#------------------------------------------------------------------------------ #$Date: 2025-01-18 04:35:40 +0200 (Sat, 18 Jan 2025) $ #$Revision: 297376 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/02/33/2023358.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_2023358 loop_ _publ_author_name 'Davlatboev, Muzaffar' 'Allabergenova, Sevara' 'Zulpanov, Fazliddin' 'Yakubov, Ubaydullo' 'Tojiboev, Akmaljon' 'Sattarov, Tulkinjon' _publ_section_title ; Crystal structure and Hirshfeld surface analysis of 2-methylquinazolin-4(3H)-one hydrochloride ; _journal_coeditor_code WM5743 _journal_issue 2 _journal_name_full 'Acta Crystallographica Section E Crystallographic Communications' _journal_paper_doi 10.1107/S2056989025000258 _journal_volume 81 _journal_year 2025 _chemical_formula_iupac 'C9 H9 N2 O +, Cl -' _chemical_formula_moiety 'C9 H9 N2 O +, Cl -' _chemical_formula_sum 'C9 H9 Cl N2 O' _chemical_formula_weight 196.637 _chemical_name_common ; 2-Methylquinazolin-4(3H)-one hydrochloride ; _chemical_name_systematic ; 2-Methyl-4-oxo-3,4-dihydroquinazolin-1-ium chloride ; _space_group_crystal_system orthorhombic _space_group_IT_number 57 _space_group_name_Hall '-P 2c 2b' _space_group_name_H-M_alt 'P b c m' _audit_creation_method ; Please consider this CIF for publication. I certify that this contibution is the original work of those listed as authors; that it has not been published before (in any language or medium) and is not being considered for publication elsewhere; that all authors concur with and are aware of the submission; that all workers involved in the study are listed as authors or given proper credit in the acknowledgements; that I have obtained permission for and acknowledged the source of any excerpts from other copyright works; and that to the best of my knowledge the paper contains no statements which are libellous, unlawful or in any way actionable. All coauthors have made significant scientific contributions to the work reported, including the ideas and their execution, and share responsibility and accountability for the results. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.1221(5) _cell_length_b 13.6533(4) _cell_length_c 6.6248(3) _cell_measurement_reflns_used 2575 _cell_measurement_temperature 295 _cell_measurement_theta_max 70.9450 _cell_measurement_theta_min 4.3620 _cell_volume 915.55(7) _computing_cell_refinement ; CrysAlisPro (Rigaku OD, 2020) ; _computing_data_collection ; CrysAlisPro (Rigaku OD, 2020) ; _computing_data_reduction ; CrysAlisPro (Rigaku OD, 2020) ; _computing_molecular_graphics ; Olex2 (Dolomanov et al., 2009) ; _computing_publication_material ; Olex2 (Dolomanov et al., 2009) ; _computing_structure_refinement ; Olex2-refine (Bourhis et al., 2015) ; _computing_structure_solution ; SHELXT (Sheldrick, 2015) ; _diffrn_ambient_temperature 295 _diffrn_detector_area_resol_mean 10.0000 _diffrn_measured_fraction_theta_full 1.0000 _diffrn_measured_fraction_theta_max 0.9959 _diffrn_measurement_device_type 'PhotonJet (Cu) X-ray Source' _diffrn_measurement_method '\w scans' _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0862 _diffrn_reflns_av_unetI/netI 0.0411 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 7833 _diffrn_reflns_theta_full 67.6840 _diffrn_reflns_theta_max 71.66 _diffrn_reflns_theta_min 4.37 _exptl_absorpt_coefficient_mu 3.367 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.59996 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; (CrysAlisPro; Rigaku OD, 2020) ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.427 _exptl_crystal_description prizm _exptl_crystal_F_000 410.692 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.2920 _refine_diff_density_min -0.3488 _refine_ls_goodness_of_fit_ref 1.0084 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_constraints 14 _refine_ls_number_parameters 84 _refine_ls_number_reflns 977 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.0084 _refine_ls_R_factor_all 0.0503 _refine_ls_R_factor_gt 0.0432 _refine_ls_shift/su_max -0.0005 _refine_ls_shift/su_mean 0.0001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0787P)^2^+0.2674P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1251 _refine_ls_wR_factor_ref 0.1326 _reflns_number_gt 824 _reflns_number_total 977 _reflns_threshold_expression I>=2u(I) _iucr_refine_instructions_details ; TITL exp_475_2mx4+fe(nh4)2(so4)2_a.res in Pbcm REM Old TITL exp_475_2MX4+Fe(NH4)2(SO4)2 in Pbcm REM SHELXT solution in Pbcm: R1 0.123, Rweak 0.075, Alpha 0.109 REM 0.341 for 53 systematic absences, Orientation as input REM Formula found by SHELXT: C9 N2 O Cl REM EXTI 0.000634 CELL 1.54184 10.122126 13.653328 6.624799 90 90 90 ZERR 4 0.000511 0.000441 0.000271 0 0 0 LATT 1 SYMM -X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM +X,0.5-Y,-Z SFAC C H N O Cl UNIT 36 36 8 4 4 L.S. 4 0 0 PLAN 5 SIZE 0.2 0.15 0.05 TEMP 21.85 CONF ACTA BOND list 4 fmap 2 53 MORE -1 BOND $H WGHT 0.078719 0.267438 FVAR 3.715042 REM REM REM Cl1 5 0.151706 0.097747 0.750000 10.50000 0.06229 0.03702 = 0.06546 0.00000 -0.00000 -0.00709 O1 4 0.237395 0.609270 0.750000 10.50000 0.08049 0.03392 = 0.13140 0.00000 -0.00000 -0.00248 N1 3 0.188266 0.319585 0.750000 10.50000 0.05426 0.03226 = 0.05514 0.00000 -0.00000 -0.00054 AFIX 43 H1 2 0.174059 0.257484 0.750000 10.50000 -1.50000 AFIX 0 C2 1 0.086984 0.378650 0.750000 10.50000 0.05313 0.03754 = 0.04829 0.00000 -0.00000 0.00314 N3 3 0.106977 0.475296 0.750000 10.50000 0.05583 0.03505 = 0.05968 0.00000 -0.00000 0.00638 AFIX 43 H3 2 0.038423 0.512505 0.750000 10.50000 -1.50000 AFIX 0 C4 1 0.231351 0.520871 0.750000 10.50000 0.06521 0.03718 = 0.06505 0.00000 -0.00000 -0.00218 C5 1 0.472285 0.486365 0.750000 10.50000 0.06545 0.05096 = 0.07011 0.00000 -0.00000 -0.00854 AFIX 43 H5 2 0.489690 0.553247 0.750000 10.50000 -1.20000 AFIX 0 C6 1 0.575698 0.420365 0.750000 10.50000 0.05259 0.07129 = 0.07968 0.00000 -0.00000 -0.00550 AFIX 43 H6 2 0.662466 0.442763 0.750000 10.50000 -1.20000 AFIX 0 C7 1 0.549790 0.320446 0.750000 10.50000 0.05465 0.06689 = 0.07613 0.00000 -0.00000 0.00929 AFIX 43 H7 2 0.619653 0.276208 0.750000 10.50000 -1.20000 AFIX 0 C8 1 0.422045 0.286204 0.750000 10.50000 0.06329 0.04248 = 0.06943 0.00000 -0.00000 0.00708 AFIX 43 H8 2 0.405220 0.219240 0.750000 10.50000 -1.20000 AFIX 0 C9 1 0.318701 0.352762 0.750000 10.50000 0.05551 0.03785 = 0.04743 0.00000 -0.00000 -0.00001 C10 1 0.342264 0.453391 0.750000 10.50000 0.05658 0.03900 = 0.05180 0.00000 -0.00000 -0.00383 C11 1 -0.049226 0.339603 0.750000 10.50000 0.05615 0.04802 = 0.07869 0.00000 -0.00000 0.00002 H11a 2 -0.058086 0.273546 0.750000 10.50000 -1.50000 H11b 2 -0.090010 0.359813 0.868861 11.00000 -1.50000 HKLF 4 END Q1 1 0.333333 0.4 0.75 10.5 0.05 0.29 Q2 1 0.027778 0.111111 0.75 10.5 0.05 0.18 Q3 1 -0.166667 0.288889 1.041667 11 0.05 0.18 Q4 1 0.194444 0.088889 0.541667 11 0.05 0.17 Q5 1 0.25 0.044444 0.75 10.5 0.05 0.17 REM The information below was added by Olex2. REM REM R1 = 0.0432 for 824 Fo > 4sig(Fo) and 0.0503 for all 977 data REM 84 parameters refined using 0 restraints REM Highest difference peak 0.2920, deepest hole -0.3488 REM Mean Shift 0.0001, Max Shift -0.0005. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0503 REM R1_gt = 0.0432 REM wR_ref = 0.1326 REM GOOF = 1.0084 REM Shift_max = -0.0005 REM Shift_mean = 0.0001 REM Reflections_all = 977 REM Reflections_gt = 824 REM Parameters = 84 REM Hole = -0.3488 REM Peak = 0.2920 REM Flack = n/a ; _cod_data_source_file wm5743.cif _cod_data_source_block I _cod_database_code 2023358 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 x,-y+1/2,-z 3 -x,y+1/2,-z+1/2 4 -x,-y,z+1/2 5 -x,-y,-z 6 -x,y-1/2,z 7 x,-y-1/2,z-1/2 8 x,y,-z-1/2 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_occupancy Cl Cl1 0.15171(8) 0.09775(5) 0.75 0.0549(3) Uani 1.000000 O O1 0.2374(3) 0.60927(16) 0.75 0.0819(9) Uani 1.000000 N N1 0.1883(2) 0.31959(17) 0.75 0.0472(6) Uani 1.000000 H H1 0.1741(2) 0.25748(17) 0.75 0.0708(9) Uiso 1.000000 C C2 0.0870(3) 0.3786(2) 0.75 0.0463(7) Uani 1.000000 N N3 0.1070(3) 0.47530(17) 0.75 0.0502(6) Uani 1.000000 H H3 0.0384(3) 0.51250(17) 0.75 0.0753(10) Uiso 1.000000 C C4 0.2314(3) 0.5209(2) 0.75 0.0558(8) Uani 1.000000 C C5 0.4723(3) 0.4864(3) 0.75 0.0622(9) Uani 1.000000 H H5 0.4897(3) 0.5532(3) 0.75 0.0746(10) Uiso 1.000000 C C6 0.5757(4) 0.4204(3) 0.75 0.0679(9) Uani 1.000000 H H6 0.6625(4) 0.4428(3) 0.75 0.0814(11) Uiso 1.000000 C C7 0.5498(4) 0.3204(3) 0.75 0.0659(9) Uani 1.000000 H H7 0.6197(4) 0.2762(3) 0.75 0.0791(11) Uiso 1.000000 C C8 0.4220(3) 0.2862(2) 0.75 0.0584(8) Uani 1.000000 H H8 0.4052(3) 0.2192(2) 0.75 0.0701(10) Uiso 1.000000 C C9 0.3187(3) 0.3528(2) 0.75 0.0469(7) Uani 1.000000 C C10 0.3423(3) 0.4534(2) 0.75 0.0491(7) Uani 1.000000 C C11 -0.0492(4) 0.3396(3) 0.75 0.0610(9) Uani 1.000000 H H11a -0.058(4) 0.274(4) 0.75 0.0914(13) Uiso 1.000000 H H11b -0.090(3) 0.360(2) 0.869(5) 0.0914(13) Uiso 1.000000 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 Cl1 0.0623(5) 0.0370(4) 0.0655(5) -0.0071(3) -0.000000 0.000000 O1 0.0805(18) 0.0339(12) 0.131(3) -0.0025(11) -0.000000 0.000000 N1 0.0543(14) 0.0323(11) 0.0551(14) -0.0005(10) -0.000000 0.000000 C2 0.0531(16) 0.0375(13) 0.0483(15) 0.0031(12) -0.000000 0.000000 N3 0.0558(15) 0.0351(12) 0.0597(14) 0.0064(11) -0.000000 0.000000 C4 0.0652(19) 0.0372(15) 0.0651(18) -0.0022(13) -0.000000 0.000000 C5 0.065(2) 0.0510(18) 0.070(2) -0.0085(16) -0.000000 0.000000 C6 0.0526(19) 0.071(2) 0.080(2) -0.0055(17) -0.000000 0.000000 C7 0.0546(19) 0.067(2) 0.076(2) 0.0093(17) -0.000000 0.000000 C8 0.0633(19) 0.0425(16) 0.069(2) 0.0071(14) -0.000000 0.000000 C9 0.0555(17) 0.0378(14) 0.0474(15) 0.0000(13) -0.000000 0.000000 C10 0.0566(17) 0.0390(14) 0.0518(16) -0.0038(13) -0.000000 0.000000 C11 0.0562(19) 0.0480(17) 0.079(2) 0.0000(15) -0.000000 0.000000 loop_ _atom_type_symbol _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_dispersion_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870 51.65120 0.21560 'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850' 0.01788 0.00908 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' Cl 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940 47.77840 -9.55740 'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850' 0.36457 0.70364 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' H 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236 57.79970 0.00304 'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850' 0.00000 0.00000 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' N 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750 0.58260 -11.52900 'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850' 0.03110 0.01806 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' O 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390 32.90890 0.25080 'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850' 0.04960 0.03234 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' loop_ _diffrn_refln_index_h _diffrn_refln_index_k _diffrn_refln_index_l 0 -1 0 0 -1 0 0 1 0 0 1 0 0 -1 0 0 2 0 0 -2 0 0 2 0 0 -2 0 0 -3 0 0 -3 0 0 3 0 0 -3 0 0 -4 0 0 -4 0 0 -4 0 0 -5 0 0 5 0 0 -6 0 0 6 0 0 -7 0 0 7 0 0 -8 0 0 8 0 0 9 0 0 -9 0 0 -9 0 0 10 0 0 -10 0 0 10 0 0 -11 0 0 11 0 0 11 0 0 -12 0 0 12 0 0 13 0 0 -13 0 0 14 0 0 -14 0 0 -15 0 0 15 0 0 16 0 0 -16 0 0 -16 0 1 0 0 1 0 0 -1 0 0 -1 0 0 -1 -1 0 1 -1 0 1 -1 0 -1 1 0 1 1 0 -1 2 0 1 -2 0 1 2 0 -1 -2 0 -1 2 0 -1 -2 0 -1 -3 0 1 3 0 1 -3 0 -1 3 0 -1 3 0 1 -3 0 -1 -3 0 -1 -4 0 -1 -4 0 1 -4 0 -1 4 0 -1 4 0 1 4 0 1 -4 0 1 -4 0 -1 -5 0 1 5 0 -1 5 0 -1 5 0 1 -5 0 1 -5 0 -1 -5 0 -1 6 0 1 -6 0 1 6 0 -1 -6 0 -1 -6 0 -1 -7 0 -1 -7 0 1 -7 0 1 7 0 1 -8 0 -1 -8 0 -1 8 0 1 8 0 -1 -9 0 1 -9 0 -1 9 0 -1 -9 0 1 9 0 1 9 0 -1 -9 0 -1 10 0 -1 -10 0 1 -10 0 -1 10 0 1 10 0 -1 11 0 1 -11 0 -1 -11 0 -1 11 0 1 11 0 -1 -11 0 1 11 0 -1 11 0 1 11 0 -1 12 0 -1 -12 0 -1 -12 0 1 -12 0 1 12 0 -1 -13 0 -1 -13 0 1 -13 0 1 13 0 -1 13 0 -1 -14 0 1 14 0 1 -14 0 -1 14 0 1 15 0 -1 -15 0 -1 15 0 1 -15 0 1 -16 0 1 -16 0 -1 -16 0 1 -16 0 -1 16 0 -2 0 0 -2 0 0 2 0 0 2 0 0 -2 -1 0 2 1 0 -2 1 0 2 2 0 2 2 0 2 -2 0 -2 -2 0 -2 2 0 -2 -2 0 2 3 0 -2 3 0 2 -3 0 2 -3 0 2 -4 0 2 4 0 -2 4 0 -2 -4 0 -2 4 0 2 -4 0 -2 -4 0 -2 -5 0 2 5 0 -2 5 0 2 -5 0 -2 5 0 2 -6 0 -2 6 0 -2 -6 0 -2 6 0 -2 7 0 2 7 0 2 -7 0 -2 7 0 -2 -7 0 -2 -8 0 2 8 0 -2 8 0 -2 -8 0 -2 -9 0 2 9 0 -2 9 0 -2 -9 0 2 -9 0 -2 -9 0 -2 -9 0 -2 -10 0 -2 -10 0 -2 -10 0 2 -10 0 2 10 0 -2 10 0 -2 -10 0 -2 10 0 2 -11 0 2 11 0 -2 -11 0 -2 -11 0 -2 11 0 2 11 0 -2 -11 0 -2 11 0 -2 -12 0 2 -12 0 -2 -12 0 -2 12 0 -2 -13 0 2 -13 0 -2 13 0 -2 -13 0 -2 14 0 -2 -14 0 -2 -14 0 2 -14 0 2 -14 0 -2 15 0 -2 -15 0 -2 -15 0 2 -15 0 2 -15 0 2 -16 0 2 -16 0 -2 -16 0 -2 16 0 -2 -16 0 -3 0 0 -3 0 0 3 0 0 3 0 0 -3 -1 0 -3 1 0 3 1 0 3 -1 0 -3 -2 0 -3 -2 0 3 2 0 -3 2 0 3 -2 0 -3 -3 0 3 3 0 -3 -3 0 3 -3 0 3 3 0 -3 4 0 -3 4 0 3 4 0 -3 -4 0 3 4 0 3 5 0 -3 -5 0 -3 5 0 -3 5 0 3 -5 0 3 -6 0 -3 6 0 3 6 0 -3 6 0 3 7 0 -3 7 0 -3 7 0 -3 -8 0 3 8 0 -3 -8 0 -3 8 0 -3 8 0 -3 9 0 3 9 0 3 -9 0 -3 -9 0 -3 -9 0 -3 -9 0 3 10 0 -3 10 0 3 10 0 -3 -10 0 3 -10 0 -3 -10 0 -3 10 0 -3 -10 0 3 11 0 -3 11 0 3 -11 0 -3 -11 0 -3 -11 0 -3 12 0 -3 -12 0 3 -12 0 3 -12 0 -3 13 0 3 -13 0 3 -13 0 -3 -13 0 3 -14 0 -3 -14 0 -3 14 0 3 -14 0 3 -15 0 -3 15 0 3 -15 0 -3 -15 0 3 -16 0 -3 -16 0 3 -16 0 -3 16 0 4 0 0 -4 0 0 4 0 0 -4 0 0 4 -1 0 -4 -1 0 -4 -1 0 -4 1 0 4 1 0 -4 -2 0 4 -2 0 4 -2 0 -4 -2 0 -4 2 0 -4 -3 0 4 -3 0 -4 -3 0 4 3 0 -4 4 0 -4 -4 0 -4 5 0 -4 5 0 -4 -5 0 -4 6 0 -4 -6 0 -4 6 0 -4 -7 0 -4 7 0 -4 7 0 4 -8 0 -4 8 0 -4 -8 0 -4 8 0 -4 -8 0 4 8 0 4 9 0 4 -9 0 -4 9 0 -4 -9 0 -4 -9 0 4 -9 0 -4 -10 0 4 -10 0 -4 -10 0 4 -10 0 4 10 0 -4 -10 0 4 -11 0 4 11 0 -4 -11 0 -4 -11 0 4 -11 0 4 -12 0 -4 -12 0 -4 -12 0 4 12 0 4 -12 0 4 -13 0 4 -13 0 -4 -13 0 -4 -14 0 4 -14 0 4 -14 0 4 -15 0 4 -15 0 -4 -15 0 -5 0 0 5 -1 0 -5 -1 0 -5 -1 0 -5 1 0 -5 2 0 5 -2 0 5 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-1 8 -7 2 0 -7 -2 0 -7 2 0 -7 2 0 -7 -2 0 -7 -2 0 -7 2 -1 -7 2 1 -7 -2 -1 -7 -2 1 -7 2 -1 -7 2 1 -7 2 -1 -7 2 -1 -7 -2 -1 -7 2 1 -7 -2 1 -7 -2 -1 -7 -2 1 -7 2 -2 -7 -2 -2 -7 -2 2 -7 2 -2 -7 2 2 -7 2 -2 -7 2 -2 -7 -2 -2 -7 2 2 -7 -2 -2 -7 -2 2 -7 2 3 -7 -2 3 -7 2 -3 -7 2 -3 -7 -2 -3 -7 -2 -3 -7 -2 3 -7 2 4 -7 -2 4 -7 2 -4 -7 -2 -4 -7 2 5 -7 -2 5 -7 2 -5 -7 -2 -5 -7 2 -5 -7 -2 -5 -7 2 6 -7 -2 6 -7 2 -6 -7 -2 -6 -7 -2 -6 -7 2 6 -7 2 -6 -7 2 7 -7 -2 7 -7 2 -7 -7 -2 -7 -7 -2 -7 -7 2 7 -7 2 -7 -7 -2 8 -7 2 8 -7 2 -8 -7 2 8 -7 3 0 -7 -3 0 -7 -3 1 -7 3 -1 -7 3 1 -7 3 -1 -7 -3 -1 -7 -3 -1 -7 -3 1 -7 -3 2 -7 3 2 -7 3 -2 -7 3 -2 -7 -3 -2 -7 -3 -2 -7 -3 2 -7 -3 3 -7 3 -3 -7 3 3 -7 3 -3 -7 -3 -3 -7 -3 -3 -7 -3 3 -7 3 3 -7 -3 4 -7 -3 -4 -7 -3 4 -7 3 4 -7 -3 5 -7 3 -5 -7 -3 -5 -7 -3 5 -7 3 5 -7 -3 6 -7 3 -6 -7 -3 -6 -7 -3 -6 -7 3 6 -7 3 6 -7 -3 7 -7 3 -7 -7 -3 -7 -7 3 7 -7 3 7 -7 4 0 -7 -4 0 -7 -4 0 -7 4 -1 -7 4 1 -7 -4 1 -7 -4 -1 -7 -4 -1 -7 -4 1 -7 4 -2 -7 4 2 -7 4 -2 -7 -4 -2 -7 -4 -2 -7 -4 2 -7 4 -3 -7 4 3 -7 4 -3 -7 -4 -3 -7 -4 -3 -7 -4 3 -7 -4 4 -7 4 -4 -7 -4 -4 -7 -4 4 -7 4 4 -7 -4 5 -7 -4 -5 -7 4 -5 -7 -4 5 -7 4 5 -7 -4 6 -7 -4 -6 -7 4 -6 -7 4 6 -7 5 0 -7 -5 0 -7 -5 0 -7 5 -1 -7 5 1 -7 -5 -1 -7 -5 -1 -7 -5 1 -7 5 -2 -7 5 2 -7 -5 -2 -7 -5 -2 -7 -5 2 -7 5 3 -7 5 -3 -7 -5 -3 -7 -5 3 -7 -5 3 -7 5 -4 -7 -5 -4 -7 -5 4 -7 5 -4 -7 5 4 -7 5 -5 -7 5 5 -7 6 0 -7 -6 0 -7 6 -1 -7 6 1 -7 -6 -1 -7 -6 1 -7 6 -2 -7 6 2 -7 -6 -2 -7 -6 2 -7 0 0 -8 0 1 -8 0 -1 -8 0 2 -8 0 -2 -8 0 -3 -8 -1 0 -8 -1 0 -8 1 1 -8 -1 1 -8 1 -1 -8 -1 -1 -8 -1 1 -8 -1 2 -8 1 -2 -8 -1 -2 -8 -2 0 -8 -2 -1 -8 -2 1 -8 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 N1 H1 . . 118.56(17) ? C9 N1 H1 . . 118.56(15) ? C9 N1 C2 . . 122.9(2) ? N3 C2 N1 . . 119.5(3) ? C11 C2 N1 . . 120.7(3) ? C11 C2 N3 . . 119.9(3) ? H3 N3 C2 . . 117.49(17) ? C4 N3 C2 . . 125.0(3) ? C4 N3 H3 . . 117.49(16) ? N3 C4 O1 . . 119.2(3) ? C10 C4 O1 . . 126.5(3) ? C10 C4 N3 . . 114.3(2) ? C6 C5 H5 . . 119.8(2) ? C10 C5 H5 . . 119.8(2) ? C10 C5 C6 . . 120.4(3) ? H6 C6 C5 . . 120.1(2) ? C7 C6 C5 . . 119.8(3) ? C7 C6 H6 . . 120.1(2) ? H7 C7 C6 . . 119.6(2) ? C8 C7 C6 . . 120.8(3) ? C8 C7 H7 . . 119.6(2) ? H8 C8 C7 . . 120.4(2) ? C9 C8 C7 . . 119.1(3) ? C9 C8 H8 . . 120.43(19) ? C8 C9 N1 . . 120.1(3) ? C10 C9 N1 . . 118.8(3) ? C10 C9 C8 . . 121.1(3) ? C5 C10 C4 . . 121.7(3) ? C9 C10 C4 . . 119.5(3) ? C9 C10 C5 . . 118.7(3) ? H11a C11 C2 . . 117(3) ? H11b C11 C2 . . 107.9(19) ? H11b C11 C2 8_557 . 107.9(19) ? H11b C11 H11a 8_557 . 105(2) ? H11b C11 H11a . . 105(2) ? H11b C11 H11b . 8_557 116(4) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C4 . 1.208(3) ? N1 H1 . 0.8600 ? N1 C2 . 1.304(4) ? N1 C9 . 1.396(4) ? C2 N3 . 1.335(4) ? C2 C11 . 1.478(5) ? N3 H3 . 0.8600 ? N3 C4 . 1.404(4) ? C4 C10 . 1.452(5) ? C5 H5 . 0.9300 ? C5 C6 . 1.381(5) ? C5 C10 . 1.391(5) ? C6 H6 . 0.9300 ? C6 C7 . 1.389(5) ? C7 H7 . 0.9300 ? C7 C8 . 1.375(5) ? C8 H8 . 0.9300 ? C8 C9 . 1.386(4) ? C9 C10 . 1.394(4) ? C11 H11a . 0.91(5) ? C11 H11b 8_557 0.93(3) ? C11 H11b . 0.93(3) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N1 H1 Cl1 ? ? 1_555 0.86 2.19 3.052(2) 176 yes N3 H3 Cl1 . . 4_555 0.86 2.25 3.108(3) 175 yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1 C4 N3 C2 . . . . 180.0 ? O1 C4 C10 C5 . . . . 0.0 ? O1 C4 C10 C9 . . . . 180.0 ? N1 C2 N3 C4 . . . . 0.0 ? N1 C9 C8 C7 . . . . 180.0 ? N1 C9 C10 C4 . . . . 0.0 ? N1 C9 C10 C5 . . . . 180.0 ? C2 N3 C4 C10 . . . . 0.0 ? N3 C4 C10 C5 . . . . 180.0 ? N3 C4 C10 C9 . . . . 0.0 ? C4 C10 C5 C6 . . . . 180.0 ? C4 C10 C9 C8 . . . . 180.0 ? C5 C6 C7 C8 . . . . 0.0 ? C5 C10 C9 C8 . . . . 0.0 ? C6 C7 C8 C9 . . . . 0.0 ? C7 C8 C9 C10 . . . . 0.0 ?