#------------------------------------------------------------------------------
#$Date: 2016-03-26 01:57:47 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180116 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/14/7101403.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_7101403
loop_
_publ_author_name
D.Coquiere
J.Marrot
O.Reinaud
_publ_section_title
;
Encapsulation of a (H₃O₂)⁻ Unit in the Aromatic Core of a
Calix[6]arene Closed by Two Zn(II) Ions at the Small and Large Rims
;
_journal_issue                   37
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/b608203c
_journal_year                    2006
_chemical_formula_sum            'C72 H87 Cl3 N9 O21 Zn2'
_chemical_formula_weight         1651.60
_chemical_name_systematic
;
?
;
_space_group_IT_number           173
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 6c'
_symmetry_space_group_name_H-M   'P 63'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            2
_cell_length_a                   18.9573(7)
_cell_length_b                   18.9573(7)
_cell_length_c                   12.5640(7)
_cell_measurement_reflns_used    4089
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.62
_cell_measurement_theta_min      2.48
_cell_volume                     3910.3(3)
_computing_cell_refinement       'Bruker APEX2'
_computing_data_collection       'Bruker APEX2'
_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      100(2)
_diffrn_detector_area_resol_mean 512x512
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  '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  0.1492
_diffrn_reflns_av_sigmaI/netI    0.0503
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            61565
_diffrn_reflns_theta_full        22.47
_diffrn_reflns_theta_max         22.47
_diffrn_reflns_theta_min         1.24
_exptl_absorpt_coefficient_mu    0.793
_exptl_absorpt_correction_T_max  0.9690
_exptl_absorpt_correction_T_min  0.9249
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, V2.10)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1722
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.792
_refine_diff_density_min         -1.451
_refine_diff_density_rms         0.217
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.09(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         3394
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.1342
_refine_ls_R_factor_gt           0.1031
_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)+(0.1966P)²+9.4044P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2737
_refine_ls_wR_factor_ref         0.3044
_reflns_number_gt                2561
_reflns_number_total             3394
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b608203c.txt
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Hexagonal' changed to 'hexagonal'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P6(3)
_cod_database_code               7101403
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, 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
Zn1 Zn 0.6667 0.3333 -0.1677(2) 0.0914(11) Uani 1 3 d S
Zn2 Zn 0.6667 0.3333 0.2944(2) 0.0869(11) Uani 1 3 d S
N1 N 0.5724(10) 0.3474(9) -0.2119(10) 0.079(3) Uani 1 1 d .
C2 C 0.572(2) 0.4096(10) -0.2785(12) 0.126(10) Uani 1 1 d .
H2 H 0.6171 0.4512 -0.3161 0.152 Uiso 1 1 calc R
C3 C 0.4933(16) 0.3969(15) -0.2769(16) 0.118(8) Uani 1 1 d .
H3 H 0.4744 0.4289 -0.3113 0.142 Uiso 1 1 calc R
N4 N 0.4523(10) 0.3346(8) -0.2209(9) 0.080(4) Uani 1 1 d .
C5 C 0.4982(14) 0.3042(10) -0.1855(11) 0.085(5) Uani 1 1 d .
C6 C 0.4674(9) 0.2334(8) -0.1082(10) 0.065(3) Uani 1 1 d .
H6A H 0.4104 0.1926 -0.1259 0.078 Uiso 1 1 calc R
H6B H 0.5008 0.2069 -0.1146 0.078 Uiso 1 1 calc R
O7 O 0.4713(5) 0.2610(5) -0.0022(7) 0.0550(19) Uani 1 1 d .
C8 C 0.4002(6) 0.2397(6) 0.0579(11) 0.048(3) Uani 1 1 d .
C9 C 0.3821(6) 0.2999(7) 0.0790(9) 0.048(3) Uani 1 1 d .
C10 C 0.3142(7) 0.2778(8) 0.1420(9) 0.057(3) Uani 1 1 d .
H10 H 0.3026 0.3192 0.1626 0.068 Uiso 1 1 calc R
C11 C 0.2640(7) 0.2018(7) 0.1756(10) 0.055(3) Uani 1 1 d .
C12 C 0.2833(7) 0.1428(8) 0.1511(10) 0.053(3) Uani 1 1 d .
H12 H 0.2490 0.0889 0.1764 0.064 Uiso 1 1 calc R
C13 C 0.3525(7) 0.1596(7) 0.0894(9) 0.055(3) Uani 1 1 d .
C14 C 0.7224(6) 0.6281(7) 0.0679(11) 0.050(2) Uani 1 1 d .
H14A H 0.7153 0.6282 -0.0102 0.060 Uiso 1 1 calc R
H14B H 0.7152 0.6723 0.0979 0.060 Uiso 1 1 calc R
C15 C 0.6551(6) 0.5475(6) 0.1115(10) 0.049(3) Uani 1 1 d .
C16 C 0.5825(7) 0.5012(6) 0.0608(11) 0.049(3) Uani 1 1 d .
C17 C 0.5210(7) 0.4308(8) 0.1001(10) 0.055(3) Uani 1 1 d .
C18 C 0.5318(7) 0.4019(7) 0.1952(9) 0.052(3) Uani 1 1 d .
H18 H 0.4894 0.3529 0.2250 0.062 Uiso 1 1 calc R
C19 C 0.6073(7) 0.4467(8) 0.2478(10) 0.058(3) Uani 1 1 d .
C20 C 0.6662(7) 0.5164(8) 0.2088(10) 0.060(3) Uani 1 1 d .
H20 H 0.7162 0.5457 0.2462 0.072 Uiso 1 1 calc R
C21 C 0.4369(6) 0.3844(6) 0.0447(11) 0.055(3) Uani 1 1 d .
H21A H 0.4085 0.4157 0.0559 0.066 Uiso 1 1 calc R
H21B H 0.4462 0.3840 -0.0327 0.066 Uiso 1 1 calc R
N22 N 0.6225(7) 0.4095(7) 0.3421(8) 0.074(3) Uani 1 1 d .
H22A H 0.5749 0.3800 0.3798 0.089 Uiso 1 1 calc R
H22B H 0.6598 0.4498 0.3859 0.089 Uiso 1 1 calc R
O23 O 0.5754(5) 0.5228(5) -0.0467(6) 0.055(2) Uani 1 1 d .
C24 C 0.5464(11) 0.5785(10) -0.0512(11) 0.084(4) Uani 1 1 d .
H24A H 0.4878 0.5497 -0.0367 0.126 Uiso 1 1 calc R
H24B H 0.5567 0.6031 -0.1222 0.126 Uiso 1 1 calc R
H24C H 0.5747 0.6213 0.0022 0.126 Uiso 1 1 calc R
C25 C 0.3645(13) 0.3018(10) -0.2168(14) 0.095(6) Uani 1 1 d .
H25A H 0.3392 0.2683 -0.2800 0.143 Uiso 1 1 calc R
H25B H 0.3530 0.3467 -0.2149 0.143 Uiso 1 1 calc R
H25C H 0.3424 0.2683 -0.1528 0.143 Uiso 1 1 calc R
C26 C 0.1869(8) 0.1824(10) 0.2450(12) 0.078(4) Uani 1 1 d .
C27 C 0.1552(15) 0.1031(13) 0.303(2) 0.151(11) Uani 1 1 d .
H27A H 0.1174 0.0993 0.3586 0.227 Uiso 1 1 calc R
H27B H 0.2008 0.1002 0.3348 0.227 Uiso 1 1 calc R
H27C H 0.1267 0.0580 0.2524 0.227 Uiso 1 1 calc R
C28 C 0.2122(17) 0.2439(13) 0.333(3) 0.207(19) Uani 1 1 d .
H28A H 0.1808 0.2174 0.3974 0.311 Uiso 1 1 calc R
H28B H 0.2020 0.2877 0.3116 0.311 Uiso 1 1 calc R
H28C H 0.2704 0.2667 0.3477 0.311 Uiso 1 1 calc R
C29 C 0.1269(11) 0.1910(15) 0.168(3) 0.152(10) Uani 1 1 d .
H29A H 0.0985 0.1420 0.1240 0.227 Uiso 1 1 calc R
H29B H 0.1575 0.2387 0.1224 0.227 Uiso 1 1 calc R
H29C H 0.0870 0.1978 0.2099 0.227 Uiso 1 1 calc R
O30 O 0.705(2) 0.370(2) -0.019(4) 0.129(17) Uani 0.33 1 d P
O31 O 0.6667 0.3333 0.1469(19) 0.22(2) Uani 1 3 d S
Cl1 Cl 0.7781(3) 0.5762(3) 0.5100(3) 0.0820(11) Uani 1 1 d .
O1 O 0.8558(11) 0.6403(10) 0.5351(13) 0.146(6) Uani 1 1 d .
O2 O 0.7721(10) 0.5008(12) 0.5065(16) 0.074(4) Uani 0.50 1 d P
O3 O 0.745(2) 0.611(2) 0.4625(18) 0.29(2) Uani 1 1 d .
O4 O 0.7431(17) 0.5604(15) 0.6220(19) 0.207(10) Uani 1 1 d .
O5 O 0.7983(11) 0.5367(13) 0.4201(16) 0.074(4) Uani 0.50 1 d P
O1W O 0.6667 0.3333 0.519(3) 0.179(13) Uani 1 3 d S
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'
Cl Cl 0.1484 0.1585 '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'
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
O30 Zn1 O30 36(2) . 3_665
O30 Zn1 O30 36(2) . 2_655
O30 Zn1 O30 36(2) 3_665 2_655
O30 Zn1 N1 117.1(12) . 2_655
O30 Zn1 N1 85.4(13) 3_665 2_655
O30 Zn1 N1 113.6(12) 2_655 2_655
O30 Zn1 N1 113.6(12) . .
O30 Zn1 N1 117.1(12) 3_665 .
O30 Zn1 N1 85.4(13) 2_655 .
N1 Zn1 N1 112.7(3) 2_655 .
O30 Zn1 N1 85.4(13) . 3_665
O30 Zn1 N1 113.6(12) 3_665 3_665
O30 Zn1 N1 117.1(12) 2_655 3_665
N1 Zn1 N1 112.7(3) 2_655 3_665
N1 Zn1 N1 112.7(3) . 3_665
O31 Zn2 N22 106.7(3) . 2_655
O31 Zn2 N22 106.7(3) . 3_665
N22 Zn2 N22 112.1(2) 2_655 3_665
O31 Zn2 N22 106.7(3) . .
N22 Zn2 N22 112.1(2) 2_655 .
N22 Zn2 N22 112.1(2) 3_665 .
C5 N1 C2 102.8(17) . .
C5 N1 Zn1 127.9(10) . .
C2 N1 Zn1 129.3(17) . .
C3 C2 N1 107.1(18) . .
C3 C2 H2 126.5 . .
N1 C2 H2 126.5 . .
N4 C3 C2 106.2(17) . .
N4 C3 H3 126.9 . .
C2 C3 H3 126.9 . .
C3 N4 C5 111.1(18) . .
C3 N4 C25 117.4(16) . .
C5 N4 C25 130.9(14) . .
N1 C5 N4 112.7(13) . .
N1 C5 C6 123.5(15) . .
N4 C5 C6 123.2(18) . .
O7 C6 C5 110.5(10) . .
O7 C6 H6A 109.6 . .
C5 C6 H6A 109.6 . .
O7 C6 H6B 109.6 . .
C5 C6 H6B 109.6 . .
H6A C6 H6B 108.1 . .
C8 O7 C6 121.9(10) . .
C9 C8 C13 124.1(11) . .
C9 C8 O7 117.6(10) . .
C13 C8 O7 118.3(9) . .
C8 C9 C10 116.1(11) . .
C8 C9 C21 121.0(10) . .
C10 C9 C21 122.7(10) . .
C11 C10 C9 123.9(11) . .
C11 C10 H10 118.0 . .
C9 C10 H10 118.0 . .
C10 C11 C12 118.2(11) . .
C10 C11 C26 120.1(12) . .
C12 C11 C26 121.7(11) . .
C11 C12 C13 122.2(11) . .
C11 C12 H12 118.9 . .
C13 C12 H12 118.9 . .
C8 C13 C12 115.4(10) . .
C8 C13 C14 124.5(11) . 2_655
C12 C13 C14 120.1(10) . 2_655
C13 C14 C15 116.4(9) 3_665 .
C13 C14 H14A 108.2 3_665 .
C15 C14 H14A 108.2 . .
C13 C14 H14B 108.2 3_665 .
C15 C14 H14B 108.2 . .
H14A C14 H14B 107.3 . .
C16 C15 C20 116.5(10) . .
C16 C15 C14 123.2(11) . .
C20 C15 C14 120.3(11) . .
C17 C16 C15 124.1(12) . .
C17 C16 O23 117.8(10) . .
C15 C16 O23 117.5(10) . .
C16 C17 C18 119.0(11) . .
C16 C17 C21 122.1(11) . .
C18 C17 C21 118.8(11) . .
C17 C18 C19 118.4(10) . .
C17 C18 H18 120.8 . .
C19 C18 H18 120.8 . .
C20 C19 C18 121.5(11) . .
C20 C19 N22 120.2(11) . .
C18 C19 N22 117.9(11) . .
C19 C20 C15 120.5(11) . .
C19 C20 H20 119.8 . .
C15 C20 H20 119.8 . .
C9 C21 C17 116.9(10) . .
C9 C21 H21A 108.1 . .
C17 C21 H21A 108.1 . .
C9 C21 H21B 108.1 . .
C17 C21 H21B 108.1 . .
H21A C21 H21B 107.3 . .
C19 N22 Zn2 109.9(8) . .
C19 N22 H22A 109.7 . .
Zn2 N22 H22A 109.7 . .
C19 N22 H22B 109.7 . .
Zn2 N22 H22B 109.7 . .
H22A N22 H22B 108.2 . .
C24 O23 C16 112.1(8) . .
O23 C24 H24A 109.5 . .
O23 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
O23 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
N4 C25 H25A 109.5 . .
N4 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
N4 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C27 C26 C28 103.6(19) . .
C27 C26 C29 117.2(17) . .
C28 C26 C29 110(2) . .
C27 C26 C11 111.2(13) . .
C28 C26 C11 109.1(12) . .
C29 C26 C11 105.8(15) . .
C26 C27 H27A 109.5 . .
C26 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C26 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C26 C28 H28A 109.5 . .
C26 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C26 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C26 C29 H29A 109.5 . .
C26 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C26 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
O30 O30 O30 60.005(5) 2_655 3_665
O30 O30 Zn1 72.1(11) 2_655 .
O30 O30 Zn1 72.1(11) 3_665 .
O3 Cl1 O2 136.2(16) . .
O3 Cl1 O1 103.7(19) . .
O2 Cl1 O1 114.5(10) . .
O3 Cl1 O5 103.0(12) . .
O2 Cl1 O5 51.0(11) . .
O1 Cl1 O5 100.5(10) . .
O3 Cl1 O4 104.6(15) . .
O2 Cl1 O4 91.4(14) . .
O1 Cl1 O4 97.4(13) . .
O5 Cl1 O4 142.3(14) . .
O5 O2 Cl1 69.9(15) . .
O2 O5 Cl1 59.1(11) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O30 2.00(5) .
Zn1 O30 2.00(5) 3_665
Zn1 O30 2.00(5) 2_655
Zn1 N1 2.012(14) 2_655
Zn1 N1 2.012(14) .
Zn1 N1 2.012(14) 3_665
Zn2 O31 1.85(2) .
Zn2 N22 2.088(13) 2_655
Zn2 N22 2.088(13) 3_665
Zn2 N22 2.088(13) .
N1 C5 1.27(2) .
N1 C2 1.45(2) .
C2 C3 1.39(3) .
C2 H2 0.9500 .
C3 N4 1.26(2) .
C3 H3 0.9500 .
N4 C5 1.34(2) .
N4 C25 1.46(2) .
C5 C6 1.52(2) .
C6 O7 1.418(15) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
O7 C8 1.417(14) .
C8 C9 1.373(15) .
C8 C13 1.381(16) .
C9 C10 1.385(17) .
C9 C21 1.472(15) .
C10 C11 1.338(17) .
C10 H10 0.9500 .
C11 C12 1.373(16) .
C11 C26 1.580(18) .
C12 C13 1.416(17) .
C12 H12 0.9500 .
C13 C14 1.481(16) 2_655
C14 C13 1.481(16) 3_665
C14 C15 1.521(15) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.365(16) .
C15 C20 1.417(17) .
C16 C17 1.352(17) .
C16 O23 1.437(15) .
C17 C18 1.372(16) .
C17 C21 1.547(17) .
C18 C19 1.411(18) .
C18 H18 0.9500 .
C19 C20 1.326(18) .
C19 N22 1.479(16) .
C20 H20 0.9500 .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
N22 H22A 0.9200 .
N22 H22B 0.9200 .
O23 C24 1.416(16) .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 C27 1.50(3) .
C26 C28 1.50(3) .
C26 C29 1.56(3) .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
O30 O30 1.22(6) 2_655
O30 O30 1.22(6) 3_665
Cl1 O3 1.27(2) .
Cl1 O2 1.38(2) .
Cl1 O1 1.398(16) .
Cl1 O5 1.505(17) .
Cl1 O4 1.52(2) .
O2 O5 1.25(3) .
