#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/06/7120684.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_7120684
loop_
_publ_author_name
'Nikolayenko, Varvara I.'
'Heyns, Anneli'
'Barbour, Len'
_publ_section_title
;
 Threading the needle: guest transport in a versatile 0D porous molecular
 crystal
;
_journal_name_full               'Chem. Commun.'
_journal_paper_doi               10.1039/C7CC06676G
_journal_year                    2017
_chemical_formula_moiety         'C34 H40 Cl4 Cu2 N8, C S2'
_chemical_formula_sum            'C35 H40 Cl4 Cu2 N8 S2'
_chemical_formula_weight         905.77
_chemical_name_common            5
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2017-08-18 deposited with the CCDC.
2017-09-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.700(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.3483(11)
_cell_length_b                   10.5979(14)
_cell_length_c                   22.200(3)
_cell_measurement_reflns_used    3309
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.82
_cell_measurement_theta_min      1.86
_cell_volume                     1941.5(4)
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX CCD area -detector'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            8911
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        24.824
_diffrn_reflns_theta_max         24.824
_diffrn_reflns_theta_min         1.856
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.516
_exptl_absorpt_correction_T_max  0.9105
_exptl_absorpt_correction_T_min  0.7934
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS, 2016'
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_description       Plate
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.063
_refine_diff_density_max         0.595
_refine_diff_density_min         -0.590
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3309
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0325
_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)+(0.0337P)²+1.9868P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0726
_refine_ls_wR_factor_ref         0.0780
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2750
_reflns_number_total             3309
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7cc06676g2.cif
_cod_data_source_block           5
_cod_database_code               7120684
_shelx_shelxl_version_number     2016/6
_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.
;
_shelx_estimated_absorpt_t_min   0.793
_shelx_estimated_absorpt_t_max   0.911
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
Cu1 Cu 0.48022(4) 0.23191(3) 0.10205(2) 0.01506(11) Uani 1 1 d . . . . .
Cl2 Cl 0.34409(8) 0.19286(7) 0.18133(3) 0.01928(17) Uani 1 1 d . . . . .
Cl1 Cl 0.62267(8) 0.36800(7) 0.05167(3) 0.02221(18) Uani 1 1 d . . . . .
N1 N 0.2795(3) 0.2603(2) 0.04418(10) 0.0169(5) Uani 1 1 d . . . . .
N4 N 0.3244(3) -0.1426(2) -0.14113(11) 0.0167(5) Uani 1 1 d . . . . .
N3 N 0.1638(3) -0.0100(2) -0.19723(10) 0.0157(5) Uani 1 1 d . . . . .
N2 N 0.1018(3) 0.3400(2) -0.02934(10) 0.0165(5) Uani 1 1 d . . . . .
C2 C 0.0264(4) 0.2430(3) -0.00369(13) 0.0250(7) Uani 1 1 d . . . . .
H2 H -0.082154 0.215452 -0.015350 0.030 Uiso 1 1 calc R U . . .
C6 C -0.2081(3) 0.3368(3) -0.15455(12) 0.0163(6) Uani 1 1 d . . . . .
C8 C -0.2699(3) 0.2545(3) -0.20113(12) 0.0178(6) Uani 1 1 d . . . . .
H8 H -0.383631 0.252913 -0.214088 0.021 Uiso 1 1 calc R U . . .
C3 C 0.2536(3) 0.3475(3) 0.00031(13) 0.0176(6) Uani 1 1 d . . . . .
H3 H 0.332146 0.406792 -0.008618 0.021 Uiso 1 1 calc R U . . .
C5 C -0.0398(3) 0.3385(3) -0.13562(12) 0.0162(6) Uani 1 1 d . . . . .
C11 C -0.0048(3) 0.1798(3) -0.21191(12) 0.0163(6) Uani 1 1 d . . . . .
C9 C -0.1728(3) 0.1744(3) -0.22955(12) 0.0158(6) Uani 1 1 d . . . . .
C12 C 0.0621(3) 0.2630(3) -0.16535(12) 0.0154(6) Uani 1 1 d . . . . .
C4 C 0.0307(3) 0.4193(3) -0.08159(12) 0.0182(6) Uani 1 1 d . . . . .
H4A H 0.115480 0.475249 -0.093595 0.022 Uiso 1 1 calc R U . . .
H4B H -0.055613 0.473154 -0.069238 0.022 Uiso 1 1 calc R U . . .
C17 C 0.3167(3) -0.0499(3) -0.18202(12) 0.0155(6) Uani 1 1 d . . . . .
H17 H 0.407132 -0.016690 -0.198105 0.019 Uiso 1 1 calc R U . . .
C13 C 0.2443(3) 0.2672(3) -0.14641(13) 0.0197(6) Uani 1 1 d . . . . .
H13A H 0.275640 0.350119 -0.128902 0.030 Uiso 1 1 calc R U . . .
H13B H 0.297976 0.252814 -0.182127 0.030 Uiso 1 1 calc R U . . .
H13C H 0.277020 0.201540 -0.115964 0.030 Uiso 1 1 calc R U . . .
C10 C -0.2520(4) 0.0830(3) -0.27739(13) 0.0209(7) Uani 1 1 d . . . . .
H10A H -0.369530 0.096412 -0.283986 0.031 Uiso 1 1 calc R U . . .
H10B H -0.228258 -0.003702 -0.263513 0.031 Uiso 1 1 calc R U . . .
H10C H -0.209592 0.097148 -0.315654 0.031 Uiso 1 1 calc R U . . .
C15 C 0.0684(3) -0.0808(3) -0.16482(13) 0.0195(6) Uani 1 1 d . . . . .
H15 H -0.045655 -0.074192 -0.166379 0.023 Uiso 1 1 calc R U . . .
C16 C 0.1683(3) -0.1616(3) -0.13035(13) 0.0188(6) Uani 1 1 d . . . . .
H16 H 0.135907 -0.221983 -0.102965 0.023 Uiso 1 1 calc R U . . .
C14 C 0.1041(3) 0.0909(3) -0.24095(12) 0.0183(6) Uani 1 1 d . . . . .
H14A H 0.042726 0.053311 -0.278286 0.022 Uiso 1 1 calc R U . . .
H14B H 0.196947 0.138345 -0.252563 0.022 Uiso 1 1 calc R U . . .
C7 C -0.3228(3) 0.4218(3) -0.12651(14) 0.0240(7) Uani 1 1 d . . . . .
H7A H -0.317652 0.401177 -0.083231 0.036 Uiso 1 1 calc R U . . .
H7B H -0.433656 0.409082 -0.147473 0.036 Uiso 1 1 calc R U . . .
H7C H -0.291405 0.510092 -0.130707 0.036 Uiso 1 1 calc R U . . .
C1 C 0.1365(4) 0.1941(3) 0.04147(14) 0.0252(7) Uani 1 1 d . . . . .
H1 H 0.118041 0.125408 0.067050 0.030 Uiso 1 1 calc R U . . .
S1A S 0.4472(8) -0.0519(6) 0.0306(3) 0.0581(11) Uani 0.5 1 d D . P A -1
S2A S 0.6102(3) 0.0949(2) -0.06286(12) 0.0599(8) Uani 0.5 1 d D . P A -1
C1A C 0.535(3) 0.018(2) -0.0154(10) 0.058(6) Uani 0.5 1 d D . P A -1
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
N4 Cu1 N1 157.61(10) 3_655 .
N4 Cu1 Cl1 93.53(7) 3_655 .
N1 Cu1 Cl1 92.23(7) . .
N4 Cu1 Cl2 92.82(7) 3_655 .
N1 Cu1 Cl2 93.27(7) . .
Cl1 Cu1 Cl2 149.12(3) . .
C3 N1 C1 106.1(2) . .
C3 N1 Cu1 127.4(2) . .
C1 N1 Cu1 126.5(2) . .
C17 N4 C16 106.1(2) . .
C17 N4 Cu1 127.25(19) . 3_655
C16 N4 Cu1 126.64(19) . 3_655
C17 N3 C15 107.6(2) . .
C17 N3 C14 127.4(2) . .
C15 N3 C14 125.0(2) . .
C3 N2 C2 107.5(2) . .
C3 N2 C4 126.0(2) . .
C2 N2 C4 126.5(2) . .
C1 C2 N2 106.9(3) . .
C1 C2 H2 126.6 . .
N2 C2 H2 126.6 . .
C8 C6 C5 118.2(3) . .
C8 C6 C7 119.5(2) . .
C5 C6 C7 122.4(3) . .
C9 C8 C6 123.0(3) . .
C9 C8 H8 118.5 . .
C6 C8 H8 118.5 . .
N1 C3 N2 110.7(3) . .
N1 C3 H3 124.7 . .
N2 C3 H3 124.7 . .
C12 C5 C6 120.1(3) . .
C12 C5 C4 120.2(2) . .
C6 C5 C4 119.6(3) . .
C9 C11 C12 120.0(3) . .
C9 C11 C14 119.7(3) . .
C12 C11 C14 120.2(2) . .
C8 C9 C11 118.5(3) . .
C8 C9 C10 119.1(2) . .
C11 C9 C10 122.4(3) . .
C5 C12 C11 120.1(2) . .
C5 C12 C13 120.4(2) . .
C11 C12 C13 119.5(3) . .
N2 C4 C5 111.1(2) . .
N2 C4 H4A 109.4 . .
C5 C4 H4A 109.4 . .
N2 C4 H4B 109.4 . .
C5 C4 H4B 109.4 . .
H4A C4 H4B 108.0 . .
N4 C17 N3 110.5(2) . .
N4 C17 H17 124.7 . .
N3 C17 H17 124.7 . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C16 C15 N3 106.6(2) . .
C16 C15 H15 126.7 . .
N3 C15 H15 126.7 . .
C15 C16 N4 109.2(3) . .
C15 C16 H16 125.4 . .
N4 C16 H16 125.4 . .
N3 C14 C11 109.5(2) . .
N3 C14 H14A 109.8 . .
C11 C14 H14A 109.8 . .
N3 C14 H14B 109.8 . .
C11 C14 H14B 109.8 . .
H14A C14 H14B 108.2 . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C2 C1 N1 108.9(3) . .
C2 C1 H1 125.6 . .
N1 C1 H1 125.6 . .
S2A C1A S1A 175.2(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N4 1.970(2) 3_655
Cu1 N1 1.974(2) .
Cu1 Cl1 2.2687(8) .
Cu1 Cl2 2.2728(8) .
N1 C3 1.336(4) .
N1 C1 1.378(4) .
N4 C17 1.333(4) .
N4 C16 1.375(4) .
N3 C17 1.338(4) .
N3 C15 1.374(4) .
N3 C14 1.480(4) .
N2 C3 1.339(4) .
N2 C2 1.373(4) .
N2 C4 1.482(4) .
C2 C1 1.356(4) .
C2 H2 0.9500 .
C6 C8 1.391(4) .
C6 C5 1.404(4) .
C6 C7 1.515(4) .
C8 C9 1.389(4) .
C8 H8 0.9500 .
C3 H3 0.9500 .
C5 C12 1.404(4) .
C5 C4 1.518(4) .
C11 C9 1.399(4) .
C11 C12 1.408(4) .
C11 C14 1.519(4) .
C9 C10 1.514(4) .
C12 C13 1.516(4) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C17 H17 0.9500 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C15 C16 1.349(4) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C1 H1 0.9500 .
S1A C1A 1.537(2) .
S2A C1A 1.537(2) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 S2A 0.95 2.92 3.857(4) 169.7 1_455
C3 H3 Cl1 0.95 2.62 3.127(3) 113.9 .
C3 H3 Cl1 0.95 2.62 3.442(3) 145.1 3_665
C4 H4A Cl1 0.99 2.79 3.649(3) 145.3 3_665
C15 H15 Cl2 0.95 2.77 3.608(3) 148.3 3
C16 H16 Cl1 0.95 2.66 3.156(3) 113.3 3_655
C14 H14B Cl2 0.99 2.72 3.645(3) 155.4 4_565
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
C3 N2 C2 C1 0.1(3) .
C4 N2 C2 C1 178.2(3) .
C5 C6 C8 C9 0.0(4) .
C7 C6 C8 C9 179.4(3) .
C1 N1 C3 N2 0.5(3) .
Cu1 N1 C3 N2 -178.98(18) .
C2 N2 C3 N1 -0.3(3) .
C4 N2 C3 N1 -178.5(2) .
C8 C6 C5 C12 3.0(4) .
C7 C6 C5 C12 -176.5(3) .
C8 C6 C5 C4 -175.1(3) .
C7 C6 C5 C4 5.5(4) .
C6 C8 C9 C11 -2.2(4) .
C6 C8 C9 C10 176.6(3) .
C12 C11 C9 C8 1.4(4) .
C14 C11 C9 C8 178.3(3) .
C12 C11 C9 C10 -177.3(3) .
C14 C11 C9 C10 -0.4(4) .
C6 C5 C12 C11 -3.6(4) .
C4 C5 C12 C11 174.4(3) .
C6 C5 C12 C13 178.2(3) .
C4 C5 C12 C13 -3.8(4) .
C9 C11 C12 C5 1.4(4) .
C14 C11 C12 C5 -175.5(3) .
C9 C11 C12 C13 179.6(3) .
C14 C11 C12 C13 2.7(4) .
C3 N2 C4 C5 125.2(3) .
C2 N2 C4 C5 -52.6(4) .
C12 C5 C4 N2 -65.3(3) .
C6 C5 C4 N2 112.7(3) .
C16 N4 C17 N3 0.0(3) .
Cu1 N4 C17 N3 -178.41(18) 3_655
C15 N3 C17 N4 -0.3(3) .
C14 N3 C17 N4 -180.0(3) .
C17 N3 C15 C16 0.4(3) .
C14 N3 C15 C16 -179.9(3) .
N3 C15 C16 N4 -0.4(3) .
C17 N4 C16 C15 0.2(3) .
Cu1 N4 C16 C15 178.7(2) 3_655
C17 N3 C14 C11 -131.4(3) .
C15 N3 C14 C11 49.0(4) .
C9 C11 C14 N3 -105.1(3) .
C12 C11 C14 N3 71.8(3) .
N2 C2 C1 N1 0.2(4) .
C3 N1 C1 C2 -0.4(3) .
Cu1 N1 C1 C2 179.0(2) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139188063
