data_CMKE30F2 _publ_contact_author_name 'K\"ockerling, Martin' # contact author for X-ray structure _publ_contact_author_address ; Universit\"at Rostock Institut f\"ur Chemie Anorganische Festk\"orperchemie Albert-Einstein-Str. 3a D-18059 Rostock Germany ; _publ_contact_author_email 'Martin.Koeckerling@uni-rostock.de' _publ_contact_author_phone '++49 381 6390' _publ_contact_author_fax '++49 381 6382' loop_ _publ_author_name _publ_author_address 'Mamat, Constantin' ; Helholtz-Zentrum Dresden-Rossendorf Institut f\"ur Radiopharmazie P.O. Box 50 01 19 D-01314 Dresden Germany ; 'K\"ockerling, Martin' ; Universit\"at Rostock Institut f\"ur Chemie Anorganische Festk\"orperchemie Albert-Einstein-Str. 3a D-18059 Rostock Germany ; _audit_creation_method 'ct.exe (M. K\"ockerling, 1996)' _chemical_name_systematic ; 2-(4-methoxybenzyl)-4-nitro-2H-indazole ; _chemical_melting_point 408 _chemical_formula_moiety 'C15 H13 N3 O3' _chemical_formula_sum 'C15 H13 N3 O3' _chemical_formula_weight 283.28 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.8994(1) _cell_length_b 9.8052(2) _cell_length_c 11.1525(2) _cell_angle_alpha 71.729(1) _cell_angle_beta 79.436(1) _cell_angle_gamma 74.349(1) _cell_volume 685.83(2) _cell_formula_units_Z 2 _cell_measurement_temperature 143(2) _cell_measurement_reflns_used 9944 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 43.59 _exptl_crystal_description 'trapez' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.28 _exptl_crystal_density_diffrn 1.372 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 296 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9655 _exptl_absorpt_correction_T_max 0.9730 _exptl_absorpt_process_details 'Bruker-Nonius SADABS' _diffrn_ambient_temperature 143(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_number 30930 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 43.97 _reflns_number_total 10467 _reflns_number_gt 8087 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0748P)^2^+0.0541P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 10467 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0428 _refine_ls_wR_factor_ref 0.1352 _refine_ls_wR_factor_gt 0.1238 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 43.97 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.660 _refine_diff_density_min -0.510 _refine_diff_density_rms 0.057 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.40550(7) 0.19957(5) 0.34654(5) 0.01590(7) Uani 1 1 d . . . C2 C 0.55034(7) 0.16645(5) 0.43428(4) 0.01426(7) Uani 1 1 d . . . C3 C 0.48410(7) 0.21216(6) 0.54619(5) 0.01684(7) Uani 1 1 d . . . C4 C 0.28749(8) 0.28701(6) 0.56875(5) 0.02109(9) Uani 1 1 d . . . H4A H 0.2454 0.3178 0.6440 0.025 Uiso 1 1 calc R . . C5 C 0.14783(8) 0.31818(7) 0.47969(6) 0.02259(9) Uani 1 1 d . . . H5A H 0.0125 0.3696 0.4966 0.027 Uiso 1 1 calc R . . C6 C 0.20330(8) 0.27589(7) 0.36939(6) 0.02080(9) Uani 1 1 d . . . H6A H 0.1085 0.2974 0.3104 0.025 Uiso 1 1 calc R . . N1 N 0.48863(7) 0.14810(5) 0.24492(4) 0.01810(7) Uani 1 1 d . . . N2 N 0.68119(6) 0.08373(5) 0.26909(4) 0.01574(7) Uani 1 1 d . . . C7 C 0.72812(7) 0.09100(5) 0.37890(4) 0.01542(7) Uani 1 1 d . . . H7A H 0.8556 0.0527 0.4117 0.019 Uiso 1 1 calc R . . N4 N 0.62418(8) 0.17895(6) 0.63970(5) 0.02224(9) Uani 1 1 d . . . O1 O 0.80178(7) 0.11956(7) 0.61320(5) 0.02959(10) Uani 1 1 d . . . O2 O 0.55977(10) 0.20918(9) 0.74077(6) 0.04164(15) Uani 1 1 d . . . C8 C 0.82338(8) 0.02067(6) 0.17426(5) 0.01832(8) Uani 1 1 d . . . H8A H 0.7513 -0.0243 0.1332 0.022 Uiso 1 1 calc R . . H8B H 0.9329 -0.0579 0.2171 0.022 Uiso 1 1 calc R . . C9 C 0.91413(7) 0.13750(5) 0.07446(4) 0.01582(7) Uani 1 1 d . . . C10 C 1.09006(8) 0.16852(6) 0.09296(5) 0.01820(8) Uani 1 1 d . . . H10A H 1.1552 0.1123 0.1669 0.022 Uiso 1 1 calc R . . C11 C 1.17253(8) 0.28046(6) 0.00517(5) 0.01891(8) Uani 1 1 d . . . H11A H 1.2920 0.3009 0.0194 0.023 Uiso 1 1 calc R . . C12 C 1.07741(7) 0.36200(6) -0.10376(5) 0.01709(8) Uani 1 1 d . . . C13 C 0.90259(8) 0.33006(6) -0.12457(5) 0.01968(8) Uani 1 1 d . . . H13A H 0.8392 0.3845 -0.1995 0.024 Uiso 1 1 calc R . . C14 C 0.82176(8) 0.21891(6) -0.03582(5) 0.01846(8) Uani 1 1 d . . . H14A H 0.7027 0.1980 -0.0502 0.022 Uiso 1 1 calc R . . O3 O 1.14561(7) 0.47282(5) -0.19669(4) 0.02307(8) Uani 1 1 d . . . C15 C 1.31429(10) 0.51629(7) -0.17410(7) 0.02716(11) Uani 1 1 d . . . H15A H 1.3486 0.5960 -0.2471 0.041 Uiso 1 1 calc R . . H15B H 1.4307 0.4318 -0.1620 0.041 Uiso 1 1 calc R . . H15C H 1.2792 0.5508 -0.0977 0.041 Uiso 1 1 calc R . . 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 0.01394(16) 0.01743(17) 0.01612(16) -0.00392(13) -0.00341(12) -0.00293(13) C2 0.01355(15) 0.01530(16) 0.01355(15) -0.00317(12) -0.00202(11) -0.00331(12) C3 0.01729(17) 0.01845(18) 0.01518(16) -0.00543(14) -0.00203(13) -0.00367(14) C4 0.0194(2) 0.0225(2) 0.0214(2) -0.00956(17) 0.00018(15) -0.00239(16) C5 0.01573(19) 0.0231(2) 0.0277(2) -0.00984(19) -0.00150(16) 0.00020(16) C6 0.01506(18) 0.0226(2) 0.0244(2) -0.00710(17) -0.00536(15) -0.00090(15) N1 0.01600(15) 0.02226(18) 0.01677(15) -0.00607(13) -0.00411(12) -0.00326(13) N2 0.01492(14) 0.01789(16) 0.01455(14) -0.00492(12) -0.00163(11) -0.00348(12) C7 0.01364(15) 0.01774(17) 0.01448(15) -0.00403(13) -0.00227(12) -0.00292(13) N4 0.0238(2) 0.0267(2) 0.01836(17) -0.00860(16) -0.00565(14) -0.00432(16) O1 0.01936(18) 0.0456(3) 0.02423(19) -0.01148(19) -0.00678(14) -0.00298(17) O2 0.0424(3) 0.0601(4) 0.0266(2) -0.0273(3) -0.0107(2) 0.0041(3) C8 0.02016(19) 0.01837(18) 0.01728(17) -0.00731(15) 0.00123(14) -0.00520(15) C9 0.01605(16) 0.01815(18) 0.01408(15) -0.00621(13) -0.00102(12) -0.00364(13) C10 0.01852(18) 0.0213(2) 0.01503(16) -0.00324(14) -0.00454(13) -0.00526(15) C11 0.01756(18) 0.0222(2) 0.01755(18) -0.00393(15) -0.00395(14) -0.00609(15) C12 0.01654(17) 0.01811(18) 0.01516(16) -0.00417(14) -0.00092(13) -0.00264(14) C13 0.01739(18) 0.0242(2) 0.01577(17) -0.00330(15) -0.00435(14) -0.00295(15) C14 0.01609(17) 0.0239(2) 0.01641(17) -0.00603(15) -0.00337(13) -0.00467(15) O3 0.02271(17) 0.02193(18) 0.02057(17) 0.00014(13) -0.00129(13) -0.00637(14) C15 0.0260(3) 0.0226(2) 0.0318(3) -0.0047(2) 0.0006(2) -0.0098(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 C1 N1 1.3536(7) . C1 C6 1.4132(7) . C1 C2 1.4303(6) . C2 C7 1.3973(7) . C2 C3 1.4137(6) . C3 C4 1.3768(7) . C3 N4 1.4541(7) . C4 C5 1.4178(8) . C4 H4A 0.9500 . C5 C6 1.3760(8) . C5 H5A 0.9500 . C6 H6A 0.9500 . N1 N2 1.3447(6) . N2 C7 1.3499(6) . N2 C8 1.4716(6) . C7 H7A 0.9500 . N4 O2 1.2291(7) . N4 O1 1.2321(7) . C8 C9 1.5083(7) . C8 H8A 0.9900 . C8 H8B 0.9900 . C9 C10 1.3925(7) . C9 C14 1.3976(7) . C10 C11 1.3949(7) . C10 H10A 0.9500 . C11 C12 1.3950(7) . C11 H11A 0.9500 . C12 O3 1.3664(6) . C12 C13 1.3995(7) . C13 C14 1.3884(8) . C13 H13A 0.9500 . C14 H14A 0.9500 . O3 C15 1.4290(8) . C15 H15A 0.9800 . C15 H15B 0.9800 . C15 H15C 0.9800 . 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 N1 C1 C6 126.97(4) . . N1 C1 C2 111.27(4) . . C6 C1 C2 121.75(4) . . C7 C2 C3 137.97(4) . . C7 C2 C1 104.41(4) . . C3 C2 C1 117.61(4) . . C4 C3 C2 120.90(5) . . C4 C3 N4 119.23(5) . . C2 C3 N4 119.87(4) . . C3 C4 C5 120.03(5) . . C3 C4 H4A 120.0 . . C5 C4 H4A 120.0 . . C6 C5 C4 121.68(5) . . C6 C5 H5A 119.2 . . C4 C5 H5A 119.2 . . C5 C6 C1 118.02(5) . . C5 C6 H6A 121.0 . . C1 C6 H6A 121.0 . . N2 N1 C1 103.67(4) . . N1 N2 C7 114.88(4) . . N1 N2 C8 119.27(4) . . C7 N2 C8 125.74(4) . . N2 C7 C2 105.75(4) . . N2 C7 H7A 127.1 . . C2 C7 H7A 127.1 . . O2 N4 O1 123.62(5) . . O2 N4 C3 118.85(5) . . O1 N4 C3 117.52(5) . . N2 C8 C9 111.02(4) . . N2 C8 H8A 109.4 . . C9 C8 H8A 109.4 . . N2 C8 H8B 109.4 . . C9 C8 H8B 109.4 . . H8A C8 H8B 108.0 . . C10 C9 C14 118.85(4) . . C10 C9 C8 119.97(4) . . C14 C9 C8 121.16(4) . . C9 C10 C11 121.32(5) . . C9 C10 H10A 119.3 . . C11 C10 H10A 119.3 . . C10 C11 C12 119.21(4) . . C10 C11 H11A 120.4 . . C12 C11 H11A 120.4 . . O3 C12 C11 124.31(5) . . O3 C12 C13 115.68(5) . . C11 C12 C13 119.99(5) . . C14 C13 C12 120.05(5) . . C14 C13 H13A 120.0 . . C12 C13 H13A 120.0 . . C13 C14 C9 120.56(4) . . C13 C14 H14A 119.7 . . C9 C14 H14A 119.7 . . C12 O3 C15 117.21(5) . . O3 C15 H15A 109.5 . . O3 C15 H15B 109.5 . . H15A C15 H15B 109.5 . . O3 C15 H15C 109.5 . . H15A C15 H15C 109.5 . . H15B C15 H15C 109.5 . . # eof