# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Bohumil Dolensky' 'Jan Cejka' 'Martin Havlik' 'Vladimir Kral' 'Martin Valik' _publ_contact_author_name 'Bohumil Dolensky' _publ_contact_author_address ; Department of Analytical Chemistry ICT Prague Technicka 5 Praha 6 16628 CZECH REPUBLIC ; _publ_contact_author_email DOLENSKB@VSCHT.CZ _publ_requested_journal 'Chemical Communications' _publ_section_title ; Calix-Tris-Troger's Bases - A New Cavitand Family ; data_CRYSTALS_cif_1 _database_code_depnum_ccdc_archive 'CCDC 640697' _audit_creation_date 07-03-14 _audit_creation_method CRYSTALS_ver_12.39 _oxford_structure_analysis_title 'TEST in P-1' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 12.4021(7) _cell_length_b 15.2809(9) _cell_length_c 18.0755(10) _cell_angle_alpha 79.270(5) _cell_angle_beta 88.365(4) _cell_angle_gamma 79.061(5) _cell_volume 3304.4(3) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -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 4 # Given Formula = C40.50 H42 Cl4 N6 O4 # Dc = 1.65 Fooo = 1440.00 Mu = 37.38 M = 1637.26 # Found Formula = C37 H38 Cl2 N6 O3 # Dc = 1.38 FOOO = 1440.00 Mu = 21.52 M = 1371.31 _chemical_formula_sum 'C37 H38 Cl2 N6 O3' _chemical_formula_moiety 'C37 H38 Cl2 N6 O3' _chemical_compound_source ? _chemical_formula_weight 685.65 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_min 0.06 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_max 0.27 _exptl_crystal_density_diffrn 1.378 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 2.152 # Sheldrick geometric approximatio 0.67 0.88 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; Analytical Absorption (De Meulenaer & Tompa, 1965) ; _exptl_absorpt_correction_T_min 0.75 _exptl_absorpt_correction_T_max 0.88 _diffrn_measurement_device_type 'Oxford Diffraction XCALIBUR' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54180 _diffrn_measurement_method '\f & \w scans' _computing_data_collection 'Xcalibur, (Oxford Diffraction, 2002)' _computing_data_reduction 'CrysAlis RED, (Oxford Diffraction, 2002)' _computing_cell_refinement 'CrysAlis RED, (Oxford Diffraction, 2002)' _computing_structure_solution 'SIR92 (Altomare et al, 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al 1996)' _diffrn_standards_interval_time ? _diffrn_standards_interval_count ? _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 47673 _reflns_number_total 13050 _diffrn_reflns_av_R_equivalents 0.087 # Number of reflections with Friedels Law is 13050 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 13888 _diffrn_reflns_theta_min 4.235 _diffrn_reflns_theta_max 76.495 _diffrn_measured_fraction_theta_max 0.939 _diffrn_reflns_theta_full 64.256 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _reflns_limit_h_min -15 _reflns_limit_h_max 15 _reflns_limit_k_min -18 _reflns_limit_k_max 19 _reflns_limit_l_min 0 _reflns_limit_l_max 22 _oxford_diffrn_Wilson_B_factor 2.65 _oxford_diffrn_Wilson_scale 0.05 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.95 _refine_diff_density_max 0.74 _refine_ls_number_reflns 9311 _refine_ls_number_restraints 0 _refine_ls_number_parameters 865 #_refine_ls_R_factor_ref 0.0656 _refine_ls_wR_factor_ref 0.0689 _refine_ls_goodness_of_fit_ref 1.1407 #_reflns_number_all 12997 _refine_ls_R_factor_all 0.0799 _refine_ls_wR_factor_all 0.0735 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>1.96u(I) _reflns_number_gt 9311 _refine_ls_R_factor_gt 0.0656 _refine_ls_wR_factor_gt 0.0689 _refine_ls_shift/su_max 0.000639 # 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 F _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: 34.2 23.2 32.1 10.8 ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. _publ_section_abstract # Text of the abstract ; ? ; _publ_section_comment # Text of the paper ; ? ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions # Captions to figures ; ? ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen ; H atoms placed geometrically after each cycle ; _publ_section_exptl_prep ; ? ; # End of 'script/refcif.dat' # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. De Meulenaer, J. & Tompa, H. (1965). Acta Cryst. 19, 1014. Oxford Diffraction, (2002) CrysAlis RED. Oxford Diffraction, (2002) Xcalibur User Manual Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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 N401 N 0.47966(12) 0.19389(10) 0.48400(9) 0.0243 1.0000 Uani . . . . . . N402 N 0.43969(12) 0.31183(10) 0.55988(9) 0.0246 1.0000 Uani . . . . . . N501 N 0.67458(12) 0.44891(10) 0.43209(8) 0.0217 1.0000 Uani . . . . . . N502 N 0.81872(12) 0.45515(10) 0.33798(8) 0.0213 1.0000 Uani . . . . . . N601 N 0.76396(13) 0.20168(10) 0.28932(8) 0.0235 1.0000 Uani . . . . . . N602 N 0.68297(13) 0.06648(10) 0.32216(9) 0.0252 1.0000 Uani . . . . . . O301 O 1.54764(14) -0.15729(12) 0.96417(12) 0.0546 1.0000 Uani . . . . . . O401 O 0.67423(15) 0.07663(11) 0.80095(9) 0.0452 1.0000 Uani . . . . . . O501 O 1.14843(11) 0.34112(9) 0.55846(8) 0.0291 1.0000 Uani . . . . . . O601 O 1.06891(13) -0.13680(11) 0.46456(10) 0.0425 1.0000 Uani . . . . . . Cl701 Cl 0.38096(7) 0.33221(6) 0.24067(5) 0.0684 1.0000 Uani . . . . . . Cl702 Cl 0.36978(7) 0.48124(6) 0.32362(4) 0.0685 1.0000 Uani . . . . . . Cl801 Cl 0.14644(8) 0.68687(7) 0.24087(6) 0.0808 1.0000 Uani . . . . . . Cl802 Cl 0.13782(7) 0.53725(6) 0.16241(6) 0.0729 1.0000 Uani . . . . . . O101 O 1.23885(13) 0.09645(10) 1.32954(8) 0.0361 1.0000 Uani . . . . . . O201 O 1.65354(10) 0.35661(9) 1.03692(8) 0.0297 1.0000 Uani . . . . . . C301 C 1.17740(14) 0.21906(12) 0.87193(9) 0.0208 1.0000 Uani . . . . . . C302 C 1.10697(14) 0.17857(12) 0.92392(10) 0.0218 1.0000 Uani . . . . . . C303 C 1.07362(16) 0.09044(13) 0.91516(11) 0.0260 1.0000 Uani . . . . . . C304 C 1.15000(18) 0.11627(13) 0.79267(11) 0.0295 1.0000 Uani . . . . . . C305 C 1.33379(16) 0.12891(13) 0.81814(11) 0.0288 1.0000 Uani . . . . . . C306 C 1.34135(16) 0.03440(13) 0.86579(10) 0.0272 1.0000 Uani . . . . . . C307 C 1.24653(16) 0.00048(13) 0.88730(10) 0.0250 1.0000 Uani . . . . . . C308 C 1.25498(17) -0.08357(12) 0.93589(10) 0.0278 1.0000 Uani . . . . . . C309 C 1.35612(18) -0.13398(13) 0.95970(12) 0.0333 1.0000 Uani . . . . . . C310 C 1.45131(19) -0.10157(15) 0.93647(13) 0.0381 1.0000 Uani . . . . . . C311 C 1.44469(17) -0.01682(14) 0.88999(13) 0.0355 1.0000 Uani . . . . . . C312 C 1.6471(2) -0.1270(2) 0.94504(19) 0.0613 1.0000 Uani . . . . . . N101 N 0.98497(12) 0.18208(10) 1.03198(8) 0.0216 1.0000 Uani . . . . . . N102 N 0.96119(12) 0.30851(10) 1.09917(8) 0.0217 1.0000 Uani . . . . . . N201 N 1.16653(12) 0.43850(10) 0.93848(8) 0.0215 1.0000 Uani . . . . . . N202 N 1.29759(12) 0.43573(10) 0.83574(8) 0.0224 1.0000 Uani . . . . . . N301 N 1.21918(13) 0.17887(10) 0.80848(8) 0.0247 1.0000 Uani . . . . . . N302 N 1.13986(13) 0.04674(10) 0.85897(9) 0.0247 1.0000 Uani . . . . . . C101 C 1.05965(13) 0.22438(12) 0.98121(10) 0.0206 1.0000 Uani . . . . . . C102 C 1.07999(13) 0.30985(12) 0.98574(10) 0.0206 1.0000 Uani . . . . . . C103 C 1.01765(14) 0.36431(12) 1.04091(10) 0.0222 1.0000 Uani . . . . . . C104 C 0.90676(14) 0.25083(12) 1.06251(11) 0.0240 1.0000 Uani . . . . . . C105 C 1.04173(15) 0.11653(12) 1.09612(10) 0.0227 1.0000 Uani . . . . . . C106 C 1.07500(14) 0.16194(12) 1.15765(10) 0.0214 1.0000 Uani . . . . . . C107 C 1.03578(14) 0.25435(12) 1.15607(10) 0.0213 1.0000 Uani . . . . . . C108 C 1.06907(15) 0.29507(12) 1.21240(11) 0.0253 1.0000 Uani . . . . . . C109 C 1.13761(15) 0.24520(13) 1.27052(11) 0.0278 1.0000 Uani . . . . . . C110 C 1.17358(15) 0.15242(14) 1.27345(10) 0.0262 1.0000 Uani . . . . . . C111 C 1.14282(15) 0.11135(12) 1.21660(10) 0.0246 1.0000 Uani . . . . . . C112 C 1.2734(2) 0.13662(17) 1.38719(13) 0.0423 1.0000 Uani . . . . . . C201 C 1.15223(14) 0.34874(11) 0.93398(10) 0.0198 1.0000 Uani . . . . . . C202 C 1.20142(14) 0.30469(12) 0.87688(9) 0.0207 1.0000 Uani . . . . . . C203 C 1.27070(15) 0.35199(12) 0.81688(10) 0.0234 1.0000 Uani . . . . . . C204 C 1.19855(15) 0.48572(12) 0.86590(10) 0.0247 1.0000 Uani . . . . . . C205 C 1.25017(14) 0.43861(12) 0.99466(10) 0.0226 1.0000 Uani . . . . . . C206 C 1.36677(14) 0.41569(11) 0.96611(10) 0.0213 1.0000 Uani . . . . . . C207 C 1.38615(15) 0.41587(12) 0.88958(10) 0.0231 1.0000 Uani . . . . . . C208 C 1.49432(16) 0.39753(12) 0.86467(11) 0.0258 1.0000 Uani . . . . . . C209 C 1.58216(15) 0.37842(13) 0.91452(11) 0.0274 1.0000 Uani . . . . . . C210 C 1.56166(15) 0.37756(12) 0.99103(11) 0.0260 1.0000 Uani . . . . . . C211 C 1.45527(15) 0.39689(12) 1.01670(10) 0.0232 1.0000 Uani . . . . . . C212 C 1.63438(17) 0.34114(14) 1.11571(12) 0.0318 1.0000 Uani . . . . . . C401 C 0.56445(14) 0.23701(12) 0.44591(10) 0.0212 1.0000 Uani . . . . . . C402 C 0.58262(14) 0.31968(12) 0.46034(10) 0.0213 1.0000 Uani . . . . . . C403 C 0.50937(14) 0.36913(12) 0.51455(10) 0.0233 1.0000 Uani . . . . . . C404 C 0.39483(14) 0.26154(13) 0.51106(11) 0.0264 1.0000 Uani . . . . . . C405 C 0.52013(15) 0.12244(12) 0.54902(11) 0.0263 1.0000 Uani . . . . . . C406 C 0.53786(15) 0.15885(12) 0.61935(11) 0.0267 1.0000 Uani . . . . . . C407 C 0.49984(15) 0.25129(12) 0.62152(11) 0.0255 1.0000 Uani . . . . . . C408 C 0.52274(17) 0.28486(13) 0.68435(11) 0.0308 1.0000 Uani . . . . . . C409 C 0.58226(18) 0.22885(14) 0.74514(12) 0.0349 1.0000 Uani . . . . . . C410 C 0.61661(18) 0.13717(15) 0.74328(12) 0.0345 1.0000 Uani . . . . . . C411 C 0.59402(17) 0.10273(13) 0.68118(12) 0.0317 1.0000 Uani . . . . . . C412 C 0.6975(3) 0.1100(2) 0.86522(15) 0.0604 1.0000 Uani . . . . . . C501 C 0.66222(13) 0.36127(11) 0.41853(10) 0.0193 1.0000 Uani . . . . . . C502 C 0.72242(14) 0.32290(12) 0.36212(10) 0.0200 1.0000 Uani . . . . . . C503 C 0.79721(14) 0.37476(12) 0.31058(10) 0.0218 1.0000 Uani . . . . . . C504 C 0.71504(14) 0.50215(12) 0.36460(10) 0.0226 1.0000 Uani . . . . . . C505 C 0.75143(14) 0.44174(12) 0.49472(10) 0.0236 1.0000 Uani . . . . . . C506 C 0.87073(14) 0.41964(11) 0.47288(10) 0.0211 1.0000 Uani . . . . . . C507 C 0.90026(14) 0.42965(11) 0.39696(10) 0.0196 1.0000 Uani . . . . . . C508 C 1.01072(15) 0.41317(12) 0.37773(10) 0.0241 1.0000 Uani . . . . . . C509 C 1.09182(15) 0.38364(13) 0.43270(11) 0.0255 1.0000 Uani . . . . . . C510 C 1.06186(15) 0.37259(12) 0.50846(10) 0.0239 1.0000 Uani . . . . . . C511 C 0.95254(15) 0.39124(12) 0.52879(10) 0.0242 1.0000 Uani . . . . . . C512 C 1.12273(18) 0.32008(15) 0.63608(12) 0.0332 1.0000 Uani . . . . . . C601 C 0.70358(14) 0.23847(12) 0.34890(10) 0.0205 1.0000 Uani . . . . . . C602 C 0.62542(14) 0.19520(11) 0.39041(10) 0.0210 1.0000 Uani . . . . . . C603 C 0.60187(15) 0.10694(13) 0.37227(11) 0.0262 1.0000 Uani . . . . . . C604 C 0.70515(17) 0.13873(13) 0.26167(10) 0.0277 1.0000 Uani . . . . . . C605 C 0.87511(15) 0.15286(12) 0.31295(10) 0.0242 1.0000 Uani . . . . . . C606 C 0.87800(15) 0.05708(12) 0.35512(10) 0.0236 1.0000 Uani . . . . . . C607 C 0.78295(15) 0.01941(12) 0.36086(10) 0.0236 1.0000 Uani . . . . . . C608 C 0.78661(17) -0.06829(13) 0.40193(11) 0.0292 1.0000 Uani . . . . . . C609 C 0.88224(18) -0.11761(13) 0.43663(11) 0.0317 1.0000 Uani . . . . . . C610 C 0.97807(17) -0.08103(14) 0.42960(12) 0.0314 1.0000 Uani . . . . . . C611 C 0.97591(16) 0.00586(13) 0.38905(11) 0.0284 1.0000 Uani . . . . . . C612 C 1.1699(2) -0.10671(18) 0.45371(15) 0.0470 1.0000 Uani . . . . . . C701 C 0.4530(2) 0.40417(18) 0.27510(15) 0.0468 1.0000 Uani . . . . . . C801 C 0.0667(3) 0.6254(3) 0.2005(2) 0.0696 1.0000 Uani . . . . . . H3031 H 1.0829 0.0480 0.9648 0.0315 1.0000 Uiso R . . . . . H3032 H 0.9947 0.1036 0.8993 0.0315 1.0000 Uiso R . . . . . H3041 H 1.1835 0.0860 0.7508 0.0357 1.0000 Uiso R . . . . . H3042 H 1.0752 0.1516 0.7771 0.0357 1.0000 Uiso R . . . . . H3051 H 1.3772 0.1640 0.8433 0.0336 1.0000 Uiso R . . . . . H3052 H 1.3654 0.1230 0.7674 0.0336 1.0000 Uiso R . . . . . H3081 H 1.1869 -0.1071 0.9533 0.0341 1.0000 Uiso R . . . . . H3091 H 1.3611 -0.1942 0.9939 0.0388 1.0000 Uiso R . . . . . H3111 H 1.5130 0.0072 0.8741 0.0411 1.0000 Uiso R . . . . . H3121 H 1.7098 -0.1741 0.9689 0.0677 1.0000 Uiso R . . . . . H3122 H 1.6463 -0.0692 0.9636 0.0677 1.0000 Uiso R . . . . . H3123 H 1.6557 -0.1164 0.8891 0.0677 1.0000 Uiso R . . . . . H1031 H 1.0707 0.3913 1.0661 0.0265 1.0000 Uiso R . . . . . H1032 H 0.9616 0.4140 1.0124 0.0265 1.0000 Uiso R . . . . . H1041 H 0.8594 0.2196 1.1002 0.0290 1.0000 Uiso R . . . . . H1042 H 0.8599 0.2900 1.0203 0.0290 1.0000 Uiso R . . . . . H1051 H 1.1093 0.0808 1.0770 0.0272 1.0000 Uiso R . . . . . H1052 H 0.9914 0.0747 1.1182 0.0272 1.0000 Uiso R . . . . . H1081 H 1.0429 0.3615 1.2107 0.0307 1.0000 Uiso R . . . . . H1091 H 1.1612 0.2755 1.3101 0.0340 1.0000 Uiso R . . . . . H1111 H 1.1696 0.0450 1.2183 0.0288 1.0000 Uiso R . . . . . H1121 H 1.3203 0.0889 1.4244 0.0499 1.0000 Uiso R . . . . . H1122 H 1.3166 0.1839 1.3647 0.0499 1.0000 Uiso R . . . . . H1123 H 1.2075 0.1653 1.4132 0.0499 1.0000 Uiso R . . . . . H2031 H 1.3408 0.3091 0.8112 0.0284 1.0000 Uiso R . . . . . H2032 H 1.2291 0.3683 0.7682 0.0284 1.0000 Uiso R . . . . . H2041 H 1.2128 0.5462 0.8721 0.0287 1.0000 Uiso R . . . . . H2042 H 1.1369 0.4944 0.8292 0.0287 1.0000 Uiso R . . . . . H2051 H 1.2388 0.5002 1.0082 0.0275 1.0000 Uiso R . . . . . H2052 H 1.2408 0.3928 1.0405 0.0275 1.0000 Uiso R . . . . . H2081 H 1.5086 0.3982 0.8099 0.0304 1.0000 Uiso R . . . . . H2091 H 1.6592 0.3654 0.8960 0.0325 1.0000 Uiso R . . . . . H2111 H 1.4416 0.3976 1.0714 0.0278 1.0000 Uiso R . . . . . H2121 H 1.7061 0.3266 1.1433 0.0374 1.0000 Uiso R . . . . . H2122 H 1.5885 0.3968 1.1298 0.0374 1.0000 Uiso R . . . . . H2123 H 1.5949 0.2891 1.1295 0.0374 1.0000 Uiso R . . . . . H4031 H 0.5570 0.3893 0.5493 0.0273 1.0000 Uiso R . . . . . H4032 H 0.4610 0.4233 0.4848 0.0273 1.0000 Uiso R . . . . . H4041 H 0.3389 0.2298 0.5398 0.0313 1.0000 Uiso R . . . . . H4042 H 0.3588 0.3053 0.4666 0.0313 1.0000 Uiso R . . . . . H4051 H 0.5916 0.0869 0.5351 0.0314 1.0000 Uiso R . . . . . H4052 H 0.4653 0.0816 0.5605 0.0314 1.0000 Uiso R . . . . . H4081 H 0.4960 0.3504 0.6860 0.0353 1.0000 Uiso R . . . . . H4091 H 0.6001 0.2542 0.7895 0.0407 1.0000 Uiso R . . . . . H4111 H 0.6186 0.0366 0.6807 0.0365 1.0000 Uiso R . . . . . H4121 H 0.7394 0.0593 0.9027 0.0689 1.0000 Uiso R . . . . . H4122 H 0.7425 0.1583 0.8504 0.0689 1.0000 Uiso R . . . . . H4123 H 0.6272 0.1360 0.8882 0.0689 1.0000 Uiso R . . . . . H5031 H 0.8689 0.3330 0.3065 0.0261 1.0000 Uiso R . . . . . H5032 H 0.7618 0.3952 0.2597 0.0261 1.0000 Uiso R . . . . . H5041 H 0.7265 0.5610 0.3766 0.0267 1.0000 Uiso R . . . . . H5042 H 0.6587 0.5142 0.3237 0.0267 1.0000 Uiso R . . . . . H5051 H 0.7384 0.5010 0.5126 0.0294 1.0000 Uiso R . . . . . H5052 H 0.7363 0.3928 0.5366 0.0294 1.0000 Uiso R . . . . . H5081 H 1.0319 0.4228 0.3234 0.0295 1.0000 Uiso R . . . . . H5091 H 1.1709 0.3704 0.4182 0.0305 1.0000 Uiso R . . . . . H5111 H 0.9320 0.3846 0.5832 0.0294 1.0000 Uiso R . . . . . H5121 H 1.1922 0.2981 0.6662 0.0389 1.0000 Uiso R . . . . . H5122 H 1.0807 0.3757 0.6526 0.0389 1.0000 Uiso R . . . . . H5123 H 1.0772 0.2717 0.6441 0.0389 1.0000 Uiso R . . . . . H6031 H 0.6014 0.0625 0.4205 0.0321 1.0000 Uiso R . . . . . H6032 H 0.5280 0.1198 0.3476 0.0321 1.0000 Uiso R . . . . . H6041 H 0.7510 0.1109 0.2226 0.0345 1.0000 Uiso R . . . . . H6042 H 0.6338 0.1736 0.2386 0.0345 1.0000 Uiso R . . . . . H6051 H 0.9060 0.1873 0.3465 0.0285 1.0000 Uiso R . . . . . H6052 H 0.9217 0.1502 0.2671 0.0285 1.0000 Uiso R . . . . . H6081 H 0.7190 -0.0955 0.4061 0.0351 1.0000 Uiso R . . . . . H6091 H 0.8832 -0.1797 0.4668 0.0371 1.0000 Uiso R . . . . . H6111 H 1.0444 0.0321 0.3840 0.0337 1.0000 Uiso R . . . . . H6121 H 1.2292 -0.1536 0.4819 0.0530 1.0000 Uiso R . . . . . H6122 H 1.1642 -0.0486 0.4728 0.0530 1.0000 Uiso R . . . . . H6123 H 1.1878 -0.0965 0.3988 0.0530 1.0000 Uiso R . . . . . H7011 H 0.5117 0.3662 0.3103 0.0547 1.0000 Uiso R . . . . . H7012 H 0.4874 0.4394 0.2316 0.0547 1.0000 Uiso R . . . . . H8011 H 0.0207 0.6682 0.1597 0.0841 1.0000 Uiso R . . . . . H8012 H 0.0179 0.6000 0.2406 0.0841 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 N401 0.0181(7) 0.0214(7) 0.0335(8) -0.0058(6) 0.0062(6) -0.0039(6) N402 0.0208(7) 0.0189(7) 0.0341(8) -0.0059(6) 0.0079(6) -0.0037(6) N501 0.0204(7) 0.0180(7) 0.0270(7) -0.0052(6) 0.0034(6) -0.0040(6) N502 0.0213(7) 0.0196(7) 0.0226(7) -0.0028(5) 0.0013(5) -0.0037(6) N601 0.0266(7) 0.0218(7) 0.0226(7) -0.0060(6) 0.0052(6) -0.0046(6) N602 0.0299(8) 0.0195(7) 0.0277(8) -0.0066(6) 0.0025(6) -0.0068(6) O301 0.0383(9) 0.0365(9) 0.0745(13) 0.0101(8) 0.0010(8) 0.0094(7) O401 0.0629(11) 0.0335(8) 0.0309(8) -0.0039(6) -0.0003(7) 0.0099(7) O501 0.0263(6) 0.0312(7) 0.0283(7) -0.0040(5) -0.0059(5) -0.0021(5) O601 0.0346(8) 0.0328(8) 0.0510(9) 0.0047(7) 0.0021(7) 0.0041(6) Cl701 0.0628(4) 0.0743(5) 0.0771(5) -0.0190(4) -0.0005(4) -0.0304(4) Cl702 0.0713(5) 0.0728(5) 0.0546(4) -0.0186(3) 0.0055(3) 0.0099(4) Cl801 0.0712(5) 0.0732(5) 0.1071(7) -0.0391(5) -0.0089(5) -0.0126(4) Cl802 0.0637(4) 0.0683(5) 0.0951(6) -0.0395(4) 0.0048(4) -0.0096(4) O101 0.0415(8) 0.0327(7) 0.0309(7) -0.0078(6) -0.0090(6) 0.0038(6) O201 0.0199(6) 0.0302(7) 0.0379(7) -0.0054(6) -0.0003(5) -0.0027(5) C301 0.0192(8) 0.0225(8) 0.0201(8) -0.0051(6) 0.0008(6) -0.0011(6) C302 0.0214(8) 0.0198(8) 0.0235(8) -0.0040(7) 0.0003(6) -0.0025(7) C303 0.0273(9) 0.0240(9) 0.0287(9) -0.0072(7) 0.0025(7) -0.0077(7) C304 0.0414(11) 0.0251(9) 0.0237(9) -0.0079(7) -0.0008(8) -0.0071(8) C305 0.0315(10) 0.0226(9) 0.0305(9) -0.0052(7) 0.0114(7) -0.0020(7) C306 0.0306(9) 0.0238(9) 0.0252(9) -0.0047(7) 0.0090(7) -0.0016(7) C307 0.0316(9) 0.0232(9) 0.0212(8) -0.0076(7) 0.0025(7) -0.0045(7) C308 0.0386(10) 0.0201(9) 0.0266(9) -0.0070(7) 0.0025(8) -0.0076(8) C309 0.0424(11) 0.0212(9) 0.0341(10) -0.0040(8) 0.0030(8) -0.0022(8) C310 0.0342(11) 0.0318(11) 0.0422(12) -0.0041(9) 0.0056(9) 0.0055(9) C311 0.0312(10) 0.0272(10) 0.0444(12) -0.0044(9) 0.0102(9) 0.0003(8) C312 0.0371(13) 0.0550(16) 0.077(2) 0.0079(14) 0.0027(13) 0.0076(12) N101 0.0184(7) 0.0206(7) 0.0266(7) -0.0064(6) 0.0047(6) -0.0042(6) N102 0.0180(7) 0.0194(7) 0.0272(7) -0.0051(6) 0.0051(6) -0.0018(5) N201 0.0218(7) 0.0173(7) 0.0250(7) -0.0027(6) 0.0025(6) -0.0040(6) N202 0.0230(7) 0.0195(7) 0.0238(7) -0.0034(6) 0.0043(6) -0.0031(6) N301 0.0319(8) 0.0216(7) 0.0209(7) -0.0059(6) 0.0037(6) -0.0043(6) N302 0.0290(8) 0.0211(7) 0.0250(7) -0.0075(6) 0.0011(6) -0.0039(6) C101 0.0166(7) 0.0203(8) 0.0248(8) -0.0036(6) 0.0023(6) -0.0040(6) C102 0.0180(8) 0.0190(8) 0.0239(8) -0.0049(6) -0.0008(6) -0.0006(6) C103 0.0215(8) 0.0193(8) 0.0261(8) -0.0054(7) 0.0054(7) -0.0041(7) C104 0.0175(8) 0.0248(9) 0.0312(9) -0.0088(7) 0.0062(7) -0.0051(7) C105 0.0230(8) 0.0188(8) 0.0268(9) -0.0062(7) 0.0048(7) -0.0040(7) C106 0.0203(8) 0.0214(8) 0.0239(8) -0.0062(7) 0.0068(6) -0.0064(7) C107 0.0166(7) 0.0231(8) 0.0242(8) -0.0055(7) 0.0072(6) -0.0036(6) C108 0.0265(9) 0.0218(8) 0.0296(9) -0.0100(7) 0.0052(7) -0.0055(7) C109 0.0265(9) 0.0276(9) 0.0314(9) -0.0101(7) 0.0038(7) -0.0065(7) C110 0.0224(8) 0.0300(9) 0.0254(9) -0.0056(7) 0.0013(7) -0.0025(7) C111 0.0241(8) 0.0232(9) 0.0262(9) -0.0078(7) 0.0069(7) -0.0019(7) C112 0.0503(13) 0.0416(12) 0.0333(11) -0.0113(9) -0.0115(10) 0.0013(10) C201 0.0180(7) 0.0175(8) 0.0229(8) -0.0036(6) 0.0015(6) -0.0013(6) C202 0.0206(8) 0.0197(8) 0.0202(8) -0.0017(6) 0.0005(6) -0.0021(6) C203 0.0272(9) 0.0233(9) 0.0210(8) -0.0073(7) 0.0059(7) -0.0056(7) C204 0.0262(9) 0.0191(8) 0.0270(9) -0.0022(7) 0.0054(7) -0.0026(7) C205 0.0217(8) 0.0236(8) 0.0235(8) -0.0061(7) 0.0035(6) -0.0056(7) C206 0.0221(8) 0.0159(8) 0.0267(8) -0.0050(6) 0.0046(7) -0.0049(6) C207 0.0233(8) 0.0184(8) 0.0272(9) -0.0031(7) 0.0052(7) -0.0047(6) C208 0.0276(9) 0.0217(8) 0.0273(9) -0.0051(7) 0.0086(7) -0.0030(7) C209 0.0212(8) 0.0229(9) 0.0379(10) -0.0075(7) 0.0104(7) -0.0034(7) C210 0.0228(9) 0.0206(8) 0.0341(10) -0.0035(7) 0.0008(7) -0.0044(7) C211 0.0236(9) 0.0194(8) 0.0266(9) -0.0048(7) 0.0040(7) -0.0040(7) C212 0.0276(9) 0.0311(10) 0.0362(10) -0.0051(8) -0.0022(8) -0.0050(8) C401 0.0175(8) 0.0192(8) 0.0257(8) -0.0027(6) 0.0021(6) -0.0024(6) C402 0.0173(8) 0.0186(8) 0.0276(9) -0.0054(7) 0.0001(6) -0.0018(6) C403 0.0204(8) 0.0191(8) 0.0298(9) -0.0056(7) 0.0067(7) -0.0022(7) C404 0.0173(8) 0.0247(9) 0.0377(10) -0.0082(8) 0.0049(7) -0.0036(7) C405 0.0247(9) 0.0196(8) 0.0352(10) -0.0054(7) 0.0093(7) -0.0065(7) C406 0.0248(9) 0.0220(9) 0.0327(9) -0.0063(7) 0.0119(7) -0.0030(7) C407 0.0229(8) 0.0203(9) 0.0317(9) -0.0045(7) 0.0097(7) -0.0015(7) C408 0.0328(10) 0.0236(9) 0.0332(10) -0.0069(8) 0.0071(8) 0.0021(8) C409 0.0387(11) 0.0310(10) 0.0327(10) -0.0085(8) 0.0045(8) 0.0008(9) C410 0.0380(11) 0.0313(10) 0.0290(10) -0.0020(8) 0.0073(8) 0.0019(9) C411 0.0355(10) 0.0231(9) 0.0330(10) -0.0048(8) 0.0120(8) 0.0015(8) C412 0.089(2) 0.0460(15) 0.0386(13) -0.0057(11) -0.0171(13) 0.0059(14) C501 0.0167(7) 0.0176(8) 0.0231(8) -0.0036(6) 0.0003(6) -0.0021(6) C502 0.0181(7) 0.0193(8) 0.0214(8) -0.0020(6) 0.0014(6) -0.0022(6) C503 0.0217(8) 0.0218(8) 0.0226(8) -0.0051(6) 0.0023(6) -0.0048(7) C504 0.0208(8) 0.0172(8) 0.0289(9) -0.0027(7) 0.0027(7) -0.0032(6) C505 0.0220(8) 0.0257(9) 0.0261(8) -0.0104(7) 0.0046(7) -0.0072(7) C506 0.0209(8) 0.0175(8) 0.0261(8) -0.0070(6) 0.0029(6) -0.0042(6) C507 0.0189(8) 0.0142(7) 0.0262(8) -0.0043(6) 0.0027(6) -0.0042(6) C508 0.0234(9) 0.0235(8) 0.0271(9) -0.0090(7) 0.0051(7) -0.0053(7) C509 0.0203(8) 0.0241(9) 0.0322(9) -0.0091(7) 0.0041(7) -0.0010(7) C510 0.0216(8) 0.0202(8) 0.0304(9) -0.0064(7) -0.0034(7) -0.0029(7) C511 0.0257(9) 0.0243(9) 0.0245(8) -0.0070(7) 0.0032(7) -0.0072(7) C512 0.0359(10) 0.0306(10) 0.0319(10) -0.0025(8) -0.0059(8) -0.0055(8) C601 0.0171(7) 0.0207(8) 0.0229(8) -0.0037(6) 0.0006(6) -0.0017(6) C602 0.0193(8) 0.0174(8) 0.0271(9) -0.0065(7) 0.0009(6) -0.0030(6) C603 0.0250(9) 0.0232(9) 0.0330(9) -0.0089(7) 0.0033(7) -0.0083(7) C604 0.0370(10) 0.0248(9) 0.0250(9) -0.0094(7) 0.0017(7) -0.0105(8) C605 0.0251(9) 0.0196(8) 0.0278(9) -0.0040(7) 0.0093(7) -0.0056(7) C606 0.0266(9) 0.0202(8) 0.0245(9) -0.0049(7) 0.0087(7) -0.0060(7) C607 0.0257(9) 0.0209(8) 0.0260(9) -0.0092(7) 0.0085(7) -0.0051(7) C608 0.0337(10) 0.0195(9) 0.0348(10) -0.0062(7) 0.0108(8) -0.0065(8) C609 0.0395(11) 0.0210(9) 0.0329(10) -0.0034(7) 0.0116(8) -0.0047(8) C610 0.0296(10) 0.0270(10) 0.0338(10) -0.0055(8) 0.0064(8) 0.0029(8) C611 0.0261(9) 0.0251(9) 0.0337(10) -0.0070(8) 0.0089(7) -0.0038(7) C612 0.0354(12) 0.0469(14) 0.0505(14) 0.0014(11) 0.0020(10) 0.0022(10) C701 0.0408(12) 0.0467(13) 0.0500(13) -0.0046(11) 0.0063(10) -0.0060(10) C801 0.0498(16) 0.077(2) 0.085(2) -0.0329(18) -0.0023(15) -0.0013(15) _refine_ls_extinction_method None _oxford_refine_ls_scale 3.875(8) 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 N401 . C401 . 1.438(2) yes N401 . C404 . 1.470(2) yes N401 . C405 . 1.474(2) yes N402 . C403 . 1.471(2) yes N402 . C404 . 1.457(2) yes N402 . C407 . 1.434(2) yes N501 . C501 . 1.442(2) yes N501 . C504 . 1.467(2) yes N501 . C505 . 1.476(2) yes N502 . C503 . 1.478(2) yes N502 . C504 . 1.464(2) yes N502 . C507 . 1.438(2) yes N601 . C601 . 1.434(2) yes N601 . C604 . 1.474(2) yes N601 . C605 . 1.471(2) yes N602 . C603 . 1.461(2) yes N602 . C604 . 1.462(2) yes N602 . C607 . 1.438(2) yes O301 . C310 . 1.376(3) yes O301 . C312 . 1.410(4) yes O401 . C410 . 1.373(3) yes O401 . C412 . 1.410(3) yes O501 . C510 . 1.378(2) yes O501 . C512 . 1.421(3) yes O601 . C610 . 1.368(3) yes O601 . C612 . 1.411(3) yes Cl701 . C701 . 1.747(3) yes Cl702 . C701 . 1.759(3) yes Cl801 . C801 . 1.745(3) yes Cl802 . C801 . 1.710(3) yes O101 . C110 . 1.370(2) yes O101 . C112 . 1.418(3) yes O201 . C210 . 1.380(2) yes O201 . C212 . 1.420(3) yes C301 . C302 . 1.404(2) yes C301 . N301 . 1.438(2) yes C301 . C202 . 1.415(2) yes C302 . C303 . 1.518(2) yes C302 . C101 . 1.409(2) yes C303 . N302 . 1.466(2) yes C303 . H3031 . 1.000 no C303 . H3032 . 1.000 no C304 . N301 . 1.470(2) yes C304 . N302 . 1.466(2) yes C304 . H3041 . 1.000 no C304 . H3042 . 1.000 no C305 . C306 . 1.525(3) yes C305 . N301 . 1.479(2) yes C305 . H3051 . 1.000 no C305 . H3052 . 1.000 no C306 . C307 . 1.390(3) yes C306 . C311 . 1.404(3) yes C307 . C308 . 1.402(3) yes C307 . N302 . 1.436(2) yes C308 . C309 . 1.376(3) yes C308 . H3081 . 1.000 no C309 . C310 . 1.390(3) yes C309 . H3091 . 1.000 no C310 . C311 . 1.396(3) yes C311 . H3111 . 1.000 no C312 . H3121 . 1.000 no C312 . H3122 . 1.000 no C312 . H3123 . 1.000 no N101 . C101 . 1.441(2) yes N101 . C104 . 1.465(2) yes N101 . C105 . 1.480(2) yes N102 . C103 . 1.475(2) yes N102 . C104 . 1.463(2) yes N102 . C107 . 1.430(2) yes N201 . C201 . 1.433(2) yes N201 . C204 . 1.458(2) yes N201 . C205 . 1.473(2) yes N202 . C203 . 1.482(2) yes N202 . C204 . 1.466(2) yes N202 . C207 . 1.439(2) yes C101 . C102 . 1.394(2) yes C102 . C103 . 1.518(2) yes C102 . C201 . 1.407(2) yes C103 . H1031 . 1.000 no C103 . H1032 . 1.000 no C104 . H1041 . 1.000 no C104 . H1042 . 1.000 no C105 . C106 . 1.520(2) yes C105 . H1051 . 1.000 no C105 . H1052 . 1.000 no C106 . C107 . 1.399(2) yes C106 . C111 . 1.392(3) yes C107 . C108 . 1.397(3) yes C108 . C109 . 1.384(3) yes C108 . H1081 . 1.000 no C109 . C110 . 1.395(3) yes C109 . H1091 . 1.000 no C110 . C111 . 1.396(3) yes C111 . H1111 . 1.000 no C112 . H1121 . 1.000 no C112 . H1122 . 1.000 no C112 . H1123 . 1.000 no C201 . C202 . 1.399(2) yes C202 . C203 . 1.526(2) yes C203 . H2031 . 1.000 no C203 . H2032 . 1.000 no C204 . H2041 . 1.000 no C204 . H2042 . 1.000 no C205 . C206 . 1.521(2) yes C205 . H2051 . 1.000 no C205 . H2052 . 1.000 no C206 . C207 . 1.397(3) yes C206 . C211 . 1.401(3) yes C207 . C208 . 1.397(3) yes C208 . C209 . 1.386(3) yes C208 . H2081 . 1.000 no C209 . C210 . 1.397(3) yes C209 . H2091 . 1.000 no C210 . C211 . 1.383(3) yes C211 . H2111 . 1.000 no C212 . H2121 . 1.000 no C212 . H2122 . 1.000 no C212 . H2123 . 1.000 no C401 . C402 . 1.396(2) yes C401 . C602 . 1.414(2) yes C402 . C403 . 1.523(2) yes C402 . C501 . 1.402(2) yes C403 . H4031 . 1.000 no C403 . H4032 . 1.000 no C404 . H4041 . 1.000 no C404 . H4042 . 1.000 no C405 . C406 . 1.516(3) yes C405 . H4051 . 1.000 no C405 . H4052 . 1.000 no C406 . C407 . 1.409(3) yes C406 . C411 . 1.389(3) yes C407 . C408 . 1.387(3) yes C408 . C409 . 1.393(3) yes C408 . H4081 . 1.000 no C409 . C410 . 1.391(3) yes C409 . H4091 . 1.000 no C410 . C411 . 1.382(3) yes C411 . H4111 . 1.000 no C412 . H4121 . 1.000 no C412 . H4122 . 1.000 no C412 . H4123 . 1.000 no C501 . C502 . 1.398(2) yes C502 . C503 . 1.520(2) yes C502 . C601 . 1.417(2) yes C503 . H5031 . 1.000 no C503 . H5032 . 1.000 no C504 . H5041 . 1.000 no C504 . H5042 . 1.000 no C505 . C506 . 1.512(2) yes C505 . H5051 . 1.000 no C505 . H5052 . 1.000 no C506 . C507 . 1.398(2) yes C506 . C511 . 1.403(3) yes C507 . C508 . 1.391(2) yes C508 . C509 . 1.386(3) yes C508 . H5081 . 1.000 no C509 . C510 . 1.396(3) yes C509 . H5091 . 1.000 no C510 . C511 . 1.385(3) yes C511 . H5111 . 1.000 no C512 . H5121 . 1.000 no C512 . H5122 . 1.000 no C512 . H5123 . 1.000 no C601 . C602 . 1.399(2) yes C602 . C603 . 1.527(2) yes C603 . H6031 . 1.000 no C603 . H6032 . 1.000 no C604 . H6041 . 1.000 no C604 . H6042 . 1.000 no C605 . C606 . 1.513(2) yes C605 . H6051 . 1.000 no C605 . H6052 . 1.000 no C606 . C607 . 1.400(3) yes C606 . C611 . 1.402(3) yes C607 . C608 . 1.399(3) yes C608 . C609 . 1.377(3) yes C608 . H6081 . 1.000 no C609 . C610 . 1.399(3) yes C609 . H6091 . 1.000 no C610 . C611 . 1.388(3) yes C611 . H6111 . 1.000 no C612 . H6121 . 1.000 no C612 . H6122 . 1.000 no C612 . H6123 . 1.000 no C701 . H7011 . 1.000 no C701 . H7012 . 1.000 no C801 . H8011 . 1.000 no C801 . H8012 . 1.000 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 C401 . N401 . C404 . 110.04(14) yes C401 . N401 . C405 . 113.54(14) yes C404 . N401 . C405 . 107.93(15) yes C403 . N402 . C404 . 108.63(15) yes C403 . N402 . C407 . 111.50(14) yes C404 . N402 . C407 . 110.82(15) yes C501 . N501 . C504 . 110.76(14) yes C501 . N501 . C505 . 112.22(14) yes C504 . N501 . C505 . 108.19(14) yes C503 . N502 . C504 . 108.20(13) yes C503 . N502 . C507 . 111.11(13) yes C504 . N502 . C507 . 110.93(14) yes C601 . N601 . C604 . 110.23(14) yes C601 . N601 . C605 . 112.59(14) yes C604 . N601 . C605 . 108.43(14) yes C603 . N602 . C604 . 108.11(15) yes C603 . N602 . C607 . 112.51(14) yes C604 . N602 . C607 . 110.56(15) yes C310 . O301 . C312 . 118.19(19) yes C410 . O401 . C412 . 117.54(18) yes C510 . O501 . C512 . 117.34(15) yes C610 . O601 . C612 . 117.56(17) yes C110 . O101 . C112 . 117.26(16) yes C210 . O201 . C212 . 116.30(14) yes C302 . C301 . N301 . 121.08(16) yes C302 . C301 . C202 . 120.68(16) yes N301 . C301 . C202 . 118.01(15) yes C301 . C302 . C303 . 120.86(16) yes C301 . C302 . C101 . 119.26(16) yes C303 . C302 . C101 . 119.67(16) yes C302 . C303 . N302 . 112.33(15) yes C302 . C303 . H3031 . 108.765 no N302 . C303 . H3031 . 108.717 no C302 . C303 . H3032 . 108.751 no N302 . C303 . H3032 . 108.780 no H3031 . C303 . H3032 . 109.467 no N301 . C304 . N302 . 111.58(15) yes N301 . C304 . H3041 . 108.936 no N302 . C304 . H3041 . 108.998 no N301 . C304 . H3042 . 108.904 no N302 . C304 . H3042 . 108.930 no H3041 . C304 . H3042 . 109.467 no C306 . C305 . N301 . 112.12(15) yes C306 . C305 . H3051 . 108.803 no N301 . C305 . H3051 . 108.799 no C306 . C305 . H3052 . 108.821 no N301 . C305 . H3052 . 108.803 no H3051 . C305 . H3052 . 109.467 no C305 . C306 . C307 . 120.32(17) yes C305 . C306 . C311 . 119.42(18) yes C307 . C306 . C311 . 120.22(18) yes C306 . C307 . C308 . 119.30(18) yes C306 . C307 . N302 . 122.28(17) yes C308 . C307 . N302 . 118.37(17) yes C307 . C308 . C309 . 120.59(18) yes C307 . C308 . H3081 . 119.690 no C309 . C308 . H3081 . 119.724 no C308 . C309 . C310 . 120.25(19) yes C308 . C309 . H3091 . 119.821 no C310 . C309 . H3091 . 119.926 no C309 . C310 . O301 . 115.24(19) yes C309 . C310 . C311 . 120.1(2) yes O301 . C310 . C311 . 124.6(2) yes C306 . C311 . C310 . 119.4(2) yes C306 . C311 . H3111 . 120.277 no C310 . C311 . H3111 . 120.280 no O301 . C312 . H3121 . 109.446 no O301 . C312 . H3122 . 109.507 no H3121 . C312 . H3122 . 109.475 no O301 . C312 . H3123 . 109.447 no H3121 . C312 . H3123 . 109.476 no H3122 . C312 . H3123 . 109.476 no C101 . N101 . C104 . 110.32(14) yes C101 . N101 . C105 . 112.81(13) yes C104 . N101 . C105 . 107.94(14) yes C103 . N102 . C104 . 108.31(14) yes C103 . N102 . C107 . 111.78(13) yes C104 . N102 . C107 . 110.40(14) yes C201 . N201 . C204 . 111.07(14) yes C201 . N201 . C205 . 112.44(13) yes C204 . N201 . C205 . 108.14(14) yes C203 . N202 . C204 . 108.11(14) yes C203 . N202 . C207 . 111.73(14) yes C204 . N202 . C207 . 110.24(14) yes C305 . N301 . C304 . 108.21(15) yes C305 . N301 . C301 . 113.96(14) yes C304 . N301 . C301 . 110.41(15) yes C303 . N302 . C304 . 108.36(14) yes C303 . N302 . C307 . 112.48(14) yes C304 . N302 . C307 . 110.38(15) yes N101 . C101 . C302 . 117.66(15) yes N101 . C101 . C102 . 121.38(15) yes C302 . C101 . C102 . 120.87(16) yes C101 . C102 . C103 . 120.77(15) yes C101 . C102 . C201 . 119.08(16) yes C103 . C102 . C201 . 119.92(15) yes C102 . C103 . N102 . 112.52(14) yes C102 . C103 . H1031 . 108.728 no N102 . C103 . H1031 . 108.798 no C102 . C103 . H1032 . 108.657 no N102 . C103 . H1032 . 108.634 no H1031 . C103 . H1032 . 109.466 no N101 . C104 . N102 . 112.54(14) yes N101 . C104 . H1041 . 108.736 no N102 . C104 . H1041 . 108.723 no N101 . C104 . H1042 . 108.702 no N102 . C104 . H1042 . 108.642 no H1041 . C104 . H1042 . 109.467 no N101 . C105 . C106 . 112.96(14) yes N101 . C105 . H1051 . 108.562 no C106 . C105 . H1051 . 108.602 no N101 . C105 . H1052 . 108.598 no C106 . C105 . H1052 . 108.615 no H1051 . C105 . H1052 . 109.467 no C105 . C106 . C107 . 120.12(16) yes C105 . C106 . C111 . 120.14(16) yes C107 . C106 . C111 . 119.73(16) yes N102 . C107 . C106 . 122.13(16) yes N102 . C107 . C108 . 118.71(16) yes C106 . C107 . C108 . 119.16(17) yes C107 . C108 . C109 . 121.20(17) yes C107 . C108 . H1081 . 119.419 no C109 . C108 . H1081 . 119.377 no C108 . C109 . C110 . 119.55(17) yes C108 . C109 . H1091 . 120.196 no C110 . C109 . H1091 . 120.251 no C109 . C110 . O101 . 124.25(17) yes C109 . C110 . C111 . 119.76(17) yes O101 . C110 . C111 . 115.99(17) yes C110 . C111 . C106 . 120.54(17) yes C110 . C111 . H1111 . 119.730 no C106 . C111 . H1111 . 119.727 no O101 . C112 . H1121 . 109.456 no O101 . C112 . H1122 . 109.542 no H1121 . C112 . H1122 . 109.476 no O101 . C112 . H1123 . 109.402 no H1121 . C112 . H1123 . 109.476 no H1122 . C112 . H1123 . 109.476 no N201 . C201 . C102 . 117.11(15) yes N201 . C201 . C202 . 121.25(15) yes C102 . C201 . C202 . 121.46(16) yes C301 . C202 . C201 . 118.60(16) yes C301 . C202 . C203 . 120.63(15) yes C201 . C202 . C203 . 120.52(15) yes C202 . C203 . N202 . 112.96(14) yes C202 . C203 . H2031 . 108.593 no N202 . C203 . H2031 . 108.638 no C202 . C203 . H2032 . 108.603 no N202 . C203 . H2032 . 108.544 no H2031 . C203 . H2032 . 109.467 no N202 . C204 . N201 . 112.66(14) yes N202 . C204 . H2041 . 108.676 no N201 . C204 . H2041 . 108.686 no N202 . C204 . H2042 . 108.634 no N201 . C204 . H2042 . 108.681 no H2041 . C204 . H2042 . 109.466 no N201 . C205 . C206 . 112.77(14) yes N201 . C205 . H2051 . 108.639 no C206 . C205 . H2051 . 108.652 no N201 . C205 . H2052 . 108.653 no C206 . C205 . H2052 . 108.618 no H2051 . C205 . H2052 . 109.467 no C205 . C206 . C207 . 120.40(16) yes C205 . C206 . C211 . 119.63(16) yes C207 . C206 . C211 . 119.94(16) yes N202 . C207 . C206 . 121.64(16) yes N202 . C207 . C208 . 119.27(16) yes C206 . C207 . C208 . 119.08(17) yes C207 . C208 . C209 . 121.22(17) yes C207 . C208 . H2081 . 119.371 no C209 . C208 . H2081 . 119.413 no C208 . C209 . C210 . 119.16(17) yes C208 . C209 . H2091 . 120.433 no C210 . C209 . H2091 . 120.411 no C209 . C210 . O201 . 115.45(16) yes C209 . C210 . C211 . 120.55(18) yes O201 . C210 . C211 . 124.01(18) yes C206 . C211 . C210 . 120.04(17) yes C206 . C211 . H2111 . 120.030 no C210 . C211 . H2111 . 119.928 no O201 . C212 . H2121 . 109.499 no O201 . C212 . H2122 . 109.421 no H2121 . C212 . H2122 . 109.477 no O201 . C212 . H2123 . 109.480 no H2121 . C212 . H2123 . 109.475 no H2122 . C212 . H2123 . 109.476 no N401 . C401 . C402 . 121.33(16) yes N401 . C401 . C602 . 117.73(16) yes C402 . C401 . C602 . 120.87(16) yes C401 . C402 . C403 . 120.73(16) yes C401 . C402 . C501 . 118.95(16) yes C403 . C402 . C501 . 120.01(15) yes C402 . C403 . N402 . 112.66(14) yes C402 . C403 . H4031 . 108.683 no N402 . C403 . H4031 . 108.688 no C402 . C403 . H4032 . 108.644 no N402 . C403 . H4032 . 108.660 no H4031 . C403 . H4032 . 109.467 no N401 . C404 . N402 . 112.45(15) yes N401 . C404 . H4041 . 108.769 no N402 . C404 . H4041 . 108.714 no N401 . C404 . H4042 . 108.723 no N402 . C404 . H4042 . 108.688 no H4041 . C404 . H4042 . 109.467 no N401 . C405 . C406 . 113.56(15) yes N401 . C405 . H4051 . 108.425 no C406 . C405 . H4051 . 108.427 no N401 . C405 . H4052 . 108.483 no C406 . C405 . H4052 . 108.428 no H4051 . C405 . H4052 . 109.467 no C405 . C406 . C407 . 119.82(17) yes C405 . C406 . C411 . 120.82(17) yes C407 . C406 . C411 . 119.34(18) yes N402 . C407 . C406 . 121.65(17) yes N402 . C407 . C408 . 119.17(16) yes C406 . C407 . C408 . 119.17(18) yes C407 . C408 . C409 . 121.19(18) yes C407 . C408 . H4081 . 119.390 no C409 . C408 . H4081 . 119.418 no C408 . C409 . C410 . 119.10(19) yes C408 . C409 . H4091 . 120.465 no C410 . C409 . H4091 . 120.437 no C409 . C410 . O401 . 123.2(2) yes C409 . C410 . C411 . 120.31(19) yes O401 . C410 . C411 . 116.47(19) yes C406 . C411 . C410 . 120.83(18) yes C406 . C411 . H4111 . 119.601 no C410 . C411 . H4111 . 119.573 no O401 . C412 . H4121 . 109.426 no O401 . C412 . H4122 . 109.463 no H4121 . C412 . H4122 . 109.476 no O401 . C412 . H4123 . 109.511 no H4121 . C412 . H4123 . 109.476 no H4122 . C412 . H4123 . 109.476 no N501 . C501 . C402 . 117.41(15) yes N501 . C501 . C502 . 120.67(15) yes C402 . C501 . C502 . 121.78(16) yes C501 . C502 . C503 . 120.90(15) yes C501 . C502 . C601 . 118.38(15) yes C503 . C502 . C601 . 120.40(15) yes C502 . C503 . N502 . 113.11(14) yes C502 . C503 . H5031 . 108.516 no N502 . C503 . H5031 . 108.588 no C502 . C503 . H5032 . 108.572 no N502 . C503 . H5032 . 108.542 no H5031 . C503 . H5032 . 109.467 no N501 . C504 . N502 . 112.34(14) yes N501 . C504 . H5041 . 108.763 no N502 . C504 . H5041 . 108.810 no N501 . C504 . H5042 . 108.725 no N502 . C504 . H5042 . 108.704 no H5041 . C504 . H5042 . 109.467 no N501 . C505 . C506 . 113.30(14) yes N501 . C505 . H5051 . 108.490 no C506 . C505 . H5051 . 108.470 no N501 . C505 . H5052 . 108.548 no C506 . C505 . H5052 . 108.524 no H5051 . C505 . H5052 . 109.467 no C505 . C506 . C507 . 120.24(16) yes C505 . C506 . C511 . 120.04(16) yes C507 . C506 . C511 . 119.70(16) yes N502 . C507 . C506 . 121.42(15) yes N502 . C507 . C508 . 119.01(15) yes C506 . C507 . C508 . 119.56(16) yes C507 . C508 . C509 . 120.98(17) yes C507 . C508 . H5081 . 119.480 no C509 . C508 . H5081 . 119.544 no C508 . C509 . C510 . 119.23(16) yes C508 . C509 . H5091 . 120.334 no C510 . C509 . H5091 . 120.432 no C509 . C510 . O501 . 114.59(16) yes C509 . C510 . C511 . 120.66(17) yes O501 . C510 . C511 . 124.74(17) yes C506 . C511 . C510 . 119.82(17) yes C506 . C511 . H5111 . 120.088 no C510 . C511 . H5111 . 120.094 no O501 . C512 . H5121 . 109.447 no O501 . C512 . H5122 . 109.442 no H5121 . C512 . H5122 . 109.475 no O501 . C512 . H5123 . 109.511 no H5121 . C512 . H5123 . 109.476 no H5122 . C512 . H5123 . 109.477 no N601 . C601 . C502 . 117.40(15) yes N601 . C601 . C602 . 121.65(15) yes C502 . C601 . C602 . 120.89(15) yes C401 . C602 . C601 . 119.12(15) yes C401 . C602 . C603 . 120.76(16) yes C601 . C602 . C603 . 120.02(15) yes C602 . C603 . N602 . 113.15(14) yes C602 . C603 . H6031 . 108.556 no N602 . C603 . H6031 . 108.551 no C602 . C603 . H6032 . 108.542 no N602 . C603 . H6032 . 108.531 no H6031 . C603 . H6032 . 109.467 no N601 . C604 . N602 . 111.99(15) yes N601 . C604 . H6041 . 108.829 no N602 . C604 . H6041 . 108.870 no N601 . C604 . H6042 . 108.806 no N602 . C604 . H6042 . 108.852 no H6041 . C604 . H6042 . 109.467 no N601 . C605 . C606 . 113.47(14) yes N601 . C605 . H6051 . 108.417 no C606 . C605 . H6051 . 108.434 no N601 . C605 . H6052 . 108.485 no C606 . C605 . H6052 . 108.518 no H6051 . C605 . H6052 . 109.467 no C605 . C606 . C607 . 120.25(16) yes C605 . C606 . C611 . 120.05(16) yes C607 . C606 . C611 . 119.70(17) yes N602 . C607 . C606 . 121.72(16) yes N602 . C607 . C608 . 118.86(16) yes C606 . C607 . C608 . 119.33(18) yes C607 . C608 . C609 . 120.81(18) yes C607 . C608 . H6081 . 119.605 no C609 . C608 . H6081 . 119.585 no C608 . C609 . C610 . 120.04(18) yes C608 . C609 . H6091 . 119.946 no C610 . C609 . H6091 . 120.012 no C609 . C610 . O601 . 115.13(18) yes C609 . C610 . C611 . 119.89(19) yes O601 . C610 . C611 . 124.99(19) yes C606 . C611 . C610 . 120.20(18) yes C606 . C611 . H6111 . 119.873 no C610 . C611 . H6111 . 119.931 no O601 . C612 . H6121 . 109.470 no O601 . C612 . H6122 . 109.347 no H6121 . C612 . H6122 . 109.476 no O601 . C612 . H6123 . 109.582 no H6121 . C612 . H6123 . 109.476 no H6122 . C612 . H6123 . 109.476 no Cl702 . C701 . Cl701 . 113.46(15) yes Cl702 . C701 . H7011 . 108.444 no Cl701 . C701 . H7011 . 108.497 no Cl702 . C701 . H7012 . 108.434 no Cl701 . C701 . H7012 . 108.487 no H7011 . C701 . H7012 . 109.467 no Cl801 . C801 . Cl802 . 115.71(19) yes Cl801 . C801 . H8011 . 108.006 no Cl802 . C801 . H8011 . 107.993 no Cl801 . C801 . H8012 . 107.780 no Cl802 . C801 . H8012 . 107.781 no H8011 . C801 . H8012 . 109.467 no # Attachment 'AAB.cif' data_CRYSTALS_cif _database_code_depnum_ccdc_archive 'CCDC 640698' _audit_creation_date 07-03-12 _audit_creation_method CRYSTALS_ver_12.39 _oxford_structure_analysis_title 'TROEGER1_ABS in C2/m' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 28.251(3) _cell_length_b 10.5471(11) _cell_length_c 22.207(2) _cell_angle_alpha 90 #89.946(8) _cell_angle_beta 95.946(8) _cell_angle_gamma 90 #90.180(8) _cell_volume 6581.2(11) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z -x,y,-z+1/2 x,-y,z+1/2 -x+1/2,y+1/2,-z+1/2 x+1/2,-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 0.0181 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' 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' 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' 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' _cell_formula_units_Z 8 # Given Formula = C42 H45 N9 O4.50 # Dc = 1.51 Fooo = 2779.20 Mu = 8.18 M = 747.88 # Found Formula = C38.70 H42 N6 O3.90 # Dc = 1.32 FOOO = 2779.20 Mu = 6.97 M = 653.60 _chemical_formula_sum 'C38.70 H42 N6 O3.90' _chemical_formula_moiety 'C38.70 H42 N6 O3.90' _chemical_compound_source ? _chemical_formula_weight 653.60 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 4 _cell_measurement_theta_max 77 _cell_measurement_temperature 150 _exptl_crystal_description 7 _exptl_crystal_colour 7 _exptl_crystal_size_min 0.06 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_max 0.14 _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 2779.200 _exptl_absorpt_coefficient_mu 0.697 # Sheldrick geometric approximatio 0.93 0.96 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; Analytical Absorption (De Meulenaer & Tompa, 1965) ; _exptl_absorpt_correction_T_min 0.93 _exptl_absorpt_correction_T_max 0.96 _diffrn_measurement_device_type 'Oxford Diffraction XCALIBUR' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54180 _diffrn_measurement_method '\f & \w scans' _computing_data_collection 'Xcalibur, (Oxford Diffraction, 2002)' _computing_data_reduction 'CrysAlis RED, (Oxford Diffraction, 2002)' _computing_cell_refinement 'CrysAlis RED, (Oxford Diffraction, 2002)' _computing_structure_solution 'SIR92 (Altomare et al, 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al 1996)' _diffrn_standards_interval_time ? _diffrn_standards_interval_count ? _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 95641 _reflns_number_total 6728 _diffrn_reflns_av_R_equivalents 0.057 # Number of reflections with Friedels Law is 6728 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 6950 _diffrn_reflns_theta_min 4.003 _diffrn_reflns_theta_max 76.903 _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 71.520 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _reflns_limit_h_min -35 _reflns_limit_h_max 35 _reflns_limit_k_min 0 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 27 _oxford_diffrn_Wilson_B_factor 2.55 _oxford_diffrn_Wilson_scale 0.34 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.43 _refine_diff_density_max 0.75 _refine_ls_number_reflns 3431 _refine_ls_number_restraints 2 _refine_ls_number_parameters 442 #_refine_ls_R_factor_ref 0.0529 _refine_ls_wR_factor_ref 0.0519 _refine_ls_goodness_of_fit_ref 1.1691 #_reflns_number_all 6705 _refine_ls_R_factor_all 0.0898 _refine_ls_wR_factor_all 0.0579 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>2.00u(I) _reflns_number_gt 3431 _refine_ls_R_factor_gt 0.0529 _refine_ls_wR_factor_gt 0.0519 _refine_ls_shift/su_max 0.000150 # 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 F _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: 32.1 5.04 27.6 10.0 ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. _publ_section_abstract # Text of the abstract ; ? ; _publ_section_comment # Text of the paper ; ? ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions # Captions to figures ; ? ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen ; H atoms placed geometrically after each cycle ; _publ_section_exptl_prep ; ? ; # End of 'script/refcif.dat' # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. De Meulenaer, J. & Tompa, H. (1965). Acta Cryst. 19, 1014. Oxford Diffraction, (2002) CrysAlis RED. Oxford Diffraction, (2002) Xcalibur User Manual Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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 O101 O 0.28572(7) 0.0578(2) 0.19919(9) 0.0431 1.0000 Uani . . . . . . O201 O 0.21230(7) -0.3526(2) 0.51099(8) 0.0412 1.0000 Uani . . . . . . O301 O -0.13293(7) 0.5989(2) 0.36393(9) 0.0431 1.0000 Uani . . . . . . C401 C 0.1936(2) 0.0559(6) 0.3746(3) 0.1115 0.9000 Uani . . . . . . C402 C 0.20069(14) 0.1693(4) 0.4170(2) 0.0782 0.9000 Uani D . . . . . C403 C 0.17635(15) 0.1731(4) 0.4753(2) 0.0723 0.9000 Uani D . . . . . O401 O 0.2299(2) 0.2487(5) 0.4073(3) 0.1590 0.9000 Uani D . . . . . N101 N 0.08515(7) 0.26221(19) 0.22759(8) 0.0229 1.0000 Uani . . . . . . N102 N 0.08667(7) 0.0531(2) 0.18280(8) 0.0246 1.0000 Uani . . . . . . N201 N 0.04630(7) -0.10280(18) 0.35077(8) 0.0217 1.0000 Uani . . . . . . N202 N 0.04494(7) -0.07856(19) 0.45868(9) 0.0248 1.0000 Uani . . . . . . N301 N 0.05731(8) 0.32431(19) 0.43852(8) 0.0242 1.0000 Uani . . . . . . N302 N 0.06161(8) 0.50627(19) 0.37254(9) 0.0284 1.0000 Uani . . . . . . C101 C 0.07615(8) 0.2066(2) 0.28388(10) 0.0220 1.0000 Uani . . . . . . C102 C 0.06774(8) 0.0774(2) 0.28953(10) 0.0216 1.0000 Uani . . . . . . C103 C 0.06781(9) -0.0096(2) 0.23495(10) 0.0238 1.0000 Uani . . . . . . C104 C 0.06673(9) 0.1807(2) 0.17740(10) 0.0255 1.0000 Uani . . . . . . C105 C 0.13588(9) 0.2866(2) 0.22353(11) 0.0267 1.0000 Uani . . . . . . C106 C 0.16262(9) 0.1685(2) 0.20761(10) 0.0255 1.0000 Uani . . . . . . C107 C 0.13773(9) 0.0586(2) 0.18879(10) 0.0246 1.0000 Uani . . . . . . C108 C 0.16341(9) -0.0484(3) 0.17339(11) 0.0304 1.0000 Uani . . . . . . C109 C 0.21251(10) -0.0457(3) 0.17712(13) 0.0362 1.0000 Uani . . . . . . C110 C 0.23715(9) 0.0635(3) 0.19660(11) 0.0329 1.0000 Uani . . . . . . C111 C 0.21209(10) 0.1708(3) 0.21086(11) 0.0309 1.0000 Uani . . . . . . C112 C 0.31166(10) 0.1606(3) 0.22702(15) 0.0472 1.0000 Uani . . . . . . C201 C 0.05662(8) 0.0305(2) 0.34586(10) 0.0218 1.0000 Uani . . . . . . C202 C 0.05414(8) 0.1115(2) 0.39528(10) 0.0224 1.0000 Uani . . . . . . C203 C 0.04476(9) 0.0608(2) 0.45667(10) 0.0237 1.0000 Uani . . . . . . C204 C 0.01937(8) -0.1253(2) 0.40261(11) 0.0256 1.0000 Uani . . . . . . C205 C 0.08882(9) -0.1851(2) 0.35757(10) 0.0248 1.0000 Uani . . . . . . C206 C 0.11060(9) -0.1972(2) 0.42227(11) 0.0242 1.0000 Uani . . . . . . C207 C 0.09051(8) -0.1367(2) 0.46895(11) 0.0239 1.0000 Uani . . . . . . C208 C 0.11395(9) -0.1406(3) 0.52757(11) 0.0300 1.0000 Uani . . . . . . C209 C 0.15534(10) -0.2100(3) 0.53991(12) 0.0343 1.0000 Uani . . . . . . C210 C 0.17351(9) -0.2794(3) 0.49394(12) 0.0304 1.0000 Uani . . . . . . C211 C 0.15183(9) -0.2713(2) 0.43507(11) 0.0272 1.0000 Uani . . . . . . C212 C 0.23111(12) -0.4245(3) 0.46451(15) 0.0481 1.0000 Uani . . . . . . C301 C 0.06104(8) 0.2423(2) 0.38743(10) 0.0219 1.0000 Uani . . . . . . C302 C 0.07253(8) 0.2903(2) 0.33242(10) 0.0243 1.0000 Uani . . . . . . C303 C 0.07833(10) 0.4313(2) 0.32313(11) 0.0285 1.0000 Uani . . . . . . C304 C 0.08031(10) 0.4462(2) 0.42955(11) 0.0301 1.0000 Uani . . . . . . C305 C 0.00782(9) 0.3503(2) 0.44993(10) 0.0260 1.0000 Uani . . . . . . C306 C -0.01569(9) 0.4502(2) 0.40746(11) 0.0267 1.0000 Uani . . . . . . C307 C 0.01081(10) 0.5171(2) 0.36897(10) 0.0275 1.0000 Uani . . . . . . C308 C -0.01159(10) 0.6042(2) 0.32810(11) 0.0312 1.0000 Uani . . . . . . C309 C -0.05952(10) 0.6278(3) 0.32705(12) 0.0346 1.0000 Uani . . . . . . C310 C -0.08626(10) 0.5652(3) 0.36716(11) 0.0330 1.0000 Uani . . . . . . C311 C -0.06438(10) 0.4752(2) 0.40668(11) 0.0297 1.0000 Uani . . . . . . C312 C -0.16086(13) 0.5470(4) 0.40777(16) 0.0582 1.0000 Uani . . . . . . H4011 H 0.2124 0.0675 0.3392 0.1290 1.0000 Uiso R . . . . . H4012 H 0.2045 -0.0226 0.3972 0.1290 1.0000 Uiso R . . . . . H4013 H 0.1591 0.0480 0.3600 0.1290 1.0000 Uiso R . . . . . H1031 H 0.0881 -0.0850 0.2467 0.0283 1.0000 Uiso R . . . . . H1032 H 0.0344 -0.0380 0.2225 0.0283 1.0000 Uiso R . . . . . H1041 H 0.0314 0.1747 0.1770 0.0315 1.0000 Uiso R . . . . . H1042 H 0.0748 0.2192 0.1386 0.0315 1.0000 Uiso R . . . . . H1051 H 0.1506 0.3198 0.2634 0.0318 1.0000 Uiso R . . . . . H1052 H 0.1389 0.3517 0.1914 0.0318 1.0000 Uiso R . . . . . H1081 H 0.1459 -0.1276 0.1598 0.0384 1.0000 Uiso R . . . . . H1091 H 0.2304 -0.1223 0.1657 0.0421 1.0000 Uiso R . . . . . H1111 H 0.2297 0.2504 0.2236 0.0371 1.0000 Uiso R . . . . . H1121 H 0.3465 0.1452 0.2259 0.0562 1.0000 Uiso R . . . . . H1122 H 0.3045 0.1684 0.2700 0.0562 1.0000 Uiso R . . . . . H1123 H 0.3025 0.2408 0.2048 0.0562 1.0000 Uiso R . . . . . H2031 H 0.0702 0.0931 0.4875 0.0289 1.0000 Uiso R . . . . . H2032 H 0.0131 0.0923 0.4665 0.0289 1.0000 Uiso R . . . . . H2041 H 0.0138 -0.2184 0.4065 0.0312 1.0000 Uiso R . . . . . H2042 H -0.0119 -0.0806 0.3956 0.0312 1.0000 Uiso R . . . . . H2051 H 0.0794 -0.2716 0.3421 0.0293 1.0000 Uiso R . . . . . H2052 H 0.1132 -0.1487 0.3328 0.0293 1.0000 Uiso R . . . . . H2081 H 0.1008 -0.0926 0.5609 0.0363 1.0000 Uiso R . . . . . H2091 H 0.1723 -0.2105 0.5817 0.0400 1.0000 Uiso R . . . . . H2111 H 0.1654 -0.3184 0.4018 0.0321 1.0000 Uiso R . . . . . H2121 H 0.2593 -0.4741 0.4821 0.0591 1.0000 Uiso R . . . . . H2122 H 0.2062 -0.4840 0.4458 0.0591 1.0000 Uiso R . . . . . H2123 H 0.2410 -0.3653 0.4329 0.0591 1.0000 Uiso R . . . . . H3031 H 0.1128 0.4503 0.3208 0.0348 1.0000 Uiso R . . . . . H3032 H 0.0596 0.4562 0.2842 0.0348 1.0000 Uiso R . . . . . H3041 H 0.0745 0.5039 0.4637 0.0346 1.0000 Uiso R . . . . . H3042 H 0.1153 0.4327 0.4293 0.0346 1.0000 Uiso R . . . . . H3051 H 0.0076 0.3809 0.4925 0.0317 1.0000 Uiso R . . . . . H3052 H -0.0110 0.2698 0.4445 0.0317 1.0000 Uiso R . . . . . H3081 H 0.0073 0.6496 0.2991 0.0377 1.0000 Uiso R . . . . . H3091 H -0.0752 0.6904 0.2976 0.0407 1.0000 Uiso R . . . . . H3111 H -0.0837 0.4277 0.4346 0.0350 1.0000 Uiso R . . . . . H3121 H -0.1942 0.5793 0.4002 0.0708 1.0000 Uiso R . . . . . H3122 H -0.1468 0.5740 0.4490 0.0708 1.0000 Uiso R . . . . . H3123 H -0.1611 0.4524 0.4053 0.0708 1.0000 Uiso R . . . . . H4031 H 0.1566 0.0944 0.4759 0.0995 1.0000 Uiso R . . . . . H4032 H 0.2002 0.1749 0.5118 0.0995 1.0000 Uiso R . . . . . H4033 H 0.1553 0.2492 0.4754 0.0995 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 O101 0.0278(10) 0.0535(13) 0.0480(12) -0.0093(10) 0.0030(8) 0.0057(9) O201 0.0396(11) 0.0500(12) 0.0333(10) 0.0080(9) 0.0001(8) 0.0130(9) O301 0.0409(11) 0.0445(12) 0.0430(11) 0.0041(10) -0.0004(8) 0.0098(9) C401 0.098(4) 0.117(5) 0.104(4) 0.063(4) -0.063(3) -0.076(4) C402 0.041(2) 0.083(4) 0.110(4) 0.052(3) 0.005(2) -0.007(2) C403 0.043(2) 0.060(3) 0.110(4) 0.012(3) -0.008(2) 0.0075(19) O401 0.221(6) 0.101(4) 0.160(5) 0.006(3) 0.046(4) -0.082(4) N101 0.0283(10) 0.0231(10) 0.0176(9) 0.0028(8) 0.0035(8) 0.0002(8) N102 0.0283(11) 0.0275(11) 0.0181(9) -0.0002(8) 0.0032(7) -0.0001(8) N201 0.0260(10) 0.0177(10) 0.0216(9) 0.0008(8) 0.0037(7) -0.0008(8) N202 0.0299(11) 0.0264(11) 0.0184(9) 0.0023(8) 0.0040(8) -0.0007(9) N301 0.0311(11) 0.0208(10) 0.0201(9) -0.0034(8) 0.0000(8) -0.0004(8) N302 0.0405(12) 0.0201(10) 0.0242(10) -0.0014(8) 0.0023(8) -0.0025(9) C101 0.0240(12) 0.0232(12) 0.0191(11) 0.0002(9) 0.0032(9) 0.0015(9) C102 0.0219(12) 0.0232(12) 0.0194(11) -0.0004(9) 0.0007(8) -0.0006(9) C103 0.0292(12) 0.0215(12) 0.0207(11) -0.0004(9) 0.0024(9) 0.0007(10) C104 0.0292(12) 0.0259(13) 0.0209(11) 0.0015(9) -0.0005(9) 0.0010(10) C105 0.0298(13) 0.0253(13) 0.0252(12) 0.0013(10) 0.0045(10) -0.0026(10) C106 0.0308(13) 0.0268(13) 0.0197(11) 0.0002(9) 0.0057(9) 0.0006(10) C107 0.0270(13) 0.0287(13) 0.0186(11) 0.0015(10) 0.0042(9) 0.0009(10) C108 0.0327(14) 0.0285(13) 0.0304(13) -0.0020(11) 0.0053(10) -0.0003(11) C109 0.0380(15) 0.0348(16) 0.0368(14) -0.0049(12) 0.0079(11) 0.0066(12) C110 0.0292(14) 0.0407(16) 0.0288(13) 0.0001(11) 0.0038(10) 0.0015(11) C111 0.0328(14) 0.0327(14) 0.0272(12) -0.0009(11) 0.0024(10) -0.0011(11) C112 0.0250(14) 0.064(2) 0.0518(18) -0.0045(16) -0.0025(12) -0.0026(14) C201 0.0214(11) 0.0216(12) 0.0220(11) 0.0010(9) 0.0001(8) -0.0018(9) C202 0.0227(11) 0.0234(12) 0.0209(11) 0.0024(9) 0.0011(8) 0.0020(9) C203 0.0283(12) 0.0226(12) 0.0207(11) 0.0012(9) 0.0050(9) -0.0005(10) C204 0.0258(12) 0.0263(13) 0.0251(11) 0.0003(10) 0.0040(9) -0.0048(10) C205 0.0293(12) 0.0232(12) 0.0214(11) 0.0003(9) 0.0008(9) 0.0019(10) C206 0.0291(12) 0.0204(12) 0.0232(11) 0.0041(9) 0.0024(9) -0.0003(10) C207 0.0283(13) 0.0206(12) 0.0237(11) 0.0031(9) 0.0074(9) -0.0008(10) C208 0.0353(14) 0.0303(13) 0.0250(12) 0.0025(10) 0.0058(10) 0.0040(11) C209 0.0416(15) 0.0368(15) 0.0243(12) 0.0062(11) 0.0025(11) 0.0029(12) C210 0.0300(13) 0.0295(14) 0.0315(13) 0.0054(11) 0.0013(10) 0.0046(11) C211 0.0290(13) 0.0277(13) 0.0251(12) 0.0035(10) 0.0043(9) 0.0012(10) C212 0.0414(18) 0.053(2) 0.0491(18) -0.0008(15) 0.0018(13) 0.0176(15) C301 0.0267(12) 0.0217(12) 0.0173(11) -0.0015(9) 0.0020(9) 0.0004(9) C302 0.0285(13) 0.0224(12) 0.0221(11) -0.0004(9) 0.0025(9) -0.0015(10) C303 0.0393(14) 0.0218(12) 0.0256(12) -0.0032(10) 0.0088(10) -0.0014(11) C304 0.0391(15) 0.0239(13) 0.0262(12) -0.0025(10) -0.0013(11) -0.0006(11) C305 0.0351(14) 0.0223(12) 0.0205(11) -0.0021(9) 0.0029(10) 0.0013(10) C306 0.0389(14) 0.0208(12) 0.0204(11) -0.0062(9) 0.0028(10) 0.0028(10) C307 0.0394(14) 0.0218(13) 0.0213(11) -0.0069(9) 0.0029(10) -0.0014(10) C308 0.0459(16) 0.0232(13) 0.0237(12) -0.0014(10) -0.0003(10) -0.0020(11) C309 0.0482(17) 0.0262(13) 0.0268(13) 0.0004(11) -0.0078(11) 0.0009(12) C310 0.0388(15) 0.0317(14) 0.0270(13) -0.0055(11) -0.0035(11) 0.0054(11) C311 0.0407(15) 0.0274(13) 0.0207(11) -0.0043(10) 0.0020(10) 0.0024(11) C312 0.0484(19) 0.081(3) 0.0476(19) 0.0111(18) 0.0144(15) 0.0262(18) _refine_ls_extinction_method None _oxford_refine_ls_scale 1.664(4) 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 O101 . C110 . 1.369(3) yes O101 . C112 . 1.414(4) yes O201 . C210 . 1.363(3) yes O201 . C212 . 1.429(4) yes O301 . C310 . 1.361(3) yes O301 . C312 . 1.423(4) yes C401 . C402 . 1.522(8) yes C401 . H4011 . 1.000 no C401 . H4012 . 1.000 no C401 . H4013 . 1.000 no C402 . C403 . 1.528(4) yes C402 . O401 . 1.2082(10) yes C403 . H4031 . 1.000 no C403 . H4032 . 1.000 no C403 . H4033 . 1.000 no N101 . C101 . 1.426(3) yes N101 . C104 . 1.460(3) yes N101 . C105 . 1.467(3) yes N102 . C103 . 1.479(3) yes N102 . C104 . 1.461(3) yes N102 . C107 . 1.436(3) yes N201 . C201 . 1.441(3) yes N201 . C204 . 1.463(3) yes N201 . C205 . 1.479(3) yes N202 . C203 . 1.471(3) yes N202 . C204 . 1.458(3) yes N202 . C207 . 1.424(3) yes N301 . C301 . 1.440(3) yes N301 . C304 . 1.462(3) yes N301 . C305 . 1.473(3) yes N302 . C303 . 1.471(3) yes N302 . C304 . 1.464(3) yes N302 . C307 . 1.434(3) yes C101 . C102 . 1.390(3) yes C101 . C302 . 1.406(3) yes C102 . C103 . 1.521(3) yes C102 . C201 . 1.410(3) yes C103 . H1031 . 1.000 no C103 . H1032 . 1.000 no C104 . H1041 . 1.000 no C104 . H1042 . 1.000 no C105 . C106 . 1.520(3) yes C105 . H1051 . 1.000 no C105 . H1052 . 1.000 no C106 . C107 . 1.396(3) yes C106 . C111 . 1.392(4) yes C107 . C108 . 1.405(4) yes C108 . C109 . 1.381(4) yes C108 . H1081 . 1.000 no C109 . C110 . 1.390(4) yes C109 . H1091 . 1.000 no C110 . C111 . 1.391(4) yes C111 . H1111 . 1.000 no C112 . H1121 . 1.000 no C112 . H1122 . 1.000 no C112 . H1123 . 1.000 no C201 . C202 . 1.399(3) yes C202 . C203 . 1.512(3) yes C202 . C301 . 1.407(3) yes C203 . H2031 . 1.000 no C203 . H2032 . 1.000 no C204 . H2041 . 1.000 no C204 . H2042 . 1.000 no C205 . C206 . 1.509(3) yes C205 . H2051 . 1.000 no C205 . H2052 . 1.000 no C206 . C207 . 1.389(3) yes C206 . C211 . 1.409(3) yes C207 . C208 . 1.399(3) yes C208 . C209 . 1.384(4) yes C208 . H2081 . 1.000 no C209 . C210 . 1.398(4) yes C209 . H2091 . 1.000 no C210 . C211 . 1.388(3) yes C211 . H2111 . 1.000 no C212 . H2121 . 1.000 no C212 . H2122 . 1.000 no C212 . H2123 . 1.000 no C301 . C302 . 1.391(3) yes C302 . C303 . 1.511(3) yes C303 . H3031 . 1.000 no C303 . H3032 . 1.000 no C304 . H3041 . 1.000 no C304 . H3042 . 1.000 no C305 . C306 . 1.521(3) yes C305 . H3051 . 1.000 no C305 . H3052 . 1.000 no C306 . C307 . 1.385(4) yes C306 . C311 . 1.400(4) yes C307 . C308 . 1.396(4) yes C308 . C309 . 1.375(4) yes C308 . H3081 . 1.000 no C309 . C310 . 1.391(4) yes C309 . H3091 . 1.000 no C310 . C311 . 1.394(4) yes C311 . H3111 . 1.000 no C312 . H3121 . 1.000 no C312 . H3122 . 1.000 no C312 . H3123 . 1.000 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 C110 . O101 . C112 . 117.0(2) yes C210 . O201 . C212 . 116.8(2) yes C310 . O301 . C312 . 117.7(2) yes C402 . C401 . H4011 . 110.255 no C402 . C401 . H4012 . 109.127 no H4011 . C401 . H4012 . 109.475 no C402 . C401 . H4013 . 109.016 no H4011 . C401 . H4013 . 109.474 no H4012 . C401 . H4013 . 109.477 no C401 . C402 . C403 . 120.3(4) yes C401 . C402 . O401 . 118.7(5) yes C403 . C402 . O401 . 120.5(5) yes C402 . C403 . H4031 . 106.877 no C402 . C403 . H4032 . 111.357 no H4031 . C403 . H4032 . 109.476 no C402 . C403 . H4033 . 110.130 no H4031 . C403 . H4033 . 109.476 no H4032 . C403 . H4033 . 109.476 no C101 . N101 . C104 . 110.26(19) yes C101 . N101 . C105 . 112.85(18) yes C104 . N101 . C105 . 109.14(19) yes C103 . N102 . C104 . 107.94(18) yes C103 . N102 . C107 . 112.59(18) yes C104 . N102 . C107 . 110.39(19) yes C201 . N201 . C204 . 109.94(18) yes C201 . N201 . C205 . 114.44(19) yes C204 . N201 . C205 . 107.97(18) yes C203 . N202 . C204 . 108.12(19) yes C203 . N202 . C207 . 116.0(2) yes C204 . N202 . C207 . 110.50(19) yes C301 . N301 . C304 . 110.55(19) yes C301 . N301 . C305 . 113.43(18) yes C304 . N301 . C305 . 107.50(19) yes C303 . N302 . C304 . 107.2(2) yes C303 . N302 . C307 . 113.6(2) yes C304 . N302 . C307 . 110.7(2) yes N101 . C101 . C102 . 121.9(2) yes N101 . C101 . C302 . 116.6(2) yes C102 . C101 . C302 . 121.3(2) yes C101 . C102 . C103 . 120.3(2) yes C101 . C102 . C201 . 118.6(2) yes C103 . C102 . C201 . 121.0(2) yes C102 . C103 . N102 . 112.67(19) yes C102 . C103 . H1031 . 108.698 no N102 . C103 . H1031 . 108.492 no C102 . C103 . H1032 . 108.741 no N102 . C103 . H1032 . 108.733 no H1031 . C103 . H1032 . 109.467 no N102 . C104 . N101 . 112.09(19) yes N102 . C104 . H1041 . 108.720 no N101 . C104 . H1041 . 108.614 no N102 . C104 . H1042 . 108.910 no N101 . C104 . H1042 . 109.008 no H1041 . C104 . H1042 . 109.467 no N101 . C105 . C106 . 112.6(2) yes N101 . C105 . H1051 . 108.901 no C106 . C105 . H1051 . 108.814 no N101 . C105 . H1052 . 108.607 no C106 . C105 . H1052 . 108.374 no H1051 . C105 . H1052 . 109.466 no C105 . C106 . C107 . 120.2(2) yes C105 . C106 . C111 . 119.8(2) yes C107 . C106 . C111 . 119.9(2) yes N102 . C107 . C106 . 121.9(2) yes N102 . C107 . C108 . 119.1(2) yes C106 . C107 . C108 . 118.9(2) yes C107 . C108 . C109 . 120.8(2) yes C107 . C108 . H1081 . 119.482 no C109 . C108 . H1081 . 119.729 no C108 . C109 . C110 . 120.0(3) yes C108 . C109 . H1091 . 120.072 no C110 . C109 . H1091 . 119.889 no C109 . C110 . O101 . 116.2(2) yes C109 . C110 . C111 . 119.7(2) yes O101 . C110 . C111 . 124.1(2) yes C106 . C111 . C110 . 120.6(2) yes C106 . C111 . H1111 . 119.500 no C110 . C111 . H1111 . 119.915 no O101 . C112 . H1121 . 109.229 no O101 . C112 . H1122 . 109.551 no H1121 . C112 . H1122 . 109.477 no O101 . C112 . H1123 . 109.619 no H1121 . C112 . H1123 . 109.477 no H1122 . C112 . H1123 . 109.475 no N201 . C201 . C102 . 118.3(2) yes N201 . C201 . C202 . 120.6(2) yes C102 . C201 . C202 . 121.1(2) yes C201 . C202 . C203 . 121.3(2) yes C201 . C202 . C301 . 118.9(2) yes C203 . C202 . C301 . 119.7(2) yes C202 . C203 . N202 . 112.2(2) yes C202 . C203 . H2031 . 108.508 no N202 . C203 . H2031 . 108.512 no C202 . C203 . H2032 . 108.865 no N202 . C203 . H2032 . 109.208 no H2031 . C203 . H2032 . 109.466 no N201 . C204 . N202 . 111.47(19) yes N201 . C204 . H2041 . 108.956 no N202 . C204 . H2041 . 109.040 no N201 . C204 . H2042 . 108.983 no N202 . C204 . H2042 . 108.900 no H2041 . C204 . H2042 . 109.466 no N201 . C205 . C206 . 113.21(19) yes N201 . C205 . H2051 . 108.528 no C206 . C205 . H2051 . 108.461 no N201 . C205 . H2052 . 108.435 no C206 . C205 . H2052 . 108.694 no H2051 . C205 . H2052 . 109.468 no C205 . C206 . C207 . 120.9(2) yes C205 . C206 . C211 . 119.1(2) yes C207 . C206 . C211 . 120.0(2) yes N202 . C207 . C206 . 120.9(2) yes N202 . C207 . C208 . 119.7(2) yes C206 . C207 . C208 . 119.3(2) yes C207 . C208 . C209 . 120.6(2) yes C207 . C208 . H2081 . 119.793 no C209 . C208 . H2081 . 119.601 no C208 . C209 . C210 . 120.1(2) yes C208 . C209 . H2091 . 120.069 no C210 . C209 . H2091 . 119.860 no C209 . C210 . O201 . 116.2(2) yes C209 . C210 . C211 . 119.7(2) yes O201 . C210 . C211 . 124.1(2) yes C206 . C211 . C210 . 120.0(2) yes C206 . C211 . H2111 . 120.043 no C210 . C211 . H2111 . 119.991 no O201 . C212 . H2121 . 109.789 no O201 . C212 . H2122 . 109.576 no H2121 . C212 . H2122 . 109.475 no O201 . C212 . H2123 . 109.034 no H2121 . C212 . H2123 . 109.477 no H2122 . C212 . H2123 . 109.475 no N301 . C301 . C202 . 118.0(2) yes N301 . C301 . C302 . 121.1(2) yes C202 . C301 . C302 . 120.8(2) yes C101 . C302 . C301 . 119.2(2) yes C101 . C302 . C303 . 119.8(2) yes C301 . C302 . C303 . 121.0(2) yes C302 . C303 . N302 . 112.4(2) yes C302 . C303 . H3031 . 108.714 no N302 . C303 . H3031 . 108.777 no C302 . C303 . H3032 . 108.795 no N302 . C303 . H3032 . 108.664 no H3031 . C303 . H3032 . 109.467 no N302 . C304 . N301 . 111.9(2) yes N302 . C304 . H3041 . 108.598 no N301 . C304 . H3041 . 108.798 no N302 . C304 . H3042 . 109.054 no N301 . C304 . H3042 . 109.041 no H3041 . C304 . H3042 . 109.467 no N301 . C305 . C306 . 112.7(2) yes N301 . C305 . H3051 . 108.815 no C306 . C305 . H3051 . 108.427 no N301 . C305 . H3052 . 108.708 no C306 . C305 . H3052 . 108.717 no H3051 . C305 . H3052 . 109.467 no C305 . C306 . C307 . 120.4(2) yes C305 . C306 . C311 . 120.4(2) yes C307 . C306 . C311 . 119.3(2) yes N302 . C307 . C306 . 121.7(2) yes N302 . C307 . C308 . 118.3(2) yes C306 . C307 . C308 . 119.8(3) yes C307 . C308 . C309 . 120.8(3) yes C307 . C308 . H3081 . 119.716 no C309 . C308 . H3081 . 119.511 no C308 . C309 . C310 . 120.0(2) yes C308 . C309 . H3091 . 120.154 no C310 . C309 . H3091 . 119.802 no C309 . C310 . O301 . 115.3(2) yes C309 . C310 . C311 . 119.4(3) yes O301 . C310 . C311 . 125.3(3) yes C306 . C311 . C310 . 120.6(3) yes C306 . C311 . H3111 . 119.631 no C310 . C311 . H3111 . 119.756 no O301 . C312 . H3121 . 109.420 no O301 . C312 . H3122 . 108.814 no H3121 . C312 . H3122 . 109.475 no O301 . C312 . H3123 . 110.163 no H3121 . C312 . H3123 . 109.477 no H3122 . C312 . H3123 . 109.476 no