# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_kst-35
_database_code_depnum_ccdc_archive 'CCDC 1030351'

_audit_update_record             
;
2014-10-21 deposited with the CCDC.
2015-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            '[C1C12triaz]Br'
_chemical_melting_point          ?
_chemical_formula_moiety         C15H30BrN3
_chemical_formula_sum            'C15 H30 Br N3'
_chemical_formula_weight         332.33

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'
Br Br -0.2901 2.4595 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   5.4934(17)
_cell_length_b                   8.7114(15)
_cell_length_c                   19.501(5)
_cell_angle_alpha                78.91(2)
_cell_angle_beta                 85.39(3)
_cell_angle_gamma                84.046(17)
_cell_volume                     909.1(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    8375
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      25.0

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             352
_exptl_absorpt_coefficient_mu    2.255
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.5448
_exptl_absorpt_correction_T_max  0.8403
_exptl_absorpt_process_details   
; [X-Red (Stoe & Cie, 2001) and X-Shape (Stoe & Cie, 1999)] 
;

_exptl_special_details           ?

_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            8375
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_sigmaI/netI    0.0596
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.43
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3033
_reflns_number_gt                2273
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0428P)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         3033
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0797
_refine_ls_wR_factor_gt          0.0763
_refine_ls_goodness_of_fit_ref   0.901
_refine_ls_restrained_S_all      0.901
_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
N03 N 0.0786(4) -0.6748(2) -0.09685(11) 0.0488(5) Uani 1 1 d . . .
N02 N 0.1871(4) -0.7650(2) -0.14015(12) 0.0514(6) Uani 1 1 d . . .
N01 N 0.0593(4) -0.8894(2) -0.12793(11) 0.0494(5) Uani 1 1 d . . .
C15 C 0.1757(6) -0.5251(3) -0.09446(17) 0.0654(8) Uani 1 1 d . . .
H15A H 0.2791 -0.5392 -0.0559 0.098 Uiso 1 1 calc R . .
H15C H 0.0421 -0.4476 -0.0885 0.098 Uiso 1 1 calc R . .
H15B H 0.2694 -0.4908 -0.1374 0.098 Uiso 1 1 calc R . .
C08 C -0.0625(5) -1.1889(3) -0.39415(15) 0.0527(7) Uani 1 1 d . . .
H08B H -0.0691 -1.2950 -0.3678 0.063 Uiso 1 1 calc R . .
H08A H 0.1040 -1.1788 -0.4140 0.063 Uiso 1 1 calc R . .
C10 C 0.0343(6) -1.1009(3) -0.28196(15) 0.0554(7) Uani 1 1 d . . .
H10A H 0.2055 -1.1005 -0.2987 0.067 Uiso 1 1 calc R . .
H10B H 0.0111 -1.2038 -0.2540 0.067 Uiso 1 1 calc R . .
C13 C -0.1251(6) -0.8783(3) -0.07900(15) 0.0625(8) Uani 1 1 d . . .
H13 H -0.2393 -0.9507 -0.0627 0.075 Uiso 1 1 calc R . .
C14 C -0.1099(6) -0.7394(3) -0.05832(15) 0.0608(8) Uani 1 1 d . . .
H14 H -0.2100 -0.6978 -0.0244 0.073 Uiso 1 1 calc R . .
C12 C 0.1187(6) -1.0124(3) -0.17114(16) 0.0574(7) Uani 1 1 d . . .
H12B H 0.0814 -1.1133 -0.1436 0.069 Uiso 1 1 calc R . .
H12A H 0.2928 -1.0187 -0.1846 0.069 Uiso 1 1 calc R . .
C09 C -0.1226(6) -1.0740(3) -0.34424(16) 0.0587(7) Uani 1 1 d . . .
H09A H -0.1061 -0.9686 -0.3703 0.070 Uiso 1 1 calc R . .
H09B H -0.2928 -1.0793 -0.3271 0.070 Uiso 1 1 calc R . .
C07 C -0.2339(5) -1.1650(3) -0.45360(15) 0.0561(7) Uani 1 1 d . . .
H07A H -0.2188 -1.0613 -0.4817 0.067 Uiso 1 1 calc R . .
H07B H -0.4013 -1.1676 -0.4336 0.067 Uiso 1 1 calc R . .
C11 C -0.0241(6) -0.9781(3) -0.23577(15) 0.0562(7) Uani 1 1 d . . .
H11A H 0.0116 -0.8762 -0.2627 0.067 Uiso 1 1 calc R . .
H11B H -0.1979 -0.9726 -0.2220 0.067 Uiso 1 1 calc R . .
C06 C -0.1880(5) -1.2855(3) -0.50151(15) 0.0547(7) Uani 1 1 d . . .
H06A H -0.0223 -1.2809 -0.5226 0.066 Uiso 1 1 calc R . .
H06B H -0.1988 -1.3895 -0.4733 0.066 Uiso 1 1 calc R . .
C05 C -0.3649(5) -1.2627(3) -0.55932(15) 0.0566(7) Uani 1 1 d . . .
H05A H -0.3469 -1.1610 -0.5890 0.068 Uiso 1 1 calc R . .
H05B H -0.5309 -1.2608 -0.5382 0.068 Uiso 1 1 calc R . .
C04 C -0.3312(5) -1.3872(3) -0.60504(15) 0.0558(7) Uani 1 1 d . . .
H04A H -0.1663 -1.3876 -0.6270 0.067 Uiso 1 1 calc R . .
H04B H -0.3459 -1.4892 -0.5753 0.067 Uiso 1 1 calc R . .
C03 C -0.5111(6) -1.3655(3) -0.66154(15) 0.0568(7) Uani 1 1 d . . .
H03A H -0.4897 -1.2661 -0.6928 0.068 Uiso 1 1 calc R . .
H03B H -0.6760 -1.3587 -0.6398 0.068 Uiso 1 1 calc R . .
C02 C -0.4887(6) -1.4940(3) -0.70488(15) 0.0580(7) Uani 1 1 d . . .
H02A H -0.3265 -1.4979 -0.7285 0.070 Uiso 1 1 calc R . .
H02B H -0.5039 -1.5941 -0.6737 0.070 Uiso 1 1 calc R . .
C01 C -0.6781(6) -1.4726(4) -0.75920(17) 0.0684(8) Uani 1 1 d . . .
H01A H -0.8396 -1.4675 -0.7365 0.103 Uiso 1 1 calc R . .
H01B H -0.6567 -1.5597 -0.7833 0.103 Uiso 1 1 calc R . .
H01C H -0.6580 -1.3769 -0.7922 0.103 Uiso 1 1 calc R . .
Br1 Br 0.61019(6) -1.24758(3) -0.075224(18) 0.06347(14) 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
N03 N02 1.328(3) . ?
N03 C14 1.336(3) . ?
N03 C15 1.470(3) . ?
N02 N01 1.325(3) . ?
N01 C13 1.344(4) . ?
N01 C12 1.482(4) . ?
C15 H15A 0.9600 . ?
C15 H15C 0.9600 . ?
C15 H15B 0.9600 . ?
C08 C09 1.521(4) . ?
C08 C07 1.522(4) . ?
C08 H08B 0.9700 . ?
C08 H08A 0.9700 . ?
C10 C09 1.513(4) . ?
C10 C11 1.520(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C13 C14 1.360(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C12 C11 1.503(4) . ?
C12 H12B 0.9700 . ?
C12 H12A 0.9700 . ?
C09 H09A 0.9700 . ?
C09 H09B 0.9700 . ?
C07 C06 1.524(4) . ?
C07 H07A 0.9700 . ?
C07 H07B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C06 C05 1.518(4) . ?
C06 H06A 0.9700 . ?
C06 H06B 0.9700 . ?
C05 C04 1.520(4) . ?
C05 H05A 0.9700 . ?
C05 H05B 0.9700 . ?
C04 C03 1.511(4) . ?
C04 H04A 0.9700 . ?
C04 H04B 0.9700 . ?
C03 C02 1.517(4) . ?
C03 H03A 0.9700 . ?
C03 H03B 0.9700 . ?
C02 C01 1.517(5) . ?
C02 H02A 0.9700 . ?
C02 H02B 0.9700 . ?
C01 H01A 0.9600 . ?
C01 H01B 0.9600 . ?
C01 H01C 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
N02 N03 C14 112.4(2) . . ?
N02 N03 C15 119.5(2) . . ?
C14 N03 C15 128.1(2) . . ?
N01 N02 N03 103.9(2) . . ?
N02 N01 C13 112.2(2) . . ?
N02 N01 C12 119.1(2) . . ?
C13 N01 C12 128.5(2) . . ?
N03 C15 H15A 109.5 . . ?
N03 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
N03 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15C C15 H15B 109.5 . . ?
C09 C08 C07 114.0(2) . . ?
C09 C08 H08B 108.8 . . ?
C07 C08 H08B 108.8 . . ?
C09 C08 H08A 108.8 . . ?
C07 C08 H08A 108.8 . . ?
H08B C08 H08A 107.6 . . ?
C09 C10 C11 113.3(2) . . ?
C09 C10 H10A 108.9 . . ?
C11 C10 H10A 108.9 . . ?
C09 C10 H10B 108.9 . . ?
C11 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
N01 C13 C14 105.7(2) . . ?
N01 C13 H13 127.2 . . ?
C14 C13 H13 127.2 . . ?
N03 C14 C13 105.9(3) . . ?
N03 C14 H14 127.1 . . ?
C13 C14 H14 127.1 . . ?
N01 C12 C11 111.5(2) . . ?
N01 C12 H12B 109.3 . . ?
C11 C12 H12B 109.3 . . ?
N01 C12 H12A 109.3 . . ?
C11 C12 H12A 109.3 . . ?
H12B C12 H12A 108.0 . . ?
C10 C09 C08 115.4(2) . . ?
C10 C09 H09A 108.4 . . ?
C08 C09 H09A 108.4 . . ?
C10 C09 H09B 108.4 . . ?
C08 C09 H09B 108.4 . . ?
H09A C09 H09B 107.5 . . ?
C08 C07 C06 115.0(2) . . ?
C08 C07 H07A 108.5 . . ?
C06 C07 H07A 108.5 . . ?
C08 C07 H07B 108.5 . . ?
C06 C07 H07B 108.5 . . ?
H07A C07 H07B 107.5 . . ?
C12 C11 C10 113.0(2) . . ?
C12 C11 H11A 109.0 . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C05 C06 C07 114.3(2) . . ?
C05 C06 H06A 108.7 . . ?
C07 C06 H06A 108.7 . . ?
C05 C06 H06B 108.7 . . ?
C07 C06 H06B 108.7 . . ?
H06A C06 H06B 107.6 . . ?
C06 C05 C04 115.0(2) . . ?
C06 C05 H05A 108.5 . . ?
C04 C05 H05A 108.5 . . ?
C06 C05 H05B 108.5 . . ?
C04 C05 H05B 108.5 . . ?
H05A C05 H05B 107.5 . . ?
C03 C04 C05 114.7(2) . . ?
C03 C04 H04A 108.6 . . ?
C05 C04 H04A 108.6 . . ?
C03 C04 H04B 108.6 . . ?
C05 C04 H04B 108.6 . . ?
H04A C04 H04B 107.6 . . ?
C04 C03 C02 115.2(2) . . ?
C04 C03 H03A 108.5 . . ?
C02 C03 H03A 108.5 . . ?
C04 C03 H03B 108.5 . . ?
C02 C03 H03B 108.5 . . ?
H03A C03 H03B 107.5 . . ?
C01 C02 C03 114.1(3) . . ?
C01 C02 H02A 108.7 . . ?
C03 C02 H02A 108.7 . . ?
C01 C02 H02B 108.7 . . ?
C03 C02 H02B 108.7 . . ?
H02A C02 H02B 107.6 . . ?
C02 C01 H01A 109.5 . . ?
C02 C01 H01B 109.5 . . ?
H01A C01 H01B 109.5 . . ?
C02 C01 H01C 109.5 . . ?
H01A C01 H01C 109.5 . . ?
H01B C01 H01C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.941
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.941
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.054
####################################################################### 
# 
# 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_kst_16b
_database_code_depnum_ccdc_archive 'CCDC 1030352'

_audit_update_record             
;
2014-10-21 deposited with the CCDC.
2015-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            '[C12C5triaz] Br'
_chemical_melting_point          ?
_chemical_formula_moiety         C19H38BrN3
_chemical_formula_sum            'C19 H38 Br N3'
_chemical_formula_weight         388.43

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

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

_cell_length_a                   5.4919(9)
_cell_length_b                   8.7562(16)
_cell_length_c                   23.694(5)
_cell_angle_alpha                85.92(2)
_cell_angle_beta                 88.18(2)
_cell_angle_gamma                82.52(2)
_cell_volume                     1126.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9034
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      25.0

_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_meas      ?
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    1.829
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.4446
_exptl_absorpt_correction_T_max  0.8537
_exptl_absorpt_process_details   
'[X-Red(Stoe&Cie,2001)andX-Shape(Stoe&Cie,1999)]'

_exptl_special_details           ?

_diffrn_ambient_temperature      293(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            9043
_diffrn_reflns_av_R_equivalents  0.2044
_diffrn_reflns_av_sigmaI/netI    0.1951
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         24.99
_reflns_number_total             3659
_reflns_number_gt                1847
_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)+(0.2000P)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         3659
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2448
_refine_ls_R_factor_gt           0.1845
_refine_ls_wR_factor_ref         0.4840
_refine_ls_wR_factor_gt          0.4586
_refine_ls_goodness_of_fit_ref   1.474
_refine_ls_restrained_S_all      1.474
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br01 Br 0.6125(3) 1.2192(2) 0.54608(9) 0.0564(8) Uani 1 1 d . . .
N02 N 1.159(3) 0.6674(17) 0.6092(7) 0.052(4) Uani 1 1 d . . .
N03 N 1.020(2) 0.5639(16) 0.5935(7) 0.050(4) Uani 1 1 d . . .
N01 N 1.058(3) 0.7976(17) 0.5836(7) 0.051(4) Uani 1 1 d . . .
C06 C 0.866(3) 0.779(2) 0.5518(8) 0.049(4) Uani 1 1 d . . .
H06 H 0.7692 0.8546 0.5301 0.058 Uiso 1 1 calc R . .
C09 C 1.040(4) 0.406(2) 0.6853(10) 0.060(5) Uani 1 1 d . . .
H09A H 1.0949 0.3032 0.7018 0.072 Uiso 1 1 calc R . .
H09B H 1.1464 0.4756 0.6982 0.072 Uiso 1 1 calc R . .
C04 C 1.184(4) 0.959(2) 0.6546(9) 0.065(6) Uani 1 1 d . . .
H04A H 1.2868 0.8699 0.6711 0.078 Uiso 1 1 calc R . .
H04B H 1.2663 1.0492 0.6592 0.078 Uiso 1 1 calc R . .
C01 C 0.714(8) 1.010(5) 0.7781(13) 0.156(19) Uani 1 1 d . . .
H01A H 0.7320 1.0123 0.8181 0.235 Uiso 1 1 calc R . .
H01B H 0.6208 0.9280 0.7707 0.235 Uiso 1 1 calc R . .
H01C H 0.6300 1.1065 0.7633 0.235 Uiso 1 1 calc R . .
C10 C 0.779(5) 0.455(3) 0.7062(10) 0.076(6) Uani 1 1 d . . .
H10A H 0.6761 0.3771 0.6991 0.092 Uiso 1 1 calc R . .
H10B H 0.7131 0.5509 0.6857 0.092 Uiso 1 1 calc R . .
C08 C 1.063(4) 0.405(2) 0.6212(9) 0.060(5) Uani 1 1 d . . .
H08A H 1.2265 0.3573 0.6108 0.073 Uiso 1 1 calc R . .
H08B H 0.9454 0.3432 0.6077 0.073 Uiso 1 1 calc R . .
C05 C 1.163(3) 0.9410(19) 0.5919(9) 0.051(5) Uani 1 1 d . . .
H05A H 1.0580 1.0288 0.5748 0.061 Uiso 1 1 calc R . .
H05B H 1.3238 0.9374 0.5736 0.061 Uiso 1 1 calc R . .
C07 C 0.844(4) 0.621(3) 0.5583(9) 0.067(6) Uani 1 1 d . . .
H07 H 0.7319 0.5687 0.5416 0.081 Uiso 1 1 calc R . .
C02 C 0.965(6) 0.981(3) 0.7498(9) 0.097(10) Uani 1 1 d . . .
H02A H 1.0502 0.8840 0.7651 0.117 Uiso 1 1 calc R . .
H02B H 1.0602 1.0627 0.7580 0.117 Uiso 1 1 calc R . .
C03 C 0.946(4) 0.977(2) 0.6863(9) 0.066(6) Uani 1 1 d . . .
H03A H 0.8577 0.8924 0.6787 0.080 Uiso 1 1 calc R . .
H03B H 0.8500 1.0720 0.6720 0.080 Uiso 1 1 calc R . .
C19 C -0.36(2) 0.878(5) 1.130(3) 0.52(11) Uani 1 1 d . . .
H19A H -0.5367 0.8934 1.1330 0.781 Uiso 1 1 calc R . .
H19B H -0.2981 0.9726 1.1366 0.781 Uiso 1 1 calc R . .
H19C H -0.2984 0.7995 1.1587 0.781 Uiso 1 1 calc R . .
C11 C 0.776(6) 0.479(4) 0.7698(12) 0.102(9) Uani 1 1 d . . .
H11A H 0.8419 0.3825 0.7896 0.122 Uiso 1 1 calc R . .
H11B H 0.8841 0.5547 0.7762 0.122 Uiso 1 1 calc R . .
C13 C 0.531(8) 0.573(6) 0.8570(15) 0.156(17) Uani 1 1 d . . .
H13A H 0.6374 0.6518 0.8595 0.187 Uiso 1 1 calc R . .
H13B H 0.6004 0.4825 0.8799 0.187 Uiso 1 1 calc R . .
C16 C 0.002(7) 0.729(4) 0.9689(14) 0.112(11) Uani 1 1 d . . .
H16A H -0.0932 0.6444 0.9662 0.134 Uiso 1 1 calc R . .
H16B H -0.0766 0.8163 0.9455 0.134 Uiso 1 1 calc R . .
C14 C 0.253(7) 0.637(5) 0.8852(16) 0.136(15) Uani 1 1 d . . .
H14A H 0.1806 0.7250 0.8615 0.164 Uiso 1 1 calc R . .
H14B H 0.1482 0.5565 0.8841 0.164 Uiso 1 1 calc R . .
C17 C -0.010(9) 0.774(4) 1.0307(18) 0.142(18) Uani 1 1 d . . .
H17A H 0.0754 0.6884 1.0536 0.170 Uiso 1 1 calc R . .
H17B H 0.0806 0.8612 1.0328 0.170 Uiso 1 1 calc R . .
C12 C 0.532(6) 0.530(4) 0.7948(12) 0.100(9) Uani 1 1 d . . .
H12A H 0.4299 0.4486 0.7924 0.120 Uiso 1 1 calc R . .
H12B H 0.4575 0.6194 0.7720 0.120 Uiso 1 1 calc R . .
C15 C 0.254(8) 0.684(4) 0.9447(17) 0.127(13) Uani 1 1 d . . .
H15A H 0.3483 0.7697 0.9457 0.153 Uiso 1 1 calc R . .
H15B H 0.3353 0.5983 0.9684 0.153 Uiso 1 1 calc R . .
C18 C -0.258(10) 0.815(5) 1.057(2) 0.158(19) Uani 1 1 d . . .
H18A H -0.3413 0.7251 1.0533 0.189 Uiso 1 1 calc R . .
H18B H -0.3383 0.8955 1.0317 0.189 Uiso 1 1 calc 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
N02 N01 1.32(2) . ?
N02 N03 1.338(19) . ?
N03 C07 1.32(2) . ?
N03 C08 1.49(2) . ?
N01 C06 1.35(2) . ?
N01 C05 1.47(2) . ?
C06 C07 1.40(3) . ?
C09 C10 1.52(3) . ?
C09 C08 1.52(3) . ?
C04 C03 1.48(3) . ?
C04 C05 1.52(3) . ?
C01 C02 1.51(5) . ?
C10 C11 1.54(4) . ?
C02 C03 1.51(3) . ?
C19 C18 1.90(11) . ?
C11 C12 1.47(4) . ?
C13 C12 1.55(5) . ?
C13 C14 1.69(6) . ?
C16 C15 1.50(5) . ?
C16 C17 1.54(5) . ?
C14 C15 1.50(5) . ?
C17 C18 1.50(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
N01 N02 N03 103.2(13) . . ?
C07 N03 N02 114.4(17) . . ?
C07 N03 C08 127.8(17) . . ?
N02 N03 C08 117.5(15) . . ?
N02 N01 C06 112.7(14) . . ?
N02 N01 C05 118.9(13) . . ?
C06 N01 C05 128.4(15) . . ?
N01 C06 C07 105.4(16) . . ?
C10 C09 C08 113.2(17) . . ?
C03 C04 C05 114.5(16) . . ?
C09 C10 C11 110(2) . . ?
N03 C08 C09 111.6(14) . . ?
N01 C05 C04 109.8(14) . . ?
N03 C07 C06 104.2(18) . . ?
C01 C02 C03 111(2) . . ?
C04 C03 C02 115(2) . . ?
C12 C11 C10 115(2) . . ?
C12 C13 C14 116(3) . . ?
C15 C16 C17 116(3) . . ?
C15 C14 C13 116(3) . . ?
C18 C17 C16 118(3) . . ?
C11 C12 C13 116(3) . . ?
C14 C15 C16 113(3) . . ?
C17 C18 C19 132(4) . . ?

_diffrn_measured_fraction_theta_max 0.920
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.920
_refine_diff_density_max         2.874
_refine_diff_density_min         -1.956
_refine_diff_density_rms         0.257
####################################################################### 
# 
# 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_ks3
_database_code_depnum_ccdc_archive 'CCDC 1030353'

_audit_update_record             
;
2014-10-21 deposited with the CCDC.
2015-01-27 downloaded from the CCDC.
;

_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
