#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/99/1519967.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1519967
loop_
_publ_author_name
'Callear, Samantha K.'
'Hursthouse, Michael B.'
'Threlfall, Terence L.'
_publ_section_title
;
 Diethylammonium DL-tartrate
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              588
_journal_year                    2008
_chemical_formula_sum            'C8 H17 N O6'
_chemical_formula_weight         223.23
_chemical_name_systematic
;
Diethylammonium DL-tartrate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 94.415(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1431(13)
_cell_length_b                   9.4941(19)
_cell_length_c                   14.362(3)
_cell_measurement_reflns_used    2627
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1107.1(4)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_av_sigmaI/netI    0.0448
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13628
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.30
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  0.9966
_exptl_absorpt_correction_T_min  0.9841
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         2539
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0458
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0342P)²+0.6096P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.1044
_reflns_number_gt                1953
_reflns_number_total             2539
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-588.cif
_cod_data_source_block           04skc0013p21c
_cod_depositor_comments
;
Citation :
Callear, Samantha K. and Hursthouse, Michael B. and 
Threlfall, Terence L. (2008) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/588)

More at:
http://ecrystals.chem.soton.ac.uk/588/
;
_cod_original_cell_volume        1107.0(4)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               1519967
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'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.74355(19) 0.07492(16) -0.08635(11) 0.0187(3) Uani 1 1 d . . .
C2 C 0.79130(19) 0.09836(17) 0.01692(11) 0.0183(3) Uani 1 1 d . . .
H2 H 0.9095 0.0706 0.0291 0.022 Uiso 1 1 calc R . .
C3 C 0.77771(18) 0.25401(17) 0.04109(11) 0.0182(3) Uani 1 1 d . . .
H3 H 0.8469 0.3094 -0.0004 0.022 Uiso 1 1 calc R . .
C4 C 0.84275(19) 0.27793(17) 0.14258(11) 0.0190(3) Uani 1 1 d . . .
O1A O 0.62273(14) 0.00862(12) -0.11527(8) 0.0249(3) Uani 1 1 d . . .
O1B O 0.84723(14) 0.13664(13) -0.13841(8) 0.0244(3) Uani 1 1 d . . .
H1 H 0.8085 0.1363 -0.1943 0.037 Uiso 1 1 calc R . .
O2 O 0.69836(14) 0.01427(12) 0.07407(8) 0.0220(3) Uani 1 1 d . . .
H2O H 0.5991 0.0390 0.0676 0.033 Uiso 1 1 calc R . .
O3 O 0.61179(13) 0.29819(13) 0.02486(8) 0.0234(3) Uani 1 1 d . . .
H3O H 0.5776 0.3280 0.0749 0.035 Uiso 1 1 calc R . .
O4A O 0.98319(14) 0.23446(14) 0.16691(8) 0.0305(3) Uani 1 1 d . . .
O4B O 0.74620(14) 0.34281(12) 0.19240(8) 0.0247(3) Uani 1 1 d . . .
C21 C 0.7977(2) -0.3470(2) 0.08081(13) 0.0325(4) Uani 1 1 d . . .
H21A H 0.9088 -0.3714 0.1069 0.049 Uiso 1 1 calc R . .
H21B H 0.8035 -0.2662 0.0387 0.049 Uiso 1 1 calc R . .
H21C H 0.7494 -0.4276 0.0460 0.049 Uiso 1 1 calc R . .
C22 C 0.6920(2) -0.30977(18) 0.15907(12) 0.0249(4) Uani 1 1 d . . .
H22A H 0.5789 -0.2877 0.1329 0.030 Uiso 1 1 calc R . .
H22B H 0.6859 -0.3914 0.2016 0.030 Uiso 1 1 calc R . .
C24 C 0.6587(2) -0.13969(18) 0.28805(12) 0.0249(4) Uani 1 1 d . . .
H24A H 0.6567 -0.2145 0.3360 0.030 Uiso 1 1 calc R . .
H24B H 0.5442 -0.1236 0.2618 0.030 Uiso 1 1 calc R . .
C25 C 0.7263(3) -0.0060(2) 0.33260(14) 0.0356(5) Uani 1 1 d . . .
H25A H 0.8399 -0.0218 0.3580 0.053 Uiso 1 1 calc R . .
H25B H 0.6586 0.0218 0.3831 0.053 Uiso 1 1 calc R . .
H25C H 0.7242 0.0690 0.2856 0.053 Uiso 1 1 calc R . .
N23 N 0.76163(16) -0.18621(14) 0.21244(9) 0.0192(3) Uani 1 1 d . . .
H23A H 0.8651 -0.2089 0.2383 0.023 Uiso 1 1 calc R . .
H23B H 0.7725 -0.1125 0.1718 0.023 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
O1A C1 O1B 125.33(15) . .
O1A C1 C2 123.32(14) . .
O1B C1 C2 111.34(13) . .
O2 C2 C1 112.17(13) . .
O2 C2 C3 111.45(13) . .
C1 C2 C3 110.27(13) . .
O2 C2 H2 107.6 . .
C1 C2 H2 107.6 . .
C3 C2 H2 107.6 . .
O3 C3 C2 109.55(13) . .
O3 C3 C4 111.64(12) . .
C2 C3 C4 109.58(13) . .
O3 C3 H3 108.7 . .
C2 C3 H3 108.7 . .
C4 C3 H3 108.7 . .
O4A C4 O4B 127.09(15) . .
O4A C4 C3 117.60(14) . .
O4B C4 C3 115.30(14) . .
C1 O1B H1 109.5 . .
C2 O2 H2O 109.5 . .
C3 O3 H3O 109.5 . .
C22 C21 H21A 109.5 . .
C22 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C22 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
N23 C22 C21 110.57(14) . .
N23 C22 H22A 109.5 . .
C21 C22 H22A 109.5 . .
N23 C22 H22B 109.5 . .
C21 C22 H22B 109.5 . .
H22A C22 H22B 108.1 . .
N23 C24 C25 110.60(14) . .
N23 C24 H24A 109.5 . .
C25 C24 H24A 109.5 . .
N23 C24 H24B 109.5 . .
C25 C24 H24B 109.5 . .
H24A C24 H24B 108.1 . .
C24 C25 H25A 109.5 . .
C24 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C24 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C24 N23 C22 113.29(13) . .
C24 N23 H23A 108.9 . .
C22 N23 H23A 108.9 . .
C24 N23 H23B 108.9 . .
C22 N23 H23B 108.9 . .
H23A N23 H23B 107.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1A 1.2139(19) .
C1 O1B 1.3086(19) .
C1 C2 1.520(2) .
C2 O2 1.4070(19) .
C2 C3 1.524(2) .
C2 H2 1.0000 .
C3 O3 1.4167(18) .
C3 C4 1.529(2) .
C3 H3 1.0000 .
C4 O4A 1.2405(19) .
C4 O4B 1.2633(19) .
O1B H1 0.8400 .
O2 H2O 0.8400 .
O3 H3O 0.8400 .
C21 C22 1.509(2) .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
C22 N23 1.489(2) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C24 N23 1.489(2) .
C24 C25 1.506(3) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
N23 H23A 0.9200 .
N23 H23B 0.9200 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3O O4B 0.84 2.10 2.6002(17) 118.2 .
N23 H23B O2 0.92 1.91 2.7712(18) 154.8 .
O1B H1 O4B 0.84 1.68 2.5123(17) 171.8 4_565
O2 H2O O1A 0.84 2.03 2.7335(16) 140.7 3_655
N23 H23A O4A 0.92 1.85 2.7079(18) 155.0 2_745
