# 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 _publ_contact_author_name 'G Hogarth' _publ_contact_author_email G.HOGARTH@UCL.AC.UK _publ_section_title ; Synthesis, structure and reactivity of tetranuclear grid-type complexes of rhenium and manganese bearing pyrimidine-2-thiolate (pymS) ligands: Versatile precursors for mono- and polynuclear compounds containing M(CO)3 (M = Re, Mn) fragments ; loop_ _publ_author_name 'G Hogarth' 'Jahangir Alam' 'Shishir Ghosh' 'G. M. Golzar Hossain' 'Shariff E Kabir' 'Kalipada Kundu' ; H.Roesky ; 'D Tocher' # Attachment 'Dalton 1.CIF' data_comp1 _database_code_depnum_ccdc_archive 'CCDC 688773' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H12 N8 O12 Re4 S4, C2 H6 O' _chemical_formula_sum 'C30 H18 N8 O13 Re4 S4' _chemical_formula_weight 1571.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 '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_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 21.186(3) _cell_length_b 15.700(6) _cell_length_c 13.832(6) _cell_angle_alpha 90.00 _cell_angle_beta 100.76(2) _cell_angle_gamma 90.00 _cell_volume 4520(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9234 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.309 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2888 _exptl_absorpt_coefficient_mu 10.926 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.1381 _exptl_absorpt_correction_T_max 0.2186 _exptl_absorpt_process_details ; [North et al. (1968) Acta. Cryst. A24, 351] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Enraf-Nonius CAD4' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 18556 _diffrn_reflns_av_R_equivalents 0.0739 _diffrn_reflns_av_sigmaI/netI 0.0943 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 26.41 _reflns_number_total 9234 _reflns_number_gt 5587 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'CAD4 Express (Enraf Nonius, 1994)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0549P)^2^+1.2059P] 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 9234 _refine_ls_number_parameters 537 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1056 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.1105 _refine_ls_wR_factor_gt 0.0924 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 Re1 Re 0.10893(2) 0.43595(3) 0.24386(3) 0.02959(12) Uani 1 1 d . . . Re2 Re 0.33133(2) 0.28951(3) 0.10721(3) 0.03667(13) Uani 1 1 d . . . Re3 Re 0.39513(2) 0.63132(3) -0.01316(4) 0.03318(13) Uani 1 1 d . . . Re4 Re 0.14139(2) 0.75469(3) 0.03437(3) 0.02935(12) Uani 1 1 d . . . S1 S 0.21867(14) 0.3669(2) 0.2583(2) 0.0371(7) Uani 1 1 d . . . S2 S 0.35823(16) 0.40413(19) -0.0075(2) 0.0391(7) Uani 1 1 d . . . S3 S 0.31484(13) 0.72054(19) 0.0549(2) 0.0369(7) Uani 1 1 d . . . S4 S 0.08632(13) 0.61690(19) 0.0688(2) 0.0362(7) Uani 1 1 d . . . O1 O -0.0285(4) 0.4996(7) 0.1720(7) 0.063(3) Uani 1 1 d . . . O2 O 0.0933(6) 0.4952(7) 0.4482(7) 0.081(4) Uani 1 1 d . . . O3 O 0.0524(5) 0.2640(6) 0.2852(8) 0.071(3) Uani 1 1 d . . . O4 O 0.3075(5) 0.1803(7) 0.2788(8) 0.076(3) Uani 1 1 d . . . O5 O 0.2936(8) 0.1351(8) -0.0282(9) 0.123(6) Uani 1 1 d . . . O6 O 0.4671(5) 0.2171(8) 0.1497(11) 0.102(4) Uani 1 1 d . . . O7 O 0.4714(4) 0.5137(6) -0.1241(6) 0.055(3) Uani 1 1 d . . . O8 O 0.5218(5) 0.7049(7) 0.0967(8) 0.077(3) Uani 1 1 d . . . O9 O 0.3927(5) 0.7543(8) -0.1790(10) 0.094(4) Uani 1 1 d . . . O10 O 0.2265(5) 0.9129(6) 0.0509(8) 0.062(3) Uani 1 1 d . . . O11 O 0.0729(5) 0.8190(6) -0.1678(8) 0.068(3) Uani 1 1 d . . . O12 O 0.0573(5) 0.8657(7) 0.1374(9) 0.082(4) Uani 1 1 d . . . N1 N 0.1355(4) 0.4017(6) 0.1045(6) 0.030(2) Uani 1 1 d . . . N2 N 0.2317(4) 0.3437(6) 0.0674(6) 0.033(2) Uani 1 1 d . . . N3 N 0.3600(4) 0.4115(6) 0.1771(6) 0.034(2) Uani 1 1 d . . . N4 N 0.3865(4) 0.5426(6) 0.1087(6) 0.033(2) Uani 1 1 d . . . N5 N 0.2946(4) 0.6030(6) -0.0721(6) 0.029(2) Uani 1 1 d . . . N6 N 0.1983(4) 0.6667(5) -0.0437(7) 0.028(2) Uani 1 1 d . . . N7 N 0.1856(4) 0.6884(5) 0.1682(6) 0.027(2) Uani 1 1 d . . . N8 N 0.1632(4) 0.5555(6) 0.2349(6) 0.029(2) Uani 1 1 d . . . C1 C 0.0249(6) 0.4794(8) 0.2003(9) 0.044(3) Uani 1 1 d . . . C2 C 0.0986(6) 0.4698(9) 0.3732(10) 0.049(4) Uani 1 1 d . . . C3 C 0.0728(6) 0.3281(9) 0.2659(9) 0.047(3) Uani 1 1 d . . . C4 C 0.3138(6) 0.2197(9) 0.2137(10) 0.052(4) Uani 1 1 d . . . C5 C 0.3069(9) 0.1930(10) 0.0208(11) 0.071(5) Uani 1 1 d . . . C6 C 0.4164(7) 0.2469(10) 0.1334(10) 0.059(4) Uani 1 1 d . . . C7 C 0.4421(6) 0.5544(8) -0.0805(9) 0.044(3) Uani 1 1 d . . . C8 C 0.4747(6) 0.6737(8) 0.0559(11) 0.049(3) Uani 1 1 d . . . C9 C 0.3953(6) 0.7086(8) -0.1152(10) 0.048(3) Uani 1 1 d . . . C10 C 0.1960(6) 0.8513(8) 0.0420(8) 0.037(3) Uani 1 1 d . . . C11 C 0.0978(6) 0.7941(8) -0.0898(9) 0.042(3) Uani 1 1 d . . . C12 C 0.0883(6) 0.8238(8) 0.0979(10) 0.048(3) Uani 1 1 d . . . C13 C 0.1096(5) 0.4029(7) 0.0094(8) 0.036(3) Uani 1 1 d . . . H13 H 0.0666 0.4217 -0.0113 0.043 Uiso 1 1 calc R . . C14 C 0.1449(6) 0.3771(7) -0.0593(8) 0.041(3) Uani 1 1 d . . . H14 H 0.1272 0.3795 -0.1276 0.049 Uiso 1 1 calc R . . C15 C 0.2045(6) 0.3488(7) -0.0281(8) 0.038(3) Uani 1 1 d . . . H15 H 0.2289 0.3313 -0.0757 0.046 Uiso 1 1 calc R . . C16 C 0.1964(5) 0.3690(7) 0.1332(8) 0.030(2) Uani 1 1 d . . . C17 C 0.3718(6) 0.4422(8) 0.2664(8) 0.040(3) Uani 1 1 d . . . H17 H 0.3665 0.4074 0.3206 0.048 Uiso 1 1 calc R . . C18 C 0.3919(6) 0.5255(9) 0.2814(9) 0.051(4) Uani 1 1 d . . . H18 H 0.4012 0.5493 0.3457 0.061 Uiso 1 1 calc R . . C19 C 0.3981(6) 0.5724(8) 0.2009(9) 0.044(3) Uani 1 1 d . . . H19 H 0.4114 0.6300 0.2109 0.053 Uiso 1 1 calc R . . C20 C 0.3689(5) 0.4613(7) 0.0976(8) 0.032(3) Uani 1 1 d . . . C21 C 0.2613(6) 0.5558(8) -0.1426(9) 0.044(3) Uani 1 1 d . . . H21 H 0.2835 0.5169 -0.1769 0.053 Uiso 1 1 calc R . . C22 C 0.1962(6) 0.5611(7) -0.1678(9) 0.041(3) Uani 1 1 d . . . H22 H 0.1724 0.5278 -0.2193 0.049 Uiso 1 1 calc R . . C23 C 0.1675(6) 0.6168(8) -0.1151(9) 0.041(3) Uani 1 1 d . . . H23 H 0.1220 0.6206 -0.1301 0.049 Uiso 1 1 calc R . . C24 C 0.2623(5) 0.6590(7) -0.0262(8) 0.030(2) Uani 1 1 d . . . C25 C 0.2342(5) 0.7021(7) 0.2417(8) 0.032(3) Uani 1 1 d . . . H25 H 0.2584 0.7531 0.2436 0.038 Uiso 1 1 calc R . . C26 C 0.2497(6) 0.6436(8) 0.3145(8) 0.039(3) Uani 1 1 d . . . H26 H 0.2838 0.6530 0.3686 0.047 Uiso 1 1 calc R . . C27 C 0.2140(5) 0.5705(7) 0.3067(7) 0.033(3) Uani 1 1 d . . . H27 H 0.2259 0.5277 0.3552 0.039 Uiso 1 1 calc R . . C28 C 0.1492(5) 0.6166(7) 0.1663(8) 0.031(3) Uani 1 1 d . . . O1S O 0.452(2) 0.602(3) 0.615(3) 0.081(13) Uiso 0.25 1 d P . . O1S' O 0.3737(19) 0.507(2) 0.649(3) 0.064(11) Uiso 0.25 1 d P . . C1S C 0.411(2) 0.552(3) 0.588(3) 0.093(12) Uiso 0.50 1 d P . . C2S C 0.375(2) 0.546(2) 0.509(3) 0.095(12) Uiso 0.50 1 d P . . O2S O 0.150(2) 0.415(3) 0.679(4) 0.077(13) Uiso 0.25 1 d P . . O2S' O 0.099(3) 0.396(3) 0.647(4) 0.091(15) Uiso 0.25 1 d P . . C3S C 0.136(2) 0.371(3) 0.632(3) 0.096(13) Uiso 0.50 1 d P . . C4S C 0.0862(17) 0.322(2) 0.575(3) 0.081(10) Uiso 0.50 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 Re1 0.0255(2) 0.0391(3) 0.0236(2) 0.0043(2) 0.00290(18) -0.0023(2) Re2 0.0415(3) 0.0435(3) 0.0252(2) 0.0061(2) 0.0067(2) 0.0134(2) Re3 0.0246(2) 0.0416(3) 0.0353(3) 0.0069(2) 0.0108(2) 0.0104(2) Re4 0.0216(2) 0.0338(2) 0.0337(3) 0.0050(2) 0.00819(19) 0.00257(19) S1 0.0353(16) 0.0544(18) 0.0203(14) 0.0062(14) 0.0020(12) 0.0083(14) S2 0.055(2) 0.0436(17) 0.0222(15) 0.0010(13) 0.0151(14) 0.0085(15) S3 0.0216(14) 0.0405(16) 0.0483(19) -0.0072(14) 0.0055(13) 0.0030(12) S4 0.0253(14) 0.0484(18) 0.0326(16) 0.0103(14) -0.0003(13) -0.0054(13) O1 0.023(5) 0.103(8) 0.062(7) 0.030(6) 0.004(5) 0.011(5) O2 0.122(10) 0.088(8) 0.039(6) 0.000(6) 0.036(7) -0.024(7) O3 0.081(8) 0.048(6) 0.086(8) 0.008(6) 0.022(6) -0.013(5) O4 0.085(8) 0.082(7) 0.061(7) 0.053(6) 0.016(6) 0.023(6) O5 0.224(17) 0.072(8) 0.056(8) -0.038(7) -0.016(9) 0.031(9) O6 0.041(7) 0.120(10) 0.146(13) 0.026(9) 0.020(7) 0.030(7) O7 0.053(6) 0.078(6) 0.039(5) 0.003(5) 0.023(5) 0.036(5) O8 0.044(6) 0.105(9) 0.082(8) -0.017(7) 0.011(6) -0.001(6) O9 0.059(7) 0.116(10) 0.113(10) 0.069(9) 0.030(7) 0.018(7) O10 0.058(6) 0.047(6) 0.082(8) -0.003(5) 0.016(6) -0.013(5) O11 0.059(6) 0.076(7) 0.061(7) 0.019(6) -0.015(5) -0.013(5) O12 0.071(7) 0.079(8) 0.110(10) -0.007(7) 0.051(7) 0.024(6) N1 0.030(5) 0.037(5) 0.024(5) 0.009(4) 0.004(4) 0.007(4) N2 0.036(5) 0.040(5) 0.024(5) -0.001(4) 0.007(4) 0.003(4) N3 0.028(5) 0.051(6) 0.022(5) 0.001(4) 0.006(4) 0.005(4) N4 0.027(5) 0.045(6) 0.026(5) -0.002(4) 0.003(4) 0.006(4) N5 0.026(5) 0.038(5) 0.024(5) 0.008(4) 0.006(4) 0.006(4) N6 0.025(5) 0.024(5) 0.032(5) -0.004(4) 0.000(4) -0.003(4) N7 0.022(5) 0.028(5) 0.031(5) 0.004(4) 0.005(4) 0.000(4) N8 0.022(5) 0.040(5) 0.026(5) 0.003(4) 0.005(4) 0.000(4) C1 0.039(8) 0.057(8) 0.038(7) 0.013(6) 0.015(6) -0.002(6) C2 0.058(9) 0.058(8) 0.033(7) 0.018(7) 0.011(7) -0.024(7) C3 0.043(8) 0.053(8) 0.041(8) 0.021(7) 0.001(6) 0.013(7) C4 0.044(8) 0.053(8) 0.048(8) 0.020(7) -0.016(7) 0.019(6) C5 0.115(14) 0.064(10) 0.031(8) 0.026(8) 0.004(9) 0.045(10) C6 0.054(9) 0.077(10) 0.046(9) 0.007(8) 0.011(7) 0.011(8) C7 0.031(7) 0.063(8) 0.036(7) 0.007(7) 0.004(6) 0.016(6) C8 0.026(7) 0.059(8) 0.063(9) 0.008(7) 0.013(7) 0.010(6) C9 0.038(7) 0.050(8) 0.059(9) 0.020(7) 0.021(7) 0.014(6) C10 0.037(7) 0.046(7) 0.030(7) 0.007(6) 0.010(5) 0.006(6) C11 0.028(6) 0.054(8) 0.040(8) 0.010(6) -0.002(6) -0.013(6) C12 0.047(8) 0.049(8) 0.053(9) 0.013(7) 0.022(7) 0.004(7) C13 0.030(6) 0.049(7) 0.024(6) 0.002(6) -0.007(5) -0.005(5) C14 0.059(8) 0.043(7) 0.014(5) 0.006(5) -0.010(6) 0.013(6) C15 0.055(8) 0.037(7) 0.017(6) 0.010(5) -0.009(5) 0.016(6) C16 0.032(6) 0.028(6) 0.031(6) -0.004(5) 0.004(5) 0.000(5) C17 0.045(7) 0.058(8) 0.017(6) 0.001(6) 0.005(5) 0.003(6) C18 0.059(9) 0.071(10) 0.024(7) -0.010(7) 0.015(6) 0.003(8) C19 0.038(7) 0.053(8) 0.043(8) -0.022(6) 0.014(6) 0.003(6) C20 0.030(6) 0.044(7) 0.023(6) -0.008(5) 0.007(5) 0.019(5) C21 0.050(8) 0.056(8) 0.027(6) 0.011(6) 0.012(6) 0.018(7) C22 0.050(8) 0.038(7) 0.033(7) -0.012(6) 0.003(6) -0.005(6) C23 0.028(6) 0.053(8) 0.041(7) 0.003(6) 0.002(6) 0.004(6) C24 0.025(6) 0.041(7) 0.022(6) 0.007(5) 0.003(5) 0.001(5) C25 0.024(6) 0.047(7) 0.026(6) -0.007(5) 0.006(5) -0.008(5) C26 0.039(7) 0.060(8) 0.016(6) -0.005(6) 0.000(5) -0.007(6) C27 0.036(6) 0.043(7) 0.017(5) 0.006(5) -0.003(5) -0.004(5) C28 0.033(6) 0.038(7) 0.022(6) 0.001(5) 0.008(5) -0.002(5) _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 Re1 C1 1.896(13) . ? Re1 C3 1.907(14) . ? Re1 C2 1.918(14) . ? Re1 N1 2.175(9) . ? Re1 N8 2.217(9) . ? Re1 S1 2.539(3) . ? Re2 C6 1.893(15) . ? Re2 C4 1.927(14) . ? Re2 C5 1.939(18) . ? Re2 N3 2.179(9) . ? Re2 N2 2.246(9) . ? Re2 S2 2.533(3) . ? Re3 C9 1.862(13) . ? Re3 C8 1.895(14) . ? Re3 C7 1.913(13) . ? Re3 N5 2.180(9) . ? Re3 N4 2.220(9) . ? Re3 S3 2.518(3) . ? Re4 C12 1.892(14) . ? Re4 C11 1.896(13) . ? Re4 C10 1.899(13) . ? Re4 N7 2.177(8) . ? Re4 N6 2.239(9) . ? Re4 S4 2.545(3) . ? S1 C16 1.706(11) . ? S2 C20 1.686(11) . ? S3 C24 1.722(11) . ? S4 C28 1.709(11) . ? O1 C1 1.169(14) . ? O2 C2 1.136(15) . ? O3 C3 1.146(14) . ? O4 C4 1.120(15) . ? O5 C5 1.137(18) . ? O6 C6 1.154(16) . ? O7 C7 1.140(13) . ? O8 C8 1.161(15) . ? O9 C9 1.131(15) . ? O10 C10 1.156(14) . ? O11 C11 1.175(14) . ? O12 C12 1.139(15) . ? N1 C13 1.327(13) . ? N1 C16 1.376(13) . ? N2 C16 1.342(13) . ? N2 C15 1.342(13) . ? N3 C17 1.306(14) . ? N3 C20 1.391(14) . ? N4 C20 1.332(14) . ? N4 C19 1.337(14) . ? N5 C21 1.319(15) . ? N5 C24 1.345(13) . ? N6 C23 1.332(14) . ? N6 C24 1.336(13) . ? N7 C25 1.323(13) . ? N7 C28 1.363(13) . ? N8 C27 1.342(13) . ? N8 C28 1.343(13) . ? C13 C14 1.377(16) . ? C13 H13 0.9500 . ? C14 C15 1.332(16) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C17 C18 1.380(17) . ? C17 H17 0.9500 . ? C18 C19 1.361(17) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C21 C22 1.361(16) . ? C21 H21 0.9500 . ? C22 C23 1.354(16) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C25 C26 1.357(15) . ? C25 H25 0.9500 . ? C26 C27 1.366(15) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? O1S C1S 1.17(5) . ? O1S' C1S 1.45(5) . ? C1S C2S 1.21(5) . ? O2S C3S 0.97(5) . ? O2S O2S' 1.13(6) . ? O2S' C3S 0.94(6) . ? O2S' C4S 1.53(6) . ? C3S C4S 1.41(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Re1 C3 89.4(5) . . ? C1 Re1 C2 86.2(6) . . ? C3 Re1 C2 88.7(5) . . ? C1 Re1 N1 101.0(4) . . ? C3 Re1 N1 95.8(5) . . ? C2 Re1 N1 171.6(5) . . ? C1 Re1 N8 98.3(4) . . ? C3 Re1 N8 171.5(4) . . ? C2 Re1 N8 88.2(4) . . ? N1 Re1 N8 86.4(3) . . ? C1 Re1 S1 165.9(4) . . ? C3 Re1 S1 89.8(4) . . ? C2 Re1 S1 107.9(4) . . ? N1 Re1 S1 65.1(2) . . ? N8 Re1 S1 83.6(2) . . ? C6 Re2 C4 88.0(6) . . ? C6 Re2 C5 88.7(7) . . ? C4 Re2 C5 87.7(6) . . ? C6 Re2 N3 92.8(5) . . ? C4 Re2 N3 103.8(5) . . ? C5 Re2 N3 168.5(5) . . ? C6 Re2 N2 176.4(5) . . ? C4 Re2 N2 95.5(4) . . ? C5 Re2 N2 90.8(5) . . ? N3 Re2 N2 86.9(3) . . ? C6 Re2 S2 93.1(4) . . ? C4 Re2 S2 168.7(4) . . ? C5 Re2 S2 103.5(4) . . ? N3 Re2 S2 65.0(2) . . ? N2 Re2 S2 83.6(2) . . ? C9 Re3 C8 91.5(6) . . ? C9 Re3 C7 88.1(5) . . ? C8 Re3 C7 88.5(5) . . ? C9 Re3 N5 89.4(5) . . ? C8 Re3 N5 167.1(5) . . ? C7 Re3 N5 104.4(4) . . ? C9 Re3 N4 175.1(4) . . ? C8 Re3 N4 91.6(5) . . ? C7 Re3 N4 95.6(4) . . ? N5 Re3 N4 86.7(3) . . ? C9 Re3 S3 91.0(4) . . ? C8 Re3 S3 102.4(4) . . ? C7 Re3 S3 169.1(4) . . ? N5 Re3 S3 64.7(2) . . ? N4 Re3 S3 84.7(2) . . ? C12 Re4 C11 90.1(6) . . ? C12 Re4 C10 85.7(5) . . ? C11 Re4 C10 88.7(5) . . ? C12 Re4 N7 94.5(5) . . ? C11 Re4 N7 170.4(4) . . ? C10 Re4 N7 100.0(4) . . ? C12 Re4 N6 176.0(5) . . ? C11 Re4 N6 88.8(5) . . ? C10 Re4 N6 98.2(4) . . ? N7 Re4 N6 86.0(3) . . ? C12 Re4 S4 93.9(4) . . ? C11 Re4 S4 106.5(4) . . ? C10 Re4 S4 164.7(3) . . ? N7 Re4 S4 64.8(2) . . ? N6 Re4 S4 82.7(2) . . ? C16 S1 Re1 80.6(4) . . ? C20 S2 Re2 81.3(4) . . ? C24 S3 Re3 81.1(4) . . ? C28 S4 Re4 80.4(4) . . ? C13 N1 C16 119.0(10) . . ? C13 N1 Re1 138.3(8) . . ? C16 N1 Re1 102.7(6) . . ? C16 N2 C15 117.3(10) . . ? C16 N2 Re2 124.3(7) . . ? C15 N2 Re2 118.4(8) . . ? C17 N3 C20 120.7(10) . . ? C17 N3 Re2 137.1(8) . . ? C20 N3 Re2 102.2(7) . . ? C20 N4 C19 116.3(10) . . ? C20 N4 Re3 125.0(7) . . ? C19 N4 Re3 118.6(8) . . ? C21 N5 C24 117.9(10) . . ? C21 N5 Re3 137.8(8) . . ? C24 N5 Re3 103.7(7) . . ? C23 N6 C24 114.9(9) . . ? C23 N6 Re4 119.1(7) . . ? C24 N6 Re4 126.0(7) . . ? C25 N7 C28 120.4(9) . . ? C25 N7 Re4 136.5(7) . . ? C28 N7 Re4 103.1(7) . . ? C27 N8 C28 116.1(9) . . ? C27 N8 Re1 117.4(7) . . ? C28 N8 Re1 126.5(7) . . ? O1 C1 Re1 174.6(12) . . ? O2 C2 Re1 175.6(11) . . ? O3 C3 Re1 175.8(12) . . ? O4 C4 Re2 175.5(13) . . ? O5 C5 Re2 178.2(13) . . ? O6 C6 Re2 176.7(14) . . ? O7 C7 Re3 175.0(12) . . ? O8 C8 Re3 175.5(12) . . ? O9 C9 Re3 176.8(13) . . ? O10 C10 Re4 175.1(11) . . ? O11 C11 Re4 177.6(11) . . ? O12 C12 Re4 178.8(14) . . ? N1 C13 C14 120.1(10) . . ? N1 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? C15 C14 C13 118.6(10) . . ? C15 C14 H14 120.7 . . ? C13 C14 H14 120.7 . . ? C14 C15 N2 123.1(11) . . ? C14 C15 H15 118.4 . . ? N2 C15 H15 118.4 . . ? N2 C16 N1 121.7(10) . . ? N2 C16 S1 126.8(8) . . ? N1 C16 S1 111.5(8) . . ? N3 C17 C18 119.5(11) . . ? N3 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? C19 C18 C17 117.6(12) . . ? C19 C18 H18 121.2 . . ? C17 C18 H18 121.2 . . ? N4 C19 C18 124.2(12) . . ? N4 C19 H19 117.9 . . ? C18 C19 H19 117.9 . . ? N4 C20 N3 121.6(9) . . ? N4 C20 S2 126.9(9) . . ? N3 C20 S2 111.5(8) . . ? N5 C21 C22 122.1(11) . . ? N5 C21 H21 119.0 . . ? C22 C21 H21 119.0 . . ? C23 C22 C21 115.9(11) . . ? C23 C22 H22 122.0 . . ? C21 C22 H22 122.0 . . ? N6 C23 C22 124.9(11) . . ? N6 C23 H23 117.6 . . ? C22 C23 H23 117.6 . . ? N6 C24 N5 124.2(10) . . ? N6 C24 S3 125.3(8) . . ? N5 C24 S3 110.5(8) . . ? N7 C25 C26 120.4(10) . . ? N7 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C25 C26 C27 117.2(10) . . ? C25 C26 H26 121.4 . . ? C27 C26 H26 121.4 . . ? N8 C27 C26 124.1(10) . . ? N8 C27 H27 118.0 . . ? C26 C27 H27 118.0 . . ? N8 C28 N7 121.7(10) . . ? N8 C28 S4 126.7(8) . . ? N7 C28 S4 111.6(8) . . ? O1S C1S C2S 130(5) . . ? O1S C1S O1S' 126(5) . . ? C2S C1S O1S' 100(4) . . ? C3S O2S O2S' 52(4) . . ? C3S O2S' O2S 55(4) . . ? C3S O2S' C4S 65(5) . . ? O2S O2S' C4S 119(5) . . ? O2S' C3S O2S 73(5) . . ? O2S' C3S C4S 78(5) . . ? O2S C3S C4S 151(6) . . ? C3S C4S O2S' 37(2) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.41 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 2.174 _refine_diff_density_min -1.221 _refine_diff_density_rms 0.243 # Attachment 'SQUEEZED2.CIF' data_comp2sq _database_code_depnum_ccdc_archive 'CCDC 688774' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H12 Mn4 N8 O12 S4. C6 H14' _chemical_formula_sum 'C34 H26 Mn4 N8 O12 S4' _chemical_formula_weight 1086.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.7879(3) _cell_length_b 14.2265(4) _cell_length_c 14.6379(4) _cell_angle_alpha 84.054(2) _cell_angle_beta 80.807(2) _cell_angle_gamma 75.568(2) _cell_volume 2142.92(10) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9745 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.684 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1092 _exptl_absorpt_coefficient_mu 1.415 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7186 _exptl_absorpt_correction_T_max 0.7650 _exptl_absorpt_process_details ; [Blessing, Acta Cryst. (1995)] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 54592 _diffrn_reflns_av_R_equivalents 0.0723 _diffrn_reflns_av_sigmaI/netI 0.0556 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 27.51 _reflns_number_total 9745 _reflns_number_gt 7166 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO and COLLECT' _computing_data_reduction 'DENZO and COLLECT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0794P)^2^+0.7603P] 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 9745 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0751 _refine_ls_R_factor_gt 0.0500 _refine_ls_wR_factor_ref 0.1448 _refine_ls_wR_factor_gt 0.1341 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.367 _refine_diff_density_min -1.219 _refine_diff_density_rms 0.107 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 Mn1 Mn 0.32333(5) 0.14550(4) 0.36166(3) 0.02490(14) Uani 1 1 d . . . Mn2 Mn -0.01566(5) 0.50891(4) 0.29058(4) 0.02784(14) Uani 1 1 d . . . Mn3 Mn -0.26756(5) 0.32085(4) 0.08207(4) 0.02901(14) Uani 1 1 d . . . Mn4 Mn -0.03230(5) -0.04075(4) 0.25612(3) 0.02654(14) Uani 1 1 d . . . S1 S 0.26812(8) 0.30793(6) 0.28944(6) 0.0296(2) Uani 1 1 d . . . S2 S -0.20038(8) 0.46965(7) 0.24519(6) 0.0310(2) Uani 1 1 d . . . S3 S -0.14016(9) 0.15442(6) 0.08154(6) 0.0299(2) Uani 1 1 d . . . S4 S 0.08783(8) -0.00035(6) 0.36799(6) 0.0282(2) Uani 1 1 d . . . O1 O 0.3656(2) -0.0377(2) 0.47875(19) 0.0423(7) Uani 1 1 d . . . O2 O 0.5843(2) 0.0724(2) 0.26183(19) 0.0437(7) Uani 1 1 d . . . O3 O 0.4249(2) 0.2274(2) 0.50264(18) 0.0390(6) Uani 1 1 d . . . O4 O 0.2260(3) 0.5522(2) 0.3261(2) 0.0486(7) Uani 1 1 d . . . O5 O -0.1422(3) 0.6117(2) 0.4578(2) 0.0496(7) Uani 1 1 d . . . O6 O -0.0816(3) 0.7000(2) 0.18883(19) 0.0462(7) Uani 1 1 d . . . O7 O -0.4474(3) 0.5133(3) 0.1082(3) 0.0709(11) Uani 1 1 d . . . O8 O -0.2431(3) 0.3838(2) -0.11677(19) 0.0472(7) Uani 1 1 d . . . O9 O -0.4989(3) 0.2573(3) 0.0587(2) 0.0690(10) Uani 1 1 d . . . O10 O -0.1333(3) -0.0945(2) 0.09865(18) 0.0474(7) Uani 1 1 d . . . O11 O -0.2343(3) -0.1284(2) 0.36580(19) 0.0491(8) Uani 1 1 d . . . O12 O 0.1453(3) -0.2339(2) 0.2596(2) 0.0606(9) Uani 1 1 d . . . N1 N 0.1390(3) 0.2160(2) 0.40997(18) 0.0249(6) Uani 1 1 d . . . N2 N 0.0151(3) 0.3723(2) 0.36563(19) 0.0263(6) Uani 1 1 d . . . N3 N 0.0332(3) 0.4358(2) 0.17101(19) 0.0274(6) Uani 1 1 d . . . N4 N -0.0948(3) 0.3607(2) 0.09599(19) 0.0261(6) Uani 1 1 d . . . N5 N -0.2648(3) 0.2564(2) 0.2128(2) 0.0298(7) Uani 1 1 d . . . N6 N -0.1495(3) 0.1008(2) 0.26800(19) 0.0267(6) Uani 1 1 d . . . N7 N 0.1108(3) 0.0219(2) 0.19258(19) 0.0268(6) Uani 1 1 d . . . N8 N 0.2476(3) 0.1000(2) 0.25454(19) 0.0255(6) Uani 1 1 d . . . C1 C 0.3422(3) 0.0317(3) 0.4320(3) 0.0314(8) Uani 1 1 d . . . C2 C 0.4838(4) 0.1016(3) 0.3013(2) 0.0308(8) Uani 1 1 d . . . C3 C 0.3854(3) 0.1957(3) 0.4486(2) 0.0290(8) Uani 1 1 d . . . C4 C 0.1366(4) 0.5305(3) 0.3109(3) 0.0347(8) Uani 1 1 d . . . C5 C -0.0919(4) 0.5698(3) 0.3936(3) 0.0356(8) Uani 1 1 d . . . C6 C -0.0539(4) 0.6248(3) 0.2275(3) 0.0331(8) Uani 1 1 d . . . C7 C -0.3734(4) 0.4403(3) 0.1025(3) 0.0446(10) Uani 1 1 d . . . C8 C -0.2489(3) 0.3576(3) -0.0406(3) 0.0323(8) Uani 1 1 d . . . C9 C -0.4084(4) 0.2811(3) 0.0688(3) 0.0425(10) Uani 1 1 d . . . C10 C -0.0946(4) -0.0677(3) 0.1572(2) 0.0325(8) Uani 1 1 d . . . C11 C -0.1558(4) -0.0921(3) 0.3257(2) 0.0324(8) Uani 1 1 d . . . C12 C 0.0759(4) -0.1598(3) 0.2570(3) 0.0364(9) Uani 1 1 d . . . C13 C 0.0430(3) 0.1999(2) 0.4734(2) 0.0256(7) Uani 1 1 d . . . H13 H 0.0529 0.1397 0.5094 0.031 Uiso 1 1 calc R . . C14 C -0.0708(3) 0.2698(3) 0.4876(2) 0.0305(8) Uani 1 1 d . . . H14 H -0.1392 0.2605 0.5346 0.037 Uiso 1 1 calc R . . C15 C -0.0812(3) 0.3543(3) 0.4299(2) 0.0314(8) Uani 1 1 d . . . H15 H -0.1608 0.4019 0.4363 0.038 Uiso 1 1 calc R . . C16 C 0.1262(3) 0.3022(2) 0.3585(2) 0.0250(7) Uani 1 1 d . . . C17 C 0.1348(3) 0.4089(2) 0.1071(2) 0.0303(8) Uani 1 1 d . . . H17 H 0.2136 0.4257 0.1109 0.036 Uiso 1 1 calc R . . C18 C 0.1262(3) 0.3561(3) 0.0343(2) 0.0334(8) Uani 1 1 d . . . H18 H 0.1972 0.3377 -0.0129 0.040 Uiso 1 1 calc R . . C19 C 0.0109(4) 0.3317(3) 0.0336(2) 0.0328(8) Uani 1 1 d . . . H19 H 0.0054 0.2923 -0.0134 0.039 Uiso 1 1 calc R . . C20 C -0.0814(3) 0.4151(2) 0.1619(2) 0.0276(7) Uani 1 1 d . . . C21 C -0.3195(3) 0.2788(3) 0.2981(2) 0.0323(8) Uani 1 1 d . . . H21 H -0.3789 0.3398 0.3080 0.039 Uiso 1 1 calc R . . C22 C -0.2898(3) 0.2131(3) 0.3730(2) 0.0313(8) Uani 1 1 d . . . H22 H -0.3280 0.2276 0.4346 0.038 Uiso 1 1 calc R . . C23 C -0.2039(3) 0.1274(3) 0.3545(2) 0.0305(8) Uani 1 1 d . . . H23 H -0.1804 0.0830 0.4055 0.037 Uiso 1 1 calc R . . C24 C -0.1848(3) 0.1676(3) 0.1983(2) 0.0266(7) Uani 1 1 d . . . C25 C 0.1590(3) 0.0443(3) 0.1065(2) 0.0309(8) Uani 1 1 d . . . H25 H 0.1280 0.0251 0.0559 0.037 Uiso 1 1 calc R . . C26 C 0.2546(4) 0.0957(3) 0.0899(2) 0.0340(8) Uani 1 1 d . . . H26 H 0.2920 0.1111 0.0287 0.041 Uiso 1 1 calc R . . C27 C 0.2933(3) 0.1237(3) 0.1664(2) 0.0319(8) Uani 1 1 d . . . H27 H 0.3556 0.1618 0.1561 0.038 Uiso 1 1 calc R . . C28 C 0.1573(3) 0.0470(2) 0.2656(2) 0.0248(7) Uani 1 1 d . . . C29 C 0.6107 0.2761 0.6254 0.227 Uani 1 1 d . . . C30 C 0.3956 0.2212 0.8654 0.228 Uani 1 1 d . . . C31 C 0.6141 0.4106 0.4775 0.193 Uani 1 1 d . . . C32 C 0.4700 0.3173 0.7283 0.336 Uani 1 1 d . . . C33 C 0.5560 0.1485 0.7545 0.339 Uani 1 1 d . . . C34 C 0.5545 0.5168 0.5296 0.319 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 Mn1 0.0236(3) 0.0266(3) 0.0264(3) 0.0025(2) -0.0054(2) -0.0100(2) Mn2 0.0351(3) 0.0225(3) 0.0274(3) -0.0006(2) -0.0065(2) -0.0089(2) Mn3 0.0313(3) 0.0295(3) 0.0269(3) 0.0024(2) -0.0053(2) -0.0095(2) Mn4 0.0332(3) 0.0261(3) 0.0246(3) 0.0024(2) -0.0072(2) -0.0146(2) S1 0.0290(4) 0.0279(5) 0.0322(5) 0.0053(4) -0.0022(4) -0.0114(4) S2 0.0308(5) 0.0292(5) 0.0326(5) -0.0051(4) -0.0047(4) -0.0053(4) S3 0.0385(5) 0.0294(5) 0.0228(4) 0.0009(3) -0.0034(4) -0.0114(4) S4 0.0339(5) 0.0306(5) 0.0247(4) 0.0044(3) -0.0068(4) -0.0168(4) O1 0.0386(15) 0.0396(16) 0.0483(16) 0.0173(13) -0.0104(13) -0.0139(12) O2 0.0271(14) 0.0595(19) 0.0458(16) -0.0117(14) -0.0008(12) -0.0120(13) O3 0.0323(14) 0.0506(17) 0.0396(15) -0.0067(13) -0.0078(12) -0.0169(12) O4 0.0555(18) 0.0384(16) 0.0615(19) 0.0047(14) -0.0251(15) -0.0217(14) O5 0.0594(19) 0.0484(18) 0.0421(17) -0.0171(14) -0.0041(14) -0.0108(14) O6 0.0641(19) 0.0296(16) 0.0447(16) 0.0062(13) -0.0119(14) -0.0116(13) O7 0.062(2) 0.056(2) 0.088(3) -0.0239(19) -0.0348(19) 0.0215(18) O8 0.0539(18) 0.0554(19) 0.0321(16) 0.0072(13) -0.0071(13) -0.0158(14) O9 0.054(2) 0.094(3) 0.073(2) 0.025(2) -0.0213(18) -0.049(2) O10 0.081(2) 0.0422(17) 0.0326(15) 0.0073(12) -0.0244(15) -0.0337(15) O11 0.0598(19) 0.059(2) 0.0380(16) 0.0105(14) -0.0062(14) -0.0379(16) O12 0.074(2) 0.0310(17) 0.077(2) -0.0041(15) -0.0274(19) -0.0030(16) N1 0.0282(15) 0.0283(15) 0.0212(14) 0.0020(11) -0.0062(12) -0.0119(12) N2 0.0304(15) 0.0261(15) 0.0243(14) -0.0006(12) -0.0043(12) -0.0102(12) N3 0.0315(16) 0.0243(15) 0.0269(15) 0.0015(12) -0.0031(12) -0.0091(12) N4 0.0298(15) 0.0254(15) 0.0239(14) 0.0002(12) -0.0033(12) -0.0090(12) N5 0.0306(16) 0.0311(17) 0.0294(16) 0.0019(13) -0.0024(13) -0.0130(13) N6 0.0277(15) 0.0332(16) 0.0226(14) 0.0008(12) -0.0023(12) -0.0156(12) N7 0.0312(15) 0.0268(16) 0.0245(15) -0.0001(12) -0.0050(12) -0.0102(12) N8 0.0232(14) 0.0290(16) 0.0258(15) 0.0008(12) -0.0045(12) -0.0095(12) C1 0.0237(17) 0.035(2) 0.036(2) -0.0005(17) -0.0031(15) -0.0094(15) C2 0.031(2) 0.035(2) 0.0308(19) 0.0015(16) -0.0110(16) -0.0130(16) C3 0.0218(17) 0.0315(19) 0.0323(19) 0.0027(15) -0.0010(15) -0.0072(14) C4 0.042(2) 0.027(2) 0.034(2) 0.0027(16) -0.0066(17) -0.0088(16) C5 0.046(2) 0.032(2) 0.033(2) -0.0013(17) -0.0103(17) -0.0125(17) C6 0.040(2) 0.028(2) 0.033(2) -0.0035(16) -0.0081(16) -0.0087(16) C7 0.044(2) 0.048(3) 0.043(2) -0.0049(19) -0.0151(19) -0.006(2) C8 0.036(2) 0.030(2) 0.033(2) 0.0007(16) -0.0073(16) -0.0099(15) C9 0.043(2) 0.046(2) 0.041(2) 0.0127(19) -0.0096(19) -0.0183(19) C10 0.043(2) 0.0278(19) 0.0295(19) 0.0080(15) -0.0059(16) -0.0176(16) C11 0.042(2) 0.036(2) 0.0261(18) 0.0035(15) -0.0123(16) -0.0189(17) C12 0.049(2) 0.030(2) 0.037(2) -0.0002(16) -0.0131(18) -0.0174(18) C13 0.0315(18) 0.0271(18) 0.0227(17) 0.0008(13) -0.0082(14) -0.0132(14) C14 0.0292(18) 0.039(2) 0.0257(18) 0.0017(15) -0.0043(15) -0.0143(16) C15 0.0302(19) 0.035(2) 0.0294(19) -0.0014(15) -0.0033(15) -0.0083(15) C16 0.0256(17) 0.0274(18) 0.0253(17) -0.0020(14) -0.0077(14) -0.0097(14) C17 0.0317(19) 0.0281(19) 0.0318(19) 0.0062(15) -0.0051(15) -0.0113(15) C18 0.0339(19) 0.039(2) 0.0268(18) -0.0001(16) 0.0033(15) -0.0130(16) C19 0.043(2) 0.033(2) 0.0229(18) -0.0010(15) -0.0023(16) -0.0120(16) C20 0.0316(18) 0.0221(17) 0.0293(18) 0.0031(14) -0.0072(15) -0.0070(14) C21 0.0322(19) 0.034(2) 0.032(2) -0.0015(16) 0.0002(15) -0.0139(15) C22 0.0325(19) 0.042(2) 0.0244(18) -0.0042(15) 0.0016(15) -0.0203(16) C23 0.0313(18) 0.037(2) 0.0281(19) 0.0000(15) -0.0034(15) -0.0179(16) C24 0.0267(17) 0.0294(19) 0.0260(17) 0.0002(14) -0.0030(14) -0.0124(14) C25 0.0331(19) 0.032(2) 0.0279(19) -0.0026(15) -0.0051(15) -0.0082(15) C26 0.037(2) 0.042(2) 0.0239(18) 0.0007(16) -0.0003(15) -0.0142(17) C27 0.0306(19) 0.035(2) 0.032(2) 0.0015(16) -0.0016(15) -0.0145(15) C28 0.0240(17) 0.0235(18) 0.0266(17) 0.0003(14) -0.0034(14) -0.0057(13) C29 0.238 0.082 0.418 -0.073 -0.282 0.029 C30 0.304 0.075 0.383 0.060 -0.286 -0.070 C31 0.095 0.198 0.309 -0.140 -0.006 -0.046 C32 0.164 0.418 0.384 -0.306 -0.029 0.116 C33 0.197 0.194 0.625 -0.218 -0.139 0.087 C34 0.181 0.368 0.262 0.110 -0.035 0.153 _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 Mn1 C2 1.804(4) . ? Mn1 C3 1.811(4) . ? Mn1 C1 1.811(4) . ? Mn1 N1 2.041(3) . ? Mn1 N8 2.104(3) . ? Mn1 S1 2.4127(10) . ? Mn2 C6 1.792(4) . ? Mn2 C5 1.794(4) . ? Mn2 C4 1.819(4) . ? Mn2 N3 2.057(3) . ? Mn2 N2 2.108(3) . ? Mn2 S2 2.4040(10) . ? Mn3 C9 1.792(4) . ? Mn3 C8 1.811(4) . ? Mn3 C7 1.819(4) . ? Mn3 N5 2.035(3) . ? Mn3 N4 2.123(3) . ? Mn3 S3 2.4235(11) . ? Mn4 C11 1.801(4) . ? Mn4 C12 1.802(4) . ? Mn4 C10 1.802(4) . ? Mn4 N7 2.024(3) . ? Mn4 N6 2.102(3) . ? Mn4 S4 2.4364(9) . ? S1 C16 1.710(3) . ? S2 C20 1.713(4) . ? S3 C24 1.717(3) . ? S4 C28 1.716(3) . ? O1 C1 1.139(4) . ? O2 C2 1.143(4) . ? O3 C3 1.135(4) . ? O4 C4 1.142(4) . ? O5 C5 1.151(4) . ? O6 C6 1.151(4) . ? O7 C7 1.143(5) . ? O8 C8 1.136(4) . ? O9 C9 1.145(5) . ? O10 C10 1.147(4) . ? O11 C11 1.150(4) . ? O12 C12 1.132(5) . ? N1 C13 1.324(4) . ? N1 C16 1.359(4) . ? N2 C15 1.343(4) . ? N2 C16 1.351(4) . ? N3 C17 1.327(4) . ? N3 C20 1.370(4) . ? N4 C20 1.344(4) . ? N4 C19 1.347(4) . ? N5 C21 1.328(5) . ? N5 C24 1.357(5) . ? N6 C24 1.353(4) . ? N6 C23 1.357(4) . ? N7 C25 1.323(4) . ? N7 C28 1.365(4) . ? N8 C27 1.345(4) . ? N8 C28 1.355(4) . ? C13 C14 1.375(5) . ? C13 H13 0.9500 . ? C14 C15 1.387(5) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C17 C18 1.393(5) . ? C17 H17 0.9500 . ? C18 C19 1.374(5) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C21 C22 1.389(5) . ? C21 H21 0.9500 . ? C22 C23 1.359(5) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C25 C26 1.384(5) . ? C25 H25 0.9500 . ? C26 C27 1.382(5) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C29 C32 1.9820 . ? C31 C34 1.6957 . ? C31 C34 1.8677 2_666 ? C34 C34 1.7481 2_666 ? C34 C31 1.8677 2_666 ? 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 C2 Mn1 C3 91.70(15) . . ? C2 Mn1 C1 88.93(16) . . ? C3 Mn1 C1 88.80(16) . . ? C2 Mn1 N1 168.92(14) . . ? C3 Mn1 N1 90.70(13) . . ? C1 Mn1 N1 101.93(13) . . ? C2 Mn1 N8 89.02(13) . . ? C3 Mn1 N8 174.74(13) . . ? C1 Mn1 N8 96.43(14) . . ? N1 Mn1 N8 87.63(11) . . ? C2 Mn1 S1 100.60(12) . . ? C3 Mn1 S1 87.66(11) . . ? C1 Mn1 S1 169.92(12) . . ? N1 Mn1 S1 68.69(8) . . ? N8 Mn1 S1 87.09(8) . . ? C6 Mn2 C5 87.41(17) . . ? C6 Mn2 C4 90.77(16) . . ? C5 Mn2 C4 88.47(17) . . ? C6 Mn2 N3 92.39(14) . . ? C5 Mn2 N3 167.90(15) . . ? C4 Mn2 N3 103.63(14) . . ? C6 Mn2 N2 175.86(14) . . ? C5 Mn2 N2 91.51(14) . . ? C4 Mn2 N2 93.20(13) . . ? N3 Mn2 N2 87.82(11) . . ? C6 Mn2 S2 89.59(12) . . ? C5 Mn2 S2 99.36(12) . . ? C4 Mn2 S2 172.17(12) . . ? N3 Mn2 S2 68.53(8) . . ? N2 Mn2 S2 86.64(8) . . ? C9 Mn3 C8 89.17(17) . . ? C9 Mn3 C7 87.50(19) . . ? C8 Mn3 C7 88.37(18) . . ? C9 Mn3 N5 91.81(15) . . ? C8 Mn3 N5 169.39(15) . . ? C7 Mn3 N5 102.23(16) . . ? C9 Mn3 N4 177.01(16) . . ? C8 Mn3 N4 90.69(14) . . ? C7 Mn3 N4 95.48(15) . . ? N5 Mn3 N4 87.78(11) . . ? C9 Mn3 S3 90.47(14) . . ? C8 Mn3 S3 101.04(12) . . ? C7 Mn3 S3 170.35(14) . . ? N5 Mn3 S3 68.40(9) . . ? N4 Mn3 S3 86.63(8) . . ? C11 Mn4 C12 89.07(18) . . ? C11 Mn4 C10 86.12(15) . . ? C12 Mn4 C10 89.98(16) . . ? C11 Mn4 N7 173.03(13) . . ? C12 Mn4 N7 91.84(15) . . ? C10 Mn4 N7 100.79(14) . . ? C11 Mn4 N6 91.41(14) . . ? C12 Mn4 N6 173.56(14) . . ? C10 Mn4 N6 96.47(14) . . ? N7 Mn4 N6 86.91(11) . . ? C11 Mn4 S4 104.62(11) . . ? C12 Mn4 S4 87.38(12) . . ? C10 Mn4 S4 168.88(12) . . ? N7 Mn4 S4 68.53(8) . . ? N6 Mn4 S4 86.28(8) . . ? C16 S1 Mn1 78.81(12) . . ? C20 S2 Mn2 79.75(12) . . ? C24 S3 Mn3 78.73(12) . . ? C28 S4 Mn4 78.14(11) . . ? C13 N1 C16 120.2(3) . . ? C13 N1 Mn1 138.0(2) . . ? C16 N1 Mn1 101.8(2) . . ? C15 N2 C16 116.3(3) . . ? C15 N2 Mn2 117.8(2) . . ? C16 N2 Mn2 125.9(2) . . ? C17 N3 C20 119.2(3) . . ? C17 N3 Mn2 139.1(2) . . ? C20 N3 Mn2 101.7(2) . . ? C20 N4 C19 115.8(3) . . ? C20 N4 Mn3 125.3(2) . . ? C19 N4 Mn3 118.8(2) . . ? C21 N5 C24 120.0(3) . . ? C21 N5 Mn3 137.3(3) . . ? C24 N5 Mn3 102.6(2) . . ? C24 N6 C23 115.2(3) . . ? C24 N6 Mn4 127.4(2) . . ? C23 N6 Mn4 117.3(2) . . ? C25 N7 C28 120.2(3) . . ? C25 N7 Mn4 137.2(2) . . ? C28 N7 Mn4 102.6(2) . . ? C27 N8 C28 115.9(3) . . ? C27 N8 Mn1 118.1(2) . . ? C28 N8 Mn1 126.0(2) . . ? O1 C1 Mn1 172.6(3) . . ? O2 C2 Mn1 178.2(3) . . ? O3 C3 Mn1 179.5(3) . . ? O4 C4 Mn2 173.8(3) . . ? O5 C5 Mn2 177.7(3) . . ? O6 C6 Mn2 178.0(4) . . ? O7 C7 Mn3 172.4(4) . . ? O8 C8 Mn3 176.6(3) . . ? O9 C9 Mn3 178.4(4) . . ? O10 C10 Mn4 172.8(3) . . ? O11 C11 Mn4 175.9(3) . . ? O12 C12 Mn4 178.0(4) . . ? N1 C13 C14 120.5(3) . . ? N1 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C13 C14 C15 116.9(3) . . ? C13 C14 H14 121.6 . . ? C15 C14 H14 121.6 . . ? N2 C15 C14 123.5(3) . . ? N2 C15 H15 118.2 . . ? C14 C15 H15 118.2 . . ? N2 C16 N1 122.5(3) . . ? N2 C16 S1 126.9(3) . . ? N1 C16 S1 110.6(2) . . ? N3 C17 C18 120.1(3) . . ? N3 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C19 C18 C17 117.4(3) . . ? C19 C18 H18 121.3 . . ? C17 C18 H18 121.3 . . ? N4 C19 C18 123.6(3) . . ? N4 C19 H19 118.2 . . ? C18 C19 H19 118.2 . . ? N4 C20 N3 123.6(3) . . ? N4 C20 S2 126.7(3) . . ? N3 C20 S2 109.7(2) . . ? N5 C21 C22 120.0(3) . . ? N5 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C23 C22 C21 117.2(3) . . ? C23 C22 H22 121.4 . . ? C21 C22 H22 121.4 . . ? N6 C23 C22 124.4(3) . . ? N6 C23 H23 117.8 . . ? C22 C23 H23 117.8 . . ? N6 C24 N5 123.1(3) . . ? N6 C24 S3 126.8(3) . . ? N5 C24 S3 110.0(2) . . ? N7 C25 C26 120.2(3) . . ? N7 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C27 C26 C25 117.1(3) . . ? C27 C26 H26 121.5 . . ? C25 C26 H26 121.5 . . ? N8 C27 C26 123.8(3) . . ? N8 C27 H27 118.1 . . ? C26 C27 H27 118.1 . . ? N8 C28 N7 122.7(3) . . ? N8 C28 S4 127.2(3) . . ? N7 C28 S4 110.1(2) . . ? C34 C31 C34 58.5 . 2_666 ? C31 C34 C34 65.7 . 2_666 ? C31 C34 C31 121.5 . 2_666 ? C34 C34 C31 55.8 2_666 2_666 ? #============= End of CIF ==================== # Attachment 'Dalton 7.CIF' data_comp7 _database_code_depnum_ccdc_archive 'CCDC 688775' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H11 Mn N4 O3 S' _chemical_formula_sum 'C9 H11 Mn N4 O3 S' _chemical_formula_weight 310.22 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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_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 8.9273(2) _cell_length_b 12.1119(2) _cell_length_c 12.5169(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.6140(10) _cell_angle_gamma 90.00 _cell_volume 1338.14(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3077 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Pink _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.540 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 1.147 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8030 _exptl_absorpt_correction_T_max 0.8201 _exptl_absorpt_process_details ; [Blessing, Acta Cryst. (1995)] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 35600 _diffrn_reflns_av_R_equivalents 0.0639 _diffrn_reflns_av_sigmaI/netI 0.0310 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3077 _reflns_number_gt 2280 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO and COLLECT' _computing_data_reduction 'DENZO and COLLECT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0534P)^2^+0.0582P] 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 3077 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0557 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0907 _refine_ls_wR_factor_gt 0.0821 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 Mn1 Mn 0.25342(3) 0.41975(2) 0.16134(2) 0.04212(12) Uani 1 1 d . . . S2 S 0.47768(6) 0.53090(4) 0.16549(4) 0.04531(15) Uani 1 1 d . . . N1 N 0.3826(2) 0.27705(13) 0.18639(13) 0.0482(4) Uani 1 1 d . . . H1A H 0.4626 0.2889 0.2406 0.058 Uiso 1 1 calc R . . H1B H 0.3243 0.2209 0.2079 0.058 Uiso 1 1 calc R . . N2 N 0.2738(2) 0.38346(16) 0.00151(13) 0.0543(5) Uani 1 1 d . . . H2A H 0.1824 0.3948 -0.0418 0.065 Uiso 1 1 calc R . . H2B H 0.3442 0.4296 -0.0216 0.065 Uiso 1 1 calc R . . N3 N 0.7554(2) 0.55135(14) 0.26577(14) 0.0506(4) Uani 1 1 d . . . N4 N 0.6234(2) 0.39288(15) 0.31409(15) 0.0550(5) Uani 1 1 d . . . O1 O 0.0705(2) 0.61941(15) 0.11041(17) 0.0808(5) Uani 1 1 d . . . O2 O -0.0333(2) 0.29724(18) 0.15281(16) 0.0896(6) Uani 1 1 d . . . O3 O 0.2683(2) 0.47897(14) 0.39040(13) 0.0720(5) Uani 1 1 d . . . C1 C 0.1442(3) 0.5421(2) 0.12910(18) 0.0539(5) Uani 1 1 d . . . C2 C 0.0795(3) 0.3435(2) 0.15562(18) 0.0578(6) Uani 1 1 d . . . C3 C 0.2631(2) 0.45247(18) 0.30252(18) 0.0489(5) Uani 1 1 d . . . C4 C 0.4405(3) 0.2444(2) 0.08634(19) 0.0663(7) Uani 1 1 d . . . H4A H 0.4651 0.1646 0.0885 0.080 Uiso 1 1 calc R . . H4B H 0.5338 0.2862 0.0795 0.080 Uiso 1 1 calc R . . C5 C 0.3209(3) 0.2686(2) -0.00759(19) 0.0694(7) Uani 1 1 d . . . H5A H 0.3614 0.2574 -0.0762 0.083 Uiso 1 1 calc R . . H5B H 0.2333 0.2186 -0.0068 0.083 Uiso 1 1 calc R . . C6 C 0.6319(2) 0.48650(15) 0.25718(15) 0.0416(4) Uani 1 1 d . . . C7 C 0.8769(3) 0.5177(2) 0.33257(19) 0.0567(6) Uani 1 1 d . . . H7 H 0.9659 0.5617 0.3396 0.068 Uiso 1 1 calc R . . C8 C 0.8792(3) 0.4224(2) 0.3917(2) 0.0645(7) Uani 1 1 d . . . H8 H 0.9676 0.3987 0.4378 0.077 Uiso 1 1 calc R . . C9 C 0.7481(3) 0.3636(2) 0.38073(19) 0.0648(6) Uani 1 1 d . . . H9 H 0.7450 0.2985 0.4226 0.078 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0402(2) 0.0455(2) 0.04117(19) 0.00225(12) 0.00763(13) -0.00471(13) S2 0.0406(3) 0.0463(3) 0.0474(3) 0.0083(2) 0.0010(2) -0.0054(2) N1 0.0552(11) 0.0414(9) 0.0491(9) 0.0000(7) 0.0116(8) -0.0044(8) N2 0.0520(11) 0.0687(12) 0.0417(9) 0.0019(8) 0.0053(8) -0.0142(9) N3 0.0390(10) 0.0506(10) 0.0609(11) -0.0019(8) 0.0038(8) 0.0015(8) N4 0.0542(11) 0.0518(10) 0.0565(11) 0.0083(8) -0.0005(9) 0.0012(9) O1 0.0607(12) 0.0688(11) 0.1078(15) 0.0177(10) -0.0044(10) 0.0109(10) O2 0.0672(12) 0.1001(15) 0.1052(15) -0.0075(11) 0.0258(11) -0.0352(12) O3 0.0873(13) 0.0823(12) 0.0488(10) -0.0075(8) 0.0175(8) 0.0055(10) C1 0.0421(12) 0.0605(13) 0.0574(13) 0.0065(11) 0.0016(10) -0.0060(11) C2 0.0551(15) 0.0624(14) 0.0581(13) -0.0028(11) 0.0156(11) -0.0078(12) C3 0.0482(12) 0.0473(11) 0.0525(12) 0.0045(10) 0.0121(9) 0.0031(9) C4 0.0772(17) 0.0561(14) 0.0715(16) -0.0094(12) 0.0304(13) 0.0010(12) C5 0.092(2) 0.0658(15) 0.0550(13) -0.0162(11) 0.0262(13) -0.0205(14) C6 0.0409(11) 0.0424(10) 0.0414(10) -0.0045(8) 0.0056(8) 0.0042(8) C7 0.0387(12) 0.0642(15) 0.0647(14) -0.0123(11) -0.0004(10) 0.0028(10) C8 0.0531(15) 0.0755(17) 0.0605(15) -0.0045(12) -0.0064(11) 0.0173(13) C9 0.0671(17) 0.0619(15) 0.0619(13) 0.0096(12) -0.0020(12) 0.0110(13) _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 Mn1 C1 1.786(2) . ? Mn1 C2 1.798(2) . ? Mn1 C3 1.800(2) . ? Mn1 N1 2.0752(17) . ? Mn1 N2 2.0828(17) . ? Mn1 S2 2.4067(6) . ? S2 C6 1.740(2) . ? N1 C4 1.479(3) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? N2 C5 1.462(3) . ? N2 H2A 0.9200 . ? N2 H2B 0.9200 . ? N3 C7 1.330(3) . ? N3 C6 1.345(3) . ? N4 C9 1.335(3) . ? N4 C6 1.347(3) . ? O1 C1 1.148(3) . ? O2 C2 1.149(3) . ? O3 C3 1.140(3) . ? C4 C5 1.494(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C7 C8 1.369(3) . ? C7 H7 0.9500 . ? C8 C9 1.359(4) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? 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 Mn1 C2 88.75(10) . . ? C1 Mn1 C3 89.05(10) . . ? C2 Mn1 C3 93.80(10) . . ? C1 Mn1 N1 175.59(9) . . ? C2 Mn1 N1 92.01(9) . . ? C3 Mn1 N1 95.23(8) . . ? C1 Mn1 N2 94.67(9) . . ? C2 Mn1 N2 93.02(9) . . ? C3 Mn1 N2 172.30(9) . . ? N1 Mn1 N2 80.95(7) . . ? C1 Mn1 S2 88.00(7) . . ? C2 Mn1 S2 176.74(8) . . ? C3 Mn1 S2 86.46(7) . . ? N1 Mn1 S2 91.21(5) . . ? N2 Mn1 S2 86.94(5) . . ? C6 S2 Mn1 114.51(7) . . ? C4 N1 Mn1 110.60(14) . . ? C4 N1 H1A 109.5 . . ? Mn1 N1 H1A 109.5 . . ? C4 N1 H1B 109.5 . . ? Mn1 N1 H1B 109.5 . . ? H1A N1 H1B 108.1 . . ? C5 N2 Mn1 110.07(13) . . ? C5 N2 H2A 109.6 . . ? Mn1 N2 H2A 109.6 . . ? C5 N2 H2B 109.6 . . ? Mn1 N2 H2B 109.6 . . ? H2A N2 H2B 108.2 . . ? C7 N3 C6 116.90(19) . . ? C9 N4 C6 116.5(2) . . ? O1 C1 Mn1 177.7(2) . . ? O2 C2 Mn1 178.2(2) . . ? O3 C3 Mn1 176.35(19) . . ? N1 C4 C5 108.3(2) . . ? N1 C4 H4A 110.0 . . ? C5 C4 H4A 110.0 . . ? N1 C4 H4B 110.0 . . ? C5 C4 H4B 110.0 . . ? H4A C4 H4B 108.4 . . ? N2 C5 C4 107.78(18) . . ? N2 C5 H5A 110.2 . . ? C4 C5 H5A 110.2 . . ? N2 C5 H5B 110.2 . . ? C4 C5 H5B 110.2 . . ? H5A C5 H5B 108.5 . . ? N3 C6 N4 124.05(18) . . ? N3 C6 S2 115.49(14) . . ? N4 C6 S2 120.46(15) . . ? N3 C7 C8 122.9(2) . . ? N3 C7 H7 118.5 . . ? C8 C7 H7 118.5 . . ? C9 C8 C7 116.3(2) . . ? C9 C8 H8 121.8 . . ? C7 C8 H8 121.8 . . ? N4 C9 C8 123.3(2) . . ? N4 C9 H9 118.3 . . ? C8 C9 H9 118.3 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.257 _refine_diff_density_min -0.386 _refine_diff_density_rms 0.059 # Attachment 'compound_6.CIF' data_comp6 _database_code_depnum_ccdc_archive 'CCDC 688776' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H11 Mn N4 O3 S' _chemical_formula_sum 'C19 H11 Mn N4 O3 S' _chemical_formula_weight 430.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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_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 14.0795(3) _cell_length_b 10.4855(3) _cell_length_c 12.2960(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.237(2) _cell_angle_gamma 90.00 _cell_volume 1814.84(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4147 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Pink _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 0.871 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8116 _exptl_absorpt_correction_T_max 0.8450 _exptl_absorpt_process_details ; [Blessing, Acta Cryst. (1995)] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13680 _diffrn_reflns_av_R_equivalents 0.0439 _diffrn_reflns_av_sigmaI/netI 0.0501 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 27.49 _reflns_number_total 4147 _reflns_number_gt 2947 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO and COLLECT' _computing_data_reduction 'DENZO and COLLECT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0507P)^2^+0.1070P] 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 4147 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0672 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.1024 _refine_ls_wR_factor_gt 0.0915 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 Mn1 Mn 0.69636(2) 0.07693(3) 0.16488(2) 0.03887(13) Uani 1 1 d . . . S1 S 0.78432(4) 0.25603(5) 0.10414(5) 0.04638(17) Uani 1 1 d . . . O1 O 0.60514(15) -0.15361(19) 0.25158(18) 0.0861(6) Uani 1 1 d . . . O2 O 0.63637(15) 0.22226(19) 0.35669(14) 0.0799(6) Uani 1 1 d . . . O3 O 0.51343(12) 0.14565(17) 0.05898(17) 0.0743(6) Uani 1 1 d . . . N1 N 0.62803(13) 0.39627(18) 0.12765(16) 0.0509(5) Uani 1 1 d . . . N2 N 0.76337(15) 0.4953(2) 0.05236(17) 0.0594(5) Uani 1 1 d . . . N3 N 0.82775(13) 0.02075(17) 0.22254(14) 0.0434(4) Uani 1 1 d . . . N4 N 0.74724(11) -0.01646(16) 0.03118(13) 0.0376(4) Uani 1 1 d . . . C1 C 0.64125(18) -0.0650(2) 0.2164(2) 0.0520(6) Uani 1 1 d . . . C2 C 0.66155(17) 0.1662(2) 0.2831(2) 0.0528(6) Uani 1 1 d . . . C3 C 0.58608(16) 0.1234(2) 0.0994(2) 0.0501(6) Uani 1 1 d . . . C4 C 0.71774(15) 0.3953(2) 0.09467(15) 0.0387(5) Uani 1 1 d . . . C5 C 0.58047(19) 0.5046(2) 0.1110(2) 0.0628(7) Uani 1 1 d . . . H5 H 0.5161 0.5080 0.1326 0.075 Uiso 1 1 calc R . . C6 C 0.6180(2) 0.6098(3) 0.0654(2) 0.0668(7) Uani 1 1 d . . . H6 H 0.5821 0.6853 0.0531 0.080 Uiso 1 1 calc R . . C7 C 0.7110(2) 0.5998(3) 0.0382(2) 0.0731(8) Uani 1 1 d . . . H7 H 0.7404 0.6723 0.0071 0.088 Uiso 1 1 calc R . . C8 C 0.86954(19) 0.0465(2) 0.31844(19) 0.0570(6) Uani 1 1 d . . . H8 H 0.8349 0.0919 0.3714 0.068 Uiso 1 1 calc R . . C9 C 0.9626(2) 0.0088(3) 0.3436(2) 0.0713(8) Uani 1 1 d . . . H9 H 0.9904 0.0306 0.4122 0.086 Uiso 1 1 calc R . . C10 C 1.01356(19) -0.0584(3) 0.2712(3) 0.0672(8) Uani 1 1 d . . . H10 H 1.0764 -0.0851 0.2892 0.081 Uiso 1 1 calc R . . C11 C 0.97267(17) -0.0881(2) 0.1697(2) 0.0528(6) Uani 1 1 d . . . C12 C 1.01988(18) -0.1545(2) 0.0853(3) 0.0649(7) Uani 1 1 d . . . H12 H 1.0830 -0.1839 0.0982 0.078 Uiso 1 1 calc R . . C13 C 0.97796(18) -0.1766(2) -0.0112(3) 0.0653(7) Uani 1 1 d . . . H13 H 1.0114 -0.2225 -0.0649 0.078 Uiso 1 1 calc R . . C14 C 0.88400(16) -0.1328(2) -0.03558(19) 0.0487(6) Uani 1 1 d . . . C15 C 0.8368(2) -0.1469(2) -0.1362(2) 0.0603(7) Uani 1 1 d . . . H15 H 0.8661 -0.1917 -0.1937 0.072 Uiso 1 1 calc R . . C16 C 0.7493(2) -0.0961(3) -0.1508(2) 0.0625(7) Uani 1 1 d . . . H16 H 0.7169 -0.1051 -0.2190 0.075 Uiso 1 1 calc R . . C17 C 0.70650(17) -0.0310(2) -0.06688(18) 0.0499(6) Uani 1 1 d . . . H17 H 0.6453 0.0048 -0.0798 0.060 Uiso 1 1 calc R . . C18 C 0.83582(14) -0.06669(18) 0.04552(17) 0.0377(5) Uani 1 1 d . . . C19 C 0.87985(15) -0.0460(2) 0.14942(18) 0.0400(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 Mn1 0.0357(2) 0.0363(2) 0.0447(2) -0.00249(14) 0.00508(14) 0.00093(14) S1 0.0342(3) 0.0410(3) 0.0642(4) -0.0012(3) 0.0057(3) -0.0012(2) O1 0.0988(16) 0.0521(12) 0.1088(15) 0.0079(11) 0.0383(13) -0.0102(11) O2 0.1028(16) 0.0762(14) 0.0616(11) -0.0181(10) 0.0208(11) 0.0134(12) O3 0.0399(10) 0.0616(12) 0.1207(16) -0.0014(11) -0.0167(10) 0.0017(9) N1 0.0432(11) 0.0411(11) 0.0686(12) 0.0031(9) 0.0065(9) 0.0044(9) N2 0.0700(14) 0.0444(13) 0.0647(13) 0.0070(10) 0.0183(11) -0.0114(11) N3 0.0479(10) 0.0416(11) 0.0407(9) 0.0066(8) -0.0021(8) -0.0025(9) N4 0.0375(9) 0.0340(10) 0.0413(9) 0.0005(8) 0.0010(8) -0.0023(8) C1 0.0530(14) 0.0433(15) 0.0603(14) -0.0039(11) 0.0171(12) 0.0031(11) C2 0.0561(15) 0.0460(14) 0.0567(13) -0.0022(12) 0.0101(12) 0.0006(12) C3 0.0422(13) 0.0373(13) 0.0710(15) -0.0043(11) 0.0061(12) -0.0042(10) C4 0.0424(12) 0.0386(12) 0.0351(10) -0.0013(9) 0.0021(9) -0.0036(10) C5 0.0530(15) 0.0516(17) 0.0837(18) -0.0031(14) -0.0005(13) 0.0118(13) C6 0.082(2) 0.0448(16) 0.0734(17) 0.0051(13) -0.0115(15) 0.0135(14) C7 0.102(2) 0.0433(16) 0.0747(18) 0.0170(13) 0.0079(17) -0.0122(16) C8 0.0678(17) 0.0599(16) 0.0428(12) 0.0077(12) -0.0091(12) -0.0092(13) C9 0.081(2) 0.074(2) 0.0583(15) 0.0258(15) -0.0299(15) -0.0171(16) C10 0.0528(15) 0.0598(18) 0.088(2) 0.0323(15) -0.0196(15) -0.0013(13) C11 0.0435(13) 0.0369(13) 0.0779(16) 0.0205(12) -0.0029(12) 0.0010(11) C12 0.0383(13) 0.0394(15) 0.117(2) 0.0129(15) 0.0135(15) 0.0095(11) C13 0.0516(16) 0.0390(15) 0.106(2) -0.0073(15) 0.0298(15) 0.0021(12) C14 0.0494(13) 0.0319(12) 0.0656(14) -0.0028(11) 0.0204(11) -0.0064(10) C15 0.0806(19) 0.0451(15) 0.0562(14) -0.0141(12) 0.0253(14) -0.0120(14) C16 0.084(2) 0.0596(17) 0.0440(13) -0.0083(12) 0.0025(13) -0.0178(15) C17 0.0535(14) 0.0478(14) 0.0481(12) 0.0000(11) -0.0061(11) -0.0053(11) C18 0.0391(11) 0.0264(11) 0.0479(12) 0.0024(9) 0.0078(9) -0.0019(9) C19 0.0372(11) 0.0307(11) 0.0523(12) 0.0081(10) 0.0015(10) 0.0007(9) _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 Mn1 C1 1.800(3) . ? Mn1 C3 1.801(2) . ? Mn1 C2 1.806(3) . ? Mn1 N3 2.0531(18) . ? Mn1 N4 2.0556(17) . ? Mn1 S1 2.3788(6) . ? S1 C4 1.738(2) . ? O1 C1 1.148(3) . ? O2 C2 1.142(3) . ? O3 C3 1.152(3) . ? N1 C5 1.332(3) . ? N1 C4 1.335(3) . ? N2 C7 1.330(3) . ? N2 C4 1.341(3) . ? N3 C8 1.334(3) . ? N3 C19 1.365(3) . ? N4 C17 1.333(3) . ? N4 C18 1.362(3) . ? C5 C6 1.350(4) . ? C5 H5 0.9500 . ? C6 C7 1.363(4) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.397(4) . ? C8 H8 0.9500 . ? C9 C10 1.352(4) . ? C9 H9 0.9500 . ? C10 C11 1.399(4) . ? C10 H10 0.9500 . ? C11 C19 1.397(3) . ? C11 C12 1.426(4) . ? C12 C13 1.334(4) . ? C12 H12 0.9500 . ? C13 C14 1.426(3) . ? C13 H13 0.9500 . ? C14 C15 1.399(3) . ? C14 C18 1.402(3) . ? C15 C16 1.351(4) . ? C15 H15 0.9500 . ? C16 C17 1.386(4) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C19 1.425(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 Mn1 C3 90.39(11) . . ? C1 Mn1 C2 91.07(11) . . ? C3 Mn1 C2 88.47(11) . . ? C1 Mn1 N3 91.91(9) . . ? C3 Mn1 N3 173.64(9) . . ? C2 Mn1 N3 97.41(9) . . ? C1 Mn1 N4 92.76(8) . . ? C3 Mn1 N4 94.77(9) . . ? C2 Mn1 N4 174.96(9) . . ? N3 Mn1 N4 79.19(7) . . ? C1 Mn1 S1 174.07(8) . . ? C3 Mn1 S1 95.51(7) . . ? C2 Mn1 S1 89.74(8) . . ? N3 Mn1 S1 82.16(5) . . ? N4 Mn1 S1 86.11(5) . . ? C4 S1 Mn1 113.61(7) . . ? C5 N1 C4 115.8(2) . . ? C7 N2 C4 115.3(2) . . ? C8 N3 C19 116.9(2) . . ? C8 N3 Mn1 128.62(17) . . ? C19 N3 Mn1 114.36(13) . . ? C17 N4 C18 116.60(19) . . ? C17 N4 Mn1 128.87(15) . . ? C18 N4 Mn1 114.50(13) . . ? O1 C1 Mn1 178.2(2) . . ? O2 C2 Mn1 177.7(2) . . ? O3 C3 Mn1 175.8(2) . . ? N1 C4 N2 125.2(2) . . ? N1 C4 S1 119.93(16) . . ? N2 C4 S1 114.90(17) . . ? N1 C5 C6 124.1(3) . . ? N1 C5 H5 118.0 . . ? C6 C5 H5 118.0 . . ? C5 C6 C7 115.2(3) . . ? C5 C6 H6 122.4 . . ? C7 C6 H6 122.4 . . ? N2 C7 C6 124.3(3) . . ? N2 C7 H7 117.8 . . ? C6 C7 H7 117.8 . . ? N3 C8 C9 122.1(3) . . ? N3 C8 H8 118.9 . . ? C9 C8 H8 118.9 . . ? C10 C9 C8 120.6(2) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C9 C10 C11 119.3(2) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C19 C11 C10 117.0(3) . . ? C19 C11 C12 118.3(2) . . ? C10 C11 C12 124.7(2) . . ? C13 C12 C11 121.8(2) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C12 C13 C14 121.5(2) . . ? C12 C13 H13 119.3 . . ? C14 C13 H13 119.3 . . ? C15 C14 C18 117.0(2) . . ? C15 C14 C13 124.9(2) . . ? C18 C14 C13 118.1(2) . . ? C16 C15 C14 119.3(2) . . ? C16 C15 H15 120.3 . . ? C14 C15 H15 120.3 . . ? C15 C16 C17 120.3(2) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? N4 C17 C16 123.0(2) . . ? N4 C17 H17 118.5 . . ? C16 C17 H17 118.5 . . ? N4 C18 C14 123.7(2) . . ? N4 C18 C19 115.90(18) . . ? C14 C18 C19 120.4(2) . . ? N3 C19 C11 124.0(2) . . ? N3 C19 C18 116.04(18) . . ? C11 C19 C18 119.9(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.271 _refine_diff_density_min -0.368 _refine_diff_density_rms 0.053 # Attachment 'compound_4.CIF' data_comp4 _database_code_depnum_ccdc_archive 'CCDC 688777' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H11 N4 O3 Re S' _chemical_formula_sum 'C17 H11 N4 O3 Re S' _chemical_formula_weight 537.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 '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_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 6.9280(17) _cell_length_b 16.657(4) _cell_length_c 15.107(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.71(3) _cell_angle_gamma 90.00 _cell_volume 1737.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3136 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.055 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1024 _exptl_absorpt_coefficient_mu 7.139 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.5354 _exptl_absorpt_correction_T_max 0.6349 _exptl_absorpt_process_details ; [North et al. (1968) Acta. Cryst. A24, 351] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius TurboCAD4' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 3136 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0265 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 25.28 _reflns_number_total 3136 _reflns_number_gt 2824 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'CAD4 Express (Enraf Nonius, 1994)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0477P)^2^+2.2989P] 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 3136 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0306 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_ref 0.0737 _refine_ls_wR_factor_gt 0.0721 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _refine_ls_shift/su_max 0.002 _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 Re1 Re 0.40949(2) 0.277252(10) 0.938248(11) 0.02112(9) Uani 1 1 d . . . S1 S 0.16464(16) 0.18363(7) 0.86396(8) 0.0272(3) Uani 1 1 d . . . O1 O 0.6296(5) 0.3073(2) 0.7729(2) 0.0355(8) Uani 1 1 d . . . O2 O 0.1590(6) 0.4234(2) 0.8841(3) 0.0496(10) Uani 1 1 d . . . O3 O 0.7146(5) 0.3911(2) 1.0281(3) 0.0390(9) Uani 1 1 d . . . N1 N 0.2598(6) 0.2408(2) 1.0533(3) 0.0253(8) Uani 1 1 d . . . N2 N 0.5582(5) 0.1703(2) 0.9892(3) 0.0236(8) Uani 1 1 d . . . N3 N 0.1490(6) 0.0742(3) 0.7391(3) 0.0407(11) Uani 1 1 d . . . N4 N 0.4617(6) 0.1309(2) 0.7774(3) 0.0312(9) Uani 1 1 d . . . C1 C 0.5447(7) 0.2941(3) 0.8343(4) 0.0289(11) Uani 1 1 d . . . C2 C 0.2525(7) 0.3685(3) 0.9047(3) 0.0309(11) Uani 1 1 d . . . C3 C 0.5981(7) 0.3477(3) 0.9982(3) 0.0276(10) Uani 1 1 d . . . C4 C 0.1012(7) 0.2784(3) 1.0803(4) 0.0309(12) Uani 1 1 d . . . H4 H 0.0616 0.3266 1.0535 0.037 Uiso 1 1 calc R . . C5 C -0.0031(7) 0.2474(4) 1.1462(3) 0.0345(11) Uani 1 1 d . . . H5 H -0.1101 0.2748 1.1642 0.041 Uiso 1 1 calc R . . C6 C 0.0511(7) 0.1772(3) 1.1843(3) 0.0362(12) Uani 1 1 d . . . H6 H -0.0198 0.1553 1.2281 0.043 Uiso 1 1 calc R . . C7 C 0.2130(7) 0.1371(3) 1.1583(3) 0.0292(10) Uani 1 1 d . . . H7 H 0.2518 0.0886 1.1845 0.035 Uiso 1 1 calc R . . C8 C 0.3160(6) 0.1710(3) 1.0924(3) 0.0251(9) Uani 1 1 d . . . C9 C 0.4881(6) 0.1336(3) 1.0596(3) 0.0236(9) Uani 1 1 d . . . C10 C 0.5775(7) 0.0662(3) 1.0972(4) 0.0344(12) Uani 1 1 d . . . H10 H 0.5286 0.0418 1.1461 0.041 Uiso 1 1 calc R . . C11 C 0.7382(8) 0.0353(3) 1.0625(4) 0.0449(14) Uani 1 1 d . . . H11 H 0.7998 -0.0099 1.0873 0.054 Uiso 1 1 calc R . . C12 C 0.8070(7) 0.0727(3) 0.9897(4) 0.0399(13) Uani 1 1 d . . . H12 H 0.9143 0.0522 0.9641 0.048 Uiso 1 1 calc R . . C13 C 0.7156(6) 0.1401(3) 0.9556(3) 0.0285(10) Uani 1 1 d . . . H13 H 0.7644 0.1657 0.9075 0.034 Uiso 1 1 calc R . . C14 C 0.2703(7) 0.1248(3) 0.7860(3) 0.0279(10) Uani 1 1 d . . . C15 C 0.2294(9) 0.0287(3) 0.6785(4) 0.0473(14) Uani 1 1 d . . . H15 H 0.1504 -0.0071 0.6450 0.057 Uiso 1 1 calc R . . C16 C 0.4207(9) 0.0322(3) 0.6634(4) 0.0443(14) Uani 1 1 d . . . H16 H 0.4719 0.0011 0.6198 0.053 Uiso 1 1 calc R . . C17 C 0.5338(8) 0.0840(3) 0.7158(4) 0.0379(12) Uani 1 1 d . . . H17 H 0.6655 0.0868 0.7084 0.045 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.01715(13) 0.02320(13) 0.02335(13) 0.00319(6) 0.00376(8) 0.00397(6) S1 0.0203(5) 0.0330(6) 0.0288(6) 0.0029(5) 0.0047(5) -0.0013(5) O1 0.0318(19) 0.039(2) 0.037(2) 0.0083(17) 0.0109(16) -0.0006(16) O2 0.044(2) 0.038(2) 0.067(3) 0.008(2) -0.0001(19) 0.0198(19) O3 0.0317(19) 0.040(2) 0.045(2) -0.0087(17) 0.0004(16) -0.0043(17) N1 0.021(2) 0.026(2) 0.029(2) -0.0037(17) -0.0007(16) 0.0031(16) N2 0.0150(17) 0.0245(19) 0.031(2) 0.0053(16) 0.0018(15) 0.0025(15) N3 0.037(2) 0.042(3) 0.043(3) -0.004(2) 0.005(2) -0.010(2) N4 0.031(2) 0.033(2) 0.031(2) -0.0006(18) 0.0098(17) -0.0024(18) C1 0.019(2) 0.026(2) 0.041(3) 0.002(2) -0.002(2) 0.0014(19) C2 0.026(2) 0.033(3) 0.033(3) 0.003(2) 0.003(2) 0.006(2) C3 0.026(2) 0.023(2) 0.034(3) 0.000(2) 0.0048(19) 0.006(2) C4 0.023(3) 0.038(3) 0.032(3) -0.0017(19) 0.003(2) 0.0068(19) C5 0.023(2) 0.049(3) 0.033(3) -0.009(2) 0.007(2) 0.007(2) C6 0.023(2) 0.059(3) 0.027(3) 0.004(2) 0.0090(19) 0.003(2) C7 0.025(2) 0.039(3) 0.025(2) 0.004(2) 0.0066(18) 0.002(2) C8 0.020(2) 0.032(2) 0.022(2) -0.0008(19) -0.0005(17) 0.0002(19) C9 0.016(2) 0.030(2) 0.025(2) 0.0022(18) 0.0024(17) -0.0019(18) C10 0.031(3) 0.036(3) 0.038(3) 0.018(2) 0.012(2) 0.008(2) C11 0.038(3) 0.044(3) 0.055(4) 0.026(3) 0.019(3) 0.017(3) C12 0.026(3) 0.040(3) 0.056(3) 0.016(3) 0.019(2) 0.015(2) C13 0.019(2) 0.035(3) 0.034(3) 0.006(2) 0.0105(18) 0.0053(19) C14 0.030(2) 0.028(2) 0.025(2) 0.0048(19) -0.0016(18) -0.009(2) C15 0.055(4) 0.039(3) 0.048(3) -0.008(3) 0.005(3) -0.015(3) C16 0.062(4) 0.033(3) 0.041(3) -0.006(2) 0.019(3) -0.010(3) C17 0.044(3) 0.032(3) 0.040(3) 0.000(2) 0.015(2) -0.003(2) _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 Re1 C2 1.914(5) . ? Re1 C1 1.914(5) . ? Re1 C3 1.927(5) . ? Re1 N2 2.167(4) . ? Re1 N1 2.182(4) . ? Re1 S1 2.5012(13) . ? S1 C14 1.739(5) . ? O1 C1 1.159(6) . ? O2 C2 1.149(6) . ? O3 C3 1.147(6) . ? N1 C8 1.347(6) . ? N1 C4 1.357(6) . ? N2 C13 1.338(6) . ? N2 C9 1.351(6) . ? N3 C15 1.345(7) . ? N3 C14 1.350(6) . ? N4 C17 1.342(7) . ? N4 C14 1.347(6) . ? C4 C5 1.378(8) . ? C4 H4 0.9300 . ? C5 C6 1.343(8) . ? C5 H5 0.9300 . ? C6 C7 1.389(7) . ? C6 H6 0.9300 . ? C7 C8 1.391(6) . ? C7 H7 0.9300 . ? C8 C9 1.468(6) . ? C9 C10 1.382(6) . ? C10 C11 1.370(7) . ? C10 H10 0.9300 . ? C11 C12 1.382(7) . ? C11 H11 0.9300 . ? C12 C13 1.368(7) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C15 C16 1.364(8) . ? C15 H15 0.9300 . ? C16 C17 1.373(8) . ? C16 H16 0.9300 . ? C17 H17 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 C2 Re1 C1 88.4(2) . . ? C2 Re1 C3 89.4(2) . . ? C1 Re1 C3 86.4(2) . . ? C2 Re1 N2 172.12(18) . . ? C1 Re1 N2 99.29(17) . . ? C3 Re1 N2 92.83(16) . . ? C2 Re1 N1 97.78(18) . . ? C1 Re1 N1 172.27(17) . . ? C3 Re1 N1 98.26(18) . . ? N2 Re1 N1 74.43(14) . . ? C2 Re1 S1 91.53(16) . . ? C1 Re1 S1 94.77(15) . . ? C3 Re1 S1 178.52(15) . . ? N2 Re1 S1 86.10(10) . . ? N1 Re1 S1 80.46(11) . . ? C14 S1 Re1 110.32(16) . . ? C8 N1 C4 118.6(4) . . ? C8 N1 Re1 116.8(3) . . ? C4 N1 Re1 124.1(3) . . ? C13 N2 C9 119.0(4) . . ? C13 N2 Re1 123.6(3) . . ? C9 N2 Re1 117.4(3) . . ? C15 N3 C14 115.8(5) . . ? C17 N4 C14 116.7(4) . . ? O1 C1 Re1 177.1(4) . . ? O2 C2 Re1 179.5(5) . . ? O3 C3 Re1 175.1(4) . . ? N1 C4 C5 122.0(5) . . ? N1 C4 H4 119.0 . . ? C5 C4 H4 119.0 . . ? C6 C5 C4 119.4(5) . . ? C6 C5 H5 120.3 . . ? C4 C5 H5 120.3 . . ? C5 C6 C7 120.1(5) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C6 C7 C8 118.8(5) . . ? C6 C7 H7 120.6 . . ? C8 C7 H7 120.6 . . ? N1 C8 C7 121.2(4) . . ? N1 C8 C9 115.6(4) . . ? C7 C8 C9 123.3(4) . . ? N2 C9 C10 120.9(4) . . ? N2 C9 C8 115.3(4) . . ? C10 C9 C8 123.7(4) . . ? C11 C10 C9 119.9(5) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 118.7(5) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? C13 C12 C11 119.3(5) . . ? C13 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? N2 C13 C12 122.2(4) . . ? N2 C13 H13 118.9 . . ? C12 C13 H13 118.9 . . ? N4 C14 N3 124.9(5) . . ? N4 C14 S1 119.7(4) . . ? N3 C14 S1 115.4(4) . . ? N3 C15 C16 123.5(5) . . ? N3 C15 H15 118.2 . . ? C16 C15 H15 118.2 . . ? C15 C16 C17 116.5(5) . . ? C15 C16 H16 121.7 . . ? C17 C16 H16 121.7 . . ? N4 C17 C16 122.6(5) . . ? N4 C17 H17 118.7 . . ? C16 C17 H17 118.7 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.28 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.809 _refine_diff_density_min -0.846 _refine_diff_density_rms 0.144 # Attachment 'compound_5.CIF' data_comp5 _database_code_depnum_ccdc_archive 'CCDC 688778' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H11 N4 O3 Re S' _chemical_formula_sum 'C19 H11 N4 O3 Re S' _chemical_formula_weight 561.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 '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_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 7.3136(2) _cell_length_b 13.3150(4) _cell_length_c 18.5088(6) _cell_angle_alpha 90.00 _cell_angle_beta 96.4548(16) _cell_angle_gamma 90.00 _cell_volume 1790.97(9) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4073 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.083 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1072 _exptl_absorpt_coefficient_mu 6.931 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3378 _exptl_absorpt_correction_T_max 0.6426 _exptl_absorpt_process_details ; [Blessing, Acta Cryst. (1995)] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 11414 _diffrn_reflns_av_R_equivalents 0.0718 _diffrn_reflns_av_sigmaI/netI 0.0874 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4073 _reflns_number_gt 2834 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO and COLLECT' _computing_data_reduction 'DENZO and COLLECT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0445P)^2^] 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 4073 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0795 _refine_ls_R_factor_gt 0.0443 _refine_ls_wR_factor_ref 0.1082 _refine_ls_wR_factor_gt 0.0885 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 Re1 Re 0.24212(4) 0.704878(19) 0.107462(14) 0.03626(13) Uani 1 1 d . . . S1 S 0.5619(3) 0.74937(16) 0.16101(11) 0.0488(5) Uani 1 1 d . . . O1 O 0.0863(8) 0.6339(5) 0.2456(3) 0.0676(17) Uani 1 1 d . . . O2 O 0.3893(8) 0.4946(4) 0.0818(4) 0.0751(18) Uani 1 1 d . . . O3 O -0.1309(9) 0.6494(4) 0.0281(3) 0.0695(17) Uani 1 1 d . . . N1 N 0.3199(8) 0.7778(4) 0.0098(3) 0.0418(15) Uani 1 1 d . . . N2 N 0.1762(9) 0.8622(4) 0.1212(3) 0.0424(15) Uani 1 1 d . . . N3 N 0.6854(10) 0.8900(6) 0.2524(4) 0.066(2) Uani 1 1 d . . . N4 N 0.4227(10) 0.8022(5) 0.2835(4) 0.0567(19) Uani 1 1 d . . . C1 C 0.1532(11) 0.6601(6) 0.1955(4) 0.0481(19) Uani 1 1 d . . . C2 C 0.3331(11) 0.5740(6) 0.0915(4) 0.051(2) Uani 1 1 d . . . C3 C 0.0079(13) 0.6732(5) 0.0576(4) 0.0462(19) Uani 1 1 d . . . C4 C 0.3842(11) 0.7354(6) -0.0465(4) 0.052(2) Uani 1 1 d . . . H4 H 0.4087 0.6669 -0.0446 0.062 Uiso 1 1 calc R . . C5 C 0.4172(12) 0.7882(7) -0.1084(4) 0.058(2) Uani 1 1 d . . . H5 H 0.4637 0.7553 -0.1467 0.070 Uiso 1 1 calc R . . C6 C 0.3815(10) 0.8866(8) -0.1124(4) 0.056(2) Uani 1 1 d . . . H6 H 0.4005 0.9220 -0.1542 0.068 Uiso 1 1 calc R . . C7 C 0.3162(10) 0.9368(6) -0.0545(4) 0.0487(19) Uani 1 1 d . . . C8 C 0.2826(11) 1.0428(6) -0.0519(5) 0.057(2) Uani 1 1 d . . . H8 H 0.3040 1.0828 -0.0913 0.068 Uiso 1 1 calc R . . C9 C 0.2212(11) 1.0848(6) 0.0061(6) 0.064(3) Uani 1 1 d . . . H9 H 0.2045 1.1540 0.0066 0.077 Uiso 1 1 calc R . . C10 C 0.1798(9) 1.0278(5) 0.0677(5) 0.048(2) Uani 1 1 d . . . C11 C 0.1110(11) 1.0668(6) 0.1285(6) 0.062(3) Uani 1 1 d . . . H11 H 0.0930 1.1357 0.1322 0.075 Uiso 1 1 calc R . . C12 C 0.0700(12) 1.0054(6) 0.1825(5) 0.064(2) Uani 1 1 d . . . H12 H 0.0208 1.0317 0.2226 0.077 Uiso 1 1 calc R . . C13 C 0.1016(11) 0.9024(6) 0.1779(4) 0.052(2) Uani 1 1 d . . . H13 H 0.0704 0.8606 0.2148 0.062 Uiso 1 1 calc R . . C14 C 0.2129(9) 0.9239(5) 0.0669(4) 0.0417(17) Uani 1 1 d . . . C15 C 0.2843(9) 0.8785(5) 0.0059(4) 0.0385(16) Uani 1 1 d . . . C16 C 0.5565(11) 0.8198(5) 0.2408(4) 0.0425(17) Uani 1 1 d . . . C17 C 0.6892(14) 0.9424(7) 0.3152(5) 0.075(3) Uani 1 1 d . . . H17 H 0.7802 0.9905 0.3262 0.090 Uiso 1 1 calc R . . C18 C 0.5631(15) 0.9262(6) 0.3626(5) 0.070(3) Uani 1 1 d . . . H18 H 0.5649 0.9626 0.4056 0.084 Uiso 1 1 calc R . . C19 C 0.4357(13) 0.8551(6) 0.3443(4) 0.060(2) Uani 1 1 d . . . H19 H 0.3504 0.8422 0.3768 0.072 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.0492(2) 0.02941(18) 0.03163(19) 0.00169(12) 0.01112(14) 0.00007(13) S1 0.0507(11) 0.0517(12) 0.0451(11) -0.0023(10) 0.0108(9) -0.0008(10) O1 0.078(4) 0.086(5) 0.041(3) 0.016(3) 0.016(3) -0.015(3) O2 0.072(4) 0.043(3) 0.108(5) -0.012(3) -0.003(4) 0.012(3) O3 0.080(5) 0.063(4) 0.064(4) -0.002(3) 0.005(4) -0.010(4) N1 0.050(4) 0.044(4) 0.034(3) 0.001(3) 0.012(3) -0.007(3) N2 0.062(4) 0.030(3) 0.034(3) -0.011(3) -0.001(3) 0.011(3) N3 0.065(5) 0.066(5) 0.067(5) -0.007(4) 0.008(4) -0.025(4) N4 0.079(5) 0.045(4) 0.049(4) -0.007(3) 0.019(4) -0.012(3) C1 0.055(5) 0.041(4) 0.049(5) 0.002(4) 0.006(4) -0.002(4) C2 0.056(5) 0.043(5) 0.055(5) 0.003(4) 0.005(4) -0.005(4) C3 0.074(6) 0.031(4) 0.036(4) 0.001(3) 0.013(4) 0.000(4) C4 0.065(5) 0.050(5) 0.045(5) -0.004(4) 0.023(4) -0.010(4) C5 0.054(5) 0.091(7) 0.031(4) -0.002(4) 0.010(4) -0.013(5) C6 0.044(5) 0.087(7) 0.038(4) 0.017(5) 0.004(4) -0.015(5) C7 0.034(4) 0.061(5) 0.047(5) 0.020(4) -0.011(3) -0.011(4) C8 0.046(5) 0.056(5) 0.066(6) 0.034(5) -0.005(4) -0.010(4) C9 0.043(5) 0.042(5) 0.101(8) 0.029(5) -0.022(5) -0.011(4) C10 0.032(4) 0.033(4) 0.076(6) 0.004(4) -0.012(4) -0.003(3) C11 0.043(5) 0.031(4) 0.106(8) -0.020(5) -0.019(5) 0.000(4) C12 0.069(6) 0.052(5) 0.073(6) -0.026(5) 0.013(5) 0.003(5) C13 0.060(5) 0.045(4) 0.052(5) -0.005(4) 0.014(4) 0.001(4) C14 0.041(4) 0.030(4) 0.053(5) 0.007(4) 0.002(4) -0.007(3) C15 0.040(4) 0.037(4) 0.038(4) 0.006(3) 0.003(3) -0.005(3) C16 0.049(4) 0.038(4) 0.040(4) 0.006(3) 0.005(4) 0.000(3) C17 0.090(7) 0.062(6) 0.072(6) -0.009(5) 0.005(6) -0.022(5) C18 0.116(8) 0.041(5) 0.053(5) -0.010(4) 0.007(6) 0.011(5) C19 0.082(6) 0.053(5) 0.048(5) -0.005(4) 0.014(5) -0.001(5) _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 Re1 C3 1.899(10) . ? Re1 C2 1.900(8) . ? Re1 C1 1.916(8) . ? Re1 N2 2.171(5) . ? Re1 N1 2.182(6) . ? Re1 S1 2.506(2) . ? S1 C16 1.753(8) . ? O1 C1 1.150(9) . ? O2 C2 1.156(9) . ? O3 C3 1.142(9) . ? N1 C4 1.317(9) . ? N1 C15 1.366(8) . ? N2 C13 1.346(9) . ? N2 C14 1.348(9) . ? N3 C16 1.327(9) . ? N3 C17 1.353(11) . ? N4 C19 1.321(10) . ? N4 C16 1.347(9) . ? C4 C5 1.388(10) . ? C4 H4 0.9300 . ? C5 C6 1.338(11) . ? C5 H5 0.9300 . ? C6 C7 1.392(11) . ? C6 H6 0.9300 . ? C7 C15 1.402(9) . ? C7 C8 1.434(11) . ? C8 C9 1.332(12) . ? C8 H8 0.9300 . ? C9 C10 1.430(11) . ? C9 H9 0.9300 . ? C10 C11 1.385(12) . ? C10 C14 1.405(9) . ? C11 C12 1.351(12) . ? C11 H11 0.9300 . ? C12 C13 1.394(11) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.429(10) . ? C17 C18 1.359(12) . ? C17 H17 0.9300 . ? C18 C19 1.345(12) . ? C18 H18 0.9300 . ? C19 H19 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 C3 Re1 C2 91.9(3) . . ? C3 Re1 C1 88.3(3) . . ? C2 Re1 C1 90.3(3) . . ? C3 Re1 N2 94.1(3) . . ? C2 Re1 N2 171.6(3) . . ? C1 Re1 N2 95.7(3) . . ? C3 Re1 N1 90.1(3) . . ? C2 Re1 N1 98.7(3) . . ? C1 Re1 N1 170.9(3) . . ? N2 Re1 N1 75.5(2) . . ? C3 Re1 S1 174.3(2) . . ? C2 Re1 S1 87.2(2) . . ? C1 Re1 S1 97.4(2) . . ? N2 Re1 S1 86.29(17) . . ? N1 Re1 S1 84.48(17) . . ? C16 S1 Re1 110.6(3) . . ? C4 N1 C15 117.5(6) . . ? C4 N1 Re1 127.9(5) . . ? C15 N1 Re1 114.5(4) . . ? C13 N2 C14 118.1(6) . . ? C13 N2 Re1 126.2(5) . . ? C14 N2 Re1 115.7(4) . . ? C16 N3 C17 116.6(7) . . ? C19 N4 C16 114.8(7) . . ? O1 C1 Re1 174.7(7) . . ? O2 C2 Re1 179.7(7) . . ? O3 C3 Re1 176.7(7) . . ? N1 C4 C5 123.2(8) . . ? N1 C4 H4 118.4 . . ? C5 C4 H4 118.4 . . ? C6 C5 C4 119.4(8) . . ? C6 C5 H5 120.3 . . ? C4 C5 H5 120.3 . . ? C5 C6 C7 120.6(8) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C6 C7 C15 116.8(7) . . ? C6 C7 C8 124.9(8) . . ? C15 C7 C8 118.3(8) . . ? C9 C8 C7 120.9(8) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C8 C9 C10 122.7(8) . . ? C8 C9 H9 118.6 . . ? C10 C9 H9 118.6 . . ? C11 C10 C14 117.2(8) . . ? C11 C10 C9 125.3(8) . . ? C14 C10 C9 117.5(8) . . ? C12 C11 C10 120.3(7) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C11 C12 C13 119.9(8) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? N2 C13 C12 121.6(8) . . ? N2 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? N2 C14 C10 122.8(7) . . ? N2 C14 C15 116.9(6) . . ? C10 C14 C15 120.2(7) . . ? N1 C15 C7 122.5(7) . . ? N1 C15 C14 117.2(6) . . ? C7 C15 C14 120.2(7) . . ? N3 C16 N4 125.2(7) . . ? N3 C16 S1 115.5(6) . . ? N4 C16 S1 119.3(6) . . ? N3 C17 C18 121.5(8) . . ? N3 C17 H17 119.2 . . ? C18 C17 H17 119.2 . . ? C19 C18 C17 116.7(8) . . ? C19 C18 H18 121.6 . . ? C17 C18 H18 121.6 . . ? N4 C19 C18 124.8(9) . . ? N4 C19 H19 117.6 . . ? C18 C19 H19 117.6 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.919 _refine_diff_density_min -1.967 _refine_diff_density_rms 0.217 # Attachment 'compound_3.CIF' data_COMP3 _database_code_depnum_ccdc_archive 'CCDC 698944' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H18 Mn N2 O3 P S' _chemical_formula_sum 'C25 H18 Mn N2 O3 P S' _chemical_formula_weight 512.38 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' P P 0.1023 0.0942 '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' Mn Mn 0.3368 0.7283 '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_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 9.8649(5) _cell_length_b 10.3489(5) _cell_length_c 22.8356(12) _cell_angle_alpha 90.00 _cell_angle_beta 95.0860(10) _cell_angle_gamma 90.00 _cell_volume 2322.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5542 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.466 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 0.757 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7032 _exptl_absorpt_correction_T_max 0.9631 _exptl_absorpt_process_details ; [Blessing, Acta Cryst. (1995)] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 20176 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0280 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 28.28 _reflns_number_total 5542 _reflns_number_gt 5044 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO and COLLECT' _computing_data_reduction 'DENZO and COLLECT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0459P)^2^+0.9330P] 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 5542 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0403 _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_ref 0.0909 _refine_ls_wR_factor_gt 0.0884 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 Mn1 Mn 0.25095(2) 0.42187(2) 0.175181(11) 0.01878(8) Uani 1 1 d . . . S1 S 0.25698(4) 0.27203(4) 0.256348(19) 0.02375(10) Uani 1 1 d . . . P1 P 0.19135(4) 0.25653(4) 0.106418(18) 0.01903(10) Uani 1 1 d . . . N1 N 0.06681(14) 0.41117(13) 0.20887(6) 0.0206(3) Uani 1 1 d . . . N2 N 0.00102(16) 0.29044(15) 0.29086(7) 0.0259(3) Uani 1 1 d . . . C1 C 0.42752(19) 0.41203(17) 0.16154(8) 0.0251(4) Uani 1 1 d . . . C2 C 0.20683(18) 0.53526(17) 0.11665(8) 0.0254(4) Uani 1 1 d . . . C3 C 0.30222(18) 0.55453(17) 0.22526(8) 0.0260(4) Uani 1 1 d . . . C4 C 0.09113(17) 0.32569(16) 0.25369(7) 0.0208(3) Uani 1 1 d . . . C5 C -0.12144(18) 0.34623(18) 0.28198(8) 0.0277(4) Uani 1 1 d . . . H5 H -0.1887 0.3240 0.3075 0.033 Uiso 1 1 calc R . . C6 C -0.15526(19) 0.43421(18) 0.23780(8) 0.0286(4) Uani 1 1 d . . . H6 H -0.2434 0.4717 0.2327 0.034 Uiso 1 1 calc R . . C7 C -0.05629(18) 0.46573(17) 0.20138(8) 0.0253(4) Uani 1 1 d . . . H7 H -0.0757 0.5267 0.1707 0.030 Uiso 1 1 calc R . . C11 C 0.27749(18) 0.09952(16) 0.11161(7) 0.0222(3) Uani 1 1 d . . . C12 C 0.2424(2) 0.00566(18) 0.06914(8) 0.0321(4) Uani 1 1 d . . . H12 H 0.1718 0.0227 0.0391 0.039 Uiso 1 1 calc R . . C13 C 0.3092(2) -0.1119(2) 0.07032(9) 0.0379(5) Uani 1 1 d . . . H13 H 0.2849 -0.1750 0.0411 0.045 Uiso 1 1 calc R . . C14 C 0.4118(2) -0.13740(19) 0.11433(9) 0.0343(4) Uani 1 1 d . . . H14 H 0.4567 -0.2187 0.1157 0.041 Uiso 1 1 calc R . . C15 C 0.44843(19) -0.04501(19) 0.15591(9) 0.0323(4) Uani 1 1 d . . . H15 H 0.5196 -0.0623 0.1857 0.039 Uiso 1 1 calc R . . C16 C 0.38214(18) 0.07377(18) 0.15474(8) 0.0255(4) Uani 1 1 d . . . H16 H 0.4086 0.1374 0.1835 0.031 Uiso 1 1 calc R . . C21 C 0.22094(18) 0.29694(16) 0.03016(7) 0.0223(3) Uani 1 1 d . . . C22 C 0.34697(19) 0.3483(2) 0.01940(8) 0.0301(4) Uani 1 1 d . . . H22 H 0.4118 0.3672 0.0515 0.036 Uiso 1 1 calc R . . C23 C 0.3793(2) 0.3722(2) -0.03735(8) 0.0335(4) Uani 1 1 d . . . H23 H 0.4657 0.4070 -0.0440 0.040 Uiso 1 1 calc R . . C24 C 0.2857(2) 0.34532(19) -0.08424(8) 0.0319(4) Uani 1 1 d . . . H24 H 0.3074 0.3621 -0.1232 0.038 Uiso 1 1 calc R . . C25 C 0.1613(2) 0.2944(2) -0.07458(8) 0.0327(4) Uani 1 1 d . . . H25 H 0.0973 0.2756 -0.1071 0.039 Uiso 1 1 calc R . . C26 C 0.12768(19) 0.26985(19) -0.01761(8) 0.0284(4) Uani 1 1 d . . . H26 H 0.0412 0.2347 -0.0114 0.034 Uiso 1 1 calc R . . C31 C 0.01053(17) 0.21721(17) 0.10232(7) 0.0223(3) Uani 1 1 d . . . C32 C -0.08386(18) 0.30879(18) 0.07968(8) 0.0263(4) Uani 1 1 d . . . H32 H -0.0531 0.3890 0.0656 0.032 Uiso 1 1 calc R . . C33 C -0.22186(19) 0.2835(2) 0.07763(9) 0.0313(4) Uani 1 1 d . . . H33 H -0.2854 0.3457 0.0614 0.038 Uiso 1 1 calc R . . C34 C -0.2676(2) 0.1683(2) 0.09903(9) 0.0379(5) Uani 1 1 d . . . H34 H -0.3624 0.1511 0.0975 0.045 Uiso 1 1 calc R . . C35 C -0.1753(2) 0.0780(2) 0.12263(10) 0.0416(5) Uani 1 1 d . . . H35 H -0.2067 -0.0011 0.1377 0.050 Uiso 1 1 calc R . . C36 C -0.0370(2) 0.1024(2) 0.12441(9) 0.0325(4) Uani 1 1 d . . . H36 H 0.0260 0.0400 0.1409 0.039 Uiso 1 1 calc R . . O1 O 0.54181(14) 0.41135(16) 0.15569(7) 0.0402(4) Uani 1 1 d . . . O2 O 0.17863(16) 0.60734(14) 0.07982(7) 0.0415(4) Uani 1 1 d . . . O3 O 0.34281(16) 0.63907(14) 0.25351(7) 0.0409(4) 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 Mn1 0.01958(14) 0.01811(14) 0.01829(13) 0.00103(9) -0.00035(9) -0.00001(9) S1 0.0247(2) 0.0245(2) 0.0216(2) 0.00418(16) -0.00009(16) 0.00439(16) P1 0.0197(2) 0.0200(2) 0.0170(2) 0.00118(15) -0.00058(15) 0.00006(15) N1 0.0240(7) 0.0190(7) 0.0185(7) -0.0010(5) 0.0003(5) 0.0012(5) N2 0.0294(8) 0.0264(8) 0.0221(7) -0.0010(6) 0.0041(6) -0.0033(6) C1 0.0267(9) 0.0275(9) 0.0206(8) -0.0012(7) -0.0003(7) -0.0028(7) C2 0.0261(9) 0.0226(9) 0.0271(9) 0.0003(7) 0.0000(7) -0.0027(7) C3 0.0263(9) 0.0224(8) 0.0284(9) 0.0018(7) -0.0028(7) 0.0029(7) C4 0.0242(8) 0.0195(8) 0.0182(8) -0.0029(6) -0.0009(6) -0.0009(6) C5 0.0262(9) 0.0297(9) 0.0278(9) -0.0077(7) 0.0058(7) -0.0054(7) C6 0.0224(9) 0.0304(10) 0.0323(10) -0.0074(8) -0.0005(7) 0.0016(7) C7 0.0265(9) 0.0238(9) 0.0244(9) -0.0027(7) -0.0036(7) 0.0033(7) C11 0.0238(8) 0.0214(8) 0.0216(8) 0.0013(6) 0.0033(6) 0.0007(6) C12 0.0436(11) 0.0258(9) 0.0254(9) -0.0014(7) -0.0052(8) 0.0008(8) C13 0.0582(14) 0.0241(10) 0.0312(10) -0.0061(8) 0.0037(9) 0.0007(9) C14 0.0387(11) 0.0236(9) 0.0416(11) -0.0003(8) 0.0097(9) 0.0097(8) C15 0.0240(9) 0.0318(10) 0.0406(11) 0.0002(8) -0.0006(8) 0.0078(8) C16 0.0218(8) 0.0276(9) 0.0269(9) -0.0032(7) 0.0011(7) 0.0024(7) C21 0.0270(9) 0.0208(8) 0.0189(8) 0.0003(6) 0.0013(6) 0.0020(7) C22 0.0300(9) 0.0388(11) 0.0213(9) -0.0023(8) 0.0015(7) -0.0053(8) C23 0.0366(11) 0.0386(11) 0.0268(10) -0.0018(8) 0.0110(8) -0.0055(9) C24 0.0446(11) 0.0329(10) 0.0188(9) 0.0022(7) 0.0058(8) 0.0060(9) C25 0.0398(11) 0.0361(10) 0.0208(9) -0.0006(8) -0.0047(8) 0.0045(8) C26 0.0293(9) 0.0325(10) 0.0227(9) 0.0019(7) -0.0018(7) 0.0005(7) C31 0.0209(8) 0.0274(9) 0.0182(8) -0.0013(6) 0.0000(6) -0.0013(7) C32 0.0260(9) 0.0239(9) 0.0286(9) -0.0024(7) -0.0002(7) 0.0004(7) C33 0.0241(9) 0.0385(11) 0.0307(10) -0.0046(8) -0.0007(7) 0.0056(8) C34 0.0225(9) 0.0522(13) 0.0395(11) -0.0022(10) 0.0063(8) -0.0062(9) C35 0.0338(11) 0.0441(13) 0.0478(13) 0.0138(10) 0.0091(9) -0.0082(9) C36 0.0290(10) 0.0343(10) 0.0340(10) 0.0107(8) 0.0016(8) -0.0006(8) O1 0.0238(7) 0.0586(10) 0.0381(8) -0.0047(7) 0.0027(6) -0.0051(6) O2 0.0524(9) 0.0330(8) 0.0379(8) 0.0153(6) -0.0039(7) -0.0002(7) O3 0.0474(9) 0.0298(8) 0.0425(8) -0.0106(6) -0.0135(7) 0.0024(6) _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 Mn1 C1 1.7993(19) . ? Mn1 C2 1.8027(18) . ? Mn1 C3 1.8291(19) . ? Mn1 N1 2.0376(15) . ? Mn1 P1 2.3612(5) . ? Mn1 S1 2.4133(5) . ? S1 C4 1.7237(17) . ? P1 C31 1.8239(17) . ? P1 C11 1.8326(17) . ? P1 C21 1.8393(17) . ? N1 C7 1.336(2) . ? N1 C4 1.358(2) . ? N2 C4 1.333(2) . ? N2 C5 1.338(2) . ? C1 O1 1.147(2) . ? C2 O2 1.140(2) . ? C3 O3 1.139(2) . ? C5 C6 1.378(3) . ? C5 H5 0.9500 . ? C6 C7 1.377(3) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C11 C16 1.388(2) . ? C11 C12 1.394(2) . ? C12 C13 1.382(3) . ? C12 H12 0.9500 . ? C13 C14 1.387(3) . ? C13 H13 0.9500 . ? C14 C15 1.373(3) . ? C14 H14 0.9500 . ? C15 C16 1.392(3) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C21 C26 1.392(2) . ? C21 C22 1.394(2) . ? C22 C23 1.384(3) . ? C22 H22 0.9500 . ? C23 C24 1.379(3) . ? C23 H23 0.9500 . ? C24 C25 1.371(3) . ? C24 H24 0.9500 . ? C25 C26 1.394(3) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C31 C36 1.388(3) . ? C31 C32 1.395(2) . ? C32 C33 1.383(3) . ? C32 H32 0.9500 . ? C33 C34 1.380(3) . ? C33 H33 0.9500 . ? C34 C35 1.381(3) . ? C34 H34 0.9500 . ? C35 C36 1.385(3) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? 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 Mn1 C2 94.72(8) . . ? C1 Mn1 C3 86.12(8) . . ? C2 Mn1 C3 90.58(8) . . ? C1 Mn1 N1 166.27(7) . . ? C2 Mn1 N1 98.66(7) . . ? C3 Mn1 N1 90.64(7) . . ? C1 Mn1 P1 91.81(6) . . ? C2 Mn1 P1 87.08(6) . . ? C3 Mn1 P1 176.75(6) . . ? N1 Mn1 P1 91.95(4) . . ? C1 Mn1 S1 97.95(6) . . ? C2 Mn1 S1 167.32(6) . . ? C3 Mn1 S1 90.89(6) . . ? N1 Mn1 S1 68.73(4) . . ? P1 Mn1 S1 91.883(17) . . ? C4 S1 Mn1 78.89(6) . . ? C31 P1 C11 104.55(8) . . ? C31 P1 C21 103.81(8) . . ? C11 P1 C21 98.70(8) . . ? C31 P1 Mn1 112.37(6) . . ? C11 P1 Mn1 120.85(6) . . ? C21 P1 Mn1 114.45(6) . . ? C7 N1 C4 118.01(15) . . ? C7 N1 Mn1 139.38(12) . . ? C4 N1 Mn1 102.48(11) . . ? C4 N2 C5 115.42(16) . . ? O1 C1 Mn1 175.62(17) . . ? O2 C2 Mn1 179.66(19) . . ? O3 C3 Mn1 174.23(18) . . ? N2 C4 N1 125.09(15) . . ? N2 C4 S1 125.01(13) . . ? N1 C4 S1 109.89(12) . . ? N2 C5 C6 123.57(17) . . ? N2 C5 H5 118.2 . . ? C6 C5 H5 118.2 . . ? C7 C6 C5 117.41(17) . . ? C7 C6 H6 121.3 . . ? C5 C6 H6 121.3 . . ? N1 C7 C6 120.50(17) . . ? N1 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C16 C11 C12 118.88(16) . . ? C16 C11 P1 121.85(13) . . ? C12 C11 P1 119.18(14) . . ? C13 C12 C11 120.71(18) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C12 C13 C14 119.86(19) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C15 C14 C13 119.91(18) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 120.49(18) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C11 C16 C15 120.13(17) . . ? C11 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C26 C21 C22 118.47(16) . . ? C26 C21 P1 123.16(14) . . ? C22 C21 P1 118.20(13) . . ? C23 C22 C21 121.08(18) . . ? C23 C22 H22 119.5 . . ? C21 C22 H22 119.5 . . ? C24 C23 C22 119.83(19) . . ? C24 C23 H23 120.1 . . ? C22 C23 H23 120.1 . . ? C25 C24 C23 119.98(18) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 120.69(18) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C21 C26 C25 119.96(18) . . ? C21 C26 H26 120.0 . . ? C25 C26 H26 120.0 . . ? C36 C31 C32 118.69(16) . . ? C36 C31 P1 122.17(14) . . ? C32 C31 P1 119.01(14) . . ? C33 C32 C31 120.43(18) . . ? C33 C32 H32 119.8 . . ? C31 C32 H32 119.8 . . ? C34 C33 C32 120.23(18) . . ? C34 C33 H33 119.9 . . ? C32 C33 H33 119.9 . . ? C33 C34 C35 119.88(18) . . ? C33 C34 H34 120.1 . . ? C35 C34 H34 120.1 . . ? C34 C35 C36 120.14(19) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C36 C31 120.60(18) . . ? C35 C36 H36 119.7 . . ? C31 C36 H36 119.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Mn1 S1 C4 175.76(8) . . . . ? C2 Mn1 S1 C4 -7.1(3) . . . . ? C3 Mn1 S1 C4 89.55(8) . . . . ? N1 Mn1 S1 C4 -0.79(7) . . . . ? P1 Mn1 S1 C4 -92.15(6) . . . . ? C1 Mn1 P1 C31 178.11(8) . . . . ? C2 Mn1 P1 C31 -87.26(8) . . . . ? C3 Mn1 P1 C31 -131.3(10) . . . . ? N1 Mn1 P1 C31 11.32(7) . . . . ? S1 Mn1 P1 C31 80.09(6) . . . . ? C1 Mn1 P1 C11 53.90(9) . . . . ? C2 Mn1 P1 C11 148.53(9) . . . . ? C3 Mn1 P1 C11 104.5(10) . . . . ? N1 Mn1 P1 C11 -112.89(8) . . . . ? S1 Mn1 P1 C11 -44.12(7) . . . . ? C1 Mn1 P1 C21 -63.82(8) . . . . ? C2 Mn1 P1 C21 30.82(8) . . . . ? C3 Mn1 P1 C21 -13.3(10) . . . . ? N1 Mn1 P1 C21 129.39(7) . . . . ? S1 Mn1 P1 C21 -161.84(6) . . . . ? C1 Mn1 N1 C7 162.0(3) . . . . ? C2 Mn1 N1 C7 -4.88(19) . . . . ? C3 Mn1 N1 C7 85.80(18) . . . . ? P1 Mn1 N1 C7 -92.23(18) . . . . ? S1 Mn1 N1 C7 176.51(19) . . . . ? C1 Mn1 N1 C4 -13.5(3) . . . . ? C2 Mn1 N1 C4 179.62(11) . . . . ? C3 Mn1 N1 C4 -89.70(11) . . . . ? P1 Mn1 N1 C4 92.27(10) . . . . ? S1 Mn1 N1 C4 1.01(9) . . . . ? C2 Mn1 C1 O1 98(2) . . . . ? C3 Mn1 C1 O1 8(2) . . . . ? N1 Mn1 C1 O1 -69(2) . . . . ? P1 Mn1 C1 O1 -175(2) . . . . ? S1 Mn1 C1 O1 -82(2) . . . . ? C1 Mn1 C2 O2 -130(99) . . . . ? C3 Mn1 C2 O2 -44(43) . . . . ? N1 Mn1 C2 O2 47(43) . . . . ? P1 Mn1 C2 O2 139(43) . . . . ? S1 Mn1 C2 O2 53(43) . . . . ? C1 Mn1 C3 O3 28.4(16) . . . . ? C2 Mn1 C3 O3 -66.3(16) . . . . ? N1 Mn1 C3 O3 -165.0(16) . . . . ? P1 Mn1 C3 O3 -22(2) . . . . ? S1 Mn1 C3 O3 126.3(16) . . . . ? C5 N2 C4 N1 -0.3(2) . . . . ? C5 N2 C4 S1 178.27(13) . . . . ? C7 N1 C4 N2 0.7(2) . . . . ? Mn1 N1 C4 N2 177.34(14) . . . . ? C7 N1 C4 S1 -178.08(12) . . . . ? Mn1 N1 C4 S1 -1.40(12) . . . . ? Mn1 S1 C4 N2 -177.57(15) . . . . ? Mn1 S1 C4 N1 1.17(10) . . . . ? C4 N2 C5 C6 0.1(3) . . . . ? N2 C5 C6 C7 -0.3(3) . . . . ? C4 N1 C7 C6 -0.8(2) . . . . ? Mn1 N1 C7 C6 -175.85(13) . . . . ? C5 C6 C7 N1 0.6(3) . . . . ? C31 P1 C11 C16 -129.55(15) . . . . ? C21 P1 C11 C16 123.64(15) . . . . ? Mn1 P1 C11 C16 -1.74(17) . . . . ? C31 P1 C11 C12 54.15(16) . . . . ? C21 P1 C11 C12 -52.66(16) . . . . ? Mn1 P1 C11 C12 -178.04(13) . . . . ? C16 C11 C12 C13 0.9(3) . . . . ? P1 C11 C12 C13 177.32(16) . . . . ? C11 C12 C13 C14 0.4(3) . . . . ? C12 C13 C14 C15 -1.2(3) . . . . ? C13 C14 C15 C16 0.8(3) . . . . ? C12 C11 C16 C15 -1.3(3) . . . . ? P1 C11 C16 C15 -177.60(14) . . . . ? C14 C15 C16 C11 0.4(3) . . . . ? C31 P1 C21 C26 -13.27(17) . . . . ? C11 P1 C21 C26 94.15(16) . . . . ? Mn1 P1 C21 C26 -136.10(14) . . . . ? C31 P1 C21 C22 171.67(15) . . . . ? C11 P1 C21 C22 -80.91(16) . . . . ? Mn1 P1 C21 C22 48.84(16) . . . . ? C26 C21 C22 C23 0.1(3) . . . . ? P1 C21 C22 C23 175.35(16) . . . . ? C21 C22 C23 C24 0.2(3) . . . . ? C22 C23 C24 C25 -0.4(3) . . . . ? C23 C24 C25 C26 0.4(3) . . . . ? C22 C21 C26 C25 -0.1(3) . . . . ? P1 C21 C26 C25 -175.14(14) . . . . ? C24 C25 C26 C21 -0.1(3) . . . . ? C11 P1 C31 C36 24.34(17) . . . . ? C21 P1 C31 C36 127.33(16) . . . . ? Mn1 P1 C31 C36 -108.48(15) . . . . ? C11 P1 C31 C32 -159.85(14) . . . . ? C21 P1 C31 C32 -56.85(16) . . . . ? Mn1 P1 C31 C32 67.34(15) . . . . ? C36 C31 C32 C33 -2.1(3) . . . . ? P1 C31 C32 C33 -178.03(14) . . . . ? C31 C32 C33 C34 1.2(3) . . . . ? C32 C33 C34 C35 0.1(3) . . . . ? C33 C34 C35 C36 -0.5(3) . . . . ? C34 C35 C36 C31 -0.3(3) . . . . ? C32 C31 C36 C35 1.6(3) . . . . ? P1 C31 C36 C35 177.43(17) . . . . ? _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.565 _refine_diff_density_min -0.247 _refine_diff_density_rms 0.062 # Attachment 'compoud 10.CIF' data_comp10 _database_code_depnum_ccdc_archive 'CCDC 698965' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C58 H51 N2 O2 P4 Re S) 0.25(CH2Cl2)' _chemical_formula_sum 'C58.25 H51.50 Cl0.50 N2 O2 P4 Re S' _chemical_formula_weight 1171.38 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' P P 0.1023 0.0942 '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' Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnma _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 22.3720(4) _cell_length_b 22.5986(5) _cell_length_c 10.7794(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5449.80(19) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5279 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.428 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2362 _exptl_absorpt_coefficient_mu 2.453 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6397 _exptl_absorpt_correction_T_max 0.7915 _exptl_absorpt_process_details ; [Blessing, Acta Cryst. (1995)] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 'Nonius KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 25837 _diffrn_reflns_av_R_equivalents 0.0532 _diffrn_reflns_av_sigmaI/netI 0.0538 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 27.47 _reflns_number_total 5279 _reflns_number_gt 4234 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO and COLLECT' _computing_data_reduction 'DENZO and COLLECT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0218P)^2^+5.1486P] 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 5279 _refine_ls_number_parameters 334 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0448 _refine_ls_R_factor_gt 0.0320 _refine_ls_wR_factor_ref 0.0739 _refine_ls_wR_factor_gt 0.0703 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.051 _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 Re1 Re 0.116834(9) 0.2500 0.115265(17) 0.02319(8) Uani 1 2 d S . . S1 S 0.20899(6) 0.2500 0.25346(15) 0.0422(4) Uani 1 2 d S . . P1 P 0.11679(4) 0.35609(4) 0.12252(8) 0.0262(2) Uani 1 1 d . A . P2 P 0.30428(6) 0.41307(7) 0.05273(18) 0.0830(5) Uani 1 1 d . . . O1 O -0.01019(17) 0.2500 0.0143(4) 0.0418(10) Uani 1 2 d S . . O2 O 0.17472(19) 0.2500 -0.1423(4) 0.0494(11) Uani 1 2 d S . . N1 N 0.0982(2) 0.2500 0.3131(4) 0.0333(11) Uani 1 2 d S . . N2 N 0.1642(3) 0.2500 0.4877(6) 0.0617(17) Uani 1 2 d S . . C1 C 0.0380(2) 0.2500 0.0509(5) 0.0313(12) Uani 1 2 d S . . C2 C 0.1520(2) 0.2500 -0.0453(6) 0.0356(13) Uani 1 2 d S . . C3 C 0.1535(3) 0.2500 0.3675(5) 0.0297(13) Uani 1 2 d S . . C4 C 0.1169(4) 0.2500 0.5658(6) 0.0566(19) Uani 1 2 d SU . . H4 H 0.1229 0.2500 0.6531 0.068 Uiso 1 2 calc SR . . C5 C 0.0592(4) 0.2500 0.5172(6) 0.061(2) Uani 1 2 d S . . H5 H 0.0256 0.2500 0.5712 0.074 Uiso 1 2 calc SR . . C6 C 0.0509(3) 0.2500 0.3892(6) 0.0433(16) Uani 1 2 d S . . H6 H 0.0116 0.2500 0.3558 0.052 Uiso 1 2 calc SR . . C7 C 0.06982(10) 0.38481(11) 0.24893(19) 0.0307(9) Uani 1 1 d G . . C8 C 0.09391(9) 0.41082(12) 0.3545(2) 0.0416(10) Uani 1 1 d G . . H8 H 0.1358 0.4175 0.3600 0.050 Uiso 1 1 calc R . . C9 C 0.05678(13) 0.42711(12) 0.45212(19) 0.0498(12) Uani 1 1 d G . . H9 H 0.0732 0.4449 0.5243 0.060 Uiso 1 1 calc R . . C10 C -0.00445(12) 0.41738(12) 0.4441(2) 0.0492(12) Uani 1 1 d G . . H10 H -0.0298 0.4285 0.5108 0.059 Uiso 1 1 calc R . . C11 C -0.02854(8) 0.39137(12) 0.3385(3) 0.0440(11) Uani 1 1 d G . . H11 H -0.0704 0.3847 0.3330 0.053 Uiso 1 1 calc R . . C12 C 0.00859(10) 0.37509(11) 0.2409(2) 0.0366(9) Uani 1 1 d G . . H12 H -0.0079 0.3573 0.1687 0.044 Uiso 1 1 calc R . . C13 C 0.08673(12) 0.39710(10) -0.01119(19) 0.0325(9) Uani 1 1 d G . . C14 C 0.08301(13) 0.45838(10) -0.0032(2) 0.0480(11) Uani 1 1 d G . . H14 H 0.0952 0.4780 0.0705 0.058 Uiso 1 1 calc R . . C15 C 0.06141(14) 0.49092(8) -0.1030(3) 0.0532(12) Uani 1 1 d G . . H15 H 0.0589 0.5328 -0.0976 0.064 Uiso 1 1 calc R . . C16 C 0.04353(13) 0.46218(11) -0.2108(2) 0.0518(12) Uani 1 1 d G . . H16 H 0.0288 0.4844 -0.2791 0.062 Uiso 1 1 calc R . . C17 C 0.04725(13) 0.40090(11) -0.21881(19) 0.0522(12) Uani 1 1 d G . . H17 H 0.0350 0.3813 -0.2925 0.063 Uiso 1 1 calc R . . C18 C 0.06885(13) 0.36836(8) -0.1190(2) 0.0408(10) Uani 1 1 d G . . H18 H 0.0714 0.3265 -0.1244 0.049 Uiso 1 1 calc R . . C19 C 0.18912(17) 0.39220(17) 0.1450(4) 0.0389(10) Uani 1 1 d . . . H19A H 0.1837 0.4357 0.1478 0.047 Uiso 1 1 calc R A . H19B H 0.2068 0.3794 0.2247 0.047 Uiso 1 1 calc R . . C20 C 0.23126(17) 0.37571(19) 0.0374(4) 0.0494(12) Uani 1 1 d . A . H20A H 0.2126 0.3872 -0.0423 0.059 Uiso 1 1 calc R . . H20B H 0.2374 0.3323 0.0364 0.059 Uiso 1 1 calc R . . C21 C 0.28406(15) 0.49108(13) 0.0312(4) 0.0674(15) Uani 1 1 d G A . C22 C 0.30860(15) 0.5318(2) 0.1134(3) 0.0804(18) Uani 1 1 d G . . H22 H 0.3354 0.5188 0.1761 0.096 Uiso 1 1 calc R A . C23 C 0.2939(2) 0.59135(19) 0.1038(4) 0.091(2) Uani 1 1 d G A . H23 H 0.3106 0.6192 0.1600 0.109 Uiso 1 1 calc R . . C24 C 0.2546(2) 0.61024(13) 0.0121(5) 0.096(2) Uani 1 1 d G . . H24 H 0.2445 0.6510 0.0056 0.115 Uiso 1 1 calc R A . C25 C 0.23007(15) 0.56956(19) -0.0701(4) 0.0796(18) Uani 1 1 d G A . H25 H 0.2032 0.5825 -0.1328 0.096 Uiso 1 1 calc R . . C26 C 0.24479(15) 0.50998(16) -0.0606(3) 0.0751(16) Uani 1 1 d G . . H26 H 0.2280 0.4822 -0.1168 0.090 Uiso 1 1 calc R A . C27 C 0.3428(3) 0.3923(3) -0.0696(6) 0.043(3) Uani 0.50 1 d PG A 1 C28 C 0.3654(3) 0.3350(3) -0.0623(6) 0.056(3) Uani 0.50 1 d PG A 1 H28 H 0.3602 0.3126 0.0115 0.067 Uiso 0.50 1 calc PR A 1 C29 C 0.3954(3) 0.3106(3) -0.1629(8) 0.069(3) Uani 0.50 1 d PG A 1 H29 H 0.4108 0.2715 -0.1579 0.083 Uiso 0.50 1 calc PR A 1 C30 C 0.4029(3) 0.3435(4) -0.2709(7) 0.074(4) Uani 0.50 1 d PG A 1 H30 H 0.4235 0.3268 -0.3396 0.088 Uiso 0.50 1 calc PR A 1 C31 C 0.3804(4) 0.4007(4) -0.2782(6) 0.073(5) Uani 0.50 1 d PG A 1 H31 H 0.3855 0.4231 -0.3519 0.088 Uiso 0.50 1 calc PR A 1 C32 C 0.3503(4) 0.4251(3) -0.1775(7) 0.059(4) Uani 0.50 1 d PG A 1 H32 H 0.3349 0.4642 -0.1825 0.071 Uiso 0.50 1 calc PR A 1 C27' C 0.3307(3) 0.3872(4) -0.1338(7) 0.057(4) Uani 0.50 1 d PG A 2 C28' C 0.3162(3) 0.3325(3) -0.1841(7) 0.075(3) Uani 0.50 1 d PG A 2 H28' H 0.2890 0.3071 -0.1421 0.090 Uiso 0.50 1 calc PR A 2 C29' C 0.3413(4) 0.3148(3) -0.2960(7) 0.094(4) Uani 0.50 1 d PG A 2 H29' H 0.3314 0.2773 -0.3304 0.113 Uiso 0.50 1 calc PR A 2 C30' C 0.3810(4) 0.3518(5) -0.3576(7) 0.093(5) Uani 0.50 1 d PG A 2 H30' H 0.3982 0.3397 -0.4341 0.112 Uiso 0.50 1 calc PR A 2 C31' C 0.3956(3) 0.4066(4) -0.3073(10) 0.090(6) Uani 0.50 1 d PG A 2 H31' H 0.4228 0.4319 -0.3494 0.108 Uiso 0.50 1 calc PR A 2 C32' C 0.3704(4) 0.4243(3) -0.1954(10) 0.109(9) Uani 0.50 1 d PG A 2 H32' H 0.3804 0.4617 -0.1610 0.131 Uiso 0.50 1 calc PR A 2 C33 C 0.8522(10) 0.2500 0.096(2) 0.048(6) Uani 0.25 2 d SP . . H33A H 0.8807 0.2500 0.0254 0.057 Uiso 0.25 2 calc SPR . . H33B H 0.8112 0.2500 0.0611 0.057 Uiso 0.25 2 calc SPR . . Cl1 Cl 0.8627(2) 0.3133(3) 0.1840(7) 0.087(2) Uani 0.25 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 Re1 0.02385(11) 0.02353(11) 0.02218(16) 0.000 -0.00149(10) 0.000 S1 0.0394(8) 0.0320(8) 0.0550(11) 0.000 -0.0198(8) 0.000 P1 0.0275(5) 0.0236(5) 0.0275(6) 0.0028(4) -0.0017(4) -0.0019(4) P2 0.0336(7) 0.0742(10) 0.1411(15) 0.0573(10) -0.0071(8) -0.0149(7) O1 0.033(2) 0.040(2) 0.052(3) 0.000 -0.0057(19) 0.000 O2 0.048(3) 0.072(3) 0.028(3) 0.000 0.013(2) 0.000 N1 0.045(3) 0.019(2) 0.036(3) 0.000 -0.004(2) 0.000 N2 0.106(5) 0.039(3) 0.040(4) 0.000 -0.033(4) 0.000 C1 0.037(3) 0.024(3) 0.033(3) 0.000 -0.003(3) 0.000 C2 0.027(3) 0.039(3) 0.040(4) 0.000 0.003(3) 0.000 C3 0.054(4) 0.015(2) 0.020(4) 0.000 -0.019(3) 0.000 C4 0.110(6) 0.053(4) 0.006(3) 0.000 -0.004(4) 0.000 C5 0.109(7) 0.046(4) 0.029(5) 0.000 0.017(4) 0.000 C6 0.056(4) 0.028(3) 0.046(5) 0.000 0.010(3) 0.000 C7 0.043(2) 0.0201(19) 0.029(2) 0.0046(15) 0.0024(19) 0.0029(17) C8 0.050(2) 0.038(2) 0.037(3) -0.0005(19) -0.003(2) -0.001(2) C9 0.067(3) 0.051(3) 0.032(3) -0.005(2) -0.001(2) 0.005(3) C10 0.072(3) 0.041(3) 0.034(3) 0.005(2) 0.014(2) 0.019(2) C11 0.048(3) 0.039(2) 0.046(3) 0.007(2) 0.011(2) 0.014(2) C12 0.042(2) 0.031(2) 0.037(3) 0.0016(17) 0.000(2) 0.0063(19) C13 0.032(2) 0.032(2) 0.034(2) 0.0096(17) 0.0000(18) 0.0040(18) C14 0.068(3) 0.034(2) 0.042(3) 0.0060(19) -0.007(2) 0.007(2) C15 0.073(3) 0.034(2) 0.052(3) 0.009(2) -0.007(2) 0.012(2) C16 0.060(3) 0.051(3) 0.044(3) 0.027(2) -0.003(2) 0.010(2) C17 0.074(3) 0.044(3) 0.039(3) 0.011(2) -0.010(2) 0.002(2) C18 0.053(3) 0.035(2) 0.034(3) 0.0076(19) -0.004(2) 0.001(2) C19 0.035(2) 0.033(2) 0.049(3) 0.0077(19) -0.0095(19) -0.0104(19) C20 0.031(2) 0.047(3) 0.070(3) 0.019(2) 0.004(2) -0.006(2) C21 0.042(3) 0.070(4) 0.090(4) 0.032(3) 0.005(3) -0.017(3) C22 0.068(4) 0.091(5) 0.082(4) 0.026(4) 0.010(3) -0.020(4) C23 0.095(5) 0.086(5) 0.091(5) 0.003(4) 0.027(4) -0.015(4) C24 0.093(5) 0.076(5) 0.120(6) 0.024(4) 0.055(4) -0.006(4) C25 0.053(3) 0.074(4) 0.112(5) 0.043(4) 0.020(3) 0.001(3) C26 0.050(3) 0.062(4) 0.113(4) 0.038(3) 0.001(3) -0.012(3) C27 0.034(5) 0.058(7) 0.038(7) 0.015(5) -0.013(5) -0.023(5) C28 0.039(5) 0.061(7) 0.068(7) -0.010(5) -0.005(5) -0.001(5) C29 0.046(6) 0.062(7) 0.100(9) -0.012(7) -0.005(6) 0.000(5) C30 0.068(8) 0.078(10) 0.075(10) -0.031(7) 0.011(6) -0.018(7) C31 0.052(8) 0.082(11) 0.085(11) 0.011(8) 0.038(8) -0.030(8) C32 0.055(8) 0.042(7) 0.080(9) -0.004(6) 0.007(7) -0.018(6) C27' 0.026(5) 0.057(7) 0.088(11) 0.035(7) -0.001(6) 0.010(5) C28' 0.069(7) 0.054(7) 0.102(9) 0.029(6) 0.025(7) 0.005(6) C29' 0.118(11) 0.071(8) 0.093(9) 0.030(7) 0.069(8) 0.036(8) C30' 0.084(10) 0.075(9) 0.122(12) 0.046(9) 0.036(9) 0.043(8) C31' 0.045(8) 0.110(13) 0.115(12) 0.073(10) 0.045(8) 0.029(8) C32' 0.040(8) 0.111(16) 0.18(2) 0.101(15) 0.020(10) 0.017(8) C33 0.019(11) 0.065(17) 0.058(16) 0.000 0.022(11) 0.000 Cl1 0.051(3) 0.060(4) 0.149(6) -0.042(4) -0.019(3) -0.005(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 Re1 C1 1.896(6) . ? Re1 C2 1.901(6) . ? Re1 N1 2.173(5) . ? Re1 P1 2.3988(9) . ? Re1 P1 2.3988(9) 7_565 ? Re1 S1 2.5436(14) . ? S1 C3 1.747(6) . ? P1 C19 1.828(4) . ? P1 C7 1.839(2) . ? P1 C13 1.8408(19) . ? P2 C27 1.644(6) . ? P2 C21 1.835(3) . ? P2 C20 1.846(4) . ? P2 C27' 2.176(7) . ? O1 C1 1.147(6) . ? O2 C2 1.163(6) . ? N1 C6 1.339(7) . ? N1 C3 1.370(7) . ? N2 C3 1.317(7) . ? N2 C4 1.353(9) . ? C4 C5 1.393(10) . ? C4 H4 0.9500 . ? C5 C6 1.392(8) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.3900 . ? C7 C12 1.3900 . ? C8 C9 1.3900 . ? C8 H8 0.9500 . ? C9 C10 1.3900 . ? C9 H9 0.9500 . ? C10 C11 1.3900 . ? C10 H10 0.9500 . ? C11 C12 1.3900 . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.3900 . ? C13 C18 1.3900 . ? C14 C15 1.3900 . ? C14 H14 0.9500 . ? C15 C16 1.3900 . ? C15 H15 0.9500 . ? C16 C17 1.3900 . ? C16 H16 0.9500 . ? C17 C18 1.3900 . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.540(6) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.3900 . ? C21 C26 1.3900 . ? C22 C23 1.3900 . ? C22 H22 0.9500 . ? C23 C24 1.3900 . ? C23 H23 0.9500 . ? C24 C25 1.3900 . ? C24 H24 0.9500 . ? C25 C26 1.3900 . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 C28 1.3900 . ? C27 C32 1.3900 . ? C28 C29 1.3900 . ? C28 H28 0.9500 . ? C29 C30 1.3900 . ? C29 H29 0.9500 . ? C30 C31 1.3900 . ? C30 H30 0.9500 . ? C31 C32 1.3900 . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C27' C28' 1.3900 . ? C27' C32' 1.3900 . ? C28' C29' 1.3900 . ? C28' H28' 0.9500 . ? C29' C30' 1.3900 . ? C29' H29' 0.9500 . ? C30' C31' 1.3900 . ? C30' H30' 0.9500 . ? C31' C32' 1.3900 . ? C31' H31' 0.9500 . ? C32' H32' 0.9500 . ? C33 Cl1 1.734(15) . ? C33 Cl1 1.734(15) 7_565 ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? 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 Re1 C2 93.0(2) . . ? C1 Re1 N1 100.4(2) . . ? C2 Re1 N1 166.6(2) . . ? C1 Re1 P1 90.66(2) . . ? C2 Re1 P1 91.71(2) . . ? N1 Re1 P1 88.16(2) . . ? C1 Re1 P1 90.66(2) . 7_565 ? C2 Re1 P1 91.71(2) . 7_565 ? N1 Re1 P1 88.16(2) . 7_565 ? P1 Re1 P1 176.26(4) . 7_565 ? C1 Re1 S1 165.63(16) . . ? C2 Re1 S1 101.40(17) . . ? N1 Re1 S1 65.21(13) . . ? P1 Re1 S1 88.93(2) . . ? P1 Re1 S1 88.93(2) 7_565 . ? C3 S1 Re1 80.60(18) . . ? C19 P1 C7 104.49(16) . . ? C19 P1 C13 101.67(15) . . ? C7 P1 C13 101.17(12) . . ? C19 P1 Re1 116.74(14) . . ? C7 P1 Re1 112.16(9) . . ? C13 P1 Re1 118.54(9) . . ? C27 P2 C21 107.6(3) . . ? C27 P2 C20 105.1(3) . . ? C21 P2 C20 102.11(19) . . ? C27 P2 C27' 16.2(3) . . ? C21 P2 C27' 102.0(3) . . ? C20 P2 C27' 92.0(3) . . ? C6 N1 C3 116.9(5) . . ? C6 N1 Re1 138.8(4) . . ? C3 N1 Re1 104.3(4) . . ? C3 N2 C4 118.0(6) . . ? O1 C1 Re1 178.6(5) . . ? O2 C2 Re1 178.5(5) . . ? N2 C3 N1 125.8(6) . . ? N2 C3 S1 124.3(5) . . ? N1 C3 S1 109.9(4) . . ? N2 C4 C5 119.4(6) . . ? N2 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C6 C5 C4 119.7(7) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? N1 C6 C5 120.1(6) . . ? N1 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C8 C7 C12 120.0 . . ? C8 C7 P1 122.31(14) . . ? C12 C7 P1 117.46(14) . . ? C9 C8 C7 120.0 . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C8 C9 C10 120.0 . . ? C8 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? C11 C10 C9 120.0 . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C11 C12 120.0 . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C11 C12 C7 120.0 . . ? C11 C12 H12 120.0 . . ? C7 C12 H12 120.0 . . ? C14 C13 C18 120.0 . . ? C14 C13 P1 118.36(14) . . ? C18 C13 P1 121.63(14) . . ? C13 C14 C15 120.0 . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C14 C15 C16 120.0 . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C17 C16 C15 120.0 . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C16 C17 C18 120.0 . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C17 C18 C13 120.0 . . ? C17 C18 H18 120.0 . . ? C13 C18 H18 120.0 . . ? C20 C19 P1 109.5(3) . . ? C20 C19 H19A 109.8 . . ? P1 C19 H19A 109.8 . . ? C20 C19 H19B 109.8 . . ? P1 C19 H19B 109.8 . . ? H19A C19 H19B 108.2 . . ? C19 C20 P2 111.3(3) . . ? C19 C20 H20A 109.4 . . ? P2 C20 H20A 109.4 . . ? C19 C20 H20B 109.4 . . ? P2 C20 H20B 109.4 . . ? H20A C20 H20B 108.0 . . ? C22 C21 C26 120.0 . . ? C22 C21 P2 117.2(3) . . ? C26 C21 P2 122.8(3) . . ? C21 C22 C23 120.0 . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C24 C23 C22 120.0 . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C25 C24 C23 120.0 . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C26 C25 C24 120.0 . . ? C26 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? C25 C26 C21 120.0 . . ? C25 C26 H26 120.0 . . ? C21 C26 H26 120.0 . . ? C28 C27 C32 120.0 . . ? C28 C27 P2 114.3(5) . . ? C32 C27 P2 125.6(5) . . ? C27 C28 C29 120.0 . . ? C27 C28 H28 120.0 . . ? C29 C28 H28 120.0 . . ? C30 C29 C28 120.0 . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? C31 C30 C29 120.0 . . ? C31 C30 H30 120.0 . . ? C29 C30 H30 120.0 . . ? C30 C31 C32 120.0 . . ? C30 C31 H31 120.0 . . ? C32 C31 H31 120.0 . . ? C31 C32 C27 120.0 . . ? C31 C32 H32 120.0 . . ? C27 C32 H32 120.0 . . ? C28' C27' C32' 120.0 . . ? C28' C27' P2 122.4(5) . . ? C32' C27' P2 117.0(5) . . ? C29' C28' C27' 120.0 . . ? C29' C28' H28' 120.0 . . ? C27' C28' H28' 120.0 . . ? C28' C29' C30' 120.0 . . ? C28' C29' H29' 120.0 . . ? C30' C29' H29' 120.0 . . ? C31' C30' C29' 120.0 . . ? C31' C30' H30' 120.0 . . ? C29' C30' H30' 120.0 . . ? C32' C31' C30' 120.0 . . ? C32' C31' H31' 120.0 . . ? C30' C31' H31' 120.0 . . ? C31' C32' C27' 120.0 . . ? C31' C32' H32' 120.0 . . ? C27' C32' H32' 120.0 . . ? Cl1 C33 Cl1 111.1(14) . 7_565 ? Cl1 C33 H33A 109.4 . . ? Cl1 C33 H33A 109.4 7_565 . ? Cl1 C33 H33B 109.4 . . ? Cl1 C33 H33B 109.4 7_565 . ? H33A C33 H33B 108.0 . . ? _diffrn_measured_fraction_theta_max 0.826 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.826 _refine_diff_density_max 0.600 _refine_diff_density_min -1.249 _refine_diff_density_rms 0.100 # Attachment 'Dalton 12.CIF' data_comp12 _database_code_depnum_ccdc_archive 'CCDC 698966' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H3 N2 O13 Os3 Re S. H2 O' _chemical_formula_sum 'C17 H5 N2 O14 Os3 Re S' _chemical_formula_weight 1250.09 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 '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_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 12.2398(7) _cell_length_b 13.3305(6) _cell_length_c 16.5412(9) _cell_angle_alpha 90.00 _cell_angle_beta 103.210(3) _cell_angle_gamma 90.00 _cell_volume 2627.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4703 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.160 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2208 _exptl_absorpt_coefficient_mu 19.201 _exptl_absorpt_correction_type Refdelf _exptl_absorpt_correction_T_min 0.0864 _exptl_absorpt_correction_T_max 0.2497 _exptl_absorpt_process_details 'DIFABS (Walker & Stuart, 1983)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Enraf Nonius CAD4' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4703 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0851 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 25.17 _reflns_number_total 4703 _reflns_number_gt 2925 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'CAD4 Express (Enraf Nonius, 1994)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0419P)^2^] 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 4703 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0865 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.0940 _refine_ls_wR_factor_gt 0.0859 _refine_ls_goodness_of_fit_ref 0.976 _refine_ls_restrained_S_all 0.976 _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 Os1 Os 0.10682(5) 0.72531(4) 0.02936(3) 0.03262(15) Uani 1 1 d . . . Os2 Os -0.07137(4) 0.78174(4) 0.10600(3) 0.03273(15) Uani 1 1 d . . . Os3 Os 0.14882(4) 0.78425(4) 0.20048(3) 0.03058(15) Uani 1 1 d . . . Re4 Re -0.03226(5) 0.76570(5) 0.28705(4) 0.03917(17) Uani 1 1 d . . . S1 S 0.0426(3) 0.9302(3) 0.1431(2) 0.0355(8) Uani 1 1 d . . . O1 O -0.0131(11) 0.6817(9) -0.1516(7) 0.069(4) Uani 1 1 d . . . O2 O 0.0673(11) 0.5117(8) 0.0908(7) 0.065(4) Uani 1 1 d . . . O3 O 0.1478(10) 0.9426(8) -0.0211(8) 0.064(3) Uani 1 1 d . . . O4 O 0.3392(10) 0.6568(10) 0.0135(8) 0.073(4) Uani 1 1 d . . . O5 O -0.1864(10) 0.8491(9) -0.0715(7) 0.069(4) Uani 1 1 d . . . O6 O -0.1774(10) 0.5731(9) 0.0803(9) 0.073(4) Uani 1 1 d . . . O7 O -0.2800(11) 0.8553(12) 0.1588(9) 0.092(5) Uani 1 1 d . . . O8 O 0.2295(10) 0.5722(9) 0.2548(8) 0.068(4) Uani 1 1 d . . . O9 O 0.2316(9) 0.8739(9) 0.3741(6) 0.053(3) Uani 1 1 d . . . O10 O 0.3738(10) 0.8488(10) 0.1639(8) 0.071(4) Uani 1 1 d . . . O11 O 0.0782(11) 0.7580(10) 0.4717(7) 0.073(4) Uani 1 1 d . . . O12 O -0.2566(11) 0.7466(11) 0.3335(9) 0.081(4) Uani 1 1 d . . . O13 O -0.0293(12) 0.5378(10) 0.2698(9) 0.085(4) Uani 1 1 d . . . N1 N -0.0344(9) 0.9314(8) 0.2858(7) 0.033(3) Uani 1 1 d . . . N2 N -0.0068(10) 1.0887(9) 0.2216(8) 0.044(3) Uani 1 1 d . . . C1 C 0.0312(14) 0.6989(13) -0.0844(10) 0.054(5) Uani 1 1 d . . . C2 C 0.0792(12) 0.5895(14) 0.0709(10) 0.050(4) Uani 1 1 d . . . C3 C 0.1309(12) 0.8666(13) 0.0006(10) 0.044(4) Uani 1 1 d . . . C4 C 0.2509(15) 0.6849(12) 0.0169(10) 0.051(4) Uani 1 1 d . . . C5 C -0.1399(14) 0.8243(11) -0.0050(11) 0.045(4) Uani 1 1 d . . . C6 C -0.1341(13) 0.6483(14) 0.0931(10) 0.050(4) Uani 1 1 d . . . C7 C -0.1951(14) 0.8280(13) 0.1497(10) 0.051(4) Uani 1 1 d . . . C8 C 0.2005(14) 0.6519(14) 0.2324(11) 0.057(5) Uani 1 1 d . . . C9 C 0.1896(11) 0.8394(12) 0.3120(9) 0.037(4) Uani 1 1 d . . . C10 C 0.2896(14) 0.8242(12) 0.1759(10) 0.048(4) Uani 1 1 d . . . C11 C 0.0342(15) 0.7589(13) 0.3997(11) 0.054(5) Uani 1 1 d . . . C12 C -0.1713(15) 0.7562(12) 0.3158(10) 0.051(4) Uani 1 1 d . . . C13 C -0.0279(16) 0.6223(13) 0.2799(10) 0.054(5) Uani 1 1 d . . . C14 C -0.0061(11) 0.9901(12) 0.2247(8) 0.037(3) Uani 1 1 d . . . C15 C -0.0423(13) 1.1382(13) 0.2830(10) 0.052(4) Uani 1 1 d . . . H15 H -0.0462 1.2094 0.2823 0.062 Uiso 1 1 calc R . . C16 C -0.0718(14) 1.0867(14) 0.3445(10) 0.054(5) Uani 1 1 d . . . H16 H -0.0941 1.1211 0.3884 0.065 Uiso 1 1 calc R . . C17 C -0.0692(13) 0.9853(15) 0.3433(11) 0.062(5) Uani 1 1 d . . . H17 H -0.0937 0.9502 0.3859 0.075 Uiso 1 1 calc R . . O1W O 0.3954(9) 0.9491(10) -0.0279(8) 0.075(4) Uani 1 1 d . . . H1A H 0.4005 0.9911 0.0149 0.050 Uiso 1 1 d . . . H1B H 0.4346 0.9011 -0.0028 0.050 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Os1 0.0373(3) 0.0332(3) 0.0278(3) -0.0002(3) 0.0083(2) 0.0009(3) Os2 0.0305(3) 0.0369(3) 0.0295(3) -0.0006(3) 0.0043(2) -0.0001(3) Os3 0.0306(3) 0.0326(3) 0.0273(3) -0.0010(3) 0.0040(2) 0.0018(3) Re4 0.0469(4) 0.0404(4) 0.0332(3) 0.0012(3) 0.0153(3) 0.0001(3) S1 0.039(2) 0.0323(19) 0.035(2) -0.0020(16) 0.0073(17) 0.0012(16) O1 0.099(10) 0.063(8) 0.038(7) 0.004(6) 0.000(7) -0.041(7) O2 0.102(10) 0.023(6) 0.069(9) 0.012(6) 0.014(7) -0.003(6) O3 0.082(9) 0.039(7) 0.072(9) 0.016(6) 0.023(7) -0.008(6) O4 0.041(7) 0.111(11) 0.071(9) 0.002(8) 0.018(7) 0.034(7) O5 0.078(9) 0.060(8) 0.053(8) 0.022(6) -0.017(7) -0.001(7) O6 0.058(8) 0.052(8) 0.106(11) -0.004(8) 0.015(8) -0.025(7) O7 0.049(8) 0.138(14) 0.086(11) 0.000(9) 0.008(8) 0.031(9) O8 0.079(9) 0.047(7) 0.062(8) 0.004(6) -0.017(7) 0.029(6) O9 0.058(7) 0.072(8) 0.023(6) -0.015(6) 0.000(5) -0.010(6) O10 0.057(8) 0.097(10) 0.060(8) 0.011(7) 0.018(7) -0.023(7) O11 0.081(9) 0.106(11) 0.034(7) 0.006(7) 0.013(6) -0.004(8) O12 0.050(8) 0.118(12) 0.083(10) -0.015(9) 0.031(7) -0.014(7) O13 0.108(11) 0.052(9) 0.098(12) 0.001(8) 0.030(9) -0.012(8) N1 0.031(7) 0.041(7) 0.028(7) -0.004(6) 0.007(5) 0.008(6) N2 0.041(8) 0.037(8) 0.053(9) 0.001(6) 0.009(7) 0.006(6) C1 0.062(11) 0.070(13) 0.029(9) 0.000(8) 0.008(8) -0.030(9) C2 0.031(9) 0.065(12) 0.047(11) -0.016(9) -0.007(8) 0.008(8) C3 0.034(9) 0.054(11) 0.039(10) 0.001(8) -0.001(7) 0.010(8) C4 0.066(12) 0.048(10) 0.043(10) -0.004(8) 0.022(9) -0.021(9) C5 0.057(11) 0.025(8) 0.060(12) -0.004(8) 0.023(9) -0.007(7) C6 0.032(9) 0.075(13) 0.039(10) -0.002(9) 0.003(7) -0.001(9) C7 0.038(10) 0.062(11) 0.042(10) -0.009(9) -0.014(8) 0.005(8) C8 0.044(10) 0.068(13) 0.052(11) -0.006(10) -0.001(9) 0.001(9) C9 0.022(8) 0.056(10) 0.037(9) 0.001(8) 0.016(7) -0.002(7) C10 0.048(10) 0.049(10) 0.041(10) -0.006(8) 0.001(8) -0.001(8) C11 0.069(12) 0.062(11) 0.042(10) -0.010(8) 0.036(9) -0.014(9) C12 0.050(11) 0.055(11) 0.047(10) -0.019(8) 0.011(9) -0.003(8) C13 0.084(14) 0.054(11) 0.035(10) -0.013(9) 0.036(9) -0.020(10) C14 0.033(8) 0.051(10) 0.026(8) -0.002(7) 0.005(6) 0.002(7) C15 0.045(10) 0.062(11) 0.049(11) -0.011(9) 0.011(8) 0.020(8) C16 0.058(11) 0.066(12) 0.041(10) -0.018(9) 0.014(9) 0.019(9) C17 0.048(11) 0.091(15) 0.054(12) 0.017(11) 0.025(9) -0.004(10) O1W 0.047(7) 0.110(11) 0.082(9) 0.022(8) 0.042(7) 0.005(7) _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 Os1 C4 1.900(19) . ? Os1 C1 1.931(16) . ? Os1 C3 1.981(17) . ? Os1 C2 1.99(2) . ? Os1 Os2 2.8623(8) . ? Os1 Os3 2.8685(8) . ? Os2 C5 1.921(18) . ? Os2 C7 1.923(18) . ? Os2 C6 1.931(19) . ? Os2 S1 2.418(4) . ? Os2 Os3 2.7896(8) . ? Os2 Re4 2.9307(8) . ? Os3 C8 1.908(19) . ? Os3 C10 1.934(18) . ? Os3 C9 1.942(16) . ? Os3 S1 2.411(4) . ? Os3 Re4 2.9112(8) . ? Re4 C11 1.857(18) . ? Re4 C12 1.872(18) . ? Re4 C13 1.917(18) . ? Re4 N1 2.209(11) . ? S1 C14 1.785(14) . ? O1 C1 1.143(17) . ? O2 C2 1.108(19) . ? O3 C3 1.111(17) . ? O4 C4 1.157(18) . ? O5 C5 1.165(18) . ? O6 C6 1.130(18) . ? O7 C7 1.143(18) . ? O8 C8 1.154(19) . ? O9 C9 1.135(16) . ? O10 C10 1.141(18) . ? O11 C11 1.19(2) . ? O12 C12 1.155(19) . ? O13 C13 1.138(19) . ? N1 C17 1.34(2) . ? N1 C14 1.383(17) . ? N2 C14 1.316(18) . ? N2 C15 1.363(18) . ? C15 C16 1.34(2) . ? C15 H15 0.9500 . ? C16 C17 1.35(2) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? O1W H1A 0.8933 . ? O1W H1B 0.8495 . ? 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 C4 Os1 C1 95.3(7) . . ? C4 Os1 C3 92.9(6) . . ? C1 Os1 C3 90.2(7) . . ? C4 Os1 C2 90.8(6) . . ? C1 Os1 C2 95.1(6) . . ? C3 Os1 C2 173.2(6) . . ? C4 Os1 Os2 160.5(5) . . ? C1 Os1 Os2 103.6(5) . . ? C3 Os1 Os2 91.5(4) . . ? C2 Os1 Os2 83.1(5) . . ? C4 Os1 Os3 102.9(5) . . ? C1 Os1 Os3 161.8(5) . . ? C3 Os1 Os3 88.5(4) . . ? C2 Os1 Os3 85.1(4) . . ? Os2 Os1 Os3 58.258(19) . . ? C5 Os2 C7 93.2(7) . . ? C5 Os2 C6 95.2(6) . . ? C7 Os2 C6 90.6(7) . . ? C5 Os2 S1 95.8(4) . . ? C7 Os2 S1 95.7(5) . . ? C6 Os2 S1 167.0(5) . . ? C5 Os2 Os3 133.4(5) . . ? C7 Os2 Os3 121.9(4) . . ? C6 Os2 Os3 112.5(5) . . ? S1 Os2 Os3 54.59(9) . . ? C5 Os2 Os1 82.2(5) . . ? C7 Os2 Os1 175.0(5) . . ? C6 Os2 Os1 91.9(5) . . ? S1 Os2 Os1 82.75(9) . . ? Os3 Os2 Os1 60.982(19) . . ? C5 Os2 Re4 158.7(5) . . ? C7 Os2 Re4 66.3(5) . . ? C6 Os2 Re4 90.8(5) . . ? S1 Os2 Re4 81.39(9) . . ? Os3 Os2 Re4 61.12(2) . . ? Os1 Os2 Re4 118.06(3) . . ? C8 Os3 C10 93.3(7) . . ? C8 Os3 C9 95.2(7) . . ? C10 Os3 C9 92.7(6) . . ? C8 Os3 S1 166.0(5) . . ? C10 Os3 S1 96.9(5) . . ? C9 Os3 S1 93.8(4) . . ? C8 Os3 Os2 111.1(5) . . ? C10 Os3 Os2 132.7(5) . . ? C9 Os3 Os2 122.8(4) . . ? S1 Os3 Os2 54.84(9) . . ? C8 Os3 Os1 89.6(5) . . ? C10 Os3 Os1 80.5(5) . . ? C9 Os3 Os1 171.9(4) . . ? S1 Os3 Os1 82.74(9) . . ? Os2 Os3 Os1 60.76(2) . . ? C8 Os3 Re4 91.5(5) . . ? C10 Os3 Re4 160.4(5) . . ? C9 Os3 Re4 67.9(4) . . ? S1 Os3 Re4 81.93(9) . . ? Os2 Os3 Re4 61.83(2) . . ? Os1 Os3 Re4 118.50(3) . . ? C11 Re4 C12 87.5(7) . . ? C11 Re4 C13 90.1(7) . . ? C12 Re4 C13 89.3(7) . . ? C11 Re4 N1 93.4(6) . . ? C12 Re4 N1 93.5(6) . . ? C13 Re4 N1 175.6(5) . . ? C11 Re4 Os3 106.8(5) . . ? C12 Re4 Os3 165.6(5) . . ? C13 Re4 Os3 91.1(5) . . ? N1 Re4 Os3 85.4(3) . . ? C11 Re4 Os2 163.9(5) . . ? C12 Re4 Os2 108.6(5) . . ? C13 Re4 Os2 90.6(5) . . ? N1 Re4 Os2 85.3(3) . . ? Os3 Re4 Os2 57.046(19) . . ? C14 S1 Os3 107.8(5) . . ? C14 S1 Os2 106.6(5) . . ? Os3 S1 Os2 70.57(10) . . ? C17 N1 C14 112.9(13) . . ? C17 N1 Re4 122.4(11) . . ? C14 N1 Re4 124.6(9) . . ? C14 N2 C15 117.0(14) . . ? O1 C1 Os1 178.9(17) . . ? O2 C2 Os1 175.8(15) . . ? O3 C3 Os1 173.9(15) . . ? O4 C4 Os1 175.9(15) . . ? O5 C5 Os2 176.8(14) . . ? O6 C6 Os2 174.4(15) . . ? O7 C7 Os2 165.8(14) . . ? O8 C8 Os3 176.8(17) . . ? O9 C9 Os3 167.8(12) . . ? O10 C10 Os3 177.8(14) . . ? O11 C11 Re4 177.7(15) . . ? O12 C12 Re4 177.5(15) . . ? O13 C13 Re4 175.0(17) . . ? N2 C14 N1 126.5(13) . . ? N2 C14 S1 114.6(11) . . ? N1 C14 S1 118.8(11) . . ? C16 C15 N2 120.3(16) . . ? C16 C15 H15 119.9 . . ? N2 C15 H15 119.9 . . ? C15 C16 C17 119.3(16) . . ? C15 C16 H16 120.4 . . ? C17 C16 H16 120.4 . . ? N1 C17 C16 124.1(15) . . ? N1 C17 H17 118.0 . . ? C16 C17 H17 118.0 . . ? H1A O1W H1B 98.9 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.17 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.647 _refine_diff_density_min -1.650 _refine_diff_density_rms 0.306