#------------------------------------------------------------------------------
#$Date: 2022-10-22 01:12:36 +0300 (Sat, 22 Oct 2022) $
#$Revision: 278718 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/57/7245707.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_7245707
loop_
_publ_author_name
'Wang, Zhen'
'Cui, Xiaoxiao'
'Famulari, Antonino'
'Marti-Rujas, Javier'
'Kariuki, Benson'
'Guo, Fang'
_publ_section_title
;
 Solid-state stability of Z’ < 1 and Z’ = 2 polymorphs of
 N,N,N’,N’-tetrabenzylethylenediamine: a combined
 experimental and theoretical study.
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE01174C
_journal_year                    2022
_chemical_absolute_configuration rm
_chemical_formula_sum            'C15 H16 N'
_chemical_formula_weight         210.29
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2021-09-15 deposited with the CCDC.	2022-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                76.992(8)
_cell_angle_beta                 86.676(7)
_cell_angle_gamma                79.275(8)
_cell_formula_units_Z            2
_cell_length_a                   6.356(4)
_cell_length_b                   9.042(6)
_cell_length_c                   11.117(7)
_cell_measurement_reflns_used    1152
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.23
_cell_measurement_theta_min      2.66
_cell_volume                     611.5(7)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.896
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_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  0.0149
_diffrn_reflns_av_sigmaI/netI    0.0433
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3282
_diffrn_reflns_theta_full        12.50
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         2.35
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 240
_diffrn_standards_interval_time  '60 min'
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.142
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             226
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.086(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     152
_refine_ls_number_reflns         2594
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.1060
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0661P)²+0.0479P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1249
_refine_ls_wR_factor_ref         0.1497
_reflns_number_gt                1657
_reflns_number_total             2594
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d2ce01174c2.cif
_cod_data_source_block           gf2
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7245707
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
N1 N 0.3391(2) 0.07373(12) 0.12891(10) 0.0506(4) Uani 1 1 d . . .
C1 C 0.4473(3) -0.09321(15) 0.33362(12) 0.0484(4) Uani 1 1 d . . .
C2 C 0.1027(3) 0.32317(16) 0.12778(13) 0.0523(4) Uani 1 1 d . . .
C3 C 0.4309(3) -0.03503(16) 0.05186(13) 0.0546(5) Uani 1 1 d . . .
H3A H 0.517(3) -0.126(2) 0.1087(18) 0.082 Uiso 1 1 d . . .
H3B H 0.316(3) -0.073(2) 0.0172(18) 0.082 Uiso 1 1 d . . .
C4 C 0.6221(3) -0.02888(18) 0.34320(14) 0.0601(5) Uani 1 1 d . . .
H4A H 0.6358 0.0655 0.2918 0.072 Uiso 1 1 calc R . .
C5 C 0.2672(3) -0.00792(17) 0.24858(13) 0.0548(4) Uani 1 1 d . . .
H5A H 0.1817 -0.0809 0.2351 0.066 Uiso 1 1 calc R . .
H5B H 0.1758 0.0659 0.2886 0.066 Uiso 1 1 calc R . .
C6 C 0.1602(3) 0.18749(18) 0.06806(15) 0.0634(5) Uani 1 1 d . . .
H6A H 0.0362 0.1384 0.0707 0.076 Uiso 1 1 calc R . .
H6B H 0.1983 0.2234 -0.0179 0.076 Uiso 1 1 calc R . .
C7 C 0.4318(3) -0.23395(17) 0.41120(14) 0.0626(5) Uani 1 1 d . . .
H7A H 0.3146 -0.2802 0.4060 0.075 Uiso 1 1 calc R . .
C8 C 0.5888(4) -0.30625(19) 0.49625(16) 0.0765(6) Uani 1 1 d . . .
H8A H 0.5763 -0.4006 0.5481 0.092 Uiso 1 1 calc R . .
C9 C -0.0971(3) 0.3599(2) 0.17881(17) 0.0695(5) Uani 1 1 d . . .
H9A H -0.1996 0.2991 0.1776 0.083 Uiso 1 1 calc R . .
C10 C 0.2488(3) 0.41657(19) 0.13124(16) 0.0660(5) Uani 1 1 d . . .
H10A H 0.3852 0.3940 0.0976 0.079 Uiso 1 1 calc R . .
C11 C 0.7610(4) -0.2408(2) 0.50478(16) 0.0734(6) Uani 1 1 d . . .
H11A H 0.8662 -0.2898 0.5623 0.088 Uiso 1 1 calc R . .
C12 C -0.0013(5) 0.5778(2) 0.23383(18) 0.0838(8) Uani 1 1 d . . .
H12A H -0.0361 0.6635 0.2690 0.101 Uiso 1 1 calc R . .
C13 C 0.1964(4) 0.5433(2) 0.18383(19) 0.0806(7) Uani 1 1 d . . .
H13A H 0.2973 0.6054 0.1850 0.097 Uiso 1 1 calc R . .
C14 C 0.7789(3) -0.1025(2) 0.42835(16) 0.0693(5) Uani 1 1 d . . .
H14A H 0.8974 -0.0575 0.4336 0.083 Uiso 1 1 calc R . .
C15 C -0.1469(4) 0.4878(3) 0.23234(18) 0.0857(7) Uani 1 1 d . . .
H15A H -0.2821 0.5111 0.2674 0.103 Uiso 1 1 calc R . .
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
_geom_angle_publ_flag
C5 N1 C3 110.80(12) . . ?
C5 N1 C6 109.64(14) . . ?
C3 N1 C6 111.58(12) . . ?
C4 C1 C7 118.21(14) . . ?
C4 C1 C5 121.06(14) . . ?
C7 C1 C5 120.54(16) . . ?
C10 C2 C9 117.78(17) . . ?
C10 C2 C6 120.58(17) . . ?
C9 C2 C6 121.63(18) . . ?
N1 C3 C3 112.26(15) . 2_655 ?
C1 C4 C14 120.77(16) . . ?
N1 C5 C1 113.79(15) . . ?
N1 C6 C2 112.34(12) . . ?
C8 C7 C1 120.57(18) . . ?
C11 C8 C7 120.50(17) . . ?
C2 C9 C15 120.4(2) . . ?
C2 C10 C13 121.1(2) . . ?
C8 C11 C14 119.56(17) . . ?
C15 C12 C13 119.8(2) . . ?
C12 C13 C10 120.4(2) . . ?
C11 C14 C4 120.4(2) . . ?
C12 C15 C9 120.6(2) . . ?
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
N1 C5 1.462(2) . ?
N1 C3 1.4659(18) . ?
N1 C6 1.4661(19) . ?
C1 C4 1.367(2) . ?
C1 C7 1.384(2) . ?
C1 C5 1.506(2) . ?
C2 C10 1.374(3) . ?
C2 C9 1.374(3) . ?
C2 C6 1.500(2) . ?
C3 C3 1.505(3) 2_655 ?
C4 C14 1.383(2) . ?
C7 C8 1.380(2) . ?
C8 C11 1.355(3) . ?
C9 C15 1.394(3) . ?
C10 C13 1.379(3) . ?
C11 C14 1.365(3) . ?
C12 C15 1.344(4) . ?
C12 C13 1.355(4) . ?
