#------------------------------------------------------------------------------ #$Date: 2019-11-17 12:22:08 +0200 (Sun, 17 Nov 2019) $ #$Revision: 229844 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/04/66/7046671.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7046671 loop_ _publ_author_name 'Kovacs, Daniel' 'Phipps, Dulcie' 'Orthaber, Andreas' 'Borbas, K. Eszter' _publ_section_title ; Highly luminescent lanthanide complexes sensitised by tertiary amide-linked carbostyril antennae. ; _journal_issue 31 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 10702 _journal_page_last 10714 _journal_paper_doi 10.1039/c8dt01270a _journal_volume 47 _journal_year 2018 _chemical_formula_moiety 'C26 H40 N6 O4' _chemical_formula_sum 'C26 H40 N6 O4' _chemical_formula_weight 500.64 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2018/1 _audit_update_record ; 2018-03-27 deposited with the CCDC. 2018-06-13 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 94.431(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.6859(9) _cell_length_b 14.9050(11) _cell_length_c 14.1864(11) _cell_measurement_reflns_used 3307 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 25.6 _cell_measurement_theta_min 2.1 _cell_volume 2674.4(3) _computing_cell_refinement 'SAINT V7.68A(Bruker AXS, 2012)' _computing_data_collection 'APEX2 (Bruker AXS, 2012)' _computing_data_reduction 'SAINT V7.68A(Bruker AXS, 2012)' _computing_molecular_graphics ' ORTEP for Windows (Farugia, 1997)' _computing_structure_refinement 'SHELXL-2018/1 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2014/4 (Sheldrick, 2014)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'BrukerAPEX II with CCD' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0494 _diffrn_reflns_av_unetI/netI 0.0404 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 30611 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.398 _diffrn_reflns_theta_min 2.075 _exptl_absorpt_coefficient_mu 0.085 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_correction_T_min 0.7088 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Sadabs (Sheldrick, 1996)' _exptl_crystal_colour 'dark brown' _exptl_crystal_density_diffrn 1.243 _exptl_crystal_description block _exptl_crystal_F_000 1080 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.254 _refine_diff_density_min -0.227 _refine_diff_density_rms 0.041 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 450 _refine_ls_number_reflns 5479 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.025 _refine_ls_R_factor_all 0.1098 _refine_ls_R_factor_gt 0.0618 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0634P)^2^+1.8694P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1482 _refine_ls_wR_factor_ref 0.1759 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3307 _reflns_number_total 5479 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c8dt01270a2.cif _cod_data_source_block shelx _cod_depositor_comments 'Adding full bibliography for 7046671--7046672.cif.' _cod_database_code 7046671 _shelx_shelxl_version_number 2018/1 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_res_file ; TITL AO_DKS_57_059A_1_0m_a.res in P2(1)/n shelx.res created by SHELXL-2018/1 at 10:57:41 on 27-Mar-2018 CELL 0.71073 12.6859 14.9050 14.1864 90.000 94.431 90.000 ZERR 4.00 0.0009 0.0011 0.0011 0.000 0.002 0.000 LATT 1 SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SFAC C N O H UNIT 104 24 16 160 MERG 2 OMIT 0 1 1 OMIT -1 1 1 FMAP 2 PLAN 60 ACTA BOND $H L.S. 30 TEMP -123.15 WGHT 0.063400 1.869400 FVAR 0.32706 0.59246 C1 1 0.473508 0.933489 0.620491 11.00000 0.02519 0.04958 = 0.04985 0.00418 0.00454 -0.00315 C2 1 0.462313 0.878266 0.701894 11.00000 0.02782 0.05765 = 0.04542 0.00571 0.00733 -0.00026 AFIX 43 H2 4 0.439688 0.905532 0.757400 11.00000 -1.20000 AFIX 0 C3 1 0.482428 0.789399 0.703276 11.00000 0.02205 0.06593 = 0.04829 0.01548 -0.00129 -0.00047 C4 1 0.514497 0.746534 0.618451 11.00000 0.02813 0.05406 = 0.04707 0.01435 0.00136 0.00508 C5 1 0.537497 0.655120 0.611810 11.00000 0.05484 0.05862 = 0.05818 0.02343 0.00448 0.01377 AFIX 43 H5 4 0.534109 0.618072 0.665983 11.00000 -1.20000 AFIX 0 C6 1 0.564776 0.617873 0.528981 11.00000 0.06195 0.04907 = 0.06795 0.01948 0.00744 0.01923 AFIX 43 H6 4 0.579811 0.555544 0.525993 11.00000 -1.20000 AFIX 0 C7 1 0.570508 0.671452 0.448900 11.00000 0.03568 0.04886 = 0.05761 0.00686 0.00269 0.01291 C8 1 0.551425 0.761634 0.453009 11.00000 0.03075 0.04862 = 0.04745 0.01283 0.00401 0.00724 AFIX 43 H8 4 0.557244 0.798249 0.398844 11.00000 -1.20000 AFIX 0 C9 1 0.523268 0.799388 0.537723 11.00000 0.02005 0.04712 = 0.05106 0.01006 -0.00201 0.00326 C10 1 0.471483 0.734359 0.790199 11.00000 0.04826 0.07512 = 0.05419 0.02132 0.00484 0.00731 AFIX 123 H10A 4 0.489359 0.671765 0.777537 10.50000 -1.50000 H10B 4 0.519459 0.757493 0.842008 10.50000 -1.50000 H10C 4 0.398461 0.737773 0.807977 10.50000 -1.50000 H10D 4 0.448827 0.772922 0.840812 10.50000 -1.50000 H10E 4 0.418727 0.687195 0.776340 10.50000 -1.50000 H10F 4 0.539725 0.706914 0.810371 10.50000 -1.50000 AFIX 0 C12 1 0.705113 0.605516 0.350689 11.00000 0.05128 0.05537 = 0.08419 0.02254 0.02584 0.02434 AFIX 23 H12A 4 0.752863 0.644565 0.391060 11.00000 -1.20000 H12B 4 0.721315 0.614712 0.284221 11.00000 -1.20000 AFIX 0 C13 1 0.726024 0.508317 0.377728 11.00000 0.04804 0.05137 = 0.07744 0.01407 0.02249 0.01735 C14 1 0.868633 0.397266 0.386923 11.00000 0.05439 0.03672 = 0.05631 -0.00125 0.00131 0.01473 C15 1 0.812855 0.330301 0.321615 11.00000 0.08790 0.06903 = 0.09838 -0.03171 -0.01724 0.02035 AFIX 33 H15A 4 0.841255 0.270225 0.335696 11.00000 -1.50000 H15B 4 0.737019 0.331058 0.330523 11.00000 -1.50000 H15C 4 0.823880 0.345910 0.255995 11.00000 -1.50000 AFIX 0 C16 1 0.859682 0.375106 0.488829 11.00000 0.13549 0.05596 = 0.06534 0.01273 -0.00522 0.01733 AFIX 33 H16A 4 0.887582 0.314701 0.501962 11.00000 -1.50000 H16B 4 0.900340 0.418685 0.528539 11.00000 -1.50000 H16C 4 0.785258 0.377413 0.502754 11.00000 -1.50000 AFIX 0 C17 1 0.982611 0.407281 0.365624 11.00000 0.05884 0.05503 = 0.14586 -0.00246 0.01284 0.02542 AFIX 33 H17A 4 1.019372 0.349982 0.376751 11.00000 -1.50000 H17B 4 0.986054 0.424998 0.299407 11.00000 -1.50000 H17C 4 1.016516 0.453374 0.406864 11.00000 -1.50000 AFIX 0 C18 1 0.519418 0.601452 0.295170 11.00000 0.06618 0.07247 = 0.06424 -0.00969 0.00660 0.03158 C19 1 0.405534 0.617676 0.317138 11.00000 0.05796 0.07953 = 0.06292 -0.02699 -0.00182 0.02222 PART 1 AFIX 23 H19A 4 0.396324 0.682792 0.327542 21.00000 -1.20000 H19B 4 0.393821 0.586946 0.377308 21.00000 -1.20000 PART 2 AFIX 23 H19C 4 0.381065 0.571243 0.360327 -21.00000 -1.20000 H19D 4 0.396884 0.677638 0.345550 -21.00000 -1.20000 AFIX 0 PART 1 C20A 1 0.259521 0.660374 0.194988 21.00000 0.03821 0.04601 = 0.05699 -0.00775 0.00707 0.00540 AFIX 23 H20A 4 0.198797 0.635782 0.155136 21.00000 -1.20000 H20B 4 0.231592 0.700268 0.242989 21.00000 -1.20000 AFIX 0 C21A 1 0.328607 0.712692 0.135205 21.00000 0.06850 0.06775 = 0.09063 -0.03030 0.04352 -0.03041 AFIX 23 H21A 4 0.285354 0.761780 0.105327 21.00000 -1.20000 H21B 4 0.384364 0.741100 0.177890 21.00000 -1.20000 AFIX 0 C22A 1 0.307647 0.640787 -0.018328 21.00000 0.05727 0.07720 = 0.05610 0.02012 0.01646 0.02347 AFIX 23 H22A 4 0.291014 0.693385 -0.059428 21.00000 -1.20000 H22B 4 0.240703 0.618928 0.004981 21.00000 -1.20000 AFIX 0 C23A 1 0.354969 0.567968 -0.075347 21.00000 0.06446 0.06913 = 0.05010 0.01142 0.01563 0.01164 AFIX 23 H23A 4 0.305848 0.553950 -0.131039 21.00000 -1.20000 H23B 4 0.421894 0.589936 -0.098599 21.00000 -1.20000 AFIX 0 C24A 1 0.283893 0.428090 -0.018118 21.00000 0.06576 0.07459 = 0.05094 -0.01338 0.00225 0.01349 AFIX 23 H24A 4 0.220202 0.465237 -0.011459 21.00000 -1.20000 H24B 4 0.273602 0.395708 -0.079064 21.00000 -1.20000 AFIX 0 C25A 1 0.292519 0.363875 0.056743 21.00000 0.08887 0.04252 = 0.05778 -0.01961 0.01104 0.03044 AFIX 23 H25A 4 0.349544 0.320689 0.045634 21.00000 -1.20000 H25B 4 0.225439 0.330023 0.057427 21.00000 -1.20000 AFIX 0 C26A 1 0.222330 0.450508 0.188164 21.00000 0.06138 0.04277 = 0.06519 0.00311 0.01829 -0.00788 AFIX 23 H26A 4 0.174110 0.402338 0.206288 21.00000 -1.20000 H26B 4 0.185275 0.485806 0.136581 21.00000 -1.20000 AFIX 0 C27A 1 0.249530 0.511270 0.272903 21.00000 0.06483 0.09091 = 0.03728 -0.01873 0.01039 0.01963 AFIX 23 H27A 4 0.184043 0.536115 0.296302 21.00000 -1.20000 H27B 4 0.287147 0.476612 0.324688 21.00000 -1.20000 AFIX 0 N10A 2 0.319230 0.586731 0.242177 21.00000 0.02383 0.05378 = 0.04224 -0.00778 -0.00015 0.00832 N11 2 0.379582 0.668225 0.062240 21.00000 0.04331 0.05845 = 0.06655 -0.00163 0.01579 -0.00373 AFIX 43 H11 4 0.448116 0.658165 0.065330 21.00000 -1.20000 AFIX 0 N12A 2 0.375633 0.487568 -0.021192 21.00000 0.03806 0.05979 = 0.03947 0.00919 0.00665 0.01452 N13 2 0.317280 0.410733 0.154680 21.00000 0.04589 0.05679 = 0.04400 0.00681 0.00578 0.01373 PART 0 N1 2 0.503579 0.890127 0.542267 11.00000 0.03424 0.04656 = 0.04471 0.00953 0.00670 0.00176 AFIX 43 H0 4 0.510909 0.922319 0.491186 11.00000 -1.20000 AFIX 0 N2 2 0.595756 0.631737 0.361080 11.00000 0.04813 0.05469 = 0.06148 0.00809 0.01332 0.02124 O0 3 0.458908 1.016135 0.618720 11.00000 0.04864 0.04626 = 0.05584 0.00376 0.01287 -0.00028 O2 3 0.543551 0.563399 0.224242 11.00000 0.09091 0.12802 = 0.08641 -0.04130 0.01521 0.05300 O3 3 0.662666 0.458096 0.406589 11.00000 0.06116 0.05379 = 0.17964 0.02739 0.05158 0.01350 O4 3 0.826519 0.488675 0.366515 11.00000 0.04639 0.04618 = 0.06166 0.01241 0.01896 0.01876 PART 2 C28B 1 0.246065 0.580448 0.248519 -21.00000 0.03472 0.03632 = 0.04440 0.00101 0.00462 0.00694 AFIX 23 H28A 4 0.221241 0.613476 0.303160 -21.00000 -1.20000 H28B 4 0.196252 0.592761 0.192826 -21.00000 -1.20000 AFIX 0 N12B 2 0.347904 0.419251 0.018220 -21.00000 0.02706 0.11253 = 0.04873 -0.00143 0.00308 0.00669 C24B 1 0.297776 0.486204 -0.044755 -21.00000 0.02540 0.21696 = 0.04240 -0.00360 -0.00588 0.00588 AFIX 23 H24C 4 0.231455 0.506654 -0.019136 -21.00000 -1.20000 H24D 4 0.279295 0.458721 -0.107390 -21.00000 -1.20000 AFIX 0 N10B 2 0.352850 0.611997 0.229725 -21.00000 0.02148 0.03948 = 0.05960 -0.00280 0.00365 -0.01010 N11B 2 0.404195 0.612864 0.032177 -21.00000 0.03250 0.09563 = 0.08274 0.03556 0.00243 -0.01274 N13B 2 0.290398 0.421291 0.209449 -21.00000 0.02338 0.04970 = 0.06508 0.01068 -0.01018 -0.00066 AFIX 43 H13B 4 0.354610 0.398966 0.218386 -21.00000 -1.20000 AFIX 0 C21B 1 0.344540 0.694947 0.175382 -21.00000 0.07686 0.07016 = 0.14892 0.00755 -0.01484 -0.03503 AFIX 23 H21C 4 0.411388 0.729243 0.184423 -21.00000 -1.20000 H21D 4 0.286660 0.732563 0.196781 -21.00000 -1.20000 AFIX 0 C22B 1 0.321623 0.670161 0.069807 -21.00000 0.04684 0.10534 = 0.11583 0.07548 0.01371 0.00481 AFIX 23 H22C 4 0.252976 0.638400 0.061796 -21.00000 -1.20000 H22D 4 0.315056 0.726075 0.032144 -21.00000 -1.20000 AFIX 0 C25B 1 0.276545 0.364046 0.065855 -21.00000 0.05872 0.19873 = 0.07011 0.03435 -0.00462 -0.02558 AFIX 23 H25C 4 0.228818 0.335322 0.016204 -21.00000 -1.20000 H25D 4 0.319372 0.315380 0.097057 -21.00000 -1.20000 AFIX 0 C26B 1 0.214151 0.397023 0.131481 -21.00000 0.03647 0.04845 = 0.06955 -0.00264 -0.00166 -0.00238 AFIX 23 H26C 4 0.164076 0.350934 0.151085 -21.00000 -1.20000 H26D 4 0.173849 0.450111 0.107068 -21.00000 -1.20000 AFIX 0 C27B 1 0.247384 0.485216 0.268421 -21.00000 0.01985 0.07578 = 0.07855 -0.01548 0.00571 -0.01307 AFIX 23 H27C 4 0.284742 0.477792 0.331827 -21.00000 -1.20000 H27D 4 0.173046 0.467311 0.274399 -21.00000 -1.20000 AFIX 0 C23B 1 0.370816 0.568133 -0.056720 -21.00000 0.03330 0.29023 = 0.05010 0.02244 0.01085 -0.00985 AFIX 23 H23C 4 0.434395 0.547997 -0.087103 -21.00000 -1.20000 H23D 4 0.333128 0.611980 -0.099556 -21.00000 -1.20000 AFIX 0 PART 1 HN3A 4 0.360385 0.459211 0.159045 21.00000 0.03133 HN2A 4 0.426631 0.457629 -0.044068 21.00000 0.07928 PART 2 H1B 4 0.417682 0.577287 0.090515 -21.00000 0.04867 H2B 4 0.398808 0.372384 -0.000673 -21.00000 0.08433 HKLF 4 REM AO_DKS_57_059A_1_0m_a.res in P2(1)/n REM R1 = 0.0618 for 3307 Fo > 4sig(Fo) and 0.1098 for all 5479 data REM 450 parameters refined using 0 restraints END WGHT 0.0594 1.9773 REM Highest difference peak 0.254, deepest hole -0.227, 1-sigma level 0.041 Q1 1 0.5621 0.6156 0.1827 11.00000 0.05 0.25 Q2 1 0.4183 0.6815 0.2785 11.00000 0.05 0.24 Q3 1 0.9333 0.3273 0.5154 11.00000 0.05 0.23 Q4 1 0.5181 0.5464 0.2168 11.00000 0.05 0.22 Q5 1 0.5399 0.6477 0.2552 11.00000 0.05 0.19 Q6 1 0.3896 0.6712 -0.0248 11.00000 0.05 0.18 Q7 1 0.8824 0.2811 0.3009 11.00000 0.05 0.17 Q8 1 0.2402 0.4332 0.0804 11.00000 0.05 0.16 Q9 1 0.7803 0.3375 0.4730 11.00000 0.05 0.16 Q10 1 0.8329 0.3752 0.2617 11.00000 0.05 0.14 Q11 1 1.0236 0.3393 0.4163 11.00000 0.05 0.14 Q12 1 0.6541 0.4674 0.3409 11.00000 0.05 0.13 Q13 1 0.4380 0.6363 -0.0513 11.00000 0.05 0.13 Q14 1 0.7581 0.6352 0.3161 11.00000 0.05 0.13 Q15 1 0.5155 1.0405 0.5814 11.00000 0.05 0.12 Q16 1 0.3161 0.2815 -0.0410 11.00000 0.05 0.12 Q17 1 0.6005 0.6701 0.3288 11.00000 0.05 0.12 Q18 1 0.3587 0.5875 -0.1667 11.00000 0.05 0.12 Q19 1 0.2310 0.6212 -0.0237 11.00000 0.05 0.12 Q20 1 0.5841 0.5489 0.2616 11.00000 0.05 0.12 Q21 1 0.5190 0.7693 0.5836 11.00000 0.05 0.11 Q22 1 0.4450 0.5131 -0.0867 11.00000 0.05 0.11 Q23 1 0.5382 0.4619 0.5366 11.00000 0.05 0.11 Q24 1 0.7185 0.2268 0.3480 11.00000 0.05 0.11 Q25 1 0.3038 0.5665 -0.0414 11.00000 0.05 0.11 Q26 1 0.4037 0.5300 0.3622 11.00000 0.05 0.11 Q27 1 0.3899 0.5418 0.0359 11.00000 0.05 0.11 Q28 1 0.2948 0.4791 0.1460 11.00000 0.05 0.11 Q29 1 0.5641 0.6685 0.7236 11.00000 0.05 0.11 Q30 1 1.0257 0.4654 0.3713 11.00000 0.05 0.11 Q31 1 0.3673 0.4931 0.1028 11.00000 0.05 0.11 Q32 1 0.2903 0.7638 0.2813 11.00000 0.05 0.11 Q33 1 0.4646 0.3382 -0.0361 11.00000 0.05 0.11 Q34 1 0.7179 0.5617 0.3546 11.00000 0.05 0.11 Q35 1 0.5051 0.7315 0.0371 11.00000 0.05 0.11 Q36 1 0.3906 0.5624 0.4002 11.00000 0.05 0.11 Q37 1 0.6927 0.5794 0.2579 11.00000 0.05 0.10 Q38 1 0.1167 0.3967 0.1458 11.00000 0.05 0.10 Q39 1 0.7036 0.5625 0.4541 11.00000 0.05 0.10 Q40 1 0.3729 1.0630 0.5956 11.00000 0.05 0.10 Q41 1 0.4733 0.5936 0.6978 11.00000 0.05 0.10 Q42 1 0.4479 0.7078 0.1752 11.00000 0.05 0.10 Q43 1 0.4299 0.4963 0.0645 11.00000 0.05 0.10 Q44 1 0.6809 0.3855 0.3817 11.00000 0.05 0.10 Q45 1 0.9966 0.3242 0.4716 11.00000 0.05 0.10 Q46 1 1.1348 0.4243 0.4582 11.00000 0.05 0.10 Q47 1 0.4470 0.7336 0.1287 11.00000 0.05 0.10 Q48 1 0.4027 0.6208 0.1006 11.00000 0.05 0.10 Q49 1 0.4220 0.7960 0.5536 11.00000 0.05 0.10 Q50 1 0.4122 0.8107 0.9268 11.00000 0.05 0.10 Q51 1 0.2278 0.3870 -0.0656 11.00000 0.05 0.10 Q52 1 0.7658 0.4380 0.2414 11.00000 0.05 0.10 Q53 1 0.6207 0.4089 0.2973 11.00000 0.05 0.10 Q54 1 0.5153 1.1049 0.6196 11.00000 0.05 0.10 Q55 1 0.9021 0.5397 0.4449 11.00000 0.05 0.10 Q56 1 0.4829 0.8929 0.6613 11.00000 0.05 0.10 Q57 1 0.3197 0.3981 -0.1141 11.00000 0.05 0.10 Q58 1 0.5389 0.5292 0.5121 11.00000 0.05 0.10 Q59 1 0.2116 0.3283 -0.0058 11.00000 0.05 0.10 Q60 1 0.6403 0.4491 0.4172 11.00000 0.05 0.10 ; _shelx_res_checksum 9549 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.47351(18) 0.93349(18) 0.62049(18) 0.0415(6) Uani 1 1 d . . . . . C2 C 0.46231(18) 0.87827(19) 0.70189(18) 0.0434(6) Uani 1 1 d . . . . . H2 H 0.439688 0.905532 0.757400 0.052 Uiso 1 1 calc R U . . . C3 C 0.48243(17) 0.7894(2) 0.70328(18) 0.0456(7) Uani 1 1 d . . . . . C4 C 0.51450(18) 0.74653(18) 0.61845(18) 0.0432(6) Uani 1 1 d . . . . . C5 C 0.5375(2) 0.6551(2) 0.6118(2) 0.0572(8) Uani 1 1 d . . . . . H5 H 0.534109 0.618072 0.665983 0.069 Uiso 1 1 calc R U . . . C6 C 0.5648(2) 0.6179(2) 0.5290(2) 0.0595(8) Uani 1 1 d . . . . . H6 H 0.579811 0.555544 0.525993 0.071 Uiso 1 1 calc R U . . . C7 C 0.57051(19) 0.67145(18) 0.44890(19) 0.0474(7) Uani 1 1 d . . . . . C8 C 0.55142(18) 0.76163(18) 0.45301(18) 0.0422(6) Uani 1 1 d . . . . . H8 H 0.557244 0.798249 0.398844 0.051 Uiso 1 1 calc R U . . . C9 C 0.52327(16) 0.79939(17) 0.53772(18) 0.0397(6) Uani 1 1 d . . . . . C10 C 0.4715(2) 0.7344(2) 0.7902(2) 0.0591(8) Uani 1 1 d . . . . . H10A H 0.489359 0.671765 0.777537 0.089 Uiso 0.5 1 calc R U P . . H10B H 0.519459 0.757493 0.842008 0.089 Uiso 0.5 1 calc R U P . . H10C H 0.398461 0.737773 0.807977 0.089 Uiso 0.5 1 calc R U P . . H10D H 0.448827 0.772922 0.840812 0.089 Uiso 0.5 1 calc R U P . . H10E H 0.418727 0.687195 0.776340 0.089 Uiso 0.5 1 calc R U P . . H10F H 0.539725 0.706914 0.810371 0.089 Uiso 0.5 1 calc R U P . . C12 C 0.7051(2) 0.6055(2) 0.3507(2) 0.0625(9) Uani 1 1 d . . . . . H12A H 0.752863 0.644565 0.391060 0.075 Uiso 1 1 calc R U . . . H12B H 0.721315 0.614712 0.284221 0.075 Uiso 1 1 calc R U . . . C13 C 0.7260(2) 0.5083(2) 0.3777(2) 0.0580(8) Uani 1 1 d . . . . . C14 C 0.8686(2) 0.39727(17) 0.3869(2) 0.0493(7) Uani 1 1 d . . . . . C15 C 0.8129(3) 0.3303(2) 0.3216(3) 0.0864(12) Uani 1 1 d . . . . . H15A H 0.841255 0.270225 0.335696 0.130 Uiso 1 1 calc R U . . . H15B H 0.737019 0.331058 0.330523 0.130 Uiso 1 1 calc R U . . . H15C H 0.823880 0.345910 0.255995 0.130 Uiso 1 1 calc R U . . . C16 C 0.8597(3) 0.3751(2) 0.4888(2) 0.0863(12) Uani 1 1 d . . . . . H16A H 0.887582 0.314701 0.501962 0.129 Uiso 1 1 calc R U . . . H16B H 0.900340 0.418685 0.528539 0.129 Uiso 1 1 calc R U . . . H16C H 0.785258 0.377413 0.502754 0.129 Uiso 1 1 calc R U . . . C17 C 0.9826(3) 0.4073(2) 0.3656(3) 0.0863(12) Uani 1 1 d . . . . . H17A H 1.019372 0.349982 0.376751 0.129 Uiso 1 1 calc R U . . . H17B H 0.986054 0.424998 0.299407 0.129 Uiso 1 1 calc R U . . . H17C H 1.016516 0.453374 0.406864 0.129 Uiso 1 1 calc R U . . . C18 C 0.5194(3) 0.6015(2) 0.2952(2) 0.0675(9) Uani 1 1 d . . . . . C19 C 0.4055(2) 0.6177(2) 0.3171(2) 0.0671(9) Uani 1 1 d . . . . . H19A H 0.396324 0.682792 0.327542 0.081 Uiso 0.592(5) 1 calc R U P A 1 H19B H 0.393821 0.586946 0.377308 0.081 Uiso 0.592(5) 1 calc R U P A 1 H19C H 0.381065 0.571243 0.360327 0.081 Uiso 0.408(5) 1 calc R U P A 2 H19D H 0.396884 0.677638 0.345550 0.081 Uiso 0.408(5) 1 calc R U P A 2 C20A C 0.2595(3) 0.6604(3) 0.1950(3) 0.0469(13) Uani 0.592(5) 1 d . . P A 1 H20A H 0.198797 0.635782 0.155136 0.056 Uiso 0.592(5) 1 calc R U P A 1 H20B H 0.231592 0.700268 0.242989 0.056 Uiso 0.592(5) 1 calc R U P A 1 C21A C 0.3286(10) 0.7127(9) 0.1352(9) 0.074(4) Uani 0.592(5) 1 d . . P A 1 H21A H 0.285354 0.761780 0.105327 0.088 Uiso 0.592(5) 1 calc R U P A 1 H21B H 0.384364 0.741100 0.177890 0.088 Uiso 0.592(5) 1 calc R U P A 1 C22A C 0.3076(4) 0.6408(4) -0.0183(4) 0.0629(16) Uani 0.592(5) 1 d . . P A 1 H22A H 0.291014 0.693385 -0.059428 0.075 Uiso 0.592(5) 1 calc R U P A 1 H22B H 0.240703 0.618928 0.004981 0.075 Uiso 0.592(5) 1 calc R U P A 1 C23A C 0.3550(11) 0.5680(6) -0.0753(10) 0.061(3) Uani 0.592(5) 1 d . . P A 1 H23A H 0.305848 0.553950 -0.131039 0.073 Uiso 0.592(5) 1 calc R U P A 1 H23B H 0.421894 0.589936 -0.098599 0.073 Uiso 0.592(5) 1 calc R U P A 1 C24A C 0.2839(7) 0.4281(5) -0.0181(6) 0.0639(19) Uani 0.592(5) 1 d . . P A 1 H24A H 0.220202 0.465237 -0.011459 0.077 Uiso 0.592(5) 1 calc R U P A 1 H24B H 0.273602 0.395708 -0.079064 0.077 Uiso 0.592(5) 1 calc R U P A 1 C25A C 0.2925(10) 0.3639(6) 0.0567(9) 0.063(4) Uani 0.592(5) 1 d . . P A 1 H25A H 0.349544 0.320689 0.045634 0.075 Uiso 0.592(5) 1 calc R U P A 1 H25B H 0.225439 0.330023 0.057427 0.075 Uiso 0.592(5) 1 calc R U P A 1 C26A C 0.2223(5) 0.4505(4) 0.1882(4) 0.0558(15) Uani 0.592(5) 1 d . . P A 1 H26A H 0.174110 0.402338 0.206288 0.067 Uiso 0.592(5) 1 calc R U P A 1 H26B H 0.185275 0.485806 0.136581 0.067 Uiso 0.592(5) 1 calc R U P A 1 C27A C 0.2495(12) 0.5113(14) 0.2729(11) 0.064(5) Uani 0.592(5) 1 d . . P A 1 H27A H 0.184043 0.536115 0.296302 0.077 Uiso 0.592(5) 1 calc R U P A 1 H27B H 0.287147 0.476612 0.324688 0.077 Uiso 0.592(5) 1 calc R U P A 1 N10A N 0.3192(5) 0.5867(5) 0.2422(4) 0.0401(13) Uani 0.592(5) 1 d . . P A 1 N11 N 0.3796(5) 0.6682(4) 0.0622(4) 0.0555(14) Uani 0.592(5) 1 d . . P A 1 H11 H 0.448116 0.658165 0.065330 0.067 Uiso 0.592(5) 1 calc R U P A 1 N12A N 0.3756(3) 0.4876(3) -0.0212(3) 0.0456(12) Uani 0.592(5) 1 d . . P A 1 N13 N 0.3173(4) 0.4107(3) 0.1547(4) 0.0488(12) Uani 0.592(5) 1 d . . P A 1 N1 N 0.50358(15) 0.89013(14) 0.54227(15) 0.0416(5) Uani 1 1 d . . . . . H0 H 0.510909 0.922319 0.491186 0.050 Uiso 1 1 calc R U . . . N2 N 0.59576(18) 0.63174(16) 0.36108(17) 0.0543(6) Uani 1 1 d . . . . . O0 O 0.45891(14) 1.01613(13) 0.61872(13) 0.0498(5) Uani 1 1 d . . . . . O2 O 0.5436(2) 0.5634(2) 0.22424(18) 0.1013(10) Uani 1 1 d . . . . . O3 O 0.66267(18) 0.45810(15) 0.4066(2) 0.0960(9) Uani 1 1 d . . . . . O4 O 0.82652(13) 0.48867(12) 0.36651(13) 0.0506(5) Uani 1 1 d . . . . . C28B C 0.2461(7) 0.5804(5) 0.2485(5) 0.0384(17) Uani 0.408(5) 1 d . . P A 2 H28A H 0.221241 0.613476 0.303160 0.046 Uiso 0.408(5) 1 calc R U P A 2 H28B H 0.196252 0.592761 0.192826 0.046 Uiso 0.408(5) 1 calc R U P A 2 N12B N 0.3479(6) 0.4193(7) 0.0182(5) 0.063(2) Uani 0.408(5) 1 d . . P A 2 C24B C 0.2978(8) 0.4862(12) -0.0448(7) 0.095(5) Uani 0.408(5) 1 d . . P A 2 H24C H 0.231455 0.506654 -0.019136 0.114 Uiso 0.408(5) 1 calc R U P A 2 H24D H 0.279295 0.458721 -0.107390 0.114 Uiso 0.408(5) 1 calc R U P A 2 N10B N 0.3528(7) 0.6120(6) 0.2297(8) 0.040(2) Uani 0.408(5) 1 d . . P A 2 N11B N 0.4042(5) 0.6129(7) 0.0322(7) 0.070(3) Uani 0.408(5) 1 d . . P A 2 N13B N 0.2904(5) 0.4213(4) 0.2094(6) 0.0468(18) Uani 0.408(5) 1 d . . P A 2 H13B H 0.354610 0.398966 0.218386 0.056 Uiso 0.408(5) 1 calc R U P A 2 C21B C 0.3445(18) 0.6949(14) 0.1754(14) 0.100(8) Uani 0.408(5) 1 d . . P A 2 H21C H 0.411388 0.729243 0.184423 0.120 Uiso 0.408(5) 1 calc R U P A 2 H21D H 0.286660 0.732563 0.196781 0.120 Uiso 0.408(5) 1 calc R U P A 2 C22B C 0.3216(9) 0.6702(10) 0.0698(11) 0.089(5) Uani 0.408(5) 1 d . . P A 2 H22C H 0.252976 0.638400 0.061796 0.107 Uiso 0.408(5) 1 calc R U P A 2 H22D H 0.315056 0.726075 0.032144 0.107 Uiso 0.408(5) 1 calc R U P A 2 C25B C 0.2765(16) 0.3640(15) 0.0659(16) 0.110(9) Uani 0.408(5) 1 d . . P A 2 H25C H 0.228818 0.335322 0.016204 0.132 Uiso 0.408(5) 1 calc R U P A 2 H25D H 0.319372 0.315380 0.097057 0.132 Uiso 0.408(5) 1 calc R U P A 2 C26B C 0.2142(5) 0.3970(5) 0.1315(6) 0.052(2) Uani 0.408(5) 1 d . . P A 2 H26C H 0.164076 0.350934 0.151085 0.062 Uiso 0.408(5) 1 calc R U P A 2 H26D H 0.173849 0.450111 0.107068 0.062 Uiso 0.408(5) 1 calc R U P A 2 C27B C 0.2474(13) 0.4852(19) 0.2684(19) 0.058(6) Uani 0.408(5) 1 d . . P A 2 H27C H 0.284742 0.477792 0.331827 0.070 Uiso 0.408(5) 1 calc R U P A 2 H27D H 0.173046 0.467311 0.274399 0.070 Uiso 0.408(5) 1 calc R U P A 2 C23B C 0.3708(16) 0.568(2) -0.0567(17) 0.124(11) Uani 0.408(5) 1 d . . P A 2 H23C H 0.434395 0.547997 -0.087103 0.149 Uiso 0.408(5) 1 calc R U P A 2 H23D H 0.333128 0.611980 -0.099556 0.149 Uiso 0.408(5) 1 calc R U P A 2 HN3A H 0.360(3) 0.459(3) 0.159(3) 0.031(12) Uiso 0.592(5) 1 d . . P A 1 HN2A H 0.427(5) 0.458(4) -0.044(4) 0.079(19) Uiso 0.592(5) 1 d . . P A 1 H1B H 0.418(5) 0.577(5) 0.091(5) 0.049(19) Uiso 0.408(5) 1 d . . P A 2 H2B H 0.399(7) 0.372(6) -0.001(6) 0.08(3) Uiso 0.408(5) 1 d . . P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0252(11) 0.0496(17) 0.0499(16) 0.0042(13) 0.0045(10) -0.0031(11) C2 0.0278(12) 0.0576(17) 0.0454(15) 0.0057(13) 0.0073(10) -0.0003(11) C3 0.0221(11) 0.0659(19) 0.0483(15) 0.0155(14) -0.0013(10) -0.0005(11) C4 0.0281(12) 0.0541(17) 0.0471(15) 0.0144(13) 0.0014(10) 0.0051(11) C5 0.0548(16) 0.0586(19) 0.0582(18) 0.0234(15) 0.0045(14) 0.0138(14) C6 0.0620(18) 0.0491(17) 0.068(2) 0.0195(15) 0.0074(15) 0.0192(14) C7 0.0357(13) 0.0489(16) 0.0576(17) 0.0069(14) 0.0027(12) 0.0129(12) C8 0.0308(12) 0.0486(16) 0.0474(15) 0.0128(12) 0.0040(11) 0.0072(11) C9 0.0201(10) 0.0471(15) 0.0511(15) 0.0101(12) -0.0020(10) 0.0033(10) C10 0.0483(16) 0.075(2) 0.0542(18) 0.0213(16) 0.0048(13) 0.0073(15) C12 0.0513(16) 0.0554(19) 0.084(2) 0.0225(16) 0.0258(15) 0.0243(14) C13 0.0480(16) 0.0514(18) 0.077(2) 0.0141(15) 0.0225(15) 0.0174(14) C14 0.0544(16) 0.0367(15) 0.0563(17) -0.0013(13) 0.0013(13) 0.0147(12) C15 0.088(3) 0.069(2) 0.098(3) -0.032(2) -0.017(2) 0.020(2) C16 0.135(4) 0.056(2) 0.065(2) 0.0127(17) -0.005(2) 0.017(2) C17 0.059(2) 0.055(2) 0.146(4) -0.002(2) 0.013(2) 0.0254(16) C18 0.066(2) 0.072(2) 0.064(2) -0.0097(17) 0.0066(17) 0.0316(17) C19 0.0580(18) 0.080(2) 0.063(2) -0.0270(17) -0.0018(15) 0.0222(16) C20A 0.038(2) 0.046(3) 0.057(3) -0.008(2) 0.007(2) 0.005(2) C21A 0.069(6) 0.068(7) 0.091(8) -0.030(6) 0.044(6) -0.030(5) C22A 0.057(3) 0.077(4) 0.056(4) 0.020(3) 0.016(3) 0.023(3) C23A 0.064(7) 0.069(5) 0.050(6) 0.011(4) 0.016(4) 0.012(4) C24A 0.066(5) 0.075(5) 0.051(4) -0.013(3) 0.002(4) 0.013(4) C25A 0.089(8) 0.043(4) 0.058(6) -0.020(4) 0.011(5) 0.030(5) C26A 0.061(4) 0.043(3) 0.065(4) 0.003(3) 0.018(3) -0.008(3) C27A 0.065(7) 0.091(14) 0.037(5) -0.019(6) 0.010(4) 0.020(6) N10A 0.024(4) 0.054(5) 0.042(3) -0.008(3) 0.000(3) 0.008(3) N11 0.043(3) 0.058(3) 0.067(3) -0.002(3) 0.016(3) -0.004(3) N12A 0.038(3) 0.060(3) 0.039(2) 0.009(2) 0.0066(19) 0.015(2) N13 0.046(3) 0.057(3) 0.044(3) 0.007(2) 0.006(2) 0.014(2) N1 0.0342(10) 0.0466(13) 0.0447(12) 0.0095(10) 0.0067(9) 0.0018(9) N2 0.0481(13) 0.0547(15) 0.0615(15) 0.0081(12) 0.0133(12) 0.0212(11) O0 0.0486(10) 0.0463(12) 0.0558(12) 0.0038(9) 0.0129(9) -0.0003(8) O2 0.0909(18) 0.128(2) 0.0864(18) -0.0413(17) 0.0152(14) 0.0530(17) O3 0.0612(14) 0.0538(14) 0.180(3) 0.0274(16) 0.0516(16) 0.0135(11) O4 0.0464(10) 0.0462(11) 0.0617(12) 0.0124(9) 0.0190(9) 0.0188(8) C28B 0.035(4) 0.036(4) 0.044(4) 0.001(3) 0.005(3) 0.007(3) N12B 0.027(3) 0.113(7) 0.049(4) -0.001(5) 0.003(3) 0.007(4) C24B 0.025(5) 0.217(17) 0.042(5) -0.004(8) -0.006(4) 0.006(8) N10B 0.021(4) 0.039(5) 0.060(5) -0.003(3) 0.004(3) -0.010(3) N11B 0.032(3) 0.096(7) 0.083(6) 0.036(6) 0.002(4) -0.013(4) N13B 0.023(3) 0.050(4) 0.065(5) 0.011(4) -0.010(3) -0.001(3) C21B 0.077(8) 0.070(9) 0.15(2) 0.008(11) -0.015(11) -0.035(6) C22B 0.047(6) 0.105(10) 0.116(13) 0.075(10) 0.014(7) 0.005(7) C25B 0.059(8) 0.20(2) 0.070(12) 0.034(11) -0.005(7) -0.026(9) C26B 0.036(4) 0.048(5) 0.070(5) -0.003(4) -0.002(3) -0.002(3) C27B 0.020(5) 0.076(14) 0.079(12) -0.015(8) 0.006(5) -0.013(6) C23B 0.033(6) 0.29(3) 0.050(10) 0.022(11) 0.011(6) -0.010(9) 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' 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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle O0 C1 N1 120.2(2) O0 C1 C2 124.1(2) N1 C1 C2 115.8(2) C3 C2 C1 123.0(3) C3 C2 H2 118.5 C1 C2 H2 118.5 C2 C3 C4 119.1(2) C2 C3 C10 121.4(3) C4 C3 C10 119.5(3) C5 C4 C9 117.6(3) C5 C4 C3 124.0(2) C9 C4 C3 118.4(2) C6 C5 C4 121.4(3) C6 C5 H5 119.3 C4 C5 H5 119.3 C5 C6 C7 120.0(3) C5 C6 H6 120.0 C7 C6 H6 120.0 C8 C7 C6 120.5(3) C8 C7 N2 119.6(2) C6 C7 N2 119.9(2) C7 C8 C9 119.3(2) C7 C8 H8 120.3 C9 C8 H8 120.3 N1 C9 C8 119.6(2) N1 C9 C4 119.2(2) C8 C9 C4 121.2(2) C3 C10 H10A 109.5 C3 C10 H10B 109.5 H10A C10 H10B 109.5 C3 C10 H10C 109.5 H10A C10 H10C 109.5 H10B C10 H10C 109.5 H10D C10 H10E 109.5 H10D C10 H10F 109.5 H10E C10 H10F 109.5 N2 C12 C13 112.3(2) N2 C12 H12A 109.1 C13 C12 H12A 109.1 N2 C12 H12B 109.1 C13 C12 H12B 109.1 H12A C12 H12B 107.9 O3 C13 O4 125.5(3) O3 C13 C12 125.2(3) O4 C13 C12 109.3(2) O4 C14 C16 109.8(2) O4 C14 C15 110.2(2) C16 C14 C15 112.5(3) O4 C14 C17 101.9(2) C16 C14 C17 111.2(3) C15 C14 C17 110.8(3) C14 C15 H15A 109.5 C14 C15 H15B 109.5 H15A C15 H15B 109.5 C14 C15 H15C 109.5 H15A C15 H15C 109.5 H15B C15 H15C 109.5 C14 C16 H16A 109.5 C14 C16 H16B 109.5 H16A C16 H16B 109.5 C14 C16 H16C 109.5 H16A C16 H16C 109.5 H16B C16 H16C 109.5 C14 C17 H17A 109.5 C14 C17 H17B 109.5 H17A C17 H17B 109.5 C14 C17 H17C 109.5 H17A C17 H17C 109.5 H17B C17 H17C 109.5 O2 C18 N2 120.6(3) O2 C18 C19 123.2(3) N2 C18 C19 116.1(3) N10B C19 C18 102.1(5) C18 C19 N10A 116.6(3) C18 C19 H19A 108.1 N10A C19 H19A 108.1 C18 C19 H19B 108.1 N10A C19 H19B 108.1 H19A C19 H19B 107.3 N10B C19 H19C 111.3 C18 C19 H19C 111.3 N10B C19 H19D 111.3 C18 C19 H19D 111.3 H19C C19 H19D 109.2 C21A C20A N10A 110.3(6) C21A C20A H20A 109.6 N10A C20A H20A 109.6 C21A C20A H20B 109.6 N10A C20A H20B 109.6 H20A C20A H20B 108.1 N11 C21A C20A 119.4(10) N11 C21A H21A 107.5 C20A C21A H21A 107.5 N11 C21A H21B 107.5 C20A C21A H21B 107.5 H21A C21A H21B 107.0 N11 C22A C23A 111.7(7) N11 C22A H22A 109.3 C23A C22A H22A 109.3 N11 C22A H22B 109.3 C23A C22A H22B 109.3 H22A C22A H22B 107.9 N12A C23A C22A 112.2(10) N12A C23A H23A 109.2 C22A C23A H23A 109.2 N12A C23A H23B 109.2 C22A C23A H23B 109.2 H23A C23A H23B 107.9 C25A C24A N12A 114.3(9) C25A C24A H24A 108.7 N12A C24A H24A 108.7 C25A C24A H24B 108.7 N12A C24A H24B 108.7 H24A C24A H24B 107.6 C24A C25A N13 111.1(7) C24A C25A H25A 109.4 N13 C25A H25A 109.4 C24A C25A H25B 109.4 N13 C25A H25B 109.4 H25A C25A H25B 108.0 N13 C26A C27A 110.9(8) N13 C26A H26A 109.5 C27A C26A H26A 109.5 N13 C26A H26B 109.5 C27A C26A H26B 109.5 H26A C26A H26B 108.0 N10A C27A C26A 108.4(10) N10A C27A H27A 110.0 C26A C27A H27A 110.0 N10A C27A H27B 110.0 C26A C27A H27B 110.0 H27A C27A H27B 108.4 C20A N10A C27A 113.3(8) C20A N10A C19 114.0(5) C27A N10A C19 115.1(7) C21A N11 C22A 114.0(8) C21A N11 H11 123.0 C22A N11 H11 123.0 C23A N12A C24A 114.1(7) C23A N12A HN2A 110(4) C24A N12A HN2A 108(4) C26A N13 C25A 110.9(6) C26A N13 HN3A 99(3) C25A N13 HN3A 120(3) C1 N1 C9 124.5(2) C1 N1 H0 117.8 C9 N1 H0 117.8 C18 N2 C7 122.3(2) C18 N2 C12 118.0(3) C7 N2 C12 118.4(2) C13 O4 C14 120.9(2) C27B C28B N10B 110.5(9) C27B C28B H28A 109.5 N10B C28B H28A 109.5 C27B C28B H28B 109.5 N10B C28B H28B 109.5 H28A C28B H28B 108.1 C25B N12B C24B 115.0(12) C25B N12B H2B 100(5) C24B N12B H2B 125(5) N12B C24B C23B 111.8(13) N12B C24B H24C 109.3 C23B C24B H24C 109.3 N12B C24B H24D 109.3 C23B C24B H24D 109.3 H24C C24B H24D 107.9 C19 N10B C28B 104.3(7) C19 N10B C21B 116.0(11) C28B N10B C21B 109.6(12) C23B N11B C22B 114.1(12) C23B N11B H1B 120(4) C22B N11B H1B 95(4) C27B N13B C26B 110.8(11) C27B N13B H13B 124.6 C26B N13B H13B 124.6 N10B C21B C22B 108.1(15) N10B C21B H21C 110.1 C22B C21B H21C 110.1 N10B C21B H21D 110.1 C22B C21B H21D 110.1 H21C C21B H21D 108.4 N11B C22B C21B 113.6(11) N11B C22B H22C 108.8 C21B C22B H22C 108.8 N11B C22B H22D 108.8 C21B C22B H22D 108.8 H22C C22B H22D 107.7 C26B C25B N12B 122.6(17) C26B C25B H25C 106.7 N12B C25B H25C 106.7 C26B C25B H25D 106.7 N12B C25B H25D 106.7 H25C C25B H25D 106.6 C25B C26B N13B 102.8(11) C25B C26B H26C 111.2 N13B C26B H26C 111.2 C25B C26B H26D 111.2 N13B C26B H26D 111.2 H26C C26B H26D 109.1 N13B C27B C28B 123.2(18) N13B C27B H27C 106.5 C28B C27B H27C 106.5 N13B C27B H27D 106.5 C28B C27B H27D 106.5 H27C C27B H27D 106.5 N11B C23B C24B 113.6(17) N11B C23B H23C 108.8 C24B C23B H23C 108.8 N11B C23B H23D 108.8 C24B C23B H23D 108.8 H23C C23B H23D 107.7 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 O0 1.246(3) C1 N1 1.364(3) C1 C2 1.434(4) C2 C3 1.349(4) C2 H2 0.9500 C3 C4 1.448(4) C3 C10 1.496(4) C4 C5 1.398(4) C4 C9 1.402(3) C5 C6 1.368(4) C5 H5 0.9500 C6 C7 1.395(4) C6 H6 0.9500 C7 C8 1.368(4) C7 N2 1.438(4) C8 C9 1.398(4) C8 H8 0.9500 C9 N1 1.378(3) C10 H10A 0.9800 C10 H10B 0.9800 C10 H10C 0.9800 C10 H10D 0.9800 C10 H10E 0.9800 C10 H10F 0.9800 C12 N2 1.460(3) C12 C13 1.517(4) C12 H12A 0.9900 C12 H12B 0.9900 C13 O3 1.194(3) C13 O4 1.330(3) C14 O4 1.484(3) C14 C16 1.496(4) C14 C15 1.501(4) C14 C17 1.507(4) C15 H15A 0.9800 C15 H15B 0.9800 C15 H15C 0.9800 C16 H16A 0.9800 C16 H16B 0.9800 C16 H16C 0.9800 C17 H17A 0.9800 C17 H17B 0.9800 C17 H17C 0.9800 C18 O2 1.215(4) C18 N2 1.370(4) C18 C19 1.521(4) C19 N10B 1.365(11) C19 N10A 1.537(7) C19 H19A 0.9900 C19 H19B 0.9900 C19 H19C 0.9900 C19 H19D 0.9900 C20A C21A 1.487(13) C20A N10A 1.466(8) C20A H20A 0.9900 C20A H20B 0.9900 C21A N11 1.426(13) C21A H21A 0.9900 C21A H21B 0.9900 C22A N11 1.465(9) C22A C23A 1.506(12) C22A H22A 0.9900 C22A H22B 0.9900 C23A N12A 1.437(13) C23A H23A 0.9900 C23A H23B 0.9900 C24A C25A 1.428(14) C24A N12A 1.466(10) C24A H24A 0.9900 C24A H24B 0.9900 C25A N13 1.565(12) C25A H25A 0.9900 C25A H25B 0.9900 C26A N13 1.455(7) C26A C27A 1.523(18) C26A H26A 0.9900 C26A H26B 0.9900 C27A N10A 1.515(17) C27A H27A 0.9900 C27A H27B 0.9900 N11 H11 0.8800 N12A HN2A 0.87(7) N13 HN3A 0.91(4) N1 H0 0.8800 C28B C27B 1.45(3) C28B N10B 1.478(9) C28B H28A 0.9900 C28B H28B 0.9900 N12B C25B 1.43(2) N12B C24B 1.453(16) N12B H2B 1.00(9) C24B C23B 1.55(3) C24B H24C 0.9900 C24B H24D 0.9900 N10B C21B 1.46(2) N11B C23B 1.46(3) N11B C22B 1.483(16) N11B H1B 0.99(7) N13B C27B 1.41(3) N13B C26B 1.458(10) N13B H13B 0.8800 C21B C22B 1.55(3) C21B H21C 0.9900 C21B H21D 0.9900 C22B H22C 0.9900 C22B H22D 0.9900 C25B C26B 1.36(2) C25B H25C 0.9900 C25B H25D 0.9900 C26B H26C 0.9900 C26B H26D 0.9900 C27B H27C 0.9900 C27B H27D 0.9900 C23B H23C 0.9900 C23B H23D 0.9900