#------------------------------------------------------------------------------ #$Date: 2021-10-29 02:37:40 +0300 (Fri, 29 Oct 2021) $ #$Revision: 270120 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/86/7708612.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_7708612 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 'C45 H73 B Cu N5 O2' _chemical_formula_sum 'C45 H73 B Cu N5 O2' _chemical_formula_weight 790.43 _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 2021-07-22 _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 90.118(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.4621(5) _cell_length_b 17.3090(7) _cell_length_c 22.5662(11) _cell_measurement_reflns_used 8736 _cell_measurement_temperature 150.01(10) _cell_measurement_theta_max 27.2640 _cell_measurement_theta_min 3.4400 _cell_volume 4477.1(3) _computing_cell_refinement 'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)' _computing_data_collection 'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)' _computing_data_reduction 'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)' _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_environment N~2~ _diffrn_ambient_temperature 150.01(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.0734 _diffrn_detector_type EosS2 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.957 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'New Xcalibur, EosS2' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0468 _diffrn_reflns_av_unetI/netI 0.0603 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.957 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_number 42619 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.957 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 29.158 _diffrn_reflns_theta_min 2.949 _diffrn_source 'fine-focus sealed X-ray tube' _diffrn_source_type 'Enhance (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 0.528 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.77800 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020) 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 1.173 _exptl_crystal_description block _exptl_crystal_F_000 1712 _exptl_crystal_size_max 0.523 _exptl_crystal_size_mid 0.395 _exptl_crystal_size_min 0.209 _refine_diff_density_max 1.636 _refine_diff_density_min -0.378 _refine_diff_density_rms 0.087 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 534 _refine_ls_number_reflns 11558 _refine_ls_number_restraints 79 _refine_ls_restrained_S_all 1.033 _refine_ls_R_factor_all 0.1344 _refine_ls_R_factor_gt 0.0829 _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^)+(0.1243P)^2^+5.2203P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2219 _refine_ls_wR_factor_ref 0.2552 _reflns_Friedel_coverage 0.000 _reflns_number_gt 7174 _reflns_number_total 11558 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL e21djl03mfm_a.res in P2(1)/n REM Old TITL e21djl03mfm_b.res in Pn REM SHELXT solution in P2(1)/n REM R1 0.164, Rweak 0.015, Alpha 0.096, Orientation as input REM Formula found by SHELXT: C42 B3 N7 O Cu CELL 0.71073 11.4621 17.309 22.5662 90 90.118 90 ZERR 4 0.0005 0.0007 0.0011 0 0.004 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H B Cu N O UNIT 180 292 4 4 20 8 SADI 0.005 C35 C34 C36 C34 C39 C37 C38 C37 SADI N4 C34 N4 C34A SADI C34 C35 C34A C35A SADI C34 C36 C34A C36A SADI 0.04 N4 C35 N4 C35A SADI 0.04 N4 C36 N4 C36A SADI 0.04 C35 C36 C35A C36A SADI C35 C36 C36A C35A SIMU 0.02 0.01 2 C34 C35 C36 C34A C36A C35A L.S. 10 PLAN 20 SIZE 0.209 0.395 0.523 TEMP -123 BOND $H LIST 6 more -3 fmap 2 acta OMIT 4 4 4 OMIT 1 5 7 OMIT -1 1 4 REM REM REM WGHT 0.124300 5.220300 FVAR 0.28110 CU1 4 0.343420 0.438235 0.313203 11.00000 0.03227 0.03526 = 0.04525 0.00210 0.00232 0.00030 O1 6 0.510180 0.240262 0.304294 11.00000 0.05647 0.05632 = 0.06624 -0.01124 0.00032 0.00558 O2 6 0.609216 0.331347 0.360114 11.00000 0.04454 0.07179 = 0.07243 -0.00288 0.00025 -0.00155 N1 5 0.279988 0.547062 0.218582 11.00000 0.04069 0.03531 = 0.04575 0.00137 0.00122 0.00145 N2 5 0.270396 0.596182 0.312494 11.00000 0.05228 0.03725 = 0.04556 0.00423 0.00534 0.00139 N3 5 0.316912 0.317244 0.398888 11.00000 0.04668 0.05043 = 0.04810 -0.00202 0.00090 -0.00385 N4 5 0.474042 0.237622 0.411063 11.00000 0.06021 0.06456 = 0.07382 0.01945 0.00324 0.01343 N5 5 0.294203 0.222193 0.471072 11.00000 0.06355 0.06493 = 0.05780 0.01193 0.00124 -0.01228 C1 1 0.295314 0.536031 0.277123 11.00000 0.03066 0.04178 = 0.04405 0.00485 0.00446 -0.00606 C2 1 0.233294 0.619242 0.192895 11.00000 0.05204 0.04550 = 0.05879 0.01023 -0.00529 0.00513 AFIX 23 H2A 2 0.146973 0.617359 0.192409 11.00000 -1.20000 H2B 2 0.260761 0.624902 0.151557 11.00000 -1.20000 AFIX 0 C3 1 0.273554 0.686977 0.229122 11.00000 0.07023 0.04014 = 0.05989 0.01035 -0.00206 0.00345 AFIX 23 H3A 2 0.359369 0.692211 0.226274 11.00000 -1.20000 H3B 2 0.237546 0.735061 0.213924 11.00000 -1.20000 AFIX 0 C4 1 0.239131 0.674551 0.291970 11.00000 0.08297 0.03687 = 0.05823 0.00475 0.00567 0.00747 AFIX 23 H4A 2 0.278563 0.713302 0.317310 11.00000 -1.20000 H4B 2 0.153878 0.682048 0.295937 11.00000 -1.20000 AFIX 0 C5 1 0.300195 0.485461 0.177587 11.00000 0.04552 0.04745 = 0.04511 0.00255 -0.00714 0.00268 C6 1 0.213615 0.430007 0.169575 11.00000 0.05736 0.04313 = 0.06204 0.00069 -0.00866 0.00331 C7 1 0.236917 0.370955 0.128649 11.00000 0.08407 0.05059 = 0.07991 -0.00396 -0.02915 0.00014 AFIX 43 H7 2 0.181624 0.330699 0.123106 11.00000 -1.20000 AFIX 0 C8 1 0.338449 0.370552 0.096528 11.00000 0.10160 0.07903 = 0.05085 -0.01685 -0.00648 0.02014 AFIX 43 H8 2 0.352835 0.329816 0.069292 11.00000 -1.20000 AFIX 0 C9 1 0.419268 0.428157 0.103261 11.00000 0.07606 0.08278 = 0.05506 -0.00412 0.00660 0.01618 AFIX 43 H9 2 0.488157 0.427437 0.079933 11.00000 -1.20000 AFIX 0 C10 1 0.402395 0.486839 0.143110 11.00000 0.05901 0.06205 = 0.04400 -0.00056 0.00083 0.00820 C11 1 0.097197 0.433789 0.200757 11.00000 0.05201 0.04763 = 0.09881 -0.00190 0.00191 -0.00641 AFIX 13 H11 2 0.092707 0.484425 0.221966 11.00000 -1.20000 AFIX 0 C12 1 -0.004959 0.429659 0.157534 11.00000 0.06158 0.10460 = 0.13165 0.03244 -0.01897 -0.00683 AFIX 137 H12A 2 0.002706 0.470687 0.127869 11.00000 -1.50000 H12B 2 -0.078262 0.436363 0.179211 11.00000 -1.50000 H12C 2 -0.005009 0.379272 0.137728 11.00000 -1.50000 AFIX 0 C13 1 0.084260 0.369344 0.246925 11.00000 0.06455 0.07351 = 0.08826 0.00734 -0.00560 -0.01663 AFIX 137 H13A 2 0.084947 0.319048 0.226987 11.00000 -1.50000 H13B 2 0.010365 0.375812 0.268122 11.00000 -1.50000 H13C 2 0.149203 0.371994 0.275166 11.00000 -1.50000 AFIX 0 C14 1 0.491149 0.551748 0.148202 11.00000 0.05883 0.08153 = 0.07319 0.00288 0.01563 -0.00692 AFIX 13 H14 2 0.448182 0.597681 0.163847 11.00000 -1.20000 AFIX 0 C15 1 0.544165 0.576262 0.089256 11.00000 0.12049 0.17465 = 0.08205 0.00433 0.03247 -0.05601 AFIX 137 H15A 2 0.585576 0.532421 0.071615 11.00000 -1.50000 H15B 2 0.599001 0.618853 0.095868 11.00000 -1.50000 H15C 2 0.482016 0.593278 0.062374 11.00000 -1.50000 AFIX 0 C16 1 0.585916 0.533259 0.193083 11.00000 0.11836 0.15723 = 0.16188 0.04842 -0.06615 -0.07199 AFIX 137 H16A 2 0.550053 0.519651 0.231061 11.00000 -1.50000 H16B 2 0.636260 0.578507 0.198382 11.00000 -1.50000 H16C 2 0.632626 0.489682 0.178786 11.00000 -1.50000 AFIX 0 C17 1 0.282475 0.590085 0.375766 11.00000 0.06572 0.03608 = 0.05104 0.00087 -0.00188 -0.00405 C18 1 0.180654 0.589030 0.410962 11.00000 0.07506 0.04414 = 0.05329 -0.00086 0.01204 -0.00033 C19 1 0.195202 0.590191 0.472709 11.00000 0.11570 0.05879 = 0.04830 -0.00299 0.01494 -0.01047 AFIX 43 H19 2 0.128232 0.589954 0.497440 11.00000 -1.20000 AFIX 0 C20 1 0.302017 0.591634 0.497707 11.00000 0.15207 0.06213 = 0.04617 0.00158 -0.00988 -0.02427 AFIX 43 H20 2 0.308996 0.592771 0.539654 11.00000 -1.20000 AFIX 0 C21 1 0.401425 0.591487 0.463340 11.00000 0.10211 0.05968 = 0.07073 0.00504 -0.02497 -0.01887 AFIX 43 H21 2 0.475974 0.590907 0.481811 11.00000 -1.20000 AFIX 0 C22 1 0.393167 0.592190 0.401197 11.00000 0.07181 0.04373 = 0.06423 0.00079 -0.00803 -0.01108 C23 1 0.060011 0.589136 0.384586 11.00000 0.06892 0.06418 = 0.07315 0.00504 0.02276 0.00739 AFIX 13 H23 2 0.067664 0.591501 0.340488 11.00000 -1.20000 AFIX 0 C24 1 -0.006368 0.663081 0.405539 11.00000 0.10801 0.07051 = 0.10729 0.01125 0.03612 0.02997 AFIX 137 H24A 2 0.003728 0.669391 0.448401 11.00000 -1.50000 H24B 2 -0.089564 0.657798 0.396296 11.00000 -1.50000 H24C 2 0.025105 0.708425 0.385060 11.00000 -1.50000 AFIX 0 C25 1 -0.008646 0.517527 0.400111 11.00000 0.06013 0.07743 = 0.10360 0.00473 0.01177 0.00165 AFIX 137 H25A 2 0.030950 0.471937 0.384071 11.00000 -1.50000 H25B 2 -0.087137 0.521252 0.383048 11.00000 -1.50000 H25C 2 -0.014317 0.512910 0.443293 11.00000 -1.50000 AFIX 0 C26 1 0.502058 0.600093 0.364559 11.00000 0.06029 0.06299 = 0.09136 0.00516 -0.01763 -0.00814 AFIX 13 H26 2 0.480539 0.592750 0.321962 11.00000 -1.20000 AFIX 0 C27 1 0.550065 0.683393 0.372344 11.00000 0.10310 0.07371 = 0.23594 0.01985 0.04618 -0.03054 AFIX 137 H27A 2 0.493605 0.720503 0.356369 11.00000 -1.50000 H27B 2 0.624089 0.688390 0.351030 11.00000 -1.50000 H27C 2 0.562794 0.693846 0.414546 11.00000 -1.50000 AFIX 0 C28 1 0.597807 0.543417 0.379765 11.00000 0.08961 0.08239 = 0.13980 -0.01880 -0.03698 0.01734 AFIX 137 H28A 2 0.625466 0.553146 0.420203 11.00000 -1.50000 H28B 2 0.662632 0.549733 0.351934 11.00000 -1.50000 H28C 2 0.567426 0.490612 0.377021 11.00000 -1.50000 AFIX 0 C29 1 0.385299 0.344926 0.355961 11.00000 0.04136 0.03783 = 0.04801 -0.00591 -0.00130 -0.00159 C30 1 0.364813 0.250159 0.432618 11.00000 0.06178 0.04575 = 0.05435 0.00059 -0.00563 -0.00614 C31 1 0.204698 0.352092 0.416857 11.00000 0.04722 0.05836 = 0.05660 -0.00186 0.01012 0.00119 AFIX 13 H31 2 0.191070 0.395927 0.388819 11.00000 -1.20000 AFIX 0 C32 1 0.214251 0.388167 0.477500 11.00000 0.06592 0.06860 = 0.06463 -0.01235 0.00608 0.00171 AFIX 137 H32A 2 0.222266 0.347434 0.507395 11.00000 -1.50000 H32B 2 0.143913 0.418536 0.485609 11.00000 -1.50000 H32C 2 0.282783 0.421976 0.478905 11.00000 -1.50000 AFIX 0 C33 1 0.100617 0.298817 0.409572 11.00000 0.05054 0.08213 = 0.06976 -0.00879 0.00766 -0.00410 AFIX 137 H33A 2 0.103983 0.273807 0.370652 11.00000 -1.50000 H33B 2 0.028442 0.328886 0.412670 11.00000 -1.50000 H33C 2 0.102165 0.259330 0.440686 11.00000 -1.50000 AFIX 0 PART 1 C34 1 0.547669 0.172400 0.433497 10.60000 0.09098 0.07612 = 0.06864 0.00697 -0.01211 0.03079 AFIX 13 H34 2 0.497901 0.140679 0.460513 10.60000 -1.20000 AFIX 0 C35 1 0.595104 0.119066 0.386698 10.60000 0.08788 0.07307 = 0.07280 0.00496 -0.01267 0.02782 AFIX 137 H35A 2 0.530237 0.095247 0.365030 10.60000 -1.50000 H35B 2 0.642271 0.078674 0.405513 10.60000 -1.50000 H35C 2 0.643690 0.148552 0.359082 10.60000 -1.50000 AFIX 0 C36 1 0.644620 0.206167 0.470313 10.60000 0.09576 0.08531 = 0.07102 -0.00044 -0.02466 0.03540 AFIX 137 H36A 2 0.704334 0.227972 0.444178 10.60000 -1.50000 H36B 2 0.679403 0.165552 0.494912 10.60000 -1.50000 H36C 2 0.613283 0.246974 0.495832 10.60000 -1.50000 AFIX 0 PART 0 C37 1 0.316466 0.154998 0.509206 11.00000 0.07734 0.07988 = 0.07610 0.02426 -0.00191 -0.01304 AFIX 13 H37 2 0.400867 0.153573 0.520461 11.00000 -1.20000 AFIX 0 C38 1 0.283122 0.080041 0.479763 11.00000 0.27135 0.06545 = 0.11516 0.01747 -0.01477 -0.03551 AFIX 137 H38A 2 0.197921 0.076006 0.477784 11.00000 -1.50000 H38B 2 0.314427 0.036698 0.502772 11.00000 -1.50000 H38C 2 0.315329 0.078660 0.439582 11.00000 -1.50000 AFIX 0 C39 1 0.243389 0.166752 0.563804 11.00000 0.12064 0.11431 = 0.07507 0.02770 0.01640 -0.02219 AFIX 137 H39A 2 0.272728 0.211430 0.585959 11.00000 -1.50000 H39B 2 0.247729 0.120545 0.588807 11.00000 -1.50000 H39C 2 0.162129 0.175934 0.552196 11.00000 -1.50000 AFIX 0 C40 1 0.599334 0.272759 0.267196 11.00000 0.05333 0.09289 = 0.07036 -0.00778 0.00946 0.01584 C41 1 0.541587 0.326761 0.222298 11.00000 0.06303 0.09679 = 0.06710 0.00215 0.00485 0.00332 AFIX 137 H41A 2 0.478147 0.299397 0.202055 11.00000 -1.50000 H41B 2 0.599526 0.343537 0.193129 11.00000 -1.50000 H41C 2 0.510059 0.371980 0.242917 11.00000 -1.50000 AFIX 0 C42 1 0.655760 0.204531 0.233239 11.00000 0.10669 0.14659 = 0.09584 -0.03584 0.01422 0.05792 AFIX 137 H42A 2 0.680582 0.164813 0.261529 11.00000 -1.50000 H42B 2 0.723634 0.223187 0.211114 11.00000 -1.50000 H42C 2 0.598743 0.182454 0.205602 11.00000 -1.50000 AFIX 0 C43 1 0.682175 0.313670 0.311097 11.00000 0.04125 0.09978 = 0.07722 -0.00582 0.00521 0.00834 C44 1 0.729850 0.390199 0.286486 11.00000 0.07948 0.14494 = 0.12363 0.02947 -0.00481 -0.04595 AFIX 137 H44A 2 0.664667 0.424528 0.276597 11.00000 -1.50000 H44B 2 0.775816 0.379955 0.250769 11.00000 -1.50000 H44C 2 0.779463 0.414904 0.316403 11.00000 -1.50000 AFIX 0 C45 1 0.787387 0.267932 0.332893 11.00000 0.05657 0.15936 = 0.14239 -0.01594 -0.01510 0.03870 AFIX 137 H45A 2 0.821016 0.293550 0.367685 11.00000 -1.50000 H45B 2 0.845977 0.265281 0.301391 11.00000 -1.50000 H45C 2 0.762854 0.215539 0.343624 11.00000 -1.50000 AFIX 0 B1 3 0.501047 0.289213 0.355952 11.00000 0.04770 0.05445 = 0.05825 -0.00614 0.00296 -0.00154 PART 2 C34A 1 0.563664 0.191710 0.442303 10.40000 0.09027 0.08422 = 0.07446 0.00836 -0.01489 0.02812 AFIX 13 H34A 2 0.637227 0.211993 0.424337 10.40000 -1.20000 AFIX 0 C36A 1 0.565629 0.109985 0.423141 10.40000 0.10352 0.08435 = 0.08015 0.00442 -0.00917 0.02979 AFIX 137 H36D 2 0.485617 0.090199 0.421062 10.40000 -1.50000 H36E 2 0.610597 0.079361 0.451693 10.40000 -1.50000 H36F 2 0.601976 0.106256 0.383975 10.40000 -1.50000 AFIX 0 C35A 1 0.585582 0.203704 0.505999 10.40000 0.09957 0.09434 = 0.08376 0.00830 -0.01540 0.02238 AFIX 137 H35D 2 0.648293 0.241617 0.511138 10.40000 -1.50000 H35E 2 0.608650 0.154641 0.524256 10.40000 -1.50000 H35F 2 0.514382 0.222834 0.524972 10.40000 -1.50000 AFIX 0 HKLF 4 REM e21djl03mfm_a.res in P2(1)/n REM R1 = 0.0829 for 7174 Fo > 4sig(Fo) and 0.1344 for all 11558 data REM 534 parameters refined using 79 restraints END WGHT 0.1243 5.2203 REM Highest difference peak 1.636, deepest hole -0.378, 1-sigma level 0.087 Q1 1 0.3486 0.4253 0.2769 11.00000 0.05 1.64 Q2 1 0.3135 0.4112 0.3330 11.00000 0.05 0.62 Q3 1 0.5160 0.3284 0.3202 11.00000 0.05 0.59 Q4 1 0.2908 0.2555 0.3856 11.00000 0.05 0.53 Q5 1 0.6275 0.2239 0.3299 11.00000 0.05 0.48 Q6 1 0.5810 0.3307 0.3142 11.00000 0.05 0.48 Q7 1 0.6517 0.2390 0.3267 11.00000 0.05 0.48 Q8 1 0.2174 0.2469 0.4443 11.00000 0.05 0.47 Q9 1 0.4365 0.0978 0.4456 11.00000 0.05 0.46 Q10 1 0.3846 0.3352 0.3120 11.00000 0.05 0.42 Q11 1 0.5834 0.2605 0.3436 11.00000 0.05 0.41 Q12 1 0.2626 0.3175 0.4774 11.00000 0.05 0.41 Q13 1 0.3747 0.3166 0.4583 11.00000 0.05 0.40 Q14 1 0.4452 0.3337 0.3295 11.00000 0.05 0.39 Q15 1 0.5140 0.2232 0.3536 11.00000 0.05 0.38 Q16 1 0.2341 0.5647 0.3960 11.00000 0.05 0.37 Q17 1 0.5291 0.6752 0.3297 11.00000 0.05 0.36 Q18 1 0.0871 0.4396 0.2319 11.00000 0.05 0.36 Q19 1 0.1789 0.6551 0.2415 11.00000 0.05 0.34 Q20 1 0.2378 0.1635 0.4665 11.00000 0.05 0.34 REM The information below was added by Olex2. REM REM R1 = 0.0829 for 7174 Fo > 4sig(Fo) and 0.1344 for all 43425 data REM n/a parameters refined using n/a restraints REM Highest difference peak 1.64, deepest hole -0.38 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.1344 REM R1_gt = 0.0829 REM wR_ref = 0.2552 REM GOOF = 1.034 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 43425 REM Reflections_gt = 7174 REM Parameters = n/a REM Hole = -0.38 REM Peak = 1.64 REM Flack = n/a ; _cod_data_source_file d1dt03540a2.cif _cod_data_source_block e21djl03-cpd8 _cod_database_code 7708612 _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. ; _shelx_estimated_absorpt_t_max 0.898 _shelx_estimated_absorpt_t_min 0.770 _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 C35-C34 \\sim C36-C34 \\sim C39-C37 \\sim C38-C37 with sigma of 0.005 N4-C34 \\sim N4-C34A with sigma of 0.02 C34-C35 \\sim C34A-C35A with sigma of 0.02 C34-C36 \\sim C34A-C36A with sigma of 0.02 N4-C35 \\sim N4-C35A with sigma of 0.04 N4-C36 \\sim N4-C36A with sigma of 0.04 C35-C36 \\sim C35A-C36A with sigma of 0.04 C35-C36 \\sim C36A-C35A with sigma of 0.02 3. Uiso/Uaniso restraints and constraints C34 \\sim C35 \\sim C36 \\sim C34A \\sim C36A \\sim C35A: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.01 4. Others Fixed Sof: C34(0.6) H34(0.6) C35(0.6) H35A(0.6) H35B(0.6) H35C(0.6) C36(0.6) H36A(0.6) H36B(0.6) H36C(0.6) C34A(0.4) H34A(0.4) C36A(0.4) H36D(0.4) H36E(0.4) H36F(0.4) C35A(0.4) H35D(0.4) H35E(0.4) H35F(0.4) 5.a Ternary CH refined with riding coordinates: C11(H11), C14(H14), C23(H23), C26(H26), C31(H31), C34(H34), C37(H37), C34A(H34A) 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), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C28(H28A, H28B,H28C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C41(H41A,H41B, H41C), C42(H42A,H42B,H42C), C44(H44A,H44B,H44C), C45(H45A,H45B,H45C), C36A(H36D,H36E,H36F), C35A(H35D,H35E,H35F) ; 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 0.34342(4) 0.43823(3) 0.31320(2) 0.03759(16) Uani 1 1 d . . . . . O1 O 0.5102(3) 0.24026(18) 0.30429(15) 0.0597(8) Uani 1 1 d . . . . . O2 O 0.6092(3) 0.3313(2) 0.36011(16) 0.0629(9) Uani 1 1 d . . . . . N1 N 0.2800(3) 0.54706(18) 0.21858(15) 0.0406(7) Uani 1 1 d . . . . . N2 N 0.2704(3) 0.59618(19) 0.31249(15) 0.0450(8) Uani 1 1 d . . . . . N3 N 0.3169(3) 0.3172(2) 0.39889(16) 0.0484(8) Uani 1 1 d . . . . . N4 N 0.4740(4) 0.2376(2) 0.4111(2) 0.0662(11) Uani 1 1 d D . . . . N5 N 0.2942(4) 0.2222(2) 0.47107(18) 0.0621(10) Uani 1 1 d . . . . . C1 C 0.2953(3) 0.5360(2) 0.27712(17) 0.0388(8) Uani 1 1 d . . . . . C2 C 0.2333(4) 0.6192(2) 0.1929(2) 0.0521(10) Uani 1 1 d . . . . . H2A H 0.1470 0.6174 0.1924 0.063 Uiso 1 1 calc R . . . . H2B H 0.2608 0.6249 0.1516 0.063 Uiso 1 1 calc R . . . . C3 C 0.2736(4) 0.6870(3) 0.2291(2) 0.0568(11) Uani 1 1 d . . . . . H3A H 0.3594 0.6922 0.2263 0.068 Uiso 1 1 calc R . . . . H3B H 0.2375 0.7351 0.2139 0.068 Uiso 1 1 calc R . . . . C4 C 0.2391(5) 0.6746(2) 0.2920(2) 0.0593(12) Uani 1 1 d . . . . . H4A H 0.2786 0.7133 0.3173 0.071 Uiso 1 1 calc R . . . . H4B H 0.1539 0.6820 0.2959 0.071 Uiso 1 1 calc R . . . . C5 C 0.3002(4) 0.4855(2) 0.17759(18) 0.0460(9) Uani 1 1 d . . . . . C6 C 0.2136(4) 0.4300(2) 0.1696(2) 0.0542(11) Uani 1 1 d . . . . . C7 C 0.2369(5) 0.3710(3) 0.1286(3) 0.0716(15) Uani 1 1 d . . . . . H7 H 0.1816 0.3307 0.1231 0.086 Uiso 1 1 calc R . . . . C8 C 0.3384(6) 0.3706(4) 0.0965(2) 0.0772(16) Uani 1 1 d . . . . . H8 H 0.3528 0.3298 0.0693 0.093 Uiso 1 1 calc R . . . . C9 C 0.4193(5) 0.4282(3) 0.1033(2) 0.0713(14) Uani 1 1 d . . . . . H9 H 0.4882 0.4274 0.0799 0.086 Uiso 1 1 calc R . . . . C10 C 0.4024(4) 0.4868(3) 0.1431(2) 0.0550(11) Uani 1 1 d . . . . . C11 C 0.0972(4) 0.4338(3) 0.2008(3) 0.0661(13) Uani 1 1 d . . . . . H11 H 0.0927 0.4844 0.2220 0.079 Uiso 1 1 calc R . . . . C12 C -0.0050(5) 0.4297(4) 0.1575(4) 0.099(2) Uani 1 1 d . . . . . H12A H 0.0027 0.4707 0.1279 0.149 Uiso 1 1 calc GR . . . . H12B H -0.0783 0.4364 0.1792 0.149 Uiso 1 1 calc GR . . . . H12C H -0.0050 0.3793 0.1377 0.149 Uiso 1 1 calc GR . . . . C13 C 0.0843(5) 0.3693(3) 0.2469(3) 0.0754(15) Uani 1 1 d . . . . . H13A H 0.0849 0.3190 0.2270 0.113 Uiso 1 1 calc GR . . . . H13B H 0.0104 0.3758 0.2681 0.113 Uiso 1 1 calc GR . . . . H13C H 0.1492 0.3720 0.2752 0.113 Uiso 1 1 calc GR . . . . C14 C 0.4911(5) 0.5517(3) 0.1482(3) 0.0712(14) Uani 1 1 d . . . . . H14 H 0.4482 0.5977 0.1638 0.085 Uiso 1 1 calc R . . . . C15 C 0.5442(8) 0.5763(6) 0.0893(3) 0.126(3) Uani 1 1 d . . . . . H15A H 0.5856 0.5324 0.0716 0.189 Uiso 1 1 calc GR . . . . H15B H 0.5990 0.6189 0.0959 0.189 Uiso 1 1 calc GR . . . . H15C H 0.4820 0.5933 0.0624 0.189 Uiso 1 1 calc GR . . . . C16 C 0.5859(8) 0.5333(6) 0.1931(5) 0.146(4) Uani 1 1 d . . . . . H16A H 0.5501 0.5197 0.2311 0.219 Uiso 1 1 calc GR . . . . H16B H 0.6363 0.5785 0.1984 0.219 Uiso 1 1 calc GR . . . . H16C H 0.6326 0.4897 0.1788 0.219 Uiso 1 1 calc GR . . . . C17 C 0.2825(4) 0.5901(2) 0.3758(2) 0.0509(10) Uani 1 1 d . . . . . C18 C 0.1807(5) 0.5890(3) 0.4110(2) 0.0575(11) Uani 1 1 d . . . . . C19 C 0.1952(6) 0.5902(3) 0.4727(2) 0.0742(16) Uani 1 1 d . . . . . H19 H 0.1282 0.5900 0.4974 0.089 Uiso 1 1 calc R . . . . C20 C 0.3020(8) 0.5916(3) 0.4977(3) 0.087(2) Uani 1 1 d . . . . . H20 H 0.3090 0.5928 0.5397 0.104 Uiso 1 1 calc R . . . . C21 C 0.4014(6) 0.5915(3) 0.4633(3) 0.0775(16) Uani 1 1 d . . . . . H21 H 0.4760 0.5909 0.4818 0.093 Uiso 1 1 calc R . . . . C22 C 0.3932(5) 0.5922(3) 0.4012(2) 0.0599(12) Uani 1 1 d . . . . . C23 C 0.0600(5) 0.5891(3) 0.3846(3) 0.0687(14) Uani 1 1 d . . . . . H23 H 0.0677 0.5915 0.3405 0.082 Uiso 1 1 calc R . . . . C24 C -0.0064(6) 0.6631(4) 0.4055(3) 0.095(2) Uani 1 1 d . . . . . H24A H 0.0037 0.6694 0.4484 0.143 Uiso 1 1 calc GR . . . . H24B H -0.0896 0.6578 0.3963 0.143 Uiso 1 1 calc GR . . . . H24C H 0.0251 0.7084 0.3851 0.143 Uiso 1 1 calc GR . . . . C25 C -0.0086(5) 0.5175(3) 0.4001(3) 0.0804(16) Uani 1 1 d . . . . . H25A H 0.0310 0.4719 0.3841 0.121 Uiso 1 1 calc GR . . . . H25B H -0.0871 0.5213 0.3830 0.121 Uiso 1 1 calc GR . . . . H25C H -0.0143 0.5129 0.4433 0.121 Uiso 1 1 calc GR . . . . C26 C 0.5021(5) 0.6001(3) 0.3646(3) 0.0716(14) Uani 1 1 d . . . . . H26 H 0.4805 0.5927 0.3220 0.086 Uiso 1 1 calc R . . . . C27 C 0.5501(7) 0.6834(4) 0.3723(5) 0.138(4) Uani 1 1 d . . . . . H27A H 0.4936 0.7205 0.3564 0.206 Uiso 1 1 calc GR . . . . H27B H 0.6241 0.6884 0.3510 0.206 Uiso 1 1 calc GR . . . . H27C H 0.5628 0.6938 0.4145 0.206 Uiso 1 1 calc GR . . . . C28 C 0.5978(6) 0.5434(4) 0.3798(4) 0.104(2) Uani 1 1 d . . . . . H28A H 0.6255 0.5531 0.4202 0.156 Uiso 1 1 calc GR . . . . H28B H 0.6626 0.5497 0.3519 0.156 Uiso 1 1 calc GR . . . . H28C H 0.5674 0.4906 0.3770 0.156 Uiso 1 1 calc GR . . . . C29 C 0.3853(3) 0.3449(2) 0.35596(18) 0.0424(9) Uani 1 1 d . . . . . C30 C 0.3648(4) 0.2502(3) 0.4326(2) 0.0540(11) Uani 1 1 d . . . . . C31 C 0.2047(4) 0.3521(3) 0.4169(2) 0.0540(11) Uani 1 1 d . . . . . H31 H 0.1911 0.3959 0.3888 0.065 Uiso 1 1 calc R . . . . C32 C 0.2143(5) 0.3882(3) 0.4775(2) 0.0664(13) Uani 1 1 d . . . . . H32A H 0.2223 0.3474 0.5074 0.100 Uiso 1 1 calc GR . . . . H32B H 0.1439 0.4185 0.4856 0.100 Uiso 1 1 calc GR . . . . H32C H 0.2828 0.4220 0.4789 0.100 Uiso 1 1 calc GR . . . . C33 C 0.1006(4) 0.2988(3) 0.4096(2) 0.0675(13) Uani 1 1 d . . . . . H33A H 0.1040 0.2738 0.3707 0.101 Uiso 1 1 calc GR . . . . H33B H 0.0284 0.3289 0.4127 0.101 Uiso 1 1 calc GR . . . . H33C H 0.1022 0.2593 0.4407 0.101 Uiso 1 1 calc GR . . . . C34 C 0.5477(10) 0.1724(6) 0.4335(5) 0.079(2) Uani 0.6 1 d D U P A 1 H34 H 0.4979 0.1407 0.4605 0.094 Uiso 0.6 1 calc R . P A 1 C35 C 0.5951(10) 0.1191(6) 0.3867(4) 0.078(2) Uani 0.6 1 d D U P A 1 H35A H 0.5302 0.0952 0.3650 0.117 Uiso 0.6 1 calc GR . P A 1 H35B H 0.6423 0.0787 0.4055 0.117 Uiso 0.6 1 calc GR . P A 1 H35C H 0.6437 0.1486 0.3591 0.117 Uiso 0.6 1 calc GR . P A 1 C36 C 0.6446(9) 0.2062(6) 0.4703(5) 0.084(2) Uani 0.6 1 d D U P A 1 H36A H 0.7043 0.2280 0.4442 0.126 Uiso 0.6 1 calc GR . P A 1 H36B H 0.6794 0.1656 0.4949 0.126 Uiso 0.6 1 calc GR . P A 1 H36C H 0.6133 0.2470 0.4958 0.126 Uiso 0.6 1 calc GR . P A 1 C37 C 0.3165(5) 0.1550(3) 0.5092(2) 0.0778(16) Uani 1 1 d D . . . . H37 H 0.4009 0.1536 0.5205 0.093 Uiso 1 1 calc R . . . . C38 C 0.2831(11) 0.0800(4) 0.4798(4) 0.151(4) Uani 1 1 d D . . . . H38A H 0.1979 0.0760 0.4778 0.226 Uiso 1 1 calc GR . . . . H38B H 0.3144 0.0367 0.5028 0.226 Uiso 1 1 calc GR . . . . H38C H 0.3153 0.0787 0.4396 0.226 Uiso 1 1 calc GR . . . . C39 C 0.2434(7) 0.1668(4) 0.5638(3) 0.103(2) Uani 1 1 d D . . . . H39A H 0.2727 0.2114 0.5860 0.155 Uiso 1 1 calc GR . . . . H39B H 0.2477 0.1205 0.5888 0.155 Uiso 1 1 calc GR . . . . H39C H 0.1621 0.1759 0.5522 0.155 Uiso 1 1 calc GR . . . . C40 C 0.5993(4) 0.2728(4) 0.2672(3) 0.0722(15) Uani 1 1 d . . . . . C41 C 0.5416(5) 0.3268(4) 0.2223(3) 0.0756(15) Uani 1 1 d . . . . . H41A H 0.4781 0.2994 0.2021 0.113 Uiso 1 1 calc GR . . . . H41B H 0.5995 0.3435 0.1931 0.113 Uiso 1 1 calc GR . . . . H41C H 0.5101 0.3720 0.2429 0.113 Uiso 1 1 calc GR . . . . C42 C 0.6558(7) 0.2045(5) 0.2332(3) 0.116(3) Uani 1 1 d . . . . . H42A H 0.6806 0.1648 0.2615 0.175 Uiso 1 1 calc GR . . . . H42B H 0.7236 0.2232 0.2111 0.175 Uiso 1 1 calc GR . . . . H42C H 0.5987 0.1825 0.2056 0.175 Uiso 1 1 calc GR . . . . C43 C 0.6822(4) 0.3137(4) 0.3111(3) 0.0727(15) Uani 1 1 d . . . . . C44 C 0.7299(6) 0.3902(5) 0.2865(4) 0.116(3) Uani 1 1 d . . . . . H44A H 0.6647 0.4245 0.2766 0.174 Uiso 1 1 calc GR . . . . H44B H 0.7758 0.3800 0.2508 0.174 Uiso 1 1 calc GR . . . . H44C H 0.7795 0.4149 0.3164 0.174 Uiso 1 1 calc GR . . . . C45 C 0.7874(5) 0.2679(5) 0.3329(4) 0.119(3) Uani 1 1 d . . . . . H45A H 0.8210 0.2936 0.3677 0.179 Uiso 1 1 calc GR . . . . H45B H 0.8460 0.2653 0.3014 0.179 Uiso 1 1 calc GR . . . . H45C H 0.7629 0.2155 0.3436 0.179 Uiso 1 1 calc GR . . . . B1 B 0.5010(4) 0.2892(3) 0.3560(2) 0.0535(12) Uani 1 1 d . . . . . C34A C 0.564(2) 0.1917(10) 0.4423(9) 0.083(3) Uani 0.4 1 d D U P A 2 H34A H 0.6372 0.2120 0.4243 0.100 Uiso 0.4 1 calc R . P A 2 C36A C 0.5656(17) 0.1100(9) 0.4231(7) 0.089(3) Uani 0.4 1 d D U P A 2 H36D H 0.4856 0.0902 0.4211 0.134 Uiso 0.4 1 calc GR . P A 2 H36E H 0.6106 0.0794 0.4517 0.134 Uiso 0.4 1 calc GR . P A 2 H36F H 0.6020 0.1063 0.3840 0.134 Uiso 0.4 1 calc GR . P A 2 C35A C 0.5856(16) 0.2037(10) 0.5060(7) 0.093(3) Uani 0.4 1 d D U P A 2 H35D H 0.6483 0.2416 0.5111 0.139 Uiso 0.4 1 calc GR . P A 2 H35E H 0.6087 0.1546 0.5243 0.139 Uiso 0.4 1 calc GR . P A 2 H35F H 0.5144 0.2228 0.5250 0.139 Uiso 0.4 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 0.0323(2) 0.0353(3) 0.0452(3) 0.0021(2) 0.00232(17) 0.00030(18) O1 0.0565(18) 0.0563(19) 0.066(2) -0.0112(16) 0.0003(15) 0.0056(14) O2 0.0445(16) 0.072(2) 0.072(2) -0.0029(17) 0.0002(15) -0.0015(15) N1 0.0407(17) 0.0353(16) 0.0457(19) 0.0014(14) 0.0012(13) 0.0014(13) N2 0.052(2) 0.0373(17) 0.0456(19) 0.0042(15) 0.0053(15) 0.0014(15) N3 0.0467(18) 0.050(2) 0.048(2) -0.0020(16) 0.0009(15) -0.0039(15) N4 0.060(2) 0.065(3) 0.074(3) 0.019(2) 0.003(2) 0.013(2) N5 0.064(2) 0.065(3) 0.058(2) 0.012(2) 0.0012(19) -0.012(2) C1 0.0307(17) 0.0418(19) 0.044(2) 0.0048(16) 0.0045(15) -0.0061(15) C2 0.052(2) 0.046(2) 0.059(3) 0.010(2) -0.005(2) 0.0051(19) C3 0.070(3) 0.040(2) 0.060(3) 0.010(2) -0.002(2) 0.003(2) C4 0.083(3) 0.037(2) 0.058(3) 0.005(2) 0.006(2) 0.007(2) C5 0.046(2) 0.047(2) 0.045(2) 0.0025(18) -0.0071(17) 0.0027(17) C6 0.057(3) 0.043(2) 0.062(3) 0.001(2) -0.009(2) 0.0033(19) C7 0.084(4) 0.051(3) 0.080(4) -0.004(3) -0.029(3) 0.000(3) C8 0.102(5) 0.079(4) 0.051(3) -0.017(3) -0.006(3) 0.020(3) C9 0.076(3) 0.083(4) 0.055(3) -0.004(3) 0.007(3) 0.016(3) C10 0.059(3) 0.062(3) 0.044(2) -0.001(2) 0.001(2) 0.008(2) C11 0.052(3) 0.048(3) 0.099(4) -0.002(3) 0.002(3) -0.006(2) C12 0.062(3) 0.105(5) 0.132(6) 0.032(4) -0.019(4) -0.007(3) C13 0.065(3) 0.074(4) 0.088(4) 0.007(3) -0.006(3) -0.017(3) C14 0.059(3) 0.082(4) 0.073(3) 0.003(3) 0.016(3) -0.007(3) C15 0.120(6) 0.175(9) 0.082(5) 0.004(5) 0.032(4) -0.056(6) C16 0.118(7) 0.157(8) 0.162(8) 0.048(7) -0.066(6) -0.072(6) C17 0.066(3) 0.036(2) 0.051(2) 0.0009(18) -0.002(2) -0.0041(19) C18 0.075(3) 0.044(2) 0.053(3) -0.001(2) 0.012(2) 0.000(2) C19 0.116(5) 0.059(3) 0.048(3) -0.003(2) 0.015(3) -0.010(3) C20 0.152(7) 0.062(3) 0.046(3) 0.002(3) -0.010(4) -0.024(4) C21 0.102(5) 0.060(3) 0.071(4) 0.005(3) -0.025(3) -0.019(3) C22 0.072(3) 0.044(2) 0.064(3) 0.001(2) -0.008(2) -0.011(2) C23 0.069(3) 0.064(3) 0.073(3) 0.005(3) 0.023(3) 0.007(3) C24 0.108(5) 0.071(4) 0.107(5) 0.011(4) 0.036(4) 0.030(4) C25 0.060(3) 0.077(4) 0.104(5) 0.005(3) 0.012(3) 0.002(3) C26 0.060(3) 0.063(3) 0.091(4) 0.005(3) -0.018(3) -0.008(2) C27 0.103(6) 0.074(5) 0.236(11) 0.020(6) 0.046(6) -0.031(4) C28 0.090(5) 0.082(4) 0.140(7) -0.019(4) -0.037(4) 0.017(4) C29 0.041(2) 0.0378(19) 0.048(2) -0.0059(17) -0.0013(17) -0.0016(16) C30 0.062(3) 0.046(2) 0.054(3) 0.001(2) -0.006(2) -0.006(2) C31 0.047(2) 0.058(3) 0.057(3) -0.002(2) 0.0101(19) 0.001(2) C32 0.066(3) 0.069(3) 0.065(3) -0.012(3) 0.006(2) 0.002(2) C33 0.051(3) 0.082(4) 0.070(3) -0.009(3) 0.008(2) -0.004(2) C34 0.091(5) 0.076(5) 0.069(5) 0.007(4) -0.012(4) 0.031(4) C35 0.088(5) 0.073(5) 0.073(5) 0.005(4) -0.013(4) 0.028(4) C36 0.096(6) 0.085(5) 0.071(5) 0.000(4) -0.025(4) 0.035(5) C37 0.077(4) 0.080(4) 0.076(4) 0.024(3) -0.002(3) -0.013(3) C38 0.271(14) 0.065(4) 0.115(7) 0.017(4) -0.015(7) -0.036(6) C39 0.121(6) 0.114(6) 0.075(4) 0.028(4) 0.016(4) -0.022(4) C40 0.053(3) 0.093(4) 0.070(3) -0.008(3) 0.009(2) 0.016(3) C41 0.063(3) 0.097(4) 0.067(3) 0.002(3) 0.005(3) 0.003(3) C42 0.107(5) 0.147(7) 0.096(5) -0.036(5) 0.014(4) 0.058(5) C43 0.041(2) 0.100(4) 0.077(4) -0.006(3) 0.005(2) 0.008(3) C44 0.079(4) 0.145(7) 0.124(6) 0.029(5) -0.005(4) -0.046(5) C45 0.057(4) 0.159(8) 0.142(7) -0.016(6) -0.015(4) 0.039(4) B1 0.048(3) 0.054(3) 0.058(3) -0.006(2) 0.003(2) -0.002(2) C34A 0.090(6) 0.084(5) 0.074(6) 0.008(5) -0.015(5) 0.028(5) C36A 0.104(6) 0.084(6) 0.080(6) 0.004(6) -0.009(6) 0.030(6) C35A 0.100(6) 0.094(6) 0.084(6) 0.008(6) -0.015(5) 0.022(6) 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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 C29 Cu1 C1 174.61(16) . . ? C40 O1 B1 107.1(4) . . ? C43 O2 B1 110.4(4) . . ? C1 N1 C2 123.5(3) . . ? C1 N1 C5 120.5(3) . . ? C5 N1 C2 115.8(3) . . ? C1 N2 C4 125.3(3) . . ? C1 N2 C17 120.9(3) . . ? C17 N2 C4 113.7(3) . . ? C29 N3 C30 115.7(4) . . ? C29 N3 C31 124.4(4) . . ? C31 N3 C30 119.8(4) . . ? C30 N4 C34 121.2(7) . . ? C30 N4 B1 112.2(4) . . ? C30 N4 C34A 123.7(11) . . ? C34 N4 B1 126.0(7) . . ? C34A N4 B1 123.3(11) . . ? C30 N5 C37 125.9(4) . . ? N1 C1 Cu1 124.5(3) . . ? N2 C1 Cu1 118.9(3) . . ? N2 C1 N1 116.5(3) . . ? N1 C2 H2A 109.7 . . ? N1 C2 H2B 109.7 . . ? N1 C2 C3 109.6(3) . . ? 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 108.9(4) . . ? C4 C3 H3A 109.9 . . ? C4 C3 H3B 109.9 . . ? N2 C4 C3 111.5(4) . . ? N2 C4 H4A 109.3 . . ? N2 C4 H4B 109.3 . . ? C3 C4 H4A 109.3 . . ? C3 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? C6 C5 N1 118.8(4) . . ? C6 C5 C10 122.3(4) . . ? C10 C5 N1 118.7(4) . . ? C5 C6 C7 116.8(5) . . ? C5 C6 C11 122.7(4) . . ? C7 C6 C11 120.5(5) . . ? C6 C7 H7 119.5 . . ? C8 C7 C6 120.9(5) . . ? C8 C7 H7 119.5 . . ? C7 C8 H8 119.6 . . ? C9 C8 C7 120.8(5) . . ? C9 C8 H8 119.6 . . ? C8 C9 H9 119.5 . . ? C8 C9 C10 121.1(5) . . ? C10 C9 H9 119.5 . . ? C5 C10 C14 121.9(4) . . ? C9 C10 C5 118.0(5) . . ? C9 C10 C14 120.1(5) . . ? C6 C11 H11 107.9 . . ? C6 C11 C12 112.2(5) . . ? C6 C11 C13 111.8(4) . . ? C12 C11 H11 107.9 . . ? C12 C11 C13 109.0(4) . . ? C13 C11 H11 107.9 . . ? 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 106.5 . . ? C10 C14 C15 114.1(5) . . ? C15 C14 H14 106.5 . . ? C16 C14 C10 111.9(5) . . ? C16 C14 H14 106.5 . . ? C16 C14 C15 110.8(6) . . ? 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 118.8(4) . . ? C22 C17 N2 119.6(4) . . ? C22 C17 C18 121.5(4) . . ? C17 C18 C23 122.5(4) . . ? C19 C18 C17 117.5(5) . . ? C19 C18 C23 120.0(5) . . ? C18 C19 H19 119.3 . . ? C20 C19 C18 121.5(6) . . ? C20 C19 H19 119.3 . . ? C19 C20 H20 119.5 . . ? C19 C20 C21 121.0(5) . . ? C21 C20 H20 119.5 . . ? C20 C21 H21 119.8 . . ? C20 C21 C22 120.5(6) . . ? C22 C21 H21 119.8 . . ? C17 C22 C21 118.1(5) . . ? C17 C22 C26 122.2(5) . . ? C21 C22 C26 119.7(5) . . ? C18 C23 H23 108.1 . . ? C18 C23 C24 109.2(5) . . ? C18 C23 C25 112.7(5) . . ? C24 C23 H23 108.1 . . ? C25 C23 H23 108.1 . . ? C25 C23 C24 110.4(5) . . ? 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 . . ? C22 C26 H26 108.3 . . ? C22 C26 C27 108.4(5) . . ? C22 C26 C28 114.8(5) . . ? C27 C26 H26 108.3 . . ? C28 C26 H26 108.3 . . ? C28 C26 C27 108.7(5) . . ? 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 . . ? N3 C29 Cu1 120.9(3) . . ? N3 C29 B1 105.4(4) . . ? B1 C29 Cu1 133.5(3) . . ? N4 C30 N3 106.2(4) . . ? N5 C30 N3 114.0(4) . . ? N5 C30 N4 139.8(5) . . ? N3 C31 H31 105.7 . . ? N3 C31 C32 110.9(4) . . ? N3 C31 C33 114.0(4) . . ? C32 C31 H31 105.7 . . ? C32 C31 C33 113.9(4) . . ? C33 C31 H31 105.7 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32B 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33B 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N4 C34 H34 107.4 . . ? N4 C34 C35 115.4(8) . . ? N4 C34 C36 108.0(7) . . ? C35 C34 H34 107.4 . . ? C36 C34 H34 107.4 . . ? C36 C34 C35 111.0(10) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35B 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36B 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N5 C37 H37 109.6 . . ? N5 C37 C38 112.3(5) . . ? N5 C37 C39 106.0(5) . . ? C38 C37 H37 109.6 . . ? C39 C37 H37 109.6 . . ? C39 C37 C38 109.7(6) . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38B 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39B 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? O1 C40 C41 108.5(4) . . ? O1 C40 C42 106.7(5) . . ? O1 C40 C43 104.1(4) . . ? C41 C40 C42 108.6(5) . . ? C41 C40 C43 114.2(5) . . ? C43 C40 C42 114.2(5) . . ? C40 C41 H41A 109.5 . . ? C40 C41 H41B 109.5 . . ? C40 C41 H41C 109.5 . . ? H41A C41 H41B 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C40 C42 H42A 109.5 . . ? C40 C42 H42B 109.5 . . ? C40 C42 H42C 109.5 . . ? H42A C42 H42B 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? O2 C43 C40 103.7(4) . . ? O2 C43 C44 107.8(5) . . ? O2 C43 C45 109.1(5) . . ? C44 C43 C40 112.5(5) . . ? C45 C43 C40 117.0(6) . . ? C45 C43 C44 106.4(6) . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44B 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C43 C45 H45A 109.5 . . ? C43 C45 H45B 109.5 . . ? C43 C45 H45C 109.5 . . ? H45A C45 H45B 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? O1 B1 N4 108.8(4) . . ? O1 B1 C29 113.9(4) . . ? O2 B1 O1 106.6(4) . . ? O2 B1 N4 114.1(4) . . ? O2 B1 C29 113.5(4) . . ? N4 B1 C29 100.0(4) . . ? N4 C34A H34A 101.8 . . ? N4 C34A C36A 112.7(12) . . ? C36A C34A H34A 101.8 . . ? C35A C34A N4 120.5(14) . . ? C35A C34A H34A 101.8 . . ? C35A C34A C36A 114.7(15) . . ? C34A C36A H36D 109.5 . . ? C34A C36A H36E 109.5 . . ? C34A C36A H36F 109.5 . . ? H36D C36A H36E 109.5 . . ? H36D C36A H36F 109.5 . . ? H36E C36A H36F 109.5 . . ? C34A C35A H35D 109.5 . . ? C34A C35A H35E 109.5 . . ? C34A C35A H35F 109.5 . . ? H35D C35A H35E 109.5 . . ? H35D C35A H35F 109.5 . . ? H35E C35A H35F 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 C1 1.957(4) . ? Cu1 C29 1.941(4) . ? O1 C40 1.437(6) . ? O1 B1 1.445(6) . ? O2 C43 1.421(6) . ? O2 B1 1.441(6) . ? N1 C1 1.346(5) . ? N1 C2 1.477(5) . ? N1 C5 1.431(5) . ? N2 C1 1.343(5) . ? N2 C4 1.477(5) . ? N2 C17 1.438(5) . ? N3 C29 1.336(5) . ? N3 C30 1.492(6) . ? N3 C31 1.478(5) . ? N4 C30 1.361(6) . ? N4 C34 1.497(9) . ? N4 B1 1.563(7) . ? N4 C34A 1.477(13) . ? N5 C30 1.283(6) . ? N5 C37 1.469(7) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C2 C3 1.501(6) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C3 C4 1.489(7) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.392(6) . ? C5 C10 1.408(6) . ? C6 C7 1.404(7) . ? C6 C11 1.511(7) . ? C7 H7 0.9500 . ? C7 C8 1.372(8) . ? C8 H8 0.9500 . ? C8 C9 1.369(8) . ? C9 H9 0.9500 . ? C9 C10 1.371(7) . ? C10 C14 1.520(7) . ? C11 H11 1.0000 . ? C11 C12 1.524(8) . ? C11 C13 1.534(8) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14 1.0000 . ? C14 C15 1.524(8) . ? C14 C16 1.518(10) . ? 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 C18 1.413(7) . ? C17 C22 1.392(7) . ? C18 C19 1.403(7) . ? C18 C23 1.504(8) . ? C19 H19 0.9500 . ? C19 C20 1.347(9) . ? C20 H20 0.9500 . ? C20 C21 1.380(10) . ? C21 H21 0.9500 . ? C21 C22 1.405(8) . ? C22 C26 1.505(8) . ? C23 H23 1.0000 . ? C23 C24 1.563(8) . ? C23 C25 1.510(8) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26 1.0000 . ? C26 C27 1.553(8) . ? C26 C28 1.511(8) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 B1 1.640(6) . ? C31 H31 1.0000 . ? C31 C32 1.508(7) . ? C31 C33 1.517(7) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34 1.0000 . ? C34 C35 1.505(6) . ? C34 C36 1.504(6) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37 1.0000 . ? C37 C38 1.507(6) . ? C37 C39 1.505(6) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C41 1.528(8) . ? C40 C42 1.550(8) . ? C40 C43 1.543(8) . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 C44 1.537(9) . ? C43 C45 1.523(8) . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C34A H34A 1.0000 . ? C34A C36A 1.479(16) . ? C34A C35A 1.473(16) . ? C36A H36D 0.9800 . ? C36A H36E 0.9800 . ? C36A H36F 0.9800 . ? C35A H35D 0.9800 . ? C35A H35E 0.9800 . ? C35A H35F 0.9800 . ?