#------------------------------------------------------------------------------ #$Date: 2015-05-24 05:52:55 +0300 (Sun, 24 May 2015) $ #$Revision: 137308 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/24/07/2240776.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2240776 loop_ _publ_author_name 'Luo, Jun' 'Zhang, Xin-Rong' 'Qiu, Li-Juan' 'Yang, Feng' 'Liu, Bao-Shu' _publ_section_title ; Crystal structures of (1,4,7,10-tetraazacyclododecane-\k^4^N)bis(tricyanomethanido-\kN)nickel and (1,4,7,10-tetraazacyclododecane-\k^4^N)(tricyanomethanido-\kN)copper tricyanomethanide ; _journal_coeditor_code SJ5461 _journal_issue 6 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first 693 _journal_page_last 697 _journal_paper_doi 10.1107/S2056989015009524 _journal_volume 71 _journal_year 2015 _chemical_formula_iupac '[Cu (C4 N3) (C8 H20 N4)] (C4 N3)' _chemical_formula_moiety 'C16 H20 Cu N10' _chemical_formula_sum 'C16 H20 Cu N10' _chemical_formula_weight 415.96 _chemical_name_systematic '(1,4,7,10-Tetraazacyclododecane-\k^4^N)(tricyanomethanido-\kN)copper tricyanomethanide' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens mixed _cell_angle_alpha 89.187(3) _cell_angle_beta 88.236(3) _cell_angle_gamma 78.579(3) _cell_formula_units_Z 2 _cell_length_a 7.4074(15) _cell_length_b 11.552(2) _cell_length_c 11.625(2) _cell_measurement_reflns_used 3012 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 27.17 _cell_measurement_theta_min 2.50 _cell_volume 974.6(3) _computing_cell_refinement ; SAINT (Bruker, 2010) ; _computing_data_collection ; APEX2 (Bruker, 2010) ; _computing_data_reduction ; SAINT (Bruker, 2010) ; _computing_molecular_graphics ; SHELXTL (Sheldrick, 2008) ; _computing_publication_material ; SHELXTL (Sheldrick, 2008) ; _computing_structure_refinement ; SHELXL2013 (Sheldrick, 2015) ; _computing_structure_solution ; SHELXS97 (Sheldrick, 2008) ; _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.983 _diffrn_measured_fraction_theta_max 0.982 _diffrn_measurement_device_type 'Bruker APEXII CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0205 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 6936 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.228 _diffrn_reflns_theta_min 1.798 _exptl_absorpt_coefficient_mu 1.144 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_correction_T_min 0.680 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; (SADABS; Sheldrick, 1996) ; _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.417 _exptl_crystal_description block _exptl_crystal_F_000 430 _exptl_crystal_size_max 0.100 _exptl_crystal_size_mid 0.070 _exptl_crystal_size_min 0.060 _refine_diff_density_max 0.425 _refine_diff_density_min -0.303 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.134 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 260 _refine_ls_number_reflns 4267 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 1.134 _refine_ls_R_factor_all 0.0445 _refine_ls_R_factor_gt 0.0333 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.0554P)^2^+0.4093P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0884 _refine_ls_wR_factor_ref 0.1095 _reflns_number_gt 3639 _reflns_number_total 4267 _reflns_threshold_expression I>2\s(I) _cod_data_source_file sj5461sup1.cif _cod_data_source_block II _cod_database_code 2240776 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.894 _shelx_estimated_absorpt_t_max 0.935 _shelx_hkl_file ; 1 0 0 107.41 2.69 2 0 0 8.23 0.43 3 0 0 155.02 4.00 4 0 0 1.35 0.32 5 0 0 77.92 2.28 6 0 0 24.38 1.11 7 0 0 10.17 0.83 8 0 0 2.21 0.62 9 0 0 3.26 0.75 9 -1 0 4.43 0.77 8 -1 0 0.91 0.56 7 -1 0 19.69 1.05 6 -1 0 30.81 1.22 5 -1 0 13.24 0.75 4 -1 0 91.89 2.54 3 -1 0 13.28 0.59 2 -1 0 132.25 3.37 1 -1 0 369.85 9.12 0 -1 0 5.75 0.19 0 1 0 5.80 0.19 -1 -1 0 262.79 6.39 1 1 0 267.06 6.13 -2 -1 0 119.01 2.94 -2 -1 0 117.07 3.03 -3 -1 0 25.83 0.82 3 1 0 28.52 0.89 4 1 0 157.89 4.15 5 1 0 7.46 0.60 6 1 0 73.40 2.27 7 1 0 2.08 0.55 8 1 0 11.40 0.93 9 1 0 13.97 1.08 8 -2 0 14.29 0.98 7 -2 0 1.25 0.52 6 -2 0 63.16 2.01 5 -2 0 44.89 1.47 4 -2 0 0.21 0.27 3 -2 0 263.25 6.64 2 -2 0 4.43 0.34 1 -2 0 182.61 4.30 1 -2 0 162.69 4.23 0 -2 0 405.72 9.81 0 -2 0 408.12 10.05 -1 -2 0 266.56 6.21 -1 -2 0 269.51 6.66 -2 -2 0 1.21 0.20 -2 -2 0 1.51 0.23 -4 -2 0 42.17 1.28 4 2 0 44.75 1.37 5 2 0 28.13 1.10 6 2 0 12.15 0.86 7 2 0 21.65 1.11 8 2 0 1.79 0.61 9 2 0 0.48 0.61 8 -3 0 2.25 0.61 7 -3 0 29.12 1.27 6 -3 0 1.78 0.47 5 -3 0 -0.04 0.32 4 -3 0 96.67 2.64 3 -3 0 0.03 0.06 3 -3 0 0.07 0.21 2 -3 0 272.72 6.80 0 -3 0 158.58 3.94 0 -3 0 160.17 3.97 -1 -3 0 78.09 2.06 -1 -3 0 80.37 2.04 -2 -3 0 197.01 4.99 -3 -3 0 245.11 6.02 -3 -3 0 242.06 6.20 -4 -3 0 37.16 1.15 4 3 0 37.06 1.23 -5 -3 0 1.91 0.35 -6 -3 0 44.61 1.47 6 3 0 44.35 1.56 7 3 0 2.47 0.57 8 3 0 21.37 1.19 9 3 0 7.90 0.95 8 -4 0 7.51 0.75 7 -4 0 -0.62 0.43 7 -4 0 0.57 0.41 6 -4 0 15.03 0.84 6 -4 0 13.28 0.79 5 -4 0 25.81 1.03 5 -4 0 26.25 1.04 4 -4 0 0.63 0.29 3 -4 0 121.63 3.17 2 -4 0 3.85 0.32 2 -4 0 3.69 0.27 1 -4 0 92.09 2.35 -2 -4 0 212.16 5.35 -2 -4 0 221.24 5.50 -3 -4 0 29.84 0.95 -3 -4 0 29.04 1.01 -4 -4 0 40.54 1.34 -4 -4 0 41.39 1.26 -6 -4 0 0.27 0.35 6 4 0 -0.06 0.38 -7 -4 0 9.49 0.70 7 4 0 8.62 0.76 8 4 0 7.85 0.83 9 4 0 8.97 0.98 8 -5 0 1.76 0.53 7 -5 0 6.18 0.65 6 -5 0 4.11 0.53 6 -5 0 3.52 0.50 5 -5 0 36.68 1.31 5 -5 0 36.35 1.24 4 -5 0 1.39 0.31 2 -5 0 216.20 5.40 2 -5 0 214.18 5.41 1 -5 0 75.30 2.05 1 -5 0 75.50 1.96 0 -5 0 18.61 0.69 0 -5 0 18.15 0.59 -1 -5 0 136.82 3.47 -1 -5 0 136.22 3.49 -2 -5 0 1.09 0.26 -2 -5 0 0.89 0.25 -2 -5 0 0.91 0.11 -3 -5 0 101.45 2.80 -3 -5 0 105.29 2.72 -4 -5 0 7.14 0.53 -4 -5 0 7.78 0.60 -5 -5 0 15.63 0.76 -5 -5 0 15.44 0.81 5 5 0 15.20 0.84 -6 -5 0 1.11 0.40 6 5 0 0.05 0.42 -7 -5 0 1.91 0.46 7 5 0 2.36 0.56 8 5 0 0.66 0.50 9 5 0 1.53 0.70 7 -6 0 0.31 0.43 6 -6 0 37.45 1.40 5 -6 0 -0.22 0.33 4 -6 0 18.20 0.87 4 -6 0 18.53 0.77 3 -6 0 3.32 0.33 2 -6 0 19.08 0.66 1 -6 0 8.25 0.53 1 -6 0 6.83 0.36 0 -6 0 0.73 0.20 0 -6 0 0.85 0.27 -1 -6 0 194.30 4.91 -1 -6 0 193.03 4.88 -2 -6 0 35.08 1.12 -2 -6 0 35.11 1.10 -3 -6 0 3.65 0.40 -3 -6 0 2.89 0.35 -4 -6 0 31.94 1.10 -4 -6 0 32.16 1.18 -5 -6 0 1.84 0.40 -5 -6 0 1.54 0.45 5 6 0 1.90 0.47 -6 -6 0 43.98 1.44 6 6 0 40.62 1.51 -7 -6 0 23.20 1.04 7 6 0 22.18 1.11 -8 -6 0 -0.04 0.43 8 6 0 -0.21 0.54 9 6 0 7.73 0.93 7 -7 0 5.93 0.69 6 -7 0 2.81 0.52 5 -7 0 33.81 1.29 4 -7 0 9.77 0.72 3 -7 0 50.09 1.60 3 -7 0 49.61 1.44 1 -7 0 24.20 0.93 1 -7 0 23.92 0.75 0 -7 0 51.54 1.40 0 -7 0 49.04 1.51 -1 -7 0 10.81 0.52 -1 -7 0 11.07 0.62 -2 -7 0 103.68 2.75 -2 -7 0 100.21 2.74 -3 -7 0 15.39 0.74 -3 -7 0 16.13 0.76 -4 -7 0 0.71 0.39 -4 -7 0 0.48 0.34 -5 -7 0 46.70 1.60 -5 -7 0 46.05 1.50 5 7 0 44.20 1.59 -6 -7 0 27.85 1.12 6 7 0 26.31 1.19 -7 -7 0 25.58 1.11 7 7 0 23.60 1.21 -8 -7 0 1.72 0.51 8 7 0 0.85 0.61 -9 -7 0 7.49 0.78 9 7 0 7.70 0.94 6 -8 0 1.32 0.50 5 -8 0 0.29 0.40 4 -8 0 12.75 0.80 3 -8 0 3.08 0.48 2 -8 0 43.68 1.47 0 -8 0 1.20 0.26 0 -8 0 1.77 0.35 -1 -8 0 131.56 3.45 -1 -8 0 133.22 3.52 -2 -8 0 0.38 0.35 -2 -8 0 -0.06 0.29 -3 -8 0 11.16 0.69 -3 -8 0 11.01 0.65 -4 -8 0 23.35 1.01 -4 -8 0 22.98 1.01 -5 -8 0 4.69 0.58 -5 -8 0 3.89 0.49 5 8 0 3.99 0.57 -6 -8 0 83.18 2.40 6 8 0 77.81 2.49 -7 -8 0 44.49 1.56 7 8 0 42.22 1.67 -8 -8 0 0.31 0.46 8 8 0 -0.13 0.53 6 -9 0 1.84 0.55 5 -9 0 11.28 0.84 4 -9 0 0.27 0.41 3 -9 0 19.41 0.96 2 -9 0 0.46 0.38 1 -9 0 41.97 1.45 0 -9 0 80.79 2.34 -1 -9 0 10.23 0.57 -1 -9 0 10.62 0.73 -2 -9 0 52.83 1.63 -2 -9 0 55.83 1.75 -3 -9 0 4.98 0.53 -3 -9 0 5.24 0.55 -4 -9 0 15.02 0.84 -4 -9 0 15.72 0.84 -5 -9 0 34.28 1.30 -5 -9 0 34.18 1.34 5 9 0 35.81 1.37 -6 -9 0 0.82 0.44 6 9 0 -0.18 0.45 -7 -9 0 3.50 0.57 7 9 0 3.20 0.62 -8 -9 0 6.12 0.70 8 9 0 4.98 0.82 5 -10 0 0.76 0.52 4 -10 0 12.91 0.87 3 -10 0 0.56 0.43 2 -10 0 34.36 1.34 1 -10 0 49.04 1.66 0 -10 0 9.43 0.74 -1 -10 0 19.59 1.00 -2 -10 0 17.48 0.95 -2 -10 0 18.25 0.81 -3 -10 0 33.17 1.29 -3 -10 0 34.73 1.24 -4 -10 0 30.46 1.22 -4 -10 0 30.77 1.24 -5 -10 0 24.13 1.09 -5 -10 0 24.26 1.16 5 10 0 25.07 1.17 -6 -10 0 14.59 0.90 6 10 0 15.68 0.96 -7 -10 0 4.19 0.62 7 10 0 4.10 0.69 -8 -10 0 2.94 0.61 8 10 0 3.82 0.77 4 -11 0 1.10 0.53 3 -11 0 1.06 0.49 2 -11 0 0.23 0.44 1 -11 0 80.58 2.45 0 -11 0 5.11 0.61 -1 -11 0 0.44 0.45 -2 -11 0 29.01 1.25 -3 -11 0 3.18 0.55 -3 -11 0 3.71 0.50 -4 -11 0 39.96 1.49 -4 -11 0 41.33 1.48 -5 -11 0 30.75 1.31 -5 -11 0 33.06 1.33 5 11 0 32.98 1.32 -6 -11 0 1.80 0.53 6 11 0 1.70 0.55 -7 -11 0 9.36 0.83 7 11 0 11.33 0.94 3 -12 0 -0.04 0.49 2 -12 0 7.03 0.73 1 -12 0 0.53 0.48 0 -12 0 8.89 0.79 -1 -12 0 19.57 1.08 -2 -12 0 -0.34 0.47 -3 -12 0 10.08 0.82 -4 -12 0 4.60 0.63 -5 -12 0 11.64 0.89 -5 -12 0 13.73 0.90 5 12 0 14.25 0.92 -6 -12 0 3.77 0.63 6 12 0 4.10 0.68 -7 -12 0 -0.30 0.50 7 12 0 -0.64 0.55 2 -13 0 3.11 0.66 1 -13 0 18.35 1.09 0 -13 0 2.37 0.59 -1 -13 0 17.27 1.04 -2 -13 0 27.20 1.30 -3 -13 0 3.93 0.66 -4 -13 0 16.26 1.00 -5 -13 0 20.50 1.16 -6 -13 0 0.41 0.54 1 -14 0 3.57 0.70 0 -14 0 16.05 1.09 -1 -14 0 20.23 1.18 -2 -14 0 10.45 0.93 -3 -14 0 3.26 0.68 -4 -14 0 0.55 0.57 -4 -14 1 6.67 0.78 -3 -14 1 4.51 0.73 -2 -14 1 4.57 0.72 -1 -14 1 6.54 0.80 0 -14 1 7.87 0.84 1 -14 1 9.51 0.90 -6 -13 1 11.94 0.97 -5 -13 1 1.37 0.58 -4 -13 1 0.52 0.51 -3 -13 1 7.54 0.77 -2 -13 1 -0.18 0.49 -1 -13 1 10.77 0.88 0 -13 1 9.89 0.87 1 -13 1 8.26 0.79 2 -13 1 0.22 0.52 6 12 -1 0.16 0.49 -6 -12 1 0.43 0.49 -5 -12 1 25.26 1.20 -4 -12 1 25.59 1.18 -3 -12 1 0.81 0.49 -2 -12 1 22.34 1.12 -1 -12 1 0.51 0.47 0 -12 1 29.98 1.29 1 -12 1 20.50 1.08 2 -12 1 -0.65 0.43 3 -12 1 30.16 1.37 7 11 -1 0.45 0.57 -7 -11 1 0.42 0.50 6 11 -1 9.95 0.85 -6 -11 1 8.71 0.77 5 11 -1 -0.10 0.43 -5 -11 1 -0.01 0.44 4 11 -1 40.78 1.43 -4 -11 1 41.08 1.52 -3 -11 1 62.25 2.01 -2 -11 1 9.71 0.78 -1 -11 1 10.42 0.83 0 -11 1 14.81 0.90 1 -11 1 0.31 0.42 2 -11 1 30.50 1.29 3 -11 1 4.07 0.62 4 -11 1 14.53 0.97 8 10 -1 10.65 1.01 -8 -10 1 10.96 0.90 7 10 -1 21.51 1.20 -7 -10 1 20.41 1.08 6 10 -1 0.81 0.49 -6 -10 1 0.88 0.46 5 10 -1 20.99 1.04 -5 -10 1 21.51 1.03 4 10 -1 34.25 1.27 -4 -10 1 35.03 1.33 3 10 -1 39.28 1.35 -3 -10 1 41.26 1.36 -3 -10 1 42.60 1.48 -2 -10 1 53.99 1.78 -1 -10 1 0.00 0.40 0 -10 1 2.47 0.49 1 -10 1 15.80 0.86 2 -10 1 5.40 0.60 3 -10 1 12.84 0.84 4 -10 1 0.39 0.44 5 -10 1 1.02 0.52 8 9 -1 2.72 0.70 -8 -9 1 2.19 0.56 7 9 -1 12.04 0.97 -7 -9 1 10.38 0.82 6 9 -1 21.44 1.11 -6 -9 1 20.20 1.00 5 9 -1 2.34 0.48 -5 -9 1 1.98 0.45 4 9 -1 59.53 1.86 -4 -9 1 58.25 1.86 -4 -9 1 61.10 1.88 -3 -9 1 51.29 1.64 -3 -9 1 49.31 1.56 -2 -9 1 6.80 0.53 -2 -9 1 7.44 0.60 -1 -9 1 75.63 2.05 0 -9 1 2.79 0.45 1 -9 1 37.63 1.36 2 -9 1 28.46 1.16 3 -9 1 4.86 0.55 4 -9 1 18.89 0.99 5 -9 1 2.55 0.55 6 -9 1 0.70 0.51 8 8 -1 7.91 0.88 -8 -8 1 9.19 0.79 7 8 -1 35.85 1.52 -7 -8 1 35.02 1.37 6 8 -1 3.26 0.58 -6 -8 1 2.65 0.48 5 8 -1 11.40 0.77 -5 -8 1 12.04 0.73 4 8 -1 1.87 0.41 -4 -8 1 1.70 0.42 -4 -8 1 1.64 0.43 -1 -8 1 2.48 0.28 1 -8 1 -0.04 0.11 2 -8 1 45.82 1.51 3 -8 1 14.91 0.84 4 -8 1 1.25 0.43 5 -8 1 24.78 1.12 6 -8 1 0.47 0.47 9 7 -1 7.27 0.97 -9 -7 1 8.61 0.81 8 7 -1 1.69 0.59 -8 -7 1 2.18 0.54 7 7 -1 29.00 1.35 -7 -7 1 27.95 1.17 6 7 -1 14.29 0.91 -6 -7 1 14.95 0.81 5 7 -1 24.23 1.07 -5 -7 1 25.15 1.03 4 7 -1 16.46 0.79 -4 -7 1 15.69 0.80 -3 -7 1 1.16 0.16 -3 -7 1 0.94 0.32 -2 -7 1 20.74 0.78 -2 -7 1 22.13 0.67 -1 -7 1 139.87 3.58 2 -7 1 -0.14 0.09 3 -7 1 10.64 0.70 4 -7 1 13.66 0.81 5 -7 1 0.04 0.38 6 -7 1 8.58 0.72 7 -7 1 0.42 0.47 9 6 -1 1.55 0.71 8 6 -1 18.14 1.14 -8 -6 1 20.13 1.01 7 6 -1 0.26 0.46 -7 -6 1 0.12 0.40 6 6 -1 31.78 1.27 -6 -6 1 31.00 1.17 5 6 -1 70.12 2.01 -5 -6 1 59.74 1.89 -3 -6 1 82.31 2.33 -3 -6 1 86.54 2.39 -3 -6 1 89.93 2.08 -2 -6 1 1.14 0.16 -2 -6 1 0.93 0.25 1 -6 1 42.90 1.12 2 -6 1 12.13 0.44 4 -6 1 3.08 0.45 5 -6 1 16.67 0.89 6 -6 1 1.44 0.46 7 -6 1 9.23 0.79 9 5 -1 19.69 1.24 8 5 -1 5.19 0.71 7 5 -1 7.30 0.75 -7 -5 1 7.69 0.64 6 5 -1 23.16 1.12 -6 -5 1 23.04 1.00 5 5 -1 1.44 0.41 3 5 -1 2.22 0.32 -3 -5 1 1.68 0.31 -3 -5 1 0.89 0.17 -3 -5 1 1.80 0.14 -2 -5 1 114.31 3.01 -2 -5 1 116.01 2.74 0 -5 1 27.50 0.76 1 -5 1 17.21 0.66 1 -5 1 15.69 0.47 2 -5 1 16.07 0.70 2 -5 1 15.55 0.52 3 -5 1 11.02 0.64 3 -5 1 11.35 0.49 4 -5 1 0.36 0.26 4 -5 1 0.35 0.33 5 -5 1 29.12 1.07 5 -5 1 29.80 1.16 6 -5 1 29.90 1.22 7 -5 1 0.63 0.44 8 -5 1 4.40 0.67 9 4 -1 19.18 1.22 8 4 -1 7.81 0.84 7 4 -1 19.61 1.01 -7 -4 1 19.10 0.94 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29.52 1.28 -1 -5 -13 0.60 0.61 1 5 13 0.43 0.48 -2 -5 -13 0.14 0.60 2 5 13 0.41 0.47 -3 -5 -13 0.24 0.62 -4 -5 -13 -0.33 0.63 1 -6 -13 1.36 0.60 -1 6 13 2.82 0.59 0 -6 -13 4.63 0.78 0 6 13 6.72 0.70 -1 -6 -13 5.97 0.82 1 6 13 5.83 0.66 -2 -6 -13 1.81 0.69 2 6 13 2.32 0.52 -3 -6 -13 5.26 0.88 0 -7 -13 4.09 0.78 0 7 13 4.32 0.63 -1 -7 -13 -0.06 0.58 1 7 13 1.07 0.50 -2 -7 -13 0.19 0.62 0 -5 14 1.83 0.64 -2 -4 14 0.35 0.58 -1 -4 14 1.85 0.60 0 -4 14 0.04 0.53 1 -4 14 -0.71 0.53 2 3 -14 -0.57 0.50 -2 -3 14 0.32 0.57 -1 -3 14 6.07 0.73 0 -3 14 -0.46 0.51 1 -3 14 10.83 0.88 2 -3 14 7.55 0.79 -3 -2 14 3.02 0.66 2 2 -14 0.51 0.56 -2 -2 14 0.92 0.57 1 2 -14 0.16 0.53 -1 -2 14 -0.11 0.52 0 2 -14 7.97 0.84 0 -2 14 9.34 0.81 1 -2 14 0.98 0.55 2 -2 14 1.69 0.59 3 1 -14 1.82 0.67 -3 -1 14 2.09 0.62 2 1 -14 -0.37 0.53 -2 -1 14 -0.03 0.50 1 1 -14 1.88 0.61 -1 -1 14 0.78 0.55 0 1 -14 0.66 0.56 0 -1 14 0.89 0.54 -1 1 -14 8.86 0.84 1 -1 14 8.57 0.80 -2 1 -14 2.88 0.63 2 -1 14 2.45 0.61 3 -1 14 0.77 0.57 -3 0 14 22.68 1.21 2 0 -14 5.52 0.80 -2 0 14 6.04 0.73 1 0 -14 2.50 0.66 -1 0 14 3.85 0.64 0 0 -14 7.62 0.84 0 0 14 9.48 0.82 -1 0 -14 -0.30 0.52 1 0 14 0.14 0.50 -2 0 -14 6.50 0.81 2 0 14 7.86 0.76 -3 0 -14 1.65 0.66 3 0 14 1.80 0.59 2 -1 -14 4.48 0.76 -2 1 14 4.51 0.68 1 -1 -14 3.98 0.74 -1 1 14 3.42 0.62 0 -1 -14 7.80 0.86 0 1 14 8.08 0.78 -1 -1 -14 4.78 0.73 1 1 14 5.34 0.69 -2 -1 -14 4.34 0.73 2 1 14 3.54 0.62 -3 -1 -14 6.07 0.83 3 1 14 4.83 0.68 2 -2 -14 7.59 0.89 -2 2 14 6.77 0.76 1 -2 -14 9.83 0.98 -1 2 14 10.01 0.85 0 -2 -14 5.56 0.80 0 2 14 5.37 0.69 -1 -2 -14 0.92 0.61 1 2 14 -0.16 0.51 -2 -2 -14 16.38 1.12 2 2 14 15.39 1.01 -3 -2 -14 7.36 0.87 3 2 14 6.95 0.74 2 -3 -14 5.35 0.81 -2 3 14 7.01 0.78 1 -3 -14 2.32 0.71 -1 3 14 3.40 0.64 0 -3 -14 0.63 0.63 0 3 14 0.46 0.52 -1 -3 -14 4.40 0.78 1 3 14 4.97 0.66 -2 -3 -14 0.16 0.60 2 3 14 0.09 0.52 -3 -3 -14 7.12 0.90 3 3 14 6.83 0.72 1 -4 -14 3.29 0.76 -1 4 14 3.63 0.64 0 -4 -14 6.81 0.89 0 4 14 5.35 0.69 -1 -4 -14 0.99 0.65 1 4 14 1.88 0.55 -2 -4 -14 3.49 0.78 2 4 14 3.63 0.60 3 4 14 1.71 0.58 0 -5 -14 5.30 0.83 0 5 14 6.36 0.73 -1 -5 -14 0.99 0.65 1 5 14 0.97 0.53 2 5 14 3.09 0.60 0 0 0 0.00 0.00 ; _shelx_hkl_checksum 82166 _shelx_res_file ; TITL II in P-1 CELL 0.71073 7.4074 11.5523 11.6247 89.187 88.236 78.579 ZERR 2.00 0.0015 0.0023 0.0023 0.003 0.003 0.003 LATT 1 SFAC C H N Cu UNIT 32 40 20 2 OMIT 2 -7 1 OMIT -4 0 5 OMIT -1 1 4 OMIT -1 1 3 OMIT -4 -2 1 OMIT -1 0 4 OMIT -5 -3 1 OMIT -4 -1 4 OMIT -2 2 6 L.S. 4 ACTA BOND $H FMAP 2 PLAN 1 DFIX 0.91 0.02 N1 H1, N2 H2, N3 H3 CONF SIZE 0.06 0.07 0.10 HTAB N1 N9 EQIV $1 -x+1, -y+2, -z+1 HTAB C1 N6_$1 HTAB N1 N6_$1 EQIV $2 -x, -y+2, -z+1 HTAB N4 N9_$2 EQIV $3 -x+1, -y+2, -z HTAB N3 N7_$3 EQIV $4 -x+1, -y+1, -z+1 HTAB N2 N8_$4 EQIV $5 x+1, y, z-1 HTAB C3 N10_$5 EQIV $6 -x, -y+1, -z+1 HTAB C8 N8_$6 HTAB C3 N10_$6 TEMP -100 WGHT 0.055400 0.409300 FVAR 0.22984 MOLE 1 CU1 4 0.196925 0.783116 0.287771 11.00000 0.01993 0.01743 = 0.02207 0.00163 0.00296 -0.00544 N1 3 0.155581 0.708534 0.443408 11.00000 0.03464 0.02018 = 0.02098 0.00097 -0.00345 -0.00940 N2 3 0.377874 0.632303 0.253124 11.00000 0.02238 0.02365 = 0.03005 -0.00020 0.00002 -0.00385 H2 2 0.499435 0.629112 0.275307 11.00000 0.03034 N3 3 0.153895 0.791496 0.116655 11.00000 0.02673 0.02764 = 0.02333 0.00341 0.00630 -0.00437 H3 2 0.243808 0.822566 0.077520 11.00000 0.06904 N4 3 -0.069348 0.868643 0.305008 11.00000 0.02414 0.01750 = 0.02870 -0.00070 0.00340 -0.00407 H4 2 -0.079969 0.942569 0.304807 11.00000 0.03245 C1 1 0.269266 0.587180 0.443528 11.00000 0.04079 0.02407 = 0.02810 0.00728 -0.00621 -0.00713 AFIX 23 H1A 2 0.205718 0.533930 0.489889 11.00000 -1.20000 H1B 2 0.389330 0.587672 0.478450 11.00000 -1.20000 AFIX 0 C2 1 0.299898 0.543065 0.321106 11.00000 0.03485 0.01837 = 0.03270 0.00212 -0.00271 -0.00656 AFIX 23 H2A 2 0.386419 0.465858 0.319106 11.00000 -1.20000 H2B 2 0.181850 0.533095 0.288817 11.00000 -1.20000 AFIX 0 C3 1 0.387428 0.612756 0.127033 11.00000 0.02900 0.03372 = 0.02990 -0.00435 0.00946 0.00051 AFIX 23 H3A 2 0.417207 0.527056 0.110927 11.00000 -1.20000 H3B 2 0.485381 0.649526 0.091063 11.00000 -1.20000 AFIX 0 C4 1 0.202749 0.667272 0.077519 11.00000 0.03483 0.03219 = 0.02392 -0.00430 0.00446 -0.00297 AFIX 23 H4A 2 0.210665 0.664532 -0.007600 11.00000 -1.20000 H4B 2 0.107622 0.623162 0.104722 11.00000 -1.20000 AFIX 0 C5 1 -0.040307 0.850283 0.098881 11.00000 0.03162 0.03044 = 0.02924 0.00565 -0.00391 0.00058 AFIX 23 H5A 2 -0.086653 0.818222 0.029569 11.00000 -1.20000 H5B 2 -0.048342 0.936176 0.087111 11.00000 -1.20000 AFIX 0 C6 1 -0.155293 0.828843 0.202908 11.00000 0.02133 0.02558 = 0.03540 -0.00005 -0.00091 -0.00222 AFIX 23 H6A 2 -0.283035 0.873749 0.195969 11.00000 -1.20000 H6B 2 -0.158785 0.743826 0.210238 11.00000 -1.20000 AFIX 0 C7 1 -0.143925 0.837237 0.418076 11.00000 0.03061 0.03205 = 0.02957 -0.00320 0.00954 -0.00625 AFIX 23 H7A 2 -0.277724 0.839240 0.413334 11.00000 -1.20000 H7B 2 -0.125718 0.895025 0.476551 11.00000 -1.20000 AFIX 0 C8 1 -0.045467 0.714667 0.452568 11.00000 0.03764 0.03130 = 0.02354 0.00129 0.00678 -0.01598 AFIX 23 H8A 2 -0.081614 0.697103 0.532640 11.00000 -1.20000 H8B 2 -0.080387 0.655346 0.401503 11.00000 -1.20000 AFIX 0 N5 3 0.346728 0.917186 0.308454 11.00000 0.03129 0.02435 = 0.03693 0.00063 0.00195 -0.01074 N6 3 0.499379 1.251567 0.413045 11.00000 0.05625 0.03486 = 0.05113 -0.00704 0.00164 -0.02082 N7 3 0.619148 1.112023 0.056091 11.00000 0.06567 0.04714 = 0.05288 0.01016 0.03077 -0.01326 C9 1 0.406595 1.000342 0.286815 11.00000 0.01690 0.02535 = 0.02763 -0.00015 0.00276 -0.00413 C10 1 0.482154 1.098707 0.258693 11.00000 0.03090 0.02135 = 0.03435 0.00085 0.00514 -0.00993 C11 1 0.490774 1.183214 0.343724 11.00000 0.03030 0.02366 = 0.04316 0.00512 0.00214 -0.01105 C12 1 0.555914 1.108283 0.147558 11.00000 0.03899 0.02275 = 0.04954 0.00481 0.00863 -0.00854 N8 3 0.223307 0.480810 0.723910 11.00000 0.02752 0.02743 = 0.04765 -0.00201 -0.00178 -0.00244 N9 3 0.045484 0.869251 0.700124 11.00000 0.03738 0.02644 = 0.05582 0.00084 0.00517 -0.00609 N10 3 -0.251597 0.649282 0.932872 11.00000 0.05545 0.04362 = 0.06090 -0.00674 0.02661 -0.01387 C13 1 0.002941 0.670800 0.785985 11.00000 0.02763 0.02368 = 0.02751 -0.00153 0.00035 -0.00630 C14 1 0.127687 0.566813 0.751877 11.00000 0.02366 0.02632 = 0.02655 0.00127 -0.00386 -0.00791 C15 1 0.025940 0.780886 0.739602 11.00000 0.02330 0.02696 = 0.03448 -0.00658 0.00222 -0.00439 C16 1 -0.138954 0.660676 0.865476 11.00000 0.03720 0.02526 = 0.04059 -0.00565 0.00403 -0.00838 H1 2 0.181783 0.754029 0.497192 11.00000 0.04999 HKLF 4 REM II in P-1 REM R1 = 0.0333 for 3639 Fo > 4sig(Fo) and 0.0445 for all 4267 data REM 260 parameters refined using 3 restraints END WGHT 0.0554 0.4089 REM Highest difference peak 0.425, deepest hole -0.303, 1-sigma level 0.083 Q1 1 0.1839 0.7369 0.3815 11.00000 0.05 0.42 ; _shelx_res_checksum 20196 _shelxl_version_number 20.13 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_occupancy Cu Cu1 0.19693(4) 0.78312(3) 0.28777(2) 0.01966(11) Uani d 1 N N1 0.1556(3) 0.70853(19) 0.44341(18) 0.0247(5) Uani d 1 N N2 0.3779(3) 0.63230(19) 0.25312(19) 0.0255(5) Uani d 1 H H2 0.499(3) 0.629(3) 0.275(3) 0.030(8) Uiso d 1 N N3 0.1539(3) 0.7915(2) 0.11666(19) 0.0262(5) Uani d 1 H H3 0.244(5) 0.823(4) 0.078(3) 0.069(13) Uiso d 1 N N4 -0.0693(3) 0.8686(2) 0.30501(19) 0.0235(5) Uani d 1 H H4 -0.080(5) 0.943(3) 0.305(3) 0.032(9) Uiso d 1 C C1 0.2693(4) 0.5872(2) 0.4435(2) 0.0309(6) Uani d 1 H H1A 0.2057 0.5339 0.4899 0.037 Uiso calc 1 H H1B 0.3893 0.5877 0.4784 0.037 Uiso calc 1 C C2 0.2999(4) 0.5431(2) 0.3211(2) 0.0284(6) Uani d 1 H H2A 0.3864 0.4659 0.3191 0.034 Uiso calc 1 H H2B 0.1818 0.5331 0.2888 0.034 Uiso calc 1 C C3 0.3874(4) 0.6128(3) 0.1270(2) 0.0320(6) Uani d 1 H H3A 0.4172 0.5271 0.1109 0.038 Uiso calc 1 H H3B 0.4854 0.6495 0.0911 0.038 Uiso calc 1 C C4 0.2027(4) 0.6673(3) 0.0775(2) 0.0309(6) Uani d 1 H H4A 0.2107 0.6645 -0.0076 0.037 Uiso calc 1 H H4B 0.1076 0.6232 0.1047 0.037 Uiso calc 1 C C5 -0.0403(4) 0.8503(3) 0.0989(2) 0.0314(6) Uani d 1 H H5A -0.0867 0.8182 0.0296 0.038 Uiso calc 1 H H5B -0.0483 0.9362 0.0871 0.038 Uiso calc 1 C C6 -0.1553(4) 0.8288(2) 0.2029(2) 0.0278(6) Uani d 1 H H6A -0.2830 0.8737 0.1960 0.033 Uiso calc 1 H H6B -0.1588 0.7438 0.2102 0.033 Uiso calc 1 C C7 -0.1439(4) 0.8372(3) 0.4181(2) 0.0309(6) Uani d 1 H H7A -0.2777 0.8392 0.4133 0.037 Uiso calc 1 H H7B -0.1257 0.8950 0.4766 0.037 Uiso calc 1 C C8 -0.0455(4) 0.7147(3) 0.4526(2) 0.0297(6) Uani d 1 H H8A -0.0816 0.6971 0.5326 0.036 Uiso calc 1 H H8B -0.0804 0.6553 0.4015 0.036 Uiso calc 1 N N5 0.3467(3) 0.9172(2) 0.3085(2) 0.0302(5) Uani d 1 N N6 0.4994(4) 1.2516(2) 0.4130(3) 0.0458(7) Uani d 1 N N7 0.6191(5) 1.1120(3) 0.0561(3) 0.0557(9) Uani d 1 C C9 0.4066(3) 1.0003(2) 0.2868(2) 0.0234(5) Uani d 1 C C10 0.4822(4) 1.0987(2) 0.2587(2) 0.0284(6) Uani d 1 C C11 0.4908(4) 1.1832(2) 0.3437(3) 0.0317(6) Uani d 1 C C12 0.5559(4) 1.1083(3) 0.1476(3) 0.0370(7) Uani d 1 N N8 0.2233(3) 0.4808(2) 0.7239(2) 0.0346(6) Uani d 1 N N9 0.0455(4) 0.8693(2) 0.7001(2) 0.0401(6) Uani d 1 N N10 -0.2516(5) 0.6493(3) 0.9329(3) 0.0533(8) Uani d 1 C C13 0.0029(4) 0.6708(2) 0.7860(2) 0.0261(5) Uani d 1 C C14 0.1277(4) 0.5668(2) 0.7519(2) 0.0250(5) Uani d 1 C C15 0.0259(4) 0.7809(2) 0.7396(2) 0.0283(6) Uani d 1 C C16 -0.1390(4) 0.6607(3) 0.8655(3) 0.0341(6) Uani d 1 H H1 0.182(5) 0.754(3) 0.497(3) 0.050(11) Uiso d 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.01993(17) 0.01743(17) 0.02207(17) -0.00544(11) 0.00296(11) 0.00163(11) N1 0.0346(13) 0.0202(11) 0.0210(10) -0.0094(9) -0.0035(9) 0.0010(8) N2 0.0224(11) 0.0236(11) 0.0300(12) -0.0038(9) 0.0000(9) -0.0002(9) N3 0.0267(12) 0.0276(12) 0.0233(11) -0.0044(9) 0.0063(9) 0.0034(9) N4 0.0241(11) 0.0175(11) 0.0287(11) -0.0041(8) 0.0034(9) -0.0007(9) C1 0.0408(17) 0.0241(13) 0.0281(14) -0.0071(12) -0.0062(12) 0.0073(11) C2 0.0348(15) 0.0184(12) 0.0327(14) -0.0066(11) -0.0027(11) 0.0021(10) C3 0.0290(15) 0.0337(15) 0.0299(14) 0.0005(11) 0.0095(11) -0.0043(11) C4 0.0348(16) 0.0322(15) 0.0239(13) -0.0030(12) 0.0045(11) -0.0043(11) C5 0.0316(15) 0.0304(15) 0.0292(14) 0.0006(11) -0.0039(11) 0.0057(11) C6 0.0213(13) 0.0256(13) 0.0354(15) -0.0022(10) -0.0009(11) 0.0000(11) C7 0.0306(15) 0.0320(15) 0.0296(14) -0.0062(11) 0.0095(11) -0.0032(11) C8 0.0376(16) 0.0313(15) 0.0235(13) -0.0160(12) 0.0068(11) 0.0013(11) N5 0.0313(13) 0.0243(12) 0.0369(13) -0.0107(10) 0.0020(10) 0.0006(10) N6 0.0563(19) 0.0349(15) 0.0511(17) -0.0208(13) 0.0016(14) -0.0070(13) N7 0.066(2) 0.0471(18) 0.0529(18) -0.0133(15) 0.0308(16) 0.0102(14) C9 0.0169(12) 0.0253(13) 0.0276(13) -0.0041(10) 0.0028(10) -0.0001(10) C10 0.0309(15) 0.0214(13) 0.0344(14) -0.0099(11) 0.0051(11) 0.0008(11) C11 0.0303(15) 0.0237(14) 0.0432(16) -0.0110(11) 0.0021(12) 0.0051(12) C12 0.0390(17) 0.0228(14) 0.0495(18) -0.0085(12) 0.0086(14) 0.0048(12) N8 0.0275(13) 0.0274(13) 0.0476(15) -0.0024(10) -0.0018(11) -0.0020(11) N9 0.0374(15) 0.0264(13) 0.0558(17) -0.0061(11) 0.0052(12) 0.0008(11) N10 0.0554(19) 0.0436(17) 0.0609(19) -0.0139(14) 0.0266(16) -0.0067(14) C13 0.0276(14) 0.0237(13) 0.0275(13) -0.0063(10) 0.0004(11) -0.0015(10) C14 0.0237(13) 0.0263(14) 0.0265(13) -0.0079(11) -0.0039(10) 0.0013(10) C15 0.0233(13) 0.0270(14) 0.0345(14) -0.0044(11) 0.0022(11) -0.0066(11) C16 0.0372(17) 0.0253(14) 0.0406(16) -0.0084(12) 0.0040(13) -0.0056(12) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag N2 Cu1 N3 85.61(9) y N2 Cu1 N4 148.42(9) y N3 Cu1 N4 85.57(9) y N2 Cu1 N1 86.11(9) y N3 Cu1 N1 148.55(9) y N4 Cu1 N1 85.79(9) y N2 Cu1 N5 107.90(10) y N3 Cu1 N5 101.87(9) y N4 Cu1 N5 103.57(9) y N1 Cu1 N5 109.54(9) y C8 N1 C1 115.0(2) n C8 N1 Cu1 104.5(2) n C1 N1 Cu1 107.4(2) n C8 N1 H1 106(3) n C1 N1 H1 114(3) n Cu1 N1 H1 109(3) n C3 N2 C2 114.3(2) n C3 N2 Cu1 109.0(2) n C2 N2 Cu1 102.7(2) n C3 N2 H2 106(2) n C2 N2 H2 109(2) n Cu1 N2 H2 116(2) n C4 N3 C5 114.9(2) n C4 N3 Cu1 104.9(2) n C5 N3 Cu1 108.2(2) n C4 N3 H3 100(3) n C5 N3 H3 117(3) n Cu1 N3 H3 111(3) n C7 N4 C6 115.8(2) n C7 N4 Cu1 108.7(2) n C6 N4 Cu1 102.8(2) n C7 N4 H4 106(2) n C6 N4 H4 111(2) n Cu1 N4 H4 112(2) n N1 C1 C2 109.4(2) n N1 C1 H1A 109.8 n C2 C1 H1A 109.8 n N1 C1 H1B 109.8 n C2 C1 H1B 109.8 n H1A C1 H1B 108.2 n N2 C2 C1 107.4(2) n N2 C2 H2A 110.2 n C1 C2 H2A 110.2 n N2 C2 H2B 110.2 n C1 C2 H2B 110.2 n H2A C2 H2B 108.5 n N2 C3 C4 108.8(2) n N2 C3 H3A 109.9 n C4 C3 H3A 109.9 n N2 C3 H3B 109.9 n C4 C3 H3B 109.9 n H3A C3 H3B 108.3 n N3 C4 C3 107.7(2) n N3 C4 H4A 110.2 n C3 C4 H4A 110.2 n N3 C4 H4B 110.2 n C3 C4 H4B 110.2 n H4A C4 H4B 108.5 n N3 C5 C6 109.0(2) n N3 C5 H5A 109.9 n C6 C5 H5A 109.9 n N3 C5 H5B 109.9 n C6 C5 H5B 109.9 n H5A C5 H5B 108.3 n N4 C6 C5 107.4(2) n N4 C6 H6A 110.2 n C5 C6 H6A 110.2 n N4 C6 H6B 110.2 n C5 C6 H6B 110.2 n H6A C6 H6B 108.5 n N4 C7 C8 109.2(2) n N4 C7 H7A 109.8 n C8 C7 H7A 109.8 n N4 C7 H7B 109.8 n C8 C7 H7B 109.8 n H7A C7 H7B 108.3 n N1 C8 C7 109.2(2) n N1 C8 H8A 109.8 n C7 C8 H8A 109.8 n N1 C8 H8B 109.8 n C7 C8 H8B 109.8 n H8A C8 H8B 108.3 n C9 N5 Cu1 158.7(2) n N5 C9 C10 178.4(3) n C9 C10 C12 118.8(3) n C9 C10 C11 119.6(2) n C12 C10 C11 121.4(2) n N6 C11 C10 179.4(4) n N7 C12 C10 177.6(3) n C16 C13 C15 122.2(3) n C16 C13 C14 118.5(2) n C15 C13 C14 119.3(2) n N8 C14 C13 177.6(3) n N9 C15 C13 178.8(3) n N10 C16 C13 177.6(4) n loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Cu1 N2 2.014(2) y Cu1 N3 2.022(2) y Cu1 N4 2.029(2) y Cu1 N1 2.034(2) y Cu1 N5 2.097(2) y N1 C8 1.477(4) n N1 C1 1.486(4) n N1 H1 0.87(2) n N2 C3 1.484(3) n N2 C2 1.485(3) n N2 H2 0.94(2) n N3 C4 1.483(4) n N3 C5 1.483(4) n N3 H3 0.92(2) n N4 C7 1.478(3) n N4 C6 1.484(4) n N4 H4 0.84(3) n C1 C2 1.514(4) n C1 H1A 0.9900 n C1 H1B 0.9900 n C2 H2A 0.9900 n C2 H2B 0.9900 n C3 C4 1.515(4) n C3 H3A 0.9900 n C3 H3B 0.9900 n C4 H4A 0.9900 n C4 H4B 0.9900 n C5 C6 1.504(4) n C5 H5A 0.9900 n C5 H5B 0.9900 n C6 H6A 0.9900 n C6 H6B 0.9900 n C7 C8 1.513(4) n C7 H7A 0.9900 n C7 H7B 0.9900 n C8 H8A 0.9900 n C8 H8B 0.9900 n N5 C9 1.157(3) n N6 C11 1.148(4) n N7 C12 1.152(4) n C9 C10 1.393(4) n C10 C12 1.399(4) n C10 C11 1.411(4) n N8 C14 1.145(4) n N9 C15 1.147(4) n N10 C16 1.152(4) n C13 C16 1.399(4) n C13 C15 1.413(4) n C13 C14 1.416(4) n loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N1 H1 N9 . 0.87(2) 2.79(3) 3.525(4) 143(3) C1 H1B N6 2_676 0.99 2.54 3.273(4) 130.7 N1 H1 N6 2_676 0.87(2) 2.60(3) 3.206(4) 127(3) N4 H4 N9 2_576 0.84(3) 2.24(4) 3.067(3) 168(3) N3 H3 N7 2_675 0.92(2) 2.05(2) 2.928(3) 159(4) N2 H2 N8 2_666 0.94(2) 2.19(2) 3.003(3) 144(3) C3 H3B N10 1_654 0.99 2.64 3.531(4) 150.3 C8 H8B N8 2_566 0.99 2.56 3.538(4) 170.9 C3 H3A N10 2_566 0.99 2.64 3.460(4) 140.2 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_publ_flag C8 N1 C1 C2 89.8(3) n Cu1 N1 C1 C2 -26.1(3) n C3 N2 C2 C1 -170.3(2) n Cu1 N2 C2 C1 -52.5(2) n N1 C1 C2 N2 53.8(3) n C2 N2 C3 C4 84.5(3) n Cu1 N2 C3 C4 -29.6(3) n C5 N3 C4 C3 -166.7(2) n Cu1 N3 C4 C3 -48.1(2) n N2 C3 C4 N3 52.5(3) n C4 N3 C5 C6 89.1(3) n Cu1 N3 C5 C6 -27.7(3) n C7 N4 C6 C5 -170.4(2) n Cu1 N4 C6 C5 -52.0(2) n N3 C5 C6 N4 54.4(3) n C6 N4 C7 C8 86.1(3) n Cu1 N4 C7 C8 -29.0(3) n C1 N1 C8 C7 -164.2(2) n Cu1 N1 C8 C7 -46.6(2) n N4 C7 C8 N1 51.6(3) n _cod_database_fobs_code 2240776