# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 867471' #TrackingRef '1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H10 Cu2 Mo4 N6 O23 ' _chemical_formula_weight 1213.20 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.075(5) _cell_length_b 8.188(5) _cell_length_c 12.486(5) _cell_angle_alpha 94.988(5) _cell_angle_beta 107.158(5) _cell_angle_gamma 104.866(5) _cell_volume 750.5(7) _cell_formula_units_Z 1 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 2819 _cell_measurement_theta_min 1.58 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.684 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 582.0 _exptl_absorpt_coefficient_mu 3.126 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.477 _exptl_absorpt_correction_T_max 0.570 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4194 _diffrn_reflns_av_R_equivalents 0.0168 _diffrn_reflns_av_sigmaI/netI 0.0280 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 26.08 _reflns_number_total 2979 _reflns_number_gt 2819 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXS-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0360P)^2^+0.7175P] 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 2934 _refine_ls_number_parameters 250 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0243 _refine_ls_R_factor_gt 0.0233 _refine_ls_wR_factor_ref 0.0664 _refine_ls_wR_factor_gt 0.0658 _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 0.000 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 Mo1 Mo 0.51105(3) 0.20578(3) 0.02291(2) 0.00817(9) Uani 1 1 d . . . Cu1 Cu -0.26024(5) -0.49609(4) -0.10287(3) 0.01095(10) Uani 1 1 d . . . O1 O -0.6839(4) -1.3995(3) -0.4402(3) 0.0403(8) Uani 1 1 d . . . N1 N -0.1868(4) -0.3374(3) -0.2029(2) 0.0146(6) Uani 1 1 d . . . OW1 O -1.1570(4) -1.3938(4) -0.7632(2) 0.0388(7) Uani 1 1 d . . . C1 C -0.8262(4) -1.0765(4) -0.5888(3) 0.0165(7) Uani 1 1 d . . . H13 H -0.8896 -1.1404 -0.6615 0.020 Uiso 1 1 calc R . . Mo2 Mo 0.12954(3) -0.16057(3) 0.03693(2) 0.00848(9) Uani 1 1 d . . . O2 O -0.4551(3) -0.6336(3) -0.23754(19) 0.0204(5) Uani 1 1 d . . . N2 N -0.0106(4) -0.2303(3) -0.1681(2) 0.0141(5) Uani 1 1 d . . . C2 C -0.7004(4) -0.7994(4) -0.4620(3) 0.0160(7) Uani 1 1 d . . . H14 H -0.6771 -0.6808 -0.4511 0.019 Uiso 1 1 calc R . . O3 O 0.3367(3) -0.0168(3) -0.00543(18) 0.0110(4) Uani 1 1 d . . . N3 N -0.1615(4) -0.1834(3) -0.3332(2) 0.0139(5) Uani 1 1 d . . . C3 C -0.2106(4) -0.1015(4) -0.4305(3) 0.0141(6) Uani 1 1 d . . . O4 O -0.9014(4) -1.4501(3) -0.6029(2) 0.0316(6) Uani 1 1 d . . . C4 C -0.6782(4) -1.0600(4) -0.3886(3) 0.0164(7) Uani 1 1 d . . . H2 H -0.6398 -1.1140 -0.3274 0.020 Uiso 1 1 calc R . . O5 O -0.0488(3) -0.3454(3) 0.02405(19) 0.0124(4) Uani 1 1 d . . . C5 C -0.7815(5) -1.3451(4) -0.5118(3) 0.0222(7) Uani 1 1 d . . . O6 O 0.0000 0.0000 0.0000 0.0154(7) Uani 1 2 d S . . C6 C -0.5557(4) -0.7855(4) -0.2503(3) 0.0126(6) Uani 1 1 d . . . O7 O 0.5997(3) 0.2456(3) 0.1667(2) 0.0208(5) Uani 1 1 d . . . C7 C -0.2740(4) -0.3088(4) -0.3018(3) 0.0172(7) Uani 1 1 d . . . H5 H -0.3946 -0.3655 -0.3442 0.021 Uiso 1 1 calc R . . O8 O 0.7255(3) 0.3219(3) -0.01248(17) 0.0094(4) Uani 1 1 d . . . C8 C -0.6468(4) -0.8821(4) -0.3706(3) 0.0137(6) Uani 1 1 d . . . O9 O -0.3836(3) -0.3450(3) 0.0000(2) 0.0176(5) Uani 1 1 d . . . C9 C 0.0011(4) -0.1389(4) -0.2471(3) 0.0147(6) Uani 1 1 d . . . H7 H 0.1051 -0.0553 -0.2453 0.018 Uiso 1 1 calc R . . O10 O -0.5883(3) -0.8646(3) -0.17441(18) 0.0145(5) Uani 1 1 d . . . C10 C -0.7665(4) -1.1565(4) -0.4975(3) 0.0152(6) Uani 1 1 d . . . O11 O 0.2212(3) -0.0974(3) 0.1795(2) 0.0190(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 Mo1 0.00774(14) 0.00725(14) 0.01032(14) 0.00205(10) 0.00466(10) 0.00147(10) Cu1 0.01112(19) 0.00943(19) 0.0100(2) 0.00364(14) 0.00221(15) 0.00007(14) O1 0.0429(17) 0.0188(13) 0.0426(18) 0.0031(12) -0.0133(14) 0.0137(13) N1 0.0129(13) 0.0138(13) 0.0128(13) 0.0044(10) 0.0015(11) -0.0011(10) OW1 0.0372(17) 0.0350(16) 0.0296(16) 0.0029(13) -0.0067(13) 0.0079(13) C1 0.0190(16) 0.0165(15) 0.0099(15) 0.0005(12) 0.0023(13) 0.0019(13) Mo2 0.00653(14) 0.00873(14) 0.01023(15) 0.00254(10) 0.00299(10) 0.00177(10) O2 0.0245(13) 0.0149(11) 0.0124(11) 0.0046(9) -0.0004(10) -0.0031(10) N2 0.0144(13) 0.0153(13) 0.0103(13) 0.0043(10) 0.0020(10) 0.0022(11) C2 0.0201(16) 0.0126(15) 0.0133(16) 0.0037(12) 0.0045(13) 0.0018(12) O3 0.0090(10) 0.0094(10) 0.0143(11) 0.0028(8) 0.0050(8) 0.0010(8) N3 0.0169(13) 0.0142(13) 0.0081(12) 0.0041(10) 0.0018(10) 0.0023(11) C3 0.0157(15) 0.0170(15) 0.0089(15) 0.0070(12) 0.0025(12) 0.0037(12) O4 0.0384(16) 0.0163(12) 0.0275(15) -0.0050(10) -0.0049(12) 0.0079(11) C4 0.0190(16) 0.0159(15) 0.0127(16) 0.0056(12) 0.0032(13) 0.0038(13) O5 0.0084(10) 0.0123(10) 0.0160(11) 0.0042(8) 0.0045(9) 0.0011(8) C5 0.0263(18) 0.0150(16) 0.0208(18) 0.0003(13) 0.0022(15) 0.0061(14) O6 0.0138(15) 0.0140(15) 0.0230(18) 0.0057(13) 0.0085(13) 0.0084(13) C6 0.0123(14) 0.0134(15) 0.0120(15) 0.0049(12) 0.0028(12) 0.0043(12) O7 0.0251(13) 0.0210(12) 0.0135(12) 0.0011(9) 0.0056(10) 0.0036(10) C7 0.0156(16) 0.0162(16) 0.0147(16) 0.0039(13) 0.0011(13) 0.0003(13) O8 0.0080(10) 0.0094(10) 0.0112(10) 0.0041(8) 0.0036(8) 0.0022(8) C8 0.0167(15) 0.0134(15) 0.0109(15) 0.0038(12) 0.0050(12) 0.0027(12) O9 0.0156(11) 0.0130(11) 0.0292(13) 0.0055(10) 0.0125(10) 0.0060(9) C9 0.0131(15) 0.0151(15) 0.0123(15) 0.0030(12) 0.0034(12) -0.0011(12) O10 0.0156(11) 0.0154(11) 0.0089(11) 0.0031(8) 0.0024(9) -0.0001(9) C10 0.0198(16) 0.0114(15) 0.0138(16) 0.0036(12) 0.0039(13) 0.0049(12) O11 0.0186(12) 0.0237(12) 0.0146(12) 0.0013(10) 0.0057(10) 0.0065(10) _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 Mo1 O7 1.691(2) . ? Mo1 O9 1.711(2) 2 ? Mo1 O3 1.925(2) . ? Mo1 O8 1.944(2) . ? Mo1 O3 2.243(2) 2_655 ? Mo1 O10 2.323(2) 1_665 ? Cu1 O2 1.942(2) . ? Cu1 O8 1.946(2) 1_445 ? Cu1 N1 1.981(3) . ? Cu1 O5 1.983(2) . ? Cu1 O9 2.298(2) . ? O1 C5 1.205(5) . ? N1 C7 1.303(4) . ? N1 N2 1.382(4) . ? C1 C10 1.390(4) . ? C1 C3 1.394(5) 2_444 ? Mo2 O11 1.688(2) . ? Mo2 O5 1.759(2) . ? Mo2 O6 1.8873(9) . ? Mo2 O3 2.021(2) . ? Mo2 O8 2.036(2) 2_655 ? Mo2 N2 2.421(3) . ? O2 C6 1.266(4) . ? N2 C9 1.300(4) . ? C2 C3 1.386(4) 2_444 ? C2 C8 1.393(4) . ? O3 Mo1 2.243(2) 2_655 ? N3 C7 1.354(4) . ? N3 C9 1.366(4) . ? N3 C3 1.441(4) . ? C3 C2 1.386(4) 2_444 ? C3 C1 1.394(5) 2_444 ? O4 C5 1.313(4) . ? C4 C10 1.391(5) . ? C4 C8 1.399(4) . ? C5 C10 1.508(5) . ? O6 Mo2 1.8873(9) 2 ? C6 O10 1.246(4) . ? C6 C8 1.505(4) . ? O8 Cu1 1.946(2) 1_665 ? O8 Mo2 2.036(2) 2_655 ? O9 Mo1 1.711(2) 2 ? O10 Mo1 2.323(2) 1_445 ? 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 O7 Mo1 O9 101.29(12) . 2 ? O7 Mo1 O3 101.88(10) . . ? O9 Mo1 O3 104.65(11) 2 . ? O7 Mo1 O8 99.14(11) . . ? O9 Mo1 O8 102.99(11) 2 . ? O3 Mo1 O8 140.94(9) . . ? O7 Mo1 O3 92.89(10) . 2_655 ? O9 Mo1 O3 165.55(10) 2 2_655 ? O3 Mo1 O3 74.73(10) . 2_655 ? O8 Mo1 O3 71.66(9) . 2_655 ? O7 Mo1 O10 173.90(10) . 1_665 ? O9 Mo1 O10 84.65(10) 2 1_665 ? O3 Mo1 O10 77.69(8) . 1_665 ? O8 Mo1 O10 78.00(8) . 1_665 ? O3 Mo1 O10 81.11(8) 2_655 1_665 ? O2 Cu1 O8 94.76(10) . 1_445 ? O2 Cu1 N1 87.29(11) . . ? O8 Cu1 N1 162.54(10) 1_445 . ? O2 Cu1 O5 174.22(10) . . ? O8 Cu1 O5 89.82(9) 1_445 . ? N1 Cu1 O5 87.29(10) . . ? O2 Cu1 O9 107.81(11) . . ? O8 Cu1 O9 92.59(9) 1_445 . ? N1 Cu1 O9 103.31(11) . . ? O5 Cu1 O9 75.44(10) . . ? C7 N1 N2 108.4(3) . . ? C7 N1 Cu1 132.7(2) . . ? N2 N1 Cu1 119.0(2) . . ? C10 C1 C3 118.8(3) . 2_444 ? O11 Mo2 O5 102.13(11) . . ? O11 Mo2 O6 100.10(8) . . ? O5 Mo2 O6 100.71(9) . . ? O11 Mo2 O3 97.76(10) . . ? O5 Mo2 O3 154.96(10) . . ? O6 Mo2 O3 90.51(7) . . ? O11 Mo2 O8 99.96(10) . 2_655 ? O5 Mo2 O8 86.86(10) . 2_655 ? O6 Mo2 O8 156.51(6) . 2_655 ? O3 Mo2 O8 74.76(9) . 2_655 ? O11 Mo2 N2 175.26(10) . . ? O5 Mo2 N2 79.59(10) . . ? O6 Mo2 N2 75.21(7) . . ? O3 Mo2 N2 81.81(9) . . ? O8 Mo2 N2 84.50(9) 2_655 . ? C6 O2 Cu1 128.7(2) . . ? C9 N2 N1 106.7(3) . . ? C9 N2 Mo2 131.4(2) . . ? N1 N2 Mo2 113.34(19) . . ? C3 C2 C8 118.2(3) 2_444 . ? Mo1 O3 Mo2 145.31(12) . . ? Mo1 O3 Mo1 105.27(10) . 2_655 ? Mo2 O3 Mo1 101.37(10) . 2_655 ? C7 N3 C9 105.5(3) . . ? C7 N3 C3 126.6(3) . . ? C9 N3 C3 127.5(3) . . ? C2 C3 C1 122.3(3) 2_444 2_444 ? C2 C3 N3 119.7(3) 2_444 . ? C1 C3 N3 117.9(3) 2_444 . ? C10 C4 C8 120.3(3) . . ? Mo2 O5 Cu1 135.38(13) . . ? O1 C5 O4 120.0(3) . . ? O1 C5 C10 120.3(3) . . ? O4 C5 C10 119.7(3) . . ? Mo2 O6 Mo2 180.000(16) . 2 ? O10 C6 O2 127.3(3) . . ? O10 C6 C8 116.1(3) . . ? O2 C6 C8 116.6(3) . . ? N1 C7 N3 109.3(3) . . ? Mo1 O8 Cu1 124.96(11) . 1_665 ? Mo1 O8 Mo2 112.12(10) . 2_655 ? Cu1 O8 Mo2 113.62(10) 1_665 2_655 ? C2 C8 C4 120.3(3) . . ? C2 C8 C6 121.9(3) . . ? C4 C8 C6 117.8(3) . . ? Mo1 O9 Cu1 137.43(14) 2 . ? N2 C9 N3 110.1(3) . . ? C6 O10 Mo1 133.2(2) . 1_445 ? C1 C10 C4 119.9(3) . . ? C1 C10 C5 122.6(3) . . ? C4 C10 C5 117.3(3) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 26.08 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.638 _refine_diff_density_min -0.985 _refine_diff_density_rms 0.167