#------------------------------------------------------------------------------
#$Date: 2016-10-08 04:31:00 +0300 (Sat, 08 Oct 2016) $
#$Revision: 187214 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/42/1544256.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_1544256
loop_
_publ_author_name
'Fujii, Isao'
_publ_section_title
;
 (S)-2-Azaniumyl-2-methyl-3-phenylpropanoate monohydrate
;
_journal_coeditor_code           BH4013
_journal_issue                   10
_journal_name_full               IUCrData
_journal_page_first              x161516
_journal_paper_doi               10.1107/S2414314616015169
_journal_volume                  1
_journal_year                    2016
_chemical_formula_iupac          'C10 H13 N O2, H2 O'
_chemical_formula_moiety         'C10 H13 N O2, H2 O'
_chemical_formula_sum            'C10 H15 N O3'
_chemical_formula_weight         197.23
_chemical_name_systematic
;
(S)-2-Azaniumyl-2-methyl-3-phenylpropanoate monohydrate
;
_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'
_atom_sites_solution_hydrogens   mixed
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.1146(9)
_cell_length_b                   28.3272(10)
_cell_length_c                   5.9614(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      35
_cell_measurement_theta_min      28
_cell_volume                     1032.6(2)
_computing_cell_refinement
;
CAD-4 Software (Enraf--Nonius, 1994)
;
_computing_data_collection
;
CAD-4 Software (Enraf--Nonius, 1994)
;
_computing_data_reduction
;
XCAD4 (Harms & Wocadlo, 1995)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al.,
2008)
;
_computing_publication_material
;
WinGX (Farrugia, 2012) and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4-turbo'
_diffrn_measurement_method       'non-profiled ω/2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0711
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            1490
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.91
_diffrn_reflns_theta_min         3.12
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.772
_exptl_absorpt_correction_T_max  0.860
_exptl_absorpt_correction_T_min  0.750
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
(North et al.,  1968)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.158
_refine_diff_density_min         -0.179
_refine_ls_extinction_coef       0.0047(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2014 (Sheldrick, 2015)
;
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     149
_refine_ls_number_reflns         1448
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0285
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0485P)²+0.1286P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0779
_refine_ls_wR_factor_ref         0.0818
_reflns_number_gt                1384
_reflns_number_total             1448
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bh4013sup1.cif
_cod_data_source_block           I
_cod_database_code               1544256
_shelx_estimated_absorpt_t_min   0.748
_shelx_estimated_absorpt_t_max   0.861
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_type_symbol
_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_occupancy
C C10 0.2812(3) 0.03959(6) 0.5984(3) 0.0381(4) Uani d 1
H H10A 0.3235 0.0072 0.5798 0.057 Uiso calc 1
H H10B 0.1725 0.0476 0.4886 0.057 Uiso calc 1
H H10C 0.222 0.0441 0.7461 0.057 Uiso calc 1
N N1 0.6435(2) 0.05862(5) 0.7456(2) 0.0301(3) Uani d 1
O O3 0.0250(3) 0.09096(7) 0.0372(3) 0.0624(4) Uani d 1
C C1 0.5807(3) 0.06044(5) 0.3360(2) 0.0280(3) Uani d 1
C C2 0.4804(3) 0.07123(5) 0.5680(2) 0.0271(3) Uani d 1
C C3 0.4175(3) 0.12352(5) 0.5933(3) 0.0343(4) Uani d 1
H H3A 0.3305 0.1327 0.4644 0.041 Uiso calc 1
H H3B 0.3261 0.1269 0.7254 0.041 Uiso calc 1
C C4 0.6074(3) 0.15712(5) 0.6137(3) 0.0380(4) Uani d 1
C C5 0.7560(4) 0.16373(6) 0.4415(4) 0.0473(5) Uani d 1
H H5 0.7382 0.1473 0.3077 0.057 Uiso calc 1
C C6 0.9312(4) 0.19445(7) 0.4654(5) 0.0618(6) Uani d 1
H H6 1.0315 0.1979 0.3494 0.074 Uiso calc 1
C C7 0.9564(5) 0.21965(8) 0.6600(5) 0.0756(8) Uani d 1
H H7 1.0724 0.2407 0.6755 0.091 Uiso calc 1
C C8 0.8094(6) 0.21368(8) 0.8318(5) 0.0786(8) Uani d 1
H H8 0.8264 0.2307 0.9639 0.094 Uiso calc 1
C C9 0.6365(4) 0.18263(7) 0.8105(4) 0.0565(6) Uani d 1
H H9 0.5389 0.1788 0.9287 0.068 Uiso calc 1
O O1 0.75798(19) 0.03832(4) 0.3320(2) 0.0377(3) Uani d 1
O O2 0.4743(2) 0.07410(5) 0.16925(18) 0.0402(3) Uani d 1
H H1A 0.778(4) 0.0757(8) 0.733(4) 0.054(6) Uiso d 1
H H1B 0.683(4) 0.0279(8) 0.739(3) 0.043(5) Uiso d 1
H H1C 0.579(5) 0.0644(7) 0.885(4) 0.055(6) Uiso d 1
H H11A 0.158(4) 0.0929(12) 0.091(6) 0.111(12) Uiso d 1
H H11B -0.058(6) 0.0735(11) 0.131(6) 0.124(14) Uiso d 1
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 1 -4
-1 13 -3
4 0 0
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C10 H10A 109.5
C2 C10 H10B 109.5
H10A C10 H10B 109.5
C2 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C2 N1 H1A 113.3(14)
C2 N1 H1B 112.2(14)
H1A N1 H1B 104.6(19)
C2 N1 H1C 107.7(16)
H1A N1 H1C 110(2)
H1B N1 H1C 108.8(19)
H11A O3 H11B 109(3)
O2 C1 O1 126.21(14)
O2 C1 C2 116.37(13)
O1 C1 C2 117.41(13)
N1 C2 C10 107.93(12)
N1 C2 C3 109.06(12)
C10 C2 C3 110.82(14)
N1 C2 C1 108.74(12)
C10 C2 C1 107.95(12)
C3 C2 C1 112.22(12)
C4 C3 C2 115.10(14)
C4 C3 H3A 108.5
C2 C3 H3A 108.5
C4 C3 H3B 108.5
C2 C3 H3B 108.5
H3A C3 H3B 107.5
C5 C4 C9 118.15(19)
C5 C4 C3 122.14(15)
C9 C4 C3 119.71(17)
C4 C5 C6 121.1(2)
C4 C5 H5 119.5
C6 C5 H5 119.5
C7 C6 C5 120.0(2)
C7 C6 H6 120
C5 C6 H6 120
C6 C7 C8 119.5(2)
C6 C7 H7 120.2
C8 C7 H7 120.2
C7 C8 C9 120.7(2)
C7 C8 H8 119.6
C9 C8 H8 119.6
C8 C9 C4 120.5(2)
C8 C9 H9 119.8
C4 C9 H9 119.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C10 C2 1.523(2)
C10 H10A 0.96
C10 H10B 0.96
C10 H10C 0.96
N1 C2 1.4983(19)
N1 H1A 0.96(3)
N1 H1B 0.91(2)
N1 H1C 0.93(3)
O3 H11A 0.87(2)
O3 H11B 0.91(2)
C1 O2 1.2497(19)
C1 O1 1.252(2)
C1 C2 1.5435(19)
C2 C3 1.538(2)
C3 C4 1.506(3)
C3 H3A 0.97
C3 H3B 0.97
C4 C5 1.383(3)
C4 C9 1.389(2)
C5 C6 1.388(3)
C5 H5 0.93
C6 C7 1.371(4)
C6 H6 0.93
C7 C8 1.373(4)
C7 H7 0.93
C8 C9 1.381(4)
C8 H8 0.93
C9 H9 0.93
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1C O2 1_556 0.93(3) 1.83(3) 2.7642(18) 175(3) yes
N1 H1B O1 2_655 0.91(2) 1.99(2) 2.8581(18) 160.6(19) yes
O3 H11A O2 . 0.87(2) 2.06(2) 2.897(2) 160(3) yes
O3 H11B O1 1_455 0.91(2) 1.92(2) 2.825(2) 178(4) yes
C10 H10C O3 1_556 0.96 2.5 3.378(2) 152.8 no
N1 H1A O3 1_656 0.96(3) 2.40(3) 3.050(2) 124.9(18) yes

_cod_database_fobs_code 1544256
