 
data_04skc0014p21c
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
1,3-diammoniumpropane DL-tartrate
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C7 H16 N2 O6'
_chemical_formula_weight          224.22
 
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'
 
_symmetry_cell_setting            monoclinic
_symmetry_space_group_name_H-M    P21/c
 
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                    8.8190(19)
_cell_length_b                    13.100(5)
_cell_length_c                    8.3959(19)
_cell_angle_alpha                 90.00
_cell_angle_beta                  97.52(3)
_cell_angle_gamma                 90.00
_cell_volume                      961.6(5)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     2302
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        lath
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.14
_exptl_crystal_size_mid           0.04
_exptl_crystal_size_min           0.02
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.549
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              480
_exptl_absorpt_coefficient_mu     0.135
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9813
_exptl_absorpt_correction_T_max   0.9973
_exptl_absorpt_process_details    'SADABS V2.10 (Sheldrick, G.M., 2003)' 
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature           120(2)
_diffrn_radiation_wavelength           0.71073
_diffrn_radiation_type                      MoK\a
_diffrn_radiation_source                  'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator    '10cm confocal mirrors'
_diffrn_measurement_device_type  'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             15357
_diffrn_reflns_av_R_equivalents   0.0483
_diffrn_reflns_av_sigmaI/netI     0.0328
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        -16
_diffrn_reflns_limit_k_max        17
_diffrn_reflns_limit_l_min        -10
_diffrn_reflns_limit_l_max        10
_diffrn_reflns_theta_min          3.11
_diffrn_reflns_theta_max          27.48
_reflns_number_total              2201
_reflns_number_gt                 1889
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'  
_computing_structure_solution     ?
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0587P)²+1.3889P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          2201
_refine_ls_number_parameters      164
_refine_ls_number_restraints      6
_refine_ls_R_factor_all           0.0626
_refine_ls_R_factor_gt            0.0514
_refine_ls_wR_factor_ref          0.1366
_refine_ls_wR_factor_gt           0.1294
_refine_ls_goodness_of_fit_ref    1.035
_refine_ls_restrained_S_all       1.034
_refine_ls_shift/su_max           0.025
_refine_ls_shift/su_mean          0.003
 
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 0.7341(2) 0.63350(15) -0.2053(2) 0.0140(4) Uani 1 1 d . . .
C2 C 0.8132(2) 0.57241(14) -0.0618(2) 0.0120(4) Uani 1 1 d . . .
H2 H 0.8452 0.5051 -0.1026 0.014 Uiso 1 1 calc R . .
C3 C 0.7030(2) 0.55233(14) 0.0603(2) 0.0120(4) Uani 1 1 d . . .
H3 H 0.6245 0.5031 0.0096 0.014 Uiso 1 1 calc R . .
C4 C 0.7847(2) 0.50048(14) 0.2120(2) 0.0123(4) Uani 1 1 d . . .
O1A O 0.6142(2) 0.59502(14) -0.2771(2) 0.0377(5) Uani 1 1 d . . .
O1B O 0.79447(17) 0.71426(11) -0.24109(19) 0.0207(3) Uani 1 1 d . . .
O2 O 0.94604(15) 0.62246(10) 0.01563(16) 0.0136(3) Uani 1 1 d . . .
H2A H 1.0189 0.6138 -0.0382 0.020 Uiso 1 1 calc R . .
O3 O 0.62384(15) 0.64179(10) 0.09578(17) 0.0149(3) Uani 1 1 d . . .
H3A H 0.6856 0.6832 0.1454 0.022 Uiso 1 1 calc R . .
O4A O 0.76899(15) 0.53817(10) 0.34583(16) 0.0148(3) Uani 1 1 d . . .
O4B O 0.86111(16) 0.42104(10) 0.19235(17) 0.0157(3) Uani 1 1 d . . .
C22A C -0.1240(7) 0.1431(18) 0.0973(12) 0.0140(13) Uani 0.506(5) 1 d PU A 1
H22A H -0.1510 0.0698 0.0975 0.017 Uiso 0.506(5) 1 calc PR A 1
H22B H -0.0875 0.1643 0.2089 0.017 Uiso 0.506(5) 1 calc PR A 1
C23A C -0.2620(15) 0.2061(5) 0.0297(8) 0.0140(13) Uani 0.506(5) 1 d PU A 1
H23A H -0.2313 0.2787 0.0263 0.017 Uiso 0.506(5) 1 calc PR A 1
H23B H -0.2961 0.1840 -0.0820 0.017 Uiso 0.506(5) 1 calc PR A 1
C24A C -0.3954(5) 0.1972(5) 0.1264(6) 0.0185(10) Uani 0.506(5) 1 d PU A 1
H24A H -0.3623 0.1461 0.2107 0.022 Uiso 0.506(5) 1 calc PR A 1
H24B H -0.3981 0.2634 0.1829 0.022 Uiso 0.506(5) 1 calc PR A 1
N21A N 0.0060(14) 0.1628(9) -0.0161(14) 0.0128(9) Uani 0.506(5) 1 d P A 1
H21A H -0.0226 0.1339 -0.1140 0.019 Uiso 0.506(5) 1 calc PR A 1
H21B H 0.0956 0.1345 0.0294 0.019 Uiso 0.506(5) 1 calc PR A 1
H21C H 0.0188 0.2312 -0.0282 0.019 Uiso 0.506(5) 1 calc PR A 1
N25A N -0.5336(3) 0.1762(3) 0.0798(4) 0.0128(9) Uani 0.506(5) 1 d P A 1
H25A H -0.5873 0.2350 0.0585 0.019 Uiso 0.506(5) 1 calc PR A 1
H25B H -0.5731 0.1409 0.1581 0.019 Uiso 0.506(5) 1 calc PR A 1
H25C H -0.5400 0.1375 -0.0108 0.019 Uiso 0.506(5) 1 calc PR A 1
C22B C -0.1022(8) 0.1452(17) 0.1006(13) 0.0147(14) Uani 0.494(5) 1 d PU A 2
H22C H -0.0644 0.1834 0.1996 0.018 Uiso 0.494(5) 1 calc PR A 2
H22D H -0.1081 0.0722 0.1298 0.018 Uiso 0.494(5) 1 calc PR A 2
C23B C -0.2630(16) 0.1829(5) 0.0382(9) 0.0147(14) Uani 0.494(5) 1 d PU A 2
H23C H -0.2646 0.2585 0.0382 0.018 Uiso 0.494(5) 1 calc PR A 2
H23D H -0.2919 0.1592 -0.0736 0.018 Uiso 0.494(5) 1 calc PR A 2
C24B C -0.3765(5) 0.1432(5) 0.1427(5) 0.0137(9) Uani 0.494(5) 1 d PU A 2
H24C H -0.3214 0.0950 0.2207 0.016 Uiso 0.494(5) 1 calc PR A 2
H24D H -0.4087 0.2016 0.2052 0.016 Uiso 0.494(5) 1 calc PR A 2
N21B N 0.0004(15) 0.1556(9) -0.0056(15) 0.0147(9) Uani 0.494(5) 1 d P A 2
H21D H -0.0452 0.1394 -0.1060 0.022 Uiso 0.494(5) 1 calc PR A 2
H21E H 0.0810 0.1131 0.0226 0.022 Uiso 0.494(5) 1 calc PR A 2
H21F H 0.0341 0.2213 -0.0046 0.022 Uiso 0.494(5) 1 calc PR A 2
N25B N -0.4852(4) 0.1030(3) 0.0844(4) 0.0147(9) Uani 0.494(5) 1 d P A 2
H25D H -0.5016 0.1185 -0.0221 0.022 Uiso 0.494(5) 1 calc PR A 2
H25E H -0.5664 0.1242 0.1323 0.022 Uiso 0.494(5) 1 calc PR A 2
H25F H -0.4739 0.0342 0.0966 0.022 Uiso 0.494(5) 1 calc PR A 2
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 O1B 1.239(2) . ?
C1 O1A 1.253(2) . ?
C1 C2 1.536(3) . ?
C2 O2 1.423(2) . ?
C2 C3 1.526(3) . ?
C2 H2 1.0000 . ?
C3 O3 1.415(2) . ?
C3 C4 1.537(3) . ?
C3 H3 1.0000 . ?
C4 O4A 1.251(2) . ?
C4 O4B 1.262(2) . ?
O2 H2A 0.8400 . ?
O3 H3A 0.8400 . ?
C22A C23A 1.518(9) . ?
C22A N21A 1.604(15) . ?
C22A H22A 0.9900 . ?
C22A H22B 0.9900 . ?
C23A C24A 1.519(12) . ?
C23A H23A 0.9900 . ?
C23A H23B 0.9900 . ?
C24A N25A 1.260(5) . ?
C24A H24A 0.9900 . ?
C24A H24B 0.9900 . ?
N21A H21A 0.9100 . ?
N21A H21B 0.9100 . ?
N21A H21C 0.9100 . ?
N25A H25A 0.9100 . ?
N25A H25B 0.9100 . ?
N25A H25C 0.9100 . ?
C22B N21B 1.358(16) . ?
C22B C23B 1.528(9) . ?
C22B H22C 0.9900 . ?
C22B H22D 0.9900 . ?
C23B C24B 1.507(11) . ?
C23B H23C 0.9900 . ?
C23B H23D 0.9900 . ?
C24B N25B 1.146(6) . ?
C24B H24C 0.9900 . ?
C24B H24D 0.9900 . ?
N21B H21D 0.9100 . ?
N21B H21E 0.9100 . ?
N21B H21F 0.9100 . ?
N25B H25D 0.9100 . ?
N25B H25E 0.9100 . ?
N25B H25F 0.9100 . ?
 
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
 _geom_angle_publ_flag
O1B C1 O1A 126.11(19) . . ?
O1B C1 C2 118.02(17) . . ?
O1A C1 C2 115.86(17) . . ?
O2 C2 C3 109.34(15) . . ?
O2 C2 C1 112.37(15) . . ?
C3 C2 C1 110.67(15) . . ?
O2 C2 H2 108.1 . . ?
C3 C2 H2 108.1 . . ?
C1 C2 H2 108.1 . . ?
O3 C3 C2 111.95(15) . . ?
O3 C3 C4 112.47(15) . . ?
C2 C3 C4 111.22(15) . . ?
O3 C3 H3 106.9 . . ?
C2 C3 H3 106.9 . . ?
C4 C3 H3 106.9 . . ?
O4A C4 O4B 124.51(18) . . ?
O4A C4 C3 118.33(16) . . ?
O4B C4 C3 117.15(17) . . ?
C2 O2 H2A 109.5 . . ?
C3 O3 H3A 109.5 . . ?
C23A C22A N21A 106.9(14) . . ?
C23A C22A H22A 110.4 . . ?
N21A C22A H22A 110.3 . . ?
C23A C22A H22B 110.3 . . ?
N21A C22A H22B 110.3 . . ?
H22A C22A H22B 108.6 . . ?
C24A C23A C22A 113.4(7) . . ?
C24A C23A H23A 108.9 . . ?
C22A C23A H23A 108.9 . . ?
C24A C23A H23B 108.9 . . ?
C22A C23A H23B 108.9 . . ?
H23A C23A H23B 107.7 . . ?
N25A C24A C23A 129.5(5) . . ?
N25A C24A H24A 104.9 . . ?
C23A C24A H24A 104.9 . . ?
N25A C24A H24B 104.9 . . ?
C23A C24A H24B 104.9 . . ?
H24A C24A H24B 105.8 . . ?
N21B C22B C23B 114.3(13) . . ?
N21B C22B H22C 108.7 . . ?
C23B C22B H22C 108.7 . . ?
N21B C22B H22D 108.7 . . ?
C23B C22B H22D 108.7 . . ?
H22C C22B H22D 107.6 . . ?
C24B C23B C22B 110.3(7) . . ?
C24B C23B H23C 109.6 . . ?
C22B C23B H23C 109.6 . . ?
C24B C23B H23D 109.6 . . ?
C22B C23B H23D 109.6 . . ?
H23C C23B H23D 108.1 . . ?
N25B C24B C23B 119.5(5) . . ?
N25B C24B H24C 107.4 . . ?
C23B C24B H24C 107.5 . . ?
N25B C24B H24D 107.4 . . ?
C23B C24B H24D 107.4 . . ?
H24C C24B H24D 107.0 . . ?
C22B N21B H21D 109.5 . . ?
C22B N21B H21E 109.5 . . ?
H21D N21B H21E 109.5 . . ?
C22B N21B H21F 109.5 . . ?
H21D N21B H21F 109.5 . . ?
H21E N21B H21F 109.5 . . ?
C24B N25B H25D 109.5 . . ?
C24B N25B H25E 109.5 . . ?
H25D N25B H25E 109.5 . . ?
C24B N25B H25F 109.5 . . ?
H25D N25B H25F 109.5 . . ?
H25E N25B H25F 109.5 . . ?
 
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 H2A O4B  0.84 1.83 2.654(2) 165.0 3_765
O3 H3A O1B  0.84 1.84 2.675(2) 171.0 4_576
N21A H21A O4B  0.91 1.94 2.830(13) 164.4 4_465
N21B H21D O4B  0.91 1.95 2.852(14) 169.5 4_465
N21A H21B O4A  0.91 1.95 2.812(12) 158.1 2_645
N21B H21E O4A  0.91 1.88 2.755(14) 159.4 2_645
N21A H21C O2  0.91 1.94 2.845(11) 170.5 3_665
N21B H21F O2  0.91 2.06 2.948(11) 165.9 3_665
N21B H21F O1B  0.91 2.54 3.080(14) 118.8 3_665
N25A H25A O3  0.91 2.07 2.861(4) 144.9 3_565
N25A H25A O1B  0.91 2.62 3.163(4) 119.0 3_565
N25A H25B O3  0.91 2.17 2.971(4) 146.3 2_545
N25A H25B O4A  0.91 2.19 2.883(4) 132.7 2_545
N25B H25E O4A  0.91 2.14 2.777(4) 126.2 2_545
N25B H25E O3  0.91 2.41 3.134(4) 136.3 2_545
N25A H25C O1A  0.91 1.90 2.761(4) 157.5 2_544
N25B H25D O1A  0.91 1.87 2.681(4) 148.0 2_544
N25B H25F O1A  0.91 2.09 2.929(4) 152.3 4_466
 
_diffrn_measured_fraction_theta_max    0.998
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.998
_refine_diff_density_max    0.574
_refine_diff_density_min   -0.537
_refine_diff_density_rms    0.068
