# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 182/1111 data_galop01 _publ_contact_letter ; Please accept this CIF submission for reviewing purposes. An article (entitled below) referring to this structure as 'molecule 1' is being submitted to J. Chem. Soc., Chem. Comm. as a communication. ; _publ_section_title ; Weak Hydrogen Bonding between Acetylenic Groups: the Formation of Diamondoid Nets in the Crystal Structure of tetrakis(4-Ethynylphenyl)methane ; loop_ _publ_author_name _publ_author_address 'Galoppini, Elena' ; Department of Chemistry, Rutgers University 73 Warren Street Newark, NJ 07102 (USA) ; 'Gilardi, Richard' ; Laboratory for the Structure of Matter The Naval Research Laboratory, Code 6030 Washington, D. C. ; USA 20375-5341 ; _publ_contact_author # Name and address of author for correspondence ; Richard Gilardi Laboratory for the Structure of Matter The Naval Research Laboratory, Code 6030 Washington, D. C. ; USA 20375-5341 ; _publ_contact_author_phone '202 404 2135' _publ_contact_author_fax '202 767 6874' _publ_contact_author_email gilardi@nrl.navy.mil _publ_requested_journal 'J. Chem Soc., Chem. Comm.' _publ_requested_coeditor_name 'Prof. Jerry Atwood, U.Missouri' _audit_creation_method SHELXL _chemical_name_systematic ; tetrakis(4-Ethynylphenyl)methane ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C33 H20' _chemical_formula_weight 416.49 _chemical_melting_point ? _chemical_compound_source synthesis loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M I-4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 12.9197(4) _cell_length_b 12.9197(4) _cell_length_c 7.2357(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1207.77(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 59 _cell_measurement_theta_min 4.83 _cell_measurement_theta_max 39.53 _exptl_crystal_description 'stout prism' _exptl_crystal_colour 'clear colorless' _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.145 _exptl_crystal_density_method ? _exptl_crystal_F_000 436 _exptl_absorpt_coefficient_mu 0.493 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.8540 _exptl_absorpt_correction_T_max 0.9196 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 1204 _diffrn_reflns_av_R_equivalents 0.0352 _diffrn_reflns_av_sigmaI/netI 0.0363 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 2 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 4.84 _diffrn_reflns_theta_max 58.00 _reflns_number_total 848 _reflns_number_observed 814 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 2 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0650P)^2^+0.1075P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment 'xyz's and Uiso's refined' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0112(14) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -3.88(364) _refine_ls_number_reflns 846 _refine_ls_number_parameters 88 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0367 _refine_ls_R_factor_obs 0.0354 _refine_ls_wR_factor_all 0.0993 _refine_ls_wR_factor_obs 0.0951 _refine_ls_goodness_of_fit_all 1.054 _refine_ls_goodness_of_fit_obs 1.065 _refine_ls_restrained_S_all 1.088 _refine_ls_restrained_S_obs 1.065 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group C1A C 0.5000 0.5000 0.5000 0.0388(8) Uani 1 d S . C1 C 0.47147(12) 0.59171(12) 0.3728(3) 0.0391(5) Uani 1 d . . C2 C 0.38165(13) 0.64985(14) 0.3912(3) 0.0480(5) Uani 1 d . . H2 H 0.3344(16) 0.6332(16) 0.4839(41) 0.058 Uiso 1 d . . C3 C 0.36017(15) 0.73165(15) 0.2738(3) 0.0546(6) Uani 1 d . . H3 H 0.2980(16) 0.7727(18) 0.2945(36) 0.066 Uiso 1 d . . C4 C 0.42768(14) 0.75886(14) 0.1339(3) 0.0485(5) Uani 1 d . . C4A C 0.4048(2) 0.8453(2) 0.0161(4) 0.0637(6) Uani 1 d . . C4B C 0.3836(2) 0.9167(2) -0.0788(5) 0.0953(11) Uani 1 d . . H4B H 0.3670(2) 0.9728(2) -0.1535(5) 0.143 Uiso 1 calc R . C5 C 0.51713(14) 0.70008(14) 0.1116(3) 0.0476(5) Uani 1 d . . H5 H 0.5665(16) 0.7170(16) 0.0104(40) 0.057 Uiso 1 d . . C6 C 0.53801(14) 0.61837(13) 0.2270(3) 0.0444(5) Uani 1 d . . H6 H 0.6000(17) 0.5762(15) 0.2062(27) 0.053 Uiso 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 C1A 0.0384(10) 0.0384(10) 0.040(2) 0.000 0.000 0.000 C1 0.0395(8) 0.0400(9) 0.0378(10) -0.0006(7) 0.0001(8) 0.0001(6) C2 0.0435(10) 0.0535(11) 0.0468(11) 0.0074(9) 0.0070(9) 0.0056(8) C3 0.0489(10) 0.0540(11) 0.0610(13) 0.0112(10) 0.0060(10) 0.0114(8) C4 0.0473(10) 0.0498(10) 0.0482(10) 0.0083(10) -0.0048(8) -0.0025(8) C4A 0.0527(11) 0.0704(13) 0.0681(14) 0.0237(13) 0.0007(10) 0.0011(9) C4B 0.073(2) 0.098(2) 0.115(3) 0.061(2) 0.008(2) 0.0140(13) C5 0.0475(10) 0.0549(10) 0.0403(11) 0.0054(9) 0.0019(8) -0.0047(8) C6 0.0415(9) 0.0495(10) 0.0421(10) 0.0004(9) 0.0030(7) 0.0045(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1A C1 1.545(2) 3_566 ? C1A C1 1.545(2) 2_665 ? C1A C1 1.545(2) . ? C1A C1 1.545(2) 4_656 ? C1 C2 1.389(2) . ? C1 C6 1.404(3) . ? C2 C3 1.384(3) . ? C2 H2 0.93(3) . ? C3 C4 1.382(3) . ? C3 H3 0.97(2) . ? C4 C5 1.392(3) . ? C4 C4A 1.435(3) . ? C4A C4B 1.182(3) . ? C4B H4B 0.93 . ? C5 C6 1.373(3) . ? C5 H5 1.00(3) . ? C6 H6 0.98(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 C1A C1 110.78(7) 3_566 2_665 ? C1 C1A C1 110.78(7) 3_566 . ? C1 C1A C1 106.88(13) 2_665 . ? C1 C1A C1 106.88(13) 3_566 4_656 ? C1 C1A C1 110.78(7) 2_665 4_656 ? C1 C1A C1 110.78(7) . 4_656 ? C2 C1 C6 116.8(2) . . ? C2 C1 C1A 123.86(14) . . ? C6 C1 C1A 119.32(12) . . ? C3 C2 C1 121.5(2) . . ? C3 C2 H2 119.1(14) . . ? C1 C2 H2 119.4(14) . . ? C4 C3 C2 121.2(2) . . ? C4 C3 H3 119.7(14) . . ? C2 C3 H3 119.1(14) . . ? C3 C4 C5 118.0(2) . . ? C3 C4 C4A 120.2(2) . . ? C5 C4 C4A 121.8(2) . . ? C4B C4A C4 178.4(2) . . ? C4A C4B H4B 180.0(9) . . ? C6 C5 C4 120.8(2) . . ? C6 C5 H5 119.4(12) . . ? C4 C5 H5 119.8(12) . . ? C5 C6 C1 121.7(2) . . ? C5 C6 H6 119.6(12) . . ? C1 C6 H6 118.7(12) . . ? _refine_diff_density_max 0.081 _refine_diff_density_min -0.081 _refine_diff_density_rms 0.027 #=END data_galop02b _publ_contact_letter ; Please accept this CIF submission for reviewing purposes. An article (entitled below) referring to this structure as 'molecule 2' is being submitted to J. Chem. Soc., Chem. Comm. as a communication. ; _publ_section_title ; Weak Hydrogen Bonding between Acetylenic Groups: the Formation of Diamondoid Nets in the Crystal Structure of tetrakis(4-Ethynylphenyl)methane ; loop_ _publ_author_name _publ_author_address 'Galoppini, Elena' ; Department of Chemistry, Rutgers University 73 Warren Street Newark, NJ 07102 (USA) ; 'Gilardi, Richard' ; Laboratory for the Structure of Matter The Naval Research Laboratory, Code 6030 Washington, D. C. ; USA 20375-5341 ; _publ_contact_author # Name and address of author for correspondence ; Richard Gilardi Laboratory for the Structure of Matter The Naval Research Laboratory, Code 6030 Washington, D. C. ; USA 20375-5341 ; _publ_contact_author_phone '202 404 2135' _publ_contact_author_fax '202 767 6874' _publ_contact_author_email gilardi@nrl.navy.mil _publ_requested_journal 'J. Chem Soc., Chem. Comm.' _publ_requested_coeditor_name 'Prof. Jerry Atwood, U.Missouri' _audit_creation_method SHELXL _chemical_name_systematic ; 1,3,5,7-tetrakis(4-ethynylphenyl)adamantane/benzene [4:1] solvate ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C43.50 H33.50' _chemical_formula_weight 556.20 _chemical_melting_point ? _chemical_compound_source synthesis loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_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 48.460(4) _cell_length_b 10.5467(13) _cell_length_c 28.759(3) _cell_angle_alpha 90.00 _cell_angle_beta 121.896(4) _cell_angle_gamma 90.00 _cell_volume 12479.1(22) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 34 _cell_measurement_theta_min 6.17 _cell_measurement_theta_max 22.94 _exptl_crystal_description thick_plate _exptl_crystal_colour 'clear colorless' _exptl_crystal_size_max .48 _exptl_crystal_size_mid .11 _exptl_crystal_size_min .05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.184 _exptl_crystal_density_method ? _exptl_crystal_F_000 4712 _exptl_absorpt_coefficient_mu 0.504 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.9105 _exptl_absorpt_correction_T_max 0.9773 _exptl_special_details ; This crystal has a large asymmetric unit, comprised of two tetraphenyladamantane derivatives and 1/2 of a benzene, co-crystallized together (i.e., a 4:1 host:guest solvent complex). As a result, the scattering is dispersed over a very dense diffraction pattern, and on average, the intensities are not very strong. Thus, there was a problem getting a good set of strong data. Larger crystals did not seem to have internal perfection (well-formed single spots), but we concede that a longer search might have eventually succeeded. Dataset 1 was fast (15deg/min scans), and collected out to a limit of 110 deg. 2theta, but it was only significantly above b.g. out to 1.2 A resolution. However, it solved and gave most structural details. Set 2 was collected more slowly (4.0-16.0 deg/min), but only extended to 90 deg. 2theta (1.1A resol.) All of the data averaged significantly above b.g. when considered in 2theta shells. These two datasets were combined, with only 3444 lowest resolution data taken from the first set, to form a super-set, which gave better refinement indices than either set alone. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 4% _diffrn_reflns_number 8609 _diffrn_reflns_av_R_equivalents 0.0462 _diffrn_reflns_av_sigmaI/netI 0.0956 _diffrn_reflns_limit_h_min -44 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 45.00 _reflns_number_total 5051 _reflns_number_observed 2985 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0506P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment 'riding - ideal trigonal, tetrahedral' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.000124(14) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5051 _refine_ls_number_parameters 785 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1141 _refine_ls_R_factor_obs 0.0574 _refine_ls_wR_factor_all 0.1376 _refine_ls_wR_factor_obs 0.1115 _refine_ls_goodness_of_fit_all 1.023 _refine_ls_goodness_of_fit_obs 1.149 _refine_ls_restrained_S_all 1.030 _refine_ls_restrained_S_obs 1.161 _refine_ls_shift/esd_max -0.017 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group C1 C 0.59764(13) 0.9719(5) 0.5017(2) 0.035(2) Uani 1 d . . C2 C 0.57250(13) 0.8941(6) 0.4515(2) 0.044(2) Uani 1 d . . H21 H 0.55251(13) 0.9424(6) 0.4311(2) 0.053 Uiso 1 calc R . H22 H 0.58073(13) 0.8798(6) 0.4276(2) 0.053 Uiso 1 calc R . C3 C 0.56518(13) 0.7658(5) 0.4679(2) 0.037(2) Uani 1 d . . C4 C 0.55280(12) 0.7893(5) 0.5066(2) 0.042(2) Uani 1 d . . H41 H 0.54861(12) 0.7086(5) 0.5179(2) 0.051 Uiso 1 calc R . H42 H 0.53252(12) 0.8360(5) 0.4873(2) 0.051 Uiso 1 calc R . C5 C 0.57795(13) 0.8649(5) 0.5578(2) 0.036(2) Uani 1 d . . C6 C 0.60953(12) 0.7874(6) 0.5877(2) 0.042(2) Uani 1 d . . H61 H 0.62552(12) 0.8321(6) 0.6205(2) 0.050 Uiso 1 calc R . H62 H 0.60533(12) 0.7063(6) 0.5986(2) 0.050 Uiso 1 calc R . C7 C 0.62303(13) 0.7657(6) 0.5510(2) 0.038(2) Uani 1 d . . C8 C 0.62903(12) 0.8939(5) 0.5326(2) 0.041(2) Uani 1 d . . H81 H 0.64521(12) 0.9410(5) 0.5644(2) 0.049 Uiso 1 calc R . H82 H 0.63744(12) 0.8798(5) 0.5090(2) 0.049 Uiso 1 calc R . C9 C 0.58435(13) 0.9918(5) 0.5393(2) 0.044(2) Uani 1 d . . H91 H 0.59991(13) 1.0404(5) 0.5712(2) 0.053 Uiso 1 calc R . H92 H 0.56430(13) 1.0400(5) 0.5199(2) 0.053 Uiso 1 calc R . C10 C 0.59735(13) 0.6918(5) 0.4996(2) 0.046(2) Uani 1 d . . H102 H 0.60561(13) 0.6767(5) 0.4759(2) 0.056 Uiso 1 calc R . H101 H 0.59343(13) 0.6102(5) 0.5107(2) 0.056 Uiso 1 calc R . C1A C 0.60309(15) 1.0979(6) 0.4830(2) 0.041(2) Uani 1 d . . C2A C 0.6335(2) 1.1479(7) 0.4991(3) 0.071(2) Uani 1 d . . H2A H 0.6520(2) 1.1020(7) 0.5238(3) 0.085 Uiso 1 calc R . C3A C 0.6376(2) 1.2619(7) 0.4802(3) 0.073(2) Uani 1 d . . H3A H 0.6585(2) 1.2911(7) 0.4928(3) 0.088 Uiso 1 calc R . C4A C 0.6114(2) 1.3334(6) 0.4431(3) 0.046(2) Uani 1 d . . C5A C 0.5814(2) 1.2866(7) 0.4267(3) 0.065(2) Uani 1 d . . H5A H 0.5631(2) 1.3327(7) 0.4018(3) 0.078 Uiso 1 calc R . C6A C 0.57757(15) 1.1719(7) 0.4461(3) 0.062(2) Uani 1 d . . H6A H 0.55656(15) 1.1437(7) 0.4333(3) 0.074 Uiso 1 calc R . C7A C 0.6163(2) 1.4484(8) 0.4228(3) 0.058(2) Uani 1 d . . C8A C 0.6205(2) 1.5435(8) 0.4073(3) 0.074(2) Uani 1 d . . H8A H 0.6238(2) 1.6198(8) 0.3948(3) 0.104 Uiso 1 calc R . C1B C 0.54007(13) 0.6902(7) 0.4176(3) 0.040(2) Uani 1 d . . C2B C 0.5241(2) 0.7416(6) 0.3659(3) 0.059(2) Uani 1 d . . H2B H 0.5289(2) 0.8243(6) 0.3612(3) 0.070 Uiso 1 calc R . C3B C 0.5011(2) 0.6734(8) 0.3204(3) 0.068(2) Uani 1 d . . H3B H 0.4910(2) 0.7110(8) 0.2860(3) 0.082 Uiso 1 calc R . C4B C 0.4928(2) 0.5514(8) 0.3253(3) 0.053(2) Uani 1 d . . C5B C 0.5085(2) 0.4993(6) 0.3772(3) 0.064(2) Uani 1 d . . H5B H 0.5037(2) 0.4166(6) 0.3819(3) 0.077 Uiso 1 calc R . C6B C 0.5314(2) 0.5688(7) 0.4226(3) 0.064(2) Uani 1 d . . H6B H 0.5411(2) 0.5323(7) 0.4572(3) 0.076 Uiso 1 calc R . C7B C 0.4693(2) 0.4827(7) 0.2779(3) 0.064(2) Uani 1 d . . C8B C 0.4500(2) 0.4274(8) 0.2390(3) 0.091(3) Uani 1 d . . H8B H 0.4347(2) 0.3833(8) 0.2080(3) 0.128 Uiso 1 calc R . C1C C 0.56356(13) 0.8829(7) 0.5935(2) 0.045(2) Uani 1 d . . C2C C 0.5480(2) 0.9939(7) 0.5931(3) 0.070(2) Uani 1 d . . H2C H 0.5482(2) 1.0631(7) 0.5733(3) 0.084 Uiso 1 calc R . C3C C 0.5322(2) 1.0043(8) 0.6213(3) 0.077(2) Uani 1 d . . H3C H 0.5223(2) 1.0805(8) 0.6204(3) 0.093 Uiso 1 calc R . C4C C 0.5309(2) 0.9044(9) 0.6505(3) 0.060(2) Uani 1 d . . C5C C 0.5478(2) 0.7955(7) 0.6539(2) 0.057(2) Uani 1 d . . H5C H 0.5487(2) 0.7282(7) 0.6755(2) 0.068 Uiso 1 calc R . C6C C 0.56320(14) 0.7861(7) 0.6254(3) 0.050(2) Uani 1 d . . H6C H 0.57389(14) 0.7110(7) 0.6277(3) 0.060 Uiso 1 calc R . C7C C 0.5115(2) 0.9134(9) 0.6746(3) 0.092(3) Uani 1 d . . C8C C 0.4934(2) 0.9175(11) 0.6899(3) 0.147(4) Uani 1 d . . H8C H 0.4791(2) 0.9207(11) 0.7020(3) 0.205 Uiso 1 calc R . C1D C 0.65588(14) 0.6949(6) 0.5811(2) 0.039(2) Uani 1 d . . C2D C 0.6811(2) 0.7415(6) 0.6308(3) 0.051(2) Uani 1 d . . H2D H 0.6768(2) 0.8055(6) 0.6484(3) 0.061 Uiso 1 calc R . C3D C 0.7125(2) 0.6944(6) 0.6547(3) 0.054(2) Uani 1 d . . H3D H 0.7289(2) 0.7270(6) 0.6880(3) 0.064 Uiso 1 calc R . C4D C 0.71958(15) 0.6001(6) 0.6296(3) 0.045(2) Uani 1 d . . C5D C 0.6944(2) 0.5487(6) 0.5821(3) 0.063(2) Uani 1 d . . H5D H 0.6985(2) 0.4818(6) 0.5655(3) 0.075 Uiso 1 calc R . C6D C 0.6632(2) 0.5947(7) 0.5588(3) 0.057(2) Uani 1 d . . H6D H 0.6466(2) 0.5569(7) 0.5270(3) 0.068 Uiso 1 calc R . C7D C 0.7531(2) 0.5662(7) 0.6498(3) 0.061(2) Uani 1 d . . C8D C 0.7799(2) 0.5419(7) 0.6645(3) 0.079(2) Uani 1 d . . H8D H 0.8014(2) 0.5226(7) 0.6762(3) 0.110 Uiso 1 calc R . C11 C 0.34436(13) 0.3225(5) 0.1997(2) 0.037(2) Uani 1 d . . C12 C 0.33756(13) 0.4184(5) 0.1552(2) 0.041(2) Uani 1 d . . H121 H 0.32235(13) 0.3818(5) 0.1197(2) 0.049 Uiso 1 calc R . H122 H 0.35760(13) 0.4362(5) 0.1566(2) 0.049 Uiso 1 calc R . C13 C 0.32348(13) 0.5431(6) 0.1615(2) 0.036(2) Uani 1 d . . C14 C 0.29249(12) 0.5145(5) 0.1618(2) 0.040(2) Uani 1 d . . H141 H 0.28404(12) 0.5928(5) 0.1671(2) 0.048 Uiso 1 calc R . H142 H 0.27615(12) 0.4797(5) 0.1265(2) 0.048 Uiso 1 calc R . C15 C 0.29883(12) 0.4208(5) 0.2068(2) 0.035(2) Uani 1 d . . C16 C 0.32485(11) 0.4778(5) 0.2630(2) 0.039(2) Uani 1 d . . H161 H 0.31657(11) 0.5552(5) 0.2695(2) 0.047 Uiso 1 calc R . H162 H 0.32942(11) 0.4183(5) 0.2920(2) 0.047 Uiso 1 calc R . C17 C 0.35650(12) 0.5068(6) 0.2643(2) 0.037(2) Uani 1 d . . C18 C 0.36920(12) 0.3828(5) 0.2554(2) 0.038(2) Uani 1 d . . H181 H 0.37379(12) 0.3240(5) 0.2846(2) 0.045 Uiso 1 calc R . H182 H 0.38935(12) 0.3987(5) 0.2568(2) 0.045 Uiso 1 calc R . C19 C 0.31276(12) 0.2981(5) 0.1989(2) 0.039(2) Uani 1 d . . H191 H 0.29682(12) 0.2599(5) 0.1641(2) 0.047 Uiso 1 calc R . H192 H 0.31708(12) 0.2387(5) 0.2277(2) 0.047 Uiso 1 calc R . C20 C 0.34844(12) 0.5997(5) 0.2177(2) 0.037(2) Uani 1 d . . H201 H 0.36818(12) 0.6205(5) 0.2185(2) 0.045 Uiso 1 calc R . H202 H 0.33981(12) 0.6775(5) 0.2231(2) 0.045 Uiso 1 calc R . C1E C 0.35958(13) 0.2011(6) 0.1944(3) 0.039(2) Uani 1 d . . C2E C 0.36773(14) 0.1015(7) 0.2314(3) 0.050(2) Uani 1 d . . H2E H 0.36153(14) 0.1064(7) 0.2569(3) 0.060 Uiso 1 calc R . C3E C 0.38468(14) -0.0044(6) 0.2315(3) 0.052(2) Uani 1 d . . H3E H 0.38980(14) -0.0680(6) 0.2573(3) 0.062 Uiso 1 calc R . C4E C 0.39401(14) -0.0169(7) 0.1944(3) 0.050(2) Uani 1 d . . C5E C 0.38590(15) 0.0795(7) 0.1571(3) 0.060(2) Uani 1 d . . H5E H 0.39184(15) 0.0733(7) 0.1313(3) 0.072 Uiso 1 calc R . C6E C 0.36908(15) 0.1856(7) 0.1572(3) 0.056(2) Uani 1 d . . H6E H 0.36400(15) 0.2486(7) 0.1312(3) 0.067 Uiso 1 calc R . C7E C 0.4112(2) -0.1262(8) 0.1940(3) 0.066(2) Uani 1 d . . C8E C 0.4246(2) -0.2170(8) 0.1928(3) 0.092(3) Uani 1 d . . H8E H 0.4352(2) -0.2894(8) 0.1918(3) 0.129 Uiso 1 calc R . C1F C 0.31551(14) 0.6319(7) 0.1146(2) 0.040(2) Uani 1 d . . C2F C 0.32950(14) 0.7510(7) 0.1207(3) 0.048(2) Uani 1 d . . H2F H 0.34401(14) 0.7810(7) 0.1558(3) 0.058 Uiso 1 calc R . C3F C 0.32253(14) 0.8263(6) 0.0763(3) 0.049(2) Uani 1 d . . H3F H 0.33252(14) 0.9050(6) 0.0822(3) 0.059 Uiso 1 calc R . C4F C 0.30102(15) 0.7862(7) 0.0235(3) 0.043(2) Uani 1 d . . C5F C 0.28596(14) 0.6693(7) 0.0158(3) 0.049(2) Uani 1 d . . H5F H 0.27092(14) 0.6412(7) -0.0194(3) 0.059 Uiso 1 calc R . C6F C 0.29333(14) 0.5944(6) 0.0607(3) 0.048(2) Uani 1 d . . H6F H 0.28309(14) 0.5163(6) 0.0546(3) 0.058 Uiso 1 calc R . C7F C 0.29471(14) 0.8611(6) -0.0224(3) 0.047(2) Uani 1 d . . C8F C 0.28947(14) 0.9225(7) -0.0602(3) 0.066(2) Uani 1 d . . H8F H 0.28531(14) 0.9714(7) -0.0901(3) 0.093 Uiso 1 calc R . C1G C 0.26691(13) 0.4004(6) 0.2044(2) 0.039(2) Uani 1 d . . C2G C 0.24759(15) 0.2931(6) 0.1815(2) 0.051(2) Uani 1 d . . H2G H 0.25513(15) 0.2266(6) 0.1699(2) 0.061 Uiso 1 calc R . C3G C 0.2175(2) 0.2833(6) 0.1756(2) 0.057(2) Uani 1 d . . H3G H 0.2052(2) 0.2103(6) 0.1602(2) 0.068 Uiso 1 calc R . C4G C 0.20508(15) 0.3794(7) 0.1920(2) 0.048(2) Uani 1 d . . C5G C 0.2241(2) 0.4858(6) 0.2155(2) 0.050(2) Uani 1 d . . H5G H 0.2167(2) 0.5513(6) 0.2278(2) 0.060 Uiso 1 calc R . C6G C 0.25416(15) 0.4953(6) 0.2208(2) 0.048(2) Uani 1 d . . H6G H 0.26629(15) 0.5688(6) 0.2360(2) 0.058 Uiso 1 calc R . C7G C 0.1739(2) 0.3722(6) 0.1850(3) 0.055(2) Uani 1 d . . C8G C 0.1484(2) 0.3666(7) 0.1793(3) 0.075(2) Uani 1 d . . H8G H 0.1279(2) 0.3621(7) 0.1748(3) 0.104 Uiso 1 calc R . C1H C 0.38279(13) 0.5613(5) 0.3201(2) 0.039(2) Uani 1 d . . C2H C 0.37926(14) 0.5707(5) 0.3647(3) 0.043(2) Uani 1 d . . H2H H 0.35963(14) 0.5473(5) 0.3607(3) 0.052 Uiso 1 calc R . C3H C 0.4044(2) 0.6143(5) 0.4153(2) 0.046(2) Uani 1 d . . H3H H 0.4012(2) 0.6196(5) 0.4444(2) 0.055 Uiso 1 calc R . C4H C 0.4339(2) 0.6497(6) 0.4229(3) 0.043(2) Uani 1 d . . C5H C 0.43767(14) 0.6417(6) 0.3787(3) 0.057(2) Uani 1 d . . H5H H 0.45732(14) 0.6656(6) 0.3828(3) 0.069 Uiso 1 calc R . C6H C 0.41264(15) 0.5985(6) 0.3282(3) 0.052(2) Uani 1 d . . H6H H 0.41585(15) 0.5944(6) 0.2991(3) 0.063 Uiso 1 calc R . C7H C 0.4601(2) 0.6914(6) 0.4747(3) 0.055(2) Uani 1 d . . C8H C 0.4814(2) 0.7305(7) 0.5165(3) 0.073(2) Uani 1 d . . H8H H 0.4983(2) 0.7616(7) 0.5498(3) 0.102 Uiso 1 calc R . C1S C 0.2385(7) 0.7676(31) 0.5330(8) 0.139(5) Uani 1 d D . H1S H 0.2314(7) 0.7789(31) 0.5570(8) 0.166 Uiso 1 d R . C2S C 0.2639(7) 0.8365(11) 0.5403(6) 0.126(5) Uani 1 d D . H2S H 0.2730(7) 0.8985(11) 0.5674(6) 0.151 Uiso 1 calc R . C3S C 0.2760(2) 0.8154(21) 0.5085(13) 0.135(5) Uani 1 d D . H3S H 0.2945(2) 0.8577(21) 0.5146(13) 0.162 Uiso 1 d 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 C1 0.038(4) 0.035(4) 0.036(4) 0.005(4) 0.021(4) 0.004(4) C2 0.037(4) 0.048(5) 0.040(4) 0.001(4) 0.015(3) 0.007(4) C3 0.030(4) 0.035(4) 0.037(4) 0.001(4) 0.012(4) -0.002(3) C4 0.033(4) 0.044(4) 0.048(4) 0.010(4) 0.020(4) 0.004(3) C5 0.035(4) 0.031(4) 0.036(4) 0.005(3) 0.015(4) 0.003(3) C6 0.034(4) 0.042(4) 0.042(4) -0.002(3) 0.015(3) -0.002(3) C7 0.027(4) 0.042(4) 0.041(4) -0.004(4) 0.015(4) -0.003(3) C8 0.037(4) 0.038(4) 0.044(4) 0.002(3) 0.019(3) 0.000(4) C9 0.032(4) 0.046(5) 0.048(4) 0.004(4) 0.017(3) 0.001(3) C10 0.038(4) 0.048(4) 0.044(4) -0.001(4) 0.015(4) 0.003(4) C1A 0.031(4) 0.049(5) 0.039(4) 0.007(4) 0.017(3) 0.006(4) C2A 0.043(5) 0.056(6) 0.083(6) 0.021(5) 0.012(4) -0.003(4) C3A 0.050(5) 0.052(5) 0.088(6) 0.012(5) 0.016(5) -0.019(5) C4A 0.059(5) 0.035(5) 0.048(5) 0.002(4) 0.031(4) 0.000(5) C5A 0.045(5) 0.061(6) 0.080(5) 0.022(5) 0.028(4) 0.005(4) C6A 0.036(5) 0.052(5) 0.093(6) 0.027(5) 0.031(5) -0.001(4) C7A 0.067(5) 0.042(6) 0.072(5) 0.000(5) 0.042(4) -0.007(4) C8A 0.099(6) 0.057(6) 0.082(6) -0.008(5) 0.059(5) -0.008(5) C1B 0.027(4) 0.050(5) 0.039(5) 0.001(4) 0.014(4) 0.003(4) C2B 0.057(5) 0.052(5) 0.046(5) 0.002(5) 0.013(4) -0.016(4) C3B 0.063(5) 0.092(7) 0.041(5) 0.001(5) 0.023(5) -0.021(5) C4B 0.045(4) 0.064(6) 0.044(6) -0.003(5) 0.020(4) -0.010(5) C5B 0.057(5) 0.048(5) 0.062(5) -0.002(5) 0.015(4) -0.005(4) C6B 0.060(5) 0.046(5) 0.053(5) 0.002(4) 0.008(4) -0.007(4) C7B 0.049(5) 0.074(6) 0.057(5) -0.012(5) 0.021(4) -0.009(5) C8B 0.078(6) 0.102(7) 0.063(6) -0.015(5) 0.016(5) -0.025(5) C1C 0.031(4) 0.055(5) 0.043(4) -0.004(4) 0.016(4) -0.004(4) C2C 0.095(6) 0.064(6) 0.089(6) 0.007(5) 0.074(5) 0.010(5) C3C 0.093(6) 0.075(6) 0.100(6) 0.002(5) 0.075(5) 0.006(5) C4C 0.047(5) 0.095(7) 0.047(5) 0.002(5) 0.031(4) -0.003(5) C5C 0.034(4) 0.085(7) 0.031(4) 0.016(4) 0.003(4) -0.003(5) C6C 0.034(4) 0.069(6) 0.042(4) 0.010(4) 0.016(4) 0.004(4) C7C 0.078(6) 0.151(8) 0.059(6) 0.015(5) 0.045(5) 0.005(6) C8C 0.115(8) 0.257(14) 0.094(7) 0.027(8) 0.073(7) 0.012(9) C1D 0.033(4) 0.045(5) 0.036(4) -0.004(4) 0.015(4) -0.002(4) C2D 0.044(4) 0.052(5) 0.049(5) -0.003(4) 0.019(4) 0.013(4) C3D 0.047(5) 0.047(5) 0.050(5) -0.005(4) 0.014(4) -0.001(4) C4D 0.036(5) 0.048(5) 0.047(5) 0.008(4) 0.020(4) 0.012(4) C5D 0.049(5) 0.060(5) 0.063(5) -0.013(4) 0.019(4) 0.012(5) C6D 0.041(5) 0.058(5) 0.052(5) -0.013(4) 0.012(4) -0.002(4) C7D 0.049(5) 0.075(6) 0.061(5) 0.004(4) 0.029(4) 0.007(5) C8D 0.060(5) 0.075(6) 0.095(6) 0.004(5) 0.036(5) 0.005(5) C11 0.033(4) 0.031(4) 0.041(4) 0.006(4) 0.015(3) 0.007(3) C12 0.029(4) 0.042(4) 0.044(4) -0.005(4) 0.015(3) 0.002(3) C13 0.030(4) 0.047(4) 0.027(4) 0.002(4) 0.011(3) -0.001(3) C14 0.036(4) 0.037(4) 0.037(4) 0.001(3) 0.013(3) -0.003(3) C15 0.025(4) 0.037(4) 0.042(4) -0.003(4) 0.017(3) 0.001(3) C16 0.030(4) 0.049(4) 0.036(4) -0.005(3) 0.016(3) -0.003(3) C17 0.026(4) 0.042(4) 0.031(4) -0.008(4) 0.006(3) -0.003(3) C18 0.030(4) 0.041(4) 0.040(4) -0.001(3) 0.017(3) -0.004(3) C19 0.027(4) 0.048(5) 0.033(4) -0.002(3) 0.009(3) -0.009(3) C20 0.029(4) 0.036(4) 0.040(4) -0.002(4) 0.013(3) 0.001(3) C1E 0.033(4) 0.036(5) 0.039(4) -0.006(4) 0.012(4) -0.004(4) C2E 0.050(4) 0.044(5) 0.062(5) -0.002(4) 0.033(4) 0.008(4) C3E 0.052(4) 0.038(5) 0.055(5) -0.001(4) 0.022(4) 0.009(4) C4E 0.036(4) 0.041(5) 0.062(5) -0.012(5) 0.020(4) 0.004(4) C5E 0.055(5) 0.057(6) 0.078(6) -0.007(5) 0.042(4) 0.006(4) C6E 0.056(5) 0.055(5) 0.057(5) 0.004(4) 0.030(4) 0.011(4) C7E 0.052(5) 0.051(6) 0.087(6) -0.014(5) 0.031(4) 0.004(5) C8E 0.065(6) 0.074(7) 0.117(7) -0.021(6) 0.034(5) 0.010(5) C1F 0.026(4) 0.051(5) 0.036(5) -0.008(4) 0.012(4) 0.000(4) C2F 0.044(4) 0.044(5) 0.038(5) -0.008(4) 0.009(3) -0.003(4) C3F 0.040(4) 0.040(5) 0.054(5) 0.008(5) 0.015(4) 0.003(4) C4F 0.037(4) 0.055(5) 0.033(5) 0.009(4) 0.015(4) 0.010(4) C5F 0.035(4) 0.050(5) 0.045(5) 0.000(4) 0.009(4) -0.006(4) C6F 0.046(4) 0.045(5) 0.047(5) -0.002(4) 0.020(4) -0.009(4) C7F 0.035(4) 0.054(5) 0.046(5) 0.012(4) 0.017(4) 0.011(4) C8F 0.038(4) 0.086(6) 0.063(5) 0.025(5) 0.018(4) 0.008(4) C1G 0.030(4) 0.044(5) 0.033(4) -0.004(3) 0.010(3) -0.002(4) C2G 0.047(5) 0.052(5) 0.063(5) -0.011(4) 0.036(4) -0.008(4) C3G 0.048(5) 0.055(5) 0.077(5) -0.016(4) 0.040(4) -0.017(4) C4G 0.031(4) 0.061(6) 0.050(5) 0.009(4) 0.021(4) 0.003(4) C5G 0.036(4) 0.054(5) 0.057(5) -0.008(4) 0.022(4) 0.003(4) C6G 0.038(4) 0.050(5) 0.051(4) 0.001(4) 0.018(4) -0.001(4) C7G 0.050(5) 0.063(5) 0.061(5) 0.000(4) 0.034(4) -0.005(4) C8G 0.067(6) 0.083(6) 0.081(6) 0.004(5) 0.044(5) -0.006(5) C1H 0.034(4) 0.043(4) 0.037(4) 0.000(3) 0.018(4) 0.003(3) C2H 0.033(4) 0.046(4) 0.041(4) -0.002(4) 0.013(4) -0.004(3) C3H 0.047(4) 0.050(5) 0.037(5) -0.001(4) 0.020(4) 0.001(4) C4H 0.042(5) 0.050(5) 0.030(5) 0.006(4) 0.013(4) 0.003(4) C5H 0.026(4) 0.074(5) 0.056(5) -0.011(4) 0.010(4) -0.012(4) C6H 0.036(4) 0.070(5) 0.046(5) -0.019(4) 0.018(4) -0.013(4) C7H 0.044(5) 0.065(5) 0.037(5) 0.000(4) 0.009(4) 0.001(4) C8H 0.059(5) 0.101(6) 0.043(5) -0.007(5) 0.017(4) -0.010(5) C1S 0.140(14) 0.194(16) 0.092(12) 0.048(11) 0.068(9) 0.086(11) C2S 0.130(13) 0.074(8) 0.101(12) -0.002(6) 0.011(10) 0.030(9) C3S 0.100(9) 0.138(13) 0.158(15) 0.055(11) 0.062(15) 0.013(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C1A 1.508(8) . ? C1 C8 1.533(7) . ? C1 C9 1.537(7) . ? C1 C2 1.544(7) . ? C2 C3 1.535(7) . ? C3 C1B 1.533(7) . ? C3 C4 1.538(7) . ? C3 C10 1.539(7) . ? C4 C5 1.547(7) . ? C5 C1C 1.527(8) . ? C5 C9 1.532(7) . ? C5 C6 1.536(7) . ? C6 C7 1.522(7) . ? C7 C8 1.535(7) . ? C7 C1D 1.545(7) . ? C7 C10 1.548(7) . ? C1A C6A 1.372(7) . ? C1A C2A 1.396(7) . ? C2A C3A 1.376(8) . ? C3A C4A 1.374(8) . ? C4A C5A 1.360(8) . ? C4A C7A 1.420(9) . ? C5A C6A 1.385(8) . ? C7A C8A 1.158(8) . ? C1B C2B 1.374(7) . ? C1B C6B 1.379(8) . ? C2B C3B 1.390(8) . ? C3B C4B 1.376(8) . ? C4B C5B 1.382(8) . ? C4B C7B 1.429(9) . ? C5B C6B 1.394(8) . ? C7B C8B 1.166(8) . ? C1C C6C 1.378(8) . ? C1C C2C 1.390(8) . ? C2C C3C 1.380(8) . ? C3C C4C 1.371(9) . ? C4C C5C 1.385(8) . ? C4C C7C 1.435(10) . ? C5C C6C 1.372(8) . ? C7C C8C 1.169(9) . ? C1D C6D 1.376(7) . ? C1D C2D 1.390(7) . ? C2D C3D 1.388(7) . ? C3D C4D 1.375(7) . ? C4D C5D 1.373(7) . ? C4D C7D 1.449(9) . ? C5D C6D 1.381(7) . ? C7D C8D 1.165(8) . ? C11 C1E 1.525(8) . ? C11 C12 1.525(7) . ? C11 C19 1.540(7) . ? C11 C18 1.543(7) . ? C12 C13 1.536(7) . ? C13 C1F 1.516(7) . ? C13 C14 1.536(7) . ? C13 C20 1.538(7) . ? C14 C15 1.525(7) . ? C15 C1G 1.526(7) . ? C15 C19 1.533(7) . ? C15 C16 1.552(7) . ? C16 C17 1.545(7) . ? C17 C18 1.524(7) . ? C17 C20 1.535(7) . ? C17 C1H 1.539(7) . ? C1E C6E 1.381(7) . ? C1E C2E 1.395(7) . ? C2E C3E 1.386(7) . ? C3E C4E 1.369(8) . ? C4E C5E 1.375(8) . ? C4E C7E 1.425(9) . ? C5E C6E 1.385(8) . ? C7E C8E 1.167(8) . ? C1F C2F 1.394(7) . ? C1F C6F 1.397(7) . ? C2F C3F 1.386(7) . ? C3F C4F 1.378(7) . ? C4F C5F 1.390(8) . ? C4F C7F 1.427(8) . ? C5F C6F 1.389(7) . ? C7F C8F 1.171(8) . ? C1G C6G 1.384(7) . ? C1G C2G 1.392(7) . ? C2G C3G 1.382(7) . ? C3G C4G 1.382(8) . ? C4G C5G 1.382(8) . ? C4G C7G 1.417(9) . ? C5G C6G 1.385(7) . ? C7G C8G 1.161(8) . ? C1H C2H 1.382(7) . ? C1H C6H 1.395(7) . ? C2H C3H 1.394(7) . ? C3H C4H 1.377(7) . ? C4H C5H 1.379(7) . ? C4H C7H 1.424(8) . ? C5H C6H 1.387(7) . ? C7H C8H 1.172(8) . ? C1S C3S 1.340(8) 7_566 ? C1S C2S 1.343(8) . ? C2S C3S 1.344(8) . ? C3S C1S 1.340(8) 7_566 ? 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 C1A C1 C8 111.8(5) . . ? C1A C1 C9 110.3(5) . . ? C8 C1 C9 108.8(4) . . ? C1A C1 C2 109.5(5) . . ? C8 C1 C2 107.9(5) . . ? C9 C1 C2 108.3(4) . . ? C3 C2 C1 112.1(5) . . ? C1B C3 C2 111.4(5) . . ? C1B C3 C4 110.4(5) . . ? C2 C3 C4 108.9(5) . . ? C1B C3 C10 110.2(5) . . ? C2 C3 C10 107.6(5) . . ? C4 C3 C10 108.2(4) . . ? C3 C4 C5 111.1(4) . . ? C1C C5 C9 111.9(5) . . ? C1C C5 C6 111.4(5) . . ? C9 C5 C6 109.5(5) . . ? C1C C5 C4 107.1(5) . . ? C9 C5 C4 108.8(5) . . ? C6 C5 C4 107.9(4) . . ? C7 C6 C5 111.1(5) . . ? C6 C7 C8 109.6(5) . . ? C6 C7 C1D 112.3(5) . . ? C8 C7 C1D 107.0(4) . . ? C6 C7 C10 108.3(4) . . ? C8 C7 C10 108.5(5) . . ? C1D C7 C10 111.2(5) . . ? C1 C8 C7 111.2(4) . . ? C5 C9 C1 111.2(5) . . ? C3 C10 C7 111.2(5) . . ? C6A C1A C2A 113.9(6) . . ? C6A C1A C1 121.5(6) . . ? C2A C1A C1 124.6(6) . . ? C3A C2A C1A 123.0(6) . . ? C4A C3A C2A 121.5(6) . . ? C5A C4A C3A 116.7(6) . . ? C5A C4A C7A 123.2(7) . . ? C3A C4A C7A 120.1(7) . . ? C4A C5A C6A 121.6(6) . . ? C1A C6A C5A 123.4(6) . . ? C8A C7A C4A 178.6(8) . . ? C2B C1B C6B 116.8(6) . . ? C2B C1B C3 121.9(6) . . ? C6B C1B C3 121.2(6) . . ? C1B C2B C3B 121.8(6) . . ? C4B C3B C2B 121.4(7) . . ? C3B C4B C5B 117.3(6) . . ? C3B C4B C7B 120.3(7) . . ? C5B C4B C7B 122.4(7) . . ? C4B C5B C6B 120.9(7) . . ? C1B C6B C5B 121.8(6) . . ? C8B C7B C4B 179.6(12) . . ? C6C C1C C2C 115.6(6) . . ? C6C C1C C5 121.7(7) . . ? C2C C1C C5 122.5(7) . . ? C3C C2C C1C 121.9(7) . . ? C4C C3C C2C 121.3(7) . . ? C3C C4C C5C 117.5(6) . . ? C3C C4C C7C 120.0(8) . . ? C5C C4C C7C 122.4(8) . . ? C6C C5C C4C 120.5(7) . . ? C5C C6C C1C 123.1(7) . . ? C8C C7C C4C 174.1(10) . . ? C6D C1D C2D 116.6(5) . . ? C6D C1D C7 123.6(6) . . ? C2D C1D C7 119.3(6) . . ? C3D C2D C1D 121.3(6) . . ? C4D C3D C2D 120.8(6) . . ? C5D C4D C3D 118.1(6) . . ? C5D C4D C7D 121.2(7) . . ? C3D C4D C7D 120.4(7) . . ? C4D C5D C6D 120.9(6) . . ? C1D C6D C5D 122.0(6) . . ? C8D C7D C4D 177.2(8) . . ? C1E C11 C12 112.0(5) . . ? C1E C11 C19 112.8(5) . . ? C12 C11 C19 109.0(4) . . ? C1E C11 C18 107.3(4) . . ? C12 C11 C18 107.6(5) . . ? C19 C11 C18 108.1(5) . . ? C11 C12 C13 112.5(5) . . ? C1F C13 C14 109.6(4) . . ? C1F C13 C12 110.2(5) . . ? C14 C13 C12 109.2(5) . . ? C1F C13 C20 112.6(5) . . ? C14 C13 C20 107.4(4) . . ? C12 C13 C20 107.7(4) . . ? C15 C14 C13 111.9(4) . . ? C14 C15 C1G 107.9(4) . . ? C14 C15 C19 109.1(5) . . ? C1G C15 C19 112.9(5) . . ? C14 C15 C16 108.8(5) . . ? C1G C15 C16 110.4(4) . . ? C19 C15 C16 107.6(4) . . ? C17 C16 C15 110.6(4) . . ? C18 C17 C20 109.9(5) . . ? C18 C17 C1H 108.1(4) . . ? C20 C17 C1H 111.2(5) . . ? C18 C17 C16 108.0(5) . . ? C20 C17 C16 108.3(4) . . ? C1H C17 C16 111.3(5) . . ? C17 C18 C11 111.4(4) . . ? C15 C19 C11 111.7(5) . . ? C17 C20 C13 111.5(5) . . ? C6E C1E C2E 115.2(6) . . ? C6E C1E C11 123.7(6) . . ? C2E C1E C11 120.8(6) . . ? C3E C2E C1E 122.6(6) . . ? C4E C3E C2E 121.0(6) . . ? C3E C4E C5E 117.4(6) . . ? C3E C4E C7E 121.3(7) . . ? C5E C4E C7E 121.3(7) . . ? C4E C5E C6E 121.6(6) . . ? C1E C6E C5E 122.3(6) . . ? C8E C7E C4E 178.4(8) . . ? C2F C1F C6F 115.6(6) . . ? C2F C1F C13 124.5(6) . . ? C6F C1F C13 119.9(6) . . ? C3F C2F C1F 122.3(6) . . ? C4F C3F C2F 120.9(6) . . ? C3F C4F C5F 118.4(6) . . ? C3F C4F C7F 121.2(7) . . ? C5F C4F C7F 120.4(6) . . ? C6F C5F C4F 120.1(6) . . ? C5F C6F C1F 122.6(6) . . ? C8F C7F C4F 179.9(8) . . ? C6G C1G C2G 116.1(5) . . ? C6G C1G C15 120.4(6) . . ? C2G C1G C15 123.3(6) . . ? C3G C2G C1G 121.5(6) . . ? C2G C3G C4G 121.7(6) . . ? C3G C4G C5G 117.7(6) . . ? C3G C4G C7G 122.4(7) . . ? C5G C4G C7G 119.9(7) . . ? C4G C5G C6G 120.2(6) . . ? C1G C6G C5G 122.9(6) . . ? C8G C7G C4G 179.9(7) . . ? C2H C1H C6H 116.7(5) . . ? C2H C1H C17 123.6(5) . . ? C6H C1H C17 119.6(6) . . ? C1H C2H C3H 121.6(5) . . ? C4H C3H C2H 121.0(6) . . ? C3H C4H C5H 118.0(6) . . ? C3H C4H C7H 121.8(6) . . ? C5H C4H C7H 120.2(6) . . ? C4H C5H C6H 121.0(6) . . ? C5H C6H C1H 121.6(6) . . ? C8H C7H C4H 177.3(8) . . ? C3S C1S C2S 120.1(6) 7_566 . ? C1S C2S C3S 119.8(6) . . ? C1S C3S C2S 120.0(6) 7_566 . ? _refine_diff_density_max 0.159 _refine_diff_density_min -0.198 _refine_diff_density_rms 0.038