#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/06/7150697.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_7150697
loop_
_publ_author_name
'Pescatori, Luca'
'Arduini, Arturo'
'Pochini, Andrea'
'Secchi, Andrea'
'Massera, Chiara'
'Ugozzoli, Franco'
_publ_section_title
;
 Monotopic and heteroditopic calix[4]arene receptors as hosts for
 pyridinium and viologen ion pairs: a solution and solid-state study
;
_journal_issue                   18
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              3698
_journal_page_last               3708
_journal_paper_doi               10.1039/b906409e
_journal_volume                  7
_journal_year                    2009
_chemical_formula_sum            'C42 H44 I N O6'
_chemical_formula_weight         785.68
_chemical_name_systematic
;
?
;
_space_group_IT_number           144
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'P 31'
_symmetry_space_group_name_H-M   'P 31'
_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            3
_cell_length_a                   18.564(1)
_cell_length_b                   18.564(1)
_cell_length_c                   10.127(1)
_cell_measurement_reflns_used    28
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      40
_cell_measurement_theta_min      20
_cell_volume                     3022.4(4)
_computing_cell_refinement       'DIPCHIGE software package 2007'
_computing_data_collection       'DIPCHIGE software package 2007'
_computing_data_reduction        DIFAU92
_computing_molecular_graphics    'Accelrys DS-ViewerPro 2005'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR2004
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean '1 keV'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens AED'
_diffrn_measurement_method       'scintil counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0691
_diffrn_reflns_av_sigmaI/netI    0.0547
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            6271
_diffrn_reflns_theta_full        69.98
_diffrn_reflns_theta_max         69.98
_diffrn_reflns_theta_min         5.16
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  0
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    6.601
_exptl_absorpt_correction_T_max  1.11
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'hexagonal prism'
_exptl_crystal_F_000             1212
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.539
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.025(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.925
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         4635
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      0.925
_refine_ls_R_factor_all          0.0924
_refine_ls_R_factor_gt           0.0584
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.021
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1037P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1535
_refine_ls_wR_factor_ref         0.1719
_reflns_number_gt                2719
_reflns_number_total             4635
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b906409e.txt
_cod_data_source_block           dc3artu
_cod_original_cell_volume        3022.4(2)
_cod_original_sg_symbol_H-M      P31
_cod_database_code               7150697
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.8168(3) -0.1603(4) 0.0800(11) 0.0635(17) Uani 1 1 d . . .
C1B C 0.5910(4) -0.2743(5) 0.2000(10) 0.0656(17) Uani 1 1 d . . .
C1C C 0.5164(3) -0.3099(4) -0.1654(11) 0.0590(16) Uani 1 1 d . . .
C1D C 0.7413(4) -0.1981(4) -0.2828(11) 0.0644(16) Uani 1 1 d . . .
C1G C 0.672(2) -0.0897(14) -0.042(2) 0.290(17) Uani 1 1 d D . .
H1G1 H 0.6466 -0.1212 -0.1255 0.348 Uiso 1 1 calc R . .
H1G2 H 0.6405 -0.1251 0.0355 0.348 Uiso 1 1 calc R . .
H1G3 H 0.7312 -0.0748 -0.0366 0.348 Uiso 1 1 calc R . .
C1AB C 0.8103(6) -0.2919(6) 0.0813(16) 0.102(3) Uani 1 1 d . . .
H1A1 H 0.8479 -0.2676 0.1593 0.123 Uiso 1 1 calc R . .
H1A2 H 0.8450 -0.2893 0.0040 0.123 Uiso 1 1 calc R . .
C1CD C 0.5203(6) -0.4376(5) -0.1704(16) 0.101(3) Uani 1 1 d . . .
H1C1 H 0.4816 -0.4716 -0.0979 0.121 Uiso 1 1 calc R . .
H1C2 H 0.4872 -0.4480 -0.2532 0.121 Uiso 1 1 calc R . .
C2A C 0.8037(4) -0.1336(5) 0.2056(10) 0.0635(17) Uani 1 1 d . . .
C2B C 0.5180(4) -0.2761(5) 0.1602(11) 0.0695(18) Uani 1 1 d . . .
C2C C 0.5295(4) -0.2707(4) -0.2855(10) 0.0612(16) Uani 1 1 d . . .
C2D C 0.8156(4) -0.1273(4) -0.2427(11) 0.0689(17) Uani 1 1 d . . .
C2G C 0.7046(10) 0.0344(9) 0.0613(10) 0.257(17) Uani 1 1 d D . .
H2G H 0.7393 0.0257 0.1279 0.308 Uiso 1 1 calc R . .
C2AB C 0.7483(7) -0.3791(6) 0.1090(16) 0.113(3) Uani 1 1 d . . .
H2A1 H 0.7011 -0.3976 0.0454 0.136 Uiso 1 1 calc R . .
H2A2 H 0.7742 -0.4145 0.0943 0.136 Uiso 1 1 calc R . .
C2CD C 0.5847(7) -0.4612(6) -0.1897(15) 0.107(3) Uani 1 1 d . . .
H2C1 H 0.6312 -0.4302 -0.1256 0.128 Uiso 1 1 calc R . .
H2C2 H 0.5603 -0.5221 -0.1725 0.128 Uiso 1 1 calc R . .
C3A C 0.8474(5) -0.0486(6) 0.2333(13) 0.088(2) Uani 1 1 d . . .
H3A H 0.8391 -0.0276 0.3196 0.105 Uiso 1 1 calc R . .
C3B C 0.5071(5) -0.2099(6) 0.2006(12) 0.086(2) Uani 1 1 d . . .
H3B H 0.4547 -0.2106 0.1755 0.104 Uiso 1 1 calc R . .
C3C C 0.4858(5) -0.2302(5) -0.3143(12) 0.086(2) Uani 1 1 d . . .
H3C H 0.4952 -0.2013 -0.4013 0.103 Uiso 1 1 calc R . .
C3D C 0.8274(5) -0.0505(5) -0.2808(12) 0.082(2) Uani 1 1 d . . .
H3D H 0.8802 0.0011 -0.2564 0.099 Uiso 1 1 calc R . .
C3G C 0.6938(16) 0.1032(9) 0.0704(12) 0.31(2) Uani 1 1 d D . .
H3G H 0.7095 0.1372 0.1531 0.374 Uiso 1 1 calc R . .
C3AB C 0.6306(6) -0.4443(6) 0.2487(15) 0.105(3) Uani 1 1 d . . .
H3A1 H 0.6181 -0.4863 0.3198 0.126 Uiso 1 1 calc R . .
H3A2 H 0.6089 -0.4748 0.1634 0.126 Uiso 1 1 calc R . .
C3CD C 0.7015(6) -0.4094(6) -0.3335(15) 0.107(3) Uani 1 1 d . . .
H3C1 H 0.7128 -0.4383 -0.4069 0.128 Uiso 1 1 calc R . .
H3C2 H 0.7240 -0.4193 -0.2501 0.128 Uiso 1 1 calc R . .
C4A C 0.9023(5) 0.0066(6) 0.1412(14) 0.093(3) Uani 1 1 d . . .
H4A H 0.9351 0.0672 0.1632 0.112 Uiso 1 1 calc R . .
C4B C 0.5652(5) -0.1447(6) 0.2728(11) 0.078(2) Uani 1 1 d . . .
H4B H 0.5540 -0.1000 0.3041 0.094 Uiso 1 1 calc R . .
C4C C 0.4306(5) -0.2285(6) -0.2277(13) 0.087(2) Uani 1 1 d . . .
H4C H 0.3978 -0.2010 -0.2511 0.104 Uiso 1 1 calc R . .
C4D C 0.7673(5) -0.0437(5) -0.3521(11) 0.079(2) Uani 1 1 d . . .
H4D H 0.7774 0.0121 -0.3807 0.095 Uiso 1 1 calc R . .
C4G C 0.6610(18) 0.1246(11) -0.0363(19) 0.300(18) Uani 1 1 d D . .
H4G H 0.6571 0.1764 -0.0333 0.360 Uiso 1 1 calc R . .
C4AB C 0.5880(6) -0.3960(6) 0.2792(13) 0.092(2) Uani 1 1 d . . .
H4A1 H 0.5272 -0.4348 0.2933 0.110 Uiso 1 1 calc R . .
H4A2 H 0.6118 -0.3626 0.3615 0.110 Uiso 1 1 calc R . .
C4CD C 0.7459(5) -0.3161(5) -0.3620(13) 0.090(2) Uani 1 1 d . . .
H4C1 H 0.8068 -0.2941 -0.3738 0.108 Uiso 1 1 calc R . .
H4C2 H 0.7236 -0.3052 -0.4448 0.108 Uiso 1 1 calc R . .
C5A C 0.9125(4) -0.0205(5) 0.0194(13) 0.084(2) Uani 1 1 d . . .
H5A H 0.9514 0.0209 -0.0464 0.101 Uiso 1 1 calc R . .
C5B C 0.6397(5) -0.1411(5) 0.3022(11) 0.0697(18) Uani 1 1 d . . .
H5B H 0.6840 -0.0911 0.3490 0.084 Uiso 1 1 calc R . .
C5C C 0.4213(4) -0.2663(5) -0.1063(13) 0.085(3) Uani 1 1 d . . .
H5C H 0.3819 -0.2638 -0.0414 0.102 Uiso 1 1 calc R . .
C5D C 0.6942(5) -0.1139(5) -0.3831(11) 0.0715(18) Uani 1 1 d . . .
H5D H 0.6500 -0.1083 -0.4307 0.086 Uiso 1 1 calc R . .
C5G C 0.6335(15) 0.0735(12) -0.1472(12) 0.29(2) Uani 1 1 d D . .
H5G H 0.6161 0.0917 -0.2281 0.347 Uiso 1 1 calc R . .
C6A C 0.8690(4) -0.1054(4) -0.0133(11) 0.0661(18) Uani 1 1 d . . .
C6B C 0.6545(4) -0.2047(4) 0.2685(10) 0.0626(16) Uani 1 1 d . . .
C6C C 0.4636(4) -0.3076(4) -0.0689(11) 0.0675(18) Uani 1 1 d . . .
C6D C 0.6797(4) -0.1926(4) -0.3503(10) 0.0658(17) Uani 1 1 d . . .
C6G C 0.6303(10) -0.0029(9) -0.1451(9) 0.156(6) Uani 1 1 d D . .
H6G H 0.6020 -0.0438 -0.2181 0.187 Uiso 1 1 calc R . .
C20A C 0.7382(5) -0.1959(6) 0.2981(11) 0.077(2) Uani 1 1 d . . .
H20A H 0.7349 -0.2511 0.2879 0.092 Uiso 1 1 calc R . .
H20B H 0.7542 -0.1771 0.3915 0.092 Uiso 1 1 calc R . .
C20B C 0.4561(4) -0.3438(5) 0.0682(11) 0.073(2) Uani 1 1 d . . .
H20C H 0.3982 -0.3658 0.1023 0.088 Uiso 1 1 calc R . .
H20D H 0.4678 -0.3908 0.0644 0.088 Uiso 1 1 calc R . .
C20C C 0.5955(4) -0.2674(5) -0.3807(11) 0.074(2) Uani 1 1 d . . .
H20E H 0.5986 -0.3194 -0.3719 0.089 Uiso 1 1 calc R . .
H20F H 0.5794 -0.2638 -0.4737 0.089 Uiso 1 1 calc R . .
C20D C 0.8776(4) -0.1327(5) -0.1502(12) 0.074(2) Uani 1 1 d . . .
H20G H 0.9355 -0.0962 -0.1834 0.089 Uiso 1 1 calc R . .
H20H H 0.8666 -0.1912 -0.1473 0.089 Uiso 1 1 calc R . .
N1G N 0.6667(7) -0.0223(7) -0.0411(10) 0.151(4) Uani 1 1 d D . .
O1A O 0.7713(3) -0.2447(3) 0.0539(9) 0.0668(12) Uani 1 1 d . . .
O1B O 0.6004(3) -0.3419(3) 0.1696(9) 0.0720(13) Uani 1 1 d . . .
O1C O 0.5619(3) -0.3485(3) -0.1358(9) 0.0688(12) Uani 1 1 d . . .
O1D O 0.7319(3) -0.2760(3) -0.2527(9) 0.0717(13) Uani 1 1 d . . .
O1AB O 0.7168(4) -0.3916(4) 0.2393(11) 0.101(2) Uani 1 1 d . . .
O1CD O 0.6160(4) -0.4427(4) -0.3208(11) 0.100(2) Uani 1 1 d . . .
I1 I 0.66662(6) 0.08088(5) -0.5402(8) 0.1319(4) 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 '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
O1A C1A C6A 120.9(7) . . ?
O1A C1A C2A 116.7(6) . . ?
C6A C1A C2A 122.4(7) . . ?
C2B C1B O1B 118.3(6) . . ?
C2B C1B C6B 121.0(7) . . ?
O1B C1B C6B 120.6(6) . . ?
O1C C1C C6C 118.9(7) . . ?
O1C C1C C2C 118.1(6) . . ?
C6C C1C C2C 122.8(7) . . ?
C6D C1D O1D 120.3(6) . . ?
C6D C1D C2D 122.3(6) . . ?
O1D C1D C2D 117.3(6) . . ?
O1A C1AB C2AB 111.0(8) . . ?
C2CD C1CD O1C 108.5(8) . . ?
C3A C2A C1A 117.9(7) . . ?
C3A C2A C20A 122.1(8) . . ?
C1A C2A C20A 119.8(7) . . ?
C1B C2B C3B 117.2(7) . . ?
C1B C2B C20B 121.2(7) . . ?
C3B C2B C20B 121.4(7) . . ?
C3C C2C C1C 118.5(7) . . ?
C3C C2C C20C 121.2(7) . . ?
C1C C2C C20C 120.2(7) . . ?
C3D C2D C1D 117.2(7) . . ?
C3D C2D C20D 120.2(7) . . ?
C1D C2D C20D 122.3(7) . . ?
C3G C2G N1G 119.6(2) . . ?
O1AB C2AB C1AB 113.0(10) . . ?
O1CD C2CD C1CD 110.2(10) . . ?
C4A C3A C2A 119.9(9) . . ?
C4B C3B C2B 122.7(7) . . ?
C4C C3C C2C 121.9(9) . . ?
C4D C3D C2D 121.2(7) . . ?
C2G C3G C4G 119.6(2) . . ?
O1AB C3AB C4AB 111.0(8) . . ?
O1CD C3CD C4CD 111.8(8) . . ?
C5A C4A C3A 121.2(8) . . ?
C3B C4B C5B 119.0(7) . . ?
C3C C4C C5C 117.8(8) . . ?
C5D C4D C3D 119.6(7) . . ?
C3G C4G C5G 119.73(17) . . ?
O1B C4AB C3AB 108.2(8) . . ?
O1D C4CD C3CD 108.0(8) . . ?
C4A C5A C6A 120.8(8) . . ?
C6B C5B C4B 121.8(7) . . ?
C6C C5C C4C 123.9(8) . . ?
C4D C5D C6D 121.7(7) . . ?
C6G C5G C4G 119.8(2) . . ?
C1A C6A C5A 117.8(8) . . ?
C1A C6A C20D 122.5(7) . . ?
C5A C6A C20D 119.6(7) . . ?
C5B C6B C1B 118.0(6) . . ?
C5B C6B C20A 119.5(7) . . ?
C1B C6B C20A 122.4(6) . . ?
C5C C6C C1C 115.0(8) . . ?
C5C C6C C20B 122.6(7) . . ?
C1C C6C C20B 122.3(7) . . ?
C1D C6D C5D 117.7(6) . . ?
C1D C6D C20C 123.1(6) . . ?
C5D C6D C20C 119.0(7) . . ?
C5G C6G N1G 119.8(2) . . ?
C6B C20A C2A 110.5(6) . . ?
C2B C20B C6C 109.3(6) . . ?
C6D C20C C2C 110.2(6) . . ?
C2D C20D C6A 109.4(6) . . ?
C1G N1G C6G 121.4(8) . . ?
C1G N1G C2G 118.8(8) . . ?
C6G N1G C2G 119.66(18) . . ?
C1A O1A C1AB 116.9(6) . . ?
C1B O1B C4AB 114.4(6) . . ?
C1C O1C C1CD 114.5(6) . . ?
C1D O1D C4CD 114.1(6) . . ?
C3AB O1AB C2AB 114.3(9) . . ?
C3CD O1CD C2CD 115.6(9) . . ?
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
C1A O1A 1.384(8) . ?
C1A C6A 1.372(10) . ?
C1A C2A 1.429(11) . ?
C1B C2B 1.399(10) . ?
C1B O1B 1.386(9) . ?
C1B C6B 1.420(10) . ?
C1C O1C 1.386(8) . ?
C1C C6C 1.400(10) . ?
C1C C2C 1.376(11) . ?
C1D C6D 1.380(10) . ?
C1D O1D 1.400(9) . ?
C1D C2D 1.408(10) . ?
C1G N1G 1.30(2) . ?
C1AB O1A 1.416(10) . ?
C1AB C2AB 1.470(14) . ?
C1CD C2CD 1.478(13) . ?
C1CD O1C 1.476(10) . ?
C2A C3A 1.395(12) . ?
C2A C20A 1.512(11) . ?
C2B C3B 1.402(11) . ?
C2B C20B 1.524(11) . ?
C2C C3C 1.385(11) . ?
C2C C20C 1.535(10) . ?
C2D C3D 1.385(11) . ?
C2D C20D 1.526(11) . ?
C2G C3G 1.392(2) . ?
C2G N1G 1.3926(19) . ?
C2AB O1AB 1.415(15) . ?
C2CD O1CD 1.421(14) . ?
C3A C4A 1.383(14) . ?
C3B C4B 1.363(12) . ?
C3C C4C 1.362(14) . ?
C3D C4D 1.386(12) . ?
C3G C4G 1.3918(18) . ?
C3AB O1AB 1.400(12) . ?
C3AB C4AB 1.495(13) . ?
C3CD O1CD 1.391(12) . ?
C3CD C4CD 1.528(14) . ?
C4A C5A 1.381(14) . ?
C4B C5B 1.384(10) . ?
C4C C5C 1.382(14) . ?
C4D C5D 1.367(11) . ?
C4G C5G 1.3913(18) . ?
C4AB O1B 1.436(10) . ?
C4CD O1D 1.428(10) . ?
C5A C6A 1.406(11) . ?
C5B C6B 1.382(10) . ?
C5C C6C 1.397(11) . ?
C5D C6D 1.387(11) . ?
C5G C6G 1.3905(19) . ?
C6A C20D 1.511(12) . ?
C6B C20A 1.510(10) . ?
C6C C20B 1.518(12) . ?
C6D C20C 1.515(9) . ?
C6G N1G 1.3918(18) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653387
