#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:30:12 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180302 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/16/7151609.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7151609
loop_
_publ_author_name
'Bourland, T. Campbell'
'Carter, Rich G.'
'Yokochi, Alexandre F. T.'
_publ_section_title
;
 Vanadium-catalyzed selenide oxidation with in situ[2,3] sigmatropic
 rearrangement (SOS reaction): scope and asymmetric applications.
;
_journal_issue                   9
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1315
_journal_page_last               1329
_journal_paper_doi               10.1039/b316502g
_journal_volume                  2
_journal_year                    2004
_chemical_formula_sum            'C22 H25 N O2 Se'
_chemical_formula_weight         414.39
_chemical_name_systematic
;
?
;
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                104.049(9)
_cell_angle_beta                 98.288(15)
_cell_angle_gamma                99.018(15)
_cell_formula_units_Z            2
_cell_length_a                   5.2672(14)
_cell_length_b                   12.0311(14)
_cell_length_c                   17.196(2)
_cell_measurement_reflns_used    3714
_cell_measurement_temperature    290(2)
_cell_measurement_theta_max      47.27
_cell_measurement_theta_min      2.68
_cell_volume                     1025.0(3)
_computing_cell_refinement       TwinSolve
_computing_data_collection       CrystalClear
_computing_data_reduction        TwinSolve
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      290(2)
_diffrn_measured_fraction_theta_full 0.701
_diffrn_measured_fraction_theta_max 0.701
_diffrn_measurement_device_type  '  R-AXIS-CS3 6.X, c++'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_av_sigmaI/netI    0.006
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10804
_diffrn_reflns_theta_full        71.90
_diffrn_reflns_theta_max         71.59
_diffrn_reflns_theta_min         2.69
_exptl_absorpt_coefficient_mu    2.590
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8029
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;  Shape and scale corrections using equivalent reflections.
Shape function based on spherical harmonics.
Highest even and odd order for spherical harmonics:  4  and  1
Laue group:  -1
Friedel opposites are equivalent.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.143
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     615
_refine_ls_number_reflns         4857
_refine_ls_number_restraints     293
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0325
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0274P)²+0.6397P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0712
_refine_ls_wR_factor_ref         0.0735
_reflns_number_gt                4512
_reflns_number_total             4859
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b316502g.txt
_cod_data_source_block           rc113003
_cod_original_sg_symbol_H-M      P1
_cod_database_code               7151609
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
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
Se1 Se -0.45873(9) 0.12746(4) 0.20953(3) 0.0765(2) Uani 1 1 d . . .
O11 O 0.5170(7) 0.4034(2) 0.39052(19) 0.0610(9) Uani 1 1 d . . .
H11 H 0.6116 0.3558 0.3805 0.091 Uiso 1 1 calc R . .
O12 O 0.0683(10) 0.1215(3) 0.4287(3) 0.0727(13) Uani 1 1 d . . .
N1 N -0.1480(8) 0.2416(3) 0.3778(2) 0.0566(10) Uani 1 1 d . . .
C11 C 0.256(2) 0.4415(8) 0.2400(5) 0.131(3) Uani 1 1 d . . .
H11A H 0.2438 0.3661 0.2029 0.197 Uiso 1 1 calc R . .
H11B H 0.4374 0.4778 0.2604 0.197 Uiso 1 1 calc R . .
H11C H 0.1717 0.4896 0.2120 0.197 Uiso 1 1 calc R . .
C12 C 0.1253(15) 0.5458(5) 0.3673(4) 0.086(2) Uani 1 1 d . . .
H12A H 0.0428 0.5354 0.4120 0.128 Uiso 1 1 calc R . .
H12B H 0.0313 0.5896 0.3377 0.128 Uiso 1 1 calc R . .
H12C H 0.3027 0.5875 0.3880 0.128 Uiso 1 1 calc R . .
C13 C 0.1240(14) 0.4272(5) 0.3108(3) 0.0614(17) Uani 1 1 d . . .
H13 H -0.0589 0.3885 0.2882 0.074 Uiso 1 1 calc R . .
C14 C 0.2514(10) 0.3487(4) 0.3539(2) 0.0494(12) Uani 1 1 d . . .
H14 H 0.2538 0.2769 0.3125 0.059 Uiso 1 1 calc R . .
C15 C 0.1123(10) 0.3139(4) 0.4174(3) 0.0519(13) Uani 1 1 d . . .
H15 H 0.0937 0.3839 0.4576 0.062 Uiso 1 1 calc R . .
C16 C 0.2394(16) 0.2326(6) 0.4616(4) 0.071(2) Uani 1 1 d . . .
H16A H 0.4137 0.2290 0.4504 0.085 Uiso 1 1 calc R . .
H16B H 0.2506 0.2596 0.5202 0.085 Uiso 1 1 calc R . .
C17 C -0.1492(15) 0.1381(5) 0.3846(4) 0.0581(19) Uani 1 1 d . A .
C18 C -0.3634(16) 0.0389(5) 0.3486(4) 0.066(2) Uani 1 1 d . . .
C19 C -0.4071(19) -0.0435(5) 0.3949(4) 0.089(3) Uani 1 1 d . A .
H19 H -0.2919 -0.0349 0.4433 0.107 Uiso 1 1 calc R . .
C110 C -0.610(2) -0.1320(6) 0.3697(5) 0.121(4) Uani 1 1 d . . .
H110 H -0.6377 -0.1852 0.4003 0.146 Uiso 1 1 calc R A .
C111 C -0.779(2) -0.1448(6) 0.2983(6) 0.129(4) Uani 1 1 d . A .
H111 H -0.9233 -0.2061 0.2824 0.154 Uiso 1 1 calc R . .
C112 C -0.744(2) -0.0711(6) 0.2488(5) 0.105(3) Uani 1 1 d . . .
H112 H -0.8594 -0.0851 0.1995 0.126 Uiso 1 1 calc R A .
C113 C -0.5331(17) 0.0256(5) 0.2731(4) 0.075(2) Uani 1 1 d . A .
C114 C -0.729(2) 0.0527(6) 0.1135(5) 0.114(3) Uani 0.50 1 d PD A 1
H11D H -0.7369 -0.0310 0.0969 0.137 Uiso 0.50 1 calc PR A 1
H11E H -0.8992 0.0666 0.1240 0.137 Uiso 0.50 1 calc PR A 1
C115 C -0.648(3) 0.1100(11) 0.0467(6) 0.090(4) Uani 0.50 1 d PDU A 1
H115 H -0.5100 0.0919 0.0209 0.108 Uiso 0.50 1 calc PR A 1
C116 C -0.781(4) 0.1833(11) 0.0296(7) 0.087(4) Uani 0.50 1 d PDU A 1
H116 H -0.9182 0.1980 0.0565 0.104 Uiso 0.50 1 calc PR A 1
C121 C -0.724(4) 0.2451(15) -0.0311(10) 0.093(6) Uani 0.50 1 d PDU A 1
C122 C -0.538(4) 0.2351(15) -0.0782(10) 0.143(7) Uani 0.50 1 d PDU A 1
H122 H -0.4260 0.1838 -0.0727 0.171 Uiso 0.50 1 calc PR A 1
C123 C -0.512(5) 0.299(2) -0.1338(12) 0.175(10) Uani 0.50 1 d PDU A 1
H123 H -0.3777 0.2942 -0.1632 0.209 Uiso 0.50 1 calc PR A 1
C124 C -0.681(5) 0.368(2) -0.1457(14) 0.145(9) Uani 0.50 1 d PDU A 1
H124 H -0.6648 0.4131 -0.1826 0.174 Uiso 0.50 1 calc PR A 1
C125 C -0.875(4) 0.3718(14) -0.1031(11) 0.120(6) Uani 0.50 1 d PDU A 1
H125 H -0.9968 0.4173 -0.1129 0.144 Uiso 0.50 1 calc PR A 1
C126 C -0.902(3) 0.3117(14) -0.0462(9) 0.099(5) Uani 0.50 1 d PDU A 1
H126 H -1.0398 0.3160 -0.0181 0.119 Uiso 0.50 1 calc PR A 1
C117 C -0.729(2) 0.0527(6) 0.1135(5) 0.114(3) Uani 0.50 1 d PD A 2
H11F H -0.6797 -0.0145 0.0797 0.137 Uiso 0.50 1 calc PR A 2
H11G H -0.8938 0.0270 0.1290 0.137 Uiso 0.50 1 calc PR A 2
C118 C -0.754(4) 0.1459(14) 0.0676(7) 0.140(9) Uani 0.50 1 d PDU A 2
H118 H -0.8153 0.2098 0.0951 0.168 Uiso 0.50 1 calc PR A 2
C119 C -0.707(4) 0.1501(11) 0.0005(7) 0.091(5) Uani 0.50 1 d PDU A 2
H119 H -0.6706 0.0804 -0.0287 0.109 Uiso 0.50 1 calc PR A 2
C131 C -0.694(5) 0.2399(13) -0.0450(11) 0.080(6) Uani 0.50 1 d PDU A 2
C132 C -0.733(4) 0.3518(10) -0.0203(9) 0.101(6) Uani 0.50 1 d PDU A 2
H132 H -0.7739 0.3783 0.0310 0.122 Uiso 0.50 1 calc PR A 2
C133 C -0.714(4) 0.4251(11) -0.0688(11) 0.112(7) Uani 0.50 1 d PDU A 2
H133 H -0.7552 0.4984 -0.0517 0.135 Uiso 0.50 1 calc PR A 2
C134 C -0.637(5) 0.3950(16) -0.1407(12) 0.105(6) Uani 0.50 1 d PDU A 2
H134 H -0.6148 0.4475 -0.1721 0.126 Uiso 0.50 1 calc PR A 2
C135 C -0.595(5) 0.2858(17) -0.1655(11) 0.116(7) Uani 0.50 1 d PDU A 2
H135 H -0.5461 0.2618 -0.2159 0.140 Uiso 0.50 1 calc PR A 2
C136 C -0.620(5) 0.2088(16) -0.1187(11) 0.121(7) Uani 0.50 1 d PDU A 2
H136 H -0.5866 0.1343 -0.1375 0.145 Uiso 0.50 1 calc PR A 2
Se2 Se 1.45888(8) 0.87205(3) 0.79040(3) 0.0690(2) Uani 1 1 d . . .
O21 O 0.5729(8) 0.5179(3) 0.5555(2) 0.0859(12) Uani 1 1 d . . .
H21 H 0.5732 0.4944 0.5066 0.129 Uiso 1 1 calc R . .
O22 O 0.9583(12) 0.8481(4) 0.5483(3) 0.0872(16) Uani 1 1 d . . .
N2 N 1.0292(10) 0.7950(3) 0.6641(2) 0.0659(12) Uani 1 1 d . . .
C21 C 0.7525(19) 0.5608(8) 0.7330(4) 0.113(3) Uani 1 1 d . . .
H21A H 0.8265 0.5348 0.7781 0.169 Uiso 1 1 calc R . .
H21B H 0.5804 0.5146 0.7094 0.169 Uiso 1 1 calc R . .
H21C H 0.7414 0.6415 0.7518 0.169 Uiso 1 1 calc R . .
C22 C 0.9690(18) 0.4246(5) 0.6437(4) 0.108(3) Uani 1 1 d . . .
H22A H 1.0303 0.4003 0.6910 0.163 Uiso 1 1 calc R . .
H22B H 1.0980 0.4224 0.6095 0.163 Uiso 1 1 calc R . .
H22C H 0.8083 0.3729 0.6138 0.163 Uiso 1 1 calc R . .
C23 C 0.9225(15) 0.5475(5) 0.6700(4) 0.0658(18) Uani 1 1 d . . .
H23 H 1.0934 0.5979 0.6961 0.079 Uiso 1 1 calc R . .
C24 C 0.8228(11) 0.5888(4) 0.5964(3) 0.0628(15) Uani 1 1 d . . .
H24 H 0.9456 0.5789 0.5587 0.075 Uiso 1 1 calc R . .
C25 C 0.7908(12) 0.7147(4) 0.6164(3) 0.0657(15) Uani 1 1 d . . .
H25 H 0.6468 0.7234 0.6462 0.079 Uiso 1 1 calc R . .
C26 C 0.7386(17) 0.7573(6) 0.5392(4) 0.074(2) Uani 1 1 d . . .
H26A H 0.7263 0.6945 0.4904 0.088 Uiso 1 1 calc R . .
H26B H 0.5775 0.7869 0.5360 0.088 Uiso 1 1 calc R . .
C27 C 1.1053(16) 0.8603(5) 0.6229(4) 0.061(2) Uani 1 1 d . B .
C28 C 1.3431(17) 0.9524(5) 0.6453(4) 0.069(2) Uani 1 1 d . . .
C29 C 1.3937(18) 1.0224(6) 0.5954(5) 0.084(2) Uani 1 1 d . B .
H29 H 1.2726 1.0143 0.5483 0.101 Uiso 1 1 calc R . .
C210 C 1.625(2) 1.1057(7) 0.6142(6) 0.101(3) Uani 1 1 d . . .
H210 H 1.6587 1.1511 0.5787 0.121 Uiso 1 1 calc R B .
C211 C 1.800(2) 1.1213(6) 0.6838(5) 0.099(3) Uani 1 1 d . B .
H211 H 1.9526 1.1784 0.6973 0.119 Uiso 1 1 calc R . .
C212 C 1.7481(17) 1.0513(6) 0.7332(4) 0.074(2) Uani 1 1 d . . .
H212 H 1.8699 1.0595 0.7801 0.089 Uiso 1 1 calc R B .
C213 C 1.5188(16) 0.9681(5) 0.7158(4) 0.064(2) Uani 1 1 d . B .
C214 C 1.7862(17) 0.9309(7) 0.8725(4) 0.086(2) Uani 0.50 1 d PD B 1
H21D H 1.9329 0.9043 0.8509 0.103 Uiso 0.50 1 calc PR B 1
H21E H 1.8244 1.0157 0.8907 0.103 Uiso 0.50 1 calc PR B 1
C215 C 1.728(4) 0.8786(12) 0.9417(9) 0.083(4) Uani 0.50 1 d PDU B 1
H215 H 1.6206 0.9097 0.9762 0.099 Uiso 0.50 1 calc PR B 1
C216 C 1.825(4) 0.7931(11) 0.9521(9) 0.087(4) Uani 0.50 1 d PDU B 1
H216 H 1.9252 0.7634 0.9148 0.104 Uiso 0.50 1 calc PR B 1
C221 C 1.796(4) 0.7355(14) 1.0174(10) 0.081(5) Uani 0.50 1 d PDU B 1
C222 C 1.948(4) 0.6576(19) 1.0270(13) 0.124(7) Uani 0.50 1 d PDU B 1
H222 H 2.0715 0.6439 0.9939 0.149 Uiso 0.50 1 calc PR B 1
C223 C 1.922(4) 0.5984(18) 1.0856(12) 0.128(8) Uani 0.50 1 d PDU B 1
H223 H 2.0373 0.5495 1.0944 0.154 Uiso 0.50 1 calc PR B 1
C224 C 1.734(5) 0.610(2) 1.1301(16) 0.134(10) Uani 0.50 1 d PDU B 1
H224 H 1.7203 0.5722 1.1710 0.161 Uiso 0.50 1 calc PR B 1
C225 C 1.566(5) 0.6776(18) 1.1137(11) 0.152(9) Uani 0.50 1 d PDU B 1
H225 H 1.4257 0.6818 1.1409 0.182 Uiso 0.50 1 calc PR B 1
C226 C 1.594(4) 0.7417(14) 1.0574(11) 0.113(6) Uani 0.50 1 d PDU B 1
H226 H 1.4748 0.7884 1.0472 0.136 Uiso 0.50 1 calc PR B 1
C217 C 1.7862(17) 0.9309(7) 0.8725(4) 0.086(2) Uani 0.50 1 d PD B 2
H21F H 1.9360 0.9417 0.8464 0.103 Uiso 0.50 1 calc PR B 2
H21G H 1.7805 1.0049 0.9098 0.103 Uiso 0.50 1 calc PR B 2
C218 C 1.802(3) 0.8368(12) 0.9179(7) 0.076(4) Uani 0.50 1 d PDU B 2
H218 H 1.8726 0.7730 0.8950 0.091 Uiso 0.50 1 calc PR B 2
C219 C 1.726(4) 0.8405(16) 0.9840(10) 0.104(6) Uani 0.50 1 d PDU B 2
H219 H 1.6552 0.9054 1.0037 0.125 Uiso 0.50 1 calc PR B 2
C231 C 1.730(5) 0.7590(15) 1.0362(11) 0.097(7) Uani 0.50 1 d PDU B 2
C232 C 1.783(5) 0.6509(17) 1.0131(11) 0.128(9) Uani 0.50 1 d PDU B 2
H232 H 1.8422 0.6290 0.9642 0.153 Uiso 0.50 1 calc PR B 2
C233 C 1.754(5) 0.5714(16) 1.0584(11) 0.139(10) Uani 0.50 1 d PDU B 2
H233 H 1.7836 0.4963 1.0387 0.167 Uiso 0.50 1 calc PR B 2
C234 C 1.683(6) 0.6030(19) 1.1312(13) 0.128(10) Uani 0.50 1 d PDU B 2
H234 H 1.6644 0.5511 1.1632 0.154 Uiso 0.50 1 calc PR B 2
C235 C 1.640(5) 0.7118(18) 1.1563(12) 0.133(8) Uani 0.50 1 d PDU B 2
H235 H 1.5910 0.7348 1.2068 0.159 Uiso 0.50 1 calc PR B 2
C236 C 1.664(4) 0.7906(14) 1.1107(10) 0.111(6) Uani 0.50 1 d PDU B 2
H236 H 1.6351 0.8657 1.1308 0.133 Uiso 0.50 1 calc PR B 2
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'
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
C113 Se1 C114 99.5(3) . . ?
C17 O12 C16 107.4(4) . . ?
C17 N1 C15 108.1(5) . . ?
C14 C13 C12 113.1(5) . . ?
C14 C13 C11 109.8(5) . . ?
C12 C13 C11 110.4(6) . . ?
O11 C14 C15 109.3(4) . . ?
O11 C14 C13 109.9(4) . . ?
C15 C14 C13 114.6(4) . . ?
N1 C15 C14 109.5(4) . . ?
N1 C15 C16 102.4(4) . . ?
C14 C15 C16 115.2(5) . . ?
O12 C16 C15 104.2(5) . . ?
N1 C17 O12 116.5(6) . . ?
N1 C17 C18 125.1(7) . . ?
O12 C17 C18 118.4(5) . . ?
C113 C18 C19 120.7(7) . . ?
C113 C18 C17 122.7(6) . . ?
C19 C18 C17 116.5(7) . . ?
C110 C19 C18 120.6(8) . . ?
C19 C110 C111 119.6(7) . . ?
C110 C111 C112 123.1(9) . . ?
C111 C112 C113 119.7(8) . . ?
C112 C113 C18 116.2(6) . . ?
C112 C113 Se1 123.6(6) . . ?
C18 C113 Se1 120.1(5) . . ?
C115 C114 Se1 104.8(7) . . ?
C116 C115 C114 115.7(12) . . ?
C115 C116 C121 121.8(14) . . ?
C122 C121 C126 117.9(12) . . ?
C122 C121 C116 128.7(14) . . ?
C126 C121 C116 113.0(14) . . ?
C121 C122 C123 121.4(13) . . ?
C124 C123 C122 120.0(14) . . ?
C125 C124 C123 118.2(14) . . ?
C124 C125 C126 123.2(14) . . ?
C125 C126 C121 119.0(13) . . ?
C118 C119 C131 135.0(16) . . ?
C136 C131 C132 116.2(11) . . ?
C136 C131 C119 115.6(13) . . ?
C132 C131 C119 128.1(14) . . ?
C133 C132 C131 121.6(11) . . ?
C134 C133 C132 122.0(13) . . ?
C133 C134 C135 117.1(14) . . ?
C134 C135 C136 121.9(14) . . ?
C131 C136 C135 121.0(13) . . ?
C213 Se2 C214 100.7(3) . . ?
C27 O22 C26 105.5(5) . . ?
C27 N2 C25 107.9(5) . . ?
C21 C23 C22 112.1(6) . . ?
C21 C23 C24 113.3(6) . . ?
C22 C23 C24 111.0(5) . . ?
O21 C24 C25 107.3(4) . . ?
O21 C24 C23 109.3(4) . . ?
C25 C24 C23 114.7(4) . . ?
N2 C25 C24 112.3(5) . . ?
N2 C25 C26 103.3(5) . . ?
C24 C25 C26 112.0(4) . . ?
O22 C26 C25 104.5(6) . . ?
N2 C27 O22 118.4(7) . . ?
N2 C27 C28 127.1(7) . . ?
O22 C27 C28 114.4(6) . . ?
C29 C28 C213 119.0(8) . . ?
C29 C28 C27 120.5(7) . . ?
C213 C28 C27 120.5(6) . . ?
C28 C29 C210 120.7(9) . . ?
C211 C210 C29 120.6(8) . . ?
C210 C211 C212 118.2(9) . . ?
C211 C212 C213 122.0(8) . . ?
C28 C213 C212 119.3(6) . . ?
C28 C213 Se2 121.3(5) . . ?
C212 C213 Se2 119.3(6) . . ?
C215 C214 Se2 103.2(9) . . ?
C216 C215 C214 119.7(14) . . ?
C215 C216 C221 126.5(15) . . ?
C222 C221 C226 118.8(13) . . ?
C222 C221 C216 118.2(14) . . ?
C226 C221 C216 121.9(15) . . ?
C221 C222 C223 120.3(14) . . ?
C224 C223 C222 121.2(15) . . ?
C225 C224 C223 117.8(15) . . ?
C224 C225 C226 122.0(15) . . ?
C221 C226 C225 119.2(13) . . ?
C218 C219 C231 130.9(17) . . ?
C232 C231 C236 116.6(13) . . ?
C232 C231 C219 124.3(15) . . ?
C236 C231 C219 119.1(14) . . ?
C231 C232 C233 123.1(13) . . ?
C234 C233 C232 119.5(14) . . ?
C233 C234 C235 117.9(14) . . ?
C234 C235 C236 122.8(14) . . ?
C231 C236 C235 119.9(13) . . ?
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
Se1 C113 1.864(7) . ?
Se1 C114 1.941(9) . ?
O11 C14 1.429(5) . ?
O12 C17 1.349(8) . ?
O12 C16 1.423(9) . ?
N1 C17 1.278(6) . ?
N1 C15 1.473(6) . ?
C11 C13 1.518(8) . ?
C12 C13 1.517(7) . ?
C13 C14 1.513(7) . ?
C14 C15 1.504(6) . ?
C15 C16 1.550(7) . ?
C17 C18 1.449(10) . ?
C18 C113 1.425(10) . ?
C18 C19 1.426(8) . ?
C19 C110 1.323(12) . ?
C110 C111 1.367(13) . ?
C111 C112 1.382(11) . ?
C112 C113 1.409(11) . ?
C114 C115 1.552(11) . ?
C115 C116 1.272(13) . ?
C116 C121 1.459(12) . ?
C121 C122 1.359(13) . ?
C121 C126 1.362(13) . ?
C122 C123 1.373(12) . ?
C123 C124 1.339(13) . ?
C124 C125 1.338(13) . ?
C125 C126 1.361(12) . ?
C118 C119 1.226(12) . ?
C119 C131 1.478(12) . ?
C131 C136 1.362(12) . ?
C131 C132 1.368(12) . ?
C132 C133 1.355(12) . ?
C133 C134 1.340(13) . ?
C134 C135 1.345(13) . ?
C135 C136 1.371(13) . ?
Se2 C213 1.950(5) . ?
Se2 C214 1.974(8) . ?
O21 C24 1.430(6) . ?
O22 C27 1.361(8) . ?
O22 C26 1.423(9) . ?
N2 C27 1.239(7) . ?
N2 C25 1.456(7) . ?
C21 C23 1.497(9) . ?
C22 C23 1.507(8) . ?
C23 C24 1.523(7) . ?
C24 C25 1.511(6) . ?
C25 C26 1.539(9) . ?
C27 C28 1.471(11) . ?
C28 C29 1.364(9) . ?
C28 C213 1.369(10) . ?
C29 C210 1.391(12) . ?
C210 C211 1.357(12) . ?
C211 C212 1.361(10) . ?
C212 C213 1.386(11) . ?
C214 C215 1.522(12) . ?
C215 C216 1.257(13) . ?
C216 C221 1.468(13) . ?
C221 C222 1.348(12) . ?
C221 C226 1.352(13) . ?
C222 C223 1.379(13) . ?
C223 C224 1.343(14) . ?
C224 C225 1.338(14) . ?
C225 C226 1.386(13) . ?
C218 C219 1.252(13) . ?
C219 C231 1.482(13) . ?
C231 C232 1.350(13) . ?
C231 C236 1.357(13) . ?
C232 C233 1.377(13) . ?
C233 C234 1.341(13) . ?
C234 C235 1.342(13) . ?
C235 C236 1.372(13) . ?
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
O11 H11 N1 0.82 2.01 2.816(5) 169.6 1_655
O21 H21 O11 0.82 1.98 2.787(5) 166.0 .
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
C12 C13 C14 O11 -59.0(6) . . . . ?
C11 C13 C14 O11 64.9(6) . . . . ?
C12 C13 C14 C15 64.6(7) . . . . ?
C11 C13 C14 C15 -171.5(6) . . . . ?
C17 N1 C15 C14 112.8(4) . . . . ?
C17 N1 C15 C16 -9.9(5) . . . . ?
O11 C14 C15 N1 -171.3(3) . . . . ?
C13 C14 C15 N1 64.8(5) . . . . ?
O11 C14 C15 C16 -56.6(5) . . . . ?
C13 C14 C15 C16 179.5(5) . . . . ?
C17 O12 C16 C15 -10.1(6) . . . . ?
N1 C15 C16 O12 11.9(6) . . . . ?
C14 C15 C16 O12 -106.8(5) . . . . ?
C15 N1 C17 O12 4.2(6) . . . . ?
C15 N1 C17 C18 -175.5(6) . . . . ?
C16 O12 C17 N1 4.3(7) . . . . ?
C16 O12 C17 C18 -176.1(6) . . . . ?
N1 C17 C18 C113 32.0(10) . . . . ?
O12 C17 C18 C113 -147.6(6) . . . . ?
N1 C17 C18 C19 -144.7(7) . . . . ?
O12 C17 C18 C19 35.7(9) . . . . ?
C113 C18 C19 C110 -1.8(12) . . . . ?
C17 C18 C19 C110 175.0(7) . . . . ?
C18 C19 C110 C111 0.3(15) . . . . ?
C19 C110 C111 C112 2.1(16) . . . . ?
C110 C111 C112 C113 -2.8(15) . . . . ?
C111 C112 C113 C18 1.2(12) . . . . ?
C111 C112 C113 Se1 177.4(7) . . . . ?
C19 C18 C113 C112 1.0(10) . . . . ?
C17 C18 C113 C112 -175.5(7) . . . . ?
C19 C18 C113 Se1 -175.4(6) . . . . ?
C17 C18 C113 Se1 8.1(10) . . . . ?
C114 Se1 C113 C112 -2.5(8) . . . . ?
C114 Se1 C113 C18 173.6(6) . . . . ?
C113 Se1 C114 C115 -166.0(7) . . . . ?
Se1 C114 C115 C116 -105.6(13) . . . . ?
C114 C115 C116 C121 179.2(14) . . . . ?
C115 C116 C121 C122 2(3) . . . . ?
C115 C116 C121 C126 174.4(16) . . . . ?
C126 C121 C122 C123 7(3) . . . . ?
C116 C121 C122 C123 179(2) . . . . ?
C121 C122 C123 C124 -4(4) . . . . ?
C122 C123 C124 C125 -1(4) . . . . ?
C123 C124 C125 C126 3(4) . . . . ?
C124 C125 C126 C121 0(3) . . . . ?
C122 C121 C126 C125 -5(3) . . . . ?
C116 C121 C126 C125 -178.5(16) . . . . ?
C118 C119 C131 C136 177(3) . . . . ?
C118 C119 C131 C132 1(4) . . . . ?
C136 C131 C132 C133 4(3) . . . . ?
C119 C131 C132 C133 180(2) . . . . ?
C131 C132 C133 C134 -5(4) . . . . ?
C132 C133 C134 C135 4(4) . . . . ?
C133 C134 C135 C136 -2(4) . . . . ?
C132 C131 C136 C135 -2(4) . . . . ?
C119 C131 C136 C135 -178(2) . . . . ?
C134 C135 C136 C131 1(4) . . . . ?
C21 C23 C24 O21 -63.1(6) . . . . ?
C22 C23 C24 O21 64.1(7) . . . . ?
C21 C23 C24 C25 57.4(7) . . . . ?
C22 C23 C24 C25 -175.4(6) . . . . ?
C27 N2 C25 C24 116.8(5) . . . . ?
C27 N2 C25 C26 -4.1(7) . . . . ?
O21 C24 C25 N2 175.5(4) . . . . ?
C23 C24 C25 N2 53.8(6) . . . . ?
O21 C24 C25 C26 -68.8(6) . . . . ?
C23 C24 C25 C26 169.6(6) . . . . ?
C27 O22 C26 C25 -3.5(7) . . . . ?
N2 C25 C26 O22 4.6(6) . . . . ?
C24 C25 C26 O22 -116.6(5) . . . . ?
C25 N2 C27 O22 2.2(8) . . . . ?
C25 N2 C27 C28 -177.8(6) . . . . ?
C26 O22 C27 N2 1.0(8) . . . . ?
C26 O22 C27 C28 -179.0(6) . . . . ?
N2 C27 C28 C29 -176.1(7) . . . . ?
O22 C27 C28 C29 4.0(9) . . . . ?
N2 C27 C28 C213 5.0(11) . . . . ?
O22 C27 C28 C213 -175.0(6) . . . . ?
C213 C28 C29 C210 2.3(11) . . . . ?
C27 C28 C29 C210 -176.7(7) . . . . ?
C28 C29 C210 C211 -2.0(12) . . . . ?
C29 C210 C211 C212 1.8(12) . . . . ?
C210 C211 C212 C213 -2.1(11) . . . . ?
C29 C28 C213 C212 -2.5(10) . . . . ?
C27 C28 C213 C212 176.5(6) . . . . ?
C29 C28 C213 Se2 179.6(5) . . . . ?
C27 C28 C213 Se2 -1.4(9) . . . . ?
C211 C212 C213 C28 2.5(10) . . . . ?
C211 C212 C213 Se2 -179.6(5) . . . . ?
C214 Se2 C213 C28 176.4(5) . . . . ?
C214 Se2 C213 C212 -1.4(6) . . . . ?
C213 Se2 C214 C215 168.3(7) . . . . ?
Se2 C214 C215 C216 104.3(17) . . . . ?
C214 C215 C216 C221 177.6(16) . . . . ?
C215 C216 C221 C222 -169(2) . . . . ?
C215 C216 C221 C226 23(3) . . . . ?
C226 C221 C222 C223 -10(3) . . . . ?
C216 C221 C222 C223 -178(2) . . . . ?
C221 C222 C223 C224 5(4) . . . . ?
C222 C223 C224 C225 2(4) . . . . ?
C223 C224 C225 C226 -5(4) . . . . ?
C222 C221 C226 C225 7(3) . . . . ?
C216 C221 C226 C225 174.8(18) . . . . ?
C224 C225 C226 C221 0(4) . . . . ?
C218 C219 C231 C232 -12(5) . . . . ?
C218 C219 C231 C236 172(3) . . . . ?
C236 C231 C232 C233 5(4) . . . . ?
C219 C231 C232 C233 -172(3) . . . . ?
C231 C232 C233 C234 -4(4) . . . . ?
C232 C233 C234 C235 1(5) . . . . ?
C233 C234 C235 C236 0(5) . . . . ?
C232 C231 C236 C235 -4(4) . . . . ?
C219 C231 C236 C235 173(2) . . . . ?
C234 C235 C236 C231 1(4) . . . . ?
