data_2011516 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 1391 _journal_page_last 1393 _publ_section_title ; Racemic and chiral crystals of 1-[N-(chloroacetyl)carbamoylamino]-2,3-dihydro-1H-inden-2-yl chloroacetate ; loop_ _publ_author_name 'Eishima, Makoto' 'Ohba, Shigeru' 'Suzuki, Masumi' 'Nagasawa, Chiaki' 'Sugai, Takeshi' _chemical_formula_moiety 'C14 H14 Cl2 N2 O4' _chemical_formula_sum 'C14 H14 Cl2 N2 O4' _chemical_formula_weight 345.18 _chemical_melting_point 446 _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 10.017(3) _cell_length_b 16.575(6) _cell_length_c 4.883(3) _cell_angle_alpha 95.63(3) _cell_angle_beta 90.84(4) _cell_angle_gamma 106.28(3) _cell_volume 773.8(6) _cell_formula_units_Z 2 _cell_measurement_temperature 298.0(10) _exptl_crystal_density_diffrn 1.481 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 Cl1 .13120(10) 1.01781(6) .7967(2) .0790(3) Uani d . 1.00 . . Cl Cl2 -.30480(10) .76653(8) -.2329(3) .1027(4) Uani d . 1.00 . . Cl O3 .4641(2) .89670(10) -.1426(4) .0554(5) Uani d . 1.00 . . O O4 .1663(2) .87410(10) .4446(5) .0622(6) Uani d . 1.00 . . O O5 .0457(2) .71470(10) -.1336(4) .0477(5) Uani d . 1.00 . . O O6 -.1033(3) .6845(2) -.5006(5) .0827(8) Uani d . 1.00 . . O N7 .2942(3) .80190(10) .0507(5) .0466(6) Uani d . 1.00 . . N N8 .3531(2) .94360(10) .2149(5) .0415(5) Uani d . 1.00 . . N C9 .1493(3) .6902(2) -.3007(5) .0469(7) Uani d . 1.00 . . C C10 .1247(3) .5944(2) -.3285(6) .0522(7) Uani d . 1.00 . . C C11 .2226(3) .5799(2) -.1167(6) .0463(7) Uani d . 1.00 . . C C12 .2338(4) .5042(2) -.0318(7) .0629(9) Uani d . 1.00 . . C C13 .3331(5) .5055(2) .1631(9) .0780(10) Uani d . 1.00 . . C C14 .4248(4) .5806(3) .2763(8) .0760(10) Uani d . 1.00 . . C C15 .4174(3) .6571(2) .1914(7) .0594(8) Uani d . 1.00 . . C C16 .3157(3) .6556(2) -.0063(6) .0441(6) Uani d . 1.00 . . C C17 .2915(3) .7286(2) -.1413(5) .0442(6) Uani d . 1.00 . . C C18 .3745(3) .8790(2) .0269(5) .0387(6) Uani d . 1.00 . . C C19 .2519(3) .9386(2) .4008(6) .0431(6) Uani d . 1.00 . . C C20 .2573(4) 1.0246(2) .5479(7) .0580(8) Uani d . 1.00 . . C C21 -.0721(4) .7148(2) -.2672(7) .0579(8) Uani d . 1.00 . . C C22 -.1534(4) .7566(3) -.0749(9) .0840(10) Uani d . 1.00 . . C H7 .235(3) .801(2) .154(6) .04990(10) Uiso d . 1.00 . . H H8 .405(3) .990(2) .195(6) .05160(10) Uiso d . 1.00 . . H H9 .1499 .7108 -.4778 .0561 Uiso calc . 1.00 . . H H10A .0304 .5656 -.2971 .0631 Uiso calc . 1.00 . . H H10B .1454 .5743 -.5106 .0631 Uiso calc . 1.00 . . H H12 .1711 .4514 -.1101 .0769 Uiso calc . 1.00 . . H H13 .3403 .4538 .2255 .0945 Uiso calc . 1.00 . . H H14 .4969 .5804 .4116 .0910 Uiso calc . 1.00 . . H H15 .4808 .7096 .2701 .0734 Uiso calc . 1.00 . . H H17 .3622 .7451 -.2711 .0523 Uiso calc . 1.00 . . H H20A .3476 1.0496 .6332 .0712 Uiso calc . 1.00 . . H H20B .2421 1.0603 .4137 .0712 Uiso calc . 1.00 . . H H22A -.0960 .8118 -.0041 .1013 Uiso calc . 1.00 . . H H22B -.1784 .7242 .0794 .1013 Uiso calc . 1.00 . . 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 Cl1 .0800(6) .0874(6) .0719(6) .0342(5) .0158(5) -.0135(5) Cl2 .0599(6) .1116(9) .1410(10) .0236(5) -.0187(6) .0410(8) O3 .0530(10) .0318(9) .0730(10) -.0011(8) .0250(10) -.0020(9) O4 .0690(10) .0390(10) .0710(10) .0019(10) .0280(10) .0015(10) O5 .0580(10) .0450(10) .0390(10) .0157(9) -.0066(9) -.0010(8) O6 .097(2) .087(2) .0560(10) .0190(10) -.0290(10) -.0060(10) N7 .0580(10) .0280(10) .0450(10) -.0016(10) .0170(10) -.0017(9) N8 .0440(10) .0240(10) .0500(10) .0001(9) .0060(10) .0003(9) C9 .066(2) .0340(10) .0340(10) .0040(10) .0080(10) .0000(10) C10 .060(2) .0340(10) .051(2) -.0030(10) .0120(10) -.0070(10) C11 .057(2) .0300(10) .047(2) .0060(10) .0190(10) -.0020(10) C12 .084(2) .0330(10) .069(2) .0130(10) .023(2) -.0020(10) C13 .105(3) .056(2) .087(3) .041(2) .017(2) .014(2) C14 .080(2) .079(3) .080(3) .041(2) -.001(2) .005(2) C15 .058(2) .055(2) .061(2) .0140(10) .006(2) -.005(2) C16 .051(2) .0340(10) .0430(10) .0070(10) .0150(10) -.0030(10) C17 .053(2) .0290(10) .0430(10) -.0010(10) .0150(10) -.0010(10) C18 .0370(10) .0280(10) .0460(10) .0025(10) .0010(10) .0010(10) C19 .0480(10) .0350(10) .0440(10) .0090(10) .0020(10) .0030(10) C20 .073(2) .044(2) .057(2) .0180(10) .011(2) -.0030(10) C21 .071(2) .041(2) .056(2) .0090(10) -.016(2) .0070(10) C22 .086(3) .085(3) .091(3) .049(2) -.031(2) -.014(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 Cl1 C20 . . 1.754(4) yes Cl2 C22 . . 1.747(5) yes O3 C18 . . 1.224(3) no O4 C19 . . 1.208(3) no O5 C9 . . 1.450(4) no O5 C21 . . 1.341(4) no O6 C21 . . 1.199(4) no N7 C17 . . 1.454(3) no N7 C18 . . 1.323(3) no N7 H7 . . .79(3) no N8 C18 . . 1.406(3) no N8 C19 . . 1.361(4) no N8 H8 . . .81(3) no C9 C10 . . 1.529(4) no C9 C17 . . 1.550(4) no C9 H9 . . .960 no C10 C11 . . 1.497(4) no C10 H10A . . .953 no C10 H10B . . .965 no C11 C12 . . 1.392(4) no C11 C16 . . 1.391(3) no C12 C13 . . 1.360(6) no C12 H12 . . .962 no C13 C14 . . 1.381(5) no C13 H13 . . .959 no C14 C15 . . 1.393(6) no C14 H14 . . .972 no C15 C16 . . 1.386(4) no C15 H15 . . .962 no C16 C17 . . 1.507(4) no C17 H17 . . .957 no C19 C20 . . 1.519(4) no C20 H20A . . .953 no C20 H20B . . .963 no C21 C22 . . 1.495(6) no C22 H22A . . .961 no C22 H22B . . .963 no