#------------------------------------------------------------------------------ #$Date: 2017-07-22 04:42:30 +0300 (Sat, 22 Jul 2017) $ #$Revision: 198907 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/87/7228727.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_7228727 loop_ _publ_author_name 'Aldilla, Vina Rizki' 'Bhadbhade, Mohan' 'Bhattacharyya, Saroj' 'Kumar, Naresh' 'Rich, Anne M.' 'Marjo, Christopher' _publ_section_title ; Controlling the distance between hydrogen-bonded chloro-s-triazine tapes: crystal engineering using N-alkyl chains and the influence of temperature ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/C7CE01049D _journal_year 2017 _chemical_formula_moiety 'C7 H10 Cl2 N4' _chemical_formula_sum 'C7 H10 Cl2 N4' _chemical_formula_weight 221.09 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _audit_creation_date 2017-05-09 _audit_creation_method ; Olex2 1.2 (compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335) ; _audit_update_record ; 2017-05-29 deposited with the CCDC. 2017-07-21 downloaded from the CCDC. ; _cell_angle_alpha 86.52(3) _cell_angle_beta 84.11(3) _cell_angle_gamma 82.67(3) _cell_formula_units_Z 4 _cell_length_a 5.0120(10) _cell_length_b 11.794(2) _cell_length_c 17.086(3) _cell_measurement_reflns_used 597 _cell_measurement_temperature 100 _cell_measurement_theta_max 20.00 _cell_measurement_theta_min 2.26 _cell_volume 995.3(3) _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _diffrn_ambient_temperature 100.0 _diffrn_measured_fraction_theta_full 0.913 _diffrn_measured_fraction_theta_max 0.913 _diffrn_measurement_device_type 'Australian Synchrotron' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0175 _diffrn_reflns_av_unetI/netI 0.0141 _diffrn_reflns_Laue_measured_fraction_full 0.913 _diffrn_reflns_Laue_measured_fraction_max 0.913 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 12269 _diffrn_reflns_point_group_measured_fraction_full 0.913 _diffrn_reflns_point_group_measured_fraction_max 0.913 _diffrn_reflns_theta_full 24.999 _diffrn_reflns_theta_max 24.999 _diffrn_reflns_theta_min 1.743 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.611 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.475 _exptl_crystal_description plate _exptl_crystal_F_000 456 _exptl_crystal_size_max 0.02 _exptl_crystal_size_mid 0.015 _exptl_crystal_size_min 0.01 _refine_diff_density_max 0.235 _refine_diff_density_min -0.272 _refine_diff_density_rms 0.053 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 237 _refine_ls_number_reflns 3181 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.080 _refine_ls_R_factor_all 0.0314 _refine_ls_R_factor_gt 0.0295 _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^)+(0.0388P)^2^+0.7320P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0755 _refine_ls_wR_factor_ref 0.0768 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2979 _reflns_number_total 3181 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; bm10_a.res created by SHELXL-2014/7 TITL BM10_a.res in P-1 REM Old TITL BM10 in P-1 REM SHELXT solution in P-1 REM R1 0.102, Rweak 0.007, Alpha 0.038, Orientation as input REM Formula found by SHELXT: C16 N6 Cl4 CELL 0.71073 5.012 11.794 17.086 86.525 84.113 82.667 ZERR 4 0.001 0.0024 0.0034 0.03 0.03 0.03 LATT 1 SFAC C H Cl N UNIT 28 40 8 16 L.S. 10 PLAN 20 TEMP -173.15 BOND $H LIST 6 MORE -1 CONF fmap 2 acta 52 OMIT -3 50 REM REM REM WGHT 0.038800 0.732000 FVAR 1.07953 CL1B 3 0.192714 0.638031 0.792794 11.00000 0.02202 0.01954 = 0.01751 0.00223 -0.00009 -0.00089 CL2B 3 0.989208 0.312821 0.805347 11.00000 0.01564 0.02278 = 0.02800 -0.00889 0.00579 -0.00169 N1B 4 0.583782 0.472780 0.805754 11.00000 0.01591 0.01937 = 0.01973 -0.00384 0.00208 -0.00439 N2B 4 0.610810 0.345442 0.919822 11.00000 0.01499 0.01521 = 0.02191 -0.00416 0.00002 -0.00187 N3B 4 0.243380 0.496957 0.913682 11.00000 0.01628 0.01394 = 0.01719 -0.00134 -0.00051 -0.00247 N4B 4 0.270617 0.372565 1.021632 11.00000 0.01606 0.01458 = 0.01900 -0.00052 0.00034 0.00184 AFIX 43 H4B 2 0.126953 0.415408 1.042236 11.00000 -1.20000 AFIX 0 C1B 1 0.357796 0.523184 0.843452 11.00000 0.01787 0.01444 = 0.01815 -0.00185 -0.00166 -0.00485 C2B 1 0.694054 0.385280 0.849345 11.00000 0.01285 0.01655 = 0.02329 -0.00862 0.00206 -0.00495 C3B 1 0.377437 0.404348 0.951069 11.00000 0.01365 0.01364 = 0.01892 -0.00432 -0.00147 -0.00290 C4B 1 0.374544 0.271138 1.067867 11.00000 0.01517 0.01878 = 0.01816 0.00067 -0.00400 0.00103 AFIX 23 H4BA 2 0.349911 0.287958 1.124400 11.00000 -1.20000 H4BB 2 0.570679 0.252923 1.052723 11.00000 -1.20000 AFIX 0 C5B 1 0.233423 0.167642 1.055820 11.00000 0.01563 0.01675 = 0.02061 -0.00121 -0.00350 0.00038 AFIX 23 H5BA 2 0.271049 0.146193 1.000286 11.00000 -1.20000 H5BB 2 0.035682 0.187323 1.066909 11.00000 -1.20000 AFIX 0 C6B 1 0.330314 0.066694 1.109863 11.00000 0.02168 0.02154 = 0.02436 0.00301 0.00044 0.00204 AFIX 23 H6BA 2 0.529474 0.050679 1.100644 11.00000 -1.20000 H6BB 2 0.284956 0.087830 1.165272 11.00000 -1.20000 AFIX 0 C7B 1 0.207001 -0.041457 1.097744 11.00000 0.03558 0.01968 = 0.03765 0.00162 0.00751 -0.00037 AFIX 137 H7BA 2 0.246925 -0.061917 1.042667 11.00000 -1.50000 H7BB 2 0.010806 -0.028081 1.110608 11.00000 -1.50000 H7BC 2 0.283785 -0.104087 1.132145 11.00000 -1.50000 AFIX 0 CL1A 3 1.298126 0.307559 0.360312 11.00000 0.01896 0.02337 = 0.03138 0.00555 0.00247 -0.00416 CL2A 3 0.712903 0.014098 0.276680 11.00000 0.02803 0.03216 = 0.01509 -0.00383 -0.00257 -0.00324 N1A 4 1.000135 0.157738 0.325976 11.00000 0.01790 0.02082 = 0.01860 0.00290 0.00052 0.00174 N2A 4 0.710720 0.064364 0.421978 11.00000 0.01538 0.01700 = 0.01583 -0.00112 -0.00075 0.00218 N3A 4 0.981031 0.202064 0.461168 11.00000 0.01427 0.01890 = 0.02165 -0.00018 0.00052 -0.00094 N4A 4 0.691862 0.110570 0.551242 11.00000 0.01716 0.02098 = 0.01564 -0.00300 0.00085 -0.00367 AFIX 43 H4A 2 0.581257 0.058070 0.560901 11.00000 -1.20000 AFIX 0 C1A 1 1.068565 0.211453 0.386173 11.00000 0.01301 0.01682 = 0.02348 0.00242 0.00141 0.00245 C2A 1 0.820307 0.086660 0.350500 11.00000 0.01830 0.01645 = 0.01624 -0.00130 -0.00248 0.00490 C3A 1 0.797668 0.126746 0.477573 11.00000 0.01343 0.01649 = 0.01819 -0.00067 -0.00250 0.00375 C4A 1 0.747187 0.174481 0.617657 11.00000 0.01697 0.02916 = 0.01720 -0.00508 -0.00358 -0.00314 AFIX 23 H4AA 2 0.914732 0.210326 0.603245 11.00000 -1.20000 H4AB 2 0.777509 0.120602 0.663510 11.00000 -1.20000 AFIX 0 C5A 1 0.515986 0.267320 0.640895 11.00000 0.01988 0.02412 = 0.01617 -0.00483 -0.00147 -0.00415 AFIX 23 H5AA 2 0.349335 0.230798 0.655194 11.00000 -1.20000 H5AB 2 0.558128 0.303137 0.688357 11.00000 -1.20000 AFIX 0 C6A 1 0.460919 0.360627 0.577280 11.00000 0.03246 0.02626 = 0.02129 -0.00146 0.00119 -0.00041 AFIX 23 H6AA 2 0.629012 0.395254 0.560970 11.00000 -1.20000 H6AB 2 0.407907 0.326050 0.530720 11.00000 -1.20000 AFIX 0 C7A 1 0.239303 0.453812 0.604702 11.00000 0.04216 0.02174 = 0.03037 -0.00041 0.00148 0.00110 AFIX 137 H7AA 2 0.294314 0.490743 0.649301 11.00000 -1.50000 H7AB 2 0.072455 0.419984 0.621079 11.00000 -1.50000 H7AC 2 0.208093 0.510857 0.561426 11.00000 -1.50000 AFIX 0 HKLF 4 REM BM10_a.res in P-1 REM R1 = 0.0295 for 2979 Fo > 4sig(Fo) and 0.0314 for all 3181 data REM 237 parameters refined using 0 restraints END WGHT 0.0382 0.7408 REM Highest difference peak 0.235, deepest hole -0.272, 1-sigma level 0.053 Q1 1 0.2973 0.4559 0.9343 11.00000 0.05 0.23 Q2 1 0.7023 0.0018 0.4347 11.00000 0.05 0.22 Q3 1 0.3023 0.2216 1.0599 11.00000 0.05 0.21 Q4 1 0.2773 0.4996 0.8825 11.00000 0.05 0.20 Q5 1 0.8274 0.3515 0.8227 11.00000 0.05 0.20 Q6 1 0.6599 0.5037 0.7785 11.00000 0.05 0.19 Q7 1 0.5041 0.3743 0.9371 11.00000 0.05 0.19 Q8 1 0.1587 0.5387 0.9326 11.00000 0.05 0.19 Q9 1 0.4836 -0.0243 0.3373 11.00000 0.05 0.19 Q10 1 0.6408 0.2242 0.6255 11.00000 0.05 0.19 Q11 1 0.4608 0.4889 0.8182 11.00000 0.05 0.19 Q12 1 1.1785 0.2527 0.3722 11.00000 0.05 0.18 Q13 1 0.4942 0.3124 0.6034 11.00000 0.05 0.18 Q14 1 0.2727 0.1158 1.0852 11.00000 0.05 0.18 Q15 1 0.3132 0.7056 0.7793 11.00000 0.05 0.18 Q16 1 0.2940 0.3724 0.9800 11.00000 0.05 0.16 Q17 1 -0.2392 -0.1085 1.1820 11.00000 0.05 0.16 Q18 1 0.7528 0.0789 0.3934 11.00000 0.05 0.16 Q19 1 0.7786 0.0790 0.4459 11.00000 0.05 0.16 Q20 1 0.4597 -0.0636 0.2779 11.00000 0.05 0.16 REM The information below was added by Olex2. REM REM R1 = 0.0295 for 2979 Fo > 4sig(Fo) and 0.0314 for all 18303 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.23, deepest hole -0.27 REM Mean Shift 0, Max Shift -0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0314 REM R1_gt = 0.0295 REM wR_ref = 0.0768 REM GOOF = 1.080 REM Shift_max = -0.001 REM Shift_mean = 0 REM Reflections_all = 18303 REM Reflections_gt = 2979 REM Parameters = n/a REM Hole = -0.27 REM Peak = 0.23 REM Flack = n/a ; _cod_data_source_file c7ce01049d2.cif _cod_data_source_block bm10_a _cod_original_cell_volume 995.3(4) _cod_database_code 7228727 _shelx_shelxl_version_number 2014/7 _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. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H,H) groups, All N(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C4B(H4BA,H4BB), C5B(H5BA,H5BB), C6B(H6BA,H6BB), C4A(H4AA,H4AB), C5A(H5AA, H5AB), C6A(H6AA,H6AB) 2.b Aromatic/amide H refined with riding coordinates: N4B(H4B), N4A(H4A) 2.c Idealised Me refined as rotating group: C7B(H7BA,H7BB,H7BC), C7A(H7AA,H7AB,H7AC) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn Cl1B Cl 0.19271(9) 0.63803(4) 0.79279(2) 0.02009(13) Uani 1 1 d . Cl2B Cl 0.98921(9) 0.31282(4) 0.80535(3) 0.02243(13) Uani 1 1 d . N1B N 0.5838(3) 0.47278(12) 0.80575(9) 0.0183(3) Uani 1 1 d . N2B N 0.6108(3) 0.34544(12) 0.91982(9) 0.0174(3) Uani 1 1 d . N3B N 0.2434(3) 0.49696(12) 0.91368(8) 0.0158(3) Uani 1 1 d . N4B N 0.2706(3) 0.37256(12) 1.02163(8) 0.0170(3) Uani 1 1 d . H4B H 0.1270 0.4154 1.0422 0.020 Uiso 1 1 calc R C1B C 0.3578(4) 0.52318(14) 0.84345(10) 0.0165(4) Uani 1 1 d . C2B C 0.6941(4) 0.38528(14) 0.84934(10) 0.0172(4) Uani 1 1 d . C3B C 0.3774(4) 0.40435(14) 0.95107(10) 0.0152(4) Uani 1 1 d . C4B C 0.3745(4) 0.27114(14) 1.06787(10) 0.0175(4) Uani 1 1 d . H4BA H 0.3499 0.2880 1.1244 0.021 Uiso 1 1 calc R H4BB H 0.5707 0.2529 1.0527 0.021 Uiso 1 1 calc R C5B C 0.2334(4) 0.16764(14) 1.05582(10) 0.0177(4) Uani 1 1 d . H5BA H 0.2710 0.1462 1.0003 0.021 Uiso 1 1 calc R H5BB H 0.0357 0.1873 1.0669 0.021 Uiso 1 1 calc R C6B C 0.3303(4) 0.06669(16) 1.10986(11) 0.0233(4) Uani 1 1 d . H6BA H 0.5295 0.0507 1.1006 0.028 Uiso 1 1 calc R H6BB H 0.2850 0.0878 1.1653 0.028 Uiso 1 1 calc R C7B C 0.2070(5) -0.04146(17) 1.09774(13) 0.0321(5) Uani 1 1 d . H7BA H 0.2469 -0.0619 1.0427 0.048 Uiso 1 1 calc GR H7BB H 0.0108 -0.0281 1.1106 0.048 Uiso 1 1 calc GR H7BC H 0.2838 -0.1041 1.1321 0.048 Uiso 1 1 calc GR Cl1A Cl 1.29813(10) 0.30756(4) 0.36031(3) 0.02505(13) Uani 1 1 d . Cl2A Cl 0.71290(10) 0.01410(4) 0.27668(2) 0.02498(13) Uani 1 1 d . N1A N 1.0001(3) 0.15774(13) 0.32598(9) 0.0198(3) Uani 1 1 d . N2A N 0.7107(3) 0.06436(12) 0.42198(8) 0.0165(3) Uani 1 1 d . N3A N 0.9810(3) 0.20206(12) 0.46117(9) 0.0186(3) Uani 1 1 d . N4A N 0.6919(3) 0.11057(13) 0.55124(8) 0.0179(3) Uani 1 1 d . H4A H 0.5813 0.0581 0.5609 0.021 Uiso 1 1 calc R C1A C 1.0686(4) 0.21145(15) 0.38617(11) 0.0185(4) Uani 1 1 d . C2A C 0.8203(4) 0.08666(14) 0.35050(10) 0.0175(4) Uani 1 1 d . C3A C 0.7977(4) 0.12675(14) 0.47757(10) 0.0165(4) Uani 1 1 d . C4A C 0.7472(4) 0.17448(16) 0.61766(10) 0.0208(4) Uani 1 1 d . H4AA H 0.9147 0.2103 0.6032 0.025 Uiso 1 1 calc R H4AB H 0.7775 0.1206 0.6635 0.025 Uiso 1 1 calc R C5A C 0.5160(4) 0.26732(15) 0.64090(10) 0.0198(4) Uani 1 1 d . H5AA H 0.3493 0.2308 0.6552 0.024 Uiso 1 1 calc R H5AB H 0.5581 0.3031 0.6884 0.024 Uiso 1 1 calc R C6A C 0.4609(5) 0.36063(17) 0.57728(11) 0.0272(5) Uani 1 1 d . H6AA H 0.6290 0.3953 0.5610 0.033 Uiso 1 1 calc R H6AB H 0.4079 0.3260 0.5307 0.033 Uiso 1 1 calc R C7A C 0.2393(5) 0.45381(17) 0.60470(13) 0.0322(5) Uani 1 1 d . H7AA H 0.2943 0.4907 0.6493 0.048 Uiso 1 1 calc GR H7AB H 0.0725 0.4200 0.6211 0.048 Uiso 1 1 calc GR H7AC H 0.2081 0.5109 0.5614 0.048 Uiso 1 1 calc GR 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 Cl1B 0.0220(3) 0.0195(2) 0.0175(2) 0.00223(16) -0.00009(17) -0.00089(17) Cl2B 0.0156(3) 0.0228(2) 0.0280(2) -0.00889(17) 0.00579(17) -0.00169(17) N1B 0.0159(10) 0.0194(8) 0.0197(8) -0.0038(6) 0.0021(6) -0.0044(6) N2B 0.0150(9) 0.0152(7) 0.0219(8) -0.0042(6) 0.0000(6) -0.0019(6) N3B 0.0163(9) 0.0139(7) 0.0172(7) -0.0013(5) -0.0005(6) -0.0025(6) N4B 0.0161(9) 0.0146(7) 0.0190(7) -0.0005(6) 0.0003(6) 0.0018(6) C1B 0.0179(11) 0.0144(8) 0.0181(9) -0.0019(6) -0.0017(7) -0.0048(7) C2B 0.0128(11) 0.0165(8) 0.0233(9) -0.0086(7) 0.0021(7) -0.0049(7) C3B 0.0136(11) 0.0136(8) 0.0189(9) -0.0043(7) -0.0015(7) -0.0029(7) C4B 0.0152(11) 0.0188(9) 0.0182(9) 0.0007(7) -0.0040(7) 0.0010(7) C5B 0.0156(11) 0.0167(8) 0.0206(9) -0.0012(7) -0.0035(7) 0.0004(7) C6B 0.0217(12) 0.0215(9) 0.0244(10) 0.0030(7) 0.0004(8) 0.0020(8) C7B 0.0356(14) 0.0197(10) 0.0376(12) 0.0016(8) 0.0075(9) -0.0004(8) Cl1A 0.0190(3) 0.0234(2) 0.0314(3) 0.00555(18) 0.00247(18) -0.00416(18) Cl2A 0.0280(3) 0.0322(3) 0.0151(2) -0.00383(17) -0.00257(17) -0.00324(19) N1A 0.0179(10) 0.0208(8) 0.0186(8) 0.0029(6) 0.0005(6) 0.0017(6) N2A 0.0154(9) 0.0170(7) 0.0158(7) -0.0011(6) -0.0007(6) 0.0022(6) N3A 0.0143(9) 0.0189(7) 0.0216(8) -0.0002(6) 0.0005(6) -0.0009(6) N4A 0.0172(9) 0.0210(8) 0.0156(7) -0.0030(6) 0.0009(6) -0.0037(6) C1A 0.0130(11) 0.0168(8) 0.0235(9) 0.0024(7) 0.0014(7) 0.0025(7) C2A 0.0183(11) 0.0164(8) 0.0162(8) -0.0013(6) -0.0025(7) 0.0049(7) C3A 0.0134(11) 0.0165(8) 0.0182(9) -0.0007(7) -0.0025(7) 0.0038(7) C4A 0.0170(11) 0.0292(10) 0.0172(9) -0.0051(7) -0.0036(7) -0.0031(8) C5A 0.0199(11) 0.0241(9) 0.0162(9) -0.0048(7) -0.0015(7) -0.0042(7) C6A 0.0325(13) 0.0263(10) 0.0213(10) -0.0015(8) 0.0012(8) -0.0004(8) C7A 0.0422(15) 0.0217(10) 0.0304(11) -0.0004(8) 0.0015(9) 0.0011(9) 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' Cl Cl 0.1484 0.1585 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C2B N1B C1B 110.88(15) C2B N2B C3B 113.32(15) C1B N3B C3B 113.87(16) C3B N4B H4B 117.7 C3B N4B C4B 124.53(15) C4B N4B H4B 117.7 N1B C1B Cl1B 115.56(13) N3B C1B Cl1B 115.75(14) N3B C1B N1B 128.69(17) N1B C2B Cl2B 114.66(13) N2B C2B Cl2B 115.77(14) N2B C2B N1B 129.57(17) N2B C3B N3B 123.66(16) N4B C3B N2B 119.47(16) N4B C3B N3B 116.87(16) N4B C4B H4BA 109.1 N4B C4B H4BB 109.1 N4B C4B C5B 112.31(15) H4BA C4B H4BB 107.9 C5B C4B H4BA 109.1 C5B C4B H4BB 109.1 C4B C5B H5BA 109.5 C4B C5B H5BB 109.5 C4B C5B C6B 110.77(15) H5BA C5B H5BB 108.1 C6B C5B H5BA 109.5 C6B C5B H5BB 109.5 C5B C6B H6BA 108.9 C5B C6B H6BB 108.9 H6BA C6B H6BB 107.7 C7B C6B C5B 113.34(17) C7B C6B H6BA 108.9 C7B C6B H6BB 108.9 C6B C7B H7BA 109.5 C6B C7B H7BB 109.5 C6B C7B H7BC 109.5 H7BA C7B H7BB 109.5 H7BA C7B H7BC 109.5 H7BB C7B H7BC 109.5 C2A N1A C1A 110.99(15) C2A N2A C3A 112.91(17) C1A N3A C3A 113.81(16) C3A N4A H4A 117.8 C3A N4A C4A 124.31(17) C4A N4A H4A 117.8 N1A C1A Cl1A 114.66(14) N3A C1A Cl1A 116.60(15) N3A C1A N1A 128.74(18) N1A C2A Cl2A 114.83(13) N2A C2A Cl2A 115.57(15) N2A C2A N1A 129.60(17) N3A C3A N2A 123.94(16) N4A C3A N2A 116.51(17) N4A C3A N3A 119.54(16) N4A C4A H4AA 109.1 N4A C4A H4AB 109.1 N4A C4A C5A 112.32(16) H4AA C4A H4AB 107.9 C5A C4A H4AA 109.1 C5A C4A H4AB 109.1 C4A C5A H5AA 108.6 C4A C5A H5AB 108.6 H5AA C5A H5AB 107.6 C6A C5A C4A 114.55(16) C6A C5A H5AA 108.6 C6A C5A H5AB 108.6 C5A C6A H6AA 109.1 C5A C6A H6AB 109.1 H6AA C6A H6AB 107.8 C7A C6A C5A 112.47(16) C7A C6A H6AA 109.1 C7A C6A H6AB 109.1 C6A C7A H7AA 109.5 C6A C7A H7AB 109.5 C6A C7A H7AC 109.5 H7AA C7A H7AB 109.5 H7AA C7A H7AC 109.5 H7AB C7A H7AC 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Cl1B C1B 1.7283(19) Cl2B C2B 1.7352(19) N1B C1B 1.333(2) N1B C2B 1.331(2) N2B C2B 1.313(2) N2B C3B 1.358(2) N3B C1B 1.313(2) N3B C3B 1.367(2) N4B H4B 0.8800 N4B C3B 1.321(2) N4B C4B 1.462(2) C4B H4BA 0.9900 C4B H4BB 0.9900 C4B C5B 1.521(3) C5B H5BA 0.9900 C5B H5BB 0.9900 C5B C6B 1.522(2) C6B H6BA 0.9900 C6B H6BB 0.9900 C6B C7B 1.520(3) C7B H7BA 0.9800 C7B H7BB 0.9800 C7B H7BC 0.9800 Cl1A C1A 1.724(2) Cl2A C2A 1.7323(19) N1A C1A 1.336(3) N1A C2A 1.328(3) N2A C2A 1.313(2) N2A C3A 1.373(2) N3A C1A 1.314(2) N3A C3A 1.356(2) N4A H4A 0.8800 N4A C3A 1.327(2) N4A C4A 1.468(2) C4A H4AA 0.9900 C4A H4AB 0.9900 C4A C5A 1.528(3) C5A H5AA 0.9900 C5A H5AB 0.9900 C5A C6A 1.519(3) C6A H6AA 0.9900 C6A H6AB 0.9900 C6A C7A 1.518(3) C7A H7AA 0.9800 C7A H7AB 0.9800 C7A H7AC 0.9800 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 N4B C4B C5B C6B -175.31(15) C1B N1B C2B Cl2B 179.60(12) C1B N1B C2B N2B 0.5(3) C1B N3B C3B N2B 1.3(3) C1B N3B C3B N4B -179.13(16) C2B N1B C1B Cl1B -179.59(12) C2B N1B C1B N3B 0.1(3) C2B N2B C3B N3B -0.9(2) C2B N2B C3B N4B 179.56(16) C3B N2B C2B Cl2B -179.21(12) C3B N2B C2B N1B -0.1(3) C3B N3B C1B Cl1B 178.79(12) C3B N3B C1B N1B -0.9(3) C3B N4B C4B C5B -94.2(2) C4B N4B C3B N2B -4.9(3) C4B N4B C3B N3B 175.45(16) C4B C5B C6B C7B -177.11(16) N4A C4A C5A C6A -62.8(2) C1A N1A C2A Cl2A 178.95(12) C1A N1A C2A N2A -0.3(3) C1A N3A C3A N2A 0.6(2) C1A N3A C3A N4A -179.29(15) C2A N1A C1A Cl1A -179.10(12) C2A N1A C1A N3A -0.4(3) C2A N2A C3A N3A -1.1(2) C2A N2A C3A N4A 178.75(15) C3A N2A C2A Cl2A -178.23(12) C3A N2A C2A N1A 1.0(3) C3A N3A C1A Cl1A 178.91(12) C3A N3A C1A N1A 0.3(3) C3A N4A C4A C5A 102.4(2) C4A N4A C3A N2A -176.06(15) C4A N4A C3A N3A 3.8(3) C4A C5A C6A C7A -177.08(18)