# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

data_added_by_encifer
# 1. SUBMISSION DETAILS

_publ_contact_author             
;
        Martin Nieger
        Laboratory of Inorganic Chemistry
        Department of Chemistry
        Universitity of Helsinki
        P.O. Box 55
        FIN-00014 University of Helsinki
        Finland
;
_publ_contact_author_phone       '++358 9 191 50192'
_publ_contact_author_fax         '++358 9 191 50198'
_publ_contact_author_email       martin.nieger@helsinki.fi
_publ_requested_journal          'J. Chem. Soc. Chem. Commun.'
_publ_requested_coeditor_name    ?

_publ_contact_letter             
;
 enclosed you will find the necessary data (of 5 structures) for our 
 publication in J. Chem. Soc. Chem. Commun.
;

#==============================================================================

# 3. TITLE AND AUTHOR LIST

_publ_section_title              
;
 
;

loop_
_publ_author_name
_publ_author_address
'Hörner, Anna'
;    Institut für Organische Chemie
      Karlsruhe Institute of Technology (KIT)
      Fritz-Haber-Weg 6
      D-76131 Karlsruhe
      Germany
;
'Volz, Daniel'
;    Institut für Organische Chemie
      Karlsruhe Institute of Technology (KIT)
      Fritz-Haber-Weg 6
      D-76131 Karlsruhe
      Germany
;
'Hagendorn, Tobias'
;    Institut für Organische Chemie
      Karlsruhe Institute of Technology (KIT)
      Fritz-Haber-Weg 6
      D-76131 Karlsruhe
      Germany
;
'Fürniss, Daniel'
;    Institut für Organische Chemie
      Karlsruhe Institute of Technology (KIT)
      Fritz-Haber-Weg 6
      D-76131 Karlsruhe
      Germany
;
'Greb, Lutz'
;    Institut für Organische Chemie
      Karlsruhe Institute of Technology (KIT)
      Fritz-Haber-Weg 6
      D-76131 Karlsruhe
      Germany
;
'Nieger, Martin'
;    Laboratory of Inorganic Chemistry
      Department of Chemistry
      Universitity of Helsinki
      P.O. Box 55
      FIN-00014 University of Helsinki
      Finland
;
'Bräse, Stefan'
;    Institut für Organische Chemie
      Karlsruhe Institute of Technology (KIT)
      Fritz-Haber-Weg 6
      D-76131 Karlsruhe
      Germany
;
#==============================================================================

data_sb517_hy

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 9-(4-(4-phenyl-1H-1,2,3-triazol-1-yl)phnyl)-9H-carbazole 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H18 N4'
_chemical_formula_sum            'C26 H18 N4'
_chemical_formula_weight         386.44

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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                   9.171(1)
_cell_length_b                   12.808(1)
_cell_length_c                   16.593(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.81(1)
_cell_angle_gamma                90.00
_cell_volume                     1926.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    141
_cell_measurement_theta_min      1
_cell_measurement_theta_max      25

_exptl_crystal_description       plates
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8077
_exptl_absorpt_correction_T_max  0.9970
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'

_exptl_special_details           
; 
 dx = 35 mm, 40 sec./deg., 2 deg., 3 sets, 139 frames,

;

_diffrn_ambient_temperature      123(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  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method       'rotation in phi and omega, 2 deg.'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14210
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_sigmaI/netI    0.0538
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.95
_diffrn_reflns_theta_max         27.48
_reflns_number_total             4391
_reflns_number_gt                3079
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       Collect
_computing_cell_refinement       EVALCCD
_computing_data_reduction        EVALCCD
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XP
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0448P)²+0.7032P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4391
_refine_ls_number_parameters     282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0860
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1130
_refine_ls_wR_factor_gt          0.0987
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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
N1 N 0.25707(15) 0.60903(11) 0.68188(8) 0.0190(3) Uani 1 1 d . . .
N2 N 0.19033(16) 0.70043(12) 0.69538(8) 0.0247(3) Uani 1 1 d . . .
N3 N 0.22749(17) 0.76827(12) 0.64262(8) 0.0253(3) Uani 1 1 d . . .
C4 C 0.31807(18) 0.72096(13) 0.59539(9) 0.0194(4) Uani 1 1 d . . .
C5 C 0.33752(18) 0.61930(14) 0.62046(9) 0.0210(4) Uani 1 1 d . . .
H5 H 0.3951 0.5673 0.5993 0.029(5) Uiso 1 1 calc R . .
C6 C 0.23823(17) 0.51820(13) 0.72882(9) 0.0170(3) Uani 1 1 d . . .
C7 C 0.35075(18) 0.44463(13) 0.74148(9) 0.0188(4) Uani 1 1 d . . .
H7 H 0.4384 0.4545 0.7184 0.023(5) Uiso 1 1 calc R . .
C8 C 0.33434(17) 0.35699(13) 0.78788(9) 0.0182(3) Uani 1 1 d . . .
H8 H 0.4121 0.3075 0.7983 0.021(5) Uiso 1 1 calc R . .
C9 C 0.20347(17) 0.34138(13) 0.81934(9) 0.0171(3) Uani 1 1 d . . .
C10 C 0.08990(18) 0.41415(13) 0.80469(9) 0.0187(4) Uani 1 1 d . . .
H10 H 0.0001 0.4027 0.8253 0.021(5) Uiso 1 1 calc R . .
C11 C 0.10784(17) 0.50348(13) 0.76002(9) 0.0183(4) Uani 1 1 d . . .
H11 H 0.0315 0.5542 0.7509 0.017(4) Uiso 1 1 calc R . .
N12 N 0.18743(14) 0.25095(11) 0.86639(8) 0.0183(3) Uani 1 1 d . . .
C13 C 0.14161(17) 0.24933(14) 0.94294(9) 0.0192(4) Uani 1 1 d . . .
C14 C 0.10127(18) 0.33187(14) 0.98938(9) 0.0221(4) Uani 1 1 d . . .
H14 H 0.1009 0.4018 0.9703 0.028(5) Uiso 1 1 calc R . .
C15 C 0.06158(19) 0.30796(15) 1.06481(10) 0.0250(4) Uani 1 1 d . . .
H15 H 0.0333 0.3627 1.0978 0.029(5) Uiso 1 1 calc R . .
C16 C 0.06225(19) 0.20532(16) 1.09325(10) 0.0272(4) Uani 1 1 d . . .
H16 H 0.0338 0.1914 1.1449 0.035(5) Uiso 1 1 calc R . .
C17 C 0.10387(19) 0.12364(15) 1.04718(10) 0.0244(4) Uani 1 1 d . . .
H17 H 0.1044 0.0540 1.0669 0.029 Uiso 1 1 calc R . .
C18 C 0.14524(17) 0.14530(14) 0.97090(9) 0.0198(4) Uani 1 1 d . . .
C19 C 0.19540(17) 0.08117(13) 0.90856(9) 0.0194(4) Uani 1 1 d . . .
C20 C 0.21907(18) -0.02598(14) 0.90034(10) 0.0230(4) Uani 1 1 d . . .
H20 H 0.2079 -0.0726 0.9435 0.028 Uiso 1 1 calc R . .
C21 C 0.25897(18) -0.06331(14) 0.82850(11) 0.0249(4) Uani 1 1 d . . .
H21 H 0.2749 -0.1360 0.8224 0.033(5) Uiso 1 1 calc R . .
C22 C 0.27613(17) 0.00494(14) 0.76474(10) 0.0225(4) Uani 1 1 d . . .
H22 H 0.3004 -0.0226 0.7153 0.024(5) Uiso 1 1 calc R . .
C23 C 0.25847(17) 0.11184(14) 0.77216(9) 0.0198(4) Uani 1 1 d . . .
H23 H 0.2729 0.1581 0.7293 0.026(5) Uiso 1 1 calc R . .
C24 C 0.21863(17) 0.14910(13) 0.84498(9) 0.0184(3) Uani 1 1 d . . .
C25 C 0.37616(18) 0.77477(13) 0.52826(9) 0.0203(4) Uani 1 1 d . . .
C26 C 0.3257(2) 0.87429(15) 0.50349(11) 0.0286(4) Uani 1 1 d . . .
H26 H 0.2551 0.9085 0.5305 0.034 Uiso 1 1 calc R . .
C27 C 0.3792(2) 0.92297(16) 0.43933(12) 0.0354(5) Uani 1 1 d . . .
H27 H 0.3453 0.9909 0.4228 0.042 Uiso 1 1 calc R . .
C28 C 0.4812(2) 0.87356(17) 0.39929(11) 0.0332(5) Uani 1 1 d . . .
H28 H 0.5162 0.9071 0.3549 0.040 Uiso 1 1 calc R . .
C29 C 0.5322(2) 0.77589(16) 0.42376(10) 0.0289(4) Uani 1 1 d . . .
H29 H 0.6031 0.7421 0.3966 0.035 Uiso 1 1 calc R . .
C30 C 0.47998(19) 0.72658(14) 0.48823(10) 0.0241(4) Uani 1 1 d . . .
H30 H 0.5157 0.6592 0.5051 0.029 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
N1 C5 1.353(2) . ?
N1 N2 1.355(2) . ?
N1 C6 1.425(2) . ?
N2 N3 1.315(2) . ?
N3 C4 1.368(2) . ?
C4 C5 1.370(2) . ?
C4 C25 1.477(2) . ?
C5 H5 0.9500 . ?
C6 C11 1.387(2) . ?
C6 C7 1.389(2) . ?
C7 C8 1.382(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.395(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.391(2) . ?
C9 N12 1.417(2) . ?
C10 C11 1.387(2) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
N12 C24 1.393(2) . ?
N12 C13 1.3978(19) . ?
C13 C14 1.391(2) . ?
C13 C18 1.410(2) . ?
C14 C15 1.390(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.396(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.383(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.404(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.450(2) . ?
C19 C20 1.399(2) . ?
C19 C24 1.409(2) . ?
C20 C21 1.385(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.400(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.386(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.399(2) . ?
C23 H23 0.9500 . ?
C25 C30 1.387(2) . ?
C25 C26 1.396(2) . ?
C26 C27 1.386(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.381(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.375(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.389(2) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?

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
C5 N1 N2 110.65(14) . . ?
C5 N1 C6 128.07(14) . . ?
N2 N1 C6 121.28(13) . . ?
N3 N2 N1 106.93(13) . . ?
N2 N3 C4 109.31(14) . . ?
N3 C4 C5 108.02(14) . . ?
N3 C4 C25 123.11(15) . . ?
C5 C4 C25 128.84(15) . . ?
N1 C5 C4 105.09(15) . . ?
N1 C5 H5 127.5 . . ?
C4 C5 H5 127.5 . . ?
C11 C6 C7 120.95(15) . . ?
C11 C6 N1 119.91(15) . . ?
C7 C6 N1 119.14(14) . . ?
C8 C7 C6 119.55(15) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C7 C8 C9 119.89(15) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C10 C9 C8 120.19(15) . . ?
C10 C9 N12 120.38(14) . . ?
C8 C9 N12 119.43(14) . . ?
C11 C10 C9 119.95(15) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C6 C11 C10 119.43(15) . . ?
C6 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C24 N12 C13 108.66(13) . . ?
C24 N12 C9 125.61(13) . . ?
C13 N12 C9 125.72(14) . . ?
C14 C13 N12 129.38(16) . . ?
C14 C13 C18 122.06(15) . . ?
N12 C13 C18 108.54(14) . . ?
C15 C14 C13 117.37(17) . . ?
C15 C14 H14 121.3 . . ?
C13 C14 H14 121.3 . . ?
C14 C15 C16 121.57(17) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C17 C16 C15 120.82(15) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 118.98(17) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C17 C18 C13 119.18(15) . . ?
C17 C18 C19 133.67(16) . . ?
C13 C18 C19 107.14(14) . . ?
C20 C19 C24 119.29(15) . . ?
C20 C19 C18 134.11(15) . . ?
C24 C19 C18 106.58(15) . . ?
C21 C20 C19 119.21(16) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C20 C21 C22 120.68(17) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C23 C22 C21 121.43(15) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C22 C23 C24 117.60(15) . . ?
C22 C23 H23 121.2 . . ?
C24 C23 H23 121.2 . . ?
N12 C24 C23 129.11(15) . . ?
N12 C24 C19 109.08(14) . . ?
C23 C24 C19 121.72(16) . . ?
C30 C25 C26 119.09(15) . . ?
C30 C25 C4 120.47(15) . . ?
C26 C25 C4 120.44(15) . . ?
C27 C26 C25 119.77(17) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C28 C27 C26 120.56(18) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C29 C28 C27 119.97(17) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C28 C29 C30 119.97(17) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C25 C30 C29 120.63(17) . . ?
C25 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 N2 N3 0.31(18) . . . . ?
C6 N1 N2 N3 -179.45(13) . . . . ?
N1 N2 N3 C4 -0.14(18) . . . . ?
N2 N3 C4 C5 -0.07(19) . . . . ?
N2 N3 C4 C25 178.07(15) . . . . ?
N2 N1 C5 C4 -0.34(18) . . . . ?
C6 N1 C5 C4 179.39(14) . . . . ?
N3 C4 C5 N1 0.25(18) . . . . ?
C25 C4 C5 N1 -177.76(15) . . . . ?
C5 N1 C6 C11 -149.47(16) . . . . ?
N2 N1 C6 C11 30.2(2) . . . . ?
C5 N1 C6 C7 29.5(2) . . . . ?
N2 N1 C6 C7 -150.81(15) . . . . ?
C11 C6 C7 C8 -2.0(2) . . . . ?
N1 C6 C7 C8 179.09(14) . . . . ?
C6 C7 C8 C9 2.1(2) . . . . ?
C7 C8 C9 C10 -0.5(2) . . . . ?
C7 C8 C9 N12 179.59(14) . . . . ?
C8 C9 C10 C11 -1.2(2) . . . . ?
N12 C9 C10 C11 178.65(14) . . . . ?
C7 C6 C11 C10 0.2(2) . . . . ?
N1 C6 C11 C10 179.15(14) . . . . ?
C9 C10 C11 C6 1.4(2) . . . . ?
C10 C9 N12 C24 131.62(16) . . . . ?
C8 C9 N12 C24 -48.5(2) . . . . ?
C10 C9 N12 C13 -50.3(2) . . . . ?
C8 C9 N12 C13 129.65(16) . . . . ?
C24 N12 C13 C14 178.92(16) . . . . ?
C9 N12 C13 C14 0.5(3) . . . . ?
C24 N12 C13 C18 0.62(17) . . . . ?
C9 N12 C13 C18 -177.77(14) . . . . ?
N12 C13 C14 C15 -179.19(16) . . . . ?
C18 C13 C14 C15 -1.1(2) . . . . ?
C13 C14 C15 C16 0.1(2) . . . . ?
C14 C15 C16 C17 0.5(3) . . . . ?
C15 C16 C17 C18 -0.2(3) . . . . ?
C16 C17 C18 C13 -0.7(2) . . . . ?
C16 C17 C18 C19 179.11(17) . . . . ?
C14 C13 C18 C17 1.4(2) . . . . ?
N12 C13 C18 C17 179.87(14) . . . . ?
C14 C13 C18 C19 -178.46(15) . . . . ?
N12 C13 C18 C19 -0.01(17) . . . . ?
C17 C18 C19 C20 1.2(3) . . . . ?
C13 C18 C19 C20 -178.90(17) . . . . ?
C17 C18 C19 C24 179.56(18) . . . . ?
C13 C18 C19 C24 -0.58(17) . . . . ?
C24 C19 C20 C21 -2.6(2) . . . . ?
C18 C19 C20 C21 175.53(17) . . . . ?
C19 C20 C21 C22 0.2(2) . . . . ?
C20 C21 C22 C23 2.0(3) . . . . ?
C21 C22 C23 C24 -1.8(2) . . . . ?
C13 N12 C24 C23 175.36(16) . . . . ?
C9 N12 C24 C23 -6.2(3) . . . . ?
C13 N12 C24 C19 -1.00(17) . . . . ?
C9 N12 C24 C19 177.39(14) . . . . ?
C22 C23 C24 N12 -176.65(15) . . . . ?
C22 C23 C24 C19 -0.7(2) . . . . ?
C20 C19 C24 N12 179.59(14) . . . . ?
C18 C19 C24 N12 0.98(17) . . . . ?
C20 C19 C24 C23 2.9(2) . . . . ?
C18 C19 C24 C23 -175.71(14) . . . . ?
N3 C4 C25 C30 173.02(15) . . . . ?
C5 C4 C25 C30 -9.2(3) . . . . ?
N3 C4 C25 C26 -7.9(2) . . . . ?
C5 C4 C25 C26 169.86(17) . . . . ?
C30 C25 C26 C27 0.4(3) . . . . ?
C4 C25 C26 C27 -178.74(17) . . . . ?
C25 C26 C27 C28 0.4(3) . . . . ?
C26 C27 C28 C29 -0.9(3) . . . . ?
C27 C28 C29 C30 0.6(3) . . . . ?
C26 C25 C30 C29 -0.7(2) . . . . ?
C4 C25 C30 C29 178.42(16) . . . . ?
C28 C29 C30 C25 0.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.049
_database_code_depnum_ccdc_archive 'CCDC 936576'
data_added_by_encifer
# 1. SUBMISSION DETAILS

_publ_contact_author             
;
        Martin Nieger
        Laboratory of Inorganic Chemistry
        Department of Chemistry
        Universitity of Helsinki
        P.O. Box 55
        FIN-00014 University of Helsinki
        Finland
;
_publ_contact_author_phone       '++358 9 191 50192'
_publ_contact_author_fax         '++358 9 191 50198'
_publ_contact_author_email       martin.nieger@helsinki.fi
_publ_requested_journal          'J. Chem. Soc. Chem. Commun.'
_publ_requested_coeditor_name    ?

_publ_contact_letter             
;
 enclosed you will find the necessary data (of 5 structures) for our 
 publication in J. Chem. Soc. Chem. Commun.
;

#==============================================================================

# 3. TITLE AND AUTHOR LIST

_publ_section_title              
;
 
;

loop_
_publ_author_name
_publ_author_address
'Hörner, Anna'
;    Institut für Organische Chemie
      Karlsruhe Institute of Technology (KIT)
      Fritz-Haber-Weg 6
      D-76131 Karlsruhe
      Germany
;
'Volz, Daniel'
;    Institut für Organische Chemie
      Karlsruhe Institute of Technology (KIT)
      Fritz-Haber-Weg 6
      D-76131 Karlsruhe
      Germany
;
'Hagendorn, Tobias'
;    Institut für Organische Chemie
      Karlsruhe Institute of Technology (KIT)
      Fritz-Haber-Weg 6
      D-76131 Karlsruhe
      Germany
;
'Fürniss, Daniel'
;    Institut für Organische Chemie
      Karlsruhe Institute of Technology (KIT)
      Fritz-Haber-Weg 6
      D-76131 Karlsruhe
      Germany
;
'Greb, Lutz'
;    Institut für Organische Chemie
      Karlsruhe Institute of Technology (KIT)
      Fritz-Haber-Weg 6
      D-76131 Karlsruhe
      Germany
;
'Nieger, Martin'
;    Laboratory of Inorganic Chemistry
      Department of Chemistry
      Universitity of Helsinki
      P.O. Box 55
      FIN-00014 University of Helsinki
      Finland
;
'Bräse, Stefan'
;    Institut für Organische Chemie
      Karlsruhe Institute of Technology (KIT)
      Fritz-Haber-Weg 6
      D-76131 Karlsruhe
      Germany
;

#==============================================================================

data_sb514_f

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 2-(1-(4-(9H-carbazol-9-yl)phenyl)-1H-1,2,3-triazol-4-yl)propan-2-ol 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H20 N4 O'
_chemical_formula_sum            'C23 H20 N4 O'
_chemical_formula_weight         368.43

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   ' P b c a'

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

_cell_length_a                   16.967(1)
_cell_length_b                   9.805(1)
_cell_length_c                   22.225(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3697.4(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    153
_cell_measurement_theta_min      2
_cell_measurement_theta_max      25

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1552
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6559
_exptl_absorpt_correction_T_max  0.9985
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'

_exptl_special_details           
; 
 dx = 40 mm, 160 sec./deg., 1 deg., 5 sets, 511 frames,

;

_diffrn_ambient_temperature      123(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  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method       'rotation in phi and omega, 1 deg.'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            37494
_diffrn_reflns_av_R_equivalents  0.0991
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3258
_reflns_number_gt                2317
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       Collect
_computing_cell_refinement       EVALCCD
_computing_data_reduction        EVALCCD
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XP
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0392P)²+3.5613P] 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         3258
_refine_ls_number_parameters     256
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0872
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1221
_refine_ls_wR_factor_gt          0.1082
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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
N1 N 0.39350(11) 0.2694(2) 0.43659(9) 0.0210(5) Uani 1 1 d . . .
N2 N 0.33959(12) 0.1743(2) 0.45236(9) 0.0263(5) Uani 1 1 d . . .
N3 N 0.30233(12) 0.2216(2) 0.49981(9) 0.0250(5) Uani 1 1 d . . .
C4 C 0.33147(14) 0.3471(2) 0.51439(11) 0.0198(5) Uani 1 1 d . . .
C5 C 0.39009(13) 0.3775(2) 0.47447(11) 0.0208(5) Uani 1 1 d . . .
H5 H 0.4217 0.4574 0.4735 0.025 Uiso 1 1 calc R . .
C6 C 0.43916(14) 0.2519(2) 0.38334(10) 0.0209(6) Uani 1 1 d . . .
C7 C 0.51682(14) 0.2950(3) 0.38131(11) 0.0256(6) Uani 1 1 d . . .
H7 H 0.5405 0.3359 0.4156 0.031 Uiso 1 1 calc R . .
C8 C 0.55930(14) 0.2779(3) 0.32909(11) 0.0253(6) Uani 1 1 d . . .
H8 H 0.6124 0.3085 0.3272 0.030 Uiso 1 1 calc R . .
C9 C 0.52547(13) 0.2167(2) 0.27945(11) 0.0223(6) Uani 1 1 d . . .
C10 C 0.44743(14) 0.1738(3) 0.28169(11) 0.0251(6) Uani 1 1 d . . .
H10 H 0.4240 0.1319 0.2476 0.030 Uiso 1 1 calc R . .
C11 C 0.40404(14) 0.1921(2) 0.33373(11) 0.0247(6) Uani 1 1 d . . .
H11 H 0.3505 0.1639 0.3354 0.030 Uiso 1 1 calc R . .
N12 N 0.56960(11) 0.1961(2) 0.22532(9) 0.0232(5) Uani 1 1 d . . .
C13 C 0.63040(13) 0.1016(2) 0.21791(11) 0.0217(6) Uani 1 1 d . . .
C14 C 0.66739(14) 0.0206(3) 0.26069(12) 0.0268(6) Uani 1 1 d . . .
H14 H 0.6524 0.0242 0.3018 0.032 Uiso 1 1 calc R . .
C15 C 0.72676(14) -0.0655(3) 0.24135(12) 0.0288(6) Uani 1 1 d . . .
H15 H 0.7524 -0.1230 0.2697 0.035 Uiso 1 1 calc R . .
C16 C 0.74968(15) -0.0698(3) 0.18162(12) 0.0292(6) Uani 1 1 d . . .
H16 H 0.7911 -0.1291 0.1697 0.035 Uiso 1 1 calc R . .
C17 C 0.71304(14) 0.0111(3) 0.13906(12) 0.0255(6) Uani 1 1 d . . .
H17 H 0.7292 0.0080 0.0982 0.031 Uiso 1 1 calc R . .
C18 C 0.65220(13) 0.0969(2) 0.15683(11) 0.0199(5) Uani 1 1 d . . .
C19 C 0.60121(14) 0.1938(2) 0.12564(11) 0.0213(6) Uani 1 1 d . . .
C20 C 0.59566(15) 0.2390(3) 0.06610(11) 0.0260(6) Uani 1 1 d . . .
H20 H 0.6293 0.2025 0.0359 0.031 Uiso 1 1 calc R . .
C21 C 0.54064(15) 0.3372(3) 0.05187(12) 0.0301(6) Uani 1 1 d . . .
H21 H 0.5361 0.3677 0.0115 0.036 Uiso 1 1 calc R . .
C22 C 0.49134(15) 0.3927(3) 0.09601(12) 0.0292(6) Uani 1 1 d . . .
H22 H 0.4539 0.4604 0.0851 0.035 Uiso 1 1 calc R . .
C23 C 0.49634(14) 0.3504(2) 0.15512(12) 0.0261(6) Uani 1 1 d . . .
H23 H 0.4631 0.3884 0.1852 0.031 Uiso 1 1 calc R . .
C24 C 0.55129(13) 0.2510(2) 0.16938(11) 0.0214(6) Uani 1 1 d . . .
C25 C 0.29943(14) 0.4279(2) 0.56674(11) 0.0217(6) Uani 1 1 d . . .
C26 C 0.20984(14) 0.4160(3) 0.56910(12) 0.0288(6) Uani 1 1 d . . .
H26A H 0.1897 0.4691 0.6031 0.043 Uiso 1 1 calc R . .
H26B H 0.1950 0.3200 0.5741 0.043 Uiso 1 1 calc R . .
H26C H 0.1873 0.4512 0.5316 0.043 Uiso 1 1 calc R . .
C27 C 0.33730(16) 0.3808(3) 0.62475(11) 0.0325(7) Uani 1 1 d . . .
H27A H 0.3163 0.4342 0.6584 0.049 Uiso 1 1 calc R . .
H27B H 0.3945 0.3937 0.6223 0.049 Uiso 1 1 calc R . .
H27C H 0.3256 0.2840 0.6311 0.049 Uiso 1 1 calc R . .
O28 O 0.32119(10) 0.56813(17) 0.55873(8) 0.0256(4) Uani 1 1 d D . .
H28 H 0.2840(13) 0.606(3) 0.5380(11) 0.038 Uiso 1 1 d 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
N1 N2 1.353(3) . ?
N1 C5 1.355(3) . ?
N1 C6 1.425(3) . ?
N2 N3 1.314(3) . ?
N3 C4 1.365(3) . ?
C4 C5 1.366(3) . ?
C4 C25 1.509(3) . ?
C5 H5 0.9500 . ?
C6 C11 1.383(3) . ?
C6 C7 1.385(3) . ?
C7 C8 1.376(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.381(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(3) . ?
C9 N12 1.431(3) . ?
C10 C11 1.383(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
N12 C24 1.390(3) . ?
N12 C13 1.397(3) . ?
C13 C14 1.389(3) . ?
C13 C18 1.408(3) . ?
C14 C15 1.383(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.389(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.459(3) . ?
C19 C20 1.399(3) . ?
C19 C24 1.406(3) . ?
C20 C21 1.378(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.399(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.380(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.385(3) . ?
C23 H23 0.9500 . ?
C25 O28 1.435(3) . ?
C25 C27 1.513(3) . ?
C25 C26 1.526(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
O28 H28 0.866(17) . ?

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 N1 C5 110.46(19) . . ?
N2 N1 C6 119.98(19) . . ?
C5 N1 C6 129.3(2) . . ?
N3 N2 N1 106.83(18) . . ?
N2 N3 C4 109.56(19) . . ?
N3 C4 C5 107.8(2) . . ?
N3 C4 C25 121.7(2) . . ?
C5 C4 C25 130.5(2) . . ?
N1 C5 C4 105.3(2) . . ?
N1 C5 H5 127.3 . . ?
C4 C5 H5 127.3 . . ?
C11 C6 C7 120.9(2) . . ?
C11 C6 N1 118.6(2) . . ?
C7 C6 N1 120.5(2) . . ?
C8 C7 C6 119.2(2) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C7 C8 C9 120.6(2) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
C8 C9 C10 119.9(2) . . ?
C8 C9 N12 121.0(2) . . ?
C10 C9 N12 119.1(2) . . ?
C11 C10 C9 119.8(2) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C6 119.5(2) . . ?
C10 C11 H11 120.3 . . ?
C6 C11 H11 120.3 . . ?
C24 N12 C13 108.47(19) . . ?
C24 N12 C9 125.5(2) . . ?
C13 N12 C9 125.4(2) . . ?
C14 C13 N12 129.2(2) . . ?
C14 C13 C18 121.5(2) . . ?
N12 C13 C18 109.2(2) . . ?
C15 C14 C13 117.7(2) . . ?
C15 C14 H14 121.1 . . ?
C13 C14 H14 121.1 . . ?
C14 C15 C16 121.4(2) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C17 C16 C15 120.8(2) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 119.2(2) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C17 C18 C13 119.3(2) . . ?
C17 C18 C19 134.4(2) . . ?
C13 C18 C19 106.3(2) . . ?
C20 C19 C24 119.1(2) . . ?
C20 C19 C18 134.1(2) . . ?
C24 C19 C18 106.8(2) . . ?
C21 C20 C19 119.0(2) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C20 C21 C22 121.1(2) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C23 C22 C21 120.9(2) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C22 C23 C24 118.1(2) . . ?
C22 C23 H23 121.0 . . ?
C24 C23 H23 121.0 . . ?
C23 C24 N12 128.9(2) . . ?
C23 C24 C19 121.9(2) . . ?
N12 C24 C19 109.2(2) . . ?
O28 C25 C4 108.34(19) . . ?
O28 C25 C27 106.8(2) . . ?
C4 C25 C27 110.1(2) . . ?
O28 C25 C26 109.51(19) . . ?
C4 C25 C26 110.2(2) . . ?
C27 C25 C26 111.8(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 O28 H28 106.9(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 N2 N3 0.0(3) . . . . ?
C6 N1 N2 N3 -175.0(2) . . . . ?
N1 N2 N3 C4 0.5(3) . . . . ?
N2 N3 C4 C5 -0.8(3) . . . . ?
N2 N3 C4 C25 179.3(2) . . . . ?
N2 N1 C5 C4 -0.5(3) . . . . ?
C6 N1 C5 C4 173.9(2) . . . . ?
N3 C4 C5 N1 0.8(3) . . . . ?
C25 C4 C5 N1 -179.4(2) . . . . ?
N2 N1 C6 C11 35.9(3) . . . . ?
C5 N1 C6 C11 -138.0(3) . . . . ?
N2 N1 C6 C7 -144.7(2) . . . . ?
C5 N1 C6 C7 41.4(4) . . . . ?
C11 C6 C7 C8 0.0(4) . . . . ?
N1 C6 C7 C8 -179.4(2) . . . . ?
C6 C7 C8 C9 -0.9(4) . . . . ?
C7 C8 C9 C10 1.0(4) . . . . ?
C7 C8 C9 N12 -178.8(2) . . . . ?
C8 C9 C10 C11 -0.2(4) . . . . ?
N12 C9 C10 C11 179.6(2) . . . . ?
C9 C10 C11 C6 -0.7(4) . . . . ?
C7 C6 C11 C10 0.8(4) . . . . ?
N1 C6 C11 C10 -179.8(2) . . . . ?
C8 C9 N12 C24 -119.2(3) . . . . ?
C10 C9 N12 C24 61.0(3) . . . . ?
C8 C9 N12 C13 71.4(3) . . . . ?
C10 C9 N12 C13 -108.4(3) . . . . ?
C24 N12 C13 C14 -179.3(2) . . . . ?
C9 N12 C13 C14 -8.3(4) . . . . ?
C24 N12 C13 C18 0.8(3) . . . . ?
C9 N12 C13 C18 171.8(2) . . . . ?
N12 C13 C14 C15 -179.9(2) . . . . ?
C18 C13 C14 C15 0.0(4) . . . . ?
C13 C14 C15 C16 1.0(4) . . . . ?
C14 C15 C16 C17 -0.8(4) . . . . ?
C15 C16 C17 C18 -0.3(4) . . . . ?
C16 C17 C18 C13 1.3(3) . . . . ?
C16 C17 C18 C19 -179.9(2) . . . . ?
C14 C13 C18 C17 -1.1(3) . . . . ?
N12 C13 C18 C17 178.8(2) . . . . ?
C14 C13 C18 C19 179.7(2) . . . . ?
N12 C13 C18 C19 -0.4(3) . . . . ?
C17 C18 C19 C20 -1.8(5) . . . . ?
C13 C18 C19 C20 177.2(3) . . . . ?
C17 C18 C19 C24 -179.2(3) . . . . ?
C13 C18 C19 C24 -0.2(2) . . . . ?
C24 C19 C20 C21 -0.8(3) . . . . ?
C18 C19 C20 C21 -178.0(2) . . . . ?
C19 C20 C21 C22 0.7(4) . . . . ?
C20 C21 C22 C23 -0.1(4) . . . . ?
C21 C22 C23 C24 -0.3(4) . . . . ?
C22 C23 C24 N12 177.2(2) . . . . ?
C22 C23 C24 C19 0.2(4) . . . . ?
C13 N12 C24 C23 -178.3(2) . . . . ?
C9 N12 C24 C23 10.7(4) . . . . ?
C13 N12 C24 C19 -1.0(3) . . . . ?
C9 N12 C24 C19 -171.9(2) . . . . ?
C20 C19 C24 C23 0.4(3) . . . . ?
C18 C19 C24 C23 178.3(2) . . . . ?
C20 C19 C24 N12 -177.1(2) . . . . ?
C18 C19 C24 N12 0.8(3) . . . . ?
N3 C4 C25 O28 -160.7(2) . . . . ?
C5 C4 C25 O28 19.4(3) . . . . ?
N3 C4 C25 C27 82.8(3) . . . . ?
C5 C4 C25 C27 -97.0(3) . . . . ?
N3 C4 C25 C26 -40.9(3) . . . . ?
C5 C4 C25 C26 139.2(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O28 H28 N3 0.866(17) 2.037(18) 2.894(3) 170(3) 8_665
C7 H7 O28 0.95 2.59 3.336(3) 135.5 5_666
C26 H26B O28 0.98 2.51 3.459(3) 163.3 8_655

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.052

#==============================================================================
#_eof # End of Crystallographic Information File

_database_code_depnum_ccdc_archive 'CCDC 936577'
