# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2009 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Ying Yan' _publ_contact_author_email YANYING0533@126.COM _publ_section_title ; Exclusion complexes of the HCl salts of benzidine and bis(4-aminophenyl) methane with two methyl-substituted cucurbiturils ; loop_ _publ_author_name 'Ying Yan' 'Hang Cong' 'Zhu Tao' 'Sai-Feng Xue' 'Jian-Xing Zhang' ; Yun-Qian Zhang ; 'Qian-Jiang Zhu' # Attachment 'compound 1.cif' data_p _database_code_depnum_ccdc_archive 'CCDC 718845' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C104 H118 Cl4 N52 O25' _chemical_formula_weight 2638.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 23.9121(19) _cell_length_b 17.6841(14) _cell_length_c 16.8216(13) _cell_angle_alpha 90.00 _cell_angle_beta 99.475(2) _cell_angle_gamma 90.00 _cell_volume 7016.2(10) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 0.86 _cell_measurement_theta_max 25.00 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.249 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2748 _exptl_absorpt_coefficient_mu 0.166 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9613 _exptl_absorpt_correction_T_max 0.9692 _exptl_absorpt_process_details 'SADABS (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 SMART CCD Area Detector' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 56648 _diffrn_reflns_av_R_equivalents 0.0639 _diffrn_reflns_av_sigmaI/netI 0.0613 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 0.86 _diffrn_reflns_theta_max 25.00 _reflns_number_total 12318 _reflns_number_gt 6528 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^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 cinstr _refine_ls_extinction_method nono _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 12318 _refine_ls_number_parameters 850 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1602 _refine_ls_R_factor_gt 0.1170 _refine_ls_wR_factor_ref 0.3773 _refine_ls_wR_factor_gt 0.3501 _refine_ls_goodness_of_fit_ref 1.226 _refine_ls_restrained_S_all 1.226 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl -0.25880(6) 0.32954(9) 0.39618(9) 0.1277(5) Uani 1 1 d . . . Cl2 Cl 0.68068(11) 0.30131(18) 0.7612(2) 0.1908(10) Uani 0.50 1 d P . . Cl3 Cl 0.78946(13) 0.2104(2) 1.20868(19) 0.1561(14) Uani 0.50 1 d P . . O1W O 0.0488(3) 0.3831(5) 0.8236(4) 0.181(3) Uani 0.50 1 d P . . C21 C -0.10872(13) 0.13097(18) 0.32236(17) 0.0515(9) Uani 1 1 d . . . C22 C -0.18957(12) 0.07938(17) 0.36635(17) 0.0475(8) Uani 1 1 d . . . H22 H -0.2276 0.0803 0.3327 0.057 Uiso 1 1 calc R . . C23 C -0.17448(12) 0.15669(18) 0.40677(18) 0.0502(9) Uani 1 1 d . . . H23 H -0.2052 0.1940 0.3911 0.060 Uiso 1 1 calc R . . C24 C -0.17581(12) 0.06247(19) 0.50598(18) 0.0508(9) Uani 1 1 d . . . C25 C -0.09866(13) 0.25566(17) 0.39206(18) 0.0523(9) Uani 1 1 d . . . H25A H -0.0789 0.2681 0.3472 0.063 Uiso 1 1 calc R . . H25B H -0.1294 0.2924 0.3918 0.063 Uiso 1 1 calc R . . C26 C -0.15937(12) 0.19394(19) 0.5566(2) 0.0556(9) Uani 1 1 d . . . H26A H -0.1832 0.2381 0.5397 0.067 Uiso 1 1 calc R . . H26B H -0.1723 0.1723 0.6040 0.067 Uiso 1 1 calc R . . C27 C -0.00314(12) 0.25736(16) 0.46792(17) 0.0454(8) Uani 1 1 d . . . C28 C -0.07539(12) 0.28147(17) 0.54406(18) 0.0508(8) Uani 1 1 d . . . C29 C -0.01463(12) 0.28792(17) 0.60155(18) 0.0527(9) Uani 1 1 d . . . C30 C -0.06856(12) 0.19019(17) 0.64801(17) 0.0454(8) Uani 1 1 d . . . C31 C 0.08543(12) 0.27676(18) 0.56285(19) 0.0511(9) Uani 1 1 d . . . H31A H 0.0948 0.3172 0.6027 0.061 Uiso 1 1 calc R . . H31B H 0.0996 0.2918 0.5137 0.061 Uiso 1 1 calc R . . C32 C 0.02571(13) 0.20762(18) 0.72591(17) 0.0511(9) Uani 1 1 d . . . H32A H 0.0087 0.1839 0.7688 0.061 Uiso 1 1 calc R . . H32B H 0.0445 0.2542 0.7477 0.061 Uiso 1 1 calc R . . C33 C 0.13966(12) 0.15902(18) 0.54988(18) 0.0494(9) Uani 1 1 d . . . C34 C 0.11949(12) 0.18493(19) 0.67709(17) 0.0516(9) Uani 1 1 d . . . H34 H 0.1367 0.2262 0.7128 0.062 Uiso 1 1 calc R . . C35 C 0.15894(13) 0.11425(17) 0.68438(18) 0.0515(9) Uani 1 1 d . . . H35 H 0.1961 0.1242 0.7184 0.062 Uiso 1 1 calc R . . C36 C 0.07447(14) 0.08664(19) 0.73288(18) 0.0543(9) Uani 1 1 d . . . C37 C 0.14764(14) -0.01311(19) 0.74606(17) 0.0556(9) Uani 1 1 d . . . H37A H 0.1262 -0.0311 0.7873 0.067 Uiso 1 1 calc R . . H37B H 0.1873 -0.0073 0.7718 0.067 Uiso 1 1 calc R . . C38 C -0.11179(14) 0.35303(19) 0.5414(2) 0.0664(11) Uani 1 1 d . . . H38A H -0.1207 0.3630 0.5947 0.100 Uiso 1 1 calc R . . H38B H -0.1467 0.3458 0.5037 0.100 Uiso 1 1 calc R . . H38C H -0.0911 0.3956 0.5243 0.100 Uiso 1 1 calc R . . C39 C 0.00002(15) 0.36355(18) 0.6399(2) 0.0631(10) Uani 1 1 d . . . H39A H 0.0022 0.4009 0.5984 0.095 Uiso 1 1 calc R . . H39B H 0.0363 0.3603 0.6753 0.095 Uiso 1 1 calc R . . H39C H -0.0290 0.3782 0.6710 0.095 Uiso 1 1 calc R . . C40 C -0.20584(13) -0.05057(19) 0.4244(2) 0.0568(9) Uani 1 1 d . . . H40A H -0.2405 -0.0533 0.3844 0.068 Uiso 1 1 calc R . . H40B H -0.2152 -0.0679 0.4760 0.068 Uiso 1 1 calc R . . N13 N -0.14492(12) 0.07089(16) 0.31688(15) 0.0599(8) Uani 1 1 d . . . N14 N -0.12351(10) 0.17913(16) 0.37899(15) 0.0563(8) Uani 1 1 d . . . N15 N -0.18761(10) 0.02729(15) 0.43272(15) 0.0514(7) Uani 1 1 d . . . N16 N -0.16805(10) 0.13848(14) 0.49228(14) 0.0497(7) Uani 1 1 d . . . N17 N -0.06013(10) 0.26275(14) 0.46544(14) 0.0491(7) Uani 1 1 d . . . N18 N 0.02370(10) 0.26827(14) 0.54457(14) 0.0471(7) Uani 1 1 d . . . N19 N -0.10206(10) 0.21888(14) 0.57950(15) 0.0519(7) Uani 1 1 d . . . N20 N -0.01871(10) 0.22687(15) 0.66007(14) 0.0506(7) Uani 1 1 d . . . N21 N 0.11408(10) 0.20639(14) 0.59451(15) 0.0510(7) Uani 1 1 d . . . N22 N 0.16417(10) 0.10131(15) 0.59970(15) 0.0538(7) Uani 1 1 d . . . N23 N 0.06803(10) 0.15675(14) 0.70288(13) 0.0485(7) Uani 1 1 d . . . N24 N 0.12666(11) 0.05768(15) 0.71937(14) 0.0537(7) Uani 1 1 d . . . O7 O 0.14321(9) 0.16482(13) 0.47768(12) 0.0587(6) Uani 1 1 d . . . O8 O 0.02053(9) 0.24576(13) 0.40960(12) 0.0586(6) Uani 1 1 d . . . O9 O -0.07066(10) 0.13982(14) 0.28499(13) 0.0677(7) Uani 1 1 d . . . O10 O 0.04128(10) 0.05104(14) 0.76695(13) 0.0688(7) Uani 1 1 d . . . O11 O -0.08208(9) 0.14095(13) 0.69229(14) 0.0655(7) Uani 1 1 d . . . O12 O -0.17487(9) 0.03318(12) 0.57147(12) 0.0601(6) Uani 1 1 d . . . C1 C 0.61254(14) 0.4184(2) 0.8561(2) 0.0688(11) Uani 1 1 d . . . C2 C 0.60473(18) 0.2967(2) 0.8918(3) 0.0899(14) Uani 1 1 d . . . H2 H 0.6318 0.2579 0.8792 0.108 Uiso 1 1 calc R . . C3 C 0.55963(13) 0.31044(19) 0.8211(2) 0.0620(10) Uani 1 1 d . . . H3 H 0.5650 0.2780 0.7749 0.074 Uiso 1 1 calc R . . C4 C 0.51322(19) 0.2721(2) 0.9259(3) 0.1108(15) Uani 1 1 d . . . C5 C 0.54515(15) 0.4239(3) 0.7254(2) 0.0803(12) Uani 1 1 d . . . H5A H 0.5692 0.4668 0.7161 0.096 Uiso 1 1 calc R . . H5B H 0.5462 0.3870 0.6822 0.096 Uiso 1 1 calc R . . C6 C 0.45258(14) 0.2871(2) 0.7923(2) 0.0685(11) Uani 1 1 d . . . H6A H 0.4597 0.2603 0.7440 0.082 Uiso 1 1 calc R . . H6B H 0.4271 0.2555 0.8182 0.082 Uiso 1 1 calc R . . C7 C 0.47672(17) 0.5256(3) 0.7308(3) 0.1015(15) Uani 1 1 d . . . C8 C 0.43547(13) 0.4038(2) 0.70234(19) 0.0629(10) Uani 1 1 d . . . C9 C 0.38789(15) 0.4690(2) 0.7001(2) 0.0729(12) Uani 1 1 d . . . C10 C 0.38048(13) 0.3812(2) 0.80365(18) 0.0648(10) Uani 1 1 d . . . C11 C 0.3961(2) 0.6122(3) 0.7214(3) 0.1199(18) Uani 1 1 d . . . H11A H 0.3618 0.6152 0.6805 0.144 Uiso 1 1 calc R . . H11B H 0.4235 0.6483 0.7060 0.144 Uiso 1 1 calc R . . C12 C 0.30893(15) 0.4820(2) 0.7881(3) 0.0867(13) Uani 1 1 d . . . H12A H 0.2851 0.5012 0.7393 0.104 Uiso 1 1 calc R . . H12B H 0.2866 0.4444 0.8121 0.104 Uiso 1 1 calc R . . C13 C 0.32876(17) 0.6203(2) 0.8193(3) 0.0860(14) Uani 1 1 d . . . H13 H 0.2976 0.6361 0.7762 0.103 Uiso 1 1 calc R . . C14 C 0.31460(14) 0.5382(2) 0.9230(3) 0.0744(12) Uani 1 1 d . . . C15 C 0.68682(15) 0.3747(2) 0.9629(2) 0.0687(11) Uani 1 1 d . . . H15A H 0.7085 0.3279 0.9607 0.082 Uiso 1 1 calc R . . H15B H 0.7078 0.4156 0.9419 0.082 Uiso 1 1 calc R . . C16 C 0.59921(19) 0.2407(3) 1.0296(3) 0.1348(16) Uani 1 1 d . . . H16A H 0.5732 0.2069 1.0519 0.162 Uiso 1 1 calc R . . H16B H 0.6329 0.2114 1.0227 0.162 Uiso 1 1 calc R . . C17 C 0.67130(15) 0.3330(2) 1.1032(2) 0.0732(12) Uani 1 1 d . . . H17 H 0.7008 0.2932 1.1107 0.088 Uiso 1 1 calc R . . C18 C 0.58877(19) 0.3138(2) 1.1459(3) 0.1112(15) Uani 1 1 d . . . C19 C 0.43389(17) 0.3625(2) 0.6267(2) 0.0817(13) Uani 1 1 d . . . H19A H 0.3991 0.3333 0.6155 0.123 Uiso 1 1 calc R . . H19B H 0.4662 0.3286 0.6313 0.123 Uiso 1 1 calc R . . H19C H 0.4353 0.3980 0.5832 0.123 Uiso 1 1 calc R . . C20 C 0.3475(2) 0.4754(3) 0.6193(3) 0.1215(19) Uani 1 1 d . . . H20A H 0.3264 0.4286 0.6085 0.182 Uiso 1 1 calc R . . H20B H 0.3692 0.4849 0.5765 0.182 Uiso 1 1 calc R . . H20C H 0.3212 0.5168 0.6219 0.182 Uiso 1 1 calc R . . N1 N 0.68260(13) 0.39054(19) 1.0447(2) 0.0879(11) Uani 1 1 d . . . N2 N 0.63272(11) 0.36668(15) 0.91218(19) 0.0656(9) Uani 1 1 d . . . N3 N 0.61591(15) 0.30181(19) 1.0859(2) 0.0941(12) Uani 1 1 d . . . N4 N 0.57167(16) 0.2683(2) 0.9515(2) 0.1213(13) Uani 1 1 d . . . N5 N 0.56714(11) 0.38901(17) 0.80351(19) 0.0659(9) Uani 1 1 d . . . N6 N 0.50614(12) 0.29466(17) 0.84724(17) 0.0702(9) Uani 1 1 d . . . N7 N 0.48756(11) 0.44959(19) 0.72371(19) 0.0742(10) Uani 1 1 d . . . N8 N 0.42482(11) 0.35458(18) 0.76838(16) 0.0687(9) Uani 1 1 d . . . N9 N 0.41956(13) 0.5370(2) 0.7187(2) 0.0920(11) Uani 1 1 d . . . N10 N 0.35705(11) 0.44448(17) 0.76498(17) 0.0676(9) Uani 1 1 d . . . N11 N 0.38118(13) 0.6370(2) 0.7988(2) 0.0894(11) Uani 1 1 d . . . N12 N 0.32140(12) 0.54352(18) 0.84384(19) 0.0720(9) Uani 1 1 d . . . O1 O 0.63321(14) 0.48289(17) 0.8528(2) 0.1151(12) Uani 1 1 d . . . O2 O 0.51392(13) 0.5756(2) 0.7451(3) 0.1431(15) Uani 1 1 d . . . O3 O 0.54051(15) 0.2924(2) 1.1629(3) 0.1713(15) Uani 1 1 d . . . O4 O 0.47450(16) 0.2568(2) 0.9651(2) 0.1810(14) Uani 1 1 d . . . O5 O 0.36273(12) 0.34825(17) 0.85827(14) 0.0916(9) Uani 1 1 d . . . O6 O 0.30401(11) 0.48103(14) 0.95931(16) 0.0880(8) Uani 1 1 d . . . C41 C 0.20362(13) 0.3921(2) 0.6410(2) 0.0741(11) Uani 1 1 d . . . H41 H 0.2105 0.3999 0.5881 0.089 Uiso 1 1 calc R . . C42 C 0.16839(13) 0.4414(2) 0.67186(19) 0.0629(11) Uani 1 1 d . . . H42 H 0.1521 0.4825 0.6409 0.075 Uiso 1 1 calc R . . C43 C 0.15717(12) 0.43006(18) 0.74869(19) 0.0523(9) Uani 1 1 d . . . C44 C 0.18253(13) 0.37312(18) 0.7944(2) 0.0601(9) Uani 1 1 d . . . H44 H 0.1759 0.3672 0.8476 0.072 Uiso 1 1 calc R . . C45 C 0.21915(14) 0.3221(2) 0.7629(2) 0.0752(12) Uani 1 1 d . . . H45 H 0.2364 0.2822 0.7948 0.090 Uiso 1 1 calc R . . C46 C 0.22927(13) 0.3317(2) 0.6838(2) 0.0660(11) Uani 1 1 d . . . C47 C 0.26502(14) 0.2780(2) 0.6465(3) 0.0842(13) Uani 1 1 d . . . C48 C 0.30628(17) 0.2344(2) 0.6930(3) 0.0958(15) Uani 1 1 d . . . H48 H 0.3129 0.2366 0.7496 0.115 Uiso 1 1 calc R . . C49 C 0.34113(15) 0.1811(3) 0.6445(3) 0.0871(14) Uani 1 1 d . . . H49 H 0.3699 0.1492 0.6705 0.105 Uiso 1 1 calc R . . C50 C 0.32762(19) 0.1838(3) 0.5650(2) 0.0945(15) Uani 1 1 d . . . C51 C 0.28894(18) 0.2248(3) 0.5214(3) 0.1192(18) Uani 1 1 d . . . H51 H 0.2831 0.2241 0.4648 0.143 Uiso 1 1 calc R . . C52 C 0.25817(16) 0.2682(3) 0.5632(3) 0.1005(14) Uani 1 1 d . . . H52 H 0.2283 0.2953 0.5326 0.121 Uiso 1 1 calc R . . N25 N 0.11942(11) 0.48122(16) 0.78240(17) 0.0663(8) Uani 1 1 d . . . H25C H 0.1395 0.5077 0.8231 0.099 Uiso 1 1 calc R . . H25D H 0.0924 0.4543 0.8010 0.099 Uiso 1 1 calc R . . H25E H 0.1031 0.5133 0.7439 0.099 Uiso 1 1 calc R . . N26 N 0.36411(18) 0.1283(3) 0.5248(2) 0.1254(16) Uani 1 1 d . . . H26C H 0.3414 0.0960 0.4931 0.188 Uiso 1 1 calc R . . H26D H 0.3869 0.1021 0.5631 0.188 Uiso 1 1 calc R . . H26E H 0.3854 0.1543 0.4948 0.188 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 0.1005(8) 0.1447(11) 0.1309(10) -0.0108(9) -0.0015(8) 0.0447(8) Cl2 0.1326(14) 0.188(2) 0.290(2) -0.1568(17) 0.1472(14) -0.0789(15) Cl3 0.1210(19) 0.236(3) 0.1066(18) 0.030(2) 0.0042(16) 0.065(2) O1W 0.178(5) 0.283(8) 0.106(3) -0.108(4) 0.092(3) 0.014(6) C21 0.0555(16) 0.0612(19) 0.0404(15) 0.0028(14) 0.0157(13) 0.0037(15) C22 0.0410(14) 0.0598(18) 0.0429(15) -0.0008(14) 0.0108(12) 0.0052(14) C23 0.0374(14) 0.0578(18) 0.0537(17) 0.0062(15) 0.0027(13) 0.0019(14) C24 0.0373(14) 0.065(2) 0.0508(16) 0.0080(15) 0.0094(13) 0.0028(14) C25 0.0542(16) 0.0455(17) 0.0599(17) 0.0066(14) 0.0176(14) -0.0001(14) C26 0.0407(14) 0.0582(19) 0.0712(19) -0.0016(16) 0.0191(14) 0.0029(14) C27 0.0493(15) 0.0362(15) 0.0525(15) -0.0016(13) 0.0139(13) -0.0030(13) C28 0.0519(15) 0.0456(16) 0.0583(17) 0.0010(14) 0.0187(13) 0.0146(14) C29 0.0532(15) 0.0501(18) 0.0606(17) -0.0018(14) 0.0267(13) -0.0018(14) C30 0.0480(15) 0.0459(16) 0.0437(14) 0.0073(13) 0.0118(12) 0.0002(13) C31 0.0519(16) 0.0494(17) 0.0541(16) -0.0043(14) 0.0151(13) 0.0005(14) C32 0.0559(16) 0.0533(18) 0.0456(15) 0.0053(14) 0.0128(13) 0.0080(14) C33 0.0434(15) 0.0517(18) 0.0528(16) 0.0060(14) 0.0067(13) -0.0030(14) C34 0.0492(16) 0.0624(19) 0.0426(15) -0.0077(14) 0.0054(13) -0.0067(15) C35 0.0437(15) 0.0545(18) 0.0541(17) -0.0078(15) 0.0018(14) -0.0029(14) C36 0.0603(18) 0.0606(19) 0.0395(15) -0.0046(15) 0.0014(14) -0.0045(16) C37 0.0622(18) 0.068(2) 0.0362(15) 0.0070(14) 0.0053(14) 0.0059(16) C38 0.0631(19) 0.054(2) 0.082(2) -0.0019(18) 0.0133(18) 0.0108(16) C39 0.083(2) 0.0529(19) 0.0568(17) -0.0149(15) 0.0229(16) -0.0172(17) C40 0.0424(15) 0.061(2) 0.0679(19) 0.0061(16) 0.0127(14) -0.0066(15) N13 0.0729(16) 0.0643(17) 0.0469(13) -0.0059(13) 0.0225(12) -0.0047(14) N14 0.0472(13) 0.0650(17) 0.0599(15) -0.0062(13) 0.0183(12) -0.0050(13) N15 0.0443(12) 0.0537(15) 0.0584(14) 0.0005(12) 0.0143(11) -0.0046(12) N16 0.0527(13) 0.0473(14) 0.0496(13) 0.0045(11) 0.0097(11) 0.0031(12) N17 0.0438(12) 0.0515(14) 0.0525(13) 0.0120(12) 0.0096(11) -0.0019(11) N18 0.0484(12) 0.0472(14) 0.0499(12) -0.0064(11) 0.0203(10) -0.0083(11) N19 0.0517(13) 0.0474(14) 0.0610(14) 0.0064(12) 0.0222(11) -0.0128(12) N20 0.0484(13) 0.0562(15) 0.0503(13) -0.0029(12) 0.0173(11) -0.0013(12) N21 0.0464(13) 0.0540(15) 0.0541(14) 0.0004(12) 0.0129(11) -0.0013(12) N22 0.0471(13) 0.0634(16) 0.0529(14) -0.0032(13) 0.0145(11) 0.0010(12) N23 0.0468(13) 0.0587(15) 0.0393(12) 0.0013(12) 0.0051(10) -0.0074(12) N24 0.0666(15) 0.0512(15) 0.0457(13) -0.0028(12) 0.0166(12) -0.0022(13) O7 0.0580(12) 0.0679(14) 0.0537(11) -0.0055(11) 0.0195(10) -0.0034(11) O8 0.0598(11) 0.0690(14) 0.0518(11) -0.0063(10) 0.0235(9) -0.0049(11) O9 0.0725(13) 0.0799(16) 0.0574(12) -0.0050(11) 0.0309(11) -0.0008(12) O10 0.0668(13) 0.0773(15) 0.0678(13) 0.0141(12) 0.0276(11) -0.0040(12) O11 0.0559(12) 0.0700(14) 0.0707(13) 0.0249(12) 0.0108(10) -0.0100(11) O12 0.0678(12) 0.0616(13) 0.0558(11) 0.0097(11) 0.0247(10) 0.0003(11) C1 0.0507(18) 0.071(2) 0.084(2) -0.0133(19) 0.0117(17) 0.0041(17) C2 0.088(3) 0.042(2) 0.123(3) -0.014(2) -0.033(2) 0.0112(19) C3 0.0479(17) 0.0569(19) 0.078(2) -0.0304(16) 0.0007(16) 0.0038(15) C4 0.117(3) 0.103(3) 0.088(2) 0.055(2) -0.055(2) -0.054(2) C5 0.0577(19) 0.106(3) 0.082(2) 0.031(2) 0.0250(17) 0.004(2) C6 0.0562(18) 0.078(2) 0.067(2) 0.0097(18) -0.0034(16) -0.0243(17) C7 0.066(2) 0.107(3) 0.131(3) 0.046(3) 0.017(2) -0.022(2) C8 0.0399(15) 0.094(2) 0.0571(17) 0.0241(17) 0.0129(14) 0.0009(16) C9 0.0526(18) 0.100(3) 0.066(2) 0.009(2) 0.0088(17) 0.0010(19) C10 0.0564(16) 0.104(3) 0.0379(15) 0.0026(16) 0.0202(13) -0.0317(17) C11 0.103(3) 0.085(3) 0.171(4) 0.076(3) 0.018(3) 0.007(3) C12 0.0586(18) 0.111(3) 0.098(2) -0.039(2) 0.0351(18) -0.0374(19) C13 0.074(2) 0.076(3) 0.095(3) 0.004(2) -0.024(2) 0.010(2) C14 0.0530(18) 0.064(2) 0.105(3) -0.025(2) 0.0080(19) -0.0222(17) C15 0.0607(19) 0.063(2) 0.082(2) -0.0317(18) 0.0091(17) -0.0040(17) C16 0.138(3) 0.097(3) 0.130(3) 0.048(2) -0.094(2) -0.075(2) C17 0.068(2) 0.0513(19) 0.086(2) 0.0096(18) -0.0299(18) -0.0095(17) C18 0.094(3) 0.074(2) 0.144(3) 0.068(2) -0.044(2) -0.040(2) C19 0.085(2) 0.105(3) 0.0559(19) 0.0339(19) 0.0139(18) 0.008(2) C20 0.099(3) 0.179(5) 0.085(3) 0.015(3) 0.010(3) 0.059(3) N1 0.0749(19) 0.076(2) 0.108(2) -0.0241(19) -0.0004(18) -0.0354(16) N2 0.0475(14) 0.0530(16) 0.092(2) -0.0177(15) -0.0027(14) -0.0127(13) N3 0.097(2) 0.082(2) 0.089(2) 0.0368(18) -0.0280(19) -0.0285(19) N4 0.104(2) 0.116(3) 0.118(2) 0.063(2) -0.057(2) -0.048(2) N5 0.0458(14) 0.0659(18) 0.0868(19) -0.0029(15) 0.0134(14) 0.0014(13) N6 0.0661(17) 0.0759(19) 0.0628(17) 0.0091(15) -0.0067(14) -0.0049(15) N7 0.0443(14) 0.086(2) 0.095(2) 0.0287(17) 0.0191(14) -0.0004(15) N8 0.0523(15) 0.100(2) 0.0525(14) 0.0338(14) 0.0048(12) -0.0064(15) N9 0.0624(16) 0.094(2) 0.130(2) 0.0562(19) 0.0452(16) 0.0111(16) N10 0.0593(14) 0.0772(19) 0.0715(16) 0.0087(15) 0.0263(13) -0.0229(14) N11 0.0663(18) 0.082(2) 0.126(3) 0.031(2) 0.0320(18) -0.0032(17) N12 0.0498(15) 0.0799(19) 0.0853(19) -0.0235(17) 0.0083(14) -0.0155(15) O1 0.103(2) 0.0670(17) 0.174(3) 0.0152(19) 0.021(2) -0.0238(16) O2 0.0850(19) 0.103(2) 0.246(4) 0.061(2) 0.043(2) -0.0210(18) O3 0.109(2) 0.154(2) 0.238(4) 0.121(2) -0.011(2) -0.066(2) O4 0.135(3) 0.267(3) 0.1196(19) 0.140(2) -0.0403(19) -0.086(3) O5 0.1161(18) 0.109(2) 0.0541(13) -0.0133(13) 0.0274(13) -0.0455(16) O6 0.1067(16) 0.0620(14) 0.1104(17) -0.0300(13) 0.0626(13) -0.0403(13) C41 0.0403(16) 0.110(3) 0.074(2) -0.0483(19) 0.0164(15) -0.0070(18) C42 0.0434(16) 0.090(2) 0.0530(18) -0.0045(18) -0.0004(14) 0.0043(17) C43 0.0453(15) 0.0500(18) 0.0634(18) -0.0129(15) 0.0145(14) -0.0085(14) C44 0.0620(17) 0.0576(19) 0.0658(18) -0.0239(15) 0.0258(15) -0.0230(16) C45 0.0435(17) 0.085(2) 0.098(3) -0.034(2) 0.0124(17) -0.0185(17) C46 0.0415(16) 0.080(2) 0.077(2) -0.0283(18) 0.0112(15) -0.0135(16) C47 0.0362(16) 0.098(3) 0.119(3) -0.041(2) 0.0162(18) -0.0106(18) C48 0.068(2) 0.079(3) 0.144(4) -0.024(3) 0.026(2) -0.014(2) C49 0.0434(18) 0.106(3) 0.106(3) 0.033(2) -0.0041(19) -0.009(2) C50 0.085(3) 0.141(4) 0.056(2) -0.012(2) 0.007(2) 0.006(3) C51 0.067(2) 0.179(5) 0.110(3) -0.064(3) 0.012(2) 0.017(3) C52 0.069(2) 0.134(3) 0.110(3) -0.061(2) 0.0472(19) -0.019(2) N25 0.0551(14) 0.0722(18) 0.0772(16) -0.0250(14) 0.0273(13) -0.0086(14) N26 0.122(3) 0.149(3) 0.101(3) -0.036(2) 0.007(2) 0.050(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C21 O9 1.198(4) . ? C21 N13 1.364(4) . ? C21 N14 1.367(4) . ? C22 N15 1.442(4) . ? C22 N13 1.465(4) . ? C22 C23 1.543(4) . ? C23 N14 1.431(4) . ? C23 N16 1.457(4) . ? C24 O12 1.214(4) . ? C24 N15 1.368(4) . ? C24 N16 1.382(4) . ? C25 N17 1.419(4) . ? C25 N14 1.480(4) . ? C26 N19 1.431(4) . ? C26 N16 1.449(4) . ? C27 O8 1.228(4) . ? C27 N18 1.356(4) . ? C27 N17 1.360(4) . ? C28 N19 1.453(4) . ? C28 N17 1.466(4) . ? C28 C38 1.533(4) . ? C28 C29 1.611(4) . ? C29 N18 1.473(4) . ? C29 N20 1.475(4) . ? C29 C39 1.501(4) . ? C30 O11 1.223(4) . ? C30 N20 1.343(4) . ? C30 N19 1.387(4) . ? C31 N18 1.465(4) . ? C31 N21 1.477(4) . ? C32 N20 1.443(4) . ? C32 N23 1.453(4) . ? C33 O7 1.236(4) . ? C33 N21 1.338(4) . ? C33 N22 1.388(4) . ? C34 N21 1.425(4) . ? C34 N23 1.458(4) . ? C34 C35 1.558(4) . ? C35 N24 1.447(4) . ? C35 N22 1.468(4) . ? C36 O10 1.226(4) . ? C36 N23 1.338(4) . ? C36 N24 1.402(4) . ? C37 N24 1.395(4) . ? C37 N13 1.465(4) 3_556 ? C40 N15 1.444(4) . ? C40 N22 1.447(4) 3_556 ? N13 C37 1.465(4) 3_556 ? N22 C40 1.447(4) 3_556 ? C1 O1 1.248(5) . ? C1 N2 1.345(5) . ? C1 N5 1.383(4) . ? C2 N2 1.422(4) . ? C2 N4 1.465(6) . ? C2 C3 1.488(5) . ? C3 N5 1.438(5) . ? C3 N6 1.446(5) . ? C4 O4 1.252(6) . ? C4 N6 1.365(5) . ? C4 N4 1.395(6) . ? C5 N7 1.446(5) . ? C5 N5 1.469(5) . ? C6 N8 1.392(5) . ? C6 N6 1.457(4) . ? C7 O2 1.249(5) . ? C7 N9 1.363(5) . ? C7 N7 1.377(6) . ? C8 C19 1.462(5) . ? C8 N8 1.466(4) . ? C8 N7 1.480(4) . ? C8 C9 1.615(5) . ? C9 N9 1.428(5) . ? C9 N10 1.479(5) . ? C9 C20 1.537(6) . ? C10 O5 1.222(4) . ? C10 N10 1.367(5) . ? C10 N8 1.380(4) . ? C11 N9 1.449(6) . ? C11 N11 1.472(7) . ? C12 N12 1.435(5) . ? C12 N10 1.436(5) . ? C13 N11 1.385(5) . ? C13 N12 1.439(5) . ? C13 C17 1.545(6) 3_667 ? C14 O6 1.228(5) . ? C14 N1 1.370(5) 3_667 ? C14 N12 1.372(5) . ? C15 N1 1.424(5) . ? C15 N2 1.435(4) . ? C16 N3 1.449(6) . ? C16 N4 1.454(5) . ? C17 N3 1.420(5) . ? C17 N1 1.471(5) . ? C17 C13 1.545(6) 3_667 ? C18 O3 1.291(6) . ? C18 N3 1.303(6) . ? C18 N11 1.385(6) 3_667 ? N1 C14 1.370(5) 3_667 ? N11 C18 1.385(6) 3_667 ? C41 C42 1.373(5) . ? C41 C46 1.374(5) . ? C42 C43 1.377(5) . ? C43 C44 1.349(4) . ? C43 N25 1.457(4) . ? C44 C45 1.419(5) . ? C45 C46 1.402(5) . ? C46 C47 1.484(5) . ? C47 C48 1.388(6) . ? C47 C52 1.395(6) . ? C48 C49 1.572(7) . ? C49 C50 1.324(6) . ? C50 C51 1.303(7) . ? C50 N26 1.542(6) . ? C51 C52 1.339(6) . ? 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 O9 C21 N13 126.5(3) . . ? O9 C21 N14 126.2(3) . . ? N13 C21 N14 107.4(3) . . ? N15 C22 N13 116.1(2) . . ? N15 C22 C23 104.4(2) . . ? N13 C22 C23 101.6(2) . . ? N14 C23 N16 115.2(2) . . ? N14 C23 C22 104.6(2) . . ? N16 C23 C22 102.6(2) . . ? O12 C24 N15 126.4(3) . . ? O12 C24 N16 125.7(3) . . ? N15 C24 N16 107.8(3) . . ? N17 C25 N14 113.4(2) . . ? N19 C26 N16 115.0(3) . . ? O8 C27 N18 125.1(3) . . ? O8 C27 N17 125.4(3) . . ? N18 C27 N17 109.5(2) . . ? N19 C28 N17 112.9(2) . . ? N19 C28 C38 110.8(3) . . ? N17 C28 C38 112.6(3) . . ? N19 C28 C29 102.8(2) . . ? N17 C28 C29 102.9(2) . . ? C38 C28 C29 114.2(3) . . ? N18 C29 N20 112.2(2) . . ? N18 C29 C39 111.3(3) . . ? N20 C29 C39 113.7(3) . . ? N18 C29 C28 100.9(2) . . ? N20 C29 C28 101.3(2) . . ? C39 C29 C28 116.4(3) . . ? O11 C30 N20 124.7(3) . . ? O11 C30 N19 126.3(3) . . ? N20 C30 N19 109.0(2) . . ? N18 C31 N21 112.4(2) . . ? N20 C32 N23 113.5(2) . . ? O7 C33 N21 127.7(3) . . ? O7 C33 N22 124.3(3) . . ? N21 C33 N22 107.9(3) . . ? N21 C34 N23 115.8(2) . . ? N21 C34 C35 104.3(2) . . ? N23 C34 C35 103.4(2) . . ? N24 C35 N22 115.0(2) . . ? N24 C35 C34 103.3(2) . . ? N22 C35 C34 101.3(2) . . ? O10 C36 N23 127.5(3) . . ? O10 C36 N24 123.4(3) . . ? N23 C36 N24 109.1(3) . . ? N24 C37 N13 115.0(2) . 3_556 ? N15 C40 N22 114.0(2) . 3_556 ? C21 N13 C37 123.0(3) . 3_556 ? C21 N13 C22 113.3(3) . . ? C37 N13 C22 122.1(3) 3_556 . ? C21 N14 C23 112.7(3) . . ? C21 N14 C25 122.0(3) . . ? C23 N14 C25 123.2(3) . . ? C24 N15 C22 112.5(2) . . ? C24 N15 C40 122.4(3) . . ? C22 N15 C40 124.3(2) . . ? C24 N16 C26 122.7(3) . . ? C24 N16 C23 112.6(2) . . ? C26 N16 C23 124.5(3) . . ? C27 N17 C25 121.6(3) . . ? C27 N17 C28 112.6(2) . . ? C25 N17 C28 125.6(2) . . ? C27 N18 C31 121.1(2) . . ? C27 N18 C29 113.9(2) . . ? C31 N18 C29 123.6(2) . . ? C30 N19 C26 120.5(2) . . ? C30 N19 C28 112.8(2) . . ? C26 N19 C28 126.1(2) . . ? C30 N20 C32 121.7(3) . . ? C30 N20 C29 114.0(2) . . ? C32 N20 C29 124.3(2) . . ? C33 N21 C34 113.8(2) . . ? C33 N21 C31 123.5(3) . . ? C34 N21 C31 122.6(3) . . ? C33 N22 C40 121.9(3) . 3_556 ? C33 N22 C35 112.1(2) . . ? C40 N22 C35 122.7(2) 3_556 . ? C36 N23 C32 121.0(3) . . ? C36 N23 C34 112.2(3) . . ? C32 N23 C34 121.8(3) . . ? C37 N24 C36 123.9(3) . . ? C37 N24 C35 124.3(3) . . ? C36 N24 C35 111.2(2) . . ? O1 C1 N2 123.6(3) . . ? O1 C1 N5 126.1(4) . . ? N2 C1 N5 110.3(3) . . ? N2 C2 N4 114.7(4) . . ? N2 C2 C3 107.5(3) . . ? N4 C2 C3 101.7(3) . . ? N5 C3 N6 113.3(3) . . ? N5 C3 C2 102.9(3) . . ? N6 C3 C2 106.6(3) . . ? O4 C4 N6 126.1(4) . . ? O4 C4 N4 128.1(4) . . ? N6 C4 N4 105.8(4) . . ? N7 C5 N5 110.4(3) . . ? N8 C6 N6 115.6(3) . . ? O2 C7 N9 126.1(4) . . ? O2 C7 N7 124.7(4) . . ? N9 C7 N7 109.2(4) . . ? C19 C8 N8 112.3(3) . . ? C19 C8 N7 112.6(3) . . ? N8 C8 N7 112.6(3) . . ? C19 C8 C9 114.8(3) . . ? N8 C8 C9 103.4(3) . . ? N7 C8 C9 100.2(3) . . ? N9 C9 N10 113.3(3) . . ? N9 C9 C20 111.4(4) . . ? N10 C9 C20 110.9(3) . . ? N9 C9 C8 104.4(3) . . ? N10 C9 C8 102.0(3) . . ? C20 C9 C8 114.3(3) . . ? O5 C10 N10 125.6(3) . . ? O5 C10 N8 123.2(3) . . ? N10 C10 N8 111.0(3) . . ? N9 C11 N11 116.9(4) . . ? N12 C12 N10 116.0(3) . . ? N11 C13 N12 115.5(3) . . ? N11 C13 C17 102.9(3) . 3_667 ? N12 C13 C17 104.2(3) . 3_667 ? O6 C14 N1 124.1(4) . 3_667 ? O6 C14 N12 127.3(4) . . ? N1 C14 N12 108.4(3) 3_667 . ? N1 C15 N2 113.2(3) . . ? N3 C16 N4 112.1(4) . . ? N3 C17 N1 113.6(3) . . ? N3 C17 C13 104.4(3) . 3_667 ? N1 C17 C13 102.7(3) . 3_667 ? O3 C18 N3 134.5(4) . . ? O3 C18 N11 114.8(5) . 3_667 ? N3 C18 N11 110.6(4) . 3_667 ? C14 N1 C15 123.9(4) 3_667 . ? C14 N1 C17 112.0(3) 3_667 . ? C15 N1 C17 124.0(3) . . ? C1 N2 C2 108.8(3) . . ? C1 N2 C15 122.3(3) . . ? C2 N2 C15 124.9(3) . . ? C18 N3 C17 110.2(3) . . ? C18 N3 C16 120.6(4) . . ? C17 N3 C16 124.8(4) . . ? C4 N4 C16 125.2(4) . . ? C4 N4 C2 113.5(3) . . ? C16 N4 C2 121.3(4) . . ? C1 N5 C3 110.0(3) . . ? C1 N5 C5 122.8(3) . . ? C3 N5 C5 123.5(3) . . ? C4 N6 C3 112.1(3) . . ? C4 N6 C6 122.9(3) . . ? C3 N6 C6 123.6(3) . . ? C7 N7 C5 119.8(3) . . ? C7 N7 C8 113.1(3) . . ? C5 N7 C8 126.4(3) . . ? C10 N8 C6 122.1(3) . . ? C10 N8 C8 111.4(3) . . ? C6 N8 C8 126.4(3) . . ? C7 N9 C9 113.0(3) . . ? C7 N9 C11 121.0(4) . . ? C9 N9 C11 125.9(3) . . ? C10 N10 C12 122.2(3) . . ? C10 N10 C9 112.1(3) . . ? C12 N10 C9 125.7(3) . . ? C18 N11 C13 111.0(4) 3_667 . ? C18 N11 C11 127.3(4) 3_667 . ? C13 N11 C11 121.1(4) . . ? C14 N12 C12 122.4(3) . . ? C14 N12 C13 112.6(3) . . ? C12 N12 C13 123.4(3) . . ? C42 C41 C46 122.9(3) . . ? C41 C42 C43 119.3(3) . . ? C44 C43 C42 120.3(3) . . ? C44 C43 N25 119.4(3) . . ? C42 C43 N25 120.2(3) . . ? C43 C44 C45 120.7(3) . . ? C46 C45 C44 119.3(3) . . ? C41 C46 C45 117.4(3) . . ? C41 C46 C47 120.9(3) . . ? C45 C46 C47 121.6(4) . . ? C48 C47 C52 116.9(4) . . ? C48 C47 C46 121.5(4) . . ? C52 C47 C46 121.6(4) . . ? C47 C48 C49 115.4(4) . . ? C50 C49 C48 116.1(4) . . ? C51 C50 C49 128.5(5) . . ? C51 C50 N26 120.5(4) . . ? C49 C50 N26 111.0(4) . . ? C50 C51 C52 115.1(5) . . ? C51 C52 C47 127.9(4) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.988 _refine_diff_density_min -0.875 _refine_diff_density_rms 0.090 # Attachment 'compound 2.cif' data_p2 _database_code_depnum_ccdc_archive 'CCDC 718846' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C55 H64 Cl2 N26 O12' _chemical_formula_weight 1352.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'p -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 16.897(9) _cell_length_b 18.037(9) _cell_length_c 18.475(10) _cell_angle_alpha 68.835(8) _cell_angle_beta 69.689(7) _cell_angle_gamma 73.900(8) _cell_volume 4849(4) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.23 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.926 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1412 _exptl_absorpt_coefficient_mu 0.121 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9716 _exptl_absorpt_correction_T_max 0.9786 _exptl_absorpt_process_details 'SADABS (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 SMART CCD Area Detector' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 24565 _diffrn_reflns_av_R_equivalents 0.0833 _diffrn_reflns_av_sigmaI/netI 0.2155 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.23 _diffrn_reflns_theta_max 25.00 _reflns_number_total 15535 _reflns_number_gt 5499 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1252P)^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 15535 _refine_ls_number_parameters 858 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1706 _refine_ls_R_factor_gt 0.0966 _refine_ls_wR_factor_ref 0.2653 _refine_ls_wR_factor_gt 0.2334 _refine_ls_goodness_of_fit_ref 0.816 _refine_ls_restrained_S_all 0.816 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.58830(11) 0.23006(13) 0.68661(11) 0.1837(8) Uani 1 1 d . . . Cl2 Cl -0.1292(2) 0.41658(15) 0.98903(17) 0.2617(15) Uani 1 1 d . . . C1 C 0.28985(17) 0.05631(15) 0.76630(18) 0.0382(9) Uani 1 1 d . . . C2 C 0.36266(17) 0.16055(14) 0.74103(16) 0.0340(8) Uani 1 1 d . . . H2 H 0.4178 0.1514 0.7532 0.041 Uiso 1 1 calc R . . C3 C 0.28525(17) 0.15776(14) 0.81685(17) 0.0358(9) Uani 1 1 d . . . H3 H 0.3043 0.1467 0.8653 0.043 Uiso 1 1 calc R . . C4 C 0.27338(17) 0.28582(16) 0.72293(16) 0.0376(9) Uani 1 1 d . . . C5 C 0.18332(17) 0.05947(15) 0.89609(17) 0.0355(9) Uani 1 1 d . . . H5A H 0.1985 0.0593 0.9427 0.043 Uiso 1 1 calc R . . H5B H 0.1877 0.0031 0.8993 0.043 Uiso 1 1 calc R . . C6 C 0.16183(17) 0.27002(15) 0.85579(16) 0.0347(8) Uani 1 1 d . . . H6A H 0.1761 0.2514 0.9073 0.042 Uiso 1 1 calc R . . H6B H 0.1529 0.3292 0.8383 0.042 Uiso 1 1 calc R . . C7 C 0.03681(17) 0.06404(15) 0.89538(16) 0.0346(9) Uani 1 1 d . . . C8 C 0.05494(18) 0.17274(15) 0.92846(18) 0.0410(10) Uani 1 1 d . . . C9 C -0.04119(17) 0.18182(16) 0.92953(16) 0.0334(9) Uani 1 1 d . . . C10 C 0.02434(18) 0.29126(15) 0.82678(17) 0.0368(9) Uani 1 1 d . . . C11 C -0.11737(17) 0.08525(15) 0.91381(15) 0.0326(9) Uani 1 1 d . . . H11A H -0.1083 0.0262 0.9283 0.039 Uiso 1 1 calc R . . H11B H -0.1675 0.1024 0.9546 0.039 Uiso 1 1 calc R . . C12 C -0.12417(18) 0.29620(16) 0.83473(18) 0.0444(10) Uani 1 1 d . . . H12A H -0.1196 0.3532 0.8075 0.053 Uiso 1 1 calc R . . H12B H -0.1720 0.2932 0.8839 0.053 Uiso 1 1 calc R . . C13 C -0.11879(17) 0.07425(16) 0.78499(17) 0.0373(9) Uani 1 1 d . . . C14 C -0.18752(18) 0.19620(15) 0.81230(17) 0.0377(9) Uani 1 1 d . . . H14 H -0.2405 0.2037 0.8559 0.045 Uiso 1 1 calc R . . C15 C -0.20720(18) 0.19620(15) 0.73783(18) 0.0414(9) Uani 1 1 d . . . H15 H -0.2689 0.1979 0.7472 0.050 Uiso 1 1 calc R . . C16 C -0.14426(17) 0.30678(15) 0.70487(18) 0.0401(9) Uani 1 1 d . . . C17 C -0.15581(19) 0.08866(15) 0.66349(18) 0.0429(9) Uani 1 1 d . . . H17A H -0.1391 0.0298 0.6812 0.051 Uiso 1 1 calc R . . H17B H -0.2148 0.1004 0.6600 0.051 Uiso 1 1 calc R . . C18 C -0.19632(17) 0.29718(16) 0.59836(16) 0.0361(9) Uani 1 1 d . . . H18A H -0.2502 0.2818 0.6048 0.043 Uiso 1 1 calc R . . H18B H -0.2047 0.3563 0.5813 0.043 Uiso 1 1 calc R . . C19 C -0.02017(16) 0.08143(14) 0.55668(17) 0.0342(8) Uani 1 1 d . . . C20 C -0.12766(17) 0.19097(15) 0.52039(16) 0.0353(8) Uani 1 1 d . . . C21 C -0.04455(16) 0.18982(14) 0.44561(15) 0.0281(7) Uani 1 1 d . . . C22 C -0.06843(16) 0.30814(14) 0.48344(16) 0.0281(8) Uani 1 1 d . . . C23 C 0.09316(17) 0.08460(14) 0.42802(17) 0.0344(8) Uani 1 1 d . . . H23A H 0.1055 0.0265 0.4543 0.041 Uiso 1 1 calc R . . H23B H 0.0836 0.0916 0.3764 0.041 Uiso 1 1 calc R . . C24 C 0.04964(16) 0.30005(15) 0.36127(17) 0.0352(9) Uani 1 1 d . . . H24A H 0.0469 0.2926 0.3123 0.042 Uiso 1 1 calc R . . H24B H 0.0400 0.3582 0.3533 0.042 Uiso 1 1 calc R . . C25 C 0.24206(17) 0.07166(16) 0.43369(16) 0.0370(9) Uani 1 1 d . . . C26 C 0.18392(18) 0.19152(14) 0.34805(18) 0.0383(9) Uani 1 1 d . . . H26 H 0.1782 0.1916 0.2965 0.046 Uiso 1 1 calc R . . C27 C 0.27615(17) 0.19222(15) 0.34296(17) 0.0396(9) Uani 1 1 d . . . H27 H 0.3140 0.1990 0.2872 0.048 Uiso 1 1 calc R . . C28 C 0.18268(19) 0.30404(16) 0.38408(17) 0.0386(9) Uani 1 1 d . . . C29 C 0.39118(17) 0.08436(17) 0.40146(18) 0.0440(10) Uani 1 1 d . . . H29A H 0.3997 0.0253 0.4179 0.053 Uiso 1 1 calc R . . H29B H 0.4299 0.1020 0.3473 0.053 Uiso 1 1 calc R . . C30 C 0.33928(18) 0.29609(16) 0.36725(18) 0.0448(9) Uani 1 1 d . . . H30A H 0.3851 0.2918 0.3180 0.054 Uiso 1 1 calc R . . H30B H 0.3207 0.3534 0.3642 0.054 Uiso 1 1 calc R . . C31 C 0.40618(17) 0.06052(16) 0.53375(18) 0.0415(10) Uani 1 1 d . . . C32 C 0.44302(16) 0.18351(16) 0.44146(18) 0.0379(9) Uani 1 1 d . . . C33 C 0.46079(18) 0.17439(17) 0.52351(18) 0.0437(10) Uani 1 1 d . . . C34 C 0.35253(19) 0.28586(17) 0.49753(19) 0.0460(10) Uani 1 1 d . . . C35 C 0.42875(18) 0.06073(16) 0.65847(17) 0.0398(10) Uani 1 1 d . . . H35A H 0.4819 0.0650 0.6657 0.048 Uiso 1 1 calc R . . H35B H 0.4273 0.0032 0.6724 0.048 Uiso 1 1 calc R . . C36 C 0.40433(17) 0.27026(17) 0.61080(17) 0.0427(9) Uani 1 1 d . . . H36A H 0.3918 0.3294 0.5940 0.051 Uiso 1 1 calc R . . H36B H 0.4622 0.2536 0.6179 0.051 Uiso 1 1 calc R . . C37 C 0.0669(2) 0.15894(18) 1.01234(17) 0.0491(10) Uani 1 1 d . . . H37A H 0.0467 0.1098 1.0497 0.074 Uiso 1 1 calc R . . H37B H 0.0343 0.2043 1.0326 0.074 Uiso 1 1 calc R . . H37C H 0.1271 0.1541 1.0071 0.074 Uiso 1 1 calc R . . C38 C -0.1102(2) 0.19690(17) 1.00320(18) 0.0494(11) Uani 1 1 d . . . H38A H -0.1070 0.2470 1.0096 0.074 Uiso 1 1 calc R . . H38B H -0.1021 0.1527 1.0506 0.074 Uiso 1 1 calc R . . H38C H -0.1659 0.2008 0.9968 0.074 Uiso 1 1 calc R . . C39 C -0.21016(19) 0.18732(17) 0.50914(18) 0.0480(10) Uani 1 1 d . . . H39A H -0.2252 0.2347 0.4668 0.072 Uiso 1 1 calc R . . H39B H -0.2553 0.1858 0.5592 0.072 Uiso 1 1 calc R . . H39C H -0.2033 0.1392 0.4942 0.072 Uiso 1 1 calc R . . C40 C -0.06092(17) 0.18489(16) 0.37071(16) 0.0397(9) Uani 1 1 d . . . H40A H -0.0790 0.1340 0.3833 0.060 Uiso 1 1 calc R . . H40B H -0.0086 0.1883 0.3267 0.060 Uiso 1 1 calc R . . H40C H -0.1055 0.2292 0.3549 0.060 Uiso 1 1 calc R . . C41 C 0.51772(19) 0.1986(2) 0.36570(19) 0.0550(11) Uani 1 1 d . . . H41A H 0.5351 0.2487 0.3572 0.082 Uiso 1 1 calc R . . H41B H 0.5003 0.2023 0.3196 0.082 Uiso 1 1 calc R . . H41C H 0.5654 0.1544 0.3721 0.082 Uiso 1 1 calc R . . C42 C 0.55374(18) 0.17011(19) 0.51985(18) 0.0499(10) Uani 1 1 d . . . H42A H 0.5723 0.2207 0.4850 0.075 Uiso 1 1 calc R . . H42B H 0.5900 0.1264 0.4985 0.075 Uiso 1 1 calc R . . H42C H 0.5578 0.1605 0.5737 0.075 Uiso 1 1 calc R . . N1 N 0.23465(15) 0.24071(13) 0.79665(14) 0.0411(8) Uani 1 1 d . . . N2 N 0.34337(14) 0.23996(13) 0.68776(13) 0.0348(7) Uani 1 1 d . . . N3 N 0.40249(14) 0.24195(12) 0.54788(14) 0.0378(7) Uani 1 1 d . . . N4 N 0.37221(14) 0.25323(12) 0.43720(14) 0.0380(7) Uani 1 1 d . . . N5 N 0.26664(14) 0.26293(12) 0.37194(14) 0.0383(7) Uani 1 1 d . . . N6 N 0.13417(14) 0.26522(13) 0.37154(14) 0.0401(7) Uani 1 1 d . . . N7 N -0.01820(14) 0.26614(12) 0.42820(13) 0.0341(7) Uani 1 1 d . . . N8 N -0.12947(14) 0.26759(12) 0.53480(13) 0.0377(7) Uani 1 1 d . . . N9 N -0.17746(14) 0.26649(12) 0.67670(14) 0.0375(7) Uani 1 1 d . . . N10 N -0.14270(14) 0.26374(12) 0.78175(13) 0.0361(7) Uani 1 1 d . . . N11 N -0.04527(14) 0.25327(12) 0.85705(13) 0.0352(7) Uani 1 1 d . . . N12 N 0.08323(14) 0.24547(12) 0.86921(13) 0.0353(7) Uani 1 1 d . . . N13 N 0.09594(15) 0.09891(12) 0.90189(14) 0.0390(8) Uani 1 1 d . . . N14 N -0.04271(14) 0.10904(12) 0.91568(13) 0.0344(7) Uani 1 1 d . . . N15 N -0.13528(14) 0.11918(12) 0.83582(12) 0.0304(7) Uani 1 1 d . . . N16 N -0.15465(15) 0.12007(13) 0.72391(14) 0.0396(8) Uani 1 1 d . . . N17 N -0.10166(13) 0.11900(11) 0.58474(13) 0.0321(7) Uani 1 1 d . . . N18 N 0.01308(13) 0.11906(12) 0.47911(13) 0.0295(7) Uani 1 1 d . . . N19 N 0.16650(14) 0.11795(12) 0.41182(15) 0.0409(8) Uani 1 1 d . . . N20 N 0.30264(14) 0.11648(13) 0.39731(15) 0.0425(8) Uani 1 1 d . . . N21 N 0.41413(14) 0.10846(12) 0.45591(13) 0.0364(7) Uani 1 1 d . . . N22 N 0.43034(14) 0.09781(13) 0.57546(13) 0.0367(7) Uani 1 1 d . . . N23 N 0.35592(14) 0.09588(13) 0.71468(14) 0.0386(7) Uani 1 1 d . . . N24 N 0.24358(15) 0.09465(13) 0.82514(14) 0.0386(8) Uani 1 1 d . . . O1 O 0.27402(13) -0.00487(11) 0.76186(12) 0.0495(7) Uani 1 1 d . . . O2 O 0.05432(12) 0.00050(10) 0.87894(11) 0.0385(6) Uani 1 1 d . . . O3 O -0.07868(12) 0.00572(10) 0.79243(11) 0.0422(6) Uani 1 1 d . . . O4 O 0.01683(12) 0.02054(10) 0.59756(12) 0.0455(6) Uani 1 1 d . . . O5 O 0.24554(12) 0.00185(11) 0.47737(14) 0.0591(7) Uani 1 1 d . . . O6 O 0.38324(13) -0.00581(11) 0.56356(12) 0.0483(7) Uani 1 1 d . . . O7 O -0.05761(11) 0.37337(10) 0.48077(11) 0.0388(6) Uani 1 1 d . . . O8 O 0.16058(12) 0.36941(10) 0.40008(12) 0.0466(7) Uani 1 1 d . . . O9 O 0.30010(12) 0.34887(11) 0.50394(12) 0.0507(7) Uani 1 1 d . . . O10 O 0.24672(13) 0.35877(10) 0.69310(12) 0.0462(7) Uani 1 1 d . . . O11 O 0.03193(13) 0.35390(11) 0.77428(12) 0.0496(7) Uani 1 1 d . . . O12 O -0.11721(13) 0.37154(10) 0.66710(12) 0.0451(6) Uani 1 1 d . . . C43 C -0.14327(18) 0.09872(16) 1.27143(18) 0.0438(9) Uani 1 1 d . . . C44 C -0.22088(19) 0.12580(18) 1.3218(2) 0.0583(11) Uani 1 1 d . . . H44 H -0.2520 0.0889 1.3657 0.070 Uiso 1 1 calc R . . C45 C -0.0974(2) 0.14853(19) 1.21320(19) 0.0558(11) Uani 1 1 d . . . H45 H -0.0444 0.1281 1.1819 0.067 Uiso 1 1 calc R . . C46 C -0.25115(19) 0.20822(19) 1.3060(2) 0.0550(11) Uani 1 1 d . . . H46 H -0.3038 0.2282 1.3380 0.066 Uiso 1 1 calc R . . C47 C -0.1236(2) 0.2284(2) 1.1965(2) 0.0607(11) Uani 1 1 d . . . H47 H -0.0891 0.2633 1.1539 0.073 Uiso 1 1 calc R . . C48 C -0.2026(2) 0.26022(17) 1.24234(18) 0.0479(10) Uani 1 1 d . . . C49 C -0.2321(2) 0.35234(17) 1.2243(2) 0.0731(12) Uani 1 1 d . . . H49A H -0.2140 0.3776 1.1658 0.088 Uiso 1 1 calc R . . H49B H -0.2948 0.3641 1.2420 0.088 Uiso 1 1 calc R . . C50 C -0.1962(2) 0.38976(16) 1.2658(2) 0.0561(10) Uani 1 1 d . . . C51 C -0.2391(2) 0.39715(17) 1.34086(19) 0.0510(11) Uani 1 1 d . . . H51 H -0.2888 0.3741 1.3693 0.061 Uiso 1 1 calc R . . C52 C -0.1234(2) 0.42517(18) 1.2231(2) 0.0643(12) Uani 1 1 d . . . H52 H -0.0927 0.4205 1.1712 0.077 Uiso 1 1 calc R . . C53 C -0.2125(2) 0.43684(17) 1.3764(2) 0.0520(11) Uani 1 1 d . . . H53 H -0.2424 0.4390 1.4292 0.062 Uiso 1 1 calc R . . C54 C -0.0955(2) 0.46830(17) 1.25801(18) 0.0484(11) Uani 1 1 d . . . H54 H -0.0466 0.4926 1.2293 0.058 Uiso 1 1 calc R . . C55 C -0.14055(17) 0.47421(15) 1.33388(19) 0.0434(9) Uani 1 1 d . . . N25 N -0.11205(19) 0.00897(15) 1.28923(17) 0.0717(10) Uani 1 1 d . . . H25A H -0.0949 -0.0047 1.2432 0.108 Uiso 1 1 calc R . . H25B H -0.1549 -0.0172 1.3245 0.108 Uiso 1 1 calc R . . H25C H -0.0678 -0.0048 1.3107 0.108 Uiso 1 1 calc R . . N26 N -0.11742(15) 0.52474(13) 1.36580(16) 0.0507(9) Uani 1 1 d . . . H26A H -0.0600 0.5205 1.3506 0.076 Uiso 1 1 calc R . . H26B H -0.1364 0.5089 1.4201 0.076 Uiso 1 1 calc R . . H26C H -0.1414 0.5764 1.3466 0.076 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 0.1566(11) 0.2545(18) 0.1667(12) -0.0511(12) -0.0753(10) -0.0513(13) Cl2 0.355(3) 0.1973(18) 0.200(2) -0.0267(17) -0.043(2) -0.084(2) C1 0.0305(15) 0.0299(14) 0.0535(16) -0.0164(12) -0.0143(13) 0.0046(13) C2 0.0340(14) 0.0296(13) 0.0467(15) -0.0174(11) -0.0185(12) -0.0003(12) C3 0.0489(15) 0.0171(12) 0.0455(15) -0.0045(11) -0.0239(12) -0.0047(12) C4 0.0346(15) 0.0464(15) 0.0372(15) -0.0185(12) -0.0097(12) -0.0075(13) C5 0.0325(16) 0.0316(13) 0.0397(15) -0.0182(12) 0.0026(13) -0.0070(13) C6 0.0501(16) 0.0249(12) 0.0350(14) -0.0108(11) -0.0174(12) -0.0056(13) C7 0.0348(15) 0.0351(14) 0.0360(15) -0.0134(12) -0.0024(12) -0.0148(13) C8 0.0410(17) 0.0245(13) 0.0554(17) -0.0202(12) -0.0076(14) 0.0016(13) C9 0.0342(15) 0.0304(14) 0.0277(14) -0.0061(12) -0.0036(12) -0.0031(13) C10 0.0422(16) 0.0288(13) 0.0378(15) -0.0171(12) -0.0050(13) -0.0016(13) C11 0.0462(16) 0.0195(13) 0.0248(14) 0.0079(11) -0.0056(13) -0.0193(13) C12 0.0500(16) 0.0256(14) 0.0580(17) -0.0095(13) -0.0280(14) 0.0062(14) C13 0.0301(15) 0.0302(14) 0.0428(16) -0.0033(13) -0.0105(13) -0.0009(13) C14 0.0346(16) 0.0331(14) 0.0435(16) -0.0156(12) -0.0036(13) -0.0065(13) C15 0.0278(14) 0.0277(14) 0.0691(18) -0.0152(13) -0.0189(13) 0.0030(13) C16 0.0353(14) 0.0287(13) 0.0663(17) -0.0216(12) -0.0271(12) 0.0062(12) C17 0.0599(17) 0.0156(12) 0.0585(17) 0.0007(12) -0.0263(14) -0.0174(13) C18 0.0343(14) 0.0293(14) 0.0460(15) -0.0118(12) -0.0235(12) 0.0095(13) C19 0.0385(14) 0.0230(12) 0.0534(15) -0.0137(11) -0.0208(12) -0.0102(12) C20 0.0458(15) 0.0233(12) 0.0491(15) -0.0089(11) -0.0267(12) -0.0093(12) C21 0.0325(13) 0.0256(12) 0.0360(13) -0.0156(10) -0.0151(11) -0.0041(11) C22 0.0328(14) 0.0116(12) 0.0332(14) 0.0028(11) -0.0138(11) 0.0001(11) C23 0.0431(15) 0.0189(12) 0.0445(15) -0.0108(11) -0.0146(12) -0.0052(12) C24 0.0339(14) 0.0199(13) 0.0493(16) -0.0035(12) -0.0216(12) 0.0032(12) C25 0.0395(15) 0.0364(15) 0.0344(14) -0.0108(12) -0.0211(12) 0.0092(13) C26 0.0509(17) 0.0212(12) 0.0445(16) -0.0169(11) -0.0075(14) -0.0062(13) C27 0.0377(15) 0.0413(14) 0.0452(15) -0.0262(12) -0.0150(12) 0.0078(13) C28 0.0501(17) 0.0279(14) 0.0336(15) -0.0097(12) -0.0138(13) 0.0034(14) C29 0.0293(15) 0.0428(15) 0.0610(18) -0.0215(14) -0.0157(13) 0.0049(14) C30 0.0552(16) 0.0315(14) 0.0579(16) -0.0147(12) -0.0357(13) 0.0048(14) C31 0.0205(15) 0.0470(15) 0.0524(17) -0.0301(13) 0.0001(13) 0.0091(13) C32 0.0211(14) 0.0336(14) 0.0533(17) -0.0114(13) -0.0142(12) 0.0069(13) C33 0.0317(16) 0.0461(15) 0.0576(17) -0.0249(13) -0.0097(14) -0.0038(14) C34 0.0421(17) 0.0374(15) 0.0569(18) -0.0132(14) -0.0170(14) -0.0011(14) C35 0.0312(16) 0.0247(14) 0.0458(18) 0.0011(13) -0.0046(14) -0.0009(13) C36 0.0339(14) 0.0500(16) 0.0575(16) -0.0204(13) -0.0252(12) -0.0049(13) C37 0.0658(18) 0.0390(16) 0.0403(16) -0.0027(14) -0.0283(14) -0.0002(16) C38 0.0623(19) 0.0317(15) 0.0467(18) -0.0007(14) -0.0198(15) -0.0051(15) C39 0.0601(18) 0.0352(15) 0.0524(17) -0.0091(13) -0.0306(14) 0.0005(15) C40 0.0444(15) 0.0464(15) 0.0412(14) -0.0191(12) -0.0223(12) -0.0057(14) C41 0.0358(17) 0.076(2) 0.0487(18) -0.0189(16) -0.0096(15) -0.0043(17) C42 0.0443(16) 0.0634(18) 0.0509(17) -0.0168(14) -0.0200(13) -0.0139(15) N1 0.0455(13) 0.0312(11) 0.0492(13) -0.0124(10) -0.0194(11) -0.0015(11) N2 0.0275(12) 0.0345(11) 0.0399(13) -0.0112(10) -0.0082(10) -0.0027(10) N3 0.0405(13) 0.0261(11) 0.0460(13) -0.0092(10) -0.0171(11) 0.0003(11) N4 0.0421(12) 0.0295(11) 0.0477(13) -0.0166(10) -0.0212(10) 0.0041(11) N5 0.0326(12) 0.0311(11) 0.0545(13) -0.0178(10) -0.0153(10) 0.0006(11) N6 0.0426(12) 0.0330(12) 0.0476(13) -0.0095(10) -0.0266(10) 0.0039(11) N7 0.0372(12) 0.0203(10) 0.0445(12) -0.0070(9) -0.0180(10) 0.0007(10) N8 0.0468(12) 0.0341(11) 0.0438(12) -0.0169(9) -0.0273(10) 0.0014(11) N9 0.0482(13) 0.0210(10) 0.0512(13) -0.0080(10) -0.0259(10) -0.0058(10) N10 0.0535(13) 0.0314(11) 0.0355(11) -0.0097(9) -0.0233(10) -0.0116(11) N11 0.0388(13) 0.0231(11) 0.0358(12) 0.0017(10) -0.0157(10) 0.0001(11) N12 0.0427(13) 0.0278(11) 0.0342(12) -0.0057(10) -0.0131(10) -0.0056(11) N13 0.0439(14) 0.0233(11) 0.0416(13) -0.0120(10) -0.0103(11) 0.0080(11) N14 0.0334(12) 0.0268(11) 0.0441(12) -0.0136(9) -0.0132(10) 0.0005(10) N15 0.0457(13) 0.0150(10) 0.0232(11) 0.0021(9) -0.0105(10) -0.0035(10) N16 0.0573(14) 0.0239(11) 0.0326(12) -0.0010(10) -0.0165(11) -0.0040(11) N17 0.0420(12) 0.0099(9) 0.0473(13) 0.0018(9) -0.0211(10) -0.0112(9) N18 0.0297(12) 0.0224(10) 0.0316(12) -0.0037(9) -0.0064(10) -0.0056(10) N19 0.0395(12) 0.0213(11) 0.0611(14) -0.0034(11) -0.0263(11) 0.0000(11) N20 0.0375(12) 0.0255(11) 0.0673(15) -0.0071(11) -0.0265(11) -0.0031(11) N21 0.0371(12) 0.0332(11) 0.0429(12) -0.0175(10) -0.0173(10) 0.0042(11) N22 0.0347(13) 0.0394(12) 0.0323(12) -0.0168(10) 0.0011(10) -0.0056(11) N23 0.0388(13) 0.0336(11) 0.0443(13) -0.0164(10) -0.0133(11) 0.0016(11) N24 0.0376(13) 0.0303(11) 0.0421(13) -0.0152(10) -0.0079(11) 0.0054(11) O1 0.0553(12) 0.0422(10) 0.0574(12) -0.0172(9) -0.0165(10) -0.0135(10) O2 0.0462(11) 0.0253(8) 0.0467(11) -0.0146(8) -0.0099(9) -0.0088(9) O3 0.0510(11) 0.0242(9) 0.0499(11) -0.0104(8) -0.0184(9) 0.0009(9) O4 0.0507(11) 0.0248(9) 0.0622(12) -0.0050(9) -0.0332(9) 0.0036(9) O5 0.0578(11) 0.0290(10) 0.1003(14) -0.0083(10) -0.0479(10) -0.0032(10) O6 0.0532(12) 0.0285(10) 0.0583(12) -0.0082(9) -0.0156(10) -0.0055(10) O7 0.0400(10) 0.0252(9) 0.0530(11) -0.0123(8) -0.0182(9) -0.0003(9) O8 0.0487(11) 0.0201(9) 0.0687(12) -0.0042(9) -0.0252(10) -0.0029(9) O9 0.0463(11) 0.0462(11) 0.0614(12) -0.0263(9) -0.0242(9) 0.0154(10) O10 0.0564(12) 0.0195(9) 0.0586(12) -0.0033(9) -0.0217(10) -0.0036(9) O11 0.0553(12) 0.0312(10) 0.0466(12) 0.0070(10) -0.0146(10) -0.0073(10) O12 0.0675(12) 0.0264(9) 0.0498(11) -0.0094(8) -0.0238(9) -0.0135(9) C43 0.0521(16) 0.0316(14) 0.0586(16) -0.0188(12) -0.0333(13) 0.0065(14) C44 0.0688(18) 0.0465(17) 0.073(2) 0.0029(15) -0.0389(15) -0.0328(16) C45 0.063(2) 0.0608(18) 0.0468(17) -0.0273(14) -0.0161(15) 0.0007(17) C46 0.0235(16) 0.0689(19) 0.073(2) -0.0351(16) -0.0066(15) 0.0014(16) C47 0.062(2) 0.0689(19) 0.0603(19) -0.0291(16) -0.0184(16) -0.0100(18) C48 0.0561(18) 0.0420(15) 0.0520(17) -0.0172(13) -0.0236(14) -0.0025(15) C49 0.105(2) 0.0273(16) 0.108(2) -0.0051(16) -0.0767(17) -0.0029(17) C50 0.0722(18) 0.0197(13) 0.094(2) -0.0088(14) -0.0488(16) -0.0127(14) C51 0.0658(18) 0.0253(15) 0.0584(19) 0.0103(14) -0.0350(15) -0.0100(15) C52 0.086(2) 0.0470(17) 0.074(2) -0.0260(15) -0.0415(17) 0.0031(18) C53 0.0625(19) 0.0336(16) 0.0540(19) 0.0003(15) -0.0243(16) -0.0061(16) C54 0.0510(19) 0.0368(15) 0.0492(18) -0.0136(14) -0.0089(15) 0.0002(15) C55 0.0346(15) 0.0270(13) 0.0762(18) -0.0240(13) -0.0280(13) 0.0113(13) N25 0.0953(19) 0.0464(15) 0.0839(18) -0.0198(13) -0.0481(15) 0.0023(15) N26 0.0463(14) 0.0347(12) 0.0757(16) -0.0196(12) -0.0221(12) -0.0031(12) _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 O1 1.241(4) . ? C1 N23 1.370(3) . ? C1 N24 1.387(4) . ? C2 N2 1.440(3) . ? C2 N23 1.460(4) . ? C2 C3 1.546(4) . ? C3 N24 1.435(4) . ? C3 N1 1.489(3) . ? C4 O10 1.248(3) . ? C4 N2 1.348(3) . ? C4 N1 1.350(3) . ? C5 N24 1.410(3) . ? C5 N13 1.435(3) . ? C6 N12 1.428(4) . ? C6 N1 1.453(3) . ? C7 O2 1.222(3) . ? C7 N14 1.367(3) . ? C7 N13 1.377(4) . ? C8 N12 1.447(3) . ? C8 N13 1.490(4) . ? C8 C37 1.554(5) . ? C8 C9 1.581(4) . ? C9 N14 1.434(4) . ? C9 N11 1.492(3) . ? C9 C38 1.509(4) . ? C10 O11 1.199(3) . ? C10 N11 1.371(4) . ? C10 N12 1.380(4) . ? C11 N15 1.451(4) . ? C11 N14 1.455(4) . ? C12 N11 1.458(4) . ? C12 N10 1.458(4) . ? C13 O3 1.218(3) . ? C13 N16 1.359(4) . ? C13 N15 1.363(4) . ? C14 N15 1.431(3) . ? C14 N10 1.447(4) . ? C14 C15 1.523(5) . ? C15 N9 1.435(3) . ? C15 N16 1.470(3) . ? C16 O12 1.244(3) . ? C16 N9 1.347(4) . ? C16 N10 1.356(4) . ? C17 N17 1.425(3) . ? C17 N16 1.430(4) . ? C18 N8 1.462(3) . ? C18 N9 1.465(4) . ? C19 O4 1.231(3) . ? C19 N18 1.334(3) . ? C19 N17 1.365(3) . ? C20 N8 1.489(4) . ? C20 N17 1.491(3) . ? C20 C39 1.501(4) . ? C20 C21 1.593(3) . ? C21 N7 1.455(3) . ? C21 N18 1.456(3) . ? C21 C40 1.539(4) . ? C22 O7 1.221(3) . ? C22 N8 1.318(3) . ? C22 N7 1.391(3) . ? C23 N19 1.419(4) . ? C23 N18 1.476(3) . ? C24 N6 1.441(3) . ? C24 N7 1.441(3) . ? C25 O5 1.224(3) . ? C25 N20 1.320(4) . ? C25 N19 1.419(4) . ? C26 N19 1.443(3) . ? C26 N6 1.485(3) . ? C26 C27 1.532(4) . ? C27 N20 1.434(3) . ? C27 N5 1.503(4) . ? C28 O8 1.244(3) . ? C28 N6 1.335(4) . ? C28 N5 1.389(3) . ? C29 N21 1.425(4) . ? C29 N20 1.465(4) . ? C30 N4 1.455(4) . ? C30 N5 1.472(4) . ? C31 O6 1.232(3) . ? C31 N21 1.366(4) . ? C31 N22 1.399(4) . ? C32 N21 1.469(4) . ? C32 N4 1.476(3) . ? C32 C41 1.522(4) . ? C32 C33 1.589(5) . ? C33 N3 1.442(4) . ? C33 N22 1.479(4) . ? C33 C42 1.530(4) . ? C34 O9 1.248(3) . ? C34 N4 1.344(4) . ? C34 N3 1.359(4) . ? C35 N22 1.429(4) . ? C35 N23 1.466(3) . ? C36 N3 1.441(4) . ? C36 N2 1.455(3) . ? C43 C45 1.294(4) . ? C43 C44 1.397(4) . ? C43 N25 1.506(4) . ? C44 C46 1.388(4) . ? C45 C47 1.336(4) . ? C46 C48 1.377(4) . ? C47 C48 1.404(4) . ? C48 C49 1.542(4) . ? C49 C50 1.528(6) . ? C50 C51 1.359(5) . ? C50 C52 1.394(5) . ? C51 C53 1.367(5) . ? C52 C54 1.422(5) . ? C53 C55 1.399(4) . ? C54 C55 1.370(4) . ? C55 N26 1.441(4) . ? 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 O1 C1 N23 125.5(3) . . ? O1 C1 N24 125.0(2) . . ? N23 C1 N24 109.5(3) . . ? N2 C2 N23 113.5(2) . . ? N2 C2 C3 103.21(19) . . ? N23 C2 C3 101.9(2) . . ? N24 C3 N1 114.9(2) . . ? N24 C3 C2 106.4(2) . . ? N1 C3 C2 102.72(19) . . ? O10 C4 N2 126.3(2) . . ? O10 C4 N1 124.0(2) . . ? N2 C4 N1 109.7(2) . . ? N24 C5 N13 115.0(2) . . ? N12 C6 N1 115.4(3) . . ? O2 C7 N14 127.3(3) . . ? O2 C7 N13 123.9(2) . . ? N14 C7 N13 108.7(2) . . ? N12 C8 N13 113.3(2) . . ? N12 C8 C37 112.9(3) . . ? N13 C8 C37 109.5(2) . . ? N12 C8 C9 104.9(2) . . ? N13 C8 C9 101.7(3) . . ? C37 C8 C9 114.0(2) . . ? N14 C9 N11 111.9(2) . . ? N14 C9 C38 112.6(2) . . ? N11 C9 C38 110.9(2) . . ? N14 C9 C8 103.6(2) . . ? N11 C9 C8 99.7(2) . . ? C38 C9 C8 117.4(3) . . ? O11 C10 N11 126.2(3) . . ? O11 C10 N12 126.1(3) . . ? N11 C10 N12 107.6(2) . . ? N15 C11 N14 113.5(2) . . ? N11 C12 N10 112.9(2) . . ? O3 C13 N16 126.0(3) . . ? O3 C13 N15 126.4(3) . . ? N16 C13 N15 107.6(2) . . ? N15 C14 N10 114.1(2) . . ? N15 C14 C15 104.5(2) . . ? N10 C14 C15 102.8(2) . . ? N9 C15 N16 113.3(2) . . ? N9 C15 C14 104.0(3) . . ? N16 C15 C14 102.2(2) . . ? O12 C16 N9 126.6(3) . . ? O12 C16 N10 124.8(3) . . ? N9 C16 N10 108.6(2) . . ? N17 C17 N16 115.6(2) . . ? N8 C18 N9 114.0(2) . . ? O4 C19 N18 124.9(2) . . ? O4 C19 N17 124.2(2) . . ? N18 C19 N17 110.8(2) . . ? N8 C20 N17 111.5(2) . . ? N8 C20 C39 113.0(2) . . ? N17 C20 C39 111.4(2) . . ? N8 C20 C21 100.9(2) . . ? N17 C20 C21 102.12(18) . . ? C39 C20 C21 117.0(3) . . ? N7 C21 N18 114.1(2) . . ? N7 C21 C40 110.3(2) . . ? N18 C21 C40 112.2(2) . . ? N7 C21 C20 103.0(2) . . ? N18 C21 C20 102.53(18) . . ? C40 C21 C20 114.2(2) . . ? O7 C22 N8 127.3(2) . . ? O7 C22 N7 123.9(2) . . ? N8 C22 N7 108.8(2) . . ? N19 C23 N18 115.8(2) . . ? N6 C24 N7 114.0(2) . . ? O5 C25 N20 129.6(3) . . ? O5 C25 N19 122.4(3) . . ? N20 C25 N19 107.9(2) . . ? N19 C26 N6 112.9(2) . . ? N19 C26 C27 102.1(2) . . ? N6 C26 C27 103.8(2) . . ? N20 C27 N5 112.7(3) . . ? N20 C27 C26 105.2(2) . . ? N5 C27 C26 103.1(2) . . ? O8 C28 N6 127.5(3) . . ? O8 C28 N5 122.5(3) . . ? N6 C28 N5 109.9(2) . . ? N21 C29 N20 114.2(2) . . ? N4 C30 N5 111.2(2) . . ? O6 C31 N21 126.6(3) . . ? O6 C31 N22 124.3(3) . . ? N21 C31 N22 109.1(2) . . ? N21 C32 N4 111.6(2) . . ? N21 C32 C41 111.1(3) . . ? N4 C32 C41 111.0(2) . . ? N21 C32 C33 104.8(2) . . ? N4 C32 C33 101.6(2) . . ? C41 C32 C33 116.3(3) . . ? N3 C33 N22 110.6(2) . . ? N3 C33 C42 113.9(3) . . ? N22 C33 C42 111.1(2) . . ? N3 C33 C32 102.6(2) . . ? N22 C33 C32 101.1(3) . . ? C42 C33 C32 116.5(2) . . ? O9 C34 N4 125.4(3) . . ? O9 C34 N3 125.3(3) . . ? N4 C34 N3 109.1(2) . . ? N22 C35 N23 114.3(2) . . ? N3 C36 N2 113.1(3) . . ? C4 N1 C6 126.1(2) . . ? C4 N1 C3 111.0(2) . . ? C6 N1 C3 122.2(2) . . ? C4 N2 C2 113.0(2) . . ? C4 N2 C36 124.6(2) . . ? C2 N2 C36 121.2(2) . . ? C34 N3 C36 120.9(2) . . ? C34 N3 C33 113.5(3) . . ? C36 N3 C33 124.9(2) . . ? C34 N4 C30 120.5(2) . . ? C34 N4 C32 113.0(2) . . ? C30 N4 C32 125.0(2) . . ? C28 N5 C30 123.8(2) . . ? C28 N5 C27 110.5(2) . . ? C30 N5 C27 123.9(2) . . ? C28 N6 C24 123.9(2) . . ? C28 N6 C26 112.5(2) . . ? C24 N6 C26 121.8(3) . . ? C22 N7 C24 120.5(2) . . ? C22 N7 C21 112.6(2) . . ? C24 N7 C21 126.9(2) . . ? C22 N8 C18 122.9(2) . . ? C22 N8 C20 114.6(2) . . ? C18 N8 C20 122.4(2) . . ? C16 N9 C15 112.1(2) . . ? C16 N9 C18 124.7(2) . . ? C15 N9 C18 122.4(3) . . ? C16 N10 C14 111.8(3) . . ? C16 N10 C12 122.8(2) . . ? C14 N10 C12 122.5(2) . . ? C10 N11 C12 119.2(2) . . ? C10 N11 C9 114.0(2) . . ? C12 N11 C9 123.9(2) . . ? C10 N12 C6 122.3(2) . . ? C10 N12 C8 112.5(2) . . ? C6 N12 C8 125.2(2) . . ? C7 N13 C5 121.9(2) . . ? C7 N13 C8 111.9(2) . . ? C5 N13 C8 125.5(3) . . ? C7 N14 C9 113.5(2) . . ? C7 N14 C11 119.9(2) . . ? C9 N14 C11 126.3(2) . . ? C13 N15 C14 112.8(2) . . ? C13 N15 C11 122.5(2) . . ? C14 N15 C11 123.5(2) . . ? C13 N16 C17 122.1(2) . . ? C13 N16 C15 112.3(3) . . ? C17 N16 C15 124.1(2) . . ? C19 N17 C17 123.5(2) . . ? C19 N17 C20 111.1(2) . . ? C17 N17 C20 125.3(2) . . ? C19 N18 C21 113.5(2) . . ? C19 N18 C23 123.3(2) . . ? C21 N18 C23 122.3(2) . . ? C23 N19 C25 123.3(2) . . ? C23 N19 C26 122.0(2) . . ? C25 N19 C26 111.1(2) . . ? C25 N20 C27 112.7(2) . . ? C25 N20 C29 122.0(2) . . ? C27 N20 C29 124.3(2) . . ? C31 N21 C29 119.8(3) . . ? C31 N21 C32 111.8(3) . . ? C29 N21 C32 128.3(2) . . ? C31 N22 C35 121.2(2) . . ? C31 N22 C33 112.9(2) . . ? C35 N22 C33 125.8(3) . . ? C1 N23 C2 112.1(2) . . ? C1 N23 C35 123.2(2) . . ? C2 N23 C35 121.2(2) . . ? C1 N24 C5 122.9(2) . . ? C1 N24 C3 109.8(2) . . ? C5 N24 C3 124.2(3) . . ? C45 C43 C44 121.6(3) . . ? C45 C43 N25 120.5(3) . . ? C44 C43 N25 117.8(2) . . ? C46 C44 C43 118.7(3) . . ? C43 C45 C47 121.6(3) . . ? C48 C46 C44 118.8(3) . . ? C45 C47 C48 120.2(3) . . ? C46 C48 C47 119.1(3) . . ? C46 C48 C49 120.6(3) . . ? C47 C48 C49 120.3(3) . . ? C50 C49 C48 113.1(3) . . ? C51 C50 C52 118.8(4) . . ? C51 C50 C49 121.2(3) . . ? C52 C50 C49 119.7(3) . . ? C50 C51 C53 122.4(3) . . ? C50 C52 C54 119.9(3) . . ? C51 C53 C55 119.8(3) . . ? C55 C54 C52 119.4(3) . . ? C54 C55 C53 119.7(3) . . ? C54 C55 N26 119.2(3) . . ? C53 C55 N26 120.8(3) . . ? _diffrn_measured_fraction_theta_max 0.910 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.910 _refine_diff_density_max 0.661 _refine_diff_density_min -0.588 _refine_diff_density_rms 0.085