#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:50:34 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180451 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/20/7212013.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_7212013
loop_
_publ_author_name
'Saeed, Musabbir A.'
'Thompson, Jameskia J.'
'Fronczek, Frank R.'
'Hossain, Md Alamgir'
_publ_section_title
;
 Ditopic binding of perchlorate anion to hexaazamacrocyclic hosts.
;
_journal_issue                   3
_journal_name_full               'CrystEngComm / RSC'
_journal_page_first              674
_journal_page_last               676
_journal_paper_doi               10.1039/b918152k
_journal_volume                  12
_journal_year                    2010
_chemical_formula_moiety         'C20 H40 N6 S2, 6(Cl O4), 4(H2 O)'
_chemical_formula_sum            'C20 H48 Cl6 N6 O28 S2'
_chemical_formula_weight         1097.46
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.619(5)
_cell_angle_beta                 90.201(5)
_cell_angle_gamma                94.123(5)
_cell_formula_units_Z            1
_cell_length_a                   8.3060(6)
_cell_length_b                   10.5205(9)
_cell_length_c                   12.4149(10)
_cell_measurement_reflns_used    7445
_cell_measurement_temperature    90.0(5)
_cell_measurement_theta_max      68.3
_cell_measurement_theta_min      3.6
_cell_volume                     1051.39(15)
_computing_cell_refinement       'Bruker Apex2'
_computing_data_collection       'Bruker Apex2'
_computing_data_reduction        'Bruker Apex2'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90.0(5)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type  'Bruker Kappa Apex-II CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0295
_diffrn_reflns_av_sigmaI/netI    0.0336
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10176
_diffrn_reflns_theta_full        66.6
_diffrn_reflns_theta_max         68.7
_diffrn_reflns_theta_min         3.6
_exptl_absorpt_coefficient_mu    5.589
_exptl_absorpt_correction_T_max  0.605
_exptl_absorpt_correction_T_min  0.314
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.45
_refine_diff_density_min         -0.37
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       0.0022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         3690
_refine_ls_number_restraints     103
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.033
_refine_ls_R_factor_gt           0.032
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0406P)²+1.0629P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.086
_refine_ls_wR_factor_ref         0.087
_reflns_number_gt                3561
_reflns_number_total             3690
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b918152k.cif
_cod_data_source_block           THEMOCTCLO4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               7212013
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.89877(6) 0.35253(5) 0.61960(4) 0.01703(14) Uani 1 1 d . . .
N1 N 0.6642(2) 0.36054(16) 0.84590(14) 0.0166(4) Uani 1 1 d . . .
H1A H 0.7501 0.3174 0.8571 0.020 Uiso 1 1 calc R . .
H1B H 0.6176 0.3876 0.9119 0.020 Uiso 1 1 calc R . .
N2 N 0.3952(2) 0.05329(16) 0.74913(14) 0.0163(4) Uani 1 1 d . . .
H2A H 0.4535 0.0322 0.6873 0.020 Uiso 1 1 calc R . .
H2B H 0.3007 0.0799 0.7303 0.020 Uiso 1 1 calc R . .
N3 N 0.13291(19) -0.18683(16) 0.66896(14) 0.0158(3) Uani 1 1 d . . .
H3A H 0.1268 -0.1326 0.6230 0.019 Uiso 1 1 calc R . .
H3B H 0.0738 -0.1558 0.7287 0.019 Uiso 1 1 calc R . .
C1 C 0.8500(2) 0.38043(19) 0.49209(16) 0.0162(4) Uani 1 1 d . . .
C2 C 0.7313(2) 0.4646(2) 0.50078(17) 0.0193(4) Uani 1 1 d . . .
H2 H 0.6915 0.4933 0.4412 0.023 Uiso 1 1 calc R . .
C3 C 0.6748(2) 0.5041(2) 0.61037(18) 0.0194(4) Uani 1 1 d . . .
H3 H 0.5925 0.5600 0.6299 0.023 Uiso 1 1 calc R . .
C4 C 0.7533(2) 0.45160(19) 0.68385(17) 0.0173(4) Uani 1 1 d . . .
C5 C 0.7238(3) 0.47987(19) 0.80581(17) 0.0193(4) Uani 1 1 d . . .
H5A H 0.6449 0.5449 0.8236 0.023 Uiso 1 1 calc R . .
H5B H 0.8235 0.5173 0.8454 0.023 Uiso 1 1 calc R . .
C6 C 0.5469(2) 0.26663(19) 0.77047(17) 0.0163(4) Uani 1 1 d . . .
H6A H 0.5995 0.2255 0.7029 0.020 Uiso 1 1 calc R . .
H6B H 0.4582 0.3126 0.7510 0.020 Uiso 1 1 calc R . .
C7 C 0.4839(2) 0.16329(19) 0.83021(16) 0.0175(4) Uani 1 1 d . . .
H7A H 0.5733 0.1309 0.8637 0.021 Uiso 1 1 calc R . .
H7B H 0.4123 0.2014 0.8886 0.021 Uiso 1 1 calc R . .
C8 C 0.3630(2) -0.0658(2) 0.79423(17) 0.0192(4) Uani 1 1 d . . .
H8A H 0.2817 -0.0487 0.8507 0.023 Uiso 1 1 calc R . .
H8B H 0.4610 -0.0833 0.8291 0.023 Uiso 1 1 calc R . .
C9 C 0.3055(2) -0.1860(2) 0.70522(18) 0.0182(4) Uani 1 1 d . . .
H9A H 0.3736 -0.1910 0.6413 0.022 Uiso 1 1 calc R . .
H9B H 0.3183 -0.2636 0.7330 0.022 Uiso 1 1 calc R . .
C10 C 0.9381(2) 0.32170(19) 0.38928(16) 0.0163(4) Uani 1 1 d . . .
H10A H 1.0502 0.3162 0.4088 0.020 Uiso 1 1 calc R . .
H10B H 0.9357 0.3791 0.3387 0.020 Uiso 1 1 calc R . .
Cl1 Cl -0.18286(6) -0.14686(5) 0.89583(4) 0.02019(15) Uani 1 1 d . . .
O1 O -0.26909(19) -0.03002(16) 0.93014(14) 0.0285(4) Uani 1 1 d . . .
O2 O -0.01534(19) -0.10825(17) 0.87822(14) 0.0294(4) Uani 1 1 d . . .
O3 O -0.1896(2) -0.21854(17) 0.98103(14) 0.0310(4) Uani 1 1 d . . .
O4 O -0.2516(2) -0.22729(16) 0.79432(14) 0.0355(4) Uani 1 1 d . . .
Cl2 Cl 0.27560(5) 0.07197(5) 0.46682(4) 0.01900(15) Uani 1 1 d . . .
O5 O 0.3174(2) 0.03091(18) 0.35281(14) 0.0329(4) Uani 1 1 d . . .
O6 O 0.11739(18) 0.12008(16) 0.47567(13) 0.0265(4) Uani 1 1 d . . .
O7 O 0.2767(2) -0.03843(17) 0.51668(14) 0.0331(4) Uani 1 1 d . . .
O8 O 0.3905(2) 0.1727(2) 0.52497(19) 0.0483(5) Uani 1 1 d . . .
Cl3A Cl 0.2636(5) 0.5500(4) 0.8741(4) 0.0216(8) Uani 0.351(6) 1 d PD A 1
O9A O 0.3017(15) 0.5087(12) 0.7590(6) 0.039(6) Uani 0.351(6) 1 d PD A 1
O10A O 0.3273(13) 0.4606(9) 0.9319(10) 0.074(5) Uani 0.351(6) 1 d PD A 1
O11A O 0.3409(9) 0.6761(5) 0.9189(4) 0.053(2) Uani 0.351(6) 1 d PD A 1
O12A O 0.0953(6) 0.5501(10) 0.8861(7) 0.114(5) Uani 0.351(6) 1 d PD A 1
Cl3B Cl 0.2353(3) 0.5114(2) 0.8614(2) 0.0175(4) Uani 0.649(6) 1 d PD A 2
O9B O 0.2952(8) 0.4982(7) 0.7518(4) 0.028(3) Uani 0.649(6) 1 d PD A 2
O10B O 0.3621(4) 0.4886(5) 0.9329(4) 0.0241(10) Uani 0.649(6) 1 d PD A 2
O11B O 0.1839(5) 0.6393(3) 0.9018(3) 0.0595(15) Uani 0.649(6) 1 d PD A 2
O12B O 0.1040(4) 0.4160(4) 0.8602(3) 0.0572(13) Uani 0.649(6) 1 d PD A 2
O1W O 0.08962(19) 0.09734(16) 0.70745(14) 0.0269(4) Uani 1 1 d D . .
H11W H 0.023(3) 0.124(3) 0.7586(18) 0.040 Uiso 1 1 d D . .
H12W H 0.055(3) 0.114(3) 0.6485(16) 0.040 Uiso 1 1 d D . .
O2W O 0.9011(2) 0.19797(18) 0.88324(14) 0.0306(4) Uani 1 1 d D . .
H21W H 0.968(5) 0.253(4) 0.921(4) 0.046 Uiso 0.649(6) 1 d PD . .
H22W H 0.868(6) 0.135(3) 0.911(4) 0.046 Uiso 0.649(6) 1 d PD . .
H23W H 0.968(9) 0.197(9) 0.937(6) 0.046 Uiso 0.351(6) 1 d PD . .
H24W H 0.937(10) 0.272(5) 0.867(8) 0.046 Uiso 0.351(6) 1 d PD . .
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'
S S 0.3331 0.5567 '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'
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
C4 S1 C1 91.61(10) . .
C6 N1 C5 115.63(16) . .
C6 N1 H1A 108.4 . .
C5 N1 H1A 108.4 . .
C6 N1 H1B 108.4 . .
C5 N1 H1B 108.4 . .
H1A N1 H1B 107.4 . .
C7 N2 C8 112.45(15) . .
C7 N2 H2A 109.1 . .
C8 N2 H2A 109.1 . .
C7 N2 H2B 109.1 . .
C8 N2 H2B 109.1 . .
H2A N2 H2B 107.8 . .
C9 N3 C10 112.89(15) . 2_656
C9 N3 H3A 109.0 . .
C10 N3 H3A 109.0 2_656 .
C9 N3 H3B 109.0 . .
C10 N3 H3B 109.0 2_656 .
H3A N3 H3B 107.8 . .
C2 C1 C10 126.74(19) . .
C2 C1 S1 111.26(15) . .
C10 C1 S1 121.92(15) . .
C1 C2 C3 112.79(19) . .
C1 C2 H2 123.6 . .
C3 C2 H2 123.6 . .
C4 C3 C2 113.04(18) . .
C4 C3 H3 123.5 . .
C2 C3 H3 123.5 . .
C3 C4 C5 124.90(19) . .
C3 C4 S1 111.26(15) . .
C5 C4 S1 123.79(16) . .
C4 C5 N1 113.64(16) . .
C4 C5 H5A 108.8 . .
N1 C5 H5A 108.8 . .
C4 C5 H5B 108.8 . .
N1 C5 H5B 108.8 . .
H5A C5 H5B 107.7 . .
N1 C6 C7 108.26(16) . .
N1 C6 H6A 110.0 . .
C7 C6 H6A 110.0 . .
N1 C6 H6B 110.0 . .
C7 C6 H6B 110.0 . .
H6A C6 H6B 108.4 . .
N2 C7 C6 109.10(16) . .
N2 C7 H7A 109.9 . .
C6 C7 H7A 109.9 . .
N2 C7 H7B 109.9 . .
C6 C7 H7B 109.9 . .
H7A C7 H7B 108.3 . .
N2 C8 C9 112.46(17) . .
N2 C8 H8A 109.1 . .
C9 C8 H8A 109.1 . .
N2 C8 H8B 109.1 . .
C9 C8 H8B 109.1 . .
H8A C8 H8B 107.8 . .
N3 C9 C8 113.85(17) . .
N3 C9 H9A 108.8 . .
C8 C9 H9A 108.8 . .
N3 C9 H9B 108.8 . .
C8 C9 H9B 108.8 . .
H9A C9 H9B 107.7 . .
C1 C10 N3 113.01(15) . 2_656
C1 C10 H10A 109.0 . .
N3 C10 H10A 109.0 2_656 .
C1 C10 H10B 109.0 . .
N3 C10 H10B 109.0 2_656 .
H10A C10 H10B 107.8 . .
O4 Cl1 O3 110.15(11) . .
O4 Cl1 O1 110.16(10) . .
O3 Cl1 O1 109.67(10) . .
O4 Cl1 O2 109.03(11) . .
O3 Cl1 O2 109.11(10) . .
O1 Cl1 O2 108.68(10) . .
O8 Cl2 O5 110.43(12) . .
O8 Cl2 O6 109.42(11) . .
O5 Cl2 O6 110.23(10) . .
O8 Cl2 O7 108.58(13) . .
O5 Cl2 O7 108.89(10) . .
O6 Cl2 O7 109.26(10) . .
O12A Cl3A O11A 111.3(5) . .
O12A Cl3A O9A 110.0(5) . .
O11A Cl3A O9A 109.3(5) . .
O12A Cl3A O10A 110.0(5) . .
O11A Cl3A O10A 107.7(5) . .
O9A Cl3A O10A 108.4(5) . .
O11B Cl3B O12B 110.0(3) . .
O11B Cl3B O9B 109.9(3) . .
O12B Cl3B O9B 109.7(3) . .
O11B Cl3B O10B 109.7(3) . .
O12B Cl3B O10B 108.4(2) . .
O9B Cl3B O10B 109.1(3) . .
H11W O1W H12W 108(2) . .
H21W O2W H22W 116(3) . .
H21W O2W H23W 46(5) . .
H22W O2W H23W 73(5) . .
H21W O2W H24W 55(5) . .
H22W O2W H24W 169(6) . .
H23W O2W H24W 100(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C4 1.726(2) .
S1 C1 1.728(2) .
N1 C6 1.491(3) .
N1 C5 1.509(2) .
N1 H1A 0.9000 .
N1 H1B 0.9000 .
N2 C7 1.490(3) .
N2 C8 1.496(3) .
N2 H2A 0.9000 .
N2 H2B 0.9000 .
N3 C9 1.500(3) .
N3 C10 1.509(2) 2_656
N3 H3A 0.9000 .
N3 H3B 0.9000 .
C1 C2 1.360(3) .
C1 C10 1.499(3) .
C2 C3 1.418(3) .
C2 H2 0.9300 .
C3 C4 1.359(3) .
C3 H3 0.9300 .
C4 C5 1.497(3) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 C7 1.519(3) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C9 1.516(3) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 N3 1.509(2) 2_656
C10 H10A 0.9700 .
C10 H10B 0.9700 .
Cl1 O4 1.4331(17) .
Cl1 O3 1.4356(17) .
Cl1 O1 1.4448(16) .
Cl1 O2 1.4531(16) .
Cl2 O8 1.4300(19) .
Cl2 O5 1.4311(17) .
Cl2 O6 1.4372(15) .
Cl2 O7 1.4395(17) .
Cl3A O12A 1.406(5) .
Cl3A O11A 1.418(5) .
Cl3A O9A 1.435(5) .
Cl3A O10A 1.439(6) .
Cl3B O11B 1.418(3) .
Cl3B O12B 1.427(3) .
Cl3B O9B 1.429(4) .
Cl3B O10B 1.444(3) .
O1W H11W 0.854(17) .
O1W H12W 0.846(17) .
O2W H21W 0.831(19) .
O2W H22W 0.848(19) .
O2W H23W 0.87(2) .
O2W H24W 0.89(2) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C4 S1 C1 C2 1.70(16) . .
C4 S1 C1 C10 178.79(16) . .
C10 C1 C2 C3 -178.89(18) . .
S1 C1 C2 C3 -2.0(2) . .
C1 C2 C3 C4 1.3(3) . .
C2 C3 C4 C5 177.51(18) . .
C2 C3 C4 S1 0.1(2) . .
C1 S1 C4 C3 -0.98(16) . .
C1 S1 C4 C5 -178.47(17) . .
C3 C4 C5 N1 118.2(2) . .
S1 C4 C5 N1 -64.7(2) . .
C6 N1 C5 C4 -38.9(2) . .
C5 N1 C6 C7 -172.67(16) . .
C8 N2 C7 C6 166.52(16) . .
N1 C6 C7 N2 -167.80(15) . .
C7 N2 C8 C9 -167.81(16) . .
C10 N3 C9 C8 -161.13(16) 2_656 .
N2 C8 C9 N3 -75.9(2) . .
C2 C1 C10 N3 -95.8(2) . 2_656
S1 C1 C10 N3 87.63(19) . 2_656
