#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/55/2005515.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_2005515
loop_
_publ_author_name
'Steiner, Th.'
_publ_contact_author
;
   Dr Thomas Steiner
   Institut für Kristallographie
   Freie Universität Berlin
   Takustrasse 6
   D-14195 Berlin
   Germany
;
_publ_section_title
;
 <small>L</small>-Histidyl-<small>L</small>-alanine Dihydrate
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2554
_journal_page_last               2556
_journal_paper_doi               10.1107/S0108270196006804
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C9 H14 N4 O3, 2H2 O'
_chemical_formula_structural     'C9 H14 N4 O3, 2H2 O'
_chemical_formula_sum            'C9 H18 N4 O5'
_chemical_formula_weight         262.27
_chemical_name_common            'l-Histidyl-l-alanine dihydrate'
_chemical_name_systematic
;
 l-Histidyl-l-alanine dihydrate
;
_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                 90.131(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   4.6709(2)
_cell_length_b                   14.9289(7)
_cell_length_c                   9.0408(9)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.1
_cell_measurement_theta_min      10.1
_cell_volume                     630.43(7)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'CAD-4 Software'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius Turbo-CAD4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  Ni-filter
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54176
_diffrn_reflns_av_R_equivalents  0.0107
_diffrn_reflns_av_sigmaI/netI    0.0119
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            1956
_diffrn_reflns_theta_max         59.91
_diffrn_reflns_theta_min         4.89
_diffrn_standards_decay_%        1.8
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.962
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_correction_T_min  0.929
_exptl_absorpt_correction_type   '\y scan (North, Phillips & Matthews, 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_density_meas      ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.091
_refine_diff_density_min         -0.127
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   -0.2(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.072
_refine_ls_goodness_of_fit_obs   1.077
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         979
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.103
_refine_ls_restrained_S_obs      1.076
_refine_ls_R_factor_all          0.0219
_refine_ls_R_factor_obs          0.0204
_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)+(0.0393P)²+0.0541P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0564
_refine_ls_wR_factor_obs         0.0545
_reflns_number_observed          966
_reflns_number_total             982
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ha1164.cif
_cod_data_source_block           default
_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^)+(0.0393P)^2^+0.0541P] 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^)+(0.0393P)^2^+0.0541P] 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      'P 21'
_cod_database_code               2005515
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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_type_symbol
OW1 1 1.3647(3) 0.57677(12) 0.2484(2) 0.0464(4) Uani d O
H1W1 1 1.3334(59) 0.6316(26) 0.2830(35) 0.063(9) Uiso d H
H2W1 1 1.3511(68) 0.5758(25) 0.1588(41) 0.070(10) Uiso d H
OW2 1 0.8714(4) 0.47736(11) 0.2625(2) 0.0439(4) Uani d O
H1W2 1 1.0237(81) 0.5119(26) 0.2778(38) 0.074(10) Uiso d H
H2W2 1 0.7265(78) 0.5064(22) 0.2641(32) 0.058(9) Uiso d H
O1 1 0.5661(3) 0.81279(9) -0.1563(2) 0.0439(4) Uani d O
O2 1 0.2834(3) 0.58390(12) -0.0493(2) 0.0478(4) Uani d O
O3 1 0.5427(3) 0.47616(10) -0.1509(2) 0.0456(4) Uani d O
N1 1 0.9772(4) 0.89358(11) 0.0106(2) 0.0343(4) Uani d N
H1N1 1 1.1024(59) 0.9112(18) 0.0778(30) 0.044(7) Uiso d H
H2N1 1 1.0347(62) 0.9130(21) -0.0841(35) 0.061(8) Uiso d H
H3N1 1 0.7846(69) 0.9211(23) 0.0372(34) 0.065(8) Uiso d H
N2 1 0.8000(4) 0.67885(11) -0.1512(2) 0.0342(4) Uani d N
HN2 1 0.9550(56) 0.6494(20) -0.1143(28) 0.044(6) Uiso d H
N3 1 1.2015(4) 0.74365(13) 0.3540(2) 0.0409(4) Uani d N
N4 1 1.1086(4) 0.85637(15) 0.5024(2) 0.0467(5) Uani d N
HN4 1 1.1292(59) 0.8935(20) 0.5715(32) 0.050(7) Uiso d H
C1 1 0.9542(4) 0.79433(13) 0.0150(2) 0.0301(4) Uani d C
HC1 1 1.1499(48) 0.7685(16) 0.0056(24) 0.035(6) Uiso d H
C2 1 0.7559(4) 0.76389(13) -0.1099(2) 0.0297(4) Uani d C
C3 1 0.5992(4) 0.62721(13) -0.2416(2) 0.0330(5) Uani d C
HC3 1 0.4452(43) 0.6701(15) -0.2724(22) 0.025(5) Uiso d H
C4 1 0.4661(4) 0.55581(13) -0.1406(2) 0.0314(4) Uani d C
C5 1 0.8179(5) 0.76439(15) 0.1611(2) 0.0393(5) Uani d C
H1C5 1 0.7983(58) 0.6986(22) 0.1563(31) 0.055(7) Uiso d H
H2C5 1 0.6199(81) 0.7897(24) 0.1608(39) 0.079(9) Uiso d H
C6 1 0.9723(4) 0.79139(14) 0.2981(2) 0.0352(5) Uani d C
C7 1 0.9150(5) 0.8615(2) 0.3889(3) 0.0440(5) Uani d C
HC7 1 0.7700(63) 0.9079(23) 0.3760(32) 0.062(8) Uiso d H
C8 1 1.2736(5) 0.7855(2) 0.4766(2) 0.0448(5) Uani d C
HC8 1 1.4214(57) 0.7709(20) 0.5359(30) 0.050(7) Uiso d H
C9 1 0.7436(7) 0.5895(2) -0.3781(3) 0.0568(7) Uani d C
H1C9 1 0.5955(70) 0.5578(24) -0.4405(36) 0.077(9) Uiso d H
H2C9 1 0.8119(64) 0.6373(24) -0.4463(36) 0.067(8) Uiso d H
H3C9 1 0.9008(62) 0.5464(24) -0.3405(34) 0.068(9) Uiso d 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
H1W1 OW1 H2W1 111.(3)
H1W2 OW2 H2W2 111.(3)
C1 N1 H1N1 109.0(18)
C1 N1 H2N1 110.6(19)
H1N1 N1 H2N1 110.(2)
C1 N1 H3N1 109.3(19)
H1N1 N1 H3N1 108.(2)
H2N1 N1 H3N1 110.(3)
C2 N2 C3 123.8(2)
C2 N2 HN2 118.6(18)
C3 N2 HN2 117.3(18)
C8 N3 C6 105.1(2)
C8 N4 C7 107.2(2)
C8 N4 HN4 126.(2)
C7 N4 HN4 127.(2)
N1 C1 C2 108.7(2)
N1 C1 C5 110.1(2)
C2 C1 C5 107.3(2)
N1 C1 HC1 108.5(14)
C2 C1 HC1 112.1(13)
C5 C1 HC1 110.1(13)
O1 C2 N2 125.7(2)
O1 C2 C1 120.9(2)
N2 C2 C1 113.2(2)
N2 C3 C9 111.4(2)
N2 C3 C4 107.1(2)
C9 C3 C4 114.1(2)
N2 C3 HC3 106.1(11)
C9 C3 HC3 109.3(12)
C4 C3 HC3 108.5(11)
O3 C4 O2 124.2(2)
O3 C4 C3 120.1(2)
O2 C4 C3 115.7(2)
C6 C5 C1 115.9(2)
C6 C5 H1C5 110.5(17)
C1 C5 H1C5 106.9(16)
C6 C5 H2C5 110.(2)
C1 C5 H2C5 106.(2)
H1C5 C5 H2C5 107.(3)
C7 C6 N3 109.3(2)
C7 C6 C5 128.1(2)
N3 C6 C5 122.6(2)
C6 C7 N4 106.3(2)
C6 C7 HC7 127.8(18)
N4 C7 HC7 125.9(18)
N3 C8 N4 112.2(2)
N3 C8 HC8 125.6(18)
N4 C8 HC8 122.2(18)
C3 C9 H1C9 108.8(18)
C3 C9 H2C9 112.5(18)
H1C9 C9 H2C9 102.(3)
C3 C9 H3C9 106.3(17)
H1C9 C9 H3C9 112.(3)
H2C9 C9 H3C9 115.(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
OW1 H1W1 0.89(4)
OW1 H2W1 0.81(4)
OW2 H1W2 0.89(4)
OW2 H2W2 0.80(4)
O1 C2 1.222(2)
O2 C4 1.261(2)
O3 C4 1.245(3)
N1 C1 1.486(2)
N1 H1N1 0.88(3)
N1 H2N1 0.94(3)
N1 H3N1 1.02(3)
N2 C2 1.339(3)
N2 C3 1.463(3)
N2 HN2 0.91(3)
N3 C8 1.316(3)
N3 C6 1.381(3)
N4 C8 1.331(4)
N4 C7 1.367(3)
N4 HN4 0.84(3)
C1 C2 1.528(3)
C1 C5 1.534(3)
C1 HC1 1.00(2)
C3 C9 1.516(3)
C3 C4 1.535(3)
C3 HC3 1.00(2)
C5 C6 1.488(3)
C5 H1C5 0.99(3)
C5 H2C5 1.00(4)
C6 C7 1.357(3)
C7 HC7 0.98(3)
C8 HC8 0.90(3)
C9 H1C9 1.01(4)
C9 H2C9 1.00(4)
C9 H3C9 1.03(3)
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
N1 C1 C2 O1 -28.1(3) yes
N1 C1 C2 N2 156.8(2) yes
C1 C2 N2 C3 164.9(2) yes
C2 N2 C3 C4 -109.6(2) yes
C2 N2 C3 C9 125.1(2) yes
N2 C3 C4 O2 74.2(2) yes
N2 C3 C4 O3 -105.0(2) yes
O1 C2 N2 C3 -10.0(3) yes
O1 C2 C1 C5 91.0(2) yes
N1 C1 C5 C6 -59.2(3) yes
C2 C1 C5 C6 -177.3(2) yes
C1 C5 C6 C7 98.9(3) yes
C1 C5 C6 N3 -83.0(2) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21186715
