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#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/99/1519976.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_1519976
loop_
_publ_author_name
'Callear, Samantha K.'
'Hursthouse, Michael B.'
'Threlfall, Terence L.'
_publ_section_title
;
 Pyrrolidinium DL-tartrate dihydrate
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              587
_journal_year                    2008
_chemical_formula_sum            'C8 H19 N O8'
_chemical_formula_weight         257.24
_chemical_name_systematic
;
Pyrrolidinium DL-tartrate dihydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                106.343(45)
_cell_angle_beta                 101.093(43)
_cell_angle_gamma                93.796(58)
_cell_formula_units_Z            2
_cell_length_a                   7.2670(45)
_cell_length_b                   7.3373(36)
_cell_length_c                   11.6052(51)
_cell_measurement_reflns_used    2550
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     577.9(6)
_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 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0954
_diffrn_reflns_av_sigmaI/netI    0.1253
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10779
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.96
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  0.9987
_exptl_absorpt_correction_T_min  0.9882
_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    1.478
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       0.044(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2635
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.1574
_refine_ls_R_factor_gt           0.0808
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0371P)²+0.3956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1105
_refine_ls_wR_factor_ref         0.1360
_reflns_number_gt                1472
_reflns_number_total             2635
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-587.cif
_cod_data_source_block           04skc0010p-1
_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/587)

More at:
http://ecrystals.chem.soton.ac.uk/587/
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519976
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.4663(4) 0.4032(4) 0.6180(3) 0.0179(7) Uani 1 1 d . . .
C2 C 0.2586(4) 0.4186(4) 0.6175(3) 0.0181(7) Uani 1 1 d . . .
H2 H 0.2113 0.4938 0.5608 0.022 Uiso 1 1 calc R . .
C3 C 0.2396(4) 0.5278(4) 0.7460(3) 0.0203(7) Uani 1 1 d . . .
H3 H 0.2899 0.6652 0.7630 0.024 Uiso 1 1 calc R . .
C4 C 0.0347(4) 0.5176(4) 0.7556(3) 0.0193(7) Uani 1 1 d . . .
O1A O 0.5169(2) 0.2408(3) 0.58432(18) 0.0211(5) Uani 1 1 d . . .
O1B O 0.5758(2) 0.5599(3) 0.65299(18) 0.0201(5) Uani 1 1 d . . .
O2 O 0.1461(2) 0.2382(3) 0.57598(19) 0.0240(5) Uani 1 1 d . . .
H2O H 0.2161 0.1518 0.5776 0.036 Uiso 1 1 calc R . .
O3 O 0.3482(3) 0.4561(3) 0.83416(19) 0.0299(6) Uani 1 1 d . . .
H3O H 0.2858 0.4467 0.8865 0.045 Uiso 1 1 calc R . .
O4A O -0.0739(3) 0.5576(3) 0.66430(19) 0.0237(5) Uani 1 1 d . . .
H4 H -0.1869 0.5464 0.6710 0.036 Uiso 1 1 calc R . .
O4B O -0.0177(3) 0.4811(3) 0.84031(19) 0.0251(5) Uani 1 1 d . . .
C22 C 0.1816(4) -0.0078(4) 0.2745(3) 0.0242(7) Uani 1 1 d . . .
H22A H 0.1314 0.0976 0.3288 0.029 Uiso 1 1 calc R . .
H22B H 0.1481 -0.1285 0.2923 0.029 Uiso 1 1 calc R . .
C23 C 0.1059(4) -0.0256(5) 0.1411(3) 0.0265(8) Uani 1 1 d . . .
H23A H 0.0947 0.1018 0.1289 0.032 Uiso 1 1 calc R . .
H23B H -0.0192 -0.1047 0.1095 0.032 Uiso 1 1 calc R . .
C24 C 0.2542(4) -0.1234(5) 0.0782(3) 0.0300(8) Uani 1 1 d . . .
H24A H 0.2370 -0.2629 0.0661 0.036 Uiso 1 1 calc R . .
H24B H 0.2483 -0.1012 -0.0027 0.036 Uiso 1 1 calc R . .
C25 C 0.4393(4) -0.0293(5) 0.1668(3) 0.0313(8) Uani 1 1 d . . .
H25A H 0.5330 -0.1215 0.1652 0.038 Uiso 1 1 calc R . .
H25B H 0.4917 0.0816 0.1452 0.038 Uiso 1 1 calc R . .
N21 N 0.3921(3) 0.0347(3) 0.2918(2) 0.0227(6) Uani 1 1 d . . .
H21A H 0.4534 -0.0298 0.3421 0.027 Uiso 1 1 calc R . .
H21B H 0.4301 0.1638 0.3278 0.027 Uiso 1 1 calc R . .
O1W O 0.2248(3) 0.8675(3) 0.5622(2) 0.0252(5) Uani 1 1 d D . .
H1W H 0.110(3) 0.823(6) 0.528(3) 0.079(15) Uiso 1 1 d D . .
H2W H 0.291(4) 0.817(6) 0.514(3) 0.078(16) Uiso 1 1 d D . .
O2W O 0.2997(3) 0.3572(3) 1.0369(2) 0.0294(6) Uani 1 1 d D . .
H21W H 0.406(3) 0.411(9) 1.081(5) 0.19(3) Uiso 1 1 d D . .
H22W H 0.217(4) 0.402(5) 1.074(3) 0.053(13) Uiso 1 1 d D . .
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 124.9(3) . .
O1A C1 C2 118.7(3) . .
O1B C1 C2 116.3(2) . .
O2 C2 C3 110.5(2) . .
O2 C2 C1 112.8(2) . .
C3 C2 C1 109.2(2) . .
O2 C2 H2 108.1 . .
C3 C2 H2 108.1 . .
C1 C2 H2 108.1 . .
O3 C3 C4 110.7(2) . .
O3 C3 C2 110.2(2) . .
C4 C3 C2 111.1(2) . .
O3 C3 H3 108.3 . .
C4 C3 H3 108.3 . .
C2 C3 H3 108.3 . .
O4B C4 O4A 125.3(3) . .
O4B C4 C3 122.7(3) . .
O4A C4 C3 112.0(3) . .
C2 O2 H2O 109.5 . .
C3 O3 H3O 109.5 . .
C4 O4A H4 109.5 . .
N21 C22 C23 104.0(2) . .
N21 C22 H22A 111.0 . .
C23 C22 H22A 111.0 . .
N21 C22 H22B 111.0 . .
C23 C22 H22B 111.0 . .
H22A C22 H22B 109.0 . .
C22 C23 C24 103.1(2) . .
C22 C23 H23A 111.1 . .
C24 C23 H23A 111.1 . .
C22 C23 H23B 111.1 . .
C24 C23 H23B 111.1 . .
H23A C23 H23B 109.1 . .
C25 C24 C23 103.6(3) . .
C25 C24 H24A 111.0 . .
C23 C24 H24A 111.0 . .
C25 C24 H24B 111.0 . .
C23 C24 H24B 111.0 . .
H24A C24 H24B 109.0 . .
N21 C25 C24 105.4(2) . .
N21 C25 H25A 110.7 . .
C24 C25 H25A 110.7 . .
N21 C25 H25B 110.7 . .
C24 C25 H25B 110.7 . .
H25A C25 H25B 108.8 . .
C22 N21 C25 107.9(2) . .
C22 N21 H21A 110.1 . .
C25 N21 H21A 110.1 . .
C22 N21 H21B 110.1 . .
C25 N21 H21B 110.1 . .
H21A N21 H21B 108.4 . .
H1W O1W H2W 107(3) . .
H21W O2W H22W 108(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1A 1.248(3) .
C1 O1B 1.270(3) .
C1 C2 1.521(4) .
C2 O2 1.414(3) .
C2 C3 1.518(4) .
C2 H2 1.0000 .
C3 O3 1.412(3) .
C3 C4 1.513(4) .
C3 H3 1.0000 .
C4 O4B 1.209(3) .
C4 O4A 1.310(3) .
O2 H2O 0.8400 .
O3 H3O 0.8400 .
O4A H4 0.8400 .
C22 N21 1.504(4) .
C22 C23 1.505(4) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 C24 1.523(4) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 C25 1.513(4) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C25 N21 1.507(4) .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
N21 H21A 0.9200 .
N21 H21B 0.9200 .
O1W H1W 0.848(18) .
O1W H2W 0.833(18) .
O2W H21W 0.84(2) .
O2W H22W 0.839(18) .
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
O2 H2O O1A 0.84 2.22 2.676(3) 114.2 .
O3 H3O O2W 0.84 2.02 2.726(3) 141.6 .
O3 H3O O4B 0.84 2.22 2.691(3) 115.9 .
O2 H2O O1W 0.84 2.05 2.783(3) 145.6 1_545
O4A H4 O1B 0.84 1.71 2.525(3) 162.9 1_455
N21 H21A O1A 0.92 1.97 2.835(3) 155.4 2_656
N21 H21B O1B 0.92 1.98 2.844(3) 155.8 2_666
O1W H2W O1A 0.833(18) 1.962(19) 2.777(3) 166(4) 2_666
O1W H1W O2 0.848(18) 1.96(2) 2.793(3) 165(4) 2_566
O2W H21W O3 0.84(2) 1.91(2) 2.752(4) 173(7) 2_667
O2W H22W O4B 0.839(18) 2.014(19) 2.852(3) 177(4) 2_567
