#------------------------------------------------------------------------------ #$Date: 2020-10-06 14:42:26 +0300 (Tue, 06 Oct 2020) $ #$Revision: 258103 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/05/7240523.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_7240523 loop_ _publ_author_name 'Podjed, Nina' 'Modec, Barbara' 'Alcaide, Mar\'ia M.' 'L\'opez-Serrano, Joaqu\'in' _publ_section_title ; From cyclic amines and acetonitrile to amidine zinc(ii) complexes ; _journal_issue 31 _journal_name_full 'RSC Advances' _journal_page_first 18200 _journal_page_last 18221 _journal_paper_doi 10.1039/D0RA03192E _journal_volume 10 _journal_year 2020 _chemical_formula_moiety 'C22 H15 N2 O6 Zn, C7 H15 N2, C2 H5 N O' _chemical_formula_sum 'C31 H35 N5 O7 Zn' _chemical_formula_weight 655.01 _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' _atom_sites_solution_hydrogens mixed _audit_creation_date 2019-12-16 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2019-12-19 deposited with the CCDC. 2020-04-29 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 102.665(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 14.3370(4) _cell_length_b 8.5075(2) _cell_length_c 25.4808(8) _cell_measurement_reflns_used 10720 _cell_measurement_temperature 150.00(10) _cell_measurement_theta_max 29.8670 _cell_measurement_theta_min 2.9780 _cell_volume 3032.32(15) _computing_cell_refinement 'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 150.00(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.4933 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -35.00 10.00 1.00 37.50 -- -14.21 -37.00 150.00 45 2 \w -50.00 -8.00 1.00 37.50 -- 14.36 -57.00 0.00 42 3 \w 12.00 43.00 1.00 37.50 -- 14.36 -57.00 0.00 31 4 \w 35.00 99.00 1.00 37.50 -- 14.36 178.00 30.00 64 5 \w -15.00 93.00 1.00 37.50 -- 14.36 77.00 60.00 108 6 \w 37.00 63.00 1.00 37.50 -- 14.36-178.00 -30.00 26 7 \w 27.00 88.00 1.00 37.50 -- 14.36 57.00 150.00 61 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0098217000 _diffrn_orient_matrix_UB_12 -0.0701147000 _diffrn_orient_matrix_UB_13 -0.0152771000 _diffrn_orient_matrix_UB_21 0.0038073000 _diffrn_orient_matrix_UB_22 -0.0438861000 _diffrn_orient_matrix_UB_23 0.0240408000 _diffrn_orient_matrix_UB_31 -0.0496064000 _diffrn_orient_matrix_UB_32 0.0105302000 _diffrn_orient_matrix_UB_33 -0.0015278000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_unetI/netI 0.0267 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_number 28251 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.499 _diffrn_reflns_theta_min 2.530 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 0.866 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.70027 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.435 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1368 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.339 _refine_diff_density_min -0.348 _refine_diff_density_rms 0.051 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 416 _refine_ls_number_reflns 6946 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.049 _refine_ls_R_factor_all 0.0403 _refine_ls_R_factor_gt 0.0314 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0381P)^2^+1.3651P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0778 _refine_ls_wR_factor_ref 0.0828 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5925 _reflns_number_total 6946 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ra03192e3.cif _cod_data_source_block 6 _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_crystal_density_meas' value 'not measured' was changed to '?' -- the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas Adding full bibliography for 7240517--7240533.cif. ; _cod_database_code 7240523 _shelx_shelxl_version_number 2018/3 _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_estimated_absorpt_t_max 0.881 _shelx_estimated_absorpt_t_min 0.846 _shelx_res_file ; TITL mob531_a.res in P2(1)/n mob531.res created by SHELXL-2018/3 at 11:18:05 on 16-Dec-2019 CELL 0.71073 14.337 8.5075 25.4808 90 102.665 90 ZERR 4 0.0004 0.0002 0.0008 0 0.003 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H N O Zn UNIT 124 140 20 28 4 EQIV $1 +X,1+Y,+Z EQIV $2 0.5-X,0.5+Y,0.5-Z L.S. 10 PLAN 10 SIZE 0.2 0.2 0.15 MPLA N1 C11 C12 C13 C14 C15 C16 C17 C18 C19 MPLA N2 C21 C22 C23 C24 C25 C26 C27 C28 C29 RTAB dist Zn1 O42 HTAB N32 O21_$1 HTAB N32 O42 HTAB N5 O12 HTAB N5 O5_$2 MORE -1 htab BOND $H CONF LIST 6 fmap 2 acta MERG 2 SHEL 30 0.7696 REM REM REM WGHT 0.038100 1.365100 FVAR 1.88509 ZN1 5 0.679880 0.530071 0.402211 11.00000 0.02128 0.02215 = 0.02176 -0.00036 0.00356 0.00073 O11 4 0.561085 0.425786 0.361596 11.00000 0.02120 0.03718 = 0.02831 -0.00397 0.00692 -0.00420 O12 4 0.500311 0.279750 0.289339 11.00000 0.02436 0.05567 = 0.04214 -0.01511 0.00253 -0.01112 O21 4 0.778541 0.408527 0.456321 11.00000 0.02566 0.03171 = 0.02428 0.00045 0.00601 0.00759 O22 4 0.829967 0.357048 0.543503 11.00000 0.02823 0.03858 = 0.02883 0.00653 0.00232 0.00764 O41 4 0.667876 0.744451 0.371561 11.00000 0.03474 0.02458 = 0.03133 0.00262 0.00453 -0.00279 O42 4 0.796410 0.848059 0.424690 11.00000 0.03207 0.02826 = 0.04850 0.00414 -0.00201 -0.00107 N1 3 0.732673 0.425655 0.337061 11.00000 0.02076 0.01919 = 0.02030 0.00067 0.00313 -0.00075 N2 3 0.636924 0.586005 0.475170 11.00000 0.01920 0.02044 = 0.02769 -0.00286 0.00432 -0.00075 N31 3 1.049333 1.061278 0.430968 11.00000 0.02334 0.02672 = 0.03927 -0.00735 0.00406 0.00030 N32 3 0.902836 1.134249 0.446254 11.00000 0.02818 0.02409 = 0.05215 -0.00837 0.01136 -0.00011 C11 1 0.662596 0.352769 0.303339 11.00000 0.02156 0.01965 = 0.02148 0.00136 0.00253 -0.00059 C12 1 0.675545 0.274390 0.256925 11.00000 0.02930 0.02483 = 0.02379 -0.00361 0.00088 -0.00355 AFIX 43 H12 2 0.624490 0.224119 0.234352 11.00000 -1.20000 AFIX 0 C13 1 0.763796 0.273138 0.245510 11.00000 0.03420 0.02593 = 0.02326 -0.00485 0.00754 -0.00212 AFIX 43 H13 2 0.773550 0.221834 0.214932 11.00000 -1.20000 AFIX 0 C14 1 0.840953 0.350199 0.280310 11.00000 0.02635 0.02041 = 0.02430 0.00169 0.00675 0.00133 C15 1 0.934295 0.355738 0.270492 11.00000 0.03148 0.03092 = 0.03305 -0.00032 0.01455 0.00309 AFIX 43 H15 2 0.947090 0.306322 0.240282 11.00000 -1.20000 AFIX 0 C16 1 1.005580 0.433095 0.305064 11.00000 0.02296 0.03203 = 0.04153 0.00540 0.01218 0.00242 AFIX 43 H16 2 1.066625 0.436611 0.298184 11.00000 -1.20000 AFIX 0 C17 1 0.987290 0.507976 0.351292 11.00000 0.02151 0.02781 = 0.03383 0.00575 0.00156 -0.00276 AFIX 43 H17 2 1.036661 0.559448 0.374766 11.00000 -1.20000 AFIX 0 C18 1 0.897553 0.505624 0.361942 11.00000 0.02395 0.02571 = 0.02387 0.00007 0.00382 -0.00148 AFIX 43 H18 2 0.886099 0.555740 0.392351 11.00000 -1.20000 AFIX 0 C19 1 0.822472 0.426492 0.326394 11.00000 0.02056 0.01871 = 0.02102 0.00368 0.00364 0.00080 C110 1 0.565628 0.352311 0.318752 11.00000 0.02087 0.02795 = 0.02811 0.00159 0.00224 -0.00250 C21 1 0.695254 0.524382 0.517756 11.00000 0.02071 0.02043 = 0.02600 -0.00082 0.00654 -0.00433 C22 1 0.685888 0.549100 0.570740 11.00000 0.03124 0.03056 = 0.02722 0.00356 0.00928 -0.00166 AFIX 43 H22 2 0.728829 0.504007 0.599484 11.00000 -1.20000 AFIX 0 C23 1 0.612251 0.640967 0.579333 11.00000 0.04014 0.03552 = 0.03308 -0.00188 0.02072 -0.00494 AFIX 43 H23 2 0.604720 0.659273 0.614149 11.00000 -1.20000 AFIX 0 C24 1 0.547859 0.707697 0.535052 11.00000 0.02681 0.02274 = 0.04315 -0.00231 0.01589 -0.00528 C25 1 0.468492 0.803007 0.540631 11.00000 0.03622 0.02814 = 0.06020 -0.00391 0.02799 -0.00132 AFIX 43 H25 2 0.458132 0.824453 0.574687 11.00000 -1.20000 AFIX 0 C26 1 0.408298 0.862240 0.496557 11.00000 0.02565 0.02684 = 0.07515 -0.00375 0.01933 0.00159 AFIX 43 H26 2 0.356686 0.923616 0.500648 11.00000 -1.20000 AFIX 0 C27 1 0.422826 0.832207 0.444937 11.00000 0.02816 0.03191 = 0.05940 -0.00372 0.00044 0.00467 AFIX 43 H27 2 0.380697 0.874013 0.415196 11.00000 -1.20000 AFIX 0 C28 1 0.498520 0.741729 0.437491 11.00000 0.02760 0.03014 = 0.04125 -0.00631 0.00187 0.00397 AFIX 43 H28 2 0.507596 0.722695 0.403017 11.00000 -1.20000 AFIX 0 C29 1 0.562212 0.678151 0.482737 11.00000 0.02050 0.01976 = 0.03557 -0.00508 0.00686 -0.00409 C210 1 0.774874 0.421291 0.505817 11.00000 0.02108 0.02236 = 0.02666 0.00082 0.00454 -0.00180 C31 1 1.012970 0.923095 0.397441 11.00000 0.02987 0.02494 = 0.04530 -0.01000 0.00697 0.00023 AFIX 23 H31A 2 0.943853 0.918717 0.391624 11.00000 -1.20000 H31B 2 1.038919 0.827610 0.415803 11.00000 -1.20000 AFIX 0 C32 1 1.042061 0.934808 0.343652 11.00000 0.05222 0.03295 = 0.03453 -0.00194 0.00238 -0.00181 AFIX 23 H32C 2 1.020648 0.841694 0.322451 11.00000 -1.20000 H32D 2 1.011319 1.025385 0.324055 11.00000 -1.20000 AFIX 0 C33 1 1.149825 0.950342 0.351468 11.00000 0.05415 0.04295 = 0.04375 -0.00132 0.02279 -0.00275 AFIX 23 H33A 2 1.180527 0.855323 0.367851 11.00000 -1.20000 H33B 2 1.166427 0.963866 0.316833 11.00000 -1.20000 AFIX 0 C34 1 1.185155 1.090584 0.387215 11.00000 0.03582 0.03621 = 0.05513 0.00029 0.01537 -0.00239 AFIX 23 H34A 2 1.254344 1.095804 0.393896 11.00000 -1.20000 H34B 2 1.159541 1.186633 0.369120 11.00000 -1.20000 AFIX 0 C35 1 1.154205 1.076700 0.440244 11.00000 0.02200 0.03674 = 0.04447 -0.00666 0.00275 0.00043 AFIX 23 H35A 2 1.184323 0.985531 0.459747 11.00000 -1.20000 H35B 2 1.174732 1.169163 0.461990 11.00000 -1.20000 AFIX 0 C36 1 0.994757 1.159267 0.450648 11.00000 0.02770 0.02089 = 0.02954 0.00174 0.00351 0.00075 C37 1 1.035135 1.305543 0.479179 11.00000 0.03043 0.02451 = 0.03882 -0.00520 0.00243 -0.00038 AFIX 137 H37A 2 1.081597 1.278175 0.511091 11.00000 -1.50000 H37B 2 0.984659 1.365368 0.488848 11.00000 -1.50000 H37C 2 1.065119 1.367171 0.455950 11.00000 -1.50000 AFIX 0 C41 1 0.721375 0.858907 0.390226 11.00000 0.02788 0.02336 = 0.02712 0.00002 0.01082 0.00165 C42 1 0.690300 1.018145 0.366253 11.00000 0.05104 0.02577 = 0.04368 0.00277 0.00185 0.00621 AFIX 137 H42A 2 0.700228 1.095775 0.394272 11.00000 -1.50000 H42B 2 0.623740 1.014688 0.348932 11.00000 -1.50000 H42C 2 0.727208 1.045043 0.340339 11.00000 -1.50000 AFIX 0 O5 4 0.275454 0.012433 0.206197 11.00000 0.03710 0.05565 = 0.05977 -0.00937 0.01535 0.00226 N5 3 0.297513 0.217794 0.263516 11.00000 0.02819 0.05171 = 0.04929 -0.00204 0.00728 -0.00601 C51 1 0.243298 0.126074 0.226753 11.00000 0.03019 0.04452 = 0.03812 0.00441 0.01165 -0.00263 C52 1 0.139051 0.165745 0.211613 11.00000 0.03333 0.06158 = 0.05365 -0.00747 0.00302 0.00206 AFIX 137 H52A 2 0.123512 0.204594 0.175368 11.00000 -1.50000 H52B 2 0.124823 0.244859 0.235562 11.00000 -1.50000 H52C 2 0.102006 0.073209 0.214205 11.00000 -1.50000 AFIX 0 H32A 2 0.876173 1.048537 0.434938 11.00000 0.04051 H32B 2 0.870971 1.200108 0.454303 11.00000 0.04524 H5A 2 0.361002 0.207948 0.271157 11.00000 0.07072 H5B 2 0.269524 0.318702 0.274007 11.00000 0.06627 HKLF 4 REM mob531_a.res in P2(1)/n REM wR2 = 0.0828, GooF = S = 1.049, Restrained GooF = 1.049 for all data REM R1 = 0.0314 for 5925 Fo > 4sig(Fo) and 0.0403 for all 6946 data REM 416 parameters refined using 0 restraints END WGHT 0.0381 1.3651 REM Instructions for potential hydrogen bonds EQIV $3 x+1/2, -y+1/2, z+1/2 HTAB C22 O5_$3 HTAB C28 O41 HTAB C31 O42 EQIV $4 -x+2, -y+1, -z+1 HTAB C31 O22_$4 EQIV $5 -x+2, -y+2, -z+1 HTAB C37 O42_$5 HTAB N32 O42 HTAB N32 O21_$1 HTAB N5 O12 HTAB N5 O5_$2 REM Highest difference peak 0.339, deepest hole -0.348, 1-sigma level 0.051 Q1 1 0.7317 0.4768 0.5130 11.00000 0.05 0.34 Q2 1 0.6159 0.3521 0.3132 11.00000 0.05 0.33 Q3 1 0.6646 0.3264 0.2773 11.00000 0.05 0.31 Q4 1 0.1315 0.2835 0.2068 11.00000 0.05 0.30 Q5 1 0.1111 0.1072 0.1790 11.00000 0.05 0.28 Q6 1 0.8595 0.4692 0.3436 11.00000 0.05 0.28 Q7 1 0.7786 0.4304 0.3295 11.00000 0.05 0.27 Q8 1 0.6136 0.4789 0.3822 11.00000 0.05 0.27 Q9 1 0.5601 0.7172 0.5093 11.00000 0.05 0.26 Q10 1 0.5658 0.6440 0.5526 11.00000 0.05 0.26 ; _shelx_res_checksum 8228 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 Zn1 Zn 0.67988(2) 0.53007(2) 0.40221(2) 0.02191(7) Uani 1 1 d . . . . . O11 O 0.56109(8) 0.42579(15) 0.36160(5) 0.0287(3) Uani 1 1 d . . . . . O12 O 0.50031(9) 0.27975(18) 0.28934(6) 0.0415(3) Uani 1 1 d . . . . . O21 O 0.77854(8) 0.40853(14) 0.45632(5) 0.0271(3) Uani 1 1 d . . . . . O22 O 0.82997(9) 0.35705(16) 0.54350(5) 0.0325(3) Uani 1 1 d . . . . . O41 O 0.66788(9) 0.74445(14) 0.37156(5) 0.0306(3) Uani 1 1 d . . . . . O42 O 0.79641(9) 0.84806(15) 0.42469(6) 0.0379(3) Uani 1 1 d . . . . . N1 N 0.73267(9) 0.42565(15) 0.33706(5) 0.0203(3) Uani 1 1 d . . . . . N2 N 0.63692(9) 0.58601(16) 0.47517(6) 0.0226(3) Uani 1 1 d . . . . . N31 N 1.04933(10) 1.06128(17) 0.43097(7) 0.0302(3) Uani 1 1 d . . . . . N32 N 0.90284(12) 1.1342(2) 0.44625(8) 0.0344(4) Uani 1 1 d . . . . . C11 C 0.66260(11) 0.35277(18) 0.30334(7) 0.0212(3) Uani 1 1 d . . . . . C12 C 0.67555(13) 0.2744(2) 0.25692(7) 0.0267(4) Uani 1 1 d . . . . . H12 H 0.624490 0.224119 0.234352 0.032 Uiso 1 1 calc R . . . . C13 C 0.76380(13) 0.2731(2) 0.24551(7) 0.0276(4) Uani 1 1 d . . . . . H13 H 0.773550 0.221834 0.214932 0.033 Uiso 1 1 calc R . . . . C14 C 0.84095(12) 0.35020(19) 0.28031(7) 0.0235(3) Uani 1 1 d . . . . . C15 C 0.93430(13) 0.3557(2) 0.27049(8) 0.0307(4) Uani 1 1 d . . . . . H15 H 0.947090 0.306322 0.240282 0.037 Uiso 1 1 calc R . . . . C16 C 1.00558(13) 0.4331(2) 0.30506(8) 0.0314(4) Uani 1 1 d . . . . . H16 H 1.066625 0.436611 0.298184 0.038 Uiso 1 1 calc R . . . . C17 C 0.98729(12) 0.5080(2) 0.35129(8) 0.0284(4) Uani 1 1 d . . . . . H17 H 1.036661 0.559448 0.374766 0.034 Uiso 1 1 calc R . . . . C18 C 0.89755(12) 0.50562(19) 0.36194(7) 0.0247(4) Uani 1 1 d . . . . . H18 H 0.886099 0.555740 0.392351 0.030 Uiso 1 1 calc R . . . . C19 C 0.82247(11) 0.42649(18) 0.32639(7) 0.0202(3) Uani 1 1 d . . . . . C110 C 0.56563(12) 0.3523(2) 0.31875(7) 0.0261(4) Uani 1 1 d . . . . . C21 C 0.69525(11) 0.52438(19) 0.51776(7) 0.0222(3) Uani 1 1 d . . . . . C22 C 0.68589(13) 0.5491(2) 0.57074(8) 0.0292(4) Uani 1 1 d . . . . . H22 H 0.728829 0.504007 0.599484 0.035 Uiso 1 1 calc R . . . . C23 C 0.61225(14) 0.6410(2) 0.57933(8) 0.0343(4) Uani 1 1 d . . . . . H23 H 0.604720 0.659273 0.614149 0.041 Uiso 1 1 calc R . . . . C24 C 0.54786(12) 0.7077(2) 0.53505(8) 0.0296(4) Uani 1 1 d . . . . . C25 C 0.46849(14) 0.8030(2) 0.54063(10) 0.0388(5) Uani 1 1 d . . . . . H25 H 0.458132 0.824453 0.574687 0.047 Uiso 1 1 calc R . . . . C26 C 0.40830(14) 0.8622(2) 0.49656(10) 0.0413(5) Uani 1 1 d . . . . . H26 H 0.356686 0.923616 0.500648 0.050 Uiso 1 1 calc R . . . . C27 C 0.42283(14) 0.8322(2) 0.44494(10) 0.0412(5) Uani 1 1 d . . . . . H27 H 0.380697 0.874013 0.415196 0.049 Uiso 1 1 calc R . . . . C28 C 0.49852(13) 0.7417(2) 0.43749(9) 0.0339(4) Uani 1 1 d . . . . . H28 H 0.507596 0.722695 0.403017 0.041 Uiso 1 1 calc R . . . . C29 C 0.56221(12) 0.67815(19) 0.48274(7) 0.0252(4) Uani 1 1 d . . . . . C210 C 0.77487(11) 0.42129(19) 0.50582(7) 0.0235(3) Uani 1 1 d . . . . . C31 C 1.01297(13) 0.9231(2) 0.39744(8) 0.0336(4) Uani 1 1 d . . . . . H31A H 0.943853 0.918717 0.391624 0.040 Uiso 1 1 calc R . . . . H31B H 1.038919 0.827610 0.415803 0.040 Uiso 1 1 calc R . . . . C32 C 1.04206(16) 0.9348(2) 0.34365(9) 0.0410(5) Uani 1 1 d . . . . . H32C H 1.020648 0.841694 0.322451 0.049 Uiso 1 1 calc R . . . . H32D H 1.011319 1.025385 0.324055 0.049 Uiso 1 1 calc R . . . . C33 C 1.14983(17) 0.9503(3) 0.35147(10) 0.0451(5) Uani 1 1 d . . . . . H33A H 1.180527 0.855323 0.367851 0.054 Uiso 1 1 calc R . . . . H33B H 1.166427 0.963866 0.316833 0.054 Uiso 1 1 calc R . . . . C34 C 1.18515(15) 1.0906(3) 0.38721(9) 0.0416(5) Uani 1 1 d . . . . . H34A H 1.254344 1.095804 0.393896 0.050 Uiso 1 1 calc R . . . . H34B H 1.159541 1.186633 0.369120 0.050 Uiso 1 1 calc R . . . . C35 C 1.15421(13) 1.0767(2) 0.44024(8) 0.0351(4) Uani 1 1 d . . . . . H35A H 1.184323 0.985531 0.459747 0.042 Uiso 1 1 calc R . . . . H35B H 1.174732 1.169163 0.461990 0.042 Uiso 1 1 calc R . . . . C36 C 0.99476(12) 1.15927(19) 0.45065(7) 0.0265(4) Uani 1 1 d . . . . . C37 C 1.03513(13) 1.3055(2) 0.47918(8) 0.0320(4) Uani 1 1 d . . . . . H37A H 1.081597 1.278175 0.511091 0.048 Uiso 1 1 calc GR . . . . H37B H 0.984659 1.365368 0.488848 0.048 Uiso 1 1 calc GR . . . . H37C H 1.065119 1.367171 0.455950 0.048 Uiso 1 1 calc GR . . . . C41 C 0.72137(12) 0.8589(2) 0.39023(7) 0.0254(4) Uani 1 1 d . . . . . C42 C 0.69030(17) 1.0181(2) 0.36625(9) 0.0415(5) Uani 1 1 d . . . . . H42A H 0.700228 1.095775 0.394272 0.062 Uiso 1 1 calc GR . . . . H42B H 0.623740 1.014688 0.348932 0.062 Uiso 1 1 calc GR . . . . H42C H 0.727208 1.045043 0.340339 0.062 Uiso 1 1 calc GR . . . . O5 O 0.27545(11) 0.01243(19) 0.20620(7) 0.0501(4) Uani 1 1 d . . . . . N5 N 0.29751(13) 0.2178(2) 0.26352(8) 0.0432(4) Uani 1 1 d . . . . . C51 C 0.24330(14) 0.1261(3) 0.22675(8) 0.0370(4) Uani 1 1 d . . . . . C52 C 0.13905(15) 0.1657(3) 0.21161(10) 0.0505(6) Uani 1 1 d . . . . . H52A H 0.123512 0.204594 0.175368 0.076 Uiso 1 1 calc GR . . . . H52B H 0.124823 0.244859 0.235562 0.076 Uiso 1 1 calc GR . . . . H52C H 0.102006 0.073209 0.214205 0.076 Uiso 1 1 calc GR . . . . H32A H 0.8762(16) 1.049(3) 0.4349(10) 0.041(6) Uiso 1 1 d . . . . . H32B H 0.8710(17) 1.200(3) 0.4543(10) 0.045(7) Uiso 1 1 d . . . . . H5A H 0.361(2) 0.208(3) 0.2712(11) 0.071(9) Uiso 1 1 d . . . . . H5B H 0.2695(19) 0.319(3) 0.2740(11) 0.066(8) 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 Zn1 0.02128(10) 0.02215(10) 0.02176(11) -0.00036(7) 0.00356(7) 0.00073(7) O11 0.0212(6) 0.0372(7) 0.0283(7) -0.0040(5) 0.0069(5) -0.0042(5) O12 0.0244(6) 0.0557(9) 0.0421(8) -0.0151(7) 0.0025(6) -0.0111(6) O21 0.0257(6) 0.0317(6) 0.0243(6) 0.0004(5) 0.0060(5) 0.0076(5) O22 0.0282(6) 0.0386(7) 0.0288(7) 0.0065(6) 0.0023(5) 0.0076(5) O41 0.0347(7) 0.0246(6) 0.0313(7) 0.0026(5) 0.0045(5) -0.0028(5) O42 0.0321(7) 0.0283(7) 0.0485(9) 0.0041(6) -0.0020(6) -0.0011(5) N1 0.0208(6) 0.0192(6) 0.0203(7) 0.0007(5) 0.0031(5) -0.0008(5) N2 0.0192(6) 0.0204(6) 0.0277(8) -0.0029(6) 0.0043(5) -0.0008(5) N31 0.0233(7) 0.0267(7) 0.0393(9) -0.0074(6) 0.0041(6) 0.0003(6) N32 0.0282(8) 0.0241(8) 0.0521(11) -0.0084(8) 0.0114(7) -0.0001(7) C11 0.0216(8) 0.0196(7) 0.0215(8) 0.0014(6) 0.0025(6) -0.0006(6) C12 0.0293(9) 0.0248(8) 0.0238(9) -0.0036(7) 0.0009(7) -0.0035(7) C13 0.0342(9) 0.0259(8) 0.0233(9) -0.0049(7) 0.0075(7) -0.0021(7) C14 0.0264(8) 0.0204(7) 0.0243(9) 0.0017(6) 0.0068(7) 0.0013(6) C15 0.0315(9) 0.0309(9) 0.0330(10) -0.0003(8) 0.0145(8) 0.0031(7) C16 0.0230(8) 0.0320(9) 0.0415(11) 0.0054(8) 0.0122(8) 0.0024(7) C17 0.0215(8) 0.0278(8) 0.0338(10) 0.0057(7) 0.0016(7) -0.0028(7) C18 0.0240(8) 0.0257(8) 0.0239(9) 0.0001(7) 0.0038(7) -0.0015(6) C19 0.0206(7) 0.0187(7) 0.0210(8) 0.0037(6) 0.0036(6) 0.0008(6) C110 0.0209(8) 0.0279(8) 0.0281(9) 0.0016(7) 0.0022(7) -0.0025(7) C21 0.0207(8) 0.0204(7) 0.0260(9) -0.0008(6) 0.0065(6) -0.0043(6) C22 0.0312(9) 0.0306(9) 0.0272(9) 0.0036(7) 0.0093(7) -0.0017(7) C23 0.0401(10) 0.0355(10) 0.0331(10) -0.0019(8) 0.0207(8) -0.0049(8) C24 0.0268(9) 0.0227(8) 0.0431(11) -0.0023(8) 0.0159(8) -0.0053(7) C25 0.0362(10) 0.0281(9) 0.0602(14) -0.0039(9) 0.0280(10) -0.0013(8) C26 0.0257(9) 0.0268(9) 0.0752(16) -0.0038(10) 0.0193(10) 0.0016(8) C27 0.0282(10) 0.0319(10) 0.0594(14) -0.0037(9) 0.0004(9) 0.0047(8) C28 0.0276(9) 0.0301(9) 0.0413(11) -0.0063(8) 0.0019(8) 0.0040(7) C29 0.0205(8) 0.0198(7) 0.0356(10) -0.0051(7) 0.0069(7) -0.0041(6) C210 0.0211(8) 0.0224(8) 0.0267(9) 0.0008(7) 0.0045(7) -0.0018(6) C31 0.0299(9) 0.0249(8) 0.0453(12) -0.0100(8) 0.0070(8) 0.0002(7) C32 0.0522(13) 0.0330(10) 0.0345(11) -0.0019(8) 0.0024(9) -0.0018(9) C33 0.0542(13) 0.0430(12) 0.0437(13) -0.0013(10) 0.0228(10) -0.0027(10) C34 0.0358(11) 0.0362(10) 0.0551(14) 0.0003(10) 0.0154(10) -0.0024(9) C35 0.0220(9) 0.0367(10) 0.0445(12) -0.0067(9) 0.0027(8) 0.0004(7) C36 0.0277(9) 0.0209(8) 0.0295(9) 0.0017(7) 0.0035(7) 0.0008(7) C37 0.0304(9) 0.0245(8) 0.0388(11) -0.0052(8) 0.0024(8) -0.0004(7) C41 0.0279(9) 0.0234(8) 0.0271(9) 0.0000(7) 0.0108(7) 0.0017(7) C42 0.0510(13) 0.0258(9) 0.0437(12) 0.0028(8) 0.0018(10) 0.0062(9) O5 0.0371(8) 0.0557(9) 0.0598(11) -0.0094(8) 0.0153(8) 0.0023(7) N5 0.0282(9) 0.0517(11) 0.0493(12) -0.0020(9) 0.0073(8) -0.0060(8) C51 0.0302(10) 0.0445(11) 0.0381(11) 0.0044(9) 0.0117(8) -0.0026(9) C52 0.0333(11) 0.0616(14) 0.0536(14) -0.0075(12) 0.0030(10) 0.0021(10) 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' Zn Zn 0.2839 1.4301 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O11 Zn1 O21 120.95(5) . . ? O11 Zn1 N1 79.73(5) . . ? O11 Zn1 N2 100.03(5) . . ? O21 Zn1 N1 90.18(5) . . ? O21 Zn1 N2 79.23(5) . . ? O41 Zn1 O11 102.40(5) . . ? O41 Zn1 O21 136.56(5) . . ? O41 Zn1 N1 95.20(5) . . ? O41 Zn1 N2 96.98(5) . . ? N2 Zn1 N1 167.56(5) . . ? C110 O11 Zn1 117.70(11) . . ? C210 O21 Zn1 116.99(10) . . ? C41 O41 Zn1 124.62(11) . . ? C11 N1 Zn1 110.32(11) . . ? C11 N1 C19 119.01(14) . . ? C19 N1 Zn1 130.66(11) . . ? C21 N2 Zn1 111.97(11) . . ? C21 N2 C29 118.84(15) . . ? C29 N2 Zn1 129.14(12) . . ? C35 N31 C31 112.38(14) . . ? C36 N31 C31 124.05(15) . . ? C36 N31 C35 123.56(15) . . ? C36 N32 H32A 122.6(16) . . ? C36 N32 H32B 119.7(18) . . ? H32A N32 H32B 118(2) . . ? N1 C11 C12 123.16(16) . . ? N1 C11 C110 116.03(15) . . ? C12 C11 C110 120.77(14) . . ? C11 C12 H12 120.5 . . ? C13 C12 C11 119.01(16) . . ? C13 C12 H12 120.5 . . ? C12 C13 H13 120.1 . . ? C12 C13 C14 119.86(16) . . ? C14 C13 H13 120.1 . . ? C15 C14 C13 122.91(16) . . ? C15 C14 C19 119.16(15) . . ? C19 C14 C13 117.92(15) . . ? C14 C15 H15 119.8 . . ? C16 C15 C14 120.39(17) . . ? C16 C15 H15 119.8 . . ? C15 C16 H16 119.8 . . ? C15 C16 C17 120.42(17) . . ? C17 C16 H16 119.8 . . ? C16 C17 H17 119.6 . . ? C18 C17 C16 120.77(17) . . ? C18 C17 H17 119.6 . . ? C17 C18 H18 120.2 . . ? C17 C18 C19 119.65(17) . . ? C19 C18 H18 120.2 . . ? N1 C19 C14 121.04(14) . . ? N1 C19 C18 119.35(15) . . ? C18 C19 C14 119.60(15) . . ? O11 C110 C11 116.16(14) . . ? O12 C110 O11 126.47(17) . . ? O12 C110 C11 117.37(16) . . ? N2 C21 C22 123.59(16) . . ? N2 C21 C210 115.52(15) . . ? C22 C21 C210 120.89(15) . . ? C21 C22 H22 120.7 . . ? C23 C22 C21 118.67(17) . . ? C23 C22 H22 120.7 . . ? C22 C23 H23 120.2 . . ? C22 C23 C24 119.61(18) . . ? C24 C23 H23 120.2 . . ? C23 C24 C25 122.97(19) . . ? C23 C24 C29 118.49(16) . . ? C29 C24 C25 118.54(18) . . ? C24 C25 H25 119.8 . . ? C26 C25 C24 120.3(2) . . ? C26 C25 H25 119.8 . . ? C25 C26 H26 119.6 . . ? C25 C26 C27 120.81(18) . . ? C27 C26 H26 119.6 . . ? C26 C27 H27 119.5 . . ? C28 C27 C26 121.0(2) . . ? C28 C27 H27 119.5 . . ? C27 C28 H28 120.3 . . ? C27 C28 C29 119.3(2) . . ? C29 C28 H28 120.3 . . ? N2 C29 C24 120.80(16) . . ? N2 C29 C28 119.22(17) . . ? C28 C29 C24 119.96(16) . . ? O21 C210 C21 116.17(14) . . ? O22 C210 O21 125.05(16) . . ? O22 C210 C21 118.78(16) . . ? N31 C31 H31A 109.7 . . ? N31 C31 H31B 109.7 . . ? N31 C31 C32 109.68(16) . . ? H31A C31 H31B 108.2 . . ? C32 C31 H31A 109.7 . . ? C32 C31 H31B 109.7 . . ? C31 C32 H32C 109.4 . . ? C31 C32 H32D 109.4 . . ? H32C C32 H32D 108.0 . . ? C33 C32 C31 111.06(17) . . ? C33 C32 H32C 109.4 . . ? C33 C32 H32D 109.4 . . ? C32 C33 H33A 109.7 . . ? C32 C33 H33B 109.7 . . ? H33A C33 H33B 108.2 . . ? C34 C33 C32 110.04(18) . . ? C34 C33 H33A 109.7 . . ? C34 C33 H33B 109.7 . . ? C33 C34 H34A 109.6 . . ? C33 C34 H34B 109.6 . . ? H34A C34 H34B 108.1 . . ? C35 C34 C33 110.42(17) . . ? C35 C34 H34A 109.6 . . ? C35 C34 H34B 109.6 . . ? N31 C35 C34 110.55(16) . . ? N31 C35 H35A 109.5 . . ? N31 C35 H35B 109.5 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 108.1 . . ? N31 C36 C37 120.96(16) . . ? N32 C36 N31 122.25(16) . . ? N32 C36 C37 116.79(17) . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37B 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O41 C41 C42 115.89(16) . . ? O42 C41 O41 124.87(16) . . ? O42 C41 C42 119.21(16) . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42B 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C51 N5 H5A 120.6(19) . . ? C51 N5 H5B 118.7(15) . . ? H5A N5 H5B 118(2) . . ? O5 C51 N5 122.8(2) . . ? O5 C51 C52 120.7(2) . . ? N5 C51 C52 116.4(2) . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52B 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? 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 Zn1 O11 1.9965(12) . ? Zn1 O21 2.0288(12) . ? Zn1 O41 1.9766(12) . ? Zn1 N1 2.1608(14) . ? Zn1 N2 2.1363(15) . ? O11 C110 1.272(2) . ? O12 C110 1.230(2) . ? O21 C210 1.278(2) . ? O22 C210 1.230(2) . ? O41 C41 1.266(2) . ? O42 C41 1.234(2) . ? N1 C11 1.324(2) . ? N1 C19 1.373(2) . ? N2 C21 1.324(2) . ? N2 C29 1.375(2) . ? N31 C31 1.479(2) . ? N31 C35 1.476(2) . ? N31 C36 1.316(2) . ? N32 C36 1.315(2) . ? N32 H32A 0.84(2) . ? N32 H32B 0.78(3) . ? C11 C12 1.405(2) . ? C11 C110 1.525(2) . ? C12 H12 0.9300 . ? C12 C13 1.359(2) . ? C13 H13 0.9300 . ? C13 C14 1.418(2) . ? C14 C15 1.415(2) . ? C14 C19 1.417(2) . ? C15 H15 0.9300 . ? C15 C16 1.363(3) . ? C16 H16 0.9300 . ? C16 C17 1.413(3) . ? C17 H17 0.9300 . ? C17 C18 1.372(2) . ? C18 H18 0.9300 . ? C18 C19 1.416(2) . ? C21 C22 1.402(3) . ? C21 C210 1.522(2) . ? C22 H22 0.9300 . ? C22 C23 1.369(3) . ? C23 H23 0.9300 . ? C23 C24 1.411(3) . ? C24 C25 1.429(3) . ? C24 C29 1.415(3) . ? C25 H25 0.9300 . ? C25 C26 1.355(3) . ? C26 H26 0.9300 . ? C26 C27 1.400(3) . ? C27 H27 0.9300 . ? C27 C28 1.377(3) . ? C28 H28 0.9300 . ? C28 C29 1.412(3) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C31 C32 1.521(3) . ? C32 H32C 0.9700 . ? C32 H32D 0.9700 . ? C32 C33 1.520(3) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C33 C34 1.519(3) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C34 C35 1.516(3) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C37 1.493(2) . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? C41 C42 1.512(2) . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? O5 C51 1.236(3) . ? N5 C51 1.331(3) . ? N5 H5A 0.89(3) . ? N5 H5B 1.01(3) . ? C51 C52 1.498(3) . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? 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 _geom_hbond_publ_flag N32 H32A O42 0.84(2) 2.04(2) 2.862(2) 165(2) . yes N32 H32B O21 0.78(3) 2.22(3) 2.981(2) 166(2) 1_565 yes N5 H5A O12 0.89(3) 2.04(3) 2.885(2) 157(3) . yes N5 H5B O5 1.01(3) 1.88(3) 2.886(3) 177(2) 2 yes loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Zn1 O11 C110 O12 178.82(15) . . . . ? Zn1 O11 C110 C11 -0.02(19) . . . . ? Zn1 O21 C210 O22 -179.08(13) . . . . ? Zn1 O21 C210 C21 1.09(18) . . . . ? Zn1 O41 C41 O42 11.4(3) . . . . ? Zn1 O41 C41 C42 -170.60(13) . . . . ? Zn1 N1 C11 C12 179.73(13) . . . . ? Zn1 N1 C11 C110 -2.64(17) . . . . ? Zn1 N1 C19 C14 -179.42(11) . . . . ? Zn1 N1 C19 C18 0.3(2) . . . . ? Zn1 N2 C21 C22 176.97(13) . . . . ? Zn1 N2 C21 C210 -3.49(17) . . . . ? Zn1 N2 C29 C24 -176.89(11) . . . . ? Zn1 N2 C29 C28 4.0(2) . . . . ? N1 C11 C12 C13 -0.3(3) . . . . ? N1 C11 C110 O11 2.0(2) . . . . ? N1 C11 C110 O12 -176.99(16) . . . . ? N2 C21 C22 C23 0.5(3) . . . . ? N2 C21 C210 O21 1.8(2) . . . . ? N2 C21 C210 O22 -178.06(15) . . . . ? N31 C31 C32 C33 56.5(2) . . . . ? C11 N1 C19 C14 -0.4(2) . . . . ? C11 N1 C19 C18 179.32(14) . . . . ? C11 C12 C13 C14 0.0(3) . . . . ? C12 C11 C110 O11 179.65(15) . . . . ? C12 C11 C110 O12 0.7(2) . . . . ? C12 C13 C14 C15 -178.99(17) . . . . ? C12 C13 C14 C19 0.1(2) . . . . ? C13 C14 C15 C16 179.27(17) . . . . ? C13 C14 C19 N1 0.1(2) . . . . ? C13 C14 C19 C18 -179.60(15) . . . . ? C14 C15 C16 C17 0.4(3) . . . . ? C15 C14 C19 N1 179.18(15) . . . . ? C15 C14 C19 C18 -0.5(2) . . . . ? C15 C16 C17 C18 -0.7(3) . . . . ? C16 C17 C18 C19 0.4(3) . . . . ? C17 C18 C19 N1 -179.48(15) . . . . ? C17 C18 C19 C14 0.2(2) . . . . ? C19 N1 C11 C12 0.5(2) . . . . ? C19 N1 C11 C110 178.12(14) . . . . ? C19 C14 C15 C16 0.2(3) . . . . ? C110 C11 C12 C13 -177.85(16) . . . . ? C21 N2 C29 C24 0.3(2) . . . . ? C21 N2 C29 C28 -178.73(15) . . . . ? C21 C22 C23 C24 0.2(3) . . . . ? C22 C21 C210 O21 -178.66(15) . . . . ? C22 C21 C210 O22 1.5(2) . . . . ? C22 C23 C24 C25 179.10(17) . . . . ? C22 C23 C24 C29 -0.5(3) . . . . ? C23 C24 C25 C26 -179.13(18) . . . . ? C23 C24 C29 N2 0.3(2) . . . . ? C23 C24 C29 C28 179.32(16) . . . . ? C24 C25 C26 C27 -0.4(3) . . . . ? C25 C24 C29 N2 -179.37(15) . . . . ? C25 C24 C29 C28 -0.3(2) . . . . ? C25 C26 C27 C28 0.0(3) . . . . ? C26 C27 C28 C29 0.1(3) . . . . ? C27 C28 C29 N2 179.07(16) . . . . ? C27 C28 C29 C24 0.0(3) . . . . ? C29 N2 C21 C22 -0.7(2) . . . . ? C29 N2 C21 C210 178.83(13) . . . . ? C29 C24 C25 C26 0.5(3) . . . . ? C210 C21 C22 C23 -179.07(16) . . . . ? C31 N31 C35 C34 58.6(2) . . . . ? C31 N31 C36 N32 6.5(3) . . . . ? C31 N31 C36 C37 -173.39(17) . . . . ? C31 C32 C33 C34 -56.0(2) . . . . ? C32 C33 C34 C35 55.6(2) . . . . ? C33 C34 C35 N31 -56.6(2) . . . . ? C35 N31 C31 C32 -58.0(2) . . . . ? C35 N31 C36 N32 -173.12(18) . . . . ? C35 N31 C36 C37 7.0(3) . . . . ? C36 N31 C31 C32 122.3(2) . . . . ? C36 N31 C35 C34 -121.8(2) . . . . ?