# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Gopal Das'
_publ_contact_author_email       GDAS@IITG.ERNET.IN

_publ_section_title              
;
Aryl azo imidazoles assisted assembly of
anion/anion-water through Organic-Inorganic hybrid
;
loop_
_publ_author_name
'Gopal Das'
'Subhojit Majumdar'
'Avijit Pramanik'

# Attachment 'all_cif.cif'

data_salt1
_database_code_depnum_ccdc_archive 'CCDC 736670'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H17 Br2 N9 O S'
_chemical_formula_weight         579.30

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c '

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

_cell_length_a                   12.1694(3)
_cell_length_b                   13.9841(4)
_cell_length_c                   14.3235(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.557(2)
_cell_angle_gamma                90.00
_cell_volume                     2348.24(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3968
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      20.52

_exptl_crystal_description       reactangular
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1152
_exptl_absorpt_coefficient_mu    3.572
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.271
_exptl_absorpt_correction_T_max  0.377
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20047
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_sigmaI/netI    0.0607
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.74
_diffrn_reflns_theta_max         28.30
_reflns_number_total             5728
_reflns_number_gt                5205
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0405P)²+0.9292P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5728
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0832
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1091
_refine_ls_wR_factor_gt          0.0893
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_restrained_S_all      0.995
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.071

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
Br2 Br -0.43461(3) 0.11756(3) 0.19733(3) 0.07071(17) Uani 1 1 d . . .
Br1 Br 0.67294(3) 0.85028(3) 0.04948(3) 0.07774(18) Uani 1 1 d . . .
S1 S 0.32951(10) 0.04511(10) 0.28006(10) 0.0924(4) Uani 1 1 d . . .
C16 C -0.2923(3) 0.1639(3) 0.1875(2) 0.0536(9) Uani 1 1 d . . .
C17 C -0.2131(4) 0.1008(3) 0.1684(3) 0.0707(11) Uani 1 1 d . . .
H17 H -0.2313 0.0363 0.1588 0.085 Uiso 1 1 calc R . .
C18 C -0.1099(4) 0.1321(4) 0.1639(3) 0.0837(14) Uani 1 1 d . . .
H18 H -0.0568 0.0896 0.1514 0.100 Uiso 1 1 calc R . .
C14 C -0.1619(4) 0.2907(3) 0.1961(3) 0.0715(12) Uani 1 1 d . . .
H14 H -0.1430 0.3551 0.2051 0.086 Uiso 1 1 calc R . .
C15 C -0.2677(3) 0.2599(3) 0.2015(2) 0.0609(10) Uani 1 1 d . . .
H15 H -0.3206 0.3024 0.2141 0.073 Uiso 1 1 calc R . .
C13 C -0.0842(3) 0.2270(5) 0.1777(3) 0.0808(15) Uani 1 1 d . . .
C12 C 0.3129(3) 0.4132(3) 0.1503(3) 0.0658(11) Uani 1 1 d . . .
H12 H 0.3557 0.4642 0.1376 0.079 Uiso 1 1 calc R . .
C10 C 0.1739(4) 0.3325(4) 0.1666(3) 0.0722(12) Uani 1 1 d . . .
C11 C 0.3536(4) 0.3262(3) 0.1765(3) 0.0755(12) Uani 1 1 d . . .
H11 H 0.4283 0.3054 0.1860 0.091 Uiso 1 1 calc R . .
N8 N 0.0488(4) 0.2422(3) 0.1767(2) 0.1124(18) Uani 1 1 d . . .
N7 N 0.0397(4) 0.3202(3) 0.1661(2) 0.0877(13) Uani 1 1 d . . .
N6 N 0.2633(4) 0.2742(3) 0.1865(2) 0.0813(11) Uani 1 1 d . . .
H6N H 0.2639 0.2149 0.2026 0.098 Uiso 1 1 calc R . .
N5 N 0.2009(3) 0.4168(3) 0.1449(2) 0.0690(9) Uani 1 1 d . . .
H5N H 0.1565 0.4655 0.1301 0.083 Uiso 1 1 calc R . .
C7 C 0.5299(3) 0.7987(3) 0.0505(3) 0.0582(10) Uani 1 1 d . . .
C9 C 0.3427(3) 0.8159(4) 0.0711(3) 0.0796(14) Uani 1 1 d . . .
H9 H 0.2855 0.8539 0.0836 0.095 Uiso 1 1 calc R . .
C6 C 0.5099(3) 0.7026(3) 0.0320(3) 0.0649(11) Uani 1 1 d . . .
H6 H 0.5659 0.6643 0.0180 0.078 Uiso 1 1 calc R . .
C5 C 0.4071(4) 0.6638(3) 0.0343(3) 0.0762(12) Uani 1 1 d . . .
H5 H 0.3939 0.5988 0.0225 0.091 Uiso 1 1 calc R . .
C8 C 0.4471(3) 0.8563(3) 0.0700(3) 0.0715(12) Uani 1 1 d . . .
H8 H 0.4605 0.9211 0.0822 0.086 Uiso 1 1 calc R . .
C4 C 0.3243(4) 0.7196(4) 0.0537(3) 0.0764(13) Uani 1 1 d . . .
C3 C -0.0621(3) 0.5543(3) 0.1111(3) 0.0623(10) Uani 1 1 d . . .
H3 H -0.0952 0.4983 0.1257 0.075 Uiso 1 1 calc R . .
C1 C 0.0572(4) 0.6548(4) 0.0793(3) 0.0693(12) Uani 1 1 d . . .
C2 C -0.1118(3) 0.6404(3) 0.0969(3) 0.0622(10) Uani 1 1 d . . .
H2 H -0.1852 0.6549 0.1003 0.075 Uiso 1 1 calc R . .
N4 N 0.2181(3) 0.6576(3) 0.0610(2) 0.0807(11) Uani 1 1 d . . .
N2 N 0.0459(2) 0.5630(3) 0.1003(2) 0.0613(8) Uani 1 1 d . . .
N3 N 0.1562(4) 0.7166(3) 0.0650(2) 0.0898(13) Uani 1 1 d . . .
N1 N -0.0364(3) 0.7023(2) 0.0769(2) 0.0670(9) Uani 1 1 d . . .
H1 H -0.0477 0.7623 0.0648 0.080 Uiso 1 1 calc R . .
C19 C 0.2216(4) 0.0183(3) 0.1911(4) 0.0710(12) Uani 1 1 d . . .
N9 N 0.1431(4) -0.0007(3) 0.1288(3) 0.1082(15) Uani 1 1 d . . .
O1 O 0.0600(4) 0.1070(2) 0.9497(4) 0.0933(11) Uani 1 1 d . . .
H20 H -0.005(4) 0.088(3) 0.925(3) 0.085(17) Uiso 1 1 d . . .
H10 H 0.079(7) 0.089(7) 1.006(7) 0.21(5) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br2 C16 1.889(4) . ?
Br1 C7 1.888(3) . ?
S1 C19 1.610(5) . ?
C16 C15 1.377(5) . ?
C16 C17 1.388(5) . ?
C17 C18 1.348(6) . ?
C18 C13 1.366(7) . ?
C14 C13 1.376(6) . ?
C14 C15 1.379(5) . ?
C13 N8 1.635(6) . ?
C12 C11 1.328(5) . ?
C12 N5 1.345(4) . ?
C10 N5 1.283(5) . ?
C10 N6 1.327(5) . ?
C10 N7 1.640(6) . ?
C11 N6 1.357(5) . ?
N8 N7 1.103(4) . ?
C7 C8 1.375(5) . ?
C7 C6 1.379(5) . ?
C9 C4 1.377(6) . ?
C9 C8 1.395(5) . ?
C6 C5 1.372(5) . ?
C5 C4 1.360(6) . ?
C4 N4 1.583(6) . ?
C3 C2 1.338(5) . ?
C3 N2 1.369(4) . ?
C1 N1 1.312(5) . ?
C1 N2 1.333(5) . ?
C1 N3 1.541(5) . ?
C2 N1 1.346(5) . ?
N4 N3 1.129(4) . ?
C19 N9 1.150(5) . ?

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
C15 C16 C17 120.8(4) . . ?
C15 C16 Br2 119.5(3) . . ?
C17 C16 Br2 119.7(3) . . ?
C18 C17 C16 120.5(4) . . ?
C17 C18 C13 119.3(4) . . ?
C13 C14 C15 120.5(4) . . ?
C16 C15 C14 117.8(4) . . ?
C18 C13 C14 120.9(4) . . ?
C18 C13 N8 108.3(4) . . ?
C14 C13 N8 130.6(5) . . ?
C11 C12 N5 110.2(4) . . ?
N5 C10 N6 111.6(4) . . ?
N5 C10 N7 114.5(4) . . ?
N6 C10 N7 133.9(5) . . ?
C12 C11 N6 105.6(4) . . ?
N7 N8 C13 93.9(5) . . ?
N8 N7 C10 92.3(5) . . ?
C10 N6 C11 106.7(4) . . ?
C10 N5 C12 105.8(4) . . ?
C8 C7 C6 120.6(4) . . ?
C8 C7 Br1 120.4(3) . . ?
C6 C7 Br1 119.1(3) . . ?
C4 C9 C8 119.9(4) . . ?
C5 C6 C7 119.7(4) . . ?
C4 C5 C6 120.5(5) . . ?
C7 C8 C9 119.0(4) . . ?
C5 C4 C9 120.3(4) . . ?
C5 C4 N4 111.2(5) . . ?
C9 C4 N4 128.3(4) . . ?
C2 C3 N2 108.1(3) . . ?
N1 C1 N2 110.6(3) . . ?
N1 C1 N3 114.7(4) . . ?
N2 C1 N3 134.5(4) . . ?
C3 C2 N1 107.8(4) . . ?
N3 N4 C4 99.8(4) . . ?
C1 N2 C3 105.7(3) . . ?
N4 N3 C1 98.8(4) . . ?
C1 N1 C2 107.7(4) . . ?
N9 C19 S1 178.6(5) . . ?

_diffrn_measured_fraction_theta_max 0.979
_diffrn_reflns_theta_full        28.30
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.061

data_salt2
_database_code_depnum_ccdc_archive 'CCDC 736671'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H10 I N5 O4'
_chemical_formula_weight         379.12

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/n '

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

_cell_length_a                   4.88350(10)
_cell_length_b                   10.1720(3)
_cell_length_c                   27.4296(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.328(2)
_cell_angle_gamma                90.00
_cell_volume                     1362.20(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4950
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      24.27

_exptl_crystal_description       reactangular
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.31
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             764
_exptl_absorpt_coefficient_mu    2.372
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.389
_exptl_absorpt_correction_T_max  0.482
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17507
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_sigmaI/netI    0.0338
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.49
_diffrn_reflns_theta_max         28.30
_reflns_number_total             3278
_reflns_number_gt                2337
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0301P)²+0.5228P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3278
_refine_ls_number_parameters     213
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.0752
_refine_ls_wR_factor_gt          0.0675
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.005

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.76555(5) 0.71767(3) 0.197078(9) 0.05625(11) Uani 1 1 d . . .
C1 C -0.3479(7) 0.8175(3) 0.41696(13) 0.0448(8) Uani 1 1 d . . .
C2 C -0.6060(8) 0.7400(4) 0.47382(15) 0.0577(10) Uani 1 1 d . . .
C3 C -0.6675(7) 0.8664(4) 0.46852(14) 0.0555(9) Uani 1 1 d . . .
N1 N -0.4064(6) 0.7096(4) 0.44163(12) 0.0530(8) Uani 1 1 d . . .
N2 N -0.5064(6) 0.9151(3) 0.43311(11) 0.0512(7) Uani 1 1 d . . .
N4 N -0.0323(6) 0.7309(3) 0.37190(11) 0.0482(7) Uani 1 1 d . . .
N3 N -0.1616(5) 0.8360(3) 0.38006(10) 0.0471(7) Uani 1 1 d . . .
C7 C 0.5233(6) 0.7292(3) 0.25903(13) 0.0431(8) Uani 1 1 d . . .
C5 C 0.2298(7) 0.8547(4) 0.30987(13) 0.0493(9) Uani 1 1 d . . .
C4 C 0.1592(6) 0.7390(3) 0.33423(13) 0.0423(8) Uani 1 1 d . . .
C8 C 0.4632(7) 0.6155(3) 0.28450(14) 0.0488(8) Uani 1 1 d . . .
C9 C 0.2822(7) 0.6200(3) 0.32255(13) 0.0484(8) Uani 1 1 d . . .
C6 C 0.4099(7) 0.8484(4) 0.27265(14) 0.0499(9) Uani 1 1 d . . .
O2 O 0.0529(6) 0.6644(3) 0.10030(12) 0.0827(9) Uani 1 1 d . . .
O3 O 0.2784(6) 0.8421(3) 0.08978(14) 0.0901(10) Uani 1 1 d . . .
O1 O 0.7307(9) 0.4584(3) 0.43224(15) 0.0812(10) Uani 1 1 d . . .
O4 O 0.4071(6) 0.6604(3) 0.05653(12) 0.0878(9) Uani 1 1 d . . .
N5 N 0.2494(6) 0.7212(4) 0.08202(13) 0.0619(8) Uani 1 1 d . . .
H1O H 0.879(12) 0.428(6) 0.425(2) 0.14(3) Uiso 1 1 d . . .
H2O H 0.620(11) 0.421(6) 0.417(2) 0.11(2) Uiso 1 1 d . . .
H1N H -0.328(8) 0.638(4) 0.4366(14) 0.068(13) Uiso 1 1 d . . .
H2N H -0.514(8) 0.996(5) 0.4200(14) 0.084(15) Uiso 1 1 d . . .
H3 H -0.798(7) 0.921(4) 0.4838(13) 0.061(11) Uiso 1 1 d . . .
H2 H -0.675(8) 0.670(4) 0.4923(15) 0.073(13) Uiso 1 1 d . . .
H9 H 0.241(6) 0.528(3) 0.3433(11) 0.051(9) Uiso 1 1 d . . .
H8 H 0.542(6) 0.533(3) 0.2764(11) 0.052(9) Uiso 1 1 d . . .
H5 H 0.146(7) 0.939(4) 0.3197(12) 0.064(11) Uiso 1 1 d . . .
H6 H 0.451(7) 0.922(4) 0.2540(13) 0.061(11) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C7 2.096(4) . ?
C1 N1 1.325(5) . ?
C1 N2 1.340(4) . ?
C1 N3 1.389(5) . ?
C2 C3 1.327(6) . ?
C2 N1 1.366(5) . ?
C3 N2 1.357(5) . ?
N4 N3 1.264(4) . ?
N4 C4 1.412(5) . ?
C7 C8 1.386(5) . ?
C7 C6 1.388(5) . ?
C5 C6 1.364(5) . ?
C5 C4 1.400(5) . ?
C4 C9 1.392(5) . ?
C8 C9 1.384(5) . ?
O2 N5 1.236(4) . ?
O3 N5 1.255(4) . ?
O4 N5 1.220(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
N1 C1 N2 108.2(3) . . ?
N1 C1 N3 129.6(3) . . ?
N2 C1 N3 122.3(3) . . ?
C3 C2 N1 108.2(4) . . ?
C2 C3 N2 107.3(3) . . ?
C1 N1 C2 107.9(4) . . ?
C1 N2 C3 108.4(3) . . ?
N3 N4 C4 114.9(3) . . ?
N4 N3 C1 110.7(3) . . ?
C8 C7 C6 120.2(3) . . ?
C8 C7 I1 119.5(3) . . ?
C6 C7 I1 120.2(3) . . ?
C6 C5 C4 119.2(3) . . ?
C9 C4 C5 120.6(3) . . ?
C9 C4 N4 114.5(3) . . ?
C5 C4 N4 125.0(3) . . ?
C9 C8 C7 119.9(3) . . ?
C8 C9 C4 119.3(3) . . ?
C5 C6 C7 120.7(4) . . ?
O4 N5 O2 120.1(4) . . ?
O4 N5 O3 121.6(3) . . ?
O2 N5 O3 118.3(3) . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        28.30
_diffrn_measured_fraction_theta_full 0.966
_refine_diff_density_max         0.800
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.077

data_salt3
_database_code_depnum_ccdc_archive 'CCDC 736672'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H10 Cl I N4 O5'
_chemical_formula_weight         416.56

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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/n '

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

_cell_length_a                   5.60440(10)
_cell_length_b                   8.8412(2)
_cell_length_c                   29.3023(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.3470(10)
_cell_angle_gamma                90.00
_cell_volume                     1445.60(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    7085
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      27.91

_exptl_crystal_description       reactangular
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.29
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.919
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1101
_exptl_absorpt_coefficient_mu    2.426
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.389
_exptl_absorpt_correction_T_max  0.501
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15694
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_sigmaI/netI    0.0174
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.40
_diffrn_reflns_theta_max         28.34
_reflns_number_total             3537
_reflns_number_gt                2712
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0555P)²+0.7526P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3537
_refine_ls_number_parameters     197
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.1054
_refine_ls_wR_factor_gt          0.0963
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.177

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 1.19287(5) 0.19985(3) 0.228248(9) 0.07237(13) Uani 1 1 d . . .
Cl1 Cl 0.48367(16) 0.19049(9) 0.55762(3) 0.0619(2) Uani 1 1 d . . .
C1 C 0.9602(6) 0.2074(4) 0.28011(12) 0.0564(8) Uani 1 1 d . . .
C4 C 0.6950(6) 0.3494(4) 0.32307(13) 0.0617(8) Uani 1 1 d . . .
H4 H 0.6274 0.4411 0.3306 0.074 Uiso 1 1 calc R . .
C5 C 0.8593(7) 0.3450(4) 0.29137(14) 0.0636(8) Uani 1 1 d . . .
H5 H 0.9037 0.4337 0.2773 0.076 Uiso 1 1 calc R . .
C2 C 0.9004(7) 0.0761(4) 0.30189(13) 0.0699(9) Uani 1 1 d . . .
H2 H 0.9719 -0.0152 0.2951 0.084 Uiso 1 1 calc R . .
C3 C 0.7339(7) 0.0811(4) 0.33375(12) 0.0681(9) Uani 1 1 d . . .
H3 H 0.6923 -0.0072 0.3484 0.082 Uiso 1 1 calc R . .
C6 C 0.6292(6) 0.2165(4) 0.34395(11) 0.0541(7) Uani 1 1 d . . .
N1 N 0.4541(6) 0.2081(3) 0.37548(10) 0.0570(7) Uani 1 1 d . . .
C7 C 0.1750(6) 0.3168(4) 0.41180(11) 0.0543(7) Uani 1 1 d . . .
N3 N 0.3450(5) 0.3303(3) 0.38035(10) 0.0563(6) Uani 1 1 d . . .
C9 C -0.1178(6) 0.3849(4) 0.45198(12) 0.0611(8) Uani 1 1 d . . .
H9 H -0.2367 0.4426 0.4637 0.073 Uiso 1 1 calc R . .
C8 C -0.0592(7) 0.2400(5) 0.46314(14) 0.0656(9) Uani 1 1 d . . .
H8 H -0.1289 0.1797 0.4842 0.079 Uiso 1 1 calc R . .
N5 N 0.1214(6) 0.1996(3) 0.43755(11) 0.0610(7) Uani 1 1 d . . .
N4 N 0.0308(5) 0.4300(4) 0.42023(11) 0.0586(7) Uani 1 1 d . . .
O5 O 0.9964(7) 0.6935(3) 0.36871(12) 0.0809(8) Uani 1 1 d . . .
O2 O 0.7010(6) 0.1081(4) 0.55794(14) 0.1056(11) Uani 1 1 d . . .
O1 O 0.4760(8) 0.2541(6) 0.60199(15) 0.1332(15) Uani 1 1 d . . .
O3 O 0.4816(8) 0.3063(4) 0.52478(15) 0.1095(12) Uani 1 1 d . . .
O4 O 0.2811(6) 0.0985(4) 0.54941(15) 0.1188(13) Uani 1 1 d . . .
H1O H 1.130(18) 0.750(10) 0.394(3) 0.20(3) Uiso 1 1 d . . .
H3N H 0.194(7) 0.108(5) 0.4393(13) 0.068(10) Uiso 1 1 d . . .
H4N H 0.047(7) 0.512(5) 0.4085(14) 0.075(13) Uiso 1 1 d . . .
H5O H 0.852(11) 0.722(5) 0.3689(19) 0.138(17) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C1 2.094(4) . ?
Cl1 O4 1.399(3) . ?
Cl1 O3 1.404(3) . ?
Cl1 O2 1.418(3) . ?
Cl1 O1 1.421(4) . ?
C1 C2 1.381(5) . ?
C1 C5 1.394(5) . ?
C4 C5 1.368(5) . ?
C4 C6 1.391(5) . ?
C2 C3 1.381(5) . ?
C3 C6 1.378(5) . ?
C6 N1 1.411(5) . ?
N1 N3 1.256(4) . ?
C7 N4 1.324(4) . ?
C7 N5 1.332(5) . ?
C7 N3 1.391(5) . ?
C9 C8 1.355(5) . ?
C9 N4 1.365(5) . ?
C8 N5 1.362(5) . ?

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
O4 Cl1 O3 110.6(2) . . ?
O4 Cl1 O2 112.7(2) . . ?
O3 Cl1 O2 109.3(2) . . ?
O4 Cl1 O1 107.1(3) . . ?
O3 Cl1 O1 109.8(3) . . ?
O2 Cl1 O1 107.2(3) . . ?
C2 C1 C5 120.2(3) . . ?
C2 C1 I1 120.2(3) . . ?
C5 C1 I1 119.6(3) . . ?
C5 C4 C6 119.8(3) . . ?
C4 C5 C1 119.9(3) . . ?
C1 C2 C3 119.6(3) . . ?
C6 C3 C2 120.2(3) . . ?
C3 C6 C4 120.2(3) . . ?
C3 C6 N1 115.6(3) . . ?
C4 C6 N1 124.2(3) . . ?
N3 N1 C6 113.9(3) . . ?
N4 C7 N5 108.0(3) . . ?
N4 C7 N3 121.7(3) . . ?
N5 C7 N3 130.3(3) . . ?
N1 N3 C7 111.8(3) . . ?
C8 C9 N4 106.9(3) . . ?
C9 C8 N5 106.9(4) . . ?
C7 N5 C8 109.0(3) . . ?
C7 N4 C9 109.1(3) . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        28.34
_diffrn_measured_fraction_theta_full 0.979
_refine_diff_density_max         0.631
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.105

data_salt4
_database_code_depnum_ccdc_archive 'CCDC 736673'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H11 N5 O3'
_chemical_formula_weight         285.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c '

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

_cell_length_a                   6.8263(2)
_cell_length_b                   11.5549(3)
_cell_length_c                   17.0562(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.7880(10)
_cell_angle_gamma                90.00
_cell_volume                     1335.92(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4282
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      25.25

_exptl_crystal_description       reactangular
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.28
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             700
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.947
_exptl_absorpt_correction_T_max  0.961
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16102
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_sigmaI/netI    0.0276
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.13
_diffrn_reflns_theta_max         28.31
_reflns_number_total             3238
_reflns_number_gt                2780
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0594P)²+0.1825P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3238
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0898
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1473
_refine_ls_wR_factor_gt          0.1172
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.055

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
C13 C 0.1862(2) 0.88116(18) 0.92207(11) 0.0676(5) Uani 1 1 d . . .
C4 C 0.2297(3) 0.91298(17) 1.00238(11) 0.0678(5) Uani 1 1 d . . .
C8 C 0.1496(3) 0.76336(19) 0.90409(12) 0.0737(5) Uani 1 1 d . . .
C12 C 0.1775(3) 0.9624(2) 0.85846(12) 0.0782(6) Uani 1 1 d . . .
H12 H 0.2017 1.0405 0.8686 0.094 Uiso 1 1 calc R . .
C5 C 0.2344(3) 0.83150(19) 1.06090(13) 0.0809(6) Uani 1 1 d . . .
H5 H 0.2627 0.8540 1.1134 0.097 Uiso 1 1 calc R . .
C11 C 0.1332(3) 0.9239(2) 0.78243(13) 0.0910(7) Uani 1 1 d . . .
H11 H 0.1260 0.9769 0.7411 0.109 Uiso 1 1 calc R . .
C9 C 0.1078(3) 0.7287(2) 0.82447(16) 0.0941(7) Uani 1 1 d . . .
H9 H 0.0863 0.6508 0.8125 0.113 Uiso 1 1 calc R . .
C6 C 0.1974(3) 0.7156(2) 1.04279(15) 0.0892(6) Uani 1 1 d . . .
H6 H 0.2006 0.6614 1.0832 0.107 Uiso 1 1 calc R . .
C10 C 0.0987(3) 0.8069(3) 0.76569(16) 0.0981(7) Uani 1 1 d . . .
H10 H 0.0693 0.7828 0.7136 0.118 Uiso 1 1 calc R . .
C1 C 0.3402(3) 1.17549(18) 1.10012(12) 0.0670(5) Uani 1 1 d . . .
C2 C 0.4084(3) 1.3354(2) 1.16540(15) 0.0867(6) Uani 1 1 d . . .
H2 H 0.4391 1.3870 1.2069 0.104 Uiso 1 1 calc R . .
C3 C 0.3811(3) 1.3614(2) 1.08824(15) 0.0859(6) Uani 1 1 d . . .
H3 H 0.3898 1.4346 1.0662 0.103 Uiso 1 1 calc R . .
N3 N 0.3064(2) 1.05834(15) 1.08894(10) 0.0715(4) Uani 1 1 d . . .
N4 N 0.2673(2) 1.03282(14) 1.01703(10) 0.0707(4) Uani 1 1 d . . .
N1 N 0.3828(2) 1.21975(17) 1.17143(10) 0.0773(5) Uani 1 1 d . . .
H1N H 0.3928 1.1812 1.2149 0.093 Uiso 1 1 calc R . .
N2 N 0.3385(2) 1.26151(16) 1.04853(10) 0.0754(5) Uani 1 1 d . . .
H2N H 0.3142 1.2548 0.9981 0.091 Uiso 1 1 calc R . .
C7 C 0.1566(3) 0.6811(2) 0.96661(16) 0.0895(7) Uani 1 1 d . . .
H7 H 0.1330 0.6033 0.9551 0.107 Uiso 1 1 calc R . .
N5 N 0.3364(3) 0.1399(2) 0.35924(12) 0.0910(6) Uani 1 1 d . . .
O2 O 0.3256(3) 0.24366(17) 0.36159(11) 0.1165(6) Uani 1 1 d . . .
O3 O 0.3977(3) 0.08882(16) 0.30331(10) 0.1228(7) Uani 1 1 d . . .
O1 O 0.2866(4) 0.0826(2) 0.41343(13) 0.1576(9) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C13 C8 1.411(3) . ?
C13 C4 1.416(3) . ?
C13 C12 1.430(3) . ?
C4 C5 1.370(3) . ?
C4 N4 1.425(2) . ?
C8 C9 1.412(3) . ?
C8 C7 1.425(3) . ?
C12 C11 1.370(3) . ?
C5 C6 1.390(3) . ?
C11 C10 1.397(3) . ?
C9 C10 1.346(3) . ?
C6 C7 1.357(3) . ?
C1 N1 1.320(2) . ?
C1 N2 1.327(2) . ?
C1 N3 1.383(2) . ?
C2 C3 1.342(3) . ?
C2 N1 1.353(3) . ?
C3 N2 1.353(3) . ?
N3 N4 1.259(2) . ?
N5 O2 1.203(2) . ?
N5 O1 1.217(2) . ?
N5 O3 1.236(2) . ?

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
C8 C13 C4 118.19(18) . . ?
C8 C13 C12 118.53(19) . . ?
C4 C13 C12 123.28(19) . . ?
C5 C4 C13 120.72(19) . . ?
C5 C4 N4 123.49(19) . . ?
C13 C4 N4 115.79(17) . . ?
C13 C8 C9 119.6(2) . . ?
C13 C8 C7 119.4(2) . . ?
C9 C8 C7 121.0(2) . . ?
C11 C12 C13 119.3(2) . . ?
C4 C5 C6 120.8(2) . . ?
C12 C11 C10 121.4(2) . . ?
C10 C9 C8 120.8(2) . . ?
C7 C6 C5 120.5(2) . . ?
C9 C10 C11 120.4(2) . . ?
N1 C1 N2 107.73(19) . . ?
N1 C1 N3 121.44(19) . . ?
N2 C1 N3 130.83(19) . . ?
C3 C2 N1 107.0(2) . . ?
C2 C3 N2 107.2(2) . . ?
N4 N3 C1 112.11(16) . . ?
N3 N4 C4 114.30(16) . . ?
C1 N1 C2 109.21(18) . . ?
C1 N2 C3 108.83(18) . . ?
C6 C7 C8 120.3(2) . . ?
O2 N5 O1 119.6(2) . . ?
O2 N5 O3 122.0(2) . . ?
O1 N5 O3 118.5(2) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        28.31
_diffrn_measured_fraction_theta_full 0.974
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.124
_refine_diff_density_rms         0.029

data_salt5
_database_code_depnum_ccdc_archive 'CCDC 736674'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H23 N9 O4'
_chemical_formula_weight         525.53

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   'P2(1) '

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

_cell_length_a                   5.6061(2)
_cell_length_b                   15.8135(6)
_cell_length_c                   14.0347(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.281(2)
_cell_angle_gamma                90.00
_cell_volume                     1234.17(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1534
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      23.27

_exptl_crystal_description       recetangular
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.28
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             572
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.901
_exptl_absorpt_correction_T_max  0.935
_exptl_absorpt_process_details   'SADAS (Sheldrick, 1997)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and onega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13175
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_sigmaI/netI    0.0641
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.46
_diffrn_reflns_theta_max         28.31
_reflns_number_total             5753
_reflns_number_gt                2896
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker Smart'
_computing_cell_refinement       'Bruker Smart'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0618P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5753
_refine_ls_number_parameters     373
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_gt           0.0519
_refine_ls_wR_factor_ref         0.1445
_refine_ls_wR_factor_gt          0.1135
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_restrained_S_all      0.980
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.084

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
C10 C 0.9499(7) 0.2453(3) 0.9038(3) 0.0381(10) Uani 1 1 d . . .
C1 C 0.7378(7) 0.2745(3) 0.8480(3) 0.0428(11) Uani 1 1 d . . .
C5 C 1.0777(7) 0.1771(3) 0.8668(3) 0.0430(12) Uani 1 1 d . . .
C9 C 1.0421(7) 0.2798(3) 0.9946(3) 0.0484(12) Uani 1 1 d . . .
H9 H 0.9600 0.3236 1.0204 0.058 Uiso 1 1 calc R . .
C6 C 1.2905(7) 0.1467(3) 0.9207(3) 0.0491(12) Uani 1 1 d . . .
H6 H 1.3744 0.1020 0.8974 0.059 Uiso 1 1 calc R . .
C2 C 0.6583(8) 0.2384(3) 0.7617(3) 0.0573(14) Uani 1 1 d . . .
H2 H 0.5212 0.2596 0.7252 0.069 Uiso 1 1 calc R . .
C4 C 0.9852(8) 0.1410(3) 0.7777(3) 0.0555(14) Uani 1 1 d . . .
H4 H 1.0669 0.0965 0.7531 0.067 Uiso 1 1 calc R . .
C7 C 1.3728(8) 0.1827(3) 1.0067(3) 0.0571(14) Uani 1 1 d . . .
H7 H 1.5138 0.1626 1.0413 0.068 Uiso 1 1 calc R . .
C8 C 1.2493(7) 0.2496(3) 1.0442(3) 0.0541(13) Uani 1 1 d . . .
H8 H 1.3090 0.2734 1.1030 0.065 Uiso 1 1 calc R . .
C3 C 0.7799(8) 0.1701(3) 0.7274(3) 0.0577(13) Uani 1 1 d . . .
H3 H 0.7194 0.1444 0.6698 0.069 Uiso 1 1 calc R . .
C11 C 0.3092(7) 0.4289(3) 0.8845(3) 0.0421(10) Uani 1 1 d . . .
C12 C 0.0298(8) 0.5156(4) 0.9103(4) 0.0647(14) Uani 1 1 d . . .
H12 H -0.1074 0.5492 0.9007 0.078 Uiso 1 1 calc R . .
C13 C 0.1770(8) 0.5108(3) 0.9928(3) 0.0585(13) Uani 1 1 d . . .
H13 H 0.1609 0.5386 1.0500 0.070 Uiso 1 1 calc R . .
N3 N 0.4340(6) 0.3691(2) 0.8371(2) 0.0470(9) Uani 1 1 d . . .
N4 N 0.6155(6) 0.3405(2) 0.8904(2) 0.0439(9) Uani 1 1 d . . .
N1 N 0.1084(6) 0.4641(3) 0.8413(2) 0.0534(11) Uani 1 1 d . . .
N2 N 0.3540(6) 0.4570(3) 0.9758(2) 0.0533(10) Uani 1 1 d . . .
C23 C 0.9518(7) 0.1446(3) 0.4022(3) 0.0419(11) Uani 1 1 d . . .
C14 C 0.7393(7) 0.1152(3) 0.3438(3) 0.0422(11) Uani 1 1 d . . .
C18 C 1.0835(7) 0.2113(3) 0.3664(3) 0.0454(12) Uani 1 1 d . . .
C19 C 1.2947(7) 0.2404(3) 0.4228(3) 0.0550(13) Uani 1 1 d . . .
H19 H 1.3821 0.2845 0.4003 0.066 Uiso 1 1 calc R . .
C15 C 0.6635(8) 0.1537(3) 0.2565(3) 0.0531(13) Uani 1 1 d . . .
H15 H 0.5221 0.1360 0.2201 0.064 Uiso 1 1 calc R . .
C22 C 1.0346(8) 0.1097(3) 0.4927(3) 0.0502(12) Uani 1 1 d . . .
H22 H 0.9501 0.0660 0.5176 0.060 Uiso 1 1 calc R . .
C20 C 1.3703(8) 0.2051(3) 0.5082(3) 0.0545(13) Uani 1 1 d . . .
H20 H 1.5113 0.2242 0.5438 0.065 Uiso 1 1 calc R . .
C17 C 1.0010(7) 0.2482(3) 0.2765(3) 0.0558(14) Uani 1 1 d . . .
H17 H 1.0860 0.2928 0.2537 0.067 Uiso 1 1 calc R . .
C21 C 1.2405(8) 0.1406(4) 0.5438(3) 0.0594(15) Uani 1 1 d . . .
H21 H 1.2941 0.1177 0.6038 0.071 Uiso 1 1 calc R . .
C16 C 0.7988(9) 0.2191(4) 0.2231(3) 0.0668(14) Uani 1 1 d . . .
H16 H 0.7495 0.2430 0.1633 0.080 Uiso 1 1 calc R . .
C24 C 0.3083(7) -0.0385(3) 0.3780(3) 0.0455(11) Uani 1 1 d . . .
C26 C 0.0242(8) -0.1255(3) 0.4000(3) 0.0566(13) Uani 1 1 d . . .
H26 H -0.1157 -0.1576 0.3899 0.068 Uiso 1 1 calc R . .
C25 C 0.1830(8) -0.1236(3) 0.4812(3) 0.0592(13) Uani 1 1 d . . .
H25 H 0.1722 -0.1545 0.5368 0.071 Uiso 1 1 calc R . .
N8 N 0.6113(6) 0.0505(2) 0.3840(2) 0.0484(10) Uani 1 1 d . . .
N7 N 0.4295(6) 0.0230(2) 0.3313(2) 0.0467(9) Uani 1 1 d . . .
N6 N 0.1069(6) -0.0721(3) 0.3360(3) 0.0528(11) Uani 1 1 d . . .
N5 N 0.3624(6) -0.0680(3) 0.4666(2) 0.0500(9) Uani 1 1 d . . .
O4 O 0.7136(6) 0.9618(3) 0.6252(2) 0.0720(9) Uani 1 1 d . . .
O3 O 0.2183(5) 0.9447(2) 0.7057(2) 0.0898(9) Uani 1 1 d . . .
N9 N 0.3145(8) 0.9368(3) 0.7910(3) 0.0810(11) Uani 1 1 d . . .
O2 O 0.5360(7) 0.9408(5) 0.8045(2) 0.164(2) Uani 1 1 d . . .
O1 O 0.2130(8) 0.9273(3) 0.8597(3) 0.1207(16) Uani 1 1 d . . .
H6N H 0.036(7) -0.062(4) 0.278(3) 0.086(15) Uiso 1 1 d . . .
H5N H 0.516(10) -0.048(5) 0.518(4) 0.14(2) Uiso 1 1 d . . .
H2N H 0.462(5) 0.442(3) 1.019(2) 0.037(9) Uiso 1 1 d . . .
H4OB H 0.629(6) 0.951(4) 0.689(3) 0.070(12) Uiso 1 1 d . . .
H4OA H 0.873(8) 0.948(4) 0.666(3) 0.120(16) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C10 C1 1.416(5) . ?
C10 C9 1.422(5) . ?
C10 C5 1.429(5) . ?
C1 C2 1.362(5) . ?
C1 N4 1.419(5) . ?
C5 C4 1.411(5) . ?
C5 C6 1.414(5) . ?
C9 C8 1.363(6) . ?
C6 C7 1.361(6) . ?
C2 C3 1.396(6) . ?
C4 C3 1.352(5) . ?
C7 C8 1.403(6) . ?
C11 N1 1.331(5) . ?
C11 N2 1.348(5) . ?
C11 N3 1.394(5) . ?
C12 C13 1.336(6) . ?
C12 N1 1.380(5) . ?
C13 N2 1.351(5) . ?
N3 N4 1.268(4) . ?
C23 C22 1.409(6) . ?
C23 C18 1.415(6) . ?
C23 C14 1.435(5) . ?
C14 C15 1.384(5) . ?
C14 N8 1.408(5) . ?
C18 C17 1.414(6) . ?
C18 C19 1.414(5) . ?
C19 C20 1.342(6) . ?
C15 C16 1.399(6) . ?
C22 C21 1.369(6) . ?
C20 C21 1.383(6) . ?
C17 C16 1.357(6) . ?
C24 N6 1.318(5) . ?
C24 N5 1.328(5) . ?
C24 N7 1.395(5) . ?
C26 C25 1.355(6) . ?
C26 N6 1.357(5) . ?
C25 N5 1.370(5) . ?
N8 N7 1.259(4) . ?
O3 N9 1.256(4) . ?
N9 O1 1.189(4) . ?
N9 O2 1.234(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
C1 C10 C9 123.7(4) . . ?
C1 C10 C5 118.0(4) . . ?
C9 C10 C5 118.3(4) . . ?
C2 C1 C10 120.8(4) . . ?
C2 C1 N4 124.0(4) . . ?
C10 C1 N4 115.1(3) . . ?
C4 C5 C6 121.8(4) . . ?
C4 C5 C10 118.8(4) . . ?
C6 C5 C10 119.3(4) . . ?
C8 C9 C10 120.8(5) . . ?
C7 C6 C5 120.0(4) . . ?
C1 C2 C3 120.8(4) . . ?
C3 C4 C5 121.2(4) . . ?
C6 C7 C8 121.4(4) . . ?
C9 C8 C7 120.1(4) . . ?
C4 C3 C2 120.3(4) . . ?
N1 C11 N2 109.9(4) . . ?
N1 C11 N3 120.8(4) . . ?
N2 C11 N3 129.2(4) . . ?
C13 C12 N1 110.9(4) . . ?
C12 C13 N2 105.6(4) . . ?
N4 N3 C11 112.0(3) . . ?
N3 N4 C1 114.2(3) . . ?
C11 N1 C12 104.7(3) . . ?
C11 N2 C13 108.8(4) . . ?
C22 C23 C18 119.0(4) . . ?
C22 C23 C14 122.9(4) . . ?
C18 C23 C14 118.1(4) . . ?
C15 C14 N8 124.0(4) . . ?
C15 C14 C23 120.2(4) . . ?
N8 C14 C23 115.7(3) . . ?
C17 C18 C19 121.4(4) . . ?
C17 C18 C23 119.8(4) . . ?
C19 C18 C23 118.8(4) . . ?
C20 C19 C18 120.8(5) . . ?
C14 C15 C16 120.2(4) . . ?
C21 C22 C23 119.4(5) . . ?
C19 C20 C21 120.6(4) . . ?
C16 C17 C18 120.6(5) . . ?
C22 C21 C20 121.4(4) . . ?
C17 C16 C15 121.1(5) . . ?
N6 C24 N5 111.0(4) . . ?
N6 C24 N7 120.8(4) . . ?
N5 C24 N7 128.1(4) . . ?
C25 C26 N6 107.4(4) . . ?
C26 C25 N5 107.8(4) . . ?
N7 N8 C14 115.6(3) . . ?
N8 N7 C24 111.8(4) . . ?
C24 N6 C26 107.5(4) . . ?
C24 N5 C25 106.3(4) . . ?
O1 N9 O2 117.2(4) . . ?
O1 N9 O3 126.4(5) . . ?
O2 N9 O3 116.3(4) . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        28.31
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.038


