#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/05/2200594.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2200594 loop_ _publ_author_name 'Rajagopal, K.' 'Krishnakumar, R. V.' 'Natarajan, S.' _publ_section_title ; \b-Alaninium maleate ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o922 _journal_page_last o924 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C3 H8 N O2 1+, C4 H3 O4 1-' _chemical_formula_moiety 'C3 H8 N O2 1+, C4 H3 O4 1-' _chemical_formula_sum 'C7 H11 N O6' _chemical_formula_weight 205.17 _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.000(17) _cell_angle_beta 99.730(16) _cell_angle_gamma 90.000(18) _cell_formula_units_Z 4 _cell_length_a 5.4186(11) _cell_length_b 22.951(5) _cell_length_c 7.4518(15) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 17 _cell_measurement_theta_min 6 _cell_volume 913.4(3) _computing_cell_refinement 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_collection 'Enraf-Nonius CAD-4' _computing_data_reduction 'CAD-4 Software' _computing_molecular_graphics 'PLATON (spek, 1999)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .991 _diffrn_measured_fraction_theta_max .991 _diffrn_measurement_device_type 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0193 _diffrn_reflns_av_sigmaI/netI .0161 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 1775 _diffrn_reflns_theta_full 24.96 _diffrn_reflns_theta_max 24.96 _diffrn_reflns_theta_min 2.91 _diffrn_standards_decay_% <2 _diffrn_standards_interval_count 200 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu .132 _exptl_absorpt_correction_T_max .99 _exptl_absorpt_correction_T_min .97 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.492 _exptl_crystal_density_meas 1.51 _exptl_crystal_density_method 'flotation in mixture of xylene and carbon tetrachloride' _exptl_crystal_description needle _exptl_crystal_F_000 432 _exptl_crystal_size_max .35 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .15 _refine_diff_density_max .304 _refine_diff_density_min -.297 _refine_ls_extinction_coef .047(14) _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.164 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 130 _refine_ls_number_reflns 1600 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.164 _refine_ls_R_factor_all .0555 _refine_ls_R_factor_gt .0384 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.1299P)^2^+0.1847P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1895 _reflns_number_gt 1344 _reflns_number_total 1600 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file bt6081.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_database_code 2200594 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x-1/2, y-1/2, -z-1/2' 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 O1 .9600(3) .65798(8) .9827(3) .0496(6) Uani d . 1 . . O H1 .8833 .6312 1.0209 .074 Uiso calc R 1 . . H O2 .5884(4) .70108(8) .9471(3) .0590(6) Uani d . 1 . . O N1 .9147(3) .85468(8) .7698(3) .0371(5) Uani d . 1 . . N H1A .8328 .8878 .7803 .056 Uiso calc R 1 . . H H1B .9073 .8462 .6525 .056 Uiso calc R 1 . . H H1C 1.0739 .8587 .8223 .056 Uiso calc R 1 . . H O3 .7870(3) .04863(7) .9235(3) .0475(6) Uani d . 1 . . O H3 .7334 .0178 .8765 .071 Uiso calc R 1 . . H O4 .6457(4) .13567(8) .9679(3) .0504(6) Uani d . 1 . . O O5 .6211(3) -.04031(7) .7561(2) .0450(5) Uani d . 1 . . O O6 .2587(3) -.06948(7) .5973(2) .0482(6) Uani d . 1 . . O C1 .8066(4) .70073(10) .9310(3) .0378(6) Uani d . 1 . . C C2 .9311(5) .75014(10) .8468(3) .0408(6) Uani d . 1 . . C H2A 1.1033 .7537 .9078 .049 Uiso calc R 1 . . H H2B .9329 .7414 .7196 .049 Uiso calc R 1 . . H C3 .7980(5) .80692(10) .8605(4) .0421(6) Uani d . 1 . . C H3A .6238 .8029 .8043 .051 Uiso calc R 1 . . H H3B .8030 .8166 .9878 .051 Uiso calc R 1 . . H C4 .6116(4) .08756(10) .8980(3) .0350(6) Uani d . 1 . . C C5 .3642(4) .07430(10) .7857(3) .0374(6) Uani d . 1 . . C H5 .2522 .1053 .7732 .045 Uiso calc R 1 . . H C6 .2744(4) .02598(10) .7000(3) .0373(6) Uani d . 1 . . C H6 .1098 .0286 .6399 .045 Uiso calc R 1 . . H C7 .3957(4) -.03178(9) .6848(3) .0339(6) Uani d . 1 . . C 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 O1 .0440(11) .0380(10) .0668(12) .0048(8) .0094(8) .0142(8) O2 .0438(11) .0502(12) .0876(15) .0067(8) .0241(10) .0223(10) N1 .0342(11) .0277(10) .0491(12) .0015(7) .0056(8) -.0011(8) O3 .0340(10) .0399(10) .0657(12) .0034(7) .0006(8) -.0109(8) O4 .0490(11) .0379(10) .0603(11) -.0004(7) -.0024(9) -.0136(8) O5 .0398(10) .0312(9) .0624(12) .0066(7) .0043(8) -.0059(7) O6 .0483(11) .0353(10) .0600(11) -.0048(8) .0061(8) -.0129(8) C1 .0392(13) .0355(13) .0392(12) .0027(9) .0080(9) .0009(9) C2 .0389(13) .0332(13) .0518(14) .0030(9) .0117(11) .0041(10) C3 .0413(13) .0346(13) .0536(14) .0033(9) .0169(11) .0032(10) C4 .0370(12) .0311(12) .0375(11) -.0008(9) .0076(9) .0004(9) C5 .0346(12) .0317(12) .0457(12) .0059(9) .0064(10) -.0034(9) C6 .0304(11) .0376(13) .0430(12) .0017(9) .0034(9) -.0032(10) C7 .0375(12) .0292(11) .0366(11) -.0012(9) .0106(9) .0008(9) 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 O1 C1 . 1.301(3) y O1 H1 . .8200 ? O2 C1 . 1.209(3) y N1 C3 . 1.484(3) y N1 H1A . .8900 ? N1 H1B . .8900 ? N1 H1C . .8900 ? O3 C4 . 1.295(3) y O3 H3 . .8200 ? O4 C4 . 1.222(3) y O5 C7 . 1.262(3) y O6 C7 . 1.250(3) y C1 C2 . 1.509(3) y C2 C3 . 1.501(3) y C2 H2A . .9700 ? C2 H2B . .9700 ? C3 H3A . .9700 ? C3 H3B . .9700 ? C4 C5 . 1.487(3) y C5 C6 . 1.330(3) y C5 H5 . .9300 ? C6 C7 . 1.492(3) y C6 H6 . .9300 ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C1 O1 H1 109.5 ? C3 N1 H1A 109.5 ? C3 N1 H1B 109.5 ? H1A N1 H1B 109.5 ? C3 N1 H1C 109.5 ? H1A N1 H1C 109.5 ? H1B N1 H1C 109.5 ? C4 O3 H3 109.5 ? O2 C1 O1 124.2(2) y O2 C1 C2 123.4(2) y O1 C1 C2 112.5(2) y C3 C2 C1 111.7(2) y C3 C2 H2A 109.3 ? C1 C2 H2A 109.3 ? C3 C2 H2B 109.3 ? C1 C2 H2B 109.3 ? H2A C2 H2B 107.9 ? N1 C3 C2 111.3(2) y N1 C3 H3A 109.4 ? C2 C3 H3A 109.4 ? N1 C3 H3B 109.4 ? C2 C3 H3B 109.4 ? H3A C3 H3B 108.0 ? O4 C4 O3 120.4(2) y O4 C4 C5 118.8(2) y O3 C4 C5 120.7(2) y C6 C5 C4 131.5(2) y C6 C5 H5 114.2 ? C4 C5 H5 114.2 ? C5 C6 C7 130.3(2) y C5 C6 H6 114.8 ? C7 C6 H6 114.8 ? O6 C7 O5 124.0(2) y O6 C7 C6 115.1(2) y O5 C7 C6 120.9(2) y loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA O1 H1 O6 2 .82 1.71 2.522(3) 172.0 N1 H1A O5 1_565 .89 2.00 2.880(3) 169.5 N1 H1B O2 2_564 .89 2.23 3.012(3) 145.9 N1 H1C O4 3_767 .89 1.99 2.823(3) 155.0 O3 H3 O5 . .82 1.66 2.481(2) 172.8 C2 H2B O2 2_564 .97 2.67 3.421(3) 134.1 C6 H6 O6 3_556 .93 2.61 3.477(3) 155.8 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag O2 C1 C2 C3 24.6(4) y O1 C1 C2 C3 -155.8(2) y C1 C2 C3 N1 -177.4(2) y O4 C4 C5 C6 -177.7(3) y O3 C4 C5 C6 1.4(4) y C4 C5 C6 C7 -1.3(5) y C5 C6 C7 O6 178.3(2) y C5 C6 C7 O5 -2.0(4) y