# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Kundig, Peter' _publ_contact_author_address ; ; _publ_contact_author_email Peter.Kundig@unige.ch loop_ _publ_author_name P.Kundig U.Xavier M.Audrey data_1 _database_code_depnum_ccdc_archive 'CCDC 806187' #TrackingRef '- kuam1.cif' _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; One of the axis is long and the detector was placed as far as possible away to ensure enought high-angle data were collected without too much of overlap (the diffractometer used dis not have a two-thata rotation.). However, the diffraction spots remained close at high 2-theta angle, which made the integration difficult in this region and the intensities at high two-theta suffer from larger errors. An heptane molecule ( C67 C66 C65 C64 C64' C65' C66') located on a 2-fold symmetry axis was found in the structure. It was refined with geometrical restrains and restrains on anisotropic dsplacement parameters. The H atoms were all located in a difference map, but those attached to carbon atoms were repositioned geometrically. The H atoms were initially refined with soft restraints on the bond lengths and angles to regularise their geometry (C---H in the range 0.93--0.98, N---H in the range 0.86--0.89 N---H to 0.86 O---H = 0.82 \%A) and U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom), after which the positions were refined with riding constraints. ; # End of 'script/refcif.dat' #end of refcif _cell_length_a 12.5930(10) _cell_length_b 12.5930(10) _cell_length_c 59.124(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 9376.1(14) _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'P 43 21 2 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -y+1/2,x+1/2,z+3/4 -x,-y,z+1/2 y+1/2,-x+1/2,z+1/4 -x+1/2,y+1/2,-z+3/4 y,x,-z x+1/2,-y+1/2,-z+1/4 -y,-x,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' 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' 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' Pd -0.9988 1.0072 19.3319 0.6987 15.5017 7.9893 5.2954 25.2052 0.6058 76.8986 5.2659 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Sb -0.5866 1.5461 19.6418 5.3034 19.0455 0.4607 5.0371 27.9074 2.6827 75.2825 4.5909 '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' _cell_formula_units_Z 4 _chemical_formula_sum 'C109 H94 F12 N2 O4 P2 Pd2 Sb2' _chemical_formula_moiety '2(C51 H40 N O2 P Pd), C7 H14, 2(F6 Sb) ' _chemical_compound_source ? _chemical_formula_weight 2242.18 _cell_measurement_reflns_used 49480 _cell_measurement_theta_min 3.6 _cell_measurement_theta_max 27.8 _cell_measurement_temperature 170 _exptl_crystal_description cube _exptl_crystal_colour yellow _exptl_crystal_size_min 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_max 0.200 _exptl_crystal_density_diffrn 1.588 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 4504 _exptl_absorpt_coefficient_mu 1.061 # Sheldrick geometric approximatio 0.81 0.81 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'XDS (Kabsch, 1993)' _exptl_absorpt_correction_T_min 0.66 _exptl_absorpt_correction_T_max 0.81 _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'IPDS (Stoe & Cie, 1996)' _computing_cell_refinement 'XDS (Kabsch, 1993)' _computing_data_reduction 'XDS (Kabsch, 1993)' _computing_structure_solution 'SHELXS 86 (Sheldrick, 1986)' _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 170 _diffrn_reflns_number 58517 _reflns_number_total 8966 _diffrn_reflns_av_R_equivalents 0.031 # Number of reflections without Friedels Law is 8966 # Number of reflections with Friedels Law is 5244 # Theoretical number of reflections is about 4525 _diffrn_reflns_theta_min 3.666 _diffrn_reflns_theta_max 25.831 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.831 _diffrn_measured_fraction_theta_full 0.989 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -72 _diffrn_reflns_limit_l_max 72 _reflns_limit_h_min -10 _reflns_limit_h_max 10 _reflns_limit_k_min 0 _reflns_limit_k_max 15 _reflns_limit_l_min 0 _reflns_limit_l_max 72 _oxford_diffrn_Wilson_B_factor 1.83 _oxford_diffrn_Wilson_scale 0.24 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.94 _refine_diff_density_max 0.73 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 8953 _refine_ls_number_restraints 39 _refine_ls_number_parameters 603 _oxford_refine_ls_R_factor_ref 0.0458 _refine_ls_wR_factor_ref 0.0965 _refine_ls_goodness_of_fit_ref 0.9205 _refine_ls_shift/su_max 0.0151026 _refine_ls_shift/su_mean 0.0002853 # The values computed from all data _oxford_reflns_number_all 8953 _refine_ls_R_factor_all 0.0458 _refine_ls_wR_factor_all 0.0965 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 8670 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_gt 0.0953 _refine_ls_abs_structure_Flack 0.09(2) _refine_ls_abs_structure_details 'Flack (1983), 0 Friedel-pairs' # 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 ad _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # 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: 4.55 5.46 1.88 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Flack, H. D. (1983). Acta Cryst. A39, 876-881. Kabsch, W. J. Appl. Cryst. 26, 795-800 (1993). Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Sheldrick, G. M. (2008). Acta Cryst A64, 112-122. Stoe & Cie (1996). IPDS Software. Stoe & Cie (1996). XRED V1.08. 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 atomsattached 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 _oxford_atom_site_special_shape _atom_site_attached_hydrogens Sb1 Sb 0.06925(3) 0.47737(3) 0.450943(7) 0.0288 1.0000 Uani . . . . . . . F2 F -0.0656(3) 0.4818(4) 0.46354(8) 0.0553 1.0000 Uani . . . . . . . F3 F 0.0133(3) 0.5249(3) 0.42359(7) 0.0463 1.0000 Uani . . . . . . . F4 F 0.0486(4) 0.3363(3) 0.44259(7) 0.0477 1.0000 Uani . . . . . . . F5 F 0.2047(3) 0.4701(4) 0.43766(9) 0.0629 1.0000 Uani . . . . . . . F6 F 0.1256(3) 0.4323(3) 0.47870(7) 0.0472 1.0000 Uani . . . . . . . F7 F 0.0963(4) 0.6166(3) 0.45944(10) 0.0700 1.0000 Uani . . . . . . . Pd8 Pd 0.23267(3) 0.56317(3) 0.538641(7) 0.0206 1.0000 Uani . . . . . . . P9 P 0.10560(10) 0.47753(10) 0.55810(2) 0.0146 1.0000 Uani . . . . . . . O10 O 0.0765(3) 0.5260(3) 0.58278(6) 0.0175 1.0000 Uani . . . . . . . C11 C 0.0247(4) 0.6244(4) 0.58172(8) 0.0173 1.0000 Uani . . . . . . . C12 C -0.0825(4) 0.6249(4) 0.57723(9) 0.0181 1.0000 Uani . . . . . . . C13 C -0.1341(4) 0.7252(4) 0.57327(9) 0.0195 1.0000 Uani . . . . . . . C14 C -0.0728(5) 0.8187(4) 0.57453(9) 0.0203 1.0000 Uani . . . . . . . C15 C -0.1219(5) 0.9190(5) 0.56984(10) 0.0262 1.0000 Uani . . . . . . . C16 C -0.2267(5) 0.9233(5) 0.56470(11) 0.0331 1.0000 Uani . . . . . . . C17 C -0.2881(5) 0.8311(5) 0.56374(11) 0.0298 1.0000 Uani . . . . . . . C18 C -0.2442(4) 0.7325(5) 0.56797(11) 0.0290 1.0000 Uani . . . . . . . H181 H -0.2860 0.6720 0.5674 0.0332 1.0000 Uiso R . . . . . . H171 H -0.3604 0.8347 0.5607 0.0409 1.0000 Uiso R . . . . . . H161 H -0.2578 0.9899 0.5617 0.0441 1.0000 Uiso R . . . . . . H151 H -0.0805 0.9808 0.5698 0.0268 1.0000 Uiso R . . . . . . C19 C 0.0360(4) 0.8134(4) 0.58032(9) 0.0199 1.0000 Uani . . . . . . . C20 C 0.0867(4) 0.7189(4) 0.58459(9) 0.0180 1.0000 Uani . . . . . . . C21 C 0.1989(4) 0.7192(4) 0.59255(9) 0.0203 1.0000 Uani . . . . . . . C22 C 0.2301(5) 0.6512(5) 0.61002(10) 0.0292 1.0000 Uani . . . . . . . C23 C 0.3320(5) 0.6581(5) 0.61893(11) 0.0338 1.0000 Uani . . . . . . . C24 C 0.4042(5) 0.7315(6) 0.61060(12) 0.0400 1.0000 Uani . . . . . . . C25 C 0.3728(5) 0.7993(5) 0.59321(12) 0.0360 1.0000 Uani . . . . . . . C26 C 0.2715(5) 0.7908(5) 0.58413(11) 0.0286 1.0000 Uani . . . . . . . H261 H 0.2519 0.8332 0.5720 0.0410 1.0000 Uiso R . . . . . . H251 H 0.4196 0.8499 0.5877 0.0491 1.0000 Uiso R . . . . . . H241 H 0.4736 0.7341 0.6163 0.0591 1.0000 Uiso R . . . . . . H231 H 0.3509 0.6170 0.6314 0.0419 1.0000 Uiso R . . . . . . H221 H 0.1842 0.5983 0.6149 0.0412 1.0000 Uiso R . . . . . . H191 H 0.0754 0.8759 0.5815 0.0230 1.0000 Uiso R . . . . . . C27 C -0.1394(4) 0.5224(4) 0.57389(9) 0.0172 1.0000 Uani . . . . . . . C28 C -0.1055(4) 0.4514(4) 0.55771(8) 0.0164 1.0000 Uani . . . . . . . O29 O -0.0097(3) 0.4740(3) 0.54608(6) 0.0161 1.0000 Uani . . . . . . . C30 C -0.1622(4) 0.3593(4) 0.55101(9) 0.0172 1.0000 Uani . . . . . . . C31 C -0.1262(4) 0.2876(4) 0.53297(9) 0.0182 1.0000 Uani . . . . . . . C32 C -0.0819(4) 0.3221(4) 0.51260(9) 0.0229 1.0000 Uani . . . . . . . C33 C -0.0520(5) 0.2494(5) 0.49596(10) 0.0293 1.0000 Uani . . . . . . . C34 C -0.0636(5) 0.1416(5) 0.49944(10) 0.0313 1.0000 Uani . . . . . . . C35 C -0.1084(5) 0.1054(4) 0.51959(10) 0.0281 1.0000 Uani . . . . . . . C36 C -0.1380(5) 0.1765(4) 0.53573(10) 0.0249 1.0000 Uani . . . . . . . H361 H -0.1670 0.1499 0.5492 0.0321 1.0000 Uiso R . . . . . . H351 H -0.1194 0.0332 0.5219 0.0381 1.0000 Uiso R . . . . . . H341 H -0.0406 0.0932 0.4885 0.0498 1.0000 Uiso R . . . . . . H331 H -0.0238 0.2729 0.4822 0.0280 1.0000 Uiso R . . . . . . H321 H -0.0741 0.3948 0.5099 0.0241 1.0000 Uiso R . . . . . . C37 C -0.2556(4) 0.3398(4) 0.56248(9) 0.0197 1.0000 Uani . . . . . . . C38 C -0.2908(4) 0.4039(4) 0.58065(9) 0.0204 1.0000 Uani . . . . . . . C39 C -0.2317(4) 0.4967(4) 0.58689(9) 0.0191 1.0000 Uani . . . . . . . C40 C -0.2665(5) 0.5584(5) 0.60541(9) 0.0265 1.0000 Uani . . . . . . . C41 C -0.3575(5) 0.5291(5) 0.61699(10) 0.0309 1.0000 Uani . . . . . . . C42 C -0.4175(5) 0.4405(5) 0.61072(10) 0.0293 1.0000 Uani . . . . . . . C43 C -0.3844(5) 0.3787(5) 0.59256(10) 0.0260 1.0000 Uani . . . . . . . H431 H -0.4249 0.3209 0.5880 0.0310 1.0000 Uiso R . . . . . . H421 H -0.4757 0.4204 0.6195 0.0430 1.0000 Uiso R . . . . . . H411 H -0.3810 0.5710 0.6290 0.0359 1.0000 Uiso R . . . . . . H401 H -0.2296 0.6197 0.6098 0.0349 1.0000 Uiso R . . . . . . H371 H -0.2970 0.2815 0.5581 0.0249 1.0000 Uiso R . . . . . . N44 N 0.1527(3) 0.3609(3) 0.56517(7) 0.0160 1.0000 Uani . . . . . . . C45 C 0.1117(4) 0.2930(4) 0.58415(9) 0.0180 1.0000 Uani . . . . . . . C46 C 0.1871(4) 0.2977(4) 0.60413(9) 0.0221 1.0000 Uani . . . . . . . C47 C 0.1625(6) 0.3684(5) 0.62161(11) 0.0348 1.0000 Uani . . . . . . . C48 C 0.2311(7) 0.3764(6) 0.64019(12) 0.0496 1.0000 Uani . . . . . . . C49 C 0.3193(7) 0.3169(7) 0.64152(12) 0.0510 1.0000 Uani . . . . . . . C50 C 0.3439(6) 0.2479(8) 0.62456(12) 0.0513 1.0000 Uani . . . . . . . C51 C 0.2755(5) 0.2356(6) 0.60561(11) 0.0402 1.0000 Uani . . . . . . . H511 H 0.2895 0.1860 0.5944 0.0520 1.0000 Uiso R . . . . . . H501 H 0.4051 0.2067 0.6256 0.0560 1.0000 Uiso R . . . . . . H491 H 0.3648 0.3280 0.6537 0.0631 1.0000 Uiso R . . . . . . H481 H 0.2122 0.4207 0.6521 0.0501 1.0000 Uiso R . . . . . . H471 H 0.1028 0.4111 0.6207 0.0329 1.0000 Uiso R . . . . . . C52 C 0.0873(5) 0.1799(4) 0.57657(10) 0.0235 1.0000 Uani . . . . . . . H522 H 0.0957 0.1330 0.5893 0.0340 1.0000 Uiso R . . . . . . H521 H 0.1353 0.1591 0.5648 0.0339 1.0000 Uiso R . . . . . . H523 H 0.0155 0.1750 0.5711 0.0342 1.0000 Uiso R . . . . . . H451 H 0.0442 0.3241 0.5890 0.0228 1.0000 Uiso R . . . . . . C53 C 0.2413(4) 0.3210(4) 0.55126(8) 0.0177 1.0000 Uani . . . . . . . C54 C 0.3288(4) 0.4015(4) 0.54819(9) 0.0212 1.0000 Uani . . . . . . . C55 C 0.3514(4) 0.4797(5) 0.56468(10) 0.0272 1.0000 Uani . . . . . . . C56 C 0.4432(5) 0.5417(6) 0.56322(11) 0.0401 1.0000 Uani . . . . . . . C57 C 0.5143(5) 0.5258(6) 0.54609(12) 0.0413 1.0000 Uani . . . . . . . C58 C 0.4954(5) 0.4503(6) 0.53012(13) 0.0410 1.0000 Uani . . . . . . . C59 C 0.4047(5) 0.3905(5) 0.53097(11) 0.0329 1.0000 Uani . . . . . . . H591 H 0.3919 0.3414 0.5197 0.0381 1.0000 Uiso R . . . . . . H581 H 0.5432 0.4404 0.5182 0.0549 1.0000 Uiso R . . . . . . H571 H 0.5777 0.5637 0.5457 0.0509 1.0000 Uiso R . . . . . . H561 H 0.4540 0.5959 0.5737 0.0420 1.0000 Uiso R . . . . . . H551 H 0.3245 0.4667 0.5800 0.0391 1.0000 Uiso R . . . . . . C60 C 0.2011(5) 0.2744(5) 0.52875(9) 0.0272 1.0000 Uani . . . . . . . H602 H 0.2483 0.2193 0.5236 0.0349 1.0000 Uiso R . . . . . . H601 H 0.1314 0.2455 0.5309 0.0350 1.0000 Uiso R . . . . . . H603 H 0.1981 0.3304 0.5177 0.0349 1.0000 Uiso R . . . . . . H531 H 0.2729 0.2615 0.5596 0.0258 1.0000 Uiso R . . . . . . C61 C 0.3294(6) 0.6826(6) 0.51991(14) 0.0489 1.0000 Uani . . . . . . . C62 C 0.2379(6) 0.6611(6) 0.50837(12) 0.0446 1.0000 Uani . . . . . . . C63 C 0.1378(6) 0.6727(5) 0.52038(12) 0.0410 1.0000 Uani . . . . . . . H621 H 0.2402 0.6287 0.4933 0.0569 1.0000 Uiso R . . . . . . H611 H 0.3919 0.7220 0.5199 0.0632 1.0000 Uiso R . . . . . . C64 C 0.8513(8) 0.7892(7) 0.50869(14) 0.0819 1.0000 Uani D U . . . . . C65 C 0.8498(11) 0.6722(9) 0.5054(2) 0.1205 1.0000 Uani D U . . . . . C66 C 0.7577(8) 0.6081(10) 0.5103(2) 0.1311 1.0000 Uani D U . . . . . C67 C 0.6661(11) 0.6661(11) 0.500000(10) 0.1362 1.0000 Uani DS TU . . . . . H672 H 0.6161 0.6546 0.5118 0.1714 1.0000 Uiso R . . . . . . H662 H 0.7478 0.6102 0.5262 0.1542 1.0000 Uiso R . . . . . . H661 H 0.7692 0.5368 0.5056 0.1542 1.0000 Uiso R . . . . . . H651 H 0.9049 0.6409 0.5147 0.2270 1.0000 Uiso R . . . . . . H652 H 0.8672 0.6625 0.4896 0.2271 1.0000 Uiso R . . . . . . H642 H 0.8203 0.8000 0.5236 0.0860 1.0000 Uiso R . . . . . . H641 H 0.9239 0.8154 0.5086 0.0861 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 Sb1 0.02282(19) 0.01723(17) 0.0464(2) 0.00597(17) -0.00440(18) 0.00303(16) F2 0.039(2) 0.060(3) 0.067(3) 0.003(2) 0.011(2) 0.023(2) F3 0.044(2) 0.044(2) 0.051(2) 0.015(2) -0.0190(19) -0.0023(19) F4 0.064(3) 0.028(2) 0.052(2) -0.0017(17) 0.009(2) -0.0001(19) F5 0.035(2) 0.063(3) 0.090(3) 0.036(3) 0.009(2) 0.006(2) F6 0.052(2) 0.040(2) 0.050(2) 0.012(2) -0.0147(19) 0.013(2) F7 0.087(4) 0.024(2) 0.099(4) 0.008(2) -0.039(3) 0.003(2) Pd8 0.01536(19) 0.0198(2) 0.02651(19) 0.00714(17) 0.00115(16) 0.00211(16) P9 0.0115(6) 0.0104(5) 0.0219(6) 0.0007(5) -0.0002(5) 0.0014(5) O10 0.0159(17) 0.0144(16) 0.0223(17) -0.0018(14) -0.0028(15) 0.0034(14) C11 0.022(3) 0.016(2) 0.014(2) 0.0010(19) -0.001(2) 0.004(2) C12 0.014(3) 0.015(3) 0.025(3) -0.001(2) 0.003(2) 0.000(2) C13 0.019(3) 0.015(2) 0.025(3) -0.005(2) 0.001(2) 0.004(2) C14 0.027(3) 0.015(2) 0.019(3) -0.002(2) 0.002(2) 0.004(2) C15 0.033(3) 0.016(3) 0.029(3) 0.004(2) -0.003(2) 0.008(2) C16 0.027(3) 0.018(3) 0.055(4) 0.001(3) 0.005(3) 0.009(3) C17 0.018(3) 0.023(3) 0.049(4) 0.004(3) 0.001(3) 0.016(2) C18 0.016(3) 0.022(3) 0.049(4) -0.002(3) -0.005(3) 0.003(2) C19 0.012(3) 0.016(2) 0.031(3) -0.003(2) 0.003(2) -0.003(2) C20 0.017(3) 0.015(2) 0.022(2) -0.002(2) -0.002(2) -0.002(2) C21 0.020(3) 0.013(2) 0.028(3) -0.002(2) -0.002(2) -0.001(2) C22 0.037(3) 0.024(3) 0.027(3) -0.001(2) -0.008(3) 0.001(3) C23 0.037(4) 0.032(3) 0.032(3) -0.005(3) -0.012(3) -0.007(3) C24 0.017(3) 0.045(4) 0.058(4) -0.013(3) -0.019(3) -0.001(3) C25 0.023(3) 0.029(3) 0.057(4) -0.001(3) -0.005(3) -0.010(3) C26 0.020(3) 0.029(3) 0.037(3) 0.007(3) 0.000(3) 0.000(2) C27 0.013(2) 0.013(2) 0.025(3) 0.003(2) -0.001(2) 0.0023(19) C28 0.013(2) 0.018(3) 0.018(2) 0.0020(19) 0.0007(19) 0.0031(19) O29 0.0111(16) 0.0129(16) 0.0243(18) 0.0007(14) -0.0010(14) 0.0007(13) C30 0.014(2) 0.013(2) 0.024(3) 0.003(2) -0.006(2) 0.0006(18) C31 0.019(3) 0.009(2) 0.027(3) -0.001(2) -0.005(2) 0.0056(19) C32 0.019(3) 0.019(3) 0.031(3) 0.000(2) -0.004(2) -0.001(2) C33 0.023(3) 0.034(3) 0.031(3) -0.003(3) -0.003(2) 0.002(2) C34 0.031(3) 0.030(3) 0.033(3) -0.018(3) 0.003(3) 0.003(3) C35 0.033(3) 0.010(2) 0.042(3) -0.004(2) -0.003(3) 0.001(2) C36 0.026(3) 0.017(3) 0.032(3) 0.001(2) -0.005(2) -0.007(2) C37 0.019(3) 0.016(3) 0.024(3) -0.002(2) -0.004(2) -0.004(2) C38 0.018(3) 0.020(3) 0.023(3) 0.004(2) -0.001(2) 0.001(2) C39 0.015(2) 0.017(3) 0.025(3) -0.002(2) -0.002(2) 0.003(2) C40 0.027(3) 0.022(3) 0.030(3) 0.001(2) 0.008(2) -0.007(3) C41 0.025(3) 0.040(4) 0.028(3) -0.007(3) 0.011(2) -0.005(3) C42 0.023(3) 0.033(3) 0.031(3) 0.004(3) 0.012(2) -0.001(3) C43 0.027(3) 0.021(3) 0.030(3) 0.007(2) 0.000(2) -0.004(2) N44 0.015(2) 0.011(2) 0.022(2) 0.0033(17) 0.0043(17) 0.0047(16) C45 0.015(3) 0.013(2) 0.026(3) -0.001(2) 0.003(2) 0.0022(19) C46 0.020(3) 0.021(3) 0.025(3) 0.008(2) 0.001(2) -0.009(2) C47 0.047(4) 0.025(3) 0.032(3) -0.002(3) 0.002(3) -0.014(3) C48 0.074(6) 0.042(4) 0.032(4) 0.003(3) -0.007(4) -0.031(4) C49 0.054(5) 0.074(6) 0.025(3) 0.012(4) -0.015(3) -0.029(4) C50 0.028(4) 0.087(6) 0.039(4) 0.025(4) -0.008(3) -0.002(4) C51 0.024(3) 0.068(5) 0.029(3) 0.015(3) -0.005(3) 0.002(3) C52 0.029(3) 0.011(2) 0.030(3) 0.001(2) -0.002(2) -0.009(2) C53 0.024(3) 0.011(2) 0.019(2) -0.0010(19) 0.002(2) 0.011(2) C54 0.017(3) 0.022(3) 0.024(3) 0.007(2) 0.004(2) 0.010(2) C55 0.016(3) 0.041(3) 0.025(3) 0.002(3) -0.002(2) 0.002(3) C56 0.026(3) 0.055(5) 0.040(4) -0.001(3) -0.011(3) -0.010(3) C57 0.013(3) 0.057(4) 0.054(4) 0.017(4) 0.000(3) 0.004(3) C58 0.030(3) 0.043(4) 0.050(4) 0.019(3) 0.017(3) 0.010(3) C59 0.034(4) 0.031(3) 0.034(3) 0.007(3) 0.022(3) 0.008(3) C60 0.034(3) 0.028(3) 0.019(3) -0.007(2) -0.005(2) 0.006(3) C61 0.030(4) 0.045(4) 0.072(5) 0.023(4) 0.016(4) -0.001(3) C62 0.054(5) 0.040(4) 0.040(4) 0.024(3) -0.006(3) -0.005(3) C63 0.045(4) 0.027(3) 0.051(4) 0.020(3) 0.007(3) 0.015(3) C64 0.089(5) 0.085(5) 0.071(6) -0.001(5) 0.020(5) -0.017(6) C65 0.141(7) 0.120(7) 0.100(7) -0.006(6) 0.020(6) -0.019(7) C66 0.140(8) 0.141(7) 0.112(8) -0.025(6) 0.017(7) -0.036(8) C67 0.143(7) 0.143(7) 0.123(10) -0.021(7) 0.021(7) -0.047(9) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.067617(9) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Sb1 . F2 . 1.855(4) yes Sb1 . F3 . 1.863(4) yes Sb1 . F4 . 1.862(4) yes Sb1 . F5 . 1.880(4) yes Sb1 . F6 . 1.876(4) yes Sb1 . F7 . 1.855(4) yes Pd8 . P9 . 2.2465(14) yes Pd8 . C54 . 2.436(5) yes Pd8 . C55 . 2.390(6) yes Pd8 . C61 . 2.230(7) yes Pd8 . C62 . 2.175(6) yes Pd8 . C63 . 2.120(6) yes P9 . O10 . 1.624(4) yes P9 . O29 . 1.617(3) yes P9 . N44 . 1.639(4) yes O10 . C11 . 1.402(6) yes C11 . C12 . 1.376(7) yes C11 . C20 . 1.433(7) yes C12 . C13 . 1.439(7) yes C12 . C27 . 1.489(7) yes C13 . C14 . 1.409(8) yes C13 . C18 . 1.425(8) yes C14 . C15 . 1.434(7) yes C14 . C19 . 1.414(8) yes C15 . C16 . 1.354(9) yes C15 . H151 . 0.937 no C16 . C17 . 1.396(9) yes C16 . H161 . 0.942 no C17 . C18 . 1.382(8) yes C17 . H171 . 0.929 no C18 . H181 . 0.927 no C19 . C20 . 1.373(7) yes C19 . H191 . 0.932 no C20 . C21 . 1.490(7) yes C21 . C22 . 1.398(8) yes C21 . C26 . 1.377(8) yes C22 . C23 . 1.390(9) yes C22 . H221 . 0.927 no C23 . C24 . 1.387(10) yes C23 . H231 . 0.930 no C24 . C25 . 1.394(10) yes C24 . H241 . 0.936 no C25 . C26 . 1.389(8) yes C25 . H251 . 0.927 no C26 . H261 . 0.926 no C27 . C28 . 1.377(7) yes C27 . C39 . 1.431(7) yes C28 . O29 . 1.418(6) yes C28 . C30 . 1.418(7) yes C30 . C31 . 1.469(7) yes C30 . C37 . 1.380(7) yes C31 . C32 . 1.397(8) yes C31 . C36 . 1.417(7) yes C32 . C33 . 1.395(8) yes C32 . H321 . 0.934 no C33 . C34 . 1.381(9) yes C33 . H331 . 0.935 no C34 . C35 . 1.395(9) yes C34 . H341 . 0.933 no C35 . C36 . 1.361(8) yes C35 . H351 . 0.929 no C36 . H361 . 0.937 no C37 . C38 . 1.415(8) yes C37 . H371 . 0.936 no C38 . C39 . 1.433(7) yes C38 . C43 . 1.410(8) yes C39 . C40 . 1.413(8) yes C40 . C41 . 1.386(8) yes C40 . H401 . 0.938 no C41 . C42 . 1.397(9) yes C41 . H411 . 0.932 no C42 . C43 . 1.390(8) yes C42 . H421 . 0.933 no C43 . H431 . 0.930 no N44 . C45 . 1.502(6) yes N44 . C53 . 1.475(6) yes C45 . C46 . 1.517(7) yes C45 . C52 . 1.524(7) yes C45 . H451 . 0.980 no C46 . C47 . 1.399(9) yes C46 . C51 . 1.362(9) yes C47 . C48 . 1.401(10) yes C47 . H471 . 0.926 no C48 . C49 . 1.341(12) yes C48 . H481 . 0.928 no C49 . C50 . 1.362(12) yes C49 . H491 . 0.931 no C50 . C51 . 1.422(9) yes C50 . H501 . 0.932 no C51 . H511 . 0.927 no C52 . H522 . 0.965 no C52 . H521 . 0.959 no C52 . H523 . 0.963 no C53 . C54 . 1.508(8) yes C53 . C60 . 1.540(7) yes C53 . H531 . 0.982 no C54 . C55 . 1.415(8) yes C54 . C59 . 1.403(7) yes C55 . C56 . 1.398(9) yes C55 . H551 . 0.980 no C56 . C57 . 1.366(10) yes C56 . H561 . 0.934 no C57 . C58 . 1.360(10) yes C57 . H571 . 0.931 no C58 . C59 . 1.368(10) yes C58 . H581 . 0.934 no C59 . H591 . 0.926 no C60 . H602 . 0.963 no C60 . H601 . 0.959 no C60 . H603 . 0.962 no C61 . C62 . 1.366(11) yes C61 . H611 . 0.930 no C62 . C63 . 1.454(10) yes C62 . H621 . 0.980 no C64 . C64 6_556 1.510(9) yes C64 . C65 . 1.486(9) yes C64 . H642 . 0.972 no C64 . H641 . 0.972 no C65 . C66 . 1.442(9) yes C65 . H651 . 0.969 no C65 . H652 . 0.970 no C66 . C67 . 1.495(17) yes C66 . H662 . 0.950 no C66 . H661 . 0.950 no C67 . H672 6_556 0.951 no C67 . H672 . 0.951 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 F2 . Sb1 . F3 . 89.56(19) yes F2 . Sb1 . F4 . 90.4(2) yes F3 . Sb1 . F4 . 91.35(19) yes F2 . Sb1 . F5 . 178.5(2) yes F3 . Sb1 . F5 . 89.8(2) yes F4 . Sb1 . F5 . 88.2(2) yes F2 . Sb1 . F6 . 90.23(19) yes F3 . Sb1 . F6 . 178.86(19) yes F4 . Sb1 . F6 . 89.77(19) yes F5 . Sb1 . F6 . 90.4(2) yes F2 . Sb1 . F7 . 91.8(2) yes F3 . Sb1 . F7 . 90.0(2) yes F4 . Sb1 . F7 . 177.4(2) yes F5 . Sb1 . F7 . 89.6(3) yes F6 . Sb1 . F7 . 88.9(2) yes P9 . Pd8 . C54 . 80.45(13) yes P9 . Pd8 . C55 . 84.52(15) yes C54 . Pd8 . C55 . 34.1(2) yes P9 . Pd8 . C61 . 165.3(2) yes C54 . Pd8 . C61 . 114.0(2) yes C55 . Pd8 . C61 . 105.9(3) yes P9 . Pd8 . C62 . 135.7(2) yes C54 . Pd8 . C62 . 130.5(3) yes C55 . Pd8 . C62 . 139.5(3) yes C61 . Pd8 . C62 . 36.1(3) yes P9 . Pd8 . C63 . 99.9(2) yes C54 . Pd8 . C63 . 160.4(3) yes C55 . Pd8 . C63 . 165.2(3) yes C61 . Pd8 . C63 . 67.4(3) yes C62 . Pd8 . C63 . 39.6(3) yes Pd8 . P9 . O10 . 116.12(14) yes Pd8 . P9 . O29 . 115.34(14) yes O10 . P9 . O29 . 101.68(18) yes Pd8 . P9 . N44 . 107.65(16) yes O10 . P9 . N44 . 100.9(2) yes O29 . P9 . N44 . 114.4(2) yes P9 . O10 . C11 . 113.4(3) yes O10 . C11 . C12 . 118.0(5) yes O10 . C11 . C20 . 118.4(4) yes C12 . C11 . C20 . 123.6(5) yes C11 . C12 . C13 . 118.5(5) yes C11 . C12 . C27 . 119.6(4) yes C13 . C12 . C27 . 121.5(5) yes C12 . C13 . C14 . 118.5(5) yes C12 . C13 . C18 . 122.1(5) yes C14 . C13 . C18 . 119.4(5) yes C13 . C14 . C15 . 119.3(5) yes C13 . C14 . C19 . 120.3(5) yes C15 . C14 . C19 . 120.4(5) yes C14 . C15 . C16 . 119.9(6) yes C14 . C15 . H151 . 119.5 no C16 . C15 . H151 . 120.6 no C15 . C16 . C17 . 121.1(6) yes C15 . C16 . H161 . 118.8 no C17 . C16 . H161 . 120.1 no C16 . C17 . C18 . 121.1(6) yes C16 . C17 . H171 . 120.8 no C18 . C17 . H171 . 118.0 no C13 . C18 . C17 . 119.2(6) yes C13 . C18 . H181 . 120.5 no C17 . C18 . H181 . 120.4 no C14 . C19 . C20 . 122.4(5) yes C14 . C19 . H191 . 119.5 no C20 . C19 . H191 . 118.1 no C11 . C20 . C19 . 116.4(5) yes C11 . C20 . C21 . 123.8(5) yes C19 . C20 . C21 . 119.8(5) yes C20 . C21 . C22 . 119.9(5) yes C20 . C21 . C26 . 121.1(5) yes C22 . C21 . C26 . 118.8(5) yes C21 . C22 . C23 . 120.1(6) yes C21 . C22 . H221 . 119.6 no C23 . C22 . H221 . 120.2 no C22 . C23 . C24 . 120.8(6) yes C22 . C23 . H231 . 120.1 no C24 . C23 . H231 . 118.9 no C23 . C24 . C25 . 119.0(6) yes C23 . C24 . H241 . 120.6 no C25 . C24 . H241 . 120.4 no C24 . C25 . C26 . 119.9(6) yes C24 . C25 . H251 . 120.2 no C26 . C25 . H251 . 120.0 no C25 . C26 . C21 . 121.4(6) yes C25 . C26 . H261 . 119.9 no C21 . C26 . H261 . 118.7 no C12 . C27 . C28 . 120.4(4) yes C12 . C27 . C39 . 121.1(5) yes C28 . C27 . C39 . 118.5(5) yes C27 . C28 . O29 . 118.0(4) yes C27 . C28 . C30 . 124.7(5) yes O29 . C28 . C30 . 117.2(4) yes C28 . O29 . P9 . 123.8(3) yes C28 . C30 . C31 . 123.4(5) yes C28 . C30 . C37 . 115.9(5) yes C31 . C30 . C37 . 120.7(5) yes C30 . C31 . C32 . 124.0(5) yes C30 . C31 . C36 . 119.5(5) yes C32 . C31 . C36 . 116.6(5) yes C31 . C32 . C33 . 120.8(5) yes C31 . C32 . H321 . 119.4 no C33 . C32 . H321 . 119.7 no C32 . C33 . C34 . 120.8(6) yes C32 . C33 . H331 . 120.5 no C34 . C33 . H331 . 118.7 no C33 . C34 . C35 . 119.4(5) yes C33 . C34 . H341 . 120.5 no C35 . C34 . H341 . 120.1 no C34 . C35 . C36 . 119.6(5) yes C34 . C35 . H351 . 120.4 no C36 . C35 . H351 . 120.0 no C31 . C36 . C35 . 122.7(6) yes C31 . C36 . H361 . 119.4 no C35 . C36 . H361 . 117.9 no C30 . C37 . C38 . 122.5(5) yes C30 . C37 . H371 . 118.6 no C38 . C37 . H371 . 118.8 no C37 . C38 . C39 . 119.9(5) yes C37 . C38 . C43 . 120.9(5) yes C39 . C38 . C43 . 119.2(5) yes C38 . C39 . C27 . 117.9(5) yes C38 . C39 . C40 . 119.2(5) yes C27 . C39 . C40 . 122.9(5) yes C39 . C40 . C41 . 119.5(5) yes C39 . C40 . H401 . 120.9 no C41 . C40 . H401 . 119.6 no C40 . C41 . C42 . 121.9(6) yes C40 . C41 . H411 . 119.2 no C42 . C41 . H411 . 118.9 no C41 . C42 . C43 . 119.4(5) yes C41 . C42 . H421 . 119.6 no C43 . C42 . H421 . 120.8 no C38 . C43 . C42 . 120.7(5) yes C38 . C43 . H431 . 119.3 no C42 . C43 . H431 . 120.0 no P9 . N44 . C45 . 125.2(3) yes P9 . N44 . C53 . 115.9(3) yes C45 . N44 . C53 . 118.9(4) yes N44 . C45 . C46 . 110.1(4) yes N44 . C45 . C52 . 112.4(4) yes C46 . C45 . C52 . 113.1(4) yes N44 . C45 . H451 . 107.0 no C46 . C45 . H451 . 107.3 no C52 . C45 . H451 . 106.6 no C45 . C46 . C47 . 117.5(5) yes C45 . C46 . C51 . 122.6(6) yes C47 . C46 . C51 . 119.9(6) yes C46 . C47 . C48 . 119.2(7) yes C46 . C47 . H471 . 120.5 no C48 . C47 . H471 . 120.2 no C47 . C48 . C49 . 121.1(7) yes C47 . C48 . H481 . 118.6 no C49 . C48 . H481 . 120.2 no C48 . C49 . C50 . 120.1(7) yes C48 . C49 . H491 . 118.2 no C50 . C49 . H491 . 121.6 no C49 . C50 . C51 . 120.8(7) yes C49 . C50 . H501 . 119.9 no C51 . C50 . H501 . 119.3 no C50 . C51 . C46 . 118.9(7) yes C50 . C51 . H511 . 121.3 no C46 . C51 . H511 . 119.8 no C45 . C52 . H522 . 108.7 no C45 . C52 . H521 . 109.9 no H522 . C52 . H521 . 109.3 no C45 . C52 . H523 . 110.4 no H522 . C52 . H523 . 109.2 no H521 . C52 . H523 . 109.3 no N44 . C53 . C54 . 113.0(4) yes N44 . C53 . C60 . 111.3(4) yes C54 . C53 . C60 . 113.1(5) yes N44 . C53 . H531 . 106.5 no C54 . C53 . H531 . 106.1 no C60 . C53 . H531 . 106.2 no C53 . C54 . Pd8 . 103.1(3) yes C53 . C54 . C55 . 122.1(5) yes Pd8 . C54 . C55 . 71.2(3) yes C53 . C54 . C59 . 121.2(5) yes Pd8 . C54 . C59 . 104.6(4) yes C55 . C54 . C59 . 115.6(5) yes Pd8 . C55 . C54 . 74.7(3) yes Pd8 . C55 . C56 . 103.4(4) yes C54 . C55 . C56 . 120.8(6) yes Pd8 . C55 . H551 . 116.8 no C54 . C55 . H551 . 116.8 no C56 . C55 . H551 . 115.9 no C55 . C56 . C57 . 120.4(7) yes C55 . C56 . H561 . 119.2 no C57 . C56 . H561 . 120.4 no C56 . C57 . C58 . 120.1(6) yes C56 . C57 . H571 . 120.3 no C58 . C57 . H571 . 119.5 no C57 . C58 . C59 . 120.3(6) yes C57 . C58 . H581 . 120.2 no C59 . C58 . H581 . 119.5 no C54 . C59 . C58 . 122.7(6) yes C54 . C59 . H591 . 118.2 no C58 . C59 . H591 . 119.1 no C53 . C60 . H602 . 110.2 no C53 . C60 . H601 . 109.4 no H602 . C60 . H601 . 109.6 no C53 . C60 . H603 . 108.7 no H602 . C60 . H603 . 109.7 no H601 . C60 . H603 . 109.3 no Pd8 . C61 . C62 . 69.7(4) yes Pd8 . C61 . H611 . 145.3 no C62 . C61 . H611 . 145.0 no C61 . C62 . Pd8 . 74.1(4) yes C61 . C62 . C63 . 117.9(7) yes Pd8 . C62 . C63 . 68.2(4) yes C61 . C62 . H621 . 120.8 no Pd8 . C62 . H621 . 120.9 no C63 . C62 . H621 . 120.7 no C62 . C63 . Pd8 . 72.2(4) yes C64 6_556 C64 . C65 . 114.7(9) yes C64 6_556 C64 . H642 . 109.6 no C65 . C64 . H642 . 104.5 no C64 6_556 C64 . H641 . 108.0 no C65 . C64 . H641 . 110.4 no H642 . C64 . H641 . 109.6 no C64 . C65 . C66 . 122.6(12) yes C64 . C65 . H651 . 108.7 no C66 . C65 . H651 . 103.6 no C64 . C65 . H652 . 104.4 no C66 . C65 . H652 . 107.6 no H651 . C65 . H652 . 109.5 no C65 . C66 . C67 . 105.5(13) yes C65 . C66 . H662 . 106.7 no C67 . C66 . H662 . 106.7 no C65 . C66 . H661 . 110.4 no C67 . C66 . H661 . 117.5 no H662 . C66 . H661 . 109.5 no C66 . C67 . C66 6_556 156.9(18) yes C66 . C67 . H672 6_556 95.3 no C66 6_556 C67 . H672 6_556 98.0 no C66 . C67 . H672 . 98.0 no C66 6_556 C67 . H672 . 95.3 no H672 6_556 C67 . H672 . 109.5 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C18 . H181 . C39 . 123 0.93 2.58 3.177(9) yes