#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2101616.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_2101616
loop_
_publ_author_name
'Videnova-Adrabi\'nska, V.'
_publ_section_title
;
 Symmetry constraints, molecular recognition and crystal engineering.
 Comparative structural studies of urea--butanedioic and
 urea--<i>E</i>-butanedioic acid (2:1) cocrystals
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              1048
_journal_page_last               1056
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C6 H14 N4 O6'
_chemical_formula_weight         238.20
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           'Cromer & Waber (1974)'
_cell_angle_alpha                90.0
_cell_angle_beta                 96.80(5)
_cell_angle_gamma                90.0
_cell_formula_units_Z            2
_cell_length_a                   5.637(4)
_cell_length_b                   8.243(3)
_cell_length_c                   12.258(3)
_cell_measurement_reflns_used    48
_cell_measurement_temperature    297
_cell_measurement_theta_max      22.35
_cell_measurement_theta_min      10.05
_cell_volume                     565.6(8)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2364
_diffrn_reflns_theta_max         25.95
_diffrn_standards_decay_%        none
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_description       prism
_exptl_crystal_F_000             252
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.41
_refine_ls_extinction_coef       0.27511E-3
_refine_ls_extinction_method
'TEXSAN (Molecular Structure Corporation, 1985)'
_refine_ls_goodness_of_fit_obs   1.75
_refine_ls_hydrogen_treatment    'See text'
_refine_ls_number_parameters     94
_refine_ls_number_reflns         817
_refine_ls_R_factor_obs          0.057
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'w = 4F~o~^2^/\s^2^(F~o~^2^)'
_refine_ls_wR_factor_obs         0.069
_reflns_number_observed          817
_reflns_number_total             1187
_reflns_observed_criterion       I>2\s(I)
_[local]_cod_data_source_file    ab0345.cif
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,1/2-y,1/2+z
-x,-y,-z
-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O1 .4327(4) .7909(3) 1.0448(2)
O2 .2595(4) .8588(3) .8792(2)
C1 .2687(5) .8646(3) .9787(2)
C2 .0953(5) .9573(4) 1.0381(2)
O10 .7535(4) .6309(3) .9641(2)
N12 .9336(5) .4864(4) .8427(3)
N11 .5911(7) .6259(5) .7880(3)
C10 .7585(5) .5816(4) .8675(2)
H21 .0196 .8837 1.0826
H22 .1811 1.0362 1.0835
H2N12 .921(6) .448(4) .782(3)
H2N11 .595(6) .599(5) .729(3)
H1N12 1.032(6) .460(4) .895(3)
H1N11 .477(6) .696(5) .803(3)
H1O1 .554(8) .732(6) 1.002(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C10 O10 . 1.255(3) yes
C10 N11 . 1.325(4) yes
N11 H1N11 . 0.90(4) yes
N11 H2N11 . 0.76(4) yes
C10 N12 . 1.324(4) yes
N12 H1N12 . 0.83(4) yes
N12 H2N12 . 0.80(3) yes
C1 O1 . 1.305(3) yes
O1 H1O1 . 1.03(5) yes
C1 O2 . 1.216(3) yes
C1 C2 . 1.496(4) yes
C2 H21 . 0.950 no
C2 H22 . 0.950 no
C2 C2 3_577 1.512(6) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C10 N11 H1N11 . . 120(2) yes
C10 N11 H2N11 . . 121(3) yes
H1N11 N11 H2N11 . . 119(4) yes
C10 N12 H1N12 . . 115(2) yes
C10 N12 H2N12 . . 117(2) yes
H1N12 N12 H2N12 . . 126(4) yes
O10 C10 N11 . . 120.7(3) yes
O10 C10 N12 . . 120.6(3) yes
N11 C10 N12 . . 118.6(3) yes
C1 O1 H1O1 . . 112(2) yes
O1 C1 O2 . . 123.2(3) yes
O1 C1 C2 . . 113.1(2) yes
O2 C1 C2 . . 123.7(3) yes
C1 C2 C2 . 3_577 113.3(3) yes
C1 C2 H21 . . 108.50 no
C1 C2 H22 . . 108.51 no
C2 C2 H21 3_577 3_577 108.53 no
C2 C2 H22 3_577 3_577 108.55 no
H21 C2 H22 . . 109.45 no
_cod_database_code 2101616