#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/45/7154560.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_7154560
loop_
_publ_author_name
'Zhang, De-Qing'
'Lin, Rui-Lian'
'Sun, Wen-Qi'
'Tao, Zhu'
'Zhu, Qian-Jian'
'Liu, Jing-Xin'
_publ_section_title
;
 Mixed behavior of p-phenylenediaminium guest binding with the inverted
 cucurbit[6]uril host.
;
_journal_issue                   30
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              8330
_journal_page_last               8334
_journal_paper_doi               10.1039/c5ob01074h
_journal_volume                  13
_journal_year                    2015
_chemical_formula_sum            'C42 H58 Cl4 N26 O18 Zn'
_chemical_formula_weight         1422.31
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-05-25 deposited with the CCDC.
2015-06-30 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 129.108(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   23.4746(18)
_cell_length_b                   10.5039(8)
_cell_length_c                   15.455(2)
_cell_measurement_reflns_used    4232
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      22.96
_cell_measurement_theta_min      2.24
_cell_volume                     2957.0(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0486
_diffrn_reflns_av_sigmaI/netI    0.0363
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15183
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.76
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_T_max  0.9158
_exptl_absorpt_correction_T_min  0.8688
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1468
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_platon_squeeze_details
'                                                  '
_refine_diff_density_max         1.339
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       0.0018(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         2719
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.1063
_refine_ls_R_factor_gt           0.0930
_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)+(0.2700P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2908
_refine_ls_wR_factor_ref         0.3129
_reflns_number_gt                2107
_reflns_number_total             2719
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ob01074h2.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

'_exptl_absorpt_correction_type' value 'multi scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 7154559--7154560.cif.
;
_cod_original_sg_symbol_H-M      C2/m
_cod_database_code               7154560
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
Zn1 Zn 0.5000 0.61858(15) 0.5000 0.0533(6) Uani 0.50 2 d SP
Cl1 Cl 0.55296(9) 0.5000 0.65651(15) 0.0551(6) Uani 1 2 d S
Cl2 Cl 0.5909(2) 0.7405(4) 0.5351(2) 0.0948(14) Uani 0.50 1 d P
C13 C 0.5245(4) 0.5000 0.9418(7) 0.0490(16) Uani 1 2 d S
C14 C 0.4526(6) 0.5000 0.8845(9) 0.085(3) Uani 1 2 d S
H14 H 0.4202 0.5000 0.8061 0.102 Uiso 1 2 calc SR
C15 C 0.5744(6) 0.5000 1.0548(11) 0.088(3) Uani 1 2 d S
H15 H 0.6251 0.5000 1.0918 0.105 Uiso 1 2 calc SR
N7 N 0.5537(3) 0.5000 0.8809(5) 0.0456(13) Uani 1 2 d S
H7A H 0.6031 0.5000 0.9303 0.068 Uiso 1 2 d SR
H7B H 0.5381 0.5700 0.8378 0.068 Uiso 0.50 1 d PR
C1 C 0.4732(2) 0.8176(4) 0.7172(4) 0.0397(10) Uani 1 1 d .
C2 C 0.4146(3) 1.0000 0.6082(5) 0.0382(13) Uani 1 2 d S
H2 H 0.3809 1.0000 0.5257 0.046 Uiso 1 2 calc SR
C3 C 0.4968(3) 1.0000 0.6591(5) 0.0328(12) Uani 1 2 d S
H3 H 0.5021 1.0000 0.6004 0.039 Uiso 1 2 calc SR
C4 C 0.5983(2) 0.8367(4) 0.7769(3) 0.0358(10) Uani 1 1 d .
H4A H 0.5976 0.7435 0.7778 0.043 Uiso 1 1 calc R
H4B H 0.6127 0.8626 0.7322 0.043 Uiso 1 1 calc R
C5 C 0.6745(2) 0.8129(4) 0.9811(3) 0.0357(10) Uani 1 1 d .
C6 C 0.6939(3) 1.0000 0.9206(5) 0.0323(12) Uani 1 2 d S
H6 H 0.7227 1.0000 0.8939 0.039 Uiso 1 2 calc SR
C7 C 0.7457(3) 1.0000 1.0497(5) 0.0326(12) Uani 1 2 d S
H7 H 0.7980 1.0000 1.0826 0.039 Uiso 1 2 calc SR
C8 C 0.7602(2) 0.8370(4) 1.1845(3) 0.0360(10) Uani 1 1 d .
H8A H 0.8120 0.8622 1.2332 0.043 Uiso 1 1 calc R
H8B H 0.7582 0.7438 1.1831 0.043 Uiso 1 1 calc R
C9 C 0.7043(3) 0.8156(5) 1.2764(5) 0.0560(14) Uani 1 1 d .
C10 C 0.6773(6) 1.0000 1.1857(10) 0.031(2) Uani 0.50 2 d SP
H10A H 0.6403 1.0000 1.1061 0.037 Uiso 0.50 2 d SPR
C10' C 0.7625(7) 1.0000 1.3038(10) 0.042(3) Uani 0.50 2 d SP
H10B H 0.8151 1.0000 1.3505 0.050 Uiso 0.50 2 d SPR
C11 C 0.6455(6) 1.0000 1.2488(9) 0.033(2) Uani 0.50 2 d SP
H11A H 0.5929 1.0000 1.2022 0.040 Uiso 0.50 2 d SPR
C11' C 0.7314(6) 1.0000 1.3680(10) 0.036(2) Uani 0.50 2 d SP
H11B H 0.7681 1.0000 1.4477 0.043 Uiso 0.50 2 d SPR
C12 C 0.6596(2) 0.8347(4) 1.3829(4) 0.0410(10) Uani 1 1 d .
H12A H 0.6560 0.7418 1.3753 0.049 Uiso 1 1 calc R
H12B H 0.6976 0.8547 1.4621 0.049 Uiso 1 1 calc R
N1 N 0.4090(2) 0.8841(3) 0.6532(3) 0.0425(9) Uani 1 1 d .
N2 N 0.52484(18) 0.8839(3) 0.7239(3) 0.0374(9) Uani 1 1 d .
N3 N 0.65261(19) 0.8821(3) 0.8895(3) 0.0363(9) Uani 1 1 d .
N4 N 0.72520(19) 0.8827(3) 1.0743(3) 0.0362(9) Uani 1 1 d .
N5 N 0.7268(2) 0.8845(3) 1.2307(3) 0.0455(10) Uani 1 1 d .
N6 N 0.6821(2) 0.8849(4) 1.3211(4) 0.0491(11) Uani 1 1 d .
O1 O 0.4808(2) 0.7144(3) 0.7600(3) 0.0564(10) Uani 1 1 d .
O2 O 0.65448(17) 0.7062(3) 0.9806(3) 0.0476(9) Uani 1 1 d .
O3' O 0.6692(5) 0.7084(6) 1.2228(7) 0.060(2) Uani 0.50 1 d P
O3 O 0.7422(4) 0.7116(7) 1.3320(7) 0.060(2) Uani 0.50 1 d P
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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'
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
Cl2 Zn1 Cl2 110.3(3) . 2_656
Cl2 Zn1 Cl1 111.68(11) . 5_666
Cl2 Zn1 Cl1 104.91(8) 2_656 5_666
Cl2 Zn1 Cl1 104.91(8) . .
Cl2 Zn1 Cl1 111.68(11) 2_656 .
Cl1 Zn1 Cl1 113.45(8) 5_666 .
Cl2 Zn1 Zn1 124.83(13) . 5_666
Cl2 Zn1 Zn1 124.83(13) 2_656 5_666
Cl1 Zn1 Zn1 56.72(4) 5_666 5_666
Cl1 Zn1 Zn1 56.72(4) . 5_666
Zn1 Cl1 Zn1 66.55(8) 5_666 .
C14 C13 C15 124.3(8) . .
C14 C13 N7 119.0(7) . .
C15 C13 N7 116.8(7) . .
C13 C14 C15 118.0(9) . 5_667
C13 C14 H14 121.0 . .
C15 C14 H14 121.0 5_667 .
C13 C15 C14 117.8(9) . 5_667
C13 C15 H15 121.1 . .
C14 C15 H15 121.1 5_667 .
C13 N7 H7A 109.2 . .
C13 N7 H7B 109.6 . .
H7A N7 H7B 109.5 . .
O1 C1 N2 126.9(4) . .
O1 C1 N1 124.4(4) . .
N2 C1 N1 108.7(4) . .
N1 C2 N1 114.4(5) 6_575 .
N1 C2 C3 102.5(3) 6_575 .
N1 C2 C3 102.5(3) . .
N1 C2 H2 112.2 6_575 .
N1 C2 H2 112.2 . .
C3 C2 H2 112.2 . .
N2 C3 N2 114.9(4) 6_575 .
N2 C3 C2 103.1(3) 6_575 .
N2 C3 C2 103.1(3) . .
N2 C3 H3 111.7 6_575 .
N2 C3 H3 111.7 . .
C2 C3 H3 111.7 . .
N3 C4 N2 113.5(3) . .
N3 C4 H4A 108.9 . .
N2 C4 H4A 108.9 . .
N3 C4 H4B 108.9 . .
N2 C4 H4B 108.9 . .
H4A C4 H4B 107.7 . .
O2 C5 N4 125.4(4) . .
O2 C5 N3 126.3(4) . .
N4 C5 N3 108.3(3) . .
N3 C6 N3 116.6(4) . 6_575
N3 C6 C7 104.1(3) . .
N3 C6 C7 104.1(3) 6_575 .
N3 C6 H6 110.5 . .
N3 C6 H6 110.5 6_575 .
C7 C6 H6 110.5 . .
N4 C7 N4 115.4(4) 6_575 .
N4 C7 C6 102.5(3) 6_575 .
N4 C7 C6 102.5(3) . .
N4 C7 H7 111.9 6_575 .
N4 C7 H7 111.9 . .
C6 C7 H7 111.9 . .
N4 C8 N5 113.0(3) . .
N4 C8 H8A 109.0 . .
N5 C8 H8A 109.0 . .
N4 C8 H8B 109.0 . .
N5 C8 H8B 109.0 . .
H8A C8 H8B 107.8 . .
N6 C9 O3 116.2(5) . .
N6 C9 O3' 120.0(5) . .
O3 C9 O3' 66.8(6) . .
N6 C9 N5 113.5(4) . .
O3 C9 N5 117.6(5) . .
O3' C9 N5 115.3(5) . .
N5 C10 N5 106.6(7) 6_575 .
N5 C10 C11 104.2(5) 6_575 .
N5 C10 C11 104.2(5) . .
N5 C10 C10' 56.5(4) 6_575 .
N5 C10 C10' 56.5(4) . .
C11 C10 C10' 91.8(8) . .
N5 C10 H10A 113.6 6_575 .
N5 C10 H10A 113.6 . .
C11 C10 H10A 113.6 . .
C10' C10 H10A 154.6 . .
N5 C10' N5 107.7(8) . 6_575
N5 C10' C11' 102.5(6) . .
N5 C10' C11' 102.5(6) 6_575 .
N5 C10' C10 57.1(4) . .
N5 C10' C10 57.1(4) 6_575 .
C11' C10' C10 88.7(8) . .
N5 C10' H10B 114.0 . .
N5 C10' H10B 114.0 6_575 .
C11' C10' H10B 114.7 . .
C10 C10' H10B 156.6 . .
N6 C11 N6 107.9(8) 6_575 .
N6 C11 C10 101.1(5) 6_575 .
N6 C11 C10 101.1(5) . .
N6 C11 C11' 56.6(4) 6_575 .
N6 C11 C11' 56.6(4) . .
C10 C11 C11' 88.2(8) . .
N6 C11 H11A 114.9 6_575 .
N6 C11 H11A 114.9 . .
C10 C11 H11A 115.3 . .
C11' C11 H11A 156.5 . .
N6 C11' N6 106.7(7) . 6_575
N6 C11' C10' 102.7(6) . .
N6 C11' C10' 102.7(6) 6_575 .
N6 C11' C11 56.0(4) . .
N6 C11' C11 56.0(4) 6_575 .
C10' C11' C11 91.3(8) . .
N6 C11' H11B 114.4 . .
N6 C11' H11B 114.4 6_575 .
C10' C11' H11B 114.6 . .
C11 C11' H11B 154.1 . .
N1 C12 N6 113.5(4) 2_657 .
N1 C12 H12A 108.9 2_657 .
N6 C12 H12A 108.9 . .
N1 C12 H12B 108.9 2_657 .
N6 C12 H12B 108.9 . .
H12A C12 H12B 107.7 . .
C1 N1 C12 123.8(4) . 2_657
C1 N1 C2 112.7(4) . .
C12 N1 C2 122.6(4) 2_657 .
C1 N2 C3 112.9(4) . .
C1 N2 C4 124.0(4) . .
C3 N2 C4 122.5(4) . .
C5 N3 C4 122.8(3) . .
C5 N3 C6 111.9(4) . .
C4 N3 C6 125.3(4) . .
C5 N4 C8 122.7(3) . .
C5 N4 C7 113.0(4) . .
C8 N4 C7 124.0(4) . .
C9 N5 C8 126.5(4) . .
C9 N5 C10' 105.0(6) . .
C8 N5 C10' 115.7(6) . .
C9 N5 C10 103.4(4) . .
C8 N5 C10 123.4(5) . .
C10' N5 C10 66.4(6) . .
C9 N6 C12 124.9(4) . .
C9 N6 C11 106.6(5) . .
C12 N6 C11 120.7(5) . .
C9 N6 C11' 104.9(5) . .
C12 N6 C11' 117.6(5) . .
C11 N6 C11' 67.4(6) . .
C9 O3' O3 56.5(5) . .
C9 O3 O3' 56.7(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 Cl2 2.242(3) .
Zn1 Cl2 2.242(3) 2_656
Zn1 Cl1 2.2702(18) 5_666
Zn1 Cl1 2.2702(17) .
Zn1 Zn1 2.491(3) 5_666
Cl1 Zn1 2.2702(18) 5_666
C13 C14 1.323(12) .
C13 C15 1.357(15) .
C13 N7 1.473(9) .
C14 C15 1.426(15) 5_667
C14 H14 0.9400 .
C15 C14 1.426(15) 5_667
C15 H15 0.9400 .
N7 H7A 0.9000 .
N7 H7B 0.9000 .
C1 O1 1.223(6) .
C1 N2 1.344(5) .
C1 N1 1.362(6) .
C2 N1 1.449(5) 6_575
C2 N1 1.449(5) .
C2 C3 1.558(8) .
C2 H2 0.9900 .
C3 N2 1.447(5) 6_575
C3 N2 1.447(5) .
C3 H3 0.9900 .
C4 N3 1.443(5) .
C4 N2 1.452(5) .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C5 O2 1.213(5) .
C5 N4 1.366(5) .
C5 N3 1.371(6) .
C6 N3 1.455(4) .
C6 N3 1.455(4) 6_575
C6 C7 1.548(8) .
C6 H6 0.9900 .
C7 N4 1.457(4) 6_575
C7 N4 1.457(4) .
C7 H7 0.9900 .
C8 N4 1.429(5) .
C8 N5 1.440(5) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C9 N6 1.317(6) .
C9 O3 1.326(8) .
C9 O3' 1.330(9) .
C9 N5 1.332(6) .
C10 N5 1.512(7) 6_575
C10 N5 1.512(7) .
C10 C11 1.557(13) .
C10 C10' 1.650(18) .
C10 H10A 0.9600 .
C10' N5 1.502(8) .
C10' N5 1.502(8) 6_575
C10' C11' 1.558(16) .
C10' H10B 0.9600 .
C11 N6 1.495(8) 6_575
C11 N6 1.495(8) .
C11 C11' 1.664(17) .
C11 H11A 0.9601 .
C11' N6 1.506(8) .
C11' N6 1.506(8) 6_575
C11' H11B 0.9599 .
C12 N1 1.429(5) 2_657
C12 N6 1.450(6) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
N1 C12 1.429(5) 2_657
O3' O3 1.462(12) .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 0.000 108 27 ' '
2 0.308 0.000 0.303 15 8 ' '
3 0.113 0.000 0.400 18 8 ' '
4 0.206 0.000 0.389 6 2 ' '
5 0.887 0.000 0.600 19 8 ' '
6 0.794 0.000 0.611 6 2 ' '
7 0.692 0.000 0.697 15 8 ' '
8 0.000 0.500 0.000 108 27 ' '
9 0.613 0.500 0.400 18 8 ' '
10 0.387 0.500 0.600 19 8 ' '
11 0.808 0.500 0.303 15 8 ' '
12 0.192 0.500 0.697 15 8 ' '
13 0.706 0.500 0.389 6 2 ' '
14 0.294 0.500 0.611 6 2 ' '
