 
data_04skc0006p21
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
Methylammonium tartrate monohydrate
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C5 H13 N O7'
_chemical_formula_weight          199.16
 
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   0.0000
 '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   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0106   0.0000
 '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
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y+1/2, -z'
 
_cell_length_a                    5.2139(17)
_cell_length_b                    11.140(7)
_cell_length_c                    7.489(3)
_cell_angle_alpha                 90.00
_cell_angle_beta                  95.32(3)
_cell_angle_gamma                 90.00
_cell_volume                      433.1(4)
_cell_formula_units_Z             2
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     984
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        block
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.10
_exptl_crystal_size_mid           0.10
_exptl_crystal_size_min           0.04
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.527
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              212
_exptl_absorpt_coefficient_mu     0.144
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9857
_exptl_absorpt_correction_T_max   0.9942
_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    'graphite'
_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             4112
_diffrn_reflns_av_R_equivalents   0.0818
_diffrn_reflns_av_sigmaI/netI     0.0844
_diffrn_reflns_limit_h_min        -6
_diffrn_reflns_limit_h_max        5
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_l_min        -9
_diffrn_reflns_limit_l_max        8
_diffrn_reflns_theta_min          3.29
_diffrn_reflns_theta_max          27.44
_reflns_number_total              1040
_reflns_number_gt                 802
_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.

 As there are no heavy atoms present in the structure the chemical_absolute
 _configuration cannot be obtained.
;
 
_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)+(0.0576P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_abs_structure_details
 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack    -10(10)
_refine_ls_number_reflns          1040
_refine_ls_number_parameters      131
_refine_ls_number_restraints      4
_refine_ls_R_factor_all           0.0826
_refine_ls_R_factor_gt            0.0558
_refine_ls_wR_factor_ref          0.1137
_refine_ls_wR_factor_gt           0.1035
_refine_ls_goodness_of_fit_ref    1.041
_refine_ls_restrained_S_all       1.039
_refine_ls_shift/su_max           0.003
_refine_ls_shift/su_mean          0.000
 
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 -0.0036(7) 0.6589(3) 0.3247(4) 0.0197(8) Uani 1 1 d . . .
C2 C 0.0702(6) 0.6595(3) 0.1339(4) 0.0190(8) Uani 1 1 d . . .
H2 H 0.0186 0.5810 0.0766 0.023 Uiso 1 1 calc R . .
C3 C -0.0742(7) 0.7600(3) 0.0284(4) 0.0195(9) Uani 1 1 d . . .
H3 H -0.2615 0.7395 0.0091 0.023 Uiso 1 1 calc R . .
C4 C 0.0356(8) 0.7721(4) -0.1516(4) 0.0207(9) Uani 1 1 d . . .
O1A O -0.2265(5) 0.6296(2) 0.3504(3) 0.0230(6) Uani 1 1 d . . .
O1B O 0.1714(5) 0.6891(3) 0.4455(3) 0.0248(6) Uani 1 1 d . . .
O2 O 0.3387(4) 0.6766(3) 0.1230(3) 0.0228(6) Uani 1 1 d . . .
H2O H 0.4165 0.6721 0.2261 0.034 Uiso 1 1 calc R . .
O3 O -0.0424(5) 0.8672(2) 0.1293(3) 0.0233(6) Uani 1 1 d . . .
H3O H -0.1755 0.9096 0.1110 0.035 Uiso 1 1 calc R . .
O4A O 0.0024(5) 0.6746(2) -0.2482(3) 0.0276(7) Uani 1 1 d . . .
H4 H 0.0524 0.6867 -0.3502 0.041 Uiso 1 1 calc R . .
O4B O 0.1406(6) 0.8620(2) -0.1996(3) 0.0275(7) Uani 1 1 d . . .
C21 C 0.5974(8) 0.9039(4) 0.5175(6) 0.0307(10) Uani 1 1 d . . .
H21A H 0.7294 0.9664 0.5147 0.046 Uiso 1 1 calc R . .
H21B H 0.6555 0.8309 0.4603 0.046 Uiso 1 1 calc R . .
H21C H 0.5681 0.8865 0.6423 0.046 Uiso 1 1 calc R . .
N22 N 0.3546(7) 0.9463(3) 0.4198(5) 0.0269(8) Uani 1 1 d . . .
H22A H 0.2364 0.8860 0.4138 0.040 Uiso 1 1 calc R . .
H22B H 0.3850 0.9688 0.3068 0.040 Uiso 1 1 calc R . .
H22C H 0.2931 1.0101 0.4785 0.040 Uiso 1 1 calc R . .
O1W O 0.4930(6) 0.9815(3) 0.0611(3) 0.0254(7) Uani 1 1 d D . .
H1W H 0.528(8) 1.044(3) 0.007(5) 0.028(12) Uiso 1 1 d D . .
H2W H 0.376(8) 0.945(4) 0.002(6) 0.062(19) Uiso 1 1 d D . .
 
loop_
 _atom_site_aniso_label
 _atom_site_aniso_U_11
 _atom_site_aniso_U_22
 _atom_site_aniso_U_33
 _atom_site_aniso_U_23
 _atom_site_aniso_U_13
 _atom_site_aniso_U_12
C1 0.021(2) 0.016(2) 0.0221(19) 0.0031(16) -0.0017(15) 0.0033(16)
C2 0.018(2) 0.022(2) 0.0164(18) -0.0012(16) -0.0008(14) 0.0000(17)
C3 0.021(2) 0.017(2) 0.0201(18) -0.0008(16) 0.0019(15) -0.0010(16)
C4 0.019(2) 0.022(2) 0.0202(19) 0.0016(17) -0.0004(15) 0.0017(17)
O1A 0.0186(15) 0.0266(16) 0.0232(13) 0.0017(11) -0.0010(10) -0.0012(12)
O1B 0.0188(14) 0.0346(17) 0.0205(13) 0.0013(12) -0.0008(10) -0.0037(12)
O2 0.0158(14) 0.0346(16) 0.0179(12) 0.0013(13) 0.0007(10) 0.0025(12)
O3 0.0225(16) 0.0200(15) 0.0266(13) -0.0025(11) -0.0011(11) 0.0046(12)
O4A 0.0384(17) 0.0263(17) 0.0182(13) -0.0003(12) 0.0038(11) -0.0074(13)
O4B 0.0322(18) 0.0271(17) 0.0234(14) -0.0008(12) 0.0045(12) -0.0053(14)
C21 0.024(2) 0.033(3) 0.035(2) -0.007(2) 0.0026(18) 0.0039(19)
N22 0.0248(19) 0.0261(19) 0.0295(16) -0.0049(15) 0.0015(14) -0.0010(15)
O1W 0.0235(16) 0.0227(17) 0.0295(14) 0.0028(13) -0.0009(12) -0.0008(13)
 
_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 O1A 1.239(4) . ?
C1 O1B 1.269(4) . ?
C1 C2 1.514(5) . ?
C2 O2 1.423(4) . ?
C2 C3 1.528(5) . ?
C2 H2 1.0000 . ?
C3 O3 1.415(4) . ?
C3 C4 1.519(5) . ?
C3 H3 1.0000 . ?
C4 O4B 1.212(5) . ?
C4 O4A 1.308(5) . ?
O2 H2O 0.8400 . ?
O3 H3O 0.8400 . ?
O4A H4 0.8400 . ?
C21 N22 1.480(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
N22 H22A 0.9100 . ?
N22 H22B 0.9100 . ?
N22 H22C 0.9100 . ?
O1W H1W 0.839(19) . ?
O1W H2W 0.82(2) . ?
 
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
O1A C1 O1B 125.6(3) . . ?
O1A C1 C2 118.2(3) . . ?
O1B C1 C2 116.3(3) . . ?
O2 C2 C1 113.1(3) . . ?
O2 C2 C3 108.2(3) . . ?
C1 C2 C3 109.6(3) . . ?
O2 C2 H2 108.6 . . ?
C1 C2 H2 108.6 . . ?
C3 C2 H2 108.6 . . ?
O3 C3 C4 111.3(3) . . ?
O3 C3 C2 108.4(3) . . ?
C4 C3 C2 108.4(3) . . ?
O3 C3 H3 109.6 . . ?
C4 C3 H3 109.6 . . ?
C2 C3 H3 109.6 . . ?
O4B C4 O4A 124.2(3) . . ?
O4B C4 C3 123.7(3) . . ?
O4A C4 C3 112.1(3) . . ?
C2 O2 H2O 109.5 . . ?
C3 O3 H3O 109.5 . . ?
C4 O4A H4 109.5 . . ?
N22 C21 H21A 109.5 . . ?
N22 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N22 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C21 N22 H22A 109.5 . . ?
C21 N22 H22B 109.5 . . ?
H22A N22 H22B 109.5 . . ?
C21 N22 H22C 109.5 . . ?
H22A N22 H22C 109.5 . . ?
H22B N22 H22C 109.5 . . ?
H1W O1W H2W 109(3) . . ?
 
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 O1B  0.84 2.18 2.646(3) 114.9 .
N22 H22A O1B  0.91 2.24 3.032(5) 145.9 .
N22 H22B O1W  0.91 1.98 2.872(4) 166.6 .
O1W H2W O4B  0.82(2) 2.07(3) 2.881(4) 165(5) .
O1W H2W O3  0.82(2) 2.61(4) 3.152(4) 125(4) .
O2 H2O O1A  0.84 2.06 2.757(3) 140.3 1_655
O3 H3O O1W  0.84 1.91 2.742(4) 170.5 1_455
O4A H4 O1B  0.84 1.70 2.537(4) 171.1 1_554
O4A H4 O1A  0.84 2.63 3.169(4) 122.8 1_554
N22 H22C O1A  0.91 1.90 2.792(4) 165.3 2_556
O1W H1W O2  0.839(19) 1.93(2) 2.760(4) 171(5) 2_655
 
_diffrn_measured_fraction_theta_max    0.995
_diffrn_reflns_theta_full              27.44
_diffrn_measured_fraction_theta_full   0.995
_refine_diff_density_max    0.252
_refine_diff_density_min   -0.297
_refine_diff_density_rms    0.068
