#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/76/2207606.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_2207606
loop_
_publ_author_name
'Blewett, Gavin'
'Esterhuysen, Catharine'
'Bredenkamp, Martin W.'
'Koch, Klaus R.'
_publ_section_title
;
 1,1-Dibenzoyl-3,3-dimethylurea
;
_journal_coeditor_code           NC6050
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o4042
_journal_page_last               o4044
_journal_paper_doi               10.1107/S1600536805035786
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C17 H16 N2 O3'
_chemical_formula_moiety         'C17 H16 N2 O3'
_chemical_formula_sum            'C17 H16 N2 O3'
_chemical_formula_weight         296.32
_chemical_name_common            4F
_chemical_name_systematic
;
1,1-dibenzoyl-3,3-dimethylurea
;
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.002(3)
_cell_length_b                   8.822(5)
_cell_length_c                   29.339(15)
_cell_measurement_reflns_used    8844
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      2.41
_cell_volume                     1553.5(14)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2002)'
_computing_molecular_graphics
;
X-SEED (Barbour, 2001; Atwood & Barbour, 2003)
;
_computing_publication_material
;
X-SEED
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            8844
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.41
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.9956
_exptl_absorpt_correction_T_min  0.9640
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Blessing, 1995; Sheldrick, 2002)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.151
_refine_diff_density_min         -0.135
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   4(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         1803
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.151
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.041P)²+0.2226P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0998
_refine_ls_wR_factor_ref         0.1052
_reflns_number_gt                1483
_reflns_number_total             1803
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            nc6050.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 212121'
_cod_database_code               2207606
_cod_database_fobs_code          2207606
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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
N1 0.1132(4) 0.0158(2) 0.12916(7) 0.0408(6) Uani d . 1 N
O3 0.0492(4) 0.2525(2) 0.10065(7) 0.0614(6) Uani d . 1 O
O1 0.0251(4) 0.0044(3) 0.20433(7) 0.0626(7) Uani d . 1 O
C11 0.0821(5) 0.1203(3) 0.09306(10) 0.0457(7) Uani d . 1 C
C1 0.2852(5) 0.1937(3) 0.18474(9) 0.0412(7) Uani d . 1 C
C6 0.4811(5) 0.2124(3) 0.16069(10) 0.0488(8) Uani d . 1 C
H6 0.5113 0.1500 0.1350 0.059 Uiso calc R 1 H
N2 0.1380(5) -0.2468(3) 0.13802(8) 0.0530(7) Uani d . 1 N
C2 0.1284(5) 0.0685(3) 0.17486(9) 0.0431(7) Uani d . 1 C
C12 0.0961(5) 0.0571(3) 0.04618(9) 0.0467(7) Uani d . 1 C
O2 -0.1714(4) -0.1439(3) 0.10723(8) 0.0677(7) Uani d . 1 O
C3 0.0118(6) -0.1329(3) 0.12396(10) 0.0484(8) Uani d . 1 C
C9 0.3920(6) 0.3966(4) 0.23429(10) 0.0561(8) Uani d . 1 C
H9 0.3607 0.4617 0.2593 0.067 Uiso calc R 1 H
C10 0.2415(5) 0.2862(3) 0.22190(9) 0.0471(7) Uani d . 1 C
H10 0.1079 0.2734 0.2388 0.057 Uiso calc R 1 H
C8 0.5866(6) 0.4120(4) 0.21049(11) 0.0574(9) Uani d . 1 C
H8 0.6916 0.4868 0.2195 0.069 Uiso calc R 1 H
C7 0.6324(6) 0.3209(3) 0.17367(11) 0.0571(8) Uani d . 1 C
H7 0.7678 0.3329 0.1573 0.068 Uiso calc R 1 H
C13 0.2491(6) -0.0527(4) 0.03413(11) 0.0605(9) Uani d . 1 C
H13 0.3505 -0.0914 0.0561 0.073 Uiso calc R 1 H
C17 -0.0459(6) 0.1156(4) 0.01378(11) 0.0642(10) Uani d . 1 C
H17 -0.1475 0.1939 0.0217 0.077 Uiso calc R 1 H
C4 0.3576(6) -0.2334(4) 0.15740(13) 0.0687(10) Uani d . 1 C
H4A 0.4257 -0.1381 0.1473 0.103 Uiso calc R 1 H
H4B 0.4496 -0.3188 0.1473 0.103 Uiso calc R 1 H
H4C 0.3469 -0.2341 0.1907 0.103 Uiso calc R 1 H
C14 0.2535(8) -0.1060(4) -0.01037(12) 0.0806(12) Uani d . 1 C
H14 0.3574 -0.1821 -0.0189 0.097 Uiso calc R 1 H
C5 0.0392(8) -0.3986(4) 0.13870(15) 0.0896(14) Uani d . 1 C
H5A 0.0991 -0.4558 0.1646 0.134 Uiso calc R 1 H
H5B 0.0755 -0.4514 0.1103 0.134 Uiso calc R 1 H
H5C -0.1229 -0.3902 0.1417 0.134 Uiso calc R 1 H
C15 0.1089(9) -0.0494(5) -0.04168(13) 0.0910(14) Uani d . 1 C
H15 0.1120 -0.0868 -0.0720 0.109 Uiso calc R 1 H
C16 -0.0403(8) 0.0603(5) -0.03012(12) 0.0829(13) Uani d . 1 C
H16 -0.1406 0.0987 -0.0523 0.099 Uiso calc R 1 H
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C11 N1 C2 120.0(2)
C11 N1 C3 117.0(2)
C2 N1 C3 114.9(2)
O3 C11 N1 120.9(3)
O3 C11 C12 122.9(3)
N1 C11 C12 116.1(2)
C6 C1 C10 119.5(3)
C6 C1 C2 122.1(3)
C10 C1 C2 118.2(3)
C7 C6 C1 120.3(3)
C7 C6 H6 119.8
C1 C6 H6 119.8
C3 N2 C4 125.7(3)
C3 N2 C5 117.8(3)
C4 N2 C5 116.1(3)
O1 C2 N1 119.3(3)
O1 C2 C1 122.5(3)
N1 C2 C1 118.0(2)
C17 C12 C13 119.9(3)
C17 C12 C11 117.6(3)
C13 C12 C11 122.5(3)
O2 C3 N2 125.9(3)
O2 C3 N1 119.7(3)
N2 C3 N1 114.4(3)
C8 C9 C10 119.7(3)
C8 C9 H9 120.1
C10 C9 H9 120.1
C9 C10 C1 120.0(3)
C9 C10 H10 120.0
C1 C10 H10 120.0
C9 C8 C7 120.9(3)
C9 C8 H8 119.5
C7 C8 H8 119.5
C6 C7 C8 119.6(3)
C6 C7 H7 120.2
C8 C7 H7 120.2
C12 C13 C14 119.4(3)
C12 C13 H13 120.3
C14 C13 H13 120.3
C12 C17 C16 119.8(3)
C12 C17 H17 120.1
C16 C17 H17 120.1
N2 C4 H4A 109.5
N2 C4 H4B 109.5
H4A C4 H4B 109.5
N2 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
C15 C14 C13 119.9(4)
C15 C14 H14 120.0
C13 C14 H14 120.0
N2 C5 H5A 109.5
N2 C5 H5B 109.5
H5A C5 H5B 109.5
N2 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C14 C15 C16 120.9(4)
C14 C15 H15 119.6
C16 C15 H15 119.6
C15 C16 C17 120.1(4)
C15 C16 H16 120.0
C17 C16 H16 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C11 1.416(3) yes
N1 C2 1.422(3) yes
N1 C3 1.454(4) yes
O3 C11 1.203(3) yes
O1 C2 1.205(3) yes
C11 C12 1.486(4) yes
C1 C6 1.381(4) ?
C1 C10 1.387(4) ?
C1 C2 1.479(4) yes
C6 C7 1.373(4) ?
C6 H6 0.9500 ?
N2 C3 1.324(4) yes
N2 C4 1.440(4) yes
N2 C5 1.464(4) yes
C12 C17 1.377(4) ?
C12 C13 1.381(4) ?
O2 C3 1.208(4) yes
C9 C8 1.368(5) ?
C9 C10 1.377(4) ?
C9 H9 0.9500 ?
C10 H10 0.9500 ?
C8 C7 1.374(4) ?
C8 H8 0.9500 ?
C7 H7 0.9500 ?
C13 C14 1.388(5) ?
C13 H13 0.9500 ?
C17 C16 1.378(5) ?
C17 H17 0.9500 ?
C4 H4A 0.9800 ?
C4 H4B 0.9800 ?
C4 H4C 0.9800 ?
C14 C15 1.359(6) ?
C14 H14 0.9500 ?
C5 H5A 0.9800 ?
C5 H5B 0.9800 ?
C5 H5C 0.9800 ?
C15 C16 1.361(6) ?
C15 H15 0.9500 ?
C16 H16 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C7 H7 O3 1_655 0.95 2.47 3.349(4) 153
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
_geom_torsion_publ_flag
C2 N1 C11 O3 -6.4(4) ?
C3 N1 C11 O3 140.7(3) ?
C2 N1 C11 C12 172.7(3) ?
C3 N1 C11 C12 -40.2(4) ?
C10 C1 C6 C7 0.6(4) ?
C2 C1 C6 C7 -173.7(3) ?
C11 N1 C2 O1 134.5(3) ?
C3 N1 C2 O1 -13.2(4) ?
C11 N1 C2 C1 -50.1(4) ?
C3 N1 C2 C1 162.2(2) ?
C6 C1 C2 O1 143.6(3) ?
C10 C1 C2 O1 -30.7(4) ?
C6 C1 C2 N1 -31.6(4) ?
C10 C1 C2 N1 154.1(3) ?
O3 C11 C12 C17 -37.7(5) ?
N1 C11 C12 C17 143.2(3) ?
O3 C11 C12 C13 140.2(3) ?
N1 C11 C12 C13 -38.8(4) ?
C4 N2 C3 O2 179.1(3) ?
C5 N2 C3 O2 -7.9(5) ?
C4 N2 C3 N1 0.4(4) ?
C5 N2 C3 N1 173.4(3) ?
C11 N1 C3 O2 -39.6(4) ?
C2 N1 C3 O2 109.2(3) ?
C11 N1 C3 N2 139.3(3) ?
C2 N1 C3 N2 -72.0(3) ?
C8 C9 C10 C1 -1.6(5) ?
C6 C1 C10 C9 0.6(4) ?
C2 C1 C10 C9 175.1(3) ?
C10 C9 C8 C7 1.4(5) ?
C1 C6 C7 C8 -0.7(5) ?
C9 C8 C7 C6 -0.2(5) ?
C17 C12 C13 C14 -1.8(5) ?
C11 C12 C13 C14 -179.7(3) ?
C13 C12 C17 C16 2.4(5) ?
C11 C12 C17 C16 -179.6(3) ?
C12 C13 C14 C15 0.4(6) ?
C13 C14 C15 C16 0.4(7) ?
C14 C15 C16 C17 0.1(7) ?
C12 C17 C16 C15 -1.5(6) ?
O2 C3 C11 O3 84.3(4) yes
O2 C3 C2 O1 76.8(3) yes
O1 C2 C11 O3 109.1(3) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21126848
