# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 186/1319 #============================================================================== data_global #============================================================================== _audit_creation_date 5-08-97 _audit_creation_method from_MolEN_master_file_using_cif_in _audit_update_record ; ? ; # 1. SUBMISSION DETAILS _publ_contact_author ; Dr. J.R. Miller Dept. of Biological and Chemical Sciences Central Campus University of Essex Wivenhoe Park Colchester CO4 3SQ UK ; _publ_contact_author_phone '01206 87 2117' _publ_contact_author_fax ? _publ_contact_author_email john@essex.ac.uk _publ_requested_journal '?' _publ_requested_coeditor_name ? _publ_contact_letter ; Please consider this CIF submission for publication as a New Structure paper in ********. The figure, chemical structure diagram, Transfer of Copyright Agreement form and structure factors will be sent on receipt of your acknowledgement letter. ; # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? # 3. TITLE AND AUTHOR LIST _publ_section_title ; ? ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Miller, John R.' #<--'Last name, first name' ; Department of Biological and Chemical Sciences Central Campus University of Essex Wivenhoe Park Colchester CO4 3SQ UK ; 'Hadjikakou, Sotirios' ; Inorganic and Analytical Chemistry Department of Chemistry University of Ioannina 45110 Ioannina Greece ; # 4. TEXT _publ_section_abstract ; ? ; _publ_section_comment ; There are two similar molecules in the asymmetric unit. The important bond lengths and angles are shown in Table **** and the molecular structure of the first molecule in Figure ****. In both molecules the tin atom is coordinated by two butyl carbon atoms and the O and amido-N atoms attached to the sulphonamide ring form a chelate system. It has to be assumed that the amido-nitrogen atoms are deprotonated as the Sn-N bonds form. There is a fifth, longer, bond to the tin from the pyridyl N-atom, so that a second chelate ring forms involving this N atom and the amido-N atom; this is only a four membered ring and is strained, explaining why the Sn-N(pyridyl) bond is long. Molecules of the same numbering, related by the 2~1~ symmetry axis, are joined by a weak intermolecular bond between tin and the second of the two oxygens attached to the sulphonamide ring. The C-O bond lengths indicate strongly that these bonds are ketonic, also supported by the coplanarity of the three bonds to C6 and to C29. The piroxicam ligand in each molecule is effectively planar, the largest deviations arising from the expected puckering of the sulphonamide rings which contain the pyramidal saturated N atoms, N3 and N6. Because of the similarity of the two molecules, the tin atoms must both be assigned in the same way, i.e. as Sn(IV); this implies that the parent piroxicam is doubly deprotonated in the complex, which has not been previuosly observed; indeed it is very unusual for an amide-N atom to deprotonate and coordinate to a metal in the absence of a driving force. In this case we believe the necessary force originates in the ability of tin(IV) to enhance the acidity of a coordinated atom and the fact that only by coordinating to the amide nitrogen can the piroxicam achieve a suitable conformation to allow it to become tridentate and the pyridyl nitrogen to coordinate. Large thermal parameters are observed in the last two C-atoms of the butyl chains; this is considered to arise from disorder in the conformation of these chains. ; _publ_section_experimental ; Crystal data. A crystal of dimensions 0.89 x 0.41 x 0.30 mm. was glued to a glass fibre and mounted on the head of an Enraf-Nonius X-ray diffractometer, using graphite-monochromated Mo-K\a radiation (\l = 0.71073\%A, \m(Mo-K\a) = 1.13 mm^1^.) The unit cell was determined by least squares refinement of the setting angles of 25 centered reflections (24\% < \q < 26\5). Space group P2~1~/n, Z = 8, D~x~ = 1.48 g cm~-3~. Data Collection and Processing. The diffractometer was operated in \w-2\q mode, 11096 reflections were measured, 10854 uniqe in the range 1.6\% < \q < 27.0\%, . 3 standard reflections were measured every hour, no significant decay was observed. The usual corrections were made for Lorentz and polarisation effects. An empirical absorption correction was made using \Y scans of 9 reflections. Software: Enraf-Nonius, CAD-4 Software. Version 5.0, Delft, 1989. Structure analysis and Refinement. The tin atom positions were found from the Patterson function (SHELXS86 ref.) and the remaining non-hydrogen atoms from successive cycles of full least squares refinement and Fourier difference synthesis. All non-hydrogen atoms were refined anisotropically; hydrogen atoms were placed in calculated positions, included in structure factor calculations but not refined. The refinement converged (S = 0.01) for 8169 reflections (F~o~ > 3.0\s(F~o~)) with R and R~w~ 0.037 and 0.050 respectively. The final Fourier difference synthesis gave maximum and minimum peaks of 1.11 and -0.21 e/\%A~3~. Software: Fair, C.K. (1990). MolEN, An Interactive Intelligent System for Crystal Structure Analysis, Enraf-Nonius, Delft, The Netherlands. International Tables for X-Ray Crystallography, Vol. IV, The Kynoch Press, Birmingham, England, 1974. SHELXS86, G.M. Sheldrick, Acta Cryst., 1990, A46, 467-473. ; _publ_section_references ; Enraf-Nonius, CAD-4 Software. Version 5.0, Delft, 1989. Fair, C.K. (1990). MolEN, An Interactive Intelligent System for Crystal Structure Analysis, User Manual, Enraf - Nonius, Delft, The Netherlands. International Tables for X-Ray Crystallography, Vol. IV, The Kynoch Press, Birmingham, England, 1974 Johnson, C.K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA. "The United Kingdom Chemical Database Service, Fletcher, D.A., McMeeking, R.F. & Parkin, D., J. Chem. Inf. Comput. Sci. (1996), 36, 746-749." ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; We wish to acknowledge the use of the EPSRC's Chemical Database Service at Daresbury ; data_SNP-Sotiris # 5. CRYSTAL DATA _chemical_name_systematic ; ? ; _chemical_formula_sum 'C23 H30 N3 O4 S1 Sn1' _chemical_formula_structural ? _chemical_formula_weight 563.27 _chemical_compound_source ? _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _cell_length_a 19.696(7) _cell_length_b 12.650(3) _cell_length_c 21.066(7) _cell_angle_alpha 90.00 _cell_angle_beta 106.01(1) _cell_angle_gamma 90.00 _cell_volume 5045(5) _cell_formula_units_z 8 _cell_measurement_temperature 291 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 24.0 _cell_measurement_theta_max 25.9 _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.89 _exptl_crystal_size_mid 0.41 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.48 _exptl_crystal_F_000 2296 _exptl_absorpt_coefficient_mu 1.126 _exptl_absorpt_correction_type '9 \Y-scans (Fair, 1990)' _exptl_absorpt_correction_T_min 0.9075 _exptl_absorpt_correction_T_max 0.9993 _exptl_special_details ; ? ; # 6. DATA COLLECTION _diffrn_ambient_temperature 291 _diffrn_radiation_type Mo-K\a _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device Enraf_Nonius_CAD4 _diffrn_measurement_method \w/2\q _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 0.45 _diffrn_reflns_number 11096 _diffrn_reflns_av_R_equivalents 0.013 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 26.98 _reflns_number_total 10854 _reflns_number_observed 8169 _reflns_observed_criterion >1.5\s(I) # 7. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme '4Fo^2^/ (\s^2^(Fo^2^) + 0.0016 Fo^4^)' _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 8169 _refine_ls_number_parameters 577 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.063 _refine_ls_R_factor_obs 0.037 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.050 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.732 _refine_ls_shift/esd_max 0.013 _refine_diff_density_max 1.11 _refine_diff_density_min -0.21 _refine_ls_extinction_method none _atom_type_scat_source International_Tables_for_Xray_Crystallography # 8. COMPUTING DATA _computing_data_collection CAD-4_(Enraf-Nonius,_1989) _computing_cell_refinement CAD4_(Enraf-Nonius,_1989) _computing_data_reduction PROCESS_MolEN_(Fair,_1990) _computing_structure_solution Patterson_and_Fourier _computing_structure_refinement LSFM_MolEN_(Fair,_1990) _computing_molecular_graphics ORTEPII_(Johnson,_1976) _computing_publication_material CIF_VAX_MolEN_(Fair,_1990) _refine_ls_abs_structure_details ; ? ; # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag Sn1 0.27684(1) 0.15693(2) 0.24135(1) 0.04515(6) Uani ? S1 0.03727(5) -0.11934(8) 0.25127(5) 0.0498(3) Uani ? O1 0.1877(1) 0.1293(2) 0.2739(1) 0.0545(7) Uani ? O2 0.1978(2) -0.1529(2) 0.1685(2) 0.088(1) Uani ? O3 0.0861(1) -0.1699(2) 0.3064(1) 0.0620(9) Uani ? O4 -0.0281(1) -0.1719(2) 0.2209(2) 0.072(1) Uani ? N1 0.3471(2) 0.0780(3) 0.1756(2) 0.0534(9) Uani ? N2 0.2495(2) 0.0095(3) 0.1915(2) 0.0541(9) Uani ? N3 0.0785(2) -0.0965(3) 0.1964(2) 0.0556(9) Uani ? C1 0.4028(2) 0.0834(3) 0.1509(2) 0.055(1) Uani ? C2 0.4176(2) 0.0038(4) 0.1120(2) 0.061(1) Uani ? C3 0.3731(2) -0.0822(4) 0.0990(2) 0.064(1) Uani ? C4 0.3159(2) -0.0905(4) 0.1237(2) 0.061(1) Uani ? C5 0.3036(2) -0.0068(3) 0.1621(2) 0.049(1) Uani ? C6 0.1969(2) -0.0628(3) 0.1900(2) 0.058(1) Uani ? C7 0.1389(2) -0.0265(3) 0.2153(2) 0.049(1) Uani ? C8 0.1368(2) 0.0599(3) 0.2529(2) 0.0435(9) Uani ? C9 0.0732(2) 0.0836(3) 0.2764(2) 0.0434(9) Uani ? C10 0.0650(2) 0.1835(3) 0.3024(2) 0.054(1) Uani ? C11 0.0081(2) 0.2052(4) 0.3258(2) 0.065(1) Uani ? C12 -0.0428(2) 0.1291(4) 0.3240(2) 0.067(1) Uani ? C13 -0.0365(2) 0.0301(3) 0.2988(2) 0.055(1) Uani ? C14 0.0217(2) 0.0073(3) 0.2763(2) 0.0443(9) Uani ? C15 0.0372(3) -0.0908(5) 0.1268(2) 0.083(2) Uani ? C16 0.3560(2) 0.1218(4) 0.3287(2) 0.068(1) Uani ? C17 0.3302(3) 0.1019(6) 0.3883(3) 0.108(2) Uani ? C18 0.3863(5) 0.070(1) 0.4476(4) 0.205(5) Uani ? C19 0.360(1) 0.043(1) 0.5010(6) 0.35(1) Uani ? C20 0.2394(2) 0.2833(4) 0.1749(2) 0.062(1) Uani ? C21 0.1958(3) 0.2510(5) 0.1064(3) 0.100(2) Uani ? C22 0.1229(3) 0.2187(6) 0.1022(3) 0.121(2) Uani ? C23 0.0773(5) 0.1982(9) 0.0364(4) 0.198(4) Uani ? Sn2 0.73062(1) -0.00480(2) 0.21196(1) 0.03523(5) Uani ? S2 0.82235(6) 0.27451(8) 0.44481(5) 0.0544(3) Uani ? O5 0.7948(1) 0.0266(2) 0.3060(1) 0.0450(7) Uani ? O6 0.6935(1) 0.3239(2) 0.2570(1) 0.0429(7) Uani ? O7 0.8081(2) 0.3383(3) 0.4957(1) 0.081(1) Uani ? O8 0.8791(2) 0.3032(3) 0.4182(1) 0.0712(9) Uani ? N4 0.6380(1) 0.0804(2) 0.1225(1) 0.0424(8) Uani ? N5 0.6908(1) 0.1537(2) 0.2198(1) 0.0376(7) Uani ? N6 0.7503(2) 0.2675(2) 0.3840(1) 0.0437(8) Uani ? C24 0.5908(2) 0.0747(3) 0.0630(2) 0.049(1) Uani ? C25 0.5442(2) 0.1558(3) 0.0380(2) 0.053(1) Uani ? C26 0.5468(2) 0.2443(4) 0.0763(2) 0.063(1) Uani ? C27 0.5945(2) 0.2525(3) 0.1372(2) 0.058(1) Uani ? C28 0.6405(2) 0.1682(3) 0.1597(2) 0.0386(9) Uani ? C29 0.7110(2) 0.2300(3) 0.2663(2) 0.0352(8) Uani ? C30 0.7527(2) 0.1941(3) 0.3325(2) 0.0360(8) Uani ? C31 0.7858(2) 0.0989(3) 0.3482(2) 0.0375(8) Uani ? C32 0.8161(2) 0.0683(3) 0.4186(2) 0.048(1) Uani ? C33 0.8257(3) -0.0374(4) 0.4358(2) 0.076(2) Uani ? C34 0.8506(4) -0.0657(4) 0.5011(3) 0.110(2) Uani ? C35 0.8645(4) 0.0083(5) 0.5509(3) 0.115(2) Uani ? C36 0.8555(3) 0.1126(4) 0.5355(2) 0.077(2) Uani ? C37 0.8325(2) 0.1427(3) 0.4694(2) 0.052(1) Uani ? C38 0.6835(2) 0.2647(3) 0.4027(2) 0.057(1) Uani ? C39 0.8017(2) 0.0207(3) 0.1540(2) 0.050(1) Uani ? C40 0.8197(3) 0.1341(4) 0.1449(3) 0.088(2) Uani ? C41 0.8702(4) 0.1482(6) 0.1023(4) 0.142(3) Uani ? C42 0.8434(6) 0.115(1) 0.0350(4) 0.245(5) Uani ? C43 0.6548(2) -0.1039(3) 0.2365(2) 0.057(1) Uani ? C44 0.5987(3) -0.0511(5) 0.2577(3) 0.123(2) Uani ? C45 0.5942(5) -0.030(1) 0.3121(4) 0.360(6) Uani ? C46 0.5306(5) 0.016(1) 0.3255(5) 0.250(5) Uani ? H1 0.4329 0.1434 0.1605 0.0718 Uiso calc H2 0.4573 0.0081 0.0948 0.0796 Uiso calc H3 0.3823 -0.1375 0.0720 0.0838 Uiso calc H4 0.2859 -0.1506 0.1151 0.0799 Uiso calc H10 0.0994 0.2367 0.3037 0.0702 Uiso calc H11 0.0037 0.2731 0.3433 0.0839 Uiso calc H12 -0.0822 0.1450 0.3402 0.0876 Uiso calc H13 -0.0717 -0.0220 0.2969 0.0719 Uiso calc H15a -0.0047 -0.1438 0.1184 0.1076 Uiso calc H15b 0.0178 -0.0145 0.1160 0.1076 Uiso calc H15c 0.0694 -0.1100 0.0968 0.1076 Uiso calc H16a 0.3826 0.0546 0.3203 0.0882 Uiso calc H16b 0.3909 0.1853 0.3392 0.0882 Uiso calc H17a 0.2927 0.0418 0.3771 0.1405 Uiso calc H17b 0.3068 0.1708 0.3991 0.1405 Uiso calc H18a 0.4212 0.1334 0.4619 0.2670 Uiso calc H18b 0.4131 0.0058 0.4357 0.2670 Uiso calc H19a 0.4016 0.0213 0.5413 0.4511 Uiso calc H19b 0.3333 0.1069 0.5137 0.4511 Uiso calc H19c 0.3253 -0.0207 0.4876 0.4511 Uiso calc H20a 0.2082 0.3317 0.1953 0.0805 Uiso calc H20b 0.2829 0.3257 0.1700 0.0805 Uiso calc H21a 0.2211 0.1879 0.0908 0.1306 Uiso calc H21b 0.1938 0.3148 0.0748 0.1306 Uiso calc H22a 0.0998 0.2786 0.1230 0.1570 Uiso calc H22b 0.1253 0.1499 0.1298 0.1570 Uiso calc H23a 0.0275 0.1761 0.0394 0.2571 Uiso calc H23b 0.0732 0.2662 0.0078 0.2571 Uiso calc H23c 0.0987 0.1375 0.0146 0.2571 Uiso calc H24 0.5895 0.0129 0.0371 0.0633 Uiso calc H25 0.5113 0.1505 -0.0044 0.0694 Uiso calc H26 0.5149 0.3009 0.0603 0.0817 Uiso calc H27 0.5962 0.3141 0.1635 0.0748 Uiso calc H33 0.8150 -0.0903 0.4025 0.0989 Uiso calc H34 0.8586 -0.1383 0.5121 0.1430 Uiso calc H35 0.8802 -0.0135 0.5957 0.1492 Uiso calc H36 0.8648 0.1644 0.5694 0.1000 Uiso calc H38a 0.6856 0.3195 0.4399 0.0744 Uiso calc H38b 0.6417 0.2832 0.3618 0.0744 Uiso calc H38c 0.6760 0.1895 0.4194 0.0744 Uiso calc H39a 0.8485 -0.0188 0.1765 0.0654 Uiso calc H39b 0.7793 -0.0115 0.1075 0.0654 Uiso calc H40a 0.8430 0.1665 0.1912 0.1145 Uiso calc H40b 0.7732 0.1744 0.1228 0.1145 Uiso calc H41a 0.9156 0.1047 0.1235 0.1840 Uiso calc H41b 0.8830 0.2280 0.1024 0.1840 Uiso calc H42a 0.8815 0.1278 0.0101 0.3189 Uiso calc H42b 0.8309 0.0350 0.0336 0.3189 Uiso calc H42c 0.7983 0.1583 0.0125 0.3189 Uiso calc H43a 0.6311 -0.1489 0.1950 0.0737 Uiso calc H43b 0.6816 -0.1534 0.2746 0.0737 Uiso calc H44a 0.5542 -0.0970 0.2373 0.1604 Uiso calc H44b 0.5934 0.0217 0.2339 0.1604 Uiso calc H45a 0.6351 0.0224 0.3319 0.4683 Uiso calc H45b 0.6035 -0.1008 0.3384 0.4683 Uiso calc H46a 0.5396 0.0267 0.3761 0.3252 Uiso calc H46b 0.5195 0.0886 0.3017 0.3252 Uiso calc H46c 0.4879 -0.0346 0.3081 0.3252 Uiso calc loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Sn1 0.0380(1) 0.0428(1) 0.0559(1) -0.0016(1) 0.01500(9) -0.0016(1) S1 0.0426(4) 0.0483(5) 0.0583(5) -0.0083(4) 0.0136(4) -0.0007(4) O1 0.045(1) 0.055(1) 0.071(1) -0.014(1) 0.028(1) -0.018(1) O2 0.098(2) 0.065(2) 0.125(2) -0.029(2) 0.074(1) -0.038(2) O3 0.060(1) 0.054(2) 0.071(2) 0.005(1) 0.015(1) 0.015(1) O4 0.052(1) 0.074(2) 0.089(2) -0.023(1) 0.021(1) -0.015(2) N1 0.050(1) 0.054(2) 0.061(2) 0.003(2) 0.024(1) 0.000(2) N2 0.052(1) 0.051(2) 0.069(2) -0.010(1) 0.032(1) -0.011(1) N3 0.052(2) 0.064(2) 0.052(2) -0.017(2) 0.017(1) -0.013(2) C1 0.049(2) 0.053(2) 0.069(2) 0.001(2) 0.026(1) 0.004(2) C2 0.056(2) 0.075(3) 0.061(2) 0.006(2) 0.031(1) 0.006(2) C3 0.078(2) 0.063(3) 0.064(2) 0.008(2) 0.037(2) -0.001(2) C4 0.066(2) 0.059(2) 0.067(2) -0.003(2) 0.033(2) -0.012(2) C5 0.049(2) 0.047(2) 0.057(2) 0.001(2) 0.023(1) -0.003(2) C6 0.062(2) 0.051(2) 0.070(2) -0.015(2) 0.032(2) -0.018(2) C7 0.047(2) 0.051(2) 0.053(2) -0.012(2) 0.018(1) -0.006(2) C8 0.041(2) 0.045(2) 0.047(2) -0.001(2) 0.015(1) 0.004(2) C9 0.036(2) 0.049(2) 0.044(2) -0.001(2) 0.009(1) 0.005(2) C10 0.048(2) 0.049(2) 0.067(2) 0.000(2) 0.019(2) -0.002(2) C11 0.057(2) 0.054(2) 0.089(3) 0.011(2) 0.031(2) -0.002(2) C12 0.047(2) 0.072(3) 0.089(3) 0.009(2) 0.030(2) 0.002(2) C13 0.036(2) 0.059(2) 0.071(2) -0.001(2) 0.015(2) 0.007(2) C14 0.041(2) 0.045(2) 0.046(2) 0.005(2) 0.010(1) 0.010(2) C15 0.079(3) 0.111(4) 0.053(2) -0.023(3) 0.010(2) -0.008(3) C16 0.059(2) 0.068(3) 0.069(3) 0.015(2) 0.005(2) 0.008(2) C17 0.114(4) 0.125(5) 0.077(3) 0.012(4) 0.012(3) 0.019(4) C18 0.247(9) 0.29(1) 0.076(4) 0.06(1) 0.035(5) 0.062(6) C19 0.59(3) 0.30(2) 0.118(8) 0.10(2) 0.04(1) 0.02(1) C20 0.054(2) 0.060(2) 0.065(2) 0.000(2) 0.007(2) 0.005(2) C21 0.110(4) 0.103(4) 0.079(3) -0.003(4) 0.010(3) 0.017(3) C22 0.097(4) 0.145(5) 0.094(4) -0.047(4) -0.018(3) 0.033(4) C23 0.164(7) 0.28(1) 0.111(6) -0.081(7) -0.024(5) 0.030(7) Sn2 0.0398(1) 0.0299(1) 0.03458(9) -0.00261(9) 0.00781(8) -0.00215(9) S2 0.0672(6) 0.0487(5) 0.0385(4) -0.0061(5) -0.0002(4) -0.0097(4) O5 0.048(1) 0.041(1) 0.039(1) 0.010(1) -0.000(1) -0.008(1) O6 0.050(1) 0.030(1) 0.043(1) 0.001(1) 0.004(1) -0.001(1) O7 0.117(3) 0.068(2) 0.047(1) 0.005(2) 0.005(2) -0.021(1) O8 0.070(2) 0.075(2) 0.060(2) -0.029(2) 0.003(1) -0.005(2) N4 0.045(1) 0.043(2) 0.036(1) -0.001(1) 0.005(1) -0.003(1) N5 0.042(1) 0.034(1) 0.032(1) 0.004(1) 0.003(1) -0.001(1) N6 0.054(2) 0.039(1) 0.035(1) 0.005(1) 0.006(1) -0.006(1) C24 0.052(2) 0.050(2) 0.038(2) -0.005(2) 0.002(2) -0.004(2) C25 0.048(2) 0.065(2) 0.039(2) -0.004(2) -0.002(2) 0.000(2) C26 0.054(2) 0.064(2) 0.059(2) 0.019(2) -0.003(2) 0.006(2) C27 0.063(2) 0.047(2) 0.053(2) 0.019(2) -0.001(2) -0.006(2) C28 0.039(2) 0.037(2) 0.038(2) -0.002(1) 0.007(1) 0.001(1) C29 0.035(1) 0.034(2) 0.036(1) -0.002(1) 0.009(1) -0.002(1) C30 0.039(1) 0.034(2) 0.033(1) -0.003(1) 0.006(1) -0.005(1) C31 0.034(1) 0.039(2) 0.037(1) -0.004(1) 0.005(1) -0.002(1) C32 0.051(2) 0.047(2) 0.040(2) 0.006(2) 0.003(2) 0.001(2) C33 0.111(4) 0.050(2) 0.051(2) 0.017(3) -0.004(3) 0.007(2) C34 0.180(6) 0.064(3) 0.064(3) 0.026(4) -0.005(4) 0.020(2) C35 0.185(6) 0.088(4) 0.048(3) 0.035(4) -0.007(4) 0.022(3) C36 0.099(3) 0.085(3) 0.037(2) 0.016(3) 0.002(2) -0.000(2) C37 0.054(2) 0.057(2) 0.039(2) 0.006(2) 0.002(2) 0.001(2) C38 0.066(2) 0.059(2) 0.050(2) 0.006(2) 0.021(2) -0.006(2) C39 0.058(2) 0.043(2) 0.055(2) -0.001(2) 0.024(1) 0.007(2) C40 0.096(3) 0.074(3) 0.107(3) -0.012(3) 0.049(2) 0.006(3) C41 0.168(5) 0.103(5) 0.189(5) -0.019(4) 0.109(3) 0.030(4) C42 0.330(9) 0.29(1) 0.161(6) -0.134(9) 0.148(5) -0.064(7) C43 0.053(2) 0.058(2) 0.065(2) -0.008(2) 0.025(2) -0.000(2) C44 0.124(3) 0.095(4) 0.190(4) -0.002(3) 0.108(2) 0.012(4) C45 0.343(7) 0.66(2) 0.129(5) 0.311(7) 0.144(4) 0.056(7) C46 0.201(6) 0.40(1) 0.187(7) 0.165(6) 0.107(5) 0.053(8) # 10. MOLECULAR GEOMETRY 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 2.083(3) . yes Sn1 N1 2.427(3) . yes Sn1 N2 2.135(3) . yes Sn1 C16 2.106(5) . yes Sn1 C20 2.119(5) . yes Sn1 O2 3.019(4) 2_555 yes # This is the intermolecular bond *** S1 O3 1.438(3) . yes S1 O4 1.433(3) . yes S1 N3 1.612(3) . yes S1 C14 1.740(4) . yes O1 C8 1.313(4) . yes O2 C6 1.229(5) . yes N1 C1 1.339(5) . yes N1 C5 1.353(5) . yes N2 C5 1.389(5) . yes N2 C6 1.375(5) . yes N3 C7 1.448(5) . yes N3 C15 1.468(6) . yes C1 C2 1.379(6) . yes C2 C3 1.376(7) . yes C3 C4 1.370(6) . yes C4 C5 1.393(6) . yes C6 C7 1.461(6) . yes C7 C8 1.358(5) . yes C8 C9 1.500(5) . yes C9 C10 1.403(6) . yes C9 C14 1.399(5) . yes C10 C11 1.370(6) . yes C11 C12 1.384(7) . yes C12 C13 1.379(7) . yes C13 C14 1.387(6) . yes C16 C17 1.501(8) . yes C17 C18 1.48(1) . yes C18 C19 1.41(2) . yes C20 C21 1.518(8) . yes C21 C22 1.473(9) . yes C22 C23 1.45(1) . yes Sn2 O5 2.074(2) . yes Sn2 N4 2.478(3) . yes Sn2 N5 2.176(3) . yes Sn2 C39 2.120(4) . yes Sn2 C43 2.119(4) . yes Sn2 O6 2.611(2) 2_645 yes # This is the intermolecular bond *** S2 O7 1.430(3) . yes S2 O8 1.428(3) . yes S2 N6 1.631(3) . yes S2 C37 1.741(4) . yes O5 C31 1.321(4) . yes O6 C29 1.238(4) . yes N4 C24 1.342(4) . yes N4 C28 1.352(5) . yes N5 C28 1.388(4) . yes N5 C29 1.354(4) . yes N6 C30 1.438(4) . yes N6 C38 1.476(5) . yes C24 C25 1.380(6) . yes C25 C26 1.373(6) . yes C26 C27 1.369(5) . yes C27 C28 1.396(5) . yes C29 C30 1.481(5) . yes C30 C31 1.366(5) . yes C31 C32 1.489(5) . yes C32 C33 1.385(6) . yes C32 C37 1.393(6) . yes C33 C34 1.374(7) . yes C34 C35 1.375(8) . yes C35 C36 1.359(8) . yes C36 C37 1.393(6) . yes C39 C40 1.502(7) . yes C40 C41 1.523(9) . yes C41 C42 1.43(1) . yes C43 C44 1.462(8) . yes C44 C45 1.20(1) . yes C45 C46 1.48(1) . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag O1 Sn1 N1 141.6(1) yes O1 Sn1 N2 83.9(1) yes O1 Sn1 C16 99.5(2) yes O1 Sn1 C20 99.9(2) yes N1 Sn1 N2 57.7(1) yes N1 Sn1 C16 90.6(2) yes N1 Sn1 C20 94.7(2) yes N2 Sn1 C16 105.7(2) yes N2 Sn1 C20 109.9(2) yes C16 Sn1 C20 140.9(2) yes O3 S1 O4 118.2(2) yes O3 S1 N3 107.6(2) yes O3 S1 C14 107.4(2) yes O4 S1 N3 109.3(2) yes O4 S1 C14 110.6(2) yes N3 S1 C14 102.6(2) yes Sn1 O1 C8 129.5(2) ? Sn1 N1 C1 149.1(3) ? Sn1 N1 C5 91.1(2) ? C1 N1 C5 119.8(4) ? Sn1 N2 C5 103.2(2) yes Sn1 N2 C6 132.7(3) yes C5 N2 C6 123.8(3) yes S1 N3 C7 116.8(3) ? S1 N3 C15 118.4(3) yes C7 N3 C15 115.5(4) yes N1 C1 C2 121.6(4) yes C1 C2 C3 117.9(4) ? C2 C3 C4 122.0(4) ? C3 C4 C5 117.1(4) ? N1 C5 N2 107.9(3) ? N1 C5 C4 121.6(4) ? N2 C5 C4 130.5(4) ? O2 C6 N2 122.6(4) ? O2 C6 C7 121.2(4) ? N2 C6 C7 116.2(4) ? N3 C7 C6 111.9(3) ? N3 C7 C8 119.9(3) ? C6 C7 C8 128.2(4) ? O1 C8 C7 126.3(3) ? O1 C8 C9 112.6(3) ? C7 C8 C9 121.1(3) ? C8 C9 C10 120.3(3) ? C8 C9 C14 122.2(4) ? C10 C9 C14 117.4(3) ? C9 C10 C11 120.9(4) ? C10 C11 C12 120.7(4) ? C11 C12 C13 119.9(4) ? C12 C13 C14 119.5(4) ? S1 C14 C9 116.6(3) ? S1 C14 C13 121.8(3) ? C9 C14 C13 121.5(4) ? Sn1 C16 C17 115.2(4) ? C16 C17 C18 113.9(7) ? C17 C18 C19 113(1) ? Sn1 C20 C21 115.3(4) ? C20 C21 C22 114.6(6) ? C21 C22 C23 116.2(7) ? O5 Sn2 N4 140.4(1) ? O5 Sn2 N5 83.6(1) yes O5 Sn2 C39 101.3(1) yes O5 Sn2 C43 99.5(1) yes N4 Sn2 N5 56.8(1) yes N4 Sn2 C39 87.8(1) yes N4 Sn2 C43 91.3(1) yes N5 Sn2 C39 102.3(1) yes N5 Sn2 C43 103.5(1) yes C39 Sn2 C43 148.4(2) yes O7 S2 O8 119.2(2) yes O7 S2 N6 108.2(2) yes O7 S2 C37 110.3(2) yes O8 S2 N6 108.1(2) yes O8 S2 C37 108.8(2) yes N6 S2 C37 100.7(2) yes Sn2 O5 C31 128.0(2) yes Sn2 N4 C24 149.6(3) ? Sn2 N4 C28 90.9(2) ? C24 N4 C28 119.4(3) ? Sn2 N5 C28 103.5(2) yes Sn2 N5 C29 132.2(2) yes C28 N5 C29 124.1(3) yes S2 N6 C30 115.2(2) yes S2 N6 C38 116.0(3) yes C30 N6 C38 113.8(3) yes N4 C24 C25 122.3(4) ? C24 C25 C26 117.9(4) ? C25 C26 C27 121.2(4) ? C26 C27 C28 118.3(4) ? N4 C28 N5 108.9(3) ? N4 C28 C27 121.0(3) ? N5 C28 C27 130.0(3) ? O6 C29 N5 123.8(3) ? O6 C29 C30 120.1(3) ? N5 C29 C30 116.0(3) ? N6 C30 C29 112.8(3) ? N6 C30 C31 119.9(3) ? C29 C30 C31 127.1(3) ? O5 C31 C30 126.2(3) ? O5 C31 C32 113.5(3) ? C30 C31 C32 120.3(3) ? C31 C32 C33 119.9(4) ? C31 C32 C37 122.3(4) ? C33 C32 C37 117.7(4) ? C32 C33 C34 119.8(5) ? C33 C34 C35 121.9(5) ? C34 C35 C36 119.5(5) ? C35 C36 C37 119.3(5) ? S2 C37 C32 115.8(3) ? S2 C37 C36 122.6(4) ? C32 C37 C36 121.7(4) ? Sn2 C39 C40 115.8(3) ? C39 C40 C41 113.7(5) ? C40 C41 C42 115.3(9) ? Sn2 C43 C44 116.6(4) ? C43 C44 C45 131(1) ? C44 C45 C46 124(1) ? #==================================================================== # END OF CIF #====================================================================