# Electronic Supplementary Material (ESI) for Catalysis Science & Technology # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 904337' #TrackingRef 'ternel-et-al.cif' _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 13.6143(3) _cell_length_b 13.6143(3) _cell_length_c 38.6616(8) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 7165.9(3) _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'P 41 21 2 ' _symmetry_space_group_name_Hall 'P 4abw 2nw' loop_ _symmetry_equiv_pos_as_xyz x,y,z -y+1/2,x+1/2,z+1/4 -x,-y,z+1/2 y+1/2,-x+1/2,z+3/4 -x+1/2,y+1/2,-z+1/4 y,x,-z x+1/2,-y+1/2,-z+3/4 -y,-x,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Al 0.0645 0.0514 6.4202 3.0387 1.9002 0.7426 1.5936 31.5472 1.9646 85.0886 1.1151 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C56 H76 Al2 Cl2 N4 O6 S2 # Dc = 1.01 Fooo = 2880.00 Mu = 2.15 M = 545.12 # Found Formula = C80 H102 Al1 Cl1 N4 O6 S2 # Dc = 1.24 FOOO = 2880.00 Mu = 1.80 M = 671.14 _chemical_formula_sum 'C80 H102 Al1 Cl1 N4 O6 S2' _chemical_formula_moiety 'C56 H78 Al Cl N4 O6 S2, 4(C6 H6)' _chemical_compound_source ? _chemical_formula_weight 1342.28 _cell_measurement_reflns_used 9989 _cell_measurement_theta_min 2 _cell_measurement_theta_max 25 _cell_measurement_temperature 100 _exptl_crystal_description irregular _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_min 0.120 _exptl_crystal_size_mid 0.140 _exptl_crystal_size_max 0.200 _exptl_crystal_density_diffrn 1.244 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 2880 _exptl_absorpt_coefficient_mu 0.180 # Sheldrick geometric approximatio 0.98 0.98 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.75 _exptl_absorpt_correction_T_max 0.98 _diffrn_measurement_device_type 'Bruker Kappa Apex2' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method '\f & \w scans' # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'Apex2 (Bruker AXS, 2006)' _computing_cell_refinement 'Apex2 (Bruker AXS, 2006)' _computing_data_reduction 'Apex2 (Bruker AXS, 2006)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 100 _diffrn_reflns_number 76565 _reflns_number_total 8870 _diffrn_reflns_av_R_equivalents 0.075 # Number of reflections without Friedels Law is 8870 # Number of reflections with Friedels Law is 5104 # Theoretical number of reflections is about 4443 _diffrn_reflns_theta_min 1.586 _diffrn_reflns_theta_max 28.273 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.273 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -51 _diffrn_reflns_limit_l_max 51 _reflns_limit_h_min -12 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 18 _reflns_limit_l_min 0 _reflns_limit_l_max 51 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary Other #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.42 _refine_diff_density_max 0.92 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>3.0\s(I) _refine_ls_number_reflns 4383 _refine_ls_number_restraints 22 _refine_ls_number_parameters 431 _oxford_refine_ls_R_factor_ref 0.0713 _refine_ls_wR_factor_ref 0.0751 _refine_ls_goodness_of_fit_ref 1.0916 _refine_ls_shift/su_max 0.0010284 _refine_ls_shift/su_mean 0.0000595 # The values computed with all filters except I/sigma _oxford_reflns_number_all 8839 _refine_ls_R_factor_all 0.1165 _refine_ls_wR_factor_all 0.1720 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5918 _refine_ls_R_factor_gt 0.0828 _refine_ls_wR_factor_gt 0.0849 _refine_ls_abs_structure_Flack 0.09(14) _refine_ls_abs_structure_details 'Flack (1983), 3766 Friedel-pairs' # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration ad _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr #undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.560 0.661 0.224 ; # Insert your own references if required - in alphabetical order 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Cl1 Cl -0.25832(8) -0.25832(8) -0.5000 0.0428 1.0000 Uani S T . . . . Al1 Al -0.37357(9) -0.37357(9) -0.5000 0.0275 1.0000 Uani S T . . . . S1 S -0.21987(10) -0.21697(11) -0.38422(3) 0.0436 1.0000 Uani . . . . . . O1 O -0.4887(2) -0.3590(2) -0.47940(6) 0.0314 1.0000 Uani . . . . . . N1 N -0.3113(3) -0.4262(3) -0.45499(8) 0.0290 1.0000 Uani . . . . . . C1 C -0.2029(3) -0.4376(4) -0.44957(10) 0.0338 1.0000 Uani . . . . . . C2 C -0.3671(4) -0.4615(3) -0.43143(10) 0.0328 1.0000 Uani . . . . . . C3 C -0.1653(3) -0.3821(4) -0.41757(11) 0.0351 1.0000 Uani . . . . . . N2 N -0.1899(3) -0.2778(3) -0.41895(9) 0.0374 1.0000 Uani . . . . . . C4 C -0.6821(3) -0.4052(4) -0.51652(11) 0.0381 1.0000 Uani . . . . . . C5 C -0.5315(3) -0.4170(3) -0.45600(9) 0.0322 1.0000 Uani . . . . . . C6 C -0.4724(3) -0.4668(4) -0.43163(9) 0.0327 1.0000 Uani . . . . . . C7 C -0.0532(4) -0.3959(4) -0.41443(13) 0.0449 1.0000 Uani . . . . . . O2 O -0.2238(4) -0.1164(3) -0.39228(10) 0.0717 1.0000 Uani . . . . . . O3 O -0.1522(3) -0.2464(4) -0.35592(8) 0.0692 1.0000 Uani . . . . . . C8 C -0.0607(4) -0.5576(4) -0.44409(12) 0.0442 1.0000 Uani . . . . . . C9 C -0.6937(4) -0.2665(4) -0.47380(13) 0.0504 1.0000 Uani . . . . . . C10 C -0.1731(4) -0.5452(4) -0.44725(12) 0.0411 1.0000 Uani . . . . . . C11 C -0.3369(5) -0.2581(5) -0.37057(13) 0.0622 1.0000 Uani . . . . . . C12 C -0.6342(4) -0.4283(4) -0.45423(10) 0.0376 1.0000 Uani . . . . . . C13 C -0.5141(4) -0.5270(4) -0.40647(11) 0.0488 1.0000 Uani . . . . . . C14 C -0.6710(4) -0.4924(5) -0.42923(12) 0.0524 1.0000 Uani . . . . . . C15 C -0.7052(3) -0.3756(4) -0.47887(11) 0.0350 1.0000 Uani . . . . . . C16 C -0.0241(4) -0.5021(4) -0.41317(13) 0.0453 1.0000 Uani . . . . . . C17 C -0.6116(5) -0.5435(5) -0.40542(13) 0.0651 1.0000 Uani . . . . . . C18 C -0.8134(4) -0.4010(5) -0.47227(13) 0.0530 1.0000 Uani . . . . . . C19 C -0.4163(5) -0.2300(6) -0.39155(16) 0.0673 1.0000 Uani . . . . . . C20 C -0.3514(6) -0.3108(5) -0.34166(17) 0.0765 1.0000 Uani . . . . . . C21 C -0.5099(5) -0.2622(7) -0.38224(17) 0.0843 1.0000 Uani . . . . . . C22 C -0.5245(6) -0.3170(6) -0.3535(2) 0.0766 1.0000 Uani . . . . . . C23 C -0.6584(6) -0.6216(9) -0.3803(2) 0.1084 1.0000 Uani D . . . . . C24 C -0.0107(6) -0.5836(6) -0.28795(18) 0.0875 1.0000 Uani D . . . . . C25 C -0.7650(6) -0.5994(9) -0.3728(2) 0.1239 1.0000 Uani . . . . . . C26 C 0.3827(6) -0.3827(6) -0.250000(7) 0.0990 1.0000 Uani DS T . . . . C27 C -0.1031(6) -0.5427(6) -0.29333(19) 0.0930 1.0000 Uani D . . . . . C28 C 0.0757(6) -0.5374(7) -0.29740(18) 0.0938 1.0000 Uani D . . . . . C29 C -0.4494(7) -0.3421(6) -0.3334(2) 0.0880 1.0000 Uani . . . . . . C30 C 0.2848(5) -0.4098(6) -0.2473(2) 0.0959 1.0000 Uani D . . . . . C31 C 0.2144(7) -0.3360(6) -0.2472(3) 0.1268 1.0000 Uani D . . . . . C32 C -0.1036(8) -0.4544(7) -0.3111(2) 0.1120 1.0000 Uani D . . . . . C33 C -0.0180(8) -0.4042(6) -0.31837(19) 0.1084 1.0000 Uani D . . . . . C34 C 0.0722(8) -0.4472(6) -0.3121(2) 0.0962 1.0000 Uani D . . . . . C35 C 0.5179(10) -0.6377(8) -0.2708(2) 0.1433 1.0000 Uani D . . . . . C36 C -0.6281(7) -0.3506(9) -0.3433(3) 0.1426 1.0000 Uani . . . . . . C37 C 0.2380(7) -0.2380(7) -0.250000(7) 0.1567 1.0000 Uani DS T . . . . C38 C 0.5114(9) -0.6439(7) -0.2351(2) 0.1347 1.0000 Uani D . . . . . C39 C 0.5832(8) -0.5696(7) -0.28487(19) 0.1277 1.0000 Uani D . . . . . C40 C -0.5951(7) -0.6363(11) -0.3478(2) 0.1636 1.0000 Uani D . . . . . C41 C -0.6297(8) -0.7189(12) -0.3940(6) 0.2632 1.0000 Uani . . . . . . H2 H -0.1724 -0.4083 -0.4694 0.0394 1.0000 Uiso R . . . . . H3 H -0.3353 -0.4869 -0.4111 0.0434 1.0000 Uiso R . . . . . H4 H -0.1960 -0.4081 -0.3972 0.0431 1.0000 Uiso R . . . . . H5 H -0.1894 -0.2477 -0.4388 0.0467 1.0000 Uiso R . . . . . H6 H -0.6889 -0.4750 -0.5187 0.0492 1.0000 Uiso R . . . . . H7 H -0.6160 -0.3864 -0.5221 0.0492 1.0000 Uiso R . . . . . H8 H -0.7268 -0.3731 -0.5321 0.0492 1.0000 Uiso R . . . . . H9 H -0.0289 -0.3617 -0.3944 0.0514 1.0000 Uiso R . . . . . H10 H -0.0216 -0.3650 -0.4337 0.0514 1.0000 Uiso R . . . . . H11 H -0.0294 -0.5332 -0.4647 0.0565 1.0000 Uiso R . . . . . H12 H -0.0451 -0.6260 -0.4415 0.0565 1.0000 Uiso R . . . . . H13 H -0.6263 -0.2492 -0.4776 0.0602 1.0000 Uiso R . . . . . H14 H -0.7125 -0.2489 -0.4507 0.0602 1.0000 Uiso R . . . . . H15 H -0.7345 -0.2320 -0.4901 0.0602 1.0000 Uiso R . . . . . H16 H -0.2047 -0.5753 -0.4277 0.0506 1.0000 Uiso R . . . . . H17 H -0.1960 -0.5788 -0.4675 0.0506 1.0000 Uiso R . . . . . H18 H -0.4723 -0.5581 -0.3897 0.0604 1.0000 Uiso R . . . . . H19 H -0.7406 -0.5026 -0.4282 0.0650 1.0000 Uiso R . . . . . H20 H 0.0461 -0.5064 -0.4123 0.0526 1.0000 Uiso R . . . . . H21 H -0.0498 -0.5312 -0.3924 0.0526 1.0000 Uiso R . . . . . H22 H -0.8220 -0.4711 -0.4731 0.0649 1.0000 Uiso R . . . . . H23 H -0.8537 -0.3708 -0.4896 0.0649 1.0000 Uiso R . . . . . H24 H -0.8324 -0.3775 -0.4498 0.0649 1.0000 Uiso R . . . . . H25 H -0.4065 -0.1905 -0.4119 0.0855 1.0000 Uiso R . . . . . H26 H -0.2976 -0.3287 -0.3268 0.1143 1.0000 Uiso R . . . . . H27 H -0.5651 -0.2446 -0.3964 0.1094 1.0000 Uiso R . . . . . H28 H -0.0051 -0.6478 -0.2777 0.1159 1.0000 Uiso R . . . . . H29 H -0.8018 -0.6269 -0.3918 0.1728 1.0000 Uiso R . . . . . H30 H -0.7770 -0.5301 -0.3716 0.1728 1.0000 Uiso R . . . . . H31 H -0.7857 -0.6299 -0.3516 0.1728 1.0000 Uiso R . . . . . H32 H 0.4327 -0.4327 -0.2500 0.1205 1.0000 Uiso RS . . . . . H33 H -0.1625 -0.5722 -0.2848 0.1349 1.0000 Uiso R . . . . . H34 H -0.4606 -0.3798 -0.3127 0.1059 1.0000 Uiso R . . . . . H35 H 0.2667 -0.4781 -0.2470 0.1193 1.0000 Uiso R . . . . . H36 H 0.1473 -0.3559 -0.2442 0.1439 1.0000 Uiso R . . . . . H37 H -0.1655 -0.4284 -0.3189 0.1438 1.0000 Uiso R . . . . . H38 H -0.0203 -0.3390 -0.3278 0.1368 1.0000 Uiso R . . . . . H39 H 0.4743 -0.6772 -0.2846 0.2035 1.0000 Uiso R . . . . . H40 H -0.6721 -0.3370 -0.3621 0.1629 1.0000 Uiso R . . . . . H41 H -0.6484 -0.3146 -0.3232 0.1629 1.0000 Uiso R . . . . . H42 H -0.6300 -0.4200 -0.3383 0.1629 1.0000 Uiso R . . . . . H43 H 0.1884 -0.1884 -0.2500 0.1718 1.0000 Uiso RS . . . . . H44 H 0.4692 -0.6903 -0.2237 0.1609 1.0000 Uiso R . . . . . H45 H 0.5876 -0.5655 -0.3096 0.1683 1.0000 Uiso R . . . . . H46 H -0.5282 -0.6484 -0.3541 0.1856 1.0000 Uiso R . . . . . H47 H -0.6217 -0.6929 -0.3364 0.1856 1.0000 Uiso R . . . . . H48 H -0.5980 -0.5808 -0.3323 0.1856 1.0000 Uiso R . . . . . H49 H -0.6872 -0.7450 -0.4050 0.2569 1.0000 Uiso R . . . . . H50 H -0.6070 -0.7640 -0.3767 0.2569 1.0000 Uiso R . . . . . H51 H -0.5792 -0.7087 -0.4109 0.2569 1.0000 Uiso R . . . . . H52 H 0.1392 -0.5662 -0.2934 0.1302 1.0000 Uiso R . . . . . H53 H 0.1327 -0.4147 -0.3181 0.1275 1.0000 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.0425(6) 0.0425(6) 0.0434(7) 0.0147(6) -0.0147(6) -0.0073(7) Al1 0.0301(6) 0.0301(6) 0.0222(7) 0.0016(5) -0.0016(5) 0.0028(7) S1 0.0394(8) 0.0490(9) 0.0423(5) -0.0108(6) -0.0001(5) -0.0005(6) O1 0.0333(18) 0.0375(18) 0.0235(12) -0.0013(13) -0.0005(12) 0.0051(14) N1 0.029(2) 0.034(2) 0.0232(15) 0.0005(15) 0.0011(14) 0.0051(16) C1 0.033(3) 0.041(3) 0.0275(18) 0.0068(18) -0.0014(18) 0.009(2) C2 0.046(3) 0.034(3) 0.0189(17) -0.0022(17) 0.0004(19) 0.006(2) C3 0.027(3) 0.048(3) 0.0305(18) 0.006(2) -0.0023(18) 0.001(2) N2 0.043(2) 0.040(2) 0.0297(16) 0.0043(16) 0.0012(15) 0.0048(19) C4 0.029(3) 0.055(3) 0.0301(19) 0.000(2) -0.0011(19) -0.002(2) C5 0.036(3) 0.039(3) 0.0210(17) -0.0071(18) 0.0050(17) 0.005(2) C6 0.029(3) 0.052(3) 0.0173(15) 0.0006(18) 0.0015(17) 0.0015(19) C7 0.030(3) 0.058(4) 0.047(2) 0.013(2) -0.007(2) 0.004(2) O2 0.099(3) 0.065(3) 0.051(2) -0.012(2) 0.008(2) -0.016(2) O3 0.068(3) 0.105(4) 0.0347(16) -0.002(2) -0.0122(17) 0.002(2) C8 0.043(3) 0.046(3) 0.044(2) 0.015(2) 0.008(2) 0.013(2) C9 0.031(3) 0.078(4) 0.042(2) -0.005(2) 0.004(2) 0.007(3) C10 0.037(3) 0.046(3) 0.041(2) 0.005(2) 0.002(2) 0.010(2) C11 0.088(5) 0.060(4) 0.039(2) -0.013(3) 0.003(3) -0.008(3) C12 0.035(3) 0.053(3) 0.0243(19) -0.0023(19) 0.0059(18) 0.002(2) C13 0.040(3) 0.076(4) 0.0301(19) 0.010(2) 0.010(2) -0.003(3) C14 0.029(3) 0.093(5) 0.036(2) 0.012(3) 0.007(2) -0.002(3) C15 0.027(3) 0.045(3) 0.033(2) -0.003(2) 0.0031(18) 0.009(2) C16 0.032(3) 0.051(3) 0.054(3) 0.016(2) -0.002(2) 0.006(2) C17 0.056(4) 0.102(5) 0.037(2) 0.030(3) 0.011(2) 0.006(3) C18 0.041(3) 0.074(4) 0.044(2) 0.007(3) 0.008(2) 0.003(3) C19 0.051(4) 0.094(5) 0.057(3) -0.017(3) -0.009(3) 0.012(3) C20 0.074(5) 0.088(5) 0.068(4) 0.019(3) 0.003(3) 0.005(4) C21 0.049(4) 0.147(8) 0.057(3) -0.022(4) 0.001(3) 0.015(4) C22 0.059(5) 0.080(5) 0.090(5) -0.033(4) 0.014(4) 0.005(4) C23 0.057(5) 0.159(9) 0.109(6) 0.092(6) -0.001(4) -0.014(5) C24 0.110(7) 0.083(5) 0.070(4) 0.003(4) -0.020(4) -0.024(5) C25 0.056(5) 0.211(11) 0.105(6) 0.076(7) 0.026(4) -0.008(6) C26 0.092(5) 0.092(5) 0.113(8) 0.006(5) 0.006(5) -0.016(7) C27 0.101(7) 0.101(7) 0.077(5) -0.005(5) -0.012(4) -0.002(5) C28 0.102(7) 0.113(7) 0.066(4) 0.009(4) -0.017(4) -0.030(6) C29 0.096(7) 0.075(5) 0.094(5) 0.014(4) 0.031(5) 0.019(4) C30 0.097(6) 0.095(6) 0.095(5) -0.009(5) 0.012(5) -0.021(5) C31 0.079(6) 0.182(11) 0.120(7) -0.073(8) -0.003(6) -0.020(7) C32 0.115(8) 0.129(9) 0.092(6) 0.027(6) -0.009(5) 0.019(6) C33 0.200(12) 0.068(6) 0.057(4) -0.002(4) 0.011(6) 0.009(7) C34 0.121(8) 0.087(7) 0.080(5) -0.013(4) -0.005(5) 0.006(6) C35 0.268(16) 0.105(8) 0.057(4) 0.010(5) 0.009(7) 0.039(9) C36 0.061(6) 0.189(11) 0.178(10) -0.080(9) 0.036(6) -0.031(6) C37 0.139(8) 0.139(8) 0.191(16) -0.103(10) -0.103(10) 0.040(11) C38 0.209(12) 0.117(8) 0.078(5) -0.007(5) 0.017(7) 0.108(8) C39 0.202(12) 0.132(9) 0.049(4) -0.004(5) 0.002(6) 0.104(8) C40 0.157(11) 0.215(14) 0.119(8) 0.104(9) 0.059(8) 0.014(10) C41 0.068(6) 0.231(17) 0.49(3) 0.29(2) 0.036(12) 0.000(9) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.06366(18) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cl1 . Al1 . 2.219(2) yes Al1 . O1 6_554 1.770(3) yes Al1 . O1 . 1.770(3) yes S1 . N2 . 1.629(4) yes S1 . O2 . 1.405(5) yes S1 . O3 . 1.486(4) yes S1 . C11 . 1.769(7) yes O1 . C5 . 1.334(5) yes N1 . C1 . 1.498(6) yes N1 . C2 . 1.280(6) yes C1 . C3 . 1.538(6) yes C1 . C10 . 1.522(7) yes C1 . H2 . 0.959 no C2 . C6 . 1.435(7) yes C2 . H3 . 0.960 no C3 . N2 . 1.460(6) yes C3 . C7 . 1.543(7) yes C3 . H4 . 0.960 no N2 . H5 . 0.869 no C4 . C15 . 1.543(6) yes C4 . H6 . 0.960 no C4 . H7 . 0.960 no C4 . H8 . 0.961 no C5 . C6 . 1.412(6) yes C5 . C12 . 1.409(6) yes C6 . C13 . 1.394(6) yes C7 . C16 . 1.500(8) yes C7 . H9 . 0.963 no C7 . H10 . 0.959 no C8 . C10 . 1.544(7) yes C8 . C16 . 1.499(8) yes C8 . H11 . 0.961 no C8 . H12 . 0.961 no C9 . C15 . 1.506(7) yes C9 . H13 . 0.958 no C9 . H14 . 0.960 no C9 . H15 . 0.962 no C10 . H16 . 0.961 no C10 . H17 . 0.959 no C11 . C19 . 1.404(9) yes C11 . C20 . 1.342(9) yes C12 . C14 . 1.395(7) yes C12 . C15 . 1.535(6) yes C13 . C17 . 1.347(8) yes C13 . H18 . 0.960 no C14 . C17 . 1.409(8) yes C14 . H19 . 0.960 no C15 . C18 . 1.535(7) yes C16 . H20 . 0.959 no C16 . H21 . 0.960 no C17 . C23 . 1.573(9) yes C18 . H22 . 0.962 no C18 . H23 . 0.959 no C18 . H24 . 0.960 no C19 . C21 . 1.394(10) yes C19 . H25 . 0.962 no C20 . C29 . 1.438(11) yes C20 . H26 . 0.963 no C21 . C22 . 1.354(11) yes C21 . H27 . 0.960 no C22 . C29 . 1.329(11) yes C22 . C36 . 1.534(12) yes C23 . C25 . 1.512(12) yes C23 . C40 . 1.538(12) yes C23 . C41 . 1.48(2) yes C24 . C27 . 1.390(8) yes C24 . C28 . 1.383(7) yes C24 . H28 . 0.963 no C25 . H29 . 0.962 no C25 . H30 . 0.959 no C25 . H31 . 0.960 no C26 . C30 8_554 1.387(6) yes C26 . C30 . 1.387(6) yes C26 . H32 . 0.963 no C27 . C32 . 1.386(8) yes C27 . H33 . 0.961 no C28 . C34 . 1.353(8) yes C28 . H52 . 0.962 no C29 . H34 . 0.960 no C30 . C31 . 1.389(12) yes C30 . H35 . 0.961 no C31 . C37 . 1.376(8) yes C31 . H36 . 0.961 no C32 . C33 . 1.379(8) yes C32 . H37 . 0.962 no C33 . C34 . 1.382(8) yes C33 . H38 . 0.960 no C34 . H53 . 0.964 no C35 . C38 . 1.388(8) yes C35 . C39 . 1.394(12) yes C35 . H39 . 0.961 no C36 . H40 . 0.960 no C36 . H41 . 0.959 no C36 . H42 . 0.966 no C37 . H43 . 0.955 no C38 . C39 8_554 1.380(8) yes C38 . H44 . 0.961 no C39 . H45 . 0.961 no C40 . H46 . 0.957 no C40 . H47 . 0.959 no C40 . H48 . 0.965 no C41 . H49 . 0.959 no C41 . H50 . 0.960 no C41 . H51 . 0.958 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag Cl1 . Al1 . O1 6_554 123.17(11) yes Cl1 . Al1 . O1 . 123.17(11) yes O1 6_554 Al1 . O1 . 113.7(2) yes N2 . S1 . O2 . 108.8(2) yes N2 . S1 . O3 . 108.4(2) yes O2 . S1 . O3 . 116.7(3) yes N2 . S1 . C11 . 108.1(2) yes O2 . S1 . C11 . 109.9(3) yes O3 . S1 . C11 . 104.7(3) yes Al1 . O1 . C5 . 128.7(3) yes C1 . N1 . C2 . 116.5(4) yes N1 . C1 . C3 . 112.9(4) yes N1 . C1 . C10 . 111.8(4) yes C3 . C1 . C10 . 109.7(4) yes N1 . C1 . H2 . 105.7 no C3 . C1 . H2 . 107.1 no C10 . C1 . H2 . 109.4 no N1 . C2 . C6 . 127.5(4) yes N1 . C2 . H3 . 116.7 no C6 . C2 . H3 . 115.9 no C1 . C3 . N2 . 111.9(3) yes C1 . C3 . C7 . 109.4(4) yes N2 . C3 . C7 . 110.4(4) yes C1 . C3 . H4 . 109.5 no N2 . C3 . H4 . 106.8 no C7 . C3 . H4 . 108.7 no C3 . N2 . S1 . 121.4(3) yes C3 . N2 . H5 . 119.2 no S1 . N2 . H5 . 119.3 no C15 . C4 . H6 . 108.8 no C15 . C4 . H7 . 109.5 no H6 . C4 . H7 . 109.5 no C15 . C4 . H8 . 110.0 no H6 . C4 . H8 . 109.5 no H7 . C4 . H8 . 109.5 no O1 . C5 . C6 . 119.2(4) yes O1 . C5 . C12 . 122.0(4) yes C6 . C5 . C12 . 118.8(4) yes C2 . C6 . C5 . 123.3(4) yes C2 . C6 . C13 . 115.7(4) yes C5 . C6 . C13 . 121.0(4) yes C3 . C7 . C16 . 112.4(4) yes C3 . C7 . H9 . 110.1 no C16 . C7 . H9 . 110.5 no C3 . C7 . H10 . 109.2 no C16 . C7 . H10 . 109.3 no H9 . C7 . H10 . 105.1 no C10 . C8 . C16 . 109.7(4) yes C10 . C8 . H11 . 109.6 no C16 . C8 . H11 . 109.8 no C10 . C8 . H12 . 109.4 no C16 . C8 . H12 . 109.3 no H11 . C8 . H12 . 108.9 no C15 . C9 . H13 . 108.9 no C15 . C9 . H14 . 109.9 no H13 . C9 . H14 . 109.6 no C15 . C9 . H15 . 109.7 no H13 . C9 . H15 . 109.5 no H14 . C9 . H15 . 109.3 no C8 . C10 . C1 . 112.0(4) yes C8 . C10 . H16 . 109.6 no C1 . C10 . H16 . 109.6 no C8 . C10 . H17 . 109.6 no C1 . C10 . H17 . 108.9 no H16 . C10 . H17 . 107.0 no S1 . C11 . C19 . 115.8(5) yes S1 . C11 . C20 . 123.4(6) yes C19 . C11 . C20 . 120.9(6) yes C5 . C12 . C14 . 117.2(4) yes C5 . C12 . C15 . 123.0(4) yes C14 . C12 . C15 . 119.8(4) yes C6 . C13 . C17 . 121.4(5) yes C6 . C13 . H18 . 119.2 no C17 . C13 . H18 . 119.4 no C12 . C14 . C17 . 123.8(5) yes C12 . C14 . H19 . 118.3 no C17 . C14 . H19 . 117.9 no C4 . C15 . C12 . 109.6(4) yes C4 . C15 . C9 . 111.0(4) yes C12 . C15 . C9 . 108.3(4) yes C4 . C15 . C18 . 107.1(4) yes C12 . C15 . C18 . 113.3(4) yes C9 . C15 . C18 . 107.5(4) yes C7 . C16 . C8 . 111.8(4) yes C7 . C16 . H20 . 108.8 no C8 . C16 . H20 . 109.1 no C7 . C16 . H21 . 109.1 no C8 . C16 . H21 . 109.7 no H20 . C16 . H21 . 108.1 no C14 . C17 . C13 . 117.6(5) yes C14 . C17 . C23 . 120.3(6) yes C13 . C17 . C23 . 122.0(5) yes C15 . C18 . H22 . 109.6 no C15 . C18 . H23 . 109.6 no H22 . C18 . H23 . 109.4 no C15 . C18 . H24 . 109.5 no H22 . C18 . H24 . 109.3 no H23 . C18 . H24 . 109.5 no C11 . C19 . C21 . 117.9(6) yes C11 . C19 . H25 . 121.2 no C21 . C19 . H25 . 120.9 no C11 . C20 . C29 . 118.7(7) yes C11 . C20 . H26 . 121.5 no C29 . C20 . H26 . 119.8 no C19 . C21 . C22 . 121.3(7) yes C19 . C21 . H27 . 119.4 no C22 . C21 . H27 . 119.3 no C21 . C22 . C29 . 120.6(7) yes C21 . C22 . C36 . 120.6(9) yes C29 . C22 . C36 . 118.7(9) yes C17 . C23 . C25 . 111.9(7) yes C17 . C23 . C40 . 111.4(6) yes C25 . C23 . C40 . 114.0(8) yes C17 . C23 . C41 . 106.2(8) yes C25 . C23 . C41 . 120.1(9) yes C40 . C23 . C41 . 91.6(10) yes C27 . C24 . C28 . 123.2(8) yes C27 . C24 . H28 . 119.8 no C28 . C24 . H28 . 117.0 no C23 . C25 . H29 . 106.0 no C23 . C25 . H30 . 111.6 no H29 . C25 . H30 . 109.3 no C23 . C25 . H31 . 111.1 no H29 . C25 . H31 . 109.2 no H30 . C25 . H31 . 109.5 no C30 8_554 C26 . C30 . 121.1(11) yes C30 8_554 C26 . H32 . 119.5 no C30 . C26 . H32 . 119.5 no C24 . C27 . C32 . 115.2(8) yes C24 . C27 . H33 . 122.9 no C32 . C27 . H33 . 121.8 no C24 . C28 . C34 . 119.5(9) yes C24 . C28 . H52 . 122.5 no C34 . C28 . H52 . 118.0 no C20 . C29 . C22 . 120.5(7) yes C20 . C29 . H34 . 119.4 no C22 . C29 . H34 . 120.1 no C26 . C30 . C31 . 118.1(9) yes C26 . C30 . H35 . 120.3 no C31 . C30 . H35 . 121.5 no C30 . C31 . C37 . 122.7(10) yes C30 . C31 . H36 . 116.9 no C37 . C31 . H36 . 120.4 no C27 . C32 . C33 . 121.7(9) yes C27 . C32 . H37 . 118.6 no C33 . C32 . H37 . 119.7 no C32 . C33 . C34 . 120.4(8) yes C32 . C33 . H38 . 120.5 no C34 . C33 . H38 . 119.1 no C33 . C34 . C28 . 119.3(9) yes C33 . C34 . H53 . 121.6 no C28 . C34 . H53 . 119.1 no C38 . C35 . C39 . 118.0(10) yes C38 . C35 . H39 . 118.5 no C39 . C35 . H39 . 123.5 no C22 . C36 . H40 . 108.8 no C22 . C36 . H41 . 108.7 no H40 . C36 . H41 . 109.6 no C22 . C36 . H42 . 111.6 no H40 . C36 . H42 . 109.0 no H41 . C36 . H42 . 109.1 no C31 . C37 . C31 8_554 117.3(13) yes C31 . C37 . H43 . 121.3 no C31 8_554 C37 . H43 . 121.3 no C35 . C38 . C39 8_554 118.9(10) yes C35 . C38 . H44 . 122.2 no C39 8_554 C38 . H44 . 118.8 no C35 . C39 . C38 8_554 123.1(7) yes C35 . C39 . H45 . 117.8 no C38 8_554 C39 . H45 . 119.1 no C23 . C40 . H46 . 110.4 no C23 . C40 . H47 . 105.6 no H46 . C40 . H47 . 109.8 no C23 . C40 . H48 . 112.5 no H46 . C40 . H48 . 109.4 no H47 . C40 . H48 . 109.2 no C23 . C41 . H49 . 106.0 no C23 . C41 . H50 . 114.2 no H49 . C41 . H50 . 109.6 no C23 . C41 . H51 . 107.6 no H49 . C41 . H51 . 109.7 no H50 . C41 . H51 . 109.6 no _iucr_refine_instruction_details_constraints ; # # Punched on 03/10/12 at 17:47:53 # #LIST 12 BLOCK SCALE X'S, U'S CONT ENANTIO RIDE C ( 1,X'S) H ( 2,X'S) RIDE C ( 2,X'S) H ( 3,X'S) RIDE C ( 3,X'S) H ( 4,X'S) RIDE N ( 2,X'S) H ( 5,X'S) RIDE C ( 4,X'S) H ( 6,X'S) H ( 7,X'S) H ( 8,X'S) RIDE C ( 7,X'S) H ( 9,X'S) H ( 10,X'S) RIDE C ( 8,X'S) H ( 11,X'S) H ( 12,X'S) RIDE C ( 9,X'S) H ( 13,X'S) H ( 14,X'S) H ( 15,X'S) RIDE C ( 10,X'S) H ( 16,X'S) H ( 17,X'S) RIDE C ( 13,X'S) H ( 18,X'S) RIDE C ( 14,X'S) H ( 19,X'S) RIDE C ( 16,X'S) H ( 20,X'S) H ( 21,X'S) RIDE C ( 18,X'S) H ( 22,X'S) H ( 23,X'S) H ( 24,X'S) RIDE C ( 19,X'S) H ( 25,X'S) RIDE C ( 20,X'S) H ( 26,X'S) RIDE C ( 21,X'S) H ( 27,X'S) RIDE C ( 24,X'S) H ( 28,X'S) RIDE C ( 25,X'S) H ( 29,X'S) H ( 30,X'S) H ( 31,X'S) RIDE C ( 26,X'S) H ( 32,X'S) RIDE C ( 27,X'S) H ( 33,X'S) RIDE C ( 28,X'S) H ( 52,X'S) RIDE C ( 29,X'S) H ( 34,X'S) RIDE C ( 30,X'S) H ( 35,X'S) RIDE C ( 31,X'S) H ( 36,X'S) RIDE C ( 32,X'S) H ( 37,X'S) RIDE C ( 33,X'S) H ( 38,X'S) RIDE C ( 34,X'S) H ( 53,X'S) RIDE C ( 35,X'S) H ( 39,X'S) RIDE C ( 36,X'S) H ( 40,X'S) H ( 41,X'S) H ( 42,X'S) RIDE C ( 37,X'S) H ( 43,X'S) RIDE C ( 38,X'S) H ( 44,X'S) RIDE C ( 39,X'S) H ( 45,X'S) RIDE C ( 40,X'S) H ( 46,X'S) H ( 47,X'S) H ( 48,X'S) RIDE C ( 41,X'S) H ( 49,X'S) H ( 50,X'S) H ( 51,X'S) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 03/10/12 at 17:47:53 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) DISTANCE 1.400000 , 0.010000 = C(26) TO C(30) DISTANCE 1.400000 , 0.010000 = C(24) TO C(28) DISTANCE 1.400000 , 0.010000 = C(24) TO C(27) DISTANCE 1.400000 , 0.010000 = C(27) TO C(32) DISTANCE 1.400000 , 0.010000 = C(32) TO C(33) DISTANCE 1.400000 , 0.010000 = C(33) TO C(34) DISTANCE 1.400000 , 0.010000 = C(28) TO C(34) DISTANCE 1.400000 , 0.010000 = C(31) TO C(37) DISTANCE 1.400000 , 0.005000 = C(30) TO C(31) DISTANCE 1.400000 , 0.010000 = C(26) TO C(30) DISTANCE 1.400000 , 0.005000 = C(35) TO C(39) DISTANCE 1.400000 , 0.010000 = C(35) TO C(38) DISTANCE 1.400000 , 0.010000 = C(38,8,1,0,0,-1) TO C(39) DISTANCE 1.540000 , 0.002000 = C(23) TO C(40) END ; # Manually omitted reflections loop_ _oxford_refln_omitted_index_h _oxford_refln_omitted_index_k _oxford_refln_omitted_index_l _oxford_refln_omitted_flag _oxford_refln_omitted_details 0 0 12 x . 1 1 10 x .