Electronic Supplementary Material for PCCP This journal is (c) The Owner Societies 2006 #=============================================================================== data_global #=============================================================================== _audit_creation_date 12-02-2005 # 1. SUBMISSION DETAILS _publ_contact_author_name 'Louis Ricard' _publ_contact_author_address ;Laboratoire DCPH Ecole Polytechnique Route de Saclay F91128 Palaiseau France ; _publ_contact_author_email louis.ricard@polytechnique.fr _publ_contact_author_phone 330169334572 _publ_contact_author_fax 330169333990 _publ_contact_letter ; Please consider this CIF submission for publication as a new structure paper in Phys. Chem. Chem. Phys. . The figures, chemical structure diagram (scheme), Transfert of Copyright Agreement form and structure factors will be sent on receipt of your acknowledgement letter ; #=============================================================================== # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #=============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; EPR and DFT studies of the one-electron reduction product of phospholium cations. ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name ; P. Adkine a T. Cantat b E. Deschamps b L. Ricard b N. Mezailles b P. Le Floch b M. Geoffroy a ; _publ_author_address ; a) Department of Physical Chemistry, University of Geneva, 30 Quai Ernest Ansermet, 1211 Geneva, Switzerland b)Laboratoire Heteroelements et Coordination, CNRS UMR 7653, DCPH Ecole Polytechnique, F-91128 Palaiseau Cedex France ; #=============================================================================== # 4. TEXT _publ_section_abstract ; ? ; _publ_section_comment ; ; _publ_section_exptl_prep ;All structures were solved using SIR97 (Altomare et al.) and refined with SHELXL97 (Sheldrick). Figures were drawn with Platon (Spek, 1990). ; _publ_section_references ;Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993) J. Appl. Cryst. 26, 343-350. Sheldrick, G.M. SHELXL97. Program for crystal structure refinement. University of G\\"ottingen, Germany, 1997. Sluis, P. v.d., Spek, A.L. (1990). Acta Cryst. A46, 194-201. Spek, A.L. (1990). Acta Cryst. A46, C-34. ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; #=============================================================================== # If more than one structure is reported, sections 5-10 should be filled in # per structure. For each data set, replace the ? in the data_? line below # by a unique identifier. #============================================================================= data_tppme # compound A2+ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23.33 H21.33 Cl0.67 I O0.33 P' _chemical_formula_weight 488.57 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P21/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.636(1) _cell_length_b 17.240(1) _cell_length_c 34.915(1) _cell_angle_alpha 90.00 _cell_angle_beta 96.660(1) _cell_angle_gamma 90.00 _cell_volume 6359.0(7) _cell_formula_units_Z 12 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 251 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 20.0 _exptl_crystal_description 'block' _exptl_crystal_colour 'yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2920 _exptl_absorpt_coefficient_mu 1.677 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.7303 _exptl_absorpt_correction_T_max 0.7523 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25001 _diffrn_reflns_av_R_equivalents 0.0240 _diffrn_reflns_av_sigmaI/netI 0.0526 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -47 _diffrn_reflns_limit_l_max 47 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 28.70 _reflns_number_total 16138 _reflns_number_gt 11615 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The water molecule H atoms could not be located in the final difference Fourier map. ; _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^)+(0.0557P)^2^+3.2148P] 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 16138 _refine_ls_number_parameters 715 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0692 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1188 _refine_ls_wR_factor_gt 0.1103 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.22521(9) 0.48095(5) 0.43371(3) 0.0298(2) Uani 1 1 d . . . C1 C 0.3764(4) 0.4353(2) 0.44638(11) 0.0331(8) Uani 1 1 d . . . C2 C 0.4587(4) 0.4938(2) 0.45546(12) 0.0402(9) Uani 1 1 d . . . H2 H 0.5458 0.4843 0.4634 0.048 Uiso 1 1 calc R . . C3 C 0.4074(4) 0.5725(2) 0.45245(12) 0.0403(10) Uani 1 1 d . . . H3 H 0.4591 0.6168 0.4586 0.048 Uiso 1 1 calc R . . C4 C 0.2827(4) 0.5787(2) 0.44047(11) 0.0344(9) Uani 1 1 d . . . C5 C 0.1152(4) 0.4587(2) 0.46665(11) 0.0368(9) Uani 1 1 d . . . H5A H 0.0373 0.4884 0.4599 0.055 Uiso 1 1 calc R . . H5B H 0.1518 0.4722 0.4929 0.055 Uiso 1 1 calc R . . H5C H 0.0959 0.4031 0.4654 0.055 Uiso 1 1 calc R . . C6 C 0.1663(4) 0.45791(19) 0.38506(10) 0.0298(8) Uani 1 1 d . . . C7 C 0.0447(4) 0.4321(2) 0.37529(12) 0.0401(9) Uani 1 1 d . . . H7 H -0.0121 0.4288 0.3943 0.048 Uiso 1 1 calc R . . C8 C 0.0055(4) 0.4109(3) 0.33743(13) 0.0498(11) Uani 1 1 d . . . H8 H -0.0788 0.3935 0.3304 0.060 Uiso 1 1 calc R . . C9 C 0.0882(5) 0.4149(3) 0.31027(12) 0.0477(11) Uani 1 1 d . . . H9 H 0.0619 0.3986 0.2846 0.057 Uiso 1 1 calc R . . C10 C 0.2083(5) 0.4424(2) 0.31979(12) 0.0467(11) Uani 1 1 d . . . H10 H 0.2638 0.4467 0.3004 0.056 Uiso 1 1 calc R . . C11 C 0.2500(4) 0.4640(2) 0.35725(11) 0.0377(9) Uani 1 1 d . . . H11 H 0.3338 0.4826 0.3639 0.045 Uiso 1 1 calc R . . C12 C 0.2056(4) 0.6492(2) 0.43418(11) 0.0339(8) Uani 1 1 d . . . C13 C 0.2597(4) 0.7221(2) 0.44438(12) 0.0397(10) Uani 1 1 d . . . H13 H 0.3447 0.7255 0.4560 0.048 Uiso 1 1 calc R . . C14 C 0.1880(5) 0.7887(2) 0.43730(12) 0.0453(11) Uani 1 1 d . . . H14 H 0.2249 0.8378 0.4439 0.054 Uiso 1 1 calc R . . C15 C 0.0631(5) 0.7849(2) 0.42077(12) 0.0458(11) Uani 1 1 d . . . H15 H 0.0156 0.8313 0.4159 0.055 Uiso 1 1 calc R . . C16 C 0.0079(5) 0.7141(2) 0.41146(12) 0.0459(10) Uani 1 1 d . . . H16 H -0.0781 0.7113 0.4006 0.055 Uiso 1 1 calc R . . C17 C 0.0800(4) 0.6462(2) 0.41816(12) 0.0416(10) Uani 1 1 d . . . H17 H 0.0422 0.5973 0.4116 0.050 Uiso 1 1 calc R . . C18 C 0.4011(4) 0.3520(2) 0.44352(11) 0.0326(8) Uani 1 1 d . . . C19 C 0.3048(4) 0.2994(2) 0.43181(11) 0.0358(9) Uani 1 1 d . . . H19 H 0.2200 0.3172 0.4267 0.043 Uiso 1 1 calc R . . C20 C 0.3310(4) 0.2218(2) 0.42758(11) 0.0364(9) Uani 1 1 d . . . H20 H 0.2645 0.1868 0.4192 0.044 Uiso 1 1 calc R . . C21 C 0.4511(4) 0.1950(2) 0.43530(12) 0.0397(9) Uani 1 1 d . . . H21 H 0.4680 0.1413 0.4324 0.048 Uiso 1 1 calc R . . C22 C 0.5484(4) 0.2448(2) 0.44726(14) 0.0473(11) Uani 1 1 d . . . H22 H 0.6321 0.2254 0.4530 0.057 Uiso 1 1 calc R . . C23 C 0.5244(4) 0.3238(2) 0.45103(13) 0.0425(10) Uani 1 1 d . . . H23 H 0.5921 0.3584 0.4587 0.051 Uiso 1 1 calc R . . P2 P 0.85273(9) 0.16311(5) 0.33467(3) 0.0279(2) Uani 1 1 d . . . C24 C 0.8280(4) 0.23287(19) 0.37154(11) 0.0315(8) Uani 1 1 d . . . C25 C 0.7391(4) 0.2825(2) 0.35544(12) 0.0409(10) Uani 1 1 d . . . H25 H 0.7086 0.3242 0.3696 0.049 Uiso 1 1 calc R . . C26 C 0.6924(4) 0.2685(2) 0.31521(12) 0.0392(9) Uani 1 1 d . . . H26 H 0.6309 0.3013 0.3016 0.047 Uiso 1 1 calc R . . C27 C 0.7408(3) 0.2065(2) 0.29808(11) 0.0316(8) Uani 1 1 d . . . C28 C 1.0124(4) 0.1645(2) 0.32312(12) 0.0384(9) Uani 1 1 d . . . H28A H 1.0695 0.1468 0.3455 0.058 Uiso 1 1 calc R . . H28B H 1.0351 0.2174 0.3164 0.058 Uiso 1 1 calc R . . H28C H 1.0199 0.1299 0.3012 0.058 Uiso 1 1 calc R . . C29 C 0.8062(3) 0.06842(19) 0.34814(10) 0.0270(7) Uani 1 1 d . . . C30 C 0.6914(4) 0.0603(2) 0.36350(11) 0.0337(8) Uani 1 1 d . . . H30 H 0.6392 0.1043 0.3659 0.040 Uiso 1 1 calc R . . C31 C 0.6538(4) -0.0112(2) 0.37516(11) 0.0365(9) Uani 1 1 d . . . H31 H 0.5762 -0.0171 0.3859 0.044 Uiso 1 1 calc R . . C32 C 0.7306(4) -0.0747(2) 0.37104(11) 0.0382(9) Uani 1 1 d . . . H32 H 0.7046 -0.1244 0.3788 0.046 Uiso 1 1 calc R . . C33 C 0.8429(4) -0.0675(2) 0.35605(11) 0.0368(9) Uani 1 1 d . . . H33 H 0.8940 -0.1121 0.3537 0.044 Uiso 1 1 calc R . . C34 C 0.8833(4) 0.0042(2) 0.34429(11) 0.0321(8) Uani 1 1 d . . . H34 H 0.9615 0.0094 0.3339 0.039 Uiso 1 1 calc R . . C35 C 0.8940(4) 0.2310(2) 0.41065(11) 0.0334(8) Uani 1 1 d . . . C36 C 0.9774(4) 0.1710(2) 0.42284(11) 0.0373(9) Uani 1 1 d . . . H36 H 0.9913 0.1307 0.4053 0.045 Uiso 1 1 calc R . . C37 C 1.0405(4) 0.1687(3) 0.45991(12) 0.0451(10) Uani 1 1 d . . . H37 H 1.0984 0.1279 0.4673 0.054 Uiso 1 1 calc R . . C38 C 1.0188(4) 0.2256(3) 0.48587(13) 0.0478(11) Uani 1 1 d . . . H38 H 1.0607 0.2237 0.5114 0.057 Uiso 1 1 calc R . . C39 C 0.9362(4) 0.2857(3) 0.47488(13) 0.0506(12) Uani 1 1 d . . . H39 H 0.9216 0.3249 0.4930 0.061 Uiso 1 1 calc R . . C40 C 0.8738(4) 0.2896(2) 0.43734(12) 0.0399(10) Uani 1 1 d . . . H40 H 0.8182 0.3315 0.4299 0.048 Uiso 1 1 calc R . . C41 C 0.7092(4) 0.1773(2) 0.25882(11) 0.0333(8) Uani 1 1 d . . . C42 C 0.6060(5) 0.2064(3) 0.23545(15) 0.0732(17) Uani 1 1 d . . . H42 H 0.5543 0.2448 0.2453 0.088 Uiso 1 1 calc R . . C43 C 0.5768(6) 0.1803(4) 0.19794(17) 0.104(3) Uani 1 1 d . . . H43 H 0.5058 0.2012 0.1823 0.125 Uiso 1 1 calc R . . C44 C 0.6507(5) 0.1234(3) 0.18277(14) 0.0656(15) Uani 1 1 d . . . H44 H 0.6304 0.1054 0.1571 0.079 Uiso 1 1 calc R . . C45 C 0.7525(4) 0.0945(2) 0.20564(12) 0.0406(10) Uani 1 1 d . . . H45 H 0.8039 0.0560 0.1957 0.049 Uiso 1 1 calc R . . C46 C 0.7822(4) 0.1206(2) 0.24333(11) 0.0350(8) Uani 1 1 d . . . H46 H 0.8535 0.0995 0.2588 0.042 Uiso 1 1 calc R . . P3 P 0.13650(9) 0.27318(5) 0.18011(3) 0.02504(19) Uani 1 1 d . . . C47 C 0.1642(3) 0.19017(19) 0.21120(11) 0.0297(8) Uani 1 1 d . . . C48 C 0.1043(4) 0.1295(2) 0.19188(11) 0.0364(9) Uani 1 1 d . . . H48 H 0.1051 0.0788 0.2026 0.044 Uiso 1 1 calc R . . C49 C 0.0392(4) 0.1465(2) 0.15401(12) 0.0384(9) Uani 1 1 d . . . H49 H -0.0056 0.1077 0.1387 0.046 Uiso 1 1 calc R . . C50 C 0.0458(3) 0.22096(19) 0.14156(10) 0.0296(8) Uani 1 1 d . . . C51 C 0.2804(3) 0.3149(2) 0.16751(11) 0.0302(8) Uani 1 1 d . . . H51A H 0.3257 0.2764 0.1536 0.045 Uiso 1 1 calc R . . H51B H 0.3337 0.3306 0.1910 0.045 Uiso 1 1 calc R . . H51C H 0.2607 0.3603 0.1510 0.045 Uiso 1 1 calc R . . C52 C 0.0358(3) 0.34228(18) 0.19977(10) 0.0260(7) Uani 1 1 d . . . C53 C -0.0773(3) 0.3143(2) 0.21157(11) 0.0312(8) Uani 1 1 d . . . H53 H -0.0969 0.2606 0.2096 0.037 Uiso 1 1 calc R . . C54 C -0.1595(4) 0.3649(2) 0.22597(11) 0.0362(9) Uani 1 1 d . . . H54 H -0.2359 0.3462 0.2343 0.043 Uiso 1 1 calc R . . C55 C -0.1310(4) 0.4434(2) 0.22835(11) 0.0383(9) Uani 1 1 d . . . H55 H -0.1887 0.4785 0.2379 0.046 Uiso 1 1 calc R . . C56 C -0.0205(4) 0.4705(2) 0.21700(11) 0.0366(9) Uani 1 1 d . . . H56 H -0.0017 0.5243 0.2191 0.044 Uiso 1 1 calc R . . C57 C 0.0647(4) 0.42064(19) 0.20242(11) 0.0317(8) Uani 1 1 d . . . H57 H 0.1412 0.4398 0.1944 0.038 Uiso 1 1 calc R . . C58 C 0.2348(3) 0.19166(19) 0.24971(10) 0.0289(8) Uani 1 1 d . . . C59 C 0.2794(4) 0.2607(2) 0.26678(11) 0.0325(8) Uani 1 1 d . . . H59 H 0.2653 0.3081 0.2531 0.039 Uiso 1 1 calc R . . C60 C 0.3448(4) 0.2612(2) 0.30382(12) 0.0391(9) Uani 1 1 d . . . H60 H 0.3759 0.3087 0.3150 0.047 Uiso 1 1 calc R . . C61 C 0.3644(4) 0.1932(2) 0.32408(11) 0.0403(10) Uani 1 1 d . . . H61 H 0.4072 0.1937 0.3495 0.048 Uiso 1 1 calc R . . C62 C 0.3219(4) 0.1241(2) 0.30739(12) 0.0406(10) Uani 1 1 d . . . H62 H 0.3365 0.0772 0.3215 0.049 Uiso 1 1 calc R . . C63 C 0.2590(4) 0.1220(2) 0.27082(12) 0.0369(9) Uani 1 1 d . . . H63 H 0.2316 0.0738 0.2596 0.044 Uiso 1 1 calc R . . C64 C -0.0136(3) 0.2555(2) 0.10581(11) 0.0308(8) Uani 1 1 d . . . C65 C -0.1082(4) 0.2149(2) 0.08243(12) 0.0401(9) Uani 1 1 d . . . H65 H -0.1367 0.1660 0.0906 0.048 Uiso 1 1 calc R . . C66 C -0.1601(4) 0.2463(3) 0.04734(14) 0.0520(12) Uani 1 1 d . . . H66 H -0.2230 0.2182 0.0315 0.062 Uiso 1 1 calc R . . C67 C -0.1217(4) 0.3172(3) 0.03535(13) 0.0512(12) Uani 1 1 d . . . H67 H -0.1576 0.3378 0.0113 0.061 Uiso 1 1 calc R . . C68 C -0.0300(4) 0.3593(2) 0.05837(11) 0.0410(10) Uani 1 1 d . . . H68 H -0.0035 0.4086 0.0502 0.049 Uiso 1 1 calc R . . C69 C 0.0220(4) 0.3287(2) 0.09317(10) 0.0311(8) Uani 1 1 d . . . H69 H 0.0836 0.3579 0.1090 0.037 Uiso 1 1 calc R . . Cl1 Cl 0.62234(11) 0.47697(7) 0.03889(3) 0.0485(3) Uani 1 1 d . . . Cl2 Cl 0.84916(13) 0.55120(9) 0.01750(4) 0.0714(4) Uani 1 1 d . . . C70 C 0.6879(4) 0.5363(3) 0.00536(12) 0.0426(10) Uani 1 1 d . . . H70A H 0.6736 0.5118 -0.0204 0.051 Uiso 1 1 calc R . . H70B H 0.6440 0.5870 0.0039 0.051 Uiso 1 1 calc R . . I1 I 0.73343(3) 0.012558(18) 0.079428(10) 0.05434(10) Uani 1 1 d . . . I2 I 0.26381(3) 0.506132(13) 0.103630(7) 0.03611(8) Uani 1 1 d . . . I3 I 0.48971(2) 0.440080(14) 0.249665(7) 0.03325(7) Uani 1 1 d . . . O1 O 0.5423(5) 0.4417(3) 0.35272(17) 0.1257(19) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0309(5) 0.0309(5) 0.0288(5) -0.0042(4) 0.0083(4) -0.0066(4) C1 0.032(2) 0.038(2) 0.031(2) -0.0018(16) 0.0064(16) -0.0091(16) C2 0.037(2) 0.042(2) 0.041(2) -0.0025(18) 0.0048(19) -0.0086(18) C3 0.045(2) 0.037(2) 0.040(2) -0.0065(17) 0.0075(19) -0.0149(18) C4 0.041(2) 0.0327(18) 0.031(2) -0.0051(15) 0.0108(17) -0.0091(17) C5 0.037(2) 0.046(2) 0.029(2) -0.0030(17) 0.0113(17) -0.0080(18) C6 0.037(2) 0.0278(17) 0.0257(18) -0.0045(14) 0.0060(15) 0.0001(15) C7 0.038(2) 0.049(2) 0.035(2) -0.0052(18) 0.0090(18) -0.0079(18) C8 0.044(3) 0.062(3) 0.042(3) -0.008(2) -0.001(2) -0.004(2) C9 0.060(3) 0.051(2) 0.030(2) -0.0025(19) 0.000(2) 0.008(2) C10 0.064(3) 0.047(2) 0.033(2) -0.0007(18) 0.021(2) 0.006(2) C11 0.041(2) 0.040(2) 0.034(2) -0.0009(17) 0.0128(18) -0.0004(18) C12 0.042(2) 0.0336(19) 0.0273(19) -0.0009(15) 0.0109(17) -0.0019(17) C13 0.054(3) 0.034(2) 0.034(2) -0.0034(16) 0.0182(19) -0.0084(18) C14 0.067(3) 0.034(2) 0.040(2) -0.0007(18) 0.025(2) -0.005(2) C15 0.068(3) 0.039(2) 0.034(2) 0.0003(18) 0.019(2) 0.011(2) C16 0.055(3) 0.046(2) 0.037(2) -0.0065(19) 0.007(2) 0.007(2) C17 0.053(3) 0.036(2) 0.035(2) -0.0058(17) 0.0044(19) -0.0037(19) C18 0.034(2) 0.0347(19) 0.029(2) -0.0004(15) 0.0044(16) -0.0051(16) C19 0.030(2) 0.043(2) 0.034(2) -0.0014(17) 0.0024(16) -0.0038(17) C20 0.037(2) 0.0345(19) 0.038(2) -0.0034(17) 0.0047(17) -0.0054(17) C21 0.041(2) 0.038(2) 0.042(2) 0.0009(18) 0.0083(19) 0.0004(18) C22 0.033(2) 0.047(2) 0.062(3) 0.002(2) 0.005(2) 0.0059(19) C23 0.034(2) 0.044(2) 0.049(3) -0.0026(19) 0.0005(19) -0.0053(18) P2 0.0272(5) 0.0279(4) 0.0293(5) 0.0028(4) 0.0061(4) 0.0023(4) C24 0.032(2) 0.0274(17) 0.036(2) -0.0003(15) 0.0088(16) -0.0029(15) C25 0.044(2) 0.035(2) 0.046(2) -0.0009(18) 0.013(2) 0.0061(18) C26 0.039(2) 0.036(2) 0.043(2) 0.0093(18) 0.0074(19) 0.0093(17) C27 0.030(2) 0.0320(18) 0.034(2) 0.0071(16) 0.0077(16) 0.0033(15) C28 0.031(2) 0.046(2) 0.040(2) 0.0055(18) 0.0099(17) 0.0017(17) C29 0.0304(19) 0.0276(17) 0.0224(17) 0.0022(14) 0.0004(14) -0.0008(14) C30 0.033(2) 0.0354(19) 0.033(2) 0.0001(16) 0.0064(16) 0.0021(16) C31 0.038(2) 0.043(2) 0.029(2) 0.0041(17) 0.0060(17) -0.0074(18) C32 0.048(3) 0.035(2) 0.030(2) 0.0027(16) -0.0037(18) -0.0089(18) C33 0.045(2) 0.0291(18) 0.035(2) 0.0012(16) -0.0006(18) 0.0040(17) C34 0.033(2) 0.0336(19) 0.0293(19) -0.0019(15) 0.0035(16) 0.0018(16) C35 0.036(2) 0.0306(18) 0.036(2) -0.0017(16) 0.0107(17) -0.0094(16) C36 0.044(2) 0.036(2) 0.032(2) 0.0016(16) 0.0039(18) -0.0054(17) C37 0.045(3) 0.053(3) 0.036(2) 0.008(2) 0.0024(19) -0.014(2) C38 0.042(3) 0.067(3) 0.035(2) -0.003(2) 0.0089(19) -0.024(2) C39 0.052(3) 0.061(3) 0.043(3) -0.020(2) 0.025(2) -0.027(2) C40 0.036(2) 0.040(2) 0.047(2) -0.0053(18) 0.0165(19) -0.0113(17) C41 0.033(2) 0.0372(19) 0.030(2) 0.0067(16) 0.0061(16) 0.0057(16) C42 0.066(4) 0.098(4) 0.051(3) -0.019(3) -0.013(3) 0.050(3) C43 0.099(5) 0.145(6) 0.058(4) -0.028(4) -0.035(3) 0.087(5) C44 0.084(4) 0.074(3) 0.035(3) -0.003(2) -0.009(2) 0.036(3) C45 0.050(3) 0.034(2) 0.039(2) -0.0009(17) 0.0088(19) 0.0040(18) C46 0.035(2) 0.0312(18) 0.038(2) 0.0059(16) 0.0014(17) 0.0058(16) P3 0.0266(5) 0.0216(4) 0.0275(5) 0.0014(3) 0.0053(4) 0.0000(3) C47 0.032(2) 0.0234(16) 0.035(2) 0.0051(15) 0.0113(16) 0.0041(14) C48 0.050(2) 0.0205(16) 0.040(2) 0.0039(15) 0.0083(19) -0.0009(16) C49 0.048(2) 0.0282(18) 0.040(2) -0.0076(16) 0.0065(19) -0.0063(17) C50 0.032(2) 0.0266(17) 0.031(2) -0.0038(14) 0.0083(16) -0.0008(15) C51 0.0289(19) 0.0319(18) 0.0308(19) 0.0048(15) 0.0074(15) -0.0019(15) C52 0.0311(19) 0.0242(16) 0.0226(17) 0.0004(13) 0.0031(14) 0.0045(14) C53 0.034(2) 0.0278(17) 0.033(2) 0.0002(15) 0.0080(16) -0.0033(15) C54 0.031(2) 0.041(2) 0.037(2) 0.0004(17) 0.0080(17) 0.0026(17) C55 0.039(2) 0.044(2) 0.032(2) -0.0008(17) 0.0052(17) 0.0184(18) C56 0.049(3) 0.0256(17) 0.036(2) -0.0037(16) 0.0047(18) 0.0046(17) C57 0.036(2) 0.0260(17) 0.033(2) -0.0003(15) 0.0058(16) 0.0005(15) C58 0.0288(19) 0.0276(17) 0.0320(19) 0.0079(15) 0.0107(15) 0.0027(15) C59 0.034(2) 0.0289(18) 0.035(2) 0.0076(15) 0.0028(16) 0.0013(15) C60 0.042(2) 0.036(2) 0.040(2) 0.0003(17) 0.0071(19) 0.0015(17) C61 0.039(2) 0.055(2) 0.028(2) 0.0097(18) 0.0069(17) 0.0105(19) C62 0.046(2) 0.036(2) 0.043(2) 0.0157(18) 0.018(2) 0.0126(18) C63 0.041(2) 0.0289(18) 0.043(2) 0.0087(17) 0.0145(19) 0.0056(16) C64 0.0282(19) 0.0324(18) 0.033(2) -0.0086(15) 0.0076(16) 0.0027(15) C65 0.032(2) 0.037(2) 0.050(3) -0.0108(19) -0.0017(18) 0.0034(17) C66 0.043(3) 0.059(3) 0.050(3) -0.019(2) -0.012(2) 0.011(2) C67 0.054(3) 0.065(3) 0.032(2) -0.006(2) -0.002(2) 0.027(2) C68 0.044(2) 0.047(2) 0.032(2) 0.0006(18) 0.0080(19) 0.0112(19) C69 0.032(2) 0.0340(18) 0.0270(19) -0.0028(15) 0.0031(15) 0.0045(15) Cl1 0.0468(6) 0.0598(6) 0.0379(6) 0.0098(5) -0.0004(5) -0.0077(5) Cl2 0.0504(7) 0.0934(10) 0.0674(9) 0.0216(7) -0.0059(6) -0.0250(7) C70 0.040(2) 0.049(2) 0.037(2) 0.0061(19) 0.0005(18) 0.0006(19) I1 0.0518(2) 0.05256(18) 0.0621(2) -0.01157(14) 0.02148(16) -0.01336(14) I2 0.04768(17) 0.02791(12) 0.03289(14) -0.00172(10) 0.00529(11) -0.00347(10) I3 0.03300(14) 0.02940(12) 0.03854(14) -0.00186(10) 0.00923(10) -0.00212(9) O1 0.106(4) 0.153(5) 0.124(5) 0.022(4) 0.039(4) 0.013(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C5 1.775(3) . ? P1 C6 1.786(4) . ? P1 C1 1.798(4) . ? P1 C4 1.800(4) . ? C1 C2 1.348(5) . ? C1 C18 1.466(5) . ? C2 C3 1.462(6) . ? C3 C4 1.348(6) . ? C4 C12 1.468(5) . ? C6 C7 1.373(5) . ? C6 C11 1.395(5) . ? C7 C8 1.389(6) . ? C8 C9 1.368(6) . ? C9 C10 1.367(6) . ? C10 C11 1.382(6) . ? C12 C17 1.388(6) . ? C12 C13 1.410(5) . ? C13 C14 1.384(6) . ? C14 C15 1.387(7) . ? C15 C16 1.377(6) . ? C16 C17 1.405(6) . ? C18 C19 1.394(5) . ? C18 C23 1.395(5) . ? C19 C20 1.378(5) . ? C20 C21 1.356(6) . ? C21 C22 1.372(6) . ? C22 C23 1.395(6) . ? P2 C29 1.785(3) . ? P2 C28 1.790(4) . ? P2 C24 1.803(4) . ? P2 C27 1.805(4) . ? C24 C25 1.348(5) . ? C24 C35 1.461(5) . ? C25 C26 1.454(6) . ? C26 C27 1.355(5) . ? C27 C41 1.462(5) . ? C29 C34 1.394(5) . ? C29 C30 1.396(5) . ? C30 C31 1.372(5) . ? C31 C32 1.382(6) . ? C32 C33 1.364(6) . ? C33 C34 1.386(5) . ? C35 C36 1.396(5) . ? C35 C40 1.408(5) . ? C36 C37 1.388(6) . ? C37 C38 1.373(6) . ? C38 C39 1.385(7) . ? C39 C40 1.400(6) . ? C41 C42 1.384(6) . ? C41 C46 1.395(5) . ? C42 C43 1.386(7) . ? C43 C44 1.398(7) . ? C44 C45 1.364(6) . ? C45 C46 1.392(6) . ? P3 C52 1.791(3) . ? P3 C51 1.791(3) . ? P3 C47 1.800(3) . ? P3 C50 1.803(4) . ? C47 C48 1.362(5) . ? C47 C58 1.462(5) . ? C48 C49 1.450(6) . ? C49 C50 1.360(5) . ? C50 C64 1.459(5) . ? C52 C57 1.386(5) . ? C52 C53 1.401(5) . ? C53 C54 1.371(5) . ? C54 C55 1.387(5) . ? C55 C56 1.366(6) . ? C56 C57 1.388(5) . ? C58 C59 1.390(5) . ? C58 C63 1.417(5) . ? C59 C60 1.396(6) . ? C60 C61 1.373(5) . ? C61 C62 1.379(6) . ? C62 C63 1.372(6) . ? C64 C69 1.403(5) . ? C64 C65 1.407(5) . ? C65 C66 1.394(6) . ? C66 C67 1.370(7) . ? C67 C68 1.393(6) . ? C68 C69 1.380(5) . ? Cl1 C70 1.758(4) . ? Cl2 C70 1.738(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 P1 C6 112.54(19) . . ? C5 P1 C1 112.56(19) . . ? C6 P1 C1 109.98(17) . . ? C5 P1 C4 110.94(18) . . ? C6 P1 C4 114.17(18) . . ? C1 P1 C4 95.54(18) . . ? C2 C1 C18 129.2(4) . . ? C2 C1 P1 105.6(3) . . ? C18 C1 P1 125.0(3) . . ? C1 C2 C3 116.8(4) . . ? C4 C3 C2 116.2(3) . . ? C3 C4 C12 128.7(3) . . ? C3 C4 P1 105.9(3) . . ? C12 C4 P1 125.5(3) . . ? C7 C6 C11 120.6(4) . . ? C7 C6 P1 121.7(3) . . ? C11 C6 P1 117.6(3) . . ? C6 C7 C8 119.5(4) . . ? C9 C8 C7 120.0(4) . . ? C10 C9 C8 120.5(4) . . ? C9 C10 C11 120.8(4) . . ? C10 C11 C6 118.5(4) . . ? C17 C12 C13 118.8(4) . . ? C17 C12 C4 121.6(3) . . ? C13 C12 C4 119.7(4) . . ? C14 C13 C12 119.6(4) . . ? C13 C14 C15 121.1(4) . . ? C16 C15 C14 120.1(4) . . ? C15 C16 C17 119.4(4) . . ? C12 C17 C16 121.1(4) . . ? C19 C18 C23 118.1(4) . . ? C19 C18 C1 121.7(4) . . ? C23 C18 C1 120.1(3) . . ? C20 C19 C18 120.8(4) . . ? C21 C20 C19 120.5(4) . . ? C20 C21 C22 120.5(4) . . ? C21 C22 C23 120.0(4) . . ? C22 C23 C18 120.1(4) . . ? C29 P2 C28 111.77(18) . . ? C29 P2 C24 110.72(16) . . ? C28 P2 C24 111.89(19) . . ? C29 P2 C27 112.66(17) . . ? C28 P2 C27 113.60(18) . . ? C24 P2 C27 95.16(17) . . ? C25 C24 C35 129.9(4) . . ? C25 C24 P2 106.2(3) . . ? C35 C24 P2 123.9(3) . . ? C24 C25 C26 116.2(3) . . ? C27 C26 C25 116.9(4) . . ? C26 C27 C41 128.9(4) . . ? C26 C27 P2 105.5(3) . . ? C41 C27 P2 125.6(3) . . ? C34 C29 C30 120.5(3) . . ? C34 C29 P2 121.1(3) . . ? C30 C29 P2 118.4(3) . . ? C31 C30 C29 120.1(3) . . ? C30 C31 C32 118.9(4) . . ? C33 C32 C31 121.5(4) . . ? C32 C33 C34 120.6(4) . . ? C33 C34 C29 118.3(3) . . ? C36 C35 C40 118.0(4) . . ? C36 C35 C24 121.4(3) . . ? C40 C35 C24 120.6(4) . . ? C37 C36 C35 121.8(4) . . ? C38 C37 C36 119.7(4) . . ? C37 C38 C39 120.1(4) . . ? C38 C39 C40 120.8(4) . . ? C39 C40 C35 119.6(4) . . ? C42 C41 C46 117.7(4) . . ? C42 C41 C27 120.5(4) . . ? C46 C41 C27 121.8(3) . . ? C41 C42 C43 121.0(4) . . ? C42 C43 C44 120.8(5) . . ? C45 C44 C43 118.6(5) . . ? C44 C45 C46 120.8(4) . . ? C45 C46 C41 121.2(4) . . ? C52 P3 C51 113.17(16) . . ? C52 P3 C47 111.17(16) . . ? C51 P3 C47 112.45(17) . . ? C52 P3 C50 109.04(17) . . ? C51 P3 C50 114.55(17) . . ? C47 P3 C50 95.12(17) . . ? C48 C47 C58 129.0(3) . . ? C48 C47 P3 106.1(3) . . ? C58 C47 P3 124.9(3) . . ? C47 C48 C49 116.3(3) . . ? C50 C49 C48 116.5(4) . . ? C49 C50 C64 128.8(4) . . ? C49 C50 P3 106.0(3) . . ? C64 C50 P3 125.1(3) . . ? C57 C52 C53 120.5(3) . . ? C57 C52 P3 122.4(3) . . ? C53 C52 P3 117.1(3) . . ? C54 C53 C52 119.6(3) . . ? C53 C54 C55 119.9(3) . . ? C56 C55 C54 120.4(3) . . ? C55 C56 C57 121.0(3) . . ? C52 C57 C56 118.6(3) . . ? C59 C58 C63 118.0(4) . . ? C59 C58 C47 121.5(3) . . ? C63 C58 C47 120.4(3) . . ? C58 C59 C60 120.8(3) . . ? C61 C60 C59 120.1(4) . . ? C60 C61 C62 119.8(4) . . ? C63 C62 C61 121.1(4) . . ? C62 C63 C58 120.1(4) . . ? C69 C64 C65 117.8(4) . . ? C69 C64 C50 122.0(3) . . ? C65 C64 C50 120.1(3) . . ? C66 C65 C64 120.0(4) . . ? C67 C66 C65 120.9(4) . . ? C66 C67 C68 120.1(4) . . ? C69 C68 C67 119.4(4) . . ? C68 C69 C64 121.7(4) . . ? Cl2 C70 Cl1 112.3(2) . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 28.70 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.798 _refine_diff_density_min -2.659 _refine_diff_density_rms 0.098 #END=== data_phosmei # compound A1+ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H18 I O P' _chemical_formula_weight 348.14 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' 'I' 'I' -0.4742 1.8119 '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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Orthorhombic' _symmetry_space_group_name_H-M 'Pbca ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 14.354(1) _cell_length_b 11.207(1) _cell_length_c 17.548(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2822.9(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 251 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 20.0 _exptl_crystal_description 'needle' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.638 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 2.362 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.6495 _exptl_absorpt_correction_T_max 0.8336 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6621 _diffrn_reflns_av_R_equivalents 0.0199 _diffrn_reflns_av_sigmaI/netI 0.0347 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 28.70 _reflns_number_total 3641 _reflns_number_gt 2698 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The water molecule H atoms could not be located in the final difference Fourier map. ; _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^)+(0.0727P)^2^+3.0346P] 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 3641 _refine_ls_number_parameters 152 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0641 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.1421 _refine_ls_wR_factor_gt 0.1314 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.19235(6) 0.11681(8) 0.41067(6) 0.0368(2) Uani 1 1 d . . . C1 C 0.2846(3) 0.0885(4) 0.3457(3) 0.0514(12) Uani 1 1 d . . . H1 H 0.3352 0.0356 0.3543 0.062 Uiso 1 1 calc R . . C2 C 0.2711(3) 0.1545(3) 0.2820(3) 0.0465(10) Uani 1 1 d . . . C3 C 0.1868(3) 0.2314(3) 0.2843(2) 0.0396(8) Uani 1 1 d . . . C4 C 0.1320(3) 0.2154(4) 0.3482(2) 0.0500(11) Uani 1 1 d . . . H4 H 0.0728 0.2507 0.3572 0.060 Uiso 1 1 calc R . . C5 C 0.2266(3) 0.1922(3) 0.4959(3) 0.0459(10) Uani 1 1 d . . . H5A H 0.2568 0.2678 0.4828 0.069 Uiso 1 1 calc R . . H5B H 0.2702 0.1420 0.5245 0.069 Uiso 1 1 calc R . . H5C H 0.1714 0.2081 0.5273 0.069 Uiso 1 1 calc R . . C6 C 0.3337(4) 0.1531(4) 0.2150(3) 0.0637(14) Uani 1 1 d . . . H6A H 0.3016 0.1160 0.1718 0.096 Uiso 1 1 calc R . . H6B H 0.3899 0.1074 0.2272 0.096 Uiso 1 1 calc R . . H6C H 0.3510 0.2351 0.2018 0.096 Uiso 1 1 calc R . . C7 C 0.1681(3) 0.3162(4) 0.2251(3) 0.0529(11) Uani 1 1 d . . . H7A H 0.1169 0.3686 0.2408 0.079 Uiso 1 1 calc R . . H7B H 0.1506 0.2739 0.1784 0.079 Uiso 1 1 calc R . . H7C H 0.2240 0.3642 0.2157 0.079 Uiso 1 1 calc R . . C8 C 0.1292(2) -0.0162(3) 0.4337(2) 0.0311(7) Uani 1 1 d . . . C9 C 0.0949(3) -0.0859(4) 0.3745(2) 0.0418(9) Uani 1 1 d . . . H9 H 0.1035 -0.0619 0.3231 0.050 Uiso 1 1 calc R . . C10 C 0.0479(3) -0.1909(4) 0.3913(3) 0.0469(10) Uani 1 1 d . . . H10 H 0.0247 -0.2394 0.3511 0.056 Uiso 1 1 calc R . . C11 C 0.0349(2) -0.2250(3) 0.4656(3) 0.0424(9) Uani 1 1 d . . . H11 H 0.0026 -0.2970 0.4765 0.051 Uiso 1 1 calc R . . C12 C 0.0677(2) -0.1567(3) 0.5240(2) 0.0372(8) Uani 1 1 d . . . H12 H 0.0583 -0.1815 0.5752 0.045 Uiso 1 1 calc R . . C13 C 0.1151(2) -0.0505(3) 0.5090(2) 0.0314(7) Uani 1 1 d . . . H13 H 0.1373 -0.0023 0.5497 0.038 Uiso 1 1 calc R . . I1 I 0.43452(4) 0.47679(5) 0.15330(3) 0.04747(17) Uani 0.76 1 d P . . I2 I 0.41142(15) 0.49249(19) 0.13316(12) 0.04747(17) Uani 0.24 1 d P . . O1 O 0.1288(3) 0.4506(4) 0.4736(3) 0.1016(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0318(4) 0.0290(4) 0.0498(6) 0.0090(4) 0.0089(4) 0.0023(3) C1 0.044(2) 0.0326(19) 0.078(3) 0.003(2) 0.024(2) 0.0009(16) C2 0.053(2) 0.0263(16) 0.060(3) -0.0038(18) 0.023(2) -0.0099(15) C3 0.0458(19) 0.0267(16) 0.046(2) -0.0019(16) 0.0037(17) -0.0107(14) C4 0.060(2) 0.038(2) 0.052(3) 0.0146(19) 0.016(2) 0.0140(18) C5 0.0384(19) 0.0322(17) 0.067(3) -0.0002(19) 0.0008(19) 0.0000(15) C6 0.073(3) 0.041(2) 0.076(4) -0.009(2) 0.039(3) -0.009(2) C7 0.061(2) 0.052(2) 0.046(3) 0.013(2) 0.001(2) -0.006(2) C8 0.0270(14) 0.0292(16) 0.037(2) 0.0030(14) 0.0007(14) 0.0014(12) C9 0.0408(18) 0.047(2) 0.037(2) 0.0014(18) -0.0016(17) -0.0013(16) C10 0.0374(18) 0.043(2) 0.060(3) -0.012(2) -0.0052(19) -0.0027(16) C11 0.0269(16) 0.0327(17) 0.068(3) 0.0026(19) -0.0005(17) -0.0051(13) C12 0.0294(16) 0.0369(19) 0.045(2) 0.0098(17) 0.0042(15) 0.0018(13) C13 0.0273(15) 0.0305(16) 0.037(2) 0.0012(15) -0.0006(14) 0.0010(12) I1 0.0598(4) 0.0340(2) 0.0487(4) 0.00176(19) 0.0088(2) -0.00373(18) I2 0.0598(4) 0.0340(2) 0.0487(4) 0.00176(19) 0.0088(2) -0.00373(18) O1 0.101(3) 0.080(3) 0.124(4) 0.012(3) 0.023(3) 0.010(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C1 1.775(4) . ? P1 C4 1.782(4) . ? P1 C5 1.787(5) . ? P1 C8 1.791(3) . ? C1 C2 1.355(6) . ? C1 H1 0.9500 . ? C2 C6 1.478(6) . ? C2 C3 1.487(6) . ? C3 C4 1.380(6) . ? C3 C7 1.433(6) . ? C4 H4 0.9500 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.389(5) . ? C8 C13 1.392(5) . ? C9 C10 1.388(6) . ? C9 H9 0.9500 . ? C10 C11 1.371(7) . ? C10 H10 0.9500 . ? C11 C12 1.364(6) . ? C11 H11 0.9500 . ? C12 C13 1.395(5) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? I1 I2 0.5155(18) . ? 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 C1 P1 C4 94.5(2) . . ? C1 P1 C5 114.7(2) . . ? C4 P1 C5 110.8(2) . . ? C1 P1 C8 111.92(18) . . ? C4 P1 C8 114.2(2) . . ? C5 P1 C8 110.10(19) . . ? C2 C1 P1 109.0(3) . . ? C2 C1 H1 125.5 . . ? P1 C1 H1 125.5 . . ? C1 C2 C6 124.3(4) . . ? C1 C2 C3 114.2(4) . . ? C6 C2 C3 121.5(4) . . ? C4 C3 C7 124.6(4) . . ? C4 C3 C2 114.3(4) . . ? C7 C3 C2 121.1(4) . . ? C3 C4 P1 107.7(3) . . ? C3 C4 H4 126.2 . . ? P1 C4 H4 126.2 . . ? P1 C5 H5A 109.5 . . ? P1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? P1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C2 C6 H6A 109.5 . . ? C2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 C13 120.2(3) . . ? C9 C8 P1 118.6(3) . . ? C13 C8 P1 121.2(3) . . ? C10 C9 C8 119.4(4) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? C11 C10 C9 120.3(4) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 120.7(4) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C13 120.4(4) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C8 C13 C12 119.0(3) . . ? C8 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.70 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.528 _refine_diff_density_min -1.297 _refine_diff_density_rms 0.105 #END=== data_dibenzpme # compound A3+ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H18 Cl2 I P' _chemical_formula_weight 487.11 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P21/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 19.007(1) _cell_length_b 10.697(1) _cell_length_c 20.438(1) _cell_angle_alpha 90.00 _cell_angle_beta 104.570(1) _cell_angle_gamma 90.00 _cell_volume 4021.8(5) _cell_formula_units_Z 8 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 251 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 20.0 _exptl_crystal_description 'block' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.609 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1920 _exptl_absorpt_coefficient_mu 1.937 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.6753 _exptl_absorpt_correction_T_max 0.7219 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'KappaCCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20481 _diffrn_reflns_av_R_equivalents 0.0212 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 30.03 _reflns_number_total 11713 _reflns_number_gt 8815 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0338P)^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 11713 _refine_ls_number_parameters 435 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0496 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0750 _refine_ls_wR_factor_gt 0.0699 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 0.64810(3) 0.03071(5) 0.32051(3) 0.02053(11) Uani 1 1 d . . . C1 C 0.70765(10) -0.05497(18) 0.38713(10) 0.0216(4) Uani 1 1 d . . . C2 C 0.69197(11) -0.11789(18) 0.44124(11) 0.0254(4) Uani 1 1 d . . . H2 H 0.6440 -0.1186 0.4473 0.031 Uiso 1 1 calc R . . C3 C 0.74805(12) -0.17961(19) 0.48627(11) 0.0300(5) Uani 1 1 d . . . H3 H 0.7386 -0.2228 0.5238 0.036 Uiso 1 1 calc R . . C4 C 0.81789(12) -0.1786(2) 0.47688(11) 0.0301(5) Uani 1 1 d . . . H4 H 0.8556 -0.2218 0.5080 0.036 Uiso 1 1 calc R . . C5 C 0.83363(11) -0.11566(19) 0.42280(11) 0.0268(5) Uani 1 1 d . . . H5 H 0.8816 -0.1155 0.4168 0.032 Uiso 1 1 calc R . . C6 C 0.77800(10) -0.05302(18) 0.37771(10) 0.0218(4) Uani 1 1 d . . . C7 C 0.78415(10) 0.01889(17) 0.31736(10) 0.0204(4) Uani 1 1 d . . . C8 C 0.84584(10) 0.02899(19) 0.29262(11) 0.0253(4) Uani 1 1 d . . . H8 H 0.8896 -0.0123 0.3148 0.030 Uiso 1 1 calc R . . C9 C 0.84255(11) 0.10037(19) 0.23499(12) 0.0276(5) Uani 1 1 d . . . H9 H 0.8844 0.1080 0.2179 0.033 Uiso 1 1 calc R . . C10 C 0.77863(11) 0.16053(18) 0.20225(11) 0.0266(5) Uani 1 1 d . . . H10 H 0.7775 0.2098 0.1633 0.032 Uiso 1 1 calc R . . C11 C 0.71634(11) 0.14965(18) 0.22559(11) 0.0239(4) Uani 1 1 d . . . H11 H 0.6725 0.1902 0.2029 0.029 Uiso 1 1 calc R . . C12 C 0.71957(10) 0.07816(17) 0.28284(10) 0.0210(4) Uani 1 1 d . . . C13 C 0.58287(11) -0.06817(18) 0.26648(11) 0.0261(4) Uani 1 1 d . . . H13A H 0.6081 -0.1325 0.2469 0.039 Uiso 1 1 calc R . . H13B H 0.5522 -0.0181 0.2301 0.039 Uiso 1 1 calc R . . H13C H 0.5525 -0.1081 0.2927 0.039 Uiso 1 1 calc R . . C14 C 0.60170(10) 0.15231(18) 0.35271(10) 0.0224(4) Uani 1 1 d . . . C15 C 0.61966(11) 0.27731(18) 0.34887(11) 0.0256(5) Uani 1 1 d . . . H15 H 0.6555 0.3013 0.3262 0.031 Uiso 1 1 calc R . . C16 C 0.58469(11) 0.3671(2) 0.37854(12) 0.0303(5) Uani 1 1 d . . . H16 H 0.5966 0.4530 0.3762 0.036 Uiso 1 1 calc R . . C17 C 0.53259(12) 0.3316(2) 0.41138(12) 0.0322(5) Uani 1 1 d . . . H17 H 0.5093 0.3932 0.4320 0.039 Uiso 1 1 calc R . . C18 C 0.51412(12) 0.2070(2) 0.41439(13) 0.0340(5) Uani 1 1 d . . . H18 H 0.4780 0.1837 0.4368 0.041 Uiso 1 1 calc R . . C19 C 0.54794(10) 0.1163(2) 0.38495(11) 0.0278(5) Uani 1 1 d . . . H19 H 0.5349 0.0308 0.3866 0.033 Uiso 1 1 calc R . . P2 P 0.14348(3) 0.03761(5) 0.30584(3) 0.02087(11) Uani 1 1 d . . . C20 C 0.21893(10) 0.08147(17) 0.27330(10) 0.0221(4) Uani 1 1 d . . . C21 C 0.21916(12) 0.14781(19) 0.21469(11) 0.0282(5) Uani 1 1 d . . . H21 H 0.1757 0.1829 0.1874 0.034 Uiso 1 1 calc R . . C22 C 0.28472(12) 0.16106(19) 0.19736(12) 0.0329(5) Uani 1 1 d . . . H22 H 0.2864 0.2063 0.1578 0.039 Uiso 1 1 calc R . . C23 C 0.34795(12) 0.1090(2) 0.23718(12) 0.0319(5) Uani 1 1 d . . . H23 H 0.3923 0.1194 0.2245 0.038 Uiso 1 1 calc R . . C24 C 0.34757(11) 0.04201(19) 0.29533(11) 0.0282(5) Uani 1 1 d . . . H24 H 0.3912 0.0067 0.3222 0.034 Uiso 1 1 calc R . . C25 C 0.28228(10) 0.02746(18) 0.31355(11) 0.0227(4) Uani 1 1 d . . . C26 C 0.27100(10) -0.04294(18) 0.37259(10) 0.0221(4) Uani 1 1 d . . . C27 C 0.32324(11) -0.10465(19) 0.42137(11) 0.0269(5) Uani 1 1 d . . . H27 H 0.3727 -0.1043 0.4196 0.032 Uiso 1 1 calc R . . C28 C 0.30226(12) -0.16684(19) 0.47265(11) 0.0284(5) Uani 1 1 d . . . H28 H 0.3379 -0.2098 0.5060 0.034 Uiso 1 1 calc R . . C29 C 0.23039(12) -0.16812(19) 0.47672(11) 0.0277(5) Uani 1 1 d . . . H29 H 0.2176 -0.2106 0.5129 0.033 Uiso 1 1 calc R . . C30 C 0.17743(11) -0.10750(18) 0.42808(11) 0.0250(4) Uani 1 1 d . . . H30 H 0.1281 -0.1077 0.4303 0.030 Uiso 1 1 calc R . . C31 C 0.19835(10) -0.04638(17) 0.37597(10) 0.0207(4) Uani 1 1 d . . . C32 C 0.07959(11) -0.05669(19) 0.24782(11) 0.0272(5) Uani 1 1 d . . . H32A H 0.0534 -0.0051 0.2098 0.041 Uiso 1 1 calc R . . H32B H 0.0449 -0.0929 0.2708 0.041 Uiso 1 1 calc R . . H32C H 0.1053 -0.1240 0.2309 0.041 Uiso 1 1 calc R . . C33 C 0.03717(11) 0.1338(2) 0.35926(12) 0.0304(5) Uani 1 1 d . . . H33 H 0.0197 0.0503 0.3567 0.037 Uiso 1 1 calc R . . C34 C 0.09733(10) 0.16356(18) 0.33482(10) 0.0226(4) Uani 1 1 d . . . C35 C 0.00314(12) 0.2265(2) 0.38722(13) 0.0346(6) Uani 1 1 d . . . H35 H -0.0381 0.2072 0.4037 0.042 Uiso 1 1 calc R . . C36 C 0.02955(11) 0.3479(2) 0.39104(11) 0.0305(5) Uani 1 1 d . . . H36 H 0.0064 0.4115 0.4105 0.037 Uiso 1 1 calc R . . C37 C 0.08888(12) 0.37730(19) 0.36691(11) 0.0295(5) Uani 1 1 d . . . H37 H 0.1061 0.4610 0.3695 0.035 Uiso 1 1 calc R . . C38 C 0.12362(12) 0.28536(18) 0.33877(11) 0.0272(5) Uani 1 1 d . . . H38 H 0.1648 0.3054 0.3224 0.033 Uiso 1 1 calc R . . Cl1 Cl 0.19005(3) 0.64450(5) 0.64275(3) 0.03680(13) Uani 1 1 d . . . Cl2 Cl 0.10148(3) 0.59011(5) 0.50781(3) 0.03686(13) Uani 1 1 d . . . C39 C 0.15184(12) 0.5252(2) 0.58472(12) 0.0343(5) Uani 1 1 d . . . H39A H 0.1911 0.4718 0.5762 0.041 Uiso 1 1 calc R . . H39B H 0.1197 0.4721 0.6043 0.041 Uiso 1 1 calc R . . Cl3 Cl 0.22615(4) 1.00728(5) 0.02900(4) 0.04714(16) Uani 1 1 d . . . Cl4 Cl 0.16741(3) 0.84164(6) 0.11505(3) 0.04608(16) Uani 1 1 d . . . C40 C 0.14610(13) 0.9542(2) 0.04935(14) 0.0433(6) Uani 1 1 d . . . H40A H 0.1131 0.9166 0.0088 0.052 Uiso 1 1 calc R . . H40B H 0.1207 1.0258 0.0638 0.052 Uiso 1 1 calc R . . I1 I 0.001918(8) 0.214465(13) 0.109844(8) 0.03055(5) Uani 1 1 d . . . I2 I 0.512047(7) 0.225178(13) 0.145787(8) 0.02756(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0180(2) 0.0203(3) 0.0231(3) -0.0008(2) 0.0047(2) 0.0003(2) C1 0.0224(10) 0.0192(10) 0.0226(11) -0.0029(8) 0.0045(8) -0.0009(8) C2 0.0260(11) 0.0227(10) 0.0274(11) -0.0026(9) 0.0063(9) -0.0016(8) C3 0.0404(13) 0.0252(11) 0.0247(12) 0.0015(9) 0.0090(10) 0.0008(10) C4 0.0329(12) 0.0271(11) 0.0267(12) 0.0023(10) 0.0006(10) 0.0048(9) C5 0.0229(10) 0.0277(11) 0.0284(12) -0.0028(9) 0.0038(9) 0.0022(8) C6 0.0232(10) 0.0178(10) 0.0233(11) -0.0014(8) 0.0038(8) 0.0008(8) C7 0.0210(9) 0.0168(9) 0.0235(11) -0.0016(8) 0.0056(8) -0.0006(8) C8 0.0194(10) 0.0241(10) 0.0324(12) -0.0021(9) 0.0063(9) 0.0002(8) C9 0.0268(11) 0.0230(11) 0.0366(13) -0.0012(9) 0.0144(10) -0.0023(9) C10 0.0312(11) 0.0223(11) 0.0283(12) 0.0011(9) 0.0107(10) -0.0032(9) C11 0.0238(10) 0.0195(10) 0.0273(11) -0.0005(9) 0.0046(9) -0.0001(8) C12 0.0194(9) 0.0195(10) 0.0239(11) -0.0027(8) 0.0051(8) -0.0009(8) C13 0.0265(11) 0.0250(11) 0.0259(11) -0.0011(9) 0.0047(9) -0.0025(8) C14 0.0207(10) 0.0230(10) 0.0223(11) -0.0013(8) 0.0034(8) 0.0034(8) C15 0.0253(11) 0.0256(11) 0.0259(11) 0.0014(9) 0.0064(9) 0.0017(8) C16 0.0322(12) 0.0238(11) 0.0330(13) -0.0016(9) 0.0050(10) 0.0039(9) C17 0.0307(12) 0.0322(12) 0.0327(13) -0.0060(10) 0.0059(10) 0.0109(10) C18 0.0224(11) 0.0420(14) 0.0405(14) -0.0035(11) 0.0131(11) 0.0026(9) C19 0.0204(10) 0.0285(11) 0.0348(13) -0.0015(9) 0.0077(9) -0.0011(8) P2 0.0187(2) 0.0203(3) 0.0236(3) 0.0012(2) 0.0054(2) 0.0006(2) C20 0.0219(10) 0.0201(10) 0.0247(11) -0.0011(8) 0.0068(9) -0.0007(8) C21 0.0325(11) 0.0226(11) 0.0301(12) 0.0011(9) 0.0094(10) 0.0001(9) C22 0.0474(14) 0.0241(11) 0.0334(13) 0.0004(10) 0.0217(12) -0.0036(10) C23 0.0315(12) 0.0271(11) 0.0417(14) -0.0039(10) 0.0177(11) -0.0055(9) C24 0.0226(10) 0.0279(11) 0.0354(13) -0.0036(10) 0.0098(10) 0.0001(9) C25 0.0227(10) 0.0206(10) 0.0258(11) -0.0036(8) 0.0078(9) -0.0008(8) C26 0.0210(10) 0.0218(10) 0.0237(11) -0.0031(8) 0.0057(8) -0.0004(8) C27 0.0222(10) 0.0276(11) 0.0284(12) -0.0032(9) 0.0016(9) 0.0002(9) C28 0.0318(11) 0.0239(11) 0.0249(11) -0.0005(9) -0.0018(9) 0.0026(9) C29 0.0383(12) 0.0238(11) 0.0203(11) 0.0015(9) 0.0061(9) -0.0022(9) C30 0.0260(10) 0.0234(10) 0.0263(11) -0.0034(9) 0.0077(9) -0.0014(8) C31 0.0235(10) 0.0164(9) 0.0216(10) -0.0006(8) 0.0046(8) -0.0004(8) C32 0.0254(11) 0.0280(11) 0.0271(12) 0.0000(9) 0.0042(9) -0.0032(9) C33 0.0209(10) 0.0281(11) 0.0432(14) -0.0041(10) 0.0096(10) -0.0015(9) C34 0.0196(10) 0.0218(10) 0.0248(11) 0.0013(8) 0.0027(8) 0.0041(8) C35 0.0215(11) 0.0380(14) 0.0460(16) -0.0043(11) 0.0114(11) 0.0015(9) C36 0.0285(11) 0.0297(12) 0.0318(13) -0.0042(10) 0.0050(10) 0.0089(9) C37 0.0365(12) 0.0214(11) 0.0303(12) 0.0017(9) 0.0076(10) 0.0021(9) C38 0.0279(11) 0.0276(12) 0.0273(12) 0.0021(9) 0.0094(10) 0.0004(9) Cl1 0.0371(3) 0.0387(3) 0.0326(3) -0.0032(3) 0.0050(3) -0.0055(2) Cl2 0.0372(3) 0.0439(3) 0.0285(3) -0.0013(3) 0.0066(3) -0.0041(3) C39 0.0354(12) 0.0313(12) 0.0354(14) 0.0009(10) 0.0075(11) 0.0009(10) Cl3 0.0515(4) 0.0337(3) 0.0599(4) 0.0028(3) 0.0211(4) -0.0046(3) Cl4 0.0419(3) 0.0553(4) 0.0471(4) 0.0036(3) 0.0225(3) 0.0019(3) C40 0.0349(13) 0.0447(15) 0.0489(17) -0.0021(13) 0.0081(12) 0.0054(11) I1 0.02774(8) 0.02808(8) 0.03660(9) 0.00235(6) 0.00950(7) 0.00141(5) I2 0.02226(7) 0.02716(8) 0.03364(9) -0.00037(6) 0.00774(6) 0.00084(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C13 1.785(2) . ? P1 C14 1.7875(19) . ? P1 C1 1.789(2) . ? P1 C12 1.7949(18) . ? C1 C2 1.389(3) . ? C1 C6 1.398(3) . ? C2 C3 1.388(3) . ? C3 C4 1.388(3) . ? C4 C5 1.390(3) . ? C5 C6 1.388(3) . ? C6 C7 1.483(3) . ? C7 C8 1.393(2) . ? C7 C12 1.404(3) . ? C8 C9 1.392(3) . ? C9 C10 1.389(3) . ? C10 C11 1.388(3) . ? C11 C12 1.386(3) . ? C14 C15 1.387(3) . ? C14 C19 1.402(3) . ? C15 C16 1.391(3) . ? C16 C17 1.382(3) . ? C17 C18 1.383(3) . ? C18 C19 1.383(3) . ? P2 C32 1.782(2) . ? P2 C31 1.788(2) . ? P2 C34 1.7880(19) . ? P2 C20 1.7886(19) . ? C20 C21 1.393(3) . ? C20 C25 1.401(3) . ? C21 C22 1.386(3) . ? C22 C23 1.387(3) . ? C23 C24 1.390(3) . ? C24 C25 1.391(3) . ? C25 C26 1.483(3) . ? C26 C27 1.385(3) . ? C26 C31 1.400(3) . ? C27 C28 1.382(3) . ? C28 C29 1.389(3) . ? C29 C30 1.385(3) . ? C30 C31 1.390(3) . ? C33 C35 1.384(3) . ? C33 C34 1.395(3) . ? C34 C38 1.390(3) . ? C35 C36 1.387(3) . ? C36 C37 1.376(3) . ? C37 C38 1.388(3) . ? Cl1 C39 1.769(2) . ? Cl2 C39 1.764(2) . ? Cl3 C40 1.769(2) . ? Cl4 C40 1.773(3) . ? 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 C13 P1 C14 109.19(9) . . ? C13 P1 C1 112.04(10) . . ? C14 P1 C1 111.65(9) . . ? C13 P1 C12 112.64(9) . . ? C14 P1 C12 116.67(9) . . ? C1 P1 C12 93.97(9) . . ? C2 C1 C6 121.39(19) . . ? C2 C1 P1 129.26(15) . . ? C6 C1 P1 109.35(14) . . ? C3 C2 C1 118.40(19) . . ? C2 C3 C4 120.4(2) . . ? C3 C4 C5 121.2(2) . . ? C6 C5 C4 118.79(19) . . ? C5 C6 C1 119.77(18) . . ? C5 C6 C7 126.61(18) . . ? C1 C6 C7 113.62(17) . . ? C8 C7 C12 119.47(18) . . ? C8 C7 C6 126.29(18) . . ? C12 C7 C6 114.22(16) . . ? C9 C8 C7 119.14(19) . . ? C10 C9 C8 120.65(18) . . ? C11 C10 C9 120.91(19) . . ? C12 C11 C10 118.42(19) . . ? C11 C12 C7 121.38(17) . . ? C11 C12 P1 129.83(16) . . ? C7 C12 P1 108.48(14) . . ? C15 C14 C19 120.68(18) . . ? C15 C14 P1 121.97(15) . . ? C19 C14 P1 117.30(15) . . ? C14 C15 C16 119.33(19) . . ? C17 C16 C15 120.1(2) . . ? C16 C17 C18 120.47(19) . . ? C19 C18 C17 120.4(2) . . ? C18 C19 C14 119.0(2) . . ? C32 P2 C31 114.30(10) . . ? C32 P2 C34 109.75(9) . . ? C31 P2 C34 110.43(9) . . ? C32 P2 C20 112.15(9) . . ? C31 P2 C20 93.98(9) . . ? C34 P2 C20 115.57(9) . . ? C21 C20 C25 121.80(18) . . ? C21 C20 P2 129.02(16) . . ? C25 C20 P2 108.94(14) . . ? C22 C21 C20 118.0(2) . . ? C21 C22 C23 120.7(2) . . ? C22 C23 C24 121.25(19) . . ? C23 C24 C25 118.9(2) . . ? C24 C25 C20 119.30(19) . . ? C24 C25 C26 126.58(19) . . ? C20 C25 C26 114.11(16) . . ? C27 C26 C31 119.30(18) . . ? C27 C26 C25 127.13(18) . . ? C31 C26 C25 113.56(18) . . ? C28 C27 C26 118.94(19) . . ? C27 C28 C29 121.7(2) . . ? C30 C29 C28 120.03(19) . . ? C29 C30 C31 118.27(18) . . ? C30 C31 C26 121.71(19) . . ? C30 C31 P2 128.97(15) . . ? C26 C31 P2 109.32(14) . . ? C35 C33 C34 119.6(2) . . ? C38 C34 C33 120.54(18) . . ? C38 C34 P2 121.75(15) . . ? C33 C34 P2 117.46(15) . . ? C33 C35 C36 119.6(2) . . ? C37 C36 C35 120.74(19) . . ? C36 C37 C38 120.3(2) . . ? C37 C38 C34 119.12(19) . . ? Cl2 C39 Cl1 110.68(12) . . ? Cl3 C40 Cl4 110.50(13) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.03 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.314 _refine_diff_density_min -0.982 _refine_diff_density_rms 0.092 #END===