#------------------------------------------------------------------------------ #$Date: 2021-10-29 02:37:40 +0300 (Fri, 29 Oct 2021) $ #$Revision: 270120 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/86/7708613.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_7708613 loop_ _publ_author_name 'Horsley Downie, Thomas Mardale' 'Charman, Rex S. C.' 'Hall, Jonathan W.' 'Mahon, Mary F.' 'Lowe, John P.' 'Liptrot, David Jonathan' _publ_section_title ; A Stable Ring-Expanded NHC-Supported Copper Boryl and its Reactivity towards Heterocumulenes ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D1DT03540A _journal_year 2021 _chemical_formula_moiety 'C34 H52 B Cu N2 O3' _chemical_formula_sum 'C34 H52 B Cu N2 O3' _chemical_formula_weight 611.12 _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 geom _atom_sites_solution_primary dual _audit_creation_date 2020-02-13 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2021-10-19 deposited with the CCDC. 2021-10-21 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 99.7840(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.13010(10) _cell_length_b 17.33930(10) _cell_length_c 15.07540(10) _cell_measurement_reflns_used 17482 _cell_measurement_temperature 150.00(10) _cell_measurement_theta_max 72.8990 _cell_measurement_theta_min 2.9630 _cell_volume 3382.25(4) _computing_cell_refinement 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46 (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 (Sheldrick, 2015)' _diffrn_ambient_temperature 150.00(10) _diffrn_detector_area_resol_mean 8.1150 _diffrn_detector_type EosS2 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, EosS2' _diffrn_measurement_method '\w scans' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0172 _diffrn_reflns_av_unetI/netI 0.0139 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.994 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 25199 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.994 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 73.038 _diffrn_reflns_theta_min 3.918 _exptl_absorpt_coefficient_mu 1.166 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.78017 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.200 _exptl_crystal_description block _exptl_crystal_F_000 1312 _exptl_crystal_size_max 0.348 _exptl_crystal_size_mid 0.253 _exptl_crystal_size_min 0.209 _refine_diff_density_max 0.350 _refine_diff_density_min -0.532 _refine_diff_density_rms 0.045 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 463 _refine_ls_number_reflns 6726 _refine_ls_number_restraints 155 _refine_ls_restrained_S_all 1.085 _refine_ls_R_factor_all 0.0384 _refine_ls_R_factor_gt 0.0372 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0507P)^2^+1.8088P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0983 _refine_ls_wR_factor_ref 0.0993 _reflns_Friedel_coverage 0.000 _reflns_number_gt 6429 _reflns_number_total 6726 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL s20djl01 CELL 1.54184 13.1301 17.3393 15.0754 90 99.784 90 ZERR 4 0.0001 0.0001 0.0001 0 0.001 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H B Cu N O UNIT 136 208 4 4 8 12 SADI 0.005 C24A C23A C24 C23 C25A C23A C25 C23 SADI 0.005 C23A C18 C23 C18 SADI 0.005 C31A C29 C31 C29 C32A C29 C32 C29 C34 C30 C34A C30 C33A C30 C33 C30 SADI 0.01 C33 C34 C33A C34A C31 C32 C31A C32A SADI 0.005 O2 B1 O2A B1 O3A B1 O3 B1 SADI 0.005 O2 C29 O2A C29 O3A C30 O3 C30 SIMU 0.01 0.01 2 C23 C24 C25 C23A C24A C25A SIMU 0.01 0.01 2 O2 O2A SIMU 0.02 0.01 2 C33 C34 C33A C34A SIMU 0.02 0.01 2 O3 O3A SIMU 0.02 0.01 2 C31 C32 C31A C32A EADP C23A C23 L.S. 18 PLAN 2 CONF BOND list 4 MORE -1 TEMP -123 BOND $H fmap 2 acta OMIT 5 5 3 REM REM REM WGHT 0.050700 1.808800 FVAR 0.33388 CU1 4 0.653875 0.455008 0.223519 11.00000 0.02857 0.02316 = 0.02703 -0.00048 0.00274 -0.00296 O1 6 0.591964 0.360098 0.209059 11.00000 0.04271 0.03230 = 0.04142 -0.00732 0.00914 -0.01305 N1 5 0.819249 0.546194 0.303234 11.00000 0.02539 0.02022 = 0.02599 0.00006 0.00276 0.00023 N2 5 0.688906 0.617863 0.222608 11.00000 0.02327 0.02195 = 0.03089 0.00344 0.00333 0.00014 C1 1 0.726408 0.548250 0.249468 11.00000 0.02440 0.02381 = 0.02153 0.00163 0.00699 0.00118 C2 1 0.879598 0.614464 0.339517 11.00000 0.02806 0.02387 = 0.03257 -0.00007 0.00086 -0.00218 AFIX 23 H2A 2 0.930900 0.626291 0.302209 11.00000 -1.20000 H2B 2 0.915428 0.603615 0.399944 11.00000 -1.20000 AFIX 0 C3 1 0.808465 0.682979 0.341431 11.00000 0.03548 0.02312 = 0.03469 -0.00429 0.00522 -0.00186 AFIX 23 H3A 2 0.765333 0.675182 0.386904 11.00000 -1.20000 H3B 2 0.848951 0.729410 0.356401 11.00000 -1.20000 AFIX 0 C4 1 0.741649 0.691652 0.250066 11.00000 0.03064 0.01993 = 0.04026 0.00292 0.00350 0.00010 AFIX 23 H4A 2 0.690658 0.731761 0.252345 11.00000 -1.20000 H4B 2 0.784091 0.706648 0.206192 11.00000 -1.20000 AFIX 0 C5 1 0.865699 0.472619 0.330192 11.00000 0.02360 0.02119 = 0.02783 -0.00011 -0.00023 0.00004 C6 1 0.855434 0.442748 0.414715 11.00000 0.02725 0.02339 = 0.02981 0.00032 0.00131 -0.00326 C7 1 0.905600 0.373876 0.441820 11.00000 0.03947 0.02575 = 0.03447 0.00547 -0.00076 -0.00272 AFIX 43 H7 2 0.899923 0.353120 0.497654 11.00000 -1.20000 AFIX 0 C8 1 0.963801 0.335713 0.387155 11.00000 0.04253 0.02145 = 0.04612 0.00099 -0.00274 0.00493 AFIX 43 H8 2 0.997004 0.289798 0.406372 11.00000 -1.20000 AFIX 0 C9 1 0.972467 0.365862 0.304210 11.00000 0.03827 0.02867 = 0.04075 -0.00799 0.00196 0.00796 AFIX 43 H9 2 1.011556 0.339683 0.267884 11.00000 -1.20000 AFIX 0 C10 1 0.923967 0.434769 0.273414 11.00000 0.03050 0.02798 = 0.02979 -0.00314 0.00168 0.00267 C11 1 0.787950 0.481439 0.474101 11.00000 0.03332 0.03185 = 0.02810 0.00274 0.00655 -0.00157 AFIX 13 H11 2 0.770077 0.532932 0.449481 11.00000 -1.20000 AFIX 0 C12 1 0.687625 0.436225 0.470656 11.00000 0.04705 0.08401 = 0.05279 -0.02125 0.02404 -0.02556 AFIX 137 H12A 2 0.654778 0.430083 0.409134 11.00000 -1.50000 H12B 2 0.642326 0.463754 0.503206 11.00000 -1.50000 H12C 2 0.702667 0.386399 0.497461 11.00000 -1.50000 AFIX 0 C13 1 0.842976 0.491192 0.570481 11.00000 0.05411 0.05318 = 0.03529 -0.01094 0.00009 0.00614 AFIX 137 H13A 2 0.856766 0.441388 0.597696 11.00000 -1.50000 H13B 2 0.800008 0.520258 0.603838 11.00000 -1.50000 H13C 2 0.906949 0.518096 0.570853 11.00000 -1.50000 AFIX 0 C14 1 0.933377 0.464615 0.180450 11.00000 0.04413 0.04499 = 0.03216 0.00039 0.01106 0.01422 AFIX 13 H14 2 0.907484 0.517719 0.175447 11.00000 -1.20000 AFIX 0 C15 1 0.866485 0.416330 0.107958 11.00000 0.05811 0.10195 = 0.03222 -0.01357 0.00589 0.00587 AFIX 137 H15A 2 0.892661 0.364560 0.109641 11.00000 -1.50000 H15B 2 0.868255 0.438432 0.049854 11.00000 -1.50000 H15C 2 0.796561 0.415697 0.118888 11.00000 -1.50000 AFIX 0 C16 1 1.044983 0.465375 0.164316 11.00000 0.05120 0.05744 = 0.05527 0.00689 0.02220 0.00607 AFIX 137 H16A 2 1.087358 0.492723 0.212336 11.00000 -1.50000 H16B 2 1.048303 0.490528 0.108150 11.00000 -1.50000 H16C 2 1.069510 0.413353 0.162311 11.00000 -1.50000 AFIX 0 C17 1 0.592458 0.624090 0.161034 11.00000 0.02750 0.02161 = 0.04027 0.00866 -0.00115 -0.00127 C18 1 0.500799 0.631072 0.195977 11.00000 0.02841 0.04073 = 0.06476 0.02770 0.00702 0.00191 C19 1 0.409485 0.642485 0.135214 11.00000 0.02634 0.04549 = 0.10053 0.02997 -0.00292 -0.00306 AFIX 43 H19 2 0.347567 0.647090 0.156925 11.00000 -1.20000 AFIX 0 C20 1 0.408518 0.647086 0.044618 11.00000 0.04034 0.03756 = 0.08704 0.00825 -0.02746 -0.00739 AFIX 43 H20 2 0.346648 0.655736 0.005682 11.00000 -1.20000 AFIX 0 C21 1 0.499337 0.638907 0.010726 11.00000 0.06955 0.03004 = 0.04654 -0.00365 -0.02331 -0.00202 AFIX 43 H21 2 0.497757 0.641090 -0.051131 11.00000 -1.20000 AFIX 0 C22 1 0.593946 0.627349 0.068352 11.00000 0.04586 0.02171 = 0.03709 -0.00117 -0.00421 -0.00149 C26 1 0.692007 0.619372 0.029524 11.00000 0.06351 0.03248 = 0.03189 -0.00156 0.00778 0.00653 AFIX 13 H26 2 0.748485 0.606332 0.078517 11.00000 -1.20000 AFIX 0 C27 1 0.681787 0.554319 -0.040480 11.00000 0.12063 0.04265 = 0.05467 -0.01344 0.02246 0.00968 AFIX 137 H27A 2 0.661524 0.507588 -0.014089 11.00000 -1.50000 H27B 2 0.746997 0.546626 -0.059884 11.00000 -1.50000 H27C 2 0.630447 0.568056 -0.091250 11.00000 -1.50000 AFIX 0 C28 1 0.718649 0.695365 -0.012709 11.00000 0.07243 0.04408 = 0.04714 0.00402 0.01845 0.00350 AFIX 137 H28A 2 0.663641 0.709341 -0.060444 11.00000 -1.50000 H28B 2 0.781547 0.689327 -0.036452 11.00000 -1.50000 H28C 2 0.727479 0.735122 0.032265 11.00000 -1.50000 AFIX 0 C29 1 0.392316 0.317432 0.334533 11.00000 0.03310 0.04389 = 0.05167 -0.00643 0.01239 0.00235 C30 1 0.436074 0.236799 0.317210 11.00000 0.03629 0.03905 = 0.06214 0.00112 0.02311 -0.00157 B1 3 0.524810 0.330185 0.254129 11.00000 0.02853 0.03381 = 0.03689 -0.00343 0.00074 -0.00176 PART 1 O2 6 0.473887 0.368065 0.317399 10.75000 0.03173 0.03654 = 0.04280 -0.01129 -0.00099 -0.00081 O3 6 0.491406 0.253905 0.244048 10.75000 0.02915 0.03174 = 0.05523 -0.01060 0.01475 -0.00734 C23 1 0.497147 0.619984 0.294898 10.75000 0.04443 0.06259 = 0.07665 0.04872 0.03401 0.02476 AFIX 13 H23 2 0.566253 0.607707 0.327674 10.75000 -1.20000 AFIX 0 C24 1 0.422047 0.552455 0.303090 10.75000 0.10231 0.05120 = 0.10356 0.02770 0.07095 0.01070 AFIX 137 H24A 2 0.352608 0.568171 0.279533 10.75000 -1.50000 H24B 2 0.426796 0.538378 0.365245 10.75000 -1.50000 H24C 2 0.440198 0.508971 0.269570 10.75000 -1.50000 AFIX 0 C25 1 0.458009 0.694870 0.331034 10.75000 0.07489 0.05412 = 0.05431 0.01981 0.00565 -0.00338 AFIX 137 H25A 2 0.508319 0.734879 0.329938 10.75000 -1.50000 H25B 2 0.447069 0.687054 0.391754 10.75000 -1.50000 H25C 2 0.394087 0.709655 0.294079 10.75000 -1.50000 AFIX 0 C31 1 0.378900 0.327338 0.432822 10.75000 0.05637 0.07331 = 0.04882 -0.01543 0.00527 0.00753 AFIX 137 H31A 2 0.444567 0.321177 0.471321 10.75000 -1.50000 H31B 2 0.331545 0.289172 0.447636 10.75000 -1.50000 H31C 2 0.352176 0.377875 0.441130 10.75000 -1.50000 AFIX 0 C32 1 0.291992 0.338998 0.274141 10.75000 0.03682 0.07202 = 0.04620 -0.00439 0.00504 0.01311 AFIX 137 H32A 2 0.279246 0.393124 0.279996 10.75000 -1.50000 H32B 2 0.236199 0.310041 0.291433 10.75000 -1.50000 H32C 2 0.296974 0.327493 0.212736 10.75000 -1.50000 AFIX 0 C33 1 0.515092 0.206432 0.395410 10.75000 0.05331 0.06670 = 0.08915 0.03782 0.03637 0.02315 AFIX 137 H33A 2 0.549980 0.162557 0.375837 10.75000 -1.50000 H33B 2 0.480434 0.191517 0.443909 10.75000 -1.50000 H33C 2 0.564581 0.246113 0.415690 10.75000 -1.50000 AFIX 0 C34 1 0.356176 0.175177 0.284933 10.75000 0.06103 0.05166 = 0.13360 -0.02019 0.06048 -0.02436 AFIX 137 H34A 2 0.307752 0.194636 0.235025 10.75000 -1.50000 H34B 2 0.320197 0.161523 0.333040 10.75000 -1.50000 H34C 2 0.390064 0.130409 0.266328 10.75000 -1.50000 AFIX 0 PART 0 PART 2 O2A 6 0.435625 0.364295 0.270122 10.25000 0.04117 0.03579 = 0.10267 0.01808 0.02050 0.00373 O3A 6 0.530430 0.254176 0.286176 10.25000 0.03499 0.03084 = 0.10469 -0.00940 0.03646 -0.00843 C23A 1 0.500346 0.636498 0.296825 10.25000 0.04443 0.06259 = 0.07665 0.04872 0.03401 0.02476 AFIX 13 H23A 2 0.570575 0.653160 0.322229 10.25000 -1.20000 AFIX 0 C24A 1 0.488242 0.558040 0.342950 10.25000 0.06009 0.04543 = 0.06386 0.02749 0.04157 0.02359 AFIX 137 H24D 2 0.417400 0.541781 0.329560 10.25000 -1.50000 H24E 2 0.508531 0.563427 0.406891 10.25000 -1.50000 H24F 2 0.531289 0.520263 0.320999 10.25000 -1.50000 AFIX 0 C25A 1 0.430097 0.688436 0.343638 10.25000 0.04910 0.03180 = 0.06160 0.01975 0.01526 -0.00619 AFIX 137 H25D 2 0.432517 0.740316 0.321857 10.25000 -1.50000 H25E 2 0.453724 0.687597 0.407492 10.25000 -1.50000 H25F 2 0.360344 0.669706 0.330689 10.25000 -1.50000 AFIX 0 C31A 1 0.407037 0.354457 0.426958 10.25000 0.05060 0.03882 = 0.08054 -0.03036 -0.02185 0.00311 AFIX 137 H31D 2 0.479387 0.362620 0.448201 10.25000 -1.50000 H31E 2 0.379522 0.321143 0.467932 10.25000 -1.50000 H31F 2 0.371524 0.403049 0.423255 10.25000 -1.50000 AFIX 0 C32A 1 0.279271 0.323799 0.290856 10.25000 0.06517 0.02992 = 0.04622 0.00483 0.00332 0.01292 AFIX 137 H32D 2 0.256701 0.376226 0.294124 10.25000 -1.50000 H32E 2 0.238185 0.290918 0.321942 10.25000 -1.50000 H32F 2 0.271628 0.308267 0.228955 10.25000 -1.50000 AFIX 0 C33A 1 0.448790 0.191935 0.405402 10.25000 0.08538 0.05480 = 0.08056 0.02082 0.01868 0.00534 AFIX 137 H33D 2 0.471413 0.140431 0.395755 10.25000 -1.50000 H33E 2 0.383788 0.190034 0.426405 10.25000 -1.50000 H33F 2 0.499173 0.217096 0.449569 10.25000 -1.50000 AFIX 0 C34A 1 0.371338 0.188249 0.244110 10.25000 0.04611 0.03999 = 0.10583 -0.00899 0.02438 -0.00909 AFIX 137 H34D 2 0.369915 0.212478 0.186653 10.25000 -1.50000 H34E 2 0.302157 0.183949 0.256342 10.25000 -1.50000 H34F 2 0.401204 0.137770 0.243332 10.25000 -1.50000 AFIX 0 HKLF 4 REM s20djl01 REM R1 = 0.0372 for 6429 Fo > 4sig(Fo) and 0.0384 for all 6726 data REM 463 parameters refined using 155 restraints END WGHT 0.0507 1.8087 REM Highest difference peak 0.350, deepest hole -0.532, 1-sigma level 0.045 Q1 1 0.4612 0.3600 0.2576 11.00000 0.05 0.35 Q2 1 0.4940 0.6495 0.3157 11.00000 0.05 0.31 REM The information below was added by Olex2. REM REM R1 = 0.0372 for 6429 Fo > 4sig(Fo) and 0.0384 for all 25669 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.35, deepest hole -0.53 REM Mean Shift 0, Max Shift -0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0384 REM R1_gt = 0.0372 REM wR_ref = 0.0993 REM GOOF = 1.032 REM Shift_max = -0.001 REM Shift_mean = 0 REM Reflections_all = 25669 REM Reflections_gt = 6429 REM Parameters = n/a REM Hole = -0.53 REM Peak = 0.35 REM Flack = n/a ; _cod_data_source_file d1dt03540a2.cif _cod_data_source_block s20djl01-cpd2 _cod_database_code 7708613 _shelxl_version_number 2014-3 _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. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Restrained distances C24A-C23A \\sim C24-C23 \\sim C25A-C23A \\sim C25-C23 with sigma of 0.005 C23A-C18 \\sim C23-C18 with sigma of 0.005 C31A-C29 \\sim C31-C29 \\sim C32A-C29 \\sim C32-C29 \\sim C34-C30 \\sim C34A-C30 \\sim C33A-C30 \\sim C33- C30 with sigma of 0.005 C33-C34 \\sim C33A-C34A \\sim C31-C32 \\sim C31A-C32A with sigma of 0.01 O2-B1 \\sim O2A-B1 \\sim O3A-B1 \\sim O3-B1 with sigma of 0.005 O2-C29 \\sim O2A-C29 \\sim O3A-C30 \\sim O3-C30 with sigma of 0.005 3. Uiso/Uaniso restraints and constraints C23 \\sim C24 \\sim C25 \\sim C23A \\sim C24A \\sim C25A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.01 O2 \\sim O2A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.01 C33 \\sim C34 \\sim C33A \\sim C34A: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.01 O3 \\sim O3A: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.01 C31 \\sim C32 \\sim C31A \\sim C32A: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.01 Uanis(C23A) = Uanis(C23) 4. Others Fixed Sof: O2(0.75) O3(0.75) C23(0.75) H23(0.75) C24(0.75) H24A(0.75) H24B(0.75) H24C(0.75) C25(0.75) H25A(0.75) H25B(0.75) H25C(0.75) C31(0.75) H31A(0.75) H31B(0.75) H31C(0.75) C32(0.75) H32A(0.75) H32B(0.75) H32C(0.75) C33(0.75) H33A(0.75) H33B(0.75) H33C(0.75) C34(0.75) H34A(0.75) H34B(0.75) H34C(0.75) O2A(0.25) O3A(0.25) C23A(0.25) H23A(0.25) C24A(0.25) H24D(0.25) H24E(0.25) H24F(0.25) C25A(0.25) H25D(0.25) H25E(0.25) H25F(0.25) C31A(0.25) H31D(0.25) H31E(0.25) H31F(0.25) C32A(0.25) H32D(0.25) H32E(0.25) H32F(0.25) C33A(0.25) H33D(0.25) H33E(0.25) H33F(0.25) C34A(0.25) H34D(0.25) H34E(0.25) H34F(0.25) 5.a Ternary CH refined with riding coordinates: C11(H11), C14(H14), C26(H26), C23(H23), C23A(H23A) 5.b Secondary CH2 refined with riding coordinates: C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B) 5.c Aromatic/amide H refined with riding coordinates: C7(H7), C8(H8), C9(H9), C19(H19), C20(H20), C21(H21) 5.d Idealised Me refined as rotating group: C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C16(H16A,H16B, H16C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C24(H24A,H24B,H24C), C25(H25A, H25B,H25C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C24A(H24D,H24E,H24F), C25A(H25D,H25E,H25F), C31A(H31D, H31E,H31F), C32A(H32D,H32E,H32F), C33A(H33D,H33E,H33F), C34A(H34D,H34E,H34F) ; 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 Cu1 Cu 0.65388(2) 0.45501(2) 0.22352(2) 0.02648(8) Uani 1 1 d . . . . . O1 O 0.59196(10) 0.36010(7) 0.20906(8) 0.0386(3) Uani 1 1 d . . . . . N1 N 0.81925(10) 0.54619(7) 0.30323(8) 0.0241(3) Uani 1 1 d . . . . . N2 N 0.68891(9) 0.61786(7) 0.22261(9) 0.0255(3) Uani 1 1 d . . . . . C1 C 0.72641(11) 0.54825(8) 0.24947(9) 0.0229(3) Uani 1 1 d . . . . . C2 C 0.87960(12) 0.61446(9) 0.33952(11) 0.0287(3) Uani 1 1 d . . . . . H2A H 0.9309 0.6263 0.3022 0.034 Uiso 1 1 calc R . . . . H2B H 0.9154 0.6036 0.3999 0.034 Uiso 1 1 calc R . . . . C3 C 0.80847(12) 0.68298(9) 0.34143(11) 0.0312(3) Uani 1 1 d . . . . . H3A H 0.7653 0.6752 0.3869 0.037 Uiso 1 1 calc R . . . . H3B H 0.8490 0.7294 0.3564 0.037 Uiso 1 1 calc R . . . . C4 C 0.74165(12) 0.69165(9) 0.25007(11) 0.0306(3) Uani 1 1 d . . . . . H4A H 0.6907 0.7318 0.2523 0.037 Uiso 1 1 calc R . . . . H4B H 0.7841 0.7066 0.2062 0.037 Uiso 1 1 calc R . . . . C5 C 0.86570(11) 0.47262(8) 0.33019(10) 0.0247(3) Uani 1 1 d . . . . . C6 C 0.85543(12) 0.44275(8) 0.41472(10) 0.0272(3) Uani 1 1 d . . . . . C7 C 0.90560(13) 0.37388(9) 0.44182(11) 0.0341(3) Uani 1 1 d . . . . . H7 H 0.8999 0.3531 0.4977 0.041 Uiso 1 1 calc R . . . . C8 C 0.96380(14) 0.33571(9) 0.38715(12) 0.0379(4) Uani 1 1 d . . . . . H8 H 0.9970 0.2898 0.4064 0.045 Uiso 1 1 calc R . . . . C9 C 0.97247(13) 0.36586(10) 0.30421(12) 0.0364(4) Uani 1 1 d . . . . . H9 H 1.0116 0.3397 0.2679 0.044 Uiso 1 1 calc R . . . . C10 C 0.92397(12) 0.43477(9) 0.27341(10) 0.0298(3) Uani 1 1 d . . . . . C11 C 0.78795(12) 0.48144(10) 0.47410(10) 0.0309(3) Uani 1 1 d . . . . . H11 H 0.7701 0.5329 0.4495 0.037 Uiso 1 1 calc R . . . . C12 C 0.68763(17) 0.43623(16) 0.47066(16) 0.0595(6) Uani 1 1 d . . . . . H12A H 0.6548 0.4301 0.4091 0.089 Uiso 1 1 calc GR . . . . H12B H 0.6423 0.4638 0.5032 0.089 Uiso 1 1 calc GR . . . . H12C H 0.7027 0.3864 0.4975 0.089 Uiso 1 1 calc GR . . . . C13 C 0.84298(16) 0.49119(13) 0.57048(13) 0.0484(5) Uani 1 1 d . . . . . H13A H 0.8568 0.4414 0.5977 0.073 Uiso 1 1 calc GR . . . . H13B H 0.8000 0.5203 0.6038 0.073 Uiso 1 1 calc GR . . . . H13C H 0.9069 0.5181 0.5709 0.073 Uiso 1 1 calc GR . . . . C14 C 0.93338(15) 0.46462(11) 0.18045(12) 0.0399(4) Uani 1 1 d . . . . . H14 H 0.9075 0.5177 0.1754 0.048 Uiso 1 1 calc R . . . . C15 C 0.86648(19) 0.41633(17) 0.10796(14) 0.0643(7) Uani 1 1 d . . . . . H15A H 0.8927 0.3646 0.1096 0.096 Uiso 1 1 calc GR . . . . H15B H 0.8683 0.4384 0.0499 0.096 Uiso 1 1 calc GR . . . . H15C H 0.7966 0.4157 0.1189 0.096 Uiso 1 1 calc GR . . . . C16 C 1.04498(17) 0.46538(13) 0.16432(16) 0.0531(5) Uani 1 1 d . . . . . H16A H 1.0874 0.4927 0.2123 0.080 Uiso 1 1 calc GR . . . . H16B H 1.0483 0.4905 0.1082 0.080 Uiso 1 1 calc GR . . . . H16C H 1.0695 0.4134 0.1623 0.080 Uiso 1 1 calc GR . . . . C17 C 0.59246(12) 0.62409(8) 0.16103(11) 0.0306(3) Uani 1 1 d . . . . . C18 C 0.50080(13) 0.63107(11) 0.19598(15) 0.0447(5) Uani 1 1 d D . . . . C19 C 0.40949(15) 0.64248(12) 0.13521(19) 0.0591(6) Uani 1 1 d . . . . . H19 H 0.3476 0.6471 0.1569 0.071 Uiso 1 1 calc R . . . . C20 C 0.40852(16) 0.64709(12) 0.04462(18) 0.0594(6) Uani 1 1 d . . . . . H20 H 0.3466 0.6557 0.0057 0.071 Uiso 1 1 calc R . . . . C21 C 0.49934(18) 0.63891(10) 0.01073(14) 0.0526(5) Uani 1 1 d . . . . . H21 H 0.4978 0.6411 -0.0511 0.063 Uiso 1 1 calc R . . . . C22 C 0.59395(14) 0.62735(9) 0.06835(12) 0.0362(4) Uani 1 1 d . . . . . C26 C 0.69201(17) 0.61937(10) 0.02952(12) 0.0427(4) Uani 1 1 d . . . . . H26 H 0.7485 0.6063 0.0785 0.051 Uiso 1 1 calc R . . . . C27 C 0.6818(3) 0.55432(13) -0.04048(17) 0.0718(8) Uani 1 1 d . . . . . H27A H 0.6615 0.5076 -0.0141 0.108 Uiso 1 1 calc GR . . . . H27B H 0.7470 0.5466 -0.0599 0.108 Uiso 1 1 calc GR . . . . H27C H 0.6304 0.5681 -0.0912 0.108 Uiso 1 1 calc GR . . . . C28 C 0.71865(19) 0.69537(12) -0.01271(15) 0.0536(5) Uani 1 1 d . . . . . H28A H 0.6636 0.7093 -0.0604 0.080 Uiso 1 1 calc GR . . . . H28B H 0.7815 0.6893 -0.0365 0.080 Uiso 1 1 calc GR . . . . H28C H 0.7275 0.7351 0.0323 0.080 Uiso 1 1 calc GR . . . . C29 C 0.39232(13) 0.31743(11) 0.33453(12) 0.0423(4) Uani 1 1 d D . . . . C30 C 0.43607(13) 0.23680(11) 0.31721(13) 0.0441(4) Uani 1 1 d D . . . . B1 B 0.52481(14) 0.33018(10) 0.25413(13) 0.0336(4) Uani 1 1 d D . . . . O2 O 0.47389(13) 0.36807(10) 0.31740(13) 0.0379(4) Uani 0.75 1 d D U P A 1 O3 O 0.49141(15) 0.25390(10) 0.24405(13) 0.0378(4) Uani 0.75 1 d D U P A 1 C23 C 0.4971(5) 0.61998(18) 0.29490(19) 0.0585(7) Uani 0.75 1 d D U P B 1 H23 H 0.5663 0.6077 0.3277 0.070 Uiso 0.75 1 calc R . P B 1 C24 C 0.4220(4) 0.5525(2) 0.3031(3) 0.0795(12) Uani 0.75 1 d D U P B 1 H24A H 0.3526 0.5682 0.2795 0.119 Uiso 0.75 1 calc GR . P B 1 H24B H 0.4268 0.5384 0.3652 0.119 Uiso 0.75 1 calc GR . P B 1 H24C H 0.4402 0.5090 0.2696 0.119 Uiso 0.75 1 calc GR . P B 1 C25 C 0.4580(4) 0.6949(3) 0.3310(4) 0.0617(13) Uani 0.75 1 d D U P B 1 H25A H 0.5083 0.7349 0.3299 0.093 Uiso 0.75 1 calc GR . P B 1 H25B H 0.4471 0.6871 0.3918 0.093 Uiso 0.75 1 calc GR . P B 1 H25C H 0.3941 0.7097 0.2941 0.093 Uiso 0.75 1 calc GR . P B 1 C31 C 0.3789(4) 0.3273(3) 0.4328(2) 0.0599(11) Uani 0.75 1 d D U P A 1 H31A H 0.4446 0.3212 0.4713 0.090 Uiso 0.75 1 calc GR . P A 1 H31B H 0.3315 0.2892 0.4476 0.090 Uiso 0.75 1 calc GR . P A 1 H31C H 0.3522 0.3779 0.4411 0.090 Uiso 0.75 1 calc GR . P A 1 C32 C 0.2920(3) 0.3390(4) 0.2741(3) 0.0519(16) Uani 0.75 1 d D U P A 1 H32A H 0.2792 0.3931 0.2800 0.078 Uiso 0.75 1 calc GR . P A 1 H32B H 0.2362 0.3100 0.2914 0.078 Uiso 0.75 1 calc GR . P A 1 H32C H 0.2970 0.3275 0.2127 0.078 Uiso 0.75 1 calc GR . P A 1 C33 C 0.5151(2) 0.2064(2) 0.3954(2) 0.0669(9) Uani 0.75 1 d D U P A 1 H33A H 0.5500 0.1626 0.3758 0.100 Uiso 0.75 1 calc GR . P A 1 H33B H 0.4804 0.1915 0.4439 0.100 Uiso 0.75 1 calc GR . P A 1 H33C H 0.5646 0.2461 0.4157 0.100 Uiso 0.75 1 calc GR . P A 1 C34 C 0.3562(3) 0.1752(2) 0.2849(3) 0.0770(14) Uani 0.75 1 d D U P A 1 H34A H 0.3078 0.1946 0.2350 0.115 Uiso 0.75 1 calc GR . P A 1 H34B H 0.3202 0.1615 0.3330 0.115 Uiso 0.75 1 calc GR . P A 1 H34C H 0.3901 0.1304 0.2663 0.115 Uiso 0.75 1 calc GR . P A 1 O2A O 0.4356(4) 0.3643(3) 0.2701(5) 0.0589(17) Uani 0.25 1 d D U P A 2 O3A O 0.5304(4) 0.2542(2) 0.2862(6) 0.0540(18) Uani 0.25 1 d D U P A 2 C23A C 0.5003(16) 0.6365(5) 0.2968(4) 0.0585(7) Uani 0.25 1 d D U P B 2 H23A H 0.5706 0.6532 0.3222 0.070 Uiso 0.25 1 calc R . P B 2 C24A C 0.4882(8) 0.5580(5) 0.3430(7) 0.0528(18) Uani 0.25 1 d D U P B 2 H24D H 0.4174 0.5418 0.3296 0.079 Uiso 0.25 1 calc GR . P B 2 H24E H 0.5085 0.5634 0.4069 0.079 Uiso 0.25 1 calc GR . P B 2 H24F H 0.5313 0.5203 0.3210 0.079 Uiso 0.25 1 calc GR . P B 2 C25A C 0.4301(11) 0.6884(8) 0.3436(13) 0.047(2) Uani 0.25 1 d D U P B 2 H25D H 0.4325 0.7403 0.3219 0.070 Uiso 0.25 1 calc GR . P B 2 H25E H 0.4537 0.6876 0.4075 0.070 Uiso 0.25 1 calc GR . P B 2 H25F H 0.3603 0.6697 0.3307 0.070 Uiso 0.25 1 calc GR . P B 2 C31A C 0.4070(10) 0.3545(7) 0.4270(5) 0.061(3) Uani 0.25 1 d D U P A 2 H31D H 0.4794 0.3626 0.4482 0.091 Uiso 0.25 1 calc GR . P A 2 H31E H 0.3795 0.3211 0.4679 0.091 Uiso 0.25 1 calc GR . P A 2 H31F H 0.3715 0.4030 0.4233 0.091 Uiso 0.25 1 calc GR . P A 2 C32A C 0.2793(5) 0.3238(11) 0.2909(9) 0.048(4) Uani 0.25 1 d D U P A 2 H32D H 0.2567 0.3762 0.2941 0.072 Uiso 0.25 1 calc GR . P A 2 H32E H 0.2382 0.2909 0.3219 0.072 Uiso 0.25 1 calc GR . P A 2 H32F H 0.2716 0.3083 0.2290 0.072 Uiso 0.25 1 calc GR . P A 2 C33A C 0.4488(10) 0.1919(6) 0.4054(4) 0.073(3) Uani 0.25 1 d D U P A 2 H33D H 0.4714 0.1404 0.3958 0.110 Uiso 0.25 1 calc GR . P A 2 H33E H 0.3838 0.1900 0.4264 0.110 Uiso 0.25 1 calc GR . P A 2 H33F H 0.4992 0.2171 0.4496 0.110 Uiso 0.25 1 calc GR . P A 2 C34A C 0.3713(8) 0.1882(6) 0.2441(5) 0.063(3) Uani 0.25 1 d D U P A 2 H34D H 0.3699 0.2125 0.1867 0.094 Uiso 0.25 1 calc GR . P A 2 H34E H 0.3022 0.1839 0.2563 0.094 Uiso 0.25 1 calc GR . P A 2 H34F H 0.4012 0.1378 0.2433 0.094 Uiso 0.25 1 calc GR . 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 Cu1 0.02857(13) 0.02316(13) 0.02703(13) -0.00048(8) 0.00274(9) -0.00296(8) O1 0.0427(7) 0.0323(6) 0.0414(7) -0.0073(5) 0.0091(5) -0.0131(5) N1 0.0254(6) 0.0202(6) 0.0260(6) 0.0001(4) 0.0028(5) 0.0002(4) N2 0.0233(6) 0.0219(6) 0.0309(6) 0.0034(5) 0.0033(5) 0.0001(5) C1 0.0244(7) 0.0238(7) 0.0215(6) 0.0016(5) 0.0070(5) 0.0012(5) C2 0.0281(7) 0.0239(7) 0.0326(8) -0.0001(6) 0.0009(6) -0.0022(6) C3 0.0355(8) 0.0231(7) 0.0347(8) -0.0043(6) 0.0052(6) -0.0019(6) C4 0.0306(7) 0.0199(7) 0.0403(8) 0.0029(6) 0.0035(6) 0.0001(6) C5 0.0236(7) 0.0212(6) 0.0278(7) -0.0001(5) -0.0002(5) 0.0000(5) C6 0.0273(7) 0.0234(7) 0.0298(7) 0.0003(6) 0.0013(6) -0.0033(6) C7 0.0395(9) 0.0258(7) 0.0345(8) 0.0055(6) -0.0008(7) -0.0027(6) C8 0.0425(9) 0.0214(7) 0.0461(10) 0.0010(7) -0.0027(7) 0.0049(6) C9 0.0383(9) 0.0287(8) 0.0407(9) -0.0080(7) 0.0020(7) 0.0080(7) C10 0.0305(7) 0.0280(7) 0.0298(8) -0.0031(6) 0.0017(6) 0.0027(6) C11 0.0333(8) 0.0318(8) 0.0281(7) 0.0027(6) 0.0065(6) -0.0016(6) C12 0.0470(11) 0.0840(16) 0.0528(12) -0.0213(11) 0.0240(10) -0.0256(11) C13 0.0541(11) 0.0532(12) 0.0353(9) -0.0109(8) 0.0001(8) 0.0061(9) C14 0.0441(10) 0.0450(10) 0.0322(8) 0.0004(7) 0.0111(7) 0.0142(8) C15 0.0581(13) 0.102(2) 0.0322(10) -0.0136(11) 0.0059(9) 0.0059(13) C16 0.0512(12) 0.0574(12) 0.0553(12) 0.0069(10) 0.0222(10) 0.0061(9) C17 0.0275(7) 0.0216(7) 0.0403(8) 0.0087(6) -0.0011(6) -0.0013(6) C18 0.0284(8) 0.0407(10) 0.0648(12) 0.0277(9) 0.0070(8) 0.0019(7) C19 0.0263(9) 0.0455(11) 0.1005(19) 0.0300(12) -0.0029(10) -0.0031(8) C20 0.0403(11) 0.0376(10) 0.0870(17) 0.0082(10) -0.0275(11) -0.0074(8) C21 0.0696(14) 0.0300(9) 0.0465(11) -0.0036(8) -0.0233(10) -0.0020(9) C22 0.0459(9) 0.0217(7) 0.0371(8) -0.0012(6) -0.0042(7) -0.0015(6) C26 0.0635(12) 0.0325(9) 0.0319(8) -0.0016(7) 0.0078(8) 0.0065(8) C27 0.121(2) 0.0426(12) 0.0547(14) -0.0134(10) 0.0225(14) 0.0097(13) C28 0.0724(14) 0.0441(11) 0.0471(11) 0.0040(9) 0.0184(10) 0.0035(10) C29 0.0331(8) 0.0439(10) 0.0517(11) -0.0064(8) 0.0124(8) 0.0024(7) C30 0.0363(9) 0.0391(10) 0.0621(12) 0.0011(8) 0.0231(8) -0.0016(7) B1 0.0285(8) 0.0338(9) 0.0369(9) -0.0034(7) 0.0007(7) -0.0018(7) O2 0.0317(9) 0.0365(9) 0.0428(10) -0.0113(8) -0.0010(7) -0.0008(7) O3 0.0292(9) 0.0317(9) 0.0552(11) -0.0106(8) 0.0148(8) -0.0073(7) C23 0.0444(11) 0.0626(17) 0.0766(14) 0.0487(12) 0.0340(10) 0.0248(16) C24 0.102(3) 0.0512(18) 0.104(3) 0.0277(19) 0.071(2) 0.011(2) C25 0.075(3) 0.054(2) 0.054(2) 0.0198(16) 0.006(2) -0.003(2) C31 0.056(3) 0.073(3) 0.0488(17) -0.0154(16) 0.0053(15) 0.0075(19) C32 0.0368(14) 0.072(4) 0.046(2) -0.004(2) 0.0050(14) 0.0131(16) C33 0.0533(17) 0.067(2) 0.089(2) 0.0378(18) 0.0364(17) 0.0231(15) C34 0.061(2) 0.052(2) 0.134(4) -0.020(2) 0.060(2) -0.0244(16) O2A 0.041(3) 0.036(3) 0.103(5) 0.018(3) 0.021(3) 0.004(3) O3A 0.035(3) 0.031(3) 0.105(6) -0.009(4) 0.036(4) -0.008(3) C23A 0.0444(11) 0.0626(17) 0.0766(14) 0.0487(12) 0.0340(10) 0.0248(16) C24A 0.060(4) 0.045(4) 0.064(4) 0.027(3) 0.042(3) 0.024(4) C25A 0.049(5) 0.032(4) 0.062(5) 0.020(3) 0.015(4) -0.006(4) C31A 0.051(6) 0.039(6) 0.081(6) -0.030(4) -0.022(5) 0.003(4) C32A 0.065(6) 0.030(5) 0.046(6) 0.005(4) 0.003(5) 0.013(4) C33A 0.085(6) 0.055(5) 0.081(6) 0.021(5) 0.019(5) 0.005(5) C34A 0.046(5) 0.040(5) 0.106(7) -0.009(5) 0.024(5) -0.009(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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 O1 Cu1 C1 173.87(6) . . ? B1 O1 Cu1 128.24(11) . . ? C1 N1 C2 125.19(12) . . ? C1 N1 C5 119.33(12) . . ? C5 N1 C2 115.47(11) . . ? C1 N2 C4 124.31(12) . . ? C1 N2 C17 119.97(12) . . ? C17 N2 C4 115.69(12) . . ? N1 C1 Cu1 118.49(10) . . ? N2 C1 Cu1 124.30(11) . . ? N2 C1 N1 117.06(12) . . ? N1 C2 H2A 109.7 . . ? N1 C2 H2B 109.7 . . ? N1 C2 C3 110.00(12) . . ? H2A C2 H2B 108.2 . . ? C3 C2 H2A 109.7 . . ? C3 C2 H2B 109.7 . . ? C2 C3 H3A 109.9 . . ? C2 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? C4 C3 C2 108.99(13) . . ? C4 C3 H3A 109.9 . . ? C4 C3 H3B 109.9 . . ? N2 C4 C3 109.93(12) . . ? N2 C4 H4A 109.7 . . ? N2 C4 H4B 109.7 . . ? C3 C4 H4A 109.7 . . ? C3 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? C6 C5 N1 118.76(13) . . ? C6 C5 C10 121.84(14) . . ? C10 C5 N1 119.33(13) . . ? C5 C6 C11 121.87(13) . . ? C7 C6 C5 118.03(15) . . ? C7 C6 C11 120.04(14) . . ? C6 C7 H7 119.4 . . ? C8 C7 C6 121.15(15) . . ? C8 C7 H7 119.4 . . ? C7 C8 H8 120.1 . . ? C9 C8 C7 119.88(15) . . ? C9 C8 H8 120.1 . . ? C8 C9 H9 119.2 . . ? C8 C9 C10 121.56(16) . . ? C10 C9 H9 119.2 . . ? C5 C10 C14 122.79(14) . . ? C9 C10 C5 117.54(15) . . ? C9 C10 C14 119.65(15) . . ? C6 C11 H11 107.8 . . ? C6 C11 C12 109.86(14) . . ? C12 C11 H11 107.8 . . ? C13 C11 C6 112.52(14) . . ? C13 C11 H11 107.8 . . ? C13 C11 C12 110.94(16) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13B 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C10 C14 H14 108.0 . . ? C10 C14 C15 110.24(17) . . ? C10 C14 C16 112.40(16) . . ? C15 C14 H14 108.0 . . ? C16 C14 H14 108.0 . . ? C16 C14 C15 109.95(17) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16B 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 N2 118.82(15) . . ? C18 C17 C22 122.04(16) . . ? C22 C17 N2 119.04(15) . . ? C17 C18 C23 122.3(3) . . ? C17 C18 C23A 122.0(8) . . ? C19 C18 C17 117.6(2) . . ? C19 C18 C23 119.9(3) . . ? C19 C18 C23A 119.9(8) . . ? C18 C19 H19 119.1 . . ? C20 C19 C18 121.8(2) . . ? C20 C19 H19 119.1 . . ? C19 C20 H20 119.9 . . ? C19 C20 C21 120.11(18) . . ? C21 C20 H20 119.9 . . ? C20 C21 H21 119.5 . . ? C20 C21 C22 120.9(2) . . ? C22 C21 H21 119.5 . . ? C17 C22 C21 117.50(18) . . ? C17 C22 C26 122.71(15) . . ? C21 C22 C26 119.79(18) . . ? C22 C26 H26 108.4 . . ? C22 C26 C27 110.70(19) . . ? C22 C26 C28 110.68(15) . . ? C27 C26 H26 108.4 . . ? C28 C26 H26 108.4 . . ? C28 C26 C27 110.26(17) . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28B 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? O2 C29 C30 102.19(13) . . ? O2 C29 C31 108.4(2) . . ? O2 C29 C32 109.8(3) . . ? C31 C29 C30 111.8(2) . . ? C32 C29 C30 115.5(3) . . ? C32 C29 C31 108.8(2) . . ? O2A C29 C30 101.1(2) . . ? O2A C29 C31A 111.9(6) . . ? O2A C29 C32A 97.7(7) . . ? C31A C29 C30 122.9(5) . . ? C31A C29 C32A 109.2(5) . . ? C32A C29 C30 110.8(7) . . ? O3 C30 C29 101.04(14) . . ? O3 C30 C33 107.18(18) . . ? O3 C30 C34 108.0(2) . . ? C33 C30 C29 113.8(2) . . ? C34 C30 C29 115.7(2) . . ? C34 C30 C33 110.3(3) . . ? O3A C30 C29 103.4(2) . . ? O3A C30 C33A 114.9(6) . . ? O3A C30 C34A 106.7(6) . . ? C33A C30 C29 107.6(5) . . ? C33A C30 C34A 108.3(5) . . ? C34A C30 C29 116.3(5) . . ? O1 B1 O2 127.08(16) . . ? O1 B1 O3 123.16(16) . . ? O1 B1 O2A 126.3(2) . . ? O1 B1 O3A 123.5(2) . . ? O3 B1 O2 109.74(17) . . ? O2A B1 O3A 110.0(3) . . ? B1 O2 C29 106.76(14) . . ? B1 O3 C30 107.46(16) . . ? C18 C23 H23 110.1 . . ? C18 C23 C24 107.6(3) . . ? C18 C23 C25 108.2(3) . . ? C24 C23 H23 110.1 . . ? C25 C23 H23 110.1 . . ? C25 C23 C24 110.9(4) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25B 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31B 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32B 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33B 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C30 C34 H34A 109.5 . . ? C30 C34 H34B 109.5 . . ? C30 C34 H34C 109.5 . . ? H34A C34 H34B 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? B1 O2A C29 108.6(3) . . ? B1 O3A C30 108.3(3) . . ? C18 C23A H23A 104.2 . . ? C18 C23A C24A 114.3(6) . . ? C18 C23A C25A 126.6(13) . . ? C24A C23A H23A 104.2 . . ? C25A C23A H23A 104.2 . . ? C25A C23A C24A 101.1(9) . . ? C23A C24A H24D 109.5 . . ? C23A C24A H24E 109.5 . . ? C23A C24A H24F 109.5 . . ? H24D C24A H24E 109.5 . . ? H24D C24A H24F 109.5 . . ? H24E C24A H24F 109.5 . . ? C23A C25A H25D 109.5 . . ? C23A C25A H25E 109.5 . . ? C23A C25A H25F 109.5 . . ? H25D C25A H25E 109.5 . . ? H25D C25A H25F 109.5 . . ? H25E C25A H25F 109.5 . . ? C29 C31A H31D 109.5 . . ? C29 C31A H31E 109.5 . . ? C29 C31A H31F 109.5 . . ? H31D C31A H31E 109.5 . . ? H31D C31A H31F 109.5 . . ? H31E C31A H31F 109.5 . . ? C29 C32A H32D 109.5 . . ? C29 C32A H32E 109.5 . . ? C29 C32A H32F 109.5 . . ? H32D C32A H32E 109.5 . . ? H32D C32A H32F 109.5 . . ? H32E C32A H32F 109.5 . . ? C30 C33A H33D 109.5 . . ? C30 C33A H33E 109.5 . . ? C30 C33A H33F 109.5 . . ? H33D C33A H33E 109.5 . . ? H33D C33A H33F 109.5 . . ? H33E C33A H33F 109.5 . . ? C30 C34A H34D 109.5 . . ? C30 C34A H34E 109.5 . . ? C30 C34A H34F 109.5 . . ? H34D C34A H34E 109.5 . . ? H34D C34A H34F 109.5 . . ? H34E C34A H34F 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 Cu1 O1 1.8320(11) . ? Cu1 C1 1.8834(14) . ? O1 B1 1.308(2) . ? N1 C1 1.3448(19) . ? N1 C2 1.4768(18) . ? N1 C5 1.4424(18) . ? N2 C1 1.3400(18) . ? N2 C4 1.4800(19) . ? N2 C17 1.4414(19) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C2 C3 1.514(2) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C3 C4 1.510(2) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.403(2) . ? C5 C10 1.404(2) . ? C6 C7 1.391(2) . ? C6 C11 1.519(2) . ? C7 H7 0.9300 . ? C7 C8 1.384(3) . ? C8 H8 0.9300 . ? C8 C9 1.378(3) . ? C9 H9 0.9300 . ? C9 C10 1.396(2) . ? C10 C14 1.519(2) . ? C11 H11 0.9800 . ? C11 C12 1.526(2) . ? C11 C13 1.518(2) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14 0.9800 . ? C14 C15 1.530(3) . ? C14 C16 1.526(3) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C18 1.399(2) . ? C17 C22 1.402(2) . ? C18 C19 1.394(3) . ? C18 C23 1.512(3) . ? C18 C23A 1.524(5) . ? C19 H19 0.9300 . ? C19 C20 1.366(4) . ? C20 H20 0.9300 . ? C20 C21 1.382(4) . ? C21 H21 0.9300 . ? C21 C22 1.404(3) . ? C22 C26 1.509(3) . ? C26 H26 0.9800 . ? C26 C27 1.535(3) . ? C26 C28 1.530(3) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 C30 1.550(3) . ? C29 O2 1.442(2) . ? C29 C31 1.531(3) . ? C29 C32 1.515(3) . ? C29 O2A 1.454(4) . ? C29 C31A 1.516(4) . ? C29 C32A 1.522(4) . ? C30 O3 1.451(2) . ? C30 C33 1.526(3) . ? C30 C34 1.518(3) . ? C30 O3A 1.429(4) . ? C30 C33A 1.525(4) . ? C30 C34A 1.526(4) . ? B1 O2 1.416(2) . ? B1 O3 1.394(2) . ? B1 O2A 1.369(4) . ? B1 O3A 1.401(4) . ? C23 H23 0.9800 . ? C23 C24 1.549(4) . ? C23 C25 1.530(4) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C23A H23A 0.9800 . ? C23A C24A 1.548(5) . ? C23A C25A 1.543(5) . ? C24A H24D 0.9600 . ? C24A H24E 0.9600 . ? C24A H24F 0.9600 . ? C25A H25D 0.9600 . ? C25A H25E 0.9600 . ? C25A H25F 0.9600 . ? C31A H31D 0.9600 . ? C31A H31E 0.9600 . ? C31A H31F 0.9600 . ? C32A H32D 0.9600 . ? C32A H32E 0.9600 . ? C32A H32F 0.9600 . ? C33A H33D 0.9600 . ? C33A H33E 0.9600 . ? C33A H33F 0.9600 . ? C34A H34D 0.9600 . ? C34A H34E 0.9600 . ? C34A H34F 0.9600 . ? 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 Cu1 O1 B1 O2 8.8(3) . . . . ? Cu1 O1 B1 O3 -172.57(15) . . . . ? Cu1 O1 B1 O2A 50.8(5) . . . . ? Cu1 O1 B1 O3A -135.4(5) . . . . ? O1 B1 O2 C29 168.04(18) . . . . ? O1 B1 O3 C30 167.79(17) . . . . ? O1 B1 O2A C29 -170.8(3) . . . . ? O1 B1 O3A C30 -169.6(3) . . . . ? N1 C2 C3 C4 -50.81(17) . . . . ? N1 C5 C6 C7 -176.42(13) . . . . ? N1 C5 C6 C11 6.4(2) . . . . ? N1 C5 C10 C9 176.45(13) . . . . ? N1 C5 C10 C14 -5.2(2) . . . . ? N2 C17 C18 C19 175.55(16) . . . . ? N2 C17 C18 C23 -9.7(3) . . . . ? N2 C17 C18 C23A 3.3(5) . . . . ? N2 C17 C22 C21 -175.58(14) . . . . ? N2 C17 C22 C26 4.1(2) . . . . ? C1 N1 C2 C3 23.3(2) . . . . ? C1 N1 C5 C6 -97.85(16) . . . . ? C1 N1 C5 C10 85.25(17) . . . . ? C1 N2 C4 C3 -28.2(2) . . . . ? C1 N2 C17 C18 91.42(18) . . . . ? C1 N2 C17 C22 -92.15(17) . . . . ? C2 N1 C1 Cu1 -171.64(11) . . . . ? C2 N1 C1 N2 4.2(2) . . . . ? C2 N1 C5 C6 81.35(17) . . . . ? C2 N1 C5 C10 -95.55(16) . . . . ? C2 C3 C4 N2 53.11(17) . . . . ? C4 N2 C1 Cu1 173.96(11) . . . . ? C4 N2 C1 N1 -1.6(2) . . . . ? C4 N2 C17 C18 -90.19(17) . . . . ? C4 N2 C17 C22 86.24(18) . . . . ? C5 N1 C1 Cu1 7.47(18) . . . . ? C5 N1 C1 N2 -176.71(13) . . . . ? C5 N1 C2 C3 -155.83(13) . . . . ? C5 C6 C7 C8 -0.1(2) . . . . ? C5 C6 C11 C12 104.13(19) . . . . ? C5 C6 C11 C13 -131.74(16) . . . . ? C5 C10 C14 C15 -104.53(19) . . . . ? C5 C10 C14 C16 132.43(17) . . . . ? C6 C5 C10 C9 -0.4(2) . . . . ? C6 C5 C10 C14 177.98(15) . . . . ? C6 C7 C8 C9 -0.2(3) . . . . ? C7 C6 C11 C12 -73.0(2) . . . . ? C7 C6 C11 C13 51.1(2) . . . . ? C7 C8 C9 C10 0.2(3) . . . . ? C8 C9 C10 C5 0.0(2) . . . . ? C8 C9 C10 C14 -178.35(16) . . . . ? C9 C10 C14 C15 73.8(2) . . . . ? C9 C10 C14 C16 -49.3(2) . . . . ? C10 C5 C6 C7 0.4(2) . . . . ? C10 C5 C6 C11 -176.77(14) . . . . ? C11 C6 C7 C8 177.10(15) . . . . ? C17 N2 C1 Cu1 -7.79(19) . . . . ? C17 N2 C1 N1 176.65(13) . . . . ? C17 N2 C4 C3 153.49(13) . . . . ? C17 C18 C19 C20 -0.2(3) . . . . ? C17 C18 C23 C24 -120.0(3) . . . . ? C17 C18 C23 C25 120.1(4) . . . . ? C17 C18 C23A C24A -92.6(13) . . . . ? C17 C18 C23A C25A 140.6(13) . . . . ? C17 C22 C26 C27 124.89(19) . . . . ? C17 C22 C26 C28 -112.53(19) . . . . ? C18 C17 C22 C21 0.7(2) . . . . ? C18 C17 C22 C26 -179.57(16) . . . . ? C18 C19 C20 C21 1.3(3) . . . . ? C19 C18 C23 C24 54.6(4) . . . . ? C19 C18 C23 C25 -65.2(4) . . . . ? C19 C18 C23A C24A 95.3(12) . . . . ? C19 C18 C23A C25A -31.5(16) . . . . ? C19 C20 C21 C22 -1.3(3) . . . . ? C20 C21 C22 C17 0.3(3) . . . . ? C20 C21 C22 C26 -179.41(17) . . . . ? C21 C22 C26 C27 -55.4(2) . . . . ? C21 C22 C26 C28 67.2(2) . . . . ? C22 C17 C18 C19 -0.8(3) . . . . ? C22 C17 C18 C23 174.0(2) . . . . ? C22 C17 C18 C23A -173.1(4) . . . . ? C29 C30 O3 B1 29.7(2) . . . . ? C29 C30 O3A B1 -21.1(6) . . . . ? C30 C29 O2 B1 28.37(19) . . . . ? C30 C29 O2A B1 -26.3(6) . . . . ? O2 C29 C30 O3 -35.16(18) . . . . ? O2 C29 C30 C33 79.4(2) . . . . ? O2 C29 C30 C34 -151.4(2) . . . . ? O2 C29 C30 O3A -4.6(4) . . . . ? O2 C29 C30 C33A 117.4(5) . . . . ? O2 C29 C30 C34A -121.1(5) . . . . ? O2 C29 O2A B1 68.9(4) . . . . ? O2 B1 O3 C30 -13.4(2) . . . . ? O2 B1 O2A C29 -66.6(4) . . . . ? O2 B1 O3A C30 38.9(6) . . . . ? O3 C30 O3A B1 67.8(4) . . . . ? O3 B1 O2 C29 -10.7(2) . . . . ? O3 B1 O2A C29 44.9(6) . . . . ? O3 B1 O3A C30 -69.6(4) . . . . ? C23 C18 C19 C20 -175.1(2) . . . . ? C23 C18 C23A C24A 2(4) . . . . ? C23 C18 C23A C25A -125(6) . . . . ? C31 C29 C30 O3 -150.9(2) . . . . ? C31 C29 C30 C33 -36.4(3) . . . . ? C31 C29 C30 C34 92.8(3) . . . . ? C31 C29 C30 O3A -120.3(4) . . . . ? C31 C29 C30 C33A 1.6(5) . . . . ? C31 C29 C30 C34A 123.1(5) . . . . ? C31 C29 O2 B1 146.5(2) . . . . ? C31 C29 O2A B1 110.6(5) . . . . ? C32 C29 C30 O3 84.0(3) . . . . ? C32 C29 C30 C33 -161.5(3) . . . . ? C32 C29 C30 C34 -32.3(3) . . . . ? C32 C29 C30 O3A 114.6(4) . . . . ? C32 C29 C30 C33A -123.5(5) . . . . ? C32 C29 C30 C34A -2.0(5) . . . . ? C32 C29 O2 B1 -94.7(3) . . . . ? C32 C29 O2A B1 -140.9(6) . . . . ? C33 C30 O3 B1 -89.7(2) . . . . ? C33 C30 O3A B1 -133.2(6) . . . . ? C34 C30 O3 B1 151.5(2) . . . . ? C34 C30 O3A B1 119.3(5) . . . . ? O2A C29 C30 O3 -2.3(4) . . . . ? O2A C29 C30 C33 112.2(4) . . . . ? O2A C29 C30 C34 -118.6(4) . . . . ? O2A C29 C30 O3A 28.3(5) . . . . ? O2A C29 C30 C33A 150.2(6) . . . . ? O2A C29 C30 C34A -88.3(6) . . . . ? O2A C29 O2 B1 -63.2(3) . . . . ? O2A B1 O2 C29 66.4(3) . . . . ? O2A B1 O3 C30 -46.4(4) . . . . ? O2A B1 O3A C30 5.1(8) . . . . ? O3A C30 O3 B1 -68.0(4) . . . . ? O3A B1 O2 C29 -41.9(4) . . . . ? O3A B1 O3 C30 66.8(4) . . . . ? O3A B1 O2A C29 14.7(8) . . . . ? C23A C18 C19 C20 172.2(4) . . . . ? C23A C18 C23 C24 148(5) . . . . ? C23A C18 C23 C25 28(5) . . . . ? C31A C29 C30 O3 -127.9(6) . . . . ? C31A C29 C30 C33 -13.4(6) . . . . ? C31A C29 C30 C34 115.9(6) . . . . ? C31A C29 C30 O3A -97.3(7) . . . . ? C31A C29 C30 C33A 24.7(7) . . . . ? C31A C29 C30 C34A 146.2(7) . . . . ? C31A C29 O2 B1 151.1(5) . . . . ? C31A C29 O2A B1 106.3(7) . . . . ? C32A C29 C30 O3 100.4(7) . . . . ? C32A C29 C30 C33 -145.1(7) . . . . ? C32A C29 C30 C34 -15.8(7) . . . . ? C32A C29 C30 O3A 131.0(7) . . . . ? C32A C29 C30 C33A -107.0(8) . . . . ? C32A C29 C30 C34A 14.5(8) . . . . ? C32A C29 O2 B1 -98.3(8) . . . . ? C32A C29 O2A B1 -139.4(8) . . . . ? C33A C30 O3 B1 -106.4(7) . . . . ? C33A C30 O3A B1 -138.0(6) . . . . ? C34A C30 O3 B1 145.0(5) . . . . ? C34A C30 O3A B1 102.0(7) . . . . ?