# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Yufit, Dmitry S.' _publ_contact_author_address ; Department of Chemistry University of Durham, South Rd., Durham DH1 3LE UK ; _publ_contact_author_phone '0191 334 2004' _publ_contact_author_fax '0191 384 4737' _publ_contact_author_email d.s.yufit@durham.ac.uk _publ_contact_letter ; The CIF file contains data for the structures pzLH, 1 and 2 from the paper "Novel Redox Active N,O-Phenol Pro-Ligands: Synthesis and Characterisation of Its Phenoxyl Radical State as Hydrogen-Bonded and as Coordinated to Cu(II) and Co(III)" by G.Zats, R.Lavi, H. Arora, D.Yufit and L.Benisvy The paper will be submitted to Dalton Transaction ; loop_ _publ_author_name _publ_author_address G.Zats ; Department of Chemistry Bar-Ilan University Raman Gan 52 900 Israel ; R.Lavi ; Department of Chemistry Bar-Ilan University Raman Gan 52 900 Israel ; H.Arora ; Department of Chemistry Bar-Ilan University Raman Gan 52 900 Israel ; D.Yufit ; Department of Chemistry, University of Durham, South Rd., Durham DH1 3LE UK ; L.Benisvy ; Department of Chemistry Bar-Ilan University Raman Gan 52 900 Israel ; # data data_pzLH_DBL8 _database_code_depnum_ccdc_archive 'CCDC 820764' #TrackingRef 'web_deposit_cif_file_0_DmitryYufit_1302106661.cif' _audit_creation_method SHELXL-97 _chemical_formula_moiety 'C18 H26 N2 O' _chemical_formula_sum 'C18 H26 N2 O' _chemical_formula_weight 286.41 _chemical_melting_point ? _chemical_name_common ? _chemical_name_systematic ; 2,4-di-tert-butyl-6-(5-methyl-1H-pyrazol-3-yl)phenol ; loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_angle_alpha 90.00 _cell_angle_beta 92.412(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 12 _cell_length_a 18.0338(6) _cell_length_b 10.0401(3) _cell_length_c 27.4941(9) _cell_measurement_reflns_used 5265 _cell_measurement_temperature 120 _cell_measurement_theta_max 31.336 _cell_measurement_theta_min 2.261 _cell_volume 4973.7(3) _exptl_absorpt_coefficient_mu 0.071 _exptl_absorpt_correction_T_max ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_type none _exptl_absorpt_process_details none _exptl_crystal_F_000 1872 _exptl_crystal_colour less _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.147 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.04 _exptl_special_details ; The data collection nominally covered a full sphere of reciprocal space by a combination of 4 sets of \w scans each set at different \f and/or 2\q angles and each scan (10.00 s exposure) covering -0.300\ degrees in \w. The crystal to detector distance was 4.85 cm. ; _diffrn_ambient_temperature 120 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker SMART CCD 6000' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator Parallel,graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0848 _diffrn_reflns_av_sigmaI/netI 0.0853 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_number 59766 _diffrn_reflns_theta_full 29.00 _diffrn_reflns_theta_max 29.00 _diffrn_reflns_theta_min 1.48 _diffrn_source_current 5.0 _diffrn_source_power 0.1 _diffrn_source_target MO _diffrn_source_voltage 20.0 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 5405 _reflns_number_total 13229 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'SAINT v6.45A (Bruker, 2003)' _computing_data_collection 'SMART v5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_molecular_graphics ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_publication_material ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution ; A short history of SHELX (Sheldrick, 2007)/Bruker ; _refine_diff_density_max 0.347 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.050 _refine_ls_R_factor_all 0.1308 _refine_ls_R_factor_gt 0.0498 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 880 _refine_ls_number_reflns 13229 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_wR_factor_gt 0.0812 _refine_ls_wR_factor_ref 0.0912 _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0100P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.61478(7) 0.99109(12) 0.64323(4) 0.0237(3) Uani 1 1 d . . . N1 N 0.54726(8) 1.04120(14) 0.72151(5) 0.0239(4) Uani 1 1 d . . . N2 N 0.49508(9) 1.07720(15) 0.75296(5) 0.0235(4) Uani 1 1 d . . . C1 C 0.68059(9) 1.01213(16) 0.66847(6) 0.0187(4) Uani 1 1 d . . . C2 C 0.68116(9) 1.06447(16) 0.71621(6) 0.0186(4) Uani 1 1 d . . . C3 C 0.74887(10) 1.08761(17) 0.74075(6) 0.0215(4) Uani 1 1 d . . . C4 C 0.81623(9) 1.05798(17) 0.72039(6) 0.0201(4) Uani 1 1 d . . . C5 C 0.81303(10) 1.00402(17) 0.67353(6) 0.0213(4) Uani 1 1 d . . . C6 C 0.74731(9) 0.98024(16) 0.64656(6) 0.0194(4) Uani 1 1 d . . . C7 C 0.74763(10) 0.92017(18) 0.59497(6) 0.0222(4) Uani 1 1 d . . . C8 C 0.70575(12) 0.7864(2) 0.59356(8) 0.0303(5) Uani 1 1 d . . . C9 C 0.71271(12) 1.0179(2) 0.55759(7) 0.0282(5) Uani 1 1 d . . . C10 C 0.82673(12) 0.8905(2) 0.57925(8) 0.0305(5) Uani 1 1 d . . . C11 C 0.88939(10) 1.08465(18) 0.74877(6) 0.0232(4) Uani 1 1 d . . . C12 C 0.88784(12) 1.0203(2) 0.79931(7) 0.0326(5) Uani 1 1 d . . . C13 C 0.95611(11) 1.0284(3) 0.72288(8) 0.0392(6) Uani 1 1 d . . . C14 C 0.89993(12) 1.2352(2) 0.75445(8) 0.0335(5) Uani 1 1 d . . . C15 C 0.61114(10) 1.08936(17) 0.74083(6) 0.0204(4) Uani 1 1 d . . . C16 C 0.59837(10) 1.15676(18) 0.78476(6) 0.0235(4) Uani 1 1 d . . . C17 C 0.52357(10) 1.14667(17) 0.79118(6) 0.0224(4) Uani 1 1 d . . . C18 C 0.47509(13) 1.1966(2) 0.82991(8) 0.0300(5) Uani 1 1 d . . . H1 H 0.5764(11) 1.0038(19) 0.6641(7) 0.061(8) Uiso 1 1 d . . . H2A H 0.4473(9) 1.0608(17) 0.7436(6) 0.034(6) Uiso 1 1 d . . . H3A H 0.7489(8) 1.1288(15) 0.7727(5) 0.021(5) Uiso 1 1 d . . . H5 H 0.8587(8) 0.9822(14) 0.6582(5) 0.011(4) Uiso 1 1 d . . . H8B H 0.6528(10) 0.7936(16) 0.6023(6) 0.036(6) Uiso 1 1 d . . . H8A H 0.7068(10) 0.7476(18) 0.5613(6) 0.042(6) Uiso 1 1 d . . . H8C H 0.7300(9) 0.7231(18) 0.6166(6) 0.037(6) Uiso 1 1 d . . . H9B H 0.6613(10) 1.0472(16) 0.5669(6) 0.028(5) Uiso 1 1 d . . . H9A H 0.7100(9) 0.9780(16) 0.5241(6) 0.033(5) Uiso 1 1 d . . . H9C H 0.7431(9) 1.1028(17) 0.5560(6) 0.034(6) Uiso 1 1 d . . . H10A H 0.8234(9) 0.8552(16) 0.5453(6) 0.038(5) Uiso 1 1 d . . . H10C H 0.8599(10) 0.9725(18) 0.5782(6) 0.040(6) Uiso 1 1 d . . . H10B H 0.8517(9) 0.8208(17) 0.6019(6) 0.034(5) Uiso 1 1 d . . . H12B H 0.8470(10) 1.0580(18) 0.8187(6) 0.049(6) Uiso 1 1 d . . . H12A H 0.8804(10) 0.920(2) 0.7971(6) 0.052(7) Uiso 1 1 d . . . H12C H 0.9345(9) 1.0366(15) 0.8184(6) 0.027(5) Uiso 1 1 d . . . H13B H 0.9628(11) 1.069(2) 0.6908(7) 0.058(7) Uiso 1 1 d . . . H13A H 0.9523(10) 0.9240(18) 0.7216(6) 0.043(6) Uiso 1 1 d . . . H13C H 1.0013(11) 1.0442(19) 0.7442(7) 0.058(7) Uiso 1 1 d . . . H14B H 0.8596(10) 1.2783(18) 0.7732(6) 0.044(6) Uiso 1 1 d . . . H14A H 0.9030(10) 1.2763(19) 0.7225(7) 0.053(6) Uiso 1 1 d . . . H14C H 0.9499(10) 1.2523(18) 0.7722(6) 0.048(6) Uiso 1 1 d . . . H16 H 0.6331(9) 1.2016(16) 0.8054(6) 0.027(5) Uiso 1 1 d . . . H18B H 0.4479(11) 1.268(2) 0.8197(7) 0.052(7) Uiso 1 1 d . . . H18A H 0.4355(11) 1.1292(19) 0.8377(7) 0.057(7) Uiso 1 1 d . . . H18C H 0.5049(11) 1.2155(19) 0.8589(7) 0.063(7) Uiso 1 1 d . . . O3 O 0.61768(7) 0.50864(13) 0.48035(4) 0.0232(3) Uani 1 1 d . . . N31 N 0.54881(8) 0.46627(14) 0.55868(5) 0.0223(4) Uani 1 1 d . . . N32 N 0.49601(9) 0.43239(15) 0.58988(5) 0.0220(4) Uani 1 1 d . . . C41 C 0.68321(9) 0.48876(17) 0.50647(6) 0.0186(4) Uani 1 1 d . . . C42 C 0.68270(9) 0.44081(16) 0.55476(6) 0.0183(4) Uani 1 1 d . . . C43 C 0.75005(10) 0.41928(17) 0.57997(6) 0.0201(4) Uani 1 1 d . . . C44 C 0.81765(9) 0.44589(17) 0.55965(6) 0.0195(4) Uani 1 1 d . . . C45 C 0.81555(10) 0.49529(17) 0.51208(6) 0.0196(4) Uani 1 1 d . . . C46 C 0.75019(10) 0.51733(17) 0.48441(6) 0.0192(4) Uani 1 1 d . . . C47 C 0.75092(10) 0.57528(18) 0.43248(6) 0.0218(4) Uani 1 1 d . . . C48 C 0.71595(12) 0.4764(2) 0.39544(7) 0.0255(5) Uani 1 1 d . . . C49 C 0.70924(13) 0.7095(2) 0.43014(8) 0.0292(5) Uani 1 1 d . . . C50 C 0.83016(12) 0.6031(2) 0.41701(7) 0.0287(5) Uani 1 1 d . . . C51 C 0.89021(9) 0.42356(18) 0.58945(6) 0.0225(4) Uani 1 1 d . . . C52 C 0.95859(11) 0.4635(3) 0.56186(8) 0.0346(5) Uani 1 1 d . . . C53 C 0.89722(12) 0.2759(2) 0.60309(8) 0.0326(5) Uani 1 1 d . . . C54 C 0.88925(11) 0.5064(2) 0.63651(7) 0.0312(5) Uani 1 1 d . . . C55 C 0.61211(9) 0.41869(17) 0.57903(6) 0.0190(4) Uani 1 1 d . . . C56 C 0.59836(10) 0.35369(18) 0.62326(6) 0.0225(4) Uani 1 1 d . . . C57 C 0.52336(10) 0.36453(17) 0.62904(6) 0.0210(4) Uani 1 1 d . . . C58 C 0.47391(12) 0.3163(2) 0.66748(7) 0.0275(5) Uani 1 1 d . . . H3 H 0.5805(10) 0.4977(17) 0.5007(6) 0.038(6) Uiso 1 1 d . . . H32 H 0.4496(9) 0.4501(16) 0.5810(6) 0.025(5) Uiso 1 1 d . . . H43 H 0.7485(9) 0.3839(16) 0.6140(6) 0.032(5) Uiso 1 1 d . . . H45 H 0.8645(8) 0.5155(14) 0.4971(5) 0.013(4) Uiso 1 1 d . . . H48C H 0.7446(9) 0.3896(17) 0.3939(6) 0.032(5) Uiso 1 1 d . . . H48B H 0.7135(9) 0.5125(15) 0.3609(6) 0.027(5) Uiso 1 1 d . . . H48A H 0.6638(9) 0.4479(15) 0.4035(6) 0.026(5) Uiso 1 1 d . . . H49C H 0.7356(10) 0.7723(18) 0.4536(6) 0.043(6) Uiso 1 1 d . . . H49B H 0.7111(10) 0.7477(18) 0.3969(6) 0.048(6) Uiso 1 1 d . . . H49A H 0.6574(9) 0.7012(16) 0.4397(5) 0.025(5) Uiso 1 1 d . . . H50B H 0.8613(9) 0.5186(18) 0.4146(6) 0.037(6) Uiso 1 1 d . . . H50C H 0.8574(9) 0.6638(16) 0.4397(6) 0.027(5) Uiso 1 1 d . . . H50A H 0.8271(9) 0.6432(16) 0.3834(6) 0.032(5) Uiso 1 1 d . . . H52A H 0.9633(10) 0.4088(19) 0.5321(7) 0.053(7) Uiso 1 1 d . . . H52B H 0.9569(9) 0.5650(17) 0.5529(6) 0.030(5) Uiso 1 1 d . . . H52C H 1.0018(9) 0.4443(16) 0.5835(6) 0.034(5) Uiso 1 1 d . . . H53A H 0.8962(9) 0.2166(18) 0.5731(6) 0.042(6) Uiso 1 1 d . . . H53C H 0.9452(10) 0.2610(17) 0.6244(6) 0.040(5) Uiso 1 1 d . . . H53B H 0.8544(9) 0.2461(16) 0.6237(6) 0.033(5) Uiso 1 1 d . . . H54B H 0.8871(9) 0.6033(19) 0.6292(6) 0.040(6) Uiso 1 1 d . . . H54C H 0.9354(9) 0.4917(15) 0.6575(6) 0.031(5) Uiso 1 1 d . . . H54A H 0.8465(9) 0.4887(16) 0.6567(6) 0.029(5) Uiso 1 1 d . . . H56 H 0.6335(8) 0.3141(15) 0.6459(5) 0.026(5) Uiso 1 1 d . . . H58C H 0.5026(9) 0.3016(16) 0.6993(6) 0.033(5) Uiso 1 1 d . . . H58A H 0.4481(10) 0.237(2) 0.6580(7) 0.053(7) Uiso 1 1 d . . . H58B H 0.4353(10) 0.3824(18) 0.6742(6) 0.038(6) Uiso 1 1 d . . . O2 O 0.37931(7) 1.01637(12) 0.68369(4) 0.0237(3) Uani 1 1 d . . . N21 N 0.44790(8) 0.95998(15) 0.60665(5) 0.0228(4) Uani 1 1 d . . . N22 N 0.50041(9) 0.92418(15) 0.57559(5) 0.0227(4) Uani 1 1 d . . . C21 C 0.31371(10) 0.99151(17) 0.65826(6) 0.0197(4) Uani 1 1 d . . . C22 C 0.31397(9) 0.93727(17) 0.61113(6) 0.0186(4) Uani 1 1 d . . . C23 C 0.24616(10) 0.91016(17) 0.58643(6) 0.0207(4) Uani 1 1 d . . . C24 C 0.17881(10) 0.93752(17) 0.60669(6) 0.0203(4) Uani 1 1 d . . . C25 C 0.18118(10) 0.99512(17) 0.65346(6) 0.0202(4) Uani 1 1 d . . . C26 C 0.24650(9) 1.02386(17) 0.67982(6) 0.0190(4) Uani 1 1 d . . . C27 C 0.24616(10) 1.08976(18) 0.73069(6) 0.0217(4) Uani 1 1 d . . . C28 C 0.28096(11) 0.9966(2) 0.76959(7) 0.0268(5) Uani 1 1 d . . . C29 C 0.28849(12) 1.2235(2) 0.73023(8) 0.0281(5) Uani 1 1 d . . . C30 C 0.16696(11) 1.1215(2) 0.74535(7) 0.0265(5) Uani 1 1 d . . . C31 C 0.10387(10) 0.91147(18) 0.58023(6) 0.0229(4) Uani 1 1 d . . . C32 C 0.11220(12) 0.8435(2) 0.53106(7) 0.0382(5) Uani 1 1 d . . . C33 C 0.05593(12) 0.8210(3) 0.61117(8) 0.0412(6) Uani 1 1 d . . . C34 C 0.06271(13) 1.0440(2) 0.57138(9) 0.0450(6) Uani 1 1 d . . . C35 C 0.38396(10) 0.91251(17) 0.58671(6) 0.0201(4) Uani 1 1 d . . . C36 C 0.39737(10) 0.84501(18) 0.54292(6) 0.0223(4) Uani 1 1 d . . . C37 C 0.47239(10) 0.85508(17) 0.53690(6) 0.0222(4) Uani 1 1 d . . . C38 C 0.52155(12) 0.8062(2) 0.49843(8) 0.0276(5) Uani 1 1 d . . . H2 H 0.4160(10) 1.0005(17) 0.6631(6) 0.038(6) Uiso 1 1 d . . . H22 H 0.5474(10) 0.9434(18) 0.5845(6) 0.043(6) Uiso 1 1 d . . . H23 H 0.2479(8) 0.8724(15) 0.5529(5) 0.022(5) Uiso 1 1 d . . . H25 H 0.1327(8) 1.0156(14) 0.6674(5) 0.014(4) Uiso 1 1 d . . . H28A H 0.2509(9) 0.9128(16) 0.7730(5) 0.023(5) Uiso 1 1 d . . . H28C H 0.2856(9) 1.0428(16) 0.8023(6) 0.033(5) Uiso 1 1 d . . . H28B H 0.3335(10) 0.9670(17) 0.7611(6) 0.037(5) Uiso 1 1 d . . . H29A H 0.2643(9) 1.2822(17) 0.7062(6) 0.033(5) Uiso 1 1 d . . . H29B H 0.3422(9) 1.2148(15) 0.7217(5) 0.025(5) Uiso 1 1 d . . . H29C H 0.2849(9) 1.2700(16) 0.7628(6) 0.034(5) Uiso 1 1 d . . . H30B H 0.1429(10) 1.1819(18) 0.7215(6) 0.043(6) Uiso 1 1 d . . . H30A H 0.1341(9) 1.0386(17) 0.7490(5) 0.030(5) Uiso 1 1 d . . . H30C H 0.1700(9) 1.1689(16) 0.7778(6) 0.029(5) Uiso 1 1 d . . . H32C H 0.1398(11) 0.9107(19) 0.5092(7) 0.052(6) Uiso 1 1 d . . . H32A H 0.0634(11) 0.8269(19) 0.5146(7) 0.065(7) Uiso 1 1 d . . . H32B H 0.1363(11) 0.751(2) 0.5382(7) 0.061(7) Uiso 1 1 d . . . H33A H 0.0045(11) 0.8071(18) 0.5933(7) 0.061(7) Uiso 1 1 d . . . H33C H 0.0453(11) 0.8634(19) 0.6447(7) 0.058(7) Uiso 1 1 d . . . H33B H 0.0813(11) 0.733(2) 0.6178(7) 0.066(8) Uiso 1 1 d . . . H34B H 0.0931(12) 1.099(2) 0.5443(8) 0.076(8) Uiso 1 1 d . . . H34C H 0.0530(11) 1.0900(19) 0.6056(7) 0.059(7) Uiso 1 1 d . . . H34A H 0.0137(11) 1.0224(18) 0.5561(7) 0.053(6) Uiso 1 1 d . . . H36 H 0.3633(9) 0.8026(15) 0.5208(5) 0.026(5) Uiso 1 1 d . . . H38A H 0.4922(10) 0.7923(17) 0.4682(6) 0.043(6) Uiso 1 1 d . . . H38C H 0.5610(11) 0.8721(19) 0.4905(7) 0.056(7) Uiso 1 1 d . . . H38B H 0.5451(10) 0.7247(19) 0.5076(6) 0.041(6) Uiso 1 1 d . . . 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 O1 0.0179(7) 0.0313(8) 0.0218(7) -0.0038(6) -0.0004(6) -0.0007(6) N1 0.0205(9) 0.0281(10) 0.0232(8) -0.0024(7) 0.0028(7) 0.0006(7) N2 0.0180(9) 0.0300(10) 0.0227(8) -0.0015(7) 0.0028(8) 0.0012(7) C1 0.0190(10) 0.0176(10) 0.0192(9) 0.0011(7) -0.0039(8) -0.0008(8) C2 0.0181(10) 0.0161(10) 0.0216(9) 0.0024(7) 0.0016(8) -0.0005(8) C3 0.0245(11) 0.0193(11) 0.0207(10) 0.0001(8) 0.0000(9) -0.0007(8) C4 0.0175(10) 0.0190(10) 0.0235(10) 0.0034(8) -0.0017(8) -0.0011(8) C5 0.0198(10) 0.0213(11) 0.0232(10) 0.0022(8) 0.0039(8) 0.0019(8) C6 0.0216(10) 0.0172(10) 0.0193(9) 0.0029(7) 0.0005(8) -0.0013(8) C7 0.0217(10) 0.0246(11) 0.0205(9) -0.0035(8) 0.0028(8) -0.0002(8) C8 0.0329(14) 0.0268(13) 0.0314(12) -0.0057(10) 0.0050(11) -0.0022(10) C9 0.0287(12) 0.0338(14) 0.0223(10) 0.0011(9) 0.0022(9) -0.0007(10) C10 0.0279(12) 0.0364(14) 0.0276(11) -0.0063(10) 0.0067(10) 0.0013(10) C11 0.0200(10) 0.0267(12) 0.0229(10) -0.0002(8) 0.0007(8) 0.0002(8) C12 0.0267(12) 0.0411(15) 0.0293(11) 0.0043(10) -0.0086(10) -0.0027(10) C13 0.0190(12) 0.0605(18) 0.0378(13) -0.0073(12) -0.0015(10) 0.0045(11) C14 0.0307(12) 0.0336(13) 0.0356(13) -0.0017(10) -0.0066(11) -0.0088(10) C15 0.0208(10) 0.0191(11) 0.0211(9) 0.0013(8) -0.0014(8) 0.0010(8) C16 0.0240(11) 0.0228(11) 0.0238(10) -0.0019(8) -0.0005(9) -0.0016(9) C17 0.0241(11) 0.0204(11) 0.0228(10) 0.0003(8) 0.0025(8) 0.0017(8) C18 0.0267(12) 0.0313(14) 0.0324(12) -0.0036(10) 0.0060(10) 0.0010(10) O3 0.0166(7) 0.0321(9) 0.0208(7) 0.0035(6) 0.0001(6) 0.0011(6) N31 0.0174(8) 0.0293(10) 0.0205(8) 0.0029(7) 0.0027(7) 0.0000(7) N32 0.0161(9) 0.0288(10) 0.0211(8) 0.0008(7) 0.0014(7) 0.0005(7) C41 0.0182(10) 0.0186(11) 0.0187(9) -0.0009(8) -0.0013(8) 0.0013(8) C42 0.0195(10) 0.0166(10) 0.0188(9) -0.0011(7) 0.0009(8) -0.0006(8) C43 0.0226(11) 0.0210(11) 0.0166(9) -0.0002(8) 0.0008(8) -0.0005(8) C44 0.0196(10) 0.0193(11) 0.0194(9) -0.0016(8) -0.0004(8) 0.0010(8) C45 0.0178(10) 0.0196(11) 0.0217(9) -0.0026(8) 0.0041(8) -0.0009(8) C46 0.0224(10) 0.0172(10) 0.0179(9) -0.0024(8) 0.0010(8) 0.0011(8) C47 0.0214(11) 0.0237(12) 0.0202(9) 0.0008(8) 0.0017(8) 0.0020(8) C48 0.0259(12) 0.0303(13) 0.0204(10) -0.0021(9) 0.0022(9) 0.0028(10) C49 0.0321(13) 0.0278(13) 0.0280(12) 0.0049(10) 0.0047(11) 0.0020(10) C50 0.0278(12) 0.0367(14) 0.0220(11) 0.0022(10) 0.0035(10) -0.0032(10) C51 0.0163(10) 0.0293(12) 0.0217(10) 0.0019(8) 0.0007(8) 0.0007(8) C52 0.0191(11) 0.0556(17) 0.0288(12) 0.0029(11) -0.0008(9) -0.0022(10) C53 0.0295(12) 0.0355(14) 0.0324(12) 0.0026(10) -0.0048(10) 0.0057(9) C54 0.0239(11) 0.0432(15) 0.0262(11) -0.0032(10) -0.0036(9) -0.0012(10) C55 0.0188(10) 0.0187(11) 0.0196(9) -0.0008(7) 0.0006(8) -0.0017(8) C56 0.0224(11) 0.0218(11) 0.0234(10) 0.0046(8) 0.0004(9) -0.0008(8) C57 0.0221(11) 0.0201(11) 0.0209(9) -0.0013(8) 0.0001(8) -0.0014(8) C58 0.0256(12) 0.0308(14) 0.0266(11) 0.0062(10) 0.0060(10) -0.0018(10) O2 0.0160(7) 0.0333(8) 0.0217(7) -0.0046(6) 0.0014(6) -0.0019(6) N21 0.0174(8) 0.0301(10) 0.0209(8) -0.0037(7) 0.0021(7) -0.0002(7) N22 0.0169(9) 0.0281(10) 0.0234(8) -0.0011(7) 0.0029(8) 0.0004(7) C21 0.0201(10) 0.0183(10) 0.0204(9) 0.0025(8) -0.0022(8) -0.0022(8) C22 0.0185(10) 0.0181(10) 0.0194(9) 0.0010(7) 0.0006(8) -0.0002(8) C23 0.0242(11) 0.0204(11) 0.0174(9) -0.0007(8) -0.0004(8) -0.0001(8) C24 0.0223(11) 0.0187(10) 0.0200(9) 0.0019(8) 0.0011(8) 0.0004(8) C25 0.0174(10) 0.0220(11) 0.0216(9) 0.0025(8) 0.0039(8) 0.0018(8) C26 0.0208(10) 0.0179(10) 0.0184(9) 0.0004(7) 0.0027(8) 0.0006(8) C27 0.0236(11) 0.0217(11) 0.0199(9) 0.0001(8) 0.0011(8) -0.0021(8) C28 0.0256(11) 0.0336(13) 0.0212(10) 0.0008(9) 0.0012(9) -0.0052(10) C29 0.0312(12) 0.0241(12) 0.0295(12) -0.0052(9) 0.0060(10) -0.0041(9) C30 0.0261(11) 0.0292(13) 0.0245(11) -0.0044(9) 0.0042(9) -0.0006(9) C31 0.0181(10) 0.0270(12) 0.0232(10) -0.0004(8) -0.0036(8) -0.0004(8) C32 0.0308(12) 0.0538(17) 0.0293(11) -0.0118(11) -0.0062(10) -0.0023(11) C33 0.0315(13) 0.0561(17) 0.0357(12) 0.0018(11) -0.0027(11) -0.0141(11) C34 0.0374(13) 0.0419(15) 0.0537(15) -0.0057(12) -0.0217(12) 0.0081(11) C35 0.0200(10) 0.0190(11) 0.0211(9) 0.0013(8) -0.0009(8) 0.0007(8) C36 0.0216(11) 0.0216(11) 0.0237(10) -0.0033(8) 0.0015(9) 0.0000(8) C37 0.0262(11) 0.0183(11) 0.0221(9) 0.0001(8) 0.0016(8) 0.0013(8) C38 0.0265(12) 0.0268(13) 0.0297(12) -0.0045(9) 0.0052(10) 0.0038(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.3659(18) . ? O1 H1 0.93(2) . ? N1 N2 1.3535(19) . ? N1 C15 1.338(2) . ? N2 C17 1.345(2) . ? N2 H2A 0.904(17) . ? C1 C2 1.414(2) . ? C1 C6 1.405(2) . ? C2 C3 1.389(2) . ? C2 C15 1.479(2) . ? C3 C4 1.391(2) . ? C3 H3A 0.972(15) . ? C4 C5 1.397(2) . ? C4 C11 1.528(2) . ? C5 C6 1.392(2) . ? C5 H5 0.966(14) . ? C6 C7 1.541(2) . ? C7 C8 1.541(3) . ? C7 C9 1.537(2) . ? C7 C10 1.537(3) . ? C8 H8B 0.998(17) . ? C8 H8A 0.969(17) . ? C8 H8C 0.987(17) . ? C9 H9B 1.016(17) . ? C9 H9A 1.002(16) . ? C9 H9C 1.015(17) . ? C10 H10A 0.999(17) . ? C10 H10C 1.019(18) . ? C10 H10B 1.028(17) . ? C11 C12 1.534(2) . ? C11 C13 1.531(3) . ? C11 C14 1.531(3) . ? C12 H12B 1.001(18) . ? C12 H12A 1.021(19) . ? C12 H12C 0.986(16) . ? C13 H13B 0.983(19) . ? C13 H13A 1.051(18) . ? C13 H13C 1.00(2) . ? C14 H14B 1.006(17) . ? C14 H14A 0.975(18) . ? C14 H14C 1.021(18) . ? C15 C16 1.412(2) . ? C16 C17 1.371(2) . ? C16 H16 0.942(16) . ? C17 C18 1.493(3) . ? C18 H18B 0.908(19) . ? C18 H18A 1.01(2) . ? C18 H18C 0.96(2) . ? O3 C41 1.3713(18) . ? O3 H3 0.899(17) . ? N31 N32 1.3517(18) . ? N31 C55 1.338(2) . ? N32 C57 1.350(2) . ? N32 H32 0.879(16) . ? C41 C42 1.413(2) . ? C41 C46 1.404(2) . ? C42 C43 1.390(2) . ? C42 C55 1.479(2) . ? C43 C44 1.388(2) . ? C43 H43 1.003(16) . ? C44 C45 1.398(2) . ? C44 C51 1.531(2) . ? C45 C46 1.393(2) . ? C45 H45 1.010(14) . ? C46 C47 1.543(2) . ? C47 C48 1.538(2) . ? C47 C49 1.543(2) . ? C47 C50 1.534(3) . ? C48 H48C 1.015(17) . ? C48 H48B 1.017(15) . ? C48 H48A 1.016(16) . ? C49 H49C 1.007(18) . ? C49 H49B 0.994(17) . ? C49 H49A 0.986(16) . ? C50 H50B 1.020(17) . ? C50 H50C 0.989(16) . ? C50 H50A 1.009(16) . ? C51 C52 1.528(2) . ? C51 C53 1.533(3) . ? C51 C54 1.539(2) . ? C52 H52A 0.991(19) . ? C52 H52B 1.049(16) . ? C52 H52C 0.979(17) . ? C53 H53A 1.016(17) . ? C53 H53C 1.035(17) . ? C53 H53B 1.021(16) . ? C54 H54B 0.994(18) . ? C54 H54C 1.004(17) . ? C54 H54A 0.985(16) . ? C55 C56 1.411(2) . ? C56 C57 1.373(2) . ? C56 H56 0.957(15) . ? C57 C58 1.492(2) . ? C58 H58C 1.009(16) . ? C58 H58A 0.95(2) . ? C58 H58B 0.985(17) . ? O2 C21 1.3716(19) . ? O2 H2 0.903(17) . ? N21 N22 1.3503(18) . ? N21 C35 1.343(2) . ? N22 C37 1.350(2) . ? N22 H22 0.894(18) . ? C21 C22 1.406(2) . ? C21 C26 1.410(2) . ? C22 C23 1.400(2) . ? C22 C35 1.476(2) . ? C23 C24 1.385(2) . ? C23 H23 0.998(15) . ? C24 C25 1.409(2) . ? C24 C31 1.530(2) . ? C25 C26 1.387(2) . ? C25 H25 0.991(14) . ? C26 C27 1.547(2) . ? C27 C28 1.535(2) . ? C27 C29 1.545(2) . ? C27 C30 1.534(2) . ? C28 H28A 1.008(16) . ? C28 H28C 1.011(16) . ? C28 H28B 1.029(17) . ? C29 H29A 0.974(16) . ? C29 H29B 1.009(15) . ? C29 H29C 1.014(16) . ? C30 H30B 0.981(18) . ? C30 H30A 1.029(16) . ? C30 H30C 1.010(16) . ? C31 C32 1.527(2) . ? C31 C33 1.535(3) . ? C31 C34 1.538(3) . ? C32 H32C 1.043(19) . ? C32 H32A 0.99(2) . ? C32 H32B 1.04(2) . ? C33 H33A 1.040(19) . ? C33 H33C 1.040(19) . ? C33 H33B 1.01(2) . ? C34 H34B 1.09(2) . ? C34 H34C 1.068(19) . ? C34 H34A 0.99(2) . ? C35 C36 1.411(2) . ? C36 C37 1.374(2) . ? C36 H36 0.948(15) . ? C37 C38 1.492(2) . ? C38 H38A 0.976(18) . ? C38 H38C 1.00(2) . ? C38 H38B 0.951(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C2 120.10(16) . . ? O1 C1 C6 119.24(15) . . ? N1 N2 H2A 116.7(11) . . ? N1 C15 C2 119.64(16) . . ? N1 C15 C16 110.12(16) . . ? N2 C17 C16 106.45(16) . . ? N2 C17 C18 121.02(17) . . ? C1 O1 H1 108.6(12) . . ? C1 C2 C15 120.98(16) . . ? C1 C6 C7 121.34(15) . . ? C2 C3 C4 122.23(17) . . ? C2 C3 H3A 118.5(10) . . ? C3 C2 C1 119.01(17) . . ? C3 C2 C15 119.95(16) . . ? C3 C4 C5 116.83(16) . . ? C3 C4 C11 120.46(16) . . ? C4 C3 H3A 119.3(9) . . ? C4 C5 H5 119.2(8) . . ? C4 C11 C12 109.92(15) . . ? C4 C11 C13 112.12(16) . . ? C4 C11 C14 109.02(15) . . ? C5 C4 C11 122.71(17) . . ? C5 C6 C1 117.24(16) . . ? C5 C6 C7 121.41(16) . . ? C6 C1 C2 120.66(15) . . ? C6 C5 C4 124.00(18) . . ? C6 C5 H5 116.8(8) . . ? C7 C8 H8B 113.8(10) . . ? C7 C8 H8A 110.2(11) . . ? C7 C8 H8C 110.0(11) . . ? C7 C9 H9B 111.7(9) . . ? C7 C9 H9A 111.2(10) . . ? C7 C9 H9C 111.0(10) . . ? C7 C10 H10A 108.2(10) . . ? C7 C10 H10C 113.8(10) . . ? C7 C10 H10B 110.5(9) . . ? C8 C7 C6 110.09(15) . . ? C9 C7 C6 110.39(15) . . ? C9 C7 C8 110.68(16) . . ? C9 C7 C10 107.15(16) . . ? C10 C7 C6 111.97(15) . . ? C10 C7 C8 106.46(17) . . ? C11 C12 H12B 111.4(11) . . ? C11 C12 H12A 111.7(10) . . ? C11 C12 H12C 111.3(9) . . ? C11 C13 H13B 113.3(12) . . ? C11 C13 H13A 109.3(10) . . ? C11 C13 H13C 107.9(11) . . ? C11 C14 H14B 112.7(11) . . ? C11 C14 H14A 109.7(11) . . ? C11 C14 H14C 108.5(10) . . ? C13 C11 C12 108.09(17) . . ? C14 C11 C12 109.28(17) . . ? C14 C11 C13 108.35(18) . . ? C15 N1 N2 105.07(14) . . ? C15 C16 H16 128.0(10) . . ? C16 C15 C2 130.22(17) . . ? C16 C17 C18 132.53(18) . . ? C17 N2 N1 112.61(15) . . ? C17 N2 H2A 130.2(11) . . ? C17 C16 C15 105.75(17) . . ? C17 C16 H16 126.3(10) . . ? C17 C18 H18B 111.8(12) . . ? C17 C18 H18A 111.4(11) . . ? C17 C18 H18C 109.5(12) . . ? H8B C8 H8A 107.8(14) . . ? H8B C8 H8C 107.1(14) . . ? H8A C8 H8C 107.7(15) . . ? H9B C9 H9A 109.7(13) . . ? H9B C9 H9C 105.6(13) . . ? H9A C9 H9C 107.5(13) . . ? H10A C10 H10C 105.9(13) . . ? H10A C10 H10B 109.4(13) . . ? H10C C10 H10B 108.9(13) . . ? H12B C12 H12A 107.9(15) . . ? H12B C12 H12C 106.7(14) . . ? H12A C12 H12C 107.6(14) . . ? H13B C13 H13A 112.9(15) . . ? H13B C13 H13C 109.6(16) . . ? H13A C13 H13C 103.3(14) . . ? H14B C14 H14A 110.4(15) . . ? H14B C14 H14C 109.1(14) . . ? H14A C14 H14C 106.1(15) . . ? H18B C18 H18A 102.6(16) . . ? H18B C18 H18C 112.0(17) . . ? H18A C18 H18C 109.4(15) . . ? O3 C41 C42 120.15(16) . . ? O3 C41 C46 118.83(15) . . ? N31 N32 H32 117.4(11) . . ? N31 C55 C42 119.55(15) . . ? N31 C55 C56 110.34(16) . . ? N32 C57 C56 106.05(16) . . ? N32 C57 C58 121.31(17) . . ? C41 O3 H3 107.8(11) . . ? C41 C42 C55 121.00(15) . . ? C41 C46 C47 121.20(15) . . ? C42 C43 H43 117.5(10) . . ? C43 C42 C41 118.80(17) . . ? C43 C42 C55 120.17(16) . . ? C43 C44 C45 117.08(16) . . ? C43 C44 C51 120.12(15) . . ? C44 C43 C42 122.22(17) . . ? C44 C43 H43 120.2(10) . . ? C44 C45 H45 117.5(8) . . ? C44 C51 C53 109.42(15) . . ? C44 C51 C54 109.34(15) . . ? C45 C44 C51 122.79(16) . . ? C45 C46 C41 117.08(15) . . ? C45 C46 C47 121.69(16) . . ? C46 C41 C42 121.02(15) . . ? C46 C45 C44 123.79(17) . . ? C46 C45 H45 118.7(8) . . ? C46 C47 C49 110.18(15) . . ? C47 C48 H48C 112.7(10) . . ? C47 C48 H48B 112.9(9) . . ? C47 C48 H48A 113.2(9) . . ? C47 C49 H49C 107.7(11) . . ? C47 C49 H49B 109.9(11) . . ? C47 C49 H49A 112.4(10) . . ? C47 C50 H50B 112.8(10) . . ? C47 C50 H50C 112.5(9) . . ? C47 C50 H50A 108.1(10) . . ? C48 C47 C46 110.50(15) . . ? C48 C47 C49 110.53(16) . . ? C50 C47 C46 111.69(15) . . ? C50 C47 C48 107.14(15) . . ? C50 C47 C49 106.70(16) . . ? C51 C52 H52A 111.3(11) . . ? C51 C52 H52B 110.9(9) . . ? C51 C52 H52C 106.6(10) . . ? C51 C53 H53A 111.7(10) . . ? C51 C53 H53C 109.7(10) . . ? C51 C53 H53B 111.3(10) . . ? C51 C54 H54B 111.1(10) . . ? C51 C54 H54C 111.4(9) . . ? C51 C54 H54A 114.4(10) . . ? C52 C51 C44 112.67(15) . . ? C52 C51 C53 108.37(17) . . ? C52 C51 C54 108.27(16) . . ? C53 C51 C54 108.70(16) . . ? C55 N31 N32 104.85(14) . . ? C55 C56 H56 128.2(9) . . ? C56 C55 C42 130.10(16) . . ? C56 C57 C58 132.64(17) . . ? C57 N32 N31 112.93(15) . . ? C57 N32 H32 129.4(11) . . ? C57 C56 C55 105.83(16) . . ? C57 C56 H56 125.9(9) . . ? C57 C58 H58C 111.2(9) . . ? C57 C58 H58A 112.1(11) . . ? C57 C58 H58B 111.2(10) . . ? H48C C48 H48B 105.6(12) . . ? H48C C48 H48A 104.1(13) . . ? H48B C48 H48A 107.5(13) . . ? H49C C49 H49B 108.4(15) . . ? H49C C49 H49A 108.1(13) . . ? H49B C49 H49A 110.4(14) . . ? H50B C50 H50C 107.0(13) . . ? H50B C50 H50A 106.4(13) . . ? H50C C50 H50A 109.9(13) . . ? H52A C52 H52B 110.3(14) . . ? H52A C52 H52C 107.3(14) . . ? H52B C52 H52C 110.4(13) . . ? H53A C53 H53C 111.1(13) . . ? H53A C53 H53B 106.8(13) . . ? H53C C53 H53B 106.1(12) . . ? H54B C54 H54C 106.6(13) . . ? H54B C54 H54A 105.5(13) . . ? H54C C54 H54A 107.3(12) . . ? H58C C58 H58A 110.1(15) . . ? H58C C58 H58B 106.2(13) . . ? H58A C58 H58B 105.7(15) . . ? O2 C21 C22 120.28(16) . . ? O2 C21 C26 118.83(15) . . ? N21 N22 H22 116.8(12) . . ? N21 C35 C22 119.38(16) . . ? N21 C35 C36 110.10(16) . . ? N22 C37 C36 106.32(16) . . ? N22 C37 C38 120.91(17) . . ? C21 O2 H2 106.7(11) . . ? C21 C22 C35 121.39(16) . . ? C21 C26 C27 120.99(15) . . ? C22 C21 C26 120.89(16) . . ? C22 C23 H23 117.4(9) . . ? C23 C22 C21 119.06(17) . . ? C23 C22 C35 119.52(16) . . ? C23 C24 C25 117.07(16) . . ? C23 C24 C31 123.16(16) . . ? C24 C23 C22 121.94(17) . . ? C24 C23 H23 120.6(9) . . ? C24 C25 H25 116.3(8) . . ? C24 C31 C33 110.15(15) . . ? C24 C31 C34 109.76(15) . . ? C25 C24 C31 119.76(16) . . ? C25 C26 C21 117.29(16) . . ? C25 C26 C27 121.71(16) . . ? C26 C25 C24 123.70(17) . . ? C26 C25 H25 120.0(8) . . ? C27 C28 H28A 111.5(9) . . ? C27 C28 H28C 110.9(10) . . ? C27 C28 H28B 111.8(9) . . ? C27 C29 H29A 108.9(10) . . ? C27 C29 H29B 113.9(9) . . ? C27 C29 H29C 110.0(9) . . ? C27 C30 H30B 110.1(10) . . ? C27 C30 H30A 113.9(9) . . ? C27 C30 H30C 108.2(9) . . ? C28 C27 C26 110.63(15) . . ? C28 C27 C29 110.34(16) . . ? C29 C27 C26 110.09(15) . . ? C30 C27 C26 111.44(15) . . ? C30 C27 C28 107.56(16) . . ? C30 C27 C29 106.69(16) . . ? C31 C32 H32C 106.7(10) . . ? C31 C32 H32A 111.3(11) . . ? C31 C32 H32B 106.7(11) . . ? C31 C33 H33A 109.3(10) . . ? C31 C33 H33C 112.2(11) . . ? C31 C33 H33B 110.9(12) . . ? C31 C34 H34B 107.0(12) . . ? C31 C34 H34C 109.3(11) . . ? C31 C34 H34A 107.2(11) . . ? C32 C31 C24 112.30(16) . . ? C32 C31 C33 107.75(17) . . ? C32 C31 C34 108.12(17) . . ? C33 C31 C34 108.67(18) . . ? C35 N21 N22 105.09(14) . . ? C35 C36 H36 129.4(10) . . ? C36 C35 C22 130.52(17) . . ? C36 C37 C38 132.77(17) . . ? C37 N22 N21 112.69(15) . . ? C37 N22 H22 130.3(12) . . ? C37 C36 C35 105.80(16) . . ? C37 C36 H36 124.8(9) . . ? C37 C38 H38A 109.5(10) . . ? C37 C38 H38C 112.7(11) . . ? C37 C38 H38B 111.5(11) . . ? H28A C28 H28C 109.0(13) . . ? H28A C28 H28B 106.5(13) . . ? H28C C28 H28B 106.9(13) . . ? H29A C29 H29B 107.5(13) . . ? H29A C29 H29C 106.0(13) . . ? H29B C29 H29C 110.1(13) . . ? H30B C30 H30A 109.0(14) . . ? H30B C30 H30C 107.8(14) . . ? H30A C30 H30C 107.7(12) . . ? H32C C32 H32A 106.4(15) . . ? H32C C32 H32B 118.6(15) . . ? H32A C32 H32B 107.1(16) . . ? H33A C33 H33C 106.1(15) . . ? H33A C33 H33B 110.8(15) . . ? H33C C33 H33B 107.3(15) . . ? H34B C34 H34C 119.1(15) . . ? H34B C34 H34A 106.7(15) . . ? H34C C34 H34A 107.0(15) . . ? H38A C38 H38C 105.9(14) . . ? H38A C38 H38B 108.8(15) . . ? H38C C38 H38B 108.3(15) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 N1 0.93(2) 1.725(19) 2.5669(19) 149.5(18) . N2 H2A O2 0.904(17) 2.060(17) 2.8326(19) 142.7(15) . O3 H3 N31 0.899(17) 1.744(17) 2.5665(19) 150.9(16) . N32 H32 O3 0.879(16) 2.078(16) 2.8194(19) 141.4(15) 3_666 O2 H2 N21 0.903(17) 1.727(16) 2.5607(19) 152.3(16) . N22 H22 O1 0.894(18) 2.036(18) 2.8000(19) 142.7(16) . #==END data_2_DBL10 _database_code_depnum_ccdc_archive 'CCDC 820765' #TrackingRef 'web_deposit_cif_file_0_DmitryYufit_1302106661.cif' _audit_creation_method SHELXL-97 _chemical_formula_moiety '2(C18 H25 Cu0.5 N2 O)' _chemical_formula_sum 'C36 H50 Cu N4 O2' _chemical_formula_weight 634.34 _chemical_melting_point ? _chemical_name_common ? _chemical_name_systematic ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_angle_alpha 90.00 _cell_angle_beta 91.830(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 17.3973(5) _cell_length_b 10.2763(3) _cell_length_c 9.3303(3) _cell_measurement_reflns_used 4602 _cell_measurement_temperature 120 _cell_measurement_theta_max 31.071 _cell_measurement_theta_min 2.302 _cell_volume 1667.22(9) _exptl_absorpt_coefficient_mu 0.692 _exptl_absorpt_correction_T_max ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_crystal_F_000 678 _exptl_crystal_colour brown _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier yellowish _exptl_crystal_colour_primary brown _exptl_crystal_density_diffrn 1.264 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.02 _exptl_special_details ; The data collection nominally covered a full sphere of reciprocal space by a combination of 4 sets of \w scans each set at different \f and/or 2\q angles and each scan (10.00 s exposure) covering -0.200\ degrees in \w. The crystal to detector distance was 4.85 cm. ; _diffrn_ambient_temperature 120 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker SMART CCD 6000 area detector' _diffrn_measurement_method '/w scans' _diffrn_radiation_monochromator Parallel,graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0766 _diffrn_reflns_av_sigmaI/netI 0.0556 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 19992 _diffrn_reflns_theta_full 29.00 _diffrn_reflns_theta_max 29.00 _diffrn_reflns_theta_min 2.30 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3096 _reflns_number_total 4422 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'SAINT v6.45A (Bruker, 2003)' _computing_data_collection 'SMART v5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_molecular_graphics ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_publication_material ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution ; A short history of SHELX (Sheldrick, 2007)/Bruker ; _refine_diff_density_max 0.964 _refine_diff_density_min -0.482 _refine_diff_density_rms 0.083 _refine_ls_R_factor_all 0.0706 _refine_ls_R_factor_gt 0.0479 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.943 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 263 _refine_ls_number_reflns 4422 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.943 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_wR_factor_gt 0.1193 _refine_ls_wR_factor_ref 0.1312 _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0700P)^2^+1.0000P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 1.0000 0.5000 0.5000 0.01923(12) Uani 1 2 d S . . O1 O 0.89469(8) 0.50455(15) 0.55655(16) 0.0210(3) Uani 1 1 d . . . N1 N 0.96678(10) 0.45260(19) 0.3101(2) 0.0219(4) Uani 1 1 d . . . N2 N 1.01863(11) 0.42051(19) 0.2105(2) 0.0228(4) Uani 1 1 d . . . C1 C 0.98481(13) 0.3592(2) 0.0983(2) 0.0230(4) Uani 1 1 d . . . C2 C 0.90783(13) 0.3503(2) 0.1257(2) 0.0240(5) Uani 1 1 d . . . C3 C 0.89835(12) 0.4113(2) 0.2603(2) 0.0222(4) Uani 1 1 d . . . C4 C 0.82758(12) 0.4359(2) 0.3386(2) 0.0219(4) Uani 1 1 d . . . C5 C 0.82954(12) 0.4856(2) 0.4811(2) 0.0214(4) Uani 1 1 d . . . C6 C 0.75716(12) 0.5127(2) 0.5440(2) 0.0218(4) Uani 1 1 d . . . C7 C 0.69028(13) 0.4910(2) 0.4641(3) 0.0244(4) Uani 1 1 d . . . C8 C 0.68758(12) 0.4407(2) 0.3241(3) 0.0254(5) Uani 1 1 d . A . C9 C 0.75736(13) 0.4145(2) 0.2644(2) 0.0241(5) Uani 1 1 d . . . C10 C 0.61117(13) 0.4203(3) 0.2409(3) 0.0310(5) Uani 1 1 d . . . C11 C 0.6148(3) 0.4986(5) 0.0990(5) 0.0416(10) Uiso 0.60 1 d P A 1 H11A H 0.5682 0.4856 0.0432 0.062 Uiso 0.60 1 calc PR A 1 H11C H 0.6578 0.4692 0.0456 0.062 Uiso 0.60 1 calc PR A 1 H11B H 0.6209 0.5895 0.1205 0.062 Uiso 0.60 1 calc PR A 1 C11A C 0.6189(4) 0.3525(7) 0.0927(7) 0.0373(15) Uiso 0.40 1 d P A 2 H11D H 0.5690 0.3451 0.0463 0.056 Uiso 0.40 1 calc PR A 2 H11E H 0.6406 0.2674 0.1064 0.056 Uiso 0.40 1 calc PR A 2 H11F H 0.6518 0.4034 0.0340 0.056 Uiso 0.40 1 calc PR A 2 C12 C 0.6030(3) 0.2791(6) 0.2076(6) 0.0566(14) Uiso 0.60 1 d P A 1 H12B H 0.6013 0.2305 0.2954 0.085 Uiso 0.60 1 calc PR A 1 H12C H 0.6461 0.2508 0.1539 0.085 Uiso 0.60 1 calc PR A 1 H12A H 0.5564 0.2649 0.1521 0.085 Uiso 0.60 1 calc PR A 1 C12A C 0.5582(4) 0.3249(7) 0.3272(8) 0.0388(15) Uiso 0.40 1 d P A 2 H12F H 0.5490 0.3612 0.4199 0.058 Uiso 0.40 1 calc PR A 2 H12E H 0.5833 0.2422 0.3386 0.058 Uiso 0.40 1 calc PR A 2 H12D H 0.5101 0.3134 0.2755 0.058 Uiso 0.40 1 calc PR A 2 C13 C 0.5427(3) 0.4703(5) 0.3206(6) 0.0513(13) Uiso 0.60 1 d P A 1 H13A H 0.4969 0.4602 0.2615 0.077 Uiso 0.60 1 calc PR A 1 H13C H 0.5501 0.5607 0.3431 0.077 Uiso 0.60 1 calc PR A 1 H13B H 0.5377 0.4217 0.4077 0.077 Uiso 0.60 1 calc PR A 1 C13A C 0.5679(4) 0.5469(8) 0.2217(8) 0.0423(16) Uiso 0.40 1 d P A 2 H13D H 0.5191 0.5305 0.1742 0.063 Uiso 0.40 1 calc PR A 2 H13F H 0.5972 0.6055 0.1649 0.063 Uiso 0.40 1 calc PR A 2 H13E H 0.5598 0.5852 0.3139 0.063 Uiso 0.40 1 calc PR A 2 C14 C 0.75405(13) 0.5688(2) 0.6970(2) 0.0254(5) Uani 1 1 d . . . C15 C 0.67125(14) 0.5939(3) 0.7423(3) 0.0333(6) Uani 1 1 d . . . C16 C 0.78908(15) 0.4709(3) 0.8057(3) 0.0297(5) Uani 1 1 d . . . C17 C 0.79504(15) 0.7015(3) 0.7061(3) 0.0305(5) Uani 1 1 d . . . C18 C 1.03140(15) 0.3153(2) -0.0244(3) 0.0277(5) Uani 1 1 d . . . H2 H 1.0656(16) 0.436(3) 0.229(3) 0.024(7) Uiso 1 1 d . . . H2A H 0.8706(16) 0.304(3) 0.067(3) 0.039(8) Uiso 1 1 d . . . H7 H 0.6476(17) 0.512(2) 0.501(3) 0.029(8) Uiso 1 1 d . . . H9 H 0.7589(15) 0.385(3) 0.169(3) 0.028(7) Uiso 1 1 d . . . H15A H 0.6406(19) 0.513(3) 0.749(3) 0.036(8) Uiso 1 1 d . . . H15B H 0.6464(18) 0.660(3) 0.684(3) 0.044(9) Uiso 1 1 d . . . H15C H 0.6716(17) 0.628(3) 0.832(4) 0.044(9) Uiso 1 1 d . . . H16A H 0.7544(18) 0.396(3) 0.817(3) 0.039(8) Uiso 1 1 d . . . H16B H 0.8358(18) 0.443(3) 0.776(3) 0.038(8) Uiso 1 1 d . . . H16C H 0.7977(19) 0.509(3) 0.896(4) 0.039(8) Uiso 1 1 d . . . H17A H 0.7655(17) 0.767(3) 0.645(3) 0.040(8) Uiso 1 1 d . . . H17B H 0.7978(16) 0.735(3) 0.803(3) 0.034(7) Uiso 1 1 d . . . H17C H 0.8466(16) 0.697(3) 0.678(3) 0.027(7) Uiso 1 1 d . . . H18A H 1.0007(16) 0.301(3) -0.106(3) 0.033(7) Uiso 1 1 d . . . H18B H 1.0610(15) 0.241(3) -0.002(3) 0.028(7) Uiso 1 1 d . . . H18C H 1.0634(14) 0.378(3) -0.053(3) 0.020(6) Uiso 1 1 d . . . 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 Cu1 0.01401(18) 0.0238(2) 0.01998(19) -0.00064(15) 0.00220(12) 0.00112(15) O1 0.0141(6) 0.0280(8) 0.0210(7) -0.0021(6) 0.0014(5) -0.0007(6) N1 0.0162(8) 0.0274(9) 0.0224(9) -0.0030(7) 0.0034(7) 0.0020(7) N2 0.0180(9) 0.0285(10) 0.0220(9) -0.0013(7) 0.0044(7) 0.0023(8) C1 0.0254(11) 0.0210(10) 0.0227(11) 0.0002(8) 0.0030(8) 0.0015(9) C2 0.0243(11) 0.0231(11) 0.0244(11) -0.0013(9) 0.0001(9) 0.0002(9) C3 0.0201(10) 0.0225(10) 0.0241(11) 0.0030(8) 0.0021(8) 0.0020(8) C4 0.0175(10) 0.0241(11) 0.0241(11) 0.0020(8) 0.0020(8) 0.0024(8) C5 0.0165(9) 0.0236(11) 0.0241(11) 0.0035(8) 0.0030(8) 0.0031(8) C6 0.0169(9) 0.0245(11) 0.0241(11) 0.0032(8) 0.0046(8) 0.0019(8) C7 0.0156(9) 0.0288(11) 0.0292(11) 0.0024(9) 0.0049(8) 0.0037(9) C8 0.0171(10) 0.0297(12) 0.0293(12) 0.0037(9) 0.0011(8) 0.0018(9) C9 0.0215(10) 0.0276(11) 0.0233(11) 0.0018(9) 0.0008(8) 0.0006(9) C10 0.0182(11) 0.0437(15) 0.0309(13) -0.0001(11) -0.0020(9) 0.0011(10) C14 0.0193(10) 0.0319(12) 0.0253(11) -0.0001(9) 0.0073(8) 0.0028(9) C15 0.0214(11) 0.0461(16) 0.0327(14) -0.0031(12) 0.0079(10) 0.0040(11) C16 0.0224(11) 0.0425(15) 0.0243(12) 0.0034(10) 0.0030(9) -0.0014(10) C17 0.0275(12) 0.0294(12) 0.0351(14) -0.0039(10) 0.0072(10) 0.0034(10) C18 0.0272(12) 0.0257(12) 0.0306(13) -0.0046(10) 0.0079(10) 0.0000(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.9233(14) . ? Cu1 O1 1.9233(14) 3_766 ? Cu1 N1 1.9092(19) . ? Cu1 N1 1.9093(19) 3_766 ? O1 C5 1.329(3) . ? N1 N2 1.356(2) . ? N1 C3 1.334(3) . ? N2 C1 1.342(3) . ? N2 H2 0.84(3) . ? C1 C2 1.374(3) . ? C1 C18 1.493(3) . ? C2 C3 1.418(3) . ? C2 H2A 0.96(3) . ? C3 C4 1.474(3) . ? C4 C5 1.424(3) . ? C4 C9 1.402(3) . ? C5 C6 1.433(3) . ? C6 C7 1.380(3) . ? C6 C14 1.542(3) . ? C7 C8 1.404(3) . ? C7 H7 0.86(3) . ? C8 C9 1.378(3) . ? C8 C10 1.532(3) . ? C9 H9 0.95(3) . ? C10 C11 1.553(5) . ? C10 C11A 1.558(7) . ? C10 C12 1.489(6) . ? C10 C12A 1.583(7) . ? C10 C13 1.514(6) . ? C10 C13A 1.512(8) . ? C11 H11A 0.9600 . ? C11 H11C 0.9600 . ? C11 H11B 0.9600 . ? C11A H11D 0.9600 . ? C11A H11E 0.9600 . ? C11A H11F 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C12 H12A 0.9600 . ? C12A H12F 0.9600 . ? C12A H12E 0.9600 . ? C12A H12D 0.9600 . ? C13 H13A 0.9600 . ? C13 H13C 0.9600 . ? C13 H13B 0.9600 . ? C13A H13D 0.9600 . ? C13A H13F 0.9600 . ? C13A H13E 0.9600 . ? C14 C15 1.536(3) . ? C14 C16 1.540(3) . ? C14 C17 1.541(3) . ? C15 H15A 0.99(3) . ? C15 H15B 0.97(3) . ? C15 H15C 0.91(3) . ? C16 H16A 0.98(3) . ? C16 H16B 0.91(3) . ? C16 H16C 0.94(3) . ? C17 H17A 1.01(3) . ? C17 H17B 0.97(3) . ? C17 H17C 0.94(3) . ? C18 H18A 0.93(3) . ? C18 H18B 0.94(3) . ? C18 H18C 0.90(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O1 180.0 . 3_766 ? O1 C5 C4 122.79(19) . . ? O1 C5 C6 120.0(2) . . ? N1 Cu1 O1 89.89(7) 3_766 3_766 ? N1 Cu1 O1 89.89(7) . . ? N1 Cu1 O1 90.11(7) . 3_766 ? N1 Cu1 O1 90.11(7) 3_766 . ? N1 Cu1 N1 179.999(1) . 3_766 ? N1 N2 H2 118.3(18) . . ? N1 C3 C2 108.76(19) . . ? N1 C3 C4 121.5(2) . . ? N2 N1 Cu1 120.64(14) . . ? N2 C1 C2 106.93(19) . . ? N2 C1 C18 120.3(2) . . ? C1 N2 N1 111.37(19) . . ? C1 N2 H2 130.1(18) . . ? C1 C2 C3 106.1(2) . . ? C1 C2 H2A 124.7(17) . . ? C1 C18 H18A 111.3(17) . . ? C1 C18 H18B 112.5(15) . . ? C1 C18 H18C 111.3(16) . . ? C2 C1 C18 132.7(2) . . ? C2 C3 C4 129.6(2) . . ? C3 N1 Cu1 130.18(15) . . ? C3 N1 N2 106.84(18) . . ? C3 C2 H2A 128.9(17) . . ? C4 C5 C6 117.2(2) . . ? C4 C9 H9 117.9(16) . . ? C5 O1 Cu1 130.91(14) . . ? C5 C4 C3 122.0(2) . . ? C5 C6 C14 120.6(2) . . ? C6 C7 C8 124.4(2) . . ? C6 C7 H7 118(2) . . ? C7 C6 C5 119.0(2) . . ? C7 C6 C14 120.44(19) . . ? C7 C8 C10 121.6(2) . . ? C8 C7 H7 118(2) . . ? C8 C9 C4 122.3(2) . . ? C8 C9 H9 119.7(16) . . ? C8 C10 C11 107.6(3) . . ? C8 C10 C11A 114.4(3) . . ? C8 C10 C12A 109.7(3) . . ? C9 C4 C3 117.2(2) . . ? C9 C4 C5 120.8(2) . . ? C9 C8 C7 116.4(2) . . ? C9 C8 C10 122.0(2) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11C 109.5 . . ? C10 C11 H11B 109.5 . . ? C10 C11A H11D 109.5 . . ? C10 C11A H11E 109.5 . . ? C10 C11A H11F 109.5 . . ? C10 C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12A H12F 109.5 . . ? C10 C12A H12E 109.5 . . ? C10 C12A H12D 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13C 109.5 . . ? C10 C13 H13B 109.5 . . ? C10 C13A H13D 109.5 . . ? C10 C13A H13F 109.5 . . ? C10 C13A H13E 109.5 . . ? C11 C10 C11A 57.8(3) . . ? C11 C10 C12A 142.7(4) . . ? C11A C10 C12A 104.1(4) . . ? H11D C11A H11E 109.5 . . ? H11D C11A H11F 109.5 . . ? H11E C11A H11F 109.5 . . ? C12 C10 C8 108.3(3) . . ? C12 C10 C11 109.5(3) . . ? C12 C10 C11A 52.4(3) . . ? C12 C10 C12A 56.6(3) . . ? C12 C10 C13 111.2(4) . . ? C12 C10 C13A 140.4(4) . . ? H12F C12A H12E 109.5 . . ? H12F C12A H12D 109.5 . . ? H12E C12A H12D 109.5 . . ? C13 C10 C8 112.8(3) . . ? C13 C10 C11 107.3(3) . . ? C13 C10 C11A 132.8(4) . . ? C13 C10 C12A 58.7(3) . . ? C13A C10 C8 111.3(4) . . ? C13A C10 C11 59.1(3) . . ? C13A C10 C11A 109.6(4) . . ? C13A C10 C12A 107.3(4) . . ? C13A C10 C13 50.9(4) . . ? H13D C13A H13F 109.5 . . ? H13D C13A H13E 109.5 . . ? H13F C13A H13E 109.5 . . ? C14 C15 H15A 113.0(18) . . ? C14 C15 H15B 111.8(18) . . ? C14 C15 H15C 110(2) . . ? C14 C16 H16A 110.4(18) . . ? C14 C16 H16B 110.0(19) . . ? C14 C16 H16C 111.6(18) . . ? C14 C17 H17A 109.6(17) . . ? C14 C17 H17B 111.8(17) . . ? C14 C17 H17C 112.7(16) . . ? C15 C14 C6 112.2(2) . . ? C15 C14 C16 106.5(2) . . ? C15 C14 C17 105.8(2) . . ? C16 C14 C6 109.93(19) . . ? C16 C14 C17 111.7(2) . . ? C17 C14 C6 110.61(19) . . ? H15A C15 H15B 113(3) . . ? H15A C15 H15C 104(3) . . ? H15B C15 H15C 104(3) . . ? H16A C16 H16B 110(3) . . ? H16A C16 H16C 108(2) . . ? H16B C16 H16C 107(3) . . ? H17A C17 H17B 108(2) . . ? H17A C17 H17C 110(2) . . ? H17B C17 H17C 105(2) . . ? H18A C18 H18B 111(2) . . ? H18A C18 H18C 103(2) . . ? H18B C18 H18C 108(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2 O1 0.84(3) 2.18(3) 2.717(2) 121(2) 3_766 #==END data_2_DBL9 _database_code_depnum_ccdc_archive 'CCDC 820766' #TrackingRef 'web_deposit_cif_file_0_DmitryYufit_1302106661.cif' _audit_creation_method SHELXL-97 _chemical_formula_moiety 'C54 H75 Co N6 O3' _chemical_formula_sum 'C54 H75 Co N6 O3' _chemical_formula_weight 915.13 _chemical_melting_point ? _chemical_name_common ? _chemical_name_systematic ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_angle_alpha 90.00 _cell_angle_beta 93.63(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 12.9851(6) _cell_length_b 31.8067(16) _cell_length_c 13.1765(7) _cell_measurement_reflns_used 6191 _cell_measurement_temperature 120 _cell_measurement_theta_max 28.09 _cell_measurement_theta_min 2.36 _cell_volume 5431.1(5) _exptl_absorpt_coefficient_mu 0.360 _exptl_absorpt_correction_T_max ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_crystal_F_000 1968 _exptl_crystal_colour brown _exptl_crystal_colour_lustre dull _exptl_crystal_colour_modifier dark _exptl_crystal_colour_primary brown _exptl_crystal_density_diffrn 1.119 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.06 _exptl_special_details ; The data collection nominally covered a full sphere of reciprocal space by a combination of 4 sets of \w scans each set at different \f and/or 2\q angles and each scan (20.00 s exposure) covering -0.300\ degrees in \w. The crystal to detector distance was 6.85 cm. ; _diffrn_ambient_temperature 120 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker SMART CCD 6000 area detector' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator Parallel,graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1442 _diffrn_reflns_av_sigmaI/netI 0.1383 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 49622 _diffrn_reflns_theta_full 27.50 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 2.01 _diffrn_source_current 35.0 _diffrn_source_power 0.1 _diffrn_source_target Mo _diffrn_source_voltage 50.0 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 6117 _reflns_number_total 12447 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'SAINT v6.45A (Bruker, 2003)' _computing_data_collection 'SMART v5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_molecular_graphics ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_publication_material ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'smtbx-flip (Bourhis, 2008)' _refine_diff_density_max 0.693 _refine_diff_density_min -0.765 _refine_diff_density_rms 0.076 _refine_ls_R_factor_all 0.1510 _refine_ls_R_factor_gt 0.0692 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.956 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 597 _refine_ls_number_reflns 12447 _refine_ls_number_restraints 66 _refine_ls_restrained_S_all 0.993 _refine_ls_shift/su_max 0.053 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_wR_factor_gt 0.1642 _refine_ls_wR_factor_ref 0.1918 _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0900P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary other _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 1.00319(4) 0.610543(16) 0.80647(4) 0.02752(15) Uani 1 1 d . . . O1 O 1.1462(2) 0.62402(8) 0.80580(19) 0.0335(6) Uani 1 1 d . . . O2 O 0.9740(2) 0.63911(8) 0.68406(18) 0.0319(6) Uani 1 1 d . . . O3 O 0.8645(2) 0.59077(8) 0.81194(18) 0.0304(6) Uani 1 1 d . . . N1 N 1.0310(3) 0.56301(10) 0.7264(2) 0.0334(8) Uani 1 1 d . . . N2 N 0.9678(3) 0.52982(10) 0.7206(2) 0.0374(8) Uani 1 1 d . . . H2 H 0.9127 0.5276 0.7532 0.045 Uiso 1 1 calc R . . N3 N 0.9776(2) 0.65993(10) 0.8793(2) 0.0291(7) Uani 1 1 d . . . N4 N 1.0183(2) 0.66831(10) 0.9746(2) 0.0355(8) Uani 1 1 d . . . H4 H 1.0527 0.6505 1.0122 0.043 Uiso 1 1 calc R . . N5 N 1.0384(2) 0.58047(9) 0.9287(2) 0.0262(7) Uani 1 1 d . . . N6 N 1.1379(2) 0.57243(10) 0.9603(2) 0.0282(7) Uani 1 1 d . . . H6 H 1.1905 0.5800 0.9283 0.034 Uiso 1 1 calc R . . C1 C 1.2014(3) 0.62036(12) 0.7243(3) 0.0338(9) Uani 1 1 d . A . C2 C 1.1877(3) 0.58719(14) 0.6547(3) 0.0388(10) Uani 1 1 d . . . C3 C 1.2484(4) 0.58418(19) 0.5711(3) 0.0575(14) Uani 1 1 d . A . H3 H 1.2382 0.5618 0.5261 0.069 Uiso 1 1 calc R . . C4 C 1.3226(4) 0.6136(2) 0.5542(3) 0.0691(18) Uani 1 1 d . . . C5 C 1.3376(3) 0.6454(2) 0.6244(3) 0.0619(16) Uani 1 1 d . A . H5 H 1.3894 0.6649 0.6143 0.074 Uiso 1 1 calc R . . C6 C 1.2805(3) 0.65046(15) 0.7095(3) 0.0443(11) Uani 1 1 d . . . C7 C 1.2992(3) 0.68689(15) 0.7846(4) 0.0522(13) Uani 1 1 d . A . C8 C 1.3238(4) 0.67039(17) 0.8947(3) 0.0594(14) Uani 1 1 d . . . H8C H 1.3385 0.6937 0.9395 0.089 Uiso 1 1 calc R A . H8B H 1.3827 0.6521 0.8957 0.089 Uiso 1 1 calc R . . H8A H 1.2655 0.6551 0.9168 0.089 Uiso 1 1 calc R . . C9 C 1.2041(4) 0.71551(16) 0.7839(5) 0.0782(19) Uani 1 1 d . . . H9A H 1.1460 0.6997 0.8045 0.117 Uiso 1 1 calc R A . H9B H 1.1891 0.7263 0.7165 0.117 Uiso 1 1 calc R . . H9C H 1.2175 0.7385 0.8301 0.117 Uiso 1 1 calc R . . C10 C 1.3920(4) 0.71400(19) 0.7595(5) 0.0787(18) Uani 1 1 d . . . H10C H 1.4009 0.7363 0.8082 0.118 Uiso 1 1 calc R A . H10A H 1.3802 0.7257 0.6926 0.118 Uiso 1 1 calc R . . H10B H 1.4531 0.6969 0.7618 0.118 Uiso 1 1 calc R . . C11 C 1.3924(6) 0.6010(2) 0.4591(6) 0.044(2) Uiso 0.50 1 d PD A 1 C11A C 1.3760(6) 0.6244(3) 0.4544(6) 0.047(2) Uiso 0.50 1 d PD A 2 C12 C 1.4760(8) 0.6367(3) 0.4624(9) 0.062(3) Uiso 0.50 1 d PD A 1 H12B H 1.4427 0.6636 0.4648 0.092 Uiso 0.50 1 calc PR A 1 H12A H 1.5144 0.6352 0.4026 0.092 Uiso 0.50 1 calc PR A 1 H12C H 1.5221 0.6333 0.5217 0.092 Uiso 0.50 1 calc PR A 1 C12A C 1.4936(6) 0.6191(4) 0.4721(8) 0.054(3) Uiso 0.50 1 d PD A 2 H12F H 1.5204 0.6405 0.5177 0.080 Uiso 0.50 1 calc PR A 2 H12E H 1.5252 0.6214 0.4084 0.080 Uiso 0.50 1 calc PR A 2 H12D H 1.5086 0.5919 0.5012 0.080 Uiso 0.50 1 calc PR A 2 C13 C 1.3184(8) 0.6141(4) 0.3665(7) 0.065(3) Uiso 0.50 1 d PD A 1 H13A H 1.2630 0.5942 0.3581 0.098 Uiso 0.50 1 calc PR A 1 H13B H 1.3560 0.6147 0.3061 0.098 Uiso 0.50 1 calc PR A 1 H13C H 1.2907 0.6416 0.3784 0.098 Uiso 0.50 1 calc PR A 1 C13A C 1.3419(9) 0.5904(4) 0.3743(8) 0.071(3) Uiso 0.50 1 d PD A 2 H13E H 1.3607 0.5631 0.4002 0.106 Uiso 0.50 1 calc PR A 2 H13F H 1.3756 0.5955 0.3126 0.106 Uiso 0.50 1 calc PR A 2 H13D H 1.2685 0.5918 0.3606 0.106 Uiso 0.50 1 calc PR A 2 C14 C 1.4304(8) 0.5557(3) 0.4588(8) 0.069(3) Uiso 0.50 1 d PD A 1 H14C H 1.4664 0.5495 0.5228 0.104 Uiso 0.50 1 calc PR A 1 H14B H 1.4761 0.5520 0.4050 0.104 Uiso 0.50 1 calc PR A 1 H14A H 1.3725 0.5371 0.4482 0.104 Uiso 0.50 1 calc PR A 1 C14A C 1.3487(12) 0.6668(4) 0.4001(11) 0.114(5) Uiso 0.50 1 d PD A 2 H14D H 1.2768 0.6670 0.3782 0.170 Uiso 0.50 1 calc PR A 2 H14E H 1.3893 0.6699 0.3422 0.170 Uiso 0.50 1 calc PR A 2 H14F H 1.3631 0.6896 0.4465 0.170 Uiso 0.50 1 calc PR A 2 C15 C 1.1085(3) 0.55558(13) 0.6670(3) 0.0382(10) Uani 1 1 d . . . C16 C 1.0904(4) 0.51557(14) 0.6223(3) 0.0500(13) Uani 1 1 d . . . H16 H 1.1319 0.5022 0.5773 0.060 Uiso 1 1 calc R . . C17 C 1.0016(4) 0.50021(13) 0.6570(3) 0.0454(12) Uani 1 1 d . . . C18 C 0.9426(5) 0.46036(14) 0.6392(3) 0.0662(16) Uani 1 1 d . . . H18C H 0.9650 0.4400 0.6897 0.099 Uiso 1 1 calc R . . H18A H 0.9544 0.4497 0.5728 0.099 Uiso 1 1 calc R . . H18B H 0.8703 0.4658 0.6436 0.099 Uiso 1 1 calc R . . C21 C 0.9058(3) 0.66969(11) 0.6672(3) 0.0294(9) Uani 1 1 d . . . C22 C 0.8811(3) 0.69855(12) 0.7443(3) 0.0292(8) Uani 1 1 d . . . C23 C 0.8075(3) 0.73001(13) 0.7235(3) 0.0363(10) Uani 1 1 d . . . H23 H 0.7919 0.7483 0.7754 0.044 Uiso 1 1 calc R . . C24 C 0.7571(3) 0.73489(12) 0.6286(3) 0.0362(9) Uani 1 1 d . B . C25 C 0.7856(3) 0.70685(12) 0.5530(3) 0.0342(9) Uani 1 1 d . . . H25 H 0.7540 0.7099 0.4880 0.041 Uiso 1 1 calc R . . C26 C 0.8576(3) 0.67482(12) 0.5685(3) 0.0322(9) Uani 1 1 d . . . C27 C 0.8860(4) 0.64572(12) 0.4816(3) 0.0402(11) Uani 1 1 d . . . C28 C 0.8587(4) 0.60002(12) 0.5071(3) 0.0522(13) Uani 1 1 d . . . H28C H 0.8993 0.5912 0.5667 0.078 Uiso 1 1 calc R . . H28A H 0.8731 0.5821 0.4510 0.078 Uiso 1 1 calc R . . H28B H 0.7868 0.5982 0.5193 0.078 Uiso 1 1 calc R . . C29 C 1.0023(3) 0.64962(14) 0.4649(3) 0.0436(11) Uani 1 1 d . . . H29B H 1.0417 0.6411 0.5255 0.065 Uiso 1 1 calc R . . H29C H 1.0183 0.6783 0.4494 0.065 Uiso 1 1 calc R . . H29A H 1.0192 0.6319 0.4094 0.065 Uiso 1 1 calc R . . C30 C 0.8260(4) 0.65624(13) 0.3809(3) 0.0478(12) Uani 1 1 d . . . H30A H 0.8422 0.6360 0.3303 0.072 Uiso 1 1 calc R . . H30C H 0.8449 0.6838 0.3590 0.072 Uiso 1 1 calc R . . H30B H 0.7533 0.6555 0.3903 0.072 Uiso 1 1 calc R . . C31 C 0.6768(3) 0.76934(15) 0.6060(3) 0.0572(14) Uani 1 1 d D . . C32 C 0.6280(9) 0.7842(4) 0.7033(6) 0.037(3) Uiso 0.50 1 d PD B 1 H32A H 0.6001 0.7605 0.7372 0.056 Uiso 0.50 1 calc PR B 1 H32B H 0.5738 0.8039 0.6857 0.056 Uiso 0.50 1 calc PR B 1 H32C H 0.6797 0.7975 0.7477 0.056 Uiso 0.50 1 calc PR B 1 C32A C 0.6082(11) 0.7760(5) 0.6941(9) 0.074(6) Uiso 0.50 1 d PD B 2 H32D H 0.5790 0.7495 0.7127 0.112 Uiso 0.50 1 calc PR B 2 H32E H 0.5537 0.7952 0.6739 0.112 Uiso 0.50 1 calc PR B 2 H32F H 0.6485 0.7873 0.7512 0.112 Uiso 0.50 1 calc PR B 2 C33 C 0.7077(10) 0.8032(4) 0.5340(9) 0.086(4) Uiso 0.50 1 d PD B 1 H33C H 0.7675 0.8176 0.5629 0.129 Uiso 0.50 1 calc PR B 1 H33B H 0.6520 0.8229 0.5229 0.129 Uiso 0.50 1 calc PR B 1 H33A H 0.7233 0.7908 0.4704 0.129 Uiso 0.50 1 calc PR B 1 C33A C 0.7411(6) 0.8118(2) 0.5951(7) 0.038(2) Uiso 0.50 1 d PD B 2 H33E H 0.7876 0.8154 0.6540 0.058 Uiso 0.50 1 calc PR B 2 H33F H 0.6945 0.8353 0.5893 0.058 Uiso 0.50 1 calc PR B 2 H33D H 0.7797 0.8103 0.5354 0.058 Uiso 0.50 1 calc PR B 2 C34 C 0.5799(6) 0.7475(3) 0.5477(7) 0.047(2) Uiso 0.50 1 d PD B 1 H34B H 0.5989 0.7377 0.4826 0.071 Uiso 0.50 1 calc PR B 1 H34C H 0.5248 0.7676 0.5382 0.071 Uiso 0.50 1 calc PR B 1 H34A H 0.5574 0.7242 0.5870 0.071 Uiso 0.50 1 calc PR B 1 C34A C 0.6218(9) 0.7689(4) 0.4997(6) 0.082(4) Uiso 0.50 1 d PD B 2 H34E H 0.6721 0.7692 0.4494 0.122 Uiso 0.50 1 calc PR B 2 H34F H 0.5783 0.7932 0.4914 0.122 Uiso 0.50 1 calc PR B 2 H34D H 0.5805 0.7439 0.4917 0.122 Uiso 0.50 1 calc PR B 2 C35 C 0.9314(3) 0.69570(11) 0.8450(3) 0.0285(8) Uani 1 1 d . . . C36 C 0.9428(3) 0.72598(13) 0.9227(3) 0.0408(10) Uani 1 1 d . . . H36 H 0.9171 0.7533 0.9197 0.049 Uiso 1 1 calc R . . C37 C 0.9980(3) 0.70831(14) 1.0033(3) 0.0461(11) Uani 1 1 d . . . C38 C 1.0316(5) 0.72432(18) 1.1064(4) 0.0782(19) Uani 1 1 d . . . H38A H 0.9852 0.7142 1.1548 0.117 Uiso 1 1 calc R . . H38C H 1.0310 0.7545 1.1058 0.117 Uiso 1 1 calc R . . H38B H 1.1002 0.7145 1.1248 0.117 Uiso 1 1 calc R . . C41 C 0.8149(3) 0.58004(11) 0.8940(3) 0.0289(8) Uani 1 1 d . . . C42 C 0.8673(3) 0.56709(11) 0.9866(3) 0.0253(8) Uani 1 1 d . . . C43 C 0.8122(3) 0.55551(12) 1.0694(3) 0.0337(9) Uani 1 1 d . . . H43 H 0.8484 0.5475 1.1294 0.040 Uiso 1 1 calc R . . C44 C 0.7059(3) 0.55551(12) 1.0657(3) 0.0343(9) Uani 1 1 d . . . C45 C 0.6556(3) 0.56683(12) 0.9736(3) 0.0360(9) Uani 1 1 d . . . H45 H 0.5838 0.5663 0.9691 0.043 Uiso 1 1 calc R . . C46 C 0.7051(3) 0.57887(12) 0.8875(3) 0.0318(9) Uani 1 1 d . . . C47 C 0.6434(3) 0.58918(13) 0.7875(3) 0.0390(10) Uani 1 1 d . . . C48 C 0.6743(4) 0.55907(15) 0.7031(3) 0.0529(13) Uani 1 1 d . . . H48C H 0.7446 0.5643 0.6884 0.079 Uiso 1 1 calc R . . H48B H 0.6302 0.5636 0.6429 0.079 Uiso 1 1 calc R . . H48A H 0.6674 0.5305 0.7254 0.079 Uiso 1 1 calc R . . C49 C 0.6612(4) 0.63445(14) 0.7568(4) 0.0531(13) Uani 1 1 d . . . H49C H 0.6365 0.6530 0.8074 0.080 Uiso 1 1 calc R . . H49A H 0.6248 0.6399 0.6925 0.080 Uiso 1 1 calc R . . H49B H 0.7337 0.6391 0.7511 0.080 Uiso 1 1 calc R . . C50 C 0.5273(3) 0.58342(16) 0.7967(4) 0.0613(15) Uani 1 1 d . . . H50A H 0.5133 0.5546 0.8125 0.092 Uiso 1 1 calc R . . H50B H 0.4911 0.5908 0.7335 0.092 Uiso 1 1 calc R . . H50C H 0.5048 0.6012 0.8498 0.092 Uiso 1 1 calc R . . C51 C 0.6498(3) 0.54145(15) 1.1595(3) 0.0433(11) Uani 1 1 d . . . C52 C 0.5335(3) 0.54319(16) 1.1412(4) 0.0516(12) Uani 1 1 d . . . H52B H 0.5018 0.5337 1.2010 0.077 Uiso 1 1 calc R . . H52A H 0.5125 0.5253 1.0849 0.077 Uiso 1 1 calc R . . H52C H 0.5126 0.5716 1.1262 0.077 Uiso 1 1 calc R . . C53 C 0.6838(4) 0.56809(18) 1.2508(4) 0.0674(16) Uani 1 1 d . . . H53A H 0.6506 0.5583 1.3094 0.101 Uiso 1 1 calc R . . H53C H 0.6651 0.5969 1.2377 0.101 Uiso 1 1 calc R . . H53B H 0.7573 0.5660 1.2631 0.101 Uiso 1 1 calc R . . C54 C 0.6796(3) 0.49520(15) 1.1855(4) 0.0541(13) Uani 1 1 d . . . H54C H 0.7533 0.4926 1.1922 0.081 Uiso 1 1 calc R . . H54A H 0.6525 0.4771 1.1320 0.081 Uiso 1 1 calc R . . H54B H 0.6512 0.4873 1.2483 0.081 Uiso 1 1 calc R . . C55 C 0.9791(3) 0.56391(11) 0.9974(3) 0.0260(8) Uani 1 1 d . . . C56 C 1.0443(3) 0.54494(12) 1.0734(3) 0.0290(8) Uani 1 1 d . . . H56 H 1.0236 0.5308 1.1304 0.035 Uiso 1 1 calc R . . C57 C 1.1434(3) 0.55099(12) 1.0484(3) 0.0283(8) Uani 1 1 d . . . C58 C 1.2452(3) 0.53821(14) 1.0986(3) 0.0397(10) Uani 1 1 d . . . H58C H 1.2450 0.5432 1.1704 0.060 Uiso 1 1 calc R . . H58B H 1.2993 0.5543 1.0709 0.060 Uiso 1 1 calc R . . H58A H 1.2567 0.5089 1.0867 0.060 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0350(3) 0.0237(3) 0.0241(3) -0.0006(2) 0.0036(2) 0.0022(2) O1 0.0394(16) 0.0314(15) 0.0305(14) 0.0004(11) 0.0093(12) 0.0017(12) O2 0.0448(17) 0.0192(13) 0.0319(14) -0.0003(11) 0.0038(12) 0.0074(12) O3 0.0378(15) 0.0288(14) 0.0243(13) 0.0011(11) -0.0011(11) -0.0019(12) N1 0.048(2) 0.0270(18) 0.0252(16) 0.0070(14) 0.0027(15) 0.0028(16) N2 0.061(2) 0.0260(18) 0.0256(17) 0.0025(14) 0.0053(16) -0.0017(17) N3 0.0302(18) 0.0349(19) 0.0220(16) -0.0018(13) 0.0010(13) -0.0007(14) N4 0.038(2) 0.037(2) 0.0301(18) -0.0117(15) -0.0059(15) 0.0069(16) N5 0.0196(16) 0.0301(17) 0.0288(16) -0.0047(13) 0.0013(13) 0.0021(13) N6 0.0254(17) 0.0310(18) 0.0285(16) 0.0019(13) 0.0028(13) 0.0002(14) C1 0.036(2) 0.037(2) 0.029(2) 0.0114(17) 0.0059(17) 0.0095(18) C2 0.047(3) 0.050(3) 0.0204(19) 0.0073(18) 0.0079(18) 0.016(2) C3 0.047(3) 0.101(4) 0.025(2) -0.002(2) 0.003(2) 0.016(3) C4 0.033(3) 0.149(6) 0.025(2) 0.006(3) 0.001(2) 0.003(3) C5 0.031(3) 0.114(5) 0.041(3) 0.030(3) 0.002(2) 0.000(3) C6 0.027(2) 0.065(3) 0.041(2) 0.016(2) 0.0030(19) 0.007(2) C7 0.027(2) 0.052(3) 0.078(4) 0.014(3) 0.011(2) -0.003(2) C8 0.057(3) 0.071(4) 0.051(3) -0.009(3) 0.005(2) -0.005(3) C9 0.044(3) 0.044(3) 0.148(6) 0.019(3) 0.010(3) -0.002(2) C10 0.050(3) 0.085(4) 0.102(5) 0.016(4) 0.013(3) -0.015(3) C15 0.057(3) 0.039(2) 0.0197(19) 0.0064(17) 0.0064(19) 0.022(2) C16 0.088(4) 0.039(3) 0.023(2) 0.0000(19) 0.008(2) 0.025(3) C17 0.093(4) 0.025(2) 0.0181(19) -0.0008(16) 0.004(2) 0.009(2) C18 0.135(5) 0.030(3) 0.034(3) -0.006(2) 0.003(3) 0.000(3) C21 0.039(2) 0.019(2) 0.031(2) 0.0005(15) 0.0063(17) 0.0016(17) C22 0.032(2) 0.023(2) 0.033(2) 0.0006(16) 0.0064(17) -0.0003(16) C23 0.042(2) 0.030(2) 0.038(2) -0.0032(18) 0.0070(19) 0.0001(19) C24 0.039(2) 0.028(2) 0.042(2) 0.0020(18) 0.0029(19) 0.0071(18) C25 0.041(2) 0.024(2) 0.037(2) 0.0068(17) -0.0051(18) -0.0032(18) C26 0.044(2) 0.022(2) 0.031(2) 0.0019(16) 0.0036(18) -0.0025(18) C27 0.069(3) 0.019(2) 0.031(2) 0.0007(16) -0.004(2) 0.000(2) C28 0.092(4) 0.025(2) 0.039(2) -0.0005(18) -0.004(2) 0.002(2) C29 0.068(3) 0.039(3) 0.025(2) -0.0023(18) 0.009(2) 0.013(2) C30 0.081(4) 0.027(2) 0.034(2) 0.0007(18) -0.007(2) 0.001(2) C31 0.061(3) 0.062(3) 0.047(3) 0.004(2) -0.006(2) 0.030(3) C35 0.030(2) 0.024(2) 0.032(2) -0.0039(16) 0.0025(16) -0.0013(17) C36 0.040(2) 0.033(2) 0.049(3) -0.014(2) -0.002(2) 0.0104(19) C37 0.044(3) 0.047(3) 0.046(3) -0.025(2) -0.011(2) 0.013(2) C38 0.094(4) 0.080(4) 0.055(3) -0.042(3) -0.036(3) 0.038(3) C41 0.031(2) 0.025(2) 0.030(2) -0.0017(16) 0.0006(17) -0.0019(16) C42 0.027(2) 0.0237(19) 0.0249(18) -0.0017(15) -0.0005(15) -0.0007(15) C43 0.032(2) 0.036(2) 0.032(2) -0.0045(18) 0.0001(17) -0.0015(18) C44 0.031(2) 0.031(2) 0.041(2) -0.0062(18) 0.0041(18) -0.0041(18) C45 0.030(2) 0.030(2) 0.048(2) -0.0018(19) 0.0019(19) -0.0023(17) C46 0.029(2) 0.023(2) 0.042(2) -0.0006(17) -0.0046(18) -0.0018(16) C47 0.031(2) 0.036(2) 0.049(3) 0.012(2) -0.0101(19) -0.0052(19) C48 0.062(3) 0.048(3) 0.046(3) 0.002(2) -0.026(2) -0.012(2) C49 0.052(3) 0.036(3) 0.069(3) 0.018(2) -0.014(2) -0.006(2) C50 0.044(3) 0.055(3) 0.082(4) 0.027(3) -0.020(3) -0.010(2) C51 0.035(2) 0.054(3) 0.042(2) -0.006(2) 0.011(2) -0.011(2) C52 0.032(2) 0.067(3) 0.057(3) 0.006(3) 0.009(2) 0.001(2) C53 0.060(3) 0.096(4) 0.049(3) -0.014(3) 0.019(3) -0.027(3) C54 0.037(3) 0.063(3) 0.063(3) 0.020(3) 0.008(2) -0.006(2) C55 0.028(2) 0.024(2) 0.0257(18) -0.0031(15) 0.0032(16) -0.0023(16) C56 0.035(2) 0.029(2) 0.0229(19) 0.0042(15) -0.0007(16) -0.0021(17) C57 0.030(2) 0.026(2) 0.028(2) 0.0012(16) -0.0010(16) -0.0011(16) C58 0.031(2) 0.045(3) 0.042(2) 0.003(2) -0.0040(19) 0.0051(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 1.906(3) . ? Co1 O2 1.869(2) . ? Co1 O3 1.913(3) . ? Co1 N1 1.891(3) . ? Co1 N3 1.882(3) . ? Co1 N5 1.904(3) . ? O1 C1 1.334(4) . ? O2 C21 1.325(4) . ? O3 C41 1.338(4) . ? N1 N2 1.336(4) . ? N1 C15 1.335(5) . ? N2 H2 0.8600 . ? N2 C17 1.353(5) . ? N3 N4 1.357(4) . ? N3 C35 1.350(5) . ? N4 H4 0.8600 . ? N4 C37 1.358(5) . ? N5 N6 1.357(4) . ? N5 C55 1.333(4) . ? N6 H6 0.8600 . ? N6 C57 1.344(4) . ? C1 C2 1.401(6) . ? C1 C6 1.427(6) . ? C2 C3 1.397(6) . ? C2 C15 1.455(6) . ? C3 H3 0.9300 . ? C3 C4 1.372(8) . ? C4 C5 1.377(8) . ? C4 C11 1.641(10) . ? C4 C11A 1.563(10) . ? C5 H5 0.9300 . ? C5 C6 1.391(6) . ? C6 C7 1.533(7) . ? C7 C8 1.556(7) . ? C7 C9 1.534(6) . ? C7 C10 1.535(6) . ? C8 H8C 0.9600 . ? C8 H8B 0.9600 . ? C8 H8A 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C11 C12 1.570(7) . ? C11 C13 1.562(7) . ? C11 C14 1.523(7) . ? C11A C12A 1.540(7) . ? C11A C13A 1.555(7) . ? C11A C14A 1.556(7) . ? C12 H12B 0.9600 . ? C12 H12A 0.9600 . ? C12 H12C 0.9600 . ? C12A H12F 0.9600 . ? C12A H12E 0.9600 . ? C12A H12D 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C13A H13E 0.9600 . ? C13A H13F 0.9600 . ? C13A H13D 0.9600 . ? C14 H14C 0.9600 . ? C14 H14B 0.9600 . ? C14 H14A 0.9600 . ? C14A H14D 0.9600 . ? C14A H14E 0.9600 . ? C14A H14F 0.9600 . ? C15 C16 1.415(6) . ? C16 H16 0.9300 . ? C16 C17 1.358(7) . ? C17 C18 1.492(6) . ? C18 H18C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C21 C22 1.420(5) . ? C21 C26 1.417(5) . ? C22 C23 1.398(5) . ? C22 C35 1.445(5) . ? C23 H23 0.9300 . ? C23 C24 1.383(5) . ? C24 C25 1.404(5) . ? C24 C31 1.529(6) . ? C25 H25 0.9300 . ? C25 C26 1.390(5) . ? C26 C27 1.535(5) . ? C27 C28 1.538(5) . ? C27 C29 1.545(6) . ? C27 C30 1.533(5) . ? C28 H28C 0.9600 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C29 H29A 0.9600 . ? C30 H30A 0.9600 . ? C30 H30C 0.9600 . ? C30 H30B 0.9600 . ? C31 C32 1.540(6) . ? C31 C32A 1.522(7) . ? C31 C33 1.507(7) . ? C31 C33A 1.599(6) . ? C31 C34 1.591(6) . ? C31 C34A 1.531(7) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C32A H32D 0.9600 . ? C32A H32E 0.9600 . ? C32A H32F 0.9600 . ? C33 H33C 0.9600 . ? C33 H33B 0.9600 . ? C33 H33A 0.9600 . ? C33A H33E 0.9600 . ? C33A H33F 0.9600 . ? C33A H33D 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C34 H34A 0.9600 . ? C34A H34E 0.9600 . ? C34A H34F 0.9600 . ? C34A H34D 0.9600 . ? C35 C36 1.407(5) . ? C36 H36 0.9300 . ? C36 C37 1.364(6) . ? C37 C38 1.489(6) . ? C38 H38A 0.9600 . ? C38 H38C 0.9600 . ? C38 H38B 0.9600 . ? C41 C42 1.419(5) . ? C41 C46 1.423(5) . ? C42 C43 1.392(5) . ? C42 C55 1.453(5) . ? C43 H43 0.9300 . ? C43 C44 1.377(5) . ? C44 C45 1.389(5) . ? C44 C51 1.541(6) . ? C45 H45 0.9300 . ? C45 C46 1.393(5) . ? C46 C47 1.534(5) . ? C47 C48 1.540(6) . ? C47 C49 1.517(6) . ? C47 C50 1.530(6) . ? C48 H48C 0.9600 . ? C48 H48B 0.9600 . ? C48 H48A 0.9600 . ? C49 H49C 0.9600 . ? C49 H49A 0.9600 . ? C49 H49B 0.9600 . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? C51 C52 1.515(6) . ? C51 C53 1.514(6) . ? C51 C54 1.554(6) . ? C52 H52B 0.9600 . ? C52 H52A 0.9600 . ? C52 H52C 0.9600 . ? C53 H53A 0.9600 . ? C53 H53C 0.9600 . ? C53 H53B 0.9600 . ? C54 H54C 0.9600 . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C55 C56 1.406(5) . ? C56 H56 0.9300 . ? C56 C57 1.362(5) . ? C57 C58 1.497(5) . ? C58 H58C 0.9600 . ? C58 H58B 0.9600 . ? C58 H58A 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O3 173.52(11) . . ? O1 C1 C2 122.7(4) . . ? O1 C1 C6 118.7(4) . . ? O2 Co1 O1 91.78(11) . . ? O2 Co1 O3 93.00(11) . . ? O2 Co1 N1 86.71(12) . . ? O2 Co1 N3 90.11(12) . . ? O2 Co1 N5 177.42(12) . . ? O2 C21 C22 122.3(3) . . ? O2 C21 C26 119.3(3) . . ? O3 C41 C42 122.6(3) . . ? O3 C41 C46 119.3(3) . . ? N1 Co1 O1 87.52(13) . . ? N1 Co1 O3 88.39(13) . . ? N1 Co1 N5 91.51(12) . . ? N1 N2 H2 124.3 . . ? N1 N2 C17 111.3(4) . . ? N1 C15 C2 120.5(4) . . ? N1 C15 C16 107.0(4) . . ? N2 N1 Co1 121.7(3) . . ? N2 C17 C16 105.9(4) . . ? N2 C17 C18 120.3(4) . . ? N3 Co1 O1 91.03(12) . . ? N3 Co1 O3 93.33(12) . . ? N3 Co1 N1 176.46(13) . . ? N3 Co1 N5 91.63(13) . . ? N3 N4 H4 124.1 . . ? N3 N4 C37 111.7(3) . . ? N3 C35 C22 121.7(3) . . ? N3 C35 C36 108.0(3) . . ? N4 N3 Co1 124.4(2) . . ? N4 C37 C36 105.7(3) . . ? N4 C37 C38 121.6(4) . . ? N5 Co1 O1 86.29(12) . . ? N5 Co1 O3 88.80(12) . . ? N5 N6 H6 124.5 . . ? N5 C55 C42 121.5(3) . . ? N5 C55 C56 107.7(3) . . ? N6 N5 Co1 121.8(2) . . ? N6 C57 C56 106.3(3) . . ? N6 C57 C58 121.1(3) . . ? C1 O1 Co1 123.9(2) . . ? C1 C2 C15 120.6(3) . . ? C1 C6 C7 120.3(4) . . ? C2 C1 C6 118.6(4) . . ? C2 C3 H3 119.4 . . ? C3 C2 C1 120.9(4) . . ? C3 C2 C15 118.6(4) . . ? C3 C4 C11 112.7(6) . . ? C3 C4 C11A 129.8(5) . . ? C4 C3 C2 121.2(5) . . ? C4 C3 H3 119.4 . . ? C4 C5 H5 117.7 . . ? C4 C5 C6 124.5(5) . . ? C4 C11 C12 102.6(7) . . ? C4 C11A C14A 118.5(8) . . ? C5 C4 C3 117.6(4) . . ? C5 C4 C11 129.1(5) . . ? C5 C4 C11A 110.6(6) . . ? C5 C6 C1 117.2(5) . . ? C5 C6 C7 122.5(4) . . ? C6 C5 H5 117.7 . . ? C6 C7 C8 111.2(4) . . ? C6 C7 C9 110.5(4) . . ? C7 C8 H8C 109.5 . . ? C7 C8 H8B 109.5 . . ? C7 C8 H8A 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? C7 C10 H10C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H8C C8 H8B 109.5 . . ? H8C C8 H8A 109.5 . . ? H8B C8 H8A 109.5 . . ? C9 C7 C8 108.9(4) . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C10 C7 C6 112.3(4) . . ? C10 C7 C8 105.8(4) . . ? C10 C7 C9 108.0(4) . . ? H10C C10 H10A 109.5 . . ? H10C C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C11A C4 C11 27.8(4) . . ? C11A C12A H12F 109.5 . . ? C11A C12A H12E 109.5 . . ? C11A C12A H12D 109.5 . . ? C11A C13A H13E 109.5 . . ? C11A C13A H13F 109.5 . . ? C11A C13A H13D 109.5 . . ? C11A C14A H14D 109.5 . . ? C11A C14A H14E 109.5 . . ? C11A C14A H14F 109.5 . . ? C12A C11A C4 109.7(7) . . ? C12A C11A C13A 105.2(8) . . ? C12A C11A C14A 111.1(9) . . ? H12F C12A H12E 109.5 . . ? H12F C12A H12D 109.5 . . ? H12E C12A H12D 109.5 . . ? C13 C11 C4 100.9(6) . . ? C13 C11 C12 102.6(7) . . ? C13A C11A C4 107.2(7) . . ? C13A C11A C14A 104.1(9) . . ? H13E C13A H13F 109.5 . . ? H13E C13A H13D 109.5 . . ? H13F C13A H13D 109.5 . . ? C14 C11 C4 115.3(7) . . ? C14 C11 C12 117.5(8) . . ? C14 C11 C13 115.7(8) . . ? H14D C14A H14E 109.5 . . ? H14D C14A H14F 109.5 . . ? H14E C14A H14F 109.5 . . ? C15 N1 Co1 130.3(3) . . ? C15 N1 N2 108.0(3) . . ? C15 C16 H16 126.1 . . ? C16 C15 C2 132.5(4) . . ? C16 C17 C18 133.8(4) . . ? C17 N2 H2 124.3 . . ? C17 C16 C15 107.8(4) . . ? C17 C16 H16 126.1 . . ? C17 C18 H18C 109.5 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18C C18 H18A 109.5 . . ? H18C C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C21 O2 Co1 126.8(2) . . ? C21 C22 C35 120.4(3) . . ? C21 C26 C27 120.2(3) . . ? C22 C23 H23 118.8 . . ? C23 C22 C21 120.3(4) . . ? C23 C22 C35 119.2(3) . . ? C23 C24 C25 116.1(4) . . ? C23 C24 C31 122.3(4) . . ? C24 C23 C22 122.4(4) . . ? C24 C23 H23 118.8 . . ? C24 C25 H25 117.7 . . ? C24 C31 C32 111.7(5) . . ? C24 C31 C33A 105.6(4) . . ? C24 C31 C34 106.9(5) . . ? C25 C24 C31 121.6(4) . . ? C25 C26 C21 118.2(4) . . ? C25 C26 C27 121.6(3) . . ? C26 C21 C22 118.4(3) . . ? C26 C25 C24 124.5(4) . . ? C26 C25 H25 117.7 . . ? C26 C27 C28 109.8(3) . . ? C26 C27 C29 109.9(3) . . ? C27 C28 H28C 109.5 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? C27 C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30C 109.5 . . ? C27 C30 H30B 109.5 . . ? C28 C27 C29 110.3(4) . . ? H28C C28 H28A 109.5 . . ? H28C C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? H29B C29 H29C 109.5 . . ? H29B C29 H29A 109.5 . . ? H29C C29 H29A 109.5 . . ? C30 C27 C26 112.4(3) . . ? C30 C27 C28 106.5(3) . . ? C30 C27 C29 107.9(3) . . ? H30A C30 H30C 109.5 . . ? H30A C30 H30B 109.5 . . ? H30C C30 H30B 109.5 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? C31 C32A H32D 109.5 . . ? C31 C32A H32E 109.5 . . ? C31 C32A H32F 109.5 . . ? C31 C33 H33C 109.5 . . ? C31 C33 H33B 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33A H33E 109.5 . . ? C31 C33A H33F 109.5 . . ? C31 C33A H33D 109.5 . . ? C31 C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34A H34E 109.5 . . ? C31 C34A H34F 109.5 . . ? C31 C34A H34D 109.5 . . ? C32 C31 C33A 93.5(6) . . ? C32 C31 C34 100.5(7) . . ? C32A C31 C24 112.1(7) . . ? C32A C31 C32 14.3(9) . . ? C32A C31 C33A 106.6(8) . . ? C32A C31 C34 86.9(7) . . ? C32A C31 C34A 115.9(8) . . ? H32D C32A H32E 109.5 . . ? H32D C32A H32F 109.5 . . ? H32E C32A H32F 109.5 . . ? C33 C31 C24 115.4(6) . . ? C33 C31 C32 116.4(7) . . ? C33 C31 C32A 125.0(9) . . ? C33 C31 C33A 34.7(5) . . ? C33 C31 C34 104.0(7) . . ? C33 C31 C34A 63.8(7) . . ? H33E C33A H33F 109.5 . . ? H33E C33A H33D 109.5 . . ? H33F C33A H33D 109.5 . . ? C34 C31 C33A 136.5(5) . . ? C34A C31 C24 116.3(6) . . ? C34A C31 C32 124.9(7) . . ? C34A C31 C33A 98.2(6) . . ? C34A C31 C34 41.0(5) . . ? H34E C34A H34F 109.5 . . ? H34E C34A H34D 109.5 . . ? H34F C34A H34D 109.5 . . ? C35 N3 Co1 128.4(2) . . ? C35 N3 N4 106.4(3) . . ? C35 C36 H36 126.0 . . ? C36 C35 C22 130.2(4) . . ? C36 C37 C38 132.7(4) . . ? C37 N4 H4 124.1 . . ? C37 C36 C35 108.0(4) . . ? C37 C36 H36 126.0 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38C 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38C 109.5 . . ? H38A C38 H38B 109.5 . . ? H38C C38 H38B 109.5 . . ? C41 O3 Co1 128.1(2) . . ? C41 C42 C55 121.7(3) . . ? C41 C46 C47 120.9(3) . . ? C42 C41 C46 117.9(3) . . ? C42 C43 H43 118.8 . . ? C43 C42 C41 120.5(3) . . ? C43 C42 C55 117.7(3) . . ? C43 C44 C45 116.5(4) . . ? C43 C44 C51 119.7(4) . . ? C44 C43 C42 122.4(4) . . ? C44 C43 H43 118.8 . . ? C44 C45 H45 117.8 . . ? C44 C45 C46 124.5(4) . . ? C44 C51 C54 109.1(4) . . ? C45 C44 C51 123.8(4) . . ? C45 C46 C41 118.1(3) . . ? C45 C46 C47 121.0(3) . . ? C46 C45 H45 117.8 . . ? C46 C47 C48 109.9(3) . . ? C47 C48 H48C 109.5 . . ? C47 C48 H48B 109.5 . . ? C47 C48 H48A 109.5 . . ? C47 C49 H49C 109.5 . . ? C47 C49 H49A 109.5 . . ? C47 C49 H49B 109.5 . . ? C47 C50 H50A 109.5 . . ? C47 C50 H50B 109.5 . . ? C47 C50 H50C 109.5 . . ? H48C C48 H48B 109.5 . . ? H48C C48 H48A 109.5 . . ? H48B C48 H48A 109.5 . . ? C49 C47 C46 110.6(3) . . ? C49 C47 C48 110.2(4) . . ? C49 C47 C50 107.6(4) . . ? H49C C49 H49A 109.5 . . ? H49C C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C50 C47 C46 111.8(3) . . ? C50 C47 C48 106.6(4) . . ? H50A C50 H50B 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C51 C52 H52B 109.5 . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52C 109.5 . . ? C51 C53 H53A 109.5 . . ? C51 C53 H53C 109.5 . . ? C51 C53 H53B 109.5 . . ? C51 C54 H54C 109.5 . . ? C51 C54 H54A 109.5 . . ? C51 C54 H54B 109.5 . . ? C52 C51 C44 112.3(4) . . ? C52 C51 C54 107.5(4) . . ? H52B C52 H52A 109.5 . . ? H52B C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? C53 C51 C44 110.2(3) . . ? C53 C51 C52 110.1(4) . . ? C53 C51 C54 107.4(4) . . ? H53A C53 H53C 109.5 . . ? H53A C53 H53B 109.5 . . ? H53C C53 H53B 109.5 . . ? H54C C54 H54A 109.5 . . ? H54C C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C55 N5 Co1 130.9(2) . . ? C55 N5 N6 107.3(3) . . ? C55 C56 H56 126.2 . . ? C56 C55 C42 130.8(3) . . ? C56 C57 C58 132.5(3) . . ? C57 N6 N5 111.0(3) . . ? C57 N6 H6 124.5 . . ? C57 C56 C55 107.6(3) . . ? C57 C56 H56 126.2 . . ? C57 C58 H58C 109.5 . . ? C57 C58 H58B 109.5 . . ? C57 C58 H58A 109.5 . . ? H58C C58 H58B 109.5 . . ? H58C C58 H58A 109.5 . . ? H58B C58 H58A 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2 O3 0.86 2.26 2.685(4) 110.8 . N6 H6 O1 0.86 2.19 2.623(4) 111.3 . #==END