# Electronic Supplementary Material (ESI) for Soft Matter # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'J.Colloid Interface Sci.' _journal_coden_Cambridge 0086 _journal_year 2011 _journal_volume 354 _journal_page_first 677 _journal_page_last ? _publ_contact_author_name 'Xilian Wei' _publ_contact_author_email weixilian@126.com loop_ _publ_author_name 'Zengbin Wei' 'Xilian Wei' 'Dezhi Sun' 'Jiuqiang Liu' 'Xiaojuan Tang' data_090712f _database_code_depnum_ccdc_archive 'CCDC 848712' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H70 Cl2 N2 O2' _chemical_formula_weight 573.79 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' O O 0.0106 0.0060 '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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 22.999(3) _cell_length_b 9.6368(12) _cell_length_c 17.2702(16) _cell_angle_alpha 90.00 _cell_angle_beta 100.665(2) _cell_angle_gamma 90.00 _cell_volume 3761.5(7) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2110 _cell_measurement_theta_min 2.4025 _cell_measurement_theta_max 25.032 _exptl_crystal_description plate _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.013 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 0.198 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9251 _exptl_absorpt_correction_T_max 0.9786 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18430 _diffrn_reflns_av_R_equivalents 0.0592 _diffrn_reflns_av_sigmaI/netI 0.0785 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.02 _reflns_number_total 6635 _reflns_number_gt 2399 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0520P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6635 _refine_ls_number_parameters 340 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1585 _refine_ls_R_factor_gt 0.0591 _refine_ls_wR_factor_ref 0.1566 _refine_ls_wR_factor_gt 0.1326 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _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 Cl1 Cl 0.91213(4) 0.79204(10) 0.00740(5) 0.0914(3) Uani 1 1 d . . . Cl2 Cl 0.86389(6) 0.16952(11) 0.69116(6) 0.1249(5) Uani 1 1 d . . . N1 N 0.90233(10) 0.2027(3) 0.94616(13) 0.0570(7) Uani 1 1 d . . . N2 N 0.91492(12) 0.6285(3) 0.76996(16) 0.0711(8) Uani 1 1 d . . . O1 O 0.84049(10) 0.3887(2) 0.81003(12) 0.0836(7) Uani 1 1 d . . . H1 H 0.8373 0.3310 0.7746 0.100 Uiso 1 1 calc R . . O2 O 0.94520(11) 0.5398(3) 0.11948(16) 0.1284(10) Uani 1 1 d . . . H2C H 0.9295 0.6047 0.0894 0.154 Uiso 1 1 d R . . H2D H 0.9179 0.4925 0.1340 0.154 Uiso 1 1 d R . . C1 C 0.91252(14) 0.3556(3) 0.93152(17) 0.0627(9) Uani 1 1 d . . . H1A H 0.9532 0.3776 0.9543 0.075 Uiso 1 1 calc R . . H1B H 0.8875 0.4095 0.9597 0.075 Uiso 1 1 calc R . . C2 C 0.90078(14) 0.4035(3) 0.84523(17) 0.0599(9) Uani 1 1 d . . . H2 H 0.9255 0.3503 0.8153 0.072 Uiso 1 1 calc R . . C3 C 0.91912(14) 0.5557(3) 0.84853(17) 0.0678(9) Uani 1 1 d . . . H3A H 0.8946 0.6056 0.8793 0.081 Uiso 1 1 calc R . . H3B H 0.9597 0.5620 0.8765 0.081 Uiso 1 1 calc R . . C8 C 0.83736(13) 0.1592(3) 0.92824(18) 0.0623(9) Uani 1 1 d . . . H8A H 0.8238 0.1623 0.8716 0.075 Uiso 1 1 calc R . . H8B H 0.8346 0.0637 0.9448 0.075 Uiso 1 1 calc R . . C9 C 0.79585(14) 0.2462(3) 0.96676(19) 0.0739(10) Uani 1 1 d . . . H9A H 0.8116 0.2549 1.0227 0.089 Uiso 1 1 calc R . . H9B H 0.7926 0.3385 0.9439 0.089 Uiso 1 1 calc R . . C10 C 0.73534(15) 0.1794(4) 0.9549(2) 0.0847(11) Uani 1 1 d . . . H10A H 0.7223 0.1610 0.8992 0.102 Uiso 1 1 calc R . . H10B H 0.7387 0.0910 0.9821 0.102 Uiso 1 1 calc R . . C11 C 0.68894(15) 0.2655(4) 0.9837(2) 0.0910(12) Uani 1 1 d . . . H11A H 0.6849 0.3531 0.9555 0.109 Uiso 1 1 calc R . . H11B H 0.7023 0.2857 1.0392 0.109 Uiso 1 1 calc R . . C12 C 0.62839(15) 0.1957(4) 0.9732(2) 0.0979(12) Uani 1 1 d . . . H12A H 0.6160 0.1720 0.9180 0.118 Uiso 1 1 calc R . . H12B H 0.6325 0.1097 1.0029 0.118 Uiso 1 1 calc R . . C13 C 0.58024(15) 0.2807(4) 0.9985(2) 0.0945(12) Uani 1 1 d . . . H13A H 0.5754 0.3657 0.9680 0.113 Uiso 1 1 calc R . . H13B H 0.5929 0.3062 1.0534 0.113 Uiso 1 1 calc R . . C14 C 0.52092(16) 0.2101(4) 0.9897(2) 0.0965(12) Uani 1 1 d . . . H14A H 0.5257 0.1257 1.0208 0.116 Uiso 1 1 calc R . . H14B H 0.5086 0.1832 0.9349 0.116 Uiso 1 1 calc R . . C15 C 0.47181(16) 0.2951(4) 1.0138(2) 0.0974(12) Uani 1 1 d . . . H15A H 0.4838 0.3212 1.0687 0.117 Uiso 1 1 calc R . . H15B H 0.4671 0.3799 0.9829 0.117 Uiso 1 1 calc R . . C16 C 0.41313(16) 0.2235(4) 1.0038(2) 0.0973(12) Uani 1 1 d . . . H16A H 0.4175 0.1414 1.0368 0.117 Uiso 1 1 calc R . . H16B H 0.4023 0.1928 0.9495 0.117 Uiso 1 1 calc R . . C17 C 0.36313(16) 0.3094(4) 1.0235(2) 0.1046(13) Uani 1 1 d . . . H17A H 0.3743 0.3407 1.0776 0.125 Uiso 1 1 calc R . . H17B H 0.3588 0.3912 0.9902 0.125 Uiso 1 1 calc R . . C18 C 0.30397(18) 0.2395(4) 1.0145(3) 0.1128(14) Uani 1 1 d . . . H18A H 0.3074 0.1610 1.0502 0.135 Uiso 1 1 calc R . . H18B H 0.2934 0.2038 0.9612 0.135 Uiso 1 1 calc R . . C19 C 0.25491(18) 0.3316(5) 1.0305(3) 0.1473(19) Uani 1 1 d . . . H19A H 0.2506 0.4090 0.9949 0.221 Uiso 1 1 calc R . . H19B H 0.2641 0.3648 1.0838 0.221 Uiso 1 1 calc R . . H19C H 0.2186 0.2799 1.0231 0.221 Uiso 1 1 calc R . . C20 C 0.85369(18) 0.6706(4) 0.7307(2) 0.1048(13) Uani 1 1 d . . . H20A H 0.8558 0.7058 0.6787 0.126 Uiso 1 1 calc R . . H20B H 0.8293 0.5878 0.7235 0.126 Uiso 1 1 calc R . . C21 C 0.8237(2) 0.7737(5) 0.7704(3) 0.1303(16) Uani 1 1 d . . . H21A H 0.8483 0.8558 0.7802 0.156 Uiso 1 1 calc R . . H21B H 0.8185 0.7372 0.8211 0.156 Uiso 1 1 calc R . . C22 C 0.7642(2) 0.8143(6) 0.7240(3) 0.1412(18) Uani 1 1 d . . . H22A H 0.7705 0.8533 0.6744 0.169 Uiso 1 1 calc R . . H22B H 0.7413 0.7301 0.7116 0.169 Uiso 1 1 calc R . . C23 C 0.7303(3) 0.9060(8) 0.7566(4) 0.196(3) Uani 1 1 d . . . H23A H 0.7519 0.9929 0.7644 0.235 Uiso 1 1 calc R . . H23B H 0.7275 0.8712 0.8085 0.235 Uiso 1 1 calc R . . C24 C 0.6689(3) 0.9389(9) 0.7152(4) 0.217(3) Uani 1 1 d . . . H24A H 0.6698 1.0326 0.6950 0.261 Uiso 1 1 calc R . . H24B H 0.6605 0.8780 0.6698 0.261 Uiso 1 1 calc R . . C25 C 0.6219(3) 0.9319(8) 0.7513(4) 0.203(3) Uani 1 1 d . . . H25A H 0.6320 0.9931 0.7963 0.243 Uiso 1 1 calc R . . H25B H 0.6235 0.8388 0.7728 0.243 Uiso 1 1 calc R . . C26 C 0.5627(3) 0.9555(8) 0.7241(4) 0.185(3) Uani 1 1 d . . . H26A H 0.5531 0.9013 0.6762 0.222 Uiso 1 1 calc R . . H26B H 0.5603 1.0519 0.7076 0.222 Uiso 1 1 calc R . . C27 C 0.5154(3) 0.9367(9) 0.7620(4) 0.215(3) Uani 1 1 d . . . H27A H 0.5193 0.8412 0.7800 0.258 Uiso 1 1 calc R . . H27B H 0.5254 0.9927 0.8093 0.258 Uiso 1 1 calc R . . C28 C 0.4561(4) 0.9544(9) 0.7395(4) 0.201(3) Uani 1 1 d . . . H28A H 0.4465 0.9038 0.6902 0.241 Uiso 1 1 calc R . . H28B H 0.4520 1.0517 0.7252 0.241 Uiso 1 1 calc R . . C29 C 0.4091(4) 0.9290(9) 0.7759(5) 0.225(4) Uani 1 1 d . . . H29A H 0.4146 0.8328 0.7922 0.270 Uiso 1 1 calc R . . H29B H 0.4183 0.9826 0.8241 0.270 Uiso 1 1 calc R . . C30 C 0.3501(4) 0.9412(9) 0.7550(5) 0.227(3) Uani 1 1 d . . . H30A H 0.3407 0.8922 0.7051 0.272 Uiso 1 1 calc R . . H30B H 0.3440 1.0386 0.7420 0.272 Uiso 1 1 calc R . . C31 C 0.3047(3) 0.9081(9) 0.7925(5) 0.253(4) Uani 1 1 d . . . H31A H 0.3093 0.9575 0.8415 0.380 Uiso 1 1 calc R . . H31B H 0.3050 0.8101 0.8025 0.380 Uiso 1 1 calc R . . H31C H 0.2678 0.9335 0.7598 0.380 Uiso 1 1 calc R . . C4 C 0.92749(13) 0.1756(3) 1.03136(16) 0.0728(10) Uani 1 1 d . . . H4A H 0.9091 0.2362 1.0637 0.109 Uiso 1 1 calc R . . H4B H 0.9694 0.1923 1.0410 0.109 Uiso 1 1 calc R . . H4C H 0.9201 0.0808 1.0438 0.109 Uiso 1 1 calc R . . C5 C 0.93590(14) 0.1127(3) 0.89821(17) 0.0727(10) Uani 1 1 d . . . H5A H 0.9769 0.1391 0.9083 0.109 Uiso 1 1 calc R . . H5B H 0.9198 0.1244 0.8432 0.109 Uiso 1 1 calc R . . H5C H 0.9324 0.0173 0.9126 0.109 Uiso 1 1 calc R . . C6 C 0.93932(18) 0.5380(4) 0.7127(2) 0.1004(13) Uani 1 1 d . . . H6A H 0.9435 0.5916 0.6671 0.151 Uiso 1 1 calc R . . H6B H 0.9128 0.4620 0.6970 0.151 Uiso 1 1 calc R . . H6C H 0.9773 0.5027 0.7373 0.151 Uiso 1 1 calc R . . C7 C 0.95358(15) 0.7563(4) 0.7848(2) 0.0927(12) Uani 1 1 d . . . H7A H 0.9418 0.8108 0.8258 0.139 Uiso 1 1 calc R . . H7B H 0.9493 0.8104 0.7374 0.139 Uiso 1 1 calc R . . H7C H 0.9942 0.7288 0.8005 0.139 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 Cl1 0.1013(7) 0.0906(7) 0.0867(7) -0.0151(5) 0.0285(5) -0.0162(6) Cl2 0.2051(12) 0.1088(9) 0.0630(7) -0.0137(6) 0.0303(7) -0.0340(8) N1 0.0633(18) 0.0634(19) 0.0454(16) -0.0028(13) 0.0133(13) 0.0023(15) N2 0.082(2) 0.061(2) 0.069(2) 0.0056(16) 0.0100(17) -0.0039(17) O1 0.0840(18) 0.0940(18) 0.0680(16) -0.0009(13) 0.0017(13) -0.0117(14) O2 0.119(2) 0.112(2) 0.145(3) -0.0030(18) 0.0008(18) 0.0138(18) C1 0.071(2) 0.064(2) 0.054(2) -0.0052(17) 0.0122(16) -0.0071(18) C2 0.067(2) 0.063(2) 0.049(2) -0.0039(16) 0.0097(17) -0.0058(19) C3 0.081(2) 0.067(2) 0.056(2) -0.0006(18) 0.0157(18) -0.0058(19) C8 0.068(2) 0.057(2) 0.064(2) -0.0009(17) 0.0177(18) -0.0078(18) C9 0.065(2) 0.083(3) 0.079(2) -0.005(2) 0.0260(18) -0.003(2) C10 0.071(3) 0.084(3) 0.107(3) -0.005(2) 0.036(2) 0.000(2) C11 0.073(3) 0.093(3) 0.114(3) 0.000(2) 0.037(2) -0.005(2) C12 0.071(3) 0.096(3) 0.132(4) -0.006(2) 0.034(2) -0.004(2) C13 0.070(3) 0.092(3) 0.128(3) -0.003(2) 0.037(2) -0.006(2) C14 0.077(3) 0.088(3) 0.128(4) -0.008(2) 0.028(2) -0.003(2) C15 0.075(3) 0.091(3) 0.133(4) -0.007(2) 0.036(2) -0.014(3) C16 0.074(3) 0.101(3) 0.121(3) -0.003(2) 0.030(2) -0.009(3) C17 0.077(3) 0.101(3) 0.142(4) -0.007(3) 0.039(3) -0.017(3) C18 0.082(3) 0.114(4) 0.146(4) -0.002(3) 0.030(3) -0.015(3) C19 0.083(3) 0.166(5) 0.202(5) -0.016(4) 0.053(3) -0.010(3) C20 0.098(3) 0.098(3) 0.111(3) 0.010(3) 0.000(3) -0.004(3) C21 0.100(4) 0.141(4) 0.155(5) -0.022(4) 0.036(3) 0.011(3) C22 0.104(4) 0.150(5) 0.163(5) 0.001(4) 0.003(4) 0.027(4) C23 0.135(5) 0.241(8) 0.203(7) -0.021(6) 0.007(5) 0.070(5) C24 0.140(6) 0.313(9) 0.190(7) -0.009(6) 0.007(5) 0.087(7) C25 0.132(6) 0.251(8) 0.210(8) 0.016(6) -0.008(6) 0.020(6) C26 0.128(6) 0.254(8) 0.172(6) -0.007(5) 0.021(5) 0.060(6) C27 0.135(7) 0.280(9) 0.210(8) 0.033(6) -0.020(6) 0.019(7) C28 0.148(7) 0.261(8) 0.191(7) -0.009(6) 0.025(6) 0.026(7) C29 0.144(7) 0.288(9) 0.224(9) 0.049(7) -0.013(7) -0.007(7) C30 0.168(8) 0.271(9) 0.237(9) 0.013(7) 0.024(7) 0.012(8) C31 0.139(6) 0.318(10) 0.285(10) 0.079(8) -0.006(6) -0.031(7) C4 0.087(2) 0.086(3) 0.044(2) 0.0063(17) 0.0098(17) 0.008(2) C5 0.081(2) 0.073(2) 0.068(2) -0.0027(19) 0.0256(19) 0.012(2) C6 0.151(4) 0.092(3) 0.068(3) 0.002(2) 0.047(2) -0.008(3) C7 0.097(3) 0.072(3) 0.106(3) 0.010(2) 0.010(2) -0.019(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 N1 C4 1.501(3) . ? N1 C5 1.507(3) . ? N1 C1 1.520(3) . ? N1 C8 1.527(3) . ? N2 C20 1.501(4) . ? N2 C6 1.503(4) . ? N2 C7 1.513(4) . ? N2 C3 1.515(4) . ? O1 C2 1.414(3) . ? C1 C2 1.536(4) . ? C2 C3 1.524(4) . ? C8 C9 1.514(4) . ? C9 C10 1.513(4) . ? C10 C11 1.507(4) . ? C11 C12 1.527(4) . ? C12 C13 1.506(4) . ? C13 C14 1.507(4) . ? C14 C15 1.515(4) . ? C15 C16 1.497(4) . ? C16 C17 1.506(4) . ? C17 C18 1.500(4) . ? C18 C19 1.501(5) . ? C20 C21 1.454(5) . ? C21 C22 1.503(6) . ? C22 C23 1.368(6) . ? C23 C24 1.494(7) . ? C24 C25 1.344(7) . ? C25 C26 1.374(7) . ? C26 C27 1.383(8) . ? C27 C28 1.357(8) . ? C28 C29 1.370(8) . ? C29 C30 1.343(8) . ? C30 C31 1.365(8) . ? 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 C4 N1 C5 107.1(2) . . ? C4 N1 C1 106.8(2) . . ? C5 N1 C1 110.9(2) . . ? C4 N1 C8 109.6(2) . . ? C5 N1 C8 108.2(2) . . ? C1 N1 C8 114.0(2) . . ? C20 N2 C6 107.0(3) . . ? C20 N2 C7 109.3(3) . . ? C6 N2 C7 107.7(3) . . ? C20 N2 C3 115.4(3) . . ? C6 N2 C3 110.5(3) . . ? C7 N2 C3 106.7(2) . . ? N1 C1 C2 116.6(2) . . ? O1 C2 C3 110.8(3) . . ? O1 C2 C1 111.7(3) . . ? C3 C2 C1 104.8(2) . . ? N2 C3 C2 116.2(2) . . ? C9 C8 N1 115.6(2) . . ? C10 C9 C8 110.1(3) . . ? C11 C10 C9 114.3(3) . . ? C10 C11 C12 113.9(3) . . ? C13 C12 C11 115.5(3) . . ? C12 C13 C14 115.2(3) . . ? C13 C14 C15 115.8(3) . . ? C16 C15 C14 114.9(3) . . ? C15 C16 C17 115.5(3) . . ? C18 C17 C16 116.5(4) . . ? C17 C18 C19 114.5(4) . . ? C21 C20 N2 117.3(4) . . ? C20 C21 C22 113.0(4) . . ? C23 C22 C21 118.7(5) . . ? C22 C23 C24 120.1(6) . . ? C25 C24 C23 122.5(7) . . ? C24 C25 C26 131.6(7) . . ? C25 C26 C27 129.4(7) . . ? C28 C27 C26 133.2(8) . . ? C27 C28 C29 133.0(8) . . ? C30 C29 C28 134.8(9) . . ? C29 C30 C31 132.5(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 N1 C1 C2 169.3(2) . . . . ? C5 N1 C1 C2 52.9(3) . . . . ? C8 N1 C1 C2 -69.5(3) . . . . ? N1 C1 C2 O1 64.3(3) . . . . ? N1 C1 C2 C3 -175.7(2) . . . . ? C20 N2 C3 C2 77.4(4) . . . . ? C6 N2 C3 C2 -44.1(4) . . . . ? C7 N2 C3 C2 -161.0(3) . . . . ? O1 C2 C3 N2 -62.3(3) . . . . ? C1 C2 C3 N2 177.1(2) . . . . ? C4 N1 C8 C9 67.9(3) . . . . ? C5 N1 C8 C9 -175.6(3) . . . . ? C1 N1 C8 C9 -51.7(3) . . . . ? N1 C8 C9 C10 -171.2(3) . . . . ? C8 C9 C10 C11 -173.9(3) . . . . ? C9 C10 C11 C12 -178.7(3) . . . . ? C10 C11 C12 C13 -177.8(3) . . . . ? C11 C12 C13 C14 -178.7(3) . . . . ? C12 C13 C14 C15 -179.1(3) . . . . ? C13 C14 C15 C16 179.5(3) . . . . ? C14 C15 C16 C17 -176.9(3) . . . . ? C15 C16 C17 C18 -179.6(3) . . . . ? C16 C17 C18 C19 -176.8(4) . . . . ? C6 N2 C20 C21 -172.1(3) . . . . ? C7 N2 C20 C21 -55.7(4) . . . . ? C3 N2 C20 C21 64.5(4) . . . . ? N2 C20 C21 C22 176.7(4) . . . . ? C20 C21 C22 C23 177.0(5) . . . . ? C21 C22 C23 C24 -174.6(6) . . . . ? C22 C23 C24 C25 128.9(9) . . . . ? C23 C24 C25 C26 -178.9(7) . . . . ? C24 C25 C26 C27 174.5(10) . . . . ? C25 C26 C27 C28 -178.5(9) . . . . ? C26 C27 C28 C29 176.1(10) . . . . ? C27 C28 C29 C30 -177.7(10) . . . . ? C28 C29 C30 C31 176.5(11) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.265 _refine_diff_density_min -0.151 _refine_diff_density_rms 0.036 data_090810h _database_code_depnum_ccdc_archive 'CCDC 848714' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H86 Cl2 N2 O2' _chemical_formula_weight 686.00 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' O O 0.0106 0.0060 '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 Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 27.977(3) _cell_length_b 9.5824(9) _cell_length_c 17.1634(15) _cell_angle_alpha 90.00 _cell_angle_beta 102.438(2) _cell_angle_gamma 90.00 _cell_volume 4493.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1659 _cell_measurement_theta_min 2.449 _cell_measurement_theta_max 17.915 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.47 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.014 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 0.175 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9208 _exptl_absorpt_correction_T_max 0.9776 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21982 _diffrn_reflns_av_R_equivalents 0.1113 _diffrn_reflns_av_sigmaI/netI 0.1533 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 25.02 _reflns_number_total 7853 _reflns_number_gt 2229 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0550P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7853 _refine_ls_number_parameters 412 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2465 _refine_ls_R_factor_gt 0.0838 _refine_ls_wR_factor_ref 0.2094 _refine_ls_wR_factor_gt 0.1673 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _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 Cl1 Cl 0.92734(5) 0.79039(14) 0.50352(8) 0.0900(5) Uani 1 1 d . . . Cl2 Cl 0.11433(7) 0.67017(16) 0.31604(8) 0.1320(7) Uani 1 1 d . . . N1 N 0.08041(13) 0.7972(4) 0.55902(19) 0.0542(10) Uani 1 1 d . . . N2 N 0.07019(16) 0.3699(4) 0.7336(2) 0.0710(12) Uani 1 1 d . . . O1 O 0.13181(12) 0.6089(3) 0.69771(18) 0.0905(11) Uani 1 1 d . . . H1 H 0.1367 0.6820 0.7229 0.136 Uiso 1 1 calc R . . O2 O 0.95366(13) 0.5365(4) 0.6167(2) 0.1326(15) Uani 1 1 d . . . H2C H 0.9409 0.6022 0.5859 0.159 Uiso 1 1 d R . . H2D H 0.9309 0.4895 0.6300 0.159 Uiso 1 1 d R . . C1 C 0.07179(15) 0.6449(5) 0.5727(2) 0.0605(13) Uani 1 1 d . . . H1A H 0.0926 0.5904 0.5458 0.073 Uiso 1 1 calc R . . H1B H 0.0381 0.6229 0.5479 0.073 Uiso 1 1 calc R . . C2 C 0.08134(17) 0.5982(5) 0.6606(3) 0.0631(13) Uani 1 1 d . . . H2 H 0.0613 0.6519 0.6901 0.076 Uiso 1 1 calc R . . C3 C 0.06633(17) 0.4451(5) 0.6554(3) 0.0727(15) Uani 1 1 d . . . H3A H 0.0327 0.4390 0.6258 0.087 Uiso 1 1 calc R . . H3B H 0.0865 0.3961 0.6247 0.087 Uiso 1 1 calc R . . C4 C 0.05968(16) 0.8246(4) 0.4715(2) 0.0730(14) Uani 1 1 d . . . H4A H 0.0667 0.9191 0.4590 0.110 Uiso 1 1 calc R . . H4B H 0.0249 0.8105 0.4601 0.110 Uiso 1 1 calc R . . H4C H 0.0743 0.7617 0.4399 0.110 Uiso 1 1 calc R . . C5 C 0.05322(16) 0.8876(5) 0.6049(2) 0.0715(14) Uani 1 1 d . . . H5A H 0.0659 0.8743 0.6610 0.107 Uiso 1 1 calc R . . H5B H 0.0191 0.8635 0.5920 0.107 Uiso 1 1 calc R . . H5C H 0.0571 0.9836 0.5914 0.107 Uiso 1 1 calc R . . C7 C 0.03904(18) 0.2411(5) 0.7177(3) 0.0959(18) Uani 1 1 d . . . H7A H 0.0424 0.1880 0.7660 0.144 Uiso 1 1 calc R . . H7B H 0.0494 0.1855 0.6778 0.144 Uiso 1 1 calc R . . H7C H 0.0054 0.2675 0.6992 0.144 Uiso 1 1 calc R . . C6 C 0.0514(2) 0.4580(6) 0.7906(3) 0.110(2) Uani 1 1 d . . . H6A H 0.0753 0.5276 0.8121 0.166 Uiso 1 1 calc R . . H6B H 0.0449 0.4011 0.8332 0.166 Uiso 1 1 calc R . . H6C H 0.0217 0.5029 0.7638 0.166 Uiso 1 1 calc R . . C8 C 0.13356(16) 0.8397(4) 0.5806(3) 0.0587(13) Uani 1 1 d . . . H8A H 0.1444 0.8360 0.6382 0.070 Uiso 1 1 calc R . . H8B H 0.1361 0.9360 0.5645 0.070 Uiso 1 1 calc R . . C9 C 0.16814(16) 0.7521(5) 0.5440(3) 0.0709(14) Uani 1 1 d . . . H9A H 0.1710 0.6597 0.5675 0.085 Uiso 1 1 calc R . . H9B H 0.1551 0.7423 0.4871 0.085 Uiso 1 1 calc R . . C10 C 0.21807(17) 0.8196(5) 0.5578(3) 0.0790(15) Uani 1 1 d . . . H10A H 0.2292 0.8374 0.6144 0.095 Uiso 1 1 calc R . . H10B H 0.2150 0.9090 0.5306 0.095 Uiso 1 1 calc R . . C11 C 0.25656(17) 0.7344(5) 0.5296(3) 0.0812(15) Uani 1 1 d . . . H11A H 0.2452 0.7144 0.4732 0.097 Uiso 1 1 calc R . . H11B H 0.2605 0.6461 0.5579 0.097 Uiso 1 1 calc R . . C12 C 0.30589(17) 0.8056(5) 0.5419(3) 0.0884(16) Uani 1 1 d . . . H12A H 0.3019 0.8926 0.5123 0.106 Uiso 1 1 calc R . . H12B H 0.3165 0.8286 0.5980 0.106 Uiso 1 1 calc R . . C13 C 0.34557(18) 0.7220(5) 0.5170(3) 0.0873(16) Uani 1 1 d . . . H13A H 0.3504 0.6365 0.5479 0.105 Uiso 1 1 calc R . . H13B H 0.3346 0.6964 0.4613 0.105 Uiso 1 1 calc R . . C14 C 0.39397(18) 0.7956(5) 0.5270(3) 0.0905(17) Uani 1 1 d . . . H14A H 0.4050 0.8204 0.5828 0.109 Uiso 1 1 calc R . . H14B H 0.3889 0.8817 0.4967 0.109 Uiso 1 1 calc R . . C15 C 0.43425(18) 0.7143(5) 0.5016(3) 0.0881(16) Uani 1 1 d . . . H15A H 0.4398 0.6291 0.5327 0.106 Uiso 1 1 calc R . . H15B H 0.4230 0.6878 0.4461 0.106 Uiso 1 1 calc R . . C16 C 0.48204(18) 0.7887(5) 0.5101(3) 0.0906(17) Uani 1 1 d . . . H16A H 0.4765 0.8731 0.4783 0.109 Uiso 1 1 calc R . . H16B H 0.4928 0.8169 0.5654 0.109 Uiso 1 1 calc R . . C17 C 0.52252(18) 0.7091(5) 0.4867(3) 0.0922(17) Uani 1 1 d . . . H17A H 0.5117 0.6807 0.4314 0.111 Uiso 1 1 calc R . . H17B H 0.5281 0.6249 0.5187 0.111 Uiso 1 1 calc R . . C18 C 0.57025(18) 0.7833(5) 0.4949(3) 0.0892(16) Uani 1 1 d . . . H18A H 0.5810 0.8127 0.5499 0.107 Uiso 1 1 calc R . . H18B H 0.5648 0.8669 0.4623 0.107 Uiso 1 1 calc R . . C19 C 0.61109(18) 0.7016(5) 0.4720(3) 0.0911(17) Uani 1 1 d . . . H19A H 0.6161 0.6171 0.5038 0.109 Uiso 1 1 calc R . . H19B H 0.6007 0.6738 0.4166 0.109 Uiso 1 1 calc R . . C20 C 0.65872(19) 0.7750(5) 0.4817(3) 0.0932(17) Uani 1 1 d . . . H20A H 0.6686 0.8059 0.5367 0.112 Uiso 1 1 calc R . . H20B H 0.6540 0.8576 0.4483 0.112 Uiso 1 1 calc R . . C21 C 0.69977(19) 0.6912(5) 0.4616(3) 0.0989(18) Uani 1 1 d . . . H21A H 0.6897 0.6604 0.4067 0.119 Uiso 1 1 calc R . . H21B H 0.7042 0.6084 0.4949 0.119 Uiso 1 1 calc R . . C22 C 0.7485(2) 0.7627(6) 0.4712(4) 0.1062(19) Uani 1 1 d . . . H22A H 0.7574 0.8005 0.5248 0.127 Uiso 1 1 calc R . . H22B H 0.7448 0.8407 0.4344 0.127 Uiso 1 1 calc R . . C23 C 0.7903(2) 0.6721(6) 0.4572(4) 0.132(2) Uani 1 1 d . . . H23A H 0.7853 0.6495 0.4015 0.198 Uiso 1 1 calc R . . H23B H 0.7915 0.5877 0.4877 0.198 Uiso 1 1 calc R . . H23C H 0.8206 0.7217 0.4735 0.198 Uiso 1 1 calc R . . C24 C 0.1199(2) 0.3304(7) 0.7760(4) 0.119(2) Uani 1 1 d . . . H24A H 0.1399 0.4139 0.7831 0.143 Uiso 1 1 calc R . . H24B H 0.1180 0.2979 0.8288 0.143 Uiso 1 1 calc R . . C25 C 0.1450(3) 0.2255(8) 0.7400(4) 0.131(2) Uani 1 1 d . . . H25A H 0.1487 0.2596 0.6884 0.157 Uiso 1 1 calc R . . H25B H 0.1245 0.1429 0.7307 0.157 Uiso 1 1 calc R . . C26 C 0.1938(3) 0.1844(9) 0.7865(5) 0.157(3) Uani 1 1 d . . . H26A H 0.2130 0.2690 0.7983 0.188 Uiso 1 1 calc R . . H26B H 0.1892 0.1477 0.8371 0.188 Uiso 1 1 calc R . . C27 C 0.2211(3) 0.0913(10) 0.7565(5) 0.176(4) Uani 1 1 d . . . H27A H 0.2232 0.1246 0.7039 0.211 Uiso 1 1 calc R . . H27B H 0.2028 0.0048 0.7486 0.211 Uiso 1 1 calc R . . C28 C 0.2733(4) 0.0541(11) 0.8000(6) 0.196(4) Uani 1 1 d . . . H28A H 0.2805 0.1072 0.8492 0.235 Uiso 1 1 calc R . . H28B H 0.2734 -0.0436 0.8147 0.235 Uiso 1 1 calc R . . C29 C 0.3114(5) 0.0743(11) 0.7623(6) 0.189(4) Uani 1 1 d . . . H29A H 0.3101 0.1725 0.7483 0.227 Uiso 1 1 calc R . . H29B H 0.3022 0.0239 0.7123 0.227 Uiso 1 1 calc R . . C30 C 0.3606(5) 0.0454(11) 0.7903(6) 0.182(4) Uani 1 1 d . . . H30A H 0.3617 -0.0525 0.8048 0.218 Uiso 1 1 calc R . . H30B H 0.3696 0.0964 0.8401 0.218 Uiso 1 1 calc R . . C31 C 0.3997(5) 0.0642(11) 0.7531(7) 0.198(5) Uani 1 1 d . . . H31A H 0.3908 0.0087 0.7048 0.238 Uiso 1 1 calc R . . H31B H 0.3965 0.1605 0.7354 0.238 Uiso 1 1 calc R . . C32 C 0.4489(5) 0.0451(12) 0.7768(7) 0.189(5) Uani 1 1 d . . . H32A H 0.4522 -0.0509 0.7950 0.227 Uiso 1 1 calc R . . H32B H 0.4580 0.1016 0.8246 0.227 Uiso 1 1 calc R . . C33 C 0.4871(6) 0.0635(12) 0.7381(7) 0.199(5) Uani 1 1 d . . . H33A H 0.4840 0.1601 0.7210 0.239 Uiso 1 1 calc R . . H33B H 0.4773 0.0089 0.6897 0.239 Uiso 1 1 calc R . . C34 C 0.5375(6) 0.0428(12) 0.7601(7) 0.192(5) Uani 1 1 d . . . H34A H 0.5468 0.0924 0.8103 0.231 Uiso 1 1 calc R . . H34B H 0.5405 -0.0554 0.7740 0.231 Uiso 1 1 calc R . . C35 C 0.5757(6) 0.0662(13) 0.7240(8) 0.207(6) Uani 1 1 d . . . H35A H 0.5729 0.1644 0.7102 0.249 Uiso 1 1 calc R . . H35B H 0.5665 0.0166 0.6737 0.249 Uiso 1 1 calc R . . C36 C 0.6256(6) 0.0448(13) 0.7467(8) 0.207(6) Uani 1 1 d . . . H36A H 0.6292 -0.0540 0.7589 0.248 Uiso 1 1 calc R . . H36B H 0.6354 0.0926 0.7975 0.248 Uiso 1 1 calc R . . C37 C 0.6623(6) 0.0747(13) 0.7063(8) 0.213(6) Uani 1 1 d . . . H37A H 0.6539 0.0228 0.6567 0.255 Uiso 1 1 calc R . . H37B H 0.6581 0.1725 0.6917 0.255 Uiso 1 1 calc R . . C38 C 0.7113(6) 0.0563(13) 0.7334(8) 0.226(6) Uani 1 1 d . . . H38A H 0.7158 -0.0415 0.7476 0.271 Uiso 1 1 calc R . . H38B H 0.7200 0.1081 0.7830 0.271 Uiso 1 1 calc R . . C39 C 0.7481(4) 0.0889(11) 0.6899(7) 0.222(5) Uani 1 1 d . . . H39A H 0.7461 0.1860 0.6758 0.333 Uiso 1 1 calc R . . H39B H 0.7431 0.0334 0.6423 0.333 Uiso 1 1 calc R . . H39C H 0.7798 0.0693 0.7224 0.333 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 Cl1 0.1010(11) 0.0982(10) 0.0776(10) -0.0193(8) 0.0343(8) -0.0173(8) Cl2 0.230(2) 0.1133(13) 0.0578(9) 0.0161(9) 0.0435(11) 0.0314(12) N1 0.063(3) 0.069(3) 0.032(2) -0.004(2) 0.0140(19) 0.009(2) N2 0.088(3) 0.065(3) 0.057(3) 0.001(3) 0.008(3) -0.002(2) O1 0.083(3) 0.111(3) 0.073(2) 0.002(2) 0.007(2) -0.012(2) O2 0.131(3) 0.116(3) 0.144(4) -0.001(3) 0.016(3) 0.018(2) C1 0.069(3) 0.065(4) 0.050(3) -0.002(3) 0.019(3) -0.008(2) C2 0.076(4) 0.062(4) 0.052(3) 0.002(3) 0.016(3) -0.006(3) C3 0.083(4) 0.081(4) 0.058(3) -0.001(3) 0.022(3) -0.002(3) C4 0.089(4) 0.085(4) 0.045(3) 0.010(3) 0.016(3) 0.008(3) C5 0.081(4) 0.087(4) 0.054(3) -0.003(3) 0.030(3) 0.008(3) C7 0.106(4) 0.083(4) 0.095(4) 0.010(3) 0.013(3) -0.023(3) C6 0.169(6) 0.111(5) 0.067(4) -0.005(4) 0.060(4) -0.017(4) C8 0.063(3) 0.061(3) 0.056(3) -0.003(2) 0.021(3) -0.002(2) C9 0.067(3) 0.083(4) 0.069(3) -0.003(3) 0.028(3) -0.002(3) C10 0.068(4) 0.083(4) 0.094(4) -0.006(3) 0.033(3) 0.000(3) C11 0.067(4) 0.087(4) 0.098(4) -0.003(3) 0.036(3) -0.004(3) C12 0.069(4) 0.092(4) 0.109(5) -0.008(3) 0.030(3) 0.000(3) C13 0.069(4) 0.090(4) 0.112(5) -0.005(3) 0.039(3) -0.006(3) C14 0.071(4) 0.088(4) 0.118(5) -0.009(3) 0.033(3) -0.002(3) C15 0.070(4) 0.085(4) 0.116(5) -0.008(3) 0.034(3) -0.004(3) C16 0.068(4) 0.087(4) 0.121(5) -0.008(3) 0.030(3) -0.001(3) C17 0.073(4) 0.093(4) 0.119(5) -0.008(3) 0.038(3) -0.006(3) C18 0.067(4) 0.087(4) 0.117(5) -0.007(3) 0.027(3) -0.005(3) C19 0.072(4) 0.086(4) 0.120(5) -0.010(3) 0.032(3) -0.007(3) C20 0.076(4) 0.091(4) 0.117(5) -0.004(3) 0.030(4) -0.005(3) C21 0.077(4) 0.099(4) 0.126(5) -0.007(4) 0.034(4) -0.006(4) C22 0.082(4) 0.110(5) 0.130(5) -0.004(4) 0.030(4) -0.013(4) C23 0.092(5) 0.152(6) 0.165(7) -0.012(5) 0.056(4) 0.005(4) C24 0.108(6) 0.122(6) 0.118(6) -0.001(4) 0.007(5) -0.008(4) C25 0.104(6) 0.156(7) 0.139(7) -0.019(5) 0.038(5) 0.002(5) C26 0.128(7) 0.180(8) 0.151(8) -0.007(6) 0.006(6) 0.025(6) C27 0.138(8) 0.210(10) 0.170(9) -0.014(7) 0.013(7) 0.034(7) C28 0.159(11) 0.249(11) 0.167(10) 0.003(8) 0.005(8) 0.043(9) C29 0.152(11) 0.230(10) 0.171(11) 0.011(8) 0.004(9) 0.019(9) C30 0.153(11) 0.227(10) 0.156(10) 0.006(7) 0.013(8) 0.047(9) C31 0.170(13) 0.241(11) 0.165(11) 0.017(8) -0.005(9) 0.032(10) C32 0.174(13) 0.230(10) 0.157(11) 0.014(8) 0.019(9) 0.039(9) C33 0.189(15) 0.238(11) 0.154(11) 0.029(8) 0.004(10) 0.024(10) C34 0.193(15) 0.227(10) 0.151(11) 0.023(8) 0.026(10) 0.033(10) C35 0.206(17) 0.245(11) 0.156(12) 0.033(9) 0.006(11) 0.022(11) C36 0.218(18) 0.237(11) 0.157(12) 0.024(9) 0.022(11) 0.026(11) C37 0.217(18) 0.242(11) 0.162(13) 0.037(9) 0.003(11) 0.015(11) C38 0.239(18) 0.250(12) 0.179(13) 0.035(9) 0.027(12) 0.024(12) C39 0.210(12) 0.248(11) 0.203(12) 0.038(9) 0.035(9) -0.003(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 N1 C5 1.486(5) . ? N1 C1 1.506(5) . ? N1 C8 1.509(5) . ? N1 C4 1.512(5) . ? N2 C6 1.473(6) . ? N2 C24 1.473(6) . ? N2 C7 1.502(5) . ? N2 C3 1.508(5) . ? O1 C2 1.422(4) . ? O1 H1 0.8200 . ? O2 H2C 0.8499 . ? O2 H2D 0.8499 . ? C1 C2 1.540(5) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.523(5) . ? C2 H2 0.9800 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C8 C9 1.516(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.511(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.511(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.513(5) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.504(6) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.503(6) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.510(6) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.494(6) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.491(6) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.492(6) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.505(6) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.484(6) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.501(6) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.503(6) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.517(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 C25 1.439(7) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.478(8) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.349(8) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.532(10) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.374(11) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.383(11) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.392(12) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.362(12) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C33 1.386(12) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.392(12) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.366(13) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C36 1.381(13) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C37 1.386(14) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C38 1.363(13) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C39 1.430(12) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? 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 C5 N1 C1 111.4(4) . . ? C5 N1 C8 107.6(3) . . ? C1 N1 C8 114.0(3) . . ? C5 N1 C4 107.1(3) . . ? C1 N1 C4 106.5(3) . . ? C8 N1 C4 110.1(3) . . ? C6 N2 C24 104.7(5) . . ? C6 N2 C7 108.4(4) . . ? C24 N2 C7 109.1(4) . . ? C6 N2 C3 110.5(4) . . ? C24 N2 C3 116.2(5) . . ? C7 N2 C3 107.7(4) . . ? C2 O1 H1 109.5 . . ? H2C O2 H2D 108.7 . . ? N1 C1 C2 115.8(3) . . ? N1 C1 H1A 108.3 . . ? C2 C1 H1A 108.3 . . ? N1 C1 H1B 108.3 . . ? C2 C1 H1B 108.3 . . ? H1A C1 H1B 107.4 . . ? O1 C2 C3 109.3(4) . . ? O1 C2 C1 111.3(4) . . ? C3 C2 C1 103.6(4) . . ? O1 C2 H2 110.8 . . ? C3 C2 H2 110.8 . . ? C1 C2 H2 110.8 . . ? N2 C3 C2 116.2(4) . . ? N2 C3 H3A 108.2 . . ? C2 C3 H3A 108.2 . . ? N2 C3 H3B 108.2 . . ? C2 C3 H3B 108.2 . . ? H3A C3 H3B 107.4 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N1 C5 H5A 109.5 . . ? N1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N1 C8 C9 115.5(3) . . ? N1 C8 H8A 108.4 . . ? C9 C8 H8A 108.4 . . ? N1 C8 H8B 108.4 . . ? C9 C8 H8B 108.4 . . ? H8A C8 H8B 107.5 . . ? C10 C9 C8 110.4(4) . . ? C10 C9 H9A 109.6 . . ? C8 C9 H9A 109.6 . . ? C10 C9 H9B 109.6 . . ? C8 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? C9 C10 C11 114.7(4) . . ? C9 C10 H10A 108.6 . . ? C11 C10 H10A 108.6 . . ? C9 C10 H10B 108.6 . . ? C11 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? C10 C11 C12 113.8(4) . . ? C10 C11 H11A 108.8 . . ? C12 C11 H11A 108.8 . . ? C10 C11 H11B 108.8 . . ? C12 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? C13 C12 C11 115.3(4) . . ? C13 C12 H12A 108.4 . . ? C11 C12 H12A 108.4 . . ? C13 C12 H12B 108.4 . . ? C11 C12 H12B 108.4 . . ? H12A C12 H12B 107.5 . . ? C14 C13 C12 114.8(4) . . ? C14 C13 H13A 108.6 . . ? C12 C13 H13A 108.6 . . ? C14 C13 H13B 108.6 . . ? C12 C13 H13B 108.6 . . ? H13A C13 H13B 107.5 . . ? C13 C14 C15 115.8(4) . . ? C13 C14 H14A 108.3 . . ? C15 C14 H14A 108.3 . . ? C13 C14 H14B 108.3 . . ? C15 C14 H14B 108.3 . . ? H14A C14 H14B 107.4 . . ? C16 C15 C14 115.7(4) . . ? C16 C15 H15A 108.4 . . ? C14 C15 H15A 108.4 . . ? C16 C15 H15B 108.4 . . ? C14 C15 H15B 108.4 . . ? H15A C15 H15B 107.4 . . ? C17 C16 C15 116.4(5) . . ? C17 C16 H16A 108.2 . . ? C15 C16 H16A 108.2 . . ? C17 C16 H16B 108.2 . . ? C15 C16 H16B 108.2 . . ? H16A C16 H16B 107.3 . . ? C16 C17 C18 116.6(5) . . ? C16 C17 H17A 108.2 . . ? C18 C17 H17A 108.2 . . ? C16 C17 H17B 108.2 . . ? C18 C17 H17B 108.2 . . ? H17A C17 H17B 107.3 . . ? C17 C18 C19 116.2(4) . . ? C17 C18 H18A 108.2 . . ? C19 C18 H18A 108.2 . . ? C17 C18 H18B 108.2 . . ? C19 C18 H18B 108.2 . . ? H18A C18 H18B 107.4 . . ? C20 C19 C18 116.0(5) . . ? C20 C19 H19A 108.3 . . ? C18 C19 H19A 108.3 . . ? C20 C19 H19B 108.3 . . ? C18 C19 H19B 108.3 . . ? H19A C19 H19B 107.4 . . ? C19 C20 C21 115.7(5) . . ? C19 C20 H20A 108.4 . . ? C21 C20 H20A 108.4 . . ? C19 C20 H20B 108.4 . . ? C21 C20 H20B 108.4 . . ? H20A C20 H20B 107.4 . . ? C20 C21 C22 116.9(5) . . ? C20 C21 H21A 108.1 . . ? C22 C21 H21A 108.1 . . ? C20 C21 H21B 108.1 . . ? C22 C21 H21B 108.1 . . ? H21A C21 H21B 107.3 . . ? C21 C22 C23 115.7(5) . . ? C21 C22 H22A 108.3 . . ? C23 C22 H22A 108.3 . . ? C21 C22 H22B 108.3 . . ? C23 C22 H22B 108.3 . . ? H22A C22 H22B 107.4 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 N2 117.6(6) . . ? C25 C24 H24A 107.9 . . ? N2 C24 H24A 107.9 . . ? C25 C24 H24B 107.9 . . ? N2 C24 H24B 107.9 . . ? H24A C24 H24B 107.2 . . ? C24 C25 C26 115.7(7) . . ? C24 C25 H25A 108.4 . . ? C26 C25 H25A 108.4 . . ? C24 C25 H25B 108.4 . . ? C26 C25 H25B 108.4 . . ? H25A C25 H25B 107.4 . . ? C27 C26 C25 120.3(8) . . ? C27 C26 H26A 107.2 . . ? C25 C26 H26A 107.2 . . ? C27 C26 H26B 107.2 . . ? C25 C26 H26B 107.2 . . ? H26A C26 H26B 106.9 . . ? C26 C27 C28 121.9(9) . . ? C26 C27 H27A 106.9 . . ? C28 C27 H27A 106.9 . . ? C26 C27 H27B 106.9 . . ? C28 C27 H27B 106.9 . . ? H27A C27 H27B 106.7 . . ? C29 C28 C27 119.5(11) . . ? C29 C28 H28A 107.5 . . ? C27 C28 H28A 107.5 . . ? C29 C28 H28B 107.5 . . ? C27 C28 H28B 107.5 . . ? H28A C28 H28B 107.0 . . ? C28 C29 C30 128.5(12) . . ? C28 C29 H29A 105.2 . . ? C30 C29 H29A 105.2 . . ? C28 C29 H29B 105.2 . . ? C30 C29 H29B 105.2 . . ? H29A C29 H29B 105.9 . . ? C29 C30 C31 129.5(12) . . ? C29 C30 H30A 104.9 . . ? C31 C30 H30A 104.9 . . ? C29 C30 H30B 104.9 . . ? C31 C30 H30B 104.9 . . ? H30A C30 H30B 105.8 . . ? C32 C31 C30 133.6(13) . . ? C32 C31 H31A 103.8 . . ? C30 C31 H31A 103.8 . . ? C32 C31 H31B 103.8 . . ? C30 C31 H31B 103.8 . . ? H31A C31 H31B 105.4 . . ? C31 C32 C33 132.4(14) . . ? C31 C32 H32A 104.1 . . ? C33 C32 H32A 104.1 . . ? C31 C32 H32B 104.1 . . ? C33 C32 H32B 104.1 . . ? H32A C32 H32B 105.5 . . ? C32 C33 C34 133.8(14) . . ? C32 C33 H33A 103.8 . . ? C34 C33 H33A 103.8 . . ? C32 C33 H33B 103.8 . . ? C34 C33 H33B 103.8 . . ? H33A C33 H33B 105.4 . . ? C35 C34 C33 134.5(15) . . ? C35 C34 H34A 103.6 . . ? C33 C34 H34A 103.6 . . ? C35 C34 H34B 103.6 . . ? C33 C34 H34B 103.6 . . ? H34A C34 H34B 105.3 . . ? C34 C35 C36 133.7(17) . . ? C34 C35 H35A 103.8 . . ? C36 C35 H35A 103.8 . . ? C34 C35 H35B 103.8 . . ? C36 C35 H35B 103.8 . . ? H35A C35 H35B 105.4 . . ? C35 C36 C37 129.7(17) . . ? C35 C36 H36A 104.9 . . ? C37 C36 H36A 104.9 . . ? C35 C36 H36B 104.9 . . ? C37 C36 H36B 104.9 . . ? H36A C36 H36B 105.8 . . ? C38 C37 C36 126.9(18) . . ? C38 C37 H37A 105.6 . . ? C36 C37 H37A 105.6 . . ? C38 C37 H37B 105.6 . . ? C36 C37 H37B 105.6 . . ? H37A C37 H37B 106.1 . . ? C37 C38 C39 125.3(16) . . ? C37 C38 H38A 106.0 . . ? C39 C38 H38A 106.0 . . ? C37 C38 H38B 106.0 . . ? C39 C38 H38B 106.0 . . ? H38A C38 H38B 106.3 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C1 C2 -52.8(5) . . . . ? C8 N1 C1 C2 69.2(5) . . . . ? C4 N1 C1 C2 -169.2(4) . . . . ? N1 C1 C2 O1 -66.5(5) . . . . ? N1 C1 C2 C3 176.2(4) . . . . ? C6 N2 C3 C2 43.2(6) . . . . ? C24 N2 C3 C2 -75.9(6) . . . . ? C7 N2 C3 C2 161.4(4) . . . . ? O1 C2 C3 N2 63.0(5) . . . . ? C1 C2 C3 N2 -178.2(4) . . . . ? C5 N1 C8 C9 175.9(4) . . . . ? C1 N1 C8 C9 51.9(5) . . . . ? C4 N1 C8 C9 -67.7(5) . . . . ? N1 C8 C9 C10 169.9(3) . . . . ? C8 C9 C10 C11 175.1(4) . . . . ? C9 C10 C11 C12 178.4(4) . . . . ? C10 C11 C12 C13 178.1(4) . . . . ? C11 C12 C13 C14 178.1(4) . . . . ? C12 C13 C14 C15 -179.4(5) . . . . ? C13 C14 C15 C16 178.8(4) . . . . ? C14 C15 C16 C17 178.9(5) . . . . ? C15 C16 C17 C18 179.8(4) . . . . ? C16 C17 C18 C19 179.3(5) . . . . ? C17 C18 C19 C20 -178.9(5) . . . . ? C18 C19 C20 C21 177.9(5) . . . . ? C19 C20 C21 C22 -179.8(5) . . . . ? C20 C21 C22 C23 175.1(5) . . . . ? C6 N2 C24 C25 170.4(6) . . . . ? C7 N2 C24 C25 54.6(7) . . . . ? C3 N2 C24 C25 -67.4(7) . . . . ? N2 C24 C25 C26 -177.2(6) . . . . ? C24 C25 C26 C27 -177.2(9) . . . . ? C25 C26 C27 C28 175.4(8) . . . . ? C26 C27 C28 C29 -121.8(13) . . . . ? C27 C28 C29 C30 -178.7(9) . . . . ? C28 C29 C30 C31 179.6(13) . . . . ? C29 C30 C31 C32 176.5(11) . . . . ? C30 C31 C32 C33 179.3(14) . . . . ? C31 C32 C33 C34 -178.7(12) . . . . ? C32 C33 C34 C35 -176.5(16) . . . . ? C33 C34 C35 C36 -179.9(13) . . . . ? C34 C35 C36 C37 -178.5(16) . . . . ? C35 C36 C37 C38 177.1(13) . . . . ? C36 C37 C38 C39 -179.8(14) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.402 _refine_diff_density_min -0.229 _refine_diff_density_rms 0.051