#------------------------------------------------------------------------------
#$Date: 2017-10-13 08:28:26 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201972 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/36/2103670.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_2103670
loop_
_publ_author_name
'Rychlewska, Urszula'
'Warżajtis, Beata'
_publ_section_title
;
 Interplay between dipolar, stacking and hydrogen-bond interactions in
 the crystal structures of unsymmetrically substituted esters, amides
 and nitriles of
 (R,R)-O,O'-dibenzoyltartaric acid
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              415
_journal_page_last               427
_journal_paper_doi               10.1107/S010876810100430X
_journal_volume                  57
_journal_year                    2001
_chemical_formula_sum            'C21 H22 N2 O6'
_chemical_formula_weight         398.41
_chemical_name_systematic
;
(R,R)-(-)-O,O'-Dibenzoyltartaric acid N,N,N'-trimethyldiamide
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.470(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.9010(10)
_cell_length_b                   11.2720(10)
_cell_length_c                   10.4140(10)
_cell_measurement_reflns_used    30
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11.25
_cell_measurement_theta_min      8.36
_cell_volume                     1030.62(18)
_computing_cell_refinement       'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_data_collection       'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_data_reduction        'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_molecular_graphics    'Simens Analytical X-Ray Instruments (1989)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full .995
_diffrn_measured_fraction_theta_max .995
_diffrn_measurement_device_type  'KM-4 four circle diffractometer'
_diffrn_measurement_method       Θ--2Θ
_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  .0158
_diffrn_reflns_av_sigmaI/netI    .0205
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4029
_diffrn_reflns_theta_full        26.05
_diffrn_reflns_theta_max         26.05
_diffrn_reflns_theta_min         1.98
_diffrn_standards_decay_%        1.9
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    .095
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             420
_exptl_crystal_size_max          .6
_exptl_crystal_size_mid          .3
_exptl_crystal_size_min          .3
_refine_diff_density_max         .142
_refine_diff_density_min         -.132
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         2127
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          .0426
_refine_ls_R_factor_gt           .0305
_refine_ls_shift/su_max          .000
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0444P)²+0.1280P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .0837
_reflns_number_gt                1752
_reflns_number_total             2127
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            na0118.cif
_cod_data_source_block           bn23
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0444P)^2^+0.1280P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0444P)^2^+0.1280P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2103670
_cod_database_fobs_code          2103670
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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_type_symbol
C1 -.1058(2) .2708(2) .6381(2) .0370(5) Uani d . 1 C
C2 .0669(2) .25491(19) .6591(2) .0364(5) Uani d . 1 C
H2 .0962 .2045 .7334 .050 Uiso d R 1 H
C3 .1145(2) .19547(19) .5419(2) .0363(5) Uani d . 1 C
H3 .0613 .1216 .5244 .050 Uiso d R 1 H
C4 .2872(3) .1737(2) .5606(2) .0420(5) Uani d . 1 C
C11 -.3207(3) .4017(3) .6478(3) .0571(7) Uani d . 1 C
H111 -.3388 .4846 .6600 .100 Uiso d R 1 H
H112 -.3593 .3565 .7134 .100 Uiso d R 1 H
H113 -.3734 .3769 .5643 .100 Uiso d R 1 H
C20 .2511(3) .3733(2) .7927(2) .0476(6) Uani d . 1 C
C21 .3356(3) .4873(2) .7996(3) .0474(6) Uani d . 1 C
C22 .4292(4) .5129(3) .9159(3) .0775(10) Uani d . 1 C
H22 .4324 .4608 .9892 .070 Uiso d R 1 H
C23 .5158(5) .6155(4) .9255(4) .0944(13) Uani d . 1 C
H23 .5795 .6348 1.0064 .100 Uiso d R 1 H
C24 .5114(4) .6891(3) .8217(4) .0872(11) Uani d . 1 C
H24 .5739 .7590 .8288 .100 Uiso d R 1 H
C25 .4183(3) .6637(3) .7059(3) .0668(8) Uani d . 1 C
H25 .4158 .7162 .6329 .100 Uiso d R 1 H
C26 .3292(3) .5622(2) .6949(3) .0504(6) Uani d . 1 C
H26 .2636 .5441 .6146 .070 Uiso d R 1 H
C30 .0511(3) .2247(2) .3156(2) .0415(5) Uani d . 1 C
C31 .0220(3) .3132(2) .2103(2) .0430(5) Uani d . 1 C
C32 -.0820(4) .2850(3) .1003(2) .0616(7) Uani d . 1 C
H32 -.1323 .2094 .0941 .070 Uiso d R 1 H
C33 -.1131(5) .3667(4) -.0001(3) .0844(11) Uani d . 1 C
H33 -.1869 .3488 -.0756 .100 Uiso d R 1 H
C34 -.0362(5) .4733(4) .0086(3) .0857(12) Uani d . 1 C
H34 -.0574 .5298 -.0610 .100 Uiso d R 1 H
C35 .0676(4) .5015(3) .1170(3) .0732(9) Uani d . 1 C
H35 .1221 .5753 .1208 .100 Uiso d R 1 H
C36 .0959(3) .4221(2) .2194(3) .0528(6) Uani d . 1 C
H36 .1661 .4421 .2965 .070 Uiso d R 1 H
C41 .5065(3) .0604(3) .6616(3) .0694(8) Uani d . 1 C
H411 .5300 -.0064 .6112 .140 Uiso d R 1 H
H412 .5381 .0450 .7527 .140 Uiso d R 1 H
H413 .5594 .1296 .6388 .140 Uiso d R 1 H
C42 .2500(3) -.0082(2) .6873(3) .0602(7) Uani d . 1 C
H421 .3064 -.0809 .7015 .140 Uiso d R 1 H
H422 .1566 -.0217 .6285 .140 Uiso d R 1 H
H423 .2254 .0202 .7682 .140 Uiso d R 1 H
N1 -.1586(2) .37839(19) .6559(2) .0439(5) Uani d . 1 N
H1 -.0923 .4387 .6736 .050 Uiso d R 1 H
N4 .3417(2) .07952(19) .6326(2) .0478(5) Uani d . 1 N
O1 -.1847(2) .18349(17) .6098(2) .0628(5) Uani d . 1 O
O2 .14441(16) .36662(14) .68353(14) .0380(3) Uani d . 1 O
O3 .07368(18) .27469(14) .43422(14) .0419(4) Uani d . 1 O
O4 .3675(2) .24239(18) .5121(2) .0657(6) Uani d . 1 O
O20 .2724(3) .2960(2) .8700(2) .0960(10) Uani d . 1 O
O30 .0524(3) .11960(17) .29874(19) .0626(5) Uani d . 1 O
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0000 '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 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0000 '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
O1 C1 N1 124.8(2)
O1 C1 C2 117.9(2)
N1 C1 C2 117.34(19)
O2 C2 C3 109.89(17)
O2 C2 C1 111.42(17)
C3 C2 C1 110.19(17)
O2 C2 H2 108.4
C3 C2 H2 108.2
C1 C2 H2 108.6
O3 C3 C2 106.68(16)
O3 C3 C4 108.51(17)
C2 C3 C4 112.07(17)
O3 C3 H3 109.7
C2 C3 H3 110.0
C4 C3 H3 109.7
O4 C4 N4 123.5(2)
O4 C4 C3 119.3(2)
N4 C4 C3 117.3(2)
N1 C11 H111 110.7
N1 C11 H112 109.3
H111 C11 H112 109.6
N1 C11 H113 109.4
H111 C11 H113 109.6
H112 C11 H113 108.1
O20 C20 O2 122.8(2)
O20 C20 C21 125.6(2)
O2 C20 C21 111.5(2)
C26 C21 C22 120.5(3)
C26 C21 C20 122.7(2)
C22 C21 C20 116.8(3)
C21 C22 C23 119.1(3)
C21 C22 H22 120.2
C23 C22 H22 120.7
C24 C23 C22 120.7(3)
C24 C23 H23 119.7
C22 C23 H23 119.6
C23 C24 C25 120.3(3)
C23 C24 H24 120.0
C25 C24 H24 119.7
C24 C25 C26 119.9(3)
C24 C25 H25 119.8
C26 C25 H25 120.3
C21 C26 C25 119.6(3)
C21 C26 H26 120.0
C25 C26 H26 120.4
O30 C30 O3 123.1(2)
O30 C30 C31 124.4(2)
O3 C30 C31 112.5(2)
C32 C31 C36 120.3(2)
C32 C31 C30 118.2(2)
C36 C31 C30 121.6(2)
C31 C32 C33 119.6(3)
C31 C32 H32 120.0
C33 C32 H32 120.4
C34 C33 C32 119.6(3)
C34 C33 H33 120.2
C32 C33 H33 120.2
C35 C34 C33 121.0(3)
C35 C34 H34 119.3
C33 C34 H34 119.7
C34 C35 C36 119.8(3)
C34 C35 H35 120.1
C36 C35 H35 120.2
C35 C36 C31 119.7(3)
C35 C36 H36 120.2
C31 C36 H36 120.1
N4 C41 H411 107.7
N4 C41 H412 110.5
H411 C41 H412 110.1
N4 C41 H413 110.2
H411 C41 H413 110.1
H412 C41 H413 108.4
N4 C42 H421 109.1
N4 C42 H422 109.9
H421 C42 H422 109.8
N4 C42 H423 109.9
H421 C42 H423 109.8
H422 C42 H423 108.3
C1 N1 C11 121.9(2)
C1 N1 H1 119.0
C11 N1 H1 119.1
C4 N4 C42 125.5(2)
C4 N4 C41 119.2(2)
C42 N4 C41 115.3(2)
C20 O2 C2 116.43(18)
C30 O3 C3 116.05(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.217(3)
C1 N1 1.325(3)
C1 C2 1.527(3)
C2 O2 1.438(3)
C2 C3 1.513(3)
C2 H2 .9600
C3 O3 1.433(2)
C3 C4 1.537(3)
C3 H3 .9599
C4 O4 1.218(3)
C4 N4 1.344(3)
C11 N1 1.455(3)
C11 H111 .9600
C11 H112 .9600
C11 H113 .9600
C20 O20 1.180(3)
C20 O2 1.358(3)
C20 C21 1.485(4)
C21 C26 1.373(4)
C21 C22 1.383(4)
C22 C23 1.384(5)
C22 H22 .9600
C23 C24 1.358(6)
C23 H23 .9600
C24 C25 1.377(5)
C24 H24 .9600
C25 C26 1.386(4)
C25 H25 .9600
C26 H26 .9600
C30 O30 1.198(3)
C30 O3 1.342(3)
C30 C31 1.474(3)
C31 C32 1.386(4)
C31 C36 1.388(4)
C32 C33 1.387(4)
C32 H32 .9600
C33 C34 1.378(6)
C33 H33 .9600
C34 C35 1.374(6)
C34 H34 .9600
C35 C36 1.383(4)
C35 H35 .9600
C36 H36 .9600
C41 N4 1.464(3)
C41 H411 .9600
C41 H412 .9600
C41 H413 .9600
C42 N4 1.456(3)
C42 H421 .9600
C42 H422 .9600
C42 H423 .9600
N1 H1 .9000
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
O1 C1 C2 O2 176.3(2)
N1 C1 C2 O2 -5.7(3)
O1 C1 C2 C3 54.0(3)
N1 C1 C2 C3 -128.0(2)
O2 C2 C3 O3 -59.8(2)
C1 C2 C3 O3 63.3(2)
O2 C2 C3 C4 58.8(2)
C1 C2 C3 C4 -178.06(18)
O3 C3 C4 O4 18.2(3)
C2 C3 C4 O4 -99.3(3)
O3 C3 C4 N4 -162.89(19)
C2 C3 C4 N4 79.6(3)
O20 C20 C21 C26 165.4(3)
O2 C20 C21 C26 -13.8(3)
O20 C20 C21 C22 -11.2(5)
O2 C20 C21 C22 169.6(3)
C26 C21 C22 C23 .3(5)
C20 C21 C22 C23 177.1(3)
C21 C22 C23 C24 -1.2(6)
C22 C23 C24 C25 1.1(6)
C23 C24 C25 C26 -.3(5)
C22 C21 C26 C25 .5(4)
C20 C21 C26 C25 -176.0(3)
C24 C25 C26 C21 -.5(4)
O30 C30 C31 C32 35.3(4)
O3 C30 C31 C32 -143.5(2)
O30 C30 C31 C36 -144.6(3)
O3 C30 C31 C36 36.6(3)
C36 C31 C32 C33 -.7(4)
C30 C31 C32 C33 179.4(3)
C31 C32 C33 C34 2.3(5)
C32 C33 C34 C35 -2.0(6)
C33 C34 C35 C36 .0(6)
C34 C35 C36 C31 1.6(5)
C32 C31 C36 C35 -1.3(4)
C30 C31 C36 C35 178.6(3)
O1 C1 N1 C11 2.5(4)
C2 C1 N1 C11 -175.4(2)
O4 C4 N4 C42 -176.8(3)
C3 C4 N4 C42 4.3(4)
O4 C4 N4 C41 3.5(4)
C3 C4 N4 C41 -175.3(2)
O20 C20 O2 C2 -5.8(4)
C21 C20 O2 C2 173.40(18)
C3 C2 O2 C20 -110.7(2)
C1 C2 O2 C20 126.8(2)
O30 C30 O3 C3 5.8(4)
C31 C30 O3 C3 -175.35(18)
C2 C3 O3 C30 -155.48(18)
C4 C3 O3 C30 83.6(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21188437
