#========================================================================== data_global #========================================================================== _audit_creation_method SHELXL-97 _audit_creation_date '9 November 2005' #========================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'Cameron J. Kepert' _publ_contact_author_address ; School of Chemistry, F11 University of Sydney, NSW 2006, Australia ; _publ_contact_author_email c.kepert@chem.usyd.edu.au _publ_contact_author_phone +61-2-9351-5741 _publ_contact_author_fax +61-2-9351-3329 loop_ _publ_author_name _publ_author_address 'Neville, Suzanne M.' ; School of Chemistry, Monash University, PO Box 23, VIC 3800, Australia ; 'Halder, Gregory J.' ; School of Chemistry, University of Sydney, NSW 2006, Australia ; 'Kepert, Cameron J.' ; School of Chemistry, University of Sydney, NSW 2006, Australia ; 'Moubaraki, Boujemaa' ; School of Chemistry, Monash University, PO Box 23, VIC 3800, Australia ; 'Duriska, Martin B.' ; School of Chemistry, Monash University, PO Box 23, VIC 3800, Australia ; 'Murray, Keith S.' ; School of Chemistry, Monash University, PO Box 23, VIC 3800, Australia ; 'Cashion, John D.' ; School of Physics, Monash University, VIC 3800, Australia ; 'Chapman, Karena W.' ; APS, Argonne National Labs, Illinois, USA ; 'Létard, Jean François' ; ICMCB, France 33608 ; _publ_contact_letter ; ; _publ_requested_journal 'J. Am. Chem. Soc.' _publ_requested_category ? _publ_section_title ; A Flexible Iron(II) Spin Crossover Framework Material: Single-crystal to single-crystal Structural Transformation and Photomagnetic Study ; _publ_section_abstract ; ; _publ_section_comment ; ; _publ_section_exptl_prep ; ; _publ_section_exptl_refinement ; All of the H atoms were generated by the appropriate HFIX command and constrained in geometrically idealised positions with fixed isotropic parameters of 1.2U~eq~ of their parent ion. ; _publ_section_references ;Bruker (1997) SMART (Version 5.054) and SAINT-Plus (Version 6.45). Bruker AXS Inc., Madison, Wisconsin, USA. Bruker (2001) XCIF (Version 6.12). Bruker AXS Inc., Madison, Wisconsin, USA. Bruno, I. J., Cole, J. C., Edgington, P. R., Kessler, M., Macrae, C. F., McCabe, P., Pearson, J. and Taylor, R. (2002) Acta Cryst., B58, 389--397. Farrugia, L. J. (1997) J. Appl. Cryst., 30, 565--565. Sheldrick, G. M. (1990) Acta Cryst., A46, 467--473. Sheldrick, G. M. (1997) SHELXL97., University of Gottingen, Germany. Sheldrick, G. M. (1996) SADABS., University of Gottingen, Germany. ; _publ_section_figure_captions ; ; _publ_section_table_legends ; ; _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H24 Fe N6 O4 S2, 3(C2 H6 O1)' _chemical_formula_sum 'C32 H42 Fe N6 O7 S2' _chemical_formula_weight 742.69 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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pccn _symmetry_Int_Tables_number 56 _symmetry_space_group_name_Hall '-P 2ab 2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' 'x+1/2, -y, -z+1/2' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' '-x-1/2, y, z-1/2' 'x, -y-1/2, z-1/2' _cell_length_a 13.875(2) _cell_length_b 15.083(2) _cell_length_c 17.970(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3760.8(9) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 991 _cell_measurement_theta_min 2.701 _cell_measurement_theta_max 27.594 _exptl_crystal_description 'rectangular rod' _exptl_crystal_colour 'yellow' _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.312 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1560 _exptl_absorpt_coefficient_mu 0.563 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.904702 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'XPREP, Bruker 1995' _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_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 284 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4480 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0140 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 28.02 _reflns_number_total 4480 _reflns_number_gt 3529 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (BrukerAXS ,1997)' _computing_cell_refinement 'SMART (BrukerAXS ,1997)' _computing_data_reduction 'SAINT+ (BrukerAXS, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XPMA/ZORTEP, WebLab ViewerPro 3.7' _computing_publication_material 'CIFTAB' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1467P)^2^+4.0753P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4480 _refine_ls_number_parameters 217 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0764 _refine_ls_R_factor_gt 0.0624 _refine_ls_wR_factor_ref 0.2301 _refine_ls_wR_factor_gt 0.2085 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.2500 0.2500 0.25072(2) 0.0287(2) Uani 1 2 d S . . S1 S -0.03124(11) 0.05722(13) 0.27408(9) 0.1068(6) Uani 1 1 d . . . N1 N 0.13589(19) 0.15614(18) 0.25309(12) 0.0396(6) Uani 1 1 d . . . C1 C 0.0672(3) 0.1156(2) 0.26212(17) 0.0469(7) Uani 1 1 d . . . N10 N 0.32306(16) 0.17303(15) 0.33905(12) 0.0368(5) Uani 1 1 d . . . C10 C 0.3692(2) 0.2105(2) 0.39569(17) 0.0477(7) Uani 1 1 d . . . H10 H 0.3742 0.2733 0.3967 0.057 Uiso 1 1 calc R . . C11 C 0.4102(2) 0.1627(2) 0.45325(17) 0.0521(8) Uani 1 1 d . . . H11 H 0.4426 0.1925 0.4926 0.062 Uiso 1 1 calc R . . C12 C 0.4037(2) 0.0710(2) 0.45300(16) 0.0481(7) Uani 1 1 d . B . C13 C 0.3553(3) 0.0325(2) 0.3950(2) 0.0595(9) Uani 1 1 d . . . H13 H 0.3484 -0.0302 0.3930 0.071 Uiso 1 1 calc R . . C14 C 0.3166(3) 0.0848(2) 0.33952(18) 0.0521(8) Uani 1 1 d . . . H14 H 0.2836 0.0566 0.2997 0.063 Uiso 1 1 calc R . . C15 C 0.4491(3) 0.0143(3) 0.51241(18) 0.0582(10) Uani 1 1 d . . . H15 H 0.4553 0.0507 0.5587 0.070 Uiso 1 1 calc R A 3 O15B O 0.3856(4) -0.0592(4) 0.5277(3) 0.0749(17) Uani 0.50 1 d P B 3 H15B H 0.3899 -0.0736 0.5727 0.090 Uiso 0.50 1 d P C 3 O15A O 0.4599(6) 0.0721(6) 0.5790(3) 0.111(3) Uani 0.50 1 d P B 4 H15A H 0.4791 0.0412 0.6150 0.134 Uiso 0.50 1 d P D 4 N20 N 0.32619(15) 0.17586(15) 0.16170(12) 0.0353(5) Uani 1 1 d . . . C20 C 0.4197(2) 0.1872(2) 0.1496(2) 0.0607(10) Uani 1 1 d . . . H20 H 0.4548 0.2247 0.1823 0.073 Uiso 1 1 calc R . . C21 C 0.4685(3) 0.1467(3) 0.0914(3) 0.0700(12) Uani 1 1 d . . . H21 H 0.5349 0.1590 0.0836 0.084 Uiso 1 1 calc R . . C22 C 0.4211(2) 0.0891(2) 0.04509(16) 0.0431(6) Uani 1 1 d . F . C23 C 0.3256(2) 0.0769(3) 0.0583(2) 0.0640(11) Uani 1 1 d . . . H23 H 0.2892 0.0382 0.0274 0.077 Uiso 1 1 calc R . . C24 C 0.2814(2) 0.1204(3) 0.11640(19) 0.0598(10) Uani 1 1 d . . . H24 H 0.2147 0.1100 0.1244 0.072 Uiso 1 1 calc R . . C25 C 0.4744(3) 0.0412(2) -0.01587(18) 0.0495(8) Uani 1 1 d . . . H25 H 0.4263 0.0209 -0.0536 0.059 Uiso 1 1 calc R E 1 O25A O 0.5389(4) 0.0998(3) -0.0512(3) 0.0678(15) Uani 0.50 1 d P F 1 H25A H 0.5258 0.1036 -0.0967 0.081 Uiso 0.50 1 d P G 1 O25B O 0.4090(4) 0.0157(4) -0.0687(3) 0.0692(16) Uani 0.50 1 d P F 2 H25B H 0.4372 0.0084 -0.1095 0.083 Uiso 0.50 1 d P H 2 O50B O 0.1051(7) 0.8977(7) 0.1771(6) 0.232 Uiso 0.50 1 d P I 3 H50B H 0.1018 0.9147 0.1310 0.349 Uiso 0.50 1 d P J 3 C50B C 0.1237(12) 0.8213(11) 0.2029(9) 0.127 Uiso 0.50 1 d P I 3 H50A H 0.1669 0.7858 0.1708 0.153 Uiso 0.50 1 calc PR I 3 H50C H 0.0655 0.7869 0.2167 0.153 Uiso 0.50 1 calc PR I 3 C51B C 0.1761(12) 0.8651(10) 0.2713(10) 0.224 Uiso 0.50 1 d P I 3 H51A H 0.1511 0.9222 0.2757 0.269 Uiso 0.50 1 d P K 3 H51B H 0.2459 0.8679 0.2532 0.269 Uiso 0.50 1 d P L 3 H51C H 0.1699 0.8260 0.3102 0.269 Uiso 0.50 1 d P M 3 O50A O 0.1051(7) 0.8977(7) 0.1771(6) 0.232 Uiso 0.50 1 d P N 4 H1 H 0.0797 0.9374 0.2040 0.279 Uiso 0.50 1 d P O 4 C50A C 0.2016(17) 0.8947(15) 0.1963(13) 0.172 Uiso 0.50 1 d P N 4 H2 H 0.2336 0.9534 0.1952 0.206 Uiso 0.50 1 calc PR N 4 H3 H 0.2391 0.8505 0.1677 0.206 Uiso 0.50 1 calc PR N 4 C51A C 0.1761(12) 0.8651(10) 0.2713(10) 0.224 Uiso 0.50 1 d P N 4 H51D H 0.1393 0.9087 0.2911 0.269 Uiso 0.50 1 d P P 4 H51E H 0.2357 0.8507 0.2947 0.269 Uiso 0.50 1 d P Q 4 H51F H 0.1390 0.8087 0.2614 0.269 Uiso 0.50 1 d P R 4 O60 O 0.2105(18) -0.2224(15) 0.4987(11) 0.240 Uiso 0.50 1 d PD . . H60 H 0.1753 -0.2853 0.5071 0.288 Uiso 0.50 1 d P . . C60 C 0.2062(19) -0.2915(18) 0.4409(16) 0.225 Uiso 0.50 1 d PD . . H60A H 0.2337 -0.2710 0.3931 0.270 Uiso 0.50 1 calc PR . . H60B H 0.1396 -0.3132 0.4329 0.270 Uiso 0.50 1 calc PR . . C61 C 0.270(2) -0.3616(14) 0.4786(18) 0.222 Uiso 0.50 1 d PD . . H61A H 0.3192 -0.3871 0.4581 0.267 Uiso 0.50 1 d P . . H61B H 0.2234 -0.4095 0.5040 0.267 Uiso 0.50 1 d P . . H61C H 0.2972 -0.3365 0.5344 0.267 Uiso 0.50 1 d P . . 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 Fe1 0.0294(3) 0.0323(3) 0.0244(3) 0.000 0.000 0.00924(18) S1 0.0848(9) 0.1405(14) 0.0950(10) 0.0250(9) -0.0167(7) -0.0655(9) N1 0.0413(13) 0.0414(13) 0.0361(12) 0.0040(9) -0.0007(8) 0.0026(11) C1 0.0523(18) 0.0537(17) 0.0348(13) 0.0038(12) -0.0089(12) -0.0068(14) N10 0.0396(12) 0.0397(12) 0.0311(11) 0.0003(9) -0.0062(9) 0.0151(9) C10 0.0557(17) 0.0475(16) 0.0397(14) 0.0009(12) -0.0125(13) 0.0110(13) C11 0.0546(17) 0.064(2) 0.0375(14) 0.0026(14) -0.0140(13) 0.0121(15) C12 0.0463(16) 0.0641(19) 0.0339(14) 0.0102(13) 0.0004(11) 0.0260(14) C13 0.080(2) 0.0451(16) 0.0532(18) 0.0069(14) -0.0124(17) 0.0215(16) C14 0.071(2) 0.0414(15) 0.0440(16) -0.0007(12) -0.0175(14) 0.0164(14) C15 0.058(2) 0.081(3) 0.0351(14) 0.0188(15) 0.0034(14) 0.0355(19) O15B 0.061(3) 0.090(4) 0.073(3) 0.047(3) -0.002(3) 0.020(3) O15A 0.134(6) 0.170(7) 0.029(2) 0.006(3) -0.002(3) 0.111(6) N20 0.0340(11) 0.0400(11) 0.0320(11) -0.0053(9) -0.0006(8) 0.0108(9) C20 0.0403(15) 0.063(2) 0.079(2) -0.0375(18) 0.0111(15) 0.0006(14) C21 0.0445(17) 0.071(2) 0.095(3) -0.040(2) 0.0255(18) -0.0038(16) C22 0.0459(15) 0.0463(15) 0.0371(14) -0.0050(12) 0.0038(11) 0.0188(12) C23 0.0411(16) 0.100(3) 0.0514(19) -0.0392(19) -0.0055(13) 0.0101(17) C24 0.0320(13) 0.095(3) 0.0525(18) -0.0349(18) 0.0005(13) 0.0030(16) C25 0.0546(18) 0.0564(19) 0.0374(14) -0.0081(13) 0.0042(13) 0.0218(15) O25A 0.093(4) 0.062(3) 0.048(3) -0.003(2) 0.028(3) 0.022(3) O25B 0.067(3) 0.107(4) 0.033(2) -0.022(2) -0.008(2) 0.039(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N1 2.124(3) . ? Fe1 N1 2.124(3) 2 ? Fe1 N10 2.212(2) . ? Fe1 N10 2.212(2) 2 ? Fe1 N20 2.220(2) 2 ? Fe1 N20 2.220(2) . ? S1 C1 1.639(4) . ? N1 C1 1.144(4) . ? N10 C10 1.328(4) . ? N10 C14 1.334(4) . ? C10 C11 1.383(4) . ? C10 H10 0.9500 . ? C11 C12 1.387(5) . ? C11 H11 0.9500 . ? C12 C13 1.368(5) . ? C12 C15 1.505(4) . ? C13 C14 1.381(4) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 O15B 1.443(7) . ? C15 O15A 1.487(8) . ? C15 C15 1.544(7) 5_656 ? C15 H15 1.0000 . ? O15B H15B 0.8389 . ? O15A H15A 0.8398 . ? N20 C24 1.322(4) . ? N20 C20 1.326(4) . ? C20 C21 1.388(4) . ? C20 H20 0.9500 . ? C21 C22 1.372(5) . ? C21 H21 0.9500 . ? C22 C23 1.359(5) . ? C22 C25 1.506(4) . ? C23 C24 1.378(4) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 O25B 1.369(6) . ? C25 O25A 1.409(7) . ? C25 C25 1.541(6) 5_655 ? C25 H25 1.0000 . ? O25A H25A 0.8404 . ? O25B H25B 0.8383 . ? O50B C50B 1.269(16) . ? O50B H50B 0.8688 . ? O50B H1 0.8458 . ? C50B C51B 1.57(2) . ? C50B H50A 0.9900 . ? C50B H50C 0.9900 . ? C50B H51F 1.0890 . ? C51B H51A 0.9325 . ? C51B H51B 1.0212 . ? C51B H51C 0.9194 . ? C51B H51D 0.9067 . ? C51B H51E 0.9527 . ? C51B H51F 1.0097 . ? C50A H51B 1.2589 . ? C50A H2 0.9900 . ? C50A H3 0.9900 . ? O60 C60 1.47(3) . ? O60 H60 1.0773 . ? C60 C61 1.536(18) . ? C60 H60 1.2675 . ? C60 H60A 0.9900 . ? C60 H60B 0.9900 . ? C61 H61A 0.8663 . ? C61 H61B 1.0713 . ? C61 H61C 1.1372 . ? 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 N1 Fe1 N1 177.70(11) . 2 ? N1 Fe1 N10 88.71(9) . . ? N1 Fe1 N10 89.64(9) 2 . ? N1 Fe1 N10 89.64(9) . 2 ? N1 Fe1 N10 88.71(9) 2 2 ? N10 Fe1 N10 88.31(11) . 2 ? N1 Fe1 N20 89.72(9) . 2 ? N1 Fe1 N20 91.93(9) 2 2 ? N10 Fe1 N20 178.40(8) . 2 ? N10 Fe1 N20 91.98(9) 2 2 ? N1 Fe1 N20 91.93(9) . . ? N1 Fe1 N20 89.72(9) 2 . ? N10 Fe1 N20 91.98(9) . . ? N10 Fe1 N20 178.40(8) 2 . ? N20 Fe1 N20 87.78(11) 2 . ? C1 N1 Fe1 168.5(3) . . ? N1 C1 S1 179.4(3) . . ? C10 N10 C14 116.9(2) . . ? C10 N10 Fe1 123.20(19) . . ? C14 N10 Fe1 119.80(19) . . ? N10 C10 C11 123.4(3) . . ? N10 C10 H10 118.3 . . ? C11 C10 H10 118.3 . . ? C10 C11 C12 119.3(3) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C13 C12 C11 117.3(3) . . ? C13 C12 C15 120.3(3) . . ? C11 C12 C15 122.4(3) . . ? C12 C13 C14 119.9(3) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? N10 C14 C13 123.3(3) . . ? N10 C14 H14 118.4 . . ? C13 C14 H14 118.4 . . ? O15B C15 O15A 111.0(5) . . ? O15B C15 C12 108.4(4) . . ? O15A C15 C12 106.3(4) . . ? O15B C15 C15 113.5(5) . 5_656 ? O15A C15 C15 107.7(5) . 5_656 ? C12 C15 C15 109.7(3) . 5_656 ? O15B C15 H15 108.4 . . ? C12 C15 H15 108.4 . . ? C15 C15 H15 108.4 5_656 . ? C15 O15B H15B 109.8 . . ? C15 O15A H15A 109.1 . . ? C24 N20 C20 116.1(3) . . ? C24 N20 Fe1 122.59(19) . . ? C20 N20 Fe1 121.2(2) . . ? N20 C20 C21 123.0(3) . . ? N20 C20 H20 118.5 . . ? C21 C20 H20 118.5 . . ? C22 C21 C20 120.1(3) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C23 C22 C21 116.6(3) . . ? C23 C22 C25 122.7(3) . . ? C21 C22 C25 120.6(3) . . ? C22 C23 C24 120.1(3) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? N20 C24 C23 124.0(3) . . ? N20 C24 H24 118.0 . . ? C23 C24 H24 118.0 . . ? O25B C25 O25A 106.6(4) . . ? O25B C25 C22 108.3(3) . . ? O25A C25 C22 109.8(3) . . ? O25B C25 C25 109.6(4) . 5_655 ? O25A C25 C25 112.4(4) . 5_655 ? C22 C25 C25 110.1(3) . 5_655 ? O25A C25 H25 108.1 . . ? C22 C25 H25 108.1 . . ? C25 C25 H25 108.1 5_655 . ? C25 O25A H25A 110.1 . . ? C25 O25B H25B 109.5 . . ? C50B O50B H50B 128.9 . . ? C50B O50B H1 121.3 . . ? H50B O50B H1 108.2 . . ? O50B C50B C51B 89.9(13) . . ? O50B C50B H50A 113.7 . . ? C51B C50B H50A 113.7 . . ? O50B C50B H50C 113.7 . . ? C51B C50B H50C 113.7 . . ? H50A C50B H50C 110.9 . . ? O50B C50B H51F 123.4 . . ? H50A C50B H51F 110.5 . . ? H50C C50B H51F 80.0 . . ? C50B C51B H51A 106.4 . . ? C50B C51B H51B 102.0 . . ? H51A C51B H51B 109.9 . . ? C50B C51B H51C 106.3 . . ? H51A C51B H51C 119.6 . . ? H51B C51B H51C 111.0 . . ? C50B C51B H51D 110.5 . . ? H51B C51B H51D 128.9 . . ? H51C C51B H51D 96.6 . . ? C50B C51B H51E 130.6 . . ? H51A C51B H51E 119.7 . . ? H51C C51B H51E 66.4 . . ? H51D C51B H51E 118.8 . . ? H51A C51B H51F 127.1 . . ? H51B C51B H51F 117.6 . . ? H51C C51B H51F 63.0 . . ? H51D C51B H51F 113.1 . . ? H51E C51B H51F 109.2 . . ? H51B C50A H2 94.9 . . ? H51B C50A H3 87.1 . . ? H2 C50A H3 110.9 . . ? C60 O60 H60 57.1 . . ? O60 C60 C61 98.8(17) . . ? O60 C60 H60 45.5 . . ? C61 C60 H60 80.3 . . ? O60 C60 H60A 112.0 . . ? C61 C60 H60A 112.0 . . ? H60 C60 H60A 157.2 . . ? O60 C60 H60B 112.0 . . ? C61 C60 H60B 112.0 . . ? H60 C60 H60B 81.2 . . ? H60A C60 H60B 109.7 . . ? C60 C61 H61A 124.9 . . ? C60 C61 H61B 107.7 . . ? H61A C61 H61B 110.9 . . ? C60 C61 H61C 110.6 . . ? H61A C61 H61C 105.2 . . ? H61B C61 H61C 92.8 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O25A H25A S1 0.84 2.43 3.207(5) 155.0 7_655 O25B H25B S1 0.84 2.57 3.354(6) 155.5 7_655 O15A H15A S1 0.84 2.96 3.650(6) 140.9 7_656 O15B H15B O50B 0.84 1.93 2.765(12) 177.1 7_646 O50A H1 S1 0.85 2.69 3.522(10) 169.1 1_565 O50B H50B O15B 0.87 1.91 2.765(12) 170.2 7_665 O60 H60 O15B 1.08 2.52 3.59(3) 172.6 2_545 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 28.02 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.701 _refine_diff_density_min -0.989 _refine_diff_density_rms 0.081