#------------------------------------------------------------------------------
#$Date: 2020-07-16 04:35:15 +0300 (Thu, 16 Jul 2020) $
#$Revision: 254329 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/08/7240882.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_7240882
loop_
_publ_author_name
'Dittrich, Birger'
'Sever, Christoph'
'Luebben, Jens'
_publ_section_title
;
 Disappearing Disorder
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00300J
_journal_year                    2020
_chemical_formula_sum            'C27 H36 N2 O'
_chemical_formula_weight         404.58
_chemical_name_systematic        1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-one
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-07-05 deposited with the CCDC.	2020-07-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.174(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.2069(10)
_cell_length_b                   6.5424(3)
_cell_length_c                   20.5081(12)
_cell_measurement_reflns_used    9867
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      2.25
_cell_volume                     2434.1(2)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
'Bruker D8 diffractometer with APEX II Area Detector'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            45356
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.025
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_min         2.103
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.104
_exptl_crystal_description       cube
_exptl_crystal_F_000             880
_exptl_crystal_preparation
'The refinement made use of aspherical scattering factors'
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         4276
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.154
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0503
_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)+(0.0340P)²+2.1341P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1148
_refine_ls_wR_factor_ref         0.1196
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3628
_reflns_number_total             4276
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce00300j2.cif
_cod_data_source_block           ordered_nhc
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7240882
_shelx_shelxl_version_number     2018/3
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
O1 O 0.55506(7) 0.23239(18) 0.26955(7) 0.0192(5) Uani 1 1 d . . . . .
N1 N 0.55967(8) 0.5916(2) 0.27494(8) 0.0128(6) Uani 1 1 d . . . . .
N2 N 0.45822(8) 0.4421(2) 0.27553(8) 0.0129(6) Uani 1 1 d . . . . .
C1 C 0.52817(9) 0.4013(3) 0.27296(9) 0.0130(5) Uani 1 1 d . . . . .
C2 C 0.44806(10) 0.6538(3) 0.27771(10) 0.0181(5) Uani 1 1 d . . . . .
H2 H 0.404701 0.720545 0.279243 0.022 Uiso 1 1 calc R U . . .
C3 C 0.51026(10) 0.7453(3) 0.27725(10) 0.0177(5) Uani 1 1 d . . . . .
H3 H 0.519084 0.888377 0.278303 0.021 Uiso 1 1 calc R U . . .
C4 C 0.40349(9) 0.2891(3) 0.27186(9) 0.0133(5) Uani 1 1 d . . . . .
C5 C 0.36504(9) 0.2014(3) 0.20786(10) 0.0165(5) Uani 1 1 d . . . . .
C6 C 0.30910(10) 0.0625(3) 0.20586(11) 0.0217(5) Uani 1 1 d . . . . .
H6 H 0.281854 0.000406 0.163235 0.026 Uiso 1 1 calc R U . . .
C7 C 0.29275(11) 0.0139(3) 0.26470(11) 0.0234(5) Uani 1 1 d . . . . .
H7 H 0.253332 -0.077040 0.261951 0.028 Uiso 1 1 calc R U . . .
C8 C 0.33336(10) 0.0969(3) 0.32742(11) 0.0231(5) Uani 1 1 d . . . . .
H8 H 0.322364 0.059060 0.367692 0.028 Uiso 1 1 calc R U . . .
C9 C 0.39027(10) 0.2352(3) 0.33301(10) 0.0182(5) Uani 1 1 d . . . . .
C10 C 0.38193(10) 0.2567(3) 0.14308(10) 0.0217(6) Uani 1 1 d . . . . .
H10 H 0.431753 0.322072 0.157641 0.026 Uiso 1 1 calc R U . . .
C11 C 0.38514(14) 0.0693(4) 0.10021(12) 0.0377(7) Uani 1 1 d . . . . .
H11A H 0.335772 0.009780 0.081147 0.056 Uiso 1 1 calc R U . . .
H11B H 0.418801 -0.031702 0.129484 0.056 Uiso 1 1 calc R U . . .
H11C H 0.402926 0.109273 0.062395 0.056 Uiso 1 1 calc R U . . .
C12 C 0.32686(15) 0.4128(4) 0.10020(13) 0.0428(7) Uani 1 1 d . . . . .
H12A H 0.340117 0.450224 0.059521 0.064 Uiso 1 1 calc R U . . .
H12B H 0.327798 0.535010 0.128113 0.064 Uiso 1 1 calc R U . . .
H12C H 0.277250 0.353517 0.085404 0.064 Uiso 1 1 calc R U . . .
C13 C 0.43963(11) 0.3130(3) 0.40212(10) 0.0242(6) Uani 1 1 d . . . . .
H13A H 0.455694 0.454542 0.395367 0.029 Uiso 1 1 calc R U . . .
C14 C 0.40253(14) 0.3218(4) 0.45717(12) 0.0401(7) Uani 1 1 d . . . . .
H14A H 0.357694 0.404819 0.440462 0.060 Uiso 1 1 calc R U . . .
H14B H 0.436346 0.383035 0.499302 0.060 Uiso 1 1 calc R U . . .
H14C H 0.389646 0.183081 0.467221 0.060 Uiso 1 1 calc R U . . .
C15 C 0.50895(12) 0.1766(4) 0.42698(11) 0.0330(7) Uani 1 1 d . . . . .
H15A H 0.494344 0.035596 0.432100 0.050 Uiso 1 1 calc R U . . .
H15B H 0.541634 0.226760 0.471553 0.050 Uiso 1 1 calc R U . . .
H15C H 0.534882 0.180934 0.393057 0.050 Uiso 1 1 calc R U . . .
C16 C 0.63076(9) 0.6194(3) 0.26677(9) 0.0118(5) Uani 1 1 d . . . . .
C17 C 0.63432(10) 0.6319(3) 0.19984(9) 0.0142(5) Uani 1 1 d . . . . .
C18 C 0.70435(10) 0.6439(3) 0.19351(10) 0.0167(5) Uani 1 1 d . . . . .
H18 H 0.708773 0.650596 0.148764 0.020 Uiso 1 1 calc R U . . .
C19 C 0.76734(10) 0.6463(3) 0.25061(10) 0.0176(5) Uani 1 1 d . . . . .
H19 H 0.814456 0.651838 0.244952 0.021 Uiso 1 1 calc R U . . .
C20 C 0.76167(10) 0.6407(3) 0.31608(10) 0.0164(5) Uani 1 1 d . . . . .
H20 H 0.805192 0.646384 0.355167 0.020 Uiso 1 1 calc R U . . .
C21 C 0.69333(10) 0.6270(3) 0.32586(10) 0.0144(5) Uani 1 1 d . . . . .
C22 C 0.56531(10) 0.6285(3) 0.13693(10) 0.0166(6) Uani 1 1 d . . . . .
H22 H 0.522191 0.644868 0.153586 0.020 Uiso 1 1 calc R U . . .
C23 C 0.55654(12) 0.4238(3) 0.09958(11) 0.0267(6) Uani 1 1 d . . . . .
H23A H 0.509150 0.420682 0.062080 0.040 Uiso 1 1 calc R U . . .
H23B H 0.558152 0.312977 0.132197 0.040 Uiso 1 1 calc R U . . .
H23C H 0.596674 0.406082 0.080439 0.040 Uiso 1 1 calc R U . . .
C24 C 0.56331(12) 0.8061(3) 0.08792(11) 0.0287(6) Uani 1 1 d . . . . .
H24A H 0.604613 0.793653 0.070086 0.043 Uiso 1 1 calc R U . . .
H24B H 0.567265 0.935688 0.112863 0.043 Uiso 1 1 calc R U . . .
H24C H 0.516752 0.802928 0.049377 0.043 Uiso 1 1 calc R U . . .
C25 C 0.68723(10) 0.6149(3) 0.39766(10) 0.0173(6) Uani 1 1 d . . . . .
H25A H 0.635194 0.648442 0.393665 0.021 Uiso 1 1 calc R U . . .
C26 C 0.73730(13) 0.7688(3) 0.44736(11) 0.0328(7) Uani 1 1 d . . . . .
H26A H 0.788913 0.736669 0.453576 0.049 Uiso 1 1 calc R U . . .
H26B H 0.729155 0.761648 0.492040 0.049 Uiso 1 1 calc R U . . .
H26C H 0.725933 0.906958 0.428341 0.049 Uiso 1 1 calc R U . . .
C27 C 0.70304(12) 0.3979(3) 0.42629(11) 0.0261(6) Uani 1 1 d . . . . .
H27A H 0.670982 0.301395 0.393383 0.039 Uiso 1 1 calc R U . . .
H27B H 0.693572 0.389424 0.470342 0.039 Uiso 1 1 calc R U . . .
H27C H 0.754718 0.363796 0.433503 0.039 Uiso 1 1 calc R U . . .
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'
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
_geom_angle_publ_flag
C1 N1 C3 110.82(14) . . ?
C1 N1 C16 122.28(14) . . ?
C3 N1 C16 126.46(14) . . ?
C1 N2 C2 109.74(14) . . ?
C1 N2 C4 124.46(14) . . ?
C2 N2 C4 125.68(14) . . ?
O1 C1 N1 128.59(15) . . ?
O1 C1 N2 127.14(15) . . ?
N1 C1 N2 104.27(14) . . ?
C3 C2 N2 107.93(15) . . ?
C3 C2 H2 126.0 . . ?
N2 C2 H2 126.0 . . ?
C2 C3 N1 107.22(15) . . ?
C2 C3 H3 126.4 . . ?
N1 C3 H3 126.4 . . ?
C5 C4 C9 122.68(16) . . ?
C5 C4 N2 119.12(16) . . ?
C9 C4 N2 118.20(16) . . ?
C6 C5 C4 117.25(17) . . ?
C6 C5 C10 120.97(17) . . ?
C4 C5 C10 121.77(16) . . ?
C7 C6 C5 121.16(19) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C8 C7 C6 120.26(18) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C9 121.36(18) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C8 C9 C4 117.17(18) . . ?
C8 C9 C13 121.93(17) . . ?
C4 C9 C13 120.75(16) . . ?
C5 C10 C11 112.10(17) . . ?
C5 C10 C12 111.03(16) . . ?
C11 C10 C12 111.01(18) . . ?
C5 C10 H10 107.5 . . ?
C11 C10 H10 107.5 . . ?
C12 C10 H10 107.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 C14 113.97(17) . . ?
C9 C13 C15 108.80(17) . . ?
C14 C13 C15 109.89(18) . . ?
C9 C13 H13A 108.0 . . ?
C14 C13 H13A 108.0 . . ?
C15 C13 H13A 108.0 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 122.86(15) . . ?
C17 C16 N1 118.37(15) . . ?
C21 C16 N1 118.75(15) . . ?
C18 C17 C16 117.00(17) . . ?
C18 C17 C22 121.44(16) . . ?
C16 C17 C22 121.56(15) . . ?
C19 C18 C17 121.66(17) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 119.79(16) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C19 C20 C21 121.30(17) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C16 117.33(16) . . ?
C20 C21 C25 121.30(17) . . ?
C16 C21 C25 121.35(15) . . ?
C17 C22 C23 111.21(15) . . ?
C17 C22 C24 112.01(15) . . ?
C23 C22 C24 111.27(16) . . ?
C17 C22 H22 107.4 . . ?
C23 C22 H22 107.4 . . ?
C24 C22 H22 107.4 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C25 C27 110.65(15) . . ?
C21 C25 C26 112.37(15) . . ?
C27 C25 C26 110.73(17) . . ?
C21 C25 H25A 107.6 . . ?
C27 C25 H25A 107.6 . . ?
C26 C25 H25A 107.6 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.232(2) . ?
N1 C1 1.379(2) . ?
N1 C3 1.394(2) . ?
N1 C16 1.441(2) . ?
N2 C1 1.388(2) . ?
N2 C2 1.402(2) . ?
N2 C4 1.435(2) . ?
C2 C3 1.339(3) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C5 1.400(3) . ?
C4 C9 1.404(3) . ?
C5 C6 1.398(3) . ?
C5 C10 1.511(3) . ?
C6 C7 1.380(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.378(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.394(3) . ?
C8 H8 0.9500 . ?
C9 C13 1.511(3) . ?
C10 C11 1.522(3) . ?
C10 C12 1.524(3) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.521(3) . ?
C13 C15 1.544(3) . ?
C13 H13A 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.399(3) . ?
C16 C21 1.400(3) . ?
C17 C18 1.395(2) . ?
C17 C22 1.516(3) . ?
C18 C19 1.380(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.383(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.394(2) . ?
C20 H20 0.9500 . ?
C21 C25 1.517(3) . ?
C22 C23 1.525(3) . ?
C22 C24 1.529(3) . ?
C22 H22 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C27 1.528(3) . ?
C25 C26 1.528(3) . ?
C25 H25A 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
