#------------------------------------------------------------------------------ #$Date: 2020-08-06 16:03:46 +0300 (Thu, 06 Aug 2020) $ #$Revision: 254909 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/64/7126471.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_7126471 loop_ _publ_author_name 'Scheerder, Arthur R.' 'Lutz, Martin' 'Broere, Dani\"el L J' _publ_section_title ; Unexpected reactivity of a PONNOP 'expanded pincer' ligand. ; _journal_issue 59 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 8198 _journal_page_last 8201 _journal_paper_doi 10.1039/d0cc02166k _journal_volume 56 _journal_year 2020 _chemical_formula_moiety 'C20 H32 Cl2 Cu2 N2 O2 P2, C4 H8 O' _chemical_formula_sum 'C24 H40 Cl2 Cu2 N2 O3 P2' _chemical_formula_weight 664.50 _space_group_crystal_system orthorhombic _space_group_IT_number 33 _space_group_name_Hall 'P 2c -2n' _space_group_name_H-M_alt 'P n a 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _audit_block_doi 10.5517/ccdc.csd.cc24tn5t _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2020-03-17 deposited with the CCDC. 2020-04-29 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 17.8896(5) _cell_length_b 11.8315(3) _cell_length_c 14.1427(4) _cell_measurement_reflns_used 24302 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 25.58 _cell_measurement_theta_min 2.02 _cell_volume 2993.46(14) _computing_cell_refinement Peakref _computing_data_collection Apex3 _computing_data_reduction 'Eval15, Sadabs' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution SHELXT _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker Kappa ApexII' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0522 _diffrn_reflns_av_unetI/netI 0.0336 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 38868 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.486 _diffrn_reflns_theta_min 2.064 _diffrn_source 'sealed tube' _exptl_absorpt_coefficient_mu 1.734 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_correction_T_min 0.5804 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48 (2015) 3-10 ; _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.474 _exptl_crystal_description plate _exptl_crystal_F_000 1376 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.05 _refine_diff_density_max 1.019 _refine_diff_density_min -0.617 _refine_diff_density_rms 0.100 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.48(2) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 325 _refine_ls_number_reflns 5568 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.103 _refine_ls_R_factor_all 0.0500 _refine_ls_R_factor_gt 0.0385 _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^)+(0.0569P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0871 _refine_ls_wR_factor_ref 0.0923 _reflns_Friedel_coverage 0.917 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 1.000 _reflns_number_gt 4828 _reflns_number_total 5568 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0cc02166k2.cif _cod_data_source_block l1022a _cod_depositor_comments 'Adding full bibliography for 7126471--7126473.cif.' _cod_original_cell_volume 2993.45(15) _cod_database_code 7126471 _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_res_file ; TITL l1022a l1022a.res created by SHELXL-2018/3 at 12:17:29 on 29-Jan-2019 CELL 0.71073 17.88961 11.83148 14.14267 90.0 90.0 90.0 ZERR 4 0.00049 0.00032 0.00043 0.0 0.0 0.0 LATT -1 SYMM -X, -Y, 1/2+Z SYMM 1/2+X, 1/2-Y, Z SYMM 1/2-X, 1/2+Y, 1/2+Z SFAC C H CL CU N O P UNIT 96 160 8 8 8 12 8 TEMP -123 L.S. 15 FMAP 2 PLAN -20 ACTA BOND $H CONF TWIN WGHT 0.056900 BASF 0.48449 FVAR 0.23685 CU1 4 0.674820 0.276346 0.513277 11.00000 0.01645 0.03612 = 0.02895 -0.00211 0.00167 -0.00420 CU2 4 0.669449 0.295002 0.321533 11.00000 0.01651 0.03465 = 0.02788 -0.00267 -0.00037 -0.00328 CL1 3 0.728789 0.149273 0.405618 11.00000 0.01982 0.03077 = 0.03755 -0.00321 0.00256 0.00340 CL2 3 0.703626 0.439144 0.428278 11.00000 0.03473 0.03011 = 0.03506 -0.00364 -0.00069 -0.01145 P1 7 0.653715 0.250464 0.661990 11.00000 0.01417 0.03048 = 0.02734 -0.00411 -0.00140 -0.00134 P2 7 0.638721 0.314692 0.174037 11.00000 0.01738 0.02774 = 0.02746 -0.00082 0.00162 -0.00217 O1 6 0.559824 0.232243 0.663302 11.00000 0.01566 0.03896 = 0.02669 -0.00257 0.00070 -0.00062 O2 6 0.546053 0.287326 0.177331 11.00000 0.01643 0.04424 = 0.02794 -0.00108 -0.00263 -0.00238 N1 5 0.554454 0.248592 0.500986 11.00000 0.01556 0.02471 = 0.02431 -0.00090 -0.00107 -0.00391 N2 5 0.549743 0.266158 0.339181 11.00000 0.01878 0.02482 = 0.02765 -0.00337 -0.00048 -0.00046 C1 1 0.521689 0.226284 0.581729 11.00000 0.01364 0.02144 = 0.03731 -0.00092 0.00070 0.00094 C2 1 0.444488 0.194422 0.590959 11.00000 0.01260 0.02828 = 0.03489 0.00429 0.00641 -0.00091 AFIX 43 H2 2 0.423459 0.177010 0.650896 11.00000 -1.20000 AFIX 0 C3 1 0.402451 0.190098 0.510343 11.00000 0.01134 0.02281 = 0.03733 -0.00381 0.00346 -0.00109 AFIX 43 H3 2 0.351098 0.169982 0.513403 11.00000 -1.20000 AFIX 0 C4 1 0.435919 0.215769 0.422375 11.00000 0.01216 0.01939 = 0.03827 -0.00150 -0.00346 0.00129 C5 1 0.512860 0.243765 0.421239 11.00000 0.01430 0.01912 = 0.02810 -0.00476 0.00224 0.00005 C6 1 0.397507 0.215179 0.335480 11.00000 0.01381 0.02636 = 0.03289 -0.00679 -0.00158 -0.00174 AFIX 43 H6 2 0.345615 0.198274 0.333631 11.00000 -1.20000 AFIX 0 C7 1 0.434613 0.238669 0.255016 11.00000 0.01954 0.03085 = 0.03406 -0.00473 -0.00794 0.00316 AFIX 43 H7 2 0.409470 0.237952 0.195852 11.00000 -1.20000 AFIX 0 C8 1 0.511804 0.264464 0.260190 11.00000 0.01875 0.02133 = 0.02736 -0.00202 0.00104 0.00249 C9 1 0.680431 0.120412 0.724978 11.00000 0.01528 0.03995 = 0.03481 0.00146 -0.00379 0.00238 AFIX 13 H9 2 0.735960 0.121859 0.733010 11.00000 -1.20000 AFIX 0 C10 1 0.661654 0.019578 0.662430 11.00000 0.03749 0.03266 = 0.04660 0.00019 0.00506 -0.00366 AFIX 137 H10A 2 0.686166 -0.048222 0.687393 11.00000 -1.50000 H10B 2 0.679305 0.033975 0.597947 11.00000 -1.50000 H10C 2 0.607407 0.008084 0.661695 11.00000 -1.50000 AFIX 0 C11 1 0.646291 0.107579 0.822508 11.00000 0.03570 0.05047 = 0.03204 0.00955 0.00018 0.00213 AFIX 137 H11A 2 0.591921 0.100153 0.816759 11.00000 -1.50000 H11B 2 0.658178 0.174314 0.860700 11.00000 -1.50000 H11C 2 0.666706 0.039976 0.853105 11.00000 -1.50000 AFIX 0 C12 1 0.660826 0.363531 0.749175 11.00000 0.03386 0.03585 = 0.03735 -0.01130 0.00262 -0.00301 AFIX 13 H12 2 0.628869 0.344781 0.805028 11.00000 -1.20000 AFIX 0 C13 1 0.743103 0.370299 0.780429 11.00000 0.04413 0.04022 = 0.05783 -0.00970 -0.01290 -0.01593 AFIX 137 H13A 2 0.774901 0.382911 0.724999 11.00000 -1.50000 H13B 2 0.757452 0.299306 0.811168 11.00000 -1.50000 H13C 2 0.749352 0.432989 0.825024 11.00000 -1.50000 AFIX 0 C14 1 0.634380 0.473948 0.705850 11.00000 0.04958 0.03356 = 0.07418 -0.01594 -0.00413 0.00398 AFIX 137 H14A 2 0.642071 0.535611 0.751081 11.00000 -1.50000 H14B 2 0.581110 0.468221 0.690420 11.00000 -1.50000 H14C 2 0.662893 0.489270 0.648087 11.00000 -1.50000 AFIX 0 C15 1 0.665083 0.214115 0.081354 11.00000 0.02920 0.03257 = 0.02631 -0.00545 0.00033 0.00037 AFIX 13 H15 2 0.632081 0.225805 0.025128 11.00000 -1.20000 AFIX 0 C16 1 0.654394 0.094555 0.118193 11.00000 0.04865 0.02599 = 0.05727 -0.00896 0.00143 0.00045 AFIX 137 H16A 2 0.671347 0.040375 0.070367 11.00000 -1.50000 H16B 2 0.601350 0.081709 0.131758 11.00000 -1.50000 H16C 2 0.683593 0.084472 0.176213 11.00000 -1.50000 AFIX 0 C17 1 0.745610 0.234991 0.052864 11.00000 0.02985 0.05146 = 0.05328 -0.01553 0.00610 0.00431 AFIX 137 H17A 2 0.777933 0.227894 0.108494 11.00000 -1.50000 H17B 2 0.750350 0.311254 0.026496 11.00000 -1.50000 H17C 2 0.760598 0.179320 0.005187 11.00000 -1.50000 AFIX 0 C18 1 0.636302 0.454326 0.119170 11.00000 0.02579 0.03679 = 0.04692 0.00534 -0.00704 -0.00262 AFIX 13 H18 2 0.689154 0.475447 0.104405 11.00000 -1.20000 AFIX 0 C19 1 0.592029 0.462328 0.026065 11.00000 0.07961 0.04078 = 0.05236 0.01263 -0.01287 0.00076 AFIX 137 H19A 2 0.539080 0.447072 0.038429 11.00000 -1.50000 H19B 2 0.611365 0.406618 -0.019004 11.00000 -1.50000 H19C 2 0.597458 0.538390 -0.000496 11.00000 -1.50000 AFIX 0 C20 1 0.608285 0.537757 0.191515 11.00000 0.04768 0.03046 = 0.07376 -0.00141 -0.01688 0.00971 AFIX 137 H20A 2 0.614570 0.614772 0.167282 11.00000 -1.50000 H20B 2 0.636839 0.529124 0.250208 11.00000 -1.50000 H20C 2 0.555232 0.523613 0.204088 11.00000 -1.50000 AFIX 0 O3 6 0.424234 0.152263 0.816031 11.00000 0.08850 0.07629 = 0.04013 0.01258 -0.01407 -0.02779 C21 1 0.436920 0.045605 0.854089 11.00000 0.04624 0.06452 = 0.07505 -0.00197 -0.00118 -0.02033 AFIX 23 H21A 2 0.474107 0.004367 0.815395 11.00000 -1.20000 H21B 2 0.389899 0.001490 0.854665 11.00000 -1.20000 AFIX 0 C22 1 0.465443 0.060132 0.952697 11.00000 0.06015 0.07973 = 0.06102 0.02507 0.02488 0.00977 AFIX 23 H22A 2 0.520424 0.051125 0.955225 11.00000 -1.20000 H22B 2 0.442036 0.005019 0.996259 11.00000 -1.20000 AFIX 0 C23 1 0.442892 0.178425 0.976788 11.00000 0.04808 0.10874 = 0.04356 -0.01455 -0.00368 0.02163 AFIX 23 H23A 2 0.480099 0.214508 1.018906 11.00000 -1.20000 H23B 2 0.393364 0.179881 1.007992 11.00000 -1.20000 AFIX 0 C24 1 0.440142 0.237163 0.881338 11.00000 0.05578 0.04620 = 0.06138 0.00433 0.01208 0.00025 AFIX 23 H24A 2 0.400679 0.295818 0.880626 11.00000 -1.20000 H24B 2 0.488739 0.273243 0.866843 11.00000 -1.20000 AFIX 0 HKLF 4 REM l1022a REM wR2 = 0.0923, GooF = S = 1.103, Restrained GooF = 1.103 for all data REM R1 = 0.0385 for 4828 Fo > 4sig(Fo) and 0.0500 for all 5568 data REM 325 parameters refined using 1 restraints END WGHT 0.0569 0.0000 REM Highest difference peak 1.019, deepest hole -0.617, 1-sigma level 0.100 Q1 1 0.6725 0.2770 0.5849 11.00000 0.05 1.02 Q2 1 0.6673 0.2958 0.2524 11.00000 0.05 0.91 Q3 1 0.6684 0.2927 0.3859 11.00000 0.05 0.81 Q4 1 0.6733 0.1940 0.5157 11.00000 0.05 0.79 Q5 1 0.6735 0.3613 0.5147 11.00000 0.05 0.78 Q6 1 0.6661 0.3817 0.3231 11.00000 0.05 0.78 Q7 1 0.6710 0.2900 0.4498 11.00000 0.05 0.77 Q8 1 0.6671 0.2106 0.3192 11.00000 0.05 0.70 Q9 1 0.6396 0.4008 0.1714 11.00000 0.05 0.56 Q10 1 0.6553 0.2815 0.7225 11.00000 0.05 0.55 Q11 1 0.6543 0.3231 0.7003 11.00000 0.05 0.54 Q12 1 0.6639 0.1613 0.6694 11.00000 0.05 0.49 Q13 1 0.6620 0.1877 0.7142 11.00000 0.05 0.48 Q14 1 0.6536 0.1767 0.6258 11.00000 0.05 0.47 Q15 1 0.6965 0.4402 0.3634 11.00000 0.05 0.45 Q16 1 0.6485 0.2628 0.1253 11.00000 0.05 0.43 Q17 1 0.7308 0.1645 0.4779 11.00000 0.05 0.42 Q18 1 0.6918 0.5215 0.4221 11.00000 0.05 0.41 Q19 1 0.7329 0.1486 0.3406 11.00000 0.05 0.40 Q20 1 0.6970 0.4406 0.5038 11.00000 0.05 0.38 ; _shelx_res_checksum 16234 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, 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 0.67482(4) 0.27635(6) 0.51328(5) 0.0272(2) Uani 1 1 d . . . . . Cu2 Cu 0.66945(4) 0.29500(6) 0.32153(5) 0.0263(2) Uani 1 1 d . . . . . Cl1 Cl 0.72879(7) 0.14927(12) 0.40562(11) 0.0294(3) Uani 1 1 d . . . . . Cl2 Cl 0.70363(8) 0.43914(12) 0.42828(12) 0.0333(4) Uani 1 1 d . . . . . P1 P 0.65372(8) 0.25046(14) 0.66199(12) 0.0240(3) Uani 1 1 d . . . . . P2 P 0.63872(8) 0.31469(14) 0.17404(12) 0.0242(3) Uani 1 1 d . . . . . O1 O 0.5598(2) 0.2322(3) 0.6633(3) 0.0271(9) Uani 1 1 d . . . . . O2 O 0.5461(2) 0.2873(3) 0.1773(3) 0.0295(10) Uani 1 1 d . . . . . N1 N 0.5545(3) 0.2486(4) 0.5010(4) 0.0215(10) Uani 1 1 d . . . . . N2 N 0.5497(3) 0.2662(4) 0.3392(4) 0.0237(12) Uani 1 1 d . . . . . C1 C 0.5217(3) 0.2263(5) 0.5817(5) 0.0241(14) Uani 1 1 d . . . . . C2 C 0.4445(3) 0.1944(5) 0.5910(5) 0.0253(14) Uani 1 1 d . . . . . H2 H 0.423459 0.177010 0.650896 0.030 Uiso 1 1 calc R U . . . C3 C 0.4025(3) 0.1901(5) 0.5103(5) 0.0238(13) Uani 1 1 d . . . . . H3 H 0.351098 0.169982 0.513403 0.029 Uiso 1 1 calc R U . . . C4 C 0.4359(3) 0.2158(5) 0.4224(6) 0.0233(11) Uani 1 1 d . . . . . C5 C 0.5129(3) 0.2438(4) 0.4212(5) 0.0205(11) Uani 1 1 d . . . . . C6 C 0.3975(3) 0.2152(5) 0.3355(5) 0.0244(14) Uani 1 1 d . . . . . H6 H 0.345615 0.198274 0.333631 0.029 Uiso 1 1 calc R U . . . C7 C 0.4346(4) 0.2387(5) 0.2550(5) 0.0281(14) Uani 1 1 d . . . . . H7 H 0.409470 0.237952 0.195852 0.034 Uiso 1 1 calc R U . . . C8 C 0.5118(3) 0.2645(5) 0.2602(4) 0.0225(13) Uani 1 1 d . . . . . C9 C 0.6804(3) 0.1204(6) 0.7250(4) 0.0300(15) Uani 1 1 d . . . . . H9 H 0.735960 0.121859 0.733010 0.036 Uiso 1 1 calc R U . . . C10 C 0.6617(4) 0.0196(6) 0.6624(5) 0.0389(15) Uani 1 1 d . . . . . H10A H 0.686166 -0.048222 0.687393 0.058 Uiso 1 1 calc R U . . . H10B H 0.679305 0.033975 0.597947 0.058 Uiso 1 1 calc R U . . . H10C H 0.607407 0.008084 0.661695 0.058 Uiso 1 1 calc R U . . . C11 C 0.6463(4) 0.1076(6) 0.8225(5) 0.0394(16) Uani 1 1 d . . . . . H11A H 0.591921 0.100153 0.816759 0.059 Uiso 1 1 calc R U . . . H11B H 0.658178 0.174314 0.860700 0.059 Uiso 1 1 calc R U . . . H11C H 0.666706 0.039976 0.853105 0.059 Uiso 1 1 calc R U . . . C12 C 0.6608(4) 0.3635(6) 0.7492(5) 0.0357(16) Uani 1 1 d . . . . . H12 H 0.628869 0.344781 0.805028 0.043 Uiso 1 1 calc R U . . . C13 C 0.7431(4) 0.3703(6) 0.7804(5) 0.0474(19) Uani 1 1 d . . . . . H13A H 0.774901 0.382911 0.724999 0.071 Uiso 1 1 calc R U . . . H13B H 0.757452 0.299306 0.811168 0.071 Uiso 1 1 calc R U . . . H13C H 0.749352 0.432989 0.825024 0.071 Uiso 1 1 calc R U . . . C14 C 0.6344(5) 0.4739(6) 0.7058(6) 0.052(2) Uani 1 1 d . . . . . H14A H 0.642071 0.535611 0.751081 0.079 Uiso 1 1 calc R U . . . H14B H 0.581110 0.468221 0.690420 0.079 Uiso 1 1 calc R U . . . H14C H 0.662893 0.489270 0.648087 0.079 Uiso 1 1 calc R U . . . C15 C 0.6651(4) 0.2141(5) 0.0814(5) 0.0294(14) Uani 1 1 d . . . . . H15 H 0.632081 0.225805 0.025128 0.035 Uiso 1 1 calc R U . . . C16 C 0.6544(4) 0.0946(6) 0.1182(6) 0.0440(19) Uani 1 1 d . . . . . H16A H 0.671347 0.040375 0.070367 0.066 Uiso 1 1 calc R U . . . H16B H 0.601350 0.081709 0.131758 0.066 Uiso 1 1 calc R U . . . H16C H 0.683593 0.084472 0.176213 0.066 Uiso 1 1 calc R U . . . C17 C 0.7456(4) 0.2350(7) 0.0529(6) 0.0449(19) Uani 1 1 d . . . . . H17A H 0.777933 0.227894 0.108494 0.067 Uiso 1 1 calc R U . . . H17B H 0.750350 0.311254 0.026496 0.067 Uiso 1 1 calc R U . . . H17C H 0.760598 0.179320 0.005187 0.067 Uiso 1 1 calc R U . . . C18 C 0.6363(4) 0.4543(6) 0.1192(5) 0.0365(16) Uani 1 1 d . . . . . H18 H 0.689154 0.475447 0.104405 0.044 Uiso 1 1 calc R U . . . C19 C 0.5920(5) 0.4623(6) 0.0261(5) 0.058(2) Uani 1 1 d . . . . . H19A H 0.539080 0.447072 0.038429 0.086 Uiso 1 1 calc R U . . . H19B H 0.611365 0.406618 -0.019004 0.086 Uiso 1 1 calc R U . . . H19C H 0.597458 0.538390 -0.000496 0.086 Uiso 1 1 calc R U . . . C20 C 0.6083(4) 0.5378(6) 0.1915(6) 0.051(2) Uani 1 1 d . . . . . H20A H 0.614570 0.614772 0.167282 0.076 Uiso 1 1 calc R U . . . H20B H 0.636839 0.529124 0.250208 0.076 Uiso 1 1 calc R U . . . H20C H 0.555232 0.523613 0.204088 0.076 Uiso 1 1 calc R U . . . O3 O 0.4242(4) 0.1523(5) 0.8160(4) 0.0683(17) Uani 1 1 d . . . . . C21 C 0.4369(5) 0.0456(8) 0.8541(6) 0.062(2) Uani 1 1 d . . . . . H21A H 0.474107 0.004367 0.815395 0.074 Uiso 1 1 calc R U . . . H21B H 0.389899 0.001490 0.854665 0.074 Uiso 1 1 calc R U . . . C22 C 0.4654(5) 0.0601(8) 0.9527(6) 0.067(3) Uani 1 1 d . . . . . H22A H 0.520424 0.051125 0.955225 0.080 Uiso 1 1 calc R U . . . H22B H 0.442036 0.005019 0.996259 0.080 Uiso 1 1 calc R U . . . C23 C 0.4429(5) 0.1784(9) 0.9768(6) 0.067(3) Uani 1 1 d . . . . . H23A H 0.480099 0.214508 1.018906 0.080 Uiso 1 1 calc R U . . . H23B H 0.393364 0.179881 1.007992 0.080 Uiso 1 1 calc R U . . . C24 C 0.4401(5) 0.2372(7) 0.8813(6) 0.054(2) Uani 1 1 d . . . . . H24A H 0.400679 0.295818 0.880626 0.065 Uiso 1 1 calc R U . . . H24B H 0.488739 0.273243 0.866843 0.065 Uiso 1 1 calc R U . . . 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 0.0165(4) 0.0361(4) 0.0290(5) -0.0021(4) 0.0017(3) -0.0042(3) Cu2 0.0165(4) 0.0346(4) 0.0279(4) -0.0027(3) -0.0004(4) -0.0033(3) Cl1 0.0198(6) 0.0308(8) 0.0376(9) -0.0032(6) 0.0026(7) 0.0034(6) Cl2 0.0347(7) 0.0301(8) 0.0351(8) -0.0036(7) -0.0007(7) -0.0115(6) P1 0.0142(7) 0.0305(8) 0.0273(8) -0.0041(7) -0.0014(7) -0.0013(6) P2 0.0174(7) 0.0277(8) 0.0275(8) -0.0008(7) 0.0016(7) -0.0022(6) O1 0.0157(19) 0.039(3) 0.027(2) -0.003(2) 0.0007(19) -0.0006(17) O2 0.016(2) 0.044(3) 0.028(2) -0.0011(19) -0.0026(19) -0.0024(18) N1 0.016(2) 0.025(3) 0.024(3) -0.001(2) -0.001(2) -0.004(2) N2 0.019(2) 0.025(3) 0.028(3) -0.003(2) 0.000(2) 0.000(2) C1 0.014(3) 0.021(4) 0.037(4) -0.001(3) 0.001(3) 0.001(2) C2 0.013(3) 0.028(3) 0.035(4) 0.004(3) 0.006(3) -0.001(3) C3 0.011(2) 0.023(3) 0.037(4) -0.004(3) 0.003(3) -0.001(2) C4 0.012(2) 0.019(3) 0.038(3) -0.001(2) -0.003(3) 0.001(2) C5 0.014(2) 0.019(3) 0.028(3) -0.005(3) 0.002(3) 0.000(2) C6 0.014(3) 0.026(3) 0.033(4) -0.007(3) -0.002(3) -0.002(2) C7 0.020(3) 0.031(4) 0.034(4) -0.005(3) -0.008(3) 0.003(3) C8 0.019(3) 0.021(3) 0.027(3) -0.002(3) 0.001(3) 0.002(3) C9 0.015(3) 0.040(4) 0.035(4) 0.001(3) -0.004(2) 0.002(3) C10 0.037(4) 0.033(4) 0.047(4) 0.000(3) 0.005(3) -0.004(3) C11 0.036(4) 0.050(4) 0.032(3) 0.010(4) 0.000(3) 0.002(3) C12 0.034(4) 0.036(4) 0.037(4) -0.011(3) 0.003(3) -0.003(3) C13 0.044(4) 0.040(4) 0.058(5) -0.010(4) -0.013(4) -0.016(4) C14 0.050(5) 0.034(4) 0.074(6) -0.016(4) -0.004(4) 0.004(4) C15 0.029(3) 0.033(4) 0.026(3) -0.005(3) 0.000(3) 0.000(3) C16 0.049(5) 0.026(4) 0.057(5) -0.009(3) 0.001(4) 0.000(3) C17 0.030(4) 0.051(5) 0.053(4) -0.016(4) 0.006(3) 0.004(3) C18 0.026(4) 0.037(4) 0.047(4) 0.005(3) -0.007(3) -0.003(3) C19 0.080(6) 0.041(4) 0.052(5) 0.013(4) -0.013(4) 0.001(4) C20 0.048(4) 0.030(4) 0.074(6) -0.001(4) -0.017(4) 0.010(3) O3 0.089(4) 0.076(4) 0.040(3) 0.013(3) -0.014(3) -0.028(4) C21 0.046(5) 0.065(6) 0.075(6) -0.002(5) -0.001(4) -0.020(4) C22 0.060(5) 0.080(7) 0.061(6) 0.025(5) 0.025(4) 0.010(5) C23 0.048(5) 0.109(8) 0.044(5) -0.015(5) -0.004(4) 0.022(5) C24 0.056(5) 0.046(5) 0.061(5) 0.004(4) 0.012(4) 0.000(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' Cl Cl 0.1484 0.1585 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _citation_id _citation_doi _citation_year 1 10.26434/chemrxiv.12023352 2020 loop_ _diffrn_orient_matrix_type _diffrn_orient_matrix_UB_11 _diffrn_orient_matrix_UB_12 _diffrn_orient_matrix_UB_13 _diffrn_orient_matrix_UB_21 _diffrn_orient_matrix_UB_22 _diffrn_orient_matrix_UB_23 _diffrn_orient_matrix_UB_31 _diffrn_orient_matrix_UB_32 _diffrn_orient_matrix_UB_33 'Nonius RMAT' 0.0456361 0.0397046 0.0237917 0.0134092 0.0215006 -0.0662606 -0.0293789 0.0714891 0.0067143 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 P1 Cu1 N1 83.33(14) . . ? P1 Cu1 Cl2 131.23(7) . . ? N1 Cu1 Cl2 107.54(14) . . ? P1 Cu1 Cl1 127.81(7) . . ? N1 Cu1 Cl1 104.92(14) . . ? Cl2 Cu1 Cl1 95.97(6) . . ? P1 Cu1 Cu2 167.38(6) . . ? N1 Cu1 Cu2 84.16(14) . . ? Cl2 Cu1 Cu2 55.00(5) . . ? Cl1 Cu1 Cu2 54.58(4) . . ? P2 Cu2 N2 83.00(14) . . ? P2 Cu2 Cl1 132.86(7) . . ? N2 Cu2 Cl1 105.71(14) . . ? P2 Cu2 Cl2 127.12(7) . . ? N2 Cu2 Cl2 107.11(14) . . ? Cl1 Cu2 Cl2 95.14(6) . . ? P2 Cu2 Cu1 167.23(6) . . ? N2 Cu2 Cu1 84.72(14) . . ? Cl1 Cu2 Cu1 54.55(4) . . ? Cl2 Cu2 Cu1 53.97(4) . . ? Cu1 Cl1 Cu2 70.87(5) . . ? Cu1 Cl2 Cu2 71.03(5) . . ? O1 P1 C12 98.9(3) . . ? O1 P1 C9 98.4(3) . . ? C12 P1 C9 105.5(3) . . ? O1 P1 Cu1 101.67(17) . . ? C12 P1 Cu1 122.9(2) . . ? C9 P1 Cu1 123.0(2) . . ? O2 P2 C18 99.3(3) . . ? O2 P2 C15 98.5(3) . . ? C18 P2 C15 106.8(3) . . ? O2 P2 Cu2 101.62(17) . . ? C18 P2 Cu2 120.8(2) . . ? C15 P2 Cu2 123.6(2) . . ? C1 O1 P1 120.1(4) . . ? C8 O2 P2 120.5(4) . . ? C1 N1 C5 118.2(5) . . ? C1 N1 Cu1 113.7(4) . . ? C5 N1 Cu1 127.9(4) . . ? C8 N2 C5 118.3(5) . . ? C8 N2 Cu2 114.5(4) . . ? C5 N2 Cu2 127.1(4) . . ? N1 C1 O1 120.7(5) . . ? N1 C1 C2 124.2(6) . . ? O1 C1 C2 115.1(6) . . ? C3 C2 C1 117.6(6) . . ? C3 C2 H2 121.2 . . ? C1 C2 H2 121.2 . . ? C2 C3 C4 119.5(5) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C6 C4 C3 124.1(5) . . ? C6 C4 C5 117.8(7) . . ? C3 C4 C5 118.2(6) . . ? N1 C5 N2 115.9(4) . . ? N1 C5 C4 122.4(6) . . ? N2 C5 C4 121.8(6) . . ? C7 C6 C4 119.7(6) . . ? C7 C6 H6 120.1 . . ? C4 C6 H6 120.1 . . ? C6 C7 C8 118.8(6) . . ? C6 C7 H7 120.6 . . ? C8 C7 H7 120.6 . . ? N2 C8 O2 120.2(5) . . ? N2 C8 C7 123.6(6) . . ? O2 C8 C7 116.2(5) . . ? C11 C9 C10 111.2(6) . . ? C11 C9 P1 114.8(5) . . ? C10 C9 P1 108.4(4) . . ? C11 C9 H9 107.4 . . ? C10 C9 H9 107.4 . . ? P1 C9 H9 107.4 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C14 C12 C13 111.7(6) . . ? C14 C12 P1 109.7(5) . . ? C13 C12 P1 107.4(5) . . ? C14 C12 H12 109.4 . . ? C13 C12 H12 109.4 . . ? P1 C12 H12 109.4 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C17 C15 C16 111.2(6) . . ? C17 C15 P2 109.2(5) . . ? C16 C15 P2 109.1(5) . . ? C17 C15 H15 109.1 . . ? C16 C15 H15 109.1 . . ? P2 C15 H15 109.1 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C20 C18 C19 111.7(6) . . ? C20 C18 P2 108.2(5) . . ? C19 C18 P2 115.6(5) . . ? C20 C18 H18 107.0 . . ? C19 C18 H18 107.0 . . ? P2 C18 H18 107.0 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C21 O3 C24 111.4(6) . . ? O3 C21 C22 108.2(7) . . ? O3 C21 H21A 110.1 . . ? C22 C21 H21A 110.1 . . ? O3 C21 H21B 110.1 . . ? C22 C21 H21B 110.1 . . ? H21A C21 H21B 108.4 . . ? C21 C22 C23 103.2(8) . . ? C21 C22 H22A 111.1 . . ? C23 C22 H22A 111.1 . . ? C21 C22 H22B 111.1 . . ? C23 C22 H22B 111.1 . . ? H22A C22 H22B 109.1 . . ? C22 C23 C24 103.6(7) . . ? C22 C23 H23A 111.0 . . ? C24 C23 H23A 111.0 . . ? C22 C23 H23B 111.0 . . ? C24 C23 H23B 111.0 . . ? H23A C23 H23B 109.0 . . ? O3 C24 C23 105.4(7) . . ? O3 C24 H24A 110.7 . . ? C23 C24 H24A 110.7 . . ? O3 C24 H24B 110.7 . . ? C23 C24 H24B 110.7 . . ? H24A C24 H24B 108.8 . . ? 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 P1 2.1586(19) . ? Cu1 N1 2.185(4) . ? Cu1 Cl2 2.3282(17) . ? Cu1 Cl1 2.3475(16) . ? Cu1 Cu2 2.7224(9) . ? Cu2 P2 2.1698(19) . ? Cu2 N2 2.183(5) . ? Cu2 Cl1 2.3482(17) . ? Cu2 Cl2 2.3582(17) . ? P1 O1 1.694(4) . ? P1 C12 1.824(7) . ? P1 C9 1.841(7) . ? P2 O2 1.690(4) . ? P2 C18 1.826(7) . ? P2 C15 1.832(6) . ? O1 C1 1.342(8) . ? O2 C8 1.350(7) . ? N1 C1 1.310(8) . ? N1 C5 1.352(8) . ? N2 C8 1.307(8) . ? N2 C5 1.361(8) . ? C1 C2 1.438(8) . ? C2 C3 1.367(9) . ? C2 H2 0.9500 . ? C3 C4 1.414(10) . ? C3 H3 0.9500 . ? C4 C6 1.408(10) . ? C4 C5 1.416(7) . ? C6 C7 1.346(10) . ? C6 H6 0.9500 . ? C7 C8 1.416(9) . ? C7 H7 0.9500 . ? C9 C11 1.516(9) . ? C9 C10 1.523(9) . ? C9 H9 1.0000 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C14 1.519(11) . ? C12 C13 1.539(9) . ? C12 H12 1.0000 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C17 1.516(9) . ? C15 C16 1.520(10) . ? C15 H15 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C20 1.507(10) . ? C18 C19 1.540(10) . ? C18 H18 1.0000 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? O3 C21 1.391(11) . ? O3 C24 1.394(10) . ? C21 C22 1.495(11) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.496(14) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.519(11) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? 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 C12 P1 O1 C1 132.5(5) . . . . ? C9 P1 O1 C1 -120.2(5) . . . . ? Cu1 P1 O1 C1 6.1(4) . . . . ? C18 P2 O2 C8 -122.5(5) . . . . ? C15 P2 O2 C8 128.7(4) . . . . ? Cu2 P2 O2 C8 1.7(4) . . . . ? C5 N1 C1 O1 -178.5(5) . . . . ? Cu1 N1 C1 O1 6.2(7) . . . . ? C5 N1 C1 C2 1.5(9) . . . . ? Cu1 N1 C1 C2 -173.8(5) . . . . ? P1 O1 C1 N1 -8.7(8) . . . . ? P1 O1 C1 C2 171.3(4) . . . . ? N1 C1 C2 C3 -1.7(9) . . . . ? O1 C1 C2 C3 178.2(5) . . . . ? C1 C2 C3 C4 0.5(8) . . . . ? C2 C3 C4 C6 -179.2(6) . . . . ? C2 C3 C4 C5 0.9(8) . . . . ? C1 N1 C5 N2 -179.2(5) . . . . ? Cu1 N1 C5 N2 -4.6(6) . . . . ? C1 N1 C5 C4 0.1(8) . . . . ? Cu1 N1 C5 C4 174.6(4) . . . . ? C8 N2 C5 N1 -178.9(5) . . . . ? Cu2 N2 C5 N1 5.4(6) . . . . ? C8 N2 C5 C4 1.9(8) . . . . ? Cu2 N2 C5 C4 -173.8(4) . . . . ? C6 C4 C5 N1 178.9(5) . . . . ? C3 C4 C5 N1 -1.2(8) . . . . ? C6 C4 C5 N2 -2.0(8) . . . . ? C3 C4 C5 N2 178.0(5) . . . . ? C3 C4 C6 C7 -178.7(6) . . . . ? C5 C4 C6 C7 1.3(8) . . . . ? C4 C6 C7 C8 -0.5(9) . . . . ? C5 N2 C8 O2 179.3(4) . . . . ? Cu2 N2 C8 O2 -4.5(7) . . . . ? C5 N2 C8 C7 -1.1(9) . . . . ? Cu2 N2 C8 C7 175.1(5) . . . . ? P2 O2 C8 N2 1.8(8) . . . . ? P2 O2 C8 C7 -177.8(4) . . . . ? C6 C7 C8 N2 0.5(9) . . . . ? C6 C7 C8 O2 -180.0(5) . . . . ? O1 P1 C9 C11 -57.4(5) . . . . ? C12 P1 C9 C11 44.3(6) . . . . ? Cu1 P1 C9 C11 -167.3(4) . . . . ? O1 P1 C9 C10 67.6(5) . . . . ? C12 P1 C9 C10 169.3(4) . . . . ? Cu1 P1 C9 C10 -42.3(5) . . . . ? O1 P1 C12 C14 -74.6(5) . . . . ? C9 P1 C12 C14 -175.9(5) . . . . ? Cu1 P1 C12 C14 35.6(6) . . . . ? O1 P1 C12 C13 163.9(5) . . . . ? C9 P1 C12 C13 62.5(5) . . . . ? Cu1 P1 C12 C13 -85.9(5) . . . . ? O2 P2 C15 C17 170.9(5) . . . . ? C18 P2 C15 C17 68.4(6) . . . . ? Cu2 P2 C15 C17 -79.0(5) . . . . ? O2 P2 C15 C16 -67.4(5) . . . . ? C18 P2 C15 C16 -169.9(5) . . . . ? Cu2 P2 C15 C16 42.7(6) . . . . ? O2 P2 C18 C20 73.3(5) . . . . ? C15 P2 C18 C20 175.2(5) . . . . ? Cu2 P2 C18 C20 -36.3(6) . . . . ? O2 P2 C18 C19 -52.7(6) . . . . ? C15 P2 C18 C19 49.2(7) . . . . ? Cu2 P2 C18 C19 -162.3(5) . . . . ? C24 O3 C21 C22 -1.4(10) . . . . ? O3 C21 C22 C23 18.7(9) . . . . ? C21 C22 C23 C24 -27.3(9) . . . . ? C21 O3 C24 C23 -16.4(10) . . . . ? C22 C23 C24 O3 27.4(10) . . . . ?