#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/53/2005381.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_2005381
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
;
 Glycyl-<small>L</small>-histidinium Chloride Dihydrate: an Unusual
 Histidine Conformation
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2266
_journal_page_last               2269
_journal_paper_doi               10.1107/S0108270196004556
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C8 H13 N4 O3 +, Cl -, 2H2 O'
_chemical_formula_structural     'C8 H13 N4 O3 +, Cl -, 2H2 O'
_chemical_formula_sum            'C8 H17 Cl N4 O5'
_chemical_formula_weight         284.71
_chemical_name_common            'Gly-His hydrochloride dihydrate'
_chemical_name_systematic
;
 Glycyl-L-histidinium Chloride dihydrate
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.8701(2)
_cell_length_b                   11.0460(10)
_cell_length_c                   23.877(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      39.2
_cell_measurement_theta_min      8.2
_cell_volume                     1284.5(3)
_computing_cell_refinement       'CAD4 Software'
_computing_data_collection       'CAD4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'CAD4 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/2θ 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  0.0213
_diffrn_reflns_av_sigmaI/netI    0.0169
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            2272
_diffrn_reflns_theta_max         59.95
_diffrn_reflns_theta_min         3.70
_diffrn_standards_decay_%        4.3
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.860
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.797
_exptl_absorpt_correction_type   '\y scan (North, Phillips & Matthews, 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_meas      ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.422
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.095
_refine_ls_goodness_of_fit_obs   1.100
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         1898
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.523
_refine_ls_restrained_S_obs      1.100
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_obs          0.0383
_refine_ls_shift/esd_max         0.002
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0777P)²+0.1666P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1357
_refine_ls_wR_factor_obs         0.0966
_reflns_number_observed          1858
_reflns_number_total             1912
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ka1193.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^)+(0.0777P)^2^+0.1666P] 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^)+(0.0777P)^2^+0.1666P] 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               2005381
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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
Cl 1 0.11377(14) 0.98188(6) 0.47838(2) 0.0406(2) Uani d Cl
OW1 1 -0.9343(4) 1.5549(2) 0.42572(9) 0.0381(5) Uani d O
H1W1 1 -1.0159(100) 1.5604(39) 0.4531(19) 0.070(13) Uiso d H
H2W1 1 -1.0499(100) 1.5414(39) 0.3981(19) 0.078(13) Uiso d H
OW2 1 -0.3876(6) 1.1749(2) 0.47778(10) 0.0480(6) Uani d O
H1W2 1 -0.2368(120) 1.1081(45) 0.4741(18) 0.087(14) Uiso d H
H2W2 1 -0.5006(88) 1.1352(31) 0.4729(16) 0.040(11) Uiso d H
O1 1 -0.3634(4) 1.19786(15) 0.33331(7) 0.0294(4) Uani d O
O2 1 -0.7339(4) 1.0053(2) 0.16492(7) 0.0390(5) Uani d O
O3 1 -1.0116(5) 1.1354(2) 0.20597(8) 0.0574(7) Uani d O
N1 1 -0.5772(5) 1.3588(2) 0.40452(9) 0.0270(5) Uani d N
H11 1 -0.4927(75) 1.3106(28) 0.4274(14) 0.038(8) Uiso d H
H21 1 -0.6879(78) 1.4226(29) 0.4239(13) 0.050(9) Uiso d H
H31 1 -0.4552(80) 1.3963(29) 0.3792(15) 0.049(9) Uiso d H
N2 1 -0.7760(5) 1.1238(2) 0.30465(8) 0.0235(4) Uani d N
H2 1 -0.9414(69) 1.1381(22) 0.3041(11) 0.015(7) Uiso d H
N3 1 -0.6462(5) 0.7647(2) 0.35879(8) 0.0274(5) Uani d N
H3 1 -0.7408(83) 0.7123(31) 0.3482(14) 0.042(10) Uiso d H
N4 1 -0.3234(5) 0.8436(2) 0.40701(9) 0.0301(5) Uani d N
H4 1 -0.2154(64) 0.8603(22) 0.4312(12) 0.022(7) Uiso d H
C1 1 -0.7711(5) 1.2832(2) 0.37260(11) 0.0289(6) Uani d C
H101 1 -0.8875(74) 1.3299(26) 0.3483(13) 0.037(8) Uiso d H
H201 1 -0.8769(77) 1.2352(29) 0.3970(13) 0.046(8) Uiso d H
C2 1 -0.6148(5) 1.1975(2) 0.33472(9) 0.0219(5) Uani d C
C3 1 -0.6716(5) 1.0409(2) 0.26237(9) 0.0221(5) Uani d C
H30 1 -0.4653(61) 1.0602(24) 0.2547(10) 0.025(6) Uiso d H
C4 1 -0.8189(5) 1.0635(2) 0.20612(9) 0.0242(5) Uani d C
C5 1 -0.7169(6) 0.9078(2) 0.27915(10) 0.0278(6) Uani d C
H51 1 -0.9086(90) 0.8922(27) 0.2817(15) 0.048(9) Uiso d H
H52 1 -0.6651(85) 0.8571(30) 0.2482(15) 0.055(10) Uiso d H
C6 1 -0.5747(6) 0.8701(2) 0.33191(9) 0.0256(6) Uani d C
C7 1 -0.3725(6) 0.9204(2) 0.36263(10) 0.0289(6) Uani d C
H7 1 -0.2845(63) 0.9933(27) 0.3601(12) 0.033(7) Uiso d H
C8 1 -0.4911(6) 0.7506(2) 0.40396(10) 0.0305(6) Uani d C
H8 1 -0.5230(73) 0.6852(29) 0.4295(14) 0.041(8) 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'
Cl Cl 0.3639 0.7018 '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
H1W1 OW1 H2W1 109.(5) ?
H1W2 OW2 H2W2 95.(4) ?
C1 N1 H11 106.(2) ?
C1 N1 H21 107.(2) ?
H11 N1 H21 113.(3) ?
C1 N1 H31 109.(2) ?
H11 N1 H31 112.(3) ?
H21 N1 H31 109.(3) ?
C2 N2 C3 123.4(2) yes
C2 N2 H2 117.8(18) ?
C3 N2 H2 116.9(18) ?
C8 N3 C6 109.5(2) yes
C8 N3 H3 121.(3) ?
C6 N3 H3 129.(3) ?
C8 N4 C7 109.3(2) yes
C8 N4 H4 128.8(18) ?
C7 N4 H4 121.7(18) ?
N1 C1 C2 110.0(2) yes
N1 C1 H101 112.8(18) ?
C2 C1 H101 105.7(18) ?
N1 C1 H201 110.5(19) ?
C2 C1 H201 107.(2) ?
H101 C1 H201 111.(3) ?
O1 C2 N2 125.0(2) yes
O1 C2 C1 121.1(2) yes
N2 C2 C1 113.9(2) yes
N2 C3 C5 111.8(2) yes
N2 C3 C4 109.8(2) yes
C5 C3 C4 108.4(2) yes
N2 C3 H30 109.2(14) ?
C5 C3 H30 112.3(15) ?
C4 C3 H30 105.2(14) ?
O3 C4 O2 125.8(2) yes
O3 C4 C3 117.5(2) yes
O2 C4 C3 116.7(2) yes
C6 C5 C3 114.7(2) yes
C6 C5 H51 111.(2) ?
C3 C5 H51 109.3(19) ?
C6 C5 H52 111.(2) ?
C3 C5 H52 109.(2) ?
H51 C5 H52 102.(3) ?
C7 C6 N3 106.3(2) yes
C7 C6 C5 133.0(2) yes
N3 C6 C5 120.8(2) yes
C6 C7 N4 107.0(2) yes
C6 C7 H7 132.0(18) ?
N4 C7 H7 120.8(18) ?
N4 C8 N3 107.9(2) yes
N4 C8 H8 131.(2) ?
N3 C8 H8 121.(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
OW1 H1W1 0.77(5) ?
OW1 H2W1 0.88(5) ?
OW2 H1W2 1.04(6) ?
OW2 H2W2 0.71(4) ?
O1 C2 1.225(3) yes
O2 C4 1.246(3) yes
O3 C4 1.229(3) yes
N1 C1 1.473(3) yes
N1 H11 0.87(3) ?
N1 H21 1.00(4) ?
N1 H31 0.94(4) ?
N2 C2 1.340(3) yes
N2 C3 1.455(3) yes
N2 H2 0.82(3) ?
N3 C8 1.326(3) yes
N3 C6 1.375(3) yes
N3 H3 0.78(4) ?
N4 C8 1.314(4) yes
N4 C7 1.378(3) yes
N4 H4 0.80(3) ?
C1 C2 1.515(3) yes
C1 H101 0.96(3) ?
C1 H201 0.94(3) ?
C3 C5 1.539(3) yes
C3 C4 1.543(3) yes
C3 H30 1.04(3) ?
C5 C6 1.497(4) yes
C5 H51 0.95(4) ?
C5 H52 0.96(4) ?
C6 C7 1.348(4) yes
C7 H7 0.91(3) ?
C8 H8 0.96(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 N2 179.1(2) yes
N1 C1 C2 O1 -0.4(3) yes
C1 C2 N2 C3 175.0(2) yes
C2 N2 C3 C4 -125.3(2) yes
C2 N2 C3 C5 114.4(3) yes
N2 C3 C4 O2 174.4(2) yes
N2 C3 C5 C6 -61.5(3) yes
C3 C5 C6 C7 -15.1(4) yes
C3 C5 C6 N3 164.7(2) yes
C4 C3 C5 C6 177.4(2) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21186753
