#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/98/1519828.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_1519828
loop_
_publ_author_name
'Tomkinson, N.'
'Coles, Simon J.'
'Hursthouse, Michael B.'
_publ_section_title
;
 5-Benzyl-2,2,3-trimethyl-imidazolidin-4-one
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              308
_journal_year                    2007
_chemical_formula_sum            'C13 H19 F6 N2 O P'
_chemical_formula_weight         364.27
_space_group_IT_number           19
_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     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.7560(4)
_cell_length_b                   15.6189(3)
_cell_length_c                   18.4464(6)
_cell_measurement_reflns_used    4804
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.1
_cell_measurement_theta_min      2.91
_cell_volume                     3387.05(17)
_computing_cell_refinement       'DENZO, COLLECT'
_computing_data_reduction        'DENZO, COLLECT'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0883
_diffrn_reflns_av_sigmaI/netI    0.0713
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            44871
_diffrn_reflns_theta_full        27.12
_diffrn_reflns_theta_max         27.12
_diffrn_reflns_theta_min         3.10
_exptl_absorpt_coefficient_mu    0.225
_exptl_absorpt_correction_T_max  0.9955
_exptl_absorpt_correction_T_min  0.9564
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       shard
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.12(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         7443
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.1229
_refine_ls_R_factor_gt           0.0549
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0789P)²+0.1162P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1265
_refine_ls_wR_factor_ref         0.1542
_reflns_number_gt                4178
_reflns_number_total             7443
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-308.cif
_cod_data_source_block           2007src0607
_cod_depositor_comments
;
Citation :
Tomkinson, N and Coles, Simon J. and Hursthouse, Michael B. (2007) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/308)

More at:
http://ecrystals.chem.soton.ac.uk/308/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to the built-in table from CIF Core
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               1519828
loop_
_symmetry_equiv_pos_as_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'
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
C16 C 0.1648(4) 0.7097(3) -0.3865(3) 0.0896(15) Uani 1 1 d . . .
H16A H 0.1365 0.7666 -0.3946 0.134 Uiso 1 1 calc R . .
H16B H 0.1630 0.6782 -0.4312 0.134 Uiso 1 1 calc R . .
H16C H 0.2416 0.7127 -0.3690 0.134 Uiso 1 1 calc R . .
C19 C -0.0855(3) 0.7491(2) -0.3217(2) 0.0658(10) Uani 1 1 d . . .
H19A H -0.0626 0.7670 -0.2741 0.099 Uiso 1 1 calc R . .
H19B H -0.1668 0.7432 -0.3231 0.099 Uiso 1 1 calc R . .
H19C H -0.0619 0.7910 -0.3566 0.099 Uiso 1 1 calc R . .
H1N H 0.383(3) 0.661(2) -0.2430(17) 0.049(9) Uiso 1 1 d . . .
H2N H 0.466(3) 0.724(2) -0.274(2) 0.071(11) Uiso 1 1 d . . .
H3N H -0.053(3) 0.541(2) -0.2998(19) 0.063(10) Uiso 1 1 d . . .
H4N H -0.130(3) 0.605(2) -0.259(2) 0.069(11) Uiso 1 1 d . . .
C1 C 0.5397(3) 0.6072(2) -0.25382(18) 0.0513(8) Uani 1 1 d . . .
H1 H 0.5147 0.5535 -0.2316 0.062 Uiso 1 1 calc R . .
C2 C 0.6383(3) 0.6435(2) -0.2104(2) 0.0566(9) Uani 1 1 d . . .
C3 C 0.6706(4) 0.7378(3) -0.1060(2) 0.0864(13) Uani 1 1 d . . .
H3A H 0.7490 0.7256 -0.1161 0.130 Uiso 1 1 calc R . .
H3B H 0.6513 0.7163 -0.0588 0.130 Uiso 1 1 calc R . .
H3C H 0.6586 0.7986 -0.1072 0.130 Uiso 1 1 calc R . .
C4 C 0.4749(3) 0.7072(2) -0.16327(19) 0.0562(9) Uani 1 1 d . . .
C5 C 0.4374(4) 0.7995(2) -0.1571(2) 0.0783(11) Uani 1 1 d . . .
H5A H 0.4508 0.8196 -0.1086 0.118 Uiso 1 1 calc R . .
H5B H 0.3578 0.8038 -0.1680 0.118 Uiso 1 1 calc R . .
H5C H 0.4799 0.8339 -0.1907 0.118 Uiso 1 1 calc R . .
C6 C 0.4165(3) 0.6498(3) -0.1077(2) 0.0747(11) Uani 1 1 d . . .
H6A H 0.4361 0.5911 -0.1170 0.112 Uiso 1 1 calc R . .
H6B H 0.3355 0.6567 -0.1113 0.112 Uiso 1 1 calc R . .
H6C H 0.4411 0.6653 -0.0599 0.112 Uiso 1 1 calc R . .
C7 C 0.5643(3) 0.5919(2) -0.3336(2) 0.0654(10) Uani 1 1 d . . .
H7A H 0.6222 0.5480 -0.3376 0.078 Uiso 1 1 calc R . .
H7B H 0.5951 0.6441 -0.3542 0.078 Uiso 1 1 calc R . .
C8 C 0.4615(3) 0.5647(2) -0.3779(2) 0.0671(10) Uani 1 1 d . . .
C9 C 0.4481(4) 0.5966(3) -0.4472(2) 0.0829(12) Uani 1 1 d . . .
H9 H 0.5015 0.6350 -0.4653 0.099 Uiso 1 1 calc R . .
C10 C 0.3579(5) 0.5732(5) -0.4900(3) 0.1087(18) Uani 1 1 d . . .
H10 H 0.3500 0.5955 -0.5365 0.130 Uiso 1 1 calc R . .
C11 C 0.2808(5) 0.5173(4) -0.4639(4) 0.1024(18) Uani 1 1 d . . .
H11 H 0.2204 0.5006 -0.4933 0.123 Uiso 1 1 calc R . .
C12 C 0.2891(4) 0.4844(3) -0.3950(4) 0.0990(17) Uani 1 1 d . . .
H12 H 0.2340 0.4470 -0.3774 0.119 Uiso 1 1 calc R . .
C13 C 0.3820(4) 0.5079(3) -0.3516(3) 0.0816(13) Uani 1 1 d . . .
H13 H 0.3898 0.4853 -0.3052 0.098 Uiso 1 1 calc R . .
C14 C 0.0331(3) 0.6115(2) -0.22198(17) 0.0478(8) Uani 1 1 d . . .
H14 H 0.0099 0.6588 -0.1904 0.057 Uiso 1 1 calc R . .
C15 C 0.1316(3) 0.6414(2) -0.2680(2) 0.0561(9) Uani 1 1 d . . .
C17 C -0.0309(3) 0.6639(2) -0.33923(18) 0.0524(8) Uani 1 1 d . . .
C18 C -0.0689(4) 0.6278(3) -0.4113(2) 0.0811(12) Uani 1 1 d . . .
H18A H -0.0535 0.6686 -0.4490 0.122 Uiso 1 1 calc R . .
H18B H -0.1491 0.6162 -0.4097 0.122 Uiso 1 1 calc R . .
H18C H -0.0284 0.5757 -0.4211 0.122 Uiso 1 1 calc R . .
C20 C 0.0520(3) 0.5327(2) -0.1754(2) 0.0607(9) Uani 1 1 d . . .
H20A H 0.0666 0.4837 -0.2064 0.073 Uiso 1 1 calc R . .
H20B H 0.1183 0.5414 -0.1450 0.073 Uiso 1 1 calc R . .
C21 C -0.0496(3) 0.5148(2) -0.12859(19) 0.0563(9) Uani 1 1 d . . .
C22 C -0.1300(4) 0.4550(2) -0.1483(2) 0.0732(11) Uani 1 1 d . . .
H22 H -0.1184 0.4209 -0.1890 0.088 Uiso 1 1 calc R . .
C23 C -0.2300(4) 0.4458(3) -0.1068(3) 0.0968(16) Uani 1 1 d . . .
H23 H -0.2845 0.4057 -0.1203 0.116 Uiso 1 1 calc R . .
C24 C -0.2471(5) 0.4951(3) -0.0470(3) 0.0994(17) Uani 1 1 d . . .
H24 H -0.3137 0.4894 -0.0203 0.119 Uiso 1 1 calc R . .
C25 C -0.1658(5) 0.5537(4) -0.0260(3) 0.0985(16) Uani 1 1 d . . .
H25 H -0.1762 0.5862 0.0158 0.118 Uiso 1 1 calc R . .
C26 C -0.0696(4) 0.5636(3) -0.0672(2) 0.0776(11) Uani 1 1 d . . .
H26 H -0.0162 0.6044 -0.0534 0.093 Uiso 1 1 calc R . .
N1 N 0.4531(2) 0.67488(19) -0.23949(16) 0.0504(7) Uani 1 1 d . . .
N2 N 0.5986(2) 0.69663(19) -0.16060(16) 0.0554(7) Uani 1 1 d . . .
N3 N -0.0567(2) 0.59971(18) -0.27935(16) 0.0480(6) Uani 1 1 d . . .
N4 N 0.0931(2) 0.66641(17) -0.33251(17) 0.0556(7) Uani 1 1 d . . .
O1 O 0.7392(2) 0.6245(2) -0.21983(17) 0.0829(9) Uani 1 1 d . . .
O2 O 0.22986(19) 0.6421(2) -0.24520(17) 0.0811(8) Uani 1 1 d . . .
F1 F 0.4703(3) 0.70564(16) 0.1185(2) 0.1257(11) Uani 1 1 d . . .
F2 F 0.4925(2) 0.57631(17) 0.17093(17) 0.1069(9) Uani 1 1 d . . .
F3 F 0.6109(3) 0.68389(17) 0.19859(13) 0.0975(8) Uani 1 1 d . . .
F4 F 0.6700(2) 0.57173(18) 0.13547(17) 0.1087(9) Uani 1 1 d . . .
F5 F 0.6536(3) 0.6996(2) 0.08253(18) 0.1419(13) Uani 1 1 d . . .
F6 F 0.5328(3) 0.59414(17) 0.05378(15) 0.1162(10) Uani 1 1 d . . .
F7 F -0.4722(2) 0.29874(14) -0.13329(16) 0.0941(8) Uani 1 1 d . . .
F8 F -0.5328(3) 0.41296(18) -0.06950(14) 0.1124(10) Uani 1 1 d . . .
F9 F -0.6471(3) 0.29868(19) -0.08242(15) 0.1096(10) Uani 1 1 d . . .
F10 F -0.6884(3) 0.42026(19) -0.14057(17) 0.1161(10) Uani 1 1 d . . .
F11 F -0.6252(2) 0.30541(17) -0.20191(13) 0.0899(8) Uani 1 1 d . . .
F12 F -0.5134(3) 0.42055(16) -0.18920(15) 0.1014(9) Uani 1 1 d . . .
P1 P 0.57013(9) 0.64009(6) 0.12537(5) 0.0639(3) Uani 1 1 d . . .
P2 P -0.58089(9) 0.36044(6) -0.13490(5) 0.0628(3) 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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
N1 C1 C7 114.4(3) . .
N1 C1 C2 99.4(3) . .
C7 C1 C2 115.1(3) . .
O1 C2 N2 125.9(3) . .
O1 C2 C1 124.8(3) . .
N2 C2 C1 109.3(3) . .
N2 C4 C5 113.2(3) . .
N2 C4 N1 99.3(3) . .
C5 C4 N1 109.8(3) . .
N2 C4 C6 111.0(3) . .
C5 C4 C6 112.3(3) . .
N1 C4 C6 110.6(3) . .
C1 C7 C8 114.5(3) . .
C13 C8 C9 118.7(4) . .
C13 C8 C7 122.0(4) . .
C9 C8 C7 119.3(4) . .
C10 C9 C8 121.7(5) . .
C11 C10 C9 119.1(5) . .
C10 C11 C12 121.7(5) . .
C11 C12 C13 119.0(5) . .
C8 C13 C12 119.7(5) . .
N3 C14 C15 100.4(3) . .
N3 C14 C20 113.7(3) . .
C15 C14 C20 117.2(3) . .
O2 C15 N4 128.5(3) . .
O2 C15 C14 122.0(4) . .
N4 C15 C14 109.5(3) . .
N4 C17 C18 112.3(3) . .
N4 C17 C19 112.4(3) . .
C18 C17 C19 113.0(3) . .
N4 C17 N3 98.9(3) . .
C18 C17 N3 109.5(3) . .
C19 C17 N3 109.8(3) . .
C21 C20 C14 111.1(3) . .
C22 C21 C26 118.2(4) . .
C22 C21 C20 121.4(3) . .
C26 C21 C20 120.3(4) . .
C21 C22 C23 119.8(4) . .
C24 C23 C22 120.3(5) . .
C23 C24 C25 120.2(5) . .
C26 C25 C24 119.4(5) . .
C25 C26 C21 122.1(5) . .
C1 N1 C4 106.6(2) . .
C2 N2 C4 113.4(3) . .
C2 N2 C3 123.3(3) . .
C4 N2 C3 123.2(3) . .
C14 N3 C17 106.8(2) . .
C15 N4 C17 113.9(3) . .
C15 N4 C16 123.1(3) . .
C17 N4 C16 121.7(3) . .
F1 P1 F6 91.21(17) . .
F1 P1 F5 92.3(2) . .
F6 P1 F5 91.27(19) . .
F1 P1 F3 90.79(16) . .
F6 P1 F3 177.95(17) . .
F5 P1 F3 89.09(18) . .
F1 P1 F2 91.28(17) . .
F6 P1 F2 89.87(17) . .
F5 P1 F2 176.2(2) . .
F3 P1 F2 89.64(16) . .
F1 P1 F4 177.64(19) . .
F6 P1 F4 89.89(16) . .
F5 P1 F4 89.7(2) . .
F3 P1 F4 88.09(15) . .
F2 P1 F4 86.64(16) . .
F8 P2 F9 91.46(17) . .
F8 P2 F10 91.72(17) . .
F9 P2 F10 90.45(18) . .
F8 P2 F12 89.77(16) . .
F9 P2 F12 178.44(17) . .
F10 P2 F12 90.47(18) . .
F8 P2 F11 177.83(17) . .
F9 P2 F11 89.14(15) . .
F10 P2 F11 90.36(16) . .
F12 P2 F11 89.59(15) . .
F8 P2 F7 90.74(16) . .
F9 P2 F7 90.80(16) . .
F10 P2 F7 177.21(17) . .
F12 P2 F7 88.22(15) . .
F11 P2 F7 87.17(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C16 N4 1.469(4) .
C19 C17 1.513(4) .
C1 N1 1.491(4) .
C1 C7 1.518(5) .
C1 C2 1.519(5) .
C2 O1 1.235(4) .
C2 N2 1.324(4) .
C3 N2 1.465(5) .
C4 N2 1.465(4) .
C4 C5 1.512(5) .
C4 N1 1.516(5) .
C4 C6 1.525(5) .
C7 C8 1.519(5) .
C8 C13 1.378(6) .
C8 C9 1.381(6) .
C9 C10 1.372(7) .
C10 C11 1.347(8) .
C11 C12 1.376(8) .
C12 C13 1.403(6) .
C14 N3 1.506(4) .
C14 C15 1.510(5) .
C14 C20 1.517(5) .
C15 O2 1.230(4) .
C15 N4 1.331(5) .
C17 N4 1.464(4) .
C17 C18 1.513(5) .
C17 N3 1.522(4) .
C20 C21 1.500(5) .
C21 C22 1.378(5) .
C21 C26 1.386(5) .
C22 C23 1.411(6) .
C23 C24 1.359(7) .
C24 C25 1.379(7) .
C25 C26 1.371(6) .
F1 P1 1.563(3) .
F2 P1 1.591(3) .
F3 P1 1.588(3) .
F4 P1 1.598(3) .
F5 P1 1.566(3) .
F6 P1 1.566(3) .
F7 P2 1.601(2) .
F8 P2 1.564(3) .
F9 P2 1.573(3) .
F10 P2 1.575(3) .
F11 P2 1.593(2) .
F12 P2 1.585(3) .
