# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_isu0517 _audit_creation_date 2013-08-31T16:35:08-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #================================================================ # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C36 H36 N2 S, C H Cl3' _chemical_formula_sum 'C37 H37 Cl3 N2 S' _chemical_formula_weight 648.09 _chemical_absolute_configuration ad #================================================================ # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n a 21' _symmetry_space_group_name_Hall 'P 2c -2n' _symmetry_Int_Tables_number 33 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 23.252(3) _cell_length_b 8.8725(10) _cell_length_c 16.3422(18) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3371.5(7) _cell_formula_units_Z 4 _cell_measurement_reflns_used 5399 _cell_measurement_theta_min 2.493 _cell_measurement_theta_max 25.76 _cell_measurement_temperature 193(2) _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.59 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.09 _exptl_crystal_density_diffrn 1.277 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 0.362 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.8146 _exptl_absorpt_correction_T_max 0.9681 #================================================================ # EXPERIMENTAL DATA _exptl_special_details ? _diffrn_ambient_temperature 193(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_probe x-ray _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker PLATFORM diffractometer/SMART 1000 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 24851 _diffrn_reflns_av_R_equivalents 0.0633 _diffrn_reflns_av_unetI/netI 0.052 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 26.408 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_point_group_measured_fraction_full 1 _diffrn_reflns_point_group_measured_fraction_max 0.995 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 #============================================================================== # REFINEMENT DATA _refine_special_details ? _reflns_number_total 6878 _reflns_number_gt 4888 _reflns_threshold_expression 'I > 2\s(I)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0861 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1317 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.023 _refine_ls_number_reflns 6878 _refine_ls_number_parameters 392 _refine_ls_number_restraints 7 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.0577P)^2^+1.2302P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.349 _refine_diff_density_min -0.319 _refine_diff_density_rms 0.046 _refine_ls_extinction_method none _refine_ls_abs_structure_details ; Flack x determined using 1902 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons and Flack (2004), Acta Cryst. A60, s61). ; _refine_ls_abs_structure_Flack -0.01(3) 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 0 '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' S S 0.1246 0.1234 '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' _computing_data_collection 'Bruker SMART (Bruker, 1997)' _computing_cell_refinement 'Bruker SAINT (Bruker, 1997)' _computing_data_reduction 'Bruker SAINT (Bruker, 1997)' _computing_structure_solution 'SIR2004 (Burla et al., 2005)' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #================================================================ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C21 0.1662(2) 0.1677(5) 0.2313(3) 0.0380(11) Uani d 1 . . C N22 0.08979(18) 0.1801(5) 0.3797(3) 0.0480(10) Uani d 1 . . N S23 0.14065(5) 0.45182(14) 0.37630(8) 0.0455(3) Uani d 1 . . S N24 0.21042(18) 0.4872(5) 0.2468(2) 0.0437(10) Uani d 1 . . N C1 0.2004(2) 0.1874(5) 0.1613(3) 0.0365(11) Uani d 1 . . C C2 0.1935(2) 0.0527(5) 0.1122(3) 0.0346(11) Uani d 1 . . C C2A 0.2167(2) 0.0301(6) 0.0349(3) 0.0466(13) Uani d 1 . . C H2A 0.2411 0.1084 0.0157 0.056 Uiso calc 1 . . H C2B 0.2094(2) -0.0907(6) -0.0183(3) 0.0499(14) Uani d 1 . . C H2B 0.2272 -0.0782 -0.0702 0.06 Uiso calc 1 . . H C2C 0.1805(2) -0.2270(6) -0.0084(3) 0.0430(12) Uani d 1 . . C C3 0.15671(19) -0.0494(5) 0.1571(3) 0.0326(10) Uani d 1 . . C C3A 0.14350(19) -0.1957(5) 0.1358(3) 0.0358(11) Uani d 1 . . C H3A 0.1244 -0.2522 0.177 0.043 Uiso calc 1 . . H C3B 0.1538(2) -0.2727(6) 0.0639(3) 0.0400(12) Uani d 1 . . C H3B 0.1405 -0.3739 0.0637 0.048 Uiso calc 1 . . H C4 0.13882(19) 0.0278(5) 0.2310(3) 0.0366(11) Uani d 1 . . C C5 0.0984(2) -0.0326(6) 0.2869(3) 0.0399(11) Uani d 1 . . C H5 0.0862 -0.1331 0.2767 0.048 Uiso calc 1 . . H C6 0.0746(2) 0.0369(6) 0.3546(3) 0.0436(12) Uani d 1 . . C C7 0.0296(2) -0.0236(6) 0.4076(3) 0.0468(13) Uani d 1 . . C C7A -0.0007(2) -0.1706(6) 0.3969(3) 0.0537(14) Uani d 1 . . C H7A1 -0.0121 -0.2096 0.4513 0.064 Uiso calc 1 . . H H7A2 0.0261 -0.2442 0.372 0.064 Uiso calc 1 . . H C7B -0.0536(3) -0.1565(9) 0.3435(6) 0.091(2) Uani d 1 . . C H7B1 -0.0718 -0.2555 0.3378 0.137 Uiso calc 1 . . H H7B2 -0.0424 -0.1189 0.2894 0.137 Uiso calc 1 . . H H7B3 -0.0807 -0.086 0.3688 0.137 Uiso calc 1 . . H C8 0.0192(2) 0.0838(7) 0.4645(3) 0.0505(14) Uani d 1 . . C C8A -0.0229(3) 0.0808(8) 0.5340(4) 0.0665(18) Uani d 1 . . C H8A1 -0.0458 0.1736 0.5335 0.1 Uiso calc 1 . . H H8A2 -0.002 0.0732 0.5859 0.1 Uiso calc 1 . . H H8A3 -0.0485 -0.0063 0.528 0.1 Uiso calc 1 . . H C9 0.0577(2) 0.2089(7) 0.4453(3) 0.0502(14) Uani d 1 . . C C10 0.0621(2) 0.3478(7) 0.4873(3) 0.0549(15) Uani d 1 . . C H10 0.0391 0.3617 0.5347 0.066 Uiso calc 1 . . H C11 0.0975(2) 0.4640(7) 0.4640(3) 0.0511(14) Uani d 1 . . C C12 0.1040(3) 0.6086(7) 0.5009(4) 0.0581(16) Uani d 1 . . C H12 0.0842 0.6374 0.5493 0.07 Uiso calc 1 . . H C13 0.1407(3) 0.7012(7) 0.4610(4) 0.0564(16) Uani d 1 . . C H13 0.149 0.8005 0.4791 0.068 Uiso calc 1 . . H C14 0.1660(2) 0.6364(6) 0.3888(3) 0.0481(13) Uani d 1 . . C C15 0.2050(2) 0.7000(6) 0.3370(3) 0.0479(14) Uani d 1 . . C H15 0.2171 0.8003 0.3478 0.057 Uiso calc 1 . . H C16 0.2285(2) 0.6254(5) 0.2679(3) 0.0422(12) Uani d 1 . . C C17 0.2732(2) 0.6789(5) 0.2126(3) 0.0453(12) Uani d 1 . . C C17A 0.3033(3) 0.8294(6) 0.2173(4) 0.0575(15) Uani d 1 . . C H17A 0.3304 0.8289 0.2633 0.086 Uiso calc 1 . . H H17B 0.2748 0.9094 0.2255 0.086 Uiso calc 1 . . H H17C 0.3243 0.8476 0.1663 0.086 Uiso calc 1 . . H C18 0.2817(2) 0.5688(6) 0.1566(3) 0.0421(12) Uani d 1 . . C C18A 0.3263(3) 0.5607(6) 0.0917(3) 0.0530(14) Uani d 1 . . C H18A 0.3368 0.6639 0.0742 0.064 Uiso calc 1 . . H H18B 0.3106 0.5067 0.0436 0.064 Uiso calc 1 . . H C18B 0.3796(3) 0.4798(8) 0.1219(4) 0.0671(18) Uani d 1 . . C H18C 0.4084 0.4768 0.0781 0.101 Uiso calc 1 . . H H18D 0.3695 0.3767 0.1379 0.101 Uiso calc 1 . . H H18E 0.3954 0.5336 0.1692 0.101 Uiso calc 1 . . H C19 0.2419(2) 0.4470(6) 0.1794(3) 0.0418(12) Uani d 1 . . C C20 0.2356(2) 0.3104(5) 0.1395(3) 0.0391(11) Uani d 1 . . C H20 0.2579 0.2978 0.0912 0.047 Uiso calc 1 . . H C25 0.1774(3) -0.3321(6) -0.0835(3) 0.0500(14) Uani d 1 . . C C26A 0.2398(5) -0.3780(14) -0.1059(8) 0.093(2) Uani d 0.621(7) A 1 C H26A 0.2627 -0.2872 -0.1163 0.14 Uiso calc 0.621(7) A 1 H H26B 0.2394 -0.441 -0.1552 0.14 Uiso calc 0.621(7) A 1 H H26C 0.2569 -0.4346 -0.0605 0.14 Uiso calc 0.621(7) A 1 H C27A 0.1550(7) -0.2423(14) -0.1544(7) 0.093(2) Uani d 0.621(7) A 1 C H27A 0.1788 -0.152 -0.1617 0.14 Uiso calc 0.621(7) A 1 H H27B 0.1152 -0.2124 -0.1437 0.14 Uiso calc 0.621(7) A 1 H H27C 0.1566 -0.3037 -0.2042 0.14 Uiso calc 0.621(7) A 1 H C28A 0.1432(6) -0.4720(14) -0.0707(7) 0.093(2) Uani d 0.621(7) A 1 C H28A 0.1434 -0.5322 -0.121 0.14 Uiso calc 0.621(7) A 1 H H28B 0.1035 -0.4452 -0.0568 0.14 Uiso calc 0.621(7) A 1 H H28C 0.1601 -0.5307 -0.026 0.14 Uiso calc 0.621(7) A 1 H C26B 0.1967(10) -0.491(2) -0.0626(11) 0.093(2) Uani d 0.379(7) A 2 C H26D 0.1835 -0.5171 -0.0074 0.14 Uiso calc 0.379(7) A 2 H H26E 0.2387 -0.4965 -0.0647 0.14 Uiso calc 0.379(7) A 2 H H26F 0.1803 -0.562 -0.1022 0.14 Uiso calc 0.379(7) A 2 H C27B 0.1885(11) -0.262(2) -0.1658(10) 0.093(2) Uani d 0.379(7) A 2 C H27D 0.1669 -0.168 -0.1705 0.14 Uiso calc 0.379(7) A 2 H H27E 0.1762 -0.3321 -0.2089 0.14 Uiso calc 0.379(7) A 2 H H27F 0.2297 -0.2419 -0.1717 0.14 Uiso calc 0.379(7) A 2 H C28B 0.1103(8) -0.376(3) -0.0943(13) 0.093(2) Uani d 0.379(7) A 2 C H28D 0.0969 -0.4292 -0.0454 0.14 Uiso calc 0.379(7) A 2 H H28E 0.1056 -0.4405 -0.1424 0.14 Uiso calc 0.379(7) A 2 H H28F 0.0876 -0.2835 -0.1016 0.14 Uiso calc 0.379(7) A 2 H C1S 0.0360(3) 0.3753(7) 0.2064(4) 0.0623(16) Uani d 1 . . C H1S 0.0676 0.3525 0.2461 0.075 Uiso calc 1 . . H Cl1S 0.01204(10) 0.5571(2) 0.22336(18) 0.1124(8) Uani d 1 . . Cl Cl2S -0.01799(9) 0.2430(2) 0.21852(16) 0.1026(7) Uani d 1 . . Cl Cl3S 0.06359(9) 0.3634(2) 0.10645(12) 0.0911(6) Uani d 1 . . Cl H21 0.161(2) 0.232(6) 0.272(3) 0.044(14) Uiso d 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C21 0.045(3) 0.037(3) 0.032(3) 0.005(2) 0.002(2) -0.016(2) N22 0.048(2) 0.055(3) 0.041(2) 0.002(2) 0.007(2) -0.018(2) S23 0.0430(7) 0.0519(7) 0.0415(7) 0.0097(6) -0.0018(6) -0.0223(6) N24 0.049(2) 0.037(2) 0.045(2) 0.0024(19) -0.001(2) -0.0155(19) C1 0.038(3) 0.040(3) 0.032(2) 0.000(2) -0.003(2) -0.013(2) C2 0.033(2) 0.037(3) 0.034(2) 0.004(2) 0.000(2) -0.009(2) C2A 0.053(3) 0.043(3) 0.043(3) -0.010(3) 0.010(2) -0.014(2) C2B 0.058(3) 0.053(3) 0.038(3) -0.008(3) 0.012(2) -0.017(2) C2C 0.041(3) 0.045(3) 0.043(3) 0.000(2) -0.001(2) -0.013(2) C3 0.031(2) 0.037(3) 0.030(2) 0.001(2) -0.0051(19) -0.006(2) C3A 0.037(3) 0.038(3) 0.033(3) 0.004(2) -0.003(2) -0.007(2) C3B 0.042(3) 0.038(3) 0.039(3) -0.001(2) 0.000(2) -0.009(2) C4 0.037(3) 0.039(3) 0.034(2) 0.004(2) -0.001(2) -0.008(2) C5 0.042(3) 0.039(3) 0.039(3) 0.005(2) -0.001(2) -0.001(2) C6 0.043(3) 0.054(3) 0.034(3) 0.009(2) 0.006(2) -0.001(2) C7 0.047(3) 0.053(3) 0.040(3) 0.007(3) 0.006(2) 0.003(3) C7A 0.051(3) 0.059(3) 0.051(3) 0.003(3) 0.014(3) 0.014(3) C7B 0.067(4) 0.075(5) 0.131(7) -0.001(4) -0.025(5) -0.001(5) C8 0.044(3) 0.070(4) 0.037(3) 0.014(3) 0.008(2) -0.002(3) C8A 0.048(4) 0.095(5) 0.056(4) 0.014(3) 0.017(3) 0.000(3) C9 0.048(3) 0.067(4) 0.036(3) 0.012(3) 0.004(2) -0.010(3) C10 0.047(3) 0.076(4) 0.041(3) 0.016(3) 0.006(3) -0.016(3) C11 0.046(3) 0.066(4) 0.042(3) 0.019(3) -0.004(3) -0.021(3) C12 0.051(3) 0.071(4) 0.052(3) 0.016(3) -0.001(3) -0.033(3) C13 0.052(3) 0.060(4) 0.058(4) 0.016(3) -0.015(3) -0.037(3) C14 0.043(3) 0.055(3) 0.046(3) 0.015(3) -0.009(3) -0.014(3) C15 0.052(3) 0.039(3) 0.053(3) 0.009(2) -0.014(3) -0.020(3) C16 0.045(3) 0.035(3) 0.047(3) 0.008(2) -0.005(2) -0.013(2) C17 0.048(3) 0.038(3) 0.050(3) 0.001(2) -0.011(3) -0.012(3) C17A 0.067(4) 0.039(3) 0.067(4) -0.003(3) -0.010(3) -0.014(3) C18 0.045(3) 0.039(3) 0.042(3) -0.006(2) -0.008(2) -0.008(2) C18A 0.071(4) 0.044(3) 0.044(3) -0.014(3) 0.000(3) -0.013(3) C18B 0.050(3) 0.092(5) 0.059(4) -0.008(3) 0.009(3) -0.025(4) C19 0.047(3) 0.040(3) 0.038(3) 0.001(2) -0.004(2) -0.011(2) C20 0.044(3) 0.040(3) 0.033(3) -0.002(2) 0.001(2) -0.009(2) C25 0.071(4) 0.041(3) 0.038(3) -0.006(3) 0.003(3) -0.017(2) C26A 0.108(6) 0.098(5) 0.074(4) 0.002(4) 0.000(4) -0.062(4) C27A 0.108(6) 0.098(5) 0.074(4) 0.002(4) 0.000(4) -0.062(4) C28A 0.108(6) 0.098(5) 0.074(4) 0.002(4) 0.000(4) -0.062(4) C26B 0.108(6) 0.098(5) 0.074(4) 0.002(4) 0.000(4) -0.062(4) C27B 0.108(6) 0.098(5) 0.074(4) 0.002(4) 0.000(4) -0.062(4) C28B 0.108(6) 0.098(5) 0.074(4) 0.002(4) 0.000(4) -0.062(4) C1S 0.065(4) 0.069(4) 0.053(4) 0.009(3) -0.020(3) -0.003(3) Cl1S 0.1226(17) 0.0743(12) 0.140(2) 0.0185(12) -0.0304(17) -0.0349(14) Cl2S 0.0972(14) 0.0899(13) 0.1208(17) -0.0166(11) 0.0027(14) 0.0349(13) Cl3S 0.0899(13) 0.1105(16) 0.0730(12) -0.0054(11) 0.0008(10) 0.0024(11) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C21 C4 . 1.395(7) ? C21 C1 . 1.404(7) ? C21 H21 . 0.89(5) ? N22 C9 . 1.330(7) ? N22 C6 . 1.380(7) ? S23 C14 . 1.752(6) ? S23 C11 . 1.753(6) ? N24 C16 . 1.341(6) ? N24 C19 . 1.371(6) ? C1 C20 . 1.411(7) ? C1 C2 . 1.448(6) ? C2 C2A . 1.387(7) ? C2 C3 . 1.446(7) ? C2A C2B . 1.391(7) ? C2A H2A . 0.95 ? C2B C2C . 1.394(7) ? C2B H2B . 0.95 ? C2C C3B . 1.395(7) ? C2C C25 . 1.544(7) ? C3 C3A . 1.379(6) ? C3 C4 . 1.449(6) ? C3A C3B . 1.380(6) ? C3A H3A . 0.95 ? C3B H3B . 0.95 ? C4 C5 . 1.416(7) ? C5 C6 . 1.383(7) ? C5 H5 . 0.95 ? C6 C7 . 1.460(7) ? C7 C8 . 1.353(7) ? C7 C7A . 1.492(8) ? C7A C7B . 1.513(9) ? C7A H7A1 . 0.99 ? C7A H7A2 . 0.99 ? C7B H7B1 . 0.98 ? C7B H7B2 . 0.98 ? C7B H7B3 . 0.98 ? C8 C9 . 1.460(8) ? C8 C8A . 1.500(8) ? C8A H8A1 . 0.98 ? C8A H8A2 . 0.98 ? C8A H8A3 . 0.98 ? C9 C10 . 1.415(8) ? C10 C11 . 1.373(8) ? C10 H10 . 0.95 ? C11 C12 . 1.425(8) ? C12 C13 . 1.352(9) ? C12 H12 . 0.95 ? C13 C14 . 1.439(8) ? C13 H13 . 0.95 ? C14 C15 . 1.362(8) ? C15 C16 . 1.419(7) ? C15 H15 . 0.95 ? C16 C17 . 1.456(7) ? C17 C18 . 1.353(7) ? C17 C17A . 1.511(7) ? C17A H17A . 0.98 ? C17A H17B . 0.98 ? C17A H17C . 0.98 ? C18 C19 . 1.469(7) ? C18 C18A . 1.487(8) ? C18A C18B . 1.514(9) ? C18A H18A . 0.99 ? C18A H18B . 0.99 ? C18B H18C . 0.98 ? C18B H18D . 0.98 ? C18B H18E . 0.98 ? C19 C20 . 1.385(6) ? C20 H20 . 0.95 ? C25 C28A . 1.489(13) ? C25 C27A . 1.499(13) ? C25 C27B . 1.503(18) ? C25 C26B . 1.518(18) ? C25 C26A . 1.552(13) ? C25 C28B . 1.617(18) ? C26A H26A . 0.98 ? C26A H26B . 0.98 ? C26A H26C . 0.98 ? C27A H27A . 0.98 ? C27A H27B . 0.98 ? C27A H27C . 0.98 ? C28A H28A . 0.98 ? C28A H28B . 0.98 ? C28A H28C . 0.98 ? C26B H26D . 0.98 ? C26B H26E . 0.98 ? C26B H26F . 0.98 ? C27B H27D . 0.98 ? C27B H27E . 0.98 ? C27B H27F . 0.98 ? C28B H28D . 0.98 ? C28B H28E . 0.98 ? C28B H28F . 0.98 ? C1S Cl1S . 1.728(6) ? C1S Cl2S . 1.730(7) ? C1S Cl3S . 1.759(7) ? C1S H1S . 1 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 C21 C1 111.5(4) . . ? C4 C21 H21 121(3) . . ? C1 C21 H21 128(3) . . ? C9 N22 C6 105.8(4) . . ? C14 S23 C11 92.3(3) . . ? C16 N24 C19 106.1(4) . . ? C21 C1 C20 129.2(4) . . ? C21 C1 C2 106.6(4) . . ? C20 C1 C2 124.2(4) . . ? C2A C2 C3 127.0(4) . . ? C2A C2 C1 125.5(5) . . ? C3 C2 C1 107.5(4) . . ? C2 C2A C2B 129.3(5) . . ? C2 C2A H2A 115.3 . . ? C2B C2A H2A 115.3 . . ? C2A C2B C2C 130.8(5) . . ? C2A C2B H2B 114.6 . . ? C2C C2B H2B 114.6 . . ? C2B C2C C3B 124.5(5) . . ? C2B C2C C25 117.0(5) . . ? C3B C2C C25 118.5(4) . . ? C3A C3 C2 126.4(4) . . ? C3A C3 C4 126.2(4) . . ? C2 C3 C4 107.3(4) . . ? C3 C3A C3B 129.9(5) . . ? C3 C3A H3A 115 . . ? C3B C3A H3A 115 . . ? C3A C3B C2C 130.9(5) . . ? C3A C3B H3B 114.6 . . ? C2C C3B H3B 114.6 . . ? C21 C4 C5 129.6(4) . . ? C21 C4 C3 107.0(4) . . ? C5 C4 C3 123.3(4) . . ? C6 C5 C4 127.8(5) . . ? C6 C5 H5 116.1 . . ? C4 C5 H5 116.1 . . ? N22 C6 C5 123.1(5) . . ? N22 C6 C7 110.2(4) . . ? C5 C6 C7 126.7(5) . . ? C8 C7 C6 106.1(5) . . ? C8 C7 C7A 127.7(5) . . ? C6 C7 C7A 126.2(5) . . ? C7 C7A C7B 112.3(5) . . ? C7 C7A H7A1 109.2 . . ? C7B C7A H7A1 109.2 . . ? C7 C7A H7A2 109.2 . . ? C7B C7A H7A2 109.2 . . ? H7A1 C7A H7A2 107.9 . . ? C7A C7B H7B1 109.5 . . ? C7A C7B H7B2 109.5 . . ? H7B1 C7B H7B2 109.5 . . ? C7A C7B H7B3 109.5 . . ? H7B1 C7B H7B3 109.5 . . ? H7B2 C7B H7B3 109.5 . . ? C7 C8 C9 106.1(5) . . ? C7 C8 C8A 128.7(6) . . ? C9 C8 C8A 125.2(5) . . ? C8 C8A H8A1 109.5 . . ? C8 C8A H8A2 109.5 . . ? H8A1 C8A H8A2 109.5 . . ? C8 C8A H8A3 109.5 . . ? H8A1 C8A H8A3 109.5 . . ? H8A2 C8A H8A3 109.5 . . ? N22 C9 C10 121.2(5) . . ? N22 C9 C8 111.8(5) . . ? C10 C9 C8 127.0(5) . . ? C11 C10 C9 124.3(5) . . ? C11 C10 H10 117.9 . . ? C9 C10 H10 117.9 . . ? C10 C11 C12 128.5(5) . . ? C10 C11 S23 121.6(4) . . ? C12 C11 S23 109.9(5) . . ? C13 C12 C11 114.2(5) . . ? C13 C12 H12 122.9 . . ? C11 C12 H12 122.9 . . ? C12 C13 C14 114.3(5) . . ? C12 C13 H13 122.9 . . ? C14 C13 H13 122.9 . . ? C15 C14 C13 128.0(5) . . ? C15 C14 S23 122.6(4) . . ? C13 C14 S23 109.3(5) . . ? C14 C15 C16 123.9(5) . . ? C14 C15 H15 118.1 . . ? C16 C15 H15 118.1 . . ? N24 C16 C15 120.7(5) . . ? N24 C16 C17 111.2(4) . . ? C15 C16 C17 128.1(5) . . ? C18 C17 C16 106.8(4) . . ? C18 C17 C17A 127.3(5) . . ? C16 C17 C17A 126.0(5) . . ? C17 C17A H17A 109.5 . . ? C17 C17A H17B 109.5 . . ? H17A C17A H17B 109.5 . . ? C17 C17A H17C 109.5 . . ? H17A C17A H17C 109.5 . . ? H17B C17A H17C 109.5 . . ? C17 C18 C19 105.6(5) . . ? C17 C18 C18A 128.3(5) . . ? C19 C18 C18A 125.8(4) . . ? C18 C18A C18B 111.2(5) . . ? C18 C18A H18A 109.4 . . ? C18B C18A H18A 109.4 . . ? C18 C18A H18B 109.4 . . ? C18B C18A H18B 109.4 . . ? H18A C18A H18B 108 . . ? C18A C18B H18C 109.5 . . ? C18A C18B H18D 109.5 . . ? H18C C18B H18D 109.5 . . ? C18A C18B H18E 109.5 . . ? H18C C18B H18E 109.5 . . ? H18D C18B H18E 109.5 . . ? N24 C19 C20 123.4(5) . . ? N24 C19 C18 110.4(4) . . ? C20 C19 C18 126.2(5) . . ? C19 C20 C1 128.3(4) . . ? C19 C20 H20 115.8 . . ? C1 C20 H20 115.8 . . ? C28A C25 C27A 111.5(9) . . ? C27B C25 C26B 122.2(12) . . ? C28A C25 C2C 114.7(6) . . ? C27A C25 C2C 108.0(5) . . ? C27B C25 C2C 117.1(8) . . ? C26B C25 C2C 111.6(8) . . ? C28A C25 C26A 108.3(8) . . ? C27A C25 C26A 106.3(9) . . ? C2C C25 C26A 107.6(6) . . ? C27B C25 C28B 99.6(13) . . ? C26B C25 C28B 95.1(12) . . ? C2C C25 C28B 106.0(7) . . ? C25 C26A H26A 109.5 . . ? C25 C26A H26B 109.5 . . ? H26A C26A H26B 109.5 . . ? C25 C26A H26C 109.5 . . ? H26A C26A H26C 109.5 . . ? H26B C26A H26C 109.5 . . ? C25 C27A H27A 109.5 . . ? C25 C27A H27B 109.5 . . ? H27A C27A H27B 109.5 . . ? C25 C27A H27C 109.5 . . ? H27A C27A H27C 109.5 . . ? H27B C27A H27C 109.5 . . ? C25 C28A H28A 109.5 . . ? C25 C28A H28B 109.5 . . ? H28A C28A H28B 109.5 . . ? C25 C28A H28C 109.5 . . ? H28A C28A H28C 109.5 . . ? H28B C28A H28C 109.5 . . ? C25 C26B H26D 109.5 . . ? C25 C26B H26E 109.5 . . ? H26D C26B H26E 109.5 . . ? C25 C26B H26F 109.5 . . ? H26D C26B H26F 109.5 . . ? H26E C26B H26F 109.5 . . ? C25 C27B H27D 109.5 . . ? C25 C27B H27E 109.5 . . ? H27D C27B H27E 109.5 . . ? C25 C27B H27F 109.5 . . ? H27D C27B H27F 109.5 . . ? H27E C27B H27F 109.5 . . ? C25 C28B H28D 109.5 . . ? C25 C28B H28E 109.5 . . ? H28D C28B H28E 109.5 . . ? C25 C28B H28F 109.5 . . ? H28D C28B H28F 109.5 . . ? H28E C28B H28F 109.5 . . ? Cl1S C1S Cl2S 112.4(4) . . ? Cl1S C1S Cl3S 108.8(4) . . ? Cl2S C1S Cl3S 109.3(3) . . ? Cl1S C1S H1S 108.8 . . ? Cl2S C1S H1S 108.8 . . ? Cl3S C1S H1S 108.8 . . ? 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 C21 C1 C20 -178.4(5) . . . . ? C4 C21 C1 C2 1.3(6) . . . . ? C21 C1 C2 C2A 175.2(5) . . . . ? C20 C1 C2 C2A -5.0(8) . . . . ? C21 C1 C2 C3 -2.9(5) . . . . ? C20 C1 C2 C3 176.9(4) . . . . ? C3 C2 C2A C2B 2.1(9) . . . . ? C1 C2 C2A C2B -175.6(6) . . . . ? C2 C2A C2B C2C -4.8(11) . . . . ? C2A C2B C2C C3B -3.4(10) . . . . ? C2A C2B C2C C25 175.7(6) . . . . ? C2A C2 C3 C3A 8.4(8) . . . . ? C1 C2 C3 C3A -173.6(4) . . . . ? C2A C2 C3 C4 -174.7(5) . . . . ? C1 C2 C3 C4 3.4(5) . . . . ? C2 C3 C3A C3B -10.7(8) . . . . ? C4 C3 C3A C3B 172.9(5) . . . . ? C3 C3A C3B C2C 0.1(9) . . . . ? C2B C2C C3B C3A 8.4(9) . . . . ? C25 C2C C3B C3A -170.8(5) . . . . ? C1 C21 C4 C5 -176.0(5) . . . . ? C1 C21 C4 C3 0.8(6) . . . . ? C3A C3 C4 C21 174.4(4) . . . . ? C2 C3 C4 C21 -2.6(5) . . . . ? C3A C3 C4 C5 -8.6(7) . . . . ? C2 C3 C4 C5 174.4(4) . . . . ? C21 C4 C5 C6 2.7(8) . . . . ? C3 C4 C5 C6 -173.5(5) . . . . ? C9 N22 C6 C5 179.2(5) . . . . ? C9 N22 C6 C7 1.2(6) . . . . ? C4 C5 C6 N22 -2.9(8) . . . . ? C4 C5 C6 C7 174.7(5) . . . . ? N22 C6 C7 C8 -0.9(6) . . . . ? C5 C6 C7 C8 -178.8(5) . . . . ? N22 C6 C7 C7A 175.7(5) . . . . ? C5 C6 C7 C7A -2.2(8) . . . . ? C8 C7 C7A C7B 87.0(7) . . . . ? C6 C7 C7A C7B -89.0(7) . . . . ? C6 C7 C8 C9 0.3(6) . . . . ? C7A C7 C8 C9 -176.3(5) . . . . ? C6 C7 C8 C8A -179.9(5) . . . . ? C7A C7 C8 C8A 3.5(10) . . . . ? C6 N22 C9 C10 -179.9(5) . . . . ? C6 N22 C9 C8 -1.0(6) . . . . ? C7 C8 C9 N22 0.4(6) . . . . ? C8A C8 C9 N22 -179.4(5) . . . . ? C7 C8 C9 C10 179.3(6) . . . . ? C8A C8 C9 C10 -0.6(9) . . . . ? N22 C9 C10 C11 1.8(9) . . . . ? C8 C9 C10 C11 -177.0(5) . . . . ? C9 C10 C11 C12 178.4(6) . . . . ? C9 C10 C11 S23 1.4(8) . . . . ? C14 S23 C11 C10 177.1(5) . . . . ? C14 S23 C11 C12 -0.4(4) . . . . ? C10 C11 C12 C13 -177.1(5) . . . . ? S23 C11 C12 C13 0.2(6) . . . . ? C11 C12 C13 C14 0.2(7) . . . . ? C12 C13 C14 C15 -178.8(5) . . . . ? C12 C13 C14 S23 -0.5(6) . . . . ? C11 S23 C14 C15 178.9(5) . . . . ? C11 S23 C14 C13 0.5(4) . . . . ? C13 C14 C15 C16 178.6(5) . . . . ? S23 C14 C15 C16 0.6(8) . . . . ? C19 N24 C16 C15 -179.0(5) . . . . ? C19 N24 C16 C17 0.3(5) . . . . ? C14 C15 C16 N24 4.0(8) . . . . ? C14 C15 C16 C17 -175.1(5) . . . . ? N24 C16 C17 C18 0.2(6) . . . . ? C15 C16 C17 C18 179.4(5) . . . . ? N24 C16 C17 C17A 179.7(5) . . . . ? C15 C16 C17 C17A -1.1(8) . . . . ? C16 C17 C18 C19 -0.6(5) . . . . ? C17A C17 C18 C19 179.9(5) . . . . ? C16 C17 C18 C18A -173.6(5) . . . . ? C17A C17 C18 C18A 6.9(9) . . . . ? C17 C18 C18A C18B 91.4(7) . . . . ? C19 C18 C18A C18B -80.3(6) . . . . ? C16 N24 C19 C20 179.9(5) . . . . ? C16 N24 C19 C18 -0.6(5) . . . . ? C17 C18 C19 N24 0.8(6) . . . . ? C18A C18 C19 N24 174.0(5) . . . . ? C17 C18 C19 C20 -179.8(5) . . . . ? C18A C18 C19 C20 -6.5(8) . . . . ? N24 C19 C20 C1 -4.2(8) . . . . ? C18 C19 C20 C1 176.4(5) . . . . ? C21 C1 C20 C19 -5.0(9) . . . . ? C2 C1 C20 C19 175.2(5) . . . . ? C2B C2C C25 C28A -176.8(8) . . . . ? C3B C2C C25 C28A 2.4(10) . . . . ? C2B C2C C25 C27A -51.7(9) . . . . ? C3B C2C C25 C27A 127.5(8) . . . . ? C2B C2C C25 C27B -18.7(14) . . . . ? C3B C2C C25 C27B 160.5(12) . . . . ? C2B C2C C25 C26B 129.0(11) . . . . ? C3B C2C C25 C26B -51.8(12) . . . . ? C2B C2C C25 C26A 62.7(8) . . . . ? C3B C2C C25 C26A -118.1(7) . . . . ? C2B C2C C25 C28B -128.7(11) . . . . ? C3B C2C C25 C28B 50.5(11) . . . . ? _shelxl_version_number 0.000002012 _iucr_refine_instructions_details ; TITL isu0517 in P n a 21 CELL 0.71073 23.2522 8.8725 16.3422 90.000 90.000 90.000 ZERR 4.00 0.0026 0.0010 0.0018 0.000 0.000 0.000 LATT -1 SYMM - X, - Y, 1/2 + Z SYMM 1/2 - X, 1/2 + Y, 1/2 + Z SYMM 1/2 + X, 1/2 - Y, Z SFAC C H N S CL UNIT 148 148 8 4 12 MERG 2 OMIT 2 0 0 EADP C26A C26B EADP C27A C27B EADP C28A C28B EADP C26A C27A EADP C27A C28A FMAP 2 PLAN 10 SIZE 0.090 0.180 0.590 ACTA BOND $H CONF LIST 4 L.S. 16 TEMP -80.00 WGHT 0.057700 1.230200 FVAR 0.36727 0.62120 C21 1 0.166170 0.167684 0.231260 11.00000 0.04529 0.03650 = 0.03223 -0.01565 0.00167 0.00460 N22 3 0.089793 0.180061 0.379717 11.00000 0.04780 0.05505 = 0.04100 -0.01753 0.00728 0.00230 S23 4 0.140648 0.451825 0.376299 11.00000 0.04304 0.05189 = 0.04155 -0.02231 -0.00184 0.00970 N24 3 0.210419 0.487242 0.246834 11.00000 0.04909 0.03666 = 0.04546 -0.01554 -0.00131 0.00244 C1 1 0.200375 0.187384 0.161304 11.00000 0.03803 0.03974 = 0.03159 -0.01306 -0.00257 -0.00017 C2 1 0.193476 0.052738 0.112151 11.00000 0.03296 0.03702 = 0.03391 -0.00886 -0.00004 0.00376 C2A 1 0.216711 0.030124 0.034942 11.00000 0.05333 0.04299 = 0.04345 -0.01423 0.01020 -0.00974 AFIX 43 H2A 2 0.241094 0.108371 0.015679 11.00000 -1.20000 AFIX 0 C2B 1 0.209439 -0.090701 -0.018347 11.00000 0.05832 0.05328 = 0.03819 -0.01717 0.01194 -0.00836 AFIX 43 H2B 2 0.227219 -0.078204 -0.070244 11.00000 -1.20000 AFIX 0 C2C 1 0.180457 -0.226966 -0.008388 11.00000 0.04054 0.04531 = 0.04328 -0.01309 -0.00100 0.00048 C3 1 0.156710 -0.049387 0.157126 11.00000 0.03124 0.03704 = 0.02954 -0.00599 -0.00507 0.00150 C3A 1 0.143501 -0.195710 0.135849 11.00000 0.03657 0.03778 = 0.03311 -0.00697 -0.00298 0.00415 AFIX 43 H3A 2 0.124354 -0.252250 0.177017 11.00000 -1.20000 AFIX 0 C3B 1 0.153814 -0.272699 0.063943 11.00000 0.04240 0.03848 = 0.03916 -0.00930 0.00039 -0.00087 AFIX 43 H3B 2 0.140521 -0.373944 0.063665 11.00000 -1.20000 AFIX 0 C4 1 0.138819 0.027799 0.230984 11.00000 0.03652 0.03927 = 0.03412 -0.00758 -0.00093 0.00418 C5 1 0.098440 -0.032637 0.286936 11.00000 0.04188 0.03904 = 0.03873 -0.00105 -0.00084 0.00486 AFIX 43 H5 2 0.086245 -0.133085 0.276731 11.00000 -1.20000 AFIX 0 C6 1 0.074623 0.036949 0.354639 11.00000 0.04341 0.05372 = 0.03370 -0.00102 0.00564 0.00943 C7 1 0.029601 -0.023558 0.407582 11.00000 0.04656 0.05346 = 0.04041 0.00313 0.00571 0.00718 C7A 1 -0.000694 -0.170553 0.396927 11.00000 0.05135 0.05857 = 0.05114 0.01398 0.01364 0.00314 AFIX 23 H7A1 2 -0.012133 -0.209621 0.451287 11.00000 -1.20000 H7A2 2 0.026071 -0.244201 0.372009 11.00000 -1.20000 AFIX 0 C7B 1 -0.053584 -0.156498 0.343522 11.00000 0.06736 0.07547 = 0.13150 -0.00133 -0.02525 -0.00072 AFIX 33 H7B1 2 -0.071829 -0.255500 0.337764 11.00000 -1.50000 H7B2 2 -0.042431 -0.118864 0.289422 11.00000 -1.50000 H7B3 2 -0.080747 -0.086027 0.368792 11.00000 -1.50000 AFIX 0 C8 1 0.019177 0.083844 0.464464 11.00000 0.04450 0.07008 = 0.03694 -0.00230 0.00790 0.01359 C8A 1 -0.022934 0.080833 0.533988 11.00000 0.04849 0.09522 = 0.05581 0.00010 0.01667 0.01442 AFIX 137 H8A1 2 -0.045798 0.173617 0.533529 11.00000 -1.50000 H8A2 2 -0.002039 0.073238 0.585904 11.00000 -1.50000 H8A3 2 -0.048474 -0.006324 0.527950 11.00000 -1.50000 AFIX 0 C9 1 0.057725 0.208911 0.445281 11.00000 0.04753 0.06663 = 0.03646 -0.01002 0.00435 0.01229 C10 1 0.062110 0.347840 0.487282 11.00000 0.04742 0.07611 = 0.04114 -0.01553 0.00572 0.01624 AFIX 43 H10 2 0.039050 0.361660 0.534679 11.00000 -1.20000 AFIX 0 C11 1 0.097511 0.463975 0.464017 11.00000 0.04595 0.06551 = 0.04192 -0.02052 -0.00433 0.01887 C12 1 0.103967 0.608558 0.500853 11.00000 0.05126 0.07067 = 0.05225 -0.03299 -0.00052 0.01607 AFIX 43 H12 2 0.084186 0.637380 0.549250 11.00000 -1.20000 AFIX 0 C13 1 0.140660 0.701171 0.461004 11.00000 0.05221 0.05952 = 0.05751 -0.03699 -0.01510 0.01623 AFIX 43 H13 2 0.148990 0.800544 0.479116 11.00000 -1.20000 AFIX 0 C14 1 0.166026 0.636361 0.388801 11.00000 0.04335 0.05528 = 0.04581 -0.01399 -0.00943 0.01475 C15 1 0.204986 0.700035 0.337005 11.00000 0.05246 0.03854 = 0.05262 -0.02039 -0.01394 0.00867 AFIX 43 H15 2 0.217126 0.800319 0.347799 11.00000 -1.20000 AFIX 0 C16 1 0.228492 0.625387 0.267896 11.00000 0.04482 0.03455 = 0.04733 -0.01313 -0.00519 0.00751 C17 1 0.273164 0.678879 0.212581 11.00000 0.04775 0.03797 = 0.05011 -0.01224 -0.01104 0.00063 C17A 1 0.303318 0.829429 0.217334 11.00000 0.06669 0.03891 = 0.06693 -0.01379 -0.01046 -0.00345 AFIX 137 H17A 2 0.330368 0.828929 0.263320 11.00000 -1.50000 H17B 2 0.274815 0.909404 0.225465 11.00000 -1.50000 H17C 2 0.324333 0.847623 0.166300 11.00000 -1.50000 AFIX 0 C18 1 0.281669 0.568759 0.156646 11.00000 0.04525 0.03941 = 0.04167 -0.00804 -0.00785 -0.00552 C18A 1 0.326327 0.560651 0.091657 11.00000 0.07082 0.04379 = 0.04440 -0.01268 0.00002 -0.01400 AFIX 23 H18A 2 0.336760 0.663938 0.074197 11.00000 -1.20000 H18B 2 0.310596 0.506716 0.043580 11.00000 -1.20000 AFIX 0 C18B 1 0.379575 0.479823 0.121880 11.00000 0.04999 0.09192 = 0.05925 -0.02472 0.00860 -0.00755 AFIX 33 H18C 2 0.408359 0.476819 0.078107 11.00000 -1.50000 H18D 2 0.369473 0.376730 0.137902 11.00000 -1.50000 H18E 2 0.395367 0.533591 0.169199 11.00000 -1.50000 AFIX 0 C19 1 0.241935 0.447044 0.179382 11.00000 0.04737 0.03968 = 0.03829 -0.01140 -0.00379 0.00087 C20 1 0.235637 0.310384 0.139479 11.00000 0.04365 0.04043 = 0.03324 -0.00882 0.00116 -0.00242 AFIX 43 H20 2 0.257911 0.297829 0.091226 11.00000 -1.20000 AFIX 0 SAME C25 C26B C27B C28B SAME C25 C26A C27A C28A C25 1 0.177363 -0.332138 -0.083512 11.00000 0.07140 0.04060 = 0.03808 -0.01680 0.00300 -0.00627 PART 1 C26A 1 0.239843 -0.377962 -0.105929 21.00000 0.10769 0.09828 = 0.07419 -0.06232 0.00018 0.00188 AFIX 33 H26A 2 0.262715 -0.287171 -0.116287 21.00000 -1.50000 H26B 2 0.239396 -0.441033 -0.155154 21.00000 -1.50000 H26C 2 0.256858 -0.434609 -0.060496 21.00000 -1.50000 AFIX 0 C27A 1 0.155042 -0.242306 -0.154404 21.00000 0.10769 0.09828 = 0.07419 -0.06232 0.00018 0.00188 AFIX 33 H27A 2 0.178776 -0.152017 -0.161671 21.00000 -1.50000 H27B 2 0.115170 -0.212438 -0.143695 21.00000 -1.50000 H27C 2 0.156587 -0.303732 -0.204194 21.00000 -1.50000 AFIX 0 C28A 1 0.143162 -0.472039 -0.070731 21.00000 0.10769 0.09828 = 0.07419 -0.06232 0.00018 0.00188 AFIX 33 H28A 2 0.143435 -0.532241 -0.121007 21.00000 -1.50000 H28B 2 0.103467 -0.445231 -0.056787 21.00000 -1.50000 H28C 2 0.160072 -0.530728 -0.025988 21.00000 -1.50000 AFIX 0 PART 2 C26B 1 0.196676 -0.491011 -0.062609 -21.00000 0.10769 0.09828 = 0.07419 -0.06232 0.00018 0.00188 AFIX 33 H26D 2 0.183470 -0.517072 -0.007447 -21.00000 -1.50000 H26E 2 0.238745 -0.496486 -0.064714 -21.00000 -1.50000 H26F 2 0.180277 -0.562020 -0.102175 -21.00000 -1.50000 AFIX 0 C27B 1 0.188510 -0.262460 -0.165811 -21.00000 0.10769 0.09828 = 0.07419 -0.06232 0.00018 0.00188 AFIX 33 H27D 2 0.166928 -0.167978 -0.170485 -21.00000 -1.50000 H27E 2 0.176162 -0.332107 -0.208912 -21.00000 -1.50000 H27F 2 0.229709 -0.241858 -0.171708 -21.00000 -1.50000 AFIX 0 C28B 1 0.110255 -0.375618 -0.094307 -21.00000 0.10769 0.09828 = 0.07419 -0.06232 0.00018 0.00188 AFIX 33 H28D 2 0.096867 -0.429181 -0.045444 -21.00000 -1.50000 H28E 2 0.105640 -0.440539 -0.142376 -21.00000 -1.50000 H28F 2 0.087588 -0.283484 -0.101642 -21.00000 -1.50000 AFIX 0 PART 0 C1S 1 0.035987 0.375340 0.206422 11.00000 0.06473 0.06869 = 0.05332 -0.00328 -0.01959 0.00911 AFIX 13 H1S 2 0.067576 0.352548 0.246059 11.00000 -1.20000 AFIX 0 CL1S 5 0.012039 0.557062 0.223362 11.00000 0.12262 0.07429 = 0.14026 -0.03489 -0.03040 0.01847 CL2S 5 -0.017986 0.243015 0.218522 11.00000 0.09717 0.08989 = 0.12079 0.03489 0.00269 -0.01663 CL3S 5 0.063589 0.363446 0.106447 11.00000 0.08989 0.11054 = 0.07298 0.00242 0.00076 -0.00536 H21 2 0.160917 0.231844 0.272426 11.00000 0.04373 HKLF 4 REM isu0517 in P n a 21 REM R1 = 0.0537 for 4888 Fo > 4sig(Fo) and 0.0861 for all 6878 data REM 392 parameters refined using 7 restraints END WGHT 0.0577 1.2333 REM Highest difference peak 0.349, deepest hole -0.319, 1-sigma level 0.046 Q1 1 0.2418 -0.3524 -0.1206 11.00000 0.05 0.35 Q2 1 0.0601 0.4637 0.1417 11.00000 0.05 0.31 Q3 1 0.1695 -0.5154 -0.0558 11.00000 0.05 0.30 Q4 1 0.0125 0.3000 0.2520 11.00000 0.05 0.27 Q5 1 0.0370 0.2843 0.1251 11.00000 0.05 0.26 Q6 1 -0.0050 0.4993 0.2839 11.00000 0.05 0.25 Q7 1 0.0289 0.5130 0.1653 11.00000 0.05 0.23 Q8 1 -0.0391 0.3310 0.2522 11.00000 0.05 0.22 Q9 1 0.1394 0.4672 0.4428 11.00000 0.05 0.20 Q10 1 0.0967 -0.3506 -0.0842 11.00000 0.05 0.20 ; # start Validation Reply Form # example follows # remove hash marks and edit accordingly #_vrf_PLAT793_I #; #PROBLEM: The Model has Chirality at C5 (Verify) .... S #RESPONSE: The space group is centrosymmetric. The crystal contains the # racemate. Assignment of the asymmetric unit's C5 chirality is arbitrary. #; # end Validation Reply Form # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF _database_code_depnum_ccdc_archive 'CCDC 958530' ####################################################################### # # 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_isu0518 _audit_creation_date 2013-08-31T11:10:51-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #=============================================================== # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C36 H36 N2 Se, C H Cl3' _chemical_formula_sum 'C37 H37 Cl3 N2 Se' _chemical_formula_weight 694.99 #=============================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_IT_number 14 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 8.1545(7) _cell_length_b 26.714(2) _cell_length_c 15.6410(14) _cell_angle_alpha 90 _cell_angle_beta 104.8540(10) _cell_angle_gamma 90 _cell_volume 3293.4(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used 4421 _cell_measurement_theta_min 2.59 _cell_measurement_theta_max 25.741 _cell_measurement_temperature 193(2) _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 1.402 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 1.413 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.5104 _exptl_absorpt_correction_T_max 0.9076 #=============================================================== # EXPERIMENTAL DATA _exptl_special_details ? _diffrn_ambient_temperature 193(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_probe x-ray _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker PLATFORM diffractometer/SMART 1000 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 25729 _diffrn_reflns_av_R_equivalents 0.0508 _diffrn_reflns_av_unetI/netI 0.0404 _diffrn_reflns_theta_min 2.035 _diffrn_reflns_theta_max 26.411 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 #=============================================================== # REFINEMENT DATA _refine_special_details ? _reflns_number_total 6742 _reflns_number_gt 5219 _reflns_threshold_expression 'I > 2\s(I)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0639 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.1089 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_number_reflns 6742 _refine_ls_number_parameters 394 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.0412P)^2^+5.1146P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.104 _refine_diff_density_min -1 _refine_diff_density_rms 0.072 _refine_ls_extinction_method none 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker SMART (Bruker, 1997)' _computing_cell_refinement 'Bruker SAINT (Bruker, 1997)' _computing_data_reduction 'Bruker SAINT (Bruker, 1997)' _computing_structure_solution 'SIR2004 (Burla et al., 2005)' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #=============================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C21 0.4437(4) 0.17009(11) 0.8765(2) 0.0281(7) Uani d 1 . . C N22 0.4834(3) 0.09350(9) 0.73781(16) 0.0273(5) Uani d 1 . . N Se23 0.73363(4) 0.15871(2) 0.75762(2) 0.02627(10) Uani d 1 . . Se N24 0.7580(3) 0.23199(9) 0.87191(16) 0.0275(5) Uani d 1 . . N C1 0.4515(4) 0.20686(11) 0.94141(19) 0.0256(6) Uani d 1 . . C C2 0.3199(4) 0.19479(11) 0.98498(18) 0.0241(6) Uani d 1 . . C C2A 0.2901(4) 0.21908(12) 1.0577(2) 0.0303(7) Uani d 1 . . C H2A 0.3624 0.2468 1.0781 0.036 Uiso calc 1 . . H C2B 0.1717(4) 0.20962(12) 1.1056(2) 0.0327(7) Uani d 1 . . C H2B 0.1805 0.2308 1.1554 0.039 Uiso calc 1 . . H C2C 0.0421(4) 0.17415(11) 1.09293(19) 0.0267(6) Uani d 1 . . C C3 0.2318(4) 0.15088(10) 0.94190(18) 0.0241(6) Uani d 1 . . C C3A 0.0905(4) 0.12874(11) 0.9591(2) 0.0284(6) Uani d 1 . . C H3A 0.0435 0.1019 0.9207 0.034 Uiso calc 1 . . H C3B 0.0059(4) 0.13946(12) 1.0239(2) 0.0295(7) Uani d 1 . . C H3B -0.0929 0.1199 1.0205 0.035 Uiso calc 1 . . H C4 0.3149(4) 0.13516(11) 0.87494(19) 0.0245(6) Uani d 1 . . C C5 0.2726(4) 0.09093(11) 0.82315(19) 0.0268(6) Uani d 1 . . C H5 0.1786 0.0726 0.832 0.032 Uiso calc 1 . . H C6 0.3498(4) 0.07107(11) 0.76172(19) 0.0264(6) Uani d 1 . . C C7 0.3113(4) 0.02287(11) 0.7163(2) 0.0301(7) Uani d 1 . . C C7A 0.1772(5) -0.01381(13) 0.7245(2) 0.0427(8) Uani d 1 . . C H7A1 0.1403 -0.006 0.7786 0.051 Uiso calc 1 . . H H7A2 0.2268 -0.0479 0.7316 0.051 Uiso calc 1 . . H C7B 0.0248(5) -0.01355(18) 0.6465(4) 0.0737(15) Uani d 1 . . C H7B1 -0.058 -0.0381 0.6559 0.111 Uiso calc 1 . . H H7B2 0.0597 -0.0222 0.5929 0.111 Uiso calc 1 . . H H7B3 -0.0266 0.0198 0.6399 0.111 Uiso calc 1 . . H C8 0.4240(4) 0.01755(12) 0.66629(19) 0.0313(7) Uani d 1 . . C C8A 0.4449(5) -0.02643(14) 0.6102(3) 0.0497(10) Uani d 1 . . C H8A1 0.3791 -0.0548 0.6233 0.075 Uiso calc 1 . . H H8A2 0.5651 -0.0357 0.6232 0.075 Uiso calc 1 . . H H8A3 0.4042 -0.0175 0.5476 0.075 Uiso calc 1 . . H C9 0.5292(4) 0.06219(11) 0.68081(19) 0.0279(6) Uani d 1 . . C C10 0.6690(4) 0.07341(12) 0.64535(19) 0.0300(7) Uani d 1 . . C H10 0.6914 0.0518 0.6014 0.036 Uiso calc 1 . . H C11 0.7732(4) 0.11395(12) 0.67151(19) 0.0293(7) Uani d 1 . . C C12 0.9218(4) 0.12848(12) 0.6457(2) 0.0344(7) Uani d 1 . . C H12 0.9601 0.1107 0.6018 0.041 Uiso calc 1 . . H C13 1.0055(4) 0.16923(12) 0.6874(2) 0.0325(7) Uani d 1 . . C H13 1.107 0.1811 0.6752 0.039 Uiso calc 1 . . H C14 0.9324(4) 0.19318(11) 0.7505(2) 0.0278(6) Uani d 1 . . C C15 0.9879(4) 0.23422(11) 0.8019(2) 0.0290(7) Uani d 1 . . C H15 1.0885 0.2505 0.7967 0.035 Uiso calc 1 . . H C16 0.9010(4) 0.25359(11) 0.8629(2) 0.0280(6) Uani d 1 . . C C17 0.9475(4) 0.29657(11) 0.9213(2) 0.0293(7) Uani d 1 . . C C17A 1.1014(4) 0.32887(13) 0.9277(2) 0.0410(8) Uani d 1 . . C H17A 1.1138 0.3523 0.9771 0.061 Uiso calc 1 . . H H17B 1.0881 0.3477 0.8725 0.061 Uiso calc 1 . . H H17C 1.2026 0.3077 0.9375 0.061 Uiso calc 1 . . H C18 0.8272(4) 0.30026(11) 0.96662(19) 0.0283(7) Uani d 1 . . C C18A 0.8153(4) 0.33930(12) 1.0335(2) 0.0341(7) Uani d 1 . . C H18A 0.9313 0.3492 1.0664 0.041 Uiso calc 1 . . H H18B 0.7584 0.3247 1.0765 0.041 Uiso calc 1 . . H C18B 0.7185(5) 0.38559(14) 0.9927(3) 0.0486(9) Uani d 1 . . C H18C 0.715 0.4097 1.0394 0.073 Uiso calc 1 . . H H18D 0.6025 0.3762 0.9613 0.073 Uiso calc 1 . . H H18E 0.7754 0.4008 0.9509 0.073 Uiso calc 1 . . H C19 0.7064(4) 0.25935(11) 0.93493(19) 0.0268(6) Uani d 1 . . C C20 0.5672(4) 0.24771(11) 0.96558(19) 0.0276(6) Uani d 1 . . C H20 0.545 0.2699 1.0088 0.033 Uiso calc 1 . . H C25 -0.0596(4) 0.17203(12) 1.1636(2) 0.0299(7) Uani d 1 . . C C26 -0.1114(5) 0.22468(13) 1.1871(2) 0.0402(8) Uani d 1 . . C H26A -0.1856 0.2402 1.1344 0.06 Uiso calc 1 . . H H26B -0.0096 0.2453 1.2081 0.06 Uiso calc 1 . . H H26C -0.1718 0.2221 1.2336 0.06 Uiso calc 1 . . H C27 -0.2209(4) 0.14027(14) 1.1352(2) 0.0423(8) Uani d 1 . . C H27A -0.2966 0.1549 1.0821 0.063 Uiso calc 1 . . H H27B -0.2785 0.1395 1.183 0.063 Uiso calc 1 . . H H27C -0.1906 0.1061 1.1223 0.063 Uiso calc 1 . . H C28 0.0569(5) 0.14852(15) 1.2468(2) 0.0444(9) Uani d 1 . . C H28A -0.0033 0.1465 1.2934 0.067 Uiso calc 1 . . H H28B 0.1587 0.1692 1.2671 0.067 Uiso calc 1 . . H H28C 0.0897 0.1148 1.2329 0.067 Uiso calc 1 . . H C1S 0.6768(5) -0.00465(16) 0.8864(3) 0.0512(10) Uani d 1 . . C H1S 0.5943 0.02 0.8512 0.061 Uiso calc 1 . . H Cl1S 0.7277(3) 0.01364(8) 0.99616(10) 0.1206(7) Uani d 1 . . Cl Cl2S 0.58105(15) -0.06365(5) 0.87403(9) 0.0742(4) Uani d 1 . . Cl Cl3S 0.85519(19) -0.00486(6) 0.84662(12) 0.0987(5) Uani d 1 . . Cl H21 0.512(4) 0.1688(12) 0.841(2) 0.034(9) Uiso d 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C21 0.0309(16) 0.0287(17) 0.0275(15) -0.0035(12) 0.0123(13) -0.0037(12) N22 0.0302(13) 0.0260(13) 0.0264(13) -0.0008(11) 0.0084(11) -0.0025(10) Se23 0.02693(16) 0.02712(16) 0.02700(16) -0.00085(13) 0.01097(11) -0.00134(13) N24 0.0280(13) 0.0268(13) 0.0301(13) -0.0036(10) 0.0118(11) -0.0007(10) C1 0.0260(15) 0.0266(15) 0.0247(14) -0.0023(12) 0.0071(12) 0.0006(12) C2 0.0250(14) 0.0232(14) 0.0234(14) -0.0013(12) 0.0050(12) 0.0003(11) C2A 0.0329(17) 0.0280(16) 0.0311(16) -0.0088(13) 0.0103(13) -0.0059(13) C2B 0.0361(17) 0.0355(18) 0.0298(16) -0.0072(14) 0.0147(14) -0.0106(13) C2C 0.0270(15) 0.0286(16) 0.0252(15) 0.0000(12) 0.0082(13) 0.0036(12) C3 0.0255(14) 0.0237(15) 0.0220(14) -0.0004(12) 0.0040(12) -0.0006(11) C3A 0.0311(16) 0.0268(16) 0.0278(15) -0.0062(13) 0.0084(13) -0.0048(12) C3B 0.0279(16) 0.0305(16) 0.0325(16) -0.0065(13) 0.0121(13) -0.0025(13) C4 0.0240(14) 0.0250(15) 0.0250(14) -0.0008(12) 0.0071(12) -0.0005(12) C5 0.0257(15) 0.0268(15) 0.0278(15) -0.0029(12) 0.0066(12) -0.0001(12) C6 0.0298(16) 0.0254(15) 0.0226(14) -0.0008(12) 0.0042(12) 0.0001(12) C7 0.0363(17) 0.0269(16) 0.0256(15) -0.0019(13) 0.0052(13) -0.0018(12) C7A 0.052(2) 0.0368(19) 0.044(2) -0.0144(17) 0.0197(17) -0.0121(16) C7B 0.044(2) 0.057(3) 0.109(4) -0.015(2) -0.001(3) 0.015(3) C8 0.0413(18) 0.0288(16) 0.0232(15) -0.0010(14) 0.0071(13) -0.0033(12) C8A 0.071(3) 0.037(2) 0.050(2) -0.0115(18) 0.030(2) -0.0182(17) C9 0.0359(17) 0.0259(15) 0.0210(14) 0.0036(13) 0.0056(13) 0.0003(12) C10 0.0386(18) 0.0306(16) 0.0226(15) 0.0043(14) 0.0112(13) -0.0019(12) C11 0.0335(17) 0.0337(17) 0.0218(14) 0.0051(14) 0.0095(13) 0.0008(12) C12 0.0418(19) 0.0361(18) 0.0311(17) 0.0076(15) 0.0197(15) 0.0044(14) C13 0.0356(18) 0.0349(18) 0.0318(16) 0.0027(14) 0.0174(14) 0.0073(13) C14 0.0255(15) 0.0304(16) 0.0293(15) 0.0038(13) 0.0104(13) 0.0085(13) C15 0.0261(15) 0.0300(16) 0.0310(16) -0.0033(12) 0.0077(13) 0.0050(13) C16 0.0285(16) 0.0270(16) 0.0284(15) -0.0010(12) 0.0069(13) 0.0049(12) C17 0.0315(16) 0.0237(15) 0.0316(16) -0.0051(13) 0.0061(13) 0.0048(12) C17A 0.0378(19) 0.037(2) 0.050(2) -0.0139(15) 0.0150(16) -0.0036(16) C18 0.0328(16) 0.0245(15) 0.0266(15) -0.0062(13) 0.0057(13) 0.0035(12) C18A 0.0409(18) 0.0326(17) 0.0305(16) -0.0135(15) 0.0121(14) -0.0069(14) C18B 0.057(2) 0.042(2) 0.050(2) 0.0022(18) 0.0199(19) -0.0096(17) C19 0.0315(16) 0.0245(15) 0.0252(15) -0.0032(12) 0.0086(13) 0.0002(12) C20 0.0322(16) 0.0253(15) 0.0265(15) -0.0031(13) 0.0097(13) -0.0036(12) C25 0.0320(17) 0.0328(17) 0.0282(16) -0.0034(13) 0.0137(13) -0.0019(13) C26 0.043(2) 0.040(2) 0.044(2) -0.0017(16) 0.0223(16) -0.0055(15) C27 0.043(2) 0.049(2) 0.043(2) -0.0137(17) 0.0258(17) -0.0066(16) C28 0.051(2) 0.052(2) 0.0321(18) 0.0059(18) 0.0145(16) 0.0067(16) C1S 0.039(2) 0.059(3) 0.053(2) -0.0010(18) 0.0056(18) 0.0055(19) Cl1S 0.1526(16) 0.1470(16) 0.0677(9) -0.0629(13) 0.0381(10) -0.0352(9) Cl2S 0.0615(7) 0.0669(8) 0.0822(8) -0.0181(6) -0.0035(6) 0.0139(6) Cl3S 0.0773(9) 0.0998(11) 0.1397(14) -0.0096(8) 0.0655(9) 0.0062(10) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C21 C4 . 1.400(4) ? C21 C1 . 1.402(4) ? C21 H21 . 0.88(4) ? N22 C9 . 1.343(4) ? N22 C6 . 1.376(4) ? Se23 C11 . 1.890(3) ? Se23 C14 . 1.892(3) ? N24 C16 . 1.341(4) ? N24 C19 . 1.377(4) ? C1 C20 . 1.429(4) ? C1 C2 . 1.447(4) ? C2 C2A . 1.384(4) ? C2 C3 . 1.449(4) ? C2A C2B . 1.389(4) ? C2A H2A . 0.95 ? C2B C2C . 1.395(4) ? C2B H2B . 0.95 ? C2C C3B . 1.396(4) ? C2C C25 . 1.544(4) ? C3 C3A . 1.382(4) ? C3 C4 . 1.448(4) ? C3A C3B . 1.394(4) ? C3A H3A . 0.95 ? C3B H3B . 0.95 ? C4 C5 . 1.424(4) ? C5 C6 . 1.382(4) ? C5 H5 . 0.95 ? C6 C7 . 1.465(4) ? C7 C8 . 1.358(4) ? C7 C7A . 1.498(4) ? C7A C7B . 1.502(6) ? C7A H7A1 . 0.99 ? C7A H7A2 . 0.99 ? C7B H7B1 . 0.98 ? C7B H7B2 . 0.98 ? C7B H7B3 . 0.98 ? C8 C9 . 1.453(4) ? C8 C8A . 1.502(4) ? C8A H8A1 . 0.98 ? C8A H8A2 . 0.98 ? C8A H8A3 . 0.98 ? C9 C10 . 1.422(4) ? C10 C11 . 1.372(4) ? C10 H10 . 0.95 ? C11 C12 . 1.426(4) ? C12 C13 . 1.359(5) ? C12 H12 . 0.95 ? C13 C14 . 1.429(4) ? C13 H13 . 0.95 ? C14 C15 . 1.366(4) ? C15 C16 . 1.424(4) ? C15 H15 . 0.95 ? C16 C17 . 1.456(4) ? C17 C18 . 1.353(4) ? C17 C17A . 1.505(4) ? C17A H17A . 0.98 ? C17A H17B . 0.98 ? C17A H17C . 0.98 ? C18 C19 . 1.469(4) ? C18 C18A . 1.498(4) ? C18A C18B . 1.517(5) ? C18A H18A . 0.99 ? C18A H18B . 0.99 ? C18B H18C . 0.98 ? C18B H18D . 0.98 ? C18B H18E . 0.98 ? C19 C20 . 1.376(4) ? C20 H20 . 0.95 ? C25 C27 . 1.532(4) ? C25 C28 . 1.534(5) ? C25 C26 . 1.539(4) ? C26 H26A . 0.98 ? C26 H26B . 0.98 ? C26 H26C . 0.98 ? C27 H27A . 0.98 ? C27 H27B . 0.98 ? C27 H27C . 0.98 ? C28 H28A . 0.98 ? C28 H28B . 0.98 ? C28 H28C . 0.98 ? C1S Cl3S . 1.722(4) ? C1S Cl1S . 1.730(4) ? C1S Cl2S . 1.748(4) ? C1S H1S . 1 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 C21 C1 112.0(3) . . ? C4 C21 H21 124(2) . . ? C1 C21 H21 124(2) . . ? C9 N22 C6 106.5(2) . . ? C11 Se23 C14 87.75(14) . . ? C16 N24 C19 106.3(2) . . ? C21 C1 C20 129.1(3) . . ? C21 C1 C2 106.5(3) . . ? C20 C1 C2 124.4(3) . . ? C2A C2 C1 126.2(3) . . ? C2A C2 C3 126.2(3) . . ? C1 C2 C3 107.5(2) . . ? C2 C2A C2B 130.7(3) . . ? C2 C2A H2A 114.7 . . ? C2B C2A H2A 114.7 . . ? C2A C2B C2C 130.7(3) . . ? C2A C2B H2B 114.6 . . ? C2C C2B H2B 114.6 . . ? C2B C2C C3B 124.3(3) . . ? C2B C2C C25 116.7(3) . . ? C3B C2C C25 118.9(3) . . ? C3A C3 C4 125.8(3) . . ? C3A C3 C2 126.5(3) . . ? C4 C3 C2 107.6(2) . . ? C3 C3A C3B 130.3(3) . . ? C3 C3A H3A 114.8 . . ? C3B C3A H3A 114.8 . . ? C3A C3B C2C 130.7(3) . . ? C3A C3B H3B 114.6 . . ? C2C C3B H3B 114.6 . . ? C21 C4 C5 129.3(3) . . ? C21 C4 C3 106.4(3) . . ? C5 C4 C3 124.2(3) . . ? C6 C5 C4 128.8(3) . . ? C6 C5 H5 115.6 . . ? C4 C5 H5 115.6 . . ? N22 C6 C5 123.7(3) . . ? N22 C6 C7 109.7(3) . . ? C5 C6 C7 126.5(3) . . ? C8 C7 C6 106.2(3) . . ? C8 C7 C7A 126.7(3) . . ? C6 C7 C7A 127.1(3) . . ? C7 C7A C7B 113.4(3) . . ? C7 C7A H7A1 108.9 . . ? C7B C7A H7A1 108.9 . . ? C7 C7A H7A2 108.9 . . ? C7B C7A H7A2 108.9 . . ? H7A1 C7A H7A2 107.7 . . ? C7A C7B H7B1 109.5 . . ? C7A C7B H7B2 109.5 . . ? H7B1 C7B H7B2 109.5 . . ? C7A C7B H7B3 109.5 . . ? H7B1 C7B H7B3 109.5 . . ? H7B2 C7B H7B3 109.5 . . ? C7 C8 C9 106.5(3) . . ? C7 C8 C8A 127.8(3) . . ? C9 C8 C8A 125.6(3) . . ? C8 C8A H8A1 109.5 . . ? C8 C8A H8A2 109.5 . . ? H8A1 C8A H8A2 109.5 . . ? C8 C8A H8A3 109.5 . . ? H8A1 C8A H8A3 109.5 . . ? H8A2 C8A H8A3 109.5 . . ? N22 C9 C10 121.0(3) . . ? N22 C9 C8 111.2(3) . . ? C10 C9 C8 127.8(3) . . ? C11 C10 C9 123.1(3) . . ? C11 C10 H10 118.4 . . ? C9 C10 H10 118.4 . . ? C10 C11 C12 129.5(3) . . ? C10 C11 Se23 120.4(2) . . ? C12 C11 Se23 110.0(2) . . ? C13 C12 C11 116.1(3) . . ? C13 C12 H12 121.9 . . ? C11 C12 H12 121.9 . . ? C12 C13 C14 116.3(3) . . ? C12 C13 H13 121.9 . . ? C14 C13 H13 121.9 . . ? C15 C14 C13 129.2(3) . . ? C15 C14 Se23 121.1(2) . . ? C13 C14 Se23 109.8(2) . . ? C14 C15 C16 122.6(3) . . ? C14 C15 H15 118.7 . . ? C16 C15 H15 118.7 . . ? N24 C16 C15 120.7(3) . . ? N24 C16 C17 111.5(3) . . ? C15 C16 C17 127.8(3) . . ? C18 C17 C16 106.2(3) . . ? C18 C17 C17A 128.9(3) . . ? C16 C17 C17A 124.9(3) . . ? C17 C17A H17A 109.5 . . ? C17 C17A H17B 109.5 . . ? H17A C17A H17B 109.5 . . ? C17 C17A H17C 109.5 . . ? H17A C17A H17C 109.5 . . ? H17B C17A H17C 109.5 . . ? C17 C18 C19 106.4(3) . . ? C17 C18 C18A 127.0(3) . . ? C19 C18 C18A 126.6(3) . . ? C18 C18A C18B 113.1(3) . . ? C18 C18A H18A 109 . . ? C18B C18A H18A 109 . . ? C18 C18A H18B 109 . . ? C18B C18A H18B 109 . . ? H18A C18A H18B 107.8 . . ? C18A C18B H18C 109.5 . . ? C18A C18B H18D 109.5 . . ? H18C C18B H18D 109.5 . . ? C18A C18B H18E 109.5 . . ? H18C C18B H18E 109.5 . . ? H18D C18B H18E 109.5 . . ? C20 C19 N24 124.1(3) . . ? C20 C19 C18 126.3(3) . . ? N24 C19 C18 109.6(3) . . ? C19 C20 C1 128.9(3) . . ? C19 C20 H20 115.5 . . ? C1 C20 H20 115.5 . . ? C27 C25 C28 108.6(3) . . ? C27 C25 C26 107.9(3) . . ? C28 C25 C26 108.7(3) . . ? C27 C25 C2C 113.0(3) . . ? C28 C25 C2C 107.0(3) . . ? C26 C25 C2C 111.5(3) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? Cl3S C1S Cl1S 110.5(2) . . ? Cl3S C1S Cl2S 110.6(2) . . ? Cl1S C1S Cl2S 110.5(2) . . ? Cl3S C1S H1S 108.4 . . ? Cl1S C1S H1S 108.4 . . ? Cl2S C1S H1S 108.4 . . ? 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 C21 C1 C20 177.9(3) . . . . ? C4 C21 C1 C2 0.3(4) . . . . ? C21 C1 C2 C2A 175.0(3) . . . . ? C20 C1 C2 C2A -2.7(5) . . . . ? C21 C1 C2 C3 -1.7(3) . . . . ? C20 C1 C2 C3 -179.4(3) . . . . ? C1 C2 C2A C2B -177.8(3) . . . . ? C3 C2 C2A C2B -1.7(6) . . . . ? C2 C2A C2B C2C -3.2(6) . . . . ? C2A C2B C2C C3B -0.3(6) . . . . ? C2A C2B C2C C25 176.2(3) . . . . ? C2A C2 C3 C3A 7.7(5) . . . . ? C1 C2 C3 C3A -175.6(3) . . . . ? C2A C2 C3 C4 -174.2(3) . . . . ? C1 C2 C3 C4 2.5(3) . . . . ? C4 C3 C3A C3B 176.9(3) . . . . ? C2 C3 C3A C3B -5.4(5) . . . . ? C3 C3A C3B C2C -3.1(6) . . . . ? C2B C2C C3B C3A 5.9(6) . . . . ? C25 C2C C3B C3A -170.6(3) . . . . ? C1 C21 C4 C5 -175.8(3) . . . . ? C1 C21 C4 C3 1.2(4) . . . . ? C3A C3 C4 C21 175.8(3) . . . . ? C2 C3 C4 C21 -2.3(3) . . . . ? C3A C3 C4 C5 -7.0(5) . . . . ? C2 C3 C4 C5 175.0(3) . . . . ? C21 C4 C5 C6 0.7(5) . . . . ? C3 C4 C5 C6 -175.8(3) . . . . ? C9 N22 C6 C5 176.8(3) . . . . ? C9 N22 C6 C7 0.0(3) . . . . ? C4 C5 C6 N22 -2.6(5) . . . . ? C4 C5 C6 C7 173.7(3) . . . . ? N22 C6 C7 C8 0.2(3) . . . . ? C5 C6 C7 C8 -176.5(3) . . . . ? N22 C6 C7 C7A 179.1(3) . . . . ? C5 C6 C7 C7A 2.3(5) . . . . ? C8 C7 C7A C7B -77.1(5) . . . . ? C6 C7 C7A C7B 104.2(4) . . . . ? C6 C7 C8 C9 -0.3(3) . . . . ? C7A C7 C8 C9 -179.2(3) . . . . ? C6 C7 C8 C8A 176.8(3) . . . . ? C7A C7 C8 C8A -2.1(6) . . . . ? C6 N22 C9 C10 -177.8(3) . . . . ? C6 N22 C9 C8 -0.2(3) . . . . ? C7 C8 C9 N22 0.3(4) . . . . ? C8A C8 C9 N22 -176.8(3) . . . . ? C7 C8 C9 C10 177.7(3) . . . . ? C8A C8 C9 C10 0.6(5) . . . . ? N22 C9 C10 C11 5.3(5) . . . . ? C8 C9 C10 C11 -171.9(3) . . . . ? C9 C10 C11 C12 176.4(3) . . . . ? C9 C10 C11 Se23 -0.7(4) . . . . ? C14 Se23 C11 C10 176.8(3) . . . . ? C14 Se23 C11 C12 -0.8(2) . . . . ? C10 C11 C12 C13 -175.9(3) . . . . ? Se23 C11 C12 C13 1.4(4) . . . . ? C11 C12 C13 C14 -1.3(4) . . . . ? C12 C13 C14 C15 179.9(3) . . . . ? C12 C13 C14 Se23 0.6(4) . . . . ? C11 Se23 C14 C15 -179.2(3) . . . . ? C11 Se23 C14 C13 0.2(2) . . . . ? C13 C14 C15 C16 -179.5(3) . . . . ? Se23 C14 C15 C16 -0.3(4) . . . . ? C19 N24 C16 C15 -179.9(3) . . . . ? C19 N24 C16 C17 0.1(3) . . . . ? C14 C15 C16 N24 -0.4(5) . . . . ? C14 C15 C16 C17 179.6(3) . . . . ? N24 C16 C17 C18 0.2(3) . . . . ? C15 C16 C17 C18 -179.9(3) . . . . ? N24 C16 C17 C17A 179.7(3) . . . . ? C15 C16 C17 C17A -0.3(5) . . . . ? C16 C17 C18 C19 -0.3(3) . . . . ? C17A C17 C18 C19 -179.9(3) . . . . ? C16 C17 C18 C18A -178.4(3) . . . . ? C17A C17 C18 C18A 2.1(5) . . . . ? C17 C18 C18A C18B 87.7(4) . . . . ? C19 C18 C18A C18B -89.9(4) . . . . ? C16 N24 C19 C20 -177.2(3) . . . . ? C16 N24 C19 C18 -0.3(3) . . . . ? C17 C18 C19 C20 177.2(3) . . . . ? C18A C18 C19 C20 -4.7(5) . . . . ? C17 C18 C19 N24 0.4(3) . . . . ? C18A C18 C19 N24 178.4(3) . . . . ? N24 C19 C20 C1 0.6(5) . . . . ? C18 C19 C20 C1 -175.8(3) . . . . ? C21 C1 C20 C19 -4.5(5) . . . . ? C2 C1 C20 C19 172.7(3) . . . . ? C2B C2C C25 C27 168.0(3) . . . . ? C3B C2C C25 C27 -15.3(4) . . . . ? C2B C2C C25 C28 -72.6(4) . . . . ? C3B C2C C25 C28 104.1(3) . . . . ? C2B C2C C25 C26 46.2(4) . . . . ? C3B C2C C25 C26 -137.1(3) . . . . ? _shelxl_version_number 0.000002012 _iucr_refine_instructions_details ; TITL isu0518 in P 21/n CELL 0.71073 8.1545 26.7140 15.6410 90.000 104.854 90.000 ZERR 4.00 0.0007 0.0024 0.0014 0.000 0.001 0.000 LATT 1 SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SFAC C H N CL SE UNIT 148 148 8 12 4 MERG 2 OMIT 0 2 0 OMIT 0 1 1 FMAP 2 PLAN 10 SIZE 0.070 0.140 0.550 ACTA BOND $H CONF LIST 4 L.S. 16 TEMP -80.00 WGHT 0.041200 5.114600 FVAR 0.25965 C21 1 0.443656 0.170093 0.876481 11.00000 0.03085 0.02871 = 0.02745 -0.00372 0.01233 -0.00348 N22 3 0.483424 0.093500 0.737813 11.00000 0.03016 0.02599 = 0.02639 -0.00245 0.00842 -0.00077 SE23 5 0.733628 0.158714 0.757623 11.00000 0.02693 0.02712 = 0.02700 -0.00134 0.01097 -0.00085 N24 3 0.757984 0.231988 0.871910 11.00000 0.02805 0.02677 = 0.03008 -0.00072 0.01179 -0.00365 C1 1 0.451469 0.206856 0.941412 11.00000 0.02596 0.02655 = 0.02472 0.00057 0.00714 -0.00228 C2 1 0.319939 0.194786 0.984976 11.00000 0.02497 0.02318 = 0.02335 0.00033 0.00501 -0.00130 C2A 1 0.290056 0.219082 1.057660 11.00000 0.03293 0.02795 = 0.03107 -0.00592 0.01031 -0.00877 AFIX 43 H2A 2 0.362420 0.246811 1.078122 11.00000 -1.20000 AFIX 0 C2B 1 0.171715 0.209618 1.105637 11.00000 0.03613 0.03547 = 0.02979 -0.01062 0.01471 -0.00720 AFIX 43 H2B 2 0.180503 0.230820 1.155373 11.00000 -1.20000 AFIX 0 C2C 1 0.042082 0.174150 1.092928 11.00000 0.02701 0.02860 = 0.02525 0.00363 0.00819 0.00004 C3 1 0.231761 0.150879 0.941897 11.00000 0.02549 0.02368 = 0.02203 -0.00056 0.00398 -0.00036 C3A 1 0.090491 0.128742 0.959132 11.00000 0.03109 0.02681 = 0.02777 -0.00485 0.00842 -0.00623 AFIX 43 H3A 2 0.043530 0.101940 0.920706 11.00000 -1.20000 AFIX 0 C3B 1 0.005850 0.139458 1.023919 11.00000 0.02786 0.03048 = 0.03252 -0.00249 0.01208 -0.00645 AFIX 43 H3B 2 -0.092900 0.119894 1.020526 11.00000 -1.20000 AFIX 0 C4 1 0.314934 0.135160 0.874944 11.00000 0.02403 0.02502 = 0.02503 -0.00047 0.00709 -0.00081 C5 1 0.272624 0.090930 0.823152 11.00000 0.02567 0.02677 = 0.02780 -0.00010 0.00664 -0.00286 AFIX 43 H5 2 0.178572 0.072575 0.832027 11.00000 -1.20000 AFIX 0 C6 1 0.349822 0.071075 0.761715 11.00000 0.02981 0.02539 = 0.02262 0.00013 0.00420 -0.00081 C7 1 0.311346 0.022868 0.716312 11.00000 0.03634 0.02685 = 0.02559 -0.00182 0.00518 -0.00187 C7A 1 0.177204 -0.013806 0.724550 11.00000 0.05173 0.03681 = 0.04357 -0.01210 0.01967 -0.01437 AFIX 23 H7A1 2 0.140292 -0.005971 0.778618 11.00000 -1.20000 H7A2 2 0.226805 -0.047853 0.731577 11.00000 -1.20000 AFIX 0 C7B 1 0.024843 -0.013551 0.646536 11.00000 0.04407 0.05703 = 0.10859 0.01466 -0.00136 -0.01483 AFIX 33 H7B1 2 -0.057976 -0.038145 0.655948 11.00000 -1.50000 H7B2 2 0.059724 -0.022182 0.592892 11.00000 -1.50000 H7B3 2 -0.026645 0.019840 0.639857 11.00000 -1.50000 AFIX 0 C8 1 0.424019 0.017549 0.666291 11.00000 0.04131 0.02884 = 0.02320 -0.00335 0.00706 -0.00102 C8A 1 0.444919 -0.026431 0.610211 11.00000 0.07087 0.03664 = 0.04960 -0.01816 0.03004 -0.01150 AFIX 137 H8A1 2 0.379114 -0.054808 0.623259 11.00000 -1.50000 H8A2 2 0.565077 -0.035687 0.623211 11.00000 -1.50000 H8A3 2 0.404204 -0.017497 0.547569 11.00000 -1.50000 AFIX 0 C9 1 0.529244 0.062190 0.680813 11.00000 0.03586 0.02591 = 0.02105 0.00025 0.00563 0.00362 C10 1 0.669042 0.073405 0.645353 11.00000 0.03860 0.03058 = 0.02264 -0.00189 0.01122 0.00429 AFIX 43 H10 2 0.691446 0.051799 0.601445 11.00000 -1.20000 AFIX 0 C11 1 0.773185 0.113948 0.671514 11.00000 0.03354 0.03374 = 0.02182 0.00080 0.00950 0.00512 C12 1 0.921830 0.128483 0.645667 11.00000 0.04184 0.03613 = 0.03106 0.00438 0.01971 0.00758 AFIX 43 H12 2 0.960125 0.110709 0.601845 11.00000 -1.20000 AFIX 0 C13 1 1.005531 0.169232 0.687355 11.00000 0.03558 0.03491 = 0.03179 0.00732 0.01744 0.00265 AFIX 43 H13 2 1.106997 0.181129 0.675193 11.00000 -1.20000 AFIX 0 C14 1 0.932383 0.193179 0.750500 11.00000 0.02554 0.03041 = 0.02929 0.00846 0.01037 0.00380 C15 1 0.987922 0.234221 0.801866 11.00000 0.02610 0.02999 = 0.03096 0.00500 0.00765 -0.00332 AFIX 43 H15 2 1.088528 0.250483 0.796675 11.00000 -1.20000 AFIX 0 C16 1 0.901040 0.253591 0.862860 11.00000 0.02846 0.02699 = 0.02840 0.00489 0.00693 -0.00097 C17 1 0.947481 0.296573 0.921318 11.00000 0.03150 0.02368 = 0.03160 0.00485 0.00612 -0.00508 C17A 1 1.101438 0.328872 0.927668 11.00000 0.03779 0.03662 = 0.05049 -0.00360 0.01500 -0.01394 AFIX 137 H17A 2 1.113820 0.352291 0.977144 11.00000 -1.50000 H17B 2 1.088097 0.347686 0.872519 11.00000 -1.50000 H17C 2 1.202616 0.307661 0.937475 11.00000 -1.50000 AFIX 0 C18 1 0.827151 0.300256 0.966618 11.00000 0.03275 0.02454 = 0.02655 0.00351 0.00572 -0.00617 C18A 1 0.815276 0.339301 1.033540 11.00000 0.04090 0.03260 = 0.03052 -0.00689 0.01212 -0.01350 AFIX 23 H18A 2 0.931287 0.349239 1.066379 11.00000 -1.20000 H18B 2 0.758439 0.324654 1.076541 11.00000 -1.20000 AFIX 0 C18B 1 0.718466 0.385594 0.992658 11.00000 0.05727 0.04185 = 0.05020 -0.00959 0.01994 0.00216 AFIX 33 H18C 2 0.715016 0.409728 1.039353 11.00000 -1.50000 H18D 2 0.602482 0.376197 0.961280 11.00000 -1.50000 H18E 2 0.775376 0.400752 0.950939 11.00000 -1.50000 AFIX 0 C19 1 0.706397 0.259347 0.934934 11.00000 0.03148 0.02446 = 0.02524 0.00018 0.00864 -0.00324 C20 1 0.567191 0.247706 0.965583 11.00000 0.03220 0.02530 = 0.02647 -0.00365 0.00969 -0.00309 AFIX 43 H20 2 0.544989 0.269885 1.008756 11.00000 -1.20000 AFIX 0 C25 1 -0.059636 0.172030 1.163644 11.00000 0.03200 0.03276 = 0.02825 -0.00190 0.01374 -0.00339 C26 1 -0.111366 0.224681 1.187060 11.00000 0.04328 0.03959 = 0.04374 -0.00550 0.02228 -0.00173 AFIX 33 H26A 2 -0.185629 0.240152 1.134392 11.00000 -1.50000 H26B 2 -0.009589 0.245293 1.208137 11.00000 -1.50000 H26C 2 -0.171813 0.222116 1.233558 11.00000 -1.50000 AFIX 0 C27 1 -0.220857 0.140268 1.135225 11.00000 0.04307 0.04851 = 0.04331 -0.00655 0.02582 -0.01373 AFIX 33 H27A 2 -0.296621 0.154859 1.082122 11.00000 -1.50000 H27B 2 -0.278466 0.139532 1.183036 11.00000 -1.50000 H27C 2 -0.190631 0.106092 1.122335 11.00000 -1.50000 AFIX 0 C28 1 0.056895 0.148516 1.246768 11.00000 0.05129 0.05192 = 0.03209 0.00669 0.01451 0.00586 AFIX 33 H28A 2 -0.003329 0.146542 1.293430 11.00000 -1.50000 H28B 2 0.158721 0.169196 1.267100 11.00000 -1.50000 H28C 2 0.089720 0.114793 1.232863 11.00000 -1.50000 AFIX 0 C1S 1 0.676809 -0.004651 0.886368 11.00000 0.03870 0.05898 = 0.05267 0.00548 0.00561 -0.00099 AFIX 13 H1S 2 0.594290 0.020034 0.851238 11.00000 -1.20000 AFIX 0 CL1S 4 0.727676 0.013639 0.996156 11.00000 0.15261 0.14698 = 0.06769 -0.03518 0.03805 -0.06290 CL2S 4 0.581053 -0.063655 0.874031 11.00000 0.06146 0.06693 = 0.08220 0.01390 -0.00352 -0.01810 CL3S 4 0.855189 -0.004862 0.846615 11.00000 0.07735 0.09982 = 0.13969 0.00625 0.06552 -0.00962 H21 2 0.511576 0.168765 0.841035 11.00000 0.03447 HKLF 4 REM isu0518 in P 21/n REM R1 = 0.0438 for 5219 Fo > 4sig(Fo) and 0.0639 for all 6742 data REM 394 parameters refined using 0 restraints END WGHT 0.0410 5.1233 REM Highest difference peak 1.104, deepest hole -1.000, 1-sigma level 0.072 Q1 1 0.6647 0.0390 0.9625 11.00000 0.05 1.10 Q2 1 0.9117 -0.0104 0.8993 11.00000 0.05 1.10 Q3 1 0.7741 0.0097 0.9989 11.00000 0.05 0.90 Q4 1 0.8198 0.0150 0.8436 11.00000 0.05 0.58 Q5 1 0.8523 -0.0064 0.8245 11.00000 0.05 0.52 Q6 1 0.7458 0.1374 0.7030 11.00000 0.05 0.49 Q7 1 0.6487 -0.0115 0.9807 11.00000 0.05 0.46 Q8 1 0.7188 0.1323 0.7968 11.00000 0.05 0.37 Q9 1 0.6971 0.1815 0.8012 11.00000 0.05 0.32 Q10 1 0.8432 0.1837 0.7626 11.00000 0.05 0.30 ; # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF _database_code_depnum_ccdc_archive 'CCDC 958523'