#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003678.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2003678
loop_
_publ_author_name
'Thuéry, P.'
'Keller, N.'
'Lance, M.'
'Vigner, J.-D.'
'Nierlich, M.'
_publ_section_title
;
 (H₄-Hexaaza-18-crown-6)⁴⁺.4CF₃SO₃^{-^} and its Hydrated Form
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1407
_journal_page_last               1411
_journal_paper_doi               10.1107/S0108270194014241
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C12 H34 N6 , 4C F3 S O3'
_chemical_formula_sum            'C16 H34 F12 N6 O12 S4'
_chemical_formula_weight         858.72
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 104.58(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.919(4)
_cell_length_b                   14.128(3)
_cell_length_c                   14.079(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    243
_cell_measurement_theta_max      12
_cell_measurement_theta_min      8
_cell_volume                     1716.9(12)
_computing_cell_refinement       'Enraf-Nonius CAD-4 software'
_computing_data_collection       'Enraf-Nonius CAD-4 software'
_computing_data_reduction        'MolEN (Fair, 1990)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_refinement  MolEN
_computing_structure_solution    'MULTAN11/82 (Main et al., 1982)'
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.023
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2473
_diffrn_reflns_theta_max         22
_diffrn_standards_decay_%        insignificant
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.386
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_description       irregular
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.61
_refine_diff_density_min         -0.44
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   2.09
_refine_ls_number_parameters     181
_refine_ls_number_reflns         1409
_refine_ls_R_factor_obs          0.058
_refine_ls_shift/esd_max         0.00
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.060
_reflns_number_observed          1409
_reflns_number_total             2102
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            ka1089.cif
_cod_data_source_block           I
_cod_original_cell_volume        1717.0(10)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2003678
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,1/2+z
-x,-y,-z
1/2-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
S(1) 0.7349(2) 0.3766(1) 0.0562(1) 2.66(4)
S(2) 0.8084(2) 0.3770(1) 0.6749(1) 2.86(4)
F(11) 0.8439(6) 0.2094(3) 0.0350(4) 5.7(1)
F(12) 0.5994(6) 0.2201(4) -0.0137(5) 7.2(2)
F(13) 0.7456(8) 0.2792(4) -0.0977(3) 8.5(2)
F(21) 0.6957(9) 0.5243(4) 0.5710(4) 10.8(2)
F(22) 0.9265(9) 0.4837(6) 0.5690(6) 20.9(2)
F(23) 0.732(1) 0.4043(6) 0.4906(4) 19.3(3)
O(11) 0.7087(8) 0.3507(4) 0.1481(4) 6.8(2)
O(12) 0.8796(6) 0.4174(4) 0.0582(5) 6.0(2)
O(13) 0.6033(7) 0.4280(4) -0.0012(5) 5.6(2)
O(21) 0.8995(6) 0.2986(4) 0.6556(4) 4.0(1)
O(22) 0.6543(6) 0.3554(5) 0.6759(5) 5.8(2)
O(23) 0.8843(8) 0.4349(5) 0.7561(5) 7.0(2)
N(1) 1.0145(6) 0.0177(4) 0.2928(4) 2.6(1)
N(2) 0.7489(6) 0.1043(4) 0.3354(4) 2.6(1)
N(3) 0.8023(6) 0.1313(4) 0.5462(4) 2.4(1)
C(1) 0.8686(8) 0.0363(5) 0.2151(5) 3.1(1)
C(2) 0.7920(8) 0.1229(6) 0.2431(3) 3.3(1)
C(3) 0.6985(8) 0.1895(5) 0.3771(5) 3.1(1)
C(4) 0.6586(8) 0.1645(5) 0.4724(5) 3.0(1)
C(5) 0.7660(8) 0.0928(5) 0.6373(5) 2.9(1)
C(6) 0.9121(8) 0.0752(5) 0.7179(5) 2.9(1)
C(10) 0.7281(8) 0.2662(6) -0.0108(5) 3.3(2)
C(20) 0.788(1) 0.4507(7) 0.5697(7) 9.0(3)
H1 0.988 0.019 0.361 6.0
H2 1.094 0.072 0.290 6.0
H3 0.879 0.189 0.565 6.0
H4 0.855 0.078 0.514 6.0
H11 0.801 -0.016 0.210 6.0
H12 0.892 0.047 0.154 6.0
H21 0.862 0.175 0.251 6.0
H22 0.701 0.137 0.193 6.0
H31 0.609 0.214 0.332 6.0
H32 0.778 0.236 0.389 6.0
H41 0.618 0.219 0.497 6.0
H42 0.583 0.115 0.461 6.0
H51 0.712 0.035 0.622 6.0
H52 0.703 0.137 0.660 6.0
H61 0.885 0.076 0.779 6.0
H62 0.984 0.125 0.717 6.0
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(6) N(1) C(1) 3_756 . 113.8(5) yes
C(1) C(2) N(2) . . 108.9(6) yes
N(2) C(3) C(4) . . 109.2(6) yes
C(4) N(3) C(5) . . 111.9(5) yes
C(5) C(6) N(1) . 3_756 112.6(6) yes
N(1) C(1) C(2) . . 108.7(6) yes
C(2) N(2) C(3) . . 112.6(6) yes
C(3) C(4) N(3) . . 109.6(6) yes
N(3) C(5) C(6) . . 111.6(6) yes
O(13) N(1) O(22) 2_555 2_554 110.6(3) yes
O(11) S(1) O(12) . . 116.6(5) no
O(11) S(1) O(13) . . 110.0(4) no
O(11) S(1) C(10) . . 105.0(6) no
O(12) S(1) O(13) . . 114.7(4) no
O(12) S(1) C(10) . . 105.9(4) no
O(13) S(1) C(10) . . 103.0(4) no
O(21) S(2) O(22) . . 115.6(4) no
O(21) S(2) O(23) . . 114.5(4) no
O(21) S(2) C(20) . . 103.6(9) no
O(22) S(2) O(23) . . 112.5(4) no
O(22) S(2) C(20) . . 103.9(4) no
O(23) S(2) C(20) . . 105.0(9) no
S(1) C(10) F(11) . . 110.1(9) no
S(1) C(10) F(12) . . 110.9(9) no
S(1) C(10) F(13) . . 112.0(7) no
F(11) C(10) F(12) . . 106.3(9) no
F(11) C(10) F(13) . . 106.0(10) no
F(12) C(10) F(13) . . 111.0(10) no
S(2) C20 F(21) . . 112.(3) no
S(2) C20 F(22) . . 108.(2) no
S(2) C20 F(23) . . 111.0(10) no
F(21) C20 F(22) . . 108.0(10) no
F(21) C20 F(23) . . 108.(2) no
F(22) C20 F(23) . . 110.(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) C(1) . 1.497(9) yes
N(2) C(2) . 1.468(9) yes
N(3) C(4) . 1.507(9) yes
C(1) C(2) . 1.500(10) yes
C(5) C(6) . 1.520(10) yes
N(1) C(6) 3_756 1.490(10) yes
N(2) C(3) . 1.460(9) yes
N(3) C(5) . 1.501(9) yes
C(3) C(4) . 1.510(10) yes
N(1) O(22) 2_554 2.920(10) yes
N(3) O(21) . 2.830(10) yes
N(1) O(13) 2_555 2.910(10) yes
S(1) O(11) . 1.420(6) no
S(1) O(12) . 1.408(6) no
S(1) O(13) . 1.443(6) no
S(1) C(10) . 1.820(10) no
S(2) O(21) . 1.441(5) no
S(2) O(22) . 1.411(6) no
S(2) O(23) . 1.430(7) no
S(2) C(20) . 1.78(4) no
F(11) C(10) . 1.340(10) no
F(12) C(10) . 1.311(8) no
F(13) C(10) . 1.29(2) no
F(21) C(20) . 1.33(2) no
F(22) C(20) . 1.32(2) no
F(23) C(20) . 1.28(4) no
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C(6) N(1) C(1) C(2) 3_756 . . 170.4(6) yes
C(1) C(2) N(2) C(3) . . . 169.9(6) yes
N(2) C(3) C(4) N(3) . . . 64.4(7) yes
C(4) N(3) C(5) C(6) . . . -170.2(5) yes
C(5) C(6) N(1) C(1) 3_756 3_756 . -179.0(5) yes
N(1) C(1) C(2) N(2) . . . -62.8(7) yes
C(2) N(2) C(3) C(4) . . . -179.2(6) yes
C(3) C(4) N(3) C(5) . . . -172.2(6) yes
N(3) C(5) C(6) N(1) . . 3_756 -83.0(5) yes
