# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 182 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Al-Rafia, SM Ibrahim' 'Malcolm, Adam' 'Liew, Sean' 'Ferguson, Michael' 'McDonald, Robert' 'Rivard, Eri' _publ_contact_author_name 'Dr Eric Rivard' _publ_contact_author_email erivard@ualberta.ca _publ_contact_author_address ; Department of Chemistry University of Alberta Edmonton Alberta T6E 2G2 CANADA ; _publ_section_title ; Intercepting low oxidation state main group hydrides with a nucleophilic N-hetereocyclic olefin ; # Attachment '- RIvard_merged.cif' #TrackingRef '- RIvard_merged.cif' data_riv1084 _database_code_depnum_ccdc_archive 'CCDC 819208' #TrackingRef '- RIvard_merged.cif' _vrf_PLAT242_riv1084 ; RESPONSE: The carbons C17A and C40B are each part of isopropyl groups, and are each bound to methyl carbons with significantly larger displacement parameters (with elongated thermal ellipsoids). The C-CH3 bond distances and H3C-C-CH3 bond angles are otherwise quite well behaved. Breaking of each of the attached methyl carbons (here, C18A and C19A attached to C17A, and C41B and C42B attached to C40B) into two positions each yielded unsatisfactory behaviour upon further refinement attempts (distortions of bond lengths and angles plus thermal parmeters that were no better behaved than those for the original methyl carbons). ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 1 _chemical_melting_point ? _chemical_formula_moiety 'C28 H38 N2' _chemical_formula_sum 'C28 H38 N2' _chemical_formula_weight 402.60 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.0622(12) _cell_length_b 16.6074(15) _cell_length_c 22.775(2) _cell_angle_alpha 79.6784(11) _cell_angle_beta 81.3389(12) _cell_angle_gamma 78.5042(11) _cell_volume 5091.3(8) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5951 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 20.39 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.050 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 0.060 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.9658 _exptl_absorpt_correction_T_max 0.9931 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 36469 _diffrn_reflns_av_R_equivalents 0.0670 _diffrn_reflns_av_sigmaI/netI 0.0921 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 0.92 _diffrn_reflns_theta_max 25.25 _reflns_number_total 18420 _reflns_number_gt 9096 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0853P)^2^+0.3847P] 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 SHELXL _refine_ls_extinction_coef 0.0029(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 18420 _refine_ls_number_parameters 1082 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1455 _refine_ls_R_factor_gt 0.0647 _refine_ls_wR_factor_ref 0.1921 _refine_ls_wR_factor_gt 0.1498 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1A N 0.17333(16) 0.33920(13) 0.38533(10) 0.0369(6) Uani 1 1 d . . . N2A N 0.08920(16) 0.25636(13) 0.35879(10) 0.0367(6) Uani 1 1 d . . . C1A C 0.0951(2) 0.29776(16) 0.40571(13) 0.0367(7) Uani 1 1 d . . . C2A C 0.0391(2) 0.2974(2) 0.45841(14) 0.0542(8) Uani 1 1 d . . . H2A H 0.0509 0.3281 0.4872 0.065 Uiso 1 1 calc R . . H2B H -0.0127 0.2664 0.4672 0.065 Uiso 1 1 calc R . . C3A C 0.2124(2) 0.32381(18) 0.32787(12) 0.0442(7) Uani 1 1 d . . . H3A H 0.2667 0.3446 0.3044 0.053 Uiso 1 1 calc R . . C4A C 0.1602(2) 0.27453(18) 0.31145(13) 0.0439(7) Uani 1 1 d . . . H4A H 0.1700 0.2552 0.2738 0.053 Uiso 1 1 calc R . . C11A C 0.2116(2) 0.38090(16) 0.42372(12) 0.0367(7) Uani 1 1 d . . . C12A C 0.1748(2) 0.46590(17) 0.42518(13) 0.0446(7) Uani 1 1 d . . . C13A C 0.2069(2) 0.50216(18) 0.46700(14) 0.0570(9) Uani 1 1 d . . . H13A H 0.1828 0.5592 0.4696 0.068 Uiso 1 1 calc R . . C14A C 0.2730(2) 0.45748(18) 0.50483(14) 0.0547(9) Uani 1 1 d . . . H14A H 0.2935 0.4837 0.5334 0.066 Uiso 1 1 calc R . . C15A C 0.3096(2) 0.37477(17) 0.50141(13) 0.0475(8) Uani 1 1 d . . . H15A H 0.3559 0.3447 0.5274 0.057 Uiso 1 1 calc R . . C16A C 0.2800(2) 0.33496(16) 0.46071(12) 0.0372(7) Uani 1 1 d . . . C17A C 0.1034(3) 0.51526(18) 0.38254(15) 0.0606(9) Uani 1 1 d . . . H17A H 0.0971 0.4785 0.3535 0.073 Uiso 1 1 calc R . . C18A C 0.0039(3) 0.5407(3) 0.4146(2) 0.137(2) Uani 1 1 d . . . H18A H -0.0204 0.4912 0.4369 0.164 Uiso 1 1 calc R . . H18B H -0.0406 0.5695 0.3852 0.164 Uiso 1 1 calc R . . H18C H 0.0075 0.5780 0.4426 0.164 Uiso 1 1 calc R . . C19A C 0.1403(4) 0.5909(3) 0.3466(2) 0.161(3) Uani 1 1 d . . . H19A H 0.0924 0.6213 0.3198 0.193 Uiso 1 1 calc R . . H19B H 0.2026 0.5734 0.3227 0.193 Uiso 1 1 calc R . . H19C H 0.1497 0.6271 0.3740 0.193 Uiso 1 1 calc R . . C20A C 0.3222(2) 0.24396(16) 0.45601(14) 0.0467(8) Uani 1 1 d . . . H20A H 0.2885 0.2272 0.4257 0.056 Uiso 1 1 calc R . . C21A C 0.3027(4) 0.1887(2) 0.51461(17) 0.1036(16) Uani 1 1 d . . . H21A H 0.3299 0.1307 0.5100 0.124 Uiso 1 1 calc R . . H21B H 0.2320 0.1945 0.5265 0.124 Uiso 1 1 calc R . . H21C H 0.3334 0.2047 0.5456 0.124 Uiso 1 1 calc R . . C22A C 0.4279(3) 0.2333(2) 0.4341(3) 0.148(3) Uani 1 1 d . . . H22A H 0.4533 0.1747 0.4308 0.177 Uiso 1 1 calc R . . H22B H 0.4627 0.2509 0.4624 0.177 Uiso 1 1 calc R . . H22C H 0.4378 0.2673 0.3945 0.177 Uiso 1 1 calc R . . C31A C 0.0096(2) 0.21550(16) 0.35739(12) 0.0364(7) Uani 1 1 d . . . C32A C -0.0769(2) 0.26267(16) 0.33811(13) 0.0426(7) Uani 1 1 d . . . C33A C -0.1539(2) 0.22210(17) 0.33835(14) 0.0492(8) Uani 1 1 d . . . H33A H -0.2134 0.2529 0.3251 0.059 Uiso 1 1 calc R . . C34A C -0.1458(2) 0.13752(18) 0.35755(14) 0.0487(8) Uani 1 1 d . . . H34A H -0.1995 0.1106 0.3577 0.058 Uiso 1 1 calc R . . C35A C -0.0598(2) 0.09230(18) 0.37654(15) 0.0522(8) Uani 1 1 d . . . H35A H -0.0551 0.0342 0.3899 0.063 Uiso 1 1 calc R . . C36A C 0.0202(2) 0.12938(17) 0.37665(13) 0.0439(7) Uani 1 1 d . . . C37A C -0.0864(2) 0.35542(17) 0.31572(15) 0.0553(9) Uani 1 1 d . . . H37A H -0.0260 0.3733 0.3232 0.066 Uiso 1 1 calc R . . C38A C -0.1734(3) 0.4050(2) 0.34975(19) 0.0827(12) Uani 1 1 d . . . H38A H -0.1668 0.3934 0.3928 0.099 Uiso 1 1 calc R . . H38B H -0.2339 0.3891 0.3430 0.099 Uiso 1 1 calc R . . H38C H -0.1756 0.4646 0.3353 0.099 Uiso 1 1 calc R . . C39A C -0.0911(3) 0.3726(2) 0.24814(18) 0.0846(12) Uani 1 1 d . . . H39A H -0.0985 0.4327 0.2342 0.102 Uiso 1 1 calc R . . H39B H -0.1471 0.3520 0.2392 0.102 Uiso 1 1 calc R . . H39C H -0.0308 0.3443 0.2276 0.102 Uiso 1 1 calc R . . C40A C 0.1145(2) 0.07958(18) 0.39780(18) 0.0629(10) Uani 1 1 d . . . H40A H 0.1675 0.1120 0.3800 0.076 Uiso 1 1 calc R . . C41A C 0.1108(3) 0.0693(3) 0.4650(2) 0.1153(17) Uani 1 1 d . . . H41A H 0.0929 0.1240 0.4780 0.138 Uiso 1 1 calc R . . H41B H 0.1752 0.0422 0.4768 0.138 Uiso 1 1 calc R . . H41C H 0.0621 0.0350 0.4839 0.138 Uiso 1 1 calc R . . C42A C 0.1424(3) -0.0042(2) 0.3763(2) 0.1111(17) Uani 1 1 d . . . H42A H 0.1467 0.0038 0.3324 0.133 Uiso 1 1 calc R . . H42B H 0.0927 -0.0383 0.3937 0.133 Uiso 1 1 calc R . . H42C H 0.2059 -0.0323 0.3889 0.133 Uiso 1 1 calc R . . N1B N 0.42729(16) 0.24607(13) 0.14888(10) 0.0389(6) Uani 1 1 d . . . N2B N 0.34057(16) 0.36748(13) 0.11883(10) 0.0413(6) Uani 1 1 d . . . C1B C 0.4231(2) 0.31115(17) 0.10117(13) 0.0480(8) Uani 1 1 d . . . C2B C 0.4841(3) 0.3190(2) 0.05115(16) 0.0942(15) Uani 1 1 d . . . H2C H 0.5391 0.2765 0.0446 0.113 Uiso 1 1 calc R . . H2D H 0.4729 0.3671 0.0217 0.113 Uiso 1 1 calc R . . C3B C 0.3516(2) 0.26347(17) 0.19331(13) 0.0487(8) Uani 1 1 d . . . H3B H 0.3396 0.2289 0.2307 0.058 Uiso 1 1 calc R . . C4B C 0.2981(2) 0.33692(17) 0.17514(13) 0.0482(8) Uani 1 1 d . . . H4B H 0.2411 0.3636 0.1969 0.058 Uiso 1 1 calc R . . C11B C 0.5082(2) 0.17730(16) 0.15287(12) 0.0377(7) Uani 1 1 d . . . C12B C 0.5004(2) 0.10468(16) 0.13211(13) 0.0427(7) Uani 1 1 d . . . C13B C 0.5804(2) 0.03950(17) 0.13666(14) 0.0505(8) Uani 1 1 d . . . H13B H 0.5777 -0.0112 0.1237 0.061 Uiso 1 1 calc R . . C14B C 0.6626(2) 0.04715(18) 0.15952(14) 0.0511(8) Uani 1 1 d . . . H14B H 0.7162 0.0022 0.1618 0.061 Uiso 1 1 calc R . . C15B C 0.6675(2) 0.11951(17) 0.17907(14) 0.0474(8) Uani 1 1 d . . . H15B H 0.7245 0.1239 0.1951 0.057 Uiso 1 1 calc R . . C16B C 0.5905(2) 0.18643(16) 0.17588(13) 0.0417(7) Uani 1 1 d . . . C17B C 0.4115(2) 0.09599(18) 0.10514(15) 0.0527(8) Uani 1 1 d . . . H17B H 0.3573 0.1415 0.1165 0.063 Uiso 1 1 calc R . . C18B C 0.4299(4) 0.1081(4) 0.0379(2) 0.138(2) Uani 1 1 d . . . H18D H 0.4500 0.1621 0.0232 0.165 Uiso 1 1 calc R . . H18E H 0.3699 0.1066 0.0215 0.165 Uiso 1 1 calc R . . H18F H 0.4817 0.0637 0.0252 0.165 Uiso 1 1 calc R . . C19B C 0.3770(3) 0.0152(2) 0.1288(2) 0.1091(17) Uani 1 1 d . . . H19D H 0.3621 0.0096 0.1726 0.131 Uiso 1 1 calc R . . H19E H 0.4284 -0.0309 0.1181 0.131 Uiso 1 1 calc R . . H19F H 0.3181 0.0141 0.1110 0.131 Uiso 1 1 calc R . . C20B C 0.5977(2) 0.26549(18) 0.19835(15) 0.0548(9) Uani 1 1 d . . . H20B H 0.5401 0.3084 0.1867 0.066 Uiso 1 1 calc R . . C21B C 0.6885(3) 0.2994(2) 0.1702(2) 0.0957(14) Uani 1 1 d . . . H21D H 0.6895 0.3506 0.1856 0.115 Uiso 1 1 calc R . . H21E H 0.6887 0.3115 0.1264 0.115 Uiso 1 1 calc R . . H21F H 0.7464 0.2581 0.1801 0.115 Uiso 1 1 calc R . . C22B C 0.5915(3) 0.2516(2) 0.26644(18) 0.0922(13) Uani 1 1 d . . . H22D H 0.5307 0.2317 0.2838 0.111 Uiso 1 1 calc R . . H22E H 0.5924 0.3041 0.2802 0.111 Uiso 1 1 calc R . . H22F H 0.6475 0.2101 0.2793 0.111 Uiso 1 1 calc R . . C31B C 0.3061(2) 0.44413(16) 0.08177(12) 0.0404(7) Uani 1 1 d . . . C32B C 0.2374(2) 0.44503(17) 0.04398(13) 0.0436(7) Uani 1 1 d . . . C33B C 0.2075(2) 0.51936(19) 0.00675(14) 0.0535(8) Uani 1 1 d . . . H33B H 0.1605 0.5217 -0.0197 0.064 Uiso 1 1 calc R . . C34B C 0.2447(2) 0.5886(2) 0.00796(15) 0.0582(9) Uani 1 1 d . . . H34B H 0.2243 0.6385 -0.0181 0.070 Uiso 1 1 calc R . . C35B C 0.3114(3) 0.58692(19) 0.04642(15) 0.0604(9) Uani 1 1 d . . . H35B H 0.3358 0.6361 0.0469 0.072 Uiso 1 1 calc R . . C36B C 0.3444(2) 0.51464(18) 0.08488(13) 0.0495(8) Uani 1 1 d . . . C37B C 0.1947(3) 0.36853(19) 0.04197(15) 0.0593(9) Uani 1 1 d . . . H37B H 0.2225 0.3232 0.0732 0.071 Uiso 1 1 calc R . . C38B C 0.2256(4) 0.3393(3) -0.0182(2) 0.1114(16) Uani 1 1 d . . . H38D H 0.2971 0.3295 -0.0263 0.134 Uiso 1 1 calc R . . H38E H 0.1978 0.3819 -0.0498 0.134 Uiso 1 1 calc R . . H38F H 0.2019 0.2875 -0.0177 0.134 Uiso 1 1 calc R . . C39B C 0.0854(3) 0.3830(2) 0.0568(2) 0.1108(17) Uani 1 1 d . . . H39D H 0.0676 0.4008 0.0963 0.133 Uiso 1 1 calc R . . H39E H 0.0615 0.3313 0.0573 0.133 Uiso 1 1 calc R . . H39F H 0.0558 0.4263 0.0263 0.133 Uiso 1 1 calc R . . C40B C 0.4161(3) 0.5146(2) 0.12786(16) 0.0664(10) Uani 1 1 d . . . H40B H 0.4214 0.4600 0.1551 0.080 Uiso 1 1 calc R . . C41B C 0.5170(3) 0.5216(4) 0.0967(2) 0.136(2) Uani 1 1 d . . . H41D H 0.5397 0.4772 0.0721 0.163 Uiso 1 1 calc R . . H41E H 0.5617 0.5166 0.1267 0.163 Uiso 1 1 calc R . . H41F H 0.5152 0.5757 0.0708 0.163 Uiso 1 1 calc R . . C42B C 0.3804(5) 0.5813(4) 0.1666(3) 0.177(3) Uani 1 1 d . . . H42D H 0.3156 0.5747 0.1876 0.213 Uiso 1 1 calc R . . H42E H 0.3761 0.6360 0.1414 0.213 Uiso 1 1 calc R . . H42F H 0.4260 0.5767 0.1961 0.213 Uiso 1 1 calc R . . N1C N 0.10908(16) 0.90753(13) 0.15268(10) 0.0392(6) Uani 1 1 d . . . N2C N 0.04657(16) 0.80337(13) 0.20795(10) 0.0395(6) Uani 1 1 d . . . C1C C 0.0253(2) 0.87191(16) 0.16363(12) 0.0389(7) Uani 1 1 d . . . C2C C -0.0564(2) 0.89744(19) 0.13721(14) 0.0585(9) Uani 1 1 d . . . H2E H -0.0618 0.9452 0.1071 0.070 Uiso 1 1 calc R . . H2F H -0.1092 0.8678 0.1485 0.070 Uiso 1 1 calc R . . C3C C 0.1782(2) 0.86162(18) 0.18934(13) 0.0470(8) Uani 1 1 d . . . H3C H 0.2418 0.8727 0.1899 0.056 Uiso 1 1 calc R . . C4C C 0.1394(2) 0.79963(18) 0.22337(14) 0.0472(8) Uani 1 1 d . . . H4C H 0.1701 0.7595 0.2532 0.057 Uiso 1 1 calc R . . C11C C 0.12489(19) 0.97452(16) 0.10514(12) 0.0372(7) Uani 1 1 d . . . C12C C 0.1627(2) 0.95592(16) 0.04808(12) 0.0386(7) Uani 1 1 d . . . C13C C 0.1790(2) 1.02167(18) 0.00269(13) 0.0466(8) Uani 1 1 d . . . H13C H 0.2052 1.0107 -0.0366 0.056 Uiso 1 1 calc R . . C14C C 0.1577(2) 1.10255(18) 0.01403(14) 0.0510(8) Uani 1 1 d . . . H14C H 0.1691 1.1469 -0.0173 0.061 Uiso 1 1 calc R . . C15C C 0.1201(2) 1.11890(18) 0.07065(15) 0.0538(8) Uani 1 1 d . . . H15C H 0.1062 1.1749 0.0778 0.065 Uiso 1 1 calc R . . C16C C 0.1016(2) 1.05645(17) 0.11781(13) 0.0429(7) Uani 1 1 d . . . C17C C 0.1867(2) 0.86738(18) 0.03433(14) 0.0521(8) Uani 1 1 d . . . H17C H 0.1630 0.8301 0.0708 0.063 Uiso 1 1 calc R . . C18C C 0.1353(3) 0.8583(2) -0.01736(18) 0.0846(12) Uani 1 1 d . . . H18G H 0.1523 0.8007 -0.0252 0.102 Uiso 1 1 calc R . . H18H H 0.1558 0.8956 -0.0534 0.102 Uiso 1 1 calc R . . H18I H 0.0644 0.8726 -0.0069 0.102 Uiso 1 1 calc R . . C19C C 0.2970(3) 0.8399(2) 0.02122(19) 0.0828(12) Uani 1 1 d . . . H19G H 0.3110 0.7824 0.0131 0.099 Uiso 1 1 calc R . . H19H H 0.3285 0.8432 0.0561 0.099 Uiso 1 1 calc R . . H19I H 0.3223 0.8763 -0.0139 0.099 Uiso 1 1 calc R . . C20C C 0.0588(3) 1.0758(2) 0.17996(14) 0.0590(9) Uani 1 1 d . . . H20C H 0.0601 1.0216 0.2077 0.071 Uiso 1 1 calc R . . C21C C -0.0455(3) 1.1183(4) 0.1805(2) 0.132(2) Uani 1 1 d . . . H21G H -0.0831 1.0838 0.1658 0.159 Uiso 1 1 calc R . . H21H H -0.0490 1.1723 0.1544 0.159 Uiso 1 1 calc R . . H21I H -0.0727 1.1267 0.2216 0.159 Uiso 1 1 calc R . . C22C C 0.1175(4) 1.1264(3) 0.2039(2) 0.125(2) Uani 1 1 d . . . H22G H 0.1853 1.0972 0.2040 0.150 Uiso 1 1 calc R . . H22H H 0.0896 1.1344 0.2450 0.150 Uiso 1 1 calc R . . H22I H 0.1159 1.1807 0.1783 0.150 Uiso 1 1 calc R . . C31C C -0.02299(19) 0.75249(16) 0.23720(12) 0.0364(7) Uani 1 1 d . . . C32C C -0.0268(2) 0.68029(17) 0.21472(13) 0.0410(7) Uani 1 1 d . . . C33C C -0.0967(2) 0.63416(18) 0.24389(15) 0.0491(8) Uani 1 1 d . . . H33C H -0.1018 0.5852 0.2293 0.059 Uiso 1 1 calc R . . C34C C -0.1589(2) 0.65657(17) 0.29301(14) 0.0478(8) Uani 1 1 d . . . H34C H -0.2060 0.6235 0.3121 0.057 Uiso 1 1 calc R . . C35C C -0.1524(2) 0.72764(17) 0.31450(14) 0.0450(7) Uani 1 1 d . . . H35C H -0.1951 0.7429 0.3487 0.054 Uiso 1 1 calc R . . C36C C -0.0849(2) 0.77699(16) 0.28713(13) 0.0393(7) Uani 1 1 d . . . C37C C 0.0412(2) 0.65399(19) 0.16084(14) 0.0538(8) Uani 1 1 d . . . H37C H 0.0930 0.6894 0.1519 0.065 Uiso 1 1 calc R . . C38C C -0.0111(3) 0.6674(3) 0.10622(18) 0.125(2) Uani 1 1 d . . . H38G H -0.0426 0.7258 0.0981 0.150 Uiso 1 1 calc R . . H38H H -0.0608 0.6318 0.1133 0.150 Uiso 1 1 calc R . . H38I H 0.0359 0.6533 0.0716 0.150 Uiso 1 1 calc R . . C39C C 0.0915(3) 0.5637(2) 0.1737(2) 0.1158(18) Uani 1 1 d . . . H39G H 0.1258 0.5557 0.2093 0.139 Uiso 1 1 calc R . . H39H H 0.1384 0.5498 0.1391 0.139 Uiso 1 1 calc R . . H39I H 0.0424 0.5274 0.1812 0.139 Uiso 1 1 calc R . . C40C C -0.0779(2) 0.85444(18) 0.31192(14) 0.0514(8) Uani 1 1 d . . . H40C H -0.0309 0.8847 0.2834 0.062 Uiso 1 1 calc R . . C41C C -0.1761(3) 0.9126(2) 0.31724(19) 0.0800(12) Uani 1 1 d . . . H41G H -0.1996 0.9285 0.2777 0.096 Uiso 1 1 calc R . . H41H H -0.1686 0.9625 0.3322 0.096 Uiso 1 1 calc R . . H41I H -0.2233 0.8842 0.3453 0.096 Uiso 1 1 calc R . . C42C C -0.0378(3) 0.8296(2) 0.37247(17) 0.0867(13) Uani 1 1 d . . . H42G H 0.0260 0.7933 0.3677 0.104 Uiso 1 1 calc R . . H42H H -0.0831 0.8001 0.4013 0.104 Uiso 1 1 calc R . . H42I H -0.0306 0.8797 0.3874 0.104 Uiso 1 1 calc R . . N1D N 0.40794(16) 0.81858(13) 0.34587(10) 0.0397(6) Uani 1 1 d . . . N2D N 0.47169(16) 0.72192(13) 0.28947(10) 0.0403(6) Uani 1 1 d . . . C1D C 0.49322(19) 0.76220(16) 0.33277(12) 0.0367(7) Uani 1 1 d . . . C2D C 0.5766(2) 0.75111(18) 0.35683(14) 0.0543(9) Uani 1 1 d . . . H2G H 0.6308 0.7112 0.3443 0.065 Uiso 1 1 calc R . . H2H H 0.5818 0.7832 0.3865 0.065 Uiso 1 1 calc R . . C3D C 0.3370(2) 0.81060(18) 0.31180(13) 0.0500(8) Uani 1 1 d . . . H3D H 0.2721 0.8411 0.3129 0.060 Uiso 1 1 calc R . . C4D C 0.3763(2) 0.75250(19) 0.27723(14) 0.0507(8) Uani 1 1 d . . . H4D H 0.3443 0.7351 0.2491 0.061 Uiso 1 1 calc R . . C11D C 0.39295(19) 0.86091(15) 0.39671(12) 0.0353(7) Uani 1 1 d . . . C12D C 0.3480(2) 0.82530(16) 0.45115(13) 0.0395(7) Uani 1 1 d . . . C13D C 0.3355(2) 0.86702(17) 0.50024(13) 0.0466(8) Uani 1 1 d . . . H13D H 0.3045 0.8441 0.5377 0.056 Uiso 1 1 calc R . . C14D C 0.3679(2) 0.94132(17) 0.49494(14) 0.0485(8) Uani 1 1 d . . . H14D H 0.3588 0.9695 0.5287 0.058 Uiso 1 1 calc R . . C15D C 0.4130(2) 0.97467(18) 0.44138(14) 0.0504(8) Uani 1 1 d . . . H15D H 0.4359 1.0254 0.4388 0.060 Uiso 1 1 calc R . . C16D C 0.4265(2) 0.93677(16) 0.39070(13) 0.0431(7) Uani 1 1 d . . . C17D C 0.3123(2) 0.74288(17) 0.45832(14) 0.0514(8) Uani 1 1 d . . . H17D H 0.3308 0.7210 0.4192 0.062 Uiso 1 1 calc R . . C18D C 0.3607(3) 0.67849(19) 0.50666(18) 0.0851(13) Uani 1 1 d . . . H18J H 0.4318 0.6699 0.4963 0.102 Uiso 1 1 calc R . . H18K H 0.3378 0.6258 0.5092 0.102 Uiso 1 1 calc R . . H18L H 0.3435 0.6984 0.5455 0.102 Uiso 1 1 calc R . . C19D C 0.2016(2) 0.7559(2) 0.47175(18) 0.0775(11) Uani 1 1 d . . . H19J H 0.1723 0.7964 0.4396 0.093 Uiso 1 1 calc R . . H19K H 0.1815 0.7768 0.5102 0.093 Uiso 1 1 calc R . . H19L H 0.1795 0.7029 0.4741 0.093 Uiso 1 1 calc R . . C20D C 0.4740(3) 0.97574(19) 0.33123(15) 0.0595(9) Uani 1 1 d . . . H20D H 0.4941 0.9321 0.3045 0.071 Uiso 1 1 calc R . . C21D C 0.5645(3) 1.0085(3) 0.33814(19) 0.0979(14) Uani 1 1 d . . . H21J H 0.6113 0.9632 0.3573 0.118 Uiso 1 1 calc R . . H21K H 0.5461 1.0527 0.3632 0.118 Uiso 1 1 calc R . . H21L H 0.5946 1.0308 0.2984 0.118 Uiso 1 1 calc R . . C22D C 0.4018(3) 1.0454(3) 0.30109(18) 0.1122(17) Uani 1 1 d . . . H22J H 0.3441 1.0238 0.2960 0.135 Uiso 1 1 calc R . . H22K H 0.4326 1.0680 0.2617 0.135 Uiso 1 1 calc R . . H22L H 0.3821 1.0896 0.3261 0.135 Uiso 1 1 calc R . . C31D C 0.5415(2) 0.65861(16) 0.26291(13) 0.0379(7) Uani 1 1 d . . . C32D C 0.5434(2) 0.57525(17) 0.28908(13) 0.0433(7) Uani 1 1 d . . . C33D C 0.6143(2) 0.51647(17) 0.26254(14) 0.0473(8) Uani 1 1 d . . . H33D H 0.6184 0.4593 0.2790 0.057 Uiso 1 1 calc R . . C34D C 0.6778(2) 0.53899(17) 0.21361(15) 0.0488(8) Uani 1 1 d . . . H34D H 0.7251 0.4975 0.1966 0.059 Uiso 1 1 calc R . . C35D C 0.6740(2) 0.62153(17) 0.18855(14) 0.0466(8) Uani 1 1 d . . . H35D H 0.7184 0.6364 0.1544 0.056 Uiso 1 1 calc R . . C36D C 0.6053(2) 0.68324(16) 0.21317(13) 0.0392(7) Uani 1 1 d . . . C37D C 0.4746(2) 0.54859(19) 0.34360(14) 0.0551(9) Uani 1 1 d . . . H37D H 0.4205 0.5968 0.3490 0.066 Uiso 1 1 calc R . . C38D C 0.5246(3) 0.5274(3) 0.39968(16) 0.0924(13) Uani 1 1 d . . . H38J H 0.5513 0.5753 0.4053 0.111 Uiso 1 1 calc R . . H38K H 0.5778 0.4798 0.3959 0.111 Uiso 1 1 calc R . . H38L H 0.4773 0.5132 0.4344 0.111 Uiso 1 1 calc R . . C39D C 0.4291(4) 0.4767(3) 0.3362(2) 0.127(2) Uani 1 1 d . . . H39J H 0.3962 0.4910 0.2998 0.152 Uiso 1 1 calc R . . H39K H 0.3814 0.4647 0.3712 0.152 Uiso 1 1 calc R . . H39L H 0.4801 0.4275 0.3329 0.152 Uiso 1 1 calc R . . C40D C 0.5993(2) 0.77377(17) 0.18340(14) 0.0475(8) Uani 1 1 d . . . H40D H 0.5600 0.8098 0.2124 0.057 Uiso 1 1 calc R . . C41D C 0.6995(3) 0.7983(2) 0.16746(18) 0.0767(12) Uani 1 1 d . . . H41J H 0.7311 0.7909 0.2041 0.092 Uiso 1 1 calc R . . H41K H 0.6924 0.8567 0.1486 0.092 Uiso 1 1 calc R . . H41L H 0.7396 0.7632 0.1394 0.092 Uiso 1 1 calc R . . C42D C 0.5465(3) 0.7881(2) 0.12792(16) 0.0779(12) Uani 1 1 d . . . H42J H 0.4810 0.7742 0.1395 0.094 Uiso 1 1 calc R . . H42K H 0.5833 0.7527 0.0991 0.094 Uiso 1 1 calc R . . H42L H 0.5410 0.8466 0.1094 0.094 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 N1A 0.0392(14) 0.0358(13) 0.0380(14) -0.0086(11) -0.0055(11) -0.0091(11) N2A 0.0355(14) 0.0371(13) 0.0399(14) -0.0130(11) -0.0039(11) -0.0062(11) C1A 0.0354(17) 0.0329(15) 0.0428(18) -0.0077(13) -0.0086(14) -0.0034(13) C2A 0.050(2) 0.069(2) 0.050(2) -0.0217(17) 0.0063(17) -0.0245(17) C3A 0.0456(19) 0.0524(18) 0.0367(18) -0.0094(14) 0.0025(15) -0.0166(15) C4A 0.0492(19) 0.0513(18) 0.0349(17) -0.0143(14) 0.0001(15) -0.0142(15) C11A 0.0413(17) 0.0317(15) 0.0400(16) -0.0069(13) -0.0088(14) -0.0094(13) C12A 0.054(2) 0.0318(16) 0.0477(18) -0.0039(14) -0.0140(15) -0.0031(14) C13A 0.083(2) 0.0283(16) 0.065(2) -0.0119(15) -0.0293(19) -0.0016(16) C14A 0.074(2) 0.0395(18) 0.058(2) -0.0112(16) -0.0258(18) -0.0105(17) C15A 0.055(2) 0.0383(17) 0.0521(19) -0.0062(15) -0.0223(16) -0.0033(15) C16A 0.0388(17) 0.0343(15) 0.0397(16) -0.0057(13) -0.0091(14) -0.0064(13) C17A 0.081(3) 0.0362(17) 0.064(2) -0.0103(16) -0.030(2) 0.0092(17) C18A 0.100(4) 0.179(5) 0.095(4) -0.007(3) -0.038(3) 0.070(4) C19A 0.189(6) 0.116(4) 0.180(5) 0.091(4) -0.119(5) -0.060(4) C20A 0.053(2) 0.0318(16) 0.055(2) -0.0094(14) -0.0177(16) 0.0035(14) C21A 0.203(5) 0.037(2) 0.070(3) -0.0008(19) -0.028(3) -0.018(3) C22A 0.071(3) 0.055(3) 0.297(8) -0.051(4) 0.046(4) 0.006(2) C31A 0.0376(17) 0.0301(15) 0.0427(17) -0.0101(13) -0.0059(13) -0.0042(13) C32A 0.0422(18) 0.0305(15) 0.0570(19) -0.0114(14) -0.0120(15) -0.0021(14) C33A 0.0421(18) 0.0389(17) 0.069(2) -0.0129(16) -0.0171(16) -0.0005(14) C34A 0.0412(19) 0.0422(18) 0.067(2) -0.0163(16) -0.0075(16) -0.0108(15) C35A 0.049(2) 0.0297(16) 0.079(2) -0.0093(16) -0.0082(17) -0.0064(15) C36A 0.0374(17) 0.0341(16) 0.060(2) -0.0103(14) -0.0058(15) -0.0032(14) C37A 0.053(2) 0.0318(16) 0.082(3) -0.0038(16) -0.0264(18) 0.0000(15) C38A 0.086(3) 0.0354(19) 0.120(3) -0.015(2) -0.015(3) 0.0101(19) C39A 0.099(3) 0.051(2) 0.098(3) 0.008(2) -0.028(3) -0.003(2) C40A 0.045(2) 0.0348(17) 0.107(3) 0.0005(18) -0.021(2) -0.0022(15) C41A 0.113(4) 0.107(4) 0.122(4) -0.011(3) -0.067(3) 0.024(3) C42A 0.082(3) 0.065(3) 0.183(5) -0.037(3) -0.046(3) 0.033(2) N1B 0.0385(14) 0.0281(12) 0.0428(14) -0.0002(11) -0.0027(11) 0.0052(10) N2B 0.0409(14) 0.0325(13) 0.0398(14) 0.0023(11) 0.0008(11) 0.0077(11) C1B 0.0484(19) 0.0396(17) 0.0422(18) 0.0058(14) -0.0009(15) 0.0103(15) C2B 0.084(3) 0.081(3) 0.064(2) 0.030(2) 0.030(2) 0.046(2) C3B 0.0496(19) 0.0388(17) 0.0445(18) 0.0033(14) 0.0070(15) 0.0055(15) C4B 0.0480(19) 0.0433(17) 0.0412(18) -0.0025(14) 0.0058(15) 0.0084(15) C11B 0.0377(17) 0.0281(15) 0.0413(17) -0.0005(13) -0.0037(14) 0.0030(13) C12B 0.0410(18) 0.0326(16) 0.0532(19) -0.0058(14) -0.0083(15) -0.0016(13) C13B 0.048(2) 0.0317(16) 0.071(2) -0.0131(15) -0.0100(17) 0.0020(14) C14B 0.0431(19) 0.0363(17) 0.070(2) -0.0082(16) -0.0121(17) 0.0074(14) C15B 0.0407(18) 0.0379(17) 0.063(2) -0.0056(15) -0.0131(15) -0.0013(14) C16B 0.0426(18) 0.0290(15) 0.0521(19) -0.0028(13) -0.0086(15) -0.0042(13) C17B 0.0470(19) 0.0417(18) 0.072(2) -0.0166(16) -0.0153(17) -0.0004(15) C18B 0.105(4) 0.250(7) 0.083(3) -0.036(4) -0.032(3) -0.066(4) C19B 0.074(3) 0.066(3) 0.198(5) -0.003(3) -0.054(3) -0.025(2) C20B 0.053(2) 0.0376(17) 0.078(2) -0.0118(17) -0.0218(18) -0.0051(15) C21B 0.103(3) 0.056(2) 0.136(4) -0.020(2) -0.005(3) -0.037(2) C22B 0.127(4) 0.071(3) 0.092(3) -0.036(2) -0.023(3) -0.021(3) C31B 0.0459(18) 0.0274(15) 0.0408(17) -0.0018(13) -0.0030(14) 0.0056(13) C32B 0.0485(19) 0.0360(16) 0.0424(18) -0.0068(14) -0.0086(15) 0.0044(14) C33B 0.059(2) 0.0478(19) 0.0486(19) -0.0045(16) -0.0156(16) 0.0075(17) C34B 0.062(2) 0.0424(19) 0.059(2) 0.0098(16) -0.0106(18) 0.0041(17) C35B 0.074(2) 0.0354(17) 0.069(2) 0.0034(16) -0.014(2) -0.0106(17) C36B 0.056(2) 0.0392(17) 0.0506(19) 0.0018(15) -0.0117(16) -0.0053(15) C37B 0.074(3) 0.0426(19) 0.065(2) -0.0124(17) -0.0267(19) -0.0025(17) C38B 0.153(5) 0.086(3) 0.109(4) -0.050(3) -0.031(3) -0.012(3) C39B 0.078(3) 0.068(3) 0.192(5) -0.028(3) -0.010(3) -0.026(2) C40B 0.078(3) 0.053(2) 0.073(2) 0.0050(19) -0.029(2) -0.0219(19) C41B 0.086(4) 0.226(6) 0.098(4) 0.033(4) -0.043(3) -0.066(4) C42B 0.198(6) 0.161(5) 0.211(7) -0.111(5) -0.133(6) 0.030(5) N1C 0.0345(14) 0.0388(13) 0.0434(14) 0.0032(11) -0.0105(11) -0.0085(11) N2C 0.0329(14) 0.0368(13) 0.0460(14) 0.0039(11) -0.0094(11) -0.0049(11) C1C 0.0384(17) 0.0356(15) 0.0408(17) -0.0001(13) -0.0106(14) -0.0032(13) C2C 0.0427(19) 0.060(2) 0.068(2) 0.0195(17) -0.0210(17) -0.0150(16) C3C 0.0343(17) 0.0492(18) 0.057(2) 0.0054(16) -0.0171(15) -0.0084(14) C4C 0.0369(18) 0.0461(18) 0.056(2) 0.0070(15) -0.0170(15) -0.0070(14) C11C 0.0345(16) 0.0364(16) 0.0394(17) 0.0041(13) -0.0105(13) -0.0076(13) C12C 0.0382(17) 0.0354(16) 0.0412(18) -0.0040(14) -0.0046(14) -0.0064(13) C13C 0.0501(19) 0.0448(18) 0.0441(18) -0.0047(15) -0.0057(15) -0.0084(15) C14C 0.064(2) 0.0364(17) 0.048(2) 0.0049(15) -0.0089(17) -0.0060(15) C15C 0.065(2) 0.0327(17) 0.060(2) -0.0053(16) -0.0059(18) -0.0030(15) C16C 0.0471(19) 0.0327(16) 0.0488(19) -0.0089(14) -0.0056(15) -0.0043(14) C17C 0.061(2) 0.0372(17) 0.055(2) -0.0101(15) 0.0025(17) -0.0052(15) C18C 0.113(3) 0.061(2) 0.092(3) -0.038(2) -0.019(3) -0.018(2) C19C 0.070(3) 0.044(2) 0.119(3) -0.008(2) 0.007(2) 0.0092(18) C20C 0.073(2) 0.0501(19) 0.052(2) -0.0161(16) 0.0003(18) -0.0058(18) C21C 0.086(3) 0.210(6) 0.093(4) -0.075(4) 0.002(3) 0.030(4) C22C 0.141(4) 0.179(5) 0.089(3) -0.081(4) 0.013(3) -0.075(4) C31C 0.0316(16) 0.0324(15) 0.0432(17) 0.0011(13) -0.0068(14) -0.0053(13) C32C 0.0338(17) 0.0339(16) 0.0546(19) -0.0075(14) -0.0084(14) -0.0012(13) C33C 0.0423(19) 0.0338(16) 0.073(2) -0.0148(16) -0.0095(17) -0.0018(14) C34C 0.0387(18) 0.0344(17) 0.068(2) -0.0046(16) -0.0004(16) -0.0075(14) C35C 0.0381(18) 0.0388(17) 0.0541(19) -0.0077(15) 0.0020(15) -0.0031(14) C36C 0.0371(17) 0.0323(15) 0.0473(18) -0.0037(13) -0.0077(14) -0.0037(13) C37C 0.051(2) 0.053(2) 0.058(2) -0.0221(17) 0.0023(17) -0.0053(16) C38C 0.104(4) 0.194(5) 0.072(3) -0.067(3) -0.017(3) 0.032(4) C39C 0.114(4) 0.080(3) 0.118(4) -0.024(3) 0.040(3) 0.034(3) C40C 0.055(2) 0.0399(17) 0.061(2) -0.0143(16) -0.0033(17) -0.0094(15) C41C 0.080(3) 0.042(2) 0.118(3) -0.032(2) -0.012(2) 0.0075(19) C42C 0.115(3) 0.072(3) 0.087(3) -0.032(2) -0.037(3) -0.014(2) N1D 0.0372(14) 0.0369(13) 0.0438(14) -0.0125(11) -0.0111(12) 0.0065(11) N2D 0.0327(14) 0.0406(13) 0.0492(15) -0.0181(12) -0.0121(11) 0.0051(11) C1D 0.0330(16) 0.0315(15) 0.0436(17) -0.0078(13) -0.0084(14) 0.0039(13) C2D 0.0445(19) 0.0513(19) 0.071(2) -0.0291(17) -0.0202(17) 0.0108(15) C3D 0.0406(18) 0.0521(19) 0.057(2) -0.0231(16) -0.0181(16) 0.0136(15) C4D 0.0385(18) 0.059(2) 0.058(2) -0.0231(17) -0.0196(16) 0.0065(15) C11D 0.0354(16) 0.0293(15) 0.0397(17) -0.0072(13) -0.0088(13) 0.0026(12) C12D 0.0434(18) 0.0282(15) 0.0455(18) -0.0047(13) -0.0064(14) -0.0030(13) C13D 0.059(2) 0.0368(17) 0.0411(18) -0.0048(14) -0.0039(15) -0.0029(15) C14D 0.061(2) 0.0369(17) 0.0490(19) -0.0143(15) -0.0070(16) -0.0038(15) C15D 0.061(2) 0.0318(16) 0.059(2) -0.0110(16) -0.0012(17) -0.0106(15) C16D 0.0501(19) 0.0304(15) 0.0446(18) -0.0043(14) -0.0017(15) -0.0018(14) C17D 0.059(2) 0.0368(17) 0.059(2) -0.0102(15) -0.0002(17) -0.0125(15) C18D 0.103(3) 0.0353(19) 0.115(3) 0.012(2) -0.024(3) -0.020(2) C19D 0.063(3) 0.060(2) 0.115(3) -0.022(2) 0.001(2) -0.0243(19) C20D 0.078(3) 0.0357(17) 0.058(2) -0.0047(16) 0.0139(19) -0.0136(17) C21D 0.088(3) 0.083(3) 0.106(3) 0.000(3) 0.033(3) -0.022(3) C22D 0.116(4) 0.111(4) 0.074(3) 0.047(3) 0.000(3) 0.000(3) C31D 0.0355(16) 0.0316(15) 0.0475(18) -0.0152(13) -0.0090(14) 0.0035(13) C32D 0.0386(17) 0.0397(17) 0.0510(19) -0.0066(14) -0.0081(15) -0.0039(14) C33D 0.0460(19) 0.0277(15) 0.065(2) -0.0037(15) -0.0098(17) -0.0010(14) C34D 0.0426(19) 0.0320(16) 0.069(2) -0.0135(15) -0.0068(17) 0.0055(14) C35D 0.0427(18) 0.0393(17) 0.0541(19) -0.0093(15) -0.0022(15) 0.0002(14) C36D 0.0405(17) 0.0296(15) 0.0477(18) -0.0094(13) -0.0083(15) -0.0015(13) C37D 0.054(2) 0.0428(18) 0.060(2) 0.0018(16) -0.0017(17) -0.0017(16) C38D 0.094(3) 0.113(3) 0.061(3) 0.012(2) -0.004(2) -0.023(3) C39D 0.137(4) 0.159(5) 0.108(4) -0.033(3) 0.035(3) -0.107(4) C40D 0.0470(19) 0.0299(15) 0.062(2) -0.0061(14) -0.0046(16) 0.0000(14) C41D 0.066(2) 0.0412(19) 0.115(3) 0.013(2) -0.009(2) -0.0140(18) C42D 0.101(3) 0.048(2) 0.081(3) 0.0011(19) -0.036(2) 0.006(2) _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 N1A C3A 1.388(3) . ? N1A C1A 1.391(3) . ? N1A C11A 1.428(3) . ? N2A C4A 1.389(3) . ? N2A C1A 1.391(3) . ? N2A C31A 1.427(3) . ? C1A C2A 1.332(4) . ? C3A C4A 1.334(4) . ? C11A C16A 1.392(4) . ? C11A C12A 1.408(4) . ? C12A C13A 1.385(4) . ? C12A C17A 1.518(4) . ? C13A C14A 1.376(4) . ? C14A C15A 1.379(4) . ? C15A C16A 1.384(4) . ? C16A C20A 1.526(4) . ? C17A C18A 1.495(5) . ? C17A C19A 1.510(5) . ? C20A C22A 1.481(5) . ? C20A C21A 1.500(4) . ? C31A C32A 1.394(4) . ? C31A C36A 1.404(4) . ? C32A C33A 1.384(4) . ? C32A C37A 1.519(4) . ? C33A C34A 1.382(4) . ? C34A C35A 1.376(4) . ? C35A C36A 1.386(4) . ? C36A C40A 1.512(4) . ? C37A C38A 1.522(4) . ? C37A C39A 1.523(5) . ? C40A C41A 1.503(5) . ? C40A C42A 1.516(5) . ? N1B C3B 1.378(3) . ? N1B C1B 1.388(3) . ? N1B C11B 1.443(3) . ? N2B C4B 1.384(3) . ? N2B C1B 1.395(3) . ? N2B C31B 1.435(3) . ? C1B C2B 1.322(4) . ? C3B C4B 1.331(4) . ? C11B C16B 1.385(4) . ? C11B C12B 1.401(4) . ? C12B C13B 1.399(4) . ? C12B C17B 1.516(4) . ? C13B C14B 1.374(4) . ? C14B C15B 1.371(4) . ? C15B C16B 1.388(4) . ? C16B C20B 1.518(4) . ? C17B C18B 1.497(5) . ? C17B C19B 1.498(4) . ? C20B C21B 1.507(5) . ? C20B C22B 1.518(5) . ? C31B C32B 1.383(4) . ? C31B C36B 1.399(4) . ? C32B C33B 1.395(4) . ? C32B C37B 1.520(4) . ? C33B C34B 1.361(4) . ? C34B C35B 1.370(4) . ? C35B C36B 1.395(4) . ? C36B C40B 1.508(4) . ? C37B C39B 1.504(5) . ? C37B C38B 1.510(5) . ? C40B C42B 1.501(6) . ? C40B C41B 1.504(5) . ? N1C C1C 1.391(3) . ? N1C C3C 1.394(3) . ? N1C C11C 1.433(3) . ? N2C C4C 1.390(3) . ? N2C C1C 1.396(3) . ? N2C C31C 1.430(3) . ? C1C C2C 1.337(4) . ? C3C C4C 1.330(4) . ? C11C C12C 1.392(4) . ? C11C C16C 1.406(4) . ? C12C C13C 1.392(4) . ? C12C C17C 1.520(4) . ? C13C C14C 1.379(4) . ? C14C C15C 1.371(4) . ? C15C C16C 1.386(4) . ? C16C C20C 1.516(4) . ? C17C C18C 1.515(4) . ? C17C C19C 1.526(4) . ? C20C C21C 1.494(5) . ? C20C C22C 1.506(5) . ? C31C C36C 1.394(4) . ? C31C C32C 1.399(4) . ? C32C C33C 1.384(4) . ? C32C C37C 1.511(4) . ? C33C C34C 1.371(4) . ? C34C C35C 1.380(4) . ? C35C C36C 1.383(4) . ? C36C C40C 1.520(4) . ? C37C C38C 1.500(5) . ? C37C C39C 1.522(5) . ? C40C C41C 1.521(4) . ? C40C C42C 1.526(4) . ? N1D C3D 1.392(3) . ? N1D C1D 1.396(3) . ? N1D C11D 1.428(3) . ? N2D C1D 1.385(3) . ? N2D C4D 1.388(3) . ? N2D C31D 1.440(3) . ? C1D C2D 1.334(4) . ? C3D C4D 1.336(4) . ? C11D C12D 1.391(4) . ? C11D C16D 1.408(4) . ? C12D C13D 1.390(4) . ? C12D C17D 1.524(4) . ? C13D C14D 1.378(4) . ? C14D C15D 1.365(4) . ? C15D C16D 1.382(4) . ? C16D C20D 1.512(4) . ? C17D C19D 1.520(4) . ? C17D C18D 1.527(4) . ? C20D C22D 1.516(5) . ? C20D C21D 1.520(5) . ? C31D C36D 1.389(4) . ? C31D C32D 1.402(4) . ? C32D C33D 1.398(4) . ? C32D C37D 1.511(4) . ? C33D C34D 1.365(4) . ? C34D C35D 1.381(4) . ? C35D C36D 1.395(4) . ? C36D C40D 1.526(4) . ? C37D C38D 1.503(4) . ? C37D C39D 1.508(5) . ? C40D C41D 1.518(4) . ? C40D C42D 1.520(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3A N1A C1A 110.0(2) . . ? C3A N1A C11A 127.7(2) . . ? C1A N1A C11A 121.8(2) . . ? C4A N2A C1A 109.6(2) . . ? C4A N2A C31A 126.7(2) . . ? C1A N2A C31A 122.7(2) . . ? C2A C1A N1A 127.8(3) . . ? C2A C1A N2A 128.0(3) . . ? N1A C1A N2A 104.3(2) . . ? C4A C3A N1A 107.8(3) . . ? C3A C4A N2A 108.3(3) . . ? C16A C11A C12A 122.4(2) . . ? C16A C11A N1A 118.7(2) . . ? C12A C11A N1A 118.8(2) . . ? C13A C12A C11A 117.0(3) . . ? C13A C12A C17A 121.8(3) . . ? C11A C12A C17A 121.2(3) . . ? C14A C13A C12A 121.5(3) . . ? C13A C14A C15A 120.2(3) . . ? C14A C15A C16A 121.0(3) . . ? C15A C16A C11A 117.9(2) . . ? C15A C16A C20A 120.9(2) . . ? C11A C16A C20A 121.2(2) . . ? C18A C17A C19A 109.9(4) . . ? C18A C17A C12A 112.2(3) . . ? C19A C17A C12A 111.7(3) . . ? C22A C20A C21A 111.5(3) . . ? C22A C20A C16A 110.9(3) . . ? C21A C20A C16A 111.4(3) . . ? C32A C31A C36A 122.1(3) . . ? C32A C31A N2A 118.9(2) . . ? C36A C31A N2A 118.9(2) . . ? C33A C32A C31A 118.0(2) . . ? C33A C32A C37A 120.4(3) . . ? C31A C32A C37A 121.6(3) . . ? C34A C33A C32A 121.1(3) . . ? C35A C34A C33A 119.8(3) . . ? C34A C35A C36A 121.6(3) . . ? C35A C36A C31A 117.3(3) . . ? C35A C36A C40A 121.5(3) . . ? C31A C36A C40A 121.2(3) . . ? C32A C37A C38A 111.8(3) . . ? C32A C37A C39A 110.0(3) . . ? C38A C37A C39A 112.0(3) . . ? C41A C40A C36A 111.5(3) . . ? C41A C40A C42A 110.6(3) . . ? C36A C40A C42A 112.8(3) . . ? C3B N1B C1B 110.0(2) . . ? C3B N1B C11B 126.6(2) . . ? C1B N1B C11B 122.9(2) . . ? C4B N2B C1B 109.9(2) . . ? C4B N2B C31B 126.8(2) . . ? C1B N2B C31B 123.2(2) . . ? C2B C1B N1B 128.3(3) . . ? C2B C1B N2B 127.9(3) . . ? N1B C1B N2B 103.8(2) . . ? C4B C3B N1B 108.6(2) . . ? C3B C4B N2B 107.7(3) . . ? C16B C11B C12B 123.0(2) . . ? C16B C11B N1B 118.8(2) . . ? C12B C11B N1B 118.2(2) . . ? C13B C12B C11B 116.5(3) . . ? C13B C12B C17B 120.7(3) . . ? C11B C12B C17B 122.8(2) . . ? C14B C13B C12B 121.5(3) . . ? C15B C14B C13B 120.2(3) . . ? C14B C15B C16B 121.1(3) . . ? C11B C16B C15B 117.7(3) . . ? C11B C16B C20B 122.3(2) . . ? C15B C16B C20B 119.9(3) . . ? C18B C17B C19B 110.6(4) . . ? C18B C17B C12B 111.0(3) . . ? C19B C17B C12B 113.2(3) . . ? C21B C20B C22B 110.8(3) . . ? C21B C20B C16B 112.5(3) . . ? C22B C20B C16B 110.7(3) . . ? C32B C31B C36B 122.8(2) . . ? C32B C31B N2B 118.7(2) . . ? C36B C31B N2B 118.5(3) . . ? C31B C32B C33B 117.9(3) . . ? C31B C32B C37B 122.3(2) . . ? C33B C32B C37B 119.8(3) . . ? C34B C33B C32B 120.7(3) . . ? C33B C34B C35B 120.6(3) . . ? C34B C35B C36B 121.5(3) . . ? C35B C36B C31B 116.5(3) . . ? C35B C36B C40B 120.7(3) . . ? C31B C36B C40B 122.8(3) . . ? C39B C37B C38B 111.3(3) . . ? C39B C37B C32B 112.3(3) . . ? C38B C37B C32B 110.5(3) . . ? C42B C40B C41B 110.5(4) . . ? C42B C40B C36B 111.6(3) . . ? C41B C40B C36B 112.9(3) . . ? C1C N1C C3C 109.7(2) . . ? C1C N1C C11C 123.9(2) . . ? C3C N1C C11C 125.9(2) . . ? C4C N2C C1C 109.5(2) . . ? C4C N2C C31C 126.4(2) . . ? C1C N2C C31C 123.7(2) . . ? C2C C1C N1C 127.6(3) . . ? C2C C1C N2C 128.0(3) . . ? N1C C1C N2C 104.3(2) . . ? C4C C3C N1C 107.9(2) . . ? C3C C4C N2C 108.5(2) . . ? C12C C11C C16C 122.5(2) . . ? C12C C11C N1C 118.7(2) . . ? C16C C11C N1C 118.9(3) . . ? C11C C12C C13C 117.8(3) . . ? C11C C12C C17C 122.4(2) . . ? C13C C12C C17C 119.8(3) . . ? C14C C13C C12C 120.9(3) . . ? C15C C14C C13C 119.9(3) . . ? C14C C15C C16C 122.2(3) . . ? C15C C16C C11C 116.7(3) . . ? C15C C16C C20C 121.5(3) . . ? C11C C16C C20C 121.8(3) . . ? C18C C17C C12C 111.4(3) . . ? C18C C17C C19C 110.8(3) . . ? C12C C17C C19C 110.7(3) . . ? C21C C20C C22C 110.5(4) . . ? C21C C20C C16C 111.1(3) . . ? C22C C20C C16C 112.4(3) . . ? C36C C31C C32C 122.4(3) . . ? C36C C31C N2C 118.6(2) . . ? C32C C31C N2C 119.1(3) . . ? C33C C32C C31C 116.8(3) . . ? C33C C32C C37C 121.3(3) . . ? C31C C32C C37C 121.9(3) . . ? C34C C33C C32C 122.4(3) . . ? C33C C34C C35C 119.4(3) . . ? C34C C35C C36C 121.2(3) . . ? C35C C36C C31C 117.9(3) . . ? C35C C36C C40C 120.5(3) . . ? C31C C36C C40C 121.7(3) . . ? C38C C37C C32C 111.7(3) . . ? C38C C37C C39C 110.1(3) . . ? C32C C37C C39C 111.5(3) . . ? C36C C40C C41C 111.6(3) . . ? C36C C40C C42C 109.8(3) . . ? C41C C40C C42C 111.1(3) . . ? C3D N1D C1D 109.4(2) . . ? C3D N1D C11D 126.8(2) . . ? C1D N1D C11D 122.2(2) . . ? C1D N2D C4D 109.6(2) . . ? C1D N2D C31D 122.6(2) . . ? C4D N2D C31D 127.7(2) . . ? C2D C1D N2D 128.5(3) . . ? C2D C1D N1D 126.8(3) . . ? N2D C1D N1D 104.7(2) . . ? C4D C3D N1D 107.9(3) . . ? C3D C4D N2D 108.4(3) . . ? C12D C11D C16D 121.7(3) . . ? C12D C11D N1D 119.3(2) . . ? C16D C11D N1D 118.9(2) . . ? C13D C12D C11D 118.3(2) . . ? C13D C12D C17D 119.5(3) . . ? C11D C12D C17D 122.2(3) . . ? C14D C13D C12D 120.5(3) . . ? C15D C14D C13D 120.3(3) . . ? C14D C15D C16D 122.0(3) . . ? C15D C16D C11D 117.2(3) . . ? C15D C16D C20D 121.3(3) . . ? C11D C16D C20D 121.5(3) . . ? C19D C17D C12D 110.5(3) . . ? C19D C17D C18D 111.1(3) . . ? C12D C17D C18D 111.5(3) . . ? C16D C20D C22D 110.5(3) . . ? C16D C20D C21D 112.2(3) . . ? C22D C20D C21D 109.7(3) . . ? C36D C31D C32D 123.0(3) . . ? C36D C31D N2D 118.3(2) . . ? C32D C31D N2D 118.7(3) . . ? C33D C32D C31D 116.3(3) . . ? C33D C32D C37D 120.6(3) . . ? C31D C32D C37D 123.0(3) . . ? C34D C33D C32D 121.8(3) . . ? C33D C34D C35D 120.7(3) . . ? C34D C35D C36D 120.3(3) . . ? C31D C36D C35D 117.8(2) . . ? C31D C36D C40D 122.5(2) . . ? C35D C36D C40D 119.6(3) . . ? C38D C37D C39D 109.9(3) . . ? C38D C37D C32D 111.5(3) . . ? C39D C37D C32D 112.7(3) . . ? C41D C40D C42D 110.8(3) . . ? C41D C40D C36D 112.1(2) . . ? C42D C40D C36D 109.4(2) . . ? 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 C3A N1A C1A C2A -179.9(3) . . . . ? C11A N1A C1A C2A 7.7(4) . . . . ? C3A N1A C1A N2A 0.6(3) . . . . ? C11A N1A C1A N2A -171.8(2) . . . . ? C4A N2A C1A C2A 179.0(3) . . . . ? C31A N2A C1A C2A 9.7(4) . . . . ? C4A N2A C1A N1A -1.5(3) . . . . ? C31A N2A C1A N1A -170.7(2) . . . . ? C1A N1A C3A C4A 0.6(3) . . . . ? C11A N1A C3A C4A 172.4(2) . . . . ? N1A C3A C4A N2A -1.5(3) . . . . ? C1A N2A C4A C3A 1.9(3) . . . . ? C31A N2A C4A C3A 170.6(2) . . . . ? C3A N1A C11A C16A -86.7(3) . . . . ? C1A N1A C11A C16A 84.3(3) . . . . ? C3A N1A C11A C12A 96.8(3) . . . . ? C1A N1A C11A C12A -92.3(3) . . . . ? C16A C11A C12A C13A -2.3(4) . . . . ? N1A C11A C12A C13A 174.1(3) . . . . ? C16A C11A C12A C17A 177.5(3) . . . . ? N1A C11A C12A C17A -6.1(4) . . . . ? C11A C12A C13A C14A 1.0(5) . . . . ? C17A C12A C13A C14A -178.8(3) . . . . ? C12A C13A C14A C15A 0.6(5) . . . . ? C13A C14A C15A C16A -0.8(5) . . . . ? C14A C15A C16A C11A -0.5(4) . . . . ? C14A C15A C16A C20A 178.6(3) . . . . ? C12A C11A C16A C15A 2.1(4) . . . . ? N1A C11A C16A C15A -174.4(3) . . . . ? C12A C11A C16A C20A -177.0(3) . . . . ? N1A C11A C16A C20A 6.5(4) . . . . ? C13A C12A C17A C18A -68.4(5) . . . . ? C11A C12A C17A C18A 111.8(4) . . . . ? C13A C12A C17A C19A 55.4(5) . . . . ? C11A C12A C17A C19A -124.4(4) . . . . ? C15A C16A C20A C22A -65.4(4) . . . . ? C11A C16A C20A C22A 113.7(4) . . . . ? C15A C16A C20A C21A 59.4(4) . . . . ? C11A C16A C20A C21A -121.5(3) . . . . ? C4A N2A C31A C32A -86.0(3) . . . . ? C1A N2A C31A C32A 81.3(3) . . . . ? C4A N2A C31A C36A 95.3(3) . . . . ? C1A N2A C31A C36A -97.4(3) . . . . ? C36A C31A C32A C33A 0.0(4) . . . . ? N2A C31A C32A C33A -178.6(3) . . . . ? C36A C31A C32A C37A -178.3(3) . . . . ? N2A C31A C32A C37A 3.1(4) . . . . ? C31A C32A C33A C34A 0.5(5) . . . . ? C37A C32A C33A C34A 178.8(3) . . . . ? C32A C33A C34A C35A -0.4(5) . . . . ? C33A C34A C35A C36A -0.4(5) . . . . ? C34A C35A C36A C31A 0.9(5) . . . . ? C34A C35A C36A C40A 179.7(3) . . . . ? C32A C31A C36A C35A -0.7(4) . . . . ? N2A C31A C36A C35A 177.9(3) . . . . ? C32A C31A C36A C40A -179.6(3) . . . . ? N2A C31A C36A C40A -0.9(4) . . . . ? C33A C32A C37A C38A 56.3(4) . . . . ? C31A C32A C37A C38A -125.4(3) . . . . ? C33A C32A C37A C39A -68.7(4) . . . . ? C31A C32A C37A C39A 109.5(3) . . . . ? C35A C36A C40A C41A -83.9(4) . . . . ? C31A C36A C40A C41A 94.8(4) . . . . ? C35A C36A C40A C42A 41.3(5) . . . . ? C31A C36A C40A C42A -140.0(3) . . . . ? C3B N1B C1B C2B 177.8(4) . . . . ? C11B N1B C1B C2B 5.8(5) . . . . ? C3B N1B C1B N2B -0.9(3) . . . . ? C11B N1B C1B N2B -172.9(2) . . . . ? C4B N2B C1B C2B -178.3(4) . . . . ? C31B N2B C1B C2B 3.2(5) . . . . ? C4B N2B C1B N1B 0.5(3) . . . . ? C31B N2B C1B N1B -178.0(2) . . . . ? C1B N1B C3B C4B 1.1(4) . . . . ? C11B N1B C3B C4B 172.7(3) . . . . ? N1B C3B C4B N2B -0.8(4) . . . . ? C1B N2B C4B C3B 0.2(4) . . . . ? C31B N2B C4B C3B 178.6(3) . . . . ? C3B N1B C11B C16B -86.9(4) . . . . ? C1B N1B C11B C16B 83.7(3) . . . . ? C3B N1B C11B C12B 94.2(3) . . . . ? C1B N1B C11B C12B -95.1(3) . . . . ? C16B C11B C12B C13B 1.2(4) . . . . ? N1B C11B C12B C13B 179.9(3) . . . . ? C16B C11B C12B C17B -178.0(3) . . . . ? N1B C11B C12B C17B 0.7(4) . . . . ? C11B C12B C13B C14B -0.9(4) . . . . ? C17B C12B C13B C14B 178.3(3) . . . . ? C12B C13B C14B C15B 0.6(5) . . . . ? C13B C14B C15B C16B -0.5(5) . . . . ? C12B C11B C16B C15B -1.0(4) . . . . ? N1B C11B C16B C15B -179.8(2) . . . . ? C12B C11B C16B C20B -179.8(3) . . . . ? N1B C11B C16B C20B 1.4(4) . . . . ? C14B C15B C16B C11B 0.7(4) . . . . ? C14B C15B C16B C20B 179.5(3) . . . . ? C13B C12B C17B C18B -78.6(4) . . . . ? C11B C12B C17B C18B 100.5(4) . . . . ? C13B C12B C17B C19B 46.3(4) . . . . ? C11B C12B C17B C19B -134.5(3) . . . . ? C11B C16B C20B C21B -127.6(3) . . . . ? C15B C16B C20B C21B 53.7(4) . . . . ? C11B C16B C20B C22B 107.8(3) . . . . ? C15B C16B C20B C22B -71.0(4) . . . . ? C4B N2B C31B C32B -86.4(4) . . . . ? C1B N2B C31B C32B 91.9(4) . . . . ? C4B N2B C31B C36B 94.4(4) . . . . ? C1B N2B C31B C36B -87.4(4) . . . . ? C36B C31B C32B C33B 1.4(4) . . . . ? N2B C31B C32B C33B -177.7(3) . . . . ? C36B C31B C32B C37B -178.6(3) . . . . ? N2B C31B C32B C37B 2.2(4) . . . . ? C31B C32B C33B C34B -0.2(5) . . . . ? C37B C32B C33B C34B 179.9(3) . . . . ? C32B C33B C34B C35B -1.0(5) . . . . ? C33B C34B C35B C36B 0.9(5) . . . . ? C34B C35B C36B C31B 0.3(5) . . . . ? C34B C35B C36B C40B -178.6(3) . . . . ? C32B C31B C36B C35B -1.5(5) . . . . ? N2B C31B C36B C35B 177.7(3) . . . . ? C32B C31B C36B C40B 177.4(3) . . . . ? N2B C31B C36B C40B -3.4(4) . . . . ? C31B C32B C37B C39B 121.1(4) . . . . ? C33B C32B C37B C39B -59.0(4) . . . . ? C31B C32B C37B C38B -114.0(4) . . . . ? C33B C32B C37B C38B 65.9(4) . . . . ? C35B C36B C40B C42B 54.1(5) . . . . ? C31B C36B C40B C42B -124.8(4) . . . . ? C35B C36B C40B C41B -71.0(5) . . . . ? C31B C36B C40B C41B 110.1(4) . . . . ? C3C N1C C1C C2C -179.5(3) . . . . ? C11C N1C C1C C2C -7.1(5) . . . . ? C3C N1C C1C N2C 0.0(3) . . . . ? C11C N1C C1C N2C 172.4(2) . . . . ? C4C N2C C1C C2C -179.5(3) . . . . ? C31C N2C C1C C2C -6.6(5) . . . . ? C4C N2C C1C N1C 1.0(3) . . . . ? C31C N2C C1C N1C 173.9(2) . . . . ? C1C N1C C3C C4C -1.1(3) . . . . ? C11C N1C C3C C4C -173.3(3) . . . . ? N1C C3C C4C N2C 1.7(3) . . . . ? C1C N2C C4C C3C -1.7(3) . . . . ? C31C N2C C4C C3C -174.3(3) . . . . ? C1C N1C C11C C12C -84.5(3) . . . . ? C3C N1C C11C C12C 86.7(3) . . . . ? C1C N1C C11C C16C 95.4(3) . . . . ? C3C N1C C11C C16C -93.4(3) . . . . ? C16C C11C C12C C13C 1.1(4) . . . . ? N1C C11C C12C C13C -179.0(2) . . . . ? C16C C11C C12C C17C -179.3(3) . . . . ? N1C C11C C12C C17C 0.6(4) . . . . ? C11C C12C C13C C14C -0.5(4) . . . . ? C17C C12C C13C C14C 179.9(3) . . . . ? C12C C13C C14C C15C 0.1(5) . . . . ? C13C C14C C15C C16C -0.4(5) . . . . ? C14C C15C C16C C11C 1.0(5) . . . . ? C14C C15C C16C C20C -179.2(3) . . . . ? C12C C11C C16C C15C -1.4(4) . . . . ? N1C C11C C16C C15C 178.7(3) . . . . ? C12C C11C C16C C20C 178.9(3) . . . . ? N1C C11C C16C C20C -1.0(4) . . . . ? C11C C12C C17C C18C 125.2(3) . . . . ? C13C C12C C17C C18C -55.2(4) . . . . ? C11C C12C C17C C19C -111.0(3) . . . . ? C13C C12C C17C C19C 68.6(4) . . . . ? C15C C16C C20C C21C 70.0(4) . . . . ? C11C C16C C20C C21C -110.3(4) . . . . ? C15C C16C C20C C22C -54.4(4) . . . . ? C11C C16C C20C C22C 125.3(4) . . . . ? C4C N2C C31C C36C 86.0(3) . . . . ? C1C N2C C31C C36C -85.6(3) . . . . ? C4C N2C C31C C32C -94.2(3) . . . . ? C1C N2C C31C C32C 94.2(3) . . . . ? C36C C31C C32C C33C 1.1(4) . . . . ? N2C C31C C32C C33C -178.7(2) . . . . ? C36C C31C C32C C37C -179.5(3) . . . . ? N2C C31C C32C C37C 0.7(4) . . . . ? C31C C32C C33C C34C -0.9(4) . . . . ? C37C C32C C33C C34C 179.7(3) . . . . ? C32C C33C C34C C35C 0.1(4) . . . . ? C33C C34C C35C C36C 0.5(4) . . . . ? C34C C35C C36C C31C -0.3(4) . . . . ? C34C C35C C36C C40C -179.2(3) . . . . ? C32C C31C C36C C35C -0.5(4) . . . . ? N2C C31C C36C C35C 179.3(2) . . . . ? C32C C31C C36C C40C 178.4(3) . . . . ? N2C C31C C36C C40C -1.8(4) . . . . ? C33C C32C C37C C38C 72.3(4) . . . . ? C31C C32C C37C C38C -107.1(4) . . . . ? C33C C32C C37C C39C -51.4(4) . . . . ? C31C C32C C37C C39C 129.2(3) . . . . ? C35C C36C C40C C41C -54.7(4) . . . . ? C31C C36C C40C C41C 126.4(3) . . . . ? C35C C36C C40C C42C 68.9(4) . . . . ? C31C C36C C40C C42C -110.0(3) . . . . ? C4D N2D C1D C2D -180.0(3) . . . . ? C31D N2D C1D C2D -0.1(5) . . . . ? C4D N2D C1D N1D -0.5(3) . . . . ? C31D N2D C1D N1D 179.3(2) . . . . ? C3D N1D C1D C2D -179.5(3) . . . . ? C11D N1D C1D C2D -13.1(4) . . . . ? C3D N1D C1D N2D 1.1(3) . . . . ? C11D N1D C1D N2D 167.4(2) . . . . ? C1D N1D C3D C4D -1.3(3) . . . . ? C11D N1D C3D C4D -166.8(3) . . . . ? N1D C3D C4D N2D 1.0(3) . . . . ? C1D N2D C4D C3D -0.3(3) . . . . ? C31D N2D C4D C3D 179.9(3) . . . . ? C3D N1D C11D C12D 73.3(3) . . . . ? C1D N1D C11D C12D -90.5(3) . . . . ? C3D N1D C11D C16D -108.4(3) . . . . ? C1D N1D C11D C16D 87.8(3) . . . . ? C16D C11D C12D C13D 0.7(4) . . . . ? N1D C11D C12D C13D 179.1(2) . . . . ? C16D C11D C12D C17D -179.5(3) . . . . ? N1D C11D C12D C17D -1.2(4) . . . . ? C11D C12D C13D C14D -0.7(4) . . . . ? C17D C12D C13D C14D 179.5(3) . . . . ? C12D C13D C14D C15D -0.3(5) . . . . ? C13D C14D C15D C16D 1.1(5) . . . . ? C14D C15D C16D C11D -1.0(4) . . . . ? C14D C15D C16D C20D 178.2(3) . . . . ? C12D C11D C16D C15D 0.1(4) . . . . ? N1D C11D C16D C15D -178.2(2) . . . . ? C12D C11D C16D C20D -179.2(3) . . . . ? N1D C11D C16D C20D 2.5(4) . . . . ? C13D C12D C17D C19D 65.4(4) . . . . ? C11D C12D C17D C19D -114.4(3) . . . . ? C13D C12D C17D C18D -58.7(4) . . . . ? C11D C12D C17D C18D 121.5(3) . . . . ? C15D C16D C20D C22D -78.2(4) . . . . ? C11D C16D C20D C22D 101.0(4) . . . . ? C15D C16D C20D C21D 44.6(4) . . . . ? C11D C16D C20D C21D -136.2(3) . . . . ? C1D N2D C31D C36D -86.7(3) . . . . ? C4D N2D C31D C36D 93.1(3) . . . . ? C1D N2D C31D C32D 92.0(3) . . . . ? C4D N2D C31D C32D -88.3(4) . . . . ? C36D C31D C32D C33D 0.3(4) . . . . ? N2D C31D C32D C33D -178.3(2) . . . . ? C36D C31D C32D C37D 179.3(3) . . . . ? N2D C31D C32D C37D 0.7(4) . . . . ? C31D C32D C33D C34D -0.4(4) . . . . ? C37D C32D C33D C34D -179.4(3) . . . . ? C32D C33D C34D C35D 0.1(5) . . . . ? C33D C34D C35D C36D 0.3(5) . . . . ? C32D C31D C36D C35D 0.1(4) . . . . ? N2D C31D C36D C35D 178.7(2) . . . . ? C32D C31D C36D C40D 177.1(3) . . . . ? N2D C31D C36D C40D -4.3(4) . . . . ? C34D C35D C36D C31D -0.4(4) . . . . ? C34D C35D C36D C40D -177.5(3) . . . . ? C33D C32D C37D C38D 76.2(4) . . . . ? C31D C32D C37D C38D -102.8(4) . . . . ? C33D C32D C37D C39D -47.9(4) . . . . ? C31D C32D C37D C39D 133.1(4) . . . . ? C31D C36D C40D C41D 137.0(3) . . . . ? C35D C36D C40D C41D -46.0(4) . . . . ? C31D C36D C40D C42D -99.6(3) . . . . ? C35D C36D C40D C42D 77.4(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.299 _refine_diff_density_min -0.223 _refine_diff_density_rms 0.048 #===END data_riv1090 _database_code_depnum_ccdc_archive 'CCDC 819209' #TrackingRef '- RIvard_merged.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 2 _chemical_melting_point ? _chemical_formula_moiety 'C33 H38 Cl2 N2 O5 Sn W, 0.5(C7 H8)' _chemical_formula_sum 'C36.50 H42 Cl2 N2 O5 Sn W' _chemical_formula_weight 962.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.2204(7) _cell_length_b 13.8439(5) _cell_length_c 17.6027(7) _cell_angle_alpha 90.00 _cell_angle_beta 118.0937(4) _cell_angle_gamma 90.00 _cell_volume 3917.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9902 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 23.32 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.632 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1892 _exptl_absorpt_coefficient_mu 3.749 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.3415 _exptl_absorpt_correction_T_max 0.6535 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 34306 _diffrn_reflns_av_R_equivalents 0.0196 _diffrn_reflns_av_sigmaI/netI 0.0154 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 27.49 _reflns_number_total 8962 _reflns_number_gt 7764 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0502P)^2^+4.5563P] 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 8962 _refine_ls_number_parameters 484 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0374 _refine_ls_R_factor_gt 0.0300 _refine_ls_wR_factor_ref 0.0921 _refine_ls_wR_factor_gt 0.0833 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group W1A W 0.15490(4) -0.16472(4) 0.55974(4) 0.03830(11) Uani 0.60 1 d P A 1 W1B W 0.15495(6) -0.18412(6) 0.53430(5) 0.04100(17) Uani 0.40 1 d P B 2 SnA Sn 0.23996(17) 0.00685(13) 0.58526(17) 0.0337(3) Uani 0.60 1 d P A 1 SnB Sn 0.2447(2) -0.01408(19) 0.5770(3) 0.0337(4) Uani 0.40 1 d P B 2 Cl1A Cl 0.3843(10) -0.0032(10) 0.6344(11) 0.0402(15) Uani 0.60 1 d P A 1 Cl2A Cl 0.2475(3) 0.10888(18) 0.6984(2) 0.0574(6) Uani 0.60 1 d P A 1 Cl1B Cl 0.3974(16) -0.0075(17) 0.6387(17) 0.043(3) Uani 0.40 1 d P B 2 Cl2B Cl 0.2449(4) 0.0680(3) 0.6970(4) 0.0713(13) Uani 0.40 1 d P B 2 O1A O 0.0686(7) -0.3690(6) 0.5215(7) 0.058(2) Uani 0.60 1 d P A 1 O2A O 0.3183(4) -0.2863(5) 0.6049(5) 0.091(2) Uani 0.60 1 d P A 1 O3A O 0.0878(6) -0.1304(7) 0.3614(4) 0.125(4) Uani 0.60 1 d P A 1 O4A O -0.0146(6) -0.0805(6) 0.5385(10) 0.161(5) Uani 0.60 1 d P A 1 O5A O 0.2046(9) -0.1492(5) 0.7556(6) 0.159(5) Uani 0.60 1 d P A 1 O1B O 0.0634(11) -0.3821(12) 0.5012(10) 0.052(4) Uiso 0.40 1 d P B 2 O2B O 0.3160(6) -0.2902(8) 0.6739(7) 0.082(3) Uiso 0.40 1 d P B 2 O3B O 0.2046(7) -0.2828(9) 0.4002(7) 0.101(3) Uiso 0.40 1 d P B 2 O4B O 0.0129(11) -0.0806(13) 0.3707(11) 0.145(5) Uiso 0.40 1 d P B 2 O5B O 0.0909(12) -0.1262(15) 0.6651(13) 0.162(6) Uiso 0.40 1 d P B 2 N1 N 0.30965(16) 0.24287(18) 0.49072(15) 0.0292(5) Uani 1 1 d . . . N2 N 0.28219(15) 0.12564(18) 0.40013(15) 0.0290(5) Uani 1 1 d . . . C1A C 0.1004(5) -0.2921(6) 0.5375(6) 0.0404(17) Uani 0.60 1 d P A 1 C2A C 0.2604(5) -0.2403(5) 0.5851(6) 0.0547(17) Uani 0.60 1 d P A 1 C3A C 0.1163(6) -0.1470(6) 0.4321(5) 0.068(2) Uani 0.60 1 d P A 1 C4A C 0.0471(6) -0.1068(6) 0.5428(9) 0.095(4) Uani 0.60 1 d P A 1 C5A C 0.1886(8) -0.1565(5) 0.6865(7) 0.086(3) Uani 0.60 1 d P A 1 C1B C 0.0935(9) -0.3071(10) 0.5125(8) 0.034(3) Uiso 0.40 1 d P B 2 C2B C 0.2564(7) -0.2493(8) 0.6217(7) 0.046(3) Uiso 0.40 1 d P B 2 C3B C 0.1877(8) -0.2390(10) 0.4492(8) 0.068(3) Uiso 0.40 1 d P B 2 C4B C 0.0649(12) -0.1207(14) 0.4337(12) 0.093(5) Uiso 0.40 1 d P B 2 C5B C 0.1160(13) -0.1411(15) 0.6089(13) 0.103(5) Uiso 0.40 1 d P B 2 C6 C 0.2078(2) 0.1207(2) 0.4894(2) 0.0350(7) Uani 1 1 d . . . H6A H 0.1595 0.0967 0.4365 0.042 Uiso 1 1 calc R A 1 H6B H 0.1874 0.1757 0.5102 0.042 Uiso 1 1 calc R A 1 C7 C 0.26564(18) 0.1610(2) 0.46228(18) 0.0278(6) Uani 1 1 d . A . C8 C 0.3537(2) 0.2601(2) 0.4455(2) 0.0352(7) Uani 1 1 d . . . H8 H 0.3896 0.3132 0.4531 0.042 Uiso 1 1 calc R . . C9 C 0.3358(2) 0.1879(2) 0.3892(2) 0.0359(7) Uani 1 1 d . . . H9 H 0.3563 0.1805 0.3489 0.043 Uiso 1 1 calc R . . C11 C 0.3048(2) 0.3130(2) 0.5496(2) 0.0344(7) Uani 1 1 d . . . C12 C 0.3721(2) 0.3204(2) 0.6329(2) 0.0376(7) Uani 1 1 d . . . C13 C 0.3685(3) 0.3943(3) 0.6846(2) 0.0493(9) Uani 1 1 d . . . H13 H 0.4134 0.4026 0.7409 0.059 Uiso 1 1 calc R . . C14 C 0.3011(3) 0.4558(3) 0.6559(3) 0.0570(10) Uani 1 1 d . . . H14 H 0.3000 0.5055 0.6926 0.068 Uiso 1 1 calc R . . C15 C 0.2350(3) 0.4453(3) 0.5738(3) 0.0533(10) Uani 1 1 d . . . H15 H 0.1884 0.4872 0.5554 0.064 Uiso 1 1 calc R . . C16 C 0.2355(2) 0.3747(3) 0.5177(2) 0.0398(7) Uani 1 1 d . . . C17 C 0.4465(2) 0.2541(3) 0.6662(2) 0.0407(7) Uani 1 1 d . . . H17 H 0.4319 0.1976 0.6262 0.049 Uiso 1 1 calc R . . C18 C 0.5207(3) 0.3056(3) 0.6662(3) 0.0573(10) Uani 1 1 d . . . H18A H 0.5054 0.3284 0.6080 0.069 Uiso 1 1 calc R . . H18B H 0.5676 0.2607 0.6851 0.069 Uiso 1 1 calc R . . H18C H 0.5368 0.3608 0.7057 0.069 Uiso 1 1 calc R . . C19 C 0.4694(3) 0.2157(4) 0.7562(2) 0.0562(10) Uani 1 1 d . . . H19A H 0.4213 0.1825 0.7549 0.067 Uiso 1 1 calc R . . H19B H 0.4857 0.2696 0.7969 0.067 Uiso 1 1 calc R . . H19C H 0.5159 0.1702 0.7744 0.067 Uiso 1 1 calc R . . C20 C 0.1641(2) 0.3683(3) 0.4267(2) 0.0488(9) Uani 1 1 d . . . H20 H 0.1733 0.3097 0.3990 0.059 Uiso 1 1 calc R . . C21 C 0.0810(3) 0.3559(4) 0.4268(3) 0.0679(12) Uani 1 1 d . . . H21A H 0.0839 0.3000 0.4623 0.081 Uiso 1 1 calc R . . H21B H 0.0369 0.3457 0.3677 0.081 Uiso 1 1 calc R . . H21C H 0.0688 0.4141 0.4505 0.081 Uiso 1 1 calc R . . C22 C 0.1624(4) 0.4561(4) 0.3734(3) 0.0758(14) Uani 1 1 d . . . H22A H 0.2161 0.4619 0.3735 0.091 Uiso 1 1 calc R . . H22B H 0.1521 0.5145 0.3984 0.091 Uiso 1 1 calc R . . H22C H 0.1181 0.4482 0.3141 0.091 Uiso 1 1 calc R . . C31 C 0.2402(2) 0.0448(2) 0.3438(2) 0.0337(6) Uani 1 1 d . . . C32 C 0.2815(2) -0.0435(2) 0.3586(2) 0.0344(6) Uani 1 1 d . . . C33 C 0.2387(2) -0.1181(3) 0.3015(3) 0.0472(8) Uani 1 1 d . . . H33 H 0.2644 -0.1797 0.3095 0.057 Uiso 1 1 calc R . . C34 C 0.1605(3) -0.1049(3) 0.2341(3) 0.0604(11) Uani 1 1 d . . . H34 H 0.1325 -0.1574 0.1969 0.072 Uiso 1 1 calc R . . C35 C 0.1225(3) -0.0162(3) 0.2199(3) 0.0632(12) Uani 1 1 d . . . H35 H 0.0688 -0.0077 0.1721 0.076 Uiso 1 1 calc R . . C36 C 0.1614(2) 0.0617(3) 0.2745(2) 0.0481(9) Uani 1 1 d . . . C37 C 0.3700(2) -0.0583(3) 0.4284(2) 0.0371(7) Uani 1 1 d . . . H37 H 0.3828 -0.0072 0.4730 0.044 Uiso 1 1 calc R . . C38 C 0.4308(2) -0.0460(3) 0.3914(3) 0.0494(9) Uani 1 1 d . . . H38A H 0.4879 -0.0553 0.4373 0.059 Uiso 1 1 calc R . . H38B H 0.4250 0.0190 0.3673 0.059 Uiso 1 1 calc R . . H38C H 0.4182 -0.0940 0.3460 0.059 Uiso 1 1 calc R . . C39 C 0.3843(3) -0.1564(3) 0.4727(3) 0.0581(11) Uani 1 1 d . . . H39A H 0.3458 -0.1642 0.4966 0.070 Uiso 1 1 calc R . . H39B H 0.4417 -0.1602 0.5192 0.070 Uiso 1 1 calc R . . H39C H 0.3746 -0.2077 0.4306 0.070 Uiso 1 1 calc R . . C40 C 0.1197(3) 0.1596(3) 0.2536(3) 0.0681(14) Uani 1 1 d . . . H40 H 0.1542 0.2043 0.3020 0.082 Uiso 1 1 calc R . . C41 C 0.0325(4) 0.1559(5) 0.2458(4) 0.0891(19) Uani 1 1 d . . . H41A H 0.0359 0.1311 0.2995 0.107 Uiso 1 1 calc R . . H41B H -0.0030 0.1133 0.1980 0.107 Uiso 1 1 calc R . . H41C H 0.0086 0.2211 0.2348 0.107 Uiso 1 1 calc R . . C42 C 0.1179(4) 0.1996(5) 0.1721(4) 0.0939(19) Uani 1 1 d . . . H42A H 0.1746 0.2014 0.1793 0.113 Uiso 1 1 calc R . . H42B H 0.0948 0.2651 0.1615 0.113 Uiso 1 1 calc R . . H42C H 0.0832 0.1581 0.1232 0.113 Uiso 1 1 calc R . . C1S C 0.4665(4) 0.5289(8) 0.5139(5) 0.1012(16) Uiso 0.50 1 d PGD C -1 C2S C 0.4643(5) 0.4849(8) 0.4419(4) 0.1012(16) Uiso 0.50 1 d PGD C -1 H2S H 0.4141 0.4841 0.3890 0.121 Uiso 0.50 1 calc PR C -1 C3S C 0.5357(6) 0.4421(7) 0.4474(5) 0.1012(16) Uiso 0.50 1 d PG C -1 H3S H 0.5343 0.4121 0.3982 0.121 Uiso 0.50 1 calc PR C -1 C4S C 0.6092(5) 0.4434(7) 0.5249(6) 0.1012(16) Uiso 0.50 1 d PG C -1 H4S H 0.6579 0.4142 0.5286 0.121 Uiso 0.50 1 calc PR C -1 C5S C 0.6113(4) 0.4874(7) 0.5968(5) 0.1012(16) Uiso 0.50 1 d PG C -1 H5S H 0.6615 0.4883 0.6498 0.121 Uiso 0.50 1 calc PR C -1 C6S C 0.5399(5) 0.5302(7) 0.5914(4) 0.1012(16) Uiso 0.50 1 d PGD C -1 H6S H 0.5414 0.5603 0.6406 0.121 Uiso 0.50 1 calc PR C -1 C7S C 0.3900(6) 0.5690(11) 0.5127(8) 0.1012(16) Uiso 0.50 1 d PD C -1 H7SA H 0.3479 0.5811 0.4531 0.121 Uiso 0.50 1 calc PR C -1 H7SB H 0.4036 0.6296 0.5452 0.121 Uiso 0.50 1 calc PR C -1 H7SC H 0.3682 0.5225 0.5391 0.121 Uiso 0.50 1 calc PR C -1 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 W1A 0.03856(16) 0.0307(2) 0.0521(3) 0.01030(16) 0.0267(2) 0.00061(13) W1B 0.0296(2) 0.0378(4) 0.0535(5) 0.0170(3) 0.0178(3) -0.0017(2) SnA 0.0388(3) 0.0275(6) 0.0407(6) 0.0088(5) 0.0235(3) 0.0015(5) SnB 0.0394(6) 0.0309(10) 0.0370(6) 0.0062(7) 0.0232(4) -0.0020(8) Cl1A 0.028(4) 0.0459(18) 0.0427(18) 0.0084(14) 0.013(2) 0.001(2) Cl2A 0.0778(14) 0.0557(14) 0.0538(11) -0.0014(14) 0.0433(10) 0.0050(15) Cl1B 0.030(7) 0.058(4) 0.041(3) 0.012(2) 0.016(4) 0.004(3) Cl2B 0.100(3) 0.080(3) 0.0561(19) -0.001(3) 0.0542(19) 0.010(3) O1A 0.071(5) 0.035(3) 0.080(6) -0.001(4) 0.045(5) -0.011(3) O2A 0.053(3) 0.060(3) 0.154(7) 0.007(4) 0.045(4) 0.018(3) O3A 0.139(7) 0.153(7) 0.052(4) 0.012(4) 0.019(4) -0.079(6) O4A 0.108(6) 0.087(5) 0.355(16) 0.016(7) 0.164(9) 0.019(5) O5A 0.380(18) 0.048(3) 0.111(6) -0.016(4) 0.168(9) -0.040(6) N1 0.0307(12) 0.0309(12) 0.0279(12) -0.0019(10) 0.0153(10) -0.0041(10) N2 0.0283(12) 0.0304(12) 0.0254(11) -0.0013(10) 0.0102(10) -0.0028(10) C1A 0.042(4) 0.041(4) 0.045(5) 0.002(4) 0.026(4) 0.003(3) C2A 0.048(4) 0.045(4) 0.080(5) 0.000(4) 0.038(4) -0.007(3) C3A 0.077(6) 0.070(5) 0.063(5) 0.001(4) 0.037(4) -0.038(4) C4A 0.064(5) 0.040(4) 0.203(12) 0.000(5) 0.081(7) -0.002(4) C5A 0.181(11) 0.027(3) 0.092(6) -0.005(3) 0.099(8) -0.022(5) C6 0.0324(15) 0.0340(15) 0.0416(17) 0.0073(13) 0.0198(14) 0.0000(12) C7 0.0260(13) 0.0299(14) 0.0240(13) 0.0032(11) 0.0087(11) 0.0005(11) C8 0.0367(16) 0.0367(16) 0.0376(16) -0.0034(13) 0.0220(14) -0.0089(13) C9 0.0398(17) 0.0400(16) 0.0348(16) -0.0012(13) 0.0233(14) -0.0054(13) C11 0.0436(18) 0.0327(15) 0.0329(15) -0.0039(12) 0.0231(14) -0.0049(13) C12 0.048(2) 0.0355(16) 0.0325(16) -0.0039(13) 0.0214(15) -0.0062(14) C13 0.061(2) 0.050(2) 0.0358(17) -0.0116(15) 0.0225(17) -0.0040(18) C14 0.079(3) 0.052(2) 0.048(2) -0.0144(18) 0.036(2) 0.004(2) C15 0.061(3) 0.049(2) 0.055(2) -0.0046(18) 0.032(2) 0.0116(19) C16 0.0440(19) 0.0399(17) 0.0390(17) -0.0010(14) 0.0224(15) 0.0027(14) C17 0.0417(18) 0.0414(17) 0.0336(16) -0.0067(14) 0.0133(14) -0.0060(14) C18 0.055(2) 0.056(2) 0.066(3) -0.017(2) 0.033(2) -0.0139(19) C19 0.053(2) 0.070(3) 0.0352(18) 0.0055(18) 0.0116(17) 0.004(2) C20 0.047(2) 0.051(2) 0.0446(19) -0.0018(16) 0.0182(17) 0.0140(17) C21 0.047(2) 0.071(3) 0.075(3) 0.002(2) 0.020(2) 0.009(2) C22 0.079(3) 0.087(4) 0.051(2) 0.017(2) 0.023(2) 0.010(3) C31 0.0328(15) 0.0316(15) 0.0317(15) -0.0071(12) 0.0111(13) -0.0049(12) C32 0.0353(16) 0.0341(15) 0.0364(16) -0.0003(13) 0.0191(13) -0.0012(13) C33 0.049(2) 0.0363(17) 0.059(2) -0.0093(16) 0.0273(18) -0.0045(15) C34 0.050(2) 0.050(2) 0.068(3) -0.028(2) 0.017(2) -0.0104(18) C35 0.038(2) 0.062(3) 0.061(3) -0.026(2) -0.0005(18) -0.0003(18) C36 0.0397(19) 0.0442(19) 0.0411(18) -0.0107(15) 0.0032(15) 0.0042(15) C37 0.0378(17) 0.0416(17) 0.0325(15) 0.0045(13) 0.0172(14) 0.0042(14) C38 0.0380(19) 0.064(2) 0.049(2) 0.0026(18) 0.0228(16) 0.0026(17) C39 0.075(3) 0.051(2) 0.056(2) 0.0141(18) 0.037(2) 0.019(2) C40 0.055(3) 0.061(3) 0.048(2) -0.0141(19) -0.0096(19) 0.020(2) C41 0.069(3) 0.103(4) 0.070(3) -0.001(3) 0.012(3) 0.046(3) C42 0.093(4) 0.074(3) 0.089(4) 0.019(3) 0.021(3) 0.021(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 W1A C1A 1.970(9) . ? W1A C4A 2.010(8) . ? W1A C5A 2.020(9) . ? W1A C3A 2.028(8) . ? W1A C2A 2.045(7) . ? W1A SnA 2.755(2) . ? W1B C5B 1.86(2) . ? W1B C4B 1.965(19) . ? W1B C1B 1.973(14) . ? W1B C2B 1.980(11) . ? W1B C3B 2.004(13) . ? W1B SnB 2.761(3) . ? SnA C6 2.178(4) . ? SnA Cl1A 2.354(17) . ? SnA Cl2A 2.392(4) . ? SnB C6 2.309(5) . ? SnB Cl2B 2.397(6) . ? SnB Cl1B 2.47(3) . ? O1A C1A 1.181(12) . ? O2A C2A 1.137(9) . ? O3A C3A 1.124(10) . ? O4A C4A 1.149(10) . ? O5A C5A 1.113(11) . ? O1B C1B 1.15(2) . ? O2B C2B 1.185(14) . ? O3B C3B 1.208(16) . ? O4B C4B 1.20(2) . ? O5B C5B 1.29(2) . ? N1 C7 1.342(4) . ? N1 C8 1.393(4) . ? N1 C11 1.452(4) . ? N2 C7 1.356(4) . ? N2 C9 1.383(4) . ? N2 C31 1.451(4) . ? C6 C7 1.457(4) . ? C8 C9 1.336(5) . ? C11 C12 1.403(5) . ? C11 C16 1.405(5) . ? C12 C13 1.391(5) . ? C12 C17 1.509(5) . ? C13 C14 1.380(6) . ? C14 C15 1.386(6) . ? C15 C16 1.392(5) . ? C16 C20 1.519(5) . ? C17 C18 1.529(5) . ? C17 C19 1.531(5) . ? C20 C21 1.525(6) . ? C20 C22 1.527(7) . ? C31 C32 1.395(4) . ? C31 C36 1.398(5) . ? C32 C33 1.395(5) . ? C32 C37 1.511(5) . ? C33 C34 1.371(6) . ? C34 C35 1.374(6) . ? C35 C36 1.395(5) . ? C36 C40 1.512(5) . ? C37 C39 1.526(5) . ? C37 C38 1.535(5) . ? C40 C42 1.522(8) . ? C40 C41 1.531(8) . ? C1S C2S 1.3900 . ? C1S C6S 1.3900 . ? C1S C7S 1.490(4) . ? C2S C3S 1.3900 . ? C3S C4S 1.3900 . ? C4S C5S 1.3900 . ? C5S C6S 1.3900 . ? 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 C1A W1A C4A 87.8(3) . . ? C1A W1A C5A 97.6(3) . . ? C4A W1A C5A 84.8(5) . . ? C1A W1A C3A 90.5(3) . . ? C4A W1A C3A 89.0(5) . . ? C5A W1A C3A 169.6(4) . . ? C1A W1A C2A 85.4(3) . . ? C4A W1A C2A 171.6(4) . . ? C5A W1A C2A 91.3(4) . . ? C3A W1A C2A 96.0(4) . . ? C1A W1A SnA 175.0(2) . . ? C4A W1A SnA 96.7(2) . . ? C5A W1A SnA 85.2(2) . . ? C3A W1A SnA 87.2(2) . . ? C2A W1A SnA 90.4(2) . . ? C5B W1B C4B 93.3(9) . . ? C5B W1B C1B 92.5(7) . . ? C4B W1B C1B 93.1(7) . . ? C5B W1B C2B 97.1(7) . . ? C4B W1B C2B 169.0(7) . . ? C1B W1B C2B 89.7(5) . . ? C5B W1B C3B 174.6(7) . . ? C4B W1B C3B 85.0(7) . . ? C1B W1B C3B 82.5(5) . . ? C2B W1B C3B 84.9(5) . . ? C5B W1B SnB 84.7(6) . . ? C4B W1B SnB 90.0(6) . . ? C1B W1B SnB 176.0(4) . . ? C2B W1B SnB 87.8(3) . . ? C3B W1B SnB 100.4(4) . . ? C6 SnA Cl1A 100.0(4) . . ? C6 SnA Cl2A 96.13(13) . . ? Cl1A SnA Cl2A 96.5(4) . . ? C6 SnA W1A 124.90(14) . . ? Cl1A SnA W1A 117.0(3) . . ? Cl2A SnA W1A 116.89(12) . . ? C6 SnB Cl2B 94.86(17) . . ? C6 SnB Cl1B 100.2(6) . . ? Cl2B SnB Cl1B 93.5(7) . . ? C6 SnB W1B 123.96(19) . . ? Cl2B SnB W1B 113.5(2) . . ? Cl1B SnB W1B 123.5(6) . . ? C7 N1 C8 109.6(2) . . ? C7 N1 C11 127.2(3) . . ? C8 N1 C11 122.6(3) . . ? C7 N2 C9 109.1(2) . . ? C7 N2 C31 125.8(3) . . ? C9 N2 C31 124.4(3) . . ? O1A C1A W1A 177.2(9) . . ? O2A C2A W1A 173.9(8) . . ? O3A C3A W1A 171.8(11) . . ? O4A C4A W1A 173.3(11) . . ? O5A C5A W1A 177.1(12) . . ? O1B C1B W1B 174.8(14) . . ? O2B C2B W1B 178.5(11) . . ? O3B C3B W1B 172.0(12) . . ? O4B C4B W1B 176.4(19) . . ? O5B C5B W1B 170.2(18) . . ? C7 C6 SnA 124.0(2) . . ? C7 C6 SnB 120.0(2) . . ? N1 C7 N2 106.6(2) . . ? N1 C7 C6 126.8(3) . . ? N2 C7 C6 126.6(3) . . ? C9 C8 N1 106.9(3) . . ? C8 C9 N2 107.8(3) . . ? C12 C11 C16 123.4(3) . . ? C12 C11 N1 118.6(3) . . ? C16 C11 N1 117.8(3) . . ? C13 C12 C11 116.8(3) . . ? C13 C12 C17 120.3(3) . . ? C11 C12 C17 122.9(3) . . ? C14 C13 C12 121.5(4) . . ? C13 C14 C15 120.2(3) . . ? C14 C15 C16 121.3(4) . . ? C15 C16 C11 116.7(3) . . ? C15 C16 C20 120.1(3) . . ? C11 C16 C20 123.2(3) . . ? C12 C17 C18 110.5(3) . . ? C12 C17 C19 111.7(3) . . ? C18 C17 C19 110.6(3) . . ? C16 C20 C21 111.3(3) . . ? C16 C20 C22 111.1(4) . . ? C21 C20 C22 111.0(4) . . ? C32 C31 C36 123.5(3) . . ? C32 C31 N2 119.0(3) . . ? C36 C31 N2 117.5(3) . . ? C31 C32 C33 116.4(3) . . ? C31 C32 C37 123.0(3) . . ? C33 C32 C37 120.4(3) . . ? C34 C33 C32 121.6(4) . . ? C33 C34 C35 120.5(4) . . ? C34 C35 C36 121.1(4) . . ? C35 C36 C31 116.8(3) . . ? C35 C36 C40 119.4(3) . . ? C31 C36 C40 123.6(3) . . ? C32 C37 C39 113.3(3) . . ? C32 C37 C38 110.3(3) . . ? C39 C37 C38 109.4(3) . . ? C36 C40 C42 109.9(4) . . ? C36 C40 C41 111.9(5) . . ? C42 C40 C41 111.5(4) . . ? C2S C1S C6S 120.0 . . ? C2S C1S C7S 121.7(3) . . ? C6S C1S C7S 118.1(3) . . ? C1S C2S C3S 120.0 . . ? C4S C3S C2S 120.0 . . ? C3S C4S C5S 120.0 . . ? C6S C5S C4S 120.0 . . ? C5S C6S C1S 120.0 . . ? 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 C1A W1A SnA C6 88(3) . . . . ? C4A W1A SnA C6 -64.0(4) . . . . ? C5A W1A SnA C6 -148.1(4) . . . . ? C3A W1A SnA C6 24.7(3) . . . . ? C2A W1A SnA C6 120.6(3) . . . . ? C1A W1A SnA Cl1A -39(3) . . . . ? C4A W1A SnA Cl1A 169.6(6) . . . . ? C5A W1A SnA Cl1A 85.5(6) . . . . ? C3A W1A SnA Cl1A -101.7(6) . . . . ? C2A W1A SnA Cl1A -5.8(6) . . . . ? C1A W1A SnA Cl2A -152(3) . . . . ? C4A W1A SnA Cl2A 56.0(4) . . . . ? C5A W1A SnA Cl2A -28.2(4) . . . . ? C3A W1A SnA Cl2A 144.7(3) . . . . ? C2A W1A SnA Cl2A -119.4(3) . . . . ? C5B W1B SnB C6 -102.3(7) . . . . ? C4B W1B SnB C6 -8.9(6) . . . . ? C1B W1B SnB C6 -150(6) . . . . ? C2B W1B SnB C6 160.3(4) . . . . ? C3B W1B SnB C6 76.0(4) . . . . ? C5B W1B SnB Cl2B 11.6(7) . . . . ? C4B W1B SnB Cl2B 104.9(6) . . . . ? C1B W1B SnB Cl2B -36(6) . . . . ? C2B W1B SnB Cl2B -85.8(4) . . . . ? C3B W1B SnB Cl2B -170.2(4) . . . . ? C5B W1B SnB Cl1B 123.1(10) . . . . ? C4B W1B SnB Cl1B -143.5(10) . . . . ? C1B W1B SnB Cl1B 76(6) . . . . ? C2B W1B SnB Cl1B 25.7(8) . . . . ? C3B W1B SnB Cl1B -58.6(9) . . . . ? C4A W1A C1A O1A 123(18) . . . . ? C5A W1A C1A O1A -152(18) . . . . ? C3A W1A C1A O1A 34(18) . . . . ? C2A W1A C1A O1A -62(18) . . . . ? SnA W1A C1A O1A -29(21) . . . . ? C1A W1A C2A O2A -60(7) . . . . ? C4A W1A C2A O2A -24(9) . . . . ? C5A W1A C2A O2A 37(7) . . . . ? C3A W1A C2A O2A -150(7) . . . . ? SnA W1A C2A O2A 123(7) . . . . ? C1A W1A C3A O3A 102(5) . . . . ? C4A W1A C3A O3A 14(5) . . . . ? C5A W1A C3A O3A -39(6) . . . . ? C2A W1A C3A O3A -173(5) . . . . ? SnA W1A C3A O3A -83(5) . . . . ? C1A W1A C4A O4A 49(10) . . . . ? C5A W1A C4A O4A -48(10) . . . . ? C3A W1A C4A O4A 140(10) . . . . ? C2A W1A C4A O4A 14(12) . . . . ? SnA W1A C4A O4A -133(10) . . . . ? C1A W1A C5A O5A -107(19) . . . . ? C4A W1A C5A O5A -20(19) . . . . ? C3A W1A C5A O5A 34(20) . . . . ? C2A W1A C5A O5A 168(19) . . . . ? SnA W1A C5A O5A 77(19) . . . . ? C5B W1B C1B O1B -130(14) . . . . ? C4B W1B C1B O1B 137(14) . . . . ? C2B W1B C1B O1B -33(14) . . . . ? C3B W1B C1B O1B 52(14) . . . . ? SnB W1B C1B O1B -83(15) . . . . ? C5B W1B C2B O2B 82(42) . . . . ? C4B W1B C2B O2B -115(41) . . . . ? C1B W1B C2B O2B -10(42) . . . . ? C3B W1B C2B O2B -93(42) . . . . ? SnB W1B C2B O2B 166(42) . . . . ? C5B W1B C3B O3B -40(13) . . . . ? C4B W1B C3B O3B -112(9) . . . . ? C1B W1B C3B O3B -19(8) . . . . ? C2B W1B C3B O3B 72(8) . . . . ? SnB W1B C3B O3B 159(8) . . . . ? C5B W1B C4B O4B 140(28) . . . . ? C1B W1B C4B O4B -127(28) . . . . ? C2B W1B C4B O4B -23(30) . . . . ? C3B W1B C4B O4B -45(28) . . . . ? SnB W1B C4B O4B 56(28) . . . . ? C4B W1B C5B O5B 133(11) . . . . ? C1B W1B C5B O5B 40(11) . . . . ? C2B W1B C5B O5B -50(11) . . . . ? C3B W1B C5B O5B 61(16) . . . . ? SnB W1B C5B O5B -137(11) . . . . ? Cl1A SnA C6 C7 7.8(5) . . . . ? Cl2A SnA C6 C7 105.5(3) . . . . ? W1A SnA C6 C7 -125.5(3) . . . . ? Cl2B SnB C6 C7 114.9(3) . . . . ? Cl1B SnB C6 C7 20.5(7) . . . . ? W1B SnB C6 C7 -122.4(3) . . . . ? C8 N1 C7 N2 0.7(3) . . . . ? C11 N1 C7 N2 171.9(3) . . . . ? C8 N1 C7 C6 -176.2(3) . . . . ? C11 N1 C7 C6 -5.1(5) . . . . ? C9 N2 C7 N1 -1.2(3) . . . . ? C31 N2 C7 N1 -171.6(3) . . . . ? C9 N2 C7 C6 175.7(3) . . . . ? C31 N2 C7 C6 5.3(5) . . . . ? SnA C6 C7 N1 -98.0(3) . . . . ? SnB C6 C7 N1 -106.7(3) . . . . ? SnA C6 C7 N2 85.7(4) . . . . ? SnB C6 C7 N2 77.0(4) . . . . ? C7 N1 C8 C9 0.1(4) . . . . ? C11 N1 C8 C9 -171.6(3) . . . . ? N1 C8 C9 N2 -0.8(4) . . . . ? C7 N2 C9 C8 1.3(4) . . . . ? C31 N2 C9 C8 171.9(3) . . . . ? C7 N1 C11 C12 109.8(4) . . . . ? C8 N1 C11 C12 -80.1(4) . . . . ? C7 N1 C11 C16 -74.8(4) . . . . ? C8 N1 C11 C16 95.3(4) . . . . ? C16 C11 C12 C13 -0.9(5) . . . . ? N1 C11 C12 C13 174.2(3) . . . . ? C16 C11 C12 C17 -179.5(3) . . . . ? N1 C11 C12 C17 -4.4(5) . . . . ? C11 C12 C13 C14 1.5(6) . . . . ? C17 C12 C13 C14 -179.8(4) . . . . ? C12 C13 C14 C15 -0.3(7) . . . . ? C13 C14 C15 C16 -1.5(7) . . . . ? C14 C15 C16 C11 2.1(6) . . . . ? C14 C15 C16 C20 -177.0(4) . . . . ? C12 C11 C16 C15 -0.9(5) . . . . ? N1 C11 C16 C15 -176.0(3) . . . . ? C12 C11 C16 C20 178.2(3) . . . . ? N1 C11 C16 C20 3.0(5) . . . . ? C13 C12 C17 C18 -75.3(4) . . . . ? C11 C12 C17 C18 103.4(4) . . . . ? C13 C12 C17 C19 48.3(5) . . . . ? C11 C12 C17 C19 -133.1(4) . . . . ? C15 C16 C20 C21 -56.7(5) . . . . ? C11 C16 C20 C21 124.3(4) . . . . ? C15 C16 C20 C22 67.5(5) . . . . ? C11 C16 C20 C22 -111.5(4) . . . . ? C7 N2 C31 C32 -105.4(4) . . . . ? C9 N2 C31 C32 85.6(4) . . . . ? C7 N2 C31 C36 77.7(4) . . . . ? C9 N2 C31 C36 -91.3(4) . . . . ? C36 C31 C32 C33 -2.2(5) . . . . ? N2 C31 C32 C33 -179.0(3) . . . . ? C36 C31 C32 C37 173.8(3) . . . . ? N2 C31 C32 C37 -2.9(5) . . . . ? C31 C32 C33 C34 0.5(6) . . . . ? C37 C32 C33 C34 -175.6(4) . . . . ? C32 C33 C34 C35 1.3(7) . . . . ? C33 C34 C35 C36 -1.5(8) . . . . ? C34 C35 C36 C31 -0.1(7) . . . . ? C34 C35 C36 C40 176.3(5) . . . . ? C32 C31 C36 C35 2.1(6) . . . . ? N2 C31 C36 C35 178.8(4) . . . . ? C32 C31 C36 C40 -174.3(4) . . . . ? N2 C31 C36 C40 2.5(6) . . . . ? C31 C32 C37 C39 142.1(3) . . . . ? C33 C32 C37 C39 -42.1(4) . . . . ? C31 C32 C37 C38 -95.0(4) . . . . ? C33 C32 C37 C38 80.9(4) . . . . ? C35 C36 C40 C42 -67.5(6) . . . . ? C31 C36 C40 C42 108.7(5) . . . . ? C35 C36 C40 C41 57.0(6) . . . . ? C31 C36 C40 C41 -126.8(5) . . . . ? C6S C1S C2S C3S 0.0 . . . . ? C7S C1S C2S C3S -175.3(13) . . . . ? C1S C2S C3S C4S 0.0 . . . . ? C2S C3S C4S C5S 0.0 . . . . ? C3S C4S C5S C6S 0.0 . . . . ? C4S C5S C6S C1S 0.0 . . . . ? C2S C1S C6S C5S 0.0 . . . . ? C7S C1S C6S C5S 175.4(12) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.629 _refine_diff_density_min -0.863 _refine_diff_density_rms 0.091 #===END data_riv1095 _database_code_depnum_ccdc_archive 'CCDC 819210' #TrackingRef '- RIvard_merged.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 3 _chemical_melting_point ? _chemical_formula_moiety 'C33 H38 Cl2 Ge N2 O5 W' _chemical_formula_sum 'C33 H38 Cl2 Ge N2 O5 W' _chemical_formula_weight 869.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n a 21' _symmetry_space_group_name_Hall 'P 2c -2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 24.2684(11) _cell_length_b 11.1671(5) _cell_length_c 13.2380(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3587.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9918 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 27.65 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.611 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1720 _exptl_absorpt_coefficient_mu 4.230 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.4059 _exptl_absorpt_correction_T_max 0.7284 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 31057 _diffrn_reflns_av_R_equivalents 0.0163 _diffrn_reflns_av_sigmaI/netI 0.0142 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 27.70 _reflns_number_total 8358 _reflns_number_gt 8171 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR-97 (Altomare et al, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0233P)^2^+2.5957P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881. 3983 Friedel pairs.' _refine_ls_abs_structure_Flack 0.442(5) _refine_ls_number_reflns 8358 _refine_ls_number_parameters 398 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0211 _refine_ls_R_factor_gt 0.0203 _refine_ls_wR_factor_ref 0.0501 _refine_ls_wR_factor_gt 0.0498 _refine_ls_goodness_of_fit_ref 1.150 _refine_ls_restrained_S_all 1.150 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group W W 0.048804(4) 0.357452(9) 0.575028(14) 0.02759(4) Uani 1 1 d . . . Ge Ge 0.137970(12) 0.33340(3) 0.67925(2) 0.02351(6) Uani 1 1 d . . . Cl1 Cl 0.14828(4) 0.41884(8) 0.82986(7) 0.03895(18) Uani 1 1 d . . . Cl2 Cl 0.21289(4) 0.40705(9) 0.60019(7) 0.0457(2) Uani 1 1 d . . . O1 O -0.05576(11) 0.3766(3) 0.4350(2) 0.0428(6) Uani 1 1 d . . . O2 O 0.10102(13) 0.5981(2) 0.4895(3) 0.0555(8) Uani 1 1 d . . . O3 O 0.11028(14) 0.2188(3) 0.3993(3) 0.0681(10) Uani 1 1 d . . . O4 O 0.01021(15) 0.1069(3) 0.6618(3) 0.0725(11) Uani 1 1 d . . . O5 O -0.01206(16) 0.5006(5) 0.7510(3) 0.0854(13) Uani 1 1 d . . . N1 N 0.24678(10) 0.1660(2) 0.8351(2) 0.0230(5) Uani 1 1 d . . . N2 N 0.16862(10) 0.0921(2) 0.88534(19) 0.0230(5) Uani 1 1 d . . . C1 C -0.01791(14) 0.3706(3) 0.4870(3) 0.0296(7) Uani 1 1 d . . . C2 C 0.08131(14) 0.5121(3) 0.5211(3) 0.0354(7) Uani 1 1 d . . . C3 C 0.08835(14) 0.2688(3) 0.4630(3) 0.0389(8) Uani 1 1 d . . . C4 C 0.02319(16) 0.1971(4) 0.6315(3) 0.0428(9) Uani 1 1 d . . . C5 C 0.01013(16) 0.4484(4) 0.6885(3) 0.0500(10) Uani 1 1 d . . . C6 C 0.16985(13) 0.1660(3) 0.7070(2) 0.0270(6) Uani 1 1 d . . . H6A H 0.1399 0.1071 0.6968 0.032 Uiso 1 1 calc R . . H6B H 0.1982 0.1498 0.6549 0.032 Uiso 1 1 calc R . . C7 C 0.19466(12) 0.1420(2) 0.8057(2) 0.0221(6) Uani 1 1 d . . . C8 C 0.25396(14) 0.1293(3) 0.9348(2) 0.0279(6) Uani 1 1 d . . . H8 H 0.2870 0.1349 0.9731 0.033 Uiso 1 1 calc R . . C9 C 0.20540(13) 0.0843(3) 0.9672(2) 0.0286(6) Uani 1 1 d . . . H9 H 0.1976 0.0535 1.0325 0.034 Uiso 1 1 calc R . . C11 C 0.29173(12) 0.2055(3) 0.7693(2) 0.0266(6) Uani 1 1 d . . . C12 C 0.31364(15) 0.3202(4) 0.7825(3) 0.0338(8) Uani 1 1 d . . . C13 C 0.35588(17) 0.3531(4) 0.7161(4) 0.0471(10) Uani 1 1 d . . . H13 H 0.3725 0.4297 0.7225 0.056 Uiso 1 1 calc R . . C14 C 0.37376(16) 0.2762(4) 0.6420(3) 0.0507(10) Uani 1 1 d . . . H14 H 0.4013 0.3019 0.5959 0.061 Uiso 1 1 calc R . . C15 C 0.35266(17) 0.1645(4) 0.6338(3) 0.0472(10) Uani 1 1 d . . . H15 H 0.3663 0.1126 0.5827 0.057 Uiso 1 1 calc R . . C16 C 0.31165(13) 0.1241(3) 0.6979(3) 0.0344(7) Uani 1 1 d . . . C17 C 0.29634(16) 0.4034(3) 0.8663(3) 0.0360(7) Uani 1 1 d . . . H17 H 0.2614 0.3718 0.8963 0.043 Uiso 1 1 calc R . . C18 C 0.3410(2) 0.4053(4) 0.9502(3) 0.0517(10) Uani 1 1 d . . . H18A H 0.3482 0.3233 0.9731 0.077 Uiso 1 1 calc R . . H18B H 0.3279 0.4535 1.0072 0.077 Uiso 1 1 calc R . . H18C H 0.3750 0.4402 0.9233 0.077 Uiso 1 1 calc R . . C19 C 0.28579(18) 0.5313(3) 0.8299(4) 0.0513(10) Uani 1 1 d . . . H19A H 0.2578 0.5304 0.7766 0.077 Uiso 1 1 calc R . . H19B H 0.3201 0.5652 0.8032 0.077 Uiso 1 1 calc R . . H19C H 0.2728 0.5802 0.8866 0.077 Uiso 1 1 calc R . . C20 C 0.29330(15) -0.0061(3) 0.6964(3) 0.0402(8) Uani 1 1 d . . . H20 H 0.2538 -0.0091 0.7179 0.048 Uiso 1 1 calc R . . C21 C 0.2977(2) -0.0641(5) 0.5917(4) 0.0666(14) Uani 1 1 d . . . H21A H 0.2844 -0.1469 0.5952 0.100 Uiso 1 1 calc R . . H21B H 0.3362 -0.0635 0.5696 0.100 Uiso 1 1 calc R . . H21C H 0.2752 -0.0189 0.5435 0.100 Uiso 1 1 calc R . . C22 C 0.3272(2) -0.0792(4) 0.7720(4) 0.0524(10) Uani 1 1 d . . . H22A H 0.3214 -0.0475 0.8403 0.079 Uiso 1 1 calc R . . H22B H 0.3663 -0.0738 0.7546 0.079 Uiso 1 1 calc R . . H22C H 0.3154 -0.1631 0.7697 0.079 Uiso 1 1 calc R . . C31 C 0.11299(13) 0.0434(3) 0.8851(2) 0.0278(6) Uani 1 1 d . . . C32 C 0.10297(15) -0.0649(3) 0.8340(3) 0.0348(7) Uani 1 1 d . . . C33 C 0.04855(18) -0.1044(4) 0.8329(3) 0.0489(10) Uani 1 1 d . . . H33 H 0.0398 -0.1761 0.7978 0.059 Uiso 1 1 calc R . . C34 C 0.00744(18) -0.0436(4) 0.8806(3) 0.0534(11) Uani 1 1 d . . . H34 H -0.0294 -0.0716 0.8761 0.064 Uiso 1 1 calc R . . C35 C 0.01900(16) 0.0579(4) 0.9353(3) 0.0451(9) Uani 1 1 d . . . H35 H -0.0098 0.0964 0.9715 0.054 Uiso 1 1 calc R . . C36 C 0.07204(14) 0.1054(3) 0.9390(3) 0.0334(7) Uani 1 1 d . . . C37 C 0.1488(2) -0.1380(3) 0.7859(3) 0.0451(10) Uani 1 1 d . . . H37 H 0.1750 -0.0810 0.7531 0.054 Uiso 1 1 calc R . . C38 C 0.1804(2) -0.2072(4) 0.8664(4) 0.0539(12) Uani 1 1 d . . . H38A H 0.1942 -0.1514 0.9176 0.081 Uiso 1 1 calc R . . H38B H 0.2115 -0.2490 0.8350 0.081 Uiso 1 1 calc R . . H38C H 0.1559 -0.2658 0.8983 0.081 Uiso 1 1 calc R . . C39 C 0.1280(2) -0.2262(4) 0.7036(4) 0.0652(13) Uani 1 1 d . . . H39A H 0.1074 -0.1819 0.6521 0.098 Uiso 1 1 calc R . . H39B H 0.1040 -0.2864 0.7346 0.098 Uiso 1 1 calc R . . H39C H 0.1596 -0.2661 0.6720 0.098 Uiso 1 1 calc R . . C40 C 0.08342(16) 0.2129(3) 1.0046(3) 0.0370(8) Uani 1 1 d . . . H40 H 0.1204 0.2456 0.9863 0.044 Uiso 1 1 calc R . . C41 C 0.0848(2) 0.1745(4) 1.1163(3) 0.0572(12) Uani 1 1 d . . . H41A H 0.1136 0.1140 1.1260 0.086 Uiso 1 1 calc R . . H41B H 0.0490 0.1409 1.1353 0.086 Uiso 1 1 calc R . . H41C H 0.0928 0.2443 1.1587 0.086 Uiso 1 1 calc R . . C42 C 0.04057(19) 0.3125(4) 0.9907(5) 0.0612(13) Uani 1 1 d . . . H42A H 0.0490 0.3790 1.0365 0.092 Uiso 1 1 calc R . . H42B H 0.0038 0.2811 1.0060 0.092 Uiso 1 1 calc R . . H42C H 0.0415 0.3410 0.9207 0.092 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 W 0.02172(5) 0.02870(5) 0.03233(6) 0.00443(7) -0.00268(7) 0.00088(4) Ge 0.01586(13) 0.02603(13) 0.02864(15) 0.00974(13) -0.00365(12) -0.00092(11) Cl1 0.0372(4) 0.0352(4) 0.0445(5) -0.0010(3) -0.0021(4) 0.0010(3) Cl2 0.0290(4) 0.0565(5) 0.0518(6) 0.0268(4) -0.0003(3) -0.0072(4) O1 0.0350(14) 0.0456(15) 0.0478(16) -0.0009(12) -0.0110(12) 0.0002(11) O2 0.0512(18) 0.0319(14) 0.083(2) 0.0137(14) -0.0032(16) -0.0072(13) O3 0.060(2) 0.0532(19) 0.092(3) -0.0237(18) 0.039(2) -0.0094(16) O4 0.071(2) 0.0617(19) 0.085(2) 0.036(2) -0.021(2) -0.0227(18) O5 0.073(2) 0.125(3) 0.058(2) -0.031(2) 0.0036(19) 0.028(2) N1 0.0197(12) 0.0250(12) 0.0242(12) 0.0039(10) 0.0006(10) 0.0030(10) N2 0.0202(12) 0.0224(12) 0.0265(12) 0.0031(9) 0.0002(10) 0.0038(9) C1 0.0262(16) 0.0286(15) 0.0339(17) 0.0022(13) -0.0004(13) 0.0002(12) C2 0.0274(16) 0.0322(17) 0.047(2) 0.0005(14) -0.0066(14) 0.0022(14) C3 0.0295(17) 0.0304(17) 0.057(2) -0.0004(16) 0.0038(16) -0.0022(14) C4 0.0332(19) 0.045(2) 0.050(2) 0.0150(18) -0.0101(16) -0.0092(16) C5 0.0360(19) 0.069(3) 0.045(2) -0.008(2) -0.0075(18) 0.0095(18) C6 0.0267(15) 0.0300(14) 0.0244(15) 0.0007(11) -0.0019(11) -0.0007(12) C7 0.0209(14) 0.0200(13) 0.0253(14) -0.0005(11) -0.0001(11) 0.0017(10) C8 0.0258(15) 0.0333(15) 0.0246(15) 0.0016(12) -0.0026(12) 0.0040(12) C9 0.0299(16) 0.0283(15) 0.0277(15) 0.0073(12) 0.0004(13) 0.0023(12) C11 0.0182(13) 0.0327(15) 0.0289(15) 0.0031(12) 0.0010(12) 0.0013(12) C12 0.0224(16) 0.0362(18) 0.043(2) 0.0085(15) -0.0037(14) -0.0014(14) C13 0.0329(19) 0.048(2) 0.060(3) 0.0184(18) 0.0084(18) -0.0053(16) C14 0.032(2) 0.073(3) 0.047(2) 0.011(2) 0.0107(16) -0.0057(19) C15 0.033(2) 0.070(3) 0.038(2) -0.0035(18) 0.0098(16) 0.0082(19) C16 0.0212(15) 0.0510(19) 0.0311(17) -0.0053(15) 0.0004(13) 0.0055(14) C17 0.0326(17) 0.0292(16) 0.046(2) 0.0008(14) -0.0029(15) -0.0048(13) C18 0.058(3) 0.043(2) 0.054(3) -0.0033(19) -0.016(2) -0.0006(19) C19 0.046(2) 0.0321(18) 0.075(3) 0.0044(19) -0.009(2) -0.0040(16) C20 0.0318(17) 0.0438(19) 0.045(2) -0.0143(16) 0.0030(15) 0.0068(15) C21 0.075(3) 0.073(3) 0.051(3) -0.029(2) -0.005(2) 0.008(2) C22 0.056(3) 0.047(2) 0.054(2) -0.005(2) -0.005(2) 0.009(2) C31 0.0250(15) 0.0258(14) 0.0324(16) 0.0066(12) 0.0020(12) -0.0030(12) C32 0.044(2) 0.0278(15) 0.0323(17) 0.0071(13) 0.0033(15) -0.0067(14) C33 0.058(3) 0.041(2) 0.047(2) 0.0032(18) -0.0031(19) -0.0222(19) C34 0.034(2) 0.062(3) 0.065(3) 0.010(2) 0.0004(19) -0.0168(19) C35 0.0290(18) 0.044(2) 0.062(3) 0.0104(18) 0.0086(17) -0.0026(16) C36 0.0269(16) 0.0340(16) 0.0392(18) 0.0094(14) 0.0055(14) 0.0019(14) C37 0.064(3) 0.0274(17) 0.044(2) 0.0033(15) 0.0168(19) -0.0052(16) C38 0.057(3) 0.042(2) 0.063(3) -0.004(2) 0.007(2) 0.009(2) C39 0.089(4) 0.054(3) 0.053(3) -0.009(2) 0.009(2) -0.010(3) C40 0.0308(17) 0.0320(17) 0.048(2) 0.0019(15) 0.0124(15) 0.0018(14) C41 0.077(3) 0.049(2) 0.046(2) -0.0012(19) 0.014(2) -0.002(2) C42 0.049(3) 0.041(2) 0.094(4) 0.007(2) 0.022(2) 0.0132(19) _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 W C1 2.000(3) . ? W C3 2.025(4) . ? W C2 2.029(4) . ? W C4 2.038(4) . ? W C5 2.042(4) . ? W Ge 2.5803(3) . ? Ge C6 2.056(3) . ? Ge Cl1 2.2245(10) . ? Ge Cl2 2.2534(9) . ? O1 C1 1.149(4) . ? O2 C2 1.151(5) . ? O3 C3 1.144(5) . ? O4 C4 1.129(5) . ? O5 C5 1.147(5) . ? N1 C7 1.350(4) . ? N1 C8 1.393(4) . ? N1 C11 1.464(4) . ? N2 C7 1.350(4) . ? N2 C9 1.406(4) . ? N2 C31 1.456(4) . ? C6 C7 1.463(4) . ? C8 C9 1.351(4) . ? C11 C12 1.398(5) . ? C11 C16 1.398(5) . ? C12 C13 1.398(5) . ? C12 C17 1.507(6) . ? C13 C14 1.374(6) . ? C14 C15 1.353(6) . ? C15 C16 1.384(5) . ? C16 C20 1.520(5) . ? C17 C19 1.529(5) . ? C17 C18 1.552(5) . ? C20 C22 1.532(6) . ? C20 C21 1.533(5) . ? C31 C36 1.406(5) . ? C31 C32 1.408(5) . ? C32 C33 1.392(5) . ? C32 C37 1.519(6) . ? C33 C34 1.362(6) . ? C34 C35 1.374(6) . ? C35 C36 1.393(5) . ? C36 C40 1.507(5) . ? C37 C38 1.524(7) . ? C37 C39 1.553(6) . ? C40 C42 1.534(5) . ? C40 C41 1.540(6) . ? 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 C1 W C3 89.59(15) . . ? C1 W C2 92.70(13) . . ? C3 W C2 88.52(14) . . ? C1 W C4 91.79(14) . . ? C3 W C4 89.05(16) . . ? C2 W C4 174.88(15) . . ? C1 W C5 91.16(14) . . ? C3 W C5 179.02(16) . . ? C2 W C5 90.82(17) . . ? C4 W C5 91.56(18) . . ? C1 W Ge 176.33(10) . . ? C3 W Ge 86.74(11) . . ? C2 W Ge 87.18(10) . . ? C4 W Ge 88.18(10) . . ? C5 W Ge 92.52(11) . . ? C6 Ge Cl1 100.81(9) . . ? C6 Ge Cl2 96.38(9) . . ? Cl1 Ge Cl2 99.73(4) . . ? C6 Ge W 120.37(9) . . ? Cl1 Ge W 121.94(3) . . ? Cl2 Ge W 112.98(3) . . ? C7 N1 C8 109.4(3) . . ? C7 N1 C11 125.9(3) . . ? C8 N1 C11 124.0(3) . . ? C7 N2 C9 109.3(2) . . ? C7 N2 C31 125.9(3) . . ? C9 N2 C31 124.5(2) . . ? O1 C1 W 178.6(3) . . ? O2 C2 W 178.1(3) . . ? O3 C3 W 179.4(4) . . ? O4 C4 W 178.2(4) . . ? O5 C5 W 178.8(4) . . ? C7 C6 Ge 118.7(2) . . ? N2 C7 N1 107.2(3) . . ? N2 C7 C6 125.5(3) . . ? N1 C7 C6 127.3(3) . . ? C9 C8 N1 107.5(3) . . ? C8 C9 N2 106.6(3) . . ? C12 C11 C16 123.3(3) . . ? C12 C11 N1 119.1(3) . . ? C16 C11 N1 117.6(3) . . ? C11 C12 C13 116.2(4) . . ? C11 C12 C17 123.4(3) . . ? C13 C12 C17 120.3(4) . . ? C14 C13 C12 121.1(4) . . ? C15 C14 C13 120.9(4) . . ? C14 C15 C16 121.6(4) . . ? C15 C16 C11 116.8(4) . . ? C15 C16 C20 121.0(3) . . ? C11 C16 C20 122.0(3) . . ? C12 C17 C19 113.0(3) . . ? C12 C17 C18 110.0(3) . . ? C19 C17 C18 109.2(3) . . ? C16 C20 C22 110.1(3) . . ? C16 C20 C21 113.3(4) . . ? C22 C20 C21 109.2(3) . . ? C36 C31 C32 123.1(3) . . ? C36 C31 N2 118.1(3) . . ? C32 C31 N2 118.8(3) . . ? C33 C32 C31 116.1(3) . . ? C33 C32 C37 121.3(4) . . ? C31 C32 C37 122.5(3) . . ? C34 C33 C32 122.2(4) . . ? C33 C34 C35 120.4(4) . . ? C34 C35 C36 121.4(4) . . ? C35 C36 C31 116.6(3) . . ? C35 C36 C40 119.5(3) . . ? C31 C36 C40 123.7(3) . . ? C32 C37 C38 110.4(3) . . ? C32 C37 C39 113.4(4) . . ? C38 C37 C39 109.4(4) . . ? C36 C40 C42 112.6(4) . . ? C36 C40 C41 109.7(3) . . ? C42 C40 C41 109.4(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 C1 W Ge C6 -57.9(14) . . . . ? C3 W Ge C6 -57.45(14) . . . . ? C2 W Ge C6 -146.13(15) . . . . ? C4 W Ge C6 31.70(16) . . . . ? C5 W Ge C6 123.18(17) . . . . ? C1 W Ge Cl1 173.7(14) . . . . ? C3 W Ge Cl1 174.12(10) . . . . ? C2 W Ge Cl1 85.45(11) . . . . ? C4 W Ge Cl1 -96.73(13) . . . . ? C5 W Ge Cl1 -5.25(14) . . . . ? C1 W Ge Cl2 54.9(14) . . . . ? C3 W Ge Cl2 55.40(10) . . . . ? C2 W Ge Cl2 -33.27(11) . . . . ? C4 W Ge Cl2 144.55(13) . . . . ? C5 W Ge Cl2 -123.97(14) . . . . ? C3 W C1 O1 10(14) . . . . ? C2 W C1 O1 99(14) . . . . ? C4 W C1 O1 -79(14) . . . . ? C5 W C1 O1 -170(14) . . . . ? Ge W C1 O1 11(15) . . . . ? C1 W C2 O2 -120(11) . . . . ? C3 W C2 O2 -31(11) . . . . ? C4 W C2 O2 31(12) . . . . ? C5 W C2 O2 149(11) . . . . ? Ge W C2 O2 56(11) . . . . ? C1 W C3 O3 1(38) . . . . ? C2 W C3 O3 -92(38) . . . . ? C4 W C3 O3 92(38) . . . . ? C5 W C3 O3 -139(36) . . . . ? Ge W C3 O3 -179(100) . . . . ? C1 W C4 O4 120(12) . . . . ? C3 W C4 O4 31(12) . . . . ? C2 W C4 O4 -31(13) . . . . ? C5 W C4 O4 -149(12) . . . . ? Ge W C4 O4 -56(12) . . . . ? C1 W C5 O5 -33(24) . . . . ? C3 W C5 O5 107(23) . . . . ? C2 W C5 O5 59(24) . . . . ? C4 W C5 O5 -125(24) . . . . ? Ge W C5 O5 147(24) . . . . ? Cl1 Ge C6 C7 -4.9(2) . . . . ? Cl2 Ge C6 C7 96.3(2) . . . . ? W Ge C6 C7 -142.3(2) . . . . ? C9 N2 C7 N1 -0.1(3) . . . . ? C31 N2 C7 N1 -174.8(3) . . . . ? C9 N2 C7 C6 -179.4(3) . . . . ? C31 N2 C7 C6 5.9(5) . . . . ? C8 N1 C7 N2 0.7(3) . . . . ? C11 N1 C7 N2 171.3(3) . . . . ? C8 N1 C7 C6 180.0(3) . . . . ? C11 N1 C7 C6 -9.4(5) . . . . ? Ge C6 C7 N2 94.8(3) . . . . ? Ge C6 C7 N1 -84.4(3) . . . . ? C7 N1 C8 C9 -1.0(4) . . . . ? C11 N1 C8 C9 -171.9(3) . . . . ? N1 C8 C9 N2 1.0(4) . . . . ? C7 N2 C9 C8 -0.6(3) . . . . ? C31 N2 C9 C8 174.2(3) . . . . ? C7 N1 C11 C12 114.1(3) . . . . ? C8 N1 C11 C12 -76.6(4) . . . . ? C7 N1 C11 C16 -67.8(4) . . . . ? C8 N1 C11 C16 101.6(4) . . . . ? C16 C11 C12 C13 2.9(5) . . . . ? N1 C11 C12 C13 -179.1(3) . . . . ? C16 C11 C12 C17 -173.4(3) . . . . ? N1 C11 C12 C17 4.7(5) . . . . ? C11 C12 C13 C14 0.8(6) . . . . ? C17 C12 C13 C14 177.2(4) . . . . ? C12 C13 C14 C15 -2.9(7) . . . . ? C13 C14 C15 C16 1.4(7) . . . . ? C14 C15 C16 C11 2.2(6) . . . . ? C14 C15 C16 C20 -172.4(4) . . . . ? C12 C11 C16 C15 -4.4(5) . . . . ? N1 C11 C16 C15 177.6(3) . . . . ? C12 C11 C16 C20 170.1(3) . . . . ? N1 C11 C16 C20 -8.0(5) . . . . ? C11 C12 C17 C19 -134.5(4) . . . . ? C13 C12 C17 C19 49.4(5) . . . . ? C11 C12 C17 C18 103.2(4) . . . . ? C13 C12 C17 C18 -72.9(5) . . . . ? C15 C16 C20 C22 90.9(4) . . . . ? C11 C16 C20 C22 -83.4(4) . . . . ? C15 C16 C20 C21 -31.8(5) . . . . ? C11 C16 C20 C21 154.0(4) . . . . ? C7 N2 C31 C36 -110.3(4) . . . . ? C9 N2 C31 C36 75.8(4) . . . . ? C7 N2 C31 C32 71.6(4) . . . . ? C9 N2 C31 C32 -102.3(4) . . . . ? C36 C31 C32 C33 4.6(5) . . . . ? N2 C31 C32 C33 -177.4(3) . . . . ? C36 C31 C32 C37 -173.1(3) . . . . ? N2 C31 C32 C37 4.9(5) . . . . ? C31 C32 C33 C34 -1.6(6) . . . . ? C37 C32 C33 C34 176.1(4) . . . . ? C32 C33 C34 C35 -2.5(7) . . . . ? C33 C34 C35 C36 3.8(6) . . . . ? C34 C35 C36 C31 -0.9(5) . . . . ? C34 C35 C36 C40 -176.6(4) . . . . ? C32 C31 C36 C35 -3.4(5) . . . . ? N2 C31 C36 C35 178.6(3) . . . . ? C32 C31 C36 C40 172.1(3) . . . . ? N2 C31 C36 C40 -5.8(5) . . . . ? C33 C32 C37 C38 -100.3(5) . . . . ? C31 C32 C37 C38 77.2(4) . . . . ? C33 C32 C37 C39 22.9(5) . . . . ? C31 C32 C37 C39 -159.6(3) . . . . ? C35 C36 C40 C42 -47.5(5) . . . . ? C31 C36 C40 C42 137.1(4) . . . . ? C35 C36 C40 C41 74.5(5) . . . . ? C31 C36 C40 C41 -100.9(4) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.70 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.136 _refine_diff_density_min -0.670 _refine_diff_density_rms 0.071 #===END data_riv1094 _database_code_depnum_ccdc_archive 'CCDC 819211' #TrackingRef '- RIvard_merged.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 4 _chemical_melting_point ? _chemical_formula_moiety 'C33 H40 N2 O5 Sn W' _chemical_formula_sum 'C33 H40 N2 O5 Sn W' _chemical_formula_weight 847.21 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' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 10.400(2) _cell_length_b 22.212(5) _cell_length_c 15.597(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.626(3) _cell_angle_gamma 90.00 _cell_volume 3601.5(13) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9978 _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 25.32 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.562 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 3.922 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.2259 _exptl_absorpt_correction_T_max 0.3431 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 31790 _diffrn_reflns_av_R_equivalents 0.0150 _diffrn_reflns_av_sigmaI/netI 0.0127 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 27.59 _reflns_number_total 8303 _reflns_number_gt 7809 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'DIRDIF-2008 (Beurskens et al., 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0184P)^2^+1.4939P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8303 _refine_ls_number_parameters 387 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0175 _refine_ls_R_factor_gt 0.0156 _refine_ls_wR_factor_ref 0.0394 _refine_ls_wR_factor_gt 0.0385 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group W W 0.065654(7) 0.107538(3) 0.317558(5) 0.03619(3) Uani 1 1 d . . . Sn Sn 0.169178(12) 0.219664(5) 0.358932(7) 0.03469(3) Uani 1 1 d . . . H1 H 0.126(2) 0.2551(11) 0.4488(15) 0.065(7) Uiso 1 1 d . . . H2 H 0.325(2) 0.2362(11) 0.3619(15) 0.058(7) Uiso 1 1 d . . . O1 O -0.0713(2) -0.01248(9) 0.2668(3) 0.1409(14) Uani 1 1 d . . . O2 O -0.0143(3) 0.09376(12) 0.51111(15) 0.1036(8) Uani 1 1 d . . . O3 O 0.32926(18) 0.04359(9) 0.36914(14) 0.0816(6) Uani 1 1 d . . . O4 O 0.1678(2) 0.11670(12) 0.12819(13) 0.0955(8) Uani 1 1 d . . . O5 O -0.18366(18) 0.18454(10) 0.27241(12) 0.0820(6) Uani 1 1 d . . . N1 N 0.19260(15) 0.38940(6) 0.30100(9) 0.0327(3) Uani 1 1 d . . . N2 N 0.26022(14) 0.34802(6) 0.18531(9) 0.0327(3) Uani 1 1 d . . . C1 C -0.0206(2) 0.03154(11) 0.2867(2) 0.0750(9) Uani 1 1 d . . . C2 C 0.0132(3) 0.09966(11) 0.44143(18) 0.0620(6) Uani 1 1 d . . . C3 C 0.2343(2) 0.06686(9) 0.35093(14) 0.0491(5) Uani 1 1 d . . . C4 C 0.1295(2) 0.11495(12) 0.19639(15) 0.0564(6) Uani 1 1 d . . . C5 C -0.0950(2) 0.15611(10) 0.28826(14) 0.0509(5) Uani 1 1 d . . . C6 C 0.09693(17) 0.28892(7) 0.26349(11) 0.0344(4) Uani 1 1 d . . . H6A H 0.0821 0.2687 0.2075 0.041 Uiso 1 1 calc R . . H6B H 0.0127 0.3039 0.2825 0.041 Uiso 1 1 calc R . . C7 C 0.17957(16) 0.34025(7) 0.25039(10) 0.0301(3) Uani 1 1 d . . . C8 C 0.28173(18) 0.42838(8) 0.26618(11) 0.0383(4) Uani 1 1 d . . . H8 H 0.3078 0.4663 0.2889 0.046 Uiso 1 1 calc R . . C9 C 0.3240(2) 0.40265(8) 0.19466(12) 0.0403(4) Uani 1 1 d . . . H9 H 0.3860 0.4187 0.1573 0.048 Uiso 1 1 calc R . . C11 C 0.11914(19) 0.40189(7) 0.37619(11) 0.0358(4) Uani 1 1 d . . . C12 C 0.1812(2) 0.39641(8) 0.45695(12) 0.0414(4) Uani 1 1 d . . . C13 C 0.1079(3) 0.40915(9) 0.52807(13) 0.0528(6) Uani 1 1 d . . . H13 H 0.1466 0.4069 0.5839 0.063 Uiso 1 1 calc R . . C14 C -0.0189(3) 0.42486(9) 0.51896(15) 0.0597(6) Uani 1 1 d . . . H14 H -0.0674 0.4324 0.5685 0.072 Uiso 1 1 calc R . . C15 C -0.0773(2) 0.42986(9) 0.43912(16) 0.0557(6) Uani 1 1 d . . . H15 H -0.1656 0.4408 0.4344 0.067 Uiso 1 1 calc R . . C16 C -0.0091(2) 0.41920(8) 0.36480(13) 0.0434(4) Uani 1 1 d . . . C17 C 0.3226(2) 0.37991(10) 0.46743(13) 0.0497(5) Uani 1 1 d . . . H17 H 0.3499 0.3609 0.4127 0.060 Uiso 1 1 calc R . . C18 C 0.3507(3) 0.33507(11) 0.54056(15) 0.0646(7) Uani 1 1 d . . . H18A H 0.2949 0.2998 0.5333 0.077 Uiso 1 1 calc R . . H18B H 0.3341 0.3544 0.5957 0.077 Uiso 1 1 calc R . . H18C H 0.4409 0.3225 0.5394 0.077 Uiso 1 1 calc R . . C19 C 0.4040(3) 0.43699(12) 0.48218(18) 0.0753(8) Uani 1 1 d . . . H19A H 0.3837 0.4663 0.4368 0.090 Uiso 1 1 calc R . . H19B H 0.4955 0.4266 0.4811 0.090 Uiso 1 1 calc R . . H19C H 0.3846 0.4545 0.5380 0.090 Uiso 1 1 calc R . . C20 C -0.0722(2) 0.42924(10) 0.27713(15) 0.0516(5) Uani 1 1 d . . . H20 H -0.0110 0.4149 0.2332 0.062 Uiso 1 1 calc R . . C21 C -0.1969(3) 0.39381(11) 0.2646(2) 0.0707(8) Uani 1 1 d . . . H21A H -0.2349 0.4026 0.2077 0.085 Uiso 1 1 calc R . . H21B H -0.2573 0.4055 0.3087 0.085 Uiso 1 1 calc R . . H21C H -0.1786 0.3506 0.2692 0.085 Uiso 1 1 calc R . . C22 C -0.0960(3) 0.49632(11) 0.26141(16) 0.0623(6) Uani 1 1 d . . . H22A H -0.0145 0.5183 0.2676 0.075 Uiso 1 1 calc R . . H22B H -0.1565 0.5115 0.3033 0.075 Uiso 1 1 calc R . . H22C H -0.1322 0.5022 0.2033 0.075 Uiso 1 1 calc R . . C31 C 0.26667(18) 0.30911(8) 0.11109(11) 0.0362(4) Uani 1 1 d . . . C32 C 0.35940(19) 0.26363(8) 0.11115(11) 0.0388(4) Uani 1 1 d . . . C33 C 0.3622(2) 0.22760(10) 0.03856(13) 0.0513(5) Uani 1 1 d . . . H33 H 0.4249 0.1966 0.0354 0.062 Uiso 1 1 calc R . . C34 C 0.2756(3) 0.23590(11) -0.02916(13) 0.0629(7) Uani 1 1 d . . . H34 H 0.2778 0.2099 -0.0775 0.075 Uiso 1 1 calc R . . C35 C 0.1863(3) 0.28139(11) -0.02720(14) 0.0613(6) Uani 1 1 d . . . H35 H 0.1279 0.2866 -0.0746 0.074 Uiso 1 1 calc R . . C36 C 0.1797(2) 0.31998(9) 0.04286(12) 0.0472(5) Uani 1 1 d . . . C37 C 0.45639(19) 0.25556(9) 0.18458(12) 0.0434(4) Uani 1 1 d . . . H37 H 0.4218 0.2763 0.2360 0.052 Uiso 1 1 calc R . . C38 C 0.4790(2) 0.18956(10) 0.20813(15) 0.0554(5) Uani 1 1 d . . . H38A H 0.5433 0.1870 0.2552 0.066 Uiso 1 1 calc R . . H38B H 0.5101 0.1678 0.1581 0.066 Uiso 1 1 calc R . . H38C H 0.3982 0.1715 0.2262 0.066 Uiso 1 1 calc R . . C39 C 0.5835(2) 0.28596(14) 0.1631(2) 0.0738(7) Uani 1 1 d . . . H39A H 0.6464 0.2794 0.2102 0.089 Uiso 1 1 calc R . . H39B H 0.5694 0.3293 0.1552 0.089 Uiso 1 1 calc R . . H39C H 0.6162 0.2687 0.1102 0.089 Uiso 1 1 calc R . . C40 C 0.0848(2) 0.37188(11) 0.04179(14) 0.0577(6) Uani 1 1 d . . . H40 H 0.0964 0.3939 0.0974 0.069 Uiso 1 1 calc R . . C41 C -0.0535(3) 0.35028(14) 0.03560(19) 0.0776(8) Uani 1 1 d . . . H41A H -0.0683 0.3209 0.0811 0.093 Uiso 1 1 calc R . . H41B H -0.0699 0.3314 -0.0204 0.093 Uiso 1 1 calc R . . H41C H -0.1115 0.3846 0.0421 0.093 Uiso 1 1 calc R . . C42 C 0.1145(3) 0.41594(13) -0.0300(2) 0.0816(9) Uani 1 1 d . . . H42A H 0.0514 0.4487 -0.0306 0.098 Uiso 1 1 calc R . . H42B H 0.1102 0.3948 -0.0852 0.098 Uiso 1 1 calc R . . H42C H 0.2010 0.4326 -0.0204 0.098 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 W 0.03432(4) 0.02839(4) 0.04586(5) -0.00578(3) 0.00101(3) -0.00143(3) Sn 0.04515(7) 0.02826(6) 0.03061(6) -0.00123(4) 0.00003(5) -0.00442(5) O1 0.0560(12) 0.0514(12) 0.313(4) -0.0531(18) -0.0315(18) -0.0112(9) O2 0.128(2) 0.1154(18) 0.0697(13) 0.0264(13) 0.0458(14) 0.0171(15) O3 0.0583(10) 0.0742(12) 0.1104(16) -0.0297(11) -0.0340(10) 0.0212(9) O4 0.0744(13) 0.163(2) 0.0493(11) -0.0239(12) 0.0061(9) -0.0150(14) O5 0.0664(11) 0.1077(16) 0.0708(12) -0.0099(11) -0.0140(9) 0.0417(11) N1 0.0424(8) 0.0257(7) 0.0298(7) -0.0031(5) -0.0021(6) -0.0025(6) N2 0.0401(8) 0.0286(7) 0.0292(7) -0.0023(5) -0.0021(6) 0.0009(6) C1 0.0341(11) 0.0437(13) 0.147(3) -0.0207(15) -0.0077(13) 0.0002(9) C2 0.0674(15) 0.0521(13) 0.0676(16) 0.0122(11) 0.0208(13) 0.0055(11) C3 0.0472(11) 0.0407(10) 0.0589(12) -0.0146(9) -0.0084(9) -0.0009(9) C4 0.0451(11) 0.0769(16) 0.0468(12) -0.0199(11) -0.0038(9) -0.0041(10) C5 0.0485(11) 0.0566(13) 0.0474(11) -0.0109(9) -0.0019(9) 0.0052(10) C6 0.0391(9) 0.0275(8) 0.0363(9) -0.0019(7) -0.0037(7) -0.0020(7) C7 0.0357(8) 0.0250(7) 0.0292(8) -0.0013(6) -0.0060(6) 0.0029(6) C8 0.0491(10) 0.0293(8) 0.0364(9) -0.0013(7) -0.0003(7) -0.0094(7) C9 0.0498(11) 0.0331(9) 0.0381(9) 0.0007(7) 0.0026(8) -0.0081(8) C11 0.0508(10) 0.0232(8) 0.0337(8) -0.0055(6) 0.0055(8) -0.0058(7) C12 0.0644(13) 0.0272(9) 0.0326(9) -0.0033(7) 0.0019(8) -0.0138(8) C13 0.0910(18) 0.0320(9) 0.0359(10) -0.0040(8) 0.0130(10) -0.0168(11) C14 0.0947(19) 0.0346(10) 0.0515(13) -0.0066(9) 0.0318(12) -0.0081(11) C15 0.0628(13) 0.0341(10) 0.0713(15) -0.0079(10) 0.0221(11) -0.0001(9) C16 0.0533(11) 0.0269(9) 0.0503(11) -0.0063(8) 0.0063(9) -0.0010(8) C17 0.0636(13) 0.0474(11) 0.0374(10) 0.0010(8) -0.0120(9) -0.0169(10) C18 0.0870(18) 0.0554(14) 0.0500(12) 0.0095(10) -0.0230(12) -0.0157(12) C19 0.0853(18) 0.0686(16) 0.0704(16) 0.0137(13) -0.0263(14) -0.0392(15) C20 0.0510(12) 0.0453(11) 0.0582(13) -0.0103(9) -0.0035(10) 0.0118(9) C21 0.0614(15) 0.0495(14) 0.100(2) -0.0044(12) -0.0197(15) 0.0083(11) C22 0.0738(16) 0.0512(13) 0.0618(14) 0.0051(11) -0.0005(12) 0.0029(12) C31 0.0492(10) 0.0322(9) 0.0273(8) -0.0035(6) 0.0015(7) -0.0001(7) C32 0.0461(10) 0.0366(9) 0.0340(9) -0.0014(7) 0.0051(7) 0.0019(8) C33 0.0701(14) 0.0437(11) 0.0405(10) -0.0051(8) 0.0091(10) 0.0118(10) C34 0.103(2) 0.0530(13) 0.0330(10) -0.0138(9) 0.0001(11) 0.0133(13) C35 0.0920(18) 0.0570(14) 0.0340(10) -0.0092(9) -0.0155(11) 0.0127(12) C36 0.0665(13) 0.0410(10) 0.0336(9) -0.0035(8) -0.0089(9) 0.0074(9) C37 0.0427(10) 0.0452(11) 0.0421(10) -0.0041(8) 0.0003(8) 0.0065(8) C38 0.0593(13) 0.0531(13) 0.0534(12) -0.0032(10) -0.0060(10) 0.0170(10) C39 0.0517(14) 0.0797(19) 0.090(2) 0.0017(15) -0.0043(13) -0.0093(13) C40 0.0763(16) 0.0516(12) 0.0440(11) -0.0095(9) -0.0223(11) 0.0198(11) C41 0.0794(19) 0.0793(19) 0.0730(17) -0.0017(14) -0.0147(14) 0.0205(15) C42 0.104(2) 0.0585(16) 0.0811(19) 0.0130(14) -0.0184(17) 0.0194(16) _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 W C1 1.965(2) . ? W C3 2.027(2) . ? W C4 2.028(2) . ? W C2 2.030(3) . ? W C5 2.030(2) . ? W Sn 2.7819(5) . ? Sn C6 2.2547(17) . ? O1 C1 1.149(3) . ? O2 C2 1.139(3) . ? O3 C3 1.144(3) . ? O4 C4 1.147(3) . ? O5 C5 1.139(3) . ? N1 C7 1.352(2) . ? N1 C8 1.390(2) . ? N1 C11 1.444(2) . ? N2 C7 1.346(2) . ? N2 C9 1.389(2) . ? N2 C31 1.448(2) . ? C6 C7 1.446(2) . ? C8 C9 1.339(3) . ? C11 C16 1.394(3) . ? C11 C12 1.404(3) . ? C12 C13 1.393(3) . ? C12 C17 1.520(3) . ? C13 C14 1.368(4) . ? C14 C15 1.374(4) . ? C15 C16 1.396(3) . ? C16 C20 1.516(3) . ? C17 C18 1.536(3) . ? C17 C19 1.538(3) . ? C20 C21 1.525(3) . ? C20 C22 1.529(3) . ? C31 C32 1.397(3) . ? C31 C36 1.398(3) . ? C32 C33 1.387(3) . ? C32 C37 1.515(3) . ? C33 C34 1.381(3) . ? C34 C35 1.373(3) . ? C35 C36 1.392(3) . ? C36 C40 1.517(3) . ? C37 C38 1.528(3) . ? C37 C39 1.530(3) . ? C40 C41 1.516(4) . ? C40 C42 1.526(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 W C3 93.77(9) . . ? C1 W C4 90.04(12) . . ? C3 W C4 88.37(10) . . ? C1 W C2 91.50(13) . . ? C3 W C2 88.34(10) . . ? C4 W C2 176.45(10) . . ? C1 W C5 91.96(9) . . ? C3 W C5 174.26(8) . . ? C4 W C5 92.09(9) . . ? C2 W C5 91.05(10) . . ? C1 W Sn 175.46(7) . . ? C3 W Sn 90.75(6) . . ? C4 W Sn 90.49(7) . . ? C2 W Sn 88.23(8) . . ? C5 W Sn 83.52(7) . . ? C6 Sn W 109.76(4) . . ? C7 N1 C8 109.37(15) . . ? C7 N1 C11 125.63(14) . . ? C8 N1 C11 124.86(14) . . ? C7 N2 C9 109.81(14) . . ? C7 N2 C31 124.78(14) . . ? C9 N2 C31 124.94(15) . . ? O1 C1 W 178.5(4) . . ? O2 C2 W 178.1(2) . . ? O3 C3 W 179.4(2) . . ? O4 C4 W 177.1(3) . . ? O5 C5 W 178.4(2) . . ? C7 C6 Sn 116.30(11) . . ? N2 C7 N1 106.41(14) . . ? N2 C7 C6 126.39(15) . . ? N1 C7 C6 127.20(16) . . ? C9 C8 N1 107.35(15) . . ? C8 C9 N2 107.06(16) . . ? C16 C11 C12 123.49(18) . . ? C16 C11 N1 118.39(16) . . ? C12 C11 N1 118.12(18) . . ? C13 C12 C11 116.7(2) . . ? C13 C12 C17 120.88(19) . . ? C11 C12 C17 122.42(18) . . ? C14 C13 C12 121.1(2) . . ? C13 C14 C15 121.0(2) . . ? C14 C15 C16 121.1(2) . . ? C11 C16 C15 116.6(2) . . ? C11 C16 C20 122.92(18) . . ? C15 C16 C20 120.4(2) . . ? C12 C17 C18 113.51(19) . . ? C12 C17 C19 110.1(2) . . ? C18 C17 C19 109.36(18) . . ? C16 C20 C21 112.6(2) . . ? C16 C20 C22 110.60(18) . . ? C21 C20 C22 110.46(19) . . ? C32 C31 C36 123.87(16) . . ? C32 C31 N2 118.61(15) . . ? C36 C31 N2 117.51(16) . . ? C33 C32 C31 116.56(17) . . ? C33 C32 C37 121.31(18) . . ? C31 C32 C37 122.07(16) . . ? C34 C33 C32 121.3(2) . . ? C35 C34 C33 120.53(19) . . ? C34 C35 C36 121.3(2) . . ? C35 C36 C31 116.48(19) . . ? C35 C36 C40 120.38(18) . . ? C31 C36 C40 123.10(17) . . ? C32 C37 C38 112.95(17) . . ? C32 C37 C39 110.07(18) . . ? C38 C37 C39 110.35(19) . . ? C41 C40 C36 112.1(2) . . ? C41 C40 C42 111.6(2) . . ? C36 C40 C42 110.5(2) . . ? 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 C1 W Sn C6 -43.4(13) . . . . ? C3 W Sn C6 141.72(8) . . . . ? C4 W Sn C6 53.34(9) . . . . ? C2 W Sn C6 -129.97(9) . . . . ? C5 W Sn C6 -38.70(8) . . . . ? C3 W C1 O1 -116(9) . . . . ? C4 W C1 O1 -27(9) . . . . ? C2 W C1 O1 156(9) . . . . ? C5 W C1 O1 65(9) . . . . ? Sn W C1 O1 69(10) . . . . ? C1 W C2 O2 60(9) . . . . ? C3 W C2 O2 -34(9) . . . . ? C4 W C2 O2 -55(10) . . . . ? C5 W C2 O2 152(9) . . . . ? Sn W C2 O2 -124(9) . . . . ? C1 W C3 O3 42(28) . . . . ? C4 W C3 O3 -48(28) . . . . ? C2 W C3 O3 133(28) . . . . ? C5 W C3 O3 -143(28) . . . . ? Sn W C3 O3 -139(28) . . . . ? C1 W C4 O4 -53(4) . . . . ? C3 W C4 O4 41(4) . . . . ? C2 W C4 O4 63(5) . . . . ? C5 W C4 O4 -145(4) . . . . ? Sn W C4 O4 132(4) . . . . ? C1 W C5 O5 178(100) . . . . ? C3 W C5 O5 3(8) . . . . ? C4 W C5 O5 -92(8) . . . . ? C2 W C5 O5 87(8) . . . . ? Sn W C5 O5 -1(8) . . . . ? W Sn C6 C7 -152.91(11) . . . . ? C9 N2 C7 N1 -0.37(19) . . . . ? C31 N2 C7 N1 -172.85(15) . . . . ? C9 N2 C7 C6 -179.68(16) . . . . ? C31 N2 C7 C6 7.8(3) . . . . ? C8 N1 C7 N2 0.58(19) . . . . ? C11 N1 C7 N2 176.47(15) . . . . ? C8 N1 C7 C6 179.89(16) . . . . ? C11 N1 C7 C6 -4.2(3) . . . . ? Sn C6 C7 N2 99.52(17) . . . . ? Sn C6 C7 N1 -79.7(2) . . . . ? C7 N1 C8 C9 -0.6(2) . . . . ? C11 N1 C8 C9 -176.52(17) . . . . ? N1 C8 C9 N2 0.3(2) . . . . ? C7 N2 C9 C8 0.0(2) . . . . ? C31 N2 C9 C8 172.47(16) . . . . ? C7 N1 C11 C16 -73.1(2) . . . . ? C8 N1 C11 C16 102.2(2) . . . . ? C7 N1 C11 C12 107.46(19) . . . . ? C8 N1 C11 C12 -77.3(2) . . . . ? C16 C11 C12 C13 0.1(3) . . . . ? N1 C11 C12 C13 179.58(15) . . . . ? C16 C11 C12 C17 -177.46(17) . . . . ? N1 C11 C12 C17 2.0(2) . . . . ? C11 C12 C13 C14 1.4(3) . . . . ? C17 C12 C13 C14 179.06(18) . . . . ? C12 C13 C14 C15 -1.5(3) . . . . ? C13 C14 C15 C16 -0.1(3) . . . . ? C12 C11 C16 C15 -1.6(3) . . . . ? N1 C11 C16 C15 178.95(16) . . . . ? C12 C11 C16 C20 175.52(17) . . . . ? N1 C11 C16 C20 -3.9(3) . . . . ? C14 C15 C16 C11 1.6(3) . . . . ? C14 C15 C16 C20 -175.61(19) . . . . ? C13 C12 C17 C18 43.8(3) . . . . ? C11 C12 C17 C18 -138.67(19) . . . . ? C13 C12 C17 C19 -79.1(2) . . . . ? C11 C12 C17 C19 98.4(2) . . . . ? C11 C16 C20 C21 127.5(2) . . . . ? C15 C16 C20 C21 -55.5(3) . . . . ? C11 C16 C20 C22 -108.4(2) . . . . ? C15 C16 C20 C22 68.6(3) . . . . ? C7 N2 C31 C32 -96.3(2) . . . . ? C9 N2 C31 C32 92.4(2) . . . . ? C7 N2 C31 C36 84.4(2) . . . . ? C9 N2 C31 C36 -86.9(2) . . . . ? C36 C31 C32 C33 -0.5(3) . . . . ? N2 C31 C32 C33 -179.81(18) . . . . ? C36 C31 C32 C37 176.69(19) . . . . ? N2 C31 C32 C37 -2.6(3) . . . . ? C31 C32 C33 C34 -1.3(3) . . . . ? C37 C32 C33 C34 -178.5(2) . . . . ? C32 C33 C34 C35 1.8(4) . . . . ? C33 C34 C35 C36 -0.5(4) . . . . ? C34 C35 C36 C31 -1.2(4) . . . . ? C34 C35 C36 C40 176.9(3) . . . . ? C32 C31 C36 C35 1.7(3) . . . . ? N2 C31 C36 C35 -179.0(2) . . . . ? C32 C31 C36 C40 -176.3(2) . . . . ? N2 C31 C36 C40 3.0(3) . . . . ? C33 C32 C37 C38 -43.9(3) . . . . ? C31 C32 C37 C38 138.98(19) . . . . ? C33 C32 C37 C39 79.9(3) . . . . ? C31 C32 C37 C39 -97.2(2) . . . . ? C35 C36 C40 C41 62.7(3) . . . . ? C31 C36 C40 C41 -119.4(2) . . . . ? C35 C36 C40 C42 -62.4(3) . . . . ? C31 C36 C40 C42 115.5(2) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.59 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.738 _refine_diff_density_min -0.597 _refine_diff_density_rms 0.051 #===END data_riv1112 _database_code_depnum_ccdc_archive 'CCDC 819212' #TrackingRef '- RIvard_merged.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 5 _chemical_melting_point ? _chemical_formula_moiety 'C33 H40 Ge N2 O5 W, 0.5(C4 H10 O)' _chemical_formula_sum 'C35 H45 Ge N2 O5.50 W' _chemical_formula_weight 838.17 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' Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 34.3772(15) _cell_length_b 10.0524(5) _cell_length_c 21.8558(10) _cell_angle_alpha 90.00 _cell_angle_beta 100.6360(10) _cell_angle_gamma 90.00 _cell_volume 7423.0(6) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9217 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 27.61 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3352 _exptl_absorpt_coefficient_mu 3.948 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.5193 _exptl_absorpt_correction_T_max 0.6751 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 32963 _diffrn_reflns_av_R_equivalents 0.0191 _diffrn_reflns_av_sigmaI/netI 0.0155 _diffrn_reflns_limit_h_min -44 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 27.69 _reflns_number_total 8636 _reflns_number_gt 7859 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0231P)^2^+11.2718P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8636 _refine_ls_number_parameters 410 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0234 _refine_ls_R_factor_gt 0.0196 _refine_ls_wR_factor_ref 0.0491 _refine_ls_wR_factor_gt 0.0465 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group W W 0.124016(2) 0.303296(9) 0.364732(4) 0.02831(3) Uani 1 1 d . . . Ge Ge 0.161032(7) 0.37322(2) 0.273516(11) 0.03092(5) Uani 1 1 d . . . H1A H 0.2031(9) 0.341(3) 0.2830(15) 0.064(9) Uiso 1 1 d . . . H1B H 0.1607(9) 0.515(3) 0.2514(14) 0.061(9) Uiso 1 1 d . . . O1 O 0.07851(6) 0.2005(2) 0.46718(9) 0.0507(5) Uani 1 1 d . . . O2 O 0.04805(6) 0.3026(2) 0.25672(9) 0.0533(5) Uani 1 1 d . . . O3 O 0.11041(7) 0.6045(2) 0.39987(10) 0.0642(6) Uani 1 1 d . . . O4 O 0.20640(6) 0.3206(2) 0.45715(10) 0.0587(6) Uani 1 1 d . . . O5 O 0.13977(6) 0.0068(2) 0.32646(11) 0.0625(6) Uani 1 1 d . . . N1 N 0.11268(5) 0.45641(19) 0.10838(8) 0.0315(4) Uani 1 1 d . . . N2 N 0.17072(6) 0.3783(2) 0.10380(8) 0.0331(4) Uani 1 1 d . . . C1 C 0.09515(7) 0.2389(3) 0.42976(11) 0.0374(5) Uani 1 1 d . . . C2 C 0.07472(7) 0.3046(2) 0.29675(11) 0.0356(5) Uani 1 1 d . . . C3 C 0.11509(8) 0.4962(3) 0.38618(12) 0.0415(6) Uani 1 1 d . . . C4 C 0.17684(8) 0.3117(2) 0.42378(11) 0.0376(5) Uani 1 1 d . . . C5 C 0.13437(7) 0.1137(3) 0.34054(12) 0.0377(5) Uani 1 1 d . . . C6 C 0.13844(7) 0.2859(2) 0.18934(10) 0.0308(4) Uani 1 1 d . . . H6A H 0.1531 0.2025 0.1856 0.037 Uiso 1 1 calc R . . H6B H 0.1104 0.2621 0.1887 0.037 Uiso 1 1 calc R . . C7 C 0.14057(6) 0.3703(2) 0.13552(10) 0.0290(4) Uani 1 1 d . . . C8 C 0.12534(7) 0.5189(3) 0.05889(11) 0.0405(6) Uani 1 1 d . . . H8 H 0.1112 0.5838 0.0320 0.049 Uiso 1 1 calc R . . C9 C 0.16109(7) 0.4707(3) 0.05611(11) 0.0411(6) Uani 1 1 d . . . H9 H 0.1771 0.4951 0.0268 0.049 Uiso 1 1 calc R . . C11 C 0.07366(6) 0.4748(2) 0.12437(10) 0.0332(5) Uani 1 1 d . . . C12 C 0.06738(7) 0.5858(2) 0.15983(11) 0.0367(5) Uani 1 1 d . . . C13 C 0.02962(8) 0.5996(3) 0.17430(13) 0.0461(6) Uani 1 1 d . . . H13 H 0.0242 0.6730 0.1988 0.055 Uiso 1 1 calc R . . C14 C 0.00037(8) 0.5093(3) 0.15389(15) 0.0532(7) Uani 1 1 d . . . H14 H -0.0250 0.5202 0.1648 0.064 Uiso 1 1 calc R . . C15 C 0.00719(8) 0.4029(3) 0.11780(14) 0.0501(7) Uani 1 1 d . . . H15 H -0.0137 0.3420 0.1037 0.060 Uiso 1 1 calc R . . C16 C 0.04435(7) 0.3823(3) 0.10139(12) 0.0398(5) Uani 1 1 d . . . C17 C 0.09824(9) 0.6915(3) 0.18039(14) 0.0464(6) Uani 1 1 d . . . H17 H 0.1244 0.6577 0.1731 0.056 Uiso 1 1 calc R . . C18 C 0.08749(12) 0.8164(3) 0.1404(2) 0.0757(11) Uani 1 1 d . . . H18A H 0.0848 0.7931 0.0963 0.091 Uiso 1 1 calc R . . H18B H 0.1084 0.8831 0.1512 0.091 Uiso 1 1 calc R . . H18C H 0.0624 0.8528 0.1482 0.091 Uiso 1 1 calc R . . C19 C 0.10210(11) 0.7244(4) 0.24924(17) 0.0725(10) Uani 1 1 d . . . H19A H 0.1095 0.6441 0.2740 0.087 Uiso 1 1 calc R . . H19B H 0.0767 0.7580 0.2572 0.087 Uiso 1 1 calc R . . H19C H 0.1225 0.7925 0.2607 0.087 Uiso 1 1 calc R . . C20 C 0.05067(9) 0.2712(3) 0.05779(14) 0.0523(7) Uani 1 1 d . . . H20 H 0.0797 0.2644 0.0580 0.063 Uiso 1 1 calc R . . C21 C 0.03023(17) 0.3057(4) -0.00796(18) 0.1042(17) Uani 1 1 d . . . H21A H 0.0342 0.2333 -0.0362 0.125 Uiso 1 1 calc R . . H21B H 0.0415 0.3881 -0.0212 0.125 Uiso 1 1 calc R . . H21C H 0.0018 0.3179 -0.0089 0.125 Uiso 1 1 calc R . . C22 C 0.03668(13) 0.1375(4) 0.0773(2) 0.0823(11) Uani 1 1 d . . . H22A H 0.0503 0.1167 0.1196 0.099 Uiso 1 1 calc R . . H22B H 0.0426 0.0686 0.0486 0.099 Uiso 1 1 calc R . . H22C H 0.0081 0.1407 0.0762 0.099 Uiso 1 1 calc R . . C31 C 0.20716(7) 0.3020(2) 0.11504(11) 0.0344(5) Uani 1 1 d . . . C32 C 0.24107(7) 0.3619(3) 0.14908(11) 0.0370(5) Uani 1 1 d . . . C33 C 0.27621(8) 0.2896(3) 0.15549(14) 0.0486(7) Uani 1 1 d . . . H33 H 0.2999 0.3269 0.1782 0.058 Uiso 1 1 calc R . . C34 C 0.27711(9) 0.1651(3) 0.12951(15) 0.0557(8) Uani 1 1 d . . . H34 H 0.3014 0.1178 0.1345 0.067 Uiso 1 1 calc R . . C35 C 0.24342(9) 0.1087(3) 0.09665(14) 0.0521(7) Uani 1 1 d . . . H35 H 0.2447 0.0227 0.0792 0.062 Uiso 1 1 calc R . . C36 C 0.20726(8) 0.1751(3) 0.08829(13) 0.0442(6) Uani 1 1 d . . . C37 C 0.24061(8) 0.5015(3) 0.17565(13) 0.0438(6) Uani 1 1 d . . . H37 H 0.2130 0.5216 0.1811 0.053 Uiso 1 1 calc R . . C38 C 0.25214(9) 0.6035(3) 0.12953(15) 0.0548(7) Uani 1 1 d . . . H38A H 0.2521 0.6931 0.1472 0.066 Uiso 1 1 calc R . . H38B H 0.2331 0.5995 0.0903 0.066 Uiso 1 1 calc R . . H38C H 0.2787 0.5829 0.1217 0.066 Uiso 1 1 calc R . . C39 C 0.26797(9) 0.5174(3) 0.23901(14) 0.0570(8) Uani 1 1 d . . . H39A H 0.2605 0.4532 0.2685 0.068 Uiso 1 1 calc R . . H39B H 0.2655 0.6079 0.2546 0.068 Uiso 1 1 calc R . . H39C H 0.2954 0.5014 0.2345 0.068 Uiso 1 1 calc R . . C40 C 0.17042(10) 0.1116(4) 0.05070(15) 0.0634(9) Uani 1 1 d . . . H40 H 0.1468 0.1592 0.0608 0.076 Uiso 1 1 calc R . . C41 C 0.16676(16) -0.0350(5) 0.0664(2) 0.1144(19) Uani 1 1 d . . . H41A H 0.1696 -0.0454 0.1116 0.137 Uiso 1 1 calc R . . H41B H 0.1876 -0.0857 0.0517 0.137 Uiso 1 1 calc R . . H41C H 0.1408 -0.0682 0.0461 0.137 Uiso 1 1 calc R . . C42 C 0.16961(15) 0.1257(5) -0.01876(18) 0.0974(14) Uani 1 1 d . . . H42A H 0.1716 0.2200 -0.0292 0.117 Uiso 1 1 calc R . . H42B H 0.1448 0.0892 -0.0419 0.117 Uiso 1 1 calc R . . H42C H 0.1920 0.0771 -0.0300 0.117 Uiso 1 1 calc R . . O1S O 0.0000 0.9129(3) 0.2500 0.0623(8) Uani 1 2 d S . . C1S C 0.02165(18) 0.9868(4) 0.2988(2) 0.1048(16) Uani 1 1 d . . . H1SA H 0.0043 1.0570 0.3107 0.126 Uiso 1 1 calc R . . H1SB H 0.0437 1.0315 0.2835 0.126 Uiso 1 1 calc R . . C2S C 0.03756(12) 0.9119(4) 0.35259(19) 0.0801(11) Uani 1 1 d . . . H2SA H 0.0522 0.9711 0.3844 0.096 Uiso 1 1 calc R . . H2SB H 0.0555 0.8438 0.3417 0.096 Uiso 1 1 calc R . . H2SC H 0.0160 0.8689 0.3689 0.096 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 W 0.02855(5) 0.03291(5) 0.02403(5) -0.00066(3) 0.00628(3) 0.00161(3) Ge 0.02996(12) 0.03573(13) 0.02739(11) 0.00250(9) 0.00613(9) -0.00059(9) O1 0.0442(10) 0.0724(14) 0.0384(10) 0.0090(9) 0.0155(8) -0.0022(9) O2 0.0409(10) 0.0700(14) 0.0442(11) 0.0085(9) -0.0044(9) -0.0004(9) O3 0.0874(16) 0.0441(12) 0.0602(13) -0.0102(10) 0.0113(12) 0.0127(11) O4 0.0473(11) 0.0753(15) 0.0476(12) -0.0174(10) -0.0071(9) 0.0116(10) O5 0.0526(12) 0.0418(11) 0.0934(17) -0.0194(11) 0.0139(11) 0.0015(9) N1 0.0295(9) 0.0372(10) 0.0287(9) 0.0057(7) 0.0079(7) -0.0007(8) N2 0.0300(9) 0.0439(11) 0.0270(9) 0.0032(8) 0.0090(7) -0.0010(8) C1 0.0350(12) 0.0454(13) 0.0306(12) -0.0017(10) 0.0029(10) 0.0045(10) C2 0.0349(12) 0.0402(13) 0.0337(12) 0.0029(9) 0.0121(10) 0.0012(10) C3 0.0449(14) 0.0447(15) 0.0343(13) -0.0008(10) 0.0055(11) 0.0033(11) C4 0.0396(13) 0.0426(13) 0.0314(12) -0.0054(10) 0.0083(10) 0.0025(10) C5 0.0289(11) 0.0446(14) 0.0405(13) -0.0024(10) 0.0085(10) -0.0015(10) C6 0.0316(11) 0.0341(11) 0.0277(11) 0.0026(8) 0.0080(9) 0.0003(9) C7 0.0273(10) 0.0343(11) 0.0262(10) -0.0001(8) 0.0068(8) -0.0017(8) C8 0.0413(13) 0.0486(14) 0.0322(12) 0.0136(10) 0.0084(10) -0.0014(11) C9 0.0401(13) 0.0549(15) 0.0303(12) 0.0111(11) 0.0115(10) -0.0016(11) C11 0.0259(10) 0.0410(12) 0.0329(11) 0.0120(9) 0.0058(9) 0.0032(9) C12 0.0357(12) 0.0408(13) 0.0343(12) 0.0110(10) 0.0079(10) 0.0066(10) C13 0.0443(14) 0.0482(15) 0.0491(15) 0.0131(12) 0.0172(12) 0.0138(12) C14 0.0341(13) 0.0619(18) 0.0667(19) 0.0210(15) 0.0177(13) 0.0124(12) C15 0.0316(13) 0.0576(17) 0.0589(17) 0.0180(14) 0.0028(12) -0.0057(12) C16 0.0350(12) 0.0440(14) 0.0378(13) 0.0107(10) 0.0005(10) -0.0016(10) C17 0.0468(15) 0.0426(14) 0.0503(16) -0.0009(11) 0.0102(12) 0.0028(11) C18 0.081(3) 0.0464(18) 0.101(3) 0.0190(18) 0.021(2) -0.0081(17) C19 0.074(2) 0.076(2) 0.065(2) -0.0249(18) 0.0061(18) 0.0113(19) C20 0.0464(15) 0.0532(17) 0.0535(17) -0.0028(13) -0.0003(13) -0.0067(13) C21 0.159(5) 0.095(3) 0.049(2) -0.010(2) -0.004(3) 0.015(3) C22 0.096(3) 0.0486(19) 0.098(3) -0.0024(19) 0.007(2) -0.0067(19) C31 0.0327(11) 0.0430(13) 0.0303(11) 0.0026(9) 0.0135(9) -0.0002(10) C32 0.0308(11) 0.0451(13) 0.0374(12) 0.0054(10) 0.0122(10) -0.0032(10) C33 0.0313(12) 0.0595(18) 0.0560(17) 0.0079(13) 0.0107(12) 0.0001(11) C34 0.0437(15) 0.0583(18) 0.071(2) 0.0160(15) 0.0249(14) 0.0149(13) C35 0.0570(17) 0.0449(15) 0.0615(18) -0.0015(13) 0.0299(14) 0.0049(13) C36 0.0453(14) 0.0502(15) 0.0424(14) -0.0079(11) 0.0217(12) -0.0046(12) C37 0.0340(12) 0.0493(15) 0.0497(15) -0.0043(12) 0.0119(11) -0.0097(11) C38 0.0533(17) 0.0492(16) 0.0601(18) 0.0031(13) 0.0055(14) -0.0137(13) C39 0.0516(17) 0.072(2) 0.0496(16) -0.0062(14) 0.0153(13) -0.0198(15) C40 0.0535(18) 0.077(2) 0.0620(19) -0.0355(17) 0.0170(15) -0.0098(16) C41 0.125(4) 0.114(4) 0.102(4) -0.014(3) 0.015(3) -0.071(3) C42 0.114(4) 0.112(4) 0.058(2) -0.009(2) -0.006(2) -0.017(3) O1S 0.074(2) 0.0506(17) 0.068(2) 0.000 0.0273(17) 0.000 C1S 0.166(5) 0.058(2) 0.096(3) -0.009(2) 0.039(3) -0.020(3) C2S 0.084(3) 0.080(3) 0.080(3) -0.023(2) 0.026(2) -0.020(2) _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 W C1 1.986(3) . ? W C4 2.026(3) . ? W C5 2.027(3) . ? W C3 2.032(3) . ? W C2 2.037(3) . ? W Ge 2.6503(3) . ? Ge C6 2.057(2) . ? O1 C1 1.148(3) . ? O2 C2 1.145(3) . ? O3 C3 1.148(3) . ? O4 C4 1.140(3) . ? O5 C5 1.142(3) . ? N1 C7 1.345(3) . ? N1 C8 1.388(3) . ? N1 C11 1.459(3) . ? N2 C7 1.352(3) . ? N2 C9 1.390(3) . ? N2 C31 1.451(3) . ? C6 C7 1.463(3) . ? C8 C9 1.333(4) . ? C11 C16 1.394(3) . ? C11 C12 1.398(3) . ? C12 C13 1.399(3) . ? C12 C17 1.510(4) . ? C13 C14 1.367(4) . ? C14 C15 1.375(4) . ? C15 C16 1.404(4) . ? C16 C20 1.510(4) . ? C17 C19 1.522(4) . ? C17 C18 1.536(4) . ? C20 C22 1.515(5) . ? C20 C21 1.519(5) . ? C31 C32 1.398(3) . ? C31 C36 1.404(3) . ? C32 C33 1.395(4) . ? C32 C37 1.520(4) . ? C33 C34 1.377(4) . ? C34 C35 1.368(4) . ? C35 C36 1.393(4) . ? C36 C40 1.517(4) . ? C37 C39 1.532(4) . ? C37 C38 1.540(4) . ? C40 C42 1.520(5) . ? C40 C41 1.524(6) . ? O1S C1S 1.396(5) . ? O1S C1S 1.396(5) 2 ? C1S C2S 1.419(6) . ? 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 C1 W C4 93.74(10) . . ? C1 W C5 90.88(10) . . ? C4 W C5 91.46(10) . . ? C1 W C3 91.68(11) . . ? C4 W C3 88.22(10) . . ? C5 W C3 177.44(10) . . ? C1 W C2 93.77(9) . . ? C4 W C2 172.49(9) . . ? C5 W C2 88.76(10) . . ? C3 W C2 91.23(10) . . ? C1 W Ge 175.89(7) . . ? C4 W Ge 88.27(7) . . ? C5 W Ge 85.49(7) . . ? C3 W Ge 91.97(7) . . ? C2 W Ge 84.26(6) . . ? C6 Ge W 113.90(6) . . ? C7 N1 C8 109.52(19) . . ? C7 N1 C11 125.99(18) . . ? C8 N1 C11 124.32(19) . . ? C7 N2 C9 108.98(19) . . ? C7 N2 C31 126.99(19) . . ? C9 N2 C31 124.01(19) . . ? O1 C1 W 179.4(2) . . ? O2 C2 W 176.8(2) . . ? O3 C3 W 178.2(2) . . ? O4 C4 W 177.9(2) . . ? O5 C5 W 179.2(3) . . ? C7 C6 Ge 113.88(15) . . ? N1 C7 N2 106.69(18) . . ? N1 C7 C6 126.17(19) . . ? N2 C7 C6 127.1(2) . . ? C9 C8 N1 107.2(2) . . ? C8 C9 N2 107.6(2) . . ? C16 C11 C12 123.8(2) . . ? C16 C11 N1 117.7(2) . . ? C12 C11 N1 118.4(2) . . ? C11 C12 C13 116.7(2) . . ? C11 C12 C17 123.7(2) . . ? C13 C12 C17 119.6(2) . . ? C14 C13 C12 121.2(3) . . ? C13 C14 C15 120.7(3) . . ? C14 C15 C16 121.4(3) . . ? C11 C16 C15 116.2(3) . . ? C11 C16 C20 122.8(2) . . ? C15 C16 C20 120.9(2) . . ? C12 C17 C19 112.1(3) . . ? C12 C17 C18 108.9(3) . . ? C19 C17 C18 110.6(3) . . ? C16 C20 C22 112.9(3) . . ? C16 C20 C21 109.4(3) . . ? C22 C20 C21 110.7(3) . . ? C32 C31 C36 123.2(2) . . ? C32 C31 N2 118.1(2) . . ? C36 C31 N2 118.6(2) . . ? C33 C32 C31 116.8(2) . . ? C33 C32 C37 120.8(2) . . ? C31 C32 C37 122.3(2) . . ? C34 C33 C32 121.1(3) . . ? C35 C34 C33 120.8(3) . . ? C34 C35 C36 121.3(3) . . ? C35 C36 C31 116.8(3) . . ? C35 C36 C40 120.3(3) . . ? C31 C36 C40 122.8(3) . . ? C32 C37 C39 113.2(2) . . ? C32 C37 C38 110.0(2) . . ? C39 C37 C38 109.4(2) . . ? C36 C40 C42 111.2(3) . . ? C36 C40 C41 112.3(3) . . ? C42 C40 C41 109.2(3) . . ? C1S O1S C1S 115.7(5) . 2 ? O1S C1S C2S 114.9(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 C1 W Ge C6 25.4(10) . . . . ? C4 W Ge C6 144.71(10) . . . . ? C5 W Ge C6 53.11(10) . . . . ? C3 W Ge C6 -127.13(10) . . . . ? C2 W Ge C6 -36.09(10) . . . . ? C4 W C1 O1 -94(20) . . . . ? C5 W C1 O1 -3(20) . . . . ? C3 W C1 O1 177(100) . . . . ? C2 W C1 O1 86(20) . . . . ? Ge W C1 O1 25(20) . . . . ? C1 W C2 O2 -136(4) . . . . ? C4 W C2 O2 47(4) . . . . ? C5 W C2 O2 -45(4) . . . . ? C3 W C2 O2 133(4) . . . . ? Ge W C2 O2 41(4) . . . . ? C1 W C3 O3 51(8) . . . . ? C4 W C3 O3 -43(8) . . . . ? C5 W C3 O3 -126(8) . . . . ? C2 W C3 O3 144(8) . . . . ? Ge W C3 O3 -131(8) . . . . ? C1 W C4 O4 -101(6) . . . . ? C5 W C4 O4 168(6) . . . . ? C3 W C4 O4 -9(6) . . . . ? C2 W C4 O4 77(6) . . . . ? Ge W C4 O4 83(6) . . . . ? C1 W C5 O5 84(21) . . . . ? C4 W C5 O5 177(100) . . . . ? C3 W C5 O5 -100(22) . . . . ? C2 W C5 O5 -10(21) . . . . ? Ge W C5 O5 -94(21) . . . . ? W Ge C6 C7 146.45(14) . . . . ? C8 N1 C7 N2 0.2(3) . . . . ? C11 N1 C7 N2 175.5(2) . . . . ? C8 N1 C7 C6 179.7(2) . . . . ? C11 N1 C7 C6 -5.0(4) . . . . ? C9 N2 C7 N1 -0.2(3) . . . . ? C31 N2 C7 N1 -178.6(2) . . . . ? C9 N2 C7 C6 -179.7(2) . . . . ? C31 N2 C7 C6 1.9(4) . . . . ? Ge C6 C7 N1 -90.1(2) . . . . ? Ge C6 C7 N2 89.2(3) . . . . ? C7 N1 C8 C9 -0.1(3) . . . . ? C11 N1 C8 C9 -175.5(2) . . . . ? N1 C8 C9 N2 0.0(3) . . . . ? C7 N2 C9 C8 0.1(3) . . . . ? C31 N2 C9 C8 178.6(2) . . . . ? C7 N1 C11 C16 -79.2(3) . . . . ? C8 N1 C11 C16 95.4(3) . . . . ? C7 N1 C11 C12 103.0(3) . . . . ? C8 N1 C11 C12 -82.5(3) . . . . ? C16 C11 C12 C13 2.5(3) . . . . ? N1 C11 C12 C13 -179.8(2) . . . . ? C16 C11 C12 C17 -175.0(2) . . . . ? N1 C11 C12 C17 2.7(3) . . . . ? C11 C12 C13 C14 -0.8(4) . . . . ? C17 C12 C13 C14 176.8(2) . . . . ? C12 C13 C14 C15 -0.8(4) . . . . ? C13 C14 C15 C16 0.8(4) . . . . ? C12 C11 C16 C15 -2.4(3) . . . . ? N1 C11 C16 C15 179.9(2) . . . . ? C12 C11 C16 C20 173.6(2) . . . . ? N1 C11 C16 C20 -4.1(3) . . . . ? C14 C15 C16 C11 0.7(4) . . . . ? C14 C15 C16 C20 -175.4(3) . . . . ? C11 C12 C17 C19 -132.3(3) . . . . ? C13 C12 C17 C19 50.2(3) . . . . ? C11 C12 C17 C18 105.0(3) . . . . ? C13 C12 C17 C18 -72.5(3) . . . . ? C11 C16 C20 C22 132.7(3) . . . . ? C15 C16 C20 C22 -51.5(4) . . . . ? C11 C16 C20 C21 -103.6(4) . . . . ? C15 C16 C20 C21 72.2(4) . . . . ? C7 N2 C31 C32 -99.1(3) . . . . ? C9 N2 C31 C32 82.7(3) . . . . ? C7 N2 C31 C36 84.5(3) . . . . ? C9 N2 C31 C36 -93.6(3) . . . . ? C36 C31 C32 C33 0.4(4) . . . . ? N2 C31 C32 C33 -175.7(2) . . . . ? C36 C31 C32 C37 177.7(2) . . . . ? N2 C31 C32 C37 1.5(3) . . . . ? C31 C32 C33 C34 -0.2(4) . . . . ? C37 C32 C33 C34 -177.5(3) . . . . ? C32 C33 C34 C35 0.0(5) . . . . ? C33 C34 C35 C36 0.1(5) . . . . ? C34 C35 C36 C31 0.1(4) . . . . ? C34 C35 C36 C40 178.9(3) . . . . ? C32 C31 C36 C35 -0.4(4) . . . . ? N2 C31 C36 C35 175.8(2) . . . . ? C32 C31 C36 C40 -179.2(3) . . . . ? N2 C31 C36 C40 -3.0(4) . . . . ? C33 C32 C37 C39 -38.9(3) . . . . ? C31 C32 C37 C39 143.9(2) . . . . ? C33 C32 C37 C38 83.9(3) . . . . ? C31 C32 C37 C38 -93.3(3) . . . . ? C35 C36 C40 C42 -78.9(4) . . . . ? C31 C36 C40 C42 99.9(4) . . . . ? C35 C36 C40 C41 43.8(4) . . . . ? C31 C36 C40 C41 -137.4(3) . . . . ? C1S O1S C1S C2S 169.1(6) 2 . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.253 _refine_diff_density_min -0.473 _refine_diff_density_rms 0.068