Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Cingolani, Augusto' 'Drozdov, Andrei' 'Marchetti, Fabio' 'Pettinari, Claudio' 'Pettinari, Riccardo' 'Troyanov, Sergei' _publ_contact_author_name 'Prof Claudio Pettinari' _publ_contact_author_address ; Prof Claudio Pettinari Dipartimento di Scienze Chimiche Universita degli Studi di Camerino via S. Agostino 1 60232 Camerino MC ITALY ; _publ_contact_author_email 'PETTINAR@CAMSERV.UNICAM.IT' _publ_section_title ; Coordination Chemistry of bis(pyrazolones): a rational design of nuclearity tailored polynuclear complexes. Part II. The interaction of organotin(IV) acceptors with 1,4-bis(5-hydroxy-1-phenyl-3-methyl-1H-pyrazol-4-yl)butane-1,4-dione ; data_Q2QSn(Bu)2 _database_code_CSD 168761 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C64 H76 N8 O8 Sn2' _chemical_formula_weight 1322.71 _chemical_melting_point ? _chemical_compound_source ? 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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 23.419(5) _cell_length_b 18.696(3) _cell_length_c 16.978(4) _cell_angle_alpha 90.00 _cell_angle_beta 127.39(2) _cell_angle_gamma 90.00 _cell_volume 5906.2(21) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 24.8 _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.7 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.4 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.488 _exptl_crystal_density_method ? _exptl_crystal_F_000 2720 _exptl_absorpt_coefficient_mu 0.909 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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 IPDS(Stoe) _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25489 _diffrn_reflns_av_R_equivalents 0.0392 _diffrn_reflns_av_sigmaI/netI 0.0295 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 27.06 _reflns_number_total 6424 _reflns_number_observed 4698 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 972 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0325P)^2^+3.8629P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5452 _refine_ls_number_parameters 385 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_obs 0.0250 _refine_ls_wR_factor_all 0.0679 _refine_ls_wR_factor_obs 0.0609 _refine_ls_goodness_of_fit_all 1.031 _refine_ls_goodness_of_fit_obs 1.091 _refine_ls_restrained_S_all 1.051 _refine_ls_restrained_S_obs 1.091 _refine_ls_shift/esd_max -0.009 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Sn1 Sn 0.5000 0.279071(10) 0.2500 0.02638(7) Uani 1 d S 1 Sn2 Sn 0.5000 -0.092051(11) 0.2500 0.03129(7) Uani 1 d S 1 O1 O 0.39157(8) 0.25521(8) 0.19014(12) 0.0326(4) Uani 1 d . 1 O2 O 0.48507(9) 0.18709(9) 0.15747(13) 0.0385(4) Uani 1 d . 1 O3 O 0.49706(8) 0.00197(8) 0.16923(12) 0.0323(3) Uani 1 d . 1 O4 O 0.61267(9) -0.07290(9) 0.34138(13) 0.0346(4) Uani 1 d . 1 N1 N 0.28536(10) 0.19148(10) 0.10106(13) 0.0289(4) Uani 1 d . 1 N2 N 0.25355(10) 0.13415(10) 0.03498(14) 0.0330(4) Uani 1 d . 1 N3 N 0.71625(10) -0.04432(10) 0.35964(14) 0.0312(4) Uani 1 d . 1 N4 N 0.73804(10) -0.00262(10) 0.31390(15) 0.0331(4) Uani 1 d . 1 C1 C 0.35283(11) 0.20468(11) 0.1306(2) 0.0267(4) Uani 1 d . 1 C2 C 0.36599(12) 0.15358(11) 0.0813(2) 0.0275(4) Uani 1 d . 1 C3 C 0.30107(12) 0.11243(12) 0.0231(2) 0.0305(5) Uani 1 d . 1 C4 C 0.28192(14) 0.05094(13) -0.0447(2) 0.0378(5) Uani 1 d . 1 H4A H 0.3138(6) 0.0117(3) -0.0076(3) 0.057 Uiso 1 calc R 1 H4B H 0.2864(9) 0.0650(3) -0.0951(8) 0.057 Uiso 1 calc R 1 H4C H 0.2333(3) 0.0365(6) -0.0751(10) 0.057 Uiso 1 calc R 1 C5 C 0.24814(12) 0.22226(12) 0.1349(2) 0.0291(5) Uani 1 d . 1 C6 C 0.26632(13) 0.28939(13) 0.1781(2) 0.0368(5) Uani 1 d . 1 H6 H 0.30178(13) 0.31613(13) 0.1828(2) 0.044 Uiso 1 calc R 1 C7 C 0.23118(14) 0.31641(15) 0.2142(2) 0.0421(6) Uani 1 d . 1 H7 H 0.24379(14) 0.36123(15) 0.2441(2) 0.051 Uiso 1 calc R 1 C8 C 0.17808(14) 0.27801(14) 0.2065(2) 0.0438(6) Uani 1 d . 1 H8 H 0.15501(14) 0.29659(14) 0.2313(2) 0.053 Uiso 1 calc R 1 C9 C 0.15930(15) 0.2121(2) 0.1622(2) 0.0518(7) Uani 1 d . 1 H9 H 0.12304(15) 0.1861(2) 0.1564(2) 0.062 Uiso 1 calc R 1 C10 C 0.19388(13) 0.18369(14) 0.1257(2) 0.0421(6) Uani 1 d . 1 H10 H 0.18069(13) 0.13903(14) 0.0954(2) 0.051 Uiso 1 calc R 1 C11 C 0.43136(12) 0.14968(11) 0.0946(2) 0.0286(5) Uani 1 d . 1 C12 C 0.44156(13) 0.10281(11) 0.0316(2) 0.0309(5) Uani 1 d . 1 H12A H 0.42434(13) 0.12806(11) -0.0290(2) 0.037 Uiso 1 calc R 1 H12B H 0.41284(13) 0.05985(11) 0.0135(2) 0.037 Uiso 1 calc R 1 C13 C 0.51949(12) 0.08178(11) 0.0842(2) 0.0293(5) Uani 1 d . 1 H13A H 0.52488(12) 0.06215(11) 0.0361(2) 0.035 Uiso 1 calc R 1 H13B H 0.54939(12) 0.12416(11) 0.1127(2) 0.035 Uiso 1 calc R 1 C14 C 0.54497(12) 0.02771(11) 0.1646(2) 0.0268(4) Uani 1 d . 1 C15 C 0.64430(12) -0.03996(11) 0.3113(2) 0.0285(5) Uani 1 d . 1 C16 C 0.61733(12) 0.00650(11) 0.2299(2) 0.0273(4) Uani 1 d . 1 C17 C 0.67972(12) 0.02702(11) 0.2378(2) 0.0292(5) Uani 1 d . 1 C18 C 0.68590(14) 0.07566(13) 0.1737(2) 0.0374(5) Uani 1 d . 1 H18A H 0.6743(9) 0.1236(2) 0.1797(10) 0.056 Uiso 1 calc R 1 H18B H 0.6532(7) 0.0604(6) 0.1059(3) 0.056 Uiso 1 calc R 1 H18C H 0.7342(3) 0.0743(7) 0.1942(9) 0.056 Uiso 1 calc R 1 C19 C 0.76970(13) -0.07653(12) 0.4524(2) 0.0336(5) Uani 1 d . 1 C20 C 0.83884(14) -0.04967(14) 0.5079(2) 0.0435(6) Uani 1 d . 1 H20 H 0.85029(14) -0.01245(14) 0.4834(2) 0.052 Uiso 1 calc R 1 C21 C 0.8906(2) -0.0784(2) 0.5997(2) 0.0538(7) Uani 1 d . 1 H21 H 0.9373(2) -0.0609(2) 0.6368(2) 0.065 Uiso 1 calc R 1 C22 C 0.8738(2) -0.1331(2) 0.6371(2) 0.0562(8) Uani 1 d . 1 H22 H 0.9088(2) -0.1517(2) 0.6997(2) 0.067 Uiso 1 calc R 1 C23 C 0.8051(2) -0.1597(2) 0.5811(2) 0.0515(7) Uani 1 d . 1 H23 H 0.7938(2) -0.1967(2) 0.6062(2) 0.062 Uiso 1 calc R 1 C24 C 0.75261(15) -0.13244(13) 0.4883(2) 0.0413(6) Uani 1 d . 1 H24 H 0.70637(15) -0.15131(13) 0.4503(2) 0.050 Uiso 1 calc R 1 C25 C 0.48586(14) 0.34703(14) 0.1377(2) 0.0412(6) Uani 1 d . 1 H25A H 0.48838(14) 0.31856(14) 0.0921(2) 0.049 Uiso 1 calc R 1 H25B H 0.43875(14) 0.36915(14) 0.1004(2) 0.049 Uiso 1 calc R 1 C26 C 0.5452(2) 0.40677(15) 0.1848(2) 0.0500(7) Uani 1 d . 1 H26A H 0.5425(2) 0.43452(15) 0.2307(2) 0.060 Uiso 1 calc R 1 H26B H 0.5920(2) 0.38400(15) 0.2227(2) 0.060 Uiso 1 calc R 1 C27 C 0.5394(2) 0.4563(2) 0.1117(2) 0.0582(8) Uani 1 d . 1 H27A H 0.4930(2) 0.4798(2) 0.0743(2) 0.070 Uiso 1 calc R 1 H27B H 0.5420(2) 0.4289(2) 0.0655(2) 0.070 Uiso 1 calc R 1 C28 C 0.5975(2) 0.5119(2) 0.1602(3) 0.0708(9) Uani 1 d . 1 H28A H 0.5923(8) 0.5418(9) 0.1102(3) 0.106 Uiso 1 calc R 1 H28B H 0.6436(2) 0.4889(2) 0.1976(16) 0.106 Uiso 1 calc R 1 H28C H 0.5937(9) 0.5406(9) 0.2037(15) 0.106 Uiso 1 calc R 1 C29 C 0.5049(2) -0.1555(2) 0.3583(3) 0.0725(11) Uani 0.575(7) d P 1 H29A H 0.5440(2) -0.1362(2) 0.4224(3) 0.087 Uiso 1 calc R 1 H29B H 0.4611(2) -0.1458(2) 0.3506(3) 0.087 Uiso 1 calc R 1 C30 C 0.5137(3) -0.2308(2) 0.3660(3) 0.0361(13) Uani 0.575(7) d P 1 H30A H 0.5483(3) -0.2433(2) 0.3547(3) 0.043 Uiso 0.575(7) calc PR 1 H30B H 0.4682(3) -0.2524(2) 0.3134(3) 0.043 Uiso 0.575(7) calc PR 1 C31 C 0.5380(2) -0.2633(2) 0.4630(3) 0.0738(11) Uani 0.575(7) d P 1 H31A H 0.5128(2) -0.2368(2) 0.4824(3) 0.089 Uiso 1 calc R 1 H31B H 0.5175(2) -0.3110(2) 0.4463(3) 0.089 Uiso 1 calc R 1 C32 C 0.6115(2) -0.2722(2) 0.5548(3) 0.0756(10) Uani 1 d . 1 H32A H 0.6109(3) -0.3040(12) 0.5986(9) 0.113 Uiso 1 calc R 1 H32B H 0.6300(6) -0.2265(3) 0.5863(11) 0.113 Uiso 1 calc R 1 H32C H 0.6415(4) -0.2918(14) 0.5393(4) 0.113 Uiso 1 calc R 1 C29A C 0.5049(2) -0.1555(2) 0.3583(3) 0.0725(11) Uani 0.425(7) d P 2 C30A C 0.5614(3) -0.1957(3) 0.4211(4) 0.035(2) Uani 0.425(7) d P 2 H30C H 0.5986(3) -0.1669(3) 0.4766(4) 0.042 Uiso 0.425(7) calc PR 2 H30D H 0.5804(3) -0.2153(3) 0.3884(4) 0.042 Uiso 0.425(7) calc PR 2 C31A C 0.5380(2) -0.2633(2) 0.4630(3) 0.0738(11) Uani 0.425(7) d P 2 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 Sn1 0.02421(11) 0.02268(11) 0.03007(12) 0.000 0.01534(9) 0.000 Sn2 0.03588(13) 0.02344(11) 0.05086(14) 0.000 0.03481(12) 0.000 O1 0.0260(8) 0.0306(8) 0.0399(9) -0.0074(7) 0.0194(7) -0.0015(7) O2 0.0295(9) 0.0345(8) 0.0520(10) -0.0145(8) 0.0250(8) -0.0046(7) O3 0.0311(8) 0.0304(8) 0.0420(9) 0.0018(7) 0.0255(8) -0.0017(7) O4 0.0350(9) 0.0341(8) 0.0463(10) 0.0104(7) 0.0307(8) 0.0039(7) N1 0.0261(9) 0.0308(9) 0.0301(9) -0.0022(8) 0.0173(8) -0.0029(8) N2 0.0303(10) 0.0346(10) 0.0327(10) -0.0038(8) 0.0184(9) -0.0066(8) N3 0.0307(10) 0.0310(10) 0.0387(10) 0.0044(8) 0.0247(9) 0.0029(8) N4 0.0334(10) 0.0356(10) 0.0411(11) 0.0026(9) 0.0281(10) -0.0011(9) C1 0.0247(11) 0.0254(10) 0.0280(11) 0.0028(9) 0.0149(9) 0.0014(9) C2 0.0294(11) 0.0251(10) 0.0281(10) 0.0002(9) 0.0175(9) 0.0000(9) C3 0.0305(12) 0.0303(11) 0.0283(11) 0.0006(9) 0.0167(10) -0.0034(9) C4 0.0381(13) 0.0370(13) 0.0379(13) -0.0076(10) 0.0228(11) -0.0094(11) C5 0.0238(11) 0.0355(12) 0.0276(10) 0.0069(9) 0.0154(9) 0.0046(9) C6 0.0359(13) 0.0399(13) 0.0421(13) 0.0011(11) 0.0275(11) 0.0006(11) C7 0.0446(15) 0.0447(14) 0.0455(14) 0.0022(12) 0.0317(13) 0.0086(12) C8 0.0402(14) 0.055(2) 0.0499(15) 0.0147(13) 0.0345(13) 0.0177(12) C9 0.0393(15) 0.056(2) 0.077(2) 0.0078(15) 0.044(2) 0.0028(13) C10 0.0325(13) 0.0418(13) 0.055(2) -0.0014(12) 0.0279(13) -0.0016(11) C11 0.0315(12) 0.0232(10) 0.0309(11) 0.0014(9) 0.0188(10) 0.0015(9) C12 0.0328(12) 0.0285(11) 0.0332(11) 0.0015(9) 0.0210(10) 0.0031(9) C13 0.0341(12) 0.0270(11) 0.0342(11) -0.0022(9) 0.0246(11) -0.0001(9) C14 0.0315(12) 0.0219(10) 0.0340(11) -0.0067(9) 0.0235(10) -0.0026(9) C15 0.0315(12) 0.0246(10) 0.0383(12) -0.0007(9) 0.0258(11) 0.0018(9) C16 0.0311(12) 0.0235(10) 0.0346(11) -0.0032(9) 0.0236(10) -0.0015(9) C17 0.0324(12) 0.0275(10) 0.0362(12) -0.0019(9) 0.0252(11) -0.0007(9) C18 0.0365(13) 0.0404(13) 0.0434(13) 0.0053(11) 0.0285(12) -0.0022(11) C19 0.0354(13) 0.0323(11) 0.0375(12) 0.0023(10) 0.0244(11) 0.0086(10) C20 0.0400(14) 0.0428(14) 0.0463(15) 0.0046(12) 0.0254(13) 0.0055(12) C21 0.042(2) 0.054(2) 0.047(2) 0.0016(13) 0.0178(14) 0.0052(13) C22 0.060(2) 0.054(2) 0.044(2) 0.0109(13) 0.026(2) 0.0230(15) C23 0.061(2) 0.045(2) 0.056(2) 0.0180(13) 0.039(2) 0.0187(14) C24 0.0436(15) 0.0363(13) 0.0491(15) 0.0092(11) 0.0307(13) 0.0097(11) C25 0.0468(15) 0.0419(13) 0.0364(13) 0.0076(11) 0.0261(12) 0.0068(12) C26 0.054(2) 0.052(2) 0.050(2) 0.0138(13) 0.0344(15) 0.0078(13) C27 0.067(2) 0.053(2) 0.067(2) 0.0074(15) 0.047(2) 0.0018(15) C28 0.078(2) 0.063(2) 0.090(3) -0.011(2) 0.060(2) -0.019(2) C29 0.097(3) 0.053(2) 0.134(3) 0.045(2) 0.104(3) 0.035(2) C30 0.045(3) 0.030(2) 0.038(2) 0.001(2) 0.028(2) -0.002(2) C31 0.098(3) 0.083(2) 0.069(2) 0.047(2) 0.065(2) 0.053(2) C32 0.090(3) 0.070(2) 0.076(2) -0.014(2) 0.055(2) -0.008(2) C29A 0.097(3) 0.053(2) 0.134(3) 0.045(2) 0.104(3) 0.035(2) C30A 0.038(4) 0.035(3) 0.038(3) 0.004(3) 0.027(3) 0.000(3) C31A 0.098(3) 0.083(2) 0.069(2) 0.047(2) 0.065(2) 0.053(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 Sn1 O1 2.132(2) . ? Sn1 O1 2.132(2) 2_655 ? Sn1 C25 2.143(2) 2_655 ? Sn1 C25 2.143(2) . ? Sn1 O2 2.209(2) . ? Sn1 O2 2.209(2) 2_655 ? Sn2 O4 2.127(2) 2_655 ? Sn2 O4 2.127(2) . ? Sn2 C29 2.132(3) . ? Sn2 C29 2.132(3) 2_655 ? Sn2 O3 2.205(2) 2_655 ? Sn2 O3 2.205(2) . ? O1 C1 1.275(3) . ? O2 C11 1.257(3) . ? O3 C14 1.266(3) . ? O4 C15 1.284(3) . ? N1 C1 1.359(3) . ? N1 N2 1.395(3) . ? N1 C5 1.424(3) . ? N2 C3 1.310(3) . ? N3 C15 1.356(3) . ? N3 N4 1.397(2) . ? N3 C19 1.420(3) . ? N4 C17 1.303(3) . ? C1 C2 1.421(3) . ? C2 C11 1.407(3) . ? C2 C3 1.434(3) . ? C3 C4 1.491(3) . ? C5 C6 1.384(3) . ? C5 C10 1.385(3) . ? C6 C7 1.386(3) . ? C7 C8 1.372(4) . ? C8 C9 1.370(4) . ? C9 C10 1.389(4) . ? C11 C12 1.510(3) . ? C12 C13 1.518(3) . ? C13 C14 1.501(3) . ? C14 C16 1.406(3) . ? C15 C16 1.415(3) . ? C16 C17 1.436(3) . ? C17 C18 1.491(3) . ? C19 C20 1.382(4) . ? C19 C24 1.386(3) . ? C20 C21 1.376(4) . ? C21 C22 1.380(4) . ? C22 C23 1.373(4) . ? C23 C24 1.379(4) . ? C25 C26 1.571(4) . ? C26 C27 1.487(4) . ? C27 C28 1.499(4) . ? C29 C30 1.417(5) . ? C30 C31 1.506(5) . ? C31 C32 1.469(5) . ? C29A C30A 1.319(6) . ? C30A C31A 1.696(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 O1 Sn1 O1 155.84(8) . 2_655 ? O1 Sn1 C25 92.52(8) . 2_655 ? O1 Sn1 C25 101.78(9) 2_655 2_655 ? O1 Sn1 C25 101.78(9) . . ? O1 Sn1 C25 92.52(8) 2_655 . ? C25 Sn1 C25 107.28(14) 2_655 . ? O1 Sn1 O2 82.52(6) . . ? O1 Sn1 O2 78.72(6) 2_655 . ? C25 Sn1 O2 165.11(8) 2_655 . ? C25 Sn1 O2 87.51(8) . . ? O1 Sn1 O2 78.72(6) . 2_655 ? O1 Sn1 O2 82.52(6) 2_655 2_655 ? C25 Sn1 O2 87.51(8) 2_655 2_655 ? C25 Sn1 O2 165.11(8) . 2_655 ? O2 Sn1 O2 77.77(10) . 2_655 ? O4 Sn2 O4 160.62(9) 2_655 . ? O4 Sn2 C29 96.67(11) 2_655 . ? O4 Sn2 C29 94.07(12) . . ? O4 Sn2 C29 94.07(12) 2_655 2_655 ? O4 Sn2 C29 96.67(11) . 2_655 ? C29 Sn2 C29 112.4(2) . 2_655 ? O4 Sn2 O3 82.87(6) 2_655 2_655 ? O4 Sn2 O3 81.71(6) . 2_655 ? C29 Sn2 O3 86.67(10) . 2_655 ? C29 Sn2 O3 160.91(11) 2_655 2_655 ? O4 Sn2 O3 81.71(6) 2_655 . ? O4 Sn2 O3 82.87(6) . . ? C29 Sn2 O3 160.91(11) . . ? C29 Sn2 O3 86.67(10) 2_655 . ? O3 Sn2 O3 74.25(8) 2_655 . ? C1 O1 Sn1 126.96(13) . . ? C11 O2 Sn1 132.96(14) . . ? C14 O3 Sn2 130.34(14) . . ? C15 O4 Sn2 123.38(15) . . ? C1 N1 N2 111.7(2) . . ? C1 N1 C5 129.6(2) . . ? N2 N1 C5 118.4(2) . . ? C3 N2 N1 105.8(2) . . ? C15 N3 N4 111.6(2) . . ? C15 N3 C19 129.1(2) . . ? N4 N3 C19 118.7(2) . . ? C17 N4 N3 105.7(2) . . ? O1 C1 N1 122.3(2) . . ? O1 C1 C2 131.4(2) . . ? N1 C1 C2 106.3(2) . . ? C11 C2 C1 123.0(2) . . ? C11 C2 C3 132.7(2) . . ? C1 C2 C3 104.3(2) . . ? N2 C3 C2 111.9(2) . . ? N2 C3 C4 118.2(2) . . ? C2 C3 C4 129.9(2) . . ? C6 C5 C10 119.8(2) . . ? C6 C5 N1 120.9(2) . . ? C10 C5 N1 119.3(2) . . ? C5 C6 C7 119.4(2) . . ? C8 C7 C6 121.0(3) . . ? C9 C8 C7 119.5(2) . . ? C8 C9 C10 120.6(2) . . ? C5 C10 C9 119.6(2) . . ? O2 C11 C2 122.5(2) . . ? O2 C11 C12 114.7(2) . . ? C2 C11 C12 122.8(2) . . ? C11 C12 C13 112.6(2) . . ? C14 C13 C12 112.4(2) . . ? O3 C14 C16 122.2(2) . . ? O3 C14 C13 115.8(2) . . ? C16 C14 C13 122.0(2) . . ? O4 C15 N3 122.3(2) . . ? O4 C15 C16 131.3(2) . . ? N3 C15 C16 106.4(2) . . ? C14 C16 C15 123.6(2) . . ? C14 C16 C17 132.0(2) . . ? C15 C16 C17 104.3(2) . . ? N4 C17 C16 111.9(2) . . ? N4 C17 C18 118.4(2) . . ? C16 C17 C18 129.7(2) . . ? C20 C19 C24 120.4(2) . . ? C20 C19 N3 118.7(2) . . ? C24 C19 N3 120.8(2) . . ? C21 C20 C19 119.5(3) . . ? C20 C21 C22 120.6(3) . . ? C23 C22 C21 119.5(3) . . ? C22 C23 C24 120.9(3) . . ? C23 C24 C19 119.1(3) . . ? C26 C25 Sn1 110.9(2) . . ? C27 C26 C25 114.4(2) . . ? C26 C27 C28 112.4(3) . . ? C30 C29 Sn2 124.1(3) . . ? C29 C30 C31 116.1(4) . . ? C32 C31 C30 128.8(4) . . ? C29A C30A C31A 110.1(4) . . ? _refine_diff_density_max 0.507 _refine_diff_density_min -0.573 _refine_diff_density_rms 0.054 data_Q2QSnBu3 _database_code_CSD 168762 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C48 H74 N4 O4 Sn2' _chemical_formula_weight 1008.49 _chemical_melting_point ? _chemical_compound_source ? 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 16.300(3) _cell_length_b 10.425(2) _cell_length_c 16.598(3) _cell_angle_alpha 90.00 _cell_angle_beta 117.14(3) _cell_angle_gamma 90.00 _cell_volume 2509.9(8) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 1155 _cell_measurement_theta_min 5 _cell_measurement_theta_max 26 _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.334 _exptl_crystal_density_method ? _exptl_crystal_F_000 1044 _exptl_absorpt_coefficient_mu 1.038 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 IPDS(Stoe) _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15815 _diffrn_reflns_av_R_equivalents 0.0422 _diffrn_reflns_av_sigmaI/netI 0.0430 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 28.04 _reflns_number_total 5897 _reflns_number_observed 3779 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 950 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0436P)^2^+0.0000P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4947 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0505 _refine_ls_R_factor_obs 0.0283 _refine_ls_wR_factor_all 0.0774 _refine_ls_wR_factor_obs 0.0693 _refine_ls_goodness_of_fit_all 0.936 _refine_ls_goodness_of_fit_obs 1.036 _refine_ls_restrained_S_all 0.929 _refine_ls_restrained_S_obs 1.036 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Sn Sn 0.251892(12) 0.76876(2) 0.004783(12) 0.03472(7) Uani 1 d . . O1 O 0.12185(11) 0.6433(2) 0.00697(14) 0.0421(5) Uani 1 d . . O2 O 0.14044(11) 0.8961(2) -0.05294(13) 0.0403(5) Uani 1 d . . N1 N -0.00484(13) 0.9899(2) -0.11188(13) 0.0306(4) Uani 1 d . . N2 N -0.09539(13) 0.9594(2) -0.12918(14) 0.0347(5) Uani 1 d . . C1 C -0.0258(2) 0.5613(2) -0.0228(2) 0.0315(5) Uani 1 d . . H1A H -0.0723(2) 0.5409(2) -0.0854(2) 0.038 Uiso 1 calc R . H1B H -0.0590(2) 0.5934(2) 0.0104(2) 0.038 Uiso 1 calc R . C2 C 0.03710(15) 0.6659(3) -0.02574(15) 0.0302(5) Uani 1 d . . C3 C -0.00036(15) 0.7879(2) -0.06507(14) 0.0283(5) Uani 1 d . . C4 C 0.0536(2) 0.8886(2) -0.07320(15) 0.0296(5) Uani 1 d . . C5 C -0.0919(2) 0.8402(3) -0.1018(2) 0.0313(5) Uani 1 d . . C6 C -0.1800(2) 0.7792(3) -0.1127(2) 0.0490(7) Uani 1 d . . H6A H -0.1736(6) 0.7545(20) -0.0531(3) 0.074 Uiso 1 calc R . H6B H -0.1931(8) 0.7029(12) -0.1510(12) 0.074 Uiso 1 calc R . H6C H -0.2308(3) 0.8406(8) -0.1409(14) 0.074 Uiso 1 calc R . C7 C 0.0106(2) 1.1123(3) -0.14068(15) 0.0339(6) Uani 1 d . . C8 C -0.0609(2) 1.2015(3) -0.1729(2) 0.0441(7) Uani 1 d . . H8 H -0.1188(2) 1.1807(3) -0.1756(2) 0.053 Uiso 1 calc R . C9 C -0.0463(2) 1.3220(3) -0.2011(2) 0.0530(8) Uani 1 d . . H9 H -0.0954(2) 1.3823(3) -0.2242(2) 0.064 Uiso 1 calc R . C10 C 0.0367(3) 1.3550(3) -0.1962(2) 0.0552(9) Uani 1 d . . H10 H 0.0462(3) 1.4386(3) -0.2132(2) 0.066 Uiso 1 calc R . C11 C 0.1066(3) 1.2661(4) -0.1664(2) 0.0635(10) Uani 1 d . . H11 H 0.1641(3) 1.2882(4) -0.1643(2) 0.076 Uiso 1 calc R . C12 C 0.0945(2) 1.1432(3) -0.1390(2) 0.0544(9) Uani 1 d . . H12 H 0.1429(2) 1.0819(3) -0.1196(2) 0.065 Uiso 1 calc R . C13 C 0.2432(2) 0.6039(3) -0.0762(2) 0.0408(6) Uani 1 d . . H13A H 0.2358(2) 0.5263(3) -0.0458(2) 0.049 Uiso 1 calc R . H13B H 0.1875(2) 0.6118(3) -0.1353(2) 0.049 Uiso 1 calc R . C14 C 0.3276(2) 0.5860(3) -0.0931(2) 0.0411(6) Uani 1 d . . H14A H 0.3358(2) 0.6641(3) -0.1226(2) 0.049 Uiso 1 calc R . H14B H 0.3832(2) 0.5761(3) -0.0342(2) 0.049 Uiso 1 calc R . C15 C 0.3194(2) 0.4696(3) -0.1526(2) 0.0454(7) Uani 1 d . . H15A H 0.3083(2) 0.3922(3) -0.1244(2) 0.054 Uiso 1 calc R . H15B H 0.2653(2) 0.4814(3) -0.2124(2) 0.054 Uiso 1 calc R . C16 C 0.4044(2) 0.4473(4) -0.1665(2) 0.0572(9) Uani 1 d . . H16A H 0.3934(7) 0.3746(15) -0.2077(14) 0.086 Uiso 1 calc R . H16B H 0.4575(4) 0.4286(24) -0.1082(3) 0.086 Uiso 1 calc R . H16C H 0.4171(10) 0.5244(9) -0.1928(16) 0.086 Uiso 1 calc R . C17 C 0.2992(2) 0.7722(4) 0.1494(2) 0.0622(10) Uani 1 d . . H17A H 0.3610(2) 0.8126(4) 0.1770(2) 0.075 Uiso 1 calc R . H17B H 0.2577(2) 0.8306(4) 0.1608(2) 0.075 Uiso 1 calc R . C18 C 0.3067(3) 0.6511(4) 0.2010(2) 0.0660(10) Uani 1 d . . H18A H 0.3225(3) 0.6728(4) 0.2645(2) 0.079 Uiso 1 calc R . H18B H 0.2463(3) 0.6070(4) 0.1742(2) 0.079 Uiso 1 calc R . C19 C 0.3779(3) 0.5627(5) 0.2000(3) 0.0813(12) Uani 1 d . . H19A H 0.4355(3) 0.6117(5) 0.2167(3) 0.098 Uiso 1 calc R . H19B H 0.3567(3) 0.5303(5) 0.1376(3) 0.098 Uiso 1 calc R . C20 C 0.3998(3) 0.4448(5) 0.2661(3) 0.0852(14) Uani 1 d . . H20A H 0.4459(18) 0.3898(17) 0.2608(17) 0.128 Uiso 1 calc R . H20B H 0.3432(6) 0.3955(19) 0.2500(15) 0.128 Uiso 1 calc R . H20C H 0.4238(22) 0.4758(5) 0.3285(4) 0.128 Uiso 1 calc R . C21 C 0.3329(2) 0.9133(3) -0.0220(2) 0.0448(7) Uani 1 d . . H21A H 0.3936(2) 0.8760(3) -0.0089(2) 0.054 Uiso 1 calc R . H21B H 0.3012(2) 0.9354(3) -0.0872(2) 0.054 Uiso 1 calc R . C22 C 0.3485(2) 1.0358(3) 0.0331(2) 0.0411(6) Uani 1 d . . H22A H 0.3850(2) 1.0147(3) 0.0981(2) 0.049 Uiso 1 calc R . H22B H 0.2880(2) 1.0688(3) 0.0242(2) 0.049 Uiso 1 calc R . C23 C 0.3981(2) 1.1417(3) 0.0087(2) 0.0535(8) Uani 1 d . . H23A H 0.4587(2) 1.1090(3) 0.0177(2) 0.064 Uiso 1 calc R . H23B H 0.3616(2) 1.1632(3) -0.0562(2) 0.064 Uiso 1 calc R . C24 C 0.4129(3) 1.2628(4) 0.0643(3) 0.0730(11) Uani 1 d . . H24A H 0.4480(18) 1.3248(11) 0.0481(15) 0.110 Uiso 1 calc R . H24B H 0.4472(18) 1.2419(6) 0.1288(3) 0.110 Uiso 1 calc R . H24C H 0.3530(3) 1.2998(16) 0.0519(16) 0.110 Uiso 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 Sn 0.02875(9) 0.02912(10) 0.04900(11) -0.00017(8) 0.02008(7) -0.00481(8) O1 0.0302(9) 0.0325(11) 0.0654(12) 0.0117(9) 0.0233(8) -0.0024(7) O2 0.0291(8) 0.0327(11) 0.0606(11) 0.0099(8) 0.0220(8) -0.0055(7) N1 0.0307(9) 0.0283(12) 0.0318(9) 0.0021(8) 0.0134(8) -0.0051(8) N2 0.0287(10) 0.0384(14) 0.0354(10) 0.0030(9) 0.0132(8) -0.0039(9) C1 0.0299(11) 0.0287(14) 0.0368(12) 0.0024(10) 0.0160(9) -0.0071(10) C2 0.0290(11) 0.0310(15) 0.0314(11) 0.0006(9) 0.0145(9) -0.0077(9) C3 0.0265(10) 0.0296(14) 0.0292(10) -0.0014(9) 0.0129(8) -0.0086(9) C4 0.0301(11) 0.0281(14) 0.0300(11) 0.0012(9) 0.0131(9) -0.0054(9) C5 0.0280(11) 0.035(2) 0.0301(11) -0.0008(10) 0.0124(9) -0.0054(9) C6 0.0281(12) 0.052(2) 0.064(2) 0.0122(15) 0.0187(12) -0.0051(11) C7 0.0439(13) 0.0297(15) 0.0253(11) -0.0021(9) 0.0132(10) -0.0095(10) C8 0.059(2) 0.031(2) 0.0438(14) 0.0012(11) 0.0246(12) -0.0001(13) C9 0.080(2) 0.033(2) 0.0432(15) 0.0043(12) 0.0261(14) 0.006(2) C10 0.084(2) 0.036(2) 0.0346(14) 0.0050(12) 0.0176(14) -0.017(2) C11 0.062(2) 0.055(2) 0.068(2) 0.019(2) 0.024(2) -0.020(2) C12 0.0445(15) 0.044(2) 0.067(2) 0.0183(15) 0.0191(14) -0.0083(13) C13 0.0363(13) 0.034(2) 0.0509(15) -0.0006(12) 0.0192(11) -0.0067(11) C14 0.0392(13) 0.035(2) 0.0487(14) -0.0035(12) 0.0195(11) -0.0057(11) C15 0.0402(14) 0.041(2) 0.051(2) -0.0094(13) 0.0171(12) -0.0040(12) C16 0.050(2) 0.061(2) 0.063(2) -0.015(2) 0.0274(15) -0.0029(15) C17 0.057(2) 0.075(3) 0.050(2) 0.001(2) 0.0204(14) -0.011(2) C18 0.064(2) 0.078(3) 0.058(2) 0.001(2) 0.030(2) -0.009(2) C19 0.101(3) 0.070(3) 0.091(3) -0.003(2) 0.059(3) 0.003(2) C20 0.082(3) 0.085(4) 0.070(2) -0.001(2) 0.018(2) -0.007(2) C21 0.0420(14) 0.035(2) 0.072(2) -0.0068(13) 0.0389(14) -0.0092(12) C22 0.0352(13) 0.036(2) 0.055(2) -0.0028(12) 0.0230(11) -0.0073(11) C23 0.055(2) 0.036(2) 0.078(2) -0.0045(15) 0.037(2) -0.0125(13) C24 0.088(3) 0.043(2) 0.082(2) -0.010(2) 0.035(2) -0.025(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 Sn O2 2.096(2) . ? Sn C13 2.147(3) . ? Sn C17 2.161(3) . ? Sn C21 2.179(3) . ? Sn O1 2.505(2) . ? O1 C2 1.255(3) . ? O2 C4 1.299(3) . ? N1 C4 1.370(3) . ? N1 N2 1.405(3) . ? N1 C7 1.425(3) . ? N2 C5 1.315(3) . ? C1 C2 1.513(3) . ? C1 C1 1.527(5) 3_565 ? C2 C3 1.433(4) . ? C3 C4 1.415(3) . ? C3 C5 1.436(3) . ? C5 C6 1.505(3) . ? C7 C8 1.393(4) . ? C7 C12 1.393(4) . ? C8 C9 1.398(5) . ? C9 C10 1.363(5) . ? C10 C11 1.374(5) . ? C11 C12 1.403(5) . ? C13 C14 1.535(4) . ? C14 C15 1.531(4) . ? C15 C16 1.524(4) . ? C17 C18 1.499(5) . ? C18 C19 1.488(6) . ? C19 C20 1.576(6) . ? C21 C22 1.524(4) . ? C22 C23 1.528(4) . ? C23 C24 1.516(5) . ? 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 O2 Sn C13 115.15(9) . . ? O2 Sn C17 107.05(13) . . ? C13 Sn C17 126.67(14) . . ? O2 Sn C21 87.06(10) . . ? C13 Sn C21 107.36(11) . . ? C17 Sn C21 105.84(13) . . ? O2 Sn O1 76.97(7) . . ? C13 Sn O1 77.08(9) . . ? C17 Sn O1 82.43(11) . . ? C21 Sn O1 163.68(9) . . ? C2 O1 Sn 131.8(2) . . ? C4 O2 Sn 134.1(2) . . ? C4 N1 N2 111.3(2) . . ? C4 N1 C7 131.0(2) . . ? N2 N1 C7 117.6(2) . . ? C5 N2 N1 105.4(2) . . ? C2 C1 C1 113.0(2) . 3_565 ? O1 C2 C3 121.4(2) . . ? O1 C2 C1 118.6(2) . . ? C3 C2 C1 120.0(2) . . ? C4 C3 C2 123.2(2) . . ? C4 C3 C5 104.4(2) . . ? C2 C3 C5 132.4(2) . . ? O2 C4 N1 121.2(2) . . ? O2 C4 C3 132.1(2) . . ? N1 C4 C3 106.7(2) . . ? N2 C5 C3 112.2(2) . . ? N2 C5 C6 117.9(2) . . ? C3 C5 C6 129.8(2) . . ? C8 C7 C12 119.7(3) . . ? C8 C7 N1 118.8(2) . . ? C12 C7 N1 121.5(3) . . ? C7 C8 C9 119.3(3) . . ? C10 C9 C8 121.5(3) . . ? C9 C10 C11 119.3(3) . . ? C10 C11 C12 121.2(3) . . ? C7 C12 C11 119.1(3) . . ? C14 C13 Sn 113.8(2) . . ? C15 C14 C13 113.1(2) . . ? C16 C15 C14 113.6(2) . . ? C18 C17 Sn 121.0(3) . . ? C19 C18 C17 112.1(4) . . ? C18 C19 C20 113.9(4) . . ? C22 C21 Sn 114.0(2) . . ? C21 C22 C23 114.2(3) . . ? C24 C23 C22 113.4(3) . . ? _refine_diff_density_max 0.698 _refine_diff_density_min -0.668 _refine_diff_density_rms 0.063 data_Q2QSnPh3 _database_code_CSD 168763 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C60 H50 N4 O4 Sn2' _chemical_formula_weight 1128.42 _chemical_melting_point ? _chemical_compound_source ? 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 15.084(4) _cell_length_b 16.320(3) _cell_length_c 10.821(3) _cell_angle_alpha 90.00 _cell_angle_beta 109.78(3) _cell_angle_gamma 90.00 _cell_volume 2506.6(11) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 5 _cell_measurement_theta_max 25 _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.495 _exptl_crystal_density_method ? _exptl_crystal_F_000 1140 _exptl_absorpt_coefficient_mu 1.049 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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 IPDS(Stoe) _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15726 _diffrn_reflns_av_R_equivalents 0.1118 _diffrn_reflns_av_sigmaI/netI 0.1413 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 26.85 _reflns_number_total 5291 _reflns_number_observed 2392 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1893 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0721P)^2^+0.0000P] 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 riging _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3398 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1313 _refine_ls_R_factor_obs 0.0527 _refine_ls_wR_factor_all 0.1598 _refine_ls_wR_factor_obs 0.1211 _refine_ls_goodness_of_fit_all 0.959 _refine_ls_goodness_of_fit_obs 1.078 _refine_ls_restrained_S_all 0.940 _refine_ls_restrained_S_obs 1.078 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Sn Sn 0.24259(3) 0.51796(3) 0.15267(6) 0.0367(2) Uani 1 d . . O1 O 0.3764(3) 0.5037(3) 0.0956(5) 0.0398(13) Uani 1 d . . O2 O 0.3487(3) 0.5563(3) 0.3252(5) 0.0468(14) Uani 1 d . . N1 N 0.4931(4) 0.6066(4) 0.4665(7) 0.041(2) Uani 1 d . . N2 N 0.5851(4) 0.6198(4) 0.4651(8) 0.047(2) Uani 1 d . . C1 C 0.5226(5) 0.5214(5) 0.0638(8) 0.039(2) Uani 1 d . . H1A H 0.5800(5) 0.4910(5) 0.1152(8) 0.047 Uiso 1 calc R . H1B H 0.5421(5) 0.5769(5) 0.0465(8) 0.047 Uiso 1 calc R . C2 C 0.4598(5) 0.5287(4) 0.1430(8) 0.037(2) Uani 1 d . . C3 C 0.4928(5) 0.5638(4) 0.2712(8) 0.034(2) Uani 1 d . . C4 C 0.4368(5) 0.5735(4) 0.3514(8) 0.038(2) Uani 1 d . . C5 C 0.5843(5) 0.5952(5) 0.3522(9) 0.045(2) Uani 1 d . . C6 C 0.6722(5) 0.6038(6) 0.3160(10) 0.065(3) Uani 1 d . . H6A H 0.6578(12) 0.6358(35) 0.2350(37) 0.097 Uiso 1 calc R . H6B H 0.6947(27) 0.5493(6) 0.3024(65) 0.097 Uiso 1 calc R . H6C H 0.7211(16) 0.6317(37) 0.3870(30) 0.097 Uiso 1 calc R . C7 C 0.4698(6) 0.6335(5) 0.5771(8) 0.044(2) Uani 1 d . . C8 C 0.3823(6) 0.6217(5) 0.5845(9) 0.052(2) Uani 1 d . . H8 H 0.3350(6) 0.5951(5) 0.5148(9) 0.062 Uiso 1 calc R . C9 C 0.3623(6) 0.6489(5) 0.6948(9) 0.055(2) Uani 1 d . . H9 H 0.3013(6) 0.6405(5) 0.6997(9) 0.066 Uiso 1 calc R . C10 C 0.4305(7) 0.6880(5) 0.7968(9) 0.057(2) Uani 1 d . . H10 H 0.4171(7) 0.7069(5) 0.8717(9) 0.069 Uiso 1 calc R . C11 C 0.5185(7) 0.6987(5) 0.7865(10) 0.061(3) Uani 1 d . . H11 H 0.5658(7) 0.7253(5) 0.8563(10) 0.073 Uiso 1 calc R . C12 C 0.5408(6) 0.6727(5) 0.6800(9) 0.056(2) Uani 1 d . . H12 H 0.6021(6) 0.6808(5) 0.6757(9) 0.067 Uiso 1 calc R . C13 C 0.1493(5) 0.5405(4) 0.2610(8) 0.039(2) Uani 1 d . . C14 C 0.0672(5) 0.5863(4) 0.2071(8) 0.039(2) Uani 1 d . . H14 H 0.0507(5) 0.6045(4) 0.1188(8) 0.046 Uiso 1 calc R . C15 C 0.0097(5) 0.6058(5) 0.2771(9) 0.046(2) Uani 1 d . . H15 H -0.0462(5) 0.6364(5) 0.2365(9) 0.055 Uiso 1 calc R . C16 C 0.0324(6) 0.5810(5) 0.4074(9) 0.051(2) Uani 1 d . . H16 H -0.0065(6) 0.5953(5) 0.4571(9) 0.061 Uiso 1 calc R . C17 C 0.1139(6) 0.5347(5) 0.4627(10) 0.056(2) Uani 1 d . . H17 H 0.1299(6) 0.5162(5) 0.5508(10) 0.067 Uiso 1 calc R . C18 C 0.1709(5) 0.5156(5) 0.3926(8) 0.044(2) Uani 1 d . . H18 H 0.2265(5) 0.4847(5) 0.4334(8) 0.052 Uiso 1 calc R . C19 C 0.2114(5) 0.3932(5) 0.0874(8) 0.041(2) Uani 1 d . . C20 C 0.1380(5) 0.3542(5) 0.1174(9) 0.051(2) Uani 1 d . . H20 H 0.1122(5) 0.3796(5) 0.1765(9) 0.061 Uiso 1 calc R . C21 C 0.1028(6) 0.2790(5) 0.0619(9) 0.053(2) Uani 1 d . . H21 H 0.0529(6) 0.2535(5) 0.0825(9) 0.064 Uiso 1 calc R . C22 C 0.1408(6) 0.2416(5) -0.0234(10) 0.055(3) Uani 1 d . . H22 H 0.1168(6) 0.1904(5) -0.0622(10) 0.067 Uiso 1 calc R . C23 C 0.2138(6) 0.2790(5) -0.0520(10) 0.058(3) Uani 1 d . . H23 H 0.2409(6) 0.2523(5) -0.1087(10) 0.069 Uiso 1 calc R . C24 C 0.2480(5) 0.3547(5) 0.0008(9) 0.046(2) Uani 1 d . . H24 H 0.2966(5) 0.3803(5) -0.0224(9) 0.056 Uiso 1 calc R . C25 C 0.1993(5) 0.6017(5) -0.0082(8) 0.037(2) Uani 1 d . . C26 C 0.1267(6) 0.5770(6) -0.1187(9) 0.057(2) Uani 1 d . . H26 H 0.0999(6) 0.5242(6) -0.1195(9) 0.068 Uiso 1 calc R . C27 C 0.0917(6) 0.6261(6) -0.2273(10) 0.061(3) Uani 1 d . . H27 H 0.0417(6) 0.6077(6) -0.3022(10) 0.073 Uiso 1 calc R . C28 C 0.1308(7) 0.7034(6) -0.2258(11) 0.070(3) Uani 1 d . . H28 H 0.1081(7) 0.7378(6) -0.3008(11) 0.084 Uiso 1 calc R . C29 C 0.2013(7) 0.7301(6) -0.1180(11) 0.074(3) Uani 1 d . . H29 H 0.2265(7) 0.7835(6) -0.1176(11) 0.088 Uiso 1 calc R . C30 C 0.2369(6) 0.6802(5) -0.0080(10) 0.058(3) Uani 1 d . . H30 H 0.2866(6) 0.6992(5) 0.0668(10) 0.070 Uiso 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 Sn 0.0329(3) 0.0309(3) 0.0421(3) -0.0036(3) 0.0073(2) -0.0039(2) O1 0.032(2) 0.046(4) 0.043(3) -0.015(2) 0.014(2) -0.009(2) O2 0.036(3) 0.054(3) 0.048(4) -0.013(3) 0.011(2) -0.012(2) N1 0.038(3) 0.032(4) 0.045(5) 0.001(3) 0.004(3) -0.002(3) N2 0.032(3) 0.045(4) 0.058(5) 0.002(4) 0.006(3) -0.011(3) C1 0.034(4) 0.034(4) 0.046(5) -0.001(4) 0.009(3) -0.003(3) C2 0.033(4) 0.023(4) 0.053(5) 0.008(4) 0.012(3) 0.001(3) C3 0.032(4) 0.030(4) 0.035(5) 0.003(4) 0.006(3) -0.004(3) C4 0.039(4) 0.027(4) 0.040(5) 0.000(4) 0.002(4) -0.007(3) C5 0.038(4) 0.041(5) 0.049(6) 0.006(4) 0.005(4) -0.003(3) C6 0.031(4) 0.075(7) 0.080(7) -0.009(6) 0.007(4) -0.021(4) C7 0.058(5) 0.023(4) 0.040(5) 0.005(4) 0.003(4) 0.001(3) C8 0.053(5) 0.038(5) 0.055(6) -0.004(4) 0.006(4) 0.001(4) C9 0.054(5) 0.050(5) 0.057(6) -0.005(5) 0.013(5) 0.004(4) C10 0.071(6) 0.042(5) 0.050(6) 0.007(4) 0.009(5) 0.009(4) C11 0.065(6) 0.044(5) 0.059(7) -0.007(5) 0.003(5) -0.007(4) C12 0.062(5) 0.047(6) 0.047(6) -0.008(5) 0.004(4) -0.014(4) C13 0.033(4) 0.037(5) 0.043(5) -0.006(4) 0.009(3) -0.005(3) C14 0.035(4) 0.031(4) 0.047(5) -0.009(4) 0.009(4) -0.003(3) C15 0.041(4) 0.036(5) 0.054(6) 0.000(4) 0.007(4) 0.002(3) C16 0.056(5) 0.047(5) 0.057(7) -0.001(5) 0.030(5) -0.001(4) C17 0.055(5) 0.050(6) 0.058(6) 0.007(5) 0.013(4) -0.005(4) C18 0.037(4) 0.041(4) 0.053(6) 0.002(4) 0.015(4) 0.001(4) C19 0.030(4) 0.037(4) 0.046(5) 0.003(4) 0.001(3) 0.006(3) C20 0.046(4) 0.039(5) 0.064(6) 0.003(4) 0.013(4) -0.004(4) C21 0.056(5) 0.032(5) 0.064(7) 0.007(5) 0.011(4) -0.014(4) C22 0.047(5) 0.026(5) 0.075(7) -0.006(4) -0.003(5) 0.000(4) C23 0.045(5) 0.037(5) 0.085(8) -0.007(5) 0.014(5) 0.000(4) C24 0.039(4) 0.039(5) 0.059(6) -0.008(4) 0.015(4) -0.009(4) C25 0.038(4) 0.033(4) 0.040(5) -0.009(4) 0.013(4) -0.002(3) C26 0.063(5) 0.051(6) 0.047(6) -0.003(5) 0.006(4) -0.011(4) C27 0.063(6) 0.066(7) 0.042(6) -0.009(5) 0.003(4) 0.006(5) C28 0.091(7) 0.045(6) 0.067(8) 0.009(5) 0.016(6) 0.023(5) C29 0.089(7) 0.041(6) 0.071(8) 0.012(5) 0.001(6) -0.006(5) C30 0.065(6) 0.042(6) 0.054(6) -0.003(5) 0.002(5) -0.010(4) _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 Sn O2 2.102(5) . ? Sn C25 2.134(8) . ? Sn C13 2.146(7) . ? Sn C19 2.154(8) . ? Sn O1 2.313(4) . ? O1 C2 1.256(8) . ? O2 C4 1.293(8) . ? N1 C4 1.358(10) . ? N1 N2 1.410(8) . ? N1 C7 1.426(11) . ? N2 C5 1.283(11) . ? C1 C2 1.481(10) . ? C1 C1 1.491(15) 3_665 ? C2 C3 1.426(11) . ? C3 C4 1.409(10) . ? C3 C5 1.455(10) . ? C5 C6 1.510(11) . ? C7 C8 1.362(11) . ? C7 C12 1.410(11) . ? C8 C9 1.398(12) . ? C9 C10 1.384(12) . ? C10 C11 1.380(12) . ? C11 C12 1.373(13) . ? C13 C14 1.395(10) . ? C13 C18 1.408(11) . ? C14 C15 1.368(11) . ? C15 C16 1.393(12) . ? C16 C17 1.394(11) . ? C17 C18 1.362(12) . ? C19 C24 1.389(11) . ? C19 C20 1.407(11) . ? C20 C21 1.390(12) . ? C21 C22 1.383(12) . ? C22 C23 1.382(12) . ? C23 C24 1.385(11) . ? C25 C26 1.381(11) . ? C25 C30 1.401(11) . ? C26 C27 1.372(13) . ? C27 C28 1.390(14) . ? C28 C29 1.357(14) . ? C29 C30 1.391(13) . ? 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 O2 Sn C25 117.7(2) . . ? O2 Sn C13 84.7(2) . . ? C25 Sn C13 105.1(3) . . ? O2 Sn C19 126.1(3) . . ? C25 Sn C19 111.4(3) . . ? C13 Sn C19 103.3(3) . . ? O2 Sn O1 78.2(2) . . ? C25 Sn O1 84.3(2) . . ? C13 Sn O1 162.8(2) . . ? C19 Sn O1 86.0(2) . . ? C2 O1 Sn 134.7(5) . . ? C4 O2 Sn 132.6(5) . . ? C4 N1 N2 111.2(6) . . ? C4 N1 C7 129.6(6) . . ? N2 N1 C7 119.0(6) . . ? C5 N2 N1 105.8(6) . . ? C2 C1 C1 113.1(7) . 3_665 ? O1 C2 C3 119.9(7) . . ? O1 C2 C1 119.1(7) . . ? C3 C2 C1 121.0(6) . . ? C4 C3 C2 124.1(6) . . ? C4 C3 C5 103.5(7) . . ? C2 C3 C5 132.4(7) . . ? O2 C4 N1 124.3(7) . . ? O2 C4 C3 128.7(7) . . ? N1 C4 C3 106.9(6) . . ? N2 C5 C3 112.6(7) . . ? N2 C5 C6 119.5(7) . . ? C3 C5 C6 127.9(8) . . ? C8 C7 C12 120.7(9) . . ? C8 C7 N1 121.6(7) . . ? C12 C7 N1 117.7(8) . . ? C7 C8 C9 119.9(8) . . ? C10 C9 C8 120.7(9) . . ? C11 C10 C9 118.0(9) . . ? C12 C11 C10 123.0(9) . . ? C11 C12 C7 117.8(9) . . ? C14 C13 C18 116.5(7) . . ? C14 C13 Sn 121.1(6) . . ? C18 C13 Sn 122.2(5) . . ? C15 C14 C13 122.2(8) . . ? C14 C15 C16 120.5(7) . . ? C15 C16 C17 118.1(8) . . ? C18 C17 C16 121.1(9) . . ? C17 C18 C13 121.6(7) . . ? C24 C19 C20 118.2(7) . . ? C24 C19 Sn 123.9(6) . . ? C20 C19 Sn 117.0(6) . . ? C21 C20 C19 121.1(9) . . ? C22 C21 C20 119.6(8) . . ? C23 C22 C21 119.8(8) . . ? C22 C23 C24 121.0(9) . . ? C23 C24 C19 120.3(8) . . ? C26 C25 C30 118.0(8) . . ? C26 C25 Sn 117.0(6) . . ? C30 C25 Sn 125.0(6) . . ? C27 C26 C25 122.2(8) . . ? C26 C27 C28 118.8(9) . . ? C29 C28 C27 120.5(10) . . ? C28 C29 C30 120.7(9) . . ? C29 C30 C25 119.7(8) . . ? _refine_diff_density_max 0.830 _refine_diff_density_min -0.750 _refine_diff_density_rms 0.098