####################################################################### # # 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 06-11-05 _audit_creation_method CRYSTALS_ver_12.80 _oxford_structure_analysis_title 'ox023 in P2(1)/n' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 11.9964(8) _cell_length_b 15.8250(11) _cell_length_c 21.4986(15) _cell_angle_alpha 90 _cell_angle_beta 91.7800(10) _cell_angle_gamma 90 _cell_volume 4079.4(5) _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' 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' 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' _cell_formula_units_Z 8 _chemical_formula_sum 'C15 H29 Cl2 Cu1 N5 O4' _chemical_formula_moiety 'C15 H29 Cl2 Cu1 N5 O4' _chemical_compound_source ? _chemical_formula_weight 477.88 _cell_measurement_reflns_used 38420 _cell_measurement_theta_min 1 _cell_measurement_theta_max 30 _cell_measurement_temperature 150 _exptl_crystal_description needle _exptl_crystal_colour blue _exptl_crystal_size_min 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_max 0.1 _exptl_crystal_density_diffrn 1.556 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1992 _exptl_absorpt_coefficient_mu 1.364 # Sheldrick geometric approximatio 1.00 1.00 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'Bruker SADABS' # absolute Tmin and Tmax unknown, but SADABS gives ratio as 0.65 _exptl_special_details ; ? ; _diffrn_radiation_wavelength 0.6709 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Daresbury SRS station 9.8' _diffrn_radiation_monochromator 'silicon 111' _diffrn_measurement_device_type 'Bruker SMART APEX2 CCD' _diffrn_measurement_method 'fine-slice \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 5 _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _diffrn_ambient_temperature 150 _diffrn_reflns_number 38420 _reflns_number_total 11021 _diffrn_reflns_av_R_equivalents 0.061 # Number of reflections with Friedels Law is 11021 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 11505 _diffrn_reflns_theta_min 3.581 _diffrn_reflns_theta_max 33.191 _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 31.532 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _reflns_limit_h_min -16 _reflns_limit_h_max 16 _reflns_limit_k_min 0 _reflns_limit_k_max 21 _reflns_limit_l_min 0 _reflns_limit_l_max 29 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.50 _refine_diff_density_max 0.74 _refine_ls_number_reflns 4626 _refine_ls_number_restraints 0 _refine_ls_number_parameters 487 #_refine_ls_R_factor_ref 0.0437 _refine_ls_wR_factor_ref 0.0497 _refine_ls_goodness_of_fit_ref 1.1331 #_reflns_number_all 11005 _refine_ls_R_factor_all 0.0902 _refine_ls_wR_factor_all 0.0762 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 4626 _refine_ls_R_factor_gt 0.0437 _refine_ls_wR_factor_gt 0.0497 _refine_ls_shift/su_max 0.008182 # 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 _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: 1.08 0.952E-01 0.564 ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached 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 O1 O 0.7570(4) 1.0139(3) 0.1318(2) 0.0381 1.0000 Uani . . . . . . O2 O 0.8260(4) 0.9100(5) 0.0670(3) 0.0774 1.0000 Uani . . . . . . O3 O 0.7897(5) 0.8801(4) 0.1728(4) 0.0808 1.0000 Uani . . . . . . O4 O 0.6431(4) 0.9009(3) 0.0998(2) 0.0329 1.0000 Uani . . . . . . O5 O 0.3656(3) 0.1226(3) 0.38541(18) 0.0266 1.0000 Uani . . . . . . O6 O 0.2349(4) 0.1515(3) 0.3041(2) 0.0380 1.0000 Uani . . . . . . O7 O 0.2479(4) 0.0153(3) 0.3467(2) 0.0337 1.0000 Uani . . . . . . O8 O 0.1731(4) 0.1267(3) 0.4055(2) 0.0390 1.0000 Uani . . . . . . Cl1 Cl 0.75505(12) 0.92560(9) 0.11704(7) 0.0264 1.0000 Uani . . . . . . Cl2 Cl 0.25472(10) 0.10445(8) 0.36088(6) 0.0193 1.0000 Uani . . . . . . Cl3 Cl 1.18088(10) 0.26774(8) 0.15165(6) 0.0175 1.0000 Uani . . . . . . Cl4 Cl 0.67718(10) 0.25407(8) 0.15135(6) 0.0181 1.0000 Uani . . . . . . N1 N 0.9470(4) 0.1414(3) 0.13664(19) 0.0138 1.0000 Uani . . . . . . N2 N 0.9297(4) 0.2821(3) 0.22367(18) 0.0125 1.0000 Uani . . . . . . N3 N 0.9671(4) 0.2761(3) 0.03663(19) 0.0159 1.0000 Uani . . . . . . N4 N 0.9532(4) 0.3968(3) 0.1094(2) 0.0163 1.0000 Uani . . . . . . N5 N 0.4347(4) 0.3763(2) 0.1445(2) 0.0138 1.0000 Uani . . . . . . N6 N 0.4308(4) 0.2238(2) 0.21952(19) 0.0135 1.0000 Uani . . . . . . N7 N 0.4558(4) 0.1280(3) 0.0963(2) 0.0180 1.0000 Uani . . . . . . N8 N 0.4592(4) 0.2591(3) 0.03321(19) 0.0171 1.0000 Uani . . . . . . C1 C 0.9496(5) 0.4640(3) 0.1574(3) 0.0243 1.0000 Uani . . . . . . C2 C 0.8898(5) 0.4367(3) 0.2151(3) 0.0204 1.0000 Uani . . . . . . C3 C 0.9512(5) 0.3667(3) 0.2508(3) 0.0215 1.0000 Uani . . . . . . C4 C 0.9812(5) 0.2167(3) 0.2668(2) 0.0166 1.0000 Uani . . . . . . N9 N 0.9507(4) 0.1309(3) 0.2520(2) 0.0160 1.0000 Uani . . . . . . C6 C 0.9938(5) 0.0992(3) 0.1950(2) 0.0178 1.0000 Uani . . . . . . C7 C 0.9858(5) 0.0932(3) 0.0822(3) 0.0212 1.0000 Uani . . . . . . C8 C 0.9295(5) 0.1209(3) 0.0220(2) 0.0225 1.0000 Uani . . . . . . C9 C 0.9790(5) 0.2020(4) -0.0046(3) 0.0252 1.0000 Uani . . . . . . C10 C 1.0441(5) 0.3436(4) 0.0174(2) 0.0200 1.0000 Uani . . . . . . C11 C 1.0438(4) 0.4142(3) 0.0660(3) 0.0199 1.0000 Uani . . . . . . C12 C 0.8469(4) 0.3917(3) 0.0714(3) 0.0202 1.0000 Uani . . . . . . C13 C 0.8511(4) 0.3117(4) 0.0310(3) 0.0204 1.0000 Uani . . . . . . C14 C 0.8337(4) 0.1073(3) 0.2642(3) 0.0188 1.0000 Uani . . . . . . C15 C 0.8137(5) 0.1087(4) 0.3331(3) 0.0224 1.0000 Uani . . . . . . C16 C 0.7399(5) 0.1572(5) 0.3594(3) 0.0353 1.0000 Uani . . . . . . C17 C 0.4582(5) 0.0535(3) 0.1379(3) 0.0256 1.0000 Uani . . . . . . C18 C 0.4023(5) 0.0706(3) 0.1993(3) 0.0241 1.0000 Uani . . . . . . C19 C 0.4648(4) 0.1369(3) 0.2383(2) 0.0162 1.0000 Uani . . . . . . C20 C 0.4765(4) 0.2849(3) 0.2690(2) 0.0155 1.0000 Uani . . . . . . N21 N 0.4424(4) 0.3712(3) 0.2591(2) 0.0156 1.0000 Uani . . . . . . C22 C 0.4830(4) 0.4105(3) 0.2052(2) 0.0167 1.0000 Uani . . . . . . C23 C 0.4663(5) 0.4347(3) 0.0931(2) 0.0174 1.0000 Uani . . . . . . C24 C 0.4076(5) 0.4125(4) 0.0321(3) 0.0233 1.0000 Uani . . . . . . C25 C 0.4630(5) 0.3405(4) -0.0019(3) 0.0213 1.0000 Uani . . . . . . C26 C 0.3472(4) 0.2185(3) 0.0249(2) 0.0181 1.0000 Uani . . . . . . C27 C 0.3463(4) 0.1351(3) 0.0607(3) 0.0193 1.0000 Uani . . . . . . C28 C 0.5442(5) 0.1200(4) 0.0499(3) 0.0240 1.0000 Uani . . . . . . C29 C 0.5427(5) 0.1988(4) 0.0079(3) 0.0236 1.0000 Uani . . . . . . C30 C 0.3265(5) 0.3915(4) 0.2760(3) 0.0215 1.0000 Uani . . . . . . C31 C 0.3148(5) 0.3947(4) 0.3454(3) 0.0241 1.0000 Uani . . . . . . C32 C 0.2398(5) 0.3541(4) 0.3767(3) 0.0323 1.0000 Uani . . . . . . Cu1 Cu 0.97719(5) 0.26868(4) 0.13376(3) 0.0114 1.0000 Uani . . . . . . Cu2 Cu 0.47242(5) 0.25197(3) 0.13075(3) 0.0113 1.0000 Uani . . . . . . H11 H 1.0267 0.4796 0.1691 0.0357 1.0000 Uiso . . . . . . H12 H 0.9131 0.5138 0.1389 0.0358 1.0000 Uiso . . . . . . H21 H 0.8819 0.4852 0.2428 0.0299 1.0000 Uiso . . . . . . H22 H 0.8150 0.4153 0.2032 0.0301 1.0000 Uiso . . . . . . H31 H 1.0312 0.3774 0.2508 0.0298 1.0000 Uiso . . . . . . H32 H 0.9283 0.3667 0.2942 0.0300 1.0000 Uiso . . . . . . H41 H 1.0620 0.2227 0.2656 0.0243 1.0000 Uiso . . . . . . H42 H 0.9588 0.2295 0.3095 0.0238 1.0000 Uiso . . . . . . H61 H 1.0759 0.1084 0.1962 0.0258 1.0000 Uiso . . . . . . H62 H 0.9791 0.0377 0.1931 0.0263 1.0000 Uiso . . . . . . H71 H 1.0661 0.1016 0.0795 0.0319 1.0000 Uiso . . . . . . H72 H 0.9725 0.0329 0.0889 0.0321 1.0000 Uiso . . . . . . H81 H 0.9356 0.0755 -0.0080 0.0329 1.0000 Uiso . . . . . . H82 H 0.8508 0.1298 0.0291 0.0329 1.0000 Uiso . . . . . . H91 H 1.0592 0.1924 -0.0100 0.0381 1.0000 Uiso . . . . . . H92 H 0.9454 0.2133 -0.0457 0.0380 1.0000 Uiso . . . . . . H101 H 1.1196 0.3206 0.0141 0.0278 1.0000 Uiso . . . . . . H102 H 1.0210 0.3661 -0.0236 0.0281 1.0000 Uiso . . . . . . H111 H 1.1161 0.4266 0.0855 0.0359 1.0000 Uiso . . . . . . H112 H 1.0018 0.4594 0.0466 0.0362 1.0000 Uiso . . . . . . H121 H 0.8680 0.4343 0.0419 0.0374 1.0000 Uiso . . . . . . H122 H 0.7801 0.3961 0.0950 0.0369 1.0000 Uiso . . . . . . H131 H 0.8676 0.3350 -0.0087 0.0383 1.0000 Uiso . . . . . . H132 H 0.7896 0.2728 0.0344 0.0380 1.0000 Uiso . . . . . . H141 H 0.8193 0.0501 0.2486 0.0292 1.0000 Uiso . . . . . . H142 H 0.7808 0.1461 0.2432 0.0290 1.0000 Uiso . . . . . . H151 H 0.8572 0.0726 0.3586 0.0340 1.0000 Uiso . . . . . . H161 H 0.7300 0.1565 0.4029 0.0511 1.0000 Uiso . . . . . . H162 H 0.6946 0.1946 0.3356 0.0512 1.0000 Uiso . . . . . . H171 H 0.5358 0.0382 0.1467 0.0360 1.0000 Uiso . . . . . . H172 H 0.4209 0.0062 0.1163 0.0359 1.0000 Uiso . . . . . . H181 H 0.4007 0.0176 0.2233 0.0340 1.0000 Uiso . . . . . . H182 H 0.3253 0.0892 0.1914 0.0341 1.0000 Uiso . . . . . . H191 H 0.5452 0.1298 0.2341 0.0240 1.0000 Uiso . . . . . . H192 H 0.4478 0.1284 0.2819 0.0238 1.0000 Uiso . . . . . . H201 H 0.5580 0.2823 0.2689 0.0218 1.0000 Uiso . . . . . . H202 H 0.4524 0.2662 0.3100 0.0219 1.0000 Uiso . . . . . . H221 H 0.4663 0.4711 0.2076 0.0238 1.0000 Uiso . . . . . . H222 H 0.5645 0.4032 0.2057 0.0241 1.0000 Uiso . . . . . . H231 H 0.4481 0.4928 0.1058 0.0260 1.0000 Uiso . . . . . . H232 H 0.5466 0.4312 0.0878 0.0257 1.0000 Uiso . . . . . . H241 H 0.4065 0.4623 0.0057 0.0348 1.0000 Uiso . . . . . . H242 H 0.3298 0.3968 0.0399 0.0348 1.0000 Uiso . . . . . . H251 H 0.5417 0.3549 -0.0078 0.0299 1.0000 Uiso . . . . . . H252 H 0.4264 0.3324 -0.0426 0.0301 1.0000 Uiso . . . . . . H261 H 0.2832 0.2540 0.0311 0.0341 1.0000 Uiso . . . . . . H262 H 0.3643 0.2003 -0.0162 0.0343 1.0000 Uiso . . . . . . H271 H 0.2809 0.1262 0.0852 0.0362 1.0000 Uiso . . . . . . H272 H 0.3677 0.0956 0.0301 0.0362 1.0000 Uiso . . . . . . H281 H 0.6178 0.1053 0.0674 0.0441 1.0000 Uiso . . . . . . H282 H 0.5024 0.0798 0.0253 0.0443 1.0000 Uiso . . . . . . H291 H 0.6167 0.2258 0.0089 0.0362 1.0000 Uiso . . . . . . H292 H 0.5235 0.1836 -0.0350 0.0358 1.0000 Uiso . . . . . . H301 H 0.3066 0.4472 0.2587 0.0311 1.0000 Uiso . . . . . . H302 H 0.2742 0.3490 0.2587 0.0311 1.0000 Uiso . . . . . . H311 H 0.3665 0.4283 0.3683 0.0351 1.0000 Uiso . . . . . . H321 H 0.2362 0.3578 0.4205 0.0483 1.0000 Uiso . . . . . . H322 H 0.1863 0.3187 0.3567 0.0479 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 O1 0.027(3) 0.027(2) 0.060(3) -0.018(2) 0.000(2) -0.0044(18) O2 0.031(3) 0.114(5) 0.089(5) -0.070(4) 0.034(3) -0.028(3) O3 0.054(4) 0.072(4) 0.115(6) 0.039(4) -0.032(4) 0.014(3) O4 0.021(2) 0.044(3) 0.034(2) -0.019(2) 0.0044(18) -0.0100(19) O5 0.019(2) 0.040(2) 0.021(2) -0.0066(17) 0.0009(16) -0.0046(18) O6 0.021(2) 0.059(3) 0.034(3) 0.015(2) 0.0037(19) 0.016(2) O7 0.029(3) 0.026(2) 0.046(3) -0.0143(19) -0.002(2) -0.0015(18) O8 0.024(2) 0.054(3) 0.040(3) -0.015(2) 0.023(2) -0.001(2) Cl1 0.0174(7) 0.0267(7) 0.0350(8) -0.0133(6) -0.0026(6) 0.0019(5) Cl2 0.0150(6) 0.0239(6) 0.0192(6) -0.0069(5) 0.0011(5) 0.0002(5) Cl3 0.0087(6) 0.0248(7) 0.0189(6) 0.0014(5) -0.0019(5) 0.0012(5) Cl4 0.0086(6) 0.0264(7) 0.0193(6) -0.0006(5) 0.0000(5) -0.0022(5) N1 0.017(2) 0.015(2) 0.009(2) -0.0024(15) -0.0012(17) -0.0016(16) N2 0.013(2) 0.014(2) 0.0105(19) 0.0006(15) -0.0015(16) -0.0010(16) N3 0.010(2) 0.024(2) 0.014(2) 0.0044(17) 0.0008(17) -0.0023(17) N4 0.013(2) 0.019(2) 0.017(2) 0.0045(17) -0.0056(17) 0.0036(17) N5 0.015(2) 0.012(2) 0.014(2) 0.0000(15) 0.0001(16) -0.0036(16) N6 0.014(2) 0.0098(19) 0.016(2) 0.0019(16) 0.0039(16) 0.0021(16) N7 0.014(2) 0.021(2) 0.019(2) -0.0058(17) 0.0022(18) 0.0016(17) N8 0.015(2) 0.024(2) 0.012(2) 0.0012(17) 0.0001(16) -0.0033(17) C1 0.022(3) 0.012(2) 0.039(3) -0.001(2) -0.001(3) -0.001(2) C2 0.023(3) 0.018(3) 0.021(3) -0.006(2) 0.000(2) 0.002(2) C3 0.026(3) 0.018(3) 0.020(3) -0.007(2) -0.001(2) -0.001(2) C4 0.020(3) 0.017(2) 0.013(2) 0.0008(18) -0.001(2) -0.006(2) N9 0.018(2) 0.017(2) 0.013(2) 0.0044(16) -0.0007(17) -0.0031(17) C6 0.025(3) 0.013(2) 0.016(2) 0.0047(19) -0.002(2) 0.003(2) C7 0.025(3) 0.022(3) 0.018(3) -0.004(2) 0.004(2) -0.001(2) C8 0.029(3) 0.024(3) 0.014(3) -0.007(2) -0.001(2) -0.011(2) C9 0.029(3) 0.036(3) 0.011(3) 0.003(2) 0.006(2) -0.013(3) C10 0.014(3) 0.033(3) 0.013(2) 0.010(2) 0.001(2) 0.001(2) C11 0.010(2) 0.021(3) 0.029(3) 0.013(2) -0.002(2) -0.004(2) C12 0.011(2) 0.020(3) 0.029(3) 0.014(2) -0.002(2) -0.002(2) C13 0.013(3) 0.031(3) 0.018(3) 0.009(2) -0.001(2) 0.001(2) C14 0.017(3) 0.018(3) 0.022(3) 0.008(2) 0.000(2) -0.005(2) C15 0.022(3) 0.029(3) 0.017(3) 0.009(2) 0.004(2) -0.004(2) C16 0.024(3) 0.051(4) 0.031(3) -0.008(3) 0.005(3) -0.006(3) C17 0.029(3) 0.014(2) 0.034(3) -0.001(2) -0.002(3) -0.001(2) C18 0.022(3) 0.020(3) 0.030(3) 0.010(2) -0.002(2) -0.002(2) C19 0.013(3) 0.019(3) 0.016(3) 0.0020(19) 0.002(2) 0.0014(19) C20 0.013(2) 0.021(3) 0.013(2) 0.0000(19) -0.0017(19) 0.0043(19) N21 0.016(2) 0.018(2) 0.013(2) -0.0030(16) -0.0013(17) 0.0049(17) C22 0.017(3) 0.013(2) 0.020(3) -0.0047(19) -0.004(2) -0.0018(19) C23 0.017(3) 0.022(3) 0.014(2) 0.006(2) 0.002(2) -0.003(2) C24 0.022(3) 0.026(3) 0.022(3) 0.012(2) -0.002(2) -0.002(2) C25 0.019(3) 0.026(3) 0.019(3) 0.003(2) -0.001(2) -0.006(2) C26 0.012(2) 0.029(3) 0.013(2) -0.007(2) -0.0026(19) -0.001(2) C27 0.011(2) 0.022(3) 0.025(3) -0.008(2) -0.001(2) 0.0021(19) C28 0.021(3) 0.030(3) 0.021(3) -0.011(2) 0.000(2) 0.003(2) C29 0.014(3) 0.044(3) 0.013(3) -0.008(2) 0.007(2) -0.003(2) C30 0.020(3) 0.029(3) 0.016(3) -0.005(2) 0.003(2) 0.011(2) C31 0.026(3) 0.028(3) 0.018(3) -0.006(2) -0.003(2) 0.004(2) C32 0.024(3) 0.044(4) 0.029(3) 0.001(3) 0.008(3) -0.003(3) Cu1 0.0104(3) 0.0129(3) 0.0107(3) 0.0013(2) -0.0009(2) -0.0007(2) Cu2 0.0103(3) 0.0127(3) 0.0110(3) -0.0006(2) 0.0007(2) -0.0009(2) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.2184(4) 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 O1 . Cl1 . 1.433(4) yes O2 . Cl1 . 1.414(5) yes O3 . Cl1 . 1.448(6) yes O4 . Cl1 . 1.436(4) yes O5 . Cl2 . 1.444(4) yes O6 . Cl2 . 1.444(5) yes O7 . Cl2 . 1.446(4) yes O8 . Cl2 . 1.437(4) yes Cl3 . Cu1 . 2.4619(14) yes Cl4 . Cu2 . 2.4827(14) yes N1 . C6 . 1.514(6) yes N1 . C7 . 1.484(7) yes N1 . Cu1 . 2.047(4) yes N2 . C3 . 1.480(6) yes N2 . C4 . 1.510(6) yes N2 . Cu1 . 2.043(4) yes N3 . C9 . 1.481(7) yes N3 . C10 . 1.480(7) yes N3 . C13 . 1.503(7) yes N3 . Cu1 . 2.091(4) yes N4 . C1 . 1.484(7) yes N4 . C11 . 1.480(7) yes N4 . C12 . 1.495(7) yes N4 . Cu1 . 2.111(4) yes N5 . C22 . 1.511(6) yes N5 . C23 . 1.499(6) yes N5 . Cu2 . 2.042(4) yes N6 . C19 . 1.487(6) yes N6 . C20 . 1.526(6) yes N6 . Cu2 . 2.037(4) yes N7 . C17 . 1.480(7) yes N7 . C27 . 1.503(7) yes N7 . C28 . 1.484(7) yes N7 . Cu2 . 2.104(4) yes N8 . C25 . 1.494(7) yes N8 . C26 . 1.495(7) yes N8 . C29 . 1.498(7) yes N8 . Cu2 . 2.101(4) yes C1 . C2 . 1.515(8) yes C1 . H11 . 0.983 no C1 . H12 . 0.980 no C2 . C3 . 1.525(8) yes C2 . H21 . 0.980 no C2 . H22 . 0.985 no C3 . H31 . 0.974 no C3 . H32 . 0.982 no C4 . N9 . 1.439(6) yes C4 . H41 . 0.975 no C4 . H42 . 0.985 no N9 . C6 . 1.435(7) yes N9 . C14 . 1.484(7) yes C6 . H61 . 0.995 no C6 . H62 . 0.990 no C7 . C8 . 1.506(8) yes C7 . H71 . 0.976 no C7 . H72 . 0.979 no C8 . C9 . 1.531(8) yes C8 . H81 . 0.970 no C8 . H82 . 0.971 no C9 . H91 . 0.984 no C9 . H92 . 0.975 no C10 . C11 . 1.530(8) yes C10 . H101 . 0.981 no C10 . H102 . 0.982 no C11 . Cu1 . 2.852(5) yes C11 . H111 . 0.972 no C11 . H112 . 0.963 no C12 . C13 . 1.537(8) yes C12 . Cu1 . 2.810(5) yes C12 . H121 . 0.964 no C12 . H122 . 0.964 no C13 . Cu1 . 2.725(5) yes C13 . H131 . 0.955 no C13 . H132 . 0.966 no C14 . C15 . 1.507(7) yes C14 . H141 . 0.980 no C14 . H142 . 0.983 no C15 . C16 . 1.312(9) yes C15 . H151 . 0.940 no C16 . H161 . 0.946 no C16 . H162 . 0.944 no C17 . C18 . 1.525(9) yes C17 . H171 . 0.974 no C17 . H172 . 0.982 no C18 . C19 . 1.525(8) yes C18 . H181 . 0.984 no C18 . H182 . 0.980 no C19 . H191 . 0.978 no C19 . H192 . 0.976 no C20 . N21 . 1.440(6) yes C20 . H201 . 0.978 no C20 . H202 . 0.982 no N21 . C22 . 1.416(7) yes N21 . C30 . 1.484(7) yes C22 . H221 . 0.981 no C22 . H222 . 0.983 no C23 . C24 . 1.512(8) yes C23 . H231 . 0.985 no C23 . H232 . 0.975 no C24 . C25 . 1.518(8) yes C24 . H241 . 0.972 no C24 . H242 . 0.984 no C25 . H251 . 0.983 no C25 . H252 . 0.976 no C26 . C27 . 1.530(8) yes C26 . Cu2 . 2.740(5) yes C26 . H261 . 0.964 no C26 . H262 . 0.957 no C27 . Cu2 . 2.799(5) yes C27 . H271 . 0.967 no C27 . H272 . 0.950 no C28 . C29 . 1.539(8) yes C28 . Cu2 . 2.867(5) yes C28 . H281 . 0.978 no C28 . H282 . 0.959 no C29 . H291 . 0.985 no C29 . H292 . 0.974 no C30 . C31 . 1.504(8) yes C30 . H301 . 0.982 no C30 . H302 . 0.984 no C31 . C32 . 1.310(9) yes C31 . H311 . 0.944 no C32 . H321 . 0.946 no C32 . H322 . 0.946 no 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 O3 . Cl1 . O4 . 108.7(4) yes O3 . Cl1 . O1 . 107.4(4) yes O4 . Cl1 . O1 . 109.4(3) yes O3 . Cl1 . O2 . 112.2(5) yes O4 . Cl1 . O2 . 109.6(3) yes O1 . Cl1 . O2 . 109.5(4) yes O7 . Cl2 . O5 . 108.4(3) yes O7 . Cl2 . O6 . 108.6(3) yes O5 . Cl2 . O6 . 109.4(3) yes O7 . Cl2 . O8 . 110.2(3) yes O5 . Cl2 . O8 . 110.3(3) yes O6 . Cl2 . O8 . 109.9(3) yes C6 . N1 . C7 . 108.0(4) yes C6 . N1 . Cu1 . 113.5(3) yes C7 . N1 . Cu1 . 115.0(3) yes C3 . N2 . C4 . 108.3(4) yes C3 . N2 . Cu1 . 114.6(3) yes C4 . N2 . Cu1 . 112.9(3) yes C9 . N3 . C10 . 109.4(4) yes C9 . N3 . C13 . 110.8(4) yes C10 . N3 . C13 . 107.0(4) yes C9 . N3 . Cu1 . 123.4(3) yes C10 . N3 . Cu1 . 107.6(3) yes C13 . N3 . Cu1 . 97.3(3) yes C1 . N4 . C11 . 110.1(4) yes C1 . N4 . C12 . 112.0(4) yes C11 . N4 . C12 . 107.2(4) yes C1 . N4 . Cu1 . 121.6(3) yes C11 . N4 . Cu1 . 103.8(3) yes C12 . N4 . Cu1 . 101.0(3) yes C22 . N5 . C23 . 108.4(4) yes C22 . N5 . Cu2 . 112.9(3) yes C23 . N5 . Cu2 . 115.1(3) yes C19 . N6 . C20 . 107.9(4) yes C19 . N6 . Cu2 . 112.5(3) yes C20 . N6 . Cu2 . 114.9(3) yes C17 . N7 . C27 . 111.5(4) yes C17 . N7 . C28 . 109.7(4) yes C27 . N7 . C28 . 107.2(4) yes C17 . N7 . Cu2 . 122.0(3) yes C27 . N7 . Cu2 . 100.5(3) yes C28 . N7 . Cu2 . 104.7(3) yes C25 . N8 . C26 . 110.5(4) yes C25 . N8 . C29 . 109.5(4) yes C26 . N8 . C29 . 106.9(4) yes C25 . N8 . Cu2 . 123.2(3) yes C26 . N8 . Cu2 . 97.8(3) yes C29 . N8 . Cu2 . 107.3(3) yes N4 . C1 . C2 . 112.9(4) yes N4 . C1 . H11 . 108.0 no C2 . C1 . H11 . 109.1 no N4 . C1 . H12 . 108.5 no C2 . C1 . H12 . 110.2 no H11 . C1 . H12 . 107.9 no C1 . C2 . C3 . 112.7(5) yes C1 . C2 . H21 . 109.4 no C3 . C2 . H21 . 108.5 no C1 . C2 . H22 . 109.6 no C3 . C2 . H22 . 107.7 no H21 . C2 . H22 . 108.8 no C2 . C3 . N2 . 112.5(4) yes C2 . C3 . H31 . 109.5 no N2 . C3 . H31 . 108.5 no C2 . C3 . H32 . 109.5 no N2 . C3 . H32 . 109.0 no H31 . C3 . H32 . 107.7 no N2 . C4 . N9 . 114.4(4) yes N2 . C4 . H41 . 107.7 no N9 . C4 . H41 . 109.4 no N2 . C4 . H42 . 108.2 no N9 . C4 . H42 . 109.0 no H41 . C4 . H42 . 107.8 no C4 . N9 . C6 . 115.0(4) yes C4 . N9 . C14 . 115.7(4) yes C6 . N9 . C14 . 115.6(4) yes N1 . C6 . N9 . 114.7(4) yes N1 . C6 . H61 . 107.4 no N9 . C6 . H61 . 108.0 no N1 . C6 . H62 . 109.8 no N9 . C6 . H62 . 108.1 no H61 . C6 . H62 . 108.7 no N1 . C7 . C8 . 112.7(5) yes N1 . C7 . H71 . 108.1 no C8 . C7 . H71 . 109.0 no N1 . C7 . H72 . 109.2 no C8 . C7 . H72 . 109.9 no H71 . C7 . H72 . 107.9 no C7 . C8 . C9 . 113.4(5) yes C7 . C8 . H81 . 108.4 no C9 . C8 . H81 . 109.5 no C7 . C8 . H82 . 108.6 no C9 . C8 . H82 . 109.1 no H81 . C8 . H82 . 107.8 no C8 . C9 . N3 . 113.2(4) yes C8 . C9 . H91 . 107.8 no N3 . C9 . H91 . 107.7 no C8 . C9 . H92 . 109.8 no N3 . C9 . H92 . 110.6 no H91 . C9 . H92 . 107.5 no N3 . C10 . C11 . 108.7(4) yes N3 . C10 . H101 . 109.8 no C11 . C10 . H101 . 110.0 no N3 . C10 . H102 . 110.5 no C11 . C10 . H102 . 110.0 no H101 . C10 . H102 . 107.7 no C10 . C11 . N4 . 108.2(4) yes C10 . C11 . Cu1 . 76.5(3) yes N4 . C11 . Cu1 . 46.0(2) yes C10 . C11 . H111 . 114.9 no N4 . C11 . H111 . 115.4 no Cu1 . C11 . H111 . 101.7 no C10 . C11 . H112 . 105.1 no N4 . C11 . H112 . 91.6 no Cu1 . C11 . H112 . 132.1 no H111 . C11 . H112 . 119.0 no N4 . C12 . C13 . 108.1(4) yes N4 . C12 . Cu1 . 47.5(2) yes C13 . C12 . Cu1 . 70.9(3) yes N4 . C12 . H121 . 94.9 no C13 . C12 . H121 . 100.9 no Cu1 . C12 . H121 . 130.1 no N4 . C12 . H122 . 114.7 no C13 . C12 . H122 . 113.5 no Cu1 . C12 . H122 . 105.0 no H121 . C12 . H122 . 122.3 no C12 . C13 . N3 . 108.0(4) yes C12 . C13 . Cu1 . 76.9(3) yes N3 . C13 . Cu1 . 49.6(2) yes C12 . C13 . H131 . 101.4 no N3 . C13 . H131 . 90.0 no Cu1 . C13 . H131 . 134.0 no C12 . C13 . H132 . 116.4 no N3 . C13 . H132 . 117.5 no Cu1 . C13 . H132 . 100.6 no H131 . C13 . H132 . 119.6 no N9 . C14 . C15 . 110.5(4) yes N9 . C14 . H141 . 109.2 no C15 . C14 . H141 . 108.6 no N9 . C14 . H142 . 111.2 no C15 . C14 . H142 . 108.8 no H141 . C14 . H142 . 108.4 no C14 . C15 . C16 . 124.2(6) yes C14 . C15 . H151 . 117.5 no C16 . C15 . H151 . 118.3 no C15 . C16 . H161 . 121.7 no C15 . C16 . H162 . 121.2 no H161 . C16 . H162 . 117.1 no N7 . C17 . C18 . 112.4(4) yes N7 . C17 . H171 . 108.5 no C18 . C17 . H171 . 108.6 no N7 . C17 . H172 . 108.8 no C18 . C17 . H172 . 109.8 no H171 . C17 . H172 . 108.7 no C17 . C18 . C19 . 112.1(5) yes C17 . C18 . H181 . 108.6 no C19 . C18 . H181 . 108.4 no C17 . C18 . H182 . 109.9 no C19 . C18 . H182 . 109.4 no H181 . C18 . H182 . 108.3 no C18 . C19 . N6 . 111.2(4) yes C18 . C19 . H191 . 109.9 no N6 . C19 . H191 . 110.2 no C18 . C19 . H192 . 108.6 no N6 . C19 . H192 . 108.9 no H191 . C19 . H192 . 108.0 no N6 . C20 . N21 . 113.7(4) yes N6 . C20 . H201 . 108.0 no N21 . C20 . H201 . 108.6 no N6 . C20 . H202 . 109.1 no N21 . C20 . H202 . 109.1 no H201 . C20 . H202 . 108.2 no C20 . N21 . C22 . 115.8(4) yes C20 . N21 . C30 . 115.7(4) yes C22 . N21 . C30 . 117.0(4) yes N5 . C22 . N21 . 114.6(4) yes N5 . C22 . H221 . 108.8 no N21 . C22 . H221 . 108.0 no N5 . C22 . H222 . 108.8 no N21 . C22 . H222 . 107.8 no H221 . C22 . H222 . 108.6 no N5 . C23 . C24 . 112.0(4) yes N5 . C23 . H231 . 108.0 no C24 . C23 . H231 . 110.8 no N5 . C23 . H232 . 108.9 no C24 . C23 . H232 . 108.7 no H231 . C23 . H232 . 108.3 no C23 . C24 . C25 . 113.1(5) yes C23 . C24 . H241 . 108.3 no C25 . C24 . H241 . 109.1 no C23 . C24 . H242 . 109.3 no C25 . C24 . H242 . 109.0 no H241 . C24 . H242 . 108.0 no C24 . C25 . N8 . 112.5(4) yes C24 . C25 . H251 . 109.0 no N8 . C25 . H251 . 108.0 no C24 . C25 . H252 . 109.8 no N8 . C25 . H252 . 108.7 no H251 . C25 . H252 . 108.8 no N8 . C26 . C27 . 109.3(4) yes N8 . C26 . Cu2 . 49.4(2) yes C27 . C26 . Cu2 . 76.1(3) yes N8 . C26 . H261 . 116.7 no C27 . C26 . H261 . 114.5 no Cu2 . C26 . H261 . 101.0 no N8 . C26 . H262 . 91.3 no C27 . C26 . H262 . 102.1 no Cu2 . C26 . H262 . 134.2 no H261 . C26 . H262 . 119.9 no C26 . C27 . N7 . 107.5(4) yes C26 . C27 . Cu2 . 71.8(3) yes N7 . C27 . Cu2 . 47.7(2) yes C26 . C27 . H271 . 114.7 no N7 . C27 . H271 . 115.1 no Cu2 . C27 . H271 . 103.7 no C26 . C27 . H272 . 102.2 no N7 . C27 . H272 . 93.0 no Cu2 . C27 . H272 . 130.9 no H271 . C27 . H272 . 121.6 no N7 . C28 . C29 . 109.3(4) yes N7 . C28 . Cu2 . 45.2(2) yes C29 . C28 . Cu2 . 76.6(3) yes N7 . C28 . H281 . 114.6 no C29 . C28 . H281 . 114.4 no Cu2 . C28 . H281 . 103.0 no N7 . C28 . H282 . 93.1 no C29 . C28 . H282 . 102.6 no Cu2 . C28 . H282 . 131.0 no H281 . C28 . H282 . 120.3 no C28 . C29 . N8 . 107.4(4) yes C28 . C29 . H291 . 110.2 no N8 . C29 . H291 . 109.1 no C28 . C29 . H292 . 110.7 no N8 . C29 . H292 . 111.1 no H291 . C29 . H292 . 108.4 no N21 . C30 . C31 . 111.5(4) yes N21 . C30 . H301 . 108.7 no C31 . C30 . H301 . 108.5 no N21 . C30 . H302 . 110.5 no C31 . C30 . H302 . 108.6 no H301 . C30 . H302 . 109.1 no C30 . C31 . C32 . 125.5(6) yes C30 . C31 . H311 . 117.2 no C32 . C31 . H311 . 117.3 no C31 . C32 . H321 . 122.4 no C31 . C32 . H322 . 121.6 no H321 . C32 . H322 . 116.0 no Cl3 . Cu1 . N4 . 99.87(12) yes Cl3 . Cu1 . N3 . 100.53(12) yes N4 . Cu1 . N3 . 72.25(17) yes Cl3 . Cu1 . N1 . 99.49(13) yes N4 . Cu1 . N1 . 158.31(17) yes N3 . Cu1 . N1 . 94.64(17) yes Cl3 . Cu1 . N2 . 99.07(13) yes N4 . Cu1 . N2 . 95.45(17) yes N3 . Cu1 . N2 . 158.37(17) yes N1 . Cu1 . N2 . 91.07(16) yes Cl3 . Cu1 . C13 . 130.65(12) yes N4 . Cu1 . C13 . 59.41(17) yes N3 . Cu1 . C13 . 33.16(17) yes N1 . Cu1 . C13 . 100.15(17) yes N2 . Cu1 . C13 . 125.23(17) yes Cl3 . Cu1 . C12 . 127.82(11) yes N4 . Cu1 . C12 . 31.47(16) yes N3 . Cu1 . C12 . 58.04(17) yes N1 . Cu1 . C12 . 126.85(16) yes N2 . Cu1 . C12 . 102.23(17) yes Cl3 . Cu1 . C11 . 78.01(11) yes N4 . Cu1 . C11 . 30.27(17) yes N3 . Cu1 . C11 . 56.83(17) yes N1 . Cu1 . C11 . 149.55(17) yes N2 . Cu1 . C11 . 119.36(17) yes C13 . Cu1 . C12 . 32.20(17) yes C13 . Cu1 . C11 . 62.69(16) yes C12 . Cu1 . C11 . 50.02(15) yes Cl4 . Cu2 . N7 . 99.08(13) yes Cl4 . Cu2 . N8 . 102.75(13) yes N7 . Cu2 . N8 . 72.25(17) yes Cl4 . Cu2 . N5 . 100.60(13) yes N7 . Cu2 . N5 . 158.43(17) yes N8 . Cu2 . N5 . 94.75(17) yes Cl4 . Cu2 . N6 . 96.06(13) yes N7 . Cu2 . N6 . 95.92(17) yes N8 . Cu2 . N6 . 159.06(18) yes N5 . Cu2 . N6 . 90.72(16) yes Cl4 . Cu2 . C26 . 131.65(12) yes N7 . Cu2 . C26 . 58.91(17) yes N8 . Cu2 . C26 . 32.73(16) yes N5 . Cu2 . C26 . 100.85(17) yes N6 . Cu2 . C26 . 126.34(17) yes Cl4 . Cu2 . C27 . 128.33(11) yes N7 . Cu2 . C27 . 31.88(16) yes N8 . Cu2 . C27 . 58.42(17) yes N5 . Cu2 . C27 . 126.57(16) yes N6 . Cu2 . C27 . 102.44(17) yes Cl4 . Cu2 . C28 . 78.69(12) yes N7 . Cu2 . C28 . 30.03(17) yes N8 . Cu2 . C28 . 56.53(17) yes N5 . Cu2 . C28 . 149.51(17) yes N6 . Cu2 . C28 . 119.75(17) yes C26 . Cu2 . C27 . 32.04(16) yes C26 . Cu2 . C28 . 61.47(16) yes C27 . Cu2 . C28 . 50.21(16) yes #===END _database_code_depnum_ccdc_archive 'CCDC 975683'