# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 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_mm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C104.90 H160.80 Cl5.80 N19 O20 P2 S2' _chemical_formula_weight 2339.80 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' P P 0.1023 0.0942 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 17.251(3) _cell_length_b 12.4954(19) _cell_length_c 28.007(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.612(3) _cell_angle_gamma 90.00 _cell_volume 5984.0(15) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.299 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2488 _exptl_absorpt_coefficient_mu 0.272 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9476 _exptl_absorpt_correction_T_max 0.9733 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.000 0.000 22 0 ' ' 2 0.500 0.000 0.500 22 0 ' ' 3 0.000 0.317 0.750 143 37 ' ' 4 1.000 0.682 0.250 143 37 ' ' _platon_squeeze_details ; ; # About 0.9 CH2Cl2 molecule per formula (or 0.44 CH2Cl2 molecule per asymmetric unit) was removed from the asymmetric unit by the SQUEEZE process. _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II area detector' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28658 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.0655 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.19 _diffrn_reflns_theta_max 25.00 _reflns_number_total 10464 _reflns_number_gt 6805 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEX II' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.1642P)^2^+3.2999P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10464 _refine_ls_number_parameters 675 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1157 _refine_ls_R_factor_gt 0.0845 _refine_ls_wR_factor_ref 0.2771 _refine_ls_wR_factor_gt 0.2508 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.000 _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 0.14640(12) 0.13956(13) 0.43338(5) 0.0840(5) Uani 1 1 d . . . Cl2 Cl 0.13427(10) 0.32823(11) 0.49287(6) 0.0752(5) Uani 1 1 d . . . S1 S 0.33616(8) 0.94297(9) 0.01789(5) 0.0557(4) Uani 1 1 d . . . P1 P 0.40715(7) 0.82687(9) 0.21274(5) 0.0433(3) Uani 1 1 d . . . O1 O -0.0190(4) 1.0425(5) 0.3480(2) 0.0473(12) Uiso 0.50 1 d P . . O1A O 0.0092(4) 1.0445(6) 0.3647(2) 0.0473(12) Uiso 0.50 1 d P . . O2 O 0.0437(5) 0.8901(7) 0.3770(3) 0.0642(14) Uiso 0.50 1 d P . . O2A O 0.0712(5) 0.9253(7) 0.3899(3) 0.0642(14) Uiso 0.50 1 d P . . O3 O 0.23293(19) 1.1819(2) 0.18925(13) 0.0537(9) Uani 1 1 d . . . O4 O 0.2604(2) 0.4889(2) 0.12518(12) 0.0538(9) Uani 1 1 d . . . O5 O 0.1983(3) 0.3169(4) 0.34949(15) 0.0831(12) Uani 1 1 d . . . O6 O 0.2070(3) 0.4695(4) 0.38651(13) 0.0788(12) Uani 1 1 d . . . O7 O 0.32676(17) 0.8277(2) 0.18332(12) 0.0471(8) Uani 1 1 d . . . O8 O 0.4695(2) 0.8695(5) 0.18640(17) 0.111(2) Uani 1 1 d . . . O9 O 0.4007(3) 0.8932(5) 0.25758(17) 0.128(2) Uani 1 1 d . . . O10 O 0.4318(2) 0.7147(3) 0.2297(3) 0.119(2) Uani 1 1 d . . . N1 N 0.0449(3) 0.9775(4) 0.35428(16) 0.0659(12) Uani 1 1 d . . . N2 N 0.23846(18) 1.0052(3) 0.21054(12) 0.0352(8) Uani 1 1 d . . . H2A H 0.2578 0.9447 0.2035 0.042 Uiso 1 1 calc R . . N3 N 0.31480(19) 1.0659(3) 0.15709(13) 0.0389(8) Uani 1 1 d . . . H3A H 0.3276 0.9995 0.1565 0.047 Uiso 1 1 calc R . . N4 N 0.41924(19) 0.9770(3) 0.10375(14) 0.0413(9) Uani 1 1 d . . . H4A H 0.4472 0.9527 0.1291 0.050 Uiso 1 1 calc R . . N5 N 0.4081(2) 0.8030(3) 0.08087(14) 0.0439(9) Uani 1 1 d . . . H5B H 0.4355 0.7904 0.1082 0.053 Uiso 1 1 calc R . . N6 N 0.3056(2) 0.6560(3) 0.10940(13) 0.0416(9) Uani 1 1 d . . . H6B H 0.3079 0.7206 0.1200 0.050 Uiso 1 1 calc R . . N7 N 0.2653(2) 0.6216(3) 0.18205(14) 0.0483(10) Uani 1 1 d . . . H7A H 0.2690 0.6900 0.1851 0.058 Uiso 1 1 calc R . . N8 N 0.2084(2) 0.4142(4) 0.35025(15) 0.0571(11) Uani 1 1 d . . . N9 N 0.5000 0.3666(4) 0.2500 0.0480(14) Uani 1 2 d S . . N10 N 0.1327(2) 0.2171(3) 0.02212(12) 0.0489(10) Uani 1 1 d . . . C1 C 0.0947(3) 0.9867(4) 0.31682(14) 0.0456(11) Uani 1 1 d . . . C2 C 0.0757(5) 1.0692(8) 0.2784(3) 0.0422(15) Uiso 0.50 1 d P . . C2A C 0.1070(5) 1.0770(8) 0.2995(3) 0.0422(15) Uiso 0.50 1 d P . . C3 C 0.1202(6) 1.0751(8) 0.2413(3) 0.0433(16) Uiso 0.50 1 d P . . C3A C 0.1478(5) 1.0873(8) 0.2586(3) 0.0433(16) Uiso 0.50 1 d P . . C4 C 0.1888(2) 1.0042(3) 0.24575(13) 0.0310(8) Uani 1 1 d . . . C5 C 0.2066(5) 0.9335(7) 0.2834(3) 0.0390(14) Uiso 0.50 1 d P . . C5A C 0.1707(5) 0.8985(7) 0.2619(3) 0.0390(14) Uiso 0.50 1 d P . . C6 C 0.1577(5) 0.9273(8) 0.3184(3) 0.0454(15) Uiso 0.50 1 d P . . C6A C 0.1239(5) 0.8848(8) 0.2980(3) 0.0454(15) Uiso 0.50 1 d P . . C7 C 0.2596(2) 1.0923(3) 0.18617(15) 0.0379(10) Uani 1 1 d . . . C8 C 0.3528(2) 1.1354(3) 0.12802(16) 0.0401(10) Uani 1 1 d . . . C9 C 0.3406(2) 1.2445(3) 0.12546(17) 0.0452(11) Uani 1 1 d . . . H9 H 0.3060 1.2765 0.1439 0.054 Uiso 1 1 calc R . . C10 C 0.3799(3) 1.3062(3) 0.0956(2) 0.0520(13) Uani 1 1 d . . . H10 H 0.3716 1.3797 0.0940 0.062 Uiso 1 1 calc R . . C11 C 0.4318(3) 1.2592(4) 0.06791(19) 0.0526(13) Uani 1 1 d . . . H11 H 0.4578 1.3008 0.0475 0.063 Uiso 1 1 calc R . . C12 C 0.4442(3) 1.1515(3) 0.07091(19) 0.0496(12) Uani 1 1 d . . . H12 H 0.4792 1.1203 0.0525 0.059 Uiso 1 1 calc R . . C13 C 0.4063(2) 1.0879(3) 0.10048(17) 0.0418(10) Uani 1 1 d . . . C14 C 0.3903(2) 0.9063(3) 0.06941(15) 0.0395(10) Uani 1 1 d . . . C15 C 0.3848(3) 0.7146(3) 0.05089(18) 0.0478(12) Uani 1 1 d . . . C16 C 0.4135(3) 0.7024(4) 0.0077(2) 0.0624(15) Uani 1 1 d . . . H16 H 0.4480 0.7528 -0.0018 0.075 Uiso 1 1 calc R . . C17 C 0.3911(4) 0.6149(4) -0.0218(2) 0.0693(17) Uani 1 1 d . . . H17 H 0.4105 0.6065 -0.0511 0.083 Uiso 1 1 calc R . . C18 C 0.3396(3) 0.5410(4) -0.00701(19) 0.0592(14) Uani 1 1 d . . . H18 H 0.3248 0.4821 -0.0264 0.071 Uiso 1 1 calc R . . C19 C 0.3101(3) 0.5531(3) 0.03572(18) 0.0499(12) Uani 1 1 d . . . H19 H 0.2747 0.5033 0.0448 0.060 Uiso 1 1 calc R . . C20 C 0.3326(3) 0.6387(3) 0.06533(17) 0.0427(11) Uani 1 1 d . . . C21 C 0.2755(2) 0.5805(3) 0.13780(17) 0.0433(11) Uani 1 1 d . . . C22 C 0.2498(2) 0.5658(3) 0.22194(16) 0.0403(10) Uani 1 1 d . . . C23 C 0.2306(2) 0.4565(3) 0.22187(15) 0.0362(9) Uani 1 1 d . . . H23 H 0.2273 0.4172 0.1935 0.043 Uiso 1 1 calc R . . C24 C 0.2169(2) 0.4082(4) 0.26389(16) 0.0427(10) Uani 1 1 d . . . H24 H 0.2047 0.3357 0.2641 0.051 Uiso 1 1 calc R . . C25 C 0.2211(2) 0.4672(4) 0.30620(16) 0.0417(10) Uani 1 1 d . . . C26 C 0.2405(3) 0.5741(4) 0.30696(17) 0.0486(11) Uani 1 1 d . . . H26 H 0.2430 0.6129 0.3354 0.058 Uiso 1 1 calc R . . C27 C 0.2557(3) 0.6220(4) 0.26619(18) 0.0501(12) Uani 1 1 d . . . H27 H 0.2704 0.6937 0.2671 0.060 Uiso 1 1 calc R . . C28 C 0.3641(4) 0.1051(7) 0.3488(3) 0.109(3) Uani 1 1 d . . . H28A H 0.4085 0.0582 0.3517 0.164 Uiso 1 1 calc R . . H28B H 0.3170 0.0634 0.3469 0.164 Uiso 1 1 calc R . . H28C H 0.3677 0.1511 0.3765 0.164 Uiso 1 1 calc R . . C29 C 0.3626(3) 0.1697(6) 0.3054(3) 0.096(2) Uani 1 1 d . . . H29A H 0.3218 0.2231 0.3053 0.115 Uiso 1 1 calc R . . H29B H 0.3489 0.1239 0.2776 0.115 Uiso 1 1 calc R . . C30 C 0.4391(3) 0.2262(4) 0.3002(2) 0.0617(14) Uani 1 1 d . . . H30A H 0.4549 0.2696 0.3285 0.074 Uiso 1 1 calc R . . H30B H 0.4796 0.1735 0.2977 0.074 Uiso 1 1 calc R . . C31 C 0.4299(2) 0.2957(4) 0.2563(2) 0.0509(12) Uani 1 1 d . . . H31A H 0.3847 0.3413 0.2573 0.061 Uiso 1 1 calc R . . H31B H 0.4192 0.2501 0.2282 0.061 Uiso 1 1 calc R . . C32 C 0.4764(2) 0.4350(4) 0.2061(2) 0.0528(13) Uani 1 1 d . . . H32A H 0.4362 0.4841 0.2136 0.063 Uiso 1 1 calc R . . H32B H 0.4527 0.3886 0.1805 0.063 Uiso 1 1 calc R . . C33 C 0.5398(3) 0.5000(4) 0.1868(2) 0.0621(15) Uani 1 1 d . . . H33A H 0.5608 0.5521 0.2108 0.075 Uiso 1 1 calc R . . H33B H 0.5821 0.4529 0.1808 0.075 Uiso 1 1 calc R . . C34 C 0.5087(3) 0.5566(4) 0.1414(2) 0.0655(15) Uani 1 1 d . . . H34A H 0.4658 0.6025 0.1477 0.079 Uiso 1 1 calc R . . H34B H 0.4878 0.5039 0.1176 0.079 Uiso 1 1 calc R . . C35 C 0.5686(3) 0.6233(5) 0.1206(2) 0.0712(16) Uani 1 1 d . . . H35A H 0.5859 0.6800 0.1426 0.107 Uiso 1 1 calc R . . H35B H 0.5458 0.6532 0.0904 0.107 Uiso 1 1 calc R . . H35C H 0.6124 0.5792 0.1156 0.107 Uiso 1 1 calc R . . C36 C 0.1369(3) 0.2745(4) 0.07043(14) 0.0442(11) Uani 1 1 d . . . H36A H 0.1752 0.2383 0.0934 0.053 Uiso 1 1 calc R . . H36B H 0.1557 0.3468 0.0666 0.053 Uiso 1 1 calc R . . C37 C 0.0605(3) 0.2804(4) 0.09136(16) 0.0492(12) Uani 1 1 d . . . H37A H 0.0405 0.2088 0.0951 0.059 Uiso 1 1 calc R . . H37B H 0.0223 0.3198 0.0696 0.059 Uiso 1 1 calc R . . C38 C 0.0734(3) 0.3359(5) 0.14003(17) 0.0592(14) Uani 1 1 d . . . H38A H 0.1136 0.2979 0.1609 0.071 Uiso 1 1 calc R . . H38B H 0.0923 0.4079 0.1357 0.071 Uiso 1 1 calc R . . C39 C 0.0010(4) 0.3419(5) 0.16427(19) 0.0682(16) Uani 1 1 d . . . H39A H -0.0376 0.3848 0.1452 0.102 Uiso 1 1 calc R . . H39B H 0.0135 0.3737 0.1956 0.102 Uiso 1 1 calc R . . H39C H -0.0193 0.2711 0.1676 0.102 Uiso 1 1 calc R . . C40 C 0.1521(4) -0.1453(4) 0.1055(2) 0.0680(15) Uani 1 1 d . . . H40A H 0.2079 -0.1460 0.1065 0.102 Uiso 1 1 calc R . . H40B H 0.1323 -0.2170 0.1011 0.102 Uiso 1 1 calc R . . H40C H 0.1387 -0.1170 0.1353 0.102 Uiso 1 1 calc R . . C41 C 0.1163(3) -0.0760(4) 0.06415(15) 0.0489(12) Uani 1 1 d . . . H41A H 0.0601 -0.0738 0.0640 0.059 Uiso 1 1 calc R . . H41B H 0.1266 -0.1080 0.0341 0.059 Uiso 1 1 calc R . . C42 C 0.1479(3) 0.0373(3) 0.06704(16) 0.0467(11) Uani 1 1 d . . . H42A H 0.2035 0.0366 0.0646 0.056 Uiso 1 1 calc R . . H42B H 0.1405 0.0690 0.0977 0.056 Uiso 1 1 calc R . . C43 C 0.1048(3) 0.1028(3) 0.02609(15) 0.0499(12) Uani 1 1 d . . . H43A H 0.1095 0.0664 -0.0040 0.060 Uiso 1 1 calc R . . H43B H 0.0498 0.1043 0.0299 0.060 Uiso 1 1 calc R . . C44 C 0.0754(3) 0.2690(4) -0.01583(16) 0.0566(14) Uani 1 1 d . . . H44A H 0.0241 0.2666 -0.0053 0.068 Uiso 1 1 calc R . . H44B H 0.0729 0.2265 -0.0450 0.068 Uiso 1 1 calc R . . C45 C 0.0926(4) 0.3838(4) -0.02825(18) 0.0703(17) Uani 1 1 d . . . H45A H 0.0941 0.4279 0.0004 0.084 Uiso 1 1 calc R . . H45B H 0.1435 0.3877 -0.0393 0.084 Uiso 1 1 calc R . . C46 C 0.0315(5) 0.4259(5) -0.0666(2) 0.089(2) Uani 1 1 d . . . H46A H 0.0400 0.5020 -0.0706 0.107 Uiso 1 1 calc R . . H46B H -0.0195 0.4170 -0.0562 0.107 Uiso 1 1 calc R . . C47 C 0.0313(6) 0.3716(6) -0.1146(2) 0.111(3) Uani 1 1 d . . . H47A H 0.0804 0.3840 -0.1263 0.167 Uiso 1 1 calc R . . H47B H -0.0103 0.4002 -0.1372 0.167 Uiso 1 1 calc R . . H47C H 0.0236 0.2961 -0.1110 0.167 Uiso 1 1 calc R . . C48 C 0.2144(3) 0.2205(4) 0.00870(17) 0.0582(14) Uani 1 1 d . . . H48A H 0.2486 0.1821 0.0332 0.070 Uiso 1 1 calc R . . H48B H 0.2315 0.2946 0.0097 0.070 Uiso 1 1 calc R . . C49 C 0.2260(4) 0.1743(4) -0.04052(19) 0.0705(18) Uani 1 1 d . . . H49A H 0.2148 0.0982 -0.0413 0.085 Uiso 1 1 calc R . . H49B H 0.1905 0.2087 -0.0656 0.085 Uiso 1 1 calc R . . C50 C 0.3103(4) 0.1933(4) -0.0491(2) 0.0783(19) Uani 1 1 d . . . H50A H 0.3192 0.2697 -0.0514 0.094 Uiso 1 1 calc R . . H50B H 0.3452 0.1664 -0.0218 0.094 Uiso 1 1 calc R . . C51 C 0.3294(6) 0.1395(6) -0.0944(3) 0.117(3) Uani 1 1 d . . . H51A H 0.3317 0.0634 -0.0897 0.176 Uiso 1 1 calc R . . H51B H 0.3791 0.1647 -0.1017 0.176 Uiso 1 1 calc R . . H51C H 0.2896 0.1562 -0.1207 0.176 Uiso 1 1 calc R . . C52 C 0.1973(4) 0.2494(4) 0.46254(18) 0.0652(15) Uani 1 1 d . . . H52A H 0.2402 0.2233 0.4855 0.078 Uiso 1 1 calc R . . H52B H 0.2190 0.2929 0.4389 0.078 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 0.1552(16) 0.0583(9) 0.0355(7) 0.0027(6) 0.0010(8) -0.0103(9) Cl2 0.0981(11) 0.0442(8) 0.0772(10) 0.0024(7) -0.0118(8) 0.0167(7) S1 0.0872(9) 0.0282(6) 0.0571(7) -0.0087(5) 0.0291(6) -0.0171(6) P1 0.0420(6) 0.0230(6) 0.0691(8) -0.0085(5) 0.0237(6) -0.0046(4) O3 0.061(2) 0.0311(17) 0.078(2) -0.0081(16) 0.0417(17) 0.0007(14) O4 0.077(2) 0.0206(16) 0.074(2) -0.0100(15) 0.0449(18) -0.0129(14) O5 0.118(4) 0.064(3) 0.068(3) 0.024(2) 0.015(2) 0.003(2) O6 0.105(3) 0.086(3) 0.043(2) 0.010(2) 0.0021(19) 0.005(2) O7 0.0452(17) 0.0301(16) 0.070(2) -0.0135(14) 0.0213(15) -0.0094(13) O8 0.061(3) 0.176(6) 0.092(3) 0.053(3) -0.007(2) -0.060(3) O9 0.077(3) 0.203(6) 0.093(3) -0.086(4) -0.026(2) 0.084(3) O10 0.048(2) 0.031(2) 0.271(7) 0.004(3) -0.002(3) -0.0042(17) N1 0.079(3) 0.064(3) 0.059(3) 0.004(2) 0.026(2) 0.017(2) N2 0.0342(17) 0.0270(17) 0.049(2) -0.0102(15) 0.0205(15) -0.0049(14) N3 0.0378(18) 0.0232(17) 0.061(2) -0.0130(16) 0.0278(16) -0.0059(14) N4 0.0386(19) 0.0266(18) 0.064(2) -0.0131(17) 0.0254(17) -0.0085(15) N5 0.052(2) 0.0219(18) 0.064(2) -0.0119(16) 0.0328(18) -0.0096(15) N6 0.053(2) 0.0179(17) 0.061(2) -0.0094(15) 0.0335(18) -0.0109(15) N7 0.061(2) 0.0242(18) 0.069(2) -0.0063(17) 0.041(2) -0.0103(16) N8 0.061(3) 0.061(3) 0.047(2) 0.012(2) -0.0014(19) 0.006(2) N9 0.031(3) 0.028(3) 0.088(4) 0.000 0.018(3) 0.000 N10 0.087(3) 0.030(2) 0.0317(18) -0.0088(15) 0.0166(18) -0.0239(19) C1 0.054(3) 0.058(3) 0.027(2) -0.004(2) 0.0165(18) 0.007(2) C4 0.0265(19) 0.034(2) 0.0328(19) -0.0093(17) 0.0054(15) 0.0017(16) C7 0.036(2) 0.030(2) 0.050(2) -0.0137(19) 0.0150(18) -0.0064(17) C8 0.034(2) 0.029(2) 0.061(3) -0.017(2) 0.0228(19) -0.0120(17) C9 0.040(2) 0.029(2) 0.071(3) -0.022(2) 0.025(2) -0.0126(18) C10 0.052(3) 0.020(2) 0.090(4) -0.013(2) 0.033(3) -0.0149(19) C11 0.053(3) 0.028(2) 0.085(3) -0.012(2) 0.043(3) -0.014(2) C12 0.049(3) 0.030(2) 0.077(3) -0.014(2) 0.037(2) -0.0112(19) C13 0.040(2) 0.025(2) 0.066(3) -0.015(2) 0.028(2) -0.0113(17) C14 0.047(2) 0.025(2) 0.054(2) -0.0120(19) 0.036(2) -0.0132(18) C15 0.060(3) 0.022(2) 0.070(3) -0.012(2) 0.040(2) -0.0112(19) C16 0.081(4) 0.034(3) 0.084(4) -0.020(3) 0.058(3) -0.021(2) C17 0.099(4) 0.043(3) 0.079(4) -0.029(3) 0.063(3) -0.028(3) C18 0.080(3) 0.033(3) 0.073(3) -0.020(2) 0.039(3) -0.019(2) C19 0.057(3) 0.024(2) 0.075(3) -0.005(2) 0.034(2) -0.0108(19) C20 0.052(3) 0.020(2) 0.064(3) -0.0088(19) 0.033(2) -0.0070(17) C21 0.045(2) 0.025(2) 0.067(3) -0.008(2) 0.033(2) -0.0059(18) C22 0.034(2) 0.029(2) 0.062(3) -0.008(2) 0.025(2) -0.0062(17) C23 0.031(2) 0.033(2) 0.046(2) -0.0043(18) 0.0113(17) -0.0043(17) C24 0.033(2) 0.034(2) 0.060(3) 0.007(2) 0.0012(19) -0.0014(18) C25 0.030(2) 0.046(3) 0.048(2) 0.007(2) 0.0018(18) 0.0013(18) C26 0.040(2) 0.053(3) 0.054(3) -0.014(2) 0.014(2) -0.009(2) C27 0.053(3) 0.039(3) 0.064(3) -0.011(2) 0.030(2) -0.012(2) C28 0.068(4) 0.100(6) 0.155(7) 0.059(5) 0.002(4) -0.032(4) C29 0.052(3) 0.090(5) 0.141(6) 0.052(5) -0.003(4) -0.031(3) C30 0.042(3) 0.043(3) 0.097(4) 0.010(3) 0.001(3) -0.013(2) C31 0.031(2) 0.031(2) 0.091(4) 0.003(2) 0.011(2) -0.0082(18) C32 0.026(2) 0.029(2) 0.106(4) 0.007(2) 0.018(2) 0.0054(17) C33 0.038(2) 0.029(2) 0.124(5) 0.003(3) 0.028(3) 0.000(2) C34 0.048(3) 0.039(3) 0.115(5) 0.013(3) 0.031(3) -0.001(2) C35 0.055(3) 0.065(4) 0.099(4) -0.002(3) 0.028(3) -0.017(3) C36 0.072(3) 0.034(2) 0.029(2) -0.0089(18) 0.012(2) -0.025(2) C37 0.065(3) 0.043(3) 0.041(2) -0.006(2) 0.009(2) -0.021(2) C38 0.081(4) 0.059(3) 0.039(2) -0.018(2) 0.012(2) -0.020(3) C39 0.097(4) 0.063(4) 0.049(3) -0.011(3) 0.026(3) -0.022(3) C40 0.094(4) 0.040(3) 0.069(3) 0.003(3) 0.008(3) -0.016(3) C41 0.084(3) 0.032(2) 0.034(2) -0.0078(19) 0.020(2) -0.020(2) C42 0.070(3) 0.031(2) 0.041(2) -0.0075(19) 0.015(2) -0.019(2) C43 0.090(4) 0.029(2) 0.033(2) -0.0069(18) 0.014(2) -0.029(2) C44 0.106(4) 0.033(3) 0.031(2) -0.0055(19) 0.009(2) -0.020(3) C45 0.130(5) 0.039(3) 0.040(3) -0.006(2) 0.004(3) -0.030(3) C46 0.168(7) 0.043(3) 0.055(3) 0.009(3) 0.011(4) -0.015(4) C47 0.207(9) 0.068(4) 0.049(3) 0.008(3) -0.017(4) -0.043(5) C48 0.095(4) 0.037(3) 0.049(3) -0.009(2) 0.033(3) -0.035(3) C49 0.130(5) 0.038(3) 0.052(3) -0.012(2) 0.046(3) -0.031(3) C50 0.136(6) 0.036(3) 0.075(4) -0.007(3) 0.059(4) -0.025(3) C51 0.194(9) 0.073(5) 0.106(6) -0.034(4) 0.096(6) -0.044(5) C52 0.092(4) 0.050(3) 0.049(3) 0.010(2) -0.009(3) 0.017(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1 C52 1.769(6) . ? Cl2 C52 1.766(6) . ? S1 C14 1.675(5) . ? P1 O8 1.481(4) . ? P1 O7 1.516(3) . ? P1 O9 1.521(4) . ? P1 O10 1.522(4) . ? O1 N1 1.362(8) . ? O1A N1 1.101(8) . ? O2 N1 1.267(9) . ? O2A N1 1.228(9) . ? O3 C7 1.218(5) . ? O4 C21 1.215(5) . ? O5 N8 1.229(6) . ? O6 N8 1.231(6) . ? N1 C1 1.446(6) . ? N2 C7 1.360(5) . ? N2 C4 1.390(5) . ? N2 H2A 0.8600 . ? N3 C7 1.373(5) . ? N3 C8 1.411(5) . ? N3 H3A 0.8600 . ? N4 C14 1.352(5) . ? N4 C13 1.404(5) . ? N4 H4A 0.8600 . ? N5 C14 1.355(5) . ? N5 C15 1.414(6) . ? N5 H5B 0.8600 . ? N6 C21 1.379(5) . ? N6 C20 1.393(5) . ? N6 H6B 0.8600 . ? N7 C22 1.373(6) . ? N7 C21 1.374(6) . ? N7 H7A 0.8600 . ? N8 C25 1.442(6) . ? N9 C32 1.508(6) 2_655 ? N9 C32 1.508(6) . ? N9 C31 1.528(5) . ? N9 C31 1.528(5) 2_655 ? N10 C44 1.499(7) . ? N10 C48 1.507(7) . ? N10 C43 1.516(5) . ? N10 C36 1.524(5) . ? C1 C2A 1.258(10) . ? C1 C6 1.312(10) . ? C1 C6A 1.492(10) . ? C1 C2 1.494(10) . ? C2 C3 1.374(12) . ? C2A C3A 1.427(13) . ? C3 C4 1.470(10) . ? C3A C4 1.332(10) . ? C4 C5 1.379(9) . ? C4 C5A 1.443(10) . ? C5 C6 1.377(12) . ? C5A C6A 1.386(12) . ? C8 C9 1.380(6) . ? C8 C13 1.410(5) . ? C9 C10 1.379(6) . ? C9 H9 0.9300 . ? C10 C11 1.389(6) . ? C10 H10 0.9300 . ? C11 C12 1.364(6) . ? C11 H11 0.9300 . ? C12 C13 1.375(6) . ? C12 H12 0.9300 . ? C15 C16 1.374(6) . ? C15 C20 1.403(6) . ? C16 C17 1.394(7) . ? C16 H16 0.9300 . ? C17 C18 1.383(6) . ? C17 H17 0.9300 . ? C18 C19 1.370(6) . ? C18 H18 0.9300 . ? C19 C20 1.377(6) . ? C19 H19 0.9300 . ? C22 C23 1.405(6) . ? C22 C27 1.417(6) . ? C23 C24 1.371(6) . ? C23 H23 0.9300 . ? C24 C25 1.389(6) . ? C24 H24 0.9300 . ? C25 C26 1.377(7) . ? C26 C27 1.346(7) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.455(9) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 C30 1.521(7) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.496(7) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C33 1.519(6) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.493(8) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.504(7) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 C37 1.514(6) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C38 1.519(6) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C39 1.500(7) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C40 C41 1.512(7) . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 C42 1.515(6) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C43 1.520(7) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 C45 1.515(7) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 C46 1.498(9) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 C47 1.505(9) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C47 H47A 0.9600 . ? C47 H47B 0.9600 . ? C47 H47C 0.9600 . ? C48 C49 1.532(6) . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? C49 C50 1.525(9) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 C51 1.510(8) . ? C50 H50A 0.9700 . ? C50 H50B 0.9700 . ? C51 H51A 0.9600 . ? C51 H51B 0.9600 . ? C51 H51C 0.9600 . ? C52 H52A 0.9700 . ? C52 H52B 0.9700 . ? 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 O8 P1 O7 113.5(2) . . ? O8 P1 O9 110.7(4) . . ? O7 P1 O9 106.44(19) . . ? O8 P1 O10 107.1(3) . . ? O7 P1 O10 111.9(2) . . ? O9 P1 O10 107.0(4) . . ? O1A N1 O2A 110.3(6) . . ? O1A N1 O2 118.4(6) . . ? O2A N1 O2 33.0(5) . . ? O1A N1 O1 27.1(4) . . ? O2A N1 O1 128.9(6) . . ? O2 N1 O1 120.8(6) . . ? O1A N1 C1 122.6(6) . . ? O2A N1 C1 116.2(5) . . ? O2 N1 C1 119.0(5) . . ? O1 N1 C1 114.0(5) . . ? C7 N2 C4 126.5(3) . . ? C7 N2 H2A 116.7 . . ? C4 N2 H2A 116.7 . . ? C7 N3 C8 127.4(3) . . ? C7 N3 H3A 116.3 . . ? C8 N3 H3A 116.3 . . ? C14 N4 C13 123.9(4) . . ? C14 N4 H4A 118.0 . . ? C13 N4 H4A 118.0 . . ? C14 N5 C15 124.5(4) . . ? C14 N5 H5B 117.8 . . ? C15 N5 H5B 117.8 . . ? C21 N6 C20 127.0(3) . . ? C21 N6 H6B 116.5 . . ? C20 N6 H6B 116.5 . . ? C22 N7 C21 127.3(4) . . ? C22 N7 H7A 116.4 . . ? C21 N7 H7A 116.4 . . ? O5 N8 O6 123.5(5) . . ? O5 N8 C25 118.5(5) . . ? O6 N8 C25 118.0(5) . . ? C32 N9 C32 110.9(5) 2_655 . ? C32 N9 C31 111.5(3) 2_655 . ? C32 N9 C31 106.9(3) . . ? C32 N9 C31 106.9(3) 2_655 2_655 ? C32 N9 C31 111.5(3) . 2_655 ? C31 N9 C31 109.1(5) . 2_655 ? C44 N10 C48 111.2(4) . . ? C44 N10 C43 105.9(3) . . ? C48 N10 C43 111.2(4) . . ? C44 N10 C36 112.0(4) . . ? C48 N10 C36 105.8(3) . . ? C43 N10 C36 110.9(3) . . ? C2A C1 C6 109.8(7) . . ? C2A C1 N1 119.9(6) . . ? C6 C1 N1 120.0(5) . . ? C2A C1 C6A 123.2(6) . . ? C6 C1 C6A 37.9(5) . . ? N1 C1 C6A 116.7(5) . . ? C2A C1 C2 30.2(5) . . ? C6 C1 C2 121.1(6) . . ? N1 C1 C2 118.8(5) . . ? C6A C1 C2 112.8(5) . . ? C3 C2 C1 119.3(8) . . ? C1 C2A C3A 121.1(8) . . ? C2 C3 C4 115.4(8) . . ? C4 C3A C2A 118.9(8) . . ? C3A C4 C5 111.4(6) . . ? C3A C4 N2 125.7(5) . . ? C5 C4 N2 116.9(5) . . ? C3A C4 C5A 119.0(6) . . ? C5 C4 C5A 37.8(4) . . ? N2 C4 C5A 114.2(4) . . ? C3A C4 C3 26.3(5) . . ? C5 C4 C3 123.1(6) . . ? N2 C4 C3 120.0(5) . . ? C5A C4 C3 111.9(6) . . ? C6 C5 C4 118.9(7) . . ? C6A C5A C4 120.8(8) . . ? C1 C6 C5 121.9(8) . . ? C5A C6A C1 114.1(8) . . ? O3 C7 N2 124.8(4) . . ? O3 C7 N3 124.1(4) . . ? N2 C7 N3 111.0(3) . . ? C9 C8 C13 119.6(4) . . ? C9 C8 N3 124.0(3) . . ? C13 C8 N3 116.4(4) . . ? C10 C9 C8 120.0(4) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C11 120.5(4) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C12 C11 C10 119.4(4) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C11 C12 C13 121.6(4) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C12 C13 N4 121.7(3) . . ? C12 C13 C8 119.0(4) . . ? N4 C13 C8 119.3(4) . . ? N4 C14 N5 113.8(4) . . ? N4 C14 S1 123.0(3) . . ? N5 C14 S1 123.2(3) . . ? C16 C15 C20 119.9(4) . . ? C16 C15 N5 120.1(4) . . ? C20 C15 N5 120.0(4) . . ? C15 C16 C17 120.4(4) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C18 C17 C16 118.9(4) . . ? C18 C17 H17 120.6 . . ? C16 C17 H17 120.6 . . ? C19 C18 C17 121.1(4) . . ? C19 C18 H18 119.4 . . ? C17 C18 H18 119.4 . . ? C18 C19 C20 120.3(4) . . ? C18 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? C19 C20 N6 123.6(4) . . ? C19 C20 C15 119.4(4) . . ? N6 C20 C15 117.0(4) . . ? O4 C21 N7 124.5(4) . . ? O4 C21 N6 124.0(4) . . ? N7 C21 N6 111.6(3) . . ? N7 C22 C23 124.3(4) . . ? N7 C22 C27 117.4(4) . . ? C23 C22 C27 118.2(4) . . ? C24 C23 C22 119.6(4) . . ? C24 C23 H23 120.2 . . ? C22 C23 H23 120.2 . . ? C23 C24 C25 120.2(4) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C26 C25 C24 120.9(4) . . ? C26 C25 N8 119.7(4) . . ? C24 C25 N8 119.3(4) . . ? C27 C26 C25 119.5(4) . . ? C27 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? C26 C27 C22 121.5(4) . . ? C26 C27 H27 119.3 . . ? C22 C27 H27 119.3 . . ? C29 C28 H28A 109.5 . . ? C29 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C29 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C28 C29 C30 114.7(5) . . ? C28 C29 H29A 108.6 . . ? C30 C29 H29A 108.6 . . ? C28 C29 H29B 108.6 . . ? C30 C29 H29B 108.6 . . ? H29A C29 H29B 107.6 . . ? C31 C30 C29 110.5(4) . . ? C31 C30 H30A 109.5 . . ? C29 C30 H30A 109.5 . . ? C31 C30 H30B 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 108.1 . . ? C30 C31 N9 115.6(4) . . ? C30 C31 H31A 108.4 . . ? N9 C31 H31A 108.4 . . ? C30 C31 H31B 108.4 . . ? N9 C31 H31B 108.4 . . ? H31A C31 H31B 107.4 . . ? N9 C32 C33 117.6(4) . . ? N9 C32 H32A 107.9 . . ? C33 C32 H32A 107.9 . . ? N9 C32 H32B 107.9 . . ? C33 C32 H32B 107.9 . . ? H32A C32 H32B 107.2 . . ? C34 C33 C32 111.2(4) . . ? C34 C33 H33A 109.4 . . ? C32 C33 H33A 109.4 . . ? C34 C33 H33B 109.4 . . ? C32 C33 H33B 109.4 . . ? H33A C33 H33B 108.0 . . ? C33 C34 C35 113.8(5) . . ? C33 C34 H34A 108.8 . . ? C35 C34 H34A 108.8 . . ? C33 C34 H34B 108.8 . . ? C35 C34 H34B 108.8 . . ? H34A C34 H34B 107.7 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C37 C36 N10 115.2(3) . . ? C37 C36 H36A 108.5 . . ? N10 C36 H36A 108.5 . . ? C37 C36 H36B 108.5 . . ? N10 C36 H36B 108.5 . . ? H36A C36 H36B 107.5 . . ? C36 C37 C38 109.8(4) . . ? C36 C37 H37A 109.7 . . ? C38 C37 H37A 109.7 . . ? C36 C37 H37B 109.7 . . ? C38 C37 H37B 109.7 . . ? H37A C37 H37B 108.2 . . ? C39 C38 C37 113.5(4) . . ? C39 C38 H38A 108.9 . . ? C37 C38 H38A 108.9 . . ? C39 C38 H38B 108.9 . . ? C37 C38 H38B 108.9 . . ? H38A C38 H38B 107.7 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40 H40A 109.5 . . ? C41 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C41 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C40 C41 C42 112.8(4) . . ? C40 C41 H41A 109.0 . . ? C42 C41 H41A 109.0 . . ? C40 C41 H41B 109.0 . . ? C42 C41 H41B 109.0 . . ? H41A C41 H41B 107.8 . . ? C41 C42 C43 109.1(4) . . ? C41 C42 H42A 109.9 . . ? C43 C42 H42A 109.9 . . ? C41 C42 H42B 109.9 . . ? C43 C42 H42B 109.9 . . ? H42A C42 H42B 108.3 . . ? N10 C43 C42 115.8(4) . . ? N10 C43 H43A 108.3 . . ? C42 C43 H43A 108.3 . . ? N10 C43 H43B 108.3 . . ? C42 C43 H43B 108.3 . . ? H43A C43 H43B 107.4 . . ? N10 C44 C45 116.2(4) . . ? N10 C44 H44A 108.2 . . ? C45 C44 H44A 108.2 . . ? N10 C44 H44B 108.2 . . ? C45 C44 H44B 108.2 . . ? H44A C44 H44B 107.4 . . ? C46 C45 C44 110.9(5) . . ? C46 C45 H45A 109.5 . . ? C44 C45 H45A 109.5 . . ? C46 C45 H45B 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 108.0 . . ? C45 C46 C47 113.7(6) . . ? C45 C46 H46A 108.8 . . ? C47 C46 H46A 108.8 . . ? C45 C46 H46B 108.8 . . ? C47 C46 H46B 108.8 . . ? H46A C46 H46B 107.7 . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? N10 C48 C49 116.8(4) . . ? N10 C48 H48A 108.1 . . ? C49 C48 H48A 108.1 . . ? N10 C48 H48B 108.1 . . ? C49 C48 H48B 108.1 . . ? H48A C48 H48B 107.3 . . ? C50 C49 C48 108.9(5) . . ? C50 C49 H49A 109.9 . . ? C48 C49 H49A 109.9 . . ? C50 C49 H49B 109.9 . . ? C48 C49 H49B 109.9 . . ? H49A C49 H49B 108.3 . . ? C51 C50 C49 112.5(6) . . ? C51 C50 H50A 109.1 . . ? C49 C50 H50A 109.1 . . ? C51 C50 H50B 109.1 . . ? C49 C50 H50B 109.1 . . ? H50A C50 H50B 107.8 . . ? C50 C51 H51A 109.5 . . ? C50 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C50 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? Cl2 C52 Cl1 110.8(3) . . ? Cl2 C52 H52A 109.5 . . ? Cl1 C52 H52A 109.5 . . ? Cl2 C52 H52B 109.5 . . ? Cl1 C52 H52B 109.5 . . ? H52A C52 H52B 108.1 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.814 _refine_diff_density_min -0.634 _refine_diff_density_rms 0.086 _database_code_depnum_ccdc_archive 'CCDC 933251'