# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Pradyut Ghosh' _publ_contact_author_email ICPG@IACS.RES.IN loop_ _publ_author_name P.Ghosh P.S.Lakshminarayanan I.Ravikumar data_Complex_1 _database_code_depnum_ccdc_archive 'CCDC 701763' #TrackingRef '- Complex_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H52 F16 N5 O4' _chemical_formula_weight 1006.88 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.3394(11) _cell_length_b 13.3936(9) _cell_length_c 23.0429(15) _cell_angle_alpha 90.00 _cell_angle_beta 104.689(2) _cell_angle_gamma 90.00 _cell_volume 4878.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6063 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 20.34 _exptl_crystal_description PLATE _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.368 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2076 _exptl_absorpt_coefficient_mu 0.129 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9477 _exptl_absorpt_correction_T_max 0.9846 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER CCD AREA DETECTOR' _diffrn_measurement_method 'OMEGA SCAN' _diffrn_detector_area_resol_mean 3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28988 _diffrn_reflns_av_R_equivalents 0.0322 _diffrn_reflns_av_sigmaI/netI 0.0293 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 23.15 _reflns_number_total 6895 _reflns_number_gt 4200 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER APEX II' _computing_cell_refinement 'BRUKER APEX II' _computing_data_reduction 'BRUKER AXS SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'BRUKER SHELXTL' _computing_publication_material 'MERCURY 1.4' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1178P)^2^+3.1022P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6895 _refine_ls_number_parameters 617 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1101 _refine_ls_R_factor_gt 0.0665 _refine_ls_wR_factor_ref 0.2327 _refine_ls_wR_factor_gt 0.1883 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.0305(2) 0.1364(3) 1.10088(18) 0.0714(11) Uani 1 1 d . . . H1A H 1.0829 0.1425 1.1320 0.086 Uiso 1 1 calc R . . H1B H 1.0343 0.0766 1.0779 0.086 Uiso 1 1 calc R . . C2 C 0.9586(3) 0.1250(3) 1.12979(18) 0.0775(12) Uani 1 1 d . . . H2A H 0.9669 0.0650 1.1541 0.093 Uiso 1 1 calc R . . H2B H 0.9581 0.1815 1.1561 0.093 Uiso 1 1 calc R . . C3 C 0.8173(3) 0.0591(3) 1.0922(2) 0.0786(12) Uani 1 1 d . . . C4 C 0.7345(3) 0.0669(3) 1.0452(2) 0.0727(11) Uani 1 1 d . . . C5 C 0.6633(3) 0.0986(4) 1.0608(3) 0.0935(14) Uani 1 1 d . . . C6 C 0.5864(3) 0.1039(4) 1.0209(4) 0.1108(18) Uani 1 1 d . . . C7 C 0.5787(3) 0.0771(4) 0.9635(4) 0.1160(19) Uani 1 1 d . . . C8 C 0.6465(4) 0.0457(4) 0.9458(2) 0.0998(15) Uani 1 1 d . . . C9 C 0.7238(3) 0.0408(3) 0.9870(2) 0.0812(12) Uani 1 1 d . . . C10 C 1.0431(2) 0.3159(3) 1.0949(2) 0.0758(11) Uani 1 1 d . . . H10A H 1.1041 0.3228 1.1068 0.091 Uiso 1 1 calc R . . H10B H 1.0232 0.3118 1.1311 0.091 Uiso 1 1 calc R . . C11 C 1.0055(2) 0.4072(3) 1.0600(2) 0.0810(12) Uani 1 1 d . . . H11A H 1.0235 0.4662 1.0843 0.097 Uiso 1 1 calc R . . H11B H 1.0265 0.4127 1.0243 0.097 Uiso 1 1 calc R . . C12 C 0.8673(3) 0.4779(3) 1.05210(19) 0.0741(11) Uani 1 1 d . . . C13 C 0.7727(3) 0.4629(3) 1.0270(2) 0.0733(11) Uani 1 1 d . . . C14 C 0.7249(3) 0.4046(4) 1.0540(2) 0.0862(13) Uani 1 1 d . . . C15 C 0.6385(3) 0.3941(4) 1.0312(3) 0.0948(14) Uani 1 1 d . . . C16 C 0.6003(3) 0.4426(5) 0.9802(3) 0.1103(18) Uani 1 1 d . . . C17 C 0.6462(4) 0.5015(5) 0.9524(3) 0.128(2) Uani 1 1 d . . . C18 C 0.7307(3) 0.5112(4) 0.9757(3) 0.1058(16) Uani 1 1 d . . . C19 C 1.0705(2) 0.2120(3) 1.01597(19) 0.0737(11) Uani 1 1 d . . . H19A H 1.1272 0.1898 1.0358 0.088 Uiso 1 1 calc R . . H19B H 1.0752 0.2764 0.9979 0.088 Uiso 1 1 calc R . . C20 C 1.0314(2) 0.1389(3) 0.96753(19) 0.0765(11) Uani 1 1 d . . . H20A H 1.0670 0.1330 0.9398 0.092 Uiso 1 1 calc R . . H20B H 1.0285 0.0738 0.9854 0.092 Uiso 1 1 calc R . . C21 C 0.9201(3) 0.1548(3) 0.8766(2) 0.0699(11) Uani 1 1 d . . . C22 C 0.8346(3) 0.1952(4) 0.84868(19) 0.0836(13) Uani 1 1 d . . . C23 C 0.7698(3) 0.1294(6) 0.8173(2) 0.1081(17) Uani 1 1 d . . . C24 C 0.6943(4) 0.1641(8) 0.7877(3) 0.146(3) Uani 1 1 d . . . C25 C 0.6774(5) 0.2640(9) 0.7860(3) 0.149(3) Uani 1 1 d . . . C26 C 0.7380(5) 0.3300(7) 0.8161(3) 0.147(3) Uani 1 1 d . . . C27 C 0.8164(4) 0.2943(5) 0.8467(2) 0.1053(16) Uani 1 1 d . . . C28 C 0.3876(3) 0.6955(3) 0.77695(19) 0.0820(12) Uani 1 1 d . . . H28A H 0.4084 0.7113 0.8192 0.098 Uiso 1 1 calc R . . H28B H 0.3263 0.6945 0.7678 0.098 Uiso 1 1 calc R . . C29 C 0.4177(3) 0.5929(3) 0.7666(2) 0.0907(14) Uani 1 1 d . . . H29A H 0.4790 0.5929 0.7746 0.109 Uiso 1 1 calc R . . H29B H 0.3948 0.5743 0.7249 0.109 Uiso 1 1 calc R . . C30 C 0.3906(4) 0.5176(4) 0.8066(3) 0.1152(18) Uani 1 1 d . . . H30A H 0.4152 0.5359 0.8481 0.138 Uiso 1 1 calc R . . H30B H 0.3296 0.5206 0.7997 0.138 Uiso 1 1 calc R . . C31 C 0.4153(5) 0.4135(5) 0.7971(3) 0.160(3) Uani 1 1 d . . . H31A H 0.3848 0.3913 0.7580 0.239 Uiso 1 1 calc R . . H31B H 0.4022 0.3710 0.8271 0.239 Uiso 1 1 calc R . . H31C H 0.4750 0.4108 0.8002 0.239 Uiso 1 1 calc R . . C32 C 0.5090(3) 0.7802(3) 0.75097(19) 0.0792(12) Uani 1 1 d . . . H32A H 0.5262 0.7184 0.7356 0.095 Uiso 1 1 calc R . . H32B H 0.5235 0.8342 0.7274 0.095 Uiso 1 1 calc R . . C33 C 0.5598(3) 0.7925(4) 0.8145(2) 0.1015(15) Uani 1 1 d . . . H33A H 0.5443 0.7411 0.8395 0.122 Uiso 1 1 calc R . . H33B H 0.5479 0.8570 0.8297 0.122 Uiso 1 1 calc R . . C34 C 0.6539(4) 0.7845(7) 0.8170(3) 0.169(3) Uani 1 1 d . . . H34 H 0.6745 0.7787 0.7830 0.203 Uiso 1 1 calc R . . C35 C 0.7051(7) 0.7869(8) 0.8743(6) 0.263(6) Uani 1 1 d . . . H35A H 0.7300 0.8520 0.8824 0.395 Uiso 1 1 calc R . . H35B H 0.7491 0.7379 0.8782 0.395 Uiso 1 1 calc R . . H35C H 0.6722 0.7725 0.9023 0.395 Uiso 1 1 calc R . . C36 C 0.3833(3) 0.8757(4) 0.7617(2) 0.0907(14) Uani 1 1 d . . . H36A H 0.3222 0.8724 0.7538 0.109 Uiso 1 1 calc R . . H36B H 0.4057 0.8803 0.8049 0.109 Uiso 1 1 calc R . . C37 C 0.4059(4) 0.9701(4) 0.7342(3) 0.1179(18) Uani 1 1 d . . . H37A H 0.3813 0.9691 0.6912 0.142 Uiso 1 1 calc R . . H37B H 0.4668 0.9750 0.7412 0.142 Uiso 1 1 calc R . . C38 C 0.3726(5) 1.0600(5) 0.7618(4) 0.151(3) Uani 1 1 d . . . H38A H 0.3113 1.0565 0.7512 0.181 Uiso 1 1 calc R . . H38B H 0.3918 1.0546 0.8051 0.181 Uiso 1 1 calc R . . C39 C 0.3959(6) 1.1531(6) 0.7449(5) 0.209(4) Uani 1 1 d . . . H39A H 0.4565 1.1585 0.7558 0.313 Uiso 1 1 calc R . . H39B H 0.3723 1.2041 0.7650 0.313 Uiso 1 1 calc R . . H39C H 0.3751 1.1610 0.7023 0.313 Uiso 1 1 calc R . . C40 C 0.3775(3) 0.7624(3) 0.67366(17) 0.0725(11) Uani 1 1 d . . . H40A H 0.3997 0.8140 0.6523 0.087 Uiso 1 1 calc R . . H40B H 0.3980 0.6988 0.6628 0.087 Uiso 1 1 calc R . . C41 C 0.2833(3) 0.7631(4) 0.6521(2) 0.0985(15) Uani 1 1 d . . . H41A H 0.2616 0.8270 0.6612 0.118 Uiso 1 1 calc R . . H41B H 0.2598 0.7115 0.6727 0.118 Uiso 1 1 calc R . . C42 C 0.2564(3) 0.7448(4) 0.5849(2) 0.0994(15) Uani 1 1 d . . . H42A H 0.2813 0.7960 0.5650 0.119 Uiso 1 1 calc R . . H42B H 0.2789 0.6809 0.5764 0.119 Uiso 1 1 calc R . . C43 C 0.1638(4) 0.7448(6) 0.5594(3) 0.170(3) Uani 1 1 d . . . H43A H 0.1388 0.6921 0.5773 0.256 Uiso 1 1 calc R . . H43B H 0.1516 0.7346 0.5168 0.256 Uiso 1 1 calc R . . H43C H 0.1409 0.8078 0.5675 0.256 Uiso 1 1 calc R . . N1 N 1.02144(17) 0.2236(2) 1.06097(13) 0.0599(8) Uani 1 1 d . . . N2 N 0.8774(2) 0.1192(2) 1.08544(14) 0.0699(9) Uani 1 1 d . . . H2 H 0.8688 0.1562 1.0540 0.084 Uiso 1 1 calc R . . N3 N 0.91410(19) 0.4034(2) 1.04253(15) 0.0723(9) Uani 1 1 d . . . H3 H 0.8897 0.3505 1.0253 0.087 Uiso 1 1 calc R . . N4 N 0.9472(2) 0.1689(2) 0.93487(15) 0.0710(9) Uani 1 1 d . . . H4 H 0.9142 0.1965 0.9539 0.085 Uiso 1 1 calc R . . N5 N 0.4143(2) 0.7785(2) 0.74081(14) 0.0718(9) Uani 1 1 d . . . O1 O 0.8229(2) -0.0007(3) 1.13305(17) 0.1306(15) Uani 1 1 d . . . O2 O 0.8933(2) 0.5567(2) 1.07684(17) 0.1091(11) Uani 1 1 d . . . O3 O 0.96021(19) 0.1138(2) 0.84524(13) 0.0864(9) Uani 1 1 d . . . O4 O 0.3224(2) 0.7368(3) 0.07191(17) 0.1204(12) Uani 1 1 d . . . F1 F 0.6692(2) 0.1263(3) 1.11715(17) 0.1486(13) Uani 1 1 d . . . F2 F 0.5174(2) 0.1352(3) 1.0387(2) 0.1710(16) Uani 1 1 d . . . F3 F 0.5028(2) 0.0834(3) 0.9238(2) 0.1718(17) Uani 1 1 d . . . F4 F 0.6389(2) 0.0226(3) 0.88794(17) 0.1566(14) Uani 1 1 d . . . F5 F 0.79028(18) 0.0093(2) 0.96740(13) 0.1143(10) Uani 1 1 d . . . F6 F 0.7621(2) 0.3538(3) 1.10400(15) 0.1355(12) Uani 1 1 d . . . F7 F 0.5942(2) 0.3349(3) 1.05859(17) 0.1464(13) Uani 1 1 d . . . F8 F 0.51679(18) 0.4295(3) 0.95703(18) 0.1540(14) Uani 1 1 d . . . F9 F 0.6074(2) 0.5496(4) 0.9022(2) 0.213(2) Uani 1 1 d . . . F10 F 0.7744(2) 0.5697(3) 0.94766(18) 0.1652(17) Uani 1 1 d . . . F11 F 0.7864(2) 0.0320(3) 0.81818(17) 0.1488(13) Uani 1 1 d . . . F12 F 0.6343(3) 0.1008(5) 0.7585(2) 0.226(3) Uani 1 1 d . . . F13 F 0.6016(3) 0.2990(6) 0.7575(2) 0.261(3) Uani 1 1 d . . . F14 F 0.7223(4) 0.4266(5) 0.8155(2) 0.230(3) Uani 1 1 d . . . F15 F 0.8757(3) 0.3600(2) 0.87407(18) 0.1400(12) Uani 1 1 d . . . F16 F 0.17391(13) 0.75600(15) 0.01301(9) 0.0713(6) Uani 1 1 d . . . 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 C1 0.066(2) 0.071(3) 0.071(3) 0.007(2) 0.006(2) 0.0061(19) C2 0.085(3) 0.079(3) 0.062(2) 0.008(2) 0.007(2) -0.005(2) C3 0.084(3) 0.075(3) 0.076(3) 0.014(2) 0.020(2) -0.007(2) C4 0.070(3) 0.068(3) 0.085(3) 0.007(2) 0.028(2) -0.008(2) C5 0.092(4) 0.101(4) 0.099(4) 0.002(3) 0.045(3) -0.009(3) C6 0.066(4) 0.113(4) 0.165(6) 0.000(4) 0.050(4) -0.001(3) C7 0.063(4) 0.108(4) 0.162(6) 0.001(4) 0.001(4) -0.013(3) C8 0.089(4) 0.102(4) 0.100(4) -0.021(3) 0.008(3) -0.007(3) C9 0.066(3) 0.075(3) 0.102(4) -0.011(3) 0.021(3) 0.003(2) C10 0.059(2) 0.067(3) 0.093(3) -0.007(2) 0.004(2) 0.0002(19) C11 0.064(3) 0.055(2) 0.119(4) -0.003(2) 0.013(2) 0.0008(19) C12 0.071(3) 0.064(3) 0.084(3) -0.005(2) 0.012(2) 0.006(2) C13 0.068(3) 0.064(2) 0.086(3) -0.006(2) 0.017(2) 0.010(2) C14 0.086(3) 0.086(3) 0.086(3) -0.004(3) 0.023(3) 0.010(3) C15 0.075(3) 0.104(4) 0.113(4) -0.020(3) 0.039(3) -0.014(3) C16 0.062(3) 0.123(5) 0.137(5) -0.011(4) 0.007(3) 0.008(3) C17 0.074(4) 0.127(5) 0.159(6) 0.035(4) -0.013(4) 0.008(3) C18 0.077(3) 0.097(4) 0.133(5) 0.028(3) 0.006(3) 0.001(3) C19 0.054(2) 0.081(3) 0.086(3) 0.006(2) 0.017(2) 0.0045(19) C20 0.069(3) 0.085(3) 0.077(3) 0.003(2) 0.019(2) 0.012(2) C21 0.070(3) 0.078(3) 0.066(3) 0.000(2) 0.025(2) -0.006(2) C22 0.071(3) 0.116(4) 0.063(3) 0.004(3) 0.017(2) 0.009(3) C23 0.085(4) 0.150(6) 0.084(4) -0.005(4) 0.013(3) 0.008(4) C24 0.087(5) 0.242(9) 0.096(5) -0.020(5) -0.005(4) -0.001(6) C25 0.094(5) 0.251(11) 0.085(4) 0.014(6) -0.008(4) 0.052(6) C26 0.148(6) 0.181(8) 0.109(5) 0.033(5) 0.028(5) 0.084(6) C27 0.097(4) 0.129(5) 0.083(3) 0.011(3) 0.010(3) 0.028(4) C28 0.084(3) 0.096(3) 0.070(3) 0.000(2) 0.027(2) -0.007(2) C29 0.111(4) 0.085(3) 0.082(3) -0.005(2) 0.034(3) -0.020(3) C30 0.119(4) 0.116(5) 0.117(4) 0.024(4) 0.041(3) 0.007(3) C31 0.238(9) 0.096(5) 0.163(6) 0.014(4) 0.085(6) -0.017(5) C32 0.073(3) 0.083(3) 0.085(3) -0.012(2) 0.026(2) -0.003(2) C33 0.089(3) 0.115(4) 0.095(4) -0.027(3) 0.011(3) -0.003(3) C34 0.083(4) 0.295(11) 0.114(5) -0.048(6) -0.003(4) -0.037(5) C35 0.169(9) 0.243(12) 0.330(16) -0.037(11) -0.026(10) 0.001(8) C36 0.094(3) 0.095(4) 0.086(3) -0.025(3) 0.028(3) 0.012(3) C37 0.141(5) 0.084(4) 0.133(5) -0.020(3) 0.044(4) 0.010(3) C38 0.144(6) 0.090(4) 0.209(7) -0.031(5) 0.029(5) 0.002(4) C39 0.197(9) 0.116(6) 0.298(12) -0.055(7) 0.034(8) -0.007(6) C40 0.081(3) 0.076(3) 0.063(2) -0.004(2) 0.023(2) -0.003(2) C41 0.081(3) 0.124(4) 0.088(3) -0.011(3) 0.015(3) 0.000(3) C42 0.097(4) 0.101(4) 0.091(3) 0.003(3) 0.006(3) -0.014(3) C43 0.099(5) 0.257(9) 0.134(6) -0.011(6) -0.008(4) -0.023(5) N1 0.0533(17) 0.0557(18) 0.0668(19) 0.0049(15) 0.0081(15) 0.0024(13) N2 0.071(2) 0.073(2) 0.063(2) 0.0122(16) 0.0118(16) -0.0053(17) N3 0.061(2) 0.0517(18) 0.099(2) -0.0048(17) 0.0107(17) 0.0071(15) N4 0.064(2) 0.088(2) 0.064(2) -0.0030(17) 0.0211(16) 0.0038(17) N5 0.073(2) 0.081(2) 0.066(2) -0.0105(17) 0.0248(17) -0.0017(17) O1 0.121(3) 0.135(3) 0.121(3) 0.065(3) 0.005(2) -0.036(2) O2 0.088(2) 0.080(2) 0.148(3) -0.043(2) 0.009(2) 0.0072(17) O3 0.093(2) 0.101(2) 0.0722(19) -0.0017(16) 0.0349(17) 0.0048(17) O4 0.105(3) 0.127(3) 0.122(3) -0.011(2) 0.016(2) 0.004(2) F1 0.150(3) 0.199(4) 0.121(3) -0.005(2) 0.080(2) 0.002(3) F2 0.093(2) 0.188(4) 0.255(5) 0.007(3) 0.087(3) 0.008(2) F3 0.080(2) 0.183(4) 0.220(4) 0.006(3) -0.022(2) -0.009(2) F4 0.147(3) 0.184(4) 0.114(3) -0.049(2) -0.013(2) -0.001(2) F5 0.097(2) 0.127(2) 0.116(2) -0.0375(18) 0.0222(16) 0.0164(17) F6 0.122(2) 0.168(3) 0.111(2) 0.038(2) 0.0186(19) -0.014(2) F7 0.116(2) 0.179(3) 0.156(3) -0.013(3) 0.057(2) -0.041(2) F8 0.071(2) 0.178(3) 0.197(4) -0.020(3) 0.002(2) -0.0056(19) F9 0.114(3) 0.232(5) 0.238(5) 0.112(4) -0.054(3) -0.008(3) F10 0.107(2) 0.183(4) 0.181(3) 0.095(3) -0.010(2) -0.028(2) F11 0.125(3) 0.158(3) 0.154(3) -0.046(3) 0.018(2) -0.037(3) F12 0.106(3) 0.381(8) 0.158(4) -0.059(4) -0.024(3) -0.044(4) F13 0.123(3) 0.496(10) 0.136(3) 0.032(5) -0.017(3) 0.119(5) F14 0.247(6) 0.238(6) 0.198(5) 0.068(4) 0.044(4) 0.152(5) F15 0.154(3) 0.095(2) 0.158(3) 0.015(2) 0.015(2) 0.019(2) F16 0.0652(13) 0.0704(13) 0.0776(14) -0.0015(11) 0.0169(11) 0.0000(10) _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 C1 N1 1.471(5) . ? C1 C2 1.499(6) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 N2 1.456(5) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 O1 1.221(5) . ? C3 N2 1.309(5) . ? C3 C4 1.508(6) . ? C4 C9 1.353(6) . ? C4 C5 1.369(6) . ? C5 F1 1.331(6) . ? C5 C6 1.358(8) . ? C6 C7 1.345(8) . ? C6 F2 1.360(6) . ? C7 C8 1.342(8) . ? C7 F3 1.344(6) . ? C8 F4 1.344(6) . ? C8 C9 1.376(7) . ? C9 F5 1.346(5) . ? C10 N1 1.457(5) . ? C10 C11 1.506(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N3 1.446(5) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 O2 1.223(5) . ? C12 N3 1.309(5) . ? C12 C13 1.521(6) . ? C13 C14 1.362(6) . ? C13 C18 1.369(6) . ? C14 F6 1.343(5) . ? C14 C15 1.382(7) . ? C15 F7 1.335(6) . ? C15 C16 1.350(7) . ? C16 F8 1.344(6) . ? C16 C17 1.357(8) . ? C17 F9 1.334(7) . ? C17 C18 1.356(7) . ? C18 F10 1.332(6) . ? C19 N1 1.471(5) . ? C19 C20 1.501(6) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N4 1.447(5) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 O3 1.222(5) . ? C21 N4 1.317(5) . ? C21 C22 1.484(6) . ? C22 C27 1.359(7) . ? C22 C23 1.426(8) . ? C23 F11 1.332(7) . ? C23 C24 1.332(9) . ? C24 F12 1.340(8) . ? C24 C25 1.365(11) . ? C25 F13 1.331(7) . ? C25 C26 1.376(11) . ? C26 F14 1.319(9) . ? C26 C27 1.382(9) . ? C27 F15 1.341(7) . ? C28 C29 1.499(6) . ? C28 N5 1.517(5) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.507(7) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.484(8) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 C33 1.497(6) . ? C32 N5 1.506(5) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.529(8) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.373(12) . ? C34 H34 0.9300 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 C37 1.502(7) . ? C36 N5 1.519(5) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C38 1.524(8) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C39 1.388(10) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C40 C41 1.493(6) . ? C40 N5 1.526(5) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 C42 1.518(6) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C43 1.478(8) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? N2 H2 0.8600 . ? N3 H3 0.8600 . ? N4 H4 0.8600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 113.1(3) . . ? N1 C1 H1A 109.0 . . ? C2 C1 H1A 109.0 . . ? N1 C1 H1B 109.0 . . ? C2 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? N2 C2 C1 111.8(3) . . ? N2 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? N2 C2 H2B 109.3 . . ? C1 C2 H2B 109.3 . . ? H2A C2 H2B 107.9 . . ? O1 C3 N2 125.7(4) . . ? O1 C3 C4 118.6(4) . . ? N2 C3 C4 115.8(4) . . ? C9 C4 C5 115.8(4) . . ? C9 C4 C3 124.1(4) . . ? C5 C4 C3 120.0(4) . . ? F1 C5 C6 118.1(5) . . ? F1 C5 C4 119.1(5) . . ? C6 C5 C4 122.8(5) . . ? C7 C6 C5 119.4(5) . . ? C7 C6 F2 120.1(6) . . ? C5 C6 F2 120.5(7) . . ? C8 C7 F3 120.1(7) . . ? C8 C7 C6 120.3(5) . . ? F3 C7 C6 119.6(7) . . ? C7 C8 F4 119.9(6) . . ? C7 C8 C9 119.3(5) . . ? F4 C8 C9 120.7(5) . . ? F5 C9 C4 120.1(4) . . ? F5 C9 C8 117.5(5) . . ? C4 C9 C8 122.4(5) . . ? N1 C10 C11 113.1(3) . . ? N1 C10 H10A 109.0 . . ? C11 C10 H10A 109.0 . . ? N1 C10 H10B 109.0 . . ? C11 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? N3 C11 C10 111.8(3) . . ? N3 C11 H11A 109.3 . . ? C10 C11 H11A 109.3 . . ? N3 C11 H11B 109.3 . . ? C10 C11 H11B 109.3 . . ? H11A C11 H11B 107.9 . . ? O2 C12 N3 126.0(4) . . ? O2 C12 C13 119.3(4) . . ? N3 C12 C13 114.6(4) . . ? C14 C13 C18 116.5(4) . . ? C14 C13 C12 123.2(4) . . ? C18 C13 C12 120.3(4) . . ? F6 C14 C13 119.6(4) . . ? F6 C14 C15 118.1(5) . . ? C13 C14 C15 122.2(5) . . ? F7 C15 C16 120.7(5) . . ? F7 C15 C14 120.3(6) . . ? C16 C15 C14 119.0(5) . . ? F8 C16 C15 118.9(6) . . ? F8 C16 C17 121.0(6) . . ? C15 C16 C17 120.2(5) . . ? F9 C17 C18 120.7(6) . . ? F9 C17 C16 119.5(5) . . ? C18 C17 C16 119.8(6) . . ? F10 C18 C17 118.8(5) . . ? F10 C18 C13 119.0(4) . . ? C17 C18 C13 122.3(6) . . ? N1 C19 C20 112.8(3) . . ? N1 C19 H19A 109.0 . . ? C20 C19 H19A 109.0 . . ? N1 C19 H19B 109.0 . . ? C20 C19 H19B 109.0 . . ? H19A C19 H19B 107.8 . . ? N4 C20 C19 112.0(3) . . ? N4 C20 H20A 109.2 . . ? C19 C20 H20A 109.2 . . ? N4 C20 H20B 109.2 . . ? C19 C20 H20B 109.2 . . ? H20A C20 H20B 107.9 . . ? O3 C21 N4 125.1(4) . . ? O3 C21 C22 119.6(4) . . ? N4 C21 C22 115.2(4) . . ? C27 C22 C23 117.3(5) . . ? C27 C22 C21 123.0(5) . . ? C23 C22 C21 119.4(5) . . ? F11 C23 C24 120.5(7) . . ? F11 C23 C22 118.4(5) . . ? C24 C23 C22 121.1(7) . . ? C23 C24 F12 120.0(9) . . ? C23 C24 C25 120.7(8) . . ? F12 C24 C25 119.2(8) . . ? F13 C25 C24 121.1(10) . . ? F13 C25 C26 118.9(10) . . ? C24 C25 C26 120.0(7) . . ? F14 C26 C25 120.8(8) . . ? F14 C26 C27 119.8(9) . . ? C25 C26 C27 119.4(8) . . ? F15 C27 C22 119.9(5) . . ? F15 C27 C26 118.7(7) . . ? C22 C27 C26 121.4(7) . . ? C29 C28 N5 115.6(3) . . ? C29 C28 H28A 108.4 . . ? N5 C28 H28A 108.4 . . ? C29 C28 H28B 108.4 . . ? N5 C28 H28B 108.4 . . ? H28A C28 H28B 107.4 . . ? C28 C29 C30 110.9(4) . . ? C28 C29 H29A 109.5 . . ? C30 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 108.1 . . ? C31 C30 C29 113.9(5) . . ? C31 C30 H30A 108.8 . . ? C29 C30 H30A 108.8 . . ? C31 C30 H30B 108.8 . . ? C29 C30 H30B 108.8 . . ? H30A C30 H30B 107.7 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C33 C32 N5 116.5(4) . . ? C33 C32 H32A 108.2 . . ? N5 C32 H32A 108.2 . . ? C33 C32 H32B 108.2 . . ? N5 C32 H32B 108.2 . . ? H32A C32 H32B 107.3 . . ? C32 C33 C34 109.4(4) . . ? C32 C33 H33A 109.8 . . ? C34 C33 H33A 109.8 . . ? C32 C33 H33B 109.8 . . ? C34 C33 H33B 109.8 . . ? H33A C33 H33B 108.2 . . ? C35 C34 C33 113.4(8) . . ? C35 C34 H34 123.3 . . ? C33 C34 H34 123.3 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C37 C36 N5 116.8(4) . . ? C37 C36 H36A 108.1 . . ? N5 C36 H36A 108.1 . . ? C37 C36 H36B 108.1 . . ? N5 C36 H36B 108.1 . . ? H36A C36 H36B 107.3 . . ? C36 C37 C38 109.7(5) . . ? C36 C37 H37A 109.7 . . ? C38 C37 H37A 109.7 . . ? C36 C37 H37B 109.7 . . ? C38 C37 H37B 109.7 . . ? H37A C37 H37B 108.2 . . ? C39 C38 C37 116.2(7) . . ? C39 C38 H38A 108.2 . . ? C37 C38 H38A 108.2 . . ? C39 C38 H38B 108.2 . . ? C37 C38 H38B 108.2 . . ? H38A C38 H38B 107.4 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40 N5 116.3(3) . . ? C41 C40 H40A 108.2 . . ? N5 C40 H40A 108.2 . . ? C41 C40 H40B 108.2 . . ? N5 C40 H40B 108.2 . . ? H40A C40 H40B 107.4 . . ? C40 C41 C42 110.2(4) . . ? C40 C41 H41A 109.6 . . ? C42 C41 H41A 109.6 . . ? C40 C41 H41B 109.6 . . ? C42 C41 H41B 109.6 . . ? H41A C41 H41B 108.1 . . ? C43 C42 C41 114.1(5) . . ? C43 C42 H42A 108.7 . . ? C41 C42 H42A 108.7 . . ? C43 C42 H42B 108.7 . . ? C41 C42 H42B 108.7 . . ? H42A C42 H42B 107.6 . . ? C42 C43 H43A 109.5 . . ? C42 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C42 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C10 N1 C1 111.5(3) . . ? C10 N1 C19 111.5(3) . . ? C1 N1 C19 111.7(3) . . ? C3 N2 C2 121.8(3) . . ? C3 N2 H2 119.1 . . ? C2 N2 H2 119.1 . . ? C12 N3 C11 122.1(3) . . ? C12 N3 H3 118.9 . . ? C11 N3 H3 118.9 . . ? C21 N4 C20 121.4(3) . . ? C21 N4 H4 119.3 . . ? C20 N4 H4 119.3 . . ? C32 N5 C28 110.6(3) . . ? C32 N5 C36 110.5(3) . . ? C28 N5 C36 106.8(3) . . ? C32 N5 C40 106.5(3) . . ? C28 N5 C40 111.0(3) . . ? C36 N5 C40 111.5(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2 F16 0.86 1.93 2.771(4) 167.7 3_666 N3 H3 F16 0.86 1.85 2.707(4) 173.8 3_666 N4 H4 F16 0.86 1.90 2.753(4) 169.9 3_666 C29 H29B O1 0.97 2.36 3.313(6) 167.0 4_565 C32 H32A O3 0.97 2.38 3.271(5) 151.6 2_656 C36 H36B F1 0.97 2.42 3.121(6) 129.0 3_667 C39 H39C F6 0.96 2.54 3.425(11) 153.2 4_575 C40 H40A O2 0.97 2.44 3.348(5) 156.1 4_575 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 23.15 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.806 _refine_diff_density_min -0.276 _refine_diff_density_rms 0.044 # Attachment '- Complex_2.cif' data_Complex_2 _database_code_depnum_ccdc_archive 'CCDC 710731' #TrackingRef '- Complex_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H51 Cl F15 N5 O3' _chemical_formula_weight 1006.34 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' F F 0.0171 0.0103 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.7018(18) _cell_length_b 14.141(2) _cell_length_c 15.737(3) _cell_angle_alpha 88.438(6) _cell_angle_beta 77.895(5) _cell_angle_gamma 74.960(5) _cell_volume 2458.0(7) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2400 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 19.54 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.360 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 0.177 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9456 _exptl_absorpt_correction_T_max 0.9895 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex II' _diffrn_measurement_method 'Omega Scan' _diffrn_detector_area_resol_mean 3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14575 _diffrn_reflns_av_R_equivalents 0.0379 _diffrn_reflns_av_sigmaI/netI 0.0390 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 20.26 _reflns_number_total 4642 _reflns_number_gt 3128 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Smart Apex II' _computing_cell_refinement 'Bruker Smart Apex II' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 2.3' _computing_publication_material Shelxl-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0624P)^2^+3.4933P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4642 _refine_ls_number_parameters 601 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0921 _refine_ls_R_factor_gt 0.0624 _refine_ls_wR_factor_ref 0.1645 _refine_ls_wR_factor_gt 0.1437 _refine_ls_goodness_of_fit_ref 0.964 _refine_ls_restrained_S_all 0.964 _refine_ls_shift/su_max 0.032 _refine_ls_shift/su_mean 0.002 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 C1 C 0.5498(5) 0.2407(5) 0.1853(4) 0.101(2) Uani 1 1 d . . . H1A H 0.6261 0.2515 0.1544 0.121 Uiso 1 1 calc R . . H1B H 0.5643 0.2045 0.2369 0.121 Uiso 1 1 calc R . . C2 C 0.4610(6) 0.3386(5) 0.2124(4) 0.107(2) Uani 1 1 d . . . H2A H 0.4973 0.3770 0.2437 0.128 Uiso 1 1 calc R . . H2B H 0.4433 0.3737 0.1609 0.128 Uiso 1 1 calc R . . C3 C 0.3216(5) 0.3452(4) 0.3521(5) 0.0802(16) Uani 1 1 d . . . C4 C 0.2020(5) 0.3265(5) 0.3955(3) 0.0714(14) Uani 1 1 d . . . C5 C 0.0953(7) 0.3983(5) 0.4049(4) 0.0841(17) Uani 1 1 d . . . C6 C -0.0124(6) 0.3816(6) 0.4438(4) 0.0915(18) Uani 1 1 d . . . C7 C -0.0168(6) 0.2927(7) 0.4733(4) 0.0923(18) Uani 1 1 d . . . C8 C 0.0861(7) 0.2195(5) 0.4647(4) 0.0934(18) Uani 1 1 d . . . C9 C 0.1936(6) 0.2375(5) 0.4260(4) 0.0839(16) Uani 1 1 d . . . C10 C 0.5609(5) 0.0775(5) 0.1380(5) 0.104(2) Uani 1 1 d . . . H10A H 0.6450 0.0670 0.1416 0.125 Uiso 1 1 calc R . . H10B H 0.5587 0.0429 0.0862 0.125 Uiso 1 1 calc R . . C11 C 0.4952(6) 0.0362(5) 0.2165(5) 0.113(2) Uani 1 1 d . . . H11A H 0.5367 -0.0321 0.2214 0.135 Uiso 1 1 calc R . . H11B H 0.4960 0.0714 0.2683 0.135 Uiso 1 1 calc R . . C12 C 0.3282(6) -0.0321(5) 0.2088(4) 0.0832(17) Uani 1 1 d . . . C13 C 0.1973(6) -0.0092(4) 0.2061(5) 0.0828(17) Uani 1 1 d . . . C14 C 0.1550(9) 0.0179(5) 0.1348(6) 0.110(2) Uani 1 1 d . . . C15 C 0.0326(12) 0.0440(6) 0.1326(8) 0.136(3) Uani 1 1 d . . . C16 C -0.0473(9) 0.0422(6) 0.2107(10) 0.132(4) Uani 1 1 d . . . C17 C -0.0065(9) 0.0166(6) 0.2822(8) 0.131(3) Uani 1 1 d . . . C18 C 0.1111(7) -0.0099(5) 0.2823(6) 0.0987(19) Uani 1 1 d . . . C19 C 0.5319(6) 0.2125(5) 0.0396(4) 0.105(2) Uani 1 1 d . . . H19A H 0.6160 0.1826 0.0131 0.126 Uiso 1 1 calc R . . H19B H 0.5195 0.2830 0.0385 0.126 Uiso 1 1 calc R . . C20 C 0.4524(6) 0.1836(5) -0.0129(4) 0.111(2) Uani 1 1 d . . . H20A H 0.4788 0.1976 -0.0734 0.133 Uiso 1 1 calc R . . H20B H 0.4611 0.1137 -0.0089 0.133 Uiso 1 1 calc R . . C21 C 0.2623(8) 0.2857(7) -0.0356(5) 0.143(3) Uani 1 1 d . . . C22 C 0.1289(10) 0.3283(9) 0.0049(7) 0.131(3) Uani 1 1 d . . . C23 C 0.0426(16) 0.2918(11) -0.0180(7) 0.180(5) Uani 1 1 d . . . C24 C -0.0814(14) 0.3273(13) 0.0182(10) 0.177(5) Uani 1 1 d . . . C25 C -0.1107(14) 0.4025(17) 0.0769(11) 0.193(9) Uani 1 1 d . . . C26 C -0.0339(16) 0.4407(10) 0.1032(8) 0.153(4) Uani 1 1 d . . . C27 C 0.0907(14) 0.4018(11) 0.0645(8) 0.152(4) Uani 1 1 d . . . C28 C 0.3434(5) 0.3081(4) 0.6873(3) 0.0814(16) Uani 1 1 d . . . H28A H 0.2986 0.3503 0.7374 0.098 Uiso 1 1 calc R . . H28B H 0.3703 0.2426 0.7083 0.098 Uiso 1 1 calc R . . C29 C 0.2584(6) 0.3057(5) 0.6282(4) 0.111(2) Uani 1 1 d . . . H29A H 0.2986 0.2575 0.5815 0.133 Uiso 1 1 calc R . . H29B H 0.2359 0.3692 0.6026 0.133 Uiso 1 1 calc R . . C30 C 0.1430(8) 0.2792(7) 0.6801(6) 0.151(3) Uani 1 1 d . . . H30A H 0.1090 0.3225 0.7310 0.181 Uiso 1 1 calc R . . H30B H 0.0832 0.2893 0.6441 0.181 Uiso 1 1 calc R . . C31 C 0.1683(11) 0.1801(9) 0.7069(8) 0.225(6) Uani 1 1 d . . . H31A H 0.2097 0.1374 0.6574 0.338 Uiso 1 1 calc R . . H31B H 0.0938 0.1641 0.7323 0.338 Uiso 1 1 calc R . . H31C H 0.2185 0.1721 0.7490 0.338 Uiso 1 1 calc R . . C32 C 0.4177(5) 0.4456(4) 0.6144(3) 0.0761(15) Uani 1 1 d . . . H32A H 0.4905 0.4678 0.5956 0.091 Uiso 1 1 calc R . . H32B H 0.3836 0.4428 0.5637 0.091 Uiso 1 1 calc R . . C33 C 0.3286(5) 0.5208(4) 0.6782(4) 0.0791(16) Uani 1 1 d . . . H33A H 0.3594 0.5224 0.7305 0.095 Uiso 1 1 calc R . . H33B H 0.2525 0.5027 0.6940 0.095 Uiso 1 1 calc R . . C34 C 0.3072(5) 0.6218(4) 0.6388(4) 0.0916(18) Uani 1 1 d . . . H34A H 0.3817 0.6423 0.6291 0.110 Uiso 1 1 calc R . . H34B H 0.2864 0.6175 0.5828 0.110 Uiso 1 1 calc R . . C35 C 0.2069(6) 0.6990(5) 0.6960(5) 0.119(2) Uani 1 1 d . . . H35A H 0.1328 0.6793 0.7060 0.178 Uiso 1 1 calc R . . H35B H 0.1962 0.7606 0.6675 0.178 Uiso 1 1 calc R . . H35C H 0.2287 0.7059 0.7506 0.178 Uiso 1 1 calc R . . C36 C 0.5226(5) 0.3389(4) 0.7196(3) 0.0841(16) Uani 1 1 d . . . H36A H 0.4703 0.3811 0.7676 0.101 Uiso 1 1 calc R . . H36B H 0.5399 0.2726 0.7404 0.101 Uiso 1 1 calc R . . C37 C 0.6391(6) 0.3684(6) 0.6962(4) 0.124(2) Uani 1 1 d . . . H37A H 0.6262 0.4335 0.6727 0.149 Uiso 1 1 calc R . . H37B H 0.6979 0.3227 0.6535 0.149 Uiso 1 1 calc R . . C38 C 0.6865(11) 0.3661(8) 0.7893(7) 0.179(4) Uiso 1 1 d . . . C39A C 0.775(3) 0.293(3) 0.770(2) 0.273(14) Uiso 0.51 1 d P . . C39B C 0.805(3) 0.364(2) 0.7648(18) 0.229(11) Uiso 0.49 1 d P . . C40 C 0.5285(5) 0.2787(4) 0.5694(3) 0.0907(17) Uani 1 1 d . . . H40A H 0.4813 0.2862 0.5246 0.109 Uiso 1 1 calc R . . H40B H 0.5993 0.3025 0.5466 0.109 Uiso 1 1 calc R . . C41 C 0.5702(7) 0.1712(5) 0.5863(4) 0.126(3) Uani 1 1 d . . . H41A H 0.5003 0.1447 0.6028 0.151 Uiso 1 1 calc R . . H41B H 0.6115 0.1629 0.6345 0.151 Uiso 1 1 calc R . . C42 C 0.6552(7) 0.1143(6) 0.5067(5) 0.143(3) Uani 1 1 d . . . H42A H 0.7202 0.1457 0.4870 0.172 Uiso 1 1 calc R . . H42B H 0.6910 0.0487 0.5237 0.172 Uiso 1 1 calc R . . C43 C 0.5999(7) 0.1071(6) 0.4363(6) 0.150(3) Uani 1 1 d . . . H43A H 0.5306 0.0819 0.4561 0.224 Uiso 1 1 calc R . . H43B H 0.6567 0.0637 0.3919 0.224 Uiso 1 1 calc R . . H43C H 0.5750 0.1708 0.4129 0.224 Uiso 1 1 calc R . . N1 N 0.5077(4) 0.1826(4) 0.1302(3) 0.0809(13) Uani 1 1 d . . . N2 N 0.3478(4) 0.3280(3) 0.2678(3) 0.0890(14) Uani 1 1 d . . . H2 H 0.2967 0.3098 0.2442 0.107 Uiso 1 1 calc R . . N3 N 0.3713(4) 0.0435(4) 0.2111(3) 0.0963(15) Uani 1 1 d . . . H3 H 0.3238 0.1008 0.2094 0.116 Uiso 1 1 calc R . . N4 N 0.3262(5) 0.2350(4) 0.0164(3) 0.0995(16) Uani 1 1 d . . . H4 H 0.2923 0.2317 0.0701 0.119 Uiso 1 1 calc R . . N5 N 0.4533(4) 0.3429(3) 0.6475(3) 0.0701(12) Uani 1 1 d . . . O1 O 0.3828(4) 0.3748(3) 0.3942(3) 0.1123(15) Uani 1 1 d . . . O2 O 0.3872(4) -0.1174(3) 0.2100(3) 0.1157(15) Uani 1 1 d . . . O3 O 0.3003(6) 0.2979(7) -0.1111(4) 0.258(5) Uani 1 1 d . . . F1 F 0.0966(3) 0.4877(3) 0.3739(3) 0.1254(13) Uani 1 1 d . . . F2 F -0.1148(3) 0.4543(3) 0.4517(3) 0.1407(15) Uani 1 1 d . . . F3 F -0.1232(3) 0.2754(3) 0.5119(3) 0.1384(14) Uani 1 1 d . . . F4 F 0.0824(4) 0.1305(3) 0.4937(3) 0.1476(15) Uani 1 1 d . . . F5 F 0.2953(3) 0.1639(3) 0.4173(3) 0.1226(12) Uani 1 1 d . . . F6 F 0.2338(5) 0.0232(3) 0.0597(3) 0.1548(17) Uani 1 1 d . . . F7 F -0.0068(6) 0.0735(4) 0.0622(4) 0.218(3) Uani 1 1 d . . . F8 F -0.1666(4) 0.0668(4) 0.2159(4) 0.194(2) Uani 1 1 d . . . F9 F -0.0874(4) 0.0185(4) 0.3597(4) 0.198(2) Uani 1 1 d . . . F10 F 0.1508(4) -0.0346(4) 0.3556(3) 0.1549(17) Uani 1 1 d . . . F11 F 0.0745(6) 0.2167(6) -0.0754(4) 0.225(3) Uani 1 1 d . . . F12 F -0.1617(7) 0.2858(8) -0.0064(5) 0.278(5) Uani 1 1 d . . . F13 F -0.2315(6) 0.4352(6) 0.1105(4) 0.248(4) Uani 1 1 d . . . F14 F -0.0686(6) 0.5116(5) 0.1631(4) 0.225(3) Uani 1 1 d . . . F15 F 0.1670(7) 0.4424(4) 0.0907(4) 0.174(2) Uani 1 1 d . . . Cl1 Cl 0.15376(12) 0.23875(10) 0.21051(8) 0.0749(4) Uani 1 1 d . . . 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 C1 0.078(4) 0.144(6) 0.090(5) -0.008(4) -0.009(4) -0.051(5) C2 0.119(6) 0.132(6) 0.084(5) -0.015(4) -0.002(4) -0.072(5) C3 0.080(5) 0.087(4) 0.075(5) -0.009(3) -0.020(4) -0.020(3) C4 0.067(4) 0.088(5) 0.061(4) -0.010(3) -0.017(3) -0.020(4) C5 0.087(5) 0.082(5) 0.087(5) -0.004(4) -0.032(4) -0.017(4) C6 0.069(5) 0.105(6) 0.096(5) -0.017(4) -0.030(4) -0.003(5) C7 0.069(5) 0.126(7) 0.082(5) -0.009(4) -0.009(4) -0.029(5) C8 0.095(6) 0.091(5) 0.097(5) 0.008(4) -0.019(4) -0.030(5) C9 0.072(5) 0.093(5) 0.083(4) -0.004(4) -0.019(4) -0.011(4) C10 0.065(4) 0.121(6) 0.122(6) -0.008(5) -0.023(4) -0.014(4) C11 0.085(5) 0.118(5) 0.138(6) 0.030(5) -0.043(5) -0.017(4) C12 0.078(5) 0.074(5) 0.081(4) 0.010(3) 0.004(3) -0.009(4) C13 0.076(5) 0.062(4) 0.100(6) -0.007(3) -0.005(5) -0.011(3) C14 0.116(7) 0.105(5) 0.103(7) -0.015(5) -0.025(6) -0.016(5) C15 0.144(10) 0.120(7) 0.161(10) -0.013(6) -0.068(9) -0.033(7) C16 0.102(8) 0.095(6) 0.222(13) -0.004(7) -0.091(9) -0.019(5) C17 0.078(7) 0.123(6) 0.179(10) -0.005(6) 0.008(7) -0.032(5) C18 0.084(6) 0.093(5) 0.115(7) 0.006(4) -0.022(5) -0.014(4) C19 0.090(5) 0.145(6) 0.074(5) -0.010(4) 0.003(4) -0.034(4) C20 0.107(6) 0.144(6) 0.066(4) -0.013(4) -0.008(4) -0.011(5) C21 0.111(7) 0.215(9) 0.068(6) 0.031(6) 0.000(5) 0.001(6) C22 0.130(9) 0.183(9) 0.054(6) 0.033(6) -0.022(7) 0.003(8) C23 0.162(13) 0.289(16) 0.059(7) 0.038(8) -0.025(9) -0.006(13) C24 0.125(12) 0.280(16) 0.101(9) 0.053(9) -0.023(9) -0.013(11) C25 0.119(12) 0.29(2) 0.106(12) 0.095(13) 0.007(10) 0.029(13) C26 0.150(12) 0.159(10) 0.099(9) 0.044(7) 0.006(10) 0.023(10) C27 0.181(15) 0.166(12) 0.074(8) 0.051(8) -0.018(8) 0.001(9) C28 0.099(4) 0.090(4) 0.061(4) 0.006(3) -0.011(3) -0.041(3) C29 0.114(5) 0.149(6) 0.090(5) 0.008(4) -0.019(4) -0.072(5) C30 0.164(8) 0.177(9) 0.148(7) -0.013(6) -0.042(6) -0.100(7) C31 0.279(14) 0.208(12) 0.235(12) 0.003(10) -0.028(10) -0.163(11) C32 0.077(4) 0.092(4) 0.059(3) 0.018(3) -0.013(3) -0.025(3) C33 0.075(4) 0.088(4) 0.076(4) 0.008(3) -0.015(3) -0.025(3) C34 0.084(4) 0.094(5) 0.107(5) 0.023(4) -0.036(4) -0.031(4) C35 0.121(6) 0.086(5) 0.148(6) 0.000(4) -0.040(5) -0.015(4) C36 0.098(4) 0.087(4) 0.068(4) 0.009(3) -0.028(3) -0.017(3) C37 0.102(5) 0.163(7) 0.111(6) 0.000(5) -0.035(4) -0.031(5) C40 0.098(4) 0.103(5) 0.061(4) -0.003(3) -0.004(3) -0.019(4) C41 0.168(7) 0.100(5) 0.084(5) -0.020(4) -0.012(5) -0.001(5) C42 0.132(7) 0.164(8) 0.123(7) -0.026(6) -0.034(6) -0.009(6) C43 0.117(6) 0.184(8) 0.136(7) -0.029(6) -0.014(6) -0.025(6) N1 0.071(3) 0.105(4) 0.070(3) -0.004(3) -0.011(3) -0.031(3) N2 0.090(4) 0.113(4) 0.073(4) -0.013(3) -0.011(3) -0.047(3) N3 0.073(4) 0.086(4) 0.128(4) 0.024(3) -0.027(3) -0.013(3) N4 0.097(4) 0.134(4) 0.054(3) -0.002(3) -0.011(3) -0.010(3) N5 0.080(3) 0.075(3) 0.056(3) 0.008(2) -0.012(3) -0.023(2) O1 0.097(3) 0.170(4) 0.089(3) -0.021(3) -0.026(3) -0.061(3) O2 0.106(3) 0.079(3) 0.133(4) 0.011(3) 0.003(3) 0.005(3) O3 0.158(5) 0.450(12) 0.074(4) 0.097(6) 0.019(4) 0.039(6) F1 0.128(3) 0.097(3) 0.151(3) 0.008(2) -0.044(3) -0.018(2) F2 0.085(3) 0.152(3) 0.168(4) -0.028(3) -0.038(2) 0.012(3) F3 0.085(3) 0.201(4) 0.130(3) 0.002(3) -0.006(2) -0.051(3) F4 0.137(3) 0.128(3) 0.173(4) 0.040(3) -0.010(3) -0.046(3) F5 0.093(3) 0.105(3) 0.149(3) 0.016(2) -0.012(2) -0.002(2) F6 0.180(4) 0.179(4) 0.095(3) -0.003(3) -0.035(3) -0.025(3) F7 0.263(7) 0.204(5) 0.225(6) -0.010(5) -0.169(6) -0.029(5) F8 0.108(4) 0.179(5) 0.308(7) -0.030(4) -0.071(4) -0.033(3) F9 0.101(3) 0.244(6) 0.221(6) 0.020(4) 0.024(4) -0.042(3) F10 0.109(3) 0.214(5) 0.120(3) 0.037(3) 0.003(3) -0.029(3) F11 0.180(6) 0.372(10) 0.112(4) -0.023(5) -0.033(4) -0.049(6) F12 0.175(6) 0.498(14) 0.179(6) 0.087(7) -0.072(5) -0.101(8) F13 0.143(5) 0.349(9) 0.163(5) 0.090(5) 0.012(4) 0.046(5) F14 0.240(7) 0.173(5) 0.169(5) 0.015(4) 0.037(5) 0.043(5) F15 0.209(7) 0.150(5) 0.134(5) 0.026(3) -0.006(4) -0.023(4) Cl1 0.0768(9) 0.0797(9) 0.0703(9) 0.0018(7) -0.0214(7) -0.0191(7) _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 C1 N1 1.449(7) . ? C1 C2 1.509(8) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 N2 1.465(7) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 O1 1.222(6) . ? C3 N2 1.313(7) . ? C3 C4 1.509(8) . ? C4 C9 1.354(7) . ? C4 C5 1.373(8) . ? C5 F1 1.346(6) . ? C5 C6 1.358(8) . ? C6 C7 1.338(8) . ? C6 F2 1.347(7) . ? C7 F3 1.347(7) . ? C7 C8 1.353(8) . ? C8 F4 1.335(7) . ? C8 C9 1.363(8) . ? C9 F5 1.347(6) . ? C10 N1 1.467(7) . ? C10 C11 1.502(8) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N3 1.446(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 O2 1.227(6) . ? C12 N3 1.299(7) . ? C12 C13 1.492(8) . ? C13 C14 1.327(9) . ? C13 C18 1.397(8) . ? C14 F6 1.351(8) . ? C14 C15 1.391(11) . ? C15 F7 1.304(10) . ? C15 C16 1.383(12) . ? C16 C17 1.319(12) . ? C16 F8 1.334(9) . ? C17 C18 1.329(10) . ? C17 F9 1.374(9) . ? C18 F10 1.338(7) . ? C19 N1 1.467(7) . ? C19 C20 1.500(8) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N4 1.448(7) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 O3 1.202(8) . ? C21 N4 1.300(8) . ? C21 C22 1.524(12) . ? C22 C27 1.341(14) . ? C22 C23 1.359(15) . ? C23 F11 1.338(14) . ? C23 C24 1.404(16) . ? C24 F12 1.353(15) . ? C24 C25 1.35(2) . ? C25 C26 1.300(19) . ? C25 F13 1.360(15) . ? C26 F14 1.319(14) . ? C26 C27 1.425(16) . ? C27 F15 1.314(13) . ? C28 N5 1.504(6) . ? C28 C29 1.504(7) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.554(9) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.426(12) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 C33 1.506(7) . ? C32 N5 1.513(6) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.522(7) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.525(8) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 C37 1.498(8) . ? C36 N5 1.519(6) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C38 1.669(11) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C39A 1.25(3) . ? C38 C39B 1.35(3) . ? C39A C39B 1.15(4) . ? C40 C41 1.506(8) . ? C40 N5 1.518(6) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 C42 1.525(9) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C43 1.413(9) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? N2 H2 0.8600 . ? N3 H3 0.8600 . ? N4 H4 0.8600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 112.8(5) . . ? N1 C1 H1A 109.0 . . ? C2 C1 H1A 109.0 . . ? N1 C1 H1B 109.0 . . ? C2 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? N2 C2 C1 112.0(5) . . ? N2 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? N2 C2 H2B 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? O1 C3 N2 126.3(6) . . ? O1 C3 C4 121.0(6) . . ? N2 C3 C4 112.7(6) . . ? C9 C4 C5 116.3(6) . . ? C9 C4 C3 121.9(6) . . ? C5 C4 C3 121.8(6) . . ? F1 C5 C6 118.6(7) . . ? F1 C5 C4 119.5(7) . . ? C6 C5 C4 121.9(6) . . ? C7 C6 F2 120.2(7) . . ? C7 C6 C5 120.0(6) . . ? F2 C6 C5 119.9(8) . . ? C6 C7 F3 120.4(7) . . ? C6 C7 C8 120.1(6) . . ? F3 C7 C8 119.5(8) . . ? F4 C8 C7 120.5(7) . . ? F4 C8 C9 120.2(7) . . ? C7 C8 C9 119.3(7) . . ? F5 C9 C4 118.8(6) . . ? F5 C9 C8 118.8(7) . . ? C4 C9 C8 122.4(6) . . ? N1 C10 C11 112.2(5) . . ? N1 C10 H10A 109.2 . . ? C11 C10 H10A 109.2 . . ? N1 C10 H10B 109.2 . . ? C11 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? N3 C11 C10 111.4(5) . . ? N3 C11 H11A 109.4 . . ? C10 C11 H11A 109.4 . . ? N3 C11 H11B 109.4 . . ? C10 C11 H11B 109.4 . . ? H11A C11 H11B 108.0 . . ? O2 C12 N3 124.4(6) . . ? O2 C12 C13 120.2(6) . . ? N3 C12 C13 115.3(6) . . ? C14 C13 C18 116.3(7) . . ? C14 C13 C12 123.5(7) . . ? C18 C13 C12 120.1(7) . . ? F6 C14 C13 119.1(8) . . ? F6 C14 C15 117.0(10) . . ? C13 C14 C15 123.8(9) . . ? F7 C15 C16 120.9(12) . . ? F7 C15 C14 122.6(12) . . ? C16 C15 C14 116.4(9) . . ? C17 C16 F8 118.4(13) . . ? C17 C16 C15 120.4(9) . . ? F8 C16 C15 121.2(12) . . ? C16 C17 C18 122.0(9) . . ? C16 C17 F9 119.5(11) . . ? C18 C17 F9 118.5(11) . . ? C17 C18 F10 121.2(9) . . ? C17 C18 C13 121.0(8) . . ? F10 C18 C13 117.7(7) . . ? N1 C19 C20 112.5(5) . . ? N1 C19 H19A 109.1 . . ? C20 C19 H19A 109.1 . . ? N1 C19 H19B 109.1 . . ? C20 C19 H19B 109.1 . . ? H19A C19 H19B 107.8 . . ? N4 C20 C19 112.3(5) . . ? N4 C20 H20A 109.1 . . ? C19 C20 H20A 109.1 . . ? N4 C20 H20B 109.1 . . ? C19 C20 H20B 109.1 . . ? H20A C20 H20B 107.9 . . ? O3 C21 N4 125.0(8) . . ? O3 C21 C22 120.0(8) . . ? N4 C21 C22 115.0(7) . . ? C27 C22 C23 116.9(12) . . ? C27 C22 C21 122.5(13) . . ? C23 C22 C21 120.6(13) . . ? F11 C23 C22 120.1(15) . . ? F11 C23 C24 116.9(18) . . ? C22 C23 C24 123.0(14) . . ? F12 C24 C25 124.8(18) . . ? F12 C24 C23 119.6(19) . . ? C25 C24 C23 115.5(16) . . ? C26 C25 C24 125.3(17) . . ? C26 C25 F13 121(2) . . ? C24 C25 F13 114(2) . . ? F14 C26 C25 122.1(18) . . ? F14 C26 C27 121.1(17) . . ? C25 C26 C27 116.8(16) . . ? C22 C27 F15 121.6(14) . . ? C22 C27 C26 122.4(13) . . ? F15 C27 C26 116.0(16) . . ? N5 C28 C29 115.7(4) . . ? N5 C28 H28A 108.3 . . ? C29 C28 H28A 108.3 . . ? N5 C28 H28B 108.3 . . ? C29 C28 H28B 108.3 . . ? H28A C28 H28B 107.4 . . ? C28 C29 C30 110.2(5) . . ? C28 C29 H29A 109.6 . . ? C30 C29 H29A 109.6 . . ? C28 C29 H29B 109.6 . . ? C30 C29 H29B 109.6 . . ? H29A C29 H29B 108.1 . . ? C31 C30 C29 111.9(8) . . ? C31 C30 H30A 109.2 . . ? C29 C30 H30A 109.2 . . ? C31 C30 H30B 109.2 . . ? C29 C30 H30B 109.2 . . ? H30A C30 H30B 107.9 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C33 C32 N5 116.0(4) . . ? C33 C32 H32A 108.3 . . ? N5 C32 H32A 108.3 . . ? C33 C32 H32B 108.3 . . ? N5 C32 H32B 108.3 . . ? H32A C32 H32B 107.4 . . ? C32 C33 C34 110.6(5) . . ? C32 C33 H33A 109.5 . . ? C34 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? C34 C33 H33B 109.5 . . ? H33A C33 H33B 108.1 . . ? C35 C34 C33 113.2(5) . . ? C35 C34 H34A 108.9 . . ? C33 C34 H34A 108.9 . . ? C35 C34 H34B 108.9 . . ? C33 C34 H34B 108.9 . . ? H34A C34 H34B 107.8 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C37 C36 N5 116.3(5) . . ? C37 C36 H36A 108.2 . . ? N5 C36 H36A 108.2 . . ? C37 C36 H36B 108.2 . . ? N5 C36 H36B 108.2 . . ? H36A C36 H36B 107.4 . . ? C36 C37 C38 104.9(6) . . ? C36 C37 H37A 110.8 . . ? C38 C37 H37A 110.8 . . ? C36 C37 H37B 110.8 . . ? C38 C37 H37B 110.8 . . ? H37A C37 H37B 108.8 . . ? C39A C38 C39B 52.2(16) . . ? C39A C38 C37 96.7(17) . . ? C39B C38 C37 104.6(14) . . ? C39B C39A C38 69(3) . . ? C39A C39B C38 59(2) . . ? C41 C40 N5 115.6(5) . . ? C41 C40 H40A 108.4 . . ? N5 C40 H40A 108.4 . . ? C41 C40 H40B 108.4 . . ? N5 C40 H40B 108.4 . . ? H40A C40 H40B 107.4 . . ? C40 C41 C42 111.8(6) . . ? C40 C41 H41A 109.3 . . ? C42 C41 H41A 109.3 . . ? C40 C41 H41B 109.3 . . ? C42 C41 H41B 109.3 . . ? H41A C41 H41B 107.9 . . ? C43 C42 C41 114.8(7) . . ? C43 C42 H42A 108.6 . . ? C41 C42 H42A 108.6 . . ? C43 C42 H42B 108.6 . . ? C41 C42 H42B 108.6 . . ? H42A C42 H42B 107.5 . . ? C42 C43 H43A 109.5 . . ? C42 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C42 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C1 N1 C10 111.3(5) . . ? C1 N1 C19 110.7(5) . . ? C10 N1 C19 111.4(5) . . ? C3 N2 C2 122.4(5) . . ? C3 N2 H2 118.8 . . ? C2 N2 H2 118.8 . . ? C12 N3 C11 123.4(5) . . ? C12 N3 H3 118.3 . . ? C11 N3 H3 118.3 . . ? C21 N4 C20 122.3(6) . . ? C21 N4 H4 118.8 . . ? C20 N4 H4 118.8 . . ? C28 N5 C40 111.0(4) . . ? C28 N5 C32 111.1(4) . . ? C40 N5 C32 106.2(4) . . ? C28 N5 C36 105.4(4) . . ? C40 N5 C36 111.9(4) . . ? C32 N5 C36 111.4(4) . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 20.26 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.506 _refine_diff_density_min -0.204 _refine_diff_density_rms 0.041 _vrf_THETM01_Complex_2 ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 Calculated sin(theta_max)/wavelength = 0.4872 RESPONSE: The crystal was poorly diffracting at higher Bragg angles. The situation did not improve even after recrystallisation and fresh data collection. ; # end Validation Reply Form # Attachment '- Complex_3.cif' data_Complex_3 _database_code_depnum_ccdc_archive 'CCDC 732760' #TrackingRef '- Complex_3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H41 F16 K N4 O10' _chemical_formula_weight 1032.83 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.591(7) _cell_length_b 19.049(8) _cell_length_c 16.196(7) _cell_angle_alpha 90.00 _cell_angle_beta 93.954(6) _cell_angle_gamma 90.00 _cell_volume 4799(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1416 _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 13.50 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.430 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2112 _exptl_absorpt_coefficient_mu 0.226 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9109 _exptl_absorpt_correction_T_max 0.9777 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex II' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean 3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26265 _diffrn_reflns_av_R_equivalents 0.1175 _diffrn_reflns_av_sigmaI/netI 0.0817 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 19.46 _reflns_number_total 4111 _reflns_number_gt 2206 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex II' _computing_cell_refinement 'Bruker Apex II' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 2.3' _computing_publication_material Shelxl-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1253P)^2^+7.4249P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4111 _refine_ls_number_parameters 574 _refine_ls_number_restraints 80 _refine_ls_R_factor_all 0.1477 _refine_ls_R_factor_gt 0.0832 _refine_ls_wR_factor_ref 0.2649 _refine_ls_wR_factor_gt 0.2168 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5978(7) 0.7514(6) 0.0762(7) 0.086(3) Uani 1 1 d . . . H1A H 0.5494 0.7721 0.0440 0.103 Uiso 1 1 calc R . . H1B H 0.6494 0.7614 0.0482 0.103 Uiso 1 1 calc R . . C2 C 0.6053(7) 0.7841(5) 0.1612(7) 0.095(3) Uani 1 1 d . . . H2A H 0.6501 0.7604 0.1952 0.114 Uiso 1 1 calc R . . H2B H 0.6212 0.8331 0.1569 0.114 Uiso 1 1 calc R . . C3 C 0.4811(7) 0.8337(8) 0.2189(7) 0.082(3) Uani 1 1 d . . . C4 C 0.3981(8) 0.8162(5) 0.2564(9) 0.084(3) Uani 1 1 d . . . C5 C 0.3930(10) 0.8205(7) 0.3390(12) 0.135(5) Uani 1 1 d . . . C6 C 0.3205(14) 0.8040(11) 0.3776(11) 0.179(8) Uani 1 1 d . . . C7 C 0.2499(12) 0.7829(9) 0.3317(13) 0.144(6) Uani 1 1 d . . . C8 C 0.2507(9) 0.7774(7) 0.2494(12) 0.113(4) Uani 1 1 d . . . C9 C 0.3256(10) 0.7940(6) 0.2121(8) 0.094(3) Uani 1 1 d . . . C10 C 0.5372(8) 0.6470(6) 0.0089(7) 0.088(3) Uani 1 1 d . . . H10A H 0.5522 0.5979 0.0029 0.106 Uiso 1 1 calc R . . H10B H 0.5533 0.6716 -0.0402 0.106 Uiso 1 1 calc R . . C11 C 0.4428(7) 0.6530(6) 0.0145(6) 0.092(3) Uani 1 1 d . . . H11A H 0.4274 0.7020 0.0204 0.111 Uiso 1 1 calc R . . H11B H 0.4134 0.6354 -0.0360 0.111 Uiso 1 1 calc R . . C12 C 0.3774(7) 0.5519(7) 0.0740(8) 0.084(3) Uani 1 1 d . . . C13 C 0.3574(10) 0.5161(7) 0.1552(7) 0.086(3) Uani 1 1 d . . . C14 C 0.2845(11) 0.5277(8) 0.1919(10) 0.118(4) Uani 1 1 d . . . C15 C 0.2664(11) 0.4939(11) 0.2633(12) 0.141(5) Uani 1 1 d . . . C16 C 0.3242(16) 0.4502(9) 0.2997(10) 0.129(5) Uani 1 1 d . . . C17 C 0.3969(11) 0.4369(8) 0.2647(12) 0.116(5) Uani 1 1 d . . . C18 C 0.4143(10) 0.4696(8) 0.1942(10) 0.098(4) Uani 1 1 d . . . C19 C 0.6658(7) 0.6375(6) 0.1015(6) 0.087(3) Uani 1 1 d . . . H19A H 0.7069 0.6686 0.1304 0.104 Uiso 1 1 calc R . . H19B H 0.6900 0.6222 0.0509 0.104 Uiso 1 1 calc R . . C20 C 0.8491(7) 1.0750(6) 0.3454(6) 0.089(3) Uani 1 1 d . . . H20A H 0.8910 1.0441 0.3736 0.107 Uiso 1 1 calc R . . H20B H 0.7958 1.0491 0.3352 0.107 Uiso 1 1 calc R . . C21 C 0.8280(10) 1.1058(5) 0.1992(8) 0.076(3) Uani 1 1 d . . . C22 C 0.8729(8) 1.1323(8) 0.1269(7) 0.078(3) Uani 1 1 d . . . C23 C 0.9390(11) 1.0970(7) 0.0967(9) 0.100(4) Uani 1 1 d . . . C24 C 0.9817(11) 1.1187(11) 0.0299(12) 0.129(5) Uani 1 1 d . . . C25 C 0.9605(13) 1.1798(13) -0.0050(9) 0.128(6) Uani 1 1 d . . . C26 C 0.8923(13) 1.2170(8) 0.0213(10) 0.117(4) Uani 1 1 d . . . C27 C 0.8492(10) 1.1917(9) 0.0869(9) 0.101(4) Uani 1 1 d . . . N1 N 0.5857(5) 0.6756(5) 0.0809(5) 0.073(2) Uani 1 1 d . . . N2 N 0.5250(6) 0.7788(5) 0.2002(5) 0.085(3) Uani 1 1 d . . . H2 H 0.5056 0.7379 0.2114 0.102 Uiso 1 1 calc R . . N3 N 0.4149(5) 0.6132(5) 0.0851(5) 0.080(2) Uani 1 1 d . . . H3 H 0.4231 0.6301 0.1343 0.096 Uiso 1 1 calc R . . N4 N 0.8804(6) 1.0982(4) 0.2669(6) 0.082(2) Uani 1 1 d . . . H4 H 0.9342 1.1073 0.2645 0.098 Uiso 1 1 calc R . . O1 O 0.5004(5) 0.8948(4) 0.2059(5) 0.114(3) Uani 1 1 d . A . O2 O 0.3588(5) 0.5221(4) 0.0092(5) 0.115(3) Uani 1 1 d . . . O3 O 0.7521(6) 1.0949(4) 0.1948(5) 0.105(3) Uani 1 1 d . A . F1 F 0.4608(6) 0.8398(6) 0.3895(5) 0.195(4) Uani 1 1 d . . . F2 F 0.3155(7) 0.8064(8) 0.4595(6) 0.280(8) Uani 1 1 d . . . F3 F 0.1757(6) 0.7658(6) 0.3647(6) 0.222(5) Uani 1 1 d . . . F4 F 0.1837(6) 0.7549(5) 0.1997(6) 0.176(4) Uani 1 1 d . . . F5 F 0.3290(4) 0.7867(4) 0.1301(5) 0.137(3) Uani 1 1 d . . . F6 F 0.2264(5) 0.5728(5) 0.1548(5) 0.170(3) Uani 1 1 d . . . F7 F 0.1906(7) 0.5089(6) 0.2955(6) 0.222(5) Uani 1 1 d . . . F8 F 0.3040(6) 0.4194(5) 0.3727(6) 0.186(4) Uani 1 1 d . . . F9 F 0.4510(6) 0.3932(5) 0.3042(5) 0.165(3) Uani 1 1 d . . . F10 F 0.4879(5) 0.4558(4) 0.1618(5) 0.133(3) Uani 1 1 d . . . F11 F 0.9675(5) 1.0360(5) 0.1288(5) 0.133(2) Uani 1 1 d . . . F12 F 1.0457(7) 1.0840(6) -0.0010(6) 0.205(5) Uani 1 1 d . . . F13 F 0.9982(7) 1.2079(5) -0.0700(5) 0.193(4) Uani 1 1 d . . . F14 F 0.8653(7) 1.2787(5) -0.0143(5) 0.175(4) Uani 1 1 d . . . F15 F 0.7849(6) 1.2289(4) 0.1132(5) 0.134(3) Uani 1 1 d . . . K1 K 0.62128(14) 1.00116(11) 0.21016(13) 0.0847(8) Uani 1 1 d D . . F16 F 0.4585(3) 0.6542(3) 0.2396(3) 0.0838(16) Uani 1 1 d . . . O4W O 0.3424(10) 0.6336(9) 0.3480(10) 0.277(7) Uiso 1 1 d . . . O1A O 0.5468(9) 1.0975(7) 0.0942(9) 0.1529(19) Uiso 0.66 1 d PD A 1 C2A C 0.5924(15) 1.1128(12) 0.0221(13) 0.1529(19) Uiso 0.66 1 d PD A 1 C3A C 0.6099(15) 1.0386(12) -0.0142(14) 0.1529(19) Uiso 0.66 1 d PD A 1 O4A O 0.6681(10) 1.0060(9) 0.0445(6) 0.1529(19) Uiso 0.66 1 d PD A 1 C5A C 0.7063(15) 0.9460(11) 0.0086(14) 0.1529(19) Uiso 0.66 1 d PD A 1 C6A C 0.7720(15) 0.9118(12) 0.0710(13) 0.1529(19) Uiso 0.66 1 d PD A 1 O7A O 0.7468(8) 0.9104(7) 0.1509(10) 0.1529(19) Uiso 0.66 1 d PD A 1 C8A C 0.8218(14) 0.9028(13) 0.2040(14) 0.1529(19) Uiso 0.66 1 d PD A 1 C9A C 0.786(2) 0.8774(17) 0.2825(14) 0.1529(19) Uiso 0.66 1 d PD A 1 O10A O 0.7313(8) 0.9231(8) 0.3202(9) 0.1529(19) Uiso 0.66 1 d PD A 1 C11A C 0.6906(17) 0.9037(13) 0.3907(15) 0.1529(19) Uiso 0.66 1 d PD A 1 C12A C 0.6557(15) 0.9690(13) 0.4286(16) 0.1529(19) Uiso 0.66 1 d PD A 1 O13A O 0.5920(10) 1.0040(8) 0.3793(5) 0.1529(19) Uiso 0.66 1 d PD A 1 C14A C 0.5632(16) 1.0685(11) 0.4062(15) 0.1529(19) Uiso 0.66 1 d PD A 1 C15A C 0.5221(15) 1.1250(12) 0.3554(12) 0.1529(19) Uiso 0.66 1 d PD A 1 O16A O 0.5340(9) 1.1158(6) 0.2722(10) 0.1529(19) Uiso 0.66 1 d PD A 1 C17A C 0.4775(14) 1.1505(12) 0.2119(13) 0.1529(19) Uiso 0.66 1 d PD A 1 C18A C 0.5112(15) 1.1541(12) 0.1282(14) 0.1529(19) Uiso 0.66 1 d PD A 1 O1B O 0.5812(15) 1.0566(12) 0.0507(8) 0.154(3) Uiso 0.44 1 d PD A 2 C2B C 0.568(2) 1.1276(15) 0.071(2) 0.154(3) Uiso 0.44 1 d PD A 2 C3B C 0.554(2) 1.1762(16) 0.1412(17) 0.154(3) Uiso 0.44 1 d PD A 2 O4B O 0.5368(14) 1.1326(7) 0.2075(15) 0.154(3) Uiso 0.44 1 d PD A 2 C5B C 0.491(2) 1.1535(17) 0.2765(18) 0.154(3) Uiso 0.44 1 d PD A 2 C6B C 0.4817(19) 1.0938(17) 0.338(2) 0.154(3) Uiso 0.44 1 d PD A 2 O7B O 0.5561(15) 1.0555(12) 0.3565(10) 0.154(3) Uiso 0.44 1 d PD A 2 C8B C 0.603(2) 1.0406(18) 0.4357(18) 0.154(3) Uiso 0.44 1 d PD A 2 C9B C 0.631(2) 0.9628(19) 0.435(2) 0.154(3) Uiso 0.44 1 d PD A 2 O10B O 0.6849(15) 0.9548(12) 0.3686(8) 0.154(3) Uiso 0.44 1 d PD A 2 C11B C 0.719(2) 0.8850(16) 0.369(3) 0.154(3) Uiso 0.44 1 d PD A 2 C12B C 0.787(3) 0.878(3) 0.3072(18) 0.154(3) Uiso 0.44 1 d PD A 2 O13B O 0.7567(11) 0.9026(10) 0.2282(15) 0.154(3) Uiso 0.44 1 d PD A 2 C14B C 0.804(2) 0.8909(19) 0.1560(18) 0.154(3) Uiso 0.44 1 d PD A 2 C15B C 0.7808(19) 0.9412(18) 0.085(2) 0.154(3) Uiso 0.44 1 d PD A 2 O16B O 0.6936(14) 0.9410(11) 0.0710(10) 0.154(3) Uiso 0.44 1 d PD A 2 C17B C 0.638(2) 0.9690(17) 0.006(2) 0.154(3) Uiso 0.44 1 d PD A 2 C18B C 0.650(2) 1.0488(17) -0.001(2) 0.154(3) Uiso 0.44 1 d PD A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.083(8) 0.074(8) 0.105(10) 0.016(7) 0.037(6) 0.001(6) C2 0.084(9) 0.082(8) 0.121(10) -0.011(7) 0.031(8) -0.018(6) C3 0.061(8) 0.071(9) 0.117(9) -0.016(7) 0.027(7) -0.013(7) C4 0.084(11) 0.082(8) 0.088(10) -0.030(7) 0.027(9) 0.006(7) C5 0.093(11) 0.155(13) 0.162(17) -0.065(11) 0.041(13) -0.073(9) C6 0.152(17) 0.28(2) 0.108(14) -0.091(13) 0.020(14) -0.090(15) C7 0.136(17) 0.197(16) 0.107(13) -0.050(11) 0.071(13) -0.022(12) C8 0.063(10) 0.131(11) 0.147(16) -0.029(10) 0.019(11) -0.026(8) C9 0.087(11) 0.115(9) 0.081(10) -0.015(8) 0.009(10) 0.001(8) C10 0.106(9) 0.085(8) 0.076(8) 0.015(6) 0.031(7) 0.004(7) C11 0.097(10) 0.111(9) 0.069(8) 0.009(7) -0.002(6) -0.022(7) C12 0.086(8) 0.090(10) 0.078(10) -0.015(8) 0.007(7) 0.000(7) C13 0.089(10) 0.100(10) 0.070(9) -0.015(8) 0.013(9) -0.015(8) C14 0.108(13) 0.144(13) 0.104(12) 0.020(10) 0.026(11) 0.022(10) C15 0.106(12) 0.196(16) 0.128(13) 0.016(13) 0.071(12) 0.010(12) C16 0.141(16) 0.126(13) 0.119(14) 0.036(10) -0.004(14) 0.009(12) C17 0.089(13) 0.122(13) 0.139(16) 0.013(12) 0.014(11) -0.007(10) C18 0.106(13) 0.088(10) 0.102(11) 0.006(9) 0.014(11) -0.018(9) C19 0.084(8) 0.093(8) 0.086(8) -0.012(7) 0.023(6) 0.000(7) C20 0.104(9) 0.086(8) 0.078(8) -0.006(7) 0.013(7) -0.021(6) C21 0.096(10) 0.061(7) 0.073(9) -0.004(6) 0.009(9) -0.017(7) C22 0.080(8) 0.065(9) 0.090(10) -0.018(8) 0.013(8) -0.004(7) C23 0.120(12) 0.067(10) 0.111(11) 0.005(9) 0.003(10) -0.016(10) C24 0.135(14) 0.120(14) 0.137(15) -0.005(12) 0.053(12) -0.023(12) C25 0.170(16) 0.135(16) 0.089(11) -0.034(12) 0.068(11) -0.064(13) C26 0.180(15) 0.093(12) 0.079(11) 0.009(10) 0.012(10) -0.039(12) C27 0.140(12) 0.082(11) 0.086(10) -0.013(9) 0.032(9) -0.004(10) N1 0.081(6) 0.073(7) 0.065(6) 0.000(5) 0.003(5) 0.005(5) N2 0.080(7) 0.076(7) 0.104(7) -0.007(5) 0.034(5) -0.012(5) N3 0.085(6) 0.090(7) 0.066(6) -0.007(6) 0.006(5) -0.010(5) N4 0.086(7) 0.083(6) 0.078(7) -0.006(5) 0.013(6) -0.017(5) O1 0.093(6) 0.072(6) 0.180(8) -0.015(5) 0.038(5) -0.011(5) O2 0.147(7) 0.119(7) 0.079(6) -0.020(5) 0.002(5) -0.022(5) O3 0.081(6) 0.119(6) 0.114(6) 0.002(5) 0.010(5) -0.031(5) F1 0.148(7) 0.315(12) 0.125(6) -0.089(7) 0.031(5) -0.097(8) F2 0.225(11) 0.49(2) 0.131(8) -0.132(10) 0.088(8) -0.146(12) F3 0.132(7) 0.334(13) 0.215(9) -0.091(9) 0.109(7) -0.082(8) F4 0.100(6) 0.266(10) 0.163(7) -0.032(7) 0.026(6) -0.054(6) F5 0.102(5) 0.212(8) 0.098(6) -0.005(5) 0.007(4) -0.031(5) F6 0.137(7) 0.222(9) 0.157(7) 0.048(6) 0.051(6) 0.071(7) F7 0.186(9) 0.302(13) 0.190(9) 0.074(8) 0.106(8) 0.062(8) F8 0.221(9) 0.206(9) 0.135(7) 0.064(7) 0.054(6) -0.022(7) F9 0.172(8) 0.150(7) 0.171(8) 0.067(6) 0.004(6) 0.008(6) F10 0.107(5) 0.148(6) 0.148(6) 0.036(5) 0.030(5) 0.023(5) F11 0.132(6) 0.124(6) 0.149(6) -0.006(5) 0.048(5) 0.023(5) F12 0.181(8) 0.256(11) 0.195(9) -0.036(8) 0.119(8) 0.002(8) F13 0.272(11) 0.207(9) 0.110(6) -0.013(6) 0.079(7) -0.090(8) F14 0.293(11) 0.130(7) 0.105(6) 0.028(5) 0.038(6) -0.017(7) F15 0.177(7) 0.100(5) 0.128(6) 0.002(4) 0.030(5) 0.023(5) K1 0.0812(16) 0.0789(16) 0.0945(17) 0.0024(13) 0.0097(12) -0.0034(13) F16 0.084(4) 0.081(4) 0.086(4) -0.006(3) 0.008(3) -0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.459(11) . ? C1 C2 1.509(13) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 N2 1.444(11) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 O1 1.224(11) . ? C3 N2 1.297(12) . ? C3 C4 1.506(14) . ? C4 C5 1.348(17) . ? C4 C9 1.363(14) . ? C5 F1 1.343(15) . ? C5 C6 1.366(19) . ? C6 F2 1.335(17) . ? C6 C7 1.346(19) . ? C7 C8 1.338(17) . ? C7 F3 1.347(15) . ? C8 F4 1.344(14) . ? C8 C9 1.388(16) . ? C9 F5 1.340(12) . ? C10 N1 1.452(12) . ? C10 C11 1.486(13) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N3 1.462(11) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 O2 1.211(12) . ? C12 N3 1.313(12) . ? C12 C13 1.532(15) . ? C13 C14 1.338(16) . ? C13 C18 1.375(16) . ? C14 F6 1.358(14) . ? C14 C15 1.369(19) . ? C15 C16 1.335(19) . ? C15 F7 1.354(14) . ? C16 C17 1.325(19) . ? C16 F8 1.376(16) . ? C17 F9 1.320(16) . ? C17 C18 1.345(17) . ? C18 F10 1.321(14) . ? C19 N1 1.463(11) . ? C19 C20 1.496(13) 2_645 ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N4 1.462(11) . ? C20 C19 1.496(13) 2_655 ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 O3 1.199(12) . ? C21 N4 1.329(12) . ? C21 C22 1.492(15) . ? C22 C27 1.343(15) . ? C22 C23 1.350(16) . ? C23 F11 1.336(13) . ? C23 C24 1.373(18) . ? C24 F12 1.323(16) . ? C24 C25 1.326(19) . ? C25 F13 1.351(15) . ? C25 C26 1.37(2) . ? C26 F14 1.363(15) . ? C26 C27 1.383(17) . ? C27 F15 1.321(14) . ? N2 H2 0.8600 . ? N3 H3 0.8600 . ? N4 H4 0.8600 . ? O1 K1 2.764(9) . ? O3 K1 2.735(8) . ? K1 O16A 2.796(8) . ? K1 O13A 2.809(8) . ? K1 O10A 2.811(8) . ? K1 O1A 2.817(8) . ? K1 O1B 2.820(8) . ? K1 O13B 2.825(9) . ? K1 O4B 2.827(9) . ? K1 O7A 2.828(8) . ? K1 O10B 2.828(9) . ? K1 O4A 2.830(8) . ? F16 F16 0.000(10) 1 ? O1A C18A 1.347(16) . ? O1A C2A 1.438(16) . ? C2A C3A 1.562(18) . ? C3A O4A 1.413(17) . ? O4A C5A 1.431(16) . ? C5A C6A 1.534(18) . ? C6A O7A 1.378(17) . ? O7A C8A 1.410(17) . ? C8A C9A 1.505(18) . ? C9A O10A 1.387(18) . ? O10A C11A 1.394(17) . ? C11A C12A 1.505(18) . ? C12A O13A 1.400(18) . ? O13A C14A 1.389(16) . ? C14A C15A 1.474(17) . ? C15A O16A 1.384(16) . ? O16A C17A 1.432(16) . ? C17A C18A 1.489(18) . ? O1B C2B 1.410(19) . ? O1B C18B 1.413(19) . ? C2B C3B 1.494(19) . ? C3B O4B 1.401(19) . ? O4B C5B 1.425(19) . ? C5B C6B 1.53(2) . ? C6B O7B 1.383(19) . ? O7B C8B 1.459(19) . ? C8B C9B 1.55(2) . ? C9B O10B 1.42(2) . ? O10B C11B 1.431(19) . ? C11B C12B 1.52(2) . ? C12B O13B 1.41(2) . ? O13B C14B 1.444(19) . ? C14B C15B 1.52(2) . ? C15B O16B 1.363(19) . ? O16B C17B 1.420(19) . ? C17B C18B 1.54(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 111.2(8) . . ? N1 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C1 H1B 109.4 . . ? C2 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? N2 C2 C1 110.8(9) . . ? N2 C2 H2A 109.5 . . ? C1 C2 H2A 109.5 . . ? N2 C2 H2B 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? O1 C3 N2 126.0(10) . . ? O1 C3 C4 120.6(11) . . ? N2 C3 C4 113.4(11) . . ? C5 C4 C9 116.0(12) . . ? C5 C4 C3 119.9(13) . . ? C9 C4 C3 124.1(13) . . ? F1 C5 C4 121.6(14) . . ? F1 C5 C6 115.3(18) . . ? C4 C5 C6 123.1(14) . . ? F2 C6 C7 117.2(18) . . ? F2 C6 C5 123.5(18) . . ? C7 C6 C5 119.2(16) . . ? C8 C7 C6 120.6(15) . . ? C8 C7 F3 116.3(19) . . ? C6 C7 F3 123.1(17) . . ? C7 C8 F4 124.1(16) . . ? C7 C8 C9 118.9(14) . . ? F4 C8 C9 117.0(16) . . ? F5 C9 C4 117.8(13) . . ? F5 C9 C8 120.0(15) . . ? C4 C9 C8 122.2(13) . . ? N1 C10 C11 112.6(8) . . ? N1 C10 H10A 109.1 . . ? C11 C10 H10A 109.1 . . ? N1 C10 H10B 109.1 . . ? C11 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? N3 C11 C10 110.9(9) . . ? N3 C11 H11A 109.5 . . ? C10 C11 H11A 109.5 . . ? N3 C11 H11B 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 108.0 . . ? O2 C12 N3 127.8(12) . . ? O2 C12 C13 119.0(12) . . ? N3 C12 C13 113.2(11) . . ? C14 C13 C18 116.3(13) . . ? C14 C13 C12 122.5(15) . . ? C18 C13 C12 121.2(13) . . ? C13 C14 F6 118.0(16) . . ? C13 C14 C15 121.9(15) . . ? F6 C14 C15 120.1(17) . . ? C16 C15 F7 123(2) . . ? C16 C15 C14 119.6(15) . . ? F7 C15 C14 118(2) . . ? C17 C16 C15 120.1(17) . . ? C17 C16 F8 122.6(19) . . ? C15 C16 F8 117(2) . . ? F9 C17 C16 116.8(18) . . ? F9 C17 C18 123.0(17) . . ? C16 C17 C18 120.2(17) . . ? F10 C18 C17 118.4(17) . . ? F10 C18 C13 119.8(15) . . ? C17 C18 C13 121.8(14) . . ? N1 C19 C20 111.3(8) . 2_645 ? N1 C19 H19A 109.4 . . ? C20 C19 H19A 109.4 2_645 . ? N1 C19 H19B 109.4 . . ? C20 C19 H19B 109.4 2_645 . ? H19A C19 H19B 108.0 . . ? N4 C20 C19 109.5(8) . 2_655 ? N4 C20 H20A 109.8 . . ? C19 C20 H20A 109.8 2_655 . ? N4 C20 H20B 109.8 . . ? C19 C20 H20B 109.8 2_655 . ? H20A C20 H20B 108.2 . . ? O3 C21 N4 125.3(11) . . ? O3 C21 C22 121.7(12) . . ? N4 C21 C22 113.0(11) . . ? C27 C22 C23 115.9(13) . . ? C27 C22 C21 122.3(13) . . ? C23 C22 C21 121.8(14) . . ? F11 C23 C22 122.2(15) . . ? F11 C23 C24 113.7(18) . . ? C22 C23 C24 124.1(14) . . ? F12 C24 C25 116.7(19) . . ? F12 C24 C23 125(2) . . ? C25 C24 C23 118.6(16) . . ? C24 C25 F13 125(2) . . ? C24 C25 C26 119.9(15) . . ? F13 C25 C26 115(2) . . ? F14 C26 C25 122.6(18) . . ? F14 C26 C27 118.2(19) . . ? C25 C26 C27 119.2(15) . . ? F15 C27 C22 119.0(13) . . ? F15 C27 C26 118.8(17) . . ? C22 C27 C26 122.1(14) . . ? C10 N1 C1 113.1(8) . . ? C10 N1 C19 112.7(8) . . ? C1 N1 C19 113.1(8) . . ? C3 N2 C2 122.2(9) . . ? C3 N2 H2 118.9 . . ? C2 N2 H2 118.9 . . ? C12 N3 C11 120.5(9) . . ? C12 N3 H3 119.7 . . ? C11 N3 H3 119.7 . . ? C21 N4 C20 121.8(9) . . ? C21 N4 H4 119.1 . . ? C20 N4 H4 119.1 . . ? C3 O1 K1 150.2(7) . . ? C21 O3 K1 147.9(7) . . ? O3 K1 O1 171.0(2) . . ? O3 K1 O16A 84.7(4) . . ? O1 K1 O16A 103.5(4) . . ? O3 K1 O13A 104.4(4) . . ? O1 K1 O13A 83.2(4) . . ? O16A K1 O13A 61.2(5) . . ? O3 K1 O10A 88.7(4) . . ? O1 K1 O10A 90.8(4) . . ? O16A K1 O10A 118.4(5) . . ? O13A K1 O10A 61.7(5) . . ? O3 K1 O1A 77.9(4) . . ? O1 K1 O1A 102.2(4) . . ? O16A K1 O1A 62.8(5) . . ? O13A K1 O1A 123.4(5) . . ? O10A K1 O1A 166.4(5) . . ? O3 K1 O1B 78.0(5) . . ? O1 K1 O1B 98.3(5) . . ? O16A K1 O1B 87.4(6) . . ? O13A K1 O1B 147.7(6) . . ? O10A K1 O1B 149.9(6) . . ? O1A K1 O1B 24.6(5) . . ? O3 K1 O13B 83.5(5) . . ? O1 K1 O13B 91.1(5) . . ? O16A K1 O13B 149.4(6) . . ? O13A K1 O13B 94.8(6) . . ? O10A K1 O13B 33.3(6) . . ? O1A K1 O13B 140.5(6) . . ? O1B K1 O13B 117.4(7) . . ? O3 K1 O4B 76.7(5) . . ? O1 K1 O4B 109.4(5) . . ? O16A K1 O4B 22.5(5) . . ? O13A K1 O4B 83.7(6) . . ? O10A K1 O4B 137.8(6) . . ? O1A K1 O4B 40.8(6) . . ? O1B K1 O4B 65.2(7) . . ? O13B K1 O4B 159.1(7) . . ? O3 K1 O7A 80.2(4) . . ? O1 K1 O7A 91.7(3) . . ? O16A K1 O7A 164.7(5) . . ? O13A K1 O7A 120.4(5) . . ? O10A K1 O7A 59.1(5) . . ? O1A K1 O7A 115.8(5) . . ? O1B K1 O7A 91.9(6) . . ? O13B K1 O7A 25.7(5) . . ? O4B K1 O7A 150.3(6) . . ? O3 K1 O10B 94.0(5) . . ? O1 K1 O10B 89.4(5) . . ? O16A K1 O10B 93.8(6) . . ? O13A K1 O10B 36.1(6) . . ? O10A K1 O10B 25.7(5) . . ? O1A K1 O10B 155.6(6) . . ? O1B K1 O10B 171.7(7) . . ? O13B K1 O10B 59.1(7) . . ? O4B K1 O10B 115.1(7) . . ? O7A K1 O10B 84.8(6) . . ? O3 K1 O4A 69.5(4) . . ? O1 K1 O4A 102.7(4) . . ? O16A K1 O4A 118.6(5) . . ? O13A K1 O4A 173.7(5) . . ? O10A K1 O4A 115.6(5) . . ? O1A K1 O4A 57.9(5) . . ? O1B K1 O4A 34.4(6) . . ? O13B K1 O4A 83.1(6) . . ? O4B K1 O4A 96.2(6) . . ? O7A K1 O4A 57.9(5) . . ? O10B K1 O4A 140.6(6) . . ? C18A O1A C2A 114.1(16) . . ? C18A O1A K1 114.3(13) . . ? C2A O1A K1 118.0(12) . . ? O1A C2A C3A 103.3(19) . . ? O4A C3A C2A 105.4(18) . . ? C3A O4A C5A 110.1(15) . . ? C3A O4A K1 117.2(12) . . ? C5A O4A K1 120.1(12) . . ? O4A C5A C6A 110.5(18) . . ? O7A C6A C5A 113.9(19) . . ? C6A O7A C8A 107.2(16) . . ? C6A O7A K1 123.8(13) . . ? C8A O7A K1 114.8(13) . . ? O7A C8A C9A 102(2) . . ? O10A C9A C8A 116(2) . . ? C9A O10A C11A 121.4(18) . . ? C9A O10A K1 114.7(13) . . ? C11A O10A K1 111.6(13) . . ? O10A C11A C12A 108(2) . . ? O13A C12A C11A 115(2) . . ? C14A O13A C12A 118.4(18) . . ? C14A O13A K1 113.6(13) . . ? C12A O13A K1 112.9(13) . . ? O13A C14A C15A 127(2) . . ? O16A C15A C14A 111.7(19) . . ? C15A O16A C17A 119.2(15) . . ? C15A O16A K1 123.3(12) . . ? C17A O16A K1 114.1(12) . . ? O16A C17A C18A 113.7(19) . . ? O1A C18A C17A 121(2) . . ? C2B O1B C18B 111(3) . . ? C2B O1B K1 100.0(18) . . ? C18B O1B K1 112.0(19) . . ? O1B C2B C3B 143(3) . . ? O1B C2B K1 55.6(14) . . ? C3B C2B K1 89(2) . . ? O4B C3B C2B 105(3) . . ? C3B O4B C5B 124.8(19) . . ? C3B O4B K1 114.9(17) . . ? C5B O4B K1 119.7(17) . . ? O4B C5B C6B 112(3) . . ? O7B C6B C5B 115(3) . . ? C6B O7B C8B 131(2) . . ? C6B O7B K1 111.0(18) . . ? C8B O7B K1 118.4(18) . . ? O7B C8B C9B 108(3) . . ? O10B C9B C8B 107(3) . . ? C9B O10B C11B 109(2) . . ? C9B O10B K1 117.8(19) . . ? C11B O10B K1 113.9(19) . . ? O10B C11B C12B 110(3) . . ? O13B C12B C11B 112(3) . . ? C12B O13B C14B 122(2) . . ? C12B O13B K1 120.9(19) . . ? C14B O13B K1 116.2(17) . . ? O13B C14B C15B 114(3) . . ? O16B C15B C14B 108(3) . . ? O16B C15B K1 50.0(14) . . ? C14B C15B K1 84.9(19) . . ? C15B O16B C17B 133(3) . . ? C15B O16B K1 108.3(18) . . ? C17B O16B K1 100.3(17) . . ? O16B C17B C18B 111(3) . . ? O16B C17B K1 55.4(13) . . ? C18B C17B K1 85(2) . . ? O1B C18B C17B 87(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2 F16 0.86 1.82 2.683(9) 175.8 1 N3 H3 F16 0.86 1.82 2.664(10) 168.7 1 N4 H4 F16 0.86 1.90 2.737(10) 163.4 2_655 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 19.46 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.333 _refine_diff_density_min -0.395 _refine_diff_density_rms 0.054 _vrf_THETM01_Complex_3 ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 Calculated sin(theta_max)/wavelength = 0.4687 RESPONSE: The crystal was poorly diffracting at higher Bragg angles. The situation did not improve even after recrystallisation and fresh data collection. ; _vrf_PLAT201_Complex_3 ; PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 18 RESPONSE: Due to the disorder of crown moiety, we could not refine anisotropically those atoms belong to crown moiety ; _vrf_PLAT242_Complex_3 ; PROBLEM: Check Low Ueq as Compared to Neighbors for RESPONSE: This is due the disorder of crown moiety coordinated to K. ; _vrf_PLAT306_Complex_3 ; PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) ....... O4W RESPONSE: The hydrogen atoms of the lattice included water molecules could not be located from differnce Fourier map. ; # end Validation Reply Form # Attachment '- Complex_4.cif' data_Complex_4 _database_code_depnum_ccdc_archive 'CCDC 804542' #TrackingRef '- Complex_4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H41 Cl F15 K N4 O10' _chemical_formula_weight 1085.29 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' F F 0.0171 0.0103 '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' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.676(10) _cell_length_b 24.66(2) _cell_length_c 18.522(18) _cell_angle_alpha 90.00 _cell_angle_beta 98.094(11) _cell_angle_gamma 90.00 _cell_volume 4827(8) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4582 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 17.93 _exptl_crystal_description PLATES _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.491 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2208 _exptl_absorpt_coefficient_mu 0.280 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9514 _exptl_absorpt_correction_T_max 0.9834 _exptl_absorpt_process_details 'BRUKER SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER SMART APEX II WITH CCD AREA DETECTOR' _diffrn_measurement_method 'OMEGA SCAN' _diffrn_detector_area_resol_mean 3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21302 _diffrn_reflns_av_R_equivalents 0.0777 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 18.14 _reflns_number_total 3379 _reflns_number_gt 2565 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART APEX II' _computing_cell_refinement 'BRUKER SMART APEX II' _computing_data_reduction 'BRUKER AXS SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'BRUKER SHELXTL' _computing_publication_material 'MERCURY 2.3' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1091P)^2^+15.6030P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3379 _refine_ls_number_parameters 631 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0960 _refine_ls_R_factor_gt 0.0738 _refine_ls_wR_factor_ref 0.2137 _refine_ls_wR_factor_gt 0.1931 _refine_ls_goodness_of_fit_ref 1.232 _refine_ls_restrained_S_all 1.232 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4003(10) 0.2655(4) 0.3914(6) 0.043(3) Uani 1 1 d . . . H1A H 0.3881 0.2331 0.4194 0.051 Uiso 1 1 calc R . . H1B H 0.3181 0.2767 0.3669 0.051 Uiso 1 1 calc R . . C2 C 0.4534(10) 0.3097(5) 0.4429(6) 0.050(3) Uani 1 1 d . . . H2A H 0.4645 0.3424 0.4154 0.059 Uiso 1 1 calc R . . H2B H 0.3941 0.3176 0.4766 0.059 Uiso 1 1 calc R . . C3 C 0.5998(12) 0.2894(4) 0.5584(7) 0.037(3) Uani 1 1 d . . . C4 C 0.7352(12) 0.2733(6) 0.5873(5) 0.032(3) Uani 1 1 d . . . C5 C 0.8234(15) 0.3114(5) 0.6044(5) 0.036(3) Uani 1 1 d . . . C6 C 0.9491(14) 0.2968(6) 0.6291(6) 0.039(3) Uani 1 1 d . . . C7 C 0.9813(13) 0.2440(7) 0.6375(5) 0.039(3) Uani 1 1 d . . . C8 C 0.8905(16) 0.2047(5) 0.6203(6) 0.040(3) Uani 1 1 d . . . C9 C 0.7702(13) 0.2203(6) 0.5950(6) 0.032(3) Uani 1 1 d . . . C10 C 0.4729(9) 0.2933(4) 0.2779(6) 0.038(3) Uani 1 1 d . . . H10A H 0.4540 0.3282 0.2979 0.045 Uiso 1 1 calc R . . H10B H 0.4038 0.2839 0.2401 0.045 Uiso 1 1 calc R . . C11 C 0.5952(10) 0.2975(4) 0.2444(6) 0.041(3) Uani 1 1 d . . . H11A H 0.6157 0.2622 0.2263 0.049 Uiso 1 1 calc R . . H11B H 0.5824 0.3223 0.2034 0.049 Uiso 1 1 calc R . . C12 C 0.7204(11) 0.3696(6) 0.3113(6) 0.032(3) Uani 1 1 d . . . C13 C 0.8354(12) 0.3827(4) 0.3654(7) 0.038(3) Uani 1 1 d . . . C14 C 0.8267(13) 0.4134(4) 0.4297(7) 0.037(3) Uani 1 1 d . . . C15 C 0.9372(16) 0.4274(4) 0.4747(6) 0.047(3) Uani 1 1 d . . . C16 C 1.0539(13) 0.4109(5) 0.4624(8) 0.046(3) Uani 1 1 d . . . C17 C 1.0623(14) 0.3799(5) 0.3995(8) 0.047(3) Uani 1 1 d . . . C18 C 0.9533(15) 0.3666(4) 0.3544(7) 0.040(3) Uani 1 1 d . . . C19 C 0.4553(9) 0.1983(4) 0.3057(6) 0.035(3) Uani 1 1 d . . . H19A H 0.4904 0.1954 0.2603 0.043 Uiso 1 1 calc R . . H19B H 0.3642 0.1942 0.2944 0.043 Uiso 1 1 calc R . . C20 C 0.4938(9) 0.6527(4) 0.1449(6) 0.040(3) Uani 1 1 d . . . H20A H 0.5226 0.6570 0.0979 0.048 Uiso 1 1 calc R . . H20B H 0.5265 0.6185 0.1656 0.048 Uiso 1 1 calc R . . C21 C 0.2907(11) 0.6058(6) 0.1470(5) 0.030(3) Uani 1 1 d . . . C22 C 0.1478(11) 0.6132(5) 0.1370(6) 0.031(3) Uani 1 1 d . . . C23 C 0.0863(14) 0.6505(5) 0.1773(6) 0.035(3) Uani 1 1 d . . . C24 C -0.0417(14) 0.6583(5) 0.1658(6) 0.036(3) Uani 1 1 d . . . C25 C -0.1158(12) 0.6275(5) 0.1151(7) 0.037(3) Uani 1 1 d . . . C26 C -0.0612(12) 0.5890(5) 0.0741(6) 0.032(3) Uani 1 1 d . . . C27 C 0.0688(13) 0.5834(4) 0.0871(6) 0.031(3) Uani 1 1 d . . . C28 C 0.8304(10) 0.5219(5) 0.2463(7) 0.049(3) Uani 1 1 d . . . H28A H 0.9116 0.5331 0.2335 0.059 Uiso 1 1 calc R . . H28B H 0.8432 0.4896 0.2762 0.059 Uiso 1 1 calc R . . C29 C 0.7768(11) 0.5664(5) 0.2884(7) 0.052(3) Uani 1 1 d . . . H29A H 0.8406 0.5792 0.3272 0.062 Uiso 1 1 calc R . . H29B H 0.7506 0.5967 0.2564 0.062 Uiso 1 1 calc R . . C30 C 0.6113(12) 0.5852(5) 0.3591(6) 0.056(3) Uani 1 1 d . . . H30A H 0.5699 0.6127 0.3266 0.067 Uiso 1 1 calc R . . H30B H 0.6737 0.6028 0.3946 0.067 Uiso 1 1 calc R . . C31 C 0.5151(13) 0.5555(5) 0.3972(6) 0.061(4) Uani 1 1 d . . . H31A H 0.5562 0.5264 0.4269 0.073 Uiso 1 1 calc R . . H31B H 0.4780 0.5803 0.4289 0.073 Uiso 1 1 calc R . . C32 C 0.3213(13) 0.5061(5) 0.3739(7) 0.064(4) Uani 1 1 d . . . H32A H 0.2895 0.5286 0.4103 0.076 Uiso 1 1 calc R . . H32B H 0.3539 0.4727 0.3970 0.076 Uiso 1 1 calc R . . C33 C 0.2174(12) 0.4939(5) 0.3132(7) 0.062(4) Uani 1 1 d . . . H33A H 0.1433 0.4810 0.3329 0.074 Uiso 1 1 calc R . . H33B H 0.1944 0.5265 0.2851 0.074 Uiso 1 1 calc R . . C34 C 0.1703(10) 0.4412(5) 0.2046(7) 0.055(3) Uani 1 1 d . . . H34A H 0.1508 0.4739 0.1763 0.066 Uiso 1 1 calc R . . H34B H 0.0926 0.4280 0.2201 0.066 Uiso 1 1 calc R . . C35 C 0.2223(12) 0.3990(5) 0.1584(7) 0.058(3) Uani 1 1 d . . . H35A H 0.2489 0.3674 0.1877 0.070 Uiso 1 1 calc R . . H35B H 0.1575 0.3879 0.1192 0.070 Uiso 1 1 calc R . . C36 C 0.3823(12) 0.3839(5) 0.0827(7) 0.058(4) Uani 1 1 d . . . H36A H 0.3174 0.3701 0.0452 0.070 Uiso 1 1 calc R . . H36B H 0.4195 0.3534 0.1112 0.070 Uiso 1 1 calc R . . C37 C 0.4817(12) 0.4130(5) 0.0485(6) 0.055(3) Uani 1 1 d . . . H37A H 0.5165 0.3891 0.0147 0.066 Uiso 1 1 calc R . . H37B H 0.4452 0.4443 0.0217 0.066 Uiso 1 1 calc R . . C38 C 0.6899(12) 0.4525(5) 0.0793(6) 0.054(3) Uani 1 1 d . . . H38A H 0.6666 0.4851 0.0514 0.065 Uiso 1 1 calc R . . H38B H 0.7235 0.4266 0.0475 0.065 Uiso 1 1 calc R . . C39 C 0.7874(10) 0.4653(5) 0.1422(6) 0.048(3) Uani 1 1 d . . . H39A H 0.8014 0.4340 0.1740 0.058 Uiso 1 1 calc R . . H39B H 0.8666 0.4743 0.1251 0.058 Uiso 1 1 calc R . . N1 N 0.4828(7) 0.2521(3) 0.3359(4) 0.032(2) Uani 1 1 d . . . N2 N 0.5769(8) 0.2935(3) 0.4846(5) 0.044(2) Uani 1 1 d . . . H2 H 0.6380 0.2862 0.4604 0.053 Uiso 1 1 calc R . . N3 N 0.7011(8) 0.3166(4) 0.2966(4) 0.036(2) Uani 1 1 d . . . H3 H 0.7528 0.2932 0.3186 0.043 Uiso 1 1 calc R . . N4 N 0.3535(8) 0.6513(4) 0.1348(4) 0.038(2) Uani 1 1 d . . . H4 H 0.3117 0.6801 0.1208 0.046 Uiso 1 1 calc R . . O1 O 0.5193(8) 0.2989(3) 0.5983(4) 0.055(2) Uani 1 1 d . . . O2 O 0.6515(7) 0.4056(3) 0.2847(4) 0.048(2) Uani 1 1 d . . . O3 O 0.3368(7) 0.5614(3) 0.1641(4) 0.046(2) Uani 1 1 d . . . O4 O 0.6712(7) 0.5454(3) 0.3183(4) 0.046(2) Uani 1 1 d . . . O5 O 0.4187(7) 0.5338(3) 0.3440(4) 0.050(2) Uani 1 1 d . . . O6 O 0.2607(7) 0.4530(3) 0.2671(4) 0.053(2) Uani 1 1 d . . . O7 O 0.3279(7) 0.4214(3) 0.1288(4) 0.050(2) Uani 1 1 d . . . O8 O 0.5802(8) 0.4300(3) 0.1056(4) 0.047(2) Uani 1 1 d . . . O9 O 0.7458(7) 0.5104(3) 0.1818(4) 0.046(2) Uani 1 1 d . . . O10 O 0.8684(11) 0.7171(7) 0.0051(7) 0.184(7) Uani 1 1 d . . . F1 F 0.7962(6) 0.3650(3) 0.5969(3) 0.0546(18) Uani 1 1 d . . . F2 F 1.0390(7) 0.3361(3) 0.6437(4) 0.076(2) Uani 1 1 d . . . F3 F 1.1030(7) 0.2296(3) 0.6624(4) 0.070(2) Uani 1 1 d . . . F4 F 0.9231(6) 0.1515(3) 0.6274(3) 0.0593(18) Uani 1 1 d . . . F5 F 0.6812(6) 0.1807(2) 0.5760(3) 0.0520(17) Uani 1 1 d . . . F6 F 0.7131(6) 0.4287(2) 0.4435(3) 0.0504(17) Uani 1 1 d . . . F7 F 0.9227(6) 0.4580(3) 0.5357(4) 0.0604(18) Uani 1 1 d . . . F8 F 1.1571(7) 0.4269(2) 0.5084(3) 0.0628(19) Uani 1 1 d . . . F9 F 1.1810(7) 0.3654(2) 0.3887(3) 0.0623(19) Uani 1 1 d . . . F10 F 0.9743(5) 0.3366(2) 0.2946(4) 0.0513(17) Uani 1 1 d . . . F11 F 0.1575(6) 0.6820(2) 0.2276(3) 0.0456(16) Uani 1 1 d . . . F12 F -0.0976(6) 0.6961(3) 0.2038(3) 0.0554(18) Uani 1 1 d . . . F13 F -0.2433(6) 0.6341(2) 0.1030(3) 0.0502(17) Uani 1 1 d . . . F14 F -0.1357(6) 0.5595(2) 0.0228(3) 0.0492(17) Uani 1 1 d . . . F15 F 0.1196(5) 0.5457(2) 0.0448(3) 0.0476(16) Uani 1 1 d . . . Cl1 Cl 0.8459(2) 0.24812(10) 0.42956(13) 0.0393(8) Uani 1 1 d . . . K1 K 0.4978(2) 0.48328(9) 0.22313(12) 0.0394(8) Uani 1 1 d . . . 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 C1 0.045(7) 0.062(8) 0.023(7) 0.004(6) 0.005(7) 0.007(6) C2 0.042(8) 0.066(8) 0.040(8) -0.013(7) 0.006(7) 0.008(7) C3 0.042(10) 0.043(7) 0.031(10) -0.001(6) 0.022(8) -0.005(6) C4 0.051(11) 0.037(10) 0.010(6) -0.005(6) 0.011(6) 0.001(10) C5 0.069(12) 0.025(10) 0.012(6) 0.000(6) 0.001(6) -0.001(10) C6 0.055(12) 0.039(11) 0.022(7) -0.007(6) 0.000(7) -0.016(10) C7 0.043(11) 0.047(12) 0.025(7) 0.009(7) -0.007(6) 0.008(10) C8 0.073(13) 0.026(10) 0.023(7) 0.003(6) 0.015(7) 0.005(11) C9 0.027(9) 0.042(11) 0.029(7) -0.005(6) 0.011(6) -0.006(9) C10 0.031(7) 0.042(7) 0.037(7) -0.001(6) -0.004(6) -0.005(5) C11 0.047(8) 0.046(7) 0.026(7) 0.010(6) -0.007(7) 0.000(6) C12 0.034(9) 0.036(10) 0.028(7) 0.004(7) 0.010(7) 0.003(7) C13 0.023(10) 0.045(8) 0.046(11) 0.018(8) 0.006(8) 0.002(7) C14 0.061(12) 0.038(7) 0.014(8) 0.002(7) 0.017(9) 0.003(7) C15 0.078(13) 0.047(8) 0.011(8) -0.013(7) -0.008(9) -0.021(8) C16 0.021(10) 0.065(9) 0.049(11) 0.018(9) -0.002(9) 0.002(7) C17 0.053(13) 0.050(8) 0.045(10) 0.006(8) 0.030(10) 0.022(8) C18 0.043(11) 0.047(8) 0.024(9) 0.000(7) -0.016(9) -0.011(8) C19 0.024(6) 0.044(8) 0.039(7) -0.007(7) 0.007(5) 0.000(6) C20 0.035(9) 0.042(7) 0.043(8) -0.002(6) 0.009(6) -0.002(6) C21 0.036(10) 0.043(9) 0.011(6) -0.002(6) 0.007(5) -0.005(8) C22 0.036(10) 0.032(7) 0.021(7) -0.005(6) -0.004(8) -0.001(7) C23 0.038(10) 0.040(8) 0.026(8) 0.004(7) -0.003(8) -0.003(8) C24 0.046(11) 0.040(8) 0.021(8) -0.008(7) 0.004(8) 0.005(8) C25 0.021(10) 0.058(9) 0.032(8) 0.011(8) 0.005(8) 0.007(8) C26 0.026(10) 0.045(8) 0.023(8) 0.001(7) -0.005(7) -0.008(7) C27 0.040(11) 0.031(8) 0.026(8) 0.002(7) 0.017(8) 0.008(7) C28 0.040(7) 0.052(8) 0.055(9) 0.002(7) 0.008(8) -0.002(6) C29 0.043(8) 0.055(9) 0.055(8) 0.002(7) -0.004(7) -0.014(7) C30 0.071(9) 0.054(8) 0.037(8) -0.016(7) -0.010(7) 0.004(8) C31 0.086(10) 0.066(9) 0.034(8) -0.002(7) 0.018(9) 0.015(8) C32 0.073(10) 0.071(9) 0.056(9) 0.000(7) 0.041(9) 0.008(8) C33 0.060(9) 0.069(9) 0.063(9) 0.005(8) 0.030(9) -0.002(7) C34 0.038(8) 0.069(9) 0.059(9) 0.017(8) 0.007(8) -0.002(7) C35 0.051(9) 0.058(9) 0.061(9) 0.006(8) -0.007(7) -0.009(8) C36 0.063(9) 0.056(8) 0.047(8) -0.012(8) -0.024(8) 0.009(8) C37 0.061(9) 0.059(8) 0.041(8) -0.005(7) -0.008(8) 0.019(7) C38 0.072(10) 0.053(8) 0.041(9) 0.003(7) 0.016(9) 0.013(7) C39 0.049(8) 0.053(9) 0.044(8) 0.000(7) 0.010(7) -0.001(7) N1 0.040(6) 0.038(6) 0.021(5) 0.001(5) 0.010(5) 0.000(4) N2 0.040(7) 0.070(7) 0.025(7) -0.009(5) 0.012(5) 0.010(5) N3 0.038(6) 0.041(7) 0.026(6) 0.004(5) -0.001(5) 0.005(5) N4 0.036(7) 0.045(7) 0.035(6) 0.000(5) 0.007(5) 0.005(5) O1 0.058(6) 0.082(6) 0.030(5) 0.005(4) 0.022(5) 0.012(4) O2 0.061(6) 0.043(5) 0.037(5) 0.008(4) -0.005(4) 0.011(5) O3 0.049(5) 0.041(5) 0.048(5) 0.008(4) 0.004(4) 0.009(4) O4 0.044(5) 0.049(5) 0.046(5) -0.003(4) 0.004(4) 0.001(4) O5 0.051(5) 0.067(5) 0.034(5) 0.000(4) 0.012(5) -0.003(4) O6 0.049(5) 0.062(6) 0.047(5) 0.010(5) 0.008(5) 0.000(4) O7 0.046(5) 0.052(5) 0.051(5) -0.006(5) -0.001(4) -0.001(4) O8 0.062(6) 0.053(5) 0.025(5) -0.003(4) 0.003(5) 0.000(4) O9 0.053(5) 0.048(5) 0.038(5) -0.001(4) 0.007(5) -0.002(4) O10 0.108(10) 0.305(18) 0.128(10) 0.100(12) -0.017(8) -0.060(10) F1 0.072(5) 0.042(5) 0.047(4) 0.000(3) -0.001(3) 0.002(4) F2 0.080(5) 0.057(5) 0.083(5) -0.005(4) -0.012(4) -0.014(4) F3 0.061(6) 0.067(5) 0.073(5) -0.002(4) -0.015(4) 0.004(4) F4 0.070(5) 0.047(5) 0.061(5) 0.004(3) 0.008(4) 0.007(4) F5 0.057(5) 0.046(4) 0.053(4) -0.005(3) 0.007(3) -0.007(4) F6 0.050(5) 0.061(4) 0.043(4) -0.005(3) 0.017(4) 0.007(3) F7 0.070(5) 0.069(4) 0.042(4) -0.009(4) 0.009(4) -0.017(4) F8 0.058(5) 0.079(5) 0.046(4) 0.004(4) -0.013(4) -0.011(4) F9 0.052(5) 0.069(5) 0.066(5) -0.005(4) 0.005(4) 0.006(4) F10 0.057(4) 0.061(4) 0.037(4) -0.009(4) 0.009(3) 0.000(3) F11 0.047(4) 0.059(4) 0.031(4) -0.011(3) 0.003(3) 0.001(3) F12 0.055(4) 0.066(4) 0.046(4) -0.019(4) 0.010(4) 0.009(4) F13 0.047(5) 0.062(4) 0.044(4) 0.000(3) 0.013(3) 0.006(3) F14 0.050(4) 0.054(4) 0.043(4) -0.008(4) 0.003(4) -0.006(3) F15 0.049(4) 0.053(4) 0.041(4) -0.008(4) 0.005(3) 0.000(3) Cl1 0.0480(18) 0.0464(18) 0.0233(16) 0.0016(13) 0.0044(13) 0.0024(14) K1 0.0453(16) 0.0436(16) 0.0294(15) -0.0003(12) 0.0061(12) 0.0035(12) _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 C1 N1 1.483(12) . ? C1 C2 1.506(14) . ? C2 N2 1.486(13) . ? C3 O1 1.232(12) . ? C3 N2 1.359(13) . ? C3 C4 1.521(15) . ? C4 C5 1.336(14) . ? C4 C9 1.362(14) . ? C5 F1 1.356(12) . ? C5 C6 1.403(15) . ? C6 C7 1.351(15) . ? C6 F2 1.364(12) . ? C7 F3 1.364(12) . ? C7 C8 1.375(15) . ? C8 C9 1.359(14) . ? C8 F4 1.361(12) . ? C9 F5 1.373(12) . ? C10 N1 1.472(12) . ? C10 C11 1.525(14) . ? C11 N3 1.457(12) . ? C12 O2 1.213(12) . ? C12 N3 1.346(12) . ? C12 C13 1.506(15) . ? C13 C18 1.362(15) . ? C13 C14 1.424(15) . ? C14 F6 1.330(12) . ? C14 C15 1.389(15) . ? C15 C16 1.360(15) . ? C15 F7 1.385(12) . ? C16 F8 1.352(12) . ? C16 C17 1.407(16) . ? C17 F9 1.358(13) . ? C17 C18 1.374(15) . ? C18 F10 1.377(13) . ? C19 N1 1.453(12) . ? C19 C20 1.503(13) 2_645 ? C20 N4 1.483(12) . ? C20 C19 1.503(13) 2_655 ? C21 O3 1.224(12) . ? C21 N4 1.342(13) . ? C21 C22 1.522(14) . ? C22 C27 1.371(14) . ? C22 C23 1.405(14) . ? C23 F11 1.360(12) . ? C23 C24 1.366(14) . ? C24 F12 1.356(12) . ? C24 C25 1.370(14) . ? C25 F13 1.358(12) . ? C25 C26 1.393(14) . ? C26 F14 1.360(11) . ? C26 C27 1.382(14) . ? C27 F15 1.376(11) . ? C28 O9 1.421(12) . ? C28 C29 1.505(15) . ? C29 O4 1.423(12) . ? C30 O4 1.442(13) . ? C30 C31 1.514(16) . ? C31 O5 1.425(13) . ? C32 O5 1.420(13) . ? C32 C33 1.494(16) . ? C33 O6 1.438(13) . ? C34 O6 1.430(13) . ? C34 C35 1.501(16) . ? C35 O7 1.432(13) . ? C36 O7 1.436(13) . ? C36 C37 1.493(16) . ? C37 O8 1.445(12) . ? C38 O8 1.442(12) . ? C38 C39 1.484(14) . ? C39 O9 1.435(12) . ? O2 K1 2.671(9) . ? O3 K1 2.708(9) . ? O4 K1 2.822(7) . ? O5 K1 2.794(8) . ? O6 K1 2.865(8) . ? O7 K1 2.789(7) . ? O8 K1 2.789(7) . ? O9 K1 2.935(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 113.1(8) . . ? N2 C2 C1 111.2(8) . . ? O1 C3 N2 123.2(11) . . ? O1 C3 C4 123.2(10) . . ? N2 C3 C4 113.6(10) . . ? C5 C4 C9 118.4(11) . . ? C5 C4 C3 120.2(13) . . ? C9 C4 C3 121.3(12) . . ? C4 C5 F1 121.8(13) . . ? C4 C5 C6 120.4(11) . . ? F1 C5 C6 117.7(13) . . ? C7 C6 F2 120.2(14) . . ? C7 C6 C5 120.1(11) . . ? F2 C6 C5 119.7(13) . . ? C6 C7 F3 120.3(14) . . ? C6 C7 C8 119.5(11) . . ? F3 C7 C8 120.2(14) . . ? C9 C8 F4 121.5(13) . . ? C9 C8 C7 118.8(11) . . ? F4 C8 C7 119.7(14) . . ? C8 C9 C4 122.7(10) . . ? C8 C9 F5 118.3(13) . . ? C4 C9 F5 119.1(13) . . ? N1 C10 C11 111.5(8) . . ? N3 C11 C10 112.4(8) . . ? O2 C12 N3 124.2(10) . . ? O2 C12 C13 120.3(11) . . ? N3 C12 C13 115.5(11) . . ? C18 C13 C14 116.7(11) . . ? C18 C13 C12 121.5(12) . . ? C14 C13 C12 121.8(12) . . ? F6 C14 C15 122.2(12) . . ? F6 C14 C13 118.8(12) . . ? C15 C14 C13 119.0(12) . . ? C16 C15 F7 120.6(13) . . ? C16 C15 C14 123.1(11) . . ? F7 C15 C14 116.3(14) . . ? F8 C16 C15 119.5(14) . . ? F8 C16 C17 122.6(14) . . ? C15 C16 C17 117.9(11) . . ? F9 C17 C18 125.1(14) . . ? F9 C17 C16 115.8(14) . . ? C18 C17 C16 119.1(11) . . ? C13 C18 C17 124.2(12) . . ? C13 C18 F10 122.4(12) . . ? C17 C18 F10 113.4(13) . . ? N1 C19 C20 114.4(8) . 2_645 ? N4 C20 C19 111.5(8) . 2_655 ? O3 C21 N4 126.8(10) . . ? O3 C21 C22 119.8(10) . . ? N4 C21 C22 113.3(11) . . ? C27 C22 C23 114.8(10) . . ? C27 C22 C21 121.9(11) . . ? C23 C22 C21 123.3(11) . . ? F11 C23 C24 118.5(12) . . ? F11 C23 C22 118.7(12) . . ? C24 C23 C22 122.8(11) . . ? F12 C24 C23 121.3(12) . . ? F12 C24 C25 118.9(13) . . ? C23 C24 C25 119.8(11) . . ? F13 C25 C24 121.0(13) . . ? F13 C25 C26 118.6(12) . . ? C24 C25 C26 120.4(11) . . ? F14 C26 C27 122.8(12) . . ? F14 C26 C25 119.8(12) . . ? C27 C26 C25 117.3(10) . . ? C22 C27 F15 119.4(12) . . ? C22 C27 C26 124.8(10) . . ? F15 C27 C26 115.7(12) . . ? O9 C28 C29 109.8(9) . . ? O4 C29 C28 108.4(9) . . ? O4 C30 C31 107.1(9) . . ? O5 C31 C30 109.3(9) . . ? O5 C32 C33 108.1(10) . . ? O6 C33 C32 108.7(10) . . ? O6 C34 C35 109.9(9) . . ? O7 C35 C34 109.1(9) . . ? O7 C36 C37 108.3(9) . . ? O8 C37 C36 108.5(9) . . ? O8 C38 C39 109.2(9) . . ? O9 C39 C38 109.5(9) . . ? C19 N1 C10 111.0(8) . . ? C19 N1 C1 111.2(8) . . ? C10 N1 C1 111.4(8) . . ? C3 N2 C2 124.3(9) . . ? C12 N3 C11 122.0(9) . . ? C21 N4 C20 121.1(9) . . ? C12 O2 K1 178.5(7) . . ? C21 O3 K1 161.9(7) . . ? C29 O4 C30 112.9(8) . . ? C29 O4 K1 116.1(6) . . ? C30 O4 K1 113.4(6) . . ? C32 O5 C31 114.1(9) . . ? C32 O5 K1 114.7(6) . . ? C31 O5 K1 116.8(6) . . ? C34 O6 C33 112.8(9) . . ? C34 O6 K1 110.2(6) . . ? C33 O6 K1 110.9(6) . . ? C35 O7 C36 112.7(9) . . ? C35 O7 K1 116.6(6) . . ? C36 O7 K1 116.3(6) . . ? C38 O8 C37 114.0(8) . . ? C38 O8 K1 116.4(6) . . ? C37 O8 K1 115.5(6) . . ? C28 O9 C39 112.2(8) . . ? C28 O9 K1 108.5(6) . . ? C39 O9 K1 108.2(6) . . ? O2 K1 O3 178.1(2) . . ? O2 K1 O7 100.5(2) . . ? O3 K1 O7 79.5(2) . . ? O2 K1 O8 75.7(2) . . ? O3 K1 O8 105.8(2) . . ? O7 K1 O8 60.1(2) . . ? O2 K1 O5 102.4(2) . . ? O3 K1 O5 76.1(2) . . ? O7 K1 O5 120.2(3) . . ? O8 K1 O5 178.0(2) . . ? O2 K1 O4 79.2(2) . . ? O3 K1 O4 100.9(2) . . ? O7 K1 O4 179.6(3) . . ? O8 K1 O4 119.5(2) . . ? O5 K1 O4 60.2(2) . . ? O2 K1 O6 101.9(2) . . ? O3 K1 O6 76.4(2) . . ? O7 K1 O6 60.9(3) . . ? O8 K1 O6 119.2(3) . . ? O5 K1 O6 60.6(2) . . ? O4 K1 O6 119.5(3) . . ? O2 K1 O9 75.6(2) . . ? O3 K1 O9 106.1(2) . . ? O7 K1 O9 119.5(3) . . ? O8 K1 O9 60.5(2) . . ? O5 K1 O9 119.5(2) . . ? O4 K1 O9 60.2(2) . . ? O6 K1 O9 177.5(2) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 18.14 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.621 _refine_diff_density_min -0.317 _refine_diff_density_rms 0.099 _vrf_REFNR01_Complex_4 ; PROBLEM: Ratio of reflections to parameters is < 6 for a centrosymmetric structure sine(theta)/lambda 0.4381 Proportion of unique data used 1.0000 Ratio reflections to parameters 5.3550 RESPONSE: The crystal was poorly diffracting at higher Bragg angles. The situation did not improve even after recrystallisation and fresh data collection. ; _vrf_THETM01_Complex_4 ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 Calculated sin(theta_max)/wavelength = 0.4381 RESPONSE: The crystal was poorly diffracting at higher Bragg angles. The situation did not improve even after recrystallisation and fresh data collection. ; _vrf_PLAT088_Complex_4 ; PROBLEM: Poor Data / Parameter Ratio .................... 5.35 RESPONSE: Due to the disorder of crown moiety, we could not refine anisotropically those atoms belong to crown moiety ; _vrf_PLAT306_Complex_4 ; PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) ....... O10 RESPONSE: The hydrogen atoms of the lattice included water molecules could not be located from differnce Fourier map. ; # end Validation Reply Form