#------------------------------------------------------------------------------
#$Date: 2016-05-06 05:23:21 +0300 (Fri, 06 May 2016) $
#$Revision: 182804 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/30/1543058.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_1543058
loop_
_publ_author_name
'Hiscock, Jennifer R.'
'Bustone, Gianluca P.'
'Wilson, Ben'
'Belsey, Kate E.'
'Blackholly, Laura R.'
_publ_section_title
;
 In situ modification of nanostructure configuration through the
 manipulation of hydrogen bonded amphiphile self-association.
;
_journal_issue                   18
_journal_name_full               'Soft matter'
_journal_page_first              4221
_journal_paper_doi               10.1039/c6sm00529b
_journal_volume                  12
_journal_year                    2016
_chemical_formula_moiety         'C18 H20 F6 K2 N4 O10 S2'
_chemical_formula_sum            'C18 H20 F6 K2 N4 O10 S2'
_chemical_formula_weight         708.70
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2016-02-25
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                90
_cell_angle_beta                 95.7583(19)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.22908(18)
_cell_length_b                   7.25364(12)
_cell_length_c                   38.9707(9)
_cell_measurement_reflns_used    9615
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      72.7750
_cell_measurement_theta_min      4.5590
_cell_volume                     2595.71(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2887
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

--------------------------------------------------------------------------
  1  ω   -115.00 -16.00   1.00   14.93    --  -40.37 -38.00-120.00   99
  2  ω    -65.00  34.00   1.00   14.93    --  -40.37  38.00   0.00   99
  3  ω   -115.00 -16.00   1.00   14.93    --  -40.37 -38.00-180.00   99
  4  ω   -113.00 -67.00   1.00   14.93    --  -40.37-134.00 -12.00   46
  5  ω      1.00  81.00   1.00   14.93    --   40.37 -99.00-150.00   80
  6  ω      1.00  81.00   1.00   14.93    --   40.37 -99.00  60.00   80
  7  ω     33.00 134.00   1.00   55.94    --  105.19 -61.00 -90.00  101
  8  ω     57.00 151.00   1.00   55.94    --  105.19 178.00-180.00   94
  9  ω     29.00 116.00   1.00   55.94    --  105.19-111.00 150.00   87
 10  ω     76.00 177.00   1.00   55.94    --  105.19  61.00 -90.00  101
 11  ω     29.00 116.00   1.00   55.94    --  105.19-111.00 -30.00   87
 12  ω    100.00 178.00   1.00   55.94    --  105.19 111.00-180.00   78
 13  ω     29.00 133.00   1.00   55.94    --  105.19 -30.00  30.00  104
 14  ω     29.00 133.00   1.00   55.94    --  105.19 -30.00 120.00  104
 15  ω     29.00 138.00   1.00   55.94    --  105.19 -77.00 150.00  109
 16  ω     24.00 158.00   1.00   55.94    --  105.19 -15.00-120.00  134
 17  ω   -113.00 -62.00   1.00   14.93    --  -40.37 -57.00  90.00   51
 18  ω   -113.00 -12.00   1.00   14.93    --  -40.37 -57.00   0.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0239266000
_diffrn_orient_matrix_UB_12      0.0767642000
_diffrn_orient_matrix_UB_13      0.0369902000
_diffrn_orient_matrix_UB_21      -0.0107109000
_diffrn_orient_matrix_UB_22      -0.1966380000
_diffrn_orient_matrix_UB_23      0.0145020000
_diffrn_orient_matrix_UB_31      0.1656667000
_diffrn_orient_matrix_UB_32      -0.0238327000
_diffrn_orient_matrix_UB_33      -0.0003706000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            23171
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.251
_diffrn_reflns_theta_min         6.516
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.716
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74227
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_description       plate
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.061
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.019
_refine_diff_density_max         0.638
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         4737
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0418
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0393P)²+3.9620P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1040
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4173
_reflns_number_total             4737
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6sm00529b2.cif
_cod_data_source_block           2016jrh0001
_cod_depositor_comments
'Adding full bibliography for 1543057--1543058.cif.'
_cod_original_cell_volume        2595.70(9)
_cod_database_code               1543058
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C21 H26 N2 O5 F3 S1 K1'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9C,H9D), C18(H18A,H18B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), N4(H4), N1(H1), N3(H3), C13(H13), C7(H7), C3(H3A), C4(H4A), C12(H12),
 C16(H16), C6(H6), C15(H15)
;
_olex2_date_sample_data_collection 2016-02-12
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.087
_oxdiff_exptl_absorpt_empirical_full_min 0.710
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
K1 K 0.68972(6) -0.13511(8) 0.48464(2) 0.01844(15) Uani 1 1 d .
K2 K 0.16449(7) 0.59423(9) 0.48631(2) 0.02326(16) Uani 1 1 d .
S1 S 0.52439(7) 0.33922(9) 0.45917(2) 0.01554(16) Uani 1 1 d .
S2 S 0.03585(7) 0.10068(9) 0.44848(2) 0.01662(16) Uani 1 1 d .
F6 F 0.3322(2) 1.2897(3) 0.30190(5) 0.0354(5) Uani 1 1 d .
F2 F 0.7599(2) 1.2262(3) 0.26261(5) 0.0329(4) Uani 1 1 d .
F3 F 0.8382(2) 1.3336(3) 0.31235(5) 0.0378(5) Uani 1 1 d .
O3 O 0.5849(2) 0.2112(3) 0.48596(5) 0.0192(4) Uani 1 1 d .
O1 O 0.7314(2) 0.5009(3) 0.38735(5) 0.0200(4) Uani 1 1 d .
O7 O 0.1375(2) -0.0480(3) 0.45929(6) 0.0218(4) Uani 1 1 d .
O6 O 0.0456(2) 0.2551(3) 0.47230(5) 0.0217(4) Uani 1 1 d .
O4 O 0.3662(2) 0.3526(3) 0.45742(5) 0.0215(4) Uani 1 1 d .
O8 O -0.1130(2) 0.0347(3) 0.44032(6) 0.0230(5) Uani 1 1 d .
F1 F 0.6182(2) 1.3835(3) 0.29133(6) 0.0427(6) Uani 1 1 d .
F4 F 0.1105(2) 1.3324(3) 0.28105(7) 0.0473(6) Uani 1 1 d .
O2 O 0.5952(2) 0.5185(3) 0.46146(6) 0.0226(4) Uani 1 1 d .
O5 O 0.2263(2) 0.4435(3) 0.37209(6) 0.0241(5) Uani 1 1 d .
F5 F 0.2492(3) 1.1576(3) 0.25474(6) 0.0432(5) Uani 1 1 d .
O10 O -0.1084(2) 0.6433(3) 0.45006(6) 0.0258(5) Uani 1 1 d .
O9 O 0.4219(3) -0.1671(3) 0.43304(7) 0.0325(5) Uani 1 1 d .
N2 N 0.5145(3) 0.3531(3) 0.39064(6) 0.0181(5) Uani 1 1 d .
H2 H 0.4279 0.3363 0.3808 0.022 Uiso 1 1 calc R
N4 N 0.0233(3) 0.3379(3) 0.39455(7) 0.0202(5) Uani 1 1 d .
H4 H -0.0661 0.3583 0.3978 0.024 Uiso 1 1 calc R
N1 N 0.5247(3) 0.6025(3) 0.35555(7) 0.0203(5) Uani 1 1 d .
H1 H 0.4349 0.5766 0.3494 0.024 Uiso 1 1 calc R
N3 N 0.0135(3) 0.6022(3) 0.36186(7) 0.0210(5) Uani 1 1 d .
H3 H -0.0775 0.6050 0.3649 0.025 Uiso 1 1 calc R
C13 C 0.1993(3) 0.8339(4) 0.35410(8) 0.0202(6) Uani 1 1 d .
H13 H 0.2533 0.7938 0.3741 0.024 Uiso 1 1 calc R
C8 C 0.5986(3) 0.4868(4) 0.37876(7) 0.0172(6) Uani 1 1 d .
C17 C 0.0964(3) 0.4600(4) 0.37606(7) 0.0184(6) Uani 1 1 d .
C5 C 0.5825(3) 0.7611(4) 0.34079(8) 0.0190(6) Uani 1 1 d .
C14 C 0.0700(3) 0.7448(4) 0.34238(8) 0.0190(6) Uani 1 1 d .
C11 C 0.1669(3) 1.0422(4) 0.30590(8) 0.0223(6) Uani 1 1 d .
C7 C 0.5821(3) 0.9620(4) 0.29179(8) 0.0210(6) Uani 1 1 d .
H7 H 0.5502 0.9901 0.2690 0.025 Uiso 1 1 calc R
C9 C 0.5663(3) 0.2391(4) 0.41923(7) 0.0186(6) Uani 1 1 d .
H9C H 0.6709 0.2238 0.4196 0.022 Uiso 1 1 calc R
H9D H 0.5217 0.1182 0.4165 0.022 Uiso 1 1 calc R
C18 C 0.0957(3) 0.1748(4) 0.40858(8) 0.0199(6) Uani 1 1 d .
H18A H 0.1996 0.1985 0.4120 0.024 Uiso 1 1 calc R
H18B H 0.0799 0.0757 0.3919 0.024 Uiso 1 1 calc R
C2 C 0.6755(3) 1.0809(4) 0.31110(8) 0.0205(6) Uani 1 1 d .
C3 C 0.7226(3) 1.0402(4) 0.34510(8) 0.0225(6) Uani 1 1 d .
H3A H 0.7858 1.1202 0.3579 0.027 Uiso 1 1 calc R
C4 C 0.6759(3) 0.8804(4) 0.36020(8) 0.0216(6) Uani 1 1 d .
H4A H 0.7068 0.8534 0.3831 0.026 Uiso 1 1 calc R
C12 C 0.2477(3) 0.9830(4) 0.33585(8) 0.0210(6) Uani 1 1 d .
H12 H 0.3339 1.0427 0.3437 0.025 Uiso 1 1 calc R
C1 C 0.7234(3) 1.2540(4) 0.29462(8) 0.0244(7) Uani 1 1 d .
C16 C 0.0397(3) 0.9504(4) 0.29387(8) 0.0250(7) Uani 1 1 d .
H16 H -0.0130 0.9890 0.2736 0.030 Uiso 1 1 calc R
C6 C 0.5366(3) 0.8010(4) 0.30667(8) 0.0213(6) Uani 1 1 d .
H6 H 0.4753 0.7198 0.2937 0.026 Uiso 1 1 calc R
C15 C -0.0091(3) 0.8020(4) 0.31189(8) 0.0233(6) Uani 1 1 d .
H15 H -0.0942 0.7409 0.3037 0.028 Uiso 1 1 calc R
C10 C 0.2154(3) 1.2047(5) 0.28634(9) 0.0279(7) Uani 1 1 d .
H10A H -0.095(5) 0.740(7) 0.4424(12) 0.047(14) Uiso 1 1 d .
H9A H 0.450(6) -0.293(9) 0.4392(15) 0.090(19) Uiso 1 1 d .
H10B H -0.166(5) 0.592(7) 0.4324(13) 0.056(14) Uiso 1 1 d .
H9B H 0.321(8) -0.131(10) 0.443(2) 0.13(3) Uiso 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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.3868 1.0657 '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'
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
K2 K1 H9A 93.5(13) 3_656 .
S1 K1 K2 68.514(18) 3_656 3_656
S1 K1 S2 88.58(2) 3_656 3_656
S1 K1 H9A 76.6(12) 3_656 .
S2 K1 K2 67.693(18) 3_656 3_656
S2 K1 H9A 159.5(13) 3_656 .
O3 K1 K2 90.75(4) 3_656 3_656
O3 K1 K2 161.29(5) . 3_656
O3 K1 S1 25.12(4) 3_656 3_656
O3 K1 S1 99.17(5) . 3_656
O3 K1 S2 98.95(5) . 3_656
O3 K1 S2 108.38(4) 3_656 3_656
O3 K1 O3 80.91(6) . 3_656
O3 K1 O7 74.31(6) . 3_656
O3 K1 O6 122.82(6) . 3_656
O3 K1 O6 114.84(6) 3_656 3_656
O3 K1 O4 114.07(6) . 3_656
O3 K1 O8 82.17(6) . 1_655
O3 K1 O2 138.35(6) . 1_545
O3 K1 O10 140.89(7) . 1_645
O3 K1 O9 79.27(6) . .
O3 K1 O9 64.32(6) 3_656 .
O3 K1 H9A 97.3(13) . .
O3 K1 H9A 62.1(12) 3_656 .
O7 K1 K2 91.48(4) 3_656 3_656
O7 K1 S1 91.44(5) 3_656 3_656
O7 K1 S2 24.66(4) 3_656 3_656
O7 K1 O3 102.91(6) 3_656 3_656
O7 K1 O6 49.04(6) 3_656 3_656
O7 K1 O8 85.61(6) 3_656 1_655
O7 K1 O9 152.32(6) 3_656 .
O7 K1 H9A 164.2(12) 3_656 .
O6 K1 K2 46.44(4) 3_656 3_656
O6 K1 S1 90.39(4) 3_656 3_656
O6 K1 S2 24.60(4) 3_656 3_656
O6 K1 O9 157.89(7) 3_656 .
O6 K1 H9A 139.5(13) 3_656 .
O4 K1 K2 49.58(4) 3_656 3_656
O4 K1 S1 24.69(4) 3_656 3_656
O4 K1 S2 67.60(4) 3_656 3_656
O4 K1 O3 49.72(6) 3_656 3_656
O4 K1 O7 77.60(6) 3_656 3_656
O4 K1 O6 65.86(6) 3_656 3_656
O4 K1 O8 151.80(6) 3_656 1_655
O4 K1 O10 103.79(7) 3_656 1_645
O4 K1 O9 106.45(7) 3_656 .
O4 K1 H9A 94.4(12) 3_656 .
O8 K1 K2 109.31(5) 1_655 3_656
O8 K1 S1 176.32(5) 1_655 3_656
O8 K1 S2 87.82(4) 1_655 3_656
O8 K1 O3 158.16(6) 1_655 3_656
O8 K1 O6 86.02(6) 1_655 3_656
O8 K1 O9 98.97(7) 1_655 .
O8 K1 H9A 106.7(12) 1_655 .
O2 K1 K2 51.89(5) 1_545 3_656
O2 K1 S1 68.61(5) 1_545 3_656
O2 K1 S2 119.50(5) 1_545 3_656
O2 K1 O3 72.68(6) 1_545 3_656
O2 K1 O7 142.25(6) 1_545 3_656
O2 K1 O6 97.64(6) 1_545 3_656
O2 K1 O4 71.39(6) 1_545 3_656
O2 K1 O8 112.62(6) 1_545 1_655
O2 K1 O10 62.76(7) 1_545 1_645
O2 K1 O9 60.50(7) 1_545 .
O2 K1 H9A 41.9(13) 1_545 .
O10 K1 K2 54.21(5) 1_645 3_656
O10 K1 S1 119.78(5) 1_645 3_656
O10 K1 S2 86.22(5) 1_645 3_656
O10 K1 O3 134.31(7) 1_645 3_656
O10 K1 O7 105.94(6) 1_645 3_656
O10 K1 O6 64.31(6) 1_645 3_656
O10 K1 O8 59.18(7) 1_645 1_655
O10 K1 O9 99.70(7) 1_645 .
O10 K1 H9A 89.1(12) 1_645 .
O9 K1 K2 112.23(5) . 3_656
O9 K1 S1 84.66(5) . 3_656
O9 K1 S2 172.63(5) . 3_656
O9 K1 H9A 18.7(13) . .
K1 K2 K1 130.33(2) 3_656 3_666
K1 K2 H10A 137.2(10) 3_656 .
K1 K2 H10A 92.3(10) 3_666 .
K2 K2 K1 121.71(3) 3_566 3_666
K2 K2 K1 81.93(2) 3_566 3_656
K2 K2 H10A 69.7(9) 3_566 .
S1 K2 K1 58.923(16) 3_666 3_666
S1 K2 K1 71.533(18) 3_666 3_656
S1 K2 K2 123.38(3) 3_666 3_566
S1 K2 H10A 151.2(10) 3_666 .
O3 K2 K1 94.21(4) 3_666 3_656
O3 K2 K1 38.33(4) 3_666 3_666
O3 K2 K2 139.47(5) 3_666 3_566
O3 K2 S1 24.78(4) 3_666 3_666
O3 K2 O6 99.69(6) 3_666 3_566
O3 K2 O4 85.24(6) 3_666 .
O3 K2 O2 49.48(5) 3_666 3_666
O3 K2 O10 99.62(6) 3_666 3_566
O3 K2 H10A 128.2(10) 3_666 .
O7 K2 K1 163.31(5) 1_565 3_656
O7 K2 K1 42.39(4) 1_565 3_666
O7 K2 K2 114.74(5) 1_565 3_566
O7 K2 S1 98.04(5) 1_565 3_666
O7 K2 O3 73.74(6) 1_565 3_666
O7 K2 O6 79.52(6) 1_565 3_566
O7 K2 O4 117.08(6) 1_565 .
O7 K2 O2 122.99(6) 1_565 3_666
O7 K2 O10 142.96(7) 1_565 3_566
O7 K2 H10A 54.7(10) 1_565 .
O6 K2 K1 173.40(5) . 3_666
O6 K2 K1 51.69(5) . 3_656
O6 K2 K1 73.28(4) 3_566 3_666
O6 K2 K1 114.51(5) 3_566 3_656
O6 K2 K2 48.43(4) 3_566 3_566
O6 K2 K2 51.70(5) . 3_566
O6 K2 S1 123.10(5) . 3_666
O6 K2 S1 99.76(5) 3_566 3_666
O6 K2 O3 145.45(6) . 3_666
O6 K2 O7 137.86(7) . 1_565
O6 K2 O6 100.13(6) . 3_566
O6 K2 O4 68.53(6) . .
O6 K2 O4 163.38(6) 3_566 .
O6 K2 O2 98.44(6) . 3_666
O6 K2 O2 102.73(6) 3_566 3_666
O6 K2 O10 65.49(6) 3_566 3_566
O6 K2 O10 71.84(7) . .
O6 K2 O10 64.11(6) . 3_566
O6 K2 H10A 85.5(10) . .
O6 K2 H10A 68.8(9) 3_566 .
O4 K2 K1 117.82(5) . 3_666
O4 K2 K1 49.01(4) . 3_656
O4 K2 K2 119.06(5) . 3_566
O4 K2 S1 78.07(4) . 3_666
O4 K2 O2 68.38(6) . 3_666
O4 K2 O10 98.11(6) . 3_566
O4 K2 H10A 120.4(9) . .
O2 K2 K1 82.95(4) 3_666 3_666
O2 K2 K1 47.44(4) 3_666 3_656
O2 K2 K2 106.69(5) 3_666 3_566
O2 K2 S1 24.96(4) 3_666 3_666
O2 K2 O10 58.19(6) 3_666 3_566
O2 K2 H10A 171.3(9) 3_666 .
O10 K2 K1 49.11(4) 3_566 3_656
O10 K2 K1 105.21(5) . 3_666
O10 K2 K1 111.84(5) 3_566 3_666
O10 K2 K1 123.32(6) . 3_656
O10 K2 K2 48.51(5) 3_566 3_566
O10 K2 K2 56.65(5) . 3_566
O10 K2 S1 77.27(5) 3_566 3_666
O10 K2 S1 162.67(6) . 3_666
O10 K2 O3 142.47(7) . 3_666
O10 K2 O7 69.45(7) . 1_565
O10 K2 O6 66.89(6) . 3_566
O10 K2 O4 117.95(7) . .
O10 K2 O2 163.34(7) . 3_666
O10 K2 O10 105.15(6) . 3_566
O10 K2 H10A 14.9(9) . .
O10 K2 H10A 117.7(9) 3_566 .
K1 S1 K2 99.53(2) 3_656 3_666
O3 S1 K1 58.29(8) . 3_656
O3 S1 K2 54.02(8) . 3_666
O3 S1 C9 105.15(12) . .
O4 S1 K1 54.56(9) . 3_656
O4 S1 K2 142.36(9) . 3_666
O4 S1 O3 112.57(12) . .
O4 S1 C9 106.75(13) . .
O2 S1 K1 129.15(9) . 3_656
O2 S1 K2 59.53(9) . 3_666
O2 S1 O3 112.73(12) . .
O2 S1 O4 112.68(12) . .
O2 S1 C9 106.27(13) . .
C9 S1 K1 124.56(10) . 3_656
C9 S1 K2 110.74(10) . 3_666
O7 S2 K1 55.67(9) . 3_656
O7 S2 C18 103.14(13) . .
O6 S2 K1 57.88(9) . 3_656
O6 S2 O7 112.81(13) . .
O6 S2 O8 112.90(13) . .
O6 S2 C18 108.67(13) . .
O8 S2 K1 142.25(9) . 3_656
O8 S2 O7 112.53(12) . .
O8 S2 C18 106.00(13) . .
C18 S2 K1 111.58(10) . 3_656
K1 O3 K1 99.09(6) . 3_656
K1 O3 K2 101.02(6) . 3_666
K2 O3 K1 130.47(8) 3_666 3_656
S1 O3 K1 133.58(12) . .
S1 O3 K1 96.59(9) . 3_656
S1 O3 K2 101.20(10) . 3_666
K2 O7 K1 96.87(6) 1_545 3_656
S2 O7 K1 99.66(10) . 3_656
S2 O7 K2 145.19(12) . 1_545
K2 O6 K1 111.17(7) 3_566 3_656
K2 O6 K1 81.88(6) . 3_656
K2 O6 K2 79.87(6) . 3_566
S2 O6 K1 97.51(10) . 3_656
S2 O6 K2 130.80(12) . 3_566
S2 O6 K2 145.29(12) . .
K1 O4 K2 81.41(6) 3_656 .
S1 O4 K1 100.75(10) . 3_656
S1 O4 K2 135.11(12) . .
S2 O8 K1 129.91(12) . 1_455
K1 O2 K2 80.67(6) 1_565 3_666
S1 O2 K1 162.24(13) . 1_565
S1 O2 K2 95.51(10) . 3_666
K1 O10 K2 76.69(6) 1_465 3_566
K1 O10 H10A 79(3) 1_465 .
K1 O10 H10B 103(3) 1_465 .
K2 O10 K1 115.25(8) . 1_465
K2 O10 K2 74.85(6) . 3_566
K2 O10 H10A 149(4) 3_566 .
K2 O10 H10A 98(3) . .
K2 O10 H10B 140(3) . .
K2 O10 H10B 104(3) 3_566 .
H10A O10 H10B 100(4) . .
K1 O9 H9A 74(3) . .
K1 O9 H9B 115(4) . .
H9A O9 H9B 111(5) . .
C8 N2 H2 119.3 . .
C8 N2 C9 121.5(2) . .
C9 N2 H2 119.3 . .
C17 N4 H4 120.0 . .
C17 N4 C18 120.0(2) . .
C18 N4 H4 120.0 . .
C8 N1 H1 117.1 . .
C8 N1 C5 125.8(2) . .
C5 N1 H1 117.1 . .
C17 N3 H3 118.4 . .
C17 N3 C14 123.2(2) . .
C14 N3 H3 118.4 . .
C14 C13 H13 120.0 . .
C12 C13 H13 120.0 . .
C12 C13 C14 120.1(3) . .
O1 C8 N2 123.5(3) . .
O1 C8 N1 122.8(3) . .
N2 C8 N1 113.6(2) . .
O5 C17 N4 123.0(3) . .
O5 C17 N3 122.4(3) . .
N4 C17 N3 114.7(2) . .
C4 C5 N1 121.6(3) . .
C6 C5 N1 118.0(3) . .
C6 C5 C4 120.3(3) . .
C13 C14 N3 120.9(3) . .
C13 C14 C15 119.9(3) . .
C15 C14 N3 119.1(3) . .
C12 C11 C16 120.0(3) . .
C12 C11 C10 120.6(3) . .
C16 C11 C10 119.4(3) . .
C2 C7 H7 120.2 . .
C2 C7 C6 119.6(3) . .
C6 C7 H7 120.2 . .
S1 C9 H9C 109.5 . .
S1 C9 H9D 109.5 . .
N2 C9 S1 110.92(19) . .
N2 C9 H9C 109.5 . .
N2 C9 H9D 109.5 . .
H9C C9 H9D 108.0 . .
S2 C18 H18A 108.8 . .
S2 C18 H18B 108.8 . .
N4 C18 S2 114.0(2) . .
N4 C18 H18A 108.8 . .
N4 C18 H18B 108.8 . .
H18A C18 H18B 107.7 . .
C7 C2 C1 118.9(3) . .
C3 C2 C7 120.4(3) . .
C3 C2 C1 120.7(3) . .
C2 C3 H3A 119.9 . .
C2 C3 C4 120.2(3) . .
C4 C3 H3A 119.9 . .
C5 C4 H4A 120.3 . .
C3 C4 C5 119.4(3) . .
C3 C4 H4A 120.3 . .
C13 C12 H12 120.1 . .
C11 C12 C13 119.8(3) . .
C11 C12 H12 120.1 . .
F2 C1 F1 105.2(3) . .
F2 C1 C2 112.7(3) . .
F3 C1 F2 106.6(2) . .
F3 C1 F1 105.9(3) . .
F3 C1 C2 113.2(3) . .
F1 C1 C2 112.6(2) . .
C11 C16 H16 119.7 . .
C15 C16 C11 120.5(3) . .
C15 C16 H16 119.7 . .
C5 C6 C7 120.1(3) . .
C5 C6 H6 120.0 . .
C7 C6 H6 120.0 . .
C14 C15 H15 120.2 . .
C16 C15 C14 119.6(3) . .
C16 C15 H15 120.2 . .
F6 C10 F4 106.8(3) . .
F6 C10 F5 106.4(3) . .
F6 C10 C11 113.7(3) . .
F4 C10 F5 105.4(3) . .
F4 C10 C11 112.0(3) . .
F5 C10 C11 112.0(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
K1 K2 3.7252(8) 3_656
K1 S1 3.4293(9) 3_656
K1 S2 3.4562(9) 3_656
K1 O3 2.694(2) .
K1 O3 2.937(2) 3_656
K1 O7 2.895(2) 3_656
K1 O6 2.953(2) 3_656
K1 O4 2.844(2) 3_656
K1 O8 2.907(2) 1_655
K1 O2 2.781(2) 1_545
K1 O10 2.894(2) 1_645
K1 O9 3.035(3) .
K1 H9A 2.92(6) .
K2 K1 3.7252(8) 3_656
K2 K1 4.2636(8) 3_666
K2 K2 3.5881(13) 3_566
K2 S1 3.4303(9) 3_666
K2 O3 2.830(2) 3_666
K2 O7 2.802(2) 1_565
K2 O6 2.727(2) .
K2 O6 2.861(2) 3_566
K2 O4 2.868(2) .
K2 O2 2.971(2) 3_666
K2 O10 2.784(2) .
K2 O10 3.105(3) 3_566
K2 H10A 3.00(5) .
S1 K1 3.4291(9) 3_656
S1 K2 3.4302(9) 3_666
S1 O3 1.465(2) .
S1 O4 1.458(2) .
S1 O2 1.454(2) .
S1 C9 1.795(3) .
S2 K1 3.4562(9) 3_656
S2 O7 1.463(2) .
S2 O6 1.451(2) .
S2 O8 1.459(2) .
S2 C18 1.785(3) .
F6 C10 1.334(4) .
F2 C1 1.340(4) .
F3 C1 1.337(4) .
O3 K1 2.937(2) 3_656
O3 K2 2.830(2) 3_666
O1 C8 1.242(3) .
O7 K1 2.895(2) 3_656
O7 K2 2.803(2) 1_545
O6 K1 2.953(2) 3_656
O6 K2 2.860(2) 3_566
O4 K1 2.844(2) 3_656
O8 K1 2.907(2) 1_455
F1 C1 1.348(4) .
F4 C10 1.341(4) .
O2 K1 2.781(2) 1_565
O2 K2 2.970(2) 3_666
O5 C17 1.230(4) .
F5 C10 1.345(4) .
O10 K1 2.894(2) 1_465
O10 K2 3.105(3) 3_566
O10 H10A 0.78(5) .
O10 H10B 0.91(5) .
O9 H9A 0.98(7) .
O9 H9B 1.08(8) .
N2 H2 0.8600 .
N2 C8 1.353(4) .
N2 C9 1.431(4) .
N4 H4 0.8600 .
N4 C17 1.362(4) .
N4 C18 1.439(4) .
N1 H1 0.8600 .
N1 C8 1.365(4) .
N1 C5 1.415(4) .
N3 H3 0.8600 .
N3 C17 1.368(4) .
N3 C14 1.413(4) .
C13 H13 0.9300 .
C13 C14 1.393(4) .
C13 C12 1.392(4) .
C5 C4 1.391(4) .
C5 C6 1.385(4) .
C14 C15 1.394(4) .
C11 C12 1.388(4) .
C11 C16 1.389(4) .
C11 C10 1.497(4) .
C7 H7 0.9300 .
C7 C2 1.386(4) .
C7 C6 1.388(4) .
C9 H9C 0.9700 .
C9 H9D 0.9700 .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C2 C3 1.384(4) .
C2 C1 1.497(4) .
C3 H3A 0.9300 .
C3 C4 1.388(4) .
C4 H4A 0.9300 .
C12 H12 0.9300 .
C16 H16 0.9300 .
C16 C15 1.385(4) .
C6 H6 0.9300 .
C15 H15 0.9300 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O5 0.86 2.01 2.764(3) 145.3 .
O10 H10A O8 0.78(5) 2.14(5) 2.864(3) 154(5) 1_565
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
K1 S1 O3 K1 109.23(16) 3_656 .
K1 S1 O3 K2 -133.55(10) 3_656 3_666
K1 S1 O4 K2 88.57(16) 3_656 .
K1 S1 O2 K1 0.1(5) 3_656 1_565
K1 S1 O2 K2 76.63(10) 3_656 3_666
K1 S1 C9 N2 119.18(18) 3_656 .
K1 S2 O7 K2 117.2(2) 3_656 1_545
K1 S2 O6 K2 -126.51(16) 3_656 3_566
K1 S2 O6 K2 86.6(2) 3_656 .
K1 S2 O8 K1 1.8(2) 3_656 1_455
K1 S2 C18 N4 -114.68(19) 3_656 .
K2 S1 O3 K1 133.55(10) 3_666 3_656
K2 S1 O3 K1 -117.22(17) 3_666 .
K2 S1 O4 K1 -53.83(16) 3_666 3_656
K2 S1 O4 K2 34.7(3) 3_666 .
K2 S1 O2 K1 -76.5(4) 3_666 1_565
K2 S1 C9 N2 -122.41(18) 3_666 .
O3 S1 O4 K1 5.98(14) . 3_656
O3 S1 O4 K2 94.56(17) . .
O3 S1 O2 K1 -66.7(4) . 1_565
O3 S1 O2 K2 9.82(13) . 3_666
O3 S1 C9 N2 -179.17(19) . .
O7 S2 O6 K1 9.47(13) . 3_656
O7 S2 O6 K2 96.0(2) . .
O7 S2 O6 K2 -117.04(15) . 3_566
O7 S2 O8 K1 64.28(18) . 1_455
O7 S2 C18 N4 -172.6(2) . .
O6 S2 O7 K1 -9.72(13) . 3_656
O6 S2 O7 K2 107.5(2) . 1_545
O6 S2 O8 K1 -64.84(18) . 1_455
O6 S2 C18 N4 -52.7(2) . .
O4 S1 O3 K1 103.50(16) . .
O4 S1 O3 K1 -5.73(13) . 3_656
O4 S1 O3 K2 -139.28(10) . 3_666
O4 S1 O2 K1 62.1(4) . 1_565
O4 S1 O2 K2 138.58(10) . 3_666
O4 S1 C9 N2 61.0(2) . .
O8 S2 O7 K1 -138.88(11) . 3_656
O8 S2 O7 K2 -21.7(3) . 1_545
O8 S2 O6 K1 138.45(10) . 3_656
O8 S2 O6 K2 11.94(19) . 3_566
O8 S2 O6 K2 -135.0(2) . .
O8 S2 C18 N4 68.9(2) . .
O2 S1 O3 K1 123.08(11) . 3_656
O2 S1 O3 K1 -127.69(15) . .
O2 S1 O3 K2 -10.47(13) . 3_666
O2 S1 O4 K1 -122.86(11) . 3_656
O2 S1 O4 K2 -34.3(2) . .
O2 S1 C9 N2 -59.4(2) . .
N1 C5 C4 C3 -176.0(3) . .
N1 C5 C6 C7 175.4(3) . .
N3 C14 C15 C16 175.3(3) . .
C13 C14 C15 C16 -1.6(5) . .
C8 N2 C9 S1 90.1(3) . .
C8 N1 C5 C4 -40.4(4) . .
C8 N1 C5 C6 143.3(3) . .
C17 N4 C18 S2 147.4(2) . .
C17 N3 C14 C13 -47.0(4) . .
C17 N3 C14 C15 136.1(3) . .
C5 N1 C8 O1 -6.3(5) . .
C5 N1 C8 N2 175.4(3) . .
C14 N3 C17 O5 -2.0(5) . .
C14 N3 C17 N4 178.7(3) . .
C14 C13 C12 C11 -0.2(4) . .
C11 C16 C15 C14 0.2(5) . .
C7 C2 C3 C4 -0.4(5) . .
C7 C2 C1 F2 -43.6(4) . .
C7 C2 C1 F3 -164.7(3) . .
C7 C2 C1 F1 75.2(4) . .
C9 S1 O3 K1 -12.34(19) . .
C9 S1 O3 K1 -121.57(11) . 3_656
C9 S1 O3 K2 104.88(12) . 3_666
C9 S1 O4 K1 120.86(11) . 3_656
C9 S1 O4 K2 -150.56(16) . .
C9 S1 O2 K1 178.6(4) . 1_565
C9 S1 O2 K2 -104.85(11) . 3_666
C9 N2 C8 O1 12.5(4) . .
C9 N2 C8 N1 -169.2(3) . .
C18 S2 O7 K1 107.33(12) . 3_656
C18 S2 O7 K2 -135.4(2) . 1_545
C18 S2 O6 K1 -104.26(11) . 3_656
C18 S2 O6 K2 129.23(15) . 3_566
C18 S2 O6 K2 -17.7(3) . .
C18 S2 O8 K1 176.31(14) . 1_455
C18 N4 C17 O5 -4.1(4) . .
C18 N4 C17 N3 175.3(3) . .
C2 C7 C6 C5 1.0(4) . .
C2 C3 C4 C5 0.6(4) . .
C3 C2 C1 F2 136.8(3) . .
C3 C2 C1 F3 15.7(4) . .
C3 C2 C1 F1 -104.4(3) . .
C4 C5 C6 C7 -0.9(4) . .
C12 C13 C14 N3 -175.3(3) . .
C12 C13 C14 C15 1.6(4) . .
C12 C11 C16 C15 1.3(5) . .
C12 C11 C10 F6 -5.0(4) . .
C12 C11 C10 F4 -126.2(3) . .
C12 C11 C10 F5 115.7(3) . .
C1 C2 C3 C4 179.2(3) . .
C16 C11 C12 C13 -1.3(5) . .
C16 C11 C10 F6 174.9(3) . .
C16 C11 C10 F4 53.8(4) . .
C16 C11 C10 F5 -64.4(4) . .
C6 C5 C4 C3 0.1(4) . .
C6 C7 C2 C3 -0.4(4) . .
C6 C7 C2 C1 -180.0(3) . .
C10 C11 C12 C13 178.7(3) . .
C10 C11 C16 C15 -178.7(3) . .
