# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _audit_creation_date 09-03-08 _audit_update_record ? #============================================================================== # 1. SUBMISSION DETAILS #---------------------- _publ_contact_author_name 'Brian Skelton' _publ_contact_author_address ; Department of Chemistry University of Western Australia 35 Stirling Highway Crawley Western Australia 6009 Australia ; _publ_contact_author_email bws@crystal.uwa.edu.au _publ_contact_author_fax (+61)_08_6488_1118 _publ_contact_author_phone (+61)_08_6488_7107 loop_ _publ_author_name G.A.Bowmaker J.V.Hanna B.W.Skelton A.H.White data_gb0906 _database_code_depnum_ccdc_archive 'CCDC 723459' _audit_creation_date 2009-03-08T15:46:11-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C3 H12 Cu N7 O3 S3' _chemical_formula_moiety 'C3 H12 Cu N6 S3, N O3' _chemical_formula_weight 353.92 _chemical_absolute_configuration ad #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'P 43 21 2' _symmetry_space_group_name_Hall P_4nw_2abw loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/4' '-x+1/2, y+1/2, -z+3/4' '-y, -x, -z+1/2' 'y, x, -z' 'y+1/2, -x+1/2, z+1/4' '-y+1/2, x+1/2, z+3/4' _cell_length_a 14.08120(10) _cell_length_b 14.08120(10) _cell_length_c 12.9372(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2565.19(5) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 14777 _cell_measurement_theta_min 3.4498 _cell_measurement_theta_max 33.457 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.2282 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.1259 _exptl_crystal_density_diffrn 1.833 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.2 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) Numerical absorption correction based on gaussian integration over a multifaceted crystal model ; _exptl_absorpt_correction_T_min 0.732 _exptl_absorpt_correction_T_max 0.792 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 -0.0194560803 _diffrn_orient_matrix_ub_12 -0.0040125533 _diffrn_orient_matrix_ub_13 0.0502502798 _diffrn_orient_matrix_ub_21 -0.021622848 _diffrn_orient_matrix_ub_22 0.0450503231 _diffrn_orient_matrix_ub_23 -0.0056261752 _diffrn_orient_matrix_ub_31 -0.0409738388 _diffrn_orient_matrix_ub_32 -0.0218749619 _diffrn_orient_matrix_ub_33 -0.0208201667 _diffrn_reflns_av_R_equivalents 0.0497 _diffrn_reflns_av_unetI/netI 0.0459 _diffrn_reflns_number 35257 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.47 _diffrn_reflns_theta_max 33.59 _diffrn_reflns_theta_full 33 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.982 _diffrn_measurement_device_type ; Oxford Diffraction Gemini diffractometer ; _diffrn_measurement_method '\w scans' _reflns_number_total 4909 _reflns_number_gt 4094 _reflns_threshold_expression I>2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics OrtepII _computing_publication_material WinGX #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0422P)^2^+0.7567P] 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_number_reflns 4909 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0455 _refine_ls_R_factor_gt 0.0328 _refine_ls_wR_factor_ref 0.0873 _refine_ls_wR_factor_gt 0.0853 _refine_ls_goodness_of_fit_ref 1.121 _refine_ls_restrained_S_all 1.121 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.010(12) _refine_diff_density_max 0.928 _refine_diff_density_min -0.413 _refine_diff_density_rms 0.103 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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 0.53316(2) 0.86090(2) 0.84952(2) 0.01359(8) Uani 1 1 d . . . S1 S 0.65549(5) 0.74833(5) 0.83449(5) 0.01596(13) Uani 1 1 d . . . C1 C 0.60509(19) 0.63880(19) 0.8583(2) 0.0159(5) Uani 1 1 d . . . N11 N 0.65934(19) 0.56279(18) 0.8658(2) 0.0236(5) Uani 1 1 d . . . H11A H 0.6335 0.5067 0.8764 0.028 Uiso 1 1 calc R . . H11B H 0.7214 0.5681 0.8603 0.028 Uiso 1 1 calc R . . N12 N 0.51228(18) 0.62832(17) 0.8669(2) 0.0213(5) Uani 1 1 d . . . H12A H 0.488 0.5716 0.8775 0.026 Uiso 1 1 calc R . . H12B H 0.4747 0.6781 0.8621 0.026 Uiso 1 1 calc R . . S2 S 0.38848(5) 0.81854(5) 0.78187(5) 0.01442(12) Uani 1 1 d . . . C2 C 0.4123(2) 0.77716(19) 0.6594(2) 0.0176(5) Uani 1 1 d . . . N21 N 0.4990(2) 0.75575(19) 0.63033(19) 0.0241(5) Uani 1 1 d . . . H21A H 0.5097 0.7361 0.5668 0.029 Uiso 1 1 calc R . . H21B H 0.5463 0.7611 0.6743 0.029 Uiso 1 1 calc R . . N22 N 0.3414(2) 0.7689(2) 0.5924(2) 0.0319(7) Uani 1 1 d . . . H22A H 0.3527 0.7491 0.5291 0.038 Uiso 1 1 calc R . . H22B H 0.2831 0.7831 0.6114 0.038 Uiso 1 1 calc R . . S3 S 0.61579(5) 0.99092(5) 0.77594(5) 0.01275(12) Uani 1 1 d . . . C3 C 0.57790(19) 1.0975(2) 0.8292(2) 0.0146(5) Uani 1 1 d . . . N31 N 0.51433(18) 1.09821(17) 0.90316(19) 0.0205(5) Uani 1 1 d . . . H31A H 0.497 1.1523 0.9314 0.025 Uiso 1 1 calc R . . H31B H 0.489 1.0446 0.9246 0.025 Uiso 1 1 calc R . . N32 N 0.61516(19) 1.17815(17) 0.79784(19) 0.0216(5) Uani 1 1 d . . . H32A H 0.5974 1.2319 0.8265 0.026 Uiso 1 1 calc R . . H32B H 0.6579 1.1783 0.7482 0.026 Uiso 1 1 calc R . . N1 N 0.48711(18) 0.36504(17) 0.89732(18) 0.0190(5) Uani 1 1 d . . . O1 O 0.57627(16) 0.36478(16) 0.90468(18) 0.0259(4) Uani 1 1 d . . . O2 O 0.44464(17) 0.43946(16) 0.8745(2) 0.0336(6) Uani 1 1 d . . . O3 O 0.44119(17) 0.29080(15) 0.91463(17) 0.0246(5) 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 0.01309(15) 0.01241(15) 0.01527(14) -0.00164(12) -0.00138(12) 0.00079(12) S1 0.0134(3) 0.0144(3) 0.0201(3) -0.0022(2) 0.0012(2) 0.0015(2) C1 0.0184(12) 0.0149(11) 0.0144(11) -0.0022(10) -0.0019(10) 0.0040(10) N11 0.0201(12) 0.0139(11) 0.0368(15) -0.0002(10) -0.0051(11) 0.0043(9) N12 0.0208(12) 0.0131(11) 0.0300(12) 0.0031(9) 0.0020(10) 0.0015(9) S2 0.0120(3) 0.0175(3) 0.0137(3) 0.0009(2) -0.0006(2) -0.0011(2) C2 0.0243(14) 0.0123(11) 0.0161(12) 0.0009(10) -0.0027(10) -0.0083(10) N21 0.0336(15) 0.0253(13) 0.0135(10) -0.0054(9) 0.0010(10) 0.0097(11) N22 0.0276(14) 0.0513(19) 0.0169(12) -0.0040(12) -0.0027(11) -0.0153(13) S3 0.0135(3) 0.0118(3) 0.0129(3) -0.0002(2) 0.0017(2) -0.0005(2) C3 0.0133(12) 0.0165(12) 0.0141(12) -0.0019(9) -0.0020(9) -0.0019(9) N31 0.0223(12) 0.0144(11) 0.0248(11) 0.0005(9) 0.0097(10) 0.0019(9) N32 0.0284(14) 0.0138(11) 0.0226(12) -0.0060(9) 0.0112(11) -0.0037(10) N1 0.0251(12) 0.0148(11) 0.0171(10) 0.0010(9) -0.0002(10) 0.0021(9) O1 0.0210(10) 0.0229(11) 0.0338(11) -0.0011(10) -0.0014(9) 0.0027(8) O2 0.0273(13) 0.0161(11) 0.0574(17) 0.0116(11) -0.0049(11) 0.0015(9) O3 0.0322(12) 0.0128(10) 0.0289(11) 0.0047(8) 0.0024(10) -0.0031(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 S2 2.2961(7) . ? Cu1 S1 2.3490(7) . ? Cu1 S3 2.3690(7) . ? Cu1 S3 2.3813(7) 7_465 ? S1 C1 1.725(3) . ? C1 N11 1.319(4) . ? C1 N12 1.320(4) . ? N11 H11A 0.88 . ? N11 H11B 0.88 . ? N12 H12A 0.88 . ? N12 H12B 0.88 . ? S2 C2 1.722(3) . ? C2 N21 1.312(4) . ? C2 N22 1.327(4) . ? N21 H21A 0.88 . ? N21 H21B 0.88 . ? N22 H22A 0.88 . ? N22 H22B 0.88 . ? S3 C3 1.735(3) . ? S3 Cu1 2.3813(7) 8_654 ? C3 N31 1.311(3) . ? C3 N32 1.315(4) . ? N31 H31A 0.88 . ? N31 H31B 0.88 . ? N32 H32A 0.88 . ? N32 H32B 0.88 . ? N1 O2 1.242(3) . ? N1 O3 1.249(3) . ? N1 O1 1.259(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 S2 Cu1 S1 116.35(3) . . ? S2 Cu1 S3 118.91(3) . . ? S1 Cu1 S3 97.36(3) . . ? S2 Cu1 S3 100.34(3) . 7_465 ? S1 Cu1 S3 110.82(3) . 7_465 ? S3 Cu1 S3 113.66(3) . 7_465 ? C1 S1 Cu1 106.67(9) . . ? N11 C1 N12 118.5(3) . . ? N11 C1 S1 120.0(2) . . ? N12 C1 S1 121.5(2) . . ? C1 N11 H11A 120 . . ? C1 N11 H11B 120 . . ? H11A N11 H11B 120 . . ? C1 N12 H12A 120 . . ? C1 N12 H12B 120 . . ? H12A N12 H12B 120 . . ? C2 S2 Cu1 105.43(10) . . ? N21 C2 N22 119.5(3) . . ? N21 C2 S2 121.5(2) . . ? N22 C2 S2 119.0(2) . . ? C2 N21 H21A 120 . . ? C2 N21 H21B 120 . . ? H21A N21 H21B 120 . . ? C2 N22 H22A 120 . . ? C2 N22 H22B 120 . . ? H22A N22 H22B 120 . . ? C3 S3 Cu1 110.97(10) . . ? C3 S3 Cu1 101.93(9) . 8_654 ? Cu1 S3 Cu1 130.23(3) . 8_654 ? N31 C3 N32 119.4(3) . . ? N31 C3 S3 120.4(2) . . ? N32 C3 S3 120.1(2) . . ? C3 N31 H31A 120 . . ? C3 N31 H31B 120 . . ? H31A N31 H31B 120 . . ? C3 N32 H32A 120 . . ? C3 N32 H32B 120 . . ? H32A N32 H32B 120 . . ? O2 N1 O3 120.0(2) . . ? O2 N1 O1 120.0(3) . . ? O3 N1 O1 120.0(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N11 H11A O1 0.88 2.19 3.065(4) 177.2 . N12 H12A O2 0.88 1.96 2.826(3) 168.8 . N12 H12B S2 0.88 2.54 3.380(3) 159.2 . N21 H21A O3 0.88 2.12 2.988(3) 168.2 2_664 N21 H21B S1 0.88 2.59 3.442(3) 164.3 . N31 H31A O3 0.88 2.11 2.905(3) 149.3 1_565 N31 H31B S3 0.88 2.61 3.422(3) 153.7 7_465 N32 H32B S1 0.88 2.52 3.379(2) 166.5 8_654 #===END