#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:07:36 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180061 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/07/7050789.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_7050789
loop_
_publ_author_name
'Desroches, Cédric'
'Parola, Stéphane'
'Vocanson, Francis'
'Perrin, Monique'
'Lamartine, Roger'
'Létoffé, Jean-Marie'
'Bouix, Jean'
_publ_section_title
;
 Nitration of thiacalix[4]arene using nitrosium nitrate complexes:
 synthesis and characterization of tetranitro-, tetraamino-, and
 tetra(4-pyridylimino)tetrahydroxythiacalix[4]arene
;
_journal_issue                   5
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              651
_journal_paper_doi               10.1039/b110609k
_journal_volume                  26
_journal_year                    2002
_chemical_formula_sum            'C28 H24 N4 O14 S6'
_chemical_formula_weight         832.87
_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                93.27(3)
_cell_angle_beta                 107.02(3)
_cell_angle_gamma                113.53(3)
_cell_formula_units_Z            1
_cell_length_a                   8.2988(17)
_cell_length_b                   9.1492(18)
_cell_length_c                   12.431(3)
_cell_measurement_temperature    173(2)
_cell_volume                     811.0(4)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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      173(2)
_diffrn_measured_fraction_theta_full 0.950
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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  0.0680
_diffrn_reflns_av_sigmaI/netI    0.1130
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5948
_diffrn_reflns_theta_full        27.28
_diffrn_reflns_theta_max         27.28
_diffrn_reflns_theta_min         2.48
_exptl_absorpt_coefficient_mu    0.501
_exptl_absorpt_correction_T_max  0.9516
_exptl_absorpt_correction_T_min  0.8325
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.705
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3462
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1103
_refine_ls_R_factor_gt           0.0590
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0803P)²+0.4804P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1426
_refine_ls_wR_factor_ref         0.1722
_reflns_number_gt                2198
_reflns_number_total             3462
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b110609k.txt
_cod_data_source_block           cd
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        811.0(3)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7050789
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 0.45939(14) 0.18914(13) 0.49679(9) 0.0193(3) Uani 1 1 d . . .
S7 S 0.82156(15) 0.76869(13) 0.36479(9) 0.0190(3) Uani 1 1 d . . .
C2 C 0.5162(6) 0.3041(5) 0.3925(3) 0.0167(9) Uani 1 1 d . . .
C3 C 0.4189(6) 0.2258(5) 0.2786(4) 0.0196(9) Uani 1 1 d . . .
H3 H 0.3369 0.1129 0.2592 0.024 Uiso 1 1 calc R . .
C4 C 0.4436(6) 0.3159(5) 0.1929(4) 0.0200(9) Uani 1 1 d . . .
C5 C 0.5628(6) 0.4802(5) 0.2177(3) 0.0201(10) Uani 1 1 d . . .
H5 H 0.5738 0.5389 0.1576 0.024 Uiso 1 1 calc R . .
C6 C 0.6649(6) 0.5576(5) 0.3299(4) 0.0187(9) Uani 1 1 d . . .
C8 C 1.0154(6) 0.7636(5) 0.3326(4) 0.0182(9) Uani 1 1 d . . .
C9 C 1.0116(6) 0.7491(5) 0.2200(4) 0.0206(10) Uani 1 1 d . . .
H9 H 0.9060 0.7418 0.1592 0.025 Uiso 1 1 calc R . .
C10 C 1.1642(6) 0.7456(5) 0.1975(4) 0.0208(10) Uani 1 1 d . . .
C11 C 1.3187(6) 0.7562(5) 0.2833(4) 0.0195(9) Uani 1 1 d . . .
H11 H 1.4197 0.7504 0.2650 0.023 Uiso 1 1 calc R . .
C12 C 1.3275(6) 0.7754(5) 0.3962(3) 0.0176(9) Uani 1 1 d . . .
C13 C 1.1749(6) 0.7828(5) 0.4222(3) 0.0186(9) Uani 1 1 d . . .
C14 C 0.6408(6) 0.4698(5) 0.4205(3) 0.0178(9) Uani 1 1 d . . .
O13 O 1.1960(4) 0.8079(4) 0.5345(2) 0.0235(7) Uani 1 1 d . . .
H13 H 1.0994 0.8104 0.5414 0.035 Uiso 1 1 calc R . .
O14 O 0.7301(4) 0.5383(3) 0.5316(2) 0.0220(7) Uani 1 1 d . . .
H14 H 0.8002 0.6372 0.5384 0.033 Uiso 1 1 calc R . .
N4 N 0.3435(5) 0.2302(5) 0.0729(3) 0.0258(9) Uani 1 1 d . . .
O41 O 0.3717(5) 0.3080(4) -0.0022(3) 0.0348(9) Uani 1 1 d . . .
O42 O 0.2382(6) 0.0849(4) 0.0531(3) 0.0447(10) Uani 1 1 d . . .
N10 N 1.1552(6) 0.7231(5) 0.0784(3) 0.0278(9) Uani 1 1 d . . .
O101 O 1.2985(5) 0.7397(5) 0.0610(3) 0.0403(9) Uani 1 1 d . . .
O102 O 1.0041(5) 0.6878(5) 0.0018(3) 0.0429(10) Uani 1 1 d . . .
S50 S 1.05163(16) 0.83080(14) -0.23174(9) 0.0229(3) Uani 1 1 d . . .
O50 O 0.9780(4) 0.8458(3) -0.3570(2) 0.0213(7) Uani 1 1 d . . .
C52 C 1.0703(8) 0.6437(6) -0.2393(4) 0.0333(12) Uani 1 1 d . . .
H52A H 0.9451 0.5532 -0.2737 0.050 Uiso 1 1 calc R . .
H52B H 1.1299 0.6317 -0.1618 0.050 Uiso 1 1 calc R . .
H52C H 1.1463 0.6430 -0.2864 0.050 Uiso 1 1 calc R . .
C51 C 1.2969(7) 0.9611(6) -0.1804(4) 0.0312(12) Uani 1 1 d . . .
H51A H 1.3524 0.9400 -0.2356 0.047 Uiso 1 1 calc R . .
H51B H 1.3561 0.9400 -0.1062 0.047 Uiso 1 1 calc R . .
H51C H 1.3170 1.0748 -0.1713 0.047 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 0.0033 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'
S S 0.1246 0.1234 '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
C12 S1 C2 107.18(19) 2_766 . ?
C6 S7 C8 101.0(2) . . ?
C3 C2 C14 120.4(4) . . ?
C3 C2 S1 116.6(3) . . ?
C14 C2 S1 122.9(3) . . ?
C2 C3 C4 118.8(4) . . ?
C5 C4 C3 122.3(4) . . ?
C5 C4 N4 119.6(4) . . ?
C3 C4 N4 118.1(4) . . ?
C6 C5 C4 119.4(4) . . ?
C5 C6 C14 119.9(4) . . ?
C5 C6 S7 120.6(3) . . ?
C14 C6 S7 119.5(3) . . ?
C9 C8 C13 120.2(4) . . ?
C9 C8 S7 120.3(3) . . ?
C13 C8 S7 119.4(3) . . ?
C10 C9 C8 119.0(4) . . ?
C11 C10 C9 121.9(4) . . ?
C11 C10 N10 119.5(4) . . ?
C9 C10 N10 118.5(4) . . ?
C10 C11 C12 120.0(4) . . ?
C11 C12 C13 119.4(4) . . ?
C11 C12 S1 117.5(3) . 2_766 ?
C13 C12 S1 122.7(3) . 2_766 ?
O13 C13 C8 124.5(4) . . ?
O13 C13 C12 116.3(4) . . ?
C8 C13 C12 119.3(4) . . ?
O14 C14 C2 117.6(3) . . ?
O14 C14 C6 123.3(4) . . ?
C2 C14 C6 119.1(4) . . ?
O41 N4 O42 123.6(4) . . ?
O41 N4 C4 118.0(4) . . ?
O42 N4 C4 118.4(4) . . ?
O101 N10 O102 124.2(4) . . ?
O101 N10 C10 117.5(4) . . ?
O102 N10 C10 118.3(4) . . ?
O50 S50 C52 105.0(2) . . ?
O50 S50 C51 105.9(2) . . ?
C52 S50 C51 96.7(2) . . ?
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
S1 C12 1.766(4) 2_766 ?
S1 C2 1.769(4) . ?
S7 C6 1.783(4) . ?
S7 C8 1.785(5) . ?
C2 C3 1.387(6) . ?
C2 C14 1.402(6) . ?
C3 C4 1.396(6) . ?
C4 C5 1.384(6) . ?
C4 N4 1.467(6) . ?
C5 C6 1.371(6) . ?
C6 C14 1.436(5) . ?
C8 C9 1.388(6) . ?
C8 C13 1.398(6) . ?
C9 C10 1.386(6) . ?
C10 C11 1.370(6) . ?
C10 N10 1.459(6) . ?
C11 C12 1.381(6) . ?
C12 C13 1.421(6) . ?
C12 S1 1.766(4) 2_766 ?
C13 O13 1.349(5) . ?
C14 O14 1.334(5) . ?
N4 O41 1.227(5) . ?
N4 O42 1.225(5) . ?
N10 O101 1.222(5) . ?
N10 O102 1.235(5) . ?
S50 O50 1.533(3) . ?
S50 C52 1.779(5) . ?
S50 C51 1.785(5) . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 S1 C2 C3 135.1(3) 2_766 . . . ?
C12 S1 C2 C14 -50.1(4) 2_766 . . . ?
C14 C2 C3 C4 -1.7(6) . . . . ?
S1 C2 C3 C4 173.2(3) . . . . ?
C2 C3 C4 C5 0.5(7) . . . . ?
C2 C3 C4 N4 178.4(4) . . . . ?
C3 C4 C5 C6 1.9(7) . . . . ?
N4 C4 C5 C6 -176.0(4) . . . . ?
C4 C5 C6 C14 -2.9(7) . . . . ?
C4 C5 C6 S7 179.3(3) . . . . ?
C8 S7 C6 C5 -77.7(4) . . . . ?
C8 S7 C6 C14 104.6(4) . . . . ?
C6 S7 C8 C9 80.3(4) . . . . ?
C6 S7 C8 C13 -103.1(3) . . . . ?
C13 C8 C9 C10 3.3(6) . . . . ?
S7 C8 C9 C10 180.0(3) . . . . ?
C8 C9 C10 C11 -0.1(6) . . . . ?
C8 C9 C10 N10 177.3(4) . . . . ?
C9 C10 C11 C12 -1.7(6) . . . . ?
N10 C10 C11 C12 -179.2(4) . . . . ?
C10 C11 C12 C13 0.4(6) . . . . ?
C10 C11 C12 S1 -173.1(3) . . . 2_766 ?
C9 C8 C13 O13 175.7(4) . . . . ?
S7 C8 C13 O13 -1.0(6) . . . . ?
C9 C8 C13 C12 -4.6(6) . . . . ?
S7 C8 C13 C12 178.7(3) . . . . ?
C11 C12 C13 O13 -177.5(4) . . . . ?
S1 C12 C13 O13 -4.4(5) 2_766 . . . ?
C11 C12 C13 C8 2.7(6) . . . . ?
S1 C12 C13 C8 175.9(3) 2_766 . . . ?
C3 C2 C14 O14 179.9(4) . . . . ?
S1 C2 C14 O14 5.3(6) . . . . ?
C3 C2 C14 C6 0.7(6) . . . . ?
S1 C2 C14 C6 -173.9(3) . . . . ?
C5 C6 C14 O14 -177.5(4) . . . . ?
S7 C6 C14 O14 0.2(6) . . . . ?
C5 C6 C14 C2 1.7(7) . . . . ?
S7 C6 C14 C2 179.4(3) . . . . ?
C5 C4 N4 O41 1.0(6) . . . . ?
C3 C4 N4 O41 -176.9(4) . . . . ?
C5 C4 N4 O42 -179.7(4) . . . . ?
C3 C4 N4 O42 2.3(6) . . . . ?
C11 C10 N10 O101 -11.1(6) . . . . ?
C9 C10 N10 O101 171.4(4) . . . . ?
C11 C10 N10 O102 168.5(4) . . . . ?
C9 C10 N10 O102 -9.0(6) . . . . ?
