#------------------------------------------------------------------------------
#$Date: 2023-05-05 04:20:24 +0300 (Fri, 05 May 2023) $
#$Revision: 283202 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/64/7246450.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_7246450
loop_
_publ_author_name
'Habata, Yoichi'
'Wada, Ayumi'
'Lee, Eunji'
'Ju, Huieyong'
'Yoshiba, Yuki'
'Horita, Hiroki'
'Ishii, Jun-ichi'
'Ikeda, Mari'
'Kuwahara, Shunsuke'
_publ_section_title
;
 A molecular sponge that exclusively adsorbs acetonitrile
;
_journal_issue                   16
_journal_name_full               CrystEngComm
_journal_page_first              2349
_journal_page_last               2352
_journal_paper_doi               10.1039/D3CE00169E
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C44 H44 N4'
_chemical_formula_sum            'C44 H44 N4'
_chemical_formula_weight         628.83
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2022-12-30 deposited with the CCDC.	2023-03-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.156(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.825(5)
_cell_length_b                   18.151(8)
_cell_length_c                   9.211(4)
_cell_measurement_reflns_used    292
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      14.30
_cell_measurement_theta_min      2.94
_cell_volume                     1795.7(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1711
_diffrn_reflns_av_unetI/netI     0.2073
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10326
_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         26.000
_diffrn_reflns_theta_min         1.896
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5659
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.244
_exptl_crystal_size_mid          0.135
_exptl_crystal_size_min          0.065
_exptl_transmission_factor_max   0.7457
_exptl_transmission_factor_min   0.5659
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3530
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.2119
_refine_ls_R_factor_gt           0.0755
_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)+(0.0566P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1969
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1394
_reflns_number_total             3530
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00169e6.cif
_cod_data_source_block           aaa_pl
_cod_depositor_comments
'Adding full bibliography for 7246450--7246451.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7246450
_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+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_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
N1 N 0.9570(3) -0.04109(19) 0.7973(4) 0.0284(9) Uani 1 1 d . . . . .
N2 N 0.9783(3) 0.12624(19) 0.8917(4) 0.0264(9) Uani 1 1 d . . . . .
C1 C 0.8715(4) 0.0213(2) 0.7596(5) 0.0329(12) Uani 1 1 d . . . . .
H1A H 0.7859 0.0023 0.7330 0.039 Uiso 1 1 calc R U . . .
H1B H 0.8964 0.0475 0.6737 0.039 Uiso 1 1 calc R U . . .
C2 C 0.8726(4) 0.0749(2) 0.8868(4) 0.0277(11) Uani 1 1 d . . . . .
H2A H 0.7938 0.1032 0.8764 0.033 Uiso 1 1 calc R U . . .
H2B H 0.8784 0.0470 0.9798 0.033 Uiso 1 1 calc R U . . .
C3 C 1.0217(4) 0.1535(2) 1.0399(5) 0.0316(12) Uani 1 1 d . . . . .
H3A H 0.9487 0.1636 1.0917 0.038 Uiso 1 1 calc R U . . .
H3B H 1.0668 0.2006 1.0322 0.038 Uiso 1 1 calc R U . . .
C4 C 1.1070(4) 0.0993(2) 1.1292(5) 0.0303(11) Uani 1 1 d . . . . .
H4A H 1.1611 0.0756 1.0637 0.036 Uiso 1 1 calc R U . . .
H4B H 1.1615 0.1270 1.2044 0.036 Uiso 1 1 calc R U . . .
C5 C 1.0101(4) -0.0696(2) 0.6698(5) 0.0331(12) Uani 1 1 d . . . . .
H5A H 1.0667 -0.1109 0.7021 0.040 Uiso 1 1 calc R U . . .
H5B H 1.0609 -0.0303 0.6322 0.040 Uiso 1 1 calc R U . . .
C6 C 0.9185(4) -0.0958(2) 0.5481(5) 0.0283(11) Uani 1 1 d . . . . .
C7 C 0.8454(4) -0.1139(2) 0.4472(5) 0.0294(11) Uani 1 1 d . . . . .
C8 C 0.7571(4) -0.1332(3) 0.3217(5) 0.0290(11) Uani 1 1 d . . . . .
C9 C 0.7180(4) -0.2057(3) 0.2988(5) 0.0366(12) Uani 1 1 d . . . . .
H9A H 0.7473 -0.2427 0.3675 0.044 Uiso 1 1 calc R U . . .
C10 C 0.6356(4) -0.2242(3) 0.1751(6) 0.0420(13) Uani 1 1 d . . . . .
H10A H 0.6106 -0.2740 0.1582 0.050 Uiso 1 1 calc R U . . .
C11 C 0.5910(4) -0.1703(3) 0.0780(5) 0.0426(14) Uani 1 1 d . . . . .
H11A H 0.5339 -0.1826 -0.0053 0.051 Uiso 1 1 calc R U . . .
C12 C 0.6286(4) -0.0984(3) 0.1010(5) 0.0434(14) Uani 1 1 d . . . . .
H12A H 0.5967 -0.0613 0.0338 0.052 Uiso 1 1 calc R U . . .
C13 C 0.7131(4) -0.0796(3) 0.2218(5) 0.0355(12) Uani 1 1 d . . . . .
H13A H 0.7405 -0.0300 0.2355 0.043 Uiso 1 1 calc R U . . .
C14 C 0.9530(4) 0.1873(2) 0.7892(5) 0.0316(12) Uani 1 1 d . . . . .
H14A H 0.9285 0.1669 0.6901 0.038 Uiso 1 1 calc R U . . .
H14B H 1.0309 0.2156 0.7865 0.038 Uiso 1 1 calc R U . . .
C15 C 0.8544(4) 0.2384(2) 0.8249(5) 0.0289(11) Uani 1 1 d . . . . .
C16 C 0.7749(4) 0.2788(2) 0.8540(5) 0.0288(11) Uani 1 1 d . . . . .
C17 C 0.6757(4) 0.3275(2) 0.8850(5) 0.0248(10) Uani 1 1 d . . . . .
C18 C 0.6175(4) 0.3735(2) 0.7778(5) 0.0349(12) Uani 1 1 d . . . . .
H18A H 0.6459 0.3753 0.6844 0.042 Uiso 1 1 calc R U . . .
C19 C 0.5171(4) 0.4175(2) 0.8065(5) 0.0376(13) Uani 1 1 d . . . . .
H19A H 0.4765 0.4485 0.7321 0.045 Uiso 1 1 calc R U . . .
C20 C 0.4775(4) 0.4158(3) 0.9424(5) 0.0364(12) Uani 1 1 d . . . . .
H20A H 0.4085 0.4450 0.9614 0.044 Uiso 1 1 calc R U . . .
C21 C 0.5370(4) 0.3721(2) 1.0512(5) 0.0334(12) Uani 1 1 d . . . . .
H21A H 0.5103 0.3724 1.1456 0.040 Uiso 1 1 calc R U . . .
C22 C 0.6356(4) 0.3275(2) 1.0246(5) 0.0320(11) Uani 1 1 d . . . . .
H22A H 0.6759 0.2972 1.1002 0.038 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
_geom_angle_publ_flag
C5 N1 C4 111.6(3) . 3_757 ?
C5 N1 C1 112.3(3) . . ?
C4 N1 C1 109.9(3) 3_757 . ?
C14 N2 C2 112.3(3) . . ?
C14 N2 C3 110.9(3) . . ?
C2 N2 C3 113.5(3) . . ?
N1 C1 C2 111.4(4) . . ?
N1 C1 H1A 109.3 . . ?
C2 C1 H1A 109.3 . . ?
N1 C1 H1B 109.3 . . ?
C2 C1 H1B 109.3 . . ?
H1A C1 H1B 108.0 . . ?
N2 C2 C1 111.1(3) . . ?
N2 C2 H2A 109.4 . . ?
C1 C2 H2A 109.4 . . ?
N2 C2 H2B 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
N2 C3 C4 112.7(4) . . ?
N2 C3 H3A 109.1 . . ?
C4 C3 H3A 109.1 . . ?
N2 C3 H3B 109.1 . . ?
C4 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
N1 C4 C3 115.1(4) 3_757 . ?
N1 C4 H4A 108.5 3_757 . ?
C3 C4 H4A 108.5 . . ?
N1 C4 H4B 108.5 3_757 . ?
C3 C4 H4B 108.5 . . ?
H4A C4 H4B 107.5 . . ?
N1 C5 C6 115.4(4) . . ?
N1 C5 H5A 108.4 . . ?
C6 C5 H5A 108.4 . . ?
N1 C5 H5B 108.4 . . ?
C6 C5 H5B 108.4 . . ?
H5A C5 H5B 107.5 . . ?
C7 C6 C5 177.1(5) . . ?
C6 C7 C8 177.7(5) . . ?
C13 C8 C9 119.5(4) . . ?
C13 C8 C7 120.0(4) . . ?
C9 C8 C7 120.5(4) . . ?
C8 C9 C10 120.2(5) . . ?
C8 C9 H9A 119.9 . . ?
C10 C9 H9A 119.9 . . ?
C11 C10 C9 119.7(5) . . ?
C11 C10 H10A 120.1 . . ?
C9 C10 H10A 120.1 . . ?
C10 C11 C12 120.2(5) . . ?
C10 C11 H11A 119.9 . . ?
C12 C11 H11A 119.9 . . ?
C11 C12 C13 120.6(5) . . ?
C11 C12 H12A 119.7 . . ?
C13 C12 H12A 119.7 . . ?
C8 C13 C12 119.8(5) . . ?
C8 C13 H13A 120.1 . . ?
C12 C13 H13A 120.1 . . ?
N2 C14 C15 114.5(4) . . ?
N2 C14 H14A 108.6 . . ?
C15 C14 H14A 108.6 . . ?
N2 C14 H14B 108.6 . . ?
C15 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C16 C15 C14 179.4(5) . . ?
C15 C16 C17 178.1(5) . . ?
C18 C17 C22 119.2(4) . . ?
C18 C17 C16 120.7(4) . . ?
C22 C17 C16 120.1(4) . . ?
C17 C18 C19 120.3(4) . . ?
C17 C18 H18A 119.8 . . ?
C19 C18 H18A 119.8 . . ?
C20 C19 C18 119.7(5) . . ?
C20 C19 H19A 120.1 . . ?
C18 C19 H19A 120.1 . . ?
C21 C20 C19 120.5(4) . . ?
C21 C20 H20A 119.8 . . ?
C19 C20 H20A 119.8 . . ?
C20 C21 C22 120.7(4) . . ?
C20 C21 H21A 119.7 . . ?
C22 C21 H21A 119.7 . . ?
C21 C22 C17 119.6(4) . . ?
C21 C22 H22A 120.2 . . ?
C17 C22 H22A 120.2 . . ?
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 1.465(5) . ?
N1 C4 1.473(5) 3_757 ?
N1 C1 1.477(5) . ?
N2 C14 1.459(5) . ?
N2 C2 1.472(5) . ?
N2 C3 1.473(5) . ?
C1 C2 1.521(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.520(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N1 1.473(5) 3_757 ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.479(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.190(6) . ?
C7 C8 1.447(6) . ?
C8 C13 1.383(6) . ?
C8 C9 1.390(6) . ?
C9 C10 1.398(6) . ?
C9 H9A 0.9500 . ?
C10 C11 1.373(6) . ?
C10 H10A 0.9500 . ?
C11 C12 1.375(6) . ?
C11 H11A 0.9500 . ?
C12 C13 1.392(6) . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9500 . ?
C14 C15 1.482(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.187(5) . ?
C16 C17 1.447(6) . ?
C17 C18 1.384(6) . ?
C17 C22 1.407(5) . ?
C18 C19 1.400(6) . ?
C18 H18A 0.9500 . ?
C19 C20 1.374(6) . ?
C19 H19A 0.9500 . ?
C20 C21 1.373(6) . ?
C20 H20A 0.9500 . ?
C21 C22 1.384(6) . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9500 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -149.0(3) . . . . ?
C4 N1 C1 C2 86.1(4) 3_757 . . . ?
C14 N2 C2 C1 81.2(4) . . . . ?
C3 N2 C2 C1 -152.1(4) . . . . ?
N1 C1 C2 N2 82.4(4) . . . . ?
C14 N2 C3 C4 -151.4(3) . . . . ?
C2 N2 C3 C4 81.1(4) . . . . ?
N2 C3 C4 N1 -83.6(5) . . . 3_757 ?
C4 N1 C5 C6 65.4(5) 3_757 . . . ?
C1 N1 C5 C6 -58.6(5) . . . . ?
C13 C8 C9 C10 0.5(6) . . . . ?
C7 C8 C9 C10 -178.1(4) . . . . ?
C8 C9 C10 C11 -1.7(7) . . . . ?
C9 C10 C11 C12 1.1(7) . . . . ?
C10 C11 C12 C13 0.6(7) . . . . ?
C9 C8 C13 C12 1.1(6) . . . . ?
C7 C8 C13 C12 179.8(4) . . . . ?
C11 C12 C13 C8 -1.7(7) . . . . ?
C2 N2 C14 C15 66.7(5) . . . . ?
C3 N2 C14 C15 -61.4(5) . . . . ?
C22 C17 C18 C19 -2.3(7) . . . . ?
C16 C17 C18 C19 176.5(4) . . . . ?
C17 C18 C19 C20 1.0(7) . . . . ?
C18 C19 C20 C21 1.1(7) . . . . ?
C19 C20 C21 C22 -1.8(7) . . . . ?
C20 C21 C22 C17 0.5(7) . . . . ?
C18 C17 C22 C21 1.6(6) . . . . ?
C16 C17 C22 C21 -177.2(4) . . . . ?
