data_2008398 _journal_name_full 'Acta Crystallographica' _journal_year 1999 _journal_volume C55 _journal_page_first 675 _journal_page_last 677 _publ_section_title ; N-(2,2-dimethoxyethyl)-N-{9-Methoxymethyl-1,2,3,4-tetrahydrospiro [carbazole-1,2'-[1,3]dithiolan]-4-yl}benzamide ; loop_ _publ_author_name 'H\"okelek*, Tuncer' 'Pat\?ir, S\"uleyman' _chemical_formula_moiety 'C27 H32 N2 O4 S2' _chemical_formula_sum 'C27 H32 N2 O4 S2' _chemical_formula_weight 512.681 _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 10.2230(10) _cell_length_b 11.4800(10) _cell_length_c 12.0580(10) _cell_angle_alpha 81.619(8) _cell_angle_beta 70.668(6) _cell_angle_gamma 87.605(6) _cell_volume 1321.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 298 _exptl_crystal_density_diffrn 1.2888 _refine_ls_R_factor_obs 0.0626 _refine_ls_wR_factor_obs 0.0786 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv S1 0.03703(8) 0.09858(7) 0.11218(7) 0.0473(2) S2 -0.13624(9) 0.07981(8) 0.36472(7) 0.0576(2) O1 -0.4296(2) -0.0707(3) 0.2571(3) 0.0754(7) O2 0.3874(2) -0.2460(2) -0.1711(2) 0.0586(5) O3 0.4412(2) -0.1686(2) -0.0260(2) 0.0631(6) O4 0.3130(3) -0.4979(2) 0.1206(2) 0.0682(6) N2 0.2301(2) -0.3153(2) 0.1516(2) 0.0387(5) N9 -0.1923(2) -0.1226(2) 0.2062(2) 0.0389(5) C1 -0.0135(3) -0.0025(2) 0.2518(2) 0.0387(6) C2 0.1112(3) -0.0367(3) 0.2950(3) 0.0467(6) C3 0.2115(3) -0.1195(3) 0.2202(3) 0.0453(6) C4 0.1425(3) -0.2377(2) 0.2353(2) 0.0396(6) C4a 0.0026(3) -0.2168(2) 0.2185(2) 0.0358(5) C5 -0.0616(3) -0.4131(3) 0.1620(3) 0.0461(6) C5a -0.0786(3) -0.2965(2) 0.1868(2) 0.0371(5) C6 -0.1602(3) -0.4615(3) 0.1289(3) 0.0548(7) C7 -0.2777(3) -0.3977(3) 0.1204(3) 0.0558(7) C8 -0.2984(3) -0.2843(3) 0.1454(3) 0.0483(7) C8a -0.1978(3) -0.2344(3) 0.1794(2) 0.0384(6) C9a -0.0692(3) -0.1122(2) 0.2295(2) 0.0349(5) C10 0.0215(4) 0.2307(3) 0.1792(4) 0.0645(9) C11 -0.1116(4) 0.2257(3) 0.2784(4) 0.07350(10) C12 -0.2946(3) -0.0333(3) 0.1932(3) 0.0530(7) C13 -0.4599(6) -0.0790(6) 0.3766(5) 0.1306(2) C14 0.2449(3) -0.2890(3) 0.0260(2) 0.0421(6) C15 0.3950(3) -0.2668(3) -0.0562(3) 0.0449(6) C16 0.4849(5) -0.3016(4) -0.2582(4) 0.08380(10) C17 0.5813(4) -0.1397(5) -0.0888(4) 0.08370(10) C18 0.2698(3) -0.4250(3) 0.1885(3) 0.0461(6) C19 0.2656(3) -0.4539(3) 0.3144(3) 0.0471(6) C20 0.1927(4) -0.5519(4) 0.3840(4) 0.0690(9) C21 0.1995(5) -0.5858(5) 0.4982(4) 0.09000(10) C22 0.2778(4) -0.5244(5) 0.5402(4) 0.08750(10) C23 0.3501(4) -0.4287(4) 0.4726(3) 0.07610(10) C24 0.3443(3) -0.3924(3) 0.3597(3) 0.0598(8) H21 0.076 -0.076 0.374 0.0545 H22 0.159 0.032 0.295 0.0545 H31 0.285 -0.139 0.251 0.0571 H32 0.248 -0.081 0.141 0.0571 H41 0.170 -0.205 0.292 0.0520 H51 0.017 -0.457 0.169 0.0532 H61 -0.149 -0.539 0.109 0.0659 H71 -0.345 -0.434 0.098 0.0685 H81 -0.379 -0.242 0.141 0.0596 H101 0.044 0.296 0.119 0.0811 H102 0.084 0.227 0.223 0.0811 H111 -0.169 0.281 0.324 0.0811 H112 -0.136 0.223 0.209 0.0811 H121 -0.285 -0.016 0.111 0.0659 H122 -0.278 0.036 0.221 0.0659 H131 -0.552 -0.106 0.411 0.1458 H132 -0.399 -0.134 0.402 0.1458 H133 -0.453 -0.005 0.401 0.1458 H141 0.285 -0.213 -0.003 0.0507 H142 0.156 -0.290 0.016 0.0507 H151 0.370 -0.339 -0.005 0.0520 H161 0.470 -0.279 -0.332 0.0964 H162 0.576 -0.280 -0.265 0.0964 H163 0.475 -0.385 -0.237 0.0964 H171 0.605 -0.072 -0.063 0.0989 H172 0.640 -0.203 -0.075 0.0989 H173 0.593 -0.124 -0.171 0.0989 H201 0.137 -0.595 0.355 0.0849 H211 0.153 -0.655 0.545 0.1128 H221 0.279 -0.547 0.619 0.1014 H231 0.405 -0.387 0.503 0.0925 H241 0.394 -0.325 0.313 0.0685 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 0.0519(4) 0.0374(3) 0.0487(4) 0.0026(3) -0.0143(3) -0.0007(3) S2 0.0591(4) 0.0595(4) 0.0515(4) 0.0159(4) -0.0108(3) -0.0228(3) O1 0.0410(10) 0.083(2) 0.103(2) 0.0140(10) -0.0190(10) -0.0300(10) O2 0.0570(10) 0.0730(10) 0.0420(10) 0.0270(10) -0.0151(8) -0.0070(10) O3 0.0480(10) 0.0730(10) 0.0640(10) -0.0120(10) -0.0100(10) -0.0090(10) O4 0.098(2) 0.0500(10) 0.0570(10) 0.0300(10) -0.0270(10) -0.0140(10) N2 0.0380(10) 0.0380(10) 0.0390(10) 0.0098(9) -0.0135(8) -0.0032(9) N9 0.0330(10) 0.0400(10) 0.0430(10) 0.0072(9) -0.0127(8) -0.0051(9) C1 0.0420(10) 0.0360(10) 0.0360(10) 0.0080(10) -0.0100(10) -0.0070(10) C2 0.0510(10) 0.0430(10) 0.0540(10) 0.0070(10) -0.0260(10) -0.0130(10) C3 0.0370(10) 0.0430(10) 0.0620(10) 0.0070(10) -0.0240(10) -0.0110(10) C4 0.0370(10) 0.0390(10) 0.0440(10) 0.0100(10) -0.0155(9) -0.0070(10) C4a 0.0370(10) 0.0340(10) 0.0350(10) 0.0040(10) -0.0105(9) -0.0020(10) C5 0.0430(10) 0.0390(10) 0.0540(10) 0.0040(10) -0.0140(10) -0.0070(10) C5a 0.0360(10) 0.0370(10) 0.0350(10) 0.0020(10) -0.0087(9) -0.0020(10) C6 0.059(2) 0.0430(10) 0.063(2) -0.0030(10) -0.0170(10) -0.0150(10) C7 0.0510(10) 0.059(2) 0.062(2) -0.0090(10) -0.0200(10) -0.0160(10) C8 0.0380(10) 0.055(2) 0.0530(10) 0.0000(10) -0.0160(10) -0.0060(10) C8a 0.0360(10) 0.0390(10) 0.0370(10) 0.0010(10) -0.0090(10) -0.0030(10) C9a 0.0350(10) 0.0340(10) 0.0330(10) 0.0060(10) -0.0099(9) -0.0040(10) C10 0.069(2) 0.037(2) 0.088(2) 0.0040(10) -0.027(2) -0.010(2) C11 0.077(2) 0.048(2) 0.092(2) 0.018(2) -0.021(2) -0.026(2) C12 0.0410(10) 0.051(2) 0.068(2) 0.0160(10) -0.0220(10) -0.0080(10) C13 0.077(3) 0.205(5) 0.098(3) -0.024(3) 0.012(3) -0.071(3) C14 0.0340(10) 0.048(2) 0.0440(10) 0.0050(10) -0.0157(9) -0.0020(10) C15 0.0410(10) 0.048(2) 0.0410(10) 0.0100(10) -0.0130(10) 0.0020(10) C16 0.084(2) 0.103(3) 0.055(2) 0.033(2) -0.010(2) -0.019(2) C17 0.052(2) 0.116(3) 0.082(2) -0.022(2) -0.024(2) 0.008(2) C18 0.0450(10) 0.0420(10) 0.0500(10) 0.0130(10) -0.0150(10) -0.0060(10) C19 0.0420(10) 0.0460(10) 0.0470(10) 0.0190(10) -0.0110(10) 0.0000(10) C20 0.061(2) 0.068(2) 0.065(2) 0.001(2) -0.012(2) 0.009(2) C21 0.083(3) 0.099(3) 0.063(2) -0.003(2) -0.008(2) 0.029(2) C22 0.080(2) 0.121(3) 0.049(2) 0.024(2) -0.018(2) 0.016(2) C23 0.066(2) 0.107(3) 0.062(2) 0.021(2) -0.0330(10) -0.009(2) C24 0.053(2) 0.068(2) 0.058(2) 0.012(2) -0.0220(10) 0.001(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S1 C1 . . 1.835(3) yes S1 C10 . . 1.795(4) yes S2 C1 . . 1.854(3) yes S2 C11 . . 1.822(4) yes C4a C9a . . 1.374(4) yes C4a C4 . . 1.513(4) yes C4a C5a . . 1.435(4) yes C9a C1 . . 1.502(4) yes C9a N9 . . 1.391(4) yes C8a N9 . . 1.376(4) yes C8a C5a . . 1.403(4) yes C8a C8 . . 1.401(4) yes O3 C15 . . 1.384(4) yes O3 C17 . . 1.413(4) yes O2 C15 . . 1.397(4) yes O2 C16 . . 1.393(5) yes C1 C2 . . 1.543(5) yes C4 N2 . . 1.480(3) yes C4 C3 . . 1.521(4) yes C4 H41 . . 0.95 no C15 C14 . . 1.538(3) yes C15 H151 . . 0.95 no C14 H141 . . 0.95 no C8 H81 . . 0.95 no C10 C11 . . 1.482(5) yes C10 H101 . . 0.95 no C10 H102 . . 0.95 no C19 C20 . . 1.388(5) yes C19 C24 . . 1.380(6) yes C16 H161 . . 0.95 no C16 H162 . . 0.95 no C16 H163 . . 0.95 no C20 C21 . . 1.398(6) yes C20 H201 . . 0.95 no C17 H171 . . 0.95 no C17 H172 . . 0.95 no N2 C18 . . 1.361(4) yes N2 C14 . . 1.458(4) yes N9 C12 . . 1.457(4) yes C5 C5a . . 1.403(4) yes C5 C6 . . 1.369(5) yes C5 H51 . . 0.95 no C7 C6 . . 1.401(5) yes C7 C8 . . 1.368(5) yes C7 H71 . . 0.95 no O1 C12 . . 1.396(4) yes O1 C13 . . 1.359(6) yes O4 C18 . . 1.218(4) yes C12 H121 . . 0.95 no C12 H122 . . 0.95 no C3 C2 . . 1.518(4) yes C3 H31 . . 0.95 no C3 H32 . . 0.95 no C18 C19 . . 1.492(5) yes C2 H21 . . 0.95 no C2 H22 . . 0.95 no C6 H61 . . 0.95 no C14 H142 . . 0.95 no C17 H173 . . 0.95 no C24 C23 . . 1.384(6) yes C24 H241 . . 0.95 no C11 H111 . . 0.95 no C11 H112 . . 0.95 no C23 C22 . . 1.358(6) yes C23 H231 . . 0.95 no C22 C21 . . 1.351(8) yes C22 H221 . . 0.95 no C21 H211 . . 0.95 no C13 H131 . . 0.95 no C13 H132 . . 0.95 no C13 H133 . . 0.95 no