# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Remi Chauvin' _publ_contact_author_email chauvin@lcc-toulouse.fr loop_ _publ_author_name 'Remi Chauvin' 'Arnaud Rives' 'Iaroslav Baglai' 'Volodymyr Malytskyi' 'Valerie Maraval' 'Nathalie Saffon' 'Zoia Voitenko' data_6 _database_code_depnum_ccdc_archive 'CCDC 886379' #TrackingRef '- Cif XRD-carbo-DATPs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54.50 H33 Cl N2' _chemical_formula_weight 751.28 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 12.456(4) _cell_length_b 16.127(5) _cell_length_c 20.503(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4118(2) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 1875 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 12.05 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.212 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1564 _exptl_absorpt_coefficient_mu 0.133 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9247 _exptl_absorpt_correction_T_max 0.9934 _exptl_absorpt_process_details 'SADABS (Bruker-AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker kappa APEX-II CCD Quazar' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 76028 _diffrn_reflns_av_R_equivalents 0.3206 _diffrn_reflns_av_sigmaI/netI 0.2292 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 5.10 _diffrn_reflns_theta_max 24.40 _reflns_number_total 6723 _reflns_number_gt 2110 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0944P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.8(4) _refine_ls_number_reflns 6723 _refine_ls_number_parameters 566 _refine_ls_number_restraints 139 _refine_ls_R_factor_all 0.2890 _refine_ls_R_factor_gt 0.0792 _refine_ls_wR_factor_ref 0.2387 _refine_ls_wR_factor_gt 0.1564 _refine_ls_goodness_of_fit_ref 0.960 _refine_ls_restrained_S_all 0.966 _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 C1 C 0.8697(7) 0.5575(5) 0.2066(4) 0.084(2) Uani 1 1 d . . . C2 C 0.8419(6) 0.4721(6) 0.2039(4) 0.079(2) Uani 1 1 d . . . C3 C 0.8194(7) 0.4006(6) 0.2048(4) 0.090(3) Uani 1 1 d . . . C4 C 0.7946(8) 0.3154(5) 0.2063(4) 0.080(2) Uani 1 1 d . . . C5 C 0.7013(9) 0.2920(5) 0.2405(5) 0.079(3) Uani 1 1 d . . . C6 C 0.6231(9) 0.2737(5) 0.2701(4) 0.076(2) Uani 1 1 d . . . C7 C 0.5337(7) 0.2514(4) 0.3046(4) 0.068(2) Uani 1 1 d . . . C8 C 0.4696(7) 0.3115(6) 0.3347(4) 0.074(2) Uani 1 1 d . . . C9 C 0.4163(8) 0.3619(6) 0.3616(4) 0.080(3) Uani 1 1 d . . . C10 C 0.3485(8) 0.4175(6) 0.3938(4) 0.082(3) Uani 1 1 d . . . C11 C 0.3817(7) 0.5003(6) 0.3969(4) 0.081(3) Uani 1 1 d . . . C12 C 0.4080(7) 0.5726(6) 0.4021(4) 0.081(2) Uani 1 1 d . . . C13 C 0.4384(8) 0.6582(5) 0.4051(4) 0.079(3) Uani 1 1 d . . . C14 C 0.5320(9) 0.6779(5) 0.3725(5) 0.076(2) Uani 1 1 d . . . C15 C 0.6143(9) 0.6995(5) 0.3436(5) 0.076(3) Uani 1 1 d . . . C16 C 0.7030(7) 0.7218(5) 0.3095(4) 0.075(2) Uani 1 1 d . . . C17 C 0.7581(7) 0.6619(6) 0.2753(4) 0.080(2) Uani 1 1 d . . . C18 C 0.8102(7) 0.6124(5) 0.2445(4) 0.080(2) Uani 1 1 d . . . C20 C 0.9576(7) 0.5889(6) 0.1665(5) 0.080(2) Uani 1 1 d . . . C21 C 0.9908(8) 0.5520(6) 0.1096(5) 0.094(3) Uani 1 1 d . B . H21 H 0.9552 0.5040 0.0936 0.113 Uiso 1 1 calc R . . C22 C 1.0781(9) 0.5860(7) 0.0749(5) 0.119(3) Uani 1 1 d D . . H22 H 1.1022 0.5602 0.0359 0.143 Uiso 1 1 calc R A 1 C23 C 1.1291(11) 0.6572(8) 0.0975(7) 0.146(3) Uani 0.50 1 d PU B 1 N2 N 1.2123(16) 0.6907(10) 0.0670(9) 0.166(6) Uani 0.50 1 d PDU B 1 H2A H 1.2427 0.7358 0.0827 0.199 Uiso 0.50 1 calc PR B 1 H2B H 1.2372 0.6679 0.0310 0.199 Uiso 0.50 1 calc PR B 1 C23' C 1.1291(11) 0.6572(8) 0.0975(7) 0.146(3) Uani 0.50 1 d PU B 2 H23' H 1.1886 0.6800 0.0748 0.175 Uiso 0.50 1 calc PR B 2 C24 C 1.0927(10) 0.6923(7) 0.1517(5) 0.119(4) Uani 1 1 d D . . H24 H 1.1261 0.7418 0.1665 0.143 Uiso 1 1 calc R B 1 C25 C 1.0095(8) 0.6607(5) 0.1872(5) 0.098(3) Uani 1 1 d . B . H25 H 0.9870 0.6878 0.2260 0.117 Uiso 1 1 calc R . . C26 C 0.8633(8) 0.2545(5) 0.1734(4) 0.077(2) Uani 1 1 d . . . C27 C 0.8371(8) 0.1704(6) 0.1761(4) 0.103(3) Uani 1 1 d . D . H27 H 0.7741 0.1523 0.1980 0.124 Uiso 1 1 calc R . . C28 C 0.9043(10) 0.1143(5) 0.1463(5) 0.107(3) Uani 1 1 d . . . H28 H 0.8864 0.0571 0.1485 0.128 Uiso 1 1 calc R C 1 C29 C 0.9943(10) 0.1362(7) 0.1143(6) 0.113(3) Uani 0.50 1 d PU D 1 H29 H 1.0378 0.0958 0.0933 0.136 Uiso 0.50 1 calc PR D 1 C29' C 0.9943(10) 0.1362(7) 0.1143(6) 0.113(3) Uani 0.50 1 d PU D 2 N1' N 1.0596(13) 0.0757(10) 0.0871(8) 0.137(5) Uani 0.50 1 d PU D 2 H1C H 1.0423 0.0231 0.0909 0.164 Uiso 0.50 1 calc PR D 2 H1D H 1.1185 0.0901 0.0662 0.164 Uiso 0.50 1 calc PR D 2 C30 C 1.0216(7) 0.2198(6) 0.1127(4) 0.099(3) Uani 1 1 d . . . H30 H 1.0857 0.2366 0.0914 0.119 Uiso 1 1 calc R D 1 C31 C 0.9563(8) 0.2792(5) 0.1418(4) 0.094(3) Uani 1 1 d . D . H31 H 0.9754 0.3362 0.1401 0.113 Uiso 1 1 calc R . . C32 C 0.5007(8) 0.1632(5) 0.3100(4) 0.078(2) Uani 1 1 d . . . C33 C 0.5476(7) 0.1039(6) 0.2703(4) 0.091(3) Uani 1 1 d . . . H33 H 0.6026 0.1190 0.2404 0.109 Uiso 1 1 calc R . . C34 C 0.5128(10) 0.0208(6) 0.2746(5) 0.101(3) Uani 1 1 d . . . H34 H 0.5423 -0.0190 0.2455 0.121 Uiso 1 1 calc R . . C35 C 0.4403(10) -0.0040(6) 0.3180(6) 0.111(3) Uani 1 1 d . . . H35 H 0.4200 -0.0606 0.3211 0.133 Uiso 1 1 calc R . . C36 C 0.3950(8) 0.0552(7) 0.3585(5) 0.110(3) Uani 1 1 d . . . H36 H 0.3424 0.0395 0.3897 0.132 Uiso 1 1 calc R . . C37 C 0.4269(8) 0.1384(6) 0.3536(5) 0.105(3) Uani 1 1 d . . . H37 H 0.3955 0.1783 0.3819 0.126 Uiso 1 1 calc R . . C38 C 0.2476(8) 0.3909(6) 0.4235(4) 0.081(2) Uani 1 1 d D . . C39 C 0.2125(8) 0.3089(6) 0.4152(4) 0.108(3) Uani 1 1 d D F . H39 H 0.2548 0.2714 0.3904 0.130 Uiso 1 1 calc R . . C40 C 0.1190(9) 0.2822(7) 0.4421(5) 0.128(4) Uani 1 1 d D . . H40 H 0.0943 0.2275 0.4340 0.154 Uiso 1 1 calc R E 1 C41 C 0.0603(10) 0.3346(8) 0.4809(6) 0.132(3) Uani 0.50 1 d PDU F 1 N1 N -0.0433(16) 0.3086(11) 0.4990(9) 0.168(6) Uani 0.50 1 d PDU F 1 H1A H -0.0680 0.2604 0.4855 0.202 Uiso 0.50 1 calc PR F 1 H1B H -0.0834 0.3405 0.5239 0.202 Uiso 0.50 1 calc PR F 1 C41' C 0.0603(10) 0.3346(8) 0.4809(6) 0.132(3) Uani 0.50 1 d PU F 2 H41' H -0.0027 0.3148 0.5020 0.158 Uiso 0.50 1 calc PR F 2 C42 C 0.0928(10) 0.4171(7) 0.4896(6) 0.136(4) Uani 1 1 d . . . H42 H 0.0508 0.4546 0.5146 0.163 Uiso 1 1 calc R F 1 C43 C 0.1868(10) 0.4419(7) 0.4611(5) 0.107(3) Uani 1 1 d . F . H43 H 0.2105 0.4972 0.4678 0.129 Uiso 1 1 calc R . . C44 C 0.3699(9) 0.7184(6) 0.4353(4) 0.081(2) Uani 1 1 d . . . C45 C 0.2817(10) 0.6974(6) 0.4713(5) 0.102(3) Uani 1 1 d . H . H45 H 0.2659 0.6404 0.4780 0.123 Uiso 1 1 calc R . . C46 C 0.2144(9) 0.7570(8) 0.4985(5) 0.114(3) Uani 1 1 d . . . H46 H 0.1535 0.7409 0.5233 0.137 Uiso 1 1 calc R G 1 C47 C 0.2376(11) 0.8406(7) 0.4888(5) 0.118(3) Uani 0.50 1 d PU H 1 H47 H 0.1894 0.8821 0.5038 0.142 Uiso 0.50 1 calc PR H 1 C47' C 0.2376(11) 0.8406(7) 0.4888(5) 0.118(3) Uani 0.50 1 d PU H 2 N2' N 0.1780(15) 0.9035(10) 0.5117(8) 0.144(5) Uani 0.50 1 d PU H 2 H2C H 0.1995 0.9550 0.5060 0.173 Uiso 0.50 1 calc PR H 2 H2D H 0.1174 0.8933 0.5322 0.173 Uiso 0.50 1 calc PR H 2 C48 C 0.3282(10) 0.8619(6) 0.4582(5) 0.116(3) Uani 1 1 d . . . H48 H 0.3482 0.9187 0.4563 0.140 Uiso 1 1 calc R H 1 C49 C 0.3948(8) 0.8018(6) 0.4287(4) 0.099(3) Uani 1 1 d . H . H49 H 0.4562 0.8183 0.4046 0.119 Uiso 1 1 calc R . . C50 C 0.7390(5) 0.8092(3) 0.3052(3) 0.078(2) Uani 1 1 d G . . C51 C 0.8137(5) 0.8322(4) 0.2581(3) 0.091(3) Uani 1 1 d G . . H51 H 0.8415 0.7919 0.2289 0.110 Uiso 1 1 calc R . . C52 C 0.8476(4) 0.9141(5) 0.2540(3) 0.110(3) Uani 1 1 d G . . H52 H 0.8987 0.9298 0.2218 0.132 Uiso 1 1 calc R . . C53 C 0.8069(6) 0.9730(3) 0.2968(4) 0.106(3) Uani 1 1 d G . . H53 H 0.8301 1.0290 0.2939 0.127 Uiso 1 1 calc R . . C54 C 0.7322(6) 0.9500(3) 0.3438(3) 0.114(3) Uani 1 1 d G . . H54 H 0.7044 0.9903 0.3731 0.137 Uiso 1 1 calc R . . C55 C 0.6983(5) 0.8681(4) 0.3480(3) 0.098(3) Uani 1 1 d G . . H55 H 0.6472 0.8524 0.3801 0.117 Uiso 1 1 calc R . . C59 C 0.710(5) 0.441(4) 0.387(3) 0.142(5) Uani 0.352(5) 1 d PU I 1 H59A H 0.6900 0.4968 0.3701 0.171 Uiso 0.352(5) 1 calc PR I 1 H59B H 0.6759 0.4003 0.3573 0.171 Uiso 0.352(5) 1 calc PR I 1 Cl1 Cl 0.8439(8) 0.4317(6) 0.3768(5) 0.167(4) Uani 0.352(5) 1 d PU I 1 Cl2 Cl 0.6549(9) 0.4318(7) 0.4535(5) 0.154(4) Uani 0.352(5) 1 d PU I 1 C59' C 0.686(8) 0.384(6) 0.433(5) 0.142(6) Uani 0.148(5) 1 d PU I 2 H59C H 0.6141 0.3827 0.4539 0.170 Uiso 0.148(5) 1 calc PR I 2 H59D H 0.7016 0.3289 0.4144 0.170 Uiso 0.148(5) 1 calc PR I 2 Cl1' Cl 0.772(2) 0.4108(14) 0.4810(10) 0.161(7) Uani 0.148(5) 1 d PU I 2 Cl2' Cl 0.691(3) 0.4635(16) 0.3708(15) 0.123(6) Uani 0.148(5) 1 d PU I 2 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 0.092(7) 0.058(6) 0.103(7) -0.009(5) 0.006(6) -0.011(5) C2 0.081(6) 0.060(7) 0.096(7) -0.006(5) -0.005(5) 0.004(5) C3 0.106(7) 0.048(6) 0.115(7) -0.008(5) 0.002(6) -0.003(5) C4 0.101(8) 0.058(7) 0.081(6) -0.007(5) -0.006(6) 0.000(6) C5 0.082(8) 0.050(6) 0.107(8) -0.014(5) 0.012(6) 0.012(5) C6 0.085(8) 0.052(6) 0.089(7) -0.003(5) 0.014(6) 0.014(5) C7 0.089(6) 0.046(6) 0.068(5) -0.002(4) 0.009(5) 0.004(5) C8 0.089(7) 0.058(7) 0.075(6) -0.001(5) 0.012(5) -0.021(5) C9 0.098(8) 0.060(7) 0.083(7) 0.002(5) -0.003(6) -0.030(6) C10 0.101(8) 0.059(7) 0.086(6) -0.010(5) -0.001(6) -0.003(6) C11 0.088(6) 0.057(6) 0.099(7) -0.013(5) 0.010(5) -0.011(5) C12 0.071(6) 0.083(8) 0.090(6) -0.009(5) 0.014(5) -0.013(5) C13 0.097(7) 0.054(7) 0.087(7) -0.008(5) 0.011(6) -0.020(6) C14 0.096(8) 0.042(5) 0.091(7) -0.016(5) -0.012(6) 0.001(5) C15 0.097(8) 0.040(5) 0.090(7) -0.013(4) -0.007(6) -0.012(5) C16 0.072(6) 0.056(6) 0.097(7) -0.002(5) -0.005(5) -0.012(5) C17 0.078(6) 0.058(6) 0.104(7) -0.011(5) 0.008(6) -0.013(5) C18 0.095(7) 0.049(6) 0.096(7) 0.003(5) 0.004(6) -0.006(5) C20 0.082(6) 0.067(6) 0.093(7) 0.005(5) 0.014(6) -0.012(5) C21 0.104(7) 0.083(7) 0.095(7) -0.004(6) 0.009(6) -0.011(6) C22 0.118(9) 0.139(10) 0.099(7) 0.025(7) 0.024(7) 0.012(8) C23 0.153(7) 0.106(7) 0.178(8) 0.023(6) 0.048(7) -0.049(6) N2 0.199(12) 0.127(11) 0.171(12) -0.004(9) 0.082(10) -0.047(10) C23' 0.153(7) 0.106(7) 0.178(8) 0.023(6) 0.048(7) -0.049(6) C24 0.150(10) 0.083(8) 0.125(9) -0.005(7) 0.000(8) -0.013(8) C25 0.106(7) 0.056(6) 0.131(9) 0.009(6) 0.007(7) -0.009(5) C26 0.090(7) 0.057(7) 0.085(6) -0.008(5) 0.011(5) 0.011(5) C27 0.128(8) 0.056(7) 0.126(8) -0.010(5) -0.002(7) -0.006(6) C28 0.146(9) 0.046(6) 0.129(8) -0.013(5) 0.013(8) 0.008(7) C29 0.112(7) 0.080(6) 0.147(7) -0.016(5) 0.012(6) 0.026(5) C29' 0.112(7) 0.080(6) 0.147(7) -0.016(5) 0.012(6) 0.026(5) N1' 0.132(11) 0.097(10) 0.181(11) -0.022(9) 0.052(9) 0.025(8) C30 0.082(7) 0.085(8) 0.130(8) -0.018(6) 0.030(6) -0.005(6) C31 0.097(8) 0.069(7) 0.117(8) 0.000(6) 0.010(6) 0.010(6) C32 0.113(7) 0.038(6) 0.082(6) -0.003(5) 0.000(5) -0.008(5) C33 0.106(7) 0.050(6) 0.117(7) 0.000(5) 0.005(6) -0.012(5) C34 0.146(9) 0.057(7) 0.100(7) -0.005(5) 0.007(7) 0.007(6) C35 0.131(10) 0.047(7) 0.155(10) 0.020(7) -0.017(8) -0.009(6) C36 0.119(8) 0.065(7) 0.147(9) 0.027(7) -0.003(7) -0.004(6) C37 0.130(8) 0.050(7) 0.136(9) 0.023(6) 0.006(7) -0.012(6) C38 0.089(7) 0.059(6) 0.096(6) -0.002(5) 0.024(6) -0.013(6) C39 0.097(7) 0.097(8) 0.130(8) -0.028(6) 0.039(6) -0.042(6) C40 0.126(9) 0.102(8) 0.157(9) -0.037(7) 0.040(8) -0.050(7) C41 0.121(5) 0.124(5) 0.150(5) -0.019(5) 0.037(5) -0.029(5) N1 0.150(10) 0.153(11) 0.201(12) -0.043(10) 0.073(10) -0.040(10) C41' 0.121(5) 0.124(5) 0.150(5) -0.019(5) 0.037(5) -0.029(5) C42 0.126(10) 0.084(8) 0.197(11) -0.033(7) 0.048(9) -0.015(7) C43 0.108(9) 0.099(8) 0.115(8) 0.002(6) 0.021(7) -0.006(7) C44 0.106(8) 0.056(7) 0.082(6) -0.003(5) 0.006(6) 0.002(6) C45 0.143(10) 0.065(7) 0.099(7) -0.006(6) 0.012(8) 0.003(7) C46 0.122(9) 0.100(9) 0.121(8) -0.029(6) 0.024(6) 0.003(7) C47 0.143(7) 0.068(6) 0.144(7) -0.019(5) 0.028(6) 0.007(6) C47' 0.143(7) 0.068(6) 0.144(7) -0.019(5) 0.028(6) 0.007(6) N2' 0.174(12) 0.086(10) 0.172(11) -0.016(9) 0.063(10) 0.011(9) C48 0.138(10) 0.062(7) 0.149(9) 0.007(6) 0.023(8) 0.013(7) C49 0.113(8) 0.066(7) 0.119(7) 0.005(6) 0.006(6) -0.007(6) C50 0.093(6) 0.044(6) 0.096(7) -0.004(5) -0.007(5) 0.001(5) C51 0.120(8) 0.066(7) 0.089(7) -0.006(5) 0.000(6) -0.011(5) C52 0.116(7) 0.057(7) 0.158(9) 0.021(6) 0.021(7) -0.022(6) C53 0.101(8) 0.058(7) 0.158(10) 0.014(7) -0.018(7) -0.021(6) C54 0.140(9) 0.057(7) 0.145(9) -0.009(6) 0.004(8) 0.000(6) C55 0.129(8) 0.037(5) 0.126(8) -0.002(5) 0.016(6) -0.005(5) C59 0.153(9) 0.135(12) 0.139(10) -0.001(10) -0.025(9) -0.015(11) Cl1 0.171(8) 0.162(8) 0.168(7) -0.009(6) 0.009(6) 0.025(6) Cl2 0.140(7) 0.158(9) 0.164(8) 0.026(6) -0.004(5) -0.015(7) C59' 0.153(11) 0.133(13) 0.139(12) 0.013(10) -0.030(10) -0.020(12) Cl1' 0.179(13) 0.150(13) 0.153(12) 0.032(10) -0.055(10) -0.034(11) Cl2' 0.146(14) 0.094(14) 0.127(13) 0.004(9) -0.025(11) 0.000(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 C1 C18 1.392(12) . ? C1 C2 1.421(11) . ? C1 C20 1.460(10) . ? C2 C3 1.187(11) . ? C3 C4 1.409(11) . ? C4 C5 1.410(12) . ? C4 C26 1.467(11) . ? C5 C6 1.185(12) . ? C6 C7 1.367(12) . ? C7 C8 1.398(12) . ? C7 C32 1.485(10) . ? C8 C9 1.186(11) . ? C9 C10 1.398(12) . ? C10 C11 1.399(12) . ? C10 C38 1.461(11) . ? C11 C12 1.215(11) . ? C12 C13 1.433(11) . ? C13 C14 1.380(13) . ? C13 C44 1.434(11) . ? C14 C15 1.234(13) . ? C15 C16 1.355(12) . ? C16 C17 1.377(11) . ? C16 C50 1.482(9) . ? C17 C18 1.206(11) . ? C20 C21 1.374(10) . ? C20 C25 1.393(11) . ? C21 C22 1.410(11) . ? C21 H21 0.9500 . ? C22 C23 1.391(15) . ? C22 H22 0.9500 . ? C23 N2 1.326(18) . ? C23 C24 1.327(14) . ? N2 H2A 0.8800 . ? N2 H2B 0.8800 . ? C24 C25 1.364(12) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 C31 1.385(10) . ? C26 C27 1.396(10) . ? C27 C28 1.376(12) . ? C27 H27 0.9500 . ? C28 C29 1.346(12) . ? C28 H28 0.9500 . ? C29 C30 1.391(12) . ? C29 H29 0.9500 . ? N1' H1C 0.8800 . ? N1' H1D 0.8800 . ? C30 C31 1.391(11) . ? C30 H30 0.9500 . ? C31 H31 0.9500 . ? C32 C37 1.343(10) . ? C32 C33 1.386(10) . ? C33 C34 1.412(11) . ? C33 H33 0.9500 . ? C34 C35 1.328(12) . ? C34 H34 0.9500 . ? C35 C36 1.386(12) . ? C35 H35 0.9500 . ? C36 C37 1.403(11) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C38 C43 1.358(11) . ? C38 C39 1.404(11) . ? C39 C40 1.358(11) . ? C39 H39 0.9500 . ? C40 C41 1.371(13) . ? C40 H40 0.9500 . ? C41 C42 1.402(13) . ? C41 N1 1.407(18) . ? N1 H1A 0.8800 . ? N1 H1B 0.8800 . ? C42 C43 1.369(12) . ? C42 H42 0.9500 . ? C43 H43 0.9500 . ? C44 C45 1.366(12) . ? C44 C49 1.386(11) . ? C45 C46 1.392(12) . ? C45 H45 0.9500 . ? C46 C47 1.393(13) . ? C46 H46 0.9500 . ? C47 C48 1.336(12) . ? C47 H47 0.9500 . ? N2' H2C 0.8800 . ? N2' H2D 0.8800 . ? C48 C49 1.412(12) . ? C48 H48 0.9500 . ? C49 H49 0.9500 . ? C50 C51 1.3900 . ? C50 C55 1.3900 . ? C51 C52 1.3900 . ? C51 H51 0.9500 . ? C52 C53 1.3900 . ? C52 H52 0.9500 . ? C53 C54 1.3900 . ? C53 H53 0.9500 . ? C54 C55 1.3900 . ? C54 H54 0.9500 . ? C55 H55 0.9500 . ? C59 Cl2 1.54(7) . ? C59 Cl1 1.69(7) . ? C59 H59A 0.9900 . ? C59 H59B 0.9900 . ? C59' Cl1' 1.52(8) . ? C59' Cl2' 1.81(11) . ? C59' H59C 0.9900 . ? C59' H59D 0.9900 . ? 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 C18 C1 C2 120.6(8) . . ? C18 C1 C20 119.6(8) . . ? C2 C1 C20 119.7(8) . . ? C3 C2 C1 176.7(9) . . ? C2 C3 C4 178.9(10) . . ? C3 C4 C5 116.9(8) . . ? C3 C4 C26 121.0(9) . . ? C5 C4 C26 122.1(8) . . ? C6 C5 C4 178.7(10) . . ? C5 C6 C7 179.0(9) . . ? C6 C7 C8 120.7(7) . . ? C6 C7 C32 121.0(8) . . ? C8 C7 C32 118.2(8) . . ? C9 C8 C7 178.4(10) . . ? C8 C9 C10 176.4(9) . . ? C9 C10 C11 117.0(9) . . ? C9 C10 C38 121.9(8) . . ? C11 C10 C38 121.1(8) . . ? C12 C11 C10 177.1(9) . . ? C11 C12 C13 177.4(9) . . ? C14 C13 C12 115.1(8) . . ? C14 C13 C44 123.8(8) . . ? C12 C13 C44 120.9(8) . . ? C15 C14 C13 177.0(8) . . ? C14 C15 C16 177.6(9) . . ? C15 C16 C17 118.9(7) . . ? C15 C16 C50 122.0(8) . . ? C17 C16 C50 119.0(8) . . ? C18 C17 C16 176.7(9) . . ? C17 C18 C1 177.5(9) . . ? C21 C20 C25 118.6(9) . . ? C21 C20 C1 123.6(9) . . ? C25 C20 C1 117.7(9) . . ? C20 C21 C22 119.4(9) . . ? C20 C21 H21 120.3 . . ? C22 C21 H21 120.3 . . ? C23 C22 C21 120.4(10) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? N2 C23 C24 119.2(13) . . ? N2 C23 C22 122.4(13) . . ? C24 C23 C22 118.4(11) . . ? C23 N2 H2A 120.0 . . ? C23 N2 H2B 120.0 . . ? H2A N2 H2B 120.0 . . ? C23 C24 C25 123.1(12) . . ? C23 C24 H24 118.4 . . ? C25 C24 H24 118.4 . . ? C24 C25 C20 120.1(10) . . ? C24 C25 H25 120.0 . . ? C20 C25 H25 120.0 . . ? C31 C26 C27 119.6(8) . . ? C31 C26 C4 120.7(8) . . ? C27 C26 C4 119.7(9) . . ? C28 C27 C26 118.6(9) . . ? C28 C27 H27 120.7 . . ? C26 C27 H27 120.7 . . ? C29 C28 C27 123.4(9) . . ? C29 C28 H28 118.3 . . ? C27 C28 H28 118.3 . . ? C28 C29 C30 118.0(9) . . ? C28 C29 H29 121.0 . . ? C30 C29 H29 121.0 . . ? H1C N1' H1D 120.0 . . ? C31 C30 C29 121.0(9) . . ? C31 C30 H30 119.5 . . ? C29 C30 H30 119.5 . . ? C26 C31 C30 119.4(8) . . ? C26 C31 H31 120.3 . . ? C30 C31 H31 120.3 . . ? C37 C32 C33 118.3(8) . . ? C37 C32 C7 121.6(9) . . ? C33 C32 C7 120.1(9) . . ? C32 C33 C34 119.2(9) . . ? C32 C33 H33 120.4 . . ? C34 C33 H33 120.4 . . ? C35 C34 C33 122.5(9) . . ? C35 C34 H34 118.8 . . ? C33 C34 H34 118.8 . . ? C34 C35 C36 118.1(9) . . ? C34 C35 H35 121.0 . . ? C36 C35 H35 121.0 . . ? C35 C36 C37 120.0(10) . . ? C35 C36 H36 120.0 . . ? C37 C36 H36 120.0 . . ? C32 C37 C36 121.8(10) . . ? C32 C37 H37 119.1 . . ? C36 C37 H37 119.1 . . ? C43 C38 C39 117.8(9) . . ? C43 C38 C10 122.6(9) . . ? C39 C38 C10 119.6(9) . . ? C40 C39 C38 121.0(9) . . ? C40 C39 H39 119.5 . . ? C38 C39 H39 119.5 . . ? C39 C40 C41 119.9(10) . . ? C39 C40 H40 120.1 . . ? C41 C40 H40 120.1 . . ? C40 C41 C42 120.3(11) . . ? C40 C41 N1 117.3(13) . . ? C42 C41 N1 120.9(14) . . ? C41 N1 H1A 120.0 . . ? C41 N1 H1B 120.0 . . ? H1A N1 H1B 120.0 . . ? C43 C42 C41 118.0(11) . . ? C43 C42 H42 121.0 . . ? C41 C42 H42 121.0 . . ? C38 C43 C42 122.8(10) . . ? C38 C43 H43 118.6 . . ? C42 C43 H43 118.6 . . ? C45 C44 C49 118.2(9) . . ? C45 C44 C13 123.0(8) . . ? C49 C44 C13 118.8(10) . . ? C44 C45 C46 121.9(10) . . ? C44 C45 H45 119.0 . . ? C46 C45 H45 119.0 . . ? C45 C46 C47 119.1(10) . . ? C45 C46 H46 120.4 . . ? C47 C46 H46 120.4 . . ? C48 C47 C46 119.4(11) . . ? C48 C47 H47 120.3 . . ? C46 C47 H47 120.3 . . ? H2C N2' H2D 120.0 . . ? C47 C48 C49 121.4(10) . . ? C47 C48 H48 119.3 . . ? C49 C48 H48 119.3 . . ? C44 C49 C48 119.5(9) . . ? C44 C49 H49 120.2 . . ? C48 C49 H49 120.2 . . ? C51 C50 C55 120.0 . . ? C51 C50 C16 119.9(6) . . ? C55 C50 C16 120.1(6) . . ? C52 C51 C50 120.0 . . ? C52 C51 H51 120.0 . . ? C50 C51 H51 120.0 . . ? C53 C52 C51 120.0 . . ? C53 C52 H52 120.0 . . ? C51 C52 H52 120.0 . . ? C52 C53 C54 120.0 . . ? C52 C53 H53 120.0 . . ? C54 C53 H53 120.0 . . ? C55 C54 C53 120.0 . . ? C55 C54 H54 120.0 . . ? C53 C54 H54 120.0 . . ? C54 C55 C50 120.0 . . ? C54 C55 H55 120.0 . . ? C50 C55 H55 120.0 . . ? Cl2 C59 Cl1 123(3) . . ? Cl2 C59 H59A 106.7 . . ? Cl1 C59 H59A 106.7 . . ? Cl2 C59 H59B 106.7 . . ? Cl1 C59 H59B 106.7 . . ? H59A C59 H59B 106.6 . . ? Cl1' C59' Cl2' 103(6) . . ? Cl1' C59' H59C 111.1 . . ? Cl2' C59' H59C 111.1 . . ? Cl1' C59' H59D 111.1 . . ? Cl2' C59' H59D 111.1 . . ? H59C C59' H59D 109.1 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 24.40 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.161 _refine_diff_density_min -0.152 _refine_diff_density_rms 0.036 _vrf_RINTA01_6 ; PROBLEM: The value of Rint is greater than 0.25 RESPONSE: The crystal is very weakly diffracting and the quality of the data is poor due to the crystal quality. ; _vrf_PLAT020_6 ; PROBLEM: The value of Rint is greater than 0.12 ......... 0.321 RESPONSE: The crystal is very weakly diffracting and the quality of the data is poor due to the crystal quality. ; # end Validation Reply Form #===END data_17 _database_code_depnum_ccdc_archive 'CCDC 886380' #TrackingRef '- Cif XRD-carbo-DATPs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H64 N2 Si2' _chemical_formula_weight 821.27 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' Si Si 0.0817 0.0704 '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 7.4967(6) _cell_length_b 7.7637(7) _cell_length_c 21.2257(17) _cell_angle_alpha 97.551(4) _cell_angle_beta 93.735(4) _cell_angle_gamma 96.544(4) _cell_volume 1212.66(18) _cell_formula_units_Z 1 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 6914 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 28.18 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.125 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 442 _exptl_absorpt_coefficient_mu 0.111 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9633 _exptl_absorpt_correction_T_max 0.9978 _exptl_absorpt_process_details 'SADABS (Bruker-AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker kappa APEX-II CCD Quazar' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 24394 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_av_sigmaI/netI 0.0328 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 5.18 _diffrn_reflns_theta_max 26.36 _reflns_number_total 4837 _reflns_number_gt 3707 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0584P)^2^+0.3533P] 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 4837 _refine_ls_number_parameters 285 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0686 _refine_ls_R_factor_gt 0.0476 _refine_ls_wR_factor_ref 0.1257 _refine_ls_wR_factor_gt 0.1143 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 Si1 Si 0.65199(7) 0.24673(7) 0.35949(2) 0.03802(16) Uani 1 1 d . . . N1 N 1.4740(3) 0.1280(3) 0.06861(11) 0.0574(5) Uani 1 1 d D . . C1 C 0.7451(2) 0.1345(2) 0.28971(8) 0.0409(4) Uani 1 1 d . . . C2 C 0.7843(2) 0.0584(2) 0.24017(8) 0.0351(4) Uani 1 1 d . . . C3 C 0.8205(2) -0.0326(2) 0.18019(7) 0.0314(4) Uani 1 1 d . . . C4 C 0.6877(2) -0.1544(2) 0.14972(8) 0.0341(4) Uani 1 1 d . . . C5 C 0.5700(2) -0.2647(2) 0.11991(7) 0.0335(4) Uani 1 1 d . . . C6 C 0.4418(2) -0.3847(2) 0.08582(7) 0.0299(4) Uani 1 1 d . . . C7 C 0.4831(2) -0.4651(2) 0.02574(7) 0.0306(4) Uani 1 1 d . . . C8 C 0.2643(2) -0.4301(2) 0.10916(7) 0.0301(4) Uani 1 1 d . . . C9 C 0.1302(2) -0.5404(2) 0.07014(8) 0.0364(4) Uani 1 1 d . . . H9 H 0.1537 -0.5881 0.0284 0.044 Uiso 1 1 calc R . . C10 C -0.0371(3) -0.5805(3) 0.09193(10) 0.0468(5) Uani 1 1 d . . . H10 H -0.1282 -0.6553 0.0650 0.056 Uiso 1 1 calc R . . C11 C -0.0727(3) -0.5134(3) 0.15201(10) 0.0508(5) Uani 1 1 d . . . H11 H -0.1879 -0.5423 0.1667 0.061 Uiso 1 1 calc R . . C12 C 0.0586(3) -0.4039(3) 0.19123(9) 0.0493(5) Uani 1 1 d . . . H12 H 0.0336 -0.3570 0.2329 0.059 Uiso 1 1 calc R . . C13 C 0.2266(3) -0.3621(2) 0.16998(8) 0.0396(4) Uani 1 1 d . . . H13 H 0.3166 -0.2865 0.1972 0.047 Uiso 1 1 calc R . . C14 C 0.9907(2) 0.0073(2) 0.15223(7) 0.0303(4) Uani 1 1 d . . . C15 C 1.0151(2) -0.0639(2) 0.09011(8) 0.0383(4) Uani 1 1 d . . . H15 H 0.9206 -0.1419 0.0661 0.046 Uiso 1 1 calc R . . C16 C 1.1731(3) -0.0235(2) 0.06298(8) 0.0419(4) Uani 1 1 d . . . H16 H 1.1857 -0.0726 0.0203 0.050 Uiso 1 1 calc R . . C17 C 1.3147(2) 0.0880(2) 0.09705(9) 0.0398(4) Uani 1 1 d . . . C18 C 1.2937(3) 0.1553(2) 0.15945(9) 0.0439(4) Uani 1 1 d . . . H18 H 1.3905 0.2286 0.1841 0.053 Uiso 1 1 calc R . . C19 C 1.1340(2) 0.1173(2) 0.18631(8) 0.0379(4) Uani 1 1 d . . . H19 H 1.1215 0.1672 0.2289 0.045 Uiso 1 1 calc R . . C20 C 0.4035(3) 0.1768(3) 0.34692(10) 0.0551(5) Uani 1 1 d . . . H20 H 0.3658 0.2147 0.3053 0.066 Uiso 1 1 calc R . . C21 C 0.3469(4) -0.0191(4) 0.33785(14) 0.0803(8) Uani 1 1 d . . . H21A H 0.3726 -0.0646 0.3780 0.120 Uiso 1 1 calc R . . H21B H 0.4140 -0.0760 0.3046 0.120 Uiso 1 1 calc R . . H21C H 0.2176 -0.0435 0.3251 0.120 Uiso 1 1 calc R . . C22 C 0.2939(4) 0.2703(5) 0.39514(18) 0.1170(13) Uani 1 1 d . . . H22A H 0.1654 0.2418 0.3813 0.176 Uiso 1 1 calc R . . H22B H 0.3279 0.3971 0.3984 0.176 Uiso 1 1 calc R . . H22C H 0.3176 0.2326 0.4368 0.176 Uiso 1 1 calc R . . C23 C 0.7695(3) 0.1866(3) 0.43306(9) 0.0568(6) Uani 1 1 d . . . H23 H 0.8994 0.2316 0.4317 0.068 Uiso 1 1 calc R . . C24 C 0.7655(5) -0.0069(4) 0.43415(14) 0.1026(11) Uani 1 1 d . . . H24A H 0.8411 -0.0272 0.4713 0.154 Uiso 1 1 calc R . . H24B H 0.8116 -0.0607 0.3951 0.154 Uiso 1 1 calc R . . H24C H 0.6414 -0.0591 0.4368 0.154 Uiso 1 1 calc R . . C25 C 0.7132(5) 0.2806(5) 0.49444(11) 0.1099(12) Uani 1 1 d . . . H25A H 0.5888 0.2356 0.5004 0.165 Uiso 1 1 calc R . . H25B H 0.7211 0.4065 0.4921 0.165 Uiso 1 1 calc R . . H25C H 0.7931 0.2606 0.5305 0.165 Uiso 1 1 calc R . . C26 C 0.7016(3) 0.4886(3) 0.35725(10) 0.0541(5) Uani 1 1 d . . . H26 H 0.6541 0.5508 0.3957 0.065 Uiso 1 1 calc R . . C27 C 0.6088(4) 0.5448(3) 0.29836(12) 0.0754(7) Uani 1 1 d . . . H27A H 0.6446 0.6699 0.2977 0.113 Uiso 1 1 calc R . . H27B H 0.4778 0.5230 0.2998 0.113 Uiso 1 1 calc R . . H27C H 0.6444 0.4775 0.2598 0.113 Uiso 1 1 calc R . . C28 C 0.9035(4) 0.5454(3) 0.36065(13) 0.0771(7) Uani 1 1 d . . . H28A H 0.9561 0.4763 0.3262 0.116 Uiso 1 1 calc R . . H28B H 0.9592 0.5266 0.4019 0.116 Uiso 1 1 calc R . . H28C H 0.9254 0.6698 0.3561 0.116 Uiso 1 1 calc R . . H1A H 1.457(4) 0.127(4) 0.0293(9) 0.090(10) Uiso 1 1 d D . . H1B H 1.541(4) 0.212(3) 0.0905(13) 0.099(11) Uiso 1 1 d 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 Si1 0.0362(3) 0.0427(3) 0.0325(3) -0.0060(2) 0.00316(19) 0.0064(2) N1 0.0496(11) 0.0576(12) 0.0686(14) 0.0209(10) 0.0191(10) 0.0005(9) C1 0.0385(10) 0.0414(10) 0.0403(10) -0.0032(8) 0.0031(8) 0.0045(8) C2 0.0329(9) 0.0331(9) 0.0371(9) -0.0006(7) 0.0004(7) 0.0026(7) C3 0.0347(9) 0.0269(8) 0.0310(8) -0.0016(6) -0.0010(7) 0.0057(7) C4 0.0343(9) 0.0317(9) 0.0351(9) -0.0020(7) 0.0040(7) 0.0066(7) C5 0.0342(9) 0.0314(9) 0.0341(9) 0.0004(7) 0.0035(7) 0.0052(7) C6 0.0319(9) 0.0255(8) 0.0314(8) 0.0016(6) 0.0013(6) 0.0037(7) C7 0.0280(9) 0.0261(8) 0.0366(8) 0.0043(6) 0.0037(7) -0.0015(7) C8 0.0323(9) 0.0253(8) 0.0332(8) 0.0047(6) 0.0036(6) 0.0052(7) C9 0.0344(9) 0.0349(9) 0.0393(9) 0.0047(7) 0.0030(7) 0.0025(7) C10 0.0333(10) 0.0443(11) 0.0620(12) 0.0093(9) 0.0042(8) -0.0005(8) C11 0.0406(11) 0.0488(12) 0.0693(13) 0.0190(10) 0.0228(10) 0.0093(9) C12 0.0592(13) 0.0472(11) 0.0468(11) 0.0091(9) 0.0246(9) 0.0145(10) C13 0.0475(11) 0.0340(9) 0.0374(9) 0.0026(7) 0.0077(8) 0.0064(8) C14 0.0334(9) 0.0246(8) 0.0315(8) 0.0004(6) -0.0014(6) 0.0048(7) C15 0.0419(10) 0.0342(9) 0.0354(9) -0.0027(7) 0.0011(7) -0.0005(8) C16 0.0515(11) 0.0390(10) 0.0352(9) 0.0021(7) 0.0103(8) 0.0053(8) C17 0.0380(10) 0.0329(9) 0.0520(11) 0.0147(8) 0.0081(8) 0.0063(8) C18 0.0366(10) 0.0414(10) 0.0502(11) 0.0036(8) -0.0035(8) -0.0027(8) C19 0.0378(10) 0.0381(10) 0.0346(9) -0.0014(7) -0.0026(7) 0.0020(8) C20 0.0407(11) 0.0702(15) 0.0524(12) 0.0013(10) 0.0020(9) 0.0080(10) C21 0.0558(15) 0.0813(18) 0.096(2) 0.0095(15) 0.0016(13) -0.0170(13) C22 0.0516(17) 0.146(3) 0.146(3) -0.028(2) 0.0387(18) 0.0184(18) C23 0.0532(13) 0.0701(15) 0.0435(11) 0.0027(10) -0.0044(9) 0.0032(11) C24 0.148(3) 0.082(2) 0.0803(19) 0.0233(16) -0.0308(19) 0.032(2) C25 0.164(3) 0.125(3) 0.0354(13) -0.0052(14) -0.0067(16) 0.022(2) C26 0.0664(14) 0.0450(12) 0.0481(11) -0.0067(9) 0.0065(10) 0.0091(10) C27 0.099(2) 0.0543(14) 0.0762(17) 0.0134(12) 0.0052(14) 0.0198(14) C28 0.0754(18) 0.0584(15) 0.0911(19) 0.0057(13) 0.0050(14) -0.0128(13) _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 Si1 C1 1.8369(18) . ? Si1 C20 1.872(2) . ? Si1 C26 1.880(2) . ? Si1 C23 1.881(2) . ? N1 C17 1.395(2) . ? C1 C2 1.207(2) . ? C2 C3 1.430(2) . ? C3 C4 1.358(2) . ? C3 C14 1.461(2) . ? C4 C5 1.234(2) . ? C5 C6 1.358(2) . ? C6 C7 1.413(2) . ? C6 C8 1.472(2) . ? C7 C7 1.210(3) 2_645 ? C8 C13 1.388(2) . ? C8 C9 1.393(2) . ? C9 C10 1.381(2) . ? C10 C11 1.367(3) . ? C11 C12 1.379(3) . ? C12 C13 1.384(3) . ? C14 C19 1.391(2) . ? C14 C15 1.393(2) . ? C15 C16 1.373(2) . ? C16 C17 1.388(3) . ? C17 C18 1.384(3) . ? C18 C19 1.377(2) . ? C20 C21 1.515(3) . ? C20 C22 1.517(3) . ? C23 C24 1.502(4) . ? C23 C25 1.517(3) . ? C26 C28 1.522(3) . ? C26 C27 1.528(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 Si1 C20 104.79(9) . . ? C1 Si1 C26 107.19(9) . . ? C20 Si1 C26 110.20(10) . . ? C1 Si1 C23 107.94(9) . . ? C20 Si1 C23 116.10(10) . . ? C26 Si1 C23 110.11(10) . . ? C2 C1 Si1 171.66(16) . . ? C1 C2 C3 176.82(18) . . ? C4 C3 C2 116.98(15) . . ? C4 C3 C14 121.57(14) . . ? C2 C3 C14 121.43(14) . . ? C5 C4 C3 177.59(18) . . ? C4 C5 C6 178.64(18) . . ? C5 C6 C7 117.67(14) . . ? C5 C6 C8 122.19(14) . . ? C7 C6 C8 120.14(13) . . ? C7 C7 C6 179.4(2) 2_645 . ? C13 C8 C9 118.81(15) . . ? C13 C8 C6 120.75(14) . . ? C9 C8 C6 120.43(14) . . ? C10 C9 C8 120.20(16) . . ? C11 C10 C9 120.55(18) . . ? C10 C11 C12 119.98(17) . . ? C11 C12 C13 120.11(17) . . ? C12 C13 C8 120.34(17) . . ? C19 C14 C15 117.53(15) . . ? C19 C14 C3 121.54(14) . . ? C15 C14 C3 120.93(14) . . ? C16 C15 C14 121.23(15) . . ? C15 C16 C17 120.87(16) . . ? C18 C17 C16 118.29(16) . . ? C18 C17 N1 121.67(18) . . ? C16 C17 N1 120.04(18) . . ? C19 C18 C17 120.85(16) . . ? C18 C19 C14 121.19(16) . . ? C21 C20 C22 110.9(2) . . ? C21 C20 Si1 115.48(16) . . ? C22 C20 Si1 114.44(18) . . ? C24 C23 C25 112.3(2) . . ? C24 C23 Si1 114.50(16) . . ? C25 C23 Si1 113.18(18) . . ? C28 C26 C27 110.0(2) . . ? C28 C26 Si1 111.14(16) . . ? C27 C26 Si1 112.29(15) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.292 _refine_diff_density_min -0.223 _refine_diff_density_rms 0.036 #===END data_18 _database_code_depnum_ccdc_archive 'CCDC 886381' #TrackingRef '- Cif XRD-carbo-DATPs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H72 N2 Si2' _chemical_formula_weight 877.38 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' Si Si 0.0817 0.0704 '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 9.2348(9) _cell_length_b 9.3293(9) _cell_length_c 15.6051(16) _cell_angle_alpha 104.252(5) _cell_angle_beta 91.728(4) _cell_angle_gamma 95.653(4) _cell_volume 1294.7(2) _cell_formula_units_Z 1 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 8732 _cell_measurement_theta_min 2.70 _cell_measurement_theta_max 25.83 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.125 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 474 _exptl_absorpt_coefficient_mu 0.108 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9788 _exptl_absorpt_correction_T_max 0.9946 _exptl_absorpt_process_details 'SADABS (Bruker-AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker kappa APEX-II CCD Quazar' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 35105 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_sigmaI/netI 0.0332 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 5.11 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5230 _reflns_number_gt 4025 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0563P)^2^+0.3908P] 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 5230 _refine_ls_number_parameters 297 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0640 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.1214 _refine_ls_wR_factor_gt 0.1097 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 Si1 Si 0.24232(5) 0.79269(5) 0.13440(3) 0.03102(14) Uani 1 1 d . . . N1 N 0.28421(17) 0.48668(17) 0.63466(9) 0.0433(4) Uani 1 1 d . . . C1 C 0.30894(19) 0.81297(19) 0.24880(11) 0.0375(4) Uani 1 1 d . . . C2 C 0.37700(18) 0.82183(18) 0.31719(11) 0.0331(4) Uani 1 1 d . . . C3 C 0.46804(18) 0.82551(17) 0.39387(10) 0.0318(4) Uani 1 1 d . . . C4 C 0.60236(19) 0.90113(18) 0.39956(11) 0.0350(4) Uani 1 1 d . . . C5 C 0.72487(19) 0.96670(18) 0.40025(10) 0.0352(4) Uani 1 1 d . . . C6 C 0.86343(18) 1.03302(17) 0.40518(10) 0.0322(4) Uani 1 1 d . . . C7 C 0.95970(18) 1.01172(18) 0.47198(10) 0.0340(4) Uani 1 1 d . . . C8 C 0.91535(18) 1.12101(17) 0.34283(10) 0.0314(4) Uani 1 1 d . . . C9 C 0.8217(2) 1.1386(2) 0.27562(11) 0.0395(4) Uani 1 1 d . . . H9 H 0.7233 1.0953 0.2703 0.047 Uiso 1 1 calc R . . C10 C 0.8707(2) 1.2186(2) 0.21650(12) 0.0480(5) Uani 1 1 d . . . H10 H 0.8061 1.2282 0.1702 0.058 Uiso 1 1 calc R . . C11 C 1.0124(2) 1.2845(2) 0.22405(12) 0.0485(5) Uani 1 1 d . . . H11 H 1.0453 1.3397 0.1834 0.058 Uiso 1 1 calc R . . C12 C 1.1055(2) 1.2697(2) 0.29069(12) 0.0466(5) Uani 1 1 d . . . H12 H 1.2028 1.3161 0.2967 0.056 Uiso 1 1 calc R . . C13 C 1.05827(19) 1.18719(19) 0.34957(11) 0.0385(4) Uani 1 1 d . . . H13 H 1.1242 1.1759 0.3948 0.046 Uiso 1 1 calc R . . C14 C 0.41919(17) 0.74145(17) 0.45724(10) 0.0300(3) Uani 1 1 d . . . C15 C 0.50530(18) 0.74295(19) 0.53253(11) 0.0354(4) Uani 1 1 d . . . H15 H 0.5970 0.8020 0.5434 0.042 Uiso 1 1 calc R . . C16 C 0.46173(19) 0.66193(19) 0.59108(11) 0.0371(4) Uani 1 1 d . . . H16 H 0.5233 0.6668 0.6418 0.045 Uiso 1 1 calc R . . C17 C 0.32723(18) 0.57130(18) 0.57767(10) 0.0331(4) Uani 1 1 d . . . C18 C 0.23941(18) 0.57152(18) 0.50257(10) 0.0338(4) Uani 1 1 d . . . H18 H 0.1471 0.5136 0.4917 0.041 Uiso 1 1 calc R . . C19 C 0.28493(17) 0.65430(18) 0.44457(10) 0.0321(4) Uani 1 1 d . . . H19 H 0.2230 0.6520 0.3944 0.039 Uiso 1 1 calc R . . C20 C 0.3735(2) 0.4928(2) 0.71366(12) 0.0526(5) Uani 1 1 d . . . H20A H 0.4704 0.4653 0.6970 0.079 Uiso 1 1 calc R . . H20B H 0.3278 0.4232 0.7453 0.079 Uiso 1 1 calc R . . H20C H 0.3827 0.5939 0.7521 0.079 Uiso 1 1 calc R . . C21 C 0.1437(2) 0.3986(2) 0.62071(13) 0.0533(5) Uani 1 1 d . . . H21A H 0.0664 0.4646 0.6266 0.080 Uiso 1 1 calc R . . H21B H 0.1342 0.3401 0.6649 0.080 Uiso 1 1 calc R . . H21C H 0.1354 0.3314 0.5612 0.080 Uiso 1 1 calc R . . C22 C 0.2333(2) 0.58914(18) 0.07341(11) 0.0379(4) Uani 1 1 d . . . H22 H 0.1313 0.5446 0.0768 0.045 Uiso 1 1 calc R . . C23 C 0.3330(2) 0.4995(2) 0.11440(15) 0.0549(5) Uani 1 1 d . . . H23A H 0.3165 0.3945 0.0820 0.082 Uiso 1 1 calc R . . H23B H 0.3115 0.5093 0.1766 0.082 Uiso 1 1 calc R . . H23C H 0.4349 0.5372 0.1109 0.082 Uiso 1 1 calc R . . C24 C 0.2592(2) 0.5686(2) -0.02543(12) 0.0522(5) Uani 1 1 d . . . H24A H 0.3569 0.6146 -0.0321 0.078 Uiso 1 1 calc R . . H24B H 0.1862 0.6160 -0.0525 0.078 Uiso 1 1 calc R . . H24C H 0.2509 0.4622 -0.0548 0.078 Uiso 1 1 calc R . . C25 C 0.05431(19) 0.85399(19) 0.13434(11) 0.0383(4) Uani 1 1 d . . . H25 H 0.0641 0.9639 0.1606 0.046 Uiso 1 1 calc R . . C26 C -0.0427(2) 0.7810(2) 0.19351(13) 0.0481(5) Uani 1 1 d . . . H26A H -0.1398 0.8148 0.1930 0.072 Uiso 1 1 calc R . . H26B H 0.0006 0.8092 0.2542 0.072 Uiso 1 1 calc R . . H26C H -0.0507 0.6726 0.1711 0.072 Uiso 1 1 calc R . . C27 C -0.0169(2) 0.8248(2) 0.04101(13) 0.0524(5) Uani 1 1 d . . . H27A H -0.0339 0.7173 0.0148 0.079 Uiso 1 1 calc R . . H27B H 0.0476 0.8711 0.0043 0.079 Uiso 1 1 calc R . . H27C H -0.1101 0.8673 0.0441 0.079 Uiso 1 1 calc R . . C28 C 0.3809(2) 0.91266(19) 0.08883(11) 0.0380(4) Uani 1 1 d . . . H28 H 0.3541 0.8983 0.0245 0.046 Uiso 1 1 calc R . . C29 C 0.5351(2) 0.8675(2) 0.09695(13) 0.0495(5) Uani 1 1 d . . . H29A H 0.6046 0.9352 0.0754 0.074 Uiso 1 1 calc R . . H29B H 0.5382 0.7655 0.0615 0.074 Uiso 1 1 calc R . . H29C H 0.5611 0.8732 0.1591 0.074 Uiso 1 1 calc R . . C30 C 0.3795(2) 1.0781(2) 0.13443(14) 0.0553(5) Uani 1 1 d . . . H30A H 0.4011 1.0944 0.1982 0.083 Uiso 1 1 calc R . . H30B H 0.2831 1.1085 0.1243 0.083 Uiso 1 1 calc R . . H30C H 0.4534 1.1372 0.1099 0.083 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 Si1 0.0355(3) 0.0308(2) 0.0285(2) 0.01025(18) 0.00418(18) 0.00420(18) N1 0.0499(10) 0.0491(9) 0.0369(8) 0.0207(7) 0.0055(7) 0.0071(7) C1 0.0414(10) 0.0383(9) 0.0338(9) 0.0127(7) 0.0054(8) -0.0004(8) C2 0.0354(9) 0.0320(9) 0.0331(9) 0.0109(7) 0.0074(7) 0.0010(7) C3 0.0325(9) 0.0311(8) 0.0311(8) 0.0062(7) 0.0061(7) 0.0032(7) C4 0.0381(10) 0.0338(9) 0.0335(9) 0.0097(7) 0.0061(7) 0.0011(7) C5 0.0372(10) 0.0354(9) 0.0316(9) 0.0070(7) 0.0045(7) 0.0003(7) C6 0.0335(9) 0.0304(8) 0.0296(8) 0.0033(6) 0.0034(7) -0.0011(7) C7 0.0348(10) 0.0327(9) 0.0320(9) 0.0062(7) 0.0062(6) -0.0051(7) C8 0.0346(9) 0.0284(8) 0.0291(8) 0.0030(6) 0.0050(7) 0.0027(7) C9 0.0350(10) 0.0448(10) 0.0393(9) 0.0105(8) 0.0022(7) 0.0069(8) C10 0.0546(13) 0.0535(12) 0.0408(10) 0.0170(9) 0.0026(9) 0.0163(10) C11 0.0641(14) 0.0446(11) 0.0419(10) 0.0188(8) 0.0142(9) 0.0068(9) C12 0.0480(11) 0.0442(11) 0.0456(11) 0.0118(8) 0.0101(9) -0.0084(8) C13 0.0364(10) 0.0427(10) 0.0339(9) 0.0091(7) -0.0001(7) -0.0056(8) C14 0.0288(9) 0.0314(8) 0.0285(8) 0.0054(6) 0.0026(6) 0.0028(7) C15 0.0275(9) 0.0412(9) 0.0360(9) 0.0086(7) -0.0011(7) 0.0004(7) C16 0.0359(10) 0.0453(10) 0.0303(8) 0.0096(7) -0.0056(7) 0.0067(8) C17 0.0378(10) 0.0348(9) 0.0290(8) 0.0101(7) 0.0062(7) 0.0092(7) C18 0.0299(9) 0.0364(9) 0.0343(9) 0.0095(7) 0.0013(7) -0.0019(7) C19 0.0298(9) 0.0389(9) 0.0276(8) 0.0096(7) -0.0019(6) 0.0007(7) C20 0.0706(14) 0.0609(13) 0.0344(10) 0.0217(9) 0.0047(9) 0.0205(11) C21 0.0655(14) 0.0511(12) 0.0488(11) 0.0249(9) 0.0124(10) -0.0023(10) C22 0.0405(10) 0.0338(9) 0.0396(9) 0.0091(7) 0.0034(8) 0.0051(7) C23 0.0634(14) 0.0388(11) 0.0651(13) 0.0140(9) 0.0009(10) 0.0162(10) C24 0.0643(14) 0.0464(11) 0.0405(10) 0.0000(8) 0.0065(9) 0.0064(10) C25 0.0395(10) 0.0316(9) 0.0447(10) 0.0099(7) 0.0060(8) 0.0054(7) C26 0.0421(11) 0.0471(11) 0.0540(12) 0.0101(9) 0.0140(9) 0.0032(9) C27 0.0439(12) 0.0621(13) 0.0572(12) 0.0245(10) -0.0035(9) 0.0117(10) C28 0.0439(10) 0.0391(9) 0.0331(9) 0.0132(7) 0.0081(7) 0.0030(8) C29 0.0395(11) 0.0595(12) 0.0513(11) 0.0186(9) 0.0099(9) 0.0002(9) C30 0.0647(14) 0.0380(11) 0.0642(13) 0.0163(9) 0.0176(11) -0.0031(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Si1 C1 1.8292(17) . ? Si1 C25 1.8808(18) . ? Si1 C28 1.8870(18) . ? Si1 C22 1.8956(17) . ? N1 C17 1.370(2) . ? N1 C21 1.446(3) . ? N1 C20 1.448(2) . ? C1 C2 1.203(2) . ? C2 C3 1.433(2) . ? C3 C4 1.354(2) . ? C3 C14 1.461(2) . ? C4 C5 1.230(2) . ? C5 C6 1.357(2) . ? C6 C7 1.413(2) . ? C6 C8 1.481(2) . ? C7 C7 1.206(3) 2_776 ? C8 C9 1.390(2) . ? C8 C13 1.390(2) . ? C9 C10 1.382(3) . ? C10 C11 1.379(3) . ? C11 C12 1.371(3) . ? C12 C13 1.391(3) . ? C14 C19 1.395(2) . ? C14 C15 1.395(2) . ? C15 C16 1.368(2) . ? C16 C17 1.411(2) . ? C17 C18 1.405(2) . ? C18 C19 1.377(2) . ? C22 C23 1.529(2) . ? C22 C24 1.536(2) . ? C25 C27 1.530(2) . ? C25 C26 1.535(3) . ? C28 C30 1.534(3) . ? C28 C29 1.535(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 Si1 C25 109.03(8) . . ? C1 Si1 C28 104.71(8) . . ? C25 Si1 C28 113.22(8) . . ? C1 Si1 C22 108.36(8) . . ? C25 Si1 C22 109.28(8) . . ? C28 Si1 C22 112.03(8) . . ? C17 N1 C21 120.56(15) . . ? C17 N1 C20 120.60(16) . . ? C21 N1 C20 118.67(15) . . ? C2 C1 Si1 167.88(16) . . ? C1 C2 C3 174.74(18) . . ? C4 C3 C2 116.14(15) . . ? C4 C3 C14 123.36(15) . . ? C2 C3 C14 120.33(14) . . ? C5 C4 C3 176.78(18) . . ? C4 C5 C6 175.70(18) . . ? C5 C6 C7 116.92(15) . . ? C5 C6 C8 122.61(15) . . ? C7 C6 C8 120.45(14) . . ? C7 C7 C6 177.7(2) 2_776 . ? C9 C8 C13 118.41(16) . . ? C9 C8 C6 120.45(15) . . ? C13 C8 C6 121.14(15) . . ? C10 C9 C8 120.48(17) . . ? C11 C10 C9 120.66(18) . . ? C12 C11 C10 119.50(18) . . ? C11 C12 C13 120.38(18) . . ? C8 C13 C12 120.55(17) . . ? C19 C14 C15 116.89(15) . . ? C19 C14 C3 121.46(14) . . ? C15 C14 C3 121.65(15) . . ? C16 C15 C14 121.98(16) . . ? C15 C16 C17 121.36(15) . . ? N1 C17 C18 121.47(16) . . ? N1 C17 C16 121.85(15) . . ? C18 C17 C16 116.68(15) . . ? C19 C18 C17 121.09(15) . . ? C18 C19 C14 121.98(15) . . ? C23 C22 C24 110.42(16) . . ? C23 C22 Si1 114.45(13) . . ? C24 C22 Si1 112.02(12) . . ? C27 C25 C26 111.01(16) . . ? C27 C25 Si1 112.62(13) . . ? C26 C25 Si1 110.63(12) . . ? C30 C28 C29 109.87(16) . . ? C30 C28 Si1 111.44(12) . . ? C29 C28 Si1 111.79(12) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.352 _refine_diff_density_min -0.297 _refine_diff_density_rms 0.039 #===END