# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global6 _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef 'rip3_clless.cif' # 1. SUBMISSION DETAILS #---------------------- _publ_contact_author_name 'Skelton, B. W.' _publ_contact_author_address ; Chemistry, School of Biomedical, Biomolecular and Chemical Science, M313, University of Western Australia, Perth, WA 6009, Australia ; _publ_contact_author_email bws@crystal.uwa.edu.au _publ_contact_author_fax (+61)_08_6488_1118 _publ_contact_author_phone (+61)_08_6488_7107 loop_ _publ_author_name _publ_author_footnote _publ_author_address G.Bowmaker . ; Chemistry, School of Biomedical, Biomolecular and Chemical Science, M313, University of Western Australia, Perth, WA 6009, Australia ; J.Hanna '' '' P.Healy '' '' C.Pettinari '' '' B.Skelton '' '' A.H.White '' '' _publ_section_references ; Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838. Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA. Oxford Diffraction (2006). CrysAlis CCD. Oxford Diffraction Ltd, Abingdon, England. Oxford Diffraction (2006). CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England. Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122. ; #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_rip3_clless _database_code_depnum_ccdc_archive 'CCDC 780720' #TrackingRef 'rip3_clless.cif' _audit_creation_date 2010-04-20T12:06:13-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C54 H52 Cu2 N4 P2 S2' _chemical_formula_moiety 'C54 H52 Cu2 N4 P2 S2' _chemical_formula_weight 1010.14 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _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 16.107(5) _cell_length_b 9.505(5) _cell_length_c 16.249(5) _cell_angle_alpha 90 _cell_angle_beta 104.168(5) _cell_angle_gamma 90 _cell_volume 2412.0(16) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 35667 _cell_measurement_theta_min 3.769 _cell_measurement_theta_max 37.5554 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.13 _exptl_crystal_density_diffrn 1.391 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 0 2 0.042 1 0 -2 0.1284 0 -1 -1 0.0878 0 1 1 0.2251 9 10 -13 0.1606 -5 -9 17 0.0856 1 0 0 0.08 -1 0 0 0.0474 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.076 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.625 _exptl_absorpt_correction_T_max 0.815 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 -0.0030174627 _diffrn_orient_matrix_ub_12 -0.0418882165 _diffrn_orient_matrix_ub_13 -0.0367428363 _diffrn_orient_matrix_ub_21 0.0439012656 _diffrn_orient_matrix_ub_22 -0.0180664504 _diffrn_orient_matrix_ub_23 0.0144157559 _diffrn_orient_matrix_ub_31 -0.0112894348 _diffrn_orient_matrix_ub_32 -0.0590558538 _diffrn_orient_matrix_ub_33 0.0216547502 _diffrn_measurement_device_type 'Oxford Diffraction Gemini, Ruby ultra' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0379 _diffrn_reflns_av_unetI/netI 0.0342 _diffrn_reflns_number 93483 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.83 _diffrn_reflns_theta_max 37.67 _diffrn_reflns_theta_full 37 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.972 _reflns_number_total 12473 _reflns_number_gt 9359 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0416P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 12473 _refine_ls_number_parameters 292 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0414 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0736 _refine_ls_wR_factor_gt 0.0716 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.988 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.674 _refine_diff_density_min -0.567 _refine_diff_density_rms 0.064 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.643097(7) 0.365257(11) 0.524434(7) 0.01286(3) Uani 1 1 d . . . P1 P 0.767593(14) 0.41223(2) 0.616033(14) 0.01077(4) Uani 1 1 d . . . C111 C 0.84046(5) 0.51816(9) 0.57011(5) 0.01229(14) Uani 1 1 d . . . C112 C 0.85695(6) 0.47939(9) 0.49131(5) 0.01356(14) Uani 1 1 d . . . C113 C 0.90670(6) 0.56909(10) 0.45503(6) 0.01676(16) Uani 1 1 d . . . H113 H 0.9182 0.5439 0.4023 0.02 Uiso 1 1 calc R . . C114 C 0.93982(6) 0.69372(10) 0.49361(6) 0.01869(17) Uani 1 1 d . . . H114 H 0.9726 0.7538 0.467 0.022 Uiso 1 1 calc R . . C115 C 0.92483(6) 0.73049(10) 0.57158(6) 0.01910(17) Uani 1 1 d . . . H115 H 0.9481 0.8149 0.5991 0.023 Uiso 1 1 calc R . . C116 C 0.87552(6) 0.64285(9) 0.60895(6) 0.01604(15) Uani 1 1 d . . . H116 H 0.8654 0.6684 0.6622 0.019 Uiso 1 1 calc R . . C117 C 0.82493(6) 0.34426(10) 0.44626(6) 0.01796(17) Uani 1 1 d . . . H11A H 0.8408 0.3409 0.3918 0.027 Uiso 1 1 calc R . . H11B H 0.7625 0.3397 0.4363 0.027 Uiso 1 1 calc R . . H11C H 0.8507 0.2642 0.4814 0.027 Uiso 1 1 calc R . . C121 C 0.82985(6) 0.25550(9) 0.65876(5) 0.01295(14) Uani 1 1 d . . . C122 C 0.79116(6) 0.14618(9) 0.69532(6) 0.01582(15) Uani 1 1 d . . . C123 C 0.83963(7) 0.02574(10) 0.72378(6) 0.02107(18) Uani 1 1 d . . . H123 H 0.8141 -0.0493 0.7473 0.025 Uiso 1 1 calc R . . C124 C 0.92377(8) 0.01286(11) 0.71859(6) 0.0244(2) Uani 1 1 d . . . H124 H 0.9552 -0.07 0.7387 0.029 Uiso 1 1 calc R . . C125 C 0.96222(7) 0.12093(11) 0.68406(6) 0.02194(19) Uani 1 1 d . . . H125 H 1.0201 0.113 0.6808 0.026 Uiso 1 1 calc R . . C126 C 0.91489(6) 0.24149(10) 0.65414(6) 0.01636(16) Uani 1 1 d . . . H126 H 0.941 0.3154 0.6302 0.02 Uiso 1 1 calc R . . C127 C 0.70263(7) 0.15877(11) 0.70959(7) 0.02059(18) Uani 1 1 d . . . H12A H 0.6817 0.0652 0.7199 0.031 Uiso 1 1 calc R . . H12B H 0.6641 0.2001 0.6592 0.031 Uiso 1 1 calc R . . H12C H 0.7044 0.2191 0.7589 0.031 Uiso 1 1 calc R . . C131 C 0.76428(6) 0.50981(9) 0.71320(5) 0.01289(14) Uani 1 1 d . . . C132 C 0.71385(6) 0.63193(9) 0.70904(6) 0.01559(15) Uani 1 1 d . . . C133 C 0.71276(7) 0.70119(10) 0.78467(6) 0.02037(18) Uani 1 1 d . . . H133 H 0.679 0.7838 0.7824 0.024 Uiso 1 1 calc R . . C134 C 0.75940(7) 0.65299(11) 0.86283(7) 0.0231(2) Uani 1 1 d . . . H134 H 0.7571 0.7015 0.9133 0.028 Uiso 1 1 calc R . . C135 C 0.80952(7) 0.53341(11) 0.86684(6) 0.02196(19) Uani 1 1 d . . . H135 H 0.8421 0.4999 0.9201 0.026 Uiso 1 1 calc R . . C136 C 0.81183(6) 0.46278(10) 0.79242(6) 0.01667(16) Uani 1 1 d . . . H136 H 0.8464 0.381 0.7954 0.02 Uiso 1 1 calc R . . C137 C 0.66254(7) 0.69321(10) 0.62657(6) 0.02137(18) Uani 1 1 d . . . H13A H 0.6362 0.7818 0.6379 0.032 Uiso 1 1 calc R . . H13B H 0.6176 0.6267 0.5995 0.032 Uiso 1 1 calc R . . H13C H 0.7004 0.7109 0.5888 0.032 Uiso 1 1 calc R . . N11 N 0.61197(5) 0.18336(8) 0.45120(5) 0.01537(13) Uani 1 1 d . . . C12 C 0.61821(11) 0.05657(12) 0.48610(8) 0.0440(4) Uani 1 1 d . . . H12 H 0.6484 0.0477 0.5439 0.053 Uiso 1 1 calc R . . C13 C 0.58331(13) -0.06351(13) 0.44330(9) 0.0507(4) Uani 1 1 d . . . H13 H 0.5879 -0.1513 0.472 0.061 Uiso 1 1 calc R . . C14 C 0.54197(7) -0.05448(11) 0.35899(7) 0.0245(2) Uani 1 1 d . . . H14 H 0.5175 -0.1352 0.3278 0.029 Uiso 1 1 calc R . . C15 C 0.53723(11) 0.07401(13) 0.32166(8) 0.0428(4) Uani 1 1 d . . . H15 H 0.5098 0.0845 0.2632 0.051 Uiso 1 1 calc R . . C16 C 0.57263(10) 0.18988(13) 0.36941(7) 0.0380(3) Uani 1 1 d . . . H16 H 0.5685 0.2788 0.342 0.046 Uiso 1 1 calc R . . S1 S 0.623122(14) 0.54042(2) 0.410756(14) 0.01493(4) Uani 1 1 d . . . C1 C 0.52699(6) 0.58647(9) 0.41983(5) 0.01348(14) Uani 1 1 d . . . N1 N 0.45996(5) 0.62037(8) 0.42798(5) 0.01679(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01169(5) 0.01261(5) 0.01353(5) 0.00002(4) 0.00163(3) -0.00005(4) P1 0.01150(9) 0.01042(9) 0.01041(9) -0.00050(7) 0.00274(7) 0.00025(7) C111 0.0126(3) 0.0127(3) 0.0117(3) 0.0001(3) 0.0032(3) -0.0001(3) C112 0.0133(3) 0.0154(4) 0.0119(3) -0.0003(3) 0.0029(3) 0.0015(3) C113 0.0181(4) 0.0199(4) 0.0135(4) 0.0015(3) 0.0061(3) 0.0015(3) C114 0.0203(4) 0.0181(4) 0.0199(4) 0.0032(3) 0.0093(3) -0.0008(3) C115 0.0219(4) 0.0156(4) 0.0220(4) -0.0023(3) 0.0096(4) -0.0045(3) C116 0.0197(4) 0.0152(4) 0.0146(4) -0.0031(3) 0.0067(3) -0.0028(3) C117 0.0193(4) 0.0206(4) 0.0144(4) -0.0052(3) 0.0050(3) -0.0019(3) C121 0.0150(4) 0.0126(3) 0.0102(3) -0.0011(3) 0.0013(3) 0.0018(3) C122 0.0202(4) 0.0136(4) 0.0119(4) 0.0001(3) 0.0006(3) -0.0009(3) C123 0.0317(5) 0.0149(4) 0.0143(4) 0.0014(3) 0.0010(4) 0.0028(3) C124 0.0351(6) 0.0198(4) 0.0155(4) 0.0009(3) 0.0010(4) 0.0121(4) C125 0.0212(4) 0.0265(5) 0.0166(4) -0.0011(3) 0.0017(3) 0.0110(4) C126 0.0158(4) 0.0195(4) 0.0132(4) -0.0007(3) 0.0024(3) 0.0042(3) C127 0.0206(4) 0.0210(4) 0.0198(4) 0.0057(3) 0.0042(3) -0.0036(3) C131 0.0145(3) 0.0127(3) 0.0125(3) -0.0019(3) 0.0051(3) -0.0017(3) C132 0.0176(4) 0.0137(3) 0.0170(4) -0.0021(3) 0.0072(3) -0.0011(3) C133 0.0242(5) 0.0174(4) 0.0220(4) -0.0059(3) 0.0103(4) -0.0001(3) C134 0.0302(5) 0.0240(5) 0.0173(4) -0.0074(4) 0.0102(4) -0.0023(4) C135 0.0292(5) 0.0236(5) 0.0127(4) -0.0034(3) 0.0044(4) -0.0021(4) C136 0.0202(4) 0.0162(4) 0.0137(4) -0.0014(3) 0.0043(3) -0.0006(3) C137 0.0251(5) 0.0169(4) 0.0215(5) -0.0015(3) 0.0045(4) 0.0062(3) N11 0.0161(3) 0.0144(3) 0.0150(3) -0.0009(3) 0.0026(3) -0.0005(3) C12 0.0822(11) 0.0162(5) 0.0208(5) 0.0009(4) -0.0117(6) -0.0031(6) C13 0.0969(13) 0.0148(5) 0.0288(6) 0.0008(4) -0.0069(7) -0.0088(6) C14 0.0284(5) 0.0183(4) 0.0250(5) -0.0079(4) 0.0028(4) -0.0024(4) C15 0.0743(10) 0.0238(6) 0.0185(5) -0.0018(4) -0.0112(6) -0.0098(6) C16 0.0694(10) 0.0188(5) 0.0174(5) 0.0022(4) -0.0057(5) -0.0104(5) S1 0.01468(9) 0.01455(9) 0.01686(10) 0.00380(7) 0.00636(7) 0.00120(7) C1 0.0168(4) 0.0116(3) 0.0116(3) 0.0017(3) 0.0025(3) -0.0022(3) N1 0.0162(3) 0.0171(3) 0.0172(3) 0.0035(3) 0.0041(3) 0.0008(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 2.0000(9) 3_666 ? Cu1 N11 2.0892(11) . ? Cu1 P1 2.2304(6) . ? Cu1 S1 2.4488(8) . ? P1 C121 1.8347(11) . ? P1 C111 1.8377(9) . ? P1 C131 1.8431(10) . ? C111 C116 1.3954(13) . ? C111 C112 1.4186(12) . ? C112 C113 1.3956(13) . ? C112 C117 1.5056(14) . ? C113 C114 1.3846(15) . ? C113 H113 0.95 . ? C114 C115 1.3912(13) . ? C114 H114 0.95 . ? C115 C116 1.3890(13) . ? C115 H115 0.95 . ? C116 H116 0.95 . ? C117 H11A 0.98 . ? C117 H11B 0.98 . ? C117 H11C 0.98 . ? C121 C126 1.3963(13) . ? C121 C122 1.4150(13) . ? C122 C123 1.3990(14) . ? C122 C127 1.5045(15) . ? C123 C124 1.3839(16) . ? C123 H123 0.95 . ? C124 C125 1.3870(16) . ? C124 H124 0.95 . ? C125 C126 1.3961(14) . ? C125 H125 0.95 . ? C126 H126 0.95 . ? C127 H12A 0.98 . ? C127 H12B 0.98 . ? C127 H12C 0.98 . ? C131 C136 1.4003(13) . ? C131 C132 1.4088(14) . ? C132 C133 1.3980(13) . ? C132 C137 1.5086(14) . ? C133 C134 1.3858(16) . ? C133 H133 0.95 . ? C134 C135 1.3863(16) . ? C134 H134 0.95 . ? C135 C136 1.3916(13) . ? C135 H135 0.95 . ? C136 H136 0.95 . ? C137 H13A 0.98 . ? C137 H13B 0.98 . ? C137 H13C 0.98 . ? N11 C12 1.3252(15) . ? N11 C16 1.3264(14) . ? C12 C13 1.3824(18) . ? C12 H12 0.95 . ? C13 C14 1.3715(18) . ? C13 H13 0.95 . ? C14 C15 1.3574(18) . ? C14 H14 0.95 . ? C15 C16 1.3869(18) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? S1 C1 1.6500(10) . ? C1 N1 1.1651(12) . ? N1 Cu1 2.0000(9) 3_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 N1 Cu1 N11 99.82(3) 3_666 . ? N1 Cu1 P1 115.09(3) 3_666 . ? N11 Cu1 P1 126.65(2) . . ? N1 Cu1 S1 106.08(3) 3_666 . ? N11 Cu1 S1 99.45(4) . . ? P1 Cu1 S1 107.33(2) . . ? C121 P1 C111 104.73(5) . . ? C121 P1 C131 102.25(5) . . ? C111 P1 C131 103.15(5) . . ? C121 P1 Cu1 114.13(4) . . ? C111 P1 Cu1 113.45(4) . . ? C131 P1 Cu1 117.55(3) . . ? C116 C111 C112 118.97(8) . . ? C116 C111 P1 120.64(7) . . ? C112 C111 P1 120.23(7) . . ? C113 C112 C111 118.44(8) . . ? C113 C112 C117 118.66(8) . . ? C111 C112 C117 122.88(8) . . ? C114 C113 C112 121.93(8) . . ? C114 C113 H113 119 . . ? C112 C113 H113 119 . . ? C113 C114 C115 119.58(8) . . ? C113 C114 H114 120.2 . . ? C115 C114 H114 120.2 . . ? C116 C115 C114 119.52(9) . . ? C116 C115 H115 120.2 . . ? C114 C115 H115 120.2 . . ? C115 C116 C111 121.53(8) . . ? C115 C116 H116 119.2 . . ? C111 C116 H116 119.2 . . ? C112 C117 H11A 109.5 . . ? C112 C117 H11B 109.5 . . ? H11A C117 H11B 109.5 . . ? C112 C117 H11C 109.5 . . ? H11A C117 H11C 109.5 . . ? H11B C117 H11C 109.5 . . ? C126 C121 C122 119.42(8) . . ? C126 C121 P1 120.64(7) . . ? C122 C121 P1 119.93(7) . . ? C123 C122 C121 118.18(9) . . ? C123 C122 C127 119.17(9) . . ? C121 C122 C127 122.54(8) . . ? C124 C123 C122 121.86(10) . . ? C124 C123 H123 119.1 . . ? C122 C123 H123 119.1 . . ? C123 C124 C125 120.01(9) . . ? C123 C124 H124 120 . . ? C125 C124 H124 120 . . ? C124 C125 C126 119.27(10) . . ? C124 C125 H125 120.4 . . ? C126 C125 H125 120.4 . . ? C125 C126 C121 121.25(9) . . ? C125 C126 H126 119.4 . . ? C121 C126 H126 119.4 . . ? C122 C127 H12A 109.5 . . ? C122 C127 H12B 109.5 . . ? H12A C127 H12B 109.5 . . ? C122 C127 H12C 109.5 . . ? H12A C127 H12C 109.5 . . ? H12B C127 H12C 109.5 . . ? C136 C131 C132 119.10(8) . . ? C136 C131 P1 120.18(7) . . ? C132 C131 P1 120.71(7) . . ? C133 C132 C131 118.48(9) . . ? C133 C132 C137 118.49(9) . . ? C131 C132 C137 123.02(8) . . ? C134 C133 C132 121.97(9) . . ? C134 C133 H133 119 . . ? C132 C133 H133 119 . . ? C133 C134 C135 119.53(9) . . ? C133 C134 H134 120.2 . . ? C135 C134 H134 120.2 . . ? C134 C135 C136 119.59(10) . . ? C134 C135 H135 120.2 . . ? C136 C135 H135 120.2 . . ? C135 C136 C131 121.32(9) . . ? C135 C136 H136 119.3 . . ? C131 C136 H136 119.3 . . ? C132 C137 H13A 109.5 . . ? C132 C137 H13B 109.5 . . ? H13A C137 H13B 109.5 . . ? C132 C137 H13C 109.5 . . ? H13A C137 H13C 109.5 . . ? H13B C137 H13C 109.5 . . ? C12 N11 C16 116.03(9) . . ? C12 N11 Cu1 121.76(8) . . ? C16 N11 Cu1 121.41(7) . . ? N11 C12 C13 123.82(12) . . ? N11 C12 H12 118.1 . . ? C13 C12 H12 118.1 . . ? C14 C13 C12 119.28(12) . . ? C14 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? C15 C14 C13 117.58(10) . . ? C15 C14 H14 121.2 . . ? C13 C14 H14 121.2 . . ? C14 C15 C16 119.61(11) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? N11 C16 C15 123.61(11) . . ? N11 C16 H16 118.2 . . ? C15 C16 H16 118.2 . . ? C1 S1 Cu1 93.78(3) . . ? N1 C1 S1 178.46(9) . . ? C1 N1 Cu1 160.54(7) . 3_666 ? #===END #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_cr1 _database_code_depnum_ccdc_archive 'CCDC 781134' #TrackingRef 'cr1.cif' _audit_creation_date 2010-04-20T10:21:23-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C37 H66 Cu N P2 S' _chemical_formula_moiety 'C37 H66 Cu N P2 S' _chemical_formula_weight 682.45 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _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 13.3546(3) _cell_length_b 11.6352(6) _cell_length_c 23.1007(14) _cell_angle_alpha 90 _cell_angle_beta 92.171(3) _cell_angle_gamma 90 _cell_volume 3586.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 18964 _cell_measurement_theta_min 3.5133 _cell_measurement_theta_max 34.8728 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.264 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1480 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 -1 0.0109 -1 0 1 0.0974 -1 0 -3 0.1644 11 -7 23 0.1092 -1 -1 0 0.0169 1 1 0 0.0296 -13 1 24 0.1005 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.783 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.92522 _exptl_absorpt_correction_T_max 1 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 0.0039485558 _diffrn_orient_matrix_ub_12 0.0257039396 _diffrn_orient_matrix_ub_13 0.0278261697 _diffrn_orient_matrix_ub_21 -0.0125748553 _diffrn_orient_matrix_ub_22 -0.0531415024 _diffrn_orient_matrix_ub_23 0.0127936424 _diffrn_orient_matrix_ub_31 0.0515284186 _diffrn_orient_matrix_ub_32 -0.0150039929 _diffrn_orient_matrix_ub_33 0.0021981555 _diffrn_measurement_device_type 'Oxford Diffraction Gemini, Ruby ultra' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0448 _diffrn_reflns_av_unetI/netI 0.0647 _diffrn_reflns_number 56128 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.52 _diffrn_reflns_theta_max 34.94 _diffrn_reflns_theta_full 34 _diffrn_measured_fraction_theta_full 0.987 _diffrn_measured_fraction_theta_max 0.941 _reflns_number_total 14818 _reflns_number_gt 10096 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0435P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 14818 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0617 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0851 _refine_ls_wR_factor_gt 0.0808 _refine_ls_goodness_of_fit_ref 0.923 _refine_ls_restrained_S_all 0.923 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.138 _refine_diff_density_min -0.471 _refine_diff_density_rms 0.075 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.676487(11) 0.568435(13) 0.292817(6) 0.00954(4) Uani 1 1 d . . . P1 P 0.50751(2) 0.58153(3) 0.271578(13) 0.00878(6) Uani 1 1 d . . . C111 C 0.46783(9) 0.58615(11) 0.19343(5) 0.0112(2) Uani 1 1 d . . . H111 H 0.3931 0.5796 0.191 0.013 Uiso 1 1 calc R . . C112 C 0.49582(10) 0.69888(11) 0.16316(5) 0.0140(2) Uani 1 1 d . . . H11A H 0.466 0.7646 0.1836 0.017 Uiso 1 1 calc R . . H11B H 0.5695 0.7083 0.1652 0.017 Uiso 1 1 calc R . . C113 C 0.45840(10) 0.69945(12) 0.09962(5) 0.0172(3) Uani 1 1 d . . . H11C H 0.3842 0.6975 0.0978 0.021 Uiso 1 1 calc R . . H11D H 0.48 0.7714 0.081 0.021 Uiso 1 1 calc R . . C114 C 0.49849(11) 0.59690(13) 0.06661(6) 0.0196(3) Uani 1 1 d . . . H11E H 0.4692 0.5968 0.0266 0.024 Uiso 1 1 calc R . . H11F H 0.5722 0.6035 0.0644 0.024 Uiso 1 1 calc R . . C115 C 0.47248(11) 0.48472(13) 0.09651(6) 0.0204(3) Uani 1 1 d . . . H11G H 0.5028 0.4197 0.0758 0.025 Uiso 1 1 calc R . . H11H H 0.3989 0.4741 0.0947 0.025 Uiso 1 1 calc R . . C116 C 0.51025(11) 0.48372(12) 0.15986(6) 0.0182(3) Uani 1 1 d . . . H11I H 0.5844 0.4874 0.1616 0.022 Uiso 1 1 calc R . . H11J H 0.4899 0.411 0.1783 0.022 Uiso 1 1 calc R . . C121 C 0.43202(8) 0.46099(11) 0.30071(5) 0.0110(2) Uani 1 1 d . . . H121 H 0.4276 0.4778 0.343 0.013 Uiso 1 1 calc R . . C122 C 0.48390(9) 0.34274(11) 0.29790(6) 0.0136(2) Uani 1 1 d . . . H12A H 0.4878 0.3186 0.257 0.016 Uiso 1 1 calc R . . H12B H 0.5531 0.3489 0.3145 0.016 Uiso 1 1 calc R . . C123 C 0.42635(9) 0.25258(12) 0.33133(6) 0.0178(3) Uani 1 1 d . . . H12C H 0.4594 0.1769 0.3275 0.021 Uiso 1 1 calc R . . H12D H 0.4281 0.2732 0.3729 0.021 Uiso 1 1 calc R . . C124 C 0.31750(10) 0.24356(12) 0.30906(7) 0.0202(3) Uani 1 1 d . . . H12E H 0.3153 0.2156 0.2685 0.024 Uiso 1 1 calc R . . H12F H 0.2814 0.1875 0.3329 0.024 Uiso 1 1 calc R . . C125 C 0.26624(9) 0.36057(12) 0.31187(6) 0.0191(3) Uani 1 1 d . . . H12G H 0.263 0.3849 0.3528 0.023 Uiso 1 1 calc R . . H12H H 0.1968 0.3541 0.2957 0.023 Uiso 1 1 calc R . . C126 C 0.32271(9) 0.45174(11) 0.27788(6) 0.0150(2) Uani 1 1 d . . . H12I H 0.2892 0.5271 0.2817 0.018 Uiso 1 1 calc R . . H12J H 0.3212 0.4309 0.2363 0.018 Uiso 1 1 calc R . . C131 C 0.44155(9) 0.71200(11) 0.29840(5) 0.0108(2) Uani 1 1 d . . . H131 H 0.3856 0.7299 0.2698 0.013 Uiso 1 1 calc R . . C132 C 0.39578(10) 0.69965(11) 0.35820(5) 0.0148(2) Uani 1 1 d . . . H13A H 0.3482 0.6343 0.3575 0.018 Uiso 1 1 calc R . . H13B H 0.4496 0.683 0.3877 0.018 Uiso 1 1 calc R . . C133 C 0.34077(10) 0.80988(13) 0.37483(6) 0.0196(3) Uani 1 1 d . . . H13C H 0.2842 0.8236 0.3467 0.024 Uiso 1 1 calc R . . H13D H 0.3129 0.8002 0.4136 0.024 Uiso 1 1 calc R . . C134 C 0.41065(12) 0.91362(12) 0.37556(6) 0.0231(3) Uani 1 1 d . . . H13E H 0.4623 0.9044 0.4071 0.028 Uiso 1 1 calc R . . H13F H 0.3718 0.984 0.3835 0.028 Uiso 1 1 calc R . . C135 C 0.46162(11) 0.92675(12) 0.31774(6) 0.0194(3) Uani 1 1 d . . . H13G H 0.4109 0.9487 0.2874 0.023 Uiso 1 1 calc R . . H13H H 0.5119 0.9892 0.321 0.023 Uiso 1 1 calc R . . C136 C 0.51327(9) 0.81568(11) 0.29985(5) 0.0138(2) Uani 1 1 d . . . H13I H 0.5701 0.7997 0.3274 0.017 Uiso 1 1 calc R . . H13J H 0.5407 0.8261 0.261 0.017 Uiso 1 1 calc R . . P2 P 0.75160(2) 0.59522(3) 0.382996(13) 0.00936(6) Uani 1 1 d . . . C211 C 0.88986(9) 0.61150(12) 0.38190(6) 0.0158(3) Uani 1 1 d . . . H211 H 0.9008 0.6903 0.3661 0.019 Uiso 1 1 calc R . . C212 C 0.94644(9) 0.61062(14) 0.44090(6) 0.0203(3) Uani 1 1 d . . . H21A H 0.9162 0.6681 0.4666 0.024 Uiso 1 1 calc R . . H21B H 0.9394 0.5341 0.459 0.024 Uiso 1 1 calc R . . C213 C 1.05783(10) 0.63778(16) 0.43535(7) 0.0288(4) Uani 1 1 d . . . H21C H 1.0653 0.7186 0.4228 0.035 Uiso 1 1 calc R . . H21D H 1.0926 0.6294 0.4737 0.035 Uiso 1 1 calc R . . C214 C 1.10627(10) 0.56008(15) 0.39271(7) 0.0269(3) Uani 1 1 d . . . H21E H 1.1071 0.4804 0.4078 0.032 Uiso 1 1 calc R . . H21F H 1.1765 0.5845 0.388 0.032 Uiso 1 1 calc R . . C215 C 1.04999(10) 0.56289(15) 0.33380(7) 0.0257(3) Uani 1 1 d . . . H21G H 1.0815 0.5081 0.3072 0.031 Uiso 1 1 calc R . . H21H H 1.0548 0.6408 0.3169 0.031 Uiso 1 1 calc R . . C216 C 0.93899(10) 0.53104(13) 0.33968(6) 0.0202(3) Uani 1 1 d . . . H21I H 0.9036 0.5362 0.3013 0.024 Uiso 1 1 calc R . . H21J H 0.9338 0.4509 0.3536 0.024 Uiso 1 1 calc R . . C221 C 0.70856(9) 0.72657(11) 0.42190(5) 0.0113(2) Uani 1 1 d . . . H221 H 0.635 0.7319 0.4125 0.014 Uiso 1 1 calc R . . C222 C 0.71851(10) 0.73061(11) 0.48863(5) 0.0153(2) Uani 1 1 d . . . H22A H 0.6852 0.6626 0.505 0.018 Uiso 1 1 calc R . . H22B H 0.7903 0.7281 0.501 0.018 Uiso 1 1 calc R . . C223 C 0.67078(11) 0.84042(12) 0.51183(6) 0.0186(3) Uani 1 1 d . . . H22C H 0.5978 0.8393 0.5025 0.022 Uiso 1 1 calc R . . H22D H 0.6805 0.8428 0.5545 0.022 Uiso 1 1 calc R . . C224 C 0.71690(11) 0.94810(12) 0.48562(6) 0.0204(3) Uani 1 1 d . . . H22E H 0.6826 1.0172 0.5001 0.025 Uiso 1 1 calc R . . H22F H 0.7886 0.9531 0.498 0.025 Uiso 1 1 calc R . . C225 C 0.70727(11) 0.94511(11) 0.41954(6) 0.0185(3) Uani 1 1 d . . . H22G H 0.7411 1.0131 0.4035 0.022 Uiso 1 1 calc R . . H22H H 0.6356 0.9485 0.4071 0.022 Uiso 1 1 calc R . . C226 C 0.75410(10) 0.83560(11) 0.39594(6) 0.0147(2) Uani 1 1 d . . . H22I H 0.8272 0.8366 0.4049 0.018 Uiso 1 1 calc R . . H22J H 0.7438 0.8338 0.3533 0.018 Uiso 1 1 calc R . . C231 C 0.72429(9) 0.47859(11) 0.43485(5) 0.0106(2) Uani 1 1 d . . . H231 H 0.7505 0.5016 0.4743 0.013 Uiso 1 1 calc R . . C232 C 0.60913(9) 0.46741(11) 0.43600(6) 0.0132(2) Uani 1 1 d . . . H23A H 0.5808 0.5406 0.4498 0.016 Uiso 1 1 calc R . . H23B H 0.5821 0.454 0.3961 0.016 Uiso 1 1 calc R . . C233 C 0.57551(10) 0.37003(12) 0.47479(6) 0.0179(3) Uani 1 1 d . . . H23C H 0.5016 0.3635 0.4718 0.021 Uiso 1 1 calc R . . H23D H 0.5951 0.3879 0.5156 0.021 Uiso 1 1 calc R . . C234 C 0.62209(10) 0.25592(12) 0.45788(6) 0.0189(3) Uani 1 1 d . . . H23E H 0.5971 0.2338 0.4186 0.023 Uiso 1 1 calc R . . H23F H 0.6023 0.1953 0.4852 0.023 Uiso 1 1 calc R . . C235 C 0.73614(9) 0.26616(11) 0.45895(6) 0.0166(3) Uani 1 1 d . . . H23G H 0.7653 0.1923 0.4466 0.02 Uiso 1 1 calc R . . H23H H 0.7611 0.2819 0.4991 0.02 Uiso 1 1 calc R . . C236 C 0.77066(9) 0.36224(11) 0.41906(6) 0.0131(2) Uani 1 1 d . . . H23I H 0.7512 0.3429 0.3784 0.016 Uiso 1 1 calc R . . H23J H 0.8446 0.3682 0.4221 0.016 Uiso 1 1 calc R . . S1 S 0.77180(2) 0.67120(3) 0.221843(15) 0.01585(7) Uani 1 1 d . . . C1 C 0.77115(9) 0.81183(11) 0.23239(5) 0.0118(2) Uani 1 1 d . . . N1 N 0.77528(8) 0.91106(9) 0.23648(5) 0.0140(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.00992(7) 0.00936(7) 0.00929(7) -0.00042(5) -0.00045(5) 0.00007(5) P1 0.00895(12) 0.00894(14) 0.00838(13) -0.00019(11) -0.00040(10) 0.00059(11) C111 0.0120(5) 0.0133(6) 0.0083(5) -0.0006(4) -0.0008(4) 0.0014(4) C112 0.0174(6) 0.0141(6) 0.0105(6) 0.0013(5) -0.0002(4) -0.0005(5) C113 0.0204(6) 0.0196(7) 0.0115(6) 0.0029(5) -0.0018(5) 0.0013(5) C114 0.0247(7) 0.0252(7) 0.0089(6) -0.0007(5) 0.0009(5) 0.0004(6) C115 0.0318(7) 0.0189(7) 0.0104(6) -0.0039(5) -0.0014(5) 0.0019(6) C116 0.0273(7) 0.0155(6) 0.0117(6) -0.0025(5) -0.0013(5) 0.0044(5) C121 0.0094(5) 0.0115(6) 0.0119(6) 0.0001(4) -0.0002(4) -0.0004(4) C122 0.0134(5) 0.0104(6) 0.0171(6) 0.0002(5) 0.0011(5) 0.0000(4) C123 0.0165(6) 0.0125(6) 0.0244(7) 0.0039(5) 0.0009(5) -0.0019(5) C124 0.0169(6) 0.0171(7) 0.0266(7) 0.0010(5) -0.0001(5) -0.0072(5) C125 0.0116(6) 0.0202(7) 0.0254(7) 0.0022(6) 0.0002(5) -0.0038(5) C126 0.0108(5) 0.0156(6) 0.0184(6) 0.0007(5) -0.0024(5) -0.0015(5) C131 0.0124(5) 0.0112(6) 0.0089(5) -0.0006(4) -0.0003(4) 0.0026(4) C132 0.0165(6) 0.0147(6) 0.0132(6) -0.0004(5) 0.0023(5) 0.0017(5) C133 0.0221(7) 0.0212(7) 0.0158(6) -0.0024(5) 0.0053(5) 0.0078(6) C134 0.0347(8) 0.0166(7) 0.0182(7) -0.0059(5) 0.0042(6) 0.0054(6) C135 0.0305(7) 0.0115(6) 0.0164(6) -0.0023(5) 0.0013(5) 0.0036(6) C136 0.0192(6) 0.0101(6) 0.0120(6) -0.0012(4) 0.0005(5) 0.0003(5) P2 0.00903(13) 0.01063(15) 0.00837(14) -0.00052(11) -0.00027(10) -0.00038(11) C211 0.0102(5) 0.0225(7) 0.0147(6) -0.0008(5) 0.0006(4) -0.0026(5) C212 0.0125(6) 0.0331(8) 0.0150(6) -0.0061(6) -0.0017(5) -0.0015(6) C213 0.0131(6) 0.0405(10) 0.0326(9) -0.0075(7) -0.0042(6) -0.0037(6) C214 0.0119(6) 0.0358(9) 0.0330(9) -0.0021(7) 0.0014(6) 0.0014(6) C215 0.0145(6) 0.0397(9) 0.0233(7) -0.0020(7) 0.0052(5) 0.0044(6) C216 0.0173(6) 0.0245(7) 0.0187(7) -0.0034(6) 0.0014(5) 0.0021(5) C221 0.0138(5) 0.0098(5) 0.0103(6) -0.0012(4) 0.0001(4) -0.0012(4) C222 0.0219(6) 0.0134(6) 0.0105(6) -0.0018(5) 0.0012(5) -0.0007(5) C223 0.0280(7) 0.0132(6) 0.0149(6) -0.0028(5) 0.0038(5) 0.0015(5) C224 0.0308(7) 0.0128(6) 0.0178(7) -0.0041(5) 0.0016(5) -0.0013(5) C225 0.0267(7) 0.0108(6) 0.0180(7) -0.0005(5) 0.0008(5) -0.0020(5) C226 0.0181(6) 0.0133(6) 0.0127(6) 0.0003(5) 0.0011(5) -0.0032(5) C231 0.0126(5) 0.0109(5) 0.0083(5) -0.0005(4) -0.0004(4) 0.0003(4) C232 0.0112(5) 0.0126(6) 0.0159(6) 0.0014(5) 0.0014(4) 0.0013(4) C233 0.0152(6) 0.0189(7) 0.0199(7) 0.0039(5) 0.0048(5) -0.0012(5) C234 0.0154(6) 0.0143(6) 0.0268(7) 0.0061(5) -0.0007(5) -0.0021(5) C235 0.0156(6) 0.0118(6) 0.0221(7) 0.0039(5) -0.0023(5) -0.0002(5) C236 0.0122(5) 0.0124(6) 0.0146(6) -0.0001(5) -0.0001(4) 0.0013(4) S1 0.01997(15) 0.00981(14) 0.01827(16) 0.00151(12) 0.00715(12) -0.00077(12) C1 0.0100(5) 0.0146(6) 0.0109(6) 0.0027(4) 0.0021(4) 0.0000(4) N1 0.0148(5) 0.0136(5) 0.0136(5) 0.0024(4) 0.0012(4) -0.0007(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 2.0637(11) 2_645 ? Cu1 P1 2.2962(3) . ? Cu1 P2 2.2989(4) . ? Cu1 S1 2.4282(4) . ? P1 C111 1.8628(12) . ? P1 C121 1.8674(12) . ? P1 C131 1.8724(12) . ? C111 C112 1.5393(17) . ? C111 C116 1.5414(17) . ? C111 H111 1 . ? C112 C113 1.5325(18) . ? C112 H11A 0.99 . ? C112 H11B 0.99 . ? C113 C114 1.5240(19) . ? C113 H11C 0.99 . ? C113 H11D 0.99 . ? C114 C115 1.523(2) . ? C114 H11E 0.99 . ? C114 H11F 0.99 . ? C115 C116 1.5299(19) . ? C115 H11G 0.99 . ? C115 H11H 0.99 . ? C116 H11I 0.99 . ? C116 H11J 0.99 . ? C121 C126 1.5371(16) . ? C121 C122 1.5429(17) . ? C121 H121 1 . ? C122 C123 1.5273(17) . ? C122 H12A 0.99 . ? C122 H12B 0.99 . ? C123 C124 1.5271(18) . ? C123 H12C 0.99 . ? C123 H12D 0.99 . ? C124 C125 1.526(2) . ? C124 H12E 0.99 . ? C124 H12F 0.99 . ? C125 C126 1.5348(18) . ? C125 H12G 0.99 . ? C125 H12H 0.99 . ? C126 H12I 0.99 . ? C126 H12J 0.99 . ? C131 C132 1.5382(17) . ? C131 C136 1.5399(17) . ? C131 H131 1 . ? C132 C133 1.5343(18) . ? C132 H13A 0.99 . ? C132 H13B 0.99 . ? C133 C134 1.525(2) . ? C133 H13C 0.99 . ? C133 H13D 0.99 . ? C134 C135 1.5296(19) . ? C134 H13E 0.99 . ? C134 H13F 0.99 . ? C135 C136 1.5291(18) . ? C135 H13G 0.99 . ? C135 H13H 0.99 . ? C136 H13I 0.99 . ? C136 H13J 0.99 . ? P2 C231 1.8553(12) . ? P2 C211 1.8572(12) . ? P2 C221 1.8742(12) . ? C211 C216 1.5186(19) . ? C211 C212 1.5332(19) . ? C211 H211 1 . ? C212 C213 1.5308(19) . ? C212 H21A 0.99 . ? C212 H21B 0.99 . ? C213 C214 1.501(2) . ? C213 H21C 0.99 . ? C213 H21D 0.99 . ? C214 C215 1.530(2) . ? C214 H21E 0.99 . ? C214 H21F 0.99 . ? C215 C216 1.5390(19) . ? C215 H21G 0.99 . ? C215 H21H 0.99 . ? C216 H21I 0.99 . ? C216 H21J 0.99 . ? C221 C226 1.5383(17) . ? C221 C222 1.5429(18) . ? C221 H221 1 . ? C222 C223 1.5335(18) . ? C222 H22A 0.99 . ? C222 H22B 0.99 . ? C223 C224 1.5311(19) . ? C223 H22C 0.99 . ? C223 H22D 0.99 . ? C224 C225 1.5274(19) . ? C224 H22E 0.99 . ? C224 H22F 0.99 . ? C225 C226 1.5289(18) . ? C225 H22G 0.99 . ? C225 H22H 0.99 . ? C226 H22I 0.99 . ? C226 H22J 0.99 . ? C231 C236 1.5383(17) . ? C231 C232 1.5447(16) . ? C231 H231 1 . ? C232 C233 1.5228(18) . ? C232 H23A 0.99 . ? C232 H23B 0.99 . ? C233 C234 1.5234(19) . ? C233 H23C 0.99 . ? C233 H23D 0.99 . ? C234 C235 1.5270(18) . ? C234 H23E 0.99 . ? C234 H23F 0.99 . ? C235 C236 1.5308(18) . ? C235 H23G 0.99 . ? C235 H23H 0.99 . ? C236 H23I 0.99 . ? C236 H23J 0.99 . ? S1 C1 1.6543(13) . ? C1 N1 1.1595(16) . ? N1 Cu1 2.0637(11) 2_655 ? 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 N1 Cu1 P1 107.77(3) 2_645 . ? N1 Cu1 P2 106.65(3) 2_645 . ? P1 Cu1 P2 125.184(13) . . ? N1 Cu1 S1 92.15(3) 2_645 . ? P1 Cu1 S1 111.046(13) . . ? P2 Cu1 S1 108.857(13) . . ? C111 P1 C121 103.49(6) . . ? C111 P1 C131 100.21(5) . . ? C121 P1 C131 102.85(5) . . ? C111 P1 Cu1 116.75(4) . . ? C121 P1 Cu1 114.38(4) . . ? C131 P1 Cu1 117.00(4) . . ? C112 C111 C116 109.27(10) . . ? C112 C111 P1 113.57(8) . . ? C116 C111 P1 111.64(8) . . ? C112 C111 H111 107.4 . . ? C116 C111 H111 107.4 . . ? P1 C111 H111 107.4 . . ? C113 C112 C111 111.27(11) . . ? C113 C112 H11A 109.4 . . ? C111 C112 H11A 109.4 . . ? C113 C112 H11B 109.4 . . ? C111 C112 H11B 109.4 . . ? H11A C112 H11B 108 . . ? C114 C113 C112 111.58(11) . . ? C114 C113 H11C 109.3 . . ? C112 C113 H11C 109.3 . . ? C114 C113 H11D 109.3 . . ? C112 C113 H11D 109.3 . . ? H11C C113 H11D 108 . . ? C115 C114 C113 110.71(11) . . ? C115 C114 H11E 109.5 . . ? C113 C114 H11E 109.5 . . ? C115 C114 H11F 109.5 . . ? C113 C114 H11F 109.5 . . ? H11E C114 H11F 108.1 . . ? C114 C115 C116 111.57(12) . . ? C114 C115 H11G 109.3 . . ? C116 C115 H11G 109.3 . . ? C114 C115 H11H 109.3 . . ? C116 C115 H11H 109.3 . . ? H11G C115 H11H 108 . . ? C115 C116 C111 111.18(11) . . ? C115 C116 H11I 109.4 . . ? C111 C116 H11I 109.4 . . ? C115 C116 H11J 109.4 . . ? C111 C116 H11J 109.4 . . ? H11I C116 H11J 108 . . ? C126 C121 C122 110.20(10) . . ? C126 C121 P1 116.59(9) . . ? C122 C121 P1 113.90(8) . . ? C126 C121 H121 105 . . ? C122 C121 H121 105 . . ? P1 C121 H121 105 . . ? C123 C122 C121 110.84(10) . . ? C123 C122 H12A 109.5 . . ? C121 C122 H12A 109.5 . . ? C123 C122 H12B 109.5 . . ? C121 C122 H12B 109.5 . . ? H12A C122 H12B 108.1 . . ? C124 C123 C122 111.57(11) . . ? C124 C123 H12C 109.3 . . ? C122 C123 H12C 109.3 . . ? C124 C123 H12D 109.3 . . ? C122 C123 H12D 109.3 . . ? H12C C123 H12D 108 . . ? C125 C124 C123 110.31(11) . . ? C125 C124 H12E 109.6 . . ? C123 C124 H12E 109.6 . . ? C125 C124 H12F 109.6 . . ? C123 C124 H12F 109.6 . . ? H12E C124 H12F 108.1 . . ? C124 C125 C126 111.39(11) . . ? C124 C125 H12G 109.3 . . ? C126 C125 H12G 109.3 . . ? C124 C125 H12H 109.3 . . ? C126 C125 H12H 109.3 . . ? H12G C125 H12H 108 . . ? C125 C126 C121 110.58(10) . . ? C125 C126 H12I 109.5 . . ? C121 C126 H12I 109.5 . . ? C125 C126 H12J 109.5 . . ? C121 C126 H12J 109.5 . . ? H12I C126 H12J 108.1 . . ? C132 C131 C136 108.76(10) . . ? C132 C131 P1 115.43(9) . . ? C136 C131 P1 110.02(8) . . ? C132 C131 H131 107.4 . . ? C136 C131 H131 107.4 . . ? P1 C131 H131 107.4 . . ? C133 C132 C131 110.93(11) . . ? C133 C132 H13A 109.5 . . ? C131 C132 H13A 109.5 . . ? C133 C132 H13B 109.5 . . ? C131 C132 H13B 109.5 . . ? H13A C132 H13B 108 . . ? C134 C133 C132 111.45(11) . . ? C134 C133 H13C 109.3 . . ? C132 C133 H13C 109.3 . . ? C134 C133 H13D 109.3 . . ? C132 C133 H13D 109.3 . . ? H13C C133 H13D 108 . . ? C133 C134 C135 111.21(11) . . ? C133 C134 H13E 109.4 . . ? C135 C134 H13E 109.4 . . ? C133 C134 H13F 109.4 . . ? C135 C134 H13F 109.4 . . ? H13E C134 H13F 108 . . ? C136 C135 C134 111.82(11) . . ? C136 C135 H13G 109.3 . . ? C134 C135 H13G 109.3 . . ? C136 C135 H13H 109.3 . . ? C134 C135 H13H 109.3 . . ? H13G C135 H13H 107.9 . . ? C135 C136 C131 112.42(10) . . ? C135 C136 H13I 109.1 . . ? C131 C136 H13I 109.1 . . ? C135 C136 H13J 109.1 . . ? C131 C136 H13J 109.1 . . ? H13I C136 H13J 107.9 . . ? C231 P2 C211 107.65(6) . . ? C231 P2 C221 102.44(5) . . ? C211 P2 C221 104.27(6) . . ? C231 P2 Cu1 113.34(4) . . ? C211 P2 Cu1 113.66(4) . . ? C221 P2 Cu1 114.45(4) . . ? C216 C211 C212 110.88(11) . . ? C216 C211 P2 113.57(9) . . ? C212 C211 P2 116.35(9) . . ? C216 C211 H211 104.9 . . ? C212 C211 H211 104.9 . . ? P2 C211 H211 104.9 . . ? C213 C212 C211 111.83(11) . . ? C213 C212 H21A 109.2 . . ? C211 C212 H21A 109.2 . . ? C213 C212 H21B 109.2 . . ? C211 C212 H21B 109.2 . . ? H21A C212 H21B 107.9 . . ? C214 C213 C212 112.01(13) . . ? C214 C213 H21C 109.2 . . ? C212 C213 H21C 109.2 . . ? C214 C213 H21D 109.2 . . ? C212 C213 H21D 109.2 . . ? H21C C213 H21D 107.9 . . ? C213 C214 C215 111.18(12) . . ? C213 C214 H21E 109.4 . . ? C215 C214 H21E 109.4 . . ? C213 C214 H21F 109.4 . . ? C215 C214 H21F 109.4 . . ? H21E C214 H21F 108 . . ? C214 C215 C216 111.03(12) . . ? C214 C215 H21G 109.4 . . ? C216 C215 H21G 109.4 . . ? C214 C215 H21H 109.4 . . ? C216 C215 H21H 109.4 . . ? H21G C215 H21H 108 . . ? C211 C216 C215 110.44(12) . . ? C211 C216 H21I 109.6 . . ? C215 C216 H21I 109.6 . . ? C211 C216 H21J 109.6 . . ? C215 C216 H21J 109.6 . . ? H21I C216 H21J 108.1 . . ? C226 C221 C222 110.12(10) . . ? C226 C221 P2 110.65(8) . . ? C222 C221 P2 119.18(9) . . ? C226 C221 H221 105.2 . . ? C222 C221 H221 105.2 . . ? P2 C221 H221 105.2 . . ? C223 C222 C221 110.69(11) . . ? C223 C222 H22A 109.5 . . ? C221 C222 H22A 109.5 . . ? C223 C222 H22B 109.5 . . ? C221 C222 H22B 109.5 . . ? H22A C222 H22B 108.1 . . ? C224 C223 C222 111.40(11) . . ? C224 C223 H22C 109.3 . . ? C222 C223 H22C 109.3 . . ? C224 C223 H22D 109.3 . . ? C222 C223 H22D 109.3 . . ? H22C C223 H22D 108 . . ? C225 C224 C223 110.89(11) . . ? C225 C224 H22E 109.5 . . ? C223 C224 H22E 109.5 . . ? C225 C224 H22F 109.5 . . ? C223 C224 H22F 109.5 . . ? H22E C224 H22F 108 . . ? C224 C225 C226 110.81(11) . . ? C224 C225 H22G 109.5 . . ? C226 C225 H22G 109.5 . . ? C224 C225 H22H 109.5 . . ? C226 C225 H22H 109.5 . . ? H22G C225 H22H 108.1 . . ? C225 C226 C221 112.04(10) . . ? C225 C226 H22I 109.2 . . ? C221 C226 H22I 109.2 . . ? C225 C226 H22J 109.2 . . ? C221 C226 H22J 109.2 . . ? H22I C226 H22J 107.9 . . ? C236 C231 C232 109.87(10) . . ? C236 C231 P2 113.57(8) . . ? C232 C231 P2 107.03(8) . . ? C236 C231 H231 108.8 . . ? C232 C231 H231 108.8 . . ? P2 C231 H231 108.8 . . ? C233 C232 C231 112.87(10) . . ? C233 C232 H23A 109 . . ? C231 C232 H23A 109 . . ? C233 C232 H23B 109 . . ? C231 C232 H23B 109 . . ? H23A C232 H23B 107.8 . . ? C232 C233 C234 111.42(11) . . ? C232 C233 H23C 109.3 . . ? C234 C233 H23C 109.3 . . ? C232 C233 H23D 109.3 . . ? C234 C233 H23D 109.3 . . ? H23C C233 H23D 108 . . ? C233 C234 C235 110.16(11) . . ? C233 C234 H23E 109.6 . . ? C235 C234 H23E 109.6 . . ? C233 C234 H23F 109.6 . . ? C235 C234 H23F 109.6 . . ? H23E C234 H23F 108.1 . . ? C234 C235 C236 111.73(11) . . ? C234 C235 H23G 109.3 . . ? C236 C235 H23G 109.3 . . ? C234 C235 H23H 109.3 . . ? C236 C235 H23H 109.3 . . ? H23G C235 H23H 107.9 . . ? C235 C236 C231 111.52(10) . . ? C235 C236 H23I 109.3 . . ? C231 C236 H23I 109.3 . . ? C235 C236 H23J 109.3 . . ? C231 C236 H23J 109.3 . . ? H23I C236 H23J 108 . . ? C1 S1 Cu1 112.44(4) . . ? N1 C1 S1 175.06(12) . . ? C1 N1 Cu1 150.61(10) . 2_655 ? #===END #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_cpots _database_code_depnum_ccdc_archive 'CCDC 796280' #TrackingRef 'cpots.cif' _audit_creation_date 2010-07-16T15:11:24-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C48 H48 Cu2 N4 P2 S2' _chemical_formula_moiety 'C48 H48 Cu2 N4 P2 S2' _chemical_formula_weight 934.04 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _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 9.3118(2) _cell_length_b 17.5977(4) _cell_length_c 13.3941(4) _cell_angle_alpha 90 _cell_angle_beta 101.068(3) _cell_angle_gamma 90 _cell_volume 2154.02(9) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 10520 _cell_measurement_theta_min 3.6319 _cell_measurement_theta_max 33.4242 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.11 _exptl_crystal_density_diffrn 1.44 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 -1 0.0815 -1 0 1 0.0469 -1 0 0 0.0365 0 0 1 0.1324 0 0 -1 0.0631 0 -1 0 0.057 0 1 0 0.0496 2 -24 1 0.0716 7 -20 4 0.1375 7 19 4 0.148 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.198 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.801 _exptl_absorpt_correction_T_max 0.891 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4738 _diffrn_orient_matrix_ub_11 -0.0246332323 _diffrn_orient_matrix_ub_12 0.0133105175 _diffrn_orient_matrix_ub_13 0.04359274 _diffrn_orient_matrix_ub_21 0.011605905 _diffrn_orient_matrix_ub_22 0.0378701899 _diffrn_orient_matrix_ub_23 -0.0142688652 _diffrn_orient_matrix_ub_31 -0.0724263097 _diffrn_orient_matrix_ub_32 0.0015052826 _diffrn_orient_matrix_ub_33 -0.0280771132 _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur, Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0429 _diffrn_reflns_av_unetI/netI 0.0635 _diffrn_reflns_number 27484 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.64 _diffrn_reflns_theta_max 33.52 _diffrn_reflns_theta_full 32.25 _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.941 _reflns_number_total 7971 _reflns_number_gt 5502 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0348P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 7971 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0553 _refine_ls_R_factor_gt 0.0316 _refine_ls_wR_factor_ref 0.0696 _refine_ls_wR_factor_gt 0.0667 _refine_ls_goodness_of_fit_ref 0.907 _refine_ls_restrained_S_all 0.907 _refine_ls_shift/su_max 0.02 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.556 _refine_diff_density_min -0.445 _refine_diff_density_rms 0.076 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.226875(18) 0.573050(10) 0.605704(13) 0.01331(5) Uani 1 1 d . . . P1 P 0.32709(4) 0.54304(2) 0.76897(3) 0.01062(7) Uani 1 1 d . . . C11 C 0.52318(14) 0.56711(8) 0.80247(10) 0.0115(2) Uani 1 1 d . . . C12 C 0.61833(15) 0.54618(8) 0.73661(10) 0.0132(3) Uani 1 1 d . . . C13 C 0.76276(14) 0.57237(8) 0.75817(11) 0.0153(3) Uani 1 1 d . . . H13 H 0.8264 0.5601 0.7129 0.018 Uiso 1 1 calc R . . C14 C 0.81571(15) 0.61574(8) 0.84379(12) 0.0175(3) Uani 1 1 d . . . H14 H 0.9139 0.6334 0.8563 0.021 Uiso 1 1 calc R . . C15 C 0.72378(16) 0.63318(8) 0.91133(11) 0.0170(3) Uani 1 1 d . . . H15 H 0.76 0.6612 0.9716 0.02 Uiso 1 1 calc R . . C16 C 0.57883(15) 0.60941(8) 0.89009(11) 0.0142(3) Uani 1 1 d . . . H16 H 0.5162 0.6221 0.9358 0.017 Uiso 1 1 calc R . . C17 C 0.57537(16) 0.49235(8) 0.64825(11) 0.0158(3) Uani 1 1 d . . . H17A H 0.6286 0.5056 0.5943 0.024 Uiso 1 1 calc R . . H17B H 0.4699 0.4963 0.622 0.024 Uiso 1 1 calc R . . H17C H 0.5997 0.4402 0.671 0.024 Uiso 1 1 calc R . . C21 C 0.25045(14) 0.58766(7) 0.87141(10) 0.0117(3) Uani 1 1 d . . . C22 C 0.22874(14) 0.66751(8) 0.87254(11) 0.0134(3) Uani 1 1 d . . . C23 C 0.17133(15) 0.69878(8) 0.95246(11) 0.0165(3) Uani 1 1 d . . . H23 H 0.1572 0.7522 0.9545 0.02 Uiso 1 1 calc R . . C24 C 0.13424(16) 0.65369(9) 1.02916(11) 0.0190(3) Uani 1 1 d . . . H24 H 0.095 0.6763 1.0825 0.023 Uiso 1 1 calc R . . C25 C 0.15479(16) 0.57551(9) 1.02741(11) 0.0181(3) Uani 1 1 d . . . H25 H 0.1297 0.5444 1.0794 0.022 Uiso 1 1 calc R . . C26 C 0.21254(15) 0.54313(8) 0.94876(11) 0.0148(3) Uani 1 1 d . . . H26 H 0.2264 0.4897 0.9477 0.018 Uiso 1 1 calc R . . C27 C 0.26723(16) 0.71946(8) 0.79178(11) 0.0179(3) Uani 1 1 d . . . H27A H 0.2502 0.7724 0.8092 0.027 Uiso 1 1 calc R . . H27B H 0.2059 0.7071 0.7258 0.027 Uiso 1 1 calc R . . H27C H 0.3705 0.7127 0.788 0.027 Uiso 1 1 calc R . . C31 C 0.32345(15) 0.43994(7) 0.79372(10) 0.0123(3) Uani 1 1 d . . . C32 C 0.19370(15) 0.39734(8) 0.76365(11) 0.0144(3) Uani 1 1 d . . . C33 C 0.20205(17) 0.31813(8) 0.76966(12) 0.0191(3) Uani 1 1 d . . . H33 H 0.1157 0.289 0.7484 0.023 Uiso 1 1 calc R . . C34 C 0.33305(17) 0.28075(8) 0.80578(11) 0.0193(3) Uani 1 1 d . . . H34 H 0.3363 0.2268 0.8071 0.023 Uiso 1 1 calc R . . C35 C 0.45897(16) 0.32256(8) 0.83984(11) 0.0173(3) Uani 1 1 d . . . H35 H 0.5483 0.2975 0.8671 0.021 Uiso 1 1 calc R . . C36 C 0.45360(15) 0.40163(8) 0.83373(11) 0.0147(3) Uani 1 1 d . . . H36 H 0.5401 0.4301 0.8572 0.018 Uiso 1 1 calc R . . C37 C 0.04620(15) 0.43426(9) 0.72904(12) 0.0180(3) Uani 1 1 d . . . H37A H -0.0162 0.4008 0.6807 0.027 Uiso 1 1 calc R . . H37B H 0.0588 0.4828 0.696 0.027 Uiso 1 1 calc R . . H37C H 0.0003 0.4431 0.788 0.027 Uiso 1 1 calc R . . S1 S -0.00079(4) 0.64099(2) 0.57403(3) 0.01653(8) Uani 1 1 d . . . C1 C -0.10408(15) 0.57055(8) 0.51793(10) 0.0135(3) Uani 1 1 d . . . N1 N -0.17682(13) 0.52086(7) 0.48007(9) 0.0154(2) Uani 1 1 d . . . N101 N 0.37141(13) 0.63479(7) 0.54133(9) 0.0165(2) Uani 1 1 d . . . C101 C 0.46580(15) 0.65620(8) 0.50540(11) 0.0144(3) Uani 1 1 d . . . C102 C 0.58645(16) 0.68274(9) 0.45876(12) 0.0201(3) Uani 1 1 d . . . H10A H 0.5981 0.6484 0.4032 0.03 Uiso 1 1 calc R . . H10B H 0.677 0.6834 0.51 0.03 Uiso 1 1 calc R . . H10C H 0.5651 0.7341 0.4318 0.03 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 Cu1 0.01296(8) 0.01370(8) 0.01301(8) -0.00033(7) 0.00184(6) -0.00160(7) P1 0.01062(16) 0.00981(15) 0.01160(16) -0.00082(13) 0.00253(13) -0.00028(13) C11 0.0109(6) 0.0102(6) 0.0133(6) 0.0009(5) 0.0016(5) 0.0004(5) C12 0.0142(6) 0.0108(6) 0.0145(7) 0.0021(5) 0.0026(5) 0.0010(5) C13 0.0112(6) 0.0163(7) 0.0191(7) 0.0041(6) 0.0044(5) 0.0032(5) C14 0.0119(6) 0.0148(7) 0.0243(8) 0.0037(6) -0.0001(6) -0.0007(5) C15 0.0171(7) 0.0128(6) 0.0185(7) -0.0011(5) -0.0030(6) -0.0003(6) C16 0.0158(6) 0.0128(6) 0.0139(7) -0.0011(5) 0.0025(5) 0.0017(5) C17 0.0167(7) 0.0161(7) 0.0157(7) -0.0020(5) 0.0055(6) 0.0003(5) C21 0.0101(6) 0.0118(6) 0.0126(6) -0.0011(5) 0.0011(5) 0.0005(5) C22 0.0097(6) 0.0134(6) 0.0163(7) -0.0016(5) 0.0004(5) -0.0010(5) C23 0.0133(6) 0.0155(7) 0.0197(7) -0.0064(6) 0.0010(6) 0.0011(5) C24 0.0154(7) 0.0249(8) 0.0172(7) -0.0079(6) 0.0044(6) -0.0005(6) C25 0.0184(7) 0.0222(7) 0.0148(7) 0.0005(6) 0.0058(6) -0.0010(6) C26 0.0150(6) 0.0146(6) 0.0152(7) 0.0003(5) 0.0036(5) 0.0009(5) C27 0.0197(7) 0.0119(6) 0.0210(7) -0.0010(6) 0.0015(6) -0.0008(6) C31 0.0160(6) 0.0106(6) 0.0110(6) -0.0010(5) 0.0043(5) 0.0002(5) C32 0.0157(6) 0.0146(6) 0.0132(7) -0.0008(5) 0.0036(5) -0.0016(5) C33 0.0228(7) 0.0147(7) 0.0198(7) -0.0005(6) 0.0040(6) -0.0061(6) C34 0.0286(8) 0.0099(6) 0.0192(7) -0.0007(5) 0.0042(6) -0.0011(6) C35 0.0212(7) 0.0152(7) 0.0153(7) 0.0012(5) 0.0026(6) 0.0040(6) C36 0.0155(7) 0.0142(6) 0.0146(7) 0.0002(5) 0.0032(5) 0.0003(5) C37 0.0134(6) 0.0189(7) 0.0216(7) 0.0015(6) 0.0032(6) -0.0016(6) S1 0.01330(16) 0.01207(16) 0.02355(19) -0.00226(14) 0.00185(14) -0.00135(13) C1 0.0116(6) 0.0147(6) 0.0146(6) 0.0026(5) 0.0040(5) 0.0034(5) N1 0.0129(5) 0.0169(6) 0.0163(6) -0.0003(5) 0.0029(5) 0.0011(5) N101 0.0181(6) 0.0146(6) 0.0164(6) 0.0007(5) 0.0023(5) -0.0002(5) C101 0.0157(6) 0.0112(6) 0.0153(7) 0.0007(5) 0.0001(5) 0.0018(5) C102 0.0207(7) 0.0166(7) 0.0247(8) 0.0013(6) 0.0090(6) -0.0021(6) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 2.0156(12) 3_566 ? Cu1 N101 2.0447(12) . ? Cu1 P1 2.2690(4) . ? Cu1 S1 2.3997(4) . ? P1 C21 1.8397(14) . ? P1 C11 1.8440(13) . ? P1 C31 1.8460(14) . ? C11 C16 1.4023(19) . ? C11 C12 1.4139(19) . ? C12 C13 1.3984(19) . ? C12 C17 1.5087(19) . ? C13 C14 1.387(2) . ? C13 H13 0.95 . ? C14 C15 1.394(2) . ? C14 H14 0.95 . ? C15 C16 1.389(2) . ? C15 H15 0.95 . ? C16 H16 0.95 . ? C17 H17A 0.98 . ? C17 H17B 0.98 . ? C17 H17C 0.98 . ? C21 C26 1.3974(19) . ? C21 C22 1.4202(19) . ? C22 C23 1.3980(19) . ? C22 C27 1.511(2) . ? C23 C24 1.393(2) . ? C23 H23 0.95 . ? C24 C25 1.390(2) . ? C24 H24 0.95 . ? C25 C26 1.393(2) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? C27 H27A 0.98 . ? C27 H27B 0.98 . ? C27 H27C 0.98 . ? C31 C36 1.4004(19) . ? C31 C32 1.413(2) . ? C32 C33 1.398(2) . ? C32 C37 1.510(2) . ? C33 C34 1.389(2) . ? C33 H33 0.95 . ? C34 C35 1.385(2) . ? C34 H34 0.95 . ? C35 C36 1.394(2) . ? C35 H35 0.95 . ? C36 H36 0.95 . ? C37 H37A 0.98 . ? C37 H37B 0.98 . ? C37 H37C 0.98 . ? S1 C1 1.6580(15) . ? C1 N1 1.1614(18) . ? N1 Cu1 2.0156(12) 3_566 ? N101 C101 1.1439(18) . ? C101 C102 1.463(2) . ? C102 H10A 0.98 . ? C102 H10B 0.98 . ? C102 H10C 0.98 . ? 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 N1 Cu1 N101 107.11(5) 3_566 . ? N1 Cu1 P1 111.46(4) 3_566 . ? N101 Cu1 P1 110.35(4) . . ? N1 Cu1 S1 102.00(3) 3_566 . ? N101 Cu1 S1 106.94(4) . . ? P1 Cu1 S1 118.181(15) . . ? C21 P1 C11 103.20(6) . . ? C21 P1 C31 105.22(6) . . ? C11 P1 C31 103.51(6) . . ? C21 P1 Cu1 118.22(4) . . ? C11 P1 Cu1 112.70(4) . . ? C31 P1 Cu1 112.55(5) . . ? C16 C11 C12 119.03(12) . . ? C16 C11 P1 121.01(10) . . ? C12 C11 P1 119.88(10) . . ? C13 C12 C11 118.58(13) . . ? C13 C12 C17 117.95(12) . . ? C11 C12 C17 123.33(12) . . ? C14 C13 C12 121.82(13) . . ? C14 C13 H13 119.1 . . ? C12 C13 H13 119.1 . . ? C13 C14 C15 119.52(13) . . ? C13 C14 H14 120.2 . . ? C15 C14 H14 120.2 . . ? C16 C15 C14 119.63(13) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C11 121.31(13) . . ? C15 C16 H16 119.3 . . ? C11 C16 H16 119.3 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C26 C21 C22 119.36(12) . . ? C26 C21 P1 120.20(10) . . ? C22 C21 P1 120.44(10) . . ? C23 C22 C21 118.28(13) . . ? C23 C22 C27 119.22(13) . . ? C21 C22 C27 122.50(12) . . ? C24 C23 C22 121.73(13) . . ? C24 C23 H23 119.1 . . ? C22 C23 H23 119.1 . . ? C25 C24 C23 119.80(13) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C24 C25 C26 119.47(14) . . ? C24 C25 H25 120.3 . . ? C26 C25 H25 120.3 . . ? C25 C26 C21 121.35(13) . . ? C25 C26 H26 119.3 . . ? C21 C26 H26 119.3 . . ? C22 C27 H27A 109.5 . . ? C22 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C22 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C36 C31 C32 118.91(13) . . ? C36 C31 P1 119.84(10) . . ? C32 C31 P1 120.95(10) . . ? C33 C32 C31 118.52(13) . . ? C33 C32 C37 118.96(13) . . ? C31 C32 C37 122.48(13) . . ? C34 C33 C32 121.87(14) . . ? C34 C33 H33 119.1 . . ? C32 C33 H33 119.1 . . ? C35 C34 C33 119.64(14) . . ? C35 C34 H34 120.2 . . ? C33 C34 H34 120.2 . . ? C34 C35 C36 119.48(13) . . ? C34 C35 H35 120.3 . . ? C36 C35 H35 120.3 . . ? C35 C36 C31 121.44(13) . . ? C35 C36 H36 119.3 . . ? C31 C36 H36 119.3 . . ? C32 C37 H37A 109.5 . . ? C32 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C32 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C1 S1 Cu1 97.10(5) . . ? N1 C1 S1 178.96(13) . . ? C1 N1 Cu1 156.62(11) . 3_566 ? C101 N101 Cu1 166.80(12) . . ? N101 C101 C102 179.32(16) . . ? C101 C102 H10A 109.5 . . ? C101 C102 H10B 109.5 . . ? H10A C102 H10B 109.5 . . ? C101 C102 H10C 109.5 . . ? H10A C102 H10C 109.5 . . ? H10B C102 H10C 109.5 . . ? #===END #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_cpcutb _database_code_depnum_ccdc_archive 'CCDC 805233' #TrackingRef 'cpcutb.cif' _audit_creation_date 2010-09-13T08:38:25-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C26 H54 Cu2 N2 P2 S2' _chemical_formula_moiety 'C26 H54 Cu2 N2 P2 S2' _chemical_formula_weight 647.85 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.0989(3) _cell_length_b 12.2641(4) _cell_length_c 12.1268(4) _cell_angle_alpha 90 _cell_angle_beta 96.516(3) _cell_angle_gamma 90 _cell_volume 1640.01(9) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6866 _cell_measurement_theta_min 2.8779 _cell_measurement_theta_max 32.1596 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.04 _exptl_crystal_density_diffrn 1.312 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 0 0 0.041 1 0 0 0.0296 1 0 1 0.0354 -1 0 -1 0.0517 -1 0 1 0.0146 1 0 -1 0.0263 -2 15 9 0.0947 0 -1 0 0.1261 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.539 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.715 _exptl_absorpt_correction_T_max 0.944 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 16.0009 _diffrn_orient_matrix_ub_11 0.0372069222 _diffrn_orient_matrix_ub_12 0.0164110446 _diffrn_orient_matrix_ub_13 -0.0408474273 _diffrn_orient_matrix_ub_21 -0.0387136574 _diffrn_orient_matrix_ub_22 -0.0280601277 _diffrn_orient_matrix_ub_23 -0.0411082716 _diffrn_orient_matrix_ub_31 -0.0353713998 _diffrn_orient_matrix_ub_32 0.0478591238 _diffrn_orient_matrix_ub_33 -0.0100465895 _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur diffractometer' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_unetI/netI 0.0604 _diffrn_reflns_number 17653 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.88 _diffrn_reflns_theta_max 32.24 _diffrn_reflns_theta_full 31.25 _diffrn_measured_fraction_theta_full 0.99 _diffrn_measured_fraction_theta_max 0.936 _reflns_number_total 5437 _reflns_number_gt 3890 _reflns_threshold_expression I>2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'OrtepII (Johnson, C. K. (1976)' _computing_publication_material 'WinGX Farrugia, L. J. (1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0339P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 5437 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0541 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0848 _refine_ls_wR_factor_gt 0.0825 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.567 _refine_diff_density_min -0.33 _refine_diff_density_rms 0.078 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.01752(2) 0.15740(2) 0.64013(2) 0.01504(7) Uani 1 1 d . . . P1 P 0.02372(5) 0.28152(4) 0.77302(4) 0.01191(11) Uani 1 1 d . . . C11 C -0.01930(19) 0.21695(16) 0.90656(17) 0.0157(4) Uani 1 1 d . . . C12 C -0.0483(2) 0.29601(18) 0.99793(18) 0.0214(5) Uani 1 1 d . . . H12A H -0.1246 0.3339 0.9742 0.032 Uiso 1 1 calc R . . H12B H 0.0173 0.3495 1.0117 0.032 Uiso 1 1 calc R . . H12C H -0.0561 0.2552 1.0662 0.032 Uiso 1 1 calc R . . C13 C -0.1284(2) 0.14062(17) 0.87799(19) 0.0203(5) Uani 1 1 d . . . H13A H -0.1438 0.0996 0.9443 0.03 Uiso 1 1 calc R . . H13B H -0.1107 0.0897 0.8196 0.03 Uiso 1 1 calc R . . H13C H -0.2002 0.1839 0.8518 0.03 Uiso 1 1 calc R . . C14 C 0.0851(2) 0.14183(19) 0.95426(19) 0.0246(5) Uani 1 1 d . . . H14A H 0.0588 0.0982 1.0149 0.037 Uiso 1 1 calc R . . H14B H 0.1553 0.1862 0.9825 0.037 Uiso 1 1 calc R . . H14C H 0.1075 0.0933 0.8957 0.037 Uiso 1 1 calc R . . C21 C -0.0866(2) 0.39674(17) 0.73004(18) 0.0183(4) Uani 1 1 d . . . C22 C -0.0797(2) 0.42427(19) 0.60674(19) 0.0246(5) Uani 1 1 d . . . H22A H -0.1406 0.4797 0.5825 0.037 Uiso 1 1 calc R . . H22B H -0.0953 0.3583 0.5618 0.037 Uiso 1 1 calc R . . H22C H 0.0013 0.4523 0.5976 0.037 Uiso 1 1 calc R . . C23 C -0.0689(2) 0.50140(18) 0.7994(2) 0.0266(5) Uani 1 1 d . . . H23A H -0.1319 0.5543 0.7732 0.04 Uiso 1 1 calc R . . H23B H 0.0111 0.5324 0.7916 0.04 Uiso 1 1 calc R . . H23C H -0.0745 0.4843 0.8776 0.04 Uiso 1 1 calc R . . C24 C -0.21619(19) 0.35509(19) 0.73502(19) 0.0226(5) Uani 1 1 d . . . H24A H -0.2302 0.3446 0.8127 0.034 Uiso 1 1 calc R . . H24B H -0.227 0.2855 0.6953 0.034 Uiso 1 1 calc R . . H24C H -0.2742 0.4085 0.7003 0.034 Uiso 1 1 calc R . . C31 C 0.18432(19) 0.33815(18) 0.79936(18) 0.0204(4) Uani 1 1 d . . . C32 C 0.2734(2) 0.2422(2) 0.7917(2) 0.0263(5) Uani 1 1 d . . . H32A H 0.3567 0.27 0.7988 0.04 Uiso 1 1 calc R . . H32B H 0.2552 0.2056 0.7199 0.04 Uiso 1 1 calc R . . H32C H 0.2647 0.1902 0.8517 0.04 Uiso 1 1 calc R . . C33 C 0.2080(2) 0.41560(19) 0.7045(2) 0.0292(6) Uani 1 1 d . . . H33A H 0.1605 0.4825 0.7093 0.044 Uiso 1 1 calc R . . H33B H 0.1841 0.3799 0.633 0.044 Uiso 1 1 calc R . . H33C H 0.2945 0.4338 0.7106 0.044 Uiso 1 1 calc R . . C34 C 0.2162(2) 0.3986(2) 0.9100(2) 0.0270(5) Uani 1 1 d . . . H34A H 0.2976 0.4301 0.9122 0.04 Uiso 1 1 calc R . . H34B H 0.2142 0.3473 0.9717 0.04 Uiso 1 1 calc R . . H34C H 0.1572 0.457 0.9166 0.04 Uiso 1 1 calc R . . S1 S 0.08831(5) 0.19771(4) 0.47227(5) 0.02005(12) Uani 1 1 d . . . C1 C 0.05865(18) 0.07715(18) 0.41264(17) 0.0167(4) Uani 1 1 d . . . N1 N 0.03650(16) -0.00706(15) 0.37269(15) 0.0192(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 Cu1 0.01513(13) 0.01530(13) 0.01471(12) -0.00618(10) 0.00183(9) 0.00016(10) P1 0.0128(2) 0.0109(2) 0.0120(2) -0.00222(19) 0.00150(19) -0.00058(19) C11 0.0199(10) 0.0155(10) 0.0116(9) -0.0005(8) 0.0019(8) -0.0006(8) C12 0.0284(12) 0.0232(11) 0.0134(10) -0.0039(9) 0.0057(9) -0.0046(9) C13 0.0232(11) 0.0180(11) 0.0203(11) -0.0007(9) 0.0056(9) -0.0056(8) C14 0.0286(12) 0.0238(12) 0.0207(11) 0.0040(9) -0.0005(9) 0.0031(9) C21 0.0238(11) 0.0137(10) 0.0172(10) 0.0000(8) 0.0019(8) 0.0056(8) C22 0.0310(13) 0.0238(12) 0.0194(11) 0.0054(9) 0.0041(10) 0.0061(10) C23 0.0397(14) 0.0155(11) 0.0253(12) -0.0039(9) 0.0068(11) 0.0053(10) C24 0.0186(11) 0.0282(12) 0.0207(11) -0.0022(9) 0.0012(9) 0.0064(9) C31 0.0174(10) 0.0220(11) 0.0220(11) -0.0071(9) 0.0036(8) -0.0064(9) C32 0.0133(11) 0.0386(14) 0.0268(12) -0.0097(11) 0.0012(9) 0.0002(10) C33 0.0302(13) 0.0275(13) 0.0319(13) -0.0018(11) 0.0122(11) -0.0122(10) C34 0.0216(12) 0.0298(13) 0.0293(13) -0.0135(11) 0.0018(10) -0.0113(10) S1 0.0256(3) 0.0168(3) 0.0192(3) -0.0067(2) 0.0093(2) -0.0065(2) C1 0.0141(10) 0.0222(11) 0.0146(10) 0.0000(8) 0.0053(8) -0.0009(8) N1 0.0230(10) 0.0193(9) 0.0164(9) -0.0033(7) 0.0066(7) -0.0017(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.9396(18) 3_556 ? Cu1 P1 2.2122(5) . ? Cu1 S1 2.3171(6) . ? P1 C21 1.904(2) . ? P1 C31 1.906(2) . ? P1 C11 1.911(2) . ? C11 C12 1.534(3) . ? C11 C13 1.539(3) . ? C11 C14 1.541(3) . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C21 C24 1.534(3) . ? C21 C23 1.535(3) . ? C21 C22 1.543(3) . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? C31 C33 1.538(3) . ? C31 C34 1.539(3) . ? C31 C32 1.546(3) . ? C32 H32A 0.98 . ? C32 H32B 0.98 . ? C32 H32C 0.98 . ? C33 H33A 0.98 . ? C33 H33B 0.98 . ? C33 H33C 0.98 . ? C34 H34A 0.98 . ? C34 H34B 0.98 . ? C34 H34C 0.98 . ? S1 C1 1.662(2) . ? C1 N1 1.155(3) . ? N1 Cu1 1.9396(18) 3_556 ? 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 N1 Cu1 P1 134.13(5) 3_556 . ? N1 Cu1 S1 105.37(5) 3_556 . ? P1 Cu1 S1 120.50(2) . . ? C21 P1 C31 109.62(10) . . ? C21 P1 C11 108.95(9) . . ? C31 P1 C11 109.14(9) . . ? C21 P1 Cu1 110.21(7) . . ? C31 P1 Cu1 108.91(7) . . ? C11 P1 Cu1 110.00(6) . . ? C12 C11 C13 108.85(17) . . ? C12 C11 C14 108.50(17) . . ? C13 C11 C14 105.05(17) . . ? C12 C11 P1 116.31(14) . . ? C13 C11 P1 109.10(14) . . ? C14 C11 P1 108.44(15) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C24 C21 C23 108.63(18) . . ? C24 C21 C22 105.14(18) . . ? C23 C21 C22 109.29(18) . . ? C24 C21 P1 108.60(14) . . ? C23 C21 P1 115.61(15) . . ? C22 C21 P1 109.05(14) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C33 C31 C34 108.25(18) . . ? C33 C31 C32 105.10(18) . . ? C34 C31 C32 109.48(19) . . ? C33 C31 P1 109.62(15) . . ? C34 C31 P1 116.10(15) . . ? C32 C31 P1 107.74(14) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C1 S1 Cu1 97.02(7) . . ? N1 C1 S1 178.7(2) . . ? C1 N1 Cu1 158.83(17) . 3_556 ? #===END