data_2013792 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2004 _journal_volume 60 _journal_page_first o125 _journal_page_last o126 _publ_section_title ; 4-Chloro-N-(trimethylammonio)benzamide chloride monohydrate ; loop_ _publ_author_name 'Muir, Kenneth W.' 'Morris, David G.' 'Chii, Cindy Ong Woei' _chemical_formula_moiety 'C10 H14 Cl N2 O 1+, Cl 1-, H2 O' _chemical_formula_sum 'C10 H16 Cl2 N2 O2' _chemical_formula_iupac 'C10 H14 Cl N2 O 1+, Cl 1-, H2 O' _chemical_formula_weight 267.15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.0302(2) _cell_length_b 9.9377(2) _cell_length_c 17.8571(5) _cell_angle_alpha 90 _cell_angle_beta 98.2790(10) _cell_angle_gamma 90 _cell_volume 1234.57(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _exptl_crystal_density_diffrn 1.437 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 0.6093(2) 1.04442(15) 0.12359(8) 0.0160(3) Uani d . 1 . . C H1A 0.5901 1.0478 0.0682 0.024 Uiso calc R 1 . . H H1B 0.6131 1.1362 0.1438 0.024 Uiso calc R 1 . . H H1C 0.5030 0.9949 0.1408 0.024 Uiso calc R 1 . . H C2 0.9659(2) 1.04958(15) 0.12910(9) 0.0169(3) Uani d . 1 . . C H2A 1.084 0.9986 0.1454 0.025 Uiso calc R 1 . . H H2B 0.9751 1.1382 0.1535 0.025 Uiso calc R 1 . . H H2C 0.9489 1.0609 0.074 0.025 Uiso calc R 1 . . H C3 0.8211(2) 0.96659(15) 0.23638(8) 0.0160(3) Uani d . 1 . . C H3A 0.7127 0.9174 0.2521 0.024 Uiso calc R 1 . . H H3B 0.8254 1.0578 0.2574 0.024 Uiso calc R 1 . . H H3C 0.9411 0.9196 0.2549 0.024 Uiso calc R 1 . . H C4 0.77291(18) 0.81360(14) 0.04700(8) 0.0122(3) Uani d . 1 . . C C5 0.76383(18) 0.66760(14) 0.02648(8) 0.0123(3) Uani d . 1 . . C C6 0.83602(19) 0.56595(14) 0.07634(8) 0.0133(3) Uani d . 1 . . C H6 0.8938 0.5883 0.1262 0.016 Uiso calc R 1 . . H C7 0.82417(19) 0.43234(14) 0.05375(8) 0.0140(3) Uani d . 1 . . C H7 0.8735 0.3629 0.0876 0.017 Uiso calc R 1 . . H C8 0.73898(19) 0.40194(14) -0.01925(8) 0.0138(3) Uani d . 1 . . C C9 0.66555(19) 0.50115(15) -0.06997(8) 0.0148(3) Uani d . 1 . . C H9 0.6067 0.4782 -0.1196 0.018 Uiso calc R 1 . . H C10 0.67965(19) 0.63441(14) -0.04700(8) 0.0138(3) Uani d . 1 . . C H10 0.6319 0.7036 -0.0813 0.017 Uiso calc R 1 . . H Cl1 0.32457(5) 0.84579(3) 0.262707(19) 0.01625(10) Uani d . 1 . . Cl Cl2 0.72520(5) 0.23452(3) -0.04804(2) 0.01815(10) Uani d . 1 . . Cl N1 0.79562(17) 0.83738(12) 0.12357(7) 0.0126(2) Uani d . 1 . . N N2 0.79629(16) 0.97424(11) 0.15125(6) 0.0124(2) Uani d . 1 . . N O1 0.76408(14) 0.90229(10) -0.00071(6) 0.0155(2) Uani d . 1 . . O O1W 0.67018(16) 0.66488(12) 0.22895(6) 0.0202(2) Uani d . 1 . . O H1 0.758(3) 0.7808(19) 0.1548(10) 0.023(5) Uiso d . 1 . . H H1W 0.558(3) 0.696(2) 0.2388(13) 0.047(6) Uiso d . 1 . . H H2W 0.664(3) 0.587(3) 0.2300(14) 0.056(8) Uiso d . 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 C1 0.0146(6) 0.0132(7) 0.0195(7) 0.0039(5) -0.0006(5) -0.0017(6) C2 0.0155(7) 0.0140(7) 0.0210(7) -0.0044(5) 0.0019(5) 0.0007(6) C3 0.0199(7) 0.0149(7) 0.0128(7) 0.0000(6) 0.0006(5) -0.0020(6) C4 0.0090(6) 0.0126(7) 0.0151(6) 0.0011(5) 0.0021(5) -0.0001(6) C5 0.0097(6) 0.0130(7) 0.0147(7) 0.0008(5) 0.0034(5) -0.0012(6) C6 0.0132(6) 0.0138(7) 0.0127(6) 0.0013(5) 0.0017(5) -0.0008(6) C7 0.0141(6) 0.0128(7) 0.0155(7) 0.0013(5) 0.0030(5) 0.0017(6) C8 0.0128(6) 0.0108(7) 0.0186(7) -0.0013(5) 0.0049(5) -0.0040(6) C9 0.0124(6) 0.0179(7) 0.0141(7) 0.0001(5) 0.0014(5) -0.0027(6) C10 0.0125(6) 0.0147(7) 0.0141(7) 0.0026(5) 0.0016(5) 0.0013(6) Cl1 0.01776(17) 0.01201(17) 0.01916(18) 0.00229(12) 0.00327(12) 0.00137(13) Cl2 0.01974(18) 0.01195(17) 0.02273(19) -0.00116(13) 0.00290(13) -0.00496(14) N1 0.0159(6) 0.0073(6) 0.0146(6) -0.0004(4) 0.0027(4) -0.0001(5) N2 0.0135(5) 0.0088(5) 0.0145(6) 0.0001(4) 0.0010(4) -0.0011(5) O1 0.0176(5) 0.0128(5) 0.0161(5) 0.0006(4) 0.0021(4) 0.0026(4) O1W 0.0240(6) 0.0121(6) 0.0263(6) 0.0013(4) 0.0099(4) 0.0031(5) 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 N2 . 1.5072(17) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 N2 . 1.5084(17) ? C2 H2A . 0.98 ? C2 H2B . 0.98 ? C2 H2C . 0.98 ? C3 N2 . 1.5069(17) ? C3 H3A . 0.98 ? C3 H3B . 0.98 ? C3 H3C . 0.98 ? C4 O1 . 1.2212(17) yes C4 N1 . 1.3739(18) yes C4 C5 . 1.4956(19) yes C5 C6 . 1.3931(19) ? C5 C10 . 1.3989(19) ? C6 C7 . 1.387(2) ? C6 H6 . 0.95 ? C7 C8 . 1.3872(19) ? C7 H7 . 0.95 ? C8 C9 . 1.387(2) ? C8 Cl2 . 1.7399(14) ? C9 C10 . 1.386(2) ? C9 H9 . 0.95 ? C10 H10 . 0.95 ? N1 N2 . 1.4469(16) yes N1 H1 . 0.860(19) ? O1W H1W . 0.89(2) ? O1W H2W . 0.78(3) ?