# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_C:\Users\vjs\Desktop\Emile2\90K\90k.CIF

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            90K
_chemical_formula_moiety         'C12 H24 O6, 2(C H3 N O2)'
_chemical_formula_sum            'C14 H30 N2 O10'
_chemical_compound_source        sigma
_exptl_crystal_recrystallization_method nitromethane
_chemical_melting_point          ?

_exptl_crystal_description       'cubic prisms'
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      90(2)
_diffrn_ambient_pressure         101.3
_chemical_formula_weight         386.40

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.3091(14)
_cell_length_b                   7.8112(12)
_cell_length_c                   13.619(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.710(2)
_cell_angle_gamma                90.00
_cell_volume                     973.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    6981
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      28.32
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9566
_exptl_absorpt_correction_T_max  0.9704
_exptl_absorpt_process_details   'symmetry-related measurements'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'INCOATEC Mo micro source'
_diffrn_source_type              'Bruker APEX II DUO QUAZAR'
_diffrn_radiation_monochromator  'INCOATEC quazar mirrior optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14088
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_sigmaI/netI    0.0150
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         28.37
_reflns_number_total             2429
_reflns_number_gt                2199
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material  
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0380P)²+0.3232P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2429
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0316
_refine_ls_wR_factor_ref         0.0872
_refine_ls_wR_factor_gt          0.0845
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.26366(7) 0.39924(9) 0.34388(5) 0.01712(16) Uani 1 1 d . . .
O2 O 0.52347(8) 0.56187(9) 0.30333(5) 0.01801(16) Uani 1 1 d . . .
O3 O 0.78525(8) 0.57658(9) 0.45643(5) 0.01856(16) Uani 1 1 d . . .
O4 O 0.22860(9) 0.86794(11) 0.50932(7) 0.0309(2) Uani 1 1 d . . .
O5 O 0.41661(10) 0.91065(11) 0.62569(6) 0.0324(2) Uani 1 1 d . . .
N1 N 0.35646(9) 0.84273(11) 0.54767(6) 0.01821(18) Uani 1 1 d . . .
C1 C 0.12289(11) 0.41676(14) 0.36874(8) 0.0199(2) Uani 1 1 d . . .
H1A H 0.0482 0.3643 0.3160 0.024 Uiso 1 1 calc R . .
H1B H 0.0988 0.5395 0.3740 0.024 Uiso 1 1 calc R . .
C2 C 0.27380(11) 0.48154(13) 0.25230(7) 0.0190(2) Uani 1 1 d . . .
H2A H 0.2503 0.6047 0.2561 0.023 Uiso 1 1 calc R . .
H2B H 0.2032 0.4298 0.1969 0.023 Uiso 1 1 calc R . .
C3 C 0.42677(11) 0.46043(13) 0.23355(7) 0.0188(2) Uani 1 1 d . . .
H3A H 0.4560 0.3386 0.2410 0.023 Uiso 1 1 calc R . .
H3B H 0.4314 0.4969 0.1646 0.023 Uiso 1 1 calc R . .
C4 C 0.66911(11) 0.55381(13) 0.28597(7) 0.0195(2) Uani 1 1 d . . .
H4A H 0.6727 0.5969 0.2181 0.023 Uiso 1 1 calc R . .
H4B H 0.7035 0.4336 0.2905 0.023 Uiso 1 1 calc R . .
C5 C 0.76620(11) 0.66087(13) 0.36256(7) 0.0189(2) Uani 1 1 d . . .
H5A H 0.8622 0.6775 0.3426 0.023 Uiso 1 1 calc R . .
H5B H 0.7214 0.7747 0.3674 0.023 Uiso 1 1 calc R . .
C6 C 0.87639(11) 0.67141(13) 0.53296(8) 0.0201(2) Uani 1 1 d . . .
H6A H 0.8387 0.7896 0.5352 0.024 Uiso 1 1 calc R . .
H6B H 0.9770 0.6774 0.5192 0.024 Uiso 1 1 calc R . .
C7 C 0.44323(11) 0.72496(13) 0.49622(8) 0.0195(2) Uani 1 1 d . . .
H7A H 0.3852 0.6226 0.4742 0.029 Uiso 1 1 calc R . .
H7B H 0.5326 0.6916 0.5424 0.029 Uiso 1 1 calc R . .
H7C H 0.4692 0.7828 0.4381 0.029 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.4197(12) . ?
O1 C2 1.4218(12) . ?
O2 C4 1.4202(12) . ?
O2 C3 1.4225(12) . ?
O3 C5 1.4195(12) . ?
O3 C6 1.4234(12) . ?
O4 N1 1.2237(12) . ?
O5 N1 1.2260(12) . ?
N1 C7 1.4833(12) . ?
C1 C6 1.5045(15) 3_666 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.5017(14) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.5013(14) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C1 1.5046(15) 3_666 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C2 112.35(7) . . ?
C4 O2 C3 111.67(7) . . ?
C5 O3 C6 112.07(8) . . ?
O4 N1 O5 123.48(9) . . ?
O4 N1 C7 118.04(9) . . ?
O5 N1 C7 118.48(9) . . ?
O1 C1 C6 108.45(8) . 3_666 ?
O1 C1 H1A 110.0 . . ?
C6 C1 H1A 110.0 3_666 . ?
O1 C1 H1B 110.0 . . ?
C6 C1 H1B 110.0 3_666 . ?
H1A C1 H1B 108.4 . . ?
O1 C2 C3 108.61(8) . . ?
O1 C2 H2A 110.0 . . ?
C3 C2 H2A 110.0 . . ?
O1 C2 H2B 110.0 . . ?
C3 C2 H2B 110.0 . . ?
H2A C2 H2B 108.3 . . ?
O2 C3 C2 109.13(8) . . ?
O2 C3 H3A 109.9 . . ?
C2 C3 H3A 109.9 . . ?
O2 C3 H3B 109.9 . . ?
C2 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
O2 C4 C5 109.25(8) . . ?
O2 C4 H4A 109.8 . . ?
C5 C4 H4A 109.8 . . ?
O2 C4 H4B 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
O3 C5 C4 109.01(8) . . ?
O3 C5 H5A 109.9 . . ?
C4 C5 H5A 109.9 . . ?
O3 C5 H5B 109.9 . . ?
C4 C5 H5B 109.9 . . ?
H5A C5 H5B 108.3 . . ?
O3 C6 C1 108.47(8) . 3_666 ?
O3 C6 H6A 110.0 . . ?
C1 C6 H6A 110.0 3_666 . ?
O3 C6 H6B 110.0 . . ?
C1 C6 H6B 110.0 3_666 . ?
H6A C6 H6B 108.4 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 O1 C1 C6 -179.07(8) . . . 3_666 ?
C1 O1 C2 C3 178.51(8) . . . . ?
C4 O2 C3 C2 -177.03(8) . . . . ?
O1 C2 C3 O2 -70.30(10) . . . . ?
C3 O2 C4 C5 -179.17(8) . . . . ?
C6 O3 C5 C4 -179.91(8) . . . . ?
O2 C4 C5 O3 72.16(10) . . . . ?
C5 O3 C6 C1 173.81(8) . . . 3_666 ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.039
#======================================================================
_iucr_refine_instruction_details 
;
TITL 90K in P2(1)/n
CELL 0.71073 9.3091 7.8112 13.6188 90.000 100.710 90.000
ZERR 2.0000 0.0014 0.0012 0.0021 0.000 0.002 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H N O
UNIT 28 60 4 20
MERG 2
FMAP 2
GRID
PLAN 20
TEMP -183
SIZE 0.27 0.36 0.4
MPLA C7 N1 O4 O5
BOND$H
HTAB
CONF
L.S. 20
ACTA 52
WGHT    0.038000    0.323200
FVAR       0.20684
O1    4    0.263661    0.399242    0.343879    11.00000    0.01506    0.01920 =
         0.01645    0.00178    0.00123    0.00249
O2    4    0.523474    0.561872    0.303330    11.00000    0.01679    0.02071 =
         0.01685   -0.00387    0.00397   -0.00119
O3    4    0.785251    0.576576    0.456428    11.00000    0.01982    0.01751 =
         0.01772    0.00036    0.00185   -0.00323
O4    4    0.228596    0.867944    0.509318    11.00000    0.01933    0.03375 =
         0.03839    0.00266    0.00190    0.00935
O5    4    0.416612    0.910655    0.625694    11.00000    0.03524    0.03287 =
         0.02724   -0.01179    0.00106    0.00462
N1    3    0.356463    0.842729    0.547671    11.00000    0.01913    0.01607 =
         0.01978    0.00277    0.00454    0.00190
C1    1    0.122891    0.416758    0.368736    11.00000    0.01363    0.02310 =
         0.02175   -0.00238    0.00006    0.00165
AFIX  23
H1A   2    0.048235    0.364349    0.316049    11.00000   -1.20000
H1B   2    0.098819    0.539465    0.374024    11.00000   -1.20000
AFIX   0
C2    1    0.273804    0.481537    0.252298    11.00000    0.02052    0.01857 =
         0.01581    0.00159   -0.00203    0.00074
AFIX  23
H2A   2    0.250301    0.604679    0.256145    11.00000   -1.20000
H2B   2    0.203227    0.429836    0.196877    11.00000   -1.20000
AFIX   0
C3    1    0.426768    0.460435    0.233550    11.00000    0.02342    0.01892 =
         0.01355   -0.00161    0.00174   -0.00094
AFIX  23
H3A   2    0.456005    0.338575    0.240953    11.00000   -1.20000
H3B   2    0.431412    0.496911    0.164592    11.00000   -1.20000
AFIX   0
C4    1    0.669108    0.553812    0.285969    11.00000    0.02008    0.02272 =
         0.01722    0.00032    0.00747    0.00153
AFIX  23
H4A   2    0.672685    0.596854    0.218093    11.00000   -1.20000
H4B   2    0.703475    0.433630    0.290479    11.00000   -1.20000
AFIX   0
C5    1    0.766202    0.660867    0.362557    11.00000    0.01795    0.01968 =
         0.02035    0.00322    0.00680   -0.00036
AFIX  23
H5A   2    0.862224    0.677498    0.342598    11.00000   -1.20000
H5B   2    0.721362    0.774740    0.367425    11.00000   -1.20000
AFIX   0
C6    1    0.876389    0.671414    0.532955    11.00000    0.01586    0.02065 =
         0.02356   -0.00349    0.00300   -0.00350
AFIX  23
H6A   2    0.838749    0.789604    0.535237    11.00000   -1.20000
H6B   2    0.977022    0.677355    0.519196    11.00000   -1.20000
AFIX   0
C7    1    0.443228    0.724956    0.496219    11.00000    0.01946    0.01805 =
         0.02092   -0.00137    0.00351    0.00363
AFIX 137
H7A   2    0.385228    0.622625    0.474160    11.00000   -1.50000
H7B   2    0.532553    0.691607    0.542393    11.00000   -1.50000
H7C   2    0.469228    0.782823    0.438108    11.00000   -1.50000
HKLF 4
 
REM  90K in P2(1)/n
REM R1 =  0.0316 for   2199 Fo > 4sig(Fo)  and  0.0356 for all   2429 data
REM    119 parameters refined using      0 restraints
 
END  
     
WGHT      0.0380      0.3231 
REM Highest difference peak  0.347,  deepest hole -0.269,  1-sigma level  0.039
Q1    1   0.3514  0.4798  0.2486  11.00000  0.05    0.35
Q2    1   0.7162  0.6089  0.3249  11.00000  0.05    0.32
Q3    1   0.8662  0.6361  0.5825  11.00000  0.05    0.29
Q4    1   0.3999  0.7826  0.5214  11.00000  0.05    0.25
Q5    1   0.2676  0.4375  0.2989  11.00000  0.05    0.19
Q6    1   0.5959  0.5588  0.2959  11.00000  0.05    0.18
Q7    1   0.1963  0.4032  0.3578  11.00000  0.05    0.17
Q8    1   0.7722  0.6257  0.4053  11.00000  0.05    0.16
Q9    1   0.3688  0.9518  0.6647  11.00000  0.05    0.15
Q10   1   0.2807  0.9221  0.4956  11.00000  0.05    0.15
Q11   1   0.7275  0.6107  0.4968  11.00000  0.05    0.14
Q12   1   0.4972  0.5891  0.3453  11.00000  0.05    0.14
Q13   1   0.3659  0.6681  0.4372  11.00000  0.05    0.13
Q14   1   0.4766  0.5051  0.2662  11.00000  0.05    0.13
Q15   1   0.4469  0.9538  0.5764  11.00000  0.05    0.13
Q16   1   0.8301  0.6304  0.4980  11.00000  0.05    0.12
Q17   1   0.4256  0.7101  0.4319  11.00000  0.05    0.11
Q18   1   0.8522  0.7467  0.5392  11.00000  0.05    0.11
Q19   1   0.6730  0.5133  0.2249  11.00000  0.05    0.11
Q20   1   0.9520  0.6924  0.5360  11.00000  0.05    0.11
;
#======================================================================
_database_code_depnum_ccdc_archive 'CCDC 984223'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_C:\Users\vjs\Desktop\Emile2\120K\120k.CIF

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            120K
_chemical_formula_moiety         'C12 H24 O6, 2(C H3 N O2)'
_chemical_formula_sum            'C14 H30 N2 O10'
_chemical_compound_source        sigma
_exptl_crystal_recrystallization_method nitromethane
_chemical_melting_point          ?

_exptl_crystal_description       'cubic prisms'
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      120(2)
_diffrn_ambient_pressure         101.3
_chemical_formula_weight         386.40

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.2976(13)
_cell_length_b                   7.8579(11)
_cell_length_c                   13.6419(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.755(2)
_cell_angle_gamma                90.00
_cell_volume                     979.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    6385
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      28.34
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9569
_exptl_absorpt_correction_T_max  0.9706
_exptl_absorpt_process_details   'symmetry-related measurements'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'INCOATEC Mo micro source'
_diffrn_radiation_monochromator  'INCOATEC quazar mirrior optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14239
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0151
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         28.35
_reflns_number_total             2433
_reflns_number_gt                2154
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material  
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0392P)²+0.3119P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2433
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0907
_refine_ls_wR_factor_gt          0.0872
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.26372(8) 0.39943(9) 0.34396(5) 0.02198(17) Uani 1 1 d . . .
O2 O 0.52319(8) 0.56223(10) 0.30336(5) 0.02280(17) Uani 1 1 d . . .
O3 O 0.78492(8) 0.57742(9) 0.45643(5) 0.02363(17) Uani 1 1 d . . .
O4 O 0.22850(10) 0.86799(13) 0.50891(8) 0.0412(2) Uani 1 1 d . . .
O5 O 0.41659(11) 0.91151(13) 0.62462(7) 0.0440(3) Uani 1 1 d . . .
N1 N 0.35636(10) 0.84294(11) 0.54716(7) 0.02343(19) Uani 1 1 d . . .
C1 C 0.12308(11) 0.41637(15) 0.36907(8) 0.0259(2) Uani 1 1 d . . .
H1A H 0.0482 0.3644 0.3165 0.031 Uiso 1 1 calc R . .
H1B H 0.0989 0.5383 0.3746 0.031 Uiso 1 1 calc R . .
C2 C 0.27354(12) 0.48148(14) 0.25271(8) 0.0246(2) Uani 1 1 d . . .
H2A H 0.2497 0.6038 0.2567 0.029 Uiso 1 1 calc R . .
H2B H 0.2029 0.4300 0.1974 0.029 Uiso 1 1 calc R . .
C3 C 0.42654(12) 0.46125(14) 0.23379(7) 0.0241(2) Uani 1 1 d . . .
H3A H 0.4562 0.3402 0.2411 0.029 Uiso 1 1 calc R . .
H3B H 0.4308 0.4977 0.1649 0.029 Uiso 1 1 calc R . .
C4 C 0.66898(12) 0.55461(14) 0.28624(8) 0.0250(2) Uani 1 1 d . . .
H4A H 0.6726 0.5975 0.2185 0.030 Uiso 1 1 calc R . .
H4B H 0.7036 0.4352 0.2908 0.030 Uiso 1 1 calc R . .
C5 C 0.76593(12) 0.66101(14) 0.36268(8) 0.0244(2) Uani 1 1 d . . .
H5A H 0.8621 0.6776 0.3429 0.029 Uiso 1 1 calc R . .
H5B H 0.7210 0.7742 0.3674 0.029 Uiso 1 1 calc R . .
C6 C 0.87581(11) 0.67160(14) 0.53298(8) 0.0261(2) Uani 1 1 d . . .
H6A H 0.8377 0.7889 0.5354 0.031 Uiso 1 1 calc R . .
H6B H 0.9766 0.6781 0.5193 0.031 Uiso 1 1 calc R . .
C7 C 0.44257(12) 0.72405(14) 0.49693(8) 0.0245(2) Uani 1 1 d . . .
H7A H 0.3847 0.6215 0.4767 0.037 Uiso 1 1 calc R . .
H7B H 0.5326 0.6928 0.5430 0.037 Uiso 1 1 calc R . .
H7C H 0.4675 0.7792 0.4379 0.037 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.4185(13) . ?
O1 C2 1.4199(13) . ?
O2 C4 1.4190(12) . ?
O2 C3 1.4211(13) . ?
O3 C5 1.4191(13) . ?
O3 C6 1.4224(13) . ?
O4 N1 1.2218(12) . ?
O5 N1 1.2246(13) . ?
N1 C7 1.4798(13) . ?
C1 C6 1.5027(16) 3_666 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.5009(15) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.4994(16) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C1 1.5027(16) 3_666 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C2 112.46(8) . . ?
C4 O2 C3 111.77(8) . . ?
C5 O3 C6 112.20(8) . . ?
O4 N1 O5 123.33(10) . . ?
O4 N1 C7 118.15(9) . . ?
O5 N1 C7 118.51(9) . . ?
O1 C1 C6 108.53(8) . 3_666 ?
O1 C1 H1A 110.0 . . ?
C6 C1 H1A 110.0 3_666 . ?
O1 C1 H1B 110.0 . . ?
C6 C1 H1B 110.0 3_666 . ?
H1A C1 H1B 108.4 . . ?
O1 C2 C3 108.71(8) . . ?
O1 C2 H2A 109.9 . . ?
C3 C2 H2A 109.9 . . ?
O1 C2 H2B 109.9 . . ?
C3 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
O2 C3 C2 109.12(8) . . ?
O2 C3 H3A 109.9 . . ?
C2 C3 H3A 109.9 . . ?
O2 C3 H3B 109.9 . . ?
C2 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
O2 C4 C5 109.31(8) . . ?
O2 C4 H4A 109.8 . . ?
C5 C4 H4A 109.8 . . ?
O2 C4 H4B 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
O3 C5 C4 109.04(9) . . ?
O3 C5 H5A 109.9 . . ?
C4 C5 H5A 109.9 . . ?
O3 C5 H5B 109.9 . . ?
C4 C5 H5B 109.9 . . ?
H5A C5 H5B 108.3 . . ?
O3 C6 C1 108.54(9) . 3_666 ?
O3 C6 H6A 110.0 . . ?
C1 C6 H6A 110.0 3_666 . ?
O3 C6 H6B 110.0 . . ?
C1 C6 H6B 110.0 3_666 . ?
H6A C6 H6B 108.4 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 O1 C1 C6 -179.09(8) . . . 3_666 ?
C1 O1 C2 C3 178.40(8) . . . . ?
C4 O2 C3 C2 -177.26(8) . . . . ?
O1 C2 C3 O2 -70.35(11) . . . . ?
C3 O2 C4 C5 -179.10(8) . . . . ?
C6 O3 C5 C4 -179.85(8) . . . . ?
O2 C4 C5 O3 72.07(11) . . . . ?
C5 O3 C6 C1 174.08(8) . . . 3_666 ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.036
#======================================================================
_iucr_refine_instruction_details 
;
TITL 120K in P2(1)/n
CELL 0.71073 9.2976 7.8579 13.6419 90.000 100.755 90.000
ZERR 2.0000 0.0013 0.0011 0.0019 0.000 0.002 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H N O
UNIT 28 60 4 20
MERG 2
FMAP 2
GRID
PLAN 20
TEMP -153
SIZE 0.27 0.36 0.4
BOND$H
CONF
HTAB
OMIT -6 0 6
OMIT -3 3 6
OMIT 0 6 6
OMIT -8 5 7
L.S. 20
ACTA 52
WGHT    0.039200    0.311900
FVAR       0.20649
O1    4    0.263722    0.399435    0.343965    11.00000    0.01967    0.02407 =
         0.02118    0.00156    0.00113    0.00338
O2    4    0.523191    0.562231    0.303361    11.00000    0.02244    0.02592 =
         0.02069   -0.00439    0.00569   -0.00108
O3    4    0.784917    0.577416    0.456425    11.00000    0.02489    0.02227 =
         0.02339    0.00048    0.00359   -0.00377
O4    4    0.228502    0.867992    0.508909    11.00000    0.02539    0.04492 =
         0.05159    0.00308    0.00268    0.01307
O5    4    0.416591    0.911512    0.624620    11.00000    0.04662    0.04506 =
         0.03774   -0.01813    0.00106    0.00712
N1    3    0.356361    0.842939    0.547165    11.00000    0.02423    0.02104 =
         0.02550    0.00328    0.00589    0.00315
C1    1    0.123081    0.416374    0.369072    11.00000    0.01744    0.02965 =
         0.02877   -0.00404   -0.00081    0.00206
AFIX  23
H1A   2    0.048179    0.364394    0.316480    11.00000   -1.20000
H1B   2    0.098885    0.538278    0.374562    11.00000   -1.20000
AFIX   0
C2    1    0.273536    0.481482    0.252711    11.00000    0.02678    0.02379 =
         0.02022    0.00145   -0.00315    0.00088
AFIX  23
H2A   2    0.249713    0.603786    0.256682    11.00000   -1.20000
H2B   2    0.202855    0.430048    0.197364    11.00000   -1.20000
AFIX   0
C3    1    0.426542    0.461249    0.233790    11.00000    0.03105    0.02408 =
         0.01654   -0.00230    0.00277   -0.00095
AFIX  23
H3A   2    0.456204    0.340225    0.241083    11.00000   -1.20000
H3B   2    0.430817    0.497724    0.164930    11.00000   -1.20000
AFIX   0
C4    1    0.668979    0.554610    0.286236    11.00000    0.02646    0.02905 =
         0.02168    0.00054    0.01056    0.00289
AFIX  23
H4A   2    0.672569    0.597459    0.218491    11.00000   -1.20000
H4B   2    0.703574    0.435213    0.290754    11.00000   -1.20000
AFIX   0
C5    1    0.765932    0.661010    0.362677    11.00000    0.02302    0.02452 =
         0.02763    0.00423    0.00990   -0.00031
AFIX  23
H5A   2    0.862131    0.677561    0.342872    11.00000   -1.20000
H5B   2    0.720964    0.774195    0.367418    11.00000   -1.20000
AFIX   0
C6    1    0.875810    0.671601    0.532983    11.00000    0.02004    0.02705 =
         0.03111   -0.00469    0.00448   -0.00472
AFIX  23
H6A   2    0.837743    0.788886    0.535405    11.00000   -1.20000
H6B   2    0.976552    0.678106    0.519293    11.00000   -1.20000
AFIX   0
C7    1    0.442574    0.724046    0.496932    11.00000    0.02461    0.02231 =
         0.02671   -0.00156    0.00475    0.00431
AFIX 137
H7A   2    0.384665    0.621475    0.476663    11.00000   -1.50000
H7B   2    0.532648    0.692752    0.543003    11.00000   -1.50000
H7C   2    0.467501    0.779176    0.437864    11.00000   -1.50000
HKLF 4
 
REM  120K in P2(1)/n
REM R1 =  0.0333 for   2154 Fo > 4sig(Fo)  and  0.0382 for all   2433 data
REM    119 parameters refined using      0 restraints
 
END  
     
WGHT      0.0394      0.3116 
REM Highest difference peak  0.311,  deepest hole -0.215,  1-sigma level  0.036
Q1    1   0.3519  0.4788  0.2482  11.00000  0.05    0.31
Q2    1   0.1265  0.3758  0.4188  11.00000  0.05    0.28
Q3    1   0.7164  0.6100  0.3266  11.00000  0.05    0.24
Q4    1   0.3980  0.7797  0.5194  11.00000  0.05    0.20
Q5    1   0.2844  0.9327  0.4975  11.00000  0.05    0.19
Q6    1   0.2702  0.4311  0.3030  11.00000  0.05    0.17
Q7    1   0.4419  0.9483  0.5763  11.00000  0.05    0.17
Q8    1   0.1967  0.4090  0.3586  11.00000  0.05    0.16
Q9    1   0.5856  0.5694  0.2840  11.00000  0.05    0.16
Q10   1   0.4130  0.6987  0.4400  11.00000  0.05    0.15
Q11   1   0.7755  0.6197  0.4065  11.00000  0.05    0.15
Q12   1   0.4745  0.5086  0.2640  11.00000  0.05    0.14
Q13   1   0.7239  0.6144  0.4933  11.00000  0.05    0.13
Q14   1   0.5013  0.5471  0.3545  11.00000  0.05    0.12
Q15   1   0.6993  0.5151  0.2206  11.00000  0.05    0.12
Q16   1   0.2030  0.8066  0.4587  11.00000  0.05    0.12
Q17   1   0.3627  0.8420  0.6101  11.00000  0.05    0.11
Q18   1   0.3932  0.9545  0.6616  11.00000  0.05    0.11
Q19   1   0.8651  0.5495  0.4401  11.00000  0.05    0.11
Q20   1   0.5317  0.7521  0.5201  11.00000  0.05    0.11
;
#======================================================================

_database_code_depnum_ccdc_archive 'CCDC 984224'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_C:\Users\vjs\Desktop\Emile2\150K\150k.CIF

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            150K
_chemical_formula_moiety         'C12 H24 O6, 2(C H3 N O2)'
_chemical_formula_sum            'C14 H30 N2 O10'
_chemical_compound_source        sigma
_exptl_crystal_recrystallization_method nitromethane
_chemical_melting_point          ?

_exptl_crystal_description       'cubic prisms'
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      150(2)
_diffrn_ambient_pressure         101.3
_chemical_formula_weight         386.40

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.2849(12)
_cell_length_b                   7.9079(10)
_cell_length_c                   13.6739(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.818(2)
_cell_angle_gamma                90.00
_cell_volume                     986.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5739
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      29.28
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9572
_exptl_absorpt_correction_T_max  0.9708
_exptl_absorpt_process_details   'symmetry-related measurements'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'INCOATEC Mo micro source'
_diffrn_radiation_monochromator  'INCOATEC quazar mirrior optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14663
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_sigmaI/netI    0.0167
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         29.76
_reflns_number_total             2626
_reflns_number_gt                2189
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material  
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0384P)²+0.3486P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2626
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0377
_refine_ls_wR_factor_ref         0.1017
_refine_ls_wR_factor_gt          0.0965
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.26379(9) 0.39971(10) 0.34412(6) 0.02723(19) Uani 1 1 d . . .
O2 O 0.52279(9) 0.56276(11) 0.30342(6) 0.02825(19) Uani 1 1 d . . .
O3 O 0.78451(9) 0.57843(10) 0.45643(6) 0.0294(2) Uani 1 1 d . . .
O4 O 0.22833(11) 0.86798(15) 0.50846(9) 0.0523(3) Uani 1 1 d . . .
O5 O 0.41604(14) 0.91180(16) 0.62357(9) 0.0570(3) Uani 1 1 d . . .
N1 N 0.35608(11) 0.84312(13) 0.54672(8) 0.0292(2) Uani 1 1 d . . .
C1 C 0.12326(13) 0.41598(17) 0.36954(10) 0.0324(3) Uani 1 1 d . . .
H1A H 0.0481 0.3645 0.3170 0.039 Uiso 1 1 calc R . .
H1B H 0.0990 0.5370 0.3753 0.039 Uiso 1 1 calc R . .
C2 C 0.27322(14) 0.48161(16) 0.25310(9) 0.0307(3) Uani 1 1 d . . .
H2A H 0.2491 0.6030 0.2572 0.037 Uiso 1 1 calc R . .
H2B H 0.2024 0.4305 0.1979 0.037 Uiso 1 1 calc R . .
C3 C 0.42607(14) 0.46218(16) 0.23413(8) 0.0303(3) Uani 1 1 d . . .
H3A H 0.4561 0.3420 0.2414 0.036 Uiso 1 1 calc R . .
H3B H 0.4300 0.4985 0.1654 0.036 Uiso 1 1 calc R . .
C4 C 0.66888(14) 0.55553(17) 0.28658(9) 0.0314(3) Uani 1 1 d . . .
H4A H 0.6725 0.5981 0.2190 0.038 Uiso 1 1 calc R . .
H4B H 0.7038 0.4370 0.2912 0.038 Uiso 1 1 calc R . .
C5 C 0.76561(13) 0.66145(16) 0.36293(9) 0.0303(3) Uani 1 1 d . . .
H5A H 0.8620 0.6781 0.3434 0.036 Uiso 1 1 calc R . .
H5B H 0.7203 0.7738 0.3676 0.036 Uiso 1 1 calc R . .
C6 C 0.87530(13) 0.67179(16) 0.53308(10) 0.0330(3) Uani 1 1 d . . .
H6A H 0.8369 0.7882 0.5357 0.040 Uiso 1 1 calc R . .
H6B H 0.9762 0.6788 0.5195 0.040 Uiso 1 1 calc R . .
C7 C 0.44187(13) 0.72335(15) 0.49772(9) 0.0301(3) Uani 1 1 d . . .
H7A H 0.3838 0.6211 0.4786 0.045 Uiso 1 1 calc R . .
H7B H 0.5323 0.6933 0.5439 0.045 Uiso 1 1 calc R . .
H7C H 0.4665 0.7762 0.4381 0.045 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.4178(14) . ?
O1 C2 1.4202(15) . ?
O2 C4 1.4190(14) . ?
O2 C3 1.4204(14) . ?
O3 C5 1.4185(14) . ?
O3 C6 1.4222(14) . ?
O4 N1 1.2192(14) . ?
O5 N1 1.2205(15) . ?
N1 C7 1.4768(15) . ?
C1 C6 1.4995(19) 3_666 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.4977(18) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.4987(18) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C1 1.4995(19) 3_666 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C2 112.61(9) . . ?
C4 O2 C3 111.91(9) . . ?
C5 O3 C6 112.33(9) . . ?
O4 N1 O5 123.20(11) . . ?
O4 N1 C7 118.22(11) . . ?
O5 N1 C7 118.58(11) . . ?
O1 C1 C6 108.69(10) . 3_666 ?
O1 C1 H1A 110.0 . . ?
C6 C1 H1A 110.0 3_666 . ?
O1 C1 H1B 110.0 . . ?
C6 C1 H1B 110.0 3_666 . ?
H1A C1 H1B 108.3 . . ?
O1 C2 C3 108.74(9) . . ?
O1 C2 H2A 109.9 . . ?
C3 C2 H2A 109.9 . . ?
O1 C2 H2B 109.9 . . ?
C3 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
O2 C3 C2 109.15(9) . . ?
O2 C3 H3A 109.9 . . ?
C2 C3 H3A 109.9 . . ?
O2 C3 H3B 109.9 . . ?
C2 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
O2 C4 C5 109.30(9) . . ?
O2 C4 H4A 109.8 . . ?
C5 C4 H4A 109.8 . . ?
O2 C4 H4B 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
O3 C5 C4 109.01(10) . . ?
O3 C5 H5A 109.9 . . ?
C4 C5 H5A 109.9 . . ?
O3 C5 H5B 109.9 . . ?
C4 C5 H5B 109.9 . . ?
H5A C5 H5B 108.3 . . ?
O3 C6 C1 108.63(10) . 3_666 ?
O3 C6 H6A 110.0 . . ?
C1 C6 H6A 110.0 3_666 . ?
O3 C6 H6B 110.0 . . ?
C1 C6 H6B 110.0 3_666 . ?
H6A C6 H6B 108.3 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 O1 C1 C6 -179.16(10) . . . 3_666 ?
C1 O1 C2 C3 178.30(9) . . . . ?
C4 O2 C3 C2 -177.46(9) . . . . ?
O1 C2 C3 O2 -70.45(12) . . . . ?
C3 O2 C4 C5 -179.02(10) . . . . ?
C6 O3 C5 C4 -179.91(10) . . . . ?
O2 C4 C5 O3 72.05(12) . . . . ?
C5 O3 C6 C1 174.32(9) . . . 3_666 ?

_diffrn_measured_fraction_theta_max 0.938
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.038
#======================================================================
_iucr_refine_instruction_details 
;
TITL 150K in P2(1)/n
CELL 0.71073 9.2849 7.9079 13.6739 90.000 100.818 90.000
ZERR 2.0000 0.0012 0.0010 0.0018 0.000 0.002 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H N O
UNIT 28 60 4 20
MERG 2
OMIT 2 3 11
FMAP 2
GRID
PLAN 20
TEMP -123
SIZE 0.27 0.36 0.4
CONF
HTAB
BOND$H
L.S. 20
ACTA 52
WGHT    0.038400    0.348600
FVAR       0.20579
O1    4    0.263788    0.399709    0.344115    11.00000    0.02429    0.02948 =
         0.02657    0.00103    0.00127    0.00424
O2    4    0.522793    0.562756    0.303420    11.00000    0.02916    0.03143 =
         0.02512   -0.00520    0.00752   -0.00084
O3    4    0.784513    0.578430    0.456425    11.00000    0.03088    0.02679 =
         0.03036    0.00066    0.00504   -0.00419
O4    4    0.228332    0.867982    0.508457    11.00000    0.03217    0.05702 =
         0.06547    0.00393    0.00317    0.01693
O5    4    0.416043    0.911805    0.623565    11.00000    0.05925    0.05870 =
         0.04943   -0.02566    0.00050    0.01032
N1    3    0.356083    0.843124    0.546717    11.00000    0.03046    0.02644 =
         0.03116    0.00337    0.00723    0.00449
C1    1    0.123258    0.415982    0.369536    11.00000    0.02140    0.03656 =
         0.03664   -0.00565   -0.00106    0.00259
AFIX  23
H1A   2    0.048057    0.364543    0.317041    11.00000   -1.20000
H1B   2    0.098953    0.537032    0.375289    11.00000   -1.20000
AFIX   0
C2    1    0.273222    0.481609    0.253101    11.00000    0.03395    0.02884 =
         0.02562    0.00178   -0.00424    0.00161
AFIX  23
H2A   2    0.249103    0.603041    0.257190    11.00000   -1.20000
H2B   2    0.202414    0.430462    0.197852    11.00000   -1.20000
AFIX   0
C3    1    0.426067    0.462178    0.234128    11.00000    0.04029    0.02986 =
         0.01988   -0.00239    0.00370   -0.00048
AFIX  23
H3A   2    0.456121    0.342026    0.241379    11.00000   -1.20000
H3B   2    0.429985    0.498498    0.165390    11.00000   -1.20000
AFIX   0
C4    1    0.668883    0.555533    0.286579    11.00000    0.03433    0.03605 =
         0.02705    0.00118    0.01407    0.00400
AFIX  23
H4A   2    0.672535    0.598123    0.219005    11.00000   -1.20000
H4B   2    0.703752    0.436977    0.291172    11.00000   -1.20000
AFIX   0
C5    1    0.765605    0.661454    0.362929    11.00000    0.02839    0.03071 =
         0.03464    0.00519    0.01310   -0.00014
AFIX  23
H5A   2    0.862006    0.678125    0.343355    11.00000   -1.20000
H5B   2    0.720343    0.773816    0.367553    11.00000   -1.20000
AFIX   0
C6    1    0.875295    0.671794    0.533084    11.00000    0.02481    0.03356 =
         0.04040   -0.00597    0.00588   -0.00617
AFIX  23
H6A   2    0.836877    0.788161    0.535698    11.00000   -1.20000
H6B   2    0.976168    0.678797    0.519498    11.00000   -1.20000
AFIX   0
C7    1    0.441871    0.723349    0.497719    11.00000    0.03033    0.02739 =
         0.03258   -0.00165    0.00626    0.00568
AFIX 137
H7A   2    0.383774    0.621070    0.478637    11.00000   -1.50000
H7B   2    0.532280    0.693282    0.543857    11.00000   -1.50000
H7C   2    0.466489    0.776210    0.438148    11.00000   -1.50000
HKLF 4
 
REM  150K in P2(1)/n
REM R1 =  0.0377 for   2189 Fo > 4sig(Fo)  and  0.0465 for all   2626 data
REM    119 parameters refined using      0 restraints
 
END  
     
WGHT      0.0386      0.3458 
REM Highest difference peak  0.280,  deepest hole -0.232,  1-sigma level  0.038
Q1    1   0.2855  0.9336  0.4962  11.00000  0.05    0.28
Q2    1   0.3510  0.4805  0.2491  11.00000  0.05    0.27
Q3    1   0.7204  0.6092  0.3269  11.00000  0.05    0.24
Q4    1   0.1427  0.3569  0.4153  11.00000  0.05    0.23
Q5    1   0.4540  0.9394  0.5780  11.00000  0.05    0.21
Q6    1   0.3977  0.7729  0.5196  11.00000  0.05    0.19
Q7    1   0.3812  0.6871  0.4385  11.00000  0.05    0.17
Q8    1   0.2431  0.8226  0.5549  11.00000  0.05    0.17
Q9    1   0.2058  0.8144  0.4639  11.00000  0.05    0.16
Q10   1   0.4155  0.9225  0.6465  11.00000  0.05    0.15
Q11   1   0.5857  0.5733  0.2813  11.00000  0.05    0.15
Q12   1   0.3633  0.8352  0.6139  11.00000  0.05    0.15
Q13   1   0.2713  0.4266  0.3029  11.00000  0.05    0.15
Q14   1   0.1985  0.3974  0.3551  11.00000  0.05    0.14
Q15   1   0.7228  0.6110  0.4977  11.00000  0.05    0.13
Q16   1   0.4797  0.5860  0.3457  11.00000  0.05    0.12
Q17   1   0.4716  0.4423  0.1766  11.00000  0.05    0.12
Q18   1   0.4820  0.5068  0.2624  11.00000  0.05    0.12
Q19   1   0.5235  0.7666  0.4988  11.00000  0.05    0.12
Q20   1   0.4965  0.6744  0.3023  11.00000  0.05    0.12
;
#======================================================================
_database_code_depnum_ccdc_archive 'CCDC 984225'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_C:\Users\vjs\Desktop\Emile2\180K\180k.CIF

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            180K
_chemical_formula_moiety         'C12 H24 O6, 2(C H3 N O2)'
_chemical_formula_sum            'C14 H30 N2 O10'
_chemical_compound_source        sigma
_exptl_crystal_recrystallization_method nitromethane
_chemical_melting_point          ?

_exptl_crystal_description       'cubic prisms'
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      180(2)
_diffrn_ambient_pressure         101.3
_chemical_formula_weight         386.40

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.2668(13)
_cell_length_b                   7.9623(11)
_cell_length_c                   13.7151(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.907(2)
_cell_angle_gamma                90.00
_cell_volume                     993.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    5223
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      28.16
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9575
_exptl_absorpt_correction_T_max  0.9710
_exptl_absorpt_process_details   'symmetry-related measurements'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'INCOATEC Mo micro source'
_diffrn_radiation_monochromator  'INCOATEC quazar mirrior optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14545
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0159
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         28.29
_reflns_number_total             2464
_reflns_number_gt                2045
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material  
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0397P)²+0.3802P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2464
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.1087
_refine_ls_wR_factor_gt          0.1031
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.26357(10) 0.39990(12) 0.34440(7) 0.0335(2) Uani 1 1 d . . .
O2 O 0.52212(10) 0.56352(12) 0.30354(7) 0.0347(2) Uani 1 1 d . . .
O3 O 0.78401(11) 0.57987(12) 0.45637(7) 0.0360(2) Uani 1 1 d . . .
O4 O 0.22784(13) 0.86746(18) 0.50792(11) 0.0663(4) Uani 1 1 d . . .
O5 O 0.41524(17) 0.91145(19) 0.62256(11) 0.0730(4) Uani 1 1 d . . .
N1 N 0.35569(13) 0.84294(15) 0.54620(9) 0.0357(3) Uani 1 1 d . . .
C1 C 0.12312(15) 0.4153(2) 0.37013(11) 0.0401(3) Uani 1 1 d . . .
H1A H 0.0476 0.3643 0.3178 0.048 Uiso 1 1 calc R . .
H1B H 0.0985 0.5354 0.3761 0.048 Uiso 1 1 calc R . .
C2 C 0.27250(16) 0.48160(19) 0.25376(11) 0.0386(3) Uani 1 1 d . . .
H2A H 0.2479 0.6020 0.2580 0.046 Uiso 1 1 calc R . .
H2B H 0.2015 0.4307 0.1987 0.046 Uiso 1 1 calc R . .
C3 C 0.42527(17) 0.46345(18) 0.23459(10) 0.0376(3) Uani 1 1 d . . .
H3A H 0.4559 0.3443 0.2417 0.045 Uiso 1 1 calc R . .
H3B H 0.4286 0.4998 0.1660 0.045 Uiso 1 1 calc R . .
C4 C 0.66834(16) 0.55709(19) 0.28701(10) 0.0392(3) Uani 1 1 d . . .
H4A H 0.6719 0.5998 0.2197 0.047 Uiso 1 1 calc R . .
H4B H 0.7035 0.4394 0.2914 0.047 Uiso 1 1 calc R . .
C5 C 0.76505(15) 0.66181(18) 0.36313(11) 0.0377(3) Uani 1 1 d . . .
H5A H 0.8617 0.6782 0.3437 0.045 Uiso 1 1 calc R . .
H5B H 0.7198 0.7735 0.3676 0.045 Uiso 1 1 calc R . .
C6 C 0.87460(15) 0.67222(19) 0.53309(11) 0.0408(3) Uani 1 1 d . . .
H6A H 0.8356 0.7875 0.5360 0.049 Uiso 1 1 calc R . .
H6B H 0.9756 0.6800 0.5195 0.049 Uiso 1 1 calc R . .
C7 C 0.44096(16) 0.72247(18) 0.49853(11) 0.0370(3) Uani 1 1 d . . .
H7A H 0.3826 0.6206 0.4807 0.055 Uiso 1 1 calc R . .
H7B H 0.5318 0.6937 0.5447 0.055 Uiso 1 1 calc R . .
H7C H 0.4652 0.7730 0.4385 0.055 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.4168(16) . ?
O1 C2 1.4194(17) . ?
O2 C4 1.4164(16) . ?
O2 C3 1.4190(16) . ?
O3 C5 1.4166(17) . ?
O3 C6 1.4207(17) . ?
O4 N1 1.2174(16) . ?
O5 N1 1.2167(17) . ?
N1 C7 1.4722(17) . ?
C1 C6 1.496(2) 3_666 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.495(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.495(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C1 1.496(2) 3_666 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C2 112.76(10) . . ?
C4 O2 C3 112.12(10) . . ?
C5 O3 C6 112.65(11) . . ?
O5 N1 O4 123.04(14) . . ?
O5 N1 C7 118.71(12) . . ?
O4 N1 C7 118.25(13) . . ?
O1 C1 C6 108.73(11) . 3_666 ?
O1 C1 H1A 109.9 . . ?
C6 C1 H1A 109.9 3_666 . ?
O1 C1 H1B 109.9 . . ?
C6 C1 H1B 109.9 3_666 . ?
H1A C1 H1B 108.3 . . ?
O1 C2 C3 108.89(11) . . ?
O1 C2 H2A 109.9 . . ?
C3 C2 H2A 109.9 . . ?
O1 C2 H2B 109.9 . . ?
C3 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
O2 C3 C2 109.21(11) . . ?
O2 C3 H3A 109.8 . . ?
C2 C3 H3A 109.8 . . ?
O2 C3 H3B 109.8 . . ?
C2 C3 H3B 109.8 . . ?
H3A C3 H3B 108.3 . . ?
O2 C4 C5 109.47(11) . . ?
O2 C4 H4A 109.8 . . ?
C5 C4 H4A 109.8 . . ?
O2 C4 H4B 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
O3 C5 C4 109.21(11) . . ?
O3 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
O3 C5 H5B 109.8 . . ?
C4 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
O3 C6 C1 108.86(11) . 3_666 ?
O3 C6 H6A 109.9 . . ?
C1 C6 H6A 109.9 3_666 . ?
O3 C6 H6B 109.9 . . ?
C1 C6 H6B 109.9 3_666 . ?
H6A C6 H6B 108.3 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 O1 C1 C6 -179.19(11) . . . 3_666 ?
C1 O1 C2 C3 178.15(11) . . . . ?
C4 O2 C3 C2 -177.73(11) . . . . ?
O1 C2 C3 O2 -70.47(14) . . . . ?
C3 O2 C4 C5 -178.81(11) . . . . ?
C6 O3 C5 C4 -179.78(11) . . . . ?
O2 C4 C5 O3 71.77(14) . . . . ?
C5 O3 C6 C1 174.75(11) . . . 3_666 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.036
#======================================================================
_iucr_refine_instruction_details 
;
TITL 180K in P2(1)/n
CELL 0.71073 9.2668 7.9623 13.7151 90.000 100.907 90.000
ZERR 2.0000 0.0013 0.0011 0.0019 0.000 0.002 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H N O
UNIT 28 60 4 20
MERG 2
OMIT 0 6 6
FMAP 2
GRID
PLAN 20
TEMP -93
SIZE 0.27 0.36 0.4
HTAB
CONF
BOND$H
OMIT 0 3 11
L.S. 20
ACTA 52
WGHT    0.039700    0.380200
FVAR       0.21239
O1    4    0.263573    0.399897    0.344405    11.00000    0.02973    0.03583 =
         0.03306    0.00069    0.00093    0.00535
O2    4    0.522118    0.563518    0.303542    11.00000    0.03689    0.03807 =
         0.03042   -0.00579    0.00975    0.00005
O3    4    0.784008    0.579869    0.456367    11.00000    0.03730    0.03273 =
         0.03821    0.00026    0.00751   -0.00505
O4    4    0.227839    0.867463    0.507923    11.00000    0.04053    0.07230 =
         0.08321    0.00537    0.00408    0.02191
O5    4    0.415237    0.911448    0.622563    11.00000    0.07560    0.07492 =
         0.06336   -0.03443    0.00031    0.01439
N1    3    0.355689    0.842942    0.546197    11.00000    0.03711    0.03272 =
         0.03820    0.00395    0.00917    0.00550
C1    1    0.123121    0.415321    0.370126    11.00000    0.02589    0.04481 =
         0.04641   -0.00731   -0.00131    0.00235
AFIX  23
H1A   2    0.047560    0.364276    0.317816    11.00000   -1.20000
H1B   2    0.098546    0.535414    0.376132    11.00000   -1.20000
AFIX   0
C2    1    0.272499    0.481598    0.253757    11.00000    0.04258    0.03627 =
         0.03160    0.00095   -0.00688    0.00260
AFIX  23
H2A   2    0.247853    0.602036    0.257971    11.00000   -1.20000
H2B   2    0.201534    0.430654    0.198652    11.00000   -1.20000
AFIX   0
C3    1    0.425274    0.463447    0.234590    11.00000    0.05227    0.03595 =
         0.02363   -0.00278    0.00486   -0.00022
AFIX  23
H3A   2    0.455945    0.344277    0.241653    11.00000   -1.20000
H3B   2    0.428588    0.499834    0.166026    11.00000   -1.20000
AFIX   0
C4    1    0.668336    0.557088    0.287009    11.00000    0.04437    0.04376 =
         0.03410    0.00172    0.01944    0.00556
AFIX  23
H4A   2    0.671885    0.599770    0.219706    11.00000   -1.20000
H4B   2    0.703512    0.439430    0.291400    11.00000   -1.20000
AFIX   0
C5    1    0.765047    0.661814    0.363129    11.00000    0.03521    0.03656 =
         0.04528    0.00701    0.01784    0.00006
AFIX  23
H5A   2    0.861694    0.678231    0.343736    11.00000   -1.20000
H5B   2    0.719787    0.773491    0.367607    11.00000   -1.20000
AFIX   0
C6    1    0.874605    0.672221    0.533090    11.00000    0.03019    0.04108 =
         0.05133   -0.00820    0.00813   -0.00760
AFIX  23
H6A   2    0.835636    0.787514    0.535975    11.00000   -1.20000
H6B   2    0.975602    0.680020    0.519547    11.00000   -1.20000
AFIX   0
C7    1    0.440956    0.722465    0.498527    11.00000    0.03820    0.03309 =
         0.04011   -0.00140    0.00858    0.00712
AFIX 137
H7A   2    0.382623    0.620561    0.480683    11.00000   -1.50000
H7B   2    0.531805    0.693654    0.544679    11.00000   -1.50000
H7C   2    0.465199    0.772987    0.438485    11.00000   -1.50000
HKLF 4
 
REM  180K in P2(1)/n
REM R1 =  0.0406 for   2045 Fo > 4sig(Fo)  and  0.0492 for all   2464 data
REM    119 parameters refined using      0 restraints
 
END  
     
WGHT      0.0387      0.4004 
REM Highest difference peak  0.297,  deepest hole -0.235,  1-sigma level  0.036
Q1    1   0.2891  0.9440  0.4957  11.00000  0.05    0.30
Q2    1   0.3570  0.4691  0.2537  11.00000  0.05    0.23
Q3    1   0.4282  0.9589  0.5609  11.00000  0.05    0.21
Q4    1   0.4676  0.9329  0.5770  11.00000  0.05    0.20
Q5    1   0.4139  0.9232  0.6449  11.00000  0.05    0.18
Q6    1   0.2478  0.8238  0.5603  11.00000  0.05    0.17
Q7    1   0.1286  0.3739  0.4170  11.00000  0.05    0.16
Q8    1   0.7178  0.6028  0.3274  11.00000  0.05    0.16
Q9    1   0.2134  0.7980  0.4597  11.00000  0.05    0.15
Q10   1   0.4496  0.6215  0.5401  11.00000  0.05    0.14
Q11   1   0.3668  0.8302  0.6155  11.00000  0.05    0.14
Q12   1   0.3745  0.6886  0.4349  11.00000  0.05    0.14
Q13   1   0.5846  0.5781  0.2854  11.00000  0.05    0.14
Q14   1   0.4026  0.7774  0.5176  11.00000  0.05    0.13
Q15   1   0.6772  0.5136  0.2282  11.00000  0.05    0.12
Q16   1   0.5315  0.7757  0.5024  11.00000  0.05    0.12
Q17   1   0.5480  0.4868  0.3323  11.00000  0.05    0.11
Q18   1   0.7242  0.6115  0.4988  11.00000  0.05    0.11
Q19   1   0.7250  0.5278  0.4694  11.00000  0.05    0.11
Q20   1   0.4479  0.4544  0.1830  11.00000  0.05    0.11
;
#======================================================================
_database_code_depnum_ccdc_archive 'CCDC 984226'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_C:\Users\vjs\Desktop\Emile\210K\210k.CIF

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            210K
_chemical_formula_moiety         'C12 H24 O6, 2(C H3 N1 O2)'
_chemical_formula_sum            'C14 H30 N2 O10'
_chemical_compound_source        Sigma
_exptl_crystal_recrystallization_method Nitromethane
_chemical_melting_point          ?

_exptl_crystal_description       'cubic prisms'
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      210(2)
_diffrn_ambient_pressure         101.3
_chemical_formula_weight         386.40

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.2363(13)
_cell_length_b                   8.0254(11)
_cell_length_c                   13.7678(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.054(2)
_cell_angle_gamma                90.00
_cell_volume                     1001.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    210(2)
_cell_measurement_reflns_used    4575
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.60
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9578
_exptl_absorpt_correction_T_max  0.9713
_exptl_absorpt_process_details   'symmetry-related measurements'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'INCOATEC Mo micro source'
_diffrn_radiation_monochromator  'INCOATEC quazar mirrior optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14646
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0162
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         28.29
_reflns_number_total             2477
_reflns_number_gt                1950
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material  
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0483P)²+0.4471P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2477
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1311
_refine_ls_wR_factor_gt          0.1224
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.26319(12) 0.39996(14) 0.34491(8) 0.0418(3) Uani 1 1 d . . .
O2 O 0.52108(13) 0.56457(14) 0.30391(8) 0.0430(3) Uani 1 1 d . . .
O3 O 0.78346(13) 0.58189(14) 0.45640(9) 0.0447(3) Uani 1 1 d . . .
O4 O 0.22705(17) 0.8669(2) 0.50727(15) 0.0847(5) Uani 1 1 d . . .
O5 O 0.4135(2) 0.9102(3) 0.62167(14) 0.0940(6) Uani 1 1 d . . .
N1 N 0.35512(16) 0.84240(18) 0.54559(11) 0.0442(3) Uani 1 1 d . . .
C1 C 0.12286(18) 0.4140(2) 0.37092(14) 0.0507(4) Uani 1 1 d . . .
H1A H 0.0477 0.3638 0.3193 0.061 Uiso 1 1 calc R . .
H1B H 0.0980 0.5318 0.3771 0.061 Uiso 1 1 calc R . .
C2 C 0.2713(2) 0.4816(2) 0.25472(13) 0.0484(4) Uani 1 1 d . . .
H2A H 0.2464 0.5997 0.2591 0.058 Uiso 1 1 calc R . .
H2B H 0.2007 0.4316 0.2003 0.058 Uiso 1 1 calc R . .
C3 C 0.4239(2) 0.4648(2) 0.23531(12) 0.0474(4) Uani 1 1 d . . .
H3A H 0.4551 0.3479 0.2422 0.057 Uiso 1 1 calc R . .
H3B H 0.4265 0.5007 0.1676 0.057 Uiso 1 1 calc R . .
C4 C 0.6677(2) 0.5589(2) 0.28766(13) 0.0491(4) Uani 1 1 d . . .
H4A H 0.6711 0.6008 0.2213 0.059 Uiso 1 1 calc R . .
H4B H 0.7031 0.4435 0.2921 0.059 Uiso 1 1 calc R . .
C5 C 0.76412(19) 0.6631(2) 0.36350(13) 0.0476(4) Uani 1 1 d . . .
H5A H 0.8601 0.6798 0.3446 0.057 Uiso 1 1 calc R . .
H5B H 0.7186 0.7725 0.3678 0.057 Uiso 1 1 calc R . .
C6 C 0.87417(19) 0.6730(2) 0.53312(14) 0.0513(4) Uani 1 1 d . . .
H6A H 0.8352 0.7861 0.5362 0.062 Uiso 1 1 calc R . .
H6B H 0.9744 0.6813 0.5198 0.062 Uiso 1 1 calc R . .
C7 C 0.43987(19) 0.7216(2) 0.49935(13) 0.0455(4) Uani 1 1 d . . .
H7A H 0.3828 0.6201 0.4845 0.068 Uiso 1 1 calc R . .
H7B H 0.5316 0.6965 0.5444 0.068 Uiso 1 1 calc R . .
H7C H 0.4612 0.7681 0.4386 0.068 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.414(2) . ?
O1 C2 1.419(2) . ?
O2 C4 1.415(2) . ?
O2 C3 1.419(2) . ?
O3 C5 1.416(2) . ?
O3 C6 1.419(2) . ?
O4 N1 1.215(2) . ?
O5 N1 1.211(2) . ?
N1 C7 1.466(2) . ?
C1 C6 1.490(3) 3_666 ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C2 C3 1.490(3) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 C5 1.492(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C6 C1 1.490(3) 3_666 ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C2 112.94(13) . . ?
C4 O2 C3 112.25(13) . . ?
C5 O3 C6 112.91(13) . . ?
O5 N1 O4 122.52(17) . . ?
O5 N1 C7 119.10(16) . . ?
O4 N1 C7 118.35(16) . . ?
O1 C1 C6 108.98(14) . 3_666 ?
O1 C1 H1A 109.9 . . ?
C6 C1 H1A 109.9 3_666 . ?
O1 C1 H1B 109.9 . . ?
C6 C1 H1B 109.9 3_666 . ?
H1A C1 H1B 108.3 . . ?
O1 C2 C3 109.00(13) . . ?
O1 C2 H2A 109.9 . . ?
C3 C2 H2A 109.9 . . ?
O1 C2 H2B 109.9 . . ?
C3 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
O2 C3 C2 109.18(13) . . ?
O2 C3 H3A 109.8 . . ?
C2 C3 H3A 109.8 . . ?
O2 C3 H3B 109.8 . . ?
C2 C3 H3B 109.8 . . ?
H3A C3 H3B 108.3 . . ?
O2 C4 C5 109.38(13) . . ?
O2 C4 H4A 109.8 . . ?
C5 C4 H4A 109.8 . . ?
O2 C4 H4B 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
O3 C5 C4 109.20(14) . . ?
O3 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
O3 C5 H5B 109.8 . . ?
C4 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
O3 C6 C1 109.03(14) . 3_666 ?
O3 C6 H6A 109.9 . . ?
C1 C6 H6A 109.9 3_666 . ?
O3 C6 H6B 109.9 . . ?
C1 C6 H6B 109.9 3_666 . ?
H6A C6 H6B 108.3 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 O1 C1 C6 -179.18(14) . . . 3_666 ?
C1 O1 C2 C3 178.16(14) . . . . ?
C4 O2 C3 C2 -178.05(14) . . . . ?
O1 C2 C3 O2 -70.64(17) . . . . ?
C3 O2 C4 C5 -178.74(14) . . . . ?
C6 O3 C5 C4 -179.99(14) . . . . ?
O2 C4 C5 O3 71.81(17) . . . . ?
C5 O3 C6 C1 174.97(13) . . . 3_666 ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.038

#======================================================================
_iucr_refine_instruction_details 
;
TITL 210K in P2(1)/n
CELL 0.71073 9.2363 8.0254 13.7678 90.000 101.054 90.000
ZERR 2.0000 0.0013 0.0011 0.0019 0.000 0.002 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H N O
UNIT 28 60 4 20
MERG 2
FMAP 2
GRID
PLAN 20
TEMP -63
SIZE 0.27 0.36 0.4
HTAB
BOND$H
CONF
L.S. 20
ACTA 52
WGHT    0.048300    0.447100
FVAR       0.21382
O1    4    0.263190    0.399956    0.344905    11.00000    0.03754    0.04347 =
         0.04152    0.00019    0.00069    0.00654
O2    4    0.521077    0.564571    0.303906    11.00000    0.04800    0.04530 =
         0.03764   -0.00610    0.01315    0.00076
O3    4    0.783460    0.581886    0.456400    11.00000    0.04574    0.03989 =
         0.04929    0.00010    0.01143   -0.00596
O4    4    0.227049    0.866946    0.507266    11.00000    0.05204    0.08957 =
         0.10890    0.00692    0.00674    0.02697
O5    4    0.413513    0.910181    0.621670    11.00000    0.09624    0.09676 =
         0.08217   -0.04599    0.00021    0.02100
N1    3    0.355124    0.842399    0.545593    11.00000    0.04616    0.04015 =
         0.04719    0.00401    0.01131    0.00789
C1    1    0.122858    0.414015    0.370920    11.00000    0.03196    0.05558 =
         0.05997   -0.01142   -0.00275    0.00295
AFIX  23
H1A   2    0.047661    0.363818    0.319304    11.00000   -1.20000
H1B   2    0.098009    0.531769    0.377082    11.00000   -1.20000
AFIX   0
C2    1    0.271320    0.481607    0.254716    11.00000    0.05537    0.04353 =
         0.03901   -0.00004   -0.00889    0.00413
AFIX  23
H2A   2    0.246420    0.599716    0.259126    11.00000   -1.20000
H2B   2    0.200661    0.431557    0.200338    11.00000   -1.20000
AFIX   0
C3    1    0.423947    0.464765    0.235308    11.00000    0.06735    0.04446 =
         0.02956   -0.00341    0.00693    0.00108
AFIX  23
H3A   2    0.455072    0.347927    0.242187    11.00000   -1.20000
H3B   2    0.426464    0.500713    0.167626    11.00000   -1.20000
AFIX   0
C4    1    0.667722    0.558851    0.287656    11.00000    0.05686    0.05361 =
         0.04319    0.00413    0.02565    0.00872
AFIX  23
H4A   2    0.671086    0.600780    0.221273    11.00000   -1.20000
H4B   2    0.703134    0.443475    0.292127    11.00000   -1.20000
AFIX   0
C5    1    0.764117    0.663122    0.363504    11.00000    0.04482    0.04522 =
         0.05847    0.00903    0.02427    0.00140
AFIX  23
H5A   2    0.860094    0.679840    0.344569    11.00000   -1.20000
H5B   2    0.718625    0.772523    0.367791    11.00000   -1.20000
AFIX   0
C6    1    0.874175    0.673040    0.533122    11.00000    0.03754    0.05101 =
         0.06635   -0.01044    0.01253   -0.00969
AFIX  23
H6A   2    0.835169    0.786075    0.536209    11.00000   -1.20000
H6B   2    0.974429    0.681300    0.519820    11.00000   -1.20000
AFIX   0
C7    1    0.439867    0.721571    0.499347    11.00000    0.04730    0.04022 =
         0.04970   -0.00222    0.01123    0.00869
AFIX 137
H7A   2    0.382835    0.620124    0.484469    11.00000   -1.50000
H7B   2    0.531595    0.696513    0.544356    11.00000   -1.50000
H7C   2    0.461238    0.768133    0.438621    11.00000   -1.50000
HKLF 4
 
REM  210K in P2(1)/n
REM R1 =  0.0472 for   1950 Fo > 4sig(Fo)  and  0.0602 for all   2477 data
REM    119 parameters refined using      0 restraints
 
END  
     
WGHT      0.0483      0.4471 
REM Highest difference peak  0.373,  deepest hole -0.277,  1-sigma level  0.038
Q1    1   0.2984  0.9491  0.4947  11.00000  0.05    0.37
Q2    1   0.4424  0.9562  0.5625  11.00000  0.05    0.27
Q3    1   0.3430  0.8247  0.6141  11.00000  0.05    0.23
Q4    1   0.2429  0.8152  0.5661  11.00000  0.05    0.22
Q5    1   0.3570  0.4760  0.2574  11.00000  0.05    0.18
Q6    1   0.3796  0.6851  0.4291  11.00000  0.05    0.17
Q7    1   0.2094  0.8040  0.4530  11.00000  0.05    0.14
Q8    1   0.5778  0.5836  0.2824  11.00000  0.05    0.14
Q9    1   0.4594  0.6233  0.5455  11.00000  0.05    0.12
Q10   1   0.3718  0.5799  0.1621  11.00000  0.05    0.12
Q11   1   0.8621  0.6528  0.5838  11.00000  0.05    0.12
Q12   1   1.0326  0.5106  0.5604  11.00000  0.05    0.11
Q13   1   0.7608  0.5076  0.4716  11.00000  0.05    0.11
Q14   1   0.5340  0.7767  0.5198  11.00000  0.05    0.11
Q15   1   0.7115  0.6187  0.3252  11.00000  0.05    0.11
Q16   1   0.3924  0.7599  0.5201  11.00000  0.05    0.11
Q17   1   0.4980  0.6053  0.3503  11.00000  0.05    0.11
Q18   1   0.7206  0.6042  0.5084  11.00000  0.05    0.11
Q19   1   0.2232  0.3741  0.3762  11.00000  0.05    0.10
Q20   1   0.9006  0.6781  0.3954  11.00000  0.05    0.10
;
#======================================================================
_database_code_depnum_ccdc_archive 'CCDC 984227'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_C:\Users\vjs\Desktop\Emile\240K\240k.CIF

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            240K
_chemical_formula_moiety         'C12 H24  O6, 2(C H3 N O2)'
_chemical_formula_sum            'C14 H30 N2 O10'
_chemical_compound_source        Sigma
_exptl_crystal_recrystallization_method nitromethane
_chemical_melting_point          ?

_exptl_crystal_description       'cubic prism'
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      240(2)
_diffrn_ambient_pressure         101.3
_chemical_formula_weight         386.40

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.1902(15)
_cell_length_b                   8.1108(13)
_cell_length_c                   13.853(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.313(2)
_cell_angle_gamma                90.00
_cell_volume                     1012.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    240(2)
_cell_measurement_reflns_used    3851
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.73
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9583
_exptl_absorpt_correction_T_max  0.9716
_exptl_absorpt_process_details   'symmetry-related measurements'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'INCOATEC Mo micro source'
_diffrn_radiation_monochromator  'INCOATEC quazar mirrior optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14825
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0176
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         28.29
_reflns_number_total             2509
_reflns_number_gt                1797
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material  
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0799P)²+0.4427P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2509
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.0604
_refine_ls_wR_factor_ref         0.1930
_refine_ls_wR_factor_gt          0.1757
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_restrained_S_all      1.113
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.26222(16) 0.39967(19) 0.34580(11) 0.0533(4) Uani 1 1 d . . .
O2 O 0.51916(17) 0.56616(19) 0.30438(11) 0.0546(4) Uani 1 1 d . . .
O3 O 0.78280(17) 0.58509(19) 0.45636(12) 0.0563(4) Uani 1 1 d . . .
O4 O 0.2255(3) 0.8658(3) 0.5061(2) 0.1095(9) Uani 1 1 d . . .
O5 O 0.4102(3) 0.9066(4) 0.6209(2) 0.1243(11) Uani 1 1 d . . .
N1 N 0.3540(2) 0.8413(2) 0.54504(15) 0.0563(5) Uani 1 1 d . . .
C1 C 0.1220(2) 0.4117(3) 0.3721(2) 0.0652(7) Uani 1 1 d . . .
H1A H 0.0463 0.3617 0.3207 0.078 Uiso 1 1 calc R . .
H1B H 0.0962 0.5279 0.3784 0.078 Uiso 1 1 calc R . .
C2 C 0.2692(3) 0.4814(3) 0.25610(18) 0.0631(7) Uani 1 1 d . . .
H2A H 0.2434 0.5980 0.2608 0.076 Uiso 1 1 calc R . .
H2B H 0.1979 0.4317 0.2020 0.076 Uiso 1 1 calc R . .
C3 C 0.4220(3) 0.4665(3) 0.23641(16) 0.0611(6) Uani 1 1 d . . .
H3A H 0.4544 0.3512 0.2433 0.073 Uiso 1 1 calc R . .
H3B H 0.4233 0.5022 0.1690 0.073 Uiso 1 1 calc R . .
C4 C 0.6664(3) 0.5620(3) 0.28856(18) 0.0631(6) Uani 1 1 d . . .
H4A H 0.6692 0.6041 0.2226 0.076 Uiso 1 1 calc R . .
H4B H 0.7026 0.4481 0.2928 0.076 Uiso 1 1 calc R . .
C5 C 0.7629(3) 0.6649(3) 0.36394(19) 0.0609(6) Uani 1 1 d . . .
H5A H 0.8594 0.6816 0.3453 0.073 Uiso 1 1 calc R . .
H5B H 0.7170 0.7731 0.3680 0.073 Uiso 1 1 calc R . .
C6 C 0.8738(3) 0.6746(3) 0.5330(2) 0.0658(7) Uani 1 1 d . . .
H6A H 0.8341 0.7862 0.5364 0.079 Uiso 1 1 calc R . .
H6B H 0.9744 0.6837 0.5199 0.079 Uiso 1 1 calc R . .
C7 C 0.4380(3) 0.7196(3) 0.50027(18) 0.0561(6) Uani 1 1 d . . .
H7A H 0.4570 0.7624 0.4385 0.084 Uiso 1 1 calc R . .
H7B H 0.3811 0.6184 0.4881 0.084 Uiso 1 1 calc R . .
H7C H 0.5315 0.6973 0.5445 0.084 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.409(3) . ?
O1 C2 1.421(3) . ?
O2 C4 1.413(3) . ?
O2 C3 1.417(3) . ?
O3 C5 1.414(3) . ?
O3 C6 1.416(3) . ?
O4 N1 1.214(3) . ?
O5 N1 1.199(3) . ?
N1 C7 1.463(3) . ?
C1 C6 1.483(4) 3_666 ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C2 C3 1.487(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 C5 1.487(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C6 C1 1.483(4) 3_666 ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C2 113.19(18) . . ?
C4 O2 C3 112.42(18) . . ?
C5 O3 C6 113.37(19) . . ?
O5 N1 O4 122.0(2) . . ?
O5 N1 C7 119.8(2) . . ?
O4 N1 C7 118.1(2) . . ?
O1 C1 C6 109.26(19) . 3_666 ?
O1 C1 H1A 109.8 . . ?
C6 C1 H1A 109.8 3_666 . ?
O1 C1 H1B 109.8 . . ?
C6 C1 H1B 109.8 3_666 . ?
H1A C1 H1B 108.3 . . ?
O1 C2 C3 109.18(18) . . ?
O1 C2 H2A 109.8 . . ?
C3 C2 H2A 109.8 . . ?
O1 C2 H2B 109.8 . . ?
C3 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
O2 C3 C2 109.06(19) . . ?
O2 C3 H3A 109.9 . . ?
C2 C3 H3A 109.9 . . ?
O2 C3 H3B 109.9 . . ?
C2 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
O2 C4 C5 109.60(18) . . ?
O2 C4 H4A 109.7 . . ?
C5 C4 H4A 109.7 . . ?
O2 C4 H4B 109.7 . . ?
C5 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
O3 C5 C4 109.40(19) . . ?
O3 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
O3 C5 H5B 109.8 . . ?
C4 C5 H5B 109.8 . . ?
H5A C5 H5B 108.2 . . ?
O3 C6 C1 109.4(2) . 3_666 ?
O3 C6 H6A 109.8 . . ?
C1 C6 H6A 109.8 3_666 . ?
O3 C6 H6B 109.8 . . ?
C1 C6 H6B 109.8 3_666 . ?
H6A C6 H6B 108.2 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 O1 C1 C6 -179.12(19) . . . 3_666 ?
C1 O1 C2 C3 178.19(19) . . . . ?
C4 O2 C3 C2 -178.36(19) . . . . ?
O1 C2 C3 O2 -70.9(2) . . . . ?
C3 O2 C4 C5 -178.34(19) . . . . ?
C6 O3 C5 C4 -179.99(19) . . . . ?
O2 C4 C5 O3 71.4(2) . . . . ?
C5 O3 C6 C1 175.42(18) . . . 3_666 ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.044
#======================================================================
_iucr_refine_instruction_details 
;
TITL 240K in P2(1)/n
CELL 0.71073 9.1902 8.1108 13.8533 90.000 101.313 90.000
ZERR 2.0000 0.0015 0.0013 0.0023 0.000 0.002 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H N O
UNIT 28 60 4 20
MERG 2
FMAP 2
GRID
PLAN 20
TEMP -33
SIZE 0.27 0.36 0.4
HTAB
CONF
BOND$H
L.S. 20
ACTA 52
WGHT    0.079900    0.442700
FVAR       0.21507
O1    4    0.262217    0.399672    0.345796    11.00000    0.04802    0.05389 =
         0.05392   -0.00213    0.00009    0.00886
O2    4    0.519161    0.566161    0.304377    11.00000    0.06425    0.05551 =
         0.04697   -0.00586    0.01836    0.00286
O3    4    0.782799    0.585093    0.456362    11.00000    0.05593    0.05030 =
         0.06493    0.00017    0.01733   -0.00595
O4    4    0.225509    0.865824    0.506147    11.00000    0.06492    0.11158 =
         0.14788    0.00955    0.01112    0.03392
O5    4    0.410212    0.906558    0.620886    11.00000    0.12979    0.12882 =
         0.10342   -0.06044   -0.00396    0.03710
N1    3    0.354007    0.841260    0.545036    11.00000    0.05974    0.05192 =
         0.05817    0.00425    0.01374    0.01116
C1    1    0.122006    0.411679    0.372073    11.00000    0.04066    0.07040 =
         0.07814   -0.01706   -0.00425    0.00327
AFIX  23
H1A   2    0.046274    0.361660    0.320746    11.00000   -1.20000
H1B   2    0.096210    0.527881    0.378422    11.00000   -1.20000
AFIX   0
C2    1    0.269150    0.481389    0.256100    11.00000    0.07300    0.05533 =
         0.05071   -0.00027   -0.01266    0.00661
AFIX  23
H2A   2    0.243414    0.597979    0.260781    11.00000   -1.20000
H2B   2    0.197910    0.431723    0.201982    11.00000   -1.20000
AFIX   0
C3    1    0.421958    0.466478    0.236411    11.00000    0.09018    0.05620 =
         0.03513   -0.00456    0.00770    0.00283
AFIX  23
H3A   2    0.454370    0.351230    0.243257    11.00000   -1.20000
H3B   2    0.423343    0.502217    0.169022    11.00000   -1.20000
AFIX   0
C4    1    0.666362    0.562035    0.288559    11.00000    0.07784    0.06533 =
         0.05526    0.00627    0.03559    0.01292
AFIX  23
H4A   2    0.669224    0.604062    0.222633    11.00000   -1.20000
H4B   2    0.702634    0.448130    0.292789    11.00000   -1.20000
AFIX   0
C5    1    0.762923    0.664916    0.363943    11.00000    0.05889    0.05531 =
         0.07716    0.01296    0.03491    0.00370
AFIX  23
H5A   2    0.859381    0.681594    0.345322    11.00000   -1.20000
H5B   2    0.717044    0.773116    0.368002    11.00000   -1.20000
AFIX   0
C6    1    0.873753    0.674622    0.533046    11.00000    0.04606    0.06408 =
         0.08944   -0.01399    0.01832   -0.01332
AFIX  23
H6A   2    0.834068    0.786165    0.536426    11.00000   -1.20000
H6B   2    0.974400    0.683712    0.519886    11.00000   -1.20000
AFIX   0
C7    1    0.437966    0.719579    0.500272    11.00000    0.05898    0.04965 =
         0.06056   -0.00234    0.01419    0.01108
AFIX 137
H7A   2    0.456956    0.762369    0.438536    11.00000   -1.50000
H7B   2    0.381067    0.618389    0.488083    11.00000   -1.50000
H7C   2    0.531524    0.697327    0.544525    11.00000   -1.50000
HKLF 4
 
REM  240K in P2(1)/n
REM R1 =  0.0604 for   1797 Fo > 4sig(Fo)  and  0.0821 for all   2509 data
REM    119 parameters refined using      0 restraints
 
END  
     
WGHT      0.0799      0.4427 
REM Highest difference peak  0.393,  deepest hole -0.334,  1-sigma level  0.044
Q1    1   0.3036  0.9547  0.4919  11.00000  0.05    0.39
Q2    1   0.4480  0.9519  0.5573  11.00000  0.05    0.34
Q3    1   0.2980  0.8399  0.6038  11.00000  0.05    0.32
Q4    1   0.4166  0.9124  0.6441  11.00000  0.05    0.24
Q5    1   0.3794  0.6880  0.4314  11.00000  0.05    0.16
Q6    1   0.5657  0.5880  0.2788  11.00000  0.05    0.15
Q7    1   0.2255  0.7804  0.4519  11.00000  0.05    0.15
Q8    1   0.4569  0.6194  0.5482  11.00000  0.05    0.15
Q9    1   0.3551  0.4872  0.2564  11.00000  0.05    0.15
Q10   1   0.5377  0.9121  0.5166  11.00000  0.05    0.14
Q11   1   0.7266  0.6051  0.5008  11.00000  0.05    0.13
Q12   1   0.7623  0.5065  0.4662  11.00000  0.05    0.12
Q13   1   0.8608  0.6761  0.5814  11.00000  0.05    0.12
Q14   1   0.6991  0.5054  0.2293  11.00000  0.05    0.12
Q15   1   0.2866  0.4550  0.3583  11.00000  0.05    0.12
Q16   1   0.5280  0.5223  0.3202  11.00000  0.05    0.12
Q17   1   0.5337  0.7740  0.5155  11.00000  0.05    0.11
Q18   1   0.8480  0.5752  0.4655  11.00000  0.05    0.11
Q19   1   0.7613  0.6465  0.4280  11.00000  0.05    0.11
Q20   1   0.5227  0.5877  0.3396  11.00000  0.05    0.11
;
#======================================================================
_database_code_depnum_ccdc_archive 'CCDC 984228'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_C:\Users\vjs\Desktop\Emile\260K\260k.CIF

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            260K
_chemical_formula_moiety         'C12 H24 O6, 2(C H3 N O2)'
_chemical_formula_sum            'C14 H30 N2 O10'
_chemical_compound_source        sigma
_exptl_crystal_recrystallization_method nitromethane
_chemical_melting_point          ?

_exptl_crystal_description       'cubic prisms'
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      260(2)
_diffrn_ambient_pressure         101.3
_chemical_formula_weight         386.40

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.1488(15)
_cell_length_b                   8.1812(13)
_cell_length_c                   13.928(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.529(2)
_cell_angle_gamma                90.00
_cell_volume                     1021.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    260(2)
_cell_measurement_reflns_used    3351
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      23.29
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9586
_exptl_absorpt_correction_T_max  0.9718
_exptl_absorpt_process_details   'symmetry-related measurements'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'INCOATEC Mo micro source'
_diffrn_radiation_monochromator  'INCOATEC quazar mirrior optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14870
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0194
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.46
_diffrn_reflns_theta_max         28.32
_reflns_number_total             2530
_reflns_number_gt                1647
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material  
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1118P)²+0.5114P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2530
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1035
_refine_ls_R_factor_gt           0.0737
_refine_ls_wR_factor_ref         0.2492
_refine_ls_wR_factor_gt          0.2245
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2612(2) 0.3997(2) 0.34654(14) 0.0627(6) Uani 1 1 d . . .
O2 O 0.5176(2) 0.5676(2) 0.30493(13) 0.0639(6) Uani 1 1 d . . .
O3 O 0.7824(2) 0.5881(2) 0.45622(15) 0.0658(6) Uani 1 1 d . . .
O4 O 0.2243(3) 0.8647(4) 0.5049(3) 0.1326(13) Uani 1 1 d . . .
O5 O 0.4064(5) 0.9018(5) 0.6209(3) 0.1513(16) Uani 1 1 d . . .
N1 N 0.3531(3) 0.8399(3) 0.54451(19) 0.0663(7) Uani 1 1 d . . .
C1 C 0.1210(3) 0.4091(4) 0.3727(3) 0.0779(10) Uani 1 1 d . . .
H1A H 0.0461 0.3588 0.3222 0.093 Uiso 1 1 calc R . .
H1B H 0.0937 0.5227 0.3787 0.093 Uiso 1 1 calc R . .
C2 C 0.2671(4) 0.4809(4) 0.2572(2) 0.0755(9) Uani 1 1 d . . .
H2A H 0.2405 0.5950 0.2617 0.091 Uiso 1 1 calc R . .
H2B H 0.1963 0.4316 0.2039 0.091 Uiso 1 1 calc R . .
C3 C 0.4199(4) 0.4680(4) 0.2373(2) 0.0735(9) Uani 1 1 d . . .
H3A H 0.4531 0.3552 0.2439 0.088 Uiso 1 1 calc R . .
H3B H 0.4202 0.5035 0.1709 0.088 Uiso 1 1 calc R . .
C4 C 0.6653(4) 0.5650(4) 0.2895(2) 0.0736(9) Uani 1 1 d . . .
H4A H 0.6676 0.6066 0.2246 0.088 Uiso 1 1 calc R . .
H4B H 0.7021 0.4535 0.2936 0.088 Uiso 1 1 calc R . .
C5 C 0.7621(4) 0.6671(4) 0.3644(3) 0.0723(9) Uani 1 1 d . . .
H5A H 0.8580 0.6836 0.3461 0.087 Uiso 1 1 calc R . .
H5B H 0.7163 0.7732 0.3683 0.087 Uiso 1 1 calc R . .
C6 C 0.8734(3) 0.6762(4) 0.5327(3) 0.0782(10) Uani 1 1 d . . .
H6A H 0.8335 0.7855 0.5362 0.094 Uiso 1 1 calc R . .
H6B H 0.9733 0.6859 0.5198 0.094 Uiso 1 1 calc R . .
C7 C 0.4356(3) 0.7173(3) 0.5009(2) 0.0648(7) Uani 1 1 d . . .
H7A H 0.4532 0.7568 0.4393 0.097 Uiso 1 1 calc R . .
H7B H 0.3785 0.6181 0.4905 0.097 Uiso 1 1 calc R . .
H7C H 0.5293 0.6961 0.5442 0.097 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.404(4) . ?
O1 C2 1.421(4) . ?
O2 C4 1.410(4) . ?
O2 C3 1.419(4) . ?
O3 C5 1.412(4) . ?
O3 C6 1.412(4) . ?
O4 N1 1.215(4) . ?
O5 N1 1.191(4) . ?
N1 C7 1.458(3) . ?
C1 C6 1.483(5) 3_666 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.482(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.483(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C1 1.483(5) 3_666 ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C2 113.4(2) . . ?
C4 O2 C3 112.7(2) . . ?
C5 O3 C6 113.6(2) . . ?
O5 N1 O4 121.4(3) . . ?
O5 N1 C7 120.7(3) . . ?
O4 N1 C7 117.5(3) . . ?
O1 C1 C6 109.5(2) . 3_666 ?
O1 C1 H1A 109.8 . . ?
C6 C1 H1A 109.8 3_666 . ?
O1 C1 H1B 109.8 . . ?
C6 C1 H1B 109.8 3_666 . ?
H1A C1 H1B 108.2 . . ?
O1 C2 C3 109.4(2) . . ?
O1 C2 H2A 109.8 . . ?
C3 C2 H2A 109.8 . . ?
O1 C2 H2B 109.8 . . ?
C3 C2 H2B 109.8 . . ?
H2A C2 H2B 108.2 . . ?
O2 C3 C2 109.2(2) . . ?
O2 C3 H3A 109.8 . . ?
C2 C3 H3A 109.8 . . ?
O2 C3 H3B 109.8 . . ?
C2 C3 H3B 109.8 . . ?
H3A C3 H3B 108.3 . . ?
O2 C4 C5 109.9(2) . . ?
O2 C4 H4A 109.7 . . ?
C5 C4 H4A 109.7 . . ?
O2 C4 H4B 109.7 . . ?
C5 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
O3 C5 C4 109.3(2) . . ?
O3 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
O3 C5 H5B 109.8 . . ?
C4 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
O3 C6 C1 109.9(2) . 3_666 ?
O3 C6 H6A 109.7 . . ?
C1 C6 H6A 109.7 3_666 . ?
O3 C6 H6B 109.7 . . ?
C1 C6 H6B 109.7 3_666 . ?
H6A C6 H6B 108.2 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 O1 C1 C6 -179.0(2) . . . 3_666 ?
C1 O1 C2 C3 178.5(2) . . . . ?
C4 O2 C3 C2 -178.6(2) . . . . ?
O1 C2 C3 O2 -70.8(3) . . . . ?
C3 O2 C4 C5 -178.2(2) . . . . ?
C6 O3 C5 C4 -179.9(2) . . . . ?
O2 C4 C5 O3 71.1(3) . . . . ?
C5 O3 C6 C1 175.7(2) . . . 3_666 ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.049

#======================================================================
_iucr_refine_instruction_details 
;
TITL 260K in P2(1)/n
CELL 0.71073 9.1488 8.1812 13.9278 90.000 101.529 90.000
ZERR 2.0000 0.0015 0.0013 0.0023 0.000 0.002 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H N O
UNIT 28 60 4 20
MERG 2
FMAP 2
GRID
PLAN 20
TEMP -13
SIZE 0.27 0.36 0.4
HTAB
BOND$H
CONF
L.S. 20
ACTA 52
WGHT    0.111800    0.511400
FVAR       0.21607
O1    4    0.261177    0.399738    0.346540    11.00000    0.05792    0.06087 =
         0.06440   -0.00314    0.00044    0.00985
O2    4    0.517624    0.567556    0.304931    11.00000    0.07894    0.06236 =
         0.05418   -0.00552    0.02216    0.00526
O3    4    0.782399    0.588058    0.456223    11.00000    0.06382    0.05761 =
         0.07943   -0.00002    0.02281   -0.00641
O4    4    0.224279    0.864693    0.504906    11.00000    0.07517    0.13354 =
         0.18481    0.01571    0.01546    0.03869
O5    4    0.406440    0.901788    0.620850    11.00000    0.16312    0.15870 =
         0.11823   -0.07126   -0.00524    0.05504
N1    3    0.353148    0.839880    0.544512    11.00000    0.07263    0.05983 =
         0.06727    0.00324    0.01569    0.01554
C1    1    0.120958    0.409138    0.372656    11.00000    0.04718    0.08128 =
         0.09666   -0.02162   -0.00620    0.00326
AFIX  23
H1A   2    0.046075    0.358813    0.322159    11.00000   -1.20000
H1B   2    0.093746    0.522726    0.378668    11.00000   -1.20000
AFIX   0
C2    1    0.267072    0.480922    0.257158    11.00000    0.08920    0.06391 =
         0.05991   -0.00222   -0.01751    0.00870
AFIX  23
H2A   2    0.240524    0.595044    0.261714    11.00000   -1.20000
H2B   2    0.196254    0.431556    0.203906    11.00000   -1.20000
AFIX   0
C3    1    0.419894    0.468019    0.237321    11.00000    0.11017    0.06582 =
         0.04289   -0.00364    0.01127    0.00576
AFIX  23
H3A   2    0.453097    0.355236    0.243882    11.00000   -1.20000
H3B   2    0.420247    0.503472    0.170909    11.00000   -1.20000
AFIX   0
C4    1    0.665280    0.565036    0.289504    11.00000    0.09230    0.07577 =
         0.06412    0.00838    0.04298    0.01704
AFIX  23
H4A   2    0.667570    0.606587    0.224594    11.00000   -1.20000
H4B   2    0.702068    0.453541    0.293560    11.00000   -1.20000
AFIX   0
C5    1    0.762130    0.667077    0.364365    11.00000    0.07069    0.06340 =
         0.09442    0.01601    0.04450    0.00485
AFIX  23
H5A   2    0.857999    0.683598    0.346146    11.00000   -1.20000
H5B   2    0.716331    0.773166    0.368261    11.00000   -1.20000
AFIX   0
C6    1    0.873386    0.676230    0.532738    11.00000    0.05275    0.07395 =
         0.11109   -0.01790    0.02369   -0.01629
AFIX  23
H6A   2    0.833490    0.785451    0.536162    11.00000   -1.20000
H6B   2    0.973339    0.685903    0.519792    11.00000   -1.20000
AFIX   0
C7    1    0.435569    0.717254    0.500916    11.00000    0.06868    0.05604 =
         0.07117   -0.00413    0.01758    0.01339
AFIX 137
H7A   2    0.453225    0.756813    0.439345    11.00000   -1.50000
H7B   2    0.378482    0.618099    0.490490    11.00000   -1.50000
H7C   2    0.529257    0.696129    0.544215    11.00000   -1.50000
HKLF 4
 
REM  260K in P2(1)/n
REM R1 =  0.0737 for   1647 Fo > 4sig(Fo)  and  0.1035 for all   2530 data
REM    119 parameters refined using      0 restraints
 
END  
     
WGHT      0.1118      0.5114 
REM Highest difference peak  0.422,  deepest hole -0.361,  1-sigma level  0.049
Q1    1   0.4561  0.9478  0.5560  11.00000  0.05    0.42
Q2    1   0.3278  0.9650  0.4973  11.00000  0.05    0.41
Q3    1   0.2866  0.8297  0.5991  11.00000  0.05    0.39
Q4    1   0.4036  0.9161  0.6440  11.00000  0.05    0.26
Q5    1   0.4900  0.7726  0.4984  11.00000  0.05    0.17
Q6    1   0.5580  0.5755  0.2664  11.00000  0.05    0.16
Q7    1   0.7125  0.5980  0.5007  11.00000  0.05    0.14
Q8    1   0.3565  0.6917  0.4339  11.00000  0.05    0.14
Q9    1   0.4326  0.5811  0.2962  11.00000  0.05    0.14
Q10   1   0.7419  0.5270  0.4668  11.00000  0.05    0.13
Q11   1   0.2044  0.3321  0.4003  11.00000  0.05    0.12
Q12   1   0.2953  0.7578  0.5166  11.00000  0.05    0.12
Q13   1   0.3022  0.4489  0.3554  11.00000  0.05    0.12
Q14   1   0.8434  0.6898  0.5759  11.00000  0.05    0.12
Q15   1   0.6957  0.4981  0.2265  11.00000  0.05    0.12
Q16   1   0.5109  0.5131  0.3020  11.00000  0.05    0.11
Q17   1   0.2293  0.7819  0.4436  11.00000  0.05    0.11
Q18   1   0.4623  0.6157  0.5668  11.00000  0.05    0.11
Q19   1   0.3527  0.4977  0.2528  11.00000  0.05    0.11
Q20   1   0.2874  0.3840  0.3221  11.00000  0.05    0.11
;
#======================================================================
_database_code_depnum_ccdc_archive 'CCDC 984229'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_C:\Users\vjs\Desktop\Emile\273K\273k.CIF

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            273K
_chemical_formula_moiety         'C12 H24 O6, 2(C H3 N O2)'
_chemical_formula_sum            'C14 H30 N2 O10'
_chemical_compound_source        sigma
_exptl_crystal_recrystallization_method nitromethane
_chemical_melting_point          ?

_exptl_crystal_description       'cubic prisms'
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      273(2)
_diffrn_ambient_pressure         101.3
_chemical_formula_weight         386.40

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.1231(14)
_cell_length_b                   8.2311(13)
_cell_length_c                   13.982(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.676(2)
_cell_angle_gamma                90.00
_cell_volume                     1028.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    3101
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      23.01
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9589
_exptl_absorpt_correction_T_max  0.9720
_exptl_absorpt_process_details   'symmetry-related measurements'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'INCOATEC Mo micro source'
_diffrn_radiation_monochromator  'INCOATEC quazar mirrior optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15176
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.46
_diffrn_reflns_theta_max         28.34
_reflns_number_total             2542
_reflns_number_gt                1551
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material  
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1417P)²+0.5614P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2542
_refine_ls_number_parameters     120
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1167
_refine_ls_R_factor_gt           0.0823
_refine_ls_wR_factor_ref         0.2926
_refine_ls_wR_factor_gt          0.2599
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001

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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2606(2) 0.3997(3) 0.34704(16) 0.0696(7) Uani 1 1 d . . .
O2 O 0.5163(3) 0.5683(3) 0.30503(15) 0.0709(7) Uani 1 1 d . . .
O3 O 0.7819(2) 0.5896(3) 0.45614(17) 0.0730(7) Uani 1 1 d . . .
N1 N 0.3525(4) 0.8390(3) 0.5441(2) 0.0743(8) Uani 1 1 d . . .
C1 C 0.1201(4) 0.4073(5) 0.3739(3) 0.0862(12) Uani 1 1 d . . .
H1A H 0.0448 0.3571 0.3236 0.103 Uiso 1 1 calc R . .
H1B H 0.0921 0.5198 0.3802 0.103 Uiso 1 1 calc R . .
C2 C 0.2655(5) 0.4806(5) 0.2578(3) 0.0855(11) Uani 1 1 d . . .
H2A H 0.2383 0.5939 0.2624 0.103 Uiso 1 1 calc R . .
H2B H 0.1944 0.4312 0.2048 0.103 Uiso 1 1 calc R . .
C3 C 0.4190(5) 0.4687(5) 0.2379(2) 0.0820(11) Uani 1 1 d . . .
H3A H 0.4531 0.3569 0.2446 0.098 Uiso 1 1 calc R . .
H3B H 0.4189 0.5039 0.1717 0.098 Uiso 1 1 calc R . .
C4 C 0.6648(5) 0.5665(5) 0.2901(3) 0.0838(11) Uani 1 1 d . . .
H4A H 0.6671 0.6076 0.2254 0.101 Uiso 1 1 calc R . .
H4B H 0.7022 0.4558 0.2944 0.101 Uiso 1 1 calc R . .
C5 C 0.7614(4) 0.6683(4) 0.3645(3) 0.0806(11) Uani 1 1 d . . .
H5A H 0.8575 0.6851 0.3465 0.097 Uiso 1 1 calc R . .
H5B H 0.7150 0.7735 0.3683 0.097 Uiso 1 1 calc R . .
C6 C 0.8732(4) 0.6775(5) 0.5328(3) 0.0866(11) Uani 1 1 d . . .
H6A H 0.8325 0.7857 0.5365 0.104 Uiso 1 1 calc R . .
H6B H 0.9733 0.6881 0.5199 0.104 Uiso 1 1 calc R . .
C7 C 0.4347(4) 0.7161(4) 0.5019(2) 0.0697(8) Uani 1 1 d . . .
H7A H 0.4515 0.7534 0.4400 0.105 Uiso 1 1 calc R . .
H7B H 0.3777 0.6173 0.4928 0.105 Uiso 1 1 calc R . .
H7C H 0.5292 0.6965 0.5450 0.105 Uiso 1 1 calc R . .
O4 O 0.2235(4) 0.8640(5) 0.5038(4) 0.1504(16) Uani 1 1 d . . .
O5 O 0.4032(6) 0.8978(6) 0.6206(3) 0.169(2) Uani 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.409(4) . ?
O1 C2 1.423(5) . ?
O2 C4 1.412(4) . ?
O2 C3 1.415(4) . ?
O3 C6 1.416(4) . ?
O3 C5 1.413(4) . ?
N1 O5 1.180(4) . ?
N1 O4 1.216(4) . ?
N1 C7 1.454(4) . ?
C1 C6 1.470(6) 3_666 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.486(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.480(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C1 1.470(6) 3_666 ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C2 113.8(3) . . ?
C4 O2 C3 112.8(3) . . ?
C6 O3 C5 113.7(3) . . ?
O5 N1 O4 121.1(4) . . ?
O5 N1 C7 120.9(3) . . ?
O4 N1 C7 117.4(4) . . ?
O1 C1 C6 109.8(3) . 3_666 ?
O1 C1 H1A 109.7 . . ?
C6 C1 H1A 109.7 3_666 . ?
O1 C1 H1B 109.7 . . ?
C6 C1 H1B 109.7 3_666 . ?
H1A C1 H1B 108.2 . . ?
O1 C2 C3 109.3(3) . . ?
O1 C2 H2A 109.8 . . ?
C3 C2 H2A 109.8 . . ?
O1 C2 H2B 109.8 . . ?
C3 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
O2 C3 C2 109.0(3) . . ?
O2 C3 H3A 109.9 . . ?
C2 C3 H3A 109.9 . . ?
O2 C3 H3B 109.9 . . ?
C2 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
O2 C4 C5 110.1(3) . . ?
O2 C4 H4A 109.6 . . ?
C5 C4 H4A 109.6 . . ?
O2 C4 H4B 109.6 . . ?
C5 C4 H4B 109.6 . . ?
H4A C4 H4B 108.2 . . ?
O3 C5 C4 109.2(3) . . ?
O3 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
O3 C5 H5B 109.8 . . ?
C4 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
O3 C6 C1 110.0(3) . 3_666 ?
O3 C6 H6A 109.7 . . ?
C1 C6 H6A 109.7 3_666 . ?
O3 C6 H6B 109.7 . . ?
C1 C6 H6B 109.7 3_666 . ?
H6A C6 H6B 108.2 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 O1 C1 C6 -179.2(3) . . . 3_666 ?
C1 O1 C2 C3 178.6(3) . . . . ?
C4 O2 C3 C2 -178.9(3) . . . . ?
O1 C2 C3 O2 -70.9(3) . . . . ?
C3 O2 C4 C5 -178.1(3) . . . . ?
C6 O3 C5 C4 -180.0(3) . . . . ?
O2 C4 C5 O3 71.2(3) . . . . ?
C5 O3 C6 C1 176.1(3) . . . 3_666 ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.465
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.053
#======================================================================
_iucr_refine_instruction_details 
;
TITL 273K in P2(1)/n
CELL 0.71073 9.1231 8.2311 13.9822 90.000 101.676 90.000
ZERR 2.0000 0.0014 0.0013 0.0022 0.000 0.002 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H N O
UNIT 28 60 4 20
MERG 2
FMAP 2
GRID
PLAN 20
TEMP 0
SIZE 0.27 0.36 0.4
HTAB
CONF
BOND$H
L.S. 20
ACTA 52
WGHT    0.141700    0.561400
FVAR       0.21849   0.46785
O1    4    0.260628    0.399652    0.347039    11.00000    0.06431    0.06854 =
         0.07000   -0.00410   -0.00025    0.01067
O2    4    0.516260    0.568269    0.305034    11.00000    0.08985    0.06792 =
         0.05915   -0.00505    0.02527    0.00724
O3    4    0.781903    0.589645    0.456140    11.00000    0.07171    0.06240 =
         0.08946   -0.00117    0.02734   -0.00614
N1    3    0.352510    0.839037    0.544134    11.00000    0.08393    0.06801 =
         0.07149    0.00305    0.01687    0.01877
C1    1    0.120059    0.407260    0.373863    11.00000    0.05439    0.08612 =
         0.10852   -0.02465   -0.00619    0.00273
AFIX  23
H1A   2    0.044794    0.357059    0.323595    11.00000   -1.20000
H1B   2    0.092082    0.519849    0.380180    11.00000   -1.20000
AFIX   0
C2    1    0.265472    0.480644    0.257809    11.00000    0.10582    0.07018 =
         0.06461   -0.00278   -0.02035    0.01110
AFIX  23
H2A   2    0.238312    0.593901    0.262371    11.00000   -1.20000
H2B   2    0.194397    0.431214    0.204796    11.00000   -1.20000
AFIX   0
C3    1    0.419024    0.468720    0.237894    11.00000    0.12649    0.07223 =
         0.04622   -0.00290    0.01486    0.00771
AFIX  23
H3A   2    0.453053    0.356875    0.244591    11.00000   -1.20000
H3B   2    0.418883    0.503886    0.171662    11.00000   -1.20000
AFIX   0
C4    1    0.664791    0.566487    0.290126    11.00000    0.10859    0.08447 =
         0.07308    0.01239    0.05302    0.02114
AFIX  23
H4A   2    0.667055    0.607572    0.225419    11.00000   -1.20000
H4B   2    0.702154    0.455844    0.294430    11.00000   -1.20000
AFIX   0
C5    1    0.761374    0.668286    0.364527    11.00000    0.07985    0.07048 =
         0.10515    0.01803    0.05148    0.00697
AFIX  23
H5A   2    0.857505    0.685095    0.346534    11.00000   -1.20000
H5B   2    0.715014    0.773524    0.368261    11.00000   -1.20000
AFIX   0
C6    1    0.873198    0.677511    0.532838    11.00000    0.05795    0.08237 =
         0.12317   -0.01852    0.02723   -0.01641
AFIX  23
H6A   2    0.832534    0.785691    0.536524    11.00000   -1.20000
H6B   2    0.973283    0.688132    0.519904    11.00000   -1.20000
AFIX   0
C7    1    0.434711    0.716110    0.501899    11.00000    0.07400    0.06027 =
         0.07588   -0.00352    0.01760    0.01449
AFIX 137
H7A   2    0.451527    0.753440    0.439967    11.00000   -1.50000
H7B   2    0.377727    0.617265    0.492837    11.00000   -1.50000
H7C   2    0.529150    0.696462    0.545009    11.00000   -1.50000
AFIX   0
O4    4    0.223450    0.864007    0.503792    11.00000    0.08369    0.14765 =
         0.21601    0.02275    0.02145    0.04212
O5    4    0.403177    0.897847    0.620646    11.00000    0.18700    0.17836 =
         0.12735   -0.07409   -0.00371    0.06856
HKLF 4
 
REM  273K in P2(1)/n
REM R1 =  0.0823 for   1551 Fo > 4sig(Fo)  and  0.1167 for all   2542 data
REM    120 parameters refined using      0 restraints
 
END  
     
WGHT      0.1371      0.5670 
REM Highest difference peak  0.465,  deepest hole -0.336,  1-sigma level  0.053
Q1    1   0.4605  0.9492  0.5536  11.00000  0.05    0.47
Q2    1   0.3395  0.9694  0.4983  11.00000  0.05    0.43
Q3    1   0.2823  0.8241  0.5973  11.00000  0.05    0.42
Q4    1   0.4013  0.9130  0.6459  11.00000  0.05    0.26
Q5    1   0.4240  0.5798  0.2988  11.00000  0.05    0.17
Q6    1   0.3504  0.6951  0.4407  11.00000  0.05    0.16
Q7    1   0.5620  0.5841  0.2730  11.00000  0.05    0.16
Q8    1   0.7124  0.5974  0.4970  11.00000  0.05    0.16
Q9    1   0.3086  0.7513  0.5156  11.00000  0.05    0.14
Q10   1   0.7740  0.6380  0.4252  11.00000  0.05    0.14
Q11   1   0.5258  0.5248  0.3185  11.00000  0.05    0.13
Q12   1   0.2680  0.4105  0.3085  11.00000  0.05    0.13
Q13   1   0.4932  0.7771  0.5011  11.00000  0.05    0.13
Q14   1   0.3426  0.4796  0.2583  11.00000  0.05    0.13
Q15   1   0.3508  0.7308  0.5207  11.00000  0.05    0.12
Q16   1   0.3113  0.3957  0.3239  11.00000  0.05    0.12
Q17   1   0.8169  0.5735  0.4556  11.00000  0.05    0.12
Q18   1   0.8182  0.6837  0.5830  11.00000  0.05    0.12
Q19   1   0.2102  0.3273  0.3975  11.00000  0.05    0.12
Q20   1   0.7650  0.5313  0.4608  11.00000  0.05    0.12
;
#======================================================================
_database_code_depnum_ccdc_archive 'CCDC 984230'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_C:

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            90K
_chemical_formula_moiety         'C12 H24 O6, 2(C H3 I)'
_chemical_formula_sum            'C14 H30 I2 O6'
_chemical_compound_source        sigma
_exptl_crystal_recrystallization_method Iodomethane
_chemical_melting_point          ?

_exptl_crystal_description       plates
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      90(2)
_diffrn_ambient_pressure         101.3
_chemical_formula_weight         548.18

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.9459(4)
_cell_length_b                   8.4921(3)
_cell_length_c                   14.2485(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.082(2)
_cell_angle_gamma                90.00
_cell_volume                     1034.70(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    5917
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      28.26
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.759
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             536
_exptl_absorpt_coefficient_mu    3.061
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6567
_exptl_absorpt_correction_T_max  0.8620
_exptl_absorpt_process_details   'symmetry-related measurements'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'INCOATEC Mo micro source'
_diffrn_source_type              'Bruker APEX II DUO QUAZAR'
_diffrn_radiation_monochromator  'INCOATEC quazar mirrior optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8100
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_sigmaI/netI    0.0172
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         28.27
_reflns_number_total             2568
_reflns_number_gt                2434
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material  
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0195P)²+0.3632P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2568
_refine_ls_number_parameters     101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0165
_refine_ls_R_factor_gt           0.0154
_refine_ls_wR_factor_ref         0.0391
_refine_ls_wR_factor_gt          0.0386
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.27346(13) 0.59896(12) 0.32239(8) 0.0199(2) Uani 1 1 d . . .
O3 O 0.18924(13) 0.57680(13) 0.50281(8) 0.0193(2) Uani 1 1 d . . .
O1 O 0.55503(12) 0.43880(14) 0.31643(7) 0.0204(2) Uani 1 1 d . . .
C4 C 0.11708(18) 0.5906(2) 0.32749(12) 0.0226(3) Uani 1 1 d . . .
H4A H 0.0845 0.4792 0.3276 0.027 Uiso 1 1 calc R . .
H4B H 0.0453 0.6434 0.2697 0.027 Uiso 1 1 calc R . .
C2 C 0.46111(19) 0.5351(2) 0.23997(10) 0.0222(3) Uani 1 1 d . . .
H2A H 0.4728 0.5013 0.1760 0.027 Uiso 1 1 calc R . .
H2B H 0.4950 0.6462 0.2512 0.027 Uiso 1 1 calc R . .
C1 C 0.71624(18) 0.4475(2) 0.32244(11) 0.0214(3) Uani 1 1 d . . .
H1A H 0.7523 0.5582 0.3322 0.026 Uiso 1 1 calc R . .
H1B H 0.7325 0.4087 0.2606 0.026 Uiso 1 1 calc R . .
C6 C 0.19188(19) 0.65181(19) 0.59265(11) 0.0213(3) Uani 1 1 d . . .
H6A H 0.0837 0.6657 0.5960 0.026 Uiso 1 1 calc R . .
H6B H 0.2406 0.7571 0.5960 0.026 Uiso 1 1 calc R . .
C7 C 0.43431(18) 0.28958(18) 0.48938(11) 0.0210(3) Uani 1 1 d . . .
H7A H 0.3596 0.3733 0.4603 0.032 Uiso 1 1 calc R . .
H7B H 0.4713 0.2402 0.4381 0.032 Uiso 1 1 calc R . .
H7C H 0.5234 0.3346 0.5398 0.032 Uiso 1 1 calc R . .
C5 C 0.11024(18) 0.6710(2) 0.42063(11) 0.0219(3) Uani 1 1 d . . .
H5A H 0.1604 0.7759 0.4259 0.026 Uiso 1 1 calc R . .
H5B H -0.0001 0.6859 0.4193 0.026 Uiso 1 1 calc R . .
C3 C 0.29267(18) 0.5200(2) 0.23880(10) 0.0223(3) Uani 1 1 d . . .
H3A H 0.2234 0.5675 0.1781 0.027 Uiso 1 1 calc R . .
H3B H 0.2645 0.4075 0.2404 0.027 Uiso 1 1 calc R . .
I1 I 0.321618(12) 0.115567(11) 0.555013(7) 0.02160(4) Uani 1 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C3 1.4205(18) . ?
O2 C4 1.4238(19) . ?
O3 C5 1.4228(19) . ?
O3 C6 1.4238(18) . ?
O1 C1 1.4213(18) . ?
O1 C2 1.4224(18) . ?
C4 C5 1.510(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C2 C3 1.507(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C1 C6 1.505(2) 3_666 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C6 C1 1.506(2) 3_666 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 I1 2.1514(15) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O2 C4 112.45(11) . . ?
C5 O3 C6 111.19(12) . . ?
C1 O1 C2 112.14(11) . . ?
O2 C4 C5 108.45(12) . . ?
O2 C4 H4A 110.0 . . ?
C5 C4 H4A 110.0 . . ?
O2 C4 H4B 110.0 . . ?
C5 C4 H4B 110.0 . . ?
H4A C4 H4B 108.4 . . ?
O1 C2 C3 108.87(12) . . ?
O1 C2 H2A 109.9 . . ?
C3 C2 H2A 109.9 . . ?
O1 C2 H2B 109.9 . . ?
C3 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
O1 C1 C6 108.91(12) . 3_666 ?
O1 C1 H1A 109.9 . . ?
C6 C1 H1A 109.9 3_666 . ?
O1 C1 H1B 109.9 . . ?
C6 C1 H1B 109.9 3_666 . ?
H1A C1 H1B 108.3 . . ?
O3 C6 C1 109.44(13) . 3_666 ?
O3 C6 H6A 109.8 . . ?
C1 C6 H6A 109.8 3_666 . ?
O3 C6 H6B 109.8 . . ?
C1 C6 H6B 109.8 3_666 . ?
H6A C6 H6B 108.2 . . ?
I1 C7 H7A 109.5 . . ?
I1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
I1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O3 C5 C4 109.31(13) . . ?
O3 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
O3 C5 H5B 109.8 . . ?
C4 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
O2 C3 C2 108.50(12) . . ?
O2 C3 H3A 110.0 . . ?
C2 C3 H3A 110.0 . . ?
O2 C3 H3B 110.0 . . ?
C2 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 O2 C4 C5 177.47(13) . . . . ?
C1 O1 C2 C3 -179.70(12) . . . . ?
C2 O1 C1 C6 177.68(12) . . . 3_666 ?
C5 O3 C6 C1 -176.98(12) . . . 3_666 ?
C6 O3 C5 C4 177.31(13) . . . . ?
O2 C4 C5 O3 -70.92(16) . . . . ?
C4 O2 C3 C2 -179.89(13) . . . . ?
O1 C2 C3 O2 71.55(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.752
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.064
#======================================================================
_iucr_refine_instruction_details 
;
TITL 90K in P2(1)/n
CELL 0.71073 9.3091 7.8112 13.6188 90.000 100.710 90.000
ZERR 2.0000 0.0014 0.0012 0.0021 0.000 0.002 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H N O
UNIT 28 60 4 20
MERG 2
FMAP 2
GRID
PLAN 20
TEMP -183
SIZE 0.27 0.36 0.4
MPLA C7 N1 O4 O5
BOND$H
HTAB
CONF
L.S. 20
ACTA 52
WGHT    0.038000    0.323200
FVAR       0.20684
O1    4    0.263661    0.399242    0.343879    11.00000    0.01506    0.01920 =
         0.01645    0.00178    0.00123    0.00249
O2    4    0.523474    0.561872    0.303330    11.00000    0.01679    0.02071 =
         0.01685   -0.00387    0.00397   -0.00119
O3    4    0.785251    0.576576    0.456428    11.00000    0.01982    0.01751 =
         0.01772    0.00036    0.00185   -0.00323
O4    4    0.228596    0.867944    0.509318    11.00000    0.01933    0.03375 =
         0.03839    0.00266    0.00190    0.00935
O5    4    0.416612    0.910655    0.625694    11.00000    0.03524    0.03287 =
         0.02724   -0.01179    0.00106    0.00462
N1    3    0.356463    0.842729    0.547671    11.00000    0.01913    0.01607 =
         0.01978    0.00277    0.00454    0.00190
C1    1    0.122891    0.416758    0.368736    11.00000    0.01363    0.02310 =
         0.02175   -0.00238    0.00006    0.00165
AFIX  23
H1A   2    0.048235    0.364349    0.316049    11.00000   -1.20000
H1B   2    0.098819    0.539465    0.374024    11.00000   -1.20000
AFIX   0
C2    1    0.273804    0.481537    0.252298    11.00000    0.02052    0.01857 =
         0.01581    0.00159   -0.00203    0.00074
AFIX  23
H2A   2    0.250301    0.604679    0.256145    11.00000   -1.20000
H2B   2    0.203227    0.429836    0.196877    11.00000   -1.20000
AFIX   0
C3    1    0.426768    0.460435    0.233550    11.00000    0.02342    0.01892 =
         0.01355   -0.00161    0.00174   -0.00094
AFIX  23
H3A   2    0.456005    0.338575    0.240953    11.00000   -1.20000
H3B   2    0.431412    0.496911    0.164592    11.00000   -1.20000
AFIX   0
C4    1    0.669108    0.553812    0.285969    11.00000    0.02008    0.02272 =
         0.01722    0.00032    0.00747    0.00153
AFIX  23
H4A   2    0.672685    0.596854    0.218093    11.00000   -1.20000
H4B   2    0.703475    0.433630    0.290479    11.00000   -1.20000
AFIX   0
C5    1    0.766202    0.660867    0.362557    11.00000    0.01795    0.01968 =
         0.02035    0.00322    0.00680   -0.00036
AFIX  23
H5A   2    0.862224    0.677498    0.342598    11.00000   -1.20000
H5B   2    0.721362    0.774740    0.367425    11.00000   -1.20000
AFIX   0
C6    1    0.876389    0.671414    0.532955    11.00000    0.01586    0.02065 =
         0.02356   -0.00349    0.00300   -0.00350
AFIX  23
H6A   2    0.838749    0.789604    0.535237    11.00000   -1.20000
H6B   2    0.977022    0.677355    0.519196    11.00000   -1.20000
AFIX   0
C7    1    0.443228    0.724956    0.496219    11.00000    0.01946    0.01805 =
         0.02092   -0.00137    0.00351    0.00363
AFIX 137
H7A   2    0.385228    0.622625    0.474160    11.00000   -1.50000
H7B   2    0.532553    0.691607    0.542393    11.00000   -1.50000
H7C   2    0.469228    0.782823    0.438108    11.00000   -1.50000
HKLF 4
 
REM  90K in P2(1)/n
REM R1 =  0.0316 for   2199 Fo > 4sig(Fo)  and  0.0356 for all   2429 data
REM    119 parameters refined using      0 restraints
 
END  
     
WGHT      0.0380      0.3231 
REM Highest difference peak  0.347,  deepest hole -0.269,  1-sigma level  0.039
Q1    1   0.3514  0.4798  0.2486  11.00000  0.05    0.35
Q2    1   0.7162  0.6089  0.3249  11.00000  0.05    0.32
Q3    1   0.8662  0.6361  0.5825  11.00000  0.05    0.29
Q4    1   0.3999  0.7826  0.5214  11.00000  0.05    0.25
Q5    1   0.2676  0.4375  0.2989  11.00000  0.05    0.19
Q6    1   0.5959  0.5588  0.2959  11.00000  0.05    0.18
Q7    1   0.1963  0.4032  0.3578  11.00000  0.05    0.17
Q8    1   0.7722  0.6257  0.4053  11.00000  0.05    0.16
Q9    1   0.3688  0.9518  0.6647  11.00000  0.05    0.15
Q10   1   0.2807  0.9221  0.4956  11.00000  0.05    0.15
Q11   1   0.7275  0.6107  0.4968  11.00000  0.05    0.14
Q12   1   0.4972  0.5891  0.3453  11.00000  0.05    0.14
Q13   1   0.3659  0.6681  0.4372  11.00000  0.05    0.13
Q14   1   0.4766  0.5051  0.2662  11.00000  0.05    0.13
Q15   1   0.4469  0.9538  0.5764  11.00000  0.05    0.13
Q16   1   0.8301  0.6304  0.4980  11.00000  0.05    0.12
Q17   1   0.4256  0.7101  0.4319  11.00000  0.05    0.11
Q18   1   0.8522  0.7467  0.5392  11.00000  0.05    0.11
Q19   1   0.6730  0.5133  0.2249  11.00000  0.05    0.11
Q20   1   0.9520  0.6924  0.5360  11.00000  0.05    0.11
;

#======================================================================
_database_code_depnum_ccdc_archive 'CCDC 984231'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_C:

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            273K
_chemical_formula_moiety         'C12 H24 O6, 2(C H3 I)'
_chemical_formula_sum            'C14 H30 I2 O6'
_chemical_compound_source        sigma
_exptl_crystal_recrystallization_method iodomethane
_chemical_melting_point          ?

_exptl_crystal_description       plates
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      273(2)
_diffrn_ambient_pressure         101.3
_chemical_formula_weight         548.18

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.0683(3)
_cell_length_b                   8.6955(2)
_cell_length_c                   14.2945(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.751(2)
_cell_angle_gamma                90.00
_cell_volume                     1079.34(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    3014
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      24.66
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             536
_exptl_absorpt_coefficient_mu    2.934
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6673
_exptl_absorpt_correction_T_max  0.8672
_exptl_absorpt_process_details   'symmetry-related measurements'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'INCOATEC Mo micro source'
_diffrn_source_type              'Bruker APEX II DUO QUAZAR'
_diffrn_radiation_monochromator  'INCOATEC quazar mirrior optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8606
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_sigmaI/netI    0.0197
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.39
_diffrn_reflns_theta_max         28.33
_reflns_number_total             2677
_reflns_number_gt                1954
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material  
'X-Seed (Barbour, 2001; Atwood & Barbour, 2003)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0328P)²+1.1312P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2677
_refine_ls_number_parameters     101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0878
_refine_ls_wR_factor_gt          0.0797
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.31504(4) 0.88024(3) 0.05505(2) 0.07856(14) Uani 1 1 d . . .
O3 O 0.2989(3) 0.9211(3) 0.4883(2) 0.0743(8) Uani 1 1 d . . .
O4 O 0.0408(4) 0.9346(3) 0.31432(19) 0.0744(8) Uani 1 1 d . . .
O5 O -0.2314(3) 1.0922(3) 0.3271(2) 0.0743(8) Uani 1 1 d . . .
C6 C -0.0515(6) 1.0279(6) 0.2412(3) 0.0891(14) Uani 1 1 d . . .
H6A H -0.0426 0.9964 0.1780 0.107 Uiso 1 1 calc R . .
H6B H -0.0182 1.1341 0.2522 0.107 Uiso 1 1 calc R . .
C8 C 0.1986(6) 0.9387(6) 0.3177(3) 0.0876(14) Uani 1 1 d . . .
H8A H 0.2352 1.0441 0.3250 0.105 Uiso 1 1 calc R . .
H8B H 0.2112 0.8986 0.2571 0.105 Uiso 1 1 calc R . .
C9 C 0.2895(6) 0.8458(5) 0.4004(4) 0.0857(14) Uani 1 1 d . . .
H9A H 0.2413 0.7461 0.3999 0.103 Uiso 1 1 calc R . .
H9B H 0.3922 0.8297 0.3944 0.103 Uiso 1 1 calc R . .
C10 C -0.3800(5) 1.0811(6) 0.3375(4) 0.0902(15) Uani 1 1 d . . .
H10A H -0.4072 0.9738 0.3411 0.108 Uiso 1 1 calc R . .
H10B H -0.4538 1.1270 0.2814 0.108 Uiso 1 1 calc R . .
C13 C -0.2137(6) 1.0136(6) 0.2429(3) 0.0870(14) Uani 1 1 d . . .
H13A H -0.2820 1.0582 0.1841 0.104 Uiso 1 1 calc R . .
H13B H -0.2404 0.9060 0.2454 0.104 Uiso 1 1 calc R . .
C14 C 0.3844(5) 0.8379(6) 0.5721(4) 0.0911(15) Uani 1 1 d . . .
H14A H 0.4903 0.8275 0.5709 0.109 Uiso 1 1 calc R . .
H14B H 0.3413 0.7357 0.5712 0.109 Uiso 1 1 calc R . .
C3 C 0.4323(5) 0.7145(5) -0.0053(3) 0.0697(10) Uani 1 1 d . . .
H3A H 0.4452 0.7528 -0.0654 0.105 Uiso 1 1 calc R . .
H3B H 0.3734 0.6211 -0.0176 0.105 Uiso 1 1 calc R . .
H3C H 0.5315 0.6944 0.0399 0.105 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C3 2.116(4) . ?
O3 C9 1.397(6) . ?
O3 C14 1.422(6) . ?
O4 C6 1.395(5) . ?
O4 C8 1.419(5) . ?
O5 C10 1.401(6) . ?
O5 C13 1.432(5) . ?
C6 C13 1.484(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 C9 1.473(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C14 1.482(8) 3_576 ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C10 1.482(8) 3_576 ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O3 C14 113.4(4) . . ?
C6 O4 C8 113.1(4) . . ?
C10 O5 C13 113.6(4) . . ?
O4 C6 C13 108.8(4) . . ?
O4 C6 H6A 109.9 . . ?
C13 C6 H6A 109.9 . . ?
O4 C6 H6B 109.9 . . ?
C13 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
O4 C8 C9 109.8(3) . . ?
O4 C8 H8A 109.7 . . ?
C9 C8 H8A 109.7 . . ?
O4 C8 H8B 109.7 . . ?
C9 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
O3 C9 C8 109.9(4) . . ?
O3 C9 H9A 109.7 . . ?
C8 C9 H9A 109.7 . . ?
O3 C9 H9B 109.7 . . ?
C8 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
O5 C10 C14 109.2(4) . 3_576 ?
O5 C10 H10A 109.8 . . ?
C14 C10 H10A 109.8 3_576 . ?
O5 C10 H10B 109.8 . . ?
C14 C10 H10B 109.8 3_576 . ?
H10A C10 H10B 108.3 . . ?
O5 C13 C6 109.0(3) . . ?
O5 C13 H13A 109.9 . . ?
C6 C13 H13A 109.9 . . ?
O5 C13 H13B 109.9 . . ?
C6 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
O3 C14 C10 110.4(4) . 3_576 ?
O3 C14 H14A 109.6 . . ?
C10 C14 H14A 109.6 3_576 . ?
O3 C14 H14B 109.6 . . ?
C10 C14 H14B 109.6 3_576 . ?
H14A C14 H14B 108.1 . . ?
I1 C3 H3A 109.5 . . ?
I1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
I1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 O4 C6 C13 179.2(4) . . . . ?
C6 O4 C8 C9 176.3(4) . . . . ?
C14 O3 C9 C8 179.6(4) . . . . ?
O4 C8 C9 O3 -72.0(5) . . . . ?
C13 O5 C10 C14 178.4(4) . . . 3_576 ?
C10 O5 C13 C6 -177.9(4) . . . . ?
O4 C6 C13 O5 72.6(5) . . . . ?
C9 O3 C14 C10 -175.9(4) . . . 3_576 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.019
_refine_diff_density_min         -0.804
_refine_diff_density_rms         0.069
#======================================================================
_iucr_refine_instruction_details 
;
TITL 273K in P2(1)/n
CELL 0.71073 9.0683 8.6955 14.2945 90.000 106.751 90.000
ZERR 2.0000 0.0003 0.0002 0.0005 0.000 0.002 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H N O I
UNIT 28 60 0 12 4
MERG 2
FMAP 2
GRID
PLAN 20
TEMP 0
SIZE 0.15 0.15 0.05
OMIT  0 7 11
OMIT  0 5 16
HTAB
CONF
BOND$H
L.S. 20
ACTA 52
WGHT    0.032800    1.131200
FVAR       0.12329
I1    5    0.315042    0.880235    0.055050    11.00000    0.10703    0.06500 =
         0.07712   -0.00112    0.04799    0.01245
O3    4    0.298907    0.921058    0.488308    11.00000    0.07082    0.06044 =
         0.09909    0.00137    0.03649    0.00680
O4    4    0.040770    0.934622    0.314322    11.00000    0.09933    0.07488 =
         0.05602    0.00100    0.03352   -0.01775
O5    4   -0.231440    1.092241    0.327093    11.00000    0.06920    0.07261 =
         0.06960    0.00648    0.00159   -0.01044
C6    1   -0.051498    1.027933    0.241223    11.00000    0.13235    0.08976 =
         0.04367   -0.00023    0.02302   -0.02486
AFIX  23
H6A   2   -0.042610    0.996424    0.177977    11.00000   -1.20000
H6B   2   -0.018221    1.134113    0.252220    11.00000   -1.20000
AFIX   0
C8    1    0.198638    0.938713    0.317709    11.00000    0.11579    0.08656 =
         0.08832   -0.01738    0.07374   -0.02219
AFIX  23
H8A   2    0.235153    1.044132    0.325033    11.00000   -1.20000
H8B   2    0.211164    0.898583    0.257144    11.00000   -1.20000
AFIX   0
C9    1    0.289520    0.845816    0.400447    11.00000    0.09089    0.06645 =
         0.12416   -0.00265    0.06979   -0.00025
AFIX  23
H9A   2    0.241303    0.746106    0.399866    11.00000   -1.20000
H9B   2    0.392205    0.829692    0.394373    11.00000   -1.20000
AFIX   0
C10   1   -0.379999    1.081082    0.337517    11.00000    0.06334    0.08961 =
         0.10054    0.01043   -0.00339   -0.00313
AFIX  23
H10A  2   -0.407229    0.973817    0.341110    11.00000   -1.20000
H10B  2   -0.453841    1.126961    0.281428    11.00000   -1.20000
AFIX   0
C13   1   -0.213727    1.013626    0.242929    11.00000    0.11020    0.08461 =
         0.04728    0.00048   -0.00745   -0.01533
AFIX  23
H13A  2   -0.281982    1.058157    0.184062    11.00000   -1.20000
H13B  2   -0.240352    0.905971    0.245440    11.00000   -1.20000
AFIX   0
C14   1    0.384387    0.837947    0.572118    11.00000    0.05242    0.07610 =
         0.14069    0.02040    0.02133    0.01468
AFIX  23
H14A  2    0.490335    0.827488    0.570948    11.00000   -1.20000
H14B  2    0.341305    0.735669    0.571231    11.00000   -1.20000
AFIX   0
C3    1    0.432300    0.714498   -0.005255    11.00000    0.07870    0.06445 =
         0.07105    0.00157    0.02969    0.01314
AFIX 137
H3A   2    0.445164    0.752828   -0.065397    11.00000   -1.50000
H3B   2    0.373441    0.621081   -0.017633    11.00000   -1.50000
H3C   2    0.531484    0.694405    0.039911    11.00000   -1.50000
HKLF 4
 
REM  273K in P2(1)/n
REM R1 =  0.0353 for   1954 Fo > 4sig(Fo)  and  0.0512 for all   2677 data
REM    101 parameters refined using      0 restraints
 
END  
     
WGHT      0.0328      1.1317 
REM Highest difference peak  1.019,  deepest hole -0.804,  1-sigma level  0.069
Q1    1   0.2499  0.8449  0.0112  11.00000  0.05    1.02
Q2    1   0.3353  0.8389  0.1006  11.00000  0.05    0.76
Q3    1   0.3835  0.9076  0.0406  11.00000  0.05    0.53
Q4    1   0.2616  0.9433  0.0639  11.00000  0.05    0.36
Q5    1  -0.2768  1.1173  0.3696  11.00000  0.05    0.33
Q6    1   0.4628  0.6188  0.0407  11.00000  0.05    0.27
Q7    1   0.3718  0.8802  0.4995  11.00000  0.05    0.25
Q8    1   0.0890  0.9413  0.2664  11.00000  0.05    0.25
Q9    1   0.2607  0.9134  0.4961  11.00000  0.05    0.24
Q10   1   0.3812  0.8167  0.0114  11.00000  0.05    0.23
Q11   1  -0.3952  1.0946  0.3887  11.00000  0.05    0.21
Q12   1  -0.0675  0.9354  0.2935  11.00000  0.05    0.21
Q13   1   0.2864  0.9384  0.4285  11.00000  0.05    0.21
Q14   1   0.2496  0.9781 -0.0142  11.00000  0.05    0.19
Q15   1   0.3248  0.6916 -0.0211  11.00000  0.05    0.19
Q16   1   0.4629  0.8660  0.1133  11.00000  0.05    0.19
Q17   1  -0.2968  1.0212  0.2772  11.00000  0.05    0.19
Q18   1   0.1595  0.8438  0.4511  11.00000  0.05    0.18
Q19   1   0.2458  0.8049  0.4372  11.00000  0.05    0.18
Q20   1   0.5425  0.7876 -0.0042  11.00000  0.05    0.17
;
#======================================================================
_database_code_depnum_ccdc_archive 'CCDC 984232'
