data_2200037 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o96 _journal_page_last o98 _publ_section_title ; 1-{[4-(4-Chlorophenyl)-1H-pyrrol-3-yl](2,4-dichlorophenyl)methyl}-1H-imidazole (RDS 416) ; loop_ _publ_author_name 'Camalli, Mercedes' 'Pifferi, Augusto' 'Costi, Roberta' 'Di Santo, Roberto' 'Massa, Silvio' 'Artico, Marino' _chemical_formula_sum 'C20 H14 Cl3 N3' _chemical_formula_weight 402.71 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz '+x,+y,+z' '-x,-y,-z' '-x,1/2+y,1/2-z' 'x,1/2-y,1/2+z' _cell_length_a 6.8870(10) _cell_length_b 18.847(3) _cell_length_c 14.947(3) _cell_angle_alpha 90.000 _cell_angle_beta 105.080(10) _cell_angle_gamma 90.000 _cell_volume 1873.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293 _exptl_crystal_density_diffrn 1.428 _diffrn_ambient_temperature 293 loop_ _atom_site_label _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 Cl(1) -.15480(10) .41838(4) .59420(10) .0630(2) uani 1.000 Cl(2) .07700(10) .41048(5) .28003(5) .0699(3) uani 1.000 Cl(3) -.2278(2) .29860(10) 1.04040(10) .0864(4) uani 1.000 N(1) .4550(3) .53390(10) .7813(2) .0480(10) uani 1.000 N(2) .3964(3) .29910(10) .72220(10) .0400(10) uani 1.000 N(3) .6569(6) .2303(2) .7667(2) .0800(10) uani 1.000 C(1) .4328(4) .48080(10) .7177(2) .0430(10) uani 1.000 C(2) .3277(3) .42620(10) .74490(10) .0380(10) uani 1.000 C(3) .2808(4) .44800(10) .8284(2) .0410(10) uani 1.000 C(4) .3623(4) .51500(10) .8481(2) .0500(10) uani 1.000 C(5) .2563(3) .35910(10) .6922(2) .0380(10) uani 1.000 C(6) .3384(5) .23010(10) .7125(2) .0560(10) uani 1.000 C(7) .4936(4) .18730(10) .7396(2) .0500(10) uani 1.000 C(8) .6000(4) .30010(10) .7561(2) .0520(10) uani 1.000 C(9) .2131(3) .36990(10) .58800(10) .0360(10) uani 1.000 C(10) .0293(3) .39730(10) .5378(2) .0410(10) uani 1.000 C(11) -.0156(4) .40910(10) .4434(2) .0480(10) uani 1.000 C(12) .1322(4) .39380(10) .3984(2) .0480(10) uani 1.000 C(13) .3164(4) .36650(10) .4440(2) .0470(10) uani 1.000 C(14) .3547(4) .35430(10) .5390(2) .0430(10) uani 1.000 C(15) .1556(4) .41070(10) .8796(2) .0430(10) uani 1.000 C(16) -.0105(4) .44370(10) .8981(2) .0520(10) uani 1.000 C(17) -.1310(5) .40990(10) .9465(2) .0560(10) uani 1.000 C(18) -.0833(5) .34130(10) .9776(2) .0540(10) uani 1.000 C(19) .0747(5) .3059(2) .9579(2) .0620(10) uani 1.000 C(20) .1953(5) .34040(10) .9093(2) .0590(10) uani 1.000 H(1) .5250 .5777 .7796 .048 uiso 1.000 H(2) .4819 .4814 .6632 .043 uiso 1.000 H(3) .3547 .5436 .9002 .050 uiso 1.000 H(4) .1324 .3470 .7066 .038 uiso 1.000 H(5) .2019 .2145 .6889 .056 uiso 1.000 H(6) .4919 .1364 .7402 .050 uiso 1.000 H(7) .6855 .3411 .7697 .052 uiso 1.000 H(8) -.1444 .4272 .4101 .048 uiso 1.000 H(9) .4160 .3561 .4113 .047 uiso 1.000 H(10) .4820 .3347 .5717 .043 uiso 1.000 H(11) -.0426 .4914 .8768 .052 uiso 1.000 H(12) -.2452 .4337 .9582 .056 uiso 1.000 H(13) .1022 .2576 .9773 .063 uiso 1.000 H(14) .3066 .3156 .8962 .059 uiso 1.000 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 Cl(1) .0507(3) .0591(4) .0869(5) .0108(3) .0316(3) .0025(3) Cl(2) .0931(6) .0647(4) .0482(3) .0124(4) .0117(3) .0095(3) Cl(3) .1038(7) .0820(6) .0901(6) -.0104(5) .0554(5) .0184(5) N(1) .0600(10) .0269(7) .0600(10) -.0071(7) .0194(9) -.0038(7) N(2) .0570(10) .0228(6) .0423(8) .0037(7) .0150(8) .0018(6) N(3) .102(2) .057(2) .078(2) .024(2) .018(2) .0060(10) C(1) .0530(10) .0249(7) .0540(10) -.0010(8) .0180(10) -.0010(7) C(2) .0460(10) .0245(7) .0450(10) .0025(7) .0159(8) .0006(6) C(3) .0540(10) .0263(8) .0450(10) .0020(8) .0175(9) -.0002(7) C(4) .065(2) .0293(9) .0560(10) -.0013(9) .0170(10) -.0075(9) C(5) .0450(10) .0246(7) .0480(10) -.0004(7) .0165(9) -.0008(7) C(6) .078(2) .0233(8) .068(2) -.0045(9) .0230(10) .0015(9) C(7) .067(2) .0199(7) .0630(10) .0077(9) .0150(10) .0057(8) C(8) .0580(10) .0360(10) .0590(10) .0057(9) .0090(10) .0005(9) C(9) .0390(10) .0235(6) .0450(10) -.0020(7) .0115(8) -.0020(7) C(10) .0410(10) .0280(8) .0550(10) .0000(7) .0158(9) -.0016(8) C(11) .0460(10) .0380(10) .0570(10) .0029(9) .0060(10) .0023(9) C(12) .0640(10) .0336(9) .0440(10) -.0011(9) .0090(10) .0010(8) C(13) .0510(10) .0430(10) .0490(10) .0021(9) .0170(10) -.0011(9) C(14) .0420(10) .0390(10) .0480(10) .0020(8) .0125(9) .0015(8) C(15) .0590(10) .0318(8) .0400(9) .0029(9) .0156(9) -.0005(7) C(16) .067(2) .0336(9) .0600(10) .0050(10) .0260(10) .0028(9) C(17) .065(2) .0480(10) .0610(10) .0050(10) .0290(10) .0000(10) C(18) .071(2) .0500(10) .0480(10) -.0060(10) .0260(10) .0050(10) C(19) .084(2) .0430(10) .066(2) .0110(10) .0320(10) .0190(10) C(20) .079(2) .0400(10) .066(2) .0150(10) .0350(10) .0140(10) 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 Cl(1) C(10) . . 1.742(2) no Cl(2) C(12) . . 1.739(3) no Cl(3) C(18) . . 1.734(3) no N(1) C(1) . . 1.360(3) no N(1) C(4) . . 1.364(3) no N(1) H(1) . . .960 no N(2) C(5) . . 1.479(3) no N(2) C(6) . . 1.357(3) no N(2) C(8) . . 1.362(4) no N(3) C(7) . . 1.360(5) no N(3) C(8) . . 1.370(4) no C(1) C(2) . . 1.379(3) no C(1) H(2) . . .960 no C(2) C(3) . . 1.429(3) no C(2) C(5) . . 1.503(3) no C(3) C(4) . . 1.382(3) no C(3) C(15) . . 1.472(3) no C(4) H(3) . . .960 no C(5) C(9) . . 1.522(3) no C(5) H(4) . . .960 no C(6) C(7) . . 1.316(4) no C(6) H(5) . . .960 no C(7) H(6) . . .960 no C(8) H(7) . . .960 no C(9) C(10) . . 1.392(4) no C(9) C(14) . . 1.395(3) no C(10) C(11) . . 1.381(4) no C(11) C(12) . . 1.388(3) no C(11) H(8) . . .960 no C(12) C(13) . . 1.375(4) no C(13) C(14) . . 1.395(4) no C(13) H(9) . . .960 no C(14) H(10) . . .960 no C(15) C(16) . . 1.391(4) no C(15) C(20) . . 1.402(4) no C(16) C(17) . . 1.389(4) no C(16) H(11) . . .960 no C(17) C(18) . . 1.383(4) no C(17) H(12) . . .960 no C(18) C(19) . . 1.373(4) no C(19) C(20) . . 1.397(4) no C(19) H(13) . . .960 no C(20) H(14) . . .960 no