#------------------------------------------------------------------------------ #$Date: 2019-11-17 08:52:08 +0200 (Sun, 17 Nov 2019) $ #$Revision: 228955 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/97/7229760.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_7229760 loop_ _publ_author_name 'Zhang, Xiao-Feng' 'Yan, Tong' 'Wang, Tao' 'Feng, Jing' 'Wang, Quan' 'Wang, Xiao' 'Du, Lin' 'Zhao, Qi-Hua' _publ_section_title ; Single-crystal-to-single-crystal (SCSC) transformation and dissolution--recrystallization structural transformation (DRST) among three new copper(ii) coordination polymers ; _journal_issue 5 _journal_name_full CrystEngComm _journal_page_first 570 _journal_paper_doi 10.1039/C7CE01919J _journal_volume 20 _journal_year 2018 _chemical_formula_moiety 'C28 H26 Cu2 N2 O13, 3(H2 O)' _chemical_formula_sum 'C28 H30 Cu2 N2 O16' _chemical_formula_weight 777.62 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_date 2017-07-26 _audit_creation_method ; Olex2 1.2 (compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269) ; _audit_update_record ; 2017-07-31 deposited with the CCDC. 2017-12-15 downloaded from the CCDC. ; _cell_angle_alpha 100.4060(10) _cell_angle_beta 93.7900(10) _cell_angle_gamma 99.1230(10) _cell_formula_units_Z 2 _cell_length_a 7.7303(9) _cell_length_b 10.2721(12) _cell_length_c 19.828(2) _cell_measurement_reflns_used 3173 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 26.48 _cell_measurement_theta_min 2.47 _cell_volume 1521.7(3) _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'XS (Sheldrick, 2008)' _diffrn_ambient_temperature 293.15 _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0327 _diffrn_reflns_av_unetI/netI 0.0488 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 12017 _diffrn_reflns_theta_full 24.99 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_min 2.05 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 1.480 _exptl_absorpt_correction_T_max 0.7765 _exptl_absorpt_correction_T_min 0.735199 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2004/1 (Bruker,2004) was used for absorption correction. R(int) was 0.0615 before and 0.0277 after correction. The Ratio of minimum to maximum transmission is 0.7352. The \l/2 correction factor is 0.0015. ; _exptl_crystal_colour BLUE _exptl_crystal_density_diffrn 1.697 _exptl_crystal_density_method 'not measured' _exptl_crystal_description BLOCK _exptl_crystal_F_000 796 _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.18 _refine_diff_density_max 0.817 _refine_diff_density_min -0.418 _refine_diff_density_rms 0.079 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 444 _refine_ls_number_reflns 5312 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.044 _refine_ls_R_factor_all 0.0578 _refine_ls_R_factor_gt 0.0399 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0605P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1037 _refine_ls_wR_factor_ref 0.1113 _reflns_number_gt 3996 _reflns_number_total 5312 _reflns_threshold_expression >2sigma(I) _iucr_refine_instructions_details ; TITL a in P1 #1 New: P1 New: P-1 CELL 0.71073 7.7303 10.2721 19.828 100.406 93.79 99.123 ZERR 2 0.0009 0.0012 0.002 0.001 0.001 0.001 LATT 1 SFAC C H Cu N O UNIT 56 60 4 4 32 L.S. 20 PLAN -20 SIZE 0.26 0.2 0.18 TEMP 20 BOND $H CONF fmap 2 acta OMIT 0 50 OMIT -2 -1 2 OMIT -2 -5 16 OMIT 4 -10 7 OMIT 2 -3 13 OMIT -7 3 9 OMIT 3 9 0 OMIT -4 -9 1 OMIT -8 5 11 OMIT -3 -6 19 OMIT 4 -10 8 OMIT -1 0 2 OMIT 0 4 20 OMIT 0 4 19 OMIT 1 -1 10 OMIT -2 -1 3 OMIT 1 0 4 REM REM REM WGHT 0.060500 FVAR 0.26130 CU1 3 -0.666773 -0.259923 0.177212 11.00000 0.03233 0.01947 = 0.02388 0.00220 -0.00827 -0.00148 CU2 3 0.096484 0.776436 0.339153 11.00000 0.02930 0.02082 = 0.02426 0.00441 -0.00811 -0.00479 O16 5 -0.548756 -0.323772 0.252292 11.00000 0.04127 0.02664 = 0.02673 0.00294 -0.00883 -0.00044 AFIX 7 H16A 2 -0.551563 -0.287895 0.286750 11.00000 -1.50000 H16B 2 -0.589472 -0.407941 0.250744 11.00000 -1.50000 AFIX 0 O7 5 -0.814481 -0.435284 0.149220 11.00000 0.04018 0.02006 = 0.03636 0.00495 -0.01542 -0.00238 O5 5 0.194917 0.737058 0.425095 11.00000 0.02786 0.02884 = 0.03190 0.01153 -0.01104 -0.00620 O2 5 0.818849 0.927878 0.708818 11.00000 0.04546 0.02489 = 0.02982 0.00481 -0.01543 -0.00107 O12 5 0.085094 0.819088 0.245677 11.00000 0.04598 0.02373 = 0.02519 0.00413 -0.00459 -0.00355 AFIX 7 H12A 2 0.100018 0.905992 0.247636 11.00000 -1.50000 H12B 2 -0.017107 0.783685 0.222747 11.00000 -1.50000 AFIX 0 O9 5 -1.218727 -0.785925 -0.096302 11.00000 0.05253 0.01991 = 0.02177 0.00202 -0.00822 0.00072 O4 5 0.463325 0.747257 0.388921 11.00000 0.03959 0.06055 = 0.02349 0.00849 0.00088 0.00384 O1 5 0.787844 1.040578 0.623878 11.00000 0.05221 0.02686 = 0.03068 0.00764 -0.01258 -0.01444 O11 5 -0.165745 0.835891 0.378046 11.00000 0.04136 0.03531 = 0.06535 0.00151 0.00703 0.00491 AFIX 7 H11A 2 -0.143168 0.912941 0.405102 11.00000 -1.50000 H11B 2 -0.213224 0.777249 0.400091 11.00000 -1.50000 AFIX 0 O6 5 -0.694362 -0.568596 0.209949 11.00000 0.03488 0.02775 = 0.03711 0.00528 -0.01513 -0.00048 O10 5 -1.276881 -0.979483 -0.003209 11.00000 0.04304 0.02072 = 0.03741 0.00585 -0.01467 -0.00810 O3 5 0.247976 0.521062 0.491361 11.00000 0.03659 0.02630 = 0.03304 0.00546 -0.00749 -0.01196 O8 5 -1.358730 -0.652166 -0.027694 11.00000 0.04089 0.05356 = 0.04545 0.01232 -0.00072 0.02172 N2 4 -0.511364 -0.077011 0.200034 11.00000 0.02746 0.02138 = 0.02922 0.00177 -0.00436 -0.00067 N1 4 -0.021002 0.585299 0.305567 11.00000 0.02692 0.02092 = 0.02880 0.00358 -0.00235 -0.00182 C9 1 0.360322 0.738398 0.434260 11.00000 0.03754 0.01625 = 0.02735 0.00287 -0.00770 -0.00562 C6 1 0.430768 0.729004 0.505164 11.00000 0.02367 0.02255 = 0.02445 0.00451 -0.00166 0.00045 C7 1 0.557003 0.830971 0.543670 11.00000 0.02723 0.01998 = 0.02952 0.00849 0.00023 -0.00237 AFIX 43 H7 2 0.596581 0.906410 0.525463 11.00000 -1.20000 AFIX 0 C2 1 0.625523 0.822457 0.609054 11.00000 0.02221 0.02344 = 0.02463 0.00268 -0.00199 0.00123 C1 1 0.754061 0.937975 0.651347 11.00000 0.02966 0.01907 = 0.02431 0.00335 -0.00336 0.00369 C4 1 0.442473 0.604351 0.597397 11.00000 0.03414 0.02145 = 0.02651 0.00961 0.00305 0.00233 AFIX 43 H4 2 0.405881 0.527847 0.615189 11.00000 -1.20000 AFIX 0 C20 1 -0.799984 -0.550115 0.163226 11.00000 0.02785 0.02167 = 0.02621 0.00338 0.00152 -0.00155 C5 1 0.370726 0.615559 0.533230 11.00000 0.02380 0.02315 = 0.02791 0.00300 0.00069 0.00270 C3 1 0.569268 0.707651 0.635156 11.00000 0.03130 0.02124 = 0.02223 0.00203 -0.00307 0.00350 AFIX 43 H3 2 0.616919 0.699920 0.678268 11.00000 -1.20000 AFIX 0 C8 1 0.169273 0.407069 0.517590 11.00000 0.03795 0.02576 = 0.04695 0.00809 -0.00219 -0.00853 AFIX 137 H8A 2 0.078213 0.353209 0.484243 11.00000 -1.50000 H8B 2 0.119538 0.437040 0.559535 11.00000 -1.50000 H8C 2 0.257266 0.354483 0.526588 11.00000 -1.50000 AFIX 0 C12 1 -0.204899 0.320393 0.259630 11.00000 0.02152 0.02438 = 0.02099 0.00131 0.00110 0.00164 C15 1 -0.307197 0.184093 0.237977 11.00000 0.02053 0.02394 = 0.02578 0.00026 0.00030 0.00282 C11 1 -0.046152 0.348672 0.301619 11.00000 0.03049 0.02177 = 0.03871 0.00372 -0.01080 0.00477 AFIX 43 H11 2 0.001445 0.278932 0.315443 11.00000 -1.20000 AFIX 0 C10 1 0.040080 0.478655 0.322617 11.00000 0.02184 0.02940 = 0.03525 0.00407 -0.00967 0.00302 AFIX 43 H10 2 0.146339 0.493972 0.350078 11.00000 -1.20000 AFIX 0 C19 1 -0.453287 0.153642 0.188910 11.00000 0.04127 0.02085 = 0.04213 0.00664 -0.01826 0.00052 AFIX 43 H19 2 -0.486240 0.220759 0.167626 11.00000 -1.20000 AFIX 0 C16 1 -0.268348 0.076401 0.265795 11.00000 0.03587 0.03188 = 0.05955 0.01466 -0.02162 -0.00387 AFIX 43 H16 2 -0.171576 0.089322 0.298229 11.00000 -1.20000 AFIX 0 C13 1 -0.265237 0.431310 0.241255 11.00000 0.02896 0.02255 = 0.03972 0.00775 -0.01165 -0.00286 AFIX 43 H13 2 -0.370240 0.419038 0.213296 11.00000 -1.20000 AFIX 0 C18 1 -0.548777 0.025584 0.171774 11.00000 0.04148 0.02960 = 0.03785 0.00668 -0.01912 -0.00008 AFIX 43 H18 2 -0.644762 0.009170 0.138710 11.00000 -1.20000 AFIX 0 C17 1 -0.369602 -0.048374 0.246444 11.00000 0.04381 0.02176 = 0.05560 0.01146 -0.02265 -0.00230 AFIX 43 H17 2 -0.338474 -0.117444 0.266601 11.00000 -1.20000 AFIX 0 C14 1 -0.171228 0.557952 0.264024 11.00000 0.02816 0.02258 = 0.03864 0.00830 -0.00907 0.00048 AFIX 43 H14 2 -0.214124 0.629262 0.249829 11.00000 -1.20000 AFIX 0 C25 1 -1.142997 -0.753630 0.023115 11.00000 0.02738 0.02039 = 0.01936 0.00053 0.00041 0.00108 C21 1 -0.923378 -0.666749 0.120413 11.00000 0.02729 0.02162 = 0.02520 0.00175 -0.00209 0.00120 C26 1 -1.029155 -0.647704 0.064721 11.00000 0.02773 0.02086 = 0.02858 0.00709 -0.00005 0.00332 AFIX 43 H26 2 -1.023216 -0.561775 0.055232 11.00000 -1.20000 AFIX 0 C27 1 -1.251005 -0.728179 -0.037389 11.00000 0.02729 0.02259 = 0.03372 0.01081 -0.00176 -0.00578 C24 1 -1.156601 -0.883131 0.038630 11.00000 0.02754 0.02257 = 0.02511 0.00242 0.00100 -0.00063 C23 1 -1.054022 -0.902991 0.095344 11.00000 0.03660 0.02094 = 0.03024 0.01016 -0.00087 0.00318 AFIX 43 H23 2 -1.063572 -0.987873 0.106425 11.00000 -1.20000 AFIX 0 C22 1 -0.937610 -0.795254 0.135130 11.00000 0.02731 0.02743 = 0.02413 0.00487 -0.00339 0.00504 AFIX 43 H22 2 -0.867895 -0.809304 0.172296 11.00000 -1.20000 AFIX 0 C28 1 -1.307380 -1.111313 0.012042 11.00000 0.04374 0.02450 = 0.04395 0.00776 -0.00167 -0.01007 AFIX 137 H28A 2 -1.395037 -1.168418 -0.021626 11.00000 -1.50000 H28B 2 -1.347758 -1.107216 0.057010 11.00000 -1.50000 H28C 2 -1.199858 -1.146979 0.011001 11.00000 -1.50000 AFIX 6 O13 5 -0.086993 1.097483 0.452311 11.00000 0.09135 0.06425 = 0.11548 -0.03437 0.03110 0.00399 H13A 2 0.014132 1.084529 0.466134 11.00000 -1.50000 H13B 2 -0.130216 1.142107 0.485454 11.00000 -1.50000 AFIX 6 O14 5 0.861223 0.742142 0.135623 11.00000 0.05280 0.08200 = 0.03797 0.00446 -0.00797 0.01462 H14A 2 0.939414 0.739774 0.107451 11.00000 -1.50000 H14B 2 0.776672 0.677068 0.121358 11.00000 -1.50000 AFIX 0 O15 5 0.598170 0.527978 0.093001 11.00000 0.05907 0.08346 = 0.04307 0.00103 -0.00230 0.02496 AFIX 3 H15A 2 0.564010 0.446798 0.072661 11.00000 -1.50000 H15B 2 0.525390 0.538788 0.122091 11.00000 -1.50000 HKLF 4 REM a in P1 #1 New: P1 New: P-1 REM R1 = 0.0399 for 3996 Fo > 4sig(Fo) and 0.0578 for all 5312 data REM 444 parameters refined using 0 restraints END WGHT 0.0602 0.0000 REM Highest difference peak 0.817, deepest hole -0.418, 1-sigma level 0.079 Q1 1 -0.5634 -0.2833 0.1543 11.00000 0.05 0.82 Q2 1 0.1965 0.7545 0.3166 11.00000 0.05 0.62 Q3 1 -1.3479 -0.5282 0.0509 11.00000 0.05 0.40 Q4 1 -0.2628 0.1379 0.2477 11.00000 0.05 0.40 Q5 1 -0.3607 0.1622 0.2123 11.00000 0.05 0.37 Q6 1 -1.3797 -0.5552 0.0395 11.00000 0.05 0.37 Q7 1 -0.9444 -0.2139 0.1915 11.00000 0.05 0.36 Q8 1 0.2968 0.9371 0.3516 11.00000 0.05 0.34 Q9 1 0.6162 0.7588 0.3670 11.00000 0.05 0.34 Q10 1 -1.4910 -0.5521 -0.0722 11.00000 0.05 0.34 Q11 1 0.6744 0.7862 0.3665 11.00000 0.05 0.32 Q12 1 0.5121 0.7587 0.4118 11.00000 0.05 0.31 Q13 1 -0.2492 0.3712 0.2626 11.00000 0.05 0.31 Q14 1 -1.4197 -0.4891 0.1107 11.00000 0.05 0.30 Q15 1 -0.1297 0.3369 0.2839 11.00000 0.05 0.30 Q16 1 -0.6567 -0.5627 0.1766 11.00000 0.05 0.29 Q17 1 0.1146 0.9686 0.5189 11.00000 0.05 0.29 Q18 1 -0.5462 -0.2507 0.2173 11.00000 0.05 0.28 Q19 1 0.1370 0.8683 0.4933 11.00000 0.05 0.28 Q20 1 0.8156 0.9738 0.7202 11.00000 0.05 0.28 REM The information below was added by Olex2. REM REM R1 = 0.0399 for 3996 Fo > 4sig(Fo) and 0.0578 for all 14514 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.82, deepest hole -0.42 REM Mean Shift 0, Max Shift -0.004. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0578 REM R1_gt = 0.0399 REM wR_ref = 0.1113 REM GOOF = 1.044 REM Shift_max = -0.004 REM Shift_mean = 0 REM Reflections_all = 14514 REM Reflections_gt = 3996 REM Parameters = n/a REM Hole = -0.42 REM Peak = 0.82 REM Flack = n/a ; _cod_data_source_file c7ce01919j2.cif _cod_data_source_block a_CCDC1 _cod_depositor_comments 'Adding full bibliography for 7229758--7229760.cif.' _cod_database_code 7229760 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups, All O(H,H) groups 2.a Riding coordinates: O15(H15A,H15B) 2.b Free rotating group: O13(H13A,H13B), O14(H14A,H14B) 2.c Rotating group: O16(H16A,H16B), O12(H12A,H12B), O11(H11A,H11B) 2.d Aromatic/amide H refined with riding coordinates: C7(H7), C4(H4), C3(H3), C11(H11), C10(H10), C19(H19), C16(H16), C13(H13), C18(H18), C17(H17), C14(H14), C26(H26), C23(H23), C22(H22) 2.e Idealised Me refined as rotating group: C8(H8A,H8B,H8C), C28(H28A,H28B,H28C) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' 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_calc_flag _atom_site_refinement_flags_posn Cu1 Cu -0.66677(5) -0.25992(4) 0.17721(2) 0.02665(14) Uani 1 d . Cu2 Cu 0.09648(5) 0.77644(4) 0.33915(2) 0.02629(14) Uani 1 d . O16 O -0.5488(3) -0.3238(2) 0.25229(12) 0.0331(6) Uani 1 d . H16A H -0.5516 -0.2879 0.2868 0.050 Uiso 1 d GR H16B H -0.5895 -0.4079 0.2507 0.050 Uiso 1 d GR O7 O -0.8145(3) -0.4353(2) 0.14922(12) 0.0340(6) Uani 1 d . O5 O 0.1949(3) 0.7371(2) 0.42509(12) 0.0307(6) Uani 1 d . O2 O 0.8188(3) 0.9279(2) 0.70882(12) 0.0351(6) Uani 1 d . O12 O 0.0851(3) 0.8191(2) 0.24568(11) 0.0331(6) Uani 1 d . H12A H 0.1000 0.9060 0.2476 0.050 Uiso 1 d GR H12B H -0.0171 0.7837 0.2227 0.050 Uiso 1 d GR O9 O -1.2187(3) -0.7859(2) -0.09630(12) 0.0328(6) Uani 1 d . O4 O 0.4633(3) 0.7473(3) 0.38892(12) 0.0418(7) Uani 1 d . O1 O 0.7878(3) 1.0406(2) 0.62388(12) 0.0394(7) Uani 1 d . O11 O -0.1657(3) 0.8359(3) 0.37805(15) 0.0485(7) Uani 1 d . H11A H -0.1432 0.9129 0.4051 0.073 Uiso 1 d GR H11B H -0.2132 0.7772 0.4001 0.073 Uiso 1 d GR O6 O -0.6944(3) -0.5686(2) 0.20995(12) 0.0349(6) Uani 1 d . O10 O -1.2769(3) -0.9795(2) -0.00321(13) 0.0361(6) Uani 1 d . O3 O 0.2480(3) 0.5211(2) 0.49136(12) 0.0344(6) Uani 1 d . O8 O -1.3587(3) -0.6522(3) -0.02769(14) 0.0450(7) Uani 1 d . N2 N -0.5114(4) -0.0770(3) 0.20003(14) 0.0273(7) Uani 1 d . N1 N -0.0210(4) 0.5853(3) 0.30557(14) 0.0266(6) Uani 1 d . C9 C 0.3603(5) 0.7384(3) 0.43426(18) 0.0289(8) Uani 1 d . C6 C 0.4308(4) 0.7290(3) 0.50516(17) 0.0241(7) Uani 1 d . C7 C 0.5570(4) 0.8310(3) 0.54367(17) 0.0259(8) Uani 1 d . H7 H 0.5966 0.9064 0.5255 0.031 Uiso 1 calc R C2 C 0.6255(4) 0.8225(3) 0.60905(17) 0.0242(7) Uani 1 d . C1 C 0.7541(4) 0.9380(3) 0.65135(17) 0.0248(8) Uani 1 d . C4 C 0.4425(4) 0.6044(3) 0.59740(17) 0.0270(8) Uani 1 d . H4 H 0.4059 0.5278 0.6152 0.032 Uiso 1 calc R C20 C -0.8000(4) -0.5501(3) 0.16323(17) 0.0261(8) Uani 1 d . C5 C 0.3707(4) 0.6156(3) 0.53323(17) 0.0254(8) Uani 1 d . C3 C 0.5693(4) 0.7077(3) 0.63516(17) 0.0256(8) Uani 1 d . H3 H 0.6169 0.6999 0.6783 0.031 Uiso 1 calc R C8 C 0.1693(5) 0.4071(3) 0.5176(2) 0.0386(9) Uani 1 d . H8A H 0.0782 0.3532 0.4842 0.058 Uiso 1 calc GR H8B H 0.1195 0.4370 0.5595 0.058 Uiso 1 calc GR H8C H 0.2573 0.3545 0.5266 0.058 Uiso 1 calc GR C12 C -0.2049(4) 0.3204(3) 0.25963(16) 0.0230(7) Uani 1 d . C15 C -0.3072(4) 0.1841(3) 0.23798(17) 0.0242(7) Uani 1 d . C11 C -0.0462(4) 0.3487(3) 0.30162(18) 0.0312(8) Uani 1 d . H11 H 0.0014 0.2789 0.3154 0.037 Uiso 1 calc R C10 C 0.0401(4) 0.4787(3) 0.32262(18) 0.0298(8) Uani 1 d . H10 H 0.1463 0.4940 0.3501 0.036 Uiso 1 calc R C19 C -0.4533(5) 0.1536(3) 0.18891(19) 0.0362(9) Uani 1 d . H19 H -0.4862 0.2208 0.1676 0.043 Uiso 1 calc R C16 C -0.2683(5) 0.0764(4) 0.2658(2) 0.0440(11) Uani 1 d . H16 H -0.1716 0.0893 0.2982 0.053 Uiso 1 calc R C13 C -0.2652(5) 0.4313(3) 0.24126(18) 0.0317(9) Uani 1 d . H13 H -0.3702 0.4190 0.2133 0.038 Uiso 1 calc R C18 C -0.5488(5) 0.0256(3) 0.17177(19) 0.0380(9) Uani 1 d . H18 H -0.6448 0.0092 0.1387 0.046 Uiso 1 calc R C17 C -0.3696(5) -0.0484(3) 0.2464(2) 0.0420(10) Uani 1 d . H17 H -0.3385 -0.1174 0.2666 0.050 Uiso 1 calc R C14 C -0.1712(4) 0.5580(3) 0.26402(18) 0.0305(8) Uani 1 d . H14 H -0.2141 0.6293 0.2498 0.037 Uiso 1 calc R C25 C -1.1430(4) -0.7536(3) 0.02312(16) 0.0232(7) Uani 1 d . C21 C -0.9234(4) -0.6667(3) 0.12041(17) 0.0256(8) Uani 1 d . C26 C -1.0292(4) -0.6477(3) 0.06472(17) 0.0257(8) Uani 1 d . H26 H -1.0232 -0.5618 0.0552 0.031 Uiso 1 calc R C27 C -1.2510(5) -0.7282(3) -0.03739(19) 0.0285(8) Uani 1 d . C24 C -1.1566(4) -0.8831(3) 0.03863(17) 0.0260(8) Uani 1 d . C23 C -1.0540(5) -0.9030(3) 0.09534(17) 0.0290(8) Uani 1 d . H23 H -1.0636 -0.9879 0.1064 0.035 Uiso 1 calc R C22 C -0.9376(4) -0.7953(3) 0.13513(17) 0.0265(8) Uani 1 d . H22 H -0.8679 -0.8093 0.1723 0.032 Uiso 1 calc R C28 C -1.3074(5) -1.1113(3) 0.0120(2) 0.0393(10) Uani 1 d . H28A H -1.3950 -1.1684 -0.0216 0.059 Uiso 1 calc GR H28B H -1.3478 -1.1072 0.0570 0.059 Uiso 1 calc GR H28C H -1.1999 -1.1470 0.0110 0.059 Uiso 1 calc GR O13 O -0.0870(5) 1.0975(4) 0.4523(2) 0.0970(13) Uani 1 d . H13A H 0.0141 1.0845 0.4661 0.146 Uiso 1 d G H13B H -0.1302 1.1421 0.4855 0.146 Uiso 1 d G O14 O 0.8612(4) 0.7421(3) 0.13562(14) 0.0587(8) Uani 1 d . H14A H 0.9394 0.7398 0.1075 0.088 Uiso 1 d G H14B H 0.7767 0.6771 0.1214 0.088 Uiso 1 d G O15 O 0.5982(4) 0.5280(3) 0.09300(14) 0.0622(9) Uani 1 d . H15A H 0.5640 0.4468 0.0727 0.093 Uiso 1 d R H15B H 0.5254 0.5388 0.1221 0.093 Uiso 1 d R 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(3) 0.0195(2) 0.0239(2) 0.00220(18) -0.00827(19) -0.00148(17) Cu2 0.0293(3) 0.0208(2) 0.0243(2) 0.00441(18) -0.00811(18) -0.00479(17) O16 0.0413(15) 0.0266(13) 0.0267(13) 0.0029(11) -0.0088(12) -0.0004(11) O7 0.0402(15) 0.0201(12) 0.0364(15) 0.0049(11) -0.0154(12) -0.0024(10) O5 0.0279(14) 0.0288(13) 0.0319(14) 0.0115(11) -0.0110(11) -0.0062(10) O2 0.0455(16) 0.0249(13) 0.0298(14) 0.0048(11) -0.0154(12) -0.0011(11) O12 0.0460(16) 0.0237(13) 0.0252(13) 0.0041(11) -0.0046(12) -0.0036(11) O9 0.0525(17) 0.0199(12) 0.0218(13) 0.0020(10) -0.0082(12) 0.0007(11) O4 0.0396(16) 0.0605(18) 0.0235(14) 0.0085(13) 0.0009(12) 0.0038(13) O1 0.0522(17) 0.0269(14) 0.0307(14) 0.0076(11) -0.0126(13) -0.0144(12) O11 0.0414(17) 0.0353(15) 0.065(2) 0.0015(14) 0.0070(15) 0.0049(12) O6 0.0349(15) 0.0278(13) 0.0371(15) 0.0053(11) -0.0151(12) -0.0005(11) O10 0.0430(15) 0.0207(13) 0.0374(15) 0.0059(11) -0.0147(12) -0.0081(11) O3 0.0366(14) 0.0263(13) 0.0330(14) 0.0055(11) -0.0075(12) -0.0120(10) O8 0.0409(16) 0.0536(17) 0.0454(17) 0.0123(14) -0.0007(14) 0.0217(14) N2 0.0275(16) 0.0214(15) 0.0292(16) 0.0018(13) -0.0044(13) -0.0007(12) N1 0.0269(16) 0.0209(14) 0.0288(16) 0.0036(12) -0.0023(13) -0.0018(12) C9 0.038(2) 0.0163(17) 0.027(2) 0.0029(15) -0.0077(17) -0.0056(14) C6 0.0237(18) 0.0226(17) 0.0244(18) 0.0045(14) -0.0017(15) 0.0005(14) C7 0.0272(19) 0.0200(17) 0.0295(19) 0.0085(15) 0.0002(15) -0.0024(14) C2 0.0222(18) 0.0234(17) 0.0246(18) 0.0027(14) -0.0020(15) 0.0012(14) C1 0.0297(19) 0.0191(17) 0.0243(19) 0.0033(14) -0.0034(16) 0.0037(14) C4 0.034(2) 0.0214(17) 0.0265(19) 0.0096(15) 0.0031(16) 0.0023(15) C20 0.0278(19) 0.0217(18) 0.0262(19) 0.0034(15) 0.0015(16) -0.0016(14) C5 0.0238(18) 0.0231(17) 0.0279(19) 0.0030(15) 0.0007(15) 0.0027(14) C3 0.0313(19) 0.0212(17) 0.0222(18) 0.0020(14) -0.0031(15) 0.0035(14) C8 0.038(2) 0.026(2) 0.047(2) 0.0081(17) -0.0022(19) -0.0085(16) C12 0.0215(17) 0.0244(17) 0.0210(17) 0.0013(14) 0.0011(14) 0.0016(13) C15 0.0205(17) 0.0239(18) 0.0258(18) 0.0003(15) 0.0003(15) 0.0028(13) C11 0.030(2) 0.0218(18) 0.039(2) 0.0037(16) -0.0108(17) 0.0048(15) C10 0.0218(18) 0.0294(19) 0.035(2) 0.0041(16) -0.0097(16) 0.0030(14) C19 0.041(2) 0.0208(18) 0.042(2) 0.0066(17) -0.0183(18) 0.0005(16) C16 0.036(2) 0.032(2) 0.060(3) 0.015(2) -0.022(2) -0.0039(17) C13 0.029(2) 0.0226(18) 0.040(2) 0.0078(16) -0.0117(17) -0.0029(15) C18 0.041(2) 0.030(2) 0.038(2) 0.0067(17) -0.0191(18) -0.0001(17) C17 0.044(2) 0.0218(19) 0.056(3) 0.0115(18) -0.023(2) -0.0023(16) C14 0.0282(19) 0.0226(18) 0.039(2) 0.0083(16) -0.0091(17) 0.0005(14) C25 0.0274(18) 0.0204(17) 0.0194(17) 0.0005(14) 0.0004(14) 0.0011(14) C21 0.0273(19) 0.0216(17) 0.0252(18) 0.0017(15) -0.0021(15) 0.0012(14) C26 0.0277(19) 0.0209(17) 0.0286(19) 0.0071(15) 0.0000(16) 0.0033(14) C27 0.027(2) 0.0226(18) 0.034(2) 0.0108(16) -0.0018(16) -0.0058(15) C24 0.0275(19) 0.0226(17) 0.0251(19) 0.0024(15) 0.0010(15) -0.0006(14) C23 0.037(2) 0.0209(18) 0.030(2) 0.0102(15) -0.0009(17) 0.0032(15) C22 0.0273(19) 0.0274(18) 0.0241(18) 0.0049(15) -0.0034(15) 0.0050(15) C28 0.044(2) 0.0245(19) 0.044(2) 0.0078(17) -0.0017(19) -0.0101(16) O13 0.091(3) 0.064(2) 0.115(3) -0.034(2) 0.031(3) 0.004(2) O14 0.053(2) 0.082(2) 0.0380(17) 0.0045(16) -0.0080(15) 0.0146(17) O15 0.059(2) 0.083(2) 0.0431(18) 0.0010(17) -0.0023(16) 0.0250(17) 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' 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 O16 Cu1 N2 92.99(10) . . O7 Cu1 O16 89.70(9) . . O7 Cu1 O9 86.10(9) . 2_345 O7 Cu1 N2 176.39(11) . . O9 Cu1 O16 173.96(10) 2_345 . O9 Cu1 N2 91.03(10) 2_345 . O5 Cu2 O12 159.64(10) . . O5 Cu2 O11 97.78(10) . . O5 Cu2 N1 92.37(10) . . O12 Cu2 O11 101.60(10) . . O12 Cu2 N1 93.33(10) . . O1 Cu2 O5 84.89(9) 2_676 . O1 Cu2 O12 89.47(10) 2_676 . O1 Cu2 O11 88.39(11) 2_676 . O1 Cu2 N1 177.19(10) 2_676 . N1 Cu2 O11 91.35(10) . . Cu1 O16 H16A 117.1 . . Cu1 O16 H16B 110.3 . . H16A O16 H16B 108.2 . . C20 O7 Cu1 131.9(2) . . C9 O5 Cu2 119.1(2) . . Cu2 O12 H12A 111.1 . . Cu2 O12 H12B 110.9 . . H12A O12 H12B 107.8 . . C27 O9 Cu1 117.9(2) . 2_345 C1 O1 Cu2 132.2(2) . 2_676 Cu2 O11 H11A 109.6 . . Cu2 O11 H11B 109.4 . . H11A O11 H11B 109.0 . . C24 O10 C28 118.7(3) . . C5 O3 C8 118.5(3) . . C18 N2 Cu1 121.7(2) . . C18 N2 C17 115.7(3) . . C17 N2 Cu1 122.6(2) . . C10 N1 Cu2 124.2(2) . . C14 N1 Cu2 119.7(2) . . C14 N1 C10 116.1(3) . . O5 C9 C6 116.1(3) . . O4 C9 O5 124.5(3) . . O4 C9 C6 119.3(3) . . C7 C6 C9 120.6(3) . . C7 C6 C5 119.1(3) . . C5 C6 C9 120.3(3) . . C6 C7 H7 119.4 . . C6 C7 C2 121.2(3) . . C2 C7 H7 119.4 . . C7 C2 C1 120.0(3) . . C7 C2 C3 119.1(3) . . C3 C2 C1 120.9(3) . . O2 C1 O1 125.1(3) . . O2 C1 C2 119.6(3) . . O1 C1 C2 115.3(3) . . C5 C4 H4 120.0 . . C5 C4 C3 119.9(3) . . C3 C4 H4 120.0 . . O7 C20 C21 115.3(3) . . O6 C20 O7 124.7(3) . . O6 C20 C21 120.0(3) . . O3 C5 C6 114.6(3) . . O3 C5 C4 125.3(3) . . C4 C5 C6 120.1(3) . . C2 C3 H3 119.7 . . C4 C3 C2 120.6(3) . . C4 C3 H3 119.7 . . O3 C8 H8A 109.5 . . O3 C8 H8B 109.5 . . O3 C8 H8C 109.5 . . H8A C8 H8B 109.5 . . H8A C8 H8C 109.5 . . H8B C8 H8C 109.5 . . C11 C12 C15 122.9(3) . . C13 C12 C15 121.4(3) . . C13 C12 C11 115.6(3) . . C19 C15 C12 122.6(3) . . C16 C15 C12 122.5(3) . . C16 C15 C19 114.9(3) . . C12 C11 H11 119.8 . . C10 C11 C12 120.4(3) . . C10 C11 H11 119.8 . . N1 C10 C11 123.5(3) . . N1 C10 H10 118.3 . . C11 C10 H10 118.3 . . C15 C19 H19 119.6 . . C18 C19 C15 120.7(3) . . C18 C19 H19 119.6 . . C15 C16 H16 119.4 . . C17 C16 C15 121.2(3) . . C17 C16 H16 119.4 . . C12 C13 H13 119.7 . . C14 C13 C12 120.5(3) . . C14 C13 H13 119.7 . . N2 C18 C19 123.7(3) . . N2 C18 H18 118.2 . . C19 C18 H18 118.2 . . N2 C17 C16 123.8(3) . . N2 C17 H17 118.1 . . C16 C17 H17 118.1 . . N1 C14 C13 123.8(3) . . N1 C14 H14 118.1 . . C13 C14 H14 118.1 . . C26 C25 C27 119.4(3) . . C26 C25 C24 119.4(3) . . C24 C25 C27 121.2(3) . . C26 C21 C20 119.8(3) . . C22 C21 C20 121.7(3) . . C22 C21 C26 118.5(3) . . C25 C26 C21 121.5(3) . . C25 C26 H26 119.2 . . C21 C26 H26 119.2 . . O9 C27 C25 115.8(3) . . O8 C27 O9 124.6(3) . . O8 C27 C25 119.6(3) . . O10 C24 C25 115.3(3) . . O10 C24 C23 125.1(3) . . C23 C24 C25 119.6(3) . . C24 C23 H23 120.2 . . C22 C23 C24 119.7(3) . . C22 C23 H23 120.2 . . C21 C22 H22 119.4 . . C23 C22 C21 121.3(3) . . C23 C22 H22 119.4 . . O10 C28 H28A 109.5 . . O10 C28 H28B 109.5 . . O10 C28 H28C 109.5 . . H28A C28 H28B 109.5 . . H28A C28 H28C 109.5 . . H28B C28 H28C 109.5 . . H13A O13 H13B 109.5 . . H14A O14 H14B 109.5 . . H15A O15 H15B 102.7 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Cu1 O16 1.960(2) . Cu1 O7 1.939(2) . Cu1 O9 1.948(2) 2_345 Cu1 N2 2.021(3) . Cu2 O5 1.955(2) . Cu2 O12 1.980(2) . Cu2 O1 1.937(2) 2_676 Cu2 O11 2.346(3) . Cu2 N1 2.001(3) . O16 H16A 0.7188 . O16 H16B 0.8662 . O7 C20 1.280(4) . O5 C9 1.277(4) . O2 C1 1.243(4) . O12 H12A 0.8752 . O12 H12B 0.8745 . O9 Cu1 1.948(2) 2_345 O9 C27 1.270(4) . O4 C9 1.246(4) . O1 Cu2 1.937(2) 2_676 O1 C1 1.271(4) . O11 H11A 0.8574 . O11 H11B 0.8572 . O6 C20 1.254(4) . O10 C24 1.357(4) . O10 C28 1.427(4) . O3 C5 1.358(4) . O3 C8 1.431(4) . O8 C27 1.230(4) . N2 C18 1.340(4) . N2 C17 1.342(4) . N1 C10 1.347(4) . N1 C14 1.339(4) . C9 C6 1.499(4) . C6 C7 1.386(4) . C6 C5 1.407(4) . C7 H7 0.9300 . C7 C2 1.391(4) . C2 C1 1.502(4) . C2 C3 1.391(4) . C4 H4 0.9300 . C4 C5 1.385(4) . C4 C3 1.390(4) . C20 C21 1.493(4) . C3 H3 0.9300 . C8 H8A 0.9600 . C8 H8B 0.9600 . C8 H8C 0.9600 . C12 C15 1.469(5) . C12 C11 1.396(4) . C12 C13 1.394(4) . C15 C19 1.397(4) . C15 C16 1.386(5) . C11 H11 0.9300 . C11 C10 1.371(5) . C10 H10 0.9300 . C19 H19 0.9300 . C19 C18 1.374(5) . C16 H16 0.9300 . C16 C17 1.366(5) . C13 H13 0.9300 . C13 C14 1.367(4) . C18 H18 0.9300 . C17 H17 0.9300 . C14 H14 0.9300 . C25 C26 1.384(4) . C25 C27 1.502(5) . C25 C24 1.408(4) . C21 C26 1.391(4) . C21 C22 1.392(4) . C26 H26 0.9300 . C24 C23 1.397(4) . C23 H23 0.9300 . C23 C22 1.390(4) . C22 H22 0.9300 . C28 H28A 0.9600 . C28 H28B 0.9600 . C28 H28C 0.9600 . O13 H13A 0.8496 . O13 H13B 0.8499 . O14 H14A 0.8499 . O14 H14B 0.8501 . O15 H15A 0.8499 . O15 H15B 0.8373 . 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 Cu1 O7 C20 O6 13.0(5) . Cu1 O7 C20 C21 -168.4(2) . Cu1 O9 C27 O8 5.2(4) 2_345 Cu1 O9 C27 C25 -172.68(19) 2_345 Cu1 N2 C18 C19 175.8(3) . Cu1 N2 C17 C16 -176.0(3) . Cu2 O5 C9 O4 -9.1(4) . Cu2 O5 C9 C6 170.68(19) . Cu2 O1 C1 O2 -13.7(5) 2_676 Cu2 O1 C1 C2 166.4(2) 2_676 Cu2 N1 C10 C11 177.0(3) . Cu2 N1 C14 C13 -176.7(3) . O16 Cu1 O7 C20 -16.9(3) . O16 Cu1 N2 C18 -168.4(3) . O16 Cu1 N2 C17 8.5(3) . O7 Cu1 N2 C18 53.5(18) . O7 Cu1 N2 C17 -129.6(16) . O7 C20 C21 C26 7.1(5) . O7 C20 C21 C22 -172.1(3) . O5 Cu2 N1 C10 -29.5(3) . O5 Cu2 N1 C14 149.7(3) . O5 C9 C6 C7 -119.7(3) . O5 C9 C6 C5 61.0(4) . O12 Cu2 O5 C9 2.8(4) . O12 Cu2 N1 C10 131.0(3) . O12 Cu2 N1 C14 -49.8(3) . O9 Cu1 O7 C20 158.8(3) 2_345 O9 Cu1 N2 C18 16.2(3) 2_345 O9 Cu1 N2 C17 -167.0(3) 2_345 O4 C9 C6 C7 60.1(4) . O4 C9 C6 C5 -119.2(4) . O1 Cu2 O5 C9 -71.7(2) 2_676 O1 Cu2 N1 C10 -43(2) 2_676 O1 Cu2 N1 C14 136(2) 2_676 O11 Cu2 O5 C9 -159.4(2) . O11 Cu2 N1 C10 -127.3(3) . O11 Cu2 N1 C14 51.9(3) . O6 C20 C21 C26 -174.2(3) . O6 C20 C21 C22 6.5(5) . O10 C24 C23 C22 -178.7(3) . N2 Cu1 O7 C20 121.3(16) . N1 Cu2 O5 C9 108.9(2) . C9 C6 C7 C2 -178.9(3) . C9 C6 C5 O3 -0.3(5) . C9 C6 C5 C4 176.8(3) . C6 C7 C2 C1 -176.3(3) . C6 C7 C2 C3 1.8(5) . C7 C6 C5 O3 -179.6(3) . C7 C6 C5 C4 -2.5(5) . C7 C2 C1 O2 -177.7(3) . C7 C2 C1 O1 2.1(5) . C7 C2 C3 C4 -1.9(5) . C1 C2 C3 C4 176.2(3) . C20 C21 C26 C25 178.9(3) . C20 C21 C22 C23 179.4(3) . C5 C6 C7 C2 0.4(5) . C5 C4 C3 C2 -0.2(5) . C3 C2 C1 O2 4.2(5) . C3 C2 C1 O1 -175.9(3) . C3 C4 C5 O3 179.2(3) . C3 C4 C5 C6 2.4(5) . C8 O3 C5 C6 -175.2(3) . C8 O3 C5 C4 7.8(5) . C12 C15 C19 C18 -177.9(4) . C12 C15 C16 C17 177.6(4) . C12 C11 C10 N1 0.8(6) . C12 C13 C14 N1 -1.5(6) . C15 C12 C11 C10 -177.2(3) . C15 C12 C13 C14 177.6(3) . C15 C19 C18 N2 0.3(6) . C15 C16 C17 N2 0.1(7) . C11 C12 C15 C19 -171.4(3) . C11 C12 C15 C16 10.0(6) . C11 C12 C13 C14 -0.1(5) . C10 N1 C14 C13 2.6(5) . C19 C15 C16 C17 -1.0(6) . C16 C15 C19 C18 0.8(6) . C13 C12 C15 C19 11.1(5) . C13 C12 C15 C16 -167.4(3) . C13 C12 C11 C10 0.4(5) . C18 N2 C17 C16 1.0(6) . C17 N2 C18 C19 -1.2(6) . C14 N1 C10 C11 -2.2(5) . C25 C24 C23 C22 -1.1(5) . C26 C25 C27 O9 115.9(3) . C26 C25 C27 O8 -62.2(4) . C26 C25 C24 O10 177.3(3) . C26 C25 C24 C23 -0.6(5) . C26 C21 C22 C23 0.2(5) . C27 C25 C26 C21 -178.5(3) . C27 C25 C24 O10 -2.1(5) . C27 C25 C24 C23 180.0(3) . C24 C25 C26 C21 2.1(5) . C24 C25 C27 O9 -64.7(4) . C24 C25 C27 O8 117.3(4) . C24 C23 C22 C21 1.3(5) . C22 C21 C26 C25 -1.9(5) . C28 O10 C24 C25 -175.7(3) . C28 O10 C24 C23 2.1(5) .