# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_ARJAN5 #============================================================================== _audit_creation_method 'SHELXL, adapted and expanded' _audit_creation_date 2005-04-27 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H23 N4 O2 Rh' _chemical_formula_weight 514.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1029(9) _cell_length_b 11.0362(7) _cell_length_c 12.7712(8) _cell_angle_alpha 101.182(5) _cell_angle_beta 107.300(5) _cell_angle_gamma 97.188(5) _cell_volume 1178.61(16) _cell_formula_units_Z 2 _cell_measurement_temperature 208(2) _cell_measurement_reflns_used 64 _cell_measurement_theta_min 2.240 _cell_measurement_theta_max 27.500 _exptl_crystal_description 'rough fragment' _exptl_crystal_colour 'translucent dark green' _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 #_exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.449 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 524 _exptl_absorpt_coefficient_mu 0.753 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS multiscan (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 1.000 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 208(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 'Nonius KappaCCD' _diffrn_measurement_method 'area detector \f and \w scan' _diffrn_detector_area_resol_mean 18.4 _diffrn_standards_number 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0.000 _diffrn_reflns_number 41071 _diffrn_reflns_av_R_equivalents 0.0668 _diffrn_reflns_av_sigmaI/netI 0.0530 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5418 _reflns_number_gt 4283 _reflns_number_observed 4283 _reflns_threshold_expression >2sigma(I) _reflns_observed_criterion >2sigma(I) _computing_data_collection ; Nonius "Collect" program suite (Nonius, 1999) ; _computing_cell_refinement ? _computing_data_reduction ; Nonius "EvalCCD" program suite (Duisenberg, 1998) ; _computing_structure_solution ; DIRDIF (Beurskens et al., 1996), PATTY (Beurskens et al., 1987) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; PLATON (Spek, 2003) ; _computing_publication_material ? _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 ; w=1/[\s^2^(Fo^2^)+(0.0270P)^2^+1.1860P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5418 _refine_ls_number_parameters 293 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0674 _refine_ls_R_factor_gt 0.0451 _refine_ls_R_factor_obs 0.0451 _refine_ls_wR_factor_ref 0.0812 _refine_ls_wR_factor_all 0.0812 _refine_ls_wR_factor_gt 0.0757 _refine_ls_wR_factor_obs 0.0757 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_goodness_of_fit_all 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.000 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_shift/esd_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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Rh1 Rh 0.11993(3) 0.30257(2) 0.32204(2) 0.02964(9) Uani 1 d . . . C1 C 0.3152(4) 0.4025(3) 0.3465(3) 0.0423(8) Uani 1 d . . . O1 O 0.4359(3) 0.4627(3) 0.3715(2) 0.0675(8) Uani 1 d . . . C2 C 0.1825(4) 0.3124(3) 0.4761(3) 0.0430(9) Uani 1 d . . . O2 O 0.2212(4) 0.3183(3) 0.5702(2) 0.0721(9) Uani 1 d . . . N1 N 0.0726(3) 0.3000(2) 0.0713(2) 0.0337(6) Uani 1 d . . . N2 N 0.0253(3) 0.2609(2) 0.1457(2) 0.0301(6) Uani 1 d . . . C3 C -0.1061(3) 0.1656(3) 0.1055(2) 0.0292(7) Uani 1 d . . . N4 N -0.1655(3) 0.1324(2) 0.18231(19) 0.0284(6) Uani 1 d . . . N5 N -0.0900(3) 0.1892(2) 0.2887(2) 0.0325(6) Uani 1 d . . . C11 C 0.1881(4) 0.4149(3) 0.1134(3) 0.0356(7) Uani 1 d . . . C12 C 0.1502(4) 0.5287(3) 0.1566(3) 0.0426(8) Uani 1 d . . . C13 C 0.2627(6) 0.6366(3) 0.1844(3) 0.0564(11) Uani 1 d . . . H13 H 0.2397 0.7146 0.2126 0.068 Uiso 1 calc R . . C14 C 0.4063(6) 0.6335(4) 0.1723(3) 0.0637(12) Uani 1 d . . . H14 H 0.4816 0.7084 0.1945 0.076 Uiso 1 calc R . . C15 C 0.4413(5) 0.5208(4) 0.1275(3) 0.0555(10) Uani 1 d . . . H15 H 0.5402 0.5193 0.1190 0.067 Uiso 1 calc R . . C16 C 0.3318(4) 0.4103(3) 0.0952(3) 0.0428(8) Uani 1 d . . . C17 C -0.0087(5) 0.5363(4) 0.1676(3) 0.0598(11) Uani 1 d . . . H17A H -0.0136 0.5124 0.2359 0.090 Uiso 1 calc R . . H17B H -0.0892 0.4797 0.1025 0.090 Uiso 1 calc R . . H17C H -0.0258 0.6219 0.1717 0.090 Uiso 1 calc R . . C18 C 0.3664(5) 0.2869(4) 0.0457(4) 0.0658(12) Uani 1 d . . . H18A H 0.4642 0.3016 0.0300 0.099 Uiso 1 calc R . . H18B H 0.2820 0.2450 -0.0240 0.099 Uiso 1 calc R . . H18C H 0.3755 0.2342 0.0990 0.099 Uiso 1 calc R . . C21 C -0.1657(4) 0.1552(3) 0.3650(2) 0.0333(7) Uani 1 d . . . C22 C -0.1853(4) 0.0336(3) 0.3793(3) 0.0379(8) Uani 1 d . . . C23 C -0.2560(5) 0.0117(4) 0.4590(3) 0.0541(10) Uani 1 d . . . H23 H -0.2726 -0.0701 0.4698 0.065 Uiso 1 calc R . . C24 C -0.3019(5) 0.1051(4) 0.5217(3) 0.0566(11) Uani 1 d . . . H24 H -0.3474 0.0874 0.5755 0.068 Uiso 1 calc R . . C25 C -0.2816(4) 0.2231(4) 0.5063(3) 0.0544(10) Uani 1 d . . . H25 H -0.3130 0.2869 0.5501 0.065 Uiso 1 calc R . . C26 C -0.2156(4) 0.2516(3) 0.4271(3) 0.0445(9) Uani 1 d . . . C27 C -0.1362(5) -0.0719(3) 0.3129(3) 0.0533(10) Uani 1 d . . . H27A H -0.1869 -0.0806 0.2327 0.080 Uiso 1 calc R . . H27B H -0.1667 -0.1498 0.3324 0.080 Uiso 1 calc R . . H27C H -0.0233 -0.0537 0.3307 0.080 Uiso 1 calc R . . C28 C -0.2042(5) 0.3806(4) 0.4042(4) 0.0698(13) Uani 1 d . . . H28A H -0.0947 0.4196 0.4248 0.105 Uiso 1 calc R . . H28B H -0.2540 0.4320 0.4486 0.105 Uiso 1 calc R . . H28C H -0.2566 0.3733 0.3244 0.105 Uiso 1 calc R . . C31 C -0.1940(3) 0.1050(3) -0.0149(2) 0.0270(6) Uani 1 d . . . C32 C -0.1212(4) 0.0675(3) -0.0942(2) 0.0310(7) Uani 1 d . . . H32 H -0.0114 0.0873 -0.0742 0.037 Uiso 1 calc R . . C33 C -0.2124(4) 0.0006(3) -0.2030(3) 0.0372(8) Uani 1 d . . . H33 H -0.1634 -0.0253 -0.2564 0.045 Uiso 1 calc R . . C34 C -0.3730(4) -0.0282(3) -0.2338(3) 0.0425(9) Uani 1 d . . . H34 H -0.4333 -0.0743 -0.3075 0.051 Uiso 1 calc R . . C35 C -0.4448(4) 0.0106(3) -0.1561(3) 0.0417(8) Uani 1 d . . . H35 H -0.5548 -0.0079 -0.1771 0.050 Uiso 1 calc R . . C36 C -0.3565(4) 0.0765(3) -0.0478(3) 0.0342(7) Uani 1 d . . . H36 H -0.4068 0.1026 0.0047 0.041 Uiso 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 Rh1 0.03354(14) 0.02931(13) 0.02294(13) 0.00556(9) 0.00714(9) 0.00151(10) C1 0.041(2) 0.051(2) 0.0321(18) 0.0113(16) 0.0121(16) -0.0009(17) O1 0.0445(16) 0.096(2) 0.0515(16) 0.0232(15) 0.0098(13) -0.0170(16) C2 0.057(2) 0.0320(18) 0.034(2) 0.0108(15) 0.0105(17) -0.0028(16) O2 0.108(2) 0.0621(18) 0.0317(15) 0.0189(13) 0.0082(15) -0.0091(17) N1 0.0406(16) 0.0361(15) 0.0289(14) 0.0103(12) 0.0176(12) 0.0047(12) N2 0.0330(14) 0.0306(14) 0.0300(14) 0.0079(11) 0.0143(11) 0.0076(11) C3 0.0317(17) 0.0324(16) 0.0251(15) 0.0073(13) 0.0111(13) 0.0073(13) N4 0.0308(14) 0.0313(13) 0.0217(13) 0.0032(10) 0.0093(11) 0.0042(11) N5 0.0365(15) 0.0352(14) 0.0250(13) 0.0061(11) 0.0123(11) 0.0006(12) C11 0.049(2) 0.0338(17) 0.0270(16) 0.0114(13) 0.0153(15) 0.0038(15) C12 0.063(2) 0.040(2) 0.0289(17) 0.0140(15) 0.0166(17) 0.0152(18) C13 0.091(3) 0.036(2) 0.045(2) 0.0131(17) 0.025(2) 0.014(2) C14 0.086(3) 0.043(2) 0.051(2) 0.0116(19) 0.019(2) -0.018(2) C15 0.058(3) 0.057(3) 0.056(2) 0.019(2) 0.029(2) -0.005(2) C16 0.057(2) 0.042(2) 0.0384(19) 0.0156(16) 0.0259(17) 0.0051(17) C17 0.079(3) 0.061(3) 0.055(2) 0.024(2) 0.027(2) 0.039(2) C18 0.072(3) 0.054(2) 0.090(3) 0.018(2) 0.054(3) 0.014(2) C21 0.0300(17) 0.0430(19) 0.0237(15) 0.0061(14) 0.0088(13) -0.0009(14) C22 0.0340(18) 0.048(2) 0.0350(18) 0.0179(15) 0.0116(14) 0.0066(15) C23 0.059(3) 0.066(3) 0.052(2) 0.035(2) 0.025(2) 0.015(2) C24 0.051(2) 0.091(3) 0.034(2) 0.023(2) 0.0210(18) 0.007(2) C25 0.052(2) 0.073(3) 0.0324(19) -0.0040(19) 0.0208(17) 0.001(2) C26 0.048(2) 0.044(2) 0.0365(19) 0.0012(16) 0.0159(16) 0.0005(17) C27 0.061(3) 0.048(2) 0.071(3) 0.030(2) 0.039(2) 0.0170(19) C28 0.081(3) 0.045(2) 0.096(3) 0.004(2) 0.055(3) 0.014(2) C31 0.0347(17) 0.0265(15) 0.0218(14) 0.0083(12) 0.0099(13) 0.0081(13) C32 0.0332(17) 0.0320(16) 0.0304(16) 0.0105(13) 0.0120(14) 0.0074(13) C33 0.052(2) 0.0389(18) 0.0253(16) 0.0080(14) 0.0182(15) 0.0104(16) C34 0.049(2) 0.044(2) 0.0236(16) 0.0060(14) 0.0030(15) -0.0026(17) C35 0.0297(18) 0.058(2) 0.0336(18) 0.0140(16) 0.0052(14) 0.0017(16) C36 0.0328(18) 0.0438(19) 0.0277(16) 0.0101(14) 0.0117(14) 0.0074(15) _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 Rh1 C2 1.855(3) . Y Rh1 C1 1.876(3) . Y Rh1 N5 2.027(2) . Y Rh1 N2 2.090(2) . Y C1 O1 1.130(4) . Y C2 O2 1.134(4) . Y N1 N2 1.276(3) . Y N1 C11 1.439(4) . Y N2 C3 1.382(4) . Y C3 N4 1.339(4) . Y C3 C31 1.479(4) . Y N4 N5 1.311(3) . Y N5 C21 1.429(4) . Y C11 C12 1.397(5) . Y C11 C16 1.400(5) . Y C12 C13 1.381(5) . Y C12 C17 1.506(5) . Y C13 C14 1.365(6) . Y C14 C15 1.382(6) . Y C15 C16 1.381(5) . Y C16 C18 1.499(5) . Y C21 C22 1.386(4) . Y C21 C26 1.406(5) . Y C22 C23 1.398(5) . Y C22 C27 1.499(5) . Y C23 C24 1.364(6) . Y C24 C25 1.353(6) . Y C25 C26 1.385(5) . Y C26 C28 1.505(5) . Y C31 C36 1.387(4) . Y C31 C32 1.393(4) . Y C32 C33 1.388(4) . Y C33 C34 1.374(5) . Y C34 C35 1.373(5) . Y C35 C36 1.375(4) . Y 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 Rh1 C1 87.96(14) . . Y C2 Rh1 N5 94.11(13) . . Y C1 Rh1 N5 177.16(13) . . Y C2 Rh1 N2 169.89(12) . . Y C1 Rh1 N2 100.90(12) . . Y N5 Rh1 N2 76.88(9) . . Y O1 C1 Rh1 173.6(3) . . Y O2 C2 Rh1 179.8(4) . . Y N2 N1 C11 115.2(2) . . Y N1 N2 C3 116.3(2) . . Y N1 N2 Rh1 132.1(2) . . Y C3 N2 Rh1 111.30(18) . . Y N4 C3 N2 116.7(2) . . Y N4 C3 C31 117.3(2) . . Y N2 C3 C31 125.8(2) . . Y N5 N4 C3 117.1(2) . . Y N4 N5 C21 114.0(2) . . Y N4 N5 Rh1 116.32(18) . . Y C21 N5 Rh1 129.59(19) . . Y C12 C11 C16 121.7(3) . . Y C12 C11 N1 120.9(3) . . Y C16 C11 N1 116.9(3) . . Y C13 C12 C11 117.3(3) . . Y C13 C12 C17 120.4(3) . . Y C11 C12 C17 122.2(3) . . Y C14 C13 C12 122.0(4) . . Y C13 C14 C15 120.2(4) . . Y C16 C15 C14 120.4(4) . . Y C15 C16 C11 118.4(3) . . Y C15 C16 C18 121.4(3) . . Y C11 C16 C18 120.1(3) . . Y C22 C21 C26 121.5(3) . . Y C22 C21 N5 121.6(3) . . Y C26 C21 N5 116.9(3) . . Y C21 C22 C23 116.8(3) . . Y C21 C22 C27 122.9(3) . . Y C23 C22 C27 120.3(3) . . Y C24 C23 C22 122.3(4) . . Y C25 C24 C23 119.9(3) . . Y C24 C25 C26 121.2(4) . . Y C25 C26 C21 118.2(3) . . Y C25 C26 C28 121.0(3) . . Y C21 C26 C28 120.7(3) . . Y C36 C31 C32 118.9(3) . . Y C36 C31 C3 117.9(3) . . Y C32 C31 C3 123.1(3) . . Y C33 C32 C31 119.3(3) . . Y C34 C33 C32 121.1(3) . . Y C35 C34 C33 119.5(3) . . Y C34 C35 C36 120.2(3) . . Y C35 C36 C31 120.9(3) . . Y _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.368 _refine_diff_density_min -0.441 _refine_diff_density_rms 0.083 _database_code_depnum_ccdc_archive 'CCDC 937615' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_ARJAN6 #============================================================================== _audit_creation_method 'SHELXL, adapted and expanded' _audit_creation_date 2005-05-09 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H35 N4 Rh' _chemical_formula_weight 566.54 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' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.4591(6) _cell_length_b 14.4822(8) _cell_length_c 16.3759(9) _cell_angle_alpha 90.00 _cell_angle_beta 100.278(4) _cell_angle_gamma 90.00 _cell_volume 2674.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 208(2) _cell_measurement_reflns_used 312 _cell_measurement_theta_min 2.010 _cell_measurement_theta_max 25.000 _exptl_crystal_description 'rough thick platelet' _exptl_crystal_colour purple _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.10 #_exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.407 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 0.665 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS multiscan (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 1.000 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 208(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 'Nonius KappaCCD' _diffrn_measurement_method 'area detector \f and \w scan' _diffrn_detector_area_resol_mean 18.4 _diffrn_standards_number 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0.000 _diffrn_reflns_number 46789 _diffrn_reflns_av_R_equivalents 0.0356 _diffrn_reflns_av_sigmaI/netI 0.0197 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4705 _reflns_number_gt 4029 _reflns_number_observed 4029 _reflns_threshold_expression >2sigma(I) _reflns_observed_criterion >2sigma(I) _computing_data_collection ; Nonius "Collect" program suite (Nonius, 1999) ; _computing_cell_refinement ? _computing_data_reduction ; Nonius "EvalCCD" program suite (Duisenberg, 1998) ; _computing_structure_solution ; DIRDIF (Beurskens et al., 1996), PATTY (Beurskens et al., 1987) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; PLATON (Spek, 2003) ; _computing_publication_material ? _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 ; w=1/[\s^2^(Fo^2^)+(0.0252P)^2^+3.8935P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4705 _refine_ls_number_parameters 329 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0359 _refine_ls_R_factor_gt 0.0270 _refine_ls_R_factor_obs 0.0270 _refine_ls_wR_factor_ref 0.0673 _refine_ls_wR_factor_all 0.0673 _refine_ls_wR_factor_gt 0.0620 _refine_ls_wR_factor_obs 0.0620 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_goodness_of_fit_all 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.000 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_shift/esd_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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Rh1 Rh 0.223074(17) 0.067509(13) 0.111425(11) 0.02033(7) Uani 1 d . . . N1 N 0.12756(18) 0.11951(14) 0.19332(12) 0.0211(4) Uani 1 d . . . N2 N 0.06325(17) 0.19415(14) 0.18647(12) 0.0216(4) Uani 1 d . . . C3 C 0.0657(2) 0.25557(17) 0.12534(15) 0.0211(5) Uani 1 d . . . N4 N 0.14343(18) 0.26339(14) 0.07356(13) 0.0233(5) Uani 1 d . . . N5 N 0.21846(18) 0.19785(14) 0.06524(12) 0.0232(5) Uani 1 d . . . C11 C 0.1244(2) 0.07768(17) 0.27354(15) 0.0219(5) Uani 1 d . . . C12 C 0.0259(2) 0.02765(18) 0.28676(16) 0.0260(6) Uani 1 d . . . C13 C 0.0293(3) -0.01139(19) 0.36494(17) 0.0330(6) Uani 1 d . . . H13 H -0.0354 -0.0469 0.3750 0.040 Uiso 1 calc R . . C14 C 0.1249(3) 0.0009(2) 0.42758(17) 0.0358(7) Uani 1 d . . . H14 H 0.1261 -0.0269 0.4796 0.043 Uiso 1 calc R . . C15 C 0.2196(3) 0.0544(2) 0.41396(17) 0.0338(7) Uani 1 d . . . H15 H 0.2837 0.0646 0.4576 0.041 Uiso 1 calc R . . C16 C 0.2212(2) 0.09315(18) 0.33664(16) 0.0265(6) Uani 1 d . . . C17 C -0.0840(3) 0.0205(2) 0.22130(17) 0.0371(7) Uani 1 d . . . H17A H -0.1356 0.0725 0.2262 0.056 Uiso 1 calc R . . H17B H -0.1251 -0.0366 0.2288 0.056 Uiso 1 calc R . . H17C H -0.0620 0.0209 0.1668 0.056 Uiso 1 calc R . . C18 C 0.3239(3) 0.1517(2) 0.32248(18) 0.0395(7) Uani 1 d . . . H18A H 0.3759 0.1631 0.3751 0.059 Uiso 1 calc R . . H18B H 0.2946 0.2100 0.2978 0.059 Uiso 1 calc R . . H18C H 0.3676 0.1198 0.2854 0.059 Uiso 1 calc R . . C21 C 0.2988(2) 0.23040(17) 0.01239(17) 0.0271(6) Uani 1 d . . . C22 C 0.4151(2) 0.25256(19) 0.04847(18) 0.0323(6) Uani 1 d . . . C23 C 0.4918(3) 0.2814(2) -0.0030(2) 0.0416(8) Uani 1 d . . . H23 H 0.5704 0.2971 0.0201 0.050 Uiso 1 calc R . . C24 C 0.4544(3) 0.2872(2) -0.0872(2) 0.0459(9) Uani 1 d . . . H24 H 0.5080 0.3055 -0.1215 0.055 Uiso 1 calc R . . C25 C 0.3394(3) 0.2665(2) -0.1219(2) 0.0431(8) Uani 1 d . . . H25 H 0.3149 0.2717 -0.1796 0.052 Uiso 1 calc R . . C26 C 0.2580(3) 0.23800(19) -0.07278(17) 0.0324(6) Uani 1 d . . . C27 C 0.4562(3) 0.2474(2) 0.1410(2) 0.0476(8) Uani 1 d . . . H27A H 0.5398 0.2627 0.1543 0.071 Uiso 1 calc R . . H27B H 0.4440 0.1854 0.1602 0.071 Uiso 1 calc R . . H27C H 0.4112 0.2908 0.1682 0.071 Uiso 1 calc R . . C28 C 0.1318(3) 0.2176(2) -0.11045(19) 0.0457(8) Uani 1 d . . . H28A H 0.1080 0.1596 -0.0886 0.069 Uiso 1 calc R . . H28B H 0.1243 0.2130 -0.1703 0.069 Uiso 1 calc R . . H28C H 0.0812 0.2668 -0.0968 0.069 Uiso 1 calc R . . C31 C -0.0200(2) 0.33242(18) 0.12394(15) 0.0226(5) Uani 1 d . . . C32 C 0.0043(2) 0.42070(19) 0.09840(16) 0.0298(6) Uani 1 d . . . H32 H 0.0743 0.4318 0.0775 0.036 Uiso 1 calc R . . C33 C -0.0740(3) 0.4926(2) 0.10352(18) 0.0359(7) Uani 1 d . . . H33 H -0.0567 0.5521 0.0860 0.043 Uiso 1 calc R . . C34 C -0.1765(3) 0.4777(2) 0.13392(17) 0.0369(7) Uani 1 d . . . H34 H -0.2287 0.5268 0.1381 0.044 Uiso 1 calc R . . C35 C -0.2022(3) 0.3907(2) 0.15805(18) 0.0380(7) Uani 1 d . . . H35 H -0.2727 0.3801 0.1784 0.046 Uiso 1 calc R . . C36 C -0.1253(2) 0.3182(2) 0.15281(17) 0.0300(6) Uani 1 d . . . H36 H -0.1446 0.2587 0.1690 0.036 Uiso 1 calc R . . C41 C 0.1616(3) -0.0722(2) 0.1240(2) 0.0451(8) Uani 1 d . . . H41 H 0.0934 -0.0477 0.1403 0.054 Uiso 1 calc R . . C42 C 0.2653(3) -0.0625(2) 0.17868(19) 0.0452(9) Uani 1 d . . . H42 H 0.2637 -0.0286 0.2275 0.054 Uiso 1 calc R . . C43 C 0.3825(4) -0.1022(3) 0.1663(2) 0.0643(12) Uani 1 d . . . H43A H 0.4300 -0.1163 0.2207 0.077 Uiso 1 calc R . . H43B H 0.3677 -0.1605 0.1358 0.077 Uiso 1 calc R . . C44 C 0.4513(3) -0.0419(3) 0.1214(3) 0.0615(11) Uani 1 d . . . H44A H 0.4988 -0.0805 0.0906 0.074 Uiso 1 calc R . . H44B H 0.5063 -0.0060 0.1620 0.074 Uiso 1 calc R . . C45 C 0.3785(3) 0.0244(2) 0.0611(2) 0.0396(7) Uani 1 d . . . H45 H 0.4036 0.0863 0.0630 0.047 Uiso 1 calc R . . C46 C 0.2804(3) 0.0028(2) 0.00467(18) 0.0433(8) Uani 1 d . . . H46 H 0.2397 0.0510 -0.0267 0.052 Uiso 1 calc R . . C47 C 0.2329(4) -0.0940(2) -0.0107(2) 0.0606(11) Uani 1 d . . . H47A H 0.1977 -0.1002 -0.0696 0.073 Uiso 1 calc R . . H47B H 0.2991 -0.1376 0.0011 0.073 Uiso 1 calc R . . C48 C 0.1443(4) -0.1188(3) 0.0391(3) 0.0683(12) Uani 1 d . . . H48A H 0.1460 -0.1859 0.0471 0.082 Uiso 1 calc R . . H48B H 0.0656 -0.1025 0.0083 0.082 Uiso 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 Rh1 0.02398(11) 0.01902(11) 0.01995(11) 0.00157(8) 0.00925(7) 0.00186(9) N1 0.0227(11) 0.0207(11) 0.0213(10) 0.0008(9) 0.0082(8) 0.0004(9) N2 0.0209(11) 0.0217(11) 0.0229(10) 0.0001(9) 0.0059(8) 0.0003(9) C3 0.0222(13) 0.0221(13) 0.0199(12) -0.0012(10) 0.0064(10) -0.0015(10) N4 0.0253(11) 0.0216(11) 0.0245(11) 0.0006(9) 0.0082(9) 0.0004(9) N5 0.0265(11) 0.0209(11) 0.0250(11) 0.0021(9) 0.0120(9) -0.0005(9) C11 0.0274(13) 0.0210(13) 0.0195(12) 0.0012(10) 0.0103(10) 0.0059(11) C12 0.0310(14) 0.0235(13) 0.0259(13) -0.0007(11) 0.0113(11) 0.0009(11) C13 0.0401(16) 0.0296(15) 0.0328(15) 0.0055(12) 0.0161(13) -0.0024(13) C14 0.0484(18) 0.0361(16) 0.0253(14) 0.0100(12) 0.0133(13) 0.0073(14) C15 0.0329(15) 0.0424(17) 0.0256(14) 0.0020(12) 0.0038(12) 0.0096(13) C16 0.0274(14) 0.0279(14) 0.0255(13) -0.0011(11) 0.0084(11) 0.0046(11) C17 0.0328(16) 0.0464(18) 0.0328(15) 0.0003(14) 0.0074(12) -0.0129(14) C18 0.0308(16) 0.0519(19) 0.0349(16) -0.0009(14) 0.0035(12) -0.0065(14) C21 0.0346(15) 0.0167(12) 0.0349(15) 0.0038(11) 0.0197(12) 0.0035(11) C22 0.0323(15) 0.0223(14) 0.0468(17) 0.0028(12) 0.0191(13) -0.0011(12) C23 0.0373(17) 0.0276(15) 0.067(2) 0.0053(15) 0.0283(15) 0.0008(13) C24 0.056(2) 0.0274(16) 0.068(2) 0.0085(15) 0.0486(18) 0.0059(15) C25 0.069(2) 0.0294(16) 0.0387(17) 0.0112(13) 0.0315(16) 0.0115(16) C26 0.0448(17) 0.0226(14) 0.0344(15) 0.0063(12) 0.0192(13) 0.0078(12) C27 0.0385(18) 0.050(2) 0.054(2) 0.0007(16) 0.0076(15) -0.0150(15) C28 0.056(2) 0.051(2) 0.0314(16) 0.0051(14) 0.0087(15) 0.0030(16) C31 0.0233(13) 0.0246(13) 0.0192(12) -0.0011(10) 0.0021(10) 0.0020(11) C32 0.0293(14) 0.0303(15) 0.0297(14) 0.0024(12) 0.0052(11) 0.0009(12) C33 0.0447(18) 0.0248(15) 0.0358(16) 0.0009(12) 0.0010(13) 0.0054(13) C34 0.0395(17) 0.0361(17) 0.0335(15) -0.0056(13) 0.0021(13) 0.0167(14) C35 0.0299(16) 0.0454(18) 0.0410(17) -0.0001(14) 0.0126(13) 0.0120(14) C36 0.0288(14) 0.0300(15) 0.0325(14) 0.0026(12) 0.0093(12) 0.0012(12) C41 0.061(2) 0.0214(15) 0.062(2) 0.0005(15) 0.0356(18) -0.0018(15) C42 0.077(2) 0.0303(16) 0.0373(17) 0.0162(14) 0.0360(17) 0.0283(17) C43 0.080(3) 0.079(3) 0.0387(19) 0.0225(18) 0.0247(18) 0.052(2) C44 0.0391(19) 0.046(2) 0.104(3) 0.018(2) 0.024(2) 0.0187(16) C45 0.0466(19) 0.0290(16) 0.0514(19) 0.0032(14) 0.0311(16) 0.0124(14) C46 0.083(3) 0.0258(15) 0.0284(15) 0.0034(12) 0.0283(16) 0.0127(16) C47 0.113(3) 0.0355(18) 0.0311(17) -0.0060(14) 0.0071(19) 0.001(2) C48 0.078(3) 0.046(2) 0.089(3) -0.036(2) 0.037(2) -0.022(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rh1 N1 2.022(2) . Y Rh1 N5 2.031(2) . Y Rh1 C41 2.165(3) . Y Rh1 C45 2.182(3) . Y Rh1 C46 2.185(3) . Y Rh1 C42 2.191(3) . Y N1 N2 1.302(3) . Y N1 C11 1.453(3) . Y N2 C3 1.343(3) . Y C3 N4 1.339(3) . Y C3 C31 1.482(3) . Y N4 N5 1.304(3) . Y N5 C21 1.450(3) . Y C11 C12 1.390(4) . Y C11 C16 1.393(4) . Y C12 C13 1.394(4) . Y C12 C17 1.505(4) . Y C13 C14 1.373(4) . Y C14 C15 1.383(4) . Y C15 C16 1.388(4) . Y C16 C18 1.502(4) . Y C21 C26 1.394(4) . Y C21 C22 1.396(4) . Y C22 C23 1.386(4) . Y C22 C27 1.507(4) . Y C23 C24 1.372(5) . Y C24 C25 1.372(5) . Y C25 C26 1.398(4) . Y C26 C28 1.498(4) . Y C31 C36 1.388(4) . Y C31 C32 1.389(4) . Y C32 C33 1.387(4) . Y C33 C34 1.372(4) . Y C34 C35 1.368(4) . Y C35 C36 1.383(4) . Y C41 C42 1.361(5) . Y C41 C48 1.526(5) . Y C42 C43 1.508(4) . Y C43 C44 1.459(5) . Y C44 C45 1.516(5) . Y C45 C46 1.358(5) . Y C46 C47 1.509(5) . Y C47 C48 1.457(5) . Y 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 Rh1 N5 85.39(8) . . Y N1 Rh1 C41 93.52(10) . . Y N5 Rh1 C41 156.53(12) . . Y N1 Rh1 C45 158.69(11) . . Y N5 Rh1 C45 95.39(10) . . Y C41 Rh1 C45 94.00(12) . . Y N1 Rh1 C46 165.01(12) . . Y N5 Rh1 C46 95.29(10) . . Y C41 Rh1 C46 79.90(12) . . Y C45 Rh1 C46 36.24(12) . . Y N1 Rh1 C42 94.81(9) . . Y N5 Rh1 C42 167.05(12) . . Y C41 Rh1 C42 36.42(13) . . Y C45 Rh1 C42 79.75(11) . . Y C46 Rh1 C42 87.87(11) . . Y N2 N1 C11 108.60(18) . . Y N2 N1 Rh1 128.12(16) . . Y C11 N1 Rh1 123.25(15) . . Y N1 N2 C3 121.8(2) . . Y N4 C3 N2 129.2(2) . . Y N4 C3 C31 116.1(2) . . Y N2 C3 C31 114.0(2) . . Y N5 N4 C3 122.0(2) . . Y N4 N5 C21 109.04(19) . . Y N4 N5 Rh1 127.70(16) . . Y C21 N5 Rh1 123.19(16) . . Y C12 C11 C16 122.0(2) . . Y C12 C11 N1 120.7(2) . . Y C16 C11 N1 117.3(2) . . Y C11 C12 C13 117.7(2) . . Y C11 C12 C17 121.6(2) . . Y C13 C12 C17 120.6(2) . . Y C14 C13 C12 121.4(3) . . Y C13 C14 C15 119.8(3) . . Y C14 C15 C16 120.8(3) . . Y C15 C16 C11 118.2(2) . . Y C15 C16 C18 120.5(2) . . Y C11 C16 C18 121.3(2) . . Y C26 C21 C22 122.0(2) . . Y C26 C21 N5 119.2(2) . . Y C22 C21 N5 118.8(2) . . Y C23 C22 C21 118.2(3) . . Y C23 C22 C27 120.5(3) . . Y C21 C22 C27 121.2(2) . . Y C24 C23 C22 120.8(3) . . Y C25 C24 C23 120.4(3) . . Y C24 C25 C26 121.2(3) . . Y C21 C26 C25 117.4(3) . . Y C21 C26 C28 121.5(2) . . Y C25 C26 C28 121.1(3) . . Y C36 C31 C32 118.2(2) . . Y C36 C31 C3 119.8(2) . . Y C32 C31 C3 121.9(2) . . Y C33 C32 C31 120.4(3) . . Y C34 C33 C32 120.6(3) . . Y C35 C34 C33 119.5(3) . . Y C34 C35 C36 120.6(3) . . Y C35 C36 C31 120.7(3) . . Y C42 C41 C48 127.0(3) . . Y C42 C41 Rh1 72.83(18) . . Y C48 C41 Rh1 108.6(2) . . Y C41 C42 C43 124.4(3) . . Y C41 C42 Rh1 70.75(17) . . Y C43 C42 Rh1 112.5(2) . . Y C44 C43 C42 114.4(3) . . Y C43 C44 C45 115.1(3) . . Y C46 C45 C44 126.1(3) . . Y C46 C45 Rh1 72.00(17) . . Y C44 C45 Rh1 109.0(2) . . Y C45 C46 C47 123.9(3) . . Y C45 C46 Rh1 71.76(16) . . Y C47 C46 Rh1 112.4(2) . . Y C48 C47 C46 113.8(3) . . Y C47 C48 C41 114.2(3) . . Y _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 0.753 _refine_diff_density_min -0.481 _refine_diff_density_rms 0.066 _database_code_depnum_ccdc_archive 'CCDC 937616' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_ARJAN7 #============================================================================== _audit_creation_method 'SHELXL, adapted and expanded' _audit_creation_date 2005-04-27 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H19 N4 O2 Rh' _chemical_formula_weight 486.33 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' Rh Rh -1.1178 0.9187 '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/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 12.8493(11) _cell_length_b 11.4303(6) _cell_length_c 15.1654(11) _cell_angle_alpha 90.00 _cell_angle_beta 114.211(5) _cell_angle_gamma 90.00 _cell_volume 2031.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 248(2) _cell_measurement_reflns_used 234 _cell_measurement_theta_min 2.310 _cell_measurement_theta_max 27.500 _exptl_crystal_description 'rough fragment' _exptl_crystal_colour 'dark purple-red' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 #_exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.590 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 0.868 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS multiscan (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 1.000 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 248(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 'Nonius KappaCCD' _diffrn_measurement_method 'area detector \f and \w scan' _diffrn_detector_area_resol_mean 18.4 _diffrn_standards_number 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0.000 _diffrn_reflns_number 36461 _diffrn_reflns_av_R_equivalents 0.0213 _diffrn_reflns_av_sigmaI/netI 0.0141 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4660 _reflns_number_gt 4023 _reflns_number_observed 4023 _reflns_threshold_expression >2sigma(I) _reflns_observed_criterion >2sigma(I) _computing_data_collection ; Nonius "Collect" program suite (Nonius, 1999) ; _computing_cell_refinement ? _computing_data_reduction ; Nonius "EvalCCD" program suite (Duisenberg, 1998) ; _computing_structure_solution ; DIRDIF (Beurskens et al., 1996), PATTY (Beurskens et al., 1987) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; PLATON (Spek, 2003) ; _computing_publication_material ? _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 ; w=1/[\s^2^(Fo^2^)+(0.0130P)^2^+1.6756P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4660 _refine_ls_number_parameters 273 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0288 _refine_ls_R_factor_gt 0.0206 _refine_ls_R_factor_obs 0.0206 _refine_ls_wR_factor_ref 0.0474 _refine_ls_wR_factor_all 0.0474 _refine_ls_wR_factor_gt 0.0437 _refine_ls_wR_factor_obs 0.0437 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_goodness_of_fit_all 1.108 _refine_ls_restrained_S_all 1.108 _refine_ls_shift/su_max 0.001 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_shift/esd_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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Rh1 Rh 0.209000(11) 0.023767(12) 0.361192(9) 0.02057(4) Uani 1 d . . . C1 C 0.23256(16) 0.17849(17) 0.40682(14) 0.0295(4) Uani 1 d . . . O1 O 0.25201(13) 0.27076(13) 0.43607(11) 0.0461(4) Uani 1 d . . . C2 C 0.33363(16) -0.01514(16) 0.47687(13) 0.0270(4) Uani 1 d . . . O2 O 0.40742(12) -0.02994(14) 0.54906(10) 0.0413(4) Uani 1 d . . . N1 N 0.07003(12) 0.06774(13) 0.24245(10) 0.0219(3) Uani 1 d . . . N2 N -0.01294(12) 0.00240(12) 0.18714(10) 0.0217(3) Uani 1 d . . . C3 C -0.00719(14) -0.11513(15) 0.19774(12) 0.0210(3) Uani 1 d . . . N4 N 0.08432(12) -0.18190(13) 0.24396(10) 0.0213(3) Uani 1 d . . . N5 N 0.18181(12) -0.13955(12) 0.30387(10) 0.0211(3) Uani 1 d . . . C11 C 0.05837(14) 0.18806(14) 0.21020(12) 0.0211(3) Uani 1 d . . . C12 C -0.00074(15) 0.26705(16) 0.24260(13) 0.0254(4) Uani 1 d . . . C13 C 0.00106(17) 0.38418(17) 0.21808(14) 0.0316(4) Uani 1 d . . . H13 H -0.0379 0.4399 0.2389 0.038 Uiso 1 calc R . . C14 C 0.05892(18) 0.41971(17) 0.16393(15) 0.0355(5) Uani 1 d . . . H14 H 0.0608 0.4995 0.1495 0.043 Uiso 1 calc R . . C15 C 0.11414(17) 0.33914(17) 0.13069(14) 0.0312(4) Uani 1 d . . . H15 H 0.1518 0.3643 0.0925 0.037 Uiso 1 calc R . . C16 C 0.11482(15) 0.22135(16) 0.15291(12) 0.0243(4) Uani 1 d . . . C17 C -0.06157(18) 0.22843(19) 0.30353(16) 0.0381(5) Uani 1 d . . . H17A H -0.0975 0.2955 0.3188 0.057 Uiso 1 calc R . . H17B H -0.0072 0.1938 0.3629 0.057 Uiso 1 calc R . . H17C H -0.1193 0.1711 0.2683 0.057 Uiso 1 calc R . . C18 C 0.17364(18) 0.13312(18) 0.11558(15) 0.0357(5) Uani 1 d . . . H18A H 0.2245 0.0856 0.1688 0.054 Uiso 1 calc R . . H18B H 0.2174 0.1735 0.0858 0.054 Uiso 1 calc R . . H18C H 0.1171 0.0834 0.0681 0.054 Uiso 1 calc R . . C21 C 0.26875(14) -0.22809(15) 0.33501(12) 0.0222(3) Uani 1 d . . . C22 C 0.24321(17) -0.34438(16) 0.34312(14) 0.0291(4) Uani 1 d . . . H22 H 0.1672 -0.3675 0.3260 0.035 Uiso 1 calc R . . C23 C 0.33023(19) -0.42632(19) 0.37656(15) 0.0377(5) Uani 1 d . . . H23 H 0.3131 -0.5051 0.3825 0.045 Uiso 1 calc R . . C24 C 0.44194(19) -0.3928(2) 0.40113(14) 0.0397(5) Uani 1 d . . . H24 H 0.5008 -0.4485 0.4242 0.048 Uiso 1 calc R . . C25 C 0.46670(17) -0.2779(2) 0.39175(14) 0.0350(5) Uani 1 d . . . H25 H 0.5428 -0.2552 0.4085 0.042 Uiso 1 calc R . . C26 C 0.38085(15) -0.19506(18) 0.35795(13) 0.0278(4) Uani 1 d . . . H26 H 0.3983 -0.1168 0.3505 0.033 Uiso 1 calc R . . C31 C -0.11441(14) -0.17923(15) 0.14293(12) 0.0217(3) Uani 1 d . . . C32 C -0.21922(15) -0.12385(18) 0.11343(13) 0.0287(4) Uani 1 d . . . H32 H -0.2224 -0.0441 0.1273 0.034 Uiso 1 calc R . . C33 C -0.31929(17) -0.1851(2) 0.06365(15) 0.0373(5) Uani 1 d . . . H33 H -0.3899 -0.1465 0.0437 0.045 Uiso 1 calc R . . C34 C -0.31639(17) -0.3020(2) 0.04318(14) 0.0383(5) Uani 1 d . . . H34 H -0.3845 -0.3432 0.0092 0.046 Uiso 1 calc R . . C35 C -0.21288(18) -0.35814(18) 0.07291(14) 0.0350(5) Uani 1 d . . . H35 H -0.2103 -0.4382 0.0596 0.042 Uiso 1 calc R . . C36 C -0.11243(16) -0.29744(16) 0.12227(14) 0.0293(4) Uani 1 d . . . H36 H -0.0421 -0.3366 0.1420 0.035 Uiso 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 Rh1 0.01960(7) 0.01781(7) 0.02070(7) 0.00060(5) 0.00463(5) -0.00019(5) C1 0.0253(9) 0.0287(10) 0.0281(9) 0.0001(8) 0.0043(7) 0.0020(8) O1 0.0479(9) 0.0264(8) 0.0485(9) -0.0112(7) 0.0040(7) 0.0000(7) C2 0.0283(9) 0.0218(9) 0.0287(9) -0.0014(7) 0.0093(8) -0.0023(7) O2 0.0356(8) 0.0457(9) 0.0283(7) 0.0030(7) -0.0015(6) 0.0020(7) N1 0.0213(7) 0.0192(7) 0.0235(7) 0.0011(6) 0.0074(6) 0.0009(6) N2 0.0196(7) 0.0202(8) 0.0236(7) -0.0008(5) 0.0069(6) -0.0011(5) C3 0.0216(8) 0.0198(8) 0.0206(8) 0.0003(7) 0.0075(7) 0.0008(7) N4 0.0214(7) 0.0199(7) 0.0220(7) -0.0004(6) 0.0082(6) -0.0006(6) N5 0.0202(7) 0.0189(7) 0.0226(7) 0.0011(6) 0.0073(6) 0.0010(6) C11 0.0212(8) 0.0160(8) 0.0213(8) 0.0011(6) 0.0040(7) 0.0003(6) C12 0.0235(9) 0.0244(9) 0.0265(9) 0.0005(7) 0.0086(7) 0.0029(7) C13 0.0343(10) 0.0217(9) 0.0360(10) -0.0019(8) 0.0118(8) 0.0074(8) C14 0.0439(12) 0.0179(9) 0.0429(11) 0.0057(8) 0.0161(10) 0.0021(8) C15 0.0351(10) 0.0260(10) 0.0336(10) 0.0043(8) 0.0151(8) -0.0035(8) C16 0.0245(9) 0.0236(9) 0.0229(8) 0.0010(7) 0.0079(7) 0.0008(7) C17 0.0401(11) 0.0367(12) 0.0463(12) 0.0021(10) 0.0267(10) 0.0055(9) C18 0.0427(12) 0.0321(11) 0.0393(11) 0.0012(9) 0.0240(10) 0.0062(9) C21 0.0235(8) 0.0229(9) 0.0199(8) 0.0002(7) 0.0086(7) 0.0041(7) C22 0.0305(10) 0.0254(10) 0.0316(10) 0.0023(8) 0.0129(8) 0.0036(8) C23 0.0501(13) 0.0268(10) 0.0385(11) 0.0081(9) 0.0205(10) 0.0137(9) C24 0.0406(12) 0.0482(13) 0.0298(10) 0.0087(9) 0.0139(9) 0.0248(10) C25 0.0250(9) 0.0516(13) 0.0268(10) -0.0012(9) 0.0088(8) 0.0088(9) C26 0.0251(9) 0.0318(10) 0.0265(9) -0.0019(8) 0.0105(7) 0.0007(8) C31 0.0219(8) 0.0222(9) 0.0198(8) 0.0002(7) 0.0075(7) -0.0012(7) C32 0.0256(9) 0.0285(10) 0.0297(9) -0.0021(8) 0.0089(8) 0.0017(8) C33 0.0213(9) 0.0479(13) 0.0371(11) -0.0023(10) 0.0063(8) -0.0002(9) C34 0.0306(10) 0.0475(13) 0.0313(10) -0.0049(9) 0.0071(8) -0.0160(9) C35 0.0411(11) 0.0259(10) 0.0338(10) -0.0050(8) 0.0112(9) -0.0108(9) C36 0.0294(10) 0.0221(9) 0.0324(10) -0.0011(8) 0.0086(8) -0.0007(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rh1 C1 1.878(2) . Y Rh1 C2 1.8803(18) . Y Rh1 N1 2.0116(14) . Y Rh1 N5 2.0282(14) . Y C1 O1 1.132(2) . Y C2 O2 1.129(2) . Y N1 N2 1.2901(19) . Y N1 C11 1.447(2) . Y N2 C3 1.351(2) . Y C3 N4 1.334(2) . Y C3 C31 1.479(2) . Y N4 N5 1.3021(19) . Y N5 C21 1.436(2) . Y C11 C12 1.393(2) . Y C11 C16 1.394(2) . Y C12 C13 1.392(3) . Y C12 C17 1.501(3) . Y C13 C14 1.376(3) . Y C14 C15 1.378(3) . Y C15 C16 1.387(3) . Y C16 C18 1.503(3) . Y C21 C22 1.387(3) . Y C21 C26 1.388(2) . Y C22 C23 1.385(3) . Y C23 C24 1.381(3) . Y C24 C25 1.373(3) . Y C25 C26 1.383(3) . Y C31 C32 1.386(2) . Y C31 C36 1.390(3) . Y C32 C33 1.385(3) . Y C33 C34 1.376(3) . Y C34 C35 1.375(3) . Y C35 C36 1.384(3) . Y loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Rh1 C2 86.10(8) . . Y C1 Rh1 N1 92.54(7) . . Y C2 Rh1 N1 176.37(7) . . Y C1 Rh1 N5 176.54(7) . . Y C2 Rh1 N5 96.51(7) . . Y N1 Rh1 N5 84.99(6) . . Y O1 C1 Rh1 176.83(17) . . Y O2 C2 Rh1 174.45(17) . . Y N2 N1 C11 112.78(13) . . Y N2 N1 Rh1 129.11(12) . . Y C11 N1 Rh1 118.10(11) . . Y N1 N2 C3 120.52(14) . . Y N4 C3 N2 128.65(15) . . Y N4 C3 C31 115.41(15) . . Y N2 C3 C31 115.64(15) . . Y N5 N4 C3 122.84(15) . . Y N4 N5 C21 111.32(14) . . Y N4 N5 Rh1 126.06(11) . . Y C21 N5 Rh1 122.25(11) . . Y C12 C11 C16 122.78(16) . . Y C12 C11 N1 119.53(16) . . Y C16 C11 N1 117.52(15) . . Y C13 C12 C11 117.26(17) . . Y C13 C12 C17 121.14(17) . . Y C11 C12 C17 121.58(17) . . Y C14 C13 C12 121.03(18) . . Y C13 C14 C15 120.42(18) . . Y C14 C15 C16 120.85(18) . . Y C15 C16 C11 117.61(17) . . Y C15 C16 C18 120.91(17) . . Y C11 C16 C18 121.48(16) . . Y C22 C21 C26 119.83(17) . . Y C22 C21 N5 121.61(16) . . Y C26 C21 N5 118.56(16) . . Y C23 C22 C21 119.71(19) . . Y C24 C23 C22 120.3(2) . . Y C25 C24 C23 119.79(19) . . Y C24 C25 C26 120.67(19) . . Y C25 C26 C21 119.65(19) . . Y C32 C31 C36 118.47(17) . . Y C32 C31 C3 120.88(16) . . Y C36 C31 C3 120.63(16) . . Y C33 C32 C31 120.47(19) . . Y C34 C33 C32 120.61(19) . . Y C35 C34 C33 119.40(18) . . Y C34 C35 C36 120.38(19) . . Y C35 C36 C31 120.67(18) . . Y _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.947 _refine_diff_density_max 0.365 _refine_diff_density_min -0.290 _refine_diff_density_rms 0.058 _database_code_depnum_ccdc_archive 'CCDC 937617'