# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2003 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Ian Dance' _publ_contact_author_name 'Prof Ian Dance' _publ_contact_author_address ; Chemical Sciences UNSW High Street Randwick Sydney NSW 2052 AUSTRALIA ; _publ_contact_author_email 'I.DANCE@UNSW.EDU.AU' _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; The Subtle Tetramorphism of MePh3P+ I3-. ; _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C., Guagliardi, A., Polidori, G., J. Appl. Cryst., 1994, 27, 435. De Meulenaer, J. and Tompa, H. Acta Cryst., 1965, 19, 1014. Ibers, J.A. and Hamilton, W.C., (Eds) International Tables for X-Ray Crystallography Vol. 4 , Kynoch Press, Birmingham, 1974. Johnson, C.K.,'ORTEP-II', Oak Ridge National Laboratory, Tennessee, U.S.A., 1976. Rae, A.D., RAELS. A comprehensive Constrained Least Squares Refinement Program, University of New South Wales, 1989. ; data_DID311 _database_code_CSD 192040 _audit_creation_method 'RAELSPUB and manual entry' _publ_section_figure_captions ? _publ_section_exptl_prep ? _publ_section_exptl_refinement ? _computing_data_collection 'CAD4 Version 5.0, 1989' _computing_cell_refinement 'CAD4 Version 5.0, 1989' _computing_data_reduction 'Local program' _computing_structure_solution 'SIR92 (Altomare et al, 1994)' _computing_structure_refinement 'RAELS, (Rae, 1989)' _computing_molecular_graphics 'ORTEP-II, (Johnson, 1976)' _computing_publication_material 'Local programs' # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C19 H18 P 1+,I3 1-' _chemical_formula_sum 'C19 H18 I3 P' _chemical_formula_iupac ? _chemical_formula_weight 658.0 # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2+x,1/2-y,-z 3 -x,1/2+y,1/2-z 4 1/2-x,-y,1/2+z 5 -x,-y,-z 6 1/2-x,1/2+y,z 7 x,1/2-y,1/2+z 8 1/2+x,y,1/2-z _cell_length_a 14.650(3) _cell_length_b 16.525(3) _cell_length_c 18.089(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4379(2) _cell_formula_units_Z 8 _cell_measurement_reflns_used 10 _cell_measurement_theta_min 10 _cell_measurement_theta_max 12 _cell_measurement_temperature 294 _exptl_crystal_description bipyramid _exptl_crystal_colour brown _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 2.00 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2448.0 _exptl_absorpt_coefficient_mu 4.308 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details '(DeMeulenaer & Tompa, 1965)' _exptl_absorpt_correction_T_min 0.55 _exptl_absorpt_correction_T_max 0.72 # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_reflns_number 3846 _diffrn_reflns_av_R_equivalents ? _diffrn_reflns_theta_max 25 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_standards_number 1 _diffrn_standards_interval_time 30min _diffrn_standards_decay_% 0 # REFINEMENT DATA _refine_special_details ; Phenyl rings were refined as identical planar groups with mm2 symmetry, each having a 12-parameter TL rigid-body thermal parameter with the centre of libration at the attached phosphorus atom. ; _reflns_number_total 3846 _reflns_number_gt 1554 _reflns_threshold_expression I>2\s(I) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.046 _refine_ls_wR_factor_ref 0.050 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 1554 _refine_ls_number_parameters 105 _refine_ls_goodness_of_fit_ref 1.32 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0004F^2^]' _refine_ls_shift/su_max 0.005 _refine_diff_density_max 1.66 _refine_diff_density_min -2.80 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables for X-ray Crystallography, Vol. IV' # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _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_type_symbol _atom_site_occupancy P1 0.3941(2) 0.5265(2) 0.3482(2) 0.0655(9) Uani P 1.0 C1 0.4961(4) 0.5789(4) 0.3727(4) 0.059(3) Uani C 1.0 C2 0.4941(5) 0.6585(5) 0.3963(4) 0.079(3) Uani C 1.0 C3 0.5752(6) 0.6969(5) 0.4146(4) 0.098(3) Uani C 1.0 C4 0.6564(5) 0.6572(5) 0.4097(4) 0.093(4) Uani C 1.0 C5 0.6585(4) 0.5788(6) 0.3864(5) 0.089(4) Uani C 1.0 C6 0.5786(5) 0.5387(4) 0.3677(4) 0.073(3) Uani C 1.0 C7 0.3989(4) 0.5006(4) 0.2532(4) 0.063(3) Uani C 1.0 C8 0.4425(5) 0.5522(4) 0.2045(5) 0.085(2) Uani C 1.0 C9 0.4412(6) 0.5350(5) 0.1294(5) 0.102(4) Uani C 1.0 C10 0.3976(5) 0.4681(6) 0.1034(5) 0.094(4) Uani C 1.0 C11 0.3546(5) 0.4172(5) 0.1513(5) 0.094(3) Uani C 1.0 C12 0.3546(4) 0.4327(4) 0.2267(5) 0.081(2) Uani C 1.0 C13 0.2976(5) 0.5905(4) 0.3638(4) 0.062(3) Uani C 1.0 C14 0.2474(6) 0.6206(5) 0.3053(4) 0.095(3) Uani C 1.0 C15 0.1730(6) 0.6703(5) 0.3193(6) 0.119(3) Uani C 1.0 C16 0.1490(6) 0.6895(5) 0.3898(6) 0.110(4) Uani C 1.0 C17 0.1984(6) 0.6599(5) 0.4476(5) 0.116(5) Uani C 1.0 C18 0.2731(6) 0.6101(5) 0.4355(4) 0.093(3) Uani C 1.0 C19 0.3866(7) 0.4370(7) 0.4029(8) 0.095(4) Uani C 1.0 I1 0.39203(6) 0.78967(6) 0.12178(6) 0.1079(4) Uani I 1.0 I2 0.38442(5) 0.83412(5) 0.27956(5) 0.0915(3) Uani I 1.0 I3 0.37080(6) 0.86966(6) 0.43558(6) 0.1156(4) Uani I 1.0 HC2 0.4347 0.6880 0.4001 0.100 Uani H 1.0 HC3 0.5740 0.7545 0.4317 0.133 Uani H 1.0 HC4 0.7144 0.6855 0.4230 0.113 Uani H 1.0 HC5 0.7183 0.5499 0.3829 0.115 Uani H 1.0 HC6 0.5807 0.4811 0.3507 0.090 Uani H 1.0 HC8 0.4747 0.6015 0.2232 0.112 Uani H 1.0 HC9 0.4727 0.5722 0.0940 0.141 Uani H 1.0 HC10 0.3971 0.4563 0.0491 0.111 Uani H 1.0 HC11 0.3226 0.3681 0.1319 0.126 Uani H 1.0 HC12 0.3229 0.3951 0.2615 0.106 Uani H 1.0 HC14 0.2646 0.6067 0.2533 0.138 Uani H 1.0 HC15 0.1365 0.6922 0.2770 0.179 Uani H 1.0 HC16 0.0953 0.7253 0.3992 0.138 Uani H 1.0 HC17 0.1805 0.6741 0.4993 0.173 Uani H 1.0 HC18 0.3091 0.5885 0.4782 0.134 Uani H 1.0 H1C19 0.3297 0.4069 0.3899 0.095 Uani H 1.0 H2C19 0.4409 0.4020 0.3932 0.095 Uani H 1.0 H3C19 0.3850 0.4521 0.4565 0.095 Uani H 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 _atom_site_aniso_type_symbol P1 0.051(2) 0.056(2) 0.089(2) -0.005(1) 0.003(2) 0.004(2) P C1 0.052(3) 0.062(4) 0.062(6) 0.002(3) -0.004(3) 0.005(4) C C2 0.071(3) 0.062(4) 0.105(6) 0.001(3) -0.024(4) -0.001(4) C C3 0.086(4) 0.074(4) 0.134(7) -0.013(4) -0.038(6) 0.005(5) C C4 0.070(3) 0.100(6) 0.110(8) -0.021(4) -0.022(5) 0.014(6) C C5 0.052(3) 0.112(6) 0.101(7) -0.005(3) -0.008(3) -0.003(6) C C6 0.049(3) 0.087(4) 0.083(5) 0.005(3) -0.004(4) -0.006(4) C C7 0.043(5) 0.054(5) 0.093(5) -0.001(4) -0.003(3) -0.022(3) C C8 0.079(5) 0.083(5) 0.094(5) -0.021(4) 0.005(3) -0.017(4) C C9 0.095(6) 0.117(8) 0.094(5) -0.017(5) 0.007(4) -0.019(4) C C10 0.069(7) 0.116(9) 0.095(4) 0.007(5) -0.004(3) -0.035(4) C C11 0.080(6) 0.096(6) 0.106(5) -0.007(4) -0.007(4) -0.045(5) C C12 0.073(5) 0.068(5) 0.103(5) -0.014(3) -0.004(3) -0.034(4) C C13 0.047(4) 0.055(5) 0.083(6) -0.014(3) 0.008(4) -0.008(5) C C14 0.079(4) 0.098(5) 0.108(5) 0.021(4) -0.018(4) -0.017(5) C C15 0.083(5) 0.112(6) 0.162(8) 0.031(4) -0.022(6) -0.022(7) C C16 0.065(4) 0.082(6) 0.184(9) 0.005(4) 0.027(6) -0.012(7) C C17 0.107(6) 0.101(7) 0.140(7) 0.025(5) 0.055(6) -0.003(7) C C18 0.094(5) 0.090(5) 0.093(5) 0.016(4) 0.033(4) -0.004(5) C C19 0.079(8) 0.064(7) 0.141(9) -0.014(6) 0.017(8) 0.025(8) C I1 0.0823(6) 0.0964(7) 0.1450(9) -0.0045(5) -0.0118(6) -0.0024(7) I I2 0.0570(4) 0.0751(6) 0.1423(8) -0.0043(4) -0.0104(5) 0.0262(6) I I3 0.0816(6) 0.1252(8) 0.1400(9) 0.0002(5) 0.0155(6) 0.0029(7) I # MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C1 1.784(7) 1_555 1_555 no P1 C7 1.773(8) 1_555 1_555 no P1 C13 1.788(7) 1_555 1_555 no P1 C19 1.783(12) 1_555 1_555 no C1 C2 1.382(5) 1_555 1_555 no C1 C6 1.382(5) 1_555 1_555 no C2 C3 1.388(6) 1_555 1_555 no C3 C4 1.362(6) 1_555 1_555 no C4 C5 1.362(6) 1_555 1_555 no C5 C6 1.388(6) 1_555 1_555 no I1 I2 2.949(1) 1_555 1_555 no I2 I3 2.890(1) 1_555 1_555 no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 P1 C7 108.9(4) 1_555 1_555 1_555 no C1 P1 C13 109.7(3) 1_555 1_555 1_555 no C1 P1 C19 108.4(5) 1_555 1_555 1_555 no C7 P1 C13 109.1(4) 1_555 1_555 1_555 no C7 P1 C19 109.9(5) 1_555 1_555 1_555 no C13 P1 C19 110.7(5) 1_555 1_555 1_555 no P1 C1 C2 121.4(5) 1_555 1_555 1_555 no P1 C1 C6 118.9(5) 1_555 1_555 1_555 no C2 C1 C6 119.8(6) 1_555 1_555 1_555 no C1 C2 C3 119.4(5) 1_555 1_555 1_555 no C2 C3 C4 120.8(5) 1_555 1_555 1_555 no C3 C4 C5 119.9(7) 1_555 1_555 1_555 no C4 C5 C6 120.8(5) 1_555 1_555 1_555 no C1 C6 C5 119.4(5) 1_555 1_555 1_555 no P1 C7 C8 119.2(6) 1_555 1_555 1_555 no P1 C7 C12 120.9(6) 1_555 1_555 1_555 no P1 C13 C14 120.8(6) 1_555 1_555 1_555 no P1 C13 C18 119.4(6) 1_555 1_555 1_555 no I1 I2 I3 176.78(4) 1_555 1_555 1_555 no data_DID276 _database_code_CSD 192041 _audit_creation_method 'RAELSPUB and manual entry' _publ_section_abstract ? _publ_section_comment ? _publ_section_acknowledgements ? _publ_section_figure_captions ? _publ_section_exptl_prep ? _publ_section_exptl_refinement ? _computing_data_collection 'CAD4 Version 5.0, 1989' _computing_cell_refinement 'CAD4 Version 5.0, 1989' _computing_data_reduction 'Local program' _computing_structure_solution 'SIR92 (Altomare et al, 1994)' _computing_structure_refinement 'RAELS, (Rae, 1989)' _computing_molecular_graphics 'ORTEP-II, (Johnson, 1976)' _computing_publication_material 'Local programs' # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C19 H18 P 1+, I3 1-' _chemical_formula_sum 'C19 H18 I3 P' _chemical_formula_iupac ? _chemical_formula_weight 658.0 # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,-y,-z _cell_length_a 11.957(7) _cell_length_b 12.089(8) _cell_length_c 16.199(9) _cell_angle_alpha 87.50(3) _cell_angle_beta 75.27(3) _cell_angle_gamma 69.40(3) _cell_volume 2117(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 10 _cell_measurement_theta_min 10 _cell_measurement_theta_max 11 _cell_measurement_temperature 294 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 2.06 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224.0 _exptl_absorpt_coefficient_mu 4.455 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details '(DeMeulenaer & Tompa, 1965)' _exptl_absorpt_correction_T_min 0.57 _exptl_absorpt_correction_T_max 0.79 # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_reflns_number 6113 _diffrn_reflns_av_R_equivalents 0.019 _diffrn_reflns_theta_max 23 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_standards_number 1 _diffrn_standards_interval_time 30min _diffrn_standards_decay_% 5 # REFINEMENT DATA _refine_special_details ; Phenyl rings were refined as identical planar groups with mm2 symmetry, each having a 12-parameter TL rigid-body thermal parameter with the centre of libration at the attached phosphorus atom. ; _reflns_number_total 5866 _reflns_number_gt 2998 _reflns_threshold_expression I>3\s(I) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.048 _refine_ls_wR_factor_ref 0.062 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 2998 _refine_ls_number_parameters 204 _refine_ls_goodness_of_fit_ref 1.62 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0016F^2^]' _refine_ls_shift/su_max 0.004 _refine_diff_density_max 2.14 _refine_diff_density_min -1.63 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables for X-ray Crystallography, Vol. IV' # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _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_type_symbol _atom_site_occupancy P1A 0.0728(4) 0.3087(3) 0.8368(3) 0.045(1) Uani P ? C1A 0.1688(8) 0.1638(7) 0.7899(6) 0.044(4) Uani C ? C2A 0.2624(9) 0.1528(8) 0.7160(6) 0.052(4) Uani C ? C3A 0.3438(8) 0.0422(10) 0.6837(6) 0.064(5) Uani C ? C4A 0.3332(9) -0.0568(8) 0.7238(7) 0.066(6) Uani C ? C5A 0.2416(10) -0.0470(7) 0.7965(7) 0.061(4) Uani C ? C6A 0.1589(8) 0.0624(8) 0.8302(6) 0.051(4) Uani C ? C7A 0.1631(9) 0.3694(9) 0.8780(6) 0.043(4) Uani C ? C8A 0.1871(9) 0.3342(8) 0.9565(6) 0.056(4) Uani C ? C9A 0.2662(10) 0.3721(10) 0.9862(6) 0.067(4) Uani C ? C10A 0.3214(9) 0.4442(10) 0.9391(7) 0.063(5) Uani C ? C11A 0.2985(9) 0.4794(9) 0.8619(7) 0.064(5) Uani C ? C12A 0.2198(9) 0.4427(9) 0.8306(5) 0.055(3) Uani C ? C13A 0.0082(9) 0.4021(8) 0.7600(6) 0.047(3) Uani C ? C14A -0.0359(10) 0.5243(8) 0.7741(6) 0.059(3) Uani C ? C15A -0.0894(10) 0.5962(7) 0.7161(8) 0.068(3) Uani C ? C16A -0.0996(10) 0.5484(9) 0.6446(7) 0.067(4) Uani C ? C17A -0.0566(10) 0.4284(10) 0.6301(6) 0.069(4) Uani C ? C18A -0.0027(10) 0.3544(7) 0.6871(7) 0.059(3) Uani C ? C19A -0.0541(14) 0.3012(15) 0.9233(10) 0.064(5) Uani C ? P1B 0.3231(3) 0.8122(3) 0.3348(2) 0.043(1) Uani P ? C1B 0.3650(9) 0.6662(7) 0.2912(6) 0.046(4) Uani C ? C2B 0.3317(10) 0.6505(8) 0.2176(6) 0.058(4) Uani C ? C3B 0.3529(11) 0.5381(10) 0.1879(6) 0.071(4) Uani C ? C4B 0.4065(11) 0.4418(8) 0.2304(7) 0.075(5) Uani C ? C5B 0.4396(10) 0.4562(8) 0.3028(7) 0.073(5) Uani C ? C6B 0.4194(9) 0.5676(9) 0.3339(6) 0.058(3) Uani C ? C7B 0.1588(7) 0.8727(8) 0.3706(6) 0.041(4) Uani C ? C8B 0.1012(8) 0.8333(8) 0.4456(6) 0.048(3) Uani C ? C9B -0.0258(9) 0.8710(9) 0.4711(6) 0.058(4) Uani C ? C10B -0.0956(8) 0.9467(9) 0.4232(7) 0.063(4) Uani C ? C11B -0.0400(9) 0.9860(8) 0.3494(7) 0.062(4) Uani C ? C12B 0.0868(9) 0.9498(9) 0.3224(5) 0.051(3) Uani C ? C13B 0.3781(9) 0.8996(8) 0.2556(6) 0.047(4) Uani C ? C14B 0.3363(9) 1.0210(8) 0.2729(6) 0.060(4) Uani C ? C15B 0.3838(11) 1.0908(7) 0.2157(8) 0.077(5) Uani C ? C16B 0.4717(11) 1.0415(9) 0.1420(7) 0.079(6) Uani C ? C17B 0.5134(9) 0.9223(10) 0.1244(6) 0.072(5) Uani C ? C18B 0.4675(10) 0.8504(7) 0.1804(7) 0.057(4) Uani C ? C19B 0.3873(14) 0.8110(14) 0.4226(10) 0.065(5) Uani C ? I1 0.23605(14) 0.65913(11) 0.63712(8) 0.0872(5) Uani I ? I2 0.29150(10) 0.43685(9) 0.55072(7) 0.0579(3) Uani I ? I3 0.35022(11) 0.20733(10) 0.46328(8) 0.0734(4) Uani I ? I4 0.02606(13) 1.17811(10) 0.14462(8) 0.0820(4) Uani I ? I5 0.20105(10) 0.95935(9) 0.05843(7) 0.0564(3) Uani I ? I6 0.37332(12) 0.73470(11) -0.02317(8) 0.0798(4) Uani I ? HC2A 0.2706 0.2249 0.6864 0.057 Uani H ? HC3A 0.4111 0.0343 0.6305 0.078 Uani H ? HC4A 0.3928 -0.1367 0.6998 0.079 Uani H ? HC5A 0.2345 -0.1199 0.8254 0.071 Uani H ? HC6A 0.0921 0.0691 0.8834 0.054 Uani H ? HC8A 0.1470 0.2814 0.9913 0.072 Uani H ? HC9A 0.2835 0.3468 1.0427 0.091 Uani H ? HC10A 0.3788 0.4713 0.9612 0.075 Uani H ? HC11A 0.3393 0.5321 0.8278 0.084 Uani H ? HC12A 0.2034 0.4687 0.7740 0.070 Uani H ? HC14A -0.0287 0.5598 0.8263 0.072 Uani H ? HC15A -0.1211 0.6841 0.7262 0.089 Uani H ? HC16A -0.1387 0.6015 0.6028 0.079 Uani H ? HC17A -0.0644 0.3942 0.5777 0.091 Uani H ? HC18A 0.0286 0.2667 0.6761 0.073 Uani H ? H1C19A -0.1064 0.3827 0.9485 0.064 Uani H ? H2C19A -0.1053 0.2659 0.9009 0.064 Uani H ? H3C19A -0.0206 0.2509 0.9683 0.064 Uani H ? HC2B 0.2925 0.7207 0.1862 0.067 Uani H ? HC3B 0.3290 0.5268 0.1350 0.091 Uani H ? HC4B 0.4215 0.3605 0.2083 0.091 Uani H ? HC5B 0.4787 0.3853 0.3335 0.093 Uani H ? HC6B 0.4438 0.5776 0.3870 0.069 Uani H ? HC8B 0.1518 0.7779 0.4809 0.054 Uani H ? HC9B -0.0672 0.8427 0.5251 0.070 Uani H ? HC10B -0.1878 0.9736 0.4423 0.075 Uani H ? HC11B -0.0917 1.0414 0.3147 0.077 Uani H ? HC12B 0.1270 0.9788 0.2682 0.058 Uani H ? HC14B 0.2720 1.0576 0.3267 0.068 Uani H ? HC15B 0.3538 1.1781 0.2281 0.098 Uani H ? HC16B 0.5056 1.0930 0.1009 0.097 Uani H ? HC17B 0.5777 0.8869 0.0703 0.088 Uani H ? HC18B 0.4984 0.7632 0.1672 0.065 Uani H ? H1C19B 0.3624 0.8938 0.4458 0.065 Uani H ? H2C19B 0.3561 0.7628 0.4682 0.065 Uani H ? H3C19B 0.4794 0.7756 0.4031 0.065 Uani H ? 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 _atom_site_aniso_type_symbol P1A 0.039(2) 0.049(2) 0.051(2) -0.023(2) -0.006(2) 0.010(2) P C1A 0.040(5) 0.045(4) 0.049(6) -0.019(3) -0.011(4) 0.016(3) C C2A 0.043(6) 0.056(4) 0.054(6) -0.018(3) -0.005(4) 0.011(4) C C3A 0.050(6) 0.063(4) 0.068(6) -0.013(5) -0.006(4) 0.002(5) C C4A 0.058(7) 0.054(4) 0.079(8) -0.009(4) -0.021(5) 0.003(4) C C5A 0.063(8) 0.045(4) 0.076(8) -0.016(3) -0.026(5) 0.014(3) C C6A 0.052(5) 0.044(4) 0.060(6) -0.021(4) -0.018(4) 0.019(4) C C7A 0.037(6) 0.048(7) 0.040(5) -0.015(5) 0.000(5) 0.002(5) C C8A 0.060(6) 0.066(7) 0.049(6) -0.029(5) -0.016(5) 0.009(4) C C9A 0.068(7) 0.078(9) 0.065(6) -0.032(6) -0.025(6) 0.005(5) C C10A 0.048(7) 0.072(9) 0.069(7) -0.024(6) -0.009(6) -0.010(6) C C11A 0.056(6) 0.077(8) 0.063(7) -0.038(6) -0.001(6) -0.004(6) C C12A 0.054(6) 0.064(7) 0.049(5) -0.033(5) -0.002(5) 0.004(4) C C13A 0.031(7) 0.041(5) 0.066(6) -0.009(5) -0.010(5) 0.006(4) C C14A 0.050(7) 0.040(5) 0.082(6) -0.008(5) -0.022(5) 0.009(4) C C15A 0.059(8) 0.048(4) 0.095(8) -0.011(5) -0.030(7) 0.019(5) C C16A 0.053(8) 0.064(6) 0.087(7) -0.018(6) -0.028(7) 0.025(6) C C17A 0.066(8) 0.066(6) 0.078(6) -0.019(7) -0.031(6) 0.016(5) C C18A 0.054(7) 0.052(4) 0.071(6) -0.013(5) -0.022(5) 0.007(4) C C19A 0.038(9) 0.084(9) 0.067(9) -0.036(9) 0.012(8) 0.007(9) C P1B 0.037(2) 0.048(2) 0.041(2) -0.015(2) -0.007(2) 0.006(2) P C1B 0.039(7) 0.045(4) 0.044(6) -0.013(4) 0.004(5) 0.006(4) C C2B 0.057(7) 0.060(4) 0.051(6) -0.022(4) -0.002(5) -0.001(4) C C3B 0.076(9) 0.069(5) 0.064(7) -0.034(6) 0.007(5) -0.012(5) C C4B 0.078(9) 0.056(4) 0.072(8) -0.031(5) 0.024(7) -0.010(4) C C5B 0.078(9) 0.045(4) 0.070(8) -0.015(4) 0.015(6) 0.004(4) C C6B 0.058(7) 0.044(4) 0.056(6) -0.009(4) 0.003(5) 0.009(4) C C7B 0.043(4) 0.046(6) 0.038(6) -0.020(4) -0.008(3) 0.002(5) C C8B 0.047(4) 0.054(6) 0.044(5) -0.024(4) -0.001(3) 0.002(4) C C9B 0.047(4) 0.061(8) 0.062(6) -0.027(4) 0.004(4) -0.005(5) C C10B 0.043(4) 0.064(8) 0.079(8) -0.021(4) -0.005(3) -0.009(6) C C11B 0.045(4) 0.066(7) 0.073(8) -0.016(4) -0.017(4) 0.001(5) C C12B 0.046(4) 0.056(6) 0.051(5) -0.017(4) -0.015(3) 0.006(4) C C13B 0.045(7) 0.041(5) 0.053(6) -0.019(5) -0.003(5) 0.000(4) C C14B 0.062(7) 0.040(5) 0.074(6) -0.024(5) -0.004(4) 0.004(4) C C15B 0.077(9) 0.053(4) 0.099(9) -0.034(6) -0.009(6) 0.020(5) C C16B 0.068(9) 0.077(6) 0.092(7) -0.037(7) -0.008(6) 0.032(6) C C17B 0.058(7) 0.080(7) 0.068(6) -0.028(7) 0.002(4) 0.020(5) C C18B 0.051(7) 0.058(4) 0.054(6) -0.020(5) 0.003(4) 0.003(4) C C19B 0.051(9) 0.072(9) 0.065(9) -0.019(9) -0.009(9) 0.004(9) C I1 0.114(1) 0.0611(8) 0.0708(9) -0.0185(8) -0.0172(8) 0.0176(6) I I2 0.0500(7) 0.0639(7) 0.0500(6) -0.0136(5) -0.0076(5) 0.0182(5) I I3 0.0701(9) 0.0714(8) 0.0740(8) -0.0220(7) -0.0151(7) 0.0085(6) I I4 0.102(1) 0.0633(8) 0.0726(9) -0.0313(7) -0.0063(7) 0.0159(7) I I5 0.0675(8) 0.0637(7) 0.0451(6) -0.0365(6) -0.0089(5) 0.0134(5) I I6 0.083(1) 0.0698(8) 0.0792(9) -0.0342(7) 0.0008(7) 0.0064(7) I # MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1A C1A 1.795(9) 1_555 1_555 no P1A C7A 1.766(9) 1_555 1_555 no P1A C13A 1.781(9) 1_555 1_555 no P1A C19A 1.811(14) 1_555 1_555 no C1A C2A 1.390(5) 1_555 1_555 no C1A C6A 1.390(5) 1_555 1_555 no C2A C3A 1.376(6) 1_555 1_555 no C3A C4A 1.366(5) 1_555 1_555 no C4A C5A 1.366(5) 1_555 1_555 no C5A C6A 1.376(6) 1_555 1_555 no P1B C1B 1.781(9) 1_555 1_555 no P1B C7B 1.783(9) 1_555 1_555 no P1B C13B 1.771(9) 1_555 1_555 no P1B C19B 1.776(17) 1_555 1_555 no I1 I2 2.867(2) 1_555 1_555 no I2 I3 2.943(2) 1_555 1_555 no I4 I5 2.875(2) 1_555 1_555 no I5 I6 2.891(2) 1_555 1_555 no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1A P1A C7A 108.6(5) 1_555 1_555 1_555 no C1A P1A C13A 111.0(5) 1_555 1_555 1_555 no C1A P1A C19A 110.7(6) 1_555 1_555 1_555 no C7A P1A C13A 110.2(5) 1_555 1_555 1_555 no C7A P1A C19A 108.7(6) 1_555 1_555 1_555 no C13A P1A C19A 107.6(7) 1_555 1_555 1_555 no P1A C1A C2A 119.1(6) 1_555 1_555 1_555 no P1A C1A C6A 121.3(6) 1_555 1_555 1_555 no C2A C1A C6A 119.3(5) 1_555 1_555 1_555 no C1A C2A C3A 119.7(4) 1_555 1_555 1_555 no C2A C3A C4A 120.5(5) 1_555 1_555 1_555 no C3A C4A C5A 120.3(6) 1_555 1_555 1_555 no C4A C5A C6A 120.5(5) 1_555 1_555 1_555 no C1A C6A C5A 119.7(4) 1_555 1_555 1_555 no P1A C7A C8A 118.8(6) 1_555 1_555 1_555 no P1A C7A C12A 121.6(6) 1_555 1_555 1_555 no P1A C13A C14A 119.8(6) 1_555 1_555 1_555 no P1A C13A C18A 120.8(6) 1_555 1_555 1_555 no C1B P1B C7B 107.9(5) 1_555 1_555 1_555 no C1B P1B C13B 109.7(5) 1_555 1_555 1_555 no C1B P1B C19B 111.1(6) 1_555 1_555 1_555 no C7B P1B C13B 110.4(5) 1_555 1_555 1_555 no C7B P1B C19B 109.2(6) 1_555 1_555 1_555 no C13B P1B C19B 108.6(7) 1_555 1_555 1_555 no P1B C1B C2B 119.2(6) 1_555 1_555 1_555 no P1B C1B C6B 121.2(6) 1_555 1_555 1_555 no P1B C7B C8B 118.4(6) 1_555 1_555 1_555 no P1B C7B C12B 122.1(6) 1_555 1_555 1_555 no P1B C13B C14B 118.0(6) 1_555 1_555 1_555 no P1B C13B C18B 122.5(6) 1_555 1_555 1_555 no I1 I2 I3 179.4(1) 1_555 1_555 1_555 no I4 I5 I6 177.9(1) 1_555 1_555 1_555 no data_DID275 _database_code_CSD 192042 _audit_creation_method 'RAELSPUB and manual entry' _publ_section_figure_captions ? _publ_section_exptl_prep ? _publ_section_exptl_refinement ? _computing_data_collection 'CAD4 Version 5.0, 1989' _computing_cell_refinement 'CAD4 Version 5.0, 1989' _computing_data_reduction 'Local program' _computing_structure_solution 'SIR92 (Altomare et al, 1994)' _computing_structure_refinement 'RAELS, (Rae, 1989)' _computing_molecular_graphics 'ORTEP-II, (Johnson, 1976)' _computing_publication_material 'Local programs' # CHEMICAL DATA _chemical_name_systematic ? _chemical_formula_moiety 'C19 H18 P 1+,I3 1-' _chemical_formula_sum 'C19 H18 I3 P1' _chemical_formula_iupac ? _chemical_formula_weight 658.0 # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 x,1/2-y,1/2+z _cell_length_a 19.770(8) _cell_length_b 11.978(3) _cell_length_c 18.715(8) _cell_angle_alpha 90 _cell_angle_beta 107.10(3) _cell_angle_gamma 90 _cell_volume 4236(4) _cell_formula_units_Z 8 _cell_measurement_reflns_used 10 _cell_measurement_theta_min 10 _cell_measurement_theta_max 11 _cell_measurement_temperature 294 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.09 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 2.06 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2448.0 _exptl_absorpt_coefficient_mu 4.454 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details '(DeMeulenaer & Tompa, 1965)' _exptl_absorpt_correction_T_min 0.41 _exptl_absorpt_correction_T_max 0.61 # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_reflns_number 5868 _diffrn_reflns_av_R_equivalents 0.078 _diffrn_reflns_theta_max 23 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_standards_number 1 _diffrn_standards_interval_time 30min _diffrn_standards_decay_% 0 # REFINEMENT DATA _refine_special_details ; Phenyl rings were refined as identical planar groups with mm2 symmetry, each having a 12-parameter TL rigid-body thermal parameter with the centre of libration at the attached phosphorus atom. Residual electron density in the region of the iodine atoms suggested either disorder or stacking faults. Disorder was ruled out because of steric considerations, and stacking faults with displacements of about + and - 1.3 Angstroms roughly parallel to the triodide ions and frequencies of 5 percent were included. This reduced the R from 0.10 to 0.068. ; _reflns_number_total 5650 _reflns_number_gt 2342 _reflns_threshold_expression I>2\s(I) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.068 _refine_ls_wR_factor_ref 0.083 _refine_ls_hydrogen_treatment noref _refine_ls_number_reflns 2342 _refine_ls_number_parameters 217 _refine_ls_goodness_of_fit_ref 1.84 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.0004F^2^]' _refine_ls_shift/su_max 0.003 _refine_diff_density_max 1.84 _refine_diff_density_min -1.67 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _atom_type_scat_source 'International Tables for X-ray Crystallography, Vol. IV' # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _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_type_symbol _atom_site_occupancy P1A -0.0121(4) -0.0494(5) 0.3272(4) 0.058(2) Uani P 1.0 C1A -0.0604(9) -0.0226(14) 0.2312(9) 0.058(7) Uani C 1.0 C2A -0.0289(8) 0.0427(14) 0.1879(12) 0.071(7) Uani C 1.0 C3A -0.0672(12) 0.0737(14) 0.1175(11) 0.086(7) Uani C 1.0 C4A -0.1360(11) 0.0410(16) 0.0894(9) 0.088(9) Uani C 1.0 C5A -0.1678(7) -0.0227(16) 0.1306(11) 0.083(9) Uani C 1.0 C6A -0.1310(9) -0.0550(13) 0.2011(11) 0.070(7) Uani C 1.0 C7A 0.0716(8) -0.1070(12) 0.3324(10) 0.050(7) Uani C 1.0 C8A 0.1248(10) -0.1060(13) 0.4008(9) 0.062(7) Uani C 1.0 C9A 0.1882(9) -0.1558(15) 0.4067(10) 0.079(6) Uani C 1.0 C10A 0.1997(9) -0.2064(15) 0.3461(12) 0.086(9) Uani C 1.0 C11A 0.1487(11) -0.2085(14) 0.2788(11) 0.084(9) Uani C 1.0 C12A 0.0847(9) -0.1595(14) 0.2711(9) 0.065(6) Uani C 1.0 C13A -0.0030(8) 0.0803(11) 0.3776(9) 0.044(6) Uani C 1.0 C14A -0.0617(7) 0.1216(13) 0.3963(9) 0.057(5) Uani C 1.0 C15A -0.0589(8) 0.2249(13) 0.4277(10) 0.068(7) Uani C 1.0 C16A 0.0010(9) 0.2877(12) 0.4407(9) 0.066(7) Uani C 1.0 C17A 0.0589(8) 0.2493(12) 0.4229(10) 0.071(5) Uani C 1.0 C18A 0.0577(7) 0.1463(13) 0.3915(10) 0.060(5) Uani C 1.0 C19A -0.0587(15) -0.1455(20) 0.3702(17) 0.086(9) Uani C 1.0 P1B 0.5159(4) 0.6988(5) 0.1792(4) 0.057(2) Uani P 1.0 C1B 0.5646(8) 0.6727(13) 0.2746(8) 0.052(6) Uani C 1.0 C2B 0.5333(7) 0.6083(13) 0.3185(11) 0.062(6) Uani C 1.0 C3B 0.5717(11) 0.5792(13) 0.3893(10) 0.075(8) Uani C 1.0 C4B 0.6403(10) 0.6129(15) 0.4171(9) 0.078(8) Uani C 1.0 C5B 0.6719(7) 0.6758(15) 0.3753(11) 0.077(6) Uani C 1.0 C6B 0.6350(9) 0.7063(12) 0.3044(11) 0.064(6) Uani C 1.0 C7B 0.4313(8) 0.7587(12) 0.1713(11) 0.055(7) Uani C 1.0 C8B 0.3808(10) 0.7647(13) 0.1012(9) 0.071(7) Uani C 1.0 C9B 0.3173(9) 0.8150(14) 0.0941(10) 0.079(7) Uani C 1.0 C10B 0.3031(8) 0.8592(13) 0.1553(12) 0.069(8) Uani C 1.0 C11B 0.3514(10) 0.8543(13) 0.2242(10) 0.074(8) Uani C 1.0 C12B 0.4154(9) 0.8046(14) 0.2331(9) 0.068(6) Uani C 1.0 C13B 0.5055(8) 0.5697(11) 0.1291(9) 0.050(6) Uani C 1.0 C14B 0.5621(7) 0.5254(13) 0.1079(10) 0.058(6) Uani C 1.0 C15B 0.5562(9) 0.4220(13) 0.0762(9) 0.066(6) Uani C 1.0 C16B 0.4954(9) 0.3620(12) 0.0652(9) 0.071(9) Uani C 1.0 C17B 0.4396(8) 0.4034(13) 0.0855(10) 0.077(9) Uani C 1.0 C18B 0.4437(8) 0.5065(13) 0.1173(10) 0.065(6) Uani C 1.0 C19B 0.5622(17) 0.7963(19) 0.1370(16) 0.087(9) Uani C 1.0 I1 0.1324(1) 0.0571(2) 0.1059(1) 0.0905(8) Uani I 1.0 I2 0.19922(9) 0.11744(14) 0.26072(12) 0.0655(6) Uani I 1.0 I3 0.2624(1) 0.1758(2) 0.4141(1) 0.0953(8) Uani I 1.0 I4 0.3739(1) 0.5899(2) 0.4119(1) 0.0850(8) Uani I 1.0 I5 0.30522(9) 0.53721(13) 0.25468(12) 0.0676(6) Uani I 1.0 I6 0.2417(1) 0.4788(2) 0.1010(1) 0.0911(8) Uani I 1.0 HC2A 0.0216 0.0667 0.2085 0.080 Uani H 1.0 HC3A -0.0447 0.1204 0.0864 0.108 Uani H 1.0 HC4A -0.1635 0.0642 0.0377 0.105 Uani H 1.0 HC5A -0.2184 -0.0457 0.1089 0.102 Uani H 1.0 HC6A -0.1544 -0.1017 0.2313 0.079 Uani H 1.0 HC8A 0.1164 -0.0688 0.4453 0.071 Uani H 1.0 HC9A 0.2264 -0.1552 0.4556 0.100 Uani H 1.0 HC10A 0.2465 -0.2427 0.3511 0.108 Uani H 1.0 HC11A 0.1581 -0.2461 0.2350 0.109 Uani H 1.0 HC12A 0.0472 -0.1610 0.2217 0.076 Uani H 1.0 HC14A -0.1057 0.0755 0.3868 0.075 Uani H 1.0 HC15A -0.1008 0.2546 0.4411 0.093 Uani H 1.0 HC16A 0.0025 0.3634 0.4637 0.079 Uani H 1.0 HC17A 0.1023 0.2967 0.4329 0.098 Uani H 1.0 HC18A 0.1002 0.1182 0.3784 0.079 Uani H 1.0 H1C19A -0.0304 -0.1584 0.4234 0.086 Uani H 1.0 H2C19A -0.1058 -0.1133 0.3686 0.086 Uani H 1.0 H3C19A -0.0657 -0.2180 0.3425 0.086 Uani H 1.0 HC2B 0.4830 0.5835 0.2981 0.072 Uani H 1.0 HC3B 0.5494 0.5331 0.4208 0.093 Uani H 1.0 HC4B 0.6679 0.5911 0.4691 0.093 Uani H 1.0 HC5B 0.7223 0.6997 0.3967 0.097 Uani H 1.0 HC6B 0.6582 0.7524 0.2737 0.074 Uani H 1.0 HC8B 0.3912 0.7323 0.0563 0.094 Uani H 1.0 HC9B 0.2811 0.8194 0.0440 0.108 Uani H 1.0 HC10B 0.2563 0.8958 0.1494 0.077 Uani H 1.0 HC11B 0.3400 0.8872 0.2684 0.098 Uani H 1.0 HC12B 0.4509 0.8011 0.2837 0.090 Uani H 1.0 HC14B 0.6067 0.5693 0.1159 0.068 Uani H 1.0 HC15B 0.5966 0.3901 0.0609 0.080 Uani H 1.0 HC16B 0.4918 0.2862 0.0419 0.083 Uani H 1.0 HC17B 0.3954 0.3581 0.0770 0.102 Uani H 1.0 HC18B 0.4027 0.5369 0.1322 0.080 Uani H 1.0 H1C19B 0.5341 0.8096 0.0838 0.087 Uani H 1.0 H2C19B 0.5687 0.8685 0.1650 0.087 Uani H 1.0 H3C19B 0.6095 0.7650 0.1387 0.087 Uani H 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 _atom_site_aniso_type_symbol P1A 0.055(4) 0.033(4) 0.093(6) -0.002(3) 0.032(4) -0.002(4) P C1A 0.046(9) 0.037(9) 0.097(9) 0.012(9) 0.026(7) 0.002(8) C C2A 0.063(9) 0.054(9) 0.103(9) 0.014(8) 0.035(8) 0.014(8) C C3A 0.087(9) 0.074(9) 0.104(9) 0.028(9) 0.036(9) 0.020(9) C C4A 0.085(9) 0.077(9) 0.099(9) 0.038(9) 0.022(8) 0.005(8) C C5A 0.062(9) 0.073(9) 0.107(9) 0.023(9) 0.012(9) -0.005(9) C C6A 0.047(9) 0.053(9) 0.106(9) 0.010(8) 0.018(8) -0.002(8) C C7A 0.056(9) 0.024(9) 0.072(9) 0.006(7) 0.022(7) 0.004(9) C C8A 0.059(9) 0.046(9) 0.079(9) 0.012(7) 0.016(8) 0.007(9) C C9A 0.061(9) 0.064(9) 0.107(9) 0.020(8) 0.016(8) 0.006(9) C C10A 0.064(9) 0.061(9) 0.134(9) 0.019(9) 0.028(8) -0.011(9) C C11A 0.068(9) 0.066(9) 0.123(9) 0.012(9) 0.036(9) -0.027(9) C C12A 0.063(9) 0.048(9) 0.089(9) 0.007(7) 0.029(8) -0.014(9) C C13A 0.049(9) 0.026(7) 0.065(9) -0.007(6) 0.030(9) -0.003(8) C C14A 0.058(9) 0.039(7) 0.087(9) -0.005(7) 0.039(9) -0.016(7) C C15A 0.071(9) 0.044(8) 0.096(9) 0.001(8) 0.037(9) -0.023(9) C C16A 0.081(9) 0.033(7) 0.087(9) -0.004(8) 0.029(9) -0.015(8) C C17A 0.076(9) 0.036(7) 0.107(9) -0.020(8) 0.039(9) -0.022(8) C C18A 0.059(9) 0.035(7) 0.095(9) -0.018(7) 0.038(9) -0.017(7) C C19A 0.108(9) 0.043(9) 0.141(9) -0.021(9) 0.091(9) -0.001(9) C P1B 0.058(5) 0.034(4) 0.089(6) -0.002(3) 0.039(4) -0.003(4) P C1B 0.035(8) 0.027(9) 0.100(9) 0.002(8) 0.031(7) 0.001(7) C C2B 0.052(8) 0.041(9) 0.104(9) 0.001(7) 0.038(7) 0.008(8) C C3B 0.077(9) 0.051(9) 0.104(9) 0.008(9) 0.037(8) 0.011(8) C C4B 0.076(9) 0.051(9) 0.103(9) 0.015(9) 0.022(8) 0.003(7) C C5B 0.054(8) 0.058(9) 0.112(9) 0.004(8) 0.015(8) 0.000(8) C C6B 0.038(8) 0.045(9) 0.109(9) -0.002(7) 0.023(7) 0.001(8) C C7B 0.058(9) 0.020(9) 0.087(9) -0.009(7) 0.024(8) -0.011(9) C C8B 0.064(9) 0.052(9) 0.094(9) 0.002(7) 0.017(9) -0.015(9) C C9B 0.064(9) 0.057(9) 0.111(9) 0.005(7) 0.018(9) -0.013(9) C C10B 0.061(9) 0.026(9) 0.123(9) -0.007(8) 0.032(8) -0.009(9) C C11B 0.069(9) 0.044(9) 0.114(9) -0.001(9) 0.037(9) -0.017(9) C C12B 0.068(9) 0.045(9) 0.095(9) -0.001(7) 0.030(8) -0.017(9) C C13B 0.048(9) 0.032(7) 0.079(9) -0.008(6) 0.030(9) -0.006(7) C C14B 0.058(9) 0.039(7) 0.085(9) 0.000(7) 0.035(9) -0.008(7) C C15B 0.083(9) 0.039(8) 0.082(9) 0.007(8) 0.034(9) -0.006(7) C C16B 0.101(9) 0.032(7) 0.082(9) -0.006(8) 0.031(9) -0.007(7) C C17B 0.088(9) 0.042(8) 0.107(9) -0.027(9) 0.039(9) -0.019(8) C C18B 0.060(9) 0.042(8) 0.102(9) -0.022(7) 0.037(9) -0.017(7) C C19B 0.151(9) 0.032(9) 0.117(9) -0.013(9) 0.102(9) 0.007(9) C I1 0.081(2) 0.076(2) 0.117(2) 0.019(1) 0.033(1) -0.002(1) I I2 0.054(1) 0.052(1) 0.098(2) 0.0076(9) 0.036(1) 0.010(1) I I3 0.065(1) 0.111(2) 0.112(2) 0.001(1) 0.030(1) -0.010(2) I I4 0.084(2) 0.061(1) 0.120(2) 0.006(1) 0.044(2) -0.001(1) I I5 0.061(1) 0.047(1) 0.109(2) 0.0110(9) 0.047(1) 0.012(1) I I6 0.065(1) 0.094(2) 0.120(2) 0.012(1) 0.036(1) 0.004(2) I # MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1A C1A 1.798(16) 1_555 1_555 no P1A C7A 1.769(14) 1_555 1_555 no P1A C13A 1.798(14) 1_555 1_555 no P1A C19A 1.805(23) 1_555 1_555 no C1A C2A 1.398(7) 1_555 1_555 no C1A C6A 1.398(7) 1_555 1_555 no C2A C3A 1.363(10) 1_555 1_555 no C3A C4A 1.363(8) 1_555 1_555 no C4A C5A 1.363(8) 1_555 1_555 no C5A C6A 1.363(10) 1_555 1_555 no P1B C1B 1.789(16) 1_555 1_555 no P1B C7B 1.785(15) 1_555 1_555 no P1B C13B 1.788(14) 1_555 1_555 no P1B C19B 1.804(23) 1_555 1_555 no I1 I2 2.901(3) 1_555 1_555 no I2 I3 2.861(3) 1_555 1_555 no I4 I5 2.925(3) 1_555 1_555 no I5 I6 2.866(3) 1_555 1_555 no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1A P1A C7A 109.8(9) 1_555 1_555 1_555 no C1A P1A C13A 108.2(8) 1_555 1_555 1_555 no C1A P1A C19A 111.7(12) 1_555 1_555 1_555 no C7A P1A C13A 111.1(8) 1_555 1_555 1_555 no C7A P1A C19A 108.5(11) 1_555 1_555 1_555 no C13A P1A C19A 107.6(10) 1_555 1_555 1_555 no P1A C1A C2A 118.9(13) 1_555 1_555 1_555 no P1A C1A C6A 121.8(13) 1_555 1_555 1_555 no C2A C1A C6A 119.0(9) 1_555 1_555 1_555 no C1A C2A C3A 119.8(7) 1_555 1_555 1_555 no C2A C3A C4A 120.2(8) 1_555 1_555 1_555 no C3A C4A C5A 121.1(10) 1_555 1_555 1_555 no C4A C5A C6A 120.2(8) 1_555 1_555 1_555 no C1A C6A C5A 119.8(7) 1_555 1_555 1_555 no P1A C7A C8A 119.2(12) 1_555 1_555 1_555 no P1A C7A C12A 121.7(12) 1_555 1_555 1_555 no P1A C13A C14A 118.4(10) 1_555 1_555 1_555 no P1A C13A C18A 122.3(10) 1_555 1_555 1_555 no C1B P1B C7B 111.6(9) 1_555 1_555 1_555 no C1B P1B C13B 108.5(8) 1_555 1_555 1_555 no C1B P1B C19B 110.9(12) 1_555 1_555 1_555 no C7B P1B C13B 110.1(8) 1_555 1_555 1_555 no C7B P1B C19B 106.7(11) 1_555 1_555 1_555 no C13B P1B C19B 109.0(10) 1_555 1_555 1_555 no P1B C1B C2B 118.8(12) 1_555 1_555 1_555 no P1B C1B C6B 121.9(12) 1_555 1_555 1_555 no P1B C7B C8B 119.4(13) 1_555 1_555 1_555 no P1B C7B C12B 121.5(13) 1_555 1_555 1_555 no P1B C13B C14B 119.9(10) 1_555 1_555 1_555 no P1B C13B C18B 120.8(10) 1_555 1_555 1_555 no I1 I2 I3 178.77(9) 1_555 1_555 1_555 no I4 I5 I6 177.82(9) 1_555 1_555 1_555 no