# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               Org.Biomol.Chem.
_journal_coden_cambridge         0177
#TrackingRef 'web_deposit_cif_file_0_samiknanda_
#1308371297.ccdc_tl-trydeposit.cif'

#------------------ AUDIT DETAILS -------------------------------------------#

_audit_creation_date             2010-12-13
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_update_record             ?

#==============================================================================
#
# SUBMISSION DETAILS

_publ_contact_author_name        'Samik Nanda'
# Name of author for correspondence

_publ_contact_author_address     
;Department of Chemistry
University of Anywhere
Sometown
Somewhere, UK
;
# Address of author for correspondence

_publ_contact_author_email       snanda@chem.iitkgp.ernet.in
_publ_contact_author_fax         00(000)0000000
_publ_contact_author_phone       00(000)0000000

_publ_contact_letter             
;
Submission dated :2010-12-13

Please consider this CIF for submission to the Cambridge Crystallographic
Data Centre. I certify that all authors have seen and approved of this
submission, that all have made significant scientific contributions to the
work reported, and that all share responsibility and accountability for
the results.

This CIF is submitted as a personal communication

This CIF is submitted as part of a journal submission
<Insert Journal details here>

Bloggs, Joe J.
;

#==============================================================================
#
# TITLE AND AUTHOR LIST

_publ_section_title              
; ?
;
_publ_section_title_footnote     
; ?
;

# The loop structure below should contain the names and addresses of all
# authors, in the required order of publication. Repeat as necessary.

loop_
_publ_author_footnote
_publ_author_address
#<--'Last name, first name'
; ?
;
;Department of Chemistry
University of Anywhere
Sometown
Somewhere, UK
;
_publ_author_name                'Samik Nanda'

#------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------#

data_snrb_tlb_0m
_database_code_depnum_ccdc_archive 'CCDC 830577'
#TrackingRef 'web_deposit_cif_file_0_samiknanda_
#1308371297.ccdc_tl-trydeposit.cif'

_audit_creation_date             2010-12-13T00:14:09-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
# CHEMICAL INFORMATION #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C26 H22 N2 O8'
_chemical_formula_sum            'C26 H22 N2 O8'
_chemical_formula_weight         490.46
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration unk

#----------------------------------------------------------------------------#
# UNIT CELL INFORMATION #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_Int_Tables_number      4
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   6.805(5)
_cell_length_b                   13.163(5)
_cell_length_c                   13.478(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 99.373(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     1191.2(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
# CRYSTAL INFORMATION #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             512
_exptl_special_details           
;
?
;

#----------------------------------------------------------------------------#
# ABSORPTION CORRECTION #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
# DATA COLLECTION #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_number            12580
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.53
_diffrn_reflns_theta_max         23.75
_diffrn_reflns_theta_full        23.75
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_reflns_number_total             3609
_reflns_number_gt                2177
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
# COMPUTER PROGRAMS USED #
#----------------------------------------------------------------------------#

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
# STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
# REFINEMENT INFORMATION #
#----------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0415P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3609
_refine_ls_number_parameters     329
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1016
_refine_ls_wR_factor_gt          0.0823
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_restrained_S_all      0.985
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.5(15)
_refine_diff_density_max         0.104
_refine_diff_density_min         -0.123
_refine_diff_density_rms         0.028

#----------------------------------------------------------------------------#
# ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.3688(6) 0.7038(3) 0.1811(3) 0.0812(13) Uani 1 1 d . . .
H1A H 0.2701 0.7558 0.1867 0.097 Uiso 1 1 calc R . .
H1B H 0.2999 0.6412 0.1593 0.097 Uiso 1 1 calc R . .
C2 C 0.5005(6) 0.7364(3) 0.1056(3) 0.0673(11) Uani 1 1 d . . .
C3 C 0.3632(6) 0.7408(4) 0.0019(3) 0.0961(15) Uani 1 1 d . . .
H3A H 0.2994 0.6753 -0.0121 0.115 Uiso 1 1 calc R . .
H3B H 0.2597 0.7909 0.0045 0.115 Uiso 1 1 calc R . .
C4 C 0.4753(8) 0.7677(4) -0.0824(3) 0.1134(18) Uani 1 1 d . . .
H4A H 0.535 0.7063 -0.104 0.136 Uiso 1 1 calc R . .
H4B H 0.381 0.7927 -0.1389 0.136 Uiso 1 1 calc R . .
C5 C 0.6357(7) 0.8458(3) -0.0555(3) 0.0794(13) Uani 1 1 d . . .
C6 C 0.7402(8) 0.8821(4) -0.1298(3) 0.0954(15) Uani 1 1 d . . .
H6 H 0.7047 0.8596 -0.1957 0.115 Uiso 1 1 calc R . .
C7 C 0.8913(8) 0.9491(4) -0.1075(4) 0.1002(16) Uani 1 1 d . . .
H7 H 0.96 0.9712 -0.1577 0.12 Uiso 1 1 calc R . .
C8 C 0.9442(7) 0.9848(4) -0.0111(4) 0.1002(16) Uani 1 1 d . . .
H8 H 1.0477 1.0312 0.0044 0.12 Uiso 1 1 calc R . .
C9 C 0.8408(6) 0.9506(3) 0.0627(3) 0.0809(12) Uani 1 1 d . . .
H9 H 0.8755 0.9748 0.128 0.097 Uiso 1 1 calc R . .
C10 C 0.6886(6) 0.8820(3) 0.0418(3) 0.0647(11) Uani 1 1 d . . .
C11 C 0.5784(6) 0.8439(3) 0.1235(3) 0.0610(10) Uani 1 1 d . . .
C12 C 0.6681(6) 0.6593(4) 0.1056(3) 0.0887(13) Uani 1 1 d . . .
H12A H 0.6124 0.5926 0.0932 0.133 Uiso 1 1 calc R . .
H12B H 0.7535 0.6603 0.1697 0.133 Uiso 1 1 calc R . .
H12C H 0.7439 0.6765 0.0538 0.133 Uiso 1 1 calc R . .
C13 C 0.4112(6) 0.6667(3) 0.3572(3) 0.0626(11) Uani 1 1 d . . .
C14 C 0.5636(5) 0.6601(3) 0.4503(3) 0.0552(10) Uani 1 1 d . . .
C15 C 0.5007(6) 0.6576(3) 0.5427(3) 0.0717(12) Uani 1 1 d . . .
H15 H 0.365 0.658 0.5455 0.086 Uiso 1 1 calc R . .
C16 C 0.6355(6) 0.6545(3) 0.6308(3) 0.0788(13) Uani 1 1 d . . .
H16 H 0.593 0.6531 0.693 0.095 Uiso 1 1 calc R . .
C17 C 0.8332(6) 0.6535(3) 0.6239(3) 0.0648(11) Uani 1 1 d . . .
C18 C 0.8992(6) 0.6551(3) 0.5335(3) 0.0699(11) Uani 1 1 d . . .
H18 H 1.035 0.654 0.5312 0.084 Uiso 1 1 calc R . .
C19 C 0.7641(5) 0.6584(3) 0.4460(3) 0.0640(11) Uani 1 1 d . . .
H19 H 0.8079 0.6596 0.3842 0.077 Uiso 1 1 calc R . .
C20 C 0.6546(6) 0.8938(3) 0.2972(3) 0.0579(10) Uani 1 1 d . . .
C21 C 0.8186(5) 0.9007(3) 0.3847(3) 0.0506(9) Uani 1 1 d . . .
C22 C 0.7710(5) 0.9249(3) 0.4785(3) 0.0611(10) Uani 1 1 d . . .
H22 H 0.6396 0.9392 0.4844 0.073 Uiso 1 1 calc R . .
C23 C 0.9146(5) 0.9278(3) 0.5617(3) 0.0589(10) Uani 1 1 d . . .
H23 H 0.8819 0.9427 0.6245 0.071 Uiso 1 1 calc R . .
C24 C 1.1089(5) 0.9084(3) 0.5512(3) 0.0527(9) Uani 1 1 d . . .
C25 C 1.1615(5) 0.8864(3) 0.4599(3) 0.0581(10) Uani 1 1 d . . .
H25 H 1.2941 0.8746 0.4545 0.07 Uiso 1 1 calc R . .
C26 C 1.0158(5) 0.8822(3) 0.3762(3) 0.0560(10) Uani 1 1 d . . .
H26 H 1.0497 0.8669 0.3138 0.067 Uiso 1 1 calc R . .
N1 N 0.9801(7) 0.6508(3) 0.7176(3) 0.0950(12) Uani 1 1 d . . .
N2 N 1.2660(6) 0.9150(3) 0.6393(3) 0.0739(10) Uani 1 1 d . . .
O1 O 0.4961(4) 0.6888(2) 0.2779(2) 0.0728(8) Uani 1 1 d . . .
O2 O 0.2345(4) 0.6547(3) 0.3538(2) 0.0887(9) Uani 1 1 d . . .
O3 O 1.1553(5) 0.6495(4) 0.7105(3) 0.1404(16) Uani 1 1 d . . .
O4 O 0.9193(6) 0.6467(3) 0.7973(3) 0.1375(16) Uani 1 1 d . . .
O5 O 0.7171(3) 0.85218(17) 0.21755(16) 0.0568(7) Uani 1 1 d . . .
O6 O 0.4864(4) 0.9216(2) 0.29940(18) 0.0783(8) Uani 1 1 d . . .
O7 O 1.4368(5) 0.9034(3) 0.6289(2) 0.1033(11) Uani 1 1 d . . .
O8 O 1.2181(5) 0.9336(3) 0.7194(2) 0.1210(13) Uani 1 1 d . . .
H11 H 0.466(4) 0.888(2) 0.130(2) 0.050(9) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.078(3) 0.089(3) 0.073(3) -0.002(3) 0.000(3) -0.018(3)
C2 0.078(3) 0.068(3) 0.053(2) -0.008(2) 0.006(2) -0.007(2)
C3 0.101(3) 0.115(4) 0.064(3) -0.008(3) -0.013(3) -0.025(3)
C4 0.155(5) 0.124(4) 0.054(3) -0.004(3) -0.004(3) -0.026(4)
C5 0.105(3) 0.075(3) 0.057(3) 0.005(3) 0.010(3) 0.009(3)
C6 0.141(5) 0.089(4) 0.057(3) 0.006(3) 0.016(3) 0.008(3)
C7 0.131(4) 0.101(4) 0.078(4) 0.020(3) 0.044(3) 0.010(4)
C8 0.114(4) 0.105(4) 0.087(4) 0.012(3) 0.033(3) -0.014(3)
C9 0.096(3) 0.079(3) 0.071(3) -0.001(2) 0.024(3) -0.012(3)
C10 0.079(3) 0.063(3) 0.051(3) 0.002(2) 0.009(2) 0.011(2)
C11 0.065(3) 0.065(3) 0.051(3) -0.003(2) 0.002(2) 0.003(2)
C12 0.118(3) 0.073(3) 0.078(3) -0.013(3) 0.024(3) 0.006(3)
C13 0.065(3) 0.051(3) 0.073(3) 0.002(2) 0.014(3) -0.002(2)
C14 0.052(2) 0.046(2) 0.071(3) -0.002(2) 0.021(2) -0.005(2)
C15 0.049(2) 0.096(3) 0.075(3) 0.011(3) 0.023(3) -0.005(3)
C16 0.078(3) 0.083(3) 0.079(3) 0.009(3) 0.023(3) -0.005(3)
C17 0.064(3) 0.055(2) 0.074(3) 0.008(2) 0.006(3) 0.004(2)
C18 0.055(2) 0.070(3) 0.085(3) 0.000(3) 0.016(2) 0.005(2)
C19 0.061(3) 0.055(2) 0.079(3) 0.007(2) 0.023(2) 0.001(2)
C20 0.060(2) 0.065(3) 0.051(2) -0.013(2) 0.016(2) -0.003(2)
C21 0.053(2) 0.051(2) 0.049(2) -0.0124(19) 0.0125(19) -0.0055(18)
C22 0.056(2) 0.072(3) 0.059(3) -0.006(2) 0.019(2) -0.002(2)
C23 0.064(3) 0.073(3) 0.042(2) -0.006(2) 0.017(2) -0.002(2)
C24 0.054(2) 0.059(2) 0.045(2) -0.002(2) 0.009(2) -0.004(2)
C25 0.050(2) 0.069(3) 0.058(3) -0.008(2) 0.019(2) 0.000(2)
C26 0.055(2) 0.068(3) 0.048(2) -0.0083(19) 0.015(2) -0.002(2)
N1 0.093(3) 0.088(3) 0.097(4) 0.006(3) -0.003(3) 0.007(3)
N2 0.079(3) 0.082(3) 0.061(2) -0.004(2) 0.011(2) 0.001(2)
O1 0.0702(17) 0.082(2) 0.0671(18) 0.0052(16) 0.0143(16) -0.0140(16)
O2 0.0538(17) 0.112(2) 0.101(2) 0.0095(19) 0.0158(16) -0.009(2)
O3 0.081(2) 0.204(4) 0.126(3) -0.020(3) -0.014(2) 0.009(3)
O4 0.141(3) 0.180(4) 0.084(3) 0.016(3) -0.003(3) 0.028(3)
O5 0.0576(15) 0.0678(16) 0.0442(15) -0.0131(13) 0.0054(13) -0.0009(13)
O6 0.0561(17) 0.107(2) 0.0700(18) -0.0272(17) 0.0061(14) 0.0120(16)
O7 0.0638(18) 0.166(3) 0.077(2) -0.009(2) 0.0030(16) 0.003(2)
O8 0.100(2) 0.208(4) 0.0538(19) -0.025(3) 0.0070(18) 0.021(2)

#----------------------------------------------------------------------------#
# MOLECULAR GEOMETRY #
#----------------------------------------------------------------------------#

_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
C1 O1 1.457(4) . ?
C1 C2 1.524(5) . ?
C2 C12 1.527(5) . ?
C2 C11 1.517(5) . ?
C2 C3 1.550(5) . ?
C3 C4 1.510(5) . ?
C4 C5 1.500(6) . ?
C5 C10 1.387(5) . ?
C5 C6 1.403(6) . ?
C6 C7 1.351(6) . ?
C7 C8 1.374(6) . ?
C8 C9 1.383(5) . ?
C9 C10 1.368(5) . ?
C10 C11 1.515(5) . ?
C11 O5 1.456(4) . ?
C13 O2 1.206(4) . ?
C13 O1 1.327(4) . ?
C13 C14 1.496(5) . ?
C14 C19 1.375(4) . ?
C14 C15 1.381(4) . ?
C15 C16 1.378(5) . ?
C16 C17 1.364(5) . ?
C17 C18 1.366(5) . ?
C17 N1 1.478(5) . ?
C18 C19 1.373(5) . ?
C20 O6 1.207(4) . ?
C20 O5 1.335(4) . ?
C20 C21 1.488(5) . ?
C21 C26 1.387(4) . ?
C21 C22 1.392(4) . ?
C22 C23 1.363(4) . ?
C23 C24 1.377(4) . ?
C24 C25 1.366(4) . ?
C24 N2 1.465(5) . ?
C25 C26 1.377(4) . ?
N1 O3 1.211(4) . ?
N1 O4 1.213(4) . ?
N2 O8 1.203(4) . ?
N2 O7 1.203(4) . ?

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
O1 C1 C2 107.9(3) . . ?
C1 C2 C12 109.5(3) . . ?
C1 C2 C11 112.6(3) . . ?
C12 C2 C11 112.2(3) . . ?
C1 C2 C3 106.2(3) . . ?
C12 C2 C3 111.4(3) . . ?
C11 C2 C3 104.6(3) . . ?
C4 C3 C2 112.5(4) . . ?
C5 C4 C3 114.6(4) . . ?
C10 C5 C6 118.3(5) . . ?
C10 C5 C4 122.0(4) . . ?
C6 C5 C4 119.7(4) . . ?
C7 C6 C5 121.3(5) . . ?
C6 C7 C8 120.4(5) . . ?
C7 C8 C9 118.9(5) . . ?
C10 C9 C8 121.6(4) . . ?
C9 C10 C5 119.5(4) . . ?
C9 C10 C11 121.1(4) . . ?
C5 C10 C11 119.4(4) . . ?
O5 C11 C2 111.6(3) . . ?
O5 C11 C10 106.3(3) . . ?
C2 C11 C10 113.3(3) . . ?
O2 C13 O1 124.1(4) . . ?
O2 C13 C14 125.1(4) . . ?
O1 C13 C14 110.8(3) . . ?
C19 C14 C15 119.5(4) . . ?
C19 C14 C13 121.5(4) . . ?
C15 C14 C13 118.9(3) . . ?
C16 C15 C14 121.1(4) . . ?
C17 C16 C15 117.9(4) . . ?
C18 C17 C16 122.1(4) . . ?
C18 C17 N1 119.2(4) . . ?
C16 C17 N1 118.7(4) . . ?
C17 C18 C19 119.7(4) . . ?
C18 C19 C14 119.7(4) . . ?
O6 C20 O5 124.8(3) . . ?
O6 C20 C21 123.7(3) . . ?
O5 C20 C21 111.5(3) . . ?
C26 C21 C22 119.1(3) . . ?
C26 C21 C20 122.3(3) . . ?
C22 C21 C20 118.5(4) . . ?
C23 C22 C21 120.8(4) . . ?
C22 C23 C24 118.8(3) . . ?
C25 C24 C23 122.0(3) . . ?
C25 C24 N2 118.6(4) . . ?
C23 C24 N2 119.4(3) . . ?
C24 C25 C26 119.1(3) . . ?
C25 C26 C21 120.2(3) . . ?
O3 N1 O4 123.5(5) . . ?
O3 N1 C17 118.0(4) . . ?
O4 N1 C17 118.5(4) . . ?
O8 N2 O7 122.6(4) . . ?
O8 N2 C24 118.1(4) . . ?
O7 N2 C24 119.3(4) . . ?
C13 O1 C1 118.5(3) . . ?
C20 O5 C11 119.0(3) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF

# Attachment 'web_deposit_cif_file_1_samiknanda_1308371297.ccdc_in try.cif'

data_struct
_database_code_depnum_ccdc_archive 'CCDC 830578'
#TrackingRef 'web_deposit_cif_file_1_samiknanda_1308371297.ccdc_in try.cif'

_audit_creation_date             2011-05-06T01:03:04-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
# CHEMICAL INFORMATION #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C25 H20 N2 O8'
_chemical_formula_sum            'C25 H20 N2 O8'
_chemical_formula_weight         476.43
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration rmad

#----------------------------------------------------------------------------#
# UNIT CELL INFORMATION #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P 1'
_symmetry_space_group_name_Hall  'P 1'
_symmetry_Int_Tables_number      1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   6.717(3)
_cell_length_b                   7.176(3)
_cell_length_c                   12.147(4)
_cell_angle_alpha                99.024(11)
_cell_angle_beta                 99.364(12)
_cell_angle_gamma                91.872(11)
_cell_volume                     569.5(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    293
_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
# CRYSTAL INFORMATION #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             248
_exptl_special_details           
;
?
;

#----------------------------------------------------------------------------#
# ABSORPTION CORRECTION #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
# DATA COLLECTION #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      293
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0654
_diffrn_reflns_av_unetI/netI     0.0922
_diffrn_reflns_number            5184
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         22.39
_diffrn_reflns_theta_full        22.39
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_reflns_number_total             2942
_reflns_number_gt                1403
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
# COMPUTER PROGRAMS USED #
#----------------------------------------------------------------------------#

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
# STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
# REFINEMENT INFORMATION #
#----------------------------------------------------------------------------#

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.1280P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_coef       0.074(16)
_refine_ls_number_reflns         2942
_refine_ls_number_parameters     317
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1285
_refine_ls_R_factor_gt           0.0769
_refine_ls_wR_factor_ref         0.2251
_refine_ls_wR_factor_gt          0.1893
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1(4)
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.064

#----------------------------------------------------------------------------#
# ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_number_in_cell
C 25
H 20
N 2
O 8

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
C22 C 0.5977(17) 0.6646(13) 0.5011(9) 0.072(3) Uani 1 1 d . . .
H22 H 0.6567 0.6866 0.5771 0.086 Uiso 1 1 calc R . .
C23 C 0.422(2) 0.6099(17) 0.2756(10) 0.083(3) Uani 1 1 d . . .
H23 H 0.3613 0.5945 0.2001 0.1 Uiso 1 1 calc R . .
C24 C 0.2792(17) 0.1248(13) 0.4194(8) 0.077(3) Uani 1 1 d . . .
H24A H 0.4104 0.1599 0.4049 0.115 Uiso 1 1 calc R . .
H24B H 0.2074 0.0401 0.3551 0.115 Uiso 1 1 calc R . .
H24C H 0.2939 0.0631 0.4847 0.115 Uiso 1 1 calc R . .
C25 C 0.601(2) 0.7153(17) 0.3096(10) 0.088(4) Uani 1 1 d . . .
H25 H 0.6633 0.7678 0.2576 0.106 Uiso 1 1 calc R . .
C26 C 0.1388(19) 0.4008(16) 0.3353(9) 0.083(3) Uani 1 1 d . . .
H26A H 0.1266 0.3082 0.2668 0.1 Uiso 1 1 calc R . .
H26B H 0.0207 0.4753 0.3307 0.1 Uiso 1 1 calc R . .
O8 O -0.0321(10) 0.1590(9) 0.5630(6) 0.073(2) Uani 1 1 d . . .
O10 O 0.3931(9) 0.3733(9) 0.6210(5) 0.0596(19) Uani 1 1 d . . .
C001 C 0.4517(14) 0.4829(15) 0.7234(8) 0.056(3) Uani 1 1 d . . .
C002 C 0.5640(15) 0.4714(14) 0.9242(8) 0.062(3) Uani 1 1 d . . .
H002 H 0.5694 0.6028 0.9374 0.074 Uiso 1 1 calc R . .
C003 C 0.5103(13) 0.3751(13) 0.8150(7) 0.047(2) Uani 1 1 d . . .
C004 C 0.5976(14) 0.1836(13) 0.9935(8) 0.054(3) Uani 1 1 d . . .
C005 C 0.0395(14) 0.2427(13) 0.8673(9) 0.059(3) Uani 1 1 d . . .
H005 H 0.0442 0.3741 0.881 0.071 Uiso 1 1 calc R . .
C007 C 0.5073(14) 0.1776(13) 0.7954(9) 0.059(3) Uani 1 1 d . . .
H007 H 0.4759 0.1133 0.7215 0.071 Uiso 1 1 calc R . .
C008 C -0.0357(15) 0.2650(19) 0.6664(8) 0.063(3) Uani 1 1 d . . .
C009 C 0.0669(15) -0.0460(15) 0.9365(8) 0.063(3) Uani 1 1 d . . .
C010 C 0.0729(13) 0.1507(16) 0.9574(8) 0.060(3) Uani 1 1 d . . .
H010 H 0.0991 0.217 1.0309 0.072 Uiso 1 1 calc R . .
C011 C 0.0023(16) -0.0507(14) 0.7400(9) 0.064(3) Uani 1 1 d . . .
H011 H -0.0144 -0.116 0.6664 0.077 Uiso 1 1 calc R . .
C012 C 0.5501(13) 0.0760(13) 0.8831(7) 0.051(3) Uani 1 1 d . . .
H012 H 0.5478 -0.0553 0.8706 0.062 Uiso 1 1 calc R . .
C013 C 0.0004(14) 0.1559(16) 0.7607(9) 0.063(3) Uani 1 1 d . . .
C015 C 0.6096(14) 0.3745(16) 1.0137(8) 0.063(3) Uani 1 1 d . . .
H015 H 0.648 0.4397 1.087 0.076 Uiso 1 1 calc R . .
C016 C 0.2870(14) 0.4614(12) 0.5277(7) 0.055(3) Uani 1 1 d . . .
H016 H 0.1962 0.553 0.5577 0.067 Uiso 1 1 calc R . .
C019 C -0.0450(17) 0.2555(14) 0.4676(8) 0.068(3) Uani 1 1 d . . .
H01A H -0.1134 0.3713 0.483 0.082 Uiso 1 1 calc R . .
H01B H -0.125 0.1766 0.4022 0.082 Uiso 1 1 calc R . .
C021 C 0.1607(18) 0.3025(14) 0.4411(7) 0.067(3) Uani 1 1 d . . .
C022 C 0.4197(18) 0.5547(13) 0.4651(7) 0.064(3) Uani 1 1 d . . .
C023 C 0.0287(16) -0.1462(16) 0.8286(9) 0.071(3) Uani 1 1 d . . .
H023 H 0.0209 -0.2777 0.8164 0.085 Uiso 1 1 calc R . .
N1 N 0.1037(16) -0.1490(16) 1.0336(9) 0.092(3) Uani 1 1 d . . .
N2 N 0.6429(15) 0.0812(14) 1.0888(8) 0.079(3) Uani 1 1 d . . .
O1 O -0.0588(12) 0.4313(11) 0.6811(6) 0.083(2) Uani 1 1 d . . .
O2 O 0.4335(11) 0.6544(10) 0.7369(5) 0.071(2) Uani 1 1 d . . .
O3 O 0.6921(16) 0.1682(13) 1.1819(7) 0.117(4) Uani 1 1 d . . .
O4 O 0.6307(16) -0.0918(12) 1.0666(7) 0.122(4) Uani 1 1 d . . .
O5 O 0.1465(19) -0.0573(13) 1.1250(8) 0.139(4) Uani 1 1 d . . .
O6 O 0.0922(16) -0.3162(14) 1.0152(7) 0.113(4) Uani 1 1 d . . .
C025 C 0.687(2) 0.7420(16) 0.4218(10) 0.087(4) Uani 1 1 d . . .
H025 H 0.809 0.8138 0.4454 0.104 Uiso 1 1 calc R . .
C028 C 0.3279(17) 0.5248(14) 0.3508(8) 0.067(3) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C22 0.092(9) 0.045(6) 0.078(7) 0.022(5) 0.005(6) -0.003(6)
C23 0.120(11) 0.076(8) 0.063(7) 0.027(7) 0.022(7) 0.033(8)
C24 0.110(10) 0.054(7) 0.058(7) 0.000(5) -0.003(6) 0.006(6)
C25 0.125(11) 0.077(9) 0.073(9) 0.035(7) 0.026(8) 0.002(8)
C26 0.106(10) 0.085(8) 0.055(7) 0.011(6) 0.003(6) 0.011(8)
O8 0.084(5) 0.057(5) 0.071(5) 0.009(4) -0.003(4) -0.003(4)
O10 0.069(5) 0.063(5) 0.040(4) 0.000(3) 0.002(3) -0.005(3)
C001 0.053(7) 0.058(8) 0.056(7) 0.011(6) 0.007(5) 0.012(6)
C002 0.081(8) 0.046(6) 0.057(8) 0.006(6) 0.011(6) -0.005(6)
C003 0.047(6) 0.046(7) 0.045(6) 0.008(5) -0.005(4) 0.007(5)
C004 0.071(7) 0.041(7) 0.051(6) 0.019(5) 0.001(5) 0.009(5)
C005 0.062(7) 0.035(6) 0.082(9) 0.003(6) 0.021(6) 0.004(5)
C007 0.058(7) 0.040(7) 0.077(8) 0.005(5) 0.006(5) 0.016(5)
C008 0.050(7) 0.091(10) 0.042(6) -0.008(7) 0.009(5) -0.010(6)
C009 0.073(8) 0.062(8) 0.053(7) -0.001(6) 0.014(5) 0.009(6)
C010 0.054(7) 0.073(8) 0.047(6) -0.003(6) 0.003(5) 0.006(5)
C011 0.083(8) 0.045(7) 0.061(7) 0.001(6) 0.013(6) 0.010(5)
C012 0.056(7) 0.047(6) 0.045(6) 0.002(5) -0.005(5) 0.013(5)
C013 0.044(7) 0.085(9) 0.056(7) 0.004(7) 0.010(5) -0.008(6)
C015 0.060(7) 0.077(9) 0.047(6) 0.008(6) -0.003(5) 0.005(6)
C016 0.063(7) 0.049(6) 0.051(5) 0.011(5) -0.006(5) 0.020(5)
C019 0.082(9) 0.064(7) 0.053(6) 0.012(5) -0.009(6) 0.017(6)
C021 0.081(8) 0.062(7) 0.047(6) 0.008(5) -0.022(5) 0.008(6)
C022 0.097(9) 0.054(7) 0.046(6) 0.019(5) 0.014(6) 0.005(6)
C023 0.081(8) 0.069(8) 0.056(7) -0.003(7) 0.001(6) 0.008(6)
N1 0.143(10) 0.066(8) 0.059(7) 0.001(7) -0.001(6) 0.025(7)
N2 0.109(8) 0.062(7) 0.065(7) 0.016(6) 0.005(6) 0.009(6)
O1 0.108(7) 0.064(6) 0.073(5) 0.000(4) 0.011(4) 0.013(5)
O2 0.090(6) 0.053(5) 0.064(5) 0.011(4) -0.007(4) 0.018(4)
O3 0.202(10) 0.092(6) 0.045(5) 0.005(5) -0.009(5) 0.007(6)
O4 0.220(12) 0.052(6) 0.088(7) 0.017(5) 0.002(7) 0.017(7)
O5 0.254(14) 0.078(7) 0.081(7) 0.012(6) 0.011(7) 0.039(7)
O6 0.191(11) 0.064(6) 0.079(6) 0.014(5) 0.004(6) 0.018(6)
C025 0.104(10) 0.079(9) 0.077(8) 0.025(7) 0.011(7) -0.024(7)
C028 0.099(9) 0.055(6) 0.050(7) 0.013(5) 0.016(6) 0.019(6)

#----------------------------------------------------------------------------#
# MOLECULAR GEOMETRY #
#----------------------------------------------------------------------------#

_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
C22 C022 1.379(13) . ?
C22 C025 1.391(14) . ?
C23 C25 1.367(15) . ?
C23 C028 1.395(15) . ?
C24 C021 1.536(14) . ?
C25 C025 1.373(14) . ?
C26 C028 1.495(15) . ?
C26 C021 1.549(13) . ?
O8 C008 1.367(11) . ?
O8 C019 1.433(11) . ?
O10 C001 1.354(10) . ?
O10 C016 1.477(10) . ?
C001 O2 1.229(11) . ?
C001 C003 1.463(13) . ?
C002 C015 1.379(13) . ?
C002 C003 1.381(11) . ?
C003 C007 1.398(12) . ?
C004 C015 1.351(13) . ?
C004 C012 1.419(12) . ?
C004 N2 1.463(13) . ?
C005 C013 1.327(13) . ?
C005 C010 1.357(13) . ?
C007 C012 1.381(13) . ?
C008 O1 1.197(12) . ?
C008 C013 1.478(15) . ?
C009 C023 1.372(12) . ?
C009 C010 1.393(13) . ?
C009 N1 1.479(14) . ?
C011 C023 1.355(14) . ?
C011 C013 1.465(14) . ?
C016 C022 1.471(13) . ?
C016 C021 1.548(11) . ?
C019 C021 1.509(14) . ?
C022 C028 1.404(12) . ?
N1 O6 1.183(12) . ?
N1 O5 1.185(11) . ?
N2 O3 1.193(10) . ?
N2 O4 1.225(10) . ?

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
C022 C22 C025 118.8(10) . . ?
C25 C23 C028 122.0(11) . . ?
C23 C25 C025 118.7(11) . . ?
C028 C26 C021 105.0(9) . . ?
C008 O8 C019 117.6(8) . . ?
C001 O10 C016 118.3(7) . . ?
O2 C001 O10 121.3(9) . . ?
O2 C001 C003 124.6(9) . . ?
O10 C001 C003 113.6(9) . . ?
C015 C002 C003 120.6(9) . . ?
C002 C003 C007 119.4(9) . . ?
C002 C003 C001 118.8(9) . . ?
C007 C003 C001 121.8(9) . . ?
C015 C004 C012 123.2(8) . . ?
C015 C004 N2 118.9(9) . . ?
C012 C004 N2 117.9(9) . . ?
C013 C005 C010 123.7(10) . . ?
C012 C007 C003 121.5(10) . . ?
O1 C008 O8 124.0(10) . . ?
O1 C008 C013 122.5(9) . . ?
O8 C008 C013 113.4(11) . . ?
C023 C009 C010 121.8(11) . . ?
C023 C009 N1 119.4(11) . . ?
C010 C009 N1 118.8(10) . . ?
C005 C010 C009 118.0(9) . . ?
C023 C011 C013 119.8(10) . . ?
C007 C012 C004 116.1(9) . . ?
C005 C013 C011 117.5(10) . . ?
C005 C013 C008 120.9(11) . . ?
C011 C013 C008 121.5(10) . . ?
C004 C015 C002 119.0(9) . . ?
C022 C016 O10 115.0(8) . . ?
C022 C016 C021 106.4(8) . . ?
O10 C016 C021 107.6(7) . . ?
O8 C019 C021 112.0(8) . . ?
C019 C021 C24 111.6(9) . . ?
C019 C021 C016 114.4(9) . . ?
C24 C021 C016 112.0(8) . . ?
C019 C021 C26 110.1(8) . . ?
C24 C021 C26 108.9(9) . . ?
C016 C021 C26 98.9(8) . . ?
C22 C022 C028 120.7(9) . . ?
C22 C022 C016 131.5(8) . . ?
C028 C022 C016 107.7(10) . . ?
C011 C023 C009 119.0(11) . . ?
O6 N1 O5 124.3(11) . . ?
O6 N1 C009 118.4(11) . . ?
O5 N1 C009 117.3(11) . . ?
O3 N2 O4 123.9(10) . . ?
O3 N2 C004 119.3(10) . . ?
O4 N2 C004 116.8(10) . . ?
C25 C025 C22 121.7(11) . . ?
C23 C028 C022 117.9(11) . . ?
C23 C028 C26 132.5(10) . . ?
C022 C028 C26 109.6(9) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF