Supplementary Material (ESI) for Organic and Biomolecular Chemistry This jounal is (C) The Royal Society of Chemistry data_global _publ_contact_author_email uno@dpc.ehime-u.ac.jp _publ_contact_author_name 'Dr Hidemitsu Uno' _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _audit_creation_method 'by teXsan' _publ_contact_author_address ; Integrated Center for Sciences Ehime university 2-5 Bunkyo-cho Matsuyama Ehime prefecture 790-8577 JAPAN ; _publ_contact_author_fax +81-89-927-9660 _publ_contact_author_phone +81-89-927-9670 _publ_section_title ; Oligocyclization of 2-(Hydroxymethyl)pyrroles with Electron-withdrawing Groups at Æ Ã -Positions: Formation and Structural Elucidation of Porphyrinogens and Hexaphyrinogens ; #============================================================================== loop_ _publ_author_name _publ_author_footnote _publ_author_address H.Uno ; Corresponding Author ; ; Division of Synthesis and Analysis, Department of Material Science, Integrated Center for Sciences, Ehime University, and CREST, Japan Science Technology Corporation (JST)Japan 2-5 Bunkyo-cho, Matsuyama 790-8577, Japan. ; K.Inoue ; ? ; ; Department of Chemistry, Faculty of Science, Ehime University, 2-5 Bunkyo-cho, Matsuyama 790-8577, Japan. ; T.Inoue ; ? ; ; Department of Chemistry, Faculty of Science, Ehime University, 2-5 Bunkyo-cho, Matsuyama 790-8577, Japan. ; N.Ono ; ? ; ; Department of Chemistry, Faculty of Science, Ehime University, 2-5 Bunkyo-cho, Matsuyama 790-8577, Japan. ; #============================================================================== data_3d-2EtOH _database_code_CSD 213884 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C60 H44 F20 N4 O10 ' _chemical_formula_moiety 'C56 H32 F20 N4 O8, 2(C2 H6 O) ' _chemical_formula_weight 1361.00 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 8.728(1) _cell_length_b 11.841(1) _cell_length_c 14.929(2) _cell_angle_alpha 71.632(9) _cell_angle_beta 80.69(1) _cell_angle_gamma 81.70(1) _cell_volume 1437.9(3) _cell_formula_units_Z 1 _cell_measurement_reflns_used 5863 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 123.2 #------------------------------------------------------------------------------ _exptl_crystal_description Platelet _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.450 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.572 _exptl_crystal_F_000 692 _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.149 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Jacobson, 1998)' _exptl_absorpt_correction_T_min 0.787 _exptl_absorpt_correction_T_max 0.971 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku/MSC Mercury CCD' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 14.62 _diffrn_reflns_number 10249 _diffrn_reflns_av_R_equivalents 0.021 _diffrn_reflns_theta_max 27.48 _diffrn_measured_fraction_theta_max 0.9138 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.9138 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). Hydrogen atoms of ethyl groups are placed at the caluculated positions with 1.2 Beq of the attached atoms and others are refined isotropically. ; _reflns_number_total 6023 _reflns_number_gt 4923 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0551 _refine_ls_wR_factor_ref 0.1264 _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 6023 _refine_ls_number_parameters 448 _refine_ls_goodness_of_fit_ref 1.403 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0002 _refine_diff_density_max 0.23 _refine_diff_density_min -0.23 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; F F 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F(1) F 0.4933(1) 0.3408(1) 0.20230(8) 0.0288(3) Uani 1.00 d . . . F(2) F 0.3566(2) 0.3811(1) 0.04563(9) 0.0428(4) Uani 1.00 d . . . F(3) F 0.0532(2) 0.3506(1) 0.0588(1) 0.0513(5) Uani 1.00 d . . . F(4) F -0.1180(2) 0.2780(1) 0.2338(1) 0.0443(4) Uani 1.00 d . . . F(5) F 0.0138(1) 0.2428(1) 0.39122(9) 0.0295(3) Uani 1.00 d . . . F(6) F 0.5578(1) 0.8362(1) 0.26127(9) 0.0309(4) Uani 1.00 d . . . F(7) F 0.6101(2) 1.0293(1) 0.1140(1) 0.0578(5) Uani 1.00 d . . . F(8) F 0.3741(3) 1.1499(1) 0.0106(1) 0.0766(6) Uani 1.00 d . . . F(9) F 0.0867(2) 1.0712(1) 0.0572(1) 0.0645(6) Uani 1.00 d . . . F(10) F 0.0327(2) 0.8752(1) 0.20421(9) 0.0357(4) Uani 1.00 d . . . O(1) O 0.6981(2) 0.0715(1) 0.39667(10) 0.0220(4) Uani 1.00 d . . . O(2) O 0.4996(2) 0.0802(1) 0.3154(1) 0.0271(4) Uani 1.00 d . . . O(3) O 0.2098(2) 0.6680(1) 0.16150(9) 0.0208(4) Uani 1.00 d . . . O(4) O 0.0280(2) 0.5541(1) 0.25670(10) 0.0225(4) Uani 1.00 d . . . O(5) O 0.2816(2) 0.4537(1) 0.65124(9) 0.0227(4) Uani 1.00 d . . . N(1) N 0.4022(2) 0.3147(1) 0.5113(1) 0.0151(4) Uani 1.00 d . . . N(2) N 0.2609(2) 0.6147(1) 0.4657(1) 0.0148(4) Uani 1.00 d . . . C(1) C 0.5177(2) 0.2328(2) 0.4902(1) 0.0143(4) Uani 1.00 d . . . C(2) C 0.4797(2) 0.2059(2) 0.4136(1) 0.0154(4) Uani 1.00 d . . . C(3) C 0.3358(2) 0.2760(2) 0.3880(1) 0.0151(4) Uani 1.00 d . . . C(4) C 0.2910(2) 0.3420(2) 0.4502(1) 0.0151(4) Uani 1.00 d . . . C(5) C 0.1560(2) 0.4344(2) 0.4560(1) 0.0156(5) Uani 1.00 d . . . C(6) C 0.1988(2) 0.5604(2) 0.4142(1) 0.0147(4) Uani 1.00 d . . . C(7) C 0.1977(2) 0.6374(2) 0.3236(1) 0.0153(4) Uani 1.00 d . . . C(8) C 0.2664(2) 0.7417(2) 0.3205(1) 0.0151(4) Uani 1.00 d . . . C(9) C 0.3008(2) 0.7260(2) 0.4106(1) 0.0148(4) Uani 1.00 d . . . C(10) C 0.3478(2) 0.8135(2) 0.4525(1) 0.0167(5) Uani 1.00 d . . . C(11) C 0.5571(2) 0.1150(2) 0.3691(1) 0.0173(5) Uani 1.00 d . . . C(12) C 0.7806(3) -0.0233(2) 0.3596(2) 0.0268(6) Uani 1.00 d . . . C(13) C 0.9345(3) -0.0546(2) 0.3980(2) 0.0339(6) Uani 1.00 d . . . C(14) C 0.2599(2) 0.2887(2) 0.3033(1) 0.0177(5) Uani 1.00 d . . . C(15) C 0.3424(2) 0.3232(2) 0.2129(1) 0.0212(5) Uani 1.00 d . . . C(16) C 0.2745(3) 0.3429(2) 0.1312(1) 0.0277(6) Uani 1.00 d . . . C(17) C 0.1194(3) 0.3272(2) 0.1385(2) 0.0309(6) Uani 1.00 d . . . C(18) C 0.0337(3) 0.2918(2) 0.2263(2) 0.0290(6) Uani 1.00 d . . . C(19) C 0.1043(2) 0.2735(2) 0.3069(1) 0.0215(5) Uani 1.00 d . . . C(20) C 0.1352(2) 0.6145(2) 0.2459(1) 0.0163(4) Uani 1.00 d . . . C(21) C 0.1443(3) 0.6663(2) 0.0781(1) 0.0255(5) Uani 1.00 d . . . C(22) C 0.2505(4) 0.7252(4) -0.0049(2) 0.078(1) Uani 1.00 d . . . C(23) C 0.2922(2) 0.8496(2) 0.2395(1) 0.0199(5) Uani 1.00 d . . . C(24) C 0.4375(3) 0.8931(2) 0.2131(1) 0.0260(6) Uani 1.00 d . . . C(25) C 0.4672(3) 0.9931(2) 0.1371(2) 0.0387(7) Uani 1.00 d . . . C(26) C 0.3485(4) 1.0530(2) 0.0850(2) 0.0443(8) Uani 1.00 d . . . C(27) C 0.2033(4) 1.0134(2) 0.1081(2) 0.0418(7) Uani 1.00 d . . . C(28) C 0.1756(3) 0.9124(2) 0.1840(1) 0.0272(6) Uani 1.00 d . . . C(29) C 0.3761(3) 0.4821(2) 0.7102(2) 0.0288(6) Uani 1.00 d . . . C(30) C 0.3436(3) 0.4151(2) 0.8133(2) 0.0362(7) Uani 1.00 d . . . H(1) H 0.393(3) 0.338(2) 0.560(2) 0.021(6) Uiso 1.00 d . . . H(2) H 0.271(3) 0.580(2) 0.523(2) 0.026(6) Uiso 1.00 d . . . H(3) H 0.115(3) 0.421(2) 0.528(2) 0.024(6) Uiso 1.00 d . . . H(4) H 0.075(2) 0.423(2) 0.422(1) 0.013(5) Uiso 1.00 d . . . H(5) H 0.259(3) 0.839(2) 0.493(1) 0.015(5) Uiso 1.00 d . . . H(6) H 0.372(3) 0.883(2) 0.401(2) 0.022(6) Uiso 1.00 d . . . H(7) H 0.7960 0.0036 0.2920 0.0323 Uiso 1.00 calc . . . H(8) H 0.7229 -0.0912 0.3803 0.0323 Uiso 1.00 calc . . . H(9) H 0.9956 0.0113 0.3717 0.0409 Uiso 1.00 calc . . . H(10) H 0.9882 -0.1224 0.3818 0.0409 Uiso 1.00 calc . . . H(11) H 0.9178 -0.0720 0.4654 0.0409 Uiso 1.00 calc . . . H(12) H 0.1381 0.5863 0.0795 0.0310 Uiso 1.00 calc . . . H(13) H 0.0429 0.7085 0.0760 0.0310 Uiso 1.00 calc . . . H(14) H 0.3475 0.6778 -0.0056 0.0986 Uiso 1.00 calc . . . H(15) H 0.2650 0.8016 -0.0015 0.0986 Uiso 1.00 calc . . . H(16) H 0.2060 0.7345 -0.0613 0.0986 Uiso 1.00 calc . . . H(17) H 0.1905 0.4456 0.6794 0.0349 Uiso 1.00 calc . . . H(18) H 0.3569 0.5653 0.7034 0.0349 Uiso 1.00 calc . . . H(19) H 0.4829 0.4636 0.6894 0.0349 Uiso 1.00 calc . . . H(20) H 0.2395 0.4371 0.8364 0.0437 Uiso 1.00 calc . . . H(21) H 0.3575 0.3316 0.8210 0.0437 Uiso 1.00 calc . . . H(22) H 0.4138 0.4337 0.8479 0.0437 Uiso 1.00 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 F(1) 0.0259(7) 0.0412(7) 0.0210(6) -0.0089(6) -0.0004(5) -0.0107(5) F(2) 0.0547(10) 0.0581(9) 0.0164(6) -0.0098(7) -0.0054(6) -0.0102(6) F(3) 0.061(1) 0.065(1) 0.0359(8) -0.0073(8) -0.0322(8) -0.0141(7) F(4) 0.0297(8) 0.0601(10) 0.0508(9) -0.0111(7) -0.0211(7) -0.0168(8) F(5) 0.0236(7) 0.0385(7) 0.0284(7) -0.0124(5) -0.0028(5) -0.0090(6) F(6) 0.0280(7) 0.0352(7) 0.0330(7) -0.0120(6) -0.0009(6) -0.0125(6) F(7) 0.082(1) 0.0525(10) 0.0416(9) -0.0460(9) 0.0181(8) -0.0131(8) F(8) 0.155(2) 0.0309(8) 0.0335(9) -0.021(1) -0.005(1) 0.0072(7) F(9) 0.105(2) 0.0406(9) 0.0394(9) 0.0253(9) -0.0386(10) 0.0005(7) F(10) 0.0346(8) 0.0395(7) 0.0345(7) 0.0115(6) -0.0191(6) -0.0123(6) O(1) 0.0221(7) 0.0228(7) 0.0271(8) 0.0059(6) -0.0086(6) -0.0167(6) O(2) 0.0292(8) 0.0287(8) 0.0327(8) 0.0047(6) -0.0136(7) -0.0209(7) O(3) 0.0230(7) 0.0282(7) 0.0136(7) -0.0076(6) -0.0035(5) -0.0066(6) O(4) 0.0219(7) 0.0269(7) 0.0205(7) -0.0076(6) -0.0064(6) -0.0057(6) O(5) 0.0234(8) 0.0297(8) 0.0159(7) -0.0067(6) -0.0015(6) -0.0066(6) N(1) 0.0165(8) 0.0165(8) 0.0145(8) 0.0010(6) -0.0046(6) -0.0077(6) N(2) 0.0159(8) 0.0160(8) 0.0129(8) 0.0003(6) -0.0043(6) -0.0045(6) C(1) 0.0153(9) 0.0124(8) 0.0159(9) -0.0019(7) -0.0022(7) -0.0048(7) C(2) 0.0157(9) 0.0154(8) 0.0161(9) -0.0015(7) -0.0031(7) -0.0053(7) C(3) 0.0177(9) 0.0135(8) 0.0154(9) -0.0037(7) -0.0039(7) -0.0044(7) C(4) 0.0166(9) 0.0139(8) 0.0155(9) -0.0022(7) -0.0041(7) -0.0039(7) C(5) 0.0132(9) 0.0169(9) 0.0172(9) -0.0013(7) -0.0024(7) -0.0056(7) C(6) 0.0102(8) 0.0185(9) 0.0173(9) 0.0004(7) -0.0027(7) -0.0081(7) C(7) 0.0136(9) 0.0170(9) 0.0159(9) 0.0013(7) -0.0034(7) -0.0060(7) C(8) 0.0147(9) 0.0156(8) 0.0151(9) 0.0012(7) -0.0045(7) -0.0046(7) C(9) 0.0134(9) 0.0156(8) 0.0156(9) 0.0017(7) -0.0036(7) -0.0052(7) C(10) 0.0200(10) 0.0163(9) 0.0156(9) 0.0014(7) -0.0055(8) -0.0071(8) C(11) 0.0186(10) 0.0165(9) 0.0164(9) -0.0010(7) -0.0035(7) -0.0040(7) C(12) 0.027(1) 0.025(1) 0.033(1) 0.0063(9) -0.0054(9) -0.0191(9) C(13) 0.030(1) 0.039(1) 0.036(1) 0.0142(10) -0.011(1) -0.020(1) C(14) 0.0211(10) 0.0149(9) 0.0197(10) -0.0002(7) -0.0078(8) -0.0069(7) C(15) 0.023(1) 0.0222(10) 0.0220(10) -0.0025(8) -0.0061(8) -0.0099(8) C(16) 0.039(1) 0.028(1) 0.0170(10) -0.0043(9) -0.0047(9) -0.0078(8) C(17) 0.044(1) 0.032(1) 0.024(1) 0.0009(10) -0.022(1) -0.0100(9) C(18) 0.026(1) 0.030(1) 0.038(1) -0.0022(9) -0.0186(10) -0.0127(10) C(19) 0.023(1) 0.0198(9) 0.023(1) -0.0034(8) -0.0062(8) -0.0061(8) C(20) 0.0169(9) 0.0155(9) 0.0168(9) 0.0005(7) -0.0047(7) -0.0047(7) C(21) 0.033(1) 0.030(1) 0.0161(10) -0.0092(9) -0.0095(8) -0.0054(8) C(22) 0.067(2) 0.158(4) 0.019(1) -0.071(3) 0.001(1) -0.016(2) C(23) 0.032(1) 0.0159(9) 0.0135(9) -0.0012(8) -0.0052(8) -0.0060(7) C(24) 0.042(1) 0.0196(10) 0.019(1) -0.0070(9) -0.0007(9) -0.0083(8) C(25) 0.064(2) 0.028(1) 0.027(1) -0.023(1) 0.007(1) -0.0095(10) C(26) 0.092(2) 0.017(1) 0.021(1) -0.011(1) -0.003(1) 0.0002(9) C(27) 0.079(2) 0.023(1) 0.021(1) 0.010(1) -0.021(1) -0.0033(9) C(28) 0.041(1) 0.021(1) 0.021(1) 0.0042(9) -0.0090(9) -0.0081(8) C(29) 0.026(1) 0.039(1) 0.024(1) -0.0087(9) -0.0071(9) -0.0091(10) C(30) 0.051(2) 0.040(1) 0.020(1) -0.008(1) -0.011(1) -0.0075(10) #------------------------------------------------------------------------------ _computing_data_collection CRYSTALCLEAR _computing_cell_refinement CRYSTALCLEAR _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR97 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics 'Ortep-3 and Mercury ' #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag F(1) C(15) 1.339(2) . . yes F(2) C(16) 1.335(3) . . yes F(3) C(17) 1.339(2) . . yes F(4) C(18) 1.340(3) . . yes F(5) C(19) 1.347(2) . . yes F(6) C(24) 1.344(3) . . yes F(7) C(25) 1.334(3) . . yes F(8) C(26) 1.338(3) . . yes F(9) C(27) 1.343(3) . . yes F(10) C(28) 1.339(3) . . yes O(1) C(11) 1.340(2) . . yes O(1) C(12) 1.454(2) . . yes O(2) C(11) 1.210(2) . . yes O(3) C(20) 1.328(2) . . yes O(3) C(21) 1.458(2) . . yes O(4) C(20) 1.219(2) . . yes O(5) C(29) 1.439(2) . . yes O(5) H(17) 0.840 . . no N(1) C(1) 1.365(2) . . yes N(1) C(4) 1.374(2) . . yes N(1) H(1) 0.84(2) . . no N(2) C(6) 1.358(2) . . yes N(2) C(9) 1.376(2) . . yes N(2) H(2) 0.84(3) . . no C(1) C(2) 1.380(3) . . yes C(1) C(10) 1.501(3) . 2_666 yes C(2) C(3) 1.437(3) . . yes C(2) C(11) 1.467(3) . . yes C(3) C(4) 1.369(3) . . yes C(3) C(14) 1.478(2) . . yes C(4) C(5) 1.499(3) . . yes C(5) C(6) 1.502(3) . . yes C(5) H(3) 1.04(2) . . no C(5) H(4) 0.98(2) . . no C(6) C(7) 1.373(3) . . yes C(7) C(8) 1.434(3) . . yes C(7) C(20) 1.471(2) . . yes C(8) C(9) 1.375(3) . . yes C(8) C(23) 1.472(3) . . yes C(9) C(10) 1.499(3) . . yes C(10) H(5) 0.98(2) . . no C(10) H(6) 0.95(2) . . no C(12) C(13) 1.497(3) . . yes C(12) H(7) 0.950 . . no C(12) H(8) 0.952 . . no C(13) H(9) 0.951 . . no C(13) H(10) 0.949 . . no C(13) H(11) 0.952 . . no C(14) C(15) 1.390(3) . . yes C(14) C(19) 1.386(3) . . yes C(15) C(16) 1.382(3) . . yes C(16) C(17) 1.375(3) . . yes C(17) C(18) 1.371(3) . . yes C(18) C(19) 1.383(3) . . yes C(21) C(22) 1.467(4) . . yes C(21) H(12) 0.950 . . no C(21) H(13) 0.951 . . no C(22) H(14) 0.946 . . no C(22) H(15) 0.949 . . no C(22) H(16) 0.952 . . no C(23) C(24) 1.389(3) . . yes C(23) C(28) 1.392(3) . . yes C(24) C(25) 1.379(3) . . yes C(25) C(26) 1.373(4) . . yes C(26) C(27) 1.369(4) . . yes C(27) C(28) 1.383(3) . . yes C(29) C(30) 1.494(3) . . yes C(29) H(18) 0.951 . . no C(29) H(19) 0.951 . . no C(30) H(20) 0.948 . . no C(30) H(21) 0.950 . . no C(30) H(22) 0.951 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(11) O(1) C(12) 116.3(1) . . . yes C(20) O(3) C(21) 116.9(1) . . . yes C(29) O(5) H(17) 109.7 . . . no C(1) N(1) C(4) 111.1(2) . . . yes C(1) N(1) H(1) 124(1) . . . no C(4) N(1) H(1) 123(1) . . . no C(6) N(2) C(9) 110.8(2) . . . yes C(6) N(2) H(2) 120(1) . . . no C(9) N(2) H(2) 129(1) . . . no N(1) C(1) C(2) 106.9(2) . . . yes N(1) C(1) C(10) 121.6(2) . . 2_666 yes C(2) C(1) C(10) 131.5(2) . . 2_666 yes C(1) C(2) C(3) 107.5(2) . . . yes C(1) C(2) C(11) 128.7(2) . . . yes C(3) C(2) C(11) 123.5(2) . . . yes C(2) C(3) C(4) 107.2(2) . . . yes C(2) C(3) C(14) 127.1(2) . . . yes C(4) C(3) C(14) 125.3(2) . . . yes N(1) C(4) C(3) 107.3(2) . . . yes N(1) C(4) C(5) 121.1(2) . . . yes C(3) C(4) C(5) 131.5(2) . . . yes C(4) C(5) C(6) 113.4(2) . . . yes C(4) C(5) H(3) 107(1) . . . no C(4) C(5) H(4) 108(1) . . . no C(6) C(5) H(3) 107(1) . . . no C(6) C(5) H(4) 109(1) . . . no H(3) C(5) H(4) 110(1) . . . no N(2) C(6) C(5) 121.4(2) . . . yes N(2) C(6) C(7) 107.5(2) . . . yes C(5) C(6) C(7) 130.9(2) . . . yes C(6) C(7) C(8) 107.4(2) . . . yes C(6) C(7) C(20) 125.0(2) . . . yes C(8) C(7) C(20) 127.5(2) . . . yes C(7) C(8) C(9) 107.1(2) . . . yes C(7) C(8) C(23) 128.4(2) . . . yes C(9) C(8) C(23) 124.5(2) . . . yes N(2) C(9) C(8) 107.1(2) . . . yes N(2) C(9) C(10) 122.1(2) . . . yes C(8) C(9) C(10) 130.1(2) . . . yes C(1) C(10) C(9) 114.7(2) 2_666 . . yes C(1) C(10) H(5) 108(1) 2_666 . . no C(1) C(10) H(6) 110(1) 2_666 . . no C(9) C(10) H(5) 109(1) . . . no C(9) C(10) H(6) 106(1) . . . no H(5) C(10) H(6) 106(1) . . . no O(1) C(11) O(2) 123.2(2) . . . yes O(1) C(11) C(2) 112.5(2) . . . yes O(2) C(11) C(2) 124.3(2) . . . yes O(1) C(12) C(13) 106.4(2) . . . yes O(1) C(12) H(7) 110.4 . . . no O(1) C(12) H(8) 110.3 . . . no C(13) C(12) H(7) 110.3 . . . no C(13) C(12) H(8) 110.2 . . . no H(7) C(12) H(8) 109.2 . . . no C(12) C(13) H(9) 109.5 . . . no C(12) C(13) H(10) 109.8 . . . no C(12) C(13) H(11) 109.5 . . . no H(9) C(13) H(10) 109.4 . . . no H(9) C(13) H(11) 109.2 . . . no H(10) C(13) H(11) 109.4 . . . no C(3) C(14) C(15) 120.4(2) . . . yes C(3) C(14) C(19) 123.8(2) . . . yes C(15) C(14) C(19) 115.7(2) . . . yes F(1) C(15) C(14) 120.0(2) . . . yes F(1) C(15) C(16) 117.4(2) . . . yes C(14) C(15) C(16) 122.6(2) . . . yes F(2) C(16) C(15) 120.5(2) . . . yes F(2) C(16) C(17) 120.0(2) . . . yes C(15) C(16) C(17) 119.4(2) . . . yes F(3) C(17) C(16) 119.0(2) . . . yes F(3) C(17) C(18) 121.0(2) . . . yes C(16) C(17) C(18) 120.1(2) . . . yes F(4) C(18) C(17) 120.3(2) . . . yes F(4) C(18) C(19) 120.3(2) . . . yes C(17) C(18) C(19) 119.3(2) . . . yes F(5) C(19) C(14) 120.1(2) . . . yes F(5) C(19) C(18) 117.0(2) . . . yes C(14) C(19) C(18) 122.8(2) . . . yes O(3) C(20) O(4) 123.5(2) . . . yes O(3) C(20) C(7) 111.8(2) . . . yes O(4) C(20) C(7) 124.7(2) . . . yes O(3) C(21) C(22) 106.3(2) . . . yes O(3) C(21) H(12) 110.4 . . . no O(3) C(21) H(13) 110.4 . . . no C(22) C(21) H(12) 110.2 . . . no C(22) C(21) H(13) 110.3 . . . no H(12) C(21) H(13) 109.3 . . . no C(21) C(22) H(14) 109.4 . . . no C(21) C(22) H(15) 109.2 . . . no C(21) C(22) H(16) 109.2 . . . no H(14) C(22) H(15) 109.9 . . . no H(14) C(22) H(16) 109.7 . . . no H(15) C(22) H(16) 109.4 . . . no C(8) C(23) C(24) 121.0(2) . . . yes C(8) C(23) C(28) 122.8(2) . . . yes C(24) C(23) C(28) 116.2(2) . . . yes F(6) C(24) C(23) 120.1(2) . . . yes F(6) C(24) C(25) 116.9(2) . . . yes C(23) C(24) C(25) 122.9(2) . . . yes F(7) C(25) C(24) 120.2(3) . . . yes F(7) C(25) C(26) 120.8(2) . . . yes C(24) C(25) C(26) 119.0(2) . . . yes F(8) C(26) C(25) 120.4(3) . . . yes F(8) C(26) C(27) 119.4(3) . . . yes C(25) C(26) C(27) 120.2(2) . . . yes F(9) C(27) C(26) 120.6(2) . . . yes F(9) C(27) C(28) 119.3(3) . . . yes C(26) C(27) C(28) 120.1(2) . . . yes F(10) C(28) C(23) 119.8(2) . . . yes F(10) C(28) C(27) 118.7(2) . . . yes C(23) C(28) C(27) 121.5(2) . . . yes O(5) C(29) C(30) 113.4(2) . . . yes O(5) C(29) H(18) 108.6 . . . no O(5) C(29) H(19) 108.7 . . . no C(30) C(29) H(18) 108.3 . . . no C(30) C(29) H(19) 108.4 . . . no H(18) C(29) H(19) 109.4 . . . no C(29) C(30) H(20) 109.5 . . . no C(29) C(30) H(21) 109.4 . . . no C(29) C(30) H(22) 109.5 . . . no H(20) C(30) H(21) 109.6 . . . no H(20) C(30) H(22) 109.5 . . . no H(21) C(30) H(22) 109.3 . . . no #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag F(1) C(15) C(14) C(3) 2.6(3) . . . . yes F(1) C(15) C(14) C(19) 179.6(2) . . . . yes F(1) C(15) C(16) F(2) -1.8(3) . . . . yes F(1) C(15) C(16) C(17) -179.3(2) . . . . yes F(2) C(16) C(15) C(14) 177.0(2) . . . . yes F(2) C(16) C(17) F(3) 0.1(3) . . . . yes F(2) C(16) C(17) C(18) -177.8(2) . . . . yes F(3) C(17) C(16) C(15) 177.6(2) . . . . yes F(3) C(17) C(18) F(4) 1.1(3) . . . . yes F(3) C(17) C(18) C(19) -177.2(2) . . . . yes F(4) C(18) C(17) C(16) 179.1(2) . . . . yes F(4) C(18) C(19) F(5) -0.5(3) . . . . yes F(4) C(18) C(19) C(14) -178.7(2) . . . . yes F(5) C(19) C(14) C(3) -1.6(3) . . . . yes F(5) C(19) C(14) C(15) -178.5(2) . . . . yes F(5) C(19) C(18) C(17) 177.8(2) . . . . yes F(6) C(24) C(23) C(8) 0.5(3) . . . . yes F(6) C(24) C(23) C(28) -178.4(2) . . . . yes F(6) C(24) C(25) F(7) 0.3(3) . . . . yes F(6) C(24) C(25) C(26) 179.1(2) . . . . yes F(7) C(25) C(24) C(23) -178.7(2) . . . . yes F(7) C(25) C(26) F(8) -0.8(4) . . . . yes F(7) C(25) C(26) C(27) 178.5(2) . . . . yes F(8) C(26) C(25) C(24) -179.6(2) . . . . yes F(8) C(26) C(27) F(9) -0.4(4) . . . . yes F(8) C(26) C(27) C(28) 179.1(2) . . . . yes F(9) C(27) C(26) C(25) -179.7(2) . . . . yes F(9) C(27) C(28) F(10) 0.2(3) . . . . yes F(9) C(27) C(28) C(23) -179.6(2) . . . . yes F(10) C(28) C(23) C(8) 0.4(3) . . . . yes F(10) C(28) C(23) C(24) 179.2(2) . . . . yes F(10) C(28) C(27) C(26) -179.3(2) . . . . yes O(1) C(11) C(2) C(1) -14.0(3) . . . . yes O(1) C(11) C(2) C(3) 172.7(2) . . . . yes O(2) C(11) O(1) C(12) -1.0(3) . . . . yes O(2) C(11) C(2) C(1) 164.2(2) . . . . yes O(2) C(11) C(2) C(3) -9.1(3) . . . . yes O(3) C(20) C(7) C(6) -149.9(2) . . . . yes O(3) C(20) C(7) C(8) 30.6(3) . . . . yes O(4) C(20) O(3) C(21) 8.5(3) . . . . yes O(4) C(20) C(7) C(6) 30.2(3) . . . . yes O(4) C(20) C(7) C(8) -149.3(2) . . . . yes N(1) C(1) C(2) C(3) 0.5(2) . . . . yes N(1) C(1) C(2) C(11) -173.6(2) . . . . yes N(1) C(1) C(10) C(9) -31.2(3) . . 2_666 2_666 yes N(1) C(4) C(3) C(2) 0.3(2) . . . . yes N(1) C(4) C(3) C(14) -172.2(2) . . . . yes N(1) C(4) C(5) C(6) 76.5(2) . . . . yes N(2) C(6) C(5) C(4) -83.9(2) . . . . yes N(2) C(6) C(7) C(8) 1.5(2) . . . . yes N(2) C(6) C(7) C(20) -178.1(2) . . . . yes N(2) C(9) C(8) C(7) 2.4(2) . . . . yes N(2) C(9) C(8) C(23) -179.8(2) . . . . yes N(2) C(9) C(10) C(1) 55.9(2) . . . 2_666 yes C(1) N(1) C(4) C(3) 0.0(2) . . . . yes C(1) N(1) C(4) C(5) -177.0(2) . . . . yes C(1) C(2) C(3) C(4) -0.5(2) . . . . yes C(1) C(2) C(3) C(14) 171.8(2) . . . . yes C(1) C(10) C(9) C(8) 134.7(2) . 2_666 2_666 2_666 yes C(2) C(1) N(1) C(4) -0.3(2) . . . . yes C(2) C(1) C(10) C(9) 150.4(2) . . 2_666 2_666 yes C(2) C(3) C(4) C(5) 176.9(2) . . . . yes C(2) C(3) C(14) C(15) -53.4(3) . . . . yes C(2) C(3) C(14) C(19) 129.9(2) . . . . yes C(2) C(11) O(1) C(12) 177.2(2) . . . . yes C(3) C(2) C(1) C(10) 179.0(2) . . . 2_666 yes C(3) C(4) C(5) C(6) -99.6(2) . . . . yes C(3) C(14) C(15) C(16) -176.2(2) . . . . yes C(3) C(14) C(19) C(18) 176.6(2) . . . . yes C(4) N(1) C(1) C(10) -179.0(2) . . . 2_666 yes C(4) C(3) C(2) C(11) 174.0(2) . . . . yes C(4) C(3) C(14) C(15) 117.6(2) . . . . yes C(4) C(3) C(14) C(19) -59.1(3) . . . . yes C(4) C(5) C(6) C(7) 90.7(2) . . . . yes C(5) C(4) C(3) C(14) 4.4(3) . . . . yes C(5) C(6) N(2) C(9) 175.7(2) . . . . yes C(5) C(6) C(7) C(8) -173.6(2) . . . . yes C(5) C(6) C(7) C(20) 6.8(3) . . . . yes C(6) N(2) C(9) C(8) -1.5(2) . . . . yes C(6) N(2) C(9) C(10) 170.0(2) . . . . yes C(6) C(7) C(8) C(9) -2.5(2) . . . . yes C(6) C(7) C(8) C(23) 179.8(2) . . . . yes C(7) C(6) N(2) C(9) 0.0(2) . . . . yes C(7) C(8) C(9) C(10) -168.2(2) . . . . yes C(7) C(8) C(23) C(24) -128.9(2) . . . . yes C(7) C(8) C(23) C(28) 49.8(3) . . . . yes C(7) C(20) O(3) C(21) -171.5(2) . . . . yes C(8) C(23) C(24) C(25) 179.3(2) . . . . yes C(8) C(23) C(28) C(27) -179.8(2) . . . . yes C(9) C(8) C(7) C(20) 177.1(2) . . . . yes C(9) C(8) C(23) C(24) 53.7(3) . . . . yes C(9) C(8) C(23) C(28) -127.5(2) . . . . yes C(10) C(1) C(2) C(11) -4.9(3) . 2_666 2_666 2_666 yes C(10) C(9) C(8) C(23) 9.6(3) . . . . yes C(11) O(1) C(12) C(13) 178.7(2) . . . . yes C(11) C(2) C(3) C(14) -13.7(3) . . . . yes C(14) C(15) C(16) C(17) -0.5(3) . . . . yes C(14) C(19) C(18) C(17) -0.4(3) . . . . yes C(15) C(14) C(19) C(18) -0.3(3) . . . . yes C(15) C(16) C(17) C(18) -0.3(3) . . . . yes C(16) C(15) C(14) C(19) 0.7(3) . . . . yes C(16) C(17) C(18) C(19) 0.7(3) . . . . yes C(20) O(3) C(21) C(22) -177.4(2) . . . . yes C(20) C(7) C(8) C(23) -0.6(3) . . . . yes C(23) C(24) C(25) C(26) 0.2(3) . . . . yes C(23) C(28) C(27) C(26) 0.9(3) . . . . yes C(24) C(23) C(28) C(27) -1.0(3) . . . . yes C(24) C(25) C(26) C(27) -0.3(4) . . . . yes C(25) C(24) C(23) C(28) 0.5(3) . . . . yes C(25) C(26) C(27) C(28) -0.2(4) . . . . yes C(25) C(26) C(27) C(28) -0.2(4) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag F(1) C(29) 3.209(2) . 2_666 ? F(1) C(30) 3.331(3) . 2_666 ? F(1) F(4) 3.443(2) . 1_655 ? F(2) F(8) 2.924(2) . 1_545 ? F(2) C(30) 3.382(3) . 1_554 ? F(2) C(22) 3.503(4) . 2_665 ? F(3) C(21) 2.948(2) . 2_565 ? F(3) C(22) 3.211(3) . 2_565 ? F(3) F(9) 3.287(2) . 1_545 ? F(3) F(3) 3.483(3) . 2_565 ? F(3) F(8) 3.538(3) . 1_545 ? F(4) O(1) 3.254(2) . 1_455 ? F(4) C(29) 3.588(3) . 2_566 ? F(5) H(5) 2.80(2) . 2_566 ? F(5) C(13) 3.290(3) . 2_656 ? F(5) H(2) 3.38(2) . 2_566 ? F(5) N(2) 3.551(2) . 2_566 ? F(6) O(2) 3.189(2) . 1_565 ? F(6) O(5) 3.441(2) . 2_666 ? F(6) C(30) 3.446(3) . 2_666 ? F(6) C(12) 3.479(2) . 1_565 ? F(7) C(22) 3.159(4) . 2_675 ? F(7) F(8) 3.209(2) . 2_675 ? F(7) O(2) 3.220(2) . 1_565 ? F(7) C(26) 3.359(3) . 2_675 ? F(8) C(25) 3.214(3) . 2_675 ? F(8) C(16) 3.276(3) . 1_565 ? F(8) C(30) 3.576(3) . 1_564 ? F(8) C(17) 3.579(3) . 1_565 ? F(9) F(9) 3.382(4) . 2_575 ? F(9) C(22) 3.549(5) . 2_575 ? F(10) C(13) 3.210(3) . 1_465 ? F(10) C(12) 3.318(3) . 1_465 ? O(2) H(6) 2.60(2) . 1_545 ? O(2) C(24) 3.207(2) . 1_545 ? O(2) C(25) 3.207(3) . 1_545 ? O(2) C(10) 3.489(3) . 1_545 ? O(4) O(5) 2.826(2) . 2_566 ? O(4) H(3) 3.34(2) . 2_566 ? O(4) C(30) 3.501(3) . 2_566 ? O(4) C(29) 3.550(3) . 2_566 ? O(5) H(3) 2.67(2) . . ? O(5) N(2) 2.841(2) . . ? O(5) N(1) 3.023(2) . . ? O(5) C(5) 3.359(2) . . ? O(5) H(4) 3.43(2) . 2_566 ? O(5) C(6) 3.519(2) . . ? N(2) H(4) 3.15(2) . 2_566 ? N(2) H(3) 3.35(2) . 2_566 ? C(5) H(3) 2.73(2) . 2_566 ? C(5) H(4) 3.16(2) . 2_566 ? C(5) C(5) 3.236(4) . 2_566 ? C(5) C(6) 3.381(3) . 2_566 ? C(6) H(3) 2.73(2) . 2_566 ? C(6) H(4) 3.16(2) . 2_566 ? C(7) H(3) 3.23(2) . 2_566 ? C(11) H(6) 3.26(2) . 1_545 ? C(13) H(5) 3.28(2) . 1_645 ? C(29) H(2) 2.91(3) . . ? C(29) H(1) 3.20(2) . . ? H(2) H(4) 3.00(3) . 2_566 ? H(2) H(3) 3.57(3) . 2_566 ? H(3) H(4) 2.50(3) . 2_566 ? H(3) H(3) 2.58(5) . 2_566 ? H(4) H(4) 3.37(4) . 2_566 ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_DH _geom_hbond_site_distance_HA _geom_hbond_site_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1) N(2) . . . 0.84(2) 3.25(2) 3.476(2) 98(1) no N(2) H(2) N(1) . . . 0.84(2) 3.23(2) 3.476(2) 100(2) no N(1) H(1) F(6) . . 2_666 0.84(2) 2.87(2) 3.350(1) 118(1) no N(1) H(1) N(2) . . 2_666 0.84(2) 3.09(2) 3.268(2) 94(1) no N(2) H(2) F(5) . . 2_566 0.84(2) 3.38(2) 3.551(2) 95(1) no N(1) H(1) O(5) . . 1_555 0.84(2) 2.25(2) 3.023(2) 153(1) no N(2) H(2) O(5) . . 1_555 0.84(2) 2.03(2) 2.841(1) 163(2) no O(5) H(17) O(4) . . 2_566 0.840 1.990 2.826(1) 173.570 no #============================================================================== data_3d-2DMF _database_code_CSD 213885 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C62 H46 F20 N6 O10 ' _chemical_formula_moiety 'C56 H32 F20 N4 O8, 2(C3 H7 N O) ' _chemical_formula_weight 1415.05 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 9.599(1) _cell_length_b 11.653(2) _cell_length_c 15.605(2) _cell_angle_alpha 110.08(1) _cell_angle_beta 95.75(1) _cell_angle_gamma 106.70(1) _cell_volume 1531.5(4) _cell_formula_units_Z 1 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10.9 _cell_measurement_theta_max 13.0 _cell_measurement_temperature 298.2 #------------------------------------------------------------------------------ _exptl_crystal_description prismatic _exptl_crystal_colour brown _exptl_crystal_size_max 0.350 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.250 _exptl_crystal_density_diffrn 1.534 _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 0.144 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_min 0.931 _exptl_absorpt_correction_T_max 0.968 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method w-2q _diffrn_reflns_number 7390 _diffrn_reflns_av_R_equivalents 0.039 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 1.0020 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.0020 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 2.74 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). Pyrrolic and porphyrinogen ring protons are refined isotropically and other protons are placed at the calculated positions with 1.2 x Beq values of the attached atoms. ; _reflns_number_total 7046 _reflns_number_gt 3256 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0605 _refine_ls_wR_factor_ref 0.1588 _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 7046 _refine_ls_number_parameters 467 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0001 _refine_diff_density_max 0.28 _refine_diff_density_min -0.34 _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.011(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; F F 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F(1) F 0.5840(3) 0.5988(2) 0.2451(1) 0.0702(7) Uani 1.00 d . . . F(2) F 0.6234(3) 0.6480(2) 0.0924(2) 0.0937(10) Uani 1.00 d . . . F(3) F 0.7115(4) 0.4905(3) -0.0457(2) 0.117(1) Uani 1.00 d . . . F(4) F 0.7630(3) 0.2793(3) -0.0288(2) 0.108(1) Uani 1.00 d . . . F(5) F 0.7300(2) 0.2321(2) 0.1246(1) 0.0639(7) Uani 1.00 d . . . F(6) F 0.0426(2) 0.0286(2) 0.2317(1) 0.0697(7) Uani 1.00 d . . . F(7) F -0.0463(3) -0.2156(3) 0.1039(2) 0.1005(9) Uani 1.00 d . . . F(8) F 0.0510(3) -0.3958(2) 0.1376(2) 0.1167(10) Uani 1.00 d . . . F(9) F 0.2533(4) -0.3236(2) 0.2979(2) 0.111(1) Uani 1.00 d . . . F(10) F 0.3451(3) -0.0801(2) 0.4258(1) 0.0701(8) Uani 1.00 d . . . O(1) O 0.4095(3) 0.0401(2) 0.2090(2) 0.0639(8) Uani 1.00 d . . . O(2) O 0.4115(3) 0.1658(2) 0.1285(1) 0.0546(7) Uani 1.00 d . . . O(3) O -0.1030(3) 0.1868(2) 0.4789(2) 0.0838(9) Uani 1.00 d . . . O(4) O -0.0885(2) -0.0050(2) 0.3904(2) 0.0549(7) Uani 1.00 d . . . O(5) O 0.6561(3) 0.5077(2) 0.6113(2) 0.0607(8) Uani 1.00 d . . . N(1) N 0.6722(3) 0.4071(2) 0.4232(2) 0.0414(8) Uani 1.00 d . . . N(2) N 0.3642(3) 0.3081(3) 0.5166(2) 0.0411(8) Uani 1.00 d . . . N(3) N 0.8492(3) 0.6324(3) 0.7363(2) 0.0565(9) Uani 1.00 d . . . C(1) C 0.7098(3) 0.4717(3) 0.3656(2) 0.0396(9) Uani 1.00 d . . . C(2) C 0.6390(3) 0.3862(3) 0.2760(2) 0.0395(9) Uani 1.00 d . . . C(3) C 0.5550(3) 0.2652(3) 0.2806(2) 0.0375(9) Uani 1.00 d . . . C(4) C 0.5785(3) 0.2825(3) 0.3735(2) 0.0371(9) Uani 1.00 d . . . C(5) C 0.5182(4) 0.1951(3) 0.4222(2) 0.0424(10) Uani 1.00 d . . . C(6) C 0.3724(4) 0.2008(3) 0.4479(2) 0.0379(9) Uani 1.00 d . . . C(7) C 0.2306(3) 0.1135(3) 0.4097(2) 0.0388(9) Uani 1.00 d . . . C(8) C 0.1330(4) 0.1730(3) 0.4575(2) 0.0397(9) Uani 1.00 d . . . C(9) C 0.2215(3) 0.2936(3) 0.5236(2) 0.0393(9) Uani 1.00 d . . . C(10) C 0.1785(4) 0.3927(3) 0.5954(3) 0.048(1) Uani 1.00 d . . . C(11) C 0.6567(4) 0.4146(3) 0.1916(2) 0.0427(9) Uani 1.00 d . . . C(12) C 0.6324(4) 0.5191(3) 0.1796(2) 0.051(1) Uani 1.00 d . . . C(13) C 0.6518(4) 0.5449(4) 0.1012(3) 0.065(1) Uani 1.00 d . . . C(14) C 0.6957(5) 0.4648(4) 0.0313(3) 0.072(1) Uani 1.00 d . . . C(15) C 0.7199(5) 0.3592(4) 0.0395(3) 0.066(1) Uani 1.00 d . . . C(16) C 0.7019(4) 0.3360(3) 0.1186(2) 0.0468(10) Uani 1.00 d . . . C(17) C 0.4543(4) 0.1451(3) 0.2051(2) 0.0426(10) Uani 1.00 d . . . C(18) C 0.3153(5) 0.0511(4) 0.0487(3) 0.072(1) Uani 1.00 d . . . C(19) C 0.3024(6) 0.0859(5) -0.0319(3) 0.108(2) Uani 1.00 d . . . C(20) C 0.1895(4) -0.0189(3) 0.3355(2) 0.0409(9) Uani 1.00 d . . . C(21) C 0.2434(4) -0.1121(3) 0.3476(2) 0.051(1) Uani 1.00 d . . . C(22) C 0.1988(5) -0.2364(4) 0.2819(3) 0.068(1) Uani 1.00 d . . . C(23) C 0.0987(5) -0.2729(3) 0.2014(3) 0.070(1) Uani 1.00 d . . . C(24) C 0.0473(4) -0.1830(4) 0.1850(2) 0.065(1) Uani 1.00 d . . . C(25) C 0.0931(4) -0.0577(3) 0.2515(2) 0.051(1) Uani 1.00 d . . . C(26) C -0.0293(4) 0.1223(3) 0.4447(2) 0.049(1) Uani 1.00 d . . . C(27) C -0.2506(4) -0.0631(3) 0.3671(3) 0.063(1) Uani 1.00 d . . . C(28) C -0.3112(5) -0.0588(5) 0.2795(3) 0.091(2) Uani 1.00 d . . . C(29) C 0.7082(4) 0.5708(3) 0.6952(3) 0.054(1) Uani 1.00 d . . . C(30) C 0.8975(5) 0.7001(5) 0.8377(3) 0.090(2) Uani 1.00 d . . . C(31) C 0.9617(5) 0.6308(6) 0.6828(3) 0.110(2) Uani 1.00 d . . . H(1) H 0.698(3) 0.438(3) 0.481(2) 0.040(9) Uiso 1.00 d . . . H(2) H 0.437(4) 0.374(3) 0.551(2) 0.049(9) Uiso 1.00 d . . . H(3) H 0.592(3) 0.217(3) 0.481(2) 0.047(8) Uiso 1.00 d . . . H(4) H 0.502(3) 0.111(3) 0.383(2) 0.038(8) Uiso 1.00 d . . . H(5) H 0.084(4) 0.392(3) 0.566(2) 0.042(8) Uiso 1.00 d . . . H(6) H 0.155(4) 0.368(3) 0.649(2) 0.057(9) Uiso 1.00 d . . . H(7) H 0.2195 0.0217 0.0613 0.0862 Uiso 1.00 calc . . . H(8) H 0.3572 -0.0159 0.0366 0.0862 Uiso 1.00 calc . . . H(9) H 0.2612 0.1534 -0.0193 0.1297 Uiso 1.00 calc . . . H(10) H 0.2391 0.0119 -0.0847 0.1297 Uiso 1.00 calc . . . H(11) H 0.3983 0.1150 -0.0443 0.1297 Uiso 1.00 calc . . . H(12) H -0.2896 -0.0162 0.4156 0.0752 Uiso 1.00 calc . . . H(13) H -0.2783 -0.1511 0.3610 0.0752 Uiso 1.00 calc . . . H(14) H -0.4170 -0.0935 0.2663 0.1096 Uiso 1.00 calc . . . H(15) H -0.2758 -0.1090 0.2303 0.1096 Uiso 1.00 calc . . . H(16) H -0.2802 0.0288 0.2845 0.1096 Uiso 1.00 calc . . . H(17) H 0.6388 0.5756 0.7345 0.0642 Uiso 1.00 calc . . . H(18) H 0.8133 0.6872 0.8652 0.1083 Uiso 1.00 calc . . . H(19) H 0.9655 0.6667 0.8607 0.1083 Uiso 1.00 calc . . . H(20) H 0.9450 0.7905 0.8533 0.1083 Uiso 1.00 calc . . . H(21) H 1.0573 0.6784 0.7235 0.1321 Uiso 1.00 calc . . . H(22) H 0.9474 0.6694 0.6395 0.1321 Uiso 1.00 calc . . . H(23) H 0.9551 0.5434 0.6497 0.1321 Uiso 1.00 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 F(1) 0.093(2) 0.051(1) 0.076(2) 0.034(1) 0.030(1) 0.025(1) F(2) 0.113(2) 0.082(2) 0.107(2) 0.031(2) 0.023(2) 0.064(2) F(3) 0.148(3) 0.136(2) 0.083(2) 0.034(2) 0.044(2) 0.068(2) F(4) 0.153(3) 0.102(2) 0.070(2) 0.045(2) 0.068(2) 0.022(1) F(5) 0.080(1) 0.053(1) 0.058(1) 0.030(1) 0.029(1) 0.011(1) F(6) 0.081(2) 0.069(1) 0.054(1) 0.033(1) -0.001(1) 0.017(1) F(7) 0.086(2) 0.098(2) 0.063(2) 0.018(1) -0.008(1) -0.016(1) F(8) 0.122(2) 0.046(1) 0.125(2) 0.009(1) 0.034(2) -0.021(1) F(9) 0.155(3) 0.054(1) 0.145(2) 0.060(2) 0.047(2) 0.040(2) F(10) 0.096(2) 0.063(1) 0.069(1) 0.040(1) 0.017(1) 0.035(1) O(1) 0.085(2) 0.034(1) 0.055(2) 0.002(1) 0.004(1) 0.015(1) O(2) 0.069(2) 0.037(1) 0.041(1) 0.007(1) -0.007(1) 0.009(1) O(3) 0.049(2) 0.052(2) 0.114(2) 0.010(1) 0.027(2) -0.007(2) O(4) 0.048(1) 0.041(1) 0.056(1) 0.005(1) 0.006(1) 0.005(1) O(5) 0.057(2) 0.062(2) 0.042(1) 0.012(1) 0.004(1) 0.006(1) N(1) 0.046(2) 0.038(2) 0.030(2) 0.012(1) 0.006(1) 0.004(1) N(2) 0.042(2) 0.035(2) 0.034(2) 0.006(1) 0.008(1) 0.005(1) N(3) 0.049(2) 0.058(2) 0.052(2) 0.016(2) 0.002(2) 0.012(1) C(1) 0.041(2) 0.033(2) 0.038(2) 0.010(1) 0.013(1) 0.006(1) C(2) 0.045(2) 0.033(2) 0.037(2) 0.016(1) 0.012(1) 0.008(1) C(3) 0.039(2) 0.033(2) 0.039(2) 0.016(1) 0.010(1) 0.010(1) C(4) 0.037(2) 0.033(2) 0.039(2) 0.015(1) 0.010(1) 0.009(1) C(5) 0.048(2) 0.038(2) 0.041(2) 0.018(2) 0.010(2) 0.012(2) C(6) 0.048(2) 0.035(2) 0.034(2) 0.016(2) 0.011(1) 0.015(1) C(7) 0.047(2) 0.033(2) 0.033(2) 0.013(1) 0.008(1) 0.010(1) C(8) 0.045(2) 0.032(2) 0.038(2) 0.011(1) 0.011(1) 0.011(1) C(9) 0.044(2) 0.034(2) 0.037(2) 0.011(1) 0.009(1) 0.012(1) C(10) 0.046(2) 0.036(2) 0.044(2) 0.006(2) 0.015(2) 0.002(2) C(11) 0.047(2) 0.036(2) 0.036(2) 0.008(1) 0.011(1) 0.009(1) C(12) 0.055(2) 0.044(2) 0.049(2) 0.011(2) 0.015(2) 0.017(2) C(13) 0.069(3) 0.054(2) 0.073(3) 0.011(2) 0.012(2) 0.037(2) C(14) 0.086(3) 0.078(3) 0.046(2) 0.009(2) 0.020(2) 0.030(2) C(15) 0.078(3) 0.063(3) 0.046(2) 0.013(2) 0.029(2) 0.012(2) C(16) 0.053(2) 0.038(2) 0.042(2) 0.011(2) 0.014(2) 0.009(2) C(17) 0.046(2) 0.036(2) 0.040(2) 0.013(2) 0.012(2) 0.010(2) C(18) 0.088(3) 0.051(2) 0.042(2) 0.003(2) -0.015(2) 0.002(2) C(19) 0.149(5) 0.074(3) 0.063(3) 0.017(3) -0.025(3) 0.012(2) C(20) 0.046(2) 0.030(2) 0.041(2) 0.008(1) 0.012(2) 0.009(1) C(21) 0.065(2) 0.039(2) 0.051(2) 0.021(2) 0.016(2) 0.018(2) C(22) 0.084(3) 0.039(2) 0.086(3) 0.026(2) 0.034(3) 0.022(2) C(23) 0.077(3) 0.036(2) 0.068(3) 0.006(2) 0.024(2) -0.006(2) C(24) 0.055(2) 0.062(3) 0.046(2) 0.005(2) 0.004(2) -0.003(2) C(25) 0.051(2) 0.046(2) 0.051(2) 0.018(2) 0.011(2) 0.011(2) C(26) 0.050(2) 0.038(2) 0.044(2) 0.006(2) 0.010(2) 0.006(2) C(27) 0.053(2) 0.052(2) 0.061(2) 0.006(2) 0.002(2) 0.009(2) C(28) 0.071(3) 0.124(4) 0.076(3) 0.038(3) 0.008(2) 0.034(3) C(29) 0.051(2) 0.056(2) 0.049(2) 0.020(2) 0.011(2) 0.012(2) C(30) 0.074(3) 0.101(4) 0.059(3) 0.020(3) -0.008(2) 0.003(3) C(31) 0.059(3) 0.173(6) 0.086(4) 0.032(3) 0.020(3) 0.043(4) #------------------------------------------------------------------------------ _computing_data_collection CRYSTALCLEAR _computing_cell_refinement CRYSTALCLEAR _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR97 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics 'Ortep-3 and Mercury ' #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag F(1) C(12) 1.347(4) . . yes F(2) C(13) 1.353(4) . . yes F(3) C(14) 1.347(4) . . yes F(4) C(15) 1.343(4) . . yes F(5) C(16) 1.344(4) . . yes F(6) C(25) 1.344(4) . . yes F(7) C(24) 1.342(4) . . yes F(8) C(23) 1.344(4) . . yes F(9) C(22) 1.350(4) . . yes F(10) C(21) 1.349(4) . . yes O(1) C(17) 1.199(4) . . yes O(2) C(17) 1.347(4) . . yes O(2) C(18) 1.451(4) . . yes O(3) C(26) 1.207(4) . . yes O(4) C(26) 1.341(4) . . yes O(4) C(27) 1.457(4) . . yes O(5) C(29) 1.225(4) . . yes N(1) C(1) 1.370(4) . . yes N(1) C(4) 1.362(4) . . yes N(1) H(1) 0.83(3) . . no N(2) C(6) 1.369(4) . . yes N(2) C(9) 1.351(4) . . yes N(2) H(2) 0.84(3) . . no N(3) C(29) 1.308(4) . . yes N(3) C(30) 1.458(5) . . yes N(3) C(31) 1.431(5) . . yes C(1) C(2) 1.368(4) . . yes C(1) C(10) 1.501(4) . 2_666 yes C(2) C(3) 1.439(4) . . yes C(2) C(11) 1.479(4) . . yes C(3) C(4) 1.378(4) . . yes C(3) C(17) 1.464(4) . . yes C(4) C(5) 1.495(4) . . yes C(5) C(6) 1.506(4) . . yes C(5) H(3) 1.01(3) . . no C(5) H(4) 0.92(3) . . no C(6) C(7) 1.367(4) . . yes C(7) C(8) 1.441(4) . . yes C(7) C(20) 1.486(4) . . yes C(8) C(9) 1.380(4) . . yes C(8) C(26) 1.464(4) . . yes C(9) C(10) 1.496(4) . . yes C(10) H(5) 0.97(3) . . no C(10) H(6) 1.00(3) . . no C(11) C(12) 1.372(4) . . yes C(11) C(16) 1.391(4) . . yes C(12) C(13) 1.373(5) . . yes C(13) C(14) 1.364(5) . . yes C(14) C(15) 1.361(6) . . yes C(15) C(16) 1.367(5) . . yes C(18) C(19) 1.452(6) . . yes C(18) H(7) 0.950 . . no C(18) H(8) 0.950 . . no C(19) H(9) 0.950 . . no C(19) H(10) 0.950 . . no C(19) H(11) 0.950 . . no C(20) C(21) 1.388(4) . . yes C(20) C(25) 1.374(4) . . yes C(21) C(22) 1.367(5) . . yes C(22) C(23) 1.355(6) . . yes C(23) C(24) 1.364(6) . . yes C(24) C(25) 1.379(5) . . yes C(27) C(28) 1.454(6) . . yes C(27) H(12) 0.950 . . no C(27) H(13) 0.950 . . no C(28) H(14) 0.950 . . no C(28) H(15) 0.950 . . no C(28) H(16) 0.950 . . no C(29) H(17) 0.950 . . no C(30) H(18) 0.950 . . no C(30) H(19) 0.950 . . no C(30) H(20) 0.950 . . no C(31) H(21) 0.950 . . no C(31) H(22) 0.950 . . no C(31) H(23) 0.950 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(17) O(2) C(18) 115.6(3) . . . yes C(26) O(4) C(27) 117.0(3) . . . yes C(1) N(1) C(4) 111.2(3) . . . yes C(1) N(1) H(1) 126(2) . . . no C(4) N(1) H(1) 122(2) . . . no C(6) N(2) C(9) 111.1(3) . . . yes C(6) N(2) H(2) 125(2) . . . no C(9) N(2) H(2) 123(2) . . . no C(29) N(3) C(30) 121.6(3) . . . yes C(29) N(3) C(31) 120.5(3) . . . yes C(30) N(3) C(31) 117.8(3) . . . yes N(1) C(1) C(2) 107.2(3) . . . yes N(1) C(1) C(10) 120.4(3) . . 2_666 yes C(2) C(1) C(10) 132.2(3) . . 2_666 yes C(1) C(2) C(3) 107.3(3) . . . yes C(1) C(2) C(11) 124.7(3) . . . yes C(3) C(2) C(11) 127.8(3) . . . yes C(2) C(3) C(4) 107.2(3) . . . yes C(2) C(3) C(17) 129.1(3) . . . yes C(4) C(3) C(17) 123.6(3) . . . yes N(1) C(4) C(3) 107.0(3) . . . yes N(1) C(4) C(5) 120.6(3) . . . yes C(3) C(4) C(5) 132.3(3) . . . yes C(4) C(5) C(6) 113.6(3) . . . yes C(4) C(5) H(3) 110(1) . . . no C(4) C(5) H(4) 108(1) . . . no C(6) C(5) H(3) 108(1) . . . no C(6) C(5) H(4) 107(1) . . . no H(3) C(5) H(4) 108(2) . . . no N(2) C(6) C(5) 121.7(3) . . . yes N(2) C(6) C(7) 107.6(3) . . . yes C(5) C(6) C(7) 130.6(3) . . . yes C(6) C(7) C(8) 106.9(3) . . . yes C(6) C(7) C(20) 125.4(3) . . . yes C(8) C(7) C(20) 127.7(3) . . . yes C(7) C(8) C(9) 107.1(3) . . . yes C(7) C(8) C(26) 129.8(3) . . . yes C(9) C(8) C(26) 123.1(3) . . . yes N(2) C(9) C(8) 107.3(3) . . . yes N(2) C(9) C(10) 123.2(3) . . . yes C(8) C(9) C(10) 129.4(3) . . . yes C(1) C(10) C(9) 115.1(3) 2_666 . . yes C(1) C(10) H(5) 110(1) 2_666 . . no C(1) C(10) H(6) 108(1) 2_666 . . no C(9) C(10) H(5) 106(1) . . . no C(9) C(10) H(6) 112(1) . . . no H(5) C(10) H(6) 103(2) . . . no C(2) C(11) C(12) 123.4(3) . . . yes C(2) C(11) C(16) 121.3(3) . . . yes C(12) C(11) C(16) 115.4(3) . . . yes F(1) C(12) C(11) 119.8(3) . . . yes F(1) C(12) C(13) 117.6(3) . . . yes C(11) C(12) C(13) 122.5(3) . . . yes F(2) C(13) C(12) 119.9(4) . . . yes F(2) C(13) C(14) 120.0(4) . . . yes C(12) C(13) C(14) 120.0(4) . . . yes F(3) C(14) C(13) 119.1(4) . . . yes F(3) C(14) C(15) 121.2(4) . . . yes C(13) C(14) C(15) 119.7(3) . . . yes F(4) C(15) C(14) 120.3(4) . . . yes F(4) C(15) C(16) 120.2(4) . . . yes C(14) C(15) C(16) 119.4(3) . . . yes F(5) C(16) C(11) 119.6(3) . . . yes F(5) C(16) C(15) 117.4(3) . . . yes C(11) C(16) C(15) 123.0(3) . . . yes O(1) C(17) O(2) 122.2(3) . . . yes O(1) C(17) C(3) 126.1(3) . . . yes O(2) C(17) C(3) 111.7(3) . . . yes O(2) C(18) C(19) 108.3(3) . . . yes O(2) C(18) H(7) 109.8 . . . no O(2) C(18) H(8) 109.7 . . . no C(19) C(18) H(7) 109.8 . . . no C(19) C(18) H(8) 109.7 . . . no H(7) C(18) H(8) 109.5 . . . no C(18) C(19) H(9) 109.5 . . . no C(18) C(19) H(10) 109.5 . . . no C(18) C(19) H(11) 109.5 . . . no H(9) C(19) H(10) 109.4 . . . no H(9) C(19) H(11) 109.5 . . . no H(10) C(19) H(11) 109.5 . . . no C(7) C(20) C(21) 122.1(3) . . . yes C(7) C(20) C(25) 122.1(3) . . . yes C(21) C(20) C(25) 115.8(3) . . . yes F(10) C(21) C(20) 119.7(3) . . . yes F(10) C(21) C(22) 118.0(3) . . . yes C(20) C(21) C(22) 122.3(4) . . . yes F(9) C(22) C(21) 119.7(4) . . . yes F(9) C(22) C(23) 119.9(4) . . . yes C(21) C(22) C(23) 120.4(4) . . . yes F(8) C(23) C(22) 120.8(4) . . . yes F(8) C(23) C(24) 119.9(4) . . . yes C(22) C(23) C(24) 119.3(3) . . . yes F(7) C(24) C(23) 120.3(4) . . . yes F(7) C(24) C(25) 119.8(4) . . . yes C(23) C(24) C(25) 119.9(4) . . . yes F(6) C(25) C(20) 119.7(3) . . . yes F(6) C(25) C(24) 118.1(3) . . . yes C(20) C(25) C(24) 122.2(3) . . . yes O(3) C(26) O(4) 123.1(3) . . . yes O(3) C(26) C(8) 124.3(3) . . . yes O(4) C(26) C(8) 112.6(3) . . . yes O(4) C(27) C(28) 110.2(3) . . . yes O(4) C(27) H(12) 109.3 . . . no O(4) C(27) H(13) 109.3 . . . no C(28) C(27) H(12) 109.3 . . . no C(28) C(27) H(13) 109.3 . . . no H(12) C(27) H(13) 109.5 . . . no C(27) C(28) H(14) 109.5 . . . no C(27) C(28) H(15) 109.5 . . . no C(27) C(28) H(16) 109.5 . . . no H(14) C(28) H(15) 109.5 . . . no H(14) C(28) H(16) 109.5 . . . no H(15) C(28) H(16) 109.5 . . . no O(5) C(29) N(3) 126.8(3) . . . yes O(5) C(29) H(17) 116.6 . . . no N(3) C(29) H(17) 116.6 . . . no N(3) C(30) H(18) 109.5 . . . no N(3) C(30) H(19) 109.5 . . . no N(3) C(30) H(20) 109.5 . . . no H(18) C(30) H(19) 109.4 . . . no H(18) C(30) H(20) 109.5 . . . no H(19) C(30) H(20) 109.5 . . . no N(3) C(31) H(21) 109.5 . . . no N(3) C(31) H(22) 109.5 . . . no N(3) C(31) H(23) 109.4 . . . no H(21) C(31) H(22) 109.5 . . . no H(21) C(31) H(23) 109.5 . . . no H(22) C(31) H(23) 109.5 . . . no #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag F(1) C(12) C(11) C(2) -2.8(5) . . . . yes F(1) C(12) C(11) C(16) 178.0(3) . . . . yes F(1) C(12) C(13) F(2) 0.5(5) . . . . yes F(1) C(12) C(13) C(14) -177.8(4) . . . . yes F(2) C(13) C(12) C(11) 178.7(3) . . . . yes F(2) C(13) C(14) F(3) 0.6(6) . . . . yes F(2) C(13) C(14) C(15) -178.2(4) . . . . yes F(3) C(14) C(13) C(12) 178.8(4) . . . . yes F(3) C(14) C(15) F(4) 1.2(6) . . . . yes F(3) C(14) C(15) C(16) -179.7(4) . . . . yes F(4) C(15) C(14) C(13) 179.9(4) . . . . yes F(4) C(15) C(16) F(5) 0.5(5) . . . . yes F(4) C(15) C(16) C(11) -179.6(3) . . . . yes F(5) C(16) C(11) C(2) 0.1(5) . . . . yes F(5) C(16) C(11) C(12) 179.3(3) . . . . yes F(5) C(16) C(15) C(14) -178.7(3) . . . . yes F(6) C(25) C(20) C(7) 5.3(5) . . . . yes F(6) C(25) C(20) C(21) -176.0(3) . . . . yes F(6) C(25) C(24) F(7) -0.7(5) . . . . yes F(6) C(25) C(24) C(23) 178.5(3) . . . . yes F(7) C(24) C(23) F(8) -2.5(6) . . . . yes F(7) C(24) C(23) C(22) 176.8(4) . . . . yes F(7) C(24) C(25) C(20) -179.6(3) . . . . yes F(8) C(23) C(22) F(9) 1.0(6) . . . . yes F(8) C(23) C(22) C(21) -178.2(3) . . . . yes F(8) C(23) C(24) C(25) 178.3(3) . . . . yes F(9) C(22) C(21) F(10) 1.9(5) . . . . yes F(9) C(22) C(21) C(20) -179.0(3) . . . . yes F(9) C(22) C(23) C(24) -178.3(4) . . . . yes F(10) C(21) C(20) C(7) -5.0(5) . . . . yes F(10) C(21) C(20) C(25) 176.3(3) . . . . yes F(10) C(21) C(22) C(23) -179.0(3) . . . . yes O(1) C(17) O(2) C(18) -3.9(5) . . . . yes O(1) C(17) C(3) C(2) 164.8(3) . . . . yes O(1) C(17) C(3) C(4) -19.2(5) . . . . yes O(2) C(17) C(3) C(2) -17.1(4) . . . . yes O(2) C(17) C(3) C(4) 158.8(3) . . . . yes O(3) C(26) O(4) C(27) 4.7(5) . . . . yes O(3) C(26) C(8) C(7) -168.8(4) . . . . yes O(3) C(26) C(8) C(9) 12.6(5) . . . . yes O(4) C(26) C(8) C(7) 11.1(5) . . . . yes O(4) C(26) C(8) C(9) -167.5(3) . . . . yes O(5) C(29) N(3) C(30) -177.4(4) . . . . yes O(5) C(29) N(3) C(31) 0.1(6) . . . . yes N(1) C(1) C(2) C(3) 0.1(3) . . . . yes N(1) C(1) C(2) C(11) -176.2(3) . . . . yes N(1) C(1) C(10) C(9) -61.4(4) . . 2_666 2_666 yes N(1) C(4) C(3) C(2) -0.2(3) . . . . yes N(1) C(4) C(3) C(17) -177.0(3) . . . . yes N(1) C(4) C(5) C(6) 90.4(4) . . . . yes N(2) C(6) C(5) C(4) -70.2(4) . . . . yes N(2) C(6) C(7) C(8) 0.9(3) . . . . yes N(2) C(6) C(7) C(20) -177.1(3) . . . . yes N(2) C(9) C(8) C(7) 0.5(3) . . . . yes N(2) C(9) C(8) C(26) 179.4(3) . . . . yes N(2) C(9) C(10) C(1) 22.7(5) . . . 2_666 yes C(1) N(1) C(4) C(3) 0.3(3) . . . . yes C(1) N(1) C(4) C(5) -177.7(3) . . . . yes C(1) C(2) C(3) C(4) 0.1(3) . . . . yes C(1) C(2) C(3) C(17) 176.6(3) . . . . yes C(1) C(2) C(11) C(12) -55.3(5) . . . . yes C(1) C(2) C(11) C(16) 123.8(3) . . . . yes C(1) C(10) C(9) C(8) 160.7(3) . 2_666 2_666 2_666 yes C(2) C(1) N(1) C(4) -0.2(3) . . . . yes C(2) C(1) C(10) C(9) 125.1(4) . . 2_666 2_666 yes C(2) C(3) C(4) C(5) 177.5(3) . . . . yes C(2) C(11) C(12) C(13) 178.9(3) . . . . yes C(2) C(11) C(16) C(15) -179.8(3) . . . . yes C(3) C(2) C(1) C(10) 174.3(3) . . . 2_666 yes C(3) C(2) C(11) C(12) 129.2(4) . . . . yes C(3) C(2) C(11) C(16) -51.7(5) . . . . yes C(3) C(4) C(5) C(6) -87.1(4) . . . . yes C(3) C(17) O(2) C(18) 178.0(3) . . . . yes C(4) N(1) C(1) C(10) -175.3(3) . . . 2_666 yes C(4) C(3) C(2) C(11) 176.3(3) . . . . yes C(4) C(5) C(6) C(7) 106.4(4) . . . . yes C(5) C(4) C(3) C(17) 0.7(5) . . . . yes C(5) C(6) N(2) C(9) 176.6(3) . . . . yes C(5) C(6) C(7) C(8) -176.0(3) . . . . yes C(5) C(6) C(7) C(20) 5.9(5) . . . . yes C(6) N(2) C(9) C(8) 0.1(4) . . . . yes C(6) N(2) C(9) C(10) 177.3(3) . . . . yes C(6) C(7) C(8) C(9) -0.9(4) . . . . yes C(6) C(7) C(8) C(26) -179.7(3) . . . . yes C(6) C(7) C(20) C(21) 59.4(5) . . . . yes C(6) C(7) C(20) C(25) -122.0(4) . . . . yes C(7) C(6) N(2) C(9) -0.7(4) . . . . yes C(7) C(8) C(9) C(10) -176.5(3) . . . . yes C(7) C(20) C(21) C(22) 175.9(3) . . . . yes C(7) C(20) C(25) C(24) -175.7(3) . . . . yes C(8) C(7) C(20) C(21) -118.3(4) . . . . yes C(8) C(7) C(20) C(25) 60.3(5) . . . . yes C(8) C(26) O(4) C(27) -175.3(3) . . . . yes C(9) C(8) C(7) C(20) 177.1(3) . . . . yes C(10) C(1) C(2) C(11) 2.0(6) . 2_666 2_666 2_666 yes C(10) C(9) C(8) C(26) 2.4(5) . . . . yes C(11) C(2) C(3) C(17) -7.2(5) . . . . yes C(11) C(12) C(13) C(14) 0.5(6) . . . . yes C(11) C(16) C(15) C(14) 1.3(6) . . . . yes C(12) C(11) C(16) C(15) -0.7(5) . . . . yes C(12) C(13) C(14) C(15) 0.1(6) . . . . yes C(13) C(12) C(11) C(16) -0.2(5) . . . . yes C(13) C(14) C(15) C(16) -0.9(6) . . . . yes C(17) O(2) C(18) C(19) -169.7(4) . . . . yes C(20) C(7) C(8) C(26) -1.7(5) . . . . yes C(20) C(21) C(22) C(23) 0.1(6) . . . . yes C(20) C(25) C(24) C(23) -0.5(6) . . . . yes C(21) C(20) C(25) C(24) 3.0(5) . . . . yes C(21) C(22) C(23) C(24) 2.5(6) . . . . yes C(22) C(21) C(20) C(25) -2.8(5) . . . . yes C(22) C(23) C(24) C(25) -2.4(6) . . . . yes C(26) O(4) C(27) C(28) 92.1(4) . . . . yes C(26) O(4) C(27) C(28) 92.1(4) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag F(1) C(29) 3.353(4) . 2_666 ? F(1) C(27) 3.509(4) . 1_665 ? F(2) F(3) 3.035(4) . 2_665 ? F(2) F(7) 3.067(4) . 1_665 ? F(2) C(14) 3.097(5) . 2_665 ? F(2) C(13) 3.388(5) . 2_665 ? F(2) C(19) 3.448(5) . 2_665 ? F(2) C(28) 3.484(6) . 1_665 ? F(2) F(2) 3.596(5) . 2_665 ? F(3) F(8) 3.080(4) . 2_655 ? F(3) C(13) 3.376(5) . 2_665 ? F(3) F(7) 3.381(4) . 1_665 ? F(4) F(8) 2.951(4) . 2_655 ? F(4) C(23) 3.108(4) . 2_655 ? F(4) F(7) 3.243(4) . 2_655 ? F(4) C(24) 3.271(4) . 2_655 ? F(4) O(1) 3.583(3) . 2_655 ? F(4) C(18) 3.600(5) . 2_655 ? F(5) C(18) 3.348(4) . 2_655 ? F(5) C(30) 3.375(5) . 2_766 ? F(5) C(19) 3.390(5) . 2_655 ? F(5) C(31) 3.542(5) . 2_766 ? F(6) C(30) 3.595(6) . 2_666 ? F(7) C(13) 3.382(5) . 1_445 ? F(7) C(19) 3.513(6) . 2_555 ? F(7) C(14) 3.540(5) . 1_445 ? F(8) C(14) 3.295(5) . 1_445 ? F(8) C(15) 3.377(5) . 1_445 ? F(9) C(29) 3.044(4) . 2_656 ? F(9) O(5) 3.206(4) . 2_656 ? F(9) H(3) 3.26(3) . 2_656 ? F(9) N(3) 3.278(4) . 2_656 ? F(10) H(3) 2.65(3) . 2_656 ? F(10) O(3) 3.077(4) . 2_556 ? F(10) F(10) 3.187(5) . 2_656 ? F(10) H(4) 3.37(3) . 2_656 ? F(10) C(5) 3.422(4) . 2_656 ? F(10) C(27) 3.436(4) . 2_556 ? O(1) C(28) 3.433(5) . 1_655 ? O(3) H(3) 3.05(3) . 1_455 ? O(3) C(21) 3.405(5) . 2_556 ? O(4) C(26) 3.533(4) . 2_556 ? O(4) C(8) 3.544(4) . 2_556 ? O(5) H(3) 3.13(3) . . ? O(5) N(2) 3.426(4) . 2_666 ? O(5) H(2) 3.44(3) . 2_666 ? O(5) C(5) 3.576(4) . . ? O(5) C(4) 3.585(4) . . ? C(2) C(29) 3.558(5) . 2_666 ? C(3) C(29) 3.556(4) . 2_666 ? C(27) H(4) 3.51(3) . 1_455 ? C(28) H(4) 3.18(3) . 1_455 ? C(29) H(2) 2.99(3) . . ? C(29) H(1) 3.14(3) . . ? C(31) H(5) 3.36(3) . 1_655 ? C(31) H(1) 3.41(3) . . ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_DH _geom_hbond_site_distance_HA _geom_hbond_site_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1) N(2) . . . 0.83(3) 3.32(3) 3.501(4) 95(2) no N(2) H(2) N(1) . . . 0.84(2) 3.19(3) 3.501(4) 105(2) no N(2) H(2) F(1) . . 2_666 0.84(2) 3.12(3) 3.435(3) 105(2) no N(2) H(2) N(1) . . 2_666 0.84(2) 2.95(4) 3.257(4) 103(3) no N(1) H(1) O(5) . . 1_555 0.83(3) 2.04(3) 2.802(3) 152(3) no N(2) H(2) O(5) . . 1_555 0.84(2) 2.11(2) 2.917(3) 162(3) no #============================================================================== data_3e _database_code_CSD 213886 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C48 H24 Cl8 F12 N4 ' _chemical_formula_moiety 'C48 H24 Cl8 F12 N4 ' _chemical_formula_weight 1168.35 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 41/a ' _symmetry_space_group_name_Hall '-I 4ad ' _symmetry_Int_Tables_number 88 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2-y,z 3/4-y,1/4+x,1/4+z 1/4+y,1/4-x,1/4+z -x,-y,-z x,1/2+y,-z 3/4+y,1/4-x,1/4-z 1/4-y,1/4+x,1/4-z 1/2+x,1/2+y,1/2+z 1/2-x,-y,1/2+z 1/4-y,3/4+x,3/4+z 3/4+y,3/4-x,3/4+z 1/2-x,1/2-y,1/2-z 1/2+x,y,1/2-z 1/4+y,3/4-x,3/4-z 3/4-y,3/4+x,3/4-z _cell_length_a 15.963(1) _cell_length_b 15.963(1) _cell_length_c 20.165(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 5138.3(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.5 _cell_measurement_theta_max 15.0 _cell_measurement_temperature 296.2 #------------------------------------------------------------------------------ _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.500 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.510 _exptl_crystal_F_000 2330 _exptl_absorpt_coefficient_mu 0.520 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_min 0.810 _exptl_absorpt_correction_T_max 0.899 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method w-2q _diffrn_reflns_number 3253 _diffrn_reflns_av_R_equivalents 0.026 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 1.0701 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.0701 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 26 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0.20 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). Pyrrolic and porphyrinogen ring protons are refined isotropically and other protons of phenyl groups are placed at the calculated positions with 1.2 x Beq values of the attached atoms. Fluorine atoms in the trifluoromethy groups seems to rotate in the crystal and they are treated as disordered groups. ; _reflns_number_total 3163 _reflns_number_gt 1394 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0692 _refine_ls_wR_factor_ref 0.2018 _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 3160 _refine_ls_number_parameters 203 _refine_ls_goodness_of_fit_ref 1.647 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0006 _refine_diff_density_max 0.58 _refine_diff_density_min -0.72 _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.0009(5) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Cl Cl 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; F F 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl(1) Cl 0.9077(1) 0.31250(9) 0.43770(8) 0.1161(6) Uani 1.00 d . . . Cl(2) Cl 0.61304(7) 0.2045(1) 0.53778(8) 0.1077(5) Uani 1.00 d . . . F(1) F 0.9188(5) 0.0627(5) 0.4540(4) 0.108(2) Uani 0.50 d P . . F(1a) F 0.9024(7) 0.0335(7) 0.4724(5) 0.213(4) Uani 0.50 d P . . F(2) F 0.7930(7) 0.1036(7) 0.4278(5) 0.132(3) Uani 0.50 d P . . F(2a) F 0.8209(7) 0.1080(6) 0.4221(3) 0.104(3) Uani 0.50 d P . . F(3) F 0.8159(5) 0.0012(4) 0.4913(4) 0.085(2) Uani 0.50 d P . . F(3a) F 0.7767(8) 0.0200(7) 0.4855(7) 0.195(5) Uani 0.50 d P . . N(1) N 0.8604(2) 0.1888(2) 0.6329(1) 0.0417(7) Uani 1.00 d . . . C(1) C 0.8175(2) 0.2482(2) 0.5980(2) 0.0409(8) Uani 1.00 d . . . C(2) C 0.8024(2) 0.2168(2) 0.5361(2) 0.0434(9) Uani 1.00 d . . . C(3) C 0.8377(2) 0.1345(2) 0.5343(2) 0.0435(9) Uani 1.00 d . . . C(4) C 0.8730(2) 0.1189(2) 0.5953(2) 0.0415(9) Uani 1.00 d . . . C(5) C 0.7947(2) 0.3319(2) 0.6269(2) 0.052(1) Uani 1.00 d . . . C(6) C 0.7577(2) 0.2624(2) 0.4831(2) 0.059(1) Uani 1.00 d . . . C(7) C 0.8000(3) 0.3090(3) 0.4354(2) 0.088(2) Uani 1.00 d . . . C(8) C 0.7575(5) 0.3528(3) 0.3859(3) 0.141(3) Uani 1.00 d . . . C(9) C 0.6701(5) 0.3516(4) 0.3863(4) 0.170(3) Uani 1.00 d . . . C(10) C 0.6262(4) 0.3081(4) 0.4333(4) 0.133(2) Uani 1.00 d . . . C(11) C 0.6666(3) 0.2625(3) 0.4825(2) 0.086(2) Uani 1.00 d . . . C(12) C 0.8400(3) 0.0772(3) 0.4778(2) 0.067(1) Uani 1.00 d . . . H(1N) H 0.874(2) 0.199(2) 0.678(2) 0.051(9) Uiso 1.00 d . . . H(5a) H 0.760(2) 0.367(2) 0.590(2) 0.048(9) Uiso 1.00 d . . . H(5b) H 0.759(2) 0.330(2) 0.658(2) 0.06(1) Uiso 1.00 d . . . H(8) H 0.7873 0.3827 0.3527 0.1698 Uiso 1.00 calc . . . H(9) H 0.6403 0.3817 0.3531 0.2035 Uiso 1.00 calc . . . H(10) H 0.5667 0.3091 0.4323 0.1599 Uiso 1.00 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 Cl(1) 0.116(1) 0.116(1) 0.117(1) -0.0426(9) 0.0095(9) 0.0340(9) Cl(2) 0.0494(6) 0.163(1) 0.111(1) 0.0008(7) -0.0083(7) -0.0127(10) F(1) 0.080(4) 0.125(5) 0.119(5) -0.019(4) 0.044(4) -0.070(4) F(1a) 0.254(10) 0.246(9) 0.140(7) 0.198(7) -0.097(7) -0.128(6) F(2) 0.150(6) 0.127(7) 0.118(6) 0.050(5) -0.094(5) -0.065(5) F(2a) 0.194(9) 0.081(5) 0.037(3) 0.039(5) -0.006(4) -0.016(3) F(3) 0.144(6) 0.038(2) 0.074(4) -0.024(3) 0.007(4) -0.023(2) F(3a) 0.25(1) 0.171(9) 0.165(9) -0.123(8) -0.016(8) -0.063(7) N(1) 0.044(1) 0.042(1) 0.039(2) 0.001(1) -0.007(1) -0.004(1) C(1) 0.031(1) 0.040(2) 0.051(2) -0.002(1) -0.003(1) -0.005(2) C(2) 0.035(2) 0.043(2) 0.052(2) 0.001(1) -0.008(2) -0.007(2) C(3) 0.039(2) 0.042(2) 0.050(2) 0.002(1) -0.013(2) -0.010(2) C(4) 0.035(2) 0.039(2) 0.050(2) -0.005(1) -0.007(1) -0.004(1) C(5) 0.037(2) 0.053(2) 0.068(2) 0.004(2) -0.004(2) -0.017(2) C(6) 0.070(2) 0.043(2) 0.065(2) 0.004(2) -0.028(2) -0.006(2) C(7) 0.111(4) 0.067(3) 0.087(3) -0.022(3) -0.037(3) 0.019(2) C(8) 0.205(7) 0.094(4) 0.126(5) -0.050(4) -0.077(5) 0.057(4) C(9) 0.197(7) 0.112(5) 0.200(7) -0.046(5) -0.145(5) 0.069(5) C(10) 0.116(4) 0.093(4) 0.191(6) 0.004(3) -0.093(4) 0.005(4) C(11) 0.097(3) 0.062(3) 0.099(3) 0.019(2) -0.067(3) -0.016(2) C(12) 0.079(3) 0.051(2) 0.072(3) 0.003(2) -0.022(2) -0.012(2) #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics 'Ortep-3 and Mercury ' #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl(1) C(7) 1.721(5) . . yes Cl(2) C(11) 1.683(5) . . yes F(1) C(12) 1.366(9) . . yes F(1a) C(12) 1.22(1) . . yes F(2) C(12) 1.33(1) . . yes F(2a) C(12) 1.264(9) . . yes F(3) C(12) 1.302(7) . . yes F(3a) C(12) 1.37(1) . . yes N(1) C(1) 1.365(4) . . yes N(1) C(4) 1.363(4) . . yes C(1) C(2) 1.364(4) . . yes C(1) C(5) 1.502(5) . . yes C(2) C(3) 1.431(4) . . yes C(2) C(6) 1.477(5) . . yes C(3) C(4) 1.376(4) . . yes C(3) C(12) 1.461(5) . . yes C(4) C(5) 1.495(5) . 8_646 yes C(6) C(7) 1.390(6) . . yes C(6) C(11) 1.454(6) . . yes C(7) C(8) 1.395(8) . . yes C(8) C(9) 1.40(1) . . yes C(9) C(10) 1.37(1) . . yes C(10) C(11) 1.390(8) . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) N(1) C(4) 110.8(3) . . . yes N(1) C(1) C(2) 107.8(3) . . . yes N(1) C(1) C(5) 122.6(3) . . . yes C(2) C(1) C(5) 129.6(3) . . . yes C(1) C(2) C(3) 106.9(3) . . . yes C(1) C(2) C(6) 124.5(3) . . . yes C(3) C(2) C(6) 128.6(3) . . . yes C(2) C(3) C(4) 107.7(3) . . . yes C(2) C(3) C(12) 127.2(3) . . . yes C(4) C(3) C(12) 125.0(3) . . . yes N(1) C(4) C(3) 106.8(3) . . . yes N(1) C(4) C(5) 120.7(3) . . 8_646 yes C(3) C(4) C(5) 132.5(3) . . 8_646 yes C(1) C(5) C(4) 112.5(3) . . 7_566 yes C(2) C(6) C(7) 122.0(4) . . . yes C(2) C(6) C(11) 119.4(3) . . . yes C(7) C(6) C(11) 118.6(4) . . . yes Cl(1) C(7) C(6) 118.9(4) . . . yes Cl(1) C(7) C(8) 119.2(4) . . . yes C(6) C(7) C(8) 121.8(5) . . . yes C(7) C(8) C(9) 118.4(6) . . . yes C(8) C(9) C(10) 121.5(7) . . . yes C(9) C(10) C(11) 121.5(6) . . . yes Cl(2) C(11) C(6) 120.1(3) . . . yes Cl(2) C(11) C(10) 121.6(4) . . . yes C(6) C(11) C(10) 118.2(4) . . . yes F(1) C(12) F(2) 107.9(6) . . . yes F(1) C(12) F(3) 100.8(6) . . . yes F(1) C(12) C(3) 113.8(5) . . . yes F(1a) C(12) F(2a) 109.9(7) . . . yes F(1a) C(12) F(3a) 103.3(8) . . . yes F(1a) C(12) C(3) 116.6(6) . . . yes F(2) C(12) F(3) 106.7(7) . . . yes F(2) C(12) C(3) 112.3(6) . . . yes F(2a) C(12) F(3a) 100.5(8) . . . yes F(2a) C(12) C(3) 116.3(5) . . . yes F(3) C(12) C(3) 114.4(5) . . . yes F(3a) C(12) C(3) 108.1(6) . . . yes #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl(1) C(7) C(6) C(2) 0.8(5) . . . . yes Cl(1) C(7) C(6) C(11) 177.5(3) . . . . yes Cl(1) C(7) C(8) C(9) -177.8(5) . . . . yes Cl(2) C(11) C(6) C(2) -5.3(5) . . . . yes Cl(2) C(11) C(6) C(7) 178.0(3) . . . . yes Cl(2) C(11) C(10) C(9) -176.5(5) . . . . yes F(1) C(12) C(3) C(2) 112.9(5) . . . . yes F(1) C(12) C(3) C(4) -64.2(6) . . . . yes F(1a) C(12) C(3) C(2) 144.2(7) . . . . yes F(1a) C(12) C(3) C(4) -32.9(8) . . . . yes F(2) C(12) C(3) C(2) -10.2(7) . . . . yes F(2) C(12) C(3) C(4) 172.7(6) . . . . yes F(2a) C(12) C(3) C(2) 12.0(8) . . . . yes F(2a) C(12) C(3) C(4) -165.1(6) . . . . yes F(3) C(12) C(3) C(2) -132.0(5) . . . . yes F(3) C(12) C(3) C(4) 50.9(6) . . . . yes F(3a) C(12) C(3) C(2) -100.0(7) . . . . yes F(3a) C(12) C(3) C(4) 82.9(7) . . . . yes N(1) C(1) C(2) C(3) 0.4(3) . . . . yes N(1) C(1) C(2) C(6) -179.7(3) . . . . yes N(1) C(1) C(5) C(4) 53.6(4) . . . 7_566 yes N(1) C(4) C(3) C(2) -0.2(3) . . . . yes N(1) C(4) C(3) C(12) 177.3(3) . . . . yes C(1) N(1) C(4) C(3) 0.5(3) . . . . yes C(1) N(1) C(4) C(5) -179.5(3) . . . 8_646 yes C(1) C(2) C(3) C(4) -0.1(3) . . . . yes C(1) C(2) C(3) C(12) -177.6(3) . . . . yes C(1) C(2) C(6) C(7) 94.2(5) . . . . yes C(1) C(2) C(6) C(11) -82.4(4) . . . . yes C(2) C(1) N(1) C(4) -0.6(3) . . . . yes C(2) C(1) C(5) C(4) -125.6(4) . . . 7_566 yes C(2) C(3) C(4) C(5) 179.7(3) . . . 8_646 yes C(2) C(6) C(7) C(8) -179.2(4) . . . . yes C(2) C(6) C(11) C(10) 178.0(4) . . . . yes C(3) C(2) C(1) C(5) 179.7(3) . . . . yes C(3) C(2) C(6) C(7) -85.9(5) . . . . yes C(3) C(2) C(6) C(11) 97.5(4) . . . . yes C(4) N(1) C(1) C(5) -179.9(3) . . . . yes C(4) C(3) C(2) C(6) 180.0(3) . . . . yes C(5) C(1) C(2) C(6) -0.4(5) . . . . yes C(6) C(2) C(3) C(12) 2.5(6) . . . . yes C(6) C(7) C(8) C(9) 2.3(8) . . . . yes C(6) C(11) C(10) C(9) 0.3(8) . . . . yes C(7) C(6) C(11) C(10) 1.2(6) . . . . yes C(7) C(8) C(9) C(10) -0.7(9) . . . . yes C(8) C(7) C(6) C(11) -2.5(6) . . . . yes C(8) C(9) C(10) C(11) 0(1) . . . . yes C(8) C(9) C(10) C(11) 0(1) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cl(1) F(1) 3.428(8) . 2_755 ? Cl(1) Cl(1) 3.559(3) . 2_755 ? Cl(2) F(2a) 3.478(9) . 3_545 ? F(1) N(1) 3.129(9) . 12_554 ? F(1) C(1) 3.239(9) . 12_554 ? F(1) C(5) 3.483(9) . 12_554 ? F(1) F(1a) 3.56(1) . 5_756 ? F(1a) N(1) 2.98(1) . 12_554 ? F(1a) C(1) 3.35(1) . 12_554 ? F(1a) F(1a) 3.48(2) . 5_756 ? F(2) C(9) 3.34(1) . 15_555 ? F(3) C(7) 3.415(8) . 6_546 ? F(3) N(1) 3.434(8) . 12_554 ? F(3) C(8) 3.551(9) . 6_546 ? N(1) C(4) 3.040(4) . 7_566 ? N(1) N(1) 3.457(4) . 7_566 ? C(5) C(12) 3.226(6) . 7_566 ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_DH _geom_hbond_site_distance_HA _geom_hbond_site_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1N) F(1a) . . 3_545 0.95(3) 2.77(3) 2.98(1) 93(2) no N(1) H(1N) F(3) . . 3_545 0.95(3) 3.18(3) 3.434(7) 97(2) no #============================================================================== data_3e-2H2O _database_code_CSD 213887 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C48 H28 Cl8 F12 N4 O2 ' _chemical_formula_moiety 'C48 H24 Cl8 F12 N4, 2(H2 O)' _chemical_formula_weight 1204.38 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 41/a ' _symmetry_space_group_name_Hall '-I 4ad ' _symmetry_Int_Tables_number 88 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2-y,z 3/4-y,1/4+x,1/4+z 1/4+y,1/4-x,1/4+z -x,-y,-z x,1/2+y,-z 3/4+y,1/4-x,1/4-z 1/4-y,1/4+x,1/4-z 1/2+x,1/2+y,1/2+z 1/2-x,-y,1/2+z 1/4-y,3/4+x,3/4+z 3/4+y,3/4-x,3/4+z 1/2-x,1/2-y,1/2-z 1/2+x,y,1/2-z 1/4+y,3/4-x,3/4-z 3/4-y,3/4+x,3/4-z _cell_length_a 13.102(2) _cell_length_b 13.102(2) _cell_length_c 27.375(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4699(1) _cell_formula_units_Z 4 _cell_measurement_reflns_used 18 _cell_measurement_theta_min 10.2 _cell_measurement_theta_max 12.6 _cell_measurement_temperature 298.2 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.350 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.300 _exptl_crystal_density_diffrn 1.702 _exptl_crystal_F_000 2416 _exptl_absorpt_coefficient_mu 0.574 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_min 0.819 _exptl_absorpt_correction_T_max 0.840 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method w-2q _diffrn_reflns_number 2990 _diffrn_reflns_av_R_equivalents 0.022 _diffrn_reflns_theta_max 27.49 _diffrn_measured_fraction_theta_max 0.9992 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.9992 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 0 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 1.16 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). Pyrrolic and porphyrinogen ring protons are refined isotropically and other protons of phenyl groups are placed at the calculated positions with 1.2 x Beq values of the attached atoms. Fluorine atoms in the trifluoromethy groups seems to rotate in the crystal and they are treated as disordered groups. ; _reflns_number_total 2697 _reflns_number_gt 1507 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1404 _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 2697 _refine_ls_number_parameters 211 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0091 _refine_diff_density_max 0.65 _refine_diff_density_min -0.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; F F 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cl Cl 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl(1) Cl 0.13137(8) 0.29240(7) 0.33144(4) 0.0595(3) Uani 1.00 d . . . Cl(2) Cl 0.13149(9) 0.62115(8) 0.21237(4) 0.0642(3) Uani 1.00 d . . . F(1A) F 0.3312(5) 0.574(2) 0.2640(2) 0.095(3) Uani 0.50 d P . . F(1B) F 0.3503(8) 0.6486(8) 0.2841(7) 0.118(4) Uani 0.50 d P . . F(2A) F 0.3868(6) 0.6438(9) 0.3251(5) 0.089(3) Uani 0.50 d P . . F(2B) F 0.3962(4) 0.558(1) 0.3432(2) 0.092(3) Uani 0.50 d P . . F(3A) F 0.3707(8) 0.4830(9) 0.3213(7) 0.129(4) Uani 0.50 d P . . F(3B) F 0.3399(5) 0.4946(10) 0.2794(5) 0.088(3) Uani 0.50 d P . . O(1) O 0.0000 0.7500 0.2975(1) 0.051(1) Uani 1.00 d S . . N(1) N 0.0927(2) 0.6052(2) 0.38003(10) 0.0330(7) Uani 1.00 d . . . C(1) C 0.1932(2) 0.6273(2) 0.3722(1) 0.0327(8) Uani 1.00 d . . . C(2) C 0.2218(2) 0.5750(2) 0.3310(1) 0.0328(8) Uani 1.00 d . . . C(3) C 0.1353(2) 0.5202(2) 0.3131(1) 0.0311(8) Uani 1.00 d . . . C(4) C 0.0563(2) 0.5403(2) 0.3446(1) 0.0307(8) Uani 1.00 d . . . C(5) C -0.0516(3) 0.5020(3) 0.3441(1) 0.0405(10) Uani 1.00 d . . . C(6) C 0.1297(2) 0.4531(3) 0.2697(1) 0.0355(9) Uani 1.00 d . . . C(7) C 0.1273(2) 0.3469(3) 0.2740(1) 0.0435(10) Uani 1.00 d . . . C(8) C 0.1248(3) 0.2821(3) 0.2341(2) 0.060(1) Uani 1.00 d . . . C(9) C 0.1245(3) 0.3248(4) 0.1881(2) 0.070(2) Uani 1.00 d . . . C(10) C 0.1260(3) 0.4280(4) 0.1817(1) 0.063(1) Uani 1.00 d . . . C(11) C 0.1292(3) 0.4901(3) 0.2222(1) 0.044(1) Uani 1.00 d . . . C(12) C 0.3264(3) 0.5694(3) 0.3106(1) 0.045(1) Uani 1.00 d . . . H(1N) H 0.051(3) 0.632(3) 0.405(2) 0.07(1) Uiso 1.00 d . . . H(1O) H 0.021(4) 0.706(3) 0.279(2) 0.09(1) Uiso 1.00 d . . . H(5a) H -0.050(2) 0.433(2) 0.349(1) 0.031(8) Uiso 1.00 d . . . H(5b) H -0.077(2) 0.504(2) 0.308(1) 0.039(8) Uiso 1.00 d . . . H(8) H 0.1230 0.2106 0.2379 0.0707 Uiso 1.00 calc . . . H(9) H 0.1244 0.2823 0.1603 0.0849 Uiso 1.00 calc . . . H(10) H 0.1244 0.4562 0.1499 0.0751 Uiso 1.00 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 Cl(1) 0.0716(7) 0.0428(5) 0.0641(7) 0.0044(5) 0.0060(5) 0.0039(5) Cl(2) 0.0847(8) 0.0664(7) 0.0415(5) 0.0027(6) 0.0073(5) 0.0092(5) F(1A) 0.053(3) 0.192(10) 0.039(3) -0.008(7) 0.012(2) -0.013(6) F(1B) 0.089(6) 0.088(6) 0.18(1) 0.003(5) 0.068(7) 0.067(7) F(2A) 0.054(4) 0.114(7) 0.100(6) -0.039(4) 0.021(4) -0.046(5) F(2B) 0.029(3) 0.189(9) 0.057(3) 0.022(5) -0.007(2) -0.008(6) F(3A) 0.083(7) 0.097(7) 0.21(1) 0.059(6) 0.077(8) 0.077(7) F(3B) 0.054(4) 0.087(5) 0.122(7) -0.010(4) 0.037(5) -0.058(5) O(1) 0.066(3) 0.048(2) 0.040(2) 0.005(2) 0.0000 0.0000 N(1) 0.033(1) 0.035(1) 0.031(1) 0.004(1) 0.002(1) -0.006(1) C(1) 0.035(2) 0.030(2) 0.033(2) 0.001(1) -0.003(1) -0.001(1) C(2) 0.033(2) 0.032(2) 0.033(2) -0.001(1) 0.001(1) 0.000(1) C(3) 0.035(2) 0.030(2) 0.029(2) 0.001(1) 0.001(1) -0.004(1) C(4) 0.037(2) 0.027(2) 0.028(2) 0.002(1) -0.002(1) -0.002(1) C(5) 0.039(2) 0.038(2) 0.044(2) -0.006(2) 0.007(2) -0.014(2) C(6) 0.030(2) 0.044(2) 0.033(2) 0.003(1) 0.002(1) -0.009(1) C(7) 0.034(2) 0.047(2) 0.050(2) 0.000(2) 0.003(2) -0.017(2) C(8) 0.052(2) 0.050(2) 0.078(3) 0.007(2) 0.001(2) -0.031(2) C(9) 0.065(3) 0.089(3) 0.058(3) 0.017(3) -0.008(2) -0.043(3) C(10) 0.060(3) 0.093(3) 0.035(2) 0.017(2) -0.003(2) -0.022(2) C(11) 0.042(2) 0.055(2) 0.035(2) 0.005(2) 0.003(2) -0.009(2) C(12) 0.039(2) 0.050(2) 0.047(2) -0.005(2) 0.000(2) -0.007(2) #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics 'Ortep-3 and Mercury ' #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl(1) C(7) 1.727(4) . . yes Cl(2) C(11) 1.739(4) . . yes F(1A) C(12) 1.277(7) . . yes F(1B) C(12) 1.30(1) . . yes F(2A) C(12) 1.32(1) . . yes F(2B) C(12) 1.287(7) . . yes F(3A) C(12) 1.30(1) . . yes F(3B) C(12) 1.31(1) . . yes N(1) C(1) 1.365(4) . . yes N(1) C(4) 1.375(4) . . yes C(1) C(2) 1.371(4) . . yes C(1) C(5) 1.495(5) . 16_555 yes C(2) C(3) 1.428(4) . . yes C(2) C(12) 1.482(5) . . yes C(3) C(4) 1.374(4) . . yes C(3) C(6) 1.481(4) . . yes C(4) C(5) 1.500(5) . . yes C(6) C(7) 1.397(5) . . yes C(6) C(11) 1.387(4) . . yes C(7) C(8) 1.383(6) . . yes C(8) C(9) 1.379(6) . . yes C(9) C(10) 1.363(7) . . yes C(10) C(11) 1.376(5) . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) N(1) C(4) 110.8(3) . . . yes N(1) C(1) C(2) 106.7(3) . . . yes N(1) C(1) C(5) 119.9(3) . . 16_555 yes C(2) C(1) C(5) 133.4(3) . . 16_555 yes C(1) C(2) C(3) 108.5(3) . . . yes C(1) C(2) C(12) 126.0(3) . . . yes C(3) C(2) C(12) 125.3(3) . . . yes C(2) C(3) C(4) 106.6(3) . . . yes C(2) C(3) C(6) 127.9(3) . . . yes C(4) C(3) C(6) 125.5(3) . . . yes N(1) C(4) C(3) 107.4(3) . . . yes N(1) C(4) C(5) 122.8(3) . . . yes C(3) C(4) C(5) 129.8(3) . . . yes C(1) C(5) C(4) 114.8(3) 15_455 . . yes C(3) C(6) C(7) 121.7(3) . . . yes C(3) C(6) C(11) 123.0(3) . . . yes C(7) C(6) C(11) 115.3(3) . . . yes Cl(1) C(7) C(6) 119.2(3) . . . yes Cl(1) C(7) C(8) 117.8(3) . . . yes C(6) C(7) C(8) 123.0(3) . . . yes C(7) C(8) C(9) 118.2(4) . . . yes C(8) C(9) C(10) 121.3(4) . . . yes C(9) C(10) C(11) 118.9(4) . . . yes Cl(2) C(11) C(6) 119.4(3) . . . yes Cl(2) C(11) C(10) 117.3(3) . . . yes C(6) C(11) C(10) 123.3(4) . . . yes F(1A) C(12) F(2A) 103.8(9) . . . yes F(1A) C(12) F(3A) 103(1) . . . yes F(1A) C(12) C(2) 114.9(4) . . . yes F(1B) C(12) F(2B) 107.7(9) . . . yes F(1B) C(12) F(3B) 101.6(9) . . . yes F(1B) C(12) C(2) 113.1(5) . . . yes F(2A) C(12) F(3A) 107.9(8) . . . yes F(2A) C(12) C(2) 113.8(5) . . . yes F(2B) C(12) F(3B) 105.8(9) . . . yes F(2B) C(12) C(2) 113.6(4) . . . yes F(3A) C(12) C(2) 111.7(7) . . . yes F(3B) C(12) C(2) 114.1(4) . . . yes #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl(1) C(7) C(6) C(3) -0.3(4) . . . . yes Cl(1) C(7) C(6) C(11) 178.1(2) . . . . yes Cl(1) C(7) C(8) C(9) -178.2(3) . . . . yes Cl(2) C(11) C(6) C(3) -1.9(4) . . . . yes Cl(2) C(11) C(6) C(7) 179.7(2) . . . . yes Cl(2) C(11) C(10) C(9) 179.8(3) . . . . yes F(1A) C(12) C(2) C(1) -140(1) . . . . yes F(1A) C(12) C(2) C(3) 44(1) . . . . yes F(1B) C(12) C(2) C(1) -81.8(9) . . . . yes F(1B) C(12) C(2) C(3) 103.3(8) . . . . yes F(2A) C(12) C(2) C(1) -20.7(8) . . . . yes F(2A) C(12) C(2) C(3) 164.4(6) . . . . yes F(2B) C(12) C(2) C(1) 41(1) . . . . yes F(2B) C(12) C(2) C(3) -133.5(10) . . . . yes F(3A) C(12) C(2) C(1) 101.7(9) . . . . yes F(3A) C(12) C(2) C(3) -73.1(9) . . . . yes F(3B) C(12) C(2) C(1) 162.8(7) . . . . yes F(3B) C(12) C(2) C(3) -12.1(8) . . . . yes N(1) C(1) C(2) C(3) 0.6(3) . . . . yes N(1) C(1) C(2) C(12) -175.0(3) . . . . yes N(1) C(1) C(5) C(4) -65.1(4) . . 16_555 16_555 yes N(1) C(4) C(3) C(2) 0.5(3) . . . . yes N(1) C(4) C(3) C(6) 179.6(3) . . . . yes N(1) C(4) C(5) C(1) 13.1(4) . . . 15_455 yes C(1) N(1) C(4) C(3) -0.1(3) . . . . yes C(1) N(1) C(4) C(5) 179.4(3) . . . . yes C(1) C(2) C(3) C(4) -0.7(3) . . . . yes C(1) C(2) C(3) C(6) -179.8(3) . . . . yes C(1) C(5) C(4) C(3) 167.5(3) . 16_555 16_555 16_555 yes C(2) C(1) N(1) C(4) -0.3(3) . . . . yes C(2) C(1) C(5) C(4) 113.8(4) . . 16_555 16_555 yes C(2) C(3) C(4) C(5) -179.0(3) . . . . yes C(2) C(3) C(6) C(7) 104.4(4) . . . . yes C(2) C(3) C(6) C(11) -73.8(4) . . . . yes C(3) C(2) C(1) C(5) -178.4(3) . . . 16_555 yes C(3) C(6) C(7) C(8) -178.2(3) . . . . yes C(3) C(6) C(11) C(10) 178.7(3) . . . . yes C(4) N(1) C(1) C(5) 178.8(3) . . . 16_555 yes C(4) C(3) C(2) C(12) 175.0(3) . . . . yes C(4) C(3) C(6) C(7) -74.5(4) . . . . yes C(4) C(3) C(6) C(11) 107.2(4) . . . . yes C(5) C(4) C(3) C(6) 0.2(5) . . . . yes C(6) C(3) C(2) C(12) -4.1(5) . . . . yes C(6) C(7) C(8) C(9) -0.2(6) . . . . yes C(6) C(11) C(10) C(9) -0.9(6) . . . . yes C(7) C(6) C(11) C(10) 0.3(5) . . . . yes C(7) C(8) C(9) C(10) -0.4(6) . . . . yes C(8) C(7) C(6) C(11) 0.2(5) . . . . yes C(8) C(9) C(10) C(11) 0.9(6) . . . . yes C(8) C(9) C(10) C(11) 0.9(6) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cl(1) F(2B) 2.924(8) . 16_545 ? Cl(1) F(2A) 3.29(1) . 16_545 ? Cl(1) C(9) 3.589(5) . 13_555 ? Cl(2) F(1B) 3.03(1) . 13_565 ? Cl(2) F(2A) 3.25(1) . 13_565 ? Cl(2) O(1) 3.353(3) . . ? Cl(2) F(2A) 3.380(9) . 14_455 ? Cl(2) F(2B) 3.534(7) . 14_455 ? F(1A) C(5) 3.464(9) . 14_555 ? F(1B) O(1) 3.26(1) . 13_565 ? F(2B) C(10) 3.53(1) . 14_555 ? F(2B) C(10) 3.54(1) . 3_555 ? F(2B) C(9) 3.56(1) . 3_555 ? F(3A) C(10) 3.39(2) . 3_555 ? F(3A) C(10) 3.42(1) . 14_555 ? F(3A) C(9) 3.57(2) . 3_555 ? F(3A) C(11) 3.59(1) . 14_555 ? O(1) N(1) 3.002(4) . 15_455 ? O(1) N(1) 3.002(4) . 16_555 ? O(1) C(4) 3.124(3) . . ? O(1) C(4) 3.124(3) . 2_565 ? O(1) N(1) 3.191(4) . . ? O(1) N(1) 3.191(4) . 2_565 ? O(1) C(3) 3.520(3) . . ? O(1) C(3) 3.520(3) . 2_565 ? O(1) C(5) 3.556(4) . . ? O(1) C(5) 3.556(4) . 2_565 ? N(1) C(1) 2.893(4) . 15_455 ? N(1) N(1) 3.197(4) . 15_455 ? C(5) C(12) 3.275(5) . 15_455 ? C(8) C(8) 3.376(8) . 2_555 ? C(8) C(8) 3.497(8) . 13_555 ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_DH _geom_hbond_site_distance_HA _geom_hbond_site_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1N) N(1) . . 15_455 0.94(4) 2.75(3) 3.197(3) 110(2) no N(1) H(1N) O(1) . . 16_555 0.94(4) 2.131 3.002 153.730 no N(1) H(1N) O(1) . . 15_455 0.94(4) 2.131 3.002 153.730 no #============================================================================== data_3g-2(i-PrOH) _database_code_CSD 213888 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C74 H28 F40 N4 O2 ' _chemical_formula_moiety 'C68 H12 F40N4, 2(C3 H8 O)' _chemical_formula_weight 1765.00 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_space_group_name_Hall '-P 2yn ' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 18.886(2) _cell_length_b 18.183(2) _cell_length_c 9.886(2) _cell_angle_alpha 90 _cell_angle_beta 90.428(3) _cell_angle_gamma 90 _cell_volume 3394.8(9) _cell_formula_units_Z 2 _cell_measurement_reflns_used 20477 _cell_measurement_theta_min 1.6 _cell_measurement_theta_max 25.3 _cell_measurement_temperature 173.2 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.150 _exptl_crystal_density_diffrn 1.727 _exptl_crystal_F_000 1752 _exptl_crystal_density_method 'not measured' _exptl_absorpt_coefficient_mu 0.181 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details '(Higashi, 1999)' _exptl_absorpt_correction_T_min 0.972 _exptl_absorpt_correction_T_max 0.983 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku RAXIS-IV Imaging Plate' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.00 _diffrn_reflns_number 16128 _diffrn_reflns_av_R_equivalents 0.060 _diffrn_reflns_theta_max 25.34 _diffrn_measured_fraction_theta_max 0.9773 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.9773 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). Hydrogen atoms of the i-propyl group are placed with 1.2 Beq of the attached atoms and others are refined isotropically. ; _reflns_number_total 6072 _reflns_number_gt 3725 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0690 _refine_ls_wR_factor_ref 0.1418 _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 6072 _refine_ls_number_parameters 570 _refine_ls_goodness_of_fit_ref 1.209 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0003 _refine_diff_density_max 0.30 _refine_diff_density_min -0.33 _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.005(1) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; F F 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F(1) F 0.6636(1) 0.4920(2) 1.3857(3) 0.111(1) Uani 1.00 d . . . F(2) F 0.7568(2) 0.4815(3) 1.5886(4) 0.228(2) Uani 1.00 d . . . F(3) F 0.8836(2) 0.4159(2) 1.5546(3) 0.118(1) Uani 1.00 d . . . F(4) F 0.9187(1) 0.3642(1) 1.3118(3) 0.0686(8) Uani 1.00 d . . . F(5) F 0.8286(1) 0.3796(1) 1.1001(3) 0.0733(9) Uani 1.00 d . . . F(6) F 0.8179(1) 0.4828(2) 0.8170(3) 0.097(1) Uani 1.00 d . . . F(7) F 0.9179(2) 0.5853(3) 0.7801(3) 0.140(1) Uani 1.00 d . . . F(8) F 0.9241(2) 0.7047(2) 0.9478(4) 0.137(1) Uani 1.00 d . . . F(9) F 0.8292(2) 0.7170(2) 1.1531(4) 0.134(1) Uani 1.00 d . . . F(10) F 0.7258(2) 0.6177(1) 1.1791(3) 0.0882(10) Uani 1.00 d . . . F(11) F 0.6687(1) 0.7558(2) 0.9635(2) 0.0825(9) Uani 1.00 d . . . F(12) F 0.7932(2) 0.8216(2) 0.9072(3) 0.114(1) Uani 1.00 d . . . F(13) F 0.8579(1) 0.7977(1) 0.6699(3) 0.0763(9) Uani 1.00 d . . . F(14) F 0.7966(1) 0.7083(2) 0.4828(2) 0.0782(9) Uani 1.00 d . . . F(15) F 0.6733(1) 0.6420(1) 0.5369(2) 0.0638(8) Uani 1.00 d . . . F(16) F 0.5690(1) 0.7824(1) 0.5714(2) 0.0510(6) Uani 1.00 d . . . F(17) F 0.5345(1) 0.9247(1) 0.5437(3) 0.0712(8) Uani 1.00 d . . . F(18) F 0.4590(2) 0.9940(1) 0.7380(3) 0.094(1) Uani 1.00 d . . . F(19) F 0.4241(1) 0.9219(1) 0.9677(3) 0.0784(9) Uani 1.00 d . . . F(20) F 0.4613(1) 0.7810(1) 1.0013(2) 0.0531(7) Uani 1.00 d . . . O(1) O 0.4676(1) 0.4228(1) 0.8358(3) 0.0491(8) Uani 1.00 d . . . N(1) N 0.6071(1) 0.4361(1) 0.9730(3) 0.0355(8) Uani 1.00 d . . . N(2) N 0.5153(1) 0.5765(2) 0.8117(3) 0.0387(9) Uani 1.00 d . . . C(1) C 0.6329(2) 0.4118(2) 1.0946(4) 0.0359(9) Uani 1.00 d . . . C(2) C 0.6954(2) 0.4478(2) 1.1187(4) 0.0350(10) Uani 1.00 d . . . C(3) C 0.7076(2) 0.4961(2) 1.0078(4) 0.0374(10) Uani 1.00 d . . . C(4) C 0.6520(2) 0.4872(2) 0.9183(4) 0.0336(9) Uani 1.00 d . . . C(5) C 0.6369(2) 0.5236(2) 0.7850(4) 0.039(1) Uani 1.00 d . . . C(6) C 0.5862(2) 0.5866(2) 0.7908(4) 0.0360(10) Uani 1.00 d . . . C(7) C 0.5974(2) 0.6607(2) 0.7803(3) 0.0335(9) Uani 1.00 d . . . C(8) C 0.5305(2) 0.6962(2) 0.7980(3) 0.0356(9) Uani 1.00 d . . . C(9) C 0.4805(2) 0.6429(2) 0.8160(4) 0.039(1) Uani 1.00 d . . . C(10) C 0.4013(2) 0.6483(2) 0.8252(5) 0.044(1) Uani 1.00 d . . . C(11) C 0.7438(2) 0.4376(2) 1.2343(4) 0.039(1) Uani 1.00 d . . . C(12) C 0.7278(2) 0.4617(3) 1.3618(5) 0.070(2) Uani 1.00 d . . . C(13) C 0.7746(3) 0.4552(4) 1.4666(5) 0.102(2) Uani 1.00 d . . . C(14) C 0.8384(2) 0.4231(3) 1.4496(5) 0.072(2) Uani 1.00 d . . . C(15) C 0.8560(2) 0.3970(2) 1.3283(5) 0.049(1) Uani 1.00 d . . . C(16) C 0.8090(2) 0.4045(2) 1.2208(4) 0.042(1) Uani 1.00 d . . . C(17) C 0.7667(2) 0.5483(2) 0.9938(4) 0.043(1) Uani 1.00 d . . . C(18) C 0.8182(2) 0.5423(3) 0.8985(4) 0.061(1) Uani 1.00 d . . . C(19) C 0.8713(2) 0.5949(4) 0.8805(5) 0.084(2) Uani 1.00 d . . . C(20) C 0.8738(3) 0.6539(3) 0.9664(7) 0.090(2) Uani 1.00 d . . . C(21) C 0.8257(3) 0.6600(3) 1.0671(6) 0.083(2) Uani 1.00 d . . . C(22) C 0.7731(2) 0.6086(2) 1.0792(5) 0.058(1) Uani 1.00 d . . . C(23) C 0.6665(2) 0.6966(2) 0.7532(4) 0.0372(10) Uani 1.00 d . . . C(24) C 0.6994(2) 0.7432(2) 0.8430(4) 0.051(1) Uani 1.00 d . . . C(25) C 0.7629(2) 0.7778(2) 0.8153(4) 0.059(1) Uani 1.00 d . . . C(26) C 0.7956(2) 0.7659(2) 0.6946(4) 0.051(1) Uani 1.00 d . . . C(27) C 0.7648(2) 0.7192(2) 0.6019(4) 0.048(1) Uani 1.00 d . . . C(28) C 0.7022(2) 0.6861(2) 0.6318(4) 0.042(1) Uani 1.00 d . . . C(29) C 0.5156(2) 0.7761(2) 0.7865(4) 0.0359(10) Uani 1.00 d . . . C(30) C 0.5340(2) 0.8159(2) 0.6735(4) 0.041(1) Uani 1.00 d . . . C(31) C 0.5169(2) 0.8893(2) 0.6566(4) 0.049(1) Uani 1.00 d . . . C(32) C 0.4788(2) 0.9237(2) 0.7542(5) 0.059(1) Uani 1.00 d . . . C(33) C 0.4600(2) 0.8863(2) 0.8703(4) 0.054(1) Uani 1.00 d . . . C(34) C 0.4794(2) 0.8144(2) 0.8851(4) 0.043(1) Uani 1.00 d . . . C(35) C 0.4463(2) 0.3794(2) 0.7182(4) 0.053(1) Uani 1.00 d . . . C(36) C 0.4983(3) 0.3947(2) 0.6081(5) 0.070(2) Uani 1.00 d . . . C(37) C 0.4408(3) 0.3010(2) 0.7541(5) 0.070(2) Uani 1.00 d . . . H(1) H 0.566(2) 0.421(2) 0.933(4) 0.06(1) Uiso 1.00 d . . . H(2) H 0.494(2) 0.536(2) 0.813(3) 0.034(9) Uiso 1.00 d . . . H(3) H 0.680(2) 0.543(2) 0.750(3) 0.028(8) Uiso 1.00 d . . . H(4) H 0.622(2) 0.484(2) 0.713(4) 0.057(10) Uiso 1.00 d . . . H(5) H 0.390(2) 0.694(2) 0.867(4) 0.06(1) Uiso 1.00 d . . . H(6) H 0.383(2) 0.644(2) 0.730(4) 0.048(10) Uiso 1.00 d . . . H(7) H 0.431(2) 0.417(2) 0.900(4) 0.08(1) Uiso 1.00 d . . . H(8) H 0.4010 0.3959 0.6890 0.0634 Uiso 1.00 calc . . . H(9) H 0.4840 0.3697 0.5280 0.0845 Uiso 1.00 calc . . . H(10) H 0.5439 0.3781 0.6351 0.0845 Uiso 1.00 calc . . . H(11) H 0.4998 0.4461 0.5910 0.0845 Uiso 1.00 calc . . . H(12) H 0.4219 0.2744 0.6794 0.0834 Uiso 1.00 calc . . . H(13) H 0.4105 0.2957 0.8297 0.0834 Uiso 1.00 calc . . . H(14) H 0.4864 0.2825 0.7762 0.0834 Uiso 1.00 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 F(1) 0.080(2) 0.185(3) 0.067(2) 0.082(2) -0.011(1) -0.027(2) F(2) 0.191(4) 0.421(8) 0.071(2) 0.208(5) -0.051(3) -0.091(4) F(3) 0.106(2) 0.157(3) 0.089(2) 0.062(2) -0.057(2) -0.023(2) F(4) 0.036(1) 0.063(1) 0.107(2) 0.016(1) -0.011(1) 0.007(1) F(5) 0.052(1) 0.098(2) 0.070(2) 0.030(1) 0.005(1) -0.009(1) F(6) 0.056(2) 0.160(3) 0.076(2) -0.010(2) 0.020(1) -0.037(2) F(7) 0.060(2) 0.266(5) 0.093(2) -0.048(2) 0.017(2) 0.046(3) F(8) 0.086(2) 0.147(3) 0.176(3) -0.088(2) -0.049(2) 0.087(3) F(9) 0.152(3) 0.079(2) 0.171(4) -0.066(2) -0.023(3) -0.026(2) F(10) 0.089(2) 0.067(2) 0.109(2) -0.017(2) 0.023(2) -0.035(2) F(11) 0.074(2) 0.112(2) 0.061(2) -0.048(2) 0.025(1) -0.036(2) F(12) 0.092(2) 0.155(3) 0.096(2) -0.083(2) 0.024(2) -0.054(2) F(13) 0.049(1) 0.083(2) 0.097(2) -0.031(1) 0.019(1) 0.005(2) F(14) 0.067(2) 0.104(2) 0.063(2) -0.021(1) 0.030(1) -0.010(1) F(15) 0.056(1) 0.081(2) 0.055(1) -0.017(1) 0.008(1) -0.019(1) F(16) 0.053(1) 0.048(1) 0.053(1) 0.009(1) 0.009(1) 0.009(1) F(17) 0.077(2) 0.053(1) 0.084(2) 0.014(1) 0.020(1) 0.031(1) F(18) 0.114(2) 0.037(1) 0.130(3) 0.027(1) 0.037(2) 0.018(1) F(19) 0.091(2) 0.060(2) 0.084(2) 0.018(1) 0.026(2) -0.010(1) F(20) 0.054(1) 0.053(1) 0.052(1) 0.000(1) 0.010(1) 0.008(1) O(1) 0.041(1) 0.044(1) 0.063(2) -0.008(1) -0.003(1) -0.008(1) N(1) 0.024(1) 0.028(1) 0.055(2) -0.001(1) -0.006(1) -0.002(1) N(2) 0.026(1) 0.029(2) 0.060(2) -0.004(1) -0.003(1) 0.003(1) C(1) 0.026(2) 0.028(2) 0.054(2) 0.007(1) -0.005(2) 0.002(2) C(2) 0.023(2) 0.035(2) 0.048(2) 0.000(1) 0.000(2) 0.001(2) C(3) 0.023(2) 0.035(2) 0.054(2) -0.003(1) 0.002(2) -0.003(2) C(4) 0.025(2) 0.028(2) 0.047(2) 0.002(1) 0.001(2) -0.003(2) C(5) 0.031(2) 0.035(2) 0.049(2) -0.001(2) -0.001(2) -0.002(2) C(6) 0.025(2) 0.036(2) 0.047(2) -0.001(2) -0.003(2) 0.001(2) C(7) 0.026(2) 0.035(2) 0.040(2) -0.004(1) 0.001(1) 0.001(2) C(8) 0.029(2) 0.034(2) 0.044(2) -0.004(1) 0.001(2) 0.006(2) C(9) 0.030(2) 0.035(2) 0.052(2) 0.002(2) 0.000(2) 0.008(2) C(10) 0.029(2) 0.040(2) 0.061(3) -0.006(2) -0.003(2) 0.009(2) C(11) 0.024(2) 0.039(2) 0.053(2) -0.001(1) -0.001(2) 0.002(2) C(12) 0.047(2) 0.098(4) 0.064(3) 0.036(3) -0.008(2) -0.011(3) C(13) 0.090(4) 0.163(6) 0.052(3) 0.067(4) -0.017(3) -0.028(3) C(14) 0.063(3) 0.087(3) 0.066(3) 0.029(3) -0.027(3) -0.004(3) C(15) 0.028(2) 0.041(2) 0.079(3) 0.007(2) -0.007(2) 0.005(2) C(16) 0.029(2) 0.042(2) 0.054(2) -0.001(2) -0.001(2) -0.003(2) C(17) 0.028(2) 0.045(2) 0.054(2) -0.004(2) -0.009(2) 0.009(2) C(18) 0.040(2) 0.093(3) 0.049(3) -0.012(2) -0.006(2) 0.001(2) C(19) 0.029(2) 0.152(6) 0.070(4) -0.023(3) 0.003(2) 0.047(4) C(20) 0.062(3) 0.107(5) 0.100(5) -0.050(3) -0.034(3) 0.048(4) C(21) 0.082(4) 0.058(3) 0.108(4) -0.038(3) -0.021(3) 0.010(3) C(22) 0.053(3) 0.050(2) 0.069(3) -0.018(2) 0.001(2) -0.003(2) C(23) 0.030(2) 0.036(2) 0.045(2) -0.003(2) 0.000(2) 0.005(2) C(24) 0.042(2) 0.061(2) 0.049(3) -0.015(2) 0.011(2) -0.010(2) C(25) 0.049(2) 0.063(3) 0.066(3) -0.030(2) 0.000(2) -0.017(2) C(26) 0.037(2) 0.053(2) 0.065(3) -0.020(2) 0.013(2) 0.005(2) C(27) 0.038(2) 0.054(2) 0.051(3) -0.005(2) 0.015(2) 0.003(2) C(28) 0.035(2) 0.042(2) 0.050(2) -0.002(2) -0.002(2) -0.001(2) C(29) 0.025(2) 0.032(2) 0.051(2) -0.003(1) 0.002(2) 0.005(2) C(30) 0.035(2) 0.037(2) 0.050(2) 0.006(2) 0.005(2) 0.001(2) C(31) 0.048(2) 0.040(2) 0.059(3) 0.003(2) 0.011(2) 0.016(2) C(32) 0.054(2) 0.034(2) 0.088(3) 0.003(2) 0.009(2) 0.009(2) C(33) 0.051(2) 0.048(2) 0.063(3) 0.007(2) 0.013(2) -0.008(2) C(34) 0.035(2) 0.040(2) 0.055(3) -0.004(2) 0.003(2) 0.007(2) C(35) 0.050(2) 0.051(2) 0.057(3) -0.011(2) -0.014(2) 0.000(2) C(36) 0.081(3) 0.066(3) 0.064(3) -0.014(3) -0.002(3) -0.008(2) C(37) 0.089(3) 0.046(2) 0.074(3) -0.009(2) 0.004(3) -0.001(2) #------------------------------------------------------------------------------ _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution DirectMethod _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag F(1) C(12) 1.353(4) . . yes F(2) C(13) 1.343(6) . . yes F(3) C(14) 1.345(5) . . yes F(4) C(15) 1.337(4) . . yes F(5) C(16) 1.331(4) . . yes F(6) C(18) 1.348(5) . . yes F(7) C(19) 1.343(6) . . yes F(8) C(20) 1.340(5) . . yes F(9) C(21) 1.342(6) . . yes F(10) C(22) 1.347(5) . . yes F(11) C(24) 1.349(4) . . yes F(12) C(25) 1.333(4) . . yes F(13) C(26) 1.334(4) . . yes F(14) C(27) 1.340(4) . . yes F(15) C(28) 1.346(4) . . yes F(16) C(30) 1.355(4) . . yes F(17) C(31) 1.332(4) . . yes F(18) C(32) 1.341(4) . . yes F(19) C(33) 1.347(4) . . yes F(20) C(34) 1.345(4) . . yes O(1) C(35) 1.459(4) . . yes O(1) H(7) 0.95(4) . . no N(1) C(1) 1.366(4) . . yes N(1) C(4) 1.371(4) . . yes N(1) H(1) 0.91(4) . . no N(2) C(6) 1.370(4) . . yes N(2) C(9) 1.376(4) . . yes N(2) H(2) 0.84(3) . . no C(1) C(2) 1.369(4) . . yes C(1) C(10) 1.500(5) . 3_667 yes C(2) C(3) 1.426(5) . . yes C(2) C(11) 1.469(5) . . yes C(3) C(4) 1.378(5) . . yes C(3) C(17) 1.471(4) . . yes C(4) C(5) 1.500(5) . . yes C(5) C(6) 1.494(5) . . yes C(5) H(3) 0.96(3) . . no C(5) H(4) 1.05(4) . . no C(6) C(7) 1.368(4) . . yes C(7) C(8) 1.431(4) . . yes C(7) C(23) 1.486(4) . . yes C(8) C(9) 1.366(4) . . yes C(8) C(29) 1.484(4) . . yes C(9) C(10) 1.502(5) . . yes C(10) H(5) 0.96(4) . . no C(10) H(6) 1.00(4) . . no C(11) C(12) 1.370(6) . . yes C(11) C(16) 1.380(5) . . yes C(12) C(13) 1.362(6) . . yes C(13) C(14) 1.351(6) . . yes C(14) C(15) 1.334(6) . . yes C(15) C(16) 1.386(5) . . yes C(17) C(18) 1.365(5) . . yes C(17) C(22) 1.388(5) . . yes C(18) C(19) 1.398(6) . . yes C(19) C(20) 1.370(8) . . yes C(20) C(21) 1.357(8) . . yes C(21) C(22) 1.369(6) . . yes C(23) C(24) 1.372(5) . . yes C(23) C(28) 1.395(5) . . yes C(24) C(25) 1.384(5) . . yes C(25) C(26) 1.364(5) . . yes C(26) C(27) 1.376(5) . . yes C(27) C(28) 1.362(5) . . yes C(29) C(30) 1.378(5) . . yes C(29) C(34) 1.382(5) . . yes C(30) C(31) 1.384(5) . . yes C(31) C(32) 1.360(6) . . yes C(32) C(33) 1.383(6) . . yes C(33) C(34) 1.366(5) . . yes C(35) C(36) 1.497(6) . . yes C(35) C(37) 1.472(6) . . yes C(35) H(8) 0.950 . . no C(36) H(9) 0.950 . . no C(36) H(10) 0.950 . . no C(36) H(11) 0.950 . . no C(37) H(12) 0.950 . . no C(37) H(13) 0.950 . . no C(37) H(14) 0.950 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(35) O(1) H(7) 105(2) . . . no C(1) N(1) C(4) 110.4(3) . . . yes C(1) N(1) H(1) 125(2) . . . no C(4) N(1) H(1) 124(2) . . . no C(6) N(2) C(9) 110.8(3) . . . yes C(6) N(2) H(2) 125(2) . . . no C(9) N(2) H(2) 123(2) . . . no N(1) C(1) C(2) 107.5(3) . . . yes N(1) C(1) C(10) 123.3(3) . . 3_667 yes C(2) C(1) C(10) 129.1(3) . . 3_667 yes C(1) C(2) C(3) 107.8(3) . . . yes C(1) C(2) C(11) 127.3(3) . . . yes C(3) C(2) C(11) 124.9(3) . . . yes C(2) C(3) C(4) 107.1(3) . . . yes C(2) C(3) C(17) 126.7(3) . . . yes C(4) C(3) C(17) 126.2(3) . . . yes N(1) C(4) C(3) 107.3(3) . . . yes N(1) C(4) C(5) 122.1(3) . . . yes C(3) C(4) C(5) 130.5(3) . . . yes C(4) C(5) C(6) 115.0(3) . . . yes C(4) C(5) H(3) 108(1) . . . no C(4) C(5) H(4) 110(1) . . . no C(6) C(5) H(3) 106(1) . . . no C(6) C(5) H(4) 112(1) . . . no H(3) C(5) H(4) 103(2) . . . no N(2) C(6) C(5) 122.1(3) . . . yes N(2) C(6) C(7) 107.1(3) . . . yes C(5) C(6) C(7) 130.7(3) . . . yes C(6) C(7) C(8) 107.4(3) . . . yes C(6) C(7) C(23) 125.7(3) . . . yes C(8) C(7) C(23) 126.9(3) . . . yes C(7) C(8) C(9) 107.9(3) . . . yes C(7) C(8) C(29) 126.9(3) . . . yes C(9) C(8) C(29) 125.0(3) . . . yes N(2) C(9) C(8) 106.7(3) . . . yes N(2) C(9) C(10) 122.4(3) . . . yes C(8) C(9) C(10) 130.7(3) . . . yes C(1) C(10) C(9) 114.6(3) 3_667 . . yes C(1) C(10) H(5) 108(2) 3_667 . . no C(1) C(10) H(6) 106(1) 3_667 . . no C(9) C(10) H(5) 107(2) . . . no C(9) C(10) H(6) 105(2) . . . no H(5) C(10) H(6) 114(3) . . . no C(2) C(11) C(12) 122.4(3) . . . yes C(2) C(11) C(16) 122.0(3) . . . yes C(12) C(11) C(16) 115.6(3) . . . yes F(1) C(12) C(11) 119.7(4) . . . yes F(1) C(12) C(13) 118.6(4) . . . yes C(11) C(12) C(13) 121.7(4) . . . yes F(2) C(13) C(12) 119.1(4) . . . yes F(2) C(13) C(14) 119.7(5) . . . yes C(12) C(13) C(14) 121.2(5) . . . yes F(3) C(14) C(13) 120.5(5) . . . yes F(3) C(14) C(15) 119.9(4) . . . yes C(13) C(14) C(15) 119.6(4) . . . yes F(4) C(15) C(14) 119.7(4) . . . yes F(4) C(15) C(16) 120.8(4) . . . yes C(14) C(15) C(16) 119.5(4) . . . yes F(5) C(16) C(11) 119.3(3) . . . yes F(5) C(16) C(15) 118.3(3) . . . yes C(11) C(16) C(15) 122.4(4) . . . yes C(3) C(17) C(18) 123.9(4) . . . yes C(3) C(17) C(22) 121.0(3) . . . yes C(18) C(17) C(22) 115.1(4) . . . yes F(6) C(18) C(17) 118.5(4) . . . yes F(6) C(18) C(19) 118.2(4) . . . yes C(17) C(18) C(19) 123.3(5) . . . yes F(7) C(19) C(18) 118.7(6) . . . yes F(7) C(19) C(20) 122.7(5) . . . yes C(18) C(19) C(20) 118.6(5) . . . yes F(8) C(20) C(19) 118.5(6) . . . yes F(8) C(20) C(21) 121.6(6) . . . yes C(19) C(20) C(21) 119.9(4) . . . yes F(9) C(21) C(20) 119.8(5) . . . yes F(9) C(21) C(22) 120.3(5) . . . yes C(20) C(21) C(22) 119.9(5) . . . yes F(10) C(22) C(17) 119.1(3) . . . yes F(10) C(22) C(21) 117.8(4) . . . yes C(17) C(22) C(21) 123.1(4) . . . yes C(7) C(23) C(24) 123.3(3) . . . yes C(7) C(23) C(28) 121.7(3) . . . yes C(24) C(23) C(28) 115.0(3) . . . yes F(11) C(24) C(23) 118.7(3) . . . yes F(11) C(24) C(25) 118.5(3) . . . yes C(23) C(24) C(25) 122.8(4) . . . yes F(12) C(25) C(24) 120.3(4) . . . yes F(12) C(25) C(26) 119.7(3) . . . yes C(24) C(25) C(26) 120.0(4) . . . yes F(13) C(26) C(25) 119.8(4) . . . yes F(13) C(26) C(27) 120.9(4) . . . yes C(25) C(26) C(27) 119.2(3) . . . yes F(14) C(27) C(26) 119.1(3) . . . yes F(14) C(27) C(28) 121.4(4) . . . yes C(26) C(27) C(28) 119.5(4) . . . yes F(15) C(28) C(23) 119.1(3) . . . yes F(15) C(28) C(27) 117.4(3) . . . yes C(23) C(28) C(27) 123.5(4) . . . yes C(8) C(29) C(30) 121.8(3) . . . yes C(8) C(29) C(34) 122.2(3) . . . yes C(30) C(29) C(34) 115.9(3) . . . yes F(16) C(30) C(29) 119.8(3) . . . yes F(16) C(30) C(31) 117.3(3) . . . yes C(29) C(30) C(31) 122.9(3) . . . yes F(17) C(31) C(30) 120.4(4) . . . yes F(17) C(31) C(32) 120.6(3) . . . yes C(30) C(31) C(32) 118.9(4) . . . yes F(18) C(32) C(31) 120.1(4) . . . yes F(18) C(32) C(33) 119.6(4) . . . yes C(31) C(32) C(33) 120.2(4) . . . yes F(19) C(33) C(32) 119.4(4) . . . yes F(19) C(33) C(34) 121.3(4) . . . yes C(32) C(33) C(34) 119.3(4) . . . yes F(20) C(34) C(29) 120.4(3) . . . yes F(20) C(34) C(33) 116.9(3) . . . yes C(29) C(34) C(33) 122.7(4) . . . yes O(1) C(35) C(36) 107.5(3) . . . yes O(1) C(35) C(37) 110.6(3) . . . yes O(1) C(35) H(8) 108.2 . . . no C(36) C(35) C(37) 113.8(4) . . . yes C(36) C(35) H(8) 108.3 . . . no C(37) C(35) H(8) 108.3 . . . no C(35) C(36) H(9) 109.5 . . . no C(35) C(36) H(10) 109.5 . . . no C(35) C(36) H(11) 109.5 . . . no H(9) C(36) H(10) 109.5 . . . no H(9) C(36) H(11) 109.4 . . . no H(10) C(36) H(11) 109.5 . . . no C(35) C(37) H(12) 109.4 . . . no C(35) C(37) H(13) 109.4 . . . no C(35) C(37) H(14) 109.4 . . . no H(12) C(37) H(13) 109.5 . . . no H(12) C(37) H(14) 109.5 . . . no H(13) C(37) H(14) 109.5 . . . no #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag F(1) C(12) C(11) C(2) 4.2(7) . . . . yes F(1) C(12) C(11) C(16) -177.1(4) . . . . yes F(1) C(12) C(13) F(2) -2.5(10) . . . . yes F(1) C(12) C(13) C(14) 177.6(5) . . . . yes F(2) C(13) C(12) C(11) 178.3(6) . . . . yes F(2) C(13) C(14) F(3) 1.3(10) . . . . yes F(2) C(13) C(14) C(15) 180.0(6) . . . . yes F(3) C(14) C(13) C(12) -178.8(6) . . . . yes F(3) C(14) C(15) F(4) -0.4(7) . . . . yes F(3) C(14) C(15) C(16) 179.9(4) . . . . yes F(4) C(15) C(14) C(13) -179.1(5) . . . . yes F(4) C(15) C(16) F(5) -1.4(5) . . . . yes F(4) C(15) C(16) C(11) 179.7(3) . . . . yes F(5) C(16) C(11) C(2) -1.2(5) . . . . yes F(5) C(16) C(11) C(12) -179.9(4) . . . . yes F(5) C(16) C(15) C(14) 178.4(4) . . . . yes F(6) C(18) C(17) C(3) -4.1(6) . . . . yes F(6) C(18) C(17) C(22) 176.2(4) . . . . yes F(6) C(18) C(19) F(7) 2.4(7) . . . . yes F(6) C(18) C(19) C(20) -177.4(4) . . . . yes F(7) C(19) C(18) C(17) -177.3(4) . . . . yes F(7) C(19) C(20) F(8) 1.1(8) . . . . yes F(7) C(19) C(20) C(21) -179.2(5) . . . . yes F(8) C(20) C(19) C(18) -179.1(4) . . . . yes F(8) C(20) C(21) F(9) -1.8(8) . . . . yes F(8) C(20) C(21) C(22) 177.1(4) . . . . yes F(9) C(21) C(20) C(19) 178.5(5) . . . . yes F(9) C(21) C(22) F(10) 0.1(7) . . . . yes F(9) C(21) C(22) C(17) -179.8(4) . . . . yes F(10) C(22) C(17) C(3) 2.4(6) . . . . yes F(10) C(22) C(17) C(18) -177.9(4) . . . . yes F(10) C(22) C(21) C(20) -178.8(5) . . . . yes F(11) C(24) C(23) C(7) 1.7(6) . . . . yes F(11) C(24) C(23) C(28) -179.4(3) . . . . yes F(11) C(24) C(25) F(12) 1.1(7) . . . . yes F(11) C(24) C(25) C(26) 179.6(4) . . . . yes F(12) C(25) C(24) C(23) -178.9(4) . . . . yes F(12) C(25) C(26) F(13) 0.6(6) . . . . yes F(12) C(25) C(26) C(27) 178.4(4) . . . . yes F(13) C(26) C(25) C(24) -178.0(4) . . . . yes F(13) C(26) C(27) F(14) -2.9(6) . . . . yes F(13) C(26) C(27) C(28) 178.2(4) . . . . yes F(14) C(27) C(26) C(25) 179.3(4) . . . . yes F(14) C(27) C(28) F(15) -0.2(5) . . . . yes F(14) C(27) C(28) C(23) -178.9(3) . . . . yes F(15) C(28) C(23) C(7) -0.2(5) . . . . yes F(15) C(28) C(23) C(24) -179.1(3) . . . . yes F(15) C(28) C(27) C(26) 178.7(3) . . . . yes F(16) C(30) C(29) C(8) -2.4(5) . . . . yes F(16) C(30) C(29) C(34) -179.4(3) . . . . yes F(16) C(30) C(31) F(17) 0.1(5) . . . . yes F(16) C(30) C(31) C(32) 176.9(4) . . . . yes F(17) C(31) C(30) C(29) -178.3(3) . . . . yes F(17) C(31) C(32) F(18) -0.5(6) . . . . yes F(17) C(31) C(32) C(33) 179.2(4) . . . . yes F(18) C(32) C(31) C(30) -177.3(4) . . . . yes F(18) C(32) C(33) F(19) -2.3(6) . . . . yes F(18) C(32) C(33) C(34) 178.9(4) . . . . yes F(19) C(33) C(32) C(31) 178.1(4) . . . . yes F(19) C(33) C(34) F(20) -0.3(6) . . . . yes F(19) C(33) C(34) C(29) 179.2(3) . . . . yes F(20) C(34) C(29) C(8) 5.3(5) . . . . yes F(20) C(34) C(29) C(30) -177.7(3) . . . . yes F(20) C(34) C(33) C(32) 178.5(3) . . . . yes N(1) C(1) C(2) C(3) 0.4(4) . . . . yes N(1) C(1) C(2) C(11) -177.4(3) . . . . yes N(1) C(1) C(10) C(9) -44.1(5) . . 3_667 3_667 yes N(1) C(4) C(3) C(2) 0.7(4) . . . . yes N(1) C(4) C(3) C(17) -176.7(3) . . . . yes N(1) C(4) C(5) C(6) 81.1(4) . . . . yes N(2) C(6) C(5) C(4) -72.1(4) . . . . yes N(2) C(6) C(7) C(8) 1.1(4) . . . . yes N(2) C(6) C(7) C(23) -178.1(3) . . . . yes N(2) C(9) C(8) C(7) 0.9(4) . . . . yes N(2) C(9) C(8) C(29) 175.7(3) . . . . yes N(2) C(9) C(10) C(1) 33.6(6) . . . 3_667 yes C(1) N(1) C(4) C(3) -0.5(4) . . . . yes C(1) N(1) C(4) C(5) -179.8(3) . . . . yes C(1) C(2) C(3) C(4) -0.7(4) . . . . yes C(1) C(2) C(3) C(17) 176.7(3) . . . . yes C(1) C(2) C(11) C(12) -72.1(5) . . . . yes C(1) C(2) C(11) C(16) 109.3(4) . . . . yes C(1) C(10) C(9) C(8) 153.2(4) . 3_667 3_667 3_667 yes C(2) C(1) N(1) C(4) 0.1(4) . . . . yes C(2) C(1) C(10) C(9) 141.6(4) . . 3_667 3_667 yes C(2) C(3) C(4) C(5) 179.9(3) . . . . yes C(2) C(3) C(17) C(18) 113.9(4) . . . . yes C(2) C(3) C(17) C(22) -66.5(5) . . . . yes C(2) C(11) C(12) C(13) -176.6(5) . . . . yes C(2) C(11) C(16) C(15) 177.7(3) . . . . yes C(3) C(2) C(1) C(10) 175.4(3) . . . 3_667 yes C(3) C(2) C(11) C(12) 110.5(4) . . . . yes C(3) C(2) C(11) C(16) -68.1(5) . . . . yes C(3) C(4) C(5) C(6) -98.0(4) . . . . yes C(3) C(17) C(18) C(19) 175.6(4) . . . . yes C(3) C(17) C(22) C(21) -177.7(4) . . . . yes C(4) N(1) C(1) C(10) -175.3(3) . . . 3_667 yes C(4) C(3) C(2) C(11) 177.2(3) . . . . yes C(4) C(3) C(17) C(18) -69.2(5) . . . . yes C(4) C(3) C(17) C(22) 110.5(4) . . . . yes C(4) C(5) C(6) C(7) 106.8(4) . . . . yes C(5) C(4) C(3) C(17) 2.5(6) . . . . yes C(5) C(6) N(2) C(9) 178.5(3) . . . . yes C(5) C(6) C(7) C(8) -177.9(4) . . . . yes C(5) C(6) C(7) C(23) 2.9(6) . . . . yes C(6) N(2) C(9) C(8) -0.2(4) . . . . yes C(6) N(2) C(9) C(10) 174.4(3) . . . . yes C(6) C(7) C(8) C(9) -1.2(4) . . . . yes C(6) C(7) C(8) C(29) -175.9(3) . . . . yes C(6) C(7) C(23) C(24) -116.9(4) . . . . yes C(6) C(7) C(23) C(28) 64.2(5) . . . . yes C(7) C(6) N(2) C(9) -0.5(4) . . . . yes C(7) C(8) C(9) C(10) -173.1(4) . . . . yes C(7) C(8) C(29) C(30) 53.2(5) . . . . yes C(7) C(8) C(29) C(34) -130.0(4) . . . . yes C(7) C(23) C(24) C(25) -178.3(4) . . . . yes C(7) C(23) C(28) C(27) 178.5(3) . . . . yes C(8) C(7) C(23) C(24) 64.1(5) . . . . yes C(8) C(7) C(23) C(28) -114.8(4) . . . . yes C(8) C(29) C(30) C(31) 175.9(3) . . . . yes C(8) C(29) C(34) C(33) -174.2(4) . . . . yes C(9) C(8) C(7) C(23) 177.9(3) . . . . yes C(9) C(8) C(29) C(30) -120.7(4) . . . . yes C(9) C(8) C(29) C(34) 56.1(5) . . . . yes C(10) C(1) C(2) C(11) 2.4(6) . 3_667 3_667 3_667 yes C(10) C(9) C(8) C(29) 1.7(7) . . . . yes C(11) C(2) C(3) C(17) -5.4(6) . . . . yes C(11) C(12) C(13) C(14) -1.5(10) . . . . yes C(11) C(16) C(15) C(14) -0.6(6) . . . . yes C(12) C(11) C(16) C(15) -1.0(5) . . . . yes C(12) C(13) C(14) C(15) -0.2(10) . . . . yes C(13) C(12) C(11) C(16) 2.1(7) . . . . yes C(13) C(14) C(15) C(16) 1.2(7) . . . . yes C(17) C(18) C(19) C(20) 3.0(7) . . . . yes C(17) C(22) C(21) C(20) 1.3(8) . . . . yes C(18) C(17) C(22) C(21) 2.0(6) . . . . yes C(18) C(19) C(20) C(21) 0.6(8) . . . . yes C(19) C(18) C(17) C(22) -4.1(6) . . . . yes C(19) C(20) C(21) C(22) -2.6(8) . . . . yes C(23) C(7) C(8) C(29) 3.2(6) . . . . yes C(23) C(24) C(25) C(26) -0.4(7) . . . . yes C(23) C(28) C(27) C(26) -0.1(6) . . . . yes C(24) C(23) C(28) C(27) -0.4(5) . . . . yes C(24) C(25) C(26) C(27) -0.1(6) . . . . yes C(25) C(24) C(23) C(28) 0.6(6) . . . . yes C(25) C(26) C(27) C(28) 0.3(6) . . . . yes C(29) C(30) C(31) C(32) -1.5(6) . . . . yes C(29) C(34) C(33) C(32) -2.0(6) . . . . yes C(30) C(29) C(34) C(33) 2.8(5) . . . . yes C(30) C(31) C(32) C(33) 2.4(6) . . . . yes C(31) C(30) C(29) C(34) -1.1(5) . . . . yes C(31) C(32) C(33) C(34) -0.8(6) . . . . yes C(31) C(32) C(33) C(34) -0.8(6) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag F(1) F(15) 3.115(4) . 1_556 ? F(1) C(35) 3.287(5) . 3_667 ? F(1) H(4) 3.34(4) . 1_556 ? F(2) F(6) 2.529(4) . 1_556 ? F(2) H(4) 2.84(4) . 1_556 ? F(2) F(12) 3.058(8) . 2_647 ? F(2) C(5) 3.089(5) . 1_556 ? F(2) F(15) 3.354(5) . 1_556 ? F(2) C(18) 3.450(6) . 1_556 ? F(3) F(11) 3.079(5) . 2_647 ? F(3) C(33) 3.087(5) . 2_647 ? F(3) F(6) 3.131(4) . 1_556 ? F(3) F(19) 3.167(4) . 4_565 ? F(3) C(32) 3.205(5) . 2_647 ? F(3) C(34) 3.230(4) . 2_647 ? F(3) C(31) 3.440(5) . 2_647 ? F(3) C(29) 3.537(4) . 2_647 ? F(3) C(30) 3.591(5) . 2_647 ? F(4) F(18) 2.787(3) . 4_565 ? F(4) C(37) 3.087(5) . 4_555 ? F(4) F(20) 3.283(3) . 2_647 ? F(4) F(7) 3.351(4) . 3_767 ? F(4) F(11) 3.406(3) . 2_647 ? F(5) F(17) 3.071(3) . 2_646 ? F(5) F(16) 3.127(3) . 2_646 ? F(6) F(17) 3.276(4) . 2_646 ? F(6) C(31) 3.561(5) . 2_646 ? F(6) C(13) 3.589(6) . 1_554 ? F(7) F(18) 2.864(5) . 2_646 ? F(7) F(19) 3.094(4) . 4_564 ? F(7) F(17) 3.404(4) . 4_565 ? F(7) F(17) 3.514(5) . 2_646 ? F(7) C(32) 3.545(6) . 2_646 ? F(8) F(16) 2.997(3) . 4_565 ? F(8) C(30) 3.059(5) . 4_565 ? F(8) C(31) 3.194(5) . 4_565 ? F(8) F(17) 3.279(5) . 4_565 ? F(9) H(6) 2.83(3) . 4_565 ? F(9) H(5) 2.89(4) . 4_565 ? F(9) C(10) 3.273(5) . 4_565 ? F(9) F(14) 3.325(5) . 1_556 ? F(10) H(7) 3.12(4) . 3_667 ? F(10) C(35) 3.412(5) . 3_667 ? F(10) C(37) 3.542(6) . 3_667 ? F(11) C(14) 3.164(6) . 2_657 ? F(11) C(15) 3.325(4) . 2_657 ? F(12) C(13) 3.021(8) . 2_657 ? F(12) C(14) 3.411(6) . 2_657 ? F(12) C(12) 3.447(6) . 2_657 ? F(12) H(4) 3.57(4) . 2_656 ? F(13) H(1) 2.85(4) . 2_656 ? F(13) F(20) 2.948(3) . 4_564 ? F(13) N(1) 2.964(4) . 2_656 ? F(13) H(5) 3.06(4) . 4_564 ? F(13) C(1) 3.344(4) . 2_656 ? F(13) C(4) 3.558(4) . 2_656 ? F(14) H(5) 2.76(4) . 4_564 ? F(14) F(20) 3.119(3) . 4_564 ? F(14) F(19) 3.380(4) . 4_564 ? F(15) C(35) 3.396(4) . 3_666 ? F(15) C(36) 3.596(5) . 3_666 ? F(16) C(37) 3.562(5) . 3_666 ? F(17) F(17) 3.152(4) . 3_676 ? F(17) F(18) 3.156(4) . 3_676 ? F(17) C(20) 3.435(6) . 4_464 ? F(17) C(19) 3.486(5) . 4_464 ? F(17) C(18) 3.551(5) . 2_656 ? F(18) C(15) 2.921(4) . 4_464 ? F(18) C(16) 3.383(4) . 4_464 ? F(18) C(14) 3.451(6) . 4_464 ? F(19) C(14) 3.254(6) . 4_464 ? F(20) C(37) 3.381(5) . 3_667 ? O(1) N(2) 2.946(4) . . ? O(1) N(1) 2.964(4) . . ? O(1) H(4) 3.35(4) . . ? O(1) N(1) 3.490(4) . 3_667 ? O(1) N(2) 3.498(4) . 3_667 ? N(1) H(7) 3.04(4) . 3_667 ? N(1) H(7) 3.42(4) . . ? N(2) H(7) 3.02(4) . 3_667 ? N(2) H(7) 3.43(4) . . ? C(1) H(7) 3.34(4) . 3_667 ? C(2) H(7) 3.43(4) . 3_667 ? C(3) H(7) 3.19(4) . 3_667 ? C(4) H(7) 2.96(4) . 3_667 ? C(5) H(7) 3.54(4) . 3_667 ? C(6) H(7) 3.08(4) . 3_667 ? C(7) H(7) 3.51(4) . 3_667 ? C(9) H(7) 3.44(5) . 3_667 ? C(20) C(31) 3.374(6) . 4_565 ? C(35) H(2) 3.13(3) . . ? C(35) H(1) 3.19(4) . . ? C(36) H(4) 3.02(4) . . ? C(36) H(2) 3.27(3) . . ? C(36) H(1) 3.48(4) . . ? H(1) H(7) 2.58(6) . . ? H(1) H(7) 3.38(5) . 3_667 ? H(2) H(7) 2.62(5) . . ? H(2) H(7) 3.27(6) . 3_667 ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_DH _geom_hbond_site_distance_HA _geom_hbond_site_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1) N(2) . . . 0.91(3) 3.22(3) 3.468(4) 98(2) no N(2) H(2) N(1) . . . 0.84(3) 3.20(3) 3.468(4) 101(2) no N(1) H(1) O(1) . . 1_555 0.91(3) 2.09(3) 2.964(3) 161(3) no N(2) H(2) O(1) . . 1_555 0.84(3) 2.13(3) 2.946(3) 165(3) no #============================================================================== data_3g-2DMF-2CHCl3 _database_code_CSD 213889 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C76 H28 Cl6 F40 N6 O2 ' _chemical_formula_moiety ; C68 H12 F40 N4, 2(C3 H7 N O), 2(C0.85 H0.85 Cl2.55), 2(C0.15 H0.15 Cl0.45) ; _chemical_formula_weight 2029.75 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' #_symmetry_space_group_name_H-M '-P 2yn ' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 15.679(3) _cell_length_b 10.995(4) _cell_length_c 23.426(3) _cell_angle_alpha 90 _cell_angle_beta 100.47(1) _cell_angle_gamma 90 _cell_volume 3971(1) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10.5 _cell_measurement_theta_max 12.4 _cell_measurement_temperature 298.2 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.600 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.300 _exptl_crystal_density_diffrn 1.697 _exptl_crystal_F_000 2008 _exptl_absorpt_coefficient_mu 0.362 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_min 0.878 _exptl_absorpt_correction_T_max 0.899 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method w-2q _diffrn_reflns_number 9956 _diffrn_reflns_av_R_equivalents 0.054 _diffrn_reflns_theta_max 27.51 _diffrn_measured_fraction_theta_max 0.9990 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.9990 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0.15 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). Porphyrinogen ring protons are refined isotropically and the other protons are placed at the calculated positions with 1.2 x Beq values of the attached atoms. Solvent chloroform is disordered and the less popular molecule is refined as a rigid group. ; _reflns_number_total 9129 _reflns_number_gt 4033 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0769 _refine_ls_wR_factor_ref 0.2003 _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 9111 _refine_ls_number_parameters 609 _refine_ls_goodness_of_fit_ref 1.327 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0007 _refine_diff_density_max 0.59 _refine_diff_density_min -0.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; F F 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cl Cl 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl(1) Cl 0.4905(3) 0.9977(4) 0.5739(2) 0.253(2) Uani 0.85 d P . . Cl(2) Cl 0.5273(2) 0.9115(3) 0.6903(2) 0.214(2) Uani 0.85 d P . . Cl(3) Cl 0.4045(2) 1.0965(4) 0.6601(3) 0.260(2) Uani 0.85 d P . . Cl(4) Cl 0.436(2) 1.086(3) 0.348(1) 0.2168 Uiso 0.15 d G . . Cl(5) Cl 0.544(2) 0.988(3) 0.2714(9) 0.2168 Uiso 0.15 d G . . Cl(6) Cl 0.557(2) 0.893(2) 0.388(1) 0.2168 Uiso 0.15 d G . . F(1) F 0.3094(2) 0.5116(3) 0.2389(1) 0.0741(10) Uani 1.00 d . . . F(2) F 0.2031(2) 0.3938(3) 0.1536(1) 0.100(1) Uani 1.00 d . . . F(3) F 0.0795(2) 0.2420(3) 0.1788(1) 0.102(1) Uani 1.00 d . . . F(4) F 0.0597(2) 0.2128(3) 0.2905(2) 0.105(1) Uani 1.00 d . . . F(5) F 0.1636(2) 0.3304(3) 0.3759(1) 0.0724(9) Uani 1.00 d . . . F(6) F 0.1768(1) 0.7074(3) 0.2998(1) 0.0699(9) Uani 1.00 d . . . F(7) F 0.0184(2) 0.8017(3) 0.2958(1) 0.105(1) Uani 1.00 d . . . F(8) F -0.0686(2) 0.7578(3) 0.3851(1) 0.092(1) Uani 1.00 d . . . F(9) F 0.0030(1) 0.6182(3) 0.4745(1) 0.0679(9) Uani 1.00 d . . . F(10) F 0.1646(1) 0.5296(2) 0.48053(10) 0.0547(8) Uani 1.00 d . . . F(11) F 0.2566(1) 0.9087(2) 0.5423(1) 0.0527(7) Uani 1.00 d . . . F(12) F 0.0915(2) 0.9701(3) 0.5386(1) 0.0778(10) Uani 1.00 d . . . F(13) F -0.0193(2) 0.8138(3) 0.5776(1) 0.094(1) Uani 1.00 d . . . F(14) F 0.0383(2) 0.5914(3) 0.6187(1) 0.082(1) Uani 1.00 d . . . F(15) F 0.2010(1) 0.5220(2) 0.6160(1) 0.0559(8) Uani 1.00 d . . . F(16) F 0.4060(2) 0.4021(2) 0.6870(1) 0.0576(8) Uani 1.00 d . . . F(17) F 0.3675(2) 0.3585(2) 0.7917(1) 0.0662(9) Uani 1.00 d . . . F(18) F 0.2979(2) 0.5362(3) 0.8494(1) 0.0692(9) Uani 1.00 d . . . F(19) F 0.2702(2) 0.7603(2) 0.80151(10) 0.0622(8) Uani 1.00 d . . . F(20) F 0.3154(1) 0.8092(2) 0.69866(10) 0.0502(7) Uani 1.00 d . . . O(1) O 0.5726(2) 0.6488(3) 0.4800(1) 0.0583(9) Uani 1.00 d . . . N(1) N 0.4114(2) 0.5646(3) 0.4167(1) 0.0322(8) Uani 1.00 d . . . N(2) N 0.4588(2) 0.6531(3) 0.5603(1) 0.0331(8) Uani 1.00 d . . . N(3) N 0.7031(2) 0.7410(4) 0.4907(2) 0.058(1) Uani 1.00 d . . . C(1) C 0.3867(2) 0.4842(4) 0.3727(2) 0.0323(9) Uani 1.00 d . . . C(2) C 0.2975(2) 0.4906(4) 0.3578(2) 0.0338(10) Uani 1.00 d . . . C(3) C 0.2694(2) 0.5777(4) 0.3950(2) 0.0330(10) Uani 1.00 d . . . C(4) C 0.3417(2) 0.6229(3) 0.4313(1) 0.0291(9) Uani 1.00 d . . . C(5) C 0.3507(3) 0.7241(4) 0.4747(2) 0.035(1) Uani 1.00 d . . . C(6) C 0.3755(2) 0.6887(3) 0.5374(1) 0.0304(9) Uani 1.00 d . . . C(7) C 0.3282(2) 0.6780(3) 0.5815(2) 0.0309(9) Uani 1.00 d . . . C(8) C 0.3856(2) 0.6327(3) 0.6318(1) 0.0310(9) Uani 1.00 d . . . C(9) C 0.4658(2) 0.6192(4) 0.6171(2) 0.0350(9) Uani 1.00 d . . . C(10) C 0.5510(2) 0.5876(5) 0.6549(2) 0.042(1) Uani 1.00 d . . . C(11) C 0.2408(2) 0.4240(4) 0.3107(2) 0.040(1) Uani 1.00 d . . . C(12) C 0.2483(3) 0.4372(4) 0.2533(2) 0.052(1) Uani 1.00 d . . . C(13) C 0.1922(3) 0.3773(5) 0.2090(2) 0.062(1) Uani 1.00 d . . . C(14) C 0.1307(3) 0.3009(5) 0.2221(2) 0.070(2) Uani 1.00 d . . . C(15) C 0.1211(3) 0.2869(5) 0.2782(2) 0.066(1) Uani 1.00 d . . . C(16) C 0.1760(3) 0.3472(4) 0.3218(2) 0.051(1) Uani 1.00 d . . . C(17) C 0.1784(2) 0.6208(3) 0.3921(2) 0.0347(10) Uani 1.00 d . . . C(18) C 0.1362(2) 0.6868(4) 0.3446(2) 0.046(1) Uani 1.00 d . . . C(19) C 0.0548(3) 0.7340(5) 0.3418(2) 0.059(1) Uani 1.00 d . . . C(20) C 0.0112(3) 0.7126(5) 0.3861(2) 0.057(1) Uani 1.00 d . . . C(21) C 0.0480(2) 0.6437(4) 0.4324(2) 0.046(1) Uani 1.00 d . . . C(22) C 0.1308(2) 0.5979(4) 0.4349(2) 0.036(1) Uani 1.00 d . . . C(23) C 0.2357(2) 0.7125(4) 0.5790(1) 0.0316(9) Uani 1.00 d . . . C(24) C 0.2037(2) 0.8245(4) 0.5592(2) 0.039(1) Uani 1.00 d . . . C(25) C 0.1186(3) 0.8596(4) 0.5580(2) 0.053(1) Uani 1.00 d . . . C(26) C 0.0638(3) 0.7823(5) 0.5784(2) 0.057(1) Uani 1.00 d . . . C(27) C 0.0922(3) 0.6697(5) 0.5992(2) 0.054(1) Uani 1.00 d . . . C(28) C 0.1776(2) 0.6352(4) 0.5985(2) 0.041(1) Uani 1.00 d . . . C(29) C 0.3628(2) 0.6084(4) 0.6889(2) 0.0322(9) Uani 1.00 d . . . C(30) C 0.3743(2) 0.4942(4) 0.7147(2) 0.040(1) Uani 1.00 d . . . C(31) C 0.3537(3) 0.4703(4) 0.7685(2) 0.045(1) Uani 1.00 d . . . C(32) C 0.3181(3) 0.5598(4) 0.7972(2) 0.046(1) Uani 1.00 d . . . C(33) C 0.3037(2) 0.6730(4) 0.7727(2) 0.043(1) Uani 1.00 d . . . C(34) C 0.3271(2) 0.6961(4) 0.7202(2) 0.0358(9) Uani 1.00 d . . . C(35) C 0.6454(3) 0.6616(4) 0.4678(2) 0.055(1) Uani 1.00 d . . . C(36) C 0.6836(4) 0.8246(6) 0.5344(3) 0.090(2) Uani 1.00 d . . . C(37) C 0.7870(3) 0.7510(6) 0.4719(3) 0.092(2) Uani 1.00 d . . . C(38) C 0.4517(5) 0.9735(7) 0.6388(4) 0.189(3) Uani 0.85 d P . . C(39) C 0.539(1) 1.025(2) 0.3442(8) 0.2168 Uiso 0.15 d G . . H(1) H 0.4698 0.5784 0.4350 0.0387 Uiso 1.00 calc . . . H(2) H 0.5054 0.6522 0.5394 0.0397 Uiso 1.00 calc . . . H(3) H 0.303(2) 0.766(3) 0.471(1) 0.024(9) Uiso 1.00 d . . . H(4) H 0.393(2) 0.787(3) 0.465(1) 0.021(8) Uiso 1.00 d . . . H(5) H 0.540(2) 0.542(3) 0.689(1) 0.023(8) Uiso 1.00 d . . . H(6) H 0.578(3) 0.661(4) 0.669(2) 0.06(1) Uiso 1.00 d . . . H(7) H 0.6607 0.6087 0.4393 0.0659 Uiso 1.00 calc . . . H(8) H 0.6360 0.8747 0.5181 0.1079 Uiso 1.00 calc . . . H(9) H 0.7329 0.8741 0.5478 0.1079 Uiso 1.00 calc . . . H(10) H 0.6692 0.7800 0.5661 0.1079 Uiso 1.00 calc . . . H(11) H 0.7877 0.6985 0.4398 0.1099 Uiso 1.00 calc . . . H(12) H 0.7956 0.8325 0.4608 0.1099 Uiso 1.00 calc . . . H(13) H 0.8320 0.7284 0.5029 0.1099 Uiso 1.00 calc . . . H(14) H 0.4072 0.9142 0.6300 0.2264 Uiso 0.85 calc P . . H(15) H 0.5825 1.0835 0.3582 0.2584 Uiso 0.15 calc 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cl(1) 0.248(4) 0.223(4) 0.300(5) -0.071(4) 0.081(4) -0.001(4) Cl(2) 0.165(3) 0.115(2) 0.326(6) -0.030(2) -0.048(3) 0.016(3) Cl(3) 0.128(3) 0.173(3) 0.497(8) -0.021(2) 0.104(4) -0.064(4) F(1) 0.075(2) 0.097(2) 0.051(2) -0.019(2) 0.013(1) 0.005(2) F(2) 0.115(3) 0.132(3) 0.045(2) 0.007(2) -0.004(2) -0.018(2) F(3) 0.075(2) 0.118(3) 0.099(2) 0.000(2) -0.027(2) -0.070(2) F(4) 0.069(2) 0.104(3) 0.142(3) -0.050(2) 0.023(2) -0.044(2) F(5) 0.063(2) 0.086(2) 0.073(2) -0.025(2) 0.022(1) -0.004(2) F(6) 0.041(1) 0.111(2) 0.060(2) 0.010(1) 0.015(1) 0.038(2) F(7) 0.060(2) 0.157(3) 0.096(2) 0.048(2) 0.008(2) 0.074(2) F(8) 0.037(1) 0.144(3) 0.097(2) 0.043(2) 0.017(1) 0.021(2) F(9) 0.041(1) 0.118(2) 0.050(1) 0.001(1) 0.022(1) -0.003(2) F(10) 0.049(1) 0.071(2) 0.043(1) 0.013(1) 0.007(1) 0.016(1) F(11) 0.050(1) 0.041(1) 0.069(2) 0.004(1) 0.015(1) 0.008(1) F(12) 0.058(2) 0.066(2) 0.102(2) 0.034(1) -0.003(2) -0.001(2) F(13) 0.028(1) 0.128(3) 0.127(3) 0.018(2) 0.018(2) -0.024(2) F(14) 0.049(2) 0.103(2) 0.103(2) -0.032(2) 0.035(2) -0.013(2) F(15) 0.052(1) 0.050(1) 0.066(2) -0.010(1) 0.011(1) 0.004(1) F(16) 0.071(2) 0.046(2) 0.059(2) 0.017(1) 0.018(1) 0.000(1) F(17) 0.077(2) 0.060(2) 0.062(2) 0.007(1) 0.013(1) 0.027(1) F(18) 0.077(2) 0.095(2) 0.041(1) 0.006(2) 0.025(1) 0.016(1) F(19) 0.070(2) 0.078(2) 0.043(1) 0.019(1) 0.023(1) -0.011(1) F(20) 0.059(1) 0.044(1) 0.052(1) 0.010(1) 0.020(1) 0.000(1) O(1) 0.032(1) 0.090(2) 0.055(2) -0.012(2) 0.012(1) -0.006(2) N(1) 0.019(1) 0.046(2) 0.031(2) 0.002(1) 0.002(1) -0.001(1) N(2) 0.021(1) 0.048(2) 0.032(1) 0.002(1) 0.008(1) -0.002(1) N(3) 0.033(2) 0.061(3) 0.077(3) -0.009(2) 0.006(2) 0.007(2) C(1) 0.026(2) 0.042(2) 0.028(2) 0.002(2) 0.001(1) 0.001(2) C(2) 0.024(2) 0.043(2) 0.034(2) 0.001(2) 0.004(1) 0.000(2) C(3) 0.024(2) 0.044(2) 0.030(2) 0.002(2) 0.003(1) 0.000(2) C(4) 0.025(2) 0.037(2) 0.026(2) 0.003(1) 0.005(1) 0.004(1) C(5) 0.032(2) 0.038(2) 0.033(2) 0.004(2) 0.001(2) 0.001(2) C(6) 0.027(2) 0.031(2) 0.032(2) -0.001(2) 0.001(1) -0.002(2) C(7) 0.024(2) 0.033(2) 0.036(2) 0.001(2) 0.005(1) -0.002(2) C(8) 0.027(2) 0.036(2) 0.030(2) 0.003(2) 0.006(1) -0.002(2) C(9) 0.030(2) 0.046(2) 0.028(2) 0.006(2) 0.003(1) -0.003(2) C(10) 0.029(2) 0.060(3) 0.035(2) 0.007(2) 0.003(2) -0.007(2) C(11) 0.030(2) 0.043(2) 0.044(2) 0.007(2) -0.001(2) -0.010(2) C(12) 0.044(2) 0.062(3) 0.045(2) 0.012(2) -0.003(2) -0.005(2) C(13) 0.063(3) 0.074(4) 0.042(2) 0.018(2) -0.008(2) -0.020(2) C(14) 0.048(3) 0.071(4) 0.082(3) 0.008(2) -0.016(2) -0.037(3) C(15) 0.042(2) 0.063(3) 0.088(3) -0.003(2) 0.000(2) -0.031(3) C(16) 0.038(2) 0.054(3) 0.059(2) -0.001(2) 0.006(2) -0.007(2) C(17) 0.026(2) 0.036(2) 0.042(2) 0.000(2) 0.006(1) -0.006(2) C(18) 0.033(2) 0.060(3) 0.045(2) 0.006(2) 0.007(2) 0.009(2) C(19) 0.036(2) 0.081(4) 0.058(3) 0.015(2) 0.004(2) 0.017(2) C(20) 0.028(2) 0.076(3) 0.064(3) 0.018(2) 0.005(2) 0.006(2) C(21) 0.031(2) 0.066(3) 0.044(2) -0.003(2) 0.012(2) -0.014(2) C(22) 0.030(2) 0.044(2) 0.033(2) 0.000(2) 0.000(1) -0.003(2) C(23) 0.024(2) 0.041(2) 0.029(2) 0.002(1) 0.000(1) -0.006(2) C(24) 0.032(2) 0.045(2) 0.039(2) 0.004(1) 0.001(2) -0.007(2) C(25) 0.037(2) 0.059(2) 0.060(3) 0.014(2) -0.001(2) -0.015(2) C(26) 0.027(2) 0.078(3) 0.065(3) 0.010(2) 0.009(2) -0.022(2) C(27) 0.033(2) 0.073(3) 0.056(3) -0.011(2) 0.011(2) -0.022(2) C(28) 0.034(2) 0.044(2) 0.045(2) -0.008(2) 0.008(2) -0.005(2) C(29) 0.022(2) 0.044(2) 0.029(2) 0.002(2) 0.001(1) 0.000(1) C(30) 0.039(2) 0.044(2) 0.038(2) 0.006(2) 0.005(2) 0.001(2) C(31) 0.038(2) 0.052(2) 0.044(2) -0.003(2) 0.004(2) 0.015(2) C(32) 0.039(2) 0.070(3) 0.030(2) -0.003(2) 0.009(2) 0.004(2) C(33) 0.032(2) 0.062(2) 0.038(2) 0.004(2) 0.010(2) -0.006(2) C(34) 0.027(2) 0.043(2) 0.037(2) 0.004(2) 0.005(2) 0.001(2) C(35) 0.039(2) 0.065(3) 0.063(3) -0.003(2) 0.018(2) -0.009(2) C(36) 0.087(4) 0.088(5) 0.093(4) -0.014(3) 0.009(3) -0.034(3) C(37) 0.043(3) 0.099(5) 0.141(5) -0.012(3) 0.039(3) 0.024(4) C(38) 0.085(5) 0.133(6) 0.362(9) 0.022(6) 0.078(6) 0.143(8) #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics 'Ortep-3 and Mercury ' #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl(1) C(38) 1.757(8) . . yes Cl(2) C(38) 1.674(8) . . yes Cl(3) C(38) 1.661(8) . . yes F(1) C(12) 1.348(6) . . yes F(2) C(13) 1.352(6) . . yes F(3) C(14) 1.339(6) . . yes F(4) C(15) 1.333(6) . . yes F(5) C(16) 1.329(6) . . yes F(6) C(18) 1.343(5) . . yes F(7) C(19) 1.348(6) . . yes F(8) C(20) 1.344(5) . . yes F(9) C(21) 1.342(5) . . yes F(10) C(22) 1.335(5) . . yes F(11) C(24) 1.349(5) . . yes F(12) C(25) 1.339(6) . . yes F(13) C(26) 1.345(5) . . yes F(14) C(27) 1.344(6) . . yes F(15) C(28) 1.341(5) . . yes F(16) C(30) 1.344(5) . . yes F(17) C(31) 1.345(5) . . yes F(18) C(32) 1.343(5) . . yes F(19) C(33) 1.334(5) . . yes F(20) C(34) 1.342(5) . . yes O(1) C(35) 1.234(5) . . yes N(1) C(1) 1.360(5) . . yes N(1) C(4) 1.362(5) . . yes N(2) C(6) 1.377(5) . . yes N(2) C(9) 1.367(5) . . yes N(3) C(35) 1.301(6) . . yes N(3) C(36) 1.449(7) . . yes N(3) C(37) 1.466(6) . . yes C(1) C(2) 1.380(5) . . yes C(1) C(10) 1.491(6) . 3_666 yes C(2) C(3) 1.419(6) . . yes C(2) C(11) 1.478(6) . . yes C(3) C(4) 1.380(5) . . yes C(3) C(17) 1.494(5) . . yes C(4) C(5) 1.497(6) . . yes C(5) C(6) 1.500(6) . . yes C(6) C(7) 1.381(5) . . yes C(7) C(8) 1.437(6) . . yes C(7) C(23) 1.490(5) . . yes C(8) C(9) 1.370(5) . . yes C(8) C(29) 1.469(6) . . yes C(9) C(10) 1.504(6) . . yes C(11) C(12) 1.380(7) . . yes C(11) C(16) 1.382(6) . . yes C(12) C(13) 1.397(7) . . yes C(13) C(14) 1.356(8) . . yes C(14) C(15) 1.360(8) . . yes C(15) C(16) 1.379(7) . . yes C(17) C(18) 1.391(6) . . yes C(17) C(22) 1.378(6) . . yes C(18) C(19) 1.367(6) . . yes C(19) C(20) 1.364(7) . . yes C(20) C(21) 1.362(7) . . yes C(21) C(22) 1.383(6) . . yes C(23) C(24) 1.378(6) . . yes C(23) C(28) 1.383(6) . . yes C(24) C(25) 1.384(6) . . yes C(25) C(26) 1.356(7) . . yes C(26) C(27) 1.375(8) . . yes C(27) C(28) 1.394(6) . . yes C(29) C(30) 1.391(6) . . yes C(29) C(34) 1.389(6) . . yes C(30) C(31) 1.384(6) . . yes C(31) C(32) 1.366(7) . . yes C(32) C(33) 1.372(7) . . yes C(33) C(34) 1.370(6) . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) N(1) C(4) 111.4(3) . . . yes C(6) N(2) C(9) 111.0(3) . . . yes C(35) N(3) C(36) 119.8(4) . . . yes C(35) N(3) C(37) 121.4(5) . . . yes C(36) N(3) C(37) 118.8(5) . . . yes N(1) C(1) C(2) 107.2(4) . . . yes N(1) C(1) C(10) 123.7(4) . . 3_666 yes C(2) C(1) C(10) 129.0(4) . . 3_666 yes C(1) C(2) C(3) 106.9(4) . . . yes C(1) C(2) C(11) 127.5(4) . . . yes C(3) C(2) C(11) 125.5(4) . . . yes C(2) C(3) C(4) 108.1(3) . . . yes C(2) C(3) C(17) 125.9(4) . . . yes C(4) C(3) C(17) 125.8(4) . . . yes N(1) C(4) C(3) 106.4(4) . . . yes N(1) C(4) C(5) 122.6(4) . . . yes C(3) C(4) C(5) 130.7(4) . . . yes C(4) C(5) C(6) 116.6(4) . . . yes N(2) C(6) C(5) 120.9(4) . . . yes N(2) C(6) C(7) 106.6(3) . . . yes C(5) C(6) C(7) 132.5(4) . . . yes C(6) C(7) C(8) 107.6(3) . . . yes C(6) C(7) C(23) 126.9(4) . . . yes C(8) C(7) C(23) 125.4(4) . . . yes C(7) C(8) C(9) 107.3(3) . . . yes C(7) C(8) C(29) 126.2(3) . . . yes C(9) C(8) C(29) 126.5(4) . . . yes N(2) C(9) C(8) 107.5(3) . . . yes N(2) C(9) C(10) 122.7(4) . . . yes C(8) C(9) C(10) 129.4(4) . . . yes C(1) C(10) C(9) 116.7(4) 3_666 . . yes C(2) C(11) C(12) 122.0(4) . . . yes C(2) C(11) C(16) 121.7(4) . . . yes C(12) C(11) C(16) 116.3(4) . . . yes F(1) C(12) C(11) 119.8(4) . . . yes F(1) C(12) C(13) 118.7(5) . . . yes C(11) C(12) C(13) 121.4(5) . . . yes F(2) C(13) C(12) 118.5(6) . . . yes F(2) C(13) C(14) 121.3(5) . . . yes C(12) C(13) C(14) 120.1(5) . . . yes F(3) C(14) C(13) 118.8(6) . . . yes F(3) C(14) C(15) 121.4(6) . . . yes C(13) C(14) C(15) 119.8(5) . . . yes F(4) C(15) C(14) 119.2(5) . . . yes F(4) C(15) C(16) 120.9(6) . . . yes C(14) C(15) C(16) 119.9(6) . . . yes F(5) C(16) C(11) 120.3(4) . . . yes F(5) C(16) C(15) 117.3(5) . . . yes C(11) C(16) C(15) 122.4(5) . . . yes C(3) C(17) C(18) 121.0(4) . . . yes C(3) C(17) C(22) 123.2(4) . . . yes C(18) C(17) C(22) 115.8(4) . . . yes F(6) C(18) C(17) 119.3(4) . . . yes F(6) C(18) C(19) 118.0(4) . . . yes C(17) C(18) C(19) 122.7(4) . . . yes F(7) C(19) C(18) 120.3(5) . . . yes F(7) C(19) C(20) 120.4(4) . . . yes C(18) C(19) C(20) 119.3(5) . . . yes F(8) C(20) C(19) 121.2(5) . . . yes F(8) C(20) C(21) 118.6(5) . . . yes C(19) C(20) C(21) 120.3(4) . . . yes F(9) C(21) C(20) 119.9(4) . . . yes F(9) C(21) C(22) 120.5(5) . . . yes C(20) C(21) C(22) 119.6(4) . . . yes F(10) C(22) C(17) 119.8(4) . . . yes F(10) C(22) C(21) 118.1(4) . . . yes C(17) C(22) C(21) 122.1(4) . . . yes C(7) C(23) C(24) 122.1(4) . . . yes C(7) C(23) C(28) 121.8(4) . . . yes C(24) C(23) C(28) 116.1(4) . . . yes F(11) C(24) C(23) 120.4(4) . . . yes F(11) C(24) C(25) 116.4(4) . . . yes C(23) C(24) C(25) 123.1(5) . . . yes F(12) C(25) C(24) 120.3(5) . . . yes F(12) C(25) C(26) 120.4(4) . . . yes C(24) C(25) C(26) 119.2(5) . . . yes F(13) C(26) C(25) 120.5(5) . . . yes F(13) C(26) C(27) 119.2(5) . . . yes C(25) C(26) C(27) 120.3(4) . . . yes F(14) C(27) C(26) 120.9(4) . . . yes F(14) C(27) C(28) 119.6(5) . . . yes C(26) C(27) C(28) 119.4(5) . . . yes F(15) C(28) C(23) 120.7(4) . . . yes F(15) C(28) C(27) 117.4(4) . . . yes C(23) C(28) C(27) 121.9(5) . . . yes C(8) C(29) C(30) 121.7(4) . . . yes C(8) C(29) C(34) 122.8(4) . . . yes C(30) C(29) C(34) 115.5(4) . . . yes F(16) C(30) C(29) 120.1(4) . . . yes F(16) C(30) C(31) 117.7(4) . . . yes C(29) C(30) C(31) 122.2(4) . . . yes F(17) C(31) C(30) 119.6(5) . . . yes F(17) C(31) C(32) 120.6(4) . . . yes C(30) C(31) C(32) 119.8(5) . . . yes F(18) C(32) C(31) 119.6(5) . . . yes F(18) C(32) C(33) 120.5(5) . . . yes C(31) C(32) C(33) 119.9(4) . . . yes F(19) C(33) C(32) 119.4(4) . . . yes F(19) C(33) C(34) 121.0(5) . . . yes C(32) C(33) C(34) 119.5(4) . . . yes F(20) C(34) C(29) 119.1(4) . . . yes F(20) C(34) C(33) 117.9(4) . . . yes C(29) C(34) C(33) 123.0(4) . . . yes O(1) C(35) N(3) 125.8(5) . . . yes Cl(1) C(38) Cl(2) 112.0(5) . . . yes Cl(1) C(38) Cl(3) 112.3(5) . . . yes Cl(2) C(38) Cl(3) 114.3(7) . . . yes #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag F(1) C(12) C(11) C(2) 0.7(7) . . . . yes F(1) C(12) C(11) C(16) 179.2(4) . . . . yes F(1) C(12) C(13) F(2) 1.9(7) . . . . yes F(1) C(12) C(13) C(14) 179.3(5) . . . . yes F(2) C(13) C(12) C(11) -179.9(5) . . . . yes F(2) C(13) C(14) F(3) -0.7(8) . . . . yes F(2) C(13) C(14) C(15) -179.6(5) . . . . yes F(3) C(14) C(13) C(12) -178.0(5) . . . . yes F(3) C(14) C(15) F(4) 0.2(9) . . . . yes F(3) C(14) C(15) C(16) 178.8(5) . . . . yes F(4) C(15) C(14) C(13) 179.1(5) . . . . yes F(4) C(15) C(16) F(5) -1.6(8) . . . . yes F(4) C(15) C(16) C(11) 179.5(5) . . . . yes F(5) C(16) C(11) C(2) -0.7(7) . . . . yes F(5) C(16) C(11) C(12) -179.2(4) . . . . yes F(5) C(16) C(15) C(14) 179.9(5) . . . . yes F(6) C(18) C(17) C(3) 2.9(7) . . . . yes F(6) C(18) C(17) C(22) -176.6(4) . . . . yes F(6) C(18) C(19) F(7) -1.8(8) . . . . yes F(6) C(18) C(19) C(20) 178.7(5) . . . . yes F(7) C(19) C(18) C(17) 177.2(5) . . . . yes F(7) C(19) C(20) F(8) 0.1(9) . . . . yes F(7) C(19) C(20) C(21) 179.7(5) . . . . yes F(8) C(20) C(19) C(18) 179.7(5) . . . . yes F(8) C(20) C(21) F(9) 2.8(8) . . . . yes F(8) C(20) C(21) C(22) -178.9(5) . . . . yes F(9) C(21) C(20) C(19) -176.8(5) . . . . yes F(9) C(21) C(22) F(10) -1.1(7) . . . . yes F(9) C(21) C(22) C(17) 179.1(4) . . . . yes F(10) C(22) C(17) C(3) -3.0(6) . . . . yes F(10) C(22) C(17) C(18) 176.5(4) . . . . yes F(10) C(22) C(21) C(20) -179.3(4) . . . . yes F(11) C(24) C(23) C(7) -1.4(6) . . . . yes F(11) C(24) C(23) C(28) 176.3(4) . . . . yes F(11) C(24) C(25) F(12) 2.6(7) . . . . yes F(11) C(24) C(25) C(26) -175.3(4) . . . . yes F(12) C(25) C(24) C(23) 179.6(4) . . . . yes F(12) C(25) C(26) F(13) 2.3(8) . . . . yes F(12) C(25) C(26) C(27) -178.9(5) . . . . yes F(13) C(26) C(25) C(24) -179.8(4) . . . . yes F(13) C(26) C(27) F(14) -0.1(7) . . . . yes F(13) C(26) C(27) C(28) 178.1(4) . . . . yes F(14) C(27) C(26) C(25) -178.9(5) . . . . yes F(14) C(27) C(28) F(15) 2.0(7) . . . . yes F(14) C(27) C(28) C(23) -179.8(4) . . . . yes F(15) C(28) C(23) C(7) -5.5(6) . . . . yes F(15) C(28) C(23) C(24) 176.8(4) . . . . yes F(15) C(28) C(27) C(26) -176.2(4) . . . . yes F(16) C(30) C(29) C(8) -1.0(6) . . . . yes F(16) C(30) C(29) C(34) 178.0(4) . . . . yes F(16) C(30) C(31) F(17) 1.4(6) . . . . yes F(16) C(30) C(31) C(32) -177.4(4) . . . . yes F(17) C(31) C(30) C(29) -179.0(4) . . . . yes F(17) C(31) C(32) F(18) 0.9(7) . . . . yes F(17) C(31) C(32) C(33) -179.4(4) . . . . yes F(18) C(32) C(31) C(30) 179.7(4) . . . . yes F(18) C(32) C(33) F(19) 0.8(7) . . . . yes F(18) C(32) C(33) C(34) 178.2(4) . . . . yes F(19) C(33) C(32) C(31) -178.9(4) . . . . yes F(19) C(33) C(34) F(20) 0.1(6) . . . . yes F(19) C(33) C(34) C(29) 179.5(4) . . . . yes F(20) C(34) C(29) C(8) -2.3(6) . . . . yes F(20) C(34) C(29) C(30) 178.8(4) . . . . yes F(20) C(34) C(33) C(32) -177.2(4) . . . . yes O(1) C(35) N(3) C(36) -0.3(9) . . . . yes O(1) C(35) N(3) C(37) -178.2(5) . . . . yes N(1) C(1) C(2) C(3) -0.5(5) . . . . yes N(1) C(1) C(2) C(11) 177.4(4) . . . . yes N(1) C(1) C(10) C(9) 29.8(7) . . 3_666 3_666 yes N(1) C(4) C(3) C(2) -0.3(5) . . . . yes N(1) C(4) C(3) C(17) -175.5(4) . . . . yes N(1) C(4) C(5) C(6) -75.0(5) . . . . yes N(2) C(6) C(5) C(4) 74.0(5) . . . . yes N(2) C(6) C(7) C(8) -0.9(5) . . . . yes N(2) C(6) C(7) C(23) 176.3(4) . . . . yes N(2) C(9) C(8) C(7) -0.6(5) . . . . yes N(2) C(9) C(8) C(29) -179.2(4) . . . . yes N(2) C(9) C(10) C(1) -39.8(7) . . . 3_666 yes C(1) N(1) C(4) C(3) 0.0(5) . . . . yes C(1) N(1) C(4) C(5) -174.4(4) . . . . yes C(1) C(2) C(3) C(4) 0.5(5) . . . . yes C(1) C(2) C(3) C(17) 175.7(4) . . . . yes C(1) C(2) C(11) C(12) -60.6(7) . . . . yes C(1) C(2) C(11) C(16) 120.9(5) . . . . yes C(1) C(10) C(9) C(8) -147.8(5) . 3_666 3_666 3_666 yes C(2) C(1) N(1) C(4) 0.3(5) . . . . yes C(2) C(1) C(10) C(9) -155.2(5) . . 3_666 3_666 yes C(2) C(3) C(4) C(5) 173.5(4) . . . . yes C(2) C(3) C(17) C(18) -65.7(6) . . . . yes C(2) C(3) C(17) C(22) 113.7(5) . . . . yes C(2) C(11) C(12) C(13) -177.5(4) . . . . yes C(2) C(11) C(16) C(15) 178.3(5) . . . . yes C(3) C(2) C(1) C(10) -176.1(5) . . . 3_666 yes C(3) C(2) C(11) C(12) 116.9(5) . . . . yes C(3) C(2) C(11) C(16) -61.5(7) . . . . yes C(3) C(4) C(5) C(6) 112.0(5) . . . . yes C(3) C(17) C(18) C(19) -176.0(5) . . . . yes C(3) C(17) C(22) C(21) 176.8(4) . . . . yes C(4) N(1) C(1) C(10) 176.2(4) . . . 3_666 yes C(4) C(3) C(2) C(11) -177.4(4) . . . . yes C(4) C(3) C(17) C(18) 108.5(5) . . . . yes C(4) C(3) C(17) C(22) -72.0(6) . . . . yes C(4) C(5) C(6) C(7) -102.7(6) . . . . yes C(5) C(4) C(3) C(17) -1.6(7) . . . . yes C(5) C(6) N(2) C(9) -176.9(4) . . . . yes C(5) C(6) C(7) C(8) 176.2(5) . . . . yes C(5) C(6) C(7) C(23) -6.6(8) . . . . yes C(6) N(2) C(9) C(8) 0.0(5) . . . . yes C(6) N(2) C(9) C(10) -173.9(4) . . . . yes C(6) C(7) C(8) C(9) 0.9(5) . . . . yes C(6) C(7) C(8) C(29) 179.5(4) . . . . yes C(6) C(7) C(23) C(24) -50.0(6) . . . . yes C(6) C(7) C(23) C(28) 132.4(5) . . . . yes C(7) C(6) N(2) C(9) 0.6(5) . . . . yes C(7) C(8) C(9) C(10) 172.8(5) . . . . yes C(7) C(8) C(29) C(30) 122.9(5) . . . . yes C(7) C(8) C(29) C(34) -56.0(6) . . . . yes C(7) C(23) C(24) C(25) -178.2(4) . . . . yes C(7) C(23) C(28) C(27) 176.4(4) . . . . yes C(8) C(7) C(23) C(24) 126.8(5) . . . . yes C(8) C(7) C(23) C(28) -50.8(6) . . . . yes C(8) C(29) C(30) C(31) 179.5(4) . . . . yes C(8) C(29) C(34) C(33) 178.3(4) . . . . yes C(9) C(8) C(7) C(23) -176.4(4) . . . . yes C(9) C(8) C(29) C(30) -58.8(6) . . . . yes C(9) C(8) C(29) C(34) 122.3(5) . . . . yes C(10) C(1) C(2) C(11) -1.7(8) . 3_666 3_666 3_666 yes C(10) C(9) C(8) C(29) -5.8(8) . . . . yes C(11) C(2) C(3) C(17) -2.3(7) . . . . yes C(11) C(12) C(13) C(14) -2.4(8) . . . . yes C(11) C(16) C(15) C(14) 0.9(8) . . . . yes C(12) C(11) C(16) C(15) -0.3(7) . . . . yes C(12) C(13) C(14) C(15) 3.0(9) . . . . yes C(13) C(12) C(11) C(16) 1.0(7) . . . . yes C(13) C(14) C(15) C(16) -2.3(9) . . . . yes C(17) C(18) C(19) C(20) -2.3(9) . . . . yes C(17) C(22) C(21) C(20) 0.9(8) . . . . yes C(18) C(17) C(22) C(21) -3.7(7) . . . . yes C(18) C(19) C(20) C(21) -0.7(9) . . . . yes C(19) C(18) C(17) C(22) 4.4(7) . . . . yes C(19) C(20) C(21) C(22) 1.5(8) . . . . yes C(23) C(7) C(8) C(29) 2.2(7) . . . . yes C(23) C(24) C(25) C(26) 1.6(7) . . . . yes C(23) C(28) C(27) C(26) 1.9(7) . . . . yes C(24) C(23) C(28) C(27) -1.3(6) . . . . yes C(24) C(25) C(26) C(27) -1.0(8) . . . . yes C(25) C(24) C(23) C(28) -0.5(6) . . . . yes C(25) C(26) C(27) C(28) -0.7(8) . . . . yes C(29) C(30) C(31) C(32) 2.2(7) . . . . yes C(29) C(34) C(33) C(32) 2.1(7) . . . . yes C(30) C(29) C(34) C(33) -0.6(6) . . . . yes C(30) C(31) C(32) C(33) -0.6(7) . . . . yes C(31) C(30) C(29) C(34) -1.5(6) . . . . yes C(31) C(32) C(33) C(34) -1.5(7) . . . . yes C(31) C(32) C(33) C(34) -1.5(7) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cl(1) Cl(1) 3.53(1) . 3_676 ? Cl(2) F(6) 3.406(5) . 4_565 ? Cl(2) F(7) 3.428(7) . 4_565 ? Cl(2) C(13) 3.444(6) . 4_565 ? Cl(2) F(20) 3.546(5) . . ? Cl(2) C(14) 3.570(7) . 4_565 ? Cl(3) F(18) 3.210(5) . 2_556 ? Cl(3) F(3) 3.230(5) . 4_565 ? Cl(3) F(16) 3.418(5) . 1_565 ? Cl(3) F(19) 3.530(5) . 2_556 ? F(1) F(4) 3.177(5) . 2_555 ? F(1) C(15) 3.267(7) . 2_555 ? F(1) C(14) 3.395(7) . 2_555 ? F(1) F(3) 3.457(5) . 2_555 ? F(1) F(6) 3.482(5) . 2_545 ? F(2) F(6) 2.863(5) . 2_545 ? F(2) C(18) 3.390(6) . 2_545 ? F(2) C(5) 3.508(6) . 2_545 ? F(2) C(4) 3.579(6) . 2_545 ? F(3) N(1) 2.992(5) . 2_545 ? F(3) C(1) 3.164(6) . 2_545 ? F(3) F(16) 3.184(5) . 4_454 ? F(3) C(4) 3.325(5) . 2_545 ? F(3) C(2) 3.563(6) . 2_545 ? F(4) F(17) 3.119(4) . 4_454 ? F(4) F(13) 3.278(6) . 3_566 ? F(4) F(16) 3.339(4) . 4_454 ? F(4) F(14) 3.566(5) . 3_566 ? F(5) F(13) 3.117(4) . 3_566 ? F(5) F(14) 3.304(4) . 3_566 ? F(5) C(36) 3.352(8) . 3_666 ? F(5) N(3) 3.519(5) . 3_666 ? F(6) C(13) 2.811(6) . 2_555 ? F(6) C(12) 3.136(6) . 2_555 ? F(6) C(14) 3.316(6) . 2_555 ? F(7) C(34) 3.194(5) . 4_464 ? F(7) C(29) 3.314(5) . 4_464 ? F(7) C(33) 3.322(5) . 4_464 ? F(7) C(30) 3.492(6) . 4_464 ? F(7) C(32) 3.496(6) . 4_464 ? F(7) C(31) 3.572(6) . 4_464 ? F(8) F(19) 2.908(4) . 4_464 ? F(8) F(18) 3.095(4) . 4_464 ? F(8) C(33) 3.099(6) . 4_464 ? F(8) C(32) 3.176(6) . 4_464 ? F(8) C(37) 3.307(7) . 1_455 ? F(8) F(12) 3.536(5) . 3_576 ? F(9) F(9) 2.868(7) . 3_566 ? F(9) F(14) 3.159(5) . 3_566 ? F(9) F(10) 3.415(4) . 3_566 ? F(10) C(37) 3.321(7) . 3_666 ? F(11) F(18) 3.149(4) . 2_556 ? F(11) C(38) 3.53(1) . . ? F(12) F(18) 2.960(4) . 2_556 ? F(12) F(12) 3.171(6) . 3_576 ? F(13) F(17) 3.553(4) . 2_556 ? F(14) C(21) 3.059(6) . 3_566 ? F(14) C(22) 3.423(5) . 3_566 ? F(14) C(20) 3.428(7) . 3_566 ? F(15) F(19) 3.449(4) . 2_546 ? F(16) F(19) 3.226(4) . 2_546 ? F(17) F(20) 2.967(4) . 2_546 ? F(17) F(19) 2.981(4) . 2_546 ? F(17) C(26) 3.151(6) . 2_546 ? F(17) C(27) 3.264(6) . 2_546 ? F(17) C(25) 3.487(6) . 2_546 ? F(17) C(33) 3.489(6) . 2_546 ? F(17) C(34) 3.503(5) . 2_546 ? F(18) C(25) 3.026(6) . 2_546 ? F(18) F(20) 3.150(4) . 2_546 ? F(18) C(24) 3.165(5) . 2_546 ? F(19) C(31) 3.262(6) . 2_556 ? F(19) C(30) 3.403(5) . 2_556 ? F(20) C(38) 3.300(9) . . ? F(20) C(31) 3.391(5) . 2_556 ? F(20) C(32) 3.472(6) . 2_556 ? O(1) N(2) 2.819(4) . . ? O(1) N(1) 2.843(4) . . ? O(1) N(1) 3.347(5) . 3_666 ? O(1) N(2) 3.462(5) . 3_666 ? O(1) C(5) 3.556(6) . . ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_DH _geom_hbond_site_distance_HA _geom_hbond_site_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1) N(2) . . . 0.950 3.084 3.451(4) 104.787 no N(2) H(2) N(1) . . . 0.950 3.135 3.451(4) 101.415 no N(1) H(1) N(2) . . 3_666 0.950 2.774 3.124(4) 102.735 no N(2) H(2) N(1) . . 3_666 0.950 2.820 3.124(4) 99.735 no N(1) H(1) O(1) . . 1_555 0.950 1.921 2.843(3) 162.831 no N(2) H(2) O(1) . . 1_555 0.950 1.894 2.819(4) 164.054 no #============================================================================== data_4a-4CHCl3_squeezed _database_code_CSD 213890 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C88 H70 Cl24 N6 O12 ' _chemical_formula_moiety 'C84 H66 Cl12 N6 O12 ' _chemical_formula_weight 2254.43 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,z x+1/2,-y+1/2,-z x,-y+1/2,z+1/2 -x,y+1/2,-z+1/2 -x+1/2,-y,z+1/2 x+1/2,y,-z+1/2 #------------------------------------------------------------------------------ _cell_length_a 25.555(9) _cell_length_b 15.884(2) _cell_length_c 25.659(8) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 10415(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used 10022 _cell_measurement_theta_min 1.6 _cell_measurement_theta_max 25.3 _cell_measurement_temperature 288.1 #------------------------------------------------------------------------------ _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.438 _exptl_crystal_F_000 4576.00 _exptl_absorpt_coefficient_mu 0.684 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.863 _exptl_absorpt_correction_T_max 0.872 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku RAXIS-IV' _diffrn_measurement_method w _diffrn_reflns_theta_max 25.72 _diffrn_measured_fraction_theta_max 0.412 _diffrn_measured_fraction_theta_full 0.412 _diffrn_reflns_theta_full 25.72 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_number 7257 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0401 #------------------------------------------------------------------------------ # REFINEMENT DATA _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. ; _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _reflns_number_total 4102 _reflns_number_gt 3785 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 4102 _refine_ls_number_parameters 518 _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[s^2^(Fo^2^)+(0.1437P)^2^+30.4653P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0928 _refine_ls_R_factor_gt 0.0872 _refine_ls_wR_factor_ref 0.2491 _refine_ls_wR_factor_gt 0.2452 _refine_ls_goodness_of_fit_ref 1.150 _refine_ls_restrained_S_all 1.150 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.413 _refine_diff_density_min -0.352 _refine_diff_density_rms 0.088 #------------------------------------------------------------------------------ _computing_data_collection PROCESS _computing_cell_refinement PROCESS _computing_data_reduction CrystalStructure _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 and Mercury ' #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Cl1 Cl 0.23579(13) 0.1697(2) 0.64056(13) 0.0971(11) Uani 1 1 d . . . Cl2 Cl 0.06235(12) -0.0195(2) 0.62620(13) 0.0897(10) Uani 1 1 d . . . Cl3 Cl -0.09622(12) 0.1634(2) 0.46845(12) 0.0843(9) Uani 1 1 d . . . Cl4 Cl -0.10413(14) 0.4134(2) 0.60967(15) 0.0986(12) Uani 1 1 d . . . Cl5 Cl -0.02217(13) -0.19447(18) 0.60249(14) 0.0909(10) Uani 1 1 d . . . Cl6 Cl -0.18388(15) -0.1094(2) 0.72638(15) 0.1040(13) Uani 1 1 d . . . O1 O 0.2222(3) -0.0306(4) 0.5750(3) 0.068(2) Uani 1 1 d . . . O2 O 0.2130(3) -0.0429(4) 0.4893(3) 0.066(2) Uani 1 1 d . . . O3 O -0.0163(3) 0.3755(4) 0.4890(3) 0.0607(18) Uani 1 1 d . . . O4 O 0.0665(3) 0.3326(4) 0.5003(3) 0.075(2) Uani 1 1 d . . . O5 O -0.0454(3) -0.0466(4) 0.7335(2) 0.0567(17) Uani 1 1 d . . . O6 O -0.0285(3) 0.0882(4) 0.7128(3) 0.0674(19) Uani 1 1 d . . . N1 N 0.1211(3) 0.1775(4) 0.5132(3) 0.0442(18) Uani 1 1 d . . . N2 N -0.0052(2) 0.1873(4) 0.6179(3) 0.0350(16) Uani 1 1 d . . . N3 N -0.1328(3) 0.0295(4) 0.5889(2) 0.0397(17) Uani 1 1 d . . . C1 C 0.1531(3) 0.1147(5) 0.4936(3) 0.037(2) Uani 1 1 d . . . C2 C 0.1675(3) 0.0634(5) 0.5333(4) 0.038(2) Uani 1 1 d . . . C3 C 0.1443(3) 0.0981(5) 0.5826(4) 0.045(2) Uani 1 1 d . . . C4 C 0.1166(3) 0.1691(5) 0.5661(3) 0.040(2) Uani 1 1 d . . . C5 C 0.0869(3) 0.2290(5) 0.5974(3) 0.047(2) Uani 1 1 d . . . C6 C 0.0293(3) 0.2321(5) 0.5879(3) 0.038(2) Uani 1 1 d . . . C7 C -0.0001(3) 0.2754(5) 0.5530(3) 0.044(2) Uani 1 1 d . . . C8 C -0.0546(3) 0.2570(5) 0.5628(3) 0.0354(19) Uani 1 1 d . . . C9 C -0.0552(3) 0.2028(5) 0.6031(3) 0.039(2) Uani 1 1 d . . . C10 C -0.0999(3) 0.1622(5) 0.6299(3) 0.047(2) Uani 1 1 d . . . C11 C -0.1042(3) 0.0696(5) 0.6266(3) 0.039(2) Uani 1 1 d . . . C12 C -0.0853(3) 0.0049(5) 0.6595(3) 0.043(2) Uani 1 1 d . . . C13 C -0.1061(3) -0.0739(5) 0.6412(3) 0.039(2) Uani 1 1 d . . . C14 C -0.1345(3) -0.0553(5) 0.5984(3) 0.044(2) Uani 1 1 d . . . C15 C -0.1649(3) -0.1140(6) 0.5636(4) 0.050(2) Uani 1 1 d . . . C16 C 0.2018(3) -0.0067(6) 0.5286(4) 0.045(2) Uani 1 1 d . . . C17 C 0.2621(6) -0.0970(10) 0.5752(5) 0.103(5) Uani 1 1 d . . . C18 C 0.2866(13) -0.0953(18) 0.6216(10) 0.168(14) Uani 0.70 1 d P . . C19 C 0.1516(3) 0.0684(5) 0.6351(3) 0.042(2) Uani 1 1 d . . . C20 C 0.1956(4) 0.0950(6) 0.6653(4) 0.059(3) Uani 1 1 d . . . C21 C 0.2048(5) 0.0621(9) 0.7136(4) 0.081(4) Uani 1 1 d . . . C22 C 0.1679(8) 0.0084(9) 0.7370(5) 0.104(5) Uani 1 1 d . . . C23 C 0.1276(6) -0.0221(7) 0.7087(4) 0.082(4) Uani 1 1 d . . . C24 C 0.1187(4) 0.0115(6) 0.6583(4) 0.062(3) Uani 1 1 d . . . C25 C 0.0223(4) 0.3294(5) 0.5127(4) 0.050(2) Uani 1 1 d . . . C26 C 0.0018(7) 0.4311(7) 0.4454(6) 0.109(5) Uani 1 1 d . . . C27 C -0.0497(7) 0.4638(10) 0.4248(6) 0.132(6) Uani 1 1 d . . . C28 C -0.1029(3) 0.2920(6) 0.5378(4) 0.045(2) Uani 1 1 d . . . C29 C -0.1231(4) 0.2517(6) 0.4940(4) 0.053(2) Uani 1 1 d . . . C30 C -0.1692(5) 0.2840(9) 0.4675(5) 0.087(4) Uani 1 1 d . . . C31 C -0.1918(5) 0.3629(9) 0.4911(8) 0.117(6) Uani 1 1 d . . . C32 C -0.1703(6) 0.3961(7) 0.5305(6) 0.090(4) Uani 1 1 d . . . C33 C -0.1271(4) 0.3637(6) 0.5546(4) 0.063(3) Uani 1 1 d . . . C34 C -0.0507(3) 0.0198(6) 0.7033(3) 0.042(2) Uani 1 1 d . . . C35 C -0.0135(5) -0.0427(8) 0.7796(4) 0.078(3) Uani 1 1 d . . . C36 C -0.0137(8) -0.1289(9) 0.8022(7) 0.142(7) Uani 1 1 d . . . C37 C -0.1005(4) -0.1563(6) 0.6663(4) 0.054(3) Uani 1 1 d . . . C38 C -0.0632(4) -0.2145(6) 0.6545(4) 0.055(2) Uani 1 1 d . . . C39 C -0.0564(6) -0.2895(7) 0.6828(5) 0.087(4) Uani 1 1 d . . . C40 C -0.0897(8) -0.3061(8) 0.7237(6) 0.116(6) Uani 1 1 d . . . C41 C -0.1284(7) -0.2551(9) 0.7353(5) 0.106(5) Uani 1 1 d . . . C42 C -0.1338(4) -0.1795(6) 0.7084(4) 0.065(3) Uani 1 1 d . . . C43 C 0.322(3) -0.063(4) 0.573(3) 0.14(2) Uiso 0.30 1 d P . . H1 H 0.1048 0.2200 0.4930 0.053 Uiso 1 1 c . . . H2 H 0.0045 0.1503 0.6452 0.042 Uiso 1 1 c . . . H3 H -0.1491 0.0567 0.5603 0.047 Uiso 1 1 c . . . H4 H 0.0921 0.2151 0.6330 0.056 Uiso 1 1 c . . . H5 H 0.1007 0.2835 0.5907 0.056 Uiso 1 1 c . . . H6 H -0.0977 0.1764 0.6657 0.057 Uiso 1 1 c . . . H7 H -0.1310 0.1851 0.6156 0.057 Uiso 1 1 c . . . H8 H -0.1593 -0.1695 0.5761 0.060 Uiso 1 1 c . . . H9 H -0.2008 -0.0997 0.5674 0.060 Uiso 1 1 c . . . H10 H 0.2461 -0.1503 0.5701 0.123 Uiso 1 1 c . . . H11 H 0.2869 -0.0872 0.5481 0.123 Uiso 1 1 c . . . H12 H 0.2615 -0.1049 0.6486 0.202 Uiso 1 1 c . . . H13 H 0.3123 -0.1384 0.6225 0.202 Uiso 1 1 c . . . H14 H 0.3025 -0.0422 0.6265 0.202 Uiso 1 1 c . . . H15 H 0.2362 0.0754 0.7315 0.097 Uiso 1 1 c . . . H16 H 0.1711 -0.0064 0.7726 0.124 Uiso 1 1 c . . . H17 H 0.1057 -0.0653 0.7223 0.099 Uiso 1 1 c . . . H18 H 0.0231 0.4757 0.4579 0.130 Uiso 1 1 c . . . H19 H 0.0203 0.4002 0.4196 0.130 Uiso 1 1 c . . . H20 H -0.0681 0.4922 0.4518 0.158 Uiso 1 1 c . . . H21 H -0.0433 0.5018 0.3969 0.158 Uiso 1 1 c . . . H22 H -0.0702 0.4180 0.4126 0.158 Uiso 1 1 c . . . H23 H -0.1835 0.2575 0.4376 0.104 Uiso 1 1 c . . . H24 H -0.2223 0.3876 0.4764 0.139 Uiso 1 1 c . . . H25 H -0.1852 0.4462 0.5443 0.107 Uiso 1 1 c . . . H26 H 0.0211 -0.0261 0.7708 0.093 Uiso 1 1 c . . . H27 H -0.0279 -0.0038 0.8039 0.093 Uiso 1 1 c . . . H28 H -0.0483 -0.1447 0.8109 0.171 Uiso 1 1 c . . . H29 H 0.0001 -0.1675 0.7771 0.171 Uiso 1 1 c . . . H30 H 0.0075 -0.1299 0.8324 0.171 Uiso 1 1 c . . . H31 H -0.0294 -0.3280 0.6738 0.104 Uiso 1 1 c . . . H32 H -0.0847 -0.3555 0.7439 0.139 Uiso 1 1 c . . . H33 H -0.1526 -0.2695 0.7621 0.127 Uiso 1 1 c . . . 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 0.078(2) 0.130(3) 0.083(2) 0.0079(19) -0.0237(17) -0.040(2) Cl2 0.079(2) 0.089(2) 0.101(2) -0.0197(18) 0.0110(18) -0.0251(16) Cl3 0.085(2) 0.091(2) 0.077(2) -0.0287(16) -0.0046(17) 0.0170(16) Cl4 0.101(2) 0.081(2) 0.114(3) -0.0403(18) -0.023(2) 0.0368(17) Cl5 0.091(2) 0.0660(18) 0.116(3) -0.0012(16) 0.024(2) 0.0116(15) Cl6 0.123(3) 0.086(2) 0.102(3) 0.0105(18) 0.061(2) -0.0058(19) O1 0.085(5) 0.075(5) 0.045(4) -0.012(3) -0.021(4) 0.043(4) O2 0.073(5) 0.080(5) 0.047(4) -0.015(4) 0.005(4) 0.035(4) O3 0.062(5) 0.055(4) 0.065(5) 0.028(3) 0.011(4) -0.004(3) O4 0.053(5) 0.059(4) 0.113(6) 0.020(4) 0.036(4) -0.007(3) O5 0.087(5) 0.054(4) 0.030(4) 0.013(3) -0.018(3) -0.012(3) O6 0.090(5) 0.066(5) 0.046(4) 0.006(3) -0.012(4) -0.023(4) N1 0.040(4) 0.033(4) 0.060(5) -0.004(3) 0.001(4) -0.002(3) N2 0.033(4) 0.039(4) 0.033(4) 0.002(3) 0.000(3) 0.007(3) N3 0.044(4) 0.052(4) 0.023(4) 0.010(3) 0.005(3) 0.001(3) C1 0.023(4) 0.051(5) 0.036(5) -0.013(4) 0.000(4) -0.003(4) C2 0.024(4) 0.044(5) 0.047(6) -0.009(4) -0.002(4) 0.008(3) C3 0.037(5) 0.053(5) 0.046(6) -0.012(4) 0.002(4) -0.002(4) C4 0.039(5) 0.040(5) 0.042(6) -0.009(4) -0.006(4) 0.001(4) C5 0.046(5) 0.052(5) 0.042(6) -0.006(4) -0.003(4) -0.007(4) C6 0.033(5) 0.038(5) 0.044(5) -0.008(4) 0.005(4) 0.002(4) C7 0.051(6) 0.037(5) 0.044(6) 0.005(4) 0.000(5) -0.004(4) C8 0.038(5) 0.035(4) 0.033(5) -0.005(4) -0.002(4) 0.008(3) C9 0.042(5) 0.041(5) 0.033(5) 0.004(4) 0.011(4) -0.006(4) C10 0.051(6) 0.048(5) 0.041(5) -0.001(4) 0.015(4) -0.003(4) C11 0.044(5) 0.035(5) 0.039(5) 0.006(4) -0.004(4) -0.003(4) C12 0.046(5) 0.042(5) 0.042(5) 0.000(4) 0.009(4) -0.001(4) C13 0.045(5) 0.050(5) 0.022(5) 0.007(4) -0.002(4) -0.005(4) C14 0.046(5) 0.048(5) 0.038(6) 0.004(4) 0.002(4) -0.001(4) C15 0.039(5) 0.058(6) 0.053(7) 0.016(5) -0.007(5) -0.003(4) C16 0.041(5) 0.061(6) 0.032(5) 0.002(5) 0.005(4) 0.000(4) C17 0.109(11) 0.141(12) 0.059(8) -0.012(8) -0.017(7) 0.072(9) C18 0.24(3) 0.17(2) 0.094(18) -0.043(17) -0.07(2) 0.12(2) C19 0.036(5) 0.054(5) 0.036(6) -0.006(4) 0.010(4) 0.009(4) C20 0.060(7) 0.070(7) 0.047(6) -0.007(5) -0.003(5) 0.021(5) C21 0.078(8) 0.125(11) 0.040(7) 0.013(7) -0.007(6) 0.018(8) C22 0.185(16) 0.084(9) 0.043(8) 0.009(6) -0.021(10) 0.016(9) C23 0.128(11) 0.079(8) 0.039(7) 0.020(6) 0.008(7) 0.000(7) C24 0.064(7) 0.062(6) 0.061(7) -0.013(5) 0.005(5) -0.011(5) C25 0.048(6) 0.039(5) 0.063(6) 0.005(4) 0.014(5) -0.001(4) C26 0.174(14) 0.048(7) 0.104(11) 0.033(6) 0.070(10) 0.013(8) C27 0.167(16) 0.113(12) 0.116(12) 0.062(10) -0.049(12) 0.018(11) C28 0.030(5) 0.060(6) 0.044(6) 0.016(4) -0.003(4) 0.005(4) C29 0.043(5) 0.058(6) 0.057(7) -0.001(5) 0.001(5) 0.015(4) C30 0.060(7) 0.129(11) 0.072(8) -0.002(7) -0.027(6) 0.001(7) C31 0.075(9) 0.091(10) 0.185(17) 0.002(10) -0.055(10) 0.044(8) C32 0.110(11) 0.059(7) 0.100(10) -0.017(7) -0.039(9) 0.023(7) C33 0.062(6) 0.046(6) 0.082(8) -0.006(5) -0.013(6) 0.027(5) C34 0.033(5) 0.052(6) 0.040(5) 0.000(4) -0.005(4) -0.001(4) C35 0.077(8) 0.095(9) 0.062(8) 0.011(6) -0.013(6) 0.001(6) C36 0.214(19) 0.087(10) 0.126(14) 0.036(9) -0.107(13) -0.039(10) C37 0.075(7) 0.045(5) 0.041(5) 0.018(4) -0.013(5) -0.025(5) C38 0.060(6) 0.041(5) 0.063(7) -0.003(4) 0.000(5) 0.003(4) C39 0.121(11) 0.064(8) 0.077(9) 0.016(6) -0.029(8) -0.015(7) C40 0.211(19) 0.043(8) 0.094(11) 0.031(7) -0.025(12) 0.007(9) C41 0.168(15) 0.069(9) 0.081(10) 0.038(7) 0.027(10) -0.031(9) C42 0.079(7) 0.070(7) 0.045(6) 0.009(5) 0.017(5) -0.018(5) _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 Cl1 C20 1.691(11) . ? Cl2 C24 1.734(11) . ? Cl3 C29 1.693(9) . ? Cl4 C33 1.722(11) . ? Cl5 C38 1.723(10) . ? Cl6 C42 1.757(11) . ? O1 C16 1.355(10) . ? O1 C17 1.468(13) . ? O2 C16 1.195(10) . ? O3 C25 1.373(11) . ? O3 C26 1.495(12) . ? O4 C25 1.174(10) . ? O5 C34 1.317(10) . ? O5 C35 1.441(12) . ? O6 C34 1.250(10) . ? N1 C4 1.369(11) . ? N1 C1 1.382(10) . ? N1 H1 0.949 . ? N2 C9 1.356(10) . ? N2 C6 1.367(10) . ? N2 H2 0.950 . ? N3 C14 1.371(10) . ? N3 C11 1.373(10) . ? N3 H3 0.949 . ? C1 C2 1.356(12) . ? C1 C15 1.497(12) 5_556 ? C2 C16 1.421(11) . ? C2 C3 1.501(12) . ? C3 C4 1.398(12) . ? C3 C19 1.440(12) . ? C4 C5 1.456(12) . ? C5 C6 1.496(12) . ? C5 H4 0.950 . ? C5 H5 0.950 . ? C6 C7 1.358(12) . ? C7 C8 1.446(12) . ? C7 C25 1.458(12) . ? C8 C9 1.346(11) . ? C8 C28 1.500(11) . ? C9 C10 1.478(11) . ? C10 C11 1.476(11) . ? C10 H6 0.950 . ? C10 H7 0.950 . ? C11 C12 1.417(11) . ? C12 C13 1.440(11) . ? C12 C34 1.451(12) . ? C13 C14 1.351(11) . ? C13 C37 1.466(12) . ? C14 C15 1.509(13) . ? C15 C1 1.497(12) 5_556 ? C15 H8 0.950 . ? C15 H9 0.949 . ? C17 C18 1.35(2) . ? C17 C43 1.62(6) . ? C17 H10 0.950 . ? C17 H11 0.952 . ? C18 H12 0.95 . ? C18 H13 0.95 . ? C18 H14 0.94 . ? C19 C24 1.367(13) . ? C19 C20 1.433(13) . ? C20 C21 1.366(14) . ? C21 C22 1.402(19) . ? C21 H15 0.950 . ? C22 C23 1.352(19) . ? C22 H16 0.949 . ? C23 C24 1.419(15) . ? C23 H17 0.951 . ? C26 C27 1.51(2) . ? C26 H18 0.950 . ? C26 H19 0.949 . ? C27 H20 0.95 . ? C27 H21 0.950 . ? C27 H22 0.951 . ? C28 C33 1.365(12) . ? C28 C29 1.395(13) . ? C29 C30 1.455(14) . ? C30 C31 1.507(19) . ? C30 H23 0.949 . ? C31 C32 1.268(19) . ? C31 H24 0.951 . ? C32 C33 1.369(16) . ? C32 H25 0.950 . ? C35 C36 1.487(17) . ? C35 H26 0.950 . ? C35 H27 0.950 . ? C36 H28 0.95 . ? C36 H29 0.95 . ? C36 H30 0.949 . ? C37 C38 1.360(13) . ? C37 C42 1.422(13) . ? C38 C39 1.408(15) . ? C39 C40 1.37(2) . ? C39 H31 0.950 . ? C40 C41 1.31(2) . ? C40 H32 0.950 . ? C41 C42 1.391(16) . ? C41 H33 0.950 . ? 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 C16 O1 C17 118.4(8) . . ? C25 O3 C26 115.3(9) . . ? C34 O5 C35 120.6(7) . . ? C4 N1 C1 109.7(7) . . ? C4 N1 H1 125.1 . . ? C1 N1 H1 125.2 . . ? C9 N2 C6 110.7(6) . . ? C9 N2 H2 124.7 . . ? C6 N2 H2 124.5 . . ? C14 N3 C11 110.3(7) . . ? C14 N3 H3 124.8 . . ? C11 N3 H3 124.9 . . ? C2 C1 N1 108.9(7) . . ? C2 C1 C15 132.6(7) . 5_556 ? N1 C1 C15 118.6(8) . 5_556 ? C1 C2 C16 125.2(8) . . ? C1 C2 C3 107.7(7) . . ? C16 C2 C3 126.9(8) . . ? C4 C3 C19 128.0(8) . . ? C4 C3 C2 103.9(8) . . ? C19 C3 C2 128.1(8) . . ? N1 C4 C3 109.8(7) . . ? N1 C4 C5 121.7(7) . . ? C3 C4 C5 128.5(8) . . ? C4 C5 C6 116.2(7) . . ? C4 C5 H4 107.7 . . ? C6 C5 H4 107.8 . . ? C4 C5 H5 107.8 . . ? C6 C5 H5 107.8 . . ? H4 C5 H5 109.4 . . ? C7 C6 N2 106.2(7) . . ? C7 C6 C5 132.2(8) . . ? N2 C6 C5 121.6(7) . . ? C6 C7 C8 108.5(7) . . ? C6 C7 C25 123.4(8) . . ? C8 C7 C25 128.0(8) . . ? C9 C8 C7 105.6(7) . . ? C9 C8 C28 124.0(7) . . ? C7 C8 C28 130.2(7) . . ? C8 C9 N2 108.9(7) . . ? C8 C9 C10 129.9(8) . . ? N2 C9 C10 121.1(7) . . ? C11 C10 C9 117.8(7) . . ? C11 C10 H6 107.3 . . ? C9 C10 H6 107.4 . . ? C11 C10 H7 107.3 . . ? C9 C10 H7 107.4 . . ? H6 C10 H7 109.5 . . ? N3 C11 C12 105.5(7) . . ? N3 C11 C10 122.8(7) . . ? C12 C11 C10 131.6(8) . . ? C11 C12 C13 108.0(7) . . ? C11 C12 C34 123.5(7) . . ? C13 C12 C34 128.4(7) . . ? C14 C13 C12 106.0(7) . . ? C14 C13 C37 127.3(8) . . ? C12 C13 C37 126.6(7) . . ? C13 C14 N3 110.1(8) . . ? C13 C14 C15 128.8(8) . . ? N3 C14 C15 121.2(8) . . ? C1 C15 C14 118.8(7) 5_556 . ? C1 C15 H8 107.1 5_556 . ? C14 C15 H8 107.1 . . ? C1 C15 H9 107.1 5_556 . ? C14 C15 H9 107.1 . . ? H8 C15 H9 109.5 . . ? O2 C16 O1 121.0(8) . . ? O2 C16 C2 126.4(8) . . ? O1 C16 C2 112.6(8) . . ? C18 C17 O1 108.4(13) . . ? C18 C17 C43 66(3) . . ? O1 C17 C43 115(3) . . ? C18 C17 H10 110.0 . . ? O1 C17 H10 109.9 . . ? C18 C17 H11 109 . . ? O1 C17 H11 109.8 . . ? H10 C17 H11 109.2 . . ? C17 C18 H12 109 . . ? C17 C18 H13 109 . . ? H12 C18 H13 109 . . ? C17 C18 H14 110 . . ? H12 C18 H14 110 . . ? H13 C18 H14 110 . . ? C24 C19 C20 116.2(9) . . ? C24 C19 C3 122.8(9) . . ? C20 C19 C3 120.9(8) . . ? C21 C20 C19 121.1(11) . . ? C21 C20 Cl1 120.2(9) . . ? C19 C20 Cl1 118.7(8) . . ? C20 C21 C22 120.2(12) . . ? C20 C21 H15 120.1 . . ? C22 C21 H15 119.8 . . ? C23 C22 C21 120.0(11) . . ? C23 C22 H16 119.7 . . ? C21 C22 H16 120.2 . . ? C22 C23 C24 118.6(11) . . ? C22 C23 H17 120.8 . . ? C24 C23 H17 120.6 . . ? C19 C24 C23 123.0(10) . . ? C19 C24 Cl2 119.4(8) . . ? C23 C24 Cl2 117.5(9) . . ? O4 C25 O3 123.3(8) . . ? O4 C25 C7 126.2(9) . . ? O3 C25 C7 110.5(8) . . ? O3 C26 C27 101.4 . . ? O3 C26 H18 111.4 . . ? C27 C26 H18 111.3 . . ? O3 C26 H19 111.5 . . ? C27 C26 H19 111.4 . . ? H18 C26 H19 109.6 . . ? C26 C27 H20 109.6 . . ? C26 C27 H21 109.5 . . ? H20 C27 H21 109.5 . . ? C26 C27 H22 109.5 . . ? H20 C27 H22 109.4 . . ? H21 C27 H22 109.3 . . ? C33 C28 C29 118.0(8) . . ? C33 C28 C8 123.2(9) . . ? C29 C28 C8 118.8(8) . . ? C28 C29 C30 121.2(9) . . ? C28 C29 Cl3 122.8(7) . . ? C30 C29 Cl3 116.0(8) . . ? C29 C30 C31 114.5(11) . . ? C29 C30 H23 122.5 . . ? C31 C30 H23 123.0 . . ? C32 C31 C30 120.0(11) . . ? C32 C31 H24 120.2 . . ? C30 C31 H24 119.7 . . ? C31 C32 C33 123.9(12) . . ? C31 C32 H25 118.1 . . ? C33 C32 H25 118.0 . . ? C28 C33 C32 122.4(10) . . ? C28 C33 Cl4 119.1 . . ? C32 C33 Cl4 118.5 . . ? O6 C34 O5 122.2(7) . . ? O6 C34 C12 124.9(8) . . ? O5 C34 C12 112.9(7) . . ? O5 C35 C36 106.2(10) . . ? O5 C35 H26 110.3 . . ? C36 C35 H26 110.4 . . ? O5 C35 H27 110.3 . . ? C36 C35 H27 110.1 . . ? H26 C35 H27 109.5 . . ? C35 C36 H28 109.7 . . ? C35 C36 H29 109.2 . . ? H28 C36 H29 109.4 . . ? C35 C36 H30 109.5 . . ? H28 C36 H30 109.8 . . ? H29 C36 H30 109.2 . . ? C38 C37 C42 114.2(8) . . ? C38 C37 C13 125.4(9) . . ? C42 C37 C13 120.4(9) . . ? C37 C38 C39 123.2(10) . . ? C37 C38 Cl5 118.0(7) . . ? C39 C38 Cl5 118.7(9) . . ? C40 C39 C38 118.7(13) . . ? C40 C39 H31 120.6 . . ? C38 C39 H31 120.7 . . ? C41 C40 C39 121.2(11) . . ? C41 C40 H32 119 . . ? C39 C40 H32 119.5 . . ? C40 C41 C42 119.8(13) . . ? C40 C41 H33 120.1 . . ? C42 C41 H33 120.1 . . ? C41 C42 C37 122.7(11) . . ? C41 C42 Cl6 119.4(9) . . ? C37 C42 Cl6 117.9(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 N1 C1 C2 2.6(9) . . . . ? C4 N1 C1 C15 -177.9(7) . . . 5_556 ? N1 C1 C2 C16 -177.8(7) . . . . ? C15 C1 C2 C16 2.8(14) 5_556 . . . ? N1 C1 C2 C3 -2.1(9) . . . . ? C15 C1 C2 C3 178.4(8) 5_556 . . . ? C1 C2 C3 C4 0.9(9) . . . . ? C16 C2 C3 C4 176.5(8) . . . . ? C1 C2 C3 C19 -175.6(8) . . . . ? C16 C2 C3 C19 -0.1(14) . . . . ? C1 N1 C4 C3 -2.0(9) . . . . ? C1 N1 C4 C5 177.3(7) . . . . ? C19 C3 C4 N1 177.2(8) . . . . ? C2 C3 C4 N1 0.7(9) . . . . ? C19 C3 C4 C5 -2.0(14) . . . . ? C2 C3 C4 C5 -178.5(8) . . . . ? N1 C4 C5 C6 65.4(11) . . . . ? C3 C4 C5 C6 -115.5(10) . . . . ? C9 N2 C6 C7 -1.1(9) . . . . ? C9 N2 C6 C5 177.6(7) . . . . ? C4 C5 C6 C7 -86.3(11) . . . . ? C4 C5 C6 N2 95.3(10) . . . . ? N2 C6 C7 C8 0.9(9) . . . . ? C5 C6 C7 C8 -177.6(8) . . . . ? N2 C6 C7 C25 -178.3(8) . . . . ? C5 C6 C7 C25 3.2(15) . . . . ? C6 C7 C8 C9 -0.4(9) . . . . ? C25 C7 C8 C9 178.7(9) . . . . ? C6 C7 C8 C28 175.8(8) . . . . ? C25 C7 C8 C28 -5.1(15) . . . . ? C7 C8 C9 N2 -0.3(9) . . . . ? C28 C8 C9 N2 -176.8(7) . . . . ? C7 C8 C9 C10 -179.7(8) . . . . ? C28 C8 C9 C10 3.8(14) . . . . ? C6 N2 C9 C8 0.9(9) . . . . ? C6 N2 C9 C10 -179.6(7) . . . . ? C8 C9 C10 C11 115.7(10) . . . . ? N2 C9 C10 C11 -63.7(11) . . . . ? C14 N3 C11 C12 3.0(9) . . . . ? C14 N3 C11 C10 -173.7(8) . . . . ? C9 C10 C11 N3 -92.6(11) . . . . ? C9 C10 C11 C12 91.7(11) . . . . ? N3 C11 C12 C13 -2.9(9) . . . . ? C10 C11 C12 C13 173.3(9) . . . . ? N3 C11 C12 C34 176.7(7) . . . . ? C10 C11 C12 C34 -7.0(15) . . . . ? C11 C12 C13 C14 1.9(9) . . . . ? C34 C12 C13 C14 -177.8(8) . . . . ? C11 C12 C13 C37 -174.2(9) . . . . ? C34 C12 C13 C37 6.2(14) . . . . ? C12 C13 C14 N3 -0.1(10) . . . . ? C37 C13 C14 N3 176.0(8) . . . . ? C12 C13 C14 C15 -179.9(9) . . . . ? C37 C13 C14 C15 -3.9(16) . . . . ? C11 N3 C14 C13 -1.9(10) . . . . ? C11 N3 C14 C15 178.0(8) . . . . ? C13 C14 C15 C1 -124.4(10) . . . 5_556 ? N3 C14 C15 C1 55.7(12) . . . 5_556 ? C17 O1 C16 O2 5.6(15) . . . . ? C17 O1 C16 C2 -174.2(10) . . . . ? C1 C2 C16 O2 -18.9(14) . . . . ? C3 C2 C16 O2 166.2(9) . . . . ? C1 C2 C16 O1 160.9(8) . . . . ? C3 C2 C16 O1 -14.0(12) . . . . ? C16 O1 C17 C18 164(2) . . . . ? C16 O1 C17 C43 93(3) . . . . ? C4 C3 C19 C24 91.8(12) . . . . ? C2 C3 C19 C24 -92.5(11) . . . . ? C4 C3 C19 C20 -91.0(11) . . . . ? C2 C3 C19 C20 84.8(11) . . . . ? C24 C19 C20 C21 2.4(14) . . . . ? C3 C19 C20 C21 -175.0(9) . . . . ? C24 C19 C20 Cl1 -176.3(7) . . . . ? C3 C19 C20 Cl1 6.2(11) . . . . ? C19 C20 C21 C22 -7.0(18) . . . . ? Cl1 C20 C21 C22 171.7(10) . . . . ? C20 C21 C22 C23 11(2) . . . . ? C21 C22 C23 C24 -10(2) . . . . ? C20 C19 C24 C23 -1.7(14) . . . . ? C3 C19 C24 C23 175.7(9) . . . . ? C20 C19 C24 Cl2 176.3(7) . . . . ? C3 C19 C24 Cl2 -6.3(13) . . . . ? C22 C23 C24 C19 5.6(19) . . . . ? C22 C23 C24 Cl2 -172.4(11) . . . . ? C26 O3 C25 O4 -0.1(14) . . . . ? C26 O3 C25 C7 -177.8(9) . . . . ? C6 C7 C25 O4 12.4(16) . . . . ? C8 C7 C25 O4 -166.7(9) . . . . ? C6 C7 C25 O3 -170.0(8) . . . . ? C8 C7 C25 O3 10.9(13) . . . . ? C25 O3 C26 C27 174.0(10) . . . . ? C9 C8 C28 C33 88.5(11) . . . . ? C7 C8 C28 C33 -87.1(12) . . . . ? C9 C8 C28 C29 -94.3(11) . . . . ? C7 C8 C28 C29 90.1(12) . . . . ? C33 C28 C29 C30 -1.2(15) . . . . ? C8 C28 C29 C30 -178.6(9) . . . . ? C33 C28 C29 Cl3 178.9(8) . . . . ? C8 C28 C29 Cl3 1.5(13) . . . . ? C28 C29 C30 C31 0.4(17) . . . . ? Cl3 C29 C30 C31 -179.7(10) . . . . ? C29 C30 C31 C32 1(2) . . . . ? C30 C31 C32 C33 -1(3) . . . . ? C29 C28 C33 C32 0.9(16) . . . . ? C8 C28 C33 C32 178.2(11) . . . . ? C29 C28 C33 Cl4 178.3(8) . . . . ? C8 C28 C33 Cl4 -4.4(13) . . . . ? C31 C32 C33 C28 0(2) . . . . ? C31 C32 C33 Cl4 -177.1(15) . . . . ? C35 O5 C34 O6 0.4(13) . . . . ? C35 O5 C34 C12 -178.5(8) . . . . ? C11 C12 C34 O6 -9.9(14) . . . . ? C13 C12 C34 O6 169.7(9) . . . . ? C11 C12 C34 O5 169.0(8) . . . . ? C13 C12 C34 O5 -11.4(12) . . . . ? C34 O5 C35 C36 -176.6(12) . . . . ? C14 C13 C37 C38 89.6(13) . . . . ? C12 C13 C37 C38 -95.2(12) . . . . ? C14 C13 C37 C42 -93.9(12) . . . . ? C12 C13 C37 C42 81.4(12) . . . . ? C42 C37 C38 C39 -2.7(14) . . . . ? C13 C37 C38 C39 174.1(9) . . . . ? C42 C37 C38 Cl5 177.7(7) . . . . ? C13 C37 C38 Cl5 -5.6(13) . . . . ? C37 C38 C39 C40 1.4(18) . . . . ? Cl5 C38 C39 C40 -178.9(11) . . . . ? C38 C39 C40 C41 3(2) . . . . ? C39 C40 C41 C42 -5(3) . . . . ? C40 C41 C42 C37 4(2) . . . . ? C40 C41 C42 Cl6 -176.9(13) . . . . ? C38 C37 C42 C41 0.3(16) . . . . ? C13 C37 C42 C41 -176.7(11) . . . . ? C38 C37 C42 Cl6 -179.3(8) . . . . ? C13 C37 C42 Cl6 3.8(12) . . . . ? #============================================================================== data_4a-4PhCl _database_code_CSD 213891 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C108 H86 Cl16 N6 O12 ' _chemical_formula_moiety ; C84 H66 Cl12 N6 O12, 2(C6 H5 Cl), 2(C3 H2.5 Cl0.5), 2(C3 H2.5 Cl0.5) ; _chemical_formula_weight 2227.15 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_space_group_name_Hall '-P 2yn ' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 18.487(2) _cell_length_b 15.093(2) _cell_length_c 19.312(1) _cell_angle_alpha 90 _cell_angle_beta 94.823(7) _cell_angle_gamma 90 _cell_volume 5369.2(8) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.1 _cell_measurement_theta_max 15.0 _cell_measurement_temperature 296.2 #------------------------------------------------------------------------------ _exptl_crystal_description octahedron _exptl_crystal_colour colorless _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.400 _exptl_crystal_size_min 0.300 _exptl_crystal_density_diffrn 1.377 _exptl_crystal_F_000 2288 _exptl_absorpt_coefficient_mu 0.471 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_min 0.799 _exptl_absorpt_correction_T_max 0.872 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method w-2q _diffrn_reflns_number 13179 _diffrn_reflns_av_R_equivalents 0.027 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 0.9993 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.9993 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 2.34 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). One of solvent chlorobenzenes are disordered and all phenyl atoms are refined as rigid groups. ; _reflns_number_total 12318 _reflns_number_gt 4422 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0880 _refine_ls_wR_factor_ref 0.2471 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 12312 _refine_ls_number_parameters 562 _refine_ls_goodness_of_fit_ref 1.668 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^) + (0.04900(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0270 _refine_diff_density_max 1.04 _refine_diff_density_min -1.01 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cl Cl 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl(1) Cl 0.5222(1) 0.1635(2) 0.7929(1) 0.1383(9) Uani 1.00 d . . . Cl(2) Cl 0.3895(1) 0.3820(1) 0.6029(1) 0.1113(7) Uani 1.00 d . . . Cl(3) Cl 0.56968(10) 0.7401(1) 0.54889(8) 0.0877(6) Uani 1.00 d . . . Cl(4) Cl 0.5755(1) 0.7893(1) 0.82587(10) 0.1228(8) Uani 1.00 d . . . Cl(5) Cl 0.3010(1) 0.4455(1) 0.44812(10) 0.1045(7) Uani 1.00 d . . . Cl(6) Cl 0.12751(9) 0.7020(1) 0.53381(9) 0.0874(6) Uani 1.00 d . . . Cl(7) Cl 0.1904(3) 0.9553(3) 0.4093(2) 0.264(2) Uani 1.00 d . . . Cl(8A) Cl 0.4373(6) 0.7167(7) 1.0768(4) 0.288(5) Uani 0.50 d P . . Cl(8B) Cl 0.2748(3) 0.1661(5) 0.5349(5) 0.275(4) Uani 0.50 d P . . O(1) O 0.4943(2) 0.1281(2) 0.6163(2) 0.062(1) Uani 1.00 d . . . O(2) O 0.5798(2) 0.1430(2) 0.5414(2) 0.068(1) Uani 1.00 d . . . O(3) O 0.6953(2) 0.6701(3) 0.7294(2) 0.066(1) Uani 1.00 d . . . O(4) O 0.6950(2) 0.5222(3) 0.7375(2) 0.068(1) Uani 1.00 d . . . O(5) O 0.2152(2) 0.5245(2) 0.6384(2) 0.055(1) Uani 1.00 d . . . O(6) O 0.3113(2) 0.5548(3) 0.7105(2) 0.066(1) Uani 1.00 d . . . N(1) N 0.6230(2) 0.3764(3) 0.6631(2) 0.050(1) Uani 1.00 d . . . N(2) N 0.4667(2) 0.5687(3) 0.7052(2) 0.048(1) Uani 1.00 d . . . N(3) N 0.3647(2) 0.7146(3) 0.5412(2) 0.050(1) Uani 1.00 d . . . C(1) C 0.6277(3) 0.3045(3) 0.6205(2) 0.049(2) Uani 1.00 d . . . C(2) C 0.5652(3) 0.2534(3) 0.6266(2) 0.044(1) Uani 1.00 d . . . C(3) C 0.5234(3) 0.2990(3) 0.6755(2) 0.046(1) Uani 1.00 d . . . C(4) C 0.5599(3) 0.3727(3) 0.6968(2) 0.046(1) Uani 1.00 d . . . C(5) C 0.5442(3) 0.4407(3) 0.7492(2) 0.052(2) Uani 1.00 d . . . C(6) C 0.5351(3) 0.5342(3) 0.7230(2) 0.047(2) Uani 1.00 d . . . C(7) C 0.5835(3) 0.6019(3) 0.7176(2) 0.047(2) Uani 1.00 d . . . C(8) C 0.5438(3) 0.6800(3) 0.6945(2) 0.046(2) Uani 1.00 d . . . C(9) C 0.4719(3) 0.6567(3) 0.6879(2) 0.045(2) Uani 1.00 d . . . C(10) C 0.4053(3) 0.7106(3) 0.6678(2) 0.049(2) Uani 1.00 d . . . C(11) C 0.3586(2) 0.6766(3) 0.6043(2) 0.045(1) Uani 1.00 d . . . C(12) C 0.3025(2) 0.6169(3) 0.5975(2) 0.045(1) Uani 1.00 d . . . C(13) C 0.2746(2) 0.6180(3) 0.5257(2) 0.045(1) Uani 1.00 d . . . C(14) C 0.3140(2) 0.6794(3) 0.4932(2) 0.046(1) Uani 1.00 d . . . C(15) C 0.3073(3) 0.7100(3) 0.4185(3) 0.054(2) Uani 1.00 d . . . C(16) C 0.5496(3) 0.1724(3) 0.5903(3) 0.050(2) Uani 1.00 d . . . C(17) C 0.4691(3) 0.0468(4) 0.5827(3) 0.072(2) Uani 1.00 d . . . C(18) C 0.4261(5) -0.0014(5) 0.6314(4) 0.121(3) Uani 1.00 d . . . C(19) C 0.4526(3) 0.2723(3) 0.6990(2) 0.045(1) Uani 1.00 d . . . C(20) C 0.4453(3) 0.2120(4) 0.7528(3) 0.073(2) Uani 1.00 d . . . C(21) C 0.3797(5) 0.1906(5) 0.7765(4) 0.100(3) Uani 1.00 d . . . C(22) C 0.3177(5) 0.2272(7) 0.7402(7) 0.136(4) Uani 1.00 d . . . C(23) C 0.3213(4) 0.2836(6) 0.6886(5) 0.107(3) Uani 1.00 d . . . C(24) C 0.3881(3) 0.3057(4) 0.6695(3) 0.070(2) Uani 1.00 d . . . C(25) C 0.6628(3) 0.5913(4) 0.7291(3) 0.053(2) Uani 1.00 d . . . C(26) C 0.7738(3) 0.6726(4) 0.7342(3) 0.071(2) Uani 1.00 d . . . C(27) C 0.7930(3) 0.7576(5) 0.7019(4) 0.092(2) Uani 1.00 d . . . C(28) C 0.5740(3) 0.7698(3) 0.6863(3) 0.051(2) Uani 1.00 d . . . C(29) C 0.5890(3) 0.8038(4) 0.6230(3) 0.066(2) Uani 1.00 d . . . C(30) C 0.6224(4) 0.8868(4) 0.6159(4) 0.084(2) Uani 1.00 d . . . C(31) C 0.6390(4) 0.9352(5) 0.6756(6) 0.107(3) Uani 1.00 d . . . C(32) C 0.6234(4) 0.9075(5) 0.7386(4) 0.095(3) Uani 1.00 d . . . C(33) C 0.5914(3) 0.8260(4) 0.7433(3) 0.073(2) Uani 1.00 d . . . C(34) C 0.2783(3) 0.5638(3) 0.6537(3) 0.048(2) Uani 1.00 d . . . C(35) C 0.1865(3) 0.4682(4) 0.6915(3) 0.070(2) Uani 1.00 d . . . C(36) C 0.1212(4) 0.4230(6) 0.6597(4) 0.127(3) Uani 1.00 d . . . C(37) C 0.2108(3) 0.5694(3) 0.4932(2) 0.047(2) Uani 1.00 d . . . C(38) C 0.2156(3) 0.4885(4) 0.4578(3) 0.063(2) Uani 1.00 d . . . C(39) C 0.1550(5) 0.4428(4) 0.4315(3) 0.088(3) Uani 1.00 d . . . C(40) C 0.0880(4) 0.4798(6) 0.4376(4) 0.093(3) Uani 1.00 d . . . C(41) C 0.0793(3) 0.5582(5) 0.4678(3) 0.076(2) Uani 1.00 d . . . C(42) C 0.1403(3) 0.6021(4) 0.4951(2) 0.054(2) Uani 1.00 d . . . C(43) C 0.1800(4) 0.9352(4) 0.4919(3) 0.1589 Uiso 1.00 d G . . C(44) C 0.2385(3) 0.9126(4) 0.5389(4) 0.1589 Uiso 1.00 d G . . C(45) C 0.2275(3) 0.8965(4) 0.6084(3) 0.1589 Uiso 1.00 d G . . C(46) C 0.1580(4) 0.9031(4) 0.6309(3) 0.1589 Uiso 1.00 d G . . C(47) C 0.0994(3) 0.9257(4) 0.5839(4) 0.1589 Uiso 1.00 d G . . C(48) C 0.1104(3) 0.9418(4) 0.5144(3) 0.1589 Uiso 1.00 d G . . C(49A) C 0.396(1) 0.710(1) 0.9961(6) 0.1410 Uiso 0.50 d G . . C(49B) C 0.1909(6) 0.166(1) 0.5505(9) 0.1288 Uiso 0.50 d G . . C(50A) C 0.4472(6) 0.698(1) 0.9478(10) 0.1410 Uiso 0.50 d G . . C(50B) C 0.1655(8) 0.149(1) 0.6153(7) 0.1288 Uiso 0.50 d G . . C(51A) C 0.4260(8) 0.664(1) 0.8822(8) 0.1410 Uiso 0.50 d G . . C(51B) C 0.0918(8) 0.158(1) 0.6243(6) 0.1288 Uiso 0.50 d G . . C(52A) C 0.3536(10) 0.641(1) 0.8650(7) 0.1410 Uiso 0.50 d G . . C(52B) C 0.0434(5) 0.184(1) 0.5685(8) 0.1288 Uiso 0.50 d G . . C(53A) C 0.3025(6) 0.652(1) 0.9134(10) 0.1410 Uiso 0.50 d G . . C(53B) C 0.0688(8) 0.201(1) 0.5038(6) 0.1288 Uiso 0.50 d G . . C(54A) C 0.3237(9) 0.687(1) 0.9789(8) 0.1410 Uiso 0.50 d G . . C(54B) C 0.1426(9) 0.192(1) 0.4948(6) 0.1288 Uiso 0.50 d G . . H(1N) H 0.6581 0.4224 0.6687 0.0597 Uiso 1.00 calc . . . H(2N) H 0.4226 0.5364 0.7050 0.0578 Uiso 1.00 calc . . . H(3N) H 0.3991 0.7589 0.5318 0.0602 Uiso 1.00 calc . . . H(5a) H 0.5007 0.4241 0.7686 0.0619 Uiso 1.00 calc . . . H(5b) H 0.5833 0.4403 0.7845 0.0619 Uiso 1.00 calc . . . H(10a) H 0.3762 0.7113 0.7061 0.0588 Uiso 1.00 calc . . . H(10b) H 0.4202 0.7693 0.6583 0.0588 Uiso 1.00 calc . . . H(15a) H 0.2966 0.7715 0.4167 0.0653 Uiso 1.00 calc . . . H(15b) H 0.2695 0.6781 0.3932 0.0653 Uiso 1.00 calc . . . H(17a) H 0.4398 0.0600 0.5412 0.0867 Uiso 1.00 calc . . . H(17b) H 0.5093 0.0118 0.5719 0.0867 Uiso 1.00 calc . . . H(18a) H 0.3853 0.0336 0.6410 0.1448 Uiso 1.00 calc . . . H(18b) H 0.4098 -0.0558 0.6110 0.1448 Uiso 1.00 calc . . . H(18c) H 0.4552 -0.0124 0.6732 0.1448 Uiso 1.00 calc . . . H(21) H 0.3765 0.1528 0.8155 0.1198 Uiso 1.00 calc . . . H(22) H 0.2713 0.2106 0.7533 0.1625 Uiso 1.00 calc . . . H(23) H 0.2785 0.3084 0.6657 0.1284 Uiso 1.00 calc . . . H(26a) H 0.7929 0.6706 0.7814 0.0855 Uiso 1.00 calc . . . H(26b) H 0.7923 0.6241 0.7097 0.0855 Uiso 1.00 calc . . . H(27a) H 0.8443 0.7632 0.7039 0.1102 Uiso 1.00 calc . . . H(27b) H 0.7735 0.7587 0.6548 0.1102 Uiso 1.00 calc . . . H(27c) H 0.7734 0.8054 0.7263 0.1102 Uiso 1.00 calc . . . H(30) H 0.6331 0.9085 0.5717 0.1010 Uiso 1.00 calc . . . H(31) H 0.6627 0.9907 0.6720 0.1288 Uiso 1.00 calc . . . H(32) H 0.6342 0.9431 0.7787 0.1137 Uiso 1.00 calc . . . H(35a) H 0.2219 0.4257 0.7075 0.0838 Uiso 1.00 calc . . . H(35b) H 0.1740 0.5036 0.7294 0.0838 Uiso 1.00 calc . . . H(36a) H 0.0864 0.4658 0.6429 0.1525 Uiso 1.00 calc . . . H(36b) H 0.1341 0.3871 0.6222 0.1525 Uiso 1.00 calc . . . H(36c) H 0.1012 0.3868 0.6935 0.1525 Uiso 1.00 calc . . . H(39) H 0.1594 0.3869 0.4097 0.1056 Uiso 1.00 calc . . . H(40) H 0.0461 0.4483 0.4194 0.1112 Uiso 1.00 calc . . . H(41) H 0.0323 0.5829 0.4704 0.0913 Uiso 1.00 calc . . . H(44) H 0.2859(4) 0.9082(6) 0.5236(6) 0.1589 Uiso 1.00 calc G . . H(45) H 0.2674(4) 0.8811(6) 0.6404(5) 0.1589 Uiso 1.00 calc G . . H(46) H 0.1505(6) 0.8921(6) 0.6782(3) 0.1589 Uiso 1.00 calc G . . H(47) H 0.0521(3) 0.9301(6) 0.5992(5) 0.1589 Uiso 1.00 calc G . . H(48) H 0.0706(4) 0.9572(6) 0.4825(5) 0.1589 Uiso 1.00 calc G . . H(50A) H 0.4965(7) 0.714(2) 0.959(1) 0.1410 Uiso 0.50 calc G . . H(50B) H 0.198(1) 0.132(2) 0.6532(10) 0.1288 Uiso 0.50 calc G . . H(51A) H 0.461(1) 0.656(2) 0.849(1) 0.1410 Uiso 0.50 calc G . . H(51B) H 0.074(1) 0.147(2) 0.6684(7) 0.1288 Uiso 0.50 calc G . . H(52A) H 0.339(1) 0.617(2) 0.8204(8) 0.1410 Uiso 0.50 calc G . . H(52B) H -0.0068(6) 0.190(2) 0.575(1) 0.1288 Uiso 0.50 calc G . . H(53A) H 0.2532(7) 0.637(2) 0.902(1) 0.1410 Uiso 0.50 calc G . . H(53B) H 0.036(1) 0.218(2) 0.4658(8) 0.1288 Uiso 0.50 calc G . . H(54A) H 0.289(1) 0.695(2) 1.012(1) 0.1410 Uiso 0.50 calc G . . H(54B) H 0.160(1) 0.203(2) 0.4507(8) 0.1288 Uiso 0.50 calc G . . 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 Cl(1) 0.119(2) 0.166(2) 0.123(2) -0.038(1) -0.029(1) 0.093(2) Cl(2) 0.123(2) 0.099(1) 0.104(1) 0.032(1) -0.034(1) 0.003(1) Cl(3) 0.099(1) 0.101(1) 0.0636(10) -0.002(1) 0.0082(9) 0.0025(9) Cl(4) 0.171(2) 0.125(2) 0.074(1) -0.038(2) 0.020(1) -0.039(1) Cl(5) 0.106(1) 0.106(1) 0.100(1) 0.040(1) 0.005(1) -0.024(1) Cl(6) 0.0634(10) 0.090(1) 0.109(1) 0.0191(9) 0.0061(9) -0.0177(10) Cl(7) 0.372(6) 0.251(4) 0.165(3) 0.018(4) -0.003(3) 0.007(3) Cl(8A) 0.31(1) 0.35(1) 0.201(8) -0.031(10) 0.011(7) -0.061(8) Cl(8B) 0.148(5) 0.283(8) 0.42(1) -0.116(5) 0.177(7) -0.230(8) O(1) 0.072(3) 0.052(2) 0.064(2) -0.010(2) 0.020(2) -0.009(2) O(2) 0.074(3) 0.061(2) 0.075(3) -0.002(2) 0.031(2) -0.006(2) O(3) 0.037(2) 0.064(3) 0.094(3) -0.007(2) -0.005(2) -0.007(2) O(4) 0.051(2) 0.062(3) 0.089(3) 0.006(2) -0.012(2) -0.002(2) O(5) 0.048(2) 0.068(2) 0.051(2) -0.012(2) 0.006(2) 0.005(2) O(6) 0.050(2) 0.095(3) 0.052(2) -0.013(2) 0.008(2) 0.008(2) N(1) 0.050(3) 0.051(3) 0.048(2) -0.012(2) 0.003(2) 0.003(2) N(2) 0.042(2) 0.054(3) 0.048(2) -0.007(2) 0.000(2) -0.007(2) N(3) 0.038(2) 0.058(3) 0.055(3) -0.007(2) 0.006(2) 0.004(2) C(1) 0.049(3) 0.051(3) 0.048(3) 0.002(3) 0.006(2) 0.008(3) C(2) 0.046(3) 0.047(3) 0.040(3) -0.005(2) 0.007(2) 0.001(2) C(3) 0.046(3) 0.047(3) 0.046(3) -0.003(3) 0.005(2) 0.009(2) C(4) 0.047(3) 0.050(3) 0.042(3) -0.001(3) 0.011(2) 0.004(2) C(5) 0.047(3) 0.058(3) 0.050(3) -0.005(3) 0.006(2) 0.002(3) C(6) 0.047(3) 0.055(3) 0.040(3) -0.001(3) 0.006(2) -0.003(2) C(7) 0.038(3) 0.049(3) 0.054(3) -0.006(3) 0.002(2) -0.004(3) C(8) 0.044(3) 0.047(3) 0.047(3) -0.006(3) 0.001(2) -0.008(2) C(9) 0.042(3) 0.044(3) 0.047(3) 0.001(2) 0.000(2) -0.006(2) C(10) 0.045(3) 0.048(3) 0.053(3) -0.006(2) 0.002(2) -0.007(2) C(11) 0.036(3) 0.051(3) 0.049(3) 0.010(2) 0.005(2) 0.003(3) C(12) 0.035(3) 0.056(3) 0.045(3) -0.009(2) 0.002(2) -0.005(2) C(13) 0.037(3) 0.051(3) 0.046(3) 0.000(2) 0.004(2) 0.000(2) C(14) 0.034(3) 0.060(3) 0.045(3) 0.001(3) 0.003(2) -0.001(3) C(15) 0.048(3) 0.063(4) 0.053(3) -0.005(3) 0.008(2) 0.004(3) C(16) 0.046(3) 0.051(3) 0.055(3) 0.002(3) 0.006(3) 0.014(3) C(17) 0.078(4) 0.053(4) 0.087(4) -0.010(3) 0.007(3) -0.011(3) C(18) 0.146(7) 0.084(5) 0.138(7) -0.053(5) 0.038(6) -0.020(5) C(19) 0.040(3) 0.053(3) 0.043(3) 0.001(2) 0.007(2) -0.007(2) C(20) 0.068(4) 0.089(5) 0.064(4) -0.033(4) 0.013(3) -0.003(3) C(21) 0.122(7) 0.100(6) 0.085(5) -0.053(5) 0.046(5) -0.008(4) C(22) 0.082(6) 0.124(9) 0.21(1) -0.041(6) 0.070(7) -0.072(8) C(23) 0.052(5) 0.094(6) 0.177(9) -0.014(4) 0.017(5) -0.023(6) C(24) 0.066(4) 0.062(4) 0.082(4) 0.005(3) 0.003(3) -0.011(3) C(25) 0.042(3) 0.066(4) 0.050(3) -0.007(3) -0.007(2) -0.006(3) C(26) 0.038(3) 0.090(5) 0.086(4) -0.008(3) -0.002(3) -0.011(4) C(27) 0.045(4) 0.094(5) 0.134(6) -0.015(4) 0.003(4) -0.005(4) C(28) 0.038(3) 0.054(3) 0.060(3) 0.001(3) 0.001(2) -0.001(3) C(29) 0.046(3) 0.061(4) 0.088(4) -0.003(3) -0.003(3) 0.008(3) C(30) 0.078(5) 0.059(4) 0.115(6) -0.014(4) 0.010(4) 0.029(4) C(31) 0.091(6) 0.068(5) 0.161(8) -0.028(4) -0.007(6) -0.005(6) C(32) 0.094(5) 0.077(5) 0.112(6) -0.020(4) 0.001(5) -0.022(5) C(33) 0.063(4) 0.065(4) 0.091(5) -0.018(3) 0.000(3) -0.011(4) C(34) 0.037(3) 0.066(4) 0.039(3) 0.000(3) 0.006(2) -0.008(3) C(35) 0.063(4) 0.066(4) 0.084(4) -0.009(3) 0.024(3) 0.019(3) C(36) 0.101(6) 0.146(8) 0.134(7) -0.060(6) 0.012(5) 0.025(6) C(37) 0.053(3) 0.053(3) 0.036(3) -0.003(3) 0.005(2) 0.000(2) C(38) 0.074(4) 0.065(4) 0.051(3) -0.002(3) 0.010(3) 0.000(3) C(39) 0.118(6) 0.068(4) 0.077(4) -0.034(5) -0.002(4) -0.015(3) C(40) 0.070(5) 0.123(7) 0.084(5) -0.028(5) 0.004(4) -0.007(5) C(41) 0.064(4) 0.096(5) 0.066(4) -0.015(4) -0.004(3) -0.006(4) C(42) 0.045(3) 0.070(4) 0.047(3) -0.014(3) 0.000(2) 0.006(3) #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics 'Ortep-3 and Mercury ' #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl(1) C(20) 1.725(6) . . yes Cl(2) C(24) 1.727(6) . . yes Cl(3) C(29) 1.736(6) . . yes Cl(4) C(33) 1.736(7) . . yes Cl(5) C(38) 1.731(6) . . yes Cl(6) C(42) 1.709(6) . . yes Cl(7) C(43) 1.652(7) . . yes Cl(8A) C(49A) 1.68(2) . . yes Cl(8B) C(49B) 1.60(1) . . yes O(1) C(16) 1.353(6) . . yes O(1) C(17) 1.446(7) . . yes O(2) C(16) 1.221(7) . . yes O(3) C(25) 1.332(7) . . yes O(3) C(26) 1.447(6) . . yes O(4) C(25) 1.204(7) . . yes O(5) C(34) 1.321(6) . . yes O(5) C(35) 1.465(7) . . yes O(6) C(34) 1.216(6) . . yes N(1) C(1) 1.369(6) . . yes N(1) C(4) 1.385(6) . . yes N(1) H(1N) 0.951 . . no N(2) C(6) 1.384(6) . . yes N(2) C(9) 1.374(6) . . yes N(2) H(2N) 0.950 . . no N(3) C(11) 1.360(6) . . yes N(3) C(14) 1.370(6) . . yes N(3) H(3N) 0.949 . . no C(1) C(2) 1.403(7) . . yes C(1) C(15) 1.486(7) . 3_666 yes C(2) C(3) 1.444(7) . . yes C(2) C(16) 1.426(7) . . yes C(3) C(4) 1.347(7) . . yes C(3) C(19) 1.477(7) . . yes C(4) C(5) 1.487(7) . . yes C(5) C(6) 1.503(7) . . yes C(5) H(5a) 0.950 . . no C(5) H(5b) 0.951 . . no C(6) C(7) 1.368(7) . . yes C(7) C(8) 1.439(7) . . yes C(7) C(25) 1.473(7) . . yes C(8) C(9) 1.370(7) . . yes C(8) C(28) 1.480(7) . . yes C(9) C(10) 1.500(7) . . yes C(10) C(11) 1.528(6) . . yes C(10) H(10a) 0.950 . . no C(10) H(10b) 0.950 . . no C(11) C(12) 1.372(7) . . yes C(12) C(13) 1.439(6) . . yes C(12) C(34) 1.449(7) . . yes C(13) C(14) 1.364(7) . . yes C(13) C(37) 1.483(7) . . yes C(14) C(15) 1.510(7) . . yes C(15) H(15a) 0.949 . . no C(15) H(15b) 0.950 . . no C(17) C(18) 1.47(1) . . yes C(17) H(17a) 0.951 . . no C(17) H(17b) 0.949 . . no C(18) H(18a) 0.952 . . no C(18) H(18b) 0.949 . . no C(18) H(18c) 0.948 . . no C(19) C(20) 1.396(8) . . yes C(19) C(24) 1.374(8) . . yes C(20) C(21) 1.37(1) . . yes C(21) C(22) 1.41(1) . . yes C(21) H(21) 0.951 . . no C(22) C(23) 1.32(2) . . yes C(22) H(22) 0.950 . . no C(23) C(24) 1.36(1) . . yes C(23) H(23) 0.949 . . no C(26) C(27) 1.483(10) . . yes C(26) H(26a) 0.951 . . no C(26) H(26b) 0.949 . . no C(27) H(27a) 0.950 . . no C(27) H(27b) 0.950 . . no C(27) H(27c) 0.950 . . no C(28) C(29) 1.375(8) . . yes C(28) C(33) 1.406(8) . . yes C(29) C(30) 1.409(9) . . yes C(30) C(31) 1.38(1) . . yes C(30) H(30) 0.951 . . no C(31) C(32) 1.34(1) . . yes C(31) H(31) 0.950 . . no C(32) C(33) 1.370(10) . . yes C(32) H(32) 0.949 . . no C(35) C(36) 1.475(10) . . yes C(35) H(35a) 0.949 . . no C(35) H(35b) 0.950 . . no C(36) H(36a) 0.948 . . no C(36) H(36b) 0.951 . . no C(36) H(36c) 0.950 . . no C(37) C(38) 1.405(8) . . yes C(37) C(42) 1.396(7) . . yes C(38) C(39) 1.376(10) . . yes C(39) C(40) 1.37(1) . . yes C(39) H(39) 0.949 . . no C(40) C(41) 1.34(1) . . yes C(40) H(40) 0.950 . . no C(41) C(42) 1.375(8) . . yes C(41) H(41) 0.950 . . no C(43) C(48) 1.39(1) . . yes C(43) C(44) 1.395(9) . . yes C(48) C(47) 1.395(10) . . yes C(48) H(48) 0.950 . . no C(47) C(46) 1.395(9) . . yes C(47) H(47) 0.950 . . no C(46) C(45) 1.39(1) . . yes C(46) H(46) 0.950 . . no C(45) C(44) 1.39(1) . . yes C(45) H(45) 0.950 . . no C(44) H(44) 0.950 . . no C(49A) C(54A) 1.39(3) . . yes C(49A) C(50A) 1.39(2) . . yes C(54A) C(53A) 1.39(2) . . yes C(54A) H(54A) 0.950 . . no C(53A) C(52A) 1.39(2) . . yes C(53A) H(53A) 0.950 . . no C(52A) C(51A) 1.39(2) . . yes C(52A) H(52A) 0.950 . . no C(51A) C(50A) 1.39(2) . . yes C(51A) H(51A) 0.950 . . no C(50A) H(50A) 0.950 . . no C(49B) C(50B) 1.39(2) . . yes C(49B) C(54B) 1.39(2) . . yes C(50B) C(51B) 1.39(2) . . yes C(50B) H(50B) 0.950 . . no C(51B) C(52B) 1.39(2) . . yes C(51B) H(51B) 0.950 . . no C(52B) C(53B) 1.39(2) . . yes C(52B) H(52B) 0.950 . . no C(53B) C(54B) 1.39(2) . . yes C(53B) H(53B) 0.950 . . no C(54B) H(54B) 0.950 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(16) O(1) C(17) 118.5(4) . . . yes C(25) O(3) C(26) 118.2(4) . . . yes C(34) O(5) C(35) 118.0(4) . . . yes C(1) N(1) C(4) 110.4(4) . . . yes C(1) N(1) H(1N) 124.8 . . . no C(4) N(1) H(1N) 124.8 . . . no C(6) N(2) C(9) 110.0(4) . . . yes C(6) N(2) H(2N) 125.0 . . . no C(9) N(2) H(2N) 125.0 . . . no C(11) N(3) C(14) 109.8(4) . . . yes C(11) N(3) H(3N) 125.1 . . . no C(14) N(3) H(3N) 125.0 . . . no N(1) C(1) C(2) 106.9(4) . . . yes N(1) C(1) C(15) 121.1(4) . . 3_666 yes C(2) C(1) C(15) 131.9(5) . . 3_666 yes C(1) C(2) C(3) 106.4(4) . . . yes C(1) C(2) C(16) 124.4(5) . . . yes C(3) C(2) C(16) 129.3(4) . . . yes C(2) C(3) C(4) 108.2(4) . . . yes C(2) C(3) C(19) 127.5(4) . . . yes C(4) C(3) C(19) 124.3(4) . . . yes N(1) C(4) C(3) 108.0(4) . . . yes N(1) C(4) C(5) 120.8(4) . . . yes C(3) C(4) C(5) 131.1(5) . . . yes C(4) C(5) C(6) 116.2(4) . . . yes C(4) C(5) H(5a) 107.8 . . . no C(4) C(5) H(5b) 107.8 . . . no C(6) C(5) H(5a) 107.8 . . . no C(6) C(5) H(5b) 107.7 . . . no H(5a) C(5) H(5b) 109.4 . . . no N(2) C(6) C(5) 120.7(4) . . . yes N(2) C(6) C(7) 106.8(4) . . . yes C(5) C(6) C(7) 132.2(4) . . . yes C(6) C(7) C(8) 108.4(4) . . . yes C(6) C(7) C(25) 123.7(5) . . . yes C(8) C(7) C(25) 127.7(5) . . . yes C(7) C(8) C(9) 106.5(4) . . . yes C(7) C(8) C(28) 126.6(4) . . . yes C(9) C(8) C(28) 126.6(4) . . . yes N(2) C(9) C(8) 108.2(4) . . . yes N(2) C(9) C(10) 120.9(4) . . . yes C(8) C(9) C(10) 130.8(4) . . . yes C(9) C(10) C(11) 114.9(4) . . . yes C(9) C(10) H(10a) 108.1 . . . no C(9) C(10) H(10b) 108.1 . . . no C(11) C(10) H(10a) 108.1 . . . no C(11) C(10) H(10b) 108.1 . . . no H(10a) C(10) H(10b) 109.5 . . . no N(3) C(11) C(10) 119.6(4) . . . yes N(3) C(11) C(12) 108.1(4) . . . yes C(10) C(11) C(12) 132.0(4) . . . yes C(11) C(12) C(13) 107.0(4) . . . yes C(11) C(12) C(34) 124.7(4) . . . yes C(13) C(12) C(34) 128.3(4) . . . yes C(12) C(13) C(14) 106.8(4) . . . yes C(12) C(13) C(37) 127.6(4) . . . yes C(14) C(13) C(37) 125.3(4) . . . yes N(3) C(14) C(13) 108.3(4) . . . yes N(3) C(14) C(15) 121.6(4) . . . yes C(13) C(14) C(15) 130.1(4) . . . yes C(1) C(15) C(14) 115.8(4) 3_666 . . yes C(1) C(15) H(15a) 107.5 3_666 . . no C(1) C(15) H(15b) 104.9 3_666 . . no C(14) C(15) H(15a) 109.5 . . . no C(14) C(15) H(15b) 109.4 . . . no H(15a) C(15) H(15b) 109.5 . . . no O(1) C(16) O(2) 121.1(5) . . . yes O(1) C(16) C(2) 111.6(4) . . . yes O(2) C(16) C(2) 127.2(5) . . . yes O(1) C(17) C(18) 107.6(5) . . . yes O(1) C(17) H(17a) 109.9 . . . no O(1) C(17) H(17b) 110.0 . . . no C(18) C(17) H(17a) 109.9 . . . no C(18) C(17) H(17b) 109.9 . . . no H(17a) C(17) H(17b) 109.5 . . . no C(17) C(18) H(18a) 109.3 . . . no C(17) C(18) H(18b) 109.4 . . . no C(17) C(18) H(18c) 109.4 . . . no H(18a) C(18) H(18b) 109.4 . . . no H(18a) C(18) H(18c) 109.5 . . . no H(18b) C(18) H(18c) 109.8 . . . no C(3) C(19) C(20) 123.4(4) . . . yes C(3) C(19) C(24) 122.2(5) . . . yes C(20) C(19) C(24) 114.3(5) . . . yes Cl(1) C(20) C(19) 118.8(4) . . . yes Cl(1) C(20) C(21) 118.0(5) . . . yes C(19) C(20) C(21) 123.1(6) . . . yes C(20) C(21) C(22) 116.6(7) . . . yes C(20) C(21) H(21) 121.6 . . . no C(22) C(21) H(21) 121.8 . . . no C(21) C(22) C(23) 122.8(9) . . . yes C(21) C(22) H(22) 118.8 . . . no C(23) C(22) H(22) 118.4 . . . no C(22) C(23) C(24) 117.9(7) . . . yes C(22) C(23) H(23) 121.0 . . . no C(24) C(23) H(23) 121.1 . . . no Cl(2) C(24) C(19) 119.1(5) . . . yes Cl(2) C(24) C(23) 115.9(5) . . . yes C(19) C(24) C(23) 125.0(6) . . . yes O(3) C(25) O(4) 123.6(5) . . . yes O(3) C(25) C(7) 110.3(5) . . . yes O(4) C(25) C(7) 126.1(5) . . . yes O(3) C(26) C(27) 105.7(5) . . . yes O(3) C(26) H(26a) 110.4 . . . no O(3) C(26) H(26b) 110.5 . . . no C(27) C(26) H(26a) 110.4 . . . no C(27) C(26) H(26b) 110.4 . . . no H(26a) C(26) H(26b) 109.5 . . . no C(26) C(27) H(27a) 109.5 . . . no C(26) C(27) H(27b) 109.4 . . . no C(26) C(27) H(27c) 109.5 . . . no H(27a) C(27) H(27b) 109.5 . . . no H(27a) C(27) H(27c) 109.5 . . . no H(27b) C(27) H(27c) 109.4 . . . no C(8) C(28) C(29) 122.9(5) . . . yes C(8) C(28) C(33) 122.2(5) . . . yes C(29) C(28) C(33) 114.9(5) . . . yes Cl(3) C(29) C(28) 118.9(4) . . . yes Cl(3) C(29) C(30) 118.3(5) . . . yes C(28) C(29) C(30) 122.8(6) . . . yes C(29) C(30) C(31) 117.3(7) . . . yes C(29) C(30) H(30) 121.4 . . . no C(31) C(30) H(30) 121.4 . . . no C(30) C(31) C(32) 123.0(7) . . . yes C(30) C(31) H(31) 118.6 . . . no C(32) C(31) H(31) 118.4 . . . no C(31) C(32) C(33) 117.8(7) . . . yes C(31) C(32) H(32) 121.0 . . . no C(33) C(32) H(32) 121.1 . . . no Cl(4) C(33) C(28) 118.8(5) . . . yes Cl(4) C(33) C(32) 117.0(5) . . . yes C(28) C(33) C(32) 124.1(6) . . . yes O(5) C(34) O(6) 121.2(5) . . . yes O(5) C(34) C(12) 113.8(4) . . . yes O(6) C(34) C(12) 125.0(5) . . . yes O(5) C(35) C(36) 108.0(5) . . . yes O(5) C(35) H(35a) 109.9 . . . no O(5) C(35) H(35b) 109.8 . . . no C(36) C(35) H(35a) 109.9 . . . no C(36) C(35) H(35b) 109.7 . . . no H(35a) C(35) H(35b) 109.6 . . . no C(35) C(36) H(36a) 109.5 . . . no C(35) C(36) H(36b) 109.4 . . . no C(35) C(36) H(36c) 109.3 . . . no H(36a) C(36) H(36b) 109.6 . . . no H(36a) C(36) H(36c) 109.6 . . . no H(36b) C(36) H(36c) 109.4 . . . no C(13) C(37) C(38) 123.7(5) . . . yes C(13) C(37) C(42) 121.6(4) . . . yes C(38) C(37) C(42) 114.6(5) . . . yes Cl(5) C(38) C(37) 118.3(4) . . . yes Cl(5) C(38) C(39) 119.6(5) . . . yes C(37) C(38) C(39) 122.2(6) . . . yes C(38) C(39) C(40) 118.5(6) . . . yes C(38) C(39) H(39) 120.7 . . . no C(40) C(39) H(39) 120.8 . . . no C(39) C(40) C(41) 122.8(7) . . . yes C(39) C(40) H(40) 118.6 . . . no C(41) C(40) H(40) 118.6 . . . no C(40) C(41) C(42) 118.0(6) . . . yes C(40) C(41) H(41) 121.0 . . . no C(42) C(41) H(41) 121.0 . . . no Cl(6) C(42) C(37) 119.2(4) . . . yes Cl(6) C(42) C(41) 117.0(4) . . . yes C(37) C(42) C(41) 123.9(5) . . . yes Cl(7) C(43) C(48) 118.2(5) . . . yes Cl(7) C(43) C(44) 121.8(6) . . . yes C(48) C(43) C(44) 120.0(6) . . . yes C(43) C(48) C(47) 120.0(5) . . . yes C(43) C(48) H(48) 120.0 . . . no C(47) C(48) H(48) 120.0 . . . no C(48) C(47) C(46) 120.0(6) . . . yes C(48) C(47) H(47) 120.0 . . . no C(46) C(47) H(47) 120.0 . . . no C(47) C(46) C(45) 120.0(5) . . . yes C(47) C(46) H(46) 120.0 . . . no C(45) C(46) H(46) 120.0 . . . no C(46) C(45) C(44) 120.0(5) . . . yes C(46) C(45) H(45) 120.0 . . . no C(44) C(45) H(45) 120.0 . . . no C(43) C(44) C(45) 120.0(6) . . . yes C(43) C(44) H(44) 120.0 . . . no C(45) C(44) H(44) 120.0 . . . no Cl(8A) C(49A) C(54A) 125(1) . . . yes Cl(8A) C(49A) C(50A) 110(1) . . . yes C(54A) C(49A) C(50A) 120(1) . . . yes C(49A) C(54A) C(53A) 120(1) . . . yes C(49A) C(54A) H(54A) 120.0 . . . no C(53A) C(54A) H(54A) 120.0 . . . no C(54A) C(53A) C(52A) 120(1) . . . yes C(54A) C(53A) H(53A) 120.0 . . . no C(52A) C(53A) H(53A) 120.0 . . . no C(53A) C(52A) C(51A) 119(1) . . . yes C(53A) C(52A) H(52A) 120.0 . . . no C(51A) C(52A) H(52A) 120.0 . . . no C(52A) C(51A) C(50A) 120(1) . . . yes C(52A) C(51A) H(51A) 120.0 . . . no C(50A) C(51A) H(51A) 120.0 . . . no C(49A) C(50A) C(51A) 119(1) . . . yes C(49A) C(50A) H(50A) 120.0 . . . no C(51A) C(50A) H(50A) 120.0 . . . no Cl(8B) C(49B) C(50B) 124(1) . . . yes Cl(8B) C(49B) C(54B) 114(1) . . . yes C(50B) C(49B) C(54B) 120(1) . . . yes C(49B) C(50B) C(51B) 119(1) . . . yes C(49B) C(50B) H(50B) 120.0 . . . no C(51B) C(50B) H(50B) 120.0 . . . no C(50B) C(51B) C(52B) 120(1) . . . yes C(50B) C(51B) H(51B) 120.0 . . . no C(52B) C(51B) H(51B) 120.0 . . . no C(51B) C(52B) C(53B) 120(1) . . . yes C(51B) C(52B) H(52B) 120.0 . . . no C(53B) C(52B) H(52B) 120.0 . . . no C(52B) C(53B) C(54B) 120(1) . . . yes C(52B) C(53B) H(53B) 120.0 . . . no C(54B) C(53B) H(53B) 120.0 . . . no C(49B) C(54B) C(53B) 119(1) . . . yes C(49B) C(54B) H(54B) 120.0 . . . no C(53B) C(54B) H(54B) 120.0 . . . no #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl(1) C(20) C(19) C(3) -1.7(7) . . . . yes Cl(1) C(20) C(19) C(24) 178.6(4) . . . . yes Cl(1) C(20) C(21) C(22) -176.3(7) . . . . yes Cl(2) C(24) C(19) C(3) -0.4(7) . . . . yes Cl(2) C(24) C(19) C(20) 179.3(4) . . . . yes Cl(2) C(24) C(23) C(22) -178.6(8) . . . . yes Cl(3) C(29) C(28) C(8) 1.7(7) . . . . yes Cl(3) C(29) C(28) C(33) -180.0(4) . . . . yes Cl(3) C(29) C(30) C(31) -178.3(5) . . . . yes Cl(4) C(33) C(28) C(8) -1.1(7) . . . . yes Cl(4) C(33) C(28) C(29) -179.4(4) . . . . yes Cl(4) C(33) C(32) C(31) 177.1(6) . . . . yes Cl(5) C(38) C(37) C(13) -3.0(7) . . . . yes Cl(5) C(38) C(37) C(42) 176.3(4) . . . . yes Cl(5) C(38) C(39) C(40) -177.6(5) . . . . yes Cl(6) C(42) C(37) C(13) 1.8(6) . . . . yes Cl(6) C(42) C(37) C(38) -177.6(4) . . . . yes Cl(6) C(42) C(41) C(40) -179.7(5) . . . . yes Cl(7) C(43) C(48) C(47) -179.7(5) . . . . yes Cl(7) C(43) C(44) C(45) 179.7(5) . . . . yes Cl(8A) C(49A) C(54A) C(53A) -156(1) . . . . yes Cl(8A) C(49A) C(50A) C(51A) 159(1) . . . . yes Cl(8B) C(49B) C(50B) C(51B) 174(1) . . . . yes Cl(8B) C(49B) C(54B) C(53B) -175(1) . . . . yes O(1) C(16) C(2) C(1) 167.1(4) . . . . yes O(1) C(16) C(2) C(3) -12.4(7) . . . . yes O(2) C(16) O(1) C(17) -3.1(7) . . . . yes O(2) C(16) C(2) C(1) -13.1(8) . . . . yes O(2) C(16) C(2) C(3) 167.3(5) . . . . yes O(3) C(25) C(7) C(6) -171.7(4) . . . . yes O(3) C(25) C(7) C(8) 13.2(7) . . . . yes O(4) C(25) O(3) C(26) 5.5(7) . . . . yes O(4) C(25) C(7) C(6) 7.9(8) . . . . yes O(4) C(25) C(7) C(8) -167.2(5) . . . . yes O(5) C(34) C(12) C(11) 167.3(5) . . . . yes O(5) C(34) C(12) C(13) -13.1(7) . . . . yes O(6) C(34) O(5) C(35) -1.1(7) . . . . yes O(6) C(34) C(12) C(11) -12.5(8) . . . . yes O(6) C(34) C(12) C(13) 167.1(5) . . . . yes N(1) C(1) C(2) C(3) -0.3(5) . . . . yes N(1) C(1) C(2) C(16) -180.0(4) . . . . yes N(1) C(1) C(15) C(14) -97.7(5) . . 3_666 3_666 yes N(1) C(4) C(3) C(2) 0.4(5) . . . . yes N(1) C(4) C(3) C(19) -179.1(4) . . . . yes N(1) C(4) C(5) C(6) 63.3(6) . . . . yes N(2) C(6) C(5) C(4) 96.8(5) . . . . yes N(2) C(6) C(7) C(8) -1.1(5) . . . . yes N(2) C(6) C(7) C(25) -177.0(4) . . . . yes N(2) C(9) C(8) C(7) -0.6(5) . . . . yes N(2) C(9) C(8) C(28) -175.1(5) . . . . yes N(2) C(9) C(10) C(11) -59.6(6) . . . . yes N(3) C(11) C(10) C(9) -99.1(5) . . . . yes N(3) C(11) C(12) C(13) 1.3(5) . . . . yes N(3) C(11) C(12) C(34) -179.0(4) . . . . yes N(3) C(14) C(13) C(12) 0.7(5) . . . . yes N(3) C(14) C(13) C(37) 175.3(4) . . . . yes N(3) C(14) C(15) C(1) 61.6(6) . . . 3_666 yes C(1) N(1) C(4) C(3) -0.6(5) . . . . yes C(1) N(1) C(4) C(5) 176.4(4) . . . . yes C(1) C(2) C(3) C(4) -0.1(5) . . . . yes C(1) C(2) C(3) C(19) 179.4(4) . . . . yes C(1) C(15) C(14) C(13) 119.5(6) . 3_666 3_666 3_666 yes C(2) C(1) N(1) C(4) 0.6(5) . . . . yes C(2) C(1) C(15) C(14) 86.2(7) . . 3_666 3_666 yes C(2) C(3) C(4) C(5) -176.2(5) . . . . yes C(2) C(3) C(19) C(20) 84.1(7) . . . . yes C(2) C(3) C(19) C(24) -96.2(6) . . . . yes C(2) C(16) O(1) C(17) 176.7(4) . . . . yes C(3) C(2) C(1) C(15) 176.2(5) . . . 3_666 yes C(3) C(4) C(5) C(6) -120.5(6) . . . . yes C(3) C(19) C(20) C(21) 177.0(6) . . . . yes C(3) C(19) C(24) C(23) 179.7(6) . . . . yes C(4) N(1) C(1) C(15) -176.4(4) . . . 3_666 yes C(4) C(3) C(2) C(16) 179.6(5) . . . . yes C(4) C(3) C(19) C(20) -96.5(6) . . . . yes C(4) C(3) C(19) C(24) 83.2(7) . . . . yes C(4) C(5) C(6) C(7) -90.2(6) . . . . yes C(5) C(4) C(3) C(19) 4.3(8) . . . . yes C(5) C(6) N(2) C(9) 175.4(4) . . . . yes C(5) C(6) C(7) C(8) -174.9(5) . . . . yes C(5) C(6) C(7) C(25) 9.2(8) . . . . yes C(6) N(2) C(9) C(8) -0.1(5) . . . . yes C(6) N(2) C(9) C(10) -178.9(4) . . . . yes C(6) C(7) C(8) C(9) 1.1(5) . . . . yes C(6) C(7) C(8) C(28) 175.6(5) . . . . yes C(7) C(6) N(2) C(9) 0.8(5) . . . . yes C(7) C(8) C(9) C(10) 178.0(5) . . . . yes C(7) C(8) C(28) C(29) 100.4(6) . . . . yes C(7) C(8) C(28) C(33) -77.8(7) . . . . yes C(7) C(25) O(3) C(26) -174.8(4) . . . . yes C(8) C(9) C(10) C(11) 121.9(5) . . . . yes C(8) C(28) C(29) C(30) -175.5(5) . . . . yes C(8) C(28) C(33) C(32) 176.0(6) . . . . yes C(9) C(8) C(7) C(25) 176.8(5) . . . . yes C(9) C(8) C(28) C(29) -86.2(7) . . . . yes C(9) C(8) C(28) C(33) 95.6(6) . . . . yes C(9) C(10) C(11) C(12) 88.6(6) . . . . yes C(10) C(9) C(8) C(28) 3.5(8) . . . . yes C(10) C(11) N(3) C(14) -174.9(4) . . . . yes C(10) C(11) C(12) C(13) 174.2(5) . . . . yes C(10) C(11) C(12) C(34) -6.1(8) . . . . yes C(11) N(3) C(14) C(13) 0.1(5) . . . . yes C(11) N(3) C(14) C(15) 179.2(4) . . . . yes C(11) C(12) C(13) C(14) -1.3(5) . . . . yes C(11) C(12) C(13) C(37) -175.7(5) . . . . yes C(12) C(11) N(3) C(14) -0.9(5) . . . . yes C(12) C(13) C(14) C(15) -178.3(5) . . . . yes C(12) C(13) C(37) C(38) -97.6(6) . . . . yes C(12) C(13) C(37) C(42) 83.1(7) . . . . yes C(12) C(34) O(5) C(35) 179.1(4) . . . . yes C(13) C(37) C(38) C(39) 176.4(5) . . . . yes C(13) C(37) C(42) C(41) -177.7(5) . . . . yes C(14) C(13) C(12) C(34) 179.1(5) . . . . yes C(14) C(13) C(37) C(38) 88.9(7) . . . . yes C(14) C(13) C(37) C(42) -90.4(6) . . . . yes C(15) C(1) C(2) C(16) 3.4(8) . 3_666 3_666 3_666 yes C(15) C(14) C(13) C(37) -3.7(8) . . . . yes C(16) O(1) C(17) C(18) 163.2(5) . . . . yes C(16) C(2) C(3) C(19) -0.9(8) . . . . yes C(19) C(20) C(21) C(22) 5(1) . . . . yes C(19) C(24) C(23) C(22) 1(1) . . . . yes C(20) C(19) C(24) C(23) -0.5(9) . . . . yes C(20) C(21) C(22) C(23) -4(1) . . . . yes C(21) C(20) C(19) C(24) -2.8(8) . . . . yes C(21) C(22) C(23) C(24) 1(1) . . . . yes C(25) O(3) C(26) C(27) 154.7(5) . . . . yes C(25) C(7) C(8) C(28) -8.7(8) . . . . yes C(28) C(29) C(30) C(31) -1.1(9) . . . . yes C(28) C(33) C(32) C(31) 0(1) . . . . yes C(29) C(28) C(33) C(32) -2.3(8) . . . . yes C(29) C(30) C(31) C(32) -1(1) . . . . yes C(30) C(29) C(28) C(33) 2.9(8) . . . . yes C(30) C(31) C(32) C(33) 2(1) . . . . yes C(34) O(5) C(35) C(36) -172.8(5) . . . . yes C(34) C(12) C(13) C(37) 4.7(8) . . . . yes C(37) C(38) C(39) C(40) 2.9(9) . . . . yes C(37) C(42) C(41) C(40) -0.2(9) . . . . yes C(38) C(37) C(42) C(41) 2.9(7) . . . . yes C(38) C(39) C(40) C(41) 0(1) . . . . yes C(39) C(38) C(37) C(42) -4.2(8) . . . . yes C(39) C(40) C(41) C(42) -1(1) . . . . yes C(43) C(48) C(47) C(46) 0.0(9) . . . . yes C(43) C(44) C(45) C(46) 0.0(10) . . . . yes C(48) C(43) C(44) C(45) 0.0(10) . . . . yes C(48) C(47) C(46) C(45) 0.0(9) . . . . yes C(47) C(48) C(43) C(44) 0.0(9) . . . . yes C(47) C(46) C(45) C(44) 0.0(9) . . . . yes C(49A) C(54A) C(53A) C(52A) 0(2) . . . . yes C(49A) C(50A) C(51A) C(52A) 0(2) . . . . yes C(54A) C(49A) C(50A) C(51A) 0(2) . . . . yes C(54A) C(53A) C(52A) C(51A) 0(2) . . . . yes C(53A) C(54A) C(49A) C(50A) 0(2) . . . . yes C(53A) C(52A) C(51A) C(50A) 0(2) . . . . yes C(49B) C(50B) C(51B) C(52B) 0(2) . . . . yes C(49B) C(54B) C(53B) C(52B) 0(2) . . . . yes C(50B) C(49B) C(54B) C(53B) 0(2) . . . . yes C(50B) C(51B) C(52B) C(53B) 0(2) . . . . yes C(51B) C(50B) C(49B) C(54B) 0(2) . . . . yes C(51B) C(52B) C(53B) C(54B) 0(2) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cl(1) Cl(8A) 3.138(10) . 3_667 ? Cl(4) C(52B) 3.50(2) . 2_556 ? Cl(4) C(41) 3.576(7) . 4_565 ? Cl(4) C(51A) 3.60(2) . . ? Cl(6) C(47) 3.562(6) . . ? Cl(6) C(46) 3.587(6) . . ? Cl(7) O(4) 3.343(6) . 4_464 ? Cl(7) C(25) 3.545(6) . 4_464 ? Cl(8B) C(23) 3.50(1) . . ? O(5) C(21) 3.543(9) . 2_556 ? O(6) C(52A) 3.29(1) . . ? N(1) C(27) 3.427(8) . 2_646 ? C(23) C(53A) 3.50(2) . 2_546 ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_dh _geom_hbond_site_distance_ha _geom_hbond_site_distance_da _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1N) O(4) . . . 0.950 2.085 2.891(5) 141.699 no N(2) H(2N) O(6) . . . 0.950 2.088 2.891(5) 141.275 no N(3) H(3N) O(2) . . 3_666 0.949 2.106 2.913(5) 141.973 no #============================================================================== data_4a-4PhCl_squeezed _database_code_CSD 213892 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C108 H86 Cl16 N6 O12 ' _chemical_formula_moiety 'C84 H66 Cl14 N6 O12 ' _chemical_formula_weight 2227.15 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_space_group_name_Hall '-P 2yn ' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 _cell_length_a 18.487(2) _cell_length_b 15.093(2) _cell_length_c 19.312(1) _cell_angle_alpha 90 _cell_angle_beta 94.823(7) _cell_angle_gamma 90 _cell_volume 5369.2(9) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.1 _cell_measurement_theta_max 15.0 _cell_measurement_temperature 296.1 #------------------------------------------------------------------------------ _exptl_crystal_description octahedron _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_diffrn 1.377 _exptl_crystal_F_000 2288.00 _exptl_absorpt_coefficient_mu 0.471 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.7985 _exptl_absorpt_correction_T_max 0.8715 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.71069 _diffrn_ambient_temperature 296(2) _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method w-2q _diffrn_reflns_number 12690 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 0.9988 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.9988 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_av_R_equivalents 0.0212 _diffrn_reflns_av_sigmaI/netI 0.1256 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -2.34 #------------------------------------------------------------------------------ # REFINEMENT DATA _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. ; _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _reflns_number_total 12318 _reflns_number_gt 4324 _refine_ls_matrix_type full _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 12318 _refine_ls_number_parameters 514 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^)+(0.1084P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_diff_density_max 0.437 _refine_diff_density_min -0.332 _refine_diff_density_rms 0.054 _refine_ls_R_factor_all 0.1480 _refine_ls_R_factor_gt 0.0622 _refine_ls_wR_factor_ref 0.2006 _refine_ls_wR_factor_gt 0.1819 _refine_ls_goodness_of_fit_ref 0.820 _refine_ls_restrained_S_all 0.820 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction CrystalStructure _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure Ver. 3.10' #------------------------------------------------------------------------------ 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' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Cl1 Cl 0.61049(8) 0.38188(9) 0.39710(7) 0.1117(5) Uani 1 1 d . . . Cl2 Cl 0.47772(8) 0.16301(12) 0.20749(8) 0.1364(7) Uani 1 1 d . . . Cl3 Cl 0.12743(6) 0.29768(8) 0.53402(6) 0.0879(4) Uani 1 1 d . . . Cl4 Cl 0.30093(7) 0.55434(9) 0.44763(7) 0.1009(4) Uani 1 1 d . . . Cl5 Cl 0.56986(7) 0.25957(9) 0.54865(6) 0.0896(4) Uani 1 1 d . . . Cl6 Cl 0.57577(10) 0.21105(10) 0.82584(7) 0.1231(5) Uani 1 1 d . . . O1 O 0.50601(13) 0.12806(16) 0.38446(12) 0.0617(6) Uani 1 1 d . . . O2 O 0.42097(14) 0.14355(16) 0.45913(14) 0.0686(7) Uani 1 1 d . . . O3 O 0.21515(12) 0.47582(16) 0.63794(12) 0.0580(6) Uani 1 1 d . . . O4 O 0.31234(13) 0.44561(18) 0.71030(13) 0.0676(7) Uani 1 1 d . . . O5 O 0.69565(12) 0.32978(17) 0.72900(13) 0.0667(7) Uani 1 1 d . . . O6 O 0.69514(13) 0.47720(18) 0.73710(14) 0.0681(7) Uani 1 1 d . . . N1 N 0.37790(15) 0.37656(19) 0.33755(14) 0.0543(7) Uani 1 1 d . . . N2 N 0.36494(13) 0.28560(18) 0.54108(13) 0.0475(7) Uani 1 1 d . . . N3 N 0.46730(14) 0.43191(18) 0.70534(14) 0.0507(7) Uani 1 1 d . . . C1 C 0.43984(17) 0.3735(2) 0.30373(17) 0.0486(8) Uani 1 1 d . . . C2 C 0.47602(17) 0.2990(2) 0.32473(16) 0.0496(8) Uani 1 1 d . . . C3 C 0.43447(17) 0.2529(2) 0.37341(16) 0.0483(8) Uani 1 1 d . . . C4 C 0.37272(18) 0.3056(2) 0.37941(16) 0.0516(8) Uani 1 1 d . . . C5 C 0.30693(17) 0.2897(2) 0.41910(17) 0.0538(9) Uani 1 1 d . . . C6 C 0.31442(16) 0.3206(2) 0.49304(17) 0.0492(8) Uani 1 1 d . . . C7 C 0.27389(16) 0.3815(2) 0.52575(16) 0.0465(8) Uani 1 1 d . . . C8 C 0.30270(16) 0.3828(2) 0.59729(15) 0.0460(8) Uani 1 1 d . . . C9 C 0.35891(16) 0.3222(2) 0.60460(16) 0.0476(8) Uani 1 1 d . . . C10 C 0.40465(17) 0.2900(2) 0.66762(17) 0.0517(8) Uani 1 1 d . . . C11 C 0.47184(18) 0.3433(2) 0.68783(16) 0.0496(8) Uani 1 1 d . . . C12 C 0.54349(17) 0.3191(2) 0.69518(16) 0.0466(8) Uani 1 1 d . . . C13 C 0.58378(17) 0.3983(2) 0.71733(17) 0.0491(8) Uani 1 1 d . . . C14 C 0.53443(18) 0.4660(2) 0.72256(16) 0.0489(8) Uani 1 1 d . . . C15 C 0.54407(18) 0.5600(2) 0.74932(17) 0.0513(8) Uani 1 1 d . . . C16 C 0.54755(18) 0.2718(2) 0.30097(17) 0.0505(8) Uani 1 1 d . . . C17 C 0.6121(2) 0.3058(3) 0.3306(2) 0.0721(11) Uani 1 1 d . . . C18 C 0.6792(3) 0.2829(4) 0.3101(3) 0.1020(17) Uani 1 1 d . . . C19 C 0.6817(4) 0.2244(5) 0.2557(4) 0.127(2) Uani 1 1 d . . . C20 C 0.6211(4) 0.1908(4) 0.2232(3) 0.1039(18) Uani 1 1 d . . . C21 C 0.5545(2) 0.2128(3) 0.24611(19) 0.0718(11) Uani 1 1 d . . . C22 C 0.45110(18) 0.1730(2) 0.40993(18) 0.0521(8) Uani 1 1 d . . . C23 C 0.5296(2) 0.0455(3) 0.4170(2) 0.0774(12) Uani 1 1 d . . . C24 C 0.5743(3) -0.0026(4) 0.3679(3) 0.1174(19) Uani 1 1 d . . . C25 C 0.21139(17) 0.4308(2) 0.49268(15) 0.0477(8) Uani 1 1 d . . . C26 C 0.14084(19) 0.3992(3) 0.49496(17) 0.0583(9) Uani 1 1 d . . . C27 C 0.0784(2) 0.4433(3) 0.4677(2) 0.0736(11) Uani 1 1 d . . . C28 C 0.0867(3) 0.5220(4) 0.4365(2) 0.0865(13) Uani 1 1 d . . . C29 C 0.1546(3) 0.5578(3) 0.4308(2) 0.0876(14) Uani 1 1 d . . . C30 C 0.2161(2) 0.5115(3) 0.45761(19) 0.0634(10) Uani 1 1 d . . . C31 C 0.27882(18) 0.4368(2) 0.65389(18) 0.0513(8) Uani 1 1 d . . . C32 C 0.1865(2) 0.5315(3) 0.6907(2) 0.0724(11) Uani 1 1 d . . . C33 C 0.1210(3) 0.5784(4) 0.6583(3) 0.126(2) Uani 1 1 d . . . C34 C 0.57310(17) 0.2296(2) 0.68660(19) 0.0538(9) Uani 1 1 d . . . C35 C 0.5886(2) 0.1974(3) 0.6225(2) 0.0667(10) Uani 1 1 d . . . C36 C 0.6225(2) 0.1140(3) 0.6148(3) 0.0894(14) Uani 1 1 d . . . C37 C 0.6378(3) 0.0626(3) 0.6740(4) 0.1007(16) Uani 1 1 d . . . C38 C 0.6229(3) 0.0921(3) 0.7384(3) 0.0968(15) Uani 1 1 d . . . C39 C 0.5901(2) 0.1753(3) 0.7439(2) 0.0752(11) Uani 1 1 d . . . C40 C 0.66276(18) 0.4086(3) 0.72905(17) 0.0526(8) Uani 1 1 d . . . C41 C 0.77423(19) 0.3261(3) 0.7340(2) 0.0694(11) Uani 1 1 d . . . C42 C 0.7934(2) 0.2425(3) 0.7025(3) 0.0931(15) Uani 1 1 d . . . H1 H 0.3471 0.4174 0.3332 0.069 Uiso 1 1 c . . . H2 H 0.3961 0.2465 0.5324 0.058 Uiso 1 1 c . . . H3 H 0.4274 0.4614 0.7051 0.061 Uiso 1 1 c . . . H4 H 0.2663 0.3209 0.3951 0.065 Uiso 1 1 c . . . H5 H 0.2971 0.2267 0.4188 0.065 Uiso 1 1 c . . . H6 H 0.3749 0.2899 0.7066 0.062 Uiso 1 1 c . . . H7 H 0.4198 0.2296 0.6585 0.062 Uiso 1 1 c . . . H8 H 0.4993 0.5775 0.7683 0.063 Uiso 1 1 c . . . H9 H 0.5835 0.5604 0.7852 0.063 Uiso 1 1 c . . . H10 H 0.7216 0.3062 0.3323 0.122 Uiso 1 1 c . . . H11 H 0.7266 0.2077 0.2413 0.151 Uiso 1 1 c . . . H12 H 0.6237 0.1531 0.1854 0.124 Uiso 1 1 c . . . H13 H 0.5583 0.0574 0.4602 0.093 Uiso 1 1 c . . . H14 H 0.4876 0.0101 0.4261 0.093 Uiso 1 1 c . . . H15 H 0.5908 -0.0578 0.3883 0.141 Uiso 1 1 c . . . H16 H 0.5455 -0.0140 0.3251 0.141 Uiso 1 1 c . . . H17 H 0.6155 0.0330 0.3587 0.141 Uiso 1 1 c . . . H18 H 0.0325 0.4190 0.4709 0.088 Uiso 1 1 c . . . H19 H 0.0457 0.5528 0.4185 0.103 Uiso 1 1 c . . . H20 H 0.1592 0.6123 0.4093 0.105 Uiso 1 1 c . . . H21 H 0.1731 0.4952 0.7290 0.086 Uiso 1 1 c . . . H22 H 0.2228 0.5745 0.7076 0.086 Uiso 1 1 c . . . H23 H 0.1012 0.6154 0.6925 0.151 Uiso 1 1 c . . . H24 H 0.1346 0.6144 0.6206 0.151 Uiso 1 1 c . . . H25 H 0.0855 0.5357 0.6414 0.151 Uiso 1 1 c . . . H26 H 0.6341 0.0942 0.5715 0.107 Uiso 1 1 c . . . H27 H 0.6584 0.0069 0.6698 0.121 Uiso 1 1 c . . . H28 H 0.6343 0.0576 0.7778 0.116 Uiso 1 1 c . . . H29 H 0.7935 0.3755 0.7093 0.083 Uiso 1 1 c . . . H30 H 0.7932 0.3279 0.7824 0.083 Uiso 1 1 c . . . H31 H 0.7733 0.1941 0.7268 0.112 Uiso 1 1 c . . . H32 H 0.7746 0.2415 0.6546 0.112 Uiso 1 1 c . . . H33 H 0.8454 0.2367 0.7052 0.112 Uiso 1 1 c . . . 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 0.1225(11) 0.1009(10) 0.1049(10) -0.0030(8) -0.0305(8) -0.0304(8) Cl2 0.1175(11) 0.1637(14) 0.1219(12) -0.0844(11) -0.0256(9) 0.0335(10) Cl3 0.0657(6) 0.0919(8) 0.1057(8) 0.0187(6) 0.0047(6) -0.0176(6) Cl4 0.1025(9) 0.1023(9) 0.0972(9) 0.0200(7) 0.0039(7) -0.0339(7) Cl5 0.1007(8) 0.0996(9) 0.0685(7) -0.0028(6) 0.0072(6) 0.0008(7) Cl6 0.1683(14) 0.1221(11) 0.0799(8) 0.0366(8) 0.0164(8) 0.0322(10) O1 0.0680(16) 0.0555(15) 0.0636(15) 0.0086(12) 0.0179(12) 0.0114(13) O2 0.0721(17) 0.0601(16) 0.0764(18) 0.0031(13) 0.0233(14) 0.0038(13) O3 0.0455(14) 0.0661(16) 0.0621(15) -0.0056(12) 0.0033(11) 0.0123(12) O4 0.0511(14) 0.097(2) 0.0541(15) -0.0082(14) 0.0007(12) 0.0124(14) O5 0.0419(13) 0.0645(17) 0.0926(19) 0.0098(14) -0.0018(12) 0.0066(12) O6 0.0547(16) 0.0605(17) 0.0858(19) 0.0016(14) -0.0140(13) -0.0030(13) N1 0.0532(17) 0.0528(18) 0.0573(17) -0.0057(15) 0.0069(14) 0.0091(14) N2 0.0370(14) 0.0562(17) 0.0496(16) -0.0043(13) 0.0058(12) 0.0090(13) N3 0.0426(16) 0.0530(18) 0.0560(16) 0.0090(14) 0.0014(12) 0.0085(13) C1 0.0456(19) 0.049(2) 0.0519(19) -0.0072(16) 0.0103(15) -0.0005(16) C2 0.0464(19) 0.055(2) 0.0480(19) -0.0103(16) 0.0085(15) 0.0047(17) C3 0.0480(19) 0.049(2) 0.0477(19) -0.0004(16) 0.0036(15) 0.0040(16) C4 0.055(2) 0.054(2) 0.0459(19) -0.0044(17) 0.0064(15) 0.0006(17) C5 0.0458(19) 0.063(2) 0.053(2) -0.0071(17) 0.0089(15) 0.0054(17) C6 0.0379(18) 0.060(2) 0.0501(19) -0.0020(17) 0.0063(15) -0.0016(16) C7 0.0351(17) 0.056(2) 0.0490(19) 0.0019(16) 0.0069(14) -0.0003(16) C8 0.0384(17) 0.061(2) 0.0389(17) -0.0014(15) 0.0032(13) 0.0010(16) C9 0.0341(17) 0.057(2) 0.052(2) -0.0010(16) 0.0040(14) -0.0051(16) C10 0.0405(18) 0.053(2) 0.061(2) 0.0122(16) 0.0047(15) 0.0014(16) C11 0.049(2) 0.050(2) 0.0491(19) 0.0048(15) 0.0010(15) 0.0007(16) C12 0.0446(19) 0.048(2) 0.0457(18) 0.0069(15) -0.0019(14) 0.0064(16) C13 0.0435(19) 0.046(2) 0.056(2) -0.0011(16) -0.0018(15) 0.0049(16) C14 0.047(2) 0.058(2) 0.0414(18) 0.0016(15) 0.0032(15) -0.0015(17) C15 0.0473(19) 0.054(2) 0.052(2) -0.0029(17) 0.0041(15) 0.0033(16) C16 0.050(2) 0.054(2) 0.0495(19) 0.0046(16) 0.0115(15) 0.0027(16) C17 0.063(3) 0.058(2) 0.093(3) 0.016(2) -0.009(2) -0.007(2) C18 0.054(3) 0.096(4) 0.157(5) 0.037(4) 0.014(3) 0.003(3) C19 0.088(4) 0.116(5) 0.187(7) 0.050(5) 0.066(5) 0.037(4) C20 0.110(4) 0.109(4) 0.099(4) 0.016(3) 0.047(3) 0.054(4) C21 0.080(3) 0.082(3) 0.055(2) -0.002(2) 0.013(2) 0.029(2) C22 0.0474(19) 0.051(2) 0.059(2) -0.0070(18) 0.0145(17) -0.0045(17) C23 0.084(3) 0.058(3) 0.091(3) 0.007(2) 0.009(2) 0.014(2) C24 0.142(5) 0.086(4) 0.129(5) 0.027(3) 0.040(4) 0.048(3) C25 0.050(2) 0.056(2) 0.0371(17) -0.0024(15) 0.0052(14) 0.0038(16) C26 0.049(2) 0.078(3) 0.046(2) -0.0086(18) -0.0013(16) 0.0117(19) C27 0.062(3) 0.093(3) 0.065(2) -0.002(2) -0.0009(19) 0.019(2) C28 0.072(3) 0.103(4) 0.084(3) 0.007(3) 0.006(2) 0.021(3) C29 0.117(4) 0.079(3) 0.066(3) 0.016(2) 0.003(3) 0.024(3) C30 0.069(2) 0.067(3) 0.055(2) 0.0046(19) 0.0106(19) 0.003(2) C31 0.0415(19) 0.067(2) 0.046(2) 0.0062(17) 0.0075(16) -0.0034(17) C32 0.071(3) 0.070(3) 0.079(3) -0.015(2) 0.023(2) 0.005(2) C33 0.106(4) 0.124(5) 0.146(5) -0.027(4) -0.002(3) 0.069(4) C34 0.0399(18) 0.052(2) 0.069(2) 0.0060(18) -0.0033(16) -0.0009(16) C35 0.054(2) 0.069(3) 0.076(3) -0.005(2) 0.0006(19) 0.000(2) C36 0.071(3) 0.077(3) 0.121(4) -0.033(3) 0.010(3) 0.012(2) C37 0.087(4) 0.068(3) 0.146(5) 0.002(3) 0.002(3) 0.019(3) C38 0.099(4) 0.075(3) 0.114(4) 0.019(3) -0.006(3) 0.015(3) C39 0.072(3) 0.060(3) 0.093(3) 0.013(2) -0.002(2) 0.013(2) C40 0.045(2) 0.058(2) 0.053(2) 0.0048(17) -0.0017(15) 0.0069(19) C41 0.043(2) 0.083(3) 0.082(3) 0.019(2) 0.0021(18) 0.005(2) C42 0.046(2) 0.094(3) 0.138(4) 0.009(3) 0.000(2) 0.016(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 Cl1 C17 1.724(5) . ? Cl2 C21 1.719(5) . ? Cl3 C26 1.735(4) . ? Cl4 C30 1.722(4) . ? Cl5 C35 1.718(4) . ? Cl6 C39 1.713(5) . ? O1 C22 1.347(4) . ? O1 C23 1.446(4) . ? O2 C22 1.224(4) . ? O3 C31 1.329(4) . ? O3 C32 1.454(4) . ? O4 C31 1.215(4) . ? O5 C40 1.336(4) . ? O5 C41 1.449(4) . ? O6 C40 1.200(4) . ? N1 C4 1.350(4) . ? N1 C1 1.366(4) . ? N1 H1 0.839 . ? N2 C9 1.358(4) . ? N2 C6 1.366(4) . ? N2 H2 0.851 . ? N3 C14 1.359(4) . ? N3 C11 1.383(4) . ? N3 H3 0.861 . ? C1 C2 1.353(4) . ? C1 C15 1.482(5) 3_666 ? C2 C3 1.442(4) . ? C2 C16 1.493(4) . ? C3 C4 1.404(4) . ? C3 C22 1.419(5) . ? C4 C5 1.510(5) . ? C5 C6 1.497(4) . ? C5 H4 0.971 . ? C5 H5 0.967 . ? C6 C7 1.374(4) . ? C7 C8 1.438(4) . ? C7 C25 1.474(4) . ? C8 C9 1.383(4) . ? C8 C31 1.461(5) . ? C9 C10 1.503(4) . ? C10 C11 1.504(5) . ? C10 H6 0.969 . ? C10 H7 0.974 . ? C11 C12 1.370(4) . ? C12 C13 1.453(5) . ? C12 C34 1.472(5) . ? C13 C14 1.379(4) . ? C13 C40 1.467(5) . ? C14 C15 1.516(5) . ? C15 C1 1.482(5) 3_666 ? C15 H8 0.970 . ? C15 H9 0.962 . ? C16 C17 1.379(5) . ? C16 C21 1.398(5) . ? C17 C18 1.378(6) . ? C18 C19 1.375(9) . ? C18 H10 0.930 . ? C19 C20 1.338(8) . ? C19 H11 0.931 . ? C20 C21 1.383(6) . ? C20 H12 0.930 . ? C23 C24 1.498(7) . ? C23 H13 0.967 . ? C23 H14 0.971 . ? C24 H15 0.960 . ? C24 H16 0.961 . ? C24 H17 0.961 . ? C25 C26 1.393(5) . ? C25 C30 1.399(5) . ? C26 C27 1.397(5) . ? C27 C28 1.346(6) . ? C27 H18 0.930 . ? C28 C29 1.380(7) . ? C28 H19 0.931 . ? C29 C30 1.397(6) . ? C29 H20 0.928 . ? C32 C33 1.493(6) . ? C32 H21 0.969 . ? C32 H22 0.971 . ? C33 H23 0.961 . ? C33 H24 0.959 . ? C33 H25 0.957 . ? C34 C35 1.382(5) . ? C34 C39 1.392(5) . ? C35 C36 1.419(6) . ? C36 C37 1.391(7) . ? C36 H26 0.931 . ? C37 C38 1.371(7) . ? C37 H27 0.930 . ? C38 C39 1.401(6) . ? C38 H28 0.931 . ? C41 C42 1.458(6) . ? C41 H29 0.969 . ? C41 H30 0.969 . ? C42 H31 0.959 . ? C42 H32 0.961 . ? C42 H33 0.961 . ? 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 C22 O1 C23 118.9(3) . . ? C31 O3 C32 117.5(3) . . ? C40 O5 C41 119.2(3) . . ? C4 N1 C1 111.3(3) . . ? C4 N1 H1 124.2 . . ? C1 N1 H1 124.4 . . ? C9 N2 C6 110.7(3) . . ? C9 N2 H2 124.6 . . ? C6 N2 H2 124.7 . . ? C14 N3 C11 110.7(3) . . ? C14 N3 H3 124.7 . . ? C11 N3 H3 124.6 . . ? C2 C1 N1 107.3(3) . . ? C2 C1 C15 130.3(3) . 3_666 ? N1 C1 C15 122.2(3) . 3_666 ? C1 C2 C3 108.6(3) . . ? C1 C2 C16 124.4(3) . . ? C3 C2 C16 127.0(3) . . ? C4 C3 C22 125.8(3) . . ? C4 C3 C2 105.2(3) . . ? C22 C3 C2 129.0(3) . . ? N1 C4 C3 107.5(3) . . ? N1 C4 C5 122.1(3) . . ? C3 C4 C5 130.3(3) . . ? C6 C5 C4 114.9(3) . . ? C6 C5 H4 108.1 . . ? C4 C5 H4 107.7 . . ? C6 C5 H5 108.2 . . ? C4 C5 H5 108.2 . . ? H4 C5 H5 109.7 . . ? N2 C6 C7 108.3(3) . . ? N2 C6 C5 122.0(3) . . ? C7 C6 C5 129.6(3) . . ? C6 C7 C8 106.2(3) . . ? C6 C7 C25 125.2(3) . . ? C8 C7 C25 128.5(3) . . ? C9 C8 C7 107.7(3) . . ? C9 C8 C31 124.4(3) . . ? C7 C8 C31 128.0(3) . . ? N2 C9 C8 107.2(3) . . ? N2 C9 C10 121.1(3) . . ? C8 C9 C10 131.6(3) . . ? C11 C10 C9 115.7(3) . . ? C11 C10 H6 108.0 . . ? C9 C10 H6 108.2 . . ? C11 C10 H7 107.8 . . ? C9 C10 H7 107.9 . . ? H6 C10 H7 109.2 . . ? C12 C11 N3 108.1(3) . . ? C12 C11 C10 130.8(3) . . ? N3 C11 C10 121.0(3) . . ? C11 C12 C13 106.1(3) . . ? C11 C12 C34 126.8(3) . . ? C13 C12 C34 127.0(3) . . ? C14 C13 C12 107.8(3) . . ? C14 C13 C40 124.5(3) . . ? C12 C13 C40 127.7(3) . . ? N3 C14 C13 107.3(3) . . ? N3 C14 C15 121.1(3) . . ? C13 C14 C15 131.2(3) . . ? C1 C15 C14 115.0(3) 3_666 . ? C1 C15 H8 107.8 3_666 . ? C14 C15 H8 107.7 . . ? C1 C15 H9 108.1 3_666 . ? C14 C15 H9 108.1 . . ? H8 C15 H9 110.1 . . ? C17 C16 C21 114.9(3) . . ? C17 C16 C2 121.9(3) . . ? C21 C16 C2 123.2(3) . . ? C16 C17 C18 123.8(4) . . ? C16 C17 Cl1 119.2(3) . . ? C18 C17 Cl1 117.0(4) . . ? C19 C18 C17 118.0(5) . . ? C19 C18 H10 120.9 . . ? C17 C18 H10 121.1 . . ? C20 C19 C18 121.4(5) . . ? C20 C19 H11 119.3 . . ? C18 C19 H11 119.3 . . ? C19 C20 C21 119.5(5) . . ? C19 C20 H12 120.2 . . ? C21 C20 H12 120.3 . . ? C20 C21 C16 122.4(4) . . ? C20 C21 Cl2 118.7(4) . . ? C16 C21 Cl2 118.9(3) . . ? O2 C22 O1 120.5(3) . . ? O2 C22 C3 126.9(3) . . ? O1 C22 C3 112.6(3) . . ? O1 C23 C24 107.7(4) . . ? O1 C23 H13 109.9 . . ? C24 C23 H13 110.0 . . ? O1 C23 H14 109.7 . . ? C24 C23 H14 109.8 . . ? H13 C23 H14 109.7 . . ? C23 C24 H15 109.5 . . ? C23 C24 H16 109.7 . . ? H15 C24 H16 109.4 . . ? C23 C24 H17 109.5 . . ? H15 C24 H17 109.4 . . ? H16 C24 H17 109.3 . . ? C26 C25 C30 114.2(3) . . ? C26 C25 C7 121.0(3) . . ? C30 C25 C7 124.8(3) . . ? C25 C26 C27 124.9(4) . . ? C25 C26 Cl3 119.0(3) . . ? C27 C26 Cl3 116.1(3) . . ? C28 C27 C26 117.8(4) . . ? C28 C27 H18 121.1 . . ? C26 C27 H18 121.0 . . ? C27 C28 C29 121.4(4) . . ? C27 C28 H19 119.2 . . ? C29 C28 H19 119.4 . . ? C28 C29 C30 119.4(4) . . ? C28 C29 H20 120.1 . . ? C30 C29 H20 120.4 . . ? C29 C30 C25 122.2(4) . . ? C29 C30 Cl4 119.4(3) . . ? C25 C30 Cl4 118.4(3) . . ? O4 C31 O3 122.3(3) . . ? O4 C31 C8 124.7(3) . . ? O3 C31 C8 113.0(3) . . ? O3 C32 C33 108.1(4) . . ? O3 C32 H21 109.9 . . ? C33 C32 H21 109.8 . . ? O3 C32 H22 109.8 . . ? C33 C32 H22 109.7 . . ? H21 C32 H22 109.5 . . ? C32 C33 H23 109.2 . . ? C32 C33 H24 109.4 . . ? H23 C33 H24 109.4 . . ? C32 C33 H25 109.4 . . ? H23 C33 H25 109.6 . . ? H24 C33 H25 109.7 . . ? C35 C34 C39 117.1(3) . . ? C35 C34 C12 122.0(3) . . ? C39 C34 C12 120.8(3) . . ? C34 C35 C36 122.1(4) . . ? C34 C35 Cl5 120.6(3) . . ? C36 C35 Cl5 117.2(4) . . ? C37 C36 C35 118.0(4) . . ? C37 C36 H26 120.9 . . ? C35 C36 H26 121.0 . . ? C38 C37 C36 121.5(4) . . ? C38 C37 H27 119.3 . . ? C36 C37 H27 119.2 . . ? C37 C38 C39 118.8(5) . . ? C37 C38 H28 120.6 . . ? C39 C38 H28 120.6 . . ? C34 C39 C38 122.5(4) . . ? C34 C39 Cl6 120.4(3) . . ? C38 C39 Cl6 117.0(4) . . ? O6 C40 O5 123.1(3) . . ? O6 C40 C13 126.2(3) . . ? O5 C40 C13 110.7(3) . . ? O5 C41 C42 106.5(3) . . ? O5 C41 H29 110.1 . . ? C42 C41 H29 110.3 . . ? O5 C41 H30 110.1 . . ? C42 C41 H30 110.2 . . ? H29 C41 H30 109.6 . . ? C41 C42 H31 109.7 . . ? C41 C42 H32 109.6 . . ? H31 C42 H32 109.5 . . ? C41 C42 H33 109.4 . . ? H31 C42 H33 109.4 . . ? H32 C42 H33 109.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 N1 C1 C2 -0.6(4) . . . . ? C4 N1 C1 C15 175.3(3) . . . 3_666 ? N1 C1 C2 C3 0.6(4) . . . . ? C15 C1 C2 C3 -174.9(3) 3_666 . . . ? N1 C1 C2 C16 -178.7(3) . . . . ? C15 C1 C2 C16 5.9(6) 3_666 . . . ? C1 C2 C3 C4 -0.4(4) . . . . ? C16 C2 C3 C4 178.9(3) . . . . ? C1 C2 C3 C22 -178.9(3) . . . . ? C16 C2 C3 C22 0.4(6) . . . . ? C1 N1 C4 C3 0.3(4) . . . . ? C1 N1 C4 C5 -175.8(3) . . . . ? C22 C3 C4 N1 178.6(3) . . . . ? C2 C3 C4 N1 0.0(4) . . . . ? C22 C3 C4 C5 -5.7(6) . . . . ? C2 C3 C4 C5 175.8(3) . . . . ? N1 C4 C5 C6 -97.1(4) . . . . ? C3 C4 C5 C6 87.7(4) . . . . ? C9 N2 C6 C7 -0.2(4) . . . . ? C9 N2 C6 C5 -177.6(3) . . . . ? C4 C5 C6 N2 -62.9(4) . . . . ? C4 C5 C6 C7 120.3(4) . . . . ? N2 C6 C7 C8 0.4(4) . . . . ? C5 C6 C7 C8 177.6(3) . . . . ? N2 C6 C7 C25 -176.8(3) . . . . ? C5 C6 C7 C25 0.4(6) . . . . ? C6 C7 C8 C9 -0.4(4) . . . . ? C25 C7 C8 C9 176.7(3) . . . . ? C6 C7 C8 C31 179.8(3) . . . . ? C25 C7 C8 C31 -3.1(6) . . . . ? C6 N2 C9 C8 -0.1(4) . . . . ? C6 N2 C9 C10 175.3(3) . . . . ? C7 C8 C9 N2 0.3(4) . . . . ? C31 C8 C9 N2 -179.9(3) . . . . ? C7 C8 C9 C10 -174.4(3) . . . . ? C31 C8 C9 C10 5.4(6) . . . . ? N2 C9 C10 C11 97.4(4) . . . . ? C8 C9 C10 C11 -88.5(4) . . . . ? C14 N3 C11 C12 1.2(4) . . . . ? C14 N3 C11 C10 179.2(3) . . . . ? C9 C10 C11 C12 -121.9(4) . . . . ? C9 C10 C11 N3 60.6(4) . . . . ? N3 C11 C12 C13 -0.9(3) . . . . ? C10 C11 C12 C13 -178.6(3) . . . . ? N3 C11 C12 C34 175.7(3) . . . . ? C10 C11 C12 C34 -2.1(6) . . . . ? C11 C12 C13 C14 0.3(4) . . . . ? C34 C12 C13 C14 -176.2(3) . . . . ? C11 C12 C13 C40 -176.7(3) . . . . ? C34 C12 C13 C40 6.8(6) . . . . ? C11 N3 C14 C13 -1.0(4) . . . . ? C11 N3 C14 C15 -175.1(3) . . . . ? C12 C13 C14 N3 0.4(4) . . . . ? C40 C13 C14 N3 177.5(3) . . . . ? C12 C13 C14 C15 173.7(3) . . . . ? C40 C13 C14 C15 -9.2(6) . . . . ? N3 C14 C15 C1 -97.5(4) . . . 3_666 ? C13 C14 C15 C1 90.0(4) . . . 3_666 ? C1 C2 C16 C17 82.3(4) . . . . ? C3 C2 C16 C17 -96.9(4) . . . . ? C1 C2 C16 C21 -95.6(4) . . . . ? C3 C2 C16 C21 85.2(5) . . . . ? C21 C16 C17 C18 -1.6(6) . . . . ? C2 C16 C17 C18 -179.7(4) . . . . ? C21 C16 C17 Cl1 178.1(3) . . . . ? C2 C16 C17 Cl1 0.0(5) . . . . ? C16 C17 C18 C19 1.7(7) . . . . ? Cl1 C17 C18 C19 -178.0(4) . . . . ? C17 C18 C19 C20 0.4(9) . . . . ? C18 C19 C20 C21 -2.3(9) . . . . ? C19 C20 C21 C16 2.4(8) . . . . ? C19 C20 C21 Cl2 -175.6(4) . . . . ? C17 C16 C21 C20 -0.4(6) . . . . ? C2 C16 C21 C20 177.6(4) . . . . ? C17 C16 C21 Cl2 177.5(3) . . . . ? C2 C16 C21 Cl2 -4.5(5) . . . . ? C23 O1 C22 O2 -1.1(5) . . . . ? C23 O1 C22 C3 179.3(3) . . . . ? C4 C3 C22 O2 -11.4(6) . . . . ? C2 C3 C22 O2 166.8(3) . . . . ? C4 C3 C22 O1 168.1(3) . . . . ? C2 C3 C22 O1 -13.7(5) . . . . ? C22 O1 C23 C24 163.8(4) . . . . ? C6 C7 C25 C26 92.9(4) . . . . ? C8 C7 C25 C26 -83.6(4) . . . . ? C6 C7 C25 C30 -87.6(4) . . . . ? C8 C7 C25 C30 95.8(4) . . . . ? C30 C25 C26 C27 -2.3(5) . . . . ? C7 C25 C26 C27 177.1(3) . . . . ? C30 C25 C26 Cl3 177.6(2) . . . . ? C7 C25 C26 Cl3 -3.0(4) . . . . ? C25 C26 C27 C28 0.4(6) . . . . ? Cl3 C26 C27 C28 -179.5(3) . . . . ? C26 C27 C28 C29 0.8(7) . . . . ? C27 C28 C29 C30 0.2(7) . . . . ? C28 C29 C30 C25 -2.4(6) . . . . ? C28 C29 C30 Cl4 177.7(3) . . . . ? C26 C25 C30 C29 3.3(5) . . . . ? C7 C25 C30 C29 -176.2(4) . . . . ? C26 C25 C30 Cl4 -176.8(3) . . . . ? C7 C25 C30 Cl4 3.8(5) . . . . ? C32 O3 C31 O4 0.7(5) . . . . ? C32 O3 C31 C8 -179.8(3) . . . . ? C9 C8 C31 O4 12.8(5) . . . . ? C7 C8 C31 O4 -167.4(3) . . . . ? C9 C8 C31 O3 -166.7(3) . . . . ? C7 C8 C31 O3 13.1(5) . . . . ? C31 O3 C32 C33 171.8(4) . . . . ? C11 C12 C34 C35 86.2(4) . . . . ? C13 C12 C34 C35 -98.0(4) . . . . ? C11 C12 C34 C39 -97.0(4) . . . . ? C13 C12 C34 C39 78.8(5) . . . . ? C39 C34 C35 C36 -2.0(6) . . . . ? C12 C34 C35 C36 174.9(3) . . . . ? C39 C34 C35 Cl5 -179.9(3) . . . . ? C12 C34 C35 Cl5 -3.0(5) . . . . ? C34 C35 C36 C37 2.3(6) . . . . ? Cl5 C35 C36 C37 -179.7(4) . . . . ? C35 C36 C37 C38 -1.9(8) . . . . ? C36 C37 C38 C39 1.3(8) . . . . ? C35 C34 C39 C38 1.3(6) . . . . ? C12 C34 C39 C38 -175.6(4) . . . . ? C35 C34 C39 Cl6 177.7(3) . . . . ? C12 C34 C39 Cl6 0.8(5) . . . . ? C37 C38 C39 C34 -1.0(7) . . . . ? C37 C38 C39 Cl6 -177.5(4) . . . . ? C41 O5 C40 O6 -4.4(5) . . . . ? C41 O5 C40 C13 175.0(3) . . . . ? C14 C13 C40 O6 -8.6(6) . . . . ? C12 C13 C40 O6 168.0(3) . . . . ? C14 C13 C40 O5 172.1(3) . . . . ? C12 C13 C40 O5 -11.4(5) . . . . ? C40 O5 C41 C42 -155.2(3) . . . . ? #============================================================================== data_5a-2PhCl _database_code_CSD 213893 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C68 H48 Cl10 N4 O8 ' _chemical_formula_moiety 'C56 H38 Cl8 N4 O8, 2(C6 H5 Cl)' _chemical_formula_weight 1403.68 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a ' _symmetry_space_group_name_Hall '-P 2yab ' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,-z -x,-y,-z 1/2+x,1/2-y,z _cell_length_a 14.020(3) _cell_length_b 18.711(3) _cell_length_c 14.289(3) _cell_angle_alpha 90 _cell_angle_beta 117.76(1) _cell_angle_gamma 90 _cell_volume 3317(1) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10.2 _cell_measurement_theta_max 12.4 _cell_measurement_temperature 298.2 #------------------------------------------------------------------------------ _exptl_crystal_description prismatic _exptl_crystal_colour brown _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.230 _exptl_crystal_density_diffrn 1.405 _exptl_crystal_F_000 1436 _exptl_absorpt_coefficient_mu 0.477 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_min 0.859 _exptl_absorpt_correction_T_max 0.899 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku AFC5R' _diffrn_measurement_method w-2q _diffrn_reflns_number 8220 _diffrn_reflns_av_R_equivalents 0.054 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 0.9980 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.9980 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 2.22 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). Protons attached to sp2 carbons are refined isotropically and the other protons are placed at the calculated positions with 1.2 x Beq values of the attached atoms. ; _reflns_number_total 7608 _reflns_number_gt 3122 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0700 _refine_ls_wR_factor_ref 0.1792 _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 7607 _refine_ls_number_parameters 439 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0003 _refine_diff_density_max 1.09 _refine_diff_density_min -1.06 _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.0032(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cl Cl 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl(1) Cl -0.0965(1) 0.21942(9) 0.6693(1) 0.0876(6) Uani 1.00 d . . . Cl(2) Cl 0.2519(1) 0.36882(10) 0.9378(1) 0.0971(6) Uani 1.00 d . . . Cl(3) Cl -0.3977(1) 0.58673(8) 0.5509(1) 0.0773(5) Uani 1.00 d . . . Cl(4) Cl -0.0357(1) 0.74158(7) 0.7691(1) 0.0663(4) Uani 1.00 d . . . Cl(5) Cl 0.2837(3) 0.5579(2) 0.8940(3) 0.207(2) Uani 1.00 d . . . O(1) O 0.1625(2) 0.1981(1) 0.5832(2) 0.0479(10) Uani 1.00 d . . . O(2) O 0.2036(3) 0.1942(2) 0.7536(3) 0.085(1) Uani 1.00 d . . . O(3) O -0.1225(3) 0.4707(2) 0.8493(3) 0.060(1) Uani 1.00 d . . . O(4) O -0.2028(3) 0.5758(2) 0.8287(3) 0.084(2) Uani 1.00 d . . . N(1) N 0.0491(3) 0.4082(2) 0.5906(2) 0.0331(10) Uani 1.00 d . . . N(2) N -0.0613(3) 0.5385(2) 0.5964(3) 0.0343(10) Uani 1.00 d . . . C(1) C 0.1003(3) 0.3510(2) 0.5744(3) 0.033(1) Uani 1.00 d . . . C(2) C 0.1198(3) 0.2982(2) 0.6559(3) 0.035(1) Uani 1.00 d . . . C(3) C 0.0805(3) 0.3262(2) 0.7195(3) 0.036(1) Uani 1.00 d . . . C(4) C 0.0352(3) 0.3951(2) 0.6776(3) 0.034(1) Uani 1.00 d . . . C(5) C -0.0150(3) 0.4389(2) 0.7198(3) 0.035(1) Uani 1.00 d . . . C(6) C -0.0631(3) 0.5047(2) 0.6816(3) 0.036(1) Uani 1.00 d . . . C(7) C -0.1239(3) 0.5482(2) 0.7191(3) 0.035(1) Uani 1.00 d . . . C(8) C -0.1560(3) 0.6083(2) 0.6573(3) 0.036(1) Uani 1.00 d . . . C(9) C -0.1159(3) 0.6017(2) 0.5806(3) 0.031(1) Uani 1.00 d . . . C(10) C -0.1331(3) 0.6525(2) 0.5034(3) 0.034(1) Uani 1.00 d . . . C(11) C 0.1671(4) 0.2256(2) 0.6711(4) 0.047(1) Uani 1.00 d . . . C(12) C 0.2065(4) 0.1265(3) 0.5919(4) 0.065(2) Uani 1.00 d . . . C(13) C 0.2136(6) 0.1108(3) 0.4948(5) 0.097(2) Uani 1.00 d . . . C(14) C 0.0764(4) 0.2917(2) 0.8118(3) 0.039(1) Uani 1.00 d . . . C(15) C -0.0026(4) 0.2423(3) 0.7971(4) 0.055(2) Uani 1.00 d . . . C(16) C -0.0088(6) 0.2108(3) 0.8822(6) 0.081(2) Uani 1.00 d . . . C(17) C 0.0656(7) 0.2280(3) 0.9824(5) 0.087(3) Uani 1.00 d . . . C(18) C 0.1451(6) 0.2767(3) 1.0002(4) 0.081(2) Uani 1.00 d . . . C(19) C 0.1504(4) 0.3080(2) 0.9153(4) 0.056(2) Uani 1.00 d . . . C(20) C -0.1538(4) 0.5341(2) 0.8044(3) 0.044(1) Uani 1.00 d . . . C(21) C -0.1532(5) 0.4528(3) 0.9312(5) 0.087(2) Uani 1.00 d . . . C(22) C -0.1015(6) 0.3838(3) 0.9783(5) 0.092(2) Uani 1.00 d . . . C(23) C -0.2216(4) 0.6692(2) 0.6607(3) 0.039(1) Uani 1.00 d . . . C(24) C -0.3338(4) 0.6653(2) 0.6136(4) 0.048(1) Uani 1.00 d . . . C(25) C -0.3957(5) 0.7216(3) 0.6150(4) 0.062(2) Uani 1.00 d . . . C(26) C -0.3462(5) 0.7837(3) 0.6643(5) 0.066(2) Uani 1.00 d . . . C(27) C -0.2360(5) 0.7908(3) 0.7117(4) 0.058(2) Uani 1.00 d . . . C(28) C -0.1752(4) 0.7335(2) 0.7092(3) 0.046(1) Uani 1.00 d . . . C(29) C 0.362(1) 0.5295(4) 0.8361(9) 0.123(4) Uani 1.00 d . . . C(30) C 0.4666(9) 0.5535(4) 0.8779(8) 0.133(4) Uani 1.00 d . . . C(31) C 0.5257(9) 0.5309(5) 0.8270(9) 0.161(4) Uani 1.00 d . . . C(32) C 0.487(1) 0.4886(6) 0.7436(10) 0.157(5) Uani 1.00 d . . . C(33) C 0.376(1) 0.4695(6) 0.7038(9) 0.180(6) Uani 1.00 d . . . C(34) C 0.314(1) 0.4913(6) 0.7504(9) 0.172(5) Uani 1.00 d . . . H(1N) H 0.0269 0.4501 0.5484 0.0396 Uiso 0.50 calc P . . H(2N) H -0.0281 0.5209 0.5562 0.0410 Uiso 0.50 calc P . . H(5) H -0.028(3) 0.420(2) 0.777(3) 0.05(1) Uiso 1.00 d . . . H(10) H -0.169(3) 0.698(2) 0.504(3) 0.05(1) Uiso 1.00 d . . . H(12a) H 0.2763 0.1242 0.6511 0.0779 Uiso 1.00 calc . . . H(12b) H 0.1607 0.0927 0.6005 0.0779 Uiso 1.00 calc . . . H(13a) H 0.1439 0.1139 0.4358 0.1163 Uiso 1.00 calc . . . H(13b) H 0.2602 0.1444 0.4870 0.1163 Uiso 1.00 calc . . . H(13c) H 0.2414 0.0639 0.4990 0.1163 Uiso 1.00 calc . . . H(16) H -0.055(5) 0.177(3) 0.874(5) 0.09(1) Uiso 1.00 d . . . H(17) H 0.059(4) 0.214(3) 1.038(4) 0.09(1) Uiso 1.00 d . . . H(18) H 0.195(4) 0.290(3) 1.068(4) 0.07(1) Uiso 1.00 d . . . H(21a) H -0.1291 0.4890 0.9839 0.1053 Uiso 1.00 calc . . . H(21b) H -0.2294 0.4484 0.9009 0.1053 Uiso 1.00 calc . . . H(22a) H -0.1192 0.3709 1.0326 0.1108 Uiso 1.00 calc . . . H(22b) H -0.1262 0.3480 0.9252 0.1108 Uiso 1.00 calc . . . H(22c) H -0.0254 0.3885 1.0075 0.1108 Uiso 1.00 calc . . . H(25) H -0.467(4) 0.721(3) 0.583(4) 0.07(1) Uiso 1.00 d . . . H(26) H -0.388(3) 0.822(2) 0.665(3) 0.040(10) Uiso 1.00 d . . . H(27) H -0.204(3) 0.831(2) 0.744(3) 0.04(1) Uiso 1.00 d . . . H(30) H 0.4974 0.5835 0.9384 0.1592 Uiso 1.00 calc . . . H(31) H 0.5980 0.5469 0.8537 0.1931 Uiso 1.00 calc . . . H(32) H 0.5291 0.4720 0.7121 0.1893 Uiso 1.00 calc . . . H(33) H 0.3437 0.4404 0.6423 0.2142 Uiso 1.00 calc . . . H(34) H 0.2396 0.4790 0.7213 0.2060 Uiso 1.00 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 Cl(1) 0.081(1) 0.097(1) 0.076(1) -0.0322(9) 0.0298(9) -0.0027(9) Cl(2) 0.105(1) 0.113(1) 0.0589(9) -0.040(1) 0.0256(9) -0.0141(9) Cl(3) 0.0580(9) 0.075(1) 0.094(1) -0.0083(7) 0.0310(8) -0.0237(8) Cl(4) 0.0564(8) 0.0668(9) 0.0802(10) -0.0064(7) 0.0356(8) -0.0178(7) Cl(5) 0.280(4) 0.137(2) 0.287(4) 0.005(2) 0.202(3) 0.050(2) O(1) 0.059(2) 0.037(2) 0.051(2) 0.020(2) 0.028(2) 0.007(1) O(2) 0.143(4) 0.070(2) 0.061(2) 0.062(3) 0.062(3) 0.036(2) O(3) 0.097(3) 0.052(2) 0.065(2) 0.021(2) 0.066(2) 0.019(2) O(4) 0.142(4) 0.071(2) 0.089(3) 0.049(3) 0.095(3) 0.032(2) N(1) 0.044(2) 0.029(2) 0.035(2) 0.005(2) 0.026(2) 0.006(2) N(2) 0.045(2) 0.031(2) 0.034(2) 0.003(2) 0.024(2) 0.002(2) C(1) 0.035(2) 0.036(2) 0.033(2) 0.005(2) 0.020(2) 0.003(2) C(2) 0.038(2) 0.033(2) 0.037(2) 0.010(2) 0.019(2) 0.008(2) C(3) 0.045(3) 0.031(2) 0.033(2) 0.005(2) 0.020(2) 0.004(2) C(4) 0.037(2) 0.031(2) 0.036(2) 0.002(2) 0.018(2) 0.004(2) C(5) 0.049(3) 0.030(2) 0.038(3) 0.001(2) 0.029(2) 0.002(2) C(6) 0.045(3) 0.032(2) 0.036(2) 0.000(2) 0.025(2) -0.003(2) C(7) 0.044(3) 0.034(2) 0.036(2) 0.004(2) 0.025(2) -0.002(2) C(8) 0.039(2) 0.037(2) 0.038(2) 0.002(2) 0.024(2) -0.001(2) C(9) 0.036(2) 0.032(2) 0.031(2) 0.001(2) 0.020(2) -0.004(2) C(10) 0.040(3) 0.031(2) 0.036(2) 0.005(2) 0.021(2) -0.001(2) C(11) 0.060(3) 0.041(3) 0.052(3) 0.015(2) 0.038(3) 0.008(2) C(12) 0.082(4) 0.043(3) 0.072(4) 0.026(3) 0.037(3) 0.008(3) C(13) 0.148(6) 0.080(4) 0.071(4) 0.054(4) 0.058(4) -0.004(3) C(14) 0.057(3) 0.030(2) 0.040(3) 0.010(2) 0.030(2) 0.009(2) C(15) 0.072(4) 0.047(3) 0.056(3) 0.002(3) 0.038(3) 0.009(2) C(16) 0.121(6) 0.059(4) 0.090(5) -0.014(4) 0.073(5) 0.012(4) C(17) 0.156(7) 0.065(4) 0.066(5) -0.001(4) 0.074(5) 0.016(4) C(18) 0.133(6) 0.068(4) 0.040(3) 0.015(4) 0.040(4) 0.009(3) C(19) 0.077(4) 0.049(3) 0.046(3) 0.005(3) 0.032(3) 0.007(2) C(20) 0.060(3) 0.043(3) 0.045(3) 0.009(2) 0.037(3) 0.007(2) C(21) 0.142(6) 0.075(4) 0.091(4) 0.042(4) 0.094(5) 0.044(3) C(22) 0.124(6) 0.090(5) 0.082(4) 0.006(4) 0.064(4) 0.025(4) C(23) 0.047(3) 0.043(3) 0.035(2) 0.010(2) 0.025(2) 0.004(2) C(24) 0.052(3) 0.051(3) 0.049(3) 0.007(2) 0.030(3) -0.003(2) C(25) 0.046(3) 0.080(4) 0.063(4) 0.018(3) 0.029(3) -0.003(3) C(26) 0.071(4) 0.063(4) 0.074(4) 0.031(3) 0.042(4) 0.001(3) C(27) 0.076(4) 0.040(3) 0.064(4) 0.010(3) 0.038(3) -0.008(3) C(28) 0.052(3) 0.050(3) 0.042(3) 0.003(2) 0.027(2) 0.003(2) C(29) 0.185(10) 0.062(5) 0.135(8) 0.006(6) 0.085(8) 0.030(5) C(30) 0.118(8) 0.081(6) 0.143(8) -0.005(6) 0.013(7) -0.026(5) C(31) 0.143(9) 0.131(8) 0.146(9) 0.028(7) 0.016(8) -0.044(7) C(32) 0.20(1) 0.117(8) 0.128(9) 0.004(8) 0.050(8) -0.014(7) C(33) 0.31(2) 0.108(8) 0.075(7) -0.04(1) 0.050(10) -0.015(6) C(34) 0.25(1) 0.104(8) 0.080(7) -0.098(9) 0.007(8) 0.006(6) #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics 'Ortep-3 and Mercury ' #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl(1) C(15) 1.736(4) . . yes Cl(2) C(19) 1.731(6) . . yes Cl(3) C(24) 1.738(5) . . yes Cl(4) C(28) 1.738(5) . . yes Cl(5) C(29) 1.73(2) . . yes O(1) C(11) 1.331(7) . . yes O(1) C(12) 1.456(6) . . yes O(2) C(11) 1.197(6) . . yes O(3) C(20) 1.324(5) . . yes O(3) C(21) 1.461(9) . . yes O(4) C(20) 1.192(7) . . yes N(1) C(1) 1.366(6) . . yes N(1) C(4) 1.366(7) . . yes N(2) C(6) 1.382(6) . . yes N(2) C(9) 1.371(5) . . yes C(1) C(2) 1.453(6) . . yes C(1) C(10) 1.389(8) . 3_566 yes C(2) C(3) 1.368(7) . . yes C(2) C(11) 1.482(6) . . yes C(3) C(4) 1.439(5) . . yes C(3) C(14) 1.493(7) . . yes C(4) C(5) 1.389(7) . . yes C(5) C(6) 1.387(6) . . yes C(6) C(7) 1.449(7) . . yes C(7) C(8) 1.370(6) . . yes C(7) C(20) 1.486(8) . . yes C(8) C(9) 1.451(7) . . yes C(8) C(23) 1.480(7) . . yes C(9) C(10) 1.389(6) . . yes C(12) C(13) 1.47(1) . . yes C(14) C(15) 1.381(7) . . yes C(14) C(19) 1.388(6) . . yes C(15) C(16) 1.39(1) . . yes C(16) C(17) 1.361(9) . . yes C(17) C(18) 1.37(1) . . yes C(18) C(19) 1.380(10) . . yes C(21) C(22) 1.480(8) . . yes C(23) C(24) 1.395(7) . . yes C(23) C(28) 1.390(6) . . yes C(24) C(25) 1.370(8) . . yes C(25) C(26) 1.370(8) . . yes C(26) C(27) 1.374(9) . . yes C(27) C(28) 1.380(8) . . yes C(29) C(30) 1.38(2) . . yes C(29) C(34) 1.30(1) . . yes C(30) C(31) 1.40(2) . . yes C(31) C(32) 1.32(2) . . yes C(32) C(33) 1.42(2) . . yes C(33) C(34) 1.39(3) . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(11) O(1) C(12) 116.2(4) . . . yes C(20) O(3) C(21) 116.0(5) . . . yes C(1) N(1) C(4) 108.8(3) . . . yes C(6) N(2) C(9) 107.6(4) . . . yes N(1) C(1) C(2) 108.4(4) . . . yes N(1) C(1) C(10) 124.6(4) . . 3_566 yes C(2) C(1) C(10) 126.9(4) . . 3_566 yes C(1) C(2) C(3) 106.7(4) . . . yes C(1) C(2) C(11) 130.2(5) . . . yes C(3) C(2) C(11) 123.0(4) . . . yes C(2) C(3) C(4) 107.6(4) . . . yes C(2) C(3) C(14) 127.9(4) . . . yes C(4) C(3) C(14) 124.4(5) . . . yes N(1) C(4) C(3) 108.5(4) . . . yes N(1) C(4) C(5) 127.2(4) . . . yes C(3) C(4) C(5) 124.2(4) . . . yes C(4) C(5) C(6) 127.2(5) . . . yes N(2) C(6) C(5) 123.2(5) . . . yes N(2) C(6) C(7) 108.9(3) . . . yes C(5) C(6) C(7) 127.9(5) . . . yes C(6) C(7) C(8) 107.2(4) . . . yes C(6) C(7) C(20) 130.0(4) . . . yes C(8) C(7) C(20) 122.7(4) . . . yes C(7) C(8) C(9) 106.9(4) . . . yes C(7) C(8) C(23) 129.4(5) . . . yes C(9) C(8) C(23) 123.7(4) . . . yes N(2) C(9) C(8) 109.3(4) . . . yes N(2) C(9) C(10) 126.8(5) . . . yes C(8) C(9) C(10) 123.9(4) . . . yes C(1) C(10) C(9) 127.2(4) 3_566 . . yes O(1) C(11) O(2) 123.4(4) . . . yes O(1) C(11) C(2) 113.1(4) . . . yes O(2) C(11) C(2) 123.5(5) . . . yes O(1) C(12) C(13) 108.4(4) . . . yes C(3) C(14) C(15) 120.8(4) . . . yes C(3) C(14) C(19) 121.9(4) . . . yes C(15) C(14) C(19) 117.2(5) . . . yes Cl(1) C(15) C(14) 119.2(4) . . . yes Cl(1) C(15) C(16) 119.3(4) . . . yes C(14) C(15) C(16) 121.6(4) . . . yes C(15) C(16) C(17) 119.3(7) . . . yes C(16) C(17) C(18) 120.9(8) . . . yes C(17) C(18) C(19) 119.4(5) . . . yes Cl(2) C(19) C(14) 118.9(5) . . . yes Cl(2) C(19) C(18) 119.5(4) . . . yes C(14) C(19) C(18) 121.6(5) . . . yes O(3) C(20) O(4) 123.4(5) . . . yes O(3) C(20) C(7) 113.6(5) . . . yes O(4) C(20) C(7) 123.0(4) . . . yes O(3) C(21) C(22) 107.4(6) . . . yes C(8) C(23) C(24) 121.5(4) . . . yes C(8) C(23) C(28) 122.0(4) . . . yes C(24) C(23) C(28) 116.5(4) . . . yes Cl(3) C(24) C(23) 119.2(4) . . . yes Cl(3) C(24) C(25) 118.6(4) . . . yes C(23) C(24) C(25) 122.2(4) . . . yes C(24) C(25) C(26) 119.1(5) . . . yes C(25) C(26) C(27) 121.3(6) . . . yes C(26) C(27) C(28) 118.6(5) . . . yes Cl(4) C(28) C(23) 118.6(4) . . . yes Cl(4) C(28) C(27) 119.1(4) . . . yes C(23) C(28) C(27) 122.3(4) . . . yes Cl(5) C(29) C(30) 118.4(8) . . . yes Cl(5) C(29) C(34) 116(1) . . . yes C(30) C(29) C(34) 124(1) . . . yes C(29) C(30) C(31) 116.6(9) . . . yes C(30) C(31) C(32) 123(1) . . . yes C(31) C(32) C(33) 115(1) . . . yes C(32) C(33) C(34) 123(1) . . . yes C(29) C(34) C(33) 116(1) . . . yes #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl(1) C(15) C(14) C(3) 1.0(7) . . . . yes Cl(1) C(15) C(14) C(19) -179.5(4) . . . . yes Cl(1) C(15) C(16) C(17) 179.2(6) . . . . yes Cl(2) C(19) C(14) C(3) -1.3(7) . . . . yes Cl(2) C(19) C(14) C(15) 179.3(4) . . . . yes Cl(2) C(19) C(18) C(17) -179.3(6) . . . . yes Cl(3) C(24) C(23) C(8) 0.7(7) . . . . yes Cl(3) C(24) C(23) C(28) 179.8(4) . . . . yes Cl(3) C(24) C(25) C(26) 179.9(5) . . . . yes Cl(4) C(28) C(23) C(8) -0.9(7) . . . . yes Cl(4) C(28) C(23) C(24) -179.9(4) . . . . yes Cl(4) C(28) C(27) C(26) -179.9(5) . . . . yes Cl(5) C(29) C(30) C(31) -178.3(7) . . . . yes Cl(5) C(29) C(34) C(33) 179.3(8) . . . . yes O(1) C(11) C(2) C(1) -20.9(6) . . . . yes O(1) C(11) C(2) C(3) 155.9(4) . . . . yes O(2) C(11) O(1) C(12) -0.9(7) . . . . yes O(2) C(11) C(2) C(1) 160.7(5) . . . . yes O(2) C(11) C(2) C(3) -22.4(7) . . . . yes O(3) C(20) C(7) C(6) -2.7(6) . . . . yes O(3) C(20) C(7) C(8) 174.8(3) . . . . yes O(4) C(20) O(3) C(21) 1.0(6) . . . . yes O(4) C(20) C(7) C(6) 178.4(4) . . . . yes O(4) C(20) C(7) C(8) -4.1(6) . . . . yes N(1) C(1) C(2) C(3) -0.8(4) . . . . yes N(1) C(1) C(2) C(11) 176.5(4) . . . . yes N(1) C(1) C(10) C(9) -3.5(6) . . 3_566 3_566 yes N(1) C(4) C(3) C(2) -0.9(4) . . . . yes N(1) C(4) C(3) C(14) -177.1(3) . . . . yes N(1) C(4) C(5) C(6) 1.0(7) . . . . yes N(2) C(6) C(5) C(4) -4.2(6) . . . . yes N(2) C(6) C(7) C(8) -1.2(4) . . . . yes N(2) C(6) C(7) C(20) 176.6(4) . . . . yes N(2) C(9) C(8) C(7) 0.3(4) . . . . yes N(2) C(9) C(8) C(23) -178.1(3) . . . . yes N(2) C(9) C(10) C(1) 1.2(6) . . . 3_566 yes C(1) N(1) C(4) C(3) 0.4(4) . . . . yes C(1) N(1) C(4) C(5) -178.6(4) . . . . yes C(1) C(2) C(3) C(4) 1.0(4) . . . . yes C(1) C(2) C(3) C(14) 177.0(4) . . . . yes C(1) C(10) C(9) C(8) 177.9(4) . 3_566 3_566 3_566 yes C(2) C(1) N(1) C(4) 0.2(4) . . . . yes C(2) C(1) C(10) C(9) -179.1(4) . . 3_566 3_566 yes C(2) C(3) C(4) C(5) 178.2(4) . . . . yes C(2) C(3) C(14) C(15) -78.9(6) . . . . yes C(2) C(3) C(14) C(19) 101.6(5) . . . . yes C(2) C(11) O(1) C(12) -179.3(4) . . . . yes C(3) C(2) C(1) C(10) 175.4(4) . . . 3_566 yes C(3) C(4) C(5) C(6) -177.9(4) . . . . yes C(3) C(14) C(15) C(16) -178.7(6) . . . . yes C(3) C(14) C(19) C(18) 179.0(6) . . . . yes C(4) N(1) C(1) C(10) -176.1(3) . . . 3_566 yes C(4) C(3) C(2) C(11) -176.5(3) . . . . yes C(4) C(3) C(14) C(15) 96.5(5) . . . . yes C(4) C(3) C(14) C(19) -83.0(6) . . . . yes C(4) C(5) C(6) C(7) 174.2(4) . . . . yes C(5) C(4) C(3) C(14) 2.0(6) . . . . yes C(5) C(6) N(2) C(9) -180.0(3) . . . . yes C(5) C(6) C(7) C(8) -179.7(4) . . . . yes C(5) C(6) C(7) C(20) -2.0(6) . . . . yes C(6) N(2) C(9) C(8) -1.0(4) . . . . yes C(6) N(2) C(9) C(10) 179.7(4) . . . . yes C(6) C(7) C(8) C(9) 0.5(4) . . . . yes C(6) C(7) C(8) C(23) 178.8(4) . . . . yes C(7) C(6) N(2) C(9) 1.4(4) . . . . yes C(7) C(8) C(9) C(10) 179.6(3) . . . . yes C(7) C(8) C(23) C(24) -80.9(6) . . . . yes C(7) C(8) C(23) C(28) 100.1(6) . . . . yes C(7) C(20) O(3) C(21) -177.8(4) . . . . yes C(8) C(23) C(24) C(25) -179.2(5) . . . . yes C(8) C(23) C(28) C(27) 179.3(5) . . . . yes C(9) C(8) C(7) C(20) -177.5(3) . . . . yes C(9) C(8) C(23) C(24) 97.1(6) . . . . yes C(9) C(8) C(23) C(28) -81.9(5) . . . . yes C(10) C(1) C(2) C(11) 7.3(6) . 3_566 3_566 3_566 yes C(10) C(9) C(8) C(23) 1.2(6) . . . . yes C(11) O(1) C(12) C(13) -169.3(5) . . . . yes C(11) C(2) C(3) C(14) -0.5(6) . . . . yes C(14) C(15) C(16) C(17) -1(1) . . . . yes C(14) C(19) C(18) C(17) 0(1) . . . . yes C(15) C(14) C(19) C(18) -0.5(8) . . . . yes C(15) C(16) C(17) C(18) 1(1) . . . . yes C(16) C(15) C(14) C(19) 0.8(8) . . . . yes C(16) C(17) C(18) C(19) 0(1) . . . . yes C(20) O(3) C(21) C(22) -174.3(4) . . . . yes C(20) C(7) C(8) C(23) 0.8(6) . . . . yes C(23) C(24) C(25) C(26) -0.1(9) . . . . yes C(23) C(28) C(27) C(26) 0.0(9) . . . . yes C(24) C(23) C(28) C(27) 0.2(8) . . . . yes C(24) C(25) C(26) C(27) 0(1) . . . . yes C(25) C(24) C(23) C(28) -0.2(8) . . . . yes C(25) C(26) C(27) C(28) 0(1) . . . . yes C(29) C(30) C(31) C(32) 0(1) . . . . yes C(29) C(34) C(33) C(32) -1(1) . . . . yes C(30) C(29) C(34) C(33) 5(1) . . . . yes C(30) C(31) C(32) C(33) 3(1) . . . . yes C(31) C(30) C(29) C(34) -4(1) . . . . yes C(31) C(32) C(33) C(34) -1(1) . . . . yes C(31) C(32) C(33) C(34) -1(1) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cl(1) O(1) 3.381(4) . 4_455 ? Cl(1) C(11) 3.481(6) . 4_455 ? O(1) C(25) 3.513(6) . 2_446 ? O(2) C(22) 3.426(6) . 4_555 ? O(4) C(18) 3.522(7) . 3_567 ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_dh _geom_hbond_site_distance_ha _geom_hbond_site_distance_da _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1N) N(2) . . . 0.950 2.350 2.910(4) 117.205 no N(2) H(2N) N(1) . . . 0.951 2.317 2.910(4) 119.823 no N(1) H(1N) N(2) . . 3_566 0.950 2.343 2.932(5) 119.665 no N(2) H(2N) N(1) . . 3_566 0.951 2.381 2.932(5) 116.502 no #============================================================================== data_5d _database_code_CSD 213894 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C56 H26 F20 N4 O8 ' _chemical_formula_moiety 'C56 H26 F20 N4 O8 ' _chemical_formula_weight 1262.81 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_space_group_name_Hall '-C 2yc ' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,y,1/2-z -x,-y,-z x,-y,1/2+z 1/2+x,1/2+y,z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 21.856(3) _cell_length_b 25.827(3) _cell_length_c 19.842(3) _cell_angle_alpha 90 _cell_angle_beta 115.244(3) _cell_angle_gamma 90 _cell_volume 10130(2) _cell_formula_units_Z 8 _cell_measurement_reflns_used 18515 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 173.2 #------------------------------------------------------------------------------ _exptl_crystal_description Block _exptl_crystal_colour black _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.150 _exptl_crystal_density_diffrn 1.656 _exptl_crystal_F_000 5072 _exptl_absorpt_coefficient_mu 0.160 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details Coppens_numerical _exptl_absorpt_correction_T_min 0.949 _exptl_absorpt_correction_T_max 0.976 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku/MSC Mercury CCD' _diffrn_measurement_method w _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 51644 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_theta_max 27.49 _diffrn_measured_fraction_theta_max 0.9851 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.9851 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 25 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 11439 _reflns_number_gt 8310 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0513 _refine_ls_wR_factor_ref 0.1266 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 11439 _refine_ls_number_parameters 793 _refine_ls_goodness_of_fit_ref 1.239 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0007 _refine_diff_density_max 0.84 _refine_diff_density_min -0.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; F F 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F(1) F 0.69163(7) -0.03511(5) 0.53318(7) 0.0366(4) Uani 1.00 d . . . F(2) F 0.56551(7) -0.01334(7) 0.51230(9) 0.0595(5) Uani 1.00 d . . . F(3) F 0.51854(7) -0.04726(7) 0.6118(1) 0.0624(5) Uani 1.00 d . . . F(4) F 0.60206(7) -0.10035(6) 0.73460(8) 0.0411(4) Uani 1.00 d . . . F(5) F 0.73026(6) -0.11713(5) 0.76049(7) 0.0299(3) Uani 1.00 d . . . F(6) F 0.92114(7) -0.24434(5) 0.52751(7) 0.0410(4) Uani 1.00 d . . . F(7) F 0.89198(10) -0.34581(7) 0.50695(10) 0.0672(6) Uani 1.00 d . . . F(8) F 0.9643(1) -0.41475(6) 0.6151(1) 0.0765(7) Uani 1.00 d . . . F(9) F 1.06737(9) -0.38110(5) 0.74297(10) 0.0574(5) Uani 1.00 d . . . F(10) F 1.09439(7) -0.27999(5) 0.76533(7) 0.0370(4) Uani 1.00 d . . . F(11) F 1.28587(7) 0.02853(5) 0.74247(8) 0.0394(4) Uani 1.00 d . . . F(12) F 1.39833(7) 0.00933(6) 0.72385(9) 0.0466(4) Uani 1.00 d . . . F(13) F 1.38968(7) -0.04151(6) 0.59981(9) 0.0485(5) Uani 1.00 d . . . F(14) F 1.26770(7) -0.07058(6) 0.49429(8) 0.0445(4) Uani 1.00 d . . . F(15) F 1.15432(7) -0.04983(6) 0.51113(7) 0.0390(4) Uani 1.00 d . . . F(16) F 0.91376(7) 0.19837(5) 0.74117(7) 0.0333(4) Uani 1.00 d . . . F(17) F 0.92685(8) 0.29870(5) 0.71362(8) 0.0426(4) Uani 1.00 d . . . F(18) F 0.95032(8) 0.32596(5) 0.59485(9) 0.0469(4) Uani 1.00 d . . . F(19) F 0.95641(8) 0.25210(5) 0.50073(8) 0.0421(4) Uani 1.00 d . . . F(20) F 0.93985(7) 0.15185(5) 0.52490(7) 0.0320(4) Uani 1.00 d . . . O(1) O 0.79414(8) -0.22600(6) 0.6158(1) 0.0425(5) Uani 1.00 d . . . O(2) O 0.72494(8) -0.18792(6) 0.65706(9) 0.0335(4) Uani 1.00 d . . . O(3) O 1.15265(9) -0.25515(6) 0.6700(1) 0.0439(5) Uani 1.00 d . . . O(4) O 1.17583(7) -0.18579(5) 0.61828(9) 0.0283(4) Uani 1.00 d . . . O(5) O 1.13786(10) 0.14302(6) 0.6452(1) 0.0517(6) Uani 1.00 d . . . O(6) O 1.2030(1) 0.09758(6) 0.6070(1) 0.0575(7) Uani 1.00 d . . . O(7) O 0.78878(8) 0.16796(6) 0.61962(9) 0.0328(4) Uani 1.00 d . . . O(8) O 0.76160(8) 0.10028(6) 0.67195(9) 0.0341(5) Uani 1.00 d . . . N(1) N 0.89153(8) -0.07631(6) 0.66106(9) 0.0206(4) Uani 1.00 d . . . N(2) N 1.01569(8) -0.11625(6) 0.65348(9) 0.0206(4) Uani 1.00 d . . . N(3) N 1.05556(8) -0.00987(6) 0.64998(9) 0.0209(4) Uani 1.00 d . . . N(4) N 0.93276(8) 0.03012(6) 0.66039(9) 0.0198(4) Uani 1.00 d . . . C(1) C 0.83625(10) -0.05195(7) 0.6608(1) 0.0199(5) Uani 1.00 d . . . C(2) C 0.78480(10) -0.08980(7) 0.6554(1) 0.0196(5) Uani 1.00 d . . . C(3) C 0.81081(10) -0.13724(8) 0.6524(1) 0.0210(5) Uani 1.00 d . . . C(4) C 0.87793(10) -0.12819(7) 0.6562(1) 0.0204(5) Uani 1.00 d . . . C(5) C 0.9212(1) -0.16726(7) 0.6549(1) 0.0217(5) Uani 1.00 d . . . C(6) C 0.9840(1) -0.16180(7) 0.6540(1) 0.0211(5) Uani 1.00 d . . . C(7) C 1.0273(1) -0.20300(7) 0.6526(1) 0.0215(5) Uani 1.00 d . . . C(8) C 1.08393(10) -0.18108(7) 0.6506(1) 0.0209(5) Uani 1.00 d . . . C(9) C 1.07582(10) -0.12573(7) 0.6499(1) 0.0196(5) Uani 1.00 d . . . C(10) C 1.11840(10) -0.08758(8) 0.6453(1) 0.0213(5) Uani 1.00 d . . . C(11) C 1.10799(10) -0.03424(7) 0.6435(1) 0.0201(5) Uani 1.00 d . . . C(12) C 1.1544(1) 0.00309(8) 0.6363(1) 0.0219(5) Uani 1.00 d . . . C(13) C 1.1290(1) 0.05084(8) 0.6395(1) 0.0238(5) Uani 1.00 d . . . C(14) C 1.0667(1) 0.04203(7) 0.6478(1) 0.0214(5) Uani 1.00 d . . . C(15) C 1.0238(1) 0.08089(7) 0.6501(1) 0.0212(5) Uani 1.00 d . . . C(16) C 0.96202(10) 0.07539(7) 0.6530(1) 0.0198(5) Uani 1.00 d . . . C(17) C 0.91579(10) 0.11646(7) 0.6475(1) 0.0201(5) Uani 1.00 d . . . C(18) C 0.8609(1) 0.09493(7) 0.6540(1) 0.0210(5) Uani 1.00 d . . . C(19) C 0.87137(10) 0.03954(7) 0.6610(1) 0.0201(5) Uani 1.00 d . . . C(20) C 0.82744(10) 0.00148(8) 0.6630(1) 0.0209(5) Uani 1.00 d . . . C(21) C 0.71600(10) -0.07679(7) 0.6475(1) 0.0213(5) Uani 1.00 d . . . C(22) C 0.6716(1) -0.04973(8) 0.5854(1) 0.0263(6) Uani 1.00 d . . . C(23) C 0.6062(1) -0.03927(10) 0.5733(1) 0.0366(7) Uani 1.00 d . . . C(24) C 0.5823(1) -0.0562(1) 0.6234(1) 0.0379(7) Uani 1.00 d . . . C(25) C 0.6248(1) -0.08308(9) 0.6856(1) 0.0300(6) Uani 1.00 d . . . C(26) C 0.6907(1) -0.09224(8) 0.6976(1) 0.0236(5) Uani 1.00 d . . . C(27) C 0.7772(1) -0.18862(8) 0.6399(1) 0.0242(5) Uani 1.00 d . . . C(28) C 0.6870(1) -0.23564(8) 0.6464(1) 0.0336(6) Uani 1.00 d . . . C(29) C 0.6219(1) -0.22276(10) 0.6510(2) 0.0436(8) Uani 1.00 d . . . C(30) C 1.0095(1) -0.25866(8) 0.6464(1) 0.0246(5) Uani 1.00 d . . . C(31) C 0.9571(1) -0.27740(9) 0.5823(1) 0.0309(6) Uani 1.00 d . . . C(32) C 0.9423(1) -0.32936(10) 0.5711(1) 0.0441(8) Uani 1.00 d . . . C(33) C 0.9790(2) -0.36441(9) 0.6251(2) 0.0470(8) Uani 1.00 d . . . C(34) C 1.0307(1) -0.34721(9) 0.6896(1) 0.0381(7) Uani 1.00 d . . . C(35) C 1.0450(1) -0.29502(8) 0.7001(1) 0.0283(6) Uani 1.00 d . . . C(36) C 1.1408(1) -0.21153(8) 0.6481(1) 0.0235(5) Uani 1.00 d . . . C(37) C 1.2302(1) -0.21518(9) 0.6123(1) 0.0364(7) Uani 1.00 d . . . C(38) C 1.2599(1) -0.1828(1) 0.5726(2) 0.0541(9) Uani 1.00 d . . . C(39) C 1.2162(1) -0.00989(7) 0.6272(1) 0.0220(5) Uani 1.00 d . . . C(40) C 1.2799(1) 0.00415(8) 0.6798(1) 0.0265(6) Uani 1.00 d . . . C(41) C 1.3381(1) -0.00528(9) 0.6712(1) 0.0304(6) Uani 1.00 d . . . C(42) C 1.3338(1) -0.03088(9) 0.6087(1) 0.0316(6) Uani 1.00 d . . . C(43) C 1.2719(1) -0.04588(8) 0.5556(1) 0.0293(6) Uani 1.00 d . . . C(44) C 1.2144(1) -0.03551(8) 0.5651(1) 0.0260(6) Uani 1.00 d . . . C(45) C 1.1558(1) 0.10236(8) 0.6320(1) 0.0328(6) Uani 1.00 d . . . C(46) C 1.2329(2) 0.1456(1) 0.5955(2) 0.076(1) Uani 1.00 d . . . C(47) C 1.2818(2) 0.1338(2) 0.5685(3) 0.103(2) Uani 1.00 d . . . C(48) C 0.92675(10) 0.17144(7) 0.6347(1) 0.0210(5) Uani 1.00 d . . . C(49) C 0.9238(1) 0.21053(8) 0.6810(1) 0.0248(5) Uani 1.00 d . . . C(50) C 0.9310(1) 0.26221(8) 0.6678(1) 0.0291(6) Uani 1.00 d . . . C(51) C 0.9427(1) 0.27610(8) 0.6073(1) 0.0305(6) Uani 1.00 d . . . C(52) C 0.9458(1) 0.23844(8) 0.5603(1) 0.0284(6) Uani 1.00 d . . . C(53) C 0.9381(1) 0.18711(8) 0.5739(1) 0.0236(5) Uani 1.00 d . . . C(54) C 0.8005(1) 0.12516(8) 0.6464(1) 0.0235(5) Uani 1.00 d . . . C(55) C 0.7012(1) 0.12850(9) 0.6656(2) 0.0436(8) Uani 1.00 d . . . C(56) C 0.6447(2) 0.1214(1) 0.5917(2) 0.079(1) Uani 1.00 d . . . H(1) H 0.9318 -0.0604 0.6641 0.0247 Uiso 0.50 calc P . . H(2) H 0.9984 -0.0828 0.6553 0.0247 Uiso 0.50 calc P . . H(3) H 1.0185 -0.0258 0.6550 0.0251 Uiso 0.50 calc P . . H(4) H 0.9524 -0.0032 0.6645 0.0237 Uiso 0.50 calc P . . H(5) H 0.9060 -0.2017 0.6546 0.0260 Uiso 1.00 calc . . . H(6) H 1.1589 -0.0989 0.6430 0.0255 Uiso 1.00 calc . . . H(7) H 1.0386 0.1154 0.6497 0.0255 Uiso 1.00 calc . . . H(8) H 0.7874 0.0129 0.6661 0.0251 Uiso 1.00 calc . . . H(9) H 0.7121 -0.2598 0.6841 0.0404 Uiso 1.00 calc . . . H(10) H 0.6778 -0.2499 0.5989 0.0404 Uiso 1.00 calc . . . H(11) H 0.6316 -0.2078 0.6982 0.0523 Uiso 1.00 calc . . . H(12) H 0.5969 -0.1988 0.6128 0.0523 Uiso 1.00 calc . . . H(13) H 0.5962 -0.2535 0.6449 0.0523 Uiso 1.00 calc . . . H(14) H 1.2127 -0.2462 0.5852 0.0437 Uiso 1.00 calc . . . H(15) H 1.2638 -0.2234 0.6606 0.0437 Uiso 1.00 calc . . . H(16) H 1.2261 -0.1748 0.5243 0.0649 Uiso 1.00 calc . . . H(17) H 1.2957 -0.2012 0.5683 0.0649 Uiso 1.00 calc . . . H(18) H 1.2769 -0.1517 0.5997 0.0649 Uiso 1.00 calc . . . H(19) H 1.1984 0.1666 0.5602 0.0918 Uiso 1.00 calc . . . H(20) H 1.2539 0.1637 0.6414 0.0918 Uiso 1.00 calc . . . H(21) H 1.2607 0.1160 0.5224 0.1236 Uiso 1.00 calc . . . H(22) H 1.3160 0.1125 0.6037 0.1236 Uiso 1.00 calc . . . H(23) H 1.3015 0.1649 0.5616 0.1236 Uiso 1.00 calc . . . H(24) H 0.7116 0.1643 0.6733 0.0522 Uiso 1.00 calc . . . H(25) H 0.6880 0.1162 0.7025 0.0522 Uiso 1.00 calc . . . H(26) H 0.6577 0.1333 0.5544 0.0950 Uiso 1.00 calc . . . H(27) H 0.6066 0.1405 0.5891 0.0950 Uiso 1.00 calc . . . H(28) H 0.6333 0.0857 0.5840 0.0950 Uiso 1.00 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 F(1) 0.0302(7) 0.0461(8) 0.0376(7) 0.0082(6) 0.0184(6) 0.0153(6) F(2) 0.0316(8) 0.086(1) 0.060(1) 0.0292(8) 0.0182(8) 0.0359(9) F(3) 0.0231(8) 0.092(1) 0.080(1) 0.0212(8) 0.0299(8) 0.0271(10) F(4) 0.0343(8) 0.0480(9) 0.0550(9) -0.0007(6) 0.0324(7) 0.0073(7) F(5) 0.0263(7) 0.0327(7) 0.0316(7) 0.0020(5) 0.0130(5) 0.0069(5) F(6) 0.0377(8) 0.0394(8) 0.0394(8) -0.0024(6) 0.0103(6) -0.0025(6) F(7) 0.078(1) 0.053(1) 0.065(1) -0.0360(9) 0.0252(10) -0.0265(8) F(8) 0.122(2) 0.0222(8) 0.100(1) -0.0248(9) 0.061(1) -0.0159(8) F(9) 0.085(1) 0.0226(8) 0.079(1) 0.0167(8) 0.0481(10) 0.0175(7) F(10) 0.0389(8) 0.0294(7) 0.0413(8) 0.0078(6) 0.0157(6) 0.0061(6) F(11) 0.0340(8) 0.0405(8) 0.0464(8) -0.0096(6) 0.0199(6) -0.0207(6) F(12) 0.0223(7) 0.0516(9) 0.0627(10) -0.0122(6) 0.0151(7) -0.0129(7) F(13) 0.0296(8) 0.064(1) 0.066(1) 0.0079(7) 0.0339(8) -0.0002(8) F(14) 0.0449(9) 0.0587(10) 0.0403(8) 0.0046(7) 0.0281(7) -0.0106(7) F(15) 0.0272(7) 0.0559(9) 0.0331(7) -0.0026(6) 0.0120(6) -0.0102(6) F(16) 0.0498(8) 0.0233(7) 0.0371(7) 0.0007(6) 0.0284(6) -0.0024(5) F(17) 0.0621(10) 0.0179(6) 0.0584(9) 0.0003(6) 0.0359(8) -0.0102(6) F(18) 0.065(1) 0.0166(7) 0.0680(10) -0.0036(6) 0.0365(8) 0.0072(6) F(19) 0.0553(9) 0.0377(8) 0.0456(8) -0.0027(7) 0.0332(7) 0.0103(6) F(20) 0.0425(8) 0.0279(7) 0.0310(7) 0.0031(6) 0.0208(6) -0.0027(5) O(1) 0.0335(9) 0.0233(8) 0.080(1) -0.0051(7) 0.0326(9) -0.0153(8) O(2) 0.0316(9) 0.0212(8) 0.059(1) -0.0074(6) 0.0304(8) -0.0068(7) O(3) 0.044(1) 0.0222(8) 0.084(1) 0.0138(7) 0.044(1) 0.0127(8) O(4) 0.0250(8) 0.0214(7) 0.0470(9) 0.0076(6) 0.0234(7) 0.0034(6) O(5) 0.055(1) 0.0177(8) 0.107(2) -0.0035(8) 0.058(1) -0.0059(9) O(6) 0.070(1) 0.0202(9) 0.123(2) 0.0009(9) 0.080(1) 0.0065(10) O(7) 0.0301(8) 0.0218(8) 0.055(1) 0.0118(6) 0.0262(8) 0.0133(7) O(8) 0.0360(9) 0.0223(8) 0.061(1) 0.0122(7) 0.0366(8) 0.0109(7) N(1) 0.0178(8) 0.0157(8) 0.0312(9) 0.0012(6) 0.0133(7) 0.0010(7) N(2) 0.0181(8) 0.0146(8) 0.0317(9) 0.0021(6) 0.0131(7) -0.0004(6) N(3) 0.0183(8) 0.0172(8) 0.0297(9) 0.0013(7) 0.0126(7) 0.0002(7) N(4) 0.0197(8) 0.0150(8) 0.0274(9) 0.0011(6) 0.0127(7) -0.0005(6) C(1) 0.0181(10) 0.0176(10) 0.026(1) 0.0013(8) 0.0110(8) 0.0009(7) C(2) 0.0165(10) 0.0188(10) 0.024(1) 0.0012(8) 0.0093(8) 0.0010(7) C(3) 0.0181(10) 0.0203(10) 0.026(1) -0.0001(8) 0.0107(8) 0.0003(8) C(4) 0.0196(10) 0.0180(10) 0.025(1) 0.0006(8) 0.0106(8) 0.0007(7) C(5) 0.021(1) 0.0157(9) 0.031(1) 0.0004(8) 0.0132(9) 0.0001(8) C(6) 0.021(1) 0.0158(10) 0.028(1) 0.0029(8) 0.0117(8) 0.0015(8) C(7) 0.023(1) 0.0166(10) 0.027(1) 0.0012(8) 0.0125(9) -0.0014(8) C(8) 0.0200(10) 0.0166(10) 0.028(1) 0.0020(8) 0.0118(8) 0.0003(8) C(9) 0.0190(10) 0.0174(10) 0.024(1) 0.0037(8) 0.0107(8) 0.0003(7) C(10) 0.0167(10) 0.0196(10) 0.029(1) 0.0032(8) 0.0116(8) -0.0015(8) C(11) 0.0184(10) 0.0188(10) 0.025(1) 0.0006(8) 0.0116(8) -0.0004(7) C(12) 0.022(1) 0.0190(10) 0.029(1) 0.0001(8) 0.0144(9) -0.0008(8) C(13) 0.024(1) 0.020(1) 0.033(1) 0.0004(8) 0.0169(9) 0.0002(8) C(14) 0.0198(10) 0.0179(10) 0.029(1) 0.0003(8) 0.0130(8) 0.0014(8) C(15) 0.021(1) 0.0158(10) 0.028(1) 0.0001(8) 0.0117(8) 0.0001(8) C(16) 0.0212(10) 0.0152(9) 0.0231(10) 0.0015(8) 0.0097(8) -0.0016(7) C(17) 0.0211(10) 0.0163(9) 0.024(1) 0.0026(8) 0.0109(8) -0.0007(7) C(18) 0.023(1) 0.0178(10) 0.025(1) 0.0026(8) 0.0132(8) -0.0006(8) C(19) 0.0196(10) 0.0185(10) 0.024(1) 0.0039(8) 0.0110(8) 0.0005(7) C(20) 0.0192(10) 0.0188(10) 0.027(1) 0.0057(8) 0.0124(8) 0.0033(8) C(21) 0.0167(10) 0.0175(9) 0.032(1) 0.0001(8) 0.0126(8) -0.0017(8) C(22) 0.023(1) 0.027(1) 0.032(1) 0.0037(9) 0.0152(9) 0.0050(9) C(23) 0.024(1) 0.041(1) 0.043(1) 0.014(1) 0.013(1) 0.015(1) C(24) 0.019(1) 0.047(1) 0.051(2) 0.010(1) 0.019(1) 0.008(1) C(25) 0.026(1) 0.031(1) 0.043(1) -0.0020(9) 0.024(1) 0.0005(10) C(26) 0.020(1) 0.021(1) 0.030(1) 0.0008(8) 0.0115(9) 0.0005(8) C(27) 0.020(1) 0.019(1) 0.033(1) 0.0005(8) 0.0107(9) 0.0016(8) C(28) 0.033(1) 0.022(1) 0.049(1) -0.0081(9) 0.020(1) -0.0014(10) C(29) 0.042(1) 0.037(1) 0.063(2) -0.012(1) 0.033(1) 0.000(1) C(30) 0.025(1) 0.017(1) 0.039(1) 0.0007(8) 0.0211(9) -0.0018(8) C(31) 0.033(1) 0.025(1) 0.040(1) -0.0040(9) 0.020(1) -0.0029(9) C(32) 0.052(2) 0.037(1) 0.050(2) -0.020(1) 0.027(1) -0.018(1) C(33) 0.073(2) 0.018(1) 0.068(2) -0.013(1) 0.048(2) -0.010(1) C(34) 0.055(2) 0.020(1) 0.053(2) 0.005(1) 0.037(1) 0.007(1) C(35) 0.035(1) 0.021(1) 0.037(1) 0.0032(9) 0.023(1) 0.0009(9) C(36) 0.023(1) 0.0169(10) 0.034(1) 0.0047(8) 0.0156(9) -0.0003(8) C(37) 0.030(1) 0.035(1) 0.055(2) 0.016(1) 0.029(1) 0.008(1) C(38) 0.045(2) 0.065(2) 0.068(2) 0.016(1) 0.039(2) 0.014(1) C(39) 0.020(1) 0.0157(9) 0.035(1) 0.0019(8) 0.0169(9) 0.0015(8) C(40) 0.030(1) 0.019(1) 0.037(1) -0.0030(9) 0.0196(10) -0.0047(8) C(41) 0.021(1) 0.028(1) 0.043(1) -0.0043(9) 0.0149(10) -0.0018(9) C(42) 0.025(1) 0.034(1) 0.047(1) 0.0045(10) 0.026(1) 0.004(1) C(43) 0.033(1) 0.030(1) 0.034(1) 0.0033(10) 0.023(1) -0.0018(9) C(44) 0.022(1) 0.027(1) 0.029(1) -0.0006(9) 0.0116(9) -0.0005(8) C(45) 0.030(1) 0.021(1) 0.058(2) 0.0006(9) 0.029(1) 0.0011(10) C(46) 0.098(3) 0.024(1) 0.157(4) -0.010(2) 0.102(3) 0.000(2) C(47) 0.115(4) 0.063(2) 0.180(5) -0.012(2) 0.109(4) 0.012(3) C(48) 0.0195(10) 0.0165(10) 0.028(1) 0.0020(8) 0.0109(8) 0.0004(8) C(49) 0.028(1) 0.021(1) 0.030(1) 0.0022(8) 0.0176(9) 0.0014(8) C(50) 0.033(1) 0.017(1) 0.040(1) 0.0027(9) 0.018(1) -0.0030(9) C(51) 0.031(1) 0.016(1) 0.046(1) 0.0007(9) 0.018(1) 0.0058(9) C(52) 0.029(1) 0.027(1) 0.034(1) 0.0014(9) 0.0179(10) 0.0070(9) C(53) 0.021(1) 0.022(1) 0.029(1) 0.0027(8) 0.0121(9) -0.0002(8) C(54) 0.023(1) 0.018(1) 0.034(1) 0.0028(8) 0.0165(9) 0.0012(8) C(55) 0.044(2) 0.030(1) 0.081(2) 0.018(1) 0.050(2) 0.015(1) C(56) 0.031(2) 0.090(3) 0.115(3) 0.015(2) 0.029(2) -0.028(2) #------------------------------------------------------------------------------ _computing_data_collection CRYSTALCLEAR _computing_cell_refinement CRYSTALCLEAR _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics 'Ortep-3 and Mercury ' #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag F(1) C(22) 1.339(3) . . yes F(2) C(23) 1.336(3) . . yes F(3) C(24) 1.332(3) . . yes F(4) C(25) 1.343(3) . . yes F(5) C(26) 1.342(2) . . yes F(6) C(31) 1.342(2) . . yes F(7) C(32) 1.348(3) . . yes F(8) C(33) 1.334(3) . . yes F(9) C(34) 1.344(3) . . yes F(10) C(35) 1.341(2) . . yes F(11) C(40) 1.350(3) . . yes F(12) C(41) 1.339(2) . . yes F(13) C(42) 1.334(3) . . yes F(14) C(43) 1.341(3) . . yes F(15) C(44) 1.344(2) . . yes F(16) C(49) 1.339(3) . . yes F(17) C(50) 1.339(3) . . yes F(18) C(51) 1.335(3) . . yes F(19) C(52) 1.345(3) . . yes F(20) C(53) 1.344(3) . . yes O(1) C(27) 1.203(3) . . yes O(2) C(27) 1.324(3) . . yes O(2) C(28) 1.450(3) . . yes O(3) C(36) 1.196(3) . . yes O(4) C(36) 1.329(3) . . yes O(4) C(37) 1.457(3) . . yes O(5) C(45) 1.189(3) . . yes O(6) C(45) 1.326(4) . . yes O(6) C(46) 1.464(4) . . yes O(7) C(54) 1.206(2) . . yes O(8) C(54) 1.327(3) . . yes O(8) C(55) 1.466(3) . . yes N(1) C(1) 1.360(3) . . yes N(1) C(4) 1.367(2) . . yes N(2) C(6) 1.367(3) . . yes N(2) C(9) 1.368(3) . . yes N(3) C(11) 1.360(3) . . yes N(3) C(14) 1.366(3) . . yes N(4) C(16) 1.370(3) . . yes N(4) C(19) 1.369(3) . . yes C(1) C(2) 1.459(3) . . yes C(1) C(20) 1.397(3) . . yes C(2) C(3) 1.363(3) . . yes C(2) C(21) 1.482(3) . . yes C(3) C(4) 1.456(3) . . yes C(3) C(27) 1.485(3) . . yes C(4) C(5) 1.391(3) . . yes C(5) C(6) 1.387(3) . . yes C(6) C(7) 1.432(3) . . yes C(7) C(8) 1.376(3) . . yes C(7) C(30) 1.481(3) . . yes C(8) C(9) 1.440(3) . . yes C(8) C(36) 1.489(3) . . yes C(9) C(10) 1.385(3) . . yes C(10) C(11) 1.394(3) . . yes C(11) C(12) 1.450(3) . . yes C(12) C(13) 1.364(3) . . yes C(12) C(39) 1.477(4) . . yes C(13) C(14) 1.459(4) . . yes C(13) C(45) 1.487(3) . . yes C(14) C(15) 1.388(3) . . yes C(15) C(16) 1.381(3) . . yes C(16) C(17) 1.437(3) . . yes C(17) C(18) 1.377(3) . . yes C(17) C(48) 1.480(3) . . yes C(18) C(19) 1.446(3) . . yes C(18) C(54) 1.485(3) . . yes C(19) C(20) 1.386(3) . . yes C(21) C(22) 1.388(3) . . yes C(21) C(26) 1.386(4) . . yes C(22) C(23) 1.372(4) . . yes C(23) C(24) 1.377(4) . . yes C(24) C(25) 1.375(3) . . yes C(25) C(26) 1.376(3) . . yes C(28) C(29) 1.501(4) . . yes C(30) C(31) 1.386(3) . . yes C(30) C(35) 1.384(3) . . yes C(31) C(32) 1.376(3) . . yes C(32) C(33) 1.370(4) . . yes C(33) C(34) 1.371(3) . . yes C(34) C(35) 1.379(3) . . yes C(37) C(38) 1.474(5) . . yes C(39) C(40) 1.385(3) . . yes C(39) C(44) 1.385(3) . . yes C(40) C(41) 1.374(4) . . yes C(41) C(42) 1.374(4) . . yes C(42) C(43) 1.370(3) . . yes C(43) C(44) 1.375(4) . . yes C(46) C(47) 1.417(8) . . yes C(48) C(49) 1.385(3) . . yes C(48) C(53) 1.393(4) . . yes C(49) C(50) 1.382(3) . . yes C(50) C(51) 1.376(4) . . yes C(51) C(52) 1.370(3) . . yes C(52) C(53) 1.377(3) . . yes C(55) C(56) 1.470(4) . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(27) O(2) C(28) 116.9(2) . . . yes C(36) O(4) C(37) 114.9(2) . . . yes C(45) O(6) C(46) 116.7(2) . . . yes C(54) O(8) C(55) 115.2(2) . . . yes C(1) N(1) C(4) 106.7(2) . . . yes C(6) N(2) C(9) 110.3(2) . . . yes C(11) N(3) C(14) 106.4(2) . . . yes C(16) N(4) C(19) 110.7(2) . . . yes N(1) C(1) C(2) 110.2(2) . . . yes N(1) C(1) C(20) 126.2(2) . . . yes C(2) C(1) C(20) 123.5(2) . . . yes C(1) C(2) C(3) 106.4(2) . . . yes C(1) C(2) C(21) 124.8(2) . . . yes C(3) C(2) C(21) 128.5(2) . . . yes C(2) C(3) C(4) 106.5(2) . . . yes C(2) C(3) C(27) 128.7(2) . . . yes C(4) C(3) C(27) 124.6(2) . . . yes N(1) C(4) C(3) 110.2(2) . . . yes N(1) C(4) C(5) 125.7(2) . . . yes C(3) C(4) C(5) 124.1(2) . . . yes C(4) C(5) C(6) 127.7(2) . . . yes N(2) C(6) C(5) 126.5(2) . . . yes N(2) C(6) C(7) 107.3(2) . . . yes C(5) C(6) C(7) 126.2(2) . . . yes C(6) C(7) C(8) 107.7(2) . . . yes C(6) C(7) C(30) 124.8(2) . . . yes C(8) C(7) C(30) 127.2(2) . . . yes C(7) C(8) C(9) 107.5(2) . . . yes C(7) C(8) C(36) 123.8(2) . . . yes C(9) C(8) C(36) 128.7(2) . . . yes N(2) C(9) C(8) 107.1(2) . . . yes N(2) C(9) C(10) 124.3(2) . . . yes C(8) C(9) C(10) 128.6(2) . . . yes C(9) C(10) C(11) 126.7(2) . . . yes N(3) C(11) C(10) 126.2(2) . . . yes N(3) C(11) C(12) 110.7(2) . . . yes C(10) C(11) C(12) 123.1(2) . . . yes C(11) C(12) C(13) 106.4(2) . . . yes C(11) C(12) C(39) 125.2(2) . . . yes C(13) C(12) C(39) 128.4(2) . . . yes C(12) C(13) C(14) 106.3(2) . . . yes C(12) C(13) C(45) 128.3(2) . . . yes C(14) C(13) C(45) 125.3(2) . . . yes N(3) C(14) C(13) 110.1(2) . . . yes N(3) C(14) C(15) 125.2(2) . . . yes C(13) C(14) C(15) 124.6(2) . . . yes C(14) C(15) C(16) 127.8(2) . . . yes N(4) C(16) C(15) 126.9(2) . . . yes N(4) C(16) C(17) 107.0(2) . . . yes C(15) C(16) C(17) 126.1(2) . . . yes C(16) C(17) C(18) 107.9(2) . . . yes C(16) C(17) C(48) 124.2(2) . . . yes C(18) C(17) C(48) 127.9(2) . . . yes C(17) C(18) C(19) 107.5(2) . . . yes C(17) C(18) C(54) 123.4(2) . . . yes C(19) C(18) C(54) 128.8(2) . . . yes N(4) C(19) C(18) 106.9(2) . . . yes N(4) C(19) C(20) 124.6(2) . . . yes C(18) C(19) C(20) 128.4(2) . . . yes C(1) C(20) C(19) 126.4(2) . . . yes C(2) C(21) C(22) 120.1(2) . . . yes C(2) C(21) C(26) 123.7(2) . . . yes C(22) C(21) C(26) 116.1(2) . . . yes F(1) C(22) C(21) 119.6(2) . . . yes F(1) C(22) C(23) 117.9(2) . . . yes C(21) C(22) C(23) 122.4(2) . . . yes F(2) C(23) C(22) 119.9(3) . . . yes F(2) C(23) C(24) 120.2(2) . . . yes C(22) C(23) C(24) 119.9(2) . . . yes F(3) C(24) C(23) 120.7(2) . . . yes F(3) C(24) C(25) 120.0(3) . . . yes C(23) C(24) C(25) 119.3(2) . . . yes F(4) C(25) C(24) 120.0(2) . . . yes F(4) C(25) C(26) 120.1(2) . . . yes C(24) C(25) C(26) 119.9(3) . . . yes F(5) C(26) C(21) 120.6(2) . . . yes F(5) C(26) C(25) 117.0(2) . . . yes C(21) C(26) C(25) 122.4(2) . . . yes O(1) C(27) O(2) 123.9(2) . . . yes O(1) C(27) C(3) 124.7(2) . . . yes O(2) C(27) C(3) 111.3(2) . . . yes O(2) C(28) C(29) 107.5(2) . . . yes C(7) C(30) C(31) 120.1(2) . . . yes C(7) C(30) C(35) 123.6(2) . . . yes C(31) C(30) C(35) 116.3(2) . . . yes F(6) C(31) C(30) 119.4(2) . . . yes F(6) C(31) C(32) 118.3(2) . . . yes C(30) C(31) C(32) 122.3(2) . . . yes F(7) C(32) C(31) 120.1(2) . . . yes F(7) C(32) C(33) 120.0(2) . . . yes C(31) C(32) C(33) 120.0(2) . . . yes F(8) C(33) C(32) 120.3(2) . . . yes F(8) C(33) C(34) 120.3(2) . . . yes C(32) C(33) C(34) 119.4(2) . . . yes F(9) C(34) C(33) 120.1(2) . . . yes F(9) C(34) C(35) 119.8(2) . . . yes C(33) C(34) C(35) 120.1(2) . . . yes F(10) C(35) C(30) 120.2(2) . . . yes F(10) C(35) C(34) 117.8(2) . . . yes C(30) C(35) C(34) 122.0(2) . . . yes O(3) C(36) O(4) 123.8(2) . . . yes O(3) C(36) C(8) 122.7(2) . . . yes O(4) C(36) C(8) 113.5(2) . . . yes O(4) C(37) C(38) 107.9(2) . . . yes C(12) C(39) C(40) 121.7(2) . . . yes C(12) C(39) C(44) 122.6(2) . . . yes C(40) C(39) C(44) 115.7(2) . . . yes F(11) C(40) C(39) 119.2(2) . . . yes F(11) C(40) C(41) 117.7(2) . . . yes C(39) C(40) C(41) 123.1(2) . . . yes F(12) C(41) C(40) 120.5(2) . . . yes F(12) C(41) C(42) 120.3(2) . . . yes C(40) C(41) C(42) 119.2(2) . . . yes F(13) C(42) C(41) 120.4(2) . . . yes F(13) C(42) C(43) 119.9(2) . . . yes C(41) C(42) C(43) 119.7(3) . . . yes F(14) C(43) C(42) 119.7(2) . . . yes F(14) C(43) C(44) 120.2(2) . . . yes C(42) C(43) C(44) 120.0(2) . . . yes F(15) C(44) C(39) 119.1(2) . . . yes F(15) C(44) C(43) 118.5(2) . . . yes C(39) C(44) C(43) 122.3(2) . . . yes O(5) C(45) O(6) 123.2(2) . . . yes O(5) C(45) C(13) 125.9(3) . . . yes O(6) C(45) C(13) 110.9(2) . . . yes O(6) C(46) C(47) 109.6(3) . . . yes C(17) C(48) C(49) 122.0(2) . . . yes C(17) C(48) C(53) 121.9(2) . . . yes C(49) C(48) C(53) 116.1(2) . . . yes F(16) C(49) C(48) 119.5(2) . . . yes F(16) C(49) C(50) 118.1(2) . . . yes C(48) C(49) C(50) 122.4(2) . . . yes F(17) C(50) C(49) 120.3(2) . . . yes F(17) C(50) C(51) 120.0(2) . . . yes C(49) C(50) C(51) 119.7(2) . . . yes F(18) C(51) C(50) 119.9(2) . . . yes F(18) C(51) C(52) 120.8(2) . . . yes C(50) C(51) C(52) 119.4(2) . . . yes F(19) C(52) C(51) 119.4(2) . . . yes F(19) C(52) C(53) 120.4(2) . . . yes C(51) C(52) C(53) 120.3(2) . . . yes F(20) C(53) C(48) 120.0(2) . . . yes F(20) C(53) C(52) 117.9(2) . . . yes C(48) C(53) C(52) 122.1(2) . . . yes O(7) C(54) O(8) 124.2(2) . . . yes O(7) C(54) C(18) 122.6(2) . . . yes O(8) C(54) C(18) 113.2(2) . . . yes O(8) C(55) C(56) 111.5(3) . . . yes #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag F(1) C(22) C(21) C(2) -0.6(3) . . . . yes F(1) C(22) C(21) C(26) -177.6(2) . . . . yes F(1) C(22) C(23) F(2) -2.7(3) . . . . yes F(1) C(22) C(23) C(24) 176.3(2) . . . . yes F(2) C(23) C(22) C(21) -179.6(2) . . . . yes F(2) C(23) C(24) F(3) 0.2(4) . . . . yes F(2) C(23) C(24) C(25) 179.7(2) . . . . yes F(3) C(24) C(23) C(22) -178.7(2) . . . . yes F(3) C(24) C(25) F(4) 0.2(3) . . . . yes F(3) C(24) C(25) C(26) -179.9(2) . . . . yes F(4) C(25) C(24) C(23) -179.3(2) . . . . yes F(4) C(25) C(26) F(5) -2.2(3) . . . . yes F(4) C(25) C(26) C(21) 177.7(2) . . . . yes F(5) C(26) C(21) C(2) 5.2(3) . . . . yes F(5) C(26) C(21) C(22) -177.8(2) . . . . yes F(5) C(26) C(25) C(24) 177.9(2) . . . . yes F(6) C(31) C(30) C(7) -2.6(4) . . . . yes F(6) C(31) C(30) C(35) -179.2(3) . . . . yes F(6) C(31) C(32) F(7) -1.2(5) . . . . yes F(6) C(31) C(32) C(33) 178.4(3) . . . . yes F(7) C(32) C(31) C(30) -178.2(3) . . . . yes F(7) C(32) C(33) F(8) -1.5(6) . . . . yes F(7) C(32) C(33) C(34) 179.1(3) . . . . yes F(8) C(33) C(32) C(31) 178.9(3) . . . . yes F(8) C(33) C(34) F(9) 0.7(6) . . . . yes F(8) C(33) C(34) C(35) -178.9(3) . . . . yes F(9) C(34) C(33) C(32) -179.8(3) . . . . yes F(9) C(34) C(35) F(10) -2.1(5) . . . . yes F(9) C(34) C(35) C(30) 178.9(3) . . . . yes F(10) C(35) C(30) C(7) 6.8(4) . . . . yes F(10) C(35) C(30) C(31) -176.8(3) . . . . yes F(10) C(35) C(34) C(33) 177.5(3) . . . . yes F(11) C(40) C(39) C(12) 2.7(3) . . . . yes F(11) C(40) C(39) C(44) -178.9(2) . . . . yes F(11) C(40) C(41) F(12) 0.1(3) . . . . yes F(11) C(40) C(41) C(42) 178.8(2) . . . . yes F(12) C(41) C(40) C(39) 179.8(2) . . . . yes F(12) C(41) C(42) F(13) 0.1(3) . . . . yes F(12) C(41) C(42) C(43) 179.6(2) . . . . yes F(13) C(42) C(41) C(40) -178.6(2) . . . . yes F(13) C(42) C(43) F(14) -0.9(3) . . . . yes F(13) C(42) C(43) C(44) 179.2(2) . . . . yes F(14) C(43) C(42) C(41) 179.6(2) . . . . yes F(14) C(43) C(44) F(15) -1.2(3) . . . . yes F(14) C(43) C(44) C(39) -179.7(2) . . . . yes F(15) C(44) C(39) C(12) -0.8(3) . . . . yes F(15) C(44) C(39) C(40) -179.2(2) . . . . yes F(15) C(44) C(43) C(42) 178.7(2) . . . . yes F(16) C(49) C(48) C(17) 3.0(3) . . . . yes F(16) C(49) C(48) C(53) -179.3(2) . . . . yes F(16) C(49) C(50) F(17) -1.1(3) . . . . yes F(16) C(49) C(50) C(51) 178.8(2) . . . . yes F(17) C(50) C(49) C(48) 179.0(2) . . . . yes F(17) C(50) C(51) F(18) 0.5(3) . . . . yes F(17) C(50) C(51) C(52) -179.0(2) . . . . yes F(18) C(51) C(50) C(49) -179.4(2) . . . . yes F(18) C(51) C(52) F(19) -0.4(3) . . . . yes F(18) C(51) C(52) C(53) 179.8(2) . . . . yes F(19) C(52) C(51) C(50) 179.2(2) . . . . yes F(19) C(52) C(53) F(20) -1.6(3) . . . . yes F(19) C(52) C(53) C(48) -179.7(2) . . . . yes F(20) C(53) C(48) C(17) -0.5(3) . . . . yes F(20) C(53) C(48) C(49) -178.2(2) . . . . yes F(20) C(53) C(52) C(51) 178.3(2) . . . . yes O(1) C(27) O(2) C(28) 0.6(3) . . . . yes O(1) C(27) C(3) C(2) 156.2(2) . . . . yes O(1) C(27) C(3) C(4) -16.9(3) . . . . yes O(2) C(27) C(3) C(2) -22.3(3) . . . . yes O(2) C(27) C(3) C(4) 164.6(2) . . . . yes O(3) C(36) O(4) C(37) 1.3(3) . . . . yes O(3) C(36) C(8) C(7) -23.5(3) . . . . yes O(3) C(36) C(8) C(9) 157.8(2) . . . . yes O(4) C(36) C(8) C(7) 155.5(2) . . . . yes O(4) C(36) C(8) C(9) -23.2(3) . . . . yes O(5) C(45) O(6) C(46) -0.4(4) . . . . yes O(5) C(45) C(13) C(12) -168.9(2) . . . . yes O(5) C(45) C(13) C(14) 14.9(4) . . . . yes O(6) C(45) C(13) C(12) 11.9(3) . . . . yes O(6) C(45) C(13) C(14) -164.4(2) . . . . yes O(7) C(54) O(8) C(55) 0.2(3) . . . . yes O(7) C(54) C(18) C(17) 15.2(3) . . . . yes O(7) C(54) C(18) C(19) -157.6(2) . . . . yes O(8) C(54) C(18) C(17) -164.7(2) . . . . yes O(8) C(54) C(18) C(19) 22.4(3) . . . . yes N(1) C(1) C(2) C(3) -0.1(2) . . . . yes N(1) C(1) C(2) C(21) -174.7(2) . . . . yes N(1) C(1) C(20) C(19) 4.5(3) . . . . yes N(1) C(4) C(3) C(2) -0.2(2) . . . . yes N(1) C(4) C(3) C(27) 174.2(2) . . . . yes N(1) C(4) C(5) C(6) -3.9(3) . . . . yes N(2) C(6) C(5) C(4) -0.7(3) . . . . yes N(2) C(6) C(7) C(8) -0.6(2) . . . . yes N(2) C(6) C(7) C(30) -174.6(2) . . . . yes N(2) C(9) C(8) C(7) 1.5(2) . . . . yes N(2) C(9) C(8) C(36) -179.6(2) . . . . yes N(2) C(9) C(10) C(11) 0.1(3) . . . . yes N(3) C(11) C(10) C(9) 3.6(3) . . . . yes N(3) C(11) C(12) C(13) 0.7(2) . . . . yes N(3) C(11) C(12) C(39) -179.0(2) . . . . yes N(3) C(14) C(13) C(12) 0.3(2) . . . . yes N(3) C(14) C(13) C(45) 177.3(2) . . . . yes N(3) C(14) C(15) C(16) -1.9(3) . . . . yes N(4) C(16) C(15) C(14) 6.0(3) . . . . yes N(4) C(16) C(17) C(18) 1.8(2) . . . . yes N(4) C(16) C(17) C(48) -176.6(2) . . . . yes N(4) C(19) C(18) C(17) 1.5(2) . . . . yes N(4) C(19) C(18) C(54) 175.3(2) . . . . yes N(4) C(19) C(20) C(1) -3.5(3) . . . . yes C(1) N(1) C(4) C(3) 0.2(2) . . . . yes C(1) N(1) C(4) C(5) -179.9(2) . . . . yes C(1) C(2) C(3) C(4) 0.2(2) . . . . yes C(1) C(2) C(3) C(27) -173.9(2) . . . . yes C(1) C(2) C(21) C(22) 61.9(3) . . . . yes C(1) C(2) C(21) C(26) -121.3(2) . . . . yes C(1) C(20) C(19) C(18) 171.6(2) . . . . yes C(2) C(1) N(1) C(4) 0.0(2) . . . . yes C(2) C(1) C(20) C(19) -173.6(2) . . . . yes C(2) C(3) C(4) C(5) 179.8(2) . . . . yes C(2) C(21) C(22) C(23) 176.2(2) . . . . yes C(2) C(21) C(26) C(25) -174.7(2) . . . . yes C(3) C(2) C(1) C(20) 178.2(2) . . . . yes C(3) C(2) C(21) C(22) -111.5(3) . . . . yes C(3) C(2) C(21) C(26) 65.4(3) . . . . yes C(3) C(4) C(5) C(6) 176.0(2) . . . . yes C(3) C(27) O(2) C(28) 179.2(2) . . . . yes C(4) N(1) C(1) C(20) -178.3(2) . . . . yes C(4) C(3) C(2) C(21) 174.5(2) . . . . yes C(4) C(5) C(6) C(7) -180.0(2) . . . . yes C(5) C(4) C(3) C(27) -5.8(3) . . . . yes C(5) C(6) N(2) C(9) -177.8(2) . . . . yes C(5) C(6) C(7) C(8) 178.8(2) . . . . yes C(5) C(6) C(7) C(30) 4.7(3) . . . . yes C(6) N(2) C(9) C(8) -1.9(2) . . . . yes C(6) N(2) C(9) C(10) 177.1(2) . . . . yes C(6) C(7) C(8) C(9) -0.6(2) . . . . yes C(6) C(7) C(8) C(36) -179.5(2) . . . . yes C(6) C(7) C(30) C(31) 64.7(4) . . . . yes C(6) C(7) C(30) C(35) -119.0(3) . . . . yes C(7) C(6) N(2) C(9) 1.6(2) . . . . yes C(7) C(8) C(9) C(10) -177.4(2) . . . . yes C(7) C(30) C(31) C(32) 174.3(3) . . . . yes C(7) C(30) C(35) C(34) -174.2(3) . . . . yes C(8) C(7) C(30) C(31) -108.2(3) . . . . yes C(8) C(7) C(30) C(35) 68.1(4) . . . . yes C(8) C(9) C(10) C(11) 178.9(2) . . . . yes C(8) C(36) O(4) C(37) -177.7(2) . . . . yes C(9) C(8) C(7) C(30) 173.3(2) . . . . yes C(9) C(10) C(11) C(12) -178.1(2) . . . . yes C(10) C(9) C(8) C(36) 1.4(3) . . . . yes C(10) C(11) N(3) C(14) 178.0(2) . . . . yes C(10) C(11) C(12) C(13) -177.8(2) . . . . yes C(10) C(11) C(12) C(39) 2.4(3) . . . . yes C(11) N(3) C(14) C(13) 0.1(2) . . . . yes C(11) N(3) C(14) C(15) 177.7(2) . . . . yes C(11) C(12) C(13) C(14) -0.6(2) . . . . yes C(11) C(12) C(13) C(45) -177.4(2) . . . . yes C(11) C(12) C(39) C(40) -117.1(2) . . . . yes C(11) C(12) C(39) C(44) 64.6(3) . . . . yes C(12) C(11) N(3) C(14) -0.5(2) . . . . yes C(12) C(13) C(14) C(15) -177.2(2) . . . . yes C(12) C(39) C(40) C(41) -177.0(2) . . . . yes C(12) C(39) C(44) C(43) 177.6(2) . . . . yes C(13) C(12) C(39) C(40) 63.1(3) . . . . yes C(13) C(12) C(39) C(44) -115.2(2) . . . . yes C(13) C(14) C(15) C(16) 175.4(2) . . . . yes C(13) C(45) O(6) C(46) 178.9(2) . . . . yes C(14) C(13) C(12) C(39) 179.1(2) . . . . yes C(14) C(15) C(16) C(17) -173.1(2) . . . . yes C(15) C(14) C(13) C(45) -0.3(3) . . . . yes C(15) C(16) N(4) C(19) -180.0(2) . . . . yes C(15) C(16) C(17) C(18) -179.1(2) . . . . yes C(15) C(16) C(17) C(48) 2.6(3) . . . . yes C(16) N(4) C(19) C(18) -0.4(2) . . . . yes C(16) N(4) C(19) C(20) 175.7(2) . . . . yes C(16) C(17) C(18) C(19) -2.0(2) . . . . yes C(16) C(17) C(18) C(54) -176.2(2) . . . . yes C(16) C(17) C(48) C(49) -126.8(2) . . . . yes C(16) C(17) C(48) C(53) 55.6(3) . . . . yes C(17) C(16) N(4) C(19) -0.8(2) . . . . yes C(17) C(18) C(19) C(20) -174.4(2) . . . . yes C(17) C(48) C(49) C(50) -177.1(2) . . . . yes C(17) C(48) C(53) C(52) 177.5(2) . . . . yes C(18) C(17) C(48) C(49) 55.2(3) . . . . yes C(18) C(17) C(48) C(53) -122.3(2) . . . . yes C(18) C(54) O(8) C(55) -179.9(2) . . . . yes C(19) C(18) C(17) C(48) 176.3(2) . . . . yes C(20) C(1) C(2) C(21) 3.6(3) . . . . yes C(20) C(19) C(18) C(54) -0.6(4) . . . . yes C(21) C(2) C(3) C(27) 0.4(4) . . . . yes C(21) C(22) C(23) C(24) -0.6(3) . . . . yes C(21) C(26) C(25) C(24) -2.2(3) . . . . yes C(22) C(21) C(26) C(25) 2.2(3) . . . . yes C(22) C(23) C(24) C(25) 0.7(4) . . . . yes C(23) C(22) C(21) C(26) -0.8(3) . . . . yes C(23) C(24) C(25) C(26) 0.6(4) . . . . yes C(27) O(2) C(28) C(29) -166.5(2) . . . . yes C(30) C(7) C(8) C(36) -5.6(3) . . . . yes C(30) C(31) C(32) C(33) 1.4(5) . . . . yes C(30) C(35) C(34) C(33) -1.5(5) . . . . yes C(31) C(30) C(35) C(34) 2.2(4) . . . . yes C(31) C(32) C(33) C(34) -0.6(6) . . . . yes C(32) C(31) C(30) C(35) -2.2(4) . . . . yes C(32) C(33) C(34) C(35) 0.6(6) . . . . yes C(36) O(4) C(37) C(38) 175.3(2) . . . . yes C(39) C(12) C(13) C(45) 2.3(3) . . . . yes C(39) C(40) C(41) C(42) -1.6(3) . . . . yes C(39) C(44) C(43) C(42) 0.2(3) . . . . yes C(40) C(39) C(44) C(43) -0.7(3) . . . . yes C(40) C(41) C(42) C(43) 0.9(3) . . . . yes C(41) C(40) C(39) C(44) 1.4(3) . . . . yes C(41) C(42) C(43) C(44) -0.3(3) . . . . yes C(45) O(6) C(46) C(47) -179.6(3) . . . . yes C(48) C(17) C(18) C(54) 2.1(3) . . . . yes C(48) C(49) C(50) C(51) -1.1(3) . . . . yes C(48) C(53) C(52) C(51) 0.2(3) . . . . yes C(49) C(48) C(53) C(52) -0.1(3) . . . . yes C(49) C(50) C(51) C(52) 1.1(3) . . . . yes C(50) C(49) C(48) C(53) 0.6(3) . . . . yes C(50) C(51) C(52) C(53) -0.7(3) . . . . yes C(54) O(8) C(55) C(56) 84.9(3) . . . . yes C(54) O(8) C(55) C(56) 84.9(3) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag F(1) F(14) 2.992(2) . 3_756 ? F(1) C(43) 3.050(3) . 3_756 ? F(1) C(42) 3.131(3) . 3_756 ? F(1) F(13) 3.168(2) . 3_756 ? F(1) C(47) 3.450(6) . 3_756 ? F(1) F(7) 3.492(2) . 7_646 ? F(2) F(2) 2.779(3) . 3_656 ? F(2) F(3) 2.833(2) . 3_656 ? F(2) F(8) 2.977(3) . 7_646 ? F(2) F(13) 3.126(3) . 3_756 ? F(3) F(13) 2.727(2) . 1_455 ? F(3) F(12) 3.320(2) . 2_756 ? F(3) F(18) 3.554(2) . 5_445 ? F(4) F(12) 2.951(2) . 2_756 ? F(4) F(17) 2.967(2) . 6_646 ? F(4) C(41) 3.024(3) . 2_756 ? F(4) C(42) 3.336(3) . 2_756 ? F(4) F(13) 3.554(2) . 2_756 ? F(5) O(4) 2.989(2) . 2_756 ? F(5) C(10) 3.122(2) . 2_756 ? F(5) C(40) 3.390(3) . 2_756 ? F(5) C(37) 3.417(3) . 2_756 ? F(5) C(39) 3.433(2) . 2_756 ? F(5) C(36) 3.580(2) . 2_756 ? F(6) F(19) 2.966(3) . 3_756 ? F(6) C(28) 3.286(3) . 7_646 ? F(6) C(29) 3.363(3) . 7_646 ? F(7) C(47) 3.176(7) . 5_445 ? F(7) C(22) 3.224(3) . 7_646 ? F(7) O(2) 3.284(2) . 7_646 ? F(7) C(23) 3.376(3) . 7_646 ? F(7) C(28) 3.490(3) . 7_646 ? F(7) C(29) 3.498(4) . 7_646 ? F(7) C(21) 3.576(2) . 7_646 ? F(8) F(9) 3.290(3) . 2_756 ? F(8) C(23) 3.585(3) . 7_646 ? F(9) F(12) 2.930(2) . 6_746 ? F(9) F(9) 3.074(4) . 2_756 ? F(9) C(34) 3.099(4) . 2_756 ? F(9) C(33) 3.215(4) . 2_756 ? F(10) O(1) 2.922(2) . 2_756 ? F(10) C(5) 3.400(3) . 2_756 ? F(10) C(35) 3.419(3) . 2_756 ? F(10) C(30) 3.454(3) . 2_756 ? F(10) C(27) 3.532(2) . 2_756 ? F(11) O(8) 2.983(3) . 2_756 ? F(11) C(55) 3.104(3) . 2_756 ? F(11) C(26) 3.299(2) . 2_756 ? F(11) C(25) 3.432(3) . 2_756 ? F(11) C(21) 3.500(3) . 2_756 ? F(12) C(25) 3.155(3) . 2_756 ? F(12) C(24) 3.338(3) . 2_756 ? F(14) C(54) 2.907(2) . 3_756 ? F(14) C(18) 3.146(2) . 3_756 ? F(14) O(8) 3.174(2) . 3_756 ? F(14) O(7) 3.252(2) . 3_756 ? F(14) C(56) 3.329(5) . 3_756 ? F(14) C(19) 3.375(2) . 3_756 ? F(14) C(20) 3.422(2) . 3_756 ? F(15) N(4) 3.152(2) . 3_756 ? F(15) C(19) 3.228(3) . 3_756 ? F(15) F(20) 3.230(2) . 3_756 ? F(15) C(16) 3.231(2) . 3_756 ? F(15) C(17) 3.331(2) . 3_756 ? F(15) C(18) 3.357(3) . 3_756 ? F(16) C(49) 3.227(3) . 2_756 ? F(16) O(5) 3.250(3) . 2_756 ? F(16) C(29) 3.280(4) . 6_656 ? F(16) C(48) 3.373(2) . 2_756 ? F(16) C(50) 3.502(3) . 2_756 ? F(17) F(17) 2.893(3) . 2_756 ? F(17) C(50) 3.137(2) . 2_756 ? F(17) C(29) 3.332(4) . 6_656 ? F(17) C(51) 3.529(2) . 2_756 ? F(17) C(38) 3.559(3) . 5_455 ? F(19) C(36) 2.997(2) . 3_756 ? F(19) C(31) 3.061(4) . 3_756 ? F(19) O(3) 3.206(2) . 3_756 ? F(19) C(8) 3.301(3) . 3_756 ? F(19) C(30) 3.310(3) . 3_756 ? F(19) O(4) 3.323(2) . 3_756 ? F(19) C(7) 3.452(3) . 3_756 ? F(20) O(4) 3.017(2) . 3_756 ? F(20) C(8) 3.380(3) . 3_756 ? F(20) C(9) 3.404(3) . 3_756 ? F(20) C(36) 3.480(2) . 3_756 ? F(20) C(10) 3.480(2) . 3_756 ? O(1) C(46) 3.535(3) . 5_445 ? O(3) C(55) 3.200(3) . 5_545 ? O(3) C(56) 3.519(4) . 5_545 ? O(4) C(53) 3.555(2) . 3_756 ? O(5) C(28) 3.310(3) . 5_555 ? O(5) C(29) 3.491(3) . 5_555 ? O(5) O(8) 3.522(3) . 2_756 ? O(7) C(37) 3.257(3) . 5_455 ? O(7) C(38) 3.516(4) . 3_756 ? O(8) C(45) 3.523(3) . 2_756 ? N(1) N(2) 3.515(2) . 2_756 ? N(2) C(4) 3.503(2) . 2_756 ? N(3) C(20) 3.508(2) . 2_756 ? N(4) N(4) 3.517(3) . 2_756 ? C(1) C(11) 3.569(3) . 2_756 ? C(4) C(9) 3.537(3) . 2_756 ? C(5) C(6) 3.462(3) . 2_756 ? C(6) C(6) 3.567(4) . 2_756 ? C(11) C(20) 3.600(3) . 2_756 ? C(14) C(19) 3.441(3) . 2_756 ? C(16) C(16) 3.483(4) . 2_756 ? C(25) C(41) 3.286(3) . 2_756 ? C(25) C(40) 3.435(3) . 2_756 ? C(26) C(40) 3.347(3) . 2_756 ? C(28) C(46) 3.507(4) . 5_445 ? C(34) C(34) 3.209(7) . 2_756 ? C(34) C(35) 3.527(4) . 2_756 ? C(35) C(35) 3.334(6) . 2_756 ? C(49) C(49) 3.287(4) . 2_756 ? C(49) C(50) 3.567(3) . 2_756 ? C(50) C(50) 3.367(4) . 2_756 ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_dh _geom_hbond_site_distance_ha _geom_hbond_site_distance_da _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1) N(2) . . . 0.950 2.412 2.966(2) 116.962 no N(1) H(1) N(4) . . . 0.950 2.339 2.895(2) 116.851 no N(2) H(2) N(1) . . . 0.950 2.392 2.966(2) 118.552 no N(2) H(2) N(3) . . . 0.950 2.287 2.892(2) 120.865 no N(3) H(3) N(2) . . . 0.950 2.337 2.892(2) 116.776 no N(3) H(3) N(4) . . . 0.950 2.405 2.964(2) 117.380 no N(4) H(4) N(1) . . . 0.950 2.293 2.895(2) 120.594 no N(4) H(4) N(3) . . . 0.950 2.398 2.964(2) 117.875 no #============================================================================== data_5d-1/2PhCl _database_code_CSD 213895 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C59 H28.50 Cl0.50 F20 N4 O8 ' _chemical_formula_moiety 'C56 H26 F20 N4 O8, 0.5(C6 H5 Cl)' _chemical_formula_weight 1319.09 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_space_group_name_Hall '-C 2yc ' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,y,1/2-z -x,-y,-z x,-y,1/2+z 1/2+x,1/2+y,z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 21.093(3) _cell_length_b 25.700(3) _cell_length_c 19.961(2) _cell_angle_alpha 90 _cell_angle_beta 107.100(3) _cell_angle_gamma 90 _cell_volume 10342(2) _cell_formula_units_Z 8 _cell_measurement_reflns_used 17766 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 123.2 #------------------------------------------------------------------------------ _exptl_crystal_description Platelet _exptl_crystal_colour Red _exptl_crystal_size_max 0.550 _exptl_crystal_size_mid 0.130 _exptl_crystal_size_min 0.050 _exptl_crystal_density_diffrn 1.694 _exptl_crystal_F_000 5304 _exptl_absorpt_coefficient_mu 0.186 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Jacobson, 1998)' _exptl_absorpt_correction_T_min 0.894 _exptl_absorpt_correction_T_max 0.991 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku/MSC Mercury CCD' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 14.62 _diffrn_reflns_number 53596 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_theta_max 27.49 _diffrn_measured_fraction_theta_max 0.9883 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.9883 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 19 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 11738 _reflns_number_gt 8228 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0479 _refine_ls_wR_factor_ref 0.1103 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 11738 _refine_ls_number_parameters 829 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0005 _refine_diff_density_max 0.57 _refine_diff_density_min -0.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Cl Cl 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; F F 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl(1) Cl 0.55738(6) 0.60855(5) 0.49585(6) 0.0290(3) Uani 0.50 d P . . F(1) F 0.29151(6) 0.54553(5) 0.43515(7) 0.0263(4) Uani 1.00 d . . . F(2) F 0.16801(7) 0.57279(6) 0.42948(8) 0.0378(5) Uani 1.00 d . . . F(3) F 0.06312(7) 0.53712(6) 0.32486(9) 0.0388(5) Uani 1.00 d . . . F(4) F 0.08431(6) 0.47427(5) 0.22373(8) 0.0307(4) Uani 1.00 d . . . F(5) F 0.20829(6) 0.44713(5) 0.22815(7) 0.0234(4) Uani 1.00 d . . . F(6) F 0.56247(8) 0.32721(5) 0.48146(7) 0.0336(4) Uani 1.00 d . . . F(7) F 0.54930(8) 0.22474(6) 0.50358(8) 0.0382(5) Uani 1.00 d . . . F(8) F 0.55274(7) 0.15475(5) 0.40364(8) 0.0326(4) Uani 1.00 d . . . F(9) F 0.56946(7) 0.18726(5) 0.28068(7) 0.0301(4) Uani 1.00 d . . . F(10) F 0.58050(7) 0.28953(5) 0.25721(7) 0.0269(4) Uani 1.00 d . . . F(11) F 0.78654(7) 0.53473(6) 0.49196(7) 0.0306(4) Uani 1.00 d . . . F(12) F 0.91834(8) 0.52433(6) 0.53800(8) 0.0459(5) Uani 1.00 d . . . F(13) F 0.99400(7) 0.55215(6) 0.45398(10) 0.0509(5) Uani 1.00 d . . . F(14) F 0.93477(7) 0.58555(6) 0.32099(9) 0.0402(5) Uani 1.00 d . . . F(15) F 0.80248(6) 0.59468(5) 0.27419(7) 0.0239(4) Uani 1.00 d . . . F(16) F 0.56587(7) 0.73120(5) 0.45247(7) 0.0290(4) Uani 1.00 d . . . F(17) F 0.59779(8) 0.83267(6) 0.46217(8) 0.0417(5) Uani 1.00 d . . . F(18) F 0.52661(9) 0.90110(6) 0.36567(9) 0.0478(5) Uani 1.00 d . . . F(19) F 0.42406(8) 0.86673(5) 0.25708(8) 0.0413(5) Uani 1.00 d . . . F(20) F 0.39618(7) 0.76554(5) 0.24300(7) 0.0296(4) Uani 1.00 d . . . O(1) O 0.26588(7) 0.39057(6) 0.36467(8) 0.0223(4) Uani 1.00 d . . . O(2) O 0.34370(8) 0.34052(6) 0.3413(1) 0.0355(5) Uani 1.00 d . . . O(3) O 0.75865(7) 0.39005(6) 0.39097(8) 0.0217(4) Uani 1.00 d . . . O(4) O 0.70565(9) 0.31389(7) 0.3774(1) 0.0437(6) Uani 1.00 d . . . O(5) O 0.78515(7) 0.67339(6) 0.36500(9) 0.0240(4) Uani 1.00 d . . . O(6) O 0.69482(8) 0.71636(6) 0.37023(10) 0.0314(5) Uani 1.00 d . . . O(7) O 0.29221(8) 0.66490(6) 0.34059(10) 0.0297(5) Uani 1.00 d . . . O(8) O 0.34539(9) 0.74099(7) 0.3569(1) 0.0382(6) Uani 1.00 d . . . N(1) N 0.42999(8) 0.49286(7) 0.32737(8) 0.0126(4) Uani 1.00 d . . . N(2) N 0.56385(8) 0.45432(7) 0.34124(9) 0.0135(4) Uani 1.00 d . . . N(3) N 0.60660(8) 0.56284(7) 0.34170(9) 0.0138(4) Uani 1.00 d . . . N(4) N 0.47342(8) 0.60165(7) 0.32972(9) 0.0140(4) Uani 1.00 d . . . C(1) C 0.37324(10) 0.51825(8) 0.32663(10) 0.0131(5) Uani 1.00 d . . . C(2) C 0.32273(10) 0.48118(8) 0.3315(1) 0.0136(5) Uani 1.00 d . . . C(3) C 0.35044(10) 0.43306(8) 0.3350(1) 0.0142(5) Uani 1.00 d . . . C(4) C 0.41821(10) 0.44111(8) 0.33224(10) 0.0124(5) Uani 1.00 d . . . C(5) C 0.4653(1) 0.40173(8) 0.3382(1) 0.0133(5) Uani 1.00 d . . . C(6) C 0.5323(1) 0.40829(8) 0.34405(10) 0.0132(5) Uani 1.00 d . . . C(7) C 0.5815(1) 0.36788(8) 0.3573(1) 0.0145(5) Uani 1.00 d . . . C(8) C 0.6414(1) 0.39059(8) 0.3620(1) 0.0149(5) Uani 1.00 d . . . C(9) C 0.63019(10) 0.44583(8) 0.3526(1) 0.0132(5) Uani 1.00 d . . . C(10) C 0.6770(1) 0.48488(8) 0.3566(1) 0.0152(5) Uani 1.00 d . . . C(11) C 0.66600(10) 0.53824(8) 0.3528(1) 0.0132(5) Uani 1.00 d . . . C(12) C 0.7187(1) 0.57629(8) 0.3613(1) 0.0135(5) Uani 1.00 d . . . C(13) C 0.68992(10) 0.62415(8) 0.3547(1) 0.0137(5) Uani 1.00 d . . . C(14) C 0.6194(1) 0.61488(8) 0.3434(1) 0.0136(5) Uani 1.00 d . . . C(15) C 0.5730(1) 0.65409(8) 0.3388(1) 0.0161(5) Uani 1.00 d . . . C(16) C 0.5070(1) 0.64769(8) 0.3355(1) 0.0152(5) Uani 1.00 d . . . C(17) C 0.4620(1) 0.68866(8) 0.3398(1) 0.0157(5) Uani 1.00 d . . . C(18) C 0.4019(1) 0.66609(8) 0.3359(1) 0.0154(5) Uani 1.00 d . . . C(19) C 0.40958(10) 0.61054(8) 0.3294(1) 0.0130(5) Uani 1.00 d . . . C(20) C 0.36286(10) 0.57168(8) 0.3254(1) 0.0135(5) Uani 1.00 d . . . C(21) C 0.2546(1) 0.49579(8) 0.3312(1) 0.0153(5) Uani 1.00 d . . . C(22) C 0.2415(1) 0.52785(9) 0.3814(1) 0.0192(6) Uani 1.00 d . . . C(23) C 0.1779(1) 0.54162(9) 0.3797(1) 0.0241(6) Uani 1.00 d . . . C(24) C 0.1246(1) 0.52349(10) 0.3269(1) 0.0260(7) Uani 1.00 d . . . C(25) C 0.1356(1) 0.49139(9) 0.2763(1) 0.0217(6) Uani 1.00 d . . . C(26) C 0.1995(1) 0.47800(8) 0.2789(1) 0.0171(5) Uani 1.00 d . . . C(27) C 0.3211(1) 0.38268(8) 0.3466(1) 0.0169(6) Uani 1.00 d . . . C(28) C 0.2315(1) 0.34519(9) 0.3807(1) 0.0245(6) Uani 1.00 d . . . C(29) C 0.2573(1) 0.3324(1) 0.4571(1) 0.0354(8) Uani 1.00 d . . . C(30) C 0.56975(10) 0.31185(8) 0.3679(1) 0.0147(5) Uani 1.00 d . . . C(31) C 0.5623(1) 0.29347(9) 0.4302(1) 0.0205(6) Uani 1.00 d . . . C(32) C 0.5567(1) 0.24127(9) 0.4427(1) 0.0217(6) Uani 1.00 d . . . C(33) C 0.5584(1) 0.20553(8) 0.3922(1) 0.0213(6) Uani 1.00 d . . . C(34) C 0.5661(1) 0.22220(8) 0.3296(1) 0.0189(6) Uani 1.00 d . . . C(35) C 0.5715(1) 0.27457(8) 0.3180(1) 0.0174(6) Uani 1.00 d . . . C(36) C 0.7042(1) 0.36070(9) 0.3770(1) 0.0203(6) Uani 1.00 d . . . C(37) C 0.8211(1) 0.36127(10) 0.4060(1) 0.0308(7) Uani 1.00 d . . . C(38) C 0.8764(1) 0.39973(10) 0.4260(1) 0.0247(6) Uani 1.00 d . . . C(39) C 0.7904(1) 0.56437(8) 0.3813(1) 0.0163(5) Uani 1.00 d . . . C(40) C 0.8223(1) 0.54606(9) 0.4478(1) 0.0217(6) Uani 1.00 d . . . C(41) C 0.8901(1) 0.54112(9) 0.4725(1) 0.0292(7) Uani 1.00 d . . . C(42) C 0.9281(1) 0.55487(10) 0.4301(1) 0.0315(7) Uani 1.00 d . . . C(43) C 0.8980(1) 0.57188(9) 0.3627(1) 0.0268(7) Uani 1.00 d . . . C(44) C 0.8302(1) 0.57626(8) 0.3391(1) 0.0190(6) Uani 1.00 d . . . C(45) C 0.7219(1) 0.67609(8) 0.3637(1) 0.0171(6) Uani 1.00 d . . . C(46) C 0.8200(1) 0.72286(9) 0.3705(1) 0.0278(7) Uani 1.00 d . . . C(47) C 0.8895(1) 0.71147(10) 0.3711(1) 0.0300(7) Uani 1.00 d . . . C(48) C 0.4802(1) 0.74430(8) 0.3471(1) 0.0181(6) Uani 1.00 d . . . C(49) C 0.5316(1) 0.76347(9) 0.4019(1) 0.0214(6) Uani 1.00 d . . . C(50) C 0.5475(1) 0.81560(10) 0.4082(1) 0.0276(7) Uani 1.00 d . . . C(51) C 0.5115(1) 0.85056(9) 0.3596(1) 0.0299(7) Uani 1.00 d . . . C(52) C 0.4598(1) 0.83318(9) 0.3053(1) 0.0274(7) Uani 1.00 d . . . C(53) C 0.4453(1) 0.78091(9) 0.2987(1) 0.0223(6) Uani 1.00 d . . . C(54) C 0.3443(1) 0.69523(9) 0.3450(1) 0.0198(6) Uani 1.00 d . . . C(55) C 0.2359(1) 0.68968(10) 0.3564(2) 0.0351(8) Uani 1.00 d . . . C(56) C 0.2472(1) 0.6928(1) 0.4332(2) 0.0453(9) Uani 1.00 d . . . C(57) C 0.5247(1) 0.5496(1) 0.4961(1) 0.0370(8) Uani 1.00 d . . . C(58) C 0.5649(1) 0.5079(1) 0.4973(1) 0.0329(7) Uani 1.00 d . . . C(59) C 0.5438(1) 0.4583(1) 0.5012(1) 0.0353(8) Uani 1.00 d . . . H(1) H 0.4702 0.5083 0.3250 0.0154 Uiso 0.50 calc P . . H(2) H 0.5429 0.4874 0.3327 0.0165 Uiso 0.50 calc P . . H(3) H 0.5645 0.5468 0.3342 0.0166 Uiso 0.50 calc P . . H(4) H 0.4918 0.5684 0.3265 0.0170 Uiso 0.50 calc P . . H(5) H 0.4501 0.3669 0.3385 0.0161 Uiso 1.00 calc . . . H(6) H 0.7213 0.4738 0.3626 0.0184 Uiso 1.00 calc . . . H(7) H 0.5881 0.6888 0.3378 0.0195 Uiso 1.00 calc . . . H(8) H 0.3189 0.5829 0.3212 0.0165 Uiso 1.00 calc . . . H(9) H 0.1853 0.3524 0.3691 0.0295 Uiso 1.00 calc . . . H(10) H 0.2385 0.3164 0.3539 0.0295 Uiso 1.00 calc . . . H(11) H 0.3034 0.3250 0.4687 0.0428 Uiso 1.00 calc . . . H(12) H 0.2504 0.3612 0.4839 0.0428 Uiso 1.00 calc . . . H(13) H 0.2345 0.3029 0.4670 0.0428 Uiso 1.00 calc . . . H(14) H 0.8245 0.3377 0.4435 0.0372 Uiso 1.00 calc . . . H(15) H 0.8228 0.3426 0.3655 0.0372 Uiso 1.00 calc . . . H(16) H 0.9176 0.3819 0.4362 0.0297 Uiso 1.00 calc . . . H(17) H 0.8727 0.4232 0.3882 0.0297 Uiso 1.00 calc . . . H(18) H 0.8741 0.4186 0.4661 0.0297 Uiso 1.00 calc . . . H(19) H 0.7990 0.7443 0.3315 0.0334 Uiso 1.00 calc . . . H(20) H 0.8199 0.7400 0.4126 0.0334 Uiso 1.00 calc . . . H(21) H 0.9104 0.6904 0.4104 0.0362 Uiso 1.00 calc . . . H(22) H 0.8892 0.6938 0.3293 0.0362 Uiso 1.00 calc . . . H(23) H 0.9133 0.7433 0.3740 0.0362 Uiso 1.00 calc . . . H(24) H 0.2302 0.7238 0.3372 0.0426 Uiso 1.00 calc . . . H(25) H 0.1969 0.6698 0.3361 0.0426 Uiso 1.00 calc . . . H(26) H 0.2861 0.7127 0.4538 0.0544 Uiso 1.00 calc . . . H(27) H 0.2102 0.7091 0.4426 0.0544 Uiso 1.00 calc . . . H(28) H 0.2527 0.6588 0.4527 0.0544 Uiso 1.00 calc . . . H(29) H 0.5378 0.5841 0.4933 0.0401 Uiso 0.50 calc P . . H(30) H 0.6084 0.5137 0.4953 0.0407 Uiso 1.00 calc . . . H(31) H 0.5700 0.4292 0.5021 0.0385 Uiso 1.00 calc . . . H(32) H 0.4788 0.5437 0.4980 0.0401 Uiso 1.00 calc . . . H(33) H 0.4978 0.4527 0.5032 0.0385 Uiso 1.00 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 Cl(1) 0.0391(7) 0.0248(6) 0.0222(6) -0.0036(5) 0.0075(5) 0.0029(5) F(1) 0.0231(7) 0.0306(8) 0.0264(7) 0.0004(6) 0.0091(6) -0.0098(6) F(2) 0.0365(9) 0.0394(9) 0.0461(9) 0.0081(7) 0.0256(7) -0.0113(7) F(3) 0.0148(7) 0.0429(10) 0.064(1) 0.0096(6) 0.0194(7) 0.0060(8) F(4) 0.0130(7) 0.0261(8) 0.0468(9) -0.0033(6) -0.0007(6) 0.0029(6) F(5) 0.0190(7) 0.0214(7) 0.0284(7) -0.0013(5) 0.0049(5) -0.0075(5) F(6) 0.059(1) 0.0186(7) 0.0305(8) 0.0058(7) 0.0251(7) -0.0021(6) F(7) 0.060(1) 0.0257(8) 0.0394(9) 0.0049(7) 0.0314(8) 0.0119(6) F(8) 0.0377(9) 0.0097(7) 0.0528(9) -0.0019(6) 0.0173(7) 0.0062(6) F(9) 0.0390(9) 0.0151(7) 0.0358(8) -0.0014(6) 0.0104(6) -0.0101(6) F(10) 0.0438(9) 0.0181(7) 0.0221(7) -0.0004(6) 0.0148(6) 0.0005(5) F(11) 0.0336(8) 0.0315(8) 0.0245(7) 0.0060(6) 0.0055(6) 0.0059(6) F(12) 0.0390(9) 0.0391(10) 0.0413(9) 0.0137(7) -0.0166(7) -0.0021(7) F(13) 0.0116(7) 0.0381(10) 0.091(1) 0.0046(7) -0.0033(8) -0.0096(9) F(14) 0.0224(8) 0.0317(9) 0.076(1) -0.0051(7) 0.0296(8) -0.0111(8) F(15) 0.0237(7) 0.0225(7) 0.0291(7) -0.0016(6) 0.0133(6) -0.0016(6) F(16) 0.0284(8) 0.0249(8) 0.0298(7) 0.0001(6) 0.0022(6) -0.0023(6) F(17) 0.0426(10) 0.0346(9) 0.0456(9) -0.0186(7) 0.0096(7) -0.0160(7) F(18) 0.074(1) 0.0122(8) 0.062(1) -0.0135(8) 0.0270(9) -0.0091(7) F(19) 0.061(1) 0.0144(8) 0.0493(9) 0.0109(7) 0.0179(8) 0.0076(6) F(20) 0.0299(8) 0.0190(7) 0.0350(8) 0.0068(6) 0.0017(6) -0.0004(6) O(1) 0.0189(8) 0.0138(8) 0.0395(9) 0.0004(6) 0.0168(7) 0.0049(7) O(2) 0.0286(10) 0.0132(9) 0.075(1) -0.0024(7) 0.0309(9) -0.0053(8) O(3) 0.0120(8) 0.0124(8) 0.0402(10) 0.0032(6) 0.0071(7) 0.0020(7) O(4) 0.0177(9) 0.0122(9) 0.099(2) 0.0019(7) 0.0141(10) 0.0002(9) O(5) 0.0173(8) 0.0111(8) 0.047(1) -0.0029(6) 0.0138(7) -0.0034(7) O(6) 0.0184(9) 0.0121(9) 0.063(1) 0.0000(7) 0.0116(8) -0.0018(8) O(7) 0.0129(8) 0.0192(9) 0.059(1) 0.0004(7) 0.0131(8) -0.0137(8) O(8) 0.028(1) 0.0136(9) 0.082(1) 0.0008(7) 0.0302(10) -0.0090(9) N(1) 0.0116(9) 0.0122(9) 0.0142(8) 0.0001(7) 0.0038(7) -0.0016(7) N(2) 0.0148(9) 0.0106(9) 0.0161(9) 0.0010(7) 0.0061(7) 0.0006(7) N(3) 0.0127(9) 0.0120(9) 0.0173(9) 0.0007(7) 0.0053(7) 0.0008(7) N(4) 0.0116(9) 0.0118(9) 0.0188(9) 0.0011(7) 0.0049(7) 0.0021(7) C(1) 0.012(1) 0.017(1) 0.0099(9) 0.0026(8) 0.0021(7) 0.0003(8) C(2) 0.012(1) 0.014(1) 0.0142(10) -0.0007(8) 0.0041(8) -0.0016(8) C(3) 0.012(1) 0.014(1) 0.016(1) -0.0016(8) 0.0042(8) -0.0017(8) C(4) 0.013(1) 0.012(1) 0.0123(10) -0.0010(8) 0.0039(8) -0.0006(8) C(5) 0.015(1) 0.011(1) 0.0144(10) -0.0001(8) 0.0052(8) -0.0020(8) C(6) 0.017(1) 0.010(1) 0.0128(10) 0.0003(8) 0.0057(8) -0.0002(7) C(7) 0.015(1) 0.012(1) 0.017(1) 0.0014(8) 0.0055(8) -0.0020(8) C(8) 0.014(1) 0.013(1) 0.018(1) 0.0018(8) 0.0053(8) -0.0007(8) C(9) 0.015(1) 0.012(1) 0.0138(10) 0.0023(8) 0.0049(8) -0.0008(8) C(10) 0.015(1) 0.013(1) 0.019(1) 0.0015(8) 0.0065(8) -0.0007(8) C(11) 0.011(1) 0.016(1) 0.0130(10) 0.0015(8) 0.0041(8) 0.0000(8) C(12) 0.013(1) 0.012(1) 0.016(1) -0.0008(8) 0.0057(8) -0.0015(8) C(13) 0.014(1) 0.012(1) 0.0156(10) -0.0003(8) 0.0050(8) 0.0002(8) C(14) 0.014(1) 0.012(1) 0.015(1) -0.0014(8) 0.0055(8) 0.0009(8) C(15) 0.016(1) 0.011(1) 0.021(1) -0.0012(8) 0.0064(8) 0.0011(8) C(16) 0.017(1) 0.010(1) 0.019(1) 0.0020(8) 0.0067(8) 0.0019(8) C(17) 0.014(1) 0.013(1) 0.020(1) 0.0017(8) 0.0058(8) -0.0006(8) C(18) 0.016(1) 0.013(1) 0.019(1) 0.0027(8) 0.0064(8) 0.0003(8) C(19) 0.013(1) 0.012(1) 0.0139(10) 0.0034(8) 0.0047(8) 0.0004(8) C(20) 0.011(1) 0.015(1) 0.0141(10) 0.0024(8) 0.0040(8) -0.0003(8) C(21) 0.014(1) 0.011(1) 0.022(1) 0.0007(8) 0.0077(8) 0.0024(8) C(22) 0.017(1) 0.018(1) 0.023(1) -0.0007(9) 0.0067(9) -0.0003(9) C(23) 0.026(1) 0.021(1) 0.032(1) 0.0050(10) 0.020(1) 0.0008(10) C(24) 0.015(1) 0.025(1) 0.042(1) 0.0066(10) 0.014(1) 0.009(1) C(25) 0.012(1) 0.018(1) 0.032(1) -0.0037(9) 0.0025(9) 0.0056(9) C(26) 0.017(1) 0.011(1) 0.024(1) 0.0004(8) 0.0074(9) 0.0019(8) C(27) 0.014(1) 0.014(1) 0.023(1) -0.0011(9) 0.0055(8) -0.0012(8) C(28) 0.020(1) 0.017(1) 0.041(1) -0.0024(9) 0.015(1) 0.0055(10) C(29) 0.050(2) 0.024(1) 0.039(2) -0.002(1) 0.026(1) 0.003(1) C(30) 0.0084(10) 0.011(1) 0.024(1) 0.0008(8) 0.0044(8) 0.0007(8) C(31) 0.021(1) 0.016(1) 0.027(1) 0.0035(9) 0.0110(9) -0.0012(9) C(32) 0.023(1) 0.017(1) 0.029(1) 0.0021(9) 0.0143(10) 0.0083(9) C(33) 0.017(1) 0.010(1) 0.036(1) 0.0007(9) 0.0078(10) 0.0045(9) C(34) 0.016(1) 0.011(1) 0.029(1) 0.0003(9) 0.0042(9) -0.0051(9) C(35) 0.015(1) 0.017(1) 0.020(1) -0.0008(9) 0.0053(8) 0.0009(8) C(36) 0.014(1) 0.016(1) 0.032(1) 0.0014(9) 0.0073(9) 0.0001(9) C(37) 0.014(1) 0.019(1) 0.059(2) 0.0056(10) 0.011(1) 0.001(1) C(38) 0.015(1) 0.028(1) 0.030(1) 0.0037(10) 0.0050(9) 0.0013(10) C(39) 0.012(1) 0.010(1) 0.024(1) 0.0008(8) 0.0023(8) -0.0036(8) C(40) 0.021(1) 0.014(1) 0.028(1) 0.0027(9) 0.0038(9) -0.0034(9) C(41) 0.025(1) 0.019(1) 0.034(1) 0.007(1) -0.008(1) -0.005(1) C(42) 0.009(1) 0.021(1) 0.057(2) 0.0028(10) -0.003(1) -0.012(1) C(43) 0.016(1) 0.015(1) 0.053(2) -0.0026(9) 0.016(1) -0.009(1) C(44) 0.017(1) 0.011(1) 0.029(1) 0.0012(9) 0.0070(9) -0.0030(9) C(45) 0.016(1) 0.013(1) 0.022(1) -0.0009(9) 0.0045(8) 0.0015(8) C(46) 0.020(1) 0.014(1) 0.051(2) -0.0057(10) 0.012(1) -0.003(1) C(47) 0.023(1) 0.020(1) 0.051(2) -0.006(1) 0.017(1) 0.001(1) C(48) 0.018(1) 0.012(1) 0.028(1) 0.0006(9) 0.0126(9) -0.0025(9) C(49) 0.023(1) 0.017(1) 0.027(1) 0.0004(9) 0.0116(10) 0.0001(9) C(50) 0.028(1) 0.025(1) 0.032(1) -0.010(1) 0.013(1) -0.013(1) C(51) 0.044(2) 0.009(1) 0.043(1) -0.007(1) 0.023(1) -0.0051(10) C(52) 0.037(1) 0.012(1) 0.037(1) 0.006(1) 0.019(1) 0.0035(10) C(53) 0.023(1) 0.017(1) 0.030(1) 0.0009(9) 0.0122(10) -0.0016(9) C(54) 0.015(1) 0.018(1) 0.027(1) 0.0024(9) 0.0074(9) -0.0025(9) C(55) 0.013(1) 0.023(1) 0.073(2) 0.000(1) 0.019(1) -0.018(1) C(56) 0.037(2) 0.038(2) 0.072(2) 0.004(1) 0.033(2) -0.005(1) C(57) 0.043(2) 0.047(2) 0.020(1) -0.023(1) 0.008(1) -0.006(1) C(58) 0.042(2) 0.037(2) 0.020(1) -0.007(1) 0.009(1) -0.005(1) C(59) 0.038(2) 0.045(2) 0.021(1) -0.005(1) 0.006(1) -0.005(1) #------------------------------------------------------------------------------ _computing_data_collection CRYSTALCLEAR _computing_cell_refinement CRYSTALCLEAR _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR97 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics 'Ortep-3 and Mercury ' #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl(1) C(57) 1.665(3) . . yes Cl(1) H(29) 0.746 . . no F(1) C(22) 1.344(3) . . yes F(2) C(23) 1.339(3) . . yes F(3) C(24) 1.332(3) . . yes F(4) C(25) 1.341(3) . . yes F(5) C(26) 1.342(2) . . yes F(6) C(31) 1.340(3) . . yes F(7) C(32) 1.339(2) . . yes F(8) C(33) 1.336(2) . . yes F(9) C(34) 1.343(2) . . yes F(10) C(35) 1.339(2) . . yes F(11) C(40) 1.349(3) . . yes F(12) C(41) 1.339(3) . . yes F(13) C(42) 1.333(3) . . yes F(14) C(43) 1.341(3) . . yes F(15) C(44) 1.342(3) . . yes F(16) C(49) 1.342(3) . . yes F(17) C(50) 1.344(3) . . yes F(18) C(51) 1.335(3) . . yes F(19) C(52) 1.345(3) . . yes F(20) C(53) 1.337(3) . . yes O(1) C(27) 1.334(2) . . yes O(1) C(28) 1.458(3) . . yes O(2) C(27) 1.201(3) . . yes O(3) C(36) 1.334(3) . . yes O(3) C(37) 1.463(3) . . yes O(4) C(36) 1.203(3) . . yes O(5) C(45) 1.329(3) . . yes O(5) C(46) 1.456(3) . . yes O(6) C(45) 1.207(3) . . yes O(7) C(54) 1.329(3) . . yes O(7) C(55) 1.462(3) . . yes O(8) C(54) 1.199(3) . . yes N(1) C(1) 1.360(3) . . yes N(1) C(4) 1.362(3) . . yes N(1) H(1) 0.950 . . no N(2) C(6) 1.367(3) . . yes N(2) C(9) 1.367(3) . . yes N(2) H(2) 0.949 . . no N(3) C(11) 1.362(3) . . yes N(3) C(14) 1.363(3) . . yes N(3) H(3) 0.951 . . no N(4) C(16) 1.366(3) . . yes N(4) C(19) 1.364(3) . . yes N(4) H(4) 0.950 . . no C(1) C(2) 1.454(3) . . yes C(1) C(20) 1.390(3) . . yes C(2) C(3) 1.361(3) . . yes C(2) C(21) 1.483(3) . . yes C(3) C(4) 1.462(3) . . yes C(3) C(27) 1.481(3) . . yes C(4) C(5) 1.398(3) . . yes C(5) C(6) 1.393(3) . . yes C(5) H(5) 0.950 . . no C(6) C(7) 1.437(3) . . yes C(7) C(8) 1.370(3) . . yes C(7) C(30) 1.487(3) . . yes C(8) C(9) 1.442(3) . . yes C(8) C(36) 1.484(3) . . yes C(9) C(10) 1.393(3) . . yes C(10) C(11) 1.389(3) . . yes C(10) H(6) 0.950 . . no C(11) C(12) 1.452(3) . . yes C(12) C(13) 1.360(3) . . yes C(12) C(39) 1.479(3) . . yes C(13) C(14) 1.457(3) . . yes C(13) C(45) 1.482(3) . . yes C(14) C(15) 1.389(3) . . yes C(15) C(16) 1.385(3) . . yes C(15) H(7) 0.950 . . no C(16) C(17) 1.437(3) . . yes C(17) C(18) 1.374(3) . . yes C(17) C(48) 1.477(3) . . yes C(18) C(19) 1.447(3) . . yes C(18) C(54) 1.484(3) . . yes C(19) C(20) 1.389(3) . . yes C(20) H(8) 0.950 . . no C(21) C(22) 1.386(3) . . yes C(21) C(26) 1.392(3) . . yes C(22) C(23) 1.380(3) . . yes C(23) C(24) 1.376(3) . . yes C(24) C(25) 1.377(3) . . yes C(25) C(26) 1.376(3) . . yes C(28) C(29) 1.496(4) . . yes C(28) H(9) 0.951 . . no C(28) H(10) 0.950 . . no C(29) H(11) 0.949 . . no C(29) H(12) 0.949 . . no C(29) H(13) 0.951 . . no C(30) C(31) 1.383(3) . . yes C(30) C(35) 1.390(3) . . yes C(31) C(32) 1.376(3) . . yes C(32) C(33) 1.372(3) . . yes C(33) C(34) 1.376(3) . . yes C(34) C(35) 1.375(3) . . yes C(37) C(38) 1.491(3) . . yes C(37) H(14) 0.949 . . no C(37) H(15) 0.950 . . no C(38) H(16) 0.950 . . no C(38) H(17) 0.950 . . no C(38) H(18) 0.950 . . no C(39) C(40) 1.382(3) . . yes C(39) C(44) 1.386(3) . . yes C(40) C(41) 1.375(3) . . yes C(41) C(42) 1.373(4) . . yes C(42) C(43) 1.378(4) . . yes C(43) C(44) 1.373(3) . . yes C(46) C(47) 1.493(3) . . yes C(46) H(19) 0.950 . . no C(46) H(20) 0.950 . . no C(47) H(21) 0.948 . . no C(47) H(22) 0.950 . . no C(47) H(23) 0.952 . . no C(48) C(49) 1.385(3) . . yes C(48) C(53) 1.393(3) . . yes C(49) C(50) 1.378(3) . . yes C(50) C(51) 1.376(4) . . yes C(51) C(52) 1.367(4) . . yes C(52) C(53) 1.375(3) . . yes C(55) C(56) 1.483(4) . . yes C(55) H(24) 0.950 . . no C(55) H(25) 0.951 . . no C(56) H(26) 0.950 . . no C(56) H(27) 0.951 . . no C(56) H(28) 0.950 . . no C(57) C(58) 1.361(4) . . yes C(57) C(59) 1.477(4) . 3_666 yes C(57) H(29) 0.936 . . no C(57) H(32) 0.994 . . no C(57) H(33) 0.482 . 3_666 no C(58) C(59) 1.361(4) . . yes C(58) H(30) 0.941 . . no C(59) H(31) 0.926 . . no C(59) H(32) 0.483 . 3_666 no C(59) H(33) 0.994 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(57) Cl(1) H(29) 8.8 . . . no C(27) O(1) C(28) 117.9(2) . . . yes C(36) O(3) C(37) 115.2(2) . . . yes C(45) O(5) C(46) 115.9(2) . . . yes C(54) O(7) C(55) 116.0(2) . . . yes C(1) N(1) C(4) 106.9(2) . . . yes C(1) N(1) H(1) 126.5 . . . no C(4) N(1) H(1) 126.6 . . . no C(6) N(2) C(9) 110.0(2) . . . yes C(6) N(2) H(2) 125.1 . . . no C(9) N(2) H(2) 124.9 . . . no C(11) N(3) C(14) 106.6(2) . . . yes C(11) N(3) H(3) 126.7 . . . no C(14) N(3) H(3) 126.8 . . . no C(16) N(4) C(19) 110.0(2) . . . yes C(16) N(4) H(4) 125.0 . . . no C(19) N(4) H(4) 125.0 . . . no N(1) C(1) C(2) 110.2(2) . . . yes N(1) C(1) C(20) 127.4(2) . . . yes C(2) C(1) C(20) 122.3(2) . . . yes C(1) C(2) C(3) 106.7(2) . . . yes C(1) C(2) C(21) 124.2(2) . . . yes C(3) C(2) C(21) 129.1(2) . . . yes C(2) C(3) C(4) 106.2(2) . . . yes C(2) C(3) C(27) 127.6(2) . . . yes C(4) C(3) C(27) 125.9(2) . . . yes N(1) C(4) C(3) 110.0(2) . . . yes N(1) C(4) C(5) 125.0(2) . . . yes C(3) C(4) C(5) 124.9(2) . . . yes C(4) C(5) C(6) 126.6(2) . . . yes C(4) C(5) H(5) 116.7 . . . no C(6) C(5) H(5) 116.7 . . . no N(2) C(6) C(5) 126.6(2) . . . yes N(2) C(6) C(7) 107.4(2) . . . yes C(5) C(6) C(7) 126.0(2) . . . yes C(6) C(7) C(8) 107.8(2) . . . yes C(6) C(7) C(30) 125.8(2) . . . yes C(8) C(7) C(30) 126.3(2) . . . yes C(7) C(8) C(9) 107.3(2) . . . yes C(7) C(8) C(36) 122.9(2) . . . yes C(9) C(8) C(36) 129.7(2) . . . yes N(2) C(9) C(8) 107.4(2) . . . yes N(2) C(9) C(10) 124.6(2) . . . yes C(8) C(9) C(10) 128.0(2) . . . yes C(9) C(10) C(11) 127.1(2) . . . yes C(9) C(10) H(6) 116.4 . . . no C(11) C(10) H(6) 116.5 . . . no N(3) C(11) C(10) 126.7(2) . . . yes N(3) C(11) C(12) 110.0(2) . . . yes C(10) C(11) C(12) 123.3(2) . . . yes C(11) C(12) C(13) 107.1(2) . . . yes C(11) C(12) C(39) 125.4(2) . . . yes C(13) C(12) C(39) 127.2(2) . . . yes C(12) C(13) C(14) 105.8(2) . . . yes C(12) C(13) C(45) 128.9(2) . . . yes C(14) C(13) C(45) 125.0(2) . . . yes N(3) C(14) C(13) 110.5(2) . . . yes N(3) C(14) C(15) 125.4(2) . . . yes C(13) C(14) C(15) 124.0(2) . . . yes C(14) C(15) C(16) 126.6(2) . . . yes C(14) C(15) H(7) 116.7 . . . no C(16) C(15) H(7) 116.7 . . . no N(4) C(16) C(15) 126.6(2) . . . yes N(4) C(16) C(17) 107.7(2) . . . yes C(15) C(16) C(17) 125.7(2) . . . yes C(16) C(17) C(18) 107.6(2) . . . yes C(16) C(17) C(48) 123.9(2) . . . yes C(18) C(17) C(48) 128.6(2) . . . yes C(17) C(18) C(19) 107.2(2) . . . yes C(17) C(18) C(54) 123.7(2) . . . yes C(19) C(18) C(54) 128.8(2) . . . yes N(4) C(19) C(18) 107.5(2) . . . yes N(4) C(19) C(20) 124.2(2) . . . yes C(18) C(19) C(20) 128.2(2) . . . yes C(1) C(20) C(19) 127.2(2) . . . yes C(1) C(20) H(8) 116.5 . . . no C(19) C(20) H(8) 116.4 . . . no C(2) C(21) C(22) 123.1(2) . . . yes C(2) C(21) C(26) 121.0(2) . . . yes C(22) C(21) C(26) 115.9(2) . . . yes F(1) C(22) C(21) 120.1(2) . . . yes F(1) C(22) C(23) 117.5(2) . . . yes C(21) C(22) C(23) 122.3(2) . . . yes F(2) C(23) C(22) 119.9(2) . . . yes F(2) C(23) C(24) 120.1(2) . . . yes C(22) C(23) C(24) 120.1(2) . . . yes F(3) C(24) C(23) 120.2(2) . . . yes F(3) C(24) C(25) 120.6(2) . . . yes C(23) C(24) C(25) 119.3(2) . . . yes F(4) C(25) C(24) 119.9(2) . . . yes F(4) C(25) C(26) 120.2(2) . . . yes C(24) C(25) C(26) 119.8(2) . . . yes F(5) C(26) C(21) 119.3(2) . . . yes F(5) C(26) C(25) 118.1(2) . . . yes C(21) C(26) C(25) 122.6(2) . . . yes O(1) C(27) O(2) 124.2(2) . . . yes O(1) C(27) C(3) 110.3(2) . . . yes O(2) C(27) C(3) 125.5(2) . . . yes O(1) C(28) C(29) 110.1(2) . . . yes O(1) C(28) H(9) 109.3 . . . no O(1) C(28) H(10) 109.3 . . . no C(29) C(28) H(9) 109.3 . . . no C(29) C(28) H(10) 109.4 . . . no H(9) C(28) H(10) 109.3 . . . no C(28) C(29) H(11) 109.5 . . . no C(28) C(29) H(12) 109.5 . . . no C(28) C(29) H(13) 109.4 . . . no H(11) C(29) H(12) 109.6 . . . no H(11) C(29) H(13) 109.4 . . . no H(12) C(29) H(13) 109.4 . . . no C(7) C(30) C(31) 121.7(2) . . . yes C(7) C(30) C(35) 121.7(2) . . . yes C(31) C(30) C(35) 116.3(2) . . . yes F(6) C(31) C(30) 119.3(2) . . . yes F(6) C(31) C(32) 118.3(2) . . . yes C(30) C(31) C(32) 122.3(2) . . . yes F(7) C(32) C(31) 120.8(2) . . . yes F(7) C(32) C(33) 119.3(2) . . . yes C(31) C(32) C(33) 119.9(2) . . . yes F(8) C(33) C(32) 120.4(2) . . . yes F(8) C(33) C(34) 120.0(2) . . . yes C(32) C(33) C(34) 119.7(2) . . . yes F(9) C(34) C(33) 119.8(2) . . . yes F(9) C(34) C(35) 120.6(2) . . . yes C(33) C(34) C(35) 119.6(2) . . . yes F(10) C(35) C(30) 119.5(2) . . . yes F(10) C(35) C(34) 118.2(2) . . . yes C(30) C(35) C(34) 122.3(2) . . . yes O(3) C(36) O(4) 123.0(2) . . . yes O(3) C(36) C(8) 114.4(2) . . . yes O(4) C(36) C(8) 122.6(2) . . . yes O(3) C(37) C(38) 107.8(2) . . . yes O(3) C(37) H(14) 109.9 . . . no O(3) C(37) H(15) 109.8 . . . no C(38) C(37) H(14) 109.9 . . . no C(38) C(37) H(15) 109.9 . . . no H(14) C(37) H(15) 109.5 . . . no C(37) C(38) H(16) 109.4 . . . no C(37) C(38) H(17) 109.5 . . . no C(37) C(38) H(18) 109.5 . . . no H(16) C(38) H(17) 109.5 . . . no H(16) C(38) H(18) 109.5 . . . no H(17) C(38) H(18) 109.5 . . . no C(12) C(39) C(40) 120.0(2) . . . yes C(12) C(39) C(44) 123.0(2) . . . yes C(40) C(39) C(44) 116.6(2) . . . yes F(11) C(40) C(39) 119.6(2) . . . yes F(11) C(40) C(41) 117.8(2) . . . yes C(39) C(40) C(41) 122.5(2) . . . yes F(12) C(41) C(40) 119.9(2) . . . yes F(12) C(41) C(42) 120.8(2) . . . yes C(40) C(41) C(42) 119.3(2) . . . yes F(13) C(42) C(41) 120.2(2) . . . yes F(13) C(42) C(43) 119.9(2) . . . yes C(41) C(42) C(43) 120.0(2) . . . yes F(14) C(43) C(42) 120.3(2) . . . yes F(14) C(43) C(44) 120.0(2) . . . yes C(42) C(43) C(44) 119.6(2) . . . yes F(15) C(44) C(39) 119.7(2) . . . yes F(15) C(44) C(43) 118.3(2) . . . yes C(39) C(44) C(43) 122.0(2) . . . yes O(5) C(45) O(6) 123.1(2) . . . yes O(5) C(45) C(13) 111.9(2) . . . yes O(6) C(45) C(13) 124.9(2) . . . yes O(5) C(46) C(47) 107.6(2) . . . yes O(5) C(46) H(19) 109.9 . . . no O(5) C(46) H(20) 109.9 . . . no C(47) C(46) H(19) 109.9 . . . no C(47) C(46) H(20) 109.9 . . . no H(19) C(46) H(20) 109.5 . . . no C(46) C(47) H(21) 109.5 . . . no C(46) C(47) H(22) 109.5 . . . no C(46) C(47) H(23) 109.3 . . . no H(21) C(47) H(22) 109.7 . . . no H(21) C(47) H(23) 109.5 . . . no H(22) C(47) H(23) 109.4 . . . no C(17) C(48) C(49) 122.9(2) . . . yes C(17) C(48) C(53) 121.1(2) . . . yes C(49) C(48) C(53) 116.0(2) . . . yes F(16) C(49) C(48) 119.9(2) . . . yes F(16) C(49) C(50) 118.0(2) . . . yes C(48) C(49) C(50) 122.1(2) . . . yes F(17) C(50) C(49) 120.3(2) . . . yes F(17) C(50) C(51) 119.7(2) . . . yes C(49) C(50) C(51) 120.0(2) . . . yes F(18) C(51) C(50) 120.2(2) . . . yes F(18) C(51) C(52) 120.3(2) . . . yes C(50) C(51) C(52) 119.5(2) . . . yes F(19) C(52) C(51) 120.4(2) . . . yes F(19) C(52) C(53) 119.8(2) . . . yes C(51) C(52) C(53) 119.8(2) . . . yes F(20) C(53) C(48) 119.9(2) . . . yes F(20) C(53) C(52) 117.6(2) . . . yes C(48) C(53) C(52) 122.5(2) . . . yes O(7) C(54) O(8) 123.8(2) . . . yes O(7) C(54) C(18) 112.8(2) . . . yes O(8) C(54) C(18) 123.4(2) . . . yes O(7) C(55) C(56) 110.6(2) . . . yes O(7) C(55) H(24) 109.3 . . . no O(7) C(55) H(25) 109.2 . . . no C(56) C(55) H(24) 109.2 . . . no C(56) C(55) H(25) 109.1 . . . no H(24) C(55) H(25) 109.4 . . . no C(55) C(56) H(26) 109.5 . . . no C(55) C(56) H(27) 109.5 . . . no C(55) C(56) H(28) 109.6 . . . no H(26) C(56) H(27) 109.3 . . . no H(26) C(56) H(28) 109.5 . . . no H(27) C(56) H(28) 109.4 . . . no Cl(1) C(57) C(58) 117.4(2) . . . yes Cl(1) C(57) C(59) 122.3(2) . . 3_666 yes Cl(1) C(57) H(29) 7.0 . . . no Cl(1) C(57) H(32) 123.2 . . . no Cl(1) C(57) H(33) 121.3 . . 3_666 no C(58) C(57) C(59) 120.2(3) . . 3_666 yes C(58) C(57) H(29) 123.8 . . . no C(58) C(57) H(32) 119.3 . . . no C(58) C(57) H(33) 121.2 . . 3_666 no C(59) C(57) H(29) 116.1 3_666 . . no C(59) C(57) H(32) 0.9 3_666 . . no C(59) C(57) H(33) 1.1 3_666 . 3_666 no H(29) C(57) H(32) 117.0 . . . no H(29) C(57) H(33) 115.0 . . 3_666 no H(32) C(57) H(33) 2.0 . . 3_666 no C(57) C(58) C(59) 121.8(3) . . . yes C(57) C(58) H(30) 119.0 . . . no C(59) C(58) H(30) 119.3 . . . no C(57) C(59) C(58) 118.1(3) 3_666 . . yes C(57) C(59) H(31) 118.4 3_666 . . no C(57) C(59) H(32) 1.9 3_666 . 3_666 no C(57) C(59) H(33) 0.5 3_666 . . no C(58) C(59) H(31) 123.6 . . . no C(58) C(59) H(32) 116.2 . . 3_666 no C(58) C(59) H(33) 118.6 . . . no H(31) C(59) H(32) 120.2 . . 3_666 no H(31) C(59) H(33) 117.9 . . . no H(32) C(59) H(33) 2.4 3_666 . . no #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl(1) C(57) C(58) C(59) 176.5(2) . . . . yes Cl(1) C(57) C(59) C(58) -176.4(2) . . 3_666 3_666 yes F(1) C(22) C(21) C(2) -2.8(3) . . . . yes F(1) C(22) C(21) C(26) 177.8(2) . . . . yes F(1) C(22) C(23) F(2) 1.9(3) . . . . yes F(1) C(22) C(23) C(24) -178.3(2) . . . . yes F(2) C(23) C(22) C(21) -179.9(2) . . . . yes F(2) C(23) C(24) F(3) 0.4(3) . . . . yes F(2) C(23) C(24) C(25) -179.9(2) . . . . yes F(3) C(24) C(23) C(22) -179.4(2) . . . . yes F(3) C(24) C(25) F(4) 1.0(3) . . . . yes F(3) C(24) C(25) C(26) 179.5(2) . . . . yes F(4) C(25) C(24) C(23) -178.7(2) . . . . yes F(4) C(25) C(26) F(5) -0.8(3) . . . . yes F(4) C(25) C(26) C(21) 178.3(2) . . . . yes F(5) C(26) C(21) C(2) 0.1(3) . . . . yes F(5) C(26) C(21) C(22) 179.5(2) . . . . yes F(5) C(26) C(25) C(24) -179.2(2) . . . . yes F(6) C(31) C(30) C(7) 3.2(3) . . . . yes F(6) C(31) C(30) C(35) 177.8(2) . . . . yes F(6) C(31) C(32) F(7) 2.3(3) . . . . yes F(6) C(31) C(32) C(33) -177.9(2) . . . . yes F(7) C(32) C(31) C(30) -179.8(2) . . . . yes F(7) C(32) C(33) F(8) 0.2(3) . . . . yes F(7) C(32) C(33) C(34) -179.9(2) . . . . yes F(8) C(33) C(32) C(31) -179.7(2) . . . . yes F(8) C(33) C(34) F(9) -1.6(3) . . . . yes F(8) C(33) C(34) C(35) 179.5(2) . . . . yes F(9) C(34) C(33) C(32) 178.5(2) . . . . yes F(9) C(34) C(35) F(10) -0.5(3) . . . . yes F(9) C(34) C(35) C(30) -178.6(2) . . . . yes F(10) C(35) C(30) C(7) -3.5(3) . . . . yes F(10) C(35) C(30) C(31) -178.1(2) . . . . yes F(10) C(35) C(34) C(33) 178.4(2) . . . . yes F(11) C(40) C(39) C(12) 5.9(3) . . . . yes F(11) C(40) C(39) C(44) 178.7(2) . . . . yes F(11) C(40) C(41) F(12) 1.6(3) . . . . yes F(11) C(40) C(41) C(42) -176.7(2) . . . . yes F(12) C(41) C(40) C(39) 178.4(2) . . . . yes F(12) C(41) C(42) F(13) -0.7(4) . . . . yes F(12) C(41) C(42) C(43) 179.7(2) . . . . yes F(13) C(42) C(41) C(40) 177.6(2) . . . . yes F(13) C(42) C(43) F(14) 0.2(3) . . . . yes F(13) C(42) C(43) C(44) -177.8(2) . . . . yes F(14) C(43) C(42) C(41) 179.8(2) . . . . yes F(14) C(43) C(44) F(15) -0.4(3) . . . . yes F(14) C(43) C(44) C(39) -177.6(2) . . . . yes F(15) C(44) C(39) C(12) -6.9(3) . . . . yes F(15) C(44) C(39) C(40) -179.4(2) . . . . yes F(15) C(44) C(43) C(42) 177.7(2) . . . . yes F(16) C(49) C(48) C(17) -2.1(3) . . . . yes F(16) C(49) C(48) C(53) 177.0(2) . . . . yes F(16) C(49) C(50) F(17) 2.7(3) . . . . yes F(16) C(49) C(50) C(51) -176.6(2) . . . . yes F(17) C(50) C(49) C(48) 180.0(2) . . . . yes F(17) C(50) C(51) F(18) 0.5(4) . . . . yes F(17) C(50) C(51) C(52) -179.0(2) . . . . yes F(18) C(51) C(50) C(49) 179.8(2) . . . . yes F(18) C(51) C(52) F(19) 0.7(4) . . . . yes F(18) C(51) C(52) C(53) 178.8(2) . . . . yes F(19) C(52) C(51) C(50) -179.8(2) . . . . yes F(19) C(52) C(53) F(20) 1.1(3) . . . . yes F(19) C(52) C(53) C(48) -179.6(2) . . . . yes F(20) C(53) C(48) C(17) -2.9(3) . . . . yes F(20) C(53) C(48) C(49) 178.0(2) . . . . yes F(20) C(53) C(52) C(51) -177.0(2) . . . . yes O(1) C(27) C(3) C(2) -9.9(3) . . . . yes O(1) C(27) C(3) C(4) 163.5(2) . . . . yes O(2) C(27) O(1) C(28) 1.6(3) . . . . yes O(2) C(27) C(3) C(2) 170.8(2) . . . . yes O(2) C(27) C(3) C(4) -15.8(4) . . . . yes O(3) C(36) C(8) C(7) -169.4(2) . . . . yes O(3) C(36) C(8) C(9) 7.8(3) . . . . yes O(4) C(36) O(3) C(37) 0.9(3) . . . . yes O(4) C(36) C(8) C(7) 9.6(4) . . . . yes O(4) C(36) C(8) C(9) -173.2(2) . . . . yes O(5) C(45) C(13) C(12) 13.9(3) . . . . yes O(5) C(45) C(13) C(14) -172.7(2) . . . . yes O(6) C(45) O(5) C(46) -3.7(3) . . . . yes O(6) C(45) C(13) C(12) -165.1(2) . . . . yes O(6) C(45) C(13) C(14) 8.4(3) . . . . yes O(7) C(54) C(18) C(17) -178.5(2) . . . . yes O(7) C(54) C(18) C(19) -5.9(3) . . . . yes O(8) C(54) O(7) C(55) -4.4(4) . . . . yes O(8) C(54) C(18) C(17) -0.4(4) . . . . yes O(8) C(54) C(18) C(19) 172.2(2) . . . . yes N(1) C(1) C(2) C(3) -0.1(2) . . . . yes N(1) C(1) C(2) C(21) -179.2(2) . . . . yes N(1) C(1) C(20) C(19) -4.8(3) . . . . yes N(1) C(4) C(3) C(2) 0.2(2) . . . . yes N(1) C(4) C(3) C(27) -174.4(2) . . . . yes N(1) C(4) C(5) C(6) 3.7(3) . . . . yes N(2) C(6) C(5) C(4) -3.7(3) . . . . yes N(2) C(6) C(7) C(8) -0.2(2) . . . . yes N(2) C(6) C(7) C(30) 176.9(2) . . . . yes N(2) C(9) C(8) C(7) -1.3(2) . . . . yes N(2) C(9) C(8) C(36) -178.8(2) . . . . yes N(2) C(9) C(10) C(11) 2.8(3) . . . . yes N(3) C(11) C(10) C(9) -2.7(3) . . . . yes N(3) C(11) C(12) C(13) -0.4(2) . . . . yes N(3) C(11) C(12) C(39) 173.4(2) . . . . yes N(3) C(14) C(13) C(12) -1.4(2) . . . . yes N(3) C(14) C(13) C(45) -176.0(2) . . . . yes N(3) C(14) C(15) C(16) 3.7(3) . . . . yes N(4) C(16) C(15) C(14) -6.3(4) . . . . yes N(4) C(16) C(17) C(18) -0.5(2) . . . . yes N(4) C(16) C(17) C(48) 179.5(2) . . . . yes N(4) C(19) C(18) C(17) 0.1(2) . . . . yes N(4) C(19) C(18) C(54) -173.5(2) . . . . yes N(4) C(19) C(20) C(1) 5.6(3) . . . . yes C(1) N(1) C(4) C(3) -0.2(2) . . . . yes C(1) N(1) C(4) C(5) -176.4(2) . . . . yes C(1) C(2) C(3) C(4) 0.0(2) . . . . yes C(1) C(2) C(3) C(27) 174.4(2) . . . . yes C(1) C(2) C(21) C(22) -60.5(3) . . . . yes C(1) C(2) C(21) C(26) 118.9(2) . . . . yes C(1) C(20) C(19) C(18) -172.6(2) . . . . yes C(2) C(1) N(1) C(4) 0.2(2) . . . . yes C(2) C(1) C(20) C(19) 171.5(2) . . . . yes C(2) C(3) C(4) C(5) 176.3(2) . . . . yes C(2) C(21) C(22) C(23) 179.1(2) . . . . yes C(2) C(21) C(26) C(25) -179.0(2) . . . . yes C(3) C(2) C(1) C(20) -177.0(2) . . . . yes C(3) C(2) C(21) C(22) 120.7(2) . . . . yes C(3) C(2) C(21) C(26) -59.9(3) . . . . yes C(3) C(4) C(5) C(6) -172.0(2) . . . . yes C(3) C(27) O(1) C(28) -177.7(2) . . . . yes C(4) N(1) C(1) C(20) 176.9(2) . . . . yes C(4) C(3) C(2) C(21) 179.0(2) . . . . yes C(4) C(5) C(6) C(7) 173.2(2) . . . . yes C(5) C(4) C(3) C(27) 1.8(3) . . . . yes C(5) C(6) N(2) C(9) 176.8(2) . . . . yes C(5) C(6) C(7) C(8) -177.6(2) . . . . yes C(5) C(6) C(7) C(30) -0.5(3) . . . . yes C(6) N(2) C(9) C(8) 1.2(2) . . . . yes C(6) N(2) C(9) C(10) -176.7(2) . . . . yes C(6) C(7) C(8) C(9) 0.9(2) . . . . yes C(6) C(7) C(8) C(36) 178.6(2) . . . . yes C(6) C(7) C(30) C(31) -76.4(3) . . . . yes C(6) C(7) C(30) C(35) 109.3(2) . . . . yes C(7) C(6) N(2) C(9) -0.6(2) . . . . yes C(7) C(8) C(9) C(10) 176.5(2) . . . . yes C(7) C(30) C(31) C(32) -174.7(2) . . . . yes C(7) C(30) C(35) C(34) 174.5(2) . . . . yes C(8) C(7) C(30) C(31) 100.1(3) . . . . yes C(8) C(7) C(30) C(35) -74.2(3) . . . . yes C(8) C(9) C(10) C(11) -174.6(2) . . . . yes C(8) C(36) O(3) C(37) 179.9(2) . . . . yes C(9) C(8) C(7) C(30) -176.2(2) . . . . yes C(9) C(10) C(11) C(12) 176.5(2) . . . . yes C(10) C(9) C(8) C(36) -1.0(4) . . . . yes C(10) C(11) N(3) C(14) 178.8(2) . . . . yes C(10) C(11) C(12) C(13) -179.7(2) . . . . yes C(10) C(11) C(12) C(39) -5.9(3) . . . . yes C(11) N(3) C(14) C(13) 1.1(2) . . . . yes C(11) N(3) C(14) C(15) -175.7(2) . . . . yes C(11) C(12) C(13) C(14) 1.0(2) . . . . yes C(11) C(12) C(13) C(45) 175.4(2) . . . . yes C(11) C(12) C(39) C(40) -67.8(3) . . . . yes C(11) C(12) C(39) C(44) 119.9(2) . . . . yes C(12) C(11) N(3) C(14) -0.5(2) . . . . yes C(12) C(13) C(14) C(15) 175.5(2) . . . . yes C(12) C(39) C(40) C(41) -170.9(2) . . . . yes C(12) C(39) C(44) C(43) 170.3(2) . . . . yes C(13) C(12) C(39) C(40) 104.8(3) . . . . yes C(13) C(12) C(39) C(44) -67.5(3) . . . . yes C(13) C(14) C(15) C(16) -172.7(2) . . . . yes C(13) C(45) O(5) C(46) 177.3(2) . . . . yes C(14) C(13) C(12) C(39) -172.6(2) . . . . yes C(14) C(15) C(16) C(17) 171.5(2) . . . . yes C(15) C(14) C(13) C(45) 0.8(3) . . . . yes C(15) C(16) N(4) C(19) 178.7(2) . . . . yes C(15) C(16) C(17) C(18) -178.7(2) . . . . yes C(15) C(16) C(17) C(48) 1.3(3) . . . . yes C(16) N(4) C(19) C(18) -0.4(2) . . . . yes C(16) N(4) C(19) C(20) -178.9(2) . . . . yes C(16) C(17) C(18) C(19) 0.3(2) . . . . yes C(16) C(17) C(18) C(54) 174.2(2) . . . . yes C(16) C(17) C(48) C(49) -57.7(3) . . . . yes C(16) C(17) C(48) C(53) 123.2(2) . . . . yes C(17) C(16) N(4) C(19) 0.6(2) . . . . yes C(17) C(18) C(19) C(20) 178.5(2) . . . . yes C(17) C(48) C(49) C(50) -179.4(2) . . . . yes C(17) C(48) C(53) C(52) 177.9(2) . . . . yes C(18) C(17) C(48) C(49) 122.3(2) . . . . yes C(18) C(17) C(48) C(53) -56.8(3) . . . . yes C(18) C(54) O(7) C(55) 173.7(2) . . . . yes C(19) C(18) C(17) C(48) -179.7(2) . . . . yes C(20) C(1) C(2) C(21) 4.0(3) . . . . yes C(20) C(19) C(18) C(54) 5.0(4) . . . . yes C(21) C(2) C(3) C(27) -6.6(4) . . . . yes C(21) C(22) C(23) C(24) -0.1(4) . . . . yes C(21) C(26) C(25) C(24) -0.2(3) . . . . yes C(22) C(21) C(26) C(25) 0.4(3) . . . . yes C(22) C(23) C(24) C(25) 0.3(3) . . . . yes C(23) C(22) C(21) C(26) -0.3(3) . . . . yes C(23) C(24) C(25) C(26) -0.2(3) . . . . yes C(27) O(1) C(28) C(29) 89.8(2) . . . . yes C(30) C(7) C(8) C(36) 1.6(3) . . . . yes C(30) C(31) C(32) C(33) 0.0(4) . . . . yes C(30) C(35) C(34) C(33) 0.4(3) . . . . yes C(31) C(30) C(35) C(34) -0.1(3) . . . . yes C(31) C(32) C(33) C(34) 0.3(3) . . . . yes C(32) C(31) C(30) C(35) -0.1(3) . . . . yes C(32) C(33) C(34) C(35) -0.5(3) . . . . yes C(36) O(3) C(37) C(38) -175.5(2) . . . . yes C(39) C(12) C(13) C(45) 1.8(3) . . . . yes C(39) C(40) C(41) C(42) 0.1(4) . . . . yes C(39) C(44) C(43) C(42) 0.4(3) . . . . yes C(40) C(39) C(44) C(43) -2.2(3) . . . . yes C(40) C(41) C(42) C(43) -2.0(4) . . . . yes C(41) C(40) C(39) C(44) 1.9(3) . . . . yes C(41) C(42) C(43) C(44) 1.7(4) . . . . yes C(45) O(5) C(46) C(47) 180.0(2) . . . . yes C(48) C(17) C(18) C(54) -5.7(3) . . . . yes C(48) C(49) C(50) C(51) 0.7(3) . . . . yes C(48) C(53) C(52) C(51) 2.2(4) . . . . yes C(49) C(48) C(53) C(52) -1.2(3) . . . . yes C(49) C(50) C(51) C(52) 0.2(4) . . . . yes C(50) C(49) C(48) C(53) -0.2(3) . . . . yes C(50) C(51) C(52) C(53) -1.6(4) . . . . yes C(54) O(7) C(55) C(56) -80.8(3) . . . . yes C(54) O(7) C(55) C(56) -80.8(3) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cl(1) F(6) 3.161(2) . 3_666 ? Cl(1) C(16) 3.224(2) . . ? Cl(1) N(4) 3.273(2) . . ? Cl(1) F(16) 3.288(2) . . ? Cl(1) C(27) 3.431(2) . 3_666 ? Cl(1) C(15) 3.452(2) . . ? Cl(1) C(5) 3.492(2) . 3_666 ? Cl(1) C(3) 3.530(2) . 3_666 ? Cl(1) C(4) 3.554(2) . 3_666 ? Cl(1) O(2) 3.556(2) . 3_666 ? F(1) C(58) 3.237(3) . 3_666 ? F(1) F(11) 3.239(2) . 3_666 ? F(1) C(59) 3.331(3) . 3_666 ? F(2) F(8) 3.143(2) . 5_455 ? F(2) F(11) 3.183(2) . 3_666 ? F(2) F(12) 3.265(2) . 3_666 ? F(2) C(38) 3.361(3) . 3_666 ? F(2) O(3) 3.590(2) . 3_666 ? F(3) F(14) 2.960(2) . 1_455 ? F(3) F(12) 3.084(2) . 3_666 ? F(3) F(14) 3.178(2) . 2_655 ? F(3) F(13) 3.336(2) . 1_455 ? F(3) F(3) 3.368(3) . 2_555 ? F(3) F(4) 3.383(2) . 2_555 ? F(3) F(8) 3.444(2) . 5_455 ? F(4) F(19) 2.803(2) . 6_545 ? F(4) F(14) 2.988(2) . 2_655 ? F(4) F(18) 3.121(2) . 6_545 ? F(4) C(43) 3.129(3) . 2_655 ? F(5) O(3) 3.044(2) . 2_655 ? F(5) C(38) 3.303(3) . 2_655 ? F(5) C(37) 3.383(3) . 2_655 ? F(5) C(10) 3.474(2) . 2_655 ? F(5) F(19) 3.554(2) . 6_545 ? F(5) C(44) 3.582(3) . 2_655 ? F(6) C(59) 3.428(3) . . ? F(6) C(54) 3.492(3) . 3_666 ? F(6) C(18) 3.504(2) . 3_666 ? F(7) C(49) 2.909(3) . 3_666 ? F(7) F(16) 3.034(2) . 3_666 ? F(7) O(8) 3.135(3) . 3_666 ? F(7) C(50) 3.235(3) . 3_666 ? F(7) C(48) 3.317(3) . 3_666 ? F(7) C(37) 3.566(3) . 7_656 ? F(8) F(14) 3.108(2) . 5_445 ? F(8) F(13) 3.198(2) . 5_445 ? F(8) C(38) 3.574(3) . 7_656 ? F(9) F(9) 2.824(3) . 2_655 ? F(9) C(34) 3.183(3) . 2_655 ? F(9) F(14) 3.294(2) . 6_645 ? F(9) C(55) 3.390(3) . 5_545 ? F(9) C(47) 3.444(3) . 6_645 ? F(10) C(35) 3.138(3) . 2_655 ? F(10) O(2) 3.160(2) . 2_655 ? F(10) F(10) 3.323(3) . 2_655 ? F(10) C(5) 3.434(2) . 2_655 ? F(10) C(47) 3.455(3) . 6_645 ? F(10) C(30) 3.458(3) . 2_655 ? F(10) C(34) 3.523(3) . 2_655 ? F(11) C(23) 3.138(3) . 3_666 ? F(11) C(22) 3.195(3) . 3_666 ? F(12) F(13) 2.671(2) . 3_766 ? F(12) F(18) 2.721(2) . 7_666 ? F(12) C(24) 3.322(3) . 3_666 ? F(12) C(23) 3.413(3) . 3_666 ? F(13) F(13) 3.217(4) . 3_766 ? F(13) C(38) 3.300(3) . 3_766 ? F(13) C(41) 3.431(3) . 3_766 ? F(14) C(25) 3.184(3) . 2_655 ? F(14) C(24) 3.264(3) . 2_655 ? F(15) O(7) 3.131(2) . 2_655 ? F(15) C(26) 3.176(2) . 2_655 ? F(15) C(25) 3.246(3) . 2_655 ? F(15) C(21) 3.293(2) . 2_655 ? F(15) C(24) 3.408(3) . 2_655 ? F(15) C(22) 3.429(3) . 2_655 ? F(15) C(55) 3.489(3) . 2_655 ? F(15) C(23) 3.496(3) . 2_655 ? F(15) C(20) 3.519(2) . 2_655 ? F(17) C(29) 3.397(3) . 5_555 ? F(17) C(47) 3.451(3) . 7_666 ? F(17) C(41) 3.477(3) . 7_666 ? F(17) C(46) 3.577(3) . 7_666 ? F(18) F(19) 3.060(2) . 2_655 ? F(18) C(41) 3.520(3) . 7_666 ? F(19) C(51) 3.050(3) . 2_655 ? F(19) C(52) 3.177(3) . 2_655 ? F(19) F(19) 3.298(3) . 2_655 ? F(19) C(25) 3.435(3) . 6_555 ? F(20) O(6) 2.800(2) . 2_655 ? F(20) C(15) 3.452(2) . 2_655 ? F(20) C(45) 3.592(3) . 2_655 ? O(2) C(46) 3.148(3) . 5_445 ? O(2) C(47) 3.457(3) . 5_445 ? O(4) C(55) 3.306(3) . 5_545 ? O(4) C(56) 3.334(4) . 5_545 ? O(6) C(28) 3.392(3) . 5_555 ? O(6) C(29) 3.507(3) . 5_555 ? O(6) C(29) 3.525(3) . 3_666 ? O(8) C(37) 3.328(3) . 5_455 ? N(1) C(58) 3.470(3) . 3_666 ? N(1) C(59) 3.532(3) . 3_666 ? N(1) C(57) 3.542(3) . 3_666 ? N(1) N(2) 3.547(2) . 2_655 ? N(2) C(59) 3.344(3) . . ? N(2) C(58) 3.400(3) . . ? N(3) N(4) 3.487(2) . 2_655 ? N(3) C(19) 3.550(3) . 2_655 ? N(3) C(20) 3.585(3) . 2_655 ? N(4) C(57) 3.446(3) . . ? N(4) C(14) 3.451(3) . 2_655 ? N(4) C(15) 3.486(3) . 2_655 ? C(1) C(59) 3.420(3) . 3_666 ? C(1) C(58) 3.437(3) . 3_666 ? C(1) C(11) 3.469(3) . 2_655 ? C(1) C(10) 3.600(3) . 2_655 ? C(2) C(58) 3.551(3) . 3_666 ? C(4) C(57) 3.290(3) . 3_666 ? C(4) C(9) 3.530(3) . 2_655 ? C(4) C(58) 3.565(3) . 3_666 ? C(5) C(57) 3.484(3) . 3_666 ? C(5) C(59) 3.503(3) . . ? C(6) C(59) 3.333(3) . . ? C(6) C(6) 3.598(4) . 2_655 ? C(11) C(20) 3.533(3) . 2_655 ? C(14) C(19) 3.323(3) . 2_655 ? C(15) C(16) 3.394(3) . 2_655 ? C(15) C(17) 3.534(3) . 2_655 ? C(16) C(16) 3.337(4) . 2_655 ? C(20) C(59) 3.527(3) . 3_666 ? C(25) C(43) 3.365(3) . 2_655 ? C(25) C(44) 3.400(3) . 2_655 ? C(26) C(44) 3.384(3) . 2_655 ? C(29) C(45) 3.481(3) . 3_666 ? C(32) C(47) 3.477(3) . 5_445 ? C(33) C(47) 3.466(3) . 5_445 ? C(34) C(34) 3.558(4) . 2_655 ? C(34) C(55) 3.560(3) . 5_545 ? C(35) C(35) 3.413(4) . 2_655 ? C(51) C(52) 3.545(3) . 2_655 ? C(52) C(52) 3.155(5) . 2_655 ? C(52) C(53) 3.545(3) . 2_655 ? C(53) C(53) 3.427(4) . 2_655 ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_dh _geom_hbond_site_distance_ha _geom_hbond_site_distance_da _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1) N(2) . . . 0.950 2.357 2.927(2) 118.142 no N(1) H(1) N(4) . . . 0.950 2.401 2.938(2) 115.507 no N(2) H(2) N(1) . . . 0.949 2.356 2.927(2) 118.248 no N(2) H(2) N(3) . . . 0.949 2.337 2.930(2) 120.077 no N(3) H(3) N(2) . . . 0.951 2.381 2.930(2) 116.378 no N(3) H(3) N(4) . . . 0.951 2.362 2.924(2) 117.355 no N(4) H(4) N(1) . . . 0.950 2.341 2.938(2) 120.392 no N(4) H(4) N(3) . . . 0.950 2.353 2.924(2) 118.122 no N(2) H(2) N(1) . . 2_655 0.949 3.410 3.547(2) 90.444 no #============================================================================== data_5e _database_code_CSD 213896 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C48 H18 Cl8 F12 N4 ' _chemical_formula_moiety 'C48 H18 Cl8 F12 N4 ' _chemical_formula_weight 1162.30 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a ' _symmetry_space_group_name_Hall '-P 2yab ' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,-z -x,-y,-z 1/2+x,1/2-y,z _cell_length_a 14.995(3) _cell_length_b 12.084(2) _cell_length_c 15.045(3) _cell_angle_alpha 90 _cell_angle_beta 116.761(4) _cell_angle_gamma 90 _cell_volume 2434.1(9) _cell_formula_units_Z 2 _cell_measurement_reflns_used 7640 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 173.2 #------------------------------------------------------------------------------ _exptl_crystal_description Prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.350 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.586 _exptl_crystal_F_000 1156 _exptl_absorpt_coefficient_mu 0.548 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details Coppens_numerical _exptl_absorpt_correction_T_min 0.803 _exptl_absorpt_correction_T_max 0.896 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku/MSC Mercury CCD' _diffrn_measurement_method w _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 24573 _diffrn_reflns_av_R_equivalents 0.038 _diffrn_reflns_theta_max 27.48 _diffrn_measured_fraction_theta_max 0.9874 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.9874 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). Fluorine atoms in the trifluoromethy groups seems to rotate in the crystal and they are treated as disordered groups. ; _reflns_number_total 5506 _reflns_number_gt 3298 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0742 _refine_ls_wR_factor_ref 0.1869 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 5506 _refine_ls_number_parameters 337 _refine_ls_goodness_of_fit_ref 1.665 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0010 _refine_diff_density_max 0.67 _refine_diff_density_min -0.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Cl Cl 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; F F 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl(1) Cl 0.83191(8) 0.39921(9) 0.3843(1) 0.1052(4) Uani 1.00 d . . . Cl(2) Cl 0.7029(1) 0.81981(9) 0.3409(1) 0.1264(6) Uani 1.00 d . . . Cl(3) Cl 0.1332(1) 0.5772(1) 0.0909(1) 0.1262(6) Uani 1.00 d . . . Cl(4) Cl 0.3104(1) 0.1824(1) 0.1510(1) 0.1383(6) Uani 1.00 d . . . F(1) F 0.6498(2) 0.5712(4) 0.1509(2) 0.099(1) Uani 0.80 d P . . F(1a) F 0.555(2) 0.633(2) 0.127(1) 0.129(6) Uiso 0.20 d P . . F(2) F 0.4933(3) 0.5897(5) 0.1051(2) 0.115(1) Uani 0.80 d P . . F(2a) F 0.513(1) 0.483(2) 0.107(1) 0.091(5) Uiso 0.20 d P . . F(3) F 0.5549(4) 0.4320(3) 0.1272(3) 0.110(1) Uani 0.80 d P . . F(3a) F 0.641(2) 0.487(2) 0.150(1) 0.131(6) Uiso 0.20 d P . . F(4) F 0.1110(1) 0.2504(2) 0.3107(2) 0.0878(7) Uani 1.00 d . . . F(5) F 0.0609(1) 0.4165(2) 0.2757(2) 0.0869(7) Uani 1.00 d . . . F(6) F 0.0623(1) 0.3112(2) 0.1634(1) 0.0840(7) Uani 1.00 d . . . N(1) N 0.5633(2) 0.5239(2) 0.4057(2) 0.0437(6) Uani 1.00 d . . . N(2) N 0.3745(2) 0.4387(2) 0.3804(2) 0.0446(6) Uani 1.00 d . . . C(1) C 0.6568(2) 0.5653(2) 0.4350(2) 0.0412(7) Uani 1.00 d . . . C(2) C 0.6769(2) 0.5730(2) 0.3492(2) 0.0438(8) Uani 1.00 d . . . C(3) C 0.5930(2) 0.5383(2) 0.2695(2) 0.0450(8) Uani 1.00 d . . . C(4) C 0.5216(2) 0.5060(2) 0.3054(2) 0.0428(8) Uani 1.00 d . . . C(5) C 0.4268(2) 0.4638(2) 0.2490(2) 0.0472(8) Uani 1.00 d . . . C(6) C 0.3593(2) 0.4330(2) 0.2843(2) 0.0431(7) Uani 1.00 d . . . C(7) C 0.2591(2) 0.3922(2) 0.2227(2) 0.0465(8) Uani 1.00 d . . . C(8) C 0.2168(2) 0.3754(2) 0.2848(2) 0.0450(7) Uani 1.00 d . . . C(9) C 0.2890(2) 0.4044(2) 0.3846(2) 0.0426(7) Uani 1.00 d . . . C(10) C 0.2752(2) 0.4023(2) 0.4696(2) 0.0455(8) Uani 1.00 d . . . C(11) C 0.7739(2) 0.6125(2) 0.3568(2) 0.0469(8) Uani 1.00 d . . . C(12) C 0.8500(2) 0.5392(3) 0.3716(2) 0.0595(10) Uani 1.00 d . . . C(13) C 0.9411(3) 0.5756(4) 0.3792(3) 0.080(1) Uani 1.00 d . . . C(14) C 0.9558(3) 0.6873(4) 0.3745(3) 0.085(1) Uani 1.00 d . . . C(15) C 0.8849(3) 0.7600(4) 0.3634(3) 0.088(1) Uani 1.00 d . . . C(16) C 0.7939(3) 0.7239(3) 0.3543(3) 0.068(1) Uani 1.00 d . . . C(17) C 0.5745(3) 0.5354(3) 0.1644(3) 0.064(1) Uani 1.00 d . . . C(18) C 0.2175(2) 0.3775(3) 0.1135(2) 0.0569(9) Uani 1.00 d . . . C(19) C 0.1591(3) 0.4577(4) 0.0460(3) 0.081(1) Uani 1.00 d . . . C(20) C 0.1213(4) 0.4400(6) -0.0565(4) 0.122(2) Uani 1.00 d . . . C(21) C 0.1441(5) 0.3448(9) -0.0897(4) 0.145(3) Uani 1.00 d . . . C(22) C 0.1998(4) 0.2686(6) -0.0287(4) 0.125(2) Uani 1.00 d . . . C(23) C 0.2370(3) 0.2823(4) 0.0736(3) 0.085(1) Uani 1.00 d . . . C(24) C 0.1134(2) 0.3369(3) 0.2582(2) 0.0551(9) Uani 1.00 d . . . H(1N) H 0.5325 0.5098 0.4477 0.0525 Uiso 0.50 calc P . . H(2N) H 0.4342 0.4624 0.4354 0.0535 Uiso 0.50 calc P . . H(5) H 0.4059 0.4550 0.1797 0.0566 Uiso 1.00 calc . . . H(10) H 0.2128 0.3799 0.4657 0.0546 Uiso 1.00 calc . . . H(13) H 0.9922 0.5242 0.3874 0.0954 Uiso 1.00 calc . . . H(14) H 1.0177 0.7130 0.3793 0.1024 Uiso 1.00 calc . . . H(15) H 0.8969 0.8370 0.3616 0.1055 Uiso 1.00 calc . . . H(20) H 0.0801 0.4942 -0.1024 0.1467 Uiso 1.00 calc . . . H(21) H 0.1187 0.3334 -0.1594 0.1740 Uiso 1.00 calc . . . H(22) H 0.2151 0.2033 -0.0543 0.1500 Uiso 1.00 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 Cl(1) 0.0727(7) 0.0740(7) 0.152(1) 0.0088(5) 0.0356(7) -0.0114(6) Cl(2) 0.119(1) 0.0610(7) 0.232(2) 0.0072(6) 0.108(1) 0.0225(8) Cl(3) 0.135(1) 0.1057(10) 0.137(1) 0.0341(8) 0.0595(10) 0.0441(8) Cl(4) 0.163(1) 0.112(1) 0.140(1) 0.0384(9) 0.068(1) -0.0223(9) F(1) 0.079(2) 0.183(4) 0.052(1) -0.055(2) 0.046(1) -0.012(2) F(2) 0.080(2) 0.209(4) 0.056(2) 0.055(3) 0.030(2) 0.049(2) F(3) 0.182(4) 0.096(3) 0.073(2) -0.031(3) 0.076(3) -0.030(2) F(4) 0.063(1) 0.097(2) 0.096(2) -0.030(1) 0.030(1) 0.014(1) F(5) 0.045(1) 0.113(2) 0.106(2) 0.000(1) 0.037(1) -0.025(1) F(6) 0.050(1) 0.130(2) 0.064(1) -0.032(1) 0.0191(9) -0.027(1) N(1) 0.035(1) 0.056(1) 0.043(1) -0.005(1) 0.0199(10) -0.001(1) N(2) 0.036(1) 0.054(1) 0.046(1) -0.0066(10) 0.021(1) -0.004(1) C(1) 0.036(1) 0.047(1) 0.045(2) -0.004(1) 0.022(1) -0.003(1) C(2) 0.042(1) 0.048(2) 0.049(2) -0.003(1) 0.027(1) 0.002(1) C(3) 0.041(1) 0.052(2) 0.049(2) -0.002(1) 0.026(1) 0.000(1) C(4) 0.036(1) 0.053(2) 0.043(2) -0.001(1) 0.022(1) 0.000(1) C(5) 0.039(1) 0.060(2) 0.045(2) -0.002(1) 0.021(1) -0.004(1) C(6) 0.036(1) 0.053(2) 0.039(1) -0.001(1) 0.016(1) -0.003(1) C(7) 0.036(1) 0.055(2) 0.048(2) -0.004(1) 0.018(1) -0.005(1) C(8) 0.036(1) 0.049(2) 0.049(2) -0.003(1) 0.018(1) -0.005(1) C(9) 0.036(1) 0.048(2) 0.045(2) -0.004(1) 0.019(1) -0.004(1) C(10) 0.036(1) 0.053(2) 0.051(2) -0.006(1) 0.023(1) -0.003(1) C(11) 0.040(1) 0.060(2) 0.048(2) -0.007(1) 0.026(1) -0.004(1) C(12) 0.046(2) 0.075(2) 0.060(2) -0.006(2) 0.026(1) -0.016(2) C(13) 0.047(2) 0.122(3) 0.076(2) 0.002(2) 0.034(2) -0.015(2) C(14) 0.058(2) 0.118(4) 0.094(3) -0.027(2) 0.046(2) -0.005(2) C(15) 0.076(3) 0.084(3) 0.119(3) -0.031(2) 0.058(2) 0.003(2) C(16) 0.071(2) 0.062(2) 0.088(2) -0.013(2) 0.049(2) 0.003(2) C(17) 0.054(2) 0.087(3) 0.057(2) -0.008(2) 0.030(2) -0.003(2) C(18) 0.040(1) 0.082(2) 0.047(2) -0.013(2) 0.018(1) -0.008(2) C(19) 0.061(2) 0.114(3) 0.063(2) -0.006(2) 0.024(2) 0.021(2) C(20) 0.082(3) 0.198(6) 0.060(3) -0.018(4) 0.009(2) 0.042(4) C(21) 0.118(5) 0.252(9) 0.057(3) -0.045(6) 0.032(3) -0.033(5) C(22) 0.121(4) 0.182(6) 0.072(3) -0.030(4) 0.042(3) -0.061(4) C(23) 0.069(2) 0.116(3) 0.068(2) -0.009(2) 0.030(2) -0.032(2) C(24) 0.040(1) 0.070(2) 0.055(2) -0.014(1) 0.021(1) -0.009(2) #------------------------------------------------------------------------------ _computing_data_collection CRYSTALCLEAR _computing_cell_refinement CRYSTALCLEAR _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics 'Ortep-3 and Mercury ' #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl(1) C(12) 1.737(4) . . yes Cl(2) C(16) 1.732(4) . . yes Cl(3) C(19) 1.711(5) . . yes Cl(4) C(23) 1.693(5) . . yes F(1) C(17) 1.309(4) . . yes F(1a) C(17) 1.28(2) . . yes F(2) C(17) 1.315(5) . . yes F(2a) C(17) 1.13(2) . . yes F(3) C(17) 1.347(5) . . yes F(3a) C(17) 1.25(2) . . yes F(4) C(24) 1.321(4) . . yes F(5) C(24) 1.342(4) . . yes F(6) C(24) 1.316(3) . . yes N(1) C(1) 1.361(3) . . yes N(1) C(4) 1.366(3) . . yes N(2) C(6) 1.359(3) . . yes N(2) C(9) 1.375(3) . . yes C(1) C(2) 1.456(4) . . yes C(1) C(10) 1.390(4) . 3_666 yes C(2) C(3) 1.355(4) . . yes C(2) C(11) 1.486(4) . . yes C(3) C(4) 1.453(3) . . yes C(3) C(17) 1.477(4) . . yes C(4) C(5) 1.384(4) . . yes C(5) C(6) 1.390(4) . . yes C(6) C(7) 1.450(4) . . yes C(7) C(8) 1.361(4) . . yes C(7) C(18) 1.482(4) . . yes C(8) C(9) 1.444(4) . . yes C(8) C(24) 1.490(4) . . yes C(9) C(10) 1.386(4) . . yes C(11) C(12) 1.381(4) . . yes C(11) C(16) 1.384(4) . . yes C(12) C(13) 1.390(5) . . yes C(13) C(14) 1.375(6) . . yes C(14) C(15) 1.331(6) . . yes C(15) C(16) 1.379(5) . . yes C(18) C(19) 1.392(5) . . yes C(18) C(23) 1.388(5) . . yes C(19) C(20) 1.399(7) . . yes C(20) C(21) 1.359(9) . . yes C(21) C(22) 1.302(10) . . yes C(22) C(23) 1.391(6) . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(1) N(1) C(4) 107.9(2) . . . yes C(6) N(2) C(9) 108.7(2) . . . yes N(1) C(1) C(2) 109.3(2) . . . yes N(1) C(1) C(10) 127.4(2) . . 3_666 yes C(2) C(1) C(10) 123.3(2) . . 3_666 yes C(1) C(2) C(3) 106.5(2) . . . yes C(1) C(2) C(11) 122.6(2) . . . yes C(3) C(2) C(11) 130.9(2) . . . yes C(2) C(3) C(4) 107.4(2) . . . yes C(2) C(3) C(17) 127.3(2) . . . yes C(4) C(3) C(17) 125.2(3) . . . yes N(1) C(4) C(3) 108.8(2) . . . yes N(1) C(4) C(5) 124.6(2) . . . yes C(3) C(4) C(5) 126.6(3) . . . yes C(4) C(5) C(6) 126.0(3) . . . yes N(2) C(6) C(5) 126.2(2) . . . yes N(2) C(6) C(7) 109.1(2) . . . yes C(5) C(6) C(7) 124.7(2) . . . yes C(6) C(7) C(8) 106.3(2) . . . yes C(6) C(7) C(18) 123.2(2) . . . yes C(8) C(7) C(18) 130.5(2) . . . yes C(7) C(8) C(9) 108.3(2) . . . yes C(7) C(8) C(24) 127.8(3) . . . yes C(9) C(8) C(24) 123.9(2) . . . yes N(2) C(9) C(8) 107.7(2) . . . yes N(2) C(9) C(10) 125.3(2) . . . yes C(8) C(9) C(10) 127.0(2) . . . yes C(1) C(10) C(9) 127.0(2) 3_666 . . yes C(2) C(11) C(12) 121.0(3) . . . yes C(2) C(11) C(16) 121.8(3) . . . yes C(12) C(11) C(16) 117.0(3) . . . yes Cl(1) C(12) C(11) 118.9(2) . . . yes Cl(1) C(12) C(13) 119.7(3) . . . yes C(11) C(12) C(13) 121.4(3) . . . yes C(12) C(13) C(14) 118.7(3) . . . yes C(13) C(14) C(15) 121.2(3) . . . yes C(14) C(15) C(16) 120.2(4) . . . yes Cl(2) C(16) C(11) 119.0(2) . . . yes Cl(2) C(16) C(15) 119.5(3) . . . yes C(11) C(16) C(15) 121.5(3) . . . yes F(1) C(17) F(2) 109.2(4) . . . yes F(1) C(17) F(3) 106.5(3) . . . yes F(1) C(17) C(3) 113.5(3) . . . yes F(1a) C(17) F(2a) 103(1) . . . yes F(1a) C(17) F(3a) 113(1) . . . yes F(2) C(17) F(3) 102.7(4) . . . yes F(2) C(17) C(3) 112.6(3) . . . yes F(2a) C(17) F(3a) 92(1) . . . yes F(3) C(17) C(3) 111.6(3) . . . yes F(3a) C(17) C(3) 114.2(9) . . . yes C(7) C(18) C(19) 122.5(3) . . . yes C(7) C(18) C(23) 120.9(3) . . . yes C(19) C(18) C(23) 116.6(3) . . . yes Cl(3) C(19) C(18) 118.6(3) . . . yes Cl(3) C(19) C(20) 120.8(4) . . . yes C(18) C(19) C(20) 120.5(5) . . . yes C(19) C(20) C(21) 119.4(5) . . . yes C(20) C(21) C(22) 121.8(5) . . . yes C(21) C(22) C(23) 120.4(6) . . . yes Cl(4) C(23) C(18) 119.5(3) . . . yes Cl(4) C(23) C(22) 119.2(4) . . . yes C(18) C(23) C(22) 121.3(5) . . . yes F(4) C(24) F(5) 105.9(3) . . . yes F(4) C(24) F(6) 107.6(3) . . . yes F(4) C(24) C(8) 113.0(3) . . . yes F(5) C(24) F(6) 106.0(3) . . . yes F(5) C(24) C(8) 110.8(2) . . . yes F(6) C(24) C(8) 113.1(2) . . . yes #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl(1) C(12) C(11) C(2) -1.6(4) . . . . yes Cl(1) C(12) C(11) C(16) 175.4(2) . . . . yes Cl(1) C(12) C(13) C(14) -176.4(3) . . . . yes Cl(2) C(16) C(11) C(2) -0.5(4) . . . . yes Cl(2) C(16) C(11) C(12) -177.5(2) . . . . yes Cl(2) C(16) C(15) C(14) 179.5(3) . . . . yes Cl(3) C(19) C(18) C(7) -0.7(4) . . . . yes Cl(3) C(19) C(18) C(23) -179.7(3) . . . . yes Cl(3) C(19) C(20) C(21) 179.3(4) . . . . yes Cl(4) C(23) C(18) C(7) -0.7(5) . . . . yes Cl(4) C(23) C(18) C(19) 178.2(3) . . . . yes Cl(4) C(23) C(22) C(21) -179.2(5) . . . . yes F(1) C(17) C(3) C(2) 0.0(6) . . . . yes F(1) C(17) C(3) C(4) 178.4(4) . . . . yes F(1a) C(17) C(3) C(2) -76(1) . . . . yes F(1a) C(17) C(3) C(4) 101(1) . . . . yes F(2) C(17) C(3) C(2) -124.8(4) . . . . yes F(2) C(17) C(3) C(4) 53.6(5) . . . . yes F(2a) C(17) C(3) C(2) 162(1) . . . . yes F(2a) C(17) C(3) C(4) -19(1) . . . . yes F(3) C(17) C(3) C(2) 120.4(4) . . . . yes F(3) C(17) C(3) C(4) -61.3(5) . . . . yes F(3a) C(17) C(3) C(2) 51(1) . . . . yes F(3a) C(17) C(3) C(4) -129(1) . . . . yes F(4) C(24) C(8) C(7) 126.9(3) . . . . yes F(4) C(24) C(8) C(9) -55.0(4) . . . . yes F(5) C(24) C(8) C(7) -114.5(3) . . . . yes F(5) C(24) C(8) C(9) 63.6(4) . . . . yes F(6) C(24) C(8) C(7) 4.3(5) . . . . yes F(6) C(24) C(8) C(9) -177.6(3) . . . . yes N(1) C(1) C(2) C(3) 1.5(3) . . . . yes N(1) C(1) C(2) C(11) -178.3(2) . . . . yes N(1) C(1) C(10) C(9) -0.7(5) . . 3_666 3_666 yes N(1) C(4) C(3) C(2) 1.1(3) . . . . yes N(1) C(4) C(3) C(17) -177.6(3) . . . . yes N(1) C(4) C(5) C(6) 0.1(5) . . . . yes N(2) C(6) C(5) C(4) -0.2(5) . . . . yes N(2) C(6) C(7) C(8) 0.5(3) . . . . yes N(2) C(6) C(7) C(18) 179.1(3) . . . . yes N(2) C(9) C(8) C(7) 0.0(3) . . . . yes N(2) C(9) C(8) C(24) -178.4(3) . . . . yes N(2) C(9) C(10) C(1) 0.7(5) . . . 3_666 yes C(1) N(1) C(4) C(3) -0.1(3) . . . . yes C(1) N(1) C(4) C(5) 179.8(3) . . . . yes C(1) C(2) C(3) C(4) -1.5(3) . . . . yes C(1) C(2) C(3) C(17) 177.1(3) . . . . yes C(1) C(2) C(11) C(12) 91.9(3) . . . . yes C(1) C(2) C(11) C(16) -84.9(4) . . . . yes C(1) C(10) C(9) C(8) 177.0(3) . 3_666 3_666 3_666 yes C(2) C(1) N(1) C(4) -0.9(3) . . . . yes C(2) C(1) C(10) C(9) 178.4(3) . . 3_666 3_666 yes C(2) C(3) C(4) C(5) -178.8(3) . . . . yes C(2) C(11) C(12) C(13) -179.8(3) . . . . yes C(2) C(11) C(16) C(15) 178.8(3) . . . . yes C(3) C(2) C(1) C(10) -177.7(3) . . . 3_666 yes C(3) C(2) C(11) C(12) -87.9(4) . . . . yes C(3) C(2) C(11) C(16) 95.2(4) . . . . yes C(3) C(4) C(5) C(6) 179.9(3) . . . . yes C(4) N(1) C(1) C(10) 178.4(3) . . . 3_666 yes C(4) C(3) C(2) C(11) 178.3(3) . . . . yes C(4) C(5) C(6) C(7) 178.0(3) . . . . yes C(5) C(4) C(3) C(17) 2.6(5) . . . . yes C(5) C(6) N(2) C(9) 177.9(3) . . . . yes C(5) C(6) C(7) C(8) -178.0(3) . . . . yes C(5) C(6) C(7) C(18) 0.7(5) . . . . yes C(6) N(2) C(9) C(8) 0.3(3) . . . . yes C(6) N(2) C(9) C(10) -177.8(3) . . . . yes C(6) C(7) C(8) C(9) -0.3(3) . . . . yes C(6) C(7) C(8) C(24) 178.1(3) . . . . yes C(6) C(7) C(18) C(19) -95.4(4) . . . . yes C(6) C(7) C(18) C(23) 83.5(4) . . . . yes C(7) C(6) N(2) C(9) -0.5(3) . . . . yes C(7) C(8) C(9) C(10) 178.1(3) . . . . yes C(7) C(18) C(19) C(20) -179.9(3) . . . . yes C(7) C(18) C(23) C(22) -178.8(4) . . . . yes C(8) C(7) C(18) C(19) 82.9(4) . . . . yes C(8) C(7) C(18) C(23) -98.2(4) . . . . yes C(9) C(8) C(7) C(18) -178.8(3) . . . . yes C(10) C(9) C(8) C(24) -0.3(5) . . . . yes C(11) C(2) C(3) C(17) -3.1(5) . . . . yes C(11) C(12) C(13) C(14) 1.9(5) . . . . yes C(11) C(16) C(15) C(14) 0.2(6) . . . . yes C(12) C(11) C(16) C(15) 1.8(5) . . . . yes C(12) C(13) C(14) C(15) 0.2(6) . . . . yes C(13) C(12) C(11) C(16) -2.8(5) . . . . yes C(13) C(14) C(15) C(16) -1.3(7) . . . . yes C(18) C(7) C(8) C(24) -0.4(5) . . . . yes C(18) C(19) C(20) C(21) -1.5(7) . . . . yes C(18) C(23) C(22) C(21) -1.1(8) . . . . yes C(19) C(18) C(23) C(22) 0.1(6) . . . . yes C(19) C(20) C(21) C(22) 0.5(10) . . . . yes C(20) C(19) C(18) C(23) 1.2(5) . . . . yes C(20) C(21) C(22) C(23) 0(1) . . . . yes C(20) C(21) C(22) C(23) 0(1) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cl(1) F(4) 3.488(3) . 4_555 ? Cl(1) Cl(4) 3.519(2) . 4_555 ? Cl(2) C(9) 3.527(3) . 4_565 ? Cl(4) F(3a) 3.26(2) . 4_455 ? Cl(4) F(5) 3.566(3) . 4_555 ? F(1) F(2a) 3.59(2) . 3_665 ? F(1a) F(2a) 3.48(2) . 3_665 ? F(1a) F(3) 3.50(2) . 3_665 ? F(2) F(3) 3.246(4) . 3_665 ? F(2) F(2a) 3.27(2) . 3_665 ? F(2) C(22) 3.373(7) . 2_555 ? F(2) F(3a) 3.57(2) . 3_665 ? F(2a) F(2a) 3.09(3) . 3_665 ? F(2a) F(3) 3.35(2) . 3_665 ? F(2a) F(3a) 3.52(3) . 3_665 ? F(3) F(6) 2.982(5) . 4_555 ? F(3) F(4) 3.331(5) . 4_555 ? F(4) C(4) 3.363(4) . 4_455 ? F(4) C(3) 3.532(4) . 4_455 ? F(4) C(5) 3.589(3) . 4_455 ? F(5) C(13) 3.445(4) . 1_455 ? N(1) C(15) 3.585(4) . 4_465 ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_dh _geom_hbond_site_distance_ha _geom_hbond_site_distance_da _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1N) N(2) . . . 0.950 2.284 2.872(3) 119.361 no N(2) H(2N) N(1) . . . 0.950 2.297 2.872(3) 118.304 no N(1) H(1N) N(2) . . 3_666 0.950 2.404 2.954(3) 116.636 no N(2) H(2N) N(1) . . 3_666 0.950 2.379 2.954(3) 118.641 no #============================================================================== # End of CIF #============================================================================== #============================================================================== data_4a-4CHCl3 _database_code_CSD 213897 #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C88 H70 Cl24 N6 O12 ' _chemical_formula_moiety 'C84 H66 Cl12 N6 O12, 4(C H Cl3)' _chemical_formula_weight 2254.43 #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z 1/2-x,-y,1/2+z -x,-y,-z 1/2-x,1/2+y,z x,1/2-y,1/2+z 1/2+x,y,1/2-z _cell_length_a 25.555(9) _cell_length_b 15.884(2) _cell_length_c 25.659(8) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 10415(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used 10022 _cell_measurement_theta_min 1.6 _cell_measurement_theta_max 25.3 _cell_measurement_temperature 288.2 #------------------------------------------------------------------------------ _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.150 _exptl_crystal_density_diffrn 1.438 _exptl_crystal_F_000 4576 _exptl_absorpt_coefficient_mu 0.684 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Higashi, 1995)' _exptl_absorpt_correction_T_min 0.863 _exptl_absorpt_correction_T_max 0.872 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku RAXIS-IV Imaging Plate' _diffrn_measurement_method w _diffrn_reflns_number 7266 _diffrn_reflns_av_R_equivalents 0.019 _diffrn_reflns_theta_max 25.72 _diffrn_measured_fraction_theta_max 0.6519 _diffrn_reflns_theta_full 25.72 _diffrn_measured_fraction_theta_full 0.6519 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). Pyrrolic protons are refined isotropically and the other protons are placed at the calculated positions with 1.2 x Beq values of the attached atoms. One of solvent chloroform and one of the ethyl groups are disordered. ; _reflns_number_total 6475 _reflns_number_gt 6472 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0727 _refine_ls_wR_factor_ref 0.1760 _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 6475 _refine_ls_number_parameters 610 _refine_ls_goodness_of_fit_ref 1.976 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0008 _refine_diff_density_max 0.86 _refine_diff_density_min -0.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cl Cl 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl(1) Cl 0.23619(8) 0.1694(1) 0.64063(8) 0.0985(8) Uani 1.00 d . . . Cl(2) Cl 0.06250(7) -0.0198(1) 0.62572(9) 0.0922(7) Uani 1.00 d . . . Cl(3) Cl -0.09639(8) 0.1633(1) 0.46872(8) 0.0843(7) Uani 1.00 d . . . Cl(4) Cl -0.10382(9) 0.4139(1) 0.60975(9) 0.0996(8) Uani 1.00 d . . . Cl(5) Cl -0.02207(8) -0.1940(1) 0.60237(9) 0.0911(7) Uani 1.00 d . . . Cl(6) Cl -0.18427(9) -0.1097(1) 0.72605(9) 0.1046(8) Uani 1.00 d . . . Cl(7) Cl 0.16359(10) 0.3601(1) 0.4167(1) 0.148(1) Uani 1.00 d . . . Cl(8) Cl 0.2435(1) 0.4478(2) 0.3579(1) 0.107(1) Uani 0.70 d P . . Cl(8b) Cl 0.236(1) 0.404(2) 0.346(1) 0.33(1) Uiso 0.30 d P . . Cl(9) Cl 0.2510(1) 0.2711(2) 0.3731(2) 0.146(2) Uani 0.70 d P . . Cl(9b) Cl 0.2576(3) 0.2823(5) 0.4204(4) 0.104(3) Uiso 0.30 d P . . Cl(10) Cl 0.3297(1) 0.2466(2) 0.2486(1) 0.170(2) Uani 1.00 d . . . Cl(11) Cl 0.3574(1) 0.4045(2) 0.2099(2) 0.183(2) Uani 1.00 d . . . Cl(12) Cl 0.3990(2) 0.2557(3) 0.1641(2) 0.224(2) Uani 1.00 d . . . O(1) O 0.2229(2) -0.0296(3) 0.5746(2) 0.069(2) Uani 1.00 d . . . O(2) O 0.2131(2) -0.0432(3) 0.4892(2) 0.063(1) Uani 1.00 d . . . O(3) O -0.0159(2) 0.3752(2) 0.4883(2) 0.059(1) Uani 1.00 d . . . O(4) O 0.0671(2) 0.3342(2) 0.5002(2) 0.071(2) Uani 1.00 d . . . O(5) O -0.0456(2) -0.0473(2) 0.7336(2) 0.058(1) Uani 1.00 d . . . O(6) O -0.0279(2) 0.0867(2) 0.7129(2) 0.063(1) Uani 1.00 d . . . N(1) N 0.1215(2) 0.1753(3) 0.5140(2) 0.049(2) Uani 1.00 d . . . N(2) N -0.0050(2) 0.1878(3) 0.6179(2) 0.042(2) Uani 1.00 d . . . N(3) N -0.1322(2) 0.0291(3) 0.5892(2) 0.042(2) Uani 1.00 d . . . C(1) C 0.1516(2) 0.1135(3) 0.4930(2) 0.039(2) Uani 1.00 d . . . C(2) C 0.1673(2) 0.0636(3) 0.5345(2) 0.037(2) Uani 1.00 d . . . C(3) C 0.1449(2) 0.0991(3) 0.5808(2) 0.041(2) Uani 1.00 d . . . C(4) C 0.1168(2) 0.1672(3) 0.5667(2) 0.042(2) Uani 1.00 d . . . C(5) C 0.0866(2) 0.2298(3) 0.5986(2) 0.048(2) Uani 1.00 d . . . C(6) C 0.0290(2) 0.2318(3) 0.5880(2) 0.041(2) Uani 1.00 d . . . C(7) C -0.0008(2) 0.2762(3) 0.5526(2) 0.041(2) Uani 1.00 d . . . C(8) C -0.0547(2) 0.2578(3) 0.5630(2) 0.035(2) Uani 1.00 d . . . C(9) C -0.0558(2) 0.2021(3) 0.6029(2) 0.037(2) Uani 1.00 d . . . C(10) C -0.1010(2) 0.1621(3) 0.6302(2) 0.044(2) Uani 1.00 d . . . C(11) C -0.1037(2) 0.0684(3) 0.6266(2) 0.036(2) Uani 1.00 d . . . C(12) C -0.0850(2) 0.0062(3) 0.6597(2) 0.041(2) Uani 1.00 d . . . C(13) C -0.1058(2) -0.0733(3) 0.6415(2) 0.039(2) Uani 1.00 d . . . C(14) C -0.1342(2) -0.0567(3) 0.5975(2) 0.040(2) Uani 1.00 d . . . C(15) C -0.1660(2) -0.1126(3) 0.5638(2) 0.047(2) Uani 1.00 d . . . C(16) C 0.2021(2) -0.0067(4) 0.5290(3) 0.046(2) Uani 1.00 d . . . C(17) C 0.2617(4) -0.0966(5) 0.5761(3) 0.100(3) Uani 1.00 d . . . C(18A) C 0.2895(7) -0.0939(9) 0.6232(6) 0.143(6) Uani 0.70 d P . . C(18B) C 0.312(2) -0.065(3) 0.577(2) 0.16(2) Uiso 0.30 d P . . C(19) C 0.1517(2) 0.0688(3) 0.6349(2) 0.045(2) Uani 1.00 d . . . C(20) C 0.1940(2) 0.0943(4) 0.6657(3) 0.060(2) Uani 1.00 d . . . C(21) C 0.2030(3) 0.0629(5) 0.7155(3) 0.078(3) Uani 1.00 d . . . C(22) C 0.1707(4) 0.0063(6) 0.7345(3) 0.091(3) Uani 1.00 d . . . C(23) C 0.1276(3) -0.0215(4) 0.7084(3) 0.080(3) Uani 1.00 d . . . C(24) C 0.1182(2) 0.0114(4) 0.6583(3) 0.062(2) Uani 1.00 d . . . C(25) C 0.0215(3) 0.3298(3) 0.5120(2) 0.051(2) Uani 1.00 d . . . C(26) C -0.0002(3) 0.4279(4) 0.4447(3) 0.086(3) Uani 1.00 d . . . C(27) C -0.0478(4) 0.4669(6) 0.4242(3) 0.122(4) Uani 1.00 d . . . C(28) C -0.1017(2) 0.2922(3) 0.5371(2) 0.043(2) Uani 1.00 d . . . C(29) C -0.1241(2) 0.2544(4) 0.4934(3) 0.057(2) Uani 1.00 d . . . C(30) C -0.1669(3) 0.2869(5) 0.4680(3) 0.081(3) Uani 1.00 d . . . C(31) C -0.1898(3) 0.3580(6) 0.4873(4) 0.099(3) Uani 1.00 d . . . C(32) C -0.1710(3) 0.3969(5) 0.5304(3) 0.083(3) Uani 1.00 d . . . C(33) C -0.1271(2) 0.3625(4) 0.5548(3) 0.061(2) Uani 1.00 d . . . C(34) C -0.0508(2) 0.0214(4) 0.7032(2) 0.046(2) Uani 1.00 d . . . C(35) C -0.0122(3) -0.0430(4) 0.7787(3) 0.075(3) Uani 1.00 d . . . C(36) C -0.0122(5) -0.1243(6) 0.8024(4) 0.156(5) Uani 1.00 d . . . C(37) C -0.1010(2) -0.1556(3) 0.6675(2) 0.046(2) Uani 1.00 d . . . C(38) C -0.0637(3) -0.2137(4) 0.6547(3) 0.061(2) Uani 1.00 d . . . C(39) C -0.0571(3) -0.2886(4) 0.6828(4) 0.090(3) Uani 1.00 d . . . C(40) C -0.0907(5) -0.3045(5) 0.7234(4) 0.109(4) Uani 1.00 d . . . C(41) C -0.1300(4) -0.2511(5) 0.7361(3) 0.095(3) Uani 1.00 d . . . C(42) C -0.1344(3) -0.1776(4) 0.7082(3) 0.068(2) Uani 1.00 d . . . C(43) C 0.2261(4) 0.3660(6) 0.3994(4) 0.110(4) Uani 1.00 d . . . C(44) C 0.3771(5) 0.3037(8) 0.2147(4) 0.162(5) Uani 1.00 d . . . H(1N) H 0.112(2) 0.209(3) 0.497(2) 0.04(2) Uiso 1.00 d . . . H(2N) H 0.005(2) 0.164(3) 0.640(2) 0.02(1) Uiso 1.00 d . . . H(3N) H -0.152(2) 0.056(3) 0.568(2) 0.04(1) Uiso 1.00 d . . . H(5a) H 0.1004 0.2843 0.5916 0.0572 Uiso 1.00 calc . . . H(5b) H 0.0916 0.2166 0.6344 0.0572 Uiso 1.00 calc . . . H(10a) H -0.1323 0.1844 0.6157 0.0533 Uiso 1.00 calc . . . H(10b) H -0.0990 0.1768 0.6661 0.0533 Uiso 1.00 calc . . . H(15a) H -0.2018 -0.0964 0.5658 0.0561 Uiso 1.00 calc . . . H(15b) H -0.1624 -0.1692 0.5752 0.0561 Uiso 1.00 calc . . . H(17a) H 0.2445 -0.1494 0.5730 0.1196 Uiso 1.00 calc . . . H(17b) H 0.2853 -0.0897 0.5478 0.1196 Uiso 1.00 calc . . . H(18a) H 0.2658 -0.0991 0.6515 0.1715 Uiso 1.00 calc . . . H(18b) H 0.3139 -0.1390 0.6241 0.1715 Uiso 1.00 calc . . . H(18c) H 0.3076 -0.0419 0.6257 0.1715 Uiso 1.00 calc . . . H(21) H 0.2320 0.0821 0.7354 0.0932 Uiso 1.00 calc . . . H(22) H 0.1777 -0.0163 0.7680 0.1090 Uiso 1.00 calc . . . H(23) H 0.1047 -0.0618 0.7235 0.0959 Uiso 1.00 calc . . . H(26a) H 0.0236 0.4701 0.4562 0.1028 Uiso 1.00 calc . . . H(26b) H 0.0160 0.3946 0.4186 0.1028 Uiso 1.00 calc . . . H(27a) H -0.0639 0.4996 0.4507 0.1467 Uiso 1.00 calc . . . H(27b) H -0.0391 0.5021 0.3956 0.1467 Uiso 1.00 calc . . . H(27c) H -0.0713 0.4243 0.4130 0.1467 Uiso 1.00 calc . . . H(30) H -0.1802 0.2605 0.4376 0.0972 Uiso 1.00 calc . . . H(31) H -0.2195 0.3807 0.4701 0.1192 Uiso 1.00 calc . . . H(32) H -0.1873 0.4462 0.5437 0.0997 Uiso 1.00 calc . . . H(35a) H 0.0223 -0.0281 0.7686 0.0899 Uiso 1.00 calc . . . H(35b) H -0.0253 -0.0023 0.8025 0.0899 Uiso 1.00 calc . . . H(36a) H -0.0468 -0.1386 0.8126 0.1877 Uiso 1.00 calc . . . H(36b) H 0.0004 -0.1648 0.7782 0.1877 Uiso 1.00 calc . . . H(36c) H 0.0098 -0.1237 0.8322 0.1877 Uiso 1.00 calc . . . H(39) H -0.0301 -0.3273 0.6741 0.1083 Uiso 1.00 calc . . . H(40) H -0.0862 -0.3546 0.7432 0.1307 Uiso 1.00 calc . . . H(41) H -0.1538 -0.2640 0.7635 0.1146 Uiso 1.00 calc . . . H(43) H 0.2450 0.3750 0.4306 0.1322 Uiso 1.00 calc . . . H(44) H 0.4062 0.3057 0.2378 0.1942 Uiso 1.00 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 Cl(1) 0.078(1) 0.137(2) 0.080(2) -0.041(1) -0.020(1) 0.004(1) Cl(2) 0.078(1) 0.087(1) 0.111(2) -0.025(1) 0.013(1) -0.020(1) Cl(3) 0.091(1) 0.085(1) 0.077(1) 0.0153(10) -0.004(1) -0.027(1) Cl(4) 0.109(2) 0.082(1) 0.108(2) 0.037(1) -0.024(1) -0.038(1) Cl(5) 0.083(1) 0.072(1) 0.118(2) 0.0114(9) 0.023(1) -0.004(1) Cl(6) 0.124(2) 0.094(1) 0.095(2) -0.004(1) 0.056(1) 0.012(1) Cl(7) 0.086(2) 0.087(2) 0.270(4) -0.008(1) 0.035(2) -0.015(2) Cl(8) 0.125(3) 0.125(3) 0.072(2) -0.053(2) -0.034(2) 0.037(2) Cl(9) 0.104(3) 0.110(3) 0.225(6) -0.016(2) 0.075(3) -0.038(3) Cl(10) 0.192(3) 0.179(3) 0.140(3) -0.023(2) 0.016(2) -0.009(2) Cl(11) 0.122(2) 0.131(2) 0.294(5) 0.010(2) -0.060(3) -0.050(2) Cl(12) 0.298(5) 0.189(3) 0.185(4) 0.028(3) 0.086(4) -0.043(3) O(1) 0.080(3) 0.078(3) 0.049(3) 0.041(2) -0.014(2) -0.006(2) O(2) 0.065(3) 0.078(3) 0.047(3) 0.029(2) -0.001(2) -0.013(2) O(3) 0.067(3) 0.052(2) 0.058(3) 0.006(2) 0.008(2) 0.022(2) O(4) 0.060(3) 0.055(3) 0.099(4) 0.004(2) 0.035(3) 0.020(2) O(5) 0.082(3) 0.051(2) 0.041(3) -0.011(2) -0.020(2) 0.015(2) O(6) 0.084(3) 0.050(2) 0.055(3) -0.019(2) -0.014(2) 0.004(2) N(1) 0.041(3) 0.051(3) 0.054(4) 0.004(2) -0.006(3) -0.001(3) N(2) 0.045(3) 0.041(3) 0.039(4) 0.008(2) -0.002(3) 0.006(2) N(3) 0.040(3) 0.051(3) 0.035(3) 0.005(2) -0.001(2) 0.010(2) C(1) 0.030(3) 0.047(3) 0.041(4) -0.004(2) -0.002(3) -0.013(3) C(2) 0.031(3) 0.051(3) 0.029(4) 0.004(2) -0.002(3) -0.004(3) C(3) 0.035(3) 0.052(3) 0.036(4) 0.003(2) -0.007(3) -0.005(3) C(4) 0.034(3) 0.061(4) 0.032(4) -0.003(3) -0.002(3) -0.011(3) C(5) 0.046(4) 0.051(3) 0.047(4) 0.005(2) -0.004(3) -0.011(3) C(6) 0.038(3) 0.037(3) 0.048(4) 0.002(3) 0.007(3) -0.011(3) C(7) 0.047(4) 0.032(3) 0.043(4) 0.003(2) 0.007(3) 0.006(3) C(8) 0.039(3) 0.035(3) 0.033(3) 0.006(2) 0.001(3) -0.001(2) C(9) 0.036(3) 0.031(3) 0.043(4) 0.006(2) 0.002(3) 0.003(2) C(10) 0.044(4) 0.043(3) 0.047(4) 0.003(2) 0.002(3) 0.004(3) C(11) 0.042(3) 0.039(3) 0.028(3) 0.000(2) 0.006(3) 0.006(2) C(12) 0.045(3) 0.043(3) 0.033(4) -0.002(2) 0.001(3) 0.004(2) C(13) 0.042(3) 0.045(3) 0.031(4) -0.006(2) 0.002(3) 0.005(2) C(14) 0.040(3) 0.037(3) 0.043(4) 0.000(2) 0.006(3) 0.002(3) C(15) 0.048(4) 0.050(3) 0.042(4) -0.002(3) -0.001(3) -0.002(3) C(16) 0.035(4) 0.061(4) 0.042(4) 0.005(3) -0.002(3) -0.001(3) C(17) 0.131(8) 0.088(5) 0.080(7) 0.062(5) -0.027(5) -0.014(4) C(18A) 0.18(1) 0.14(1) 0.10(1) 0.10(1) -0.08(1) -0.020(9) C(19) 0.040(3) 0.050(3) 0.046(4) 0.005(3) 0.002(3) -0.009(3) C(20) 0.060(4) 0.076(4) 0.043(5) 0.011(3) 0.000(4) -0.004(3) C(21) 0.091(6) 0.105(6) 0.037(5) 0.010(5) -0.015(4) 0.000(4) C(22) 0.124(8) 0.100(6) 0.048(5) 0.010(5) 0.002(5) 0.012(5) C(23) 0.104(6) 0.072(5) 0.064(6) 0.003(4) 0.020(5) 0.015(4) C(24) 0.062(4) 0.062(4) 0.063(5) -0.001(3) 0.011(4) -0.010(3) C(25) 0.058(4) 0.032(3) 0.064(5) 0.003(3) 0.011(4) 0.000(3) C(26) 0.135(7) 0.057(4) 0.064(5) 0.002(4) 0.024(5) 0.023(4) C(27) 0.177(10) 0.111(7) 0.078(7) 0.008(6) -0.028(6) 0.051(5) C(28) 0.042(4) 0.042(3) 0.045(4) 0.003(2) 0.001(3) 0.008(3) C(29) 0.046(4) 0.057(4) 0.067(5) 0.009(3) 0.005(3) 0.009(3) C(30) 0.071(5) 0.109(6) 0.063(6) 0.021(4) -0.017(4) -0.005(4) C(31) 0.076(6) 0.120(7) 0.101(8) 0.038(5) -0.032(5) 0.003(6) C(32) 0.074(5) 0.086(5) 0.090(7) 0.046(4) -0.012(5) -0.002(5) C(33) 0.060(4) 0.057(4) 0.067(5) 0.015(3) -0.006(4) -0.005(3) C(34) 0.050(4) 0.055(4) 0.034(4) 0.000(3) 0.004(3) 0.004(3) C(35) 0.088(5) 0.084(5) 0.052(5) -0.007(4) -0.020(4) 0.018(4) C(36) 0.24(1) 0.102(7) 0.125(9) -0.045(7) -0.120(9) 0.053(6) C(37) 0.059(4) 0.041(3) 0.038(4) -0.007(3) -0.010(3) 0.009(3) C(38) 0.076(5) 0.039(3) 0.067(5) -0.007(3) -0.011(4) 0.003(3) C(39) 0.117(7) 0.045(4) 0.109(7) 0.004(4) -0.029(6) 0.014(4) C(40) 0.165(10) 0.052(5) 0.110(8) -0.013(5) -0.030(7) 0.039(5) C(41) 0.142(8) 0.076(6) 0.068(6) -0.029(5) 0.009(5) 0.031(5) C(42) 0.097(5) 0.055(4) 0.051(5) -0.019(3) 0.000(4) 0.014(3) C(43) 0.124(8) 0.112(7) 0.093(8) -0.017(5) 0.000(6) 0.024(5) C(44) 0.23(1) 0.147(10) 0.104(10) -0.025(9) 0.049(9) -0.017(7) #------------------------------------------------------------------------------ _computing_data_collection PROCESS _computing_cell_refinement PROCESS _computing_data_reduction 'teXsan Ver. 1.11' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_publication_material 'teXsan Ver. 1.11' _computing_molecular_graphics 'Ortep-3 and Mercury ' #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl(1) C(20) 1.732(7) . . yes Cl(2) C(24) 1.722(7) . . yes Cl(3) C(29) 1.730(6) . . yes Cl(4) C(33) 1.735(7) . . yes Cl(5) C(38) 1.742(7) . . yes Cl(6) C(42) 1.730(7) . . yes Cl(7) C(43) 1.661(10) . . yes Cl(8) C(43) 1.738(9) . . yes Cl(8b) C(43) 1.52(3) . . yes Cl(9) C(43) 1.77(1) . . yes Cl(9b) C(43) 1.64(1) . . yes Cl(10) C(44) 1.75(1) . . yes Cl(11) C(44) 1.68(1) . . yes Cl(12) C(44) 1.60(1) . . yes O(1) C(16) 1.336(7) . . yes O(1) C(17) 1.454(7) . . yes O(2) C(16) 1.207(6) . . yes O(3) C(25) 1.342(7) . . yes O(3) C(26) 1.454(7) . . yes O(4) C(25) 1.204(6) . . yes O(5) C(34) 1.348(6) . . yes O(5) C(35) 1.441(7) . . yes O(6) C(34) 1.216(6) . . yes N(1) C(1) 1.358(7) . . yes N(1) C(4) 1.365(7) . . yes N(1) H(1N) 0.73(5) . . no N(2) C(6) 1.353(7) . . yes N(2) C(9) 1.372(7) . . yes N(2) H(2N) 0.72(5) . . no N(3) C(11) 1.355(7) . . yes N(3) C(14) 1.380(6) . . yes N(3) H(3N) 0.86(5) . . no C(1) C(2) 1.387(7) . . yes C(1) C(15) 1.503(8) . 5_556 yes C(2) C(3) 1.434(7) . . yes C(2) C(16) 1.435(7) . . yes C(3) C(4) 1.348(7) . . yes C(3) C(19) 1.479(8) . . yes C(4) C(5) 1.500(7) . . yes C(5) C(6) 1.498(7) . . yes C(5) H(5a) 0.950 . . no C(5) H(5b) 0.950 . . no C(6) C(7) 1.381(7) . . yes C(7) C(8) 1.434(7) . . yes C(7) C(25) 1.462(8) . . yes C(8) C(9) 1.353(7) . . yes C(8) C(28) 1.476(7) . . yes C(9) C(10) 1.494(7) . . yes C(10) C(11) 1.493(7) . . yes C(10) H(10a) 0.950 . . no C(10) H(10b) 0.950 . . no C(11) C(12) 1.389(7) . . yes C(12) C(13) 1.448(7) . . yes C(12) C(34) 1.438(7) . . yes C(13) C(14) 1.368(7) . . yes C(13) C(37) 1.474(7) . . yes C(14) C(15) 1.482(8) . . yes C(15) H(15a) 0.950 . . no C(15) H(15b) 0.950 . . no C(17) C(18A) 1.40(1) . . yes C(17) C(18B) 1.38(4) . . yes C(17) H(17a) 0.950 . . no C(17) H(17b) 0.950 . . no C(18A) H(18a) 0.950 . . no C(18A) H(18b) 0.950 . . no C(18A) H(18c) 0.950 . . no C(19) C(20) 1.401(8) . . yes C(19) C(24) 1.388(8) . . yes C(20) C(21) 1.390(9) . . yes C(21) C(22) 1.31(1) . . yes C(21) H(21) 0.950 . . no C(22) C(23) 1.36(1) . . yes C(22) H(22) 0.950 . . no C(23) C(24) 1.407(9) . . yes C(23) H(23) 0.950 . . no C(26) C(27) 1.46(1) . . yes C(26) H(26a) 0.950 . . no C(26) H(26b) 0.950 . . no C(27) H(27a) 0.951 . . no C(27) H(27b) 0.950 . . no C(27) H(27c) 0.950 . . no C(28) C(29) 1.395(8) . . yes C(28) C(33) 1.370(7) . . yes C(29) C(30) 1.374(9) . . yes C(30) C(31) 1.36(1) . . yes C(30) H(30) 0.950 . . no C(31) C(32) 1.35(1) . . yes C(31) H(31) 0.950 . . no C(32) C(33) 1.396(9) . . yes C(32) H(32) 0.950 . . no C(35) C(36) 1.428(10) . . yes C(35) H(35a) 0.950 . . no C(35) H(35b) 0.950 . . no C(36) H(36a) 0.949 . . no C(36) H(36b) 0.951 . . no C(36) H(36c) 0.950 . . no C(37) C(38) 1.366(8) . . yes C(37) C(42) 1.395(8) . . yes C(38) C(39) 1.402(9) . . yes C(39) C(40) 1.37(1) . . yes C(39) H(39) 0.950 . . no C(40) C(41) 1.36(1) . . yes C(40) H(40) 0.950 . . no C(41) C(42) 1.374(9) . . yes C(41) H(41) 0.950 . . no C(43) H(43) 0.948 . . no C(44) H(44) 0.951 . . no #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(16) O(1) C(17) 119.5(5) . . . yes C(25) O(3) C(26) 117.4(5) . . . yes C(34) O(5) C(35) 119.0(4) . . . yes C(1) N(1) C(4) 112.0(5) . . . yes C(1) N(1) H(1N) 119(4) . . . no C(4) N(1) H(1N) 127(4) . . . no C(6) N(2) C(9) 111.3(5) . . . yes C(6) N(2) H(2N) 118(3) . . . no C(9) N(2) H(2N) 130(4) . . . no C(11) N(3) C(14) 111.6(5) . . . yes C(11) N(3) H(3N) 122(3) . . . no C(14) N(3) H(3N) 124(3) . . . no N(1) C(1) C(2) 105.8(5) . . . yes N(1) C(1) C(15) 122.0(5) . . 5_556 yes C(2) C(1) C(15) 131.9(5) . . 5_556 yes C(1) C(2) C(3) 107.2(5) . . . yes C(1) C(2) C(16) 123.2(5) . . . yes C(3) C(2) C(16) 129.5(5) . . . yes C(2) C(3) C(4) 107.9(5) . . . yes C(2) C(3) C(19) 127.1(5) . . . yes C(4) C(3) C(19) 125.1(5) . . . yes N(1) C(4) C(3) 107.1(5) . . . yes N(1) C(4) C(5) 121.5(5) . . . yes C(3) C(4) C(5) 131.3(6) . . . yes C(4) C(5) C(6) 114.9(4) . . . yes C(4) C(5) H(5a) 108.1 . . . no C(4) C(5) H(5b) 108.1 . . . no C(6) C(5) H(5a) 108.1 . . . no C(6) C(5) H(5b) 108.1 . . . no H(5a) C(5) H(5b) 109.5 . . . no N(2) C(6) C(5) 121.2(5) . . . yes N(2) C(6) C(7) 106.4(5) . . . yes C(5) C(6) C(7) 132.2(5) . . . yes C(6) C(7) C(8) 107.7(4) . . . yes C(6) C(7) C(25) 123.5(5) . . . yes C(8) C(7) C(25) 128.8(5) . . . yes C(7) C(8) C(9) 107.0(4) . . . yes C(7) C(8) C(28) 128.5(5) . . . yes C(9) C(8) C(28) 124.5(5) . . . yes N(2) C(9) C(8) 107.6(5) . . . yes N(2) C(9) C(10) 121.9(5) . . . yes C(8) C(9) C(10) 130.4(5) . . . yes C(9) C(10) C(11) 115.5(4) . . . yes C(9) C(10) H(10a) 108.0 . . . no C(9) C(10) H(10b) 108.0 . . . no C(11) C(10) H(10a) 107.9 . . . no C(11) C(10) H(10b) 107.9 . . . no H(10a) C(10) H(10b) 109.5 . . . no N(3) C(11) C(10) 121.9(5) . . . yes N(3) C(11) C(12) 106.8(4) . . . yes C(10) C(11) C(12) 130.9(5) . . . yes C(11) C(12) C(13) 107.3(5) . . . yes C(11) C(12) C(34) 124.3(5) . . . yes C(13) C(12) C(34) 128.4(5) . . . yes C(12) C(13) C(14) 107.1(4) . . . yes C(12) C(13) C(37) 126.6(5) . . . yes C(14) C(13) C(37) 126.1(5) . . . yes N(3) C(14) C(13) 107.2(5) . . . yes N(3) C(14) C(15) 121.5(5) . . . yes C(13) C(14) C(15) 131.1(5) . . . yes C(1) C(15) C(14) 116.0(4) 5_556 . . yes C(1) C(15) H(15a) 106.9 5_556 . . no C(1) C(15) H(15b) 105.4 5_556 . . no C(14) C(15) H(15a) 109.5 . . . no C(14) C(15) H(15b) 109.5 . . . no H(15a) C(15) H(15b) 109.5 . . . no O(1) C(16) O(2) 121.2(5) . . . yes O(1) C(16) C(2) 111.8(5) . . . yes O(2) C(16) C(2) 127.0(6) . . . yes O(1) C(17) C(18A) 110.2(7) . . . yes O(1) C(17) C(18B) 111(2) . . . yes O(1) C(17) H(17a) 109.3 . . . no O(1) C(17) H(17b) 109.3 . . . no C(18A) C(17) H(17a) 109.3 . . . no C(18A) C(17) H(17b) 109.3 . . . no H(17a) C(17) H(17b) 109.5 . . . no C(17) C(18A) H(18a) 109.5 . . . no C(17) C(18A) H(18b) 109.5 . . . no C(17) C(18A) H(18c) 109.5 . . . no H(18a) C(18A) H(18b) 109.5 . . . no H(18a) C(18A) H(18c) 109.5 . . . no H(18b) C(18A) H(18c) 109.5 . . . no C(3) C(19) C(20) 121.8(5) . . . yes C(3) C(19) C(24) 123.3(5) . . . yes C(20) C(19) C(24) 114.9(6) . . . yes Cl(1) C(20) C(19) 118.0(5) . . . yes Cl(1) C(20) C(21) 119.1(6) . . . yes C(19) C(20) C(21) 122.9(6) . . . yes C(20) C(21) C(22) 118.8(7) . . . yes C(20) C(21) H(21) 120.6 . . . no C(22) C(21) H(21) 120.6 . . . no C(21) C(22) C(23) 123.2(7) . . . yes C(21) C(22) H(22) 118.4 . . . no C(23) C(22) H(22) 118.4 . . . no C(22) C(23) C(24) 117.9(7) . . . yes C(22) C(23) H(23) 121.1 . . . no C(24) C(23) H(23) 121.0 . . . no Cl(2) C(24) C(19) 119.2(5) . . . yes Cl(2) C(24) C(23) 118.6(6) . . . yes C(19) C(24) C(23) 122.2(6) . . . yes O(3) C(25) O(4) 123.0(5) . . . yes O(3) C(25) C(7) 110.9(5) . . . yes O(4) C(25) C(7) 126.1(6) . . . yes O(3) C(26) C(27) 106.9(6) . . . yes O(3) C(26) H(26a) 110.1 . . . no O(3) C(26) H(26b) 110.1 . . . no C(27) C(26) H(26a) 110.1 . . . no C(27) C(26) H(26b) 110.1 . . . no H(26a) C(26) H(26b) 109.5 . . . no C(26) C(27) H(27a) 109.5 . . . no C(26) C(27) H(27b) 109.5 . . . no C(26) C(27) H(27c) 109.5 . . . no H(27a) C(27) H(27b) 109.4 . . . no H(27a) C(27) H(27c) 109.4 . . . no H(27b) C(27) H(27c) 109.5 . . . no C(8) C(28) C(29) 122.4(5) . . . yes C(8) C(28) C(33) 122.6(5) . . . yes C(29) C(28) C(33) 115.0(5) . . . yes Cl(3) C(29) C(28) 119.1(5) . . . yes Cl(3) C(29) C(30) 117.8(6) . . . yes C(28) C(29) C(30) 123.1(6) . . . yes C(29) C(30) C(31) 118.7(7) . . . yes C(29) C(30) H(30) 120.7 . . . no C(31) C(30) H(30) 120.6 . . . no C(30) C(31) C(32) 121.5(7) . . . yes C(30) C(31) H(31) 119.3 . . . no C(32) C(31) H(31) 119.2 . . . no C(31) C(32) C(33) 118.1(6) . . . yes C(31) C(32) H(32) 121.0 . . . no C(33) C(32) H(32) 120.9 . . . no Cl(4) C(33) C(28) 119.3(5) . . . yes Cl(4) C(33) C(32) 117.2(5) . . . yes C(28) C(33) C(32) 123.5(6) . . . yes O(5) C(34) O(6) 121.6(5) . . . yes O(5) C(34) C(12) 111.8(5) . . . yes O(6) C(34) C(12) 126.5(5) . . . yes O(5) C(35) C(36) 107.4(6) . . . yes O(5) C(35) H(35a) 110.0 . . . no O(5) C(35) H(35b) 110.0 . . . no C(36) C(35) H(35a) 110.0 . . . no C(36) C(35) H(35b) 110.0 . . . no H(35a) C(35) H(35b) 109.4 . . . no C(35) C(36) H(36a) 109.5 . . . no C(35) C(36) H(36b) 109.4 . . . no C(35) C(36) H(36c) 109.5 . . . no H(36a) C(36) H(36b) 109.4 . . . no H(36a) C(36) H(36c) 109.5 . . . no H(36b) C(36) H(36c) 109.4 . . . no C(13) C(37) C(38) 123.3(5) . . . yes C(13) C(37) C(42) 120.7(5) . . . yes C(38) C(37) C(42) 116.0(5) . . . yes Cl(5) C(38) C(37) 119.3(4) . . . yes Cl(5) C(38) C(39) 118.4(6) . . . yes C(37) C(38) C(39) 122.3(7) . . . yes C(38) C(39) C(40) 118.1(8) . . . yes C(38) C(39) H(39) 120.9 . . . no C(40) C(39) H(39) 121.0 . . . no C(39) C(40) C(41) 122.1(7) . . . yes C(39) C(40) H(40) 119.0 . . . no C(41) C(40) H(40) 119.0 . . . no C(40) C(41) C(42) 117.9(8) . . . yes C(40) C(41) H(41) 121.0 . . . no C(42) C(41) H(41) 121.1 . . . no Cl(6) C(42) C(37) 119.5(5) . . . yes Cl(6) C(42) C(41) 116.9(6) . . . yes C(37) C(42) C(41) 123.5(7) . . . yes Cl(7) C(43) Cl(8) 116.9(5) . . . yes Cl(7) C(43) Cl(9) 113.6(5) . . . yes Cl(7) C(43) H(43) 105.8 . . . no Cl(8) C(43) Cl(9) 108.1(6) . . . yes Cl(8) C(43) H(43) 106.0 . . . no Cl(8b) C(43) Cl(9b) 122(1) . . . yes Cl(9) C(43) H(43) 105.5 . . . no Cl(10) C(44) Cl(11) 108.9(7) . . . yes Cl(10) C(44) Cl(12) 113.5(7) . . . yes Cl(10) C(44) H(44) 104.3 . . . no Cl(11) C(44) Cl(12) 119.7(7) . . . yes Cl(11) C(44) H(44) 104.3 . . . no Cl(12) C(44) H(44) 104.4 . . . no #------------------------------------------------------------------------------ loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl(1) C(20) C(19) C(3) 5.0(7) . . . . yes Cl(1) C(20) C(19) C(24) -177.2(4) . . . . yes Cl(1) C(20) C(21) C(22) 179.6(6) . . . . yes Cl(2) C(24) C(19) C(3) -6.1(8) . . . . yes Cl(2) C(24) C(19) C(20) 176.1(4) . . . . yes Cl(2) C(24) C(23) C(22) -177.4(6) . . . . yes Cl(3) C(29) C(28) C(8) 0.6(8) . . . . yes Cl(3) C(29) C(28) C(33) -178.2(4) . . . . yes Cl(3) C(29) C(30) C(31) 179.0(6) . . . . yes Cl(4) C(33) C(28) C(8) -0.2(8) . . . . yes Cl(4) C(33) C(28) C(29) 178.6(5) . . . . yes Cl(4) C(33) C(32) C(31) 179.7(7) . . . . yes Cl(5) C(38) C(37) C(13) -4.4(8) . . . . yes Cl(5) C(38) C(37) C(42) 177.0(5) . . . . yes Cl(5) C(38) C(39) C(40) -178.7(7) . . . . yes Cl(6) C(42) C(37) C(13) 3.4(8) . . . . yes Cl(6) C(42) C(37) C(38) -178.0(5) . . . . yes Cl(6) C(42) C(41) C(40) -178.9(7) . . . . yes Cl(7) C(43) Cl(8) Cl(8b) -91(2) . . . . yes Cl(7) C(43) Cl(8b) Cl(8) 101(2) . . . . yes Cl(7) C(43) Cl(8b) Cl(9) -114.3(9) . . . . yes Cl(7) C(43) Cl(9) Cl(8b) 115(1) . . . . yes Cl(7) C(43) Cl(9) Cl(9b) -94.0(7) . . . . yes Cl(7) C(43) Cl(9b) Cl(9) 103.7(6) . . . . yes O(1) C(16) C(2) C(1) 162.3(5) . . . . yes O(1) C(16) C(2) C(3) -13.8(8) . . . . yes O(1) C(17) C(18A) C(18B) -104(2) . . . . yes O(1) C(17) C(18B) C(18A) 101(1) . . . . yes O(2) C(16) O(1) C(17) 3.5(9) . . . . yes O(2) C(16) C(2) C(1) -17.4(9) . . . . yes O(2) C(16) C(2) C(3) 166.5(6) . . . . yes O(3) C(25) C(7) C(6) -170.5(5) . . . . yes O(3) C(25) C(7) C(8) 10.8(8) . . . . yes O(4) C(25) O(3) C(26) 3.6(8) . . . . yes O(4) C(25) C(7) C(6) 9.7(9) . . . . yes O(4) C(25) C(7) C(8) -169.0(5) . . . . yes O(5) C(34) C(12) C(11) 169.8(5) . . . . yes O(5) C(34) C(12) C(13) -10.8(8) . . . . yes O(6) C(34) O(5) C(35) 0.1(8) . . . . yes O(6) C(34) C(12) C(11) -10.9(9) . . . . yes O(6) C(34) C(12) C(13) 168.5(6) . . . . yes N(1) C(1) C(2) C(3) 0.0(5) . . . . yes N(1) C(1) C(2) C(16) -176.9(5) . . . . yes N(1) C(1) C(15) C(14) -99.1(6) . . 5_556 5_556 yes N(1) C(4) C(3) C(2) -0.5(6) . . . . yes N(1) C(4) C(3) C(19) 178.3(5) . . . . yes N(1) C(4) C(5) C(6) 66.0(7) . . . . yes N(2) C(6) C(5) C(4) 95.8(6) . . . . yes N(2) C(6) C(7) C(8) 0.8(6) . . . . yes N(2) C(6) C(7) C(25) -178.1(5) . . . . yes N(2) C(9) C(8) C(7) 1.6(6) . . . . yes N(2) C(9) C(8) C(28) -177.5(5) . . . . yes N(2) C(9) C(10) C(11) -64.4(7) . . . . yes N(3) C(11) C(10) C(9) -93.9(6) . . . . yes N(3) C(11) C(12) C(13) -2.6(6) . . . . yes N(3) C(11) C(12) C(34) 176.9(5) . . . . yes N(3) C(14) C(13) C(12) -1.2(6) . . . . yes N(3) C(14) C(13) C(37) 174.5(5) . . . . yes N(3) C(14) C(15) C(1) 60.5(7) . . . 5_556 yes C(1) N(1) C(4) C(3) 0.6(6) . . . . yes C(1) N(1) C(4) C(5) 178.1(5) . . . . yes C(1) C(2) C(3) C(4) 0.3(6) . . . . yes C(1) C(2) C(3) C(19) -178.5(5) . . . . yes C(1) C(15) C(14) C(13) 124.2(6) . 5_556 5_556 5_556 yes C(2) C(1) N(1) C(4) -0.4(6) . . . . yes C(2) C(1) C(15) C(14) 87.6(7) . . 5_556 5_556 yes C(2) C(3) C(4) C(5) -177.7(5) . . . . yes C(2) C(3) C(19) C(20) 86.2(7) . . . . yes C(2) C(3) C(19) C(24) -91.4(7) . . . . yes C(2) C(16) O(1) C(17) -176.2(6) . . . . yes C(3) C(2) C(1) C(15) 174.1(5) . . . 5_556 yes C(3) C(4) C(5) C(6) -117.2(6) . . . . yes C(3) C(19) C(20) C(21) -176.0(6) . . . . yes C(3) C(19) C(24) C(23) 175.0(6) . . . . yes C(4) N(1) C(1) C(15) -175.2(4) . . . 5_556 yes C(4) C(3) C(2) C(16) 177.0(5) . . . . yes C(4) C(3) C(19) C(20) -92.4(7) . . . . yes C(4) C(3) C(19) C(24) 90.0(7) . . . . yes C(4) C(5) C(6) C(7) -88.3(7) . . . . yes C(5) C(4) C(3) C(19) 1.1(9) . . . . yes C(5) C(6) N(2) C(9) 177.0(4) . . . . yes C(5) C(6) C(7) C(8) -175.5(5) . . . . yes C(5) C(6) C(7) C(25) 5.6(9) . . . . yes C(6) N(2) C(9) C(8) -1.1(6) . . . . yes C(6) N(2) C(9) C(10) -179.0(5) . . . . yes C(6) C(7) C(8) C(9) -1.5(6) . . . . yes C(6) C(7) C(8) C(28) 177.5(5) . . . . yes C(7) C(6) N(2) C(9) 0.2(6) . . . . yes C(7) C(8) C(9) C(10) 179.2(5) . . . . yes C(7) C(8) C(28) C(29) 89.9(7) . . . . yes C(7) C(8) C(28) C(33) -91.4(7) . . . . yes C(7) C(25) O(3) C(26) -176.2(5) . . . . yes C(8) C(9) C(10) C(11) 118.3(6) . . . . yes C(8) C(28) C(29) C(30) -178.1(6) . . . . yes C(8) C(28) C(33) C(32) 178.9(6) . . . . yes C(9) C(8) C(7) C(25) 177.3(5) . . . . yes C(9) C(8) C(28) C(29) -91.3(7) . . . . yes C(9) C(8) C(28) C(33) 87.4(7) . . . . yes C(9) C(10) C(11) C(12) 93.5(7) . . . . yes C(10) C(9) C(8) C(28) 0.1(9) . . . . yes C(10) C(11) N(3) C(14) -172.3(5) . . . . yes C(10) C(11) C(12) C(13) 170.9(5) . . . . yes C(10) C(11) C(12) C(34) -9.6(9) . . . . yes C(11) N(3) C(14) C(13) -0.4(6) . . . . yes C(11) N(3) C(14) C(15) 175.9(5) . . . . yes C(11) C(12) C(13) C(14) 2.4(6) . . . . yes C(11) C(12) C(13) C(37) -173.3(5) . . . . yes C(12) C(11) N(3) C(14) 1.9(6) . . . . yes C(12) C(13) C(14) C(15) -177.0(5) . . . . yes C(12) C(13) C(37) C(38) -97.0(7) . . . . yes C(12) C(13) C(37) C(42) 81.5(7) . . . . yes C(12) C(34) O(5) C(35) 179.4(5) . . . . yes C(13) C(37) C(38) C(39) 174.6(6) . . . . yes C(13) C(37) C(42) C(41) -176.0(6) . . . . yes C(14) C(13) C(12) C(34) -177.1(5) . . . . yes C(14) C(13) C(37) C(38) 88.2(8) . . . . yes C(14) C(13) C(37) C(42) -93.3(7) . . . . yes C(15) C(1) C(2) C(16) 2.8(8) . 5_556 5_556 5_556 yes C(15) C(14) C(13) C(37) -1.3(10) . . . . yes C(16) O(1) C(17) C(18A) 162(1) . . . . yes C(16) O(1) C(17) C(18B) 96(2) . . . . yes C(16) C(2) C(3) C(19) -1.9(9) . . . . yes C(19) C(20) C(21) C(22) 0(1) . . . . yes C(19) C(24) C(23) C(22) 1(1) . . . . yes C(20) C(19) C(24) C(23) -2.8(9) . . . . yes C(20) C(21) C(22) C(23) -2(1) . . . . yes C(21) C(20) C(19) C(24) 1.8(9) . . . . yes C(21) C(22) C(23) C(24) 1(1) . . . . yes C(25) O(3) C(26) C(27) 177.1(6) . . . . yes C(25) C(7) C(8) C(28) -3.7(9) . . . . yes C(28) C(29) C(30) C(31) -2(1) . . . . yes C(28) C(33) C(32) C(31) 0(1) . . . . yes C(29) C(28) C(33) C(32) -2.3(9) . . . . yes C(29) C(30) C(31) C(32) 0(1) . . . . yes C(30) C(29) C(28) C(33) 3.1(9) . . . . yes C(30) C(31) C(32) C(33) 0(1) . . . . yes C(34) O(5) C(35) C(36) -177.8(7) . . . . yes C(34) C(12) C(13) C(37) 7.3(9) . . . . yes C(37) C(38) C(39) C(40) 2(1) . . . . yes C(37) C(42) C(41) C(40) 0(1) . . . . yes C(38) C(37) C(42) C(41) 2.6(10) . . . . yes C(38) C(39) C(40) C(41) 1(1) . . . . yes C(39) C(38) C(37) C(42) -3.9(9) . . . . yes C(39) C(40) C(41) C(42) -2(1) . . . . yes C(39) C(40) C(41) C(42) -2(1) . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cl(7) O(4) 3.295(5) . . ? Cl(7) H(1N) 3.43(5) . . ? Cl(8) H(3N) 3.29(5) . 2_556 ? Cl(8) N(3) 3.474(6) . 2_556 ? Cl(8) O(2) 3.551(6) . 6_555 ? Cl(8b) C(21) 3.48(3) . 7_554 ? Cl(8b) C(22) 3.59(3) . 7_554 ? Cl(9b) O(2) 3.369(10) . 6_555 ? Cl(9b) H(3N) 3.47(5) . 2_556 ? Cl(9b) C(31) 3.52(1) . 2_556 ? Cl(9b) C(15) 3.594(10) . 5_556 ? Cl(11) C(34) 3.445(6) . 2_556 ? Cl(11) O(6) 3.539(5) . 2_556 ? O(2) C(43) 3.13(1) . 6_545 ? O(3) C(26) 3.592(8) . 5_566 ? O(6) C(44) 3.52(1) . 2_456 ? C(43) H(3N) 3.46(5) . 2_556 ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_site_distance_DH _geom_hbond_site_distance_HA _geom_hbond_site_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1N) O(4) . . . 0.73(5) 2.29(5) 2.903(6) 142(5) no N(2) H(2N) O(6) . . . 0.72(4) 2.40(4) 2.977(6) 138(4) no N(3) H(3N) O(2) . . 5_556 0.86(5) 2.15(5) 2.895(6) 144(4) no