# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_CCDC_920133_GYOL4 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H22 Cl10 N6 O2 P6' _chemical_formula_iupac ? _chemical_formula_weight 1050.87 _chemical_melting_point ? _space_group_crystal_system triclinic _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7833(7) _cell_length_b 11.6993(9) _cell_length_c 20.9805(17) _cell_angle_alpha 85.171(3) _cell_angle_beta 81.964(3) _cell_angle_gamma 81.352(3) _cell_volume 2106.1(3) _cell_formula_units_Z 2 _cell_measurement_reflns_used 9909 _cell_measurement_theta_min 2.7245 _cell_measurement_theta_max 28.2458 _cell_measurement_temperature 120.(2) _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.180 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_min 0.060 _exptl_crystal_density_diffrn 1.657 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1052 _exptl_absorpt_coefficient_mu 0.930 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.85 _exptl_absorpt_correction_T_max 0.95 _exptl_special_details ; ; _diffrn_ambient_temperature 120.(2) _diffrn_source 'sealed tube' _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 34709 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0260 _diffrn_reflns_theta_min 0.98 _diffrn_reflns_theta_max 27.10 _diffrn_reflns_theta_full 27.10 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _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. ; _reflns_number_total 9269 _reflns_number_gt 8363 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0307 _refine_ls_R_factor_gt 0.0266 _refine_ls_wR_factor_gt 0.0666 _refine_ls_wR_factor_ref 0.0694 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_number_reflns 9269 _refine_ls_number_parameters 496 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0289P)^2^+1.5128P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.358 _refine_diff_density_min -0.505 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' P P 0.1023 0.0942 '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' _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group P P1 0.23589(5) 0.70904(4) 0.53032(2) 0.01927(9) Uani d . 1 . . P P2 -0.07080(5) 0.80749(4) 0.55121(2) 0.02097(9) Uani d . 1 . . P P3 0.04342(5) 0.70893(4) 0.43727(2) 0.01957(9) Uani d . 1 . . P P4 0.81660(4) 0.91511(3) 0.94304(2) 0.01512(8) Uani d . 1 . . P P5 1.05631(5) 0.89797(4) 0.84161(2) 0.02142(9) Uani d . 1 . . P P6 1.04169(5) 0.72266(3) 0.93707(2) 0.01880(9) Uani d . 1 . . N N1 0.09420(18) 0.77580(14) 0.57426(7) 0.0293(3) Uani d . 1 . . N N2 -0.08972(16) 0.78588(13) 0.47988(7) 0.0262(3) Uani d . 1 . . N N3 0.20474(17) 0.67322(13) 0.46311(7) 0.0262(3) Uani d . 1 . . N N4 0.90198(16) 0.96498(11) 0.87699(7) 0.0201(3) Uani d . 1 . . N N5 1.13119(17) 0.78012(12) 0.87446(8) 0.0270(3) Uani d . 1 . . N N6 0.89790(15) 0.79802(11) 0.97439(7) 0.0180(3) Uani d . 1 . . O O1 0.30744(13) 0.59407(9) 0.56597(6) 0.0210(2) Uani d . 1 . . O O2 0.64091(12) 0.90585(9) 0.93722(6) 0.0188(2) Uani d . 1 . . Cl Cl1 0.40890(6) 0.80448(4) 0.51698(3) 0.03922(12) Uani d . 1 . . Cl Cl2 -0.15099(6) 0.97186(4) 0.56696(2) 0.03431(11) Uani d . 1 . . Cl Cl3 -0.22293(6) 0.72510(4) 0.61159(2) 0.03534(11) Uani d . 1 . . Cl Cl4 0.07611(5) 0.78804(4) 0.34990(2) 0.02693(9) Uani d . 1 . . Cl Cl5 -0.03604(7) 0.56637(4) 0.41807(3) 0.03975(12) Uani d . 1 . . Cl Cl6 0.77835(4) 1.03709(3) 1.00593(2) 0.02063(8) Uani d . 1 . . Cl Cl7 1.01834(6) 0.87167(5) 0.75235(2) 0.04196(13) Uani d . 1 . . Cl Cl8 1.21792(5) 1.00248(4) 0.82191(2) 0.03354(11) Uani d . 1 . . Cl Cl9 1.19233(5) 0.66434(3) 0.99884(2) 0.02864(10) Uani d . 1 . . Cl Cl10 0.97759(5) 0.57602(3) 0.91447(2) 0.02974(10) Uani d . 1 . . C C1 0.38028(18) 0.58486(13) 0.62219(8) 0.0168(3) Uani d . 1 . . C C2 0.51554(18) 0.50810(14) 0.62227(8) 0.0205(3) Uani d . 1 . . H H2 0.5586 0.4682 0.5849 0.025 Uiso calc R 1 . . C C3 0.58779(18) 0.48989(13) 0.67739(8) 0.0188(3) Uani d . 1 . . H H3 0.6812 0.4371 0.6776 0.023 Uiso calc R 1 . . C C4 0.52623(17) 0.54755(12) 0.73283(8) 0.0148(3) Uani d . 1 . . C C5 0.38950(19) 0.62519(14) 0.73089(8) 0.0213(3) Uani d . 1 . . H H5 0.3463 0.666 0.768 0.026 Uiso calc R 1 . . C C6 0.31523(19) 0.64412(14) 0.67594(8) 0.0219(3) Uani d . 1 . . H H6 0.2217 0.6967 0.6753 0.026 Uiso calc R 1 . . C C7 0.59710(17) 0.51840(12) 0.79587(7) 0.0144(3) Uani d . 1 . . C C8 0.51715(17) 0.42106(12) 0.83421(7) 0.0152(3) Uani d . 1 . . C C9 0.36102(18) 0.42154(14) 0.85672(8) 0.0200(3) Uani d . 1 . . H H9 0.2881 0.4889 0.8504 0.024 Uiso calc R 1 . . C C10 0.3130(2) 0.32101(15) 0.88887(8) 0.0243(4) Uani d . 1 . . H H10 0.2067 0.3205 0.9054 0.029 Uiso calc R 1 . . C C11 0.4189(2) 0.22185(15) 0.89688(8) 0.0256(4) Uani d . 1 . . H H11 0.3838 0.1537 0.9178 0.031 Uiso calc R 1 . . C C12 0.5758(2) 0.22096(14) 0.87463(8) 0.0227(3) Uani d . 1 . . H H12 0.6483 0.1532 0.8806 0.027 Uiso calc R 1 . . C C13 0.62427(18) 0.32167(13) 0.84339(8) 0.0166(3) Uani d . 1 . . C C14 0.77925(18) 0.34592(13) 0.81493(8) 0.0169(3) Uani d . 1 . . C C15 0.92274(19) 0.27592(14) 0.81390(8) 0.0225(3) Uani d . 1 . . H H15 0.9308 0.1995 0.8337 0.027 Uiso calc R 1 . . C C16 1.05349(19) 0.32085(16) 0.78324(9) 0.0265(4) Uani d . 1 . . H H16 1.1523 0.2744 0.7817 0.032 Uiso calc R 1 . . C C17 1.04167(19) 0.43266(16) 0.75476(9) 0.0259(4) Uani d . 1 . . H H17 1.1326 0.4617 0.734 0.031 Uiso calc R 1 . . C C18 0.89793(19) 0.50345(15) 0.75616(8) 0.0220(3) Uani d . 1 . . H H18 0.8905 0.5802 0.737 0.026 Uiso calc R 1 . . C C19 0.76660(17) 0.45875(13) 0.78626(8) 0.0160(3) Uani d . 1 . . C C20 0.59118(17) 0.62485(12) 0.83452(8) 0.0163(3) Uani d . 1 . . C C21 0.6226(2) 0.72971(14) 0.80228(9) 0.0262(4) Uani d . 1 . . H H21 0.6346 0.737 0.7565 0.031 Uiso calc R 1 . . C C22 0.6365(2) 0.82378(14) 0.83647(9) 0.0263(4) Uani d . 1 . . H H22 0.6581 0.895 0.8144 0.032 Uiso calc R 1 . . C C23 0.61858(17) 0.81172(13) 0.90234(8) 0.0181(3) Uani d . 1 . . C C24 0.58288(18) 0.71074(14) 0.93628(8) 0.0205(3) Uani d . 1 . . H H24 0.5687 0.7049 0.9821 0.025 Uiso calc R 1 . . C C25 0.56834(18) 0.61758(13) 0.90132(8) 0.0181(3) Uani d . 1 . . H H25 0.5423 0.5478 0.9238 0.022 Uiso calc R 1 . . C C26 0.5499(3) 1.0081(2) 0.34763(12) 0.0497(6) Uani d . 1 . . H H26 0.5555 1.0797 0.3648 0.06 Uiso calc R 1 . . C C27 0.4447(3) 1.00186(18) 0.30587(10) 0.0434(5) Uani d . 1 . . H H27 0.3762 1.0693 0.2949 0.052 Uiso calc R 1 . . C C28 0.4374(3) 0.89954(18) 0.27987(11) 0.0398(5) Uani d . 1 . . H H28 0.3651 0.8966 0.2506 0.048 Uiso calc R 1 . . C C29 0.5345(3) 0.80139(18) 0.29611(13) 0.0459(6) Uani d . 1 . . H H29 0.5303 0.7303 0.2781 0.055 Uiso calc R 1 . . C C30 0.6389(3) 0.8072(2) 0.33910(14) 0.0608(7) Uani d . 1 . . H H30 0.7055 0.7395 0.3511 0.073 Uiso calc R 1 . . C C31 0.6465(3) 0.9107(3) 0.36447(14) 0.0604(7) Uani d . 1 . . H H31 0.7188 0.9144 0.3937 0.072 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 P1 0.02009(19) 0.0219(2) 0.0158(2) 0.00307(15) -0.00678(15) -0.00435(16) P2 0.0227(2) 0.02029(19) 0.0167(2) 0.00565(15) -0.00148(16) -0.00037(15) P3 0.0230(2) 0.0219(2) 0.0142(2) 0.00030(16) -0.00724(16) -0.00172(15) P4 0.01532(18) 0.01289(17) 0.0172(2) -0.00060(13) -0.00207(14) -0.00366(14) P5 0.0224(2) 0.01982(19) 0.0192(2) 0.00126(15) 0.00234(16) -0.00101(16) P6 0.01609(18) 0.01324(17) 0.0259(2) -0.00018(14) -0.00125(16) -0.00035(15) N1 0.0300(8) 0.0371(8) 0.0187(8) 0.0124(6) -0.0086(6) -0.0120(6) N2 0.0205(7) 0.0369(8) 0.0193(8) 0.0056(6) -0.0066(6) -0.0017(6) N3 0.0240(7) 0.0354(8) 0.0174(8) 0.0099(6) -0.0072(6) -0.0094(6) N4 0.0223(7) 0.0167(6) 0.0190(7) 0.0019(5) -0.0004(5) -0.0004(5) N5 0.0229(7) 0.0211(7) 0.0310(9) 0.0042(5) 0.0072(6) 0.0012(6) N6 0.0178(6) 0.0160(6) 0.0197(7) -0.0013(5) -0.0017(5) -0.0011(5) O1 0.0259(6) 0.0200(5) 0.0182(6) 0.0024(4) -0.0107(5) -0.0050(4) O2 0.0165(5) 0.0167(5) 0.0246(6) -0.0002(4) -0.0049(4) -0.0090(4) Cl1 0.0391(3) 0.0406(3) 0.0421(3) -0.0165(2) -0.0169(2) 0.0123(2) Cl2 0.0379(2) 0.01923(19) 0.0385(3) 0.00683(17) 0.0070(2) 0.00076(17) Cl3 0.0433(3) 0.0266(2) 0.0306(3) -0.00268(18) 0.0086(2) 0.00412(18) Cl4 0.0337(2) 0.0309(2) 0.0162(2) -0.00357(17) -0.00604(16) 0.00166(16) Cl5 0.0656(3) 0.0304(2) 0.0305(3) -0.0192(2) -0.0206(2) 0.00231(19) Cl6 0.02222(18) 0.01805(17) 0.0228(2) -0.00323(14) -0.00211(15) -0.00889(14) Cl7 0.0439(3) 0.0560(3) 0.0229(3) 0.0071(2) -0.0016(2) -0.0147(2) Cl8 0.0290(2) 0.0308(2) 0.0368(3) -0.00656(17) 0.00623(19) 0.00727(18) Cl9 0.02115(19) 0.02224(19) 0.0427(3) -0.00140(15) -0.01133(17) 0.00579(17) Cl10 0.0251(2) 0.01828(18) 0.0467(3) -0.00222(15) -0.00326(18) -0.01094(17) C1 0.0202(7) 0.0169(7) 0.0147(8) -0.0025(6) -0.0069(6) -0.0009(6) C2 0.0224(8) 0.0216(7) 0.0174(8) 0.0016(6) -0.0037(6) -0.0066(6) C3 0.0178(7) 0.0189(7) 0.0190(8) 0.0027(6) -0.0042(6) -0.0036(6) C4 0.0174(7) 0.0132(6) 0.0145(8) -0.0041(5) -0.0038(6) 0.0008(5) C5 0.0251(8) 0.0211(8) 0.0162(8) 0.0047(6) -0.0043(6) -0.0048(6) C6 0.0211(8) 0.0222(8) 0.0208(9) 0.0066(6) -0.0059(6) -0.0035(6) C7 0.0164(7) 0.0139(6) 0.0133(8) -0.0024(5) -0.0032(5) -0.0004(5) C8 0.0200(7) 0.0150(7) 0.0119(8) -0.0039(6) -0.0044(6) -0.0014(5) C9 0.0189(7) 0.0245(8) 0.0174(8) -0.0037(6) -0.0046(6) -0.0012(6) C10 0.0239(8) 0.0352(9) 0.0164(9) -0.0136(7) -0.0028(6) 0.0003(7) C11 0.0388(10) 0.0254(8) 0.0166(9) -0.0172(7) -0.0055(7) 0.0030(6) C12 0.0350(9) 0.0168(7) 0.0174(9) -0.0040(6) -0.0077(7) 0.0009(6) C13 0.0215(7) 0.0169(7) 0.0126(8) -0.0027(6) -0.0055(6) -0.0017(6) C14 0.0201(7) 0.0189(7) 0.0126(8) -0.0013(6) -0.0063(6) -0.0020(6) C15 0.0244(8) 0.0244(8) 0.0182(9) 0.0038(6) -0.0075(6) -0.0032(6) C16 0.0183(8) 0.0387(10) 0.0224(9) 0.0050(7) -0.0088(7) -0.0077(7) C17 0.0175(8) 0.0424(10) 0.0195(9) -0.0079(7) -0.0034(6) -0.0048(7) C18 0.0222(8) 0.0264(8) 0.0191(9) -0.0072(6) -0.0055(6) 0.0001(6) C19 0.0176(7) 0.0184(7) 0.0133(8) -0.0015(6) -0.0058(6) -0.0031(6) C20 0.0171(7) 0.0152(7) 0.0176(8) -0.0017(5) -0.0055(6) -0.0016(6) C21 0.0460(11) 0.0193(8) 0.0158(9) -0.0090(7) -0.0098(7) 0.0016(6) C22 0.0439(10) 0.0154(7) 0.0232(9) -0.0078(7) -0.0147(8) 0.0023(6) C23 0.0158(7) 0.0159(7) 0.0240(9) 0.0000(5) -0.0059(6) -0.0076(6) C24 0.0207(8) 0.0262(8) 0.0160(8) -0.0069(6) -0.0008(6) -0.0058(6) C25 0.0199(7) 0.0191(7) 0.0166(8) -0.0071(6) -0.0022(6) -0.0008(6) C26 0.0611(15) 0.0506(13) 0.0369(14) -0.0091(11) 0.0049(11) -0.0166(10) C27 0.0679(15) 0.0329(10) 0.0229(11) 0.0093(10) -0.0020(10) 0.0002(8) C28 0.0393(11) 0.0419(11) 0.0368(12) -0.0033(9) -0.0025(9) -0.0033(9) C29 0.0476(13) 0.0294(10) 0.0581(16) -0.0063(9) 0.0039(11) -0.0037(10) C30 0.0528(15) 0.0564(15) 0.0618(18) 0.0257(12) -0.0065(13) 0.0001(13) C31 0.0363(12) 0.094(2) 0.0495(16) 0.0079(13) -0.0089(11) -0.0206(15) _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag P1 O1 . 1.5720(12) ? P1 N3 . 1.5750(15) ? P1 N1 . 1.5864(14) ? P1 Cl1 . 1.9933(6) ? P2 N1 . 1.5735(16) ? P2 N2 . 1.5737(16) ? P2 Cl2 . 1.9844(6) ? P2 Cl3 . 2.0069(6) ? P3 N3 . 1.5731(15) ? P3 N2 . 1.5823(14) ? P3 Cl4 . 1.9866(6) ? P3 Cl5 . 1.9933(6) ? P4 N6 . 1.5826(14) ? P4 O2 . 1.5853(11) ? P4 N4 . 1.5901(14) ? P4 Cl6 . 1.9847(5) ? P5 N4 . 1.5811(13) ? P5 N5 . 1.5819(15) ? P5 Cl8 . 1.9883(6) ? P5 Cl7 . 2.0039(7) ? P6 N6 . 1.5781(13) ? P6 N5 . 1.5865(15) ? P6 Cl9 . 1.9887(6) ? P6 Cl10 . 1.9968(6) ? O1 C1 . 1.4075(19) ? O2 C23 . 1.4239(18) ? C1 C2 . 1.377(2) ? C1 C6 . 1.383(2) ? C2 C3 . 1.381(2) ? C2 H2 . 0.95 ? C3 C4 . 1.395(2) ? C3 H3 . 0.95 ? C4 C5 . 1.396(2) ? C4 C7 . 1.531(2) ? C5 C6 . 1.388(2) ? C5 H5 . 0.95 ? C6 H6 . 0.95 ? C7 C20 . 1.533(2) ? C7 C8 . 1.538(2) ? C7 C19 . 1.540(2) ? C8 C9 . 1.386(2) ? C8 C13 . 1.399(2) ? C9 C10 . 1.397(2) ? C9 H9 . 0.95 ? C10 C11 . 1.388(3) ? C10 H10 . 0.95 ? C11 C12 . 1.391(2) ? C11 H11 . 0.95 ? C12 C13 . 1.394(2) ? C12 H12 . 0.95 ? C13 C14 . 1.466(2) ? C14 C15 . 1.394(2) ? C14 C19 . 1.399(2) ? C15 C16 . 1.388(2) ? C15 H15 . 0.95 ? C16 C17 . 1.387(3) ? C16 H16 . 0.95 ? C17 C18 . 1.400(2) ? C17 H17 . 0.95 ? C18 C19 . 1.387(2) ? C18 H18 . 0.95 ? C20 C25 . 1.385(2) ? C20 C21 . 1.396(2) ? C21 C22 . 1.392(2) ? C21 H21 . 0.95 ? C22 C23 . 1.367(3) ? C22 H22 . 0.95 ? C23 C24 . 1.381(2) ? C24 C25 . 1.395(2) ? C24 H24 . 0.95 ? C25 H25 . 0.95 ? C26 C31 . 1.367(4) ? C26 C27 . 1.372(4) ? C26 H26 . 0.95 ? C27 C28 . 1.370(3) ? C27 H27 . 0.95 ? C28 C29 . 1.372(3) ? C28 H28 . 0.95 ? C29 C30 . 1.385(4) ? C29 H29 . 0.95 ? C30 C31 . 1.376(4) ? C30 H30 . 0.95 ? C31 H31 . 0.95 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 P1 N3 . . 105.61(7) ? O1 P1 N1 . . 111.70(8) ? N3 P1 N1 . . 117.55(8) ? O1 P1 Cl1 . . 103.31(5) ? N3 P1 Cl1 . . 109.39(6) ? N1 P1 Cl1 . . 108.33(7) ? N1 P2 N2 . . 118.84(8) ? N1 P2 Cl2 . . 109.23(6) ? N2 P2 Cl2 . . 108.57(6) ? N1 P2 Cl3 . . 108.74(7) ? N2 P2 Cl3 . . 108.66(6) ? Cl2 P2 Cl3 . . 101.39(3) ? N3 P3 N2 . . 118.43(8) ? N3 P3 Cl4 . . 109.23(6) ? N2 P3 Cl4 . . 108.53(6) ? N3 P3 Cl5 . . 108.92(6) ? N2 P3 Cl5 . . 108.95(6) ? Cl4 P3 Cl5 . . 101.45(3) ? N6 P4 O2 . . 110.38(7) ? N6 P4 N4 . . 117.05(7) ? O2 P4 N4 . . 111.06(7) ? N6 P4 Cl6 . . 110.05(6) ? O2 P4 Cl6 . . 97.83(4) ? N4 P4 Cl6 . . 108.75(5) ? N4 P5 N5 . . 118.81(8) ? N4 P5 Cl8 . . 110.08(5) ? N5 P5 Cl8 . . 108.40(6) ? N4 P5 Cl7 . . 107.99(6) ? N5 P5 Cl7 . . 109.38(7) ? Cl8 P5 Cl7 . . 100.66(3) ? N6 P6 N5 . . 118.31(7) ? N6 P6 Cl9 . . 108.31(6) ? N5 P6 Cl9 . . 108.86(6) ? N6 P6 Cl10 . . 109.42(5) ? N5 P6 Cl10 . . 108.75(6) ? Cl9 P6 Cl10 . . 101.95(3) ? P2 N1 P1 . . 121.45(10) ? P2 N2 P3 . . 120.34(9) ? P3 N3 P1 . . 122.15(9) ? P5 N4 P4 . . 122.01(9) ? P5 N5 P6 . . 120.27(9) ? P6 N6 P4 . . 121.88(9) ? C1 O1 P1 . . 126.62(10) ? C23 O2 P4 . . 114.87(9) ? C2 C1 C6 . . 121.55(15) ? C2 C1 O1 . . 116.34(14) ? C6 C1 O1 . . 122.01(14) ? C1 C2 C3 . . 119.20(15) ? C1 C2 H2 . . 120.4 ? C3 C2 H2 . . 120.4 ? C2 C3 C4 . . 121.27(14) ? C2 C3 H3 . . 119.4 ? C4 C3 H3 . . 119.4 ? C3 C4 C5 . . 117.98(15) ? C3 C4 C7 . . 121.17(13) ? C5 C4 C7 . . 120.60(14) ? C6 C5 C4 . . 121.43(15) ? C6 C5 H5 . . 119.3 ? C4 C5 H5 . . 119.3 ? C1 C6 C5 . . 118.58(14) ? C1 C6 H6 . . 120.7 ? C5 C6 H6 . . 120.7 ? C4 C7 C20 . . 112.84(12) ? C4 C7 C8 . . 108.19(12) ? C20 C7 C8 . . 113.26(12) ? C4 C7 C19 . . 113.55(12) ? C20 C7 C19 . . 107.87(12) ? C8 C7 C19 . . 100.58(11) ? C9 C8 C13 . . 120.56(14) ? C9 C8 C7 . . 128.44(14) ? C13 C8 C7 . . 110.96(13) ? C8 C9 C10 . . 118.66(15) ? C8 C9 H9 . . 120.7 ? C10 C9 H9 . . 120.7 ? C11 C10 C9 . . 120.69(15) ? C11 C10 H10 . . 119.7 ? C9 C10 H10 . . 119.7 ? C10 C11 C12 . . 120.90(15) ? C10 C11 H11 . . 119.5 ? C12 C11 H11 . . 119.5 ? C11 C12 C13 . . 118.47(15) ? C11 C12 H12 . . 120.8 ? C13 C12 H12 . . 120.8 ? C12 C13 C8 . . 120.68(15) ? C12 C13 C14 . . 130.57(15) ? C8 C13 C14 . . 108.74(13) ? C15 C14 C19 . . 121.20(15) ? C15 C14 C13 . . 129.97(15) ? C19 C14 C13 . . 108.82(13) ? C16 C15 C14 . . 118.23(16) ? C16 C15 H15 . . 120.9 ? C14 C15 H15 . . 120.9 ? C17 C16 C15 . . 120.83(15) ? C17 C16 H16 . . 119.6 ? C15 C16 H16 . . 119.6 ? C16 C17 C18 . . 121.07(15) ? C16 C17 H17 . . 119.5 ? C18 C17 H17 . . 119.5 ? C19 C18 C17 . . 118.40(15) ? C19 C18 H18 . . 120.8 ? C17 C18 H18 . . 120.8 ? C18 C19 C14 . . 120.27(14) ? C18 C19 C7 . . 128.84(14) ? C14 C19 C7 . . 110.86(13) ? C25 C20 C21 . . 118.60(14) ? C25 C20 C7 . . 121.59(13) ? C21 C20 C7 . . 119.58(14) ? C22 C21 C20 . . 120.78(16) ? C22 C21 H21 . . 119.6 ? C20 C21 H21 . . 119.6 ? C23 C22 C21 . . 118.75(15) ? C23 C22 H22 . . 120.6 ? C21 C22 H22 . . 120.6 ? C22 C23 C24 . . 122.45(14) ? C22 C23 O2 . . 118.74(14) ? C24 C23 O2 . . 118.80(15) ? C23 C24 C25 . . 118.06(15) ? C23 C24 H24 . . 121.0 ? C25 C24 H24 . . 121.0 ? C20 C25 C24 . . 121.28(14) ? C20 C25 H25 . . 119.4 ? C24 C25 H25 . . 119.4 ? C31 C26 C27 . . 119.7(2) ? C31 C26 H26 . . 120.1 ? C27 C26 H26 . . 120.1 ? C28 C27 C26 . . 120.7(2) ? C28 C27 H27 . . 119.6 ? C26 C27 H27 . . 119.6 ? C27 C28 C29 . . 120.1(2) ? C27 C28 H28 . . 120.0 ? C29 C28 H28 . . 120.0 ? C28 C29 C30 . . 119.2(2) ? C28 C29 H29 . . 120.4 ? C30 C29 H29 . . 120.4 ? C31 C30 C29 . . 120.3(2) ? C31 C30 H30 . . 119.8 ? C29 C30 H30 . . 119.8 ? C26 C31 C30 . . 120.0(3) ? C26 C31 H31 . . 120.0 ? C30 C31 H31 . . 120.0 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag N2 P2 N1 P1 . . . . -7.54(16) ? Cl2 P2 N1 P1 . . . . -132.78(10) ? Cl3 P2 N1 P1 . . . . 117.39(11) ? O1 P1 N1 P2 . . . . -123.49(11) ? N3 P1 N1 P2 . . . . -1.19(16) ? Cl1 P1 N1 P2 . . . . 123.37(11) ? N1 P2 N2 P3 . . . . 13.46(15) ? Cl2 P2 N2 P3 . . . . 139.02(9) ? Cl3 P2 N2 P3 . . . . -111.51(10) ? N3 P3 N2 P2 . . . . -10.49(15) ? Cl4 P3 N2 P2 . . . . -135.68(9) ? Cl5 P3 N2 P2 . . . . 114.66(10) ? N2 P3 N3 P1 . . . . 1.48(16) ? Cl4 P3 N3 P1 . . . . 126.34(10) ? Cl5 P3 N3 P1 . . . . -123.68(10) ? O1 P1 N3 P3 . . . . 129.62(11) ? N1 P1 N3 P3 . . . . 4.25(16) ? Cl1 P1 N3 P3 . . . . -119.78(10) ? N5 P5 N4 P4 . . . . -2.41(15) ? Cl8 P5 N4 P4 . . . . -128.18(9) ? Cl7 P5 N4 P4 . . . . 122.81(9) ? N6 P4 N4 P5 . . . . 3.38(14) ? O2 P4 N4 P5 . . . . -124.62(10) ? Cl6 P4 N4 P5 . . . . 128.82(9) ? N4 P5 N5 P6 . . . . 7.62(16) ? Cl8 P5 N5 P6 . . . . 134.19(10) ? Cl7 P5 N5 P6 . . . . -116.93(10) ? N6 P6 N5 P5 . . . . -13.73(16) ? Cl9 P6 N5 P5 . . . . -137.85(10) ? Cl10 P6 N5 P5 . . . . 111.85(10) ? N5 P6 N6 P4 . . . . 15.05(14) ? Cl9 P6 N6 P4 . . . . 139.45(8) ? Cl10 P6 N6 P4 . . . . -110.19(9) ? O2 P4 N6 P6 . . . . 118.50(9) ? N4 P4 N6 P6 . . . . -9.83(13) ? Cl6 P4 N6 P6 . . . . -134.63(8) ? N3 P1 O1 C1 . . . . 167.53(13) ? N1 P1 O1 C1 . . . . -63.57(14) ? Cl1 P1 O1 C1 . . . . 52.67(13) ? N6 P4 O2 C23 . . . . -56.00(13) ? N4 P4 O2 C23 . . . . 75.53(12) ? Cl6 P4 O2 C23 . . . . -170.85(10) ? P1 O1 C1 C2 . . . . -136.26(13) ? P1 O1 C1 C6 . . . . 47.5(2) ? C6 C1 C2 C3 . . . . 0.0(2) ? O1 C1 C2 C3 . . . . -176.19(14) ? C1 C2 C3 C4 . . . . 0.1(2) ? C2 C3 C4 C5 . . . . -0.5(2) ? C2 C3 C4 C7 . . . . 173.79(14) ? C3 C4 C5 C6 . . . . 0.7(2) ? C7 C4 C5 C6 . . . . -173.59(14) ? C2 C1 C6 C5 . . . . 0.2(2) ? O1 C1 C6 C5 . . . . 176.20(14) ? C4 C5 C6 C1 . . . . -0.6(2) ? C3 C4 C7 C20 . . . . 144.51(14) ? C5 C4 C7 C20 . . . . -41.39(18) ? C3 C4 C7 C8 . . . . -89.37(16) ? C5 C4 C7 C8 . . . . 84.72(16) ? C3 C4 C7 C19 . . . . 21.37(19) ? C5 C4 C7 C19 . . . . -164.54(13) ? C4 C7 C8 C9 . . . . -59.7(2) ? C20 C7 C8 C9 . . . . 66.2(2) ? C19 C7 C8 C9 . . . . -178.97(16) ? C4 C7 C8 C13 . . . . 118.15(14) ? C20 C7 C8 C13 . . . . -115.99(14) ? C19 C7 C8 C13 . . . . -1.15(16) ? C13 C8 C9 C10 . . . . 0.2(2) ? C7 C8 C9 C10 . . . . 177.82(15) ? C8 C9 C10 C11 . . . . -1.4(3) ? C9 C10 C11 C12 . . . . 1.7(3) ? C10 C11 C12 C13 . . . . -0.7(3) ? C11 C12 C13 C8 . . . . -0.5(2) ? C11 C12 C13 C14 . . . . -179.58(16) ? C9 C8 C13 C12 . . . . 0.8(2) ? C7 C8 C13 C12 . . . . -177.25(14) ? C9 C8 C13 C14 . . . . -179.98(14) ? C7 C8 C13 C14 . . . . 2.00(18) ? C12 C13 C14 C15 . . . . -3.3(3) ? C8 C13 C14 C15 . . . . 177.53(16) ? C12 C13 C14 C19 . . . . 177.08(17) ? C8 C13 C14 C19 . . . . -2.08(18) ? C19 C14 C15 C16 . . . . -0.4(2) ? C13 C14 C15 C16 . . . . -179.95(16) ? C14 C15 C16 C17 . . . . 0.4(3) ? C15 C16 C17 C18 . . . . 0.1(3) ? C16 C17 C18 C19 . . . . -0.6(3) ? C17 C18 C19 C14 . . . . 0.6(2) ? C17 C18 C19 C7 . . . . 178.44(16) ? C15 C14 C19 C18 . . . . -0.2(2) ? C13 C14 C19 C18 . . . . 179.50(14) ? C15 C14 C19 C7 . . . . -178.32(14) ? C13 C14 C19 C7 . . . . 1.34(18) ? C4 C7 C19 C18 . . . . 66.5(2) ? C20 C7 C19 C18 . . . . -59.3(2) ? C8 C7 C19 C18 . . . . -178.12(16) ? C4 C7 C19 C14 . . . . -115.49(14) ? C20 C7 C19 C14 . . . . 118.68(14) ? C8 C7 C19 C14 . . . . -0.16(16) ? C4 C7 C20 C25 . . . . 145.05(14) ? C8 C7 C20 C25 . . . . 21.7(2) ? C19 C7 C20 C25 . . . . -88.70(17) ? C4 C7 C20 C21 . . . . -40.53(19) ? C8 C7 C20 C21 . . . . -163.87(15) ? C19 C7 C20 C21 . . . . 85.72(18) ? C25 C20 C21 C22 . . . . 2.4(3) ? C7 C20 C21 C22 . . . . -172.20(16) ? C20 C21 C22 C23 . . . . -0.1(3) ? C21 C22 C23 C24 . . . . -1.8(3) ? C21 C22 C23 O2 . . . . 176.72(15) ? P4 O2 C23 C22 . . . . -81.44(17) ? P4 O2 C23 C24 . . . . 97.18(15) ? C22 C23 C24 C25 . . . . 1.4(2) ? O2 C23 C24 C25 . . . . -177.14(13) ? C21 C20 C25 C24 . . . . -2.8(2) ? C7 C20 C25 C24 . . . . 171.65(14) ? C23 C24 C25 C20 . . . . 1.0(2) ? C31 C26 C27 C28 . . . . -1.2(4) ? C26 C27 C28 C29 . . . . 0.8(3) ? C27 C28 C29 C30 . . . . 0.3(3) ? C28 C29 C30 C31 . . . . -0.9(4) ? C27 C26 C31 C30 . . . . 0.6(4) ? C29 C30 C31 C26 . . . . 0.5(4) ? _iucr_refine_instructions_details ; TITL 11gyte318_111TBK01_A_0m in P-1 CELL 0.71073 8.7833 11.6993 20.9805 85.171 81.964 81.352 ZERR 2.00 0.0007 0.0009 0.0017 0.003 0.003 0.003 LATT 1 SFAC C H N O P Cl UNIT 62 44 12 4 12 20 L.S. 10 ACTA HTAB BOND $H FMAP 2 PLAN 1 CONF SIZE 0.059 0.125 0.181 TEMP -153.140 WGHT 0.028900 1.512800 FVAR 0.13973 MOLE 1 P1 5 0.235886 0.709035 0.530321 11.00000 0.02009 0.02191 = 0.01577 -0.00435 -0.00678 0.00307 P2 5 -0.070804 0.807489 0.551209 11.00000 0.02273 0.02029 = 0.01674 -0.00037 -0.00148 0.00565 P3 5 0.043420 0.708934 0.437273 11.00000 0.02300 0.02193 = 0.01420 -0.00172 -0.00724 0.00030 P4 5 0.816601 0.915107 0.943041 11.00000 0.01532 0.01289 = 0.01717 -0.00366 -0.00207 -0.00060 P5 5 1.056309 0.897969 0.841611 11.00000 0.02240 0.01982 = 0.01923 -0.00101 0.00234 0.00126 P6 5 1.041692 0.722664 0.937071 11.00000 0.01609 0.01324 = 0.02590 -0.00035 -0.00125 -0.00018 N1 3 0.094201 0.775799 0.574256 11.00000 0.02998 0.03711 = 0.01869 -0.01202 -0.00857 0.01244 N2 3 -0.089717 0.785879 0.479884 11.00000 0.02052 0.03694 = 0.01929 -0.00170 -0.00664 0.00555 N3 3 0.204737 0.673217 0.463112 11.00000 0.02401 0.03543 = 0.01737 -0.00939 -0.00722 0.00992 N4 3 0.901985 0.964982 0.876986 11.00000 0.02234 0.01669 = 0.01904 -0.00043 -0.00042 0.00191 N5 3 1.131186 0.780122 0.874455 11.00000 0.02293 0.02109 = 0.03103 0.00124 0.00722 0.00424 N6 3 0.897897 0.798018 0.974393 11.00000 0.01777 0.01600 = 0.01965 -0.00114 -0.00170 -0.00134 O1 4 0.307445 0.594072 0.565965 11.00000 0.02588 0.01999 = 0.01822 -0.00497 -0.01071 0.00239 O2 4 0.640911 0.905850 0.937217 11.00000 0.01652 0.01672 = 0.02460 -0.00898 -0.00485 -0.00023 CL1 6 0.408897 0.804484 0.516982 11.00000 0.03913 0.04059 = 0.04212 0.01228 -0.01694 -0.01645 CL2 6 -0.150986 0.971857 0.566957 11.00000 0.03794 0.01923 = 0.03849 0.00076 0.00697 0.00683 CL3 6 -0.222929 0.725103 0.611590 11.00000 0.04332 0.02657 = 0.03055 0.00412 0.00861 -0.00268 CL4 6 0.076111 0.788042 0.349900 11.00000 0.03370 0.03090 = 0.01616 0.00166 -0.00604 -0.00357 CL5 6 -0.036044 0.566369 0.418066 11.00000 0.06558 0.03043 = 0.03053 0.00231 -0.02059 -0.01920 CL6 6 0.778347 1.037088 1.005928 11.00000 0.02222 0.01805 = 0.02281 -0.00889 -0.00211 -0.00323 CL7 6 1.018340 0.871665 0.752352 11.00000 0.04387 0.05604 = 0.02293 -0.01475 -0.00163 0.00708 CL8 6 1.217918 1.002478 0.821908 11.00000 0.02902 0.03084 = 0.03684 0.00727 0.00623 -0.00656 CL9 6 1.192335 0.664344 0.998839 11.00000 0.02115 0.02224 = 0.04275 0.00579 -0.01133 -0.00140 CL10 6 0.977594 0.576024 0.914468 11.00000 0.02507 0.01828 = 0.04675 -0.01094 -0.00326 -0.00222 C1 1 0.380280 0.584862 0.622188 11.00000 0.02017 0.01695 = 0.01469 -0.00091 -0.00692 -0.00250 C2 1 0.515543 0.508103 0.622271 11.00000 0.02235 0.02160 = 0.01741 -0.00660 -0.00372 0.00160 AFIX 43 H2 2 0.558625 0.468171 0.584877 11.00000 -1.20000 AFIX 0 C3 1 0.587793 0.489889 0.677388 11.00000 0.01782 0.01888 = 0.01896 -0.00363 -0.00423 0.00274 AFIX 43 H3 2 0.681185 0.437089 0.677550 11.00000 -1.20000 AFIX 0 C4 1 0.526231 0.547553 0.732827 11.00000 0.01745 0.01324 = 0.01454 0.00083 -0.00382 -0.00414 C5 1 0.389499 0.625189 0.730893 11.00000 0.02513 0.02105 = 0.01620 -0.00476 -0.00427 0.00471 AFIX 43 H5 2 0.346320 0.665964 0.767982 11.00000 -1.20000 AFIX 0 C6 1 0.315230 0.644116 0.675945 11.00000 0.02113 0.02217 = 0.02077 -0.00345 -0.00589 0.00657 AFIX 43 H6 2 0.221718 0.696655 0.675298 11.00000 -1.20000 AFIX 0 C7 1 0.597102 0.518395 0.795873 11.00000 0.01635 0.01395 = 0.01335 -0.00038 -0.00317 -0.00239 C8 1 0.517154 0.421056 0.834206 11.00000 0.02000 0.01497 = 0.01191 -0.00139 -0.00441 -0.00394 C9 1 0.361015 0.421539 0.856716 11.00000 0.01894 0.02454 = 0.01738 -0.00125 -0.00460 -0.00371 AFIX 43 H9 2 0.288104 0.488866 0.850411 11.00000 -1.20000 AFIX 0 C10 1 0.313001 0.321009 0.888870 11.00000 0.02392 0.03519 = 0.01639 0.00028 -0.00277 -0.01363 AFIX 43 H10 2 0.206730 0.320530 0.905422 11.00000 -1.20000 AFIX 0 C11 1 0.418925 0.221855 0.896880 11.00000 0.03878 0.02536 = 0.01658 0.00296 -0.00550 -0.01721 AFIX 43 H11 2 0.383768 0.153658 0.917850 11.00000 -1.20000 AFIX 0 C12 1 0.575817 0.220955 0.874633 11.00000 0.03495 0.01682 = 0.01737 0.00094 -0.00766 -0.00403 AFIX 43 H12 2 0.648304 0.153241 0.880596 11.00000 -1.20000 AFIX 0 C13 1 0.624270 0.321673 0.843390 11.00000 0.02151 0.01685 = 0.01260 -0.00174 -0.00547 -0.00265 C14 1 0.779251 0.345918 0.814928 11.00000 0.02012 0.01889 = 0.01263 -0.00199 -0.00633 -0.00133 C15 1 0.922737 0.275923 0.813901 11.00000 0.02441 0.02442 = 0.01817 -0.00321 -0.00746 0.00382 AFIX 43 H15 2 0.930801 0.199526 0.833659 11.00000 -1.20000 AFIX 0 C16 1 1.053489 0.320854 0.783235 11.00000 0.01830 0.03872 = 0.02235 -0.00768 -0.00878 0.00498 AFIX 43 H16 2 1.152293 0.274441 0.781738 11.00000 -1.20000 AFIX 0 C17 1 1.041674 0.432659 0.754756 11.00000 0.01754 0.04245 = 0.01955 -0.00483 -0.00342 -0.00786 AFIX 43 H17 2 1.132595 0.461673 0.733960 11.00000 -1.20000 AFIX 0 C18 1 0.897931 0.503453 0.756158 11.00000 0.02216 0.02645 = 0.01909 0.00008 -0.00551 -0.00717 AFIX 43 H18 2 0.890493 0.580249 0.736961 11.00000 -1.20000 AFIX 0 C19 1 0.766602 0.458747 0.786259 11.00000 0.01757 0.01843 = 0.01326 -0.00307 -0.00575 -0.00153 C20 1 0.591185 0.624851 0.834518 11.00000 0.01706 0.01515 = 0.01759 -0.00164 -0.00551 -0.00173 C21 1 0.622599 0.729707 0.802282 11.00000 0.04597 0.01928 = 0.01577 0.00159 -0.00976 -0.00895 AFIX 43 H21 2 0.634620 0.736972 0.756477 11.00000 -1.20000 AFIX 0 C22 1 0.636523 0.823783 0.836471 11.00000 0.04388 0.01541 = 0.02318 0.00230 -0.01468 -0.00781 AFIX 43 H22 2 0.658094 0.895017 0.814423 11.00000 -1.20000 AFIX 0 C23 1 0.618575 0.811716 0.902342 11.00000 0.01582 0.01587 = 0.02397 -0.00763 -0.00589 0.00002 C24 1 0.582880 0.710742 0.936284 11.00000 0.02066 0.02624 = 0.01597 -0.00577 -0.00079 -0.00686 AFIX 43 H24 2 0.568651 0.704929 0.982107 11.00000 -1.20000 AFIX 0 C25 1 0.568338 0.617578 0.901316 11.00000 0.01990 0.01913 = 0.01656 -0.00085 -0.00218 -0.00710 AFIX 43 H25 2 0.542253 0.547771 0.923756 11.00000 -1.20000 AFIX 0 C26 1 0.549860 1.008057 0.347631 11.00000 0.06108 0.05060 = 0.03690 -0.01660 0.00495 -0.00905 AFIX 43 H26 2 0.555474 1.079712 0.364762 11.00000 -1.20000 AFIX 0 C27 1 0.444723 1.001855 0.305872 11.00000 0.06793 0.03291 = 0.02286 0.00019 -0.00201 0.00934 AFIX 43 H27 2 0.376224 1.069250 0.294868 11.00000 -1.20000 AFIX 0 C28 1 0.437427 0.899543 0.279865 11.00000 0.03925 0.04189 = 0.03684 -0.00331 -0.00250 -0.00334 AFIX 43 H28 2 0.365078 0.896552 0.250563 11.00000 -1.20000 AFIX 0 C29 1 0.534536 0.801391 0.296108 11.00000 0.04761 0.02936 = 0.05809 -0.00374 0.00394 -0.00630 AFIX 43 H29 2 0.530253 0.730296 0.278089 11.00000 -1.20000 AFIX 0 C30 1 0.638876 0.807249 0.339099 11.00000 0.05281 0.05644 = 0.06183 0.00011 -0.00652 0.02566 AFIX 43 H30 2 0.705541 0.739528 0.351136 11.00000 -1.20000 AFIX 0 C31 1 0.646484 0.910674 0.364472 11.00000 0.03627 0.09385 = 0.04951 -0.02060 -0.00892 0.00786 AFIX 43 H31 2 0.718837 0.914371 0.393668 11.00000 -1.20000 HKLF 4 REM 11gyte318_111TBK01_A_0m in P-1 REM R1 = 0.0266 for 8363 Fo > 4sig(Fo) and 0.0307 for all 9269 data REM 496 parameters refined using 0 restraints END WGHT 0.0288 1.5128 REM Highest difference peak 0.358, deepest hole -0.505, 1-sigma level 0.058 Q1 1 -0.1558 0.7348 0.6284 11.00000 0.05 0.36 ; _database_code_depnum_ccdc_archive 'CCDC 920133' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_CCDC_920134_GYOL8 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H50 Cl10 N8 O4 P6' _chemical_formula_iupac ? _chemical_formula_weight 1259.21 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'C 1 2/c 1' _space_group_name_Hall '-C 2yc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 37.799(4) _cell_length_b 8.8149(10) _cell_length_c 16.790(2) _cell_angle_alpha 90 _cell_angle_beta 102.524(6) _cell_angle_gamma 90 _cell_volume 5461.2(11) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9916 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 28.27 _cell_measurement_temperature 120.(2) _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.370 _exptl_crystal_size_mid 0.190 _exptl_crystal_size_min 0.060 _exptl_crystal_density_diffrn 1.532 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2576 _exptl_absorpt_coefficient_mu 0.735 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.78 _exptl_absorpt_correction_T_max 0.96 _exptl_special_details ; ; _diffrn_ambient_temperature 120.(2) _diffrn_source 'sealed tube' _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 29932 _diffrn_reflns_av_R_equivalents 0.0489 _diffrn_reflns_av_sigmaI/netI 0.0353 _diffrn_reflns_theta_min 1.10 _diffrn_reflns_theta_max 25.03 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -44 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _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. During the refinement, the restraint command 'DFIX' was used to refine the distances of N-H bonds. The restraint command 'SADI' and 'EADP' were also used to refine disordered C18 carbon atom in THF solvent molecule. ; _reflns_number_total 4818 _reflns_number_gt 4079 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0424 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_gt 0.0761 _refine_ls_wR_factor_ref 0.0831 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.058 _refine_ls_number_reflns 4818 _refine_ls_number_parameters 319 _refine_ls_number_restraints 3 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0283P)^2^+12.8986P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.411 _refine_diff_density_min -0.365 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' P P 0.1023 0.0942 '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' _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group P P1 0.119619(15) 1.03434(7) 0.41572(4) 0.01907(15) Uani d . 1.0 . . P P2 0.104544(16) 1.21692(7) 0.53584(4) 0.02079(15) Uani d . 1.0 . . P P3 0.171605(16) 1.22717(7) 0.49969(4) 0.02106(15) Uani d . 1.0 . . N N1 0.09532(5) 1.0742(2) 0.47945(14) 0.0243(5) Uani d . 1.0 . . N N2 0.14513(5) 1.2755(2) 0.55627(14) 0.0256(5) Uani d . 1.0 . . N N3 0.16022(5) 1.0958(2) 0.43586(14) 0.0238(5) Uani d . 1.0 . . N N4 0.12132(5) 0.8528(2) 0.40094(13) 0.0200(4) Uani d D 1.0 . . H H1 0.1414(5) 0.826(3) 0.3878(17) 0.03 Uiso d D 1.0 . . O O1 0.18464(4) 0.7559(2) 0.35242(12) 0.0330(5) Uani d . 1.0 . . O O2 0.19218(6) 0.2381(3) 0.17464(18) 0.0689(8) Uani d D 1.0 . . Cl Cl1 0.093802(17) 1.12279(7) 0.30703(4) 0.02994(16) Uani d . 1.0 . . Cl Cl2 0.072185(18) 1.38965(8) 0.49069(5) 0.03715(18) Uani d . 1.0 . . Cl Cl3 0.090071(18) 1.17572(8) 0.64057(4) 0.03425(17) Uani d . 1.0 . . Cl Cl4 0.184014(18) 1.41256(7) 0.44224(5) 0.03395(17) Uani d . 1.0 . . Cl Cl5 0.219422(16) 1.17582(8) 0.57081(4) 0.03367(17) Uani d . 1.0 . . C C1 0.09113(6) 0.7604(2) 0.36567(15) 0.0163(5) Uani d . 1.0 . . C C2 0.09685(6) 0.6307(3) 0.32388(15) 0.0180(5) Uani d . 1.0 . . H H2 0.1208 0.6028 0.3208 0.022 Uiso calc R 1.0 . . C C3 0.06784(6) 0.5413(2) 0.28643(15) 0.0171(5) Uani d . 1.0 . . H H3 0.0722 0.4528 0.2577 0.021 Uiso calc R 1.0 . . C C4 0.03254(6) 0.5788(2) 0.29017(14) 0.0146(5) Uani d . 1.0 . . C C5 0.02751(6) 0.7067(2) 0.33490(15) 0.0178(5) Uani d . 1.0 . . H H4 0.0037 0.7328 0.3396 0.021 Uiso calc R 1.0 . . C C6 0.05610(6) 0.7970(3) 0.37278(16) 0.0204(5) Uani d . 1.0 . . H H5 0.0519 0.8832 0.4034 0.024 Uiso calc R 1.0 . . C C7 0 0.4799(3) 0.25 0.0151(7) Uani d S 1.0 . . C C8 0.00888(6) 0.3705(2) 0.18656(15) 0.0177(5) Uani d . 1.0 . . C C9 0.01923(6) 0.4026(3) 0.11427(16) 0.0229(5) Uani d . 1.0 . . H H6 0.0214 0.5047 0.098 0.027 Uiso calc R 1.0 . . C C10 0.02636(7) 0.2835(3) 0.06570(18) 0.0308(6) Uani d . 1.0 . . H H7 0.0335 0.3044 0.016 0.037 Uiso calc R 1.0 . . C C11 0.02304(7) 0.1344(3) 0.08947(19) 0.0338(7) Uani d . 1.0 . . H H8 0.0279 0.054 0.0558 0.041 Uiso calc R 1.0 . . C C12 0.01268(7) 0.1016(3) 0.16188(19) 0.0311(7) Uani d . 1.0 . . H H9 0.0105 -0.0007 0.178 0.037 Uiso calc R 1.0 . . C C13 0.00547(6) 0.2202(3) 0.21060(16) 0.0214(5) Uani d . 1.0 . . C C14 0.21849(7) 0.7791(4) 0.4092(2) 0.0414(8) Uani d . 1.0 . . H H10 0.234 0.6881 0.412 0.05 Uiso calc R 1.0 . . H H11 0.2144 0.8002 0.4644 0.05 Uiso calc R 1.0 . . C C15 0.23601(8) 0.9127(4) 0.3780(2) 0.0418(8) Uani d . 1.0 . . H H12 0.2628 0.9072 0.3948 0.05 Uiso calc R 1.0 . . H H13 0.2276 1.0094 0.3974 0.05 Uiso calc R 1.0 . . C C16 0.22328(8) 0.8960(5) 0.2863(2) 0.0550(9) Uani d . 1.0 . . H H14 0.223 0.9951 0.2584 0.066 Uiso calc R 1.0 . . H H15 0.2388 0.8244 0.264 0.066 Uiso calc R 1.0 . . C C17 0.18566(8) 0.8345(4) 0.2777(2) 0.0494(9) Uani d . 1.0 . . H H16 0.1678 0.9182 0.2685 0.059 Uiso calc R 1.0 . . H H17 0.1798 0.7639 0.2308 0.059 Uiso calc R 1.0 . . C C18A 0.18079(19) 0.3939(9) 0.2009(5) 0.0598(17) Uani d PD 0.544(7) A 1 H H18A 0.1901 0.4106 0.26 0.072 Uiso calc PR 0.544(7) A 1 H H19A 0.1896 0.4763 0.1701 0.072 Uiso calc PR 0.544(7) A 1 C C18B 0.1773(2) 0.3154(12) 0.2294(6) 0.0598(17) Uani d PD 0.456(7) A 2 H H18B 0.1941 0.3957 0.2562 0.072 Uiso calc PR 0.456(7) A 2 H H19B 0.1724 0.2457 0.272 0.072 Uiso calc PR 0.456(7) A 2 C C19 0.14178(11) 0.3858(4) 0.1812(3) 0.0621(11) Uani d D 1.0 . . H H20 0.1311 0.488 0.1692 0.074 Uiso calc R 1.0 A 1 H H21 0.1326 0.3413 0.227 0.074 Uiso calc R 1.0 A 1 C C21 0.16366(10) 0.1825(5) 0.1157(3) 0.0644(11) Uani d . 1.0 A . H H22 0.1567 0.0804 0.1315 0.077 Uiso calc R 1.0 . . H H23 0.171 0.1739 0.0628 0.077 Uiso calc R 1.0 . . C C20 0.13277(11) 0.2869(5) 0.1079(3) 0.0853(15) Uani d . 1.0 A . H H24 0.1101 0.2302 0.1067 0.102 Uiso calc R 1.0 . . H H25 0.1299 0.3479 0.0573 0.102 Uiso calc R 1.0 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 P1 0.0179(3) 0.0188(3) 0.0202(4) -0.0042(2) 0.0035(2) -0.0046(3) P2 0.0196(3) 0.0224(3) 0.0207(4) -0.0035(2) 0.0051(3) -0.0063(3) P3 0.0181(3) 0.0211(3) 0.0233(4) -0.0057(2) 0.0031(3) -0.0046(3) N1 0.0199(10) 0.0271(11) 0.0271(13) -0.0068(8) 0.0074(9) -0.0103(10) N2 0.0220(10) 0.0256(11) 0.0293(13) -0.0068(8) 0.0061(9) -0.0112(10) N3 0.0199(10) 0.0241(11) 0.0288(13) -0.0059(8) 0.0085(9) -0.0064(10) N4 0.0156(9) 0.0199(10) 0.0241(12) -0.0019(8) 0.0034(8) -0.0042(9) O1 0.0202(9) 0.0417(11) 0.0360(12) -0.0020(8) 0.0037(8) -0.0028(10) O2 0.0472(14) 0.0795(19) 0.076(2) 0.0032(13) 0.0037(13) -0.0085(16) Cl1 0.0343(3) 0.0259(3) 0.0266(4) -0.0005(3) 0.0001(3) 0.0041(3) Cl2 0.0344(4) 0.0338(4) 0.0425(5) 0.0094(3) 0.0068(3) -0.0001(3) Cl3 0.0369(4) 0.0441(4) 0.0244(4) -0.0107(3) 0.0124(3) -0.0065(3) Cl4 0.0377(4) 0.0260(3) 0.0386(4) -0.0103(3) 0.0093(3) 0.0015(3) Cl5 0.0203(3) 0.0442(4) 0.0331(4) -0.0032(3) -0.0015(3) -0.0008(3) C1 0.0194(11) 0.0159(11) 0.0131(13) -0.0025(9) 0.0020(9) 0.0037(10) C2 0.0164(11) 0.0180(11) 0.0198(14) 0.0023(9) 0.0044(10) 0.0026(10) C3 0.0202(11) 0.0136(11) 0.0175(13) 0.0007(9) 0.0041(10) -0.0004(10) C4 0.0174(11) 0.0113(10) 0.0145(13) -0.0015(8) 0.0021(9) 0.0023(9) C5 0.0170(11) 0.0166(11) 0.0210(14) 0.0004(9) 0.0065(10) -0.0020(10) C6 0.0220(12) 0.0169(11) 0.0227(14) -0.0010(9) 0.0056(10) -0.0066(10) C7 0.0161(15) 0.0110(14) 0.0174(19) 0 0.0021(13) 0 C8 0.0129(10) 0.0148(11) 0.0230(14) 0.0012(8) -0.0014(9) -0.0046(10) C9 0.0210(12) 0.0231(12) 0.0232(15) 0.0024(9) 0.0020(10) -0.0037(11) C10 0.0251(13) 0.0378(15) 0.0279(16) 0.0064(11) 0.0022(11) -0.0115(13) C11 0.0299(14) 0.0303(14) 0.0368(18) 0.0079(11) -0.0024(12) -0.0207(13) C12 0.0284(13) 0.0159(12) 0.0438(19) 0.0021(10) -0.0036(13) -0.0081(12) C13 0.0159(11) 0.0161(11) 0.0279(15) 0.0006(9) -0.0045(10) -0.0037(11) C14 0.0239(14) 0.060(2) 0.0362(19) -0.0027(13) -0.0034(13) 0.0065(16) C15 0.0309(15) 0.0459(17) 0.049(2) -0.0077(13) 0.0087(14) -0.0093(16) C16 0.0423(18) 0.078(3) 0.044(2) -0.0079(17) 0.0076(16) 0.015(2) C17 0.0352(16) 0.082(2) 0.0305(19) -0.0029(16) 0.0052(14) -0.0016(18) C18A 0.070(3) 0.070(5) 0.049(5) -0.024(4) 0.033(3) -0.020(3) C18B 0.070(3) 0.070(5) 0.049(5) -0.024(4) 0.033(3) -0.020(3) C19 0.085(3) 0.0408(19) 0.073(3) 0.0113(18) 0.044(2) 0.0118(19) C21 0.059(2) 0.064(2) 0.063(3) 0.0143(18) -0.003(2) -0.018(2) C20 0.064(3) 0.080(3) 0.098(4) 0.023(2) -0.012(2) -0.030(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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag P1 N3 . 1.5930(19) ? P1 N1 . 1.593(2) ? P1 N4 . 1.622(2) ? P1 Cl1 . 2.0293(10) ? P2 N1 . 1.568(2) ? P2 N2 . 1.584(2) ? P2 Cl3 . 1.9851(10) ? P2 Cl2 . 1.9967(9) ? P3 N3 . 1.573(2) ? P3 N2 . 1.580(2) ? P3 Cl5 . 1.9903(9) ? P3 Cl4 . 2.0043(9) ? N4 C1 . 1.423(3) ? N4 H1 . 0.869(10) ? O1 C14 . 1.435(3) ? O1 C17 . 1.441(4) ? O2 C18B . 1.360(8) ? O2 C21 . 1.385(4) ? O2 C18A . 1.532(7) ? C1 C2 . 1.382(3) ? C1 C6 . 1.393(3) ? C2 C3 . 1.386(3) ? C2 H2 . 0.95 ? C3 C4 . 1.389(3) ? C3 H3 . 0.95 ? C4 C5 . 1.390(3) ? C4 C7 . 1.539(3) ? C5 C6 . 1.381(3) ? C5 H4 . 0.95 ? C6 H5 . 0.95 ? C7 C8 2 1.527(3) ? C7 C8 . 1.527(3) ? C7 C4 2 1.539(3) ? C8 C9 . 1.383(4) ? C8 C13 . 1.399(3) ? C9 C10 . 1.391(4) ? C9 H6 . 0.95 ? C10 C11 . 1.387(4) ? C10 H7 . 0.95 ? C11 C12 . 1.386(4) ? C11 H8 . 0.95 ? C12 C13 . 1.390(4) ? C12 H9 . 0.95 ? C13 C13 2 1.469(5) ? C14 C15 . 1.500(4) ? C14 H10 . 0.99 ? C14 H11 . 0.99 ? C15 C16 . 1.517(5) ? C15 H12 . 0.99 ? C15 H13 . 0.99 ? C16 C17 . 1.499(4) ? C16 H14 . 0.99 ? C16 H15 . 0.99 ? C17 H16 . 0.99 ? C17 H17 . 0.99 ? C18A C19 . 1.441(8) ? C18A H18A . 0.99 ? C18A H19A . 0.99 ? C18B C19 . 1.542(10) ? C18B H18B . 0.99 ? C18B H19B . 0.99 ? C19 C20 . 1.487(6) ? C19 H20 . 0.99 ? C19 H21 . 0.99 ? C21 C20 . 1.470(5) ? C21 H22 . 0.99 ? C21 H23 . 0.99 ? C20 H24 . 0.99 ? C20 H25 . 0.99 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N3 P1 N1 . . 116.85(11) ? N3 P1 N4 . . 107.42(10) ? N1 P1 N4 . . 111.59(11) ? N3 P1 Cl1 . . 108.27(9) ? N1 P1 Cl1 . . 106.52(9) ? N4 P1 Cl1 . . 105.58(9) ? N1 P2 N2 . . 118.07(11) ? N1 P2 Cl3 . . 108.68(9) ? N2 P2 Cl3 . . 107.93(9) ? N1 P2 Cl2 . . 110.18(9) ? N2 P2 Cl2 . . 108.56(9) ? Cl3 P2 Cl2 . . 102.24(4) ? N3 P3 N2 . . 119.51(10) ? N3 P3 Cl5 . . 108.66(8) ? N2 P3 Cl5 . . 108.16(9) ? N3 P3 Cl4 . . 109.29(9) ? N2 P3 Cl4 . . 108.32(9) ? Cl5 P3 Cl4 . . 101.38(4) ? P2 N1 P1 . . 119.83(12) ? P3 N2 P2 . . 119.45(13) ? P3 N3 P1 . . 120.23(13) ? C1 N4 P1 . . 125.01(16) ? C1 N4 H1 . . 113.7(19) ? P1 N4 H1 . . 112.1(18) ? C14 O1 C17 . . 108.7(2) ? C18B O2 C21 . . 106.8(4) ? C18B O2 C18A . . 34.3(4) ? C21 O2 C18A . . 107.4(4) ? C2 C1 C6 . . 119.4(2) ? C2 C1 N4 . . 119.03(19) ? C6 C1 N4 . . 121.6(2) ? C1 C2 C3 . . 120.3(2) ? C1 C2 H2 . . 119.8 ? C3 C2 H2 . . 119.8 ? C2 C3 C4 . . 121.2(2) ? C2 C3 H3 . . 119.4 ? C4 C3 H3 . . 119.4 ? C3 C4 C5 . . 117.5(2) ? C3 C4 C7 . . 122.00(19) ? C5 C4 C7 . . 120.41(18) ? C6 C5 C4 . . 122.1(2) ? C6 C5 H4 . . 119.0 ? C4 C5 H4 . . 119.0 ? C5 C6 C1 . . 119.4(2) ? C5 C6 H5 . . 120.3 ? C1 C6 H5 . . 120.3 ? C8 C7 C8 2 . 101.7(3) ? C8 C7 C4 2 . 109.13(12) ? C8 C7 C4 . . 112.82(11) ? C8 C7 C4 2 2 112.81(11) ? C8 C7 C4 . 2 109.13(12) ? C4 C7 C4 . 2 111.0(2) ? C9 C8 C13 . . 120.6(2) ? C9 C8 C7 . . 129.0(2) ? C13 C8 C7 . . 110.4(2) ? C8 C9 C10 . . 119.2(2) ? C8 C9 H6 . . 120.4 ? C10 C9 H6 . . 120.4 ? C11 C10 C9 . . 120.3(3) ? C11 C10 H7 . . 119.8 ? C9 C10 H7 . . 119.8 ? C12 C11 C10 . . 120.7(2) ? C12 C11 H8 . . 119.7 ? C10 C11 H8 . . 119.7 ? C11 C12 C13 . . 119.2(2) ? C11 C12 H9 . . 120.4 ? C13 C12 H9 . . 120.4 ? C12 C13 C8 . . 120.0(2) ? C12 C13 C13 . 2 131.25(16) ? C8 C13 C13 . 2 108.74(14) ? O1 C14 C15 . . 106.1(2) ? O1 C14 H10 . . 110.5 ? C15 C14 H10 . . 110.5 ? O1 C14 H11 . . 110.5 ? C15 C14 H11 . . 110.5 ? H10 C14 H11 . . 108.7 ? C14 C15 C16 . . 102.2(3) ? C14 C15 H12 . . 111.3 ? C16 C15 H12 . . 111.3 ? C14 C15 H13 . . 111.3 ? C16 C15 H13 . . 111.3 ? H12 C15 H13 . . 109.2 ? C17 C16 C15 . . 102.6(3) ? C17 C16 H14 . . 111.2 ? C15 C16 H14 . . 111.2 ? C17 C16 H15 . . 111.2 ? C15 C16 H15 . . 111.2 ? H14 C16 H15 . . 109.2 ? O1 C17 C16 . . 107.1(3) ? O1 C17 H16 . . 110.3 ? C16 C17 H16 . . 110.3 ? O1 C17 H17 . . 110.3 ? C16 C17 H17 . . 110.3 ? H16 C17 H17 . . 108.6 ? C19 C18A O2 . . 103.1(4) ? C19 C18A H18A . . 111.1 ? O2 C18A H18A . . 111.1 ? C19 C18A H19A . . 111.1 ? O2 C18A H19A . . 111.1 ? H18A C18A H19A . . 109.1 ? O2 C18B C19 . . 106.7(6) ? O2 C18B H18B . . 110.4 ? C19 C18B H18B . . 110.4 ? O2 C18B H19B . . 110.4 ? C19 C18B H19B . . 110.4 ? H18B C18B H19B . . 108.6 ? C18A C19 C20 . . 104.9(4) ? C18A C19 C18B . . 33.6(4) ? C20 C19 C18B . . 102.5(4) ? C18A C19 H20 . . 110.8 ? C20 C19 H20 . . 110.8 ? C18B C19 H20 . . 138.2 ? C18A C19 H21 . . 110.8 ? C20 C19 H21 . . 110.8 ? C18B C19 H21 . . 81.0 ? H20 C19 H21 . . 108.8 ? O2 C21 C20 . . 108.8(3) ? O2 C21 H22 . . 109.9 ? C20 C21 H22 . . 109.9 ? O2 C21 H23 . . 109.9 ? C20 C21 H23 . . 109.9 ? H22 C21 H23 . . 108.3 ? C21 C20 C19 . . 105.0(3) ? C21 C20 H24 . . 110.8 ? C19 C20 H24 . . 110.8 ? C21 C20 H25 . . 110.8 ? C19 C20 H25 . . 110.8 ? H24 C20 H25 . . 108.8 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag N2 P2 N1 P1 . . . . -25.8(2) ? Cl3 P2 N1 P1 . . . . -149.08(12) ? Cl2 P2 N1 P1 . . . . 99.65(14) ? N3 P1 N1 P2 . . . . 24.6(2) ? N4 P1 N1 P2 . . . . 148.76(14) ? Cl1 P1 N1 P2 . . . . -96.49(14) ? N3 P3 N2 P2 . . . . -12.9(2) ? Cl5 P3 N2 P2 . . . . -137.84(13) ? Cl4 P3 N2 P2 . . . . 113.06(14) ? N1 P2 N2 P3 . . . . 19.6(2) ? Cl3 P2 N2 P3 . . . . 143.25(13) ? Cl2 P2 N2 P3 . . . . -106.65(14) ? N2 P3 N3 P1 . . . . 12.1(2) ? Cl5 P3 N3 P1 . . . . 136.80(13) ? Cl4 P3 N3 P1 . . . . -113.40(14) ? N1 P1 N3 P3 . . . . -17.6(2) ? N4 P1 N3 P3 . . . . -143.81(15) ? Cl1 P1 N3 P3 . . . . 102.60(14) ? N3 P1 N4 C1 . . . . -166.6(2) ? N1 P1 N4 C1 . . . . 64.1(2) ? Cl1 P1 N4 C1 . . . . -51.2(2) ? P1 N4 C1 C2 . . . . 151.65(19) ? P1 N4 C1 C6 . . . . -28.8(3) ? C6 C1 C2 C3 . . . . 2.7(3) ? N4 C1 C2 C3 . . . . -177.7(2) ? C1 C2 C3 C4 . . . . -0.3(4) ? C2 C3 C4 C5 . . . . -1.9(3) ? C2 C3 C4 C7 . . . . -179.2(2) ? C3 C4 C5 C6 . . . . 1.8(3) ? C7 C4 C5 C6 . . . . 179.1(2) ? C4 C5 C6 C1 . . . . 0.6(4) ? C2 C1 C6 C5 . . . . -2.8(4) ? N4 C1 C6 C5 . . . . 177.6(2) ? C3 C4 C7 C8 . . . 2 94.7(2) ? C5 C4 C7 C8 . . . 2 -82.5(3) ? C3 C4 C7 C8 . . . . -17.5(3) ? C5 C4 C7 C8 . . . . 165.3(2) ? C3 C4 C7 C4 . . . 2 -140.3(2) ? C5 C4 C7 C4 . . . 2 42.48(17) ? C8 C7 C8 C9 2 . . . -179.6(3) ? C4 C7 C8 C9 . . . . -62.8(3) ? C4 C7 C8 C9 2 . . . 61.0(3) ? C8 C7 C8 C13 2 . . . 0.06(11) ? C4 C7 C8 C13 . . . . 116.8(2) ? C4 C7 C8 C13 2 . . . -119.3(2) ? C13 C8 C9 C10 . . . . -0.2(3) ? C7 C8 C9 C10 . . . . 179.40(19) ? C8 C9 C10 C11 . . . . 0.2(4) ? C9 C10 C11 C12 . . . . -0.2(4) ? C10 C11 C12 C13 . . . . 0.3(4) ? C11 C12 C13 C8 . . . . -0.3(4) ? C11 C12 C13 C13 . . . 2 -179.3(3) ? C9 C8 C13 C12 . . . . 0.3(3) ? C7 C8 C13 C12 . . . . -179.38(19) ? C9 C8 C13 C13 . . . 2 179.5(2) ? C7 C8 C13 C13 . . . 2 -0.2(3) ? C17 O1 C14 C15 . . . . 17.5(3) ? O1 C14 C15 C16 . . . . -33.0(3) ? C14 C15 C16 C17 . . . . 35.4(3) ? C14 O1 C17 C16 . . . . 5.7(4) ? C15 C16 C17 O1 . . . . -26.0(4) ? C18B O2 C18A C19 . . . . -70.4(8) ? C21 O2 C18A C19 . . . . 24.1(6) ? C21 O2 C18B C19 . . . . -32.8(7) ? C18A O2 C18B C19 . . . . 63.5(8) ? O2 C18A C19 C20 . . . . -32.4(6) ? O2 C18A C19 C18B . . . . 57.7(7) ? O2 C18B C19 C18A . . . . -75.5(8) ? O2 C18B C19 C20 . . . . 22.8(7) ? C18B O2 C21 C20 . . . . 30.3(7) ? C18A O2 C21 C20 . . . . -5.6(6) ? O2 C21 C20 C19 . . . . -14.5(5) ? C18A C19 C20 C21 . . . . 29.8(6) ? C18B C19 C20 C21 . . . . -4.7(6) ? _iucr_refine_instructions_details ; TITL 12gyte115_111TBELF03A_0m in C2/c CELL 0.71073 37.7987 8.8149 16.7899 90.000 102.524 90.000 ZERR 4.00 0.0041 0.0010 0.0023 0.000 0.006 0.000 LATT 7 SYMM -X, Y, 0.5-Z SFAC C H N O P Cl UNIT 164 200 32 16 24 40 L.S. 10 ACTA OMIT 34 0 0 BOND $H FMAP 2 PLAN 2 HTAB SIZE 0.056 0.188 0.365 CONF SADI C18A C19 C18B C19 SADI O2 C18A O2 C18B DFIX 0.87 0.01 N4 H1 EADP C18A C18B TEMP -153.150 WGHT 0.028300 12.898601 FVAR 0.06238 0.54432 MOLE 3 P1 5 0.119619 1.034336 0.415716 11.00000 0.01791 0.01877 = 0.02022 -0.00461 0.00348 -0.00421 P2 5 0.104544 1.216921 0.535837 11.00000 0.01964 0.02240 = 0.02067 -0.00628 0.00512 -0.00347 P3 5 0.171605 1.227172 0.499695 11.00000 0.01813 0.02108 = 0.02333 -0.00464 0.00313 -0.00571 N1 3 0.095317 1.074195 0.479445 11.00000 0.01985 0.02711 = 0.02705 -0.01027 0.00737 -0.00685 N2 3 0.145133 1.275507 0.556269 11.00000 0.02200 0.02562 = 0.02935 -0.01124 0.00615 -0.00680 N3 3 0.160218 1.095772 0.435861 11.00000 0.01988 0.02414 = 0.02882 -0.00644 0.00855 -0.00595 N4 3 0.121324 0.852845 0.400936 11.00000 0.01560 0.01994 = 0.02409 -0.00421 0.00337 -0.00189 H1 2 0.141396 0.825703 0.387776 11.00000 -1.50000 O1 4 0.184640 0.755902 0.352420 11.00000 0.02025 0.04169 = 0.03605 -0.00278 0.00366 -0.00204 O2 4 0.192175 0.238117 0.174642 11.00000 0.04718 0.07950 = 0.07571 -0.00852 0.00367 0.00321 CL1 6 0.093802 1.122790 0.307025 11.00000 0.03435 0.02594 = 0.02658 0.00406 0.00011 -0.00053 CL2 6 0.072185 1.389647 0.490688 11.00000 0.03442 0.03378 = 0.04251 -0.00015 0.00675 0.00938 CL3 6 0.090071 1.175724 0.640571 11.00000 0.03693 0.04409 = 0.02437 -0.00650 0.01242 -0.01073 CL4 6 0.184014 1.412557 0.442239 11.00000 0.03770 0.02601 = 0.03862 0.00155 0.00933 -0.01025 CL5 6 0.219422 1.175823 0.570807 11.00000 0.02034 0.04420 = 0.03315 -0.00081 -0.00150 -0.00316 C1 1 0.091129 0.760374 0.365671 11.00000 0.01935 0.01591 = 0.01309 0.00367 0.00203 -0.00254 C2 1 0.096846 0.630726 0.323882 11.00000 0.01636 0.01796 = 0.01983 0.00265 0.00437 0.00227 AFIX 43 H2 2 0.120788 0.602782 0.320822 11.00000 -1.20000 AFIX 0 C3 1 0.067838 0.541323 0.286435 11.00000 0.02025 0.01355 = 0.01748 -0.00035 0.00409 0.00072 AFIX 43 H3 2 0.072168 0.452828 0.257689 11.00000 -1.20000 AFIX 0 C4 1 0.032538 0.578760 0.290167 11.00000 0.01742 0.01134 = 0.01451 0.00230 0.00207 -0.00147 C5 1 0.027509 0.706664 0.334901 11.00000 0.01702 0.01664 = 0.02098 -0.00204 0.00654 0.00042 AFIX 43 H4 2 0.003658 0.732774 0.339562 11.00000 -1.20000 AFIX 0 C6 1 0.056104 0.796956 0.372778 11.00000 0.02199 0.01694 = 0.02268 -0.00656 0.00564 -0.00098 AFIX 43 H5 2 0.051917 0.883204 0.403391 11.00000 -1.20000 AFIX 0 C7 1 0.000000 0.479876 0.250000 10.50000 0.01609 0.01098 = 0.01744 0.00000 0.00212 0.00000 C8 1 0.008881 0.370451 0.186562 11.00000 0.01292 0.01481 = 0.02301 -0.00456 -0.00144 0.00125 C9 1 0.019232 0.402595 0.114268 11.00000 0.02099 0.02315 = 0.02317 -0.00366 0.00200 0.00235 AFIX 43 H6 2 0.021444 0.504747 0.097983 11.00000 -1.20000 AFIX 0 C10 1 0.026363 0.283545 0.065699 11.00000 0.02505 0.03779 = 0.02788 -0.01153 0.00217 0.00643 AFIX 43 H7 2 0.033547 0.304445 0.015993 11.00000 -1.20000 AFIX 0 C11 1 0.023037 0.134433 0.089466 11.00000 0.02995 0.03027 = 0.03676 -0.02074 -0.00241 0.00786 AFIX 43 H8 2 0.027909 0.053964 0.055761 11.00000 -1.20000 AFIX 0 C12 1 0.012680 0.101618 0.161878 11.00000 0.02836 0.01585 = 0.04380 -0.00810 -0.00359 0.00213 AFIX 43 H9 2 0.010533 -0.000671 0.178013 11.00000 -1.20000 AFIX 0 C13 1 0.005471 0.220177 0.210601 11.00000 0.01594 0.01611 = 0.02793 -0.00375 -0.00452 0.00059 C14 1 0.218495 0.779125 0.409182 11.00000 0.02392 0.05968 = 0.03617 0.00648 -0.00338 -0.00266 AFIX 23 H10 2 0.234042 0.688056 0.411952 11.00000 -1.20000 H11 2 0.214389 0.800218 0.464385 11.00000 -1.20000 AFIX 0 C15 1 0.236011 0.912653 0.377986 11.00000 0.03091 0.04590 = 0.04871 -0.00933 0.00871 -0.00775 AFIX 23 H12 2 0.262756 0.907231 0.394760 11.00000 -1.20000 H13 2 0.227597 1.009432 0.397398 11.00000 -1.20000 AFIX 0 C16 1 0.223276 0.895963 0.286306 11.00000 0.04234 0.07794 = 0.04393 0.01484 0.00757 -0.00791 AFIX 23 H14 2 0.223041 0.995057 0.258445 11.00000 -1.20000 H15 2 0.238844 0.824443 0.263970 11.00000 -1.20000 AFIX 0 C17 1 0.185662 0.834461 0.277664 11.00000 0.03517 0.08164 = 0.03047 -0.00158 0.00517 -0.00287 AFIX 23 H16 2 0.167773 0.918159 0.268498 11.00000 -1.20000 H17 2 0.179838 0.763867 0.230783 11.00000 -1.20000 PART 1 AFIX 0 C18A 1 0.180794 0.393894 0.200870 21.00000 0.06985 0.06970 = 0.04908 -0.02008 0.03309 -0.02388 AFIX 23 H18A 2 0.190103 0.410577 0.260017 21.00000 -1.20000 H19A 2 0.189626 0.476317 0.170148 21.00000 -1.20000 AFIX 0 PART 2 C18B 1 0.177344 0.315361 0.229445 -21.00000 0.06985 0.06970 = 0.04908 -0.02008 0.03309 -0.02388 AFIX 23 H18B 2 0.194078 0.395719 0.256173 -21.00000 -1.20000 H19B 2 0.172371 0.245748 0.271979 -21.00000 -1.20000 AFIX 0 PART 0 C19 1 0.141777 0.385839 0.181196 11.00000 0.08479 0.04080 = 0.07262 0.01182 0.04352 0.01130 AFIX 23 H20 2 0.131075 0.488006 0.169156 11.00000 -1.20000 H21 2 0.132614 0.341311 0.226969 11.00000 -1.20000 AFIX 0 C21 1 0.163659 0.182527 0.115700 11.00000 0.05881 0.06387 = 0.06290 -0.01790 -0.00347 0.01426 AFIX 23 H22 2 0.156695 0.080435 0.131525 11.00000 -1.20000 H23 2 0.171047 0.173937 0.062802 11.00000 -1.20000 AFIX 0 C20 1 0.132771 0.286920 0.107877 11.00000 0.06427 0.08010 = 0.09816 -0.02971 -0.01198 0.02311 AFIX 23 H24 2 0.110057 0.230217 0.106716 11.00000 -1.20000 H25 2 0.129876 0.347858 0.057344 11.00000 -1.20000 HKLF 4 REM 12gyte115_111TBELF03A_0m in C2/c REM R1 = 0.0324 for 4079 Fo > 4sig(Fo) and 0.0424 for all 4818 data REM 319 parameters refined using 3 restraints END WGHT 0.0283 12.8873 REM Highest difference peak 0.411, deepest hole -0.365, 1-sigma level 0.063 Q1 1 0.2175 0.9706 0.3226 11.00000 0.05 0.41 Q2 1 0.0982 1.0619 0.4431 11.00000 0.05 0.35 ; _database_code_depnum_ccdc_archive 'CCDC 920134' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_CCDC_920135_GYOL9 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H36 Cl8 N10 P6' _chemical_formula_weight 1246.31 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' P P 0.1023 0.0942 '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 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 18.5437(9) _cell_length_b 14.2005(7) _cell_length_c 23.3838(11) _cell_angle_alpha 90.00 _cell_angle_beta 103.140(3) _cell_angle_gamma 90.00 _cell_volume 5996.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 9191 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 24.34 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.381 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2528 _exptl_absorpt_coefficient_mu 0.579 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8083 _exptl_absorpt_correction_T_max 0.9254 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_special_details ; ; _diffrn_ambient_temperature 120(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 CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 45164 _diffrn_reflns_av_R_equivalents 0.0752 _diffrn_reflns_av_sigmaI/netI 0.0835 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.03 _reflns_number_total 10593 _reflns_number_gt 6895 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'SAINT V7.66A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.66A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. During the refinement, the restraint command 'DFIX' was used to refine the distances of N-H bonds. ; _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^)+(0.0441P)^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 10593 _refine_ls_number_parameters 679 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0862 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1072 _refine_ls_wR_factor_gt 0.0973 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _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 P1 P 0.18881(5) 1.24139(6) 0.09159(3) 0.0227(2) Uani 1 1 d . . . P2 P 0.14300(5) 1.40615(6) 0.03226(4) 0.0275(2) Uani 1 1 d . . . P3 P 0.26272(5) 1.31099(6) 0.01145(4) 0.0293(2) Uani 1 1 d . . . P4 P 0.21756(5) 0.71439(6) 0.44425(3) 0.0241(2) Uani 1 1 d . . . P5 P 0.26817(5) 0.61199(6) 0.54620(4) 0.0265(2) Uani 1 1 d . . . P6 P 0.13058(5) 0.57578(6) 0.47670(4) 0.0256(2) Uani 1 1 d . . . N1 N 0.12957(14) 1.32461(17) 0.07344(10) 0.0271(6) Uani 1 1 d . . . N2 N 0.21392(16) 1.40336(19) 0.00507(12) 0.0397(8) Uani 1 1 d . . . N3 N 0.24510(14) 1.22739(17) 0.04958(10) 0.0253(6) Uani 1 1 d . . . N4 N 0.14630(14) 0.64811(18) 0.43113(10) 0.0270(6) Uani 1 1 d . . . N5 N 0.19224(15) 0.55567(18) 0.53495(11) 0.0302(7) Uani 1 1 d . . . N6 N 0.28166(13) 0.68463(17) 0.49981(11) 0.0269(6) Uani 1 1 d . . . N7 N 0.14992(15) 1.13814(17) 0.09270(10) 0.0231(6) Uani 1 1 d D . . H1 H 0.1664(17) 1.0908(15) 0.0764(12) 0.035 Uiso 1 1 d D . . N8 N 0.23179(14) 1.26727(17) 0.15985(11) 0.0231(6) Uani 1 1 d D . . H2 H 0.2088(15) 1.3071(17) 0.1772(12) 0.035 Uiso 1 1 d D . . N9 N 0.19835(14) 0.82421(18) 0.45645(10) 0.0249(6) Uani 1 1 d D . . H3 H 0.2288(14) 0.851(2) 0.4844(10) 0.037 Uiso 1 1 d D . . N10 N 0.24438(15) 0.71160(18) 0.38224(11) 0.0260(6) Uani 1 1 d D . . H4 H 0.2191(16) 0.6740(18) 0.3560(11) 0.039 Uiso 1 1 d D . . Cl1 Cl 0.14613(6) 1.52987(6) 0.07435(4) 0.0472(3) Uani 1 1 d . . . Cl2 Cl 0.05321(5) 1.42152(6) -0.03167(3) 0.0392(2) Uani 1 1 d . . . Cl3 Cl 0.36851(5) 1.34973(7) 0.03770(4) 0.0503(3) Uani 1 1 d . . . Cl4 Cl 0.26205(6) 1.26259(7) -0.06912(4) 0.0545(3) Uani 1 1 d . . . Cl5 Cl 0.28031(5) 0.67747(7) 0.62429(4) 0.0456(3) Uani 1 1 d . . . Cl6 Cl 0.35119(5) 0.52047(7) 0.56496(4) 0.0481(3) Uani 1 1 d . . . Cl7 Cl 0.10450(5) 0.45263(6) 0.43646(4) 0.0443(3) Uani 1 1 d . . . Cl8 Cl 0.03745(5) 0.61135(6) 0.50020(4) 0.0368(2) Uani 1 1 d . . . C1 C 0.11098(16) 1.1116(2) 0.13600(12) 0.0183(7) Uani 1 1 d . . . C2 C 0.06568(16) 1.1761(2) 0.15563(12) 0.0219(7) Uani 1 1 d . . . H5 H 0.0582 1.2367 0.1381 0.026 Uiso 1 1 calc R . . C3 C 0.03150(17) 1.1528(2) 0.20035(12) 0.0209(7) Uani 1 1 d . . . H6 H 0.0012 1.1981 0.2135 0.025 Uiso 1 1 calc R . . C4 C 0.04053(17) 1.0648(2) 0.22633(12) 0.0185(7) Uani 1 1 d . . . C5 C 0.08300(17) 0.9994(2) 0.20434(12) 0.0229(7) Uani 1 1 d . . . H7 H 0.0878 0.9375 0.2201 0.028 Uiso 1 1 calc R . . C6 C 0.11856(17) 1.0220(2) 0.16010(12) 0.0221(7) Uani 1 1 d . . . H8 H 0.1480 0.9762 0.1463 0.027 Uiso 1 1 calc R . . C7 C 0.00190(17) 1.0373(2) 0.27619(12) 0.0210(7) Uani 1 1 d . . . C8 C -0.02690(18) 1.12235(19) 0.30495(12) 0.0205(7) Uani 1 1 d . . . C9 C 0.01353(19) 1.1917(2) 0.33949(13) 0.0255(8) Uani 1 1 d . . . H9 H 0.0660 1.1929 0.3462 0.031 Uiso 1 1 calc R . . C10 C -0.0239(2) 1.2595(2) 0.36412(14) 0.0319(9) Uani 1 1 d . . . H10 H 0.0032 1.3076 0.3879 0.038 Uiso 1 1 calc R . . C11 C -0.1001(2) 1.2578(2) 0.35448(14) 0.0338(9) Uani 1 1 d . . . H11 H -0.1248 1.3048 0.3718 0.041 Uiso 1 1 calc R . . C12 C -0.1409(2) 1.1891(2) 0.32023(13) 0.0290(8) Uani 1 1 d . . . H12 H -0.1934 1.1882 0.3138 0.035 Uiso 1 1 calc R . . C13 C -0.10377(18) 1.1206(2) 0.29507(12) 0.0216(7) Uani 1 1 d . . . C14 C -0.13155(17) 1.0377(2) 0.25978(12) 0.0229(7) Uani 1 1 d . . . C15 C -0.20296(19) 1.0053(2) 0.23815(14) 0.0361(9) Uani 1 1 d . . . H13 H -0.2441 1.0401 0.2447 0.043 Uiso 1 1 calc R . . C16 C -0.2138(2) 0.9220(3) 0.20707(15) 0.0424(10) Uani 1 1 d . . . H14 H -0.2627 0.8994 0.1921 0.051 Uiso 1 1 calc R . . C17 C -0.1537(2) 0.8711(2) 0.19756(14) 0.0342(9) Uani 1 1 d . . . H15 H -0.1618 0.8136 0.1763 0.041 Uiso 1 1 calc R . . C18 C -0.08222(18) 0.9033(2) 0.21876(12) 0.0243(8) Uani 1 1 d . . . H16 H -0.0412 0.8684 0.2121 0.029 Uiso 1 1 calc R . . C19 C -0.07113(17) 0.9870(2) 0.24977(12) 0.0186(7) Uani 1 1 d . . . C20 C 0.05443(17) 0.97994(19) 0.32425(12) 0.0185(7) Uani 1 1 d . . . C21 C 0.12916(17) 1.0030(2) 0.34168(12) 0.0212(7) Uani 1 1 d . . . H17 H 0.1481 1.0538 0.3230 0.025 Uiso 1 1 calc R . . C22 C 0.17602(18) 0.9537(2) 0.38539(12) 0.0226(7) Uani 1 1 d . . . H18 H 0.2268 0.9708 0.3966 0.027 Uiso 1 1 calc R . . C23 C 0.14992(18) 0.8795(2) 0.41313(12) 0.0224(7) Uani 1 1 d . . . C24 C 0.07473(17) 0.8578(2) 0.39789(12) 0.0241(8) Uani 1 1 d . . . H19 H 0.0556 0.8087 0.4178 0.029 Uiso 1 1 calc R . . C25 C 0.02783(18) 0.9079(2) 0.35359(12) 0.0235(7) Uani 1 1 d . . . H20 H -0.0233 0.8925 0.3433 0.028 Uiso 1 1 calc R . . C26 C 0.27854(17) 1.2012(2) 0.19620(13) 0.0221(7) Uani 1 1 d . . . C27 C 0.33835(17) 1.1629(2) 0.17821(13) 0.0267(8) Uani 1 1 d . . . H21 H 0.3488 1.1817 0.1419 0.032 Uiso 1 1 calc R . . C28 C 0.38286(18) 1.0973(2) 0.21303(13) 0.0264(8) Uani 1 1 d . . . H22 H 0.4230 1.0704 0.1998 0.032 Uiso 1 1 calc R . . C29 C 0.37049(17) 1.0699(2) 0.26672(13) 0.0235(7) Uani 1 1 d . . . C30 C 0.31079(18) 1.1104(2) 0.28487(13) 0.0270(8) Uani 1 1 d . . . H23 H 0.3017 1.0939 0.3220 0.032 Uiso 1 1 calc R . . C31 C 0.26503(18) 1.1738(2) 0.24992(13) 0.0248(8) Uani 1 1 d . . . H24 H 0.2238 1.1991 0.2625 0.030 Uiso 1 1 calc R . . C32 C 0.42027(17) 0.9986(2) 0.30655(13) 0.0255(8) Uani 1 1 d . . . C33 C 0.47373(18) 0.9467(2) 0.27625(15) 0.0313(9) Uani 1 1 d . . . C34 C 0.4577(2) 0.8843(2) 0.22957(15) 0.0387(9) Uani 1 1 d . . . H25 H 0.4077 0.8709 0.2108 0.046 Uiso 1 1 calc R . . C35 C 0.5153(2) 0.8414(3) 0.21031(17) 0.0510(11) Uani 1 1 d . . . H26 H 0.5047 0.7993 0.1779 0.061 Uiso 1 1 calc R . . C36 C 0.5879(3) 0.8600(3) 0.2383(2) 0.0650(14) Uani 1 1 d . . . H27 H 0.6268 0.8293 0.2253 0.078 Uiso 1 1 calc R . . C37 C 0.6051(2) 0.9222(3) 0.2848(2) 0.0569(12) Uani 1 1 d . . . H28 H 0.6552 0.9348 0.3035 0.068 Uiso 1 1 calc R . . C38 C 0.5476(2) 0.9660(3) 0.30372(16) 0.0417(10) Uani 1 1 d . . . C39 C 0.5479(2) 1.0325(3) 0.35118(16) 0.0445(10) Uani 1 1 d . . . C40 C 0.6069(2) 1.0772(3) 0.38894(19) 0.0656(14) Uani 1 1 d . . . H29 H 0.6565 1.0651 0.3867 0.079 Uiso 1 1 calc R . . C41 C 0.5914(3) 1.1397(3) 0.4297(2) 0.0687(14) Uani 1 1 d . . . H30 H 0.6311 1.1713 0.4552 0.082 Uiso 1 1 calc R . . C42 C 0.5191(3) 1.1577(3) 0.43458(16) 0.0618(13) Uani 1 1 d . . . H31 H 0.5101 1.2002 0.4635 0.074 Uiso 1 1 calc R . . C43 C 0.4602(2) 1.1126(3) 0.39664(15) 0.0435(10) Uani 1 1 d . . . H32 H 0.4106 1.1241 0.3994 0.052 Uiso 1 1 calc R . . C44 C 0.47487(19) 1.0514(2) 0.35519(14) 0.0348(9) Uani 1 1 d . . . C45 C 0.37292(17) 0.9242(2) 0.32869(13) 0.0245(8) Uani 1 1 d . . . C46 C 0.39241(18) 0.8872(2) 0.38495(14) 0.0341(9) Uani 1 1 d . . . H33 H 0.4344 0.9115 0.4120 0.041 Uiso 1 1 calc R . . C47 C 0.35161(18) 0.8152(2) 0.40240(14) 0.0352(9) Uani 1 1 d . . . H34 H 0.3667 0.7891 0.4407 0.042 Uiso 1 1 calc R . . C48 C 0.28858(18) 0.7814(2) 0.36371(13) 0.0273(8) Uani 1 1 d . . . C49 C 0.26908(17) 0.8175(2) 0.30740(13) 0.0235(7) Uani 1 1 d . . . H35 H 0.2268 0.7939 0.2803 0.028 Uiso 1 1 calc R . . C50 C 0.31113(17) 0.8878(2) 0.29065(13) 0.0225(7) Uani 1 1 d . . . H36 H 0.2972 0.9119 0.2518 0.027 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 P1 0.0257(5) 0.0261(5) 0.0185(4) 0.0051(4) 0.0098(4) 0.0033(4) P2 0.0350(6) 0.0265(5) 0.0220(5) 0.0062(4) 0.0086(4) 0.0029(4) P3 0.0304(5) 0.0401(5) 0.0204(5) 0.0048(4) 0.0124(4) -0.0022(5) P4 0.0231(5) 0.0290(5) 0.0194(4) 0.0062(4) 0.0032(4) -0.0061(4) P5 0.0260(5) 0.0321(5) 0.0214(4) 0.0070(4) 0.0057(4) -0.0006(4) P6 0.0273(5) 0.0283(5) 0.0230(5) -0.0007(4) 0.0094(4) -0.0083(4) N1 0.0299(16) 0.0282(15) 0.0267(15) 0.0123(12) 0.0136(13) 0.0108(13) N2 0.044(2) 0.0414(18) 0.0414(18) 0.0217(14) 0.0249(16) 0.0063(15) N3 0.0276(16) 0.0323(15) 0.0201(14) 0.0055(12) 0.0137(12) 0.0049(13) N4 0.0218(15) 0.0378(16) 0.0195(14) 0.0042(12) 0.0008(12) -0.0114(13) N5 0.0305(17) 0.0366(16) 0.0245(15) 0.0070(13) 0.0081(13) -0.0108(14) N6 0.0192(15) 0.0326(15) 0.0259(15) 0.0097(12) -0.0012(12) -0.0073(13) N7 0.0288(16) 0.0227(15) 0.0211(14) -0.0016(12) 0.0125(12) 0.0045(13) N8 0.0266(16) 0.0224(15) 0.0228(14) 0.0008(12) 0.0110(12) 0.0029(13) N9 0.0238(16) 0.0345(16) 0.0144(14) 0.0027(12) 0.0000(12) -0.0063(13) N10 0.0275(16) 0.0308(16) 0.0207(15) 0.0013(12) 0.0076(13) -0.0092(14) Cl1 0.0705(7) 0.0312(5) 0.0404(5) -0.0058(4) 0.0133(5) -0.0079(5) Cl2 0.0450(6) 0.0478(5) 0.0225(4) 0.0038(4) 0.0031(4) 0.0123(5) Cl3 0.0349(6) 0.0646(7) 0.0538(6) -0.0012(5) 0.0154(5) -0.0137(5) Cl4 0.0731(7) 0.0725(7) 0.0238(5) -0.0050(5) 0.0229(5) -0.0129(6) Cl5 0.0397(6) 0.0712(7) 0.0261(5) -0.0064(5) 0.0079(4) -0.0053(5) Cl6 0.0414(6) 0.0466(6) 0.0589(6) 0.0201(5) 0.0171(5) 0.0159(5) Cl7 0.0543(6) 0.0379(5) 0.0480(6) -0.0171(4) 0.0270(5) -0.0186(5) Cl8 0.0314(5) 0.0474(5) 0.0365(5) -0.0064(4) 0.0177(4) -0.0072(4) C1 0.0186(17) 0.0260(17) 0.0102(14) -0.0010(13) 0.0032(13) -0.0027(15) C2 0.0250(19) 0.0226(17) 0.0187(16) 0.0019(14) 0.0062(15) 0.0026(15) C3 0.0237(18) 0.0225(17) 0.0179(16) -0.0010(13) 0.0077(14) 0.0057(15) C4 0.0205(18) 0.0204(16) 0.0146(15) -0.0022(13) 0.0038(14) -0.0046(14) C5 0.031(2) 0.0180(17) 0.0211(17) 0.0009(14) 0.0079(15) -0.0021(15) C6 0.0298(19) 0.0194(17) 0.0189(16) -0.0027(13) 0.0091(15) 0.0029(15) C7 0.0254(19) 0.0218(17) 0.0178(16) 0.0007(13) 0.0090(14) -0.0017(15) C8 0.034(2) 0.0156(16) 0.0143(16) 0.0032(13) 0.0098(15) -0.0010(15) C9 0.033(2) 0.0232(17) 0.0242(18) -0.0011(15) 0.0142(16) -0.0036(16) C10 0.053(3) 0.0186(17) 0.0297(19) -0.0049(15) 0.0209(18) -0.0088(18) C11 0.053(3) 0.0215(18) 0.035(2) 0.0006(16) 0.0259(19) 0.0051(18) C12 0.037(2) 0.0288(19) 0.0249(18) 0.0062(15) 0.0149(16) 0.0077(17) C13 0.027(2) 0.0212(17) 0.0175(16) 0.0053(13) 0.0083(15) 0.0013(15) C14 0.0245(19) 0.0282(18) 0.0171(16) 0.0037(14) 0.0071(15) 0.0001(16) C15 0.026(2) 0.045(2) 0.037(2) -0.0016(18) 0.0089(17) 0.0001(18) C16 0.027(2) 0.057(3) 0.043(2) -0.009(2) 0.0081(19) -0.014(2) C17 0.040(2) 0.038(2) 0.0252(19) -0.0102(16) 0.0107(17) -0.0132(19) C18 0.027(2) 0.0277(18) 0.0200(17) 0.0009(14) 0.0091(15) -0.0017(16) C19 0.0248(18) 0.0196(16) 0.0126(15) 0.0049(13) 0.0066(14) -0.0014(15) C20 0.0252(19) 0.0166(16) 0.0153(16) -0.0051(13) 0.0078(14) -0.0012(15) C21 0.029(2) 0.0190(16) 0.0185(16) 0.0002(13) 0.0108(15) -0.0059(15) C22 0.0235(19) 0.0258(18) 0.0189(17) -0.0037(14) 0.0058(15) -0.0041(15) C23 0.029(2) 0.0227(17) 0.0146(16) 0.0008(13) 0.0020(15) -0.0020(16) C24 0.027(2) 0.0268(18) 0.0198(17) 0.0060(14) 0.0070(15) -0.0062(16) C25 0.0213(18) 0.0269(18) 0.0209(17) -0.0012(14) 0.0018(15) -0.0077(15) C26 0.0217(18) 0.0236(17) 0.0207(17) -0.0051(14) 0.0046(15) -0.0049(15) C27 0.0266(19) 0.037(2) 0.0181(17) 0.0053(15) 0.0084(15) -0.0011(17) C28 0.0207(18) 0.037(2) 0.0222(17) 0.0051(15) 0.0067(15) 0.0016(16) C29 0.0174(18) 0.0324(19) 0.0204(17) 0.0017(14) 0.0038(14) -0.0067(15) C30 0.032(2) 0.0341(19) 0.0165(16) 0.0027(15) 0.0086(15) -0.0021(17) C31 0.0254(19) 0.0275(18) 0.0234(18) -0.0026(15) 0.0094(15) -0.0006(16) C32 0.0192(18) 0.038(2) 0.0191(16) 0.0080(15) 0.0051(14) -0.0051(16) C33 0.021(2) 0.041(2) 0.031(2) 0.0246(17) 0.0059(16) 0.0043(17) C34 0.037(2) 0.048(2) 0.035(2) 0.0085(18) 0.0168(18) 0.008(2) C35 0.058(3) 0.054(3) 0.048(2) 0.019(2) 0.026(2) 0.023(2) C36 0.055(3) 0.083(3) 0.069(3) 0.039(3) 0.038(3) 0.032(3) C37 0.023(2) 0.088(3) 0.062(3) 0.031(3) 0.015(2) 0.020(2) C38 0.027(2) 0.060(3) 0.037(2) 0.027(2) 0.0053(18) 0.003(2) C39 0.022(2) 0.070(3) 0.036(2) 0.025(2) -0.0052(18) -0.015(2) C40 0.037(3) 0.102(4) 0.050(3) 0.024(3) -0.005(2) -0.024(3) C41 0.056(3) 0.089(4) 0.051(3) 0.006(3) -0.009(3) -0.046(3) C42 0.075(3) 0.074(3) 0.031(2) 0.005(2) 0.001(2) -0.034(3) C43 0.045(2) 0.053(2) 0.029(2) 0.0030(19) 0.0031(19) -0.019(2) C44 0.028(2) 0.048(2) 0.0257(19) 0.0176(17) 0.0020(17) -0.0113(18) C45 0.0180(18) 0.0351(19) 0.0224(17) 0.0049(15) 0.0089(15) 0.0031(16) C46 0.0230(19) 0.053(2) 0.0237(18) 0.0094(17) -0.0006(15) -0.0092(18) C47 0.029(2) 0.052(2) 0.0226(18) 0.0142(17) 0.0015(16) -0.0070(19) C48 0.025(2) 0.0314(19) 0.0261(18) 0.0014(15) 0.0076(16) -0.0001(16) C49 0.0204(18) 0.0318(18) 0.0184(17) -0.0014(14) 0.0043(14) -0.0015(16) C50 0.0190(18) 0.0334(18) 0.0153(16) 0.0041(14) 0.0042(14) 0.0015(16) _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 P1 N3 1.600(3) . ? P1 N1 1.604(3) . ? P1 N7 1.637(3) . ? P1 N8 1.655(3) . ? P2 N1 1.562(2) . ? P2 N2 1.586(3) . ? P2 Cl2 1.9806(12) . ? P2 Cl1 2.0081(12) . ? P3 N3 1.563(2) . ? P3 N2 1.581(3) . ? P3 Cl3 1.9950(13) . ? P3 Cl4 2.0027(12) . ? P4 N4 1.594(3) . ? P4 N6 1.605(2) . ? P4 N10 1.637(3) . ? P4 N9 1.639(3) . ? P5 N6 1.558(2) . ? P5 N5 1.588(3) . ? P5 Cl6 1.9860(12) . ? P5 Cl5 2.0156(12) . ? P6 N4 1.555(2) . ? P6 N5 1.593(3) . ? P6 Cl7 1.9927(12) . ? P6 Cl8 1.9929(12) . ? N7 C1 1.422(4) . ? N7 H1 0.862(10) . ? N8 C26 1.421(4) . ? N8 H2 0.864(10) . ? N9 C23 1.427(4) . ? N9 H3 0.848(10) . ? N10 C48 1.416(4) . ? N10 H4 0.866(10) . ? C1 C6 1.386(4) . ? C1 C2 1.389(4) . ? C2 C3 1.380(4) . ? C2 H5 0.9500 . ? C3 C4 1.383(4) . ? C3 H6 0.9500 . ? C4 C5 1.390(4) . ? C4 C7 1.551(4) . ? C5 C6 1.385(4) . ? C5 H7 0.9500 . ? C6 H8 0.9500 . ? C7 C19 1.532(4) . ? C7 C8 1.536(4) . ? C7 C20 1.542(4) . ? C8 C9 1.382(4) . ? C8 C13 1.391(4) . ? C9 C10 1.386(4) . ? C9 H9 0.9500 . ? C10 C11 1.380(5) . ? C10 H10 0.9500 . ? C11 C12 1.375(4) . ? C11 H11 0.9500 . ? C12 C13 1.396(4) . ? C12 H12 0.9500 . ? C13 C14 1.463(4) . ? C14 C15 1.384(4) . ? C14 C19 1.396(4) . ? C15 C16 1.378(5) . ? C15 H13 0.9500 . ? C16 C17 1.389(5) . ? C16 H14 0.9500 . ? C17 C18 1.384(4) . ? C17 H15 0.9500 . ? C18 C19 1.383(4) . ? C18 H16 0.9500 . ? C20 C25 1.384(4) . ? C20 C21 1.392(4) . ? C21 C22 1.374(4) . ? C21 H17 0.9500 . ? C22 C23 1.382(4) . ? C22 H18 0.9500 . ? C23 C24 1.393(4) . ? C24 C25 1.388(4) . ? C24 H19 0.9500 . ? C25 H20 0.9500 . ? C26 C27 1.384(4) . ? C26 C31 1.391(4) . ? C27 C28 1.381(4) . ? C27 H21 0.9500 . ? C28 C29 1.383(4) . ? C28 H22 0.9500 . ? C29 C30 1.397(4) . ? C29 C32 1.534(4) . ? C30 C31 1.372(4) . ? C30 H23 0.9500 . ? C31 H24 0.9500 . ? C32 C33 1.532(5) . ? C32 C44 1.535(4) . ? C32 C45 1.537(4) . ? C33 C34 1.385(5) . ? C33 C38 1.402(5) . ? C34 C35 1.390(5) . ? C34 H25 0.9500 . ? C35 C36 1.383(6) . ? C35 H26 0.9500 . ? C36 C37 1.379(6) . ? C36 H27 0.9500 . ? C37 C38 1.391(5) . ? C37 H28 0.9500 . ? C38 C39 1.456(5) . ? C39 C40 1.394(5) . ? C39 C44 1.404(5) . ? C40 C41 1.379(6) . ? C40 H29 0.9500 . ? C41 C42 1.394(6) . ? C41 H30 0.9500 . ? C42 C43 1.396(5) . ? C42 H31 0.9500 . ? C43 C44 1.375(5) . ? C43 H32 0.9500 . ? C45 C50 1.381(4) . ? C45 C46 1.386(4) . ? C46 C47 1.387(4) . ? C46 H33 0.9500 . ? C47 C48 1.391(4) . ? C47 H34 0.9500 . ? C48 C49 1.382(4) . ? C49 C50 1.377(4) . ? C49 H35 0.9500 . ? C50 H36 0.9500 . ? 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 N3 P1 N1 115.61(13) . . ? N3 P1 N7 104.46(13) . . ? N1 P1 N7 112.74(14) . . ? N3 P1 N8 112.42(13) . . ? N1 P1 N8 104.02(13) . . ? N7 P1 N8 107.52(13) . . ? N1 P2 N2 119.44(14) . . ? N1 P2 Cl2 108.82(11) . . ? N2 P2 Cl2 109.36(11) . . ? N1 P2 Cl1 109.72(10) . . ? N2 P2 Cl1 106.50(12) . . ? Cl2 P2 Cl1 101.50(5) . . ? N3 P3 N2 119.62(14) . . ? N3 P3 Cl3 110.63(11) . . ? N2 P3 Cl3 107.57(12) . . ? N3 P3 Cl4 108.57(10) . . ? N2 P3 Cl4 108.36(11) . . ? Cl3 P3 Cl4 100.34(6) . . ? N4 P4 N6 115.42(13) . . ? N4 P4 N10 102.74(13) . . ? N6 P4 N10 113.09(14) . . ? N4 P4 N9 113.07(14) . . ? N6 P4 N9 105.06(13) . . ? N10 P4 N9 107.40(13) . . ? N6 P5 N5 119.65(13) . . ? N6 P5 Cl6 110.36(11) . . ? N5 P5 Cl6 108.69(11) . . ? N6 P5 Cl5 108.84(11) . . ? N5 P5 Cl5 107.14(10) . . ? Cl6 P5 Cl5 100.39(5) . . ? N4 P6 N5 119.65(13) . . ? N4 P6 Cl7 108.62(10) . . ? N5 P6 Cl7 107.25(11) . . ? N4 P6 Cl8 109.32(11) . . ? N5 P6 Cl8 107.96(11) . . ? Cl7 P6 Cl8 102.72(5) . . ? P2 N1 P1 120.93(16) . . ? P3 N2 P2 119.47(16) . . ? P3 N3 P1 120.40(16) . . ? P6 N4 P4 122.30(15) . . ? P5 N5 P6 119.24(15) . . ? P5 N6 P4 122.08(16) . . ? C1 N7 P1 123.1(2) . . ? C1 N7 H1 113(2) . . ? P1 N7 H1 119(2) . . ? C26 N8 P1 121.7(2) . . ? C26 N8 H2 117(2) . . ? P1 N8 H2 115(2) . . ? C23 N9 P4 121.8(2) . . ? C23 N9 H3 120(2) . . ? P4 N9 H3 115(2) . . ? C48 N10 P4 124.6(2) . . ? C48 N10 H4 118(2) . . ? P4 N10 H4 115(2) . . ? C6 C1 C2 119.0(3) . . ? C6 C1 N7 120.8(3) . . ? C2 C1 N7 120.2(3) . . ? C3 C2 C1 120.6(3) . . ? C3 C2 H5 119.7 . . ? C1 C2 H5 119.7 . . ? C2 C3 C4 121.2(3) . . ? C2 C3 H6 119.4 . . ? C4 C3 H6 119.4 . . ? C3 C4 C5 117.6(3) . . ? C3 C4 C7 121.8(3) . . ? C5 C4 C7 120.5(3) . . ? C6 C5 C4 121.9(3) . . ? C6 C5 H7 119.1 . . ? C4 C5 H7 119.1 . . ? C5 C6 C1 119.6(3) . . ? C5 C6 H8 120.2 . . ? C1 C6 H8 120.2 . . ? C19 C7 C8 100.4(2) . . ? C19 C7 C20 113.7(2) . . ? C8 C7 C20 108.7(2) . . ? C19 C7 C4 109.4(2) . . ? C8 C7 C4 113.4(2) . . ? C20 C7 C4 111.0(2) . . ? C9 C8 C13 120.6(3) . . ? C9 C8 C7 128.3(3) . . ? C13 C8 C7 111.0(3) . . ? C8 C9 C10 118.8(3) . . ? C8 C9 H9 120.6 . . ? C10 C9 H9 120.6 . . ? C11 C10 C9 120.7(3) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? C12 C11 C10 121.0(3) . . ? C12 C11 H11 119.5 . . ? C10 C11 H11 119.5 . . ? C11 C12 C13 118.7(3) . . ? C11 C12 H12 120.6 . . ? C13 C12 H12 120.6 . . ? C8 C13 C12 120.2(3) . . ? C8 C13 C14 108.9(3) . . ? C12 C13 C14 130.8(3) . . ? C15 C14 C19 120.3(3) . . ? C15 C14 C13 131.2(3) . . ? C19 C14 C13 108.5(3) . . ? C16 C15 C14 119.4(3) . . ? C16 C15 H13 120.3 . . ? C14 C15 H13 120.3 . . ? C15 C16 C17 120.3(3) . . ? C15 C16 H14 119.8 . . ? C17 C16 H14 119.8 . . ? C18 C17 C16 120.6(3) . . ? C18 C17 H15 119.7 . . ? C16 C17 H15 119.7 . . ? C19 C18 C17 119.2(3) . . ? C19 C18 H16 120.4 . . ? C17 C18 H16 120.4 . . ? C18 C19 C14 120.1(3) . . ? C18 C19 C7 128.7(3) . . ? C14 C19 C7 111.2(2) . . ? C25 C20 C21 118.2(3) . . ? C25 C20 C7 121.0(3) . . ? C21 C20 C7 120.7(3) . . ? C22 C21 C20 121.1(3) . . ? C22 C21 H17 119.4 . . ? C20 C21 H17 119.4 . . ? C21 C22 C23 120.6(3) . . ? C21 C22 H18 119.7 . . ? C23 C22 H18 119.7 . . ? C22 C23 C24 119.1(3) . . ? C22 C23 N9 121.5(3) . . ? C24 C23 N9 119.5(3) . . ? C25 C24 C23 119.9(3) . . ? C25 C24 H19 120.1 . . ? C23 C24 H19 120.1 . . ? C20 C25 C24 121.0(3) . . ? C20 C25 H20 119.5 . . ? C24 C25 H20 119.5 . . ? C27 C26 C31 119.0(3) . . ? C27 C26 N8 120.0(3) . . ? C31 C26 N8 121.0(3) . . ? C28 C27 C26 119.9(3) . . ? C28 C27 H21 120.0 . . ? C26 C27 H21 120.0 . . ? C27 C28 C29 121.7(3) . . ? C27 C28 H22 119.2 . . ? C29 C28 H22 119.2 . . ? C28 C29 C30 117.8(3) . . ? C28 C29 C32 122.4(3) . . ? C30 C29 C32 119.8(3) . . ? C31 C30 C29 121.0(3) . . ? C31 C30 H23 119.5 . . ? C29 C30 H23 119.5 . . ? C30 C31 C26 120.5(3) . . ? C30 C31 H24 119.8 . . ? C26 C31 H24 119.8 . . ? C33 C32 C29 113.6(2) . . ? C33 C32 C44 101.0(3) . . ? C29 C32 C44 109.4(3) . . ? C33 C32 C45 107.7(3) . . ? C29 C32 C45 110.3(2) . . ? C44 C32 C45 114.6(2) . . ? C34 C33 C38 119.9(3) . . ? C34 C33 C32 128.8(3) . . ? C38 C33 C32 111.2(3) . . ? C33 C34 C35 119.5(4) . . ? C33 C34 H25 120.2 . . ? C35 C34 H25 120.2 . . ? C36 C35 C34 120.0(4) . . ? C36 C35 H26 120.0 . . ? C34 C35 H26 120.0 . . ? C37 C36 C35 121.4(4) . . ? C37 C36 H27 119.3 . . ? C35 C36 H27 119.3 . . ? C36 C37 C38 118.8(4) . . ? C36 C37 H28 120.6 . . ? C38 C37 H28 120.6 . . ? C37 C38 C33 120.4(4) . . ? C37 C38 C39 131.5(4) . . ? C33 C38 C39 108.0(3) . . ? C40 C39 C44 120.1(4) . . ? C40 C39 C38 130.1(4) . . ? C44 C39 C38 109.8(3) . . ? C41 C40 C39 118.3(4) . . ? C41 C40 H29 120.9 . . ? C39 C40 H29 120.9 . . ? C40 C41 C42 122.0(4) . . ? C40 C41 H30 119.0 . . ? C42 C41 H30 119.0 . . ? C41 C42 C43 119.5(4) . . ? C41 C42 H31 120.3 . . ? C43 C42 H31 120.3 . . ? C44 C43 C42 119.1(4) . . ? C44 C43 H32 120.5 . . ? C42 C43 H32 120.5 . . ? C43 C44 C39 121.1(3) . . ? C43 C44 C32 128.9(3) . . ? C39 C44 C32 109.9(3) . . ? C50 C45 C46 117.9(3) . . ? C50 C45 C32 119.6(3) . . ? C46 C45 C32 122.3(3) . . ? C45 C46 C47 121.1(3) . . ? C45 C46 H33 119.4 . . ? C47 C46 H33 119.4 . . ? C46 C47 C48 119.8(3) . . ? C46 C47 H34 120.1 . . ? C48 C47 H34 120.1 . . ? C49 C48 C47 119.4(3) . . ? C49 C48 N10 120.5(3) . . ? C47 C48 N10 120.1(3) . . ? C50 C49 C48 119.8(3) . . ? C50 C49 H35 120.1 . . ? C48 C49 H35 120.1 . . ? C49 C50 C45 121.9(3) . . ? C49 C50 H36 119.0 . . ? C45 C50 H36 119.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 P2 N1 P1 3.6(3) . . . . ? Cl2 P2 N1 P1 130.09(15) . . . . ? Cl1 P2 N1 P1 -119.68(16) . . . . ? N3 P1 N1 P2 -20.1(2) . . . . ? N7 P1 N1 P2 -140.20(17) . . . . ? N8 P1 N1 P2 103.62(19) . . . . ? N3 P3 N2 P2 -6.0(3) . . . . ? Cl3 P3 N2 P2 -133.20(17) . . . . ? Cl4 P3 N2 P2 119.13(18) . . . . ? N1 P2 N2 P3 9.9(3) . . . . ? Cl2 P2 N2 P3 -116.33(18) . . . . ? Cl1 P2 N2 P3 134.74(17) . . . . ? N2 P3 N3 P1 -11.6(3) . . . . ? Cl3 P3 N3 P1 114.24(16) . . . . ? Cl4 P3 N3 P1 -136.55(14) . . . . ? N1 P1 N3 P3 24.1(2) . . . . ? N7 P1 N3 P3 148.61(17) . . . . ? N8 P1 N3 P3 -95.11(19) . . . . ? N5 P6 N4 P4 -8.9(3) . . . . ? Cl7 P6 N4 P4 -132.39(16) . . . . ? Cl8 P6 N4 P4 116.25(17) . . . . ? N6 P4 N4 P6 14.7(3) . . . . ? N10 P4 N4 P6 138.29(19) . . . . ? N9 P4 N4 P6 -106.3(2) . . . . ? N6 P5 N5 P6 -1.0(3) . . . . ? Cl6 P5 N5 P6 -128.94(16) . . . . ? Cl5 P5 N5 P6 123.38(16) . . . . ? N4 P6 N5 P5 1.5(3) . . . . ? Cl7 P6 N5 P5 125.69(16) . . . . ? Cl8 P6 N5 P5 -124.25(16) . . . . ? N5 P5 N6 P4 7.7(3) . . . . ? Cl6 P5 N6 P4 134.88(16) . . . . ? Cl5 P5 N6 P4 -115.86(17) . . . . ? N4 P4 N6 P5 -14.1(3) . . . . ? N10 P4 N6 P5 -132.03(19) . . . . ? N9 P4 N6 P5 111.14(19) . . . . ? N3 P1 N7 C1 163.0(2) . . . . ? N1 P1 N7 C1 -70.7(3) . . . . ? N8 P1 N7 C1 43.4(3) . . . . ? N3 P1 N8 C26 -66.9(3) . . . . ? N1 P1 N8 C26 167.3(2) . . . . ? N7 P1 N8 C26 47.6(3) . . . . ? N4 P4 N9 C23 -61.0(3) . . . . ? N6 P4 N9 C23 172.2(2) . . . . ? N10 P4 N9 C23 51.6(3) . . . . ? N4 P4 N10 C48 157.5(3) . . . . ? N6 P4 N10 C48 -77.5(3) . . . . ? N9 P4 N10 C48 38.0(3) . . . . ? P1 N7 C1 C6 -139.2(2) . . . . ? P1 N7 C1 C2 39.5(4) . . . . ? C6 C1 C2 C3 3.0(4) . . . . ? N7 C1 C2 C3 -175.8(3) . . . . ? C1 C2 C3 C4 -0.8(4) . . . . ? C2 C3 C4 C5 -2.4(4) . . . . ? C2 C3 C4 C7 -179.4(3) . . . . ? C3 C4 C5 C6 3.3(4) . . . . ? C7 C4 C5 C6 -179.6(3) . . . . ? C4 C5 C6 C1 -1.1(4) . . . . ? C2 C1 C6 C5 -2.1(4) . . . . ? N7 C1 C6 C5 176.7(3) . . . . ? C3 C4 C7 C19 94.4(3) . . . . ? C5 C4 C7 C19 -82.5(3) . . . . ? C3 C4 C7 C8 -16.7(4) . . . . ? C5 C4 C7 C8 166.4(3) . . . . ? C3 C4 C7 C20 -139.4(3) . . . . ? C5 C4 C7 C20 43.7(4) . . . . ? C19 C7 C8 C9 175.4(3) . . . . ? C20 C7 C8 C9 55.8(4) . . . . ? C4 C7 C8 C9 -68.1(4) . . . . ? C19 C7 C8 C13 -1.1(3) . . . . ? C20 C7 C8 C13 -120.6(3) . . . . ? C4 C7 C8 C13 115.5(3) . . . . ? C13 C8 C9 C10 0.0(4) . . . . ? C7 C8 C9 C10 -176.1(3) . . . . ? C8 C9 C10 C11 0.1(4) . . . . ? C9 C10 C11 C12 -0.1(5) . . . . ? C10 C11 C12 C13 -0.1(5) . . . . ? C9 C8 C13 C12 -0.2(4) . . . . ? C7 C8 C13 C12 176.6(2) . . . . ? C9 C8 C13 C14 -177.2(3) . . . . ? C7 C8 C13 C14 -0.5(3) . . . . ? C11 C12 C13 C8 0.2(4) . . . . ? C11 C12 C13 C14 176.5(3) . . . . ? C8 C13 C14 C15 -179.4(3) . . . . ? C12 C13 C14 C15 4.1(5) . . . . ? C8 C13 C14 C19 2.0(3) . . . . ? C12 C13 C14 C19 -174.6(3) . . . . ? C19 C14 C15 C16 0.6(5) . . . . ? C13 C14 C15 C16 -178.0(3) . . . . ? C14 C15 C16 C17 0.0(5) . . . . ? C15 C16 C17 C18 -0.4(5) . . . . ? C16 C17 C18 C19 0.2(5) . . . . ? C17 C18 C19 C14 0.4(4) . . . . ? C17 C18 C19 C7 -178.7(3) . . . . ? C15 C14 C19 C18 -0.8(4) . . . . ? C13 C14 C19 C18 178.0(2) . . . . ? C15 C14 C19 C7 178.4(3) . . . . ? C13 C14 C19 C7 -2.7(3) . . . . ? C8 C7 C19 C18 -178.5(3) . . . . ? C20 C7 C19 C18 -62.7(4) . . . . ? C4 C7 C19 C18 62.0(4) . . . . ? C8 C7 C19 C14 2.3(3) . . . . ? C20 C7 C19 C14 118.2(3) . . . . ? C4 C7 C19 C14 -117.2(3) . . . . ? C19 C7 C20 C25 -20.8(4) . . . . ? C8 C7 C20 C25 90.0(3) . . . . ? C4 C7 C20 C25 -144.6(3) . . . . ? C19 C7 C20 C21 163.0(3) . . . . ? C8 C7 C20 C21 -86.1(3) . . . . ? C4 C7 C20 C21 39.3(3) . . . . ? C25 C20 C21 C22 2.2(4) . . . . ? C7 C20 C21 C22 178.5(3) . . . . ? C20 C21 C22 C23 0.2(4) . . . . ? C21 C22 C23 C24 -2.7(4) . . . . ? C21 C22 C23 N9 176.7(3) . . . . ? P4 N9 C23 C22 -110.7(3) . . . . ? P4 N9 C23 C24 68.6(4) . . . . ? C22 C23 C24 C25 2.8(4) . . . . ? N9 C23 C24 C25 -176.6(3) . . . . ? C21 C20 C25 C24 -2.1(4) . . . . ? C7 C20 C25 C24 -178.3(3) . . . . ? C23 C24 C25 C20 -0.4(4) . . . . ? P1 N8 C26 C27 57.2(4) . . . . ? P1 N8 C26 C31 -122.5(3) . . . . ? C31 C26 C27 C28 1.0(4) . . . . ? N8 C26 C27 C28 -178.7(3) . . . . ? C26 C27 C28 C29 -1.5(5) . . . . ? C27 C28 C29 C30 0.3(5) . . . . ? C27 C28 C29 C32 -178.7(3) . . . . ? C28 C29 C30 C31 1.4(5) . . . . ? C32 C29 C30 C31 -179.5(3) . . . . ? C29 C30 C31 C26 -2.0(5) . . . . ? C27 C26 C31 C30 0.7(4) . . . . ? N8 C26 C31 C30 -179.6(3) . . . . ? C28 C29 C32 C33 -11.9(4) . . . . ? C30 C29 C32 C33 169.1(3) . . . . ? C28 C29 C32 C44 100.1(3) . . . . ? C30 C29 C32 C44 -78.9(3) . . . . ? C28 C29 C32 C45 -132.9(3) . . . . ? C30 C29 C32 C45 48.1(4) . . . . ? C29 C32 C33 C34 -65.3(4) . . . . ? C44 C32 C33 C34 177.7(3) . . . . ? C45 C32 C33 C34 57.2(4) . . . . ? C29 C32 C33 C38 117.5(3) . . . . ? C44 C32 C33 C38 0.5(3) . . . . ? C45 C32 C33 C38 -120.0(3) . . . . ? C38 C33 C34 C35 -0.1(5) . . . . ? C32 C33 C34 C35 -177.1(3) . . . . ? C33 C34 C35 C36 1.0(5) . . . . ? C34 C35 C36 C37 -1.3(6) . . . . ? C35 C36 C37 C38 0.5(6) . . . . ? C36 C37 C38 C33 0.4(5) . . . . ? C36 C37 C38 C39 178.8(4) . . . . ? C34 C33 C38 C37 -0.7(5) . . . . ? C32 C33 C38 C37 176.8(3) . . . . ? C34 C33 C38 C39 -179.4(3) . . . . ? C32 C33 C38 C39 -1.9(4) . . . . ? C37 C38 C39 C40 5.6(7) . . . . ? C33 C38 C39 C40 -175.8(4) . . . . ? C37 C38 C39 C44 -175.9(4) . . . . ? C33 C38 C39 C44 2.6(4) . . . . ? C44 C39 C40 C41 0.0(6) . . . . ? C38 C39 C40 C41 178.4(4) . . . . ? C39 C40 C41 C42 1.0(6) . . . . ? C40 C41 C42 C43 -1.0(6) . . . . ? C41 C42 C43 C44 0.0(6) . . . . ? C42 C43 C44 C39 1.1(5) . . . . ? C42 C43 C44 C32 -175.8(3) . . . . ? C40 C39 C44 C43 -1.1(5) . . . . ? C38 C39 C44 C43 -179.7(3) . . . . ? C40 C39 C44 C32 176.3(3) . . . . ? C38 C39 C44 C32 -2.3(4) . . . . ? C33 C32 C44 C43 178.3(3) . . . . ? C29 C32 C44 C43 58.2(4) . . . . ? C45 C32 C44 C43 -66.3(4) . . . . ? C33 C32 C44 C39 1.1(3) . . . . ? C29 C32 C44 C39 -118.9(3) . . . . ? C45 C32 C44 C39 116.6(3) . . . . ? C33 C32 C45 C50 -83.1(3) . . . . ? C29 C32 C45 C50 41.3(4) . . . . ? C44 C32 C45 C50 165.4(3) . . . . ? C33 C32 C45 C46 92.6(4) . . . . ? C29 C32 C45 C46 -142.9(3) . . . . ? C44 C32 C45 C46 -18.9(4) . . . . ? C50 C45 C46 C47 0.6(5) . . . . ? C32 C45 C46 C47 -175.2(3) . . . . ? C45 C46 C47 C48 -2.2(5) . . . . ? C46 C47 C48 C49 2.6(5) . . . . ? C46 C47 C48 N10 -176.5(3) . . . . ? P4 N10 C48 C49 -132.6(3) . . . . ? P4 N10 C48 C47 46.5(4) . . . . ? C47 C48 C49 C50 -1.5(5) . . . . ? N10 C48 C49 C50 177.7(3) . . . . ? C48 C49 C50 C45 -0.1(5) . . . . ? C46 C45 C50 C49 0.6(5) . . . . ? C32 C45 C50 C49 176.5(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 N7 H1 N5 0.862(10) 2.389(12) 3.240(3) 169(3) 4_575 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.554 _refine_diff_density_min -0.413 _refine_diff_density_rms 0.071 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.000 1.000 405 90 ' ' 2 0.500 0.500 0.500 405 90 ' ' _platon_squeeze_details ; ; _iucr_refine_instructions_details ; TITL 11gyte04_111TBK03A_0m in P2(1)/c CELL 0.71073 18.5437 14.2005 23.3838 90.000 103.140 90.000 ZERR 4.00 0.0009 0.0007 0.0011 0.000 0.003 0.000 LATT 1 SYMM -X, 0.5+Y, 0.5-Z SFAC C H N P Cl UNIT 200 144 40 24 32 L.S. 10 ACTA BOND $H FMAP 2 PLAN 2 SIZE 0.136 0.315 0.384 CONF HTAB N7 N5_$1 EQIV_$1 x, -y+3/2, z-1/2 DFIX 0.87 0.01 N7 H1 N8 H2 N9 H3 N10 H4 TEMP -153.090 WGHT 0.044100 FVAR 0.69765 P1 4 0.188809 1.241387 0.091595 11.00000 0.02567 0.02609 = 0.01850 0.00512 0.00978 0.00327 P2 4 0.142995 1.406152 0.032262 11.00000 0.03497 0.02649 = 0.02202 0.00624 0.00859 0.00287 P3 4 0.262725 1.310990 0.011446 11.00000 0.03043 0.04009 = 0.02044 0.00480 0.01241 -0.00217 P4 4 0.217557 0.714394 0.444253 11.00000 0.02313 0.02902 = 0.01942 0.00617 0.00318 -0.00614 P5 4 0.268166 0.611988 0.546203 11.00000 0.02598 0.03213 = 0.02139 0.00703 0.00569 -0.00059 P6 4 0.130583 0.575779 0.476701 11.00000 0.02727 0.02826 = 0.02295 -0.00074 0.00940 -0.00831 N1 3 0.129567 1.324608 0.073440 11.00000 0.02995 0.02817 = 0.02673 0.01232 0.01357 0.01081 N2 3 0.213923 1.403362 0.005074 11.00000 0.04371 0.04141 = 0.04137 0.02173 0.02489 0.00634 N3 3 0.245095 1.227388 0.049580 11.00000 0.02762 0.03227 = 0.02005 0.00549 0.01372 0.00488 N4 3 0.146297 0.648107 0.431126 11.00000 0.02179 0.03777 = 0.01949 0.00420 0.00084 -0.01138 N5 3 0.192245 0.555667 0.534951 11.00000 0.03051 0.03661 = 0.02452 0.00698 0.00814 -0.01078 N6 3 0.281664 0.684630 0.499806 11.00000 0.01924 0.03256 = 0.02587 0.00973 -0.00121 -0.00734 N7 3 0.149920 1.138140 0.092704 11.00000 0.02884 0.02270 = 0.02110 -0.00158 0.01249 0.00455 H1 2 0.166411 1.090813 0.076387 11.00000 -1.50000 N8 3 0.231791 1.267275 0.159846 11.00000 0.02659 0.02242 = 0.02279 0.00083 0.01097 0.00286 H2 2 0.208758 1.307132 0.177211 11.00000 -1.50000 N9 3 0.198351 0.824215 0.456454 11.00000 0.02378 0.03449 = 0.01441 0.00274 0.00000 -0.00628 H3 2 0.228811 0.850506 0.484443 11.00000 -1.50000 N10 3 0.244377 0.711599 0.382239 11.00000 0.02749 0.03080 = 0.02067 0.00128 0.00758 -0.00916 H4 2 0.219128 0.674026 0.355992 11.00000 -1.50000 CL1 5 0.146126 1.529867 0.074354 11.00000 0.07047 0.03120 = 0.04035 -0.00583 0.01334 -0.00791 CL2 5 0.053213 1.421515 -0.031673 11.00000 0.04498 0.04779 = 0.02253 0.00381 0.00313 0.01234 CL3 5 0.368508 1.349731 0.037703 11.00000 0.03492 0.06455 = 0.05384 -0.00121 0.01536 -0.01372 CL4 5 0.262051 1.262592 -0.069115 11.00000 0.07307 0.07247 = 0.02376 -0.00499 0.02286 -0.01293 CL5 5 0.280310 0.677466 0.624291 11.00000 0.03975 0.07124 = 0.02614 -0.00640 0.00790 -0.00532 CL6 5 0.351187 0.520473 0.564963 11.00000 0.04142 0.04658 = 0.05888 0.02005 0.01707 0.01587 CL7 5 0.104498 0.452631 0.436456 11.00000 0.05432 0.03790 = 0.04797 -0.01709 0.02695 -0.01860 CL8 5 0.037446 0.611353 0.500204 11.00000 0.03143 0.04736 = 0.03652 -0.00643 0.01768 -0.00720 C1 1 0.110975 1.111587 0.136005 11.00000 0.01859 0.02604 = 0.01024 -0.00095 0.00320 -0.00268 C2 1 0.065682 1.176072 0.155626 11.00000 0.02496 0.02261 = 0.01874 0.00188 0.00621 0.00260 AFIX 43 H5 2 0.058164 1.236706 0.138115 11.00000 -1.20000 AFIX 0 C3 1 0.031499 1.152822 0.200346 11.00000 0.02371 0.02245 = 0.01787 -0.00095 0.00773 0.00567 AFIX 43 H6 2 0.001212 1.198110 0.213515 11.00000 -1.20000 AFIX 0 C4 1 0.040531 1.064827 0.226328 11.00000 0.02055 0.02045 = 0.01456 -0.00222 0.00384 -0.00463 C5 1 0.082999 0.999425 0.204339 11.00000 0.03063 0.01802 = 0.02108 0.00085 0.00788 -0.00212 AFIX 43 H7 2 0.087771 0.937490 0.220109 11.00000 -1.20000 AFIX 0 C6 1 0.118559 1.021953 0.160099 11.00000 0.02982 0.01939 = 0.01892 -0.00271 0.00907 0.00293 AFIX 43 H8 2 0.147985 0.976238 0.146341 11.00000 -1.20000 AFIX 0 C7 1 0.001905 1.037322 0.276187 11.00000 0.02540 0.02182 = 0.01778 0.00070 0.00900 -0.00172 C8 1 -0.026898 1.122352 0.304951 11.00000 0.03363 0.01558 = 0.01431 0.00320 0.00980 -0.00100 C9 1 0.013534 1.191701 0.339487 11.00000 0.03277 0.02321 = 0.02418 -0.00107 0.01421 -0.00362 AFIX 43 H9 2 0.066015 1.192913 0.346230 11.00000 -1.20000 AFIX 0 C10 1 -0.023900 1.259491 0.364120 11.00000 0.05285 0.01860 = 0.02972 -0.00487 0.02085 -0.00878 AFIX 43 H10 2 0.003223 1.307644 0.387895 11.00000 -1.20000 AFIX 0 C11 1 -0.100147 1.257794 0.354484 11.00000 0.05279 0.02147 = 0.03492 0.00055 0.02590 0.00509 AFIX 43 H11 2 -0.124811 1.304808 0.371776 11.00000 -1.20000 AFIX 0 C12 1 -0.140921 1.189064 0.320227 11.00000 0.03709 0.02881 = 0.02490 0.00617 0.01491 0.00770 AFIX 43 H12 2 -0.193378 1.188170 0.313791 11.00000 -1.20000 AFIX 0 C13 1 -0.103769 1.120599 0.295074 11.00000 0.02746 0.02124 = 0.01749 0.00527 0.00830 0.00129 C14 1 -0.131552 1.037676 0.259778 11.00000 0.02455 0.02823 = 0.01713 0.00372 0.00707 0.00008 C15 1 -0.202959 1.005279 0.238151 11.00000 0.02642 0.04531 = 0.03734 -0.00159 0.00889 0.00013 AFIX 43 H13 2 -0.244090 1.040106 0.244674 11.00000 -1.20000 AFIX 0 C16 1 -0.213837 0.922046 0.207070 11.00000 0.02709 0.05711 = 0.04295 -0.00924 0.00810 -0.01446 AFIX 43 H14 2 -0.262695 0.899427 0.192077 11.00000 -1.20000 AFIX 0 C17 1 -0.153723 0.871075 0.197562 11.00000 0.04049 0.03841 = 0.02523 -0.01022 0.01072 -0.01320 AFIX 43 H15 2 -0.161767 0.813560 0.176314 11.00000 -1.20000 AFIX 0 C18 1 -0.082225 0.903305 0.218757 11.00000 0.02698 0.02772 = 0.02002 0.00086 0.00907 -0.00172 AFIX 43 H16 2 -0.041229 0.868363 0.212078 11.00000 -1.20000 AFIX 0 C19 1 -0.071134 0.986962 0.249772 11.00000 0.02480 0.01956 = 0.01258 0.00488 0.00656 -0.00144 C20 1 0.054426 0.979944 0.324255 11.00000 0.02523 0.01660 = 0.01528 -0.00509 0.00784 -0.00119 C21 1 0.129156 1.003034 0.341677 11.00000 0.02867 0.01902 = 0.01852 0.00024 0.01085 -0.00588 AFIX 43 H17 2 0.148078 1.053778 0.323012 11.00000 -1.20000 AFIX 0 C22 1 0.176020 0.953722 0.385390 11.00000 0.02351 0.02583 = 0.01889 -0.00375 0.00577 -0.00413 AFIX 43 H18 2 0.226812 0.970801 0.396647 11.00000 -1.20000 AFIX 0 C23 1 0.149920 0.879486 0.413132 11.00000 0.02852 0.02267 = 0.01457 0.00079 0.00196 -0.00198 C24 1 0.074733 0.857756 0.397894 11.00000 0.02669 0.02677 = 0.01976 0.00604 0.00702 -0.00621 AFIX 43 H19 2 0.055591 0.808715 0.417790 11.00000 -1.20000 AFIX 0 C25 1 0.027825 0.907871 0.353595 11.00000 0.02131 0.02691 = 0.02086 -0.00116 0.00185 -0.00770 AFIX 43 H20 2 -0.023347 0.892458 0.343251 11.00000 -1.20000 AFIX 0 C26 1 0.278541 1.201226 0.196199 11.00000 0.02171 0.02364 = 0.02070 -0.00513 0.00460 -0.00492 C27 1 0.338345 1.162887 0.178213 11.00000 0.02656 0.03708 = 0.01809 0.00525 0.00836 -0.00109 AFIX 43 H21 2 0.348757 1.181679 0.141937 11.00000 -1.20000 AFIX 0 C28 1 0.382860 1.097311 0.213029 11.00000 0.02070 0.03716 = 0.02217 0.00510 0.00673 0.00163 AFIX 43 H22 2 0.423021 1.070360 0.199758 11.00000 -1.20000 AFIX 0 C29 1 0.370491 1.069852 0.266720 11.00000 0.01743 0.03240 = 0.02043 0.00171 0.00385 -0.00673 C30 1 0.310791 1.110427 0.284866 11.00000 0.03174 0.03411 = 0.01652 0.00272 0.00862 -0.00209 AFIX 43 H23 2 0.301736 1.093887 0.321973 11.00000 -1.20000 AFIX 0 C31 1 0.265031 1.173797 0.249923 11.00000 0.02539 0.02753 = 0.02340 -0.00261 0.00945 -0.00056 AFIX 43 H24 2 0.223813 1.199139 0.262504 11.00000 -1.20000 AFIX 0 C32 1 0.420273 0.998621 0.306546 11.00000 0.01922 0.03841 = 0.01908 0.00798 0.00508 -0.00512 C33 1 0.473729 0.946720 0.276250 11.00000 0.02131 0.04122 = 0.03145 0.02456 0.00590 0.00432 C34 1 0.457717 0.884297 0.229575 11.00000 0.03723 0.04823 = 0.03476 0.00849 0.01679 0.00791 AFIX 43 H25 2 0.407736 0.870893 0.210847 11.00000 -1.20000 AFIX 0 C35 1 0.515298 0.841380 0.210312 11.00000 0.05800 0.05436 = 0.04755 0.01911 0.02613 0.02303 AFIX 43 H26 2 0.504745 0.799279 0.177907 11.00000 -1.20000 AFIX 0 C36 1 0.587927 0.859993 0.238335 11.00000 0.05525 0.08268 = 0.06861 0.03871 0.03788 0.03247 AFIX 43 H27 2 0.626836 0.829320 0.225334 11.00000 -1.20000 AFIX 0 C37 1 0.605070 0.922168 0.284775 11.00000 0.02319 0.08785 = 0.06217 0.03085 0.01481 0.01967 AFIX 43 H28 2 0.655198 0.934780 0.303472 11.00000 -1.20000 AFIX 0 C38 1 0.547616 0.966047 0.303716 11.00000 0.02737 0.06001 = 0.03685 0.02720 0.00535 0.00314 C39 1 0.547873 1.032485 0.351175 11.00000 0.02237 0.06984 = 0.03569 0.02545 -0.00523 -0.01481 C40 1 0.606907 1.077232 0.388936 11.00000 0.03746 0.10237 = 0.05001 0.02364 -0.00480 -0.02388 AFIX 43 H29 2 0.656549 1.065058 0.386652 11.00000 -1.20000 AFIX 0 C41 1 0.591382 1.139652 0.429707 11.00000 0.05604 0.08886 = 0.05121 0.00625 -0.00875 -0.04561 AFIX 43 H30 2 0.631142 1.171340 0.455244 11.00000 -1.20000 AFIX 0 C42 1 0.519148 1.157652 0.434582 11.00000 0.07471 0.07407 = 0.03147 0.00463 0.00148 -0.03365 AFIX 43 H31 2 0.510082 1.200227 0.463493 11.00000 -1.20000 AFIX 0 C43 1 0.460193 1.112626 0.396643 11.00000 0.04545 0.05349 = 0.02890 0.00300 0.00309 -0.01943 AFIX 43 H32 2 0.410648 1.124148 0.399441 11.00000 -1.20000 AFIX 0 C44 1 0.474867 1.051401 0.355193 11.00000 0.02847 0.04819 = 0.02567 0.01761 0.00202 -0.01132 C45 1 0.372917 0.924215 0.328687 11.00000 0.01796 0.03509 = 0.02245 0.00492 0.00888 0.00309 C46 1 0.392409 0.887174 0.384946 11.00000 0.02295 0.05270 = 0.02369 0.00936 -0.00056 -0.00916 AFIX 43 H33 2 0.434422 0.911498 0.412005 11.00000 -1.20000 AFIX 0 C47 1 0.351615 0.815205 0.402400 11.00000 0.02876 0.05207 = 0.02265 0.01419 0.00155 -0.00701 AFIX 43 H34 2 0.366682 0.789075 0.440659 11.00000 -1.20000 AFIX 0 C48 1 0.288584 0.781416 0.363714 11.00000 0.02539 0.03136 = 0.02608 0.00140 0.00758 -0.00013 C49 1 0.269079 0.817509 0.307403 11.00000 0.02040 0.03184 = 0.01837 -0.00139 0.00433 -0.00150 AFIX 43 H35 2 0.226784 0.793895 0.280335 11.00000 -1.20000 AFIX 0 C50 1 0.311134 0.887799 0.290651 11.00000 0.01899 0.03342 = 0.01530 0.00408 0.00423 0.00150 AFIX 43 H36 2 0.297246 0.911937 0.251807 11.00000 -1.20000 HKLF 4 REM 11gyte04_111TBK03A_0m in P2(1)/c REM R1 = 0.0469 for 6895 Fo > 4sig(Fo) and 0.0862 for all 10593 data REM 679 parameters refined using 4 restraints END WGHT 0.0441 0.0000 REM Highest difference peak 0.554, deepest hole -0.413, 1-sigma level 0.071 Q1 1 0.3392 0.4873 0.5284 11.00000 0.05 0.55 Q2 1 0.2995 0.6202 0.6114 11.00000 0.05 0.48 ; _database_code_depnum_ccdc_archive 'CCDC 920135'