# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global _audit_creation_date 13-07-13 _audit_creation_method CRYSTALS_ver_14.21 _oxford_structure_analysis_title 'ju449 in P 21/n' _chemical_name_systematic ? _chemical_melting_point ? #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 13.3445(2) _cell_length_b 12.0554(2) _cell_length_c 17.4604(3) _cell_angle_alpha 90 _cell_angle_beta 90.072(2) _cell_angle_gamma 90 _cell_volume 2808.91(8) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C28.50 H33 Cl1 Cu2 N3 O9 # Dc = 1.71 Fooo = 1448.00 Mu = 16.71 M = 724.14 # Found Formula = C16 H36 Cl2 Cu2 N6 O12 # Dc = 1.66 FOOO = 1448.00 Mu = 17.70 M = 702.49 _chemical_formula_sum 'C16 H36 Cl2 Cu2 N6 O12' _chemical_formula_moiety 'C16 H36 Cl2 Cu2 N6 O12' _chemical_compound_source ? _chemical_formula_weight 702.49 _cell_measurement_reflns_used 6647 _cell_measurement_theta_min 3 _cell_measurement_theta_max 29 _cell_measurement_temperature 293 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_min 0.125 _exptl_crystal_size_mid 0.272 _exptl_crystal_size_max 0.432 _exptl_crystal_density_diffrn 1.661 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1448 _exptl_absorpt_coefficient_mu 1.770 # Sheldrick geometric approximatio 0.62 0.80 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; Analytical Absorption (De Meulenaer & Tompa, 1965) ; _exptl_absorpt_correction_T_min 0.60 _exptl_absorpt_correction_T_max 0.80 _diffrn_measurement_device_type 'Oxford Diffraction Gemini' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w/2\q # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'Gemini, (Oxford Diffraction, 2006)' _computing_cell_refinement 'CrysAlis, (Oxford Diffraction, 2002)' _computing_data_reduction 'CrysAlis, (Oxford Diffraction, 2002)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 293 _diffrn_reflns_number 12528 _reflns_number_total 6257 _diffrn_reflns_av_R_equivalents 0.033 # Number of reflections without Friedels Law is 8078 # Number of reflections with Friedels Law is 6257 # Theoretical number of reflections is about 7441 _diffrn_reflns_theta_min 3.259 _diffrn_reflns_theta_max 29.152 _diffrn_measured_fraction_theta_max 0.826 _diffrn_reflns_theta_full 25.244 _diffrn_measured_fraction_theta_full 0.982 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 21 _reflns_limit_h_min -17 _reflns_limit_h_max 17 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 23 _oxford_diffrn_Wilson_B_factor 2.95 _oxford_diffrn_Wilson_scale 0.05 _atom_sites_solution_primary Direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -0.82 _refine_diff_density_max 0.92 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>3.0\s(I) _refine_ls_number_reflns 5262 _refine_ls_number_restraints 68 _refine_ls_number_parameters 344 _oxford_refine_ls_R_factor_ref 0.0585 _refine_ls_wR_factor_ref 0.0638 _refine_ls_goodness_of_fit_ref 1.1359 _refine_ls_shift/su_max 0.0005638 _refine_ls_shift/su_mean 0.0000190 # The values computed from all data _oxford_reflns_number_all 6243 _refine_ls_R_factor_all 0.0663 _refine_ls_wR_factor_all 0.0703 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 5625 _refine_ls_R_factor_gt 0.0607 _refine_ls_wR_factor_gt 0.0650 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment noref # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 23.2 31.0 20.7 14.0 ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens O2 O 0.8742(3) 0.6343(3) 0.6050(2) 0.0474 1.0000 Uani . . . . . . N4 N 0.8253(3) 0.5538(3) 0.6413(2) 0.0349 1.0000 Uani . . . . . . C102 C 0.8773(4) 0.4955(4) 0.6909(3) 0.0375 1.0000 Uani . . . . . . C101 C 0.9842(4) 0.5195(5) 0.7077(4) 0.0520 1.0000 Uani . . . . . . C103 C 0.8188(5) 0.4085(4) 0.7291(3) 0.0434 1.0000 Uani . . . . . . C104 C 0.8681(6) 0.3301(6) 0.7832(4) 0.0665 1.0000 Uani . . . . . . N5 N 0.7249(3) 0.4063(3) 0.7116(3) 0.0437 1.0000 Uani . . . . . . C105 C 0.6480(5) 0.3338(5) 0.7450(4) 0.0575 1.0000 Uani . . . . . . C106 C 0.5580(6) 0.3411(5) 0.6918(4) 0.0632 1.0000 Uani . . . . . . N6 N 0.5393(3) 0.4587(4) 0.6698(3) 0.0433 1.0000 Uani . . . . . . C108 C 0.4652(6) 0.4586(8) 0.6055(5) 0.0734 1.0000 Uani . . . . . . C107 C 0.5003(6) 0.5238(6) 0.7331(5) 0.0729 1.0000 Uani . . . . . . O1 O 0.6194(2) 0.6384(3) 0.5881(2) 0.0409 1.0000 Uani . . . . . . N1 N 0.6703(3) 0.7026(3) 0.5405(2) 0.0313 1.0000 Uani . . . . . . C2 C 0.6205(4) 0.7796(3) 0.5058(3) 0.0354 1.0000 Uani . . . . . . C1 C 0.5130(4) 0.8023(5) 0.5191(4) 0.0503 1.0000 Uani . . . . . . C3 C 0.6822(4) 0.8479(3) 0.4529(3) 0.0396 1.0000 Uani . . . . . . C4 C 0.6349(6) 0.9380(7) 0.4071(5) 0.0736 1.0000 Uani . . . . . . N2 N 0.7742(3) 0.8223(4) 0.4504(3) 0.0427 1.0000 Uani . . . . . . C5 C 0.8515(5) 0.8776(5) 0.4052(4) 0.0533 1.0000 Uani . . . . . . C6 C 0.9426(5) 0.8026(6) 0.4054(4) 0.0588 1.0000 Uani . . . . . . N3 N 0.9586(3) 0.7542(4) 0.4840(3) 0.0429 1.0000 Uani . . . . . . C8 C 1.0303(5) 0.6620(6) 0.4780(5) 0.0697 1.0000 Uani . . . . . . C7 C 0.9981(5) 0.8368(6) 0.5379(4) 0.0658 1.0000 Uani . . . . . . O11 O 0.8115(6) 0.5542(7) 0.4313(6) 0.1133 1.0000 Uani . U . . . . O21 O 0.6912(6) 0.4040(7) 0.5284(4) 0.0989 1.0000 Uani . U . . . . Cl6 Cl 0.25224(19) 0.7869(3) 0.71741(19) 0.1034 1.0000 Uani D U . . . . O61 O 0.2331(11) 0.6829(9) 0.7041(10) 0.1757 1.0000 Uani D U . . . . O64 O 0.2147(10) 0.7908(10) 0.7868(6) 0.1601 1.0000 Uani D U . . . . O63 O 0.1959(8) 0.8494(10) 0.6719(6) 0.1373 1.0000 Uani D U . . . . O62 O 0.3497(6) 0.7921(10) 0.7077(9) 0.1549 1.0000 Uani D U . . . . Cl7 Cl 0.74254(11) 1.09166(13) 0.60427(9) 0.0561 1.0000 Uani D U . . . . O72 O 0.7872(7) 0.9933(7) 0.5883(6) 0.1163 1.0000 Uani D U . . . . O73 O 0.7936(7) 1.1338(8) 0.6665(5) 0.1209 1.0000 Uani D U . . . . O74 O 0.7463(8) 1.1610(9) 0.5450(6) 0.1310 1.0000 Uani D U . . . . O71 O 0.6452(4) 1.0767(7) 0.6276(5) 0.0967 1.0000 Uani D U . . . . Cu1 Cu 0.81830(4) 0.70770(4) 0.51989(3) 0.0356 1.0000 Uani . U . . . . Cu2 Cu 0.67873(5) 0.51791(4) 0.64025(3) 0.0368 1.0000 Uani . U . . . . H1013 H 1.0095 0.4635 0.7423 0.0783 1.0000 Uiso . . . . . . H1011 H 0.9899 0.5909 0.7316 0.0780 1.0000 Uiso . . . . . . H1012 H 1.0221 0.5181 0.6620 0.0779 1.0000 Uiso . . . . . . H1041 H 0.8227 0.2694 0.7936 0.1000 1.0000 Uiso . . . . . . H1043 H 0.8843 0.3663 0.8300 0.1001 1.0000 Uiso . . . . . . H1042 H 0.9285 0.2995 0.7618 0.1001 1.0000 Uiso . . . . . . H1052 H 0.6289 0.3601 0.7953 0.0688 1.0000 Uiso . . . . . . H1051 H 0.6700 0.2580 0.7479 0.0695 1.0000 Uiso . . . . . . H1062 H 0.4981 0.3114 0.7168 0.0762 1.0000 Uiso . . . . . . H1061 H 0.5726 0.2974 0.6462 0.0760 1.0000 Uiso . . . . . . H1082 H 0.4513 0.5337 0.5904 0.1111 1.0000 Uiso . . . . . . H1081 H 0.4038 0.4243 0.6218 0.1109 1.0000 Uiso . . . . . . H1083 H 0.4922 0.4182 0.5632 0.1109 1.0000 Uiso . . . . . . H1072 H 0.4701 0.5898 0.7124 0.1097 1.0000 Uiso . . . . . . H1073 H 0.5521 0.5443 0.7676 0.1101 1.0000 Uiso . . . . . . H1071 H 0.4500 0.4820 0.7593 0.1101 1.0000 Uiso . . . . . . H13 H 0.4814 0.8211 0.4714 0.0761 1.0000 Uiso . . . . . . H11 H 0.5048 0.8632 0.5535 0.0760 1.0000 Uiso . . . . . . H12 H 0.4819 0.7372 0.5392 0.0757 1.0000 Uiso . . . . . . H41 H 0.6811 1.0005 0.4035 0.1129 1.0000 Uiso . . . . . . H43 H 0.5739 0.9643 0.4309 0.1125 1.0000 Uiso . . . . . . H42 H 0.6206 0.9133 0.3562 0.1133 1.0000 Uiso . . . . . . H52 H 0.8667 0.9494 0.4288 0.0664 1.0000 Uiso . . . . . . H51 H 0.8287 0.8902 0.3535 0.0661 1.0000 Uiso . . . . . . H62 H 1.0016 0.8414 0.3880 0.0710 1.0000 Uiso . . . . . . H61 H 0.9274 0.7411 0.3705 0.0706 1.0000 Uiso . . . . . . H82 H 1.0416 0.6313 0.5277 0.1048 1.0000 Uiso . . . . . . H81 H 1.0922 0.6903 0.4564 0.1051 1.0000 Uiso . . . . . . H83 H 1.0037 0.6045 0.4443 0.1051 1.0000 Uiso . . . . . . H72 H 1.0095 0.8027 0.5867 0.0977 1.0000 Uiso . . . . . . H73 H 1.0602 0.8670 0.5185 0.0979 1.0000 Uiso . . . . . . H71 H 0.9510 0.8964 0.5442 0.0980 1.0000 Uiso . . . . . . H211 H 0.7217 0.3338 0.5413 0.1192 1.0000 Uiso . . . . . . H212 H 0.7328 0.4389 0.4908 0.1192 1.0000 Uiso . . . . . . H111 H 0.8749 0.5394 0.4095 0.1378 1.0000 Uiso . . . . . . H113 H 0.7664 0.5736 0.3878 0.1378 1.0000 Uiso . . . . . . 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 O2 0.0297(16) 0.062(2) 0.051(2) 0.0225(16) -0.0002(14) -0.0078(15) N4 0.0279(15) 0.0459(17) 0.0307(16) 0.0059(13) 0.0005(17) 0.0007(15) C102 0.042(2) 0.040(2) 0.030(2) -0.0005(16) 0.0039(18) 0.0105(18) C101 0.039(2) 0.067(3) 0.050(3) 0.011(2) -0.006(2) 0.012(2) C103 0.050(2) 0.047(2) 0.034(2) 0.0017(17) 0.000(2) 0.009(2) C104 0.080(4) 0.067(4) 0.052(3) 0.022(3) -0.013(3) 0.003(3) N5 0.045(2) 0.040(2) 0.046(2) 0.0115(17) 0.0078(17) -0.0002(17) C105 0.069(4) 0.041(3) 0.062(4) 0.013(2) 0.015(3) -0.010(2) C106 0.078(4) 0.046(3) 0.066(4) -0.004(3) 0.014(3) -0.012(3) N6 0.039(2) 0.041(2) 0.050(2) -0.0019(17) 0.0090(18) -0.0073(16) C108 0.057(4) 0.087(5) 0.076(5) 0.007(4) -0.001(3) -0.025(4) C107 0.064(4) 0.069(4) 0.085(5) -0.027(4) 0.038(4) -0.015(3) O1 0.0268(14) 0.0413(16) 0.055(2) 0.0070(14) 0.0071(13) 0.0022(12) N1 0.0267(15) 0.0315(15) 0.0356(17) 0.0002(12) 0.0018(14) 0.0000(13) C2 0.039(2) 0.0304(18) 0.037(2) -0.0008(15) -0.0016(17) 0.0027(16) C1 0.041(2) 0.054(3) 0.056(3) 0.000(2) -0.003(2) 0.018(2) C3 0.046(2) 0.036(2) 0.0370(19) 0.0023(15) -0.001(2) 0.008(2) C4 0.071(4) 0.067(4) 0.083(5) 0.032(4) 0.000(4) 0.024(3) N2 0.045(2) 0.0397(19) 0.043(2) 0.0079(17) 0.0021(17) -0.0016(17) C5 0.057(3) 0.050(3) 0.053(3) 0.017(2) 0.008(2) -0.003(2) C6 0.047(3) 0.072(4) 0.058(3) 0.021(3) 0.013(3) -0.008(3) N3 0.0317(18) 0.047(2) 0.050(2) 0.0053(19) 0.0070(17) -0.0025(16) C8 0.050(3) 0.064(4) 0.095(5) 0.003(4) 0.030(3) 0.004(3) C7 0.049(3) 0.072(4) 0.077(4) -0.010(3) 0.008(3) -0.017(3) O11 0.087(4) 0.103(4) 0.150(6) -0.020(4) 0.029(5) 0.000(4) O21 0.096(4) 0.119(5) 0.082(4) 0.001(3) 0.004(4) 0.006(4) Cl6 0.0727(12) 0.1177(18) 0.1197(19) 0.0577(16) 0.0108(13) 0.0122(12) O61 0.155(8) 0.184(8) 0.188(9) -0.008(8) -0.005(8) 0.000(8) O64 0.139(7) 0.198(8) 0.144(7) 0.058(6) 0.029(6) 0.044(6) O63 0.111(5) 0.151(6) 0.150(7) 0.045(6) -0.012(5) 0.020(5) O62 0.109(6) 0.181(8) 0.175(8) 0.028(7) 0.000(6) 0.018(6) Cl7 0.0432(6) 0.0610(7) 0.0640(8) 0.0021(6) 0.0085(6) 0.0004(5) O72 0.119(6) 0.100(4) 0.129(6) -0.029(4) 0.012(5) 0.032(4) O73 0.105(5) 0.123(5) 0.134(6) -0.041(5) -0.010(5) 0.008(4) O74 0.124(5) 0.141(6) 0.128(6) 0.058(5) 0.023(5) -0.013(5) O71 0.052(3) 0.118(5) 0.120(5) 0.031(4) 0.019(3) -0.012(3) Cu1 0.0277(2) 0.0400(3) 0.0389(3) 0.00943(19) 0.0028(2) -0.0010(2) Cu2 0.0291(2) 0.0370(3) 0.0442(3) 0.0098(2) 0.0065(2) 0.0001(2) _refine_ls_extinction_method None _oxford_refine_ls_scale 3.007(9) loop_ _oxford_twin_element_scale_factors 0.6488(15) 0.3512(15) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O2 . N4 . 1.330(5) yes O2 . Cu1 . 1.883(4) yes N4 . C102 . 1.313(6) yes N4 . Cu2 . 2.003(4) yes C102 . C101 . 1.484(8) yes C102 . C103 . 1.469(7) yes C101 . H1013 . 0.967 no C101 . H1011 . 0.959 no C101 . H1012 . 0.946 no C103 . C104 . 1.489(8) yes C103 . N5 . 1.289(8) yes C104 . H1041 . 0.968 no C104 . H1043 . 0.950 no C104 . H1042 . 0.962 no N5 . C105 . 1.470(7) yes N5 . Cu2 . 1.934(4) yes C105 . C106 . 1.520(11) yes C105 . H1052 . 0.968 no C105 . H1051 . 0.961 no C106 . N6 . 1.490(8) yes C106 . H1062 . 0.978 no C106 . H1061 . 0.974 no N6 . C108 . 1.495(10) yes N6 . C107 . 1.452(8) yes N6 . Cu2 . 2.060(4) yes C108 . H1082 . 0.961 no C108 . H1081 . 0.961 no C108 . H1083 . 0.955 no C107 . H1072 . 0.963 no C107 . H1073 . 0.948 no C107 . H1071 . 0.957 no O1 . N1 . 1.324(5) yes O1 . Cu2 . 1.888(3) yes N1 . C2 . 1.292(6) yes N1 . Cu1 . 2.009(4) yes C2 . C1 . 1.480(7) yes C2 . C3 . 1.486(7) yes C1 . H13 . 0.961 no C1 . H11 . 0.955 no C1 . H12 . 0.954 no C3 . C4 . 1.489(7) yes C3 . N2 . 1.267(7) yes C4 . H41 . 0.976 no C4 . H43 . 0.967 no C4 . H42 . 0.956 no N2 . C5 . 1.461(7) yes N2 . Cu1 . 1.931(4) yes C5 . C6 . 1.515(9) yes C5 . H52 . 0.979 no C5 . H51 . 0.963 no C6 . N3 . 1.507(8) yes C6 . H62 . 0.966 no C6 . H61 . 0.979 no N3 . C8 . 1.471(8) yes N3 . C7 . 1.468(8) yes N3 . Cu1 . 2.053(4) yes C8 . H82 . 0.955 no C8 . H81 . 0.971 no C8 . H83 . 0.975 no C7 . Cu1 . 2.877(6) yes C7 . H72 . 0.957 no C7 . H73 . 0.967 no C7 . H71 . 0.960 no O11 . Cu1 . 2.413(8) yes O11 . H111 . 0.945 no O11 . H113 . 0.996 no O21 . Cu2 . 2.394(7) yes O21 . H211 . 0.966 no O21 . H212 . 0.957 no Cl6 . O61 . 1.300(9) yes Cl6 . O64 . 1.312(8) yes Cl6 . O63 . 1.328(7) yes Cl6 . O62 . 1.314(8) yes Cl7 . O72 . 1.356(6) yes Cl7 . O73 . 1.379(7) yes Cl7 . O74 . 1.331(7) yes Cl7 . O71 . 1.373(5) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N4 . O2 . Cu1 . 121.6(3) yes O2 . N4 . C102 . 116.5(4) yes O2 . N4 . Cu2 . 129.2(3) yes C102 . N4 . Cu2 . 113.9(3) yes N4 . C102 . C101 . 122.2(5) yes N4 . C102 . C103 . 113.6(5) yes C101 . C102 . C103 . 124.1(4) yes C102 . C101 . H1013 . 108.8 no C102 . C101 . H1011 . 109.7 no H1013 . C101 . H1011 . 109.0 no C102 . C101 . H1012 . 110.2 no H1013 . C101 . H1012 . 109.2 no H1011 . C101 . H1012 . 110.0 no C102 . C103 . C104 . 120.4(6) yes C102 . C103 . N5 . 115.1(4) yes C104 . C103 . N5 . 124.5(5) yes C103 . C104 . H1041 . 108.8 no C103 . C104 . H1043 . 110.7 no H1041 . C104 . H1043 . 109.1 no C103 . C104 . H1042 . 111.5 no H1041 . C104 . H1042 . 108.0 no H1043 . C104 . H1042 . 108.7 no C103 . N5 . C105 . 126.7(5) yes C103 . N5 . Cu2 . 116.6(3) yes C105 . N5 . Cu2 . 116.6(4) yes N5 . C105 . C106 . 105.9(5) yes N5 . C105 . H1052 . 110.4 no C106 . C105 . H1052 . 109.1 no N5 . C105 . H1051 . 111.9 no C106 . C105 . H1051 . 109.2 no H1052 . C105 . H1051 . 110.2 no C105 . C106 . N6 . 110.2(5) yes C105 . C106 . H1062 . 110.6 no N6 . C106 . H1062 . 109.0 no C105 . C106 . H1061 . 108.0 no N6 . C106 . H1061 . 109.8 no H1062 . C106 . H1061 . 109.3 no C106 . N6 . C108 . 107.6(5) yes C106 . N6 . C107 . 112.2(5) yes C108 . N6 . C107 . 109.6(6) yes C106 . N6 . Cu2 . 104.1(4) yes C108 . N6 . Cu2 . 114.1(4) yes C107 . N6 . Cu2 . 109.1(4) yes N6 . C108 . H1082 . 109.5 no N6 . C108 . H1081 . 109.9 no H1082 . C108 . H1081 . 108.8 no N6 . C108 . H1083 . 109.4 no H1082 . C108 . H1083 . 109.9 no H1081 . C108 . H1083 . 109.4 no N6 . C107 . H1072 . 108.1 no N6 . C107 . H1073 . 111.3 no H1072 . C107 . H1073 . 109.1 no N6 . C107 . H1071 . 109.3 no H1072 . C107 . H1071 . 108.7 no H1073 . C107 . H1071 . 110.3 no N1 . O1 . Cu2 . 122.5(3) yes O1 . N1 . C2 . 116.8(4) yes O1 . N1 . Cu1 . 129.5(3) yes C2 . N1 . Cu1 . 113.5(3) yes N1 . C2 . C1 . 123.8(4) yes N1 . C2 . C3 . 113.9(4) yes C1 . C2 . C3 . 122.2(4) yes C2 . C1 . H13 . 109.4 no C2 . C1 . H11 . 110.7 no H13 . C1 . H11 . 108.2 no C2 . C1 . H12 . 109.2 no H13 . C1 . H12 . 108.8 no H11 . C1 . H12 . 110.5 no C2 . C3 . C4 . 120.2(5) yes C2 . C3 . N2 . 115.1(4) yes C4 . C3 . N2 . 124.7(5) yes C3 . C4 . H41 . 109.3 no C3 . C4 . H43 . 111.4 no H41 . C4 . H43 . 107.9 no C3 . C4 . H42 . 110.9 no H41 . C4 . H42 . 107.8 no H43 . C4 . H42 . 109.5 no C3 . N2 . C5 . 126.4(5) yes C3 . N2 . Cu1 . 116.5(3) yes C5 . N2 . Cu1 . 116.8(4) yes N2 . C5 . C6 . 107.0(4) yes N2 . C5 . H52 . 108.8 no C6 . C5 . H52 . 111.2 no N2 . C5 . H51 . 110.8 no C6 . C5 . H51 . 110.3 no H52 . C5 . H51 . 108.7 no C5 . C6 . N3 . 110.2(5) yes C5 . C6 . H62 . 111.4 no N3 . C6 . H62 . 111.1 no C5 . C6 . H61 . 106.6 no N3 . C6 . H61 . 107.6 no H62 . C6 . H61 . 109.8 no C6 . N3 . C8 . 108.6(5) yes C6 . N3 . C7 . 111.9(5) yes C8 . N3 . C7 . 109.0(5) yes C6 . N3 . Cu1 . 104.8(3) yes C8 . N3 . Cu1 . 114.1(4) yes C7 . N3 . Cu1 . 108.5(4) yes N3 . C8 . H82 . 109.3 no N3 . C8 . H81 . 108.4 no H82 . C8 . H81 . 110.8 no N3 . C8 . H83 . 110.1 no H82 . C8 . H83 . 109.2 no H81 . C8 . H83 . 108.9 no N3 . C7 . Cu1 . 42.6(2) yes N3 . C7 . H72 . 109.6 no Cu1 . C7 . H72 . 89.8 no N3 . C7 . H73 . 109.7 no Cu1 . C7 . H73 . 151.6 no H72 . C7 . H73 . 109.8 no N3 . C7 . H71 . 110.2 no Cu1 . C7 . H71 . 82.6 no H72 . C7 . H71 . 108.8 no H73 . C7 . H71 . 108.6 no Cu1 . O11 . H111 . 111.7 no Cu1 . O11 . H113 . 109.3 no H111 . O11 . H113 . 106.1 no Cu2 . O21 . H211 . 109.9 no Cu2 . O21 . H212 . 110.4 no H211 . O21 . H212 . 107.6 no O61 . Cl6 . O64 . 97.2(10) yes O61 . Cl6 . O63 . 109.2(10) yes O64 . Cl6 . O63 . 108.3(8) yes O61 . Cl6 . O62 . 102.6(9) yes O64 . Cl6 . O62 . 119.8(10) yes O63 . Cl6 . O62 . 117.1(8) yes O72 . Cl7 . O73 . 105.5(6) yes O72 . Cl7 . O74 . 111.9(7) yes O73 . Cl7 . O74 . 111.2(7) yes O72 . Cl7 . O71 . 111.2(6) yes O73 . Cl7 . O71 . 106.3(6) yes O74 . Cl7 . O71 . 110.5(6) yes O11 . Cu1 . N3 . 92.7(2) yes O11 . Cu1 . N1 . 93.2(2) yes N3 . Cu1 . N1 . 163.78(16) yes O11 . Cu1 . N2 . 97.7(3) yes N3 . Cu1 . N2 . 83.70(18) yes N1 . Cu1 . N2 . 80.54(16) yes O11 . Cu1 . O2 . 99.2(3) yes N3 . Cu1 . O2 . 90.50(16) yes N1 . Cu1 . O2 . 103.45(14) yes N2 . Cu1 . O2 . 162.32(19) yes O11 . Cu1 . C7 . 121.0(2) yes N3 . Cu1 . C7 . 28.9(2) yes N1 . Cu1 . C7 . 144.79(18) yes N2 . Cu1 . C7 . 86.3(2) yes O2 . Cu1 . C7 . 80.7(2) yes O21 . Cu2 . N6 . 94.0(2) yes O21 . Cu2 . N4 . 93.6(2) yes N6 . Cu2 . N4 . 162.78(17) yes O21 . Cu2 . N5 . 96.0(2) yes N6 . Cu2 . N5 . 83.38(19) yes N4 . Cu2 . N5 . 80.45(17) yes O21 . Cu2 . O1 . 94.4(2) yes N6 . Cu2 . O1 . 90.50(16) yes N4 . Cu2 . O1 . 104.32(14) yes N5 . Cu2 . O1 . 168.23(18) yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_site_symmetry_D _geom_hbond_atom_site_label_H _geom_hbond_site_symmetry_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_angle_DHA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_publ_flag C107 . H1073 . O73 3_646 165.4 0.948 2.593 3.518(9) yes C7 . H71 . O72 . 157.1 0.960 2.597 3.502(9) yes O21 . H211 . O74 1_545 159.7 0.966 2.110 3.035(9) yes O21 . H212 . O11 . 162.4 0.957 2.029 2.955(9) yes O11 . H113 . O64 4_564 149.0 0.996 2.502 3.395(9) yes _iucr_refine_instruction_details_constraints ; # # Punched on 13/07/13 at 14:46:19 # #LIST 12 BLOCK SCALE X'S, U'S SUMFIX ELEMENT SCALES END ; _iucr_refine_instruction_details_restraints ; # # Punched on 13/07/13 at 14:46:19 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) DISTANCE 1.300000 , 0.010000 = CL(6) TO O(61) DISTANCE 1.300000 , 0.010000 = CL(6) TO O(62) DISTANCE 1.300000 , 0.010000 = CL(6) TO O(63) DISTANCE 1.300000 , 0.010000 = CL(6) TO O(64) DISTANCE 1.300000 , 0.010000 = CL(7) TO O(71) DISTANCE 1.300000 , 0.010000 = CL(7) TO O(72) DISTANCE 1.300000 , 0.010000 = CL(7) TO O(73) DISTANCE 1.300000 , 0.010000 = CL(7) TO O(74) U(IJ)'S 0.0, 0.010000 = O(21) TO CU(2) U(IJ)'S 0.0, 0.010000 = O(11) TO CU(1) U(IJ)'S 0.0, 0.010000 = CL(6) TO O(61) U(IJ)'S 0.0, 0.010000 = CL(6) TO O(62) U(IJ)'S 0.0, 0.010000 = CL(6) TO O(63) U(IJ)'S 0.0, 0.010000 = CL(6) TO O(64) U(IJ)'S 0.0, 0.010000 = CL(7) TO O(71) U(IJ)'S 0.0, 0.010000 = CL(7) TO O(72) U(IJ)'S 0.0, 0.010000 = CL(7) TO O(73) U(IJ)'S 0.0, 0.010000 = CL(7) TO O(74) END ; _database_code_depnum_ccdc_archive 'CCDC 929096' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_ju472 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H16 Cu N3 O 1+, Cu2 S3 C3 N3 1-, O0.25' _chemical_formula_sum 'C11 H16 Cu3 N6 O1.25 S3' _chemical_formula_weight 539.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.655(2) _cell_length_b 10.8310(12) _cell_length_c 14.2500(10) _cell_angle_alpha 90.00 _cell_angle_beta 105.53(2) _cell_angle_gamma 90.00 _cell_volume 2030.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 245 _cell_measurement_theta_min 12.5 _cell_measurement_theta_max 40.0 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.763 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1076 _exptl_absorpt_coefficient_mu 6.646 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.1318 _exptl_absorpt_correction_T_max 0.3776 _exptl_absorpt_process_details ; Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56 Cubic fit to sin(theta)/lambda - 24 parameters ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54180 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Kappa-CCD _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3968 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.0745 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 5.20 _diffrn_reflns_theta_max 58.00 _reflns_number_total 2732 _reflns_number_gt 1543 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Nonius, Supergui' _computing_cell_refinement 'Denzo (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELX97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELX97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep3 for Windows (Farrugia,1997)' _computing_publication_material 'Wingx Version 2013.2 (Farrugia, 2012)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0724P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2732 _refine_ls_number_parameters 227 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0796 _refine_ls_R_factor_gt 0.0445 _refine_ls_wR_factor_ref 0.1227 _refine_ls_wR_factor_gt 0.1149 _refine_ls_goodness_of_fit_ref 0.953 _refine_ls_restrained_S_all 0.953 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.12923(11) 0.44533(12) 0.51211(10) 0.0781(6) Uani 1 1 d . . . O1 O 0.0141(6) 0.3438(6) 0.4938(5) 0.084(2) Uani 1 1 d . . . N1 N 0.0769(8) 0.6182(8) 0.5004(5) 0.068(2) Uani 1 1 d . . . N2 N 0.2500(7) 0.5324(11) 0.5061(5) 0.077(3) Uani 1 1 d . . . N3 N 0.2225(7) 0.2906(7) 0.5199(6) 0.076(2) Uani 1 1 d . . . C1 C 0.1223(8) 0.8409(9) 0.5019(7) 0.100(4) Uani 1 1 d . . . H1A H 0.0580 0.8585 0.4564 0.150 Uiso 1 1 calc R . . H1B H 0.1746 0.8883 0.4851 0.150 Uiso 1 1 calc R . . H1C H 0.1193 0.8624 0.5664 0.150 Uiso 1 1 calc R . . C2 C 0.1460(12) 0.7032(11) 0.4981(6) 0.077(3) Uani 1 1 d . . . C3 C 0.2417(9) 0.6493(14) 0.4925(7) 0.073(3) Uani 1 1 d . . . C4 C 0.3183(9) 0.7331(10) 0.4724(8) 0.111(4) Uani 1 1 d . . . H4A H 0.3360 0.7946 0.5226 0.166 Uiso 1 1 calc R . . H4B H 0.2911 0.7726 0.4105 0.166 Uiso 1 1 calc R . . H4C H 0.3778 0.6869 0.4708 0.166 Uiso 1 1 calc R . . C5 C 0.3382(9) 0.4584(11) 0.5045(8) 0.092(3) Uani 1 1 d . . . H5A H 0.4003 0.5010 0.5376 0.111 Uiso 1 1 calc R . . H5B H 0.3396 0.4419 0.4379 0.111 Uiso 1 1 calc R . . C6 C 0.3281(10) 0.3397(10) 0.5563(8) 0.090(3) Uani 1 1 d . . . H6A H 0.3762 0.2795 0.5449 0.108 Uiso 1 1 calc R . . H6B H 0.3434 0.3545 0.6258 0.108 Uiso 1 1 calc R . . C7 C 0.2072(8) 0.1959(9) 0.5890(8) 0.100(4) Uani 1 1 d . . . H7A H 0.2578 0.1327 0.5954 0.150 Uiso 1 1 calc R . . H7B H 0.1409 0.1602 0.5653 0.150 Uiso 1 1 calc R . . H7C H 0.2131 0.2333 0.6514 0.150 Uiso 1 1 calc R . . C8 C 0.2058(9) 0.2343(9) 0.4199(8) 0.105(4) Uani 1 1 d . . . H8A H 0.2222 0.2939 0.3766 0.157 Uiso 1 1 calc R . . H8B H 0.1359 0.2101 0.3957 0.157 Uiso 1 1 calc R . . H8C H 0.2486 0.1632 0.4238 0.157 Uiso 1 1 calc R . . Cu2 Cu 0.03723(12) 0.59425(14) 0.73402(11) 0.0964(7) Uani 1 1 d . . . Cu3 Cu 0.42762(13) 0.75473(15) 0.74110(12) 0.1058(7) Uani 1 1 d . . . S1 S 0.4364(2) 1.1781(3) 0.8052(2) 0.1038(11) Uani 1 1 d . . . S2 S 0.1640(2) 0.4690(3) 0.71943(19) 0.0883(9) Uani 1 1 d . . . S3 S 0.1092(2) 1.0161(3) 0.7567(2) 0.1001(11) Uani 1 1 d . . . C11 C 0.4378(9) 1.0296(13) 0.7822(8) 0.088(4) Uani 1 1 d . . . C12 C 0.2581(10) 0.5741(12) 0.7324(7) 0.085(4) Uani 1 1 d . . . C13 C 0.0838(9) 0.8701(12) 0.7529(7) 0.080(3) Uani 1 1 d . . . N11 N 0.4362(8) 0.9261(10) 0.7670(8) 0.110(4) Uani 1 1 d . . . N12 N 0.3236(8) 0.6430(10) 0.7407(8) 0.106(4) Uani 1 1 d . . . N13 N 0.0670(7) 0.7655(9) 0.7504(6) 0.095(3) Uani 1 1 d . . . O1W O 0.5000 1.0000 0.5000 0.194(14) Uani 0.50 2 d SP . . 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 0.0922(12) 0.0648(10) 0.0790(11) -0.0064(8) 0.0258(9) -0.0072(9) O1 0.096(6) 0.059(5) 0.096(5) -0.011(4) 0.026(5) -0.009(5) N1 0.070(7) 0.074(7) 0.063(6) -0.012(4) 0.019(5) -0.002(6) N2 0.103(9) 0.071(7) 0.059(6) -0.004(5) 0.027(5) -0.017(7) N3 0.081(7) 0.066(6) 0.077(7) -0.008(5) 0.018(5) -0.003(5) C1 0.133(10) 0.059(8) 0.106(9) -0.006(7) 0.029(7) -0.035(8) C2 0.088(11) 0.096(10) 0.046(7) -0.001(6) 0.017(6) -0.045(10) C3 0.063(10) 0.104(11) 0.058(7) 0.002(7) 0.028(7) -0.019(10) C4 0.113(10) 0.112(10) 0.110(10) 0.014(7) 0.038(8) -0.027(8) C5 0.089(10) 0.087(9) 0.111(10) -0.016(8) 0.045(8) 0.002(8) C6 0.105(11) 0.065(8) 0.099(9) 0.003(7) 0.028(8) 0.005(8) C7 0.116(10) 0.075(8) 0.111(9) 0.031(7) 0.035(8) 0.006(7) C8 0.127(10) 0.093(9) 0.087(9) -0.021(7) 0.016(8) 0.010(7) Cu2 0.1274(15) 0.0793(12) 0.0836(12) -0.0058(9) 0.0301(10) -0.0055(10) Cu3 0.1170(15) 0.1005(14) 0.1013(14) -0.0154(10) 0.0317(11) -0.0113(12) S1 0.112(3) 0.087(2) 0.123(3) 0.0089(19) 0.048(2) 0.0088(19) S2 0.118(2) 0.073(2) 0.078(2) 0.0013(15) 0.0342(18) -0.009(2) S3 0.122(3) 0.075(2) 0.106(2) 0.0054(17) 0.037(2) -0.0069(19) C11 0.086(9) 0.088(10) 0.101(9) 0.000(8) 0.042(7) -0.003(9) C12 0.109(12) 0.101(12) 0.042(7) -0.005(7) 0.015(8) 0.032(9) C13 0.090(9) 0.079(10) 0.072(8) 0.000(8) 0.026(7) 0.002(8) N11 0.120(9) 0.082(8) 0.133(9) -0.003(7) 0.044(7) 0.006(8) N12 0.106(9) 0.108(9) 0.106(8) -0.036(7) 0.032(7) -0.029(7) N13 0.118(8) 0.078(7) 0.091(7) -0.004(6) 0.030(6) -0.007(7) O1W 0.17(2) 0.112(19) 0.24(3) 0.079(19) -0.06(2) -0.106(19) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.879(7) . ? Cu1 N2 1.922(8) . ? Cu1 N1 1.995(8) . ? Cu1 N3 2.090(8) . ? Cu1 S2 2.875(3) . ? O1 N1 1.333(9) 3_566 ? N1 C2 1.325(11) . ? N1 O1 1.333(9) 3_566 ? N2 C3 1.281(12) . ? N2 C5 1.452(11) . ? N3 C7 1.474(11) . ? N3 C6 1.494(12) . ? N3 C8 1.510(11) . ? C1 C2 1.531(14) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.452(13) . ? C3 C4 1.471(13) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.507(12) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? Cu2 N13 1.900(10) . ? Cu2 S3 2.208(3) 2_546 ? Cu2 S2 2.253(3) . ? Cu3 N12 1.864(10) . ? Cu3 N11 1.890(11) . ? Cu3 S1 2.286(3) 2_646 ? S1 C11 1.642(14) . ? S1 Cu3 2.286(3) 2_656 ? S2 C12 1.690(14) . ? S3 C13 1.617(13) . ? S3 Cu2 2.208(3) 2_556 ? C11 N11 1.140(11) . ? C12 N12 1.146(13) . ? C13 N13 1.154(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 N2 167.8(3) . . ? O1 Cu1 N1 105.7(3) . . ? N2 Cu1 N1 80.1(4) . . ? O1 Cu1 N3 90.7(4) . . ? N2 Cu1 N3 83.0(4) . . ? N1 Cu1 N3 163.1(4) . . ? O1 Cu1 S2 95.6(2) . . ? N2 Cu1 S2 95.4(2) . . ? N1 Cu1 S2 87.7(2) . . ? N3 Cu1 S2 94.9(2) . . ? N1 O1 Cu1 124.7(6) 3_566 . ? C2 N1 O1 118.0(9) . 3_566 ? C2 N1 Cu1 114.4(8) . . ? O1 N1 Cu1 127.2(7) 3_566 . ? C3 N2 C5 125.7(10) . . ? C3 N2 Cu1 116.7(8) . . ? C5 N2 Cu1 117.0(7) . . ? C7 N3 C6 108.2(8) . . ? C7 N3 C8 109.7(8) . . ? C6 N3 C8 111.0(8) . . ? C7 N3 Cu1 113.6(6) . . ? C6 N3 Cu1 104.5(6) . . ? C8 N3 Cu1 109.7(6) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 112.3(11) . . ? N1 C2 C1 121.1(11) . . ? C3 C2 C1 126.5(12) . . ? N2 C3 C2 115.7(10) . . ? N2 C3 C4 126.9(12) . . ? C2 C3 C4 117.4(13) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 106.2(9) . . ? N2 C5 H5A 110.5 . . ? C6 C5 H5A 110.5 . . ? N2 C5 H5B 110.5 . . ? C6 C5 H5B 110.5 . . ? H5A C5 H5B 108.7 . . ? N3 C6 C5 109.9(9) . . ? N3 C6 H6A 109.7 . . ? C5 C6 H6A 109.7 . . ? N3 C6 H6B 109.7 . . ? C5 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 H8A 109.5 . . ? N3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N13 Cu2 S3 122.3(3) . 2_546 ? N13 Cu2 S2 117.1(3) . . ? S3 Cu2 S2 120.37(13) 2_546 . ? N12 Cu3 N11 130.2(5) . . ? N12 Cu3 S1 116.1(3) . 2_646 ? N11 Cu3 S1 113.6(3) . 2_646 ? C11 S1 Cu3 104.1(4) . 2_656 ? C12 S2 Cu2 99.5(4) . . ? C12 S2 Cu1 94.8(4) . . ? Cu2 S2 Cu1 103.23(12) . . ? C13 S3 Cu2 100.8(4) . 2_556 ? N11 C11 S1 178.0(12) . . ? N12 C12 S2 178.2(12) . . ? N13 C13 S3 179.1(12) . . ? C11 N11 Cu3 177.6(11) . . ? C12 N12 Cu3 174.5(11) . . ? C13 N13 Cu2 174.9(10) . . ? 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 N2 Cu1 O1 N1 -133.6(18) . . . 3_566 ? N1 Cu1 O1 N1 -16.7(8) . . . 3_566 ? N3 Cu1 O1 N1 167.5(7) . . . 3_566 ? S2 Cu1 O1 N1 72.4(6) . . . 3_566 ? O1 Cu1 N1 C2 -171.3(6) . . . . ? N2 Cu1 N1 C2 -2.3(6) . . . . ? N3 Cu1 N1 C2 -5.7(15) . . . . ? S2 Cu1 N1 C2 93.6(6) . . . . ? O1 Cu1 N1 O1 17.2(9) . . . 3_566 ? N2 Cu1 N1 O1 -173.8(7) . . . 3_566 ? N3 Cu1 N1 O1 -177.2(9) . . . 3_566 ? S2 Cu1 N1 O1 -77.9(7) . . . 3_566 ? O1 Cu1 N2 C3 115.4(19) . . . . ? N1 Cu1 N2 C3 -3.9(7) . . . . ? N3 Cu1 N2 C3 175.1(8) . . . . ? S2 Cu1 N2 C3 -90.6(7) . . . . ? O1 Cu1 N2 C5 -57(2) . . . . ? N1 Cu1 N2 C5 -176.0(7) . . . . ? N3 Cu1 N2 C5 3.0(7) . . . . ? S2 Cu1 N2 C5 97.3(6) . . . . ? O1 Cu1 N3 C7 -50.6(7) . . . . ? N2 Cu1 N3 C7 139.9(7) . . . . ? N1 Cu1 N3 C7 143.3(10) . . . . ? S2 Cu1 N3 C7 45.1(7) . . . . ? O1 Cu1 N3 C6 -168.3(6) . . . . ? N2 Cu1 N3 C6 22.2(6) . . . . ? N1 Cu1 N3 C6 25.7(14) . . . . ? S2 Cu1 N3 C6 -72.6(6) . . . . ? O1 Cu1 N3 C8 72.6(7) . . . . ? N2 Cu1 N3 C8 -96.8(7) . . . . ? N1 Cu1 N3 C8 -93.4(12) . . . . ? S2 Cu1 N3 C8 168.3(7) . . . . ? O1 N1 C2 C3 179.6(7) 3_566 . . . ? Cu1 N1 C2 C3 7.2(10) . . . . ? O1 N1 C2 C1 -0.1(13) 3_566 . . . ? Cu1 N1 C2 C1 -172.5(6) . . . . ? C5 N2 C3 C2 -179.7(8) . . . . ? Cu1 N2 C3 C2 9.0(11) . . . . ? C5 N2 C3 C4 0.1(16) . . . . ? Cu1 N2 C3 C4 -171.3(8) . . . . ? N1 C2 C3 N2 -10.6(12) . . . . ? C1 C2 C3 N2 169.0(9) . . . . ? N1 C2 C3 C4 169.6(8) . . . . ? C1 C2 C3 C4 -10.8(14) . . . . ? C3 N2 C5 C6 161.3(10) . . . . ? Cu1 N2 C5 C6 -27.4(10) . . . . ? C7 N3 C6 C5 -164.8(8) . . . . ? C8 N3 C6 C5 74.8(10) . . . . ? Cu1 N3 C6 C5 -43.4(9) . . . . ? N2 C5 C6 N3 46.6(10) . . . . ? N13 Cu2 S2 C12 2.0(5) . . . . ? S3 Cu2 S2 C12 -172.1(4) 2_546 . . . ? N13 Cu2 S2 Cu1 -95.3(3) . . . . ? S3 Cu2 S2 Cu1 90.59(14) 2_546 . . . ? O1 Cu1 S2 C12 -173.4(4) . . . . ? N2 Cu1 S2 C12 11.9(5) . . . . ? N1 Cu1 S2 C12 -67.9(5) . . . . ? N3 Cu1 S2 C12 95.4(5) . . . . ? O1 Cu1 S2 Cu2 -72.5(3) . . . . ? N2 Cu1 S2 Cu2 112.9(4) . . . . ? N1 Cu1 S2 Cu2 33.1(4) . . . . ? N3 Cu1 S2 Cu2 -163.7(3) . . . . ? Cu3 S1 C11 N11 -176(100) 2_656 . . . ? Cu2 S2 C12 N12 -176(100) . . . . ? Cu1 S2 C12 N12 -72(38) . . . . ? Cu2 S3 C13 N13 -172(100) 2_556 . . . ? S1 C11 N11 Cu3 25(64) . . . . ? N12 Cu3 N11 C11 -17(28) . . . . ? S1 Cu3 N11 C11 159(27) 2_646 . . . ? S2 C12 N12 Cu3 76(44) . . . . ? N11 Cu3 N12 C12 108(12) . . . . ? S1 Cu3 N12 C12 -68(13) 2_646 . . . ? S3 C13 N13 Cu2 -89(75) . . . . ? S3 Cu2 N13 C13 -104(12) 2_546 . . . ? S2 Cu2 N13 C13 82(12) . . . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 58.00 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.666 _refine_diff_density_min -0.243 _refine_diff_density_rms 0.090 _database_code_depnum_ccdc_archive 'CCDC 929097' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. ; _refine_special_details ; ? ; #--------------------------------------------------------------- # _oxford_ data items, April 2010: # There is some uncertainty about the correct way of forming local data # names, e.g. # _atom_site_special_shape_oxford # or # _oxford_atom_site_special_shape # see: # http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace # A reserved prefix, e.g. foo, must be used in the following way # " If the data file contains items defined in a DDL1 dictionary, the # local data names assigned under the reserved prefix must contain it as # their first component, e.g. _foo_atom_site_my_item. " # However, this seems to say the opposite: # http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html # According to advice from the IUCr, CRYSTALS is correct #--------------------------------------------------------------- # End of 'script/refcif.dat' #end of refcif _cell_length_a 51.203(4) _cell_length_b 12.5267(7) _cell_length_c 29.582(3) _cell_angle_alpha 90.0 _cell_angle_beta 115.620(10) _cell_angle_gamma 90.0 _cell_volume 17109(2) _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z x+1/2,y+1/2,z -x+1/2,-y+1/2,-z x,-y,z+1/2 -x,y,-z+1/2 x+1/2,-y+1/2,z+1/2 -x+1/2,y+1/2,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126 1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Na 0.0362 0.0249 4.7626 3.2850 3.1736 8.8422 1.2674 0.3136 1.1128 129.4240 0.6760 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C164 H120 Cu10 N36 Na0.25 O8 S12 # Dc = 1.46 Fooo = 7344.00 Mu = 14.31 M = 1874.50 # Found Formula = C154 H160 Cu10 N34 O8 S10 # Dc = 1.39 FOOO = 7344.00 Mu = 14.03 M = 1785.65 _chemical_formula_sum 'C154 H160 Cu10 N34 O8 S10' _chemical_formula_moiety 'C154 H160 Cu10 N34 O8 S10' _chemical_compound_source ? _chemical_formula_weight 3571.31 _cell_measurement_reflns_used 4501 _cell_measurement_theta_min 3 _cell_measurement_theta_max 25 _cell_measurement_temperature 293 _exptl_crystal_description needle _exptl_crystal_colour dark _exptl_crystal_size_min 0.063 _exptl_crystal_size_mid 0.105 _exptl_crystal_size_max 0.686 _exptl_crystal_density_diffrn 1.388 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 7344 _exptl_absorpt_coefficient_mu 1.403 # Sheldrick geometric approximatio 0.86 0.92 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; Analytical Absorption (De Meulenaer & Tompa, 1965) ; _exptl_absorpt_correction_T_min 0.29 _exptl_absorpt_correction_T_max 0.92 _diffrn_measurement_device_type 'Oxford Diffraction Gemini' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_measurement_method \w/2\q # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'Gemini, (Oxford Diffraction, 2006)' _computing_cell_refinement 'CrysAlis, (Oxford Diffraction, 2002)' _computing_data_reduction 'CrysAlis, (Oxford Diffraction, 2002)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 293 _diffrn_reflns_number 36747 _reflns_number_total 11614 _diffrn_reflns_av_R_equivalents 0.086 # Number of reflections without Friedels Law is 0 # Number of reflections with Friedels Law is 11614 # Theoretical number of reflections is about 29676 _diffrn_reflns_theta_min 2.995 _diffrn_reflns_theta_max 24.935 _diffrn_measured_fraction_theta_max 0.778 _diffrn_reflns_theta_full 18.701 _diffrn_measured_fraction_theta_full 0.943 _diffrn_reflns_limit_h_min -56 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 35 _reflns_limit_h_min -56 _reflns_limit_h_max 53 _reflns_limit_k_min 0 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 35 _oxford_diffrn_Wilson_B_factor 2.77 _oxford_diffrn_Wilson_scale 45.75 _atom_sites_solution_primary Other #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_diff_density_min -1.00 _refine_diff_density_max 2.18 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>1.0\s(I) _refine_ls_number_reflns 9292 _refine_ls_number_restraints 18 _refine_ls_number_parameters 949 _oxford_refine_ls_R_factor_ref 0.1072 _refine_ls_wR_factor_ref 0.0931 _refine_ls_goodness_of_fit_ref 1.1115 _refine_ls_shift/su_max 0.0006761 _refine_ls_shift/su_mean 0.0000151 # The values computed from all data _oxford_reflns_number_all 11601 _refine_ls_R_factor_all 0.1334 _refine_ls_wR_factor_all 0.1308 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 7504 _refine_ls_R_factor_gt 0.0863 _refine_ls_wR_factor_gt 0.0850 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment noref # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.94 -2.66 -0.187 -1.50 -0.746 ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Cu2 Cu 0.38451(2) 0.43601(7) 0.10719(4) 0.0320 1.0000 Uani . . . . . . O1 O 0.36453(13) 0.5337(4) 0.1310(2) 0.0419 1.0000 Uani . . . . . . N1 N 0.36868(14) 0.6383(5) 0.1271(2) 0.0296 1.0000 Uani . . . . . . Cu1 Cu 0.40667(2) 0.71133(7) 0.14526(4) 0.0357 1.0000 Uani . . . . . . S1 S 0.42128(7) 0.6974(3) 0.24118(11) 0.0840 1.0000 Uani . . . . . . N2 N 0.38131(14) 0.8333(5) 0.1277(3) 0.0344 1.0000 Uani . . . . . . C5 C 0.3926(2) 0.9416(7) 0.1240(4) 0.0499 1.0000 Uani . U . . . . C6 C 0.4262(2) 0.9262(7) 0.1611(4) 0.0510 1.0000 Uani . U . . . . N3 N 0.43762(16) 0.8259(6) 0.1500(3) 0.0499 1.0000 Uani . U . . . . C7 C 0.4389(2) 0.8285(9) 0.1019(5) 0.0674 1.0000 Uani . . . . . . C8 C 0.4668(2) 0.8041(9) 0.1895(5) 0.0751 1.0000 Uani . . . . . . C3 C 0.35390(19) 0.8146(6) 0.1117(3) 0.0328 1.0000 Uani . . . . . . C1002 C 0.34654(18) 0.7015(6) 0.1135(3) 0.0332 1.0000 Uani . . . . . . C4 C 0.31675(17) 0.6630(6) 0.1002(3) 0.0311 1.0000 Uani . . . . . . C15 C 0.3093(2) 0.6193(8) 0.1356(4) 0.0501 1.0000 Uani . . . . . . C16 C 0.2814(3) 0.5821(9) 0.1217(5) 0.0689 1.0000 Uani . . . . . . C17 C 0.2609(2) 0.5891(10) 0.0728(5) 0.0657 1.0000 Uani . . . . . . C18 C 0.2686(2) 0.6328(11) 0.0383(5) 0.0778 1.0000 Uani . . . . . . C19 C 0.2961(2) 0.6706(9) 0.0518(4) 0.0630 1.0000 Uani . . . . . . C1043 C 0.33111(18) 0.8977(7) 0.0913(3) 0.0361 1.0000 Uani . . . . . . C21 C 0.3157(2) 0.9256(8) 0.1182(4) 0.0568 1.0000 Uani . . . . . . C22 C 0.2941(3) 1.0048(9) 0.0991(6) 0.0724 1.0000 Uani . . . . . . C23 C 0.2885(2) 1.0513(9) 0.0532(6) 0.0740 1.0000 Uani . . . . . . C24 C 0.3039(2) 1.0222(8) 0.0271(4) 0.0599 1.0000 Uani . . . . . . C25 C 0.3256(2) 0.9456(7) 0.0477(3) 0.0457 1.0000 Uani . . . . . . O2 O 0.43182(12) 0.6034(4) 0.1412(3) 0.0448 1.0000 Uani . . . . . . N4 N 0.42466(15) 0.5021(5) 0.1326(3) 0.0385 1.0000 Uani . . . . . . C102 C 0.44402(17) 0.4388(6) 0.1295(3) 0.0313 1.0000 Uani . . . . . . C103 C 0.43402(18) 0.3275(6) 0.1176(3) 0.0342 1.0000 Uani . . . . . . N5 N 0.40665(15) 0.3132(5) 0.1043(3) 0.0333 1.0000 Uani . . . . . . C105 C 0.3919(2) 0.2097(7) 0.0956(4) 0.0452 1.0000 Uani . . . . . . C106 C 0.3606(2) 0.2320(7) 0.0682(4) 0.0506 1.0000 Uani . . . . . . N6 N 0.35187(15) 0.3233(5) 0.0914(3) 0.0402 1.0000 Uani . . . . . . C107 C 0.3502(3) 0.2916(9) 0.1374(5) 0.0685 1.0000 Uani . . . . . . C108 C 0.3231(2) 0.3637(9) 0.0556(5) 0.0775 1.0000 Uani . . . . . . C1042 C 0.45554(18) 0.2414(6) 0.1248(3) 0.0381 1.0000 Uani . . . . . . C37 C 0.4772(3) 0.2215(9) 0.1709(4) 0.0675 1.0000 Uani . . . . . . C38 C 0.4983(3) 0.1441(11) 0.1794(5) 0.0849 1.0000 Uani . . . . . . C39 C 0.4970(2) 0.0887(9) 0.1393(6) 0.0684 1.0000 Uani . . . . . . C40 C 0.4756(3) 0.1054(9) 0.0919(5) 0.0693 1.0000 Uani . . . . . . C41 C 0.4547(2) 0.1841(8) 0.0848(4) 0.0556 1.0000 Uani . . . . . . C101 C 0.47222(17) 0.4768(7) 0.1336(4) 0.0390 1.0000 Uani . . . . . . C43 C 0.4935(4) 0.4961(13) 0.1791(6) 0.1000 1.0000 Uani . . . . . . C44 C 0.5216(3) 0.5377(13) 0.1839(6) 0.1000 1.0000 Uani . . . . . . C45 C 0.5229(3) 0.5534(13) 0.1436(6) 0.1000 1.0000 Uani . . . . . . C46 C 0.5040(4) 0.5401(13) 0.0983(6) 0.1000 1.0000 Uani . . . . . . C47 C 0.4757(3) 0.4993(12) 0.0926(6) 0.0922 1.0000 Uani . . . . . . N13 N 0.36997(19) 0.5109(7) 0.0345(3) 0.0544 1.0000 Uani . . . . . . C1012 C 0.3687(2) 0.5989(9) 0.0221(3) 0.0474 1.0000 Uani . . . . . . S4 S 0.36601(9) 0.7246(2) 0.00478(11) 0.0767 1.0000 Uani . . . . . . Cu5 Cu 0.36407(2) 0.70968(7) 0.39287(4) 0.0303 1.0000 Uani . . . . . . N11 N 0.34184(14) 0.5855(5) 0.3963(3) 0.0317 1.0000 Uani . . . . . . C205 C 0.35640(18) 0.4829(6) 0.4023(4) 0.0406 1.0000 Uani . . . . . . C206 C 0.38843(19) 0.5067(7) 0.4300(4) 0.0478 1.0000 Uani . . . . . . N12 N 0.39681(14) 0.5979(5) 0.4070(3) 0.0356 1.0000 Uani . . . . . . C208 C 0.4255(2) 0.6398(8) 0.4415(4) 0.0562 1.0000 Uani . . . . . . C207 C 0.3976(2) 0.5677(8) 0.3594(4) 0.0575 1.0000 Uani . . . . . . C203 C 0.31493(17) 0.6001(6) 0.3822(3) 0.0296 1.0000 Uani . . . . . . C202 C 0.30488(18) 0.7116(7) 0.3711(3) 0.0344 1.0000 Uani . . . . . . N10 N 0.32411(13) 0.7768(5) 0.3694(2) 0.0277 1.0000 Uani . . . . . . O4 O 0.31686(12) 0.8780(4) 0.3592(3) 0.0435 1.0000 Uani . . . . . . Cu4 Cu 0.34219(2) 0.98420(7) 0.35457(4) 0.0329 1.0000 Uani . . . . . . S3 S 0.32648(6) 0.9664(2) 0.25485(11) 0.0615 1.0000 Uani . . . . . . Cu3 Cu 0.33585(3) 0.79088(11) 0.25261(5) 0.0641 1.0000 Uani . . . . . . S2 S 0.30304(7) 0.6745(3) 0.25295(13) 0.0775 1.0000 Uani . . . . . . C1022 C 0.3190(3) 0.5547(14) 0.2597(5) 0.0765 1.0000 Uani . . . . . . N16 N 0.3293(3) 0.4714(11) 0.2641(5) 0.0982 1.0000 Uani . . . . . . N15 N 0.3687(2) 0.7510(9) 0.2415(4) 0.0784 1.0000 Uani . . . . . . N8 N 0.36822(14) 1.1058(5) 0.3703(3) 0.0338 1.0000 Uani . . . . . . C305 C 0.3569(2) 1.2068(7) 0.3744(4) 0.0498 1.0000 Uani . . . . . . C306 C 0.3232(2) 1.2008(7) 0.3383(4) 0.0519 1.0000 Uani . . . . . . N9 N 0.31180(14) 1.1011(5) 0.3489(3) 0.0408 1.0000 Uani . . . . . . C308 C 0.3109(3) 1.1054(9) 0.3985(4) 0.0635 1.0000 Uani . . . . . . C307 C 0.28250(19) 1.0813(8) 0.3094(4) 0.0600 1.0000 Uani . . . . . . C304 C 0.39481(18) 1.0842(6) 0.3839(3) 0.0334 1.0000 Uani . . . . . . C1046 C 0.41852(18) 1.1666(7) 0.4038(4) 0.0403 1.0000 Uani . . . . . . C77 C 0.4249(2) 1.2143(7) 0.4486(4) 0.0523 1.0000 Uani . . . . . . C78 C 0.4476(3) 1.2847(9) 0.4686(5) 0.0778 1.0000 Uani . . . . . . C79 C 0.4632(3) 1.3120(10) 0.4436(7) 0.0881 1.0000 Uani . . . . . . C80 C 0.4572(3) 1.2665(11) 0.3983(7) 0.0945 1.0000 Uani . . . . . . C81 C 0.4346(2) 1.1916(8) 0.3783(5) 0.0647 1.0000 Uani . . . . . . C302 C 0.40160(16) 0.9712(6) 0.3806(3) 0.0278 1.0000 Uani . . . . . . N7 N 0.37931(14) 0.9090(5) 0.3695(2) 0.0280 1.0000 Uani . . . . . . O3 O 0.38304(12) 0.8051(4) 0.3655(2) 0.0356 1.0000 Uani . . . . . . C301 C 0.43124(18) 0.9292(6) 0.3927(3) 0.0366 1.0000 Uani . . . . . . C86 C 0.4368(2) 0.8808(8) 0.3565(4) 0.0468 1.0000 Uani . . . . . . C87 C 0.4643(3) 0.8376(9) 0.3694(5) 0.0662 1.0000 Uani . . . . . . C88 C 0.4848(2) 0.8414(9) 0.4172(6) 0.0718 1.0000 Uani . . . . . . C89 C 0.4794(2) 0.8885(9) 0.4547(5) 0.0647 1.0000 Uani . . . . . . C90 C 0.4521(2) 0.9324(8) 0.4413(4) 0.0559 1.0000 Uani . . . . . . C201 C 0.2748(2) 0.7458(7) 0.3603(5) 0.0531 1.0000 Uani . U . . . . C92 C 0.2662(3) 0.7443(11) 0.3977(5) 0.0854 1.0000 Uani . . . . . . C93 C 0.2378(3) 0.7790(11) 0.3856(7) 0.0902 1.0000 Uani . U . . . . C94 C 0.2193(3) 0.8128(11) 0.3389(8) 0.1018 1.0000 Uani . . . . . . C95 C 0.2289(2) 0.8130(11) 0.3028(6) 0.0892 1.0000 Uani . . . . . . C96 C 0.2566(2) 0.7822(9) 0.3131(4) 0.0623 1.0000 Uani . . . . . . C204 C 0.29338(18) 0.5125(6) 0.3749(3) 0.0348 1.0000 Uani . . . . . . C98 C 0.2945(2) 0.4524(7) 0.4147(4) 0.0451 1.0000 Uani . . . . . . C99 C 0.2744(2) 0.3729(8) 0.4070(4) 0.0477 1.0000 Uani . . . . . . C100 C 0.2535(2) 0.3504(7) 0.3598(4) 0.0523 1.0000 Uani . . . . . . C1045 C 0.2527(2) 0.4114(7) 0.3198(4) 0.0505 1.0000 Uani . . . . . . C1044 C 0.27203(18) 0.4919(7) 0.3270(3) 0.0418 1.0000 Uani . . . . . . N14 N 0.38050(18) 0.7854(7) 0.4658(3) 0.0532 1.0000 Uani . . . . . . C104 C 0.3819(2) 0.8768(9) 0.4766(3) 0.0480 1.0000 Uani . . . . . . S5 S 0.38505(9) 0.9999(2) 0.49384(12) 0.0808 1.0000 Uani . . . . . . C1032 C 0.3542(3) 1.0239(11) 0.2522(5) 0.0855 1.0000 Uani . . . . . . N17 N 0.3726(4) 1.0660(15) 0.2504(7) 0.1036 1.0000 Uani . . . . . . C2 C 0.3903(3) 0.7302(9) 0.2415(4) 0.0607 1.0000 Uani . . . . . . H51 H 0.3888 0.9587 0.0891 0.0601 1.0000 Uiso . . . . . . H52 H 0.3832 0.9971 0.1350 0.0603 1.0000 Uiso . . . . . . H61 H 0.4376 0.9860 0.1579 0.0611 1.0000 Uiso . . . . . . H62 H 0.4285 0.9236 0.1958 0.0612 1.0000 Uiso . . . . . . H71 H 0.4468 0.7618 0.0961 0.1030 1.0000 Uiso . . . . . . H72 H 0.4510 0.8867 0.1005 0.1031 1.0000 Uiso . . . . . . H73 H 0.4198 0.8376 0.0747 0.1031 1.0000 Uiso . . . . . . H83 H 0.4736 0.7358 0.1846 0.1210 1.0000 Uiso . . . . . . H82 H 0.4800 0.8582 0.1890 0.1211 1.0000 Uiso . . . . . . H81 H 0.4665 0.8052 0.2222 0.1210 1.0000 Uiso . . . . . . H151 H 0.3231 0.6145 0.1689 0.0644 1.0000 Uiso . . . . . . H161 H 0.2763 0.5535 0.1463 0.0792 1.0000 Uiso . . . . . . H171 H 0.2422 0.5643 0.0641 0.0761 1.0000 Uiso . . . . . . H181 H 0.2545 0.6360 0.0045 0.0951 1.0000 Uiso . . . . . . H191 H 0.3013 0.7018 0.0274 0.0732 1.0000 Uiso . . . . . . H211 H 0.3161 0.8803 0.1445 0.0692 1.0000 Uiso . . . . . . H221 H 0.2837 1.0244 0.1176 0.0912 1.0000 Uiso . . . . . . H231 H 0.2733 1.1029 0.0408 0.0891 1.0000 Uiso . . . . . . H241 H 0.2995 1.0528 -0.0047 0.0772 1.0000 Uiso . . . . . . H251 H 0.3270 0.8994 0.0235 0.0584 1.0000 Uiso . . . . . . H1051 H 0.3986 0.1606 0.0767 0.0603 1.0000 Uiso . . . . . . H1052 H 0.3967 0.1765 0.1285 0.0603 1.0000 Uiso . . . . . . H1061 H 0.3559 0.2523 0.0332 0.0693 1.0000 Uiso . . . . . . H1062 H 0.3490 0.1686 0.0671 0.0691 1.0000 Uiso . . . . . . H1071 H 0.3464 0.3513 0.1540 0.1050 1.0000 Uiso . . . . . . H1072 H 0.3685 0.2584 0.1607 0.1050 1.0000 Uiso . . . . . . H1073 H 0.3350 0.2382 0.1302 0.1051 1.0000 Uiso . . . . . . H371 H 0.4774 0.2602 0.1985 0.0832 1.0000 Uiso . . . . . . H381 H 0.5134 0.1319 0.2120 0.1002 1.0000 Uiso . . . . . . H391 H 0.5111 0.0365 0.1438 0.0833 1.0000 Uiso . . . . . . H401 H 0.4750 0.0659 0.0642 0.0861 1.0000 Uiso . . . . . . H411 H 0.4392 0.1950 0.0522 0.0702 1.0000 Uiso . . . . . . H431 H 0.4899 0.4887 0.2079 0.1201 1.0000 Uiso . . . . . . H441 H 0.5384 0.5459 0.2163 0.1204 1.0000 Uiso . . . . . . H451 H 0.5409 0.5796 0.1457 0.1203 1.0000 Uiso . . . . . . H461 H 0.5063 0.5556 0.0688 0.1203 1.0000 Uiso . . . . . . H472 H 0.4609 0.4771 0.0585 0.1152 1.0000 Uiso . . . . . . H2051 H 0.3499 0.4319 0.4198 0.0542 1.0000 Uiso . . . . . . H2052 H 0.3510 0.4541 0.3673 0.0533 1.0000 Uiso . . . . . . H2061 H 0.3931 0.5247 0.4653 0.0613 1.0000 Uiso . . . . . . H2062 H 0.3999 0.4441 0.4304 0.0612 1.0000 Uiso . . . . . . H2082 H 0.4299 0.7031 0.4285 0.0870 1.0000 Uiso . . . . . . H2081 H 0.4400 0.5865 0.4476 0.0872 1.0000 Uiso . . . . . . H2083 H 0.4252 0.6571 0.4738 0.0871 1.0000 Uiso . . . . . . H2071 H 0.4052 0.6259 0.3474 0.0912 1.0000 Uiso . . . . . . H2072 H 0.4101 0.5054 0.3648 0.0911 1.0000 Uiso . . . . . . H2073 H 0.3785 0.5494 0.3344 0.0911 1.0000 Uiso . . . . . . H3051 H 0.3667 1.2626 0.3654 0.0621 1.0000 Uiso . . . . . . H3052 H 0.3604 1.2193 0.4100 0.0623 1.0000 Uiso . . . . . . H3061 H 0.3135 1.2626 0.3442 0.0651 1.0000 Uiso . . . . . . H3062 H 0.3204 1.2027 0.3031 0.0653 1.0000 Uiso . . . . . . H3081 H 0.3039 1.0379 0.4052 0.0961 1.0000 Uiso . . . . . . H3082 H 0.3299 1.1190 0.4245 0.0961 1.0000 Uiso . . . . . . H3083 H 0.2980 1.1619 0.3985 0.0961 1.0000 Uiso . . . . . . H3071 H 0.2743 1.0170 0.3155 0.0931 1.0000 Uiso . . . . . . H3073 H 0.2703 1.1411 0.3066 0.0931 1.0000 Uiso . . . . . . H3072 H 0.2834 1.0731 0.2771 0.0931 1.0000 Uiso . . . . . . H771 H 0.4224 1.1699 0.4722 0.0664 1.0000 Uiso . . . . . . H781 H 0.4524 1.3153 0.5005 0.0911 1.0000 Uiso . . . . . . H791 H 0.4785 1.3620 0.4570 0.1001 1.0000 Uiso . . . . . . H801 H 0.4682 1.2858 0.3807 0.1141 1.0000 Uiso . . . . . . H811 H 0.4336 1.1437 0.3523 0.0782 1.0000 Uiso . . . . . . H861 H 0.4224 0.8774 0.3225 0.0603 1.0000 Uiso . . . . . . H871 H 0.4679 0.8050 0.3442 0.0792 1.0000 Uiso . . . . . . H881 H 0.5032 0.8116 0.4254 0.0871 1.0000 Uiso . . . . . . H891 H 0.4938 0.8909 0.4884 0.0801 1.0000 Uiso . . . . . . H901 H 0.4476 0.9660 0.4662 0.0691 1.0000 Uiso . . . . . . H921 H 0.2784 0.7211 0.4300 0.1051 1.0000 Uiso . . . . . . H931 H 0.2311 0.7759 0.4108 0.1520 1.0000 Uiso . . . . . . H941 H 0.2009 0.8368 0.3328 0.1201 1.0000 Uiso . . . . . . H951 H 0.2162 0.8354 0.2693 0.1093 1.0000 Uiso . . . . . . H961 H 0.2635 0.7865 0.2883 0.0793 1.0000 Uiso . . . . . . H2041 H 0.2710 0.5343 0.2991 0.0541 1.0000 Uiso . . . . . . H2042 H 0.2380 0.3970 0.2861 0.0602 1.0000 Uiso . . . . . . H2043 H 0.2395 0.2946 0.3538 0.0618 1.0000 Uiso . . . . . . H2044 H 0.2749 0.3309 0.4343 0.0607 1.0000 Uiso . . . . . . H981 H 0.3092 0.4668 0.4479 0.0574 1.0000 Uiso . . . . . . H1081 H 0.3243 0.3851 0.0250 0.0970 1.0000 Uiso . . . . . . H1082 H 0.3178 0.4240 0.0689 0.0970 1.0000 Uiso . . . . . . H1083 H 0.3090 0.3095 0.0476 0.0970 1.0000 Uiso . . . . . . 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 Cu2 0.0280(5) 0.0230(5) 0.0481(6) -0.0022(4) 0.0194(5) -0.0025(4) O1 0.049(4) 0.025(3) 0.059(4) 0.002(3) 0.030(3) 0.001(3) N1 0.036(4) 0.022(3) 0.041(4) 0.001(3) 0.026(3) 0.002(3) Cu1 0.0308(6) 0.0242(5) 0.0512(7) -0.0045(5) 0.0170(5) -0.0022(4) S1 0.0595(19) 0.140(3) 0.0441(17) 0.0064(18) 0.0143(15) 0.040(2) N2 0.031(4) 0.019(3) 0.045(4) -0.002(3) 0.009(3) -0.006(3) C5 0.043(4) 0.022(3) 0.090(5) -0.016(3) 0.033(4) -0.015(3) C6 0.043(4) 0.023(3) 0.090(5) -0.015(3) 0.032(4) -0.015(3) N3 0.036(4) 0.028(4) 0.082(6) -0.008(4) 0.021(4) -0.008(3) C7 0.060(7) 0.055(7) 0.091(9) 0.009(6) 0.036(7) -0.003(5) C8 0.045(6) 0.058(7) 0.100(10) -0.002(6) 0.010(7) -0.009(5) C3 0.043(5) 0.023(4) 0.041(5) -0.006(4) 0.026(4) -0.003(4) C1002 0.040(5) 0.034(5) 0.026(4) -0.005(4) 0.015(4) -0.001(4) C4 0.031(5) 0.031(4) 0.036(5) 0.003(4) 0.018(4) 0.007(4) C15 0.051(6) 0.061(6) 0.041(6) -0.007(5) 0.023(5) -0.010(5) C16 0.059(7) 0.074(8) 0.094(10) -0.028(7) 0.052(8) -0.023(6) C17 0.035(6) 0.078(8) 0.087(9) -0.018(7) 0.029(7) -0.014(5) C18 0.048(7) 0.089(9) 0.074(8) -0.002(7) 0.006(6) -0.023(6) C19 0.051(6) 0.077(8) 0.050(7) 0.016(6) 0.010(6) -0.018(6) C1043 0.028(5) 0.035(5) 0.048(6) -0.004(4) 0.019(4) -0.002(4) C21 0.058(6) 0.040(6) 0.074(7) 0.005(5) 0.030(6) 0.012(5) C22 0.062(7) 0.056(7) 0.112(11) -0.008(7) 0.050(8) 0.003(6) C23 0.047(7) 0.046(6) 0.106(11) 0.000(7) 0.012(7) 0.003(5) C24 0.057(7) 0.041(6) 0.060(7) 0.007(5) 0.005(6) -0.004(5) C25 0.043(5) 0.041(5) 0.041(6) -0.001(4) 0.006(4) -0.007(4) O2 0.034(3) 0.028(3) 0.077(5) -0.013(3) 0.029(3) -0.006(3) N4 0.033(4) 0.031(4) 0.056(5) -0.004(3) 0.024(4) -0.010(3) C102 0.030(4) 0.027(4) 0.039(5) 0.000(4) 0.018(4) -0.003(4) C103 0.036(5) 0.028(4) 0.038(5) 0.000(4) 0.014(4) 0.004(4) N5 0.036(4) 0.016(3) 0.054(5) -0.001(3) 0.025(4) -0.009(3) C105 0.043(5) 0.037(5) 0.050(6) -0.006(4) 0.015(5) -0.005(4) C106 0.044(6) 0.037(5) 0.068(7) -0.017(5) 0.021(5) -0.011(4) N6 0.033(4) 0.032(4) 0.057(5) 0.000(3) 0.021(4) -0.008(3) C107 0.063(7) 0.068(7) 0.088(9) -0.001(6) 0.045(7) -0.009(6) C108 0.042(6) 0.059(7) 0.115(11) 0.001(7) 0.018(7) 0.000(5) C1042 0.033(5) 0.029(4) 0.050(6) -0.008(4) 0.016(5) -0.004(4) C37 0.072(8) 0.063(7) 0.050(7) -0.012(5) 0.010(6) 0.022(6) C38 0.065(8) 0.073(8) 0.084(9) -0.010(7) 0.003(7) 0.030(7) C39 0.046(7) 0.046(6) 0.120(11) 0.000(7) 0.042(8) 0.007(5) C40 0.066(8) 0.060(7) 0.087(9) -0.019(6) 0.037(7) 0.012(6) C41 0.061(7) 0.053(6) 0.055(7) -0.005(5) 0.027(6) -0.004(5) C101 0.019(4) 0.033(5) 0.061(6) -0.005(4) 0.013(4) -0.006(3) C43 0.1000 0.1000 0.1000 0.0000 0.0433 0.0000 C44 0.1000 0.1000 0.1000 0.0000 0.0433 0.0000 C45 0.1000 0.1000 0.1000 0.0000 0.0433 0.0000 C46 0.1000 0.1000 0.1000 0.0000 0.0433 0.0000 C47 0.082(9) 0.101(10) 0.119(12) 0.003(9) 0.068(9) -0.033(8) N13 0.068(6) 0.048(5) 0.050(5) 0.013(4) 0.028(4) -0.005(4) C1012 0.053(6) 0.062(7) 0.029(5) 0.003(5) 0.020(5) -0.007(5) S4 0.142(3) 0.0425(15) 0.0580(18) 0.0039(13) 0.055(2) -0.0034(17) Cu5 0.0241(5) 0.0238(5) 0.0432(6) -0.0001(4) 0.0147(5) -0.0005(4) N11 0.033(4) 0.022(3) 0.043(4) 0.004(3) 0.019(3) 0.009(3) C205 0.037(5) 0.025(4) 0.058(6) 0.009(4) 0.020(5) -0.003(4) C206 0.035(5) 0.035(5) 0.067(7) 0.008(5) 0.016(5) 0.003(4) N12 0.024(4) 0.031(4) 0.049(5) 0.005(3) 0.013(3) 0.005(3) C208 0.029(5) 0.050(6) 0.079(8) 0.005(5) 0.013(5) 0.003(4) C207 0.052(6) 0.054(6) 0.073(7) -0.011(6) 0.034(6) 0.007(5) C203 0.029(5) 0.025(4) 0.033(5) 0.009(3) 0.012(4) 0.004(3) C202 0.033(5) 0.037(5) 0.033(5) 0.002(4) 0.014(4) 0.005(4) N10 0.024(3) 0.020(3) 0.040(4) 0.002(3) 0.015(3) 0.003(3) O4 0.034(3) 0.021(3) 0.082(5) 0.001(3) 0.031(3) 0.000(2) Cu4 0.0270(5) 0.0231(5) 0.0500(7) -0.0008(5) 0.0180(5) 0.0001(4) S3 0.0562(17) 0.0701(18) 0.0554(17) -0.0128(14) 0.0217(14) -0.0017(14) Cu3 0.0719(9) 0.0693(9) 0.0636(9) -0.0156(7) 0.0410(8) -0.0100(7) S2 0.080(2) 0.089(2) 0.086(2) -0.0240(18) 0.0570(19) -0.0216(18) C1022 0.060(8) 0.110(11) 0.058(8) -0.013(8) 0.024(6) -0.039(8) N16 0.068(8) 0.085(8) 0.113(10) -0.016(8) 0.013(7) -0.006(7) N15 0.085(8) 0.084(7) 0.089(8) -0.023(6) 0.058(7) 0.000(6) N8 0.024(4) 0.033(4) 0.040(4) -0.001(3) 0.010(3) 0.008(3) C305 0.051(6) 0.029(5) 0.097(8) -0.030(5) 0.059(6) -0.017(4) C306 0.049(6) 0.034(5) 0.075(7) 0.012(5) 0.029(5) 0.007(4) N9 0.024(4) 0.031(4) 0.062(5) -0.001(3) 0.013(4) 0.004(3) C308 0.069(7) 0.063(7) 0.071(8) -0.003(6) 0.042(6) -0.003(6) C307 0.023(5) 0.054(6) 0.092(8) -0.009(6) 0.015(5) 0.005(4) C304 0.036(5) 0.027(4) 0.041(5) 0.001(4) 0.020(4) -0.005(4) C1046 0.025(4) 0.030(5) 0.062(6) 0.002(4) 0.015(5) 0.002(4) C77 0.058(6) 0.037(5) 0.050(6) -0.011(5) 0.013(5) -0.007(5) C78 0.076(9) 0.055(7) 0.079(9) -0.016(6) 0.011(7) -0.009(6) C79 0.051(7) 0.055(7) 0.141(14) -0.020(8) 0.025(9) -0.025(6) C80 0.077(9) 0.074(9) 0.146(15) -0.002(9) 0.062(10) -0.026(8) C81 0.069(7) 0.046(6) 0.099(9) -0.002(6) 0.054(7) -0.013(5) C302 0.025(4) 0.028(4) 0.036(5) -0.007(3) 0.019(4) -0.001(3) N7 0.032(4) 0.018(3) 0.036(4) -0.003(3) 0.017(3) 0.000(3) O3 0.032(3) 0.027(3) 0.053(4) -0.001(3) 0.023(3) -0.002(2) C301 0.035(5) 0.023(4) 0.053(6) -0.002(4) 0.021(5) -0.002(4) C86 0.042(5) 0.049(6) 0.062(7) 0.001(5) 0.035(5) -0.001(4) C87 0.067(8) 0.056(7) 0.092(10) -0.014(6) 0.050(8) 0.004(6) C88 0.037(6) 0.053(7) 0.127(12) 0.000(7) 0.037(8) 0.003(5) C89 0.028(5) 0.072(7) 0.074(8) -0.006(6) 0.003(5) 0.004(5) C90 0.043(6) 0.055(6) 0.064(7) -0.012(5) 0.018(6) 0.013(5) C201 0.048(5) 0.035(5) 0.107(8) 0.005(5) 0.062(6) 0.006(4) C92 0.094(9) 0.087(9) 0.119(11) 0.047(8) 0.087(9) 0.045(8) C93 0.083(7) 0.084(7) 0.134(9) 0.023(7) 0.075(7) 0.012(6) C94 0.050(8) 0.077(9) 0.197(18) 0.026(10) 0.070(11) 0.022(7) C95 0.031(6) 0.079(9) 0.129(12) -0.011(8) 0.009(7) 0.018(6) C96 0.036(6) 0.070(7) 0.058(7) 0.004(6) -0.001(5) 0.027(5) C204 0.032(5) 0.019(4) 0.054(6) 0.006(4) 0.019(4) -0.003(3) C98 0.046(6) 0.042(5) 0.047(6) 0.001(5) 0.020(5) 0.001(4) C99 0.045(6) 0.050(6) 0.058(7) 0.008(5) 0.032(5) -0.007(5) C100 0.042(6) 0.036(5) 0.088(8) -0.002(5) 0.037(6) -0.017(4) C1045 0.033(5) 0.043(6) 0.067(7) -0.006(5) 0.014(5) -0.009(4) C1044 0.031(5) 0.037(5) 0.050(6) 0.003(4) 0.011(5) -0.008(4) N14 0.058(5) 0.055(6) 0.042(5) -0.008(4) 0.018(4) 0.002(4) C104 0.043(6) 0.059(7) 0.037(6) 0.000(5) 0.012(5) 0.007(5) S5 0.143(3) 0.0456(16) 0.071(2) -0.0058(15) 0.062(2) 0.0042(18) C1032 0.082(9) 0.084(9) 0.084(10) -0.003(7) 0.030(8) -0.032(8) N17 0.105(16) 0.107(15) 0.109(16) -0.033(12) 0.101(14) -0.076(13) C2 0.073(8) 0.075(8) 0.042(6) -0.009(5) 0.032(6) 0.011(6) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.1598(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu2 . O1 . 1.913(6) yes Cu2 . N1 . 2.799(6) yes Cu2 . N4 . 2.034(7) yes Cu2 . N5 . 1.933(6) yes Cu2 . N6 . 2.080(7) yes Cu2 . N13 . 2.161(8) yes O1 . N1 . 1.340(8) yes N1 . Cu1 . 2.001(6) yes N1 . C1002 . 1.295(10) yes Cu1 . S1 . 2.608(3) yes Cu1 . N2 . 1.925(7) yes Cu1 . N3 . 2.097(7) yes Cu1 . O2 . 1.905(6) yes Cu1 . N4 . 2.854(7) yes S1 . C2 . 1.639(13) yes N2 . C5 . 1.495(10) yes N2 . C3 . 1.294(10) yes C5 . C6 . 1.604(14) yes C5 . H51 . 0.989 no C5 . H52 . 0.976 no C6 . N3 . 1.480(12) yes C6 . H61 . 0.977 no C6 . H62 . 0.984 no N3 . C7 . 1.451(15) yes N3 . C8 . 1.472(13) yes C7 . H71 . 0.975 no C7 . H72 . 0.970 no C7 . H73 . 0.967 no C8 . H83 . 0.957 no C8 . H82 . 0.960 no C8 . H81 . 0.973 no C3 . C1002 . 1.472(11) yes C3 . C1043 . 1.483(12) yes C1002 . C4 . 1.481(11) yes C4 . C15 . 1.371(12) yes C4 . C19 . 1.367(13) yes C15 . C16 . 1.386(14) yes C15 . H151 . 0.933 no C16 . C17 . 1.374(17) yes C16 . H161 . 0.943 no C17 . C18 . 1.357(17) yes C17 . H171 . 0.931 no C18 . C19 . 1.370(15) yes C18 . H181 . 0.948 no C19 . H191 . 0.953 no C1043 . C21 . 1.387(13) yes C1043 . C25 . 1.338(13) yes C21 . C22 . 1.407(15) yes C21 . H211 . 0.953 no C22 . C23 . 1.388(18) yes C22 . H221 . 0.946 no C23 . C24 . 1.366(17) yes C23 . H231 . 0.954 no C24 . C25 . 1.393(14) yes C24 . H241 . 0.947 no C25 . H251 . 0.945 no O2 . N4 . 1.314(9) yes N4 . C102 . 1.303(10) yes C102 . C103 . 1.473(11) yes C102 . C101 . 1.475(11) yes C103 . N5 . 1.293(10) yes C103 . C1042 . 1.489(12) yes N5 . C105 . 1.464(11) yes C105 . C106 . 1.479(13) yes C105 . H1051 . 0.986 no C105 . H1052 . 0.989 no C106 . N6 . 1.496(12) yes C106 . H1061 . 0.992 no C106 . H1062 . 0.983 no N6 . C107 . 1.455(14) yes N6 . C108 . 1.482(13) yes C107 . H1071 . 0.960 no C107 . H1072 . 0.983 no C107 . H1073 . 0.978 no C108 . H1081 . 0.972 no C108 . H1082 . 0.942 no C108 . H1083 . 0.941 no C1042 . C37 . 1.357(14) yes C1042 . C41 . 1.368(13) yes C37 . C38 . 1.392(15) yes C37 . H371 . 0.946 no C38 . C39 . 1.351(18) yes C38 . H381 . 0.949 no C39 . C40 . 1.372(17) yes C39 . H391 . 0.938 no C40 . C41 . 1.403(15) yes C40 . H401 . 0.944 no C41 . H411 . 0.957 no C101 . C43 . 1.335(18) yes C101 . C47 . 1.331(16) yes C43 . C44 . 1.48(2) yes C43 . H431 . 0.950 no C44 . C45 . 1.32(2) yes C44 . H441 . 0.975 no C45 . C46 . 1.34(3) yes C45 . H451 . 0.953 no C46 . C47 . 1.473(19) yes C46 . H461 . 0.951 no C47 . H472 . 1.005 no N13 . C1012 . 1.154(12) yes C1012 . S4 . 1.642(11) yes Cu5 . N11 . 1.955(6) yes Cu5 . N12 . 2.082(6) yes Cu5 . N10 . 2.035(6) yes Cu5 . N7 . 2.790(6) yes Cu5 . O3 . 1.926(5) yes Cu5 . N14 . 2.165(8) yes N11 . C205 . 1.457(10) yes N11 . C203 . 1.268(10) yes C205 . C206 . 1.512(12) yes C205 . H2051 . 0.967 no C205 . H2052 . 1.015 no C206 . N12 . 1.484(11) yes C206 . H2061 . 0.991 no C206 . H2062 . 0.977 no N12 . C208 . 1.476(12) yes N12 . C207 . 1.475(12) yes C208 . H2082 . 0.950 no C208 . H2081 . 0.957 no C208 . H2083 . 0.985 no C207 . H2071 . 0.962 no C207 . H2072 . 0.976 no C207 . H2073 . 0.964 no C203 . C202 . 1.475(11) yes C203 . C204 . 1.503(11) yes C202 . N10 . 1.297(10) yes C202 . C201 . 1.491(12) yes N10 . O4 . 1.318(8) yes N10 . Cu4 . 2.853(6) yes O4 . Cu4 . 1.903(5) yes Cu4 . S3 . 2.709(3) yes Cu4 . N8 . 1.942(7) yes Cu4 . N9 . 2.089(7) yes Cu4 . N7 . 1.992(6) yes S3 . Cu3 . 2.256(3) yes S3 . C1032 . 1.624(15) yes Cu3 . S2 . 2.227(3) yes Cu3 . N15 . 1.915(11) yes S2 . C1022 . 1.677(18) yes C1022 . N16 . 1.151(17) yes N15 . C2 . 1.137(13) yes N8 . C305 . 1.418(11) yes N8 . C304 . 1.270(10) yes C305 . C306 . 1.588(14) yes C305 . H3051 . 0.960 no C305 . H3052 . 1.002 no C306 . N9 . 1.471(11) yes C306 . H3061 . 0.978 no C306 . H3062 . 0.986 no N9 . C308 . 1.486(13) yes N9 . C307 . 1.469(12) yes C308 . H3081 . 0.974 no C308 . H3082 . 0.959 no C308 . H3083 . 0.970 no C307 . H3071 . 0.960 no C307 . H3073 . 0.958 no C307 . H3072 . 0.983 no C304 . C1046 . 1.505(12) yes C304 . C302 . 1.471(11) yes C1046 . C77 . 1.357(13) yes C1046 . C81 . 1.371(13) yes C77 . C78 . 1.372(16) yes C77 . H771 . 0.945 no C78 . C79 . 1.34(2) yes C78 . H781 . 0.945 no C79 . C80 . 1.37(2) yes C79 . H791 . 0.945 no C80 . C81 . 1.408(17) yes C80 . H801 . 0.946 no C81 . H811 . 0.960 no C302 . N7 . 1.300(10) yes C302 . C301 . 1.495(11) yes N7 . O3 . 1.327(8) yes C301 . C86 . 1.364(13) yes C301 . C90 . 1.370(13) yes C86 . C87 . 1.396(14) yes C86 . H861 . 0.956 no C87 . C88 . 1.351(17) yes C87 . H871 . 0.935 no C88 . C89 . 1.386(17) yes C88 . H881 . 0.940 no C89 . C90 . 1.387(14) yes C89 . H891 . 0.951 no C90 . H901 . 0.960 no C201 . C92 . 1.357(15) yes C201 . C96 . 1.379(15) yes C92 . C93 . 1.406(18) yes C92 . H921 . 0.932 no C93 . C94 . 1.36(2) yes C93 . H931 . 0.948 no C94 . C95 . 1.36(2) yes C94 . H941 . 0.929 no C95 . C96 . 1.373(15) yes C95 . H951 . 0.962 no C96 . H961 . 0.943 no C204 . C98 . 1.376(12) yes C204 . C1044 . 1.389(12) yes C98 . C99 . 1.379(13) yes C98 . H981 . 0.961 no C99 . C100 . 1.370(14) yes C99 . H2044 . 0.955 no C100 . C1045 . 1.394(14) yes C100 . H2043 . 0.959 no C1045 . C1044 . 1.363(12) yes C1045 . H2042 . 0.971 no C1044 . H2041 . 0.964 no N14 . C104 . 1.182(12) yes C104 . S5 . 1.609(11) yes C1032 . N17 . 1.100(17) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 . Cu2 . N1 . 25.1(2) yes O1 . Cu2 . N4 . 102.6(3) yes N1 . Cu2 . N4 . 83.8(2) yes O1 . Cu2 . N5 . 160.3(3) yes N1 . Cu2 . N5 . 163.2(2) yes N4 . Cu2 . N5 . 79.8(3) yes O1 . Cu2 . N6 . 90.6(3) yes N1 . Cu2 . N6 . 112.6(2) yes N4 . Cu2 . N6 . 160.8(3) yes N5 . Cu2 . N6 . 83.1(3) yes O1 . Cu2 . N13 . 94.5(3) yes N1 . Cu2 . N13 . 79.0(3) yes N4 . Cu2 . N13 . 92.8(3) yes N5 . Cu2 . N13 . 105.0(3) yes N6 . Cu2 . N13 . 100.0(3) yes Cu2 . O1 . N1 . 117.6(4) yes O1 . N1 . Cu2 . 37.3(3) yes O1 . N1 . Cu1 . 126.5(5) yes Cu2 . N1 . Cu1 . 97.7(2) yes O1 . N1 . C1002 . 118.3(6) yes Cu2 . N1 . C1002 . 141.4(5) yes Cu1 . N1 . C1002 . 115.0(5) yes N1 . Cu1 . S1 . 92.8(2) yes N1 . Cu1 . N2 . 80.0(3) yes S1 . Cu1 . N2 . 100.9(2) yes N1 . Cu1 . N3 . 161.7(3) yes S1 . Cu1 . N3 . 96.9(3) yes N2 . Cu1 . N3 . 82.9(3) yes N1 . Cu1 . O2 . 105.3(2) yes S1 . Cu1 . O2 . 97.9(2) yes N2 . Cu1 . O2 . 160.2(3) yes N3 . Cu1 . O2 . 88.7(3) yes N1 . Cu1 . N4 . 82.9(2) yes S1 . Cu1 . N4 . 97.12(17) yes N2 . Cu1 . N4 . 155.7(2) yes N3 . Cu1 . N4 . 111.1(2) yes O2 . Cu1 . N4 . 22.5(2) yes Cu1 . S1 . C2 . 99.6(4) yes Cu1 . N2 . C5 . 120.2(5) yes Cu1 . N2 . C3 . 116.9(5) yes C5 . N2 . C3 . 122.0(7) yes N2 . C5 . C6 . 100.1(7) yes N2 . C5 . H51 . 111.4 no C6 . C5 . H51 . 114.1 no N2 . C5 . H52 . 111.2 no C6 . C5 . H52 . 113.3 no H51 . C5 . H52 . 106.9 no C5 . C6 . N3 . 111.1(7) yes C5 . C6 . H61 . 110.4 no N3 . C6 . H61 . 108.8 no C5 . C6 . H62 . 108.8 no N3 . C6 . H62 . 109.0 no H61 . C6 . H62 . 108.8 no C6 . N3 . Cu1 . 103.7(5) yes C6 . N3 . C7 . 112.8(8) yes Cu1 . N3 . C7 . 107.6(6) yes C6 . N3 . C8 . 110.1(8) yes Cu1 . N3 . C8 . 113.9(6) yes C7 . N3 . C8 . 108.8(9) yes N3 . C7 . H71 . 110.6 no N3 . C7 . H72 . 111.0 no H71 . C7 . H72 . 108.2 no N3 . C7 . H73 . 111.0 no H71 . C7 . H73 . 107.6 no H72 . C7 . H73 . 108.2 no N3 . C8 . H83 . 110.9 no N3 . C8 . H82 . 109.6 no H83 . C8 . H82 . 109.0 no N3 . C8 . H81 . 109.8 no H83 . C8 . H81 . 109.0 no H82 . C8 . H81 . 108.6 no N2 . C3 . C1002 . 114.6(7) yes N2 . C3 . C1043 . 124.0(7) yes C1002 . C3 . C1043 . 121.4(7) yes C3 . C1002 . N1 . 113.3(7) yes C3 . C1002 . C4 . 123.6(7) yes N1 . C1002 . C4 . 123.1(7) yes C1002 . C4 . C15 . 121.3(8) yes C1002 . C4 . C19 . 119.8(8) yes C15 . C4 . C19 . 118.9(8) yes C4 . C15 . C16 . 119.9(10) yes C4 . C15 . H151 . 119.8 no C16 . C15 . H151 . 120.3 no C15 . C16 . C17 . 120.8(10) yes C15 . C16 . H161 . 119.5 no C17 . C16 . H161 . 119.8 no C16 . C17 . C18 . 118.5(10) yes C16 . C17 . H171 . 119.7 no C18 . C17 . H171 . 121.8 no C17 . C18 . C19 . 121.1(11) yes C17 . C18 . H181 . 118.3 no C19 . C18 . H181 . 120.6 no C18 . C19 . C4 . 120.8(10) yes C18 . C19 . H191 . 120.5 no C4 . C19 . H191 . 118.6 no C3 . C1043 . C21 . 119.2(8) yes C3 . C1043 . C25 . 120.5(8) yes C21 . C1043 . C25 . 120.4(9) yes C1043 . C21 . C22 . 119.2(10) yes C1043 . C21 . H211 . 120.0 no C22 . C21 . H211 . 119.0 no C21 . C22 . C23 . 118.9(11) yes C21 . C22 . H221 . 119.2 no C23 . C22 . H221 . 121.8 no C22 . C23 . C24 . 121.0(10) yes C22 . C23 . H231 . 116.6 no C24 . C23 . H231 . 122.5 no C23 . C24 . C25 . 118.8(10) yes C23 . C24 . H241 . 120.4 no C25 . C24 . H241 . 120.8 no C24 . C25 . C1043 . 121.7(10) yes C24 . C25 . H251 . 113.4 no C1043 . C25 . H251 . 113.7 no Cu1 . O2 . N4 . 123.9(5) yes O2 . N4 . Cu2 . 128.1(5) yes O2 . N4 . Cu1 . 33.7(3) yes Cu2 . N4 . Cu1 . 95.2(3) yes O2 . N4 . C102 . 116.4(6) yes Cu2 . N4 . C102 . 113.8(5) yes Cu1 . N4 . C102 . 150.0(5) yes N4 . C102 . C103 . 113.4(7) yes N4 . C102 . C101 . 123.0(7) yes C103 . C102 . C101 . 123.5(7) yes C102 . C103 . N5 . 115.0(7) yes C102 . C103 . C1042 . 119.4(7) yes N5 . C103 . C1042 . 125.5(7) yes C103 . N5 . Cu2 . 117.1(5) yes C103 . N5 . C105 . 125.6(7) yes Cu2 . N5 . C105 . 116.4(5) yes N5 . C105 . C106 . 106.5(7) yes N5 . C105 . H1051 . 112.0 no C106 . C105 . H1051 . 111.7 no N5 . C105 . H1052 . 108.0 no C106 . C105 . H1052 . 111.5 no H1051 . C105 . H1052 . 107.2 no C105 . C106 . N6 . 111.2(7) yes C105 . C106 . H1061 . 109.4 no N6 . C106 . H1061 . 107.4 no C105 . C106 . H1062 . 111.3 no N6 . C106 . H1062 . 109.7 no H1061 . C106 . H1062 . 107.8 no C106 . N6 . Cu2 . 104.6(5) yes C106 . N6 . C107 . 111.6(8) yes Cu2 . N6 . C107 . 109.9(6) yes C106 . N6 . C108 . 109.5(8) yes Cu2 . N6 . C108 . 112.5(6) yes C107 . N6 . C108 . 108.7(8) yes N6 . C107 . H1071 . 111.9 no N6 . C107 . H1072 . 110.4 no H1071 . C107 . H1072 . 108.4 no N6 . C107 . H1073 . 110.2 no H1071 . C107 . H1073 . 108.8 no H1072 . C107 . H1073 . 106.9 no N6 . C108 . H1081 . 108.3 no N6 . C108 . H1082 . 110.5 no H1081 . C108 . H1082 . 108.2 no N6 . C108 . H1083 . 110.4 no H1081 . C108 . H1083 . 108.4 no H1082 . C108 . H1083 . 110.9 no C103 . C1042 . C37 . 120.5(8) yes C103 . C1042 . C41 . 120.8(9) yes C37 . C1042 . C41 . 118.6(9) yes C1042 . C37 . C38 . 122.9(10) yes C1042 . C37 . H371 . 118.3 no C38 . C37 . H371 . 118.8 no C37 . C38 . C39 . 117.3(11) yes C37 . C38 . H381 . 121.5 no C39 . C38 . H381 . 121.2 no C38 . C39 . C40 . 122.3(10) yes C38 . C39 . H391 . 119.3 no C40 . C39 . H391 . 118.4 no C39 . C40 . C41 . 118.7(10) yes C39 . C40 . H401 . 121.2 no C41 . C40 . H401 . 120.0 no C40 . C41 . C1042 . 120.2(10) yes C40 . C41 . H411 . 119.8 no C1042 . C41 . H411 . 119.9 no C102 . C101 . C43 . 118.8(10) yes C102 . C101 . C47 . 120.5(9) yes C43 . C101 . C47 . 120.5(11) yes C101 . C43 . C44 . 119.7(14) yes C101 . C43 . H431 . 119.8 no C44 . C43 . H431 . 120.3 no C43 . C44 . C45 . 114.7(16) yes C43 . C44 . H441 . 122.5 no C45 . C44 . H441 . 122.6 no C44 . C45 . C46 . 130.9(17) yes C44 . C45 . H451 . 116.4 no C46 . C45 . H451 . 112.6 no C45 . C46 . C47 . 115.2(15) yes C45 . C46 . H461 . 126.5 no C47 . C46 . H461 . 118.3 no C46 . C47 . C101 . 118.9(13) yes C46 . C47 . H472 . 119.4 no C101 . C47 . H472 . 120.9 no Cu2 . N13 . C1012 . 132.7(8) yes N13 . C1012 . S4 . 178.3(9) yes N11 . Cu5 . N12 . 83.7(3) yes N11 . Cu5 . N10 . 79.9(3) yes N12 . Cu5 . N10 . 161.6(3) yes N11 . Cu5 . N7 . 162.9(2) yes N12 . Cu5 . N7 . 111.3(2) yes N10 . Cu5 . N7 . 83.9(2) yes N11 . Cu5 . O3 . 157.9(3) yes N12 . Cu5 . O3 . 89.6(2) yes N10 . Cu5 . O3 . 102.4(2) yes N7 . Cu5 . O3 . 25.1(2) yes N11 . Cu5 . N14 . 106.3(3) yes N12 . Cu5 . N14 . 99.4(3) yes N10 . Cu5 . N14 . 93.4(3) yes N7 . Cu5 . N14 . 79.9(3) yes O3 . Cu5 . N14 . 95.6(3) yes Cu5 . N11 . C205 . 115.4(5) yes Cu5 . N11 . C203 . 116.2(5) yes C205 . N11 . C203 . 126.3(7) yes N11 . C205 . C206 . 105.7(7) yes N11 . C205 . H2051 . 111.8 no C206 . C205 . H2051 . 112.6 no N11 . C205 . H2052 . 106.8 no C206 . C205 . H2052 . 112.1 no H2051 . C205 . H2052 . 107.7 no C205 . C206 . N12 . 111.3(7) yes C205 . C206 . H2061 . 109.1 no N12 . C206 . H2061 . 108.7 no C205 . C206 . H2062 . 110.7 no N12 . C206 . H2062 . 109.3 no H2061 . C206 . H2062 . 107.5 no C206 . N12 . Cu5 . 104.0(5) yes C206 . N12 . C208 . 110.8(7) yes Cu5 . N12 . C208 . 112.0(5) yes C206 . N12 . C207 . 111.9(7) yes Cu5 . N12 . C207 . 109.5(6) yes C208 . N12 . C207 . 108.7(7) yes N12 . C208 . H2082 . 110.9 no N12 . C208 . H2081 . 110.0 no H2082 . C208 . H2081 . 110.9 no N12 . C208 . H2083 . 108.7 no H2082 . C208 . H2083 . 108.4 no H2081 . C208 . H2083 . 107.8 no N12 . C207 . H2071 . 109.8 no N12 . C207 . H2072 . 109.6 no H2071 . C207 . H2072 . 109.1 no N12 . C207 . H2073 . 110.7 no H2071 . C207 . H2073 . 109.5 no H2072 . C207 . H2073 . 108.1 no N11 . C203 . C202 . 115.7(7) yes N11 . C203 . C204 . 124.6(7) yes C202 . C203 . C204 . 119.7(7) yes C203 . C202 . N10 . 114.1(7) yes C203 . C202 . C201 . 123.2(7) yes N10 . C202 . C201 . 122.7(7) yes C202 . N10 . Cu5 . 113.2(5) yes C202 . N10 . O4 . 118.1(6) yes Cu5 . N10 . O4 . 128.1(5) yes C202 . N10 . Cu4 . 151.8(5) yes Cu5 . N10 . Cu4 . 94.8(2) yes O4 . N10 . Cu4 . 33.7(3) yes N10 . O4 . Cu4 . 123.7(4) yes N10 . Cu4 . O4 . 22.6(2) yes N10 . Cu4 . S3 . 97.40(15) yes O4 . Cu4 . S3 . 97.5(2) yes N10 . Cu4 . N8 . 155.6(2) yes O4 . Cu4 . N8 . 161.5(3) yes S3 . Cu4 . N8 . 100.1(2) yes N10 . Cu4 . N9 . 111.7(2) yes O4 . Cu4 . N9 . 89.3(2) yes S3 . Cu4 . N9 . 96.3(2) yes N8 . Cu4 . N9 . 83.1(3) yes N10 . Cu4 . N7 . 82.9(2) yes O4 . Cu4 . N7 . 105.6(2) yes S3 . Cu4 . N7 . 90.41(19) yes N8 . Cu4 . N7 . 80.1(3) yes N9 . Cu4 . N7 . 162.8(3) yes Cu4 . S3 . Cu3 . 98.35(12) yes Cu4 . S3 . C1032 . 99.3(5) yes Cu3 . S3 . C1032 . 103.3(6) yes S3 . Cu3 . S2 . 117.86(13) yes S3 . Cu3 . N15 . 118.2(3) yes S2 . Cu3 . N15 . 123.4(3) yes Cu3 . S2 . C1022 . 104.9(4) yes S2 . C1022 . N16 . 178.5(12) yes Cu3 . N15 . C2 . 171.0(10) yes Cu4 . N8 . C305 . 117.2(5) yes Cu4 . N8 . C304 . 116.0(5) yes C305 . N8 . C304 . 125.7(7) yes N8 . C305 . C306 . 105.4(7) yes N8 . C305 . H3051 . 110.1 no C306 . C305 . H3051 . 113.1 no N8 . C305 . H3052 . 109.5 no C306 . C305 . H3052 . 111.4 no H3051 . C305 . H3052 . 107.3 no C305 . C306 . N9 . 108.2(7) yes C305 . C306 . H3061 . 109.4 no N9 . C306 . H3061 . 110.6 no C305 . C306 . H3062 . 109.3 no N9 . C306 . H3062 . 110.8 no H3061 . C306 . H3062 . 108.5 no C306 . N9 . Cu4 . 105.1(5) yes C306 . N9 . C308 . 111.4(8) yes Cu4 . N9 . C308 . 106.5(6) yes C306 . N9 . C307 . 109.7(8) yes Cu4 . N9 . C307 . 114.5(6) yes C308 . N9 . C307 . 109.5(8) yes N9 . C308 . H3081 . 110.1 no N9 . C308 . H3082 . 110.4 no H3081 . C308 . H3082 . 109.1 no N9 . C308 . H3083 . 109.8 no H3081 . C308 . H3083 . 108.4 no H3082 . C308 . H3083 . 109.0 no N9 . C307 . H3071 . 111.8 no N9 . C307 . H3073 . 110.0 no H3071 . C307 . H3073 . 110.4 no N9 . C307 . H3072 . 109.2 no H3071 . C307 . H3072 . 107.7 no H3073 . C307 . H3072 . 107.6 no N8 . C304 . C1046 . 123.4(7) yes N8 . C304 . C302 . 115.8(7) yes C1046 . C304 . C302 . 120.8(7) yes C304 . C1046 . C77 . 119.9(8) yes C304 . C1046 . C81 . 121.0(9) yes C77 . C1046 . C81 . 119.1(9) yes C1046 . C77 . C78 . 120.4(11) yes C1046 . C77 . H771 . 114.2 no C78 . C77 . H771 . 114.9 no C77 . C78 . C79 . 121.2(12) yes C77 . C78 . H781 . 119.7 no C79 . C78 . H781 . 119.1 no C78 . C79 . C80 . 120.1(11) yes C78 . C79 . H791 . 121.3 no C80 . C79 . H791 . 118.7 no C79 . C80 . C81 . 118.8(12) yes C79 . C80 . H801 . 120.0 no C81 . C80 . H801 . 121.1 no C80 . C81 . C1046 . 120.3(12) yes C80 . C81 . H811 . 120.0 no C1046 . C81 . H811 . 117.5 no C304 . C302 . N7 . 112.8(7) yes C304 . C302 . C301 . 124.5(7) yes N7 . C302 . C301 . 122.6(7) yes C302 . N7 . Cu4 . 114.9(5) yes C302 . N7 . Cu5 . 141.4(5) yes Cu4 . N7 . Cu5 . 97.8(2) yes C302 . N7 . O3 . 117.7(6) yes Cu4 . N7 . O3 . 127.2(5) yes Cu5 . N7 . O3 . 38.0(3) yes N7 . O3 . Cu5 . 116.9(4) yes C302 . C301 . C86 . 120.2(8) yes C302 . C301 . C90 . 119.4(8) yes C86 . C301 . C90 . 120.2(8) yes C301 . C86 . C87 . 119.0(10) yes C301 . C86 . H861 . 121.3 no C87 . C86 . H861 . 119.7 no C86 . C87 . C88 . 120.6(10) yes C86 . C87 . H871 . 118.4 no C88 . C87 . H871 . 121.0 no C87 . C88 . C89 . 121.1(10) yes C87 . C88 . H881 . 119.5 no C89 . C88 . H881 . 119.3 no C88 . C89 . C90 . 117.7(10) yes C88 . C89 . H891 . 121.0 no C90 . C89 . H891 . 121.2 no C89 . C90 . C301 . 121.3(10) yes C89 . C90 . H901 . 120.1 no C301 . C90 . H901 . 118.6 no C202 . C201 . C92 . 119.3(10) yes C202 . C201 . C96 . 119.7(9) yes C92 . C201 . C96 . 120.9(10) yes C201 . C92 . C93 . 116.9(13) yes C201 . C92 . H921 . 122.0 no C93 . C92 . H921 . 121.1 no C92 . C93 . C94 . 123.1(13) yes C92 . C93 . H931 . 118.4 no C94 . C93 . H931 . 118.4 no C93 . C94 . C95 . 117.9(11) yes C93 . C94 . H941 . 120.2 no C95 . C94 . H941 . 121.9 no C94 . C95 . C96 . 121.2(14) yes C94 . C95 . H951 . 120.0 no C96 . C95 . H951 . 118.9 no C201 . C96 . C95 . 120.0(12) yes C201 . C96 . H961 . 119.2 no C95 . C96 . H961 . 120.8 no C203 . C204 . C98 . 121.3(8) yes C203 . C204 . C1044 . 119.1(7) yes C98 . C204 . C1044 . 119.6(8) yes C204 . C98 . C99 . 120.1(9) yes C204 . C98 . H981 . 119.6 no C99 . C98 . H981 . 120.2 no C98 . C99 . C100 . 120.9(9) yes C98 . C99 . H2044 . 120.9 no C100 . C99 . H2044 . 118.2 no C99 . C100 . C1045 . 118.4(8) yes C99 . C100 . H2043 . 121.9 no C1045 . C100 . H2043 . 119.7 no C100 . C1045 . C1044 . 121.3(9) yes C100 . C1045 . H2042 . 119.7 no C1044 . C1045 . H2042 . 119.0 no C204 . C1044 . C1045 . 119.6(9) yes C204 . C1044 . H2041 . 119.9 no C1045 . C1044 . H2041 . 120.4 no Cu5 . N14 . C104 . 130.3(7) yes N14 . C104 . S5 . 177.4(9) yes S3 . C1032 . N17 . 177.7(17) yes S1 . C2 . N15 . 178.8(12) yes _iucr_refine_instruction_details_constraints ; # # Punched on 09/04/13 at 15:23:13 # #LIST 12 BLOCK SCALE X'S, U'S FIX C(43,U'S) UNTIL C(46) END ; _iucr_refine_instruction_details_restraints ; # # Punched on 09/04/13 at 15:23:13 # #LIST 16 NO REM HREST START (DO NOT REMOVE THIS LINE) REM HREST END (DO NOT REMOVE THIS LINE) U(IJ)'S 0.0, 0.001000 = C(5) TO C(6) U(IJ)'S 0.0, 0.010000 = C(6) TO N(3) U(IJ)'S 0.0, 0.010000 = C(201) TO C(93) DISTANCE 1.350000 , 0.020000 = C(44) TO C(45) DISTANCE 1.350000 , 0.050000 = C(45) TO C(46) END ; # Manually omitted reflections loop_ _oxford_refln_omitted_index_h _oxford_refln_omitted_index_k _oxford_refln_omitted_index_l _oxford_refln_omitted_flag _oxford_refln_omitted_details 4 0 4 x . 1 1 3 x . 6 0 4 x . 6 0 6 x . 6 0 2 x . 0 0 6 x . -8 0 2 x . 0 0 8 x . -4 0 8 x . 4 0 8 x . -8 0 10 x . -4 0 6 x . -12 0 2 x . # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.089 0.795 0.245 138 18 ' ' 2 0.589 0.295 0.245 138 18 ' ' 3 0.411 0.295 0.255 138 18 ' ' 4 0.911 0.795 0.255 138 18 ' ' 5 0.089 0.205 0.745 138 18 ' ' 6 0.589 0.705 0.745 138 18 ' ' 7 0.411 0.705 0.755 138 18 ' ' 8 0.911 0.205 0.755 138 18 ' ' _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 929098'