#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/27/2222794.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_2222794
loop_
_publ_author_name
'Jenkinson, Sarah F.'
'Booth, K. Victoria'
'Newberry, Scott'
'Fleet, George W. J.'
'Izumori, Ken'
'Morimoto, Kenji'
'Nash, Robert J.'
'Jones, Laurence'
'Watkin, David J.'
'Thompson, Amber L.'
_publ_section_title
2,6-Dideoxy-2,6-imino-<small>L</small>-glycero-<small>D</small>-ido-heptitol
_journal_coeditor_code           LH2854
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1755
_journal_page_last               o1756
_journal_paper_doi               10.1107/S1600536809025045
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C7 H15 N1 O5'
_chemical_formula_moiety         'C7 H15 N1 O5'
_chemical_formula_sum            'C7 H15 N O5'
_chemical_formula_weight         193.20
_chemical_melting_point_gt       442
_chemical_melting_point_lt       445
_chemical_name_systematic
;
2,6-Dideoxy-2,6-imino-L-glycero-D-ido-heptitol
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           CRYSTALS_ver_12.86
_cell_angle_alpha                90
_cell_angle_beta                 91.8668(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.2907(3)
_cell_length_b                   7.6035(3)
_cell_length_c                   11.0057(3)
_cell_measurement_reflns_used    1957
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     860.69(5)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_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 0.989
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.030
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7892
_diffrn_reflns_theta_full        25.813
_diffrn_reflns_theta_max         27.460
_diffrn_reflns_theta_min         5.179
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(DENZO/SCALEPACK; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.32
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9948
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         1944
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0394
_refine_ls_shift/su_max          0.000337
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w = 1/[σ²(F²) + (0.04P)² + 0.51P], where P=[max(Fo²,0) + 2Fc²]/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0968
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.0968
_reflns_number_gt                1609
_reflns_number_total             1944
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2854.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C7 H15 N1 O5'
_cod_database_code               2222794
_cod_database_fobs_code          2222794
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.80811(11) 0.66935(14) 0.76944(10) 0.0174 Uani 1.0000 . .
C C2 0.82099(13) 0.48495(17) 0.72876(11) 0.0140 Uani 1.0000 . .
C C3 0.81825(12) 0.36103(16) 0.83746(11) 0.0123 Uani 1.0000 . .
C C4 0.69637(12) 0.38977(18) 0.91183(12) 0.0165 Uani 1.0000 . .
C C5 0.68068(13) 0.5840(2) 0.94446(13) 0.0224 Uani 1.0000 . .
C C6 0.68515(14) 0.69847(18) 0.83143(14) 0.0233 Uani 0.590(3) . 1
C C7 0.6593(4) 0.8833(5) 0.8777(4) 0.0176 Uani 0.590(3) . 1
O O8 0.63068(17) 0.9958(2) 0.77658(16) 0.0216 Uani 0.590(3) . 1
C C9 0.68515(14) 0.69847(18) 0.83143(14) 0.0233 Uani 0.410(3) . 2
C C10 0.6878(5) 0.9060(7) 0.8365(5) 0.0181 Uani 0.410(3) . 2
O O11 0.5595(2) 0.9664(3) 0.8625(2) 0.0216 Uani 0.410(3) . 2
O O12 0.77676(10) 0.63650(15) 1.03344(9) 0.0255 Uani 1.0000 . .
O O13 0.58223(9) 0.33556(13) 0.84432(9) 0.0203 Uani 1.0000 . .
O O14 0.93148(8) 0.39490(12) 0.91177(8) 0.0165 Uani 1.0000 . .
C C15 0.94645(14) 0.46860(18) 0.66037(12) 0.0197 Uani 1.0000 . .
O O16 0.96317(10) 0.29326(13) 0.61694(8) 0.0198 Uani 1.0000 . .
H H21 0.7458 0.4528 0.6738 0.0157 Uiso 1.0000 . .
H H31 0.8191 0.2378 0.8090 0.0130 Uiso 1.0000 . .
H H41 0.7061 0.3208 0.9884 0.0187 Uiso 1.0000 . .
H H61 0.6119 0.6629 0.7752 0.0259 Uiso 0.590(3) . 1
H H72 0.7376 0.9276 0.9206 0.0197 Uiso 0.590(3) . 1
H H71 0.5868 0.8832 0.9358 0.0206 Uiso 0.590(3) . 1
H H91 0.6128 0.6622 0.7753 0.0259 Uiso 0.410(3) . 2
H H101 0.7493 0.9437 0.9007 0.0210 Uiso 0.410(3) . 2
H H102 0.7164 0.9563 0.7589 0.0216 Uiso 0.410(3) . 2
H H152 1.0213 0.4990 0.7155 0.0218 Uiso 1.0000 . .
H H151 0.9433 0.5524 0.5897 0.0228 Uiso 1.0000 . .
H H141 0.9354 0.3293 0.9687 0.0234 Uiso 1.0000 . .
H H161 1.0333 0.2501 0.6444 0.0297 Uiso 1.0000 . .
H H51 0.5938 0.5992 0.9815 0.0254 Uiso 1.0000 . .
H H11 0.8100 0.7367 0.7086 0.0211 Uiso 1.0000 . .
H H131 0.5842 0.2333 0.8312 0.0306 Uiso 1.0000 . .
H H121 0.8487 0.5930 1.0131 0.0367 Uiso 1.0000 . .
H H81 0.5752 0.9542 0.7287 0.0322 Uiso 0.590(3) . 1
H H111 0.5126 0.9323 0.8051 0.0290 Uiso 0.410(3) . 2
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 N1 C6 . . . 111.67(10) no
C2 N1 H11 . . . 109.3 no
C6 N1 H11 . . . 108.6 no
N1 C2 C3 . . . 110.14(10) no
N1 C2 C15 . . . 108.25(10) no
C3 C2 C15 . . . 112.07(11) no
N1 C2 H21 . . . 109.9 no
C3 C2 H21 . . . 106.9 no
C15 C2 H21 . . . 109.6 no
C2 C3 C4 . . . 111.52(10) no
C2 C3 O14 . . . 107.64(10) no
C4 C3 O14 . . . 109.59(10) no
C2 C3 H31 . . . 109.7 no
C4 C3 H31 . . . 108.6 no
O14 C3 H31 . . . 109.8 no
C3 C4 C5 . . . 110.91(11) no
C3 C4 O13 . . . 110.69(10) no
C5 C4 O13 . . . 108.00(11) no
C3 C4 H41 . . . 108.4 no
C5 C4 H41 . . . 108.6 no
O13 C4 H41 . . . 110.3 no
C4 C5 C6 . . . 110.76(11) no
C4 C5 O12 . . . 110.82(12) no
C6 C5 O12 . . . 111.27(12) no
C4 C5 H51 . . . 108.0 no
C6 C5 H51 . . . 108.6 no
O12 C5 H51 . . . 107.2 no
C5 C6 N1 . . . 110.01(11) no
C5 C6 C7 . . . 104.18(18) no
N1 C6 C7 . . . 117.11(18) no
C5 C6 H61 . . . 108.1 no
N1 C6 H61 . . . 108.3 no
C7 C6 H61 . . . 108.8 no
C6 C7 O8 . . . 109.1(3) no
C6 C7 H72 . . . 109.2 no
O8 C7 H72 . . . 108.4 no
C6 C7 H71 . . . 110.9 no
O8 C7 H71 . . . 111.1 no
H72 C7 H71 . . . 108.1 no
C7 O8 H81 . . . 112.8 no
C5 C9 N1 . . . 110.01(11) no
C5 C9 C10 . . . 123.0(2) no
N1 C9 C10 . . . 98.8(2) no
C5 C9 H91 . . . 108.0 no
N1 C9 H91 . . . 108.0 no
C10 C9 H91 . . . 108.2 no
C9 C10 O11 . . . 108.2(4) no
C9 C10 H101 . . . 109.2 no
O11 C10 H101 . . . 110.0 no
C9 C10 H102 . . . 111.2 no
O11 C10 H102 . . . 110.4 no
H101 C10 H102 . . . 107.9 no
C10 O11 H111 . . . 105.5 no
C5 O12 H121 . . . 107.5 no
C4 O13 H131 . . . 110.7 no
C3 O14 H141 . . . 110.9 no
C2 C15 O16 . . . 110.82(11) no
C2 C15 H152 . . . 109.5 no
O16 C15 H152 . . . 108.8 no
C2 C15 H151 . . . 108.9 no
O16 C15 H151 . . . 109.5 no
H152 C15 H151 . . . 109.3 no
C15 O16 H161 . . . 110.8 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
N1 C2 . . 1.4791(16) no
N1 C6 . . 1.4738(19) no
N1 H11 . . 0.844 no
C2 C3 . . 1.5238(17) no
C2 C15 . . 1.5206(19) no
C2 H21 . . 0.997 no
C3 C4 . . 1.5355(17) no
C3 O14 . . 1.4251(14) no
C3 H31 . . 0.988 no
C4 C5 . . 1.5295(19) no
C4 O13 . . 1.4300(15) no
C4 H41 . . 0.995 no
C5 C6 . . 1.520(2) no
C5 O12 . . 1.4258(16) no
C5 H51 . . 1.002 no
C6 C7 . . 1.521(4) no
C6 H61 . . 0.997 no
C7 O8 . . 1.427(4) no
C7 H72 . . 0.981 no
C7 H71 . . 0.998 no
O8 H81 . . 0.827 no
C9 C10 . . 1.579(6) no
C9 H91 . . 0.991 no
C10 O11 . . 1.435(6) no
C10 H101 . . 0.976 no
C10 H102 . . 0.989 no
O11 H111 . . 0.824 no
O12 H121 . . 0.847 no
O13 H131 . . 0.791 no
O14 H141 . . 0.801 no
C15 O16 . . 1.4286(16) no
C15 H152 . . 0.992 no
C15 H151 . . 1.005 no
O16 H161 . . 0.840 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
O11 H71 C5 . . . 1.06 2.47 3.279(3) 132 no
O8 H102 N1 . . . 0.96 2.38 3.084(3) 130 no
O14 H141 O16 . . 4_555 0.80 1.89 2.684(3) 170 yes
O16 H161 N1 . . 3_746 0.84 1.96 2.793(3) 171 yes
N1 H11 O12 . . 4_564 0.84 2.17 2.996(3) 165 yes
O13 H131 O8 . . 1_545 0.79 1.97 2.739(3) 165 yes
O13 H131 O11 . . 1_545 0.79 2.08 2.824(3) 158 yes
O12 H121 O14 . . . 0.85 2.07 2.800(3) 143 no
O12 H121 O14 . . 2_767 0.85 2.39 3.052(3) 136 yes
O8 H81 O13 . . 3_656 0.83 2.00 2.805(3) 164 yes
O11 H111 O13 . . 3_656 0.82 2.02 2.843(3) 173 yes
