# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dye_1f
_database_code_depnum_ccdc_archive 'CCDC 1430268'
_audit_update_record             
;
2016-06-15 deposited with the CCDC.
2016-06-22 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_THETM01_dye_1f              
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: We have managed to obtain very small crystal (0.12 \\times 0.08 \\times 0.01) in the form of a thin plate. We measured this crystal only using Cu-radiation with a very long exposition (60 sec/frame). In the structure the perchlorate anions are subjected to a high rotational disorder, which decreases reflecting ability of the crystal. Also this contains a water molecule with partial occupation. When keeping on air, the crystal decomposes to lose water molecules.
;
_vrf_PLAT430_dye_1f              
;
PROBLEM: Short Inter D...A Contact  O1W    ..  O24     ..       2.47 Ang.
RESPONSE: Short O?O contact (2.82 \%A) corresponds to a hydrogen bond with participation of water molecule, for which we failed to find hydrogen atoms. This distance is normal for hydrogen bond.
;
# Added during the CSD deposition process: Wednesday 15 June 2016 08:48 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'1-(3-ammoniopropyl)-4-[(E)-2-(4-nitrophenyl)vinyl]pyridinium diperchlorate, hydrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(Cl O4), C16 H19 N3 O2, 0.25(H2 O)'
_chemical_formula_sum            'C16 H19.50 Cl2 N3 O10.25'
_chemical_formula_weight         488.74

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.3977(5)
_cell_length_b                   8.3891(3)
_cell_length_c                   29.1772(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4013.7(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1623
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      54.55

_exptl_crystal_description       plate
_exptl_crystal_colour            yellowish
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_F_000             2020
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    3.501
_shelx_estimated_absorpt_T_min   0.679
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6787
_exptl_absorpt_correction_T_max  0.9658
_exptl_absorpt_process_details   'SADABS (Bruker, 2004)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker PROTEUM-2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11130
_diffrn_reflns_av_unetI/netI     0.0533
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.029
_diffrn_reflns_theta_max         57.295
_diffrn_reflns_theta_full        57.296
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measured_fraction_theta_full 0.907
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_Laue_measured_fraction_full 0.907
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_point_group_measured_fraction_full 0.907
_reflns_number_total             2475
_reflns_number_gt                1891
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+20.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2475
_refine_ls_number_parameters     342
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0588
_refine_ls_wR_factor_ref         0.1179
_refine_ls_wR_factor_gt          0.1064
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.65143(8) 0.24415(15) 0.48763(4) 0.0225(3) Uani 1 1 d . . . . .
O11 O 0.6355(3) 0.1708(5) 0.53040(12) 0.0459(11) Uani 1 1 d . . . . .
O12 O 0.7046(3) 0.3799(5) 0.49397(13) 0.0356(16) Uani 0.892(9) 1 d . . P A 1
O13 O 0.6895(3) 0.1357(5) 0.45656(15) 0.0476(17) Uani 0.892(9) 1 d . . P A 1
O14 O 0.5772(3) 0.3007(6) 0.46727(17) 0.0439(16) Uani 0.892(9) 1 d . . P A 1
O15 O 0.611(3) 0.386(5) 0.4933(15) 0.061(15) Uani 0.108(9) 1 d . U P A 2
O16 O 0.731(4) 0.233(8) 0.4867(17) 0.10(2) Uani 0.108(9) 1 d . U P A 2
O17 O 0.614(3) 0.148(6) 0.4530(14) 0.068(16) Uani 0.108(9) 1 d . U P A 2
Cl2 Cl 0.51438(9) -0.48991(19) 0.15537(5) 0.0385(4) Uani 1 1 d . . . . .
O21 O 0.4511(2) -0.5732(5) 0.13138(13) 0.0455(11) Uani 1 1 d . . . . .
O22 O 0.5575(12) -0.5829(17) 0.1837(7) 0.100(7) Uani 0.56(3) 1 d . U P B 1
O23 O 0.5745(6) -0.426(2) 0.1202(4) 0.057(4) Uani 0.56(3) 1 d . U P B 1
O24 O 0.4871(11) -0.347(2) 0.1790(7) 0.074(6) Uani 0.56(3) 1 d . U P B 1
O25 O 0.4849(13) -0.338(2) 0.1574(7) 0.048(5) Uani 0.44(3) 1 d . U P B 2
O26 O 0.5104(14) -0.5616(17) 0.2017(4) 0.061(5) Uani 0.44(3) 1 d . U P B 2
O27 O 0.5862(8) -0.520(3) 0.1376(7) 0.072(7) Uani 0.44(3) 1 d . U P B 2
O1 O 0.1076(3) -0.5546(5) 0.12504(13) 0.0453(11) Uani 1 1 d . . . . .
O2 O 0.2354(2) -0.6095(4) 0.11590(11) 0.0314(9) Uani 1 1 d . . . . .
N1 N 0.3620(3) 0.3765(5) 0.56720(13) 0.0296(11) Uani 1 1 d . . . . .
H1 H 0.3797 0.4379 0.5909 0.044 Uiso 1 1 calc R U . . .
H2 H 0.3293 0.2975 0.5781 0.044 Uiso 1 1 calc R U . . .
H3 H 0.3335 0.4377 0.5471 0.044 Uiso 1 1 calc R U . . .
N2 N 0.3685(3) 0.1821(5) 0.42210(13) 0.0259(11) Uani 1 1 d . . . . .
N3 N 0.1793(3) -0.5402(5) 0.13600(14) 0.0290(12) Uani 1 1 d . . . . .
C1 C 0.4337(3) 0.3047(6) 0.54336(17) 0.0266(13) Uani 1 1 d . . . . .
H1A H 0.4656 0.2412 0.5656 0.032 Uiso 1 1 calc R U . . .
H1B H 0.4692 0.3911 0.5318 0.032 Uiso 1 1 calc R U . . .
C2 C 0.4087(3) 0.1986(6) 0.50370(16) 0.0263(13) Uani 1 1 d . . . . .
H2A H 0.4544 0.1259 0.4963 0.032 Uiso 1 1 calc R U . . .
H2B H 0.3617 0.1324 0.5132 0.032 Uiso 1 1 calc R U . . .
C3 C 0.3857(3) 0.2913(6) 0.46109(17) 0.0306(14) Uani 1 1 d . . . . .
H3A H 0.3368 0.3568 0.4675 0.037 Uiso 1 1 calc R U . . .
H3B H 0.4308 0.3640 0.4527 0.037 Uiso 1 1 calc R U . . .
C4 C 0.4314(3) 0.1110(6) 0.40057(17) 0.0294(14) Uani 1 1 d . . . . .
H4A H 0.4857 0.1327 0.4101 0.035 Uiso 1 1 calc R U . . .
C5 C 0.4177(3) 0.0074(6) 0.36508(17) 0.0274(13) Uani 1 1 d . . . . .
H5A H 0.4626 -0.0432 0.3505 0.033 Uiso 1 1 calc R U . . .
C6 C 0.3389(3) -0.0245(6) 0.35009(16) 0.0241(13) Uani 1 1 d . . . . .
C7 C 0.2752(3) 0.0512(6) 0.37352(16) 0.0283(14) Uani 1 1 d . . . . .
H7A H 0.2203 0.0325 0.3646 0.034 Uiso 1 1 calc R U . . .
C8 C 0.2916(3) 0.1519(6) 0.40923(16) 0.0276(14) Uani 1 1 d . . . . .
H8A H 0.2477 0.2011 0.4252 0.033 Uiso 1 1 calc R U . . .
C9 C 0.3249(3) -0.1288(6) 0.31042(16) 0.0279(13) Uani 1 1 d . . . . .
H9A H 0.3712 -0.1785 0.2970 0.033 Uiso 1 1 calc R U . . .
C10 C 0.2530(3) -0.1593(6) 0.29179(16) 0.0262(13) Uani 1 1 d . . . . .
H10A H 0.2070 -0.1122 0.3062 0.031 Uiso 1 1 calc R U . . .
C11 C 0.2366(3) -0.2577(6) 0.25134(15) 0.0255(13) Uani 1 1 d . . . . .
C12 C 0.1559(3) -0.2734(6) 0.23660(17) 0.0295(14) Uani 1 1 d . . . . .
H12A H 0.1135 -0.2219 0.2531 0.035 Uiso 1 1 calc R U . . .
C13 C 0.1370(3) -0.3622(6) 0.19860(17) 0.0285(13) Uani 1 1 d . . . . .
H13A H 0.0823 -0.3708 0.1882 0.034 Uiso 1 1 calc R U . . .
C14 C 0.1998(3) -0.4390(6) 0.17569(16) 0.0233(13) Uani 1 1 d . . . . .
C15 C 0.2798(3) -0.4260(6) 0.18882(16) 0.0262(13) Uani 1 1 d . . . . .
H15A H 0.3215 -0.4787 0.1721 0.031 Uiso 1 1 calc R U . . .
C16 C 0.2988(3) -0.3350(6) 0.22677(16) 0.0283(14) Uani 1 1 d . . . . .
H16A H 0.3539 -0.3247 0.2363 0.034 Uiso 1 1 calc R U . . .
O1W O 0.5000 -0.188(2) 0.2500 0.100(5) Uani 0.5 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Cl1 O16 1.31(6) . ?
Cl1 O15 1.37(4) . ?
Cl1 O11 1.416(4) . ?
Cl1 O13 1.428(4) . ?
Cl1 O17 1.43(4) . ?
Cl1 O14 1.435(5) . ?
Cl1 O12 1.446(4) . ?
Cl2 O27 1.311(12) . ?
Cl2 O22 1.338(10) . ?
Cl2 O25 1.361(17) . ?
Cl2 O21 1.433(4) . ?
Cl2 O24 1.456(15) . ?
Cl2 O26 1.482(13) . ?
Cl2 O23 1.522(12) . ?
O1 N3 1.225(5) . ?
O2 N3 1.235(5) . ?
N1 C1 1.492(6) . ?
N2 C8 1.341(6) . ?
N2 C4 1.347(6) . ?
N2 C3 1.487(6) . ?
N3 C14 1.474(6) . ?
C1 C2 1.516(7) . ?
C2 C3 1.514(7) . ?
C4 C5 1.370(7) . ?
C5 C6 1.390(7) . ?
C6 C7 1.401(7) . ?
C6 C9 1.469(7) . ?
C7 C8 1.368(7) . ?
C9 C10 1.324(7) . ?
C10 C11 1.465(7) . ?
C11 C12 1.398(7) . ?
C11 C16 1.406(7) . ?
C12 C13 1.371(7) . ?
C13 C14 1.386(7) . ?
C14 C15 1.372(7) . ?
C15 C16 1.380(7) . ?

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
O16 Cl1 O15 123(4) . . ?
O16 Cl1 O11 100(2) . . ?
O15 Cl1 O11 100.5(18) . . ?
O11 Cl1 O13 111.3(3) . . ?
O16 Cl1 O17 112(3) . . ?
O15 Cl1 O17 112(3) . . ?
O11 Cl1 O17 107.3(19) . . ?
O11 Cl1 O14 110.6(3) . . ?
O13 Cl1 O14 108.6(3) . . ?
O11 Cl1 O12 109.9(2) . . ?
O13 Cl1 O12 108.6(3) . . ?
O14 Cl1 O12 107.7(3) . . ?
O27 Cl2 O25 121.1(12) . . ?
O27 Cl2 O21 111.2(6) . . ?
O22 Cl2 O21 113.6(6) . . ?
O25 Cl2 O21 102.7(8) . . ?
O22 Cl2 O24 110.5(9) . . ?
O21 Cl2 O24 114.3(8) . . ?
O27 Cl2 O26 108.8(9) . . ?
O25 Cl2 O26 108.9(8) . . ?
O21 Cl2 O26 102.5(7) . . ?
O22 Cl2 O23 106.3(8) . . ?
O21 Cl2 O23 108.2(4) . . ?
O24 Cl2 O23 103.1(7) . . ?
C8 N2 C4 120.4(4) . . ?
C8 N2 C3 120.6(4) . . ?
C4 N2 C3 119.0(5) . . ?
O1 N3 O2 123.0(4) . . ?
O1 N3 C14 118.7(4) . . ?
O2 N3 C14 118.3(5) . . ?
N1 C1 C2 112.4(4) . . ?
C3 C2 C1 113.1(4) . . ?
N2 C3 C2 111.1(4) . . ?
N2 C4 C5 120.6(5) . . ?
C4 C5 C6 120.8(5) . . ?
C5 C6 C7 116.9(5) . . ?
C5 C6 C9 120.5(5) . . ?
C7 C6 C9 122.5(5) . . ?
C8 C7 C6 120.3(5) . . ?
N2 C8 C7 121.0(5) . . ?
C10 C9 C6 125.3(5) . . ?
C9 C10 C11 127.1(5) . . ?
C12 C11 C16 119.1(5) . . ?
C12 C11 C10 118.4(5) . . ?
C16 C11 C10 122.5(5) . . ?
C13 C12 C11 120.9(5) . . ?
C12 C13 C14 118.4(5) . . ?
C15 C14 C13 122.6(5) . . ?
C15 C14 N3 118.9(5) . . ?
C13 C14 N3 118.6(5) . . ?
C14 C15 C16 118.9(5) . . ?
C15 C16 C11 120.0(5) . . ?

_refine_diff_density_max         0.397
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.066


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method 'MeCN, benzene'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dye_2c
_database_code_depnum_ccdc_archive 'CCDC 1430269'
_audit_update_record             
;
2016-06-15 deposited with the CCDC.
2016-06-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'2-[(E)-2-(2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin-18-yl)vinyl]-3-ethyl-1,3-benzothiazol-3-ium perchlorate, dioxane and water solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Cl O4, C27 H34 N O6 S, C4 H8 O2, 3(H2 O)'
_chemical_formula_sum            'C31 H48 Cl N O15 S'
_chemical_formula_weight         742.21

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9257(5)
_cell_length_b                   11.4270(7)
_cell_length_c                   19.6257(10)
_cell_angle_alpha                100.100(2)
_cell_angle_beta                 100.108(2)
_cell_angle_gamma                93.581(2)
_cell_volume                     1714.74(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    894
_cell_measurement_theta_min      2.266
_cell_measurement_theta_max      29.886

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_F_000             788
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.245
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART-6K'
_diffrn_measurement_method       /W
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10164
_diffrn_reflns_av_unetI/netI     0.1229
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.819
_diffrn_reflns_theta_max         28.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             8476
_reflns_number_gt                4386
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0520P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8476
_refine_ls_number_parameters     634
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1282
_refine_ls_R_factor_gt           0.0578
_refine_ls_wR_factor_ref         0.1381
_refine_ls_wR_factor_gt          0.1160
_refine_ls_goodness_of_fit_ref   0.875
_refine_ls_restrained_S_all      0.875
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.56052(10) 0.80044(7) 0.37718(4) 0.02248(17) Uani 1 1 d . . . . .
O11 O 0.4695(3) 0.9006(2) 0.40010(11) 0.0335(6) Uani 1 1 d . . . . .
O12 O 0.4949(3) 0.6971(2) 0.40021(11) 0.0353(6) Uani 1 1 d . . . . .
O13 O 0.5374(3) 0.7782(2) 0.30155(10) 0.0313(5) Uani 1 1 d . . . . .
O14 O 0.7402(3) 0.8276(2) 0.40728(12) 0.0389(6) Uani 1 1 d . . . . .
S1 S 0.16266(10) 0.57039(7) 0.62982(4) 0.02137(18) Uani 1 1 d . . . . .
O1 O 0.3479(3) 0.13440(18) 0.24641(10) 0.0219(5) Uani 1 1 d . . . . .
O2 O 0.2571(3) -0.03283(19) 0.11274(10) 0.0251(5) Uani 1 1 d . . . . .
O3 O 0.2617(3) 0.0805(2) -0.00265(10) 0.0284(5) Uani 1 1 d . . . . .
O4 O 0.1739(3) 0.3199(2) -0.00463(10) 0.0298(5) Uani 1 1 d . . . . .
O5 O 0.3409(3) 0.46950(19) 0.13289(10) 0.0240(5) Uani 1 1 d . . . . .
O6 O 0.3988(3) 0.36053(18) 0.25269(10) 0.0229(5) Uani 1 1 d . . . . .
N1 N 0.2558(3) 0.7515(2) 0.58147(11) 0.0186(5) Uani 1 1 d . . . . .
C1 C 0.1591(4) 0.7101(3) 0.68016(15) 0.0199(6) Uani 1 1 d . . . . .
C2 C 0.1070(4) 0.7383(3) 0.74493(15) 0.0216(6) Uani 1 1 d . . . . .
C3 C 0.1116(4) 0.8580(3) 0.77417(15) 0.0237(7) Uani 1 1 d . . . . .
C4 C 0.1656(4) 0.9466(3) 0.74069(15) 0.0233(7) Uani 1 1 d . . . . .
C5 C 0.2175(4) 0.9195(3) 0.67667(16) 0.0234(7) Uani 1 1 d . . . . .
C6 C 0.2119(4) 0.7997(3) 0.64675(14) 0.0195(6) Uani 1 1 d . . . . .
C7 C 0.2362(4) 0.6331(3) 0.56539(14) 0.0196(6) Uani 1 1 d . . . . .
C8 C 0.2676(4) 0.5620(3) 0.50146(15) 0.0200(6) Uani 1 1 d . . . . .
C9 C 0.2539(4) 0.4427(3) 0.48961(15) 0.0206(6) Uani 1 1 d . . . . .
C10 C 0.2799(4) 0.3624(3) 0.42670(14) 0.0194(6) Uani 1 1 d . . . . .
C11 C 0.2517(4) 0.2397(3) 0.42227(15) 0.0211(6) Uani 1 1 d . . . . .
C12 C 0.2724(4) 0.1606(3) 0.36294(15) 0.0214(6) Uani 1 1 d . . . . .
C13 C 0.3223(4) 0.2033(3) 0.30673(14) 0.0189(6) Uani 1 1 d . . . . .
C14 C 0.3510(4) 0.3277(3) 0.31060(14) 0.0194(6) Uani 1 1 d . . . . .
C15 C 0.3294(4) 0.4062(3) 0.36964(15) 0.0202(6) Uani 1 1 d . . . . .
C16 C 0.3144(5) 0.0066(3) 0.23890(15) 0.0218(7) Uani 1 1 d . . . . .
C17 C 0.3699(4) -0.0515(3) 0.17361(16) 0.0237(7) Uani 1 1 d . . . . .
C18 C 0.3128(5) -0.0878(3) 0.05019(16) 0.0283(7) Uani 1 1 d . . . . .
C19 C 0.2181(4) -0.0447(3) -0.01224(16) 0.0259(7) Uani 1 1 d . . . . .
C20 C 0.2090(5) 0.1278(3) -0.06504(16) 0.0286(7) Uani 1 1 d . . . . .
C21 C 0.2721(5) 0.2569(3) -0.05008(17) 0.0293(8) Uani 1 1 d . . . . .
C22 C 0.2181(5) 0.4459(3) 0.01110(17) 0.0302(8) Uani 1 1 d . . . . .
C23 C 0.3778(4) 0.4869(3) 0.06677(16) 0.0283(7) Uani 1 1 d . . . . .
C24 C 0.4869(4) 0.5039(3) 0.18831(15) 0.0214(6) Uani 1 1 d . . . . .
C25 C 0.4346(4) 0.4866(3) 0.25604(16) 0.0222(7) Uani 1 1 d . . . . .
C26 C 0.3092(4) 0.8306(3) 0.53500(15) 0.0205(6) Uani 1 1 d . . . . .
C27 C 0.1537(5) 0.8739(4) 0.49339(19) 0.0309(8) Uani 1 1 d . . . . .
O1S O -0.0102(3) 0.43467(19) 0.73297(11) 0.0310(5) Uani 1 1 d . . . . .
O2S O -0.0129(3) 0.2143(2) 0.78106(11) 0.0308(5) Uani 1 1 d . . . . .
C1S C 0.0109(5) 0.4292(3) 0.80641(17) 0.0291(7) Uani 1 1 d . . . . .
C2S C -0.0774(5) 0.3166(3) 0.81703(18) 0.0307(8) Uani 1 1 d . . . . .
C3S C -0.0388(5) 0.2190(3) 0.70745(17) 0.0292(7) Uani 1 1 d . . . . .
C4S C 0.0514(5) 0.3314(3) 0.69634(19) 0.0317(8) Uani 1 1 d . . . . .
O1W O 0.0798(3) 0.2619(2) 0.11866(14) 0.0333(6) Uani 1 1 d . . . . .
O2W O 0.5016(3) 0.1981(2) 0.12155(15) 0.0352(6) Uani 1 1 d . . . . .
O3W O 0.7448(4) 0.3390(2) 0.08014(13) 0.0369(6) Uani 1 1 d . . . . .
H1WA H 0.108(6) 0.253(4) 0.075(2) 0.075(15) Uiso 1 1 d . . . . .
H1WB H 0.171(8) 0.296(6) 0.151(3) 0.14(3) Uiso 1 1 d . . . . .
H2WA H 0.415(5) 0.161(3) 0.0871(19) 0.042(11) Uiso 1 1 d . . . . .
H2WB H 0.460(7) 0.213(5) 0.153(3) 0.09(2) Uiso 1 1 d . . . . .
H3WA H 0.849(5) 0.320(3) 0.0904(19) 0.047(12) Uiso 1 1 d . . . . .
H3WB H 0.674(6) 0.282(4) 0.099(2) 0.072(14) Uiso 1 1 d . . . . .
H2A H 0.072(4) 0.671(3) 0.7654(14) 0.018(8) Uiso 1 1 d . . . . .
H3A H 0.077(4) 0.876(3) 0.8190(16) 0.031(9) Uiso 1 1 d . . . . .
H4A H 0.167(4) 1.035(3) 0.7618(15) 0.023(8) Uiso 1 1 d . . . . .
H5A H 0.251(4) 0.979(3) 0.6551(15) 0.024(8) Uiso 1 1 d . . . . .
H8A H 0.299(4) 0.611(3) 0.4684(16) 0.031(9) Uiso 1 1 d . . . . .
H9A H 0.231(4) 0.404(3) 0.5218(14) 0.016(8) Uiso 1 1 d . . . . .
H11A H 0.220(4) 0.207(3) 0.4620(16) 0.031(9) Uiso 1 1 d . . . . .
H12A H 0.252(4) 0.078(3) 0.3602(14) 0.017(8) Uiso 1 1 d . . . . .
H15A H 0.351(3) 0.489(3) 0.3718(13) 0.008(7) Uiso 1 1 d . . . . .
H16A H 0.192(4) -0.015(3) 0.2368(15) 0.024(8) Uiso 1 1 d . . . . .
H16B H 0.381(4) -0.016(3) 0.2785(14) 0.015(7) Uiso 1 1 d . . . . .
H17A H 0.485(4) -0.021(3) 0.1719(14) 0.019(8) Uiso 1 1 d . . . . .
H17B H 0.368(4) -0.139(3) 0.1751(16) 0.029(9) Uiso 1 1 d . . . . .
H18A H 0.288(4) -0.173(3) 0.0419(17) 0.040(10) Uiso 1 1 d . . . . .
H18B H 0.440(4) -0.070(3) 0.0546(15) 0.028(9) Uiso 1 1 d . . . . .
H19A H 0.255(3) -0.089(3) -0.0558(14) 0.014(7) Uiso 1 1 d . . . . .
H19B H 0.094(4) -0.063(3) -0.0159(15) 0.027(9) Uiso 1 1 d . . . . .
H20A H 0.078(4) 0.116(2) -0.0814(13) 0.011(7) Uiso 1 1 d . . . . .
H20B H 0.248(4) 0.085(3) -0.1057(17) 0.037(10) Uiso 1 1 d . . . . .
H21A H 0.400(4) 0.267(3) -0.0268(14) 0.018(8) Uiso 1 1 d . . . . .
H21B H 0.264(4) 0.282(3) -0.0953(17) 0.031(9) Uiso 1 1 d . . . . .
H22A H 0.118(4) 0.475(3) 0.0270(15) 0.024(8) Uiso 1 1 d . . . . .
H22B H 0.237(4) 0.478(3) -0.0323(18) 0.046(10) Uiso 1 1 d . . . . .
H23A H 0.480(4) 0.443(3) 0.0585(13) 0.012(7) Uiso 1 1 d . . . . .
H23B H 0.409(4) 0.572(3) 0.0678(16) 0.031(9) Uiso 1 1 d . . . . .
H24A H 0.530(4) 0.593(3) 0.1928(14) 0.014(7) Uiso 1 1 d . . . . .
H24B H 0.586(4) 0.451(3) 0.1790(14) 0.022(8) Uiso 1 1 d . . . . .
H25A H 0.528(5) 0.521(3) 0.2968(17) 0.040(10) Uiso 1 1 d . . . . .
H25B H 0.333(4) 0.531(3) 0.2612(15) 0.029(9) Uiso 1 1 d . . . . .
H26A H 0.382(4) 0.790(3) 0.5052(16) 0.027(9) Uiso 1 1 d . . . . .
H26B H 0.380(4) 0.900(3) 0.5651(14) 0.015(7) Uiso 1 1 d . . . . .
H27A H 0.191(4) 0.920(3) 0.4592(17) 0.039(10) Uiso 1 1 d . . . . .
H27B H 0.085(4) 0.919(3) 0.5200(17) 0.035(10) Uiso 1 1 d . . . . .
H27C H 0.087(4) 0.808(3) 0.4636(16) 0.029(9) Uiso 1 1 d . . . . .
H1SA H -0.035(5) 0.497(4) 0.832(2) 0.064(13) Uiso 1 1 d . . . . .
H1SB H 0.138(5) 0.435(3) 0.8278(16) 0.033(9) Uiso 1 1 d . . . . .
H2SA H -0.061(4) 0.308(3) 0.8690(17) 0.040(10) Uiso 1 1 d . . . . .
H2SB H -0.200(4) 0.313(3) 0.7980(15) 0.025(9) Uiso 1 1 d . . . . .
H3SA H -0.169(4) 0.213(3) 0.6880(15) 0.027(9) Uiso 1 1 d . . . . .
H3SB H 0.005(4) 0.139(3) 0.6833(17) 0.039(10) Uiso 1 1 d . . . . .
H4SA H 0.183(4) 0.339(3) 0.7160(16) 0.034(9) Uiso 1 1 d . . . . .
H4SB H 0.031(4) 0.345(3) 0.6455(17) 0.031(9) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Cl1 O14 1.435(2) . ?
Cl1 O12 1.436(2) . ?
Cl1 O13 1.438(2) . ?
Cl1 O11 1.438(2) . ?
S1 C7 1.725(3) . ?
S1 C1 1.728(3) . ?
O1 C13 1.357(3) . ?
O1 C16 1.445(4) . ?
O2 C17 1.418(4) . ?
O2 C18 1.432(4) . ?
O3 C19 1.423(4) . ?
O3 C20 1.430(4) . ?
O4 C21 1.417(4) . ?
O4 C22 1.426(4) . ?
O5 C23 1.423(3) . ?
O5 C24 1.424(4) . ?
O6 C14 1.364(3) . ?
O6 C25 1.439(4) . ?
N1 C7 1.328(4) . ?
N1 C6 1.413(3) . ?
N1 C26 1.484(4) . ?
C1 C6 1.390(4) . ?
C1 C2 1.396(4) . ?
C2 C3 1.383(4) . ?
C3 C4 1.385(4) . ?
C4 C5 1.380(4) . ?
C5 C6 1.386(4) . ?
C7 C8 1.440(4) . ?
C8 C9 1.335(4) . ?
C9 C10 1.458(4) . ?
C10 C11 1.391(4) . ?
C10 C15 1.409(4) . ?
C11 C12 1.384(4) . ?
C12 C13 1.389(4) . ?
C13 C14 1.411(4) . ?
C14 C15 1.379(4) . ?
C16 C17 1.488(4) . ?
C18 C19 1.497(5) . ?
C20 C21 1.490(5) . ?
C22 C23 1.509(5) . ?
C24 C25 1.501(4) . ?
C26 C27 1.515(5) . ?
O1S C4S 1.430(4) . ?
O1S C1S 1.434(4) . ?
O2S C2S 1.428(4) . ?
O2S C3S 1.434(4) . ?
C1S C2S 1.490(5) . ?
C3S C4S 1.499(5) . ?

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
O14 Cl1 O12 109.45(15) . . ?
O14 Cl1 O13 109.63(13) . . ?
O12 Cl1 O13 109.97(14) . . ?
O14 Cl1 O11 109.10(15) . . ?
O12 Cl1 O11 109.46(13) . . ?
O13 Cl1 O11 109.23(14) . . ?
C7 S1 C1 91.08(14) . . ?
C13 O1 C16 117.4(2) . . ?
C17 O2 C18 110.5(2) . . ?
C19 O3 C20 113.2(2) . . ?
C21 O4 C22 113.8(3) . . ?
C23 O5 C24 112.0(2) . . ?
C14 O6 C25 116.3(2) . . ?
C7 N1 C6 114.2(2) . . ?
C7 N1 C26 124.8(2) . . ?
C6 N1 C26 121.0(2) . . ?
C6 C1 C2 120.7(3) . . ?
C6 C1 S1 111.1(2) . . ?
C2 C1 S1 128.1(2) . . ?
C3 C2 C1 117.3(3) . . ?
C2 C3 C4 121.5(3) . . ?
C5 C4 C3 121.5(3) . . ?
C4 C5 C6 117.3(3) . . ?
C5 C6 C1 121.6(3) . . ?
C5 C6 N1 127.0(3) . . ?
C1 C6 N1 111.3(3) . . ?
N1 C7 C8 125.4(3) . . ?
N1 C7 S1 112.3(2) . . ?
C8 C7 S1 122.3(2) . . ?
C9 C8 C7 122.8(3) . . ?
C8 C9 C10 127.3(3) . . ?
C11 C10 C15 119.2(3) . . ?
C11 C10 C9 119.2(3) . . ?
C15 C10 C9 121.5(3) . . ?
C12 C11 C10 120.9(3) . . ?
C11 C12 C13 120.1(3) . . ?
O1 C13 C12 125.2(3) . . ?
O1 C13 C14 115.4(2) . . ?
C12 C13 C14 119.5(3) . . ?
O6 C14 C15 124.7(3) . . ?
O6 C14 C13 115.0(2) . . ?
C15 C14 C13 120.3(3) . . ?
C14 C15 C10 120.0(3) . . ?
O1 C16 C17 108.4(3) . . ?
O2 C17 C16 110.9(3) . . ?
O2 C18 C19 109.8(3) . . ?
O3 C19 C18 108.1(3) . . ?
O3 C20 C21 108.3(3) . . ?
O4 C21 C20 108.8(3) . . ?
O4 C22 C23 114.6(3) . . ?
O5 C23 C22 108.4(3) . . ?
O5 C24 C25 108.2(2) . . ?
O6 C25 C24 108.0(2) . . ?
N1 C26 C27 110.8(3) . . ?
C4S O1S C1S 109.3(3) . . ?
C2S O2S C3S 108.5(2) . . ?
O1S C1S C2S 111.2(3) . . ?
O2S C2S C1S 111.1(3) . . ?
O2S C3S C4S 110.5(3) . . ?
O1S C4S C3S 111.0(3) . . ?

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
O1W H1WA O4 0.92(4) 1.99(5) 2.826(3) 152(4) .
O1W H1WB O5 0.89(7) 2.44(7) 2.990(3) 121(5) .
O1W H1WB O6 0.89(7) 2.42(7) 3.294(3) 168(5) .
O2W H2WA O3 0.90(4) 1.99(4) 2.875(3) 167(3) .
O2W H2WB O1 0.74(5) 2.46(5) 3.095(3) 145(5) .
O2W H2WB O6 0.74(5) 2.49(5) 3.159(3) 151(6) .
O3W H3WB O2W 1.00(5) 1.77(5) 2.755(4) 165(4) .
O3W H3WA O1W 0.87(4) 2.00(4) 2.867(4) 174(4) 1_655

_refine_diff_density_max         0.378
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.080


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method 'MeCN, benzene, dioxane'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_complex_1d-2a
_database_code_depnum_ccdc_archive 'CCDC 1430270'
_audit_update_record             
;
2016-06-15 deposited with the CCDC.
2016-06-22 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_ATOM007_complex_1d-2a       
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: The structure has very poor quality. This circumstance did not allow us to refine it with an anisotropic approximation for non-hydrogen atoms.
;
_vrf_RFACR01_complex_1d-2a       
;
PROBLEM: The value of the weighted R factor is > 0.45
RESPONSE: The crystals of this supramolecular complex are very unstable on air. They easily decompose to lose solvent molecules. The crystal structure shows a strong disorder of almost all structural units and involves the solvate molecules with not full occupations. For these reasons the experimental data contain many weak reflections that are measured with large errors. These facts result in a considerable reduction of accuracy of the structure.
;
_vrf_PLAT026_complex_1d-2a       
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..         27 %
RESPONSE: This crystal has very poor reflecting ability due to high disorder of all structural units. This is an immanent property of such supramolecular structures.
;
_vrf_PLAT084_complex_1d-2a       
;
PROBLEM: High wR2 Value (i.e. &gt; 0.25) ...................       0.51 Report
RESPONSE: This supramolecular structure gives very poor crystals which easily decompose on air. The structure involves four independent cations, one of which having a disordered crown-ether fragment, two cations reveal a ?pedal disorder?, and all six perchlorate anions are strongly disordered. In addition this structure also contains solvate water and benzene molecules with partial occupations. Undoubtedly, this structure should be of a low quality.
;
_vrf_PLAT201_complex_1d-2a       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......        104 Report
RESPONSE: The structure has very poor quality. This circumstance did not allow us to refine it with an anisotropic approximation for non-hydrogen atoms.
;
# Added during the CSD deposition process: Wednesday 15 June 2016 08:48 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'complex between 1-(3-ammoniopropyl)-4-{(E)-2-[4-(methylthio)-phenyl]vinyl}pyridinium diperchlorate and 4-[(E)-2-(2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin-18-yl)vinyl]-1-ethylpyridiniumperchlorate, benzene and water solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'6(Cl O4), 2(C25 H34 N O6), 2(C17 H22 N2 S), 1.4(C6 H6), 1.4(H2 O)'
_chemical_formula_sum            'C46.20 H61.60 Cl3 N3 O18.70 S'
_chemical_formula_weight         1096.59

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   37.878(8)
_cell_length_b                   16.492(3)
_cell_length_c                   35.710(7)
_cell_angle_alpha                90
_cell_angle_beta                 106.404(3)
_cell_angle_gamma                90
_cell_volume                     21399(8)
_cell_formula_units_Z            16
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4167
_cell_measurement_theta_min      2.111
_cell_measurement_theta_max      18.000

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_F_000             9222
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.284
_shelx_estimated_absorpt_T_min   0.895
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX II'
_diffrn_measurement_method       /W
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            100229
_diffrn_reflns_av_unetI/netI     0.2262
_diffrn_reflns_av_R_equivalents  0.2225
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_theta_min         2.035
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             23352
_reflns_number_gt                6415
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         23352
_refine_ls_number_parameters     764
_refine_ls_number_restraints     3580
_refine_ls_R_factor_all          0.3957
_refine_ls_R_factor_gt           0.1843
_refine_ls_wR_factor_ref         0.5145
_refine_ls_wR_factor_gt          0.4584
_refine_ls_goodness_of_fit_ref   1.180
_refine_ls_restrained_S_all      1.520
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O11 O 0.1697(3) 0.3606(7) 0.0401(3) 0.172(5) Uiso 1 1 d D . . . .
O12 O 0.1734(2) 0.4020(6) -0.0194(2) 0.112(3) Uiso 1 1 d D . . . .
Cl1 Cl 0.15251(19) 0.4083(4) 0.00951(15) 0.056(2) Uiso 0.539(15) 1 d D . P A 1
O13 O 0.1177(3) 0.3757(9) -0.0077(4) 0.095(6) Uiso 0.539(15) 1 d D . P A 1
O14 O 0.1498(5) 0.4890(6) 0.0170(4) 0.114(8) Uiso 0.539(15) 1 d D . P A 1
Cl1' Cl 0.1649(3) 0.4319(6) 0.0118(2) 0.074(3) Uiso 0.461(15) 1 d D . P A 2
O13' O 0.1932(6) 0.4820(11) 0.0341(5) 0.176(13) Uiso 0.461(15) 1 d D . P A 2
O14' O 0.1313(5) 0.4614(14) 0.0085(6) 0.164(13) Uiso 0.461(15) 1 d D . P A 2
O21 O 0.2400(4) 0.3427(7) 0.2725(4) 0.219(7) Uiso 1 1 d D . . . .
Cl2 Cl 0.2539(3) 0.4146(4) 0.25597(19) 0.071(2) Uiso 0.555(17) 1 d D . P B 1
O22 O 0.2477(6) 0.4791(8) 0.2786(5) 0.148(9) Uiso 0.555(17) 1 d D . P B 1
O23 O 0.2900(3) 0.3994(13) 0.2615(6) 0.167(10) Uiso 0.555(17) 1 d D . P B 1
O24 O 0.2332(4) 0.4203(11) 0.2173(3) 0.109(7) Uiso 0.555(17) 1 d D . P B 1
Cl2' Cl 0.2401(3) 0.4098(5) 0.2524(2) 0.068(3) Uiso 0.445(17) 1 d D . P B 2
O22' O 0.2375(8) 0.3909(16) 0.2124(4) 0.25(3) Uiso 0.445(17) 1 d D . P B 2
O23' O 0.2106(5) 0.4614(12) 0.2514(7) 0.161(13) Uiso 0.445(17) 1 d D . P B 2
O24' O 0.2734(5) 0.4561(11) 0.2649(6) 0.110(9) Uiso 0.445(17) 1 d D . P B 2
O31 O 0.0855(3) 0.6352(8) 0.2511(3) 0.177(5) Uiso 1 1 d D . . . .
O32 O 0.1085(3) 0.5459(6) 0.3037(3) 0.146(4) Uiso 1 1 d D . . . .
Cl3 Cl 0.11686(15) 0.6060(3) 0.27936(13) 0.0554(17) Uiso 0.728(17) 1 d D . P C
1
O33 O 0.1380(4) 0.6675(7) 0.2992(4) 0.149(8) Uiso 0.728(17) 1 d D . P C 1
O34 O 0.1377(3) 0.5652(8) 0.2572(4) 0.119(6) Uiso 0.728(17) 1 d D . P C 1
Cl3' Cl 0.1090(4) 0.6176(7) 0.2841(3) 0.059(5) Uiso 0.272(17) 1 d D . P C 2
O33' O 0.1029(10) 0.6785(11) 0.3127(6) 0.17(2) Uiso 0.272(17) 1 d D . P C 2
O34' O 0.1464(4) 0.6321(18) 0.2857(8) 0.112(16) Uiso 0.272(17) 1 d D . P C 2
Cl4 Cl 0.14517(19) 0.9124(3) 0.00731(13) 0.0493(19) Uiso 0.586(14) 1 d D . P D
1
O41 O 0.1292(4) 0.9877(6) -0.0001(4) 0.078(5) Uiso 0.586(14) 1 d D . P D 1
O42 O 0.1727(5) 0.9059(13) -0.0135(5) 0.172(10) Uiso 0.586(14) 1 d D . P D 1
O43 O 0.1642(4) 0.9011(8) 0.0471(3) 0.088(5) Uiso 0.586(14) 1 d D . P D 1
O44 O 0.1200(4) 0.8515(8) -0.0056(4) 0.118(7) Uiso 0.586(14) 1 d D . P D 1
Cl4' Cl 0.1642(4) 0.9105(5) 0.0062(2) 0.077(3) Uiso 0.414(14) 1 d D . P D 2
O41' O 0.1369(6) 0.9699(13) 0.0048(8) 0.156(16) Uiso 0.414(14) 1 d D . P D 2
O42' O 0.1822(6) 0.8916(12) 0.0445(4) 0.094(8) Uiso 0.414(14) 1 d D . P D 2
O43' O 0.1892(6) 0.9436(14) -0.0119(6) 0.137(11) Uiso 0.414(14) 1 d D . P D 2
O44' O 0.1470(6) 0.8430(9) -0.0150(5) 0.090(8) Uiso 0.414(14) 1 d D . P D 2
Cl5 Cl 0.00419(12) 0.6872(3) 0.01554(12) 0.1118(13) Uiso 1 1 d D . . . .
O51 O 0.0177(3) 0.7436(6) 0.0466(3) 0.131(4) Uiso 1 1 d D . . . .
O52 O -0.0189(5) 0.7285(9) -0.0158(4) 0.106(8) Uiso 0.59(4) 1 d D . P E 1
O53 O -0.0158(6) 0.6291(10) 0.0307(4) 0.124(10) Uiso 0.59(4) 1 d D . P E 1
O54 O 0.0332(4) 0.6478(14) 0.0062(6) 0.119(8) Uiso 0.59(4) 1 d D . P E 1
O52' O -0.0289(5) 0.7149(16) -0.0095(6) 0.116(12) Uiso 0.41(4) 1 d D . P E 2
O53' O 0.0013(11) 0.6099(9) 0.0279(7) 0.23(2) Uiso 0.41(4) 1 d D . P E 2
O54' O 0.0318(5) 0.690(2) -0.0052(6) 0.097(11) Uiso 0.41(4) 1 d D . P E 2
Cl6 Cl 0.08321(11) 0.1142(3) 0.25900(12) 0.1082(13) Uiso 1 1 d D . . . .
O61 O 0.1007(2) 0.1088(5) 0.3004(2) 0.090(3) Uiso 1 1 d D . . . .
O62 O 0.0807(5) 0.0400(6) 0.2414(4) 0.101(6) Uiso 0.61(2) 1 d D . P F 1
O63 O 0.0460(3) 0.1398(12) 0.2561(5) 0.151(10) Uiso 0.61(2) 1 d D . P F 1
O64 O 0.1007(5) 0.1712(10) 0.2439(4) 0.140(9) Uiso 0.61(2) 1 d D . P F 1
O65 O 0.0687(9) 0.1899(10) 0.2489(6) 0.186(18) Uiso 0.39(2) 1 d D . P F 2
O66 O 0.1147(5) 0.106(2) 0.2436(6) 0.22(2) Uiso 0.39(2) 1 d D . P F 2
O67 O 0.0610(6) 0.0508(11) 0.2470(5) 0.100(10) Uiso 0.39(2) 1 d D . P F 2
O1 O -0.08035(17) 0.8370(4) 0.16608(18) 0.0513(17) Uiso 1 1 d . . . . .
O2 O -0.1497(2) 0.8541(5) 0.1785(2) 0.079(2) Uiso 1 1 d . . . . .
O5 O -0.13582(19) 0.8027(4) 0.0356(2) 0.064(2) Uiso 1 1 d D . . . .
O6 O -0.07308(16) 0.8061(4) 0.09745(17) 0.0427(16) Uiso 1 1 d . . . . .
N1 N 0.1447(2) 0.4861(5) 0.1302(2) 0.054(2) Uiso 1 1 d . . . . .
C1 C 0.1183(3) 0.5028(6) 0.0977(3) 0.057(3) Uiso 1 1 d . . . . .
H1A H 0.1228 0.4878 0.0737 0.068 Uiso 1 1 calc R U . . .
C2 C 0.0861(3) 0.5388(7) 0.0955(3) 0.065(3) Uiso 1 1 d . . . . .
H2A H 0.0684 0.5465 0.0710 0.077 Uiso 1 1 calc R U . . .
C3 C 0.0790(3) 0.5646(7) 0.1296(3) 0.064(3) Uiso 1 1 d . . . . .
C4 C 0.1062(3) 0.5464(7) 0.1636(3) 0.065(3) Uiso 1 1 d . . . . .
H4A H 0.1022 0.5616 0.1877 0.078 Uiso 1 1 calc R U . . .
C5 C 0.1386(3) 0.5077(7) 0.1647(3) 0.065(3) Uiso 1 1 d . . . . .
H5A H 0.1563 0.4964 0.1888 0.078 Uiso 1 1 calc R U . . .
C6 C 0.0441(3) 0.6117(6) 0.1279(3) 0.056(3) Uiso 1 1 d . . . . .
H6A H 0.0267 0.6197 0.1032 0.067 Uiso 1 1 calc R U . . .
C7 C 0.0373(3) 0.6404(7) 0.1577(4) 0.069(3) Uiso 1 1 d . . . . .
H7A H 0.0542 0.6263 0.1820 0.083 Uiso 1 1 calc R U . . .
C8 C 0.0069(3) 0.6924(6) 0.1599(3) 0.055(3) Uiso 1 1 d . . . . .
C9 C 0.0030(3) 0.7116(7) 0.1945(4) 0.074(3) Uiso 1 1 d . . . . .
H9A H 0.0201 0.6909 0.2173 0.089 Uiso 1 1 calc R U . . .
C10 C -0.0255(3) 0.7613(7) 0.1982(3) 0.062(3) Uiso 1 1 d . . . . .
H10A H -0.0272 0.7750 0.2235 0.075 Uiso 1 1 calc R U . . .
C11 C -0.0510(3) 0.7906(6) 0.1660(3) 0.048(2) Uiso 1 1 d . . . . .
C12 C -0.0473(3) 0.7733(6) 0.1287(3) 0.048(2) Uiso 1 1 d . . . . .
C13 C -0.0188(3) 0.7228(6) 0.1257(3) 0.051(3) Uiso 1 1 d . . . . .
H13A H -0.0165 0.7086 0.1007 0.061 Uiso 1 1 calc R U . . .
C14 C -0.0860(3) 0.8561(7) 0.2043(3) 0.068(3) Uiso 1 1 d . . . . .
H14A H -0.0870 0.8053 0.2187 0.082 Uiso 1 1 calc R U . . .
H14B H -0.0652 0.8891 0.2199 0.082 Uiso 1 1 calc R U . . .
C15 C -0.1200(3) 0.9004(7) 0.1986(3) 0.065(3) Uiso 1 1 d . . . . .
H15A H -0.1231 0.9158 0.2243 0.078 Uiso 1 1 calc R U . . .
H15B H -0.1191 0.9508 0.1838 0.078 Uiso 1 1 calc R U . . .
C16 C -0.1833(3) 0.8873(8) 0.1782(4) 0.083(4) Uiso 1 1 d . . . . .
H16A H -0.1834 0.9012 0.2052 0.100 Uiso 1 1 calc R U . . .
H16B H -0.1878 0.9375 0.1624 0.100 Uiso 1 1 calc R U . . .
C17 C -0.2094(5) 0.8343(12) 0.1634(5) 0.144(7) Uiso 1 1 d D . . . .
H17A H -0.2329 0.8604 0.1635 0.173 Uiso 1 1 calc R U . G 1
H17B H -0.2056 0.7888 0.1822 0.173 Uiso 1 1 calc R U . G 1
O3 O -0.2151(4) 0.7998(10) 0.1269(4) 0.096(6) Uiso 0.665(18) 1 d D . P H 1
C18 C -0.2300(7) 0.8628(13) 0.0992(7) 0.101(8) Uiso 0.665(18) 1 d D . P H 1
H18A H -0.2117 0.9064 0.1007 0.121 Uiso 0.665(18) 1 calc R U P H 1
H18B H -0.2523 0.8865 0.1040 0.121 Uiso 0.665(18) 1 calc R U P H 1
C19 C -0.2388(5) 0.8224(14) 0.0614(8) 0.091(7) Uiso 0.665(18) 1 d D . P H 1
H19A H -0.2602 0.8478 0.0423 0.109 Uiso 0.665(18) 1 calc R U P H 1
H19B H -0.2435 0.7638 0.0635 0.109 Uiso 0.665(18) 1 calc R U P H 1
O4 O -0.2039(3) 0.8378(9) 0.0516(4) 0.082(5) Uiso 0.665(18) 1 d D . P H 1
C20 C -0.2014(5) 0.8003(12) 0.0148(6) 0.079(7) Uiso 0.665(18) 1 d D . P H 1
H20A H -0.1995 0.7406 0.0175 0.095 Uiso 0.665(18) 1 calc R U P H 1
H20B H -0.2234 0.8137 -0.0069 0.095 Uiso 0.665(18) 1 calc R U P H 1
C21 C -0.1684(4) 0.8339(14) 0.0077(6) 0.067(7) Uiso 0.665(18) 1 d D . P H 1
H21A H -0.1678 0.8199 -0.0190 0.081 Uiso 0.665(18) 1 calc R U P H 1
H21B H -0.1688 0.8938 0.0098 0.081 Uiso 0.665(18) 1 calc R U P H 1
O3" O -0.2135(9) 0.840(3) 0.1207(5) 0.131(14) Uiso 0.335(18) 1 d D . P H 2
C18" C -0.2420(7) 0.8343(19) 0.0834(7) 0.036(8) Uiso 0.335(18) 1 d D . P H 2
H18C H -0.2617 0.8718 0.0857 0.044 Uiso 0.335(18) 1 calc R U P H 2
H18D H -0.2523 0.7790 0.0827 0.044 Uiso 0.335(18) 1 calc R U P H 2
C19" C -0.2381(10) 0.848(3) 0.0439(9) 0.095(15) Uiso 0.335(18) 1 d D . P H 2
H19C H -0.2614 0.8303 0.0249 0.114 Uiso 0.335(18) 1 calc R U P H 2
H19D H -0.2361 0.9073 0.0405 0.114 Uiso 0.335(18) 1 calc R U P H 2
O4" O -0.2077(6) 0.8096(15) 0.0326(9) 0.058(7) Uiso 0.335(18) 1 d D . P H 2
C20" C -0.1942(12) 0.857(2) 0.0056(13) 0.111(17) Uiso 0.335(18) 1 d D . P H 2
H20C H -0.1865 0.9115 0.0168 0.133 Uiso 0.335(18) 1 calc R U P H 2
H20D H -0.2139 0.8646 -0.0191 0.133 Uiso 0.335(18) 1 calc R U P H 2
C21" C -0.1631(8) 0.816(3) -0.0021(7) 0.060(13) Uiso 0.335(18) 1 d D . P H 2
H21C H -0.1524 0.8496 -0.0192 0.072 Uiso 0.335(18) 1 calc R U P H 2
H21D H -0.1710 0.7636 -0.0153 0.072 Uiso 0.335(18) 1 calc R U P H 2
C22 C -0.1013(3) 0.8254(6) 0.0298(3) 0.055(3) Uiso 1 1 d . . . . .
H22A H -0.0984 0.8850 0.0319 0.067 Uiso 1 1 calc R U . . .
H22B H -0.1007 0.8091 0.0033 0.067 Uiso 1 1 calc R U . . .
C23 C -0.0710(3) 0.7860(6) 0.0591(3) 0.056(3) Uiso 1 1 d . . . . .
H23A H -0.0727 0.7264 0.0555 0.067 Uiso 1 1 calc R U . . .
H23B H -0.0472 0.8042 0.0559 0.067 Uiso 1 1 calc R U . . .
C24 C 0.1809(3) 0.4548(6) 0.1275(3) 0.051(3) Uiso 1 1 d . . . . .
H24A H 0.1768 0.4167 0.1053 0.061 Uiso 1 1 calc R U . . .
H24B H 0.1932 0.4248 0.1517 0.061 Uiso 1 1 calc R U . . .
C25 C 0.2057(3) 0.5234(7) 0.1220(3) 0.071(3) Uiso 1 1 d . . . . .
H25A H 0.2259 0.5012 0.1130 0.107 Uiso 1 1 calc R U . . .
H25B H 0.2158 0.5516 0.1468 0.107 Uiso 1 1 calc R U . . .
H25C H 0.1914 0.5615 0.1025 0.107 Uiso 1 1 calc R U . . .
S1 S 0.18830(10) 0.2179(2) 0.13304(11) 0.0901(11) Uiso 1 1 d . . . . .
N2 N -0.1470(2) 0.7603(5) 0.1095(3) 0.063(2) Uiso 1 1 d . . . . .
H1 H -0.1679 0.7830 0.1128 0.094 Uiso 1 1 calc R U . . .
H2 H -0.1431 0.7794 0.0871 0.094 Uiso 1 1 calc R U . . .
H3 H -0.1275 0.7733 0.1302 0.094 Uiso 1 1 calc R U . . .
N3 N -0.0832(2) 0.5040(5) 0.1068(2) 0.047(2) Uiso 1 1 d . . . . .
C26 C -0.1513(3) 0.6717(6) 0.1070(3) 0.057(3) Uiso 1 1 d . . . . .
H26A H -0.1704 0.6570 0.0827 0.069 Uiso 1 1 calc R U . . .
H26B H -0.1593 0.6516 0.1294 0.069 Uiso 1 1 calc R U . . .
C27 C -0.1156(3) 0.6328(6) 0.1072(3) 0.050(3) Uiso 1 1 d . . . . .
H27A H -0.0966 0.6475 0.1316 0.060 Uiso 1 1 calc R U . . .
H27B H -0.1075 0.6534 0.0849 0.060 Uiso 1 1 calc R U . . .
C28 C -0.1193(3) 0.5392(6) 0.1043(3) 0.054(3) Uiso 1 1 d . . . . .
H28A H -0.1284 0.5183 0.1258 0.065 Uiso 1 1 calc R U . . .
H28B H -0.1371 0.5239 0.0793 0.065 Uiso 1 1 calc R U . . .
C29 C -0.0738(3) 0.4879(7) 0.0736(4) 0.079(4) Uiso 1 1 d . . . . .
H29A H -0.0909 0.5006 0.0493 0.095 Uiso 1 1 calc R U . . .
C30 C -0.0406(4) 0.4542(8) 0.0734(4) 0.087(4) Uiso 1 1 d . . . . .
H30A H -0.0350 0.4453 0.0495 0.104 Uiso 1 1 calc R U . . .
C31 C -0.0165(3) 0.4340(7) 0.1072(3) 0.067(3) Uiso 1 1 d . . . . .
C32 C -0.0252(3) 0.4500(7) 0.1421(3) 0.068(3) Uiso 1 1 d . . . . .
H32A H -0.0085 0.4361 0.1665 0.082 Uiso 1 1 calc R U . . .
C33 C -0.0591(3) 0.4871(7) 0.1404(3) 0.062(3) Uiso 1 1 d . . . . .
H33A H -0.0647 0.5002 0.1640 0.074 Uiso 1 1 calc R U . . .
C34 C 0.0189(3) 0.3945(7) 0.1055(4) 0.067(3) Uiso 1 1 d . . . . .
H34A H 0.0224 0.3862 0.0805 0.081 Uiso 1 1 calc R U . . .
C35 C 0.0437(3) 0.3720(8) 0.1342(4) 0.080(4) Uiso 1 1 d . . . . .
H35A H 0.0399 0.3811 0.1591 0.096 Uiso 1 1 calc R U . . .
C36 C 0.0791(3) 0.3319(7) 0.1338(3) 0.059(3) Uiso 1 1 d . . . . .
C37 C 0.1036(3) 0.3092(7) 0.1673(4) 0.075(3) Uiso 1 1 d . . . . .
H37A H 0.0972 0.3160 0.1910 0.090 Uiso 1 1 calc R U . . .
C38 C 0.1369(3) 0.2771(7) 0.1691(4) 0.074(3) Uiso 1 1 d . . . . .
H38A H 0.1541 0.2671 0.1938 0.089 Uiso 1 1 calc R U . . .
C39 C 0.1460(3) 0.2588(6) 0.1350(3) 0.056(3) Uiso 1 1 d . . . . .
C40 C 0.1217(3) 0.2780(7) 0.0998(4) 0.070(3) Uiso 1 1 d . . . . .
H40A H 0.1277 0.2671 0.0762 0.084 Uiso 1 1 calc R U . . .
C41 C 0.0867(3) 0.3152(7) 0.0987(3) 0.062(3) Uiso 1 1 d . . . . .
H41A H 0.0693 0.3278 0.0745 0.074 Uiso 1 1 calc R U . . .
C42 C 0.2124(5) 0.1991(11) 0.1792(5) 0.129(6) Uiso 1 1 d . . . . .
H42A H 0.2379 0.1864 0.1802 0.194 Uiso 1 1 calc R U . . .
H42B H 0.2014 0.1529 0.1891 0.194 Uiso 1 1 calc R U . . .
H42C H 0.2118 0.2470 0.1953 0.194 Uiso 1 1 calc R U . . .
O1' O 0.1767(2) 0.6850(4) 0.1812(2) 0.065(2) Uiso 1 1 d . . . . .
O2' O 0.2524(3) 0.6659(6) 0.2039(3) 0.105(3) Uiso 1 1 d . . . . .
O3' O 0.3006(5) 0.7014(11) 0.1582(6) 0.198(6) Uiso 1 1 d . . . . .
O4' O 0.2594(4) 0.6714(9) 0.0789(5) 0.171(5) Uiso 1 1 d . . . . .
O5' O 0.1778(3) 0.7025(6) 0.0533(3) 0.100(3) Uiso 1 1 d . . . . .
O6' O 0.13986(19) 0.7046(4) 0.1091(2) 0.065(2) Uiso 1 1 d . . . . .
N4 N -0.0706(2) 1.0310(5) 0.1136(2) 0.055(2) Uiso 1 1 d . . . . .
C1' C -0.0559(3) 1.0120(7) 0.0849(4) 0.069(3) Uiso 1 1 d . . . . .
H1'A H -0.0671 1.0222 0.0580 0.083 Uiso 1 1 calc R U . I 1
C5' C -0.0519(3) 1.0196(7) 0.1508(4) 0.076(3) Uiso 1 1 d . . . . .
H5'A H -0.0660 1.0331 0.1681 0.091 Uiso 1 1 calc R U . J 1
C2' C -0.0195(5) 0.9725(11) 0.1013(7) 0.038(5) Uiso 0.53(3) 1 d D . P K 1
H2'A H -0.0074 0.9508 0.0835 0.045 Uiso 0.53(3) 1 calc R U P K 1
C3' C -0.0017(5) 0.9655(12) 0.1416(6) 0.051(6) Uiso 0.53(3) 1 d D . P K 1
C4' C -0.0194(6) 0.9949(15) 0.1690(8) 0.065(7) Uiso 0.53(3) 1 d D . P K 1
H4'A H -0.0089 0.9961 0.1965 0.078 Uiso 0.53(3) 1 calc R U P K 1
C6' C 0.0332(6) 0.9200(14) 0.1550(7) 0.060(7) Uiso 0.53(3) 1 d . . P K 1
H6'A H 0.0464 0.9259 0.1817 0.073 Uiso 0.53(3) 1 calc R U P K 1
C7' C 0.0466(6) 0.8770(13) 0.1361(8) 0.048(6) Uiso 0.53(3) 1 d . . P K 1
H7'A H 0.0356 0.8720 0.1088 0.058 Uiso 0.53(3) 1 calc R U P K 1
C2" C -0.0256(6) 0.9751(13) 0.0828(8) 0.047(7) Uiso 0.47(3) 1 d D . P K 2
H2"A H -0.0195 0.9647 0.0592 0.057 Uiso 0.47(3) 1 calc R U P K 2
C3" C -0.0037(5) 0.9531(11) 0.1202(6) 0.033(6) Uiso 0.47(3) 1 d D . P K 2
C4" C -0.0171(6) 0.9712(14) 0.1524(7) 0.044(7) Uiso 0.47(3) 1 d D . P K 2
H4"A H -0.0032 0.9516 0.1772 0.052 Uiso 0.47(3) 1 calc R U P K 2
C6" C 0.0307(6) 0.9062(14) 0.1230(7) 0.047(7) Uiso 0.47(3) 1 d . . P K 2
H6"A H 0.0372 0.8941 0.0998 0.056 Uiso 0.47(3) 1 calc R U P K 2
C7" C 0.0539(6) 0.8793(14) 0.1591(8) 0.044(7) Uiso 0.47(3) 1 d . . P K 2
H7"A H 0.0502 0.8945 0.1834 0.053 Uiso 0.47(3) 1 calc R U P K 2
C8' C 0.0829(3) 0.8279(8) 0.1564(4) 0.074(3) Uiso 1 1 d . . . . .
C9' C 0.1026(3) 0.8136(8) 0.1933(4) 0.080(4) Uiso 1 1 d . . . . .
H9'A H 0.0946 0.8375 0.2137 0.096 Uiso 1 1 calc R U . . .
C10' C 0.1337(4) 0.7665(8) 0.2035(4) 0.088(4) Uiso 1 1 d . . . . .
H10B H 0.1465 0.7585 0.2302 0.106 Uiso 1 1 calc R U . . .
C11' C 0.1467(3) 0.7303(6) 0.1744(3) 0.056(3) Uiso 1 1 d . . . . .
C12' C 0.1262(3) 0.7417(6) 0.1357(3) 0.050(3) Uiso 1 1 d . . . . .
C13' C 0.0957(3) 0.7889(7) 0.1259(3) 0.062(3) Uiso 1 1 d . . . . .
H13B H 0.0826 0.7965 0.0993 0.074 Uiso 1 1 calc R U . . .
C14' C 0.1990(4) 0.6754(9) 0.2211(4) 0.095(4) Uiso 1 1 d . . . . .
H14C H 0.1844 0.6484 0.2365 0.113 Uiso 1 1 calc R U . . .
H14D H 0.2065 0.7293 0.2328 0.113 Uiso 1 1 calc R U . . .
C15' C 0.2323(4) 0.6260(9) 0.2228(4) 0.095(4) Uiso 1 1 d . . . . .
H15C H 0.2467 0.6172 0.2503 0.114 Uiso 1 1 calc R U . . .
H15D H 0.2251 0.5725 0.2104 0.114 Uiso 1 1 calc R U . . .
C16' C 0.2903(6) 0.6337(14) 0.2060(7) 0.163(8) Uiso 1 1 d . . . . .
H16C H 0.3022 0.6152 0.2330 0.195 Uiso 1 1 calc R U . . .
H16D H 0.2876 0.5859 0.1886 0.195 Uiso 1 1 calc R U . . .
C17' C 0.3127(8) 0.6888(17) 0.1957(9) 0.203(10) Uiso 1 1 d . . . . .
H17C H 0.3127 0.7403 0.2099 0.244 Uiso 1 1 calc R U . . .
H17D H 0.3382 0.6679 0.2024 0.244 Uiso 1 1 calc R U . . .
C18' C 0.3118(7) 0.6579(17) 0.1328(8) 0.193(10) Uiso 1 1 d . . . . .
H18E H 0.3053 0.6005 0.1355 0.232 Uiso 1 1 calc R U . . .
H18F H 0.3390 0.6612 0.1396 0.232 Uiso 1 1 calc R U . . .
C19' C 0.2977(4) 0.6798(10) 0.0941(5) 0.114(5) Uiso 1 1 d . . . . .
H19E H 0.3098 0.6463 0.0782 0.137 Uiso 1 1 calc R U . . .
H19F H 0.3043 0.7370 0.0912 0.137 Uiso 1 1 calc R U . . .
C20' C 0.2383(4) 0.6963(10) 0.0439(5) 0.107(5) Uiso 1 1 d . . . . .
H20E H 0.2515 0.6815 0.0246 0.128 Uiso 1 1 calc R U . . .
H20F H 0.2377 0.7562 0.0447 0.128 Uiso 1 1 calc R U . . .
C21' C 0.2004(5) 0.6695(13) 0.0279(6) 0.154(7) Uiso 1 1 d . . . . .
H21E H 0.1994 0.6095 0.0274 0.185 Uiso 1 1 calc R U . . .
H21F H 0.1905 0.6896 0.0008 0.185 Uiso 1 1 calc R U . . .
C22' C 0.1453(4) 0.6793(9) 0.0444(4) 0.101(5) Uiso 1 1 d . . . . .
H22C H 0.1448 0.6200 0.0487 0.121 Uiso 1 1 calc R U . . .
H22D H 0.1338 0.6896 0.0162 0.121 Uiso 1 1 calc R U . . .
C23' C 0.1215(4) 0.7242(8) 0.0693(4) 0.087(4) Uiso 1 1 d . . . . .
H23C H 0.1212 0.7835 0.0651 0.105 Uiso 1 1 calc R U . . .
H23D H 0.0959 0.7039 0.0618 0.105 Uiso 1 1 calc R U . . .
C24' C -0.1084(3) 1.0603(6) 0.1046(3) 0.052(3) Uiso 1 1 d . . . . .
H24C H -0.1134 1.0965 0.0816 0.062 Uiso 1 1 calc R U . . .
H24D H -0.1113 1.0924 0.1269 0.062 Uiso 1 1 calc R U . . .
C25' C -0.1358(3) 0.9921(6) 0.0964(3) 0.060(3) Uiso 1 1 d . . . . .
H25D H -0.1608 1.0145 0.0890 0.090 Uiso 1 1 calc R U . . .
H25E H -0.1321 0.9585 0.1198 0.090 Uiso 1 1 calc R U . . .
H25F H -0.1323 0.9590 0.0749 0.090 Uiso 1 1 calc R U . . .
S2 S -0.10908(8) 1.29725(19) 0.11699(9) 0.0689(9) Uiso 1 1 d . . . . .
N5 N 0.2207(3) 0.7470(6) 0.1305(3) 0.077(3) Uiso 1 1 d . . . . .
H4 H 0.2419 0.7212 0.1303 0.116 Uiso 1 1 calc R U . . .
H5 H 0.2023 0.7319 0.1092 0.116 Uiso 1 1 calc R U . . .
H6 H 0.2146 0.7334 0.1526 0.116 Uiso 1 1 calc R U . . .
N6 N 0.1604(2) 1.0054(5) 0.1315(2) 0.052(2) Uiso 1 1 d . . . . .
C26' C 0.2262(3) 0.8360(7) 0.1297(4) 0.074(3) Uiso 1 1 d . . . . .
H26C H 0.2308 0.8523 0.1048 0.088 Uiso 1 1 calc R U . . .
H26D H 0.2475 0.8527 0.1515 0.088 Uiso 1 1 calc R U . . .
C27' C 0.1902(3) 0.8767(6) 0.1338(3) 0.056(3) Uiso 1 1 d . . . . .
H27C H 0.1689 0.8599 0.1120 0.068 Uiso 1 1 calc R U . . .
H27D H 0.1857 0.8605 0.1587 0.068 Uiso 1 1 calc R U . . .
C28' C 0.1958(3) 0.9701(7) 0.1328(3) 0.063(3) Uiso 1 1 d . . . . .
H28C H 0.2149 0.9884 0.1565 0.075 Uiso 1 1 calc R U . . .
H28D H 0.2034 0.9859 0.1095 0.075 Uiso 1 1 calc R U . . .
C29' C 0.1502(3) 1.0162(7) 0.1635(4) 0.074(3) Uiso 1 1 d . . . . .
H29B H 0.1663 0.9986 0.1877 0.089 Uiso 1 1 calc R U . . .
C30' C 0.1185(4) 1.0507(9) 0.1637(4) 0.096(4) Uiso 1 1 d . . . . .
H30B H 0.1135 1.0574 0.1881 0.116 Uiso 1 1 calc R U . . .
C31' C 0.0937(4) 1.0761(9) 0.1321(5) 0.098(4) Uiso 1 1 d . . . . .
C32' C 0.1036(4) 1.0642(10) 0.0993(5) 0.110(5) Uiso 1 1 d . . . . .
H32B H 0.0871 1.0809 0.0752 0.132 Uiso 1 1 calc R U . . .
C33' C 0.1364(4) 1.0292(8) 0.0984(4) 0.086(4) Uiso 1 1 d . . . . .
H33B H 0.1419 1.0221 0.0742 0.103 Uiso 1 1 calc R U . . .
C34' C 0.0605(5) 1.1116(10) 0.1425(5) 0.052(5) Uiso 0.620(16) 1 d D . P L 1
H34B H 0.0591 1.1101 0.1686 0.063 Uiso 0.620(16) 1 calc R U P L 1
C35' C 0.0340(5) 1.1439(10) 0.1149(6) 0.056(5) Uiso 0.620(16) 1 d D . P L 1
H35B H 0.0362 1.1425 0.0890 0.067 Uiso 0.620(16) 1 calc R U P L 1
C42' C -0.1106(6) 1.3176(14) 0.1637(6) 0.089(7) Uiso 0.620(16) 1 d . . P L 1
H42D H -0.1345 1.3416 0.1629 0.134 Uiso 0.620(16) 1 calc R U P L 1
H42E H -0.0909 1.3556 0.1761 0.134 Uiso 0.620(16) 1 calc R U P L 1
H42F H -0.1073 1.2671 0.1788 0.134 Uiso 0.620(16) 1 calc R U P L 1
C34" C 0.0556(8) 1.1193(16) 0.1119(8) 0.052(8) Uiso 0.380(16) 1 d D . P L 2
H34C H 0.0459 1.1274 0.0845 0.063 Uiso 0.380(16) 1 calc R U P L 2
C35" C 0.0393(8) 1.1423(16) 0.1378(9) 0.049(8) Uiso 0.380(16) 1 d D . P L 2
H35C H 0.0500 1.1350 0.1650 0.059 Uiso 0.380(16) 1 calc R U P L 2
C42" C -0.1342(9) 1.311(2) 0.0709(10) 0.084(11) Uiso 0.380(16) 1 d . . P L 2
H17G H -0.1393 1.2585 0.0577 0.126 Uiso 0.380(16) 1 calc R U P L 2
H17H H -0.1206 1.3454 0.0574 0.126 Uiso 0.380(16) 1 calc R U P L 2
H17I H -0.1574 1.3375 0.0706 0.126 Uiso 0.380(16) 1 calc R U P L 2
C36' C 0.0017(3) 1.1817(7) 0.1209(3) 0.066(3) Uiso 1 1 d . . . . .
C37' C -0.0237(3) 1.2041(6) 0.0861(3) 0.063(3) Uiso 1 1 d . . . . .
H37B H -0.0178 1.1958 0.0623 0.075 Uiso 1 1 calc R U . . .
C38' C -0.0562(3) 1.2371(6) 0.0853(3) 0.060(3) Uiso 1 1 d . . . . .
H38B H -0.0728 1.2500 0.0607 0.071 Uiso 1 1 calc R U . . .
C39' C -0.0668(3) 1.2536(6) 0.1186(3) 0.055(3) Uiso 1 1 d . . . . .
C40' C -0.0409(3) 1.2334(6) 0.1543(3) 0.054(3) Uiso 1 1 d . . . . .
H40B H -0.0461 1.2447 0.1783 0.065 Uiso 1 1 calc R U . . .
C41' C -0.0081(3) 1.1973(7) 0.1544(3) 0.066(3) Uiso 1 1 d . . . . .
H41B H 0.0085 1.1826 0.1787 0.080 Uiso 1 1 calc R U . . .
C1S C 0.0373(5) 1.0026(10) 0.0095(5) 0.130(6) Uiso 1 1 d D . . . .
H1S H 0.0631 1.0037 0.0132 0.156 Uiso 1 1 calc R U . . .
C2S C 0.0192(5) 0.9293(11) 0.0080(5) 0.115(5) Uiso 1 1 d . . . . .
H2S H 0.0329 0.8813 0.0167 0.138 Uiso 1 1 calc R U . . .
C3S C -0.0175(4) 0.9253(9) -0.0056(4) 0.099(4) Uiso 1 1 d D . . . .
H3S H -0.0297 0.8748 -0.0125 0.119 Uiso 1 1 calc R U . . .
C4'S C 0.0179(3) 0.3491(11) 0.2493(7) 0.107(8) Uiso 0.72(4) 1 d D . P M 1
H4'S H 0.0301 0.2994 0.2478 0.128 Uiso 0.72(4) 1 calc R U P M 1
C5'S C 0.0364(4) 0.4229(12) 0.2500(10) 0.118(10) Uiso 0.72(4) 1 d D . P M 1
H5'S H 0.0613 0.4233 0.2496 0.141 Uiso 0.72(4) 1 calc R U P M 1
C6'S C 0.0187(3) 0.4930(10) 0.2511(6) 0.091(7) Uiso 0.72(4) 1 d D . P M 1
H6'S H 0.0317 0.5429 0.2533 0.109 Uiso 0.72(4) 1 calc R U P M 1
C4S C 0.0000 0.3233(16) 0.2500 0.020(13) Uiso 0.28(4) 2 d DS . P M 2
H4S H 0.0000 0.2657 0.2500 0.024 Uiso 0.28(4) 2 calc R U P M 2
C5S C 0.0310(5) 0.3650(17) 0.2482(13) 0.057(15) Uiso 0.28(4) 1 d D . P M 2
H5S H 0.0517 0.3365 0.2449 0.068 Uiso 0.28(4) 1 calc R U P M 2
C6S C 0.0319(6) 0.4482(19) 0.251(3) 0.11(3) Uiso 0.28(4) 1 d D . P M 2
H6S H 0.0543 0.4767 0.2544 0.131 Uiso 0.28(4) 1 calc R U P M 2
C7S C 0.0000 0.4899(19) 0.2500 0.09(2) Uiso 0.28(4) 2 d DS . P M 2
H7S H 0.0000 0.5475 0.2500 0.107 Uiso 0.28(4) 2 calc R U P M 2
C8S C 0.2822(6) 0.0495(14) 0.1366(5) 0.092(11) Uiso 0.4 1 d G . P N 1
H8S H 0.2832 0.0809 0.1592 0.111 Uiso 0.4 1 calc R U P N 1
C9S C 0.2616(5) 0.0765(10) 0.1001(7) 0.063(8) Uiso 0.4 1 d G . P N 1
H9S H 0.2486 0.1263 0.0977 0.076 Uiso 0.4 1 calc R U P N 1
C10S C 0.2602(5) 0.0305(13) 0.0670(5) 0.056(7) Uiso 0.4 1 d G . P N 1
H10S H 0.2461 0.0490 0.0421 0.067 Uiso 0.4 1 calc R U P N 1
C11S C 0.2793(7) -0.0423(13) 0.0705(6) 0.103(12) Uiso 0.4 1 d G . P N 1
H11S H 0.2782 -0.0737 0.0479 0.123 Uiso 0.4 1 calc R U P N 1
C12S C 0.2998(6) -0.0692(11) 0.1070(8) 0.118(13) Uiso 0.4 1 d G . P N 1
H12S H 0.3129 -0.1190 0.1094 0.142 Uiso 0.4 1 calc R U P N 1
C13S C 0.3013(6) -0.0233(15) 0.1401(6) 0.098(11) Uiso 0.4 1 d G . P N 1
H13S H 0.3154 -0.0417 0.1650 0.117 Uiso 0.4 1 calc R U P N 1
O2W O 0.2513(7) 0.0740(18) 0.0778(9) 0.077(8) Uiso 0.3 1 d . . P O 2
O3W O 0.2623(12) -0.035(3) 0.0455(14) 0.096(14) Uiso 0.2 1 d . . P P 3
O4W O 0.2958(12) 0.019(3) 0.1603(13) 0.088(13) Uiso 0.2 1 d . . P Q 4
O5W O 0.3163(8) -0.0961(17) 0.1355(9) 0.084(8) Uiso 0.3 1 d . . P R 5
O6W O 0.3317(10) -0.110(2) 0.1660(12) 0.070(10) Uiso 0.2 1 d . . P S 6
O1W O 0.0000 -0.0116(19) 0.2500 0.094(9) Uiso 0.4 2 d S . P . .

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O11 Cl1 1.355(8) . ?
O11 Cl1' 1.528(10) . ?
O12 Cl1' 1.337(8) . ?
O12 Cl1 1.471(8) . ?
Cl1 O14 1.367(10) . ?
Cl1 O13 1.395(10) . ?
Cl1' O14' 1.339(10) . ?
Cl1' O13' 1.407(11) . ?
O21 Cl2' 1.319(9) . ?
O21 Cl2 1.485(10) . ?
Cl2 O23 1.350(11) . ?
Cl2 O24 1.387(10) . ?
Cl2 O22 1.397(10) . ?
Cl2' O23' 1.398(11) . ?
Cl2' O24' 1.434(11) . ?
Cl2' O22' 1.439(11) . ?
O31 Cl3' 1.292(10) . ?
O31 Cl3 1.408(9) . ?
O32 Cl3' 1.376(10) . ?
O32 Cl3 1.411(8) . ?
Cl3 O33 1.361(9) . ?
Cl3 O34 1.433(9) . ?
Cl3' O34' 1.423(12) . ?
Cl3' O33' 1.495(12) . ?
Cl4 O44 1.371(10) . ?
Cl4 O41 1.374(10) . ?
Cl4 O43 1.413(9) . ?
Cl4 O42 1.444(10) . ?
Cl4' O42' 1.381(11) . ?
Cl4' O44' 1.400(11) . ?
Cl4' O43' 1.402(12) . ?
Cl4' O41' 1.414(11) . ?
Cl5 O53' 1.364(11) . ?
Cl5 O52 1.389(9) . ?
Cl5 O52' 1.394(11) . ?
Cl5 O54 1.397(9) . ?
Cl5 O53 1.419(10) . ?
Cl5 O51 1.426(8) . ?
Cl5 O54' 1.442(11) . ?
Cl6 O67 1.335(10) . ?
Cl6 O64 1.345(9) . ?
Cl6 O62 1.367(9) . ?
Cl6 O65 1.370(11) . ?
Cl6 O61 1.443(7) . ?
Cl6 O63 1.447(10) . ?
Cl6 O66 1.455(12) . ?
O1 C11 1.352(11) . ?
O1 C14 1.472(12) . ?
O2 C15 1.379(12) . ?
O2 C16 1.387(13) . ?
O5 C22 1.429(11) . ?
O5 C21 1.443(12) . ?
O5 C21" 1.462(15) . ?
O6 C12 1.369(11) . ?
O6 C23 1.431(11) . ?
N1 C1 1.329(12) . ?
N1 C5 1.362(13) . ?
N1 C24 1.495(12) . ?
C1 C2 1.339(14) . ?
C2 C3 1.386(15) . ?
C3 C4 1.386(14) . ?
C3 C6 1.519(15) . ?
C4 C5 1.372(14) . ?
C6 C7 1.255(14) . ?
C7 C8 1.456(15) . ?
C8 C9 1.323(15) . ?
C8 C13 1.419(13) . ?
C9 C10 1.392(15) . ?
C10 C11 1.365(13) . ?
C11 C12 1.406(13) . ?
C12 C13 1.393(13) . ?
C14 C15 1.446(14) . ?
C16 C17 1.314(19) . ?
C17 O3 1.382(14) . ?
C17 O3" 1.490(15) . ?
O3 C18 1.435(15) . ?
C18 C19 1.46(2) . ?
C19 O4 1.483(14) . ?
O4 C20 1.479(14) . ?
C20 C21 1.456(19) . ?
O3" C18" 1.462(15) . ?
C18" C19" 1.48(2) . ?
C19" O4" 1.467(16) . ?
O4" C20" 1.447(16) . ?
C20" C21" 1.45(2) . ?
C22 C23 1.470(13) . ?
C24 C25 1.517(14) . ?
S1 C42 1.672(17) . ?
S1 C39 1.756(11) . ?
N2 C26 1.470(13) . ?
N3 C33 1.317(12) . ?
N3 C29 1.356(14) . ?
N3 C28 1.465(12) . ?
C26 C27 1.494(13) . ?
C27 C28 1.550(14) . ?
C29 C30 1.375(16) . ?
C30 C31 1.332(16) . ?
C31 C32 1.403(15) . ?
C31 C34 1.503(15) . ?
C32 C33 1.408(14) . ?
C34 C35 1.235(14) . ?
C35 C36 1.501(16) . ?
C36 C37 1.346(15) . ?
C36 C41 1.387(14) . ?
C37 C38 1.352(15) . ?
C38 C39 1.392(15) . ?
C39 C40 1.368(14) . ?
C40 C41 1.453(15) . ?
O1' C11' 1.324(12) . ?
O1' C14' 1.446(14) . ?
O2' C15' 1.326(15) . ?
O2' C16' 1.51(2) . ?
O3' C17' 1.30(3) . ?
O3' C18' 1.32(3) . ?
O4' C20' 1.343(18) . ?
O4' C19' 1.407(18) . ?
O5' C22' 1.240(14) . ?
O5' C21' 1.52(2) . ?
O6' C12' 1.351(11) . ?
O6' C23' 1.431(14) . ?
N4 C5' 1.331(13) . ?
N4 C1' 1.331(13) . ?
N4 C24' 1.457(12) . ?
C1' C2" 1.32(2) . ?
C1' C2' 1.49(2) . ?
C5' C4' 1.28(2) . ?
C5' C4" 1.53(3) . ?
C2' C3' 1.411(18) . ?
C3' C4' 1.418(18) . ?
C3' C6' 1.48(3) . ?
C6' C7' 1.19(3) . ?
C7' C8' 1.58(3) . ?
C2" C3" 1.405(18) . ?
C3" C4" 1.414(19) . ?
C3" C6" 1.50(3) . ?
C6" C7" 1.41(4) . ?
C7" C8' 1.41(3) . ?
C8' C9' 1.340(16) . ?
C8' C13' 1.460(15) . ?
C9' C10' 1.371(16) . ?
C10' C11' 1.400(16) . ?
C11' C12' 1.394(14) . ?
C12' C13' 1.355(14) . ?
C14' C15' 1.489(17) . ?
C16' C17' 1.36(3) . ?
C18' C19' 1.38(3) . ?
C20' C21' 1.45(2) . ?
C22' C23' 1.614(18) . ?
C24' C25' 1.502(13) . ?
S2 C42" 1.67(3) . ?
S2 C42' 1.72(2) . ?
S2 C39' 1.743(11) . ?
N5 C26' 1.484(14) . ?
N6 C29' 1.319(13) . ?
N6 C33' 1.329(14) . ?
N6 C28' 1.452(12) . ?
C26' C27' 1.561(15) . ?
C27' C28' 1.556(14) . ?
C29' C30' 1.329(16) . ?
C30' C31' 1.316(18) . ?
C31' C32' 1.343(19) . ?
C31' C34' 1.53(2) . ?
C31' C34" 1.59(3) . ?
C32' C33' 1.379(18) . ?
C34' C35' 1.307(17) . ?
C35' C36' 1.44(2) . ?
C34" C35" 1.30(2) . ?
C35" C36' 1.53(3) . ?
C36' C41' 1.374(15) . ?
C36' C37' 1.387(14) . ?
C37' C38' 1.339(14) . ?
C38' C39' 1.385(14) . ?
C39' C40' 1.411(14) . ?
C40' C41' 1.377(14) . ?
C1S C2S 1.38(2) . ?
C1S C3S 1.391(13) 5_575 ?
C2S C3S 1.337(18) . ?
C3S C1S 1.391(13) 5_575 ?
C4'S C4'S 1.370(15) 2 ?
C4'S C5'S 1.400(14) . ?
C5'S C6'S 1.343(19) . ?
C6'S C6'S 1.395(16) 2 ?
C4S C5S 1.379(12) . ?
C4S C5S 1.379(12) 2 ?
C5S C6S 1.38(2) . ?
C6S C7S 1.379(12) . ?
C7S C6S 1.379(12) 2 ?
C8S C9S 1.3900 . ?
C8S C13S 1.3900 . ?
C9S C10S 1.3900 . ?
C10S C11S 1.3900 . ?
C11S C12S 1.3900 . ?
C12S C13S 1.3900 . ?

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
O11 Cl1 O14 116.9(8) . . ?
O11 Cl1 O13 108.1(8) . . ?
O14 Cl1 O13 110.3(8) . . ?
O11 Cl1 O12 107.1(6) . . ?
O14 Cl1 O12 106.9(8) . . ?
O13 Cl1 O12 107.1(7) . . ?
O12 Cl1' O14' 120.5(10) . . ?
O12 Cl1' O13' 111.3(10) . . ?
O14' Cl1' O13' 113.0(10) . . ?
O12 Cl1' O11 104.9(7) . . ?
O14' Cl1' O11 105.6(9) . . ?
O13' Cl1' O11 98.5(8) . . ?
O23 Cl2 O24 115.0(10) . . ?
O23 Cl2 O22 112.8(10) . . ?
O24 Cl2 O22 112.7(10) . . ?
O23 Cl2 O21 104.6(9) . . ?
O24 Cl2 O21 106.6(9) . . ?
O22 Cl2 O21 103.9(8) . . ?
O21 Cl2' O23' 113.5(10) . . ?
O21 Cl2' O24' 114.5(9) . . ?
O23' Cl2' O24' 108.2(10) . . ?
O21 Cl2' O22' 110.4(10) . . ?
O23' Cl2' O22' 106.0(10) . . ?
O24' Cl2' O22' 103.4(10) . . ?
O33 Cl3 O31 111.7(8) . . ?
O33 Cl3 O32 113.9(8) . . ?
O31 Cl3 O32 112.9(7) . . ?
O33 Cl3 O34 107.7(8) . . ?
O31 Cl3 O34 104.4(7) . . ?
O32 Cl3 O34 105.4(7) . . ?
O31 Cl3' O32 123.5(10) . . ?
O31 Cl3' O34' 114.8(11) . . ?
O32 Cl3' O34' 106.3(10) . . ?
O31 Cl3' O33' 105.8(11) . . ?
O32 Cl3' O33' 101.8(10) . . ?
O34' Cl3' O33' 101.7(10) . . ?
O44 Cl4 O41 111.8(8) . . ?
O44 Cl4 O43 110.6(8) . . ?
O41 Cl4 O43 112.6(7) . . ?
O44 Cl4 O42 107.8(9) . . ?
O41 Cl4 O42 108.1(8) . . ?
O43 Cl4 O42 105.6(9) . . ?
O42' Cl4' O44' 112.5(10) . . ?
O42' Cl4' O43' 109.6(10) . . ?
O44' Cl4' O43' 109.3(10) . . ?
O42' Cl4' O41' 110.0(10) . . ?
O44' Cl4' O41' 108.0(10) . . ?
O43' Cl4' O41' 107.3(10) . . ?
O53' Cl5 O52' 111.9(10) . . ?
O52 Cl5 O54 113.2(8) . . ?
O52 Cl5 O53 110.8(8) . . ?
O54 Cl5 O53 108.6(8) . . ?
O53' Cl5 O51 113.8(10) . . ?
O52 Cl5 O51 108.2(7) . . ?
O52' Cl5 O51 110.1(9) . . ?
O54 Cl5 O51 110.9(7) . . ?
O53 Cl5 O51 104.8(7) . . ?
O53' Cl5 O54' 109.4(10) . . ?
O52' Cl5 O54' 108.2(9) . . ?
O51 Cl5 O54' 103.0(8) . . ?
O64 Cl6 O62 114.8(8) . . ?
O67 Cl6 O65 117.5(10) . . ?
O67 Cl6 O61 110.2(8) . . ?
O64 Cl6 O61 108.6(7) . . ?
O62 Cl6 O61 111.6(7) . . ?
O65 Cl6 O61 111.0(9) . . ?
O64 Cl6 O63 110.3(8) . . ?
O62 Cl6 O63 106.8(8) . . ?
O61 Cl6 O63 104.3(7) . . ?
O67 Cl6 O66 108.4(10) . . ?
O65 Cl6 O66 107.2(10) . . ?
O61 Cl6 O66 101.2(9) . . ?
C11 O1 C14 117.3(7) . . ?
C15 O2 C16 113.4(9) . . ?
C22 O5 C21 116.4(10) . . ?
C22 O5 C21" 105.3(16) . . ?
C12 O6 C23 117.9(7) . . ?
C1 N1 C5 117.3(9) . . ?
C1 N1 C24 119.5(8) . . ?
C5 N1 C24 122.8(8) . . ?
N1 C1 C2 126.0(11) . . ?
C1 C2 C3 119.1(11) . . ?
C2 C3 C4 114.8(11) . . ?
C2 C3 C6 120.4(10) . . ?
C4 C3 C6 124.7(10) . . ?
C5 C4 C3 124.3(11) . . ?
N1 C5 C4 118.3(10) . . ?
C7 C6 C3 123.0(11) . . ?
C6 C7 C8 128.6(12) . . ?
C9 C8 C13 119.4(10) . . ?
C9 C8 C7 119.2(11) . . ?
C13 C8 C7 121.4(10) . . ?
C8 C9 C10 121.6(12) . . ?
C11 C10 C9 120.7(11) . . ?
O1 C11 C10 125.8(9) . . ?
O1 C11 C12 114.7(8) . . ?
C10 C11 C12 119.5(9) . . ?
O6 C12 C13 124.3(9) . . ?
O6 C12 C11 117.0(8) . . ?
C13 C12 C11 118.7(9) . . ?
C12 C13 C8 120.1(9) . . ?
C15 C14 O1 109.6(9) . . ?
O2 C15 C14 110.8(10) . . ?
C17 C16 O2 109.0(13) . . ?
C16 C17 O3 123.7(17) . . ?
C16 C17 O3" 103(2) . . ?
C17 O3 C18 106.2(16) . . ?
O3 C18 C19 104.5(19) . . ?
C18 C19 O4 98.8(16) . . ?
C20 O4 C19 114.9(16) . . ?
C21 C20 O4 105.5(16) . . ?
O5 C21 C20 110.7(15) . . ?
C18" O3" C17 140(3) . . ?
O3" C18" C19" 128(3) . . ?
O4" C19" C18" 119(3) . . ?
C20" O4" C19" 114(3) . . ?
O4" C20" C21" 109(3) . . ?
C20" C21" O5 107(3) . . ?
O5 C22 C23 110.0(8) . . ?
O6 C23 C22 109.7(8) . . ?
N1 C24 C25 111.4(8) . . ?
C42 S1 C39 106.4(7) . . ?
C33 N3 C29 117.9(9) . . ?
C33 N3 C28 122.3(8) . . ?
C29 N3 C28 119.8(9) . . ?
N2 C26 C27 110.1(8) . . ?
C26 C27 C28 111.2(8) . . ?
N3 C28 C27 109.0(8) . . ?
N3 C29 C30 123.4(12) . . ?
C31 C30 C29 119.4(13) . . ?
C30 C31 C32 118.8(12) . . ?
C30 C31 C34 117.7(11) . . ?
C32 C31 C34 123.5(11) . . ?
C31 C32 C33 119.1(11) . . ?
N3 C33 C32 121.3(10) . . ?
C35 C34 C31 125.1(12) . . ?
C34 C35 C36 126.6(13) . . ?
C37 C36 C41 118.8(11) . . ?
C37 C36 C35 120.5(11) . . ?
C41 C36 C35 120.7(10) . . ?
C36 C37 C38 123.4(12) . . ?
C37 C38 C39 120.2(12) . . ?
C40 C39 C38 118.9(11) . . ?
C40 C39 S1 116.0(8) . . ?
C38 C39 S1 125.0(9) . . ?
C39 C40 C41 119.7(11) . . ?
C36 C41 C40 118.6(10) . . ?
C11' O1' C14' 118.2(9) . . ?
C15' O2' C16' 118.3(13) . . ?
C17' O3' C18' 122(2) . . ?
C20' O4' C19' 127.4(16) . . ?
C22' O5' C21' 115.0(13) . . ?
C12' O6' C23' 115.0(9) . . ?
C5' N4 C1' 120.9(10) . . ?
C5' N4 C24' 118.6(9) . . ?
C1' N4 C24' 120.4(9) . . ?
C2" C1' N4 135.3(16) . . ?
N4 C1' C2' 110.1(12) . . ?
C4' C5' N4 135.6(17) . . ?
N4 C5' C4" 108.8(13) . . ?
C3' C2' C1' 123.9(16) . . ?
C2' C3' C4' 119.6(18) . . ?
C2' C3' C6' 120(2) . . ?
C4' C3' C6' 120.3(18) . . ?
C5' C4' C3' 109(2) . . ?
C7' C6' C3' 127(3) . . ?
C6' C7' C8' 120(3) . . ?
C1' C2" C3" 111(2) . . ?
C2" C3" C4" 117.9(19) . . ?
C2" C3" C6" 117.9(17) . . ?
C4" C3" C6" 124(2) . . ?
C3" C4" C5' 125.5(18) . . ?
C7" C6" C3" 122(2) . . ?
C6" C7" C8' 115(2) . . ?
C9' C8' C7" 105.5(15) . . ?
C9' C8' C13' 116.5(12) . . ?
C7" C8' C13' 138.1(15) . . ?
C9' C8' C7' 135.3(14) . . ?
C13' C8' C7' 108.2(13) . . ?
C8' C9' C10' 123.9(13) . . ?
C9' C10' C11' 120.0(13) . . ?
O1' C11' C12' 117.7(9) . . ?
O1' C11' C10' 124.7(11) . . ?
C12' C11' C10' 117.6(11) . . ?
O6' C12' C13' 123.1(9) . . ?
O6' C12' C11' 114.9(9) . . ?
C13' C12' C11' 121.9(10) . . ?
C12' C13' C8' 120.0(11) . . ?
O1' C14' C15' 110.6(11) . . ?
O2' C15' C14' 108.2(12) . . ?
C17' C16' O2' 114(2) . . ?
O3' C17' C16' 109(2) . . ?
O3' C18' C19' 116(2) . . ?
C18' C19' O4' 115.3(18) . . ?
O4' C20' C21' 122.3(16) . . ?
C20' C21' O5' 108.6(15) . . ?
O5' C22' C23' 112.6(13) . . ?
O6' C23' C22' 104.7(10) . . ?
N4 C24' C25' 112.1(8) . . ?
C42" S2 C39' 110.6(12) . . ?
C42' S2 C39' 109.3(8) . . ?
C29' N6 C33' 116.0(10) . . ?
C29' N6 C28' 121.3(9) . . ?
C33' N6 C28' 122.7(10) . . ?
N5 C26' C27' 107.0(9) . . ?
C28' C27' C26' 107.2(8) . . ?
N6 C28' C27' 105.4(8) . . ?
N6 C29' C30' 123.1(13) . . ?
C31' C30' C29' 124.1(15) . . ?
C30' C31' C32' 113.2(15) . . ?
C30' C31' C34' 110.6(14) . . ?
C32' C31' C34' 136.2(15) . . ?
C30' C31' C34" 150.4(16) . . ?
C32' C31' C34" 96.4(15) . . ?
C31' C32' C33' 123.8(16) . . ?
N6 C33' C32' 119.8(13) . . ?
C35' C34' C31' 118.9(18) . . ?
C34' C35' C36' 125(2) . . ?
C35" C34" C31' 111(3) . . ?
C34" C35" C36' 115(3) . . ?
C41' C36' C37' 116.1(11) . . ?
C41' C36' C35' 131.3(13) . . ?
C37' C36' C35' 112.6(12) . . ?
C41' C36' C35" 100.7(14) . . ?
C37' C36' C35" 143.1(14) . . ?
C38' C37' C36' 121.8(11) . . ?
C37' C38' C39' 123.3(11) . . ?
C38' C39' C40' 115.8(10) . . ?
C38' C39' S2 122.6(8) . . ?
C40' C39' S2 121.7(8) . . ?
C41' C40' C39' 119.9(10) . . ?
C36' C41' C40' 123.0(11) . . ?
C2S C1S C3S 119.7(17) . 5_575 ?
C3S C2S C1S 120.6(16) . . ?
C2S C3S C1S 118.0(16) . 5_575 ?
C4'S C4'S C5'S 119.6(5) 2 . ?
C6'S C5'S C4'S 119.8(6) . . ?
C5'S C6'S C6'S 120.3(4) . 2 ?
C5S C4S C5S 120.0(11) . 2 ?
C6S C5S C4S 119.7(9) . . ?
C5S C6S C7S 119.7(9) . . ?
C6S C7S C6S 120.1(11) 2 . ?
C9S C8S C13S 120.0 . . ?
C8S C9S C10S 120.0 . . ?
C11S C10S C9S 120.0 . . ?
C10S C11S C12S 120.0 . . ?
C11S C12S C13S 120.0 . . ?
C12S C13S C8S 120.0 . . ?

_refine_diff_density_max         1.285
_refine_diff_density_min         -1.216
_refine_diff_density_rms         0.130


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method 'MeCN, benzene'
_chemical_properties_physical    ', Air-sensitive,Light-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_complex_1f-2a
_database_code_depnum_ccdc_archive 'CCDC 1430271'
_audit_update_record             
;
2016-06-15 deposited with the CCDC.
2016-06-22 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT306_complex_1f-2a       
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) .......        O1W Check
RESPONSE: The hydrogen atoms of water molecule O1W were not localized.
;
_vrf_PLAT410_complex_1f-2a       
;
PROBLEM: Short Intra H...H Contact  H9A    ..  H7'A    ..       1.89 Ang.
RESPONSE: Short H9A?H7?A (1.87 \%A) contact is intramolecular contact in the cation subjected to ?pedal disorder?. The real distance should be longer if one introduces a correction for high anisotropic thermal motion of C9 atom. When we use ?SPLIT? instruction for the C9 atom, the two H?H distances for two pedal isomers increase to normal values ~ 2.1 \%A.
;
_vrf_PLAT430_complex_1f-2a       
;
PROBLEM: Short Inter D...A Contact  O2W    ..  O42     ..       2.79 Ang.
RESPONSE: Short contact ??? 2.79 \%A corresponds to hydrogen bond with participation of water molecule, whose hydrogen atoms were not found.
;
# Added during the CSD deposition process: Wednesday 15 June 2016 08:48 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'complex between 1-(3-ammoniopropyl)-4-[(E)-2-(4-nitrophenyl)-vinyl]pyridinium diperchlorate and 4-[(E)-2-(2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin-18-yl)vinyl]-1-ethylpyridinium perchlorate, benzene and water solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'3(Cl O4), C25 H34 N O6, C16 H19 N3 O2, 2(H2 O), 0.5(C6 H6)'
_chemical_formula_sum            'C44 H60 Cl3 N4 O22'
_chemical_formula_weight         1103.31

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.7742(7)
_cell_length_b                   12.9619(9)
_cell_length_c                   19.5026(14)
_cell_angle_alpha                74.870(3)
_cell_angle_beta                 74.856(3)
_cell_angle_gamma                80.051(3)
_cell_volume                     2521.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    1230
_cell_measurement_theta_min      2.473
_cell_measurement_theta_max      21.870

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_F_000             1158
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.267
_shelx_estimated_absorpt_T_min   0.948
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART-6K'
_diffrn_measurement_method       /W
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14526
_diffrn_reflns_av_unetI/netI     0.1939
_diffrn_reflns_av_R_equivalents  0.0752
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.971
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.963
_reflns_number_total             9469
_reflns_number_gt                4080
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0722P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9469
_refine_ls_number_parameters     794
_refine_ls_number_restraints     162
_refine_ls_R_factor_all          0.1943
_refine_ls_R_factor_gt           0.0715
_refine_ls_wR_factor_ref         0.1942
_refine_ls_wR_factor_gt          0.1605
_refine_ls_goodness_of_fit_ref   0.873
_refine_ls_restrained_S_all      0.883
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.87593(11) 0.58483(10) 0.26302(6) 0.0269(3) Uani 1 1 d . . . . .
O11 O 1.0021(3) 0.5644(3) 0.21818(19) 0.0485(11) Uani 1 1 d . . . . .
O12 O 0.8016(3) 0.6696(3) 0.2218(2) 0.0423(10) Uani 1 1 d . . . . .
O13 O 0.8107(4) 0.4884(3) 0.28464(19) 0.0444(10) Uani 1 1 d . . . . .
O14 O 0.8857(4) 0.6160(3) 0.3262(2) 0.0537(11) Uani 1 1 d . . . . .
Cl2 Cl 0.31485(15) 0.92681(12) 0.16708(8) 0.0449(4) Uani 1 1 d D . . . .
O21 O 0.3277(4) 1.0178(3) 0.1068(2) 0.0621(13) Uani 1 1 d . . . . .
O22 O 0.2117(10) 0.8718(8) 0.1666(6) 0.052(3) Uani 0.74(2) 1 d . U P A 1
O23 O 0.2771(15) 0.9670(6) 0.2330(4) 0.076(4) Uani 0.74(2) 1 d . U P A 1
O24 O 0.4283(9) 0.8544(10) 0.1669(8) 0.089(4) Uani 0.74(2) 1 d D U P A 1
O25 O 0.191(3) 0.878(3) 0.200(2) 0.080(11) Uani 0.26(2) 1 d . U P A 2
O26 O 0.410(3) 0.846(2) 0.1371(15) 0.051(7) Uani 0.26(2) 1 d D U P A 2
O27 O 0.370(3) 0.9433(17) 0.2218(10) 0.053(8) Uani 0.26(2) 1 d . U P A 2
Cl3 Cl 0.5000 0.5000 0.0000 0.0503(6) Uani 1 2 d DS . P . .
O31 O 0.4663(8) 0.4432(6) 0.0754(4) 0.046(2) Uani 0.5 1 d . . P B -1
O32 O 0.3651(6) 0.5201(6) -0.0175(4) 0.045(2) Uani 0.5 1 d D . P B -1
O33 O 0.5238(10) 0.6045(9) 0.0009(6) 0.077(3) Uani 0.5 1 d . U P B -1
O34 O 0.5752(11) 0.4399(13) -0.0465(6) 0.120(5) Uani 0.5 1 d D U P B -1
Cl4 Cl 0.0245(7) 0.9891(12) 0.4972(8) 0.051(2) Uani 0.5 1 d . . P C -1
O41 O 0.0450(11) 1.0939(8) 0.4587(7) 0.079(3) Uani 0.5 1 d . . P C -1
O42 O 0.1458(9) 0.9284(8) 0.5036(4) 0.063(3) Uani 0.5 1 d . . P C -1
O43 O -0.0350(14) 0.9436(8) 0.4557(8) 0.098(4) Uani 0.5 1 d . U P C -1
O44 O -0.0515(12) 0.9928(16) 0.5699(6) 0.117(5) Uani 0.5 1 d . U P C -1
O1 O 0.3960(3) 0.8491(3) 0.79433(17) 0.0336(9) Uani 1 1 d . . . . .
O2 O 0.3085(3) 0.7780(3) 0.94476(17) 0.0344(9) Uani 1 1 d . . . . .
O3 O 0.0513(3) 0.7332(3) 1.00625(18) 0.0406(10) Uani 1 1 d . . . . .
O4 O -0.0713(3) 0.6398(3) 0.9266(2) 0.0450(10) Uani 1 1 d . . . . .
O5 O -0.0020(3) 0.7550(3) 0.77552(19) 0.0399(9) Uani 1 1 d . . . . .
O6 O 0.2389(3) 0.8382(3) 0.71584(18) 0.0376(9) Uani 1 1 d . . . . .
N1 N 0.8323(4) 0.8899(3) 0.2287(2) 0.0392(12) Uani 1 1 d D . . . .
C1 C 0.9186(14) 0.8784(16) 0.2704(6) 0.038(4) Uani 0.679(17) 1 d D U P D 1
H1A H 1.0086 0.8750 0.2487 0.045 Uiso 0.679(17) 1 calc R U P D 1
C2 C 0.8750(12) 0.8714(8) 0.3456(5) 0.033(3) Uani 0.679(17) 1 d D U P D 1
H2A H 0.9349 0.8643 0.3752 0.040 Uiso 0.679(17) 1 calc R U P D 1
C3 C 0.7431(14) 0.8751(7) 0.3764(5) 0.028(3) Uani 0.679(17) 1 d . U P D 1
C4 C 0.6590(11) 0.8822(9) 0.3325(6) 0.029(3) Uani 0.679(17) 1 d D U P D 1
H4A H 0.5689 0.8814 0.3533 0.034 Uiso 0.679(17) 1 calc R U P D 1
C5 C 0.7047(10) 0.891(2) 0.2581(8) 0.045(5) Uani 0.679(17) 1 d D U P D 1
H5A H 0.6460 0.8966 0.2281 0.054 Uiso 0.679(17) 1 calc R U P D 1
C6 C 0.6976(8) 0.8702(6) 0.4547(5) 0.028(3) Uani 0.679(17) 1 d . U P D 1
H6A H 0.7607 0.8658 0.4817 0.034 Uiso 0.679(17) 1 calc R U P D 1
C7 C 0.5715(10) 0.8714(7) 0.4914(5) 0.022(3) Uani 0.679(17) 1 d . U P D 1
H7A H 0.5050 0.8745 0.4669 0.027 Uiso 0.679(17) 1 calc R U P D 1
C1' C 0.886(3) 0.886(4) 0.2836(12) 0.046(11) Uani 0.321(17) 1 d D U P D 2
H1'A H 0.9765 0.8906 0.2745 0.056 Uiso 0.321(17) 1 calc R U P D 2
C2' C 0.810(3) 0.877(2) 0.3542(13) 0.048(9) Uani 0.321(17) 1 d D U P D 2
H2'A H 0.8496 0.8724 0.3934 0.057 Uiso 0.321(17) 1 calc R U P D 2
C3' C 0.677(3) 0.8738(17) 0.3677(13) 0.025(6) Uani 0.321(17) 1 d . U P D 2
C4' C 0.620(2) 0.8804(17) 0.3114(12) 0.027(6) Uani 0.321(17) 1 d D U P D 2
H4'A H 0.5295 0.8788 0.3191 0.032 Uiso 0.321(17) 1 calc R U P D 2
C5' C 0.7020(15) 0.890(5) 0.2419(15) 0.042(10) Uani 0.321(17) 1 d D U P D 2
H5'A H 0.6646 0.8960 0.2018 0.050 Uiso 0.321(17) 1 calc R U P D 2
C6' C 0.593(2) 0.8657(15) 0.4430(12) 0.047(7) Uani 0.321(17) 1 d . U P D 2
H6'A H 0.5060 0.8523 0.4509 0.056 Uiso 0.321(17) 1 calc R U P D 2
C7' C 0.633(2) 0.8761(15) 0.4988(12) 0.030(6) Uani 0.321(17) 1 d . U P D 2
H7'A H 0.7197 0.8888 0.4932 0.036 Uiso 0.321(17) 1 calc R U P D 2
C8 C 0.5397(6) 0.8676(4) 0.5716(3) 0.0453(16) Uani 1 1 d . . . . .
C9 C 0.6215(6) 0.8773(4) 0.6144(3) 0.0486(17) Uani 1 1 d . . . . .
H9A H 0.7091 0.8882 0.5917 0.058 Uiso 1 1 calc R U . . .
C10 C 0.5789(5) 0.8716(4) 0.6890(3) 0.0384(14) Uani 1 1 d . . . . .
H10A H 0.6363 0.8789 0.7167 0.046 Uiso 1 1 calc R U . . .
C11 C 0.4500(5) 0.8550(4) 0.7223(3) 0.0312(13) Uani 1 1 d . . . . .
C12 C 0.3661(5) 0.8484(4) 0.6792(3) 0.0302(12) Uani 1 1 d . . . . .
C13 C 0.4151(6) 0.8538(4) 0.6058(3) 0.0423(15) Uani 1 1 d . . . . .
H13A H 0.3582 0.8475 0.5776 0.051 Uiso 1 1 calc R U . . .
C14 C 0.4828(5) 0.8300(5) 0.8430(3) 0.0410(14) Uani 1 1 d . . . . .
H14A H 0.5499 0.8802 0.8228 0.049 Uiso 1 1 calc R U . . .
H14B H 0.5266 0.7556 0.8477 0.049 Uiso 1 1 calc R U . . .
C15 C 0.4082(5) 0.8462(5) 0.9156(3) 0.0387(14) Uani 1 1 d . . . . .
H15A H 0.4671 0.8311 0.9492 0.046 Uiso 1 1 calc R U . . .
H15B H 0.3698 0.9221 0.9111 0.046 Uiso 1 1 calc R U . . .
C16 C 0.2462(5) 0.7840(4) 1.0172(3) 0.0358(13) Uani 1 1 d . . . . .
H16A H 0.2033 0.8578 1.0181 0.043 Uiso 1 1 calc R U . . .
H16B H 0.3110 0.7675 1.0475 0.043 Uiso 1 1 calc R U . . .
C17 C 0.1481(5) 0.7056(5) 1.0477(3) 0.0395(14) Uani 1 1 d . . . . .
H17A H 0.1905 0.6320 1.0458 0.047 Uiso 1 1 calc R U . . .
H17B H 0.1078 0.7070 1.0993 0.047 Uiso 1 1 calc R U . . .
C18 C -0.0535(5) 0.6711(5) 1.0371(3) 0.0431(16) Uani 1 1 d . . . . .
H18A H -0.1046 0.6919 1.0826 0.052 Uiso 1 1 calc R U . . .
H18B H -0.0205 0.5940 1.0495 0.052 Uiso 1 1 calc R U . . .
C19 C -0.1388(5) 0.6890(5) 0.9835(3) 0.0453(16) Uani 1 1 d . . . . .
H19A H -0.2208 0.6573 1.0080 0.054 Uiso 1 1 calc R U . . .
H19B H -0.1596 0.7670 0.9643 0.054 Uiso 1 1 calc R U . . .
C20 C -0.1450(5) 0.6518(4) 0.8728(3) 0.0385(14) Uani 1 1 d . . . . .
H20A H -0.2374 0.6475 0.8975 0.046 Uiso 1 1 calc R U . . .
H20B H -0.1157 0.5917 0.8477 0.046 Uiso 1 1 calc R U . . .
C21 C -0.1319(5) 0.7559(5) 0.8176(3) 0.0430(15) Uani 1 1 d . . . . .
H21A H -0.1924 0.7653 0.7854 0.052 Uiso 1 1 calc R U . . .
H21B H -0.1532 0.8165 0.8423 0.052 Uiso 1 1 calc R U . . .
C22 C 0.0153(5) 0.8494(4) 0.7181(3) 0.0383(14) Uani 1 1 d . . . . .
H22A H 0.0012 0.9137 0.7387 0.046 Uiso 1 1 calc R U . . .
H22B H -0.0479 0.8581 0.6876 0.046 Uiso 1 1 calc R U . . .
C23 C 0.1497(6) 0.8381(5) 0.6729(3) 0.0481(16) Uani 1 1 d . . . . .
H23A H 0.1664 0.7700 0.6562 0.058 Uiso 1 1 calc R U . . .
H23B H 0.1608 0.8984 0.6294 0.058 Uiso 1 1 calc R U . . .
C24 C 0.8934(6) 0.9030(5) 0.1496(3) 0.0459(16) Uani 1 1 d . . . . .
H24A H 0.8322 0.8885 0.1241 0.055 Uiso 1 1 calc R U . . .
H24B H 0.9716 0.8506 0.1429 0.055 Uiso 1 1 calc R U . . .
C25 C 0.9301(6) 1.0161(4) 0.1171(3) 0.0453(16) Uani 1 1 d . . . . .
H25A H 0.9655 1.0251 0.0645 0.068 Uiso 1 1 calc R U . . .
H25B H 0.9954 1.0285 0.1400 0.068 Uiso 1 1 calc R U . . .
H25C H 0.8533 1.0680 0.1258 0.068 Uiso 1 1 calc R U . . .
O1" O 1.2869(3) 0.3650(3) 0.25407(18) 0.0364(9) Uani 1 1 d . . . . .
O2" O 1.4038(3) 0.3833(3) 0.32455(17) 0.0318(9) Uani 1 1 d . . . . .
N1" N 0.1918(3) 0.6880(3) 0.8624(2) 0.0243(9) Uani 1 1 d . . . . .
H1 H 0.1079 0.6983 0.8867 0.036 Uiso 1 1 calc R U . . .
H2 H 0.2002 0.7232 0.8148 0.036 Uiso 1 1 calc R U . . .
H3 H 0.2432 0.7140 0.8828 0.036 Uiso 1 1 calc R U . . .
N2" N 0.5199(4) 0.3989(3) 0.7816(2) 0.0236(9) Uani 1 1 d . . . . .
N3" N 1.2997(4) 0.3709(3) 0.3138(2) 0.0292(10) Uani 1 1 d . . . . .
C1" C 0.2305(5) 0.5732(4) 0.8670(3) 0.0368(14) Uani 1 1 d . . . . .
H1"A H 0.1642 0.5428 0.8537 0.044 Uiso 1 1 calc R U . . .
H1"B H 0.2332 0.5371 0.9181 0.044 Uiso 1 1 calc R U . . .
C2" C 0.3609(4) 0.5485(4) 0.8181(2) 0.0224(11) Uani 1 1 d . . . . .
H2"A H 0.4259 0.5873 0.8256 0.027 Uiso 1 1 calc R U . . .
H2"B H 0.3553 0.5727 0.7663 0.027 Uiso 1 1 calc R U . . .
C3" C 0.4020(4) 0.4272(4) 0.8361(3) 0.0271(12) Uani 1 1 d . . . . .
H3"A H 0.4200 0.4051 0.8854 0.033 Uiso 1 1 calc R U . . .
H3"B H 0.3309 0.3881 0.8359 0.033 Uiso 1 1 calc R U . . .
C4" C 0.6369(4) 0.3993(4) 0.7936(2) 0.0226(11) Uani 1 1 d . . . . .
H4"A H 0.6436 0.4134 0.8379 0.027 Uiso 1 1 calc R U . . .
C5" C 0.7467(4) 0.3796(4) 0.7423(2) 0.0226(11) Uani 1 1 d . . . . .
H5"A H 0.8290 0.3787 0.7519 0.027 Uiso 1 1 calc R U . . .
C6" C 0.7400(4) 0.3609(4) 0.6764(2) 0.0220(11) Uani 1 1 d . . . . .
C7" C 0.6158(4) 0.3571(4) 0.6676(3) 0.0271(12) Uani 1 1 d . . . . .
H7"A H 0.6058 0.3414 0.6245 0.032 Uiso 1 1 calc R U . . .
C8" C 0.5082(5) 0.3761(4) 0.7212(3) 0.0293(12) Uani 1 1 d . . . . .
H8"A H 0.4246 0.3729 0.7148 0.035 Uiso 1 1 calc R U . . .
C9" C 0.8558(4) 0.3521(4) 0.6195(2) 0.0243(11) Uani 1 1 d . . . . .
H9"A H 0.9361 0.3490 0.6320 0.029 Uiso 1 1 calc R U . . .
C10" C 0.8605(5) 0.3480(4) 0.5521(3) 0.0288(12) Uani 1 1 d . . . . .
H10B H 0.7816 0.3411 0.5416 0.035 Uiso 1 1 calc R U . . .
C11" C 0.9758(4) 0.3530(4) 0.4916(2) 0.0243(11) Uani 1 1 d . . . . .
C12" C 0.9639(5) 0.3490(4) 0.4235(3) 0.0347(13) Uani 1 1 d . . . . .
H12A H 0.8817 0.3414 0.4173 0.042 Uiso 1 1 calc R U . . .
C13" C 1.0682(5) 0.3559(4) 0.3643(3) 0.0330(13) Uani 1 1 d . . . . .
H13B H 1.0582 0.3550 0.3175 0.040 Uiso 1 1 calc R U . . .
C14" C 1.1868(5) 0.3640(4) 0.3752(2) 0.0248(11) Uani 1 1 d . . . . .
C15" C 1.2027(4) 0.3685(4) 0.4421(3) 0.0264(12) Uani 1 1 d . . . . .
H15C H 1.2855 0.3751 0.4480 0.032 Uiso 1 1 calc R U . . .
C16" C 1.0977(4) 0.3633(4) 0.5002(3) 0.0261(12) Uani 1 1 d . . . . .
H16C H 1.1079 0.3668 0.5465 0.031 Uiso 1 1 calc R U . . .
O1W O 0.6644(4) 0.8851(4) 0.0543(3) 0.0780(15) Uani 1 1 d . . . . .
O2W O 0.3241(6) 0.8679(4) 0.3849(3) 0.0993(18) Uani 1 1 d . . . . .
C1S C 0.5950(6) 0.4738(6) 0.4437(3) 0.0532(18) Uani 1 1 d . . . . .
H1SA H 0.6601 0.4544 0.4044 0.064 Uiso 1 1 calc R U . . .
C2S C 0.5910(6) 0.5705(6) 0.4574(3) 0.0494(16) Uani 1 1 d . . . . .
H2SA H 0.6523 0.6188 0.4293 0.059 Uiso 1 1 calc R U . . .
C3S C 0.4901(7) 0.5980(5) 0.5163(3) 0.0524(17) Uani 1 1 d . . . . .
H3SA H 0.4825 0.6663 0.5274 0.063 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Cl1 O14 1.426(4) . ?
Cl1 O11 1.434(3) . ?
Cl1 O12 1.438(4) . ?
Cl1 O13 1.452(4) . ?
Cl2 O24 1.407(7) . ?
Cl2 O27 1.423(19) . ?
Cl2 O22 1.424(9) . ?
Cl2 O21 1.428(4) . ?
Cl2 O23 1.446(8) . ?
Cl2 O26 1.455(14) . ?
Cl2 O25 1.49(4) . ?
Cl3 O34 1.361(9) . ?
Cl3 O33 1.427(11) . ?
Cl3 O31 1.443(6) . ?
Cl3 O32 1.542(6) . ?
Cl4 O41 1.394(18) . ?
Cl4 O42 1.421(13) . ?
Cl4 O43 1.44(2) . ?
Cl4 O44 1.447(18) . ?
O1 C11 1.360(5) . ?
O1 C14 1.447(6) . ?
O2 C16 1.414(5) . ?
O2 C15 1.416(6) . ?
O3 C18 1.411(6) . ?
O3 C17 1.424(6) . ?
O4 C19 1.399(6) . ?
O4 C20 1.436(6) . ?
O5 C21 1.425(6) . ?
O5 C22 1.429(6) . ?
O6 C12 1.381(6) . ?
O6 C23 1.430(6) . ?
N1 C1' 1.334(15) . ?
N1 C5 1.344(10) . ?
N1 C1 1.354(9) . ?
N1 C5' 1.360(15) . ?
N1 C24 1.487(6) . ?
C1 C2 1.403(11) . ?
C2 C3 1.388(14) . ?
C3 C4 1.378(14) . ?
C3 C6 1.464(14) . ?
C4 C5 1.386(12) . ?
C6 C7 1.360(14) . ?
C7 C8 1.501(12) . ?
C1' C2' 1.391(16) . ?
C2' C3' 1.40(3) . ?
C3' C4' 1.37(3) . ?
C3' C6' 1.50(3) . ?
C4' C5' 1.400(16) . ?
C6' C7' 1.31(4) . ?
C7' C8 1.50(2) . ?
C8 C13 1.353(8) . ?
C8 C9 1.403(9) . ?
C9 C10 1.391(7) . ?
C10 C11 1.399(7) . ?
C11 C12 1.412(7) . ?
C12 C13 1.378(7) . ?
C14 C15 1.483(7) . ?
C16 C17 1.494(7) . ?
C18 C19 1.515(8) . ?
C20 C21 1.493(7) . ?
C22 C23 1.491(7) . ?
C24 C25 1.514(8) . ?
O1" N3" 1.231(5) . ?
O2" N3" 1.238(5) . ?
N1" C1" 1.460(6) . ?
N2" C8" 1.327(6) . ?
N2" C4" 1.343(6) . ?
N2" C3" 1.488(5) . ?
N3" C14" 1.464(6) . ?
C1" C2" 1.513(6) . ?
C2" C3" 1.531(6) . ?
C4" C5" 1.370(6) . ?
C5" C6" 1.391(6) . ?
C6" C7" 1.403(6) . ?
C6" C9" 1.447(6) . ?
C7" C8" 1.378(6) . ?
C9" C10" 1.316(6) . ?
C10" C11" 1.470(6) . ?
C11" C12" 1.381(7) . ?
C11" C16" 1.400(6) . ?
C12" C13" 1.380(6) . ?
C13" C14" 1.375(7) . ?
C14" C15" 1.376(7) . ?
C15" C16" 1.373(6) . ?
C1S C2S 1.340(9) . ?
C1S C3S 1.363(9) 2_666 ?
C2S C3S 1.433(9) . ?
C3S C1S 1.363(9) 2_666 ?

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
O14 Cl1 O11 110.5(2) . . ?
O14 Cl1 O12 109.3(2) . . ?
O11 Cl1 O12 109.2(2) . . ?
O14 Cl1 O13 109.9(2) . . ?
O11 Cl1 O13 109.3(2) . . ?
O12 Cl1 O13 108.6(2) . . ?
O24 Cl2 O22 109.2(7) . . ?
O24 Cl2 O21 113.4(5) . . ?
O27 Cl2 O21 109.4(8) . . ?
O22 Cl2 O21 109.2(4) . . ?
O24 Cl2 O23 110.6(6) . . ?
O22 Cl2 O23 106.8(5) . . ?
O21 Cl2 O23 107.4(4) . . ?
O27 Cl2 O26 102.4(13) . . ?
O21 Cl2 O26 101.6(12) . . ?
O27 Cl2 O25 111.3(15) . . ?
O21 Cl2 O25 122.4(15) . . ?
O26 Cl2 O25 107.5(19) . . ?
O34 Cl3 O33 124.1(7) . . ?
O34 Cl3 O31 115.2(7) . . ?
O33 Cl3 O31 106.0(5) . . ?
O34 Cl3 O32 105.5(6) . . ?
O33 Cl3 O32 103.2(5) . . ?
O31 Cl3 O32 99.2(4) . . ?
O41 Cl4 O42 109.0(9) . . ?
O41 Cl4 O43 107.4(11) . . ?
O42 Cl4 O43 109.2(11) . . ?
O41 Cl4 O44 108.3(12) . . ?
O42 Cl4 O44 108.2(10) . . ?
O43 Cl4 O44 114.6(11) . . ?
C11 O1 C14 117.5(4) . . ?
C16 O2 C15 111.5(4) . . ?
C18 O3 C17 112.7(4) . . ?
C19 O4 C20 112.1(4) . . ?
C21 O5 C22 111.7(4) . . ?
C12 O6 C23 116.8(4) . . ?
C5 N1 C1 121.4(9) . . ?
C1' N1 C5' 119.2(17) . . ?
C1' N1 C24 129.1(13) . . ?
C5 N1 C24 125.3(8) . . ?
C1 N1 C24 113.3(7) . . ?
C5' N1 C24 111.5(13) . . ?
N1 C1 C2 120.0(11) . . ?
C3 C2 C1 119.1(10) . . ?
C4 C3 C2 119.0(9) . . ?
C4 C3 C6 121.9(11) . . ?
C2 C3 C6 119.0(10) . . ?
C3 C4 C5 120.5(10) . . ?
N1 C5 C4 119.9(11) . . ?
C7 C6 C3 124.7(10) . . ?
C6 C7 C8 118.5(9) . . ?
N1 C1' C2' 120(2) . . ?
C1' C2' C3' 120(2) . . ?
C4' C3' C2' 120(2) . . ?
C4' C3' C6' 119(2) . . ?
C2' C3' C6' 121(2) . . ?
C3' C4' C5' 117(2) . . ?
N1 C5' C4' 124(2) . . ?
C7' C6' C3' 124(2) . . ?
C6' C7' C8 119(2) . . ?
C13 C8 C9 117.0(5) . . ?
C13 C8 C7' 142.7(12) . . ?
C9 C8 C7' 100.3(11) . . ?
C13 C8 C7 114.6(7) . . ?
C9 C8 C7 128.5(6) . . ?
C10 C9 C8 122.4(5) . . ?
C9 C10 C11 118.6(6) . . ?
O1 C11 C10 124.5(5) . . ?
O1 C11 C12 116.2(4) . . ?
C10 C11 C12 119.3(5) . . ?
C13 C12 O6 125.7(5) . . ?
C13 C12 C11 118.9(5) . . ?
O6 C12 C11 115.4(4) . . ?
C8 C13 C12 123.8(6) . . ?
O1 C14 C15 109.5(4) . . ?
O2 C15 C14 111.1(5) . . ?
O2 C16 C17 109.8(4) . . ?
O3 C17 C16 109.4(4) . . ?
O3 C18 C19 109.8(4) . . ?
O4 C19 C18 107.8(4) . . ?
O4 C20 C21 112.4(4) . . ?
O5 C21 C20 108.7(4) . . ?
O5 C22 C23 108.5(4) . . ?
O6 C23 C22 108.9(5) . . ?
N1 C24 C25 110.2(4) . . ?
C8" N2" C4" 120.9(4) . . ?
C8" N2" C3" 119.8(4) . . ?
C4" N2" C3" 119.2(4) . . ?
O1" N3" O2" 123.1(4) . . ?
O1" N3" C14" 119.0(4) . . ?
O2" N3" C14" 117.9(4) . . ?
N1" C1" C2" 113.6(4) . . ?
C1" C2" C3" 109.3(4) . . ?
N2" C3" C2" 110.3(3) . . ?
N2" C4" C5" 120.2(4) . . ?
C4" C5" C6" 121.2(4) . . ?
C5" C6" C7" 116.4(4) . . ?
C5" C6" C9" 120.5(4) . . ?
C7" C6" C9" 123.0(4) . . ?
C8" C7" C6" 120.2(5) . . ?
N2" C8" C7" 120.9(5) . . ?
C10" C9" C6" 126.3(5) . . ?
C9" C10" C11" 126.6(5) . . ?
C12" C11" C16" 118.5(4) . . ?
C12" C11" C10" 119.4(4) . . ?
C16" C11" C10" 122.1(4) . . ?
C13" C12" C11" 121.9(5) . . ?
C14" C13" C12" 118.0(5) . . ?
C13" C14" C15" 122.0(4) . . ?
C13" C14" N3" 119.5(4) . . ?
C15" C14" N3" 118.5(4) . . ?
C16" C15" C14" 119.4(5) . . ?
C15" C16" C11" 120.3(5) . . ?
C2S C1S C3S 122.9(6) . 2_666 ?
C1S C2S C3S 117.1(6) . . ?
C1S C3S C2S 120.0(6) 2_666 . ?

_refine_diff_density_max         0.499
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.081


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method 'MeCN, benzene'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cyclobutane_3c
_database_code_depnum_ccdc_archive 'CCDC 1430272'
_audit_update_record             
;
2016-06-15 deposited with the CCDC.
2016-06-22 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_cyclobutane_3c      
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: The crystals of this compound are very unstable on air. They easily decompose to lose solvent molecules. Although we tried to perform manual work with crystal as quick as possible, we failed to escape partial crystal decomposition. The crystal structure is rather loose. This involves a disorder of the benzene molecules and water and MeCN molecules with not full occupations. For this reason the experimental data contain many weak reflections that are measured with large errors. These facts result in a reduction of accuracy of the solved structure. 
;
# Added during the CSD deposition process: Wednesday 15 June 2016 08:48 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'1-(3-ammoniopropyl)-4-r-[2-c-(2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin-18-yl)-3-t-(1-ethylpyridinium-4-yl)-4-t-(4-methoxyphenyl)cyclobutyl]pyridinium triperchlorate, benzene and acetonitrile and water solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'3(Cl O4), C42 H56 N3 O7, 0.75(C2 H3 N), 0.25(H2 O), 2(C6 H6)'
_chemical_formula_sum            'C55.50 H70.75 Cl3 N3.75 O19.25'
_chemical_formula_weight         1204.75

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   14.0228(9)
_cell_length_b                   18.0075(11)
_cell_length_c                   22.8626(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5773.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2290
_cell_measurement_theta_min      2.262
_cell_measurement_theta_max      18.706

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_F_000             2540
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.237
_shelx_estimated_absorpt_T_min   0.922
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART-6K'
_diffrn_measurement_method       /W
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57119
_diffrn_reflns_av_unetI/netI     0.2064
_diffrn_reflns_av_R_equivalents  0.2335
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.131
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             13902
_reflns_number_gt                5745
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.943
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    0.996

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0633P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1768 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.05(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         13902
_refine_ls_number_parameters     717
_refine_ls_number_restraints     31
_refine_ls_R_factor_all          0.2217
_refine_ls_R_factor_gt           0.0818
_refine_ls_wR_factor_ref         0.1730
_refine_ls_wR_factor_gt          0.1411
_refine_ls_goodness_of_fit_ref   0.898
_refine_ls_restrained_S_all      0.898
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.95626(15) 0.51802(12) 0.87745(9) 0.0323(5) Uani 1 1 d . . . . .
O11 O 0.9152(5) 0.4650(3) 0.8381(3) 0.0488(18) Uani 1 1 d . . . . .
O12 O 1.0118(4) 0.5697(3) 0.8444(2) 0.0420(16) Uani 1 1 d . . . . .
O13 O 1.0174(4) 0.4793(3) 0.9183(2) 0.0431(16) Uani 1 1 d . . . . .
O14 O 0.8822(5) 0.5559(4) 0.9079(3) 0.064(2) Uani 1 1 d . . . . .
Cl2 Cl 0.23371(15) 0.72614(13) 0.69162(9) 0.0372(5) Uani 1 1 d . . . . .
O21 O 0.1763(5) 0.7645(4) 0.7333(3) 0.0520(18) Uani 1 1 d . . . . .
O22 O 0.1818(4) 0.7203(4) 0.6374(3) 0.0532(19) Uani 1 1 d . . . . .
O23 O 0.3207(5) 0.7646(5) 0.6834(3) 0.082(3) Uani 1 1 d . . . . .
O24 O 0.2520(5) 0.6540(4) 0.7127(3) 0.065(2) Uani 1 1 d . . . . .
Cl3 Cl 0.91388(19) 0.77066(16) 0.53262(11) 0.0537(7) Uani 1 1 d . . . . .
O31 O 0.9546(6) 0.8257(4) 0.4951(3) 0.077(2) Uani 1 1 d . . . . .
O32 O 0.9230(6) 0.6991(4) 0.5056(3) 0.072(2) Uani 1 1 d . . . . .
O33 O 0.9594(7) 0.7705(5) 0.5878(3) 0.090(3) Uani 1 1 d . . . . .
O34 O 0.8164(7) 0.7836(7) 0.5398(5) 0.137(4) Uani 1 1 d . . . . .
O1 O 0.6087(4) 0.6865(3) 0.6435(2) 0.0325(14) Uani 1 1 d . . . . .
O2 O 0.6091(4) 0.8343(3) 0.6821(3) 0.0374(15) Uani 1 1 d . . . . .
O3 O 0.6452(6) 0.8677(4) 0.7994(3) 0.069(2) Uani 1 1 d . . . . .
O4 O 0.7705(6) 0.7756(4) 0.8618(3) 0.066(2) Uani 1 1 d . . . . .
O5 O 0.7207(4) 0.6250(3) 0.8267(2) 0.0310(14) Uani 1 1 d . . . . .
O6 O 0.6555(4) 0.5813(3) 0.7163(2) 0.0292(14) Uani 1 1 d . . . . .
O7 O 0.9634(5) 0.0771(4) 0.4561(3) 0.061(2) Uani 1 1 d . . . . .
N1 N 0.6369(5) 0.2910(4) 0.3671(3) 0.0359(18) Uani 1 1 d . . . . .
N2 N 0.7484(5) 0.7374(4) 0.7403(3) 0.0334(17) Uani 1 1 d . . . . .
H1 H 0.7014 0.7558 0.7169 0.050 Uiso 1 1 calc R U . . .
H2 H 0.7688 0.7734 0.7652 0.050 Uiso 1 1 calc R U . . .
H3 H 0.7253 0.6984 0.7612 0.050 Uiso 1 1 calc R U . . .
N3 N 0.9725(4) 0.5858(4) 0.6712(3) 0.0267(17) Uani 1 1 d . . . . .
C1 C 0.7260(7) 0.3174(5) 0.3533(4) 0.040(2) Uani 1 1 d . . . . .
H1A H 0.7520 0.3083 0.3156 0.048 Uiso 1 1 calc R U . . .
C2 C 0.7764(6) 0.3559(5) 0.3927(4) 0.033(2) Uani 1 1 d . . . . .
H2A H 0.8384 0.3730 0.3826 0.040 Uiso 1 1 calc R U . . .
C3 C 0.7402(6) 0.3716(4) 0.4481(4) 0.032(2) Uani 1 1 d . . . . .
C4 C 0.6496(6) 0.3459(5) 0.4603(4) 0.036(2) Uani 1 1 d . . . . .
H4A H 0.6214 0.3559 0.4973 0.043 Uiso 1 1 calc R U . . .
C5 C 0.6007(7) 0.3061(5) 0.4195(4) 0.044(2) Uani 1 1 d . . . . .
H5A H 0.5386 0.2885 0.4288 0.052 Uiso 1 1 calc R U . . .
C6 C 0.7991(6) 0.4141(5) 0.4914(4) 0.032(2) Uani 1 1 d . . . . .
H6A H 0.8103 0.4655 0.4764 0.038 Uiso 1 1 calc R U . . .
C7 C 0.7651(6) 0.4180(5) 0.5565(3) 0.031(2) Uani 1 1 d . . . . .
H7A H 0.7220 0.3751 0.5650 0.037 Uiso 1 1 calc R U . . .
C8 C 0.7193(5) 0.4886(5) 0.5767(4) 0.031(2) Uani 1 1 d . . . . .
C9 C 0.6938(6) 0.5435(5) 0.5390(4) 0.035(2) Uani 1 1 d . . . . .
H9A H 0.7024 0.5365 0.4982 0.042 Uiso 1 1 calc R U . . .
C10 C 0.6551(6) 0.6103(5) 0.5594(4) 0.034(2) Uani 1 1 d . . . . .
H10A H 0.6366 0.6476 0.5323 0.041 Uiso 1 1 calc R U . . .
C11 C 0.6435(6) 0.6222(5) 0.6188(4) 0.031(2) Uani 1 1 d . . . . .
C12 C 0.6689(5) 0.5648(4) 0.6579(4) 0.0247(19) Uani 1 1 d . . . . .
C13 C 0.7042(5) 0.4985(5) 0.6379(3) 0.0256(19) Uani 1 1 d . . . . .
H13A H 0.7185 0.4596 0.6646 0.031 Uiso 1 1 calc R U . . .
C14 C 0.5950(6) 0.7476(5) 0.6044(4) 0.038(2) Uani 1 1 d . . . . .
H14A H 0.5549 0.7321 0.5709 0.046 Uiso 1 1 calc R U . . .
H14B H 0.6573 0.7647 0.5890 0.046 Uiso 1 1 calc R U . . .
C15 C 0.5478(6) 0.8087(5) 0.6366(4) 0.041(2) Uani 1 1 d . . . . .
H15A H 0.5332 0.8500 0.6095 0.049 Uiso 1 1 calc R U . . .
H15B H 0.4871 0.7908 0.6536 0.049 Uiso 1 1 calc R U . . .
C16 C 0.5674(8) 0.8961(5) 0.7103(4) 0.052(3) Uani 1 1 d . . . . .
H16A H 0.5068 0.8810 0.7292 0.063 Uiso 1 1 calc R U . . .
H16B H 0.5531 0.9353 0.6813 0.063 Uiso 1 1 calc R U . . .
C17 C 0.6350(9) 0.9253(6) 0.7554(5) 0.064(3) Uani 1 1 d . . . . .
H17A H 0.6976 0.9366 0.7374 0.077 Uiso 1 1 calc R U . . .
H17B H 0.6095 0.9712 0.7732 0.077 Uiso 1 1 calc R U . . .
C18 C 0.6939(9) 0.8932(5) 0.8490(5) 0.068(4) Uani 1 1 d . . . . .
H18A H 0.6553 0.9315 0.8692 0.081 Uiso 1 1 calc R U . . .
H18B H 0.7552 0.9160 0.8373 0.081 Uiso 1 1 calc R U . . .
C19 C 0.7113(8) 0.8310(6) 0.8882(4) 0.062(3) Uani 1 1 d . . . . .
H19A H 0.7424 0.8494 0.9243 0.074 Uiso 1 1 calc R U . . .
H19B H 0.6496 0.8084 0.8994 0.074 Uiso 1 1 calc R U . . .
C20 C 0.7796(8) 0.7103(5) 0.8960(4) 0.050(3) Uani 1 1 d . . . . .
H20A H 0.7766 0.7246 0.9378 0.060 Uiso 1 1 calc R U . . .
H20B H 0.8436 0.6889 0.8888 0.060 Uiso 1 1 calc R U . . .
C21 C 0.7087(6) 0.6525(5) 0.8856(4) 0.039(2) Uani 1 1 d . . . . .
H21A H 0.7173 0.6116 0.9140 0.047 Uiso 1 1 calc R U . . .
H21B H 0.6437 0.6731 0.8905 0.047 Uiso 1 1 calc R U . . .
C22 C 0.6727(6) 0.5559(5) 0.8179(4) 0.033(2) Uani 1 1 d . . . . .
H22A H 0.6031 0.5626 0.8228 0.040 Uiso 1 1 calc R U . . .
H22B H 0.6948 0.5191 0.8471 0.040 Uiso 1 1 calc R U . . .
C23 C 0.6941(6) 0.5280(5) 0.7568(3) 0.028(2) Uani 1 1 d . . . . .
H23A H 0.7638 0.5231 0.7511 0.034 Uiso 1 1 calc R U . . .
H23B H 0.6644 0.4788 0.7506 0.034 Uiso 1 1 calc R U . . .
C24 C 0.5799(7) 0.2469(5) 0.3231(4) 0.045(3) Uani 1 1 d . . . . .
H24A H 0.6240 0.2198 0.2969 0.054 Uiso 1 1 calc R U . . .
H24B H 0.5404 0.2099 0.3440 0.054 Uiso 1 1 calc R U . . .
C25 C 0.5162(6) 0.2964(5) 0.2871(4) 0.044(2) Uani 1 1 d . . . . .
H25A H 0.4842 0.2667 0.2570 0.066 Uiso 1 1 calc R U . . .
H25B H 0.5547 0.3351 0.2683 0.066 Uiso 1 1 calc R U . . .
H25C H 0.4683 0.3196 0.3124 0.066 Uiso 1 1 calc R U . . .
C26 C 0.8293(6) 0.7120(5) 0.7034(4) 0.038(2) Uani 1 1 d . . . . .
H26A H 0.8546 0.7545 0.6807 0.045 Uiso 1 1 calc R U . . .
H26B H 0.8066 0.6741 0.6754 0.045 Uiso 1 1 calc R U . . .
C27 C 0.9074(6) 0.6799(5) 0.7404(3) 0.031(2) Uani 1 1 d . . . . .
H27A H 0.8810 0.6376 0.7629 0.038 Uiso 1 1 calc R U . . .
H27B H 0.9281 0.7180 0.7689 0.038 Uiso 1 1 calc R U . . .
C28 C 0.9948(6) 0.6530(5) 0.7065(4) 0.032(2) Uani 1 1 d . . . . .
H28A H 1.0173 0.6931 0.6803 0.038 Uiso 1 1 calc R U . . .
H28B H 1.0468 0.6413 0.7343 0.038 Uiso 1 1 calc R U . . .
C29 C 0.9570(6) 0.5210(5) 0.6979(4) 0.0312(19) Uani 1 1 d . . . . .
H29A H 0.9649 0.5178 0.7391 0.037 Uiso 1 1 calc R U . . .
C30 C 0.9301(6) 0.4591(5) 0.6675(4) 0.030(2) Uani 1 1 d . . . . .
H30A H 0.9187 0.4138 0.6877 0.037 Uiso 1 1 calc R U . . .
C31 C 0.9193(6) 0.4621(5) 0.6066(4) 0.029(2) Uani 1 1 d . . . . .
C32 C 0.9419(6) 0.5288(5) 0.5794(4) 0.033(2) Uani 1 1 d . . . . .
H32A H 0.9388 0.5323 0.5380 0.040 Uiso 1 1 calc R U . . .
C33 C 0.9688(6) 0.5901(5) 0.6118(4) 0.034(2) Uani 1 1 d . . . . .
H33A H 0.9848 0.6352 0.5926 0.040 Uiso 1 1 calc R U . . .
C34 C 0.8709(5) 0.3984(5) 0.5765(4) 0.028(2) Uani 1 1 d . . . . .
H34A H 0.8720 0.3529 0.6015 0.033 Uiso 1 1 calc R U . . .
C35 C 0.8966(6) 0.3795(5) 0.5116(3) 0.032(2) Uani 1 1 d . . . . .
H35A H 0.9518 0.4098 0.4976 0.038 Uiso 1 1 calc R U . . .
C36 C 0.9110(6) 0.2996(5) 0.4988(4) 0.031(2) Uani 1 1 d . . . . .
C37 C 0.9783(6) 0.2769(5) 0.4563(4) 0.036(2) Uani 1 1 d . . . . .
H37A H 1.0150 0.3137 0.4367 0.043 Uiso 1 1 calc R U . . .
C38 C 0.9923(7) 0.2041(6) 0.4424(4) 0.052(3) Uani 1 1 d . . . . .
H38A H 1.0359 0.1917 0.4122 0.063 Uiso 1 1 calc R U . . .
C39 C 0.9445(7) 0.1481(5) 0.4713(4) 0.042(2) Uani 1 1 d . . . . .
C40 C 0.8785(7) 0.1684(5) 0.5141(4) 0.041(2) Uani 1 1 d . . . . .
H40A H 0.8443 0.1311 0.5348 0.049 Uiso 1 1 calc R U . . .
C41 C 0.8628(6) 0.2427(5) 0.5265(4) 0.032(2) Uani 1 1 d . . . . .
H41A H 0.8168 0.2552 0.5554 0.038 Uiso 1 1 calc R U . . .
C42 C 0.9098(8) 0.0196(6) 0.4845(5) 0.065(3) Uani 1 1 d . . . . .
H42A H 0.9301 -0.0289 0.4696 0.098 Uiso 1 1 calc R U . . .
H42B H 0.8417 0.0266 0.4765 0.098 Uiso 1 1 calc R U . . .
H42C H 0.9209 0.0219 0.5268 0.098 Uiso 1 1 calc R U . . .
N1S N 0.8866(14) 0.8650(10) 0.7582(9) 0.132(7) Uani 0.75 1 d . U P A 1
C1S C 0.9503(18) 0.8809(11) 0.7235(11) 0.103(7) Uani 0.75 1 d . U P A 1
C2S C 1.0232(13) 0.8844(10) 0.6847(9) 0.097(6) Uani 0.75 1 d . U P A 1
H2SA H 1.0647 0.9264 0.6947 0.146 Uiso 0.75 1 calc R U P A 1
H2SB H 0.9977 0.8913 0.6452 0.146 Uiso 0.75 1 calc R U P A 1
H2SC H 1.0600 0.8382 0.6863 0.146 Uiso 0.75 1 calc R U P A 1
O1W O 1.008(5) 0.892(4) 0.780(3) 0.09(2) Uani 0.14 1 d . U P B 2
O2W O 1.086(6) 0.877(4) 0.817(4) 0.09(2) Uani 0.11 1 d . U P C 3
C3S C 0.6566(17) -0.0200(11) 0.5565(10) 0.107(10) Uiso 0.52(2) 1 d G . P D 1
H3SA H 0.6232 -0.0511 0.5299 0.128 Uiso 0.52(2) 1 calc R U P D 1
C4S C 0.7351(17) -0.0473(10) 0.5867(10) 0.087(9) Uiso 0.52(2) 1 d G . P D 1
H4SA H 0.7555 -0.0971 0.5807 0.104 Uiso 0.52(2) 1 calc R U P D 1
C5S C 0.7840(16) -0.0019(13) 0.6257(12) 0.125 Uiso 0.52(2) 1 d G U P D 1
H5SA H 0.8377 -0.0206 0.6463 0.150 Uiso 0.52(2) 1 calc R U P D 1
C6S C 0.7543(18) 0.0709(12) 0.6344(11) 0.125 Uiso 0.52(2) 1 d G U P D 1
H6SA H 0.7876 0.1019 0.6611 0.150 Uiso 0.52(2) 1 calc R U P D 1
C7S C 0.6757(17) 0.0982(10) 0.6043(11) 0.115(12) Uiso 0.52(2) 1 d G . P D 1
H7SA H 0.6554 0.1480 0.6103 0.139 Uiso 0.52(2) 1 calc R U P D 1
C8S C 0.6269(16) 0.0528(12) 0.5653(11) 0.126(14) Uiso 0.52(2) 1 d G . P D 1
H8SA H 0.5732 0.0715 0.5447 0.151 Uiso 0.52(2) 1 calc R U P D 1
C3'S C 0.7102(16) -0.0718(10) 0.5602(10) 0.074(9) Uiso 0.48(2) 1 d G . P D 2
H3'A H 0.7016 -0.1179 0.5407 0.088 Uiso 0.48(2) 1 calc R U P D 2
C4'S C 0.7805(17) -0.0646(11) 0.6027(11) 0.116(14) Uiso 0.48(2) 1 d G . P D 2
H4'A H 0.8198 -0.1057 0.6123 0.139 Uiso 0.48(2) 1 calc R U P D 2
C5'S C 0.7932(19) 0.0029(14) 0.6312(12) 0.124(13) Uiso 0.48(2) 1 d G . P D 2
H5'A H 0.8412 0.0078 0.6602 0.149 Uiso 0.48(2) 1 calc R U P D 2
C6'S C 0.736(2) 0.0632(11) 0.6171(12) 0.100(10) Uiso 0.48(2) 1 d G . P D 2
H6'A H 0.7443 0.1093 0.6366 0.120 Uiso 0.48(2) 1 calc R U P D 2
C7'S C 0.6654(18) 0.0560(11) 0.5746(12) 0.114(13) Uiso 0.48(2) 1 d G . P D 2
H7'A H 0.6260 0.0972 0.5650 0.137 Uiso 0.48(2) 1 calc R U P D 2
C8'S C 0.6527(16) -0.0115(13) 0.5461(11) 0.121 Uiso 0.48(2) 1 d G U P D 2
H8'A H 0.6047 -0.0164 0.5171 0.145 Uiso 0.48(2) 1 calc R U P D 2
C9S C 0.4044(6) 0.9609(5) 0.8538(6) 0.102(5) Uani 1 1 d G . . . .
H9SA H 0.4609 0.9900 0.8528 0.122 Uiso 1 1 calc R U . . .
C10S C 0.3489(9) 0.9536(5) 0.8038(4) 0.098(5) Uani 1 1 d G . . . .
H10B H 0.3675 0.9776 0.7686 0.117 Uiso 1 1 calc R U . . .
C11S C 0.2661(8) 0.9111(6) 0.8052(5) 0.099(5) Uani 1 1 d G . . . .
H11A H 0.2282 0.9061 0.7710 0.119 Uiso 1 1 calc R U . . .
C12S C 0.2389(6) 0.8760(5) 0.8567(7) 0.101(5) Uani 1 1 d G . . . .
H12A H 0.1824 0.8469 0.8577 0.121 Uiso 1 1 calc R U . . .
C13S C 0.2944(10) 0.8833(5) 0.9067(5) 0.098(5) Uani 1 1 d G . . . .
H13B H 0.2758 0.8592 0.9419 0.118 Uiso 1 1 calc R U . . .
C14S C 0.3772(8) 0.9258(7) 0.9053(4) 0.118(6) Uani 1 1 d G . . . .
H14C H 0.4151 0.9308 0.9395 0.141 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Cl1 O14 1.425(6) . ?
Cl1 O12 1.430(6) . ?
Cl1 O11 1.434(6) . ?
Cl1 O13 1.446(6) . ?
Cl2 O24 1.410(7) . ?
Cl2 O23 1.415(7) . ?
Cl2 O21 1.426(6) . ?
Cl2 O22 1.441(6) . ?
Cl3 O34 1.397(9) . ?
Cl3 O33 1.414(7) . ?
Cl3 O31 1.429(7) . ?
Cl3 O32 1.434(8) . ?
O1 C11 1.379(10) . ?
O1 C14 1.431(10) . ?
O2 C16 1.412(10) . ?
O2 C15 1.426(10) . ?
O3 C18 1.402(12) . ?
O3 C17 1.451(12) . ?
O4 C20 1.417(10) . ?
O4 C19 1.432(11) . ?
O5 C22 1.429(9) . ?
O5 C21 1.445(9) . ?
O6 C12 1.380(9) . ?
O6 C23 1.439(9) . ?
O7 C39 1.352(10) . ?
O7 C42 1.434(12) . ?
N1 C5 1.330(11) . ?
N1 C1 1.374(11) . ?
N1 C24 1.510(11) . ?
N2 C26 1.486(10) . ?
N3 C29 1.335(10) . ?
N3 C33 1.361(10) . ?
N3 C28 1.488(10) . ?
C1 C2 1.338(12) . ?
C2 C3 1.394(11) . ?
C3 C4 1.381(11) . ?
C3 C6 1.500(12) . ?
C4 C5 1.362(12) . ?
C6 C7 1.563(11) . ?
C6 C35 1.572(12) . ?
C7 C8 1.498(11) . ?
C7 C34 1.593(11) . ?
C8 C9 1.359(11) . ?
C8 C13 1.428(11) . ?
C9 C10 1.399(12) . ?
C10 C11 1.383(11) . ?
C11 C12 1.413(11) . ?
C12 C13 1.370(11) . ?
C14 C15 1.479(12) . ?
C16 C17 1.497(14) . ?
C18 C19 1.456(14) . ?
C20 C21 1.459(12) . ?
C22 C23 1.514(11) . ?
C24 C25 1.507(12) . ?
C26 C27 1.500(11) . ?
C27 C28 1.530(11) . ?
C29 C30 1.367(11) . ?
C30 C31 1.401(11) . ?
C31 C32 1.388(11) . ?
C31 C34 1.500(11) . ?
C32 C33 1.382(12) . ?
C34 C35 1.565(11) . ?
C35 C36 1.482(11) . ?
C36 C41 1.381(12) . ?
C36 C37 1.415(12) . ?
C37 C38 1.362(12) . ?
C38 C39 1.380(13) . ?
C39 C40 1.395(12) . ?
C40 C41 1.387(11) . ?
N1S C1S 1.23(3) . ?
C1S C2S 1.35(3) . ?
C3S C4S 1.3900 . ?
C3S C8S 1.3900 . ?
C4S C5S 1.3900 . ?
C5S C6S 1.3900 . ?
C6S C7S 1.3900 . ?
C7S C8S 1.3900 . ?
C3'S C4'S 1.3900 . ?
C3'S C8'S 1.3900 . ?
C4'S C5'S 1.3900 . ?
C5'S C6'S 1.3900 . ?
C6'S C7'S 1.3900 . ?
C7'S C8'S 1.3900 . ?
C9S C10S 1.3900 . ?
C9S C14S 1.3900 . ?
C10S C11S 1.3900 . ?
C11S C12S 1.3900 . ?
C12S C13S 1.3900 . ?
C13S C14S 1.3900 . ?

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
O14 Cl1 O12 110.1(4) . . ?
O14 Cl1 O11 109.5(5) . . ?
O12 Cl1 O11 108.7(4) . . ?
O14 Cl1 O13 110.4(4) . . ?
O12 Cl1 O13 109.4(4) . . ?
O11 Cl1 O13 108.8(4) . . ?
O24 Cl2 O23 109.9(5) . . ?
O24 Cl2 O21 108.7(4) . . ?
O23 Cl2 O21 109.8(5) . . ?
O24 Cl2 O22 108.6(4) . . ?
O23 Cl2 O22 110.9(4) . . ?
O21 Cl2 O22 109.0(4) . . ?
O34 Cl3 O33 109.7(7) . . ?
O34 Cl3 O31 110.2(6) . . ?
O33 Cl3 O31 110.9(5) . . ?
O34 Cl3 O32 106.7(7) . . ?
O33 Cl3 O32 110.0(5) . . ?
O31 Cl3 O32 109.2(5) . . ?
C11 O1 C14 115.9(6) . . ?
C16 O2 C15 109.8(7) . . ?
C18 O3 C17 112.0(8) . . ?
C20 O4 C19 113.4(8) . . ?
C22 O5 C21 112.1(6) . . ?
C12 O6 C23 115.3(6) . . ?
C39 O7 C42 117.6(8) . . ?
C5 N1 C1 119.0(8) . . ?
C5 N1 C24 120.3(8) . . ?
C1 N1 C24 120.7(8) . . ?
C29 N3 C33 120.0(7) . . ?
C29 N3 C28 119.8(7) . . ?
C33 N3 C28 120.2(7) . . ?
C2 C1 N1 120.3(8) . . ?
C1 C2 C3 121.6(8) . . ?
C4 C3 C2 116.9(8) . . ?
C4 C3 C6 122.9(8) . . ?
C2 C3 C6 120.2(8) . . ?
C5 C4 C3 120.0(8) . . ?
N1 C5 C4 122.2(9) . . ?
C3 C6 C7 118.9(7) . . ?
C3 C6 C35 118.1(7) . . ?
C7 C6 C35 90.2(6) . . ?
C8 C7 C6 117.6(7) . . ?
C8 C7 C34 119.9(7) . . ?
C6 C7 C34 88.8(6) . . ?
C9 C8 C13 119.5(8) . . ?
C9 C8 C7 122.3(8) . . ?
C13 C8 C7 118.2(8) . . ?
C8 C9 C10 121.1(8) . . ?
C11 C10 C9 120.4(8) . . ?
O1 C11 C10 125.1(8) . . ?
O1 C11 C12 116.4(7) . . ?
C10 C11 C12 118.6(8) . . ?
C13 C12 O6 124.0(7) . . ?
C13 C12 C11 121.2(8) . . ?
O6 C12 C11 114.9(7) . . ?
C12 C13 C8 119.3(8) . . ?
O1 C14 C15 108.7(7) . . ?
O2 C15 C14 109.5(7) . . ?
O2 C16 C17 109.2(8) . . ?
O3 C17 C16 106.8(9) . . ?
O3 C18 C19 109.1(8) . . ?
O4 C19 C18 111.9(9) . . ?
O4 C20 C21 116.1(8) . . ?
O5 C21 C20 108.5(7) . . ?
O5 C22 C23 109.0(6) . . ?
O6 C23 C22 107.4(6) . . ?
C25 C24 N1 111.5(7) . . ?
N2 C26 C27 110.9(7) . . ?
C26 C27 C28 114.9(7) . . ?
N3 C28 C27 111.4(6) . . ?
N3 C29 C30 121.6(8) . . ?
C29 C30 C31 120.2(8) . . ?
C32 C31 C30 117.0(8) . . ?
C32 C31 C34 124.0(7) . . ?
C30 C31 C34 118.3(8) . . ?
C33 C32 C31 120.9(8) . . ?
N3 C33 C32 119.9(8) . . ?
C31 C34 C35 119.9(7) . . ?
C31 C34 C7 112.6(7) . . ?
C35 C34 C7 89.4(6) . . ?
C36 C35 C34 115.5(7) . . ?
C36 C35 C6 116.5(7) . . ?
C34 C35 C6 89.5(6) . . ?
C41 C36 C37 115.4(8) . . ?
C41 C36 C35 124.2(8) . . ?
C37 C36 C35 120.4(8) . . ?
C38 C37 C36 122.2(8) . . ?
C37 C38 C39 121.5(9) . . ?
O7 C39 C38 118.3(9) . . ?
O7 C39 C40 123.9(9) . . ?
C38 C39 C40 117.8(8) . . ?
C41 C40 C39 120.1(9) . . ?
C36 C41 C40 123.0(8) . . ?
N1S C1S C2S 169(2) . . ?
C4S C3S C8S 120.0 . . ?
C5S C4S C3S 120.0 . . ?
C4S C5S C6S 120.0 . . ?
C7S C6S C5S 120.0 . . ?
C8S C7S C6S 120.0 . . ?
C7S C8S C3S 120.0 . . ?
C4'S C3'S C8'S 120.0 . . ?
C5'S C4'S C3'S 120.0 . . ?
C4'S C5'S C6'S 120.0 . . ?
C5'S C6'S C7'S 120.0 . . ?
C8'S C7'S C6'S 120.0 . . ?
C7'S C8'S C3'S 120.0 . . ?
C10S C9S C14S 120.0 . . ?
C9S C10S C11S 120.0 . . ?
C12S C11S C10S 120.0 . . ?
C11S C12S C13S 120.0 . . ?
C14S C13S C12S 120.0 . . ?
C13S C14S C9S 120.0 . . ?

_refine_diff_density_max         0.510
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.067


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method 'MeCN, benzene'
