# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 207/478 data_ms430 _audit_creation_method SHELXL-97 _chemical_name_systematic ; {5-(1-Methylpropyl)-10,20-diphenylporphy- rinato}nickel(II) ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H28 N4 Ni' _chemical_formula_weight 575.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ni' 'Ni' -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 12.738(6) _cell_length_b 14.973(8) _cell_length_c 28.374(15) _cell_angle_alpha 90.00 _cell_angle_beta 93.06(4) _cell_angle_gamma 90.00 _cell_volume 5404(5) _cell_formula_units_Z 8 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 34 _cell_measurement_theta_min 20 _cell_measurement_theta_max 40 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas n/d _exptl_crystal_density_diffrn 1.414 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2400 _exptl_absorpt_coefficient_mu 1.289 _exptl_absorpt_correction_type 'empirical, XABS2' _exptl_absorpt_correction_T_min 0.4254 _exptl_absorpt_correction_T_max 0.9384 _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4/RA' _diffrn_measurement_method '2theta-theta' _diffrn_detector_area_resol_mean n/a _diffrn_standards_number 2 _diffrn_standards_interval_count 198 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 7123 _diffrn_reflns_av_R_equivalents 0.0914 _diffrn_reflns_av_sigmaI/netI 0.0545 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 56.37 _reflns_number_total 7578 _reflns_number_gt 4789 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens P3' _computing_cell_refinement 'Siemens P3' _computing_data_reduction 'XDISK, Shelxtl-Plus, Siemens 1994' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP, Shelxtl-Plus, Siemens, 1994' _computing_publication_material 'Shelxtl-Plus, Siemens, 1994' _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. Disorder in the methyl-propyl side chain of one of the two independent molecules. The sec-butyl group was refined as two sets: a) C5a(0.5)-c5b(0.5)-{c5c'(0.5)-[c5d'(0.25)+c5d"(0.25)]} b) c5a(0.5)-c5c'(0.5)-{c5c(0.5)-c5d(0.5)} All phenyl rings were refined as rigid hexagons with isotropic thermal parameters. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1312P)^2^+12.1393P] 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 7123 _refine_ls_number_parameters 570 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1170 _refine_ls_R_factor_gt 0.0786 _refine_ls_wR_factor_ref 0.2365 _refine_ls_wR_factor_gt 0.2048 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni -0.04420(8) 0.74566(7) 0.29811(4) 0.0355(3) Uani 1 d . . . N21 N -0.0175(4) 0.7276(3) 0.36578(18) 0.0395(13) Uani 1 d . . . N22 N 0.0453(4) 0.8506(3) 0.30106(19) 0.0374(13) Uani 1 d . . . N23 N -0.0739(4) 0.7659(3) 0.23085(17) 0.0338(12) Uani 1 d . . . N24 N -0.1329(4) 0.6392(3) 0.29486(18) 0.0357(13) Uani 1 d . . . C1 C -0.0714(5) 0.6712(4) 0.3944(2) 0.0376(16) Uani 1 d . . . C2 C -0.0393(6) 0.6853(5) 0.4424(3) 0.0497(18) Uani 1 d . . . H2 H -0.0672 0.6568 0.4689 0.060 Uiso 1 calc R . . C3 C 0.0382(6) 0.7465(5) 0.4435(3) 0.053(2) Uani 1 d . . . H3 H 0.0761 0.7683 0.4709 0.063 Uiso 1 calc R . . C4 C 0.0530(6) 0.7726(5) 0.3955(2) 0.0467(18) Uani 1 d . . . C5 C 0.1253(5) 0.8374(5) 0.3826(3) 0.0476(18) Uani 1 d . . . C6 C 0.1189(5) 0.8749(4) 0.3378(3) 0.0434(17) Uani 1 d . . . C7 C 0.1796(6) 0.9499(5) 0.3232(3) 0.0518(19) Uani 1 d . . . H7 H 0.2361 0.9777 0.3408 0.062 Uiso 1 calc R . . C8 C 0.1412(5) 0.9732(4) 0.2798(3) 0.0447(17) Uani 1 d . . . H8 H 0.1654 1.0213 0.2614 0.054 Uiso 1 calc R . . C9 C 0.0578(5) 0.9132(4) 0.2660(2) 0.0408(16) Uani 1 d . . . C10 C 0.0088(5) 0.9125(4) 0.2212(2) 0.0395(16) Uani 1 d . . . C11 C -0.0517(5) 0.8416(4) 0.2051(2) 0.0364(15) Uani 1 d . . . C12 C -0.0943(5) 0.8311(4) 0.1573(2) 0.0413(16) Uani 1 d . . . H12 H -0.0928 0.8745 0.1329 0.050 Uiso 1 calc R . . C13 C -0.1360(5) 0.7494(4) 0.1533(2) 0.0407(16) Uani 1 d . . . H13 H -0.1668 0.7229 0.1255 0.049 Uiso 1 calc R . . C14 C -0.1253(5) 0.7099(4) 0.1991(2) 0.0380(16) Uani 1 d . . . C15 C -0.1669(5) 0.6278(4) 0.2099(2) 0.0381(16) Uani 1 d . . . H15 H -0.1930 0.5913 0.1845 0.046 Uiso 1 calc R . . C16 C -0.1731(5) 0.5953(4) 0.2549(2) 0.0363(15) Uani 1 d . . . C17 C -0.2262(5) 0.5169(4) 0.2664(2) 0.0393(16) Uani 1 d . . . H17 H -0.2577 0.4754 0.2446 0.047 Uiso 1 calc R . . C18 C -0.2245(5) 0.5108(4) 0.3135(2) 0.0416(17) Uani 1 d . . . H18 H -0.2562 0.4656 0.3315 0.050 Uiso 1 calc R . . C19 C -0.1646(5) 0.5868(4) 0.3318(2) 0.0380(16) Uani 1 d . . . C20 C -0.1417(5) 0.6040(4) 0.3791(2) 0.0389(16) Uani 1 d . . . C5A C 0.2106(6) 0.8707(5) 0.4190(3) 0.062(2) Uani 1 d . . . C5B C 0.3194(16) 0.8594(13) 0.3988(7) 0.085(6) Uiso 0.50 d P A 1 C5C C 0.2649(14) 0.7968(12) 0.4469(7) 0.075(5) Uiso 0.50 d P A 2 C5D C 0.370(3) 0.822(2) 0.4696(13) 0.181(13) Uiso 0.50 d P A 2 C5C' C 0.1809(12) 0.9545(10) 0.4448(5) 0.138(5) Uiso 1 d . A 3 C5D' C 0.215(3) 0.996(2) 0.4833(12) 0.063(9) Uiso 0.25 d P A 3 C5D" C 0.107(2) 0.9719(19) 0.4591(11) 0.051(7) Uiso 0.25 d P A 3 C10A C 0.0315(4) 0.9883(2) 0.18819(14) 0.0423(16) Uiso 1 d G . . C10B C -0.0019(3) 1.0746(3) 0.19738(13) 0.0490(18) Uiso 1 d G . . H10B H -0.0377 1.0868 0.2252 0.059 Uiso 1 calc R . . C10C C 0.0173(4) 1.1431(2) 0.16591(17) 0.061(2) Uiso 1 d G . . H10C H -0.0055 1.2022 0.1722 0.074 Uiso 1 calc R . . C10D C 0.0698(4) 1.1253(3) 0.12525(15) 0.067(2) Uiso 1 d G . . H10D H 0.0829 1.1721 0.1037 0.080 Uiso 1 calc R . . C10E C 0.1031(4) 1.0389(3) 0.11606(13) 0.060(2) Uiso 1 d G . . H10E H 0.1390 1.0267 0.0883 0.072 Uiso 1 calc R . . C10F C 0.0840(4) 0.9704(2) 0.14753(15) 0.0476(18) Uiso 1 d G . . H10F H 0.1068 0.9114 0.1412 0.057 Uiso 1 calc R . . C20A C -0.1894(3) 0.5438(3) 0.41518(13) 0.0382(16) Uiso 1 d G . . C20B C -0.2982(3) 0.5401(3) 0.41700(14) 0.0432(17) Uiso 1 d G . . H20B H -0.3415 0.5751 0.3959 0.052 Uiso 1 calc R . . C20C C -0.3436(2) 0.4851(3) 0.44972(16) 0.0499(18) Uiso 1 d G . . H20C H -0.4179 0.4826 0.4510 0.060 Uiso 1 calc R . . C20D C -0.2803(3) 0.4339(3) 0.48062(14) 0.058(2) Uiso 1 d G . . H20D H -0.3114 0.3963 0.5030 0.070 Uiso 1 calc R . . C20E C -0.1716(3) 0.4376(3) 0.47879(14) 0.056(2) Uiso 1 d G . . H20E H -0.1283 0.4026 0.4999 0.067 Uiso 1 calc R . . C20F C -0.1261(2) 0.4926(3) 0.44608(15) 0.0439(17) Uiso 1 d G . . H20F H -0.0518 0.4952 0.4448 0.053 Uiso 1 calc R . . Ni2 Ni 0.04918(8) 0.51322(6) 0.21648(4) 0.0335(3) Uani 1 d . . . N25 N 0.0205(4) 0.5278(3) 0.14869(18) 0.0360(12) Uani 1 d . . . N26 N -0.0410(4) 0.4090(3) 0.21531(18) 0.0359(13) Uani 1 d . . . N27 N 0.0794(4) 0.4965(3) 0.28404(17) 0.0351(12) Uani 1 d . . . N28 N 0.1381(4) 0.6198(3) 0.21785(17) 0.0330(12) Uani 1 d . . . C21 C 0.0714(5) 0.5867(4) 0.1191(2) 0.0411(16) Uani 1 d . . . C22 C 0.0320(6) 0.5733(5) 0.0716(2) 0.054(2) Uani 1 d . . . H22 H 0.0562 0.6023 0.0444 0.065 Uiso 1 calc R . . C23 C -0.0443(7) 0.5131(5) 0.0721(3) 0.062(2) Uani 1 d . . . H23 H -0.0859 0.4929 0.0454 0.074 Uiso 1 calc R . . C24 C -0.0536(6) 0.4834(4) 0.1201(2) 0.0458(18) Uani 1 d . . . C25 C -0.1236(5) 0.4207(4) 0.1344(2) 0.0446(17) Uani 1 d . . . C26 C -0.1157(5) 0.3839(4) 0.1795(2) 0.0402(16) Uani 1 d . . . C27 C -0.1764(5) 0.3106(4) 0.1956(2) 0.0434(17) Uani 1 d . . . H27 H -0.2339 0.2830 0.1786 0.052 Uiso 1 calc R . . C28 C -0.1384(5) 0.2876(4) 0.2386(2) 0.0438(17) Uani 1 d . . . H28 H -0.1612 0.2391 0.2570 0.053 Uiso 1 calc R . . C29 C -0.0562(5) 0.3500(4) 0.2518(2) 0.0368(15) Uani 1 d . . . C30 C -0.0073(5) 0.3535(4) 0.2967(2) 0.0384(16) Uani 1 d . . . C31 C 0.0544(5) 0.4244(4) 0.3118(2) 0.0347(15) Uani 1 d . . . C32 C 0.0930(5) 0.4390(5) 0.3601(2) 0.0454(17) Uani 1 d . . . H32 H 0.0889 0.3984 0.3857 0.054 Uiso 1 calc R . . C33 C 0.1355(5) 0.5207(4) 0.3617(2) 0.0422(17) Uani 1 d . . . H33 H 0.1643 0.5502 0.3890 0.051 Uiso 1 calc R . . C34 C 0.1298(5) 0.5555(4) 0.3150(2) 0.0381(16) Uani 1 d . . . C35 C 0.1734(5) 0.6357(4) 0.3024(2) 0.0404(16) Uani 1 d . . . H35 H 0.2003 0.6739 0.3269 0.048 Uiso 1 calc R . . C36 C 0.1803(5) 0.6640(4) 0.2566(2) 0.0362(15) Uani 1 d . . . C37 C 0.2344(5) 0.7430(4) 0.2433(2) 0.0397(16) Uani 1 d . . . H37 H 0.2671 0.7856 0.2641 0.048 Uiso 1 calc R . . C38 C 0.2307(5) 0.7460(4) 0.1965(2) 0.0417(17) Uani 1 d . . . H38 H 0.2626 0.7896 0.1776 0.050 Uiso 1 calc R . . C39 C 0.1685(5) 0.6698(4) 0.1795(2) 0.0367(15) Uani 1 d . . . C40 C 0.1406(5) 0.6530(4) 0.1329(2) 0.0359(15) Uani 1 d . . . C25A C -0.2135(6) 0.3895(5) 0.1000(3) 0.060(2) Uani 1 d . . . H25A H -0.2004 0.4282 0.0723 0.072 Uiso 1 calc R . . C25B C -0.3200(9) 0.4191(8) 0.1102(6) 0.158(7) Uani 1 d . . . H25B H -0.3643 0.4200 0.0809 0.237 Uiso 1 calc R . . H25C H -0.3167 0.4792 0.1238 0.237 Uiso 1 calc R . . H25D H -0.3501 0.3778 0.1326 0.237 Uiso 1 calc R . . C25C C -0.1989(9) 0.3031(8) 0.0796(4) 0.102(4) Uani 1 d . . . H25E H -0.2101 0.2574 0.1040 0.122 Uiso 1 calc R . . H25F H -0.2540 0.2944 0.0540 0.122 Uiso 1 calc R . . C25D C -0.1008(12) 0.2871(9) 0.0608(5) 0.142(5) Uani 1 d . . . H25G H -0.0959 0.3206 0.0314 0.214 Uiso 1 calc R . . H25H H -0.0932 0.2231 0.0546 0.214 Uiso 1 calc R . . H25I H -0.0447 0.3064 0.0836 0.214 Uiso 1 calc R . . C30A C -0.0313(3) 0.2802(2) 0.33129(13) 0.0394(16) Uiso 1 d G . . C30B C -0.0011(3) 0.1926(3) 0.32327(12) 0.0441(17) Uiso 1 d G . . H30B H 0.0351 0.1781 0.2958 0.053 Uiso 1 calc R . . C30C C -0.0238(4) 0.1261(2) 0.35536(15) 0.0509(18) Uiso 1 d G . . H30C H -0.0031 0.0662 0.3499 0.061 Uiso 1 calc R . . C30D C -0.0767(4) 0.1472(2) 0.39547(14) 0.0504(18) Uiso 1 d G . . H30D H -0.0922 0.1018 0.4174 0.060 Uiso 1 calc R . . C30E C -0.1069(3) 0.2349(3) 0.40350(13) 0.0504(18) Uiso 1 d G . . H30E H -0.1430 0.2494 0.4309 0.060 Uiso 1 calc R . . C30F C -0.0842(3) 0.3014(2) 0.37141(15) 0.0454(17) Uiso 1 d G . . H30F H -0.1048 0.3613 0.3769 0.055 Uiso 1 calc R . . C40A C 0.1800(3) 0.7142(3) 0.09566(14) 0.0390(16) Uiso 1 d G . . C40B C 0.1118(2) 0.7771(3) 0.07491(16) 0.0494(18) Uiso 1 d G . . H40B H 0.0404 0.7787 0.0829 0.059 Uiso 1 calc R . . C40C C 0.1482(3) 0.8376(3) 0.04241(15) 0.0548(19) Uiso 1 d G . . H40C H 0.1016 0.8806 0.0282 0.066 Uiso 1 calc R . . C40D C 0.2527(3) 0.8352(3) 0.03066(14) 0.0468(17) Uiso 1 d G . . H40D H 0.2776 0.8766 0.0084 0.056 Uiso 1 calc R . . C40E C 0.3209(2) 0.7723(3) 0.05141(15) 0.0481(18) Uiso 1 d G . . H40E H 0.3923 0.7707 0.0434 0.058 Uiso 1 calc R . . C40F C 0.2845(3) 0.7118(3) 0.08391(15) 0.0452(17) Uiso 1 d G . . H40F H 0.3311 0.6688 0.0981 0.054 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 Ni1 0.0343(7) 0.0356(6) 0.0368(7) -0.0041(5) 0.0027(5) -0.0020(5) N21 0.045(3) 0.037(3) 0.036(3) -0.001(3) -0.004(3) -0.004(3) N22 0.030(3) 0.039(3) 0.043(3) -0.007(3) 0.002(2) 0.001(2) N23 0.030(3) 0.039(3) 0.033(3) -0.005(2) -0.003(2) 0.004(2) N24 0.030(3) 0.040(3) 0.037(3) -0.005(3) 0.001(2) 0.007(2) C1 0.040(4) 0.034(3) 0.039(4) -0.003(3) 0.003(3) 0.003(3) C2 0.057(5) 0.047(4) 0.045(5) -0.003(3) 0.003(4) -0.011(4) C3 0.068(5) 0.050(4) 0.040(4) -0.009(3) -0.009(4) -0.008(4) C4 0.053(5) 0.042(4) 0.045(5) -0.001(3) -0.004(3) -0.008(4) C5 0.049(4) 0.049(4) 0.044(4) -0.008(4) -0.002(3) -0.010(3) C6 0.039(4) 0.039(4) 0.053(5) -0.011(3) 0.004(3) -0.003(3) C7 0.044(4) 0.052(4) 0.060(5) -0.004(4) 0.000(4) -0.010(3) C8 0.046(4) 0.041(4) 0.048(5) -0.004(3) 0.007(3) -0.009(3) C9 0.039(4) 0.037(4) 0.046(4) 0.001(3) 0.003(3) 0.002(3) C10 0.032(4) 0.040(4) 0.046(4) -0.001(3) 0.003(3) 0.000(3) C11 0.032(4) 0.039(4) 0.039(4) 0.002(3) 0.005(3) 0.007(3) C12 0.038(4) 0.045(4) 0.041(4) 0.003(3) 0.006(3) 0.004(3) C13 0.041(4) 0.042(4) 0.038(4) 0.004(3) 0.000(3) 0.006(3) C14 0.033(4) 0.040(4) 0.040(4) -0.008(3) 0.002(3) 0.004(3) C15 0.040(4) 0.040(4) 0.034(4) -0.011(3) 0.000(3) 0.001(3) C16 0.035(4) 0.031(3) 0.043(4) -0.006(3) 0.002(3) 0.000(3) C17 0.039(4) 0.038(4) 0.041(4) -0.013(3) 0.005(3) 0.000(3) C18 0.035(4) 0.037(4) 0.053(5) -0.003(3) 0.007(3) -0.006(3) C19 0.034(4) 0.037(4) 0.043(4) -0.001(3) 0.002(3) 0.004(3) C20 0.040(4) 0.035(4) 0.043(4) -0.009(3) 0.008(3) 0.006(3) C5A 0.065(5) 0.065(5) 0.053(5) -0.008(4) -0.013(4) -0.019(4) Ni2 0.0338(6) 0.0343(6) 0.0324(6) -0.0012(5) 0.0019(5) -0.0004(5) N25 0.036(3) 0.039(3) 0.032(3) 0.001(2) -0.001(2) 0.001(2) N26 0.029(3) 0.038(3) 0.041(3) -0.007(3) 0.005(2) 0.003(2) N27 0.035(3) 0.043(3) 0.027(3) -0.001(2) -0.002(2) 0.003(2) N28 0.032(3) 0.034(3) 0.034(3) -0.001(2) 0.003(2) 0.002(2) C21 0.051(4) 0.037(4) 0.035(4) 0.005(3) 0.002(3) -0.007(3) C22 0.071(5) 0.058(5) 0.033(4) 0.001(3) -0.002(4) -0.018(4) C23 0.082(6) 0.060(5) 0.042(5) -0.001(4) -0.004(4) -0.024(4) C24 0.057(5) 0.044(4) 0.036(4) -0.001(3) -0.009(3) -0.006(4) C25 0.049(4) 0.043(4) 0.041(4) -0.001(3) -0.005(3) -0.007(3) C26 0.032(4) 0.037(4) 0.051(5) -0.006(3) 0.000(3) -0.003(3) C27 0.040(4) 0.048(4) 0.041(4) 0.001(3) -0.003(3) -0.010(3) C28 0.046(4) 0.038(4) 0.048(5) 0.006(3) 0.009(3) -0.006(3) C29 0.039(4) 0.034(3) 0.037(4) 0.001(3) 0.006(3) 0.001(3) C30 0.037(4) 0.035(4) 0.044(4) 0.005(3) 0.009(3) 0.001(3) C31 0.034(4) 0.035(4) 0.035(4) 0.002(3) 0.001(3) 0.002(3) C32 0.048(4) 0.046(4) 0.041(4) 0.004(3) 0.002(3) 0.005(3) C33 0.045(4) 0.047(4) 0.034(4) 0.000(3) -0.002(3) -0.005(3) C34 0.037(4) 0.038(4) 0.039(4) 0.003(3) 0.002(3) -0.003(3) C35 0.039(4) 0.040(4) 0.042(4) -0.003(3) 0.007(3) -0.009(3) C36 0.036(4) 0.032(3) 0.040(4) -0.001(3) 0.003(3) 0.003(3) C37 0.038(4) 0.037(4) 0.044(4) -0.009(3) -0.002(3) 0.000(3) C38 0.040(4) 0.047(4) 0.039(4) 0.001(3) 0.008(3) -0.003(3) C39 0.033(4) 0.037(4) 0.041(4) -0.002(3) 0.007(3) 0.006(3) C40 0.037(4) 0.035(3) 0.035(4) -0.001(3) 0.005(3) 0.007(3) C25A 0.065(6) 0.062(5) 0.052(5) 0.000(4) -0.011(4) -0.020(4) C25B 0.083(9) 0.103(9) 0.28(2) -0.070(11) -0.073(10) 0.012(7) C25C 0.097(9) 0.104(9) 0.102(9) -0.022(7) -0.017(7) -0.031(7) C25D 0.185(15) 0.122(11) 0.120(12) -0.044(9) 0.011(10) -0.049(11) _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 Ni1 N22 1.940(5) . ? Ni1 N23 1.949(5) . ? Ni1 N21 1.951(5) . ? Ni1 N24 1.953(5) . ? N21 C4 1.375(8) . ? N21 C1 1.382(8) . ? N22 C9 1.382(8) . ? N22 C6 1.411(8) . ? N23 C14 1.371(8) . ? N23 C11 1.385(8) . ? N24 C16 1.385(8) . ? N24 C19 1.387(8) . ? C1 C20 1.399(9) . ? C1 C2 1.415(9) . ? C2 C3 1.346(9) . ? C3 C4 1.441(10) . ? C4 C5 1.399(9) . ? C5 C6 1.390(10) . ? C5 C5A 1.540(10) . ? C6 C7 1.436(9) . ? C7 C8 1.347(10) . ? C8 C9 1.429(9) . ? C9 C10 1.386(9) . ? C10 C11 1.375(9) . ? C10 C10A 1.509(7) . ? C11 C12 1.444(9) . ? C12 C13 1.336(9) . ? C13 C14 1.428(9) . ? C14 C15 1.379(9) . ? C15 C16 1.373(9) . ? C16 C17 1.401(9) . ? C17 C18 1.341(9) . ? C18 C19 1.451(9) . ? C19 C20 1.383(9) . ? C20 C20A 1.515(7) . ? C5A C5C' 1.512(16) . ? C5A C5C 1.507(19) . ? C5A C5B 1.54(2) . ? C5C C5D 1.51(4) . ? C5C' C5D" 1.08(3) . ? C5C' C5D' 1.31(3) . ? C5D' C5D" 1.55(4) . ? C10A C10B 1.3900 . ? C10A C10F 1.3900 . ? C10B C10C 1.3900 . ? C10C C10D 1.3900 . ? C10D C10E 1.3900 . ? C10E C10F 1.3900 . ? C20A C20B 1.3900 . ? C20A C20F 1.3900 . ? C20B C20C 1.3900 . ? C20C C20D 1.3900 . ? C20D C20E 1.3900 . ? C20E C20F 1.3900 . ? Ni2 N26 1.937(5) . ? Ni2 N25 1.951(5) . ? Ni2 N27 1.951(5) . ? Ni2 N28 1.957(5) . ? N25 C24 1.381(8) . ? N25 C21 1.402(8) . ? N26 C29 1.382(8) . ? N26 C26 1.406(8) . ? N27 C34 1.380(8) . ? N27 C31 1.385(8) . ? N28 C36 1.369(8) . ? N28 C39 1.392(8) . ? C21 C40 1.370(9) . ? C21 C22 1.428(9) . ? C22 C23 1.327(10) . ? C23 C24 1.444(10) . ? C24 C25 1.371(9) . ? C25 C26 1.392(9) . ? C25 C25A 1.537(10) . ? C26 C27 1.432(9) . ? C27 C28 1.332(9) . ? C28 C29 1.437(9) . ? C29 C30 1.389(9) . ? C30 C31 1.376(9) . ? C30 C30A 1.514(7) . ? C31 C32 1.448(9) . ? C32 C33 1.338(9) . ? C33 C34 1.420(9) . ? C34 C35 1.380(9) . ? C35 C36 1.372(9) . ? C36 C37 1.430(9) . ? C37 C38 1.327(9) . ? C38 C39 1.455(9) . ? C39 C40 1.374(9) . ? C40 C40A 1.505(7) . ? C25A C25C 1.434(13) . ? C25A C25B 1.470(13) . ? C25C C25D 1.404(15) . ? C30A C30B 1.3900 . ? C30A C30F 1.3900 . ? C30B C30C 1.3900 . ? C30C C30D 1.3900 . ? C30D C30E 1.3900 . ? C30E C30F 1.3900 . ? C40A C40B 1.3900 . ? C40A C40F 1.3900 . ? C40B C40C 1.3900 . ? C40C C40D 1.3900 . ? C40D C40E 1.3900 . ? C40E C40F 1.3900 . ? 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 N22 Ni1 N23 90.0(2) . . ? N22 Ni1 N21 89.9(2) . . ? N23 Ni1 N21 178.5(2) . . ? N22 Ni1 N24 179.3(2) . . ? N23 Ni1 N24 89.9(2) . . ? N21 Ni1 N24 90.2(2) . . ? C4 N21 C1 105.6(5) . . ? C4 N21 Ni1 127.5(5) . . ? C1 N21 Ni1 126.7(4) . . ? C9 N22 C6 105.0(5) . . ? C9 N22 Ni1 127.5(4) . . ? C6 N22 Ni1 127.3(4) . . ? C14 N23 C11 105.0(5) . . ? C14 N23 Ni1 127.5(4) . . ? C11 N23 Ni1 127.5(4) . . ? C16 N24 C19 103.8(5) . . ? C16 N24 Ni1 127.9(4) . . ? C19 N24 Ni1 128.1(4) . . ? N21 C1 C20 125.9(6) . . ? N21 C1 C2 110.3(6) . . ? C20 C1 C2 123.6(6) . . ? C3 C2 C1 107.5(6) . . ? C2 C3 C4 107.1(6) . . ? N21 C4 C5 126.7(6) . . ? N21 C4 C3 109.4(6) . . ? C5 C4 C3 123.8(6) . . ? C6 C5 C4 120.8(6) . . ? C6 C5 C5A 119.2(6) . . ? C4 C5 C5A 120.0(7) . . ? C5 C6 N22 125.1(6) . . ? C5 C6 C7 125.0(6) . . ? N22 C6 C7 109.6(6) . . ? C8 C7 C6 106.9(6) . . ? C7 C8 C9 108.4(6) . . ? N22 C9 C10 126.3(6) . . ? N22 C9 C8 110.0(6) . . ? C10 C9 C8 123.2(6) . . ? C11 C10 C9 121.8(6) . . ? C11 C10 C10A 119.9(6) . . ? C9 C10 C10A 118.1(5) . . ? C10 C11 N23 125.7(6) . . ? C10 C11 C12 124.8(6) . . ? N23 C11 C12 109.2(5) . . ? C13 C12 C11 107.8(6) . . ? C12 C13 C14 106.6(6) . . ? N23 C14 C15 125.1(6) . . ? N23 C14 C13 111.3(6) . . ? C15 C14 C13 123.5(6) . . ? C16 C15 C14 124.4(6) . . ? C15 C16 N24 123.7(6) . . ? C15 C16 C17 124.4(6) . . ? N24 C16 C17 111.7(6) . . ? C18 C17 C16 107.9(6) . . ? C17 C18 C19 106.4(6) . . ? C20 C19 N24 125.0(6) . . ? C20 C19 C18 124.9(6) . . ? N24 C19 C18 110.1(6) . . ? C19 C20 C1 122.3(6) . . ? C19 C20 C20A 118.2(5) . . ? C1 C20 C20A 119.4(6) . . ? C5C' C5A C5C 118.3(11) . . ? C5C' C5A C5 114.1(9) . . ? C5C C5A C5 113.6(9) . . ? C5C' C5A C5B 121.8(11) . . ? C5C C5A C5B 73.5(11) . . ? C5 C5A C5B 109.4(9) . . ? C5D C5C C5A 114.7(19) . . ? C5D" C5C' C5D' 80(2) . . ? C5D" C5C' C5A 129(2) . . ? C5D' C5C' C5A 135.7(19) . . ? C5C' C5D' C5D" 43.4(15) . . ? C5C' C5D" C5D' 56.3(19) . . ? C10B C10A C10F 120.0 . . ? C10B C10A C10 120.8(4) . . ? C10F C10A C10 119.1(4) . . ? C10C C10B C10A 120.0 . . ? C10B C10C C10D 120.0 . . ? C10E C10D C10C 120.0 . . ? C10D C10E C10F 120.0 . . ? C10E C10F C10A 120.0 . . ? C20B C20A C20F 120.0 . . ? C20B C20A C20 119.1(3) . . ? C20F C20A C20 120.9(3) . . ? C20C C20B C20A 120.0 . . ? C20B C20C C20D 120.0 . . ? C20C C20D C20E 120.0 . . ? C20F C20E C20D 120.0 . . ? C20E C20F C20A 120.0 . . ? N26 Ni2 N25 89.6(2) . . ? N26 Ni2 N27 90.0(2) . . ? N25 Ni2 N27 178.9(2) . . ? N26 Ni2 N28 179.0(2) . . ? N25 Ni2 N28 90.4(2) . . ? N27 Ni2 N28 90.1(2) . . ? C24 N25 C21 106.0(5) . . ? C24 N25 Ni2 127.7(4) . . ? C21 N25 Ni2 126.4(4) . . ? C29 N26 C26 104.6(5) . . ? C29 N26 Ni2 127.5(4) . . ? C26 N26 Ni2 127.3(4) . . ? C34 N27 C31 104.5(5) . . ? C34 N27 Ni2 127.2(4) . . ? C31 N27 Ni2 128.3(4) . . ? C36 N28 C39 104.8(5) . . ? C36 N28 Ni2 127.7(4) . . ? C39 N28 Ni2 127.4(4) . . ? C40 C21 N25 126.5(6) . . ? C40 C21 C22 124.1(6) . . ? N25 C21 C22 109.1(6) . . ? C23 C22 C21 107.8(6) . . ? C22 C23 C24 108.5(7) . . ? C25 C24 N25 126.2(6) . . ? C25 C24 C23 125.2(6) . . ? N25 C24 C23 108.5(6) . . ? C24 C25 C26 121.8(6) . . ? C24 C25 C25A 119.7(6) . . ? C26 C25 C25A 118.5(6) . . ? C25 C26 N26 124.8(6) . . ? C25 C26 C27 125.7(6) . . ? N26 C26 C27 109.3(6) . . ? C28 C27 C26 108.3(6) . . ? C27 C28 C29 107.2(6) . . ? N26 C29 C30 126.0(6) . . ? N26 C29 C28 110.5(6) . . ? C30 C29 C28 123.2(6) . . ? C31 C30 C29 122.4(6) . . ? C31 C30 C30A 119.2(6) . . ? C29 C30 C30A 118.1(5) . . ? C30 C31 N27 124.7(6) . . ? C30 C31 C32 124.8(6) . . ? N27 C31 C32 110.1(5) . . ? C33 C32 C31 106.6(6) . . ? C32 C33 C34 107.7(6) . . ? N27 C34 C35 124.8(6) . . ? N27 C34 C33 111.0(5) . . ? C35 C34 C33 124.1(6) . . ? C36 C35 C34 124.2(6) . . ? N28 C36 C35 124.7(6) . . ? N28 C36 C37 111.1(6) . . ? C35 C36 C37 124.2(6) . . ? C38 C37 C36 107.5(6) . . ? C37 C38 C39 107.2(6) . . ? C40 C39 N28 125.8(6) . . ? C40 C39 C38 124.8(6) . . ? N28 C39 C38 109.4(5) . . ? C21 C40 C39 122.6(6) . . ? C21 C40 C40A 118.2(5) . . ? C39 C40 C40A 119.0(5) . . ? C25C C25A C25B 119.5(8) . . ? C25C C25A C25 115.0(8) . . ? C25B C25A C25 116.6(8) . . ? C25D C25C C25A 116.4(10) . . ? C30B C30A C30F 120.0 . . ? C30B C30A C30 120.7(3) . . ? C30F C30A C30 119.3(3) . . ? C30A C30B C30C 120.0 . . ? C30B C30C C30D 120.0 . . ? C30E C30D C30C 120.0 . . ? C30D C30E C30F 120.0 . . ? C30E C30F C30A 120.0 . . ? C40B C40A C40F 120.0 . . ? C40B C40A C40 119.1(3) . . ? C40F C40A C40 120.8(3) . . ? C40C C40B C40A 120.0 . . ? C40B C40C C40D 120.0 . . ? C40E C40D C40C 120.0 . . ? C40D C40E C40F 120.0 . . ? C40E C40F C40A 120.0 . . ? _diffrn_measured_fraction_theta_max 0.954 _diffrn_reflns_theta_full 56.37 _diffrn_measured_fraction_theta_full 0.954 _refine_diff_density_max 0.940 _refine_diff_density_min -0.510 _refine_diff_density_rms 0.095 #===END data_ms426 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 5-isopropyl-10,20-diphenylporphyrin ; _chemical_name_common ? _chemical_melting_point n/d _chemical_formula_moiety ? _chemical_formula_sum 'C35 H28 N4' _chemical_formula_weight 504.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 12.157(5) _cell_length_b 18.255(10) _cell_length_c 13.045(6) _cell_angle_alpha 90.00 _cell_angle_beta 116.75(3) _cell_angle_gamma 90.00 _cell_volume 2585(2) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 54 _cell_measurement_theta_min 42 _cell_measurement_theta_max 58 _exptl_crystal_description parallelepiped _exptl_crystal_colour red _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas n/d _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 0.597 _exptl_absorpt_correction_type 'empirical, XABS2' _exptl_absorpt_correction_T_min 0.7160 _exptl_absorpt_correction_T_max 0.8413 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator Ni-filter _diffrn_measurement_device_type 'Siemens P4/RA' _diffrn_measurement_method '2theta-theta' _diffrn_detector_area_resol_mean n/a _diffrn_standards_number 2 _diffrn_standards_interval_count 198 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 3746 _diffrn_reflns_av_R_equivalents 0.0510 _diffrn_reflns_av_sigmaI/netI 0.0215 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 4.13 _diffrn_reflns_theta_max 56.46 _reflns_number_total 3415 _reflns_number_gt 2885 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens P3' _computing_cell_refinement 'Siemens P3' _computing_data_reduction 'XDISK, Shelxtl-Plus, Siemens, 1994' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP, Shelxtl-Plus, Siemens, 1994' _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^)+(0.0696P)^2^+0.7741P] 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 3415 _refine_ls_number_parameters 354 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.1182 _refine_ls_wR_factor_gt 0.1109 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N21 N 1.25516(15) 0.30828(9) 0.41817(14) 0.0330(4) Uani 1 1 d . . . H21 H 1.1912 0.2787 0.3904 0.040 Uiso 1 1 calc R . . N22 N 1.21685(15) 0.15136(9) 0.40009(14) 0.0326(4) Uani 1 1 d . . . N23 N 0.95105(15) 0.16869(9) 0.27711(14) 0.0324(4) Uani 1 1 d . . . H23 H 1.0160 0.1976 0.3048 0.039 Uiso 1 1 calc R . . N24 N 0.98948(16) 0.32759(9) 0.30090(14) 0.0331(4) Uani 1 1 d . . . C1 C 1.24834(19) 0.38282(12) 0.42446(17) 0.0326(5) Uani 1 1 d . . . C2 C 1.37264(19) 0.40933(12) 0.47917(18) 0.0369(5) Uani 1 1 d . . . H2 H 1.3970 0.4590 0.4976 0.044 Uiso 1 1 calc R . . C3 C 1.4489(2) 0.35159(12) 0.49993(19) 0.0381(5) Uani 1 1 d . . . H3 H 1.5363 0.3539 0.5344 0.046 Uiso 1 1 calc R . . C4 C 1.37629(18) 0.28605(12) 0.46144(17) 0.0328(5) Uani 1 1 d . . . C5 C 1.41895(19) 0.21401(12) 0.46889(17) 0.0334(5) Uani 1 1 d . . . C6 C 1.34336(19) 0.15152(11) 0.44710(17) 0.0330(5) Uani 1 1 d . . . C7 C 1.3885(2) 0.07715(12) 0.47259(18) 0.0369(5) Uani 1 1 d . . . H7 H 1.4723 0.0623 0.5059 0.044 Uiso 1 1 calc R . . C8 C 1.29005(19) 0.03277(12) 0.44061(18) 0.0356(5) Uani 1 1 d . . . H8 H 1.2914 -0.0190 0.4478 0.043 Uiso 1 1 calc R . . C9 C 1.18197(19) 0.07900(11) 0.39320(17) 0.0317(5) Uani 1 1 d . . . C10 C 1.06116(19) 0.05146(11) 0.34264(17) 0.0318(5) Uani 1 1 d . . . C11 C 0.95437(19) 0.09405(11) 0.28748(17) 0.0313(5) Uani 1 1 d . . . C12 C 0.82938(19) 0.06879(12) 0.23135(18) 0.0359(5) Uani 1 1 d . . . H12 H 0.8031 0.0193 0.2258 0.043 Uiso 1 1 calc R . . C13 C 0.7552(2) 0.12803(12) 0.18743(19) 0.0371(5) Uani 1 1 d . . . H13 H 0.6680 0.1272 0.1446 0.045 Uiso 1 1 calc R . . C14 C 0.83161(18) 0.19175(11) 0.21719(17) 0.0321(5) Uani 1 1 d . . . C15 C 0.79324(19) 0.26389(11) 0.19314(18) 0.0347(5) Uani 1 1 d . . . H15 H 0.7080 0.2714 0.1448 0.042 Uiso 1 1 calc R . . C16 C 0.86513(19) 0.32661(11) 0.23153(18) 0.0338(5) Uani 1 1 d . . . C17 C 0.8172(2) 0.40009(11) 0.20671(18) 0.0359(5) Uani 1 1 d . . . H17 H 0.7339 0.4138 0.1605 0.043 Uiso 1 1 calc R . . C18 C 0.91345(19) 0.44594(12) 0.26169(17) 0.0351(5) Uani 1 1 d . . . H18 H 0.9108 0.4979 0.2621 0.042 Uiso 1 1 calc R . . C19 C 1.02145(19) 0.40011(11) 0.31997(17) 0.0321(5) Uani 1 1 d . . . C20 C 1.14230(19) 0.42643(11) 0.38183(17) 0.0325(5) Uani 1 1 d . . . C51 C 1.55609(19) 0.20508(13) 0.50002(19) 0.0376(5) Uani 1 1 d . . . H51 H 1.5865 0.2558 0.4984 0.045 Uiso 1 1 calc R . . C52 C 1.5784(2) 0.16187(13) 0.40937(19) 0.0418(6) Uani 1 1 d . . . H52A H 1.5575 0.1102 0.4114 0.063 Uiso 1 1 calc R . . H52B H 1.6653 0.1659 0.4262 0.063 Uiso 1 1 calc R . . H52C H 1.5266 0.1820 0.3330 0.063 Uiso 1 1 calc R . . C53 C 1.6359(2) 0.17707(14) 0.62278(19) 0.0451(6) Uani 1 1 d . . . H53A H 1.6262 0.2097 0.6778 0.068 Uiso 1 1 calc R . . H53B H 1.7225 0.1762 0.6381 0.068 Uiso 1 1 calc R . . H53C H 1.6097 0.1275 0.6306 0.068 Uiso 1 1 calc R . . C101 C 1.04339(19) -0.02973(11) 0.34437(18) 0.0333(5) Uani 1 1 d . . . C102 C 1.07285(19) -0.06676(11) 0.44662(18) 0.0356(5) Uani 1 1 d . . . H102 H 1.1061 -0.0404 0.5169 0.043 Uiso 1 1 calc R . . C103 C 1.0543(2) -0.14155(12) 0.4472(2) 0.0391(6) Uani 1 1 d . . . H103 H 1.0745 -0.1661 0.5177 0.047 Uiso 1 1 calc R . . C104 C 1.0066(2) -0.18067(12) 0.3455(2) 0.0418(6) Uani 1 1 d . . . H104 H 0.9942 -0.2320 0.3459 0.050 Uiso 1 1 calc R . . C105 C 0.9771(2) -0.14469(12) 0.2436(2) 0.0478(6) Uani 1 1 d . . . H105 H 0.9441 -0.1713 0.1735 0.057 Uiso 1 1 calc R . . C106 C 0.9952(2) -0.07020(12) 0.2428(2) 0.0441(6) Uani 1 1 d . . . H106 H 0.9745 -0.0460 0.1719 0.053 Uiso 1 1 calc R . . C201 C 1.16015(18) 0.50759(12) 0.39867(17) 0.0337(5) Uani 1 1 d . . . C202 C 1.13359(19) 0.54317(12) 0.47914(18) 0.0361(5) Uani 1 1 d . . . H202 H 1.1047 0.5157 0.5240 0.043 Uiso 1 1 calc R . . C203 C 1.1488(2) 0.61840(12) 0.4946(2) 0.0413(6) Uani 1 1 d . . . H203 H 1.1307 0.6421 0.5501 0.050 Uiso 1 1 calc R . . C204 C 1.1902(2) 0.65882(13) 0.4294(2) 0.0420(6) Uani 1 1 d . . . H204 H 1.2002 0.7103 0.4396 0.050 Uiso 1 1 calc R . . C205 C 1.2170(2) 0.62397(13) 0.3491(2) 0.0460(6) Uani 1 1 d . . . H205 H 1.2453 0.6517 0.3039 0.055 Uiso 1 1 calc R . . C206 C 1.2029(2) 0.54900(13) 0.33445(19) 0.0424(6) Uani 1 1 d . . . H206 H 1.2226 0.5254 0.2799 0.051 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N21 0.0298(10) 0.0352(11) 0.0327(10) -0.0033(8) 0.0130(8) -0.0014(8) N22 0.0302(10) 0.0361(11) 0.0329(10) -0.0017(8) 0.0154(8) -0.0003(8) N23 0.0324(10) 0.0321(11) 0.0332(10) -0.0011(8) 0.0151(8) -0.0010(8) N24 0.0333(10) 0.0331(11) 0.0341(10) -0.0024(8) 0.0163(8) -0.0002(8) C1 0.0352(12) 0.0339(13) 0.0296(11) -0.0042(9) 0.0153(10) 0.0004(10) C2 0.0363(13) 0.0327(13) 0.0404(13) -0.0062(10) 0.0161(11) -0.0049(10) C3 0.0281(11) 0.0408(13) 0.0423(13) -0.0052(10) 0.0131(10) -0.0027(10) C4 0.0288(12) 0.0398(13) 0.0285(11) 0.0008(9) 0.0117(9) 0.0014(10) C5 0.0321(12) 0.0378(13) 0.0301(12) 0.0032(9) 0.0137(10) 0.0035(10) C6 0.0337(12) 0.0359(13) 0.0316(12) 0.0015(10) 0.0167(10) 0.0035(10) C7 0.0339(13) 0.0373(13) 0.0403(13) 0.0063(10) 0.0175(11) 0.0102(11) C8 0.0391(13) 0.0301(12) 0.0399(13) 0.0019(10) 0.0197(11) 0.0036(10) C9 0.0353(12) 0.0311(12) 0.0309(11) 0.0005(9) 0.0168(10) 0.0028(10) C10 0.0378(12) 0.0299(12) 0.0300(11) -0.0008(9) 0.0174(10) 0.0008(10) C11 0.0366(12) 0.0289(12) 0.0302(11) 0.0000(9) 0.0168(10) 0.0013(9) C12 0.0354(12) 0.0323(12) 0.0393(13) -0.0034(10) 0.0161(10) -0.0050(10) C13 0.0297(12) 0.0370(13) 0.0419(13) -0.0050(10) 0.0136(10) -0.0014(10) C14 0.0280(12) 0.0347(13) 0.0314(12) -0.0020(9) 0.0113(9) 0.0021(10) C15 0.0274(11) 0.0371(13) 0.0374(13) -0.0021(10) 0.0126(10) 0.0026(10) C16 0.0320(12) 0.0349(13) 0.0359(12) -0.0009(10) 0.0166(10) 0.0034(10) C17 0.0317(12) 0.0358(13) 0.0369(12) 0.0026(10) 0.0127(10) 0.0065(10) C18 0.0405(13) 0.0287(12) 0.0373(12) 0.0008(10) 0.0186(11) 0.0052(10) C19 0.0364(13) 0.0322(12) 0.0319(12) -0.0011(9) 0.0190(10) 0.0007(10) C20 0.0378(13) 0.0317(12) 0.0308(11) -0.0037(9) 0.0180(10) -0.0011(10) C51 0.0332(12) 0.0409(13) 0.0384(13) 0.0024(10) 0.0158(10) 0.0010(10) C52 0.0357(13) 0.0484(14) 0.0445(14) 0.0046(11) 0.0209(11) 0.0038(11) C53 0.0359(13) 0.0555(15) 0.0417(14) 0.0051(11) 0.0154(11) 0.0003(11) C101 0.0319(12) 0.0302(12) 0.0386(13) -0.0003(10) 0.0166(10) 0.0022(9) C102 0.0366(12) 0.0362(13) 0.0364(13) 0.0006(10) 0.0187(10) 0.0022(10) C103 0.0411(13) 0.0372(13) 0.0435(14) 0.0077(11) 0.0229(11) 0.0056(10) C104 0.0367(13) 0.0303(12) 0.0588(16) 0.0016(11) 0.0219(12) 0.0046(10) C105 0.0562(16) 0.0352(14) 0.0458(15) -0.0094(11) 0.0175(12) 0.0016(11) C106 0.0565(15) 0.0357(14) 0.0382(13) 0.0009(10) 0.0198(12) 0.0053(11) C201 0.0307(12) 0.0351(12) 0.0304(12) 0.0011(9) 0.0096(10) 0.0021(9) C202 0.0369(12) 0.0357(13) 0.0374(12) -0.0020(10) 0.0182(10) -0.0033(10) C203 0.0401(13) 0.0371(13) 0.0474(14) -0.0053(11) 0.0204(12) 0.0006(10) C204 0.0330(12) 0.0325(13) 0.0499(15) 0.0035(11) 0.0092(11) 0.0011(10) C205 0.0452(14) 0.0476(15) 0.0420(14) 0.0104(11) 0.0169(12) -0.0069(11) C206 0.0481(14) 0.0434(14) 0.0370(13) -0.0010(11) 0.0203(11) -0.0036(11) _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 N21 C1 1.368(3) . ? N21 C4 1.380(3) . ? N22 C6 1.376(3) . ? N22 C9 1.378(3) . ? N23 C11 1.368(3) . ? N23 C14 1.369(3) . ? N24 C16 1.369(3) . ? N24 C19 1.371(3) . ? C1 C20 1.400(3) . ? C1 C2 1.434(3) . ? C2 C3 1.348(3) . ? C3 C4 1.436(3) . ? C4 C5 1.401(3) . ? C5 C6 1.411(3) . ? C5 C51 1.537(3) . ? C6 C7 1.446(3) . ? C7 C8 1.346(3) . ? C8 C9 1.446(3) . ? C9 C10 1.405(3) . ? C10 C11 1.402(3) . ? C10 C101 1.499(3) . ? C11 C12 1.434(3) . ? C12 C13 1.359(3) . ? C13 C14 1.429(3) . ? C14 C15 1.385(3) . ? C15 C16 1.390(3) . ? C16 C17 1.440(3) . ? C17 C18 1.352(3) . ? C18 C19 1.450(3) . ? C19 C20 1.405(3) . ? C20 C201 1.499(3) . ? C51 C53 1.539(3) . ? C51 C52 1.544(3) . ? C101 C102 1.391(3) . ? C101 C106 1.395(3) . ? C102 C103 1.384(3) . ? C103 C104 1.384(3) . ? C104 C105 1.377(3) . ? C105 C106 1.378(3) . ? C201 C206 1.391(3) . ? C201 C202 1.390(3) . ? C202 C203 1.388(3) . ? C203 C204 1.381(3) . ? C204 C205 1.385(3) . ? C205 C206 1.382(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N21 C4 110.51(17) . . ? C6 N22 C9 106.30(17) . . ? C11 N23 C14 109.83(17) . . ? C16 N24 C19 105.74(17) . . ? N21 C1 C20 127.72(19) . . ? N21 C1 C2 106.67(18) . . ? C20 C1 C2 125.6(2) . . ? C3 C2 C1 108.1(2) . . ? C2 C3 C4 108.8(2) . . ? N21 C4 C5 126.73(19) . . ? N21 C4 C3 105.82(18) . . ? C5 C4 C3 127.43(19) . . ? C4 C5 C6 123.90(19) . . ? C4 C5 C51 116.21(19) . . ? C6 C5 C51 119.88(19) . . ? N22 C6 C5 125.98(19) . . ? N22 C6 C7 109.44(18) . . ? C5 C6 C7 124.58(19) . . ? C8 C7 C6 107.55(19) . . ? C7 C8 C9 106.93(19) . . ? N22 C9 C10 126.86(19) . . ? N22 C9 C8 109.76(18) . . ? C10 C9 C8 123.29(19) . . ? C11 C10 C9 125.0(2) . . ? C11 C10 C101 116.70(18) . . ? C9 C10 C101 118.30(18) . . ? N23 C11 C10 125.60(19) . . ? N23 C11 C12 107.01(18) . . ? C10 C11 C12 127.4(2) . . ? C13 C12 C11 108.01(19) . . ? C12 C13 C14 107.8(2) . . ? N23 C14 C15 125.74(19) . . ? N23 C14 C13 107.31(18) . . ? C15 C14 C13 126.94(19) . . ? C14 C15 C16 127.5(2) . . ? N24 C16 C15 125.27(19) . . ? N24 C16 C17 110.55(18) . . ? C15 C16 C17 124.1(2) . . ? C18 C17 C16 106.95(19) . . ? C17 C18 C19 106.50(19) . . ? N24 C19 C20 124.92(19) . . ? N24 C19 C18 110.26(18) . . ? C20 C19 C18 124.7(2) . . ? C1 C20 C19 124.9(2) . . ? C1 C20 C201 117.21(18) . . ? C19 C20 C201 117.85(18) . . ? C5 C51 C53 114.26(17) . . ? C5 C51 C52 113.30(18) . . ? C53 C51 C52 112.43(19) . . ? C102 C101 C106 118.1(2) . . ? C102 C101 C10 121.21(19) . . ? C106 C101 C10 120.73(19) . . ? C103 C102 C101 120.8(2) . . ? C104 C103 C102 120.2(2) . . ? C105 C104 C103 119.6(2) . . ? C104 C105 C106 120.3(2) . . ? C105 C106 C101 121.0(2) . . ? C206 C201 C202 118.5(2) . . ? C206 C201 C20 121.16(19) . . ? C202 C201 C20 120.32(18) . . ? C203 C202 C201 120.7(2) . . ? C204 C203 C202 120.0(2) . . ? C203 C204 C205 119.8(2) . . ? C206 C205 C204 120.2(2) . . ? C205 C206 C201 120.8(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 56.46 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.315 _refine_diff_density_min -0.150 _refine_diff_density_rms 0.038