#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:30:06 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180224 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/10/7111079.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7111079
loop_
_publ_author_name
'Duff, Fraser J.'
'Vivien, Vincent'
'Wightman, Richard H.'
_publ_section_title
;
 Synthesis of aza-C-disaccharides using cycloaddition reactions of a
 functionalized cyclic nitrone
;
_journal_issue                   21
_journal_name_full               'Chemical Communications'
_journal_page_first              2127
_journal_paper_doi               10.1039/b005984f
_journal_year                    2000
_chemical_formula_sum            'C26 H37 N O9'
_chemical_formula_weight         507.57
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.78(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.549(4)
_cell_length_b                   5.907(2)
_cell_length_c                   16.345(6)
_cell_measurement_reflns_used    27
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11.28
_cell_measurement_theta_min      4.46
_cell_volume                     1351.8(8)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_sigmaI/netI    0.1434
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4459
_diffrn_reflns_theta_full        22.50
_diffrn_reflns_theta_max         22.50
_diffrn_reflns_theta_min         2.19
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         3524
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.1421
_refine_ls_R_factor_gt           0.0708
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0723P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1401
_refine_ls_wR_factor_ref         0.1709
_reflns_number_gt                2119
_reflns_number_total             3524
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b005984fsup1.cif
_cod_data_source_block           13
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7111079
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N 0.1869(4) -0.6263(10) 0.3935(3) 0.0286(15) Uani 1 1 d .
O1 O 0.4684(3) -0.1832(8) 0.3253(3) 0.0334(13) Uani 1 1 d .
O2 O 0.5570(3) -0.6281(8) 0.2223(3) 0.0310(13) Uani 1 1 d .
O3 O 0.4625(3) -0.5610(9) 0.0877(3) 0.0388(14) Uani 1 1 d .
O4 O 0.2553(3) -0.5813(8) 0.0945(3) 0.0370(14) Uani 1 1 d .
O5 O 0.4012(3) -0.5463(8) 0.3153(3) 0.0264(12) Uani 1 1 d .
O6 O 0.2063(3) -0.4815(8) 0.3280(3) 0.0308(13) Uani 1 1 d .
O9 O 0.2754(3) -0.9740(8) 0.5380(2) 0.0271(12) Uani 1 1 d .
O10 O 0.1389(3) -1.1823(8) 0.5201(3) 0.0311(13) Uani 1 1 d .
O11 O -0.0262(3) -0.9407(9) 0.4095(3) 0.0387(14) Uani 1 1 d .
H11A H -0.0628 -0.8326 0.4036 0.058 Uiso 1 1 calc R
C1 C 0.4820(5) -0.4118(13) 0.3113(4) 0.0270(19) Uani 1 1 d .
H1A H 0.5378 -0.4648 0.3556 0.032 Uiso 1 1 calc R
C2 C 0.5047(5) -0.4277(14) 0.2261(4) 0.0298(19) Uani 1 1 d .
H2A H 0.5423 -0.2956 0.2185 0.036 Uiso 1 1 calc R
C3 C 0.4199(5) -0.4577(14) 0.1471(4) 0.036(2) Uani 1 1 d .
H3A H 0.3954 -0.3083 0.1257 0.043 Uiso 1 1 calc R
C4 C 0.3387(5) -0.5970(13) 0.1643(4) 0.0288(19) Uani 1 1 d .
H4A H 0.3585 -0.7558 0.1727 0.035 Uiso 1 1 calc R
C5 C 0.3177(5) -0.5074(13) 0.2452(4) 0.0291(19) Uani 1 1 d .
H5A H 0.3053 -0.3443 0.2392 0.035 Uiso 1 1 calc R
C6 C 0.2340(5) -0.6221(12) 0.2649(4) 0.0262(19) Uani 1 1 d .
H6A H 0.1809 -0.6313 0.2131 0.031 Uiso 1 1 calc R
C7 C 0.2540(5) -0.8586(11) 0.3059(4) 0.0241(18) Uani 1 1 d .
H7A H 0.2034 -0.9643 0.2802 0.029 Uiso 1 1 calc R
H7B H 0.3145 -0.9184 0.3011 0.029 Uiso 1 1 calc R
C8 C 0.2572(5) -0.8110(11) 0.3990(4) 0.0243(18) Uani 1 1 d .
H8A H 0.3207 -0.7526 0.4281 0.029 Uiso 1 1 calc R
C9 C 0.2372(5) -1.0140(12) 0.4479(4) 0.0265(18) Uani 1 1 d .
H9A H 0.2682 -1.1476 0.4318 0.032 Uiso 1 1 calc R
C10 C 0.1331(5) -1.0701(13) 0.4415(4) 0.0291(19) Uani 1 1 d .
H10A H 0.1080 -1.1741 0.3940 0.035 Uiso 1 1 calc R
C11 C 0.0700(5) -0.8611(12) 0.4316(4) 0.0269(19) Uani 1 1 d .
H11B H 0.0834 -0.7807 0.4860 0.032 Uiso 1 1 calc R
C12 C 0.0871(5) -0.7036(13) 0.3642(5) 0.032(2) Uani 1 1 d .
H12A H 0.0763 -0.7826 0.3104 0.038 Uiso 1 1 calc R
H12B H 0.0439 -0.5753 0.3564 0.038 Uiso 1 1 calc R
C20 C 0.5518(5) -0.6591(14) 0.1336(4) 0.0292(19) Uani 1 1 d .
C21 C 0.6310(5) -0.5435(14) 0.1080(4) 0.042(2) Uani 1 1 d .
H21A H 0.6242 -0.5699 0.0487 0.063 Uiso 1 1 calc R
H21B H 0.6912 -0.6025 0.1408 0.063 Uiso 1 1 calc R
H21C H 0.6285 -0.3837 0.1179 0.063 Uiso 1 1 calc R
C22 C 0.5497(6) -0.9099(14) 0.1182(5) 0.053(3) Uani 1 1 d .
H22A H 0.5464 -0.9383 0.0596 0.080 Uiso 1 1 calc R
H22B H 0.4948 -0.9743 0.1312 0.080 Uiso 1 1 calc R
H22C H 0.6067 -0.9774 0.1538 0.080 Uiso 1 1 calc R
C40 C 0.2441(9) -0.758(3) 0.0389(8) 0.163(8) Uani 1 1 d .
H40A H 0.2375 -0.8965 0.0687 0.195 Uiso 1 1 calc R
H40B H 0.3013 -0.7715 0.0196 0.195 Uiso 1 1 calc R
C41 C 0.1598(8) -0.735(3) -0.0367(7) 0.081(4) Uani 1 1 d .
C42 C 0.1530(12) -0.626(3) -0.1139(13) 0.138(6) Uani 1 1 d .
H42A H 0.2048 -0.5425 -0.1202 0.166 Uiso 1 1 calc R
C43 C 0.0700(11) -0.639(3) -0.1825(9) 0.110(5) Uani 1 1 d .
H43A H 0.0671 -0.5761 -0.2354 0.132 Uiso 1 1 calc R
C44 C -0.0022(11) -0.743(3) -0.1672(7) 0.123(6) Uani 1 1 d .
H44A H -0.0557 -0.7603 -0.2134 0.147 Uiso 1 1 calc R
C45 C -0.0092(11) -0.828(3) -0.0950(11) 0.150(6) Uani 1 1 d .
H45A H -0.0656 -0.8830 -0.0864 0.179 Uiso 1 1 calc R
C46 C 0.0807(14) -0.825(3) -0.0307(9) 0.159(7) Uani 1 1 d .
H46A H 0.0823 -0.8955 0.0205 0.191 Uiso 1 1 calc R
C90 C 0.2287(5) -1.1299(12) 0.5808(4) 0.0295(19) Uani 1 1 d .
C91 C 0.2119(5) -1.0148(14) 0.6568(4) 0.039(2) Uani 1 1 d .
H91A H 0.1808 -1.1176 0.6861 0.059 Uiso 1 1 calc R
H91B H 0.1721 -0.8843 0.6389 0.059 Uiso 1 1 calc R
H91C H 0.2719 -0.9684 0.6942 0.059 Uiso 1 1 calc R
C92 C 0.2849(5) -1.3487(13) 0.6025(5) 0.042(2) Uani 1 1 d .
H92A H 0.2518 -1.4500 0.6306 0.062 Uiso 1 1 calc R
H92B H 0.3471 -1.3164 0.6394 0.062 Uiso 1 1 calc R
H92C H 0.2914 -1.4179 0.5512 0.062 Uiso 1 1 calc R
C100 C 0.4789(5) -0.1332(14) 0.4127(4) 0.044(2) Uani 1 1 d .
H10B H 0.4686 0.0256 0.4190 0.066 Uiso 1 1 calc R
H10C H 0.5422 -0.1729 0.4454 0.066 Uiso 1 1 calc R
H10D H 0.4330 -0.2185 0.4324 0.066 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 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
O6 N1 C12 108.3(5)
O6 N1 C8 102.0(5)
C12 N1 C8 113.3(5)
C1 O1 C100 112.6(5)
C2 O2 C20 105.5(5)
C3 O3 C20 108.5(5)
C40 O4 C4 113.9(6)
C1 O5 C5 113.5(5)
N1 O6 C6 109.3(5)
C90 O9 C9 106.9(5)
C10 O10 C90 109.9(5)
O1 C1 O5 112.0(5)
O1 C1 C2 106.7(6)
O5 C1 C2 113.1(6)
O2 C2 C1 110.1(5)
O2 C2 C3 100.7(6)
C1 C2 C3 116.9(6)
O3 C3 C4 113.4(6)
O3 C3 C2 102.9(5)
C4 C3 C2 113.1(6)
O4 C4 C3 110.5(5)
O4 C4 C5 110.0(5)
C3 C4 C5 108.6(6)
O5 C5 C6 108.3(5)
O5 C5 C4 108.0(5)
C6 C5 C4 113.1(6)
O6 C6 C5 106.8(5)
O6 C6 C7 105.2(5)
C5 C6 C7 115.7(6)
C8 C7 C6 102.5(5)
N1 C8 C9 112.8(5)
N1 C8 C7 103.9(5)
C9 C8 C7 114.8(6)
O9 C9 C8 109.4(5)
O9 C9 C10 101.8(5)
C8 C9 C10 117.8(6)
O10 C10 C11 111.0(5)
O10 C10 C9 103.0(5)
C11 C10 C9 113.0(6)
O11 C11 C12 111.2(5)
O11 C11 C10 106.4(6)
C12 C11 C10 111.2(6)
N1 C12 C11 107.3(5)
O3 C20 O2 105.5(5)
O3 C20 C21 109.1(6)
O2 C20 C21 113.0(6)
O3 C20 C22 109.7(6)
O2 C20 C22 106.7(6)
C21 C20 C22 112.7(7)
O4 C40 C41 113.8(10)
C46 C41 C42 114.3(12)
C46 C41 C40 116.5(15)
C42 C41 C40 129.2(15)
C41 C42 C43 122.0(13)
C44 C43 C42 115.8(13)
C43 C44 C45 128.2(14)
C44 C45 C46 112.1(15)
C41 C46 C45 126.8(15)
O9 C90 O10 105.2(5)
O9 C90 C91 108.6(6)
O10 C90 C91 110.3(6)
O9 C90 C92 111.3(5)
O10 C90 C92 107.9(6)
C91 C90 C92 113.1(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 O6 1.457(7)
N1 C12 1.472(8)
N1 C8 1.482(8)
O1 C1 1.392(9)
O1 C100 1.424(8)
O2 C2 1.417(8)
O2 C20 1.443(8)
O3 C3 1.423(8)
O3 C20 1.434(8)
O4 C40 1.364(11)
O4 C4 1.425(7)
O5 C1 1.436(8)
O5 C5 1.444(7)
O6 C6 1.464(7)
O9 C90 1.434(8)
O9 C9 1.446(7)
O10 C10 1.427(8)
O10 C90 1.443(8)
O11 C11 1.427(8)
C1 C2 1.520(9)
C2 C3 1.534(9)
C3 C4 1.527(10)
C4 C5 1.531(9)
C5 C6 1.502(9)
C6 C7 1.543(9)
C7 C8 1.536(9)
C8 C9 1.512(9)
C9 C10 1.525(9)
C10 C11 1.521(9)
C11 C12 1.514(9)
C20 C21 1.495(9)
C20 C22 1.502(11)
C40 C41 1.492(13)
C41 C46 1.296(18)
C41 C42 1.395(18)
C42 C43 1.409(19)
C43 C44 1.300(16)
C44 C45 1.310(17)
C45 C46 1.438(18)
C90 C91 1.494(9)
C90 C92 1.519(10)
