#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/59/2225925.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_2225925
loop_
_publ_author_name
'Jenkinson, Sarah F.'
'Crabtree, Elizabeth V.'
'Glawar, Andreas F. G.'
'Butters, Terry D.'
'Fleet, George W. J.'
'Watkin, David J.'
_publ_section_title
;
 2-Acetamido-N-benzyl-1,4-imino-1,2,4-trideoxy-<small>L</small>-xylitol
 (N-benzyl-<small>L</small>-XYLNAc)
;
_journal_coeditor_code           LH5029
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1147
_journal_page_last               o1148
_journal_paper_doi               10.1107/S1600536810014145
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C14 H20 N2 O3'
_chemical_formula_moiety         'C14 H20 N2 O3'
_chemical_formula_sum            'C14 H20 N2 O3'
_chemical_formula_weight         264.32
_chemical_name_systematic
;
2-Acetamido-N-benzyl-1,4-imino-1,2,4-trideoxy-L-xylitol
;
_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   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.97310(10)
_cell_length_b                   10.0145(3)
_cell_length_c                   26.9297(7)
_cell_measurement_reflns_used    1650
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     1341.18(6)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2001)'
_computing_data_reduction
'DENZO/SCALEPACK (Otwinowski & Minor, 1997) and Görbitz (1999)'
_computing_molecular_graphics    'CAMERON (Watkin et al.,  1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al.,  2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al.,  2003)'
_computing_structure_solution    'SIR92 (Altomare et al.,  1994)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_device_type  'Nonius KappaCCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            7494
_diffrn_reflns_theta_full        25.265
_diffrn_reflns_theta_max         27.462
_diffrn_reflns_theta_min         5.097
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(DENZO/SCALEPACK; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.46
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9492
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         1788
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0508
_refine_ls_shift/su_max          0.000306
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
Method= Modified Sheldrick
w=1/[σ²(F²) + (0.07P)² + 0.90P], where P=[max(Fo²,0) + 2Fc²]/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1302
_refine_ls_wR_factor_gt          0.1208
_refine_ls_wR_factor_ref         0.1302
_reflns_number_gt                1471
_reflns_number_total             1788
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5029.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_Hall     'P 2ac 2ab '
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_database_code               2225925
_cod_database_fobs_code          2225925
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2
-x+1/2,-y,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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.9783(4) 0.43009(19) 0.61171(7) 0.0319 Uani 1.0000 . .
C C2 0.7716(7) 0.4811(3) 0.58063(10) 0.0297 Uani 1.0000 . .
C C3 0.6606(6) 0.6164(3) 0.59663(10) 0.0231 Uani 1.0000 . .
N N4 0.4652(5) 0.6138(2) 0.63782(8) 0.0240 Uani 1.0000 . .
C C5 0.5868(6) 0.5705(3) 0.68516(10) 0.0294 Uani 1.0000 . .
C C6 0.3890(6) 0.5636(3) 0.72762(9) 0.0260 Uani 1.0000 . .
C C7 0.1951(6) 0.4640(3) 0.72916(10) 0.0290 Uani 1.0000 . .
C C8 0.0221(7) 0.4529(3) 0.76921(11) 0.0382 Uani 1.0000 . .
C C9 0.0372(7) 0.5432(4) 0.80805(11) 0.0431 Uani 1.0000 . .
C C10 0.2268(8) 0.6428(4) 0.80709(11) 0.0441 Uani 1.0000 . .
C C11 0.4029(7) 0.6540(3) 0.76700(11) 0.0359 Uani 1.0000 . .
C C12 0.3731(6) 0.7532(3) 0.64027(10) 0.0262 Uani 1.0000 . .
C C13 0.3392(6) 0.7942(3) 0.58540(9) 0.0240 Uani 1.0000 . .
C C14 0.5058(6) 0.6899(3) 0.55652(9) 0.0259 Uani 1.0000 . .
O O15 0.3165(4) 0.6041(2) 0.53220(7) 0.0325 Uani 1.0000 . .
N N16 0.4213(5) 0.9324(2) 0.57677(8) 0.0258 Uani 1.0000 . .
C C17 0.2483(6) 1.0276(3) 0.56297(10) 0.0243 Uani 1.0000 . .
C C18 0.3628(7) 1.1653(3) 0.55702(12) 0.0344 Uani 1.0000 . .
O O19 0.0046(4) 1.0055(2) 0.55648(7) 0.0301 Uani 1.0000 . .
H H22 0.8439 0.4905 0.5468 0.0376 Uiso 1.0000 . .
H H21 0.6258 0.4171 0.5801 0.0378 Uiso 1.0000 . .
H H31 0.8146 0.6719 0.6070 0.0290 Uiso 1.0000 . .
H H51 0.6619 0.4808 0.6798 0.0390 Uiso 1.0000 . .
H H52 0.7323 0.6330 0.6949 0.0386 Uiso 1.0000 . .
H H71 0.1814 0.4027 0.7021 0.0362 Uiso 1.0000 . .
H H81 -0.1097 0.3838 0.7705 0.0516 Uiso 1.0000 . .
H H91 -0.0852 0.5371 0.8355 0.0554 Uiso 1.0000 . .
H H101 0.2377 0.7039 0.8338 0.0523 Uiso 1.0000 . .
H H111 0.5375 0.7242 0.7665 0.0449 Uiso 1.0000 . .
H H122 0.2057 0.7596 0.6587 0.0343 Uiso 1.0000 . .
H H121 0.5034 0.8116 0.6565 0.0343 Uiso 1.0000 . .
H H131 0.1474 0.7860 0.5763 0.0293 Uiso 1.0000 . .
H H141 0.6349 0.7323 0.5324 0.0339 Uiso 1.0000 . .
H H181 0.2239 1.2282 0.5501 0.0525 Uiso 1.0000 . .
H H183 0.4944 1.1658 0.5306 0.0528 Uiso 1.0000 . .
H H182 0.4537 1.1924 0.5865 0.0527 Uiso 1.0000 . .
H H151 0.3832 0.5671 0.5065 0.0524 Uiso 1.0000 . .
H H161 0.5958 0.9521 0.5796 0.0324 Uiso 1.0000 . .
H H11 1.0957 0.4903 0.6166 0.0526 Uiso 1.0000 . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0033 0.0016 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 'International Tables Vol C 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_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 O1 H11 . . . 109.5 no
O1 C2 C3 . . . 114.5(2) no
O1 C2 H22 . . . 108.4 no
C3 C2 H22 . . . 108.0 no
O1 C2 H21 . . . 108.3 no
C3 C2 H21 . . . 108.7 no
H22 C2 H21 . . . 108.9 no
C2 C3 N4 . . . 115.8(2) no
C2 C3 C14 . . . 114.5(2) no
N4 C3 C14 . . . 102.1(2) no
C2 C3 H31 . . . 107.5 no
N4 C3 H31 . . . 107.9 no
C14 C3 H31 . . . 108.8 no
C3 N4 C5 . . . 112.6(2) no
C3 N4 C12 . . . 102.8(2) no
C5 N4 C12 . . . 111.6(2) no
N4 C5 C6 . . . 113.6(2) no
N4 C5 H51 . . . 107.2 no
C6 C5 H51 . . . 108.5 no
N4 C5 H52 . . . 110.0 no
C6 C5 H52 . . . 107.7 no
H51 C5 H52 . . . 109.8 no
C5 C6 C7 . . . 120.5(3) no
C5 C6 C11 . . . 120.9(3) no
C7 C6 C11 . . . 118.5(3) no
C6 C7 C8 . . . 120.8(3) no
C6 C7 H71 . . . 119.3 no
C8 C7 H71 . . . 119.9 no
C7 C8 C9 . . . 120.2(3) no
C7 C8 H81 . . . 120.9 no
C9 C8 H81 . . . 119.0 no
C8 C9 C10 . . . 119.9(3) no
C8 C9 H91 . . . 120.4 no
C10 C9 H91 . . . 119.7 no
C9 C10 C11 . . . 120.3(3) no
C9 C10 H101 . . . 119.6 no
C11 C10 H101 . . . 120.1 no
C6 C11 C10 . . . 120.3(3) no
C6 C11 H111 . . . 119.5 no
C10 C11 H111 . . . 120.2 no
N4 C12 C13 . . . 104.1(2) no
N4 C12 H122 . . . 110.6 no
C13 C12 H122 . . . 112.3 no
N4 C12 H121 . . . 112.4 no
C13 C12 H121 . . . 110.0 no
H122 C12 H121 . . . 107.5 no
C12 C13 C14 . . . 104.1(2) no
C12 C13 N16 . . . 111.9(2) no
C14 C13 N16 . . . 114.2(2) no
C12 C13 H131 . . . 108.7 no
C14 C13 H131 . . . 109.7 no
N16 C13 H131 . . . 108.0 no
C13 C14 C3 . . . 104.0(2) no
C13 C14 O15 . . . 106.5(2) no
C3 C14 O15 . . . 111.5(2) no
C13 C14 H141 . . . 112.5 no
C3 C14 H141 . . . 109.9 no
O15 C14 H141 . . . 112.1 no
C14 O15 H151 . . . 112.1 no
C13 N16 C17 . . . 122.7(2) no
C13 N16 H161 . . . 117.8 no
C17 N16 H161 . . . 119.4 no
N16 C17 C18 . . . 116.2(3) no
N16 C17 O19 . . . 122.6(3) no
C18 C17 O19 . . . 121.2(3) no
C17 C18 H181 . . . 110.7 no
C17 C18 H183 . . . 109.9 no
H181 C18 H183 . . . 110.0 no
C17 C18 H182 . . . 110.7 no
H181 C18 H182 . . . 108.6 no
H183 C18 H182 . . . 106.8 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 . . 1.420(4) no
O1 H11 . . 0.850 no
C2 C3 . . 1.525(4) no
C2 H22 . . 0.984 no
C2 H21 . . 0.967 no
C3 N4 . . 1.475(3) no
C3 C14 . . 1.517(4) no
C3 H31 . . 0.987 no
N4 C5 . . 1.476(3) no
N4 C12 . . 1.471(4) no
C5 C6 . . 1.510(4) no
C5 H51 . . 0.984 no
C5 H52 . . 0.992 no
C6 C7 . . 1.388(4) no
C6 C11 . . 1.396(4) no
C7 C8 . . 1.384(4) no
C7 H71 . . 0.954 no
C8 C9 . . 1.385(5) no
C8 H81 . . 0.954 no
C9 C10 . . 1.373(5) no
C9 H91 . . 0.960 no
C10 C11 . . 1.394(5) no
C10 H101 . . 0.946 no
C11 H111 . . 0.971 no
C12 C13 . . 1.543(4) no
C12 H122 . . 0.971 no
C12 H121 . . 0.976 no
C13 C14 . . 1.543(4) no
C13 N16 . . 1.462(3) no
C13 H131 . . 0.988 no
C14 O15 . . 1.434(3) no
C14 H141 . . 1.007 no
O15 H151 . . 0.852 no
N16 C17 . . 1.337(4) no
N16 H161 . . 0.893 no
C17 C18 . . 1.500(4) no
C17 O19 . . 1.245(4) no
C18 H181 . . 0.954 no
C18 H183 . . 0.966 no
C18 H182 . . 0.953 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_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
C5 H51 O1 . . . 0.98 2.47 3.111(4) 123 no
C14 H141 O15 . . 2_566 1.01 2.56 3.514(4) 159 no
O15 H151 O19 . . 2_566 0.85 1.94 2.790(4) 173 yes
N16 H161 O19 . . 1_655 0.89 2.19 3.041(4) 159 yes
O1 H11 N4 . . 1_655 0.85 2.29 3.121(4) 167 yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24744919
