#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/53/2225315.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_2225315
loop_
_publ_author_name
'Jenkinson, Sarah F.'
'Lenagh-Snow, Gabriel M. J.'
'Izumori, Ken'
'Fleet, George W. J.'
'Watkin, David J.'
'Thompson, Amber L.'
_publ_section_title
2-Azido-3,4;6,7-di-O-isopropylidene-α-<small>D</small>-glycero-<small>D</small>-talo-heptopyranose
_journal_coeditor_code           LH2989
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o525
_journal_page_last               o526
_journal_paper_doi               10.1107/S1600536810003995
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C13 H21 N3 O6'
_chemical_formula_moiety         'C13 H21 N3 O6'
_chemical_formula_sum            'C13 H21 N3 O6'
_chemical_formula_weight         315.33
_chemical_name_systematic
;
2-Azido-3,4;6,7-di-O-isopropylidene-α-D-glycero-
D-talo-heptopyranose
;
_space_group_IT_number           146
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'R 3'
_symmetry_space_group_name_H-M   'R 3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            9
_cell_length_a                   16.8793(2)
_cell_length_b                   16.8793(2)
_cell_length_c                   15.1043(3)
_cell_measurement_reflns_used    1885
_cell_measurement_temperature    150
_cell_measurement_theta_max      28
_cell_measurement_theta_min      5
_cell_volume                     3726.83(10)
_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 0.991
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23870
_diffrn_reflns_theta_full        26.957
_diffrn_reflns_theta_max         27.507
_diffrn_reflns_theta_min         5.207
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.63
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(DENZO/SCALEPACK; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.16
_refine_diff_density_min         -0.16
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.8668
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         1889
_refine_ls_number_restraints     43
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0266
_refine_ls_shift/su_max          0.000424
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
 Method = Robust Weighting (Prince, 1982)
 W = [weight] * [1-(deltaF/6*sigmaF)²]²
 Ai are:
 35.7 56.9 32.2 12.2 2.39
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0698
_refine_ls_wR_factor_gt          0.0655
_refine_ls_wR_factor_ref         0.0698
_reflns_number_gt                1770
_reflns_number_total             1889
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2989.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Trigonal' changed to 'trigonal' 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 'Trigonal' changed to 'trigonal'
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_Hall     'R 3 '
_cod_original_sg_symbol_H-M      'R 3 '
_cod_database_code               2225315
_cod_database_fobs_code          2225315
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/3,y+2/3,z+2/3
x+2/3,y+1/3,z+1/3
-y,x-y,z
-y+1/3,x-y+2/3,z+2/3
-y+2/3,x-y+1/3,z+1/3
-x+y,-x,z
-x+y+1/3,-x+2/3,z+2/3
-x+y+2/3,-x+1/3,z+1/3
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 0.73085(8) 0.56052(8) 0.60278(11) 0.0388 Uani 1.0000 . .
C C2 0.71163(11) 0.63258(11) 0.58727(14) 0.0334 Uani 1.0000 . .
C C3 0.60997(11) 0.59051(10) 0.56713(13) 0.0348 Uani 1.0000 . .
O O4 0.55748(8) 0.55027(8) 0.64559(12) 0.0420 Uani 1.0000 . .
C C5 0.49780(12) 0.45418(11) 0.63308(14) 0.0398 Uani 1.0000 . .
O O6 0.53523(9) 0.43128(8) 0.55852(11) 0.0414 Uani 1.0000 . .
C C7 0.57940(12) 0.51014(10) 0.50233(14) 0.0370 Uani 1.0000 . .
C C9 0.72913(13) 0.51340(12) 0.52439(14) 0.0407 Uani 1.0000 . .
O O10 0.81499(10) 0.55590(10) 0.48357(13) 0.0511 Uani 1.0000 . .
C C14 0.50399(17) 0.40362(15) 0.71240(16) 0.0540 Uani 1.0000 . .
C C15 0.40195(14) 0.43489(16) 0.61352(17) 0.0544 Uani 1.0000 . .
C C16 0.74277(12) 0.69311(12) 0.66864(14) 0.0376 Uani 1.0000 . .
O O17 0.72041(8) 0.76403(8) 0.65905(12) 0.0420 Uani 1.0000 . .
C C18 0.80336(12) 0.84914(11) 0.63848(14) 0.0408 Uani 1.0000 . .
O O19 0.87138(8) 0.82461(9) 0.62410(12) 0.0457 Uani 1.0000 . .
C C20 0.84636(13) 0.74546(14) 0.67731(16) 0.0468 Uani 1.0000 . .
C C21 0.79042(17) 0.88864(16) 0.55377(18) 0.0588 Uani 1.0000 . .
C C22 0.82716(16) 0.91340(13) 0.71627(16) 0.0519 Uani 1.0000 . .
H H21 0.7470 0.6687 0.5353 0.0391 Uiso 1.0000 . .
H H31 0.5978 0.6378 0.5436 0.0413 Uiso 1.0000 . .
H H71 0.5361 0.5093 0.4580 0.0446 Uiso 1.0000 . .
H H91 0.7123 0.4508 0.5415 0.0490 Uiso 1.0000 . .
H H141 0.4682 0.3379 0.7027 0.0810 Uiso 1.0000 . .
H H142 0.4804 0.4199 0.7637 0.0803 Uiso 1.0000 . .
H H143 0.5683 0.4214 0.7219 0.0805 Uiso 1.0000 . .
H H152 0.3632 0.3698 0.6047 0.0812 Uiso 1.0000 . .
H H153 0.3773 0.4541 0.6630 0.0797 Uiso 1.0000 . .
H H151 0.4011 0.4664 0.5607 0.0801 Uiso 1.0000 . .
H H161 0.7134 0.6569 0.7208 0.0440 Uiso 1.0000 . .
H H201 0.8648 0.7629 0.7392 0.0552 Uiso 1.0000 . .
H H202 0.8739 0.7101 0.6556 0.0567 Uiso 1.0000 . .
H H212 0.8455 0.9466 0.5425 0.0887 Uiso 1.0000 . .
H H213 0.7396 0.9001 0.5601 0.0886 Uiso 1.0000 . .
H H211 0.7793 0.8473 0.5054 0.0875 Uiso 1.0000 . .
H H222 0.8852 0.9682 0.7049 0.0781 Uiso 1.0000 . .
H H223 0.8309 0.8835 0.7700 0.0772 Uiso 1.0000 . .
H H221 0.7802 0.9302 0.7229 0.0777 Uiso 1.0000 . .
H H101 0.8447 0.5336 0.5065 0.0762 Uiso 1.0000 . .
C C80 0.66053(13) 0.51225(11) 0.45706(13) 0.0399 Uani 0.642(10) 1 1
N N110 0.6365(5) 0.4337(5) 0.3965(5) 0.0459 Uani 0.642(10) 1 1
N N120 0.6176(3) 0.4422(3) 0.3203(3) 0.0485 Uani 0.642(10) 1 1
N N130 0.5963(4) 0.4412(3) 0.2497(2) 0.0824 Uani 0.642(10) 1 1
C C81 0.66053(13) 0.51225(11) 0.45706(13) 0.0399 Uani 0.358(10) 1 2
N N111 0.6151(11) 0.4225(12) 0.4122(11) 0.0617 Uani 0.358(10) 1 2
N N121 0.6429(6) 0.4295(6) 0.3378(7) 0.0510 Uani 0.358(10) 1 2
N N131 0.6661(7) 0.4252(6) 0.2652(4) 0.0936 Uani 0.358(10) 1 2
H H801 0.6910 0.5680 0.4222 0.0469 Uiso 0.642(10) 1 1
H H811 0.6898 0.5645 0.4171 0.0473 Uiso 0.358(10) 1 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 O1 C9 . . . 113.04(12) no
O1 C2 C3 . . . 108.58(13) no
O1 C2 C16 . . . 106.97(13) no
C3 C2 C16 . . . 113.98(14) no
O1 C2 H21 . . . 109.4 no
C3 C2 H21 . . . 108.7 no
C16 C2 H21 . . . 109.2 no
C2 C3 O4 . . . 109.97(14) no
C2 C3 C7 . . . 109.94(14) no
O4 C3 C7 . . . 104.67(12) no
C2 C3 H31 . . . 109.7 no
O4 C3 H31 . . . 110.6 no
C7 C3 H31 . . . 111.8 no
C3 O4 C5 . . . 110.27(13) no
O4 C5 O6 . . . 104.70(14) no
O4 C5 C14 . . . 109.19(15) no
O6 C5 C14 . . . 107.89(15) no
O4 C5 C15 . . . 109.94(15) no
O6 C5 C15 . . . 110.88(16) no
C14 C5 C15 . . . 113.82(17) no
C5 O6 C7 . . . 107.99(12) no
C3 C7 O6 . . . 103.40(13) no
C3 C7 H71 . . . 111.3 no
O6 C7 H71 . . . 110.5 no
C3 C7 C80 . . . 111.47(14) no
O6 C7 C80 . . . 109.47(13) no
H71 C7 C80 . . . 110.5 no
C3 C7 O6 . . . 103.40(13) no
C3 C7 H71 . . . 111.3 no
O6 C7 H71 . . . 110.5 no
C3 C7 C81 . . . 111.47(14) no
O6 C7 C81 . . . 109.47(13) no
H71 C7 C81 . . . 110.5 no
O1 C9 O10 . . . 110.79(15) no
O1 C9 H91 . . . 107.3 no
O10 C9 H91 . . . 109.7 no
O1 C9 C80 . . . 111.36(13) no
O10 C9 C80 . . . 107.23(15) no
H91 C9 C80 . . . 110.5 no
O1 C9 O10 . . . 110.79(15) no
O1 C9 H91 . . . 107.3 no
O10 C9 H91 . . . 109.7 no
O1 C9 C81 . . . 111.36(13) no
O10 C9 C81 . . . 107.23(15) no
H91 C9 C81 . . . 110.5 no
C9 O10 H101 . . . 106.7 no
C5 C14 H141 . . . 110.3 no
C5 C14 H142 . . . 108.7 no
H141 C14 H142 . . . 109.5 no
C5 C14 H143 . . . 108.9 no
H141 C14 H143 . . . 109.4 no
H142 C14 H143 . . . 110.1 no
C5 C15 H152 . . . 108.4 no
C5 C15 H153 . . . 111.3 no
H152 C15 H153 . . . 108.8 no
C5 C15 H151 . . . 110.7 no
H152 C15 H151 . . . 108.9 no
H153 C15 H151 . . . 108.8 no
C2 C16 O17 . . . 109.54(13) no
C2 C16 C20 . . . 111.86(16) no
O17 C16 C20 . . . 103.32(14) no
C2 C16 H161 . . . 109.8 no
O17 C16 H161 . . . 110.2 no
C20 C16 H161 . . . 111.9 no
C16 O17 C18 . . . 108.78(13) no
O17 C18 O19 . . . 105.35(14) no
O17 C18 C21 . . . 109.73(16) no
O19 C18 C21 . . . 108.44(17) no
O17 C18 C22 . . . 108.82(15) no
O19 C18 C22 . . . 111.41(16) no
C21 C18 C22 . . . 112.81(17) no
C18 O19 C20 . . . 106.42(14) no
C16 C20 O19 . . . 102.19(15) no
C16 C20 H201 . . . 110.8 no
O19 C20 H201 . . . 110.7 no
C16 C20 H202 . . . 112.1 no
O19 C20 H202 . . . 111.9 no
H201 C20 H202 . . . 109.0 no
C18 C21 H212 . . . 108.5 no
C18 C21 H213 . . . 109.9 no
H212 C21 H213 . . . 108.2 no
C18 C21 H211 . . . 110.0 no
H212 C21 H211 . . . 109.8 no
H213 C21 H211 . . . 110.3 no
C18 C22 H222 . . . 109.1 no
C18 C22 H223 . . . 109.8 no
H222 C22 H223 . . . 110.3 no
C18 C22 H221 . . . 109.1 no
H222 C22 H221 . . . 108.8 no
H223 C22 H221 . . . 109.8 no
C9 C80 C7 . . . 111.64(15) no
C9 C80 N110 . . . 106.6(3) no
C7 C80 N110 . . . 114.6(3) no
C9 C80 H801 . . . 108.4 no
C7 C80 H801 . . . 107.6 no
N110 C80 H801 . . . 107.8 no
C80 N110 N120 . . . 116.4(6) no
N110 N120 N130 . . . 173.3(6) no
C9 C81 C7 . . . 111.64(15) no
C9 C81 N111 . . . 108.6(8) no
C7 C81 N111 . . . 100.5(5) no
C9 C81 H811 . . . 111.2 no
C7 C81 H811 . . . 110.2 no
N111 C81 H811 . . . 114.3 no
C81 N111 N121 . . . 110.6(11) no
N111 N121 N131 . . . 172.0(13) 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 . . 1.4261(18) no
O1 C9 . . 1.419(2) no
C2 C3 . . 1.524(2) no
C2 C16 . . 1.515(2) no
C2 H21 . . 0.991 no
C3 O4 . . 1.431(2) no
C3 C7 . . 1.538(2) no
C3 H31 . . 0.986 no
O4 C5 . . 1.4309(19) no
C5 O6 . . 1.436(2) no
C5 C14 . . 1.505(3) no
C5 C15 . . 1.511(3) no
O6 C7 . . 1.434(2) no
C7 H71 . . 0.986 no
C7 C80 . . 1.515(3) no
C7 H71 . . 0.986 no
C7 C81 . . 1.515(3) no
C9 O10 . . 1.398(2) no
C9 H91 . . 0.982 no
C9 C80 . . 1.534(3) no
C9 O10 . . 1.398(2) no
C9 H91 . . 0.982 no
C9 C81 . . 1.534(3) no
O10 H101 . . 0.838 no
C14 H141 . . 0.974 no
C14 H142 . . 0.971 no
C14 H143 . . 0.982 no
C15 H152 . . 0.966 no
C15 H153 . . 0.985 no
C15 H151 . . 0.963 no
C16 O17 . . 1.431(2) no
C16 C20 . . 1.520(2) no
C16 H161 . . 0.968 no
O17 C18 . . 1.452(2) no
C18 O19 . . 1.419(2) no
C18 C21 . . 1.508(3) no
C18 C22 . . 1.511(3) no
O19 C20 . . 1.430(2) no
C20 H201 . . 0.983 no
C20 H202 . . 0.978 no
C21 H212 . . 0.971 no
C21 H213 . . 0.974 no
C21 H211 . . 0.962 no
C22 H222 . . 0.969 no
C22 H223 . . 0.974 no
C22 H221 . . 0.971 no
C80 N110 . . 1.491(8) no
C80 H801 . . 0.971 no
N110 N120 . . 1.221(8) no
N120 N130 . . 1.123(6) no
C81 N111 . . 1.477(19) no
C81 H811 . . 0.975 no
N111 N121 . . 1.201(16) no
N121 N131 . . 1.179(13) 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
C15 H153 O10 . . 9_565 0.99 2.51 3.361(3) 145 no
O10 H101 O6 . . 7_665 0.84 1.93 2.761(3) 171 yes
C80 H801 O4 . . 5_654 0.97 2.36 3.296(3) 161 no
C81 H801 O4 . . 5_654 0.97 2.36 3.296(3) 161 no
C80 H811 O4 . . 5_654 0.97 2.34 3.296(3) 166 no
C81 H811 O4 . . 5_654 0.97 2.34 3.296(3) 166 no
