C
H9A 0.6705(15) 0.214(4) 0.2013(11) 0.035 Uiso d . 1 . H
H10A 0.5602(15) 0.413(4) 0.1361(12) 0.035 Uiso d . 1 . H
H11A 0.5723(14) 0.132(4) 0.0765(12) 0.035 Uiso d . 1 . H
O1B -0.07845(4) 0.98914(9) 0.41787(3) 0.01493(6) Uani d . 1 . O
O2B -0.26335(4) 0.70362(11) 0.35322(4) 0.01824(7) Uani d . 1 . O
N1B 0.10011(4) 0.60521(11) 0.37631(3) 0.01297(6) Uani d . 1 . N
H1B 0.1354(12) 0.778(3) 0.3670(10) 0.019(3) Uiso d . 1 . H
H2B 0.1559(14) 0.470(3) 0.3574(12) 0.028(3) Uiso d . 1 . H
H3B 0.1008(13) 0.578(3) 0.4499(11) 0.024(3) Uiso d . 1 . H
C1B -0.13704(5) 0.77471(10) 0.36733(4) 0.01131(7) Uani d . 1 . C
C2B -0.05094(5) 0.59276(11) 0.31121(4) 0.01138(6) Uani d . 1 . C
H4B -0.0826(4) 0.404(3) 0.30762(6) 0.014 Uiso calc R 1 . H
C3B -0.07131(6) 0.70461(14) 0.19512(4) 0.01674(8) Uani d . 1 . C
H5B -0.1657(9) 0.70854(14) 0.1592(3) 0.020 Uiso calc R 1 . H
H6B -0.0388(3) 0.8870(16) 0.19954(6) 0.020 Uiso calc R 1 . H
C4B 0.00276(10) 0.5320(2) 0.12775(6) 0.0290(2) Uani d . 1 . C
H7B -0.0092(9) 0.6248(15) 0.0565(7) 0.044 Uiso calc R 1 . H
H8B -0.0383(8) 0.3410(18) 0.1159(7) 0.044 Uiso calc R 1 . H
H9B 0.1037(9) 0.5185(19) 0.1672(5) 0.044 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 111.6(9)
C2A N1A H2A 108.6(8)
H1A N1A H2A 108.7(11)
C2A N1A H3A 104.8(8)
H1A N1A H3A 112.5(13)
H2A N1A H3A 110.6(13)
O1A C1A O2A 126.07(5)
O1A C1A C2A 116.31(4)
O2A C1A C2A 117.56(5)
N1A C2A C1A 107.91(4)
N1A C2A C3A 110.06(4)
C1A C2A C3A 110.39(4)
N1A C2A H4A 109.49(3)
C1A C2A H4A 109.49(3)
C3A C2A H4A 109.49(3)
C4A C3A C5A 109.89(6)
C4A C3A C2A 111.01(4)
C5A C3A C2A 112.39(5)
C4A C3A H5A 107.79(5)
C5A C3A H5A 107.79(4)
C2A C3A H5A 107.79(3)
C3A C4A H6A 109.47(4)
C3A C4A H7A 109.47(3)
H6A C4A H7A 109.5
C3A C4A H8A 109.47(5)
H6A C4A H8A 109.5
H7A C4A H8A 109.5
C3A C5A H9A 114.0(9)
C3A C5A H10A 114.6(9)
H9A C5A H10A 101.3(14)
C3A C5A H11A 110.2(9)
H9A C5A H11A 110.8(11)
H10A C5A H11A 105.4(14)
C2B N1B H1B 109.1(8)
C2B N1B H2B 114.2(9)
H1B N1B H2B 107.7(11)
C2B N1B H3B 105.3(7)
H1B N1B H3B 111.1(12)
H2B N1B H3B 109.4(12)
O1B C1B O2B 125.80(5)
O1B C1B C2B 117.23(4)
O2B C1B C2B 116.83(4)
N1B C2B C3B 110.79(4)
N1B C2B C1B 109.04(4)
C3B C2B C1B 108.86(4)
N1B C2B H4B 109.38(3)
C3B C2B H4B 109.38(3)
C1B C2B H4B 109.38(3)
C4B C3B C2B 114.28(5)
C4B C3B H5B 108.69(4)
C2B C3B H5B 108.69(3)
C4B C3B H6B 108.69(4)
C2B C3B H6B 108.69(3)
H5B C3B H6B 107.6
C3B C4B H7B 109.47(3)
C3B C4B H8B 109.47(4)
H7B C4B H8B 109.5
C3B C4B H9B 109.47(4)
H7B C4B H9B 109.5
H8B C4B H9B 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 . 1.2574(7) yes
O2A C1A . 1.2625(6) yes
N1A C2A . 1.4955(6) yes
N1A H1A . 0.94(2) ?
N1A H2A . 0.926(14) ?
N1A H3A . 0.947(14) ?
C1A C2A . 1.5401(6) yes
C2A C3A . 1.5455(6) yes
C2A H4A . 0.970(12) ?
C3A C4A . 1.5280(8) yes
C3A C5A . 1.5341(8) yes
C3A H5A . 0.962(13) ?
C4A H6A . 1.027(11) ?
C4A H7A . 1.027(11) ?
C4A H8A . 1.027(11) ?
C5A H9A . 1.003(14) ?
C5A H10A . 0.94(2) ?
C5A H11A . 1.011(15) ?
O1B C1B . 1.2542(6) yes
O2B C1B . 1.2635(6) yes
N1B C2B . 1.4941(6) yes
N1B H1B . 0.912(14) ?
N1B H2B . 0.925(15) ?
N1B H3B . 0.947(13) ?
C1B C2B . 1.5330(6) yes
C2B C3B . 1.5331(7) yes
C2B H4B . 0.947(13) ?
C3B C4B . 1.5243(9) yes
C3B H5B . 0.919(8) ?
C3B H6B . 0.919(8) ?
C4B H7B . 0.987(9) ?
C4B H8B . 0.987(9) ?
C4B H9B . 0.987(9) ?
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 -37.46(6) ?
O2A C1A C2A N1A 145.06(5) ?
O1A C1A C2A C3A 82.84(5) ?
O2A C1A C2A C3A -94.63(6) ?
N1A C2A C3A C4A -176.20(10) yes
C1A C2A C3A C4A 64.83(7) ?
N1A C2A C3A C5A -52.60(10) yes
C1A C2A C3A C5A -171.64(5) ?
O1B C1B C2B N1B 32.23(6) ?
O2B C1B C2B N1B -151.67(5) ?
O1B C1B C2B C3B -88.74(5) ?
O2B C1B C2B C3B 87.36(6) ?
N1B C2B C3B C4B 63.20(10) yes
C1B C2B C3B C4B -176.87(6) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21182863
