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#$Date: 2025-08-23 02:36:08 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/00/02/8000250.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_8000250
loop_
_publ_author_name
'Ma, Suqian'
'Zhang, Jibo'
'Liu, Yingjie'
'Qian, Jingyu'
'Xu, Bin'
'Tian, Wenjing'
_publ_section_title
;
 Direct Observation of the Symmetrical and Asymmetrical Protonation States
 in Molecular Crystals.
;
_journal_issue                   13
_journal_name_full               'The journal of physical chemistry letters'
_journal_page_first              3068
_journal_page_last               3072
_journal_paper_doi               10.1021/acs.jpclett.7b01454
_journal_volume                  8
_journal_year                    2017
_chemical_formula_sum            'C28 H20 N2'
_chemical_formula_weight         384.46
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.95(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.5957(15)
_cell_length_b                   5.7108(11)
_cell_length_c                   22.899(5)
_cell_measurement_reflns_used    9226
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.08
_cell_volume                     988.0(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  ccd
_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  0.0213
_diffrn_reflns_av_sigmaI/netI    0.0182
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            9226
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.08
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.9940
_exptl_absorpt_correction_T_min  0.9910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'not given'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       palte
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2253
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0428
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0720P)²+0.1187P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1380
_reflns_number_gt                1634
_reflns_number_total             2253
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jz7b01454_si_002.cif
_cod_data_source_block           BP4VA
_cod_original_cell_volume        987.9(3)
_cod_original_sg_symbol_H-M      P_21/c
_cod_database_code               8000250
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.19653(18) 1.0169(3) 0.29395(7) 0.0477(4) Uani 1 1 d .
H1 H 0.1171 1.1412 0.2928 0.057 Uiso 1 1 calc R
C2 C 0.34156(18) 1.0222(2) 0.33582(6) 0.0426(3) Uani 1 1 d .
H2 H 0.3564 1.1459 0.3623 0.051 Uiso 1 1 calc R
C3 C 0.46462(16) 0.8424(2) 0.33811(5) 0.0350(3) Uani 1 1 d .
C4 C 0.43031(18) 0.6624(2) 0.29820(6) 0.0430(3) Uani 1 1 d .
H4 H 0.5079 0.5365 0.2979 0.052 Uiso 1 1 calc R
C5 C 0.2799(2) 0.6707(3) 0.25861(6) 0.0494(4) Uani 1 1 d .
H5 H 0.2589 0.5460 0.2327 0.059 Uiso 1 1 calc R
C6 C 0.62647(17) 0.8367(2) 0.37986(6) 0.0415(3) Uani 1 1 d .
H6 H 0.6974 0.7043 0.3788 0.050 Uiso 1 1 calc R
C7 C 0.68034(17) 0.9966(3) 0.41780(6) 0.0430(4) Uani 1 1 d .
H7 H 0.6086 1.1279 0.4193 0.052 Uiso 1 1 calc R
C8 C 0.84523(16) 0.9921(2) 0.45930(5) 0.0359(3) Uani 1 1 d .
C9 C 0.86652(16) 0.8297(2) 0.50593(5) 0.0355(3) Uani 1 1 d .
C10 C 1.02341(16) 0.8396(2) 0.54712(5) 0.0351(3) Uani 1 1 d .
C11 C 1.03913(18) 0.6759(3) 0.59457(6) 0.0425(3) Uani 1 1 d .
H11 H 1.1369 0.6845 0.6225 0.051 Uiso 1 1 calc R
C12 C 0.91570(19) 0.5088(3) 0.59993(6) 0.0480(4) Uani 1 1 d .
H12 H 0.9309 0.4019 0.6307 0.058 Uiso 1 1 calc R
C13 C 0.76350(19) 0.4962(3) 0.55886(6) 0.0503(4) Uani 1 1 d .
H13 H 0.6799 0.3795 0.5624 0.060 Uiso 1 1 calc R
C14 C 0.73863(18) 0.6531(3) 0.51437(6) 0.0456(4) Uani 1 1 d .
H14 H 0.6356 0.6455 0.4887 0.055 Uiso 1 1 calc R
N1 N 0.16375(15) 0.8445(2) 0.25514(5) 0.0496(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'
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
N1 C1 C2 123.97(13) .
N1 C1 H1 118.0 .
C2 C1 H1 118.0 .
C1 C2 C3 119.69(12) .
C1 C2 H2 120.2 .
C3 C2 H2 120.2 .
C4 C3 C2 116.47(11) .
C4 C3 C6 119.93(11) .
C2 C3 C6 123.59(11) .
C3 C4 C5 119.60(12) .
C3 C4 H4 120.2 .
C5 C4 H4 120.2 .
N1 C5 C4 124.37(13) .
N1 C5 H5 117.8 .
C4 C5 H5 117.8 .
C7 C6 C3 127.00(12) .
C7 C6 H6 116.5 .
C3 C6 H6 116.5 .
C6 C7 C8 126.90(13) .
C6 C7 H7 116.5 .
C8 C7 H7 116.5 .
C10 C8 C9 120.15(11) 3_776
C10 C8 C7 118.70(12) 3_776
C9 C8 C7 121.07(12) .
C8 C9 C14 122.74(11) .
C8 C9 C10 119.42(11) .
C14 C9 C10 117.83(11) .
C8 C10 C11 121.55(11) 3_776
C8 C10 C9 120.42(11) 3_776
C11 C10 C9 118.02(12) .
C12 C11 C10 121.79(12) .
C12 C11 H11 119.1 .
C10 C11 H11 119.1 .
C11 C12 C13 120.13(13) .
C11 C12 H12 119.9 .
C13 C12 H12 119.9 .
C14 C13 C12 120.46(13) .
C14 C13 H13 119.8 .
C12 C13 H13 119.8 .
C13 C14 C9 121.69(12) .
C13 C14 H14 119.2 .
C9 C14 H14 119.2 .
C5 N1 C1 115.87(11) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.3321(19) .
C1 C2 1.3836(18) .
C1 H1 0.9300 .
C2 C3 1.3860(18) .
C2 H2 0.9300 .
C3 C4 1.3821(18) .
C3 C6 1.4773(16) .
C4 C5 1.3837(19) .
C4 H4 0.9300 .
C5 N1 1.3248(19) .
C5 H5 0.9300 .
C6 C7 1.2968(19) .
C6 H6 0.9300 .
C7 C8 1.4919(16) .
C7 H7 0.9300 .
C8 C10 1.4040(18) 3_776
C8 C9 1.4107(18) .
C9 C14 1.4273(19) .
C9 C10 1.4422(16) .
C10 C8 1.4040(18) 3_776
C10 C11 1.4290(18) .
C11 C12 1.352(2) .
C11 H11 0.9300 .
C12 C13 1.414(2) .
C12 H12 0.9300 .
C13 C14 1.355(2) .
C13 H13 0.9300 .
C14 H14 0.9300 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 13811600
