# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2009 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name _publ_author_address _publ_author_footnote 'Edwin Constable' ; ? # Address for author 1 ; ; ? # Footnote for author 1 ; 'Hoi Shan Chow.' ; ? # Address 2 ; ; ? # Footnote 2 ; 'Richard Frantz' '' '' 'Catherine E Housecroft' '' '' 'Jerome Lacour' '' '' 'Markus Neuburger' '' '' 'Dmitrij Rappoport' '' '' 'Silvia Schaffner' '' '' _publ_contact_author_name 'Edwin Constable' _publ_contact_author_email EDWIN.CONSTABLE@UNIBAS.CH _publ_section_title ; Conformationally-locked metallomacrocycles - prototypes for a novel type of axial chirality ; _journal_coden_ASTM ? _journal_coeditor_code ? _journal_coeditor_name ? _journal_coeditor_notes ? _journal_date_accepted ? _journal_date_from_coeditor ? _journal_date_printers_final ? _journal_date_printers_first ? _journal_date_proofs_in ? _journal_date_proofs_out ? # PROCESSING SUMMARY (IUCr Office Use Only): _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_issue ? _journal_name_full ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? _journal_techeditor_code ? _journal_techeditor_notes ? _journal_volume ? _journal_year ? _publ_contact_author_address ; Chemical Crystallography Laboratory, Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK. ; _publ_contact_author_fax '+44 1865 285018' _publ_contact_author_phone '+44 1865 285024' # Check this file using the IUCr facility at: # http://journals.iucr.org/services/cif/checking/checkfull.html # The content below is held in the file 'script/refcif.dat'. This is a text # file which you may edit to reflect local conditions. # Items which need looking at are represented by a '?'. # Items for which there are choices are prefixed with 'choose from'. _publ_contact_letter ; Please consider this CIF submission for publication as a Short Format Paper in Acta Crystallographica C. The figures have been sent by mail. ; _publ_requested_category CO # choose from: FI FM FO CI CM CO AD _publ_requested_coeditor_name 'Prof William Clegg' _publ_requested_journal 'Section C' # Attachment 'hsc121_Fe_5_revised.cif' data_hsc121_173k _database_code_depnum_ccdc_archive 'CCDC 712233' _audit_creation_date 04-12-08 _audit_creation_method CRYSTALS_ver_12.24 _oxford_structure_analysis_title '12080937 hsc121_2_173k' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 18.2659(1) _cell_length_b 14.8059(1) _cell_length_c 20.5792(2) _cell_angle_alpha 90 _cell_angle_beta 92.9257(5) _cell_angle_gamma 90 _cell_volume 5558.25(7) _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' Fe 0.3463 0.8444 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805 1.0369 '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' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 _chemical_formula_sum 'C54 H53 F12 Fe1 N7 O8 P2' _chemical_formula_moiety 'C52 H50 Fe N6 O8, 2(F6 P), C2 H3 N' _chemical_compound_source ? _chemical_formula_weight 1273.83 _cell_measurement_reflns_used 27885 _cell_measurement_theta_min 1 _cell_measurement_theta_max 29 _cell_measurement_temperature 173 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_min 0.12 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_max 0.30 _exptl_crystal_density_diffrn 1.522 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 2616 _exptl_absorpt_coefficient_mu 0.430 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Denzo/Scalepack (Otwinowski & Minor, 1996)' _exptl_absorpt_correction_T_min 0.89 _exptl_absorpt_correction_T_max 0.95 # Sheldrick geometric definitions 0.89 0.95 _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method '\f & \w scans' _computing_data_collection 'COLLECT (Nonius BV, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1996)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1996)' _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 173 _diffrn_reflns_number 54042 _reflns_number_total 14324 _diffrn_reflns_av_R_equivalents 0.048 # Number of reflections with Friedels Law is 14324 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 14349 _diffrn_reflns_theta_min 1.695 _diffrn_reflns_theta_max 28.690 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.690 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _reflns_limit_h_min -24 _reflns_limit_h_max 24 _reflns_limit_k_min 0 _reflns_limit_k_max 19 _reflns_limit_l_min 0 _reflns_limit_l_max 27 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.46 _refine_diff_density_max 0.59 _refine_ls_number_reflns 8366 _refine_ls_number_restraints 120 _refine_ls_number_parameters 811 #_refine_ls_R_factor_ref 0.0425 _refine_ls_wR_factor_ref 0.0574 _refine_ls_goodness_of_fit_ref 1.1195 #_reflns_number_all 14208 _refine_ls_R_factor_all 0.0690 _refine_ls_wR_factor_all 0.0660 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 8366 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_gt 0.0574 _refine_ls_shift/su_max 0.025578 # 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 noref # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; p=P(6)*max(Fo^2^,0) + (1-P(6))Fc^2^ Method = SHELXL 97 (Sheldrick, 1997) W = 1. / [Sigma^2^(F*)+(P(1)p)^2^+P(2)p+P(4)+P(5)Sin(theta) ] P(i) are: 0.00 0.756E-01 0.00 0.00 0.00 0.333 ; _refine_special_details ; One of the PF6 molecules is disordered and has been refined using a overlay model. In order to keep refinement stable restraints have been applied to keep equivalent distances equal and adp's of bonded atoms similar. ; _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. Nonius BV, COLLECT Software, (1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Sheldrick, G.M. (1997). SHELXL-97. Program for the refinement of crystal structures. Univ. of Gottingen, Federal Republic of Germany. 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 Fe1 Fe 0.26483(2) 0.46489(3) 0.743559(18) 0.0318 1.0000 Uani . . . . . . N1 N 0.21341(13) 0.45298(15) 0.82550(10) 0.0334 1.0000 Uani . . . . . . N2 N 0.16853(12) 0.44849(14) 0.70869(10) 0.0317 1.0000 Uani . . . . . . N3 N 0.28419(12) 0.47177(16) 0.65036(11) 0.0348 1.0000 Uani . . . . . . N4 N 0.25989(12) 0.59846(16) 0.74584(11) 0.0356 1.0000 Uani . . . . . . N5 N 0.36116(13) 0.48994(17) 0.77770(11) 0.0363 1.0000 Uani . . . . . . N6 N 0.30273(14) 0.34076(16) 0.75169(11) 0.0388 1.0000 Uani . . . . . . N7 N 0.4216(3) -0.2827(4) 0.6430(2) 0.1150 1.0000 Uani . . . . . . C1 C 0.24319(17) 0.4576(2) 0.88677(13) 0.0400 1.0000 Uani . . . . . . C2 C 0.20175(18) 0.4503(2) 0.94063(14) 0.0454 1.0000 Uani . . . . . . C3 C 0.12708(18) 0.4376(2) 0.93269(14) 0.0433 1.0000 Uani . . . . . . C4 C 0.09545(17) 0.43146(19) 0.87021(13) 0.0376 1.0000 Uani . . . . . . C5 C 0.13957(15) 0.44021(17) 0.81736(13) 0.0317 1.0000 Uani . . . . . . C6 C 0.11251(15) 0.44018(17) 0.74872(13) 0.0316 1.0000 Uani . . . . . . C7 C 0.03996(15) 0.43950(18) 0.72519(13) 0.0342 1.0000 Uani . . . . . . C8 C 0.02580(15) 0.44923(19) 0.65826(14) 0.0359 1.0000 Uani . . . . . . C9 C 0.08405(15) 0.4593(2) 0.61722(13) 0.0370 1.0000 Uani . . . . . . C10 C 0.15462(14) 0.45898(18) 0.64369(12) 0.0327 1.0000 Uani . . . . . . C11 C 0.22257(15) 0.47180(19) 0.60987(13) 0.0350 1.0000 Uani . . . . . . C12 C 0.22585(17) 0.4846(2) 0.54339(14) 0.0467 1.0000 Uani . . . . . . C13 C 0.29288(18) 0.4969(3) 0.51712(15) 0.0523 1.0000 Uani . . . . . . C14 C 0.35570(17) 0.4947(2) 0.55767(15) 0.0473 1.0000 Uani . . . . . . C15 C 0.34943(16) 0.4821(2) 0.62373(14) 0.0410 1.0000 Uani . . . . . . C16 C 0.20242(17) 0.6509(2) 0.72671(15) 0.0451 1.0000 Uani . . . . . . C17 C 0.2066(2) 0.7441(2) 0.72452(19) 0.0574 1.0000 Uani . . . . . . C18 C 0.2722(2) 0.7854(2) 0.7432(2) 0.0633 1.0000 Uani . . . . . . C19 C 0.33082(19) 0.7328(2) 0.76500(18) 0.0543 1.0000 Uani . . . . . . C20 C 0.32356(16) 0.6400(2) 0.76544(14) 0.0409 1.0000 Uani . . . . . . C21 C 0.38204(15) 0.5766(2) 0.78560(13) 0.0371 1.0000 Uani . . . . . . C22 C 0.45204(16) 0.5980(2) 0.80931(14) 0.0436 1.0000 Uani . . . . . . C23 C 0.50024(16) 0.5274(2) 0.82653(14) 0.0454 1.0000 Uani . . . . . . C24 C 0.47817(16) 0.4384(2) 0.81903(14) 0.0428 1.0000 Uani . . . . . . C25 C 0.40745(15) 0.4217(2) 0.79262(13) 0.0378 1.0000 Uani . . . . . . C26 C 0.37367(16) 0.3344(2) 0.77726(13) 0.0396 1.0000 Uani . . . . . . C27 C 0.4074(2) 0.2507(2) 0.78564(15) 0.0511 1.0000 Uani . . . . . . C28 C 0.3688(2) 0.1734(2) 0.76896(16) 0.0562 1.0000 Uani . . . . . . C29 C 0.2980(2) 0.1793(2) 0.74377(17) 0.0557 1.0000 Uani . . . . . . C30 C 0.26648(18) 0.2650(2) 0.73542(14) 0.0453 1.0000 Uani . . . . . . C31 C -0.10445(16) 0.4425(2) 0.66746(15) 0.0468 1.0000 Uani . . . . . . C32 C -0.16970(18) 0.4452(3) 0.62071(18) 0.0603 1.0000 Uani . . . . . . C33 C -0.1980(2) 0.2888(3) 0.5968(2) 0.0860 1.0000 Uani . . . . . . C34 C -0.1416(2) 0.2163(3) 0.6032(2) 0.0761 1.0000 Uani . . . . . . C35 C -0.0398(2) 0.1644(2) 0.6682(2) 0.0652 1.0000 Uani . . . . . . C36 C 0.0111(2) 0.1847(2) 0.72578(18) 0.0583 1.0000 Uani . . . . . . C37 C 0.0092(2) 0.1916(2) 0.84165(18) 0.0560 1.0000 Uani . . . . . . C38 C -0.0348(2) 0.1948(3) 0.8963(2) 0.0708 1.0000 Uani . . . . . . C39 C -0.0034(2) 0.2050(3) 0.9566(2) 0.0679 1.0000 Uani . . . . . . C40 C 0.07307(19) 0.2144(2) 0.96736(17) 0.0533 1.0000 Uani . . . . . . C41 C 0.1077(2) 0.2323(2) 1.02889(17) 0.0579 1.0000 Uani . . . . . . C42 C 0.1814(2) 0.2422(2) 1.03691(16) 0.0540 1.0000 Uani . . . . . . C43 C 0.22581(19) 0.2326(2) 0.98333(16) 0.0495 1.0000 Uani . . . . . . C44 C 0.19487(18) 0.2154(2) 0.92191(16) 0.0473 1.0000 Uani . . . . . . C45 C 0.11809(18) 0.2078(2) 0.91245(16) 0.0460 1.0000 Uani . . . . . . C46 C 0.08412(18) 0.1965(2) 0.84964(17) 0.0490 1.0000 Uani . . . . . . C47 C 0.34777(19) 0.2241(3) 0.94718(17) 0.0569 1.0000 Uani . . . . . . C48 C 0.4241(2) 0.2200(3) 0.9762(2) 0.0626 1.0000 Uani . . . . . . C49 C 0.5215(2) 0.3043(3) 1.02185(19) 0.0663 1.0000 Uani . . . . . . C50 C 0.5599(2) 0.3933(3) 1.01684(16) 0.0610 1.0000 Uani . . . . . . C51 C 0.62569(18) 0.4760(3) 0.94043(16) 0.0548 1.0000 Uani . . . . . . C52 C 0.62508(17) 0.4962(3) 0.86858(17) 0.0585 1.0000 Uani . . . . . . C53 C 0.3688(3) -0.2762(4) 0.6100(3) 0.0976 1.0000 Uani . . . . . . C54 C 0.3026(3) -0.2667(5) 0.5689(3) 0.1315 1.0000 Uani . . . . . . O1 O -0.04127(10) 0.45148(15) 0.62832(9) 0.0429 1.0000 Uani . . . . . . O2 O -0.16977(13) 0.3718(2) 0.57470(12) 0.0672 1.0000 Uani . . . . . . O3 O -0.09029(14) 0.23522(17) 0.65623(13) 0.0671 1.0000 Uani . . . . . . O4 O -0.02954(13) 0.18297(18) 0.78331(13) 0.0651 1.0000 Uani . . . . . . O5 O 0.29922(13) 0.24225(17) 0.99794(11) 0.0590 1.0000 Uani . . . . . . O6 O 0.45152(13) 0.30781(17) 0.98871(12) 0.0606 1.0000 Uani . . . . . . O7 O 0.57104(12) 0.40997(17) 0.95021(10) 0.0564 1.0000 Uani . . . . . . O8 O 0.56640(12) 0.55705(17) 0.85001(11) 0.0578 1.0000 Uani . . . . . . P21 P 0.42564(4) -0.06249(6) 0.86158(4) 0.0414 1.0000 Uani . . . . . . F21 F 0.38651(12) -0.06394(14) 0.79045(9) 0.0629 1.0000 Uani . . . . . . F22 F 0.46439(14) -0.05988(17) 0.93193(10) 0.0805 1.0000 Uani . . . . . . F23 F 0.37101(13) 0.01565(15) 0.88124(11) 0.0734 1.0000 Uani . . . . . . F24 F 0.47904(13) -0.14073(15) 0.84083(12) 0.0803 1.0000 Uani . . . . . . F25 F 0.36976(12) -0.13602(15) 0.88559(10) 0.0694 1.0000 Uani . . . . . . F26 F 0.48103(10) 0.01168(14) 0.83652(10) 0.0603 1.0000 Uani . . . . . . P1 P 0.1458(3) -0.0117(4) 0.6321(3) 0.0765 0.5000 Uani D U . . . . P11 P 0.1449(3) -0.0225(3) 0.6287(3) 0.0596 0.5000 Uani D U . . . . F1 F 0.1478(4) -0.0863(5) 0.5798(4) 0.1412 0.5000 Uani D U . . . . F2 F 0.1462(3) 0.0662(6) 0.6844(3) 0.1705 0.5000 Uani D U . . . . F3 F 0.19872(14) 0.04596(17) 0.59520(11) 0.0913 1.0000 Uani D U . . . . F4 F 0.0893(4) -0.0616(7) 0.6715(3) 0.1573 0.5000 Uani D U . . . . F5 F 0.2127(3) -0.0575(6) 0.6696(4) 0.1237 0.5000 Uani D U . . . . F6 F 0.0802(3) 0.0344(4) 0.5930(4) 0.0987 0.5000 Uani D U . . . . F11 F 0.1864(4) -0.1010(4) 0.5984(4) 0.1360 0.5000 Uani D U . . . . F12 F 0.1017(5) 0.0495(6) 0.6624(4) 0.2024 0.5000 Uani D U . . . . F14 F 0.0969(4) -0.0999(5) 0.6613(4) 0.1138 0.5000 Uani D U . . . . F15 F 0.1993(4) -0.0231(5) 0.6921(3) 0.0865 0.5000 Uani D U . . . . F16 F 0.0873(4) -0.0205(6) 0.5703(3) 0.1244 0.5000 Uani D U . . . . H541 H 0.2780 -0.2077 0.5770 0.1590 1.0000 Uiso R . . . . . H542 H 0.3138 -0.2710 0.5219 0.1590 1.0000 Uiso R . . . . . H543 H 0.2683 -0.3167 0.5792 0.1590 1.0000 Uiso R . . . . . H11 H 0.2973 0.4666 0.8933 0.0473 1.0000 Uiso R . . . . . H21 H 0.2258 0.4540 0.9853 0.0537 1.0000 Uiso R . . . . . H31 H 0.0963 0.4331 0.9714 0.0522 1.0000 Uiso R . . . . . H41 H 0.0415 0.4210 0.8631 0.0447 1.0000 Uiso R . . . . . H71 H -0.0009 0.4324 0.7553 0.0407 1.0000 Uiso R . . . . . H91 H 0.0744 0.4665 0.5692 0.0432 1.0000 Uiso R . . . . . H121 H 0.1798 0.4852 0.5149 0.0561 1.0000 Uiso R . . . . . H131 H 0.2962 0.5072 0.4693 0.0632 1.0000 Uiso R . . . . . H141 H 0.4051 0.5022 0.5395 0.0573 1.0000 Uiso R . . . . . H151 H 0.3949 0.4806 0.6529 0.0488 1.0000 Uiso R . . . . . H161 H 0.1548 0.6212 0.7134 0.0522 1.0000 Uiso R . . . . . H171 H 0.1630 0.7809 0.7097 0.0673 1.0000 Uiso R . . . . . H181 H 0.2769 0.8526 0.7414 0.0754 1.0000 Uiso R . . . . . H191 H 0.3783 0.7615 0.7798 0.0639 1.0000 Uiso R . . . . . H221 H 0.4680 0.6623 0.8140 0.0516 1.0000 Uiso R . . . . . H241 H 0.5118 0.3876 0.8322 0.0508 1.0000 Uiso R . . . . . H271 H 0.4592 0.2466 0.8037 0.0611 1.0000 Uiso R . . . . . H281 H 0.3925 0.1129 0.7751 0.0673 1.0000 Uiso R . . . . . H291 H 0.2695 0.1236 0.7316 0.0678 1.0000 Uiso R . . . . . H301 H 0.2150 0.2697 0.7167 0.0547 1.0000 Uiso R . . . . . H311 H -0.1064 0.4936 0.6991 0.0556 1.0000 Uiso R . . . . . H312 H -0.1024 0.3839 0.6917 0.0556 1.0000 Uiso R . . . . . H321 H -0.2151 0.4411 0.6458 0.0724 1.0000 Uiso R . . . . . H322 H -0.1696 0.5036 0.5963 0.0724 1.0000 Uiso R . . . . . H331 H -0.2180 0.2989 0.6406 0.1013 1.0000 Uiso R . . . . . H332 H -0.2383 0.2684 0.5655 0.1013 1.0000 Uiso R . . . . . H341 H -0.1660 0.1570 0.6110 0.0921 1.0000 Uiso R . . . . . H342 H -0.1151 0.2130 0.5619 0.0921 1.0000 Uiso R . . . . . H351 H -0.0674 0.1077 0.6768 0.0767 1.0000 Uiso R . . . . . H352 H -0.0105 0.1560 0.6289 0.0767 1.0000 Uiso R . . . . . H361 H 0.0334 0.2458 0.7207 0.0697 1.0000 Uiso R . . . . . H362 H 0.0508 0.1382 0.7291 0.0697 1.0000 Uiso R . . . . . H381 H -0.0893 0.1892 0.8901 0.0850 1.0000 Uiso R . . . . . H391 H -0.0353 0.2064 0.9948 0.0827 1.0000 Uiso R . . . . . H411 H 0.0770 0.2379 1.0676 0.0698 1.0000 Uiso R . . . . . H421 H 0.2042 0.2563 1.0809 0.0650 1.0000 Uiso R . . . . . H441 H 0.2269 0.2081 0.8843 0.0569 1.0000 Uiso R . . . . . H461 H 0.1149 0.1921 0.8109 0.0581 1.0000 Uiso R . . . . . H471 H 0.3439 0.2733 0.9139 0.0677 1.0000 Uiso R . . . . . H472 H 0.3346 0.1650 0.9262 0.0677 1.0000 Uiso R . . . . . H481 H 0.4244 0.1854 1.0179 0.0747 1.0000 Uiso R . . . . . H482 H 0.4561 0.1889 0.9452 0.0747 1.0000 Uiso R . . . . . H491 H 0.5154 0.2899 1.0687 0.0798 1.0000 Uiso R . . . . . H492 H 0.5515 0.2562 1.0019 0.0798 1.0000 Uiso R . . . . . H501 H 0.6081 0.3912 1.0421 0.0737 1.0000 Uiso R . . . . . H502 H 0.5289 0.4424 1.0344 0.0737 1.0000 Uiso R . . . . . H511 H 0.6142 0.5321 0.9649 0.0665 1.0000 Uiso R . . . . . H512 H 0.6749 0.4528 0.9560 0.0665 1.0000 Uiso R . . . . . H521 H 0.6729 0.5244 0.8583 0.0703 1.0000 Uiso R . . . . . H522 H 0.6184 0.4386 0.8437 0.0703 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 Fe1 0.0295(2) 0.0364(2) 0.02933(19) -0.00109(16) -0.00039(14) 0.00186(17) N1 0.0375(12) 0.0326(12) 0.0299(11) -0.0011(9) -0.0004(9) 0.0021(10) N2 0.0319(12) 0.0340(12) 0.0292(11) -0.0034(9) 0.0005(9) -0.0002(9) N3 0.0316(12) 0.0397(13) 0.0332(12) -0.0007(10) 0.0025(9) 0.0016(10) N4 0.0329(12) 0.0371(12) 0.0365(12) -0.0014(10) -0.0015(9) -0.0009(10) N5 0.0341(12) 0.0451(14) 0.0296(11) 0.0009(10) 0.0017(9) 0.0036(11) N6 0.0445(14) 0.0391(13) 0.0334(12) -0.0002(10) 0.0056(10) 0.0049(11) N7 0.102(3) 0.144(4) 0.099(3) 0.008(3) -0.005(3) -0.020(3) C1 0.0420(16) 0.0432(16) 0.0340(14) -0.0003(12) -0.0049(12) 0.0024(13) C2 0.057(2) 0.0478(18) 0.0309(14) -0.0006(12) -0.0021(13) 0.0035(15) C3 0.057(2) 0.0422(16) 0.0310(14) 0.0012(12) 0.0078(13) 0.0020(14) C4 0.0417(16) 0.0346(14) 0.0369(15) 0.0015(12) 0.0052(12) 0.0028(12) C5 0.0341(14) 0.0286(13) 0.0324(13) -0.0025(10) 0.0018(11) 0.0029(11) C6 0.0339(14) 0.0296(13) 0.0315(13) -0.0026(10) 0.0031(11) -0.0004(11) C7 0.0331(14) 0.0357(14) 0.0341(14) -0.0014(11) 0.0036(11) -0.0020(11) C8 0.0320(14) 0.0370(16) 0.0384(15) -0.0023(11) -0.0014(11) -0.0016(12) C9 0.0369(15) 0.0448(16) 0.0290(13) -0.0025(12) -0.0016(11) -0.0006(13) C10 0.0318(13) 0.0372(15) 0.0289(12) -0.0024(11) 0.0006(10) -0.0009(12) C11 0.0321(14) 0.0413(15) 0.0316(13) -0.0024(12) 0.0024(11) 0.0005(12) C12 0.0396(16) 0.068(2) 0.0327(15) -0.0004(14) 0.0006(12) -0.0001(15) C13 0.0470(19) 0.078(2) 0.0324(15) 0.0035(15) 0.0093(14) 0.0029(17) C14 0.0384(16) 0.063(2) 0.0415(17) 0.0012(15) 0.0116(13) 0.0032(15) C15 0.0323(15) 0.0501(19) 0.0409(16) 0.0007(13) 0.0044(12) 0.0021(13) C16 0.0387(16) 0.0425(17) 0.0532(18) -0.0004(14) -0.0051(14) 0.0032(14) C17 0.052(2) 0.0416(19) 0.078(2) -0.0011(17) -0.0087(18) 0.0092(16) C18 0.059(2) 0.0369(18) 0.092(3) -0.0018(18) -0.010(2) 0.0021(17) C19 0.0473(19) 0.0402(18) 0.074(2) -0.0057(16) -0.0077(17) -0.0058(15) C20 0.0365(16) 0.0430(17) 0.0430(16) -0.0033(13) -0.0015(13) -0.0009(13) C21 0.0347(15) 0.0449(17) 0.0316(14) -0.0014(12) 0.0011(11) -0.0031(13) C22 0.0374(16) 0.0557(19) 0.0373(15) 0.0016(14) -0.0014(12) -0.0056(14) C23 0.0334(15) 0.071(2) 0.0315(14) 0.0073(14) 0.0002(11) -0.0020(15) C24 0.0370(16) 0.060(2) 0.0317(14) 0.0068(13) 0.0025(12) 0.0086(14) C25 0.0374(15) 0.0484(17) 0.0279(13) 0.0034(12) 0.0047(11) 0.0104(13) C26 0.0431(16) 0.0475(17) 0.0286(14) 0.0033(12) 0.0066(12) 0.0107(14) C27 0.060(2) 0.054(2) 0.0398(17) 0.0044(14) 0.0060(15) 0.0178(17) C28 0.081(3) 0.0406(19) 0.0479(19) 0.0022(15) 0.0096(18) 0.0163(18) C29 0.072(2) 0.0420(19) 0.054(2) -0.0046(15) 0.0132(18) 0.0002(17) C30 0.0522(18) 0.0430(17) 0.0411(16) -0.0047(13) 0.0072(14) -0.0005(15) C31 0.0315(15) 0.065(2) 0.0437(17) 0.0054(15) 0.0000(13) 0.0019(14) C32 0.0373(17) 0.090(3) 0.053(2) 0.0112(19) -0.0046(15) 0.0049(18) C33 0.060(3) 0.104(4) 0.090(3) 0.019(3) -0.029(2) -0.031(3) C34 0.075(3) 0.078(3) 0.073(3) 0.001(2) -0.017(2) -0.030(2) C35 0.072(3) 0.049(2) 0.074(3) -0.0016(18) -0.002(2) -0.0088(19) C36 0.058(2) 0.0443(19) 0.072(2) -0.0015(17) 0.0011(18) 0.0005(16) C37 0.054(2) 0.049(2) 0.065(2) -0.0044(17) 0.0016(17) -0.0050(16) C38 0.047(2) 0.082(3) 0.084(3) -0.010(2) 0.010(2) -0.001(2) C39 0.054(2) 0.079(3) 0.072(3) -0.008(2) 0.0183(19) 0.005(2) C40 0.056(2) 0.0451(19) 0.060(2) -0.0003(16) 0.0134(17) 0.0048(16) C41 0.065(2) 0.057(2) 0.053(2) 0.0019(16) 0.0164(17) 0.0093(18) C42 0.066(2) 0.052(2) 0.0437(18) 0.0021(15) 0.0053(16) 0.0070(17) C43 0.053(2) 0.0436(18) 0.0521(19) 0.0060(14) 0.0034(15) 0.0017(15) C44 0.0536(19) 0.0386(17) 0.0504(18) 0.0022(14) 0.0089(15) 0.0002(14) C45 0.0515(19) 0.0323(15) 0.0546(19) -0.0008(14) 0.0068(15) 0.0008(14) C46 0.0517(19) 0.0374(17) 0.058(2) -0.0029(14) 0.0055(16) -0.0010(14) C47 0.057(2) 0.059(2) 0.056(2) -0.0016(17) 0.0083(16) -0.0018(17) C48 0.056(2) 0.059(2) 0.073(2) 0.0042(19) 0.0036(18) 0.0004(18) C49 0.067(2) 0.074(3) 0.057(2) 0.0186(19) -0.0076(18) -0.006(2) C50 0.057(2) 0.080(3) 0.0446(18) 0.0115(18) -0.0067(16) -0.0072(19) C51 0.0365(17) 0.076(2) 0.0506(19) 0.0087(17) -0.0081(14) -0.0047(16) C52 0.0287(16) 0.091(3) 0.055(2) 0.0149(19) -0.0016(14) -0.0001(17) C53 0.092(4) 0.110(4) 0.089(4) 0.015(3) -0.005(3) -0.025(3) C54 0.104(4) 0.138(6) 0.149(6) 0.015(4) -0.029(4) -0.024(4) O1 0.0301(10) 0.0624(14) 0.0360(10) 0.0018(9) -0.0012(8) -0.0011(9) O2 0.0496(14) 0.092(2) 0.0585(15) 0.0174(14) -0.0170(12) -0.0165(14) O3 0.0630(16) 0.0575(16) 0.0787(18) -0.0022(13) -0.0181(14) -0.0080(13) O4 0.0515(14) 0.0724(17) 0.0712(17) -0.0099(13) 0.0009(13) -0.0058(12) O5 0.0544(14) 0.0735(17) 0.0492(13) 0.0026(12) 0.0033(11) -0.0008(12) O6 0.0536(14) 0.0625(16) 0.0652(15) 0.0100(12) -0.0026(12) -0.0065(12) O7 0.0479(13) 0.0760(16) 0.0446(12) 0.0081(11) -0.0039(10) -0.0125(12) O8 0.0337(11) 0.0815(17) 0.0571(14) 0.0136(12) -0.0100(10) -0.0075(11) P21 0.0363(4) 0.0487(5) 0.0392(4) -0.0005(3) 0.0017(3) -0.0004(3) F21 0.0731(14) 0.0663(13) 0.0476(11) 0.0023(9) -0.0148(10) -0.0116(11) F22 0.0876(16) 0.1044(18) 0.0471(12) 0.0067(11) -0.0196(11) -0.0227(14) F23 0.0768(15) 0.0680(14) 0.0789(15) -0.0011(11) 0.0377(12) 0.0163(11) F24 0.0841(16) 0.0711(15) 0.0876(16) 0.0125(12) 0.0250(13) 0.0343(12) F25 0.0656(13) 0.0721(14) 0.0708(14) 0.0174(11) 0.0060(11) -0.0210(11) F26 0.0420(10) 0.0714(13) 0.0676(13) 0.0071(10) 0.0046(9) -0.0111(9) P1 0.034(2) 0.158(4) 0.038(2) 0.017(2) 0.0065(17) 0.015(2) P11 0.046(3) 0.077(2) 0.056(3) 0.0346(18) 0.0155(19) 0.0222(17) F1 0.081(5) 0.106(6) 0.237(9) -0.070(6) 0.006(6) -0.003(4) F2 0.068(4) 0.315(11) 0.128(6) -0.130(7) 0.002(4) 0.003(6) F3 0.1009(19) 0.1018(19) 0.0715(15) 0.0336(13) 0.0063(14) -0.0098(15) F4 0.042(4) 0.373(14) 0.058(3) 0.085(6) 0.010(3) -0.034(7) F5 0.046(3) 0.144(7) 0.178(9) 0.121(7) -0.027(5) -0.011(4) F6 0.054(3) 0.106(5) 0.133(6) 0.008(4) -0.031(3) 0.031(3) F11 0.101(6) 0.112(5) 0.200(9) -0.031(6) 0.056(6) 0.009(5) F12 0.186(9) 0.283(12) 0.139(8) -0.054(7) 0.004(7) 0.173(9) F14 0.064(5) 0.119(5) 0.158(8) 0.074(5) 0.000(4) 0.002(3) F15 0.091(6) 0.107(5) 0.060(3) 0.017(3) -0.010(3) 0.000(4) F16 0.107(5) 0.201(8) 0.063(4) 0.065(5) -0.019(3) -0.023(6) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.1958(3) 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 Fe1 . N1 . 1.979(2) yes Fe1 . N2 . 1.881(2) yes Fe1 . N3 . 1.971(2) yes Fe1 . N4 . 1.980(2) yes Fe1 . N5 . 1.898(2) yes Fe1 . N6 . 1.968(2) yes N1 . C1 . 1.349(3) yes N1 . C5 . 1.364(3) yes N2 . C6 . 1.352(3) yes N2 . C10 . 1.358(3) yes N3 . C11 . 1.366(3) yes N3 . C15 . 1.346(3) yes N4 . C16 . 1.349(4) yes N4 . C20 . 1.358(4) yes N5 . C21 . 1.346(4) yes N5 . C25 . 1.343(4) yes N6 . C26 . 1.377(4) yes N6 . C30 . 1.337(4) yes N7 . C53 . 1.156(6) yes C1 . C2 . 1.378(4) yes C1 . H11 . 1.000 no C2 . C3 . 1.378(4) yes C2 . H21 . 1.000 no C3 . C4 . 1.385(4) yes C3 . H31 . 1.000 no C4 . C5 . 1.393(4) yes C4 . H41 . 1.000 no C5 . C6 . 1.472(4) yes C6 . C7 . 1.388(4) yes C7 . C8 . 1.396(4) yes C7 . H71 . 1.000 no C8 . C9 . 1.400(4) yes C8 . O1 . 1.343(3) yes C9 . C10 . 1.374(4) yes C9 . H91 . 1.000 no C10 . C11 . 1.466(4) yes C11 . C12 . 1.385(4) yes C12 . C13 . 1.376(4) yes C12 . H121 . 1.000 no C13 . C14 . 1.384(4) yes C13 . H131 . 1.000 no C14 . C15 . 1.383(4) yes C14 . H141 . 1.000 no C15 . H151 . 1.000 no C16 . C17 . 1.382(4) yes C16 . H161 . 1.000 no C17 . C18 . 1.382(5) yes C17 . H171 . 1.000 no C18 . C19 . 1.380(5) yes C18 . H181 . 1.000 no C19 . C20 . 1.380(4) yes C19 . H191 . 1.000 no C20 . C21 . 1.466(4) yes C21 . C22 . 1.382(4) yes C22 . C23 . 1.400(4) yes C22 . H221 . 1.000 no C23 . C24 . 1.385(5) yes C23 . O8 . 1.352(4) yes C24 . C25 . 1.397(4) yes C24 . H241 . 1.000 no C25 . C26 . 1.461(4) yes C26 . C27 . 1.391(4) yes C27 . C28 . 1.378(5) yes C27 . H271 . 1.000 no C28 . C29 . 1.370(5) yes C28 . H281 . 1.000 no C29 . C30 . 1.400(5) yes C29 . H291 . 1.000 no C30 . H301 . 1.000 no C31 . C32 . 1.494(4) yes C31 . O1 . 1.447(3) yes C31 . H311 . 1.000 no C31 . H312 . 1.000 no C32 . O2 . 1.441(5) yes C32 . H321 . 1.000 no C32 . H322 . 1.000 no C33 . C34 . 1.488(6) yes C33 . O2 . 1.417(5) yes C33 . H331 . 1.000 no C33 . H332 . 1.000 no C34 . O3 . 1.431(4) yes C34 . H341 . 1.000 no C34 . H342 . 1.000 no C35 . C36 . 1.498(5) yes C35 . O3 . 1.410(4) yes C35 . H351 . 1.000 no C35 . H352 . 1.000 no C36 . O4 . 1.429(4) yes C36 . H361 . 1.000 no C36 . H362 . 1.000 no C37 . C38 . 1.417(5) yes C37 . C46 . 1.372(5) yes C37 . O4 . 1.368(4) yes C38 . C39 . 1.349(5) yes C38 . H381 . 1.000 no C39 . C40 . 1.410(5) yes C39 . H391 . 1.000 no C40 . C41 . 1.411(5) yes C40 . C45 . 1.434(4) yes C41 . C42 . 1.355(5) yes C41 . H411 . 1.000 no C42 . C43 . 1.410(4) yes C42 . H421 . 1.000 no C43 . C44 . 1.381(4) yes C43 . O5 . 1.367(4) yes C44 . C45 . 1.411(4) yes C44 . H441 . 1.000 no C45 . C46 . 1.415(4) yes C46 . H461 . 1.000 no C47 . C48 . 1.489(5) yes C47 . O5 . 1.430(4) yes C47 . H471 . 1.000 no C47 . H472 . 1.000 no C48 . O6 . 1.412(4) yes C48 . H481 . 1.000 no C48 . H482 . 1.000 no C49 . C50 . 1.498(5) yes C49 . O6 . 1.418(4) yes C49 . H491 . 1.000 no C49 . H492 . 1.000 no C50 . O7 . 1.418(4) yes C50 . H501 . 1.000 no C50 . H502 . 1.000 no C51 . C52 . 1.508(4) yes C51 . O7 . 1.419(4) yes C51 . H511 . 1.000 no C51 . H512 . 1.000 no C52 . O8 . 1.437(4) yes C52 . H521 . 1.000 no C52 . H522 . 1.000 no C53 . C54 . 1.447(8) yes C54 . H541 . 1.000 no C54 . H542 . 1.000 no C54 . H543 . 1.000 no P21 . F21 . 1.596(2) yes P21 . F22 . 1.579(2) yes P21 . F23 . 1.594(2) yes P21 . F24 . 1.587(2) yes P21 . F25 . 1.588(2) yes P21 . F26 . 1.596(2) yes P1 . F1 . 1.544(7) yes P1 . F2 . 1.578(7) yes P1 . F3 . 1.522(6) yes P1 . F4 . 1.533(6) yes P1 . F5 . 1.566(6) yes P1 . F6 . 1.565(6) yes P11 . F3 . 1.593(5) yes P11 . F11 . 1.537(6) yes P11 . F12 . 1.514(6) yes P11 . F14 . 1.611(6) yes P11 . F15 . 1.600(6) yes P11 . F16 . 1.555(6) yes 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 N1 . Fe1 . N2 . 80.70(9) yes N1 . Fe1 . N3 . 161.85(9) yes N2 . Fe1 . N3 . 81.15(9) yes N1 . Fe1 . N4 . 92.55(9) yes N2 . Fe1 . N4 . 95.45(9) yes N3 . Fe1 . N4 . 88.97(9) yes N1 . Fe1 . N5 . 99.98(9) yes N2 . Fe1 . N5 . 176.12(10) yes N3 . Fe1 . N5 . 98.12(9) yes N4 . Fe1 . N5 . 80.71(10) yes N1 . Fe1 . N6 . 91.41(9) yes N2 . Fe1 . N6 . 103.29(10) yes N3 . Fe1 . N6 . 92.94(9) yes N4 . Fe1 . N6 . 161.23(10) yes N5 . Fe1 . N6 . 80.54(10) yes Fe1 . N1 . C1 . 127.3(2) yes Fe1 . N1 . C5 . 114.65(17) yes C1 . N1 . C5 . 118.1(2) yes Fe1 . N2 . C6 . 120.09(18) yes Fe1 . N2 . C10 . 119.04(17) yes C6 . N2 . C10 . 120.1(2) yes Fe1 . N3 . C11 . 114.24(17) yes Fe1 . N3 . C15 . 127.50(19) yes C11 . N3 . C15 . 118.1(2) yes Fe1 . N4 . C16 . 127.2(2) yes Fe1 . N4 . C20 . 114.82(19) yes C16 . N4 . C20 . 117.9(3) yes Fe1 . N5 . C21 . 118.87(19) yes Fe1 . N5 . C25 . 119.9(2) yes C21 . N5 . C25 . 121.2(2) yes Fe1 . N6 . C26 . 114.6(2) yes Fe1 . N6 . C30 . 126.5(2) yes C26 . N6 . C30 . 118.8(3) yes N1 . C1 . C2 . 122.4(3) yes N1 . C1 . H11 . 118.772 no C2 . C1 . H11 . 118.832 no C1 . C2 . C3 . 119.8(3) yes C1 . C2 . H21 . 120.062 no C3 . C2 . H21 . 120.170 no C2 . C3 . C4 . 118.8(3) yes C2 . C3 . H31 . 120.528 no C4 . C3 . H31 . 120.647 no C3 . C4 . C5 . 119.2(3) yes C3 . C4 . H41 . 120.395 no C5 . C4 . H41 . 120.379 no C4 . C5 . N1 . 121.7(2) yes C4 . C5 . C6 . 124.7(2) yes N1 . C5 . C6 . 113.5(2) yes C5 . C6 . N2 . 110.9(2) yes C5 . C6 . C7 . 127.1(2) yes N2 . C6 . C7 . 121.8(2) yes C6 . C7 . C8 . 118.0(2) yes C6 . C7 . H71 . 120.912 no C8 . C7 . H71 . 121.100 no C7 . C8 . C9 . 119.9(3) yes C7 . C8 . O1 . 125.0(2) yes C9 . C8 . O1 . 115.1(2) yes C8 . C9 . C10 . 119.2(2) yes C8 . C9 . H91 . 120.440 no C10 . C9 . H91 . 120.398 no C9 . C10 . N2 . 121.0(2) yes C9 . C10 . C11 . 127.7(2) yes N2 . C10 . C11 . 111.2(2) yes C10 . C11 . N3 . 113.7(2) yes C10 . C11 . C12 . 124.5(3) yes N3 . C11 . C12 . 121.8(3) yes C11 . C12 . C13 . 119.4(3) yes C11 . C12 . H121 . 120.182 no C13 . C12 . H121 . 120.449 no C12 . C13 . C14 . 119.1(3) yes C12 . C13 . H131 . 120.412 no C14 . C13 . H131 . 120.454 no C13 . C14 . C15 . 119.2(3) yes C13 . C14 . H141 . 120.543 no C15 . C14 . H141 . 120.234 no C14 . C15 . N3 . 122.4(3) yes C14 . C15 . H151 . 118.961 no N3 . C15 . H151 . 118.683 no N4 . C16 . C17 . 122.7(3) yes N4 . C16 . H161 . 118.635 no C17 . C16 . H161 . 118.624 no C16 . C17 . C18 . 118.7(3) yes C16 . C17 . H171 . 120.584 no C18 . C17 . H171 . 120.677 no C17 . C18 . C19 . 119.2(3) yes C17 . C18 . H181 . 120.346 no C19 . C18 . H181 . 120.416 no C18 . C19 . C20 . 119.4(3) yes C18 . C19 . H191 . 120.396 no C20 . C19 . H191 . 120.239 no C19 . C20 . N4 . 122.0(3) yes C19 . C20 . C21 . 124.8(3) yes N4 . C20 . C21 . 113.2(3) yes C20 . C21 . N5 . 112.2(2) yes C20 . C21 . C22 . 126.9(3) yes N5 . C21 . C22 . 120.8(3) yes C21 . C22 . C23 . 118.5(3) yes C21 . C22 . H221 . 120.822 no C23 . C22 . H221 . 120.695 no C22 . C23 . C24 . 120.4(3) yes C22 . C23 . O8 . 112.8(3) yes C24 . C23 . O8 . 126.8(3) yes C23 . C24 . C25 . 118.0(3) yes C23 . C24 . H241 . 120.955 no C25 . C24 . H241 . 121.067 no C24 . C25 . N5 . 121.0(3) yes C24 . C25 . C26 . 127.7(3) yes N5 . C25 . C26 . 111.2(3) yes C25 . C26 . N6 . 113.6(2) yes C25 . C26 . C27 . 125.6(3) yes N6 . C26 . C27 . 120.8(3) yes C26 . C27 . C28 . 119.3(3) yes C26 . C27 . H271 . 120.325 no C28 . C27 . H271 . 120.339 no C27 . C28 . C29 . 120.2(3) yes C27 . C28 . H281 . 119.887 no C29 . C28 . H281 . 119.942 no C28 . C29 . C30 . 118.6(3) yes C28 . C29 . H291 . 120.724 no C30 . C29 . H291 . 120.672 no C29 . C30 . N6 . 122.3(3) yes C29 . C30 . H301 . 118.927 no N6 . C30 . H301 . 118.801 no C32 . C31 . O1 . 105.8(2) yes C32 . C31 . H311 . 110.246 no O1 . C31 . H311 . 110.394 no C32 . C31 . H312 . 110.588 no O1 . C31 . H312 . 110.320 no H311 . C31 . H312 . 109.467 no C31 . C32 . O2 . 112.2(3) yes C31 . C32 . H321 . 108.730 no O2 . C32 . H321 . 108.717 no C31 . C32 . H322 . 108.927 no O2 . C32 . H322 . 108.805 no H321 . C32 . H322 . 109.467 no C34 . C33 . O2 . 113.1(3) yes C34 . C33 . H331 . 108.182 no O2 . C33 . H331 . 108.320 no C34 . C33 . H332 . 108.846 no O2 . C33 . H332 . 108.836 no H331 . C33 . H332 . 109.467 no C33 . C34 . O3 . 110.4(4) yes C33 . C34 . H341 . 109.596 no O3 . C34 . H341 . 109.215 no C33 . C34 . H342 . 108.816 no O3 . C34 . H342 . 109.327 no H341 . C34 . H342 . 109.467 no C36 . C35 . O3 . 111.3(3) yes C36 . C35 . H351 . 109.029 no O3 . C35 . H351 . 108.961 no C36 . C35 . H352 . 109.196 no O3 . C35 . H352 . 108.880 no H351 . C35 . H352 . 109.467 no C35 . C36 . O4 . 108.9(3) yes C35 . C36 . H361 . 109.756 no O4 . C36 . H361 . 109.552 no C35 . C36 . H362 . 109.532 no O4 . C36 . H362 . 109.617 no H361 . C36 . H362 . 109.467 no C38 . C37 . C46 . 120.4(4) yes C38 . C37 . O4 . 114.3(3) yes C46 . C37 . O4 . 125.3(3) yes C37 . C38 . C39 . 120.2(4) yes C37 . C38 . H381 . 119.789 no C39 . C38 . H381 . 120.015 no C38 . C39 . C40 . 121.7(4) yes C38 . C39 . H391 . 119.166 no C40 . C39 . H391 . 119.094 no C39 . C40 . C41 . 123.6(3) yes C39 . C40 . C45 . 118.3(3) yes C41 . C40 . C45 . 118.1(3) yes C40 . C41 . C42 . 121.8(3) yes C40 . C41 . H411 . 119.050 no C42 . C41 . H411 . 119.187 no C41 . C42 . C43 . 120.1(3) yes C41 . C42 . H421 . 119.942 no C43 . C42 . H421 . 119.947 no C42 . C43 . C44 . 120.6(3) yes C42 . C43 . O5 . 114.5(3) yes C44 . C43 . O5 . 124.8(3) yes C43 . C44 . C45 . 119.9(3) yes C43 . C44 . H441 . 120.026 no C45 . C44 . H441 . 120.078 no C40 . C45 . C44 . 119.5(3) yes C40 . C45 . C46 . 119.0(3) yes C44 . C45 . C46 . 121.5(3) yes C45 . C46 . C37 . 120.3(3) yes C45 . C46 . H461 . 119.853 no C37 . C46 . H461 . 119.889 no C48 . C47 . O5 . 108.5(3) yes C48 . C47 . H471 . 109.666 no O5 . C47 . H471 . 109.808 no C48 . C47 . H472 . 109.734 no O5 . C47 . H472 . 109.643 no H471 . C47 . H472 . 109.467 no C47 . C48 . O6 . 110.6(3) yes C47 . C48 . H481 . 109.276 no O6 . C48 . H481 . 109.185 no C47 . C48 . H482 . 109.181 no O6 . C48 . H482 . 109.093 no H481 . C48 . H482 . 109.467 no C50 . C49 . O6 . 110.4(3) yes C50 . C49 . H491 . 109.274 no O6 . C49 . H491 . 109.320 no C50 . C49 . H492 . 109.217 no O6 . C49 . H492 . 109.141 no H491 . C49 . H492 . 109.467 no C49 . C50 . O7 . 108.1(3) yes C49 . C50 . H501 . 109.928 no O7 . C50 . H501 . 109.960 no C49 . C50 . H502 . 109.766 no O7 . C50 . H502 . 109.598 no H501 . C50 . H502 . 109.467 no C52 . C51 . O7 . 107.8(3) yes C52 . C51 . H511 . 109.715 no O7 . C51 . H511 . 109.509 no C52 . C51 . H512 . 110.126 no O7 . C51 . H512 . 110.196 no H511 . C51 . H512 . 109.467 no C51 . C52 . O8 . 110.7(3) yes C51 . C52 . H521 . 109.112 no O8 . C52 . H521 . 109.227 no C51 . C52 . H522 . 109.168 no O8 . C52 . H522 . 109.163 no H521 . C52 . H522 . 109.467 no N7 . C53 . C54 . 179.1(7) yes C53 . C54 . H541 . 110.933 no C53 . C54 . H542 . 110.637 no H541 . C54 . H542 . 109.467 no C53 . C54 . H543 . 108.533 no H541 . C54 . H543 . 108.605 no H542 . C54 . H543 . 108.605 no C31 . O1 . C8 . 118.5(2) yes C32 . O2 . C33 . 115.5(3) yes C34 . O3 . C35 . 112.6(3) yes C36 . O4 . C37 . 117.3(3) yes C47 . O5 . C43 . 117.2(3) yes C49 . O6 . C48 . 110.9(3) yes C51 . O7 . C50 . 113.2(3) yes C52 . O8 . C23 . 122.2(3) yes F21 . P21 . F22 . 179.36(13) yes F21 . P21 . F23 . 89.18(13) yes F22 . P21 . F23 . 90.37(14) yes F21 . P21 . F24 . 89.77(13) yes F22 . P21 . F24 . 90.67(14) yes F23 . P21 . F24 . 178.91(14) yes F21 . P21 . F25 . 90.65(11) yes F22 . P21 . F25 . 89.81(12) yes F23 . P21 . F25 . 89.88(12) yes F24 . P21 . F25 . 89.83(13) yes F21 . P21 . F26 . 88.54(11) yes F22 . P21 . F26 . 91.00(12) yes F23 . P21 . F26 . 89.88(12) yes F24 . P21 . F26 . 90.40(12) yes F25 . P21 . F26 . 179.16(12) yes F1 . P1 . F2 . 177.9(5) yes F1 . P1 . F3 . 90.9(4) yes F2 . P1 . F3 . 87.1(4) yes F1 . P1 . F4 . 93.7(5) yes F2 . P1 . F4 . 88.3(4) yes F3 . P1 . F4 . 174.7(6) yes F1 . P1 . F5 . 89.3(5) yes F2 . P1 . F5 . 90.2(4) yes F3 . P1 . F5 . 89.3(4) yes F4 . P1 . F5 . 93.5(4) yes F1 . P1 . F6 . 89.9(4) yes F2 . P1 . F6 . 90.5(4) yes F3 . P1 . F6 . 89.3(4) yes F4 . P1 . F6 . 88.0(4) yes F5 . P1 . F6 . 178.4(5) yes F3 . P11 . F11 . 88.7(4) yes F3 . P11 . F12 . 95.7(4) yes F3 . P11 . F14 . 173.9(4) yes F3 . P11 . F15 . 89.1(4) yes F3 . P11 . F16 . 93.6(3) yes F11 . P11 . F12 . 175.4(5) yes F11 . P11 . F14 . 85.5(4) yes F12 . P11 . F14 . 90.1(5) yes F11 . P11 . F15 . 91.5(4) yes F12 . P11 . F15 . 87.0(4) yes F14 . P11 . F15 . 89.1(4) yes F11 . P11 . F16 . 91.7(5) yes F12 . P11 . F16 . 89.6(4) yes F14 . P11 . F16 . 88.5(4) yes F15 . P11 . F16 . 175.8(5) yes