#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:38:54 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178400 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/22/4022215.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_4022215
loop_
_publ_author_name
'Carla Bazzicalupi'
'Andrea Bencini'
'Emanuela Berni'
'Antonio Bianchi'
'Samuele Ciattini'
'Claudia Giorgi'
'Sauro Maoggi'
'Piero Paoletti'
'Barbara Valtancoli'
_publ_contact_author_address
;
Department of Chemistry,
POlo Scientifico,
University of Florence
via della Lastruccia 3
I-50019 Sesto Fiorentino, Firenze, Italy
;
_publ_contact_author_email       andrea.bencini@unifi.it
_publ_contact_author_name        'Dr. Andrea Bencini'
_publ_section_title
;
 Synthesis of New Tren-Based Tris-Macrocycles.
 Anion Cluster Assembling Inside the Cavity Generated
 by a Bowl-Shaped Receptor
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9107
_journal_page_last               9110
_journal_paper_doi               10.1021/jo020474b
_journal_volume                  67
_journal_year                    2002
_chemical_formula_moiety
;
2(C30 H60 N13), Cl12 Na6 O48, 6(Cl O4), 2(Cl), Na
;
_chemical_formula_sum            'C60 H120 Cl20 N26 Na7 O72'
_chemical_formula_weight         3227.76
_chemical_name_systematic
;
  ?
;
_space_group_IT_number           148
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_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                   21.670(2)
_cell_length_b                   21.670(2)
_cell_length_c                   23.534(2)
_cell_measurement_reflns_used    112
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.2
_cell_measurement_theta_min      3.5
_cell_volume                     9570.3(15)
_computing_cell_refinement       'CCD Smart'
_computing_data_collection       'CCD Smart'
_computing_data_reduction        'CCD Smart'
_computing_molecular_graphics    'ORETEP 3 (Farrugia, 2001)'
_computing_publication_material  'parst97 (Nardelli, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare, 1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.946
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'CCD smart 1K'
_diffrn_radiation_monochromator  'Gobel mirrors'
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0593
_diffrn_reflns_av_sigmaI/netI    0.0419
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9707
_diffrn_reflns_theta_full        57.95
_diffrn_reflns_theta_max         57.95
_diffrn_reflns_theta_min         4.18
_exptl_absorpt_coefficient_mu    5.161
_exptl_absorpt_correction_T_max  0.213
_exptl_absorpt_correction_T_min  0.112
_exptl_absorpt_correction_type   analytical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             4965
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_refine_diff_density_max         1.235
_refine_diff_density_min         -0.982
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       0.000019(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         2603
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.972
_refine_ls_R_factor_all          0.0938
_refine_ls_R_factor_gt           0.0834
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1314P)²+273.9363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2233
_refine_ls_wR_factor_ref         0.2342
_reflns_number_gt                2240
_reflns_number_total             2603
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo020474b.cif
_cod_data_source_block           '[(Na(ClO4)6)(L1)2H13][Na6Cl2(ClO4)12]'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Trigonal' changed to 'trigonal' 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      'R -3'
_cod_database_code               4022215
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -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
Cl1 Cl 0.58149(10) 0.07027(9) 0.15302(8) 0.0317(6) Uani 1 1 d .
O11 O 0.6461(3) 0.0749(4) 0.1380(3) 0.0621(19) Uani 1 1 d .
O12 O 0.5876(4) 0.1377(4) 0.1494(6) 0.143(5) Uani 1 1 d .
O13 O 0.5217(4) 0.0198(5) 0.1195(3) 0.077(2) Uani 1 1 d .
O14 O 0.5664(4) 0.0496(6) 0.2106(4) 0.108(3) Uani 1 1 d .
Cl2 Cl 0.38487(9) -0.17658(10) 0.08856(8) 0.0286(6) Uani 1 1 d .
O21 O 0.3518(3) -0.1339(3) 0.0946(2) 0.0348(14) Uani 1 1 d .
O22 O 0.4305(3) -0.1533(3) 0.0395(2) 0.0426(15) Uani 1 1 d .
O23 O 0.3289(3) -0.2501(3) 0.0795(3) 0.0428(15) Uani 1 1 d .
O24 O 0.4242(3) -0.1730(4) 0.1382(3) 0.0501(16) Uani 1 1 d .
O31B O 0.7444(10) 0.2793(10) 0.3106(8) 0.051(5) Uani 0.33 1 d P
Cl3 Cl 0.80344(16) 0.25815(13) 0.27818(10) 0.0630(8) Uani 1 1 d .
O31A O 0.8626(5) 0.2452(5) 0.2559(4) 0.051(2) Uani 0.67 1 d P
O32 O 0.8277(5) 0.3244(5) 0.2522(4) 0.092(3) Uani 1 1 d .
O33 O 0.7437(5) 0.2034(6) 0.2523(6) 0.145(5) Uani 1 1 d .
O34 O 0.8154(9) 0.2565(9) 0.3343(5) 0.171(6) Uani 1 1 d .
Cl4 Cl 0.6667 0.3333 0.2122(2) 0.0734(14) Uani 1 3 d S
Na1 Na 0.3333 -0.3333 0.1667 0.044(2) Uani 1 6 d S
Na2 Na 0.6220(2) 0.2003(2) 0.25500(17) 0.0640(12) Uani 1 1 d .
N1 N 0.3333 -0.3333 -0.0852(4) 0.016(2) Uani 1 3 d S
C1 C 0.3995(3) -0.2680(3) -0.0641(3) 0.0173(15) Uani 1 1 d .
H1A H 0.4093 -0.2759 -0.0254 0.021 Uiso 1 1 calc R
H1B H 0.3915 -0.2278 -0.0640 0.021 Uiso 1 1 calc R
C2 C 0.4633(3) -0.2509(4) -0.1014(3) 0.0197(16) Uani 1 1 d .
H2A H 0.4617 -0.2947 -0.1128 0.024 Uiso 1 1 calc R
H2B H 0.4620 -0.2263 -0.1355 0.024 Uiso 1 1 calc R
N2 N 0.5294(3) -0.2055(3) -0.0696(2) 0.0170(13) Uani 1 1 d .
C3 C 0.5893(4) -0.1637(4) -0.1086(3) 0.0234(16) Uani 1 1 d .
H3A H 0.5872 -0.1936 -0.1401 0.028 Uiso 1 1 calc R
H3B H 0.6339 -0.1479 -0.0888 0.028 Uiso 1 1 calc R
C4 C 0.5869(4) -0.0995(4) -0.1312(3) 0.0282(18) Uani 1 1 d .
H4A H 0.6291 -0.0703 -0.1539 0.034 Uiso 1 1 calc R
H4B H 0.5454 -0.1150 -0.1553 0.034 Uiso 1 1 calc R
N3 N 0.5836(3) -0.0569(3) -0.0823(3) 0.0268(15) Uani 1 1 d .
C5 C 0.6544(4) -0.0074(4) -0.0557(3) 0.0319(19) Uani 1 1 d .
H5A H 0.6815 -0.0316 -0.0505 0.038 Uiso 1 1 calc R
H5B H 0.6816 0.0336 -0.0800 0.038 Uiso 1 1 calc R
C6 C 0.6405(5) 0.0158(4) 0.0008(4) 0.040(2) Uani 1 1 d .
H6A H 0.6854 0.0465 0.0197 0.048 Uiso 1 1 calc R
H6B H 0.6163 0.0428 -0.0051 0.048 Uiso 1 1 calc R
N4 N 0.5963(3) -0.0464(3) 0.0366(2) 0.0254(15) Uani 1 1 d .
C7 C 0.6382(4) -0.0654(4) 0.0744(3) 0.0319(19) Uani 1 1 d .
H7A H 0.6612 -0.0291 0.1034 0.038 Uiso 1 1 calc R
H7B H 0.6750 -0.0678 0.0527 0.038 Uiso 1 1 calc R
C8 C 0.5907(4) -0.1361(4) 0.1019(3) 0.0288(18) Uani 1 1 d .
H8A H 0.5592 -0.1316 0.1288 0.035 Uiso 1 1 calc R
H8B H 0.6193 -0.1517 0.1224 0.035 Uiso 1 1 calc R
N5 N 0.5470(3) -0.1904(3) 0.0567(2) 0.0213(14) Uani 1 1 d .
C9 C 0.5902(4) -0.2092(4) 0.0184(3) 0.0234(17) Uani 1 1 d .
H9A H 0.6053 -0.2382 0.0389 0.028 Uiso 1 1 calc R
H9B H 0.6325 -0.1660 0.0060 0.028 Uiso 1 1 calc R
C10 C 0.5466(4) -0.2494(3) -0.0324(3) 0.0224(16) Uani 1 1 d .
H10A H 0.5727 -0.2670 -0.0541 0.027 Uiso 1 1 calc R
H10B H 0.5026 -0.2903 -0.0194 0.027 Uiso 1 1 calc R
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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.1353 0.1239 '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
O11 Cl1 O12 109.9(5) . .
O11 Cl1 O14 109.2(5) . .
O12 Cl1 O14 106.0(8) . .
O11 Cl1 O13 113.8(4) . .
O12 Cl1 O13 109.7(6) . .
O14 Cl1 O13 107.9(5) . .
Cl1 O12 Na2 108.7(7) . .
O24 Cl2 O21 111.2(4) . .
O24 Cl2 O22 110.6(4) . .
O21 Cl2 O22 109.4(3) . .
O24 Cl2 O23 109.2(4) . .
O21 Cl2 O23 107.9(3) . .
O22 Cl2 O23 108.5(3) . .
Cl2 O23 Na1 108.8(3) . .
Cl3 O31B Na2 114.0(9) . 18_545
Cl3 O31B Na2 104.0(9) . .
Na2 O31B Na2 124.4(7) 18_545 .
Cl3 O31B Na2 96.4(7) . 2_655
Na2 O31B Na2 112.1(7) 18_545 2_655
Na2 O31B Na2 101.8(6) . 2_655
O34 Cl3 O33 121.1(10) . .
O34 Cl3 O32 118.4(8) . .
O33 Cl3 O32 113.4(8) . .
O34 Cl3 O31A 98.1(7) . .
O33 Cl3 O31A 101.6(6) . .
O32 Cl3 O31A 96.8(5) . .
O34 Cl3 O31B 75.7(8) . .
O33 Cl3 O31B 85.6(8) . .
O32 Cl3 O31B 82.5(7) . .
O31A Cl3 O31B 172.3(8) . .
Cl3 O32 Na2 137.6(6) . 2_655
Cl3 O33 Na2 120.8(6) . .
Cl3 O34 Na2 124.3(8) . 18_545
Na2 Cl4 Na2 107.22(14) 2_655 3_665
Na2 Cl4 Na2 107.23(14) 2_655 .
Na2 Cl4 Na2 107.23(14) 3_665 .
O23 Na1 O23 71.00(19) 3_655 2_545
O23 Na1 O23 109.00(19) 3_655 13_545
O23 Na1 O23 108.99(19) 2_545 13_545
O23 Na1 O23 71.01(19) 3_655 .
O23 Na1 O23 71.01(19) 2_545 .
O23 Na1 O23 180.0 13_545 .
O23 Na1 O23 109.00(19) 3_655 14
O23 Na1 O23 180.0 2_545 14
O23 Na1 O23 71.01(19) 13_545 14
O23 Na1 O23 108.99(19) . 14
O23 Na1 O23 180.0 3_655 15_445
O23 Na1 O23 109.00(19) 2_545 15_445
O23 Na1 O23 71.00(19) 13_545 15_445
O23 Na1 O23 108.99(19) . 15_445
O23 Na1 O23 71.00(19) 14 15_445
O31B Na2 O32 86.6(5) 17 3_665
O31B Na2 O34 45.8(5) 17 17
O32 Na2 O34 89.5(5) 3_665 17
O31B Na2 O33 96.6(6) 17 .
O32 Na2 O33 168.6(4) 3_665 .
O34 Na2 O33 85.0(5) 17 .
O31B Na2 O31B 64.4(5) 17 .
O32 Na2 O31B 141.9(5) 3_665 .
O34 Na2 O31B 87.0(5) 17 .
O33 Na2 O31B 47.8(5) . .
O31B Na2 Cl4 110.0(5) 17 .
O32 Na2 Cl4 90.8(3) 3_665 .
O34 Na2 Cl4 155.7(3) 17 .
O33 Na2 Cl4 98.3(3) . .
O31B Na2 Cl4 77.9(4) . .
O31B Na2 O12 154.4(5) 17 .
O32 Na2 O12 82.0(3) 3_665 .
O34 Na2 O12 111.1(4) 17 .
O33 Na2 O12 90.7(3) . .
O31B Na2 O12 134.2(4) . .
Cl4 Na2 O12 93.0(2) . .
O31B Na2 O31B 59.1(5) 17 3_665
O32 Na2 O31B 43.5(4) 3_665 3_665
O34 Na2 O31B 91.3(6) 17 3_665
O33 Na2 O31B 146.4(5) . 3_665
O31B Na2 O31B 98.7(7) . 3_665
Cl4 Na2 O31B 72.6(4) . 3_665
O12 Na2 O31B 121.5(4) . 3_665
C1 N1 C1 109.8(4) 2_545 .
C1 N1 C1 109.8(4) 2_545 3_655
C1 N1 C1 109.8(4) . 3_655
N1 C1 C2 111.2(6) . .
N2 C2 C1 109.4(5) . .
C2 N2 C3 110.9(5) . .
C2 N2 C10 110.3(5) . .
C3 N2 C10 109.8(5) . .
N2 C3 C4 111.1(6) . .
N3 C4 C3 109.2(6) . .
C4 N3 C5 114.4(6) . .
C6 C5 N3 107.6(6) . .
N4 C6 C5 110.3(6) . .
C7 N4 C6 113.3(6) . .
N4 C7 C8 110.0(6) . .
C7 C8 N5 109.4(6) . .
C9 N5 C8 113.7(5) . .
N5 C9 C10 109.9(5) . .
N2 C10 C9 112.8(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 O11 1.398(6) .
Cl1 O12 1.402(8) .
Cl1 O14 1.414(9) .
Cl1 O13 1.442(7) .
O12 Na2 2.749(15) .
Cl2 O24 1.424(6) .
Cl2 O21 1.432(5) .
Cl2 O22 1.437(6) .
Cl2 O23 1.457(6) .
O23 Na1 2.766(6) .
O31B Cl3 1.737(18) .
O31B Na2 2.388(18) 18_545
O31B Na2 2.67(2) .
O31B Na2 2.996(18) 2_655
Cl3 O34 1.351(11) .
Cl3 O33 1.386(11) .
Cl3 O32 1.398(8) .
Cl3 O31A 1.536(9) .
O32 Na2 2.470(9) 2_655
O33 Na2 2.604(13) .
O34 Na2 2.533(13) 18_545
Cl4 Na2 2.734(5) 2_655
Cl4 Na2 2.734(5) 3_665
Cl4 Na2 2.734(5) .
Na1 O23 2.766(6) 3_655
Na1 O23 2.766(6) 2_545
Na1 O23 2.766(6) 13_545
Na1 O23 2.766(6) 14
Na1 O23 2.766(6) 15_445
Na2 O31B 2.388(18) 17
Na2 O32 2.470(9) 3_665
Na2 O34 2.533(13) 17
Na2 O31B 2.996(18) 3_665
N1 C1 1.508(7) 2_545
N1 C1 1.508(7) .
N1 C1 1.508(7) 3_655
C1 C2 1.518(9) .
C2 N2 1.474(9) .
N2 C3 1.474(9) .
N2 C10 1.471(9) .
C3 C4 1.513(10) .
C4 N3 1.501(9) .
N3 C5 1.501(10) .
C5 C6 1.505(11) .
C6 N4 1.468(10) .
N4 C7 1.469(9) .
C7 C8 1.499(11) .
C8 N5 1.516(9) .
N5 C9 1.496(9) .
C9 C10 1.502(10) .
