##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section E. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section E, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_I
_audit_creation_method     'SHELXL-2014/7'
_database_code_depnum_ccdc_archive     'CCDC 1049508'
_chemical_name_systematic
;
1-{1-[2-(Phenylselanyl)phenyl]-1H-1,2,3-triazol-4-yl}cyclohexan-1-ol
;
_chemical_name_common     ?
_chemical_formula_moiety     'C20 H21 N3 O Se'
_chemical_formula_sum     'C20 H21 N3 O Se'
_chemical_formula_iupac     'C20 H21 N3 O Se'
_chemical_formula_weight     398.36
_chemical_melting_point     ?
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system     triclinic
_space_group_name_H-M_alt     'P -1'
_space_group_name_Hall     '-P 1'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     10.7480(4)
_cell_length_b     13.7497(6)
_cell_length_c     13.8849(5)
_cell_angle_alpha     112.432(4)
_cell_angle_beta     92.889(3)
_cell_angle_gamma     104.059(3)
_cell_volume     1816.28(13)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     19807
_cell_measurement_theta_min     3.4856
_cell_measurement_theta_max     74.3257
_cell_measurement_temperature     100(2)
_exptl_crystal_description     prism
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.200
_exptl_crystal_size_mid     0.100
_exptl_crystal_size_min     0.050
_exptl_crystal_density_diffrn     1.457
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     816
_exptl_absorpt_coefficient_mu     2.893
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2011)
;
_shelx_estimated_absorpt_T_min     0.595
_shelx_estimated_absorpt_T_max     0.869
_exptl_absorpt_correction_T_min     0.88433
_exptl_absorpt_correction_T_max     1.00000
_diffrn_ambient_temperature     100(2)
_diffrn_radiation_type     CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type     'Agilent SuperNova CCD'
_diffrn_measurement_method     'ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     26101
_diffrn_reflns_av_R_equivalents     0.0872
_diffrn_reflns_theta_min     3.488
_diffrn_reflns_theta_max     74.496
_diffrn_reflns_theta_full     67.684
_diffrn_measured_fraction_theta_max     0.981
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -13
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_k_min     -17
_diffrn_reflns_limit_k_max     17
_diffrn_reflns_limit_l_min     -17
_diffrn_reflns_limit_l_max     16
_refine_special_details     ?
_reflns_number_total     7291
_reflns_number_gt     7014
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0405
_refine_ls_R_factor_gt     0.0390
_refine_ls_wR_factor_gt     0.1046
_refine_ls_wR_factor_ref     0.1065
_refine_ls_goodness_of_fit_ref     1.076
_refine_ls_restrained_S_all     1.076
_refine_ls_number_reflns     7291
_refine_ls_number_parameters     453
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0551P)²+1.3888P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     1.064
_refine_diff_density_min     -1.110
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     .
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0181 0.0091
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0311 0.0180
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0492 0.0322
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Se' 'Se' -0.7943 1.1372
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
CrysAlis PRO (Agilent, 2011)
;
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2011)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2011)
;
_computing_structure_solution
;
SIR2014 (Burla et al.,  2015)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012), QMOL (Gans & Shalloway,
2001) and
DIAMOND (Brandenburg, 2006)
;
_computing_publication_material
;
MarvinSketch (ChemAxon, 2010) and publCIF (Westrip, 2010)
;
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Se Se1 0.79205(2) 0.69748(2) 0.10496(2) 0.01986(9) Uani d 1 . .
    O O1 0.42441(13) 0.72340(12) 0.48557(12) 0.0183(3) Uani d 1 . .
    H H1O 0.3939 0.7718 0.4792 0.027 Uiso calc 1 . .
    N N1 0.64154(16) 0.81972(13) 0.27686(13) 0.0133(3) Uani d 1 . .
    N N2 0.75895(16) 0.82424(14) 0.32115(14) 0.0161(4) Uani d 1 . .
    N N3 0.74173(17) 0.80356(15) 0.40452(14) 0.0155(3) Uani d 1 . .
    C C1 0.56313(18) 0.76209(16) 0.50571(15) 0.0133(4) Uani d 1 . .
    C C2 0.6108(2) 0.86650(17) 0.60809(16) 0.0177(4) Uani d 1 . .
    H H2A 0.7062 0.8956 0.6162 0.021 Uiso calc 1 . .
    H H2B 0.5715 0.9228 0.6030 0.021 Uiso calc 1 . .
    C C3 0.5763(2) 0.84618(18) 0.70586(17) 0.0205(4) Uani d 1 . .
    H H3A 0.6154 0.9142 0.7700 0.025 Uiso calc 1 . .
    H H3B 0.4808 0.8272 0.7028 0.025 Uiso calc 1 . .
    C C4 0.6255(2) 0.75324(18) 0.71257(18) 0.0228(5) Uani d 1 . .
    H H4A 0.5977 0.7390 0.7740 0.027 Uiso calc 1 . .
    H H4B 0.7217 0.7753 0.7229 0.027 Uiso calc 1 . .
    C C5 0.5723(2) 0.64827(18) 0.61151(17) 0.0207(4) Uani d 1 . .
    H H5A 0.6074 0.5897 0.6163 0.025 Uiso calc 1 . .
    H H5B 0.4764 0.6231 0.6040 0.025 Uiso calc 1 . .
    C C6 0.6101(2) 0.66891(16) 0.51505(16) 0.0163(4) Uani d 1 . .
    H H6A 0.5722 0.6009 0.4506 0.020 Uiso calc 1 . .
    H H6B 0.7058 0.6876 0.5199 0.020 Uiso calc 1 . .
    C C7 0.61347(19) 0.78607(15) 0.41545(15) 0.0131(4) Uani d 1 . .
    C C8 0.54837(18) 0.79664(15) 0.33409(15) 0.0131(4) Uani d 1 . .
    H H8 0.4583 0.7895 0.3207 0.016 Uiso calc 1 . .
    C C9 0.62903(18) 0.84138(16) 0.18508(16) 0.0135(4) Uani d 1 . .
    C C10 0.69676(19) 0.79898(16) 0.10285(16) 0.0143(4) Uani d 1 . .
    C C11 0.6872(2) 0.82657(17) 0.01671(17) 0.0178(4) Uani d 1 . .
    H H11 0.7361 0.8019 -0.0382 0.021 Uiso calc 1 . .
    C C12 0.6071(2) 0.88957(17) 0.01020(17) 0.0189(4) Uani d 1 . .
    H H12 0.6005 0.9071 -0.0494 0.023 Uiso calc 1 . .
    C C13 0.5359(2) 0.92755(17) 0.09105(17) 0.0190(4) Uani d 1 . .
    H H13 0.4792 0.9692 0.0856 0.023 Uiso calc 1 . .
    C C14 0.5482(2) 0.90447(16) 0.17880(16) 0.0169(4) Uani d 1 . .
    H H14 0.5016 0.9316 0.2347 0.020 Uiso calc 1 . .
    C C15 0.7598(2) 0.61407(16) -0.04505(17) 0.0164(4) Uani d 1 . .
    C C16 0.8578(2) 0.62498(18) -0.10508(18) 0.0215(4) Uani d 1 . .
    H H16 0.9411 0.6749 -0.0721 0.026 Uiso calc 1 . .
    C C17 0.8337(3) 0.5628(2) -0.2132(2) 0.0277(5) Uani d 1 . .
    H H17 0.9011 0.5702 -0.2538 0.033 Uiso calc 1 . .
    C C18 0.7131(3) 0.49049(19) -0.26226(19) 0.0286(5) Uani d 1 . .
    H H18 0.6973 0.4479 -0.3363 0.034 Uiso calc 1 . .
    C C19 0.6151(2) 0.48054(18) -0.2025(2) 0.0290(6) Uani d 1 . .
    H H19 0.5314 0.4317 -0.2360 0.035 Uiso calc 1 . .
    C C20 0.6382(2) 0.54102(18) -0.09454(19) 0.0230(5) Uani d 1 . .
    H H20 0.5708 0.5327 -0.0541 0.028 Uiso calc 1 . .
    Se Se2 0.23728(2) 0.68144(2) 0.10894(2) 0.01583(8) Uani d 1 . .
    O O2 -0.02727(14) 0.86348(14) 0.56157(12) 0.0220(3) Uani d 1 . .
    H H2O -0.0859 0.8335 0.5085 0.033 Uiso calc 1 . .
    N N4 0.15650(16) 0.85609(13) 0.29668(13) 0.0135(3) Uani d 1 . .
    N N5 0.26503(16) 0.83739(15) 0.33016(14) 0.0169(4) Uani d 1 . .
    N N6 0.24879(17) 0.82511(15) 0.41776(15) 0.0172(4) Uani d 1 . .
    C C21 0.08158(19) 0.82042(17) 0.53679(16) 0.0155(4) Uani d 1 . .
    C C22 0.1860(2) 0.88455(17) 0.63518(16) 0.0171(4) Uani d 1 . .
    H H22A 0.2685 0.8672 0.6183 0.021 Uiso calc 1 . .
    H H22B 0.2007 0.9641 0.6550 0.021 Uiso calc 1 . .
    C C23 0.1488(2) 0.85807(18) 0.72899(17) 0.0204(4) Uani d 1 . .
    H H23A 0.2214 0.8980 0.7889 0.025 Uiso calc 1 . .
    H H23B 0.0720 0.8833 0.7514 0.025 Uiso calc 1 . .
    C C24 0.1178(2) 0.7356(2) 0.70098(19) 0.0267(5) Uani d 1 . .
    H H24A 0.0915 0.7205 0.7624 0.032 Uiso calc 1 . .
    H H24B 0.1963 0.7111 0.6835 0.032 Uiso calc 1 . .
    C C25 0.0081(3) 0.6720(2) 0.60657(18) 0.0300(6) Uani d 1 . .
    H H25A -0.0093 0.5923 0.5876 0.036 Uiso calc 1 . .
    H H25B -0.0722 0.6926 0.6259 0.036 Uiso calc 1 . .
    C C26 0.0444(2) 0.69690(18) 0.51152(17) 0.0233(5) Uani d 1 . .
    H H26A -0.0301 0.6583 0.4531 0.028 Uiso calc 1 . .
    H H26B 0.1184 0.6682 0.4873 0.028 Uiso calc 1 . .
    C C27 0.13023(19) 0.83756(16) 0.44306(15) 0.0142(4) Uani d 1 . .
    C C28 0.07058(19) 0.85768(16) 0.36567(15) 0.0146(4) Uani d 1 . .
    H H28 -0.0123 0.8700 0.3612 0.017 Uiso calc 1 . .
    C C29 0.14779(18) 0.87469(16) 0.20299(16) 0.0137(4) Uani d 1 . .
    C C30 0.18517(18) 0.80731(16) 0.11135(16) 0.0140(4) Uani d 1 . .
    C C31 0.18131(19) 0.83302(17) 0.02395(17) 0.0165(4) Uani d 1 . .
    H H31 0.2096 0.7903 -0.0379 0.020 Uiso calc 1 . .
    C C32 0.1367(2) 0.92036(17) 0.02572(17) 0.0177(4) Uani d 1 . .
    H H32 0.1346 0.9369 -0.0347 0.021 Uiso calc 1 . .
    C C33 0.0950(2) 0.98361(17) 0.11573(17) 0.0185(4) Uani d 1 . .
    H H33 0.0626 1.0421 0.1161 0.022 Uiso calc 1 . .
    C C34 0.10072(19) 0.96140(17) 0.20476(16) 0.0163(4) Uani d 1 . .
    H H34 0.0729 1.0047 0.2665 0.020 Uiso calc 1 . .
    C C35 0.2304(2) 0.60755(16) -0.04120(17) 0.0161(4) Uani d 1 . .
    C C36 0.3411(2) 0.62954(18) -0.08591(19) 0.0230(5) Uani d 1 . .
    H H36 0.4187 0.6821 -0.0428 0.028 Uiso calc 1 . .
    C C37 0.3381(2) 0.5748(2) -0.19308(19) 0.0251(5) Uani d 1 . .
    H H37 0.4135 0.5906 -0.2235 0.030 Uiso calc 1 . .
    C C38 0.2256(2) 0.49665(19) -0.25669(18) 0.0241(5) Uani d 1 . .
    H H38 0.2239 0.4594 -0.3303 0.029 Uiso calc 1 . .
    C C39 0.1154(2) 0.47333(18) -0.21178(18) 0.0223(5) Uani d 1 . .
    H H39 0.0386 0.4195 -0.2548 0.027 Uiso calc 1 . .
    C C40 0.1176(2) 0.52865(17) -0.10406(17) 0.0181(4) Uani d 1 . .
    H H40 0.0423 0.5126 -0.0735 0.022 Uiso calc 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Se1 C15 . 1.920(2) ?
    Se1 C10 . 1.929(2) ?
    O1 C1 . 1.429(2) ?
    O1 H1O . 0.8400 ?
    N1 N2 . 1.352(2) ?
    N1 C8 . 1.361(2) ?
    N1 C9 . 1.422(3) ?
    N2 N3 . 1.305(3) ?
    N3 C7 . 1.367(3) ?
    C1 C7 . 1.506(3) ?
    C1 C6 . 1.532(3) ?
    C1 C2 . 1.535(3) ?
    C2 C3 . 1.532(3) ?
    C2 H2A . 0.9900 ?
    C2 H2B . 0.9900 ?
    C3 C4 . 1.528(3) ?
    C3 H3A . 0.9900 ?
    C3 H3B . 0.9900 ?
    C4 C5 . 1.534(3) ?
    C4 H4A . 0.9900 ?
    C4 H4B . 0.9900 ?
    C5 C6 . 1.526(3) ?
    C5 H5A . 0.9900 ?
    C5 H5B . 0.9900 ?
    C6 H6A . 0.9900 ?
    C6 H6B . 0.9900 ?
    C7 C8 . 1.372(3) ?
    C8 H8 . 0.9500 ?
    C9 C14 . 1.390(3) ?
    C9 C10 . 1.398(3) ?
    C10 C11 . 1.392(3) ?
    C11 C12 . 1.383(3) ?
    C11 H11 . 0.9500 ?
    C12 C13 . 1.397(3) ?
    C12 H12 . 0.9500 ?
    C13 C14 . 1.379(3) ?
    C13 H13 . 0.9500 ?
    C14 H14 . 0.9500 ?
    C15 C20 . 1.391(3) ?
    C15 C16 . 1.391(3) ?
    C16 C17 . 1.387(3) ?
    C16 H16 . 0.9500 ?
    C17 C18 . 1.379(4) ?
    C17 H17 . 0.9500 ?
    C18 C19 . 1.386(4) ?
    C18 H18 . 0.9500 ?
    C19 C20 . 1.382(4) ?
    C19 H19 . 0.9500 ?
    C20 H20 . 0.9500 ?
    Se2 C35 . 1.927(2) ?
    Se2 C30 . 1.934(2) ?
    O2 C21 . 1.435(2) ?
    O2 H2O . 0.8400 ?
    N4 N5 . 1.351(2) ?
    N4 C28 . 1.361(2) ?
    N4 C29 . 1.421(3) ?
    N5 N6 . 1.305(3) ?
    N6 C27 . 1.372(3) ?
    C21 C27 . 1.505(3) ?
    C21 C22 . 1.533(3) ?
    C21 C26 . 1.539(3) ?
    C22 C23 . 1.527(3) ?
    C22 H22A . 0.9900 ?
    C22 H22B . 0.9900 ?
    C23 C24 . 1.521(3) ?
    C23 H23A . 0.9900 ?
    C23 H23B . 0.9900 ?
    C24 C25 . 1.531(3) ?
    C24 H24A . 0.9900 ?
    C24 H24B . 0.9900 ?
    C25 C26 . 1.531(3) ?
    C25 H25A . 0.9900 ?
    C25 H25B . 0.9900 ?
    C26 H26A . 0.9900 ?
    C26 H26B . 0.9900 ?
    C27 C28 . 1.373(3) ?
    C28 H28 . 0.9500 ?
    C29 C34 . 1.396(3) ?
    C29 C30 . 1.404(3) ?
    C30 C31 . 1.389(3) ?
    C31 C32 . 1.390(3) ?
    C31 H31 . 0.9500 ?
    C32 C33 . 1.391(3) ?
    C32 H32 . 0.9500 ?
    C33 C34 . 1.384(3) ?
    C33 H33 . 0.9500 ?
    C34 H34 . 0.9500 ?
    C35 C36 . 1.392(3) ?
    C35 C40 . 1.393(3) ?
    C36 C37 . 1.382(3) ?
    C36 H36 . 0.9500 ?
    C37 C38 . 1.390(3) ?
    C37 H37 . 0.9500 ?
    C38 C39 . 1.391(3) ?
    C38 H38 . 0.9500 ?
    C39 C40 . 1.391(3) ?
    C39 H39 . 0.9500 ?
    C40 H40 . 0.9500 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C15 Se1 C10 . . 95.64(9) ?
    C1 O1 H1O . . 109.5 ?
    N2 N1 C8 . . 110.56(16) ?
    N2 N1 C9 . . 120.58(16) ?
    C8 N1 C9 . . 128.83(17) ?
    N3 N2 N1 . . 107.20(16) ?
    N2 N3 C7 . . 109.58(17) ?
    O1 C1 C7 . . 110.33(16) ?
    O1 C1 C6 . . 105.90(16) ?
    C7 C1 C6 . . 109.86(16) ?
    O1 C1 C2 . . 110.90(16) ?
    C7 C1 C2 . . 109.18(16) ?
    C6 C1 C2 . . 110.64(17) ?
    C3 C2 C1 . . 112.56(17) ?
    C3 C2 H2A . . 109.1 ?
    C1 C2 H2A . . 109.1 ?
    C3 C2 H2B . . 109.1 ?
    C1 C2 H2B . . 109.1 ?
    H2A C2 H2B . . 107.8 ?
    C4 C3 C2 . . 111.17(17) ?
    C4 C3 H3A . . 109.4 ?
    C2 C3 H3A . . 109.4 ?
    C4 C3 H3B . . 109.4 ?
    C2 C3 H3B . . 109.4 ?
    H3A C3 H3B . . 108.0 ?
    C3 C4 C5 . . 110.64(19) ?
    C3 C4 H4A . . 109.5 ?
    C5 C4 H4A . . 109.5 ?
    C3 C4 H4B . . 109.5 ?
    C5 C4 H4B . . 109.5 ?
    H4A C4 H4B . . 108.1 ?
    C6 C5 C4 . . 110.60(18) ?
    C6 C5 H5A . . 109.5 ?
    C4 C5 H5A . . 109.5 ?
    C6 C5 H5B . . 109.5 ?
    C4 C5 H5B . . 109.5 ?
    H5A C5 H5B . . 108.1 ?
    C5 C6 C1 . . 112.04(16) ?
    C5 C6 H6A . . 109.2 ?
    C1 C6 H6A . . 109.2 ?
    C5 C6 H6B . . 109.2 ?
    C1 C6 H6B . . 109.2 ?
    H6A C6 H6B . . 107.9 ?
    N3 C7 C8 . . 108.03(18) ?
    N3 C7 C1 . . 122.24(18) ?
    C8 C7 C1 . . 129.71(18) ?
    N1 C8 C7 . . 104.62(17) ?
    N1 C8 H8 . . 127.7 ?
    C7 C8 H8 . . 127.7 ?
    C14 C9 C10 . . 121.08(19) ?
    C14 C9 N1 . . 118.83(17) ?
    C10 C9 N1 . . 120.09(18) ?
    C11 C10 C9 . . 118.36(19) ?
    C11 C10 Se1 . . 120.90(15) ?
    C9 C10 Se1 . . 120.62(16) ?
    C12 C11 C10 . . 120.68(19) ?
    C12 C11 H11 . . 119.7 ?
    C10 C11 H11 . . 119.7 ?
    C11 C12 C13 . . 120.2(2) ?
    C11 C12 H12 . . 119.9 ?
    C13 C12 H12 . . 119.9 ?
    C14 C13 C12 . . 119.8(2) ?
    C14 C13 H13 . . 120.1 ?
    C12 C13 H13 . . 120.1 ?
    C13 C14 C9 . . 119.76(19) ?
    C13 C14 H14 . . 120.1 ?
    C9 C14 H14 . . 120.1 ?
    C20 C15 C16 . . 119.4(2) ?
    C20 C15 Se1 . . 120.11(16) ?
    C16 C15 Se1 . . 120.51(16) ?
    C17 C16 C15 . . 119.9(2) ?
    C17 C16 H16 . . 120.1 ?
    C15 C16 H16 . . 120.1 ?
    C18 C17 C16 . . 120.7(2) ?
    C18 C17 H17 . . 119.6 ?
    C16 C17 H17 . . 119.6 ?
    C17 C18 C19 . . 119.3(2) ?
    C17 C18 H18 . . 120.3 ?
    C19 C18 H18 . . 120.3 ?
    C20 C19 C18 . . 120.6(2) ?
    C20 C19 H19 . . 119.7 ?
    C18 C19 H19 . . 119.7 ?
    C19 C20 C15 . . 120.1(2) ?
    C19 C20 H20 . . 119.9 ?
    C15 C20 H20 . . 119.9 ?
    C35 Se2 C30 . . 98.68(9) ?
    C21 O2 H2O . . 109.5 ?
    N5 N4 C28 . . 110.57(17) ?
    N5 N4 C29 . . 119.73(16) ?
    C28 N4 C29 . . 129.65(17) ?
    N6 N5 N4 . . 107.29(16) ?
    N5 N6 C27 . . 109.59(17) ?
    O2 C21 C27 . . 110.34(17) ?
    O2 C21 C22 . . 105.70(16) ?
    C27 C21 C22 . . 110.48(16) ?
    O2 C21 C26 . . 111.10(17) ?
    C27 C21 C26 . . 108.70(16) ?
    C22 C21 C26 . . 110.50(18) ?
    C23 C22 C21 . . 112.61(17) ?
    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 ?
    C24 C23 C22 . . 111.29(17) ?
    C24 C23 H23A . . 109.4 ?
    C22 C23 H23A . . 109.4 ?
    C24 C23 H23B . . 109.4 ?
    C22 C23 H23B . . 109.4 ?
    H23A C23 H23B . . 108.0 ?
    C23 C24 C25 . . 110.2(2) ?
    C23 C24 H24A . . 109.6 ?
    C25 C24 H24A . . 109.6 ?
    C23 C24 H24B . . 109.6 ?
    C25 C24 H24B . . 109.6 ?
    H24A C24 H24B . . 108.1 ?
    C26 C25 C24 . . 110.7(2) ?
    C26 C25 H25A . . 109.5 ?
    C24 C25 H25A . . 109.5 ?
    C26 C25 H25B . . 109.5 ?
    C24 C25 H25B . . 109.5 ?
    H25A C25 H25B . . 108.1 ?
    C25 C26 C21 . . 112.70(18) ?
    C25 C26 H26A . . 109.1 ?
    C21 C26 H26A . . 109.1 ?
    C25 C26 H26B . . 109.1 ?
    C21 C26 H26B . . 109.1 ?
    H26A C26 H26B . . 107.8 ?
    N6 C27 C28 . . 107.76(17) ?
    N6 C27 C21 . . 121.25(18) ?
    C28 C27 C21 . . 130.79(18) ?
    N4 C28 C27 . . 104.77(17) ?
    N4 C28 H28 . . 127.6 ?
    C27 C28 H28 . . 127.6 ?
    C34 C29 C30 . . 121.17(19) ?
    C34 C29 N4 . . 118.11(17) ?
    C30 C29 N4 . . 120.71(18) ?
    C31 C30 C29 . . 118.17(19) ?
    C31 C30 Se2 . . 121.99(15) ?
    C29 C30 Se2 . . 119.83(16) ?
    C30 C31 C32 . . 120.90(19) ?
    C30 C31 H31 . . 119.5 ?
    C32 C31 H31 . . 119.5 ?
    C31 C32 C33 . . 120.2(2) ?
    C31 C32 H32 . . 119.9 ?
    C33 C32 H32 . . 119.9 ?
    C34 C33 C32 . . 120.1(2) ?
    C34 C33 H33 . . 120.0 ?
    C32 C33 H33 . . 120.0 ?
    C33 C34 C29 . . 119.39(18) ?
    C33 C34 H34 . . 120.3 ?
    C29 C34 H34 . . 120.3 ?
    C36 C35 C40 . . 119.97(19) ?
    C36 C35 Se2 . . 119.49(16) ?
    C40 C35 Se2 . . 120.46(15) ?
    C37 C36 C35 . . 119.9(2) ?
    C37 C36 H36 . . 120.1 ?
    C35 C36 H36 . . 120.1 ?
    C36 C37 C38 . . 120.6(2) ?
    C36 C37 H37 . . 119.7 ?
    C38 C37 H37 . . 119.7 ?
    C37 C38 C39 . . 119.6(2) ?
    C37 C38 H38 . . 120.2 ?
    C39 C38 H38 . . 120.2 ?
    C38 C39 C40 . . 120.1(2) ?
    C38 C39 H39 . . 119.9 ?
    C40 C39 H39 . . 119.9 ?
    C39 C40 C35 . . 119.8(2) ?
    C39 C40 H40 . . 120.1 ?
    C35 C40 H40 . . 120.1 ?
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C8 N1 N2 N3 . . . . 0.6(2) ?
    C9 N1 N2 N3 . . . . 178.54(16) ?
    N1 N2 N3 C7 . . . . -0.3(2) ?
    O1 C1 C2 C3 . . . . 64.5(2) ?
    C7 C1 C2 C3 . . . . -173.77(17) ?
    C6 C1 C2 C3 . . . . -52.7(2) ?
    C1 C2 C3 C4 . . . . 54.3(2) ?
    C2 C3 C4 C5 . . . . -56.0(2) ?
    C3 C4 C5 C6 . . . . 57.4(2) ?
    C4 C5 C6 C1 . . . . -56.9(2) ?
    O1 C1 C6 C5 . . . . -66.1(2) ?
    C7 C1 C6 C5 . . . . 174.77(16) ?
    C2 C1 C6 C5 . . . . 54.2(2) ?
    N2 N3 C7 C8 . . . . 0.0(2) ?
    N2 N3 C7 C1 . . . . -178.91(17) ?
    O1 C1 C7 N3 . . . . -167.04(17) ?
    C6 C1 C7 N3 . . . . -50.6(2) ?
    C2 C1 C7 N3 . . . . 70.8(2) ?
    O1 C1 C7 C8 . . . . 14.3(3) ?
    C6 C1 C7 C8 . . . . 130.7(2) ?
    C2 C1 C7 C8 . . . . -107.8(2) ?
    N2 N1 C8 C7 . . . . -0.5(2) ?
    C9 N1 C8 C7 . . . . -178.31(17) ?
    N3 C7 C8 N1 . . . . 0.3(2) ?
    C1 C7 C8 N1 . . . . 179.13(18) ?
    N2 N1 C9 C14 . . . . -138.21(19) ?
    C8 N1 C9 C14 . . . . 39.4(3) ?
    N2 N1 C9 C10 . . . . 42.2(3) ?
    C8 N1 C9 C10 . . . . -140.3(2) ?
    C14 C9 C10 C11 . . . . 3.6(3) ?
    N1 C9 C10 C11 . . . . -176.80(17) ?
    C14 C9 C10 Se1 . . . . -172.58(15) ?
    N1 C9 C10 Se1 . . . . 7.0(3) ?
    C9 C10 C11 C12 . . . . -3.4(3) ?
    Se1 C10 C11 C12 . . . . 172.75(16) ?
    C10 C11 C12 C13 . . . . 0.8(3) ?
    C11 C12 C13 C14 . . . . 1.7(3) ?
    C12 C13 C14 C9 . . . . -1.5(3) ?
    C10 C9 C14 C13 . . . . -1.2(3) ?
    N1 C9 C14 C13 . . . . 179.22(18) ?
    C20 C15 C16 C17 . . . . -0.3(3) ?
    Se1 C15 C16 C17 . . . . 178.92(18) ?
    C15 C16 C17 C18 . . . . 0.4(4) ?
    C16 C17 C18 C19 . . . . 0.2(4) ?
    C17 C18 C19 C20 . . . . -1.0(4) ?
    C18 C19 C20 C15 . . . . 1.1(4) ?
    C16 C15 C20 C19 . . . . -0.4(3) ?
    Se1 C15 C20 C19 . . . . -179.68(18) ?
    C28 N4 N5 N6 . . . . 1.1(2) ?
    C29 N4 N5 N6 . . . . 178.85(17) ?
    N4 N5 N6 C27 . . . . -1.0(2) ?
    O2 C21 C22 C23 . . . . 68.3(2) ?
    C27 C21 C22 C23 . . . . -172.32(17) ?
    C26 C21 C22 C23 . . . . -52.0(2) ?
    C21 C22 C23 C24 . . . . 55.7(2) ?
    C22 C23 C24 C25 . . . . -57.6(2) ?
    C23 C24 C25 C26 . . . . 57.4(3) ?
    C24 C25 C26 C21 . . . . -55.4(3) ?
    O2 C21 C26 C25 . . . . -64.8(2) ?
    C27 C21 C26 C25 . . . . 173.55(19) ?
    C22 C21 C26 C25 . . . . 52.2(2) ?
    N5 N6 C27 C28 . . . . 0.5(2) ?
    N5 N6 C27 C21 . . . . 175.98(18) ?
    O2 C21 C27 N6 . . . . 165.99(17) ?
    C22 C21 C27 N6 . . . . 49.5(2) ?
    C26 C21 C27 N6 . . . . -71.9(2) ?
    O2 C21 C27 C28 . . . . -19.7(3) ?
    C22 C21 C27 C28 . . . . -136.3(2) ?
    C26 C21 C27 C28 . . . . 102.3(2) ?
    N5 N4 C28 C27 . . . . -0.8(2) ?
    C29 N4 C28 C27 . . . . -178.21(18) ?
    N6 C27 C28 N4 . . . . 0.2(2) ?
    C21 C27 C28 N4 . . . . -174.70(19) ?
    N5 N4 C29 C34 . . . . -134.48(19) ?
    C28 N4 C29 C34 . . . . 42.7(3) ?
    N5 N4 C29 C30 . . . . 45.7(3) ?
    C28 N4 C29 C30 . . . . -137.1(2) ?
    C34 C29 C30 C31 . . . . 3.7(3) ?
    N4 C29 C30 C31 . . . . -176.53(17) ?
    C34 C29 C30 Se2 . . . . -175.30(15) ?
    N4 C29 C30 Se2 . . . . 4.5(2) ?
    C29 C30 C31 C32 . . . . -2.6(3) ?
    Se2 C30 C31 C32 . . . . 176.40(15) ?
    C30 C31 C32 C33 . . . . 0.0(3) ?
    C31 C32 C33 C34 . . . . 1.5(3) ?
    C32 C33 C34 C29 . . . . -0.4(3) ?
    C30 C29 C34 C33 . . . . -2.2(3) ?
    N4 C29 C34 C33 . . . . 177.99(18) ?
    C40 C35 C36 C37 . . . . 1.4(3) ?
    Se2 C35 C36 C37 . . . . 178.26(18) ?
    C35 C36 C37 C38 . . . . -0.8(4) ?
    C36 C37 C38 C39 . . . . -0.2(4) ?
    C37 C38 C39 C40 . . . . 0.6(4) ?
    C38 C39 C40 C35 . . . . 0.0(3) ?
    C36 C35 C40 C39 . . . . -1.1(3) ?
    Se2 C35 C40 C39 . . . . -177.84(17) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    C8 H8 N5 . 0.95 2.32 3.229(3) 159
    C18 H18 O1 2_665 0.95 2.46 3.304(3) 148
    C28 H28 N2 1_455 0.95 2.37 3.262(3) 157
    C34 H34 O2 2_576 0.95 2.54 3.488(3) 173
data_New_Global_Publ_Block
_journal_data_validation_number     ?
_journal_date_recd_electronic     2015-02-11
_journal_date_accepted     2015-02-16
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2015
_journal_volume     71
_journal_issue      3
_journal_page_first     o200
_journal_page_last     o201
_journal_paper_category     HO
_journal_paper_doi     10.1107/S2056989015003242
_journal_coeditor_code     HG5431
_publ_contact_author_name
;
Julio Zukerman-Schpector
;
_publ_contact_author_address
;
Departmento de Química
Universidade Federal de São Carlos,
13565-905 São Carlos
SP
Brazil
;
_publ_contact_author_email     'julio@power.ufscar.br'
_publ_contact_author_fax     '551633614835'
_publ_contact_author_phone     '551633519741'
_publ_section_title
;
Crystal structure of
1-{1-[2-(phenylselanyl)phenyl]-1H-1,2,3-triazol-4-yl}cyclohexan-1-ol
;
_publ_section_title_footnote     .
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Camargo, Leandro R. S.' .
;
Departmento de Química
Universidade Federal de São Carlos,
13565-905 São Carlos
SP
Brazil
;
    'Zukerman-Schpector, Julio' .
;
Departmento de Química
Universidade Federal de São Carlos,
13565-905 São Carlos
SP
Brazil
;
    'Deobald, Anna M.'
;
Present address:
Instituto Federal de Educação, Ciência e Tecnologia Farroupilha
Rua Erechim, 860 - Bairro Planalto,
98280-000 Panambi, RS, Brazil.
;
;
Departmento de Química
Universidade Federal de Santa Maria,
97105-900 Santa Maria
RS
Brazil
;
    'Braga, Antonio L.' .
;
Departmento de Química
Universidade Federal de Santa Catarina,
88040-900 Florianópolis
SC
Brazil
;
    'Tiekink, Edward R. T.' .
;
Department of Chemistry, University of Malaya,
50603 Kuala Lumpur,
Malaysia
;
_publ_section_synopsis     .
