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#$Date: 2023-04-20 11:28:15 +0300 (Thu, 20 Apr 2023) $
#$Revision: 282766 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/70/8107098.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8107098
loop_
_publ_author_name
'El-Hiti, Gamal A.'
'Smith, Keith'
'Alshammari, Mohammed B.'
'Alotaibi, Mohammad Hayal'
'Kariuki, Benson M.'
_publ_section_title
;
 Crystal structure of 1,1-dimethyl-3-(2-phenylethyl)urea, C11H16N2O
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1065
_journal_page_last               1066
_journal_paper_doi               10.1515/ncrs-2016-0052
_journal_volume                  231
_journal_year                    2016
_chemical_formula_moiety         'C11 H16 N2 O'
_chemical_formula_sum            'C11 H16 N2 O'
_chemical_formula_weight         192.26
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.7388(6)
_cell_length_b                   9.8449(5)
_cell_length_c                   21.1259(14)
_cell_measurement_reflns_used    2203
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.8910
_cell_measurement_theta_min      3.7950
_cell_volume                     2233.5(2)
_computing_cell_refinement       'CrysAlis PRO [13]'
_computing_data_collection       'CrysAlis PRO [13]'
_computing_data_reduction        'CrysAlis PRO [13]'
_computing_molecular_graphics    'ORTEP-3 for Windows [14]'
_computing_publication_material  'WinGX [14] and CHEMDRAW Ultra [15]'
_computing_structure_refinement  'SHELXL2013 [12]'
_computing_structure_solution    'SHELXL2013 [12]'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.847
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.847
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7627
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.847
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.691
_diffrn_reflns_theta_min         3.406
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.974
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET)
(compiled Dec  9 2014,15:38:47)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.144
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.368
_exptl_crystal_size_mid          0.169
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2680
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0582
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0756P)²+0.4855P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1533
_refine_ls_wR_factor_ref         0.1795
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1669
_reflns_number_total             2680
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2016-0052_suppl.cif
_cod_data_source_block           aa
_cod_database_code               8107098
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.973
_shelx_estimated_absorpt_t_max   0.993
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.48541(18) 0.06211(19) 0.35228(8) 0.0580(5) Uani 1 1 d . . . . .
C2 C 0.5322(2) 0.1652(2) 0.31509(11) 0.0743(6) Uani 1 1 d . . . . .
H2 H 0.6015 0.2135 0.3288 0.089 Uiso 1 1 calc R U . . .
C3 C 0.4777(3) 0.1979(3) 0.25766(12) 0.0921(8) Uani 1 1 d . . . . .
H3 H 0.5107 0.2678 0.2333 0.111 Uiso 1 1 calc R U . . .
C4 C 0.3765(3) 0.1288(3) 0.23680(13) 0.0993(8) Uani 1 1 d . . . . .
H4 H 0.3409 0.1505 0.1980 0.119 Uiso 1 1 calc R U . . .
C5 C 0.3273(2) 0.0284(3) 0.27259(13) 0.0975(8) Uani 1 1 d . . . . .
H5 H 0.2573 -0.0183 0.2586 0.117 Uiso 1 1 calc R U . . .
C6 C 0.3810(2) -0.0053(2) 0.33001(11) 0.0784(6) Uani 1 1 d . . . . .
H6 H 0.3463 -0.0746 0.3542 0.094 Uiso 1 1 calc R U . . .
C7 C 0.54501(19) 0.0256(2) 0.41422(9) 0.0687(6) Uani 1 1 d . . . . .
H7A H 0.4881 -0.0306 0.4384 0.082 Uiso 1 1 calc R U . . .
H7B H 0.5599 0.1080 0.4382 0.082 Uiso 1 1 calc R U . . .
C8 C 0.66752(18) -0.04998(19) 0.40590(9) 0.0618(5) Uani 1 1 d . . . . .
H8A H 0.6514 -0.1347 0.3839 0.074 Uiso 1 1 calc R U . . .
H8B H 0.7222 0.0041 0.3794 0.074 Uiso 1 1 calc R U . . .
C9 C 0.79739(16) 0.01667(16) 0.49494(10) 0.0565(5) Uani 1 1 d . . . . .
C10 C 0.8638(2) -0.1564(2) 0.57266(11) 0.0833(7) Uani 1 1 d . . . . .
H10A H 0.7839 -0.1822 0.5891 0.125 Uiso 1 1 calc R U . . .
H10B H 0.9248 -0.1612 0.6058 0.125 Uiso 1 1 calc R U . . .
H10C H 0.8868 -0.2170 0.5390 0.125 Uiso 1 1 calc R U . . .
C11 C 0.9276(2) 0.0821(2) 0.58375(12) 0.0848(7) Uani 1 1 d . . . . .
H11A H 0.9358 0.1629 0.5587 0.127 Uiso 1 1 calc R U . . .
H11B H 1.0088 0.0470 0.5934 0.127 Uiso 1 1 calc R U . . .
H11C H 0.8846 0.1031 0.6224 0.127 Uiso 1 1 calc R U . . .
N1 N 0.73091(15) -0.07966(14) 0.46471(7) 0.0604(4) Uani 1 1 d . . . . .
H1 H 0.7261 -0.1599 0.4806 0.072 Uiso 1 1 calc R U . . .
N2 N 0.85761(15) -0.01881(16) 0.54863(8) 0.0675(5) Uani 1 1 d . . . . .
O1 O 0.80282(14) 0.13384(12) 0.47359(8) 0.0751(5) Uani 1 1 d . . . . .
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'
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'
H H 0.0000 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 C1 C6 117.00(19) . .
C2 C1 C7 121.20(19) . .
C6 C1 C7 121.80(19) . .
C1 C2 C3 121.1(2) . .
C1 C2 H2 119.4 . .
C3 C2 H2 119.4 . .
C4 C3 C2 120.4(2) . .
C4 C3 H3 119.8 . .
C2 C3 H3 119.8 . .
C5 C4 C3 119.9(2) . .
C5 C4 H4 120.1 . .
C3 C4 H4 120.1 . .
C4 C5 C6 120.2(2) . .
C4 C5 H5 119.9 . .
C6 C5 H5 119.9 . .
C5 C6 C1 121.4(2) . .
C5 C6 H6 119.3 . .
C1 C6 H6 119.3 . .
C1 C7 C8 112.65(15) . .
C1 C7 H7A 109.1 . .
C8 C7 H7A 109.1 . .
C1 C7 H7B 109.1 . .
C8 C7 H7B 109.1 . .
H7A C7 H7B 107.8 . .
N1 C8 C7 113.98(15) . .
N1 C8 H8A 108.8 . .
C7 C8 H8A 108.8 . .
N1 C8 H8B 108.8 . .
C7 C8 H8B 108.8 . .
H8A C8 H8B 107.7 . .
O1 C9 N1 120.48(18) . .
O1 C9 N2 121.54(17) . .
N1 C9 N2 117.98(15) . .
N2 C10 H10A 109.5 . .
N2 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
N2 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N2 C11 H11A 109.5 . .
N2 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
N2 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C9 N1 C8 120.93(15) . .
C9 N1 H1 119.5 . .
C8 N1 H1 119.5 . .
C9 N2 C10 123.91(16) . .
C9 N2 C11 120.04(17) . .
C10 N2 C11 115.95(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.378(3) .
C1 C6 1.385(3) .
C1 C7 1.500(3) .
C2 C3 1.385(3) .
C2 H2 0.9300 .
C3 C4 1.356(4) .
C3 H3 0.9300 .
C4 C5 1.352(4) .
C4 H4 0.9300 .
C5 C6 1.383(3) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 C8 1.522(3) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 N1 1.447(2) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 O1 1.240(2) .
C9 N1 1.348(2) .
C9 N2 1.352(3) .
C10 N2 1.448(3) .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 N2 1.450(3) .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
N1 H1 0.8600 .
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
N1 H1 O1 0.86 2.06 2.8499(19) 152.4 8_755
