# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_D_2BF4_H2O_250
_database_code_depnum_ccdc_archive 'CCDC 1488023'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-11-23 downloaded from the CCDC.
;
_audit_creation_date             2016-08-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            'dabco ditetrafluoroborate monohydrate'
_chemical_name_systematic        ?
_chemical_formula_moiety         'H2 O, C6 H14 N2, 2(B F4)'
_chemical_formula_sum            'C6 H16 B2 F8 N2 O'
_chemical_formula_weight         305.83
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'

_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.
;
_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'
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                   13.1253(2)
_cell_length_b                   7.86257(13)
_cell_length_c                   11.71964(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1209.45(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14088
_cell_measurement_temperature    250.0(1)
_cell_measurement_theta_min      2.3520
_cell_measurement_theta_max      29.5180
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             624
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_unetI/netI     0.0109
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            29590
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.261
_diffrn_reflns_theta_min         2.590
_diffrn_ambient_temperature      250.0(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.970
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.878
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.934
_reflns_number_gt                3186
_reflns_number_total             3449
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       CrysAlisCCD
_computing_cell_refinement       CrysAlisRED
_computing_data_reduction        CrysAlisRED
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 
;
 Flack x determined using 1354 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(11)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         3449
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0407
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0621P)²+0.2400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1135
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H,H) groups, All C(H,H) groups, All N(H) groups
2. Others
 Sof(F5')=Sof(F6')=Sof(F7')=1-FVAR(1)
 Sof(F5)=Sof(F6)=Sof(F7)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
O1 O 0.9280(2) 0.9390(3) -0.01145(19) 0.0567(5) Uani 1 1 d . . . . .
C1 C 0.8593(2) 0.5432(3) 0.7080(2) 0.0420(5) Uani 1 1 d . . . . .
H1A H 0.888424 0.429849 0.708127 0.050 Uiso 1 1 calc R . . . .
H1B H 0.785659 0.532694 0.709060 0.050 Uiso 1 1 calc R . . . .
C2 C 0.8949(3) 0.6403(4) 0.8119(2) 0.0513(7) Uani 1 1 d . . . . .
H2A H 0.836770 0.673860 0.857794 0.062 Uiso 1 1 calc R . . . .
H2B H 0.938698 0.568746 0.858174 0.062 Uiso 1 1 calc R . . . .
C3 C 0.84636(19) 0.8111(3) 0.6021(2) 0.0402(5) Uani 1 1 d . . . . .
H3A H 0.772643 0.803162 0.604515 0.048 Uiso 1 1 calc R . . . .
H3B H 0.865571 0.870164 0.532660 0.048 Uiso 1 1 calc R . . . .
C4 C 0.8846(3) 0.9076(3) 0.7047(3) 0.0549(7) Uani 1 1 d . . . . .
H4A H 0.922258 1.007209 0.680029 0.066 Uiso 1 1 calc R . . . .
H4B H 0.827488 0.945120 0.750668 0.066 Uiso 1 1 calc R . . . .
C5 C 1.00538(17) 0.6506(3) 0.5990(2) 0.0396(5) Uani 1 1 d . . . . .
H5A H 1.025897 0.713597 0.531643 0.048 Uiso 1 1 calc R . . . .
H5B H 1.035430 0.538058 0.595116 0.048 Uiso 1 1 calc R . . . .
C6 C 1.0419(2) 0.7419(4) 0.7057(2) 0.0489(6) Uani 1 1 d . . . . .
H6A H 1.084662 0.666653 0.750520 0.059 Uiso 1 1 calc R . . . .
H6B H 1.081784 0.840865 0.684703 0.059 Uiso 1 1 calc R . . . .
B1 B 0.77364(18) 0.2816(3) 0.4689(2) 0.0356(5) Uani 1 1 d . . . . .
H1C H 0.878(3) 0.990(5) -0.008(3) 0.043 Uiso 1 1 d R . . . .
H1D H 0.925(2) 0.869(5) 0.046(3) 0.043 Uiso 1 1 d R . . . .
N2 N 0.89219(13) 0.6370(2) 0.60333(16) 0.0306(3) Uani 1 1 d . . . . .
H2 H 0.877(2) 0.582(4) 0.552(3) 0.037 Uiso 1 1 d R . . . .
N1 N 0.95221(18) 0.7949(3) 0.77376(17) 0.0384(4) Uani 1 1 d . . . . .
H1 H 0.965(3) 0.852(5) 0.837(3) 0.046 Uiso 1 1 d R . . . .
F1 F 0.72816(12) 0.4312(2) 0.50732(17) 0.0533(4) Uani 1 1 d . . . . .
F2 F 0.87853(11) 0.3026(3) 0.47857(18) 0.0557(4) Uani 1 1 d . . . . .
F3 F 0.74114(18) 0.1490(2) 0.5365(2) 0.0697(6) Uani 1 1 d . . . . .
F4 F 0.74706(17) 0.2541(3) 0.35716(19) 0.0687(5) Uani 1 1 d . . . . .
B2 B 0.9090(2) 0.7631(3) 0.2909(2) 0.0369(5) Uani 1 1 d . . . . .
F5 F 0.8554(11) 0.6568(17) 0.3541(10) 0.099(4) Uani 0.55(2) 1 d . . P . .
F6 F 1.0100(5) 0.7541(14) 0.3249(7) 0.088(3) Uani 0.55(2) 1 d . . P . .
F7 F 0.8822(9) 0.9262(7) 0.3080(7) 0.076(2) Uani 0.55(2) 1 d . . P . .
F8 F 0.9017(2) 0.7169(3) 0.17684(17) 0.0738(6) Uani 1 1 d . . . . .
F5' F 0.8835(14) 0.6276(15) 0.3578(10) 0.089(4) Uani 0.45(2) 1 d . . P . .
F6' F 0.9978(11) 0.820(3) 0.3169(12) 0.143(6) Uani 0.45(2) 1 d . . P . .
F7' F 0.8345(13) 0.881(2) 0.3067(10) 0.102(4) Uani 0.45(2) 1 d . . 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
O1 H1C 0.77(4) . ?
O1 H1D 0.87(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.512(4) . ?
C1 N2 1.495(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 N1 1.497(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.507(4) . ?
C3 N2 1.496(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 N1 1.492(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.519(4) . ?
C5 N2 1.490(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 N1 1.481(4) . ?
B1 F1 1.394(3) . ?
B1 F2 1.391(3) . ?
B1 F3 1.377(3) . ?
B1 F4 1.373(3) . ?
N2 H2 0.77(4) . ?
N1 H1 0.88(4) . ?
B2 F5 1.320(8) . ?
B2 F6 1.386(7) . ?
B2 F7 1.345(6) . ?
B2 F8 1.388(3) . ?
B2 F5' 1.365(12) . ?
B2 F6' 1.285(9) . ?
B2 F7' 1.358(9) . ?
F6 F6' 0.55(2) . ?
F7 F6' 1.735(17) . ?
F7 F7' 0.722(14) . ?

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
H1C O1 H1D 105(4) . . ?
H1A C1 H1B 108.3 . . ?
C2 C1 H1A 109.9 . . ?
C2 C1 H1B 109.9 . . ?
N2 C1 H1A 109.9 . . ?
N2 C1 H1B 109.9 . . ?
N2 C1 C2 108.83(18) . . ?
C1 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
N1 C2 C1 108.9(2) . . ?
N1 C2 H2A 109.9 . . ?
N1 C2 H2B 109.9 . . ?
H3A C3 H3B 108.4 . . ?
C4 C3 H3A 110.0 . . ?
C4 C3 H3B 110.0 . . ?
N2 C3 H3A 110.0 . . ?
N2 C3 H3B 110.0 . . ?
N2 C3 C4 108.58(19) . . ?
C3 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
N1 C4 C3 109.4(2) . . ?
N1 C4 H4A 109.8 . . ?
N1 C4 H4B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
C6 C5 H5A 110.0 . . ?
C6 C5 H5B 110.0 . . ?
N2 C5 H5A 110.0 . . ?
N2 C5 H5B 110.0 . . ?
N2 C5 C6 108.68(19) . . ?
C5 C6 H6A 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N1 C6 C5 108.99(19) . . ?
N1 C6 H6A 109.9 . . ?
N1 C6 H6B 109.9 . . ?
F2 B1 F1 107.3(2) . . ?
F3 B1 F1 108.7(2) . . ?
F3 B1 F2 110.5(2) . . ?
F4 B1 F1 109.4(2) . . ?
F4 B1 F2 110.4(2) . . ?
F4 B1 F3 110.6(2) . . ?
C1 N2 C3 110.08(19) . . ?
C1 N2 H2 107(2) . . ?
C3 N2 H2 114(2) . . ?
C5 N2 C1 110.58(18) . . ?
C5 N2 C3 109.55(17) . . ?
C5 N2 H2 106(2) . . ?
C2 N1 H1 105(2) . . ?
C4 N1 C2 110.2(2) . . ?
C4 N1 H1 106(2) . . ?
C6 N1 C2 109.4(2) . . ?
C6 N1 C4 110.3(2) . . ?
C6 N1 H1 116(2) . . ?
F5 B2 F6 108.4(7) . . ?
F5 B2 F7 112.3(7) . . ?
F5 B2 F8 109.7(5) . . ?
F5 B2 F5' 18.6(12) . . ?
F5 B2 F7' 88.3(10) . . ?
F6 B2 F8 109.3(4) . . ?
F7 B2 F6 104.8(5) . . ?
F7 B2 F8 112.0(4) . . ?
F7 B2 F5' 126.5(7) . . ?
F7 B2 F7' 31.0(6) . . ?
F5' B2 F6 91.7(8) . . ?
F5' B2 F8 109.4(5) . . ?
F6' B2 F5 124.8(8) . . ?
F6' B2 F6 23.4(9) . . ?
F6' B2 F7 82.5(9) . . ?
F6' B2 F8 112.5(7) . . ?
F6' B2 F5' 111.0(9) . . ?
F6' B2 F7' 112.6(9) . . ?
F7' B2 F6 133.2(7) . . ?
F7' B2 F8 105.0(5) . . ?
F7' B2 F5' 106.0(10) . . ?
F6' F6 B2 68.0(14) . . ?
B2 F7 F6' 47.2(4) . . ?
F7' F7 B2 75.5(10) . . ?
F7' F7 F6' 121.4(12) . . ?
B2 F6' F7 50.2(6) . . ?
F6 F6' B2 88.6(15) . . ?
F6 F6' F7 135.8(17) . . ?
F7 F7' B2 73.5(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 N1 C4 60.8(3) . . . . ?
C1 C2 N1 C6 -60.6(3) . . . . ?
C2 C1 N2 C3 -60.3(3) . . . . ?
C2 C1 N2 C5 60.9(3) . . . . ?
C3 C4 N1 C2 -59.3(3) . . . . ?
C3 C4 N1 C6 61.6(3) . . . . ?
C4 C3 N2 C1 61.9(3) . . . . ?
C4 C3 N2 C5 -59.9(3) . . . . ?
C5 C6 N1 C2 63.1(3) . . . . ?
C5 C6 N1 C4 -58.3(3) . . . . ?
C6 C5 N2 C1 -58.5(3) . . . . ?
C6 C5 N2 C3 63.0(3) . . . . ?
N2 C1 C2 N1 -0.9(3) . . . . ?
N2 C3 C4 N1 -1.7(3) . . . . ?
N2 C5 C6 N1 -3.4(3) . . . . ?
B2 F6 F6' F7 19(2) . . . . ?
B2 F7 F6' F6 -26(3) . . . . ?
F5 B2 F6 F6' -138(2) . . . . ?
F5 B2 F7 F6' 124.6(9) . . . . ?
F5 B2 F7 F7' -41.6(17) . . . . ?
F5 B2 F6' F6 50(3) . . . . ?
F5 B2 F6' F7 -112.1(10) . . . . ?
F5 B2 F7' F7 142.1(16) . . . . ?
F6 B2 F7 F6' 7.1(9) . . . . ?
F6 B2 F7 F7' -159.1(15) . . . . ?
F6 B2 F6' F7 -162(2) . . . . ?
F6 B2 F7' F7 28(2) . . . . ?
F7 B2 F6 F6' -18(2) . . . . ?
F7 B2 F6' F6 162(2) . . . . ?
F8 B2 F6 F6' 102(2) . . . . ?
F8 B2 F7 F6' -111.3(7) . . . . ?
F8 B2 F7 F7' 82.5(15) . . . . ?
F8 B2 F6' F6 -87(2) . . . . ?
F8 B2 F6' F7 110.8(6) . . . . ?
F8 B2 F7' F7 -107.9(14) . . . . ?
F5' B2 F6 F6' -147(2) . . . . ?
F5' B2 F7 F6' 110.6(10) . . . . ?
F5' B2 F7 F7' -55.7(18) . . . . ?
F5' B2 F6' F6 36(3) . . . . ?
F5' B2 F6' F7 -126.3(7) . . . . ?
F5' B2 F7' F7 136.3(15) . . . . ?
F6' B2 F7 F7' -166.3(17) . . . . ?
F6' B2 F7' F7 14.8(18) . . . . ?
F6' F7 F7' B2 -11.8(14) . . . . ?
F7' B2 F6 F6' -33(2) . . . . ?
F7' B2 F7 F6' 166.3(17) . . . . ?
F7' B2 F6' F6 155(2) . . . . ?
F7' B2 F6' F7 -7.6(10) . . . . ?
F7' F7 F6' B2 15.6(19) . . . . ?
F7' F7 F6' F6 -10(5) . . . . ?

_shelx_SHELXL_version_number     2016/4
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_D_2BF4_H2O_150
_database_code_depnum_ccdc_archive 'CCDC 1488024'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-11-23 downloaded from the CCDC.
;
_audit_creation_date             2016-08-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            'dabco ditetrafluoroborate monohydrate'
_chemical_name_systematic        ?
_chemical_formula_moiety         'H2 O, C6 H14 N2, 2(B F4)'
_chemical_formula_sum            'C6 H16 B2 F8 N2 O'
_chemical_formula_weight         305.83
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   7.80890(18)
_cell_length_b                   11.6361(2)
_cell_length_c                   12.9991(3)
_cell_angle_alpha                90.0033(17)
_cell_angle_beta                 89.9908(18)
_cell_angle_gamma                90.0086(18)
_cell_volume                     1181.16(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14308
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_min      2.6070
_cell_measurement_theta_max      29.7690
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.195
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.720
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             624
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            30695
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.202
_diffrn_reflns_theta_min         2.349
_diffrn_ambient_temperature      150.0(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.960
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.959
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.920
_reflns_number_gt                12451
_reflns_number_total             12773
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       CrysAlisCCD
_computing_cell_refinement       CrysAlisRED
_computing_data_reduction        CrysAlisRED
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 
;
 Flack x determined using 5876 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.52(8)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     734
_refine_ls_number_reflns         12773
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0246
_refine_ls_R_factor_gt           0.0235
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0330P)²+0.0361P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0577
_refine_ls_wR_factor_ref         0.0584
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5072(8) 0.4928(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All O(H,H,H,H,H,H,H,H,H,H,H,H,H,H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B),
  C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,
 H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
B1 B 0.3646(4) 0.5686(2) 0.55813(17) 0.0205(5) Uani 1 1 d . . . . .
F11 F 0.3715(2) 0.55247(13) 0.45153(10) 0.0304(3) Uani 1 1 d . . . . .
F12 F 0.5232(2) 0.53438(13) 0.59930(11) 0.0270(3) Uani 1 1 d . . . . .
F13 F 0.3369(2) 0.68239(13) 0.58181(13) 0.0356(4) Uani 1 1 d . . . . .
F14 F 0.2370(2) 0.50009(16) 0.60034(13) 0.0376(4) Uani 1 1 d . . . . .
B2 B 0.7995(4) 0.5683(2) 0.05178(18) 0.0195(4) Uani 1 1 d . . . . .
F21 F 0.7650(2) 0.56413(13) -0.05409(10) 0.0279(3) Uani 1 1 d . . . . .
F22 F 0.6590(2) 0.52065(14) 0.10353(11) 0.0283(3) Uani 1 1 d . . . . .
F23 F 0.9444(2) 0.50297(14) 0.07307(13) 0.0340(3) Uani 1 1 d . . . . .
F24 F 0.8248(3) 0.68043(13) 0.08274(13) 0.0356(4) Uani 1 1 d . . . . .
B3 B 0.7999(4) 0.0682(2) 0.10504(18) 0.0195(4) Uani 1 1 d . . . . .
F31 F 0.7652(2) 0.06432(13) 0.21093(10) 0.0277(3) Uani 1 1 d . . . . .
F32 F 0.9444(2) 0.00298(15) 0.08383(13) 0.0346(4) Uani 1 1 d . . . . .
F33 F 0.6595(2) 0.02064(14) 0.05319(11) 0.0283(3) Uani 1 1 d . . . . .
F34 F 0.8250(3) 0.18028(13) 0.07410(13) 0.0359(4) Uani 1 1 d . . . . .
B4 B 0.3659(4) 1.0690(2) 0.59850(17) 0.0210(5) Uani 1 1 d . . . . .
F41 F 0.3715(2) 1.05277(13) 0.70521(10) 0.0310(3) Uani 1 1 d . . . . .
F42 F 0.5232(2) 1.03466(13) 0.55741(11) 0.0271(3) Uani 1 1 d . . . . .
F43 F 0.2370(2) 1.00017(16) 0.55643(13) 0.0377(4) Uani 1 1 d . . . . .
F44 F 0.3373(3) 1.18253(13) 0.57498(13) 0.0359(4) Uani 1 1 d . . . . .
B5 B 0.8506(3) 0.2485(2) 0.7331(2) 0.0208(5) Uani 1 1 d . . . . .
F51 F 0.9722(3) 0.22866(16) 0.65907(15) 0.0435(4) Uani 1 1 d . . . . .
F52 F 0.7031(2) 0.18780(13) 0.70914(12) 0.0313(3) Uani 1 1 d . . . . .
F53 F 0.9084(3) 0.21559(16) 0.82835(13) 0.0462(5) Uani 1 1 d . . . . .
F54 F 0.8129(3) 0.36607(13) 0.73397(14) 0.0358(4) Uani 1 1 d . . . . .
B6 B 0.8508(3) 0.7490(2) 0.42354(19) 0.0208(5) Uani 1 1 d . . . . .
F61 F 0.7025(2) 0.68773(13) 0.44765(12) 0.0315(3) Uani 1 1 d . . . . .
F62 F 0.8126(3) 0.86599(13) 0.42260(14) 0.0361(4) Uani 1 1 d . . . . .
F63 F 0.9082(3) 0.71599(16) 0.32825(13) 0.0466(5) Uani 1 1 d . . . . .
F64 F 0.9725(3) 0.72910(16) 0.49780(15) 0.0439(4) Uani 1 1 d . . . . .
B7 B 0.3256(4) 0.2408(2) 0.23819(19) 0.0201(5) Uani 1 1 d . . . . .
F71 F 0.3820(3) 0.35567(12) 0.22781(13) 0.0346(3) Uani 1 1 d . . . . .
F72 F 0.1530(2) 0.23591(14) 0.21751(13) 0.0324(3) Uani 1 1 d . . . . .
F73 F 0.4143(2) 0.17388(13) 0.16789(14) 0.0383(4) Uani 1 1 d . . . . .
F74 F 0.3585(3) 0.20336(17) 0.33645(13) 0.0431(5) Uani 1 1 d . . . . .
B8 B 0.3262(4) 0.7408(2) 0.91857(19) 0.0193(5) Uani 1 1 d . . . . .
F81 F 0.3816(3) 0.85546(12) 0.92887(13) 0.0348(3) Uani 1 1 d . . . . .
F82 F 0.1529(2) 0.73632(15) 0.93936(13) 0.0329(3) Uani 1 1 d . . . . .
F83 F 0.4140(2) 0.67389(14) 0.98870(14) 0.0383(4) Uani 1 1 d . . . . .
F84 F 0.3585(3) 0.70328(16) 0.82033(13) 0.0427(4) Uani 1 1 d . . . . .
N1 N 0.8796(3) -0.23177(14) 0.78616(14) 0.0170(3) Uani 1 1 d . . . . .
N2 N 0.7282(3) -0.06263(15) 0.71415(13) 0.0172(3) Uani 1 1 d . . . . .
C1 C 0.9064(3) -0.06337(19) 0.67238(17) 0.0209(4) Uani 1 1 d . . . . .
H1A H 0.9610 0.0103 0.6844 0.025 Uiso 1 1 calc R . . . .
H1B H 0.9046 -0.0777 0.5989 0.025 Uiso 1 1 calc R . . . .
C2 C 1.0051(3) -0.15920(18) 0.72781(17) 0.0197(4) Uani 1 1 d . . . . .
H2A H 1.0661 -0.2060 0.6781 0.024 Uiso 1 1 calc R . . . .
H2B H 1.0880 -0.1260 0.7748 0.024 Uiso 1 1 calc R . . . .
C3 C 0.6336(3) -0.16962(19) 0.68246(18) 0.0217(4) Uani 1 1 d . . . . .
H3A H 0.6172 -0.1704 0.6085 0.026 Uiso 1 1 calc R . . . .
H3B H 0.5220 -0.1719 0.7152 0.026 Uiso 1 1 calc R . . . .
C4 C 0.7397(3) -0.27299(18) 0.71536(18) 0.0228(4) Uani 1 1 d . . . . .
H4A H 0.6677 -0.3284 0.7506 0.027 Uiso 1 1 calc R . . . .
H4B H 0.7892 -0.3100 0.6555 0.027 Uiso 1 1 calc R . . . .
C5 C 0.7321(3) -0.05284(17) 0.82936(15) 0.0187(4) Uani 1 1 d . . . . .
H5A H 0.6176 -0.0389 0.8555 0.022 Uiso 1 1 calc R . . . .
H5B H 0.8047 0.0109 0.8498 0.022 Uiso 1 1 calc R . . . .
C6 C 0.8023(3) -0.16537(17) 0.87323(16) 0.0191(4) Uani 1 1 d . . . . .
H6A H 0.8884 -0.1495 0.9251 0.023 Uiso 1 1 calc R . . . .
H6B H 0.7107 -0.2093 0.9048 0.023 Uiso 1 1 calc R . . . .
N3 N 0.8795(3) 0.26782(14) 0.37048(14) 0.0174(3) Uani 1 1 d . . . . .
N4 N 0.7278(3) 0.43751(15) 0.44247(13) 0.0172(3) Uani 1 1 d . . . . .
C7 C 0.9063(3) 0.43614(19) 0.48416(17) 0.0208(4) Uani 1 1 d . . . . .
H7A H 0.9042 0.4215 0.5576 0.025 Uiso 1 1 calc R . . . .
H7B H 0.9609 0.5099 0.4725 0.025 Uiso 1 1 calc R . . . .
C8 C 1.0058(3) 0.34108(18) 0.42897(17) 0.0199(4) Uani 1 1 d . . . . .
H8A H 1.0883 0.3745 0.3819 0.024 Uiso 1 1 calc R . . . .
H8B H 1.0672 0.2945 0.4786 0.024 Uiso 1 1 calc R . . . .
C9 C 0.6336(3) 0.33068(19) 0.47430(18) 0.0217(4) Uani 1 1 d . . . . .
H9A H 0.5221 0.3282 0.4415 0.026 Uiso 1 1 calc R . . . .
H9B H 0.6172 0.3301 0.5483 0.026 Uiso 1 1 calc R . . . .
C10 C 0.7404(3) 0.22674(18) 0.44144(18) 0.0222(4) Uani 1 1 d . . . . .
H10A H 0.7903 0.1900 0.5014 0.027 Uiso 1 1 calc R . . . .
H10B H 0.6685 0.1711 0.4064 0.027 Uiso 1 1 calc R . . . .
C11 C 0.7319(3) 0.44711(17) 0.32756(15) 0.0190(4) Uani 1 1 d . . . . .
H11A H 0.8047 0.5107 0.3071 0.023 Uiso 1 1 calc R . . . .
H11B H 0.6175 0.4611 0.3014 0.023 Uiso 1 1 calc R . . . .
C12 C 0.8019(3) 0.33464(17) 0.28358(16) 0.0193(4) Uani 1 1 d . . . . .
H12A H 0.7101 0.2908 0.2521 0.023 Uiso 1 1 calc R . . . .
H12B H 0.8877 0.3505 0.2316 0.023 Uiso 1 1 calc R . . . .
N5 N 0.2878(3) 0.75268(16) 0.27351(14) 0.0198(4) Uani 1 1 d . . . . .
N6 N 0.4521(3) 0.92928(15) 0.22611(14) 0.0162(3) Uani 1 1 d . . . . .
C13 C 0.5496(3) 0.8251(2) 0.19128(18) 0.0222(4) Uani 1 1 d . . . . .
H13A H 0.6670 0.8292 0.2154 0.027 Uiso 1 1 calc R . . . .
H13B H 0.5510 0.8214 0.1167 0.027 Uiso 1 1 calc R . . . .
C14 C 0.4618(4) 0.7188(2) 0.23525(19) 0.0255(5) Uani 1 1 d . . . . .
H14A H 0.4512 0.6603 0.1824 0.031 Uiso 1 1 calc R . . . .
H14B H 0.5293 0.6875 0.2913 0.031 Uiso 1 1 calc R . . . .
C15 C 0.4293(3) 0.92580(18) 0.34047(15) 0.0213(4) Uani 1 1 d . . . . .
H15A H 0.3816 0.9979 0.3645 0.026 Uiso 1 1 calc R . . . .
H15B H 0.5390 0.9142 0.3738 0.026 Uiso 1 1 calc R . . . .
C16 C 0.3077(4) 0.82652(18) 0.36693(16) 0.0238(5) Uani 1 1 d . . . . .
H16A H 0.3543 0.7816 0.4232 0.029 Uiso 1 1 calc R . . . .
H16B H 0.1972 0.8565 0.3879 0.029 Uiso 1 1 calc R . . . .
C17 C 0.1926(3) 0.8160(2) 0.19117(19) 0.0253(5) Uani 1 1 d . . . . .
H17A H 0.0743 0.8273 0.2117 0.030 Uiso 1 1 calc R . . . .
H17B H 0.1940 0.7721 0.1277 0.030 Uiso 1 1 calc R . . . .
C18 C 0.2800(3) 0.9319(2) 0.17504(18) 0.0224(4) Uani 1 1 d . . . . .
H18A H 0.2933 0.9468 0.1021 0.027 Uiso 1 1 calc R . . . .
H18B H 0.2106 0.9927 0.2045 0.027 Uiso 1 1 calc R . . . .
N7 N 0.2880(3) 0.25251(15) 0.88302(14) 0.0199(4) Uani 1 1 d . . . . .
N8 N 0.4523(3) 0.42933(15) 0.93051(14) 0.0162(3) Uani 1 1 d . . . . .
C19 C 0.1926(3) 0.3161(2) 0.96536(18) 0.0250(5) Uani 1 1 d . . . . .
H19A H 0.1938 0.2722 1.0288 0.030 Uiso 1 1 calc R . . . .
H19B H 0.0745 0.3274 0.9448 0.030 Uiso 1 1 calc R . . . .
C20 C 0.2802(3) 0.4322(2) 0.98172(18) 0.0232(4) Uani 1 1 d . . . . .
H20A H 0.2109 0.4931 0.9523 0.028 Uiso 1 1 calc R . . . .
H20B H 0.2935 0.4471 1.0547 0.028 Uiso 1 1 calc R . . . .
C21 C 0.4615(4) 0.2185(2) 0.92168(19) 0.0257(5) Uani 1 1 d . . . . .
H21A H 0.5291 0.1866 0.8659 0.031 Uiso 1 1 calc R . . . .
H21B H 0.4504 0.1604 0.9748 0.031 Uiso 1 1 calc R . . . .
C22 C 0.5500(3) 0.3256(2) 0.96537(18) 0.0222(4) Uani 1 1 d . . . . .
H22A H 0.5517 0.3221 1.0399 0.027 Uiso 1 1 calc R . . . .
H22B H 0.6672 0.3296 0.9409 0.027 Uiso 1 1 calc R . . . .
C23 C 0.3075(4) 0.32656(18) 0.78991(16) 0.0232(4) Uani 1 1 d . . . . .
H23A H 0.1968 0.3563 0.7691 0.028 Uiso 1 1 calc R . . . .
H23B H 0.3542 0.2819 0.7335 0.028 Uiso 1 1 calc R . . . .
C24 C 0.4285(3) 0.42611(19) 0.81617(15) 0.0216(4) Uani 1 1 d . . . . .
H24A H 0.5381 0.4150 0.7824 0.026 Uiso 1 1 calc R . . . .
H24B H 0.3801 0.4982 0.7924 0.026 Uiso 1 1 calc R . . . .
O1 O 0.0314(3) 0.05536(15) 0.38519(16) 0.0302(4) Uani 1 1 d . . . . .
O2 O 0.0319(3) 0.55523(15) 0.77156(16) 0.0303(4) Uani 1 1 d . . . . .
O3 O 0.1481(3) 0.03779(15) 0.91059(14) 0.0279(4) Uani 1 1 d . . . . .
O4 O 0.1488(3) 0.53788(15) 0.24615(15) 0.0278(4) Uani 1 1 d . . . . .
H4 H 0.667(6) 0.493(3) 0.466(2) 0.033 Uiso 1 1 d R . . . .
H2 H 0.682(5) -0.003(3) 0.689(2) 0.033 Uiso 1 1 d R . . . .
H4C H 0.219(6) 0.484(3) 0.242(3) 0.033 Uiso 1 1 d R . . . .
H3C H 0.201(5) -0.031(3) 0.922(2) 0.033 Uiso 1 1 d R . . . .
H1C H -0.048(6) 0.002(3) 0.387(2) 0.033 Uiso 1 1 d R . . . .
H3D H 0.079(5) 0.043(3) 0.963(3) 0.033 Uiso 1 1 d R . . . .
H1 H 0.934(5) -0.287(3) 0.809(2) 0.033 Uiso 1 1 d R . . . .
H7 H 0.220(5) 0.189(3) 0.872(2) 0.033 Uiso 1 1 d R . . . .
H8 H 0.513(5) 0.491(3) 0.949(2) 0.033 Uiso 1 1 d R . . . .
H4D H 0.105(5) 0.530(3) 0.190(3) 0.033 Uiso 1 1 d R . . . .
H6 H 0.512(5) 0.989(3) 0.207(2) 0.033 Uiso 1 1 d R . . . .
H2C H 0.096(5) 0.544(3) 0.716(3) 0.033 Uiso 1 1 d R . . . .
H1D H 0.068(5) 0.066(3) 0.439(3) 0.033 Uiso 1 1 d R . . . .
H2D H -0.034(6) 0.500(3) 0.771(2) 0.033 Uiso 1 1 d R . . . .
H3 H 0.934(5) 0.208(3) 0.346(2) 0.033 Uiso 1 1 d R . . . .
H5 H 0.232(5) 0.690(3) 0.285(2) 0.033 Uiso 1 1 d R . . . .


_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
B1 F11 1.399(3) . ?
B1 F12 1.407(3) . ?
B1 F13 1.376(3) . ?
B1 F14 1.389(3) . ?
B2 F21 1.403(3) . ?
B2 F22 1.401(3) . ?
B2 F23 1.391(3) . ?
B2 F24 1.379(3) . ?
B3 F31 1.404(3) . ?
B3 F32 1.387(3) . ?
B3 F33 1.401(3) . ?
B3 F34 1.379(3) . ?
B4 F41 1.401(3) . ?
B4 F42 1.398(3) . ?
B4 F43 1.398(3) . ?
B4 F44 1.374(3) . ?
B5 F51 1.371(3) . ?
B5 F52 1.387(3) . ?
B5 F53 1.373(3) . ?
B5 F54 1.400(3) . ?
B6 F61 1.395(3) . ?
B6 F62 1.394(3) . ?
B6 F63 1.372(3) . ?
B6 F64 1.375(3) . ?
B7 F71 1.414(3) . ?
B7 F72 1.376(3) . ?
B7 F73 1.386(3) . ?
B7 F74 1.374(3) . ?
B8 F81 1.409(3) . ?
B8 F82 1.381(3) . ?
B8 F83 1.381(3) . ?
B8 F84 1.373(3) . ?
N1 C2 1.500(3) . ?
N1 C4 1.507(3) . ?
N1 C6 1.497(3) . ?
N1 H1 0.83(4) . ?
N2 C1 1.494(3) . ?
N2 C3 1.505(3) . ?
N2 C5 1.502(3) . ?
N2 H2 0.85(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.535(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.522(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.530(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
N3 C8 1.509(3) . ?
N3 C10 1.503(3) . ?
N3 C12 1.500(3) . ?
N3 H3 0.87(4) . ?
N4 C7 1.496(3) . ?
N4 C9 1.503(3) . ?
N4 C11 1.498(3) . ?
N4 H4 0.86(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.530(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.530(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.529(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
N5 C14 1.500(3) . ?
N5 C16 1.496(3) . ?
N5 C17 1.497(3) . ?
N5 H5 0.86(4) . ?
N6 C13 1.501(3) . ?
N6 C15 1.498(3) . ?
N6 C18 1.499(3) . ?
N6 H6 0.87(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.526(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.534(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.526(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
N7 C19 1.499(3) . ?
N7 C21 1.498(3) . ?
N7 C23 1.493(3) . ?
N7 H7 0.92(4) . ?
N8 C20 1.500(3) . ?
N8 C22 1.499(3) . ?
N8 C24 1.498(3) . ?
N8 H8 0.89(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.529(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.534(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.533(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
O1 H1C 0.88(4) . ?
O1 H1D 0.77(4) . ?
O2 H2C 0.89(4) . ?
O2 H2D 0.82(4) . ?
O3 H3C 0.92(4) . ?
O3 H3D 0.87(4) . ?
O4 H4C 0.84(4) . ?
O4 H4D 0.81(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F11 B1 F12 107.8(2) . . ?
F13 B1 F11 110.88(19) . . ?
F13 B1 F12 109.0(2) . . ?
F13 B1 F14 110.5(2) . . ?
F14 B1 F11 110.0(2) . . ?
F14 B1 F12 108.60(19) . . ?
F22 B2 F21 107.9(2) . . ?
F23 B2 F21 109.42(19) . . ?
F23 B2 F22 108.95(19) . . ?
F24 B2 F21 110.27(19) . . ?
F24 B2 F22 110.3(2) . . ?
F24 B2 F23 110.0(2) . . ?
F32 B3 F31 109.5(2) . . ?
F32 B3 F33 108.97(18) . . ?
F33 B3 F31 107.9(2) . . ?
F34 B3 F31 110.09(18) . . ?
F34 B3 F32 110.1(2) . . ?
F34 B3 F33 110.1(2) . . ?
F42 B4 F41 108.2(2) . . ?
F43 B4 F41 109.4(2) . . ?
F43 B4 F42 108.62(19) . . ?
F44 B4 F41 110.81(18) . . ?
F44 B4 F42 109.4(2) . . ?
F44 B4 F43 110.3(2) . . ?
F51 B5 F52 109.4(2) . . ?
F51 B5 F53 111.0(2) . . ?
F51 B5 F54 108.4(2) . . ?
F52 B5 F54 108.9(2) . . ?
F53 B5 F52 109.5(2) . . ?
F53 B5 F54 109.5(2) . . ?
F62 B6 F61 108.9(2) . . ?
F63 B6 F61 109.33(19) . . ?
F63 B6 F62 109.6(2) . . ?
F63 B6 F64 111.2(2) . . ?
F64 B6 F61 109.3(2) . . ?
F64 B6 F62 108.6(2) . . ?
F72 B7 F71 109.0(2) . . ?
F72 B7 F73 109.7(2) . . ?
F73 B7 F71 108.2(2) . . ?
F74 B7 F71 109.3(2) . . ?
F74 B7 F72 110.6(2) . . ?
F74 B7 F73 109.9(2) . . ?
F82 B8 F81 108.5(2) . . ?
F83 B8 F81 108.6(2) . . ?
F83 B8 F82 109.7(2) . . ?
F84 B8 F81 109.5(2) . . ?
F84 B8 F82 110.5(2) . . ?
F84 B8 F83 110.1(2) . . ?
C2 N1 C4 110.13(17) . . ?
C2 N1 H1 107(3) . . ?
C4 N1 H1 110(2) . . ?
C6 N1 C2 110.80(16) . . ?
C6 N1 C4 109.50(19) . . ?
C6 N1 H1 110(2) . . ?
C1 N2 C3 110.67(18) . . ?
C1 N2 C5 110.10(17) . . ?
C1 N2 H2 105(3) . . ?
C3 N2 H2 111(3) . . ?
C5 N2 C3 110.22(17) . . ?
C5 N2 H2 109(2) . . ?
N2 C1 H1A 110.2 . . ?
N2 C1 H1B 110.2 . . ?
N2 C1 C2 107.55(17) . . ?
H1A C1 H1B 108.5 . . ?
C2 C1 H1A 110.2 . . ?
C2 C1 H1B 110.2 . . ?
N1 C2 C1 108.53(18) . . ?
N1 C2 H2A 110.0 . . ?
N1 C2 H2B 110.0 . . ?
C1 C2 H2A 110.0 . . ?
C1 C2 H2B 110.0 . . ?
H2A C2 H2B 108.4 . . ?
N2 C3 H3A 110.1 . . ?
N2 C3 H3B 110.1 . . ?
N2 C3 C4 108.04(19) . . ?
H3A C3 H3B 108.4 . . ?
C4 C3 H3A 110.1 . . ?
C4 C3 H3B 110.1 . . ?
N1 C4 C3 108.35(17) . . ?
N1 C4 H4A 110.0 . . ?
N1 C4 H4B 110.0 . . ?
C3 C4 H4A 110.0 . . ?
C3 C4 H4B 110.0 . . ?
H4A C4 H4B 108.4 . . ?
N2 C5 H5A 110.0 . . ?
N2 C5 H5B 110.0 . . ?
N2 C5 C6 108.31(16) . . ?
H5A C5 H5B 108.4 . . ?
C6 C5 H5A 110.0 . . ?
C6 C5 H5B 110.0 . . ?
N1 C6 C5 107.72(16) . . ?
N1 C6 H6A 110.2 . . ?
N1 C6 H6B 110.2 . . ?
C5 C6 H6A 110.2 . . ?
C5 C6 H6B 110.2 . . ?
H6A C6 H6B 108.5 . . ?
C8 N3 H3 108(3) . . ?
C10 N3 C8 110.03(16) . . ?
C10 N3 H3 109(2) . . ?
C12 N3 C8 110.55(16) . . ?
C12 N3 C10 109.56(19) . . ?
C12 N3 H3 110(2) . . ?
C7 N4 C9 110.34(18) . . ?
C7 N4 C11 110.02(17) . . ?
C7 N4 H4 113(3) . . ?
C9 N4 H4 105(3) . . ?
C11 N4 C9 110.28(16) . . ?
C11 N4 H4 108(2) . . ?
N4 C7 H7A 110.1 . . ?
N4 C7 H7B 110.1 . . ?
N4 C7 C8 108.11(16) . . ?
H7A C7 H7B 108.4 . . ?
C8 C7 H7A 110.1 . . ?
C8 C7 H7B 110.1 . . ?
N3 C8 C7 108.25(18) . . ?
N3 C8 H8A 110.0 . . ?
N3 C8 H8B 110.0 . . ?
C7 C8 H8A 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.4 . . ?
N4 C9 H9A 110.1 . . ?
N4 C9 H9B 110.1 . . ?
N4 C9 C10 108.08(19) . . ?
H9A C9 H9B 108.4 . . ?
C10 C9 H9A 110.1 . . ?
C10 C9 H9B 110.1 . . ?
N3 C10 C9 108.29(17) . . ?
N3 C10 H10A 110.0 . . ?
N3 C10 H10B 110.0 . . ?
C9 C10 H10A 110.0 . . ?
C9 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
N4 C11 H11A 110.0 . . ?
N4 C11 H11B 110.0 . . ?
N4 C11 C12 108.45(16) . . ?
H11A C11 H11B 108.4 . . ?
C12 C11 H11A 110.0 . . ?
C12 C11 H11B 110.0 . . ?
N3 C12 C11 107.86(16) . . ?
N3 C12 H12A 110.1 . . ?
N3 C12 H12B 110.1 . . ?
C11 C12 H12A 110.1 . . ?
C11 C12 H12B 110.1 . . ?
H12A C12 H12B 108.4 . . ?
C14 N5 H5 107(3) . . ?
C16 N5 C14 109.0(2) . . ?
C16 N5 C17 110.45(17) . . ?
C16 N5 H5 114(2) . . ?
C17 N5 C14 110.03(19) . . ?
C17 N5 H5 106(2) . . ?
C13 N6 H6 106(2) . . ?
C15 N6 C13 109.74(17) . . ?
C15 N6 C18 109.48(18) . . ?
C15 N6 H6 112(2) . . ?
C18 N6 C13 109.73(17) . . ?
C18 N6 H6 110(2) . . ?
N6 C13 H13A 110.0 . . ?
N6 C13 H13B 110.0 . . ?
N6 C13 C14 108.29(19) . . ?
H13A C13 H13B 108.4 . . ?
C14 C13 H13A 110.0 . . ?
C14 C13 H13B 110.0 . . ?
N5 C14 C13 108.54(18) . . ?
N5 C14 H14A 110.0 . . ?
N5 C14 H14B 110.0 . . ?
C13 C14 H14A 110.0 . . ?
C13 C14 H14B 110.0 . . ?
H14A C14 H14B 108.4 . . ?
N6 C15 H15A 110.0 . . ?
N6 C15 H15B 110.0 . . ?
N6 C15 C16 108.45(17) . . ?
H15A C15 H15B 108.4 . . ?
C16 C15 H15A 110.0 . . ?
C16 C15 H15B 110.0 . . ?
N5 C16 C15 108.35(17) . . ?
N5 C16 H16A 110.0 . . ?
N5 C16 H16B 110.0 . . ?
C15 C16 H16A 110.0 . . ?
C15 C16 H16B 110.0 . . ?
H16A C16 H16B 108.4 . . ?
N5 C17 H17A 110.1 . . ?
N5 C17 H17B 110.1 . . ?
N5 C17 C18 108.12(19) . . ?
H17A C17 H17B 108.4 . . ?
C18 C17 H17A 110.1 . . ?
C18 C17 H17B 110.1 . . ?
N6 C18 C17 108.80(18) . . ?
N6 C18 H18A 109.9 . . ?
N6 C18 H18B 109.9 . . ?
C17 C18 H18A 109.9 . . ?
C17 C18 H18B 109.9 . . ?
H18A C18 H18B 108.3 . . ?
C19 N7 H7 103(2) . . ?
C21 N7 C19 109.89(18) . . ?
C21 N7 H7 111(2) . . ?
C23 N7 C19 110.16(17) . . ?
C23 N7 C21 109.4(2) . . ?
C23 N7 H7 113(2) . . ?
C20 N8 H8 110(2) . . ?
C22 N8 C20 109.88(18) . . ?
C22 N8 H8 107(2) . . ?
C24 N8 C20 109.24(18) . . ?
C24 N8 C22 110.07(17) . . ?
C24 N8 H8 110(2) . . ?
N7 C19 H19A 110.0 . . ?
N7 C19 H19B 110.0 . . ?
N7 C19 C20 108.25(19) . . ?
H19A C19 H19B 108.4 . . ?
C20 C19 H19A 110.0 . . ?
C20 C19 H19B 110.0 . . ?
N8 C20 C19 108.59(17) . . ?
N8 C20 H20A 110.0 . . ?
N8 C20 H20B 110.0 . . ?
C19 C20 H20A 110.0 . . ?
C19 C20 H20B 110.0 . . ?
H20A C20 H20B 108.4 . . ?
N7 C21 H21A 110.0 . . ?
N7 C21 H21B 110.0 . . ?
N7 C21 C22 108.46(18) . . ?
H21A C21 H21B 108.4 . . ?
C22 C21 H21A 110.0 . . ?
C22 C21 H21B 110.0 . . ?
N8 C22 C21 108.26(19) . . ?
N8 C22 H22A 110.0 . . ?
N8 C22 H22B 110.0 . . ?
C21 C22 H22A 110.0 . . ?
C21 C22 H22B 110.0 . . ?
H22A C22 H22B 108.4 . . ?
N7 C23 H23A 110.0 . . ?
N7 C23 H23B 110.0 . . ?
N7 C23 C24 108.56(17) . . ?
H23A C23 H23B 108.4 . . ?
C24 C23 H23A 110.0 . . ?
C24 C23 H23B 110.0 . . ?
N8 C24 C23 108.43(17) . . ?
N8 C24 H24A 110.0 . . ?
N8 C24 H24B 110.0 . . ?
C23 C24 H24A 110.0 . . ?
C23 C24 H24B 110.0 . . ?
H24A C24 H24B 108.4 . . ?
H1C O1 H1D 111(3) . . ?
H2C O2 H2D 103(3) . . ?
H3C O3 H3D 103(3) . . ?
H4C O4 H4D 98(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C1 C2 N1 11.6(2) . . . . ?
N2 C3 C4 N1 11.7(3) . . . . ?
N2 C5 C6 N1 13.3(2) . . . . ?
C1 N2 C3 C4 54.3(2) . . . . ?
C1 N2 C5 C6 -69.6(2) . . . . ?
C2 N1 C4 C3 -67.6(2) . . . . ?
C2 N1 C6 C5 52.3(2) . . . . ?
C3 N2 C1 C2 -68.1(2) . . . . ?
C3 N2 C5 C6 52.8(2) . . . . ?
C4 N1 C2 C1 53.5(2) . . . . ?
C4 N1 C6 C5 -69.3(2) . . . . ?
C5 N2 C1 C2 54.0(2) . . . . ?
C5 N2 C3 C4 -67.7(2) . . . . ?
C6 N1 C2 C1 -67.8(2) . . . . ?
C6 N1 C4 C3 54.5(2) . . . . ?
N4 C7 C8 N3 -12.1(2) . . . . ?
N4 C9 C10 N3 -11.9(3) . . . . ?
N4 C11 C12 N3 -13.4(2) . . . . ?
C7 N4 C9 C10 -54.1(2) . . . . ?
C7 N4 C11 C12 69.3(2) . . . . ?
C8 N3 C10 C9 67.7(2) . . . . ?
C8 N3 C12 C11 -52.2(2) . . . . ?
C9 N4 C7 C8 68.4(2) . . . . ?
C9 N4 C11 C12 -52.6(2) . . . . ?
C10 N3 C8 C7 -53.4(2) . . . . ?
C10 N3 C12 C11 69.2(2) . . . . ?
C11 N4 C7 C8 -53.5(2) . . . . ?
C11 N4 C9 C10 67.7(2) . . . . ?
C12 N3 C8 C7 67.7(2) . . . . ?
C12 N3 C10 C9 -54.1(2) . . . . ?
N5 C17 C18 N6 14.3(3) . . . . ?
N6 C13 C14 N5 14.4(3) . . . . ?
N6 C15 C16 N5 12.9(3) . . . . ?
C13 N6 C15 C16 -68.1(2) . . . . ?
C13 N6 C18 C17 51.6(2) . . . . ?
C14 N5 C16 C15 53.0(2) . . . . ?
C14 N5 C17 C18 -68.7(2) . . . . ?
C15 N6 C13 C14 51.8(3) . . . . ?
C15 N6 C18 C17 -68.9(2) . . . . ?
C16 N5 C14 C13 -69.6(2) . . . . ?
C16 N5 C17 C18 51.8(3) . . . . ?
C17 N5 C14 C13 51.7(2) . . . . ?
C17 N5 C16 C15 -68.0(3) . . . . ?
C18 N6 C13 C14 -68.6(2) . . . . ?
C18 N6 C15 C16 52.4(2) . . . . ?
N7 C19 C20 N8 -14.1(3) . . . . ?
N7 C21 C22 N8 -14.0(3) . . . . ?
N7 C23 C24 N8 -12.7(3) . . . . ?
C19 N7 C21 C22 -52.0(2) . . . . ?
C19 N7 C23 C24 67.9(2) . . . . ?
C20 N8 C22 C21 68.5(2) . . . . ?
C20 N8 C24 C23 -52.9(2) . . . . ?
C21 N7 C19 C20 68.8(2) . . . . ?
C21 N7 C23 C24 -53.0(2) . . . . ?
C22 N8 C20 C19 -51.8(2) . . . . ?
C22 N8 C24 C23 67.8(2) . . . . ?
C23 N7 C19 C20 -51.8(3) . . . . ?
C23 N7 C21 C22 69.1(2) . . . . ?
C24 N8 C20 C19 69.0(2) . . . . ?
C24 N8 C22 C21 -51.8(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5072(8)
2 0.4928(8)

####################################################################### 
# 
# 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_D_2ClO4_H2O_260
_database_code_depnum_ccdc_archive 'CCDC 1488025'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-11-23 downloaded from the CCDC.
;
_audit_creation_date             2016-08-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            'dabco diperchlorate monohydrate'
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H14 N2, 2(Cl O4), H2 O'
_chemical_formula_sum            'C6 H16 Cl2 N2 O9'
_chemical_formula_weight         331.11
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_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'
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                   13.3063(2)
_cell_length_b                   8.06030(10)
_cell_length_c                   11.77870(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1263.30(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14362
_cell_measurement_temperature    260.0(1)
_cell_measurement_theta_min      2.3420
_cell_measurement_theta_max      30.0570
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.559
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             688
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.35
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_unetI/netI     0.0134
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            25025
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.271
_diffrn_reflns_theta_min         2.527
_diffrn_ambient_temperature      260.0(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.973
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_reflns_Friedel_coverage         0.867
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.926
_reflns_number_gt                3457
_reflns_number_total             3604
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       CrysAlisCCD
_computing_cell_refinement       CrysAlisRED
_computing_data_reduction        CrysAlisRED
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 1553 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.023(11)
_refine_ls_extinction_coef       0.0203(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014)'
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         3604
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0265
_refine_ls_R_factor_gt           0.0249
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0367P)²+0.1956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0658
_refine_ls_wR_factor_ref         0.0668
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups, All Cl(H,H) groups
2. Others
 Sof(O6')=Sof(O7')=Sof(O8')=1-FVAR(1)
 Sof(O6)=Sof(O7)=Sof(O8)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
C1 C 0.14320(18) 0.4490(3) 0.2874(2) 0.0405(5) Uani 1 1 d . . . . .
H1A H 0.2159 0.4580 0.2853 0.049 Uiso 1 1 calc R . . . .
H1B H 0.1151 0.5601 0.2866 0.049 Uiso 1 1 calc R . . . .
C2 C 0.1062(2) 0.3522(4) 0.1854(2) 0.0498(6) Uani 1 1 d . . . . .
H2A H 0.0627 0.4217 0.1394 0.060 Uiso 1 1 calc R . . . .
H2B H 0.1628 0.3180 0.1391 0.060 Uiso 1 1 calc R . . . .
C3 C 0.15615(17) 0.1891(3) 0.3949(2) 0.0380(4) Uani 1 1 d . . . . .
H3A H 0.1376 0.1327 0.4646 0.046 Uiso 1 1 calc R . . . .
H3B H 0.2289 0.1960 0.3915 0.046 Uiso 1 1 calc R . . . .
C4 C 0.1167(2) 0.0948(3) 0.2938(2) 0.0532(6) Uani 1 1 d . . . . .
H4A H 0.1724 0.0572 0.2474 0.064 Uiso 1 1 calc R . . . .
H4B H 0.0797 -0.0020 0.3194 0.064 Uiso 1 1 calc R . . . .
C5 C -0.00056(15) 0.3481(3) 0.3983(2) 0.0377(4) Uani 1 1 d . . . . .
H5A H -0.0297 0.4583 0.4016 0.045 Uiso 1 1 calc R . . . .
H5B H -0.0204 0.2884 0.4662 0.045 Uiso 1 1 calc R . . . .
C6 C -0.03815(19) 0.2580(4) 0.2943(2) 0.0481(6) Uani 1 1 d . . . . .
H6A H -0.0778 0.1626 0.3169 0.058 Uiso 1 1 calc R . . . .
H6B H -0.0805 0.3312 0.2498 0.058 Uiso 1 1 calc R . . . .
Cl1 Cl 0.22690(3) 0.72119(6) 0.52788(4) 0.03212(12) Uani 1 1 d . . . . .
H1C H 0.115(2) -0.001(3) 0.013(3) 0.039 Uiso 1 1 d R . . . .
H1D H 0.071(2) 0.114(4) -0.026(3) 0.039 Uiso 1 1 d R . . . .
N1 N 0.11122(12) 0.3602(2) 0.39270(15) 0.0301(3) Uani 1 1 d . . . . .
H1 H 0.1303(19) 0.418(4) 0.451(2) 0.036 Uiso 1 1 d R . . . .
N2 N 0.04951(16) 0.2030(2) 0.22511(16) 0.0374(4) Uani 1 1 d . . . . .
H2 H 0.031(2) 0.154(4) 0.163(3) 0.045 Uiso 1 1 d R . . . .
O1 O 0.06468(19) 0.0551(3) 0.01350(19) 0.0576(5) Uani 1 1 d . . . . .
O2 O 0.27516(13) 0.5720(2) 0.49001(18) 0.0520(5) Uani 1 1 d . . . . .
O3 O 0.12056(12) 0.7008(3) 0.5147(2) 0.0551(5) Uani 1 1 d . . . . .
O4 O 0.26082(19) 0.8573(2) 0.4601(2) 0.0653(6) Uani 1 1 d . . . . .
O5 O 0.2504(2) 0.7504(3) 0.6443(2) 0.0600(5) Uani 1 1 d . . . . .
Cl2 Cl 0.08810(4) 0.24024(6) 0.71237(5) 0.03234(12) Uani 1 1 d . . . . .
O6 O 0.1425(15) 0.352(2) 0.6458(13) 0.081(4) Uani 0.62(5) 1 d . . P . .
O7 O -0.0163(6) 0.2458(16) 0.6776(8) 0.067(2) Uani 0.62(5) 1 d . . P . .
O8 O 0.1204(12) 0.0749(11) 0.6982(12) 0.070(2) Uani 0.62(5) 1 d . . P . .
O9 O 0.0974(2) 0.2899(3) 0.82970(18) 0.0641(6) Uani 1 1 d . . . . .
O6' O 0.121(2) 0.374(3) 0.6417(19) 0.073(5) Uani 0.38(5) 1 d . . P . .
O7' O -0.0078(16) 0.199(5) 0.6882(18) 0.096(6) Uani 0.38(5) 1 d . . P . .
O8' O 0.157(3) 0.109(4) 0.6946(17) 0.081(6) Uani 0.38(5) 1 d . . 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
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.515(3) . ?
C1 N1 1.494(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 N2 1.495(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.507(3) . ?
C3 N1 1.504(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 N2 1.488(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.509(3) . ?
C5 N1 1.492(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 N2 1.491(3) . ?
Cl1 O2 1.4346(17) . ?
Cl1 O3 1.4330(16) . ?
Cl1 O4 1.430(2) . ?
Cl1 O5 1.426(2) . ?
N1 H1 0.87(3) . ?
N2 H2 0.87(3) . ?
O1 H1C 0.81(3) . ?
O1 H1D 0.67(3) . ?
Cl2 O6 1.394(11) . ?
Cl2 O7 1.449(9) . ?
Cl2 O8 1.410(9) . ?
Cl2 O9 1.444(2) . ?
Cl2 O6' 1.43(2) . ?
Cl2 O7' 1.348(15) . ?
Cl2 O8' 1.412(15) . ?
O8 O8' 0.56(3) . ?

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
H1A C1 H1B 108.4 . . ?
C2 C1 H1A 110.0 . . ?
C2 C1 H1B 110.0 . . ?
N1 C1 H1A 110.0 . . ?
N1 C1 H1B 110.0 . . ?
N1 C1 C2 108.60(17) . . ?
C1 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
N2 C2 C1 109.26(18) . . ?
N2 C2 H2A 109.8 . . ?
N2 C2 H2B 109.8 . . ?
H3A C3 H3B 108.4 . . ?
C4 C3 H3A 110.1 . . ?
C4 C3 H3B 110.1 . . ?
N1 C3 H3A 110.1 . . ?
N1 C3 H3B 110.1 . . ?
N1 C3 C4 108.09(18) . . ?
C3 C4 H4A 109.6 . . ?
C3 C4 H4B 109.6 . . ?
H4A C4 H4B 108.2 . . ?
N2 C4 C3 110.1(2) . . ?
N2 C4 H4A 109.6 . . ?
N2 C4 H4B 109.6 . . ?
H5A C5 H5B 108.3 . . ?
C6 C5 H5A 109.9 . . ?
C6 C5 H5B 109.9 . . ?
N1 C5 H5A 109.9 . . ?
N1 C5 H5B 109.9 . . ?
N1 C5 C6 109.01(18) . . ?
C5 C6 H6A 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N2 C6 C5 109.13(18) . . ?
N2 C6 H6A 109.9 . . ?
N2 C6 H6B 109.9 . . ?
O3 Cl1 O2 108.19(12) . . ?
O4 Cl1 O2 109.16(14) . . ?
O4 Cl1 O3 109.83(15) . . ?
O5 Cl1 O2 109.81(13) . . ?
O5 Cl1 O3 109.88(15) . . ?
O5 Cl1 O4 109.95(16) . . ?
C1 N1 C3 109.93(17) . . ?
C1 N1 H1 108.5(18) . . ?
C3 N1 H1 111.3(19) . . ?
C5 N1 C1 110.62(17) . . ?
C5 N1 C3 109.62(17) . . ?
C5 N1 H1 106.9(17) . . ?
C2 N2 H2 104(2) . . ?
C4 N2 C2 109.8(2) . . ?
C4 N2 C6 110.3(2) . . ?
C4 N2 H2 112(2) . . ?
C6 N2 C2 109.1(2) . . ?
C6 N2 H2 112(2) . . ?
H1C O1 H1D 106(3) . . ?
O6 Cl2 O7 108.6(8) . . ?
O6 Cl2 O8 112.6(8) . . ?
O6 Cl2 O9 108.4(6) . . ?
O6 Cl2 O6' 13.9(19) . . ?
O6 Cl2 O8' 93.5(14) . . ?
O8 Cl2 O7 106.7(5) . . ?
O8 Cl2 O9 110.4(6) . . ?
O8 Cl2 O6' 123.5(11) . . ?
O8 Cl2 O8' 23.0(14) . . ?
O9 Cl2 O7 110.1(4) . . ?
O6' Cl2 O7 96.0(13) . . ?
O6' Cl2 O9 108.7(8) . . ?
O7' Cl2 O6 122.0(13) . . ?
O7' Cl2 O7 16.4(16) . . ?
O7' Cl2 O8 91.8(13) . . ?
O7' Cl2 O9 110.5(9) . . ?
O7' Cl2 O6' 110.5(15) . . ?
O7' Cl2 O8' 113.5(10) . . ?
O8' Cl2 O7 127.1(15) . . ?
O8' Cl2 O9 107.1(9) . . ?
O8' Cl2 O6' 106.3(15) . . ?
O8' O8 Cl2 79(2) . . ?
O8 O8' Cl2 78(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 N2 C4 -60.6(3) . . . . ?
C1 C2 N2 C6 60.4(3) . . . . ?
C2 C1 N1 C3 60.6(2) . . . . ?
C2 C1 N1 C5 -60.6(2) . . . . ?
C3 C4 N2 C2 59.3(3) . . . . ?
C3 C4 N2 C6 -60.9(3) . . . . ?
C4 C3 N1 C1 -61.9(3) . . . . ?
C4 C3 N1 C5 59.9(3) . . . . ?
C5 C6 N2 C2 -62.9(3) . . . . ?
C5 C6 N2 C4 57.8(3) . . . . ?
C6 C5 N1 C1 58.4(2) . . . . ?
C6 C5 N1 C3 -63.0(2) . . . . ?
N1 C1 C2 N2 0.7(3) . . . . ?
N1 C3 C4 N2 1.5(3) . . . . ?
N1 C5 C6 N2 3.4(3) . . . . ?
O6 Cl2 O8 O8' 36(4) . . . . ?
O6 Cl2 O8' O8 -147(3) . . . . ?
O7 Cl2 O8 O8' 155(3) . . . . ?
O7 Cl2 O8' O8 -31(4) . . . . ?
O9 Cl2 O8 O8' -86(3) . . . . ?
O9 Cl2 O8' O8 102(3) . . . . ?
O6' Cl2 O8 O8' 45(4) . . . . ?
O6' Cl2 O8' O8 -142(3) . . . . ?
O7' Cl2 O8 O8' 162(3) . . . . ?
O7' Cl2 O8' O8 -20(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_D_2ClO4_H2O_150
_database_code_depnum_ccdc_archive 'CCDC 1488026'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-11-23 downloaded from the CCDC.
;
_audit_creation_date             2016-08-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            'dabco diperchlorate monohydrate'
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Cl O4), C6 H14 N2, H2 O'
_chemical_formula_sum            'C6 H16 Cl2 N2 O9'
_chemical_formula_weight         331.11
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   7.99901(16)
_cell_length_b                   11.6844(3)
_cell_length_c                   13.2191(2)
_cell_angle_alpha                89.9922(16)
_cell_angle_beta                 90.0224(16)
_cell_angle_gamma                90.0075(17)
_cell_volume                     1235.51(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    24302
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_min      2.3410
_cell_measurement_theta_max      30.1320
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.572
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.780
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             688
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.35
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            32604
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.233
_diffrn_reflns_theta_min         2.326
_diffrn_ambient_temperature      150.0(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.957
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_reflns_Friedel_coverage         0.961
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.920
_reflns_number_gt                13071
_reflns_number_total             13404
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       CrysAlisCCD
_computing_cell_refinement       CrysAlisRED
_computing_data_reduction        CrysAlisRED
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 6242 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.210(14)
_refine_ls_extinction_coef       0.0039(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     735
_refine_ls_number_reflns         13404
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0239
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0354P)²+0.0231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0585
_refine_ls_wR_factor_ref         0.0591
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5276(9) 0.4724(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All O(H,H,H,H,H,H,H,H,H,H,H,H,H,H,H,H) groups
3. Restrained distances
 H1D-O1
 0.86 with sigma of 0.03
 H1C-O1
 0.86 with sigma of 0.03
 H1C-H1D
 1.4 with sigma of 0.03
 H3C-H3D
 1.4 with sigma of 0.03
 H4C-H4D
 1.4 with sigma of 0.03
 H2C-H2D
 1.4 with sigma of 0.03
4.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B),
  C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,
 H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.63738(10) 0.43347(6) 0.44046(4) 0.01674(15) Uani 1 1 d . . . . .
O11 O 0.6316(4) 0.4521(2) 0.54862(15) 0.0298(6) Uani 1 1 d . . . . .
O12 O 0.6683(4) 0.31526(19) 0.41875(17) 0.0295(6) Uani 1 1 d . . . . .
O13 O 0.7682(4) 0.5041(3) 0.3964(2) 0.0322(6) Uani 1 1 d . . . . .
O14 O 0.4799(3) 0.4676(2) 0.39727(18) 0.0269(5) Uani 1 1 d . . . . .
Cl2 Cl 0.19650(10) 0.43461(6) 0.94850(5) 0.01657(15) Uani 1 1 d . . . . .
O21 O 0.2302(4) 0.4433(2) 1.05584(16) 0.0271(6) Uani 1 1 d . . . . .
O22 O 0.3382(4) 0.4814(2) 0.89389(19) 0.0267(6) Uani 1 1 d . . . . .
O23 O 0.0492(3) 0.5011(2) 0.9256(2) 0.0301(6) Uani 1 1 d . . . . .
O24 O 0.1715(4) 0.31720(19) 0.92112(18) 0.0312(6) Uani 1 1 d . . . . .
Cl3 Cl 0.19670(10) 0.93458(6) 0.89482(5) 0.01630(15) Uani 1 1 d . . . . .
O31 O 0.2311(3) 0.9434(2) 0.78737(17) 0.0256(5) Uani 1 1 d . . . . .
O32 O 0.0490(3) 1.0002(2) 0.9178(2) 0.0300(6) Uani 1 1 d . . . . .
O33 O 0.3382(4) 0.9816(2) 0.94944(19) 0.0273(6) Uani 1 1 d . . . . .
O34 O 0.1703(4) 0.81782(19) 0.92226(18) 0.0326(6) Uani 1 1 d . . . . .
Cl4 Cl 0.63770(10) -0.06638(6) 0.40266(4) 0.01692(15) Uani 1 1 d . . . . .
O41 O 0.6331(4) -0.0471(2) 0.29474(15) 0.0284(6) Uani 1 1 d . . . . .
O42 O 0.4799(3) -0.0323(2) 0.44571(18) 0.0262(5) Uani 1 1 d . . . . .
O43 O 0.7679(4) 0.0028(3) 0.4470(2) 0.0317(6) Uani 1 1 d . . . . .
O44 O 0.6677(4) -0.18462(19) 0.42438(17) 0.0287(6) Uani 1 1 d . . . . .
Cl5 Cl 0.15411(10) 0.74706(6) 0.26376(5) 0.01665(14) Uani 1 1 d . . . . .
O51 O 0.1925(4) 0.62606(19) 0.26709(19) 0.0285(5) Uani 1 1 d . . . . .
O52 O 0.0223(4) 0.7710(2) 0.3343(2) 0.0387(6) Uani 1 1 d . . . . .
O53 O 0.1057(4) 0.7794(3) 0.16362(19) 0.0381(7) Uani 1 1 d . . . . .
O54 O 0.3013(3) 0.8100(2) 0.29212(19) 0.0271(5) Uani 1 1 d . . . . .
Cl6 Cl 0.15401(10) 0.24701(6) 0.57936(5) 0.01644(14) Uani 1 1 d . . . . .
O61 O 0.1048(4) 0.2783(2) 0.67947(19) 0.0373(7) Uani 1 1 d . . . . .
O62 O 0.0220(4) 0.2707(2) 0.5088(2) 0.0383(6) Uani 1 1 d . . . . .
O63 O 0.1925(4) 0.12622(19) 0.57615(19) 0.0285(5) Uani 1 1 d . . . . .
O64 O 0.3019(3) 0.3105(2) 0.55133(19) 0.0279(5) Uani 1 1 d . . . . .
Cl7 Cl 0.67088(10) 0.75440(6) 0.76038(5) 0.01597(15) Uani 1 1 d . . . . .
O71 O 0.6102(4) 0.6382(2) 0.77074(19) 0.0297(6) Uani 1 1 d . . . . .
O72 O 0.8451(3) 0.7576(2) 0.78415(19) 0.0281(5) Uani 1 1 d . . . . .
O73 O 0.6446(4) 0.7934(2) 0.65882(17) 0.0330(6) Uani 1 1 d . . . . .
O74 O 0.5803(4) 0.8263(2) 0.82936(19) 0.0319(6) Uani 1 1 d . . . . .
Cl8 Cl 0.67086(10) 0.25445(6) 0.08291(5) 0.01595(15) Uani 1 1 d . . . . .
O81 O 0.6097(4) 0.1382(2) 0.07251(19) 0.0305(6) Uani 1 1 d . . . . .
O82 O 0.8453(3) 0.2576(2) 0.05881(19) 0.0273(5) Uani 1 1 d . . . . .
O83 O 0.5794(4) 0.3261(2) 0.01405(19) 0.0322(6) Uani 1 1 d . . . . .
O84 O 0.6448(4) 0.2930(2) 0.18455(17) 0.0333(6) Uani 1 1 d . . . . .
N1 N 0.1164(4) 1.2326(2) 0.21550(18) 0.0161(5) Uani 1 1 d . . . . .
N2 N 0.2687(4) 1.0658(2) 0.28872(19) 0.0161(5) Uani 1 1 d . . . . .
C1 C 0.0940(4) 1.0660(3) 0.3298(2) 0.0181(6) Uani 1 1 d . . . . .
H1A H 0.095328 1.081716 0.401854 0.022 Uiso 1 1 calc R . . . .
H1B H 0.041803 0.992096 0.319010 0.022 Uiso 1 1 calc R . . . .
C2 C -0.0035(4) 1.1597(3) 0.2737(2) 0.0184(6) Uani 1 1 d . . . . .
H2A H -0.083549 1.125061 0.227790 0.022 Uiso 1 1 calc R . . . .
H2B H -0.064465 1.206442 0.321797 0.022 Uiso 1 1 calc R . . . .
C3 C 0.3585(5) 1.1733(3) 0.3184(2) 0.0204(6) Uani 1 1 d . . . . .
H3A H 0.467023 1.176394 0.285878 0.025 Uiso 1 1 calc R . . . .
H3B H 0.375101 1.175126 0.391097 0.025 Uiso 1 1 calc R . . . .
C4 C 0.2518(5) 1.2753(3) 0.2852(2) 0.0223(7) Uani 1 1 d . . . . .
H4A H 0.202382 1.311875 0.343904 0.027 Uiso 1 1 calc R . . . .
H4B H 0.320867 1.331066 0.250480 0.027 Uiso 1 1 calc R . . . .
C5 C 0.2645(5) 1.0543(3) 0.1755(2) 0.0184(6) Uani 1 1 d . . . . .
H5A H 0.194549 0.990012 0.156290 0.022 Uiso 1 1 calc R . . . .
H5B H 0.376384 1.040853 0.149795 0.022 Uiso 1 1 calc R . . . .
C6 C 0.1940(4) 1.1652(2) 0.13119(19) 0.0179(6) Uani 1 1 d . . . . .
H6A H 0.282780 1.209215 0.099812 0.021 Uiso 1 1 calc R . . . .
H6B H 0.110699 1.147885 0.080084 0.021 Uiso 1 1 calc R . . . .
N3 N 0.1165(4) 0.7321(2) 0.62780(18) 0.0163(5) Uani 1 1 d . . . . .
N4 N 0.2681(4) 0.5658(2) 0.55478(19) 0.0153(5) Uani 1 1 d . . . . .
C7 C 0.0942(4) 0.5657(3) 0.5134(2) 0.0177(6) Uani 1 1 d . . . . .
H7A H 0.042376 0.491626 0.523963 0.021 Uiso 1 1 calc R . . . .
H7B H 0.095911 0.581554 0.441380 0.021 Uiso 1 1 calc R . . . .
C8 C -0.0043(4) 0.6593(3) 0.5696(2) 0.0190(6) Uani 1 1 d . . . . .
H8A H -0.065317 0.706083 0.521538 0.023 Uiso 1 1 calc R . . . .
H8B H -0.084078 0.624537 0.615523 0.023 Uiso 1 1 calc R . . . .
C9 C 0.3582(5) 0.6729(3) 0.5248(2) 0.0203(6) Uani 1 1 d . . . . .
H9A H 0.374321 0.674654 0.452075 0.024 Uiso 1 1 calc R . . . .
H9B H 0.467015 0.675779 0.557098 0.024 Uiso 1 1 calc R . . . .
C10 C 0.2518(5) 0.7756(3) 0.5583(2) 0.0212(6) Uani 1 1 d . . . . .
H10A H 0.321032 0.831033 0.593337 0.025 Uiso 1 1 calc R . . . .
H10B H 0.202427 0.812537 0.499752 0.025 Uiso 1 1 calc R . . . .
C11 C 0.2643(4) 0.5542(3) 0.6679(2) 0.0176(6) Uani 1 1 d . . . . .
H11A H 0.376253 0.540771 0.693464 0.021 Uiso 1 1 calc R . . . .
H11B H 0.194439 0.489895 0.687084 0.021 Uiso 1 1 calc R . . . .
C12 C 0.1940(4) 0.6648(2) 0.7124(2) 0.0188(6) Uani 1 1 d . . . . .
H12A H 0.110726 0.647371 0.763412 0.023 Uiso 1 1 calc R . . . .
H12B H 0.282833 0.708751 0.743797 0.023 Uiso 1 1 calc R . . . .
N5 N 0.7141(4) 0.2476(2) 0.72765(18) 0.0184(6) Uani 1 1 d . . . . .
N6 N 0.5506(4) 0.0741(2) 0.77660(18) 0.0154(5) Uani 1 1 d . . . . .
C13 C 0.4575(5) 0.1789(3) 0.8099(2) 0.0201(6) Uani 1 1 d . . . . .
H13A H 0.455715 0.183191 0.883166 0.024 Uiso 1 1 calc R . . . .
H13B H 0.343065 0.175945 0.785773 0.024 Uiso 1 1 calc R . . . .
C14 C 0.5466(5) 0.2841(3) 0.7661(2) 0.0231(7) Uani 1 1 d . . . . .
H14A H 0.480999 0.316417 0.711329 0.028 Uiso 1 1 calc R . . . .
H14B H 0.559798 0.342051 0.818008 0.028 Uiso 1 1 calc R . . . .
C15 C 0.5732(5) 0.0759(3) 0.66394(19) 0.0188(6) Uani 1 1 d . . . . .
H15A H 0.466273 0.087692 0.630958 0.023 Uiso 1 1 calc R . . . .
H15B H 0.618491 0.003278 0.641194 0.023 Uiso 1 1 calc R . . . .
C16 C 0.6930(5) 0.1729(2) 0.6366(2) 0.0221(6) Uani 1 1 d . . . . .
H16A H 0.800302 0.141806 0.616248 0.027 Uiso 1 1 calc R . . . .
H16B H 0.648113 0.217114 0.580794 0.027 Uiso 1 1 calc R . . . .
C17 C 0.8057(4) 0.1847(3) 0.8092(2) 0.0224(6) Uani 1 1 d . . . . .
H17A H 0.805589 0.229301 0.871062 0.027 Uiso 1 1 calc R . . . .
H17B H 0.920804 0.171900 0.789050 0.027 Uiso 1 1 calc R . . . .
C18 C 0.7176(4) 0.0698(3) 0.8266(2) 0.0207(6) Uani 1 1 d . . . . .
H18A H 0.783680 0.008058 0.798327 0.025 Uiso 1 1 calc R . . . .
H18B H 0.704328 0.056110 0.898571 0.025 Uiso 1 1 calc R . . . .
N7 N 0.7144(4) 0.7478(2) 0.11566(18) 0.0183(6) Uani 1 1 d . . . . .
N8 N 0.5493(4) 0.5741(2) 0.06692(18) 0.0163(5) Uani 1 1 d . . . . .
C19 C 0.8063(5) 0.6837(3) 0.0341(2) 0.0234(6) Uani 1 1 d . . . . .
H19A H 0.921206 0.670641 0.054577 0.028 Uiso 1 1 calc R . . . .
H19B H 0.806823 0.728038 -0.027897 0.028 Uiso 1 1 calc R . . . .
C20 C 0.7186(4) 0.5702(3) 0.0169(2) 0.0205(6) Uani 1 1 d . . . . .
H20A H 0.705875 0.556398 -0.055032 0.025 Uiso 1 1 calc R . . . .
H20B H 0.784575 0.508418 0.045428 0.025 Uiso 1 1 calc R . . . .
C21 C 0.5448(5) 0.7843(3) 0.0776(2) 0.0230(7) Uani 1 1 d . . . . .
H21A H 0.556999 0.842805 0.026082 0.028 Uiso 1 1 calc R . . . .
H21B H 0.479373 0.815824 0.132792 0.028 Uiso 1 1 calc R . . . .
C22 C 0.4568(5) 0.6796(3) 0.0335(2) 0.0202(6) Uani 1 1 d . . . . .
H22A H 0.342061 0.676591 0.057128 0.024 Uiso 1 1 calc R . . . .
H22B H 0.455689 0.684101 -0.039745 0.024 Uiso 1 1 calc R . . . .
C23 C 0.6918(5) 0.6730(2) 0.2069(2) 0.0227(7) Uani 1 1 d . . . . .
H23A H 0.645992 0.717387 0.262381 0.027 Uiso 1 1 calc R . . . .
H23B H 0.798846 0.642127 0.228090 0.027 Uiso 1 1 calc R . . . .
C24 C 0.5732(5) 0.5760(3) 0.17958(19) 0.0189(6) Uani 1 1 d . . . . .
H24A H 0.619171 0.503566 0.202147 0.023 Uiso 1 1 calc R . . . .
H24B H 0.466349 0.587326 0.212830 0.023 Uiso 1 1 calc R . . . .
O1 O 0.9614(3) 0.9425(2) 0.6215(2) 0.0270(5) Uani 1 1 d D . . . .
O2 O 0.9631(4) 0.4431(2) 0.2215(2) 0.0269(5) Uani 1 1 d . . . . .
O3 O 0.8552(4) 0.9603(2) 0.09516(19) 0.0261(5) Uani 1 1 d . . . . .
O4 O 0.8560(4) 0.4610(2) 0.74796(19) 0.0267(5) Uani 1 1 d . . . . .
H1C H 1.031(5) 0.983(3) 0.620(3) 0.032 Uiso 1 1 d DR . . . .
H1D H 0.891(5) 0.945(4) 0.570(3) 0.032 Uiso 1 1 d DR . . . .
H2C H 0.956(6) 0.419(4) 0.268(3) 0.032 Uiso 1 1 d DR . . . .
H2D H 1.049(6) 0.499(3) 0.229(3) 0.032 Uiso 1 1 d DR . . . .
H3C H 0.772(6) 0.998(4) 0.090(3) 0.032 Uiso 1 1 d DR . . . .
H3D H 0.887(6) 0.950(4) 0.039(3) 0.032 Uiso 1 1 d DR . . . .
H4C H 0.929(6) 0.460(4) 0.793(3) 0.032 Uiso 1 1 d DR . . . .
H4D H 0.801(6) 0.531(3) 0.762(3) 0.032 Uiso 1 1 d DR . . . .
H8 H 0.484(7) 0.513(3) 0.051(3) 0.032 Uiso 1 1 d R . . . .
H1 H 0.070(6) 1.286(4) 0.187(3) 0.032 Uiso 1 1 d R . . . .
H6 H 0.506(6) 0.000(3) 0.792(3) 0.032 Uiso 1 1 d R . . . .
H7 H 0.778(6) 0.810(4) 0.133(3) 0.032 Uiso 1 1 d R . . . .
H2 H 0.332(6) 1.008(3) 0.310(3) 0.032 Uiso 1 1 d R . . . .
H4 H 0.322(6) 0.514(3) 0.533(3) 0.032 Uiso 1 1 d R . . . .
H3 H 0.080(6) 0.797(4) 0.656(3) 0.032 Uiso 1 1 d R . . . .
H5 H 0.768(7) 0.304(4) 0.715(3) 0.032 Uiso 1 1 d R . . . .


_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 O11 1.447(2) . ?
Cl1 O12 1.432(2) . ?
Cl1 O13 1.455(3) . ?
Cl1 O14 1.440(3) . ?
Cl2 O21 1.448(2) . ?
Cl2 O22 1.451(3) . ?
Cl2 O23 1.444(3) . ?
Cl2 O24 1.433(2) . ?
Cl3 O31 1.451(2) . ?
Cl3 O32 1.441(3) . ?
Cl3 O33 1.450(3) . ?
Cl3 O34 1.427(2) . ?
Cl4 O41 1.445(2) . ?
Cl4 O42 1.441(3) . ?
Cl4 O43 1.443(3) . ?
Cl4 O44 1.431(2) . ?
Cl5 O51 1.447(2) . ?
Cl5 O52 1.435(3) . ?
Cl5 O53 1.430(2) . ?
Cl5 O54 1.437(3) . ?
Cl6 O61 1.428(2) . ?
Cl6 O62 1.436(3) . ?
Cl6 O63 1.445(2) . ?
Cl6 O64 1.445(3) . ?
Cl7 O71 1.448(2) . ?
Cl7 O72 1.429(3) . ?
Cl7 O73 1.433(2) . ?
Cl7 O74 1.437(3) . ?
Cl8 O81 1.450(2) . ?
Cl8 O82 1.432(3) . ?
Cl8 O83 1.436(2) . ?
Cl8 O84 1.433(2) . ?
N1 C2 1.496(4) . ?
N1 C4 1.507(4) . ?
N1 C6 1.499(4) . ?
N1 H1 0.82(4) . ?
N2 C1 1.500(4) . ?
N2 C3 1.499(4) . ?
N2 C5 1.503(3) . ?
N2 H2 0.89(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.535(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.529(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.530(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
N3 C8 1.498(4) . ?
N3 C10 1.509(4) . ?
N3 C12 1.501(4) . ?
N3 H3 0.89(4) . ?
N4 C7 1.495(4) . ?
N4 C9 1.498(4) . ?
N4 C11 1.502(3) . ?
N4 H4 0.80(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.540(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.536(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.527(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
N5 C14 1.495(5) . ?
N5 C16 1.496(4) . ?
N5 C17 1.496(4) . ?
N5 H5 0.80(5) . ?
N6 C13 1.499(4) . ?
N6 C15 1.500(3) . ?
N6 C18 1.491(4) . ?
N6 H6 0.96(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.534(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.528(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.534(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
N7 C19 1.504(4) . ?
N7 C21 1.509(5) . ?
N7 C23 1.501(4) . ?
N7 H7 0.92(5) . ?
N8 C20 1.508(4) . ?
N8 C22 1.504(4) . ?
N8 C24 1.501(3) . ?
N8 H8 0.91(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.517(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.527(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.522(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
O1 H1C 0.73(3) . ?
O1 H1D 0.88(3) . ?
O2 H2C 0.68(4) . ?
O2 H2D 0.95(5) . ?
O3 H3C 0.80(5) . ?
O3 H3D 0.79(4) . ?
O4 H4C 0.83(4) . ?
O4 H4D 0.95(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Cl1 O13 109.48(17) . . ?
O12 Cl1 O11 110.39(14) . . ?
O12 Cl1 O13 110.04(19) . . ?
O12 Cl1 O14 109.80(18) . . ?
O14 Cl1 O11 108.79(17) . . ?
O14 Cl1 O13 108.30(16) . . ?
O21 Cl2 O22 108.42(16) . . ?
O23 Cl2 O21 108.63(17) . . ?
O23 Cl2 O22 109.27(15) . . ?
O24 Cl2 O21 109.93(14) . . ?
O24 Cl2 O22 110.13(18) . . ?
O24 Cl2 O23 110.42(19) . . ?
O32 Cl3 O31 108.91(16) . . ?
O32 Cl3 O33 109.48(16) . . ?
O33 Cl3 O31 108.19(16) . . ?
O34 Cl3 O31 110.18(15) . . ?
O34 Cl3 O32 109.50(19) . . ?
O34 Cl3 O33 110.54(17) . . ?
O42 Cl4 O41 108.96(16) . . ?
O42 Cl4 O43 108.49(17) . . ?
O43 Cl4 O41 109.40(16) . . ?
O44 Cl4 O41 110.63(14) . . ?
O44 Cl4 O42 109.54(17) . . ?
O44 Cl4 O43 109.78(19) . . ?
O52 Cl5 O51 109.07(16) . . ?
O52 Cl5 O54 109.41(19) . . ?
O53 Cl5 O51 110.07(17) . . ?
O53 Cl5 O52 110.5(2) . . ?
O53 Cl5 O54 109.15(16) . . ?
O54 Cl5 O51 108.56(18) . . ?
O61 Cl6 O62 110.5(2) . . ?
O61 Cl6 O63 109.63(16) . . ?
O61 Cl6 O64 109.39(16) . . ?
O62 Cl6 O63 109.03(17) . . ?
O62 Cl6 O64 109.66(18) . . ?
O64 Cl6 O63 108.63(18) . . ?
O72 Cl7 O71 109.33(17) . . ?
O72 Cl7 O73 109.90(17) . . ?
O72 Cl7 O74 109.69(18) . . ?
O73 Cl7 O71 109.71(16) . . ?
O73 Cl7 O74 109.57(17) . . ?
O74 Cl7 O71 108.62(16) . . ?
O82 Cl8 O81 109.35(17) . . ?
O82 Cl8 O83 109.90(17) . . ?
O82 Cl8 O84 110.06(17) . . ?
O83 Cl8 O81 108.29(16) . . ?
O84 Cl8 O81 109.54(16) . . ?
O84 Cl8 O83 109.67(17) . . ?
C2 N1 C4 109.6(2) . . ?
C2 N1 C6 110.4(2) . . ?
C2 N1 H1 112(3) . . ?
C4 N1 H1 111(3) . . ?
C6 N1 C4 109.3(3) . . ?
C6 N1 H1 104(3) . . ?
C1 N2 C5 109.9(2) . . ?
C1 N2 H2 115(3) . . ?
C3 N2 C1 110.5(3) . . ?
C3 N2 C5 110.3(2) . . ?
C3 N2 H2 106(3) . . ?
C5 N2 H2 105(3) . . ?
N2 C1 H1A 110.2 . . ?
N2 C1 H1B 110.2 . . ?
N2 C1 C2 107.5(2) . . ?
H1A C1 H1B 108.5 . . ?
C2 C1 H1A 110.2 . . ?
C2 C1 H1B 110.2 . . ?
N1 C2 C1 109.2(3) . . ?
N1 C2 H2A 109.8 . . ?
N1 C2 H2B 109.8 . . ?
C1 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
N2 C3 H3A 110.1 . . ?
N2 C3 H3B 110.1 . . ?
N2 C3 C4 108.1(3) . . ?
H3A C3 H3B 108.4 . . ?
C4 C3 H3A 110.1 . . ?
C4 C3 H3B 110.1 . . ?
N1 C4 C3 108.5(3) . . ?
N1 C4 H4A 110.0 . . ?
N1 C4 H4B 110.0 . . ?
C3 C4 H4A 110.0 . . ?
C3 C4 H4B 110.0 . . ?
H4A C4 H4B 108.4 . . ?
N2 C5 H5A 110.0 . . ?
N2 C5 H5B 110.0 . . ?
N2 C5 C6 108.2(2) . . ?
H5A C5 H5B 108.4 . . ?
C6 C5 H5A 110.0 . . ?
C6 C5 H5B 110.0 . . ?
N1 C6 C5 108.2(2) . . ?
N1 C6 H6A 110.0 . . ?
N1 C6 H6B 110.0 . . ?
C5 C6 H6A 110.0 . . ?
C5 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
C8 N3 C10 109.9(2) . . ?
C8 N3 C12 110.5(2) . . ?
C8 N3 H3 119(3) . . ?
C10 N3 H3 102(3) . . ?
C12 N3 C10 109.5(3) . . ?
C12 N3 H3 106(3) . . ?
C7 N4 C9 110.6(3) . . ?
C7 N4 C11 110.2(2) . . ?
C7 N4 H4 111(4) . . ?
C9 N4 C11 110.4(2) . . ?
C9 N4 H4 106(3) . . ?
C11 N4 H4 108(3) . . ?
N4 C7 H7A 110.2 . . ?
N4 C7 H7B 110.2 . . ?
N4 C7 C8 107.4(2) . . ?
H7A C7 H7B 108.5 . . ?
C8 C7 H7A 110.2 . . ?
C8 C7 H7B 110.2 . . ?
N3 C8 C7 108.7(3) . . ?
N3 C8 H8A 109.9 . . ?
N3 C8 H8B 109.9 . . ?
C7 C8 H8A 109.9 . . ?
C7 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
N4 C9 H9A 110.1 . . ?
N4 C9 H9B 110.1 . . ?
N4 C9 C10 108.0(3) . . ?
H9A C9 H9B 108.4 . . ?
C10 C9 H9A 110.1 . . ?
C10 C9 H9B 110.1 . . ?
N3 C10 C9 108.1(2) . . ?
N3 C10 H10A 110.1 . . ?
N3 C10 H10B 110.1 . . ?
C9 C10 H10A 110.1 . . ?
C9 C10 H10B 110.1 . . ?
H10A C10 H10B 108.4 . . ?
N4 C11 H11A 110.0 . . ?
N4 C11 H11B 110.0 . . ?
N4 C11 C12 108.4(2) . . ?
H11A C11 H11B 108.4 . . ?
C12 C11 H11A 110.0 . . ?
C12 C11 H11B 110.0 . . ?
N3 C12 C11 108.0(2) . . ?
N3 C12 H12A 110.1 . . ?
N3 C12 H12B 110.1 . . ?
C11 C12 H12A 110.1 . . ?
C11 C12 H12B 110.1 . . ?
H12A C12 H12B 108.4 . . ?
C14 N5 C16 109.8(3) . . ?
C14 N5 C17 109.5(2) . . ?
C14 N5 H5 109(4) . . ?
C16 N5 C17 110.3(3) . . ?
C16 N5 H5 112(3) . . ?
C17 N5 H5 106(3) . . ?
C13 N6 C15 109.9(2) . . ?
C13 N6 H6 119(3) . . ?
C15 N6 H6 106(2) . . ?
C18 N6 C13 110.0(3) . . ?
C18 N6 C15 109.4(2) . . ?
C18 N6 H6 102(3) . . ?
N6 C13 H13A 110.1 . . ?
N6 C13 H13B 110.1 . . ?
N6 C13 C14 108.2(3) . . ?
H13A C13 H13B 108.4 . . ?
C14 C13 H13A 110.1 . . ?
C14 C13 H13B 110.1 . . ?
N5 C14 C13 108.4(3) . . ?
N5 C14 H14A 110.0 . . ?
N5 C14 H14B 110.0 . . ?
C13 C14 H14A 110.0 . . ?
C13 C14 H14B 110.0 . . ?
H14A C14 H14B 108.4 . . ?
N6 C15 H15A 110.0 . . ?
N6 C15 H15B 110.0 . . ?
N6 C15 C16 108.7(2) . . ?
H15A C15 H15B 108.3 . . ?
C16 C15 H15A 110.0 . . ?
C16 C15 H15B 110.0 . . ?
N5 C16 C15 108.3(2) . . ?
N5 C16 H16A 110.0 . . ?
N5 C16 H16B 110.0 . . ?
C15 C16 H16A 110.0 . . ?
C15 C16 H16B 110.0 . . ?
H16A C16 H16B 108.4 . . ?
N5 C17 H17A 110.0 . . ?
N5 C17 H17B 110.0 . . ?
N5 C17 C18 108.3(3) . . ?
H17A C17 H17B 108.4 . . ?
C18 C17 H17A 110.0 . . ?
C18 C17 H17B 110.0 . . ?
N6 C18 C17 108.4(2) . . ?
N6 C18 H18A 110.0 . . ?
N6 C18 H18B 110.0 . . ?
C17 C18 H18A 110.0 . . ?
C17 C18 H18B 110.0 . . ?
H18A C18 H18B 108.4 . . ?
C19 N7 C21 110.0(2) . . ?
C19 N7 H7 108(3) . . ?
C21 N7 H7 111(3) . . ?
C23 N7 C19 110.2(2) . . ?
C23 N7 C21 108.9(3) . . ?
C23 N7 H7 110(2) . . ?
C20 N8 H8 113(3) . . ?
C22 N8 C20 109.8(2) . . ?
C22 N8 H8 107(3) . . ?
C24 N8 C20 108.8(3) . . ?
C24 N8 C22 110.0(2) . . ?
C24 N8 H8 108(2) . . ?
N7 C19 H19A 110.0 . . ?
N7 C19 H19B 110.0 . . ?
N7 C19 C20 108.5(3) . . ?
H19A C19 H19B 108.4 . . ?
C20 C19 H19A 110.0 . . ?
C20 C19 H19B 110.0 . . ?
N8 C20 C19 108.8(3) . . ?
N8 C20 H20A 109.9 . . ?
N8 C20 H20B 109.9 . . ?
C19 C20 H20A 109.9 . . ?
C19 C20 H20B 109.9 . . ?
H20A C20 H20B 108.3 . . ?
N7 C21 H21A 110.0 . . ?
N7 C21 H21B 110.0 . . ?
N7 C21 C22 108.4(3) . . ?
H21A C21 H21B 108.4 . . ?
C22 C21 H21A 110.0 . . ?
C22 C21 H21B 110.0 . . ?
N8 C22 C21 108.5(3) . . ?
N8 C22 H22A 110.0 . . ?
N8 C22 H22B 110.0 . . ?
C21 C22 H22A 110.0 . . ?
C21 C22 H22B 110.0 . . ?
H22A C22 H22B 108.4 . . ?
N7 C23 H23A 110.0 . . ?
N7 C23 H23B 110.0 . . ?
N7 C23 C24 108.5(2) . . ?
H23A C23 H23B 108.4 . . ?
C24 C23 H23A 110.0 . . ?
C24 C23 H23B 110.0 . . ?
N8 C24 C23 109.0(2) . . ?
N8 C24 H24A 109.9 . . ?
N8 C24 H24B 109.9 . . ?
C23 C24 H24A 109.9 . . ?
C23 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
H1C O1 H1D 116(4) . . ?
H2C O2 H2D 104(4) . . ?
H3C O3 H3D 106(4) . . ?
H4C O4 H4D 101(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C1 C2 N1 -11.9(3) . . . . ?
N2 C3 C4 N1 -12.3(4) . . . . ?
N2 C5 C6 N1 -13.7(4) . . . . ?
C1 N2 C3 C4 -53.8(3) . . . . ?
C1 N2 C5 C6 69.5(3) . . . . ?
C2 N1 C4 C3 67.7(3) . . . . ?
C2 N1 C6 C5 -51.7(3) . . . . ?
C3 N2 C1 C2 68.1(3) . . . . ?
C3 N2 C5 C6 -52.5(4) . . . . ?
C4 N1 C2 C1 -53.1(3) . . . . ?
C4 N1 C6 C5 68.9(3) . . . . ?
C5 N2 C1 C2 -53.7(3) . . . . ?
C5 N2 C3 C4 67.9(3) . . . . ?
C6 N1 C2 C1 67.4(3) . . . . ?
C6 N1 C4 C3 -53.5(3) . . . . ?
N4 C7 C8 N3 12.1(3) . . . . ?
N4 C9 C10 N3 11.9(3) . . . . ?
N4 C11 C12 N3 13.6(4) . . . . ?
C7 N4 C9 C10 54.4(3) . . . . ?
C7 N4 C11 C12 -69.6(3) . . . . ?
C8 N3 C10 C9 -67.6(3) . . . . ?
C8 N3 C12 C11 52.0(3) . . . . ?
C9 N4 C7 C8 -68.7(3) . . . . ?
C9 N4 C11 C12 52.8(4) . . . . ?
C10 N3 C8 C7 53.3(3) . . . . ?
C10 N3 C12 C11 -69.3(3) . . . . ?
C11 N4 C7 C8 53.7(3) . . . . ?
C11 N4 C9 C10 -67.8(3) . . . . ?
C12 N3 C8 C7 -67.7(3) . . . . ?
C12 N3 C10 C9 54.0(3) . . . . ?
N5 C17 C18 N6 -14.2(4) . . . . ?
N6 C13 C14 N5 -13.4(3) . . . . ?
N6 C15 C16 N5 -12.8(3) . . . . ?
C13 N6 C15 C16 67.9(3) . . . . ?
C13 N6 C18 C17 -51.9(3) . . . . ?
C14 N5 C16 C15 -53.1(3) . . . . ?
C14 N5 C17 C18 69.2(3) . . . . ?
C15 N6 C13 C14 -52.1(3) . . . . ?
C15 N6 C18 C17 68.9(3) . . . . ?
C16 N5 C14 C13 68.8(3) . . . . ?
C16 N5 C17 C18 -51.8(4) . . . . ?
C17 N5 C14 C13 -52.5(3) . . . . ?
C17 N5 C16 C15 67.8(3) . . . . ?
C18 N6 C13 C14 68.4(3) . . . . ?
C18 N6 C15 C16 -52.9(3) . . . . ?
N7 C19 C20 N8 14.2(4) . . . . ?
N7 C21 C22 N8 14.2(3) . . . . ?
N7 C23 C24 N8 12.0(4) . . . . ?
C19 N7 C21 C22 51.5(3) . . . . ?
C19 N7 C23 C24 -67.1(4) . . . . ?
C20 N8 C22 C21 -68.3(3) . . . . ?
C20 N8 C24 C23 53.1(3) . . . . ?
C21 N7 C19 C20 -68.5(3) . . . . ?
C21 N7 C23 C24 53.6(3) . . . . ?
C22 N8 C20 C19 51.5(3) . . . . ?
C22 N8 C24 C23 -67.2(3) . . . . ?
C23 N7 C19 C20 51.6(4) . . . . ?
C23 N7 C21 C22 -69.3(3) . . . . ?
C24 N8 C20 C19 -68.8(3) . . . . ?
C24 N8 C22 C21 51.3(3) . . . . ?

_shelx_SHELXL_version_number     2016/4
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5276(9)
2 0.4724(9)

####################################################################### 
# 
# 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_D_2BF4_H2O_220
_database_code_depnum_ccdc_archive 'CCDC 1502095'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-11-23 downloaded from the CCDC.
;
_audit_creation_date             2016-08-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_chemical_name_common            'dabco ditetrafluoroborate monohydrate'
_chemical_name_systematic        ?
_chemical_formula_moiety         'H2 O, C6 H14 N2, 2(B F4)'
_chemical_formula_sum            'C6 H16 B2 F8 N2 O'
_chemical_formula_weight         305.83
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   7.8457(2)
_cell_length_b                   11.6885(2)
_cell_length_c                   13.0792(3)
_cell_angle_alpha                90.0075(18)
_cell_angle_beta                 89.998(2)
_cell_angle_gamma                90.0165(19)
_cell_volume                     1199.42(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    220.0(1)
_cell_measurement_reflns_used    16414
_cell_measurement_theta_min      2.3470
_cell_measurement_theta_max      29.7650
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             624
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            31216
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.175
_diffrn_reflns_theta_min         2.337
_diffrn_ambient_temperature      220.0(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.959
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.926
_reflns_number_gt                11918
_reflns_number_total             12966
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       CrysAlisCCD
_computing_cell_refinement       CrysAlisRED
_computing_data_reduction        CrysAlisRED
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
 Flack x determined using 5090 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.33(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     734
_refine_ls_number_reflns         12966
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0503P)²+0.1589P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0901
_refine_ls_wR_factor_ref         0.0940
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.4950(16) 0.5050(16)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All O(H,H,H,H,H,H,H,H,H,H,H,H,H,H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B),
  C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,
 H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
B1 B 0.3657(6) 0.5675(4) 0.5562(3) 0.0307(8) Uani 1 1 d . . . . .
F11 F 0.3773(5) 0.5544(2) 0.45080(18) 0.0492(7) Uani 1 1 d . . . . .
F12 F 0.5197(4) 0.5322(2) 0.59897(19) 0.0427(6) Uani 1 1 d . . . . .
F13 F 0.3354(5) 0.6792(2) 0.5814(2) 0.0599(10) Uani 1 1 d . . . . .
F14 F 0.2374(5) 0.4984(3) 0.5952(3) 0.0619(9) Uani 1 1 d . . . . .
B2 B 0.8024(6) 0.5675(4) 0.0531(3) 0.0290(8) Uani 1 1 d . . . . .
F21 F 0.7730(4) 0.5612(2) -0.05220(17) 0.0446(6) Uani 1 1 d . . . . .
F22 F 0.6572(4) 0.5246(3) 0.1024(2) 0.0472(7) Uani 1 1 d . . . . .
F23 F 0.9408(4) 0.5020(3) 0.0791(3) 0.0548(7) Uani 1 1 d . . . . .
F24 F 0.8271(5) 0.6800(2) 0.0818(2) 0.0567(8) Uani 1 1 d . . . . .
B3 B 0.8032(6) 0.0678(4) 0.1042(3) 0.0282(8) Uani 1 1 d . . . . .
F31 F 0.7735(4) 0.0613(2) 0.20887(17) 0.0445(6) Uani 1 1 d . . . . .
F32 F 0.9412(4) 0.0018(3) 0.0779(3) 0.0560(7) Uani 1 1 d . . . . .
F33 F 0.6576(4) 0.0250(3) 0.0543(2) 0.0460(6) Uani 1 1 d . . . . .
F34 F 0.8272(5) 0.1799(2) 0.0751(2) 0.0569(8) Uani 1 1 d . . . . .
B4 B 0.3665(7) 1.0676(4) 0.5999(3) 0.0318(9) Uani 1 1 d . . . . .
F41 F 0.3778(5) 1.0542(2) 0.70586(18) 0.0497(7) Uani 1 1 d . . . . .
F42 F 0.5201(4) 1.0324(3) 0.5578(2) 0.0444(6) Uani 1 1 d . . . . .
F43 F 0.2368(4) 0.9993(3) 0.5615(3) 0.0607(9) Uani 1 1 d . . . . .
F44 F 0.3358(5) 1.1793(2) 0.5754(2) 0.0597(9) Uani 1 1 d . . . . .
B5 B 0.8510(6) 0.2475(3) 0.7356(3) 0.0315(9) Uani 1 1 d . . . . .
F51 F 0.9750(6) 0.2291(3) 0.6678(4) 0.0965(15) Uani 1 1 d . . . . .
F52 F 0.7095(5) 0.1856(3) 0.7082(3) 0.0658(9) Uani 1 1 d . . . . .
F53 F 0.9002(7) 0.2155(3) 0.8296(3) 0.0979(18) Uani 1 1 d . . . . .
F54 F 0.8087(5) 0.3628(2) 0.7326(3) 0.0613(9) Uani 1 1 d . . . . .
B6 B 0.8507(6) 0.7479(3) 0.4209(3) 0.0305(9) Uani 1 1 d . . . . .
F61 F 0.7087(5) 0.6855(3) 0.4485(3) 0.0653(9) Uani 1 1 d . . . . .
F62 F 0.8087(5) 0.8627(2) 0.4239(3) 0.0608(8) Uani 1 1 d . . . . .
F63 F 0.8998(7) 0.7168(3) 0.3270(3) 0.0974(18) Uani 1 1 d . . . . .
F64 F 0.9756(7) 0.7300(3) 0.4890(4) 0.0982(16) Uani 1 1 d . . . . .
B7 B 0.3258(6) 0.2426(4) 0.2383(3) 0.0302(8) Uani 1 1 d . . . . .
F71 F 0.3754(5) 0.3568(2) 0.2290(3) 0.0601(8) Uani 1 1 d . . . . .
F72 F 0.1565(5) 0.2332(3) 0.2135(3) 0.0689(9) Uani 1 1 d . . . . .
F73 F 0.4221(6) 0.1769(3) 0.1775(3) 0.0856(14) Uani 1 1 d . . . . .
F74 F 0.3443(7) 0.2088(3) 0.3369(2) 0.0880(15) Uani 1 1 d . . . . .
B8 B 0.3253(6) 0.7423(4) 0.9186(3) 0.0305(9) Uani 1 1 d . . . . .
F81 F 0.3755(5) 0.8571(2) 0.9281(3) 0.0606(8) Uani 1 1 d . . . . .
F82 F 0.1565(5) 0.7331(3) 0.9433(3) 0.0699(9) Uani 1 1 d . . . . .
F83 F 0.4217(6) 0.6765(3) 0.9791(3) 0.0833(14) Uani 1 1 d . . . . .
F84 F 0.3450(7) 0.7083(3) 0.8199(2) 0.0852(15) Uani 1 1 d . . . . .
N1 N 0.8803(5) -0.2338(2) 0.7841(3) 0.0291(6) Uani 1 1 d . . . . .
N2 N 0.7255(4) -0.0642(2) 0.7166(2) 0.0256(6) Uani 1 1 d . . . . .
C1 C 0.9023(5) -0.0639(3) 0.6743(3) 0.0336(8) Uani 1 1 d . . . . .
H1A H 0.957412 0.008506 0.688994 0.040 Uiso 1 1 calc R . . . .
H1B H 0.898883 -0.074059 0.600701 0.040 Uiso 1 1 calc R . . . .
C2 C 1.0016(6) -0.1619(4) 0.7238(3) 0.0362(8) Uani 1 1 d . . . . .
H2A H 1.056039 -0.208003 0.671433 0.043 Uiso 1 1 calc R . . . .
H2B H 1.089457 -0.131479 0.768315 0.043 Uiso 1 1 calc R . . . .
C3 C 0.6334(6) -0.1708(3) 0.6837(3) 0.0349(8) Uani 1 1 d . . . . .
H3A H 0.620897 -0.171730 0.609878 0.042 Uiso 1 1 calc R . . . .
H3B H 0.520736 -0.173123 0.714096 0.042 Uiso 1 1 calc R . . . .
C4 C 0.7359(7) -0.2726(3) 0.7180(3) 0.0410(10) Uani 1 1 d . . . . .
H4A H 0.663619 -0.324786 0.756049 0.049 Uiso 1 1 calc R . . . .
H4B H 0.780151 -0.312979 0.658891 0.049 Uiso 1 1 calc R . . . .
C5 C 0.7351(6) -0.0572(3) 0.8314(3) 0.0306(7) Uani 1 1 d . . . . .
H5A H 0.622071 -0.045893 0.859665 0.037 Uiso 1 1 calc R . . . .
H5B H 0.805893 0.007041 0.851536 0.037 Uiso 1 1 calc R . . . .
C6 C 0.8102(6) -0.1670(3) 0.8717(3) 0.0340(8) Uani 1 1 d . . . . .
H6A H 0.900185 -0.150206 0.920272 0.041 Uiso 1 1 calc R . . . .
H6B H 0.723004 -0.211213 0.906338 0.041 Uiso 1 1 calc R . . . .
N3 N 0.8799(5) 0.2659(2) 0.3726(2) 0.0288(6) Uani 1 1 d . . . . .
N4 N 0.7256(4) 0.4359(2) 0.4400(2) 0.0254(6) Uani 1 1 d . . . . .
C7 C 0.9025(5) 0.4357(3) 0.4824(3) 0.0334(8) Uani 1 1 d . . . . .
H7A H 0.899049 0.425130 0.555904 0.040 Uiso 1 1 calc R . . . .
H7B H 0.957635 0.508250 0.468097 0.040 Uiso 1 1 calc R . . . .
C8 C 1.0018(5) 0.3388(4) 0.4329(3) 0.0356(8) Uani 1 1 d . . . . .
H8A H 1.088945 0.369591 0.388094 0.043 Uiso 1 1 calc R . . . .
H8B H 1.057104 0.292951 0.485082 0.043 Uiso 1 1 calc R . . . .
C9 C 0.6341(6) 0.3294(3) 0.4732(3) 0.0352(8) Uani 1 1 d . . . . .
H9A H 0.521311 0.326986 0.442846 0.042 Uiso 1 1 calc R . . . .
H9B H 0.621692 0.328719 0.546963 0.042 Uiso 1 1 calc R . . . .
C10 C 0.7369(7) 0.2270(3) 0.4388(3) 0.0392(9) Uani 1 1 d . . . . .
H10A H 0.781671 0.187041 0.497994 0.047 Uiso 1 1 calc R . . . .
H10B H 0.664440 0.174623 0.401172 0.047 Uiso 1 1 calc R . . . .
C11 C 0.7335(6) 0.4430(3) 0.3251(3) 0.0309(7) Uani 1 1 d . . . . .
H11A H 0.619947 0.453670 0.297345 0.037 Uiso 1 1 calc R . . . .
H11B H 0.803420 0.507463 0.304557 0.037 Uiso 1 1 calc R . . . .
C12 C 0.8092(6) 0.3332(3) 0.2854(3) 0.0349(8) Uani 1 1 d . . . . .
H12A H 0.722199 0.288931 0.250617 0.042 Uiso 1 1 calc R . . . .
H12B H 0.899081 0.350200 0.236785 0.042 Uiso 1 1 calc R . . . .
N5 N 0.2894(5) 0.7570(3) 0.2763(3) 0.0334(7) Uani 1 1 d . . . . .
N6 N 0.4506(4) 0.9305(2) 0.2243(2) 0.0267(6) Uani 1 1 d . . . . .
C13 C 0.5480(6) 0.8268(4) 0.1911(3) 0.0357(9) Uani 1 1 d . . . . .
H13A H 0.662523 0.829041 0.218953 0.043 Uiso 1 1 calc R . . . .
H13B H 0.555913 0.824641 0.117131 0.043 Uiso 1 1 calc R . . . .
C14 C 0.4541(7) 0.7210(3) 0.2301(4) 0.0430(10) Uani 1 1 d . . . . .
H14A H 0.433258 0.668585 0.173988 0.052 Uiso 1 1 calc R . . . .
H14B H 0.523097 0.681986 0.280793 0.052 Uiso 1 1 calc R . . . .
C15 C 0.4315(7) 0.9308(3) 0.3367(3) 0.0366(9) Uani 1 1 d . . . . .
H15A H 0.377130 1.001100 0.358732 0.044 Uiso 1 1 calc R . . . .
H15B H 0.542500 0.925861 0.368999 0.044 Uiso 1 1 calc R . . . .
C16 C 0.3220(7) 0.8276(3) 0.3672(3) 0.0427(11) Uani 1 1 d . . . . .
H16A H 0.380884 0.782725 0.418594 0.051 Uiso 1 1 calc R . . . .
H16B H 0.214898 0.853679 0.395980 0.051 Uiso 1 1 calc R . . . .
C17 C 0.1880(6) 0.8227(4) 0.1992(4) 0.0475(12) Uani 1 1 d . . . . .
H17A H 0.075692 0.839380 0.226358 0.057 Uiso 1 1 calc R . . . .
H17B H 0.174232 0.777349 0.137589 0.057 Uiso 1 1 calc R . . . .
C18 C 0.2791(6) 0.9324(4) 0.1743(3) 0.0363(8) Uani 1 1 d . . . . .
H18A H 0.291801 0.940011 0.100855 0.044 Uiso 1 1 calc R . . . .
H18B H 0.213687 0.997112 0.199157 0.044 Uiso 1 1 calc R . . . .
N7 N 0.2890(5) 0.2570(3) 0.8804(3) 0.0335(7) Uani 1 1 d . . . . .
N8 N 0.4506(4) 0.4303(3) 0.9326(2) 0.0268(6) Uani 1 1 d . . . . .
C19 C 0.1877(6) 0.3220(4) 0.9574(4) 0.0463(11) Uani 1 1 d . . . . .
H19A H 0.174270 0.276607 1.019006 0.056 Uiso 1 1 calc R . . . .
H19B H 0.075257 0.338578 0.930376 0.056 Uiso 1 1 calc R . . . .
C20 C 0.2797(6) 0.4327(4) 0.9823(3) 0.0373(9) Uani 1 1 d . . . . .
H20A H 0.214501 0.497433 0.957251 0.045 Uiso 1 1 calc R . . . .
H20B H 0.292317 0.440614 1.055766 0.045 Uiso 1 1 calc R . . . .
C21 C 0.4552(7) 0.2205(3) 0.9262(4) 0.0436(10) Uani 1 1 d . . . . .
H21A H 0.524162 0.182058 0.875072 0.052 Uiso 1 1 calc R . . . .
H21B H 0.435228 0.167658 0.982110 0.052 Uiso 1 1 calc R . . . .
C22 C 0.5483(6) 0.3273(4) 0.9655(3) 0.0352(9) Uani 1 1 d . . . . .
H22A H 0.556087 0.325091 1.039456 0.042 Uiso 1 1 calc R . . . .
H22B H 0.662864 0.330043 0.937740 0.042 Uiso 1 1 calc R . . . .
C23 C 0.3213(7) 0.3275(3) 0.7896(3) 0.0414(10) Uani 1 1 d . . . . .
H23A H 0.214054 0.353348 0.760891 0.050 Uiso 1 1 calc R . . . .
H23B H 0.380166 0.282554 0.738249 0.050 Uiso 1 1 calc R . . . .
C24 C 0.4307(7) 0.4310(3) 0.8199(3) 0.0374(9) Uani 1 1 d . . . . .
H24A H 0.541442 0.426345 0.787249 0.045 Uiso 1 1 calc R . . . .
H24B H 0.375785 0.501216 0.798176 0.045 Uiso 1 1 calc R . . . .
O1 O 0.0293(5) 0.0532(3) 0.3922(3) 0.0478(8) Uani 1 1 d . . . . .
O2 O 0.0297(5) 0.5530(3) 0.7645(3) 0.0490(8) Uani 1 1 d . . . . .
O3 O 0.1485(5) 0.0419(3) 0.9073(3) 0.0465(7) Uani 1 1 d . . . . .
O4 O 0.1495(5) 0.5418(3) 0.2495(3) 0.0454(7) Uani 1 1 d . . . . .
H4 H 0.654(10) 0.490(5) 0.459(4) 0.054 Uiso 1 1 d R . . . .
H2 H 0.668(9) 0.005(4) 0.693(4) 0.054 Uiso 1 1 d R . . . .
H4C H 0.233(9) 0.477(5) 0.244(4) 0.054 Uiso 1 1 d R . . . .
H3C H 0.198(9) -0.025(5) 0.913(4) 0.054 Uiso 1 1 d R . . . .
H1C H -0.053(10) 0.010(5) 0.400(4) 0.054 Uiso 1 1 d R . . . .
H3D H 0.091(9) 0.044(5) 0.964(4) 0.054 Uiso 1 1 d R . . . .
H1 H 0.919(9) -0.284(5) 0.799(4) 0.054 Uiso 1 1 d R . . . .
H7 H 0.225(10) 0.197(5) 0.863(4) 0.054 Uiso 1 1 d R . . . .
H8 H 0.496(10) 0.480(5) 0.950(4) 0.054 Uiso 1 1 d R . . . .
H4D H 0.108(8) 0.539(5) 0.193(4) 0.054 Uiso 1 1 d R . . . .
H6 H 0.504(9) 0.982(5) 0.205(4) 0.054 Uiso 1 1 d R . . . .
H2C H 0.100(8) 0.546(5) 0.716(4) 0.054 Uiso 1 1 d R . . . .
H1D H 0.083(9) 0.055(5) 0.442(4) 0.054 Uiso 1 1 d R . . . .
H2D H -0.039(10) 0.501(5) 0.762(4) 0.054 Uiso 1 1 d R . . . .
H3 H 0.932(9) 0.203(5) 0.358(4) 0.054 Uiso 1 1 d R . . . .
H5 H 0.222(9) 0.692(5) 0.299(4) 0.054 Uiso 1 1 d R . . . .


_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
B1 F11 1.390(4) . ?
B1 F12 1.394(5) . ?
B1 F13 1.368(5) . ?
B1 F14 1.388(5) . ?
B2 F21 1.398(4) . ?
B2 F22 1.402(5) . ?
B2 F23 1.372(5) . ?
B2 F24 1.381(5) . ?
B3 F31 1.391(4) . ?
B3 F32 1.374(5) . ?
B3 F33 1.407(5) . ?
B3 F34 1.377(5) . ?
B4 F41 1.398(5) . ?
B4 F42 1.388(6) . ?
B4 F43 1.388(6) . ?
B4 F44 1.365(5) . ?
B5 F51 1.334(6) . ?
B5 F52 1.373(5) . ?
B5 F53 1.341(5) . ?
B5 F54 1.389(5) . ?
B6 F61 1.380(5) . ?
B6 F62 1.382(5) . ?
B6 F63 1.337(5) . ?
B6 F64 1.340(6) . ?
B7 F71 1.395(5) . ?
B7 F72 1.372(6) . ?
B7 F73 1.340(5) . ?
B7 F74 1.357(5) . ?
B8 F81 1.404(5) . ?
B8 F82 1.367(6) . ?
B8 F83 1.338(6) . ?
B8 F84 1.358(5) . ?
N1 C2 1.494(5) . ?
N1 C4 1.496(6) . ?
N1 C6 1.491(5) . ?
N1 H1 0.69(6) . ?
N2 C1 1.493(5) . ?
N2 C3 1.504(5) . ?
N2 C5 1.506(4) . ?
N2 H2 0.98(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.530(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.505(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.507(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
N3 C8 1.504(5) . ?
N3 C10 1.489(5) . ?
N3 C12 1.492(5) . ?
N3 H3 0.86(6) . ?
N4 C7 1.495(5) . ?
N4 C9 1.500(5) . ?
N4 C11 1.507(4) . ?
N4 H4 0.88(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.520(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.511(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.506(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
N5 C14 1.487(6) . ?
N5 C16 1.469(5) . ?
N5 C17 1.497(6) . ?
N5 H5 0.97(6) . ?
N6 C13 1.497(5) . ?
N6 C15 1.478(5) . ?
N6 C18 1.496(5) . ?
N6 H6 0.78(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.527(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.533(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.504(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
N7 C19 1.491(6) . ?
N7 C21 1.498(6) . ?
N7 C23 1.467(5) . ?
N7 H7 0.89(6) . ?
N8 C20 1.491(5) . ?
N8 C22 1.490(5) . ?
N8 C24 1.482(4) . ?
N8 H8 0.72(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.517(6) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.535(6) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.535(6) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
O1 H1C 0.83(7) . ?
O1 H1D 0.78(6) . ?
O2 H2C 0.85(7) . ?
O2 H2D 0.81(7) . ?
O3 H3C 0.88(6) . ?
O3 H3D 0.87(6) . ?
O4 H4C 1.00(6) . ?
O4 H4D 0.81(6) . ?

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
F11 B1 F12 108.0(4) . . ?
F13 B1 F11 110.8(3) . . ?
F13 B1 F12 109.7(4) . . ?
F13 B1 F14 109.9(4) . . ?
F14 B1 F11 110.4(4) . . ?
F14 B1 F12 108.0(3) . . ?
F21 B2 F22 107.4(3) . . ?
F23 B2 F21 110.2(4) . . ?
F23 B2 F22 109.2(3) . . ?
F23 B2 F24 110.7(4) . . ?
F24 B2 F21 110.0(3) . . ?
F24 B2 F22 109.2(4) . . ?
F31 B3 F33 107.5(3) . . ?
F32 B3 F31 110.3(4) . . ?
F32 B3 F33 108.9(3) . . ?
F32 B3 F34 111.0(4) . . ?
F34 B3 F31 110.3(3) . . ?
F34 B3 F33 108.7(4) . . ?
F42 B4 F41 107.7(4) . . ?
F42 B4 F43 108.8(3) . . ?
F43 B4 F41 109.9(4) . . ?
F44 B4 F41 110.6(3) . . ?
F44 B4 F42 110.1(4) . . ?
F44 B4 F43 109.6(4) . . ?
F51 B5 F52 109.3(4) . . ?
F51 B5 F53 110.8(5) . . ?
F51 B5 F54 108.2(4) . . ?
F52 B5 F54 108.1(4) . . ?
F53 B5 F52 109.0(4) . . ?
F53 B5 F54 111.4(4) . . ?
F61 B6 F62 108.3(4) . . ?
F63 B6 F61 109.2(4) . . ?
F63 B6 F62 111.0(4) . . ?
F63 B6 F64 110.9(5) . . ?
F64 B6 F61 109.5(4) . . ?
F64 B6 F62 107.9(4) . . ?
F72 B7 F71 109.0(4) . . ?
F73 B7 F71 109.9(4) . . ?
F73 B7 F72 111.1(4) . . ?
F73 B7 F74 109.7(4) . . ?
F74 B7 F71 109.4(4) . . ?
F74 B7 F72 107.7(4) . . ?
F82 B8 F81 109.0(4) . . ?
F83 B8 F81 109.8(4) . . ?
F83 B8 F82 111.3(4) . . ?
F83 B8 F84 109.2(4) . . ?
F84 B8 F81 109.4(4) . . ?
F84 B8 F82 108.2(4) . . ?
C2 N1 C4 110.3(3) . . ?
C2 N1 H1 110(6) . . ?
C4 N1 H1 104(5) . . ?
C6 N1 C2 110.3(3) . . ?
C6 N1 C4 108.9(4) . . ?
C6 N1 H1 113(5) . . ?
C1 N2 C3 110.0(3) . . ?
C1 N2 C5 108.8(3) . . ?
C1 N2 H2 108(4) . . ?
C3 N2 C5 110.8(3) . . ?
C3 N2 H2 112(4) . . ?
C5 N2 H2 107(3) . . ?
N2 C1 H1A 110.0 . . ?
N2 C1 H1B 110.0 . . ?
N2 C1 C2 108.4(3) . . ?
H1A C1 H1B 108.4 . . ?
C2 C1 H1A 110.0 . . ?
C2 C1 H1B 110.0 . . ?
N1 C2 C1 108.6(3) . . ?
N1 C2 H2A 110.0 . . ?
N1 C2 H2B 110.0 . . ?
C1 C2 H2A 110.0 . . ?
C1 C2 H2B 110.0 . . ?
H2A C2 H2B 108.3 . . ?
N2 C3 H3A 110.1 . . ?
N2 C3 H3B 110.1 . . ?
N2 C3 C4 108.2(3) . . ?
H3A C3 H3B 108.4 . . ?
C4 C3 H3A 110.1 . . ?
C4 C3 H3B 110.1 . . ?
N1 C4 C3 109.7(3) . . ?
N1 C4 H4A 109.7 . . ?
N1 C4 H4B 109.7 . . ?
C3 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
N2 C5 H5A 109.9 . . ?
N2 C5 H5B 109.9 . . ?
N2 C5 C6 108.8(3) . . ?
H5A C5 H5B 108.3 . . ?
C6 C5 H5A 109.9 . . ?
C6 C5 H5B 109.9 . . ?
N1 C6 C5 108.8(3) . . ?
N1 C6 H6A 109.9 . . ?
N1 C6 H6B 109.9 . . ?
C5 C6 H6A 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
C8 N3 H3 107(4) . . ?
C10 N3 C8 110.3(3) . . ?
C10 N3 C12 109.0(4) . . ?
C10 N3 H3 103(4) . . ?
C12 N3 C8 109.8(3) . . ?
C12 N3 H3 117(4) . . ?
C7 N4 C9 109.6(3) . . ?
C7 N4 C11 109.4(3) . . ?
C7 N4 H4 119(4) . . ?
C9 N4 C11 110.7(3) . . ?
C9 N4 H4 102(4) . . ?
C11 N4 H4 105(4) . . ?
N4 C7 H7A 110.0 . . ?
N4 C7 H7B 110.0 . . ?
N4 C7 C8 108.6(3) . . ?
H7A C7 H7B 108.3 . . ?
C8 C7 H7A 110.0 . . ?
C8 C7 H7B 110.0 . . ?
N3 C8 C7 108.6(3) . . ?
N3 C8 H8A 110.0 . . ?
N3 C8 H8B 110.0 . . ?
C7 C8 H8A 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.3 . . ?
N4 C9 H9A 110.0 . . ?
N4 C9 H9B 110.0 . . ?
N4 C9 C10 108.4(3) . . ?
H9A C9 H9B 108.4 . . ?
C10 C9 H9A 110.0 . . ?
C10 C9 H9B 110.0 . . ?
N3 C10 C9 109.5(3) . . ?
N3 C10 H10A 109.8 . . ?
N3 C10 H10B 109.8 . . ?
C9 C10 H10A 109.8 . . ?
C9 C10 H10B 109.8 . . ?
H10A C10 H10B 108.2 . . ?
N4 C11 H11A 110.1 . . ?
N4 C11 H11B 110.1 . . ?
H11A C11 H11B 108.4 . . ?
C12 C11 N4 108.2(3) . . ?
C12 C11 H11A 110.1 . . ?
C12 C11 H11B 110.1 . . ?
N3 C12 C11 109.4(3) . . ?
N3 C12 H12A 109.8 . . ?
N3 C12 H12B 109.8 . . ?
C11 C12 H12A 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.2 . . ?
C14 N5 C17 109.4(4) . . ?
C14 N5 H5 112(4) . . ?
C16 N5 C14 109.7(4) . . ?
C16 N5 C17 110.5(3) . . ?
C16 N5 H5 107(3) . . ?
C17 N5 H5 109(4) . . ?
C13 N6 H6 105(5) . . ?
C15 N6 C13 110.0(3) . . ?
C15 N6 C18 110.1(3) . . ?
C15 N6 H6 112(4) . . ?
C18 N6 C13 110.2(3) . . ?
C18 N6 H6 109(5) . . ?
N6 C13 H13A 110.1 . . ?
N6 C13 H13B 110.1 . . ?
N6 C13 C14 108.2(3) . . ?
H13A C13 H13B 108.4 . . ?
C14 C13 H13A 110.1 . . ?
C14 C13 H13B 110.1 . . ?
N5 C14 C13 109.0(3) . . ?
N5 C14 H14A 109.9 . . ?
N5 C14 H14B 109.9 . . ?
C13 C14 H14A 109.9 . . ?
C13 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
N6 C15 H15A 110.0 . . ?
N6 C15 H15B 110.0 . . ?
N6 C15 C16 108.3(3) . . ?
H15A C15 H15B 108.4 . . ?
C16 C15 H15A 110.0 . . ?
C16 C15 H15B 110.0 . . ?
N5 C16 C15 109.2(3) . . ?
N5 C16 H16A 109.8 . . ?
N5 C16 H16B 109.8 . . ?
C15 C16 H16A 109.8 . . ?
C15 C16 H16B 109.8 . . ?
H16A C16 H16B 108.3 . . ?
N5 C17 H17A 109.8 . . ?
N5 C17 H17B 109.8 . . ?
N5 C17 C18 109.3(4) . . ?
H17A C17 H17B 108.3 . . ?
C18 C17 H17A 109.8 . . ?
C18 C17 H17B 109.8 . . ?
N6 C18 C17 108.6(3) . . ?
N6 C18 H18A 110.0 . . ?
N6 C18 H18B 110.0 . . ?
C17 C18 H18A 110.0 . . ?
C17 C18 H18B 110.0 . . ?
H18A C18 H18B 108.3 . . ?
C19 N7 C21 109.9(4) . . ?
C19 N7 H7 106(4) . . ?
C21 N7 H7 112(4) . . ?
C23 N7 C19 110.7(3) . . ?
C23 N7 C21 109.5(4) . . ?
C23 N7 H7 109(4) . . ?
C20 N8 H8 107(5) . . ?
C22 N8 C20 110.6(3) . . ?
C22 N8 H8 108(5) . . ?
C24 N8 C20 109.8(3) . . ?
C24 N8 C22 110.2(3) . . ?
C24 N8 H8 111(4) . . ?
N7 C19 H19A 109.9 . . ?
N7 C19 H19B 109.9 . . ?
N7 C19 C20 109.0(4) . . ?
H19A C19 H19B 108.3 . . ?
C20 C19 H19A 109.9 . . ?
C20 C19 H19B 109.9 . . ?
N8 C20 C19 108.5(3) . . ?
N8 C20 H20A 110.0 . . ?
N8 C20 H20B 110.0 . . ?
C19 C20 H20A 110.0 . . ?
C19 C20 H20B 110.0 . . ?
H20A C20 H20B 108.4 . . ?
N7 C21 H21A 110.0 . . ?
N7 C21 H21B 110.0 . . ?
N7 C21 C22 108.4(3) . . ?
H21A C21 H21B 108.4 . . ?
C22 C21 H21A 110.0 . . ?
C22 C21 H21B 110.0 . . ?
N8 C22 C21 108.4(3) . . ?
N8 C22 H22A 110.0 . . ?
N8 C22 H22B 110.0 . . ?
C21 C22 H22A 110.0 . . ?
C21 C22 H22B 110.0 . . ?
H22A C22 H22B 108.4 . . ?
N7 C23 H23A 109.8 . . ?
N7 C23 H23B 109.8 . . ?
N7 C23 C24 109.3(3) . . ?
H23A C23 H23B 108.3 . . ?
C24 C23 H23A 109.8 . . ?
C24 C23 H23B 109.8 . . ?
N8 C24 C23 108.2(3) . . ?
N8 C24 H24A 110.1 . . ?
N8 C24 H24B 110.1 . . ?
C23 C24 H24A 110.1 . . ?
C23 C24 H24B 110.1 . . ?
H24A C24 H24B 108.4 . . ?
H1C O1 H1D 110(6) . . ?
H2C O2 H2D 109(6) . . ?
H3C O3 H3D 101(5) . . ?
H4C O4 H4D 99(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C1 C2 N1 8.7(4) . . . . ?
N2 C3 C4 N1 7.3(5) . . . . ?
N2 C5 C6 N1 11.2(5) . . . . ?
C1 N2 C3 C4 56.6(4) . . . . ?
C1 N2 C5 C6 -68.0(4) . . . . ?
C2 N1 C4 C3 -64.6(5) . . . . ?
C2 N1 C6 C5 53.7(5) . . . . ?
C3 N2 C1 C2 -66.1(4) . . . . ?
C3 N2 C5 C6 53.0(5) . . . . ?
C4 N1 C2 C1 54.6(4) . . . . ?
C4 N1 C6 C5 -67.5(4) . . . . ?
C5 N2 C1 C2 55.5(4) . . . . ?
C5 N2 C3 C4 -63.7(4) . . . . ?
C6 N1 C2 C1 -65.7(4) . . . . ?
C6 N1 C4 C3 56.6(4) . . . . ?
N4 C7 C8 N3 -9.2(4) . . . . ?
N4 C9 C10 N3 -7.5(5) . . . . ?
N4 C11 C12 N3 -10.7(5) . . . . ?
C7 N4 C9 C10 -56.5(4) . . . . ?
C7 N4 C11 C12 67.5(4) . . . . ?
C8 N3 C10 C9 64.6(5) . . . . ?
C8 N3 C12 C11 -53.8(5) . . . . ?
C9 N4 C7 C8 66.4(4) . . . . ?
C9 N4 C11 C12 -53.5(5) . . . . ?
C10 N3 C8 C7 -54.4(4) . . . . ?
C10 N3 C12 C11 67.2(4) . . . . ?
C11 N4 C7 C8 -55.2(4) . . . . ?
C11 N4 C9 C10 64.2(4) . . . . ?
C12 N3 C8 C7 65.7(4) . . . . ?
C12 N3 C10 C9 -56.1(4) . . . . ?
N5 C17 C18 N6 7.7(5) . . . . ?
N6 C13 C14 N5 6.6(5) . . . . ?
N6 C15 C16 N5 6.2(5) . . . . ?
C13 N6 C15 C16 -64.6(4) . . . . ?
C13 N6 C18 C17 56.1(5) . . . . ?
C14 N5 C16 C15 57.3(4) . . . . ?
C14 N5 C17 C18 -65.5(5) . . . . ?
C15 N6 C13 C14 57.0(5) . . . . ?
C15 N6 C18 C17 -65.4(4) . . . . ?
C16 N5 C14 C13 -64.9(5) . . . . ?
C16 N5 C17 C18 55.4(5) . . . . ?
C17 N5 C14 C13 56.5(5) . . . . ?
C17 N5 C16 C15 -63.4(5) . . . . ?
C18 N6 C13 C14 -64.5(4) . . . . ?
C18 N6 C15 C16 57.0(4) . . . . ?
N7 C19 C20 N8 -8.0(5) . . . . ?
N7 C21 C22 N8 -7.0(5) . . . . ?
N7 C23 C24 N8 -5.8(5) . . . . ?
C19 N7 C21 C22 -56.4(5) . . . . ?
C19 N7 C23 C24 63.5(5) . . . . ?
C20 N8 C22 C21 64.9(4) . . . . ?
C20 N8 C24 C23 -57.5(4) . . . . ?
C21 N7 C19 C20 65.6(5) . . . . ?
C21 N7 C23 C24 -57.7(4) . . . . ?
C22 N8 C20 C19 -56.1(4) . . . . ?
C22 N8 C24 C23 64.6(5) . . . . ?
C23 N7 C19 C20 -55.4(5) . . . . ?
C23 N7 C21 C22 65.3(5) . . . . ?
C24 N8 C20 C19 65.7(5) . . . . ?
C24 N8 C22 C21 -56.8(5) . . . . ?

_shelx_SHELXL_version_number     2016/4
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.4950(16)
2 0.5050(16)

####################################################################### 
# 
# 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_D_2ClO4_H2O_200
_database_code_depnum_ccdc_archive 'CCDC 1502096'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-11-23 downloaded from the CCDC.
;
_audit_creation_date             2016-08-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_chemical_name_common            'dabco diperchlorate monohydrate'
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(Cl O4), C6 H14 N2, H2 O'
_chemical_formula_sum            'C6 H16 Cl2 N2 O9'
_chemical_formula_weight         331.11
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   8.02169(15)
_cell_length_b                   11.7137(2)
_cell_length_c                   13.2529(2)
_cell_angle_alpha                89.9946(15)
_cell_angle_beta                 90.0068(15)
_cell_angle_gamma                89.9829(15)
_cell_volume                     1245.29(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    200.0(1)
_cell_measurement_reflns_used    26839
_cell_measurement_theta_min      2.3340
_cell_measurement_theta_max      30.1230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.567
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.766
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             688
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.35
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            32542
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.329
_diffrn_reflns_theta_min         2.320
_diffrn_ambient_temperature      200.0(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.956
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.912
_reflns_number_gt                13218
_reflns_number_total             13523
_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       CrysAlisCCD
_computing_cell_refinement       CrysAlisRED
_computing_data_reduction        CrysAlisRED
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Flack x determined using 6270 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.479(8)
_refine_ls_extinction_coef       0.0029(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     735
_refine_ls_number_reflns         13523
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0212
_refine_ls_R_factor_gt           0.0205
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0344P)²+0.0476P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0547
_refine_ls_wR_factor_ref         0.0552
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.4755(9) 0.5245(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All O(H,H,H,H,H,H,H,H,H,H,H,H,H,H,H,H) groups
3. Restrained distances
 H3C-H3D
 1.35 with sigma of 0.005
 H1C-O1
 0.86 with sigma of 0.005
 O1-H1D
 0.86 with sigma of 0.005
 O2-H2C
 0.86 with sigma of 0.005
 O2-H2D
 0.86 with sigma of 0.005
 H2C-H2D
 1.35 with sigma of 0.005
 O4-H4C
 0.86 with sigma of 0.005
 O4-H4D
 0.86 with sigma of 0.005
 H4C-H4D
 1.35 with sigma of 0.005
 H3C-O3
 0.86 with sigma of 0.005
 O3-H3D
 0.86 with sigma of 0.005
4.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B),
  C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,
 H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.36249(9) 0.56572(5) 0.55858(4) 0.02299(14) Uani 1 1 d . . . . .
O11 O 0.3702(4) 0.5481(2) 0.45109(15) 0.0396(6) Uani 1 1 d . . . . .
O12 O 0.3320(4) 0.68355(18) 0.58040(17) 0.0400(6) Uani 1 1 d . . . . .
O13 O 0.2318(4) 0.4960(3) 0.6014(2) 0.0450(7) Uani 1 1 d . . . . .
O14 O 0.5184(3) 0.5323(2) 0.60257(18) 0.0368(6) Uani 1 1 d . . . . .
Cl2 Cl 0.80432(9) 0.56528(5) 0.05220(4) 0.02217(14) Uani 1 1 d . . . . .
O21 O 0.7723(4) 0.5559(2) -0.05487(16) 0.0365(6) Uani 1 1 d . . . . .
O22 O 0.6614(3) 0.5201(2) 0.10575(19) 0.0360(6) Uani 1 1 d . . . . .
O23 O 0.9494(3) 0.4987(3) 0.0770(2) 0.0426(6) Uani 1 1 d . . . . .
O24 O 0.8307(5) 0.68223(19) 0.07852(18) 0.0442(7) Uani 1 1 d . . . . .
Cl3 Cl 0.80419(9) 0.06529(5) 0.10453(4) 0.02231(14) Uani 1 1 d . . . . .
O31 O 0.7715(3) 0.0562(2) 0.21119(16) 0.0362(6) Uani 1 1 d . . . . .
O32 O 0.9497(3) -0.0008(3) 0.0798(2) 0.0428(6) Uani 1 1 d . . . . .
O33 O 0.6613(3) 0.0207(2) 0.05045(19) 0.0361(6) Uani 1 1 d . . . . .
O34 O 0.8310(4) 0.18216(19) 0.07780(18) 0.0430(6) Uani 1 1 d . . . . .
Cl4 Cl 0.36253(9) 1.06567(5) 0.59818(4) 0.02286(14) Uani 1 1 d . . . . .
O41 O 0.3694(4) 1.0473(2) 0.70578(15) 0.0385(6) Uani 1 1 d . . . . .
O42 O 0.5181(3) 1.0314(2) 0.55482(18) 0.0361(6) Uani 1 1 d . . . . .
O43 O 0.2319(4) 0.9961(3) 0.5555(2) 0.0455(7) Uani 1 1 d . . . . .
O44 O 0.3318(4) 1.18351(18) 0.57631(17) 0.0411(6) Uani 1 1 d . . . . .
Cl5 Cl 0.84602(10) 0.25259(5) 0.73753(5) 0.02285(14) Uani 1 1 d . . . . .
O51 O 0.8063(4) 0.37261(18) 0.7332(2) 0.0415(6) Uani 1 1 d . . . . .
O52 O 0.9789(4) 0.2305(2) 0.6692(3) 0.0601(8) Uani 1 1 d . . . . .
O53 O 0.8895(5) 0.2219(3) 0.8376(2) 0.0552(8) Uani 1 1 d . . . . .
O54 O 0.7012(3) 0.1886(2) 0.7077(2) 0.0412(6) Uani 1 1 d . . . . .
Cl6 Cl 0.84616(10) 0.75254(5) 0.41923(5) 0.02292(14) Uani 1 1 d . . . . .
O61 O 0.8908(5) 0.7207(3) 0.3194(2) 0.0554(8) Uani 1 1 d . . . . .
O62 O 0.9787(4) 0.7297(3) 0.4877(3) 0.0601(8) Uani 1 1 d . . . . .
O63 O 0.8053(4) 0.87243(17) 0.4234(2) 0.0416(6) Uani 1 1 d . . . . .
O64 O 0.7015(3) 0.6888(2) 0.4490(2) 0.0410(6) Uani 1 1 d . . . . .
Cl7 Cl 0.32858(9) 0.24632(5) 0.24024(5) 0.02166(14) Uani 1 1 d . . . . .
O71 O 0.3875(4) 0.36262(19) 0.2296(2) 0.0419(6) Uani 1 1 d . . . . .
O72 O 0.1566(3) 0.2418(2) 0.2142(2) 0.0411(5) Uani 1 1 d . . . . .
O73 O 0.3503(4) 0.2096(2) 0.34198(17) 0.0475(7) Uani 1 1 d . . . . .
O74 O 0.4226(4) 0.1750(2) 0.1745(2) 0.0488(7) Uani 1 1 d . . . . .
Cl8 Cl 0.32856(9) 0.74638(5) 0.91655(5) 0.02148(13) Uani 1 1 d . . . . .
O81 O 0.3876(4) 0.86258(19) 0.9271(2) 0.0426(6) Uani 1 1 d . . . . .
O82 O 0.1560(3) 0.7409(2) 0.9428(2) 0.0412(5) Uani 1 1 d . . . . .
O83 O 0.4230(4) 0.6753(2) 0.9827(2) 0.0479(7) Uani 1 1 d . . . . .
O84 O 0.3499(4) 0.7093(2) 0.81449(17) 0.0463(7) Uani 1 1 d . . . . .
N1 N 0.8829(4) -0.23288(19) 0.78380(17) 0.0224(5) Uani 1 1 d . . . . .
N2 N 0.7301(4) -0.06670(19) 0.71195(17) 0.0205(5) Uani 1 1 d . . . . .
C1 C 0.9041(4) -0.0659(2) 0.6707(2) 0.0248(6) Uani 1 1 d . . . . .
H1A H 0.956040 0.007649 0.682782 0.030 Uiso 1 1 calc R . . . .
H1B H 0.902432 -0.079700 0.598543 0.030 Uiso 1 1 calc R . . . .
C2 C 1.0019(4) -0.1605(3) 0.7245(2) 0.0260(5) Uani 1 1 d . . . . .
H2A H 1.060056 -0.207085 0.675332 0.031 Uiso 1 1 calc R . . . .
H2B H 1.083953 -0.126966 0.769410 0.031 Uiso 1 1 calc R . . . .
C3 C 0.6413(5) -0.1735(3) 0.6820(2) 0.0264(6) Uani 1 1 d . . . . .
H3A H 0.625618 -0.175194 0.609491 0.032 Uiso 1 1 calc R . . . .
H3B H 0.532602 -0.176351 0.713999 0.032 Uiso 1 1 calc R . . . .
C4 C 0.7466(5) -0.2755(2) 0.7155(2) 0.0308(6) Uani 1 1 d . . . . .
H4A H 0.677544 -0.330234 0.751094 0.037 Uiso 1 1 calc R . . . .
H4B H 0.794619 -0.313024 0.657094 0.037 Uiso 1 1 calc R . . . .
C5 C 0.7349(4) -0.0564(2) 0.82512(19) 0.0243(5) Uani 1 1 d . . . . .
H5A H 0.623272 -0.044319 0.851080 0.029 Uiso 1 1 calc R . . . .
H5B H 0.803363 0.008255 0.844537 0.029 Uiso 1 1 calc R . . . .
C6 C 0.8072(4) -0.1655(2) 0.86838(19) 0.0257(5) Uani 1 1 d . . . . .
H6A H 0.891594 -0.147625 0.918370 0.031 Uiso 1 1 calc R . . . .
H6B H 0.720160 -0.209733 0.900821 0.031 Uiso 1 1 calc R . . . .
N3 N 0.8830(3) 0.26726(19) 0.37332(17) 0.0222(5) Uani 1 1 d . . . . .
N4 N 0.7310(4) 0.4335(2) 0.44463(17) 0.0207(5) Uani 1 1 d . . . . .
C7 C 0.9043(4) 0.4342(3) 0.4861(2) 0.0244(6) Uani 1 1 d . . . . .
H7A H 0.902345 0.420164 0.558198 0.029 Uiso 1 1 calc R . . . .
H7B H 0.956403 0.507697 0.474191 0.029 Uiso 1 1 calc R . . . .
C8 C 1.0021(4) 0.3395(3) 0.4320(2) 0.0259(6) Uani 1 1 d . . . . .
H8A H 1.083811 0.372941 0.386928 0.031 Uiso 1 1 calc R . . . .
H8B H 1.060594 0.292883 0.481130 0.031 Uiso 1 1 calc R . . . .
C9 C 0.6416(5) 0.3263(3) 0.4750(2) 0.0276(6) Uani 1 1 d . . . . .
H9A H 0.532620 0.323378 0.443394 0.033 Uiso 1 1 calc R . . . .
H9B H 0.626556 0.324463 0.547647 0.033 Uiso 1 1 calc R . . . .
C10 C 0.7466(5) 0.2249(2) 0.4412(2) 0.0306(6) Uani 1 1 d . . . . .
H10A H 0.794329 0.186949 0.499532 0.037 Uiso 1 1 calc R . . . .
H10B H 0.677426 0.170393 0.405388 0.037 Uiso 1 1 calc R . . . .
C11 C 0.7363(4) 0.4438(2) 0.33187(19) 0.0245(5) Uani 1 1 d . . . . .
H11A H 0.805049 0.508303 0.312628 0.029 Uiso 1 1 calc R . . . .
H11B H 0.624762 0.456175 0.305813 0.029 Uiso 1 1 calc R . . . .
C12 C 0.8082(4) 0.3345(2) 0.28812(19) 0.0261(6) Uani 1 1 d . . . . .
H12A H 0.721110 0.290496 0.255507 0.031 Uiso 1 1 calc R . . . .
H12B H 0.892974 0.352317 0.238353 0.031 Uiso 1 1 calc R . . . .
N5 N 0.2861(4) 0.7543(2) 0.27337(18) 0.0251(5) Uani 1 1 d . . . . .
N6 N 0.4490(3) 0.9266(2) 0.22248(17) 0.0215(5) Uani 1 1 d . . . . .
C13 C 0.5410(4) 0.8214(3) 0.1896(2) 0.0280(6) Uani 1 1 d . . . . .
H13A H 0.654667 0.823568 0.214392 0.034 Uiso 1 1 calc R . . . .
H13B H 0.544219 0.817549 0.116465 0.034 Uiso 1 1 calc R . . . .
C14 C 0.4512(5) 0.7169(3) 0.2317(2) 0.0326(7) Uani 1 1 d . . . . .
H14A H 0.434473 0.660985 0.178690 0.039 Uiso 1 1 calc R . . . .
H14B H 0.517631 0.682111 0.284551 0.039 Uiso 1 1 calc R . . . .
C15 C 0.4269(4) 0.9263(2) 0.33447(19) 0.0259(6) Uani 1 1 d . . . . .
H15A H 0.378026 0.997915 0.356153 0.031 Uiso 1 1 calc R . . . .
H15B H 0.534330 0.917863 0.367260 0.031 Uiso 1 1 calc R . . . .
C16 C 0.3137(5) 0.8278(2) 0.36378(19) 0.0310(7) Uani 1 1 d . . . . .
H16A H 0.364854 0.783458 0.417309 0.037 Uiso 1 1 calc R . . . .
H16B H 0.207960 0.856958 0.388171 0.037 Uiso 1 1 calc R . . . .
C17 C 0.1922(4) 0.8183(3) 0.1939(2) 0.0326(7) Uani 1 1 d . . . . .
H17A H 0.079414 0.833262 0.216647 0.039 Uiso 1 1 calc R . . . .
H17B H 0.186439 0.773211 0.132586 0.039 Uiso 1 1 calc R . . . .
C18 C 0.2815(4) 0.9303(2) 0.1730(2) 0.0270(6) Uani 1 1 d . . . . .
H18A H 0.294169 0.941176 0.100826 0.032 Uiso 1 1 calc R . . . .
H18B H 0.216981 0.993588 0.199613 0.032 Uiso 1 1 calc R . . . .
N7 N 0.2864(4) 0.2544(2) 0.88338(18) 0.0258(6) Uani 1 1 d . . . . .
N8 N 0.4498(3) 0.4265(2) 0.93425(18) 0.0215(5) Uani 1 1 d . . . . .
C19 C 0.1916(4) 0.3187(3) 0.9631(3) 0.0332(7) Uani 1 1 d . . . . .
H19A H 0.185146 0.273631 1.024318 0.040 Uiso 1 1 calc R . . . .
H19B H 0.079075 0.334067 0.939950 0.040 Uiso 1 1 calc R . . . .
C20 C 0.2816(4) 0.4299(3) 0.9838(2) 0.0281(6) Uani 1 1 d . . . . .
H20A H 0.217366 0.493405 0.957374 0.034 Uiso 1 1 calc R . . . .
H20B H 0.294429 0.440579 1.055988 0.034 Uiso 1 1 calc R . . . .
C21 C 0.4517(5) 0.2172(2) 0.9251(3) 0.0324(7) Uani 1 1 d . . . . .
H21A H 0.518238 0.182533 0.872189 0.039 Uiso 1 1 calc R . . . .
H21B H 0.435194 0.161218 0.978038 0.039 Uiso 1 1 calc R . . . .
C22 C 0.5412(4) 0.3215(3) 0.9672(2) 0.0271(6) Uani 1 1 d . . . . .
H22A H 0.544239 0.317738 1.040308 0.033 Uiso 1 1 calc R . . . .
H22B H 0.655037 0.323698 0.942544 0.033 Uiso 1 1 calc R . . . .
C23 C 0.3139(5) 0.3273(2) 0.79303(19) 0.0322(7) Uani 1 1 d . . . . .
H23A H 0.208114 0.356508 0.768632 0.039 Uiso 1 1 calc R . . . .
H23B H 0.364825 0.282793 0.739589 0.039 Uiso 1 1 calc R . . . .
C24 C 0.4279(4) 0.4263(2) 0.82216(19) 0.0259(6) Uani 1 1 d . . . . .
H24A H 0.535269 0.417797 0.789367 0.031 Uiso 1 1 calc R . . . .
H24B H 0.379076 0.498000 0.800440 0.031 Uiso 1 1 calc R . . . .
O1 O 0.0373(3) 0.0570(2) 0.3814(2) 0.0371(5) Uani 1 1 d D . . . .
O2 O 0.0357(3) 0.5564(2) 0.7754(2) 0.0375(5) Uani 1 1 d D . . . .
O3 O 0.1452(4) 0.04136(18) 0.90346(19) 0.0363(5) Uani 1 1 d D . . . .
O4 O 0.1444(4) 0.54166(19) 0.25342(18) 0.0369(5) Uani 1 1 d D . . . .
H1C H -0.033(4) 0.003(3) 0.390(3) 0.044 Uiso 1 1 d DR . . . .
H1D H 0.098(4) 0.049(4) 0.4343(19) 0.044 Uiso 1 1 d DR . . . .
H2C H 0.024(5) 0.596(3) 0.7210(16) 0.044 Uiso 1 1 d DR . . . .
H2D H -0.045(3) 0.508(3) 0.771(3) 0.044 Uiso 1 1 d DR . . . .
H3C H 0.223(4) -0.008(3) 0.912(2) 0.044 Uiso 1 1 d DR . . . .
H3D H 0.098(4) 0.044(3) 0.9614(14) 0.044 Uiso 1 1 d DR . . . .
H4C H 0.071(4) 0.547(3) 0.207(2) 0.044 Uiso 1 1 d DR . . . .
H4D H 0.193(4) 0.4777(19) 0.241(3) 0.044 Uiso 1 1 d DR . . . .
H8 H 0.511(6) 0.490(3) 0.952(3) 0.044 Uiso 1 1 d R . . . .
H1 H 0.925(6) -0.298(4) 0.810(3) 0.044 Uiso 1 1 d R . . . .
H6 H 0.495(6) 0.996(3) 0.207(3) 0.044 Uiso 1 1 d R . . . .
H7 H 0.228(6) 0.193(4) 0.867(3) 0.044 Uiso 1 1 d R . . . .
H2 H 0.667(6) -0.013(3) 0.690(3) 0.044 Uiso 1 1 d R . . . .
H4 H 0.679(6) 0.494(3) 0.467(3) 0.044 Uiso 1 1 d R . . . .
H3 H 0.924(6) 0.210(4) 0.346(3) 0.044 Uiso 1 1 d R . . . .
H5 H 0.232(6) 0.695(4) 0.287(3) 0.044 Uiso 1 1 d R . . . .


_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 O11 1.441(2) . ?
Cl1 O12 1.431(2) . ?
Cl1 O13 1.445(3) . ?
Cl1 O14 1.434(3) . ?
Cl2 O21 1.446(2) . ?
Cl2 O22 1.448(3) . ?
Cl2 O23 1.439(3) . ?
Cl2 O24 1.429(2) . ?
Cl3 O31 1.442(2) . ?
Cl3 O32 1.438(3) . ?
Cl3 O33 1.450(3) . ?
Cl3 O34 1.430(2) . ?
Cl4 O41 1.443(2) . ?
Cl4 O42 1.431(3) . ?
Cl4 O43 1.443(3) . ?
Cl4 O44 1.432(2) . ?
Cl5 O51 1.443(2) . ?
Cl5 O52 1.422(3) . ?
Cl5 O53 1.418(2) . ?
Cl5 O54 1.438(2) . ?
Cl6 O61 1.420(2) . ?
Cl6 O62 1.423(3) . ?
Cl6 O63 1.443(2) . ?
Cl6 O64 1.436(2) . ?
Cl7 O71 1.449(2) . ?
Cl7 O72 1.423(3) . ?
Cl7 O73 1.426(2) . ?
Cl7 O74 1.423(2) . ?
Cl8 O81 1.448(2) . ?
Cl8 O82 1.429(3) . ?
Cl8 O83 1.427(2) . ?
Cl8 O84 1.431(2) . ?
N1 C2 1.499(4) . ?
N1 C4 1.504(4) . ?
N1 C6 1.499(4) . ?
N1 H1 0.90(4) . ?
N2 C1 1.499(4) . ?
N2 C3 1.493(4) . ?
N2 C5 1.505(3) . ?
N2 H2 0.85(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.533(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.529(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.516(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
N3 C8 1.494(4) . ?
N3 C10 1.502(4) . ?
N3 C12 1.502(4) . ?
N3 H3 0.83(4) . ?
N4 C7 1.495(4) . ?
N4 C9 1.502(4) . ?
N4 C11 1.500(3) . ?
N4 H4 0.87(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.536(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.523(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.519(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
N5 C14 1.500(4) . ?
N5 C16 1.492(3) . ?
N5 C17 1.497(4) . ?
N5 H5 0.84(5) . ?
N6 C13 1.501(4) . ?
N6 C15 1.495(3) . ?
N6 C18 1.496(4) . ?
N6 H6 0.92(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.526(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.519(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.520(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
N7 C19 1.504(4) . ?
N7 C21 1.500(4) . ?
N7 C23 1.488(4) . ?
N7 H7 0.88(5) . ?
N8 C20 1.501(4) . ?
N8 C22 1.497(4) . ?
N8 C24 1.496(3) . ?
N8 H8 0.93(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.515(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.524(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.526(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
O1 H1C 0.854(7) . ?
O1 H1D 0.859(7) . ?
O2 H2C 0.860(7) . ?
O2 H2D 0.861(7) . ?
O3 H3C 0.860(7) . ?
O3 H3D 0.858(7) . ?
O4 H4C 0.856(7) . ?
O4 H4D 0.859(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
O11 Cl1 O13 109.79(17) . . ?
O12 Cl1 O11 110.19(14) . . ?
O12 Cl1 O13 110.0(2) . . ?
O12 Cl1 O14 109.27(18) . . ?
O14 Cl1 O11 108.98(17) . . ?
O14 Cl1 O13 108.61(16) . . ?
O21 Cl2 O22 108.21(16) . . ?
O23 Cl2 O21 109.05(17) . . ?
O23 Cl2 O22 109.27(15) . . ?
O24 Cl2 O21 109.81(14) . . ?
O24 Cl2 O22 110.36(18) . . ?
O24 Cl2 O23 110.1(2) . . ?
O31 Cl3 O33 108.30(16) . . ?
O32 Cl3 O31 109.36(17) . . ?
O32 Cl3 O33 109.56(15) . . ?
O34 Cl3 O31 109.94(14) . . ?
O34 Cl3 O32 109.67(19) . . ?
O34 Cl3 O33 109.99(18) . . ?
O42 Cl4 O41 108.78(17) . . ?
O42 Cl4 O43 108.52(16) . . ?
O42 Cl4 O44 109.81(18) . . ?
O43 Cl4 O41 109.30(17) . . ?
O44 Cl4 O41 110.48(14) . . ?
O44 Cl4 O43 109.9(2) . . ?
O52 Cl5 O51 108.53(17) . . ?
O52 Cl5 O54 109.6(2) . . ?
O53 Cl5 O51 109.76(18) . . ?
O53 Cl5 O52 111.4(2) . . ?
O53 Cl5 O54 108.87(17) . . ?
O54 Cl5 O51 108.59(18) . . ?
O61 Cl6 O62 110.8(2) . . ?
O61 Cl6 O63 110.37(18) . . ?
O61 Cl6 O64 108.85(17) . . ?
O62 Cl6 O63 109.16(17) . . ?
O62 Cl6 O64 109.4(2) . . ?
O64 Cl6 O63 108.20(18) . . ?
O72 Cl7 O71 109.15(18) . . ?
O72 Cl7 O73 109.67(18) . . ?
O72 Cl7 O74 110.06(19) . . ?
O73 Cl7 O71 109.61(17) . . ?
O74 Cl7 O71 108.63(16) . . ?
O74 Cl7 O73 109.70(18) . . ?
O82 Cl8 O81 109.61(18) . . ?
O82 Cl8 O84 109.42(17) . . ?
O83 Cl8 O81 108.38(16) . . ?
O83 Cl8 O82 109.76(19) . . ?
O83 Cl8 O84 109.90(18) . . ?
O84 Cl8 O81 109.75(16) . . ?
C2 N1 C4 109.6(2) . . ?
C2 N1 H1 116(3) . . ?
C4 N1 H1 103(3) . . ?
C6 N1 C2 110.6(2) . . ?
C6 N1 C4 109.3(3) . . ?
C6 N1 H1 108(2) . . ?
C1 N2 C5 109.8(2) . . ?
C1 N2 H2 115(3) . . ?
C3 N2 C1 110.7(2) . . ?
C3 N2 C5 110.1(2) . . ?
C3 N2 H2 104(3) . . ?
C5 N2 H2 107(3) . . ?
N2 C1 H1A 110.2 . . ?
N2 C1 H1B 110.2 . . ?
N2 C1 C2 107.6(2) . . ?
H1A C1 H1B 108.5 . . ?
C2 C1 H1A 110.2 . . ?
C2 C1 H1B 110.2 . . ?
N1 C2 C1 109.1(2) . . ?
N1 C2 H2A 109.9 . . ?
N1 C2 H2B 109.9 . . ?
C1 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
N2 C3 H3A 110.0 . . ?
N2 C3 H3B 110.0 . . ?
N2 C3 C4 108.3(3) . . ?
H3A C3 H3B 108.4 . . ?
C4 C3 H3A 110.0 . . ?
C4 C3 H3B 110.0 . . ?
N1 C4 C3 108.4(2) . . ?
N1 C4 H4A 110.0 . . ?
N1 C4 H4B 110.0 . . ?
C3 C4 H4A 110.0 . . ?
C3 C4 H4B 110.0 . . ?
H4A C4 H4B 108.4 . . ?
N2 C5 H5A 110.0 . . ?
N2 C5 H5B 110.0 . . ?
N2 C5 C6 108.6(2) . . ?
H5A C5 H5B 108.4 . . ?
C6 C5 H5A 110.0 . . ?
C6 C5 H5B 110.0 . . ?
N1 C6 C5 108.4(2) . . ?
N1 C6 H6A 110.0 . . ?
N1 C6 H6B 110.0 . . ?
C5 C6 H6A 110.0 . . ?
C5 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
C8 N3 C10 109.9(2) . . ?
C8 N3 C12 110.5(2) . . ?
C8 N3 H3 116(3) . . ?
C10 N3 H3 106(3) . . ?
C12 N3 C10 109.4(3) . . ?
C12 N3 H3 105(3) . . ?
C7 N4 C9 110.5(2) . . ?
C7 N4 C11 109.8(2) . . ?
C7 N4 H4 108(3) . . ?
C9 N4 H4 111(3) . . ?
C11 N4 C9 110.4(2) . . ?
C11 N4 H4 107(3) . . ?
N4 C7 H7A 110.2 . . ?
N4 C7 H7B 110.2 . . ?
N4 C7 C8 107.4(2) . . ?
H7A C7 H7B 108.5 . . ?
C8 C7 H7A 110.2 . . ?
C8 C7 H7B 110.2 . . ?
N3 C8 C7 109.0(2) . . ?
N3 C8 H8A 109.9 . . ?
N3 C8 H8B 109.9 . . ?
C7 C8 H8A 109.9 . . ?
C7 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
N4 C9 H9A 110.1 . . ?
N4 C9 H9B 110.1 . . ?
N4 C9 C10 108.0(3) . . ?
H9A C9 H9B 108.4 . . ?
C10 C9 H9A 110.1 . . ?
C10 C9 H9B 110.1 . . ?
N3 C10 C9 108.8(2) . . ?
N3 C10 H10A 109.9 . . ?
N3 C10 H10B 109.9 . . ?
C9 C10 H10A 109.9 . . ?
C9 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
N4 C11 H11A 109.9 . . ?
N4 C11 H11B 109.9 . . ?
N4 C11 C12 108.9(2) . . ?
H11A C11 H11B 108.3 . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
N3 C12 C11 107.8(2) . . ?
N3 C12 H12A 110.1 . . ?
N3 C12 H12B 110.1 . . ?
C11 C12 H12A 110.1 . . ?
C11 C12 H12B 110.1 . . ?
H12A C12 H12B 108.5 . . ?
C14 N5 H5 107(3) . . ?
C16 N5 C14 109.4(3) . . ?
C16 N5 C17 110.5(2) . . ?
C16 N5 H5 113(3) . . ?
C17 N5 C14 109.3(2) . . ?
C17 N5 H5 108(3) . . ?
C13 N6 H6 118(3) . . ?
C15 N6 C13 110.2(2) . . ?
C15 N6 C18 109.2(2) . . ?
C15 N6 H6 106(2) . . ?
C18 N6 C13 109.7(2) . . ?
C18 N6 H6 104(3) . . ?
N6 C13 H13A 110.0 . . ?
N6 C13 H13B 110.0 . . ?
N6 C13 C14 108.7(3) . . ?
H13A C13 H13B 108.3 . . ?
C14 C13 H13A 110.0 . . ?
C14 C13 H13B 110.0 . . ?
N5 C14 C13 108.5(2) . . ?
N5 C14 H14A 110.0 . . ?
N5 C14 H14B 110.0 . . ?
C13 C14 H14A 110.0 . . ?
C13 C14 H14B 110.0 . . ?
H14A C14 H14B 108.4 . . ?
N6 C15 H15A 109.9 . . ?
N6 C15 H15B 109.9 . . ?
N6 C15 C16 109.1(2) . . ?
H15A C15 H15B 108.3 . . ?
C16 C15 H15A 109.9 . . ?
C16 C15 H15B 109.9 . . ?
N5 C16 C15 108.8(2) . . ?
N5 C16 H16A 109.9 . . ?
N5 C16 H16B 109.9 . . ?
C15 C16 H16A 109.9 . . ?
C15 C16 H16B 109.9 . . ?
H16A C16 H16B 108.3 . . ?
N5 C17 H17A 109.9 . . ?
N5 C17 H17B 109.9 . . ?
N5 C17 C18 108.9(3) . . ?
H17A C17 H17B 108.3 . . ?
C18 C17 H17A 109.9 . . ?
C18 C17 H17B 109.9 . . ?
N6 C18 C17 108.5(2) . . ?
N6 C18 H18A 110.0 . . ?
N6 C18 H18B 110.0 . . ?
C17 C18 H18A 110.0 . . ?
C17 C18 H18B 110.0 . . ?
H18A C18 H18B 108.4 . . ?
C19 N7 H7 108(3) . . ?
C21 N7 C19 109.5(2) . . ?
C21 N7 H7 109(3) . . ?
C23 N7 C19 110.6(2) . . ?
C23 N7 C21 109.4(3) . . ?
C23 N7 H7 110(2) . . ?
C20 N8 H8 110(3) . . ?
C22 N8 C20 109.6(2) . . ?
C22 N8 H8 109(3) . . ?
C24 N8 C20 109.2(2) . . ?
C24 N8 C22 110.3(2) . . ?
C24 N8 H8 109(2) . . ?
N7 C19 H19A 110.0 . . ?
N7 C19 H19B 110.0 . . ?
N7 C19 C20 108.5(3) . . ?
H19A C19 H19B 108.4 . . ?
C20 C19 H19A 110.0 . . ?
C20 C19 H19B 110.0 . . ?
N8 C20 C19 109.0(2) . . ?
N8 C20 H20A 109.9 . . ?
N8 C20 H20B 109.9 . . ?
C19 C20 H20A 109.9 . . ?
C19 C20 H20B 109.9 . . ?
H20A C20 H20B 108.3 . . ?
N7 C21 H21A 110.0 . . ?
N7 C21 H21B 110.0 . . ?
N7 C21 C22 108.6(2) . . ?
H21A C21 H21B 108.3 . . ?
C22 C21 H21A 110.0 . . ?
C22 C21 H21B 110.0 . . ?
N8 C22 C21 108.7(2) . . ?
N8 C22 H22A 109.9 . . ?
N8 C22 H22B 109.9 . . ?
C21 C22 H22A 109.9 . . ?
C21 C22 H22B 109.9 . . ?
H22A C22 H22B 108.3 . . ?
N7 C23 H23A 109.9 . . ?
N7 C23 H23B 109.9 . . ?
N7 C23 C24 108.8(2) . . ?
H23A C23 H23B 108.3 . . ?
C24 C23 H23A 109.9 . . ?
C24 C23 H23B 109.9 . . ?
N8 C24 C23 108.8(2) . . ?
N8 C24 H24A 109.9 . . ?
N8 C24 H24B 109.9 . . ?
C23 C24 H24A 109.9 . . ?
C23 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
H1C O1 H1D 101(4) . . ?
H2C O2 H2D 102.8(11) . . ?
H3C O3 H3D 103.3(11) . . ?
H4C O4 H4D 104.1(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C1 C2 N1 10.4(3) . . . . ?
N2 C3 C4 N1 11.1(4) . . . . ?
N2 C5 C6 N1 12.6(3) . . . . ?
C1 N2 C3 C4 54.6(3) . . . . ?
C1 N2 C5 C6 -68.9(3) . . . . ?
C2 N1 C4 C3 -67.1(3) . . . . ?
C2 N1 C6 C5 52.3(3) . . . . ?
C3 N2 C1 C2 -67.3(3) . . . . ?
C3 N2 C5 C6 53.2(3) . . . . ?
C4 N1 C2 C1 54.2(3) . . . . ?
C4 N1 C6 C5 -68.4(3) . . . . ?
C5 N2 C1 C2 54.5(3) . . . . ?
C5 N2 C3 C4 -67.0(3) . . . . ?
C6 N1 C2 C1 -66.4(3) . . . . ?
C6 N1 C4 C3 54.3(3) . . . . ?
N4 C7 C8 N3 -10.8(3) . . . . ?
N4 C9 C10 N3 -10.6(4) . . . . ?
N4 C11 C12 N3 -12.6(3) . . . . ?
C7 N4 C9 C10 -55.1(3) . . . . ?
C7 N4 C11 C12 69.0(3) . . . . ?
C8 N3 C10 C9 66.8(3) . . . . ?
C8 N3 C12 C11 -52.7(3) . . . . ?
C9 N4 C7 C8 67.6(3) . . . . ?
C9 N4 C11 C12 -53.0(3) . . . . ?
C10 N3 C8 C7 -53.9(3) . . . . ?
C10 N3 C12 C11 68.5(3) . . . . ?
C11 N4 C7 C8 -54.3(3) . . . . ?
C11 N4 C9 C10 66.6(3) . . . . ?
C12 N3 C8 C7 67.0(3) . . . . ?
C12 N3 C10 C9 -54.7(3) . . . . ?
N5 C17 C18 N6 11.7(4) . . . . ?
N6 C13 C14 N5 11.0(4) . . . . ?
N6 C15 C16 N5 9.2(3) . . . . ?
C13 N6 C15 C16 -65.5(3) . . . . ?
C13 N6 C18 C17 53.4(3) . . . . ?
C14 N5 C16 C15 55.3(3) . . . . ?
C14 N5 C17 C18 -67.7(3) . . . . ?
C15 N6 C13 C14 53.3(3) . . . . ?
C15 N6 C18 C17 -67.4(3) . . . . ?
C16 N5 C14 C13 -67.3(3) . . . . ?
C16 N5 C17 C18 52.8(4) . . . . ?
C17 N5 C14 C13 53.9(3) . . . . ?
C17 N5 C16 C15 -65.1(3) . . . . ?
C18 N6 C13 C14 -67.0(3) . . . . ?
C18 N6 C15 C16 55.1(3) . . . . ?
N7 C19 C20 N8 -11.4(4) . . . . ?
N7 C21 C22 N8 -11.1(4) . . . . ?
N7 C23 C24 N8 -9.1(3) . . . . ?
C19 N7 C21 C22 -53.8(3) . . . . ?
C19 N7 C23 C24 65.4(3) . . . . ?
C20 N8 C22 C21 67.0(3) . . . . ?
C20 N8 C24 C23 -54.9(3) . . . . ?
C21 N7 C19 C20 67.3(3) . . . . ?
C21 N7 C23 C24 -55.2(3) . . . . ?
C22 N8 C20 C19 -53.6(3) . . . . ?
C22 N8 C24 C23 65.5(3) . . . . ?
C23 N7 C19 C20 -53.3(4) . . . . ?
C23 N7 C21 C22 67.5(3) . . . . ?
C24 N8 C20 C19 67.3(3) . . . . ?
C24 N8 C22 C21 -53.2(3) . . . . ?

_shelx_SHELXL_version_number     2016/4
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.4755(9)
2 0.5245(9)

