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#$Date: 2024-10-25 01:09:50 +0300 (Fri, 25 Oct 2024) $
#$Revision: 295608 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/29/1572937.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_1572937
loop_
_publ_author_name
'Virtue, Jemma I.'
'Tsoukatos, Steven'
'Johnston, Martin'
'Bloch, Witold'
_publ_section_title
;
 Halide-triggered assembly and selective bisulfate recognition in a
 quadruply interlocked coordination cage
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D4SC04913F
_journal_year                    2024
_chemical_formula_moiety         'C21 H14 N6'
_chemical_formula_sum            'C21 H14 N6'
_chemical_formula_weight         350.38
_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   geom
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-10-18 deposited with the CCDC.	2024-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.79(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.740(4)
_cell_length_b                   4.4250(9)
_cell_length_c                   18.376(4)
_cell_measurement_reflns_used    2759
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      18.31
_cell_measurement_theta_min      0.67
_cell_volume                     1680.6(6)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'shelXle (Huebschle, 2014)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.842
_diffrn_measurement_device_type  'ADSC Quantum 315r'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1128
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.842
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            13396
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.842
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.902
_diffrn_reflns_theta_min         1.971
_diffrn_source                   'MX2 Beamline Australian Synchrotron'
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_description       rod
_exptl_crystal_F_000             728
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       0.028(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         2449
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0608
_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)+(0.1126P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1726
_refine_ls_wR_factor_ref         0.1800
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1995
_reflns_number_total             2449
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc04913f2.cif
_cod_data_source_block           sol_a
_cod_original_cell_volume        1680.5(6)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1572937
_shelx_shelxl_version_number     2019/3
_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, 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
N1 N 0.85355(6) 0.0636(3) 0.33660(6) 0.0366(3) Uani 1 1 d . . . . .
C2 C 0.88619(7) 0.0415(3) 0.40269(7) 0.0346(3) Uani 1 1 d . . . . .
H2 H 0.922629 -0.081626 0.408007 0.041 Uiso 1 1 calc R U . . .
C3 C 0.86749(7) 0.1961(3) 0.46360(7) 0.0344(3) Uani 1 1 d . . . . .
H3 H 0.891277 0.175363 0.508503 0.041 Uiso 1 1 calc R U . . .
C4 C 0.81346(6) 0.3805(3) 0.45707(6) 0.0300(3) Uani 1 1 d . . . . .
H4 H 0.800769 0.487967 0.496959 0.036 Uiso 1 1 calc R U . . .
C6 C 0.80093(7) 0.2389(3) 0.33002(6) 0.0314(3) Uani 1 1 d . . . . .
H6 H 0.778162 0.254428 0.284383 0.038 Uiso 1 1 calc R U . . .
C5 C 0.77822(6) 0.4010(2) 0.38842(6) 0.0279(3) Uani 1 1 d . . . . .
C9 C 0.61363(6) 0.8904(2) 0.35017(6) 0.0281(3) Uani 1 1 d . . . . .
C10 C 0.59927(6) 1.0940(2) 0.29393(6) 0.0284(3) Uani 1 1 d . . . . .
H10 H 0.626031 1.149254 0.257992 0.034 Uiso 1 1 calc R U . . .
N11 N 0.53897(5) 1.1967(2) 0.30137(5) 0.0281(3) Uani 1 1 d . . . . .
N12 N 0.51143(6) 1.0699(2) 0.35885(6) 0.0319(3) Uani 1 1 d . . . . .
C13 C 0.55691(7) 0.8857(3) 0.38843(7) 0.0314(3) Uani 1 1 d . . . . .
H13 H 0.552152 0.767377 0.429454 0.038 Uiso 1 1 calc R U . . .
C14 C 0.500000 1.3829(4) 0.250000 0.0294(4) Uani 1 2 d S T P . .
H14A H 0.527974 1.511644 0.223726 0.035 Uiso 0.5 1 calc R U P . .
H14B H 0.472025 1.511633 0.276275 0.035 Uiso 0.5 1 calc R U P . .
C8 C 0.67157(6) 0.7232(3) 0.36502(6) 0.0287(3) Uani 1 1 d . . . . .
C7 C 0.72099(7) 0.5800(3) 0.37696(6) 0.0299(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
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 N1 C2 118.05(11) . . ?
N1 C2 C3 122.46(13) . . ?
N1 C2 H2 118.8 . . ?
C3 C2 H2 118.8 . . ?
C4 C3 C2 119.84(12) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 118.18(11) . . ?
C3 C4 H4 120.9 . . ?
C5 C4 H4 120.9 . . ?
N1 C6 C5 123.43(12) . . ?
N1 C6 H6 118.3 . . ?
C5 C6 H6 118.3 . . ?
C6 C5 C4 118.02(12) . . ?
C6 C5 C7 119.89(11) . . ?
C4 C5 C7 122.08(11) . . ?
C10 C9 C8 127.52(11) . . ?
C10 C9 C13 104.09(11) . . ?
C8 C9 C13 128.38(10) . . ?
N11 C10 C9 106.68(11) . . ?
N11 C10 H10 126.7 . . ?
C9 C10 H10 126.7 . . ?
C10 N11 N12 113.09(10) . . ?
C10 N11 C14 126.71(9) . . ?
N12 N11 C14 119.50(9) . . ?
C13 N12 N11 103.92(10) . . ?
N12 C13 C9 112.20(10) . . ?
N12 C13 H13 123.9 . . ?
C9 C13 H13 123.9 . . ?
N11 C14 N11 110.62(13) . 2_655 ?
N11 C14 H14A 109.5 . . ?
N11 C14 H14A 109.5 2_655 . ?
N11 C14 H14B 109.5 . . ?
N11 C14 H14B 109.5 2_655 . ?
H14A C14 H14B 108.1 . . ?
C7 C8 C9 179.35(12) . . ?
C8 C7 C5 177.27(13) . . ?
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 C6 1.3361(17) . ?
N1 C2 1.3438(19) . ?
C2 C3 1.3942(18) . ?
C2 H2 0.9300 . ?
C3 C4 1.3832(18) . ?
C3 H3 0.9300 . ?
C4 C5 1.4071(18) . ?
C4 H4 0.9300 . ?
C6 C5 1.4044(16) . ?
C6 H6 0.9300 . ?
C5 C7 1.4278(18) . ?
C9 C10 1.3848(17) . ?
C9 C8 1.4180(18) . ?
C9 C13 1.4201(18) . ?
C10 N11 1.3483(17) . ?
C10 H10 0.9300 . ?
N11 N12 1.3628(14) . ?
N11 C14 1.4477(14) . ?
N12 C13 1.3280(17) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C8 C7 1.2094(18) . ?
