# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_publication_text _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _publ_contact_author_name 'R. Morris Bullock' _publ_contact_author_address ;Center for Molecular Electrocatalysis Pacific Northwest National Laboratory P.O. Box 999, K2-57 Richland, Washington 99352 ; _publ_contact_author_email morris.bullock@pnl.gov loop_ _publ_author_name _publ_author_address M.T.Mock ;Center for Molecular Electrocatalysis Pacific Northwest National Laboratory P.O. Box 999, K2-57 Richland, Washington 99352 ; S.Chen ;Center for Molecular Electrocatalysis Pacific Northwest National Laboratory P.O. Box 999, K2-57 Richland, Washington 99352 ; 'Rousseau, R.' ;Center for Molecular Electrocatalysis Pacific Northwest National Laboratory P.O. Box 999, K2-57 Richland, Washington 99352 ; W.G.Dougherty ;Department of Chemistry Villanova University 800 Lancaster Ave. Villanova, PA 19085 ; W.S.Kassel ;Department of Chemistry Villanova University 800 Lancaster Ave. Villanova, PA 19085 ; ; D.L.DuBois ; ;Center for Molecular Electrocatalysis Pacific Northwest National Laboratory P.O. Box 999, K2-57 Richland, Washington 99352 ; R.M.Bullock ;Center for Molecular Electrocatalysis Pacific Northwest National Laboratory P.O. Box 999, K2-57 Richland, Washington 99352 ; data_pnl076a _database_code_depnum_ccdc_archive 'CCDC 821734' #TrackingRef 'pnl076a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H32 Cr0.50 N4 P2' _chemical_formula_weight 536.54 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Fdd2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' _cell_length_a 27.270(8) _cell_length_b 41.838(15) _cell_length_c 9.362(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 10681(6) _cell_formula_units_Z 16 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5625 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 29.49 _exptl_crystal_description blade _exptl_crystal_colour orange _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4512 _exptl_absorpt_coefficient_mu 0.382 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9484 _exptl_absorpt_correction_T_max 0.9774 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 49496 _diffrn_reflns_av_R_equivalents 0.0958 _diffrn_reflns_av_sigmaI/netI 0.0985 _diffrn_reflns_limit_h_min -42 _diffrn_reflns_limit_h_max 41 _diffrn_reflns_limit_k_min -61 _diffrn_reflns_limit_k_max 64 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 33.42 _reflns_number_total 10249 _reflns_number_gt 7295 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0465P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.006(18) _refine_ls_number_reflns 10249 _refine_ls_number_parameters 330 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0936 _refine_ls_R_factor_gt 0.0516 _refine_ls_wR_factor_ref 0.1113 _refine_ls_wR_factor_gt 0.0967 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _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 Cr1 Cr 0.2500 0.2500 0.05454(5) 0.01428(10) Uani 1 2 d S . . N1 N 0.10616(6) 0.24691(4) 0.1384(2) 0.0165(4) Uani 1 1 d . . . N2 N 0.29885(7) 0.28149(4) 0.3818(2) 0.0171(4) Uani 1 1 d . . . N3 N 0.28603(7) 0.23074(5) -0.0943(2) 0.0203(4) Uani 1 1 d . . . N4 N 0.30622(8) 0.22053(6) -0.1897(2) 0.0309(5) Uani 1 1 d . . . P1 P 0.30313(2) 0.226619(13) 0.21871(6) 0.01508(11) Uani 1 1 d . . . P2 P 0.19071(2) 0.211150(13) 0.08492(6) 0.01528(11) Uani 1 1 d . . . C1 C 0.30761(9) 0.17418(6) 0.4191(3) 0.0256(5) Uani 1 1 d . . . H1A H 0.3153 0.1891 0.4924 0.031 Uiso 1 1 calc R . . C2 C 0.30406(9) 0.14154(6) 0.4505(3) 0.0333(7) Uani 1 1 d . . . H2A H 0.3089 0.1344 0.5458 0.040 Uiso 1 1 calc R . . C3 C 0.29366(10) 0.11964(6) 0.3452(4) 0.0375(7) Uani 1 1 d . . . H3A H 0.2910 0.0976 0.3684 0.045 Uiso 1 1 calc R . . C4 C 0.28706(9) 0.12950(6) 0.2064(4) 0.0338(6) Uani 1 1 d . . . H4A H 0.2804 0.1143 0.1334 0.041 Uiso 1 1 calc R . . C5 C 0.29020(9) 0.16204(6) 0.1733(3) 0.0260(5) Uani 1 1 d . . . H5A H 0.2857 0.1689 0.0774 0.031 Uiso 1 1 calc R . . C6 C 0.29987(8) 0.18471(5) 0.2797(3) 0.0191(5) Uani 1 1 d . . . C7 C 0.36703(8) 0.22268(5) 0.1487(3) 0.0175(4) Uani 1 1 d . . . H7A H 0.3855 0.2080 0.2120 0.021 Uiso 1 1 calc R . . H7B H 0.3657 0.2128 0.0528 0.021 Uiso 1 1 calc R . . C8 C 0.05477(8) 0.25291(5) 0.1012(3) 0.0213(5) Uani 1 1 d . . . H8A H 0.0526 0.2572 -0.0025 0.026 Uiso 1 1 calc R . . H8B H 0.0436 0.2723 0.1521 0.026 Uiso 1 1 calc R . . C9 C -0.01676(9) 0.21722(6) 0.0428(3) 0.0279(5) Uani 1 1 d . . . H9A H -0.0182 0.2266 -0.0496 0.033 Uiso 1 1 calc R . . C10 C -0.05221(9) 0.19483(6) 0.0844(3) 0.0327(6) Uani 1 1 d . . . H10A H -0.0777 0.1891 0.0200 0.039 Uiso 1 1 calc R . . C11 C -0.05040(9) 0.18099(6) 0.2178(3) 0.0337(6) Uani 1 1 d . . . H11A H -0.0749 0.1662 0.2466 0.040 Uiso 1 1 calc R . . C12 C -0.01231(9) 0.18893(6) 0.3098(3) 0.0310(6) Uani 1 1 d . . . H12A H -0.0104 0.1791 0.4010 0.037 Uiso 1 1 calc R . . C13 C 0.02289(9) 0.21108(6) 0.2700(3) 0.0237(5) Uani 1 1 d . . . H13A H 0.0487 0.2162 0.3341 0.028 Uiso 1 1 calc R . . C14 C 0.02074(8) 0.22585(5) 0.1371(3) 0.0194(4) Uani 1 1 d . . . C15 C 0.12752(8) 0.22404(5) 0.0370(3) 0.0184(4) Uani 1 1 d . . . H15A H 0.1282 0.2339 -0.0591 0.022 Uiso 1 1 calc R . . H15B H 0.1061 0.2049 0.0319 0.022 Uiso 1 1 calc R . . C16 C 0.21129(9) 0.16797(6) -0.1383(3) 0.0203(5) Uani 1 1 d . . . H16A H 0.2286 0.1853 -0.1801 0.024 Uiso 1 1 calc R . . C17 C 0.20915(9) 0.13875(6) -0.2089(3) 0.0256(5) Uani 1 1 d . . . H17A H 0.2250 0.1363 -0.2987 0.031 Uiso 1 1 calc R . . C18 C 0.18424(9) 0.11340(6) -0.1495(3) 0.0249(5) Uani 1 1 d . . . H18A H 0.1824 0.0936 -0.1990 0.030 Uiso 1 1 calc R . . C19 C 0.16202(9) 0.11675(6) -0.0187(3) 0.0271(5) Uani 1 1 d . . . H19A H 0.1455 0.0991 0.0234 0.033 Uiso 1 1 calc R . . C20 C 0.16376(9) 0.14574(6) 0.0517(3) 0.0251(5) Uani 1 1 d . . . H20A H 0.1480 0.1478 0.1417 0.030 Uiso 1 1 calc R . . C21 C 0.18821(8) 0.17204(5) -0.0065(3) 0.0181(4) Uani 1 1 d . . . C22 C 0.17931(8) 0.19790(5) 0.2728(2) 0.0170(4) Uani 1 1 d . . . H22A H 0.1435 0.1969 0.2890 0.020 Uiso 1 1 calc R . . H22B H 0.1924 0.1760 0.2847 0.020 Uiso 1 1 calc R . . C23 C 0.30318(8) 0.29676(5) 0.5244(2) 0.0194(5) Uani 1 1 d . . . H23A H 0.2874 0.2826 0.5957 0.023 Uiso 1 1 calc R . . H23B H 0.2846 0.3171 0.5228 0.023 Uiso 1 1 calc R . . C24 C 0.37594(9) 0.33365(6) 0.5514(3) 0.0257(5) Uani 1 1 d . . . H24A H 0.3577 0.3498 0.5037 0.031 Uiso 1 1 calc R . . C25 C 0.42338(10) 0.34014(7) 0.5976(3) 0.0325(6) Uani 1 1 d . . . H25A H 0.4372 0.3607 0.5824 0.039 Uiso 1 1 calc R . . C26 C 0.45041(9) 0.31670(7) 0.6654(3) 0.0315(6) Uani 1 1 d . . . H26A H 0.4830 0.3211 0.6958 0.038 Uiso 1 1 calc R . . C27 C 0.43036(9) 0.28734(7) 0.6886(3) 0.0278(6) Uani 1 1 d . . . H27A H 0.4490 0.2713 0.7360 0.033 Uiso 1 1 calc R . . C28 C 0.38272(9) 0.28060(6) 0.6435(3) 0.0227(5) Uani 1 1 d . . . H28A H 0.3692 0.2600 0.6600 0.027 Uiso 1 1 calc R . . C29 C 0.35492(8) 0.30384(5) 0.5743(2) 0.0195(4) Uani 1 1 d . . . C30 C 0.31660(8) 0.24840(5) 0.3861(2) 0.0171(4) Uani 1 1 d . . . H30A H 0.3010 0.2371 0.4671 0.021 Uiso 1 1 calc R . . H30B H 0.3525 0.2484 0.4025 0.021 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 Cr1 0.0138(2) 0.0144(2) 0.0146(2) 0.000 0.000 -0.00132(18) N1 0.0125(8) 0.0154(9) 0.0215(10) -0.0016(7) -0.0018(7) -0.0006(6) N2 0.0166(9) 0.0172(9) 0.0175(9) -0.0017(7) -0.0009(7) 0.0005(7) N3 0.0171(9) 0.0229(10) 0.0208(10) -0.0025(8) -0.0002(8) -0.0044(7) N4 0.0259(11) 0.0412(13) 0.0257(12) -0.0102(10) 0.0061(9) -0.0076(9) P1 0.0145(2) 0.0133(3) 0.0174(3) 0.0006(2) 0.0002(2) -0.0009(2) P2 0.0144(2) 0.0141(2) 0.0173(3) -0.0013(2) 0.0009(2) -0.0013(2) C1 0.0189(11) 0.0260(12) 0.0320(14) 0.0078(10) 0.0079(10) 0.0063(9) C2 0.0269(13) 0.0300(14) 0.0431(17) 0.0173(12) 0.0180(12) 0.0097(11) C3 0.0256(13) 0.0160(12) 0.071(2) 0.0112(13) 0.0119(14) -0.0006(9) C4 0.0233(12) 0.0171(11) 0.061(2) -0.0025(13) 0.0012(13) -0.0021(9) C5 0.0206(12) 0.0212(12) 0.0362(15) -0.0015(10) -0.0030(10) 0.0013(9) C6 0.0136(10) 0.0143(10) 0.0292(13) 0.0022(9) 0.0023(8) -0.0002(7) C7 0.0152(10) 0.0150(10) 0.0222(12) -0.0016(9) 0.0003(8) 0.0000(8) C8 0.0136(10) 0.0210(11) 0.0292(13) 0.0018(9) -0.0029(8) 0.0012(8) C9 0.0238(12) 0.0267(13) 0.0331(14) -0.0029(11) -0.0048(11) -0.0010(10) C10 0.0195(12) 0.0322(14) 0.0463(18) -0.0048(12) -0.0091(12) -0.0046(10) C11 0.0223(13) 0.0308(14) 0.0480(17) -0.0051(13) 0.0089(12) -0.0097(10) C12 0.0287(13) 0.0338(14) 0.0304(14) 0.0010(12) 0.0079(12) -0.0040(10) C13 0.0188(11) 0.0279(12) 0.0243(13) -0.0042(10) 0.0030(9) -0.0029(9) C14 0.0136(10) 0.0173(10) 0.0275(12) -0.0033(9) 0.0018(8) 0.0021(8) C15 0.0168(10) 0.0178(10) 0.0206(12) -0.0009(9) -0.0015(8) -0.0030(8) C16 0.0225(11) 0.0213(11) 0.0171(11) 0.0000(9) -0.0002(9) -0.0040(9) C17 0.0298(13) 0.0261(12) 0.0209(12) -0.0053(10) 0.0033(10) -0.0018(10) C18 0.0235(12) 0.0213(11) 0.0298(13) -0.0082(10) 0.0000(10) 0.0009(9) C19 0.0271(13) 0.0219(12) 0.0324(14) -0.0035(10) 0.0055(10) -0.0077(9) C20 0.0271(12) 0.0226(12) 0.0257(12) -0.0052(10) 0.0073(10) -0.0066(9) C21 0.0155(10) 0.0165(10) 0.0223(12) -0.0019(8) -0.0004(8) -0.0013(8) C22 0.0176(10) 0.0145(10) 0.0190(11) 0.0003(8) 0.0016(8) 0.0000(8) C23 0.0161(10) 0.0221(11) 0.0201(12) -0.0029(9) -0.0014(8) 0.0005(8) C24 0.0253(12) 0.0272(12) 0.0247(12) -0.0038(10) -0.0043(10) -0.0026(9) C25 0.0294(13) 0.0367(15) 0.0313(15) -0.0044(12) 0.0002(11) -0.0118(11) C26 0.0179(12) 0.0465(17) 0.0302(14) -0.0092(12) -0.0026(10) -0.0022(11) C27 0.0215(12) 0.0402(15) 0.0218(13) -0.0043(11) -0.0025(9) 0.0053(11) C28 0.0208(11) 0.0298(13) 0.0174(11) -0.0022(10) -0.0010(9) -0.0001(9) C29 0.0203(11) 0.0237(11) 0.0144(11) -0.0041(9) -0.0009(9) -0.0006(8) C30 0.0163(10) 0.0168(10) 0.0182(11) 0.0019(8) -0.0011(8) -0.0011(8) _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 Cr1 N3 1.886(2) 14 ? Cr1 N3 1.886(2) . ? Cr1 P2 2.3102(8) 14 ? Cr1 P2 2.3102(8) . ? Cr1 P1 2.3277(8) . ? Cr1 P1 2.3277(8) 14 ? N1 C7 1.471(3) 14 ? N1 C8 1.466(3) . ? N1 C15 1.469(3) . ? N2 C22 1.463(3) 14 ? N2 C30 1.467(3) . ? N2 C23 1.484(3) . ? N3 N4 1.133(3) . ? P1 C6 1.846(2) . ? P1 C30 1.849(2) . ? P1 C7 1.869(2) . ? P2 C21 1.848(2) . ? P2 C15 1.860(2) . ? P2 C22 1.870(2) . ? C1 C6 1.393(4) . ? C1 C2 1.400(3) . ? C2 C3 1.375(4) . ? C3 C4 1.375(4) . ? C4 C5 1.399(3) . ? C5 C6 1.401(3) . ? C7 N1 1.471(3) 14 ? C8 C14 1.502(3) . ? C9 C10 1.401(4) . ? C9 C14 1.398(4) . ? C10 C11 1.378(4) . ? C11 C12 1.389(4) . ? C12 C13 1.385(3) . ? C13 C14 1.390(3) . ? C16 C21 1.396(3) . ? C16 C17 1.391(3) . ? C17 C18 1.377(3) . ? C18 C19 1.374(4) . ? C19 C20 1.381(3) . ? C20 C21 1.397(3) . ? C22 N2 1.463(3) 14 ? C23 C29 1.515(3) . ? C24 C29 1.389(3) . ? C24 C25 1.391(3) . ? C25 C26 1.381(4) . ? C26 C27 1.362(4) . ? C27 C28 1.395(4) . ? C28 C29 1.393(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 N3 Cr1 N3 84.73(12) 14 . ? N3 Cr1 P2 98.92(6) 14 14 ? N3 Cr1 P2 91.54(6) . 14 ? N3 Cr1 P2 91.54(6) 14 . ? N3 Cr1 P2 98.92(6) . . ? P2 Cr1 P2 165.86(4) 14 . ? N3 Cr1 P1 172.63(6) 14 . ? N3 Cr1 P1 89.08(6) . . ? P2 Cr1 P1 77.22(3) 14 . ? P2 Cr1 P1 93.36(3) . . ? N3 Cr1 P1 89.08(6) 14 14 ? N3 Cr1 P1 172.63(6) . 14 ? P2 Cr1 P1 93.36(3) 14 14 ? P2 Cr1 P1 77.22(3) . 14 ? P1 Cr1 P1 97.36(4) . 14 ? C7 N1 C8 110.05(16) 14 . ? C7 N1 C15 114.13(17) 14 . ? C8 N1 C15 109.72(17) . . ? C22 N2 C30 116.14(18) 14 . ? C22 N2 C23 109.96(17) 14 . ? C30 N2 C23 110.83(18) . . ? N4 N3 Cr1 175.5(2) . . ? C6 P1 C30 102.44(11) . . ? C6 P1 C7 93.99(10) . . ? C30 P1 C7 98.92(10) . . ? C6 P1 Cr1 124.99(7) . . ? C30 P1 Cr1 118.42(7) . . ? C7 P1 Cr1 112.71(8) . . ? C21 P2 C15 96.36(10) . . ? C21 P2 C22 99.61(10) . . ? C15 P2 C22 99.14(10) . . ? C21 P2 Cr1 126.29(8) . . ? C15 P2 Cr1 114.49(7) . . ? C22 P2 Cr1 116.15(7) . . ? C6 C1 C2 119.6(3) . . ? C3 C2 C1 120.9(3) . . ? C2 C3 C4 120.3(2) . . ? C3 C4 C5 119.5(3) . . ? C4 C5 C6 120.9(3) . . ? C1 C6 C5 118.7(2) . . ? C1 C6 P1 125.66(19) . . ? C5 C6 P1 115.60(19) . . ? N1 C7 P1 114.23(14) 14 . ? N1 C8 C14 114.12(18) . . ? C10 C9 C14 120.1(3) . . ? C11 C10 C9 120.5(2) . . ? C10 C11 C12 119.2(2) . . ? C13 C12 C11 120.8(3) . . ? C14 C13 C12 120.6(2) . . ? C13 C14 C9 118.8(2) . . ? C13 C14 C8 120.6(2) . . ? C9 C14 C8 120.3(2) . . ? N1 C15 P2 113.59(15) . . ? C21 C16 C17 120.6(2) . . ? C18 C17 C16 120.4(2) . . ? C17 C18 C19 120.0(2) . . ? C18 C19 C20 120.0(2) . . ? C19 C20 C21 121.5(2) . . ? C16 C21 C20 117.6(2) . . ? C16 C21 P2 120.05(17) . . ? C20 C21 P2 122.32(18) . . ? N2 C22 P2 114.44(15) 14 . ? N2 C23 C29 115.79(19) . . ? C29 C24 C25 120.7(2) . . ? C24 C25 C26 120.0(2) . . ? C27 C26 C25 120.0(2) . . ? C26 C27 C28 120.5(2) . . ? C29 C28 C27 120.4(2) . . ? C24 C29 C28 118.3(2) . . ? C24 C29 C23 120.8(2) . . ? C28 C29 C23 120.9(2) . . ? N2 C30 P1 112.13(15) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.399 _refine_diff_density_min -0.516 _refine_diff_density_rms 0.081 # Attachment 'pnl078.cif' data_pnl078 _database_code_depnum_ccdc_archive 'CCDC 821735' #TrackingRef 'pnl078.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H35 Cl3 Cr N3 P2' _chemical_formula_weight 681.92 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' P P 0.1023 0.0942 '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' Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 11.801(3) _cell_length_b 19.066(5) _cell_length_c 15.474(4) _cell_angle_alpha 90.00 _cell_angle_beta 112.137(10) _cell_angle_gamma 90.00 _cell_volume 3224.8(14) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5497 _cell_measurement_theta_min 2.95 _cell_measurement_theta_max 27.96 _exptl_crystal_description needle _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.405 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1412 _exptl_absorpt_coefficient_mu 0.730 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8678 _exptl_absorpt_correction_T_max 0.9927 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 49453 _diffrn_reflns_av_R_equivalents 0.1499 _diffrn_reflns_av_sigmaI/netI 0.2168 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 33.43 _reflns_number_total 12404 _reflns_number_gt 5526 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0170P)^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 12404 _refine_ls_number_parameters 371 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1973 _refine_ls_R_factor_gt 0.0675 _refine_ls_wR_factor_ref 0.0996 _refine_ls_wR_factor_gt 0.0782 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 Cr1 Cr 0.45605(4) 0.28887(2) 1.07858(3) 0.01379(11) Uani 1 1 d . . . Cl1 Cl 0.35457(7) 0.18500(3) 1.07668(4) 0.02124(18) Uani 1 1 d . . . Cl2 Cl 0.57538(7) 0.28566(3) 1.23565(4) 0.01774(16) Uani 1 1 d . . . Cl3 Cl 0.31227(7) 0.37122(4) 1.07345(5) 0.02323(18) Uani 1 1 d . . . N1 N 0.6019(2) 0.23659(10) 1.04598(13) 0.0121(5) Uani 1 1 d . . . N2 N 0.5503(2) 0.37262(10) 0.87517(13) 0.0125(5) Uani 1 1 d . . . P1 P 0.39944(7) 0.28086(4) 0.91304(4) 0.01338(17) Uani 1 1 d . . . P2 P 0.59498(7) 0.37420(3) 1.06155(4) 0.01261(17) Uani 1 1 d . . . C1 C 0.2565(3) 0.19750(13) 0.76259(17) 0.0181(7) Uani 1 1 d . . . H1A H 0.3252 0.1956 0.7448 0.022 Uiso 1 1 calc R . . C2 C 0.1481(3) 0.16282(14) 0.71046(19) 0.0220(7) Uani 1 1 d . . . H2A H 0.1431 0.1369 0.6567 0.026 Uiso 1 1 calc R . . C3 C 0.0476(3) 0.16569(14) 0.7362(2) 0.0226(8) Uani 1 1 d . . . H3A H -0.0252 0.1413 0.7004 0.027 Uiso 1 1 calc R . . C4 C 0.0527(3) 0.20380(13) 0.81340(18) 0.0204(7) Uani 1 1 d . . . H4A H -0.0165 0.2062 0.8305 0.024 Uiso 1 1 calc R . . C5 C 0.1607(3) 0.23879(13) 0.86626(18) 0.0176(7) Uani 1 1 d . . . H5A H 0.1646 0.2652 0.9194 0.021 Uiso 1 1 calc R . . C6 C 0.2618(3) 0.23519(13) 0.84181(17) 0.0145(6) Uani 1 1 d . . . C7 C 0.5339(3) 0.22391(12) 0.94308(16) 0.0142(6) Uani 1 1 d . . . H7A H 0.5095 0.1741 0.9307 0.017 Uiso 1 1 calc R . . H7B H 0.5847 0.2369 0.9072 0.017 Uiso 1 1 calc R . . C8 C 0.6682(3) 0.17142(13) 1.09363(17) 0.0164(7) Uani 1 1 d . . . H8A H 0.6922 0.1765 1.1619 0.020 Uiso 1 1 calc R . . H8B H 0.6122 0.1308 1.0731 0.020 Uiso 1 1 calc R . . C9 C 0.8959(3) 0.17350(13) 1.13863(19) 0.0206(7) Uani 1 1 d . . . H9A H 0.9033 0.1872 1.1996 0.025 Uiso 1 1 calc R . . C10 C 0.9993(3) 0.17013(14) 1.1179(2) 0.0243(8) Uani 1 1 d . . . H10A H 1.0767 0.1816 1.1644 0.029 Uiso 1 1 calc R . . C11 C 0.9915(3) 0.15021(14) 1.0300(2) 0.0240(7) Uani 1 1 d . . . H11A H 1.0623 0.1497 1.0148 0.029 Uiso 1 1 calc R . . C12 C 0.8786(3) 0.13097(14) 0.9644(2) 0.0220(7) Uani 1 1 d . . . H12A H 0.8726 0.1153 0.9046 0.026 Uiso 1 1 calc R . . C13 C 0.7744(3) 0.13438(13) 0.98502(18) 0.0183(7) Uani 1 1 d . . . H13A H 0.6978 0.1210 0.9392 0.022 Uiso 1 1 calc R . . C14 C 0.7804(3) 0.15739(12) 1.07265(18) 0.0158(7) Uani 1 1 d . . . C15 C 0.6900(3) 0.29705(12) 1.06519(17) 0.0146(6) Uani 1 1 d . . . H15A H 0.7260 0.3002 1.0169 0.017 Uiso 1 1 calc R . . H15B H 0.7568 0.2922 1.1272 0.017 Uiso 1 1 calc R . . C16 C 0.6319(3) 0.45143(13) 1.22108(17) 0.0169(7) Uani 1 1 d . . . H16A H 0.5557 0.4323 1.2170 0.020 Uiso 1 1 calc R . . C17 C 0.6959(3) 0.49558(13) 1.29468(17) 0.0202(8) Uani 1 1 d . . . H17A H 0.6642 0.5066 1.3411 0.024 Uiso 1 1 calc R . . C18 C 0.8065(3) 0.52339(14) 1.29955(19) 0.0226(8) Uani 1 1 d . . . H18A H 0.8514 0.5529 1.3504 0.027 Uiso 1 1 calc R . . C19 C 0.8528(3) 0.50900(14) 1.23186(19) 0.0241(8) Uani 1 1 d . . . H19A H 0.9280 0.5291 1.2354 0.029 Uiso 1 1 calc R . . C20 C 0.7878(3) 0.46469(13) 1.15831(18) 0.0190(7) Uani 1 1 d . . . H20A H 0.8189 0.4548 1.1112 0.023 Uiso 1 1 calc R . . C21 C 0.6785(3) 0.43490(13) 1.15318(17) 0.0146(6) Uani 1 1 d . . . C22 C 0.5754(3) 0.42065(13) 0.95337(16) 0.0162(7) Uani 1 1 d . . . H22A H 0.5069 0.4543 0.9391 0.019 Uiso 1 1 calc R . . H22B H 0.6506 0.4476 0.9620 0.019 Uiso 1 1 calc R . . C23 C 0.5939(3) 0.39918(13) 0.80362(17) 0.0135(6) Uani 1 1 d . . . H23A H 0.5588 0.4463 0.7829 0.016 Uiso 1 1 calc R . . H23B H 0.5656 0.3676 0.7488 0.016 Uiso 1 1 calc R . . C24 C 0.7911(3) 0.46654(14) 0.84370(18) 0.0202(7) Uani 1 1 d . . . H24A H 0.7444 0.5075 0.8187 0.024 Uiso 1 1 calc R . . C25 C 0.9172(3) 0.47071(15) 0.8817(2) 0.0275(8) Uani 1 1 d . . . H25A H 0.9560 0.5144 0.8822 0.033 Uiso 1 1 calc R . . C26 C 0.9876(3) 0.41207(15) 0.9190(2) 0.0270(8) Uani 1 1 d . . . H26A H 1.0744 0.4151 0.9453 0.032 Uiso 1 1 calc R . . C27 C 0.9288(3) 0.34849(15) 0.91725(18) 0.0231(7) Uani 1 1 d . . . H27A H 0.9756 0.3078 0.9434 0.028 Uiso 1 1 calc R . . C28 C 0.8030(3) 0.34439(14) 0.87769(17) 0.0170(7) Uani 1 1 d . . . H28A H 0.7642 0.3004 0.8751 0.020 Uiso 1 1 calc R . . C29 C 0.7317(3) 0.40363(13) 0.84143(17) 0.0147(6) Uani 1 1 d . . . C30 C 0.4235(3) 0.34809(13) 0.83748(17) 0.0164(7) Uani 1 1 d . . . H30A H 0.4042 0.3285 0.7743 0.020 Uiso 1 1 calc R . . H30B H 0.3678 0.3881 0.8322 0.020 Uiso 1 1 calc R . . N3 N 0.4718(3) 0.04017(16) 0.8863(2) 0.0471(9) Uani 1 1 d . . . C31 C 0.2675(3) 0.03731(16) 0.9114(2) 0.0367(10) Uani 1 1 d . . . H31A H 0.2345 0.0850 0.9058 0.055 Uiso 1 1 calc R . . H31B H 0.2815 0.0189 0.9738 0.055 Uiso 1 1 calc R . . H31C H 0.2090 0.0071 0.8643 0.055 Uiso 1 1 calc R . . C32 C 0.3826(4) 0.03857(17) 0.8973(2) 0.0318(9) 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 Cr1 0.0157(3) 0.0152(2) 0.01148(19) 0.00118(18) 0.00625(19) 0.0012(2) Cl1 0.0237(4) 0.0209(4) 0.0186(3) 0.0026(3) 0.0073(3) -0.0054(3) Cl2 0.0250(4) 0.0169(3) 0.0114(3) 0.0016(3) 0.0070(3) 0.0009(3) Cl3 0.0231(4) 0.0270(4) 0.0222(4) 0.0034(3) 0.0115(3) 0.0094(3) N1 0.0139(13) 0.0124(11) 0.0096(10) 0.0003(8) 0.0039(9) 0.0002(10) N2 0.0127(13) 0.0137(11) 0.0121(10) 0.0008(9) 0.0057(10) -0.0010(10) P1 0.0142(4) 0.0145(3) 0.0123(3) 0.0002(3) 0.0061(3) -0.0002(3) P2 0.0146(4) 0.0120(3) 0.0117(3) -0.0006(3) 0.0055(3) 0.0012(3) C1 0.0154(17) 0.0185(15) 0.0209(14) -0.0021(11) 0.0075(13) -0.0057(12) C2 0.0223(19) 0.0190(15) 0.0247(16) -0.0063(12) 0.0089(14) -0.0012(14) C3 0.0179(19) 0.0181(15) 0.0303(17) -0.0026(12) 0.0072(15) -0.0048(14) C4 0.0151(17) 0.0233(16) 0.0249(15) 0.0045(12) 0.0098(13) 0.0011(13) C5 0.0187(18) 0.0190(14) 0.0154(13) 0.0022(11) 0.0068(13) 0.0020(13) C6 0.0159(17) 0.0138(13) 0.0150(13) 0.0023(10) 0.0072(12) 0.0017(12) C7 0.0155(17) 0.0131(13) 0.0118(12) -0.0010(10) 0.0026(12) 0.0003(12) C8 0.0232(18) 0.0130(13) 0.0124(13) 0.0027(10) 0.0061(12) 0.0040(13) C9 0.023(2) 0.0160(14) 0.0190(14) -0.0026(11) 0.0039(14) 0.0050(14) C10 0.0154(18) 0.0208(16) 0.0324(17) -0.0005(13) 0.0041(15) 0.0037(14) C11 0.0226(19) 0.0182(15) 0.0356(18) 0.0019(13) 0.0160(15) 0.0046(14) C12 0.027(2) 0.0176(14) 0.0232(15) 0.0008(12) 0.0107(14) 0.0038(15) C13 0.0183(18) 0.0140(14) 0.0198(14) -0.0005(11) 0.0041(13) -0.0005(13) C14 0.0202(18) 0.0077(12) 0.0180(14) 0.0009(10) 0.0053(13) 0.0029(12) C15 0.0165(16) 0.0162(14) 0.0111(12) 0.0008(10) 0.0054(11) 0.0005(12) C16 0.0204(18) 0.0106(13) 0.0200(14) 0.0008(11) 0.0080(13) -0.0005(12) C17 0.034(2) 0.0126(14) 0.0131(13) 0.0004(10) 0.0082(13) 0.0027(14) C18 0.031(2) 0.0144(14) 0.0182(14) -0.0023(11) 0.0042(14) -0.0021(14) C19 0.0197(19) 0.0207(15) 0.0272(16) 0.0012(12) 0.0034(14) -0.0049(14) C20 0.0202(18) 0.0188(14) 0.0189(14) 0.0009(11) 0.0084(13) 0.0013(13) C21 0.0135(16) 0.0132(13) 0.0145(13) -0.0011(10) 0.0025(12) 0.0001(12) C22 0.0226(18) 0.0130(13) 0.0145(13) -0.0018(10) 0.0086(12) 0.0006(12) C23 0.0155(16) 0.0140(13) 0.0138(12) 0.0006(10) 0.0085(12) 0.0003(12) C24 0.0201(18) 0.0191(15) 0.0218(15) -0.0008(11) 0.0083(14) 0.0000(13) C25 0.0208(19) 0.0229(16) 0.0387(18) 0.0002(14) 0.0112(16) -0.0057(15) C26 0.0130(18) 0.0336(18) 0.0344(17) -0.0010(14) 0.0088(15) 0.0019(15) C27 0.0233(19) 0.0262(16) 0.0227(15) 0.0011(12) 0.0121(14) 0.0075(14) C28 0.0190(18) 0.0159(14) 0.0182(14) -0.0031(11) 0.0095(13) 0.0017(13) C29 0.0162(17) 0.0164(13) 0.0124(12) -0.0033(10) 0.0065(12) -0.0007(12) C30 0.0159(17) 0.0199(14) 0.0123(13) 0.0026(10) 0.0039(12) 0.0002(13) N3 0.046(2) 0.0397(19) 0.054(2) -0.0070(14) 0.017(2) -0.0029(19) C31 0.046(3) 0.0250(18) 0.0356(19) 0.0001(14) 0.0120(19) -0.0019(18) C32 0.039(3) 0.0215(17) 0.0305(19) -0.0029(13) 0.008(2) -0.0003(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cr1 N1 2.206(2) . ? Cr1 Cl3 2.2910(10) . ? Cr1 Cl2 2.3053(9) . ? Cr1 Cl1 2.3087(9) . ? Cr1 P2 2.3936(10) . ? Cr1 P1 2.3960(10) . ? N1 C8 1.505(3) . ? N1 C7 1.508(3) . ? N1 C15 1.505(3) . ? N2 C22 1.456(3) . ? N2 C30 1.463(3) . ? N2 C23 1.475(3) . ? P1 C6 1.806(3) . ? P1 C30 1.828(3) . ? P1 C7 1.832(3) . ? P2 C21 1.808(3) . ? P2 C22 1.830(3) . ? P2 C15 1.838(3) . ? C1 C2 1.395(4) . ? C1 C6 1.402(4) . ? C2 C3 1.388(4) . ? C3 C4 1.380(4) . ? C4 C5 1.397(4) . ? C5 C6 1.383(4) . ? C8 C14 1.501(4) . ? C9 C10 1.376(4) . ? C9 C14 1.394(4) . ? C10 C11 1.382(4) . ? C11 C12 1.386(4) . ? C12 C13 1.383(4) . ? C13 C14 1.401(4) . ? C16 C21 1.394(4) . ? C16 C17 1.388(3) . ? C17 C18 1.385(4) . ? C18 C19 1.378(4) . ? C19 C20 1.392(3) . ? C20 C21 1.384(4) . ? C23 C29 1.508(4) . ? C24 C25 1.381(4) . ? C24 C29 1.383(4) . ? C25 C26 1.383(4) . ? C26 C27 1.392(4) . ? C27 C28 1.379(4) . ? C28 C29 1.394(3) . ? N3 C32 1.128(5) . ? C31 C32 1.455(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 N1 Cr1 Cl3 158.96(6) . . ? N1 Cr1 Cl2 90.56(6) . . ? Cl3 Cr1 Cl2 101.82(3) . . ? N1 Cr1 Cl1 93.17(6) . . ? Cl3 Cr1 Cl1 102.33(4) . . ? Cl2 Cr1 Cl1 95.65(3) . . ? N1 Cr1 P2 69.88(6) . . ? Cl3 Cr1 P2 93.41(4) . . ? Cl2 Cr1 P2 87.85(3) . . ? Cl1 Cr1 P2 162.77(4) . . ? N1 Cr1 P1 69.76(5) . . ? Cl3 Cr1 P1 95.86(3) . . ? Cl2 Cr1 P1 159.86(4) . . ? Cl1 Cr1 P1 89.85(3) . . ? P2 Cr1 P1 81.51(3) . . ? C8 N1 C7 110.88(18) . . ? C8 N1 C15 110.0(2) . . ? C7 N1 C15 112.6(2) . . ? C8 N1 Cr1 124.59(17) . . ? C7 N1 Cr1 99.39(15) . . ? C15 N1 Cr1 98.58(15) . . ? C22 N2 C30 112.9(2) . . ? C22 N2 C23 112.9(2) . . ? C30 N2 C23 113.84(19) . . ? C6 P1 C30 105.58(12) . . ? C6 P1 C7 111.28(12) . . ? C30 P1 C7 104.43(14) . . ? C6 P1 Cr1 120.50(10) . . ? C30 P1 Cr1 126.24(9) . . ? C7 P1 Cr1 84.30(8) . . ? C21 P2 C22 104.55(12) . . ? C21 P2 C15 110.02(12) . . ? C22 P2 C15 106.31(13) . . ? C21 P2 Cr1 122.85(11) . . ? C22 P2 Cr1 125.02(9) . . ? C15 P2 Cr1 83.57(10) . . ? C2 C1 C6 118.6(3) . . ? C3 C2 C1 120.8(3) . . ? C4 C3 C2 120.4(3) . . ? C3 C4 C5 119.4(3) . . ? C6 C5 C4 120.4(3) . . ? C5 C6 C1 120.4(3) . . ? C5 C6 P1 118.7(2) . . ? C1 C6 P1 121.0(2) . . ? N1 C7 P1 103.79(17) . . ? C14 C8 N1 112.3(2) . . ? C10 C9 C14 121.8(3) . . ? C9 C10 C11 120.4(3) . . ? C10 C11 C12 118.9(3) . . ? C13 C12 C11 120.8(3) . . ? C12 C13 C14 120.8(3) . . ? C9 C14 C13 117.2(3) . . ? C9 C14 C8 120.0(3) . . ? C13 C14 C8 122.5(3) . . ? N1 C15 P2 103.81(19) . . ? C21 C16 C17 120.6(3) . . ? C18 C17 C16 119.1(3) . . ? C19 C18 C17 121.2(3) . . ? C18 C19 C20 119.2(3) . . ? C21 C20 C19 120.6(3) . . ? C20 C21 C16 119.2(3) . . ? C20 C21 P2 121.9(2) . . ? C16 C21 P2 118.9(2) . . ? N2 C22 P2 111.84(17) . . ? N2 C23 C29 111.0(2) . . ? C25 C24 C29 121.0(3) . . ? C24 C25 C26 120.9(3) . . ? C25 C26 C27 118.6(3) . . ? C28 C27 C26 120.2(3) . . ? C27 C28 C29 121.2(3) . . ? C24 C29 C28 118.0(3) . . ? C24 C29 C23 121.4(2) . . ? C28 C29 C23 120.6(2) . . ? N2 C30 P1 110.58(16) . . ? N3 C32 C31 179.4(4) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.621 _refine_diff_density_min -0.820 _refine_diff_density_rms 0.132 # Attachment 'pnl091a.cif' data_pnl091a _database_code_depnum_ccdc_archive 'CCDC 821736' #TrackingRef 'pnl091a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H32 Cr0.50 N2 O P2' _chemical_formula_weight 536.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Fdd2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' _cell_length_a 27.3861(14) _cell_length_b 41.872(2) _cell_length_c 9.2575(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 10615.6(10) _cell_formula_units_Z 16 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8378 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 30.95 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.343 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4512 _exptl_absorpt_coefficient_mu 0.386 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9269 _exptl_absorpt_correction_T_max 0.9885 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 44110 _diffrn_reflns_av_R_equivalents 0.1084 _diffrn_reflns_av_sigmaI/netI 0.1233 _diffrn_reflns_limit_h_min -41 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -62 _diffrn_reflns_limit_k_max 64 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 33.36 _reflns_number_total 10077 _reflns_number_gt 6647 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0317P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.006(19) _refine_ls_number_reflns 10077 _refine_ls_number_parameters 330 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1100 _refine_ls_R_factor_gt 0.0540 _refine_ls_wR_factor_ref 0.0981 _refine_ls_wR_factor_gt 0.0833 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _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 Cr1 Cr -0.7500 0.2500 1.00814(5) 0.01130(11) Uani 1 2 d S . . N1 N -0.60677(7) 0.24706(4) 0.9224(2) 0.0138(4) Uani 1 1 d . . . N2 N -0.79860(7) 0.28105(5) 0.6771(2) 0.0138(4) Uani 1 1 d . . . O1 O -0.80398(6) 0.22208(4) 1.2604(2) 0.0271(4) Uani 1 1 d . . . P1 P -0.80341(2) 0.226414(14) 0.84197(7) 0.01202(12) Uani 1 1 d . . . P2 P -0.69092(2) 0.211564(14) 0.97665(6) 0.01197(12) Uani 1 1 d . . . C1 C -0.80750(9) 0.17418(6) 0.6419(3) 0.0211(5) Uani 1 1 d . . . H1A H -0.8154 0.1891 0.5681 0.025 Uiso 1 1 calc R . . C2 C -0.80402(10) 0.14165(6) 0.6090(3) 0.0283(7) Uani 1 1 d . . . H2A H -0.8091 0.1345 0.5127 0.034 Uiso 1 1 calc R . . C3 C -0.79324(10) 0.11991(6) 0.7160(4) 0.0343(8) Uani 1 1 d . . . H3A H -0.7905 0.0979 0.6929 0.041 Uiso 1 1 calc R . . C4 C -0.78632(10) 0.12988(6) 0.8565(4) 0.0290(7) Uani 1 1 d . . . H4A H -0.7791 0.1148 0.9301 0.035 Uiso 1 1 calc R . . C5 C -0.78994(9) 0.16214(6) 0.8893(3) 0.0221(6) Uani 1 1 d . . . H5A H -0.7859 0.1690 0.9864 0.026 Uiso 1 1 calc R . . C6 C -0.79944(8) 0.18475(5) 0.7811(3) 0.0154(5) Uani 1 1 d . . . C7 C -0.86661(8) 0.22275(5) 0.9133(3) 0.0155(5) Uani 1 1 d . . . H7A H -0.8851 0.2079 0.8505 0.019 Uiso 1 1 calc R . . H7B H -0.8651 0.2131 1.0109 0.019 Uiso 1 1 calc R . . C8 C -0.55571(8) 0.25307(6) 0.9600(3) 0.0179(5) Uani 1 1 d . . . H8A H -0.5536 0.2575 1.0648 0.022 Uiso 1 1 calc R . . H8B H -0.5446 0.2724 0.9082 0.022 Uiso 1 1 calc R . . C9 C -0.52356(9) 0.21134(6) 0.7902(3) 0.0199(5) Uani 1 1 d . . . H9A H -0.5491 0.2165 0.7250 0.024 Uiso 1 1 calc R . . C10 C -0.48858(9) 0.18922(6) 0.7508(3) 0.0268(6) Uani 1 1 d . . . H10A H -0.4905 0.1793 0.6586 0.032 Uiso 1 1 calc R . . C11 C -0.45096(10) 0.18128(7) 0.8431(3) 0.0293(6) Uani 1 1 d . . . H11A H -0.4266 0.1665 0.8143 0.035 Uiso 1 1 calc R . . C12 C -0.44932(9) 0.19525(7) 0.9781(3) 0.0295(7) Uani 1 1 d . . . H12A H -0.4239 0.1898 1.0434 0.035 Uiso 1 1 calc R . . C13 C -0.48470(9) 0.21729(6) 1.0190(3) 0.0229(6) Uani 1 1 d . . . H13A H -0.4836 0.2265 1.1127 0.027 Uiso 1 1 calc R . . C14 C -0.52160(8) 0.22602(6) 0.9245(3) 0.0160(5) Uani 1 1 d . . . C15 C -0.62789(8) 0.22417(5) 1.0243(3) 0.0151(5) Uani 1 1 d . . . H15A H -0.6283 0.2339 1.1218 0.018 Uiso 1 1 calc R . . H15B H -0.6067 0.2050 1.0283 0.018 Uiso 1 1 calc R . . C16 C -0.71357(9) 0.16785(6) 1.1979(3) 0.0171(5) Uani 1 1 d . . . H16A H -0.7319 0.1849 1.2388 0.020 Uiso 1 1 calc R . . C17 C -0.71161(9) 0.13838(6) 1.2682(3) 0.0194(5) Uani 1 1 d . . . H17A H -0.7287 0.1354 1.3565 0.023 Uiso 1 1 calc R . . C18 C -0.68492(9) 0.11363(6) 1.2096(3) 0.0198(5) Uani 1 1 d . . . H18A H -0.6834 0.0936 1.2579 0.024 Uiso 1 1 calc R . . C19 C -0.66051(9) 0.11789(6) 1.0814(3) 0.0215(6) Uani 1 1 d . . . H19A H -0.6424 0.1008 1.0403 0.026 Uiso 1 1 calc R . . C20 C -0.66230(9) 0.14720(6) 1.0122(3) 0.0205(5) Uani 1 1 d . . . H20A H -0.6450 0.1500 0.9242 0.025 Uiso 1 1 calc R . . C21 C -0.68882(8) 0.17244(5) 1.0687(3) 0.0145(5) Uani 1 1 d . . . C22 C -0.67962(8) 0.19840(5) 0.7874(2) 0.0129(5) Uani 1 1 d . . . H22A H -0.6439 0.1975 0.7711 0.015 Uiso 1 1 calc R . . H22B H -0.6927 0.1765 0.7754 0.015 Uiso 1 1 calc R . . C23 C -0.80260(9) 0.29629(6) 0.5332(3) 0.0167(5) Uani 1 1 d . . . H23A H -0.7869 0.2822 0.4611 0.020 Uiso 1 1 calc R . . H23B H -0.7840 0.3166 0.5350 0.020 Uiso 1 1 calc R . . C24 C -0.87503(9) 0.33324(6) 0.5051(3) 0.0203(5) Uani 1 1 d . . . H24A H -0.8564 0.3495 0.5509 0.024 Uiso 1 1 calc R . . C25 C -0.92200(10) 0.33985(7) 0.4611(3) 0.0267(6) Uani 1 1 d . . . H25A H -0.9354 0.3605 0.4765 0.032 Uiso 1 1 calc R . . C26 C -0.94972(10) 0.31644(7) 0.3947(3) 0.0270(6) Uani 1 1 d . . . H26A H -0.9822 0.3209 0.3648 0.032 Uiso 1 1 calc R . . C27 C -0.92999(9) 0.28683(7) 0.3726(3) 0.0226(6) Uani 1 1 d . . . H27A H -0.9490 0.2707 0.3273 0.027 Uiso 1 1 calc R . . C28 C -0.88231(9) 0.28011(6) 0.4157(3) 0.0184(5) Uani 1 1 d . . . H28A H -0.8689 0.2595 0.3985 0.022 Uiso 1 1 calc R . . C29 C -0.85422(8) 0.30333(6) 0.4838(2) 0.0154(5) Uani 1 1 d . . . C30 C -0.81650(9) 0.24817(5) 0.6737(2) 0.0146(5) Uani 1 1 d . . . H30A H -0.8011 0.2368 0.5918 0.018 Uiso 1 1 calc R . . H30B H -0.8522 0.2484 0.6572 0.018 Uiso 1 1 calc R . . C31 C -0.78396(9) 0.23187(6) 1.1567(3) 0.0164(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 Cr1 0.0117(3) 0.0117(2) 0.0106(2) 0.000 0.000 0.0011(2) N1 0.0110(9) 0.0118(10) 0.0184(10) 0.0014(8) -0.0007(8) -0.0010(7) N2 0.0150(10) 0.0140(10) 0.0125(10) 0.0009(8) -0.0004(8) -0.0010(8) O1 0.0244(10) 0.0324(11) 0.0245(10) 0.0129(9) 0.0098(8) 0.0065(8) P1 0.0126(3) 0.0104(3) 0.0131(3) -0.0005(2) 0.0001(2) 0.0001(2) P2 0.0123(3) 0.0115(3) 0.0122(3) 0.0014(2) 0.0005(2) 0.0001(2) C1 0.0186(13) 0.0207(13) 0.0240(14) -0.0063(11) 0.0083(11) -0.0063(10) C2 0.0252(14) 0.0225(14) 0.0373(17) -0.0168(13) 0.0182(13) -0.0099(11) C3 0.0232(14) 0.0113(13) 0.068(2) -0.0081(14) 0.0136(15) -0.0006(11) C4 0.0208(13) 0.0174(13) 0.049(2) 0.0027(13) -0.0013(13) 0.0024(11) C5 0.0199(13) 0.0167(13) 0.0296(15) 0.0002(11) -0.0037(11) -0.0010(10) C6 0.0107(11) 0.0120(11) 0.0235(14) -0.0029(10) 0.0008(9) 0.0001(9) C7 0.0158(12) 0.0129(11) 0.0180(13) 0.0013(10) 0.0001(10) 0.0001(9) C8 0.0133(11) 0.0169(12) 0.0236(13) -0.0008(10) -0.0025(10) -0.0002(10) C9 0.0187(12) 0.0220(13) 0.0191(13) 0.0056(11) 0.0043(10) 0.0006(10) C10 0.0275(14) 0.0289(14) 0.0241(14) -0.0002(13) 0.0076(13) 0.0016(11) C11 0.0211(14) 0.0260(15) 0.0410(18) 0.0050(14) 0.0090(13) 0.0090(11) C12 0.0182(13) 0.0298(15) 0.0403(19) 0.0040(14) -0.0063(13) 0.0040(11) C13 0.0183(13) 0.0234(14) 0.0270(15) 0.0015(12) -0.0020(11) 0.0013(10) C14 0.0112(11) 0.0150(11) 0.0217(13) 0.0039(10) 0.0021(9) -0.0025(9) C15 0.0133(11) 0.0161(11) 0.0159(12) 0.0016(10) -0.0004(9) 0.0020(9) C16 0.0180(12) 0.0182(12) 0.0151(12) -0.0016(10) -0.0004(10) 0.0022(10) C17 0.0239(13) 0.0178(12) 0.0166(13) 0.0031(10) 0.0005(11) -0.0013(10) C18 0.0200(13) 0.0147(12) 0.0248(14) 0.0074(10) -0.0014(11) -0.0022(10) C19 0.0228(13) 0.0179(13) 0.0239(15) 0.0027(11) 0.0040(11) 0.0039(10) C20 0.0202(12) 0.0180(12) 0.0233(14) 0.0068(11) 0.0078(11) 0.0051(10) C21 0.0136(11) 0.0120(11) 0.0181(13) -0.0001(9) -0.0007(10) -0.0001(9) C22 0.0154(11) 0.0109(11) 0.0124(12) 0.0006(9) 0.0013(9) -0.0004(9) C23 0.0153(12) 0.0190(12) 0.0157(13) 0.0039(10) -0.0010(10) 0.0003(9) C24 0.0215(13) 0.0198(12) 0.0196(13) 0.0024(11) -0.0016(11) 0.0021(10) C25 0.0256(14) 0.0310(16) 0.0236(15) 0.0009(12) 0.0018(12) 0.0081(12) C26 0.0163(13) 0.0400(17) 0.0248(15) 0.0093(13) 0.0013(11) 0.0036(12) C27 0.0160(12) 0.0348(16) 0.0171(13) 0.0030(11) -0.0012(10) -0.0049(11) C28 0.0206(13) 0.0225(13) 0.0120(12) 0.0025(10) -0.0024(10) -0.0020(10) C29 0.0177(12) 0.0209(12) 0.0075(11) 0.0050(9) 0.0003(9) 0.0013(9) C30 0.0166(12) 0.0125(11) 0.0147(12) -0.0023(9) -0.0014(9) 0.0027(9) C31 0.0141(11) 0.0156(12) 0.0196(13) 0.0016(10) -0.0022(10) 0.0055(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 Cr1 C31 1.825(3) . ? Cr1 C31 1.825(3) 14_355 ? Cr1 P2 2.3006(6) 14_355 ? Cr1 P2 2.3007(6) . ? Cr1 P1 2.3410(7) 14_355 ? Cr1 P1 2.3411(7) . ? N1 C7 1.462(3) 14_355 ? N1 C8 1.463(3) . ? N1 C15 1.464(3) . ? N2 C22 1.463(3) 14_355 ? N2 C30 1.461(3) . ? N2 C23 1.481(3) . ? O1 C31 1.179(3) . ? P1 C6 1.837(2) . ? P1 C30 1.840(2) . ? P1 C7 1.859(2) . ? P2 C21 1.847(2) . ? P2 C15 1.858(2) . ? P2 C22 1.862(2) . ? C1 C6 1.380(4) . ? C1 C2 1.399(3) . ? C2 C3 1.377(4) . ? C3 C4 1.379(4) . ? C4 C5 1.388(4) . ? C5 C6 1.402(3) . ? C7 N1 1.462(3) 14_355 ? C8 C14 1.505(3) . ? C9 C10 1.381(3) . ? C9 C14 1.388(4) . ? C10 C11 1.379(4) . ? C11 C12 1.380(4) . ? C12 C13 1.391(4) . ? C13 C14 1.385(4) . ? C16 C21 1.389(3) . ? C16 C17 1.396(3) . ? C17 C18 1.379(3) . ? C18 C19 1.374(4) . ? C19 C20 1.385(3) . ? C20 C21 1.385(3) . ? C22 N2 1.463(3) 14_355 ? C23 C29 1.515(3) . ? C24 C25 1.377(3) . ? C24 C29 1.390(3) . ? C25 C26 1.384(4) . ? C26 C27 1.368(4) . ? C27 C28 1.394(4) . ? C28 C29 1.391(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 C31 Cr1 C31 82.24(16) . 14_355 ? C31 Cr1 P2 91.61(7) . 14_355 ? C31 Cr1 P2 99.37(7) 14_355 14_355 ? C31 Cr1 P2 99.37(7) . . ? C31 Cr1 P2 91.61(7) 14_355 . ? P2 Cr1 P2 165.44(4) 14_355 . ? C31 Cr1 P1 171.38(8) . 14_355 ? C31 Cr1 P1 90.07(8) 14_355 14_355 ? P2 Cr1 P1 93.50(2) 14_355 14_355 ? P2 Cr1 P1 76.85(2) . 14_355 ? C31 Cr1 P1 90.07(8) . . ? C31 Cr1 P1 171.38(8) 14_355 . ? P2 Cr1 P1 76.85(2) 14_355 . ? P2 Cr1 P1 93.50(2) . . ? P1 Cr1 P1 97.85(3) 14_355 . ? C7 N1 C8 109.97(18) 14_355 . ? C7 N1 C15 113.95(18) 14_355 . ? C8 N1 C15 109.70(18) . . ? C22 N2 C30 115.62(19) 14_355 . ? C22 N2 C23 110.13(17) 14_355 . ? C30 N2 C23 111.23(18) . . ? C6 P1 C30 102.84(11) . . ? C6 P1 C7 94.91(10) . . ? C30 P1 C7 99.22(11) . . ? C6 P1 Cr1 124.43(8) . . ? C30 P1 Cr1 117.98(8) . . ? C7 P1 Cr1 112.52(8) . . ? C21 P2 C15 96.53(10) . . ? C21 P2 C22 99.56(10) . . ? C15 P2 C22 98.79(11) . . ? C21 P2 Cr1 125.72(8) . . ? C15 P2 Cr1 115.12(8) . . ? C22 P2 Cr1 116.31(8) . . ? C6 C1 C2 120.3(3) . . ? C3 C2 C1 120.1(3) . . ? C2 C3 C4 120.5(2) . . ? C3 C4 C5 119.4(3) . . ? C4 C5 C6 120.9(3) . . ? C1 C6 C5 118.7(2) . . ? C1 C6 P1 125.6(2) . . ? C5 C6 P1 115.67(19) . . ? N1 C7 P1 114.42(15) 14_355 . ? N1 C8 C14 114.33(19) . . ? C10 C9 C14 120.4(2) . . ? C11 C10 C9 121.1(3) . . ? C12 C11 C10 118.9(3) . . ? C11 C12 C13 120.3(3) . . ? C14 C13 C12 120.8(3) . . ? C13 C14 C9 118.5(2) . . ? C13 C14 C8 120.9(2) . . ? C9 C14 C8 120.3(2) . . ? N1 C15 P2 113.59(16) . . ? C21 C16 C17 120.3(2) . . ? C18 C17 C16 120.1(2) . . ? C19 C18 C17 120.0(2) . . ? C18 C19 C20 119.8(2) . . ? C21 C20 C19 121.3(2) . . ? C16 C21 C20 118.4(2) . . ? C16 C21 P2 120.31(18) . . ? C20 C21 P2 121.26(19) . . ? N2 C22 P2 114.50(15) 14_355 . ? N2 C23 C29 115.11(19) . . ? C25 C24 C29 121.5(2) . . ? C24 C25 C26 120.1(3) . . ? C27 C26 C25 119.5(3) . . ? C26 C27 C28 120.7(3) . . ? C29 C28 C27 120.5(2) . . ? C28 C29 C24 117.9(2) . . ? C28 C29 C23 121.1(2) . . ? C24 C29 C23 121.0(2) . . ? N2 C30 P1 112.52(16) . . ? O1 C31 Cr1 174.2(2) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.460 _refine_diff_density_min -0.488 _refine_diff_density_rms 0.090