# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               Dalton Trans.
_journal_coden_cambridge         222
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
loop_
_publ_author_name
_publ_author_address
'M. K. Kimani'
;Department of Chemistry
Clemson University
Clemson, SC 29634-0973
U.S.A.
;
'H. C. Wang'
;Department of Chemistry
Clemson University
Clemson, SC 29634-0973
U.S.A.
;
J.L.Brumaghim
;Department of Chemistry
Clemson University
Clemson, SC 29634-0973
U.S.A.
;
_publ_contact_author_address     
;Department of Chemistry
Clemson University
Clemson, SC 29634-0973
U.S.A.
;
_publ_contact_author_email       mkimani@clemson.edu
_publ_contact_author_phone       864-656-0481
_publ_contact_author_name        'Martin K. Kimani'
# TITLE AND AUTHOR LIST

_publ_section_title              
;
ENTER SECTION TITLE
;

data_seotf
_database_code_depnum_ccdc_archive 'CCDC 830039'
#TrackingRef 'web_deposit_cif_file_0_MartinM.Kimani_1308188927.[(dmise)2][2OTf].cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C10 H16 N4 Se2, 2(C F3 O3 S)'
_chemical_formula_sum            'C12 H16 F6 N4 O6 S2 Se2'
_exptl_crystal_recrystallization_method 'ether into acetonitrile'
_chemical_melting_point          ?

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      168.15
_chemical_formula_weight         648.33

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'
F F 0.0171 0.0103 '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'
Se Se -0.0929 2.2259 '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/c'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 2ybc'
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                   8.5501(17)
_cell_length_b                   20.249(4)
_cell_length_c                   13.002(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.53(3)
_cell_angle_gamma                90.00
_cell_volume                     2213.1(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    168.15
_cell_measurement_reflns_used    18636
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      26.26
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.946
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1272
_exptl_absorpt_coefficient_mu    3.617
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4001
_exptl_absorpt_correction_T_max  0.5033
_exptl_absorpt_process_details   'REQAB, CrystalClear'

_exptl_special_details           
;
?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku, AFC8S diffractometer'
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 14.6306
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            18636
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.57
_diffrn_reflns_theta_max         26.25
_reflns_number_total             4449
_reflns_number_gt                4060
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC,2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC,2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC,2006)'
_computing_structure_solution    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_structure_refinement  'SHELXTL 6.10 (Sheldrick,2008)'
_computing_molecular_graphics    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_publication_material  'SHELXTL 6.10 (Sheldrick,2008)'

_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^)+(0.0389P)^2^+3.1461P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4449
_refine_ls_number_parameters     293
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_ref         0.0870
_refine_ls_wR_factor_gt          0.0839
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_restrained_S_all      1.125
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.41540(3) 0.404113(14) 0.59610(2) 0.02217(10) Uani 1 1 d . . .
Se2 Se 0.16871(3) 0.353351(15) 0.53111(2) 0.02181(10) Uani 1 1 d . . .
C1 C 0.3352(3) 0.46592(15) 0.6817(2) 0.0216(6) Uani 1 1 d . . .
C2 C 0.4209(5) 0.40779(19) 0.8525(3) 0.0378(8) Uani 1 1 d . . .
H2A H 0.5229 0.3981 0.8352 0.057 Uiso 1 1 calc R . .
H2B H 0.3548 0.3692 0.8416 0.057 Uiso 1 1 calc R . .
H2C H 0.4344 0.4209 0.9246 0.057 Uiso 1 1 calc R . .
C3 C 0.2781(4) 0.51705(18) 0.8210(3) 0.0319(7) Uani 1 1 d . . .
H3A H 0.2704 0.5264 0.8900 0.038 Uiso 1 1 calc R . .
C4 C 0.2253(4) 0.55530(18) 0.7368(3) 0.0312(7) Uani 1 1 d . . .
H4A H 0.1745 0.5959 0.7368 0.037 Uiso 1 1 calc R . .
C5 C 0.2297(4) 0.54892(18) 0.5442(3) 0.0353(8) Uani 1 1 d . . .
H5A H 0.1732 0.5164 0.4979 0.053 Uiso 1 1 calc R . .
H5B H 0.3288 0.5589 0.5229 0.053 Uiso 1 1 calc R . .
H5C H 0.1667 0.5883 0.5416 0.053 Uiso 1 1 calc R . .
C6 C 0.1613(3) 0.30287(15) 0.6527(2) 0.0225(6) Uani 1 1 d . . .
C7 C 0.3905(4) 0.22663(17) 0.6435(3) 0.0332(7) Uani 1 1 d . . .
H7A H 0.3602 0.2273 0.5687 0.050 Uiso 1 1 calc R . .
H7B H 0.4131 0.1821 0.6667 0.050 Uiso 1 1 calc R . .
H7C H 0.4836 0.2534 0.6643 0.050 Uiso 1 1 calc R . .
C8 C 0.2204(4) 0.23083(17) 0.7823(3) 0.0309(7) Uani 1 1 d . . .
H8A H 0.2706 0.1972 0.8246 0.037 Uiso 1 1 calc R . .
C9 C 0.0951(4) 0.26717(17) 0.7995(3) 0.0313(7) Uani 1 1 d . . .
H9A H 0.0423 0.2627 0.8556 0.038 Uiso 1 1 calc R . .
C10 C -0.0706(4) 0.36038(19) 0.7076(3) 0.0330(7) Uani 1 1 d . . .
H10A H -0.0297 0.4036 0.6973 0.049 Uiso 1 1 calc R . .
H10B H -0.1166 0.3603 0.7696 0.049 Uiso 1 1 calc R . .
H10C H -0.1504 0.3488 0.6484 0.049 Uiso 1 1 calc R . .
C11 C 0.8109(4) 0.5410(2) 0.8564(3) 0.0383(8) Uani 1 1 d . . .
C12 C 0.7583(4) 0.3130(2) 0.0302(3) 0.0390(8) Uani 1 1 d . . .
N1 N 0.3455(3) 0.46160(14) 0.7857(2) 0.0262(5) Uani 1 1 d . . .
N2 N 0.2607(3) 0.52304(13) 0.6511(2) 0.0242(5) Uani 1 1 d . . .
N3 N 0.2596(3) 0.25290(13) 0.6908(2) 0.0257(5) Uani 1 1 d . . .
N4 N 0.0598(3) 0.31187(13) 0.7191(2) 0.0249(5) Uani 1 1 d . . .
S3 S 0.72755(9) 0.53983(4) 0.71717(6) 0.02575(17) Uani 1 1 d . . .
S4 S 0.70859(10) 0.24247(4) -0.05551(7) 0.03012(18) Uani 1 1 d . . .
O1 O 0.6860(3) 0.47101(12) 0.69943(19) 0.0320(5) Uani 1 1 d . . .
O2 O 0.8572(3) 0.56218(14) 0.6693(2) 0.0398(6) Uani 1 1 d . . .
O3 O 0.6425(5) 0.27317(18) -0.1522(2) 0.0678(10) Uani 1 1 d . . .
O4 O 0.5947(3) 0.58429(13) 0.7085(2) 0.0403(6) Uani 1 1 d . . .
O5 O 0.6030(4) 0.20476(15) -0.0063(3) 0.0572(9) Uani 1 1 d . . .
O6 O 0.8621(3) 0.21197(15) -0.0530(3) 0.0503(7) Uani 1 1 d . . .
F1 F 0.9335(3) 0.49999(15) 0.88135(19) 0.0561(7) Uani 1 1 d . . .
F2 F 0.7017(3) 0.52276(17) 0.91331(19) 0.0632(8) Uani 1 1 d . . .
F3 F 0.8599(4) 0.60102(15) 0.8891(2) 0.0698(8) Uani 1 1 d . . .
F4 F 0.8485(4) 0.35557(16) -0.0104(3) 0.0802(10) Uani 1 1 d . . .
F5 F 0.6297(3) 0.34679(11) 0.04434(19) 0.0459(5) Uani 1 1 d . . .
F6 F 0.8342(4) 0.29595(16) 0.1240(2) 0.0865(11) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Se1 0.02200(16) 0.02149(17) 0.02407(17) -0.00189(11) 0.00699(12) -0.00162(10)
Se2 0.02399(16) 0.02292(17) 0.01875(16) -0.00018(10) 0.00455(11) -0.00291(11)
C1 0.0204(13) 0.0231(14) 0.0205(14) -0.0007(11) 0.0018(11) -0.0027(11)
C2 0.050(2) 0.037(2) 0.0253(17) 0.0065(14) 0.0029(15) 0.0045(16)
C3 0.0339(17) 0.0380(19) 0.0258(16) -0.0082(14) 0.0109(13) 0.0027(14)
C4 0.0275(15) 0.0294(17) 0.0366(18) -0.0096(14) 0.0055(13) 0.0041(13)
C5 0.0439(19) 0.0317(18) 0.0294(17) 0.0106(14) 0.0044(15) 0.0049(15)
C6 0.0228(14) 0.0217(15) 0.0237(14) -0.0018(11) 0.0061(11) -0.0026(11)
C7 0.0361(17) 0.0293(17) 0.0386(19) 0.0044(14) 0.0188(15) 0.0077(14)
C8 0.0386(17) 0.0280(17) 0.0281(16) 0.0079(13) 0.0115(14) 0.0037(14)
C9 0.0359(17) 0.0325(18) 0.0284(16) 0.0084(14) 0.0134(14) 0.0002(14)
C10 0.0272(16) 0.041(2) 0.0332(18) 0.0008(14) 0.0112(14) 0.0081(14)
C11 0.0364(18) 0.048(2) 0.0298(18) -0.0037(15) 0.0038(15) -0.0062(16)
C12 0.0354(18) 0.036(2) 0.042(2) 0.0051(16) -0.0031(15) -0.0019(15)
N1 0.0278(13) 0.0292(14) 0.0215(13) 0.0000(10) 0.0041(10) 0.0008(11)
N2 0.0220(12) 0.0235(13) 0.0266(13) -0.0006(10) 0.0032(10) 0.0008(10)
N3 0.0282(13) 0.0225(13) 0.0286(14) 0.0029(10) 0.0112(11) 0.0023(10)
N4 0.0246(12) 0.0266(14) 0.0244(13) 0.0010(10) 0.0070(10) 0.0008(10)
S3 0.0231(3) 0.0280(4) 0.0252(4) -0.0002(3) 0.0017(3) -0.0040(3)
S4 0.0296(4) 0.0307(4) 0.0321(4) 0.0023(3) 0.0112(3) 0.0059(3)
O1 0.0294(11) 0.0293(13) 0.0372(13) -0.0043(10) 0.0054(10) -0.0021(9)
O2 0.0317(12) 0.0542(17) 0.0331(13) 0.0084(12) 0.0048(10) -0.0119(11)
O3 0.104(3) 0.058(2) 0.0345(16) -0.0035(14) -0.0067(17) 0.0360(19)
O4 0.0318(12) 0.0319(14) 0.0533(16) -0.0035(12) -0.0024(12) 0.0026(10)
O5 0.0582(18) 0.0398(16) 0.088(2) -0.0167(15) 0.0515(17) -0.0163(13)
O6 0.0402(14) 0.0450(17) 0.073(2) 0.0146(15) 0.0289(14) 0.0162(12)
F1 0.0440(13) 0.083(2) 0.0367(12) 0.0124(12) -0.0048(10) 0.0092(12)
F2 0.0561(15) 0.106(2) 0.0315(12) -0.0040(13) 0.0180(11) -0.0135(15)
F3 0.082(2) 0.0665(19) 0.0516(16) -0.0236(14) -0.0134(14) -0.0216(15)
F4 0.0616(17) 0.0575(19) 0.125(3) 0.0042(18) 0.0272(18) -0.0280(14)
F5 0.0574(14) 0.0333(12) 0.0470(13) -0.0058(10) 0.0098(11) 0.0059(10)
F6 0.118(3) 0.067(2) 0.0529(16) -0.0081(14) -0.0420(17) 0.0277(19)

_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
Se1 C1 1.885(3) . ?
Se1 Se2 2.3598(7) . ?
Se2 C6 1.893(3) . ?
C1 N1 1.342(4) . ?
C1 N2 1.345(4) . ?
C2 N1 1.467(4) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.350(5) . ?
C3 N1 1.378(4) . ?
C3 H3A 0.9300 . ?
C4 N2 1.372(4) . ?
C4 H4A 0.9300 . ?
C5 N2 1.464(4) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 N4 1.344(4) . ?
C6 N3 1.350(4) . ?
C7 N3 1.472(4) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.352(5) . ?
C8 N3 1.368(4) . ?
C8 H8A 0.9300 . ?
C9 N4 1.374(4) . ?
C9 H9A 0.9300 . ?
C10 N4 1.473(4) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 F3 1.329(5) . ?
C11 F1 1.330(5) . ?
C11 F2 1.344(4) . ?
C11 S3 1.821(4) . ?
C12 F6 1.318(5) . ?
C12 F4 1.329(5) . ?
C12 F5 1.337(5) . ?
C12 S4 1.813(4) . ?
S3 O4 1.438(3) . ?
S3 O2 1.439(3) . ?
S3 O1 1.446(2) . ?
S4 O5 1.421(3) . ?
S4 O3 1.424(3) . ?
S4 O6 1.445(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
C1 Se1 Se2 95.89(9) . . ?
C6 Se2 Se1 95.75(9) . . ?
N1 C1 N2 107.1(3) . . ?
N1 C1 Se1 126.0(2) . . ?
N2 C1 Se1 126.9(2) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 N1 107.2(3) . . ?
C4 C3 H3A 126.4 . . ?
N1 C3 H3A 126.4 . . ?
C3 C4 N2 107.1(3) . . ?
C3 C4 H4A 126.4 . . ?
N2 C4 H4A 126.4 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N4 C6 N3 107.3(3) . . ?
N4 C6 Se2 126.0(2) . . ?
N3 C6 Se2 126.7(2) . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 N3 107.1(3) . . ?
C9 C8 H8A 126.5 . . ?
N3 C8 H8A 126.5 . . ?
C8 C9 N4 107.6(3) . . ?
C8 C9 H9A 126.2 . . ?
N4 C9 H9A 126.2 . . ?
N4 C10 H10A 109.5 . . ?
N4 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N4 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
F3 C11 F1 107.8(3) . . ?
F3 C11 F2 106.6(3) . . ?
F1 C11 F2 106.8(3) . . ?
F3 C11 S3 111.9(3) . . ?
F1 C11 S3 112.4(3) . . ?
F2 C11 S3 111.0(2) . . ?
F6 C12 F4 108.3(4) . . ?
F6 C12 F5 106.6(4) . . ?
F4 C12 F5 105.9(3) . . ?
F6 C12 S4 112.5(3) . . ?
F4 C12 S4 110.8(3) . . ?
F5 C12 S4 112.4(2) . . ?
C1 N1 C3 109.1(3) . . ?
C1 N1 C2 125.9(3) . . ?
C3 N1 C2 125.0(3) . . ?
C1 N2 C4 109.4(3) . . ?
C1 N2 C5 125.6(3) . . ?
C4 N2 C5 124.9(3) . . ?
C6 N3 C8 109.2(3) . . ?
C6 N3 C7 126.0(3) . . ?
C8 N3 C7 124.8(3) . . ?
C6 N4 C9 108.8(3) . . ?
C6 N4 C10 126.2(3) . . ?
C9 N4 C10 125.0(3) . . ?
O4 S3 O2 115.41(17) . . ?
O4 S3 O1 115.05(15) . . ?
O2 S3 O1 114.83(16) . . ?
O4 S3 C11 103.26(18) . . ?
O2 S3 C11 103.49(16) . . ?
O1 S3 C11 102.22(17) . . ?
O5 S4 O3 116.7(2) . . ?
O5 S4 O6 114.17(19) . . ?
O3 S4 O6 114.8(2) . . ?
O5 S4 C12 104.08(18) . . ?
O3 S4 C12 102.12(19) . . ?
O6 S4 C12 102.27(19) . . ?

loop_
_geom_shortbond_distance
O1
Se1
2.803
O6
Se2
2.961
O1
C1
2.965
O6
H9A
2.347
O3
H7C
2.552
O6
H5C
2.523
F5
H2C
2.552

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.25
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.621
_refine_diff_density_min         -0.712
_refine_diff_density_rms         0.099

# Attachment 'web_deposit_cif_file_1_MartinM.Kimani_1308188927.[(dmise)3][2OTf].cif'

data_[(dmise)3][2OTf]
_database_code_depnum_ccdc_archive 'CCDC 830040'
#TrackingRef 'web_deposit_cif_file_1_MartinM.Kimani_1308188927.[(dmise)3][2OTf].cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C15 H24 N6 Se3, 2(C F3 O3 S)'
_chemical_formula_sum            'C17 H24 F6 N6 O6 S2 Se3'
_exptl_crystal_recrystallization_method 
'slow diffusion of ether into acetonitrile'
_chemical_melting_point          ?

_exptl_crystal_description       rods
_exptl_crystal_colour            brown

_diffrn_ambient_temperature      168.15
_chemical_formula_weight         823.42

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'
F F 0.0171 0.0103 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.611(2)
_cell_length_b                   21.563(4)
_cell_length_c                   11.669(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.95(3)
_cell_angle_gamma                90.00
_cell_volume                     2885.8(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    168.15
_cell_measurement_reflns_used    24075
_cell_measurement_theta_min      3.29
_cell_measurement_theta_max      26.36
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.895
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1616
_exptl_absorpt_coefficient_mu    4.051
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3967
_exptl_absorpt_correction_T_max  0.4694
_exptl_absorpt_process_details   'REQAB, CrystalClear'

_exptl_special_details           ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku, AFC8S diffractometer'
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 14.6306
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            24075
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         26.36
_reflns_number_total             5880
_reflns_number_gt                4854
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC,2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC,2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC,2006)'
_computing_structure_solution    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_structure_refinement  'SHELXTL 6.10 (Sheldrick,2008)'
_computing_molecular_graphics    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_publication_material  'SHELXTL 6.10 (Sheldrick,2008)'

_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^)+(0.0673P)^2^+2.8255P] 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       0.0014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         5880
_refine_ls_number_parameters     368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1348
_refine_ls_wR_factor_gt          0.1252
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_restrained_S_all      1.110
_refine_ls_shift/su_max          0.081
_refine_ls_shift/su_mean         0.002

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
Se1 Se 0.80772(4) 0.01290(2) 0.53099(4) 0.03111(15) Uani 1 1 d . . .
Se2 Se 0.99361(4) 0.08003(2) 0.59474(4) 0.03302(15) Uani 1 1 d . . .
Se3 Se 0.60968(4) -0.05359(2) 0.48658(5) 0.04310(17) Uani 1 1 d . . .
N5 N 0.7092(3) -0.12480(19) 0.3169(4) 0.0381(9) Uani 1 1 d . . .
N1 N 0.9343(3) 0.20578(18) 0.5262(4) 0.0401(9) Uani 1 1 d . . .
N6 N 0.7208(3) -0.17308(19) 0.4806(4) 0.0398(9) Uani 1 1 d . . .
N2 N 0.9538(3) 0.14762(19) 0.3782(4) 0.0380(9) Uani 1 1 d . . .
N3 N 0.7169(3) 0.06080(18) 0.7294(3) 0.0344(8) Uani 1 1 d . . .
C7 C 0.6831(4) -0.1199(2) 0.4251(4) 0.0342(10) Uani 1 1 d . . .
C11 C 0.7247(3) 0.0665(2) 0.6163(4) 0.0288(9) Uani 1 1 d . . .
N4 N 0.6688(3) 0.11922(17) 0.5770(3) 0.0332(8) Uani 1 1 d . . .
C14 C 0.6264(4) 0.1470(2) 0.6673(4) 0.0397(11) Uani 1 1 d . . .
H14A H 0.5846 0.1839 0.6640 0.048 Uiso 1 1 calc R . .
C1 C 0.9654(5) 0.0943(3) 0.3040(5) 0.0464(12) Uani 1 1 d . . .
H1A H 0.9901 0.0588 0.3513 0.070 Uiso 1 1 calc R . .
H1B H 1.0222 0.1032 0.2547 0.070 Uiso 1 1 calc R . .
H1C H 0.8916 0.0857 0.2572 0.070 Uiso 1 1 calc R . .
C2 C 0.9574(4) 0.1474(2) 0.4941(4) 0.0361(10) Uani 1 1 d . . .
C9 C 0.7682(4) -0.2106(2) 0.4060(6) 0.0480(13) Uani 1 1 d . . .
H9A H 0.7992 -0.2499 0.4225 0.058 Uiso 1 1 calc R . .
C12 C 0.7690(5) 0.0114(2) 0.8062(4) 0.0429(11) Uani 1 1 d . . .
H12A H 0.7363 -0.0277 0.7789 0.064 Uiso 1 1 calc R . .
H12B H 0.7533 0.0188 0.8834 0.064 Uiso 1 1 calc R . .
H12C H 0.8518 0.0108 0.8067 0.064 Uiso 1 1 calc R . .
C13 C 0.6560(4) 0.1111(2) 0.7619(5) 0.0429(11) Uani 1 1 d . . .
H13A H 0.6386 0.1189 0.8358 0.051 Uiso 1 1 calc R . .
C6 C 0.6852(6) -0.0778(3) 0.2269(6) 0.0613(16) Uani 1 1 d . . .
H6A H 0.7195 -0.0392 0.2552 0.092 Uiso 1 1 calc R . .
H6B H 0.6024 -0.0728 0.2061 0.092 Uiso 1 1 calc R . .
H6C H 0.7178 -0.0905 0.1599 0.092 Uiso 1 1 calc R . .
C5 C 0.9274(5) 0.2067(3) 0.3370(5) 0.0485(13) Uani 1 1 d . . .
H5A H 0.9192 0.2195 0.2600 0.058 Uiso 1 1 calc R . .
C3 C 0.9259(5) 0.2266(3) 0.6434(5) 0.0528(14) Uani 1 1 d . . .
H3A H 0.9122 0.1916 0.6903 0.079 Uiso 1 1 calc R . .
H3B H 0.8625 0.2555 0.6408 0.079 Uiso 1 1 calc R . .
H3C H 0.9974 0.2465 0.6763 0.079 Uiso 1 1 calc R . .
C10 C 0.7620(4) -0.1805(3) 0.3043(5) 0.0471(13) Uani 1 1 d . . .
H10A H 0.7886 -0.1948 0.2380 0.056 Uiso 1 1 calc R . .
C8 C 0.7101(6) -0.1889(3) 0.6002(6) 0.0685(18) Uani 1 1 d . . .
H8A H 0.7564 -0.2249 0.6236 0.103 Uiso 1 1 calc R . .
H8B H 0.6299 -0.1974 0.6055 0.103 Uiso 1 1 calc R . .
H8C H 0.7368 -0.1547 0.6501 0.103 Uiso 1 1 calc R . .
S1 S 0.63673(11) 0.11428(6) 0.10454(11) 0.0405(3) Uani 1 1 d . . .
C16 C 0.5003(5) 0.0838(2) 0.1389(5) 0.0439(12) Uani 1 1 d . . .
C4 C 0.9158(5) 0.2426(2) 0.4291(5) 0.0490(13) Uani 1 1 d . . .
H4A H 0.8984 0.2847 0.4273 0.059 Uiso 1 1 calc R . .
O3 O 0.6867(5) 0.1469(3) 0.2057(4) 0.0809(16) Uani 1 1 d . . .
O1 O 0.5997(4) 0.15439(19) 0.0073(3) 0.0568(10) Uani 1 1 d . . .
O2 O 0.6961(4) 0.0600(2) 0.0744(5) 0.0802(16) Uani 1 1 d . . .
S2 S 0.59813(13) 0.32171(7) 0.54041(14) 0.0542(4) Uani 1 1 d . . .
F1 F 0.5168(4) 0.04357(19) 0.2245(4) 0.0770(12) Uani 1 1 d . . .
F2 F 0.4365(4) 0.12807(19) 0.1761(5) 0.0945(16) Uani 1 1 d . . .
F3 F 0.4382(4) 0.0571(3) 0.0508(4) 0.1034(18) Uani 1 1 d . . .
C15 C 0.6526(4) 0.1411(2) 0.4573(4) 0.0389(10) Uani 1 1 d . . .
H15A H 0.7072 0.1206 0.4162 0.058 Uiso 1 1 calc R . .
H15B H 0.6654 0.1850 0.4563 0.058 Uiso 1 1 calc R . .
H15C H 0.5746 0.1320 0.4206 0.058 Uiso 1 1 calc R . .
F6 F 0.4534(6) 0.4145(3) 0.5343(5) 0.126(2) Uani 1 1 d . . .
F4 F 0.4382(5) 0.3642(3) 0.3796(4) 0.125(2) Uani 1 1 d . . .
F5 F 0.5769(6) 0.4241(3) 0.4199(6) 0.131(2) Uani 1 1 d . . .
O4 O 0.5107(5) 0.2808(3) 0.5728(6) 0.0988(19) Uani 1 1 d . . .
O6 O 0.6610(5) 0.3507(4) 0.6401(5) 0.116(2) Uani 1 1 d . . .
C17 C 0.5153(7) 0.3852(3) 0.4690(6) 0.0668(18) Uani 1 1 d . . .
O5 O 0.6669(5) 0.3003(2) 0.4581(5) 0.0860(17) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Se1 0.0323(2) 0.0308(3) 0.0321(3) -0.00122(18) 0.01083(18) 0.00107(16)
Se2 0.0303(2) 0.0364(3) 0.0324(3) 0.00204(18) 0.00482(17) -0.00160(16)
Se3 0.0318(3) 0.0365(3) 0.0636(4) -0.0142(2) 0.0155(2) -0.00303(17)
N5 0.0315(19) 0.043(2) 0.040(2) -0.0047(18) 0.0061(16) 0.0010(16)
N1 0.037(2) 0.0304(19) 0.051(3) -0.0016(18) 0.0015(18) -0.0021(15)
N6 0.0326(19) 0.037(2) 0.050(3) 0.0024(19) 0.0059(17) 0.0014(16)
N2 0.0348(19) 0.039(2) 0.040(2) 0.0093(18) 0.0075(16) 0.0020(16)
N3 0.0341(19) 0.039(2) 0.032(2) -0.0020(17) 0.0106(15) -0.0022(15)
C7 0.025(2) 0.033(2) 0.044(3) -0.003(2) 0.0043(18) -0.0034(16)
C11 0.0262(19) 0.032(2) 0.028(2) 0.0001(18) 0.0041(16) -0.0032(16)
N4 0.0339(18) 0.0301(18) 0.037(2) -0.0022(16) 0.0103(16) 0.0013(15)
C14 0.037(2) 0.038(2) 0.046(3) -0.014(2) 0.014(2) -0.0013(19)
C1 0.053(3) 0.052(3) 0.036(3) 0.002(2) 0.014(2) 0.009(2)
C2 0.027(2) 0.042(3) 0.039(3) 0.000(2) 0.0057(18) -0.0043(18)
C9 0.041(3) 0.033(2) 0.070(4) -0.013(3) 0.010(2) 0.006(2)
C12 0.049(3) 0.047(3) 0.033(3) 0.008(2) 0.007(2) 0.000(2)
C13 0.041(3) 0.052(3) 0.037(3) -0.014(2) 0.014(2) -0.003(2)
C6 0.061(4) 0.079(4) 0.045(3) 0.017(3) 0.014(3) 0.010(3)
C5 0.045(3) 0.049(3) 0.050(3) 0.021(3) 0.002(2) 0.001(2)
C3 0.054(3) 0.048(3) 0.055(3) -0.014(3) 0.003(3) 0.000(2)
C10 0.038(3) 0.049(3) 0.055(3) -0.022(3) 0.008(2) 0.001(2)
C8 0.071(4) 0.081(5) 0.053(4) 0.024(3) 0.009(3) 0.011(3)
S1 0.0417(6) 0.0428(7) 0.0375(7) 0.0021(5) 0.0075(5) -0.0028(5)
C16 0.048(3) 0.036(3) 0.049(3) -0.001(2) 0.010(2) 0.002(2)
C4 0.046(3) 0.035(3) 0.062(4) 0.010(3) -0.003(2) 0.001(2)
O3 0.095(4) 0.107(4) 0.039(2) -0.007(2) 0.004(2) -0.055(3)
O1 0.074(3) 0.057(2) 0.041(2) 0.0136(19) 0.0153(19) 0.001(2)
O2 0.064(3) 0.058(3) 0.127(5) 0.006(3) 0.044(3) 0.014(2)
S2 0.0566(8) 0.0569(8) 0.0524(9) 0.0101(7) 0.0193(7) 0.0188(6)
F1 0.076(2) 0.067(2) 0.092(3) 0.034(2) 0.028(2) -0.0019(19)
F2 0.085(3) 0.062(2) 0.153(5) 0.020(3) 0.071(3) 0.022(2)
F3 0.087(3) 0.157(5) 0.066(3) -0.029(3) 0.012(2) -0.064(3)
C15 0.037(2) 0.041(3) 0.038(3) 0.006(2) 0.0042(19) 0.0037(19)
F6 0.157(5) 0.149(5) 0.081(3) 0.038(3) 0.054(3) 0.107(4)
F4 0.138(5) 0.152(5) 0.068(3) 0.004(3) -0.038(3) 0.028(4)
F5 0.152(5) 0.091(4) 0.171(6) 0.057(4) 0.085(5) 0.030(4)
O4 0.098(4) 0.074(3) 0.134(5) 0.039(4) 0.049(4) 0.003(3)
O6 0.082(4) 0.173(7) 0.080(4) -0.018(4) -0.027(3) 0.023(4)
C17 0.089(5) 0.071(4) 0.045(3) 0.005(3) 0.027(3) 0.019(4)
O5 0.120(4) 0.066(3) 0.085(4) 0.005(3) 0.058(3) 0.035(3)

_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
Se1 C11 1.885(4) . ?
Se1 Se2 2.6092(8) . ?
Se1 Se3 2.6909(8) . ?
Se2 C2 1.875(5) . ?
Se3 C7 1.865(5) . ?
N5 C7 1.347(6) . ?
N5 C10 1.367(6) . ?
N5 C6 1.454(7) . ?
N1 C2 1.352(6) . ?
N1 C4 1.372(7) . ?
N1 C3 1.457(7) . ?
N6 C7 1.355(6) . ?
N6 C9 1.365(7) . ?
N6 C8 1.461(8) . ?
N2 C2 1.346(6) . ?
N2 C5 1.380(6) . ?
N2 C1 1.458(7) . ?
N3 C11 1.342(6) . ?
N3 C13 1.381(6) . ?
N3 C12 1.461(6) . ?
C11 N4 1.354(5) . ?
N4 C14 1.369(6) . ?
N4 C15 1.458(6) . ?
C14 C13 1.348(8) . ?
C14 H14A 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C9 C10 1.345(8) . ?
C9 H9A 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C5 C4 1.347(8) . ?
C5 H5A 0.9300 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C10 H10A 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
S1 O3 1.418(4) . ?
S1 O2 1.430(5) . ?
S1 O1 1.438(4) . ?
S1 C16 1.817(6) . ?
C16 F3 1.295(7) . ?
C16 F1 1.314(7) . ?
C16 F2 1.323(6) . ?
C4 H4A 0.9300 . ?
S2 O5 1.418(5) . ?
S2 O6 1.418(6) . ?
S2 O4 1.439(6) . ?
S2 C17 1.802(7) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
F6 C17 1.291(8) . ?
F4 C17 1.343(9) . ?
F5 C17 1.293(9) . ?

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
C11 Se1 Se2 88.72(12) . . ?
C11 Se1 Se3 86.36(12) . . ?
Se2 Se1 Se3 174.11(2) . . ?
C2 Se2 Se1 99.01(13) . . ?
C7 Se3 Se1 93.14(13) . . ?
C7 N5 C10 109.8(5) . . ?
C7 N5 C6 125.2(5) . . ?
C10 N5 C6 125.0(5) . . ?
C2 N1 C4 108.8(5) . . ?
C2 N1 C3 126.3(5) . . ?
C4 N1 C3 124.9(5) . . ?
C7 N6 C9 109.2(5) . . ?
C7 N6 C8 125.8(5) . . ?
C9 N6 C8 125.0(5) . . ?
C2 N2 C5 108.9(4) . . ?
C2 N2 C1 127.1(4) . . ?
C5 N2 C1 123.9(5) . . ?
C11 N3 C13 108.3(4) . . ?
C11 N3 C12 125.8(4) . . ?
C13 N3 C12 125.8(4) . . ?
N5 C7 N6 106.2(4) . . ?
N5 C7 Se3 127.1(4) . . ?
N6 C7 Se3 126.7(4) . . ?
N3 C11 N4 107.9(4) . . ?
N3 C11 Se1 125.6(3) . . ?
N4 C11 Se1 126.4(3) . . ?
C11 N4 C14 108.5(4) . . ?
C11 N4 C15 125.4(4) . . ?
C14 N4 C15 126.0(4) . . ?
C13 C14 N4 107.6(4) . . ?
C13 C14 H14A 126.2 . . ?
N4 C14 H14A 126.2 . . ?
N2 C1 H1A 109.5 . . ?
N2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C2 N1 107.4(4) . . ?
N2 C2 Se2 126.9(4) . . ?
N1 C2 Se2 125.7(4) . . ?
C10 C9 N6 107.8(5) . . ?
C10 C9 H9A 126.1 . . ?
N6 C9 H9A 126.1 . . ?
N3 C12 H12A 109.5 . . ?
N3 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N3 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N3 107.6(4) . . ?
C14 C13 H13A 126.2 . . ?
N3 C13 H13A 126.2 . . ?
N5 C6 H6A 109.5 . . ?
N5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C5 N2 107.2(5) . . ?
C4 C5 H5A 126.4 . . ?
N2 C5 H5A 126.4 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C9 C10 N5 107.0(5) . . ?
C9 C10 H10A 126.5 . . ?
N5 C10 H10A 126.5 . . ?
N6 C8 H8A 109.5 . . ?
N6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O3 S1 O2 117.4(4) . . ?
O3 S1 O1 113.1(3) . . ?
O2 S1 O1 113.2(3) . . ?
O3 S1 C16 104.7(3) . . ?
O2 S1 C16 103.2(3) . . ?
O1 S1 C16 103.2(3) . . ?
F3 C16 F1 107.9(5) . . ?
F3 C16 F2 108.1(5) . . ?
F1 C16 F2 104.5(5) . . ?
F3 C16 S1 112.5(4) . . ?
F1 C16 S1 112.2(4) . . ?
F2 C16 S1 111.3(4) . . ?
C5 C4 N1 107.7(5) . . ?
C5 C4 H4A 126.1 . . ?
N1 C4 H4A 126.1 . . ?
O5 S2 O6 115.2(4) . . ?
O5 S2 O4 118.2(4) . . ?
O6 S2 O4 110.4(5) . . ?
O5 S2 C17 104.5(3) . . ?
O6 S2 C17 102.4(4) . . ?
O4 S2 C17 103.8(4) . . ?
N4 C15 H15A 109.5 . . ?
N4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
F6 C17 F5 109.9(7) . . ?
F6 C17 F4 105.0(7) . . ?
F5 C17 F4 102.9(7) . . ?
F6 C17 S2 113.9(5) . . ?
F5 C17 S2 113.9(6) . . ?
F4 C17 S2 110.3(5) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.36
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.017
_refine_diff_density_min         -0.769
_refine_diff_density_rms         0.116

# Attachment 'web_deposit_cif_file_2_MartinM.Kimani_1308188927.[(dmit)2][2OTf].cif'

data_ssotf4
_database_code_depnum_ccdc_archive 'CCDC 830041'
#TrackingRef 'web_deposit_cif_file_2_MartinM.Kimani_1308188927.[(dmit)2][2OTf].cif'

_audit_update_record             
;
2009-06-04 # Formatted by publCIF
;
_publ_section_title_footnote     
;
ENTER FOOTNOTE TO TITLE OF PAPER
;
_publ_section_abstract           
;
ENTER ABSTRACT
;
_publ_section_comment            
;
ENTER TEXT
;
_publ_section_references         
;
ENTER OTHER REFERENCES

Jacobson, R. (1998). <i>REQAB</i>. Version 1.1. Molecular Structure
Corporation, The Woodlands, Texas, USA.

Molecular Structure Corporation & Rigaku (2006). <i>CrystalClear</i> MSC, The
Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.

Sheldrick, G. M. (2008). <i>SHELXTL</i>.Version 6.10 Acta Cryst. A64, 112-122.
;
_publ_section_figure_captions    
;

ENTER FIGURE CAPTIONS
;
_publ_section_exptl_prep         
;
ENTER COMPOUND PREPARATION DETAILS
;
_publ_section_exptl_refinement   
;
ENTER SPECIAL DETAILS OF THE REFINEMENT
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C10 H16 N4 S2, 2(C F3 O3 S)'
_chemical_formula_sum            'C12 H16 F6 N4 O6 S4'
_exptl_crystal_recrystallization_method 'diethyl ether into acetonitrile'
_chemical_melting_point          ?

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      168.15
_chemical_formula_weight         554.53

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'
F F 0.0171 0.0103 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_int_tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_chemical_absolute_configuration ?

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                   8.5235(17)
_cell_length_b                   19.874(4)
_cell_length_c                   12.926(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.29(3)
_cell_angle_gamma                90.00
_cell_volume                     2166.8(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    168.15
_cell_measurement_reflns_used    18721
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      26.32
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.700
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1128
_exptl_absorpt_coefficient_mu    0.528
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8451
_exptl_absorpt_correction_T_max  0.8973
_exptl_absorpt_process_details   'REQAB, CrystalClear'

_exptl_special_details           
;
?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku AFC8S'
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 14.6306
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            18721
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0278
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         26.32
_reflns_number_total             4393
_reflns_number_gt                3665
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC,2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC,2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC,2006)'
_computing_structure_solution    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_structure_refinement  'SHELXTL 6.10 (Sheldrick,2008)'
_computing_molecular_graphics    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_publication_material  'SHELXTL 6.10 (Sheldrick,2008)'

_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^)+(0.0675P)^2^+1.3405P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4393
_refine_ls_number_parameters     293
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1304
_refine_ls_wR_factor_gt          0.1192
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_restrained_S_all      1.105
_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
S1 S 0.17167(7) 0.36249(3) 0.56727(5) 0.02980(17) Uani 1 1 d . . .
S2 S 0.38417(7) 0.41487(3) 0.61430(5) 0.02955(16) Uani 1 1 d . . .
S3 S 0.73048(8) 0.54399(3) 0.70161(5) 0.03435(18) Uani 1 1 d . . .
S4 S 0.20094(8) 0.71255(4) -0.03477(5) 0.03540(18) Uani 1 1 d . . .
C1 C 0.1611(3) 0.31445(13) 0.67912(19) 0.0291(5) Uani 1 1 d . . .
C2 C 0.3826(3) 0.23536(16) 0.6625(2) 0.0426(7) Uani 1 1 d . . .
H2A H 0.3453 0.2267 0.5900 0.064 Uiso 1 1 calc R . .
H2B H 0.4211 0.1943 0.6961 0.064 Uiso 1 1 calc R . .
H2C H 0.4668 0.2678 0.6681 0.064 Uiso 1 1 calc R . .
C3 C 0.2034(3) 0.23633(15) 0.8017(2) 0.0373(6) Uani 1 1 d . . .
H3A H 0.2472 0.1999 0.8407 0.045 Uiso 1 1 calc R . .
C4 C 0.0795(3) 0.27441(15) 0.8219(2) 0.0378(6) Uani 1 1 d . . .
H4A H 0.0218 0.2688 0.8772 0.045 Uiso 1 1 calc R . .
C5 C -0.0754(4) 0.37143(16) 0.7337(2) 0.0437(7) Uani 1 1 d . . .
H5A H -0.0388 0.4138 0.7107 0.066 Uiso 1 1 calc R . .
H5B H -0.1127 0.3773 0.7998 0.066 Uiso 1 1 calc R . .
H5C H -0.1604 0.3550 0.6831 0.066 Uiso 1 1 calc R . .
C6 C 0.3217(3) 0.47849(14) 0.6919(2) 0.0331(5) Uani 1 1 d . . .
C7 C 0.2168(4) 0.55675(16) 0.5491(2) 0.0474(7) Uani 1 1 d . . .
H7A H 0.1433 0.5251 0.5129 0.071 Uiso 1 1 calc R . .
H7B H 0.3120 0.5574 0.5174 0.071 Uiso 1 1 calc R . .
H7C H 0.1701 0.6008 0.5450 0.071 Uiso 1 1 calc R . .
C8 C 0.2318(4) 0.57474(17) 0.7425(3) 0.0474(7) Uani 1 1 d . . .
H8A H 0.1871 0.6175 0.7406 0.057 Uiso 1 1 calc R . .
C9 C 0.2850(4) 0.53938(18) 0.8290(3) 0.0483(8) Uani 1 1 d . . .
H9A H 0.2846 0.5531 0.8977 0.058 Uiso 1 1 calc R . .
C10 C 0.4147(5) 0.42583(19) 0.8650(2) 0.0543(8) Uani 1 1 d . . .
H10A H 0.5115 0.4121 0.8414 0.081 Uiso 1 1 calc R . .
H10B H 0.3441 0.3881 0.8630 0.081 Uiso 1 1 calc R . .
H10C H 0.4375 0.4424 0.9354 0.081 Uiso 1 1 calc R . .
C11 C 0.8082(4) 0.55460(17) 0.8395(2) 0.0452(7) Uani 1 1 d . . .
C12 C 0.3644(4) 0.75244(18) 0.0470(2) 0.0471(7) Uani 1 1 d . . .
N1 N 0.2523(2) 0.26168(11) 0.71295(16) 0.0316(5) Uani 1 1 d . . .
N2 N 0.0550(3) 0.32293(11) 0.74523(17) 0.0326(5) Uani 1 1 d . . .
N3 N 0.2548(3) 0.53692(12) 0.65811(19) 0.0369(5) Uani 1 1 d . . .
N4 N 0.3401(3) 0.47912(13) 0.79686(18) 0.0391(5) Uani 1 1 d . . .
O1 O 0.6716(2) 0.47617(10) 0.69779(17) 0.0420(5) Uani 1 1 d . . .
O2 O 0.8673(3) 0.55451(12) 0.65049(16) 0.0487(5) Uani 1 1 d . . .
O3 O 0.6097(3) 0.59480(11) 0.68294(19) 0.0511(6) Uani 1 1 d . . .
O4 O 0.0744(3) 0.75862(14) -0.02545(17) 0.0559(6) Uani 1 1 d . . .
O5 O 0.2513(3) 0.71074(12) -0.13589(16) 0.0505(6) Uani 1 1 d . . .
O6 O 0.1887(3) 0.64884(12) 0.0157(2) 0.0567(6) Uani 1 1 d . . .
F1 F 0.8702(3) 0.61565(11) 0.85926(16) 0.0638(6) Uani 1 1 d . . .
F2 F 0.9201(3) 0.51018(11) 0.87257(16) 0.0618(5) Uani 1 1 d . . .
F3 F 0.6932(3) 0.54788(15) 0.89867(17) 0.0809(8) Uani 1 1 d . . .
F4 F 0.3296(3) 0.76552(16) 0.14158(16) 0.0877(9) Uani 1 1 d . . .
F5 F 0.4069(3) 0.81003(11) 0.00639(19) 0.0688(6) Uani 1 1 d . . .
F6 F 0.4938(2) 0.71369(13) 0.05866(19) 0.0720(7) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0307(3) 0.0306(3) 0.0286(3) 0.0003(2) 0.0060(2) -0.0039(2)
S2 0.0299(3) 0.0287(3) 0.0317(3) -0.0035(2) 0.0100(2) -0.0036(2)
S3 0.0299(3) 0.0345(4) 0.0386(4) -0.0029(3) 0.0048(3) -0.0032(3)
S4 0.0330(3) 0.0425(4) 0.0322(3) 0.0003(3) 0.0095(3) 0.0008(3)
C1 0.0258(12) 0.0286(12) 0.0337(12) -0.0015(10) 0.0073(9) -0.0035(9)
C2 0.0364(15) 0.0431(16) 0.0520(17) 0.0032(13) 0.0194(12) 0.0102(12)
C3 0.0368(14) 0.0383(15) 0.0381(14) 0.0071(11) 0.0094(11) 0.0004(11)
C4 0.0401(15) 0.0425(16) 0.0332(13) 0.0051(11) 0.0130(11) -0.0010(12)
C5 0.0376(15) 0.0484(17) 0.0475(16) 0.0011(13) 0.0143(12) 0.0119(13)
C6 0.0279(12) 0.0367(14) 0.0360(13) -0.0057(10) 0.0096(10) -0.0039(10)
C7 0.0533(18) 0.0375(16) 0.0490(17) 0.0033(13) -0.0011(14) 0.0046(13)
C8 0.0347(15) 0.0484(18) 0.0599(19) -0.0232(15) 0.0098(13) 0.0018(13)
C9 0.0392(16) 0.061(2) 0.0455(16) -0.0226(15) 0.0104(13) -0.0038(14)
C10 0.067(2) 0.061(2) 0.0351(15) 0.0053(14) 0.0068(14) -0.0038(17)
C11 0.0443(16) 0.0466(17) 0.0450(16) -0.0080(13) 0.0080(13) -0.0008(13)
C12 0.0455(17) 0.058(2) 0.0395(15) -0.0029(14) 0.0118(12) -0.0033(14)
N1 0.0289(11) 0.0330(11) 0.0344(11) -0.0007(9) 0.0101(8) -0.0008(9)
N2 0.0302(11) 0.0346(12) 0.0343(11) -0.0004(9) 0.0090(8) 0.0005(9)
N3 0.0296(11) 0.0365(12) 0.0448(12) -0.0089(10) 0.0057(9) -0.0021(9)
N4 0.0369(12) 0.0474(14) 0.0342(11) -0.0048(10) 0.0091(9) -0.0061(10)
O1 0.0367(10) 0.0344(11) 0.0548(12) -0.0062(9) 0.0065(9) -0.0056(8)
O2 0.0391(11) 0.0664(15) 0.0428(11) -0.0015(10) 0.0127(9) -0.0150(10)
O3 0.0438(12) 0.0370(11) 0.0684(14) -0.0055(10) -0.0057(10) 0.0047(9)
O4 0.0409(12) 0.0818(18) 0.0479(12) 0.0174(11) 0.0161(9) 0.0246(11)
O5 0.0540(13) 0.0658(15) 0.0350(10) -0.0122(9) 0.0181(9) -0.0084(11)
O6 0.0641(15) 0.0451(13) 0.0642(15) 0.0053(11) 0.0206(12) -0.0105(11)
F1 0.0700(14) 0.0534(12) 0.0618(12) -0.0195(10) -0.0117(10) -0.0054(10)
F2 0.0676(13) 0.0606(13) 0.0521(11) 0.0045(9) -0.0086(9) 0.0047(10)
F3 0.0712(15) 0.127(2) 0.0498(12) -0.0187(13) 0.0287(11) -0.0145(14)
F4 0.0832(16) 0.143(3) 0.0385(11) -0.0253(13) 0.0158(10) -0.0321(16)
F5 0.0789(15) 0.0499(12) 0.0830(15) -0.0129(11) 0.0300(12) -0.0192(11)
F6 0.0375(11) 0.0995(18) 0.0771(15) 0.0296(13) 0.0013(10) 0.0052(11)

_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
S1 C1 1.746(3) . ?
S1 S2 2.1015(10) . ?
S2 C6 1.744(3) . ?
S3 O2 1.436(2) . ?
S3 O1 1.437(2) . ?
S3 O3 1.437(2) . ?
S3 C11 1.822(3) . ?
S4 O4 1.433(2) . ?
S4 O5 1.434(2) . ?
S4 O6 1.435(2) . ?
S4 C12 1.806(3) . ?
C1 N1 1.341(3) . ?
C1 N2 1.341(3) . ?
C2 N1 1.464(3) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.355(4) . ?
C3 N1 1.372(3) . ?
C3 H3A 0.9300 . ?
C4 N2 1.377(4) . ?
C4 H4A 0.9300 . ?
C5 N2 1.463(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 N3 1.339(4) . ?
C6 N4 1.343(3) . ?
C7 N3 1.454(4) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.342(5) . ?
C8 N3 1.362(4) . ?
C8 H8A 0.9300 . ?
C9 N4 1.373(4) . ?
C9 H9A 0.9300 . ?
C10 N4 1.463(4) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 F2 1.325(4) . ?
C11 F1 1.334(4) . ?
C11 F3 1.334(4) . ?
C12 F4 1.325(4) . ?
C12 F5 1.331(4) . ?
C12 F6 1.336(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 S1 S2 100.17(9) . . ?
C6 S2 S1 101.76(9) . . ?
O2 S3 O1 115.06(14) . . ?
O2 S3 O3 115.45(15) . . ?
O1 S3 O3 114.54(13) . . ?
O2 S3 C11 103.20(14) . . ?
O1 S3 C11 102.60(14) . . ?
O3 S3 C11 103.50(15) . . ?
O4 S4 O5 114.88(14) . . ?
O4 S4 O6 114.85(15) . . ?
O5 S4 O6 116.32(15) . . ?
O4 S4 C12 101.36(16) . . ?
O5 S4 C12 103.72(14) . . ?
O6 S4 C12 102.82(16) . . ?
N1 C1 N2 107.6(2) . . ?
N1 C1 S1 126.96(18) . . ?
N2 C1 S1 125.4(2) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 N1 107.2(2) . . ?
C4 C3 H3A 126.4 . . ?
N1 C3 H3A 126.4 . . ?
C3 C4 N2 107.1(2) . . ?
C3 C4 H4A 126.5 . . ?
N2 C4 H4A 126.5 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 N4 107.7(2) . . ?
N3 C6 S2 126.3(2) . . ?
N4 C6 S2 125.9(2) . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 N3 107.9(3) . . ?
C9 C8 H8A 126.0 . . ?
N3 C8 H8A 126.0 . . ?
C8 C9 N4 107.1(3) . . ?
C8 C9 H9A 126.4 . . ?
N4 C9 H9A 126.4 . . ?
N4 C10 H10A 109.5 . . ?
N4 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N4 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
F2 C11 F1 107.3(3) . . ?
F2 C11 F3 107.6(3) . . ?
F1 C11 F3 106.5(3) . . ?
F2 C11 S3 112.5(2) . . ?
F1 C11 S3 111.8(2) . . ?
F3 C11 S3 110.9(2) . . ?
F4 C12 F5 107.8(3) . . ?
F4 C12 F6 107.5(3) . . ?
F5 C12 F6 105.9(3) . . ?
F4 C12 S4 111.7(2) . . ?
F5 C12 S4 112.2(2) . . ?
F6 C12 S4 111.6(2) . . ?
C1 N1 C3 109.2(2) . . ?
C1 N1 C2 125.1(2) . . ?
C3 N1 C2 125.7(2) . . ?
C1 N2 C4 108.9(2) . . ?
C1 N2 C5 126.2(2) . . ?
C4 N2 C5 124.7(2) . . ?
C6 N3 C8 108.7(3) . . ?
C6 N3 C7 125.2(2) . . ?
C8 N3 C7 126.1(3) . . ?
C6 N4 C9 108.6(3) . . ?
C6 N4 C10 125.4(3) . . ?
C9 N4 C10 126.0(3) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.32
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.689
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.077

# Attachment '5858_web_deposit_cif_file_3_MartinM.Kimani_1308188927.[TpmiprCu(MISeox)][2OTf].cif.cif'

data_[TpmiprCu(MISeox)][2OTf]
_database_code_depnum_ccdc_archive 'CCDC 830042'
#TrackingRef '5858_web_deposit_cif_file_3_MartinM.Kimani_1308188927.[TpmiprCu(MISeox)][2OTf].cif.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C36 H56 Cu N10 Se2, C H4 O, 2(C F3 O3 S)'
_chemical_formula_sum            'C39 H60 Cu F6 N10 O7 S2 Se2'
_chemical_melting_point          ?

_exptl_crystal_description       chip
_exptl_crystal_colour            green

_diffrn_ambient_temperature      168.15
_chemical_formula_weight         1180.55

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'
F F 0.0171 0.0103 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_int_tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_chemical_absolute_configuration ?

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.196(3)
_cell_length_b                   24.359(5)
_cell_length_c                   15.260(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.96(3)
_cell_angle_gamma                90.00
_cell_volume                     5034.7(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    168.15
_cell_measurement_reflns_used    33101
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      25.05
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2412
_exptl_absorpt_coefficient_mu    2.040
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6857
_exptl_absorpt_correction_T_max  0.6857
_exptl_absorpt_process_details   'REQAB, CrystalClear'

_exptl_special_details           
;
?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku, AFC8S diffractometer'
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 14.6306
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            33101
_diffrn_reflns_av_R_equivalents  0.0607
_diffrn_reflns_av_sigmaI/netI    0.0662
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.69
_diffrn_reflns_theta_max         25.05
_reflns_number_total             8864
_reflns_number_gt                6706
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC,2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC,2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC,2006)'
_computing_structure_solution    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_structure_refinement  'SHELXTL 6.10 (Sheldrick,2008)'
_computing_molecular_graphics    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_publication_material  'SHELXTL 6.10 (Sheldrick,2008)'

_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^)+(0.0875P)^2^+32.0469P] 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       0.00038(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         8864
_refine_ls_number_parameters     620
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0996
_refine_ls_R_factor_gt           0.0767
_refine_ls_wR_factor_ref         0.2161
_refine_ls_wR_factor_gt          0.1972
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          1.918
_refine_ls_shift/su_mean         0.039

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
Cu Cu 0.22380(6) 0.34481(3) 0.92569(6) 0.0287(2) Uani 1 1 d . . .
N10 N 0.4450(5) 0.2434(3) 0.9348(5) 0.0365(15) Uani 1 1 d . . .
N9 N 0.3442(4) 0.3028(2) 0.9524(4) 0.0301(13) Uani 1 1 d . . .
N8 N 0.0999(5) 0.2226(3) 1.0341(5) 0.0380(15) Uani 1 1 d . . .
N7 N 0.1598(4) 0.2897(2) 0.9786(4) 0.0304(13) Uani 1 1 d . . .
N2 N 0.2661(5) 0.4013(2) 0.8521(5) 0.0316(13) Uani 1 1 d . . .
N1 N 0.2701(5) 0.4554(2) 0.8815(4) 0.0309(13) Uani 1 1 d . . .
N3 N 0.2832(4) 0.3961(2) 1.0580(5) 0.0311(13) Uani 1 1 d . . .
N4 N 0.2747(5) 0.4515(2) 1.0396(4) 0.0310(13) Uani 1 1 d . . .
N5 N 0.1034(4) 0.3948(2) 0.8733(5) 0.0323(14) Uani 1 1 d . . .
N6 N 0.1191(4) 0.4507(2) 0.8938(5) 0.0321(14) Uani 1 1 d . . .
Se1 Se 0.21924(6) 0.17678(3) 0.95640(6) 0.0360(2) Uani 1 1 d . . .
Se2 Se 0.23767(6) 0.21511(3) 0.82705(6) 0.0343(2) Uani 1 1 d . . .
C30 C 0.3498(5) 0.2563(3) 0.9092(5) 0.0318(16) Uani 1 1 d . . .
C33 C 0.4800(6) 0.1956(4) 0.9003(7) 0.048(2) Uani 1 1 d . . .
H33A H 0.4516 0.1963 0.8299 0.072 Uiso 1 1 calc R . .
H33B H 0.4607 0.1625 0.9210 0.072 Uiso 1 1 calc R . .
H33C H 0.5507 0.1969 0.9277 0.072 Uiso 1 1 calc R . .
C31 C 0.5044(6) 0.2831(3) 1.0003(6) 0.0386(18) Uani 1 1 d . . .
H31A H 0.5730 0.2849 1.0308 0.046 Uiso 1 1 calc R . .
C32 C 0.4404(6) 0.3192(3) 1.0104(6) 0.0411(19) Uani 1 1 d . . .
H32A H 0.4590 0.3501 1.0504 0.049 Uiso 1 1 calc R . .
C29 C 0.1554(5) 0.2346(3) 0.9884(5) 0.0311(16) Uani 1 1 d . . .
C28 C 0.0729(7) 0.1673(4) 1.0536(8) 0.055(2) Uani 1 1 d . . .
H28A H 0.0723 0.1421 1.0050 0.082 Uiso 1 1 calc R . .
H28B H 0.0086 0.1685 1.0509 0.082 Uiso 1 1 calc R . .
H28C H 0.1204 0.1553 1.1177 0.082 Uiso 1 1 calc R . .
C34 C 0.0664(6) 0.2719(4) 1.0545(7) 0.0436(19) Uani 1 1 d . . .
H34A H 0.0263 0.2762 1.0854 0.052 Uiso 1 1 calc R . .
C35 C 0.1028(6) 0.3110(3) 1.0211(6) 0.0401(19) Uani 1 1 d . . .
H35A H 0.0920 0.3483 1.0254 0.048 Uiso 1 1 calc R . .
C19 C 0.3894(7) 0.3364(3) 0.7346(7) 0.045(2) Uani 1 1 d . . .
H19A H 0.4348 0.3350 0.8034 0.068 Uiso 1 1 calc R . .
H19B H 0.4107 0.3639 0.7033 0.068 Uiso 1 1 calc R . .
H19C H 0.3876 0.3013 0.7052 0.068 Uiso 1 1 calc R . .
C20 C 0.2159(7) 0.3586(4) 0.6141(7) 0.055(2) Uani 1 1 d . . .
H20A H 0.1527 0.3699 0.6075 0.083 Uiso 1 1 calc R . .
H20B H 0.2089 0.3246 0.5797 0.083 Uiso 1 1 calc R . .
H20C H 0.2413 0.3862 0.5868 0.083 Uiso 1 1 calc R . .
C21 C 0.2866(7) 0.3507(3) 0.7219(6) 0.0402(19) Uani 1 1 d . . .
H21A H 0.2628 0.3201 0.7471 0.048 Uiso 1 1 calc R . .
C22 C 0.2886(6) 0.4019(3) 0.7788(6) 0.0383(18) Uani 1 1 d . . .
C23 C 0.3085(7) 0.4556(3) 0.7584(7) 0.048(2) Uani 1 1 d . . .
H23A H 0.3276 0.4663 0.7110 0.058 Uiso 1 1 calc R . .
C24 C 0.2939(7) 0.4882(3) 0.8225(7) 0.047(2) Uani 1 1 d . . .
C25 C 0.2947(12) 0.5492(4) 0.8264(12) 0.093(5) Uani 1 1 d . . .
H25A H 0.2941 0.5625 0.8868 0.112 Uiso 1 1 calc R . .
C27 C 0.3686(9) 0.5760(4) 0.8096(9) 0.066(3) Uani 1 1 d . . .
H27A H 0.4302 0.5748 0.8684 0.099 Uiso 1 1 calc R . .
H27B H 0.3498 0.6135 0.7914 0.099 Uiso 1 1 calc R . .
H27C H 0.3757 0.5577 0.7574 0.099 Uiso 1 1 calc R . .
C26 C 0.1924(10) 0.5708(5) 0.7240(10) 0.084(4) Uani 1 1 d . . .
H26A H 0.1901 0.6102 0.7229 0.126 Uiso 1 1 calc R . .
H26B H 0.1342 0.5566 0.7256 0.126 Uiso 1 1 calc R . .
H26C H 0.1956 0.5576 0.6662 0.126 Uiso 1 1 calc R . .
C6 C 0.3059(9) 0.3304(4) 1.2691(8) 0.061(3) Uani 1 1 d . . .
H6A H 0.2369 0.3380 1.2304 0.092 Uiso 1 1 calc R . .
H6B H 0.3336 0.3560 1.3227 0.092 Uiso 1 1 calc R . .
H6C H 0.3142 0.2937 1.2944 0.092 Uiso 1 1 calc R . .
C7 C 0.4707(6) 0.3292(3) 1.2671(7) 0.048(2) Uani 1 1 d . . .
H7A H 0.5019 0.3281 1.2249 0.072 Uiso 1 1 calc R . .
H7B H 0.4837 0.2956 1.3039 0.072 Uiso 1 1 calc R . .
H7C H 0.4963 0.3596 1.3117 0.072 Uiso 1 1 calc R . .
C5 C 0.3587(6) 0.3362(3) 1.2048(6) 0.0406(19) Uani 1 1 d . . .
H5A H 0.3346 0.3075 1.1543 0.049 Uiso 1 1 calc R . .
C1 C 0.3358(6) 0.3910(3) 1.1553(5) 0.0321(16) Uani 1 1 d . . .
C2 C 0.3620(7) 0.4441(3) 1.1986(6) 0.047(2) Uani 1 1 d . . .
H2A H 0.4000 0.4516 1.2651 0.056 Uiso 1 1 calc R . .
C3 C 0.3216(6) 0.4821(3) 1.1253(5) 0.0387(19) Uani 1 1 d . . .
C4 C 0.3277(8) 0.5429(3) 1.1260(7) 0.064(3) Uani 1 1 d . . .
H4A H 0.2647 0.5592 1.0800 0.077 Uiso 1 1 calc R . .
C9 C 0.3643(13) 0.5672(4) 1.2220(9) 0.103(5) Uani 1 1 d . . .
H9A H 0.3226 0.5568 1.2513 0.154 Uiso 1 1 calc R . .
H9B H 0.3644 0.6064 1.2163 0.154 Uiso 1 1 calc R . .
H9C H 0.4303 0.5546 1.2626 0.154 Uiso 1 1 calc R . .
C8 C 0.4180(11) 0.5587(6) 1.0955(13) 0.110(6) Uani 1 1 d . . .
H8A H 0.4308 0.5974 1.1035 0.165 Uiso 1 1 calc R . .
H8B H 0.3979 0.5487 1.0282 0.165 Uiso 1 1 calc R . .
H8C H 0.4770 0.5390 1.1372 0.165 Uiso 1 1 calc R . .
C12 C -0.0093(8) 0.3213(5) 0.6839(10) 0.076(4) Uani 1 1 d . . .
H12A H 0.0606 0.3250 0.7068 0.115 Uiso 1 1 calc R . .
H12B H -0.0436 0.3456 0.6294 0.115 Uiso 1 1 calc R . .
H12C H -0.0287 0.2841 0.6632 0.115 Uiso 1 1 calc R . .
C10 C -0.1472(6) 0.3354(4) 0.7314(7) 0.053(2) Uani 1 1 d . . .
H10A H -0.1609 0.3464 0.7844 0.080 Uiso 1 1 calc R . .
H10B H -0.1726 0.2991 0.7102 0.080 Uiso 1 1 calc R . .
H10C H -0.1782 0.3606 0.6776 0.080 Uiso 1 1 calc R . .
C11 C -0.0350(6) 0.3356(4) 0.7668(7) 0.053(3) Uani 1 1 d . . .
H11A H -0.0050 0.3081 0.8189 0.064 Uiso 1 1 calc R . .
C13 C 0.0071(6) 0.3907(3) 0.8085(6) 0.0401(19) Uani 1 1 d . . .
C14 C -0.0350(6) 0.4437(3) 0.7855(7) 0.051(2) Uani 1 1 d . . .
H14A H -0.1000 0.4519 0.7413 0.061 Uiso 1 1 calc R . .
C15 C 0.0354(6) 0.4802(3) 0.8389(6) 0.0389(18) Uani 1 1 d . . .
C16 C 0.0316(7) 0.5416(3) 0.8456(8) 0.053(2) Uani 1 1 d . . .
H16A H 0.0864 0.5588 0.8386 0.064 Uiso 1 1 calc R . .
C17 C 0.0360(14) 0.5567(7) 0.9517(15) 0.125(7) Uani 1 1 d . . .
H17A H 0.0444 0.5956 0.9623 0.188 Uiso 1 1 calc R . .
H17B H 0.0905 0.5379 1.0030 0.188 Uiso 1 1 calc R . .
H17C H -0.0244 0.5456 0.9521 0.188 Uiso 1 1 calc R . .
C18 C -0.0589(11) 0.5645(6) 0.779(2) 0.191(13) Uani 1 1 d . . .
H18A H -0.0754 0.5522 0.7140 0.287 Uiso 1 1 calc R . .
H18B H -0.0539 0.6038 0.7821 0.287 Uiso 1 1 calc R . .
H18C H -0.1095 0.5532 0.7968 0.287 Uiso 1 1 calc R . .
C36 C 0.2217(5) 0.4702(3) 0.9415(5) 0.0253(14) Uani 1 1 d . . .
H36A H 0.2198 0.5104 0.9436 0.030 Uiso 1 1 calc R . .
C37 C 0.2215(8) 0.7238(4) 1.0280(7) 0.055(2) Uani 1 1 d . . .
C38 C 0.1506(9) 0.9613(5) 0.0211(9) 0.069(3) Uani 1 1 d . . .
O7 O 0.436(2) 0.0778(9) 0.015(3) 0.315(15) Uani 1 1 d . . .
H7 H 0.3861 0.0634 0.0124 0.472 Uiso 1 1 calc R . .
S1 S 0.19399(15) 0.68758(8) 0.91466(15) 0.0373(5) Uani 1 1 d . . .
S2 S 0.1869(2) 1.02625(10) -0.00637(18) 0.0550(6) Uani 1 1 d . . .
O1 O 0.2245(5) 0.6328(2) 0.9482(5) 0.0598(18) Uani 1 1 d . . .
O2 O 0.0901(5) 0.6943(3) 0.8571(5) 0.0558(16) Uani 1 1 d . . .
O3 O 0.2538(5) 0.7157(3) 0.8768(5) 0.0500(15) Uani 1 1 d . . .
O4 O 0.2582(7) 1.0123(4) -0.0371(8) 0.092(3) Uani 1 1 d . . .
O5 O 0.2245(6) 1.0552(3) 0.0850(6) 0.079(2) Uani 1 1 d . . .
O6 O 0.0958(7) 1.0475(4) -0.0818(7) 0.098(3) Uani 1 1 d . . .
C39 C 0.523(3) 0.0278(12) 0.032(4) 0.46(5) Uani 1 1 d . . .
H39A H 0.5046 0.0086 -0.0293 0.685 Uiso 1 1 calc R . .
H39B H 0.5261 0.0023 0.0808 0.685 Uiso 1 1 calc R . .
H39C H 0.5864 0.0446 0.0522 0.685 Uiso 1 1 calc R . .
F1 F 0.3173(5) 0.7249(4) 1.0883(5) 0.099(3) Uani 1 1 d . . .
F2 F 0.1897(7) 0.7758(2) 1.0097(6) 0.091(2) Uani 1 1 d . . .
F3 F 0.1773(5) 0.7010(3) 1.0761(5) 0.0758(18) Uani 1 1 d . . .
F4 F 0.2287(6) 0.9333(4) 0.0850(8) 0.129(4) Uani 1 1 d . . .
F5 F 0.1057(7) 0.9304(3) -0.0587(6) 0.107(3) Uani 1 1 d . . .
F6 F 0.0892(6) 0.9639(3) 0.0586(6) 0.092(2) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu 0.0303(5) 0.0195(4) 0.0319(5) -0.0003(3) 0.0103(4) 0.0000(3)
N10 0.033(3) 0.031(3) 0.043(4) 0.002(3) 0.015(3) 0.006(3)
N9 0.027(3) 0.024(3) 0.033(3) -0.003(2) 0.008(3) -0.001(2)
N8 0.034(3) 0.032(3) 0.048(4) 0.000(3) 0.019(3) -0.003(3)
N7 0.027(3) 0.029(3) 0.030(3) 0.000(2) 0.008(3) -0.001(2)
N2 0.043(4) 0.018(3) 0.034(3) 0.000(2) 0.018(3) 0.002(3)
N1 0.044(4) 0.015(3) 0.035(3) 0.000(2) 0.019(3) 0.001(2)
N3 0.033(3) 0.021(3) 0.035(3) 0.002(2) 0.011(3) 0.002(2)
N4 0.039(3) 0.018(3) 0.030(3) 0.001(2) 0.010(3) 0.003(2)
N5 0.033(3) 0.016(3) 0.040(4) -0.004(2) 0.010(3) -0.003(2)
N6 0.031(3) 0.021(3) 0.038(3) 0.003(3) 0.009(3) 0.002(2)
Se1 0.0412(5) 0.0224(4) 0.0429(5) 0.0026(3) 0.0178(4) 0.0005(3)
Se2 0.0354(4) 0.0282(4) 0.0339(4) -0.0038(3) 0.0109(3) -0.0027(3)
C30 0.030(4) 0.026(4) 0.034(4) 0.003(3) 0.010(3) -0.002(3)
C33 0.043(5) 0.040(5) 0.054(5) -0.006(4) 0.016(4) 0.014(4)
C31 0.026(4) 0.037(4) 0.045(5) -0.006(3) 0.009(3) -0.004(3)
C32 0.039(5) 0.035(4) 0.046(5) -0.008(4) 0.017(4) -0.011(3)
C29 0.026(4) 0.030(4) 0.033(4) 0.001(3) 0.010(3) -0.002(3)
C28 0.056(6) 0.047(5) 0.066(6) 0.006(5) 0.031(5) -0.014(4)
C34 0.040(5) 0.047(5) 0.054(5) -0.004(4) 0.030(4) -0.002(4)
C35 0.041(4) 0.031(4) 0.053(5) 0.006(4) 0.025(4) 0.013(3)
C19 0.054(5) 0.032(4) 0.051(5) -0.002(4) 0.024(4) 0.004(4)
C20 0.054(6) 0.062(6) 0.044(5) -0.016(4) 0.017(4) 0.004(5)
C21 0.058(5) 0.022(4) 0.039(4) -0.006(3) 0.021(4) -0.001(3)
C22 0.049(5) 0.033(4) 0.035(4) 0.000(3) 0.022(4) 0.002(3)
C23 0.067(6) 0.029(4) 0.061(6) 0.006(4) 0.040(5) -0.002(4)
C24 0.075(6) 0.023(4) 0.062(6) 0.002(4) 0.049(5) 0.000(4)
C25 0.158(13) 0.031(5) 0.167(14) -0.006(7) 0.140(12) -0.016(7)
C27 0.080(7) 0.040(5) 0.092(8) -0.012(5) 0.050(7) -0.009(5)
C26 0.097(10) 0.054(7) 0.088(9) 0.007(6) 0.031(8) -0.001(6)
C6 0.097(8) 0.047(5) 0.052(6) 0.012(4) 0.044(6) 0.002(5)
C7 0.046(5) 0.033(4) 0.045(5) 0.006(4) 0.003(4) 0.002(4)
C5 0.047(5) 0.030(4) 0.038(4) 0.005(3) 0.013(4) 0.004(3)
C1 0.038(4) 0.027(4) 0.027(4) 0.000(3) 0.011(3) 0.002(3)
C2 0.068(6) 0.029(4) 0.033(4) -0.005(3) 0.014(4) 0.002(4)
C3 0.054(5) 0.019(4) 0.027(4) -0.003(3) 0.004(3) 0.002(3)
C4 0.089(8) 0.022(4) 0.042(5) -0.005(4) -0.006(5) 0.004(4)
C9 0.190(16) 0.026(5) 0.066(7) -0.019(5) 0.034(9) -0.015(7)
C8 0.108(11) 0.064(8) 0.124(13) -0.001(8) 0.025(10) -0.033(8)
C12 0.046(6) 0.064(7) 0.109(10) -0.038(7) 0.025(6) -0.006(5)
C10 0.042(5) 0.057(6) 0.052(5) -0.001(4) 0.014(4) -0.019(4)
C11 0.040(5) 0.037(5) 0.049(5) 0.003(4) -0.009(4) -0.001(4)
C13 0.035(4) 0.027(4) 0.046(5) 0.000(3) 0.008(4) 0.000(3)
C14 0.038(5) 0.036(5) 0.060(6) 0.007(4) 0.005(4) 0.002(4)
C15 0.035(4) 0.029(4) 0.044(5) 0.005(3) 0.010(4) 0.009(3)
C16 0.041(5) 0.029(4) 0.084(7) 0.002(4) 0.022(5) 0.004(4)
C17 0.144(15) 0.091(11) 0.188(19) -0.039(12) 0.117(15) -0.013(10)
C18 0.067(9) 0.042(7) 0.35(3) -0.015(12) -0.004(14) 0.027(7)
C36 0.029(4) 0.012(3) 0.029(4) -0.002(3) 0.008(3) -0.004(3)
C37 0.071(7) 0.051(6) 0.054(6) 0.000(4) 0.039(5) -0.002(5)
C38 0.076(8) 0.062(7) 0.072(7) 0.015(6) 0.038(6) 0.010(6)
O7 0.28(3) 0.205(19) 0.52(5) 0.05(2) 0.23(3) -0.091(19)
S1 0.0420(11) 0.0318(10) 0.0411(11) 0.0011(8) 0.0215(9) 0.0035(8)
S2 0.0697(16) 0.0462(13) 0.0501(13) -0.0009(10) 0.0279(12) -0.0084(11)
O1 0.082(5) 0.029(3) 0.061(4) 0.004(3) 0.026(4) 0.013(3)
O2 0.043(4) 0.069(4) 0.056(4) 0.003(3) 0.022(3) 0.004(3)
O3 0.053(4) 0.059(4) 0.051(4) 0.005(3) 0.034(3) 0.001(3)
O4 0.119(7) 0.080(6) 0.127(8) -0.011(5) 0.099(7) -0.013(5)
O5 0.087(6) 0.064(5) 0.068(5) -0.030(4) 0.021(4) -0.009(4)
O6 0.082(6) 0.084(6) 0.090(6) 0.037(5) 0.005(5) -0.001(5)
C39 0.17(3) 0.16(3) 0.68(10) 0.19(5) -0.12(4) -0.05(2)
F1 0.075(5) 0.155(7) 0.054(4) -0.039(4) 0.017(4) -0.029(5)
F2 0.173(8) 0.036(3) 0.104(5) -0.008(3) 0.097(6) 0.004(4)
F3 0.111(5) 0.075(4) 0.070(4) 0.003(3) 0.066(4) -0.005(4)
F4 0.090(6) 0.100(6) 0.160(9) 0.075(6) 0.024(6) 0.013(5)
F5 0.140(7) 0.068(5) 0.109(6) -0.037(4) 0.053(5) -0.040(5)
F6 0.090(5) 0.110(6) 0.094(5) 0.017(4) 0.058(4) -0.003(4)

_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
Cu N9 1.971(6) . ?
Cu N7 2.028(6) . ?
Cu N5 2.035(6) . ?
Cu N2 2.055(6) . ?
Cu N3 2.190(6) . ?
N10 C30 1.353(10) . ?
N10 C31 1.390(10) . ?
N10 C33 1.472(10) . ?
N9 C30 1.334(9) . ?
N9 C32 1.380(10) . ?
N8 C29 1.347(10) . ?
N8 C34 1.394(10) . ?
N8 C28 1.478(10) . ?
N7 C29 1.356(9) . ?
N7 C35 1.397(10) . ?
N2 C22 1.310(10) . ?
N2 N1 1.384(8) . ?
N1 C24 1.369(10) . ?
N1 C36 1.456(9) . ?
N3 C1 1.335(9) . ?
N3 N4 1.372(8) . ?
N4 C3 1.388(9) . ?
N4 C36 1.416(9) . ?
N5 C13 1.348(10) . ?
N5 N6 1.394(8) . ?
N6 C15 1.366(9) . ?
N6 C36 1.469(9) . ?
Se1 C29 1.895(7) . ?
Se1 Se2 2.3126(12) . ?
Se2 C30 1.882(7) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C31 C32 1.370(12) . ?
C31 H31A 0.9300 . ?
C32 H32A 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C34 C35 1.316(12) . ?
C34 H34A 0.9300 . ?
C35 H35A 0.9300 . ?
C19 C21 1.525(12) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.515(12) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.511(10) . ?
C21 H21A 0.9800 . ?
C22 C23 1.409(11) . ?
C23 C24 1.355(12) . ?
C23 H23A 0.9300 . ?
C24 C25 1.488(12) . ?
C25 C27 1.419(14) . ?
C25 C26 1.71(2) . ?
C25 H25A 0.9800 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C6 C5 1.530(13) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C5 1.537(12) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C5 C1 1.495(10) . ?
C5 H5A 0.9800 . ?
C1 C2 1.424(11) . ?
C2 C3 1.365(11) . ?
C2 H2A 0.9300 . ?
C3 C4 1.484(11) . ?
C4 C9 1.438(14) . ?
C4 C8 1.68(2) . ?
C4 H4A 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C12 C11 1.524(16) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C10 C11 1.537(13) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C13 1.499(11) . ?
C11 H11A 0.9800 . ?
C13 C14 1.412(11) . ?
C14 C15 1.345(12) . ?
C14 H14A 0.9300 . ?
C15 C16 1.502(11) . ?
C16 C18 1.402(16) . ?
C16 C17 1.63(2) . ?
C16 H16A 0.9800 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9694 . ?
C18 H18B 0.9685 . ?
C18 H18C 0.9682 . ?
C36 H36A 0.9800 . ?
C37 F1 1.324(12) . ?
C37 F3 1.322(11) . ?
C37 F2 1.338(11) . ?
C37 S1 1.814(10) . ?
C38 F6 1.299(13) . ?
C38 F5 1.327(14) . ?
C38 F4 1.332(13) . ?
C38 S2 1.787(12) . ?
O7 C39 1.73(4) . ?
O7 H7 0.8211 . ?
S1 O2 1.425(7) . ?
S1 O1 1.430(6) . ?
S1 O3 1.451(6) . ?
S2 O4 1.403(8) . ?
S2 O5 1.430(7) . ?
S2 O6 1.437(8) . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N9 Cu N7 98.2(2) . . ?
N9 Cu N5 167.6(3) . . ?
N7 Cu N5 92.5(2) . . ?
N9 Cu N2 88.2(3) . . ?
N7 Cu N2 170.5(2) . . ?
N5 Cu N2 80.4(2) . . ?
N9 Cu N3 98.6(2) . . ?
N7 Cu N3 94.7(2) . . ?
N5 Cu N3 86.7(2) . . ?
N2 Cu N3 91.2(2) . . ?
C30 N10 C31 107.8(6) . . ?
C30 N10 C33 126.3(7) . . ?
C31 N10 C33 125.8(7) . . ?
C30 N9 C32 106.0(6) . . ?
C30 N9 Cu 126.9(5) . . ?
C32 N9 Cu 126.7(5) . . ?
C29 N8 C34 107.9(6) . . ?
C29 N8 C28 126.8(7) . . ?
C34 N8 C28 125.2(7) . . ?
C29 N7 C35 104.2(6) . . ?
C29 N7 Cu 139.2(5) . . ?
C35 N7 Cu 116.7(5) . . ?
C22 N2 N1 106.1(6) . . ?
C22 N2 Cu 137.8(5) . . ?
N1 N2 Cu 116.1(4) . . ?
C24 N1 N2 109.1(6) . . ?
C24 N1 C36 128.9(6) . . ?
N2 N1 C36 118.7(5) . . ?
C1 N3 N4 105.7(6) . . ?
C1 N3 Cu 139.6(5) . . ?
N4 N3 Cu 114.3(4) . . ?
N3 N4 C3 112.0(6) . . ?
N3 N4 C36 119.2(6) . . ?
C3 N4 C36 128.7(6) . . ?
C13 N5 N6 104.7(6) . . ?
C13 N5 Cu 136.7(5) . . ?
N6 N5 Cu 117.7(4) . . ?
C15 N6 N5 111.0(6) . . ?
C15 N6 C36 128.1(6) . . ?
N5 N6 C36 117.6(5) . . ?
C29 Se1 Se2 101.2(2) . . ?
C30 Se2 Se1 94.0(2) . . ?
N9 C30 N10 110.7(6) . . ?
N9 C30 Se2 122.7(5) . . ?
N10 C30 Se2 126.5(6) . . ?
N10 C33 H33A 109.5 . . ?
N10 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N10 C33 H33C 109.4 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C31 N10 105.4(7) . . ?
C32 C31 H31A 127.3 . . ?
N10 C31 H31A 127.3 . . ?
C31 C32 N9 110.0(7) . . ?
C31 C32 H32A 125.0 . . ?
N9 C32 H32A 125.0 . . ?
N8 C29 N7 110.3(7) . . ?
N8 C29 Se1 119.1(5) . . ?
N7 C29 Se1 130.5(6) . . ?
N8 C28 H28A 109.5 . . ?
N8 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N8 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C35 C34 N8 106.1(7) . . ?
C35 C34 H34A 127.0 . . ?
N8 C34 H34A 126.9 . . ?
C34 C35 N7 111.6(7) . . ?
C34 C35 H35A 124.2 . . ?
N7 C35 H35A 124.2 . . ?
C21 C19 H19A 109.5 . . ?
C21 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C21 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C20 109.8(7) . . ?
C22 C21 C19 111.3(7) . . ?
C20 C21 C19 110.4(7) . . ?
C22 C21 H21A 108.4 . . ?
C20 C21 H21A 108.4 . . ?
C19 C21 H21A 108.4 . . ?
N2 C22 C23 111.3(7) . . ?
N2 C22 C21 122.5(7) . . ?
C23 C22 C21 126.0(7) . . ?
C24 C23 C22 105.3(8) . . ?
C24 C23 H23A 127.4 . . ?
C22 C23 H23A 127.4 . . ?
C23 C24 N1 108.1(7) . . ?
C23 C24 C25 127.9(8) . . ?
N1 C24 C25 123.8(8) . . ?
C27 C25 C24 116.3(10) . . ?
C27 C25 C26 99.2(10) . . ?
C24 C25 C26 106.4(11) . . ?
C27 C25 H25A 111.4 . . ?
C24 C25 H25A 111.4 . . ?
C26 C25 H25A 111.4 . . ?
C25 C27 H27A 109.4 . . ?
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 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.4 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.4 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C5 C6 109.6(7) . . ?
C1 C5 C7 110.5(7) . . ?
C6 C5 C7 110.3(8) . . ?
C1 C5 H5A 108.8 . . ?
C6 C5 H5A 108.8 . . ?
C7 C5 H5A 108.7 . . ?
N3 C1 C2 109.5(6) . . ?
N3 C1 C5 121.9(7) . . ?
C2 C1 C5 128.6(7) . . ?
C3 C2 C1 107.9(7) . . ?
C3 C2 H2A 126.1 . . ?
C1 C2 H2A 126.1 . . ?
C2 C3 N4 104.9(6) . . ?
C2 C3 C4 131.8(7) . . ?
N4 C3 C4 123.1(7) . . ?
C9 C4 C3 114.4(8) . . ?
C9 C4 C8 101.6(11) . . ?
C3 C4 C8 106.5(9) . . ?
C9 C4 H4A 111.2 . . ?
C3 C4 H4A 111.3 . . ?
C8 C4 H4A 111.3 . . ?
C4 C9 H9A 109.6 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C4 C9 H9C 109.4 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.4 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C13 C11 C12 109.7(9) . . ?
C13 C11 C10 110.1(8) . . ?
C12 C11 C10 111.6(8) . . ?
C13 C11 H11A 108.4 . . ?
C12 C11 H11A 108.4 . . ?
C10 C11 H11A 108.4 . . ?
N5 C13 C14 109.5(7) . . ?
N5 C13 C11 119.3(7) . . ?
C14 C13 C11 130.9(7) . . ?
C15 C14 C13 107.9(7) . . ?
C15 C14 H14A 126.1 . . ?
C13 C14 H14A 126.1 . . ?
C14 C15 N6 106.8(7) . . ?
C14 C15 C16 130.9(7) . . ?
N6 C15 C16 122.3(7) . . ?
C18 C16 C15 113.8(9) . . ?
C18 C16 C17 102.1(14) . . ?
C15 C16 C17 107.9(9) . . ?
C18 C16 H16A 110.5 . . ?
C15 C16 H16A 111.1 . . ?
C17 C16 H16A 111.1 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 111.2 . . ?
C16 C18 H18B 110.2 . . ?
H18A C18 H18B 108.6 . . ?
C16 C18 H18C 109.9 . . ?
H18A C18 H18C 108.3 . . ?
H18B C18 H18C 108.6 . . ?
N4 C36 N1 112.2(6) . . ?
N4 C36 N6 112.7(6) . . ?
N1 C36 N6 109.4(6) . . ?
N4 C36 H36A 107.4 . . ?
N1 C36 H36A 107.4 . . ?
N6 C36 H36A 107.4 . . ?
F1 C37 F3 107.3(9) . . ?
F1 C37 F2 107.8(9) . . ?
F3 C37 F2 106.7(8) . . ?
F1 C37 S1 112.2(7) . . ?
F3 C37 S1 111.7(7) . . ?
F2 C37 S1 110.9(7) . . ?
F6 C38 F5 105.0(11) . . ?
F6 C38 F4 106.3(10) . . ?
F5 C38 F4 107.3(10) . . ?
F6 C38 S2 114.9(9) . . ?
F5 C38 S2 111.8(8) . . ?
F4 C38 S2 111.0(9) . . ?
C39 O7 H7 109.9 . . ?
O2 S1 O1 114.6(4) . . ?
O2 S1 O3 114.7(4) . . ?
O1 S1 O3 115.1(4) . . ?
O2 S1 C37 104.1(5) . . ?
O1 S1 C37 102.5(4) . . ?
O3 S1 C37 103.6(4) . . ?
O4 S2 O5 114.7(6) . . ?
O4 S2 O6 115.4(7) . . ?
O5 S2 O6 114.6(6) . . ?
O4 S2 C38 103.4(5) . . ?
O5 S2 C38 103.7(6) . . ?
O6 S2 C38 102.7(5) . . ?
O7 C39 H39A 109.5 . . ?
O7 C39 H39B 109.1 . . ?
H39A C39 H39B 109.5 . . ?
O7 C39 H39C 109.8 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         1.674
_refine_diff_density_min         -0.690
_refine_diff_density_rms         0.134

# Attachment '5859_web_deposit_cif_file_4_MartinM.Kimani_1308188927.cu(dmise)4otf.cif'

data_cu(dmise)4otfnew
_database_code_depnum_ccdc_archive 'CCDC 830043'
#TrackingRef '5859_web_deposit_cif_file_4_MartinM.Kimani_1308188927.cu(dmise)4otf.cif'


_publ_section_exptl_prep         
;

;
#Added by publCIF

_audit_update_record             
;
2011-03-23 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C20 H32 Cu N8 Se4, C F3 O3 S'
_chemical_formula_sum            'C21 H32 Cu F3 N8 O3 S Se4'
_chemical_melting_point          ?

_exptl_crystal_description       chips
_exptl_crystal_colour            colorless

_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         912.99

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'
F F 0.0171 0.0103 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P 4/n c c'
_symmetry_int_tables_number      130
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 4a 2ac'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'y+1/2, x+1/2, -z+1/2'
'-y, -x, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'
'-y-1/2, -x-1/2, z-1/2'
'y, x, z-1/2'

_cell_length_a                   14.406(2)
_cell_length_b                   14.406(2)
_cell_length_c                   15.906(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3301.2(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    30568
_cell_measurement_theta_min      3.41
_cell_measurement_theta_max      25.10
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.837
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1784
_exptl_absorpt_coefficient_mu    5.189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.574
_exptl_absorpt_correction_T_max  0.621
_exptl_absorpt_process_details   'REQAB, CrystalClear'

_exptl_special_details           ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku, AFC8S diffractometer'
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 14.6306
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            30568
_diffrn_reflns_av_R_equivalents  0.1034
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.41
_diffrn_reflns_theta_max         25.10
_reflns_number_total             1476
_reflns_number_gt                1172
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC,2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC,2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC,2006)'
_computing_structure_solution    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_structure_refinement  'SHELXTL 6.10 (Sheldrick,2008)'
_computing_molecular_graphics    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_publication_material  'SHELXTL 6.10 (Sheldrick,2008)'

_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^)+(0.0658P)^2^+33.5564P] 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       0.0083(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         1476
_refine_ls_number_parameters     102
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0896
_refine_ls_R_factor_gt           0.0751
_refine_ls_wR_factor_ref         0.2097
_refine_ls_wR_factor_gt          0.1928
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.097
_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
Se1 Se 0.10160(7) 0.74233(7) 0.07540(8) 0.0727(6) Uani 1 1 d . . .
Cu1 Cu 0.2500 0.7500 0.0000 0.0680(8) Uani 1 4 d S . .
N1 N -0.0087(6) 0.5818(6) 0.1000(6) 0.070(2) Uani 1 1 d . . .
C1 C 0.0724(7) 0.6233(7) 0.1079(6) 0.062(2) Uani 1 1 d . . .
N2 N 0.1293(6) 0.5607(6) 0.1469(5) 0.066(2) Uani 1 1 d . . .
C2 C -0.0913(7) 0.6242(9) 0.0616(9) 0.086(3) Uani 1 1 d . . .
H2A H -0.0726 0.6631 0.0155 0.130 Uiso 1 1 calc R . .
H2B H -0.1232 0.6610 0.1028 0.130 Uiso 1 1 calc R . .
H2C H -0.1318 0.5763 0.0413 0.130 Uiso 1 1 calc R . .
C3 C -0.0056(9) 0.4923(8) 0.1313(8) 0.084(3) Uani 1 1 d . . .
H3A H -0.0542 0.4498 0.1316 0.101 Uiso 1 1 calc R . .
C4 C 0.0785(9) 0.4781(8) 0.1608(8) 0.083(3) Uani 1 1 d . . .
H4A H 0.1004 0.4241 0.1859 0.099 Uiso 1 1 calc R . .
S1 S 0.2500 0.2500 0.2337(3) 0.0695(14) Uani 1 4 d S . .
C6 C 0.2500 0.2500 0.1220(19) 0.095(7) Uani 1 4 d S . .
C5 C 0.2274(9) 0.5750(10) 0.1689(8) 0.090(4) Uani 1 1 d . . .
H5A H 0.2390 0.6400 0.1764 0.135 Uiso 1 1 calc R . .
H5B H 0.2660 0.5516 0.1245 0.135 Uiso 1 1 calc R . .
H5C H 0.2413 0.5425 0.2201 0.135 Uiso 1 1 calc R . .
F1 F 0.2492(12) 0.1631(10) 0.0931(8) 0.152(5) Uani 0.75 1 d P . .
O1 O 0.1585(13) 0.2714(17) 0.2522(11) 0.182(8) Uani 0.75 1 d P . .

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
Se1 0.0541(7) 0.0557(7) 0.1084(10) 0.0080(5) 0.0128(5) 0.0065(4)
Cu1 0.0602(9) 0.0602(9) 0.0837(17) 0.000 0.000 0.000
N1 0.058(5) 0.068(5) 0.084(6) -0.001(5) 0.006(4) -0.001(4)
C1 0.054(5) 0.057(5) 0.075(6) 0.001(5) 0.007(5) 0.012(4)
N2 0.062(5) 0.066(5) 0.070(5) 0.008(4) 0.004(4) 0.007(4)
C2 0.053(6) 0.094(8) 0.112(9) 0.006(7) -0.018(6) -0.001(6)
C3 0.080(8) 0.060(7) 0.113(9) 0.006(6) 0.009(7) -0.004(5)
C4 0.096(9) 0.059(6) 0.094(8) 0.019(6) 0.016(7) 0.008(6)
S1 0.075(2) 0.075(2) 0.058(3) 0.000 0.000 0.000
C6 0.099(12) 0.099(12) 0.087(17) 0.000 0.000 0.000
C5 0.089(9) 0.094(9) 0.088(8) 0.005(7) 0.002(6) 0.024(7)
F1 0.165(11) 0.168(12) 0.123(9) -0.076(8) -0.030(9) 0.014(13)
O1 0.159(16) 0.241(19) 0.147(12) 0.049(15) 0.101(12) 0.072(16)

_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
Se1 C1 1.840(10) . ?
Se1 Cu1 2.4538(10) . ?
Cu1 Se1 2.4538(10) 11_565 ?
Cu1 Se1 2.4538(10) 2_565 ?
Cu1 Se1 2.4538(10) 12_665 ?
N1 C1 1.318(13) . ?
N1 C3 1.383(14) . ?
N1 C2 1.470(14) . ?
C1 N2 1.367(12) . ?
N2 C4 1.414(14) . ?
N2 C5 1.471(15) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.315(17) . ?
C3 H3A 0.9300 . ?
C4 H4A 0.9300 . ?
S1 O1 1.386(16) 4 ?
S1 O1 1.386(16) . ?
S1 O1 1.386(16) 3 ?
S1 O1 1.386(16) 2 ?
S1 C6 1.78(3) . ?
C6 F1 1.335(15) 2 ?
C6 F1 1.335(15) 4 ?
C6 F1 1.335(15) . ?
C6 F1 1.335(15) 3 ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
F1 F1 1.77(2) 4 ?
F1 F1 1.77(2) 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
C1 Se1 Cu1 112.2(3) . . ?
Se1 Cu1 Se1 103.82(3) 11_565 2_565 ?
Se1 Cu1 Se1 103.82(3) 11_565 . ?
Se1 Cu1 Se1 121.48(6) 2_565 . ?
Se1 Cu1 Se1 121.48(6) 11_565 12_665 ?
Se1 Cu1 Se1 103.82(3) 2_565 12_665 ?
Se1 Cu1 Se1 103.82(3) . 12_665 ?
C1 N1 C3 111.1(9) . . ?
C1 N1 C2 124.6(9) . . ?
C3 N1 C2 124.3(10) . . ?
N1 C1 N2 106.0(9) . . ?
N1 C1 Se1 126.7(7) . . ?
N2 C1 Se1 127.2(8) . . ?
C1 N2 C4 108.4(9) . . ?
C1 N2 C5 126.3(9) . . ?
C4 N2 C5 125.3(10) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 N1 107.6(10) . . ?
C4 C3 H3A 126.2 . . ?
N1 C3 H3A 126.2 . . ?
C3 C4 N2 106.9(10) . . ?
C3 C4 H4A 126.6 . . ?
N2 C4 H4A 126.6 . . ?
O1 S1 O1 87.4(3) 4 . ?
O1 S1 O1 155.6(17) 4 3 ?
O1 S1 O1 87.4(3) . 3 ?
O1 S1 O1 87.4(3) 4 2 ?
O1 S1 O1 155.6(17) . 2 ?
O1 S1 O1 87.4(3) 3 2 ?
O1 S1 C6 102.2(8) 4 . ?
O1 S1 C6 102.2(8) . . ?
O1 S1 C6 102.2(8) 3 . ?
O1 S1 C6 102.2(8) 2 . ?
F1 C6 F1 83.2(9) 2 4 ?
F1 C6 F1 140(3) 2 . ?
F1 C6 F1 83.2(9) 4 . ?
F1 C6 F1 83.2(9) 2 3 ?
F1 C6 F1 140(3) 4 3 ?
F1 C6 F1 83.2(9) . 3 ?
F1 C6 S1 110.2(14) 2 . ?
F1 C6 S1 110.2(14) 4 . ?
F1 C6 S1 110.2(14) . . ?
F1 C6 S1 110.2(14) 3 . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C6 F1 F1 48.4(4) . 4 ?
C6 F1 F1 48.4(4) . 3 ?
F1 F1 F1 90.000(2) 4 3 ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.945
_refine_diff_density_min         -0.753
_refine_diff_density_rms         0.126

# Attachment '5860_web_deposit_cif_file_5_MartinM.Kimani_1308188927.cu(dmit)3otf1.cif'

data_cu(dmit)3otf
_database_code_depnum_ccdc_archive 'CCDC 830044'
#TrackingRef '5860_web_deposit_cif_file_5_MartinM.Kimani_1308188927.cu(dmit)3otf1.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C15 H24 Cu N6 S3, C F3 O3 S'
_chemical_formula_sum            'C16 H24 Cu F3 N6 O3 S4'
_exptl_crystal_recrystallization_method 'ether into dichloromethane'
_chemical_melting_point          ?

_exptl_crystal_description       rods
_exptl_crystal_colour            colorless

_diffrn_ambient_temperature      168.15
_chemical_formula_weight         597.19

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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.0907(14)
_cell_length_b                   12.573(3)
_cell_length_c                   14.911(3)
_cell_angle_alpha                97.87(3)
_cell_angle_beta                 99.00(3)
_cell_angle_gamma                103.05(3)
_cell_volume                     1258.4(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    168.15
_cell_measurement_reflns_used    5039
_cell_measurement_theta_min      2.81
_cell_measurement_theta_max      26.38
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             612
_exptl_absorpt_coefficient_mu    1.252
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.547
_exptl_absorpt_correction_T_max  0.624
_exptl_absorpt_process_details   'REQAB, CrystalClear'

_exptl_special_details           ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku, AFC8S diffractometer'
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 14.6306
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            10643
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0412
_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       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.81
_diffrn_reflns_theta_max         26.38
_reflns_number_total             5039
_reflns_number_gt                3927
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC,2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC,2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC,2006)'
_computing_structure_solution    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_structure_refinement  'SHELXTL 6.10 (Sheldrick,2008)'
_computing_molecular_graphics    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_publication_material  'SHELXTL 6.10 (Sheldrick,2008)'

_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^)+(0.0578P)^2^+0.7812P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5039
_refine_ls_number_parameters     304
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.1217
_refine_ls_wR_factor_gt          0.1080
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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
Cu1 Cu 0.42783(6) 0.19940(4) 0.12464(3) 0.04121(14) Uani 1 1 d . . .
S1 S 0.60944(13) 0.07639(8) 0.11870(5) 0.0430(2) Uani 1 1 d . . .
S4 S 0.03933(14) 0.71862(7) 0.34370(6) 0.0440(2) Uani 1 1 d . . .
S2 S 0.26033(14) 0.24903(8) 0.23375(6) 0.0466(2) Uani 1 1 d . . .
S3 S 0.39135(15) 0.30424(9) 0.01550(6) 0.0531(3) Uani 1 1 d . . .
F1 F 0.0656(5) 0.6122(2) 0.47994(17) 0.0849(9) Uani 1 1 d . . .
N2 N 0.6982(4) -0.0264(2) 0.26358(18) 0.0340(5) Uani 1 1 d . . .
N4 N 0.2668(4) 0.0675(2) 0.3159(2) 0.0400(6) Uani 1 1 d . . .
N3 N 0.3756(4) 0.2231(2) 0.4113(2) 0.0414(6) Uani 1 1 d . . .
N1 N 0.7795(4) 0.1530(2) 0.30292(17) 0.0319(5) Uani 1 1 d . . .
C1 C 0.6943(4) 0.0690(2) 0.2309(2) 0.0305(6) Uani 1 1 d . . .
N6 N 0.2710(6) 0.4655(3) 0.1170(2) 0.0521(8) Uani 1 1 d . . .
O3 O -0.0496(5) 0.6843(2) 0.24842(17) 0.0629(8) Uani 1 1 d . . .
F2 F 0.1034(5) 0.5235(2) 0.35517(19) 0.0780(8) Uani 1 1 d . . .
O1 O -0.0592(6) 0.7833(3) 0.3965(2) 0.0782(10) Uani 1 1 d . . .
N5 N 0.0315(5) 0.3381(3) 0.0307(2) 0.0502(8) Uani 1 1 d . . .
C4 C 0.8381(5) 0.1106(3) 0.3801(2) 0.0377(7) Uani 1 1 d . . .
H4A H 0.9002 0.1514 0.4382 0.045 Uiso 1 1 calc R . .
C3 C 0.7895(5) 0.0000(3) 0.3562(2) 0.0388(7) Uani 1 1 d . . .
H3B H 0.8125 -0.0500 0.3945 0.047 Uiso 1 1 calc R . .
C11 C 0.2292(5) 0.3714(3) 0.0555(2) 0.0368(7) Uani 1 1 d . . .
C6 C 0.3020(4) 0.1779(3) 0.3211(2) 0.0376(7) Uani 1 1 d . . .
C8 C 0.3191(5) 0.0437(3) 0.4035(3) 0.0478(9) Uani 1 1 d . . .
H8A H 0.3089 -0.0266 0.4183 0.057 Uiso 1 1 calc R . .
C16 C 0.0032(6) 0.5908(3) 0.3891(3) 0.0499(9) Uani 1 1 d . . .
C5 C 0.8128(5) 0.2703(3) 0.2985(3) 0.0433(7) Uani 1 1 d . . .
H5A H 0.8512 0.2829 0.2411 0.065 Uiso 1 1 calc R . .
H5B H 0.9157 0.3123 0.3488 0.065 Uiso 1 1 calc R . .
H5C H 0.6936 0.2931 0.3025 0.065 Uiso 1 1 calc R . .
C2 C 0.6228(6) -0.1382(3) 0.2110(3) 0.0510(9) Uani 1 1 d . . .
H2A H 0.5911 -0.1352 0.1466 0.076 Uiso 1 1 calc R . .
H2B H 0.5062 -0.1744 0.2309 0.076 Uiso 1 1 calc R . .
H2C H 0.7211 -0.1790 0.2208 0.076 Uiso 1 1 calc R . .
O2 O 0.2480(5) 0.7571(3) 0.3606(3) 0.0989(13) Uani 1 1 d . . .
C7 C 0.1766(6) -0.0132(3) 0.2326(3) 0.0511(9) Uani 1 1 d . . .
H7A H 0.0546 0.0010 0.2057 0.077 Uiso 1 1 calc R . .
H7B H 0.1511 -0.0865 0.2474 0.077 Uiso 1 1 calc R . .
H7C H 0.2641 -0.0078 0.1895 0.077 Uiso 1 1 calc R . .
C9 C 0.3860(5) 0.1393(3) 0.4619(3) 0.0485(9) Uani 1 1 d . . .
H9A H 0.4315 0.1484 0.5251 0.058 Uiso 1 1 calc R . .
C10 C 0.4262(7) 0.3409(3) 0.4490(3) 0.0580(10) Uani 1 1 d . . .
H10A H 0.5179 0.3802 0.4165 0.087 Uiso 1 1 calc R . .
H10B H 0.4852 0.3529 0.5132 0.087 Uiso 1 1 calc R . .
H10C H 0.3089 0.3675 0.4423 0.087 Uiso 1 1 calc R . .
C15 C 0.4702(9) 0.5255(4) 0.1664(3) 0.0877(18) Uani 1 1 d . . .
H15A H 0.5372 0.4741 0.1907 0.132 Uiso 1 1 calc R . .
H15B H 0.4618 0.5802 0.2162 0.132 Uiso 1 1 calc R . .
H15C H 0.5422 0.5613 0.1247 0.132 Uiso 1 1 calc R . .
C13 C -0.0480(9) 0.4137(6) 0.0792(4) 0.0772(17) Uani 1 1 d . . .
H13A H -0.1817 0.4100 0.0750 0.093 Uiso 1 1 calc R . .
C12 C -0.0785(8) 0.2380(5) -0.0349(3) 0.0827(16) Uani 1 1 d . . .
H12A H -0.0321 0.1757 -0.0190 0.124 Uiso 1 1 calc R . .
H12B H -0.0593 0.2472 -0.0960 0.124 Uiso 1 1 calc R . .
H12C H -0.2163 0.2253 -0.0330 0.124 Uiso 1 1 calc R . .
C14 C 0.0967(11) 0.4906(5) 0.1313(4) 0.0822(19) Uani 1 1 d . . .
H14A H 0.0852 0.5516 0.1711 0.099 Uiso 1 1 calc R . .
F4 F -0.1829(5) 0.5364(3) 0.3732(3) 0.0947(10) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0452(2) 0.0496(3) 0.0382(2) 0.01787(18) 0.01133(17) 0.02274(19)
S1 0.0531(5) 0.0546(5) 0.0294(4) 0.0096(3) 0.0085(3) 0.0289(4)
S4 0.0605(5) 0.0288(4) 0.0422(5) 0.0081(3) 0.0031(4) 0.0136(4)
S2 0.0533(5) 0.0564(5) 0.0497(5) 0.0285(4) 0.0257(4) 0.0315(4)
S3 0.0710(6) 0.0723(7) 0.0420(5) 0.0303(4) 0.0294(4) 0.0465(5)
F1 0.145(3) 0.0741(18) 0.0430(13) 0.0237(12) 0.0100(15) 0.0402(18)
N2 0.0379(13) 0.0278(13) 0.0390(14) 0.0056(10) 0.0101(11) 0.0124(11)
N4 0.0360(13) 0.0420(16) 0.0475(16) 0.0160(12) 0.0161(12) 0.0105(12)
N3 0.0395(14) 0.0461(17) 0.0433(15) 0.0141(12) 0.0160(12) 0.0113(12)
N1 0.0309(12) 0.0318(13) 0.0335(13) 0.0039(10) 0.0088(10) 0.0080(10)
C1 0.0317(13) 0.0346(16) 0.0302(14) 0.0078(11) 0.0086(11) 0.0154(12)
N6 0.088(2) 0.0396(17) 0.0336(15) 0.0132(12) 0.0173(15) 0.0190(16)
O3 0.100(2) 0.0621(18) 0.0330(13) 0.0076(11) 0.0052(14) 0.0396(17)
F2 0.123(2) 0.0501(14) 0.0795(18) 0.0199(13) 0.0267(16) 0.0491(16)
O1 0.138(3) 0.0637(19) 0.0496(16) 0.0037(14) 0.0141(18) 0.067(2)
N5 0.0521(17) 0.071(2) 0.0388(16) 0.0246(15) 0.0161(13) 0.0247(16)
C4 0.0376(15) 0.048(2) 0.0300(15) 0.0054(13) 0.0055(12) 0.0174(14)
C3 0.0410(16) 0.050(2) 0.0350(16) 0.0185(14) 0.0111(13) 0.0206(15)
C11 0.0537(18) 0.0399(18) 0.0274(15) 0.0174(12) 0.0146(13) 0.0215(15)
C6 0.0333(15) 0.0437(19) 0.0430(18) 0.0144(14) 0.0173(13) 0.0138(14)
C8 0.0430(17) 0.052(2) 0.059(2) 0.0319(18) 0.0187(16) 0.0153(16)
C16 0.068(2) 0.0369(19) 0.045(2) 0.0093(15) 0.0094(17) 0.0135(18)
C5 0.0416(17) 0.0296(17) 0.058(2) 0.0062(14) 0.0116(15) 0.0078(14)
C2 0.052(2) 0.0298(18) 0.066(2) -0.0014(16) 0.0012(17) 0.0128(16)
O2 0.063(2) 0.081(3) 0.145(4) 0.057(3) -0.004(2) -0.0014(18)
C7 0.049(2) 0.045(2) 0.058(2) 0.0076(17) 0.0176(17) 0.0051(16)
C9 0.0392(17) 0.063(3) 0.048(2) 0.0252(18) 0.0107(15) 0.0131(17)
C10 0.063(2) 0.052(2) 0.057(2) 0.0042(18) 0.0193(19) 0.0090(19)
C15 0.123(5) 0.065(3) 0.049(3) 0.016(2) 0.001(3) -0.021(3)
C13 0.089(3) 0.125(5) 0.066(3) 0.056(3) 0.050(3) 0.080(4)
C12 0.066(3) 0.109(4) 0.052(3) 0.020(3) -0.002(2) -0.013(3)
C14 0.159(6) 0.081(4) 0.056(3) 0.040(3) 0.063(4) 0.085(4)
F4 0.0792(19) 0.0699(19) 0.125(3) 0.0384(18) 0.0103(18) -0.0080(15)

_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
Cu1 S1 2.2262(10) . ?
Cu1 S3 2.2500(11) . ?
Cu1 S2 2.2602(11) . ?
S1 C1 1.709(3) . ?
S4 O2 1.419(4) . ?
S4 O1 1.423(3) . ?
S4 O3 1.425(3) . ?
S4 C16 1.809(4) . ?
S2 C6 1.703(3) . ?
S3 C11 1.704(3) . ?
F1 C16 1.328(5) . ?
N2 C1 1.359(4) . ?
N2 C3 1.391(4) . ?
N2 C2 1.451(4) . ?
N4 C6 1.343(4) . ?
N4 C8 1.393(4) . ?
N4 C7 1.447(5) . ?
N3 C6 1.357(4) . ?
N3 C9 1.386(4) . ?
N3 C10 1.451(5) . ?
N1 C1 1.354(4) . ?
N1 C4 1.378(4) . ?
N1 C5 1.452(4) . ?
N6 C11 1.337(4) . ?
N6 C14 1.383(7) . ?
N6 C15 1.466(7) . ?
F2 C16 1.319(4) . ?
N5 C11 1.345(5) . ?
N5 C13 1.388(6) . ?
N5 C12 1.459(6) . ?
C4 C3 1.337(5) . ?
C4 H4A 0.9300 . ?
C3 H3B 0.9300 . ?
C8 C9 1.324(6) . ?
C8 H8A 0.9300 . ?
C16 F4 1.310(5) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C9 H9A 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C13 C14 1.300(8) . ?
C13 H13A 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C14 H14A 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
S1 Cu1 S3 122.69(4) . . ?
S1 Cu1 S2 129.90(4) . . ?
S3 Cu1 S2 107.38(4) . . ?
C1 S1 Cu1 105.74(10) . . ?
O2 S4 O1 115.6(3) . . ?
O2 S4 O3 114.0(3) . . ?
O1 S4 O3 114.92(18) . . ?
O2 S4 C16 102.5(2) . . ?
O1 S4 C16 103.44(19) . . ?
O3 S4 C16 104.01(18) . . ?
C6 S2 Cu1 107.89(11) . . ?
C11 S3 Cu1 99.66(10) . . ?
C1 N2 C3 109.0(3) . . ?
C1 N2 C2 126.1(3) . . ?
C3 N2 C2 124.9(3) . . ?
C6 N4 C8 109.4(3) . . ?
C6 N4 C7 124.6(3) . . ?
C8 N4 C7 125.9(3) . . ?
C6 N3 C9 109.5(3) . . ?
C6 N3 C10 124.9(3) . . ?
C9 N3 C10 125.5(3) . . ?
C1 N1 C4 109.8(3) . . ?
C1 N1 C5 125.1(3) . . ?
C4 N1 C5 125.1(3) . . ?
N1 C1 N2 106.2(2) . . ?
N1 C1 S1 128.6(2) . . ?
N2 C1 S1 125.1(2) . . ?
C11 N6 C14 109.1(4) . . ?
C11 N6 C15 124.4(4) . . ?
C14 N6 C15 126.3(5) . . ?
C11 N5 C13 108.4(4) . . ?
C11 N5 C12 125.2(4) . . ?
C13 N5 C12 126.4(4) . . ?
C3 C4 N1 107.5(3) . . ?
C3 C4 H4A 126.2 . . ?
N1 C4 H4A 126.2 . . ?
C4 C3 N2 107.5(3) . . ?
C4 C3 H3B 126.3 . . ?
N2 C3 H3B 126.3 . . ?
N6 C11 N5 106.7(3) . . ?
N6 C11 S3 127.6(3) . . ?
N5 C11 S3 125.7(3) . . ?
N4 C6 N3 106.2(3) . . ?
N4 C6 S2 127.8(3) . . ?
N3 C6 S2 126.0(3) . . ?
C9 C8 N4 107.6(3) . . ?
C9 C8 H8A 126.2 . . ?
N4 C8 H8A 126.2 . . ?
F4 C16 F2 108.1(3) . . ?
F4 C16 F1 107.0(4) . . ?
F2 C16 F1 106.5(3) . . ?
F4 C16 S4 112.3(3) . . ?
F2 C16 S4 112.5(3) . . ?
F1 C16 S4 110.1(3) . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N4 C7 H7A 109.5 . . ?
N4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C8 C9 N3 107.3(3) . . ?
C8 C9 H9A 126.3 . . ?
N3 C9 H9A 126.3 . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N6 C15 H15A 109.5 . . ?
N6 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N6 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C13 N5 108.1(4) . . ?
C14 C13 H13A 125.9 . . ?
N5 C13 H13A 125.9 . . ?
N5 C12 H12A 109.5 . . ?
N5 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N5 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 C14 N6 107.7(4) . . ?
C13 C14 H14A 126.2 . . ?
N6 C14 H14A 126.2 . . ?

_diffrn_measured_fraction_theta_max 0.977
_diffrn_reflns_theta_full        26.38
_diffrn_measured_fraction_theta_full 0.977
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.071