# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2013


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

data_arc1
_database_code_depnum_ccdc_archive 'CCDC 803983'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H8 Cl N3 O4 S'
_chemical_formula_sum            'C13 H8 Cl N3 O4 S'
_chemical_formula_weight         337.73
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'
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   P21/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                   7.9977(3)
_cell_length_b                   17.1647(6)
_cell_length_c                   9.7786(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.152(2)
_cell_angle_gamma                90.00
_cell_volume                     1338.86(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      30.53
_exptl_crystal_description       plate
_exptl_crystal_colour            greenish-yellow
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             688
_exptl_absorpt_coefficient_mu    0.464
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.878
_exptl_absorpt_correction_T_max  0.920
_exptl_absorpt_process_details   SADABS(Sheldrick,1997)
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      293(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  'Bruker Smart CCD Area Detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 0.3
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15171
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_sigmaI/netI    0.0457
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         30.53
_reflns_number_total             4081
_reflns_number_gt                2457
_reflns_threshold_expression     >2\s(I)
_computing_data_collection       'Bruker Smart'
_computing_cell_refinement       'Bruker Smart'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1139P)^2^+0.4783P] where P=(Fo^2^+2Fc^2^)/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     SHELXL
_refine_ls_extinction_coef       0.033(3)
_refine_ls_number_reflns         4081
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0909
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1688
_refine_ls_wR_factor_gt          0.1308
_refine_ls_goodness_of_fit_ref   0.822
_refine_ls_restrained_S_all      0.822
_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
Cl1 Cl 0.32548(8) 0.13715(4) -0.01280(6) 0.04140(18) Uani 1 1 d . . .
S1 S -0.10257(9) 0.24744(4) 0.14926(7) 0.0461(2) Uani 1 1 d . . .
O1 O 0.4552(3) 0.12379(15) -0.1018(3) 0.0713(7) Uani 1 1 d . . .
O2 O 0.2701(3) 0.06455(13) 0.0396(3) 0.0693(7) Uani 1 1 d . . .
O3 O 0.1868(3) 0.17424(13) -0.0889(3) 0.0687(6) Uani 1 1 d . . .
O4 O 0.3858(3) 0.18636(14) 0.0972(2) 0.0765(7) Uani 1 1 d . . .
N1 N 0.1842(3) 0.14223(12) 0.4294(2) 0.0385(5) Uani 1 1 d . . .
N2 N 0.1132(3) 0.19866(12) 0.3563(2) 0.0434(5) Uani 1 1 d . . .
N3 N -0.0288(2) 0.10587(11) 0.20675(19) 0.0323(4) Uani 1 1 d . . .
C1 C 0.2873(3) -0.13203(15) 0.5177(3) 0.0440(6) Uani 1 1 d . . .
H1 H 0.2716 -0.1838 0.4919 0.053 Uiso 1 1 calc R . .
C2 C 0.3859(3) -0.11421(18) 0.6337(3) 0.0496(7) Uani 1 1 d . . .
H2 H 0.4382 -0.1540 0.6853 0.059 Uiso 1 1 calc R . .
C3 C 0.4089(3) -0.03691(17) 0.6754(3) 0.0448(6) Uani 1 1 d . . .
H3 H 0.4751 -0.0257 0.7550 0.054 Uiso 1 1 calc R . .
C4 C 0.3342(3) 0.02275(16) 0.5995(2) 0.0392(5) Uani 1 1 d . . .
H4 H 0.3499 0.0741 0.6282 0.047 Uiso 1 1 calc R . .
C5 C 0.2338(3) 0.00631(13) 0.4782(2) 0.0323(5) Uani 1 1 d . . .
C6 C 0.2091(3) -0.07218(14) 0.4370(2) 0.0356(5) Uani 1 1 d . . .
C7 C 0.1041(3) -0.08969(15) 0.3172(3) 0.0411(6) Uani 1 1 d . . .
H7 H 0.0894 -0.1415 0.2912 0.049 Uiso 1 1 calc R . .
C8 C 0.0244(3) -0.03311(14) 0.2392(2) 0.0382(5) Uani 1 1 d . . .
H8 H -0.0449 -0.0459 0.1620 0.046 Uiso 1 1 calc R . .
C9 C 0.0495(3) 0.04524(13) 0.2785(2) 0.0314(5) Uani 1 1 d . . .
C10 C 0.1537(3) 0.06665(13) 0.3936(2) 0.0313(5) Uani 1 1 d . . .
C11 C 0.0063(3) 0.18023(14) 0.2484(2) 0.0377(5) Uani 1 1 d . . .
C12 C -0.1936(3) 0.17449(16) 0.0520(3) 0.0431(6) Uani 1 1 d . . .
H12 H -0.2700 0.1834 -0.0227 0.052 Uiso 1 1 calc R . .
C13 C -0.1446(3) 0.10274(16) 0.0935(2) 0.0392(5) Uani 1 1 d . . .
H13 H -0.1832 0.0568 0.0518 0.047 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0442(3) 0.0362(3) 0.0427(3) -0.0016(2) -0.0043(2) -0.0048(2)
S1 0.0520(4) 0.0357(3) 0.0490(4) 0.0038(3) -0.0075(3) 0.0070(3)
O1 0.0604(13) 0.0789(17) 0.0771(16) -0.0133(13) 0.0215(12) -0.0112(12)
O2 0.0792(16) 0.0516(13) 0.0776(16) 0.0194(12) 0.0088(13) -0.0122(11)
O3 0.0646(13) 0.0512(13) 0.0853(16) 0.0039(12) -0.0282(12) 0.0026(11)
O4 0.1004(18) 0.0640(15) 0.0602(14) -0.0243(12) -0.0279(12) 0.0044(13)
N1 0.0409(11) 0.0328(10) 0.0405(11) -0.0043(8) -0.0065(8) 0.0025(8)
N2 0.0510(12) 0.0295(10) 0.0478(12) -0.0034(9) -0.0091(10) -0.0004(9)
N3 0.0325(9) 0.0321(10) 0.0320(9) -0.0015(8) -0.0007(7) -0.0003(8)
C1 0.0482(14) 0.0345(13) 0.0499(15) 0.0069(11) 0.0081(11) 0.0060(11)
C2 0.0438(14) 0.0517(16) 0.0538(16) 0.0206(13) 0.0073(12) 0.0111(12)
C3 0.0383(12) 0.0540(16) 0.0415(14) 0.0078(12) -0.0012(10) 0.0018(11)
C4 0.0373(12) 0.0421(13) 0.0380(13) 0.0027(10) -0.0002(10) -0.0010(10)
C5 0.0300(10) 0.0330(11) 0.0339(11) 0.0013(9) 0.0025(8) 0.0005(9)
C6 0.0376(12) 0.0323(12) 0.0374(12) 0.0028(9) 0.0069(9) 0.0037(9)
C7 0.0493(14) 0.0312(12) 0.0427(13) -0.0040(10) 0.0026(11) -0.0011(10)
C8 0.0428(12) 0.0355(12) 0.0356(12) -0.0071(10) -0.0015(10) -0.0038(10)
C9 0.0327(10) 0.0290(11) 0.0322(11) -0.0003(9) 0.0007(8) -0.0008(9)
C10 0.0319(10) 0.0310(11) 0.0308(11) -0.0017(9) 0.0018(8) -0.0001(9)
C11 0.0390(12) 0.0328(12) 0.0405(13) -0.0016(10) -0.0030(10) 0.0030(10)
C12 0.0421(13) 0.0503(15) 0.0359(13) 0.0034(11) -0.0038(10) 0.0029(11)
C13 0.0383(12) 0.0431(14) 0.0352(12) -0.0010(10) -0.0049(10) -0.0007(10)
_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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
Cl1 O1 1.420(2) . ?
Cl1 O4 1.424(2) . ?
Cl1 O2 1.430(2) . ?
Cl1 O3 1.439(2) . ?
S1 C12 1.704(3) . ?
S1 C11 1.705(2) . ?
N1 N2 1.309(3) . ?
N1 C10 1.361(3) . ?
N2 C11 1.347(3) . ?
N3 C11 1.363(3) . ?
N3 C9 1.380(3) . ?
N3 C13 1.392(3) . ?
C1 C2 1.368(4) . ?
C1 C6 1.414(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.396(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.375(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.412(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.416(3) . ?
C5 C10 1.446(3) . ?
C6 C7 1.423(3) . ?
C7 C8 1.364(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.409(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.401(3) . ?
C12 C13 1.346(4) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cl1 O4 109.65(16) . . ?
O1 Cl1 O2 109.76(15) . . ?
O4 Cl1 O2 110.03(15) . . ?
O1 Cl1 O3 108.93(16) . . ?
O4 Cl1 O3 109.55(14) . . ?
O2 Cl1 O3 108.89(14) . . ?
C12 S1 C11 90.01(12) . . ?
N2 N1 C10 120.1(2) . . ?
N1 N2 C11 118.7(2) . . ?
C11 N3 C9 118.59(19) . . ?
C11 N3 C13 112.6(2) . . ?
C9 N3 C13 128.8(2) . . ?
C2 C1 C6 120.4(3) . . ?
C2 C1 H1 119.8 . . ?
C6 C1 H1 119.8 . . ?
C1 C2 C3 120.7(2) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 119.2(2) . . ?
C4 C5 C10 122.6(2) . . ?
C6 C5 C10 118.2(2) . . ?
C1 C6 C5 119.0(2) . . ?
C1 C6 C7 121.1(2) . . ?
C5 C6 C7 119.8(2) . . ?
C8 C7 C6 122.3(2) . . ?
C8 C7 H7 118.9 . . ?
C6 C7 H7 118.9 . . ?
C7 C8 C9 118.4(2) . . ?
C7 C8 H8 120.8 . . ?
C9 C8 H8 120.8 . . ?
N3 C9 C10 115.62(19) . . ?
N3 C9 C8 122.1(2) . . ?
C10 C9 C8 122.3(2) . . ?
N1 C10 C9 122.8(2) . . ?
N1 C10 C5 118.16(19) . . ?
C9 C10 C5 119.0(2) . . ?
N2 C11 N3 124.0(2) . . ?
N2 C11 S1 123.75(19) . . ?
N3 C11 S1 112.22(17) . . ?
C13 C12 S1 113.62(19) . . ?
C13 C12 H12 123.2 . . ?
S1 C12 H12 123.2 . . ?
C12 C13 N3 111.5(2) . . ?
C12 C13 H13 124.2 . . ?
N3 C13 H13 124.2 . . ?
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        30.53
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.058


data_arc2
_database_code_depnum_ccdc_archive 'CCDC 803984'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H10 Cl N3 O4'
_chemical_formula_sum            'C15 H10 Cl N3 O4'
_chemical_formula_weight         331.71
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'
Cl Cl 0.1484 0.1585 '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                   6.449(13)
_cell_length_b                   8.009(16)
_cell_length_c                   14.00(3)
_cell_angle_alpha                77.16(3)
_cell_angle_beta                 84.58(3)
_cell_angle_gamma                86.44(3)
_cell_volume                     701(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.50
_cell_measurement_theta_max      25.00
_exptl_crystal_description       plate
_exptl_crystal_colour            greenish-yellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             340
_exptl_absorpt_coefficient_mu    0.298
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.928
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_process_details   SADABS(Sheldrick,1997)
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      293(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  'Bruker Smart CCD Area Detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 0.3
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6714
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0214
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.50
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2480
_reflns_number_gt                2159
_reflns_threshold_expression     >2\s(I)
_computing_data_collection       'Bruker Smart'
_computing_cell_refinement       'Bruker Smart'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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     SHELXL
_refine_ls_extinction_coef       0.033(3)
_refine_ls_number_reflns         2480
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0976
_refine_ls_wR_factor_ref         0.3247
_refine_ls_wR_factor_gt          0.3088
_refine_ls_goodness_of_fit_ref   1.482
_refine_ls_restrained_S_all      1.482
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.004
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
Cl1 Cl 0.57847(15) 0.82393(12) 0.84314(7) 0.0602(5) Uani 1 1 d . . .
O1 O 0.7915(7) 0.8402(8) 0.8549(4) 0.132(2) Uani 1 1 d . . .
O2 O 0.5605(7) 0.8228(6) 0.7435(3) 0.1045(13) Uani 1 1 d . . .
O3 O 0.4568(10) 0.9602(7) 0.8655(4) 0.1340(19) Uani 1 1 d . . .
O4 O 0.5125(7) 0.6661(6) 0.9064(4) 0.1130(14) Uani 1 1 d . . .
N1 N 1.1890(6) 0.6995(6) 0.6378(4) 0.0832(13) Uani 1 1 d . . .
N2 N 1.2020(6) 0.7908(6) 0.5422(4) 0.0843(13) Uani 1 1 d . . .
N3 N 0.8708(6) 0.6957(5) 0.5105(3) 0.0654(10) Uani 1 1 d . . .
C1 C 0.7822(9) 0.2930(7) 0.8851(4) 0.0789(14) Uani 1 1 d . . .
H1 H 0.6606 0.2330 0.9031 0.095 Uiso 1 1 calc R . .
C2 C 0.9358(10) 0.2743(8) 0.9493(4) 0.0911(18) Uani 1 1 d . . .
H2 H 0.9203 0.2001 1.0107 0.109 Uiso 1 1 calc R . .
C3 C 1.1163(9) 0.3691(9) 0.9207(4) 0.0919(18) Uani 1 1 d . . .
H3 H 1.2208 0.3583 0.9634 0.110 Uiso 1 1 calc R . .
C4 C 1.1379(7) 0.4755(8) 0.8316(4) 0.0774(14) Uani 1 1 d . . .
H4 H 1.2569 0.5389 0.8140 0.093 Uiso 1 1 calc R . .
C5 C 0.9884(5) 0.4927(5) 0.7659(3) 0.0469(9) Uani 1 1 d . . .
C6 C 0.8111(7) 0.4025(6) 0.7931(3) 0.0611(11) Uani 1 1 d . . .
C7 C 0.6565(6) 0.4131(5) 0.7296(3) 0.0520(9) Uani 1 1 d . . .
H7 H 0.5361 0.3524 0.7505 0.062 Uiso 1 1 calc R . .
C8 C 0.6780(5) 0.5060(5) 0.6421(3) 0.0459(9) Uani 1 1 d . . .
H8 H 0.5733 0.5112 0.6000 0.055 Uiso 1 1 calc R . .
C9 C 0.8531(6) 0.5973(5) 0.6101(3) 0.0516(10) Uani 1 1 d . . .
C10 C 1.0136(6) 0.5986(5) 0.6711(3) 0.0556(10) Uani 1 1 d . . .
C11 C 1.0469(6) 0.7903(5) 0.4779(3) 0.0595(11) Uani 1 1 d . . .
C12 C 1.0669(8) 0.8865(6) 0.3783(4) 0.0722(13) Uani 1 1 d . . .
H12 H 1.1853 0.9487 0.3550 0.087 Uiso 1 1 calc R . .
C13 C 0.9136(9) 0.8875(6) 0.3175(4) 0.0755(14) Uani 1 1 d . . .
H13 H 0.9277 0.9516 0.2533 0.091 Uiso 1 1 calc R . .
C14 C 0.7348(8) 0.7932(6) 0.3505(3) 0.0713(13) Uani 1 1 d . . .
H14 H 0.6315 0.7950 0.3081 0.086 Uiso 1 1 calc R . .
C15 C 0.7115(6) 0.6974(5) 0.4458(3) 0.0578(10) Uani 1 1 d . . .
H15 H 0.5930 0.6347 0.4677 0.069 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0624(8) 0.0582(8) 0.0613(8) -0.0109(5) -0.0116(5) -0.0101(5)
O1 0.085(3) 0.179(5) 0.118(3) 0.027(3) -0.040(2) -0.057(3)
O2 0.111(3) 0.129(4) 0.083(3) -0.036(2) -0.009(2) -0.037(3)
O3 0.174(5) 0.110(4) 0.122(4) -0.045(3) -0.014(3) 0.028(3)
O4 0.104(3) 0.097(3) 0.122(3) 0.013(2) -0.006(2) -0.028(2)
N1 0.058(2) 0.085(3) 0.114(3) -0.038(3) -0.012(2) 0.003(2)
N2 0.058(2) 0.072(3) 0.121(4) -0.022(3) 0.002(2) 0.0004(19)
N3 0.062(2) 0.060(2) 0.077(2) -0.0261(18) -0.0031(17) 0.0073(17)
C1 0.086(3) 0.086(3) 0.067(3) -0.026(2) -0.004(2) 0.003(3)
C2 0.108(5) 0.107(4) 0.057(3) -0.020(3) -0.015(3) 0.024(4)
C3 0.074(3) 0.132(5) 0.076(3) -0.035(3) -0.031(3) 0.021(3)
C4 0.056(3) 0.108(4) 0.077(3) -0.036(3) -0.016(2) 0.006(2)
C5 0.0382(18) 0.057(2) 0.0524(19) -0.0272(16) -0.0092(14) 0.0099(15)
C6 0.061(2) 0.065(3) 0.062(2) -0.026(2) -0.0078(18) 0.0103(19)
C7 0.0417(18) 0.062(2) 0.056(2) -0.0213(18) -0.0024(15) -0.0085(16)
C8 0.0384(17) 0.050(2) 0.053(2) -0.0180(16) -0.0092(14) -0.0034(14)
C9 0.0447(19) 0.053(2) 0.062(2) -0.0254(17) -0.0064(16) 0.0104(15)
C10 0.0386(18) 0.059(2) 0.078(3) -0.035(2) -0.0054(16) 0.0046(16)
C11 0.048(2) 0.048(2) 0.085(3) -0.025(2) 0.0039(18) 0.0025(16)
C12 0.076(3) 0.051(2) 0.085(3) -0.017(2) 0.021(2) 0.000(2)
C13 0.090(4) 0.057(3) 0.076(3) -0.016(2) 0.007(3) 0.006(2)
C14 0.090(3) 0.061(3) 0.065(3) -0.020(2) -0.009(2) 0.010(2)
C15 0.056(2) 0.054(2) 0.067(2) -0.0195(18) -0.0070(17) 0.0020(17)
_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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
Cl1 O3 1.380(5) . ?
Cl1 O2 1.412(5) . ?
Cl1 O1 1.416(5) . ?
Cl1 O4 1.436(5) . ?
N1 N2 1.372(7) . ?
N1 C10 1.413(7) . ?
N2 C11 1.408(7) . ?
N3 C11 1.388(6) . ?
N3 C15 1.429(6) . ?
N3 C9 1.439(6) . ?
C1 C2 1.379(8) . ?
C1 C6 1.391(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.406(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.346(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.374(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.369(6) . ?
C5 C10 1.408(6) . ?
C6 C7 1.383(6) . ?
C7 C8 1.284(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.368(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.405(6) . ?
C11 C12 1.434(7) . ?
C12 C13 1.363(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.402(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.383(6) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
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
O3 Cl1 O2 108.0(3) . . ?
O3 Cl1 O1 111.6(4) . . ?
O2 Cl1 O1 107.9(3) . . ?
O3 Cl1 O4 110.3(4) . . ?
O2 Cl1 O4 111.1(3) . . ?
O1 Cl1 O4 108.0(3) . . ?
N2 N1 C10 117.7(4) . . ?
N1 N2 C11 122.8(4) . . ?
C11 N3 C15 120.2(4) . . ?
C11 N3 C9 118.5(4) . . ?
C15 N3 C9 121.3(4) . . ?
C2 C1 C6 119.3(6) . . ?
C2 C1 H1 120.4 . . ?
C6 C1 H1 120.4 . . ?
C1 C2 C3 119.1(6) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C4 C3 C2 120.0(5) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 121.6(5) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 118.9(4) . . ?
C6 C5 C10 119.1(3) . . ?
C4 C5 C10 122.0(4) . . ?
C5 C6 C7 121.5(4) . . ?
C5 C6 C1 121.0(4) . . ?
C7 C6 C1 117.5(5) . . ?
C8 C7 C6 120.5(4) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 120.8(4) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C8 C9 C10 122.3(4) . . ?
C8 C9 N3 118.3(4) . . ?
C10 C9 N3 119.5(4) . . ?
C9 C10 C5 115.8(4) . . ?
C9 C10 N1 121.3(5) . . ?
C5 C10 N1 122.9(4) . . ?
N3 C11 N2 120.1(5) . . ?
N3 C11 C12 118.7(4) . . ?
N2 C11 C12 121.1(4) . . ?
C13 C12 C11 120.4(5) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 120.8(5) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C15 C14 C13 120.2(5) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 N3 119.5(4) . . ?
C14 C15 H15 120.3 . . ?
N3 C15 H15 120.3 . . ?
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.731
_refine_diff_density_min         -0.709
_refine_diff_density_rms         0.163


data_arc1
_database_code_depnum_ccdc_archive 'CCDC 911854'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H8 N3 O5 S V'
_chemical_formula_sum            'C9 H8 N3 O5 S V'
_chemical_formula_weight         321.18
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/m'
_symmetry_space_group_name_Hall  '-P 2yb'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
_cell_length_a                   6.8143(5)
_cell_length_b                   6.8092(4)
_cell_length_c                   12.6802(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.987(3)
_cell_angle_gamma                90.00
_cell_volume                     587.56(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1950
_cell_measurement_theta_min      1.61
_cell_measurement_theta_max      30.63
_exptl_crystal_description       rectangle
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.815
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             324
_exptl_absorpt_coefficient_mu    1.042
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.653
_exptl_absorpt_correction_T_max  0.812
_exptl_absorpt_process_details   SADABS(Sheldrick,1997)
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      293(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  'Bruker Smart CCD Area Detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 0.3
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12570
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_sigmaI/netI    0.0206
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         30.63
_reflns_number_total             1950
_reflns_number_gt                1621
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'Bruker Smart'
_computing_cell_refinement       'Bruker Smart'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0624P)^2^+0.2553P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.033(3)
_refine_ls_number_reflns         1950
_refine_ls_number_parameters     116
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.1131
_refine_ls_wR_factor_gt          0.1066
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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
V1 V 0.75260(6) 0.2500 0.75183(3) 0.02932(14) Uani 1 2 d S . .
S1 S 0.18471(11) 0.2500 0.55348(6) 0.0437(2) Uani 1 2 d S . .
O1 O 0.8654(2) 0.0556(2) 0.71394(12) 0.0444(4) Uani 1 1 d . . .
O2 O 0.8112(3) 0.2500 0.90394(15) 0.0411(5) Uani 1 2 d S . .
O3 O 0.5525(3) 0.2500 1.24435(15) 0.0464(5) Uani 1 2 d S . .
H3 H 0.6687 0.2500 1.2646 0.070 Uiso 1 2 calc SR . .
N1 N 0.4675(3) 0.2500 0.81847(16) 0.0289(4) Uani 1 2 d S . .
N2 N 0.3044(3) 0.2500 0.76129(18) 0.0368(5) Uani 1 2 d S . .
N3 N 0.5384(3) 0.2500 0.62957(17) 0.0323(4) Uani 1 2 d S . .
C1 C 0.6671(4) 0.2500 0.9688(2) 0.0308(5) Uani 1 2 d S . .
C2 C 0.6994(4) 0.2500 1.0781(2) 0.0346(5) Uani 1 2 d S . .
H2 H 0.8263 0.2500 1.1089 0.042 Uiso 1 2 calc SR . .
C3 C 0.5379(4) 0.2500 1.1395(2) 0.0321(5) Uani 1 2 d S . .
C4 C 0.3413(4) 0.2500 1.0950(2) 0.0346(5) Uani 1 2 d S . .
H4 H 0.2361 0.2500 1.1388 0.042 Uiso 1 2 calc SR . .
C5 C 0.3080(4) 0.2500 0.9883(2) 0.0323(5) Uani 1 2 d S . .
H5 H 0.1807 0.2500 0.9581 0.039 Uiso 1 2 calc SR . .
C6 C 0.4708(4) 0.2500 0.92486(19) 0.0281(5) Uani 1 2 d S . .
C7 C 0.3531(4) 0.2500 0.6568(2) 0.0338(5) Uani 1 2 d S . .
C8 C 0.5489(4) 0.2500 0.5215(2) 0.0358(6) Uani 1 2 d S . .
H8 H 0.6671 0.2500 0.4880 0.043 Uiso 1 2 calc SR . .
C9 C 0.3722(4) 0.2500 0.4688(2) 0.0389(6) Uani 1 2 d S . .
H9 H 0.3543 0.2500 0.3956 0.047 Uiso 1 2 calc SR . .
O1W O 0.8993(3) 0.2500 0.33500(19) 0.0410(5) Uani 1 2 d S . .
H1W H 0.959(4) 0.164(4) 0.318(2) 0.054(8) Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
V1 0.0236(2) 0.0369(2) 0.0280(2) 0.000 0.00704(16) 0.000
S1 0.0335(4) 0.0696(5) 0.0280(3) 0.000 0.0002(3) 0.000
O1 0.0413(8) 0.0471(8) 0.0451(8) -0.0045(6) 0.0050(6) 0.0104(6)
O2 0.0239(9) 0.0702(14) 0.0297(9) 0.000 0.0058(7) 0.000
O3 0.0382(11) 0.0750(15) 0.0262(9) 0.000 0.0052(8) 0.000
N1 0.0261(10) 0.0356(10) 0.0255(10) 0.000 0.0050(8) 0.000
N2 0.0275(10) 0.0557(14) 0.0273(10) 0.000 0.0031(8) 0.000
N3 0.0311(11) 0.0394(11) 0.0269(10) 0.000 0.0062(8) 0.000
C1 0.0281(11) 0.0365(12) 0.0282(11) 0.000 0.0061(9) 0.000
C2 0.0283(12) 0.0466(14) 0.0290(12) 0.000 0.0022(9) 0.000
C3 0.0365(13) 0.0352(12) 0.0252(11) 0.000 0.0053(9) 0.000
C4 0.0324(13) 0.0430(14) 0.0294(12) 0.000 0.0100(10) 0.000
C5 0.0247(11) 0.0414(13) 0.0313(12) 0.000 0.0057(9) 0.000
C6 0.0273(11) 0.0318(11) 0.0257(11) 0.000 0.0057(9) 0.000
C7 0.0302(12) 0.0429(14) 0.0287(12) 0.000 0.0044(9) 0.000
C8 0.0391(14) 0.0417(14) 0.0272(12) 0.000 0.0084(10) 0.000
C9 0.0447(15) 0.0479(15) 0.0244(12) 0.000 0.0045(10) 0.000
O1W 0.0330(10) 0.0424(12) 0.0480(12) 0.000 0.0058(9) 0.000
_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
V1 O1 1.6162(14) . ?
V1 O1 1.6162(15) 4_565 ?
V1 O2 1.949(2) . ?
V1 N3 2.073(2) . ?
V1 N1 2.159(2) . ?
S1 C7 1.696(3) . ?
S1 C9 1.711(3) . ?
O2 C1 1.313(3) . ?
O3 C3 1.328(3) . ?
O3 H3 0.8200 . ?
N1 N2 1.295(3) . ?
N1 C6 1.348(3) . ?
N2 C7 1.383(3) . ?
N3 C7 1.326(3) . ?
N3 C8 1.375(3) . ?
C1 C2 1.392(3) . ?
C1 C6 1.421(3) . ?
C2 C3 1.381(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.426(4) . ?
C4 C5 1.361(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.404(3) . ?
C5 H5 0.9300 . ?
C8 C9 1.346(4) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
O1W H1W 0.75(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
O1 V1 O1 109.95(11) . 4_565 ?
O1 V1 O2 102.60(6) . . ?
O1 V1 O2 102.60(6) 4_565 . ?
O1 V1 N3 96.02(7) . . ?
O1 V1 N3 96.02(7) 4_565 . ?
O2 V1 N3 147.12(8) . . ?
O1 V1 N1 124.62(6) . . ?
O1 V1 N1 124.62(6) 4_565 . ?
O2 V1 N1 75.80(8) . . ?
N3 V1 N1 71.32(8) . . ?
C7 S1 C9 89.28(13) . . ?
C1 O2 V1 119.89(17) . . ?
C3 O3 H3 109.5 . . ?
N2 N1 C6 122.0(2) . . ?
N2 N1 V1 122.99(16) . . ?
C6 N1 V1 115.03(16) . . ?
N1 N2 C7 107.2(2) . . ?
C7 N3 C8 111.0(2) . . ?
C7 N3 V1 116.63(18) . . ?
C8 N3 V1 132.35(18) . . ?
O2 C1 C2 122.6(2) . . ?
O2 C1 C6 118.3(2) . . ?
C2 C1 C6 119.1(2) . . ?
C3 C2 C1 118.2(2) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
O3 C3 C2 123.0(3) . . ?
O3 C3 C4 114.6(2) . . ?
C2 C3 C4 122.4(2) . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 118.3(2) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
N1 C6 C5 126.9(2) . . ?
N1 C6 C1 111.0(2) . . ?
C5 C6 C1 122.1(2) . . ?
N3 C7 N2 121.9(2) . . ?
N3 C7 S1 114.5(2) . . ?
N2 C7 S1 123.6(2) . . ?
C9 C8 N3 113.8(2) . . ?
C9 C8 H8 123.1 . . ?
N3 C8 H8 123.1 . . ?
C8 C9 S1 111.5(2) . . ?
C8 C9 H9 124.3 . . ?
S1 C9 H9 124.3 . . ?
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        30.63
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.727
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.081