data_2200811 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o1245 _journal_page_last o1246 _publ_section_title ; Methyl 5-methyl-3,4-diphenyl-1H-pyrrole-2-carboxylate ; loop_ _publ_author_name 'Light, Mark E.' 'Camiolo, Salvatore' 'Gale, Philip A.' 'Hursthouse, Michael B.' _chemical_formula_moiety 'C19 H17 N O2' _chemical_formula_sum 'C19 H17 N O2' _chemical_formula_iupac 'C19 H17 N O2' _chemical_formula_weight 291.34 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 34.1913(12) _cell_length_b 10.7042(4) _cell_length_c 19.1129(9) _cell_angle_alpha 90.00 _cell_angle_beta 118.186(2) _cell_angle_gamma 90.00 _cell_volume 6165.6(4) _cell_formula_units_Z 16 _cell_measurement_temperature 120(2) _exptl_crystal_density_diffrn 1.255 _diffrn_ambient_temperature 120(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 C1 .18316(10) -.2849(3) .1393(2) .0387(8) Uani d . 1 . . C H1A .2111 -.2737 .1375 .058 Uiso calc R 1 . . H H1B .1608 -.3208 .0891 .058 Uiso calc R 1 . . H H1C .1879 -.3413 .1830 .058 Uiso calc R 1 . . H C2 .16731(10) -.1613(3) .15216(17) .0308(7) Uani d . 1 . . C C3 .12978(9) -.1280(3) .15895(16) .0283(7) Uani d . 1 . . C C4 .12983(9) .0051(3) .16501(16) .0276(7) Uani d . 1 . . C C5 .16766(9) .0479(3) .16284(17) .0300(7) Uani d . 1 . . C C6 .18825(10) .1682(3) .17113(17) .0308(7) Uani d . 1 . . C C7 .18855(11) .3832(3) .1993(2) .0423(8) Uani d . 1 . . C H7A .1710 .4447 .2106 .063 Uiso calc R 1 . . H H7B .1900 .4077 .1512 .063 Uiso calc R 1 . . H H7C .2186 .3795 .2441 .063 Uiso calc R 1 . . H C8 .09577(9) -.2166(3) .15584(17) .0287(7) Uani d . 1 . . C C9 .10818(10) -.3274(3) .19974(17) .0345(7) Uani d . 1 . . C H9 .1387 -.3439 .2335 .041 Uiso calc R 1 . . H C10 .07689(11) -.4131(3) .19489(18) .0390(8) Uani d . 1 . . C H10 .0860 -.4881 .2250 .047 Uiso calc R 1 . . H C11 .03201(11) -.3899(3) .14597(19) .0404(8) Uani d . 1 . . C H11 .0104 -.4490 .1421 .048 Uiso calc R 1 . . H C12 .01920(10) -.2803(3) .10311(19) .0396(8) Uani d . 1 . . C H12 -.0114 -.2638 .0700 .048 Uiso calc R 1 . . H C13 .05045(10) -.1941(3) .10771(18) .0348(7) Uani d . 1 . . C H13 .0411 -.1189 .0779 .042 Uiso calc R 1 . . H C14 .09599(9) .0843(3) .17112(17) .0278(7) Uani d . 1 . . C C15 .08629(10) .0709(3) .23329(18) .0349(8) Uani d . 1 . . C H15 .1005 .0072 .2716 .042 Uiso calc R 1 . . H C16 .05599(11) .1495(3) .2404(2) .0402(8) Uani d . 1 . . C H16 .0498 .1398 .2835 .048 Uiso calc R 1 . . H C17 .03497(10) .2416(3) .18471(19) .0360(8) Uani d . 1 . . C H17 .0149 .2970 .1901 .043 Uiso calc R 1 . . H C18 .04326(10) .2528(3) .12127(19) .0356(8) Uani d . 1 . . C H18 .0281 .3147 .0820 .043 Uiso calc R 1 . . H C19 .07334(10) .1753(3) .11396(18) .0337(7) Uani d . 1 . . C H19 .0787 .1839 .0697 .040 Uiso calc R 1 . . H C20 .28778(11) .3862(3) .12216(19) .0367(8) Uani d . 1 . . C H20A .2616 .3719 .1292 .055 Uiso calc R 1 . . H H20B .2800 .4424 .0770 .055 Uiso calc R 1 . . H H20C .3113 .4241 .1704 .055 Uiso calc R 1 . . H C21 .30371(9) .2643(3) .10665(17) .0298(7) Uani d . 1 . . C C22 .33940(9) .2377(3) .09254(16) .0290(7) Uani d . 1 . . C C23 .34072(9) .1051(3) .08523(16) .0293(7) Uani d . 1 . . C C24 .30615(9) .0562(3) .09607(17) .0294(7) Uani d . 1 . . C C25 .28822(10) -.0669(3) .09481(18) .0325(7) Uani d . 1 . . C C26 .30009(13) -.2860(3) .0947(2) .0501(9) Uani d . 1 . . C H26A .3182 -.3449 .0830 .075 Uiso calc R 1 . . H H26B .2686 -.3029 .0596 .075 Uiso calc R 1 . . H H26C .3065 -.2957 .1501 .075 Uiso calc R 1 . . H C27 .37110(10) .3290(3) .09083(17) .0298(7) Uani d . 1 . . C C28 .35697(10) .4332(3) .04101(17) .0337(7) Uani d . 1 . . C H28 .3261 .4471 .0084 .040 Uiso calc R 1 . . H C29 .38728(11) .5168(3) .03829(19) .0391(8) Uani d . 1 . . C H29 .3771 .5872 .0040 .047 Uiso calc R 1 . . H C30 .43201(11) .4977(3) .0851(2) .0406(8) Uani d . 1 . . C H30 .4528 .5537 .0823 .049 Uiso calc R 1 . . H C31 .44675(11) .3968(3) .13635(19) .0367(8) Uani d . 1 . . C H31 .4776 .3850 .1698 .044 Uiso calc R 1 . . H C32 .41665(10) .3131(3) .13905(18) .0344(7) Uani d . 1 . . C H32 .4271 .2438 .1742 .041 Uiso calc R 1 . . H C33 .37190(9) .0390(3) .06410(18) .0295(7) Uani d . 1 . . C C34 .37957(10) .0885(3) .00430(17) .0335(7) Uani d . 1 . . C H34 .3652 .1639 -.0212 .040 Uiso calc R 1 . . H C35 .40780(10) .0300(3) -.0187(2) .0388(8) Uani d . 1 . . C H35 .4127 .0655 -.0595 .047 Uiso calc R 1 . . H C36 .42864(10) -.0790(3) .0170(2) .0412(8) Uani d . 1 . . C H36 .4475 -.1203 .0005 .049 Uiso calc R 1 . . H C37 .42189(10) -.1281(3) .0773(2) .0400(8) Uani d . 1 . . C H37 .4365 -.2033 .1027 .048 Uiso calc R 1 . . H C38 .39424(9) -.0696(3) .10128(18) .0343(7) Uani d . 1 . . C H38 .3905 -.1038 .1436 .041 Uiso calc R 1 . . H N1 .18954(8) -.0552(2) .15491(14) .0314(6) Uani d . 1 . . N H1 .2145 -.0523 .1520 .038 Uiso calc R 1 . . H N2 .28444(8) .1557(2) .10873(14) .0324(6) Uani d . 1 . . N H2 .2613 .1489 .1170 .039 Uiso calc R 1 . . H O1 .22208(7) .18485(19) .16545(13) .0410(6) Uani d . 1 . . O O2 .16790(7) .26184(18) .18756(12) .0363(5) Uani d . 1 . . O O3 .25634(7) -.08671(19) .10541(13) .0394(5) Uani d . 1 . . O O4 .31039(7) -.15943(19) .08193(15) .0467(6) Uani d . 1 . . O 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 C1 .0339(17) .0348(18) .050(2) .0033(15) .0224(16) .0018(16) C2 .0288(16) .0283(16) .0341(17) .0008(14) .0139(14) .0011(13) C3 .0256(15) .0304(17) .0291(16) .0023(14) .0130(13) .0026(13) C4 .0262(15) .0299(16) .0272(16) .0000(14) .0129(13) .0034(13) C5 .0282(16) .0308(17) .0300(17) .0043(14) .0129(14) .0030(13) C6 .0265(16) .0356(18) .0293(16) .0004(15) .0122(14) .0014(14) C7 .046(2) .0297(17) .051(2) -.0079(16) .0222(17) -.0082(15) C8 .0295(16) .0309(16) .0326(16) -.0012(14) .0205(14) -.0043(14) C9 .0364(17) .0341(18) .0341(17) -.0031(15) .0176(15) .0004(14) C10 .049(2) .0325(17) .0393(18) -.0074(16) .0234(16) .0000(15) C11 .043(2) .0384(19) .046(2) -.0149(17) .0267(17) -.0118(16) C12 .0302(17) .046(2) .045(2) -.0059(16) .0206(15) -.0154(17) C13 .0336(18) .0336(17) .0404(18) .0018(15) .0201(15) -.0035(15) C14 .0243(15) .0270(15) .0331(16) -.0026(14) .0143(13) .0020(14) C15 .0360(17) .0335(17) .0375(18) .0027(15) .0191(15) .0073(14) C16 .0442(19) .0428(19) .045(2) .0076(17) .0305(17) .0063(16) C17 .0323(17) .0334(18) .045(2) .0010(15) .0203(16) -.0028(16) C18 .0314(17) .0304(17) .0423(19) .0075(15) .0152(15) .0083(14) C19 .0325(17) .0389(18) .0321(17) .0045(15) .0173(14) .0066(15) C20 .0394(18) .0284(16) .0491(19) .0022(15) .0266(16) -.0024(15) C21 .0274(15) .0280(17) .0339(17) -.0010(14) .0145(14) -.0013(13) C22 .0300(16) .0280(16) .0277(16) .0019(14) .0127(13) .0004(13) C23 .0272(16) .0298(16) .0278(16) .0016(14) .0104(13) -.0011(13) C24 .0286(16) .0267(16) .0351(17) .0031(14) .0168(14) -.0009(13) C25 .0313(17) .0309(17) .0393(18) -.0001(15) .0199(15) -.0033(14) C26 .060(2) .0239(17) .078(3) -.0026(17) .041(2) -.0040(17) C27 .0359(18) .0261(16) .0329(17) -.0004(14) .0208(15) -.0043(13) C28 .0367(17) .0305(17) .0341(17) -.0008(15) .0168(14) -.0026(14) C29 .048(2) .0337(18) .0399(19) -.0027(17) .0248(17) .0006(15) C30 .044(2) .0372(19) .050(2) -.0135(17) .0301(18) -.0124(17) C31 .0333(17) .0381(19) .0440(19) -.0025(16) .0226(15) -.0121(16) C32 .0348(18) .0303(17) .0391(18) .0024(15) .0184(15) -.0056(14) C33 .0260(15) .0261(16) .0370(17) -.0052(14) .0152(14) -.0064(14) C34 .0325(17) .0330(17) .0375(18) -.0020(15) .0187(15) -.0049(14) C35 .0392(18) .0409(19) .0432(19) -.0096(17) .0250(16) -.0131(16) C36 .0300(17) .044(2) .053(2) -.0025(17) .0225(16) -.0156(18) C37 .0317(17) .0312(17) .053(2) .0009(15) .0162(16) -.0085(16) C38 .0282(16) .0318(17) .0401(18) -.0042(15) .0139(14) -.0031(15) N1 .0241(12) .0302(14) .0413(15) -.0004(12) .0167(12) .0018(11) N2 .0298(14) .0303(14) .0419(15) -.0009(12) .0208(12) -.0017(12) O1 .0349(12) .0372(13) .0590(15) -.0052(10) .0287(11) -.0065(11) O2 .0338(12) .0281(11) .0513(13) .0015(10) .0235(11) .0005(10) O3 .0376(12) .0332(12) .0571(14) -.0045(10) .0302(11) -.0043(11) O4 .0509(14) .0260(12) .0778(17) -.0041(11) .0424(13) -.0092(11) 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 C1 C2 . 1.493(4) no C2 N1 . 1.353(4) no C2 C3 . 1.396(4) no C3 C4 . 1.430(4) no C3 C8 . 1.479(4) no C4 C5 . 1.391(4) no C4 C14 . 1.483(4) no C5 N1 . 1.381(4) no C5 C6 . 1.440(4) no C6 O1 . 1.225(3) no C6 O2 . 1.339(4) no C7 O2 . 1.445(4) no C8 C9 . 1.398(4) no C8 C13 . 1.399(4) no C9 C10 . 1.379(4) no C10 C11 . 1.391(5) no C11 C12 . 1.379(5) no C12 C13 . 1.383(4) no C14 C15 . 1.384(4) no C14 C19 . 1.394(4) no C15 C16 . 1.390(4) no C16 C17 . 1.377(4) no C17 C18 . 1.375(4) no C18 C19 . 1.379(4) no C20 C21 . 1.497(4) no C21 N2 . 1.346(4) no C21 C22 . 1.398(4) no C22 C23 . 1.429(4) no C22 C27 . 1.471(4) no C23 C24 . 1.395(4) no C23 C33 . 1.486(4) no C24 N2 . 1.383(4) no C24 C25 . 1.449(4) no C25 O3 . 1.218(3) no C25 O4 . 1.339(4) no C26 O4 . 1.449(4) no C27 C32 . 1.396(4) no C27 C28 . 1.396(4) no C28 C29 . 1.389(4) no C29 C30 . 1.374(4) no C30 C31 . 1.383(5) no C31 C32 . 1.384(4) no C33 C38 . 1.388(4) no C33 C34 . 1.393(4) no C34 C35 . 1.386(4) no C35 C36 . 1.369(4) no C36 C37 . 1.383(5) no C37 C38 . 1.380(4) no