#------------------------------------------------------------------------------ #$Date: 2020-10-06 11:56:06 +0300 (Tue, 06 Oct 2020) $ #$Revision: 257549 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/53/7705335.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7705335 loop_ _publ_author_name 'Li, Zili' 'Mackie, Emily R. R.' 'Ramkissoon, Pria' 'Mather, Joel C.' 'Wiratpruk, Nuchareenat' 'Soares da Costa, Tatiana P.' 'Barnard, Peter J.' _publ_section_title ; Synthesis, conformational analysis and antibacterial activity of Au(I)-Ag(I) and Au(I)-Hg(II) heterobimetallic N-heterocyclic carbene complexes. ; _journal_issue 36 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 12820 _journal_page_last 12834 _journal_paper_doi 10.1039/d0dt02225j _journal_volume 49 _journal_year 2020 _chemical_formula_moiety '2(C9 H13 N4), 2(I)' _chemical_formula_sum 'C18 H26 I2 N8' _chemical_formula_weight 608.27 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 2020-08-16 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2020-08-17 deposited with the CCDC. 2020-09-01 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 124.136(12) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 6.8428(6) _cell_length_b 11.5230(5) _cell_length_c 17.2878(15) _cell_measurement_reflns_used 5123 _cell_measurement_temperature 133.0(4) _cell_measurement_theta_max 76.5850 _cell_measurement_theta_min 4.9220 _cell_volume 1128.3(2) _computing_cell_refinement 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXS (Sheldrick, 2008)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 133.0(4) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.3309 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -24.00 70.00 1.00 1.00 -- 41.58 -57.00 0.00 94 2 \w 16.00 42.00 1.00 1.00 -- 41.58 -77.00 0.00 26 3 \w 2.00 95.00 1.00 1.00 -- 41.58-125.00 -90.00 93 4 \w 43.00 75.00 1.00 4.00 -- 112.00 -61.00-120.00 32 5 \w 89.00 115.00 1.00 4.00 -- 112.00 -61.00-120.00 26 6 \w 76.00 104.00 1.00 4.00 -- 112.00-111.00 -60.00 28 7 \w 89.00 116.00 1.00 4.00 -- 112.00-111.00-150.00 27 8 \w 41.00 115.00 1.00 4.00 -- 112.00-111.00 -30.00 74 9 \w 57.00 111.00 1.00 4.00 -- 112.00-111.00 60.00 54 10 \w 74.00 115.00 1.00 4.00 -- 112.00-111.00 120.00 41 11 \w 56.00 136.00 1.00 4.00 -- 112.00 -45.00 120.00 80 12 \w 122.00 148.00 1.00 4.00 -- 112.00 15.00 0.00 26 13 \w 79.00 130.00 1.00 4.00 -- 112.00 77.00 90.00 51 14 \w 95.00 121.00 1.00 4.00 -- 112.00 61.00 150.00 26 15 \w 65.00 96.00 1.00 4.00 -- 112.00 15.00 0.00 31 16 \w 36.00 127.00 1.00 4.00 -- 112.00 -30.00 -90.00 91 17 \w 92.00 158.00 1.00 4.00 -- 112.00 45.00-180.00 66 18 \w 113.00 155.00 1.00 4.00 -- 112.00 61.00-150.00 42 19 \w 81.00 157.00 1.00 4.00 -- 112.00 111.00-150.00 76 20 \w 63.00 128.00 1.00 4.00 -- 112.00 15.00-180.00 65 21 \w 36.00 62.00 1.00 4.00 -- 112.00-111.00 -60.00 26 22 \w 57.00 93.00 1.00 4.00 -- 112.00-111.00 30.00 36 23 \w 36.00 97.00 1.00 4.00 -- 112.00-111.00 90.00 61 24 \w 36.00 142.00 1.00 4.00 -- 112.00 -77.00 120.00 106 25 \w 28.00 116.00 1.00 1.00 -- 41.58 38.00 150.00 88 26 \w 22.00 58.00 1.00 1.00 -- 41.58 57.00 -30.00 36 27 \w -33.00 -6.00 1.00 1.00 -- 41.58 -77.00 0.00 27 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Single source at offset, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0382959000 _diffrn_orient_matrix_UB_12 0.1321592000 _diffrn_orient_matrix_UB_13 -0.0132979000 _diffrn_orient_matrix_UB_21 -0.0046491000 _diffrn_orient_matrix_UB_22 0.0069389000 _diffrn_orient_matrix_UB_23 0.0879630000 _diffrn_orient_matrix_UB_31 0.2692696000 _diffrn_orient_matrix_UB_32 0.0188473000 _diffrn_orient_matrix_UB_33 0.0606802000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0333 _diffrn_reflns_av_unetI/netI 0.0234 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 9269 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 74.480 _diffrn_reflns_theta_min 4.928 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 22.055 _exptl_absorpt_correction_T_max 0.98425 _exptl_absorpt_correction_T_min 0.98425 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) Spherical absorption correction using equivalent radius and absorption coefficient. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.790 _exptl_crystal_description block _exptl_crystal_F_000 592 _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _refine_diff_density_max 0.626 _refine_diff_density_min -1.334 _refine_diff_density_rms 0.136 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 128 _refine_ls_number_reflns 2314 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.030 _refine_ls_R_factor_all 0.0324 _refine_ls_R_factor_gt 0.0296 _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^)+(0.0581P)^2^+0.8684P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0799 _refine_ls_wR_factor_ref 0.0842 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2138 _reflns_number_total 2314 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; pjbsn016.res created by SHELXL-2014/7 TITL PJBSN016 in P21/c #14 REM reset to P21/c #14 CELL 1.54184 6.842753 11.523018 17.287776 90 124.1362 90 ZERR 2 0.000566 0.000455 0.001548 0 0.0124 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H I N UNIT 36 52 4 16 L.S. 14 PLAN 10 SIZE 0.04 0.02 0.02 BOND fmap 2 53 acta SHEL 20 0.8 OMIT -6 0 20 REM REM REM WGHT 0.058100 0.868400 FVAR 3.57964 C1 1 0.884573 0.265782 0.644873 11.00000 0.01989 0.02303 = 0.01551 0.00155 0.00958 0.00329 AFIX 43 H1 2 0.850499 0.214981 0.677588 11.00000 -1.20000 AFIX 0 C2 1 0.938192 0.425945 0.589690 11.00000 0.03071 0.01949 = 0.02931 0.00128 0.01962 -0.00230 AFIX 43 H2 2 0.948099 0.504076 0.578802 11.00000 -1.20000 AFIX 0 C3 1 0.974105 0.334251 0.549945 11.00000 0.02835 0.02771 = 0.02322 0.00061 0.01875 -0.00134 AFIX 43 H3 2 1.013321 0.337536 0.506463 11.00000 -1.20000 AFIX 0 C4 1 0.462461 0.623019 0.719575 11.00000 0.03820 0.02256 = 0.02541 0.00245 0.01945 0.00911 AFIX 43 H4 2 0.461260 0.677665 0.679722 11.00000 -1.20000 AFIX 0 C5 1 0.489371 0.457608 0.785965 11.00000 0.02909 0.02413 = 0.02742 0.00430 0.01601 -0.00118 AFIX 43 H5 2 0.509143 0.379323 0.801723 11.00000 -1.20000 AFIX 0 C6 1 0.441895 0.544330 0.826042 11.00000 0.02698 0.04242 = 0.02253 0.00397 0.01722 0.00414 AFIX 43 H6 2 0.423098 0.534621 0.874915 11.00000 -1.20000 AFIX 0 C7 1 0.824675 0.447471 0.705375 11.00000 0.02127 0.02360 = 0.01688 -0.00419 0.00888 0.00278 AFIX 23 H7A 2 0.885883 0.525759 0.714159 11.00000 -1.20000 H7B 2 0.897405 0.411789 0.766417 11.00000 -1.20000 AFIX 0 C8 1 0.559119 0.451697 0.657305 11.00000 0.02100 0.02539 = 0.02002 -0.00687 0.01083 0.00143 AFIX 23 H8A 2 0.487417 0.493540 0.598735 11.00000 -1.20000 H8B 2 0.495955 0.373453 0.643589 11.00000 -1.20000 AFIX 0 C9 1 0.945375 0.117391 0.556008 11.00000 0.03686 0.02232 = 0.03015 -0.00344 0.02003 0.00556 AFIX 137 H9A 2 0.992854 0.064447 0.606508 11.00000 -1.50000 H9B 2 1.055215 0.113207 0.538205 11.00000 -1.50000 H9C 2 0.790517 0.096957 0.503607 11.00000 -1.50000 AFIX 0 I1 3 0.280385 0.243026 0.424025 11.00000 0.02264 0.02234 = 0.01962 -0.00253 0.01196 0.00068 N1 4 0.884221 0.380894 0.649288 11.00000 0.01956 0.01800 = 0.01824 -0.00021 0.01058 0.00019 N2 4 0.941622 0.235584 0.586035 11.00000 0.01674 0.01959 = 0.02051 -0.00056 0.01021 0.00276 N3 4 0.502301 0.509130 0.717227 11.00000 0.02127 0.01828 = 0.02148 -0.00242 0.01316 0.00058 N4 4 0.425504 0.648380 0.784344 11.00000 0.04408 0.03289 = 0.02839 0.00387 0.02261 0.01638 HKLF 4 REM PJBSN016 in P21/c #14 REM R1 = 0.0296 for 2138 Fo > 4sig(Fo) and 0.0324 for all 2314 data REM 128 parameters refined using 0 restraints END WGHT 0.0574 0.6288 REM Highest difference peak 0.626, deepest hole -1.334, 1-sigma level 0.136 Q1 1 0.1236 0.2424 0.4029 11.00000 0.05 0.63 Q2 1 0.2351 0.1801 0.4426 11.00000 0.05 0.52 Q3 1 1.1746 0.3865 0.8211 11.00000 0.05 0.49 Q4 1 0.4669 0.2426 0.4438 11.00000 0.05 0.46 Q5 1 0.6196 0.2030 0.4827 11.00000 0.05 0.45 Q6 1 0.5245 0.2418 0.5787 11.00000 0.05 0.44 Q7 1 1.0512 0.3322 0.7804 11.00000 0.05 0.44 Q8 1 0.4125 0.4005 0.5214 11.00000 0.05 0.43 Q9 1 1.0573 0.1673 0.7816 11.00000 0.05 0.42 Q10 1 0.5565 0.2015 0.4212 11.00000 0.05 0.41 REM The information below was added by Olex2. REM REM R1 = 0.0296 for 2138 Fo > 4sig(Fo) and 0.0324 for all 9628 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.63, deepest hole -1.33 REM Mean Shift 0, Max Shift 0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0324 REM R1_gt = 0.0296 REM wR_ref = 0.0842 REM GOOF = 1.030 REM Shift_max = 0.001 REM Shift_mean = 0 REM Reflections_all = 9628 REM Reflections_gt = 2138 REM Parameters = n/a REM Hole = -1.33 REM Peak = 0.63 REM Flack = n/a ; _cod_data_source_file d0dt02225j2.cif _cod_data_source_block 10a _cod_depositor_comments 'Adding full bibliography for 7705334--7705337.cif.' _cod_database_code 7705335 _shelx_shelxl_version_number 2014/7 _chemical_oxdiff_formula 'C20 H20 N12 Br2' _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_max 0.667 _shelx_estimated_absorpt_t_min 0.472 _reflns_odcompleteness_completeness 99.96 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 74.33 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C7(H7A,H7B), C8(H8A,H8B) 2.b Aromatic/amide H refined with riding coordinates: C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C6(H6) 2.c Idealised Me refined as rotating group: C9(H9A,H9B,H9C) ; _olex2_exptl_crystal_mounting_method 'The crystal was mounted on a mylar loop in perfluoroether oil' _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.939 _oxdiff_exptl_absorpt_empirical_full_min 0.692 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8846(6) 0.2658(2) 0.6449(2) 0.0197(6) Uani 1 1 d . . . . . H1 H 0.8505 0.2150 0.6776 0.024 Uiso 1 1 calc R . . . . C2 C 0.9382(5) 0.4259(3) 0.5897(2) 0.0250(6) Uani 1 1 d . . . . . H2 H 0.9481 0.5041 0.5788 0.030 Uiso 1 1 calc R . . . . C3 C 0.9741(5) 0.3343(3) 0.5499(2) 0.0241(6) Uani 1 1 d . . . . . H3 H 1.0133 0.3375 0.5065 0.029 Uiso 1 1 calc R . . . . C4 C 0.4625(6) 0.6230(3) 0.7196(2) 0.0279(6) Uani 1 1 d . . . . . H4 H 0.4613 0.6777 0.6797 0.033 Uiso 1 1 calc R . . . . C5 C 0.4894(6) 0.4576(3) 0.7860(2) 0.0268(6) Uani 1 1 d . . . . . H5 H 0.5091 0.3793 0.8017 0.032 Uiso 1 1 calc R . . . . C6 C 0.4419(6) 0.5443(3) 0.8260(2) 0.0288(7) Uani 1 1 d . . . . . H6 H 0.4231 0.5346 0.8749 0.035 Uiso 1 1 calc R . . . . C7 C 0.8247(5) 0.4475(2) 0.70538(19) 0.0216(5) Uani 1 1 d . . . . . H7A H 0.8859 0.5258 0.7142 0.026 Uiso 1 1 calc R . . . . H7B H 0.8974 0.4118 0.7664 0.026 Uiso 1 1 calc R . . . . C8 C 0.5591(5) 0.4517(3) 0.6573(2) 0.0225(6) Uani 1 1 d . . . . . H8A H 0.4874 0.4935 0.5987 0.027 Uiso 1 1 calc R . . . . H8B H 0.4960 0.3735 0.6436 0.027 Uiso 1 1 calc R . . . . C9 C 0.9454(6) 0.1174(3) 0.5560(2) 0.0291(7) Uani 1 1 d . . . . . H9A H 0.9929 0.0644 0.6065 0.044 Uiso 1 1 calc GR . . . . H9B H 1.0552 0.1132 0.5382 0.044 Uiso 1 1 calc GR . . . . H9C H 0.7905 0.0970 0.5036 0.044 Uiso 1 1 calc GR . . . . I1 I 0.28039(3) 0.24303(2) 0.42402(2) 0.02147(11) Uani 1 1 d . . . . . N1 N 0.8842(4) 0.3809(2) 0.64929(15) 0.0186(4) Uani 1 1 d . . . . . N2 N 0.9416(5) 0.2356(2) 0.5860(2) 0.0191(5) Uani 1 1 d . . . . . N3 N 0.5023(4) 0.5091(2) 0.71723(17) 0.0197(5) Uani 1 1 d . . . . . N4 N 0.4255(5) 0.6484(3) 0.78434(19) 0.0339(6) Uani 1 1 d . . . . . 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 C1 0.0199(15) 0.0230(13) 0.0155(14) 0.0015(10) 0.0096(12) 0.0033(10) C2 0.0307(15) 0.0195(13) 0.0293(14) 0.0013(11) 0.0196(12) -0.0023(11) C3 0.0283(15) 0.0277(16) 0.0232(13) 0.0006(11) 0.0188(12) -0.0013(12) C4 0.0382(17) 0.0226(14) 0.0254(14) 0.0024(11) 0.0194(13) 0.0091(12) C5 0.0291(15) 0.0241(15) 0.0274(15) 0.0043(12) 0.0160(13) -0.0012(12) C6 0.0270(15) 0.0424(18) 0.0225(14) 0.0040(13) 0.0172(12) 0.0041(13) C7 0.0213(13) 0.0236(13) 0.0169(12) -0.0042(10) 0.0089(10) 0.0028(10) C8 0.0210(14) 0.0254(14) 0.0200(13) -0.0069(11) 0.0108(11) 0.0014(11) C9 0.0369(17) 0.0223(15) 0.0302(16) -0.0034(12) 0.0200(14) 0.0056(13) I1 0.02264(16) 0.02234(15) 0.01962(16) -0.00253(5) 0.01196(12) 0.00068(5) N1 0.0196(11) 0.0180(11) 0.0182(10) -0.0002(8) 0.0106(9) 0.0002(8) N2 0.0167(13) 0.0196(11) 0.0205(13) -0.0006(8) 0.0102(11) 0.0028(8) N3 0.0213(12) 0.0183(11) 0.0215(11) -0.0024(9) 0.0132(10) 0.0006(9) N4 0.0441(16) 0.0329(14) 0.0284(13) 0.0039(11) 0.0226(12) 0.0164(12) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 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' I I -0.3257 6.8362 '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' 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 N2 C1 N1 108.5(3) . . ? C3 C2 N1 106.6(3) . . ? C2 C3 N2 107.1(3) . . ? N4 C4 N3 112.5(3) . . ? C6 C5 N3 105.9(3) . . ? C5 C6 N4 110.4(3) . . ? N1 C7 C8 110.3(2) . . ? N3 C8 C7 110.0(2) . . ? C1 N1 C2 108.9(2) . . ? C1 N1 C7 124.9(3) . . ? C2 N1 C7 126.2(2) . . ? C1 N2 C3 108.9(2) . . ? C1 N2 C9 126.1(3) . . ? C3 N2 C9 124.7(3) . . ? C4 N3 C5 106.4(3) . . ? C4 N3 C8 127.2(3) . . ? C5 N3 C8 126.3(3) . . ? C4 N4 C6 104.8(3) . . ? 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 C1 N1 1.329(4) . ? C1 N2 1.324(4) . ? C2 C3 1.356(4) . ? C2 N1 1.376(4) . ? C3 N2 1.374(4) . ? C4 N3 1.346(4) . ? C4 N4 1.312(4) . ? C5 C6 1.355(5) . ? C5 N3 1.375(4) . ? C6 N4 1.371(5) . ? C7 C8 1.517(4) . ? C7 N1 1.462(3) . ? C8 N3 1.454(4) . ? C9 N2 1.463(4) . ?