#------------------------------------------------------------------------------
#$Date: 2019-11-24 01:38:59 +0200 (Sun, 24 Nov 2019) $
#$Revision: 236056 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/38/1553808.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_1553808
loop_
_publ_author_name
'Qu, Yun-Xia'
'Lin, Rui-Lian'
'Zhang, Yun-Qian'
'Zhou, Kai-Zhi'
'Zhou, Qing-Di'
'Zhu, Qian-Jiang'
'Tao, Zhu'
'Ma, Pei-Hua'
'Liu, Jing-Xin'
'Wei, Gang'
_publ_section_title
;
   Endo/exo binding of alkyl and aryl diammonium ions by
 cyclopentanocucurbit[6]uril
;
_journal_issue                   9
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              1799
_journal_paper_doi               10.1039/C7QO00376E
_journal_volume                  4
_journal_year                    2017
_chemical_formula_sum            'C62 H102 Cl8 N26 O21 Zn2'
_chemical_formula_weight         1962.04
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-10-26 deposited with the CCDC.
2017-06-21 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 113.650(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   29.3492(15)
_cell_length_b                   12.5025(6)
_cell_length_c                   25.3876(13)
_cell_measurement_temperature    293(2)
_cell_volume                     8533.3(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.857
_diffrn_measured_fraction_theta_max 0.857
_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  0.0483
_diffrn_reflns_av_sigmaI/netI    0.0556
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            23318
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.896
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4080
_refine_diff_density_max         1.725
_refine_diff_density_min         -0.833
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     496
_refine_ls_number_reflns         6430
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0891
_refine_ls_R_factor_gt           0.0770
_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)+(0.1813P)²+2.7195P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2427
_refine_ls_wR_factor_ref         0.2530
_reflns_number_gt                4889
_reflns_number_total             6430
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7qo00376e2.cif
_cod_data_source_block           p
_cod_original_cell_volume        8533.3(7)
_cod_database_code               1553808
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C28 C 0.9378(2) -0.2196(5) -0.1528(2) 0.0450(13) Uani 1 1 d .
H28A H 0.9404 -0.2811 -0.1284 0.054 Uiso 1 1 calc R
H28B H 0.9062 -0.2241 -0.1857 0.054 Uiso 1 1 calc R
C29 C 0.9389(3) -0.1156(5) -0.1186(3) 0.0507(16) Uani 1 1 d .
H29A H 0.9382 -0.0547 -0.1426 0.061 Uiso 1 1 calc R
H29B H 0.9089 -0.1130 -0.1114 0.061 Uiso 1 1 calc R
C30 C 0.9825(3) -0.1043(4) -0.0629(3) 0.0418(13) Uani 1 1 d .
H30A H 1.0125 -0.0981 -0.0701 0.050 Uiso 1 1 calc R
H30B H 0.9855 -0.1682 -0.0401 0.050 Uiso 1 1 calc R
C31 C 0.9784(3) -0.0058(5) -0.0284(3) 0.0510(15) Uani 1 1 d .
H31A H 0.9758 0.0581 -0.0511 0.061 Uiso 1 1 calc R
H31B H 0.9481 -0.0115 -0.0218 0.061 Uiso 1 1 calc R
N13 N 0.97848(19) -0.2235(4) -0.1728(2) 0.0396(11) Uani 1 1 d .
H13A H 0.9767 -0.2844 -0.1917 0.059 Uiso 1 1 calc R
H13B H 1.0076 -0.2199 -0.1428 0.059 Uiso 1 1 calc R
H13C H 0.9757 -0.1685 -0.1962 0.059 Uiso 1 1 calc R
Zn1 Zn 0.85532(2) -0.55811(5) 0.17206(3) 0.0364(3) Uani 1 1 d .
Cl1 Cl 0.86976(6) -0.38877(11) 0.20902(6) 0.0437(4) Uani 1 1 d .
Cl2 Cl 0.80026(8) -0.63250(18) 0.20560(12) 0.0809(7) Uani 1 1 d .
Cl3 Cl 0.82459(7) -0.54913(15) 0.07532(7) 0.0588(5) Uani 1 1 d .
Cl4 Cl 0.92371(5) -0.66493(10) 0.20319(6) 0.0396(4) Uani 1 1 d .
C1 C 1.08308(18) -0.2785(4) -0.0253(2) 0.0272(10) Uani 1 1 d .
C2 C 1.15754(18) -0.2141(4) 0.0446(2) 0.0257(10) Uani 1 1 d .
C3 C 1.13033(19) -0.2887(4) 0.0734(2) 0.0280(10) Uani 1 1 d .
C4 C 1.14559(18) -0.1207(4) 0.1186(2) 0.0260(10) Uani 1 1 d .
C5 C 1.0496(2) -0.3976(4) 0.0269(2) 0.0333(11) Uani 1 1 d .
H5A H 1.0679 -0.4568 0.0507 0.040 Uiso 1 1 calc R
H5B H 1.0315 -0.4250 -0.0117 0.040 Uiso 1 1 calc R
C6 C 1.10689(19) -0.2553(4) 0.1589(2) 0.0299(10) Uani 1 1 d .
H6A H 1.1197 -0.2067 0.1914 0.036 Uiso 1 1 calc R
H6B H 1.1215 -0.3250 0.1722 0.036 Uiso 1 1 calc R
C7 C 0.9645(2) -0.3424(4) 0.0134(2) 0.0306(11) Uani 1 1 d .
C8 C 1.02319(18) -0.3552(3) 0.1087(2) 0.0243(9) Uani 1 1 d .
C9 C 0.97079(18) -0.3304(3) 0.1083(2) 0.0250(10) Uani 1 1 d .
C10 C 1.02758(19) -0.1982(4) 0.1618(2) 0.0280(10) Uani 1 1 d .
C11 C 0.8858(2) -0.3101(4) 0.0240(2) 0.0327(11) Uani 1 1 d .
H11A H 0.8727 -0.3436 -0.0136 0.039 Uiso 1 1 calc R
H11B H 0.8740 -0.3509 0.0485 0.039 Uiso 1 1 calc R
C12 C 0.9420(2) -0.1769(4) 0.1547(2) 0.0304(11) Uani 1 1 d .
H12A H 0.9583 -0.1343 0.1892 0.036 Uiso 1 1 calc R
H12B H 0.9218 -0.2300 0.1632 0.036 Uiso 1 1 calc R
C13 C 0.8474(2) -0.1504(4) -0.0339(2) 0.0313(11) Uani 1 1 d .
C14 C 0.8625(2) -0.1407(4) 0.0649(2) 0.0293(10) Uani 1 1 d .
C15 C 0.83851(19) -0.0324(4) 0.0341(2) 0.0271(10) Uani 1 1 d .
C16 C 0.91552(18) 0.0017(4) 0.10922(19) 0.0264(10) Uani 1 1 d .
C17 C 0.8071(2) 0.0237(4) -0.0726(2) 0.0303(10) Uani 1 1 d .
H17A H 0.7968 -0.0160 -0.1083 0.036 Uiso 1 1 calc R
H17B H 0.7773 0.0513 -0.0697 0.036 Uiso 1 1 calc R
C18 C 1.1320(2) -0.1622(4) -0.0610(2) 0.0285(10) Uani 1 1 d .
H18A H 1.1110 -0.1954 -0.0972 0.034 Uiso 1 1 calc R
H18B H 1.1664 -0.1749 -0.0550 0.034 Uiso 1 1 calc R
C19 C 1.2075(2) -0.2699(4) 0.0562(2) 0.0364(12) Uani 1 1 d .
H19A H 1.2081 -0.2985 0.0209 0.044 Uiso 1 1 calc R
H19B H 1.2351 -0.2208 0.0732 0.044 Uiso 1 1 calc R
C20 C 1.2097(6) -0.3546(15) 0.0956(11) 0.239(15) Uani 1 1 d .
H20A H 1.2224 -0.4181 0.0842 0.286 Uiso 1 1 calc R
H20B H 1.2338 -0.3344 0.1335 0.286 Uiso 1 1 calc R
C21 C 1.1663(2) -0.3813(4) 0.1005(3) 0.0427(13) Uani 1 1 d .
H21A H 1.1719 -0.3899 0.1406 0.051 Uiso 1 1 calc R
H21B H 1.1531 -0.4477 0.0804 0.051 Uiso 1 1 calc R
C22 C 1.0393(2) -0.4627(4) 0.1422(2) 0.0307(11) Uani 1 1 d .
H22A H 1.0317 -0.5230 0.1160 0.037 Uiso 1 1 calc R
H22B H 1.0746 -0.4628 0.1664 0.037 Uiso 1 1 calc R
C23 C 1.0084(2) -0.4663(4) 0.1785(2) 0.0323(11) Uani 1 1 d .
H23A H 1.0061 -0.5387 0.1909 0.039 Uiso 1 1 calc R
H23B H 1.0227 -0.4205 0.2120 0.039 Uiso 1 1 calc R
C24 C 0.9578(2) -0.4254(4) 0.1376(2) 0.0306(11) Uani 1 1 d .
H24A H 0.9380 -0.4029 0.1584 0.037 Uiso 1 1 calc R
H24B H 0.9397 -0.4798 0.1098 0.037 Uiso 1 1 calc R
C25 C 0.8239(2) -0.1881(5) 0.0867(3) 0.0417(13) Uani 1 1 d .
H25A H 0.8205 -0.2647 0.0804 0.050 Uiso 1 1 calc R
H25B H 0.8337 -0.1736 0.1273 0.050 Uiso 1 1 calc R
C26 C 0.7761(3) -0.1310(6) 0.0510(4) 0.0559(17) Uani 1 1 d .
H26A H 0.7598 -0.1655 0.0139 0.067 Uiso 1 1 calc R
H26B H 0.7536 -0.1313 0.0704 0.067 Uiso 1 1 calc R
C27 C 0.7905(2) -0.0190(5) 0.0437(3) 0.0405(13) Uani 1 1 d .
H27A H 0.7963 0.0234 0.0778 0.049 Uiso 1 1 calc R
H27B H 0.7648 0.0152 0.0109 0.049 Uiso 1 1 calc R
N1 N 1.12258(16) -0.2124(3) -0.01504(18) 0.0290(9) Uani 1 1 d .
N2 N 1.08499(16) -0.3180(3) 0.02507(17) 0.0291(9) Uani 1 1 d .
N3 N 1.16218(15) -0.1137(3) 0.07501(16) 0.0244(8) Uani 1 1 d .
N4 N 1.12266(17) -0.2185(3) 0.11523(17) 0.0299(9) Uani 1 1 d .
N5 N 1.01400(17) -0.3585(3) 0.04893(17) 0.0298(9) Uani 1 1 d .
N6 N 0.93957(17) -0.3160(3) 0.04746(17) 0.0297(9) Uani 1 1 d .
N7 N 1.05328(16) -0.2635(3) 0.14039(17) 0.0266(8) Uani 1 1 d .
N8 N 0.97936(16) -0.2311(3) 0.14206(18) 0.0286(9) Uani 1 1 d .
N9 N 0.86619(17) -0.2026(3) 0.01843(19) 0.0334(10) Uani 1 1 d .
N10 N 0.83185(18) -0.0496(3) -0.02464(19) 0.0300(9) Uani 1 1 d .
N11 N 0.90920(16) -0.1072(3) 0.10895(18) 0.0292(9) Uani 1 1 d .
N12 N 0.87727(17) 0.0465(3) 0.06529(19) 0.0288(9) Uani 1 1 d .
O1 O 1.05081(14) -0.3017(3) -0.07333(14) 0.0326(8) Uani 1 1 d .
O2 O 0.94623(16) -0.3518(3) -0.03833(16) 0.0378(9) Uani 1 1 d .
O3 O 0.84322(16) -0.1863(3) -0.07906(16) 0.0388(9) Uani 1 1 d .
O4 O 1.14969(15) -0.0522(3) 0.15385(16) 0.0353(9) Uani 1 1 d .
O5 O 1.04532(16) -0.1228(3) 0.19452(18) 0.0435(10) Uani 1 1 d .
O6 O 0.95056(15) 0.0508(3) 0.14473(15) 0.0319(8) 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'
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_
_citation_id
_citation_doi
_citation_year
1 10.1039/C7QO00376E 2017
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
N13 C28 C29 112.4(5) . .
C30 C29 C28 115.4(5) . .
C29 C30 C31 112.6(5) . .
C31 C31 C30 113.2(6) 5_755 .
Cl3 Zn1 Cl4 108.65(6) . .
Cl3 Zn1 Cl1 109.17(6) . .
Cl4 Zn1 Cl1 114.15(6) . .
Cl3 Zn1 Cl2 112.93(9) . .
Cl4 Zn1 Cl2 106.67(7) . .
Cl1 Zn1 Cl2 105.33(8) . .
O1 C1 N2 124.7(5) . .
O1 C1 N1 125.9(4) . .
N2 C1 N1 109.4(4) . .
N1 C2 N3 114.8(4) . .
N1 C2 C19 115.2(4) . .
N3 C2 C19 114.3(4) . .
N1 C2 C3 102.3(4) . .
N3 C2 C3 102.8(4) . .
C19 C2 C3 105.2(4) . .
N2 C3 N4 114.2(4) . .
N2 C3 C21 115.0(4) . .
N4 C3 C21 113.9(4) . .
N2 C3 C2 102.7(4) . .
N4 C3 C2 103.6(4) . .
C21 C3 C2 105.6(4) . .
O4 C4 N3 125.9(5) . .
O4 C4 N4 125.0(5) . .
N3 C4 N4 109.0(4) . .
N2 C5 N5 114.5(4) . .
N4 C6 N7 114.5(4) . .
O2 C7 N6 126.0(5) . .
O2 C7 N5 126.0(5) . .
N6 C7 N5 108.0(4) . .
N5 C8 N7 114.7(4) . .
N5 C8 C22 116.2(4) . .
N7 C8 C22 112.9(4) . .
N5 C8 C9 103.4(4) . .
N7 C8 C9 102.8(3) . .
C22 C8 C9 104.9(4) . .
N6 C9 N8 113.6(4) . .
N6 C9 C24 116.0(4) . .
N8 C9 C24 112.9(4) . .
N6 C9 C8 103.3(4) . .
N8 C9 C8 103.0(4) . .
C24 C9 C8 106.2(4) . .
O5 C10 N8 125.3(5) . .
O5 C10 N7 125.3(5) . .
N8 C10 N7 109.4(4) . .
N9 C11 N6 114.4(4) . .
N8 C12 N11 115.0(4) . .
O3 C13 N9 126.5(5) . .
O3 C13 N10 126.1(5) . .
N9 C13 N10 107.3(4) . .
N11 C14 N9 115.4(4) . .
N11 C14 C25 115.7(4) . .
N9 C14 C25 112.7(4) . .
N11 C14 C15 103.4(4) . .
N9 C14 C15 102.7(4) . .
C25 C14 C15 104.8(4) . .
N10 C15 N12 114.2(4) . .
N10 C15 C27 115.4(5) . .
N12 C15 C27 113.8(4) . .
N10 C15 C14 103.4(4) . .
N12 C15 C14 102.3(4) . .
C27 C15 C14 105.8(4) . .
O6 C16 N12 125.1(4) . .
O6 C16 N11 124.9(4) . .
N12 C16 N11 110.0(4) . .
N3 C17 N10 114.1(4) 5_755 .
N1 C18 N12 113.4(4) . 5_755
C20 C19 C2 103.8(5) . .
C21 C20 C19 117.3(9) . .
C20 C21 C3 105.9(5) . .
C23 C22 C8 103.3(4) . .
C24 C23 C22 103.5(4) . .
C23 C24 C9 103.1(4) . .
C26 C25 C14 103.9(4) . .
C27 C26 C25 106.1(5) . .
C26 C27 C15 103.9(5) . .
C1 N1 C18 122.2(4) . .
C1 N1 C2 112.5(4) . .
C18 N1 C2 124.4(4) . .
C1 N2 C3 112.6(4) . .
C1 N2 C5 121.4(4) . .
C3 N2 C5 124.9(4) . .
C4 N3 C2 112.6(4) . .
C4 N3 C17 120.4(4) . 5_755
C2 N3 C17 124.9(4) . 5_755
C4 N4 C6 122.3(4) . .
C4 N4 C3 111.3(4) . .
C6 N4 C3 124.0(4) . .
C7 N5 C8 113.0(4) . .
C7 N5 C5 121.7(4) . .
C8 N5 C5 124.0(4) . .
C7 N6 C11 121.3(4) . .
C7 N6 C9 111.7(4) . .
C11 N6 C9 124.1(4) . .
C10 N7 C6 121.9(4) . .
C10 N7 C8 112.1(4) . .
C6 N7 C8 124.4(4) . .
C10 N8 C12 123.5(4) . .
C10 N8 C9 112.2(4) . .
C12 N8 C9 124.2(4) . .
C13 N9 C11 121.5(4) . .
C13 N9 C14 113.5(4) . .
C11 N9 C14 124.9(4) . .
C13 N10 C15 113.1(4) . .
C13 N10 C17 120.9(4) . .
C15 N10 C17 125.7(4) . .
C16 N11 C14 112.1(4) . .
C16 N11 C12 122.8(4) . .
C14 N11 C12 124.2(4) . .
C16 N12 C18 122.6(4) . 5_755
C16 N12 C15 112.0(4) . .
C18 N12 C15 122.7(4) 5_755 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C28 N13 1.474(8) .
C28 C29 1.556(9) .
C29 C30 1.486(10) .
C30 C31 1.543(8) .
C31 C31 1.497(15) 5_755
Zn1 Cl3 2.2540(18) .
Zn1 Cl4 2.2726(14) .
Zn1 Cl1 2.2855(15) .
Zn1 Cl2 2.303(2) .
C1 O1 1.241(6) .
C1 N2 1.351(7) .
C1 N1 1.361(7) .
C2 N1 1.449(7) .
C2 N3 1.450(6) .
C2 C19 1.543(7) .
C2 C3 1.584(7) .
C3 N2 1.449(7) .
C3 N4 1.464(6) .
C3 C21 1.532(7) .
C4 O4 1.209(6) .
C4 N3 1.379(6) .
C4 N4 1.381(7) .
C5 N2 1.453(7) .
C5 N5 1.455(7) .
C6 N4 1.438(6) .
C6 N7 1.454(7) .
C7 O2 1.208(6) .
C7 N6 1.379(7) .
C7 N5 1.382(7) .
C8 N5 1.432(6) .
C8 N7 1.474(6) .
C8 C22 1.559(6) .
C8 C9 1.565(7) .
C9 N6 1.457(7) .
C9 N8 1.472(6) .
C9 C24 1.529(7) .
C10 O5 1.226(6) .
C10 N8 1.362(7) .
C10 N7 1.363(7) .
C11 N9 1.447(7) .
C11 N6 1.448(7) .
C12 N8 1.431(7) .
C12 N11 1.462(6) .
C13 O3 1.191(7) .
C13 N9 1.381(7) .
C13 N10 1.392(7) .
C14 N11 1.440(7) .
C14 N9 1.450(7) .
C14 C25 1.562(8) .
C14 C15 1.582(6) .
C15 N10 1.441(7) .
C15 N12 1.473(7) .
C15 C27 1.533(7) .
C16 O6 1.226(6) .
C16 N12 1.346(7) .
C16 N11 1.374(7) .
C17 N3 1.459(7) 5_755
C17 N10 1.463(6) .
C18 N1 1.446(6) .
C18 N12 1.468(6) 5_755
C19 C20 1.441(11) .
C20 C21 1.370(14) .
C22 C23 1.529(7) .
C23 C24 1.519(8) .
C25 C26 1.510(9) .
C26 C27 1.495(9) .
N3 C17 1.459(7) 5_755
N12 C18 1.468(6) 5_755
