#------------------------------------------------------------------------------ #$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $ #$Revision: 176428 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/51/96/1519607.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1519607 loop_ _publ_author_name 'Butler, Ian R.' 'Horton, Peter N.' 'Hursthouse, Michael B.' _publ_section_title ; C46H49Cl3O6 ; _journal_name_full 'Crystal Structure Report Archive' _journal_page_first 925 _journal_year 2004 _chemical_formula_sum 'C46 H49 Cl3 O6' _chemical_formula_weight 804.20 _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 75.3973(18) _cell_angle_beta 89.419(2) _cell_angle_gamma 84.076(2) _cell_formula_units_Z 2 _cell_length_a 6.179(3) _cell_length_b 17.150(7) _cell_length_c 20.284(7) _cell_measurement_reflns_used 9150 _cell_measurement_temperature 120(2) _cell_measurement_theta_max 27.485 _cell_measurement_theta_min 2.910 _cell_volume 2068.7(15) _computing_cell_refinement ' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)' _computing_data_collection ' DENZO (Otwinowski and Minor, 1997)' _computing_data_reduction ' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _diffrn_ambient_temperature 120(2) _diffrn_detector_area_resol_mean 9.091 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device_type 'Nonius KappaCCD Area Detector' _diffrn_measurement_method '\f and \w scans to fill Ewald Sphere' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Nonius FR591 rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1387 _diffrn_reflns_av_sigmaI/netI 0.1038 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 40048 _diffrn_reflns_theta_full 27.48 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_min 3.31 _exptl_absorpt_coefficient_mu 0.270 _exptl_absorpt_correction_T_max 0.9920 _exptl_absorpt_correction_T_min 0.9531 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SORTAV Blessing (1997)' _exptl_crystal_colour 'Light grey-green' _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Plate _exptl_crystal_F_000 848 _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _refine_diff_density_max 0.357 _refine_diff_density_min -0.392 _refine_diff_density_rms 0.073 _refine_ls_extinction_coef 0.0059(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 509 _refine_ls_number_reflns 9380 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.019 _refine_ls_R_factor_all 0.1275 _refine_ls_R_factor_gt 0.0671 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0675P)^2^+1.1000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1477 _refine_ls_wR_factor_ref 0.1751 _reflns_number_gt 5546 _reflns_number_total 9380 _reflns_threshold_expression >2sigma(I) _cod_data_source_file eCrystal-925.cif _cod_data_source_block s92 _cod_depositor_comments ; Citation : Butler, Ian R. and Horton, Peter N. and Hursthouse, Michael B. (2004) University of Southampton, Crystal Structure Report Archive. (doi:10.5258/ecrystals/925) More at: http://ecrystals.chem.soton.ac.uk/925/ ; _cod_original_cell_volume 2068.1(16) _cod_original_sg_symbol_H-M P-1 _cod_database_code 1519607 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.2739(5) 0.53761(18) 0.33491(14) 0.0274(6) Uani 1 1 d . . . C2 C -0.1720(5) 0.60941(18) 0.35009(15) 0.0303(7) Uani 1 1 d . . . H2A H -0.2334 0.6204 0.3919 0.045 Uiso 1 1 calc R . . H2B H -0.2034 0.6575 0.3120 0.045 Uiso 1 1 calc R . . H2C H -0.0141 0.5961 0.3560 0.045 Uiso 1 1 calc R . . C3 C -0.5199(5) 0.5625(2) 0.32324(16) 0.0345(7) Uani 1 1 d . . . H3A H -0.5915 0.5163 0.3174 0.052 Uiso 1 1 calc R . . H3B H -0.5443 0.6074 0.2822 0.052 Uiso 1 1 calc R . . H3C H -0.5804 0.5798 0.3627 0.052 Uiso 1 1 calc R . . C4 C -0.1835(4) 0.51641(18) 0.27037(14) 0.0269(6) Uani 1 1 d . . . C5 C -0.0394(5) 0.56119(19) 0.22774(14) 0.0296(7) Uani 1 1 d . . . H5 H 0.0080 0.6076 0.2384 0.036 Uiso 1 1 calc R . . C6 C 0.0364(5) 0.53940(19) 0.16992(15) 0.0317(7) Uani 1 1 d . . . H6 H 0.1360 0.5705 0.1415 0.038 Uiso 1 1 calc R . . C7 C -0.0316(5) 0.47325(19) 0.15363(14) 0.0300(7) Uani 1 1 d . . . C8 C -0.1770(5) 0.4279(2) 0.19456(16) 0.0338(7) Uani 1 1 d . . . H8 H -0.2260 0.3822 0.1830 0.041 Uiso 1 1 calc R . . C9 C -0.2498(5) 0.44970(19) 0.25233(15) 0.0303(7) Uani 1 1 d . . . H9 H -0.3487 0.4181 0.2807 0.036 Uiso 1 1 calc R . . C10 C -0.2244(4) 0.46465(17) 0.39608(14) 0.0247(6) Uani 1 1 d . . . C11 C -0.3754(5) 0.43756(18) 0.44470(14) 0.0267(6) Uani 1 1 d . . . H11 H -0.5197 0.4637 0.4395 0.032 Uiso 1 1 calc R . . C12 C -0.3225(5) 0.37362(18) 0.50056(14) 0.0269(6) Uani 1 1 d . . . H12 H -0.4294 0.3560 0.5334 0.032 Uiso 1 1 calc R . . C13 C -0.1132(5) 0.33528(17) 0.50866(14) 0.0249(6) Uani 1 1 d . . . C14 C 0.0412(4) 0.36060(19) 0.46091(15) 0.0287(7) Uani 1 1 d . . . H14 H 0.1849 0.3340 0.4661 0.034 Uiso 1 1 calc R . . C15 C -0.0142(4) 0.42461(18) 0.40573(15) 0.0290(7) Uani 1 1 d . . . H15 H 0.0934 0.4422 0.3732 0.035 Uiso 1 1 calc R . . O1 O 0.0441(4) 0.44753(13) 0.09717(10) 0.0360(5) Uani 1 1 d . . . H1 H 0.1200 0.4819 0.0737 0.054 Uiso 1 1 calc R . . O2 O -0.0519(3) 0.27000(12) 0.56265(10) 0.0306(5) Uani 1 1 d . . . H2 H -0.1582 0.2599 0.5884 0.046 Uiso 1 1 calc R . . C21 C 0.4903(5) 0.83124(19) 0.06855(14) 0.0293(7) Uani 1 1 d . . . C22 C 0.3450(5) 0.90826(19) 0.03511(15) 0.0347(7) Uani 1 1 d . . . H22A H 0.3596 0.9201 -0.0145 0.052 Uiso 1 1 calc R . . H22B H 0.3887 0.9536 0.0514 0.052 Uiso 1 1 calc R . . H22C H 0.1932 0.9006 0.0469 0.052 Uiso 1 1 calc R . . C23 C 0.7228(5) 0.8446(2) 0.04521(16) 0.0368(8) Uani 1 1 d . . . H23A H 0.7307 0.8505 -0.0041 0.055 Uiso 1 1 calc R . . H23B H 0.8227 0.7980 0.0690 0.055 Uiso 1 1 calc R . . H23C H 0.7640 0.8938 0.0558 0.055 Uiso 1 1 calc R . . C24 C 0.4263(4) 0.75708(19) 0.04792(14) 0.0273(6) Uani 1 1 d . . . C25 C 0.2546(5) 0.76011(19) 0.00358(14) 0.0301(7) Uani 1 1 d . . . H25 H 0.1736 0.8108 -0.0160 0.036 Uiso 1 1 calc R . . C26 C 0.1979(5) 0.6914(2) -0.01291(15) 0.0329(7) Uani 1 1 d . . . H26 H 0.0787 0.6951 -0.0432 0.039 Uiso 1 1 calc R . . C27 C 0.3139(5) 0.61803(19) 0.01457(15) 0.0329(7) Uani 1 1 d . . . C28 C 0.4870(5) 0.6128(2) 0.05858(16) 0.0377(8) Uani 1 1 d . . . H28 H 0.5691 0.5621 0.0772 0.045 Uiso 1 1 calc R . . C29 C 0.5399(5) 0.6819(2) 0.07530(15) 0.0350(7) Uani 1 1 d . . . H29 H 0.6572 0.6777 0.1064 0.042 Uiso 1 1 calc R . . C30 C 0.4682(4) 0.81694(18) 0.14596(14) 0.0254(6) Uani 1 1 d . . . C31 C 0.2838(4) 0.78529(18) 0.17790(15) 0.0276(7) Uani 1 1 d . . . H31 H 0.1763 0.7708 0.1512 0.033 Uiso 1 1 calc R . . C32 C 0.2530(5) 0.77440(18) 0.24663(15) 0.0283(7) Uani 1 1 d . . . H32 H 0.1253 0.7532 0.2670 0.034 Uiso 1 1 calc R . . C33 C 0.4098(4) 0.79460(17) 0.28576(14) 0.0247(6) Uani 1 1 d . . . C34 C 0.5925(5) 0.82738(18) 0.25584(15) 0.0281(7) Uani 1 1 d . . . H34 H 0.6982 0.8426 0.2827 0.034 Uiso 1 1 calc R . . C35 C 0.6209(5) 0.83800(18) 0.18643(15) 0.0288(7) Uani 1 1 d . . . H35 H 0.7475 0.8602 0.1661 0.035 Uiso 1 1 calc R . . O21 O 0.2603(4) 0.54704(14) 0.00201(11) 0.0416(6) Uani 1 1 d . . . H21 H 0.1703 0.5579 -0.0307 0.062 Uiso 1 1 calc R . . O22 O 0.3758(3) 0.78120(13) 0.35473(9) 0.0299(5) Uani 1 1 d . . . H22 H 0.4809 0.7954 0.3733 0.045 Uiso 1 1 calc R . . C41 C -0.2779(5) 1.16709(19) 0.37641(15) 0.0292(7) Uani 1 1 d . . . C42 C -0.0461(5) 1.1923(2) 0.37666(18) 0.0392(8) Uani 1 1 d . . . H42A H 0.0384 1.1744 0.3411 0.059 Uiso 1 1 calc R . . H42B H 0.0239 1.1671 0.4212 0.059 Uiso 1 1 calc R . . H42C H -0.0529 1.2514 0.3678 0.059 Uiso 1 1 calc R . . C43 C -0.4030(5) 1.1933(2) 0.43381(16) 0.0355(7) Uani 1 1 d . . . H43A H -0.4005 1.2517 0.4277 0.053 Uiso 1 1 calc R . . H43B H -0.3347 1.1642 0.4778 0.053 Uiso 1 1 calc R . . H43C H -0.5540 1.1808 0.4327 0.053 Uiso 1 1 calc R . . C44 C -0.3804(5) 1.20734(18) 0.30665(15) 0.0284(7) Uani 1 1 d . . . C45 C -0.5590(5) 1.26504(19) 0.29632(16) 0.0333(7) Uani 1 1 d . . . H45 H -0.6197 1.2816 0.3344 0.040 Uiso 1 1 calc R . . C46 C -0.6518(5) 1.2993(2) 0.23278(16) 0.0360(7) Uani 1 1 d . . . H46 H -0.7735 1.3391 0.2273 0.043 Uiso 1 1 calc R . . C47 C -0.5664(5) 1.2752(2) 0.17698(16) 0.0372(8) Uani 1 1 d . . . C48 C -0.3853(5) 1.21901(19) 0.18545(16) 0.0375(8) Uani 1 1 d . . . H48 H -0.3233 1.2033 0.1472 0.045 Uiso 1 1 calc R . . C49 C -0.2954(5) 1.18599(19) 0.24908(15) 0.0335(7) Uani 1 1 d . . . H49 H -0.1712 1.1473 0.2542 0.040 Uiso 1 1 calc R . . C50 C -0.2780(4) 1.07551(18) 0.38914(14) 0.0270(6) Uani 1 1 d . . . C51 C -0.4689(5) 1.04417(19) 0.37589(16) 0.0323(7) Uani 1 1 d . . . H51 H -0.5935 1.0805 0.3583 0.039 Uiso 1 1 calc R . . C52 C -0.4807(5) 0.96205(19) 0.38774(16) 0.0321(7) Uani 1 1 d . . . H52 H -0.6121 0.9421 0.3785 0.039 Uiso 1 1 calc R . . C53 C -0.3006(4) 0.90919(18) 0.41304(14) 0.0258(6) Uani 1 1 d . . . C54 C -0.1113(5) 0.93799(19) 0.42777(14) 0.0297(7) Uani 1 1 d . . . H54 H 0.0121 0.9013 0.4461 0.036 Uiso 1 1 calc R . . C55 C -0.1022(5) 1.02040(18) 0.41574(14) 0.0285(7) Uani 1 1 d . . . H55 H 0.0288 1.0398 0.4260 0.034 Uiso 1 1 calc R . . O41 O -0.6547(4) 1.30480(16) 0.11285(11) 0.0492(6) Uani 1 1 d . . . H41 H -0.7437 1.3455 0.1120 0.074 Uiso 1 1 calc R . . O42 O -0.3179(3) 0.82719(12) 0.42267(10) 0.0300(5) Uani 1 1 d . . . H42 H -0.1949 0.8012 0.4328 0.045 Uiso 1 1 calc R . . C61 C 0.1532(5) 0.9952(2) 0.18866(16) 0.0347(7) Uani 1 1 d . . . H61 H 0.2379 0.9446 0.1828 0.042 Uiso 1 1 calc R . . Cl61 Cl 0.02590(14) 0.97305(5) 0.26801(4) 0.0434(2) Uani 1 1 d . . . Cl62 Cl 0.33150(17) 1.06819(7) 0.18502(6) 0.0658(3) Uani 1 1 d . . . Cl63 Cl -0.04398(15) 1.02799(6) 0.12313(4) 0.0493(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0277(15) 0.0239(16) 0.0284(15) -0.0026(12) 0.0001(12) -0.0031(12) C2 0.0329(16) 0.0260(17) 0.0327(16) -0.0082(13) 0.0029(13) -0.0039(13) C3 0.0269(15) 0.0317(18) 0.0403(18) -0.0019(14) -0.0022(13) 0.0000(13) C4 0.0251(14) 0.0264(17) 0.0259(15) -0.0008(12) -0.0039(12) -0.0022(12) C5 0.0335(16) 0.0277(17) 0.0274(15) -0.0048(13) -0.0020(13) -0.0074(13) C6 0.0366(17) 0.0317(18) 0.0253(15) -0.0022(13) 0.0006(13) -0.0089(14) C7 0.0349(16) 0.0307(18) 0.0237(15) -0.0067(13) -0.0058(12) -0.0007(14) C8 0.0400(18) 0.0293(18) 0.0333(17) -0.0075(14) -0.0074(14) -0.0095(14) C9 0.0328(16) 0.0301(18) 0.0273(16) -0.0041(13) -0.0015(12) -0.0078(13) C10 0.0250(14) 0.0228(16) 0.0274(15) -0.0075(12) 0.0006(12) -0.0048(12) C11 0.0237(14) 0.0289(17) 0.0287(15) -0.0101(13) 0.0011(12) -0.0009(12) C12 0.0297(15) 0.0277(17) 0.0248(15) -0.0083(13) 0.0045(12) -0.0064(13) C13 0.0302(15) 0.0238(16) 0.0214(14) -0.0072(12) -0.0042(12) -0.0025(12) C14 0.0210(14) 0.0309(17) 0.0313(16) -0.0036(13) 0.0008(12) -0.0002(12) C15 0.0254(15) 0.0311(18) 0.0289(16) -0.0038(13) 0.0040(12) -0.0056(13) O1 0.0490(14) 0.0352(13) 0.0258(11) -0.0099(10) -0.0007(10) -0.0082(10) O2 0.0313(11) 0.0305(12) 0.0267(11) -0.0010(9) 0.0033(9) -0.0034(9) C21 0.0303(15) 0.0337(18) 0.0238(15) -0.0045(13) 0.0019(12) -0.0098(13) C22 0.0442(18) 0.0287(18) 0.0294(16) -0.0027(14) -0.0026(14) -0.0074(14) C23 0.0330(17) 0.046(2) 0.0313(17) -0.0075(15) 0.0039(13) -0.0114(15) C24 0.0260(14) 0.0311(17) 0.0234(14) -0.0048(13) 0.0040(12) -0.0023(13) C25 0.0329(16) 0.0320(18) 0.0244(15) -0.0053(13) 0.0039(12) -0.0042(13) C26 0.0370(17) 0.041(2) 0.0221(15) -0.0089(14) 0.0026(13) -0.0082(15) C27 0.0416(18) 0.0315(19) 0.0283(16) -0.0112(14) 0.0064(14) -0.0076(15) C28 0.0450(19) 0.0305(19) 0.0353(18) -0.0075(15) 0.0036(15) 0.0037(15) C29 0.0338(17) 0.043(2) 0.0291(16) -0.0121(15) -0.0040(13) -0.0007(15) C30 0.0248(14) 0.0242(16) 0.0261(15) -0.0036(12) 0.0024(12) -0.0042(12) C31 0.0245(14) 0.0290(17) 0.0302(16) -0.0081(13) 0.0001(12) -0.0048(12) C32 0.0285(15) 0.0281(17) 0.0282(16) -0.0054(13) 0.0058(12) -0.0073(13) C33 0.0285(15) 0.0216(16) 0.0238(15) -0.0051(12) 0.0030(12) -0.0032(12) C34 0.0277(15) 0.0308(17) 0.0277(15) -0.0094(13) -0.0014(12) -0.0060(13) C35 0.0274(15) 0.0295(17) 0.0288(16) -0.0042(13) 0.0037(12) -0.0085(13) O21 0.0571(15) 0.0343(13) 0.0368(13) -0.0139(10) -0.0037(11) -0.0077(11) O22 0.0332(11) 0.0342(13) 0.0225(10) -0.0050(9) 0.0004(8) -0.0108(9) C41 0.0271(15) 0.0310(18) 0.0324(16) -0.0124(14) 0.0004(12) -0.0061(13) C42 0.0344(17) 0.036(2) 0.050(2) -0.0128(16) -0.0026(15) -0.0079(15) C43 0.0390(18) 0.0370(19) 0.0344(17) -0.0163(15) -0.0026(14) -0.0039(15) C44 0.0277(15) 0.0243(16) 0.0339(17) -0.0074(13) -0.0004(12) -0.0054(13) C45 0.0346(17) 0.0296(18) 0.0362(17) -0.0076(14) 0.0044(13) -0.0071(14) C46 0.0325(16) 0.0300(18) 0.0405(19) -0.0020(14) 0.0007(14) 0.0019(14) C47 0.0432(19) 0.0326(19) 0.0320(17) 0.0007(14) -0.0017(14) -0.0093(15) C48 0.050(2) 0.0298(19) 0.0320(17) -0.0067(14) 0.0060(15) -0.0065(16) C49 0.0344(16) 0.0288(18) 0.0362(18) -0.0072(14) -0.0010(13) -0.0005(14) C50 0.0276(15) 0.0309(17) 0.0225(15) -0.0066(13) 0.0000(12) -0.0042(13) C51 0.0247(15) 0.0311(18) 0.0390(18) -0.0065(14) -0.0014(13) 0.0004(13) C52 0.0258(15) 0.0284(18) 0.0423(18) -0.0077(14) -0.0016(13) -0.0065(13) C53 0.0302(15) 0.0234(16) 0.0225(14) -0.0038(12) 0.0007(12) -0.0021(12) C54 0.0289(15) 0.0323(18) 0.0258(15) -0.0043(13) -0.0068(12) -0.0002(13) C55 0.0273(15) 0.0306(18) 0.0275(15) -0.0060(13) -0.0052(12) -0.0064(13) O41 0.0595(16) 0.0497(17) 0.0314(13) -0.0012(11) -0.0045(11) 0.0045(12) O42 0.0293(11) 0.0267(12) 0.0322(11) -0.0044(9) -0.0045(9) -0.0012(9) C61 0.0374(17) 0.0291(18) 0.0377(18) -0.0094(14) -0.0003(14) -0.0019(14) Cl61 0.0482(5) 0.0436(5) 0.0368(5) -0.0096(4) 0.0061(4) 0.0014(4) Cl62 0.0637(6) 0.0688(7) 0.0681(7) -0.0125(5) -0.0002(5) -0.0350(6) Cl63 0.0530(5) 0.0500(6) 0.0409(5) -0.0053(4) -0.0129(4) -0.0009(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C10 C1 C4 109.4(2) . . C10 C1 C2 107.6(2) . . C4 C1 C2 112.3(2) . . C10 C1 C3 112.3(2) . . C4 C1 C3 107.8(2) . . C2 C1 C3 107.5(2) . . C1 C2 H2A 109.5 . . C1 C2 H2B 109.5 . . H2A C2 H2B 109.5 . . C1 C2 H2C 109.5 . . H2A C2 H2C 109.5 . . H2B C2 H2C 109.5 . . C1 C3 H3A 109.5 . . C1 C3 H3B 109.5 . . H3A C3 H3B 109.5 . . C1 C3 H3C 109.5 . . H3A C3 H3C 109.5 . . H3B C3 H3C 109.5 . . C5 C4 C9 117.4(3) . . C5 C4 C1 123.5(3) . . C9 C4 C1 119.1(3) . . C6 C5 C4 121.1(3) . . C6 C5 H5 119.5 . . C4 C5 H5 119.5 . . C7 C6 C5 120.1(3) . . C7 C6 H6 119.9 . . C5 C6 H6 119.9 . . C6 C7 C8 120.3(3) . . C6 C7 O1 122.4(3) . . C8 C7 O1 117.3(3) . . C9 C8 C7 119.1(3) . . C9 C8 H8 120.5 . . C7 C8 H8 120.5 . . C8 C9 C4 122.0(3) . . C8 C9 H9 119.0 . . C4 C9 H9 119.0 . . C11 C10 C15 117.3(3) . . C11 C10 C1 123.3(3) . . C15 C10 C1 119.4(3) . . C12 C11 C10 121.7(3) . . C12 C11 H11 119.2 . . C10 C11 H11 119.2 . . C11 C12 C13 119.7(3) . . C11 C12 H12 120.2 . . C13 C12 H12 120.2 . . C14 C13 O2 117.6(3) . . C14 C13 C12 120.1(3) . . O2 C13 C12 122.3(3) . . C15 C14 C13 119.4(3) . . C15 C14 H14 120.3 . . C13 C14 H14 120.3 . . C14 C15 C10 121.8(3) . . C14 C15 H15 119.1 . . C10 C15 H15 119.1 . . C7 O1 H1 109.5 . . C13 O2 H2 109.5 . . C22 C21 C24 112.6(2) . . C22 C21 C23 107.4(3) . . C24 C21 C23 108.3(3) . . C22 C21 C30 107.5(3) . . C24 C21 C30 108.7(2) . . C23 C21 C30 112.4(2) . . C21 C22 H22A 109.5 . . C21 C22 H22B 109.5 . . H22A C22 H22B 109.5 . . C21 C22 H22C 109.5 . . H22A C22 H22C 109.5 . . H22B C22 H22C 109.5 . . C21 C23 H23A 109.5 . . C21 C23 H23B 109.5 . . H23A C23 H23B 109.5 . . C21 C23 H23C 109.5 . . H23A C23 H23C 109.5 . . H23B C23 H23C 109.5 . . C25 C24 C29 117.1(3) . . C25 C24 C21 123.2(3) . . C29 C24 C21 119.6(3) . . C26 C25 C24 121.8(3) . . C26 C25 H25 119.1 . . C24 C25 H25 119.1 . . C27 C26 C25 119.8(3) . . C27 C26 H26 120.1 . . C25 C26 H26 120.1 . . C26 C27 O21 122.4(3) . . C26 C27 C28 120.0(3) . . O21 C27 C28 117.5(3) . . C27 C28 C29 119.5(3) . . C27 C28 H28 120.3 . . C29 C28 H28 120.3 . . C28 C29 C24 121.8(3) . . C28 C29 H29 119.1 . . C24 C29 H29 119.1 . . C35 C30 C31 117.3(3) . . C35 C30 C21 122.6(2) . . C31 C30 C21 120.0(2) . . C32 C31 C30 122.1(3) . . C32 C31 H31 119.0 . . C30 C31 H31 119.0 . . C31 C32 C33 119.2(3) . . C31 C32 H32 120.4 . . C33 C32 H32 120.4 . . O22 C33 C34 121.9(2) . . O22 C33 C32 117.7(2) . . C34 C33 C32 120.4(3) . . C33 C34 C35 119.6(3) . . C33 C34 H34 120.2 . . C35 C34 H34 120.2 . . C34 C35 C30 121.4(3) . . C34 C35 H35 119.3 . . C30 C35 H35 119.3 . . C27 O21 H21 109.5 . . C33 O22 H22 109.5 . . C44 C41 C50 108.6(2) . . C44 C41 C43 112.4(3) . . C50 C41 C43 107.9(2) . . C44 C41 C42 107.8(3) . . C50 C41 C42 112.0(3) . . C43 C41 C42 108.2(3) . . C41 C42 H42A 109.5 . . C41 C42 H42B 109.5 . . H42A C42 H42B 109.5 . . C41 C42 H42C 109.5 . . H42A C42 H42C 109.5 . . H42B C42 H42C 109.5 . . C41 C43 H43A 109.5 . . C41 C43 H43B 109.5 . . H43A C43 H43B 109.5 . . C41 C43 H43C 109.5 . . H43A C43 H43C 109.5 . . H43B C43 H43C 109.5 . . C45 C44 C49 116.7(3) . . C45 C44 C41 123.4(3) . . C49 C44 C41 119.9(3) . . C46 C45 C44 122.3(3) . . C46 C45 H45 118.9 . . C44 C45 H45 118.9 . . C45 C46 C47 119.5(3) . . C45 C46 H46 120.3 . . C47 C46 H46 120.3 . . O41 C47 C48 117.9(3) . . O41 C47 C46 122.5(3) . . C48 C47 C46 119.6(3) . . C49 C48 C47 119.9(3) . . C49 C48 H48 120.1 . . C47 C48 H48 120.1 . . C48 C49 C44 122.1(3) . . C48 C49 H49 119.0 . . C44 C49 H49 119.0 . . C55 C50 C51 117.1(3) . . C55 C50 C41 123.9(3) . . C51 C50 C41 119.0(3) . . C52 C51 C50 121.7(3) . . C52 C51 H51 119.1 . . C50 C51 H51 119.1 . . C53 C52 C51 119.4(3) . . C53 C52 H52 120.3 . . C51 C52 H52 120.3 . . C52 C53 C54 120.4(3) . . C52 C53 O42 117.5(2) . . C54 C53 O42 122.1(3) . . C53 C54 C55 119.5(3) . . C53 C54 H54 120.2 . . C55 C54 H54 120.2 . . C54 C55 C50 121.9(3) . . C54 C55 H55 119.1 . . C50 C55 H55 119.1 . . C47 O41 H41 109.5 . . C53 O42 H42 109.5 . . Cl62 C61 Cl63 110.65(19) . . Cl62 C61 Cl61 110.53(18) . . Cl63 C61 Cl61 109.80(18) . . Cl62 C61 H61 108.6 . . Cl63 C61 H61 108.6 . . Cl61 C61 H61 108.6 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 C1 C10 1.529(4) . C1 C4 1.532(4) . C1 C2 1.537(4) . C1 C3 1.540(4) . C2 H2A 0.9800 . C2 H2B 0.9800 . C2 H2C 0.9800 . C3 H3A 0.9800 . C3 H3B 0.9800 . C3 H3C 0.9800 . C4 C5 1.386(4) . C4 C9 1.386(4) . C5 C6 1.383(4) . C5 H5 0.9500 . C6 C7 1.365(4) . C6 H6 0.9500 . C7 C8 1.380(4) . C7 O1 1.390(4) . C8 C9 1.377(4) . C8 H8 0.9500 . C9 H9 0.9500 . C10 C11 1.379(4) . C10 C15 1.396(4) . C11 C12 1.377(4) . C11 H11 0.9500 . C12 C13 1.381(4) . C12 H12 0.9500 . C13 C14 1.376(4) . C13 O2 1.376(4) . C14 C15 1.372(4) . C14 H14 0.9500 . C15 H15 0.9500 . O1 H1 0.8400 . O2 H2 0.8400 . C21 C22 1.525(4) . C21 C24 1.525(4) . C21 C23 1.530(4) . C21 C30 1.534(4) . C22 H22A 0.9800 . C22 H22B 0.9800 . C22 H22C 0.9800 . C23 H23A 0.9800 . C23 H23B 0.9800 . C23 H23C 0.9800 . C24 C25 1.385(4) . C24 C29 1.387(4) . C25 C26 1.382(4) . C25 H25 0.9500 . C26 C27 1.369(5) . C26 H26 0.9500 . C27 O21 1.378(4) . C27 C28 1.380(5) . C28 C29 1.382(5) . C28 H28 0.9500 . C29 H29 0.9500 . C30 C35 1.388(4) . C30 C31 1.396(4) . C31 C32 1.373(4) . C31 H31 0.9500 . C32 C33 1.382(4) . C32 H32 0.9500 . C33 O22 1.377(3) . C33 C34 1.381(4) . C34 C35 1.385(4) . C34 H34 0.9500 . C35 H35 0.9500 . O21 H21 0.8400 . O22 H22 0.8400 . C41 C44 1.520(4) . C41 C50 1.526(4) . C41 C43 1.528(4) . C41 C42 1.539(4) . C42 H42A 0.9800 . C42 H42B 0.9800 . C42 H42C 0.9800 . C43 H43A 0.9800 . C43 H43B 0.9800 . C43 H43C 0.9800 . C44 C45 1.385(4) . C44 C49 1.393(4) . C45 C46 1.376(4) . C45 H45 0.9500 . C46 C47 1.383(5) . C46 H46 0.9500 . C47 O41 1.366(4) . C47 C48 1.383(5) . C48 C49 1.368(4) . C48 H48 0.9500 . C49 H49 0.9500 . C50 C55 1.381(4) . C50 C51 1.400(4) . C51 C52 1.377(4) . C51 H51 0.9500 . C52 C53 1.375(4) . C52 H52 0.9500 . C53 C54 1.379(4) . C53 O42 1.385(4) . C54 C55 1.379(4) . C54 H54 0.9500 . C55 H55 0.9500 . O41 H41 0.8400 . O42 H42 0.8400 . C61 Cl62 1.739(3) . C61 Cl63 1.753(3) . C61 Cl61 1.756(3) . C61 H61 1.0000 . loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O21 0.84 1.86 2.679(4) 164.0 . O2 H2 O22 0.84 1.84 2.673(3) 169.8 2_566 O21 H21 O1 0.84 1.92 2.743(3) 164.8 2_565 O22 H22 O42 0.84 1.81 2.646(3) 172.1 1_655 O41 H41 O1 0.84 2.03 2.870(4) 172.9 1_465 O42 H42 O2 0.84 1.84 2.659(3) 164.2 2_566