data_2014604
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2005
_journal_volume  61
_journal_page_first  o25
_journal_page_last  o28
_publ_section_title
;
N-Amidino-4-hydroxy-L-proline monohydrate and
N-amidino-L-methionine monohydrate
;
loop_
_publ_author_name
  "\'Slepokura, Katarzyna"
  "Gaw\/lowska, Monika"
_chemical_name_common  'L-amidino-4-hydroxyproline'
_chemical_formula_moiety  'C6 H11 N3 O3 , H2 O'
_chemical_formula_sum  'C6 H13 N3 O4'
_chemical_formula_iupac  'C6 H11 N3 O3 , H2 O'
_chemical_formula_weight  191.19
_symmetry_cell_setting  'orthorhombic'
_symmetry_space_group_name_H-M  'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
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'
_cell_length_a  4.604(2)
_cell_length_b  12.514(4)
_cell_length_c  14.422(4)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  830.9(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.528
_diffrn_ambient_temperature  100(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1 -0.1823(4) 0.0600(2) 0.2950(2) 0.0167(4) Uani d . 1 . . O
  O2 0.1533(4) 0.1207(2) 0.3950(2) 0.0168(4) Uani d . 1 . . O
  O3 0.2106(4) 0.3812(2) 0.1082(2) 0.0169(4) Uani d . 1 . . O
  O1W -0.0050(5) 0.1963(2) 0.5706(2) 0.0242(5) Uani d . 1 . . O
  N1 0.0993(5) 0.1549(2) 0.1465(2) 0.0141(5) Uani d . 1 . . N
  N2 0.0864(5) 0.0278(2) 0.0311(2) 0.0168(5) Uani d . 1 . . N
  N3 0.4007(5) 0.0070(2) 0.1532(2) 0.0168(5) Uani d . 1 . . N
  C0 0.1968(6) 0.0633(2) 0.1107(2) 0.0147(5) Uani d . 1 . . C
  C1 0.0348(6) 0.1158(2) 0.3167(2) 0.0145(5) Uani d . 1 . . C
  C2 0.1608(6) 0.1897(2) 0.2423(2) 0.0136(5) Uani d . 1 . . C
  C3 0.0098(6) 0.3000(2) 0.2481(2) 0.0158(5) Uani d . 1 . . C
  C4 -0.0431(6) 0.3335(2) 0.1477(2) 0.0145(6) Uani d . 1 . . C
  C5 -0.0981(6) 0.2282(2) 0.0990(2) 0.0151(6) Uani d . 1 . . C
  H2 0.378(6) 0.194(2) 0.250(2) 0.015(7) Uiso d . 1 . . H
  H21 0.148(7) -0.026(2) 0.001(2) 0.029(9) Uiso d . 1 . . H
  H22 -0.048(8) 0.067(2) -0.001(2) 0.026(8) Uiso d . 1 . . H
  H3 0.209(7) 0.450(3) 0.136(2) 0.037(9) Uiso d . 1 . . H
  H31 0.437(7) -0.062(2) 0.125(2) 0.028(8) Uiso d . 1 . . H
  H32 0.498(7) 0.033(2) 0.195(2) 0.021(8) Uiso d . 1 . . H
  H3A -0.165(7) 0.291(2) 0.280(2) 0.025(8) Uiso d . 1 . . H
  H3B 0.123(7) 0.358(2) 0.28500 0.027(8) Uiso d . 1 . . H
  H4 -0.205(6) 0.380(2) 0.138(2) 0.013(7) Uiso d . 1 . . H
  H5A -0.310(6) 0.210(2) 0.102(2) 0.016(7) Uiso d . 1 . . H
  H5B -0.064(6) 0.235(2) 0.034(2) 0.018(7) Uiso d . 1 . . H
  H1W -0.108(10) 0.256(3) 0.586(3) 0.07(2) Uiso d . 1 . . H
  H2W -0.011(9) 0.181(3) 0.513(3) 0.06(2) Uiso d . 1 . . H
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 0.0128(9) 0.0211(9) 0.0163(9) -0.0028(9) -0.0022(8) 0.0014(8)
  O2 0.0175(9) 0.0199(8) 0.0130(8) -0.0004(9) -0.0033(8) 0.0011(8)
  O3 0.0151(9) 0.0168(9) 0.0190(9) -0.0034(8) 0.0046(8) -0.0005(8)
  O1W 0.0286(11) 0.0286(11) 0.0155(10) 0.0091(11) 0.0011(10) 0.0001(9)
  N1 0.0145(11) 0.0180(10) 0.0098(9) 0.0024(9) -0.0027(10) -0.0001(9)
  N2 0.0163(12) 0.0191(12) 0.0151(11) 0.0033(10) -0.0026(11) -0.0029(10)
  N3 0.0172(12) 0.0191(12) 0.0140(11) 0.0037(10) -0.0046(11) -0.0029(9)
  C0 0.0118(11) 0.0173(12) 0.0151(11) -0.0013(11) 0.0052(12) 0.0038(11)
  C1 0.0125(12) 0.0156(12) 0.0155(12) 0.0019(12) 0.0021(11) -0.0007(11)
  C2 0.0148(13) 0.0155(12) 0.0105(11) -0.0001(12) -0.0010(11) -0.0024(10)
  C3 0.0157(12) 0.0167(12) 0.0152(12) 0.0004(12) 0.0034(12) -0.0012(11)
  C4 0.0101(12) 0.0188(12) 0.0147(12) 0.0012(11) 0.0030(11) 0.0018(10)
  C5 0.0104(12) 0.0203(13) 0.0147(12) 0.0019(10) -0.0015(12) 0.0030(11)
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
  C1 O1 . 1.258(3) no
  C1 O2 . 1.255(3) no
  C2 N1 . 1.476(3) no
  C5 N1 . 1.462(3) no
  C4 O3 . 1.430(3) no
  C0 N1 . 1.335(3) yes
  C0 N2 . 1.332(3) yes
  C0 N3 . 1.324(3) yes
  C1 C2 . 1.530(4) ?
  C2 C3 . 1.548(4) ?
  C2 H2 . 1.01(3) no
  C3 C4 . 1.527(4) ?
  C3 H3A . 0.93(3) no
  C3 H3B . 1.04(3) no
  C4 C5 . 1.514(4) ?
  C4 H4 . 0.96(3) no
  C5 H5A . 1.00(3) no
  C5 H5B . 0.96(3) no
  O3 H3 . 0.95(3) no
  N3 H31 . 0.96(3) no
  N3 H32 . 0.82(3) no
  N2 H21 . 0.84(3) no
  N2 H22 . 0.92(4) no
  O1W H1W . 0.92(4) no
  O1W H2W . 0.86(4) no