#------------------------------------------------------------------------------
#$Date: 2023-05-22 12:29:16 +0300 (Mon, 22 May 2023) $
#$Revision: 283938 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/72/8107245.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_8107245
loop_
_publ_author_name
'Wallach, Christoph'
'Klein, Wilhelm'
'Fässler, Thomas F.'
_publ_section_title
;
 Crystal structure of N 2,N 4-dimesitylpentane-2,4-diamine, C23H34N2
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              893
_journal_page_last               895
_journal_paper_doi               10.1515/ncrs-2022-0276
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C23 H34 N2'
_chemical_formula_sum            'C23 H34 N2'
_chemical_formula_weight         338.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 103.133(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.2448(11)
_cell_length_b                   8.2189(5)
_cell_length_c                   16.7350(16)
_cell_measurement_reflns_used    50210
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      34.90
_cell_measurement_theta_min      2.75
_cell_volume                     2042.0(3)
_computing_cell_refinement       'STOE X-AREA 1.76'
_computing_data_collection       'STOE X-AREA 1.76'
_computing_data_reduction        'STOE X-AREA 1.76'
_computing_molecular_graphics    'DIAMOND 3.2k'
_computing_structure_refinement  SHELXL-2014/7
_computing_structure_solution    SHELXS-97
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 Pilatus300K
_diffrn_detector_area_resol_mean 5.81
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'STOE StadiVari'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    '0.6 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            34500
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.998
_diffrn_reflns_theta_min         2.833
_diffrn_source                   'Genix 3D HF Mo'
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.993
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'STOE X-AREA 1.76'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.101
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         2983
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0438
_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)+(0.0735P)²+0.2823P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1277
_reflns_number_gt                2179
_reflns_number_total             2983
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0276_suppl.cif
_cod_data_source_block           CW-662-3_w
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               8107245
_shelx_shelxl_version_number     2014/7
_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, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
C1 C 0.5000 0.64420(18) 0.2500 0.0228(3) Uani 1 2 d S T P . .
H1A H 0.4481 0.7154 0.2266 0.027 Uiso 0.5 1 calc R U P . .
H1B H 0.5519 0.7154 0.2734 0.027 Uiso 0.5 1 calc R U P . .
C2 C 0.52311(7) 0.54381(13) 0.18010(7) 0.0238(2) Uani 1 1 d . . . . .
H2 H 0.4696 0.4754 0.1552 0.029 Uiso 1 1 calc R U . . .
C3 C 0.54380(9) 0.65475(16) 0.11294(8) 0.0356(3) Uani 1 1 d . . . . .
H3A H 0.5923 0.7302 0.1372 0.053 Uiso 1 1 calc R U . . .
H3B H 0.4897 0.7167 0.0875 0.053 Uiso 1 1 calc R U . . .
H3C H 0.5626 0.5883 0.0711 0.053 Uiso 1 1 calc R U . . .
N N 0.59849(6) 0.43451(11) 0.21606(6) 0.0235(2) Uani 1 1 d . . . . .
H1 H 0.6455(11) 0.499(2) 0.2479(11) 0.044(4) Uiso 1 1 d . . . . .
C4 C 0.63402(7) 0.32711(12) 0.16458(6) 0.0202(2) Uani 1 1 d . . . . .
C5 C 0.58201(7) 0.19841(13) 0.12242(7) 0.0223(2) Uani 1 1 d . . . . .
C6 C 0.62219(8) 0.08763(13) 0.07811(7) 0.0246(2) Uani 1 1 d . . . . .
H6 H 0.5864 0.0026 0.0490 0.030 Uiso 1 1 calc R U . . .
C7 C 0.71248(8) 0.09742(13) 0.07514(7) 0.0251(2) Uani 1 1 d . . . . .
C8 C 0.76200(7) 0.22660(14) 0.11607(7) 0.0253(2) Uani 1 1 d . . . . .
H8 H 0.8235 0.2370 0.1139 0.030 Uiso 1 1 calc R U . . .
C9 C 0.72504(7) 0.34183(13) 0.16031(7) 0.0223(2) Uani 1 1 d . . . . .
C10 C 0.48513(8) 0.17106(15) 0.12607(8) 0.0311(3) Uani 1 1 d . . . . .
H10A H 0.4457 0.2356 0.0833 0.047 Uiso 1 1 calc R U . . .
H10B H 0.4765 0.2044 0.1800 0.047 Uiso 1 1 calc R U . . .
H10C H 0.4703 0.0554 0.1173 0.047 Uiso 1 1 calc R U . . .
C11 C 0.75574(10) -0.03149(16) 0.03248(8) 0.0360(3) Uani 1 1 d . . . . .
H11A H 0.8068 0.0158 0.0141 0.054 Uiso 1 1 calc R U . . .
H11B H 0.7115 -0.0729 -0.0151 0.054 Uiso 1 1 calc R U . . .
H11C H 0.7770 -0.1210 0.0707 0.054 Uiso 1 1 calc R U . . .
C12 C 0.78280(8) 0.47986(16) 0.20280(8) 0.0322(3) Uani 1 1 d . . . . .
H12A H 0.8428 0.4731 0.1910 0.048 Uiso 1 1 calc R U . . .
H12B H 0.7882 0.4721 0.2621 0.048 Uiso 1 1 calc R U . . .
H12C H 0.7549 0.5840 0.1828 0.048 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'
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 C2 115.03(12) . 2_655
C2 C1 H1A 108.5 . .
C2 C1 H1A 108.5 2_655 .
C2 C1 H1B 108.5 . .
C2 C1 H1B 108.5 2_655 .
H1A C1 H1B 107.5 . .
N C2 C3 112.95(9) . .
N C2 C1 107.98(8) . .
C3 C2 C1 111.06(10) . .
N C2 H2 108.2 . .
C3 C2 H2 108.2 . .
C1 C2 H2 108.2 . .
C2 C3 H3A 109.5 . .
C2 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
C2 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
C4 N C2 119.94(9) . .
C4 N H1 110.1(10) . .
C2 N H1 107.7(10) . .
C9 C4 C5 119.10(9) . .
C9 C4 N 119.43(9) . .
C5 C4 N 121.30(9) . .
C6 C5 C4 119.25(9) . .
C6 C5 C10 118.33(10) . .
C4 C5 C10 122.37(10) . .
C7 C6 C5 122.47(10) . .
C7 C6 H6 118.8 . .
C5 C6 H6 118.8 . .
C8 C7 C6 117.25(10) . .
C8 C7 C11 121.48(11) . .
C6 C7 C11 121.21(11) . .
C7 C8 C9 122.66(10) . .
C7 C8 H8 118.7 . .
C9 C8 H8 118.7 . .
C8 C9 C4 119.24(10) . .
C8 C9 C12 119.75(9) . .
C4 C9 C12 121.02(9) . .
C5 C10 H10A 109.5 . .
C5 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C5 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C7 C11 H11A 109.5 . .
C7 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C7 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C9 C12 H12A 109.5 . .
C9 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C9 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.5364(13) .
C1 C2 1.5364(13) 2_655
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 N 1.4749(14) .
C2 C3 1.5348(15) .
C2 H2 1.0000 .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
N C4 1.4237(13) .
N H1 0.953(17) .
C4 C9 1.4108(14) .
C4 C5 1.4110(14) .
C5 C6 1.4001(15) .
C5 C10 1.5088(15) .
C6 C7 1.3909(15) .
C6 H6 0.9500 .
C7 C8 1.3897(16) .
C7 C11 1.5104(15) .
C8 C9 1.3972(14) .
C8 H8 0.9500 .
C9 C12 1.5111(16) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
