# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
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data_ks3

_audit_update_record             
;
2013-07-12 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
1-dodecyl-3-dodecyltriazolium bromide
;
_chemical_name_common            '[C12C12triaz] Br'
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H52 Br N3'
_chemical_formula_sum            'C26 H52 Br N3'
_chemical_formula_weight         486.62

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   4.916(5)
_cell_length_b                   8.380(9)
_cell_length_c                   35.58(4)
_cell_angle_alpha                86.97(3)
_cell_angle_beta                 87.29(3)
_cell_angle_gamma                75.07(3)
_cell_volume                     1413(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    5505
_cell_measurement_theta_min      1.1
_cell_measurement_theta_max      25

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528
_exptl_absorpt_coefficient_mu    1.470
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.7517
_exptl_absorpt_correction_T_max  0.8790
_exptl_absorpt_process_details   
;
 [X-Red (Stoe & Cie, 2001) and X-Shape (Stoe & Cie, 1999)]
;

_diffrn_ambient_temperature      170(2)
_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  'STOE IPDS I'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5505
_diffrn_reflns_av_R_equivalents  0.0895
_diffrn_reflns_av_sigmaI/netI    0.2018
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         1.15
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4268
_reflns_number_gt                2403
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SIR92 (Altomare 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Diamond (Brandenburg 2011)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0742P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4268
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1370
_refine_ls_R_factor_gt           0.0705
_refine_ls_wR_factor_ref         0.2102
_refine_ls_wR_factor_gt          0.1400
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br 0.93860(17) -0.22945(10) 0.46373(2) 0.0320(3) Uani 1 1 d . . .
N1 N 0.4089(12) 0.2454(7) 0.43754(16) 0.0230(15) Uani 1 1 d . . .
N3 N 0.3626(13) 0.3661(7) 0.41058(17) 0.0262(16) Uani 1 1 d . . .
N2 N 0.5057(13) 0.4681(7) 0.42181(16) 0.0251(16) Uani 1 1 d . . .
C23 C 0.8270(18) 0.4815(10) 0.2989(2) 0.032(2) Uani 1 1 d . . .
H23A H 0.8575 0.5884 0.2911 0.039 Uiso 1 1 calc R . .
H23B H 1.0067 0.4096 0.3062 0.039 Uiso 1 1 calc R . .
C24 C 0.7214(18) 0.4094(10) 0.2658(2) 0.036(2) Uani 1 1 d . . .
H24A H 0.5387 0.4796 0.2592 0.043 Uiso 1 1 calc R . .
H24B H 0.6959 0.3013 0.2736 0.043 Uiso 1 1 calc R . .
C22 C 0.6225(17) 0.5020(10) 0.3328(2) 0.032(2) Uani 1 1 d . . .
H22A H 0.6026 0.3942 0.3418 0.038 Uiso 1 1 calc R . .
H22B H 0.4391 0.5673 0.3251 0.038 Uiso 1 1 calc R . .
C25 C 0.9183(17) 0.3919(11) 0.2309(2) 0.036(2) Uani 1 1 d . . .
H25A H 0.9471 0.4994 0.2233 0.043 Uiso 1 1 calc R . .
H25B H 1.0997 0.3194 0.2373 0.043 Uiso 1 1 calc R . .
C14 C 0.3687(18) -0.0160(10) 0.2961(2) 0.036(2) Uani 1 1 d . . .
H14A H 0.5487 -0.0916 0.3019 0.043 Uiso 1 1 calc R . .
H14B H 0.4038 0.0889 0.2876 0.043 Uiso 1 1 calc R . .
C28 C 0.8867(19) 0.2378(11) 0.1293(2) 0.045(2) Uani 1 1 d . . .
H28A H 0.6984 0.3043 0.1241 0.054 Uiso 1 1 calc R . .
H28B H 0.8737 0.1263 0.1361 0.054 Uiso 1 1 calc R . .
C10 C 0.2836(17) 0.1014(9) 0.4358(2) 0.0276(19) Uani 1 1 d . . .
H10A H 0.1493 0.1041 0.4567 0.033 Uiso 1 1 calc R . .
H10B H 0.4320 0.0002 0.4387 0.033 Uiso 1 1 calc R . .
C29 C 1.073(2) 0.2342(12) 0.0936(2) 0.053(3) Uani 1 1 d . . .
H29A H 1.0871 0.3457 0.0871 0.063 Uiso 1 1 calc R . .
H29B H 1.2603 0.1671 0.0989 0.063 Uiso 1 1 calc R . .
C12 C 0.3282(16) 0.0610(9) 0.3644(2) 0.0283(19) Uani 1 1 d . . .
H12A H 0.4938 -0.0264 0.3707 0.034 Uiso 1 1 calc R . .
H12B H 0.3904 0.1589 0.3566 0.034 Uiso 1 1 calc R . .
C18 C 0.491(2) -0.1925(12) 0.1604(2) 0.046(3) Uani 1 1 d . . .
H18A H 0.6759 -0.2623 0.1659 0.056 Uiso 1 1 calc R . .
H18B H 0.5130 -0.0842 0.1522 0.056 Uiso 1 1 calc R . .
C13 C 0.1852(17) 0.0090(10) 0.3317(2) 0.030(2) Uani 1 1 d . . .
H13A H 0.1346 -0.0931 0.3390 0.036 Uiso 1 1 calc R . .
H13B H 0.0127 0.0931 0.3266 0.036 Uiso 1 1 calc R . .
C1A C 0.551(2) -0.2793(12) 0.0918(2) 0.055(3) Uani 1 1 d . . .
H1AA H 0.5680 -0.1700 0.0835 0.066 Uiso 1 1 calc R . .
H1AB H 0.7385 -0.3469 0.0969 0.066 Uiso 1 1 calc R . .
C1 C 0.5745(17) 0.2701(10) 0.4648(2) 0.0287(19) Uani 1 1 d . . .
H1 H 0.6340 0.2018 0.4859 0.034 Uiso 1 1 calc R . .
C26 C 0.8056(19) 0.3235(11) 0.1981(2) 0.041(2) Uani 1 1 d . . .
H26A H 0.6225 0.3951 0.1922 0.049 Uiso 1 1 calc R . .
H26B H 0.7792 0.2155 0.2057 0.049 Uiso 1 1 calc R . .
C20 C 0.5081(18) 0.6194(9) 0.3988(2) 0.030(2) Uani 1 1 d . . .
H20A H 0.5559 0.6987 0.4145 0.036 Uiso 1 1 calc R . .
H20B H 0.3208 0.6679 0.3896 0.036 Uiso 1 1 calc R . .
C2 C 0.6355(17) 0.4168(10) 0.4547(2) 0.030(2) Uani 1 1 d . . .
H2 H 0.7434 0.4704 0.4677 0.036 Uiso 1 1 calc R . .
C19 C 0.3735(19) -0.2654(12) 0.1278(2) 0.043(2) Uani 1 1 d . . .
H19A H 0.3546 -0.3745 0.1358 0.052 Uiso 1 1 calc R . .
H19B H 0.1866 -0.1968 0.1227 0.052 Uiso 1 1 calc R . .
C27 C 0.9953(19) 0.3072(11) 0.1626(2) 0.042(2) Uani 1 1 d . . .
H27A H 1.0211 0.4154 0.1551 0.050 Uiso 1 1 calc R . .
H27B H 1.1786 0.2362 0.1687 0.050 Uiso 1 1 calc R . .
C11 C 0.1365(16) 0.0976(9) 0.39951(19) 0.0257(19) Uani 1 1 d . . .
H11A H 0.0024 0.2038 0.3954 0.031 Uiso 1 1 calc R . .
H11B H 0.0305 0.0146 0.4027 0.031 Uiso 1 1 calc R . .
C21 C 0.7186(16) 0.5861(9) 0.3651(2) 0.0261(19) Uani 1 1 d . . .
H21A H 0.7516 0.6903 0.3556 0.031 Uiso 1 1 calc R . .
H21B H 0.8963 0.5168 0.3738 0.031 Uiso 1 1 calc R . .
C15 C 0.2416(18) -0.0838(11) 0.2644(2) 0.036(2) Uani 1 1 d . . .
H15A H 0.0602 -0.0094 0.2588 0.043 Uiso 1 1 calc R . .
H15B H 0.2102 -0.1900 0.2727 0.043 Uiso 1 1 calc R . .
C16 C 0.4288(19) -0.1049(11) 0.2286(2) 0.041(2) Uani 1 1 d . . .
H16A H 0.6113 -0.1774 0.2344 0.050 Uiso 1 1 calc R . .
H16B H 0.4577 0.0019 0.2203 0.050 Uiso 1 1 calc R . .
C17 C 0.3082(19) -0.1761(11) 0.1961(2) 0.043(2) Uani 1 1 d . . .
H17A H 0.2841 -0.2841 0.2042 0.051 Uiso 1 1 calc R . .
H17B H 0.1235 -0.1052 0.1907 0.051 Uiso 1 1 calc R . .
C2A C 0.968(2) 0.1671(14) 0.0598(2) 0.060(3) Uani 1 1 d . . .
H2AA H 0.7766 0.2304 0.0551 0.073 Uiso 1 1 calc R . .
H2AB H 0.9635 0.0533 0.0656 0.073 Uiso 1 1 calc R . .
C1B C 0.436(3) -0.3525(14) 0.0602(3) 0.078(4) Uani 1 1 d . . .
H1BA H 0.4131 -0.4596 0.0682 0.117 Uiso 1 1 calc R . .
H1BB H 0.5647 -0.3630 0.0387 0.117 Uiso 1 1 calc R . .
H1BC H 0.2568 -0.2816 0.0534 0.117 Uiso 1 1 calc R . .
C2B C 1.150(3) 0.1741(17) 0.0244(3) 0.088(4) Uani 1 1 d . . .
H2BA H 1.1685 0.2848 0.0197 0.132 Uiso 1 1 calc R . .
H2BC H 1.0641 0.1416 0.0034 0.132 Uiso 1 1 calc R . .
H2BB H 1.3333 0.1003 0.0277 0.132 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
N1 N3 1.340(8) . ?
N1 C1 1.353(9) . ?
N1 C10 1.495(10) . ?
N3 N2 1.326(9) . ?
N2 C2 1.357(9) . ?
N2 C20 1.475(9) . ?
C23 C24 1.521(11) . ?
C23 C22 1.522(10) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.528(10) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C22 C21 1.533(10) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C25 C26 1.514(11) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C14 C13 1.511(10) . ?
C14 C15 1.517(11) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C28 C27 1.524(11) . ?
C28 C29 1.526(11) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C10 C11 1.514(10) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C29 C2A 1.519(12) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C12 C11 1.523(10) . ?
C12 C13 1.526(10) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C18 C17 1.513(11) . ?
C18 C19 1.538(11) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C1A C1B 1.507(13) . ?
C1A C19 1.509(11) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C1 C2 1.365(11) . ?
C1 H1 0.9300 . ?
C26 C27 1.524(10) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C20 C21 1.533(10) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C2 H2 0.9300 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C15 C16 1.528(11) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.537(11) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C2A C2B 1.520(13) . ?
C2A H2AA 0.9700 . ?
C2A H2AB 0.9700 . ?
C1B H1BA 0.9600 . ?
C1B H1BB 0.9600 . ?
C1B H1BC 0.9600 . ?
C2B H2BA 0.9600 . ?
C2B H2BC 0.9600 . ?
C2B H2BB 0.9600 . ?

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
N3 N1 C1 113.2(7) . . ?
N3 N1 C10 120.8(6) . . ?
C1 N1 C10 126.1(6) . . ?
N2 N3 N1 102.9(6) . . ?
N3 N2 C2 113.1(7) . . ?
N3 N2 C20 119.4(6) . . ?
C2 N2 C20 127.5(7) . . ?
C24 C23 C22 112.6(7) . . ?
C24 C23 H23A 109.1 . . ?
C22 C23 H23A 109.1 . . ?
C24 C23 H23B 109.1 . . ?
C22 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 C25 113.9(7) . . ?
C23 C24 H24A 108.8 . . ?
C25 C24 H24A 108.8 . . ?
C23 C24 H24B 108.8 . . ?
C25 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C23 C22 C21 112.7(7) . . ?
C23 C22 H22A 109.1 . . ?
C21 C22 H22A 109.1 . . ?
C23 C22 H22B 109.1 . . ?
C21 C22 H22B 109.1 . . ?
H22A C22 H22B 107.8 . . ?
C26 C25 C24 112.9(7) . . ?
C26 C25 H25A 109.0 . . ?
C24 C25 H25A 109.0 . . ?
C26 C25 H25B 109.0 . . ?
C24 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
C13 C14 C15 113.8(7) . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C27 C28 C29 113.4(8) . . ?
C27 C28 H28A 108.9 . . ?
C29 C28 H28A 108.9 . . ?
C27 C28 H28B 108.9 . . ?
C29 C28 H28B 108.9 . . ?
H28A C28 H28B 107.7 . . ?
N1 C10 C11 113.9(6) . . ?
N1 C10 H10A 108.8 . . ?
C11 C10 H10A 108.8 . . ?
N1 C10 H10B 108.8 . . ?
C11 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C2A C29 C28 114.6(8) . . ?
C2A C29 H29A 108.6 . . ?
C28 C29 H29A 108.6 . . ?
C2A C29 H29B 108.6 . . ?
C28 C29 H29B 108.6 . . ?
H29A C29 H29B 107.6 . . ?
C11 C12 C13 113.1(6) . . ?
C11 C12 H12A 109.0 . . ?
C13 C12 H12A 109.0 . . ?
C11 C12 H12B 109.0 . . ?
C13 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C17 C18 C19 114.2(8) . . ?
C17 C18 H18A 108.7 . . ?
C19 C18 H18A 108.7 . . ?
C17 C18 H18B 108.7 . . ?
C19 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
C14 C13 C12 113.0(7) . . ?
C14 C13 H13A 109.0 . . ?
C12 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
C12 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C1B C1A C19 114.3(9) . . ?
C1B C1A H1AA 108.7 . . ?
C19 C1A H1AA 108.7 . . ?
C1B C1A H1AB 108.7 . . ?
C19 C1A H1AB 108.7 . . ?
H1AA C1A H1AB 107.6 . . ?
N1 C1 C2 105.2(7) . . ?
N1 C1 H1 127.4 . . ?
C2 C1 H1 127.4 . . ?
C25 C26 C27 114.2(7) . . ?
C25 C26 H26A 108.7 . . ?
C27 C26 H26A 108.7 . . ?
C25 C26 H26B 108.7 . . ?
C27 C26 H26B 108.7 . . ?
H26A C26 H26B 107.6 . . ?
N2 C20 C21 112.6(6) . . ?
N2 C20 H20A 109.1 . . ?
C21 C20 H20A 109.1 . . ?
N2 C20 H20B 109.1 . . ?
C21 C20 H20B 109.1 . . ?
H20A C20 H20B 107.8 . . ?
N2 C2 C1 105.6(7) . . ?
N2 C2 H2 127.2 . . ?
C1 C2 H2 127.2 . . ?
C1A C19 C18 114.7(8) . . ?
C1A C19 H19A 108.6 . . ?
C18 C19 H19A 108.6 . . ?
C1A C19 H19B 108.6 . . ?
C18 C19 H19B 108.6 . . ?
H19A C19 H19B 107.6 . . ?
C28 C27 C26 115.1(8) . . ?
C28 C27 H27A 108.5 . . ?
C26 C27 H27A 108.5 . . ?
C28 C27 H27B 108.5 . . ?
C26 C27 H27B 108.5 . . ?
H27A C27 H27B 107.5 . . ?
C10 C11 C12 115.6(6) . . ?
C10 C11 H11A 108.4 . . ?
C12 C11 H11A 108.4 . . ?
C10 C11 H11B 108.4 . . ?
C12 C11 H11B 108.4 . . ?
H11A C11 H11B 107.4 . . ?
C22 C21 C20 114.2(7) . . ?
C22 C21 H21A 108.7 . . ?
C20 C21 H21A 108.7 . . ?
C22 C21 H21B 108.7 . . ?
C20 C21 H21B 108.7 . . ?
H21A C21 H21B 107.6 . . ?
C14 C15 C16 112.7(7) . . ?
C14 C15 H15A 109.0 . . ?
C16 C15 H15A 109.0 . . ?
C14 C15 H15B 109.0 . . ?
C16 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 C17 114.0(7) . . ?
C15 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.6 . . ?
C18 C17 C16 113.8(8) . . ?
C18 C17 H17A 108.8 . . ?
C16 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C16 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C29 C2A C2B 112.9(9) . . ?
C29 C2A H2AA 109.0 . . ?
C2B C2A H2AA 109.0 . . ?
C29 C2A H2AB 109.0 . . ?
C2B C2A H2AB 109.0 . . ?
H2AA C2A H2AB 107.8 . . ?
C1A C1B H1BA 109.5 . . ?
C1A C1B H1BB 109.5 . . ?
H1BA C1B H1BB 109.5 . . ?
C1A C1B H1BC 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?
C2A C2B H2BA 109.5 . . ?
C2A C2B H2BC 109.5 . . ?
H2BA C2B H2BC 109.5 . . ?
C2A C2B H2BB 109.5 . . ?
H2BA C2B H2BB 109.5 . . ?
H2BC C2B H2BB 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.862
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.862
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.547
_refine_diff_density_rms         0.106
_database_code_depnum_ccdc_archive 'CCDC 950573'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_kst-i3gut

_audit_update_record             
;
2013-07-12 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
1-dodecyl-3-dodecyltriazolium triiodide
;
_chemical_name_common            '[C12C12triaz] I3'
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H52 I3 N3'
_chemical_formula_sum            'C26 H52 I3 N3'
_chemical_formula_weight         787.42

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'
I I -0.4742 1.8119 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_hall  '-P 2ybc'

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

_cell_length_a                   23.797(2)
_cell_length_b                   9.0374(6)
_cell_length_c                   15.9949(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.64
_cell_angle_gamma                90.00
_cell_volume                     3278.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    8000
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      25.0

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1552
_exptl_absorpt_coefficient_mu    2.877
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6160
_exptl_absorpt_correction_T_max  0.7129
_exptl_absorpt_process_details   
;
  [X-Red (Stoe & Cie, 2001) and X-Shape (Stoe & Cie, 1999)]
;

_diffrn_ambient_temperature      170(2)
_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  'STOE IPDS I'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22742
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_sigmaI/netI    0.0541
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.43
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5712
_reflns_number_gt                3523
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SIR92 (Altomare 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Diamond (Brandenburg 2011)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0235P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5712
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0244
_refine_ls_wR_factor_ref         0.0486
_refine_ls_wR_factor_gt          0.0458
_refine_ls_goodness_of_fit_ref   0.753
_refine_ls_restrained_S_all      0.753
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N3 N 0.47355(12) 0.7518(3) 0.3079(2) 0.0194(7) Uani 1 1 d . . .
N1 N 0.56142(13) 0.7482(3) 0.3874(2) 0.0205(7) Uani 1 1 d . . .
N2 N 0.52113(14) 0.8365(3) 0.3359(2) 0.0222(8) Uani 1 1 d . . .
C19 C 1.11425(17) 0.6976(4) 0.7829(3) 0.0286(10) Uani 1 1 d . . .
H5A H 1.1200 0.6348 0.7370 0.034 Uiso 1 1 calc R . .
H5B H 1.1095 0.6336 0.8289 0.034 Uiso 1 1 calc R . .
C16 C 0.94668(16) 0.7826(4) 0.6696(3) 0.0285(10) Uani 1 1 d . . .
H7A H 0.9520 0.8458 0.6235 0.034 Uiso 1 1 calc R . .
H7B H 0.9409 0.8463 0.7151 0.034 Uiso 1 1 calc R . .
C39 C -0.07822(16) 0.7064(4) -0.0977(3) 0.0266(10) Uani 1 1 d . . .
H9A H -0.0737 0.6423 -0.1439 0.032 Uiso 1 1 calc R . .
H9B H -0.0848 0.6439 -0.0522 0.032 Uiso 1 1 calc R . .
C13 C 0.77909(16) 0.6900(4) 0.5517(3) 0.0286(10) Uani 1 1 d . . .
H10A H 0.7851 0.6284 0.5055 0.034 Uiso 1 1 calc R . .
H10B H 0.7719 0.6255 0.5959 0.034 Uiso 1 1 calc R . .
C1 C 0.54016(16) 0.6103(4) 0.3924(3) 0.0226(9) Uani 1 1 d . . .
H11 H 0.5603 0.5306 0.4246 0.027 Uiso 1 1 calc R . .
C17 C 1.00257(16) 0.6927(4) 0.7077(3) 0.0256(10) Uani 1 1 d . . .
H16A H 1.0084 0.6293 0.6621 0.031 Uiso 1 1 calc R . .
H16B H 0.9973 0.6294 0.7537 0.031 Uiso 1 1 calc R . .
C14 C 0.83511(15) 0.7813(4) 0.5933(3) 0.0270(10) Uani 1 1 d . . .
H17A H 0.8414 0.8470 0.5490 0.032 Uiso 1 1 calc R . .
H17B H 0.8287 0.8423 0.6394 0.032 Uiso 1 1 calc R . .
C35 C 0.14575(16) 0.6955(4) 0.0546(3) 0.0272(10) Uani 1 1 d . . .
H18A H 0.1512 0.6299 0.0097 0.033 Uiso 1 1 calc R . .
H18B H 0.1401 0.6346 0.1014 0.033 Uiso 1 1 calc R . .
C31 C 0.36706(16) 0.7142(4) 0.2215(3) 0.0253(9) Uani 1 1 d . . .
H19A H 0.3604 0.6666 0.2720 0.030 Uiso 1 1 calc R . .
H19B H 0.3761 0.6382 0.1847 0.030 Uiso 1 1 calc R . .
C3 C 0.48283(16) 0.6133(4) 0.3401(3) 0.0235(9) Uani 1 1 d . . .
H20 H 0.4559 0.5358 0.3291 0.028 Uiso 1 1 calc R . .
C10 C 0.61884(16) 0.8144(4) 0.4353(3) 0.0258(10) Uani 1 1 d . . .
H24A H 0.6143 0.8705 0.4845 0.031 Uiso 1 1 calc R . .
H24B H 0.6301 0.8833 0.3966 0.031 Uiso 1 1 calc R . .
C37 C 0.03383(16) 0.6978(4) -0.0217(3) 0.0259(10) Uani 1 1 d . . .
H25A H 0.0385 0.6332 -0.0675 0.031 Uiso 1 1 calc R . .
H25B H 0.0280 0.6358 0.0245 0.031 Uiso 1 1 calc R . .
C36 C 0.09047(16) 0.7873(4) 0.0155(3) 0.0248(9) Uani 1 1 d . . .
H26A H 0.0964 0.8483 -0.0310 0.030 Uiso 1 1 calc R . .
H26B H 0.0853 0.8531 0.0605 0.030 Uiso 1 1 calc R . .
C40 C -0.13195(17) 0.8034(4) -0.1347(3) 0.0337(11) Uani 1 1 d . . .
H27A H -0.1366 0.8670 -0.0884 0.040 Uiso 1 1 calc R . .
H27B H -0.1253 0.8664 -0.1799 0.040 Uiso 1 1 calc R . .
C12 C 0.72551(16) 0.7875(4) 0.5138(3) 0.0268(10) Uani 1 1 d . . .
H28A H 0.7336 0.8540 0.4712 0.032 Uiso 1 1 calc R . .
H28B H 0.7195 0.8477 0.5606 0.032 Uiso 1 1 calc R . .
C30 C 0.41870(16) 0.8213(4) 0.2517(3) 0.0284(11) Uani 1 1 d . . .
H30A H 0.4264 0.8636 0.2005 0.034 Uiso 1 1 calc R . .
H30B H 0.4078 0.9015 0.2840 0.034 Uiso 1 1 calc R . .
C32 C 0.31159(16) 0.7983(4) 0.1699(3) 0.0266(10) Uani 1 1 d . . .
H31A H 0.3029 0.8733 0.2076 0.032 Uiso 1 1 calc R . .
H31B H 0.3194 0.8485 0.1209 0.032 Uiso 1 1 calc R . .
C18 C 1.05786(16) 0.7860(4) 0.7454(3) 0.0267(9) Uani 1 1 d . . .
H35A H 1.0627 0.8502 0.6996 0.032 Uiso 1 1 calc R . .
H35B H 1.0521 0.8485 0.7914 0.032 Uiso 1 1 calc R . .
C33 C 0.25745(17) 0.6997(4) 0.1347(3) 0.0286(10) Uani 1 1 d . . .
H38A H 0.2644 0.6311 0.0922 0.034 Uiso 1 1 calc R . .
H38B H 0.2516 0.6424 0.1826 0.034 Uiso 1 1 calc R . .
C34 C 0.20173(16) 0.7885(4) 0.0913(3) 0.0268(10) Uani 1 1 d . . .
H40A H 0.2081 0.8461 0.0438 0.032 Uiso 1 1 calc R . .
H40B H 0.1953 0.8574 0.1340 0.032 Uiso 1 1 calc R . .
C41 C -0.18859(17) 0.7178(5) -0.1734(3) 0.0444(12) Uani 1 1 d . . .
H43A H -0.2207 0.7859 -0.1954 0.067 Uiso 1 1 calc R . .
H43B H -0.1961 0.6569 -0.1288 0.067 Uiso 1 1 calc R . .
H43C H -0.1849 0.6565 -0.2205 0.067 Uiso 1 1 calc R . .
C11 C 0.66827(16) 0.7033(4) 0.4693(3) 0.0250(10) Uani 1 1 d . . .
H44A H 0.6729 0.6444 0.4211 0.030 Uiso 1 1 calc R . .
H44B H 0.6590 0.6372 0.5111 0.030 Uiso 1 1 calc R . .
C38 C -0.02103(16) 0.7929(4) -0.0593(3) 0.0258(9) Uani 1 1 d . . .
H46A H -0.0148 0.8557 -0.1048 0.031 Uiso 1 1 calc R . .
H46B H -0.0257 0.8569 -0.0132 0.031 Uiso 1 1 calc R . .
C20 C 1.16949(16) 0.7916(4) 0.8203(3) 0.0336(10) Uani 1 1 d . . .
H49A H 1.1744 0.8556 0.7744 0.040 Uiso 1 1 calc R . .
H49B H 1.1639 0.8542 0.8664 0.040 Uiso 1 1 calc R . .
C21 C 1.22548(18) 0.7012(5) 0.8574(3) 0.0510(13) Uani 1 1 d . . .
H98A H 1.2584 0.7666 0.8795 0.077 Uiso 1 1 calc R . .
H98B H 1.2319 0.6404 0.8119 0.077 Uiso 1 1 calc R . .
H98C H 1.2215 0.6394 0.9041 0.077 Uiso 1 1 calc R . .
C15 C 0.89103(17) 0.6893(4) 0.6319(3) 0.0283(10) Uani 1 1 d . . .
H99A H 0.8967 0.6254 0.5864 0.034 Uiso 1 1 calc R . .
H99B H 0.8855 0.6266 0.6780 0.034 Uiso 1 1 calc R . .
I3 I 0.393644(12) 0.72308(3) -0.017615(18) 0.03455(9) Uani 1 1 d . . .
I2 I 0.516836(13) 0.71699(3) 0.092913(19) 0.02803(7) Uani 1 1 d . . .
I1 I 0.639418(12) 0.74311(3) 0.203802(19) 0.04004(9) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N3 N2 1.327(4) . ?
N3 C3 1.346(4) . ?
N3 C30 1.482(4) . ?
N1 N2 1.325(4) . ?
N1 C1 1.357(4) . ?
N1 C10 1.476(4) . ?
C19 C18 1.520(5) . ?
C19 C20 1.527(5) . ?
C19 H5A 0.9700 . ?
C19 H5B 0.9700 . ?
C16 C17 1.520(5) . ?
C16 C15 1.531(5) . ?
C16 H7A 0.9700 . ?
C16 H7B 0.9700 . ?
C39 C40 1.515(5) . ?
C39 C38 1.528(5) . ?
C39 H9A 0.9700 . ?
C39 H9B 0.9700 . ?
C13 C12 1.517(5) . ?
C13 C14 1.537(5) . ?
C13 H10A 0.9700 . ?
C13 H10B 0.9700 . ?
C1 C3 1.367(5) . ?
C1 H11 0.9300 . ?
C17 C18 1.524(5) . ?
C17 H16A 0.9700 . ?
C17 H16B 0.9700 . ?
C14 C15 1.531(5) . ?
C14 H17A 0.9700 . ?
C14 H17B 0.9700 . ?
C35 C36 1.520(5) . ?
C35 C34 1.533(5) . ?
C35 H18A 0.9700 . ?
C35 H18B 0.9700 . ?
C31 C30 1.523(5) . ?
C31 C32 1.530(5) . ?
C31 H19A 0.9700 . ?
C31 H19B 0.9700 . ?
C3 H20 0.9300 . ?
C10 C11 1.517(5) . ?
C10 H24A 0.9700 . ?
C10 H24B 0.9700 . ?
C37 C38 1.526(5) . ?
C37 C36 1.529(5) . ?
C37 H25A 0.9700 . ?
C37 H25B 0.9700 . ?
C36 H26A 0.9700 . ?
C36 H26B 0.9700 . ?
C40 C41 1.514(5) . ?
C40 H27A 0.9700 . ?
C40 H27B 0.9700 . ?
C12 C11 1.534(5) . ?
C12 H28A 0.9700 . ?
C12 H28B 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C32 C33 1.527(5) . ?
C32 H31A 0.9700 . ?
C32 H31B 0.9700 . ?
C18 H35A 0.9700 . ?
C18 H35B 0.9700 . ?
C33 C34 1.525(5) . ?
C33 H38A 0.9700 . ?
C33 H38B 0.9700 . ?
C34 H40A 0.9700 . ?
C34 H40B 0.9700 . ?
C41 H43A 0.9600 . ?
C41 H43B 0.9600 . ?
C41 H43C 0.9600 . ?
C11 H44A 0.9700 . ?
C11 H44B 0.9700 . ?
C38 H46A 0.9700 . ?
C38 H46B 0.9700 . ?
C20 C21 1.522(5) . ?
C20 H49A 0.9700 . ?
C20 H49B 0.9700 . ?
C21 H98A 0.9600 . ?
C21 H98B 0.9600 . ?
C21 H98C 0.9600 . ?
C15 H99A 0.9700 . ?
C15 H99B 0.9700 . ?
I3 I2 2.9293(5) . ?
I2 I1 2.9282(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N3 C3 112.5(3) . . ?
N2 N3 C30 117.7(3) . . ?
C3 N3 C30 129.7(3) . . ?
N2 N1 C1 112.2(3) . . ?
N2 N1 C10 117.4(3) . . ?
C1 N1 C10 130.2(3) . . ?
N1 N2 N3 104.2(3) . . ?
C18 C19 C20 114.5(3) . . ?
C18 C19 H5A 108.6 . . ?
C20 C19 H5A 108.6 . . ?
C18 C19 H5B 108.6 . . ?
C20 C19 H5B 108.6 . . ?
H5A C19 H5B 107.6 . . ?
C17 C16 C15 114.3(3) . . ?
C17 C16 H7A 108.7 . . ?
C15 C16 H7A 108.7 . . ?
C17 C16 H7B 108.7 . . ?
C15 C16 H7B 108.7 . . ?
H7A C16 H7B 107.6 . . ?
C40 C39 C38 113.8(3) . . ?
C40 C39 H9A 108.8 . . ?
C38 C39 H9A 108.8 . . ?
C40 C39 H9B 108.8 . . ?
C38 C39 H9B 108.8 . . ?
H9A C39 H9B 107.7 . . ?
C12 C13 C14 112.0(3) . . ?
C12 C13 H10A 109.2 . . ?
C14 C13 H10A 109.2 . . ?
C12 C13 H10B 109.2 . . ?
C14 C13 H10B 109.2 . . ?
H10A C13 H10B 107.9 . . ?
N1 C1 C3 105.5(3) . . ?
N1 C1 H11 127.3 . . ?
C3 C1 H11 127.3 . . ?
C16 C17 C18 114.1(3) . . ?
C16 C17 H16A 108.7 . . ?
C18 C17 H16A 108.7 . . ?
C16 C17 H16B 108.7 . . ?
C18 C17 H16B 108.7 . . ?
H16A C17 H16B 107.6 . . ?
C15 C14 C13 114.7(3) . . ?
C15 C14 H17A 108.6 . . ?
C13 C14 H17A 108.6 . . ?
C15 C14 H17B 108.6 . . ?
C13 C14 H17B 108.6 . . ?
H17A C14 H17B 107.6 . . ?
C36 C35 C34 113.7(3) . . ?
C36 C35 H18A 108.8 . . ?
C34 C35 H18A 108.8 . . ?
C36 C35 H18B 108.8 . . ?
C34 C35 H18B 108.8 . . ?
H18A C35 H18B 107.7 . . ?
C30 C31 C32 109.7(3) . . ?
C30 C31 H19A 109.7 . . ?
C32 C31 H19A 109.7 . . ?
C30 C31 H19B 109.7 . . ?
C32 C31 H19B 109.7 . . ?
H19A C31 H19B 108.2 . . ?
N3 C3 C1 105.7(3) . . ?
N3 C3 H20 127.2 . . ?
C1 C3 H20 127.2 . . ?
N1 C10 C11 114.4(3) . . ?
N1 C10 H24A 108.7 . . ?
C11 C10 H24A 108.7 . . ?
N1 C10 H24B 108.7 . . ?
C11 C10 H24B 108.7 . . ?
H24A C10 H24B 107.6 . . ?
C38 C37 C36 113.8(3) . . ?
C38 C37 H25A 108.8 . . ?
C36 C37 H25A 108.8 . . ?
C38 C37 H25B 108.8 . . ?
C36 C37 H25B 108.8 . . ?
H25A C37 H25B 107.7 . . ?
C35 C36 C37 115.0(3) . . ?
C35 C36 H26A 108.5 . . ?
C37 C36 H26A 108.5 . . ?
C35 C36 H26B 108.5 . . ?
C37 C36 H26B 108.5 . . ?
H26A C36 H26B 107.5 . . ?
C41 C40 C39 113.9(3) . . ?
C41 C40 H27A 108.8 . . ?
C39 C40 H27A 108.8 . . ?
C41 C40 H27B 108.8 . . ?
C39 C40 H27B 108.8 . . ?
H27A C40 H27B 107.7 . . ?
C13 C12 C11 114.7(3) . . ?
C13 C12 H28A 108.6 . . ?
C11 C12 H28A 108.6 . . ?
C13 C12 H28B 108.6 . . ?
C11 C12 H28B 108.6 . . ?
H28A C12 H28B 107.6 . . ?
N3 C30 C31 113.7(3) . . ?
N3 C30 H30A 108.8 . . ?
C31 C30 H30A 108.8 . . ?
N3 C30 H30B 108.8 . . ?
C31 C30 H30B 108.8 . . ?
H30A C30 H30B 107.7 . . ?
C33 C32 C31 113.8(3) . . ?
C33 C32 H31A 108.8 . . ?
C31 C32 H31A 108.8 . . ?
C33 C32 H31B 108.8 . . ?
C31 C32 H31B 108.8 . . ?
H31A C32 H31B 107.7 . . ?
C19 C18 C17 114.8(3) . . ?
C19 C18 H35A 108.6 . . ?
C17 C18 H35A 108.6 . . ?
C19 C18 H35B 108.6 . . ?
C17 C18 H35B 108.6 . . ?
H35A C18 H35B 107.6 . . ?
C34 C33 C32 112.4(3) . . ?
C34 C33 H38A 109.1 . . ?
C32 C33 H38A 109.1 . . ?
C34 C33 H38B 109.1 . . ?
C32 C33 H38B 109.1 . . ?
H38A C33 H38B 107.9 . . ?
C33 C34 C35 114.9(3) . . ?
C33 C34 H40A 108.5 . . ?
C35 C34 H40A 108.5 . . ?
C33 C34 H40B 108.5 . . ?
C35 C34 H40B 108.5 . . ?
H40A C34 H40B 107.5 . . ?
C40 C41 H43A 109.5 . . ?
C40 C41 H43B 109.5 . . ?
H43A C41 H43B 109.5 . . ?
C40 C41 H43C 109.5 . . ?
H43A C41 H43C 109.5 . . ?
H43B C41 H43C 109.5 . . ?
C10 C11 C12 108.7(3) . . ?
C10 C11 H44A 109.9 . . ?
C12 C11 H44A 109.9 . . ?
C10 C11 H44B 109.9 . . ?
C12 C11 H44B 109.9 . . ?
H44A C11 H44B 108.3 . . ?
C37 C38 C39 114.9(3) . . ?
C37 C38 H46A 108.5 . . ?
C39 C38 H46A 108.5 . . ?
C37 C38 H46B 108.5 . . ?
C39 C38 H46B 108.5 . . ?
H46A C38 H46B 107.5 . . ?
C21 C20 C19 113.7(3) . . ?
C21 C20 H49A 108.8 . . ?
C19 C20 H49A 108.8 . . ?
C21 C20 H49B 108.8 . . ?
C19 C20 H49B 108.8 . . ?
H49A C20 H49B 107.7 . . ?
C20 C21 H98A 109.5 . . ?
C20 C21 H98B 109.5 . . ?
H98A C21 H98B 109.5 . . ?
C20 C21 H98C 109.5 . . ?
H98A C21 H98C 109.5 . . ?
H98B C21 H98C 109.5 . . ?
C14 C15 C16 113.7(3) . . ?
C14 C15 H99A 108.8 . . ?
C16 C15 H99A 108.8 . . ?
C14 C15 H99B 108.8 . . ?
C16 C15 H99B 108.8 . . ?
H99A C15 H99B 107.7 . . ?
I1 I2 I3 174.294(14) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.862
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.078
_database_code_depnum_ccdc_archive 'CCDC 950574'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_du_i350c

_audit_update_record             
;
2013-07-12 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
1-dodecyl-3-dodecyltriazolium triiodide
;
_chemical_name_common            '[C12C12triaz] I3'
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H52 I3 N3'
_chemical_formula_sum            'C26 H52 I3 N3'
_chemical_formula_weight         787.41
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_space_group_name_hall  'P 2yb'

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

_cell_length_a                   8.471(5)
_cell_length_b                   9.050(5)
_cell_length_c                   22.523(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.286(5)
_cell_angle_gamma                90.00
_cell_volume                     1723.8(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    323(2)
_cell_measurement_reflns_used    8000
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      25.0

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             776
_exptl_absorpt_coefficient_mu    2.736
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.5263
_exptl_absorpt_correction_T_max  0.7511
_exptl_absorpt_process_details   
;
  [X-Red (Stoe & Cie, 2001) and X-Shape (Stoe & Cie, 1999)]
;
_diffrn_ambient_temperature      323(2)
_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  'STOE IPDS I'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15514
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_sigmaI/netI    0.0696
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6041
_reflns_number_gt                1892
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SIR92 (Altomare 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Diamond (Brandenburg 2011)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0708P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.52(6)
_refine_ls_number_reflns         6041
_refine_ls_number_parameters     173
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1179
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.1276
_refine_ls_wR_factor_gt          0.1050
_refine_ls_goodness_of_fit_ref   0.685
_refine_ls_restrained_S_all      0.686
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I2 I 0.33723(7) 0.3048(9) 0.51878(3) 0.1150(2) Uani 1 1 d . . .
I1 I 0.43772(7) 0.3054(9) 0.39654(3) 0.1320(3) Uani 1 1 d . . .
I3 I 0.23301(8) 0.3027(9) 0.63990(3) 0.1396(3) Uani 1 1 d . . .
N2 N 0.8379 0.4015 0.5224 0.0991(11) Uani 1 1 d D . .
N1 N 0.8637 0.3146 0.4757 0.0991(11) Uani 1 1 d D . .
N3 N 0.7937 0.3115 0.5639 0.0991(11) Uani 1 1 d D . .
C3 C 0.7705(12) 0.1738(15) 0.5410(5) 0.0991(11) Uani 1 1 d D . .
H3 H 0.7320 0.0931 0.5612 0.119 Uiso 1 1 calc R . .
C15 C 1.0712(11) 0.302(3) 0.1506(4) 0.156(3) Uani 1 1 d D . .
H15A H 0.9744 0.2461 0.1430 0.187 Uiso 1 1 calc R . .
H15B H 1.1527 0.2273 0.1568 0.187 Uiso 1 1 calc R . .
C16 C 1.0990(13) 0.349(2) 0.0953(5) 0.156(3) Uani 1 1 d D . .
H16A H 1.1976 0.4031 0.1019 0.187 Uiso 1 1 calc R . .
H16B H 1.0191 0.4252 0.0885 0.187 Uiso 1 1 calc R . .
C13 C 1.0154(11) 0.294(3) 0.2603(5) 0.156(3) Uani 1 1 d D . .
H13A H 1.0979 0.2222 0.2699 0.187 Uiso 1 1 calc R . .
H13B H 0.9211 0.2363 0.2505 0.187 Uiso 1 1 calc R . .
C10 C 0.9143(14) 0.3812(14) 0.4224(6) 0.125(4) Uani 1 1 d D . .
H10A H 0.8370 0.4569 0.4113 0.150 Uiso 1 1 calc R . .
H10B H 1.0124 0.4323 0.4331 0.150 Uiso 1 1 calc R . .
C18 C 1.1321(14) 0.3584(14) -0.0167(5) 0.118(4) Uani 1 1 d . . .
H18A H 1.2239 0.4217 -0.0102 0.142 Uiso 1 1 calc R . .
H18B H 1.0422 0.4241 -0.0228 0.142 Uiso 1 1 calc R . .
C17 C 1.1125(11) 0.290(3) 0.0378(5) 0.156(3) Uani 1 1 d . . .
H17A H 1.2001 0.2213 0.0423 0.187 Uiso 1 1 calc R . .
H17B H 1.0186 0.2299 0.0310 0.187 Uiso 1 1 calc R . .
C11 C 0.9399(11) 0.301(4) 0.3703(5) 0.141(3) Uani 1 1 d . . .
H11A H 1.0182 0.2268 0.3821 0.169 Uiso 1 1 calc R . .
H11B H 0.8422 0.2476 0.3611 0.169 Uiso 1 1 calc R . .
C30 C 0.7510(14) 0.3755(15) 0.6207(5) 0.126(5) Uani 1 1 d D . .
H30A H 0.8295 0.4496 0.6324 0.151 Uiso 1 1 calc R . .
H30B H 0.6506 0.4262 0.6141 0.151 Uiso 1 1 calc R . .
C1 C 0.8137(11) 0.1733(15) 0.4825(5) 0.0991(11) Uani 1 1 d D . .
H1 H 0.8096 0.0964 0.4551 0.119 Uiso 1 1 calc R . .
C14 C 1.0543(13) 0.348(2) 0.2069(5) 0.156(3) Uani 1 1 d D . .
H14A H 0.9809 0.4296 0.2010 0.187 Uiso 1 1 calc R . .
H14B H 1.1558 0.3942 0.2168 0.187 Uiso 1 1 calc R . .
C12 C 0.9860(13) 0.3554(18) 0.3155(5) 0.141(3) Uani 1 1 d . . .
H12A H 0.9078 0.4310 0.3055 0.169 Uiso 1 1 calc R . .
H12B H 1.0827 0.4089 0.3262 0.169 Uiso 1 1 calc R . .
C19 C 1.1505(14) 0.289(4) -0.0741(5) 0.173(3) Uani 1 1 d . . .
H19A H 1.2439 0.2270 -0.0690 0.208 Uiso 1 1 calc R . .
H19B H 1.0616 0.2217 -0.0801 0.208 Uiso 1 1 calc R . .
C20 C 1.1631(15) 0.360(2) -0.1276(6) 0.173(3) Uani 1 1 d . . .
H20A H 1.2517 0.4271 -0.1212 0.208 Uiso 1 1 calc R . .
H20B H 1.0697 0.4218 -0.1323 0.208 Uiso 1 1 calc R . .
C36 C 0.6463(11) 0.305(4) 0.9476(4) 0.137(3) Uani 1 1 d . . .
H36A H 0.5582 0.3735 0.9419 0.164 Uiso 1 1 calc R . .
H36B H 0.7401 0.3663 0.9536 0.164 Uiso 1 1 calc R . .
C38 C 0.6111(11) 0.302(4) 1.0595(4) 0.137(3) Uani 1 1 d . . .
H38A H 0.5263 0.3726 1.0525 0.164 Uiso 1 1 calc R . .
H38B H 0.7067 0.3599 1.0656 0.164 Uiso 1 1 calc R . .
C34 C 0.6764(12) 0.307(3) 0.8381(4) 0.145(6) Uani 1 1 d . . .
H34A H 0.7655 0.3731 0.8449 0.174 Uiso 1 1 calc R . .
H34B H 0.5839 0.3693 0.8324 0.174 Uiso 1 1 calc R . .
C40 C 0.5694(13) 0.308(4) 1.1703(5) 0.173(3) Uani 1 1 d D . .
H40A H 0.4824 0.3771 1.1634 0.208 Uiso 1 1 calc R . .
H40B H 0.6632 0.3691 1.1765 0.208 Uiso 1 1 calc R . .
C32 C 0.7132(11) 0.320(3) 0.7275(4) 0.141(3) Uani 1 1 d D . .
H32A H 0.6182 0.3800 0.7236 0.169 Uiso 1 1 calc R . .
H32B H 0.7986 0.3888 0.7371 0.169 Uiso 1 1 calc R . .
C31 C 0.7379(12) 0.278(2) 0.6687(5) 0.141(3) Uani 1 1 d D . .
H31A H 0.6524 0.2105 0.6570 0.169 Uiso 1 1 calc R . .
H31B H 0.8339 0.2190 0.6706 0.169 Uiso 1 1 calc R . .
C35 C 0.6600(16) 0.2374(18) 0.8919(5) 0.145(7) Uani 1 1 d . . .
H35A H 0.7498 0.1712 0.8970 0.174 Uiso 1 1 calc R . .
H35B H 0.5675 0.1748 0.8861 0.174 Uiso 1 1 calc R . .
C37 C 0.6258(14) 0.2355(17) 1.0047(5) 0.137(3) Uani 1 1 d . . .
H37A H 0.5326 0.1740 0.9986 0.164 Uiso 1 1 calc R . .
H37B H 0.7143 0.1681 1.0104 0.164 Uiso 1 1 calc R . .
C33 C 0.6972(16) 0.2421(14) 0.7810(5) 0.124(4) Uani 1 1 d . . .
H33A H 0.7902 0.1798 0.7860 0.149 Uiso 1 1 calc R . .
H33B H 0.6082 0.1758 0.7736 0.149 Uiso 1 1 calc R . .
C39 C 0.5858(15) 0.244(2) 1.1159(6) 0.173(3) Uani 1 1 d D . .
H39A H 0.4911 0.1844 1.1096 0.208 Uiso 1 1 calc R . .
H39B H 0.6715 0.1740 1.1231 0.208 Uiso 1 1 calc R . .
C21 C 1.1812(12) 0.297(5) -0.1847(5) 0.173(3) Uani 1 1 d . . .
H21A H 1.1976 0.3745 -0.2128 0.260 Uiso 1 1 calc R . .
H21B H 1.0876 0.2428 -0.1969 0.260 Uiso 1 1 calc R . .
H21C H 1.2706 0.2319 -0.1829 0.260 Uiso 1 1 calc R . .
C41 C 0.5453(14) 0.247(2) 1.2282(5) 0.173(3) Uani 1 1 d . . .
H41A H 0.5370 0.3258 1.2565 0.260 Uiso 1 1 calc R . .
H41B H 0.6331 0.1848 1.2403 0.260 Uiso 1 1 calc R . .
H41C H 0.4497 0.1899 1.2265 0.260 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
I2 I3 2.9152(12) . ?
I2 I1 2.9279(11) . ?
N2 N3 1.3115(3) . ?
N2 N1 1.3411(3) . ?
N1 C1 1.358(14) . ?
N1 C10 1.432(13) . ?
N3 C3 1.359(13) . ?
N3 C30 1.468(12) . ?
C3 C1 1.387(15) . ?
C3 H3 0.9300 . ?
C15 C14 1.349(13) . ?
C15 C16 1.350(13) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.413(17) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C13 C14 1.356(13) . ?
C13 C12 1.396(17) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C10 C11 1.41(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C18 C17 1.392(16) . ?
C18 C19 1.455(19) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C11 C12 1.405(19) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C30 C31 1.406(14) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C1 H1 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C19 C20 1.376(19) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.42(2) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C36 C35 1.409(19) . ?
C36 C37 1.45(2) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C38 C37 1.384(19) . ?
C38 C39 1.401(18) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C34 C35 1.377(18) . ?
C34 C33 1.432(16) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C40 C39 1.370(15) . ?
C40 C41 1.443(19) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C32 C31 1.405(13) . ?
C32 C33 1.411(18) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?

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
I3 I2 I1 179.22(7) . . ?
N3 N2 N1 105.13(3) . . ?
N2 N1 C1 113.4(5) . . ?
N2 N1 C10 118.8(5) . . ?
C1 N1 C10 127.0(8) . . ?
N2 N3 C3 109.8(5) . . ?
N2 N3 C30 118.1(5) . . ?
C3 N3 C30 131.0(8) . . ?
N3 C3 C1 108.9(9) . . ?
N3 C3 H3 125.5 . . ?
C1 C3 H3 125.5 . . ?
C14 C15 C16 143(3) . . ?
C14 C15 H15A 101.1 . . ?
C16 C15 H15A 101.1 . . ?
C14 C15 H15B 101.1 . . ?
C16 C15 H15B 101.1 . . ?
H15A C15 H15B 104.5 . . ?
C15 C16 C17 139(2) . . ?
C15 C16 H16A 102.4 . . ?
C17 C16 H16A 102.4 . . ?
C15 C16 H16B 102.4 . . ?
C17 C16 H16B 102.4 . . ?
H16A C16 H16B 104.9 . . ?
C14 C13 C12 135(2) . . ?
C14 C13 H13A 103.3 . . ?
C12 C13 H13A 103.3 . . ?
C14 C13 H13B 103.3 . . ?
C12 C13 H13B 103.3 . . ?
H13A C13 H13B 105.2 . . ?
C11 C10 N1 123.4(16) . . ?
C11 C10 H10A 106.5 . . ?
N1 C10 H10A 106.5 . . ?
C11 C10 H10B 106.5 . . ?
N1 C10 H10B 106.5 . . ?
H10A C10 H10B 106.5 . . ?
C17 C18 C19 128.1(16) . . ?
C17 C18 H18A 105.3 . . ?
C19 C18 H18A 105.3 . . ?
C17 C18 H18B 105.3 . . ?
C19 C18 H18B 105.3 . . ?
H18A C18 H18B 106.0 . . ?
C18 C17 C16 131(2) . . ?
C18 C17 H17A 104.4 . . ?
C16 C17 H17A 104.4 . . ?
C18 C17 H17B 104.4 . . ?
C16 C17 H17B 104.4 . . ?
H17A C17 H17B 105.6 . . ?
C12 C11 C10 128(3) . . ?
C12 C11 H11A 105.3 . . ?
C10 C11 H11A 105.3 . . ?
C12 C11 H11B 105.3 . . ?
C10 C11 H11B 105.3 . . ?
H11A C11 H11B 106.0 . . ?
C31 C30 N3 117.0(10) . . ?
C31 C30 H30A 108.0 . . ?
N3 C30 H30A 108.0 . . ?
C31 C30 H30B 108.0 . . ?
N3 C30 H30B 108.0 . . ?
H30A C30 H30B 107.3 . . ?
N1 C1 C3 101.8(9) . . ?
N1 C1 H1 129.1 . . ?
C3 C1 H1 129.1 . . ?
C15 C14 C13 140(2) . . ?
C15 C14 H14A 102.0 . . ?
C13 C14 H14A 102.0 . . ?
C15 C14 H14B 102.0 . . ?
C13 C14 H14B 102.0 . . ?
H14A C14 H14B 104.8 . . ?
C13 C12 C11 136(2) . . ?
C13 C12 H12A 103.3 . . ?
C11 C12 H12A 103.3 . . ?
C13 C12 H12B 103.3 . . ?
C11 C12 H12B 103.3 . . ?
H12A C12 H12B 105.2 . . ?
C20 C19 C18 126(2) . . ?
C20 C19 H19A 105.7 . . ?
C18 C19 H19A 105.7 . . ?
C20 C19 H19B 105.7 . . ?
C18 C19 H19B 105.7 . . ?
H19A C19 H19B 106.2 . . ?
C19 C20 C21 128(3) . . ?
C19 C20 H20A 105.2 . . ?
C21 C20 H20A 105.2 . . ?
C19 C20 H20B 105.2 . . ?
C21 C20 H20B 105.2 . . ?
H20A C20 H20B 105.9 . . ?
C35 C36 C37 128(3) . . ?
C35 C36 H36A 105.2 . . ?
C37 C36 H36A 105.2 . . ?
C35 C36 H36B 105.2 . . ?
C37 C36 H36B 105.2 . . ?
H36A C36 H36B 106.0 . . ?
C37 C38 C39 132(3) . . ?
C37 C38 H38A 104.1 . . ?
C39 C38 H38A 104.1 . . ?
C37 C38 H38B 104.1 . . ?
C39 C38 H38B 104.1 . . ?
H38A C38 H38B 105.5 . . ?
C35 C34 C33 129(2) . . ?
C35 C34 H34A 105.1 . . ?
C33 C34 H34A 105.1 . . ?
C35 C34 H34B 105.1 . . ?
C33 C34 H34B 105.1 . . ?
H34A C34 H34B 105.9 . . ?
C39 C40 C41 132(3) . . ?
C39 C40 H40A 104.2 . . ?
C41 C40 H40A 104.2 . . ?
C39 C40 H40B 104.2 . . ?
C41 C40 H40B 104.2 . . ?
H40A C40 H40B 105.5 . . ?
C31 C32 C33 134(2) . . ?
C31 C32 H32A 103.7 . . ?
C33 C32 H32A 103.7 . . ?
C31 C32 H32B 103.7 . . ?
C33 C32 H32B 103.7 . . ?
H32A C32 H32B 105.3 . . ?
C32 C31 C30 125.0(19) . . ?
C32 C31 H31A 106.1 . . ?
C30 C31 H31A 106.1 . . ?
C32 C31 H31B 106.1 . . ?
C30 C31 H31B 106.1 . . ?
H31A C31 H31B 106.3 . . ?
C34 C35 C36 127.0(19) . . ?
C34 C35 H35A 105.5 . . ?
C36 C35 H35A 105.5 . . ?
C34 C35 H35B 105.5 . . ?
C36 C35 H35B 105.5 . . ?
H35A C35 H35B 106.1 . . ?
C38 C37 C36 129(2) . . ?
C38 C37 H37A 105.2 . . ?
C36 C37 H37A 105.2 . . ?
C38 C37 H37B 105.2 . . ?
C36 C37 H37B 105.2 . . ?
H37A C37 H37B 105.9 . . ?
C32 C33 C34 125.9(15) . . ?
C32 C33 H33A 105.8 . . ?
C34 C33 H33A 105.8 . . ?
C32 C33 H33B 105.8 . . ?
C34 C33 H33B 105.8 . . ?
H33A C33 H33B 106.2 . . ?
C40 C39 C38 133(2) . . ?
C40 C39 H39A 104.0 . . ?
C38 C39 H39A 104.0 . . ?
C40 C39 H39B 104.0 . . ?
C38 C39 H39B 104.0 . . ?
H39A C39 H39B 105.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.063
_database_code_depnum_ccdc_archive 'CCDC 950575'
