Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Gokel, G.' 'Barbour, Leonard J.' 'Hu, Jiaxin' _publ_contact_author_name 'Prof G Gokel' _publ_contact_author_address ; Molecular Biol. Pharm. Washington University Medical School, Box 8103 St Louis MO 63110 USA ; _publ_contact_author_email '?' _publ_requested_journal 'Chemical Communications' _publ_section_title ; Sigma-donor, pi-donor and anion competition in pi-complexation of alkali metal cations ; data_E:\_George_Gokel\JXH\JXH-I-080\JXH-I-080.CIF _database_code_CSD 189371 _audit_creation_method SHELXL-97 _chemical_name_systematic ; N-(2-Phenylethyl)-N'-2-methoxyethyl-diaza-18-crown-6.potassium hexafluorophosphate ; _chemical_name_common 'JXH-I-080' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H40 F6 K N2 O5 P' _chemical_formula_weight 608.64 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' 'P' 'P' 0.1023 0.0942 '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 P21/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 8.989(3) _cell_length_b 22.393(7) _cell_length_c 14.259(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.813(6) _cell_angle_gamma 90.00 _cell_volume 2836.3(16) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'prism' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.425 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 0.319 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.9104 _exptl_absorpt_correction_T_max 0.9390 _exptl_absorpt_process_details ? _exptl_special_details ; Data were corrected for decay and absorption using the program SADABS based on the method of R.H. Blessing (Acta Cryst. A51, 33-38, 1995). ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 17761 _diffrn_reflns_av_R_equivalents 0.0757 _diffrn_reflns_av_sigmaI/netI 0.0700 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 27.19 _reflns_number_total 6242 _reflns_number_gt 4028 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _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^)+(0.0697P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6242 _refine_ls_number_parameters 344 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0999 _refine_ls_R_factor_gt 0.0628 _refine_ls_wR_factor_ref 0.1563 _refine_ls_wR_factor_gt 0.1402 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 K1 K 0.27710(7) 0.11458(3) 0.24349(4) 0.03436(17) Uani 1 1 d . . . P2 P -0.22355(9) 0.36809(3) 0.20549(6) 0.0404(2) Uani 1 1 d . . . O1 O 0.3736(2) 0.06796(9) 0.08294(14) 0.0449(5) Uani 1 1 d . . . N2 N 0.2162(3) -0.01058(10) 0.20483(17) 0.0390(6) Uani 1 1 d . . . O3 O 0.1689(2) 0.04748(8) 0.37735(13) 0.0392(5) Uani 1 1 d . . . O4 O 0.3051(2) 0.19151(9) 0.10018(14) 0.0466(5) Uani 1 1 d . . . F5 F -0.3981(2) 0.36929(9) 0.16690(17) 0.0724(7) Uani 1 1 d . . . O6 O 0.0464(2) 0.15816(8) 0.33102(13) 0.0400(5) Uani 1 1 d . . . F7 F -0.2374(2) 0.42663(9) 0.26450(15) 0.0709(6) Uani 1 1 d . . . O8 O 0.0057(2) 0.07291(10) 0.09951(15) 0.0517(6) Uani 1 1 d . . . F9 F -0.0493(2) 0.36670(9) 0.24329(19) 0.0830(8) Uani 1 1 d . . . N10 N 0.2809(3) 0.24788(10) 0.28906(18) 0.0445(6) Uani 1 1 d . . . F11 F -0.1949(3) 0.40810(10) 0.11849(14) 0.0745(6) Uani 1 1 d . . . F12 F -0.2512(3) 0.32817(10) 0.29229(15) 0.0773(7) Uani 1 1 d . . . C13 C 0.0601(4) 0.07277(14) 0.4280(2) 0.0456(7) Uani 1 1 d . . . H13A H 0.0766 0.0581 0.4942 0.055 Uiso 1 1 calc R . . H13B H -0.0422 0.0607 0.3981 0.055 Uiso 1 1 calc R . . C14 C 0.2362(4) 0.27299(13) 0.1930(2) 0.0524(9) Uani 1 1 d . . . H14A H 0.2406 0.3171 0.1972 0.063 Uiso 1 1 calc R . . H14B H 0.1304 0.2617 0.1700 0.063 Uiso 1 1 calc R . . F15 F -0.2080(3) 0.30965(9) 0.14482(17) 0.0847(7) Uani 1 1 d . . . C16 C 0.0604(3) -0.02404(12) 0.1610(2) 0.0430(7) Uani 1 1 d . . . H16A H 0.0208 -0.0570 0.1963 0.052 Uiso 1 1 calc R . . H16B H 0.0603 -0.0377 0.0949 0.052 Uiso 1 1 calc R . . C17 C -0.0414(3) 0.02920(13) 0.1603(2) 0.0410(7) Uani 1 1 d . . . H17A H -0.1469 0.0175 0.1374 0.049 Uiso 1 1 calc R . . H17B H -0.0358 0.0455 0.2254 0.049 Uiso 1 1 calc R . . C18 C 0.3260(4) -0.02809(13) 0.1445(2) 0.0475(8) Uani 1 1 d . . . H18A H 0.3083 -0.0703 0.1251 0.057 Uiso 1 1 calc R . . H18B H 0.4284 -0.0253 0.1814 0.057 Uiso 1 1 calc R . . C19 C 0.5499(3) 0.18229(14) 0.3955(2) 0.0442(8) Uani 1 1 d . . . C20 C 0.2537(4) -0.03741(13) 0.2995(2) 0.0493(8) Uani 1 1 d . . . H20A H 0.3600 -0.0283 0.3250 0.059 Uiso 1 1 calc R . . H20B H 0.2436 -0.0813 0.2938 0.059 Uiso 1 1 calc R . . C21 C 0.3314(4) 0.25294(14) 0.1220(2) 0.0554(9) Uani 1 1 d . . . H21A H 0.3075 0.2770 0.0634 0.067 Uiso 1 1 calc R . . H21B H 0.4390 0.2591 0.1478 0.067 Uiso 1 1 calc R . . C22 C 0.0222(4) 0.22086(13) 0.3216(2) 0.0509(8) Uani 1 1 d . . . H22A H -0.0523 0.2330 0.3624 0.061 Uiso 1 1 calc R . . H22B H -0.0217 0.2298 0.2551 0.061 Uiso 1 1 calc R . . C23 C 0.6213(4) 0.16996(16) 0.3190(3) 0.0547(9) Uani 1 1 d . . . H23 H 0.6458 0.2019 0.2802 0.066 Uiso 1 1 calc R . . C24 C 0.1554(4) -0.01538(13) 0.3679(2) 0.0464(8) Uani 1 1 d . . . H24A H 0.0493 -0.0261 0.3448 0.056 Uiso 1 1 calc R . . H24B H 0.1856 -0.0345 0.4305 0.056 Uiso 1 1 calc R . . C25 C 0.0732(4) 0.13840(14) 0.4270(2) 0.0498(8) Uani 1 1 d . . . H25A H -0.0012 0.1565 0.4629 0.060 Uiso 1 1 calc R . . H25B H 0.1752 0.1506 0.4572 0.060 Uiso 1 1 calc R . . C26 C 0.3456(4) 0.10753(15) 0.0045(2) 0.0555(9) Uani 1 1 d . . . H26A H 0.2366 0.1080 -0.0207 0.067 Uiso 1 1 calc R . . H26B H 0.4005 0.0938 -0.0467 0.067 Uiso 1 1 calc R . . C27 C -0.0900(5) 0.12327(15) 0.0888(3) 0.0613(10) Uani 1 1 d . . . H27A H -0.1907 0.1112 0.0583 0.092 Uiso 1 1 calc R . . H27B H -0.0494 0.1532 0.0493 0.092 Uiso 1 1 calc R . . H27C H -0.0963 0.1404 0.1513 0.092 Uiso 1 1 calc R . . C28 C 0.1632(4) 0.25794(13) 0.3477(2) 0.0527(9) Uani 1 1 d . . . H28A H 0.1347 0.3007 0.3435 0.063 Uiso 1 1 calc R . . H28B H 0.2055 0.2495 0.4147 0.063 Uiso 1 1 calc R . . C29 C 0.3180(4) 0.00970(14) 0.0582(2) 0.0509(8) Uani 1 1 d . . . H29A H 0.3785 -0.0087 0.0134 0.061 Uiso 1 1 calc R . . H29B H 0.2123 0.0123 0.0263 0.061 Uiso 1 1 calc R . . C30 C 0.5042(4) 0.24473(14) 0.4178(3) 0.0597(10) Uani 1 1 d . . . H30A H 0.5957 0.2677 0.4432 0.072 Uiso 1 1 calc R . . H30B H 0.4398 0.2428 0.4681 0.072 Uiso 1 1 calc R . . C31 C 0.5178(4) 0.13535(15) 0.4518(3) 0.0562(9) Uani 1 1 d . . . H31 H 0.4701 0.1428 0.5057 0.067 Uiso 1 1 calc R . . C32 C 0.6581(4) 0.1123(2) 0.2975(3) 0.0722(11) Uani 1 1 d . . . H32 H 0.7065 0.1047 0.2440 0.087 Uiso 1 1 calc R . . C33 C 0.3966(4) 0.16873(16) 0.0355(2) 0.0585(9) Uani 1 1 d . . . H33A H 0.5029 0.1674 0.0665 0.070 Uiso 1 1 calc R . . H33B H 0.3900 0.1954 -0.0204 0.070 Uiso 1 1 calc R . . C34 C 0.5547(5) 0.07784(18) 0.4303(4) 0.0762(14) Uani 1 1 d . . . H34 H 0.5312 0.0459 0.4694 0.091 Uiso 1 1 calc R . . C35 C 0.4202(4) 0.27799(13) 0.3334(3) 0.0576(10) Uani 1 1 d . . . H35A H 0.3943 0.3183 0.3543 0.069 Uiso 1 1 calc R . . H35B H 0.4876 0.2829 0.2852 0.069 Uiso 1 1 calc R . . C37 C 0.6244(4) 0.06581(18) 0.3539(4) 0.0810(15) Uani 1 1 d . . . H37 H 0.6494 0.0259 0.3397 0.097 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 K1 0.0390(3) 0.0302(3) 0.0343(3) 0.0018(3) 0.0068(3) -0.0023(3) P2 0.0402(5) 0.0374(4) 0.0418(5) 0.0003(3) 0.0006(3) 0.0032(3) O1 0.0475(13) 0.0500(12) 0.0369(11) -0.0005(9) 0.0048(10) 0.0008(10) N2 0.0378(13) 0.0310(12) 0.0466(14) 0.0004(11) 0.0014(11) -0.0010(11) O3 0.0420(11) 0.0373(10) 0.0385(11) 0.0041(9) 0.0067(9) -0.0058(9) O4 0.0552(13) 0.0391(11) 0.0462(12) 0.0099(9) 0.0097(10) -0.0062(10) F5 0.0472(12) 0.0697(13) 0.0936(17) 0.0077(11) -0.0104(12) -0.0002(10) O6 0.0433(12) 0.0398(11) 0.0364(11) -0.0050(9) 0.0045(9) 0.0023(9) F7 0.0853(16) 0.0588(12) 0.0708(14) -0.0207(11) 0.0182(12) 0.0051(11) O8 0.0506(13) 0.0533(13) 0.0522(13) 0.0112(11) 0.0110(11) 0.0094(11) F9 0.0426(12) 0.0766(15) 0.123(2) 0.0043(13) -0.0077(13) 0.0054(11) N10 0.0445(15) 0.0304(12) 0.0539(16) -0.0033(11) -0.0076(12) -0.0035(11) F11 0.0981(17) 0.0718(14) 0.0572(13) 0.0121(10) 0.0232(12) -0.0055(12) F12 0.0888(16) 0.0790(15) 0.0634(13) 0.0250(12) 0.0093(12) -0.0146(13) C13 0.0475(19) 0.0588(19) 0.0315(16) 0.0012(14) 0.0094(14) -0.0091(16) C14 0.060(2) 0.0282(14) 0.064(2) 0.0073(14) -0.0089(18) 0.0036(15) F15 0.1061(19) 0.0525(12) 0.0942(16) -0.0241(12) 0.0115(15) 0.0123(12) C16 0.0428(17) 0.0344(15) 0.0501(18) -0.0087(13) 0.0015(14) -0.0111(13) C17 0.0351(16) 0.0484(17) 0.0374(16) -0.0023(13) -0.0013(13) -0.0036(14) C18 0.0409(17) 0.0378(16) 0.063(2) -0.0112(15) 0.0051(15) 0.0040(14) C19 0.0320(16) 0.0505(18) 0.0448(18) 0.0058(14) -0.0109(14) -0.0086(14) C20 0.0504(19) 0.0310(15) 0.063(2) 0.0078(15) -0.0007(16) 0.0025(14) C21 0.059(2) 0.0416(17) 0.062(2) 0.0186(16) -0.0012(18) -0.0105(17) C22 0.0458(19) 0.0411(17) 0.064(2) -0.0090(15) 0.0031(16) 0.0131(15) C23 0.0427(19) 0.058(2) 0.063(2) 0.0098(17) 0.0080(17) -0.0025(17) C24 0.0517(19) 0.0384(16) 0.0471(18) 0.0154(14) 0.0012(15) -0.0058(15) C25 0.058(2) 0.0560(19) 0.0373(18) -0.0094(14) 0.0150(15) -0.0007(16) C26 0.065(2) 0.067(2) 0.0372(18) 0.0040(16) 0.0168(16) 0.0081(19) C27 0.069(2) 0.056(2) 0.057(2) 0.0110(17) 0.0017(19) 0.0140(18) C28 0.059(2) 0.0331(16) 0.062(2) -0.0132(15) -0.0018(17) 0.0088(15) C29 0.0455(19) 0.057(2) 0.0513(19) -0.0181(16) 0.0107(15) -0.0017(16) C30 0.053(2) 0.0505(19) 0.069(2) -0.0117(17) -0.0113(18) -0.0039(17) C31 0.046(2) 0.069(2) 0.050(2) 0.0099(17) -0.0052(16) -0.0086(17) C32 0.040(2) 0.084(3) 0.091(3) -0.012(3) 0.006(2) 0.015(2) C33 0.060(2) 0.069(2) 0.049(2) 0.0241(18) 0.0194(17) 0.0013(19) C34 0.056(3) 0.056(2) 0.105(4) 0.032(2) -0.025(2) -0.012(2) C35 0.059(2) 0.0327(16) 0.075(2) -0.0068(16) -0.0114(19) -0.0068(16) C37 0.044(2) 0.048(2) 0.139(4) -0.009(3) -0.026(3) 0.0111(19) _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 K1 O4 2.714(2) . ? K1 O3 2.723(2) . ? K1 O6 2.758(2) . ? K1 O1 2.773(2) . ? K1 N2 2.892(2) . ? K1 N10 3.054(3) . ? K1 O8 3.083(2) . ? P2 F7 1.573(2) . ? P2 F12 1.577(2) . ? P2 F9 1.577(2) . ? P2 F11 1.583(2) . ? P2 F5 1.581(2) . ? P2 F15 1.586(2) . ? O1 C26 1.419(4) . ? O1 C29 1.422(4) . ? N2 C18 1.459(4) . ? N2 C20 1.469(4) . ? N2 C16 1.475(4) . ? O3 C24 1.418(3) . ? O3 C13 1.419(4) . ? O4 C21 1.422(4) . ? O4 C33 1.421(4) . ? O6 C25 1.423(4) . ? O6 C22 1.424(3) . ? O8 C27 1.412(4) . ? O8 C17 1.415(3) . ? N10 C28 1.464(4) . ? N10 C35 1.476(4) . ? N10 C14 1.479(4) . ? C13 C25 1.475(4) . ? C14 C21 1.491(5) . ? C16 C17 1.502(4) . ? C18 C29 1.486(4) . ? C19 C23 1.376(5) . ? C19 C31 1.380(4) . ? C19 C30 1.505(4) . ? C20 C24 1.496(5) . ? C22 C28 1.513(4) . ? C23 C32 1.378(5) . ? C26 C33 1.491(5) . ? C30 C35 1.514(4) . ? C31 C34 1.376(5) . ? C32 C37 1.377(6) . ? C34 C37 1.365(6) . ? 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 O4 K1 O3 164.24(6) . . ? O4 K1 O6 106.22(7) . . ? O3 K1 O6 60.26(6) . . ? O4 K1 O1 62.64(7) . . ? O3 K1 O1 124.15(7) . . ? O6 K1 O1 149.18(6) . . ? O4 K1 N2 120.55(7) . . ? O3 K1 N2 61.41(7) . . ? O6 K1 N2 107.19(7) . . ? O1 K1 N2 63.38(7) . . ? O4 K1 N10 62.64(7) . . ? O3 K1 N10 112.57(7) . . ? O6 K1 N10 62.77(7) . . ? O1 K1 N10 123.29(7) . . ? N2 K1 N10 169.50(7) . . ? O4 K1 O8 81.14(6) . . ? O3 K1 O8 88.21(6) . . ? O6 K1 O8 80.52(6) . . ? O1 K1 O8 69.63(6) . . ? N2 K1 O8 58.15(6) . . ? N10 K1 O8 114.80(6) . . ? F7 P2 F12 91.01(14) . . ? F7 P2 F9 89.38(13) . . ? F12 P2 F9 89.34(13) . . ? F7 P2 F11 89.03(12) . . ? F12 P2 F11 179.73(14) . . ? F9 P2 F11 90.39(14) . . ? F7 P2 F5 90.94(12) . . ? F12 P2 F5 90.87(13) . . ? F9 P2 F5 179.61(17) . . ? F11 P2 F5 89.39(13) . . ? F7 P2 F15 179.02(15) . . ? F12 P2 F15 89.89(13) . . ? F9 P2 F15 90.26(13) . . ? F11 P2 F15 90.06(13) . . ? F5 P2 F15 89.41(13) . . ? C26 O1 C29 111.4(2) . . ? C26 O1 K1 112.07(18) . . ? C29 O1 K1 114.04(18) . . ? C18 N2 C20 110.6(2) . . ? C18 N2 C16 112.3(2) . . ? C20 N2 C16 112.1(2) . . ? C18 N2 K1 104.33(17) . . ? C20 N2 K1 102.18(16) . . ? C16 N2 K1 114.75(16) . . ? C24 O3 C13 112.9(2) . . ? C24 O3 K1 121.06(17) . . ? C13 O3 K1 118.96(16) . . ? C21 O4 C33 113.3(3) . . ? C21 O4 K1 118.74(18) . . ? C33 O4 K1 112.99(17) . . ? C25 O6 C22 113.5(2) . . ? C25 O6 K1 107.24(17) . . ? C22 O6 K1 114.88(18) . . ? C27 O8 C17 112.6(3) . . ? C27 O8 K1 103.71(19) . . ? C17 O8 K1 94.68(15) . . ? C28 N10 C35 108.9(3) . . ? C28 N10 C14 110.7(3) . . ? C35 N10 C14 108.4(3) . . ? C28 N10 K1 106.65(17) . . ? C35 N10 K1 121.24(18) . . ? C14 N10 K1 100.48(16) . . ? O3 C13 C25 109.3(3) . . ? N10 C14 C21 114.3(3) . . ? N2 C16 C17 112.2(2) . . ? O8 C17 C16 108.3(3) . . ? N2 C18 C29 112.6(2) . . ? C23 C19 C31 118.2(3) . . ? C23 C19 C30 121.9(3) . . ? C31 C19 C30 119.8(3) . . ? N2 C20 C24 112.9(2) . . ? O4 C21 C14 110.3(3) . . ? O6 C22 C28 114.1(2) . . ? C19 C23 C32 121.4(4) . . ? O3 C24 C20 109.8(2) . . ? O6 C25 C13 108.5(2) . . ? O1 C26 C33 109.3(3) . . ? N10 C28 C22 115.2(3) . . ? O1 C29 C18 110.3(2) . . ? C19 C30 C35 114.1(3) . . ? C34 C31 C19 120.3(4) . . ? C37 C32 C23 119.8(4) . . ? O4 C33 C26 109.9(3) . . ? C31 C34 C37 121.2(4) . . ? N10 C35 C30 113.8(3) . . ? C34 C37 C32 119.0(4) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.19 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.492 _refine_diff_density_min -0.609 _refine_diff_density_rms 0.061 data_e:\_georg~1\jxh\jx1fc4~1\sss _database_code_CSD 189372 _audit_creation_method SHELXL-97 _chemical_name_systematic ; N-2-Phenylethylaza-18-crown-6.potassium iodide ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H33 I K N O5' _chemical_formula_weight 533.47 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' 'K' 'K' 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 15.2796(14) _cell_length_b 10.8811(10) _cell_length_c 14.0760(13) _cell_angle_alpha 90.00 _cell_angle_beta 93.035(2) _cell_angle_gamma 90.00 _cell_volume 2337.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.516 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 1.577 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.6491 _exptl_absorpt_correction_T_max 0.7433 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14494 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0475 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.33 _diffrn_reflns_theta_max 27.13 _reflns_number_total 5157 _reflns_number_gt 3868 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0300P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5157 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0510 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0693 _refine_ls_wR_factor_gt 0.0624 _refine_ls_goodness_of_fit_ref 0.984 _refine_ls_restrained_S_all 0.984 _refine_ls_shift/su_max 0.002 _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 I1 I 0.750464(12) 0.477472(18) 0.087688(13) 0.03492(7) Uani 1 1 d . . . K2 K 0.73620(4) 0.50373(5) -0.17257(4) 0.02658(13) Uani 1 1 d . . . O2 O 0.75772(11) 0.26139(15) -0.14066(13) 0.0324(4) Uani 1 1 d . . . O3 O 0.88632(11) 0.64998(16) -0.14402(12) 0.0272(4) Uani 1 1 d . . . C4 C 0.82214(18) 0.4811(2) -0.38740(18) 0.0292(6) Uani 1 1 d . . . O5 O 0.71346(11) 0.74409(16) -0.12549(13) 0.0323(4) Uani 1 1 d . . . C6 C 0.91182(17) 0.2886(2) -0.13652(19) 0.0325(6) Uani 1 1 d . . . H6A H 0.9085 0.3246 -0.0722 0.039 Uiso 1 1 calc R . . H6B H 0.9679 0.2432 -0.1379 0.039 Uiso 1 1 calc R . . C7 C 0.98009(17) 0.4796(2) -0.1754(2) 0.0318(6) Uani 1 1 d . . . H7A H 0.9974 0.5266 -0.2316 0.038 Uiso 1 1 calc R . . H7B H 1.0326 0.4351 -0.1494 0.038 Uiso 1 1 calc R . . O8 O 0.56567(12) 0.62000(17) -0.20132(13) 0.0350(5) Uani 1 1 d . . . O9 O 0.58497(11) 0.35623(17) -0.17117(13) 0.0318(4) Uani 1 1 d . . . C10 C 0.86429(16) 0.7453(2) -0.07998(18) 0.0306(6) Uani 1 1 d . . . H10A H 0.9158 0.7990 -0.0664 0.037 Uiso 1 1 calc R . . H10B H 0.8470 0.7091 -0.0192 0.037 Uiso 1 1 calc R . . C11 C 0.78999(17) 0.8193(2) -0.1239(2) 0.0325(6) Uani 1 1 d . . . H11A H 0.7810 0.8945 -0.0859 0.039 Uiso 1 1 calc R . . H11B H 0.8029 0.8441 -0.1893 0.039 Uiso 1 1 calc R . . C12 C 0.55960(18) 0.7227(3) -0.1397(2) 0.0401(7) Uani 1 1 d . . . H12A H 0.5610 0.6948 -0.0727 0.048 Uiso 1 1 calc R . . H12B H 0.5037 0.7667 -0.1538 0.048 Uiso 1 1 calc R . . C13 C 0.6667(2) 0.4475(3) -0.4098(2) 0.0433(8) Uani 1 1 d . . . H13 H 0.6186 0.3929 -0.4196 0.052 Uiso 1 1 calc R . . C14 C 0.95119(16) 0.5688(2) -0.10128(18) 0.0288(6) Uani 1 1 d . . . H14A H 0.9263 0.5234 -0.0481 0.035 Uiso 1 1 calc R . . H14B H 1.0021 0.6169 -0.0756 0.035 Uiso 1 1 calc R . . C15 C 0.60576(17) 0.2499(3) -0.1154(2) 0.0358(7) Uani 1 1 d . . . H15A H 0.5546 0.1940 -0.1164 0.043 Uiso 1 1 calc R . . H15B H 0.6201 0.2742 -0.0486 0.043 Uiso 1 1 calc R . . C16 C 0.63509(18) 0.8065(2) -0.1543(2) 0.0364(7) Uani 1 1 d . . . H16A H 0.6362 0.8298 -0.2222 0.044 Uiso 1 1 calc R . . H16B H 0.6293 0.8823 -0.1163 0.044 Uiso 1 1 calc R . . N17 N 0.91288(13) 0.38918(19) -0.20624(14) 0.0267(5) Uani 1 1 d . . . C18 C 0.49563(18) 0.5341(3) -0.1955(2) 0.0403(7) Uani 1 1 d . . . H18A H 0.4798 0.5022 -0.2601 0.048 Uiso 1 1 calc R . . H18B H 0.4438 0.5771 -0.1724 0.048 Uiso 1 1 calc R . . C19 C 0.83711(17) 0.1977(2) -0.1523(2) 0.0339(7) Uani 1 1 d . . . H19A H 0.8376 0.1626 -0.2171 0.041 Uiso 1 1 calc R . . H19B H 0.8434 0.1297 -0.1057 0.041 Uiso 1 1 calc R . . C20 C 0.51809(17) 0.4277(3) -0.1306(2) 0.0387(7) Uani 1 1 d . . . H20A H 0.5390 0.4583 -0.0671 0.046 Uiso 1 1 calc R . . H20B H 0.4654 0.3764 -0.1227 0.046 Uiso 1 1 calc R . . C21 C 0.75136(19) 0.4021(3) -0.40479(19) 0.0365(7) Uani 1 1 d . . . H21 H 0.7613 0.3167 -0.4133 0.044 Uiso 1 1 calc R . . C22 C 0.93124(18) 0.3398(3) -0.30058(18) 0.0377(7) Uani 1 1 d . . . H22A H 0.8943 0.2662 -0.3132 0.045 Uiso 1 1 calc R . . H22B H 0.9933 0.3134 -0.2997 0.045 Uiso 1 1 calc R . . C23 C 0.8054(2) 0.6058(3) -0.37657(18) 0.0360(7) Uani 1 1 d . . . H23 H 0.8531 0.6605 -0.3639 0.043 Uiso 1 1 calc R . . C24 C 0.6517(2) 0.5735(3) -0.4005(2) 0.0489(9) Uani 1 1 d . . . H24 H 0.5937 0.6048 -0.4058 0.059 Uiso 1 1 calc R . . C25 C 0.91443(19) 0.4312(3) -0.38145(19) 0.0407(7) Uani 1 1 d . . . H25A H 0.9560 0.5005 -0.3728 0.049 Uiso 1 1 calc R . . H25B H 0.9261 0.3904 -0.4424 0.049 Uiso 1 1 calc R . . C26 C 0.68267(18) 0.1848(2) -0.1547(2) 0.0369(7) Uani 1 1 d . . . H26A H 0.6927 0.1054 -0.1216 0.044 Uiso 1 1 calc R . . H26B H 0.6711 0.1683 -0.2234 0.044 Uiso 1 1 calc R . . C27 C 0.7213(2) 0.6517(3) -0.3838(2) 0.0447(8) Uani 1 1 d . . . H27 H 0.7114 0.7374 -0.3772 0.054 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.04142(12) 0.03267(12) 0.03102(11) 0.00355(8) 0.00530(8) -0.00271(8) K2 0.0233(3) 0.0257(3) 0.0308(3) 0.0006(2) 0.0020(2) -0.0003(2) O2 0.0310(10) 0.0221(10) 0.0439(12) -0.0037(9) 0.0002(9) -0.0015(8) O3 0.0288(10) 0.0283(11) 0.0245(9) -0.0019(8) 0.0001(8) -0.0017(8) C4 0.0346(15) 0.0350(16) 0.0182(12) 0.0019(11) 0.0036(11) 0.0014(13) O5 0.0328(10) 0.0236(11) 0.0398(11) 0.0001(8) -0.0038(9) 0.0030(8) C6 0.0304(15) 0.0317(16) 0.0346(15) 0.0038(12) -0.0053(12) 0.0068(12) C7 0.0228(13) 0.0392(17) 0.0336(15) 0.0020(12) 0.0030(12) 0.0004(12) O8 0.0288(10) 0.0361(12) 0.0405(11) -0.0050(9) 0.0047(9) 0.0010(8) O9 0.0284(10) 0.0364(12) 0.0308(10) 0.0021(8) 0.0033(8) -0.0023(8) C10 0.0335(15) 0.0300(16) 0.0283(14) -0.0024(12) 0.0004(12) -0.0074(12) C11 0.0396(16) 0.0233(15) 0.0349(15) -0.0001(12) 0.0040(13) -0.0052(12) C12 0.0353(16) 0.0437(19) 0.0417(17) -0.0062(14) 0.0062(14) 0.0117(14) C13 0.0374(18) 0.058(2) 0.0345(16) -0.0063(15) 0.0010(14) -0.0053(15) C14 0.0265(14) 0.0331(16) 0.0261(14) 0.0025(11) -0.0045(11) -0.0035(12) C15 0.0358(16) 0.0317(17) 0.0404(17) 0.0027(13) 0.0066(13) -0.0060(13) C16 0.0409(17) 0.0296(17) 0.0384(16) -0.0001(13) -0.0016(14) 0.0112(13) N17 0.0256(12) 0.0319(13) 0.0227(11) -0.0012(9) 0.0023(9) 0.0040(9) C18 0.0237(15) 0.049(2) 0.0482(18) 0.0020(15) -0.0024(13) -0.0002(13) C19 0.0383(16) 0.0261(16) 0.0369(16) -0.0012(12) -0.0029(13) 0.0081(12) C20 0.0251(15) 0.050(2) 0.0414(17) -0.0002(14) 0.0074(13) -0.0010(13) C21 0.0447(18) 0.0324(17) 0.0325(16) -0.0053(12) 0.0032(14) 0.0036(14) C22 0.0340(16) 0.0489(19) 0.0301(15) -0.0062(13) 0.0019(13) 0.0137(14) C23 0.0523(19) 0.0304(17) 0.0257(14) 0.0020(12) 0.0068(13) -0.0063(14) C24 0.051(2) 0.066(2) 0.0307(16) 0.0033(15) 0.0085(15) 0.0282(18) C25 0.0377(17) 0.058(2) 0.0263(15) -0.0026(14) 0.0049(13) 0.0044(15) C26 0.0408(17) 0.0259(16) 0.0440(17) -0.0034(13) 0.0017(14) -0.0093(13) C27 0.072(2) 0.0351(19) 0.0281(15) 0.0050(13) 0.0116(16) 0.0138(17) _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 I1 K2 3.6695(7) . ? K2 O2 2.6921(18) . ? K2 O5 2.7248(18) . ? K2 O3 2.8031(17) . ? K2 O9 2.8144(18) . ? K2 O8 2.9056(19) . ? K2 N17 3.033(2) . ? O2 C19 1.414(3) . ? O2 C26 1.423(3) . ? O3 C10 1.426(3) . ? O3 C14 1.436(3) . ? C4 C23 1.390(4) . ? C4 C21 1.393(4) . ? C4 C25 1.509(4) . ? O5 C16 1.417(3) . ? O5 C11 1.427(3) . ? C6 N17 1.471(3) . ? C6 C19 1.518(4) . ? C7 N17 1.471(3) . ? C7 C14 1.508(4) . ? O8 C12 1.421(3) . ? O8 C18 1.426(3) . ? O9 C15 1.425(3) . ? O9 C20 1.427(3) . ? C10 C11 1.498(4) . ? C12 C16 1.493(4) . ? C13 C21 1.383(4) . ? C13 C24 1.397(4) . ? C15 C26 1.502(4) . ? N17 C22 1.473(3) . ? C18 C20 1.504(4) . ? C22 C25 1.523(4) . ? C23 C27 1.379(4) . ? C24 C27 1.372(5) . ? 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 O2 K2 O5 156.29(6) . . ? O2 K2 O3 116.13(5) . . ? O5 K2 O3 62.23(5) . . ? O2 K2 O9 62.18(5) . . ? O5 K2 O9 115.49(6) . . ? O3 K2 O9 171.37(5) . . ? O2 K2 O8 123.40(5) . . ? O5 K2 O8 59.40(5) . . ? O3 K2 O8 119.59(5) . . ? O9 K2 O8 61.23(5) . . ? O2 K2 N17 61.43(6) . . ? O5 K2 N17 123.95(6) . . ? O3 K2 N17 61.80(5) . . ? O9 K2 N17 120.30(6) . . ? O8 K2 N17 162.96(6) . . ? O2 K2 I1 75.93(4) . . ? O5 K2 I1 80.42(4) . . ? O3 K2 I1 84.04(4) . . ? O9 K2 I1 87.36(4) . . ? O8 K2 I1 100.28(4) . . ? N17 K2 I1 96.76(4) . . ? C19 O2 C26 112.8(2) . . ? C19 O2 K2 123.96(15) . . ? C26 O2 K2 117.39(15) . . ? C10 O3 C14 111.30(18) . . ? C10 O3 K2 106.54(13) . . ? C14 O3 K2 104.63(14) . . ? C23 C4 C21 118.4(3) . . ? C23 C4 C25 121.4(3) . . ? C21 C4 C25 120.1(3) . . ? C16 O5 C11 114.2(2) . . ? C16 O5 K2 120.45(15) . . ? C11 O5 K2 116.09(14) . . ? N17 C6 C19 115.0(2) . . ? N17 C7 C14 114.2(2) . . ? C12 O8 C18 114.0(2) . . ? C12 O8 K2 110.14(15) . . ? C18 O8 K2 112.13(15) . . ? C15 O9 C20 111.4(2) . . ? C15 O9 K2 107.93(14) . . ? C20 O9 K2 107.33(15) . . ? O3 C10 C11 109.2(2) . . ? O5 C11 C10 107.5(2) . . ? O8 C12 C16 108.6(2) . . ? C21 C13 C24 120.2(3) . . ? O3 C14 C7 109.1(2) . . ? O9 C15 C26 109.6(2) . . ? O5 C16 C12 108.4(2) . . ? C6 N17 C7 109.4(2) . . ? C6 N17 C22 109.8(2) . . ? C7 N17 C22 110.3(2) . . ? C6 N17 K2 99.22(14) . . ? C7 N17 K2 106.98(14) . . ? C22 N17 K2 120.28(15) . . ? O8 C18 C20 113.0(2) . . ? O2 C19 C6 107.9(2) . . ? O9 C20 C18 108.7(2) . . ? C13 C21 C4 120.3(3) . . ? N17 C22 C25 113.8(2) . . ? C27 C23 C4 121.4(3) . . ? C27 C24 C13 119.7(3) . . ? C4 C25 C22 113.4(2) . . ? O2 C26 C15 108.3(2) . . ? C24 C27 C23 119.9(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.13 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.619 _refine_diff_density_min -0.725 _refine_diff_density_rms 0.076 data_e:\_georg~1\jxh\jx0fc4~1\sad _database_code_CSD 189373 _audit_creation_method SHELXL-97 _chemical_name_systematic ; N-2-Phenylethylaza-18-crown-6.potassium tetra(4-chlorophenyl)borate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H49 B Cl4 K N O5' _chemical_formula_weight 863.55 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' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'K' 'K' 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 16.0216(17) _cell_length_b 13.3313(14) _cell_length_c 20.516(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.629(2) _cell_angle_gamma 90.00 _cell_volume 4380.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.310 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 0.410 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8699 _exptl_absorpt_correction_T_max 0.9045 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27030 _diffrn_reflns_av_R_equivalents 0.0602 _diffrn_reflns_av_sigmaI/netI 0.0849 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 27.10 _reflns_number_total 9632 _reflns_number_gt 5270 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0359P)^2^+0.8439P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9632 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1137 _refine_ls_R_factor_gt 0.0437 _refine_ls_wR_factor_ref 0.1066 _refine_ls_wR_factor_gt 0.0833 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.981 _refine_ls_shift/su_max 0.001 _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 K1 K 0.22888(3) 0.34181(4) 0.07277(3) 0.02990(14) Uani 1 1 d . . . Cl2 Cl 0.17681(4) 0.53858(5) -0.01565(3) 0.04158(18) Uani 1 1 d . . . Cl3 Cl 0.52445(5) 0.04800(5) -0.16569(4) 0.0533(2) Uani 1 1 d . . . Cl4 Cl 0.58894(5) 0.75932(5) -0.38571(4) 0.0515(2) Uani 1 1 d . . . Cl1 Cl 0.14341(6) 0.35499(8) -0.52628(4) 0.0822(3) Uani 1 1 d . . . O2 O 0.05688(11) 0.34161(13) 0.09306(8) 0.0379(4) Uani 1 1 d . . . O3 O 0.32732(10) 0.49575(12) 0.12007(8) 0.0361(4) Uani 1 1 d . . . O4 O 0.15408(10) 0.50401(13) 0.13574(8) 0.0339(4) Uani 1 1 d . . . O5 O 0.12456(11) 0.21895(13) -0.00504(8) 0.0390(5) Uani 1 1 d . . . O6 O 0.29497(11) 0.22346(13) -0.01879(8) 0.0412(5) Uani 1 1 d . . . N7 N 0.41598(13) 0.33285(15) 0.05790(10) 0.0338(5) Uani 1 1 d . . . C8 C 0.42003(15) 0.52120(18) -0.29748(11) 0.0297(6) Uani 1 1 d . . . C9 C 0.40272(15) 0.33161(18) -0.24933(11) 0.0294(6) Uani 1 1 d . . . C10 C 0.47759(17) 0.15653(19) -0.19828(12) 0.0336(6) Uani 1 1 d . . . B11 B 0.35452(18) 0.4355(2) -0.27286(14) 0.0303(7) Uani 1 1 d . . . C12 C 0.22462(16) 0.51360(19) -0.08979(11) 0.0317(6) Uani 1 1 d . . . C13 C 0.52432(17) 0.6685(2) -0.35201(12) 0.0358(6) Uani 1 1 d . . . C14 C 0.35790(17) 0.22227(19) 0.17505(12) 0.0363(7) Uani 1 1 d . . . C15 C 0.16771(18) 0.1309(2) -0.02353(13) 0.0432(7) Uani 1 1 d . . . H15A H 0.1309 0.0888 -0.0518 0.052 Uiso 1 1 calc R . . H15B H 0.1838 0.0915 0.0158 0.052 Uiso 1 1 calc R . . C16 C 0.30350(15) 0.46977(18) -0.20775(11) 0.0291(6) Uani 1 1 d . . . C17 C 0.24375(18) 0.1595(2) -0.05932(13) 0.0435(7) Uani 1 1 d . . . H17A H 0.2754 0.0985 -0.0709 0.052 Uiso 1 1 calc R . . H17B H 0.2275 0.1949 -0.1001 0.052 Uiso 1 1 calc R . . C18 C 0.04784(17) 0.1981(2) 0.02532(13) 0.0414(7) Uani 1 1 d . . . H18A H 0.0582 0.1576 0.0652 0.050 Uiso 1 1 calc R . . H18B H 0.0106 0.1596 -0.0048 0.050 Uiso 1 1 calc R . . C19 C 0.39602(17) 0.62172(19) -0.30417(12) 0.0339(6) Uani 1 1 d . . . H19 H 0.3422 0.6407 -0.2902 0.041 Uiso 1 1 calc R . . C20 C 0.47180(16) 0.33381(19) -0.20620(12) 0.0338(6) Uani 1 1 d . . . H20 H 0.4940 0.3973 -0.1938 0.041 Uiso 1 1 calc R . . C21 C 0.28587(16) 0.5766(2) -0.11139(12) 0.0356(6) Uani 1 1 d . . . H21 H 0.3013 0.6349 -0.0873 0.043 Uiso 1 1 calc R . . C22 C 0.32008(18) 0.2898(2) 0.21639(12) 0.0404(7) Uani 1 1 d . . . H22 H 0.3523 0.3425 0.2354 0.048 Uiso 1 1 calc R . . C23 C 0.49936(17) 0.4999(2) -0.32014(13) 0.0389(7) Uani 1 1 d . . . H23 H 0.5192 0.4329 -0.3166 0.047 Uiso 1 1 calc R . . C24 C 0.21203(16) 0.55236(19) 0.17931(12) 0.0357(6) Uani 1 1 d . . . H24A H 0.2299 0.5057 0.2145 0.043 Uiso 1 1 calc R . . H24B H 0.1857 0.6116 0.1993 0.043 Uiso 1 1 calc R . . C25 C 0.28578(16) 0.58408(19) 0.14103(12) 0.0363(7) Uani 1 1 d . . . H25A H 0.2672 0.6245 0.1028 0.044 Uiso 1 1 calc R . . H25B H 0.3241 0.6254 0.1685 0.044 Uiso 1 1 calc R . . C26 C 0.40992(18) 0.1487(2) -0.24024(13) 0.0410(7) Uani 1 1 d . . . H26 H 0.3882 0.0847 -0.2520 0.049 Uiso 1 1 calc R . . C27 C 0.39338(15) 0.51555(19) 0.07697(13) 0.0349(6) Uani 1 1 d . . . H27A H 0.4226 0.5782 0.0899 0.042 Uiso 1 1 calc R . . H27B H 0.3709 0.5236 0.0318 0.042 Uiso 1 1 calc R . . C28 C 0.20097(19) 0.3743(2) -0.45319(13) 0.0449(7) Uani 1 1 d . . . C29 C 0.50959(16) 0.24861(19) -0.18058(12) 0.0342(6) Uani 1 1 d . . . H29 H 0.5566 0.2536 -0.1514 0.041 Uiso 1 1 calc R . . C30 C 0.45281(16) 0.4283(2) 0.08071(14) 0.0418(7) Uani 1 1 d . . . H30A H 0.5018 0.4437 0.0542 0.050 Uiso 1 1 calc R . . H30B H 0.4729 0.4201 0.1265 0.050 Uiso 1 1 calc R . . C31 C 0.07778(16) 0.4785(2) 0.16515(13) 0.0396(7) Uani 1 1 d . . . H31A H 0.0518 0.5392 0.1837 0.048 Uiso 1 1 calc R . . H31B H 0.0881 0.4297 0.2008 0.048 Uiso 1 1 calc R . . C32 C 0.20077(16) 0.4294(2) -0.12523(13) 0.0378(7) Uani 1 1 d . . . H32 H 0.1579 0.3864 -0.1104 0.045 Uiso 1 1 calc R . . C33 C 0.37352(17) 0.23538(19) -0.26544(12) 0.0364(7) Uani 1 1 d . . . H33 H 0.3269 0.2292 -0.2948 0.044 Uiso 1 1 calc R . . C34 C 0.29342(16) 0.41207(18) -0.33686(12) 0.0303(6) Uani 1 1 d . . . C35 C 0.20783(16) 0.4263(2) -0.34208(13) 0.0368(7) Uani 1 1 d . . . H35 H 0.1797 0.4495 -0.3048 0.044 Uiso 1 1 calc R . . C36 C 0.37474(18) 0.2393(2) -0.04511(14) 0.0482(8) Uani 1 1 d . . . H36A H 0.3688 0.2494 -0.0928 0.058 Uiso 1 1 calc R . . H36B H 0.4101 0.1794 -0.0372 0.058 Uiso 1 1 calc R . . C37 C 0.44667(17) 0.6949(2) -0.33007(12) 0.0371(7) Uani 1 1 d . . . H37 H 0.4282 0.7625 -0.3327 0.044 Uiso 1 1 calc R . . C38 C 0.16082(18) 0.4085(2) -0.39900(14) 0.0443(7) Uani 1 1 d . . . H38 H 0.1022 0.4196 -0.4004 0.053 Uiso 1 1 calc R . . C39 C 0.2254(2) 0.1382(2) 0.16268(14) 0.0510(8) Uani 1 1 d . . . H39 H 0.1929 0.0853 0.1441 0.061 Uiso 1 1 calc R . . C40 C 0.24090(17) 0.4092(2) -0.18281(12) 0.0388(7) Uani 1 1 d . . . H40 H 0.2249 0.3509 -0.2066 0.047 Uiso 1 1 calc R . . C41 C 0.28552(19) 0.3582(2) -0.45138(13) 0.0456(7) Uani 1 1 d . . . H41 H 0.3129 0.3346 -0.4889 0.055 Uiso 1 1 calc R . . C42 C 0.33029(18) 0.3769(2) -0.39404(13) 0.0396(7) Uani 1 1 d . . . H42 H 0.3888 0.3655 -0.3932 0.048 Uiso 1 1 calc R . . C43 C 0.41642(18) 0.3307(2) -0.01390(13) 0.0492(8) Uani 1 1 d . . . H43A H 0.4751 0.3335 -0.0278 0.059 Uiso 1 1 calc R . . H43B H 0.3879 0.3917 -0.0307 0.059 Uiso 1 1 calc R . . C44 C 0.44933(17) 0.2337(2) 0.15885(14) 0.0450(7) Uani 1 1 d . . . H44A H 0.4800 0.1732 0.1739 0.054 Uiso 1 1 calc R . . H44B H 0.4728 0.2919 0.1831 0.054 Uiso 1 1 calc R . . C45 C 0.00773(17) 0.2952(2) 0.04251(13) 0.0414(7) Uani 1 1 d . . . H45A H 0.0043 0.3395 0.0038 0.050 Uiso 1 1 calc R . . H45B H -0.0496 0.2831 0.0575 0.050 Uiso 1 1 calc R . . C46 C 0.02147(16) 0.4340(2) 0.11405(13) 0.0381(7) Uani 1 1 d . . . H46A H -0.0344 0.4218 0.1319 0.046 Uiso 1 1 calc R . . H46B H 0.0151 0.4806 0.0767 0.046 Uiso 1 1 calc R . . C47 C 0.30977(19) 0.1454(2) 0.14860(13) 0.0433(7) Uani 1 1 d . . . H47 H 0.3343 0.0974 0.1208 0.052 Uiso 1 1 calc R . . C48 C 0.32477(16) 0.55342(19) -0.16917(12) 0.0335(6) Uani 1 1 d . . . H48 H 0.3680 0.5964 -0.1833 0.040 Uiso 1 1 calc R . . C49 C 0.46337(18) 0.2486(2) 0.08636(15) 0.0509(8) Uani 1 1 d . . . H49A H 0.5236 0.2601 0.0799 0.061 Uiso 1 1 calc R . . H49B H 0.4473 0.1864 0.0628 0.061 Uiso 1 1 calc R . . C50 C 0.55095(17) 0.5713(2) -0.34758(13) 0.0429(7) Uani 1 1 d . . . H50 H 0.6041 0.5528 -0.3631 0.051 Uiso 1 1 calc R . . C51 C 0.2365(2) 0.2818(2) 0.23051(14) 0.0487(8) Uani 1 1 d . . . H51 H 0.2120 0.3285 0.2593 0.058 Uiso 1 1 calc R . . C52 C 0.1886(2) 0.2064(3) 0.20299(15) 0.0528(8) Uani 1 1 d . . . H52 H 0.1309 0.2015 0.2118 0.063 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 K1 0.0309(3) 0.0297(3) 0.0291(3) -0.0028(2) 0.0005(2) -0.0004(3) Cl2 0.0434(4) 0.0527(4) 0.0288(4) -0.0020(3) 0.0050(3) 0.0082(3) Cl3 0.0757(6) 0.0375(4) 0.0465(4) 0.0098(3) 0.0001(4) 0.0143(4) Cl4 0.0561(5) 0.0478(5) 0.0502(5) 0.0125(4) -0.0076(4) -0.0207(4) Cl1 0.0703(6) 0.1329(9) 0.0422(5) -0.0082(5) -0.0189(4) -0.0225(6) O2 0.0330(10) 0.0419(11) 0.0388(11) -0.0021(9) -0.0018(8) -0.0022(9) O3 0.0372(11) 0.0289(10) 0.0427(11) -0.0029(8) 0.0105(9) -0.0011(8) O4 0.0336(10) 0.0393(11) 0.0291(10) -0.0083(8) 0.0054(8) -0.0033(8) O5 0.0418(12) 0.0321(11) 0.0430(11) -0.0049(9) -0.0003(9) -0.0046(9) O6 0.0416(12) 0.0463(12) 0.0358(11) -0.0142(9) 0.0041(9) -0.0017(9) N7 0.0329(12) 0.0335(13) 0.0354(13) -0.0006(10) 0.0037(10) 0.0034(10) C8 0.0330(15) 0.0312(15) 0.0247(14) -0.0027(11) -0.0036(11) 0.0000(12) C9 0.0315(14) 0.0302(15) 0.0267(14) 0.0007(11) 0.0059(11) -0.0005(12) C10 0.0432(16) 0.0290(15) 0.0290(14) 0.0047(12) 0.0079(13) 0.0048(13) B11 0.0335(17) 0.0273(16) 0.0302(17) -0.0006(13) 0.0014(13) 0.0024(13) C12 0.0325(15) 0.0387(16) 0.0238(14) 0.0003(12) -0.0012(11) 0.0079(13) C13 0.0409(17) 0.0360(16) 0.0301(15) 0.0027(12) -0.0058(12) -0.0086(13) C14 0.0412(17) 0.0331(16) 0.0340(16) 0.0112(13) -0.0096(13) 0.0002(13) C15 0.059(2) 0.0303(16) 0.0394(17) -0.0059(13) -0.0063(15) -0.0019(14) C16 0.0290(14) 0.0289(14) 0.0293(14) 0.0017(11) -0.0020(11) 0.0044(12) C17 0.0553(19) 0.0369(16) 0.0381(16) -0.0137(13) -0.0038(14) 0.0008(15) C18 0.0395(17) 0.0396(17) 0.0445(18) 0.0013(14) -0.0070(14) -0.0125(14) C19 0.0363(16) 0.0353(16) 0.0298(15) 0.0020(12) -0.0025(12) 0.0045(13) C20 0.0379(16) 0.0255(14) 0.0379(16) -0.0006(12) 0.0007(12) -0.0035(12) C21 0.0409(16) 0.0363(16) 0.0295(15) -0.0053(12) -0.0021(13) -0.0028(13) C22 0.0501(19) 0.0380(17) 0.0325(16) 0.0100(13) -0.0095(14) -0.0018(14) C23 0.0428(17) 0.0278(15) 0.0465(18) 0.0015(13) 0.0064(14) 0.0040(13) C24 0.0427(17) 0.0350(16) 0.0294(15) -0.0082(12) -0.0009(13) 0.0034(13) C25 0.0395(16) 0.0315(15) 0.0376(16) -0.0108(12) -0.0015(13) -0.0023(13) C26 0.0569(19) 0.0277(15) 0.0385(16) -0.0029(13) -0.0007(14) -0.0032(14) C27 0.0320(15) 0.0317(15) 0.0411(16) -0.0004(12) 0.0027(13) -0.0052(12) C28 0.050(2) 0.0510(19) 0.0327(17) -0.0002(14) -0.0094(14) -0.0115(15) C29 0.0343(15) 0.0370(16) 0.0313(15) 0.0035(12) 0.0016(12) -0.0010(13) C30 0.0309(16) 0.0474(18) 0.0470(18) 0.0015(14) 0.0014(13) -0.0048(14) C31 0.0348(16) 0.0480(18) 0.0366(16) -0.0022(13) 0.0106(13) 0.0038(14) C32 0.0361(16) 0.0407(17) 0.0370(16) -0.0026(13) 0.0079(13) -0.0045(13) C33 0.0425(17) 0.0331(16) 0.0336(16) -0.0009(12) -0.0013(13) -0.0021(13) C34 0.0344(15) 0.0256(14) 0.0310(15) 0.0007(11) 0.0039(12) -0.0021(12) C35 0.0357(16) 0.0413(16) 0.0338(16) -0.0042(13) 0.0051(13) -0.0027(13) C36 0.0458(19) 0.055(2) 0.0441(18) -0.0114(15) 0.0101(15) 0.0028(16) C37 0.0466(18) 0.0259(14) 0.0380(16) 0.0041(12) -0.0112(14) 0.0012(13) C38 0.0325(16) 0.0532(19) 0.0468(19) 0.0006(15) -0.0031(14) -0.0097(14) C39 0.056(2) 0.054(2) 0.0424(18) 0.0185(15) -0.0124(16) -0.0222(17) C40 0.0507(18) 0.0307(15) 0.0351(16) -0.0054(12) 0.0044(14) -0.0036(14) C41 0.053(2) 0.0517(19) 0.0323(16) -0.0027(14) 0.0011(14) 0.0010(16) C42 0.0385(17) 0.0447(17) 0.0356(16) -0.0036(13) -0.0003(13) 0.0045(14) C43 0.0379(17) 0.065(2) 0.0454(19) -0.0028(16) 0.0104(14) -0.0051(16) C44 0.0387(17) 0.0400(17) 0.056(2) 0.0108(14) -0.0085(14) 0.0056(14) C45 0.0299(15) 0.0450(18) 0.0489(18) 0.0021(14) -0.0077(13) -0.0078(14) C46 0.0276(15) 0.0464(18) 0.0406(17) 0.0011(13) 0.0082(13) 0.0029(13) C47 0.054(2) 0.0355(17) 0.0399(17) 0.0105(13) -0.0045(14) -0.0007(15) C48 0.0350(15) 0.0350(16) 0.0304(15) 0.0013(12) -0.0021(12) -0.0002(12) C49 0.0393(18) 0.0501(19) 0.064(2) 0.0056(16) 0.0081(15) 0.0058(15) C50 0.0372(17) 0.0400(18) 0.0519(19) 0.0033(14) 0.0101(14) 0.0013(14) C51 0.057(2) 0.054(2) 0.0351(17) 0.0141(15) 0.0015(15) 0.0064(17) C52 0.0441(19) 0.072(2) 0.0423(19) 0.0265(17) -0.0001(15) -0.0060(18) _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 K1 O6 2.6930(17) . ? K1 O3 2.7483(18) . ? K1 O2 2.7987(18) . ? K1 O4 2.8052(17) . ? K1 O5 2.8059(18) . ? K1 N7 3.024(2) . ? K1 Cl2 3.2836(9) . ? Cl2 C12 1.754(2) . ? Cl3 C10 1.754(3) . ? Cl4 C13 1.749(3) . ? Cl1 C28 1.757(3) . ? O2 C45 1.425(3) . ? O2 C46 1.428(3) . ? O3 C27 1.423(3) . ? O3 C25 1.425(3) . ? O4 C31 1.420(3) . ? O4 C24 1.424(3) . ? O5 C15 1.419(3) . ? O5 C18 1.421(3) . ? O6 C36 1.417(3) . ? O6 C17 1.433(3) . ? N7 C49 1.467(3) . ? N7 C43 1.474(3) . ? N7 C30 1.473(3) . ? C8 C23 1.395(3) . ? C8 C19 1.400(3) . ? C8 B11 1.641(4) . ? C9 C20 1.398(3) . ? C9 C33 1.402(3) . ? C9 B11 1.651(4) . ? C10 C26 1.369(4) . ? C10 C29 1.375(3) . ? B11 C34 1.645(4) . ? B11 C16 1.650(4) . ? C12 C21 1.375(3) . ? C12 C32 1.386(3) . ? C13 C50 1.366(4) . ? C13 C37 1.381(4) . ? C14 C47 1.384(4) . ? C14 C22 1.387(4) . ? C14 C44 1.519(4) . ? C15 C17 1.490(4) . ? C16 C40 1.396(3) . ? C16 C48 1.404(3) . ? C18 C45 1.492(4) . ? C19 C37 1.384(3) . ? C20 C29 1.384(3) . ? C21 C48 1.390(3) . ? C22 C51 1.383(4) . ? C23 C50 1.390(3) . ? C24 C25 1.498(3) . ? C26 C33 1.387(3) . ? C27 C30 1.504(4) . ? C28 C41 1.371(4) . ? C28 C38 1.378(4) . ? C31 C46 1.487(4) . ? C32 C40 1.387(3) . ? C34 C35 1.385(3) . ? C34 C42 1.409(3) . ? C35 C38 1.392(4) . ? C36 C43 1.522(4) . ? C39 C52 1.374(4) . ? C39 C47 1.393(4) . ? C41 C42 1.383(4) . ? C44 C49 1.523(4) . ? C51 C52 1.376(4) . ? 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 O6 K1 O3 116.79(5) . . ? O6 K1 O2 120.76(6) . . ? O3 K1 O2 120.39(5) . . ? O6 K1 O4 162.64(6) . . ? O3 K1 O4 60.67(5) . . ? O2 K1 O4 59.79(5) . . ? O6 K1 O5 60.05(5) . . ? O3 K1 O5 164.43(5) . . ? O2 K1 O5 60.72(5) . . ? O4 K1 O5 117.17(5) . . ? O6 K1 N7 59.73(6) . . ? O3 K1 N7 60.30(5) . . ? O2 K1 N7 176.40(6) . . ? O4 K1 N7 120.97(6) . . ? O5 K1 N7 119.71(6) . . ? O6 K1 Cl2 100.45(4) . . ? O3 K1 Cl2 74.50(4) . . ? O2 K1 Cl2 81.21(4) . . ? O4 K1 Cl2 62.19(4) . . ? O5 K1 Cl2 90.81(4) . . ? N7 K1 Cl2 102.29(4) . . ? C12 Cl2 K1 102.53(8) . . ? C45 O2 C46 112.19(19) . . ? C45 O2 K1 114.72(14) . . ? C46 O2 K1 116.46(14) . . ? C27 O3 C25 113.34(18) . . ? C27 O3 K1 110.40(14) . . ? C25 O3 K1 117.08(14) . . ? C31 O4 C24 113.30(18) . . ? C31 O4 K1 113.30(14) . . ? C24 O4 K1 110.99(13) . . ? C15 O5 C18 112.9(2) . . ? C15 O5 K1 110.37(15) . . ? C18 O5 K1 111.92(14) . . ? C36 O6 C17 112.05(19) . . ? C36 O6 K1 123.72(15) . . ? C17 O6 K1 121.57(15) . . ? C49 N7 C43 111.5(2) . . ? C49 N7 C30 109.7(2) . . ? C43 N7 C30 108.7(2) . . ? C49 N7 K1 119.55(15) . . ? C43 N7 K1 97.73(15) . . ? C30 N7 K1 108.85(14) . . ? C23 C8 C19 114.4(2) . . ? C23 C8 B11 123.9(2) . . ? C19 C8 B11 121.4(2) . . ? C20 C9 C33 114.9(2) . . ? C20 C9 B11 121.5(2) . . ? C33 C9 B11 123.3(2) . . ? C26 C10 C29 121.1(2) . . ? C26 C10 Cl3 120.0(2) . . ? C29 C10 Cl3 118.9(2) . . ? C8 B11 C34 104.9(2) . . ? C8 B11 C9 112.1(2) . . ? C34 B11 C9 109.7(2) . . ? C8 B11 C16 113.1(2) . . ? C34 B11 C16 113.7(2) . . ? C9 B11 C16 103.54(19) . . ? C21 C12 C32 121.0(2) . . ? C21 C12 Cl2 119.8(2) . . ? C32 C12 Cl2 119.2(2) . . ? C50 C13 C37 120.2(2) . . ? C50 C13 Cl4 119.7(2) . . ? C37 C13 Cl4 120.1(2) . . ? C47 C14 C22 118.1(3) . . ? C47 C14 C44 121.3(3) . . ? C22 C14 C44 120.6(3) . . ? O5 C15 C17 109.4(2) . . ? C40 C16 C48 114.7(2) . . ? C40 C16 B11 120.9(2) . . ? C48 C16 B11 123.9(2) . . ? O6 C17 C15 109.2(2) . . ? O5 C18 C45 108.5(2) . . ? C37 C19 C8 123.3(2) . . ? C29 C20 C9 123.6(2) . . ? C12 C21 C48 118.7(2) . . ? C51 C22 C14 121.4(3) . . ? C50 C23 C8 123.6(2) . . ? O4 C24 C25 107.98(19) . . ? O3 C25 C24 107.9(2) . . ? C10 C26 C33 119.2(3) . . ? O3 C27 C30 107.8(2) . . ? C41 C28 C38 120.9(3) . . ? C41 C28 Cl1 119.6(2) . . ? C38 C28 Cl1 119.4(2) . . ? C10 C29 C20 118.5(2) . . ? N7 C30 C27 113.9(2) . . ? O4 C31 C46 108.0(2) . . ? C12 C32 C40 118.4(2) . . ? C26 C33 C9 122.7(3) . . ? C35 C34 C42 114.8(2) . . ? C35 C34 B11 126.9(2) . . ? C42 C34 B11 118.3(2) . . ? C34 C35 C38 123.5(2) . . ? O6 C36 C43 110.4(2) . . ? C13 C37 C19 119.3(2) . . ? C28 C38 C35 118.7(3) . . ? C52 C39 C47 121.0(3) . . ? C32 C40 C16 123.7(2) . . ? C28 C41 C42 118.9(3) . . ? C41 C42 C34 123.3(3) . . ? N7 C43 C36 114.9(2) . . ? C14 C44 C49 113.4(2) . . ? O2 C45 C18 108.4(2) . . ? O2 C46 C31 108.6(2) . . ? C14 C47 C39 120.2(3) . . ? C21 C48 C16 123.4(2) . . ? N7 C49 C44 113.5(2) . . ? C13 C50 C23 119.2(3) . . ? C52 C51 C22 120.1(3) . . ? C39 C52 C51 119.2(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.10 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.379 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.057