data_4300001 _journal_name_full 'Inorganic Chemistry' _journal_year 2000 _chemical_formula_sum 'C21 H30 Cl N5 O' _chemical_formula_weight 403.95 _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.44050(10) _cell_length_b 13.36170(10) _cell_length_c 16.7100(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2107.82(4) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _exptl_crystal_density_diffrn 1.273 _diffrn_ambient_temperature 180(2) _refine_ls_R_factor_obs 0.0374 _refine_ls_wR_factor_obs 0.0778 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cl1 Cl 0.35823(5) 1.10675(4) 0.02995(3) 0.04035(13) Uani 1 d . . O2 O 0.60242(19) 0.94637(12) -0.01715(10) 0.0411(4) Uani 1 d . . N1 N 0.85906(15) 1.11687(11) 0.06430(8) 0.0229(3) Uani 1 d . . C2 C 0.87533(18) 1.10623(13) -0.02533(10) 0.0262(3) Uani 1 d . . H2A H 0.8677 1.1737 -0.0494 0.031 Uiso 1 calc R . H2B H 0.7946 1.0662 -0.0455 0.031 Uiso 1 calc R . C3 C 1.0113(2) 1.05835(14) -0.05536(11) 0.0287(4) Uani 1 d . . H3A H 1.0896 1.0777 -0.0192 0.034 Uiso 1 calc R . H3B H 1.0331 1.0857 -0.1090 0.034 Uiso 1 calc R . C4 C 1.0067(2) 0.94465(14) -0.06092(10) 0.0307(4) Uani 1 d . . H4A H 0.9302 0.9245 -0.0981 0.037 Uiso 1 calc R . H4B H 1.0976 0.9200 -0.0829 0.037 Uiso 1 calc R . N5 N 0.98220(15) 0.89903(11) 0.01715(8) 0.0253(3) Uani 1 d . . C6 C 0.9173(2) 0.79960(14) 0.01108(11) 0.0328(4) Uani 1 d . . H6A H 0.9913 0.7491 -0.0004 0.039 Uiso 1 calc R . H6B H 0.8484 0.7989 -0.0336 0.039 Uiso 1 calc R . C7 C 0.84313(19) 0.77340(12) 0.08802(11) 0.0279(4) Uani 1 d . . C8 C 0.8822(2) 0.69339(13) 0.13616(12) 0.0321(4) Uani 1 d . . H8A H 0.9527 0.6474 0.1190 0.039 Uiso 1 calc R . C9 C 0.8168(2) 0.68182(13) 0.20963(12) 0.0335(4) Uani 1 d . . H9A H 0.8383 0.6260 0.2427 0.040 Uiso 1 calc R . C10 C 0.7195(2) 0.75282(14) 0.23413(11) 0.0325(4) Uani 1 d . . H10A H 0.6770 0.7487 0.2856 0.039 Uiso 1 calc R . C11 C 0.6852(2) 0.82984(13) 0.18249(11) 0.0287(4) Uani 1 d . . C12 C 0.5926(2) 0.91733(14) 0.20511(12) 0.0341(4) Uani 1 d . . H12A H 0.5139 0.9237 0.1663 0.041 Uiso 1 calc R . H12B H 0.5514 0.9060 0.2588 0.041 Uiso 1 calc R . N13 N 0.67646(15) 1.00945(11) 0.20551(9) 0.0263(3) Uani 1 d . . C14 C 0.58931(19) 1.09940(14) 0.20075(11) 0.0293(4) Uani 1 d . . H14A H 0.5576 1.1185 0.2551 0.035 Uiso 1 calc R . H14B H 0.5042 1.0855 0.1680 0.035 Uiso 1 calc R . C15 C 0.6716(2) 1.18534(13) 0.16380(12) 0.0318(4) Uani 1 d . . H15A H 0.7568 1.1979 0.1968 0.038 Uiso 1 calc R . H15B H 0.6121 1.2463 0.1660 0.038 Uiso 1 calc R . C16 C 0.71806(19) 1.16881(14) 0.07760(11) 0.0280(4) Uani 1 d . . H16A H 0.6438 1.1291 0.0504 0.034 Uiso 1 calc R . H16B H 0.7220 1.2349 0.0508 0.034 Uiso 1 calc R . C17 C 0.9780(2) 1.17572(14) 0.09881(12) 0.0313(4) Uani 1 d . . H17A H 1.0677 1.1414 0.0880 0.047 Uiso 1 calc R . H17B H 0.9647 1.1822 0.1567 0.047 Uiso 1 calc R . H17C H 0.9799 1.2424 0.0744 0.047 Uiso 1 calc R . C18 C 1.10930(18) 0.90015(15) 0.06722(10) 0.0290(4) Uani 1 d . . H18A H 1.1730 0.9541 0.0483 0.035 Uiso 1 calc R . H18B H 1.1599 0.8358 0.0606 0.035 Uiso 1 calc R . C19 C 1.07897(19) 0.91614(12) 0.15525(10) 0.0231(3) Uani 1 d . . C20 C 1.17617(19) 0.88673(14) 0.21325(11) 0.0291(4) Uani 1 d . . H20A H 1.2637 0.8569 0.1984 0.035 Uiso 1 calc R . C21 C 1.1431(2) 0.90168(13) 0.29289(11) 0.0300(4) Uani 1 d . . H21A H 1.2097 0.8853 0.3335 0.036 Uiso 1 calc R . C22 C 1.0128(2) 0.94051(13) 0.31287(11) 0.0271(4) Uani 1 d . . H22A H 0.9855 0.9474 0.3673 0.033 Uiso 1 calc R . C23 C 0.9223(2) 0.96934(13) 0.25164(10) 0.0254(4) Uani 1 d . . C24 C 0.7791(2) 1.01340(16) 0.27061(11) 0.0340(5) Uani 1 d . . H24A H 0.7392 0.9775 0.3173 0.041 Uiso 1 calc R . H24B H 0.7922 1.0842 0.2864 0.041 Uiso 1 calc R . N25 N 0.95736(16) 0.96113(11) 0.17452(8) 0.0249(3) Uani 1 d . . N26 N 0.74008(17) 0.83699(11) 0.10912(9) 0.0276(3) Uani 1 d . . H1 H 0.860(2) 1.0579(15) 0.0858(12) 0.028(5) Uiso 1 d . . H21 H 0.641(3) 0.9234(18) 0.0219(16) 0.049(7) Uiso 1 d . . H22 H 0.531(3) 0.979(2) 0.0020(15) 0.052(8) Uiso 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 Cl1 0.0257(2) 0.0423(3) 0.0530(3) 0.0137(2) -0.0085(2) -0.0031(2) O2 0.0456(9) 0.0398(8) 0.0380(8) 0.0016(7) -0.0116(7) 0.0010(7) N1 0.0232(7) 0.0213(7) 0.0243(7) 0.0035(6) -0.0036(6) 0.0004(6) C2 0.0275(8) 0.0291(8) 0.0220(8) 0.0047(8) -0.0054(7) -0.0002(8) C3 0.0273(9) 0.0362(10) 0.0227(9) 0.0069(7) 0.0003(7) -0.0010(8) C4 0.0344(10) 0.0374(10) 0.0202(8) 0.0000(7) 0.0036(7) 0.0056(9) N5 0.0270(7) 0.0269(7) 0.0219(7) 0.0013(6) 0.0005(6) 0.0015(6) C6 0.0384(11) 0.0264(9) 0.0335(10) -0.0053(7) 0.0040(9) 0.0020(8) C7 0.0295(9) 0.0226(8) 0.0316(9) -0.0044(7) -0.0021(8) -0.0018(7) C8 0.0349(11) 0.0218(9) 0.0395(11) -0.0044(8) -0.0026(8) 0.0023(8) C9 0.0404(11) 0.0236(9) 0.0367(10) 0.0051(8) -0.0082(9) -0.0035(8) C10 0.0363(11) 0.0300(10) 0.0313(9) 0.0044(8) 0.0018(8) -0.0078(9) C11 0.0256(9) 0.0278(9) 0.0328(10) 0.0006(7) 0.0021(7) -0.0024(7) C12 0.0300(10) 0.0342(10) 0.0382(10) 0.0063(8) 0.0097(8) 0.0030(8) N13 0.0229(8) 0.0289(7) 0.0272(7) 0.0010(6) 0.0016(6) 0.0057(6) C14 0.0258(9) 0.0322(9) 0.0299(9) 0.0006(8) 0.0033(7) 0.0076(8) C15 0.0299(10) 0.0281(9) 0.0374(10) -0.0045(8) 0.0011(8) 0.0064(8) C16 0.0241(9) 0.0261(9) 0.0340(10) 0.0025(8) -0.0018(8) 0.0023(7) C17 0.0258(9) 0.0333(10) 0.0347(10) -0.0035(8) -0.0064(8) -0.0038(8) C18 0.0242(9) 0.0352(10) 0.0275(9) 0.0027(8) 0.0024(7) 0.0064(8) C19 0.0228(9) 0.0207(8) 0.0258(8) 0.0044(7) 0.0008(7) 0.0001(6) C20 0.0229(9) 0.0295(9) 0.0348(10) 0.0024(8) -0.0033(7) 0.0038(8) C21 0.0320(9) 0.0280(8) 0.0301(9) 0.0017(8) -0.0121(8) 0.0026(8) C22 0.0352(10) 0.0240(8) 0.0220(8) 0.0000(7) -0.0039(7) 0.0007(8) C23 0.0291(9) 0.0236(9) 0.0236(8) 0.0009(7) -0.0008(7) 0.0026(7) C24 0.0329(10) 0.0458(12) 0.0233(9) -0.0017(8) 0.0009(8) 0.0135(9) N25 0.0257(8) 0.0256(7) 0.0234(7) 0.0020(6) -0.0013(6) 0.0034(6) N26 0.0274(8) 0.0245(8) 0.0309(8) 0.0023(6) 0.0007(6) -0.0008(6) 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 Cl1 O2 3.2444(19) . ? O2 H21 0.81(3) . ? O2 H22 0.86(3) . ? O2 N26 2.877(2) . ? N1 H1 0.87(2) . ? N1 C17 1.487(2) . ? N1 C2 1.512(2) . ? N1 C16 1.518(2) . ? C2 C3 1.519(2) . ? C3 C4 1.523(3) . ? C4 N5 1.458(2) . ? N5 C18 1.463(2) . ? N5 C6 1.467(2) . ? C6 C7 1.505(3) . ? C7 N26 1.339(2) . ? C7 C8 1.388(2) . ? C8 C9 1.383(3) . ? C9 C10 1.382(3) . ? C10 C11 1.382(3) . ? C11 N26 1.334(2) . ? C11 C12 1.507(3) . ? C12 N13 1.463(2) . ? N13 C24 1.458(2) . ? N13 C14 1.459(2) . ? C14 C15 1.517(3) . ? C15 C16 1.522(3) . ? C18 C19 1.514(2) . ? C19 N25 1.335(2) . ? C19 C20 1.391(2) . ? C20 C21 1.381(3) . ? C21 C22 1.376(3) . ? C22 C23 1.388(2) . ? C23 N25 1.335(2) . ? C23 C24 1.508(3) . ?