# Electronic Supplementary Material (ESI) for Materials Horizons # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xie21curt _audit_creation_date 2012-08-20 _audit_creation_method ; Olex2 1.2-beta (compiled May 9 2012 12:37:22, GUI svn.r4230) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C26 H20' _chemical_formula_sum 'C26 H20' _chemical_formula_weight 332.42 _chemical_absolute_configuration unk _chemical_melting_point ? 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 P2(1) _space_group_IT_number 4 _space_group_name_Hall 'P 2yb' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z' _cell_length_a 9.8370(7) _cell_length_b 9.5017(6) _cell_length_c 10.7087(8) _cell_angle_alpha 90.00 _cell_angle_beta 107.165(8) _cell_angle_gamma 90.00 _cell_volume 956.34(12) _cell_formula_units_Z 2 _cell_measurement_reflns_used 2392 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 71.6170 _cell_measurement_theta_min 9.7494 _exptl_absorpt_coefficient_mu 0.492 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.58370 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.154 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 352 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.12 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_unetI/netI 0.0304 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 5274 _diffrn_reflns_theta_full 66.50 _diffrn_reflns_theta_max 66.99 _diffrn_reflns_theta_min 9.76 _diffrn_ambient_temperature 298(2) _diffrn_detector_area_resol_mean 15.9578 _diffrn_measured_fraction_theta_full 0.9904 _diffrn_measured_fraction_theta_max 0.9904 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega 39.00 65.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -111.0000 -60.0000 26 #__ type_ start__ end____ width___ exp.time_ 2 omega -74.00 5.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - -55.0000 57.0000 60.0000 79 #__ type_ start__ end____ width___ exp.time_ 3 omega -109.00 -45.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - -55.0000 125.0000 90.0000 64 #__ type_ start__ end____ width___ exp.time_ 4 omega 76.00 124.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 55.0000 125.0000 -90.0000 48 #__ type_ start__ end____ width___ exp.time_ 5 omega -17.00 71.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 55.0000 -38.0000 -180.0000 88 #__ type_ start__ end____ width___ exp.time_ 6 omega 37.00 124.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 55.0000 57.0000 -30.0000 87 #__ type_ start__ end____ width___ exp.time_ 7 omega 74.00 121.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 55.0000 125.0000 -150.0000 47 #__ type_ start__ end____ width___ exp.time_ 8 omega 37.00 72.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -25.0000 -60.0000 35 #__ type_ start__ end____ width___ exp.time_ 9 omega 82.00 178.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 25.0000 -60.0000 96 #__ type_ start__ end____ width___ exp.time_ 10 omega 47.00 83.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -50.0000 -120.0000 36 #__ type_ start__ end____ width___ exp.time_ 11 omega 42.00 83.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -50.0000 -30.0000 41 #__ type_ start__ end____ width___ exp.time_ 12 omega 38.00 75.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -111.0000 -180.0000 37 #__ type_ start__ end____ width___ exp.time_ 13 omega 40.00 66.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -25.0000 30.0000 26 #__ type_ start__ end____ width___ exp.time_ 14 omega 45.00 71.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -38.0000 -180.0000 26 #__ type_ start__ end____ width___ exp.time_ 15 omega 46.00 72.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -92.0000 60.0000 26 #__ type_ start__ end____ width___ exp.time_ 16 omega 37.00 61.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -25.0000 -90.0000 24 #__ type_ start__ end____ width___ exp.time_ 17 omega 39.00 148.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -92.0000 -150.0000 109 #__ type_ start__ end____ width___ exp.time_ 18 omega 38.00 72.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -25.0000 0.0000 34 #__ type_ start__ end____ width___ exp.time_ 19 omega 88.00 147.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -92.0000 60.0000 59 #__ type_ start__ end____ width___ exp.time_ 20 omega 81.00 164.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 25.0000 -150.0000 83 #__ type_ start__ end____ width___ exp.time_ 21 omega 45.00 71.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -38.0000 60.0000 26 #__ type_ start__ end____ width___ exp.time_ 22 omega 38.00 66.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -25.0000 150.0000 28 #__ type_ start__ end____ width___ exp.time_ 23 omega 70.00 120.00 1.0000 5.0000 omega____ theta____ kappa____ phi______ frames - 110.0000 -92.0000 -30.0000 50 ; _diffrn_measurement_device 'kappa diffractometer' _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.1329208000 _diffrn_orient_matrix_UB_12 0.0717879000 _diffrn_orient_matrix_UB_13 0.0908589000 _diffrn_orient_matrix_UB_21 0.0657196000 _diffrn_orient_matrix_UB_22 0.0086839000 _diffrn_orient_matrix_UB_23 -0.1138225000 _diffrn_orient_matrix_UB_31 -0.0698822000 _diffrn_orient_matrix_UB_32 0.1450524000 _diffrn_orient_matrix_UB_33 -0.0382617000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.5418 _diffrn_source 'sealed X-ray tube' _diffrn_source_current 35 _diffrn_source_power 1.75 _diffrn_source_target Cu _diffrn_source_voltage 50 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 2313 _reflns_number_total 2554 _reflns_odcompleteness_completeness 99.04 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 68.13 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 0.135 _refine_diff_density_min -0.137 _refine_diff_density_rms 0.026 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -1(3) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 235 _refine_ls_number_reflns 2554 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0523 _refine_ls_R_factor_gt 0.0486 _refine_ls_restrained_S_all 1.014 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0973P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1273 _refine_ls_wR_factor_ref 0.1320 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 C1 C 0.6124(2) 0.2701(2) 0.1994(2) 0.0504(5) Uani 1 1 d . . . C2 C 0.7503(2) 0.2361(2) 0.2583(2) 0.0515(5) Uani 1 1 d . . . C11 C 0.5481(3) 0.2765(3) 0.0548(2) 0.0603(6) Uani 1 1 d . . . C12 C 0.4144(3) 0.2173(4) -0.0007(3) 0.0772(8) Uani 1 1 d . . . H12 H 0.3686 0.1730 0.0531 0.093 Uiso 1 1 calc R . . C13 C 0.3483(5) 0.2229(6) -0.1332(3) 0.1190(18) Uani 1 1 d . . . H13 H 0.2593 0.1819 -0.1683 0.143 Uiso 1 1 calc R . . C14 C 0.4137(9) 0.2885(8) -0.2123(4) 0.155(3) Uani 1 1 d . . . H14 H 0.3689 0.2933 -0.3017 0.186 Uiso 1 1 calc R . . C15 C 0.5467(8) 0.3483(6) -0.1605(5) 0.140(2) Uani 1 1 d . . . H15 H 0.5910 0.3928 -0.2154 0.168 Uiso 1 1 calc R . . C16 C 0.6152(4) 0.3424(4) -0.0256(3) 0.0913(10) Uani 1 1 d . . . H16 H 0.7047 0.3824 0.0092 0.110 Uiso 1 1 calc R . . C21 C 0.8451(2) 0.1789(2) 0.1841(2) 0.0522(5) Uani 1 1 d . . . C22 C 0.8010(3) 0.0693(3) 0.0966(3) 0.0636(6) Uani 1 1 d . . . H22 H 0.7110 0.0306 0.0826 0.076 Uiso 1 1 calc R . . C23 C 0.8916(3) 0.0172(4) 0.0295(3) 0.0790(8) Uani 1 1 d . . . H23 H 0.8612 -0.0557 -0.0301 0.095 Uiso 1 1 calc R . . C24 C 1.0259(3) 0.0724(4) 0.0504(3) 0.0793(8) Uani 1 1 d . . . H24 H 1.0852 0.0375 0.0042 0.095 Uiso 1 1 calc R . . C25 C 1.0721(3) 0.1786(3) 0.1392(3) 0.0702(7) Uani 1 1 d . . . H25 H 1.1633 0.2150 0.1545 0.084 Uiso 1 1 calc R . . C26 C 0.9826(2) 0.2315(3) 0.2060(3) 0.0614(6) Uani 1 1 d . . . H26 H 1.0145 0.3033 0.2665 0.074 Uiso 1 1 calc R . . C31 C 0.5121(2) 0.3022(3) 0.27648(19) 0.0499(5) Uani 1 1 d . . . C32 C 0.4901(2) 0.2065(3) 0.3667(2) 0.0572(5) Uani 1 1 d . . . H32 H 0.5388 0.1213 0.3797 0.069 Uiso 1 1 calc R . . C33 C 0.3962(3) 0.2368(4) 0.4374(2) 0.0707(7) Uani 1 1 d . . . H33 H 0.3815 0.1715 0.4969 0.085 Uiso 1 1 calc R . . C34 C 0.3247(3) 0.3631(4) 0.4199(3) 0.0760(8) Uani 1 1 d . . . H34 H 0.2625 0.3836 0.4681 0.091 Uiso 1 1 calc R . . C35 C 0.3454(3) 0.4591(3) 0.3310(3) 0.0714(7) Uani 1 1 d . . . H35 H 0.2981 0.5450 0.3201 0.086 Uiso 1 1 calc R . . C36 C 0.4370(2) 0.4278(3) 0.2574(2) 0.0610(6) Uani 1 1 d . . . H36 H 0.4479 0.4915 0.1951 0.073 Uiso 1 1 calc R . . C41 C 0.8167(2) 0.2495(3) 0.4030(2) 0.0544(5) Uani 1 1 d . . . C42 C 0.9006(2) 0.1414(3) 0.4722(3) 0.0638(6) Uani 1 1 d . . . H42 H 0.9164 0.0615 0.4283 0.077 Uiso 1 1 calc R . . C43 C 0.9612(3) 0.1520(4) 0.6068(3) 0.0789(8) Uani 1 1 d . . . H43 H 1.0165 0.0785 0.6526 0.095 Uiso 1 1 calc R . . C44 C 0.9400(3) 0.2697(5) 0.6724(3) 0.0863(10) Uani 1 1 d . . . H44 H 0.9800 0.2762 0.7624 0.104 Uiso 1 1 calc R . . C45 C 0.8596(3) 0.3778(4) 0.6043(3) 0.0813(8) Uani 1 1 d . . . H45 H 0.8462 0.4583 0.6486 0.098 Uiso 1 1 calc R . . C46 C 0.7980(3) 0.3690(3) 0.4706(3) 0.0682(6) Uani 1 1 d . . . H46 H 0.7439 0.4436 0.4257 0.082 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0495(10) 0.0490(12) 0.0552(11) 0.0015(9) 0.0192(8) 0.0024(9) C2 0.0455(9) 0.0515(12) 0.0582(11) -0.0041(10) 0.0162(8) -0.0027(9) C11 0.0647(12) 0.0629(14) 0.0544(12) 0.0071(10) 0.0195(10) 0.0185(11) C12 0.0654(13) 0.099(2) 0.0592(13) -0.0109(14) 0.0059(11) 0.0229(15) C13 0.116(3) 0.153(4) 0.0634(18) -0.029(2) -0.0129(17) 0.064(3) C14 0.217(6) 0.180(6) 0.0506(18) 0.002(2) 0.013(3) 0.119(5) C15 0.226(6) 0.135(4) 0.088(3) 0.054(3) 0.091(4) 0.090(5) C16 0.116(2) 0.090(2) 0.0830(19) 0.0306(17) 0.0524(18) 0.033(2) C21 0.0475(9) 0.0493(12) 0.0609(11) -0.0001(10) 0.0179(8) 0.0035(9) C22 0.0573(11) 0.0606(14) 0.0717(14) -0.0103(12) 0.0169(10) 0.0020(11) C23 0.0823(16) 0.0760(17) 0.0778(17) -0.0201(15) 0.0220(13) 0.0148(15) C24 0.0750(16) 0.097(2) 0.0761(16) 0.0062(15) 0.0378(13) 0.0294(16) C25 0.0569(11) 0.0783(17) 0.0823(16) 0.0138(14) 0.0315(11) 0.0076(12) C26 0.0527(10) 0.0585(13) 0.0749(14) -0.0025(11) 0.0217(10) -0.0025(10) C31 0.0417(8) 0.0588(12) 0.0467(9) -0.0049(9) 0.0092(7) 0.0005(8) C32 0.0551(10) 0.0642(14) 0.0519(11) 0.0003(10) 0.0150(8) 0.0004(10) C33 0.0697(13) 0.092(2) 0.0551(12) -0.0014(13) 0.0258(10) -0.0053(14) C34 0.0623(13) 0.106(2) 0.0625(13) -0.0140(15) 0.0232(11) 0.0082(15) C35 0.0630(12) 0.0753(16) 0.0735(15) -0.0132(14) 0.0162(11) 0.0181(12) C36 0.0558(11) 0.0611(14) 0.0634(12) 0.0032(11) 0.0136(10) 0.0086(10) C41 0.0434(9) 0.0599(14) 0.0592(11) -0.0090(10) 0.0142(8) -0.0073(9) C42 0.0541(11) 0.0661(15) 0.0673(13) -0.0008(11) 0.0119(10) 0.0011(11) C43 0.0674(14) 0.090(2) 0.0711(15) 0.0065(15) 0.0075(12) -0.0058(15) C44 0.0721(15) 0.114(3) 0.0630(14) -0.0159(17) 0.0051(12) -0.0216(18) C45 0.0730(15) 0.091(2) 0.0762(17) -0.0353(17) 0.0169(13) -0.0197(16) C46 0.0581(11) 0.0655(15) 0.0758(15) -0.0177(13) 0.0116(11) -0.0050(12) _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 C2 1.355(3) . ? C1 C11 1.492(3) . ? C1 C31 1.493(3) . ? C2 C21 1.496(3) . ? C2 C41 1.499(3) . ? C11 C12 1.392(4) . ? C11 C16 1.380(4) . ? C12 C13 1.376(4) . ? C13 C14 1.357(9) . ? C14 C15 1.383(11) . ? C15 C16 1.403(7) . ? C21 C22 1.382(3) . ? C21 C26 1.395(3) . ? C22 C23 1.390(4) . ? C23 C24 1.377(5) . ? C24 C25 1.369(5) . ? C25 C26 1.382(4) . ? C31 C32 1.389(3) . ? C31 C36 1.387(3) . ? C32 C33 1.387(3) . ? C33 C34 1.376(5) . ? C34 C35 1.376(5) . ? C35 C36 1.394(4) . ? C41 C42 1.387(4) . ? C41 C46 1.387(4) . ? C42 C43 1.392(4) . ? C43 C44 1.369(5) . ? C44 C45 1.368(6) . ? C45 C46 1.383(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 C2 C1 C11 123.54(19) . . ? C2 C1 C31 121.70(19) . . ? C11 C1 C31 114.75(18) . . ? C1 C2 C21 122.33(19) . . ? C1 C2 C41 122.13(19) . . ? C21 C2 C41 115.51(18) . . ? C12 C11 C1 119.0(2) . . ? C16 C11 C1 122.1(3) . . ? C16 C11 C12 118.9(3) . . ? C13 C12 C11 121.6(4) . . ? C14 C13 C12 119.6(5) . . ? C13 C14 C15 120.3(3) . . ? C14 C15 C16 120.4(5) . . ? C11 C16 C15 119.2(5) . . ? C22 C21 C2 120.9(2) . . ? C22 C21 C26 118.6(2) . . ? C26 C21 C2 120.4(2) . . ? C21 C22 C23 119.8(2) . . ? C24 C23 C22 120.7(3) . . ? C25 C24 C23 119.9(2) . . ? C24 C25 C26 119.7(3) . . ? C25 C26 C21 121.1(3) . . ? C32 C31 C1 121.0(2) . . ? C36 C31 C1 120.3(2) . . ? C36 C31 C32 118.8(2) . . ? C33 C32 C31 120.6(2) . . ? C34 C33 C32 120.2(3) . . ? C33 C34 C35 119.9(2) . . ? C34 C35 C36 120.2(3) . . ? C31 C36 C35 120.3(2) . . ? C42 C41 C2 119.9(2) . . ? C42 C41 C46 118.5(2) . . ? C46 C41 C2 121.6(2) . . ? C41 C42 C43 120.4(3) . . ? C44 C43 C42 120.4(3) . . ? C45 C44 C43 119.5(3) . . ? C44 C45 C46 120.9(3) . . ? C45 C46 C41 120.3(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C2 C21 C22 -48.3(3) . . . . ? C1 C2 C21 C26 134.3(2) . . . . ? C1 C2 C41 C42 134.7(2) . . . . ? C1 C2 C41 C46 -46.2(3) . . . . ? C1 C11 C12 C13 178.5(3) . . . . ? C1 C11 C16 C15 -178.0(3) . . . . ? C1 C31 C32 C33 -179.7(2) . . . . ? C1 C31 C36 C35 -178.8(2) . . . . ? C2 C1 C11 C12 136.0(3) . . . . ? C2 C1 C11 C16 -45.7(4) . . . . ? C2 C1 C31 C32 -55.8(3) . . . . ? C2 C1 C31 C36 125.3(2) . . . . ? C2 C21 C22 C23 -179.5(3) . . . . ? C2 C21 C26 C25 179.2(2) . . . . ? C2 C41 C42 C43 -179.1(2) . . . . ? C2 C41 C46 C45 179.4(2) . . . . ? C11 C1 C2 C21 -10.3(3) . . . . ? C11 C1 C2 C41 171.5(2) . . . . ? C11 C1 C31 C32 123.3(2) . . . . ? C11 C1 C31 C36 -55.5(3) . . . . ? C11 C12 C13 C14 -0.6(6) . . . . ? C12 C11 C16 C15 0.2(5) . . . . ? C12 C13 C14 C15 0.7(7) . . . . ? C13 C14 C15 C16 -0.3(8) . . . . ? C14 C15 C16 C11 -0.2(6) . . . . ? C16 C11 C12 C13 0.2(4) . . . . ? C21 C2 C41 C42 -43.6(3) . . . . ? C21 C2 C41 C46 135.5(2) . . . . ? C21 C22 C23 C24 0.8(5) . . . . ? C22 C21 C26 C25 1.9(4) . . . . ? C22 C23 C24 C25 0.8(5) . . . . ? C23 C24 C25 C26 -1.1(5) . . . . ? C24 C25 C26 C21 -0.3(4) . . . . ? C26 C21 C22 C23 -2.1(4) . . . . ? C31 C1 C2 C21 168.8(2) . . . . ? C31 C1 C2 C41 -9.4(3) . . . . ? C31 C1 C11 C12 -43.1(3) . . . . ? C31 C1 C11 C16 135.2(3) . . . . ? C31 C32 C33 C34 -0.7(4) . . . . ? C32 C31 C36 C35 2.3(3) . . . . ? C32 C33 C34 C35 0.6(4) . . . . ? C33 C34 C35 C36 0.9(4) . . . . ? C34 C35 C36 C31 -2.4(4) . . . . ? C36 C31 C32 C33 -0.8(3) . . . . ? C41 C2 C21 C22 130.0(2) . . . . ? C41 C2 C21 C26 -47.3(3) . . . . ? C41 C42 C43 C44 -0.7(4) . . . . ? C42 C41 C46 C45 -1.4(4) . . . . ? C42 C43 C44 C45 -0.6(5) . . . . ? C43 C44 C45 C46 0.8(5) . . . . ? C44 C45 C46 C41 0.2(4) . . . . ? C46 C41 C42 C43 1.7(4) . . . . ? _database_code_depnum_ccdc_archive 'CCDC 973505'