# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Neil Champness'
_publ_contact_author_email       NEIL.CHAMPNESS@NOTTINGHAM.AC.UK

_publ_section_title              
;
Hydrogen-bonding Tectons for the Construction of
Bimolecular Framework Materials
;
loop_
_publ_author_name
'Neil Champness'
'Stephen A. Argent'
'Alexander Blake'
'Jacqueline Hamblin'
'Claire Wilson'

# Attachment 'Champness.cif'

data_1
_database_code_depnum_ccdc_archive 'CCDC 694062'
## dimper

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H52 N6 O12 S4'
_chemical_formula_sum            'C48 H52 N6 O12 S4'
_chemical_formula_weight         1033.20

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5846(12)
_cell_length_b                   10.1883(13)
_cell_length_c                   14.561(2)
_cell_angle_alpha                88.801(2)
_cell_angle_beta                 81.921(2)
_cell_angle_gamma                63.489(2)
_cell_volume                     1258.3(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    995
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      25.25

_exptl_crystal_description       tablet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             542
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  .
_exptl_absorpt_correction_T_max  .
_exptl_absorpt_process_details   .

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         ' sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            4002
_diffrn_reflns_av_R_equivalents  0.010
_diffrn_reflns_av_sigmaI/netI    0.051
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.40
_diffrn_reflns_theta_max         25.60
_reflns_number_total             4002
_reflns_number_gt                3034
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       'Bruker SMART version 5.625 (Bruker, 2001)'
_computing_cell_refinement       'Bruker SAINT version 6.36a (Bruker, 2000)'
_computing_data_reduction        'Bruker SAINT; Bruker SHELXTL (Bruker, 2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'enCIFer (CCDC, 2003); PLATON (Spek, 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)+(0.0794P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'geom, NH difmap'
_refine_ls_hydrogen_treatment    ' constr, NH refall'
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4002
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1263
_refine_ls_wR_factor_gt          0.1190
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      0.963
_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
C1 C 0.4306(3) 0.3591(3) 0.03606(16) 0.0209(6) Uani 1 1 d . . .
C2 C 0.2802(3) 0.4232(3) 0.01352(17) 0.0221(6) Uani 1 1 d . . .
H2 H 0.2152 0.3748 0.0252 0.027 Uiso 1 1 calc R . .
C7 C 0.7766(3) 0.4401(3) 0.02667(17) 0.0218(6) Uani 1 1 d . . .
H7 H 0.8800 0.3966 0.0428 0.026 Uiso 1 1 calc R . .
C8 C 0.6840(3) 0.3678(3) 0.04319(16) 0.0201(5) Uani 1 1 d . . .
C9 C 0.5290(3) 0.4311(3) 0.01981(16) 0.0193(5) Uani 1 1 d . . .
C11 C 0.4890(3) 0.2139(3) 0.07750(17) 0.0221(6) Uani 1 1 d . . .
O12 O 0.4128(2) 0.14544(19) 0.09336(13) 0.0297(4) Uani 1 1 d . . .
N13 N 0.6440(2) 0.1567(2) 0.09973(14) 0.0213(5) Uani 1 1 d . . .
C14 C 0.7461(3) 0.2234(3) 0.08538(17) 0.0217(6) Uani 1 1 d . . .
O15 O 0.87691(19) 0.16312(19) 0.10784(13) 0.0296(4) Uani 1 1 d . . .
N21 N 0.6486(3) 0.0344(3) 0.23800(15) 0.0263(5) Uani 1 1 d . . .
H21 H 0.581(4) 0.111(4) 0.265(2) 0.042(9) Uiso 1 1 d . . .
C22 C 0.6870(3) -0.0835(3) 0.29226(18) 0.0271(6) Uani 1 1 d . . .
O22 O 0.6373(2) -0.0711(2) 0.37473(13) 0.0383(5) Uani 1 1 d . . .
N23 N 0.7866(2) -0.2174(2) 0.24632(15) 0.0243(5) Uani 1 1 d . . .
H23 H 0.807(4) -0.295(4) 0.280(3) 0.055(10) Uiso 1 1 d . . .
C24 C 0.8410(3) -0.2418(3) 0.15170(18) 0.0220(6) Uani 1 1 d . . .
O24 O 0.9256(2) -0.36837(19) 0.11935(12) 0.0283(4) Uani 1 1 d . . .
C25 C 0.7907(3) -0.1111(3) 0.10015(17) 0.0229(6) Uani 1 1 d . . .
H25 H 0.8225 -0.1170 0.0349 0.027 Uiso 1 1 calc R . .
C26 C 0.6984(3) 0.0196(3) 0.14463(17) 0.0218(6) Uani 1 1 d . . .
C1B C 0.3777(3) 0.6256(3) 0.23019(19) 0.0330(7) Uani 1 1 d . . .
H1B H 0.4168 0.5323 0.2569 0.040 Uiso 1 1 calc R . .
C2B C 0.4704(3) 0.6988(3) 0.2157(2) 0.0353(7) Uani 1 1 d . . .
H2B H 0.5726 0.6563 0.2336 0.042 Uiso 1 1 calc R . .
C3B C 0.4148(3) 0.8330(3) 0.1756(2) 0.0339(7) Uani 1 1 d . . .
H3B H 0.4787 0.8826 0.1651 0.041 Uiso 1 1 calc R . .
C4B C 0.2661(3) 0.8946(3) 0.15065(19) 0.0327(7) Uani 1 1 d . . .
H4B H 0.2278 0.9869 0.1226 0.039 Uiso 1 1 calc R . .
C5B C 0.1722(3) 0.8236(3) 0.1660(2) 0.0353(7) Uani 1 1 d . . .
H5B H 0.0692 0.8674 0.1494 0.042 Uiso 1 1 calc R . .
C6B C 0.2282(3) 0.6889(3) 0.2056(2) 0.0351(7) Uani 1 1 d . . .
H6B H 0.1639 0.6396 0.2159 0.042 Uiso 1 1 calc R . .
C1C C 1.1190(4) 0.9313(3) 0.4273(2) 0.0465(8) Uani 1 1 d . . .
H1C H 1.2017 0.8837 0.3774 0.056 Uiso 1 1 calc R . .
C2C C 0.9897(4) 0.9059(3) 0.4370(2) 0.0470(9) Uani 1 1 d . . .
H2C H 0.9826 0.8417 0.3935 0.056 Uiso 1 1 calc R . .
C3C C 0.8683(4) 0.9733(3) 0.5101(2) 0.0465(8) Uani 1 1 d . . .
H3C H 0.7784 0.9551 0.5175 0.056 Uiso 1 1 calc R . .
S1D S 0.88102(8) 0.39876(7) 0.26578(5) 0.0308(2) Uani 1 1 d . . .
O2D O 0.8601(2) 0.5176(2) 0.33556(13) 0.0383(5) Uani 1 1 d . . .
C3D C 1.0861(4) 0.2969(4) 0.2339(3) 0.0707(13) Uani 1 1 d . . .
H3D1 H 1.1272 0.3568 0.1969 0.106 Uiso 1 1 calc R . .
H3D2 H 1.1085 0.2084 0.1971 0.106 Uiso 1 1 calc R . .
H3D3 H 1.1367 0.2686 0.2899 0.106 Uiso 1 1 calc R . .
C4D C 0.8413(4) 0.2662(4) 0.3299(2) 0.0498(9) Uani 1 1 d . . .
H4D1 H 0.7283 0.3075 0.3531 0.075 Uiso 1 1 calc R . .
H4D2 H 0.9008 0.2391 0.3825 0.075 Uiso 1 1 calc R . .
H4D3 H 0.8727 0.1788 0.2897 0.075 Uiso 1 1 calc R . .
S1E S 0.34661(9) 0.30173(8) 0.41297(5) 0.0377(2) Uani 1 1 d . . .
O2E O 0.4435(2) 0.3014(2) 0.32196(14) 0.0439(6) Uani 1 1 d . . .
C3E C 0.4647(4) 0.2892(4) 0.4998(2) 0.0459(8) Uani 1 1 d . . .
H3E1 H 0.5525 0.1903 0.4966 0.069 Uiso 1 1 calc R . .
H3E2 H 0.4005 0.3092 0.5612 0.069 Uiso 1 1 calc R . .
H3E3 H 0.5062 0.3614 0.4894 0.069 Uiso 1 1 calc R . .
C4E C 0.2030(3) 0.4884(3) 0.4370(2) 0.0462(8) Uani 1 1 d . . .
H4E1 H 0.1256 0.5150 0.3940 0.069 Uiso 1 1 calc R . .
H4E2 H 0.2552 0.5524 0.4292 0.069 Uiso 1 1 calc R . .
H4E3 H 0.1495 0.5002 0.5009 0.069 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
C1 C2 1.377(3) . ?
C1 C9 1.425(3) . ?
C1 C11 1.478(4) . ?
C2 C7 1.398(4) 2_665 ?
C7 C8 1.380(3) . ?
C7 C2 1.398(4) 2_665 ?
C8 C9 1.419(3) . ?
C8 C14 1.477(4) . ?
C9 C9 1.405(5) 2_665 ?
C11 O12 1.214(3) . ?
C11 N13 1.416(3) . ?
N13 C14 1.411(3) . ?
N13 C26 1.435(3) . ?
C14 O15 1.215(3) . ?
N21 C22 1.360(3) . ?
N21 C26 1.364(3) . ?
C22 O22 1.215(3) . ?
C22 N23 1.385(3) . ?
N23 C24 1.389(3) . ?
C24 O24 1.235(3) . ?
C24 C25 1.434(4) . ?
C25 C26 1.341(3) . ?
C1B C6B 1.380(4) . ?
C1B C2B 1.387(4) . ?
C2B C3B 1.378(4) . ?
C3B C4B 1.376(4) . ?
C4B C5B 1.379(4) . ?
C5B C6B 1.378(4) . ?
C1C C2C 1.363(5) . ?
C1C C3C 1.402(4) 2_776 ?
C2C C3C 1.388(4) . ?
C3C C1C 1.402(4) 2_776 ?
S1D O2D 1.5221(19) . ?
S1D C3D 1.760(3) . ?
S1D C4D 1.774(3) . ?
S1E O2E 1.507(2) . ?
S1E C3E 1.778(3) . ?
S1E C4E 1.786(3) . ?

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
C2 C1 C9 120.8(2) . . ?
C2 C1 C11 119.0(2) . . ?
C9 C1 C11 120.3(2) . . ?
C1 C2 C7 119.9(2) . 2_665 ?
C8 C7 C2 120.7(2) . 2_665 ?
C7 C8 C9 120.5(2) . . ?
C7 C8 C14 120.0(2) . . ?
C9 C8 C14 119.5(2) . . ?
C9 C9 C8 119.0(3) 2_665 . ?
C9 C9 C1 119.2(3) 2_665 . ?
C8 C9 C1 121.8(2) . . ?
O12 C11 N13 120.4(2) . . ?
O12 C11 C1 124.3(2) . . ?
N13 C11 C1 115.3(2) . . ?
C14 N13 C11 126.7(2) . . ?
C14 N13 C26 117.57(19) . . ?
C11 N13 C26 115.7(2) . . ?
O15 C14 N13 120.5(2) . . ?
O15 C14 C8 123.2(2) . . ?
N13 C14 C8 116.4(2) . . ?
C22 N21 C26 122.0(2) . . ?
O22 C22 N21 122.1(2) . . ?
O22 C22 N23 123.0(3) . . ?
N21 C22 N23 114.9(2) . . ?
C22 N23 C24 126.5(2) . . ?
O24 C24 N23 119.7(2) . . ?
O24 C24 C25 126.0(2) . . ?
N23 C24 C25 114.3(2) . . ?
C26 C25 C24 119.5(2) . . ?
C25 C26 N21 122.7(2) . . ?
C25 C26 N13 123.8(2) . . ?
N21 C26 N13 113.5(2) . . ?
C6B C1B C2B 119.7(3) . . ?
C3B C2B C1B 120.2(3) . . ?
C4B C3B C2B 119.6(3) . . ?
C3B C4B C5B 120.5(3) . . ?
C6B C5B C4B 119.9(3) . . ?
C5B C6B C1B 120.1(3) . . ?
C2C C1C C3C 121.0(3) . 2_776 ?
C1C C2C C3C 120.4(3) . . ?
C2C C3C C1C 118.6(3) . 2_776 ?
O2D S1D C3D 105.33(15) . . ?
O2D S1D C4D 106.80(14) . . ?
C3D S1D C4D 99.46(19) . . ?
O2E S1E C3E 105.58(14) . . ?
O2E S1E C4E 105.25(14) . . ?
C3E S1E C4E 98.30(15) . . ?

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
C9 C1 C2 C7 0.7(3) . . . 2_665 ?
C11 C1 C2 C7 -179.3(2) . . . 2_665 ?
C2 C7 C8 C9 -0.1(3) 2_665 . . . ?
C2 C7 C8 C14 179.8(2) 2_665 . . . ?
C7 C8 C9 C9 -0.5(4) . . . 2_665 ?
C14 C8 C9 C9 179.7(2) . . . 2_665 ?
C7 C8 C9 C1 -180.0(2) . . . . ?
C14 C8 C9 C1 0.1(3) . . . . ?
C2 C1 C9 C9 -0.1(4) . . . 2_665 ?
C11 C1 C9 C9 179.9(3) . . . 2_665 ?
C2 C1 C9 C8 179.4(2) . . . . ?
C11 C1 C9 C8 -0.6(3) . . . . ?
C2 C1 C11 O12 0.1(4) . . . . ?
C9 C1 C11 O12 -179.9(2) . . . . ?
C2 C1 C11 N13 -179.2(2) . . . . ?
C9 C1 C11 N13 0.8(3) . . . . ?
O12 C11 N13 C14 180.0(2) . . . . ?
C1 C11 N13 C14 -0.7(3) . . . . ?
O12 C11 N13 C26 -2.6(3) . . . . ?
C1 C11 N13 C26 176.72(19) . . . . ?
C11 N13 C14 O15 179.7(2) . . . . ?
C26 N13 C14 O15 2.3(3) . . . . ?
C11 N13 C14 C8 0.3(3) . . . . ?
C26 N13 C14 C8 -177.11(19) . . . . ?
C7 C8 C14 O15 0.7(4) . . . . ?
C9 C8 C14 O15 -179.4(2) . . . . ?
C7 C8 C14 N13 -179.9(2) . . . . ?
C9 C8 C14 N13 0.0(3) . . . . ?
C26 N21 C22 O22 -176.8(2) . . . . ?
C26 N21 C22 N23 3.2(4) . . . . ?
O22 C22 N23 C24 175.9(2) . . . . ?
N21 C22 N23 C24 -4.1(4) . . . . ?
C22 N23 C24 O24 -177.6(2) . . . . ?
C22 N23 C24 C25 2.6(4) . . . . ?
O24 C24 C25 C26 180.0(2) . . . . ?
N23 C24 C25 C26 -0.2(3) . . . . ?
C24 C25 C26 N21 -0.4(4) . . . . ?
C24 C25 C26 N13 178.9(2) . . . . ?
C22 N21 C26 C25 -1.2(4) . . . . ?
C22 N21 C26 N13 179.4(2) . . . . ?
C14 N13 C26 C25 -83.7(3) . . . . ?
C11 N13 C26 C25 98.6(3) . . . . ?
C14 N13 C26 N21 95.6(2) . . . . ?
C11 N13 C26 N21 -82.1(3) . . . . ?
C6B C1B C2B C3B -1.1(4) . . . . ?
C1B C2B C3B C4B 0.6(4) . . . . ?
C2B C3B C4B C5B 0.4(4) . . . . ?
C3B C4B C5B C6B -0.8(4) . . . . ?
C4B C5B C6B C1B 0.3(4) . . . . ?
C2B C1B C6B C5B 0.6(4) . . . . ?
C3C C1C C2C C3C -0.7(5) 2_776 . . . ?
C1C C2C C3C C1C 0.7(5) . . . 2_776 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N21 H21 O2E 0.82(3) 1.91(3) 2.729(3) 172(3) .
N23 H23 O2D 0.88(4) 1.93(4) 2.808(3) 171(3) 1_545

_diffrn_measured_fraction_theta_max 0.842
_diffrn_reflns_theta_full        25.60
_diffrn_measured_fraction_theta_full 0.842

_refine_diff_density_max         0.36
_refine_diff_density_min         -0.32
_refine_diff_density_rms         0.07

#===END of CIF

data_2
_database_code_depnum_ccdc_archive 'CCDC 694063'
## adpmdo

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H18 N4 O4'
_chemical_formula_sum            'C18 H18 N4 O4'
_chemical_formula_weight         354.36

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           Triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.540(2)
_cell_length_b                   7.502(2)
_cell_length_c                   8.185(2)
_cell_angle_alpha                90.704(5)
_cell_angle_beta                 91.595(4)
_cell_angle_gamma                93.648(5)
_cell_volume                     400.57(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    605
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      27.4

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             186
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   None
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART1000 CCD area detector'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            2309
_diffrn_reflns_av_R_equivalents  0.026
_diffrn_reflns_av_sigmaI/netI    0.077
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.49
_diffrn_reflns_theta_max         27.51
_reflns_number_total             1749
_reflns_number_gt                972
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART version 5.624 (Bruker, 2001)'
_computing_cell_refinement       'Bruker SAINT version 6.36a (Bruker, 2002)'
_computing_data_reduction        'Bruker SAINT; Bruker SHELXTL (Bruker, 2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ' ?'
_computing_publication_material  
;
?
;

_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)+(0.0394P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   
;
?
;
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1749
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0891
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.0948
_refine_ls_wR_factor_gt          0.0823
_refine_ls_goodness_of_fit_ref   0.866
_refine_ls_restrained_S_all      0.866
_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
N11 N 0.1621(2) 0.3042(2) 0.21553(19) 0.0251(4) Uani 1 1 d . . .
C12 C 0.2969(3) 0.3827(2) 0.3298(2) 0.0226(5) Uani 1 1 d . . .
O12 O 0.4640(2) 0.45465(17) 0.29268(16) 0.0268(4) Uani 1 1 d . . .
N13 N 0.2349(2) 0.3741(2) 0.48865(19) 0.0230(4) Uani 1 1 d . . .
H13 H 0.3262 0.4290 0.5783 0.028 Uiso 1 1 d R . .
C14 C 0.0523(3) 0.2937(2) 0.5433(2) 0.0235(5) Uani 1 1 d . . .
O14 O 0.0167(2) 0.29384(19) 0.68953(17) 0.0332(4) Uani 1 1 d . . .
C15 C -0.0847(3) 0.2163(3) 0.4155(2) 0.0242(5) Uani 1 1 d . . .
C16 C -0.0244(3) 0.2260(3) 0.2605(3) 0.0266(5) Uani 1 1 d . . .
H16 H -0.1150 0.1762 0.1768 0.032 Uiso 1 1 calc R . .
C17 C -0.2865(3) 0.1290(3) 0.4624(3) 0.0306(5) Uani 1 1 d . . .
H17A H -0.3655 0.0896 0.3635 0.046 Uiso 1 1 calc R . .
H17B H -0.3630 0.2147 0.5235 0.046 Uiso 1 1 calc R . .
H17C H -0.2630 0.0256 0.5308 0.046 Uiso 1 1 calc R . .
C18 C 0.2296(3) 0.2914(3) 0.0462(2) 0.0276(5) Uani 1 1 d . . .
H18A H 0.3028 0.4055 0.0166 0.033 Uiso 1 1 calc R . .
H18B H 0.1080 0.2718 -0.0282 0.033 Uiso 1 1 calc R . .
C21 C 0.3700(3) 0.1398(3) 0.0232(2) 0.0256(5) Uani 1 1 d . . .
C22 C 0.3311(3) -0.0252(3) 0.0970(2) 0.0286(5) Uani 1 1 d . . .
H22 H 0.2156 -0.0434 0.1641 0.034 Uiso 1 1 calc R . .
C23 C 0.5402(3) 0.1631(3) -0.0730(2) 0.0277(5) Uani 1 1 d . . .
H23 H 0.5694 0.2749 -0.1234 0.033 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
N11 C12 1.369(2) . ?
N11 C16 1.380(2) . ?
N11 C18 1.470(2) . ?
C12 O12 1.235(2) . ?
C12 N13 1.374(2) . ?
N13 C14 1.391(2) . ?
N13 H13 1.0009 . ?
C14 O14 1.226(2) . ?
C14 C15 1.450(3) . ?
C15 C16 1.341(3) . ?
C15 C17 1.497(3) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C21 1.519(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C21 C23 1.384(3) . ?
C21 C22 1.396(3) . ?
C22 C23 1.390(3) 2_655 ?
C22 H22 0.9500 . ?
C23 C22 1.390(3) 2_655 ?
C23 H23 0.9500 . ?

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
C12 N11 C16 120.93(17) . . ?
C12 N11 C18 117.89(16) . . ?
C16 N11 C18 120.95(17) . . ?
O12 C12 N11 122.19(18) . . ?
O12 C12 N13 122.32(18) . . ?
N11 C12 N13 115.49(17) . . ?
C12 N13 C14 126.74(17) . . ?
C12 N13 H13 119.6 . . ?
C14 N13 H13 113.6 . . ?
O14 C14 N13 120.14(18) . . ?
O14 C14 C15 125.06(18) . . ?
N13 C14 C15 114.80(18) . . ?
C16 C15 C14 118.32(18) . . ?
C16 C15 C17 123.02(19) . . ?
C14 C15 C17 118.66(18) . . ?
C15 C16 N11 123.70(19) . . ?
C15 C16 H16 118.2 . . ?
N11 C16 H16 118.2 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N11 C18 C21 111.86(16) . . ?
N11 C18 H18A 109.2 . . ?
C21 C18 H18A 109.2 . . ?
N11 C18 H18B 109.2 . . ?
C21 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C23 C21 C22 118.50(19) . . ?
C23 C21 C18 120.21(18) . . ?
C22 C21 C18 121.29(18) . . ?
C23 C22 C21 120.53(19) 2_655 . ?
C23 C22 H22 119.7 2_655 . ?
C21 C22 H22 119.7 . . ?
C21 C23 C22 120.97(18) . 2_655 ?
C21 C23 H23 119.5 . . ?
C22 C23 H23 119.5 2_655 . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N13 H13 O12 1.00 1.87 2.856(2) 167.0 2_666

_diffrn_measured_fraction_theta_max 0.945
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.945

_refine_diff_density_max         0.20
_refine_diff_density_min         -0.20
_refine_diff_density_rms         0.05

#===END of CIF

data_3
_database_code_depnum_ccdc_archive 'CCDC 694064'
## spa41

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H30 N6 O6, 2(C6 H6), 2(C2 H6 O S)'
_chemical_formula_sum            'C43 H54 N6 O8 S2'
_chemical_formula_weight         847.04

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.9327(12)
_cell_length_b                   13.0281(13)
_cell_length_c                   15.8112(15)
_cell_angle_alpha                85.170(2)
_cell_angle_beta                 74.302(2)
_cell_angle_gamma                65.333(2)
_cell_volume                     2149.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7621
_cell_measurement_theta_min      2.633
_cell_measurement_theta_max      27.483

_exptl_crystal_description       SHARD
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      .
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             900
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  .
_exptl_absorpt_correction_T_max  .
_exptl_absorpt_process_details   .

_exptl_special_details           
;
Benzene molecule disordered over two positions, occupancies refined
using free variable to value of 0.778.
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART1000 CCD area detector'
_diffrn_measurement_method       omega
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            19036
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_av_sigmaI/netI    0.046
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.94
_diffrn_reflns_theta_max         27.52
_reflns_number_total             9542
_reflns_number_gt                6924
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART version 5.624 (Bruker, 2001)'
_computing_cell_refinement       'Bruker SAINT version 6.36A (Bruker, 2002)'
_computing_data_reduction        'Bruker SAINT; SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    ' ?'
_computing_publication_material  'enCIFer(Allen et al.,2004);PLATON(Spek,2003)'

_refine_special_details          
;
;

_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)+(0.0735P)²] 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         9542
_refine_ls_number_parameters     577
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0436
_refine_ls_wR_factor_ref         0.131
_refine_ls_wR_factor_gt          0.120
_refine_ls_goodness_of_fit_ref   1.07
_refine_ls_restrained_S_all      1.07
_refine_ls_shift/su_max          0.001
_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
N11 N 0.53573(13) -0.00590(12) 0.10834(9) 0.0238(3) Uani 1 1 d . . .
H11 H 0.4686 0.0191 0.0868 0.029 Uiso 1 1 calc R . .
C12 C 0.51451(16) -0.02614(14) 0.19687(10) 0.0220(3) Uani 1 1 d . . .
O12 O 0.40985(11) -0.01686(11) 0.24225(7) 0.0288(3) Uani 1 1 d . . .
N13 N 0.62055(13) -0.05626(11) 0.22923(8) 0.0207(3) Uani 1 1 d . . .
C14 C 0.73751(15) -0.06933(14) 0.17432(10) 0.0212(3) Uani 1 1 d . . .
H14 H 0.8078 -0.0917 0.1994 0.025 Uiso 1 1 calc R . .
C15 C 0.75811(16) -0.05227(14) 0.08730(11) 0.0233(4) Uani 1 1 d . . .
C16 C 0.65100(16) -0.02055(15) 0.04946(11) 0.0239(4) Uani 1 1 d . . .
O16 O 0.65726(12) -0.00657(12) -0.02968(7) 0.0318(3) Uani 1 1 d . . .
C17 C 0.88651(17) -0.06920(17) 0.02874(12) 0.0311(4) Uani 1 1 d . . .
H17A H 0.9480 -0.0889 0.0642 0.047 Uiso 1 1 calc R . .
H17B H 0.8810 0.0007 -0.0019 0.047 Uiso 1 1 calc R . .
H17C H 0.9146 -0.1305 -0.0144 0.047 Uiso 1 1 calc R . .
C18 C 0.61169(16) -0.09653(14) 0.32026(10) 0.0212(3) Uani 1 1 d . . .
H18A H 0.6612 -0.1795 0.3176 0.025 Uiso 1 1 calc R . .
H18B H 0.5213 -0.0811 0.3492 0.025 Uiso 1 1 calc R . .
N21 N 0.39586(14) 0.49355(12) 0.41229(9) 0.0273(3) Uani 1 1 d . . .
H21 H 0.3203 0.5447 0.4096 0.033 Uiso 1 1 calc R . .
C22 C 0.39738(16) 0.40158(14) 0.46113(11) 0.0252(4) Uani 1 1 d . . .
O22 O 0.29919(12) 0.39229(10) 0.50218(9) 0.0338(3) Uani 1 1 d . . .
N23 N 0.51751(13) 0.32041(11) 0.46060(9) 0.0228(3) Uani 1 1 d . . .
C24 C 0.62580(16) 0.33411(14) 0.41468(11) 0.0242(4) Uani 1 1 d . . .
H24 H 0.7064 0.2758 0.4162 0.029 Uiso 1 1 calc R . .
C25 C 0.62398(17) 0.42548(15) 0.36768(11) 0.0259(4) Uani 1 1 d . . .
C26 C 0.50015(17) 0.51544(14) 0.36644(11) 0.0268(4) Uani 1 1 d . . .
O26 O 0.48354(13) 0.60509(10) 0.32915(8) 0.0354(3) Uani 1 1 d . . .
C27 C 0.74244(18) 0.43937(17) 0.31733(14) 0.0370(5) Uani 1 1 d . . .
H27A H 0.8178 0.3733 0.3251 0.056 Uiso 1 1 calc R . .
H27B H 0.7426 0.5075 0.3391 0.056 Uiso 1 1 calc R . .
H27C H 0.7445 0.4464 0.2548 0.056 Uiso 1 1 calc R . .
C28 C 0.52688(16) 0.22380(13) 0.51902(10) 0.0223(4) Uani 1 1 d . . .
H28A H 0.4407 0.2246 0.5424 0.027 Uiso 1 1 calc R . .
H28B H 0.5558 0.2340 0.5695 0.027 Uiso 1 1 calc R . .
N31 N 1.05901(14) -0.42051(12) 0.55353(10) 0.0284(3) Uani 1 1 d . . .
H31 H 1.1231 -0.4860 0.5351 0.034 Uiso 1 1 calc R . .
C32 C 1.05654(16) -0.33050(14) 0.50114(11) 0.0233(4) Uani 1 1 d . . .
O32 O 1.14459(11) -0.33804(10) 0.43620(8) 0.0317(3) Uani 1 1 d . . .
C34 C 0.85906(15) -0.22484(14) 0.60449(11) 0.0218(3) Uani 1 1 d . . .
H34 H 0.7893 -0.1537 0.6218 0.026 Uiso 1 1 calc R . .
C35 C 0.86418(16) -0.31165(14) 0.65762(11) 0.0252(4) Uani 1 1 d . . .
N35 N 0.94897(12) -0.23254(11) 0.52629(9) 0.0200(3) Uani 1 1 d . . .
C36 C 0.97199(17) -0.42009(15) 0.63230(12) 0.0281(4) Uani 1 1 d . . .
O36 O 0.99036(13) -0.50537(11) 0.67502(10) 0.0427(4) Uani 1 1 d . . .
C37 C 0.76644(19) -0.30265(17) 0.74290(13) 0.0388(5) Uani 1 1 d . . .
H37A H 0.7061 -0.2235 0.7558 0.058 Uiso 1 1 calc R . .
H37B H 0.8092 -0.3305 0.7903 0.058 Uiso 1 1 calc R . .
H37C H 0.7202 -0.3481 0.7383 0.058 Uiso 1 1 calc R . .
C38 C 0.94181(15) -0.12992(13) 0.47635(10) 0.0201(3) Uani 1 1 d . . .
H38A H 1.0075 -0.1521 0.4195 0.024 Uiso 1 1 calc R . .
H38B H 0.9615 -0.0813 0.5096 0.024 Uiso 1 1 calc R . .
C41 C 0.65927(15) -0.04397(13) 0.37684(10) 0.0186(3) Uani 1 1 d . . .
C42 C 0.58227(15) 0.06615(13) 0.41294(10) 0.0192(3) Uani 1 1 d . . .
C43 C 0.61740(15) 0.10913(13) 0.47455(10) 0.0182(3) Uani 1 1 d . . .
C44 C 0.73178(14) 0.04484(13) 0.49946(10) 0.0177(3) Uani 1 1 d . . .
C45 C 0.81171(14) -0.06233(13) 0.45897(10) 0.0178(3) Uani 1 1 d . . .
C46 C 0.77479(15) -0.10825(13) 0.39919(10) 0.0185(3) Uani 1 1 d . . .
C47 C 0.46127(16) 0.13694(15) 0.38537(12) 0.0284(4) Uani 1 1 d . . .
H47A H 0.3944 0.1804 0.4364 0.043 Uiso 1 1 calc R . .
H47B H 0.4331 0.0874 0.3616 0.043 Uiso 1 1 calc R . .
H47C H 0.4778 0.1889 0.3402 0.043 Uiso 1 1 calc R . .
C48 C 0.76298(16) 0.09243(14) 0.57007(11) 0.0229(4) Uani 1 1 d . . .
H48A H 0.8410 0.0360 0.5833 0.034 Uiso 1 1 calc R . .
H48B H 0.6922 0.1114 0.6233 0.034 Uiso 1 1 calc R . .
H48C H 0.7759 0.1606 0.5491 0.034 Uiso 1 1 calc R . .
C49 C 0.85713(16) -0.22749(14) 0.36163(11) 0.0236(4) Uani 1 1 d . . .
H49A H 0.8221 -0.2793 0.3945 0.035 Uiso 1 1 calc R . .
H49B H 0.9444 -0.2500 0.3665 0.035 Uiso 1 1 calc R . .
H49C H 0.8582 -0.2303 0.2997 0.035 Uiso 1 1 calc R . .
C1A C 0.5348(3) 0.3783(3) 0.1609(2) 0.0628(10) Uani 0.786(3) 1 d P A 1
H1A H 0.4604 0.4019 0.2087 0.075 Uiso 0.786(3) 1 calc PR A 1
C2A C 0.5721(4) 0.2803(3) 0.1173(3) 0.0649(12) Uani 0.786(3) 1 d P A 1
H2A H 0.5228 0.2370 0.1327 0.078 Uiso 0.786(3) 1 calc PR A 1
C3A C 0.6850(4) 0.2428(3) 0.0487(2) 0.0521(9) Uani 0.786(3) 1 d P A 1
H3A H 0.7122 0.1744 0.0167 0.063 Uiso 0.786(3) 1 calc PR A 1
C4A C 0.7561(3) 0.3070(3) 0.0286(2) 0.0472(8) Uani 0.786(3) 1 d P A 1
H4A H 0.8351 0.2805 -0.0152 0.057 Uiso 0.786(3) 1 calc PR A 1
C5A C 0.7119(3) 0.4093(3) 0.0720(2) 0.0484(8) Uani 0.786(3) 1 d P A 1
H5A H 0.7579 0.4555 0.0564 0.058 Uiso 0.786(3) 1 calc PR A 1
C6A C 0.60026(19) 0.44405(15) 0.13854(12) 0.0557(9) Uani 0.786(3) 1 d P A 1
H6A H 0.5693 0.5145 0.1688 0.067 Uiso 0.786(3) 1 calc PR A 1
C1A' C 0.53084(19) 0.47337(15) 0.04347(12) 0.070(4) Uani 0.214(3) 1 d PRU . 2
H1A' H 0.4832 0.5480 0.0279 0.084 Uiso 0.214(3) 1 calc PR A 2
C2A' C 0.47731(19) 0.39488(15) 0.05883(12) 0.089(5) Uani 0.214(3) 1 d PRU A 2
H2A' H 0.3931 0.4158 0.0538 0.107 Uiso 0.214(3) 1 calc PR A 2
C3A' C 0.54707(19) 0.28574(15) 0.08158(12) 0.074(5) Uani 0.214(3) 1 d PRU A 2
H3A' H 0.5105 0.2321 0.0921 0.089 Uiso 0.214(3) 1 calc PR A 2
C4A' C 0.67035(19) 0.25509(15) 0.08898(12) 0.094(6) Uani 0.214(3) 1 d PRU A 2
H4A' H 0.7180 0.1805 0.1045 0.112 Uiso 0.214(3) 1 calc PR A 2
C5A' C 0.72387(19) 0.33358(15) 0.07362(12) 0.111(7) Uani 0.214(3) 1 d PRU A 2
H5A' H 0.8081 0.3126 0.0787 0.133 Uiso 0.214(3) 1 calc PR A 2
C6A' C 0.65412(19) 0.44273(15) 0.05087(12) 0.090(5) Uani 0.214(3) 1 d PRU A 2
H6A' H 0.6907 0.4964 0.0404 0.108 Uiso 0.214(3) 1 calc PR A 2
C1B C 0.70615(19) 0.67277(15) 0.15896(12) 0.0518(6) Uani 1 1 d R . .
H1B H 0.6439 0.6763 0.2123 0.062 Uiso 1 1 calc R . .
C2B C 0.8332(3) 0.63046(19) 0.15833(17) 0.0541(6) Uani 1 1 d . . .
H2B H 0.8586 0.6059 0.2111 0.065 Uiso 1 1 calc R . .
C3B C 0.9228(3) 0.6240(2) 0.0808(2) 0.0665(8) Uani 1 1 d . . .
H3B H 1.0106 0.5951 0.0799 0.080 Uiso 1 1 calc R . .
C4B C 0.8855(3) 0.6595(2) 0.0043(2) 0.0732(9) Uani 1 1 d . . .
H4B H 0.9478 0.6539 -0.0493 0.088 Uiso 1 1 calc R . .
C5B C 0.7597(3) 0.7025(2) 0.00529(18) 0.0661(8) Uani 1 1 d . . .
H5B H 0.7348 0.7275 -0.0476 0.079 Uiso 1 1 calc R . .
C6B C 0.6686(3) 0.7102(2) 0.08230(18) 0.0561(6) Uani 1 1 d . . .
H6B H 0.5808 0.7407 0.0830 0.067 Uiso 1 1 calc R . .
S1C S 0.97334(5) 0.07324(4) 0.29514(3) 0.03158(13) Uani 1 1 d . . .
O2C O 0.92450(12) 0.15792(12) 0.36937(8) 0.0345(3) Uani 1 1 d . . .
C3C C 0.8560(2) 0.11961(19) 0.23454(14) 0.0423(5) Uani 1 1 d . . .
H3C1 H 0.7779 0.1140 0.2706 0.063 Uiso 1 1 calc R . .
H3C2 H 0.8884 0.0720 0.1810 0.063 Uiso 1 1 calc R . .
H3C3 H 0.8369 0.1983 0.2186 0.063 Uiso 1 1 calc R . .
C4C C 1.0929(2) 0.1017(2) 0.21551(13) 0.0433(5) Uani 1 1 d . . .
H4C1 H 1.0601 0.1825 0.2035 0.065 Uiso 1 1 calc R . .
H4C2 H 1.1163 0.0580 0.1612 0.065 Uiso 1 1 calc R . .
H4C3 H 1.1684 0.0803 0.2379 0.065 Uiso 1 1 calc R . .
S1D S 0.15478(5) 0.78494(4) 0.23214(3) 0.03771(14) Uani 1 1 d . . .
O2D O 0.07701(14) 0.84476(13) 0.16891(9) 0.0457(4) Uani 1 1 d . . .
C3D C 0.2004(2) 0.63661(18) 0.21746(15) 0.0489(6) Uani 1 1 d . . .
H3D1 H 0.1242 0.6206 0.2353 0.073 Uiso 1 1 calc R . .
H3D2 H 0.2589 0.5942 0.2536 0.073 Uiso 1 1 calc R . .
H3D3 H 0.2430 0.6140 0.1555 0.073 Uiso 1 1 calc R . .
C4D C 0.3093(2) 0.7827(2) 0.18837(17) 0.0536(6) Uani 1 1 d . . .
H4D1 H 0.3432 0.7518 0.1279 0.080 Uiso 1 1 calc R . .
H4D2 H 0.3659 0.7353 0.2243 0.080 Uiso 1 1 calc R . .
H4D3 H 0.3039 0.8598 0.1888 0.080 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
N11 C12 1.377(2) . ?
N11 C16 1.383(2) . ?
N11 H11 0.8800 . ?
C12 O12 1.222(2) . ?
C12 N13 1.385(2) . ?
N13 C14 1.379(2) . ?
N13 C18 1.4815(19) . ?
C14 C15 1.347(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.447(2) . ?
C15 C17 1.496(2) . ?
C16 O16 1.2357(19) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C41 1.515(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
N21 C22 1.366(2) . ?
N21 C26 1.389(2) . ?
N21 H21 0.8800 . ?
C22 O22 1.226(2) . ?
C22 N23 1.379(2) . ?
N23 C24 1.375(2) . ?
N23 C28 1.481(2) . ?
C24 C25 1.344(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.457(2) . ?
C25 C27 1.498(3) . ?
C26 O26 1.227(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C43 1.521(2) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
N31 C32 1.372(2) . ?
N31 C36 1.388(2) . ?
N31 H31 0.8800 . ?
C32 O32 1.231(2) . ?
C32 N35 1.370(2) . ?
C34 C35 1.341(2) . ?
C34 N35 1.379(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.453(2) . ?
C35 C37 1.501(2) . ?
N35 C38 1.477(2) . ?
C36 O36 1.220(2) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C45 1.520(2) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C41 C46 1.406(2) . ?
C41 C42 1.408(2) . ?
C42 C43 1.395(2) . ?
C42 C47 1.512(2) . ?
C43 C44 1.414(2) . ?
C44 C45 1.406(2) . ?
C44 C48 1.518(2) . ?
C45 C46 1.409(2) . ?
C46 C49 1.516(2) . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C1A C2A 1.345(5) . ?
C1A C6A 1.352(4) . ?
C1A H1A 0.9500 . ?
C2A C3A 1.407(5) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.386(5) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.378(4) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.380(4) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C1A' C2A' 1.3900 . ?
C1A' C6A' 1.3900 . ?
C1A' C1A' 1.695(4) 2_665 ?
C1A' H1A' 0.9500 . ?
C2A' C3A' 1.3900 . ?
C2A' H2A' 0.9500 . ?
C3A' C4A' 1.3900 . ?
C3A' H3A' 0.9500 . ?
C4A' C5A' 1.3900 . ?
C4A' H4A' 0.9500 . ?
C5A' C6A' 1.3900 . ?
C5A' H5A' 0.9500 . ?
C6A' H6A' 0.9500 . ?
C1B C2B 1.377(3) . ?
C1B C6B 1.386(3) . ?
C1B H1B 0.9500 . ?
C2B C3B 1.374(4) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.378(4) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.361(4) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.374(4) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
S1C O2C 1.4985(13) . ?
S1C C4C 1.775(2) . ?
S1C C3C 1.780(2) . ?
C3C H3C1 0.9800 . ?
C3C H3C2 0.9800 . ?
C3C H3C3 0.9800 . ?
C4C H4C1 0.9800 . ?
C4C H4C2 0.9800 . ?
C4C H4C3 0.9800 . ?
S1D O2D 1.4951(14) . ?
S1D C4D 1.774(2) . ?
S1D C3D 1.793(2) . ?
C3D H3D1 0.9800 . ?
C3D H3D2 0.9800 . ?
C3D H3D3 0.9800 . ?
C4D H4D1 0.9800 . ?
C4D H4D2 0.9800 . ?
C4D H4D3 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
C12 N11 C16 127.13(14) . . ?
C12 N11 H11 116.4 . . ?
C16 N11 H11 116.4 . . ?
O12 C12 N11 121.92(14) . . ?
O12 C12 N13 123.66(15) . . ?
N11 C12 N13 114.41(14) . . ?
C14 N13 C12 121.13(13) . . ?
C14 N13 C18 119.94(13) . . ?
C12 N13 C18 117.79(13) . . ?
C15 C14 N13 123.98(15) . . ?
C15 C14 H14 118.0 . . ?
N13 C14 H14 118.0 . . ?
C14 C15 C16 117.56(15) . . ?
C14 C15 C17 123.00(15) . . ?
C16 C15 C17 119.40(14) . . ?
O16 C16 N11 119.93(15) . . ?
O16 C16 C15 124.47(16) . . ?
N11 C16 C15 115.59(14) . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N13 C18 C41 115.13(13) . . ?
N13 C18 H18A 108.5 . . ?
C41 C18 H18A 108.5 . . ?
N13 C18 H18B 108.5 . . ?
C41 C18 H18B 108.5 . . ?
H18A C18 H18B 107.5 . . ?
C22 N21 C26 127.36(14) . . ?
C22 N21 H21 116.3 . . ?
C26 N21 H21 116.3 . . ?
O22 C22 N21 122.32(15) . . ?
O22 C22 N23 122.79(15) . . ?
N21 C22 N23 114.89(16) . . ?
C24 N23 C22 121.32(14) . . ?
C24 N23 C28 120.36(13) . . ?
C22 N23 C28 117.96(14) . . ?
C25 C24 N23 123.65(15) . . ?
C25 C24 H24 118.2 . . ?
N23 C24 H24 118.2 . . ?
C24 C25 C26 117.97(16) . . ?
C24 C25 C27 123.31(16) . . ?
C26 C25 C27 118.72(15) . . ?
O26 C26 N21 120.00(16) . . ?
O26 C26 C25 125.29(17) . . ?
N21 C26 C25 114.71(15) . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N23 C28 C43 114.16(13) . . ?
N23 C28 H28A 108.7 . . ?
C43 C28 H28A 108.7 . . ?
N23 C28 H28B 108.7 . . ?
C43 C28 H28B 108.7 . . ?
H28A C28 H28B 107.6 . . ?
C32 N31 C36 127.43(14) . . ?
C32 N31 H31 116.3 . . ?
C36 N31 H31 116.3 . . ?
O32 C32 N35 122.84(15) . . ?
O32 C32 N31 122.11(15) . . ?
N35 C32 N31 115.05(15) . . ?
C35 C34 N35 123.99(15) . . ?
C35 C34 H34 118.0 . . ?
N35 C34 H34 118.0 . . ?
C34 C35 C36 118.20(16) . . ?
C34 C35 C37 123.78(16) . . ?
C36 C35 C37 118.00(15) . . ?
C32 N35 C34 120.65(13) . . ?
C32 N35 C38 118.49(13) . . ?
C34 N35 C38 120.02(13) . . ?
O36 C36 N31 120.42(16) . . ?
O36 C36 C35 125.28(17) . . ?
N31 C36 C35 114.29(15) . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N35 C38 C45 113.02(13) . . ?
N35 C38 H38A 109.0 . . ?
C45 C38 H38A 109.0 . . ?
N35 C38 H38B 109.0 . . ?
C45 C38 H38B 109.0 . . ?
H38A C38 H38B 107.8 . . ?
C46 C41 C42 120.09(14) . . ?
C46 C41 C18 120.04(14) . . ?
C42 C41 C18 119.65(14) . . ?
C43 C42 C41 119.84(14) . . ?
C43 C42 C47 120.30(14) . . ?
C41 C42 C47 119.85(14) . . ?
C42 C43 C44 120.90(14) . . ?
C42 C43 C28 119.00(13) . . ?
C44 C43 C28 120.00(14) . . ?
C45 C44 C43 118.67(14) . . ?
C45 C44 C48 122.17(13) . . ?
C43 C44 C48 119.15(14) . . ?
C44 C45 C46 120.79(14) . . ?
C44 C45 C38 120.86(14) . . ?
C46 C45 C38 118.32(14) . . ?
C41 C46 C45 119.52(14) . . ?
C41 C46 C49 120.34(14) . . ?
C45 C46 C49 120.10(13) . . ?
C42 C47 H47A 109.5 . . ?
C42 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C42 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C44 C48 H48A 109.5 . . ?
C44 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C44 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C46 C49 H49A 109.5 . . ?
C46 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C46 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C2A C1A C6A 121.8(3) . . ?
C2A C1A H1A 119.1 . . ?
C6A C1A H1A 119.1 . . ?
C1A C2A C3A 119.3(4) . . ?
C1A C2A H2A 120.4 . . ?
C3A C2A H2A 120.4 . . ?
C4A C3A C2A 119.1(3) . . ?
C4A C3A H3A 120.4 . . ?
C2A C3A H3A 120.4 . . ?
C5A C4A C3A 119.9(3) . . ?
C5A C4A H4A 120.1 . . ?
C3A C4A H4A 120.1 . . ?
C4A C5A C6A 119.5(3) . . ?
C4A C5A H5A 120.3 . . ?
C6A C5A H5A 120.3 . . ?
C1A C6A C5A 120.3(2) . . ?
C1A C6A H6A 119.9 . . ?
C5A C6A H6A 119.9 . . ?
C2A' C1A' C6A' 120.0 . . ?
C2A' C1A' H1A' 120.0 . . ?
C6A' C1A' H1A' 120.0 . . ?
C1A' C2A' C3A' 120.0 . . ?
C1A' C2A' H2A' 120.0 . . ?
C3A' C2A' H2A' 120.0 . . ?
C4A' C3A' C2A' 120.0 . . ?
C4A' C3A' H3A' 120.0 . . ?
C2A' C3A' H3A' 120.0 . . ?
C5A' C4A' C3A' 120.0 . . ?
C5A' C4A' H4A' 120.0 . . ?
C3A' C4A' H4A' 120.0 . . ?
C4A' C5A' C6A' 120.0 . . ?
C4A' C5A' H5A' 120.0 . . ?
C6A' C5A' H5A' 120.0 . . ?
C5A' C6A' C1A' 120.0 . . ?
C5A' C6A' H6A' 120.0 . . ?
C1A' C6A' H6A' 120.0 . . ?
C2B C1B C6B 120.4(2) . . ?
C2B C1B H1B 119.8 . . ?
C6B C1B H1B 119.8 . . ?
C3B C2B C1B 119.5(2) . . ?
C3B C2B H2B 120.2 . . ?
C1B C2B H2B 120.2 . . ?
C2B C3B C4B 120.0(3) . . ?
C2B C3B H3B 120.0 . . ?
C4B C3B H3B 120.0 . . ?
C5B C4B C3B 120.4(3) . . ?
C5B C4B H4B 119.8 . . ?
C3B C4B H4B 119.8 . . ?
C4B C5B C6B 120.5(3) . . ?
C4B C5B H5B 119.8 . . ?
C6B C5B H5B 119.8 . . ?
C5B C6B C1B 119.3(3) . . ?
C5B C6B H6B 120.4 . . ?
C1B C6B H6B 120.4 . . ?
O2C S1C C4C 106.65(10) . . ?
O2C S1C C3C 106.48(9) . . ?
C4C S1C C3C 97.49(10) . . ?
S1C C3C H3C1 109.5 . . ?
S1C C3C H3C2 109.5 . . ?
H3C1 C3C H3C2 109.5 . . ?
S1C C3C H3C3 109.5 . . ?
H3C1 C3C H3C3 109.5 . . ?
H3C2 C3C H3C3 109.5 . . ?
S1C C4C H4C1 109.5 . . ?
S1C C4C H4C2 109.5 . . ?
H4C1 C4C H4C2 109.5 . . ?
S1C C4C H4C3 109.5 . . ?
H4C1 C4C H4C3 109.5 . . ?
H4C2 C4C H4C3 109.5 . . ?
O2D S1D C4D 107.52(10) . . ?
O2D S1D C3D 107.25(10) . . ?
C4D S1D C3D 96.82(11) . . ?
S1D C3D H3D1 109.5 . . ?
S1D C3D H3D2 109.5 . . ?
H3D1 C3D H3D2 109.5 . . ?
S1D C3D H3D3 109.5 . . ?
H3D1 C3D H3D3 109.5 . . ?
H3D2 C3D H3D3 109.5 . . ?
S1D C4D H4D1 109.5 . . ?
S1D C4D H4D2 109.5 . . ?
H4D1 C4D H4D2 109.5 . . ?
S1D C4D H4D3 109.5 . . ?
H4D1 C4D H4D3 109.5 . . ?
H4D2 C4D H4D3 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
C16 N11 C12 O12 -175.50(16) . . . . ?
C16 N11 C12 N13 5.1(2) . . . . ?
O12 C12 N13 C14 177.68(16) . . . . ?
N11 C12 N13 C14 -3.0(2) . . . . ?
O12 C12 N13 C18 9.9(2) . . . . ?
N11 C12 N13 C18 -170.76(14) . . . . ?
C12 N13 C14 C15 1.4(3) . . . . ?
C18 N13 C14 C15 168.94(16) . . . . ?
N13 C14 C15 C16 -1.3(3) . . . . ?
N13 C14 C15 C17 -178.76(16) . . . . ?
C12 N11 C16 O16 174.80(16) . . . . ?
C12 N11 C16 C15 -5.1(3) . . . . ?
C14 C15 C16 O16 -177.06(17) . . . . ?
C17 C15 C16 O16 0.5(3) . . . . ?
C14 C15 C16 N11 2.9(2) . . . . ?
C17 C15 C16 N11 -179.58(16) . . . . ?
C14 N13 C18 C41 59.08(19) . . . . ?
C12 N13 C18 C41 -132.97(15) . . . . ?
C26 N21 C22 O22 177.00(17) . . . . ?
C26 N21 C22 N23 -3.0(3) . . . . ?
O22 C22 N23 C24 -179.19(16) . . . . ?
N21 C22 N23 C24 0.8(2) . . . . ?
O22 C22 N23 C28 -6.0(3) . . . . ?
N21 C22 N23 C28 173.98(14) . . . . ?
C22 N23 C24 C25 0.1(3) . . . . ?
C28 N23 C24 C25 -172.90(16) . . . . ?
N23 C24 C25 C26 0.8(3) . . . . ?
N23 C24 C25 C27 -179.56(16) . . . . ?
C22 N21 C26 O26 -176.03(17) . . . . ?
C22 N21 C26 C25 3.9(3) . . . . ?
C24 C25 C26 O26 177.34(17) . . . . ?
C27 C25 C26 O26 -2.3(3) . . . . ?
C24 C25 C26 N21 -2.5(2) . . . . ?
C27 C25 C26 N21 177.82(16) . . . . ?
C24 N23 C28 C43 -53.9(2) . . . . ?
C22 N23 C28 C43 132.84(16) . . . . ?
C36 N31 C32 O32 173.59(17) . . . . ?
C36 N31 C32 N35 -6.7(3) . . . . ?
N35 C34 C35 C36 1.1(3) . . . . ?
N35 C34 C35 C37 179.66(16) . . . . ?
O32 C32 N35 C34 -173.17(15) . . . . ?
N31 C32 N35 C34 7.2(2) . . . . ?
O32 C32 N35 C38 -3.7(2) . . . . ?
N31 C32 N35 C38 176.64(14) . . . . ?
C35 C34 N35 C32 -4.9(2) . . . . ?
C35 C34 N35 C38 -174.22(16) . . . . ?
C32 N31 C36 O36 -175.37(18) . . . . ?
C32 N31 C36 C35 3.3(3) . . . . ?
C34 C35 C36 O36 178.36(18) . . . . ?
C37 C35 C36 O36 -0.2(3) . . . . ?
C34 C35 C36 N31 -0.2(2) . . . . ?
C37 C35 C36 N31 -178.81(16) . . . . ?
C32 N35 C38 C45 137.85(15) . . . . ?
C34 N35 C38 C45 -52.60(19) . . . . ?
N13 C18 C41 C46 -107.99(17) . . . . ?
N13 C18 C41 C42 77.34(19) . . . . ?
C46 C41 C42 C43 -3.4(2) . . . . ?
C18 C41 C42 C43 171.24(14) . . . . ?
C46 C41 C42 C47 177.11(15) . . . . ?
C18 C41 C42 C47 -8.2(2) . . . . ?
C41 C42 C43 C44 2.0(2) . . . . ?
C47 C42 C43 C44 -178.56(15) . . . . ?
C41 C42 C43 C28 -174.37(14) . . . . ?
C47 C42 C43 C28 5.1(2) . . . . ?
N23 C28 C43 C42 -71.2(2) . . . . ?
N23 C28 C43 C44 112.45(16) . . . . ?
C42 C43 C44 C45 1.8(2) . . . . ?
C28 C43 C44 C45 178.15(14) . . . . ?
C42 C43 C44 C48 -176.93(15) . . . . ?
C28 C43 C44 C48 -0.6(2) . . . . ?
C43 C44 C45 C46 -4.3(2) . . . . ?
C48 C44 C45 C46 174.47(15) . . . . ?
C43 C44 C45 C38 173.78(14) . . . . ?
C48 C44 C45 C38 -7.5(2) . . . . ?
N35 C38 C45 C44 111.91(16) . . . . ?
N35 C38 C45 C46 -70.00(18) . . . . ?
C42 C41 C46 C45 1.0(2) . . . . ?
C18 C41 C46 C45 -173.61(14) . . . . ?
C42 C41 C46 C49 179.08(14) . . . . ?
C18 C41 C46 C49 4.4(2) . . . . ?
C44 C45 C46 C41 2.9(2) . . . . ?
C38 C45 C46 C41 -175.24(14) . . . . ?
C44 C45 C46 C49 -175.19(14) . . . . ?
C38 C45 C46 C49 6.7(2) . . . . ?
C6A C1A C2A C3A 2.5(6) . . . . ?
C1A C2A C3A C4A 0.9(6) . . . . ?
C2A C3A C4A C5A -3.8(5) . . . . ?
C3A C4A C5A C6A 3.3(5) . . . . ?
C2A C1A C6A C5A -3.0(5) . . . . ?
C4A C5A C6A C1A 0.0(5) . . . . ?
C6A' C1A' C2A' C3A' 0.0 . . . . ?
C1A' C1A' C2A' C3A' 139.53(12) 2_665 . . . ?
C1A' C2A' C3A' C4A' 0.0 . . . . ?
C2A' C3A' C4A' C5A' 0.0 . . . . ?
C3A' C4A' C5A' C6A' 0.0 . . . . ?
C4A' C5A' C6A' C1A' 0.0 . . . . ?
C2A' C1A' C6A' C5A' 0.0 . . . . ?
C1A' C1A' C6A' C5A' -123.24(15) 2_665 . . . ?
C6B C1B C2B C3B -0.9(3) . . . . ?
C1B C2B C3B C4B -0.1(4) . . . . ?
C2B C3B C4B C5B 0.9(4) . . . . ?
C3B C4B C5B C6B -0.6(4) . . . . ?
C4B C5B C6B C1B -0.5(4) . . . . ?
C2B C1B C6B C5B 1.2(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N11 H11 O16 0.88 2.02 2.8425(18) 156.1 2_655
N21 H21 O32 0.88 1.97 2.8253(18) 165.3 1_465
N31 H31 O22 0.88 1.99 2.8393(18) 161.3 1_645

_diffrn_measured_fraction_theta_max 0.964
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.964

_refine_diff_density_max         0.83
_refine_diff_density_min         -0.41
_refine_diff_density_rms         0.05

#===END of CIF

data_4
_database_code_depnum_ccdc_archive 'CCDC 694065'
## melsuc

_exptl_special_details           
;
DMSO molecule B disorder modelled in two orientations, sites C3B/C3B'
and O2B/C4B' common to both molecules. Occupancy refined on free
variable and then fixed at 0.9/0.1. S1B' and O2B' refined with
isotropic displacement parameters. Appropriate geometric restraints
have been applied.
;

_audit_creation_method           'enCIFer editing of SHELXL97 CIF output'
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H10 N6 O8, 4(C2 H6 O S), C3 H6 N6'
_chemical_formula_sum            'C33 H40 N12 O12 S4'
_chemical_formula_weight         925.01

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

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

_cell_length_a                   22.41(2)
_cell_length_b                   8.270(7)
_cell_length_c                   23.68(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.17(2)
_cell_angle_gamma                90.00
_cell_volume                     4120(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3355
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      27.47

_exptl_crystal_description       tablet
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1928
_exptl_absorpt_coefficient_mu    0.307
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  .
_exptl_absorpt_correction_T_max  .
_exptl_absorpt_process_details   .

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       omega
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            12158
_diffrn_reflns_av_R_equivalents  0.054
_diffrn_reflns_av_sigmaI/netI    0.066
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.69
_diffrn_reflns_theta_max         28.13
_reflns_number_total             4730
_reflns_number_gt                3535
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       'Bruker SMART version 5.624 (Bruker, 2001)'
_computing_cell_refinement       'Bruker SAINT version 6.36A (Bruker, 2002)'
_computing_data_reduction        'Bruker SAINT; SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    ' ?'
_computing_publication_material  'enCIFer(Allen et al.,2004);PLATON(Spek,2003)'

_refine_special_details          
;
;

_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)+(0.082P)²+2.239P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   .
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4730
_refine_ls_number_parameters     285
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0803
_refine_ls_R_factor_gt           0.0606
_refine_ls_wR_factor_ref         0.164
_refine_ls_wR_factor_gt          0.152
_refine_ls_goodness_of_fit_ref   1.04
_refine_ls_restrained_S_all      1.05
_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
C1 C 0.07013(11) 0.4484(3) -0.02121(10) 0.0201(5) Uani 1 1 d . . .
C2 C 0.04758(12) 0.4896(4) -0.08110(11) 0.0277(6) Uani 1 1 d . . .
H2 H 0.0740 0.4755 -0.1047 0.033 Uiso 1 1 calc R . .
C7 C 0.01397(12) 0.4476(3) 0.10789(11) 0.0259(6) Uani 1 1 d . . .
H7 H 0.0286 0.4182 0.1492 0.031 Uiso 1 1 calc R . .
C8 C 0.05298(12) 0.4287(3) 0.07499(10) 0.0204(5) Uani 1 1 d . . .
C9 C 0.03095(11) 0.4684(3) 0.01350(10) 0.0177(5) Uani 1 1 d . . .
C11 C 0.13539(12) 0.3855(3) 0.00614(10) 0.0242(6) Uani 1 1 d . . .
O12 O 0.17098(10) 0.3606(3) -0.02110(8) 0.0411(6) Uani 1 1 d . . .
N13 N 0.15547(10) 0.3525(3) 0.06751(8) 0.0192(4) Uani 1 1 d . . .
C14 C 0.11836(12) 0.3663(3) 0.10424(10) 0.0220(5) Uani 1 1 d . . .
O15 O 0.14022(9) 0.3260(3) 0.15649(8) 0.0328(5) Uani 1 1 d . . .
N21 N 0.22287(10) 0.1292(3) 0.09445(9) 0.0239(5) Uani 1 1 d . . .
H21 H 0.1882 0.0724 0.0769 0.029 Uiso 1 1 calc R . .
C22 C 0.27943(12) 0.0506(3) 0.12018(11) 0.0225(5) Uani 1 1 d . . .
O22 O 0.28431(9) -0.0958(2) 0.11792(9) 0.0337(5) Uani 1 1 d . . .
N23 N 0.32991(10) 0.1473(2) 0.14993(8) 0.0194(4) Uani 1 1 d . . .
H23 H 0.3656 0.0987 0.1711 0.023 Uiso 1 1 calc R . .
C24 C 0.33013(12) 0.3125(3) 0.14985(10) 0.0206(5) Uani 1 1 d . . .
O24 O 0.38063(9) 0.3854(2) 0.17535(8) 0.0291(5) Uani 1 1 d . . .
C25 C 0.26902(12) 0.3876(3) 0.12035(10) 0.0221(5) Uani 1 1 d . . .
H25 H 0.2647 0.5020 0.1188 0.026 Uiso 1 1 calc R . .
C26 C 0.21901(12) 0.2925(3) 0.09544(10) 0.0211(5) Uani 1 1 d . . .
N31 N 0.44531(9) 0.9798(2) 0.21810(8) 0.0190(4) Uani 1 1 d . . .
C32 C 0.5000 1.0549(4) 0.2500 0.0172(7) Uani 1 2 d S . .
N33 N 0.5000 1.2164(4) 0.2500 0.0245(7) Uani 1 2 d S . .
H33A H 0.4652 1.2696 0.2297 0.029 Uiso 0.50 1 calc PR . .
H33B H 0.5348 1.2696 0.2703 0.029 Uiso 0.50 1 calc PR . .
C34 C 0.44859(12) 0.8170(3) 0.21968(10) 0.0205(5) Uani 1 1 d . . .
N35 N 0.5000 0.7295(4) 0.2500 0.0227(6) Uani 1 2 d S . .
N36 N 0.39642(10) 0.7363(3) 0.18724(10) 0.0277(5) Uani 1 1 d . . .
H36A H 0.3968 0.6299 0.1864 0.033 Uiso 1 1 calc R . .
H36B H 0.3617 0.7894 0.1667 0.033 Uiso 1 1 calc R . .
S1A S 0.41368(4) 0.61951(9) 0.00722(3) 0.0329(2) Uani 1 1 d . . .
O2A O 0.39855(10) 0.4875(3) -0.03945(9) 0.0370(5) Uani 1 1 d . . .
C3A C 0.34128(16) 0.6581(4) 0.01990(14) 0.0441(8) Uani 1 1 d . . .
H3A1 H 0.3115 0.7131 -0.0152 0.066 Uiso 1 1 calc R . .
H3A2 H 0.3497 0.7269 0.0555 0.066 Uiso 1 1 calc R . .
H3A3 H 0.3227 0.5556 0.0264 0.066 Uiso 1 1 calc R . .
C4A C 0.45652(17) 0.5223(4) 0.07626(13) 0.0457(8) Uani 1 1 d . . .
H4A1 H 0.4989 0.4925 0.0764 0.069 Uiso 1 1 calc R . .
H4A2 H 0.4337 0.4248 0.0806 0.069 Uiso 1 1 calc R . .
H4A3 H 0.4606 0.5961 0.1098 0.069 Uiso 1 1 calc R . .
S1B S 0.17820(4) 0.79815(10) 0.16046(3) 0.0333(2) Uani 0.90 1 d PD A 1
O2B O 0.16332(11) 0.6830(3) 0.10957(9) 0.0390(5) Uani 0.90 1 d PD A 1
C3B C 0.23201(16) 0.6964(4) 0.22444(13) 0.0488(9) Uani 0.90 1 d PD A 1
H3B1 H 0.2738 0.6883 0.2201 0.073 Uiso 0.90 1 calc PR A 1
H3B2 H 0.2159 0.5877 0.2273 0.073 Uiso 0.90 1 calc PR A 1
H3B3 H 0.2358 0.7575 0.2610 0.073 Uiso 0.90 1 calc PR A 1
C4B C 0.10987(18) 0.7905(6) 0.18364(17) 0.0595(12) Uani 0.90 1 d PD A 1
H4B1 H 0.0737 0.8425 0.1531 0.089 Uiso 0.90 1 calc PR A 1
H4B2 H 0.1193 0.8472 0.2221 0.089 Uiso 0.90 1 calc PR A 1
H4B3 H 0.0993 0.6774 0.1884 0.089 Uiso 0.90 1 calc PR A 1
S1B' S 0.1495(4) 0.7229(14) 0.1786(3) 0.069(3) Uiso 0.10 1 d PD B 2
O2B' O 0.1390(13) 0.901(2) 0.1794(9) 0.102(12) Uiso 0.10 1 d PD B 2
C3B' C 0.23201(16) 0.6964(4) 0.22444(13) 0.0488(9) Uani 0.10 1 d PD B 2
H3B4 H 0.2371 0.7124 0.2669 0.073 Uiso 0.10 1 calc PR B 2
H3B5 H 0.2580 0.7756 0.2125 0.073 Uiso 0.10 1 calc PR B 2
H3B6 H 0.2457 0.5869 0.2188 0.073 Uiso 0.10 1 calc PR B 2
C4B' C 0.16332(11) 0.6830(3) 0.10957(9) 0.0390(5) Uani 0.10 1 d PD B 2
H4B4 H 0.1230 0.6899 0.0758 0.058 Uiso 0.10 1 calc PR B 2
H4B5 H 0.1813 0.5744 0.1111 0.058 Uiso 0.10 1 calc PR B 2
H4B6 H 0.1932 0.7630 0.1042 0.058 Uiso 0.10 1 calc PR B 2


_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 C2 1.374(3) . ?
C1 C9 1.404(3) . ?
C1 C11 1.475(4) . ?
C2 C7 1.404(4) 5_565 ?
C7 C8 1.366(4) . ?
C7 C2 1.404(4) 5_565 ?
C8 C9 1.406(3) . ?
C8 C14 1.481(4) . ?
C9 C9 1.412(5) 5_565 ?
C11 O12 1.204(3) . ?
C11 N13 1.392(3) . ?
N13 C14 1.400(3) . ?
N13 C26 1.436(3) . ?
C14 O15 1.210(3) . ?
N21 C26 1.354(3) . ?
N21 C22 1.367(3) . ?
C22 O22 1.218(3) . ?
C22 N23 1.366(3) . ?
N23 C24 1.367(3) . ?
C24 O24 1.240(3) . ?
C24 C25 1.445(3) . ?
C25 C26 1.329(4) . ?
N31 C34 1.348(3) . ?
N31 C32 1.349(3) . ?
C32 N33 1.336(5) . ?
C32 N31 1.349(3) 2_655 ?
C34 N36 1.336(3) . ?
C34 N35 1.340(3) . ?
N35 C34 1.340(3) 2_655 ?
S1A O2A 1.507(2) . ?
S1A C4A 1.777(3) . ?
S1A C3A 1.778(4) . ?
S1B O2B 1.481(2) . ?
S1B C3B 1.788(3) . ?
S1B C4B 1.797(4) . ?
S1B' O2B' 1.495(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
C2 C1 C9 119.6(2) . . ?
C2 C1 C11 119.8(2) . . ?
C9 C1 C11 120.7(2) . . ?
C1 C2 C7 120.8(2) . 5_565 ?
C8 C7 C2 120.5(2) . 5_565 ?
C7 C8 C9 119.9(2) . . ?
C7 C8 C14 119.8(2) . . ?
C9 C8 C14 120.2(2) . . ?
C1 C9 C8 120.8(2) . . ?
C1 C9 C9 119.6(3) . 5_565 ?
C8 C9 C9 119.6(3) . 5_565 ?
O12 C11 N13 119.4(2) . . ?
O12 C11 C1 124.4(2) . . ?
N13 C11 C1 116.3(2) . . ?
C11 N13 C14 125.8(2) . . ?
C11 N13 C26 117.4(2) . . ?
C14 N13 C26 116.69(19) . . ?
O15 C14 N13 119.7(2) . . ?
O15 C14 C8 124.1(2) . . ?
N13 C14 C8 116.2(2) . . ?
C26 N21 C22 121.4(2) . . ?
O22 C22 N23 122.2(2) . . ?
O22 C22 N21 122.4(2) . . ?
N23 C22 N21 115.3(2) . . ?
C22 N23 C24 126.0(2) . . ?
O24 C24 N23 119.3(2) . . ?
O24 C24 C25 125.5(2) . . ?
N23 C24 C25 115.3(2) . . ?
C26 C25 C24 118.3(2) . . ?
C25 C26 N21 123.3(2) . . ?
C25 C26 N13 123.4(2) . . ?
N21 C26 N13 113.3(2) . . ?
C34 N31 C32 114.4(2) . . ?
N33 C32 N31 117.40(16) . . ?
N33 C32 N31 117.40(16) . 2_655 ?
N31 C32 N31 125.2(3) . 2_655 ?
N36 C34 N35 117.3(2) . . ?
N36 C34 N31 117.1(2) . . ?
N35 C34 N31 125.6(2) . . ?
C34 N35 C34 114.6(3) 2_655 . ?
O2A S1A C4A 105.10(16) . . ?
O2A S1A C3A 105.44(14) . . ?
C4A S1A C3A 99.25(17) . . ?
O2B S1B C3B 106.49(16) . . ?
O2B S1B C4B 104.43(18) . . ?
C3B S1B C4B 97.0(2) . . ?

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
C9 C1 C2 C7 0.4(4) . . . 5_565 ?
C11 C1 C2 C7 -178.9(3) . . . 5_565 ?
C2 C7 C8 C9 -1.6(4) 5_565 . . . ?
C2 C7 C8 C14 178.4(3) 5_565 . . . ?
C2 C1 C9 C8 -179.4(2) . . . . ?
C11 C1 C9 C8 -0.1(4) . . . . ?
C2 C1 C9 C9 -0.4(4) . . . 5_565 ?
C11 C1 C9 C9 178.8(3) . . . 5_565 ?
C7 C8 C9 C1 -179.4(2) . . . . ?
C14 C8 C9 C1 0.6(4) . . . . ?
C7 C8 C9 C9 1.6(4) . . . 5_565 ?
C14 C8 C9 C9 -178.4(3) . . . 5_565 ?
C2 C1 C11 O12 -3.1(4) . . . . ?
C9 C1 C11 O12 177.6(3) . . . . ?
C2 C1 C11 N13 177.6(2) . . . . ?
C9 C1 C11 N13 -1.7(4) . . . . ?
O12 C11 N13 C14 -176.1(3) . . . . ?
C1 C11 N13 C14 3.3(4) . . . . ?
O12 C11 N13 C26 1.2(4) . . . . ?
C1 C11 N13 C26 -179.4(2) . . . . ?
C11 N13 C14 O15 176.2(2) . . . . ?
C26 N13 C14 O15 -1.1(4) . . . . ?
C11 N13 C14 C8 -2.9(4) . . . . ?
C26 N13 C14 C8 179.8(2) . . . . ?
C7 C8 C14 O15 1.8(4) . . . . ?
C9 C8 C14 O15 -178.2(3) . . . . ?
C7 C8 C14 N13 -179.2(2) . . . . ?
C9 C8 C14 N13 0.8(4) . . . . ?
C26 N21 C22 O22 -177.3(3) . . . . ?
C26 N21 C22 N23 4.2(3) . . . . ?
O22 C22 N23 C24 173.3(3) . . . . ?
N21 C22 N23 C24 -8.3(4) . . . . ?
C22 N23 C24 O24 -174.8(2) . . . . ?
C22 N23 C24 C25 6.7(4) . . . . ?
O24 C24 C25 C26 -179.4(2) . . . . ?
N23 C24 C25 C26 -1.1(3) . . . . ?
C24 C25 C26 N21 -2.4(4) . . . . ?
C24 C25 C26 N13 176.8(2) . . . . ?
C22 N21 C26 C25 0.8(4) . . . . ?
C22 N21 C26 N13 -178.5(2) . . . . ?
C11 N13 C26 C25 91.0(3) . . . . ?
C14 N13 C26 C25 -91.5(3) . . . . ?
C11 N13 C26 N21 -89.6(3) . . . . ?
C14 N13 C26 N21 87.9(3) . . . . ?
C34 N31 C32 N33 179.64(15) . . . . ?
C34 N31 C32 N31 -0.36(15) . . . 2_655 ?
C32 N31 C34 N36 -177.82(19) . . . . ?
C32 N31 C34 N35 0.8(3) . . . . ?
N36 C34 N35 C34 178.2(3) . . . 2_655 ?
N31 C34 N35 C34 -0.43(17) . . . 2_655 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N21 H21 O2A 0.88 1.90 2.754(4) 162.3 7
N23 H23 N31 0.88 2.01 2.886(3) 177.8 1_545
N33 H33A O24 0.88 2.12 2.995(3) 175.6 1_565
N33 H33B O24 0.88 2.12 2.995(3) 175.6 2_665
N36 H36A O24 0.88 2.05 2.925(4) 169.7 .
N36 H36B O22 0.88 1.96 2.845(3) 177.8 1_565

_diffrn_measured_fraction_theta_max 0.943
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.981

_refine_diff_density_max         0.56
_refine_diff_density_min         -0.62
_refine_diff_density_rms         0.08

#===END of CIF

data_5
_database_code_depnum_ccdc_archive 'CCDC 694066'
## trzmon

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H18 N4 O4, 2(C3 H6 N6), 2(C2 H6 O S)'
_chemical_formula_sum            'C28 H42 N16 O6 S2'
_chemical_formula_weight         762.90

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5780(10)
_cell_length_b                   10.7150(14)
_cell_length_c                   12.6216(16)
_cell_angle_alpha                65.973(2)
_cell_angle_beta                 77.839(2)
_cell_angle_gamma                81.588(2)
_cell_volume                     912.9(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3086
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      27.35

_exptl_crystal_description       tablet
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             402
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART1000 CCD area detector'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            4073
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_av_sigmaI/netI    0.035
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         27.51
_reflns_number_total             4073
_reflns_number_gt                3005
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       'Bruker SMART version 5.624 (Bruker, 2001)'
_computing_cell_refinement       'Bruker SAINT version 6.36a (Bruker, 2002)'
_computing_data_reduction        'Bruker SAINT; Bruker SHELXTL (Bruker, 2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ' ?'
_computing_publication_material  
;
?
;

_refine_special_details          
;
;

_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)+(0.0785P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   'geom except c5 and NH from difmap'
_refine_ls_hydrogen_treatment    'constr except NH refall'
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4073
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_ref         0.1228
_refine_ls_wR_factor_gt          0.1138
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      0.983
_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
N11 N 0.17625(18) 0.73143(14) 0.58681(12) 0.0268(3) Uani 1 1 d . . .
C12 C 0.1535(2) 0.74813(16) 0.47656(14) 0.0251(3) Uani 1 1 d . . .
O12 O 0.10952(16) 0.85992(11) 0.40314(10) 0.0301(3) Uani 1 1 d . . .
N13 N 0.18323(19) 0.63216(14) 0.45340(12) 0.0273(3) Uani 1 1 d . . .
H13 H 0.165(3) 0.6480(19) 0.3778(18) 0.037(5) Uiso 1 1 d . . .
C14 C 0.2425(2) 0.50368(16) 0.52780(15) 0.0274(4) Uani 1 1 d . . .
O14 O 0.27164(18) 0.40847(12) 0.49372(11) 0.0389(3) Uani 1 1 d . . .
C15 C 0.2727(2) 0.49300(17) 0.64037(14) 0.0292(4) Uani 1 1 d . . .
C16 C 0.2377(2) 0.60584(17) 0.66353(14) 0.0304(4) Uani 1 1 d . . .
H16 H 0.2563 0.5995 0.7377 0.036 Uiso 1 1 calc R . .
C17 C 0.3425(3) 0.35809(19) 0.72296(16) 0.0403(5) Uani 1 1 d . . .
H17A H 0.4682 0.3382 0.6916 0.060 Uiso 1 1 calc R . .
H17B H 0.2682 0.2859 0.7315 0.060 Uiso 1 1 calc R . .
H17C H 0.3367 0.3618 0.7999 0.060 Uiso 1 1 calc R . .
C18 C 0.1706(2) 0.85462(17) 0.61137(14) 0.0286(4) Uani 1 1 d . . .
H18A H 0.1556 0.8283 0.6974 0.034 Uiso 1 1 calc R . .
H18B H 0.0649 0.9164 0.5831 0.034 Uiso 1 1 calc R . .
C21 C 0.3419(2) 0.93002(16) 0.55198(13) 0.0249(3) Uani 1 1 d . . .
C22 C 0.5065(2) 0.86125(17) 0.53128(16) 0.0326(4) Uani 1 1 d . . .
H22 H 0.5120 0.7650 0.5527 0.039 Uiso 1 1 calc R . .
C23 C 0.3372(2) 1.07007(17) 0.51997(16) 0.0318(4) Uani 1 1 d . . .
H23 H 0.2258 1.1193 0.5333 0.038 Uiso 1 1 calc R . .
N31 N 0.13575(19) 0.67405(14) 0.21824(12) 0.0263(3) Uani 1 1 d . . .
C32 C 0.0788(2) 0.79183(16) 0.13695(14) 0.0256(3) Uani 1 1 d . . .
H32A H 0.033(2) 0.9811(19) 0.1089(16) 0.029(5) Uiso 1 1 d . . .
H32B H 0.085(3) 0.898(2) 0.233(2) 0.061(7) Uiso 1 1 d . . .
N32 N 0.0669(2) 0.90550(16) 0.15880(14) 0.0335(4) Uani 1 1 d . . .
N33 N 0.03498(18) 0.80726(13) 0.03342(11) 0.0261(3) Uani 1 1 d . . .
C34 C 0.0459(2) 0.68765(17) 0.01901(14) 0.0257(3) Uani 1 1 d . . .
H34A H -0.023(3) 0.619(2) -0.0779(17) 0.035(5) Uiso 1 1 d . . .
H34B H -0.064(3) 0.768(2) -0.1169(17) 0.034(5) Uiso 1 1 d . . .
N34 N -0.0003(2) 0.69376(17) -0.08039(13) 0.0306(3) Uani 1 1 d . . .
N35 N 0.10179(19) 0.56447(14) 0.09282(12) 0.0270(3) Uani 1 1 d . . .
C36 C 0.1479(2) 0.56338(17) 0.19067(14) 0.0264(4) Uani 1 1 d . . .
H36A H 0.228(3) 0.434(2) 0.3378(19) 0.042(6) Uiso 1 1 d . . .
H36B H 0.214(2) 0.372(2) 0.2522(16) 0.030(5) Uiso 1 1 d . . .
N36 N 0.2110(2) 0.44407(16) 0.26561(14) 0.0337(4) Uani 1 1 d . . .
S1A S 0.46666(7) 0.17536(5) 0.17360(4) 0.04250(17) Uani 1 1 d . . .
O2A O 0.27108(18) 0.18691(13) 0.22483(11) 0.0388(3) Uani 1 1 d . . .
C3A C 0.5214(3) 0.0004(2) 0.2002(2) 0.0602(6) Uani 1 1 d . . .
H3A1 H 0.5250 -0.0515 0.2841 0.090 Uiso 1 1 calc R . .
H3A2 H 0.6400 -0.0102 0.1543 0.090 Uiso 1 1 calc R . .
H3A3 H 0.4296 -0.0343 0.1768 0.090 Uiso 1 1 calc R . .
C4A C 0.4713(4) 0.2378(3) 0.0188(2) 0.0819(9) Uani 1 1 d . . .
H4A1 H 0.4429 0.3371 -0.0121 0.123 Uiso 1 1 calc R . .
H4A2 H 0.3816 0.1933 0.0029 0.123 Uiso 1 1 calc R . .
H4A3 H 0.5920 0.2174 -0.0196 0.123 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
N11 C12 1.374(2) . ?
N11 C16 1.382(2) . ?
N11 C18 1.467(2) . ?
C12 O12 1.2304(19) . ?
C12 N13 1.366(2) . ?
N13 C14 1.387(2) . ?
N13 H13 0.93(2) . ?
C14 O14 1.235(2) . ?
C14 C15 1.442(2) . ?
C15 C16 1.334(2) . ?
C15 C17 1.496(2) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C21 1.518(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C21 C23 1.383(2) . ?
C21 C22 1.385(2) . ?
C22 C23 1.381(2) 2_676 ?
C22 H22 0.9500 . ?
C23 C22 1.381(2) 2_676 ?
C23 H23 0.9500 . ?
N31 C32 1.343(2) . ?
N31 C36 1.351(2) . ?
C32 N32 1.341(2) . ?
C32 N33 1.355(2) . ?
N32 H32A 0.842(19) . ?
N32 H32B 0.95(2) . ?
N33 C34 1.355(2) . ?
C34 N35 1.338(2) . ?
C34 N34 1.346(2) . ?
N34 H34A 0.83(2) . ?
N34 H34B 0.87(2) . ?
N35 C36 1.348(2) . ?
C36 N36 1.336(2) . ?
N36 H36A 0.91(2) . ?
N36 H36B 0.85(2) . ?
S1A O2A 1.4959(14) . ?
S1A C3A 1.766(2) . ?
S1A C4A 1.783(2) . ?
C3A H3A1 0.9800 . ?
C3A H3A2 0.9800 . ?
C3A H3A3 0.9800 . ?
C4A H4A1 0.9800 . ?
C4A H4A2 0.9800 . ?
C4A H4A3 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
C12 N11 C16 120.40(14) . . ?
C12 N11 C18 118.00(13) . . ?
C16 N11 C18 120.39(14) . . ?
O12 C12 N13 121.97(15) . . ?
O12 C12 N11 122.46(15) . . ?
N13 C12 N11 115.57(14) . . ?
C12 N13 C14 126.09(14) . . ?
C12 N13 H13 112.7(12) . . ?
C14 N13 H13 121.1(12) . . ?
O14 C14 N13 119.44(15) . . ?
O14 C14 C15 124.40(15) . . ?
N13 C14 C15 116.12(15) . . ?
C16 C15 C14 117.28(15) . . ?
C16 C15 C17 124.09(17) . . ?
C14 C15 C17 118.63(16) . . ?
C15 C16 N11 124.40(16) . . ?
C15 C16 H16 117.8 . . ?
N11 C16 H16 117.8 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N11 C18 C21 111.46(13) . . ?
N11 C18 H18A 109.3 . . ?
C21 C18 H18A 109.3 . . ?
N11 C18 H18B 109.3 . . ?
C21 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
C23 C21 C22 118.34(15) . . ?
C23 C21 C18 120.15(14) . . ?
C22 C21 C18 121.49(15) . . ?
C23 C22 C21 121.22(16) 2_676 . ?
C23 C22 H22 119.4 2_676 . ?
C21 C22 H22 119.4 . . ?
C22 C23 C21 120.45(15) 2_676 . ?
C22 C23 H23 119.8 2_676 . ?
C21 C23 H23 119.8 . . ?
C32 N31 C36 114.72(14) . . ?
N32 C32 N31 117.33(15) . . ?
N32 C32 N33 116.62(14) . . ?
N31 C32 N33 126.04(15) . . ?
C32 N32 H32A 119.4(13) . . ?
C32 N32 H32B 119.4(14) . . ?
H32A N32 H32B 120.9(19) . . ?
C34 N33 C32 113.17(14) . . ?
N35 C34 N34 116.84(15) . . ?
N35 C34 N33 126.32(15) . . ?
N34 C34 N33 116.83(15) . . ?
C34 N34 H34A 114.2(14) . . ?
C34 N34 H34B 115.2(13) . . ?
H34A N34 H34B 119.5(19) . . ?
C34 N35 C36 114.80(14) . . ?
N36 C36 N35 117.48(15) . . ?
N36 C36 N31 117.68(15) . . ?
N35 C36 N31 124.85(15) . . ?
C36 N36 H36A 121.4(13) . . ?
C36 N36 H36B 119.5(13) . . ?
H36A N36 H36B 117.9(18) . . ?
O2A S1A C3A 106.29(10) . . ?
O2A S1A C4A 104.87(10) . . ?
C3A S1A C4A 98.19(14) . . ?
S1A C3A H3A1 109.5 . . ?
S1A C3A H3A2 109.5 . . ?
H3A1 C3A H3A2 109.5 . . ?
S1A C3A H3A3 109.5 . . ?
H3A1 C3A H3A3 109.5 . . ?
H3A2 C3A H3A3 109.5 . . ?
S1A C4A H4A1 109.5 . . ?
S1A C4A H4A2 109.5 . . ?
H4A1 C4A H4A2 109.5 . . ?
S1A C4A H4A3 109.5 . . ?
H4A1 C4A H4A3 109.5 . . ?
H4A2 C4A H4A3 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
C16 N11 C12 O12 -175.56(15) . . . . ?
C18 N11 C12 O12 -8.1(2) . . . . ?
C16 N11 C12 N13 4.3(2) . . . . ?
C18 N11 C12 N13 171.82(14) . . . . ?
O12 C12 N13 C14 176.23(15) . . . . ?
N11 C12 N13 C14 -3.7(2) . . . . ?
C12 N13 C14 O14 -176.81(15) . . . . ?
C12 N13 C14 C15 0.9(2) . . . . ?
O14 C14 C15 C16 178.84(17) . . . . ?
N13 C14 C15 C16 1.3(2) . . . . ?
O14 C14 C15 C17 -0.5(3) . . . . ?
N13 C14 C15 C17 -178.04(15) . . . . ?
C14 C15 C16 N11 -0.5(3) . . . . ?
C17 C15 C16 N11 178.80(16) . . . . ?
C12 N11 C16 C15 -2.5(3) . . . . ?
C18 N11 C16 C15 -169.67(16) . . . . ?
C12 N11 C18 C21 -74.09(18) . . . . ?
C16 N11 C18 C21 93.41(17) . . . . ?
N11 C18 C21 C23 152.01(15) . . . . ?
N11 C18 C21 C22 -29.7(2) . . . . ?
C23 C21 C22 C23 0.0(3) . . . 2_676 ?
C18 C21 C22 C23 -178.27(16) . . . 2_676 ?
C22 C21 C23 C22 0.0(3) . . . 2_676 ?
C18 C21 C23 C22 178.29(16) . . . 2_676 ?
C36 N31 C32 N32 -178.98(14) . . . . ?
C36 N31 C32 N33 -0.2(2) . . . . ?
N32 C32 N33 C34 -178.44(14) . . . . ?
N31 C32 N33 C34 2.8(2) . . . . ?
C32 N33 C34 N35 -3.2(2) . . . . ?
C32 N33 C34 N34 178.27(14) . . . . ?
N34 C34 N35 C36 179.52(15) . . . . ?
N33 C34 N35 C36 1.0(2) . . . . ?
C34 N35 C36 N36 -177.62(15) . . . . ?
C34 N35 C36 N31 2.1(2) . . . . ?
C32 N31 C36 N36 177.25(15) . . . . ?
C32 N31 C36 N35 -2.5(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N13 H13 N31 0.93(2) 1.97(2) 2.908(2) 177.3(18) .
N32 H32A N33 0.842(19) 2.317(19) 3.157(2) 175.4(17) 2_575
N32 H32B O12 0.95(2) 2.06(3) 3.0001(19) 173(2) .
N34 H34A N35 0.83(2) 2.22(2) 3.050(2) 171.9(19) 2_565
N34 H34B O2A 0.87(2) 2.16(2) 2.843(2) 134.4(17) 2_565
N36 H36A O14 0.91(2) 1.97(2) 2.874(2) 178.3(19) .
N36 H36B O2A 0.85(2) 2.11(2) 2.959(2) 169.6(17) .

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.971

_refine_diff_density_max         0.36
_refine_diff_density_min         -0.23
_refine_diff_density_rms         0.05

#===END of CIF


