# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_collect_0m _database_code_depnum_ccdc_archive 'CCDC 897988' #TrackingRef 'Enant_Minus.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H24 Cl N O2' _chemical_formula_weight 333.84 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 P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 8.3206(4) _cell_length_b 8.3369(4) _cell_length_c 25.7561(14) _cell_angle_alpha 93.3550(10) _cell_angle_beta 95.3230(10) _cell_angle_gamma 93.6820(10) _cell_volume 1771.53(15) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 5152 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 26.33 _exptl_crystal_description Plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.252 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.225 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9154 _exptl_absorpt_correction_T_max 0.9866 _exptl_absorpt_process_details '(SADABS 2007/4 Bruker)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _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 APEX2 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19842 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0594 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 27.00 _reflns_number_total 14565 _reflns_number_gt 12543 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2.2-0 (Bruker, 2007)' _computing_cell_refinement 'SAINT+ V7.46A (Bruker, 2007)' _computing_data_reduction 'SAINT+ V7.46A (Bruker, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'XSHELL v4.02 (Bruker, 2000)' _computing_publication_material 'XCIF v6.12 (Bruker, 2001)' _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^)+(0.0341P)^2^+0.1582P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 6821 Friedel Pairs' _refine_ls_abs_structure_Flack -0.03(3) _chemical_absolute_configuration ad _refine_ls_number_reflns 14565 _refine_ls_number_parameters 849 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0552 _refine_ls_R_factor_gt 0.0453 _refine_ls_wR_factor_ref 0.0925 _refine_ls_wR_factor_gt 0.0873 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.13632(8) 0.49795(8) 0.90146(3) 0.03466(16) Uani 1 1 d . . . Cl2 Cl 0.63287(8) 1.15219(8) 0.48502(3) 0.03448(16) Uani 1 1 d . . . Cl3 Cl 0.94053(7) 0.81749(8) 0.43036(3) 0.03566(17) Uani 1 1 d . . . Cl4 Cl 1.08410(11) 0.11909(10) 0.01364(3) 0.0544(2) Uani 1 1 d . . . O1 O 0.9914(3) -0.3716(3) 0.78603(8) 0.0458(6) Uani 1 1 d . . . O2 O 1.1396(2) -0.2011(3) 0.74789(9) 0.0493(6) Uani 1 1 d . . . O3 O -0.1469(2) 0.3304(2) 0.64361(8) 0.0373(5) Uani 1 1 d . . . O4 O -0.1395(2) 0.5840(2) 0.66790(7) 0.0297(4) Uani 1 1 d . . . O5 O 0.0391(3) -0.0417(2) 0.27215(8) 0.0395(5) Uani 1 1 d . . . O6 O 0.2804(2) -0.0461(2) 0.24726(7) 0.0333(5) Uani 1 1 d . . . O7 O 0.2597(4) 1.0268(3) 0.12830(9) 0.0589(7) Uani 1 1 d . . . O8 O 0.4497(4) 1.1951(3) 0.16559(9) 0.0652(8) Uani 1 1 d . . . N1 N 1.0124(3) -0.2458(3) 0.76576(9) 0.0351(6) Uani 1 1 d . . . N2 N -0.0727(2) 0.4589(3) 0.65804(8) 0.0247(5) Uani 1 1 d . . . N3 N 0.1604(3) 0.0252(3) 0.25745(8) 0.0263(5) Uani 1 1 d . . . N4 N 0.3964(4) 1.0585(3) 0.14843(10) 0.0445(7) Uani 1 1 d . . . C1 C 0.3164(3) 0.4265(3) 0.88240(10) 0.0262(6) Uani 1 1 d . . . C2 C 0.4054(3) 0.3356(3) 0.91602(10) 0.0259(6) Uani 1 1 d . . . H2 H 0.3711 0.3142 0.9484 0.031 Uiso 1 1 calc R . . C3 C 0.5470(3) 0.2767(3) 0.90062(9) 0.0241(5) Uani 1 1 d . . . H3 H 0.6081 0.2164 0.9233 0.029 Uiso 1 1 calc R . . C4 C 0.6002(3) 0.3053(3) 0.85221(9) 0.0223(5) Uani 1 1 d . . . C5 C 0.5080(3) 0.4014(3) 0.81982(10) 0.0233(5) Uani 1 1 d . . . H5 H 0.5432 0.4262 0.7878 0.028 Uiso 1 1 calc R . . C6 C 0.3657(3) 0.4602(3) 0.83442(10) 0.0244(5) Uani 1 1 d . . . H6 H 0.3044 0.5216 0.8121 0.029 Uiso 1 1 calc R . . C7 C 0.7578(3) 0.2424(3) 0.83699(10) 0.0240(6) Uani 1 1 d . . . H7A H 0.8229 0.2219 0.8688 0.029 Uiso 1 1 calc R . . H7B H 0.8157 0.3277 0.8207 0.029 Uiso 1 1 calc R . . C8 C 0.7478(3) 0.0880(3) 0.79975(9) 0.0221(5) Uani 1 1 d . . . C9 C 0.9213(3) 0.0247(3) 0.79859(9) 0.0235(6) Uani 1 1 d . . . C10 C 0.8790(3) -0.1301(3) 0.76084(10) 0.0270(6) Uani 1 1 d . . . H10 H 0.8647 -0.0984 0.7247 0.032 Uiso 1 1 calc R . . C11 C 0.7175(3) -0.1979(3) 0.77631(11) 0.0291(6) Uani 1 1 d . . . H11A H 0.7268 -0.3035 0.7898 0.035 Uiso 1 1 calc R . . H11B H 0.6352 -0.2058 0.7468 0.035 Uiso 1 1 calc R . . C12 C 0.6770(3) -0.0718(3) 0.81988(10) 0.0230(5) Uani 1 1 d . . . C13 C 0.4993(3) -0.0886(4) 0.82990(12) 0.0353(7) Uani 1 1 d . . . H13A H 0.4805 -0.0133 0.8580 0.053 Uiso 1 1 calc R . . H13B H 0.4722 -0.1962 0.8392 0.053 Uiso 1 1 calc R . . H13C H 0.4333 -0.0670 0.7989 0.053 Uiso 1 1 calc R . . C14 C 0.6662(4) 0.1283(4) 0.74652(10) 0.0352(7) Uani 1 1 d . . . H14A H 0.5571 0.1546 0.7503 0.053 Uiso 1 1 calc R . . H14B H 0.6653 0.0368 0.7220 0.053 Uiso 1 1 calc R . . H14C H 0.7253 0.2185 0.7340 0.053 Uiso 1 1 calc R . . C15 C 1.0530(3) 0.1417(4) 0.78325(11) 0.0377(7) Uani 1 1 d . . . H15A H 1.1525 0.0895 0.7830 0.057 Uiso 1 1 calc R . . H15B H 1.0675 0.2334 0.8080 0.057 Uiso 1 1 calc R . . H15C H 1.0226 0.1764 0.7490 0.057 Uiso 1 1 calc R . . C16 C 0.9451(3) -0.0408(3) 0.85292(9) 0.0208(5) Uani 1 1 d . . . C17 C 0.8020(3) -0.0967(3) 0.86559(9) 0.0218(5) Uani 1 1 d . . . C18 C 0.7630(4) -0.1891(4) 0.91127(11) 0.0375(7) Uani 1 1 d . . . H18A H 0.8597 -0.1959 0.9342 0.056 Uiso 1 1 calc R . . H18B H 0.7196 -0.2957 0.8992 0.056 Uiso 1 1 calc R . . H18C H 0.6847 -0.1353 0.9297 0.056 Uiso 1 1 calc R . . C19 C 1.1101(3) -0.0502(4) 0.88137(10) 0.0317(6) Uani 1 1 d . . . H19A H 1.1711 -0.1220 0.8618 0.048 Uiso 1 1 calc R . . H19B H 1.0991 -0.0897 0.9152 0.048 Uiso 1 1 calc R . . H19C H 1.1655 0.0550 0.8853 0.048 Uiso 1 1 calc R . . C21 C 0.5762(3) 0.9710(3) 0.51141(10) 0.0225(5) Uani 1 1 d . . . C22 C 0.4392(3) 0.8812(3) 0.48985(9) 0.0234(6) Uani 1 1 d . . . H22 H 0.3762 0.9173 0.4618 0.028 Uiso 1 1 calc R . . C23 C 0.3962(3) 0.7365(3) 0.51042(9) 0.0199(5) Uani 1 1 d . . . H23 H 0.3032 0.6761 0.4960 0.024 Uiso 1 1 calc R . . C24 C 0.4901(3) 0.6792(3) 0.55262(9) 0.0192(5) Uani 1 1 d . . . C25 C 0.6270(3) 0.7742(3) 0.57327(10) 0.0237(5) Uani 1 1 d . . . H25 H 0.6913 0.7390 0.6012 0.028 Uiso 1 1 calc R . . C26 C 0.6704(3) 0.9198(3) 0.55338(10) 0.0254(6) Uani 1 1 d . . . H26 H 0.7618 0.9822 0.5681 0.030 Uiso 1 1 calc R . . C27 C 0.4499(3) 0.5136(3) 0.57044(9) 0.0197(5) Uani 1 1 d . . . H27A H 0.5515 0.4654 0.5786 0.024 Uiso 1 1 calc R . . H27B H 0.3933 0.4501 0.5408 0.024 Uiso 1 1 calc R . . C28 C 0.3482(3) 0.4923(3) 0.61767(9) 0.0167(5) Uani 1 1 d . . . C29 C 0.1713(3) 0.5480(3) 0.61212(8) 0.0175(5) Uani 1 1 d . . . C30 C 0.1095(3) 0.4740(3) 0.66283(9) 0.0186(5) Uani 1 1 d . . . H30 H 0.1493 0.5447 0.6937 0.022 Uiso 1 1 calc R . . C31 C 0.1877(3) 0.3126(3) 0.66605(9) 0.0219(5) Uani 1 1 d . . . H31A H 0.1064 0.2229 0.6631 0.026 Uiso 1 1 calc R . . H31B H 0.2562 0.3092 0.6985 0.026 Uiso 1 1 calc R . . C32 C 0.2886(3) 0.3104(3) 0.61839(9) 0.0184(5) Uani 1 1 d . . . C33 C 0.4174(3) 0.1877(3) 0.62058(10) 0.0256(6) Uani 1 1 d . . . H33A H 0.4690 0.1860 0.5888 0.038 Uiso 1 1 calc R . . H33B H 0.3674 0.0828 0.6247 0.038 Uiso 1 1 calc R . . H33C H 0.4966 0.2173 0.6496 0.038 Uiso 1 1 calc R . . C34 C 0.4498(3) 0.5652(3) 0.66723(9) 0.0253(6) Uani 1 1 d . . . H34A H 0.4777 0.6771 0.6634 0.038 Uiso 1 1 calc R . . H34B H 0.5468 0.5093 0.6725 0.038 Uiso 1 1 calc R . . H34C H 0.3884 0.5546 0.6968 0.038 Uiso 1 1 calc R . . C35 C 0.1464(3) 0.7269(3) 0.60998(10) 0.0231(5) Uani 1 1 d . . . H35A H 0.0338 0.7438 0.6115 0.035 Uiso 1 1 calc R . . H35B H 0.1810 0.7644 0.5780 0.035 Uiso 1 1 calc R . . H35C H 0.2086 0.7853 0.6391 0.035 Uiso 1 1 calc R . . C36 C 0.0942(3) 0.4333(3) 0.56706(9) 0.0171(5) Uani 1 1 d . . . C37 C 0.1628(3) 0.2932(3) 0.57104(9) 0.0181(5) Uani 1 1 d . . . C38 C -0.0416(3) 0.4770(3) 0.52971(10) 0.0249(6) Uani 1 1 d . . . H38A H -0.0681 0.3909 0.5033 0.037 Uiso 1 1 calc R . . H38B H -0.0096 0.5735 0.5136 0.037 Uiso 1 1 calc R . . H38C H -0.1346 0.4948 0.5482 0.037 Uiso 1 1 calc R . . C39 C 0.1182(3) 0.1363(3) 0.54040(11) 0.0293(6) Uani 1 1 d . . . H39A H 0.0288 0.1485 0.5149 0.044 Uiso 1 1 calc R . . H39B H 0.0881 0.0559 0.5636 0.044 Uiso 1 1 calc R . . H39C H 0.2091 0.1038 0.5230 0.044 Uiso 1 1 calc R . . C41 C 0.7455(3) 0.7475(3) 0.40399(10) 0.0248(6) Uani 1 1 d . . . C42 C 0.6673(3) 0.6211(3) 0.42539(9) 0.0232(5) Uani 1 1 d . . . H42 H 0.7180 0.5718 0.4533 0.028 Uiso 1 1 calc R . . C43 C 0.5117(3) 0.5677(3) 0.40483(9) 0.0196(5) Uani 1 1 d . . . H43 H 0.4585 0.4823 0.4194 0.024 Uiso 1 1 calc R . . C44 C 0.4328(3) 0.6389(3) 0.36266(9) 0.0189(5) Uani 1 1 d . . . C45 C 0.5180(3) 0.7669(3) 0.34201(10) 0.0232(5) Uani 1 1 d . . . H45 H 0.4685 0.8169 0.3140 0.028 Uiso 1 1 calc R . . C46 C 0.6730(3) 0.8210(3) 0.36188(10) 0.0257(6) Uani 1 1 d . . . H46 H 0.7278 0.9054 0.3473 0.031 Uiso 1 1 calc R . . C47 C 0.2573(3) 0.5905(3) 0.34485(9) 0.0198(5) Uani 1 1 d . . . H47A H 0.2051 0.6879 0.3366 0.024 Uiso 1 1 calc R . . H47B H 0.2083 0.5487 0.3745 0.024 Uiso 1 1 calc R . . C48 C 0.2137(3) 0.4658(3) 0.29765(9) 0.0167(5) Uani 1 1 d . . . C49 C 0.2721(3) 0.2924(3) 0.30324(9) 0.0176(5) Uani 1 1 d . . . C50 C 0.1721(3) 0.2048(3) 0.25286(9) 0.0211(5) Uani 1 1 d . . . H50 H 0.2273 0.2293 0.2220 0.025 Uiso 1 1 calc R . . C51 C 0.0101(3) 0.2808(3) 0.24956(9) 0.0242(6) Uani 1 1 d . . . H51A H -0.0783 0.2012 0.2525 0.029 Uiso 1 1 calc R . . H51B H -0.0093 0.3326 0.2170 0.029 Uiso 1 1 calc R . . C52 C 0.0306(3) 0.4062(3) 0.29716(9) 0.0199(5) Uani 1 1 d . . . C53 C -0.0930(3) 0.5327(3) 0.29502(11) 0.0273(6) Uani 1 1 d . . . H53A H -0.0774 0.6015 0.3265 0.041 Uiso 1 1 calc R . . H53B H -0.2001 0.4806 0.2916 0.041 Uiso 1 1 calc R . . H53C H -0.0796 0.5958 0.2655 0.041 Uiso 1 1 calc R . . C54 C 0.2616(3) 0.5434(3) 0.24832(10) 0.0261(6) Uani 1 1 d . . . H54A H 0.2056 0.6396 0.2439 0.039 Uiso 1 1 calc R . . H54B H 0.2329 0.4692 0.2185 0.039 Uiso 1 1 calc R . . H54C H 0.3762 0.5700 0.2517 0.039 Uiso 1 1 calc R . . C55 C 0.4521(3) 0.2685(3) 0.30523(10) 0.0242(6) Uani 1 1 d . . . H55A H 0.4687 0.1558 0.3062 0.036 Uiso 1 1 calc R . . H55B H 0.5070 0.3254 0.3360 0.036 Uiso 1 1 calc R . . H55C H 0.4942 0.3093 0.2748 0.036 Uiso 1 1 calc R . . C56 C 0.1804(3) 0.2380(3) 0.34834(9) 0.0178(5) Uani 1 1 d . . . C57 C 0.0383(3) 0.3037(3) 0.34445(9) 0.0193(5) Uani 1 1 d . . . C58 C 0.2429(3) 0.1201(3) 0.38591(10) 0.0253(6) Uani 1 1 d . . . H58A H 0.2560 0.0196 0.3671 0.038 Uiso 1 1 calc R . . H58B H 0.1672 0.1032 0.4114 0.038 Uiso 1 1 calc R . . H58C H 0.3453 0.1621 0.4032 0.038 Uiso 1 1 calc R . . C59 C -0.1033(3) 0.2748(3) 0.37517(11) 0.0304(6) Uani 1 1 d . . . H59A H -0.0777 0.1998 0.4011 0.046 Uiso 1 1 calc R . . H59B H -0.1951 0.2315 0.3521 0.046 Uiso 1 1 calc R . . H59C H -0.1282 0.3747 0.3920 0.046 Uiso 1 1 calc R . . C61 C 1.0166(3) 0.3047(4) 0.03339(11) 0.0347(7) Uani 1 1 d . . . C62 C 0.9091(4) 0.3782(4) 0.00015(11) 0.0415(8) Uani 1 1 d . . . H62 H 0.8731 0.3296 -0.0327 0.050 Uiso 1 1 calc R . . C63 C 0.8554(3) 0.5255(4) 0.01616(10) 0.0380(7) Uani 1 1 d . . . H63 H 0.7822 0.5744 -0.0063 0.046 Uiso 1 1 calc R . . C64 C 0.9075(3) 0.6020(3) 0.06467(10) 0.0282(6) Uani 1 1 d . . . C65 C 1.0179(3) 0.5250(3) 0.09713(10) 0.0271(6) Uani 1 1 d . . . H65 H 1.0561 0.5743 0.1296 0.032 Uiso 1 1 calc R . . C66 C 1.0720(3) 0.3767(3) 0.08207(11) 0.0294(6) Uani 1 1 d . . . H66 H 1.1444 0.3265 0.1044 0.035 Uiso 1 1 calc R . . C67 C 0.8530(3) 0.7662(3) 0.08014(11) 0.0330(7) Uani 1 1 d . . . H67A H 0.8200 0.8171 0.0483 0.040 Uiso 1 1 calc R . . H67B H 0.9464 0.8304 0.0973 0.040 Uiso 1 1 calc R . . C68 C 0.7141(3) 0.7762(3) 0.11615(10) 0.0278(6) Uani 1 1 d . . . C69 C 0.6520(3) 0.9500(3) 0.11675(10) 0.0281(6) Uani 1 1 d . . . C70 C 0.5146(4) 0.9280(3) 0.15371(10) 0.0339(7) Uani 1 1 d . . . H70 H 0.5633 0.9322 0.1899 0.041 Uiso 1 1 calc R . . C71 C 0.4379(4) 0.7592(3) 0.13865(11) 0.0332(7) Uani 1 1 d . . . H71A H 0.3261 0.7621 0.1244 0.040 Uiso 1 1 calc R . . H71B H 0.4425 0.6929 0.1684 0.040 Uiso 1 1 calc R . . C72 C 0.5459(3) 0.6953(3) 0.09587(10) 0.0260(6) Uani 1 1 d . . . C73 C 0.5232(4) 0.5132(3) 0.08678(14) 0.0438(8) Uani 1 1 d . . . H73A H 0.5892 0.4781 0.0602 0.066 Uiso 1 1 calc R . . H73B H 0.4116 0.4823 0.0757 0.066 Uiso 1 1 calc R . . H73C H 0.5545 0.4643 0.1187 0.066 Uiso 1 1 calc R . . C74 C 0.7798(4) 0.7227(4) 0.17058(11) 0.0483(9) Uani 1 1 d . . . H74A H 0.8048 0.6120 0.1674 0.073 Uiso 1 1 calc R . . H74B H 0.6992 0.7347 0.1946 0.073 Uiso 1 1 calc R . . H74C H 0.8759 0.7885 0.1833 0.073 Uiso 1 1 calc R . . C75 C 0.7764(4) 1.0888(4) 0.13224(13) 0.0516(9) Uani 1 1 d . . . H75A H 0.7242 1.1882 0.1324 0.077 Uiso 1 1 calc R . . H75B H 0.8564 1.0908 0.1077 0.077 Uiso 1 1 calc R . . H75C H 0.8277 1.0755 0.1665 0.077 Uiso 1 1 calc R . . C76 C 0.5625(3) 0.9455(3) 0.06221(9) 0.0222(5) Uani 1 1 d . . . C77 C 0.5001(3) 0.7956(3) 0.04986(9) 0.0215(5) Uani 1 1 d . . . C78 C 0.5436(4) 1.0926(3) 0.03224(10) 0.0335(7) Uani 1 1 d . . . H78A H 0.4875 1.0627 -0.0015 0.050 Uiso 1 1 calc R . . H78B H 0.6484 1.1426 0.0281 0.050 Uiso 1 1 calc R . . H78C H 0.4827 1.1668 0.0509 0.050 Uiso 1 1 calc R . . C79 C 0.3871(3) 0.7330(4) 0.00401(11) 0.0399(7) Uani 1 1 d . . . H79A H 0.3711 0.8169 -0.0195 0.060 Uiso 1 1 calc R . . H79B H 0.2852 0.6973 0.0156 0.060 Uiso 1 1 calc R . . H79C H 0.4321 0.6442 -0.0136 0.060 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 0.0271(3) 0.0397(4) 0.0362(4) -0.0061(3) 0.0026(3) 0.0040(3) Cl2 0.0372(4) 0.0253(4) 0.0422(4) 0.0126(3) 0.0062(3) -0.0009(3) Cl3 0.0224(3) 0.0384(4) 0.0436(4) 0.0018(3) -0.0057(3) -0.0040(3) Cl4 0.0646(6) 0.0512(5) 0.0482(5) -0.0131(4) 0.0231(4) -0.0010(4) O1 0.0495(14) 0.0571(16) 0.0341(12) 0.0035(11) 0.0050(10) 0.0274(12) O2 0.0264(11) 0.0664(16) 0.0515(13) -0.0296(12) 0.0068(10) 0.0024(10) O3 0.0232(10) 0.0400(12) 0.0473(12) 0.0010(10) 0.0052(9) -0.0093(9) O4 0.0198(9) 0.0429(12) 0.0278(10) 0.0007(8) 0.0055(8) 0.0095(8) O5 0.0480(13) 0.0205(11) 0.0492(13) 0.0042(9) 0.0066(10) -0.0085(9) O6 0.0493(13) 0.0206(10) 0.0310(10) 0.0009(8) 0.0053(9) 0.0090(9) O7 0.0813(19) 0.0562(17) 0.0427(14) -0.0014(12) 0.0025(13) 0.0403(14) O8 0.122(2) 0.0234(13) 0.0593(15) 0.0035(11) 0.0587(15) 0.0058(13) N1 0.0256(13) 0.0532(18) 0.0243(12) -0.0169(12) -0.0006(10) 0.0085(12) N2 0.0180(10) 0.0375(14) 0.0193(10) 0.0039(10) 0.0056(8) -0.0014(10) N3 0.0410(14) 0.0157(11) 0.0204(10) -0.0006(9) -0.0019(10) -0.0020(10) N4 0.085(2) 0.0299(16) 0.0257(13) 0.0056(11) 0.0302(14) 0.0180(15) C1 0.0236(13) 0.0224(14) 0.0314(14) -0.0046(11) 0.0017(11) -0.0018(11) C2 0.0330(15) 0.0233(14) 0.0203(12) -0.0028(11) 0.0026(11) -0.0033(11) C3 0.0307(14) 0.0189(13) 0.0209(13) 0.0007(10) -0.0055(10) -0.0010(11) C4 0.0259(13) 0.0181(13) 0.0216(12) -0.0003(10) -0.0012(10) -0.0023(10) C5 0.0302(14) 0.0183(13) 0.0203(12) 0.0027(10) 0.0018(10) -0.0059(11) C6 0.0296(14) 0.0179(13) 0.0241(13) 0.0021(10) -0.0042(11) -0.0022(11) C7 0.0231(13) 0.0247(14) 0.0241(13) 0.0045(11) 0.0019(10) -0.0018(11) C8 0.0234(13) 0.0250(14) 0.0170(12) 0.0004(10) -0.0012(10) 0.0003(10) C9 0.0207(13) 0.0325(15) 0.0173(12) 0.0001(11) 0.0046(10) -0.0012(11) C10 0.0251(14) 0.0357(16) 0.0191(12) -0.0049(11) -0.0025(10) 0.0071(11) C11 0.0200(13) 0.0278(15) 0.0367(15) -0.0088(12) -0.0048(11) 0.0021(11) C12 0.0162(12) 0.0224(14) 0.0297(14) -0.0034(11) 0.0017(10) 0.0016(10) C13 0.0170(13) 0.0304(16) 0.0573(19) -0.0067(14) 0.0041(13) 0.0003(11) C14 0.0434(17) 0.0397(18) 0.0215(14) 0.0008(12) -0.0051(12) 0.0088(14) C15 0.0352(16) 0.0470(19) 0.0319(15) 0.0022(14) 0.0163(13) -0.0073(14) C16 0.0206(12) 0.0247(14) 0.0166(11) -0.0030(10) 0.0004(10) 0.0038(10) C17 0.0224(13) 0.0212(13) 0.0220(12) -0.0005(10) 0.0032(10) 0.0038(10) C18 0.0463(18) 0.0323(17) 0.0365(16) 0.0078(13) 0.0136(14) 0.0036(13) C19 0.0235(13) 0.0452(18) 0.0242(13) -0.0089(12) -0.0045(11) 0.0058(12) C21 0.0260(13) 0.0174(13) 0.0261(13) 0.0048(10) 0.0094(11) 0.0026(10) C22 0.0257(14) 0.0277(15) 0.0180(12) 0.0027(11) 0.0045(10) 0.0069(11) C23 0.0182(12) 0.0229(13) 0.0188(11) -0.0012(10) 0.0059(9) -0.0004(10) C24 0.0175(12) 0.0225(13) 0.0194(12) 0.0013(10) 0.0091(9) 0.0042(10) C25 0.0180(12) 0.0284(15) 0.0260(13) 0.0065(11) 0.0036(10) 0.0059(10) C26 0.0174(12) 0.0269(15) 0.0314(14) 0.0035(12) 0.0013(11) -0.0019(10) C27 0.0170(11) 0.0212(13) 0.0216(12) 0.0000(10) 0.0065(10) 0.0024(10) C28 0.0150(11) 0.0188(13) 0.0169(11) 0.0012(10) 0.0030(9) 0.0035(9) C29 0.0165(12) 0.0211(13) 0.0150(11) 0.0006(10) 0.0027(9) 0.0016(9) C30 0.0115(11) 0.0282(14) 0.0159(11) 0.0019(10) 0.0021(9) -0.0016(10) C31 0.0211(12) 0.0264(14) 0.0188(12) 0.0074(11) 0.0022(10) 0.0008(10) C32 0.0178(12) 0.0199(13) 0.0184(11) 0.0046(10) 0.0018(9) 0.0045(10) C33 0.0238(13) 0.0251(14) 0.0298(14) 0.0106(11) 0.0029(11) 0.0066(11) C34 0.0169(12) 0.0365(16) 0.0218(13) 0.0001(11) 0.0009(10) -0.0006(11) C35 0.0234(13) 0.0176(13) 0.0295(13) -0.0006(11) 0.0092(11) 0.0039(10) C36 0.0156(11) 0.0187(13) 0.0168(11) 0.0014(9) 0.0016(9) -0.0008(9) C37 0.0189(12) 0.0169(13) 0.0191(12) 0.0013(10) 0.0042(9) 0.0014(10) C38 0.0256(13) 0.0271(15) 0.0220(12) 0.0010(11) -0.0017(10) 0.0066(11) C39 0.0297(15) 0.0225(15) 0.0349(15) -0.0019(12) 0.0012(12) 0.0020(11) C41 0.0196(12) 0.0230(14) 0.0298(14) -0.0063(11) -0.0024(11) 0.0010(10) C42 0.0255(13) 0.0248(14) 0.0195(12) -0.0009(10) -0.0008(10) 0.0091(11) C43 0.0225(12) 0.0184(13) 0.0178(11) -0.0027(10) 0.0045(10) -0.0002(10) C44 0.0214(12) 0.0148(13) 0.0195(12) -0.0054(9) 0.0009(10) 0.0017(10) C45 0.0267(13) 0.0166(13) 0.0255(13) 0.0002(10) -0.0030(10) 0.0048(10) C46 0.0250(14) 0.0181(13) 0.0338(15) 0.0037(11) 0.0033(11) -0.0022(10) C47 0.0200(12) 0.0177(13) 0.0220(12) -0.0024(10) 0.0036(10) 0.0049(10) C48 0.0189(12) 0.0160(13) 0.0143(11) 0.0005(9) -0.0022(9) -0.0009(10) C49 0.0207(12) 0.0157(12) 0.0160(11) -0.0010(9) 0.0014(9) 0.0006(9) C50 0.0336(14) 0.0105(12) 0.0187(12) 0.0018(9) 0.0016(10) -0.0015(10) C51 0.0300(14) 0.0202(13) 0.0203(12) 0.0011(10) -0.0063(11) -0.0013(11) C52 0.0223(12) 0.0194(13) 0.0165(11) 0.0007(10) -0.0043(9) 0.0005(10) C53 0.0247(14) 0.0239(15) 0.0327(14) 0.0045(11) -0.0053(11) 0.0072(11) C54 0.0397(16) 0.0151(13) 0.0242(13) 0.0031(11) 0.0056(11) 0.0014(11) C55 0.0256(13) 0.0186(14) 0.0290(14) -0.0017(11) 0.0071(11) 0.0030(10) C56 0.0218(12) 0.0154(12) 0.0153(11) 0.0016(9) -0.0014(9) -0.0005(10) C57 0.0216(12) 0.0172(13) 0.0184(12) -0.0011(10) 0.0000(10) -0.0003(10) C58 0.0291(14) 0.0251(15) 0.0233(13) 0.0085(11) 0.0035(11) 0.0060(11) C59 0.0241(14) 0.0304(16) 0.0387(15) 0.0073(12) 0.0104(12) 0.0028(11) C61 0.0320(15) 0.0403(18) 0.0318(15) -0.0030(13) 0.0127(12) -0.0060(13) C62 0.0335(16) 0.069(2) 0.0204(14) -0.0010(15) 0.0042(12) -0.0098(16) C63 0.0217(14) 0.070(2) 0.0231(14) 0.0162(15) 0.0008(11) -0.0005(14) C64 0.0209(13) 0.0398(17) 0.0248(13) 0.0122(12) 0.0034(11) -0.0013(11) C65 0.0217(13) 0.0333(16) 0.0249(13) 0.0032(11) -0.0009(10) -0.0046(11) C66 0.0248(14) 0.0348(16) 0.0290(14) 0.0075(12) 0.0044(11) -0.0022(12) C67 0.0254(14) 0.0395(18) 0.0352(15) 0.0179(13) -0.0001(12) 0.0017(12) C68 0.0287(14) 0.0307(15) 0.0248(13) 0.0114(12) 0.0004(11) 0.0019(11) C69 0.0414(16) 0.0231(15) 0.0184(13) 0.0009(11) 0.0004(11) -0.0040(12) C70 0.0543(19) 0.0306(16) 0.0188(13) 0.0078(12) 0.0065(13) 0.0092(14) C71 0.0415(16) 0.0283(16) 0.0348(15) 0.0149(13) 0.0170(13) 0.0102(13) C72 0.0280(14) 0.0173(13) 0.0350(15) 0.0053(11) 0.0118(11) 0.0028(11) C73 0.0370(17) 0.0200(15) 0.080(2) 0.0112(15) 0.0280(16) 0.0044(12) C74 0.0481(19) 0.067(2) 0.0334(17) 0.0231(16) 0.0002(14) 0.0148(17) C75 0.067(2) 0.043(2) 0.0382(18) -0.0112(15) -0.0060(16) -0.0180(17) C76 0.0314(14) 0.0190(14) 0.0177(12) 0.0034(10) 0.0071(10) 0.0042(11) C77 0.0209(12) 0.0215(14) 0.0224(12) -0.0020(10) 0.0040(10) 0.0054(10) C78 0.0512(18) 0.0242(15) 0.0285(14) 0.0091(12) 0.0131(13) 0.0108(13) C79 0.0311(16) 0.0459(19) 0.0393(17) -0.0122(14) -0.0026(13) -0.0007(14) _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 Cl1 C1 1.749(3) . ? Cl2 C21 1.748(2) . ? Cl3 C41 1.750(3) . ? Cl4 C61 1.744(3) . ? O1 N1 1.209(3) . ? O2 N1 1.237(3) . ? O3 N2 1.222(3) . ? O4 N2 1.237(3) . ? O5 N3 1.223(3) . ? O6 N3 1.236(3) . ? O7 N4 1.211(4) . ? O8 N4 1.237(3) . ? N1 C10 1.518(3) . ? N2 C30 1.506(3) . ? N3 C50 1.506(3) . ? N4 C70 1.517(4) . ? C1 C6 1.376(4) . ? C1 C2 1.379(4) . ? C2 C3 1.388(4) . ? C3 C4 1.389(3) . ? C4 C5 1.401(3) . ? C4 C7 1.519(3) . ? C5 C6 1.386(4) . ? C7 C8 1.553(4) . ? C8 C14 1.537(3) . ? C8 C12 1.558(3) . ? C8 C9 1.571(3) . ? C9 C15 1.516(3) . ? C9 C16 1.532(3) . ? C9 C10 1.570(4) . ? C10 C11 1.521(4) . ? C11 C12 1.567(4) . ? C12 C13 1.523(3) . ? C12 C17 1.530(3) . ? C16 C17 1.326(3) . ? C16 C19 1.504(3) . ? C17 C18 1.493(3) . ? C21 C22 1.376(3) . ? C21 C26 1.380(3) . ? C22 C23 1.385(3) . ? C23 C24 1.404(3) . ? C24 C25 1.390(3) . ? C24 C27 1.507(3) . ? C25 C26 1.384(3) . ? C27 C28 1.557(3) . ? C28 C34 1.535(3) . ? C28 C32 1.567(3) . ? C28 C29 1.568(3) . ? C29 C35 1.523(3) . ? C29 C36 1.525(3) . ? C29 C30 1.590(3) . ? C30 C31 1.535(3) . ? C31 C32 1.550(3) . ? C32 C37 1.525(3) . ? C32 C33 1.528(3) . ? C36 C37 1.338(3) . ? C36 C38 1.493(3) . ? C37 C39 1.494(4) . ? C41 C42 1.373(4) . ? C41 C46 1.386(3) . ? C42 C43 1.388(3) . ? C43 C44 1.399(3) . ? C44 C45 1.401(3) . ? C44 C47 1.511(3) . ? C45 C46 1.381(3) . ? C47 C48 1.553(3) . ? C48 C54 1.533(3) . ? C48 C49 1.565(3) . ? C48 C52 1.570(3) . ? C49 C55 1.520(3) . ? C49 C56 1.522(3) . ? C49 C50 1.587(3) . ? C50 C51 1.523(3) . ? C51 C52 1.554(3) . ? C52 C53 1.519(3) . ? C52 C57 1.527(3) . ? C56 C57 1.332(3) . ? C56 C58 1.502(3) . ? C57 C59 1.494(3) . ? C61 C62 1.377(4) . ? C61 C66 1.383(4) . ? C62 C63 1.387(5) . ? C63 C64 1.388(4) . ? C64 C65 1.397(4) . ? C64 C67 1.513(4) . ? C65 C66 1.389(4) . ? C67 C68 1.551(4) . ? C68 C72 1.545(4) . ? C68 C74 1.557(4) . ? C68 C69 1.570(4) . ? C69 C75 1.512(4) . ? C69 C76 1.525(3) . ? C69 C70 1.562(4) . ? C70 C71 1.521(4) . ? C71 C72 1.576(4) . ? C72 C73 1.519(4) . ? C72 C77 1.524(3) . ? C76 C77 1.331(3) . ? C76 C78 1.496(3) . ? C77 C79 1.486(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 N1 O2 124.1(3) . . ? O1 N1 C10 120.6(2) . . ? O2 N1 C10 115.3(3) . . ? O3 N2 O4 123.4(2) . . ? O3 N2 C30 120.6(2) . . ? O4 N2 C30 116.0(2) . . ? O5 N3 O6 123.5(2) . . ? O5 N3 C50 120.3(2) . . ? O6 N3 C50 116.2(2) . . ? O7 N4 O8 123.9(3) . . ? O7 N4 C70 120.6(3) . . ? O8 N4 C70 115.6(3) . . ? C6 C1 C2 121.4(2) . . ? C6 C1 Cl1 119.9(2) . . ? C2 C1 Cl1 118.7(2) . . ? C1 C2 C3 118.8(2) . . ? C2 C3 C4 121.8(2) . . ? C3 C4 C5 117.4(2) . . ? C3 C4 C7 120.6(2) . . ? C5 C4 C7 121.9(2) . . ? C6 C5 C4 121.5(2) . . ? C1 C6 C5 119.0(2) . . ? C4 C7 C8 117.9(2) . . ? C14 C8 C7 107.8(2) . . ? C14 C8 C12 113.7(2) . . ? C7 C8 C12 117.8(2) . . ? C14 C8 C9 115.3(2) . . ? C7 C8 C9 109.18(19) . . ? C12 C8 C9 92.72(18) . . ? C15 C9 C16 117.4(2) . . ? C15 C9 C10 115.8(2) . . ? C16 C9 C10 104.0(2) . . ? C15 C9 C8 116.7(2) . . ? C16 C9 C8 100.68(18) . . ? C10 C9 C8 99.51(19) . . ? N1 C10 C11 114.0(2) . . ? N1 C10 C9 111.2(2) . . ? C11 C10 C9 104.1(2) . . ? C10 C11 C12 103.3(2) . . ? C13 C12 C17 117.2(2) . . ? C13 C12 C8 119.5(2) . . ? C17 C12 C8 101.30(19) . . ? C13 C12 C11 111.9(2) . . ? C17 C12 C11 103.22(19) . . ? C8 C12 C11 101.3(2) . . ? C17 C16 C19 129.3(2) . . ? C17 C16 C9 108.2(2) . . ? C19 C16 C9 122.2(2) . . ? C16 C17 C18 129.0(2) . . ? C16 C17 C12 107.4(2) . . ? C18 C17 C12 123.0(2) . . ? C22 C21 C26 121.1(2) . . ? C22 C21 Cl2 119.56(19) . . ? C26 C21 Cl2 119.4(2) . . ? C21 C22 C23 119.3(2) . . ? C22 C23 C24 121.3(2) . . ? C25 C24 C23 117.4(2) . . ? C25 C24 C27 122.4(2) . . ? C23 C24 C27 120.0(2) . . ? C26 C25 C24 121.9(2) . . ? C21 C26 C25 119.1(2) . . ? C24 C27 C28 120.3(2) . . ? C34 C28 C27 108.21(19) . . ? C34 C28 C32 115.76(19) . . ? C27 C28 C32 108.87(19) . . ? C34 C28 C29 113.41(19) . . ? C27 C28 C29 117.27(18) . . ? C32 C28 C29 92.85(17) . . ? C35 C29 C36 118.48(19) . . ? C35 C29 C28 118.97(19) . . ? C36 C29 C28 100.90(18) . . ? C35 C29 C30 112.79(19) . . ? C36 C29 C30 104.29(18) . . ? C28 C29 C30 98.60(17) . . ? N2 C30 C31 114.1(2) . . ? N2 C30 C29 109.91(18) . . ? C31 C30 C29 104.61(18) . . ? C30 C31 C32 102.47(18) . . ? C37 C32 C33 116.7(2) . . ? C37 C32 C31 104.50(18) . . ? C33 C32 C31 113.66(19) . . ? C37 C32 C28 100.73(17) . . ? C33 C32 C28 117.33(19) . . ? C31 C32 C28 101.80(18) . . ? C37 C36 C38 129.6(2) . . ? C37 C36 C29 107.5(2) . . ? C38 C36 C29 122.7(2) . . ? C36 C37 C39 128.9(2) . . ? C36 C37 C32 108.2(2) . . ? C39 C37 C32 122.6(2) . . ? C42 C41 C46 121.3(2) . . ? C42 C41 Cl3 119.45(19) . . ? C46 C41 Cl3 119.2(2) . . ? C41 C42 C43 119.2(2) . . ? C42 C43 C44 121.6(2) . . ? C43 C44 C45 117.0(2) . . ? C43 C44 C47 120.4(2) . . ? C45 C44 C47 122.2(2) . . ? C46 C45 C44 122.1(2) . . ? C45 C46 C41 118.8(2) . . ? C44 C47 C48 119.72(19) . . ? C54 C48 C47 108.09(19) . . ? C54 C48 C49 113.83(19) . . ? C47 C48 C49 117.35(18) . . ? C54 C48 C52 115.91(19) . . ? C47 C48 C52 108.22(19) . . ? C49 C48 C52 92.95(17) . . ? C55 C49 C56 118.44(19) . . ? C55 C49 C48 118.95(19) . . ? C56 C49 C48 101.01(18) . . ? C55 C49 C50 112.84(19) . . ? C56 C49 C50 104.10(18) . . ? C48 C49 C50 98.70(17) . . ? N3 C50 C51 114.5(2) . . ? N3 C50 C49 110.17(18) . . ? C51 C50 C49 104.74(19) . . ? C50 C51 C52 102.88(19) . . ? C53 C52 C57 117.1(2) . . ? C53 C52 C51 114.1(2) . . ? C57 C52 C51 104.03(19) . . ? C53 C52 C48 117.6(2) . . ? C57 C52 C48 100.48(17) . . ? C51 C52 C48 101.25(19) . . ? C57 C56 C58 129.3(2) . . ? C57 C56 C49 107.51(19) . . ? C58 C56 C49 123.0(2) . . ? C56 C57 C59 129.1(2) . . ? C56 C57 C52 108.4(2) . . ? C59 C57 C52 122.2(2) . . ? C62 C61 C66 120.8(3) . . ? C62 C61 Cl4 119.5(2) . . ? C66 C61 Cl4 119.7(2) . . ? C61 C62 C63 119.2(3) . . ? C62 C63 C64 122.0(3) . . ? C63 C64 C65 117.3(3) . . ? C63 C64 C67 120.9(2) . . ? C65 C64 C67 121.8(2) . . ? C66 C65 C64 121.7(3) . . ? C61 C66 C65 119.0(3) . . ? C64 C67 C68 118.4(2) . . ? C72 C68 C67 118.4(2) . . ? C72 C68 C74 113.6(2) . . ? C67 C68 C74 107.3(2) . . ? C72 C68 C69 93.13(19) . . ? C67 C68 C69 109.4(2) . . ? C74 C68 C69 114.8(2) . . ? C75 C69 C76 117.3(2) . . ? C75 C69 C70 115.8(2) . . ? C76 C69 C70 104.3(2) . . ? C75 C69 C68 116.9(3) . . ? C76 C69 C68 100.3(2) . . ? C70 C69 C68 99.5(2) . . ? N4 C70 C71 113.6(3) . . ? N4 C70 C69 111.6(2) . . ? C71 C70 C69 104.6(2) . . ? C70 C71 C72 102.7(2) . . ? C73 C72 C77 117.5(2) . . ? C73 C72 C68 119.9(2) . . ? C77 C72 C68 101.10(19) . . ? C73 C72 C71 111.4(2) . . ? C77 C72 C71 102.8(2) . . ? C68 C72 C71 101.6(2) . . ? C77 C76 C78 129.0(2) . . ? C77 C76 C69 108.0(2) . . ? C78 C76 C69 122.9(2) . . ? C76 C77 C79 128.9(2) . . ? C76 C77 C72 107.6(2) . . ? C79 C77 C72 123.0(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.302 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.044 data_collect_0m_2 _database_code_depnum_ccdc_archive 'CCDC 897989' #TrackingRef 'Enant_Plus.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H24 Cl N O2' _chemical_formula_weight 333.84 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 P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 8.3213(4) _cell_length_b 8.3312(4) _cell_length_c 25.7701(13) _cell_angle_alpha 93.3690(10) _cell_angle_beta 95.3010(10) _cell_angle_gamma 93.7030(10) _cell_volume 1771.42(15) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 6171 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 27.93 _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.252 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.225 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9194 _exptl_absorpt_correction_T_max 0.9933 _exptl_absorpt_process_details '(SADABS 2007/4 Bruker)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _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 APEX2 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 22546 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0606 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 27.00 _reflns_number_total 15338 _reflns_number_gt 12509 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2.2-0 (Bruker, 2007)' _computing_cell_refinement 'SAINT+ V7.46A (Bruker, 2007)' _computing_data_reduction 'SAINT+ V7.46A (Bruker, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'XSHELL v4.02 (Bruker, 2000)' _computing_publication_material 'XCIF v6.12 (Bruker, 2001)' _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^)+(0.0313P)^2^+0.2400P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 7749 Friedel Pairs' _chemical_absolute_configuration ad _refine_ls_abs_structure_Flack 0.04(3) _refine_ls_number_reflns 15338 _refine_ls_number_parameters 849 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0611 _refine_ls_R_factor_gt 0.0446 _refine_ls_wR_factor_ref 0.0901 _refine_ls_wR_factor_gt 0.0827 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _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 0.86347(7) 0.50192(8) 0.09849(3) 0.03693(16) Uani 1 1 d . . . Cl2 Cl 0.36710(8) -0.15235(8) 0.51490(3) 0.03583(16) Uani 1 1 d . . . Cl3 Cl 0.05931(7) 0.18261(8) 0.56971(3) 0.03738(17) Uani 1 1 d . . . Cl4 Cl -0.08371(11) 0.88042(10) 0.98648(3) 0.0581(2) Uani 1 1 d . . . O1 O 0.0090(3) 1.3718(3) 0.21377(8) 0.0477(6) Uani 1 1 d . . . O2 O -0.1405(2) 1.2014(3) 0.25201(8) 0.0515(6) Uani 1 1 d . . . O3 O 1.1474(2) 0.6702(2) 0.35653(8) 0.0381(5) Uani 1 1 d . . . O4 O 1.1396(2) 0.4160(2) 0.33211(7) 0.0322(4) Uani 1 1 d . . . O5 O 0.9604(3) 1.0424(2) 0.72764(8) 0.0418(5) Uani 1 1 d . . . O6 O 0.7191(2) 1.0460(2) 0.75279(7) 0.0361(5) Uani 1 1 d . . . O7 O 0.7424(4) -0.0261(3) 0.87185(10) 0.0634(7) Uani 1 1 d . . . O8 O 0.5511(4) -0.1951(3) 0.83452(10) 0.0718(8) Uani 1 1 d . . . N1 N -0.0130(3) 1.2456(3) 0.23412(9) 0.0368(6) Uani 1 1 d . . . N2 N 1.0734(2) 0.5408(3) 0.34197(8) 0.0268(5) Uani 1 1 d . . . N3 N 0.8394(3) 0.9750(3) 0.74260(8) 0.0292(5) Uani 1 1 d . . . N4 N 0.6057(4) -0.0587(3) 0.85212(10) 0.0485(7) Uani 1 1 d . . . C1 C 0.6834(3) 0.5736(3) 0.11731(10) 0.0263(6) Uani 1 1 d . . . C2 C 0.5940(3) 0.6641(3) 0.08369(10) 0.0264(6) Uani 1 1 d . . . H2 H 0.6276 0.6847 0.0512 0.032 Uiso 1 1 calc R . . C3 C 0.4527(3) 0.7241(3) 0.09936(9) 0.0255(5) Uani 1 1 d . . . H3 H 0.3922 0.7855 0.0769 0.031 Uiso 1 1 calc R . . C4 C 0.3994(3) 0.6946(3) 0.14767(9) 0.0229(5) Uani 1 1 d . . . C5 C 0.4918(3) 0.5987(3) 0.18002(10) 0.0246(5) Uani 1 1 d . . . H5 H 0.4570 0.5742 0.2121 0.030 Uiso 1 1 calc R . . C6 C 0.6341(3) 0.5395(3) 0.16533(10) 0.0259(5) Uani 1 1 d . . . H6 H 0.6953 0.4779 0.1875 0.031 Uiso 1 1 calc R . . C7 C 0.2416(3) 0.7575(3) 0.16296(10) 0.0245(5) Uani 1 1 d . . . H7A H 0.1837 0.6721 0.1792 0.029 Uiso 1 1 calc R . . H7B H 0.1766 0.7781 0.1312 0.029 Uiso 1 1 calc R . . C8 C 0.2520(3) 0.9124(3) 0.20038(9) 0.0244(5) Uani 1 1 d . . . C9 C 0.0783(3) 0.9753(3) 0.20118(9) 0.0242(5) Uani 1 1 d . . . C10 C 0.1212(3) 1.1293(3) 0.23909(10) 0.0280(6) Uani 1 1 d . . . H10 H 0.1355 1.0973 0.2751 0.034 Uiso 1 1 calc R . . C11 C 0.2825(3) 1.1981(3) 0.22360(10) 0.0304(6) Uani 1 1 d . . . H11A H 0.3648 1.2064 0.2530 0.036 Uiso 1 1 calc R . . H11B H 0.2727 1.3036 0.2101 0.036 Uiso 1 1 calc R . . C12 C 0.3231(3) 1.0715(3) 0.18003(10) 0.0238(5) Uani 1 1 d . . . C13 C 0.5004(3) 1.0886(3) 0.17024(13) 0.0382(7) Uani 1 1 d . . . H13A H 0.5186 1.0168 0.1412 0.057 Uiso 1 1 calc R . . H13B H 0.5659 1.0621 0.2008 0.057 Uiso 1 1 calc R . . H13C H 0.5288 1.1976 0.1626 0.057 Uiso 1 1 calc R . . C14 C 0.3331(4) 0.8717(4) 0.25326(10) 0.0390(7) Uani 1 1 d . . . H14A H 0.4431 0.8483 0.2496 0.058 Uiso 1 1 calc R . . H14B H 0.2757 0.7794 0.2652 0.058 Uiso 1 1 calc R . . H14C H 0.3313 0.9619 0.2781 0.058 Uiso 1 1 calc R . . C15 C -0.0536(3) 0.8580(4) 0.21663(11) 0.0401(7) Uani 1 1 d . . . H15A H -0.1529 0.9104 0.2171 0.060 Uiso 1 1 calc R . . H15B H -0.0228 0.8231 0.2508 0.060 Uiso 1 1 calc R . . H15C H -0.0684 0.7664 0.1918 0.060 Uiso 1 1 calc R . . C16 C 0.0543(3) 1.0409(3) 0.14706(9) 0.0217(5) Uani 1 1 d . . . C17 C 0.1982(3) 1.0970(3) 0.13460(9) 0.0222(5) Uani 1 1 d . . . C18 C 0.2375(3) 1.1891(3) 0.08898(11) 0.0372(7) Uani 1 1 d . . . H18A H 0.1404 1.1987 0.0665 0.056 Uiso 1 1 calc R . . H18B H 0.3133 1.1334 0.0700 0.056 Uiso 1 1 calc R . . H18C H 0.2841 1.2947 0.1011 0.056 Uiso 1 1 calc R . . C19 C -0.1095(3) 1.0499(4) 0.11859(11) 0.0339(6) Uani 1 1 d . . . H19A H -0.1714 1.1204 0.1384 0.051 Uiso 1 1 calc R . . H19B H -0.1641 0.9442 0.1142 0.051 Uiso 1 1 calc R . . H19C H -0.0982 1.0909 0.0850 0.051 Uiso 1 1 calc R . . C21 C 0.4234(3) 0.0291(3) 0.48828(10) 0.0243(5) Uani 1 1 d . . . C22 C 0.5606(3) 0.1189(3) 0.50990(9) 0.0238(5) Uani 1 1 d . . . H22 H 0.6239 0.0826 0.5379 0.029 Uiso 1 1 calc R . . C23 C 0.6029(3) 0.2637(3) 0.48944(9) 0.0217(5) Uani 1 1 d . . . H23 H 0.6954 0.3246 0.5040 0.026 Uiso 1 1 calc R . . C24 C 0.5100(3) 0.3206(3) 0.44736(9) 0.0197(5) Uani 1 1 d . . . C25 C 0.3727(3) 0.2261(3) 0.42658(10) 0.0242(5) Uani 1 1 d . . . H25 H 0.3085 0.2617 0.3987 0.029 Uiso 1 1 calc R . . C26 C 0.3292(3) 0.0799(3) 0.44642(10) 0.0272(6) Uani 1 1 d . . . H26 H 0.2379 0.0173 0.4317 0.033 Uiso 1 1 calc R . . C27 C 0.5504(3) 0.4865(3) 0.42923(9) 0.0206(5) Uani 1 1 d . . . H27A H 0.6070 0.5503 0.4588 0.025 Uiso 1 1 calc R . . H27B H 0.4488 0.5345 0.4210 0.025 Uiso 1 1 calc R . . C28 C 0.6519(3) 0.5079(3) 0.38219(9) 0.0180(5) Uani 1 1 d . . . C29 C 0.8287(3) 0.4516(3) 0.38783(8) 0.0175(5) Uani 1 1 d . . . C30 C 0.8910(3) 0.5267(3) 0.33732(9) 0.0204(5) Uani 1 1 d . . . H30 H 0.8512 0.4560 0.3065 0.024 Uiso 1 1 calc R . . C31 C 0.8126(3) 0.6872(3) 0.33397(9) 0.0240(5) Uani 1 1 d . . . H31A H 0.7442 0.6902 0.3015 0.029 Uiso 1 1 calc R . . H31B H 0.8936 0.7773 0.3369 0.029 Uiso 1 1 calc R . . C32 C 0.7112(3) 0.6896(3) 0.38165(9) 0.0196(5) Uani 1 1 d . . . C33 C 0.5829(3) 0.8127(3) 0.37943(10) 0.0265(6) Uani 1 1 d . . . H33A H 0.5304 0.8139 0.4111 0.040 Uiso 1 1 calc R . . H33B H 0.5043 0.7839 0.3502 0.040 Uiso 1 1 calc R . . H33C H 0.6334 0.9177 0.3757 0.040 Uiso 1 1 calc R . . C34 C 0.5499(3) 0.4352(3) 0.33294(9) 0.0261(6) Uani 1 1 d . . . H34A H 0.5250 0.3224 0.3363 0.039 Uiso 1 1 calc R . . H34B H 0.6095 0.4488 0.3031 0.039 Uiso 1 1 calc R . . H34C H 0.4513 0.4887 0.3284 0.039 Uiso 1 1 calc R . . C35 C 0.8532(3) 0.2732(3) 0.38991(10) 0.0245(5) Uani 1 1 d . . . H35A H 0.9661 0.2565 0.3895 0.037 Uiso 1 1 calc R . . H35B H 0.7935 0.2153 0.3602 0.037 Uiso 1 1 calc R . . H35C H 0.8154 0.2350 0.4214 0.037 Uiso 1 1 calc R . . C36 C 0.9055(3) 0.5661(3) 0.43308(9) 0.0185(5) Uani 1 1 d . . . C37 C 0.8371(3) 0.7067(3) 0.42896(9) 0.0187(5) Uani 1 1 d . . . C38 C 1.0422(3) 0.5236(3) 0.47015(10) 0.0255(5) Uani 1 1 d . . . H38A H 1.0705 0.6113 0.4959 0.038 Uiso 1 1 calc R . . H38B H 1.1339 0.5033 0.4513 0.038 Uiso 1 1 calc R . . H38C H 1.0101 0.4287 0.4871 0.038 Uiso 1 1 calc R . . C39 C 0.8817(3) 0.8634(3) 0.45978(10) 0.0305(6) Uani 1 1 d . . . H39A H 0.9709 0.8509 0.4853 0.046 Uiso 1 1 calc R . . H39B H 0.7907 0.8959 0.4771 0.046 Uiso 1 1 calc R . . H39C H 0.9121 0.9441 0.4367 0.046 Uiso 1 1 calc R . . C41 C 0.2544(3) 0.2528(3) 0.59625(10) 0.0258(6) Uani 1 1 d . . . C42 C 0.3327(3) 0.3791(3) 0.57474(9) 0.0236(5) Uani 1 1 d . . . H42 H 0.2822 0.4280 0.5467 0.028 Uiso 1 1 calc R . . C43 C 0.4882(3) 0.4327(3) 0.59533(9) 0.0217(5) Uani 1 1 d . . . H43 H 0.5415 0.5183 0.5809 0.026 Uiso 1 1 calc R . . C44 C 0.5665(3) 0.3605(3) 0.63743(9) 0.0198(5) Uani 1 1 d . . . C45 C 0.4827(3) 0.2342(3) 0.65834(10) 0.0242(5) Uani 1 1 d . . . H45 H 0.5321 0.1849 0.6865 0.029 Uiso 1 1 calc R . . C46 C 0.3262(3) 0.1793(3) 0.63818(10) 0.0271(6) Uani 1 1 d . . . H46 H 0.2712 0.0949 0.6527 0.033 Uiso 1 1 calc R . . C47 C 0.7420(3) 0.4093(3) 0.65526(9) 0.0220(5) Uani 1 1 d . . . H47A H 0.7910 0.4509 0.6256 0.026 Uiso 1 1 calc R . . H47B H 0.7942 0.3119 0.6635 0.026 Uiso 1 1 calc R . . C48 C 0.7865(3) 0.5344(3) 0.70234(9) 0.0186(5) Uani 1 1 d . . . C49 C 0.7275(3) 0.7084(3) 0.69664(8) 0.0172(5) Uani 1 1 d . . . C50 C 0.8283(3) 0.7958(3) 0.74737(9) 0.0225(5) Uani 1 1 d . . . H50 H 0.7731 0.7712 0.7783 0.027 Uiso 1 1 calc R . . C51 C 0.9900(3) 0.7199(3) 0.75048(9) 0.0263(6) Uani 1 1 d . . . H51A H 1.0098 0.6682 0.7830 0.032 Uiso 1 1 calc R . . H51B H 1.0783 0.7996 0.7474 0.032 Uiso 1 1 calc R . . C52 C 0.9691(3) 0.5938(3) 0.70285(9) 0.0211(5) Uani 1 1 d . . . C53 C 1.0929(3) 0.4680(3) 0.70515(11) 0.0302(6) Uani 1 1 d . . . H53A H 1.0767 0.3979 0.6739 0.045 Uiso 1 1 calc R . . H53B H 1.0806 0.4060 0.7350 0.045 Uiso 1 1 calc R . . H53C H 1.1998 0.5204 0.7080 0.045 Uiso 1 1 calc R . . C54 C 0.7388(3) 0.4573(3) 0.75184(9) 0.0275(6) Uani 1 1 d . . . H54A H 0.7926 0.3596 0.7559 0.041 Uiso 1 1 calc R . . H54B H 0.6238 0.4332 0.7490 0.041 Uiso 1 1 calc R . . H54C H 0.7702 0.5308 0.7817 0.041 Uiso 1 1 calc R . . C55 C 0.5475(3) 0.7318(3) 0.69477(10) 0.0249(5) Uani 1 1 d . . . H55A H 0.5304 0.8443 0.6931 0.037 Uiso 1 1 calc R . . H55B H 0.5060 0.6928 0.7256 0.037 Uiso 1 1 calc R . . H55C H 0.4922 0.6730 0.6644 0.037 Uiso 1 1 calc R . . C56 C 0.8192(3) 0.7627(3) 0.65176(9) 0.0183(5) Uani 1 1 d . . . C57 C 0.9614(3) 0.6968(3) 0.65552(9) 0.0204(5) Uani 1 1 d . . . C58 C 0.7570(3) 0.8802(3) 0.61424(10) 0.0266(6) Uani 1 1 d . . . H58A H 0.7460 0.9815 0.6328 0.040 Uiso 1 1 calc R . . H58B H 0.6535 0.8391 0.5975 0.040 Uiso 1 1 calc R . . H58C H 0.8316 0.8952 0.5884 0.040 Uiso 1 1 calc R . . C59 C 1.1030(3) 0.7260(3) 0.62463(11) 0.0298(6) Uani 1 1 d . . . H59A H 1.0770 0.8009 0.5987 0.045 Uiso 1 1 calc R . . H59B H 1.1281 0.6261 0.6078 0.045 Uiso 1 1 calc R . . H59C H 1.1948 0.7697 0.6476 0.045 Uiso 1 1 calc R . . C61 C -0.0156(3) 0.6942(4) 0.96660(11) 0.0366(7) Uani 1 1 d . . . C62 C 0.0918(3) 0.6205(4) 0.99976(11) 0.0440(8) Uani 1 1 d . . . H62 H 0.1278 0.6689 1.0326 0.053 Uiso 1 1 calc R . . C63 C 0.1447(3) 0.4754(4) 0.98379(11) 0.0412(8) Uani 1 1 d . . . H63 H 0.2179 0.4267 1.0062 0.049 Uiso 1 1 calc R . . C64 C 0.0935(3) 0.3978(3) 0.93544(10) 0.0306(6) Uani 1 1 d . . . C65 C -0.0172(3) 0.4751(3) 0.90276(10) 0.0286(6) Uani 1 1 d . . . H65 H -0.0548 0.4261 0.8702 0.034 Uiso 1 1 calc R . . C66 C -0.0720(3) 0.6232(3) 0.91799(10) 0.0311(6) Uani 1 1 d . . . H66 H -0.1451 0.6733 0.8959 0.037 Uiso 1 1 calc R . . C67 C 0.1481(3) 0.2334(3) 0.92006(11) 0.0355(7) Uani 1 1 d . . . H67A H 0.0546 0.1687 0.9032 0.043 Uiso 1 1 calc R . . H67B H 0.1822 0.1832 0.9519 0.043 Uiso 1 1 calc R . . C68 C 0.2861(3) 0.2237(3) 0.88362(10) 0.0300(6) Uani 1 1 d . . . C69 C 0.3493(3) 0.0497(3) 0.88336(10) 0.0302(6) Uani 1 1 d . . . C70 C 0.4859(4) 0.0720(3) 0.84630(10) 0.0357(7) Uani 1 1 d . . . H70 H 0.4375 0.0674 0.8101 0.043 Uiso 1 1 calc R . . C71 C 0.5624(4) 0.2406(3) 0.86150(11) 0.0349(7) Uani 1 1 d . . . H71A H 0.5579 0.3071 0.8318 0.042 Uiso 1 1 calc R . . H71B H 0.6742 0.2376 0.8757 0.042 Uiso 1 1 calc R . . C72 C 0.4548(3) 0.3042(3) 0.90414(11) 0.0269(6) Uani 1 1 d . . . C73 C 0.4770(4) 0.4874(3) 0.91350(14) 0.0469(8) Uani 1 1 d . . . H73A H 0.4109 0.5219 0.9401 0.070 Uiso 1 1 calc R . . H73B H 0.4455 0.5366 0.8817 0.070 Uiso 1 1 calc R . . H73C H 0.5885 0.5187 0.9246 0.070 Uiso 1 1 calc R . . C74 C 0.2208(4) 0.2776(5) 0.82988(12) 0.0536(9) Uani 1 1 d . . . H74A H 0.1969 0.3887 0.8332 0.080 Uiso 1 1 calc R . . H74B H 0.1240 0.2126 0.8173 0.080 Uiso 1 1 calc R . . H74C H 0.3008 0.2650 0.8057 0.080 Uiso 1 1 calc R . . C75 C 0.2236(4) -0.0899(4) 0.86776(13) 0.0556(9) Uani 1 1 d . . . H75A H 0.2750 -0.1897 0.8686 0.083 Uiso 1 1 calc R . . H75B H 0.1747 -0.0781 0.8331 0.083 Uiso 1 1 calc R . . H75C H 0.1419 -0.0898 0.8917 0.083 Uiso 1 1 calc R . . C76 C 0.4376(3) 0.0543(3) 0.93765(9) 0.0222(5) Uani 1 1 d . . . C77 C 0.5006(3) 0.2039(3) 0.95019(9) 0.0233(5) Uani 1 1 d . . . C78 C 0.4564(4) -0.0928(3) 0.96792(11) 0.0364(7) Uani 1 1 d . . . H78A H 0.5146 -0.0628 1.0013 0.055 Uiso 1 1 calc R . . H78B H 0.5150 -0.1686 0.9490 0.055 Uiso 1 1 calc R . . H78C H 0.3515 -0.1413 0.9728 0.055 Uiso 1 1 calc R . . C79 C 0.6123(3) 0.2672(4) 0.99604(12) 0.0437(8) Uani 1 1 d . . . H79A H 0.6278 0.1836 1.0197 0.065 Uiso 1 1 calc R . . H79B H 0.5668 0.3562 1.0134 0.065 Uiso 1 1 calc R . . H79C H 0.7145 0.3028 0.9847 0.065 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 0.0281(3) 0.0416(4) 0.0399(4) -0.0074(3) 0.0026(3) 0.0035(3) Cl2 0.0376(4) 0.0264(3) 0.0447(4) 0.0133(3) 0.0063(3) -0.0019(3) Cl3 0.0228(3) 0.0390(4) 0.0479(4) 0.0025(3) -0.0053(3) -0.0041(3) Cl4 0.0682(6) 0.0549(5) 0.0518(5) -0.0153(4) 0.0250(4) -0.0024(4) O1 0.0513(13) 0.0585(15) 0.0365(12) 0.0033(11) 0.0054(10) 0.0268(12) O2 0.0241(10) 0.0732(16) 0.0529(13) -0.0344(12) 0.0063(10) 0.0010(10) O3 0.0225(10) 0.0407(12) 0.0501(12) 0.0005(9) 0.0076(9) -0.0087(9) O4 0.0192(9) 0.0464(12) 0.0323(10) 0.0002(9) 0.0045(8) 0.0112(8) O5 0.0522(13) 0.0201(10) 0.0522(13) 0.0045(9) 0.0070(10) -0.0101(9) O6 0.0547(13) 0.0193(10) 0.0355(11) 0.0012(8) 0.0068(9) 0.0093(9) O7 0.0851(19) 0.0575(16) 0.0507(15) -0.0018(12) 0.0013(14) 0.0408(15) O8 0.132(2) 0.0252(13) 0.0680(16) 0.0029(11) 0.0636(17) 0.0061(14) N1 0.0260(13) 0.0563(17) 0.0250(12) -0.0232(12) -0.0014(10) 0.0091(12) N2 0.0194(10) 0.0398(14) 0.0217(11) 0.0034(9) 0.0058(9) -0.0008(10) N3 0.0453(14) 0.0186(11) 0.0223(11) -0.0017(9) -0.0006(10) -0.0010(10) N4 0.092(2) 0.0295(15) 0.0326(14) 0.0065(11) 0.0356(15) 0.0193(15) C1 0.0225(13) 0.0235(14) 0.0314(14) -0.0060(11) 0.0009(11) -0.0009(10) C2 0.0333(14) 0.0237(13) 0.0211(13) -0.0011(10) 0.0025(11) -0.0037(11) C3 0.0309(14) 0.0218(13) 0.0231(13) 0.0007(10) -0.0019(11) 0.0026(11) C4 0.0254(13) 0.0169(12) 0.0252(13) 0.0003(10) -0.0001(10) -0.0030(10) C5 0.0319(14) 0.0172(12) 0.0244(13) 0.0046(10) 0.0019(11) -0.0029(10) C6 0.0287(13) 0.0198(13) 0.0277(13) 0.0038(10) -0.0051(11) -0.0006(11) C7 0.0236(13) 0.0251(14) 0.0241(13) 0.0031(10) -0.0008(10) -0.0004(10) C8 0.0223(12) 0.0293(14) 0.0214(12) 0.0025(10) -0.0002(10) 0.0020(11) C9 0.0198(12) 0.0329(15) 0.0197(12) -0.0009(10) 0.0052(10) -0.0008(11) C10 0.0264(13) 0.0386(16) 0.0177(12) -0.0045(11) -0.0022(10) 0.0058(12) C11 0.0219(13) 0.0331(15) 0.0335(15) -0.0100(12) -0.0051(11) 0.0042(11) C12 0.0139(11) 0.0235(13) 0.0332(14) -0.0054(11) 0.0030(10) -0.0001(10) C13 0.0193(13) 0.0305(15) 0.064(2) -0.0091(14) 0.0073(13) -0.0013(11) C14 0.0481(18) 0.0428(17) 0.0252(15) 0.0015(12) -0.0059(13) 0.0106(14) C15 0.0348(16) 0.0495(19) 0.0373(16) 0.0028(14) 0.0171(13) -0.0070(14) C16 0.0188(12) 0.0289(14) 0.0169(11) -0.0041(10) 0.0019(9) 0.0015(10) C17 0.0218(12) 0.0232(13) 0.0216(12) -0.0003(10) 0.0020(10) 0.0034(10) C18 0.0400(16) 0.0363(16) 0.0378(16) 0.0094(13) 0.0120(13) 0.0034(13) C19 0.0225(13) 0.0463(17) 0.0311(14) -0.0094(12) -0.0027(11) 0.0076(12) C21 0.0241(13) 0.0183(12) 0.0330(14) 0.0052(10) 0.0123(11) 0.0037(10) C22 0.0251(13) 0.0264(14) 0.0211(12) 0.0010(10) 0.0059(10) 0.0053(11) C23 0.0214(12) 0.0247(13) 0.0194(12) -0.0006(10) 0.0053(9) 0.0020(10) C24 0.0195(12) 0.0196(12) 0.0222(12) 0.0022(9) 0.0093(10) 0.0063(10) C25 0.0180(12) 0.0288(14) 0.0273(13) 0.0084(11) 0.0031(10) 0.0060(10) C26 0.0188(12) 0.0290(14) 0.0336(15) 0.0057(11) 0.0017(11) -0.0020(11) C27 0.0186(11) 0.0211(12) 0.0237(12) 0.0020(10) 0.0084(10) 0.0039(10) C28 0.0146(11) 0.0213(12) 0.0187(12) 0.0015(9) 0.0042(9) 0.0024(9) C29 0.0154(11) 0.0197(12) 0.0178(11) 0.0017(9) 0.0037(9) 0.0004(9) C30 0.0115(11) 0.0314(14) 0.0185(12) 0.0009(10) 0.0031(9) 0.0014(10) C31 0.0220(12) 0.0304(14) 0.0201(12) 0.0080(10) 0.0023(10) -0.0001(11) C32 0.0187(11) 0.0234(13) 0.0172(11) 0.0056(9) 0.0011(9) 0.0024(10) C33 0.0233(13) 0.0258(14) 0.0322(14) 0.0120(11) 0.0014(11) 0.0082(11) C34 0.0174(12) 0.0354(15) 0.0245(13) -0.0008(11) 0.0012(10) -0.0021(11) C35 0.0235(13) 0.0200(13) 0.0314(14) -0.0004(10) 0.0089(11) 0.0042(10) C36 0.0193(12) 0.0210(12) 0.0158(11) 0.0025(9) 0.0032(9) 0.0014(10) C37 0.0171(11) 0.0195(12) 0.0195(12) 0.0019(9) 0.0035(9) -0.0005(10) C38 0.0224(12) 0.0283(14) 0.0250(13) 0.0012(11) -0.0030(10) 0.0047(11) C39 0.0312(14) 0.0226(14) 0.0366(15) -0.0017(11) -0.0015(12) 0.0028(11) C41 0.0231(12) 0.0225(13) 0.0304(14) -0.0058(11) 0.0002(11) 0.0021(10) C42 0.0259(13) 0.0246(13) 0.0205(12) -0.0011(10) 0.0004(10) 0.0066(11) C43 0.0245(12) 0.0190(12) 0.0218(12) -0.0013(10) 0.0066(10) 0.0005(10) C44 0.0206(12) 0.0166(12) 0.0216(12) -0.0042(9) 0.0013(9) 0.0037(9) C45 0.0254(13) 0.0178(12) 0.0292(13) 0.0023(10) -0.0021(10) 0.0050(10) C46 0.0260(13) 0.0185(13) 0.0369(15) 0.0041(11) 0.0045(11) -0.0019(10) C47 0.0234(12) 0.0169(12) 0.0257(13) -0.0016(10) 0.0032(10) 0.0032(10) C48 0.0223(12) 0.0147(12) 0.0189(12) 0.0021(9) 0.0001(9) 0.0028(10) C49 0.0210(11) 0.0135(11) 0.0167(11) -0.0014(9) 0.0012(9) 0.0005(9) C50 0.0365(14) 0.0126(12) 0.0180(12) 0.0017(9) 0.0012(10) -0.0004(10) C51 0.0319(14) 0.0233(13) 0.0212(13) 0.0020(10) -0.0072(11) -0.0045(11) C52 0.0232(12) 0.0193(12) 0.0198(12) 0.0015(9) -0.0038(10) 0.0018(10) C53 0.0235(13) 0.0275(14) 0.0389(15) 0.0047(12) -0.0056(11) 0.0060(11) C54 0.0415(16) 0.0163(13) 0.0247(13) 0.0021(10) 0.0044(11) 0.0011(11) C55 0.0236(13) 0.0209(13) 0.0308(14) -0.0023(10) 0.0076(11) 0.0034(10) C56 0.0231(12) 0.0146(12) 0.0169(11) 0.0011(9) 0.0000(9) 0.0023(9) C57 0.0211(12) 0.0178(12) 0.0220(12) -0.0002(10) 0.0026(10) 0.0001(10) C58 0.0284(13) 0.0285(14) 0.0242(13) 0.0085(11) 0.0019(11) 0.0071(11) C59 0.0227(13) 0.0286(15) 0.0402(15) 0.0066(12) 0.0102(11) 0.0028(11) C61 0.0312(15) 0.0468(18) 0.0319(15) -0.0007(13) 0.0120(12) -0.0066(13) C62 0.0297(15) 0.074(2) 0.0262(15) -0.0050(15) 0.0071(12) -0.0081(15) C63 0.0216(14) 0.076(2) 0.0271(15) 0.0156(15) 0.0036(11) -0.0001(14) C64 0.0227(13) 0.0432(17) 0.0273(14) 0.0155(12) 0.0048(11) -0.0020(12) C65 0.0208(12) 0.0371(16) 0.0270(13) 0.0063(11) 0.0000(10) -0.0050(11) C66 0.0271(14) 0.0378(16) 0.0287(14) 0.0060(12) 0.0048(11) -0.0018(12) C67 0.0267(14) 0.0396(17) 0.0420(16) 0.0211(13) 0.0037(12) -0.0019(12) C68 0.0336(14) 0.0338(15) 0.0237(13) 0.0137(11) 0.0005(11) 0.0031(12) C69 0.0423(16) 0.0238(14) 0.0232(13) 0.0019(11) 0.0020(12) -0.0056(12) C70 0.0559(18) 0.0324(16) 0.0214(14) 0.0068(11) 0.0092(13) 0.0104(14) C71 0.0433(16) 0.0268(15) 0.0404(16) 0.0176(12) 0.0202(13) 0.0102(13) C72 0.0282(14) 0.0140(12) 0.0415(16) 0.0053(11) 0.0152(12) 0.0031(10) C73 0.0421(17) 0.0183(14) 0.086(2) 0.0104(15) 0.0311(17) 0.0034(12) C74 0.056(2) 0.073(2) 0.0347(18) 0.0256(17) 0.0011(15) 0.0120(18) C75 0.074(2) 0.043(2) 0.0427(19) -0.0107(15) -0.0044(17) -0.0228(17) C76 0.0302(13) 0.0183(12) 0.0196(12) 0.0023(9) 0.0069(10) 0.0048(10) C77 0.0237(12) 0.0219(13) 0.0246(13) -0.0014(10) 0.0044(10) 0.0036(10) C78 0.0542(18) 0.0275(15) 0.0317(15) 0.0116(12) 0.0146(13) 0.0108(13) C79 0.0336(16) 0.0486(19) 0.0457(18) -0.0146(15) 0.0006(14) -0.0008(14) _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 Cl1 C1 1.748(3) . ? Cl2 C21 1.751(2) . ? Cl3 C41 1.752(3) . ? Cl4 C61 1.750(3) . ? O1 N1 1.213(3) . ? O2 N1 1.238(3) . ? O3 N2 1.227(3) . ? O4 N2 1.233(3) . ? O5 N3 1.225(3) . ? O6 N3 1.236(3) . ? O7 N4 1.210(4) . ? O8 N4 1.241(3) . ? N1 C10 1.526(3) . ? N2 C30 1.507(3) . ? N3 C50 1.503(3) . ? N4 C70 1.527(4) . ? C1 C6 1.378(3) . ? C1 C2 1.379(3) . ? C2 C3 1.391(4) . ? C3 C4 1.389(3) . ? C4 C5 1.401(3) . ? C4 C7 1.521(3) . ? C5 C6 1.387(4) . ? C7 C8 1.558(3) . ? C8 C14 1.530(3) . ? C8 C12 1.555(3) . ? C8 C9 1.570(3) . ? C9 C15 1.519(3) . ? C9 C16 1.528(3) . ? C9 C10 1.567(3) . ? C10 C11 1.522(4) . ? C11 C12 1.570(3) . ? C12 C13 1.519(3) . ? C12 C17 1.526(3) . ? C16 C17 1.331(3) . ? C16 C19 1.496(3) . ? C17 C18 1.491(3) . ? C21 C26 1.378(3) . ? C21 C22 1.377(3) . ? C22 C23 1.383(3) . ? C23 C24 1.397(3) . ? C24 C25 1.390(3) . ? C24 C27 1.512(3) . ? C25 C26 1.388(3) . ? C27 C28 1.552(3) . ? C28 C34 1.531(3) . ? C28 C32 1.563(3) . ? C28 C29 1.570(3) . ? C29 C35 1.516(3) . ? C29 C36 1.527(3) . ? C29 C30 1.592(3) . ? C30 C31 1.529(3) . ? C31 C32 1.553(3) . ? C32 C37 1.526(3) . ? C32 C33 1.527(3) . ? C36 C37 1.340(3) . ? C36 C38 1.491(3) . ? C37 C39 1.495(3) . ? C41 C42 1.373(3) . ? C41 C46 1.380(3) . ? C42 C43 1.388(3) . ? C43 C44 1.400(3) . ? C44 C45 1.387(3) . ? C44 C47 1.512(3) . ? C45 C46 1.395(3) . ? C47 C48 1.554(3) . ? C48 C54 1.535(3) . ? C48 C52 1.566(3) . ? C48 C49 1.571(3) . ? C49 C56 1.518(3) . ? C49 C55 1.520(3) . ? C49 C50 1.597(3) . ? C50 C51 1.521(3) . ? C51 C52 1.558(3) . ? C52 C53 1.517(3) . ? C52 C57 1.531(3) . ? C56 C57 1.334(3) . ? C56 C58 1.498(3) . ? C57 C59 1.497(3) . ? C61 C62 1.378(4) . ? C61 C66 1.381(4) . ? C62 C63 1.367(4) . ? C63 C64 1.387(4) . ? C64 C65 1.403(4) . ? C64 C67 1.513(4) . ? C65 C66 1.391(4) . ? C67 C68 1.552(4) . ? C68 C74 1.543(4) . ? C68 C72 1.549(4) . ? C68 C69 1.573(4) . ? C69 C76 1.516(3) . ? C69 C75 1.522(4) . ? C69 C70 1.560(4) . ? C70 C71 1.518(4) . ? C71 C72 1.570(4) . ? C72 C77 1.525(3) . ? C72 C73 1.527(4) . ? C76 C77 1.330(3) . ? C76 C78 1.500(3) . ? C77 C79 1.483(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 N1 O2 124.2(3) . . ? O1 N1 C10 120.2(2) . . ? O2 N1 C10 115.5(3) . . ? O3 N2 O4 123.7(2) . . ? O3 N2 C30 120.1(2) . . ? O4 N2 C30 116.2(2) . . ? O5 N3 O6 123.4(2) . . ? O5 N3 C50 120.4(2) . . ? O6 N3 C50 116.1(2) . . ? O7 N4 O8 124.7(3) . . ? O7 N4 C70 120.7(3) . . ? O8 N4 C70 114.6(3) . . ? C6 C1 C2 121.4(2) . . ? C6 C1 Cl1 119.6(2) . . ? C2 C1 Cl1 119.0(2) . . ? C1 C2 C3 118.8(2) . . ? C4 C3 C2 121.8(2) . . ? C3 C4 C5 117.5(2) . . ? C3 C4 C7 120.5(2) . . ? C5 C4 C7 121.9(2) . . ? C6 C5 C4 121.5(2) . . ? C1 C6 C5 118.9(2) . . ? C4 C7 C8 117.8(2) . . ? C14 C8 C12 114.0(2) . . ? C14 C8 C7 107.7(2) . . ? C12 C8 C7 117.4(2) . . ? C14 C8 C9 115.6(2) . . ? C12 C8 C9 92.94(18) . . ? C7 C8 C9 108.73(19) . . ? C15 C9 C16 117.5(2) . . ? C15 C9 C10 115.7(2) . . ? C16 C9 C10 104.3(2) . . ? C15 C9 C8 116.7(2) . . ? C16 C9 C8 101.06(18) . . ? C10 C9 C8 98.94(19) . . ? C11 C10 N1 113.7(2) . . ? C11 C10 C9 104.3(2) . . ? N1 C10 C9 110.79(19) . . ? C10 C11 C12 103.1(2) . . ? C13 C12 C17 117.5(2) . . ? C13 C12 C8 119.7(2) . . ? C17 C12 C8 101.50(18) . . ? C13 C12 C11 111.8(2) . . ? C17 C12 C11 102.87(19) . . ? C8 C12 C11 101.0(2) . . ? C17 C16 C19 129.4(2) . . ? C17 C16 C9 107.9(2) . . ? C19 C16 C9 122.4(2) . . ? C16 C17 C18 128.9(2) . . ? C16 C17 C12 107.7(2) . . ? C18 C17 C12 122.9(2) . . ? C26 C21 C22 121.3(2) . . ? C26 C21 Cl2 119.47(19) . . ? C22 C21 Cl2 119.24(19) . . ? C21 C22 C23 119.1(2) . . ? C22 C23 C24 121.5(2) . . ? C25 C24 C23 117.6(2) . . ? C25 C24 C27 122.0(2) . . ? C23 C24 C27 120.2(2) . . ? C26 C25 C24 121.7(2) . . ? C21 C26 C25 118.9(2) . . ? C24 C27 C28 120.63(19) . . ? C34 C28 C27 107.92(18) . . ? C34 C28 C32 115.95(19) . . ? C27 C28 C32 108.76(18) . . ? C34 C28 C29 113.64(18) . . ? C27 C28 C29 117.09(19) . . ? C32 C28 C29 93.10(16) . . ? C35 C29 C36 118.47(19) . . ? C35 C29 C28 119.06(19) . . ? C36 C29 C28 100.74(17) . . ? C35 C29 C30 113.09(18) . . ? C36 C29 C30 104.20(18) . . ? C28 C29 C30 98.40(16) . . ? N2 C30 C31 114.6(2) . . ? N2 C30 C29 110.00(18) . . ? C31 C30 C29 104.84(18) . . ? C30 C31 C32 102.52(18) . . ? C37 C32 C33 116.7(2) . . ? C37 C32 C31 104.36(18) . . ? C33 C32 C31 113.60(19) . . ? C37 C32 C28 100.80(17) . . ? C33 C32 C28 117.60(19) . . ? C31 C32 C28 101.62(18) . . ? C37 C36 C38 129.4(2) . . ? C37 C36 C29 107.37(19) . . ? C38 C36 C29 122.9(2) . . ? C36 C37 C39 128.7(2) . . ? C36 C37 C32 108.3(2) . . ? C39 C37 C32 122.7(2) . . ? C42 C41 C46 121.5(2) . . ? C42 C41 Cl3 119.32(19) . . ? C46 C41 Cl3 119.19(19) . . ? C41 C42 C43 119.2(2) . . ? C42 C43 C44 121.3(2) . . ? C45 C44 C43 117.8(2) . . ? C45 C44 C47 121.9(2) . . ? C43 C44 C47 120.1(2) . . ? C44 C45 C46 121.6(2) . . ? C41 C46 C45 118.7(2) . . ? C44 C47 C48 120.1(2) . . ? C54 C48 C47 108.12(19) . . ? C54 C48 C52 115.74(19) . . ? C47 C48 C52 108.53(19) . . ? C54 C48 C49 113.71(19) . . ? C47 C48 C49 117.20(18) . . ? C52 C48 C49 93.07(17) . . ? C56 C49 C55 118.69(19) . . ? C56 C49 C48 100.98(17) . . ? C55 C49 C48 118.91(19) . . ? C56 C49 C50 104.13(18) . . ? C55 C49 C50 112.93(18) . . ? C48 C49 C50 98.29(17) . . ? N3 C50 C51 114.6(2) . . ? N3 C50 C49 109.66(18) . . ? C51 C50 C49 104.80(18) . . ? C50 C51 C52 102.90(18) . . ? C53 C52 C57 117.2(2) . . ? C53 C52 C51 113.8(2) . . ? C57 C52 C51 103.89(19) . . ? C53 C52 C48 117.8(2) . . ? C57 C52 C48 100.46(17) . . ? C51 C52 C48 101.42(19) . . ? C57 C56 C58 129.2(2) . . ? C57 C56 C49 107.67(19) . . ? C58 C56 C49 123.0(2) . . ? C56 C57 C59 129.0(2) . . ? C56 C57 C52 108.4(2) . . ? C59 C57 C52 122.3(2) . . ? C62 C61 C66 121.2(3) . . ? C62 C61 Cl4 119.6(2) . . ? C66 C61 Cl4 119.2(2) . . ? C63 C62 C61 119.1(3) . . ? C62 C63 C64 122.6(3) . . ? C63 C64 C65 116.9(3) . . ? C63 C64 C67 121.2(2) . . ? C65 C64 C67 121.8(2) . . ? C66 C65 C64 121.5(3) . . ? C61 C66 C65 118.6(3) . . ? C64 C67 C68 118.3(2) . . ? C74 C68 C72 113.8(2) . . ? C74 C68 C67 107.5(2) . . ? C72 C68 C67 117.9(2) . . ? C74 C68 C69 115.5(2) . . ? C72 C68 C69 92.57(19) . . ? C67 C68 C69 109.2(2) . . ? C76 C69 C75 117.3(2) . . ? C76 C69 C70 104.7(2) . . ? C75 C69 C70 115.8(2) . . ? C76 C69 C68 100.6(2) . . ? C75 C69 C68 116.4(3) . . ? C70 C69 C68 99.4(2) . . ? C71 C70 N4 113.2(3) . . ? C71 C70 C69 104.4(2) . . ? N4 C70 C69 111.3(2) . . ? C70 C71 C72 102.8(2) . . ? C77 C72 C73 117.3(2) . . ? C77 C72 C68 101.42(19) . . ? C73 C72 C68 119.6(2) . . ? C77 C72 C71 102.90(19) . . ? C73 C72 C71 111.7(2) . . ? C68 C72 C71 101.6(2) . . ? C77 C76 C78 128.5(2) . . ? C77 C76 C69 108.2(2) . . ? C78 C76 C69 123.1(2) . . ? C76 C77 C79 129.4(2) . . ? C76 C77 C72 107.2(2) . . ? C79 C77 C72 123.0(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.228 _refine_diff_density_min -0.275 _refine_diff_density_rms 0.042