# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_rn1301 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C80 H23 N O3, C D Cl3' _chemical_formula_sum 'C81 H23 Cl3 D N O3' _chemical_formula_weight 1166.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall -P2yn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 19.8776(18) _cell_length_b 10.0497(9) _cell_length_c 24.271(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.877(6) _cell_angle_gamma 90.00 _cell_volume 4614.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4182 _cell_measurement_theta_min 3.83 _cell_measurement_theta_max 67.05 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.677 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2368 _exptl_absorpt_coefficient_mu 2.349 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.685 _exptl_absorpt_correction_T_max 0.753 _exptl_absorpt_process_details 'SADABS, Bruker-AXS, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'ImuS micro-focus tube' _diffrn_radiation_monochromator 'Quazar focussing montel optics' _diffrn_measurement_device_type 'Bruker Kappa APEX II' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 83.33 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25540 _diffrn_reflns_av_R_equivalents 0.0522 _diffrn_reflns_av_sigmaI/netI 0.0559 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.83 _diffrn_reflns_theta_max 68.28 _reflns_number_total 8129 _reflns_number_gt 5613 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_structure_refinement 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_molecular_graphics 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_publication_material 'SHELXTL 6.12 (Bruker AXS, 2002)' _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^)+(0.1000P)^2^+0.8164P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom except H5 and H11 difmap' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8129 _refine_ls_number_parameters 826 _refine_ls_number_restraints 51 _refine_ls_R_factor_all 0.1068 _refine_ls_R_factor_gt 0.0742 _refine_ls_wR_factor_ref 0.2194 _refine_ls_wR_factor_gt 0.1994 _refine_ls_goodness_of_fit_ref 1.349 _refine_ls_restrained_S_all 1.373 _refine_ls_shift/su_max 0.005 _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 O1 O 0.5472(2) 0.4785(4) 0.36757(16) 0.0555(10) Uani 1 1 d . . . O2 O -0.02957(16) 0.3837(3) 0.03555(16) 0.0484(9) Uani 1 1 d . . . O3 O 0.21600(19) 0.4901(3) -0.15983(15) 0.0475(9) Uani 1 1 d . . . N1 N 0.37992(17) 0.0881(3) 0.16120(15) 0.0294(8) Uani 1 1 d . . . C1 C 0.3093(2) 0.0677(4) 0.15594(18) 0.0290(9) Uani 1 1 d . . . C2 C 0.2711(2) 0.0753(4) 0.09822(17) 0.0273(9) Uani 1 1 d . . . C3 C 0.3191(2) 0.1000(4) 0.06685(18) 0.0272(9) Uani 1 1 d . . . C4 C 0.3861(2) 0.1071(4) 0.10625(18) 0.0283(9) Uani 1 1 d . . . C5 C 0.4534(2) 0.0864(4) 0.09164(19) 0.0321(9) Uani 1 1 d . . . H5 H 0.4787 0.1750 0.0891 0.037(12) Uiso 1 1 d R . . C6 C 0.5005(2) -0.0090(4) 0.13680(19) 0.0300(9) Uani 1 1 d . . . C7 C 0.4937(2) -0.0270(4) 0.19044(19) 0.0314(9) Uani 1 1 d . . . C8 C 0.4400(2) 0.0478(4) 0.21315(18) 0.0305(9) Uani 1 1 d . . . C9 C 0.4126(2) -0.0681(4) 0.24276(17) 0.0298(9) Uani 1 1 d . . . C10 C 0.3433(2) -0.0870(4) 0.23827(18) 0.0308(9) Uani 1 1 d . . . C11 C 0.2838(2) 0.0015(4) 0.20112(18) 0.0303(9) Uani 1 1 d . . . H11 H 0.2637 0.0753 0.2270 0.026(11) Uiso 1 1 d R . . C12 C 0.2280(2) -0.1022(4) 0.17078(18) 0.0301(9) Uani 1 1 d . . . C13 C 0.1910(2) -0.0965(4) 0.11322(18) 0.0288(9) Uani 1 1 d . . . C14 C 0.1981(2) 0.0166(4) 0.07256(18) 0.0277(9) Uani 1 1 d . . . C15 C 0.2010(2) -0.0653(4) 0.01930(17) 0.0282(9) Uani 1 1 d . . . C16 C 0.2485(2) -0.0428(4) -0.01038(17) 0.0288(9) Uani 1 1 d . . . C17 C 0.3043(2) 0.0692(4) 0.00332(18) 0.0293(9) Uani 1 1 d . . . C18 C 0.3693(2) -0.0075(4) -0.00213(19) 0.0306(9) Uani 1 1 d . . . C19 C 0.4354(2) 0.0027(4) 0.03704(19) 0.0318(9) Uani 1 1 d . . . C20 C 0.4815(2) -0.1121(5) 0.04692(19) 0.0334(10) Uani 1 1 d . . . C21 C 0.5207(2) -0.1176(4) 0.1073(2) 0.0325(9) Uani 1 1 d . . . C22 C 0.5389(2) -0.2408(4) 0.1347(2) 0.0327(10) Uani 1 1 d . . . C23 C 0.5327(2) -0.2588(4) 0.19143(19) 0.0323(9) Uani 1 1 d . . . C24 C 0.5086(2) -0.1542(4) 0.21788(19) 0.0315(9) Uani 1 1 d . . . C25 C 0.4590(2) -0.1783(4) 0.25029(18) 0.0322(9) Uani 1 1 d . . . C26 C 0.4359(2) -0.3086(5) 0.25449(18) 0.0338(10) Uani 1 1 d . . . C27 C 0.3624(2) -0.3291(4) 0.24875(18) 0.0318(9) Uani 1 1 d . . . C28 C 0.3166(2) -0.2204(4) 0.23908(18) 0.0318(9) Uani 1 1 d . . . C29 C 0.2469(2) -0.2290(4) 0.19819(19) 0.0308(9) Uani 1 1 d . . . C30 C 0.2249(2) -0.3471(4) 0.16732(19) 0.0326(9) Uani 1 1 d . . . C31 C 0.1853(2) -0.3417(4) 0.10720(19) 0.0318(9) Uani 1 1 d . . . C32 C 0.1706(2) -0.2178(4) 0.08046(19) 0.0298(9) Uani 1 1 d . . . C33 C 0.1771(2) -0.1986(4) 0.02376(19) 0.0306(9) Uani 1 1 d . . . C34 C 0.1984(2) -0.3042(5) -0.00505(19) 0.0342(10) Uani 1 1 d . . . C35 C 0.2473(2) -0.2792(5) -0.03656(18) 0.0344(10) Uani 1 1 d . . . C36 C 0.2729(2) -0.1519(4) -0.03806(17) 0.0315(9) Uani 1 1 d . . . C37 C 0.3469(2) -0.1295(5) -0.03260(18) 0.0328(9) Uani 1 1 d . . . C38 C 0.3926(2) -0.2387(5) -0.02535(19) 0.0351(10) Uani 1 1 d . . . C39 C 0.4614(2) -0.2295(4) 0.0153(2) 0.0330(10) Uani 1 1 d . . . C40 C 0.4789(2) -0.3572(5) 0.0439(2) 0.0349(10) Uani 1 1 d . . . C41 C 0.5166(2) -0.3635(4) 0.1017(2) 0.0345(10) Uani 1 1 d . . . C42 C 0.4971(2) -0.4574(4) 0.1397(2) 0.0337(10) Uani 1 1 d . . . C43 C 0.5067(2) -0.3927(4) 0.1951(2) 0.0356(10) Uani 1 1 d . . . C44 C 0.4589(2) -0.4168(4) 0.2257(2) 0.0357(10) Uani 1 1 d . . . C45 C 0.4000(2) -0.5054(4) 0.2022(2) 0.0341(10) Uani 1 1 d . . . C46 C 0.3397(2) -0.4520(4) 0.2164(2) 0.0337(10) Uani 1 1 d . . . C47 C 0.2727(2) -0.4605(4) 0.1766(2) 0.0352(10) Uani 1 1 d . . . C48 C 0.2627(2) -0.5232(4) 0.1215(2) 0.0344(10) Uani 1 1 d . . . C49 C 0.2086(2) -0.4506(4) 0.0781(2) 0.0341(10) Uani 1 1 d . . . C50 C 0.2152(2) -0.4323(4) 0.0237(2) 0.0342(10) Uani 1 1 d . . . C51 C 0.2750(2) -0.4852(4) 0.0092(2) 0.0360(10) Uani 1 1 d . . . C52 C 0.2954(2) -0.3927(5) -0.0276(2) 0.0365(10) Uani 1 1 d . . . C53 C 0.3658(2) -0.3707(4) -0.02267(19) 0.0350(10) Uani 1 1 d . . . C54 C 0.4201(2) -0.4447(5) 0.0202(2) 0.0377(10) Uani 1 1 d . . . C55 C 0.4007(2) -0.5367(4) 0.0562(2) 0.0363(10) Uani 1 1 d . . . C56 C 0.4402(2) -0.5420(4) 0.1173(2) 0.0354(10) Uani 1 1 d . . . C57 C 0.3901(2) -0.5670(4) 0.1494(2) 0.0360(10) Uani 1 1 d . . . C58 C 0.3206(2) -0.5756(4) 0.1078(2) 0.0371(10) Uani 1 1 d . . . C59 C 0.3268(2) -0.5566(4) 0.0504(2) 0.0354(10) Uani 1 1 d . . . C60 C 0.4706(2) 0.1635(4) 0.25341(19) 0.0321(9) Uani 1 1 d . . . C61 C 0.4393(2) 0.2037(5) 0.2947(2) 0.0399(11) Uani 1 1 d . . . H61 H 0.3983 0.1584 0.2972 0.048 Uiso 1 1 calc R . . C62 C 0.4663(3) 0.3083(5) 0.3323(2) 0.0417(11) Uani 1 1 d . . . H62 H 0.4440 0.3338 0.3602 0.050 Uiso 1 1 calc R . . C63 C 0.5258(3) 0.3754(4) 0.3292(2) 0.0403(11) Uani 1 1 d . . . C64 C 0.5586(2) 0.3371(4) 0.2886(2) 0.0378(10) Uani 1 1 d . . . H64 H 0.5998 0.3820 0.2866 0.045 Uiso 1 1 calc R . . C65 C 0.5304(2) 0.2323(4) 0.2510(2) 0.0355(10) Uani 1 1 d . . . H65 H 0.5525 0.2073 0.2230 0.043 Uiso 1 1 calc R . . C66 C 0.6003(3) 0.5640(6) 0.3622(2) 0.0548(14) Uani 1 1 d . . . H66A H 0.6081 0.6345 0.3914 0.082 Uiso 1 1 calc R . . H66B H 0.5858 0.6038 0.3235 0.082 Uiso 1 1 calc R . . H66C H 0.6442 0.5138 0.3680 0.082 Uiso 1 1 calc R . . C67 C 0.1378(2) 0.1169(4) 0.06183(18) 0.0287(9) Uani 1 1 d . . . C68 C 0.0770(2) 0.1084(5) 0.0144(2) 0.0375(10) Uani 1 1 d . . . H68 H 0.0727 0.0399 -0.0134 0.045 Uiso 1 1 calc R . . C69 C 0.0227(2) 0.1994(5) 0.0077(2) 0.0415(11) Uani 1 1 d . . . H69 H -0.0184 0.1926 -0.0249 0.050 Uiso 1 1 calc R . . C70 C 0.0274(2) 0.2990(5) 0.0471(2) 0.0386(11) Uani 1 1 d . . . C71 C 0.0880(2) 0.3093(4) 0.0956(2) 0.0348(10) Uani 1 1 d . . . H71 H 0.0915 0.3769 0.1238 0.042 Uiso 1 1 calc R . . C72 C 0.1418(2) 0.2198(4) 0.10155(19) 0.0333(9) Uani 1 1 d . . . H72 H 0.1833 0.2280 0.1337 0.040 Uiso 1 1 calc R . . C73 C -0.0237(3) 0.4923(5) 0.0723(3) 0.0509(13) Uani 1 1 d . . . H73A H -0.0646 0.5508 0.0572 0.076 Uiso 1 1 calc R . . H73B H 0.0197 0.5416 0.0747 0.076 Uiso 1 1 calc R . . H73C H -0.0219 0.4610 0.1110 0.076 Uiso 1 1 calc R . . C74 C 0.2798(2) 0.1830(4) -0.03986(18) 0.0318(9) Uani 1 1 d . . . C75 C 0.2095(2) 0.2233(4) -0.0575(2) 0.0364(10) Uani 1 1 d . . . H75 H 0.1768 0.1809 -0.0417 0.044 Uiso 1 1 calc R . . C76 C 0.1865(2) 0.3249(5) -0.0978(2) 0.0386(11) Uani 1 1 d . . . H76 H 0.1383 0.3515 -0.1095 0.046 Uiso 1 1 calc R . . C77 C 0.2335(3) 0.3862(5) -0.12063(19) 0.0375(10) Uani 1 1 d . . . C78 C 0.3034(2) 0.3463(4) -0.10403(19) 0.0354(10) Uani 1 1 d . . . H78 H 0.3357 0.3884 -0.1202 0.042 Uiso 1 1 calc R . . C79 C 0.3264(2) 0.2458(4) -0.0641(2) 0.0359(10) Uani 1 1 d . . . H79 H 0.3745 0.2191 -0.0529 0.043 Uiso 1 1 calc R . . C80 C 0.1495(3) 0.5504(5) -0.1688(2) 0.0515(13) Uani 1 1 d . . . H80A H 0.1439 0.6236 -0.1965 0.077 Uiso 1 1 calc R . . H80B H 0.1463 0.5851 -0.1319 0.077 Uiso 1 1 calc R . . H80C H 0.1121 0.4844 -0.1841 0.077 Uiso 1 1 calc R . . C81 C 0.7231(3) 0.1054(6) 0.2195(2) 0.0641(16) Uani 1 1 d D . . H81A D 0.7032 0.0890 0.2521 0.077 Uiso 0.909(2) 1 calc PR A 1 H81B D 0.7290 0.0465 0.2539 0.077 Uiso 0.091(2) 1 calc PR A 2 Cl1 Cl 0.81374(9) 0.1283(2) 0.24904(7) 0.0697(5) Uani 0.909(2) 1 d PDU A 1 Cl2 Cl 0.70396(11) -0.03251(18) 0.17413(8) 0.0763(6) Uani 0.909(2) 1 d PDU A 1 Cl3 Cl 0.68297(10) 0.25018(19) 0.18297(8) 0.0700(5) Uani 0.909(2) 1 d PDU A 1 Cl1A Cl 0.8015(7) 0.088(2) 0.1952(9) 0.094(4) Uani 0.091(2) 1 d PDU A 2 Cl2A Cl 0.6511(8) 0.054(2) 0.1656(8) 0.101(4) Uani 0.091(2) 1 d PDU A 2 Cl3A Cl 0.7220(11) 0.2699(15) 0.2414(10) 0.102(4) Uani 0.091(2) 1 d PDU A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.061(2) 0.051(2) 0.040(2) -0.0026(16) -0.0058(17) -0.0134(18) O2 0.0269(16) 0.047(2) 0.064(2) -0.0059(17) 0.0034(15) 0.0108(14) O3 0.058(2) 0.0416(19) 0.037(2) 0.0109(15) 0.0061(16) 0.0147(16) N1 0.0243(17) 0.0289(18) 0.032(2) 0.0017(15) 0.0033(14) 0.0013(14) C1 0.027(2) 0.027(2) 0.032(2) -0.0007(17) 0.0069(17) 0.0009(16) C2 0.024(2) 0.027(2) 0.028(2) 0.0012(16) 0.0038(16) 0.0035(16) C3 0.029(2) 0.022(2) 0.030(2) 0.0027(16) 0.0074(17) 0.0050(16) C4 0.031(2) 0.023(2) 0.030(2) 0.0011(17) 0.0085(17) 0.0018(16) C5 0.028(2) 0.029(2) 0.039(3) 0.0074(18) 0.0104(18) 0.0013(17) C6 0.021(2) 0.031(2) 0.035(2) 0.0038(18) 0.0031(16) -0.0025(16) C7 0.021(2) 0.032(2) 0.036(2) -0.0033(18) 0.0010(17) -0.0028(17) C8 0.027(2) 0.031(2) 0.029(2) 0.0020(17) 0.0025(17) -0.0004(17) C9 0.031(2) 0.035(2) 0.017(2) -0.0008(17) -0.0016(16) -0.0021(18) C10 0.038(2) 0.032(2) 0.021(2) -0.0013(17) 0.0084(17) 0.0007(18) C11 0.029(2) 0.033(2) 0.028(2) 0.0006(17) 0.0078(17) 0.0016(17) C12 0.025(2) 0.035(2) 0.033(2) -0.0030(18) 0.0129(17) 0.0007(18) C13 0.0184(19) 0.034(2) 0.033(2) -0.0003(18) 0.0076(16) 0.0036(16) C14 0.025(2) 0.030(2) 0.028(2) -0.0004(17) 0.0074(16) 0.0032(16) C15 0.0224(19) 0.033(2) 0.023(2) -0.0003(17) -0.0021(15) 0.0039(16) C16 0.025(2) 0.034(2) 0.022(2) 0.0023(17) -0.0005(16) 0.0050(17) C17 0.028(2) 0.028(2) 0.031(2) 0.0015(17) 0.0080(17) 0.0044(17) C18 0.033(2) 0.030(2) 0.031(2) 0.0098(18) 0.0139(18) 0.0076(18) C19 0.031(2) 0.031(2) 0.033(2) 0.0102(18) 0.0110(18) 0.0020(17) C20 0.026(2) 0.040(2) 0.039(3) 0.009(2) 0.0162(18) 0.0031(18) C21 0.0191(19) 0.035(2) 0.044(3) 0.0038(19) 0.0098(17) 0.0010(17) C22 0.0167(19) 0.035(2) 0.045(3) 0.0054(19) 0.0085(17) 0.0055(16) C23 0.022(2) 0.034(2) 0.035(2) 0.0039(18) -0.0011(17) 0.0047(17) C24 0.0202(19) 0.035(2) 0.032(2) 0.0006(18) -0.0027(16) -0.0011(17) C25 0.032(2) 0.036(2) 0.023(2) 0.0021(17) -0.0006(17) 0.0010(18) C26 0.032(2) 0.042(3) 0.022(2) 0.0106(18) 0.0004(17) 0.0031(19) C27 0.037(2) 0.035(2) 0.023(2) 0.0075(17) 0.0087(17) -0.0002(18) C28 0.037(2) 0.037(2) 0.023(2) 0.0039(17) 0.0108(17) -0.0016(19) C29 0.033(2) 0.033(2) 0.032(2) 0.0022(18) 0.0180(18) 0.0013(18) C30 0.026(2) 0.036(2) 0.038(2) 0.0070(19) 0.0125(18) -0.0026(18) C31 0.024(2) 0.035(2) 0.036(2) -0.0012(18) 0.0084(17) -0.0056(17) C32 0.0182(19) 0.034(2) 0.034(2) 0.0004(18) 0.0032(16) 0.0007(16) C33 0.0169(19) 0.035(2) 0.034(2) -0.0040(18) -0.0004(16) 0.0007(16) C34 0.027(2) 0.037(2) 0.032(2) -0.0059(19) -0.0007(17) 0.0003(18) C35 0.034(2) 0.040(3) 0.023(2) -0.0078(18) -0.0004(17) 0.0053(19) C36 0.033(2) 0.039(2) 0.019(2) 0.0007(17) 0.0031(16) 0.0036(18) C37 0.035(2) 0.042(2) 0.023(2) 0.0067(18) 0.0103(17) 0.0105(19) C38 0.036(2) 0.042(3) 0.031(2) -0.0017(19) 0.0157(19) 0.005(2) C39 0.030(2) 0.037(2) 0.037(2) 0.0007(19) 0.0174(19) 0.0031(18) C40 0.030(2) 0.039(2) 0.039(3) 0.000(2) 0.0152(19) 0.0083(19) C41 0.025(2) 0.033(2) 0.046(3) 0.005(2) 0.0123(19) 0.0099(18) C42 0.028(2) 0.030(2) 0.041(3) 0.0043(19) 0.0071(18) 0.0116(18) C43 0.028(2) 0.031(2) 0.042(3) 0.0122(19) 0.0028(18) 0.0095(18) C44 0.034(2) 0.033(2) 0.036(3) 0.0115(19) 0.0051(19) 0.0076(19) C45 0.038(2) 0.025(2) 0.038(3) 0.0140(18) 0.0100(19) 0.0055(18) C46 0.038(2) 0.028(2) 0.037(2) 0.0135(18) 0.0135(19) 0.0031(18) C47 0.036(2) 0.027(2) 0.045(3) 0.0055(19) 0.016(2) -0.0052(18) C48 0.032(2) 0.026(2) 0.043(3) 0.0015(19) 0.0092(19) -0.0068(18) C49 0.028(2) 0.029(2) 0.042(3) -0.0028(19) 0.0046(18) -0.0064(17) C50 0.028(2) 0.028(2) 0.039(3) -0.0105(19) 0.0000(18) -0.0025(17) C51 0.038(2) 0.030(2) 0.035(3) -0.0125(19) 0.0039(19) -0.0074(19) C52 0.040(2) 0.035(2) 0.032(2) -0.0125(19) 0.0073(19) 0.003(2) C53 0.042(3) 0.033(2) 0.032(2) -0.0071(19) 0.0136(19) 0.0045(19) C54 0.039(2) 0.037(2) 0.039(3) -0.007(2) 0.015(2) 0.008(2) C55 0.039(2) 0.027(2) 0.043(3) -0.0038(19) 0.014(2) 0.0090(19) C56 0.035(2) 0.025(2) 0.044(3) 0.0028(19) 0.0089(19) 0.0107(18) C57 0.039(2) 0.018(2) 0.051(3) 0.0075(19) 0.013(2) 0.0058(18) C58 0.039(2) 0.019(2) 0.051(3) -0.0004(19) 0.012(2) -0.0019(18) C59 0.041(2) 0.024(2) 0.040(3) -0.0102(18) 0.009(2) 0.0005(18) C60 0.027(2) 0.031(2) 0.031(2) 0.0042(18) -0.0019(17) 0.0005(17) C61 0.037(3) 0.040(3) 0.041(3) -0.001(2) 0.011(2) -0.005(2) C62 0.045(3) 0.043(3) 0.038(3) -0.001(2) 0.013(2) 0.000(2) C63 0.046(3) 0.031(2) 0.032(2) -0.0013(19) -0.0059(19) -0.002(2) C64 0.032(2) 0.033(2) 0.042(3) 0.007(2) 0.0003(19) -0.0020(19) C65 0.032(2) 0.035(2) 0.036(3) 0.0022(19) 0.0052(18) 0.0006(18) C66 0.057(3) 0.055(3) 0.038(3) 0.003(2) -0.008(2) -0.017(3) C67 0.023(2) 0.030(2) 0.032(2) -0.0022(18) 0.0078(17) 0.0002(17) C68 0.032(2) 0.039(3) 0.038(3) -0.009(2) 0.0045(19) 0.0040(19) C69 0.025(2) 0.048(3) 0.043(3) -0.008(2) -0.0024(19) -0.002(2) C70 0.027(2) 0.039(3) 0.047(3) 0.001(2) 0.0089(19) 0.0073(19) C71 0.034(2) 0.030(2) 0.043(3) -0.0081(19) 0.0155(19) -0.0029(18) C72 0.030(2) 0.037(2) 0.029(2) -0.0027(18) 0.0028(17) 0.0003(18) C73 0.043(3) 0.044(3) 0.066(4) -0.003(3) 0.019(3) 0.016(2) C74 0.033(2) 0.034(2) 0.026(2) -0.0006(17) 0.0048(17) 0.0028(18) C75 0.035(2) 0.033(2) 0.036(3) -0.0018(19) 0.0025(19) 0.0037(19) C76 0.031(2) 0.038(3) 0.037(3) -0.002(2) -0.0039(19) 0.0091(19) C77 0.046(3) 0.035(2) 0.028(2) 0.0034(19) 0.0061(19) 0.008(2) C78 0.041(2) 0.033(2) 0.032(2) 0.0033(19) 0.0114(19) 0.0048(19) C79 0.032(2) 0.040(3) 0.037(3) 0.002(2) 0.0132(19) 0.0071(19) C80 0.051(3) 0.044(3) 0.046(3) 0.010(2) -0.004(2) 0.013(2) C81 0.055(3) 0.089(5) 0.044(3) 0.004(3) 0.010(3) -0.014(3) Cl1 0.0491(9) 0.0969(14) 0.0565(10) -0.0129(9) 0.0068(7) -0.0197(9) Cl2 0.0834(13) 0.0638(11) 0.0578(11) 0.0014(8) -0.0134(9) -0.0240(9) Cl3 0.0773(12) 0.0753(11) 0.0553(10) 0.0008(8) 0.0173(8) 0.0020(9) Cl1A 0.081(6) 0.114(6) 0.073(6) -0.014(6) 0.003(5) -0.014(6) Cl2A 0.109(6) 0.087(6) 0.081(6) 0.001(6) -0.010(6) -0.015(6) Cl3A 0.108(6) 0.099(6) 0.082(6) 0.001(6) 0.007(6) -0.001(6) _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 O1 C63 1.370(6) . ? O1 C66 1.398(6) . ? O2 C70 1.374(5) . ? O2 C73 1.391(6) . ? O3 C77 1.383(5) . ? O3 C80 1.409(6) . ? N1 C1 1.386(5) . ? N1 C4 1.389(5) . ? N1 C8 1.502(5) . ? C1 C2 1.375(6) . ? C1 C11 1.498(6) . ? C2 C3 1.414(5) . ? C2 C14 1.511(5) . ? C3 C4 1.383(6) . ? C3 C17 1.510(6) . ? C4 C5 1.500(6) . ? C5 C19 1.517(6) . ? C5 C6 1.538(6) . ? C5 H5 1.0331 . ? C6 C7 1.362(6) . ? C6 C21 1.428(6) . ? C7 C24 1.430(6) . ? C7 C8 1.538(6) . ? C8 C60 1.521(6) . ? C8 C9 1.552(6) . ? C9 C10 1.362(6) . ? C9 C25 1.416(6) . ? C10 C28 1.444(6) . ? C10 C11 1.532(6) . ? C11 C12 1.535(6) . ? C11 H11 1.1217 . ? C12 C13 1.366(6) . ? C12 C29 1.434(6) . ? C13 C32 1.444(6) . ? C13 C14 1.541(6) . ? C14 C67 1.527(5) . ? C14 C15 1.549(6) . ? C15 C16 1.371(6) . ? C15 C33 1.436(6) . ? C16 C36 1.444(6) . ? C16 C17 1.542(6) . ? C17 C74 1.527(6) . ? C17 C18 1.546(5) . ? C18 C19 1.369(6) . ? C18 C37 1.431(6) . ? C19 C20 1.447(6) . ? C20 C39 1.398(6) . ? C20 C21 1.434(6) . ? C21 C22 1.399(6) . ? C22 C23 1.431(6) . ? C22 C41 1.463(6) . ? C23 C24 1.392(6) . ? C23 C43 1.455(6) . ? C24 C25 1.458(6) . ? C25 C26 1.402(6) . ? C26 C27 1.439(6) . ? C26 C44 1.441(6) . ? C27 C28 1.394(6) . ? C27 C46 1.459(6) . ? C28 C29 1.438(6) . ? C29 C30 1.400(6) . ? C30 C31 1.430(6) . ? C30 C47 1.457(6) . ? C31 C32 1.392(6) . ? C31 C49 1.454(6) . ? C32 C33 1.434(6) . ? C33 C34 1.406(6) . ? C34 C35 1.431(6) . ? C34 C50 1.453(6) . ? C35 C36 1.382(6) . ? C35 C52 1.460(6) . ? C36 C37 1.454(6) . ? C37 C38 1.401(6) . ? C38 C39 1.421(6) . ? C38 C53 1.438(6) . ? C39 C40 1.449(6) . ? C40 C41 1.375(6) . ? C40 C54 1.435(7) . ? C41 C42 1.454(6) . ? C42 C56 1.386(6) . ? C42 C43 1.451(7) . ? C43 C44 1.394(6) . ? C44 C45 1.442(6) . ? C45 C57 1.381(7) . ? C45 C46 1.449(6) . ? C46 C47 1.388(7) . ? C47 C48 1.435(6) . ? C48 C58 1.395(6) . ? C48 C49 1.451(6) . ? C49 C50 1.378(7) . ? C50 C51 1.440(6) . ? C51 C59 1.394(6) . ? C51 C52 1.430(7) . ? C52 C53 1.386(6) . ? C53 C54 1.453(6) . ? C54 C55 1.406(7) . ? C55 C59 1.446(6) . ? C55 C56 1.449(7) . ? C56 C57 1.461(6) . ? C57 C58 1.444(7) . ? C58 C59 1.447(7) . ? C60 C65 1.391(6) . ? C60 C61 1.393(6) . ? C61 C62 1.389(7) . ? C61 H61 0.9500 . ? C62 C63 1.382(7) . ? C62 H62 0.9500 . ? C63 C64 1.392(7) . ? C64 C65 1.393(6) . ? C64 H64 0.9500 . ? C65 H65 0.9500 . ? C66 H66A 0.9800 . ? C66 H66B 0.9800 . ? C66 H66C 0.9800 . ? C67 C68 1.392(6) . ? C67 C72 1.399(6) . ? C68 C69 1.385(6) . ? C68 H68 0.9500 . ? C69 C70 1.368(7) . ? C69 H69 0.9500 . ? C70 C71 1.407(6) . ? C71 C72 1.372(6) . ? C71 H71 0.9500 . ? C72 H72 0.9500 . ? C73 H73A 0.9800 . ? C73 H73B 0.9800 . ? C73 H73C 0.9800 . ? C74 C75 1.389(6) . ? C74 C79 1.391(6) . ? C75 C76 1.392(6) . ? C75 H75 0.9500 . ? C76 C77 1.370(7) . ? C76 H76 0.9500 . ? C77 C78 1.383(6) . ? C78 C79 1.377(6) . ? C78 H78 0.9500 . ? C79 H79 0.9500 . ? C80 H80A 0.9800 . ? C80 H80B 0.9800 . ? C80 H80C 0.9800 . ? C81 Cl2A 1.697(11) . ? C81 Cl1 1.738(5) . ? C81 Cl2 1.738(6) . ? C81 Cl3A 1.739(12) . ? C81 Cl3 1.762(6) . ? C81 Cl1A 1.836(12) . ? C81 H81A 1.0000 . ? C81 H81B 1.0000 . ? 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 C63 O1 C66 119.2(4) . . ? C70 O2 C73 117.0(4) . . ? C77 O3 C80 117.1(4) . . ? C1 N1 C4 108.5(3) . . ? C1 N1 C8 124.0(3) . . ? C4 N1 C8 124.1(3) . . ? C2 C1 N1 108.2(3) . . ? C2 C1 C11 124.4(4) . . ? N1 C1 C11 124.0(4) . . ? C1 C2 C3 107.8(4) . . ? C1 C2 C14 123.9(4) . . ? C3 C2 C14 124.6(4) . . ? C4 C3 C2 107.6(4) . . ? C4 C3 C17 124.2(4) . . ? C2 C3 C17 124.1(4) . . ? C3 C4 N1 107.8(4) . . ? C3 C4 C5 124.7(4) . . ? N1 C4 C5 123.8(4) . . ? C4 C5 C19 107.2(3) . . ? C4 C5 C6 108.0(3) . . ? C19 C5 C6 101.9(3) . . ? C4 C5 H5 112.3 . . ? C19 C5 H5 114.5 . . ? C6 C5 H5 112.3 . . ? C7 C6 C21 120.2(4) . . ? C7 C6 C5 123.1(4) . . ? C21 C6 C5 108.8(4) . . ? C6 C7 C24 119.8(4) . . ? C6 C7 C8 124.1(4) . . ? C24 C7 C8 109.7(4) . . ? N1 C8 C60 113.0(3) . . ? N1 C8 C7 106.9(3) . . ? C60 C8 C7 114.7(3) . . ? N1 C8 C9 106.9(3) . . ? C60 C8 C9 113.9(3) . . ? C7 C8 C9 100.4(3) . . ? C10 C9 C25 120.2(4) . . ? C10 C9 C8 123.9(4) . . ? C25 C9 C8 109.9(4) . . ? C9 C10 C28 119.6(4) . . ? C9 C10 C11 123.0(4) . . ? C28 C10 C11 109.1(4) . . ? C1 C11 C10 108.4(3) . . ? C1 C11 C12 107.9(3) . . ? C10 C11 C12 101.6(3) . . ? C1 C11 H11 112.0 . . ? C10 C11 H11 113.4 . . ? C12 C11 H11 112.8 . . ? C13 C12 C29 119.6(4) . . ? C13 C12 C11 123.1(4) . . ? C29 C12 C11 109.4(4) . . ? C12 C13 C32 120.0(4) . . ? C12 C13 C14 124.0(4) . . ? C32 C13 C14 109.6(4) . . ? C2 C14 C67 114.7(3) . . ? C2 C14 C13 106.8(3) . . ? C67 C14 C13 112.0(3) . . ? C2 C14 C15 105.9(3) . . ? C67 C14 C15 115.9(3) . . ? C13 C14 C15 100.2(3) . . ? C16 C15 C33 119.4(4) . . ? C16 C15 C14 124.0(4) . . ? C33 C15 C14 109.6(4) . . ? C15 C16 C36 120.1(4) . . ? C15 C16 C17 124.9(4) . . ? C36 C16 C17 109.5(3) . . ? C3 C17 C74 117.9(3) . . ? C3 C17 C16 105.8(3) . . ? C74 C17 C16 110.0(3) . . ? C3 C17 C18 106.5(3) . . ? C74 C17 C18 114.4(3) . . ? C16 C17 C18 100.5(3) . . ? C19 C18 C37 120.3(4) . . ? C19 C18 C17 123.6(4) . . ? C37 C18 C17 109.6(4) . . ? C18 C19 C20 118.6(4) . . ? C18 C19 C5 124.6(4) . . ? C20 C19 C5 109.3(4) . . ? C39 C20 C21 120.2(4) . . ? C39 C20 C19 121.5(4) . . ? C21 C20 C19 108.5(4) . . ? C22 C21 C6 120.6(4) . . ? C22 C21 C20 119.9(4) . . ? C6 C21 C20 109.5(4) . . ? C21 C22 C23 118.9(4) . . ? C21 C22 C41 119.7(4) . . ? C23 C22 C41 108.6(4) . . ? C24 C23 C22 119.5(4) . . ? C24 C23 C43 119.4(4) . . ? C22 C23 C43 108.2(4) . . ? C23 C24 C7 120.8(4) . . ? C23 C24 C25 120.7(4) . . ? C7 C24 C25 108.8(4) . . ? C26 C25 C9 121.7(4) . . ? C26 C25 C24 119.0(4) . . ? C9 C25 C24 108.8(4) . . ? C25 C26 C27 118.2(4) . . ? C25 C26 C44 120.6(4) . . ? C27 C26 C44 108.0(4) . . ? C28 C27 C26 119.6(4) . . ? C28 C27 C46 119.7(4) . . ? C26 C27 C46 108.1(4) . . ? C27 C28 C29 120.6(4) . . ? C27 C28 C10 120.5(4) . . ? C29 C28 C10 109.0(4) . . ? C30 C29 C12 120.7(4) . . ? C30 C29 C28 119.8(4) . . ? C12 C29 C28 109.1(4) . . ? C29 C30 C31 119.8(4) . . ? C29 C30 C47 119.9(4) . . ? C31 C30 C47 108.4(4) . . ? C32 C31 C30 118.7(4) . . ? C32 C31 C49 119.9(4) . . ? C30 C31 C49 108.1(4) . . ? C31 C32 C33 120.0(4) . . ? C31 C32 C13 121.0(4) . . ? C33 C32 C13 108.8(4) . . ? C34 C33 C32 120.3(4) . . ? C34 C33 C15 120.6(4) . . ? C32 C33 C15 109.1(4) . . ? C33 C34 C35 119.5(4) . . ? C33 C34 C50 119.3(4) . . ? C35 C34 C50 108.6(4) . . ? C36 C35 C34 119.5(4) . . ? C36 C35 C52 119.9(4) . . ? C34 C35 C52 107.7(4) . . ? C35 C36 C16 120.8(4) . . ? C35 C36 C37 120.7(4) . . ? C16 C36 C37 108.3(4) . . ? C38 C37 C18 121.2(4) . . ? C38 C37 C36 119.3(4) . . ? C18 C37 C36 109.0(4) . . ? C37 C38 C39 119.0(4) . . ? C37 C38 C53 119.5(4) . . ? C39 C38 C53 108.6(4) . . ? C20 C39 C38 119.2(4) . . ? C20 C39 C40 119.9(4) . . ? C38 C39 C40 108.2(4) . . ? C41 C40 C54 120.2(4) . . ? C41 C40 C39 120.4(4) . . ? C54 C40 C39 107.7(4) . . ? C40 C41 C42 120.6(4) . . ? C40 C41 C22 119.9(4) . . ? C42 C41 C22 107.1(4) . . ? C56 C42 C43 119.9(4) . . ? C56 C42 C41 119.6(4) . . ? C43 C42 C41 108.2(4) . . ? C44 C43 C42 119.9(4) . . ? C44 C43 C23 120.4(4) . . ? C42 C43 C23 107.8(4) . . ? C43 C44 C26 119.9(4) . . ? C43 C44 C45 119.9(4) . . ? C26 C44 C45 108.5(4) . . ? C57 C45 C44 120.8(4) . . ? C57 C45 C46 119.6(4) . . ? C44 C45 C46 107.9(4) . . ? C47 C46 C45 119.9(4) . . ? C47 C46 C27 119.9(4) . . ? C45 C46 C27 107.5(4) . . ? C46 C47 C48 120.3(4) . . ? C46 C47 C30 120.0(4) . . ? C48 C47 C30 107.7(4) . . ? C58 C48 C47 120.0(4) . . ? C58 C48 C49 119.8(4) . . ? C47 C48 C49 108.4(4) . . ? C50 C49 C48 119.7(4) . . ? C50 C49 C31 120.2(4) . . ? C48 C49 C31 107.5(4) . . ? C49 C50 C51 120.8(4) . . ? C49 C50 C34 120.1(4) . . ? C51 C50 C34 107.1(4) . . ? C59 C51 C52 119.6(4) . . ? C59 C51 C50 119.8(4) . . ? C52 C51 C50 109.0(4) . . ? C53 C52 C51 121.5(4) . . ? C53 C52 C35 119.1(4) . . ? C51 C52 C35 107.6(4) . . ? C52 C53 C38 121.5(4) . . ? C52 C53 C54 119.2(4) . . ? C38 C53 C54 107.5(4) . . ? C55 C54 C40 119.9(4) . . ? C55 C54 C53 119.9(4) . . ? C40 C54 C53 107.9(4) . . ? C54 C55 C59 119.6(4) . . ? C54 C55 C56 119.7(4) . . ? C59 C55 C56 108.1(4) . . ? C42 C56 C55 120.0(4) . . ? C42 C56 C57 120.2(4) . . ? C55 C56 C57 107.9(4) . . ? C45 C57 C58 120.6(4) . . ? C45 C57 C56 119.4(4) . . ? C58 C57 C56 107.4(4) . . ? C48 C58 C57 119.5(4) . . ? C48 C58 C59 120.0(4) . . ? C57 C58 C59 108.6(4) . . ? C51 C59 C55 120.2(4) . . ? C51 C59 C58 119.7(4) . . ? C55 C59 C58 107.9(4) . . ? C65 C60 C61 117.5(4) . . ? C65 C60 C8 122.2(4) . . ? C61 C60 C8 120.3(4) . . ? C62 C61 C60 121.6(4) . . ? C62 C61 H61 119.2 . . ? C60 C61 H61 119.2 . . ? C63 C62 C61 119.9(4) . . ? C63 C62 H62 120.0 . . ? C61 C62 H62 120.0 . . ? O1 C63 C62 115.1(4) . . ? O1 C63 C64 125.0(5) . . ? C62 C63 C64 119.8(4) . . ? C63 C64 C65 119.4(4) . . ? C63 C64 H64 120.3 . . ? C65 C64 H64 120.3 . . ? C60 C65 C64 121.7(4) . . ? C60 C65 H65 119.1 . . ? C64 C65 H65 119.1 . . ? O1 C66 H66A 109.5 . . ? O1 C66 H66B 109.5 . . ? H66A C66 H66B 109.5 . . ? O1 C66 H66C 109.5 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? C68 C67 C72 117.8(4) . . ? C68 C67 C14 122.6(4) . . ? C72 C67 C14 119.6(4) . . ? C69 C68 C67 120.3(4) . . ? C69 C68 H68 119.9 . . ? C67 C68 H68 119.9 . . ? C70 C69 C68 121.2(4) . . ? C70 C69 H69 119.4 . . ? C68 C69 H69 119.4 . . ? C69 C70 O2 115.9(4) . . ? C69 C70 C71 119.8(4) . . ? O2 C70 C71 124.4(4) . . ? C72 C71 C70 118.6(4) . . ? C72 C71 H71 120.7 . . ? C70 C71 H71 120.7 . . ? C71 C72 C67 122.3(4) . . ? C71 C72 H72 118.8 . . ? C67 C72 H72 118.8 . . ? O2 C73 H73A 109.5 . . ? O2 C73 H73B 109.5 . . ? H73A C73 H73B 109.5 . . ? O2 C73 H73C 109.5 . . ? H73A C73 H73C 109.5 . . ? H73B C73 H73C 109.5 . . ? C75 C74 C79 118.3(4) . . ? C75 C74 C17 120.5(4) . . ? C79 C74 C17 121.1(4) . . ? C74 C75 C76 120.9(4) . . ? C74 C75 H75 119.6 . . ? C76 C75 H75 119.6 . . ? C77 C76 C75 119.8(4) . . ? C77 C76 H76 120.1 . . ? C75 C76 H76 120.1 . . ? C76 C77 O3 124.0(4) . . ? C76 C77 C78 120.1(4) . . ? O3 C77 C78 115.9(4) . . ? C79 C78 C77 120.3(4) . . ? C79 C78 H78 119.9 . . ? C77 C78 H78 119.9 . . ? C78 C79 C74 120.7(4) . . ? C78 C79 H79 119.7 . . ? C74 C79 H79 119.7 . . ? O3 C80 H80A 109.5 . . ? O3 C80 H80B 109.5 . . ? H80A C80 H80B 109.5 . . ? O3 C80 H80C 109.5 . . ? H80A C80 H80C 109.5 . . ? H80B C80 H80C 109.5 . . ? Cl2A C81 Cl1 151.7(8) . . ? Cl1 C81 Cl2 111.4(3) . . ? Cl2A C81 Cl3A 116.0(9) . . ? Cl1 C81 Cl3A 81.8(7) . . ? Cl2 C81 Cl3A 158.6(8) . . ? Cl2A C81 Cl3 73.7(8) . . ? Cl1 C81 Cl3 110.5(3) . . ? Cl2 C81 Cl3 111.2(3) . . ? Cl2A C81 Cl1A 108.7(8) . . ? Cl2 C81 Cl1A 76.2(6) . . ? Cl3A C81 Cl1A 106.3(8) . . ? Cl3 C81 Cl1A 102.4(8) . . ? Cl2A C81 H81A 96.6 . . ? Cl1 C81 H81A 107.9 . . ? Cl2 C81 H81A 107.9 . . ? Cl3A C81 H81A 82.6 . . ? Cl3 C81 H81A 107.9 . . ? Cl1A C81 H81A 144.9 . . ? Cl2A C81 H81B 108.5 . . ? Cl1 C81 H81B 83.9 . . ? Cl2 C81 H81B 90.2 . . ? Cl3A C81 H81B 108.5 . . ? Cl3 C81 H81B 145.8 . . ? Cl1A C81 H81B 108.5 . . ? 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 C4 N1 C1 C2 -0.7(4) . . . . ? C8 N1 C1 C2 -160.7(4) . . . . ? C4 N1 C1 C11 159.3(4) . . . . ? C8 N1 C1 C11 -0.7(6) . . . . ? N1 C1 C2 C3 0.4(5) . . . . ? C11 C1 C2 C3 -159.5(4) . . . . ? N1 C1 C2 C14 159.5(4) . . . . ? C11 C1 C2 C14 -0.4(6) . . . . ? C1 C2 C3 C4 0.0(5) . . . . ? C14 C2 C3 C4 -158.9(4) . . . . ? C1 C2 C3 C17 158.0(4) . . . . ? C14 C2 C3 C17 -0.9(6) . . . . ? C2 C3 C4 N1 -0.5(5) . . . . ? C17 C3 C4 N1 -158.4(4) . . . . ? C2 C3 C4 C5 158.5(4) . . . . ? C17 C3 C4 C5 0.6(7) . . . . ? C1 N1 C4 C3 0.7(4) . . . . ? C8 N1 C4 C3 160.7(4) . . . . ? C1 N1 C4 C5 -158.5(4) . . . . ? C8 N1 C4 C5 1.5(6) . . . . ? C3 C4 C5 C19 -23.7(5) . . . . ? N1 C4 C5 C19 132.1(4) . . . . ? C3 C4 C5 C6 -132.8(4) . . . . ? N1 C4 C5 C6 23.0(5) . . . . ? C4 C5 C6 C7 -22.7(6) . . . . ? C19 C5 C6 C7 -135.4(4) . . . . ? C4 C5 C6 C21 126.3(4) . . . . ? C19 C5 C6 C21 13.6(4) . . . . ? C21 C6 C7 C24 1.6(6) . . . . ? C5 C6 C7 C24 147.3(4) . . . . ? C21 C6 C7 C8 -147.4(4) . . . . ? C5 C6 C7 C8 -1.7(6) . . . . ? C1 N1 C8 C60 -101.2(5) . . . . ? C4 N1 C8 C60 101.8(4) . . . . ? C1 N1 C8 C7 131.6(4) . . . . ? C4 N1 C8 C7 -25.3(5) . . . . ? C1 N1 C8 C9 24.8(5) . . . . ? C4 N1 C8 C9 -132.1(4) . . . . ? C6 C7 C8 N1 25.4(5) . . . . ? C24 C7 C8 N1 -126.2(4) . . . . ? C6 C7 C8 C60 -100.8(5) . . . . ? C24 C7 C8 C60 107.6(4) . . . . ? C6 C7 C8 C9 136.8(4) . . . . ? C24 C7 C8 C9 -14.8(4) . . . . ? N1 C8 C9 C10 -25.8(5) . . . . ? C60 C8 C9 C10 99.7(5) . . . . ? C7 C8 C9 C10 -137.2(4) . . . . ? N1 C8 C9 C25 126.8(4) . . . . ? C60 C8 C9 C25 -107.7(4) . . . . ? C7 C8 C9 C25 15.4(4) . . . . ? C25 C9 C10 C28 -2.3(6) . . . . ? C8 C9 C10 C28 147.6(4) . . . . ? C25 C9 C10 C11 -147.3(4) . . . . ? C8 C9 C10 C11 2.6(6) . . . . ? C2 C1 C11 C10 133.4(4) . . . . ? N1 C1 C11 C10 -23.4(5) . . . . ? C2 C1 C11 C12 24.1(5) . . . . ? N1 C1 C11 C12 -132.7(4) . . . . ? C9 C10 C11 C1 22.2(5) . . . . ? C28 C10 C11 C1 -126.0(4) . . . . ? C9 C10 C11 C12 135.7(4) . . . . ? C28 C10 C11 C12 -12.5(4) . . . . ? C1 C11 C12 C13 -22.3(5) . . . . ? C10 C11 C12 C13 -136.2(4) . . . . ? C1 C11 C12 C29 126.5(4) . . . . ? C10 C11 C12 C29 12.5(4) . . . . ? C29 C12 C13 C32 0.5(5) . . . . ? C11 C12 C13 C32 146.2(4) . . . . ? C29 C12 C13 C14 -148.5(4) . . . . ? C11 C12 C13 C14 -2.8(6) . . . . ? C1 C2 C14 C67 100.4(5) . . . . ? C3 C2 C14 C67 -103.9(5) . . . . ? C1 C2 C14 C13 -24.3(5) . . . . ? C3 C2 C14 C13 131.4(4) . . . . ? C1 C2 C14 C15 -130.4(4) . . . . ? C3 C2 C14 C15 25.2(5) . . . . ? C12 C13 C14 C2 25.7(5) . . . . ? C32 C13 C14 C2 -126.0(3) . . . . ? C12 C13 C14 C67 -100.6(4) . . . . ? C32 C13 C14 C67 107.7(4) . . . . ? C12 C13 C14 C15 136.0(4) . . . . ? C32 C13 C14 C15 -15.8(4) . . . . ? C2 C14 C15 C16 -23.7(5) . . . . ? C67 C14 C15 C16 104.7(5) . . . . ? C13 C14 C15 C16 -134.6(4) . . . . ? C2 C14 C15 C33 126.5(3) . . . . ? C67 C14 C15 C33 -105.1(4) . . . . ? C13 C14 C15 C33 15.6(4) . . . . ? C33 C15 C16 C36 1.5(6) . . . . ? C14 C15 C16 C36 149.0(4) . . . . ? C33 C15 C16 C17 -149.6(4) . . . . ? C14 C15 C16 C17 -2.1(6) . . . . ? C4 C3 C17 C74 -106.7(5) . . . . ? C2 C3 C17 C74 98.9(5) . . . . ? C4 C3 C17 C16 129.8(4) . . . . ? C2 C3 C17 C16 -24.7(5) . . . . ? C4 C3 C17 C18 23.5(5) . . . . ? C2 C3 C17 C18 -130.9(4) . . . . ? C15 C16 C17 C3 26.2(5) . . . . ? C36 C16 C17 C3 -127.4(3) . . . . ? C15 C16 C17 C74 -102.2(5) . . . . ? C36 C16 C17 C74 104.2(4) . . . . ? C15 C16 C17 C18 136.8(4) . . . . ? C36 C16 C17 C18 -16.8(4) . . . . ? C3 C17 C18 C19 -24.7(5) . . . . ? C74 C17 C18 C19 107.4(5) . . . . ? C16 C17 C18 C19 -134.7(4) . . . . ? C3 C17 C18 C37 126.8(4) . . . . ? C74 C17 C18 C37 -101.1(4) . . . . ? C16 C17 C18 C37 16.7(4) . . . . ? C37 C18 C19 C20 -0.2(6) . . . . ? C17 C18 C19 C20 148.3(4) . . . . ? C37 C18 C19 C5 -146.5(4) . . . . ? C17 C18 C19 C5 2.0(6) . . . . ? C4 C5 C19 C18 22.2(5) . . . . ? C6 C5 C19 C18 135.6(4) . . . . ? C4 C5 C19 C20 -126.7(4) . . . . ? C6 C5 C19 C20 -13.4(4) . . . . ? C18 C19 C20 C39 3.4(6) . . . . ? C5 C19 C20 C39 154.5(4) . . . . ? C18 C19 C20 C21 -142.4(4) . . . . ? C5 C19 C20 C21 8.7(5) . . . . ? C7 C6 C21 C22 -4.8(6) . . . . ? C5 C6 C21 C22 -154.9(4) . . . . ? C7 C6 C21 C20 140.9(4) . . . . ? C5 C6 C21 C20 -9.2(5) . . . . ? C39 C20 C21 C22 0.0(6) . . . . ? C19 C20 C21 C22 146.4(4) . . . . ? C39 C20 C21 C6 -145.9(4) . . . . ? C19 C20 C21 C6 0.4(5) . . . . ? C6 C21 C22 C23 3.8(6) . . . . ? C20 C21 C22 C23 -138.4(4) . . . . ? C6 C21 C22 C41 141.0(4) . . . . ? C20 C21 C22 C41 -1.1(6) . . . . ? C21 C22 C23 C24 0.4(6) . . . . ? C41 C22 C23 C24 -141.2(4) . . . . ? C21 C22 C23 C43 141.6(4) . . . . ? C41 C22 C23 C43 0.0(5) . . . . ? C22 C23 C24 C7 -3.6(6) . . . . ? C43 C23 C24 C7 -140.5(4) . . . . ? C22 C23 C24 C25 138.5(4) . . . . ? C43 C23 C24 C25 1.6(6) . . . . ? C6 C7 C24 C23 2.6(6) . . . . ? C8 C7 C24 C23 155.7(4) . . . . ? C6 C7 C24 C25 -143.5(4) . . . . ? C8 C7 C24 C25 9.6(5) . . . . ? C10 C9 C25 C26 -1.3(6) . . . . ? C8 C9 C25 C26 -155.0(4) . . . . ? C10 C9 C25 C24 143.0(4) . . . . ? C8 C9 C25 C24 -10.7(5) . . . . ? C23 C24 C25 C26 0.0(6) . . . . ? C7 C24 C25 C26 146.1(4) . . . . ? C23 C24 C25 C9 -145.4(4) . . . . ? C7 C24 C25 C9 0.8(5) . . . . ? C9 C25 C26 C27 2.3(6) . . . . ? C24 C25 C26 C27 -138.5(4) . . . . ? C9 C25 C26 C44 138.8(4) . . . . ? C24 C25 C26 C44 -2.0(6) . . . . ? C25 C26 C27 C28 0.2(6) . . . . ? C44 C26 C27 C28 -141.2(4) . . . . ? C25 C26 C27 C46 141.9(4) . . . . ? C44 C26 C27 C46 0.5(5) . . . . ? C26 C27 C28 C29 138.3(4) . . . . ? C46 C27 C28 C29 1.0(6) . . . . ? C26 C27 C28 C10 -3.8(6) . . . . ? C46 C27 C28 C10 -141.0(4) . . . . ? C9 C10 C28 C27 4.8(6) . . . . ? C11 C10 C28 C27 154.2(4) . . . . ? C9 C10 C28 C29 -141.1(4) . . . . ? C11 C10 C28 C29 8.3(5) . . . . ? C13 C12 C29 C30 -3.2(6) . . . . ? C11 C12 C29 C30 -153.2(4) . . . . ? C13 C12 C29 C28 141.7(4) . . . . ? C11 C12 C29 C28 -8.3(4) . . . . ? C27 C28 C29 C30 -0.6(6) . . . . ? C10 C28 C29 C30 145.2(4) . . . . ? C27 C28 C29 C12 -145.9(4) . . . . ? C10 C28 C29 C12 0.0(5) . . . . ? C12 C29 C30 C31 2.5(6) . . . . ? C28 C29 C30 C31 -138.7(4) . . . . ? C12 C29 C30 C47 140.9(4) . . . . ? C28 C29 C30 C47 -0.3(6) . . . . ? C29 C30 C31 C32 1.0(6) . . . . ? C47 C30 C31 C32 -141.7(4) . . . . ? C29 C30 C31 C49 142.0(4) . . . . ? C47 C30 C31 C49 -0.7(4) . . . . ? C30 C31 C32 C33 137.6(4) . . . . ? C49 C31 C32 C33 1.3(6) . . . . ? C30 C31 C32 C13 -3.7(6) . . . . ? C49 C31 C32 C13 -140.1(4) . . . . ? C12 C13 C32 C31 3.0(6) . . . . ? C14 C13 C32 C31 156.1(4) . . . . ? C12 C13 C32 C33 -142.2(4) . . . . ? C14 C13 C32 C33 10.9(4) . . . . ? C31 C32 C33 C34 -0.2(6) . . . . ? C13 C32 C33 C34 145.3(4) . . . . ? C31 C32 C33 C15 -145.9(4) . . . . ? C13 C32 C33 C15 -0.4(4) . . . . ? C16 C15 C33 C34 -4.1(6) . . . . ? C14 C15 C33 C34 -155.8(4) . . . . ? C16 C15 C33 C32 141.5(4) . . . . ? C14 C15 C33 C32 -10.2(4) . . . . ? C32 C33 C34 C35 -138.6(4) . . . . ? C15 C33 C34 C35 3.2(6) . . . . ? C32 C33 C34 C50 -1.1(6) . . . . ? C15 C33 C34 C50 140.7(4) . . . . ? C33 C34 C35 C36 0.1(6) . . . . ? C50 C34 C35 C36 -141.4(4) . . . . ? C33 C34 C35 C52 141.5(4) . . . . ? C50 C34 C35 C52 -0.1(5) . . . . ? C34 C35 C36 C16 -2.7(6) . . . . ? C52 C35 C36 C16 -139.3(4) . . . . ? C34 C35 C36 C37 138.6(4) . . . . ? C52 C35 C36 C37 2.0(6) . . . . ? C15 C16 C36 C35 1.9(6) . . . . ? C17 C16 C36 C35 157.0(4) . . . . ? C15 C16 C36 C37 -143.6(4) . . . . ? C17 C16 C36 C37 11.5(4) . . . . ? C19 C18 C37 C38 -3.1(6) . . . . ? C17 C18 C37 C38 -155.6(4) . . . . ? C19 C18 C37 C36 141.5(4) . . . . ? C17 C18 C37 C36 -11.0(5) . . . . ? C35 C36 C37 C38 -0.4(6) . . . . ? C16 C36 C37 C38 145.1(4) . . . . ? C35 C36 C37 C18 -145.9(4) . . . . ? C16 C36 C37 C18 -0.3(5) . . . . ? C18 C37 C38 C39 3.2(6) . . . . ? C36 C37 C38 C39 -137.9(4) . . . . ? C18 C37 C38 C53 140.3(4) . . . . ? C36 C37 C38 C53 -0.8(6) . . . . ? C21 C20 C39 C38 138.6(4) . . . . ? C19 C20 C39 C38 -3.3(6) . . . . ? C21 C20 C39 C40 1.2(6) . . . . ? C19 C20 C39 C40 -140.7(4) . . . . ? C37 C38 C39 C20 0.0(6) . . . . ? C53 C38 C39 C20 -141.3(4) . . . . ? C37 C38 C39 C40 141.8(4) . . . . ? C53 C38 C39 C40 0.5(5) . . . . ? C20 C39 C40 C41 -1.5(6) . . . . ? C38 C39 C40 C41 -143.0(4) . . . . ? C20 C39 C40 C54 141.6(4) . . . . ? C38 C39 C40 C54 0.1(5) . . . . ? C54 C40 C41 C42 -0.8(6) . . . . ? C39 C40 C41 C42 137.7(4) . . . . ? C54 C40 C41 C22 -138.1(4) . . . . ? C39 C40 C41 C22 0.4(6) . . . . ? C21 C22 C41 C40 0.9(6) . . . . ? C23 C22 C41 C40 142.1(4) . . . . ? C21 C22 C41 C42 -141.5(4) . . . . ? C23 C22 C41 C42 -0.3(4) . . . . ? C40 C41 C42 C56 0.5(6) . . . . ? C22 C41 C42 C56 142.6(4) . . . . ? C40 C41 C42 C43 -141.6(4) . . . . ? C22 C41 C42 C43 0.5(4) . . . . ? C56 C42 C43 C44 0.6(6) . . . . ? C41 C42 C43 C44 142.5(4) . . . . ? C56 C42 C43 C23 -142.4(4) . . . . ? C41 C42 C43 C23 -0.4(5) . . . . ? C24 C23 C43 C44 -1.2(6) . . . . ? C22 C23 C43 C44 -142.5(4) . . . . ? C24 C23 C43 C42 141.5(4) . . . . ? C22 C23 C43 C42 0.3(5) . . . . ? C42 C43 C44 C26 -139.0(4) . . . . ? C23 C43 C44 C26 -0.7(6) . . . . ? C42 C43 C44 C45 -0.3(6) . . . . ? C23 C43 C44 C45 138.1(4) . . . . ? C25 C26 C44 C43 2.3(6) . . . . ? C27 C26 C44 C43 142.7(4) . . . . ? C25 C26 C44 C45 -140.6(4) . . . . ? C27 C26 C44 C45 -0.3(5) . . . . ? C43 C44 C45 C57 -0.1(6) . . . . ? C26 C44 C45 C57 142.9(4) . . . . ? C43 C44 C45 C46 -142.9(4) . . . . ? C26 C44 C45 C46 0.0(5) . . . . ? C57 C45 C46 C47 -1.4(6) . . . . ? C44 C45 C46 C47 141.9(4) . . . . ? C57 C45 C46 C27 -143.1(4) . . . . ? C44 C45 C46 C27 0.3(5) . . . . ? C28 C27 C46 C47 -0.5(6) . . . . ? C26 C27 C46 C47 -142.1(4) . . . . ? C28 C27 C46 C45 141.2(4) . . . . ? C26 C27 C46 C45 -0.5(5) . . . . ? C45 C46 C47 C48 0.7(6) . . . . ? C27 C46 C47 C48 137.6(4) . . . . ? C45 C46 C47 C30 -137.4(4) . . . . ? C27 C46 C47 C30 -0.4(6) . . . . ? C29 C30 C47 C46 0.8(6) . . . . ? C31 C30 C47 C46 143.5(4) . . . . ? C29 C30 C47 C48 -141.9(4) . . . . ? C31 C30 C47 C48 0.7(4) . . . . ? C46 C47 C48 C58 -0.2(6) . . . . ? C30 C47 C48 C58 142.4(4) . . . . ? C46 C47 C48 C49 -143.1(4) . . . . ? C30 C47 C48 C49 -0.5(5) . . . . ? C58 C48 C49 C50 -0.8(6) . . . . ? C47 C48 C49 C50 142.1(4) . . . . ? C58 C48 C49 C31 -142.9(4) . . . . ? C47 C48 C49 C31 0.1(5) . . . . ? C32 C31 C49 C50 -1.0(6) . . . . ? C30 C31 C49 C50 -141.4(4) . . . . ? C32 C31 C49 C48 140.8(4) . . . . ? C30 C31 C49 C48 0.4(5) . . . . ? C48 C49 C50 C51 0.4(6) . . . . ? C31 C49 C50 C51 137.6(4) . . . . ? C48 C49 C50 C34 -137.6(4) . . . . ? C31 C49 C50 C34 -0.4(6) . . . . ? C33 C34 C50 C49 1.4(6) . . . . ? C35 C34 C50 C49 143.0(4) . . . . ? C33 C34 C50 C51 -141.6(4) . . . . ? C35 C34 C50 C51 0.0(5) . . . . ? C49 C50 C51 C59 0.5(6) . . . . ? C34 C50 C51 C59 143.2(4) . . . . ? C49 C50 C51 C52 -142.6(4) . . . . ? C34 C50 C51 C52 0.1(5) . . . . ? C59 C51 C52 C53 -0.9(6) . . . . ? C50 C51 C52 C53 142.3(4) . . . . ? C59 C51 C52 C35 -143.3(4) . . . . ? C50 C51 C52 C35 -0.1(5) . . . . ? C36 C35 C52 C53 -2.2(6) . . . . ? C34 C35 C52 C53 -143.4(4) . . . . ? C36 C35 C52 C51 141.3(4) . . . . ? C34 C35 C52 C51 0.1(5) . . . . ? C51 C52 C53 C38 -137.3(5) . . . . ? C35 C52 C53 C38 1.0(6) . . . . ? C51 C52 C53 C54 0.9(6) . . . . ? C35 C52 C53 C54 139.2(4) . . . . ? C37 C38 C53 C52 0.5(6) . . . . ? C39 C38 C53 C52 141.6(4) . . . . ? C37 C38 C53 C54 -141.9(4) . . . . ? C39 C38 C53 C54 -0.8(5) . . . . ? C41 C40 C54 C55 0.4(6) . . . . ? C39 C40 C54 C55 -142.7(4) . . . . ? C41 C40 C54 C53 142.5(4) . . . . ? C39 C40 C54 C53 -0.6(5) . . . . ? C52 C53 C54 C55 -0.4(6) . . . . ? C38 C53 C54 C55 143.1(4) . . . . ? C52 C53 C54 C40 -142.6(4) . . . . ? C38 C53 C54 C40 0.9(5) . . . . ? C40 C54 C55 C59 137.5(4) . . . . ? C53 C54 C55 C59 -0.1(6) . . . . ? C40 C54 C55 C56 0.3(6) . . . . ? C53 C54 C55 C56 -137.4(4) . . . . ? C43 C42 C56 C55 137.9(4) . . . . ? C41 C42 C56 C55 0.2(6) . . . . ? C43 C42 C56 C57 -0.5(6) . . . . ? C41 C42 C56 C57 -138.2(4) . . . . ? C54 C55 C56 C42 -0.6(6) . . . . ? C59 C55 C56 C42 -142.2(4) . . . . ? C54 C55 C56 C57 142.3(4) . . . . ? C59 C55 C56 C57 0.7(5) . . . . ? C44 C45 C57 C58 -137.0(4) . . . . ? C46 C45 C57 C58 1.6(6) . . . . ? C44 C45 C57 C56 0.1(6) . . . . ? C46 C45 C57 C56 138.8(4) . . . . ? C42 C56 C57 C45 0.1(6) . . . . ? C55 C56 C57 C45 -142.6(4) . . . . ? C42 C56 C57 C58 142.3(4) . . . . ? C55 C56 C57 C58 -0.5(5) . . . . ? C47 C48 C58 C57 0.5(6) . . . . ? C49 C48 C58 C57 139.1(4) . . . . ? C47 C48 C58 C59 -138.2(4) . . . . ? C49 C48 C58 C59 0.4(6) . . . . ? C45 C57 C58 C48 -1.2(6) . . . . ? C56 C57 C58 C48 -142.8(4) . . . . ? C45 C57 C58 C59 141.7(4) . . . . ? C56 C57 C58 C59 0.1(5) . . . . ? C52 C51 C59 C55 0.4(6) . . . . ? C50 C51 C59 C55 -138.9(4) . . . . ? C52 C51 C59 C58 138.4(4) . . . . ? C50 C51 C59 C58 -0.8(6) . . . . ? C54 C55 C59 C51 0.1(6) . . . . ? C56 C55 C59 C51 141.8(4) . . . . ? C54 C55 C59 C58 -142.2(4) . . . . ? C56 C55 C59 C58 -0.6(5) . . . . ? C48 C58 C59 C51 0.4(6) . . . . ? C57 C58 C59 C51 -142.3(4) . . . . ? C48 C58 C59 C55 143.0(4) . . . . ? C57 C58 C59 C55 0.3(5) . . . . ? N1 C8 C60 C65 -96.7(5) . . . . ? C7 C8 C60 C65 26.2(6) . . . . ? C9 C8 C60 C65 141.1(4) . . . . ? N1 C8 C60 C61 83.7(5) . . . . ? C7 C8 C60 C61 -153.4(4) . . . . ? C9 C8 C60 C61 -38.5(6) . . . . ? C65 C60 C61 C62 -0.1(7) . . . . ? C8 C60 C61 C62 179.5(4) . . . . ? C60 C61 C62 C63 0.1(8) . . . . ? C66 O1 C63 C62 -170.8(4) . . . . ? C66 O1 C63 C64 8.4(7) . . . . ? C61 C62 C63 O1 178.8(4) . . . . ? C61 C62 C63 C64 -0.5(7) . . . . ? O1 C63 C64 C65 -178.4(4) . . . . ? C62 C63 C64 C65 0.8(7) . . . . ? C61 C60 C65 C64 0.5(7) . . . . ? C8 C60 C65 C64 -179.1(4) . . . . ? C63 C64 C65 C60 -0.9(7) . . . . ? C2 C14 C67 C68 144.0(4) . . . . ? C13 C14 C67 C68 -94.1(5) . . . . ? C15 C14 C67 C68 20.0(6) . . . . ? C2 C14 C67 C72 -37.9(5) . . . . ? C13 C14 C67 C72 84.0(5) . . . . ? C15 C14 C67 C72 -161.9(4) . . . . ? C72 C67 C68 C69 -0.3(7) . . . . ? C14 C67 C68 C69 177.9(4) . . . . ? C67 C68 C69 C70 -0.1(7) . . . . ? C68 C69 C70 O2 179.6(4) . . . . ? C68 C69 C70 C71 -0.4(8) . . . . ? C73 O2 C70 C69 -174.8(5) . . . . ? C73 O2 C70 C71 5.2(7) . . . . ? C69 C70 C71 C72 1.3(7) . . . . ? O2 C70 C71 C72 -178.7(4) . . . . ? C70 C71 C72 C67 -1.7(7) . . . . ? C68 C67 C72 C71 1.2(7) . . . . ? C14 C67 C72 C71 -177.0(4) . . . . ? C3 C17 C74 C75 -80.9(5) . . . . ? C16 C17 C74 C75 40.5(5) . . . . ? C18 C17 C74 C75 152.8(4) . . . . ? C3 C17 C74 C79 101.4(5) . . . . ? C16 C17 C74 C79 -137.2(4) . . . . ? C18 C17 C74 C79 -25.0(6) . . . . ? C79 C74 C75 C76 -0.7(7) . . . . ? C17 C74 C75 C76 -178.5(4) . . . . ? C74 C75 C76 C77 0.0(7) . . . . ? C75 C76 C77 O3 -178.3(4) . . . . ? C75 C76 C77 C78 0.7(7) . . . . ? C80 O3 C77 C76 11.4(7) . . . . ? C80 O3 C77 C78 -167.7(4) . . . . ? C76 C77 C78 C79 -0.7(7) . . . . ? O3 C77 C78 C79 178.4(4) . . . . ? C77 C78 C79 C74 0.0(7) . . . . ? C75 C74 C79 C78 0.7(7) . . . . ? C17 C74 C79 C78 178.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 68.28 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.520 _refine_diff_density_min -0.929 _refine_diff_density_rms 0.090 _iucr_refine_instructions_details ; TITL RN1301 in P2(1)/n, NEUBAUER/HIRSCH, RN-239-II-3 CELL 1.54178 19.8776 10.0497 24.2708 90.000 107.877 90.000 ZERR 4.00 0.0018 0.0009 0.0025 0.000 0.006 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H N O Cl UNIT 324 96 4 12 12 L.S. 8 ACTA TEMP -173 SIZE 0.15 0.12 0.04 SIMU 0.003 0.006 CL1 > CL3A SADI C81 CL1 C81 CL1A C81 CL2 C81 CL2A C81 Cl3 C81 CL3A SADI CL1 CL2 CL1A Cl2A Cl1 Cl3 Cl1A Cl3A Cl2 Cl3 Cl2A Cl3A BOND .5 $h HTAB CONF WPDB -1 FMAP 2 PLAN 20 LIST 4 WGHT 0.100000 0.816400 FVAR 0.07563 0.90913 O1 4 0.547206 0.478453 0.367571 11.00000 0.06137 0.05124 = 0.03959 -0.00264 -0.00581 -0.01338 O2 4 -0.029568 0.383722 0.035555 11.00000 0.02690 0.04698 = 0.06427 -0.00594 0.00338 0.01076 O3 4 0.216005 0.490096 -0.159826 11.00000 0.05752 0.04161 = 0.03748 0.01092 0.00607 0.01467 N1 3 0.379920 0.088114 0.161199 11.00000 0.02434 0.02889 = 0.03150 0.00168 0.00328 0.00126 C1 1 0.309272 0.067725 0.155935 11.00000 0.02661 0.02690 = 0.03196 -0.00070 0.00692 0.00087 C2 1 0.271097 0.075275 0.098222 11.00000 0.02354 0.02713 = 0.02836 0.00117 0.00380 0.00354 C3 1 0.319106 0.100028 0.066846 11.00000 0.02872 0.02214 = 0.02965 0.00270 0.00744 0.00498 C4 1 0.386116 0.107052 0.106253 11.00000 0.03082 0.02284 = 0.03049 0.00107 0.00847 0.00175 C5 1 0.453401 0.086407 0.091640 11.00000 0.02820 0.02914 = 0.03909 0.00736 0.01044 0.00129 AFIX 3 H5 2 0.478651 0.174997 0.089100 11.00000 0.03659 AFIX 0 C6 1 0.500466 -0.009018 0.136800 11.00000 0.02063 0.03122 = 0.03458 0.00377 0.00314 -0.00250 C7 1 0.493661 -0.026959 0.190443 11.00000 0.02127 0.03190 = 0.03583 -0.00325 0.00097 -0.00281 C8 1 0.439980 0.047751 0.213145 11.00000 0.02664 0.03143 = 0.02939 0.00205 0.00250 -0.00037 C9 1 0.412629 -0.068125 0.242755 11.00000 0.03068 0.03530 = 0.01723 -0.00083 -0.00158 -0.00213 C10 1 0.343281 -0.087021 0.238268 11.00000 0.03822 0.03231 = 0.02144 -0.00131 0.00836 0.00067 C11 1 0.283813 0.001491 0.201120 11.00000 0.02935 0.03265 = 0.02830 0.00060 0.00782 0.00162 AFIX 3 H11 2 0.263723 0.075281 0.227010 11.00000 0.02587 AFIX 0 C12 1 0.228012 -0.102152 0.170777 11.00000 0.02484 0.03543 = 0.03264 -0.00299 0.01286 0.00074 C13 1 0.190991 -0.096503 0.113224 11.00000 0.01844 0.03413 = 0.03347 -0.00027 0.00756 0.00364 C14 1 0.198139 0.016639 0.072557 11.00000 0.02526 0.02967 = 0.02768 -0.00043 0.00738 0.00317 C15 1 0.201022 -0.065329 0.019300 11.00000 0.02240 0.03315 = 0.02290 -0.00027 -0.00208 0.00394 C16 1 0.248544 -0.042829 -0.010384 11.00000 0.02488 0.03366 = 0.02250 0.00233 -0.00050 0.00496 C17 1 0.304267 0.069211 0.003321 11.00000 0.02778 0.02835 = 0.03102 0.00146 0.00798 0.00440 C18 1 0.369350 -0.007520 -0.002133 11.00000 0.03299 0.03029 = 0.03111 0.00978 0.01387 0.00759 C19 1 0.435429 0.002747 0.037041 11.00000 0.03127 0.03124 = 0.03346 0.01024 0.01099 0.00200 C20 1 0.481517 -0.112112 0.046922 11.00000 0.02607 0.03989 = 0.03858 0.00860 0.01621 0.00309 C21 1 0.520699 -0.117577 0.107323 11.00000 0.01914 0.03487 = 0.04373 0.00384 0.00982 0.00096 C22 1 0.538872 -0.240798 0.134689 11.00000 0.01668 0.03543 = 0.04534 0.00540 0.00845 0.00552 C23 1 0.532730 -0.258819 0.191432 11.00000 0.02202 0.03371 = 0.03464 0.00394 -0.00113 0.00473 C24 1 0.508557 -0.154228 0.217877 11.00000 0.02017 0.03533 = 0.03183 0.00064 -0.00274 -0.00105 C25 1 0.458969 -0.178286 0.250287 11.00000 0.03181 0.03551 = 0.02314 0.00214 -0.00063 0.00102 C26 1 0.435881 -0.308592 0.254491 11.00000 0.03161 0.04217 = 0.02229 0.01063 0.00045 0.00313 C27 1 0.362372 -0.329115 0.248753 11.00000 0.03747 0.03480 = 0.02271 0.00749 0.00866 -0.00020 C28 1 0.316648 -0.220401 0.239076 11.00000 0.03707 0.03684 = 0.02260 0.00394 0.01085 -0.00165 C29 1 0.246940 -0.229034 0.198193 11.00000 0.03275 0.03307 = 0.03201 0.00220 0.01799 0.00130 C30 1 0.224856 -0.347140 0.167325 11.00000 0.02630 0.03577 = 0.03756 0.00704 0.01254 -0.00264 C31 1 0.185319 -0.341679 0.107200 11.00000 0.02352 0.03528 = 0.03611 -0.00116 0.00839 -0.00561 C32 1 0.170650 -0.217846 0.080460 11.00000 0.01820 0.03387 = 0.03405 0.00039 0.00317 0.00073 C33 1 0.177078 -0.198587 0.023759 11.00000 0.01692 0.03503 = 0.03427 -0.00398 -0.00039 0.00073 C34 1 0.198430 -0.304163 -0.005050 11.00000 0.02731 0.03692 = 0.03187 -0.00586 -0.00067 0.00029 C35 1 0.247311 -0.279235 -0.036556 11.00000 0.03426 0.04022 = 0.02267 -0.00778 -0.00037 0.00532 C36 1 0.272869 -0.151885 -0.038060 11.00000 0.03337 0.03908 = 0.01870 0.00072 0.00312 0.00364 C37 1 0.346891 -0.129518 -0.032600 11.00000 0.03487 0.04185 = 0.02270 0.00668 0.01030 0.01046 C38 1 0.392637 -0.238723 -0.025347 11.00000 0.03584 0.04236 = 0.03084 -0.00169 0.01569 0.00527 C39 1 0.461365 -0.229520 0.015292 11.00000 0.02965 0.03725 = 0.03707 0.00075 0.01740 0.00306 C40 1 0.478881 -0.357188 0.043890 11.00000 0.02995 0.03871 = 0.03905 -0.00005 0.01524 0.00829 C41 1 0.516626 -0.363510 0.101700 11.00000 0.02511 0.03306 = 0.04619 0.00509 0.01230 0.00986 C42 1 0.497080 -0.457420 0.139747 11.00000 0.02820 0.02968 = 0.04084 0.00430 0.00710 0.01157 C43 1 0.506655 -0.392745 0.195069 11.00000 0.02848 0.03109 = 0.04193 0.01219 0.00285 0.00948 C44 1 0.458950 -0.416769 0.225692 11.00000 0.03425 0.03257 = 0.03633 0.01149 0.00507 0.00763 C45 1 0.400044 -0.505387 0.202155 11.00000 0.03819 0.02510 = 0.03780 0.01397 0.00996 0.00554 C46 1 0.339708 -0.452041 0.216411 11.00000 0.03799 0.02791 = 0.03660 0.01349 0.01345 0.00310 C47 1 0.272691 -0.460537 0.176554 11.00000 0.03599 0.02722 = 0.04505 0.00548 0.01643 -0.00519 C48 1 0.262727 -0.523249 0.121515 11.00000 0.03214 0.02618 = 0.04324 0.00150 0.00920 -0.00677 C49 1 0.208597 -0.450603 0.078052 11.00000 0.02772 0.02900 = 0.04162 -0.00284 0.00461 -0.00644 C50 1 0.215170 -0.432316 0.023651 11.00000 0.02826 0.02802 = 0.03943 -0.01046 0.00002 -0.00249 C51 1 0.274968 -0.485168 0.009175 11.00000 0.03792 0.02988 = 0.03527 -0.01253 0.00391 -0.00738 C52 1 0.295383 -0.392669 -0.027564 11.00000 0.03995 0.03521 = 0.03169 -0.01247 0.00726 0.00272 C53 1 0.365815 -0.370662 -0.022670 11.00000 0.04157 0.03318 = 0.03178 -0.00715 0.01356 0.00447 C54 1 0.420065 -0.444720 0.020186 11.00000 0.03903 0.03683 = 0.03926 -0.00737 0.01517 0.00836 C55 1 0.400690 -0.536732 0.056243 11.00000 0.03934 0.02729 = 0.04307 -0.00379 0.01384 0.00903 C56 1 0.440164 -0.542022 0.117294 11.00000 0.03503 0.02519 = 0.04373 0.00277 0.00887 0.01066 C57 1 0.390150 -0.567007 0.149393 11.00000 0.03898 0.01802 = 0.05081 0.00754 0.01343 0.00576 C58 1 0.320560 -0.575590 0.107764 11.00000 0.03928 0.01935 = 0.05147 -0.00036 0.01203 -0.00188 C59 1 0.326757 -0.556598 0.050406 11.00000 0.04056 0.02397 = 0.03952 -0.01023 0.00893 0.00052 C60 1 0.470630 0.163493 0.253408 11.00000 0.02729 0.03099 = 0.03076 0.00420 -0.00192 0.00055 C61 1 0.439261 0.203681 0.294686 11.00000 0.03712 0.04035 = 0.04122 -0.00121 0.01073 -0.00470 AFIX 43 H61 2 0.398338 0.158388 0.297161 11.00000 -1.20000 AFIX 0 C62 1 0.466332 0.308343 0.332320 11.00000 0.04480 0.04259 = 0.03777 -0.00118 0.01255 0.00013 AFIX 43 H62 2 0.444027 0.333817 0.360158 11.00000 -1.20000 AFIX 0 C63 1 0.525756 0.375383 0.329223 11.00000 0.04616 0.03069 = 0.03187 -0.00126 -0.00590 -0.00241 C64 1 0.558565 0.337099 0.288635 11.00000 0.03151 0.03266 = 0.04190 0.00693 0.00033 -0.00197 AFIX 43 H64 2 0.599798 0.381977 0.286597 11.00000 -1.20000 AFIX 0 C65 1 0.530360 0.232336 0.251027 11.00000 0.03173 0.03489 = 0.03643 0.00225 0.00523 0.00058 AFIX 43 H65 2 0.552511 0.207294 0.223033 11.00000 -1.20000 AFIX 0 C66 1 0.600281 0.564039 0.362202 11.00000 0.05732 0.05468 = 0.03757 0.00323 -0.00751 -0.01726 AFIX 137 H66A 2 0.608052 0.634525 0.391394 11.00000 -1.50000 H66B 2 0.585843 0.603829 0.323469 11.00000 -1.50000 H66C 2 0.644154 0.513764 0.367981 11.00000 -1.50000 AFIX 0 C67 1 0.137774 0.116882 0.061828 11.00000 0.02349 0.02995 = 0.03229 -0.00216 0.00782 0.00020 C68 1 0.076971 0.108413 0.014419 11.00000 0.03181 0.03886 = 0.03756 -0.00867 0.00452 0.00402 AFIX 43 H68 2 0.072673 0.039901 -0.013422 11.00000 -1.20000 AFIX 0 C69 1 0.022735 0.199429 0.007673 11.00000 0.02512 0.04762 = 0.04310 -0.00834 -0.00237 -0.00156 AFIX 43 H69 2 -0.018432 0.192579 -0.024913 11.00000 -1.20000 AFIX 0 C70 1 0.027360 0.299017 0.047077 11.00000 0.02717 0.03949 = 0.04729 0.00148 0.00890 0.00727 C71 1 0.087955 0.309342 0.095650 11.00000 0.03402 0.02966 = 0.04311 -0.00806 0.01554 -0.00293 AFIX 43 H71 2 0.091502 0.376906 0.123777 11.00000 -1.20000 AFIX 0 C72 1 0.141818 0.219791 0.101547 11.00000 0.02981 0.03709 = 0.02875 -0.00273 0.00283 0.00028 AFIX 43 H72 2 0.183335 0.227950 0.133744 11.00000 -1.20000 AFIX 0 C73 1 -0.023678 0.492306 0.072309 11.00000 0.04316 0.04446 = 0.06627 -0.00273 0.01867 0.01585 AFIX 137 H73A 2 -0.064648 0.550820 0.057157 11.00000 -1.50000 H73B 2 0.019672 0.541568 0.074685 11.00000 -1.50000 H73C 2 -0.021909 0.461005 0.110970 11.00000 -1.50000 AFIX 0 C74 1 0.279799 0.183033 -0.039861 11.00000 0.03269 0.03351 = 0.02645 -0.00063 0.00479 0.00275 C75 1 0.209547 0.223293 -0.057459 11.00000 0.03476 0.03323 = 0.03569 -0.00182 0.00255 0.00369 AFIX 43 H75 2 0.176832 0.180921 -0.041725 11.00000 -1.20000 AFIX 0 C76 1 0.186459 0.324868 -0.097831 11.00000 0.03084 0.03781 = 0.03745 -0.00246 -0.00395 0.00910 AFIX 43 H76 2 0.138287 0.351547 -0.109537 11.00000 -1.20000 AFIX 0 C77 1 0.233454 0.386243 -0.120630 11.00000 0.04625 0.03529 = 0.02757 0.00342 0.00614 0.00841 C78 1 0.303400 0.346315 -0.104025 11.00000 0.04054 0.03333 = 0.03231 0.00332 0.01137 0.00482 AFIX 43 H78 2 0.335745 0.388373 -0.120249 11.00000 -1.20000 AFIX 0 C79 1 0.326363 0.245836 -0.064067 11.00000 0.03221 0.04030 = 0.03704 0.00227 0.01319 0.00712 AFIX 43 H79 2 0.374521 0.219145 -0.052922 11.00000 -1.20000 AFIX 0 C80 1 0.149517 0.550397 -0.168774 11.00000 0.05116 0.04399 = 0.04641 0.00963 -0.00397 0.01276 AFIX 137 H80A 2 0.143870 0.623650 -0.196481 11.00000 -1.50000 H80B 2 0.146289 0.585059 -0.131929 11.00000 -1.50000 H80C 2 0.112144 0.484426 -0.184138 11.00000 -1.50000 AFIX 0 C81 1 0.723094 0.105401 0.219519 11.00000 0.05471 0.08947 = 0.04438 0.00396 0.00975 -0.01418 PART 1 AFIX 13 H81A 2 0.703238 0.088975 0.252102 21.00000 -1.20000 PART 2 AFIX 13 H81B 2 0.728962 0.046492 0.253884 -21.00000 -1.20000 AFIX 0 PART 1 CL1 5 0.813740 0.128344 0.249038 21.00000 0.04914 0.09693 = 0.05654 -0.01292 0.00684 -0.01969 CL2 5 0.703958 -0.032510 0.174130 21.00000 0.08342 0.06384 = 0.05782 0.00138 -0.01339 -0.02405 CL3 5 0.682972 0.250177 0.182974 21.00000 0.07729 0.07532 = 0.05534 0.00083 0.01726 0.00198 PART 2 SAME CL1 > CL3 CL1A 5 0.801508 0.087847 0.195222 -21.00000 0.08150 0.11409 = 0.07311 -0.01404 0.00335 -0.01439 CL2A 5 0.651108 0.053918 0.165586 -21.00000 0.10941 0.08674 = 0.08088 0.00090 -0.00968 -0.01534 CL3A 5 0.722003 0.269948 0.241374 -21.00000 0.10833 0.09935 = 0.08190 0.00147 0.00680 -0.00136 PART 0 HKLF 4 REM RN1301 in P2(1)/n, NEUBAUER/HIRSCH, RN-239-II-3 REM R1 = 0.0742 for 5613 Fo > 4sig(Fo) and 0.1068 for all 8129 data REM 826 parameters refined using 51 restraints END WGHT 0.1319 7.5686 REM Highest difference peak 0.520, deepest hole -0.929, 1-sigma level 0.090 Q1 1 0.5233 0.5378 0.3978 11.00000 0.05 0.52 Q2 1 0.4747 0.4359 0.3666 11.00000 0.05 0.47 Q3 1 0.4690 0.4097 0.3534 11.00000 0.05 0.46 Q4 1 0.6368 0.3262 0.1762 11.00000 0.05 0.45 Q5 1 0.0030 0.2714 -0.0063 11.00000 0.05 0.42 Q6 1 0.5583 0.5946 0.3839 11.00000 0.05 0.42 Q7 1 0.3402 -0.3756 0.2227 11.00000 0.05 0.39 Q8 1 0.5802 0.4835 0.3462 11.00000 0.05 0.36 Q9 1 0.7989 0.2456 0.2265 11.00000 0.05 0.36 Q10 1 0.2585 -0.2123 -0.0195 11.00000 0.05 0.35 Q11 1 0.7035 0.0675 0.1805 11.00000 0.05 0.35 Q12 1 0.1793 0.1967 -0.0257 11.00000 0.05 0.34 Q13 1 0.6842 0.0367 0.1922 11.00000 0.05 0.34 Q14 1 0.7814 0.2596 0.2564 11.00000 0.05 0.33 Q15 1 0.7467 0.2546 0.1830 11.00000 0.05 0.32 Q16 1 0.4278 0.0424 0.0644 11.00000 0.05 0.32 Q17 1 0.3401 0.0362 0.0005 11.00000 0.05 0.32 Q18 1 0.2660 0.0439 0.0016 11.00000 0.05 0.32 Q19 1 0.4176 0.0182 0.2366 11.00000 0.05 0.32 Q20 1 0.6689 0.1748 0.2103 11.00000 0.05 0.31 ; #===END OF ALL DATA _database_code_depnum_ccdc_archive 'CCDC 967868'