Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'P. Braunstein' 'Anthony Kermagoret' _publ_contact_author_name 'P. Braunstein' _publ_contact_author_address ; Laboratoire de Chimie de Coordn. UMR 7177 CNRS Universite Louis Pasteur 4 rue Blaise Pascal Strasbourg Cedex 67070 FRANCE ; _publ_contact_author_email BRAUNSTEIN@CHIMIE.U-STRASBG.FR _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Contrasting bonding modes of a tridentate bis(oxazoline)phosphine ligand in cobalt and iron vs. palladium complexes: unprecedented N,N-coordination for a N,P,N ligand ; _audit_creation_date 10-03-06 _publ_section_references ; Burla, M.C., Camalli, M., Cascarano, G.,Giacovazzo, C., Polidori, G., Spagna, R. &Viterbo, D. (1989). SIR. J. Appl. Cryst. 22, 389-393. Dowty, E. (1994). ATOMS for Mac. Version 3.0. Shape Software, 521 Hidden Valley Road, Kingsport, TN 37663, E-U. KappaCCD Operation Manual (1997), Nonius B.V., Delft, The Nederlands. Otwinowski, Z. & Minor, W. (1997), Methods in Enzymology, 276, 307-326. Sheldrick, G.M. (1997). SHELXL97. Program for the refinement of crystal structures. University of Gottingen. Germany. Spek, A.L., PLATON 98, Utrecht University, The Netherland, 1998. ; data_kerma_conopon _database_code_depnum_ccdc_archive 'CCDC 659280' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H33 Cl2 Co N2 O4 P, 1/2(C7 H8)' _chemical_formula_sum 'C25.50 H37 Cl2 Co N2 O4 P' _chemical_formula_weight 596.37 _chemical_absolute_configuration ? 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1010(4) _cell_length_b 9.1930(4) _cell_length_c 17.5460(9) _cell_angle_alpha 79.9750(15) _cell_angle_beta 84.2710(15) _cell_angle_gamma 83.173(3) _cell_volume 1430.62(11) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4649 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.878 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.384 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 0.875 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 KappaCCD _diffrn_measurement_method '\p scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10153 _diffrn_reflns_av_R_equivalents 0.0442 _diffrn_reflns_av_sigmaI/netI 0.1043 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.18 _diffrn_reflns_theta_max 27.75 _reflns_number_total 6620 _reflns_number_gt 4065 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON 98 (Spek, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0962P)^2^+0.0000P] 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 6620 _refine_ls_number_parameters 302 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1170 _refine_ls_R_factor_gt 0.0614 _refine_ls_wR_factor_ref 0.1801 _refine_ls_wR_factor_gt 0.1530 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _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 Co Co 0.44906(5) -0.01591(5) 0.70012(3) 0.02824(18) Uani 1 1 d . . . Cl1 Cl 0.41484(11) -0.18232(11) 0.80805(6) 0.0386(3) Uani 1 1 d . . . Cl2 Cl 0.29215(11) -0.00370(11) 0.60812(6) 0.0385(3) Uani 1 1 d . . . P P 0.48906(9) 0.21978(10) 0.72481(6) 0.0233(2) Uani 1 1 d . . . O1 O 0.6547(2) 0.2501(3) 0.68407(14) 0.0248(6) Uani 1 1 d . . . O2 O 0.8692(3) -0.0035(3) 0.57780(17) 0.0410(7) Uani 1 1 d . . . O3 O 0.4039(2) 0.3760(3) 0.68757(15) 0.0277(6) Uani 1 1 d . . . O4 O 0.0113(3) 0.3819(3) 0.75176(18) 0.0390(7) Uani 1 1 d . . . N1 N 0.6603(3) -0.0543(3) 0.65187(19) 0.0307(8) Uani 1 1 d . . . N2 N 0.1997(3) 0.2042(3) 0.77901(19) 0.0306(8) Uani 1 1 d . . . C1 C 0.5272(4) 0.2468(4) 0.8204(2) 0.0254(8) Uani 1 1 d . . . C2 C 0.5325(4) 0.3879(4) 0.8373(3) 0.0377(10) Uani 1 1 d . . . H2 H 0.5071 0.4726 0.7998 0.045 Uiso 1 1 calc . . . C3 C 0.5743(5) 0.4063(5) 0.9079(3) 0.0481(12) Uani 1 1 d . . . H3 H 0.5775 0.5035 0.9188 0.058 Uiso 1 1 calc . . . C4 C 0.6115(5) 0.2846(6) 0.9631(3) 0.0500(12) Uani 1 1 d . . . H4 H 0.6403 0.2978 1.0118 0.060 Uiso 1 1 calc . . . C5 C 0.6067(5) 0.1441(6) 0.9472(3) 0.0497(12) Uani 1 1 d . . . H5 H 0.6324 0.0601 0.9851 0.060 Uiso 1 1 calc . . . C6 C 0.5640(5) 0.1242(5) 0.8755(3) 0.0409(11) Uani 1 1 d . . . H6 H 0.5604 0.0270 0.8648 0.049 Uiso 1 1 calc . . . C7 C 0.7112(4) 0.2108(4) 0.6093(2) 0.0276(8) Uani 1 1 d . . . C8 C 0.6018(4) 0.2637(4) 0.5474(2) 0.0339(9) Uani 1 1 d . . . H8A H 0.5100 0.2165 0.5629 0.051 Uiso 1 1 calc . . . H8B H 0.6455 0.2369 0.4978 0.051 Uiso 1 1 calc . . . H8C H 0.5795 0.3718 0.5419 0.051 Uiso 1 1 calc . . . C9 C 0.8531(4) 0.2865(5) 0.5883(3) 0.0376(10) Uani 1 1 d . . . H9A H 0.8306 0.3934 0.5882 0.056 Uiso 1 1 calc . . . H9B H 0.8952 0.2694 0.5366 0.056 Uiso 1 1 calc . . . H9C H 0.9249 0.2453 0.6265 0.056 Uiso 1 1 calc . . . C10 C 0.7423(4) 0.0443(4) 0.6164(2) 0.0308(9) Uani 1 1 d . . . C11 C 0.8666(5) -0.1605(5) 0.5828(3) 0.0501(12) Uani 1 1 d . . . H11A H 0.9622 -0.2142 0.5989 0.060 Uiso 1 1 calc . . . H11B H 0.8489 -0.1847 0.5318 0.060 Uiso 1 1 calc . . . C12 C 0.7393(4) -0.2043(4) 0.6436(3) 0.0366(10) Uani 1 1 d . . . C13 C 0.7953(5) -0.2769(5) 0.7211(3) 0.0468(12) Uani 1 1 d . . . H13A H 0.8699 -0.2192 0.7346 0.070 Uiso 1 1 calc . . . H13B H 0.8400 -0.3781 0.7177 0.070 Uiso 1 1 calc . . . H13C H 0.7122 -0.2802 0.7613 0.070 Uiso 1 1 calc . . . C14 C 0.6351(5) -0.2974(6) 0.6161(4) 0.0642(16) Uani 1 1 d . . . H14A H 0.5515 -0.3137 0.6553 0.096 Uiso 1 1 calc . . . H14B H 0.6885 -0.3933 0.6082 0.096 Uiso 1 1 calc . . . H14C H 0.5977 -0.2454 0.5671 0.096 Uiso 1 1 calc . . . C15 C 0.2484(4) 0.4268(4) 0.6833(2) 0.0275(9) Uani 1 1 d . . . C16 C 0.2298(4) 0.5853(4) 0.6998(3) 0.0448(12) Uani 1 1 d . . . H16A H 0.2621 0.5861 0.7514 0.067 Uiso 1 1 calc . . . H16B H 0.1251 0.6249 0.6983 0.067 Uiso 1 1 calc . . . H16C H 0.2900 0.6470 0.6605 0.067 Uiso 1 1 calc . . . C17 C 0.2074(4) 0.4189(5) 0.6027(3) 0.0426(11) Uani 1 1 d . . . H17A H 0.2691 0.4803 0.5640 0.064 Uiso 1 1 calc . . . H17B H 0.1026 0.4556 0.5981 0.064 Uiso 1 1 calc . . . H17C H 0.2241 0.3157 0.5937 0.064 Uiso 1 1 calc . . . C18 C 0.1564(4) 0.3281(4) 0.7418(2) 0.0273(9) Uani 1 1 d . . . C19 C -0.0498(4) 0.2782(5) 0.8162(3) 0.0429(11) Uani 1 1 d . . . H19A H -0.1464 0.2509 0.8049 0.052 Uiso 1 1 calc . . . H19B H -0.0638 0.3216 0.8646 0.052 Uiso 1 1 calc . . . C20 C 0.0671(4) 0.1426(5) 0.8234(2) 0.0359(10) Uani 1 1 d . . . C21 C 0.0259(5) 0.0197(5) 0.7842(3) 0.0438(11) Uani 1 1 d . . . H21A H 0.0112 0.0588 0.7296 0.066 Uiso 1 1 calc . . . H21B H -0.0661 -0.0169 0.8104 0.066 Uiso 1 1 calc . . . H21C H 0.1059 -0.0619 0.7875 0.066 Uiso 1 1 calc . . . C22 C 0.1002(6) 0.0845(6) 0.9074(3) 0.0619(15) Uani 1 1 d . . . H22A H 0.1514 -0.0162 0.9113 0.093 Uiso 1 1 calc . . . H22B H 0.0069 0.0826 0.9406 0.093 Uiso 1 1 calc . . . H22C H 0.1635 0.1498 0.9244 0.093 Uiso 1 1 calc . . . C23 C -0.1062(9) 0.6092(9) 0.9690(5) 0.1160(16) Uiso 1 1 d D . . C24 C 0.1302(9) 0.4907(10) 0.9625(5) 0.1160(16) Uiso 1 1 d . . . H24 H 0.2265 0.4807 0.9364 0.139 Uiso 1 1 calc . . . C25 C 0.0363(10) 0.5965(9) 0.9300(5) 0.1160(16) Uiso 1 1 d . . . H25 H 0.0625 0.6604 0.8832 0.139 Uiso 1 1 calc . . . C26 C -0.2116(14) 0.7247(14) 0.9325(9) 0.1160(16) Uiso 0.50 1 d PD . . H26A H -0.1613 0.7828 0.8873 0.174 Uiso 1 1 calc . . . H26B H -0.2522 0.7899 0.9697 0.174 Uiso 0.50 1 calc P . . H26C H -0.2924 0.6794 0.9157 0.174 Uiso 0.50 1 calc P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co 0.0282(3) 0.0241(3) 0.0325(3) -0.0059(2) -0.0017(2) -0.0018(2) Cl1 0.0473(6) 0.0278(5) 0.0397(7) -0.0014(5) -0.0025(5) -0.0059(4) Cl2 0.0402(6) 0.0394(6) 0.0384(6) -0.0106(5) -0.0093(4) -0.0028(4) P 0.0215(5) 0.0224(5) 0.0259(6) -0.0053(4) -0.0007(4) -0.0010(4) O1 0.0226(12) 0.0273(14) 0.0251(15) -0.0070(11) 0.0003(10) -0.0026(10) O2 0.0302(15) 0.0491(18) 0.0434(19) -0.0190(15) 0.0048(13) 0.0080(13) O3 0.0192(12) 0.0238(13) 0.0367(16) 0.0004(12) -0.0010(11) 0.0021(10) O4 0.0235(14) 0.0363(16) 0.052(2) -0.0013(15) 0.0055(12) 0.0012(12) N1 0.0331(17) 0.0269(17) 0.033(2) -0.0112(15) -0.0038(14) 0.0044(14) N2 0.0254(16) 0.0328(19) 0.032(2) -0.0022(16) -0.0005(14) -0.0013(14) C1 0.0199(18) 0.032(2) 0.025(2) -0.0065(17) 0.0009(14) -0.0034(15) C2 0.041(2) 0.034(2) 0.039(3) -0.014(2) 0.0001(19) 0.0004(18) C3 0.054(3) 0.055(3) 0.042(3) -0.029(3) -0.001(2) -0.003(2) C4 0.047(3) 0.076(4) 0.033(3) -0.018(3) -0.004(2) -0.014(2) C5 0.059(3) 0.057(3) 0.033(3) 0.006(2) -0.009(2) -0.023(2) C6 0.049(3) 0.040(2) 0.035(3) -0.001(2) -0.010(2) -0.013(2) C7 0.0246(19) 0.032(2) 0.024(2) -0.0054(17) 0.0038(15) 0.0008(15) C8 0.035(2) 0.037(2) 0.027(2) -0.0005(19) 0.0007(17) -0.0017(17) C9 0.029(2) 0.045(3) 0.040(3) -0.010(2) 0.0021(18) -0.0070(18) C10 0.0220(19) 0.041(2) 0.029(2) -0.0111(19) 0.0014(16) 0.0029(17) C11 0.048(3) 0.045(3) 0.055(3) -0.021(2) -0.005(2) 0.021(2) C12 0.030(2) 0.033(2) 0.050(3) -0.021(2) -0.0070(19) 0.0097(17) C13 0.039(2) 0.033(2) 0.062(3) 0.001(2) -0.002(2) 0.0089(18) C14 0.052(3) 0.052(3) 0.098(5) -0.043(3) -0.015(3) 0.009(2) C15 0.0202(18) 0.0218(19) 0.040(2) -0.0023(17) -0.0046(16) -0.0027(14) C16 0.028(2) 0.025(2) 0.081(4) -0.010(2) -0.001(2) 0.0008(17) C17 0.033(2) 0.051(3) 0.040(3) 0.009(2) -0.0051(19) -0.0123(19) C18 0.0219(18) 0.028(2) 0.033(2) -0.0088(18) -0.0034(16) -0.0018(15) C19 0.033(2) 0.050(3) 0.044(3) -0.008(2) 0.0118(19) -0.0054(19) C20 0.029(2) 0.046(3) 0.029(2) 0.002(2) 0.0065(17) -0.0095(18) C21 0.040(2) 0.038(3) 0.054(3) -0.005(2) 0.001(2) -0.0119(19) C22 0.066(3) 0.077(4) 0.035(3) 0.013(3) 0.000(2) -0.015(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co N1 2.038(3) . ? Co Cl1 2.2384(11) . ? Co Cl2 2.2397(11) . ? Co P 2.3581(11) . ? P O3 1.612(2) . ? P O1 1.636(2) . ? P C1 1.809(4) . ? O1 C7 1.449(4) . ? O2 C10 1.346(4) . ? O2 C11 1.433(5) . ? O3 C15 1.441(4) . ? O4 C18 1.360(4) . ? O4 C19 1.457(5) . ? N1 C10 1.280(5) . ? N1 C12 1.501(5) . ? N2 C18 1.251(5) . ? N2 C20 1.485(5) . ? C1 C6 1.384(5) . ? C1 C2 1.388(5) . ? C2 C3 1.374(6) . ? C2 H2 0.9500 . ? C3 C4 1.379(7) . ? C3 H3 0.9500 . ? C4 C5 1.374(7) . ? C4 H4 0.9500 . ? C5 C6 1.400(6) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C10 1.509(5) . ? C7 C9 1.522(5) . ? C7 C8 1.524(5) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C11 C12 1.535(6) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C14 1.514(6) . ? C12 C13 1.516(6) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C18 1.505(5) . ? C15 C17 1.515(6) . ? C15 C16 1.521(5) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C19 C20 1.536(6) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.520(6) . ? C20 C22 1.525(6) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.395(11) 2_567 ? C23 C25 1.407(10) . ? C23 C26 1.4489(10) . ? C24 C25 1.307(9) . ? C24 C23 1.395(11) 2_567 ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? 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 Co Cl1 109.18(10) . . ? N1 Co Cl2 108.38(10) . . ? Cl1 Co Cl2 117.06(4) . . ? N1 Co P 92.93(9) . . ? Cl1 Co P 113.44(4) . . ? Cl2 Co P 112.95(4) . . ? O3 P O1 97.04(13) . . ? O3 P C1 104.56(16) . . ? O1 P C1 95.27(14) . . ? O3 P Co 125.60(10) . . ? O1 P Co 105.54(10) . . ? C1 P Co 121.32(13) . . ? C7 O1 P 123.6(2) . . ? C10 O2 C11 105.8(3) . . ? C15 O3 P 132.1(2) . . ? C18 O4 C19 104.2(3) . . ? C10 N1 C12 108.1(3) . . ? C10 N1 Co 126.2(3) . . ? C12 N1 Co 125.4(2) . . ? C18 N2 C20 107.2(3) . . ? C6 C1 C2 119.2(4) . . ? C6 C1 P 119.3(3) . . ? C2 C1 P 121.3(3) . . ? C3 C2 C1 120.6(4) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 120.5(4) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C5 C4 C3 119.6(4) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 C6 120.3(4) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C1 C6 C5 119.7(4) . . ? C1 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? O1 C7 C10 109.8(3) . . ? O1 C7 C9 104.7(3) . . ? C10 C7 C9 111.4(3) . . ? O1 C7 C8 112.4(3) . . ? C10 C7 C8 107.9(3) . . ? C9 C7 C8 110.7(3) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N1 C10 O2 117.2(4) . . ? N1 C10 C7 127.8(3) . . ? O2 C10 C7 114.9(3) . . ? O2 C11 C12 106.2(3) . . ? O2 C11 H11A 110.5 . . ? C12 C11 H11A 110.5 . . ? O2 C11 H11B 110.5 . . ? C12 C11 H11B 110.5 . . ? H11A C11 H11B 108.7 . . ? N1 C12 C14 109.7(3) . . ? N1 C12 C13 108.6(3) . . ? C14 C12 C13 111.6(4) . . ? N1 C12 C11 100.7(3) . . ? C14 C12 C11 113.4(4) . . ? C13 C12 C11 112.1(3) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O3 C15 C18 110.1(3) . . ? O3 C15 C17 108.2(3) . . ? C18 C15 C17 108.8(3) . . ? O3 C15 C16 106.2(3) . . ? C18 C15 C16 111.4(3) . . ? C17 C15 C16 112.1(3) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N2 C18 O4 119.0(3) . . ? N2 C18 C15 126.7(3) . . ? O4 C18 C15 114.3(3) . . ? O4 C19 C20 104.1(3) . . ? O4 C19 H19A 110.9 . . ? C20 C19 H19A 110.9 . . ? O4 C19 H19B 110.9 . . ? C20 C19 H19B 110.9 . . ? H19A C19 H19B 108.9 . . ? N2 C20 C21 108.4(3) . . ? N2 C20 C22 109.9(3) . . ? C21 C20 C22 111.3(4) . . ? N2 C20 C19 102.3(3) . . ? C21 C20 C19 112.2(4) . . ? C22 C20 C19 112.2(4) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C25 116.6(8) 2_567 . ? C24 C23 C26 127.7(10) 2_567 . ? C25 C23 C26 115.7(10) . . ? C25 C24 C23 127.9(8) . 2_567 ? C25 C24 H24 116.0 . . ? C23 C24 H24 116.0 2_567 . ? C24 C25 C23 115.4(8) . . ? C24 C25 H25 122.3 . . ? C23 C25 H25 122.3 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Co P O3 117.13(15) . . . . ? Cl1 Co P O3 -130.49(12) . . . . ? Cl2 Co P O3 5.74(13) . . . . ? N1 Co P O1 6.31(13) . . . . ? Cl1 Co P O1 118.69(10) . . . . ? Cl2 Co P O1 -105.08(10) . . . . ? N1 Co P C1 -100.00(16) . . . . ? Cl1 Co P C1 12.38(14) . . . . ? Cl2 Co P C1 148.62(13) . . . . ? O3 P O1 C7 -90.0(3) . . . . ? C1 P O1 C7 164.6(3) . . . . ? Co P O1 C7 40.1(3) . . . . ? O1 P O3 C15 166.8(3) . . . . ? C1 P O3 C15 -95.8(3) . . . . ? Co P O3 C15 52.0(4) . . . . ? Cl1 Co N1 C10 -144.8(3) . . . . ? Cl2 Co N1 C10 86.6(3) . . . . ? P Co N1 C10 -28.8(3) . . . . ? Cl1 Co N1 C12 43.0(3) . . . . ? Cl2 Co N1 C12 -85.6(3) . . . . ? P Co N1 C12 159.0(3) . . . . ? O3 P C1 C6 163.1(3) . . . . ? O1 P C1 C6 -98.2(3) . . . . ? Co P C1 C6 13.6(4) . . . . ? O3 P C1 C2 -22.4(3) . . . . ? O1 P C1 C2 76.3(3) . . . . ? Co P C1 C2 -171.9(3) . . . . ? C6 C1 C2 C3 0.2(6) . . . . ? P C1 C2 C3 -174.3(3) . . . . ? C1 C2 C3 C4 0.0(7) . . . . ? C2 C3 C4 C5 0.0(7) . . . . ? C3 C4 C5 C6 -0.1(7) . . . . ? C2 C1 C6 C5 -0.3(6) . . . . ? P C1 C6 C5 174.3(3) . . . . ? C4 C5 C6 C1 0.3(7) . . . . ? P O1 C7 C10 -71.3(3) . . . . ? P O1 C7 C9 169.0(2) . . . . ? P O1 C7 C8 48.8(4) . . . . ? C12 N1 C10 O2 3.7(5) . . . . ? Co N1 C10 O2 -169.6(3) . . . . ? C12 N1 C10 C7 -179.3(4) . . . . ? Co N1 C10 C7 7.4(6) . . . . ? C11 O2 C10 N1 5.5(5) . . . . ? C11 O2 C10 C7 -171.9(4) . . . . ? O1 C7 C10 N1 44.7(5) . . . . ? C9 C7 C10 N1 160.2(4) . . . . ? C8 C7 C10 N1 -78.1(5) . . . . ? O1 C7 C10 O2 -138.3(3) . . . . ? C9 C7 C10 O2 -22.8(5) . . . . ? C8 C7 C10 O2 98.9(4) . . . . ? C10 O2 C11 C12 -11.9(4) . . . . ? C10 N1 C12 C14 -130.2(4) . . . . ? Co N1 C12 C14 43.1(5) . . . . ? C10 N1 C12 C13 107.5(4) . . . . ? Co N1 C12 C13 -79.1(4) . . . . ? C10 N1 C12 C11 -10.4(4) . . . . ? Co N1 C12 C11 162.9(3) . . . . ? O2 C11 C12 N1 13.3(4) . . . . ? O2 C11 C12 C14 130.4(4) . . . . ? O2 C11 C12 C13 -102.1(4) . . . . ? P O3 C15 C18 17.7(5) . . . . ? P O3 C15 C17 -101.1(4) . . . . ? P O3 C15 C16 138.5(3) . . . . ? C20 N2 C18 O4 3.7(5) . . . . ? C20 N2 C18 C15 -174.5(4) . . . . ? C19 O4 C18 N2 8.0(5) . . . . ? C19 O4 C18 C15 -173.5(3) . . . . ? O3 C15 C18 N2 -12.8(6) . . . . ? C17 C15 C18 N2 105.5(5) . . . . ? C16 C15 C18 N2 -130.4(4) . . . . ? O3 C15 C18 O4 168.8(3) . . . . ? C17 C15 C18 O4 -72.8(4) . . . . ? C16 C15 C18 O4 51.3(4) . . . . ? C18 O4 C19 C20 -15.3(4) . . . . ? C18 N2 C20 C21 105.7(4) . . . . ? C18 N2 C20 C22 -132.5(4) . . . . ? C18 N2 C20 C19 -13.0(4) . . . . ? O4 C19 C20 N2 17.1(4) . . . . ? O4 C19 C20 C21 -98.9(4) . . . . ? O4 C19 C20 C22 134.9(4) . . . . ? C23 C24 C25 C23 -0.5(16) 2_567 . . . ? C24 C23 C25 C24 0.5(14) 2_567 . . . ? C26 C23 C25 C24 -179.0(10) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.75 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.324 _refine_diff_density_min -0.571 _refine_diff_density_rms 0.101 # Attachment 'Complex_2_CoCl2_NOPON_.cif' data_kerma2 _database_code_depnum_ccdc_archive 'CCDC 659281' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2 (C18 H25 Cl2 Co N2 O2 P), C7 H7' _chemical_formula_sum 'C43 H57 Cl4 Co2 N4 O4 P2' _chemical_formula_weight 1015.53 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.1785(2) _cell_length_b 12.1326(5) _cell_length_c 23.4657(7) _cell_angle_alpha 90.00 _cell_angle_beta 111.606(2) _cell_angle_gamma 90.00 _cell_volume 2429.51(13) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9400 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.388 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1054 _exptl_absorpt_coefficient_mu 1.012 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.79247 _exptl_absorpt_correction_T_max 0.85718 _exptl_absorpt_process_details 'MULscanABS in PLATON (Spek, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 KappaCCD _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14007 _diffrn_reflns_av_R_equivalents 0.0399 _diffrn_reflns_av_sigmaI/netI 0.0547 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 27.45 _reflns_number_total 5541 _reflns_number_gt 3981 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON 98 (Spek, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0980P)^2^+1.5811P] 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 5541 _refine_ls_number_parameters 276 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0860 _refine_ls_R_factor_gt 0.0582 _refine_ls_wR_factor_ref 0.1754 _refine_ls_wR_factor_gt 0.1573 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 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 C1 C 0.2601(4) -0.2058(3) -0.37952(19) 0.0350(8) Uani 1 1 d . . . C2 C 0.1170(5) -0.1821(4) -0.4237(2) 0.0457(10) Uani 1 1 d . . . H2 H 0.0678 -0.2347 -0.4548 0.055 Uiso 1 1 calc R . . C3 C 0.0436(5) -0.0828(4) -0.4235(2) 0.0516(11) Uani 1 1 d . . . H3 H -0.0552 -0.0675 -0.4546 0.062 Uiso 1 1 calc R . . C4 C 0.1128(5) -0.0059(3) -0.3786(2) 0.0468(10) Uani 1 1 d . . . H4 H 0.0617 0.0620 -0.3782 0.056 Uiso 1 1 calc R . . C5 C 0.2554(5) -0.0284(3) -0.3346(2) 0.0456(10) Uani 1 1 d . . . H5 H 0.3040 0.0244 -0.3035 0.055 Uiso 1 1 calc R . . C6 C 0.3295(5) -0.1268(3) -0.33487(19) 0.0403(9) Uani 1 1 d . . . H6 H 0.4293 -0.1409 -0.3041 0.048 Uiso 1 1 calc R . . C7 C 0.3812(4) -0.3990(3) -0.30539(18) 0.0368(9) Uani 1 1 d . . . H7A H 0.4222 -0.4747 -0.3044 0.044 Uiso 1 1 calc R . . H7B H 0.4551 -0.3587 -0.2698 0.044 Uiso 1 1 calc R . . C8 C 0.2275(4) -0.4052(3) -0.29876(17) 0.0322(8) Uani 1 1 d . . . C9 C 0.0402(7) -0.3463(5) -0.2670(3) 0.0685(16) Uani 1 1 d . . . H9A H -0.0311 -0.2825 -0.2812 0.082 Uiso 1 1 calc R . . H9B H 0.0500 -0.3651 -0.2247 0.082 Uiso 1 1 calc R . . C10 C -0.0213(4) -0.4445(3) -0.30943(19) 0.0386(9) Uani 1 1 d . . . C11 C -0.1459(6) -0.4136(5) -0.3694(2) 0.0630(14) Uani 1 1 d . . . H11A H -0.1099 -0.3511 -0.3872 0.094 Uiso 1 1 calc R . . H11B H -0.2416 -0.3930 -0.3628 0.094 Uiso 1 1 calc R . . H11C H -0.1677 -0.4765 -0.3975 0.094 Uiso 1 1 calc R . . C12 C -0.0757(6) -0.5374(4) -0.2788(2) 0.0598(13) Uani 1 1 d . . . H12A H -0.1048 -0.6013 -0.3062 0.090 Uiso 1 1 calc R . . H12B H -0.1667 -0.5130 -0.2698 0.090 Uiso 1 1 calc R . . H12C H 0.0093 -0.5579 -0.2405 0.090 Uiso 1 1 calc R . . C13 C 0.2285(5) -0.4179(3) -0.43506(18) 0.0395(9) Uani 1 1 d . . . H13A H 0.1344 -0.4261 -0.4243 0.047 Uiso 1 1 calc R . . H13B H 0.1965 -0.3836 -0.4761 0.047 Uiso 1 1 calc R . . C14 C 0.3003(5) -0.5266(3) -0.43539(17) 0.0357(8) Uani 1 1 d . . . C15 C 0.4452(7) -0.6455(4) -0.4645(3) 0.0665(16) Uani 1 1 d . . . H15A H 0.5609 -0.6458 -0.4511 0.080 Uiso 1 1 calc R . . H15B H 0.4005 -0.6855 -0.5039 0.080 Uiso 1 1 calc R . . C16 C 0.3939(4) -0.6989(3) -0.41596(17) 0.0307(8) Uani 1 1 d . . . C17 C 0.2968(6) -0.7978(4) -0.4409(3) 0.082(2) Uani 1 1 d . . . H17A H 0.2655 -0.8309 -0.4091 0.123 Uiso 1 1 calc R . . H17B H 0.3575 -0.8513 -0.4543 0.123 Uiso 1 1 calc R . . H17C H 0.2030 -0.7765 -0.4759 0.123 Uiso 1 1 calc R . . C18 C 0.5317(7) -0.7231(7) -0.3587(2) 0.101(3) Uani 1 1 d . . . H18A H 0.5813 -0.6538 -0.3400 0.152 Uiso 1 1 calc R . . H18B H 0.6075 -0.7683 -0.3687 0.152 Uiso 1 1 calc R . . H18C H 0.4965 -0.7631 -0.3298 0.152 Uiso 1 1 calc R . . C19 C 0.6357(7) -0.5553(5) 0.0328(4) 0.0789(19) Uani 1 1 d . . . H19 H 0.7295 -0.5938 0.0553 0.095 Uiso 1 1 calc R . . C20 C 0.5478(9) -0.5868(5) -0.0240(4) 0.081(2) Uani 1 1 d . . . H20 H 0.5802 -0.6481 -0.0416 0.097 Uiso 1 1 calc R . . C21 C 0.4102(9) -0.5322(7) -0.0582(3) 0.086(2) Uani 1 1 d . . . C22 C 0.3212(16) -0.5617(17) -0.1155(7) 0.121(6) Uani 0.50 1 d P . . H22A H 0.2654 -0.6301 -0.1144 0.181 Uiso 0.50 1 calc PR . . H22B H 0.3879 -0.5734 -0.1393 0.181 Uiso 0.50 1 calc PR . . H22C H 0.2452 -0.5032 -0.1345 0.181 Uiso 0.50 1 calc PR . . Cl1 Cl 0.27403(11) -0.73269(8) -0.26891(4) 0.0407(3) Uani 1 1 d . . . Cl2 Cl -0.07205(10) -0.70513(8) -0.41357(4) 0.0384(2) Uani 1 1 d . . . Co1 Co 0.15623(5) -0.63017(4) -0.35300(2) 0.02594(16) Uani 1 1 d . . . N1 N 0.1222(4) -0.4798(2) -0.32141(15) 0.0344(7) Uani 1 1 d . . . N2 N 0.2961(3) -0.6113(2) -0.40313(14) 0.0311(7) Uani 1 1 d . . . O1 O 0.1922(3) -0.3216(2) -0.26924(13) 0.0443(7) Uani 1 1 d . . . O2 O 0.3864(4) -0.5338(2) -0.47081(14) 0.0494(8) Uani 1 1 d . . . P1 P 0.37665(12) -0.32966(8) -0.37716(5) 0.0382(3) 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 C1 0.041(2) 0.0225(17) 0.052(2) 0.0036(16) 0.0292(18) -0.0029(16) C2 0.046(2) 0.040(2) 0.051(3) -0.0104(19) 0.017(2) 0.0021(19) C3 0.050(2) 0.042(2) 0.059(3) 0.002(2) 0.015(2) 0.013(2) C4 0.051(2) 0.027(2) 0.072(3) 0.006(2) 0.034(2) 0.0084(19) C5 0.058(3) 0.036(2) 0.052(3) -0.0083(19) 0.031(2) -0.006(2) C6 0.043(2) 0.041(2) 0.037(2) 0.0045(17) 0.0142(17) 0.0034(18) C7 0.0335(19) 0.033(2) 0.040(2) -0.0030(16) 0.0090(16) -0.0020(16) C8 0.040(2) 0.0260(18) 0.0312(19) -0.0002(15) 0.0137(16) 0.0039(16) C9 0.076(3) 0.062(3) 0.092(4) -0.034(3) 0.058(3) -0.017(3) C10 0.038(2) 0.037(2) 0.051(2) -0.0084(18) 0.0284(18) -0.0022(17) C11 0.047(3) 0.070(3) 0.077(4) 0.007(3) 0.029(2) 0.018(3) C12 0.065(3) 0.063(3) 0.072(3) -0.009(3) 0.050(3) -0.015(3) C13 0.053(2) 0.035(2) 0.038(2) 0.0069(17) 0.0252(18) 0.0094(19) C14 0.047(2) 0.032(2) 0.034(2) -0.0016(16) 0.0222(17) -0.0011(17) C15 0.104(4) 0.041(3) 0.088(4) 0.018(2) 0.074(4) 0.027(3) C16 0.0300(17) 0.0271(18) 0.039(2) 0.0006(15) 0.0178(15) 0.0046(15) C17 0.063(3) 0.049(3) 0.161(6) -0.049(4) 0.074(4) -0.018(3) C18 0.062(3) 0.191(8) 0.044(3) 0.003(4) 0.012(3) 0.072(4) C19 0.071(4) 0.062(4) 0.127(6) 0.024(4) 0.064(4) 0.005(3) C20 0.097(5) 0.043(3) 0.149(7) -0.008(4) 0.100(5) -0.006(3) C21 0.090(5) 0.105(5) 0.077(4) -0.003(4) 0.048(4) -0.050(4) C22 0.073(8) 0.200(19) 0.091(11) 0.000(12) 0.032(8) -0.047(11) Cl1 0.0369(5) 0.0445(6) 0.0400(5) 0.0117(4) 0.0132(4) 0.0021(4) Cl2 0.0332(5) 0.0379(5) 0.0406(5) -0.0059(4) 0.0094(4) -0.0071(4) Co1 0.0269(3) 0.0229(3) 0.0303(3) -0.00039(18) 0.0132(2) -0.00126(19) N1 0.0366(16) 0.0290(16) 0.0457(18) -0.0046(14) 0.0248(14) -0.0034(14) N2 0.0356(16) 0.0235(15) 0.0416(18) 0.0001(13) 0.0231(14) 0.0008(13) O1 0.0532(17) 0.0379(15) 0.0490(17) -0.0138(13) 0.0273(14) -0.0048(13) O2 0.076(2) 0.0361(15) 0.0570(18) 0.0069(13) 0.0490(17) 0.0104(15) P1 0.0414(6) 0.0282(5) 0.0526(6) 0.0024(4) 0.0261(5) 0.0011(4) _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 C1 C2 1.371(6) . ? C1 C6 1.389(6) . ? C1 P1 1.834(4) . ? C2 C3 1.382(6) . ? C2 H2 0.9500 . ? C3 C4 1.376(6) . ? C3 H3 0.9500 . ? C4 C5 1.363(6) . ? C4 H4 0.9500 . ? C5 C6 1.375(6) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.477(5) . ? C7 P1 1.869(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N1 1.288(5) . ? C8 O1 1.334(4) . ? C9 O1 1.447(5) . ? C9 C10 1.521(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.498(6) . ? C10 N1 1.506(5) . ? C10 C12 1.517(6) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.476(5) . ? C13 P1 1.865(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 N2 1.285(5) . ? C14 O2 1.344(5) . ? C15 O2 1.447(5) . ? C15 C16 1.528(6) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.480(6) . ? C16 N2 1.492(4) . ? C16 C18 1.497(6) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.335(10) . ? C19 C21 1.358(9) 3_645 ? C19 H19 0.9500 . ? C20 C21 1.390(10) . ? C20 H20 0.9500 . ? C21 C22 1.338(15) . ? C21 C19 1.358(9) 3_645 ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? Cl1 Co1 2.2447(10) . ? Cl2 Co1 2.2459(10) . ? Co1 N1 2.036(3) . ? Co1 N2 2.049(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 C2 C1 C6 118.1(4) . . ? C2 C1 P1 125.4(3) . . ? C6 C1 P1 116.3(3) . . ? C1 C2 C3 120.8(4) . . ? C1 C2 H2 119.6 . . ? C3 C2 H2 119.6 . . ? C4 C3 C2 120.4(4) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C5 C4 C3 119.2(4) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C4 C5 C6 120.6(4) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C5 C6 C1 120.8(4) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.6 . . ? C8 C7 P1 114.4(3) . . ? C8 C7 H7A 108.7 . . ? P1 C7 H7A 108.7 . . ? C8 C7 H7B 108.7 . . ? P1 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? N1 C8 O1 117.4(3) . . ? N1 C8 C7 126.4(3) . . ? O1 C8 C7 116.1(3) . . ? O1 C9 C10 105.6(3) . . ? O1 C9 H9A 110.6 . . ? C10 C9 H9A 110.6 . . ? O1 C9 H9B 110.6 . . ? C10 C9 H9B 110.6 . . ? H9A C9 H9B 108.8 . . ? C11 C10 N1 108.3(3) . . ? C11 C10 C12 111.1(4) . . ? N1 C10 C12 109.9(3) . . ? C11 C10 C9 113.0(4) . . ? N1 C10 C9 101.9(3) . . ? C12 C10 C9 112.2(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 P1 108.0(3) . . ? C14 C13 H13A 110.1 . . ? P1 C13 H13A 110.1 . . ? C14 C13 H13B 110.1 . . ? P1 C13 H13B 110.1 . . ? H13A C13 H13B 108.4 . . ? N2 C14 O2 117.6(3) . . ? N2 C14 C13 127.0(3) . . ? O2 C14 C13 115.2(3) . . ? O2 C15 C16 105.5(3) . . ? O2 C15 H15A 110.6 . . ? C16 C15 H15A 110.6 . . ? O2 C15 H15B 110.6 . . ? C16 C15 H15B 110.6 . . ? H15A C15 H15B 108.8 . . ? C17 C16 N2 109.8(3) . . ? C17 C16 C18 112.5(5) . . ? N2 C16 C18 109.3(4) . . ? C17 C16 C15 110.8(4) . . ? N2 C16 C15 102.8(3) . . ? C18 C16 C15 111.2(4) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 C21 119.4(6) . 3_645 ? C20 C19 H19 120.3 . . ? C21 C19 H19 120.3 3_645 . ? C19 C20 C21 121.8(6) . . ? C19 C20 H20 119.1 . . ? C21 C20 H20 119.1 . . ? C22 C21 C19 118.5(12) . 3_645 ? C22 C21 C20 122.7(12) . . ? C19 C21 C20 118.8(6) 3_645 . ? 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 . . ? N1 Co1 N2 108.75(12) . . ? N1 Co1 Cl1 105.38(10) . . ? N2 Co1 Cl1 111.47(9) . . ? N1 Co1 Cl2 111.14(9) . . ? N2 Co1 Cl2 108.54(9) . . ? Cl1 Co1 Cl2 111.53(4) . . ? C8 N1 C10 107.3(3) . . ? C8 N1 Co1 126.0(2) . . ? C10 N1 Co1 125.8(2) . . ? C14 N2 C16 107.5(3) . . ? C14 N2 Co1 126.1(3) . . ? C16 N2 Co1 125.9(2) . . ? C8 O1 C9 106.4(3) . . ? C14 O2 C15 106.3(3) . . ? C1 P1 C13 100.82(18) . . ? C1 P1 C7 102.43(18) . . ? C13 P1 C7 99.59(17) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.4(6) . . . . ? P1 C1 C2 C3 -175.6(3) . . . . ? C1 C2 C3 C4 -0.4(7) . . . . ? C2 C3 C4 C5 0.7(7) . . . . ? C3 C4 C5 C6 -0.2(6) . . . . ? C4 C5 C6 C1 -0.6(6) . . . . ? C2 C1 C6 C5 0.9(6) . . . . ? P1 C1 C6 C5 176.5(3) . . . . ? P1 C7 C8 N1 84.9(4) . . . . ? P1 C7 C8 O1 -91.1(4) . . . . ? O1 C9 C10 C11 -104.5(5) . . . . ? O1 C9 C10 N1 11.4(5) . . . . ? O1 C9 C10 C12 128.9(4) . . . . ? P1 C13 C14 N2 91.1(4) . . . . ? P1 C13 C14 O2 -84.6(4) . . . . ? O2 C15 C16 C17 121.9(4) . . . . ? O2 C15 C16 N2 4.7(5) . . . . ? O2 C15 C16 C18 -112.2(5) . . . . ? C21 C19 C20 C21 0.2(9) 3_645 . . . ? C19 C20 C21 C22 179.3(9) . . . . ? C19 C20 C21 C19 -0.2(9) . . . 3_645 ? O1 C8 N1 C10 2.9(5) . . . . ? C7 C8 N1 C10 -173.1(4) . . . . ? O1 C8 N1 Co1 -166.8(3) . . . . ? C7 C8 N1 Co1 17.3(6) . . . . ? C11 C10 N1 C8 110.4(4) . . . . ? C12 C10 N1 C8 -128.0(4) . . . . ? C9 C10 N1 C8 -8.9(5) . . . . ? C11 C10 N1 Co1 -79.9(4) . . . . ? C12 C10 N1 Co1 41.6(5) . . . . ? C9 C10 N1 Co1 160.8(3) . . . . ? N2 Co1 N1 C8 -42.6(4) . . . . ? Cl1 Co1 N1 C8 77.1(3) . . . . ? Cl2 Co1 N1 C8 -162.0(3) . . . . ? N2 Co1 N1 C10 149.7(3) . . . . ? Cl1 Co1 N1 C10 -90.7(3) . . . . ? Cl2 Co1 N1 C10 30.3(3) . . . . ? O2 C14 N2 C16 -0.5(5) . . . . ? C13 C14 N2 C16 -176.2(4) . . . . ? O2 C14 N2 Co1 -172.6(3) . . . . ? C13 C14 N2 Co1 11.8(6) . . . . ? C17 C16 N2 C14 -120.6(4) . . . . ? C18 C16 N2 C14 115.5(5) . . . . ? C15 C16 N2 C14 -2.7(4) . . . . ? C17 C16 N2 Co1 51.4(5) . . . . ? C18 C16 N2 Co1 -72.4(5) . . . . ? C15 C16 N2 Co1 169.4(3) . . . . ? N1 Co1 N2 C14 -32.0(4) . . . . ? Cl1 Co1 N2 C14 -147.8(3) . . . . ? Cl2 Co1 N2 C14 89.0(3) . . . . ? N1 Co1 N2 C16 157.4(3) . . . . ? Cl1 Co1 N2 C16 41.6(3) . . . . ? Cl2 Co1 N2 C16 -81.6(3) . . . . ? N1 C8 O1 C9 5.0(5) . . . . ? C7 C8 O1 C9 -178.6(4) . . . . ? C10 C9 O1 C8 -10.4(5) . . . . ? N2 C14 O2 C15 3.7(5) . . . . ? C13 C14 O2 C15 179.9(4) . . . . ? C16 C15 O2 C14 -5.1(5) . . . . ? C2 C1 P1 C13 -13.5(4) . . . . ? C6 C1 P1 C13 171.3(3) . . . . ? C2 C1 P1 C7 -116.0(4) . . . . ? C6 C1 P1 C7 68.8(3) . . . . ? C14 C13 P1 C1 -175.4(3) . . . . ? C14 C13 P1 C7 -70.6(3) . . . . ? C8 C7 P1 C1 46.5(3) . . . . ? C8 C7 P1 C13 -57.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.302 _refine_diff_density_min -0.578 _refine_diff_density_rms 0.098 # Attachment 'Complex_3_FeCl2_NOPON_.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 659282' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H25 Cl2 Fe N2 O2 P' _chemical_formula_sum 'C18 H25 Cl2 Fe N2 O2 P' _chemical_formula_weight 459.12 _chemical_absolute_configuration . 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.7240(13) _cell_length_b 12.3190(15) _cell_length_c 15.5250(19) _cell_angle_alpha 90.00 _cell_angle_beta 113.772(5) _cell_angle_gamma 90.00 _cell_volume 2227.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5468 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.034 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.369 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 1.003 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 KappaCCD _diffrn_measurement_method '\p scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10818 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0562 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 30.06 _reflns_number_total 6465 _reflns_number_gt 4953 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON 98 (Spek, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0816P)^2^+1.3431P] 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 6465 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0834 _refine_ls_R_factor_gt 0.0569 _refine_ls_wR_factor_ref 0.1619 _refine_ls_wR_factor_gt 0.1469 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.001 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 Fe Fe 0.24799(3) -0.12464(3) 0.52927(3) 0.02680(12) Uani 1 1 d . . . Cl1 Cl 0.40788(6) -0.22653(6) 0.56519(6) 0.0420(2) Uani 1 1 d . . . Cl2 Cl 0.10116(7) -0.19880(7) 0.55542(6) 0.0454(2) Uani 1 1 d . . . P P 0.26100(7) 0.18372(6) 0.39929(6) 0.03495(19) Uani 1 1 d . . . O1 O 0.4141(2) 0.17145(19) 0.64398(16) 0.0450(5) Uani 1 1 d . . . O2 O 0.0713(2) 0.00503(18) 0.25233(15) 0.0439(5) Uani 1 1 d . . . N1 N 0.3064(2) 0.0213(2) 0.60112(16) 0.0337(5) Uani 1 1 d . . . N2 N 0.1763(2) -0.08441(19) 0.38610(16) 0.0288(5) Uani 1 1 d . . . C1 C 0.2562(3) 0.3063(2) 0.4638(2) 0.0335(6) Uani 1 1 d . . . C2 C 0.3368(3) 0.3853(3) 0.4704(3) 0.0423(7) Uani 1 1 d . . . H2 H 0.3919 0.3718 0.4447 0.051 Uiso 1 1 calc . . . C3 C 0.3377(3) 0.4837(3) 0.5139(3) 0.0509(9) Uani 1 1 d . . . H3 H 0.3936 0.5370 0.5183 0.061 Uiso 1 1 calc . . . C4 C 0.2577(3) 0.5043(3) 0.5507(3) 0.0532(9) Uani 1 1 d . . . H4 H 0.2576 0.5719 0.5801 0.064 Uiso 1 1 calc . . . C5 C 0.1778(4) 0.4259(3) 0.5445(3) 0.0604(11) Uani 1 1 d . . . H5 H 0.1228 0.4396 0.5702 0.073 Uiso 1 1 calc . . . C6 C 0.1768(3) 0.3270(3) 0.5011(3) 0.0455(8) Uani 1 1 d . . . H6 H 0.1212 0.2737 0.4972 0.055 Uiso 1 1 calc . . . C7 C 0.3768(2) 0.1045(2) 0.4901(2) 0.0329(6) Uani 1 1 d . . . H7A H 0.3787 0.0309 0.4650 0.039 Uiso 1 1 calc . . . H7B H 0.4514 0.1397 0.5022 0.039 Uiso 1 1 calc . . . C8 C 0.3638(2) 0.0940(2) 0.5802(2) 0.0327(6) Uani 1 1 d . . . C9 C 0.3807(5) 0.1523(4) 0.7215(3) 0.0725(14) Uani 1 1 d . . . H9A H 0.3322 0.2125 0.7270 0.087 Uiso 1 1 calc . . . H9B H 0.4493 0.1461 0.7815 0.087 Uiso 1 1 calc . . . C10 C 0.3131(3) 0.0454(3) 0.6983(2) 0.0475(8) Uani 1 1 d . . . C11 C 0.1935(4) 0.0613(4) 0.6938(3) 0.0650(11) Uani 1 1 d . . . H11A H 0.1569 0.1225 0.6522 0.098 Uiso 1 1 calc . . . H11B H 0.1976 0.0764 0.7571 0.098 Uiso 1 1 calc . . . H11C H 0.1483 -0.0047 0.6692 0.098 Uiso 1 1 calc . . . C12 C 0.3763(4) -0.0461(4) 0.7632(3) 0.0673(12) Uani 1 1 d . . . H12A H 0.3348 -0.1143 0.7402 0.101 Uiso 1 1 calc . . . H12B H 0.3811 -0.0313 0.8267 0.101 Uiso 1 1 calc . . . H12C H 0.4539 -0.0521 0.7649 0.101 Uiso 1 1 calc . . . C13 C 0.1321(2) 0.1094(2) 0.3952(2) 0.0338(6) Uani 1 1 d . . . H13A H 0.1374 0.0969 0.4598 0.041 Uiso 1 1 calc . . . H13B H 0.0620 0.1523 0.3602 0.041 Uiso 1 1 calc . . . C14 C 0.1268(2) 0.0035(2) 0.3470(2) 0.0314(6) Uani 1 1 d . . . C15 C 0.0721(3) -0.1073(3) 0.2232(2) 0.0443(8) Uani 1 1 d . . . H15A H 0.0900 -0.1115 0.1668 0.053 Uiso 1 1 calc . . . H15B H -0.0030 -0.1425 0.2090 0.053 Uiso 1 1 calc . . . C16 C 0.1670(3) -0.1611(2) 0.3082(2) 0.0332(6) Uani 1 1 d . . . C17 C 0.2812(3) -0.1578(3) 0.2980(3) 0.0473(8) Uani 1 1 d . . . H17A H 0.2997 -0.0825 0.2892 0.071 Uiso 1 1 calc . . . H17B H 0.2754 -0.2012 0.2434 0.071 Uiso 1 1 calc . . . H17C H 0.3418 -0.1875 0.3549 0.071 Uiso 1 1 calc . . . C18 C 0.1366(3) -0.2746(3) 0.3272(2) 0.0450(8) Uani 1 1 d . . . H18A H 0.1964 -0.3018 0.3857 0.068 Uiso 1 1 calc . . . H18B H 0.1307 -0.3223 0.2749 0.068 Uiso 1 1 calc . . . H18C H 0.0628 -0.2732 0.3332 0.068 Uiso 1 1 calc . . . 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 Fe 0.0279(2) 0.0250(2) 0.0281(2) 0.00037(14) 0.01192(16) -0.00436(15) Cl1 0.0310(4) 0.0385(4) 0.0546(5) 0.0105(3) 0.0153(3) 0.0039(3) Cl2 0.0404(4) 0.0513(5) 0.0524(5) 0.0008(4) 0.0270(4) -0.0125(3) P 0.0425(4) 0.0268(4) 0.0351(4) 0.0006(3) 0.0152(3) 0.0000(3) O1 0.0441(13) 0.0407(12) 0.0414(12) -0.0089(10) 0.0082(10) -0.0178(10) O2 0.0509(13) 0.0353(11) 0.0298(10) -0.0027(9) -0.0001(10) 0.0069(10) N1 0.0402(13) 0.0308(12) 0.0284(12) -0.0025(9) 0.0121(10) -0.0070(10) N2 0.0321(12) 0.0266(11) 0.0268(11) -0.0040(9) 0.0109(9) -0.0023(9) C1 0.0393(16) 0.0244(13) 0.0333(15) 0.0015(11) 0.0110(13) 0.0014(11) C2 0.0480(19) 0.0334(15) 0.0481(19) 0.0002(13) 0.0221(16) -0.0052(13) C3 0.060(2) 0.0315(16) 0.061(2) -0.0055(15) 0.0231(19) -0.0139(15) C4 0.061(2) 0.0353(17) 0.062(2) -0.0140(16) 0.0230(19) -0.0028(16) C5 0.061(2) 0.044(2) 0.089(3) -0.022(2) 0.043(2) -0.0041(18) C6 0.0449(18) 0.0343(16) 0.060(2) -0.0108(15) 0.0237(17) -0.0080(14) C7 0.0295(14) 0.0286(14) 0.0443(16) 0.0001(12) 0.0187(13) -0.0020(11) C8 0.0286(14) 0.0284(13) 0.0347(15) -0.0009(11) 0.0061(12) -0.0018(11) C9 0.111(4) 0.065(3) 0.046(2) -0.0250(19) 0.036(2) -0.045(3) C10 0.068(2) 0.0454(18) 0.0278(15) -0.0100(13) 0.0175(15) -0.0171(17) C11 0.077(3) 0.073(3) 0.055(2) -0.017(2) 0.038(2) -0.007(2) C12 0.095(3) 0.067(3) 0.0303(17) 0.0009(17) 0.016(2) -0.006(2) C13 0.0296(14) 0.0320(14) 0.0344(15) -0.0026(11) 0.0073(12) 0.0063(11) C14 0.0296(13) 0.0305(14) 0.0307(13) -0.0024(11) 0.0086(11) -0.0003(11) C15 0.052(2) 0.0371(17) 0.0336(16) -0.0091(13) 0.0066(14) 0.0023(14) C16 0.0380(15) 0.0285(13) 0.0297(14) -0.0049(11) 0.0100(12) 0.0014(12) C17 0.0467(19) 0.051(2) 0.0468(19) -0.0112(15) 0.0218(16) 0.0023(16) C18 0.056(2) 0.0296(15) 0.0447(18) -0.0089(13) 0.0147(16) -0.0041(14) _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 Fe N1 2.088(2) . ? Fe N2 2.094(2) . ? Fe Cl2 2.2586(8) . ? Fe Cl1 2.2607(8) . ? P C1 1.827(3) . ? P C7 1.854(3) . ? P C13 1.857(3) . ? O1 C8 1.338(4) . ? O1 C9 1.448(5) . ? O2 C14 1.350(3) . ? O2 C15 1.458(4) . ? N1 C8 1.279(4) . ? N1 C10 1.506(4) . ? N2 C14 1.277(4) . ? N2 C16 1.501(3) . ? C1 C6 1.375(4) . ? C1 C2 1.388(4) . ? C2 C3 1.386(5) . ? C2 H2 0.9500 . ? C3 C4 1.378(5) . ? C3 H3 0.9500 . ? C4 C5 1.376(5) . ? C4 H4 0.9500 . ? C5 C6 1.390(5) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.479(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C9 C10 1.534(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.508(6) . ? C10 C12 1.509(6) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.491(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C15 C16 1.534(4) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C18 1.511(4) . ? C16 C17 1.524(5) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? 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 Fe N2 105.80(9) . . ? N1 Fe Cl2 113.21(7) . . ? N2 Fe Cl2 104.39(7) . . ? N1 Fe Cl1 104.79(8) . . ? N2 Fe Cl1 110.91(7) . . ? Cl2 Fe Cl1 117.29(3) . . ? C1 P C7 102.15(13) . . ? C1 P C13 101.65(13) . . ? C7 P C13 100.76(13) . . ? C8 O1 C9 106.6(2) . . ? C14 O2 C15 105.0(2) . . ? C8 N1 C10 108.0(2) . . ? C8 N1 Fe 125.8(2) . . ? C10 N1 Fe 124.74(19) . . ? C14 N2 C16 106.7(2) . . ? C14 N2 Fe 128.75(19) . . ? C16 N2 Fe 124.41(18) . . ? C6 C1 C2 119.0(3) . . ? C6 C1 P 125.3(2) . . ? C2 C1 P 115.6(2) . . ? C3 C2 C1 120.6(3) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C4 C3 C2 120.1(3) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C5 C4 C3 119.3(3) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C4 C5 C6 120.8(3) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C1 C6 C5 120.2(3) . . ? C1 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C8 C7 P 114.0(2) . . ? C8 C7 H7A 108.7 . . ? P C7 H7A 108.7 . . ? C8 C7 H7B 108.7 . . ? P C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? N1 C8 O1 117.6(3) . . ? N1 C8 C7 126.5(3) . . ? O1 C8 C7 115.8(3) . . ? O1 C9 C10 105.7(3) . . ? O1 C9 H9A 110.6 . . ? C10 C9 H9A 110.6 . . ? O1 C9 H9B 110.6 . . ? C10 C9 H9B 110.6 . . ? H9A C9 H9B 108.7 . . ? N1 C10 C11 109.3(3) . . ? N1 C10 C12 108.7(3) . . ? C11 C10 C12 112.5(3) . . ? N1 C10 C9 101.8(3) . . ? C11 C10 C9 111.1(4) . . ? C12 C10 C9 112.8(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 P 108.0(2) . . ? C14 C13 H13A 110.1 . . ? P C13 H13A 110.1 . . ? C14 C13 H13B 110.1 . . ? P C13 H13B 110.1 . . ? H13A C13 H13B 108.4 . . ? N2 C14 O2 118.1(3) . . ? N2 C14 C13 126.1(3) . . ? O2 C14 C13 115.6(2) . . ? O2 C15 C16 104.2(2) . . ? O2 C15 H15A 110.9 . . ? C16 C15 H15A 110.9 . . ? O2 C15 H15B 110.9 . . ? C16 C15 H15B 110.9 . . ? H15A C15 H15B 108.9 . . ? N2 C16 C18 111.6(2) . . ? N2 C16 C17 107.3(2) . . ? C18 C16 C17 112.0(3) . . ? N2 C16 C15 101.6(2) . . ? C18 C16 C15 113.1(3) . . ? C17 C16 C15 110.6(3) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Fe N1 C8 -45.7(3) . . . . ? Cl2 Fe N1 C8 -159.4(2) . . . . ? Cl1 Fe N1 C8 71.6(3) . . . . ? N2 Fe N1 C10 150.2(3) . . . . ? Cl2 Fe N1 C10 36.5(3) . . . . ? Cl1 Fe N1 C10 -92.5(3) . . . . ? N1 Fe N2 C14 -30.6(3) . . . . ? Cl2 Fe N2 C14 89.1(2) . . . . ? Cl1 Fe N2 C14 -143.7(2) . . . . ? N1 Fe N2 C16 154.1(2) . . . . ? Cl2 Fe N2 C16 -86.2(2) . . . . ? Cl1 Fe N2 C16 41.0(2) . . . . ? C7 P C1 C6 -100.8(3) . . . . ? C13 P C1 C6 3.0(3) . . . . ? C7 P C1 C2 82.5(3) . . . . ? C13 P C1 C2 -173.6(2) . . . . ? C6 C1 C2 C3 0.1(5) . . . . ? P C1 C2 C3 177.0(3) . . . . ? C1 C2 C3 C4 -0.4(6) . . . . ? C2 C3 C4 C5 0.6(6) . . . . ? C3 C4 C5 C6 -0.4(7) . . . . ? C2 C1 C6 C5 0.0(6) . . . . ? P C1 C6 C5 -176.5(3) . . . . ? C4 C5 C6 C1 0.1(7) . . . . ? C1 P C7 C8 50.0(2) . . . . ? C13 P C7 C8 -54.6(2) . . . . ? C10 N1 C8 O1 -0.3(4) . . . . ? Fe N1 C8 O1 -166.7(2) . . . . ? C10 N1 C8 C7 -177.5(3) . . . . ? Fe N1 C8 C7 16.1(4) . . . . ? C9 O1 C8 N1 -3.5(4) . . . . ? C9 O1 C8 C7 174.0(3) . . . . ? P C7 C8 N1 86.8(3) . . . . ? P C7 C8 O1 -90.4(3) . . . . ? C8 O1 C9 C10 5.5(5) . . . . ? C8 N1 C10 C11 121.2(3) . . . . ? Fe N1 C10 C11 -72.2(4) . . . . ? C8 N1 C10 C12 -115.6(3) . . . . ? Fe N1 C10 C12 50.9(4) . . . . ? C8 N1 C10 C9 3.7(4) . . . . ? Fe N1 C10 C9 170.2(3) . . . . ? O1 C9 C10 N1 -5.5(5) . . . . ? O1 C9 C10 C11 -121.7(4) . . . . ? O1 C9 C10 C12 110.9(4) . . . . ? C1 P C13 C14 -177.8(2) . . . . ? C7 P C13 C14 -72.8(2) . . . . ? C16 N2 C14 O2 6.2(3) . . . . ? Fe N2 C14 O2 -169.82(19) . . . . ? C16 N2 C14 C13 -168.4(3) . . . . ? Fe N2 C14 C13 15.6(4) . . . . ? C15 O2 C14 N2 8.1(4) . . . . ? C15 O2 C14 C13 -176.8(3) . . . . ? P C13 C14 N2 87.1(3) . . . . ? P C13 C14 O2 -87.6(3) . . . . ? C14 O2 C15 C16 -17.9(3) . . . . ? C14 N2 C16 C18 -137.4(3) . . . . ? Fe N2 C16 C18 38.8(3) . . . . ? C14 N2 C16 C17 99.5(3) . . . . ? Fe N2 C16 C17 -84.3(3) . . . . ? C14 N2 C16 C15 -16.6(3) . . . . ? Fe N2 C16 C15 159.6(2) . . . . ? O2 C15 C16 N2 20.7(3) . . . . ? O2 C15 C16 C18 140.4(3) . . . . ? O2 C15 C16 C17 -93.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 30.06 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.696 _refine_diff_density_min -0.715 _refine_diff_density_rms 0.159