# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_macrocycle _database_code_depnum_ccdc_archive 'CCDC 888917' #TrackingRef 'Combined.cif' #============================================================================== _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ; Both hydroquinone rings, as well as part of the polyether chain are disordered. This was modelled over two sites in all cases; the occupancies of the two positions were refined and then fixed. Some residual electron density is present (leading to 'B' level alerts in checkCIF) around one of the disordered hydroquinones. Attempts to model this as a third position of the disorder were unsuccessful. ; _cell_length_a 18.3395(6) _cell_length_b 19.6643(5) _cell_length_c 8.8486(2) _cell_angle_alpha 90 _cell_angle_beta 100.766(3) _cell_angle_gamma 90 _cell_volume 3134.93(15) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x,-y+1/2,z+1/2 -x,y+1/2,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C34 H42 N2 O7 # Dc = 1.25 Fooo = 1264.00 Mu = 0.87 M = 590.72 # Found Formula = C34 H42 N2 O7 # Dc = 1.25 FOOO = 1264.00 Mu = 0.87 M = 590.72 _chemical_formula_sum 'C34 H42 N2 O7' _chemical_formula_moiety 'C34 H42 N2 O7' _chemical_compound_source synthesized _chemical_formula_weight 590.72 _cell_measurement_reflns_used 8708 _cell_measurement_theta_min 1.4858 _cell_measurement_theta_max 32.1760 _cell_measurement_temperature 100 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_min 0.01 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_max 0.15 _exptl_crystal_density_diffrn 1.252 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1264.000 _exptl_absorpt_coefficient_mu 0.087 # Sheldrick geometric approximatio 1.00 1.00 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'CrysAlisPro, (Oxford Diffraction, 2011)' _exptl_absorpt_correction_T_min 0.42 _exptl_absorpt_correction_T_max 1.00 _diffrn_measurement_device_type synchrotron _diffrn_measurement_device Area _diffrn_radiation_monochromator synchrotron _diffrn_radiation_type synchrotron _diffrn_radiation_wavelength 0.68890 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'Crystal Clear (Rigaku, 1997--2002)' _computing_cell_refinement 'CrysAlisPro, (Oxford Diffraction, 2011)' _computing_data_reduction 'CrysAlisPro, (Oxford Diffraction, 2011)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 100 _diffrn_reflns_number 42173 _reflns_number_total 11113 _diffrn_reflns_av_R_equivalents 0.0466 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 11113 # Theoretical number of reflections is about 14185 _diffrn_reflns_theta_min 1.486 _diffrn_reflns_theta_max 32.175 _diffrn_measured_fraction_theta_max 0.915 _diffrn_reflns_theta_full 27.349 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 10 _reflns_limit_h_min -27 _reflns_limit_h_max 26 _reflns_limit_k_min 0 _reflns_limit_k_max 29 _reflns_limit_l_min 0 _reflns_limit_l_max 13 _oxford_diffrn_Wilson_B_factor 2.56 _oxford_diffrn_Wilson_scale 0.03 _atom_sites_solution_primary Other #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.89 _refine_diff_density_max 1.06 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 7050 _refine_ls_number_restraints 1147 _refine_ls_number_parameters 523 _oxford_refine_ls_R_factor_ref 0.0860 _refine_ls_wR_factor_ref 0.1692 _refine_ls_goodness_of_fit_ref 0.9337 _refine_ls_shift/su_max 0.0002092 _refine_ls_shift/su_mean 0.0000158 # The values computed from all data _oxford_reflns_number_all 7050 _refine_ls_R_factor_all 0.0860 _refine_ls_wR_factor_all 0.1692 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5755 _refine_ls_R_factor_gt 0.0738 _refine_ls_wR_factor_gt 0.1580 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.320E+04 0.520E+04 0.312E+04 0.126E+04 272. ; # Insert your own references if required - in alphabetical order 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens C1 C 0.02124(14) 0.28076(13) 0.0238(3) 0.0339 1.0000 Uani . . . . . . C2 C -0.02659(14) 0.39728(15) 0.0560(4) 0.0414 1.0000 Uani . . . . . . C3 C 0.06036(16) 0.37552(16) -0.1286(3) 0.0401 1.0000 Uani . . . . . . C4 C 0.04106(13) 0.35642(13) 0.0278(3) 0.0291 1.0000 Uani . . . . . . C5 C 0.10671(12) 0.37302(12) 0.1573(3) 0.0246 1.0000 Uani . . . . . . C6 C 0.14128(12) 0.43631(12) 0.1614(3) 0.0233 1.0000 Uani . . . . . . C7 C 0.20032(12) 0.45423(11) 0.2782(2) 0.0222 1.0000 Uani . . . . . . C8 C 0.22447(12) 0.40861(12) 0.3981(2) 0.0236 1.0000 Uani . . . . . . C9 C 0.19176(13) 0.34496(12) 0.3942(2) 0.0249 1.0000 Uani . . . . . . C10 C 0.13379(13) 0.32686(12) 0.2742(3) 0.0265 1.0000 Uani . . . . . . C11 C 0.23859(12) 0.52083(11) 0.2606(3) 0.0241 1.0000 Uani . U . . . . O12 O 0.22636(11) 0.55145(9) 0.1372(2) 0.0353 1.0000 Uani . . . . . . N13 N 0.28648(11) 0.54284(11) 0.3837(2) 0.0302 1.0000 Uani . U . . . . C14 C 0.33233(12) 0.60350(12) 0.3805(3) 0.0327 1.0000 Uani D U . . . . C15 C 0.4090(2) 0.5838(3) 0.3559(7) 0.0291 0.6000 Uani D U . . 1 . C16 C 0.4706(2) 0.6207(2) 0.4252(6) 0.0412 0.6000 Uani D U . . 1 . C17 C 0.5424(2) 0.6047(2) 0.4080(6) 0.0382 0.6000 Uani D U . . 1 . C18 C 0.5543(3) 0.5515(4) 0.3169(7) 0.0339 0.6000 Uani D U . . 1 . C19 C 0.4948(3) 0.5132(3) 0.2441(7) 0.0640 0.6000 Uani D U . . 1 . C20 C 0.4235(2) 0.5296(3) 0.2641(6) 0.0534 0.6000 Uani D U . . 1 . O21 O 0.62753(10) 0.54290(11) 0.3143(2) 0.0402 1.0000 Uani . U . . . . C22 C 0.64209(18) 0.5098(3) 0.1818(4) 0.0722 1.0000 Uani . U . . . . C23 C 0.72434(17) 0.5104(2) 0.1872(3) 0.0580 1.0000 Uani . . . . . . O24 O 0.75831(9) 0.46834(10) 0.3131(2) 0.0327 1.0000 Uani . . . . . . C25 C 0.83420(14) 0.45549(14) 0.3092(3) 0.0348 1.0000 Uani . . . . . . C26 C 0.86868(14) 0.41729(14) 0.4517(3) 0.0339 1.0000 Uani . . . . . . O27 O 0.83574(10) 0.35213(9) 0.4516(2) 0.0340 1.0000 Uani . . . . . . C28 C 0.85362(14) 0.32019(14) 0.5974(3) 0.0329 1.0000 Uani . U . . . . C29 C 0.82256(14) 0.24948(13) 0.5906(3) 0.0351 1.0000 Uani . U . . . . O30 O 0.74466(10) 0.25252(9) 0.5702(3) 0.0395 1.0000 Uani . U . . . . C31 C 0.7200(3) 0.1842(4) 0.5682(9) 0.0460 0.6000 Uani D U . . 3 . C32 C 0.6375(3) 0.1833(3) 0.5077(6) 0.0474 0.6000 Uani D U . . 3 . O33 O 0.5992(2) 0.2072(2) 0.6209(4) 0.0414 0.6000 Uani D U . . 3 . C34 C 0.5235(2) 0.1985(2) 0.5972(5) 0.0365 0.6000 Uani D U . . 3 . C35 C 0.4803(3) 0.1746(4) 0.4701(7) 0.0870 0.6000 Uani D U . . 3 . C38 C 0.4133(3) 0.2069(3) 0.7050(6) 0.0752 0.6000 Uani D U . . 3 . C40 C 0.28064(14) 0.18089(13) 0.5624(3) 0.0344 1.0000 Uani D U . . . . N41 N 0.24087(12) 0.23381(10) 0.4630(2) 0.0294 1.0000 Uani . U . . . . C42 C 0.22372(14) 0.29427(12) 0.5165(3) 0.0276 1.0000 Uani . U . . . . O43 O 0.23380(12) 0.30978(9) 0.65400(19) 0.0380 1.0000 Uani . U . . . . C115 C 0.4105(3) 0.5899(4) 0.3657(10) 0.0270 0.4000 Uani D U . . 2 . C120 C 0.4244(3) 0.5718(3) 0.2244(7) 0.0351 0.4000 Uani D U . . 2 . C119 C 0.4963(3) 0.5563(3) 0.2054(7) 0.0332 0.4000 Uani D U . . 2 . C118 C 0.5547(4) 0.5612(4) 0.3304(9) 0.0248 0.4000 Uani D U . . 2 . C117 C 0.5404(3) 0.5822(3) 0.4719(7) 0.0305 0.4000 Uani D U . . 2 . C116 C 0.4684(3) 0.5966(3) 0.4886(7) 0.0294 0.4000 Uani D U . . 2 . C37 C 0.3645(2) 0.1867(3) 0.5743(6) 0.0408 0.6000 Uani D U . . 3 . C36 C 0.4033(3) 0.1694(4) 0.4585(6) 0.0865 0.6000 Uani D U . . 3 . C39 C 0.4898(3) 0.2123(4) 0.7165(6) 0.0794 0.6000 Uani D U . . 3 . C135 C 0.4682(3) 0.1183(3) 0.6788(7) 0.0338 0.4000 Uani D U . . 4 . C136 C 0.3925(3) 0.1238(3) 0.6612(6) 0.0328 0.4000 Uani D U . . 4 . C138 C 0.3946(4) 0.2259(4) 0.5138(10) 0.0883 0.4000 Uani D U . . 4 . C139 C 0.4705(4) 0.2220(4) 0.5324(10) 0.0933 0.4000 Uani D U . . 4 . C137 C 0.3611(3) 0.1796(4) 0.5811(10) 0.0411 0.4000 Uani D U . . 4 . C134 C 0.5070(3) 0.1675(3) 0.6141(9) 0.0531 0.4000 Uani D U . . 4 . O133 O 0.5829(3) 0.1584(3) 0.6349(6) 0.0479 0.4000 Uani D U . . 4 . C132 C 0.6217(4) 0.2116(4) 0.5759(14) 0.0526 0.4000 Uani D U . . 4 . C131 C 0.7044(4) 0.1922(5) 0.6084(13) 0.0401 0.4000 Uani D U . . 4 . H11 H 0.0624 0.2521 0.0103 0.0506 1.0000 Uiso R . . . . . H13 H -0.0200 0.2719 -0.0603 0.0503 1.0000 Uiso R . . . . . H12 H 0.0048 0.2668 0.1167 0.0504 1.0000 Uiso R . . . . . H21 H -0.0157 0.4456 0.0654 0.0615 1.0000 Uiso R . . . . . H23 H -0.0676 0.3903 -0.0284 0.0614 1.0000 Uiso R . . . . . H22 H -0.0410 0.3822 0.1511 0.0622 1.0000 Uiso R . . . . . H31 H 0.0683 0.4240 -0.1341 0.0594 1.0000 Uiso R . . . . . H33 H 0.0191 0.3644 -0.2113 0.0599 1.0000 Uiso R . . . . . H32 H 0.1055 0.3521 -0.1462 0.0599 1.0000 Uiso R . . . . . H61 H 0.1258 0.4684 0.0850 0.0275 1.0000 Uiso R . . . . . H81 H 0.2640 0.4202 0.4796 0.0276 1.0000 Uiso R . . . . . H101 H 0.1136 0.2827 0.2745 0.0322 1.0000 Uiso R . . . . . H161 H 0.4638 0.6573 0.4885 0.0504 0.6000 Uiso R . . . 1 . H171 H 0.5825 0.6301 0.4599 0.0475 0.6000 Uiso R . . . 1 . H191 H 0.5020 0.4768 0.1805 0.0761 0.6000 Uiso R . . . 1 . H201 H 0.3837 0.5031 0.2149 0.0642 0.6000 Uiso R . . . 1 . H221 H 0.6170 0.5326 0.0899 0.0876 1.0000 Uiso R . . . . . H222 H 0.6257 0.4632 0.1835 0.0852 1.0000 Uiso R . . . . . H231 H 0.7441 0.5582 0.2007 0.0716 1.0000 Uiso R . . . . . H232 H 0.7344 0.4909 0.0922 0.0702 1.0000 Uiso R . . . . . H252 H 0.8594 0.4989 0.3049 0.0412 1.0000 Uiso R . . . . . H251 H 0.8376 0.4287 0.2174 0.0406 1.0000 Uiso R . . . . . H262 H 0.9222 0.4138 0.4545 0.0411 1.0000 Uiso R . . . . . H261 H 0.8604 0.4428 0.5432 0.0410 1.0000 Uiso R . . . . . H282 H 0.9082 0.3171 0.6308 0.0394 1.0000 Uiso R . . . . . H281 H 0.8333 0.3475 0.6715 0.0387 1.0000 Uiso R . . . . . H291 H 0.8421 0.2256 0.6876 0.0424 1.0000 Uiso R . . . . . H292 H 0.8367 0.2247 0.5045 0.0424 1.0000 Uiso R . . . . . H312 H 0.7299 0.1652 0.6722 0.0542 0.6000 Uiso R . . . 3 . H311 H 0.7446 0.1571 0.5021 0.0542 0.6000 Uiso R . . . 3 . H321 H 0.6247 0.2113 0.4169 0.0544 0.6000 Uiso R . . . 3 . H322 H 0.6221 0.1364 0.4836 0.0561 0.6000 Uiso R . . . 3 . H351 H 0.5013 0.1633 0.3854 0.1014 0.6000 Uiso R . . . 3 . H381 H 0.3934 0.2150 0.7936 0.0862 0.6000 Uiso R . . . 3 . H1201 H 0.3858 0.5701 0.1389 0.0401 0.4000 Uiso R . . . 2 . H1191 H 0.5052 0.5443 0.1086 0.0390 0.4000 Uiso R . . . 2 . H1171 H 0.5796 0.5867 0.5560 0.0350 0.4000 Uiso R . . . 2 . H1161 H 0.4590 0.6108 0.5836 0.0338 0.4000 Uiso R . . . 2 . H361 H 0.3753 0.1548 0.3643 0.1003 0.6000 Uiso R . . . 3 . H391 H 0.5197 0.2234 0.8140 0.0904 0.6000 Uiso R . . . 3 . H1351 H 0.4927 0.0806 0.7310 0.0411 0.4000 Uiso R . . . 4 . H1361 H 0.3642 0.0912 0.7007 0.0391 0.4000 Uiso R . . . 4 . H1381 H 0.3678 0.2612 0.4584 0.1000 0.4000 Uiso R . . . 4 . H1391 H 0.4975 0.2568 0.4966 0.1071 0.4000 Uiso R . . . 4 . H1321 H 0.6142 0.2542 0.6255 0.0620 0.4000 Uiso R . . . 4 . H1322 H 0.6054 0.2158 0.4649 0.0617 0.4000 Uiso R . . . 4 . H1312 H 0.7196 0.1801 0.7160 0.0481 0.4000 Uiso R . . . 4 . H1311 H 0.7134 0.1541 0.5444 0.0478 0.4000 Uiso R . . . 4 . H411 H 0.2378 0.2298 0.3639 0.0349 1.0000 Uiso R . . . . . H131 H 0.2861 0.5243 0.4707 0.0360 1.0000 Uiso R . . . . . H142 H 0.3352 0.6266 0.4779 0.0403 1.0000 Uiso R . . . . . H401 H 0.2678 0.1868 0.6639 0.0413 1.0000 Uiso R . . . . . H402 H 0.2619 0.1358 0.5172 0.0409 1.0000 Uiso R . . . . . H141 H 0.3070 0.6330 0.2986 0.0403 1.0000 Uiso 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 0.0296(12) 0.0340(13) 0.0367(13) -0.0010(10) 0.0025(10) -0.0071(10) C2 0.0255(12) 0.0402(15) 0.0546(17) -0.0002(13) -0.0025(11) 0.0010(11) C3 0.0412(14) 0.0492(16) 0.0260(12) 0.0043(11) -0.0038(10) -0.0159(12) C4 0.0226(11) 0.0336(12) 0.0293(12) 0.0030(10) -0.0001(9) -0.0047(9) C5 0.0212(10) 0.0295(11) 0.0233(10) 0.0013(9) 0.0048(8) -0.0019(8) C6 0.0231(10) 0.0253(11) 0.0220(10) 0.0031(8) 0.0054(8) 0.0021(8) C7 0.0224(10) 0.0228(10) 0.0227(10) -0.0017(8) 0.0078(8) 0.0012(8) C8 0.0239(10) 0.0275(11) 0.0201(10) -0.0018(8) 0.0061(8) 0.0008(8) C9 0.0286(11) 0.0285(11) 0.0189(10) 0.0019(8) 0.0078(8) 0.0012(9) C10 0.0283(11) 0.0267(11) 0.0254(11) 0.0024(9) 0.0070(9) -0.0056(9) C11 0.0265(10) 0.0221(10) 0.0251(10) -0.0027(8) 0.0083(8) 0.0007(8) O12 0.0478(11) 0.0256(9) 0.0307(9) 0.0034(7) 0.0027(8) -0.0068(8) N13 0.0304(10) 0.0343(11) 0.0262(10) -0.0032(8) 0.0060(8) -0.0080(8) C14 0.0289(10) 0.0297(11) 0.0403(13) -0.0083(10) 0.0085(9) -0.0050(8) C15 0.0263(12) 0.026(3) 0.034(3) -0.006(2) 0.0027(16) -0.0027(16) C16 0.0290(13) 0.029(2) 0.064(3) -0.023(2) 0.004(2) -0.0017(16) C17 0.0262(14) 0.028(2) 0.059(3) -0.0111(19) 0.003(2) -0.0043(16) C18 0.0261(11) 0.048(3) 0.028(2) -0.007(2) 0.0051(18) 0.0021(17) C19 0.0326(15) 0.075(4) 0.081(4) -0.055(3) 0.002(2) 0.004(2) C20 0.0284(15) 0.053(3) 0.076(3) -0.041(2) 0.001(2) -0.003(2) O21 0.0263(8) 0.0627(13) 0.0313(9) 0.0025(8) 0.0050(7) 0.0058(8) C22 0.0365(16) 0.151(4) 0.0286(14) -0.0141(17) 0.0040(12) 0.021(2) C23 0.0376(15) 0.110(3) 0.0288(14) 0.0164(17) 0.0131(12) 0.0206(18) O24 0.0269(9) 0.0444(10) 0.0290(9) 0.0012(8) 0.0105(7) -0.0001(7) C25 0.0278(12) 0.0414(14) 0.0377(13) 0.0021(11) 0.0128(10) -0.0011(10) C26 0.0262(11) 0.0382(14) 0.0380(13) -0.0028(11) 0.0081(10) -0.0039(10) O27 0.0366(9) 0.0325(9) 0.0319(9) -0.0030(7) 0.0041(7) -0.0020(7) C28 0.0246(11) 0.0363(13) 0.0369(13) -0.0011(11) 0.0031(9) 0.0021(9) C29 0.0298(12) 0.0306(13) 0.0461(15) -0.0001(11) 0.0101(11) 0.0053(9) O30 0.0292(9) 0.0274(9) 0.0619(13) -0.0034(9) 0.0085(8) 0.0002(7) C31 0.0362(17) 0.0296(18) 0.077(4) -0.018(3) 0.022(2) -0.0040(18) C32 0.0374(17) 0.046(3) 0.063(3) -0.027(2) 0.0202(18) -0.0118(18) O33 0.0326(13) 0.046(2) 0.0481(19) -0.0131(16) 0.0124(13) -0.0016(15) C34 0.0309(13) 0.036(2) 0.043(2) -0.0082(18) 0.0077(13) 0.0011(17) C35 0.0472(18) 0.143(5) 0.075(3) -0.069(4) 0.023(2) -0.037(3) C38 0.0378(16) 0.150(5) 0.038(2) -0.033(3) 0.0081(17) 0.000(3) C40 0.0493(12) 0.0285(12) 0.0247(11) 0.0012(9) 0.0051(9) 0.0054(10) N41 0.0431(12) 0.0280(10) 0.0172(9) 0.0010(7) 0.0058(8) 0.0012(8) C42 0.0360(12) 0.0269(11) 0.0202(10) 0.0019(9) 0.0062(9) -0.0018(9) O43 0.0668(13) 0.0289(9) 0.0182(8) 0.0010(7) 0.0077(8) 0.0035(9) C115 0.030(2) 0.022(4) 0.030(3) 0.007(3) 0.0092(16) -0.004(3) C120 0.0278(18) 0.038(3) 0.038(2) -0.015(3) 0.0029(17) 0.004(3) C119 0.0276(17) 0.041(3) 0.030(2) -0.004(3) 0.0037(15) 0.004(3) C118 0.027(2) 0.023(3) 0.024(3) 0.011(3) 0.0056(17) 0.002(3) C117 0.0313(18) 0.031(3) 0.030(2) 0.001(2) 0.0065(18) 0.000(2) C116 0.0315(17) 0.025(3) 0.033(2) -0.001(2) 0.0085(17) -0.003(2) C37 0.0466(14) 0.048(4) 0.025(2) -0.001(2) 0.0009(13) 0.015(2) C36 0.0466(18) 0.151(5) 0.066(3) -0.073(4) 0.020(2) -0.037(3) C39 0.0380(16) 0.151(5) 0.050(3) -0.032(3) 0.0114(18) 0.000(3) C135 0.0356(18) 0.030(3) 0.036(3) 0.002(2) 0.007(2) -0.0003(19) C136 0.0359(17) 0.032(3) 0.032(3) 0.003(2) 0.008(2) -0.0009(18) C138 0.045(2) 0.051(4) 0.169(7) 0.065(4) 0.021(4) 0.019(3) C139 0.045(2) 0.049(4) 0.187(7) 0.067(4) 0.025(5) 0.016(3) C137 0.050(3) 0.022(3) 0.055(5) -0.002(3) 0.019(3) 0.013(2) C134 0.0322(18) 0.033(3) 0.096(5) 0.027(3) 0.017(3) 0.008(2) O133 0.0327(17) 0.031(2) 0.083(4) 0.015(2) 0.018(2) 0.0082(17) C132 0.036(2) 0.035(4) 0.093(6) 0.016(4) 0.029(4) 0.009(2) C131 0.033(2) 0.027(4) 0.061(5) 0.010(4) 0.011(3) 0.003(3) _refine_ls_extinction_method None _oxford_refine_ls_scale 7.02(18) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 . C4 . 1.530(3) yes C1 . H11 . 0.967 no C1 . H13 . 0.972 no C1 . H12 . 0.967 no C2 . C4 . 1.537(4) yes C2 . H21 . 0.971 no C2 . H23 . 0.965 no C2 . H22 . 0.974 no C3 . C4 . 1.538(4) yes C3 . H31 . 0.967 no C3 . H33 . 0.974 no C3 . H32 . 0.985 no C4 . C5 . 1.534(3) yes C5 . C6 . 1.394(3) yes C5 . C10 . 1.396(3) yes C6 . C7 . 1.395(3) yes C6 . H61 . 0.929 no C7 . C8 . 1.397(3) yes C7 . C11 . 1.508(3) yes C8 . C9 . 1.385(3) yes C8 . H81 . 0.950 no C9 . C10 . 1.401(3) yes C9 . C42 . 1.507(3) yes C10 . H101 . 0.943 no C11 . O12 . 1.230(3) yes C11 . N13 . 1.337(3) yes N13 . C14 . 1.463(3) yes N13 . H131 . 0.854 no C14 . C15 . 1.513(4) yes C14 . H142 . 0.966 no C14 . H141 . 0.976 no C15 . C16 . 1.385(6) yes C15 . C20 . 1.395(6) yes C16 . C17 . 1.390(5) yes C16 . H161 . 0.933 no C17 . C18 . 1.362(6) yes C17 . H171 . 0.937 no C18 . C19 . 1.382(7) yes C18 . O21 . 1.358(6) yes C19 . C20 . 1.391(6) yes C19 . H191 . 0.935 no C20 . H201 . 0.936 no O21 . C22 . 1.410(4) yes C22 . C23 . 1.500(4) yes C22 . H221 . 0.967 no C22 . H222 . 0.965 no C23 . O24 . 1.434(4) yes C23 . H231 . 1.006 no C23 . H232 . 0.972 no O24 . C25 . 1.421(3) yes C25 . C26 . 1.502(4) yes C25 . H252 . 0.975 no C25 . H251 . 0.980 no C26 . O27 . 1.417(3) yes C26 . H262 . 0.979 no C26 . H261 . 0.988 no O27 . C28 . 1.417(3) yes C28 . C29 . 1.499(4) yes C28 . H282 . 0.991 no C28 . H281 . 0.974 no C29 . O30 . 1.407(3) yes C29 . H291 . 0.985 no C29 . H292 . 0.979 no O30 . C31 . 1.417(7) yes C31 . C32 . 1.509(6) yes C31 . H312 . 0.978 no C31 . H311 . 0.962 no C32 . O33 . 1.408(5) yes C32 . H321 . 0.967 no C32 . H322 . 0.975 no O33 . C34 . 1.375(5) yes C34 . C35 . 1.335(6) yes C34 . C39 . 1.347(6) yes C35 . C36 . 1.399(6) yes C35 . H351 . 0.932 no C38 . C37 . 1.382(6) yes C38 . C39 . 1.391(6) yes C38 . H381 . 0.938 no C40 . N41 . 1.466(3) yes C40 . C37 . 1.526(4) yes C40 . H401 . 0.977 no C40 . H402 . 1.006 no N41 . C42 . 1.339(3) yes N41 . H411 . 0.872 no C42 . O43 . 1.234(3) yes C115 . C120 . 1.369(8) yes C115 . C116 . 1.376(8) yes C120 . C119 . 1.394(7) yes C120 . H1201 . 0.936 no C119 . C118 . 1.392(8) yes C119 . H1191 . 0.932 no C118 . C117 . 1.390(8) yes C117 . C116 . 1.386(7) yes C117 . H1171 . 0.937 no C116 . H1161 . 0.932 no C37 . C36 . 1.394(6) yes C36 . H361 . 0.940 no C39 . H391 . 0.957 no C135 . C136 . 1.372(7) yes C135 . C134 . 1.387(7) yes C135 . H1351 . 0.941 no C136 . C137 . 1.374(8) yes C136 . H1361 . 0.935 no C138 . C139 . 1.374(8) yes C138 . C137 . 1.302(8) yes C138 . H1381 . 0.933 no C139 . C134 . 1.393(7) yes C139 . H1391 . 0.934 no C134 . O133 . 1.381(6) yes O133 . C132 . 1.420(7) yes C132 . C131 . 1.538(8) yes C132 . H1321 . 0.968 no C132 . H1322 . 0.975 no C131 . H1312 . 0.971 no C131 . H1311 . 0.971 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C4 . C1 . H11 . 112.4 no C4 . C1 . H13 . 109.8 no H11 . C1 . H13 . 108.4 no C4 . C1 . H12 . 111.6 no H11 . C1 . H12 . 108.2 no H13 . C1 . H12 . 106.1 no C4 . C2 . H21 . 111.5 no C4 . C2 . H23 . 109.6 no H21 . C2 . H23 . 108.9 no C4 . C2 . H22 . 109.9 no H21 . C2 . H22 . 107.9 no H23 . C2 . H22 . 109.1 no C4 . C3 . H31 . 110.4 no C4 . C3 . H33 . 110.2 no H31 . C3 . H33 . 106.6 no C4 . C3 . H32 . 111.7 no H31 . C3 . H32 . 108.2 no H33 . C3 . H32 . 109.6 no C3 . C4 . C2 . 110.3(2) yes C3 . C4 . C1 . 108.1(2) yes C2 . C4 . C1 . 108.4(2) yes C3 . C4 . C5 . 109.88(19) yes C2 . C4 . C5 . 108.2(2) yes C1 . C4 . C5 . 112.0(2) yes C4 . C5 . C6 . 119.9(2) yes C4 . C5 . C10 . 122.4(2) yes C6 . C5 . C10 . 117.7(2) yes C5 . C6 . C7 . 122.1(2) yes C5 . C6 . H61 . 120.8 no C7 . C6 . H61 . 117.2 no C6 . C7 . C8 . 119.5(2) yes C6 . C7 . C11 . 117.1(2) yes C8 . C7 . C11 . 123.3(2) yes C7 . C8 . C9 . 119.1(2) yes C7 . C8 . H81 . 120.7 no C9 . C8 . H81 . 120.1 no C8 . C9 . C10 . 120.8(2) yes C8 . C9 . C42 . 118.1(2) yes C10 . C9 . C42 . 121.0(2) yes C9 . C10 . C5 . 120.7(2) yes C9 . C10 . H101 . 118.3 no C5 . C10 . H101 . 121.0 no C7 . C11 . O12 . 120.4(2) yes C7 . C11 . N13 . 116.4(2) yes O12 . C11 . N13 . 123.2(2) yes C11 . N13 . C14 . 122.7(2) yes C11 . N13 . H131 . 118.8 no C14 . N13 . H131 . 117.9 no N13 . C14 . C15 . 110.3(3) yes N13 . C14 . H142 . 107.6 no C15 . C14 . H142 . 110.5 no N13 . C14 . H141 . 107.7 no C15 . C14 . H141 . 111.8 no H142 . C14 . H141 . 108.8 no C14 . C15 . C16 . 120.3(4) yes C14 . C15 . C20 . 124.2(4) yes C16 . C15 . C20 . 115.4(3) yes C15 . C16 . C17 . 122.9(4) yes C15 . C16 . H161 . 118.7 no C17 . C16 . H161 . 118.4 no C16 . C17 . C18 . 119.9(4) yes C16 . C17 . H171 . 120.0 no C18 . C17 . H171 . 120.1 no C17 . C18 . C19 . 119.6(5) yes C17 . C18 . O21 . 112.0(5) yes C19 . C18 . O21 . 128.4(5) yes C18 . C19 . C20 . 119.6(4) yes C18 . C19 . H191 . 120.7 no C20 . C19 . H191 . 119.8 no C15 . C20 . C19 . 122.5(4) yes C15 . C20 . H201 . 118.8 no C19 . C20 . H201 . 118.7 no C18 . O21 . C22 . 114.4(3) yes O21 . C22 . C23 . 108.4(3) yes O21 . C22 . H221 . 110.5 no C23 . C22 . H221 . 109.9 no O21 . C22 . H222 . 108.5 no C23 . C22 . H222 . 108.8 no H221 . C22 . H222 . 110.6 no C22 . C23 . O24 . 107.9(3) yes C22 . C23 . H231 . 110.4 no O24 . C23 . H231 . 110.6 no C22 . C23 . H232 . 108.8 no O24 . C23 . H232 . 108.6 no H231 . C23 . H232 . 110.4 no C23 . O24 . C25 . 111.66(19) yes O24 . C25 . C26 . 109.2(2) yes O24 . C25 . H252 . 108.6 no C26 . C25 . H252 . 110.0 no O24 . C25 . H251 . 109.3 no C26 . C25 . H251 . 110.2 no H252 . C25 . H251 . 109.4 no C25 . C26 . O27 . 109.8(2) yes C25 . C26 . H262 . 108.6 no O27 . C26 . H262 . 111.2 no C25 . C26 . H261 . 109.2 no O27 . C26 . H261 . 109.2 no H262 . C26 . H261 . 108.7 no C26 . O27 . C28 . 111.96(19) yes O27 . C28 . C29 . 110.7(2) yes O27 . C28 . H282 . 110.4 no C29 . C28 . H282 . 108.1 no O27 . C28 . H281 . 108.4 no C29 . C28 . H281 . 110.3 no H282 . C28 . H281 . 109.0 no C28 . C29 . O30 . 109.6(2) yes C28 . C29 . H291 . 109.4 no O30 . C29 . H291 . 109.1 no C28 . C29 . H292 . 109.8 no O30 . C29 . H292 . 109.3 no H291 . C29 . H292 . 109.6 no C29 . O30 . C31 . 105.9(3) yes O30 . C31 . C32 . 108.2(5) yes O30 . C31 . H312 . 110.4 no C32 . C31 . H312 . 109.1 no O30 . C31 . H311 . 110.3 no C32 . C31 . H311 . 109.3 no H312 . C31 . H311 . 109.6 no C31 . C32 . O33 . 110.2(4) yes C31 . C32 . H321 . 111.1 no O33 . C32 . H321 . 109.0 no C31 . C32 . H322 . 108.6 no O33 . C32 . H322 . 108.0 no H321 . C32 . H322 . 110.0 no C32 . O33 . C34 . 118.3(4) yes O33 . C34 . C35 . 126.6(4) yes O33 . C34 . C39 . 117.0(4) yes C35 . C34 . C39 . 116.3(4) yes C34 . C35 . C36 . 121.3(4) yes C34 . C35 . H351 . 119.4 no C36 . C35 . H351 . 119.2 no C37 . C38 . C39 . 124.7(4) yes C37 . C38 . H381 . 117.2 no C39 . C38 . H381 . 118.0 no N41 . C40 . C37 . 111.7(3) yes N41 . C40 . H401 . 106.8 no C37 . C40 . H401 . 109.9 no N41 . C40 . H402 . 107.0 no C37 . C40 . H402 . 111.0 no H401 . C40 . H402 . 110.3 no C40 . N41 . C42 . 122.8(2) yes C40 . N41 . H411 . 118.1 no C42 . N41 . H411 . 117.4 no C9 . C42 . N41 . 114.8(2) yes C9 . C42 . O43 . 120.7(2) yes N41 . C42 . O43 . 124.5(2) yes C14 . C115 . C120 . 118.3(6) yes C14 . C115 . C116 . 121.8(6) yes C120 . C115 . C116 . 119.9(4) yes C115 . C120 . C119 . 120.6(5) yes C115 . C120 . H1201 . 120.5 no C119 . C120 . H1201 . 119.0 no C120 . C119 . C118 . 119.6(5) yes C120 . C119 . H1191 . 119.9 no C118 . C119 . H1191 . 120.4 no O21 . C118 . C119 . 120.2(6) yes O21 . C118 . C117 . 120.5(6) yes C119 . C118 . C117 . 119.3(6) yes C118 . C117 . C116 . 120.1(5) yes C118 . C117 . H1171 . 119.9 no C116 . C117 . H1171 . 120.1 no C117 . C116 . C115 . 120.4(5) yes C117 . C116 . H1161 . 119.8 no C115 . C116 . H1161 . 119.8 no C40 . C37 . C38 . 124.4(4) yes C40 . C37 . C36 . 125.3(4) yes C38 . C37 . C36 . 110.2(4) yes C35 . C36 . C37 . 125.1(4) yes C35 . C36 . H361 . 117.7 no C37 . C36 . H361 . 117.1 no C38 . C39 . C34 . 122.1(4) yes C38 . C39 . H391 . 119.0 no C34 . C39 . H391 . 118.8 no C136 . C135 . C134 . 119.0(5) yes C136 . C135 . H1351 . 119.8 no C134 . C135 . H1351 . 121.2 no C135 . C136 . C137 . 116.1(5) yes C135 . C136 . H1361 . 121.7 no C137 . C136 . H1361 . 122.2 no C139 . C138 . C137 . 117.3(5) yes C139 . C138 . H1381 . 121.7 no C137 . C138 . H1381 . 120.9 no C138 . C139 . C134 . 118.9(5) yes C138 . C139 . H1391 . 120.6 no C134 . C139 . H1391 . 120.3 no C40 . C137 . C136 . 113.0(6) yes C40 . C137 . C138 . 119.4(6) yes C136 . C137 . C138 . 127.4(5) yes C139 . C134 . C135 . 121.2(5) yes C139 . C134 . O133 . 123.0(6) yes C135 . C134 . O133 . 115.8(5) yes C134 . O133 . C132 . 114.7(5) yes O133 . C132 . C131 . 107.1(6) yes O133 . C132 . H1321 . 110.3 no C131 . C132 . H1321 . 110.5 no O133 . C132 . H1322 . 110.7 no C131 . C132 . H1322 . 108.4 no H1321 . C132 . H1322 . 109.8 no C132 . C131 . O30 . 106.1(7) yes C132 . C131 . H1312 . 109.6 no O30 . C131 . H1312 . 111.1 no C132 . C131 . H1311 . 110.5 no O30 . C131 . H1311 . 110.0 no H1312 . C131 . H1311 . 109.5 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C8 . H81 . O21 2_666 176.20(7) 0.950 2.540 3.489(7) yes C19 . H191 . C135 3_554 130.7(2) 0.935 1.970 2.675(7) yes C20 . H201 . C136 3_554 124.19(16) 0.936 2.550 3.172(7) yes C22 . H222 . O133 3_554 169.37(15) 0.965 2.527 3.480(7) yes C23 . H232 . O12 2_665 173.32(10) 0.972 2.425 3.392(7) yes C31 . H311 . O12 4_645 156.56(16) 0.962 2.524 3.428(7) yes C32 . H322 . C120 4_645 139.2(2) 0.975 2.268 3.073(7) yes C35 . H351 . C120 4_645 143.5(2) 0.932 2.556 3.351(7) yes C35 . H351 . C119 4_645 123.2(2) 0.932 2.255 2.873(7) yes C38 . H381 . C138 3_555 149.8(2) 0.938 2.265 3.111(7) yes C117 . H1171 . C136 4_656 141.76(18) 0.937 2.565 3.351(7) yes C116 . H1161 . C135 4_656 132.7(2) 0.932 2.275 2.987(7) yes C39 . H391 . C139 3_555 124.2(2) 0.957 2.520 3.158(7) yes C135 . H1351 . C19 3_555 144.9(2) 0.941 1.849 2.675(7) yes C135 . H1351 . C20 3_555 121.48(16) 0.941 2.557 3.152(7) yes C139 . H1391 . C16 2_666 135.3(2) 0.934 2.544 3.275(7) yes C139 . H1391 . C39 3_554 124.8(2) 0.934 2.530 3.158(7) yes N41 . H411 . O43 3_554 162.19(8) 0.872 2.003 2.845(7) yes N13 . H131 . O21 2_666 140.51(6) 0.854 2.597 3.301(7) yes N13 . H131 . O24 2_666 144.65(8) 0.854 2.219 2.957(7) yes data_pseudorotaxane _database_code_depnum_ccdc_archive 'CCDC 888918' #TrackingRef 'Combined.cif' #============================================================================== _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ; The molecule could only be successfully solved in the non-centrosymmetric spacegroup, P1, with a Z` of 2. This suggests that a centre of inversion may be present, giving the centrosymmetric space group, with Z` = 1. Attempts to find such a smaller cell using the ADDSYM feature of PLATON were unsuccessful. Inspection of the atom positions reveals that the two independent pseudorotaxanes are not in fact related by a centre of inversion, and so this structure was refined and finalised in the P1 spacegroup. ; _cell_length_a 9.0382(4) _cell_length_b 16.6844(6) _cell_length_c 19.2103(12) _cell_angle_alpha 79.817(4) _cell_angle_beta 77.978(4) _cell_angle_gamma 89.217(3) _cell_volume 2787.9(2) _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P 1' _symmetry_space_group_name_Hall 'P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C30 H40 Cl0.50 N2 O3.50 # Dc = 0.60 Fooo = 1122.00 Mu = 5.20 M = 1004.77 # Found Formula = C51.50 H74.50 Cl5.50 N4 O7 # Dc = 1.26 FOOO = 1122.00 Mu = 30.00 M = 2113.35 _chemical_formula_sum 'C51.50 H74.50 Cl5.50 N4 O7' _chemical_formula_moiety 'C34 H42 N2 O7, C16 H31 N2, Cl, 1.5(C H Cl3)' _chemical_compound_source synthesized _chemical_formula_weight 1056.67 _cell_measurement_reflns_used 8132 _cell_measurement_theta_min 4 _cell_measurement_theta_max 77 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_max 0.25 _exptl_crystal_density_diffrn 1.259 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1122 _exptl_absorpt_coefficient_mu 3.000 # Sheldrick geometric approximatio 1.00 1.00 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'CrysAlisPro, (Oxford Diffraction, 2011)' _exptl_absorpt_correction_T_min 0.72 _exptl_absorpt_correction_T_max 1.00 _diffrn_measurement_device_type 'Oxford Diffraction SuperNova' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54180 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'SuperNova, (Oxford Diffraction, 2010)' _computing_cell_refinement 'CrysAlisPro, (Oxford Diffraction, 2011)' _computing_data_reduction 'CrysAlisPro, (Oxford Diffraction, 2011)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 28075 _reflns_number_total 13586 _diffrn_reflns_av_R_equivalents 0.0504 # Number of reflections without Friedels Law is 13586 # Number of reflections with Friedels Law is 11553 # Theoretical number of reflections is about 7985 _diffrn_reflns_theta_min 3.906 _diffrn_reflns_theta_max 76.930 _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 73.853 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _reflns_limit_h_min -8 _reflns_limit_h_max 11 _reflns_limit_k_min -21 _reflns_limit_k_max 20 _reflns_limit_l_min -23 _reflns_limit_l_max 22 _oxford_diffrn_Wilson_B_factor 4.83 _oxford_diffrn_Wilson_scale 0.02 _atom_sites_solution_primary Other #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -1.10 _refine_diff_density_max 1.37 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-3.0\s(I) _refine_ls_number_reflns 9535 _refine_ls_number_restraints 1191 _refine_ls_number_parameters 1227 _oxford_refine_ls_R_factor_ref 0.1210 _refine_ls_wR_factor_ref 0.3195 _refine_ls_goodness_of_fit_ref 1.4241 _refine_ls_shift/su_max 0.0007179 _refine_ls_shift/su_mean 0.0000404 # The values computed from all data _oxford_reflns_number_all 9535 _refine_ls_R_factor_all 0.1210 _refine_ls_wR_factor_all 0.3195 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 8628 _refine_ls_R_factor_gt 0.1155 _refine_ls_wR_factor_gt 0.3081 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration unk _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.20P)^2^ + 0.00P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens C151 C -0.0519(18) 1.2574(10) 0.5377(7) 0.1310 1.0000 Uani D U . . . . C152 C -0.3245(17) 1.2476(15) 0.5469(14) 0.2727 1.0000 Uani D U . . . . C153 C -0.154(4) 1.1546(12) 0.4834(7) 0.2565 1.0000 Uani D U . . . . C154 C -0.1822(13) 1.1989(7) 0.5472(6) 0.0986 1.0000 Uani D U . . . . C155 C -0.2017(11) 1.1395(7) 0.6180(5) 0.0666 1.0000 Uani . U . . . . C156 C -0.2771(10) 1.0639(6) 0.6260(5) 0.0574 1.0000 Uani . U . . . . C157 C -0.2948(9) 1.0084(5) 0.6915(4) 0.0510 1.0000 Uani . U . . . . C158 C -0.2432(8) 1.0265(5) 0.7480(4) 0.0466 1.0000 Uani . U . . . . C159 C -0.1733(9) 1.1011(5) 0.7419(5) 0.0499 1.0000 Uani . U . . . . C160 C -0.1552(10) 1.1573(6) 0.6775(5) 0.0599 1.0000 Uani . U . . . . O161 O -0.4581(8) 0.9197(5) 0.6537(3) 0.0692 1.0000 Uani . U . . . . C162 C -0.3693(9) 0.9273(5) 0.6937(4) 0.0502 1.0000 Uani . U . . . . N163 N -0.3390(8) 0.8654(4) 0.7420(4) 0.0545 1.0000 Uani . U . . . . C164 C -0.4021(11) 0.7824(6) 0.7511(5) 0.0612 1.0000 Uani . U . . . . C165 C -0.5229(10) 0.7620(5) 0.8185(5) 0.0525 1.0000 Uani . U . . . . C166 C -0.5110(11) 0.6956(6) 0.8704(5) 0.0614 1.0000 Uani . U . . . . C167 C -0.6235(12) 0.6782(6) 0.9330(6) 0.0637 1.0000 Uani . U . . . . C168 C -0.7483(10) 0.7274(5) 0.9455(5) 0.0557 1.0000 Uani . U . . . . C169 C -0.7630(10) 0.7938(5) 0.8927(5) 0.0565 1.0000 Uani . U . . . . C170 C -0.6537(11) 0.8091(6) 0.8297(6) 0.0596 1.0000 Uani . U . . . . O171 O -0.8504(8) 0.7065(4) 1.0097(4) 0.0707 1.0000 Uani . U . . . . C172 C -0.9512(12) 0.7647(6) 1.0324(6) 0.0662 1.0000 Uani . U . . . . C173 C -1.0229(16) 0.7323(8) 1.1115(7) 0.0852 1.0000 Uani . U . . . . O174 O -1.0561(9) 0.7979(5) 1.1471(4) 0.0755 1.0000 Uani . U . . . . C175 C -1.1298(13) 0.7715(8) 1.2189(6) 0.0763 1.0000 Uani . U . . . . C176 C -1.1582(12) 0.8442(9) 1.2559(6) 0.0781 1.0000 Uani . U . . . . O177 O -1.0212(8) 0.8741(4) 1.2679(4) 0.0665 1.0000 Uani . U . . . . C178 C -1.0450(14) 0.9483(7) 1.2939(6) 0.0777 1.0000 Uani . U . . . . C179 C -0.9105(14) 0.9755(8) 1.3183(7) 0.0798 1.0000 Uani . U . . . . O180 O -0.7886(10) 1.0001(5) 1.2582(4) 0.0762 1.0000 Uani . U . . . . C181 C -0.6729(17) 1.0394(8) 1.2761(7) 0.0867 1.0000 Uani . U . . . . C182 C -0.5600(16) 1.0745(7) 1.2083(7) 0.0817 1.0000 Uani . U . . . . O183 O -0.4760(8) 1.0098(4) 1.1812(4) 0.0651 1.0000 Uani . U . . . . C184 C -0.3720(11) 1.0314(5) 1.1167(5) 0.0553 1.0000 Uani . U . . . . C185 C -0.3452(12) 1.1096(5) 1.0778(6) 0.0634 1.0000 Uani . U . . . . C186 C -0.2387(11) 1.1228(5) 1.0149(6) 0.0619 1.0000 Uani . U . . . . C187 C -0.1481(9) 1.0605(5) 0.9885(5) 0.0501 1.0000 Uani . U . . . . C188 C -0.1793(10) 0.9813(5) 1.0291(5) 0.0545 1.0000 Uani . U . . . . C189 C -0.2889(11) 0.9667(6) 1.0940(5) 0.0574 1.0000 Uani . U . . . . C190 C -0.0345(10) 1.0756(5) 0.9190(5) 0.0541 1.0000 Uani . U . . . . N191 N -0.0952(8) 1.0627(4) 0.8567(4) 0.0513 1.0000 Uani . U . . . . C192 C -0.1149(9) 1.1256(5) 0.8037(5) 0.0508 1.0000 Uani . U . . . . O193 O -0.0863(8) 1.1982(4) 0.8059(4) 0.0646 1.0000 Uani . U . . . . Cl201 Cl 0.1421(9) 1.0117(5) 0.5587(4) 0.1619 1.0000 Uani . U . . . . Cl202 Cl 0.0953(5) 0.9118(3) 0.6992(3) 0.1198 1.0000 Uani . U . . . . Cl203 Cl 0.2542(9) 0.8530(4) 0.5741(4) 0.1521 1.0000 Uani . U . . . . C204 C 0.220(2) 0.9410(14) 0.6116(12) 0.1228 1.0000 Uani . U . . . . Cl211 Cl 0.5857(9) 0.9745(7) 0.4431(5) 0.1817 1.0000 Uani . U . . . . Cl212 Cl 0.8397(6) 0.9204(5) 0.5058(4) 0.1490 1.0000 Uani . U . . . . Cl213 Cl 0.6431(10) 0.8038(5) 0.4740(4) 0.1770 1.0000 Uani . U . . . . C214 C 0.657(2) 0.8998(16) 0.5009(11) 0.1262 1.0000 Uani . U . . . . Cl221 Cl 0.3839(12) 0.3320(4) 0.4313(3) 0.1769 1.0000 Uani D U . . . . Cl222 Cl 0.4436(5) 0.2815(3) 0.2915(2) 0.1070 1.0000 Uani D U . . . . Cl223 Cl 0.3355(6) 0.1664(3) 0.4224(3) 0.1195 1.0000 Uani D U . . . . C224 C 0.3271(12) 0.2670(5) 0.3785(4) 0.1011 1.0000 Uani D U . . . . C51 C -0.179(5) 0.6150(19) 1.4109(12) 0.3158 1.0000 Uani D U . . . . C52 C -0.449(3) 0.570(3) 1.4449(15) 0.3018 1.0000 Uani D U . . . . C53 C -0.255(4) 0.4829(15) 1.4905(8) 0.2694 1.0000 Uani D U . . . . C54 C -0.287(3) 0.5422(11) 1.4266(6) 0.1723 1.0000 Uani D U . . . . C55 C -0.252(2) 0.5059(9) 1.3565(6) 0.1160 1.0000 Uani . U . . . . C56 C -0.3104(15) 0.5434(7) 1.2969(6) 0.0773 1.0000 Uani . U . . . . C57 C -0.2931(10) 0.5097(5) 1.2361(5) 0.0541 1.0000 Uani . U . . . . C58 C -0.2244(9) 0.4340(5) 1.2334(5) 0.0504 1.0000 Uani . U . . . . C59 C -0.1690(13) 0.3950(6) 1.2923(5) 0.0638 1.0000 Uani . U . . . . C60 C -0.178(2) 0.4324(8) 1.3538(6) 0.0961 1.0000 Uani . U . . . . O61 O -0.3832(8) 0.6286(4) 1.1683(4) 0.0614 1.0000 Uani . U . . . . C62 C -0.3523(10) 0.5547(5) 1.1723(5) 0.0533 1.0000 Uani . U . . . . N63 N -0.3746(8) 0.5098(4) 1.1233(4) 0.0572 1.0000 Uani . U . . . . C64 C -0.4354(11) 0.5434(6) 1.0611(6) 0.0625 1.0000 Uani . U . . . . C65 C -0.3179(10) 0.5610(5) 0.9910(5) 0.0571 1.0000 Uani . U . . . . C66 C -0.2302(10) 0.6305(5) 0.9702(5) 0.0573 1.0000 Uani . U . . . . C67 C -0.1212(11) 0.6465(5) 0.9068(6) 0.0598 1.0000 Uani . U . . . . C68 C -0.0942(12) 0.5886(6) 0.8630(5) 0.0617 1.0000 Uani . U . . . . C69 C -0.1832(12) 0.5184(6) 0.8809(6) 0.0663 1.0000 Uani . U . . . . C70 C -0.2918(11) 0.5036(6) 0.9444(6) 0.0646 1.0000 Uani . U . . . . O71 O 0.0106(9) 0.5967(4) 0.8004(4) 0.0693 1.0000 Uani . U . . . . C72 C 0.1029(15) 0.6684(6) 0.7813(6) 0.0758 1.0000 Uani . U . . . . C73 C 0.2164(18) 0.6648(8) 0.7126(7) 0.0903 1.0000 Uani . U . . . . O74 O 0.3295(10) 0.6070(5) 0.7292(4) 0.0819 1.0000 Uani . U . . . . C75 C 0.4541(16) 0.6062(8) 0.6676(6) 0.0828 1.0000 Uani . U . . . . C76 C 0.5797(16) 0.5590(10) 0.6931(8) 0.0931 1.0000 Uani . U . . . . O77 O 0.5410(10) 0.4755(6) 0.7155(5) 0.0863 1.0000 Uani . U . . . . C78 C 0.6692(17) 0.4328(10) 0.7258(9) 0.1095 1.0000 Uani D U . . . . C79 C 0.625(2) 0.3456(11) 0.7604(8) 0.1179 1.0000 Uani D U . . . . O80 O 0.5514(19) 0.3461(10) 0.8316(6) 0.1550 1.0000 Uani D U . . . . C81 C 0.576(2) 0.2766(9) 0.8809(8) 0.1176 1.0000 Uani D U . . . . C82 C 0.4812(15) 0.2809(8) 0.9523(8) 0.0840 1.0000 Uani . U . . . . O83 O 0.3696(8) 0.2212(5) 0.9725(4) 0.0737 1.0000 Uani . U . . . . C84 C 0.2737(10) 0.2154(6) 1.0399(6) 0.0580 1.0000 Uani . U . . . . C85 C 0.1451(12) 0.1669(7) 1.0496(7) 0.0706 1.0000 Uani . U . . . . C86 C 0.0408(12) 0.1585(6) 1.1146(6) 0.0693 1.0000 Uani . U . . . . C87 C 0.0634(11) 0.1967(5) 1.1696(6) 0.0633 1.0000 Uani . U . . . . C88 C 0.1959(12) 0.2412(6) 1.1599(6) 0.0666 1.0000 Uani . U . . . . C89 C 0.3012(11) 0.2532(7) 1.0933(6) 0.0681 1.0000 Uani . U . . . . C90 C -0.0514(13) 0.1916(6) 1.2386(7) 0.0716 1.0000 Uani . U . . . . N91 N -0.1243(11) 0.2697(5) 1.2466(5) 0.0690 1.0000 Uani . U . . . . C92 C -0.0910(12) 0.3143(6) 1.2927(5) 0.0620 1.0000 Uani . U . . . . O93 O 0.0012(11) 0.2959(5) 1.3348(4) 0.0821 1.0000 Uani . U . . . . C1 C 0.251(3) 0.4977(10) 1.3126(8) 0.1298 1.0000 Uani D U . . . . C2 C 0.212(2) 0.5355(6) 1.2405(6) 0.1009 1.0000 Uani D U . . . . C3 C 0.2099(12) 0.4718(5) 1.1929(4) 0.0719 1.0000 Uani D U . . . . C4 C 0.1361(10) 0.5064(5) 1.1291(4) 0.0653 1.0000 Uani D U . . . . C5 C 0.1342(11) 0.4434(5) 1.0809(5) 0.0668 1.0000 Uani D U . . . . C6 C 0.0472(13) 0.4733(7) 1.0215(5) 0.0732 1.0000 Uani D U . . . . N7 N 0.0590(10) 0.4176(5) 0.9662(5) 0.0693 1.0000 Uani . U . . . . C8 C -0.0386(14) 0.3526(7) 0.9732(8) 0.0809 1.0000 Uani . U . . . . C9 C 0.0013(18) 0.3223(7) 0.9090(9) 0.0922 1.0000 Uani . U . . . . C10 C 0.2854(14) 0.4881(9) 0.8809(7) 0.0813 1.0000 Uani . U . . . . C11 C 0.1581(13) 0.4241(7) 0.9062(6) 0.0706 1.0000 Uani . U . . . . N12 N 0.1295(12) 0.3691(6) 0.8701(6) 0.0796 1.0000 Uani . U . . . . C13 C 0.2000(19) 0.3578(10) 0.7967(7) 0.1017 1.0000 Uani D U . . . . C14 C 0.1088(17) 0.3969(10) 0.7424(6) 0.1030 1.0000 Uani D U . . . . C15 C 0.194(2) 0.3872(15) 0.6674(7) 0.1488 1.0000 Uani D U . . . . C16 C 0.111(3) 0.4289(17) 0.6097(9) 0.1954 1.0000 Uani D U . . . . C17 C 0.155(5) 0.5188(18) 0.592(2) 0.2708 1.0000 Uani D U . . . . C18 C 0.051(6) 0.563(3) 0.546(3) 0.3339 1.0000 Uani D U . . . . C101 C -0.7049(15) 1.1397(9) 0.6612(6) 0.0902 1.0000 Uani D U . . . . C102 C -0.6463(14) 1.1458(5) 0.7292(5) 0.0789 1.0000 Uani D U . . . . C103 C -0.6634(10) 1.0637(5) 0.7815(4) 0.0616 1.0000 Uani D U . . . . C104 C -0.6012(10) 1.0701(5) 0.8485(4) 0.0584 1.0000 Uani D U . . . . C105 C -0.6048(10) 0.9879(5) 0.8979(4) 0.0579 1.0000 Uani D U . . . . C106 C -0.5282(11) 0.9925(6) 0.9604(5) 0.0659 1.0000 Uani D U . . . . N107 N -0.5435(9) 0.9129(5) 1.0132(4) 0.0585 1.0000 Uani . U . . . . C108 C -0.4513(12) 0.8483(7) 1.0078(6) 0.0702 1.0000 Uani . U . . . . C109 C -0.4944(13) 0.7940(6) 1.0664(8) 0.0774 1.0000 Uani . U . . . . C110 C -0.7676(12) 0.9527(6) 1.1006(6) 0.0669 1.0000 Uani . U . . . . C111 C -0.6464(11) 0.8980(6) 1.0750(5) 0.0577 1.0000 Uani . U . . . . N112 N -0.6195(9) 0.8252(5) 1.1093(5) 0.0631 1.0000 Uani . U . . . . C113 C -0.6958(12) 0.7856(7) 1.1798(5) 0.0766 1.0000 Uani D U . . . . C114 C -0.6138(13) 0.7987(6) 1.2382(5) 0.0805 1.0000 Uani D U . . . . C115 C -0.7046(15) 0.7536(8) 1.3102(5) 0.1046 1.0000 Uani D U . . . . C116 C -0.6386(18) 0.7703(11) 1.3730(6) 0.1351 1.0000 Uani D U . . . . C117 C -0.733(2) 0.7238(15) 1.4435(7) 0.1521 1.0000 Uani D U . . . . C118 C -0.900(2) 0.743(3) 1.447(2) 0.2777 1.0000 Uani D U . . . . Cl1 Cl -0.1312(3) 0.86691(13) 0.86628(12) 0.0485 1.0000 Uani . . . . . . Cl2 Cl -0.3438(3) 0.31521(14) 1.12376(16) 0.0669 1.0000 Uani . . . . . . H1511 H 0.0385 1.2271 0.5421 0.2100 1.0000 Uiso R . . . . . H1512 H -0.0738 1.2902 0.5747 0.2099 1.0000 Uiso R . . . . . H1513 H -0.0375 1.2916 0.4911 0.2100 1.0000 Uiso R . . . . . H1521 H -0.4129 1.2113 0.5635 0.4120 1.0000 Uiso R . . . . . H1522 H -0.3261 1.2868 0.5788 0.4120 1.0000 Uiso R . . . . . H1523 H -0.3210 1.2755 0.4977 0.4120 1.0000 Uiso R . . . . . H1561 H -0.3156 1.0513 0.5881 0.0709 1.0000 Uiso R . . . . . H1581 H -0.2544 0.9886 0.7909 0.0588 1.0000 Uiso R . . . . . H1601 H -0.1090 1.2076 0.6744 0.0717 1.0000 Uiso R . . . . . H1641 H -0.3206 0.7440 0.7541 0.0763 1.0000 Uiso R . . . . . H1642 H -0.4442 0.7779 0.7098 0.0759 1.0000 Uiso R . . . . . H1661 H -0.4268 0.6625 0.8641 0.0770 1.0000 Uiso R . . . . . H1671 H -0.6170 0.6319 0.9674 0.0760 1.0000 Uiso R . . . . . H1691 H -0.8468 0.8268 0.8995 0.0709 1.0000 Uiso R . . . . . H1701 H -0.6656 0.8522 0.7933 0.0729 1.0000 Uiso R . . . . . H1721 H -0.8961 0.8154 1.0295 0.0793 1.0000 Uiso R . . . . . H1722 H -1.0277 0.7744 1.0033 0.0791 1.0000 Uiso R . . . . . H1731 H -0.9550 0.6963 1.1344 0.1081 1.0000 Uiso R . . . . . H1732 H -1.1143 0.7022 1.1130 0.1079 1.0000 Uiso R . . . . . H1751 H -1.2249 0.7445 1.2205 0.0949 1.0000 Uiso R . . . . . H1752 H -1.0674 0.7337 1.2438 0.0950 1.0000 Uiso R . . . . . H1761 H -1.2281 0.8284 1.3021 0.0939 1.0000 Uiso R . . . . . H1762 H -1.2007 0.8866 1.2258 0.0940 1.0000 Uiso R . . . . . H1781 H -1.1315 0.9412 1.3343 0.0950 1.0000 Uiso R . . . . . H1782 H -1.0669 0.9899 1.2554 0.0952 1.0000 Uiso R . . . . . H1791 H -0.9368 1.0200 1.3445 0.0950 1.0000 Uiso R . . . . . H1792 H -0.8787 0.9297 1.3499 0.0949 1.0000 Uiso R . . . . . H1811 H -0.7126 1.0817 1.3032 0.1091 1.0000 Uiso R . . . . . H1812 H -0.6220 0.9997 1.3059 0.1091 1.0000 Uiso R . . . . . H1821 H -0.4919 1.1135 1.2184 0.1009 1.0000 Uiso R . . . . . H1822 H -0.6164 1.1015 1.1731 0.1011 1.0000 Uiso R . . . . . H1851 H -0.3995 1.1528 1.0939 0.0780 1.0000 Uiso R . . . . . H1861 H -0.2234 1.1753 0.9882 0.0771 1.0000 Uiso R . . . . . H1881 H -0.1261 0.9376 1.0131 0.0670 1.0000 Uiso R . . . . . H1891 H -0.3055 0.9144 1.1204 0.0709 1.0000 Uiso R . . . . . H1901 H 0.0049 1.1304 0.9112 0.0672 1.0000 Uiso R . . . . . H1902 H 0.0470 1.0381 0.9237 0.0671 1.0000 Uiso R . . . . . H2041 H 0.3160 0.9623 0.6185 0.1401 1.0000 Uiso R . . . . . H2141 H 0.5933 0.8966 0.5496 0.1449 1.0000 Uiso R . . . . . H2241 H 0.2235 0.2788 0.3728 0.1201 1.0000 Uiso R . . . . . H511 H -0.0741 0.5936 1.4009 0.4580 1.0000 Uiso R . . . . . H512 H -0.1948 0.6417 1.4540 0.4580 1.0000 Uiso R . . . . . H513 H -0.1974 0.6534 1.3682 0.4580 1.0000 Uiso R . . . . . H561 H -0.3614 0.5917 1.2992 0.0949 1.0000 Uiso R . . . . . H581 H -0.2145 0.4103 1.1926 0.0651 1.0000 Uiso R . . . . . H601 H -0.1345 0.4078 1.3919 0.1180 1.0000 Uiso R . . . . . H641 H -0.4852 0.5935 1.0702 0.0771 1.0000 Uiso R . . . . . H642 H -0.5098 0.5047 1.0555 0.0773 1.0000 Uiso R . . . . . H661 H -0.2449 0.6693 1.0003 0.0721 1.0000 Uiso R . . . . . H671 H -0.0651 0.6954 0.8944 0.0740 1.0000 Uiso R . . . . . H691 H -0.1701 0.4806 0.8501 0.0809 1.0000 Uiso R . . . . . H701 H -0.3475 0.4545 0.9567 0.0792 1.0000 Uiso R . . . . . H721 H 0.1542 0.6712 0.8204 0.0971 1.0000 Uiso R . . . . . H722 H 0.0406 0.7155 0.7745 0.0970 1.0000 Uiso R . . . . . H731 H 0.2650 0.7177 0.6915 0.1102 1.0000 Uiso R . . . . . H732 H 0.1639 0.6467 0.6786 0.1102 1.0000 Uiso R . . . . . H751 H 0.4889 0.6613 0.6458 0.1040 1.0000 Uiso R . . . . . H752 H 0.4223 0.5800 0.6319 0.1039 1.0000 Uiso R . . . . . H761 H 0.6027 0.5791 0.7339 0.1170 1.0000 Uiso R . . . . . H762 H 0.6692 0.5649 0.6543 0.1170 1.0000 Uiso R . . . . . H821 H 0.5491 0.2710 0.9862 0.1014 1.0000 Uiso R . . . . . H822 H 0.4362 0.3339 0.9540 0.1011 1.0000 Uiso R . . . . . H851 H 0.1284 0.1407 1.0128 0.0882 1.0000 Uiso R . . . . . H861 H -0.0471 0.1265 1.1210 0.0858 1.0000 Uiso R . . . . . H881 H 0.2155 0.2644 1.1981 0.0839 1.0000 Uiso R . . . . . H891 H 0.3876 0.2861 1.0864 0.0830 1.0000 Uiso R . . . . . H901 H -0.0017 0.1758 1.2791 0.0892 1.0000 Uiso R . . . . . H902 H -0.1282 0.1506 1.2404 0.0889 1.0000 Uiso R . . . . . H11 H 0.3301 0.5310 1.3216 0.2060 1.0000 Uiso R . . . . . H12 H 0.1610 0.4962 1.3512 0.2060 1.0000 Uiso R . . . . . H13 H 0.2862 0.4424 1.3107 0.2060 1.0000 Uiso R . . . . . H21 H 0.1129 0.5592 1.2505 0.1240 1.0000 Uiso R . . . . . H22 H 0.2868 0.5778 1.2153 0.1240 1.0000 Uiso R . . . . . H31 H 0.1519 0.4246 1.2213 0.0891 1.0000 Uiso R . . . . . H32 H 0.3122 0.4553 1.1751 0.0890 1.0000 Uiso R . . . . . H41 H 0.0340 0.5226 1.1463 0.0801 1.0000 Uiso R . . . . . H42 H 0.1947 0.5536 1.1008 0.0802 1.0000 Uiso R . . . . . H51 H 0.0857 0.3935 1.1104 0.0822 1.0000 Uiso R . . . . . H52 H 0.2380 0.4322 1.0588 0.0821 1.0000 Uiso R . . . . . H61 H -0.0583 0.4759 1.0444 0.0901 1.0000 Uiso R . . . . . H62 H 0.0837 0.5277 0.9978 0.0901 1.0000 Uiso R . . . . . H81 H -0.1143 0.3333 1.0132 0.1001 1.0000 Uiso R . . . . . H91 H -0.0466 0.2803 0.8955 0.1110 1.0000 Uiso R . . . . . H101 H 0.3757 0.4622 0.8599 0.1251 1.0000 Uiso R . . . . . H102 H 0.3020 0.5094 0.9221 0.1251 1.0000 Uiso R . . . . . H103 H 0.2601 0.5313 0.8456 0.1250 1.0000 Uiso R . . . . . H131 H 0.2992 0.3842 0.7845 0.1231 1.0000 Uiso R . . . . . H132 H 0.2116 0.3001 0.7952 0.1232 1.0000 Uiso R . . . . . H141 H 0.0909 0.4533 0.7459 0.1251 1.0000 Uiso R . . . . . H142 H 0.0125 0.3676 0.7530 0.1250 1.0000 Uiso R . . . . . H151 H 0.2946 0.4112 0.6586 0.1811 1.0000 Uiso R . . . . . H152 H 0.2001 0.3299 0.6638 0.1811 1.0000 Uiso R . . . . . H161 H 0.0138 0.4465 0.6335 0.2561 1.0000 Uiso R . . . . . H162 H 0.0957 0.3918 0.5780 0.2560 1.0000 Uiso R . . . . . H171 H 0.2215 0.5363 0.6201 0.3710 1.0000 Uiso R . . . . . H172 H 0.2147 0.5035 0.5481 0.3710 1.0000 Uiso R . . . . . H1011 H -0.7000 1.1925 0.6312 0.1439 1.0000 Uiso R . . . . . H1012 H -0.8083 1.1201 0.6751 0.1440 1.0000 Uiso R . . . . . H1013 H -0.6441 1.1021 0.6351 0.1441 1.0000 Uiso R . . . . . H1021 H -0.7028 1.1868 0.7526 0.0979 1.0000 Uiso R . . . . . H1022 H -0.5392 1.1617 0.7156 0.0980 1.0000 Uiso R . . . . . H1031 H -0.7683 1.0458 0.7967 0.0760 1.0000 Uiso R . . . . . H1032 H -0.6059 1.0236 0.7564 0.0760 1.0000 Uiso R . . . . . H1041 H -0.6592 1.1084 0.8747 0.0730 1.0000 Uiso R . . . . . H1042 H -0.4968 1.0895 0.8315 0.0729 1.0000 Uiso R . . . . . H1051 H -0.7091 0.9689 0.9167 0.0702 1.0000 Uiso R . . . . . H1052 H -0.5499 0.9497 0.8688 0.0701 1.0000 Uiso R . . . . . H1061 H -0.5724 1.0358 0.9853 0.0810 1.0000 Uiso R . . . . . H1062 H -0.4210 1.0051 0.9410 0.0812 1.0000 Uiso R . . . . . H1081 H -0.3707 0.8439 0.9695 0.0872 1.0000 Uiso R . . . . . H1091 H -0.4512 0.7433 1.0774 0.0910 1.0000 Uiso R . . . . . H1101 H -0.8361 0.9236 1.1426 0.1041 1.0000 Uiso R . . . . . H1102 H -0.7223 0.9981 1.1137 0.1042 1.0000 Uiso R . . . . . H1103 H -0.8227 0.9719 1.0636 0.1041 1.0000 Uiso R . . . . . H1131 H -0.7971 0.8068 1.1902 0.0929 1.0000 Uiso R . . . . . H1132 H -0.7021 0.7275 1.1801 0.0932 1.0000 Uiso R . . . . . H1141 H -0.6069 0.8565 1.2391 0.0978 1.0000 Uiso R . . . . . H1142 H -0.5119 0.7768 1.2283 0.0980 1.0000 Uiso R . . . . . H1151 H -0.8089 0.7715 1.3178 0.1291 1.0000 Uiso R . . . . . H1152 H -0.7037 0.6952 1.3101 0.1290 1.0000 Uiso R . . . . . H1161 H -0.6381 0.8280 1.3744 0.1631 1.0000 Uiso R . . . . . H1162 H -0.5354 0.7510 1.3664 0.1632 1.0000 Uiso R . . . . . H1531 H -0.2362 1.1178 0.4887 0.3023 1.0000 Uiso R . . . . . H1532 H -0.1453 1.1924 0.4395 0.3023 1.0000 Uiso R . . . . . H1533 H -0.0628 1.1252 0.4826 0.3023 1.0000 Uiso R . . . . . H521 H -0.5185 0.5250 1.4545 0.3519 1.0000 Uiso R . . . . . H522 H -0.4633 0.5960 1.4859 0.3519 1.0000 Uiso R . . . . . H523 H -0.4671 0.6076 1.4043 0.3519 1.0000 Uiso R . . . . . H531 H -0.3242 0.4379 1.5003 0.3029 1.0000 Uiso R . . . . . H532 H -0.2689 0.5092 1.5313 0.3029 1.0000 Uiso R . . . . . H533 H -0.1544 0.4641 1.4806 0.3029 1.0000 Uiso R . . . . . H1181 H -0.9451 0.7487 1.4954 0.3169 1.0000 Uiso R . . . . . H1182 H -0.9077 0.7928 1.4154 0.3169 1.0000 Uiso R . . . . . H1183 H -0.9511 0.7007 1.4338 0.3169 1.0000 Uiso R . . . . . H1171 H -0.7001 0.7385 1.4834 0.1813 1.0000 Uiso R . . . . . H1172 H -0.7214 0.6669 1.4445 0.1813 1.0000 Uiso R . . . . . H781 H 0.7181 0.4569 0.7564 0.1315 1.0000 Uiso R . . . . . H782 H 0.7362 0.4341 0.6803 0.1315 1.0000 Uiso R . . . . . H791 H 0.7132 0.3134 0.7589 0.1422 1.0000 Uiso R . . . . . H792 H 0.5595 0.3248 0.7349 0.1422 1.0000 Uiso R . . . . . H1911 H -0.1050 1.0085 0.8594 0.0616 1.0000 Uiso R . . . . . H1631 H -0.2829 0.8658 0.7756 0.0658 1.0000 Uiso R . . . . . H631 H -0.3662 0.4560 1.1235 0.0684 1.0000 Uiso R . . . . . H911 H -0.1828 0.2819 1.2138 0.0834 1.0000 Uiso R . . . . . H811 H 0.6810 0.2738 0.8821 0.1450 1.0000 Uiso R . . . . . H812 H 0.5462 0.2297 0.8651 0.1450 1.0000 Uiso R . . . . . H181 H 0.0780 0.6192 0.5337 0.4004 1.0000 Uiso R . . . . . H182 H -0.0505 0.5559 0.5721 0.4004 1.0000 Uiso R . . . . . H183 H 0.0604 0.5411 0.5024 0.4004 1.0000 Uiso 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 C151 0.151(11) 0.139(14) 0.079(8) 0.050(8) -0.022(8) -0.087(11) C152 0.127(9) 0.32(3) 0.26(2) 0.22(2) -0.018(15) 0.028(14) C153 0.54(4) 0.145(16) 0.059(5) 0.034(7) -0.046(14) -0.158(19) C154 0.103(7) 0.106(8) 0.073(5) 0.037(5) -0.029(6) -0.041(6) C155 0.065(5) 0.067(4) 0.058(3) 0.013(3) -0.010(4) -0.016(4) C156 0.052(4) 0.066(4) 0.049(3) 0.001(3) -0.007(3) -0.007(3) C157 0.048(4) 0.051(3) 0.048(3) -0.003(2) -0.001(3) -0.001(3) C158 0.042(3) 0.041(3) 0.051(3) 0.000(3) -0.004(3) 0.001(2) C159 0.051(4) 0.038(3) 0.054(3) -0.001(2) -0.003(3) 0.002(3) C160 0.059(5) 0.050(4) 0.062(3) 0.008(3) -0.009(4) -0.009(3) O161 0.069(4) 0.087(5) 0.053(3) -0.015(3) -0.015(2) -0.011(3) C162 0.051(4) 0.054(3) 0.044(3) -0.011(2) -0.003(2) 0.000(3) N163 0.063(4) 0.045(3) 0.055(3) -0.011(2) -0.008(3) -0.005(3) C164 0.071(4) 0.043(3) 0.071(4) -0.019(3) -0.008(3) 0.000(3) C165 0.062(3) 0.032(3) 0.066(4) -0.013(2) -0.016(3) -0.004(2) C166 0.064(4) 0.052(4) 0.071(4) -0.008(3) -0.023(3) 0.013(3) C167 0.072(4) 0.048(5) 0.070(4) -0.001(3) -0.021(3) 0.011(3) C168 0.058(4) 0.043(4) 0.067(4) -0.003(3) -0.020(2) -0.002(3) C169 0.050(4) 0.041(4) 0.078(4) 0.000(3) -0.020(3) 0.000(3) C170 0.061(4) 0.041(4) 0.076(4) -0.005(3) -0.016(3) -0.001(3) O171 0.066(3) 0.057(4) 0.079(3) 0.007(3) -0.010(2) 0.006(3) C172 0.077(5) 0.047(4) 0.073(4) -0.014(3) -0.011(4) -0.008(3) C173 0.098(7) 0.060(5) 0.084(5) -0.004(4) 0.004(5) -0.010(5) O174 0.083(4) 0.074(4) 0.065(3) -0.006(3) -0.007(3) -0.002(3) C175 0.074(6) 0.084(6) 0.065(4) 0.000(4) -0.012(4) -0.008(4) C176 0.066(4) 0.098(6) 0.063(5) -0.008(4) -0.004(4) 0.011(4) O177 0.070(3) 0.060(3) 0.061(3) 0.001(2) -0.002(3) 0.010(3) C178 0.086(4) 0.070(5) 0.065(5) -0.008(4) 0.006(4) 0.016(4) C179 0.089(5) 0.064(6) 0.075(6) -0.018(4) 0.013(3) 0.004(4) O180 0.099(4) 0.058(4) 0.061(3) -0.012(3) 0.007(3) -0.003(3) C181 0.106(6) 0.073(7) 0.073(6) -0.022(5) 0.006(4) -0.011(5) C182 0.109(7) 0.052(5) 0.078(5) -0.027(4) 0.009(5) -0.013(4) O183 0.084(4) 0.046(3) 0.063(3) -0.011(2) -0.008(2) -0.005(3) C184 0.068(4) 0.040(3) 0.060(4) -0.015(2) -0.014(3) -0.003(3) C185 0.078(5) 0.035(3) 0.074(5) -0.019(3) -0.001(3) -0.002(3) C186 0.064(5) 0.034(3) 0.082(5) -0.012(3) -0.001(3) 0.000(3) C187 0.053(4) 0.041(3) 0.064(3) -0.018(2) -0.021(3) 0.004(3) C188 0.063(4) 0.042(3) 0.065(4) -0.015(3) -0.022(3) 0.013(3) C189 0.080(5) 0.040(3) 0.055(4) -0.008(3) -0.023(3) 0.009(3) C190 0.053(4) 0.045(4) 0.069(3) -0.016(3) -0.018(2) 0.006(3) N191 0.056(3) 0.039(3) 0.060(3) -0.012(2) -0.012(3) 0.002(3) C192 0.047(4) 0.041(2) 0.060(3) -0.005(2) -0.003(3) -0.001(3) O193 0.074(4) 0.043(2) 0.073(4) -0.005(2) -0.013(3) -0.008(3) Cl201 0.174(5) 0.142(4) 0.167(5) 0.019(4) -0.068(4) -0.024(4) Cl202 0.099(2) 0.108(3) 0.142(3) -0.009(2) -0.012(2) 0.002(2) Cl203 0.172(5) 0.138(4) 0.136(4) -0.030(3) -0.005(3) -0.016(3) C204 0.102(10) 0.128(9) 0.133(8) -0.017(6) -0.018(6) 0.004(8) Cl211 0.157(5) 0.217(7) 0.165(5) -0.025(5) -0.030(4) 0.043(5) Cl212 0.111(3) 0.187(6) 0.155(4) -0.066(4) -0.011(3) 0.014(3) Cl213 0.194(6) 0.179(5) 0.165(5) -0.091(5) -0.001(4) -0.013(4) C214 0.120(6) 0.159(8) 0.110(10) -0.062(8) -0.019(8) 0.015(9) Cl221 0.311(10) 0.116(3) 0.134(4) -0.040(3) -0.100(5) -0.010(5) Cl222 0.114(2) 0.102(3) 0.102(2) -0.0115(17) -0.0208(19) -0.0144(19) Cl223 0.150(3) 0.094(2) 0.110(3) -0.0045(19) -0.029(2) -0.002(2) C224 0.128(10) 0.088(4) 0.093(6) -0.020(5) -0.030(5) 0.000(7) C51 0.60(5) 0.27(3) 0.118(15) -0.113(16) -0.09(2) -0.06(3) C52 0.40(3) 0.38(4) 0.14(2) -0.14(3) -0.05(2) 0.26(3) C53 0.55(4) 0.22(2) 0.071(8) -0.066(10) -0.108(18) 0.22(3) C54 0.33(2) 0.129(11) 0.072(7) -0.052(7) -0.058(11) 0.128(13) C55 0.217(14) 0.080(7) 0.054(4) -0.022(4) -0.032(6) 0.081(8) C56 0.111(8) 0.054(5) 0.068(4) -0.017(4) -0.020(5) 0.036(5) C57 0.065(4) 0.034(3) 0.057(3) -0.001(2) -0.005(3) 0.005(3) C58 0.058(4) 0.034(3) 0.053(3) 0.000(3) -0.003(3) 0.004(3) C59 0.095(6) 0.042(4) 0.045(3) 0.000(3) -0.003(3) 0.021(4) C60 0.164(12) 0.071(6) 0.056(5) -0.017(4) -0.030(6) 0.060(7) O61 0.073(4) 0.036(2) 0.072(4) -0.003(2) -0.014(3) 0.007(2) C62 0.055(4) 0.037(3) 0.064(4) -0.004(2) -0.009(3) 0.006(3) N63 0.062(4) 0.034(3) 0.078(3) -0.007(2) -0.022(3) 0.009(3) C64 0.061(4) 0.046(5) 0.082(3) -0.005(3) -0.027(2) 0.000(3) C65 0.062(4) 0.034(3) 0.080(3) -0.006(3) -0.028(3) 0.008(3) C66 0.065(4) 0.033(3) 0.076(4) -0.011(3) -0.019(3) 0.008(3) C67 0.073(5) 0.031(3) 0.075(4) -0.010(3) -0.017(3) 0.010(3) C68 0.079(5) 0.045(4) 0.066(4) -0.015(3) -0.024(3) 0.005(3) C69 0.077(5) 0.043(4) 0.087(5) -0.019(4) -0.031(3) 0.007(3) C70 0.068(5) 0.041(4) 0.093(5) -0.018(3) -0.031(3) -0.002(3) O71 0.097(4) 0.044(3) 0.068(3) -0.014(3) -0.016(2) 0.010(3) C72 0.109(6) 0.038(4) 0.074(5) -0.013(4) -0.004(4) 0.008(3) C73 0.122(7) 0.071(7) 0.070(5) -0.013(5) -0.001(4) 0.006(4) O74 0.104(5) 0.069(4) 0.066(4) -0.021(3) 0.005(3) 0.000(3) C75 0.111(6) 0.073(5) 0.060(5) -0.026(4) 0.007(4) -0.014(4) C76 0.090(5) 0.101(4) 0.095(7) -0.055(6) -0.002(5) -0.012(4) O77 0.086(4) 0.096(4) 0.083(5) -0.034(4) -0.017(4) 0.010(3) C78 0.093(7) 0.149(8) 0.100(8) -0.051(6) -0.026(6) 0.031(6) C79 0.121(10) 0.148(8) 0.084(5) -0.025(6) -0.021(6) 0.065(8) O80 0.188(12) 0.184(11) 0.080(4) -0.013(5) -0.015(6) 0.107(10) C81 0.141(11) 0.073(8) 0.109(7) -0.005(5) 0.031(7) 0.009(7) C82 0.091(6) 0.059(6) 0.096(5) -0.019(5) -0.001(5) -0.001(4) O83 0.066(3) 0.072(4) 0.087(4) -0.033(3) -0.012(2) 0.006(3) C84 0.054(4) 0.051(4) 0.078(4) -0.024(3) -0.023(2) 0.012(3) C85 0.071(5) 0.057(5) 0.090(5) -0.026(5) -0.018(3) -0.003(3) C86 0.070(5) 0.049(5) 0.090(5) -0.014(4) -0.018(3) 0.002(4) C87 0.071(4) 0.036(4) 0.082(4) -0.011(3) -0.016(3) 0.020(3) C88 0.080(4) 0.048(5) 0.080(4) -0.029(4) -0.020(3) 0.014(3) C89 0.060(4) 0.059(5) 0.095(5) -0.041(5) -0.015(3) 0.006(3) C90 0.083(5) 0.040(4) 0.087(5) -0.010(4) -0.009(4) 0.017(4) N91 0.083(5) 0.039(3) 0.076(4) -0.006(3) 0.000(3) 0.015(3) C92 0.081(5) 0.046(4) 0.045(4) 0.004(2) 0.007(3) 0.021(3) O93 0.111(5) 0.071(5) 0.058(4) -0.005(3) -0.013(3) 0.045(4) C1 0.22(2) 0.095(11) 0.089(8) -0.007(7) -0.064(11) -0.015(12) C2 0.158(12) 0.060(6) 0.087(7) 0.001(4) -0.041(7) -0.018(7) C3 0.087(6) 0.060(5) 0.059(4) 0.006(3) -0.006(4) -0.003(5) C4 0.062(5) 0.057(5) 0.066(4) 0.004(3) -0.003(3) -0.001(4) C5 0.065(5) 0.058(5) 0.071(5) 0.001(3) -0.013(4) 0.010(4) C6 0.076(6) 0.064(5) 0.080(5) -0.007(4) -0.022(4) 0.021(4) N7 0.071(4) 0.054(4) 0.081(4) -0.001(3) -0.022(3) 0.008(3) C8 0.085(6) 0.046(5) 0.105(6) 0.003(4) -0.019(4) 0.005(3) C9 0.114(7) 0.042(5) 0.119(7) -0.009(4) -0.025(5) 0.004(4) C10 0.080(6) 0.084(7) 0.079(6) -0.009(5) -0.016(4) -0.004(4) C11 0.075(5) 0.059(5) 0.078(4) -0.004(3) -0.023(3) 0.011(3) N12 0.093(5) 0.052(4) 0.095(4) -0.012(3) -0.025(3) 0.017(3) C13 0.122(9) 0.086(8) 0.103(5) -0.031(5) -0.025(4) 0.021(7) C14 0.139(11) 0.079(8) 0.091(5) -0.017(6) -0.022(6) 0.016(8) C15 0.163(15) 0.191(17) 0.098(6) -0.053(9) -0.013(8) -0.021(14) C16 0.23(2) 0.26(2) 0.088(7) -0.017(14) -0.026(12) -0.02(2) C17 0.33(4) 0.25(3) 0.18(3) 0.04(2) -0.01(3) -0.02(3) C18 0.42(6) 0.34(5) 0.19(4) 0.05(4) -0.02(4) 0.06(5) C101 0.081(7) 0.107(10) 0.081(6) -0.004(5) -0.026(5) 0.012(7) C102 0.092(7) 0.064(5) 0.082(5) -0.011(4) -0.025(5) 0.015(5) C103 0.056(4) 0.063(5) 0.066(4) -0.016(3) -0.009(3) 0.005(4) C104 0.059(4) 0.056(4) 0.060(4) -0.020(3) -0.003(3) 0.005(4) C105 0.056(4) 0.056(4) 0.061(4) -0.017(3) -0.006(3) -0.005(4) C106 0.066(5) 0.063(4) 0.069(4) -0.009(3) -0.016(3) -0.012(4) N107 0.060(4) 0.053(3) 0.066(3) -0.018(2) -0.013(2) -0.002(2) C108 0.062(5) 0.066(4) 0.084(5) -0.028(3) -0.009(3) 0.006(3) C109 0.077(5) 0.039(4) 0.112(6) -0.023(3) -0.003(4) 0.002(3) C110 0.068(5) 0.054(5) 0.079(6) -0.017(4) -0.013(4) 0.010(3) C111 0.060(4) 0.047(3) 0.066(4) -0.015(2) -0.010(3) 0.001(3) N112 0.064(4) 0.044(3) 0.081(3) -0.014(2) -0.013(3) -0.001(3) C113 0.074(5) 0.053(5) 0.094(4) -0.001(4) -0.007(3) -0.001(4) C114 0.109(8) 0.044(5) 0.082(4) 0.002(4) -0.017(4) 0.012(5) C115 0.127(10) 0.077(8) 0.089(4) 0.000(6) 0.010(6) 0.026(7) C116 0.170(12) 0.143(14) 0.079(5) -0.008(7) -0.011(7) 0.063(11) C117 0.153(13) 0.188(19) 0.091(5) -0.003(10) 0.007(9) 0.074(14) C118 0.117(12) 0.29(5) 0.40(5) -0.04(4) -0.018(19) 0.00(2) Cl1 0.0613(10) 0.0273(8) 0.0596(10) -0.0060(7) -0.0211(8) 0.0119(7) Cl2 0.0811(13) 0.0296(9) 0.1025(16) -0.0225(9) -0.0386(12) 0.0017(8) _refine_ls_extinction_method None _oxford_refine_ls_scale 5.9(8) loop_ _oxford_twin_element_scale_factors 0.867(18) 0.133(18) 0.0002(9) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C151 . C154 . 1.500(9) yes C151 . H1511 . 0.966 no C151 . H1512 . 0.959 no C151 . H1513 . 0.958 no C152 . C154 . 1.512(9) yes C152 . H1521 . 0.971 no C152 . H1522 . 0.972 no C152 . H1523 . 0.972 no C153 . C154 . 1.516(9) yes C153 . H1531 . 0.950 no C153 . H1532 . 0.950 no C153 . H1533 . 0.950 no C154 . C155 . 1.514(13) yes C155 . C156 . 1.411(15) yes C155 . C160 . 1.377(15) yes C156 . C157 . 1.405(13) yes C156 . H1561 . 0.927 no C157 . C158 . 1.347(13) yes C157 . C162 . 1.511(12) yes C158 . C159 . 1.378(12) yes C158 . H1581 . 0.934 no C159 . C160 . 1.395(13) yes C159 . C192 . 1.514(13) yes C160 . H1601 . 0.929 no O161 . C162 . 1.243(11) yes C162 . N163 . 1.327(12) yes N163 . C164 . 1.473(12) yes N163 . H1631 . 0.900 no C164 . C165 . 1.500(13) yes C164 . H1641 . 0.974 no C164 . H1642 . 0.963 no C165 . C166 . 1.373(14) yes C165 . C170 . 1.411(14) yes C166 . C167 . 1.392(15) yes C166 . H1661 . 0.934 no C167 . C168 . 1.390(14) yes C167 . H1671 . 0.934 no C168 . C169 . 1.389(13) yes C168 . O171 . 1.370(12) yes C169 . C170 . 1.379(14) yes C169 . H1691 . 0.932 no C170 . H1701 . 0.933 no O171 . C172 . 1.386(13) yes C172 . C173 . 1.527(16) yes C172 . H1721 . 0.974 no C172 . H1722 . 0.971 no C173 . O174 . 1.388(16) yes C173 . H1731 . 0.970 no C173 . H1732 . 0.966 no O174 . C175 . 1.397(13) yes C175 . C176 . 1.504(19) yes C175 . H1751 . 0.968 no C175 . H1752 . 0.970 no C176 . O177 . 1.419(15) yes C176 . H1761 . 0.971 no C176 . H1762 . 0.961 no O177 . C178 . 1.413(15) yes C178 . C179 . 1.49(2) yes C178 . H1781 . 0.972 no C178 . H1782 . 0.971 no C179 . O180 . 1.425(14) yes C179 . H1791 . 0.969 no C179 . H1792 . 0.969 no O180 . C181 . 1.375(17) yes C181 . C182 . 1.508(16) yes C181 . H1811 . 0.970 no C181 . H1812 . 0.973 no C182 . O183 . 1.423(14) yes C182 . H1821 . 0.972 no C182 . H1822 . 0.974 no O183 . C184 . 1.384(12) yes C184 . C185 . 1.380(14) yes C184 . C189 . 1.389(13) yes C185 . C186 . 1.364(14) yes C185 . H1851 . 0.929 no C186 . C187 . 1.414(13) yes C186 . H1861 . 0.930 no C187 . C188 . 1.409(13) yes C187 . C190 . 1.490(13) yes C188 . C189 . 1.407(14) yes C188 . H1881 . 0.931 no C189 . H1891 . 0.925 no C190 . N191 . 1.465(12) yes C190 . H1901 . 0.960 no C190 . H1902 . 0.969 no N191 . C192 . 1.366(12) yes N191 . H1911 . 0.900 no C192 . O193 . 1.252(12) yes Cl201 . C204 . 1.66(2) yes Cl202 . C204 . 1.81(2) yes Cl203 . C204 . 1.74(2) yes C204 . H2041 . 0.987 no Cl211 . C214 . 1.73(3) yes Cl212 . C214 . 1.72(2) yes Cl213 . C214 . 1.78(2) yes C214 . H2141 . 0.982 no Cl221 . C224 . 1.757(7) yes Cl222 . C224 . 1.758(7) yes Cl223 . C224 . 1.749(8) yes C224 . H2241 . 0.978 no C51 . C54 . 1.519(9) yes C51 . H511 . 0.999 no C51 . H512 . 0.991 no C51 . H513 . 0.992 no C52 . C54 . 1.519(9) yes C52 . H521 . 0.950 no C52 . H522 . 0.950 no C52 . H523 . 0.950 no C53 . C54 . 1.511(9) yes C53 . H531 . 0.950 no C53 . H532 . 0.950 no C53 . H533 . 0.950 no C54 . C55 . 1.546(16) yes C55 . C56 . 1.404(18) yes C55 . C60 . 1.391(17) yes C56 . C57 . 1.364(15) yes C56 . H561 . 0.926 no C57 . C58 . 1.405(12) yes C57 . C62 . 1.513(13) yes C58 . C59 . 1.385(14) yes C58 . H581 . 0.927 no C59 . C60 . 1.417(16) yes C59 . C92 . 1.512(13) yes C60 . H601 . 0.934 no O61 . C62 . 1.253(11) yes C62 . N63 . 1.348(13) yes N63 . C64 . 1.440(13) yes N63 . H631 . 0.900 no C64 . C65 . 1.517(15) yes C64 . H641 . 0.970 no C64 . H642 . 0.973 no C65 . C66 . 1.364(13) yes C65 . C70 . 1.409(15) yes C66 . C67 . 1.386(14) yes C66 . H661 . 0.931 no C67 . C68 . 1.376(14) yes C67 . H671 . 0.934 no C68 . C69 . 1.381(15) yes C68 . O71 . 1.354(13) yes C69 . C70 . 1.383(16) yes C69 . H691 . 0.928 no C70 . H701 . 0.934 no O71 . C72 . 1.416(14) yes C72 . C73 . 1.503(17) yes C72 . H721 . 0.969 no C72 . H722 . 0.966 no C73 . O74 . 1.441(18) yes C73 . H731 . 0.974 no C73 . H732 . 0.974 no O74 . C75 . 1.454(14) yes C75 . C76 . 1.49(2) yes C75 . H751 . 0.968 no C75 . H752 . 0.968 no C76 . O77 . 1.410(19) yes C76 . H761 . 0.965 no C76 . H762 . 0.972 no O77 . C78 . 1.383(18) yes C78 . C79 . 1.510(9) yes C78 . H781 . 0.950 no C78 . H782 . 0.950 no C79 . O80 . 1.39(2) yes C79 . H791 . 0.950 no C79 . H792 . 0.950 no O80 . C81 . 1.411(9) yes C81 . C82 . 1.47(2) yes C81 . H811 . 0.950 no C81 . H812 . 0.950 no C82 . O83 . 1.374(15) yes C82 . H821 . 0.976 no C82 . H822 . 0.970 no O83 . C84 . 1.389(13) yes C84 . C85 . 1.386(15) yes C84 . C89 . 1.360(15) yes C85 . C86 . 1.384(17) yes C85 . H851 . 0.933 no C86 . C87 . 1.376(17) yes C86 . H861 . 0.938 no C87 . C88 . 1.380(16) yes C87 . C90 . 1.494(16) yes C88 . C89 . 1.411(16) yes C88 . H881 . 0.936 no C89 . H891 . 0.933 no C90 . N91 . 1.471(13) yes C90 . H901 . 0.973 no C90 . H902 . 0.972 no N91 . C92 . 1.332(16) yes N91 . H911 . 0.900 no C92 . O93 . 1.277(14) yes C1 . C2 . 1.525(9) yes C1 . H11 . 0.975 no C1 . H12 . 0.975 no C1 . H13 . 0.977 no C2 . C3 . 1.523(8) yes C2 . H21 . 0.972 no C2 . H22 . 0.971 no C3 . C4 . 1.536(8) yes C3 . H31 . 0.966 no C3 . H32 . 0.971 no C4 . C5 . 1.521(8) yes C4 . H41 . 0.966 no C4 . H42 . 0.968 no C5 . C6 . 1.527(8) yes C5 . H51 . 0.972 no C5 . H52 . 0.975 no C6 . N7 . 1.517(15) yes C6 . H61 . 0.968 no C6 . H62 . 0.967 no N7 . C8 . 1.379(16) yes N7 . C11 . 1.293(16) yes C8 . C9 . 1.39(2) yes C8 . H81 . 0.929 no C9 . N12 . 1.403(19) yes C9 . H91 . 0.930 no C10 . C11 . 1.521(17) yes C10 . H101 . 0.965 no C10 . H102 . 0.962 no C10 . H103 . 0.959 no C11 . N12 . 1.303(17) yes N12 . C13 . 1.465(18) yes C13 . C14 . 1.516(9) yes C13 . H131 . 0.969 no C13 . H132 . 0.971 no C14 . C15 . 1.519(9) yes C14 . H141 . 0.966 no C14 . H142 . 0.969 no C15 . C16 . 1.525(9) yes C15 . H151 . 0.972 no C15 . H152 . 0.971 no C16 . C17 . 1.516(9) yes C16 . H161 . 0.971 no C16 . H162 . 0.972 no C17 . C18 . 1.516(9) yes C17 . H171 . 0.973 no C17 . H172 . 0.972 no C18 . H181 . 0.950 no C18 . H182 . 0.950 no C18 . H183 . 0.950 no C101 . C102 . 1.527(8) yes C101 . H1011 . 0.959 no C101 . H1012 . 0.962 no C101 . H1013 . 0.966 no C102 . C103 . 1.537(8) yes C102 . H1021 . 0.967 no C102 . H1022 . 0.976 no C103 . C104 . 1.528(8) yes C103 . H1031 . 0.967 no C103 . H1032 . 0.977 no C104 . C105 . 1.520(8) yes C104 . H1041 . 0.965 no C104 . H1042 . 0.972 no C105 . C106 . 1.518(8) yes C105 . H1051 . 0.972 no C105 . H1052 . 0.983 no C106 . N107 . 1.510(13) yes C106 . H1061 . 0.973 no C106 . H1062 . 0.975 no N107 . C108 . 1.359(14) yes N107 . C111 . 1.334(13) yes C108 . C109 . 1.307(18) yes C108 . H1081 . 0.933 no C109 . N112 . 1.406(15) yes C109 . H1091 . 0.935 no C110 . C111 . 1.478(14) yes C110 . H1101 . 0.964 no C110 . H1102 . 0.960 no C110 . H1103 . 0.959 no C111 . N112 . 1.320(14) yes N112 . C113 . 1.434(14) yes C113 . C114 . 1.514(8) yes C113 . H1131 . 0.971 no C113 . H1132 . 0.971 no C114 . C115 . 1.527(8) yes C114 . H1141 . 0.971 no C114 . H1142 . 0.980 no C115 . C116 . 1.521(9) yes C115 . H1151 . 0.974 no C115 . H1152 . 0.973 no C116 . C117 . 1.526(9) yes C116 . H1161 . 0.968 no C116 . H1162 . 0.973 no C117 . C118 . 1.529(9) yes C117 . H1171 . 0.950 no C117 . H1172 . 0.950 no C118 . H1181 . 0.950 no C118 . H1182 . 0.950 no C118 . H1183 . 0.950 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C154 . C151 . H1511 . 109.2 no C154 . C151 . H1512 . 108.8 no H1511 . C151 . H1512 . 109.5 no C154 . C151 . H1513 . 109.8 no H1511 . C151 . H1513 . 109.9 no H1512 . C151 . H1513 . 109.7 no C154 . C152 . H1521 . 109.9 no C154 . C152 . H1522 . 108.1 no H1521 . C152 . H1522 . 110.3 no C154 . C152 . H1523 . 107.9 no H1521 . C152 . H1523 . 110.3 no H1522 . C152 . H1523 . 110.2 no C154 . C153 . H1531 . 108.6 no C154 . C153 . H1532 . 110.2 no H1531 . C153 . H1532 . 109.5 no C154 . C153 . H1533 . 109.6 no H1531 . C153 . H1533 . 109.5 no H1532 . C153 . H1533 . 109.5 no C153 . C154 . C152 . 109.2(9) yes C153 . C154 . C151 . 108.0(8) yes C152 . C154 . C151 . 108.1(8) yes C153 . C154 . C155 . 111.0(10) yes C152 . C154 . C155 . 108.8(10) yes C151 . C154 . C155 . 111.6(8) yes C154 . C155 . C156 . 119.9(9) yes C154 . C155 . C160 . 122.7(9) yes C156 . C155 . C160 . 117.3(8) yes C155 . C156 . C157 . 120.0(9) yes C155 . C156 . H1561 . 119.6 no C157 . C156 . H1561 . 120.4 no C156 . C157 . C158 . 121.3(8) yes C156 . C157 . C162 . 116.2(8) yes C158 . C157 . C162 . 122.5(7) yes C157 . C158 . C159 . 119.5(7) yes C157 . C158 . H1581 . 120.2 no C159 . C158 . H1581 . 120.3 no C158 . C159 . C160 . 120.2(8) yes C158 . C159 . C192 . 122.2(7) yes C160 . C159 . C192 . 117.6(8) yes C159 . C160 . C155 . 121.6(9) yes C159 . C160 . H1601 . 119.2 no C155 . C160 . H1601 . 119.2 no C157 . C162 . O161 . 121.5(8) yes C157 . C162 . N163 . 116.6(7) yes O161 . C162 . N163 . 121.9(8) yes C162 . N163 . C164 . 123.5(8) yes C162 . N163 . H1631 . 128.4 no C164 . N163 . H1631 . 108.1 no N163 . C164 . C165 . 111.9(7) yes N163 . C164 . H1641 . 108.5 no C165 . C164 . H1641 . 108.8 no N163 . C164 . H1642 . 109.0 no C165 . C164 . H1642 . 109.1 no H1641 . C164 . H1642 . 109.4 no C164 . C165 . C166 . 120.9(8) yes C164 . C165 . C170 . 121.2(8) yes C166 . C165 . C170 . 117.9(9) yes C165 . C166 . C167 . 120.0(9) yes C165 . C166 . H1661 . 120.0 no C167 . C166 . H1661 . 120.0 no C166 . C167 . C168 . 121.8(9) yes C166 . C167 . H1671 . 119.8 no C168 . C167 . H1671 . 118.4 no C167 . C168 . C169 . 118.7(9) yes C167 . C168 . O171 . 117.4(8) yes C169 . C168 . O171 . 123.9(8) yes C168 . C169 . C170 . 119.2(8) yes C168 . C169 . H1691 . 120.1 no C170 . C169 . H1691 . 120.6 no C165 . C170 . C169 . 122.2(9) yes C165 . C170 . H1701 . 118.4 no C169 . C170 . H1701 . 119.4 no C168 . O171 . C172 . 118.3(7) yes O171 . C172 . C173 . 106.4(9) yes O171 . C172 . H1721 . 109.5 no C173 . C172 . H1721 . 108.7 no O171 . C172 . H1722 . 111.4 no C173 . C172 . H1722 . 111.0 no H1721 . C172 . H1722 . 109.7 no C172 . C173 . O174 . 108.6(9) yes C172 . C173 . H1731 . 111.0 no O174 . C173 . H1731 . 109.8 no C172 . C173 . H1732 . 108.1 no O174 . C173 . H1732 . 110.5 no H1731 . C173 . H1732 . 108.9 no C173 . O174 . C175 . 110.7(9) yes O174 . C175 . C176 . 108.8(10) yes O174 . C175 . H1751 . 109.8 no C176 . C175 . H1751 . 109.9 no O174 . C175 . H1752 . 110.2 no C176 . C175 . H1752 . 109.1 no H1751 . C175 . H1752 . 109.0 no C175 . C176 . O177 . 110.7(9) yes C175 . C176 . H1761 . 109.2 no O177 . C176 . H1761 . 109.2 no C175 . C176 . H1762 . 109.3 no O177 . C176 . H1762 . 108.6 no H1761 . C176 . H1762 . 109.9 no C176 . O177 . C178 . 110.5(9) yes O177 . C178 . C179 . 112.3(9) yes O177 . C178 . H1781 . 108.6 no C179 . C178 . H1781 . 109.1 no O177 . C178 . H1782 . 108.7 no C179 . C178 . H1782 . 108.9 no H1781 . C178 . H1782 . 109.1 no C178 . C179 . O180 . 110.8(10) yes C178 . C179 . H1791 . 110.3 no O180 . C179 . H1791 . 109.9 no C178 . C179 . H1792 . 107.9 no O180 . C179 . H1792 . 108.5 no H1791 . C179 . H1792 . 109.4 no C179 . O180 . C181 . 112.8(9) yes O180 . C181 . C182 . 109.5(11) yes O180 . C181 . H1811 . 110.3 no C182 . C181 . H1811 . 111.0 no O180 . C181 . H1812 . 108.4 no C182 . C181 . H1812 . 108.3 no H1811 . C181 . H1812 . 109.1 no C181 . C182 . O183 . 108.8(10) yes C181 . C182 . H1821 . 110.6 no O183 . C182 . H1821 . 110.0 no C181 . C182 . H1822 . 107.7 no O183 . C182 . H1822 . 110.0 no H1821 . C182 . H1822 . 109.8 no C182 . O183 . C184 . 116.0(7) yes O183 . C184 . C185 . 125.2(8) yes O183 . C184 . C189 . 113.8(8) yes C185 . C184 . C189 . 121.0(9) yes C184 . C185 . C186 . 119.4(8) yes C184 . C185 . H1851 . 120.6 no C186 . C185 . H1851 . 120.1 no C185 . C186 . C187 . 123.1(9) yes C185 . C186 . H1861 . 118.9 no C187 . C186 . H1861 . 118.0 no C186 . C187 . C188 . 116.0(8) yes C186 . C187 . C190 . 122.4(8) yes C188 . C187 . C190 . 121.4(7) yes C187 . C188 . C189 . 121.4(8) yes C187 . C188 . H1881 . 119.7 no C189 . C188 . H1881 . 118.8 no C188 . C189 . C184 . 118.9(8) yes C188 . C189 . H1891 . 119.9 no C184 . C189 . H1891 . 121.2 no C187 . C190 . N191 . 113.5(7) yes C187 . C190 . H1901 . 108.6 no N191 . C190 . H1901 . 110.0 no C187 . C190 . H1902 . 107.6 no N191 . C190 . H1902 . 108.0 no H1901 . C190 . H1902 . 109.0 no C190 . N191 . C192 . 122.0(7) yes C190 . N191 . H1911 . 107.5 no C192 . N191 . H1911 . 130.2 no C159 . C192 . N191 . 115.1(7) yes C159 . C192 . O193 . 122.5(8) yes N191 . C192 . O193 . 122.4(8) yes Cl202 . C204 . Cl203 . 107.0(12) yes Cl202 . C204 . Cl201 . 111.0(11) yes Cl203 . C204 . Cl201 . 111.1(14) yes Cl202 . C204 . H2041 . 108.7 no Cl203 . C204 . H2041 . 109.2 no Cl201 . C204 . H2041 . 109.7 no Cl213 . C214 . Cl211 . 109.6(12) yes Cl213 . C214 . Cl212 . 110.6(12) yes Cl211 . C214 . Cl212 . 112.9(15) yes Cl213 . C214 . H2141 . 107.9 no Cl211 . C214 . H2141 . 108.0 no Cl212 . C214 . H2141 . 107.7 no Cl222 . C224 . Cl221 . 111.1(5) yes Cl222 . C224 . Cl223 . 110.3(5) yes Cl221 . C224 . Cl223 . 108.4(5) yes Cl222 . C224 . H2241 . 107.5 no Cl221 . C224 . H2241 . 110.0 no Cl223 . C224 . H2241 . 109.6 no C54 . C51 . H511 . 107.0 no C54 . C51 . H512 . 108.8 no H511 . C51 . H512 . 110.5 no C54 . C51 . H513 . 109.4 no H511 . C51 . H513 . 110.4 no H512 . C51 . H513 . 110.7 no C54 . C52 . H521 . 110.7 no C54 . C52 . H522 . 110.0 no H521 . C52 . H522 . 109.5 no C54 . C52 . H523 . 107.8 no H521 . C52 . H523 . 109.5 no H522 . C52 . H523 . 109.5 no C54 . C53 . H531 . 108.4 no C54 . C53 . H532 . 109.0 no H531 . C53 . H532 . 109.5 no C54 . C53 . H533 . 111.0 no H531 . C53 . H533 . 109.5 no H532 . C53 . H533 . 109.5 no C52 . C54 . C51 . 109.9(9) yes C52 . C54 . C53 . 109.0(9) yes C51 . C54 . C53 . 108.9(9) yes C52 . C54 . C55 . 113.1(15) yes C51 . C54 . C55 . 104.1(15) yes C53 . C54 . C55 . 111.7(11) yes C54 . C55 . C56 . 118.8(10) yes C54 . C55 . C60 . 121.5(11) yes C56 . C55 . C60 . 119.3(11) yes C55 . C56 . C57 . 120.9(9) yes C55 . C56 . H561 . 119.2 no C57 . C56 . H561 . 119.9 no C56 . C57 . C58 . 120.5(9) yes C56 . C57 . C62 . 118.6(8) yes C58 . C57 . C62 . 120.8(8) yes C57 . C58 . C59 . 119.4(8) yes C57 . C58 . H581 . 120.7 no C59 . C58 . H581 . 119.9 no C58 . C59 . C60 . 120.1(9) yes C58 . C59 . C92 . 122.3(9) yes C60 . C59 . C92 . 117.5(9) yes C59 . C60 . C55 . 119.5(11) yes C59 . C60 . H601 . 119.9 no C55 . C60 . H601 . 120.6 no C57 . C62 . O61 . 120.4(9) yes C57 . C62 . N63 . 116.0(7) yes O61 . C62 . N63 . 123.5(8) yes C62 . N63 . C64 . 122.5(7) yes C62 . N63 . H631 . 130.7 no C64 . N63 . H631 . 106.6 no N63 . C64 . C65 . 114.1(8) yes N63 . C64 . H641 . 107.9 no C65 . C64 . H641 . 109.1 no N63 . C64 . H642 . 108.4 no C65 . C64 . H642 . 108.1 no H641 . C64 . H642 . 109.2 no C64 . C65 . C66 . 123.2(9) yes C64 . C65 . C70 . 120.3(8) yes C66 . C65 . C70 . 116.5(9) yes C65 . C66 . C67 . 123.5(9) yes C65 . C66 . H661 . 118.1 no C67 . C66 . H661 . 118.4 no C66 . C67 . C68 . 119.1(9) yes C66 . C67 . H671 . 120.4 no C68 . C67 . H671 . 120.5 no C67 . C68 . C69 . 119.2(10) yes C67 . C68 . O71 . 124.6(9) yes C69 . C68 . O71 . 116.1(9) yes C68 . C69 . C70 . 120.7(9) yes C68 . C69 . H691 . 119.8 no C70 . C69 . H691 . 119.5 no C65 . C70 . C69 . 120.8(8) yes C65 . C70 . H701 . 119.7 no C69 . C70 . H701 . 119.5 no C68 . O71 . C72 . 116.8(7) yes O71 . C72 . C73 . 109.2(9) yes O71 . C72 . H721 . 108.1 no C73 . C72 . H721 . 110.3 no O71 . C72 . H722 . 109.6 no C73 . C72 . H722 . 110.0 no H721 . C72 . H722 . 109.7 no C72 . C73 . O74 . 108.4(10) yes C72 . C73 . H731 . 111.5 no O74 . C73 . H731 . 109.2 no C72 . C73 . H732 . 108.3 no O74 . C73 . H732 . 109.8 no H731 . C73 . H732 . 109.6 no C73 . O74 . C75 . 112.3(10) yes O74 . C75 . C76 . 108.7(10) yes O74 . C75 . H751 . 110.1 no C76 . C75 . H751 . 109.9 no O74 . C75 . H752 . 110.4 no C76 . C75 . H752 . 108.4 no H751 . C75 . H752 . 109.3 no C75 . C76 . O77 . 111.8(11) yes C75 . C76 . H761 . 109.6 no O77 . C76 . H761 . 107.8 no C75 . C76 . H762 . 109.6 no O77 . C76 . H762 . 108.7 no H761 . C76 . H762 . 109.3 no C76 . O77 . C78 . 109.1(11) yes O77 . C78 . C79 . 109.5(12) yes O77 . C78 . H781 . 109.8 no C79 . C78 . H781 . 109.2 no O77 . C78 . H782 . 109.3 no C79 . C78 . H782 . 109.6 no H781 . C78 . H782 . 109.5 no C78 . C79 . O80 . 107.1(15) yes C78 . C79 . H791 . 110.0 no O80 . C79 . H791 . 110.8 no C78 . C79 . H792 . 109.2 no O80 . C79 . H792 . 110.3 no H791 . C79 . H792 . 109.5 no C79 . O80 . C81 . 113.9(12) yes O80 . C81 . C82 . 108.5(12) yes O80 . C81 . H811 . 109.6 no C82 . C81 . H811 . 112.2 no O80 . C81 . H812 . 108.4 no C82 . C81 . H812 . 108.6 no H811 . C81 . H812 . 109.5 no C81 . C82 . O83 . 111.5(12) yes C81 . C82 . H821 . 105.3 no O83 . C82 . H821 . 108.4 no C81 . C82 . H822 . 112.2 no O83 . C82 . H822 . 109.7 no H821 . C82 . H822 . 109.6 no C82 . O83 . C84 . 118.4(8) yes O83 . C84 . C85 . 114.6(8) yes O83 . C84 . C89 . 123.8(9) yes C85 . C84 . C89 . 121.5(10) yes C84 . C85 . C86 . 119.0(10) yes C84 . C85 . H851 . 120.6 no C86 . C85 . H851 . 120.4 no C85 . C86 . C87 . 121.2(10) yes C85 . C86 . H861 . 119.3 no C87 . C86 . H861 . 119.4 no C86 . C87 . C88 . 118.5(10) yes C86 . C87 . C90 . 122.0(10) yes C88 . C87 . C90 . 119.5(10) yes C87 . C88 . C89 . 121.2(9) yes C87 . C88 . H881 . 119.3 no C89 . C88 . H881 . 119.5 no C88 . C89 . C84 . 118.3(9) yes C88 . C89 . H891 . 120.5 no C84 . C89 . H891 . 121.2 no C87 . C90 . N91 . 112.7(8) yes C87 . C90 . H901 . 109.0 no N91 . C90 . H901 . 107.5 no C87 . C90 . H902 . 109.0 no N91 . C90 . H902 . 109.3 no H901 . C90 . H902 . 109.2 no C90 . N91 . C92 . 121.3(10) yes C90 . N91 . H911 . 109.2 no C92 . N91 . H911 . 129.3 no C59 . C92 . N91 . 115.3(9) yes C59 . C92 . O93 . 118.3(10) yes N91 . C92 . O93 . 126.4(8) yes C2 . C1 . H11 . 108.4 no C2 . C1 . H12 . 109.6 no H11 . C1 . H12 . 109.7 no C2 . C1 . H13 . 109.7 no H11 . C1 . H13 . 109.7 no H12 . C1 . H13 . 109.6 no C1 . C2 . C3 . 111.1(7) yes C1 . C2 . H21 . 107.8 no C3 . C2 . H21 . 109.5 no C1 . C2 . H22 . 109.7 no C3 . C2 . H22 . 109.0 no H21 . C2 . H22 . 109.7 no C2 . C3 . C4 . 110.0(6) yes C2 . C3 . H31 . 109.1 no C4 . C3 . H31 . 109.1 no C2 . C3 . H32 . 110.0 no C4 . C3 . H32 . 110.0 no H31 . C3 . H32 . 108.6 no C3 . C4 . C5 . 110.5(5) yes C3 . C4 . H41 . 110.6 no C5 . C4 . H41 . 109.5 no C3 . C4 . H42 . 108.9 no C5 . C4 . H42 . 108.5 no H41 . C4 . H42 . 108.9 no C4 . C5 . C6 . 111.3(6) yes C4 . C5 . H51 . 108.8 no C6 . C5 . H51 . 109.0 no C4 . C5 . H52 . 109.3 no C6 . C5 . H52 . 109.2 no H51 . C5 . H52 . 109.3 no C5 . C6 . N7 . 113.3(7) yes C5 . C6 . H61 . 107.6 no N7 . C6 . H61 . 108.1 no C5 . C6 . H62 . 108.9 no N7 . C6 . H62 . 110.2 no H61 . C6 . H62 . 108.7 no C6 . N7 . C8 . 123.8(10) yes C6 . N7 . C11 . 126.0(10) yes C8 . N7 . C11 . 110.2(11) yes N7 . C8 . C9 . 106.0(11) yes N7 . C8 . H81 . 126.0 no C9 . C8 . H81 . 128.0 no C8 . C9 . N12 . 104.3(12) yes C8 . C9 . H91 . 127.3 no N12 . C9 . H91 . 128.4 no C11 . C10 . H101 . 108.3 no C11 . C10 . H102 . 108.6 no H101 . C10 . H102 . 109.6 no C11 . C10 . H103 . 110.7 no H101 . C10 . H103 . 109.7 no H102 . C10 . H103 . 109.8 no C10 . C11 . N7 . 125.0(11) yes C10 . C11 . N12 . 125.4(11) yes N7 . C11 . N12 . 109.6(11) yes C9 . N12 . C11 . 109.8(11) yes C9 . N12 . C13 . 120.3(13) yes C11 . N12 . C13 . 129.5(13) yes N12 . C13 . C14 . 111.3(10) yes N12 . C13 . H131 . 107.4 no C14 . C13 . H131 . 108.5 no N12 . C13 . H132 . 109.9 no C14 . C13 . H132 . 110.5 no H131 . C13 . H132 . 109.1 no C13 . C14 . C15 . 108.2(8) yes C13 . C14 . H141 . 110.9 no C15 . C14 . H141 . 111.8 no C13 . C14 . H142 . 107.9 no C15 . C14 . H142 . 108.8 no H141 . C14 . H142 . 109.1 no C14 . C15 . C16 . 110.8(8) yes C14 . C15 . H151 . 109.1 no C16 . C15 . H151 . 109.4 no C14 . C15 . H152 . 110.0 no C16 . C15 . H152 . 107.6 no H151 . C15 . H152 . 109.9 no C15 . C16 . C17 . 108.9(9) yes C15 . C16 . H161 . 108.6 no C17 . C16 . H161 . 85.2 no C15 . C16 . H162 . 110.8 no C17 . C16 . H162 . 129.8 no H161 . C16 . H162 . 109.4 no C16 . C17 . C18 . 108.7(9) yes C16 . C17 . H171 . 115.2 no C18 . C17 . H171 . 134.1 no C16 . C17 . H172 . 82.8 no C18 . C17 . H172 . 88.1 no H171 . C17 . H172 . 109.5 no C17 . C18 . H181 . 109.4 no C17 . C18 . H182 . 109.1 no H181 . C18 . H182 . 109.5 no C17 . C18 . H183 . 109.9 no H181 . C18 . H183 . 109.5 no H182 . C18 . H183 . 109.5 no C102 . C101 . H1011 . 109.7 no C102 . C101 . H1012 . 109.0 no H1011 . C101 . H1012 . 109.3 no C102 . C101 . H1013 . 109.4 no H1011 . C101 . H1013 . 110.0 no H1012 . C101 . H1013 . 109.4 no C101 . C102 . C103 . 111.3(6) yes C101 . C102 . H1021 . 108.5 no C103 . C102 . H1021 . 109.8 no C101 . C102 . H1022 . 109.3 no C103 . C102 . H1022 . 108.4 no H1021 . C102 . H1022 . 109.6 no C102 . C103 . C104 . 110.8(5) yes C102 . C103 . H1031 . 111.2 no C104 . C103 . H1031 . 108.8 no C102 . C103 . H1032 . 108.1 no C104 . C103 . H1032 . 108.9 no H1031 . C103 . H1032 . 109.1 no C103 . C104 . C105 . 111.7(5) yes C103 . C104 . H1041 . 109.8 no C105 . C104 . H1041 . 109.6 no C103 . C104 . H1042 . 106.9 no C105 . C104 . H1042 . 109.0 no H1041 . C104 . H1042 . 109.8 no C104 . C105 . C106 . 111.6(5) yes C104 . C105 . H1051 . 109.6 no C106 . C105 . H1051 . 109.6 no C104 . C105 . H1052 . 107.4 no C106 . C105 . H1052 . 108.8 no H1051 . C105 . H1052 . 109.8 no C105 . C106 . N107 . 111.8(7) yes C105 . C106 . H1061 . 109.3 no N107 . C106 . H1061 . 109.7 no C105 . C106 . H1062 . 108.5 no N107 . C106 . H1062 . 108.5 no H1061 . C106 . H1062 . 108.9 no C106 . N107 . C108 . 126.1(8) yes C106 . N107 . C111 . 124.0(8) yes C108 . N107 . C111 . 109.8(9) yes N107 . C108 . C109 . 107.6(9) yes N107 . C108 . H1081 . 126.1 no C109 . C108 . H1081 . 126.2 no C108 . C109 . N112 . 107.3(9) yes C108 . C109 . H1091 . 126.3 no N112 . C109 . H1091 . 126.4 no C111 . C110 . H1101 . 109.3 no C111 . C110 . H1102 . 108.5 no H1101 . C110 . H1102 . 109.3 no C111 . C110 . H1103 . 110.7 no H1101 . C110 . H1103 . 109.2 no H1102 . C110 . H1103 . 109.8 no C110 . C111 . N107 . 126.5(9) yes C110 . C111 . N112 . 126.2(9) yes N107 . C111 . N112 . 107.2(8) yes C109 . N112 . C111 . 108.0(9) yes C109 . N112 . C113 . 124.7(9) yes C111 . N112 . C113 . 127.2(9) yes N112 . C113 . C114 . 112.3(8) yes N112 . C113 . H1131 . 108.7 no C114 . C113 . H1131 . 109.1 no N112 . C113 . H1132 . 108.7 no C114 . C113 . H1132 . 108.4 no H1131 . C113 . H1132 . 109.5 no C113 . C114 . C115 . 107.4(6) yes C113 . C114 . H1141 . 109.7 no C115 . C114 . H1141 . 110.4 no C113 . C114 . H1142 . 109.4 no C115 . C114 . H1142 . 110.2 no H1141 . C114 . H1142 . 109.7 no C114 . C115 . C116 . 111.0(7) yes C114 . C115 . H1151 . 110.2 no C116 . C115 . H1151 . 107.8 no C114 . C115 . H1152 . 109.7 no C116 . C115 . H1152 . 109.0 no H1151 . C115 . H1152 . 109.2 no C115 . C116 . C117 . 108.9(8) yes C115 . C116 . H1161 . 110.8 no C117 . C116 . H1161 . 109.9 no C115 . C116 . H1162 . 108.1 no C117 . C116 . H1162 . 109.6 no H1161 . C116 . H1162 . 109.5 no C116 . C117 . C118 . 109.5(9) yes C116 . C117 . H1171 . 109.7 no C118 . C117 . H1171 . 110.5 no C116 . C117 . H1172 . 109.3 no C118 . C117 . H1172 . 108.4 no H1171 . C117 . H1172 . 109.5 no C117 . C118 . H1181 . 108.6 no C117 . C118 . H1182 . 109.1 no H1181 . C118 . H1182 . 109.5 no C117 . C118 . H1183 . 110.6 no H1181 . C118 . H1183 . 109.5 no H1182 . C118 . H1183 . 109.5 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C204 . H2041 . O161 1_655 141.8(6) 0.987 2.345 3.180(19) yes C214 . H2141 . O161 1_655 154.6(7) 0.982 2.060 2.977(19) yes C224 . H2241 . O93 1_554 166.7(3) 0.978 2.275 3.234(19) yes C9 . H91 . O193 1_545 152.0(4) 0.930 2.463 3.313(19) yes C10 . H101 . O80 . 157.7(5) 0.965 2.548 3.460(19) yes C10 . H103 . O74 . 146.7(4) 0.959 2.330 3.175(19) yes C109 . H1091 . O61 . 150.4(3) 0.935 2.514 3.359(19) yes C153 . H1532 . O93 1_564 152.7(7) 0.950 2.550 3.422(19) yes C18 . H181 . C117 1_654 142.3(13) 0.950 2.598 3.399(19) yes C18 . H181 . C118 1_654 148(2) 0.950 2.395 3.240(19) yes