data_2004731 _journal_name_full 'Acta Crystallographica' _journal_year 1996 _journal_volume C52 _journal_page_first 901 _journal_page_last 904 _publ_section_title ; Absolute Configuration of D-Brompheniramine Hydrogen Maleate ; _chemical_formula_iupac 'C16 H20 Br N2 1+,C4 H3 O4 1-' _chemical_formula_moiety 'C16 H20 Br N2,C4 H3 O4 ' _chemical_formula_sum 'C20 H23 Br N2 O4 ' _chemical_formula_structural 'C16 H20 Br N2,C4 H3 O4 ' _chemical_formula_analytical 'C20 H23 Br N2 O4 ' _chemical_formula_weight 435.32 _symmetry_cell_setting triclinic loop_ _symmetry_equiv_pos_as_xyz '+x, +y, +z' _symmetry_space_group_name_H-M 'P 1' _cell_length_a 9.796(4) _cell_length_b 17.725(7) _cell_length_c 6.042(1) _cell_angle_alpha 97.22(2) _cell_angle_beta 95.70(2) _cell_angle_gamma 104.65(3) _cell_volume 997.5(6) _cell_formula_units_Z 2 _exptl_crystal_density_diffrn 1.449 _cell_measurement_temperature 200 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv BrA 0.0101 0.0094 -0.0018 0.090(1) O1A 0.5346(6) 0.2601(4) -0.1013(10) 0.048(2) O2A 0.7043(6) 0.2761(4) 0.1839(11) 0.048(2) O3A 0.2814(6) 0.2506(4) -0.1498(11) 0.050(2) O4A 0.1177(6) 0.2614(4) 0.0691(10) 0.050(2) N1A 0.5845(12) -0.0410(7) 0.7857(18) 0.062(4) N2A 0.9277(7) 0.2471(5) 0.7065(12) 0.031(2) C1A 0.627(2) -0.1073(10) 0.793(3) 0.086(6) C2A 0.705(2) -0.1337(10) 0.646(3) 0.087(7) C3A 0.755(2) -0.0899(9) 0.495(2) 0.072(5) C4A 0.716(1) -0.0203(8) 0.478(2) 0.051(4) C5A 0.631(1) 0.0019(7) 0.628(2) 0.038(3) C6A 0.581(1) 0.0762(6) 0.621(2) 0.034(3) C7A 0.441(1) 0.0591(7) 0.467(2) 0.031(3) C8A 0.427(1) 0.0267(7) 0.244(2) 0.037(3) C9A 0.297(1) 0.0104(8) 0.101(2) 0.048(4) C10A 0.186(1) 0.0328(8) 0.194(2) 0.050(4) C11A 0.196(1) 0.0652(8) 0.407(2) 0.052(4) C12A 0.325(1) 0.0796(7) 0.552(2) 0.041(4) C13A 0.6897(9) 0.1464(5) 0.564(2) 0.034(3) C14A 0.8227(9) 0.1736(6) 0.742(2) 0.036(3) C15A 0.9905(10) 0.2379(6) 0.494(2) 0.046(3) C16A 0.8696(9) 0.3159(5) 0.731(1) 0.032(3) C17A 0.5806(10) 0.2687(6) 0.109(2) 0.033(2) C18A 0.481(1) 0.2718(6) 0.283(2) 0.033(3) C19A 0.3397(9) 0.2654(6) 0.253(1) 0.035(3) C20A 0.238(1) 0.2578(7) 0.043(2) 0.030(3) BrB 0.8732(1) 0.7230(1) 1.1786(3) 0.073(1) O1B 0.3753(7) 0.4566(5) 1.0819(13) 0.052(2) O2B 0.2092(6) 0.4484(4) 0.8014(11) 0.051(2) O3B 0.6286(8) 0.4695(5) 1.1347(13) 0.050(3) O4B 0.8001(6) 0.4815(4) 0.9202(11) 0.052(2) N1B 0.2990(12) 0.7552(6) 0.4261(18) 0.051(3) N2B -0.0037(7) 0.5046(5) 0.2783(12) 0.037(2) C1B 0.271(2) 0.8240(9) 0.398(3) 0.071(5) C2B 0.186(2) 0.8547(9) 0.525(3) 0.077(6) C3B 0.127(2) 0.8157(9) 0.686(3) 0.073(6) C4B 0.153(1) 0.7441(8) 0.711(2) 0.053(4) C5B 0.239(1) 0.7155(7) 0.579(2) 0.039(3) C6B 0.275(1) 0.6393(7) 0.608(2) 0.033(3) C7B 0.427(1) 0.6565(7) 0.744(2) 0.033(3) C8B 0.447(1) 0.6942(8) 0.965(2) 0.042(3) C9B 0.577(1) 0.7118(7) 1.094(2) 0.039(3) C10B 0.688(1) 0.6953(8) 1.004(2) 0.050(4) C11B 0.674(1) 0.6570(7) 0.785(2) 0.044(4) C12B 0.541(1) 0.6398(7) 0.655(2) 0.044(4) C13B 0.2579(9) 0.5855(5) 0.387(2) 0.034(3) C14B 0.1191(9) 0.5682(5) 0.229(1) 0.037(3) C15B -0.063(1) 0.5265(8) 0.484(2) 0.058(4) C16B 0.0313(10) 0.4291(6) 0.274(2) 0.046(3) C17B 0.329(1) 0.4480(7) 0.869(2) 0.039(2) C18B 0.4298(9) 0.4383(6) 0.708(1) 0.037(3) C19B 0.5697(9) 0.4463(6) 0.736(1) 0.038(3) C20B 0.6726(10) 0.4682(6) 0.946(2) 0.039(2) H1O1A 0.4356 0.2563 -0.1201 0.0573 H1N2A 1.0043 0.2575 0.8255 0.0374 H11A 0.6011 -0.1373 0.9093 0.1041 H21A 0.7235 -0.1835 0.6496 0.1042 H31A 0.8176 -0.1057 0.3989 0.0864 H41A 0.7472 0.0109 0.3646 0.0602 H61A 0.5617 0.0916 0.7690 0.0404 H81A 0.5070 0.0150 0.1852 0.0446 H91A 0.2859 -0.0145 -0.0509 0.0580 H111A 0.1158 0.0787 0.4620 0.0625 H121A 0.3336 0.1028 0.7050 0.0492 H131A 0.7174 0.1316 0.4223 0.0405 H132A 0.6476 0.1889 0.5565 0.0405 H141A 0.8690 0.1324 0.7387 0.0429 H142A 0.7931 0.1830 0.8854 0.0429 H151A 1.0284 0.1934 0.4868 0.0558 H152A 0.9189 0.2304 0.3689 0.0558 H153A 1.0646 0.2840 0.4901 0.0558 H161A 0.9431 0.3623 0.7278 0.0389 H162A 0.7958 0.3098 0.6097 0.0389 H163A 0.8322 0.3200 0.8694 0.0389 H181A 0.5235 0.2792 0.4351 0.0401 H191A 0.2974 0.2658 0.3883 0.0420 H1O1B 0.4718 0.4547 1.1001 0.0630 H1N2B -0.0777 0.4969 0.1568 0.0443 H11B 0.3125 0.8520 0.2866 0.0846 H21B 0.1670 0.9033 0.5013 0.0922 H31B 0.0691 0.8373 0.7790 0.0880 H41B 0.1109 0.7149 0.8196 0.0633 H61B 0.2089 0.6128 0.6970 0.0398 H81B 0.3691 0.7076 1.0277 0.0506 H91B 0.5891 0.7359 1.2465 0.0467 H111B 0.7523 0.6431 0.7255 0.0533 H121B 0.5296 0.6160 0.5020 0.0522 H131B 0.3325 0.6087 0.3075 0.0404 H132B 0.2691 0.5363 0.4212 0.0404 H141B 0.1377 0.5527 0.0813 0.0443 H142B 0.0904 0.6156 0.2349 0.0443 H151B 0.0059 0.5333 0.6122 0.0698 H152B -0.0891 0.5744 0.4768 0.0698 H153B -0.1453 0.4858 0.4965 0.0698 H161B -0.0486 0.3904 0.3044 0.0551 H162B 0.0549 0.4132 0.1305 0.0551 H163B 0.1100 0.4346 0.3863 0.0551 H181B 0.3866 0.4236 0.5550 0.0453 H191B 0.6095 0.4365 0.6014 0.0461