data_2013954 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2004 _journal_volume 60 _journal_page_first o235 _journal_page_last o238 _publ_section_title ; N-{2-[(3,5-Di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)amino]phenyl}- N-(5,7-dinitroquinolin-8-yl)-1-phenylmethanesulfonamide: the nature of intramolecular shortened contacts ; loop_ _publ_author_name 'Borbulevych, Oleg Ya.' 'Kurbatov, Sergey V.' 'Borisenko, Sergey N.' 'Olekhnovich, Lev P.' _chemical_formula_moiety 'C36 H35 N5 O7 S' _chemical_formula_sum 'C36 H35 N5 O7 S' _chemical_formula_iupac 'C36 H35 N5 O7 S' _chemical_formula_weight 681.75 _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' 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 12.227(4) _cell_length_b 12.936(3) _cell_length_c 21.510(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3402.1(16) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _exptl_crystal_density_diffrn 1.331 _diffrn_ambient_temperature 193(2) loop_ _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_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol S1 0.48553(8) 0.17769(7) 0.64517(4) 0.0354(2) Uani d . 1 . . S N1 0.7428(3) 0.1953(3) 0.66784(15) 0.0444(9) Uani d . 1 . . N N2 0.8247(3) 0.5189(4) 0.7822(2) 0.0673(12) Uani d . 1 . . N N3 0.4919(3) 0.4845(3) 0.66387(16) 0.0426(8) Uani d . 1 . . N N4 0.5516(3) 0.2840(2) 0.62202(13) 0.0323(7) Uani d . 1 . . N N5 0.7299(2) 0.3580(2) 0.55226(14) 0.0342(7) Uani d . 1 . . N O1 0.8775(4) 0.4782(4) 0.8240(2) 0.1105(17) Uani d . 1 . . O O2 0.8251(4) 0.6112(4) 0.7710(2) 0.0910(13) Uani d . 1 . . O O3 0.4975(3) 0.5675(2) 0.63801(17) 0.0652(9) Uani d . 1 . . O O4 0.4070(2) 0.4387(3) 0.67532(17) 0.0592(9) Uani d . 1 . . O O5 0.3725(2) 0.1866(2) 0.63189(15) 0.0496(7) Uani d . 1 . . O O6 0.5184(2) 0.1607(2) 0.70834(11) 0.0436(7) Uani d . 1 . . O O7 1.0101(3) 0.6537(2) 0.62182(18) 0.0700(10) Uani d . 1 . . O C1 0.8348(3) 0.1538(4) 0.6868(2) 0.0508(11) Uani d . 1 . . C H1 0.8525 0.0862 0.6727 0.061 Uiso calc R 1 . . H C2 0.9075(4) 0.2032(5) 0.7261(2) 0.0676(16) Uani d . 1 . . C H2 0.9732 0.1693 0.7380 0.081 Uiso calc R 1 . . H C3 0.8860(4) 0.2996(4) 0.74771(19) 0.0559(13) Uani d . 1 . . C H3 0.9356 0.3335 0.7749 0.067 Uiso calc R 1 . . H C4 0.7875(3) 0.3485(3) 0.72885(18) 0.0420(10) Uani d . 1 . . C C5 0.7556(3) 0.4521(4) 0.74318(17) 0.0451(11) Uani d . 1 . . C C6 0.6627(3) 0.4962(3) 0.72088(18) 0.0419(10) Uani d . 1 . . C H6 0.6451 0.5661 0.7300 0.050 Uiso calc R 1 . . H C7 0.5939(3) 0.4356(3) 0.68418(17) 0.0336(8) Uani d . 1 . . C C8 0.6185(3) 0.3364(3) 0.66595(16) 0.0315(8) Uani d . 1 . . C C9 0.7182(3) 0.2916(3) 0.68813(17) 0.0379(9) Uani d . 1 . . C C10 0.5325(3) 0.3312(3) 0.56198(16) 0.0313(8) Uani d . 1 . . C C11 0.6221(3) 0.3732(3) 0.53008(16) 0.0306(8) Uani d . 1 . . C C12 0.6043(3) 0.4208(3) 0.47207(18) 0.0392(9) Uani d . 1 . . C H12 0.6642 0.4510 0.4505 0.047 Uiso calc R 1 . . H C13 0.5009(3) 0.4243(3) 0.44600(18) 0.0445(10) Uani d . 1 . . C H13 0.4900 0.4555 0.4065 0.053 Uiso calc R 1 . . H C14 0.4137(3) 0.3821(3) 0.47790(18) 0.0437(10) Uani d . 1 . . C H14 0.3424 0.3844 0.4603 0.052 Uiso calc R 1 . . H C15 0.4297(3) 0.3359(3) 0.53578(18) 0.0381(9) Uani d . 1 . . C H15 0.3691 0.3074 0.5574 0.046 Uiso calc R 1 . . H C16 0.5407(4) 0.0787(3) 0.59685(17) 0.0398(9) Uani d . 1 . . C H16A 0.5239 0.0934 0.5527 0.048 Uiso calc R 1 . . H H16B 0.6212 0.0757 0.6017 0.048 Uiso calc R 1 . . H C17 0.4906(4) -0.0227(3) 0.61572(17) 0.0422(10) Uani d . 1 . . C C18 0.5424(5) -0.0816(4) 0.6612(2) 0.0579(13) Uani d . 1 . . C H18 0.6093 -0.0587 0.6790 0.070 Uiso calc R 1 . . H C19 0.4956(6) -0.1737(4) 0.6803(3) 0.078(2) Uani d . 1 . . C H19 0.5320 -0.2148 0.7105 0.094 Uiso calc R 1 . . H C20 0.3996(7) -0.2059(4) 0.6569(3) 0.091(2) Uani d . 1 . . C H20 0.3684 -0.2690 0.6709 0.109 Uiso calc R 1 . . H C21 0.3461(6) -0.1471(5) 0.6125(3) 0.084(2) Uani d . 1 . . C H21 0.2779 -0.1695 0.5962 0.101 Uiso calc R 1 . . H C22 0.3922(4) -0.0561(4) 0.5919(2) 0.0591(13) Uani d . 1 . . C H22 0.3559 -0.0161 0.5612 0.071 Uiso calc R 1 . . H C23 0.7949(3) 0.4345(3) 0.56411(16) 0.0316(8) Uani d . 1 . . C C24 0.9064(3) 0.4075(3) 0.58047(16) 0.0338(8) Uani d . 1 . . C H24 0.9265 0.3366 0.5800 0.041 Uiso calc R 1 . . H C25 0.9824(3) 0.4771(3) 0.59618(16) 0.0344(8) Uani d . 1 . . C C26 0.9479(3) 0.5895(3) 0.60042(19) 0.0408(10) Uani d . 1 . . C C27 0.8349(3) 0.6189(3) 0.57942(18) 0.0383(9) Uani d . 1 . . C C28 0.7651(3) 0.5441(3) 0.56344(17) 0.0328(8) Uani d . 1 . . C H28 0.6932 0.5628 0.5511 0.039 Uiso calc R 1 . . H C29 1.1001(3) 0.4487(3) 0.61219(19) 0.0391(9) Uani d . 1 . . C C30 1.1797(3) 0.5102(4) 0.5705(2) 0.0502(11) Uani d . 1 . . C H30A 1.2552 0.4926 0.5815 0.075 Uiso calc R 1 . . H H30B 1.1679 0.5844 0.5767 0.075 Uiso calc R 1 . . H H30C 1.1665 0.4926 0.5268 0.075 Uiso calc R 1 . . H C31 1.1243(4) 0.4745(5) 0.6814(2) 0.0612(14) Uani d . 1 . . C H31A 1.1992 0.4535 0.6916 0.092 Uiso calc R 1 . . H H31B 1.0728 0.4371 0.7081 0.092 Uiso calc R 1 . . H H31C 1.1162 0.5490 0.6881 0.092 Uiso calc R 1 . . H C32 1.1199(3) 0.3323(4) 0.6024(2) 0.0533(11) Uani d . 1 . . C H32A 1.1958 0.3155 0.6130 0.080 Uiso calc R 1 . . H H32B 1.1062 0.3145 0.5588 0.080 Uiso calc R 1 . . H H32C 1.0704 0.2927 0.6292 0.080 Uiso calc R 1 . . H C33 0.8065(4) 0.7346(3) 0.5778(2) 0.0457(10) Uani d . 1 . . C C34 0.8074(4) 0.7795(4) 0.6448(2) 0.0645(14) Uani d . 1 . . C H34A 0.7901 0.8534 0.6434 0.097 Uiso calc R 1 . . H H34B 0.8800 0.7697 0.6633 0.097 Uiso calc R 1 . . H H34C 0.7527 0.7435 0.6702 0.097 Uiso calc R 1 . . H C35 0.8875(4) 0.7952(4) 0.5374(3) 0.0676(15) Uani d . 1 . . C H35A 0.8622 0.8667 0.5330 0.101 Uiso calc R 1 . . H H35B 0.8922 0.7630 0.4963 0.101 Uiso calc R 1 . . H H35C 0.9598 0.7946 0.5571 0.101 Uiso calc R 1 . . H C36 0.6907(4) 0.7510(3) 0.5516(2) 0.0538(12) Uani d . 1 . . C H36A 0.6738 0.8251 0.5509 0.081 Uiso calc R 1 . . H H36B 0.6375 0.7151 0.5779 0.081 Uiso calc R 1 . . H H36C 0.6869 0.7233 0.5092 0.081 Uiso calc R 1 . . H 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 S1 0.0408(5) 0.0300(4) 0.0355(5) -0.0009(4) 0.0071(4) -0.0004(4) N1 0.046(2) 0.055(2) 0.0329(16) 0.0137(17) 0.0048(15) 0.0087(16) N2 0.054(3) 0.096(4) 0.052(2) -0.021(3) -0.008(2) -0.009(3) N3 0.038(2) 0.0393(19) 0.0507(19) 0.0024(17) 0.0025(17) -0.0117(16) N4 0.0361(17) 0.0328(15) 0.0280(14) -0.0020(14) 0.0020(13) 0.0035(13) N5 0.0321(16) 0.0388(18) 0.0317(16) -0.0027(15) -0.0014(14) 0.0018(14) O1 0.117(4) 0.134(4) 0.080(3) -0.011(3) -0.058(3) -0.016(3) O2 0.087(3) 0.090(3) 0.096(3) -0.037(3) -0.016(3) -0.012(3) O3 0.074(2) 0.0366(16) 0.085(2) 0.0103(17) -0.005(2) 0.0068(17) O4 0.0345(17) 0.069(2) 0.074(2) 0.0033(16) 0.0016(16) -0.0020(19) O5 0.0407(15) 0.0364(15) 0.072(2) -0.0057(12) 0.0084(15) 0.0071(15) O6 0.0624(18) 0.0384(14) 0.0299(13) 0.0023(14) 0.0102(13) 0.0001(11) O7 0.0423(17) 0.0570(19) 0.111(3) 0.0027(16) -0.0236(18) -0.036(2) C1 0.043(2) 0.067(3) 0.042(2) 0.019(2) 0.007(2) 0.018(2) C2 0.045(3) 0.099(4) 0.059(3) 0.023(3) 0.004(2) 0.036(3) C3 0.043(2) 0.089(4) 0.035(2) 0.000(3) -0.0060(19) 0.016(2) C4 0.033(2) 0.064(3) 0.0290(19) -0.007(2) 0.0004(17) 0.0111(19) C5 0.041(2) 0.065(3) 0.029(2) -0.019(2) -0.0002(18) -0.0021(19) C6 0.043(2) 0.043(2) 0.040(2) -0.0084(19) 0.0063(19) -0.0074(18) C7 0.029(2) 0.041(2) 0.0312(19) -0.0032(17) 0.0034(15) -0.0004(17) C8 0.0310(18) 0.0359(19) 0.0276(17) -0.0017(17) 0.0052(15) 0.0034(15) C9 0.035(2) 0.052(2) 0.0268(18) 0.0012(19) 0.0039(16) 0.0099(17) C10 0.0371(19) 0.0234(16) 0.0334(18) 0.0031(16) -0.0005(16) -0.0005(15) C11 0.0324(19) 0.0287(17) 0.0309(18) -0.0016(16) -0.0012(16) -0.0030(16) C12 0.040(2) 0.044(2) 0.034(2) -0.0060(19) -0.0029(18) 0.0076(18) C13 0.049(2) 0.051(2) 0.0342(19) -0.002(2) -0.0070(19) 0.0038(18) C14 0.037(2) 0.056(3) 0.038(2) 0.003(2) -0.0085(18) 0.004(2) C15 0.034(2) 0.043(2) 0.037(2) 0.0054(19) 0.0009(17) -0.0004(18) C16 0.054(3) 0.035(2) 0.0299(19) 0.0023(19) 0.0047(18) -0.0028(16) C17 0.069(3) 0.0300(18) 0.0280(18) 0.010(2) 0.009(2) -0.0021(16) C18 0.073(3) 0.053(3) 0.047(2) 0.024(2) 0.014(2) 0.000(2) C19 0.132(6) 0.040(3) 0.063(3) 0.024(4) 0.049(4) 0.018(2) C20 0.145(6) 0.031(3) 0.098(5) -0.008(4) 0.082(5) -0.009(3) C21 0.115(5) 0.056(3) 0.081(4) -0.025(4) 0.032(4) -0.032(3) C22 0.083(4) 0.052(3) 0.042(2) -0.015(3) -0.004(2) -0.009(2) C23 0.0300(19) 0.038(2) 0.0263(18) -0.0014(17) 0.0021(15) 0.0021(15) C24 0.032(2) 0.0368(19) 0.0329(19) 0.0021(17) 0.0032(16) 0.0023(16) C25 0.032(2) 0.044(2) 0.0273(17) 0.0010(18) 0.0000(16) -0.0050(16) C26 0.032(2) 0.047(2) 0.043(2) -0.0061(19) 0.0008(18) -0.0125(19) C27 0.038(2) 0.044(2) 0.0335(19) 0.0042(18) 0.0017(17) -0.0080(18) C28 0.0273(19) 0.036(2) 0.0346(19) -0.0016(16) -0.0015(16) 0.0013(16) C29 0.0272(19) 0.048(2) 0.042(2) 0.0008(18) 0.0029(17) -0.0030(19) C30 0.030(2) 0.063(3) 0.058(3) -0.006(2) 0.002(2) 0.001(2) C31 0.039(2) 0.097(4) 0.048(3) 0.000(3) -0.009(2) -0.004(3) C32 0.032(2) 0.058(3) 0.069(3) 0.006(2) -0.005(2) 0.005(2) C33 0.053(3) 0.033(2) 0.051(2) 0.0020(19) -0.002(2) -0.0072(19) C34 0.070(3) 0.055(3) 0.068(3) 0.018(3) -0.016(3) -0.031(3) C35 0.072(3) 0.045(3) 0.086(4) -0.009(3) 0.009(3) -0.007(3) C36 0.058(3) 0.041(2) 0.062(3) 0.007(2) -0.012(2) -0.002(2) 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 S1 O5 . 1.416(3) no S1 O6 . 1.434(3) no S1 N4 . 1.670(3) no S1 C16 . 1.782(4) no N1 C1 . 1.312(5) no N1 C9 . 1.354(5) no N2 O2 . 1.218(6) no N2 O1 . 1.225(6) no N2 C5 . 1.472(6) no N3 O3 . 1.211(4) no N3 O4 . 1.221(4) no N3 C7 . 1.465(5) no N4 C8 . 1.423(5) no N4 C10 . 1.448(5) no N5 C23 . 1.294(5) no N5 C11 . 1.416(5) no O7 C26 . 1.217(5) no C1 C2 . 1.383(7) no C1 H1 . 0.9500 no C2 C3 . 1.357(7) no C2 H2 . 0.9500 no C3 C4 . 1.419(6) no C3 H3 . 0.9500 no C4 C9 . 1.424(6) no C4 C5 . 1.431(6) no C5 C6 . 1.358(6) no C6 C7 . 1.395(5) no C6 H6 . 0.9500 no C7 C8 . 1.375(5) no C8 C9 . 1.431(5) no C10 C15 . 1.378(5) no C10 C11 . 1.402(5) no C11 C12 . 1.408(5) no C12 C13 . 1.385(6) no C12 H12 . 0.9500 no C13 C14 . 1.381(6) no C13 H13 . 0.9500 no C14 C15 . 1.394(6) no C14 H14 . 0.9500 no C15 H15 . 0.9500 no C16 C17 . 1.504(5) no C16 H16A . 0.9900 no C16 H16B . 0.9900 no C17 C22 . 1.377(7) no C17 C18 . 1.393(6) no C18 C19 . 1.384(8) no C18 H18 . 0.9500 no C19 C20 . 1.342(10) no C19 H19 . 0.9500 no C20 C21 . 1.385(10) no C20 H20 . 0.9500 no C21 C22 . 1.379(8) no C21 H21 . 0.9500 no C22 H22 . 0.9500 no C23 C24 . 1.451(5) no C23 C28 . 1.464(5) no C24 C25 . 1.337(5) no C24 H24 . 0.9500 no C25 C26 . 1.516(6) no C25 C29 . 1.524(5) no C26 C27 . 1.503(6) no C27 C28 . 1.335(5) no C27 C33 . 1.537(6) no C28 H28 . 0.9500 no C29 C32 . 1.540(6) no C29 C30 . 1.544(6) no C29 C31 . 1.553(6) no C30 H30A . 0.9800 no C30 H30B . 0.9800 no C30 H30C . 0.9800 no C31 H31A . 0.9800 no C31 H31B . 0.9800 no C31 H31C . 0.9800 no C32 H32A . 0.9800 no C32 H32B . 0.9800 no C32 H32C . 0.9800 no C33 C35 . 1.533(7) no C33 C36 . 1.540(6) no C33 C34 . 1.554(6) no C34 H34A . 0.9800 no C34 H34B . 0.9800 no C34 H34C . 0.9800 no C35 H35A . 0.9800 no C35 H35B . 0.9800 no C35 H35C . 0.9800 no C36 H36A . 0.9800 no C36 H36B . 0.9800 no C36 H36C . 0.9800 no