#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/32/15/4321568.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_4321568
loop_
_publ_author_name
'Tiina Maaninen'
'Tristram Chivers'
'Risto Laitinen'
'Gabriele Schatte'
'Maija Nissinen'
_publ_section_title
;
 Selenium Imides: 77Se NMR Investigations of the SeCl2-tBuNH2 Reaction and
 X-ray Structures of Se3(NtBu)3, tBuNSe(μ-NtBu)2SO2, and
 tBuNSe(μ-NtBu)2SeO
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5341
_journal_page_last               5347
_journal_paper_doi               10.1021/ic000598b
_journal_volume                  39
_journal_year                    2000
_chemical_formula_sum            'C12 H27 N3 O Se2'
_chemical_formula_weight         387.29
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_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                99.320(3)
_cell_angle_beta                 95.764(3)
_cell_angle_gamma                103.876(3)
_cell_formula_units_Z            2
_cell_length_a                   6.3720(10)
_cell_length_b                   9.926(2)
_cell_length_c                   14.034(3)
_cell_measurement_temperature    293(2)
_cell_volume                     841.3(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_av_sigmaI/netI    0.0301
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15430
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.84
_exptl_absorpt_coefficient_mu    4.390
_exptl_absorpt_correction_T_max  0.439
_exptl_absorpt_correction_T_min  1.000
_exptl_absorpt_correction_type   'Phi scan'
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.886
_refine_diff_density_min         -0.583
_refine_diff_density_rms         0.123
_refine_ls_extinction_coef       0.014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2962
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0447
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0674P)²+4.2169P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1214
_refine_ls_wR_factor_ref         0.1228
_reflns_number_gt                2834
_reflns_number_total             2962
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic000598b_3.cif
_cod_data_source_block           8
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0674P)^2^+4.2169P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0674P)^2^+4.2169P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4321568
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C11 C 0.8111(9) 0.7171(6) 0.5747(4) 0.0344(11) Uani 1 d . . .
C12 C 0.8802(12) 0.6139(8) 0.6314(5) 0.0550(17) Uani 1 d . . .
H12A H 0.8948 0.6504 0.7000 0.083 Uiso 1 calc R . .
H12B H 1.0178 0.6010 0.6151 0.083 Uiso 1 calc R . .
H12C H 0.7719 0.5247 0.6149 0.083 Uiso 1 calc R . .
C13 C 0.7736(11) 0.6574(9) 0.4651(5) 0.0575(18) Uani 1 d . . .
H13A H 0.6646 0.5685 0.4512 0.086 Uiso 1 calc R . .
H13B H 0.9078 0.6436 0.4450 0.086 Uiso 1 calc R . .
H13C H 0.7249 0.7226 0.4303 0.086 Uiso 1 calc R . .
C14 C 0.9942(9) 0.8563(7) 0.5958(5) 0.0469(14) Uani 1 d . . .
H14A H 0.9720 0.9115 0.5473 0.070 Uiso 1 calc R . .
H14B H 1.1332 0.8351 0.5939 0.070 Uiso 1 calc R . .
H14C H 0.9913 0.9087 0.6592 0.070 Uiso 1 calc R . .
C21 C 0.5582(8) 0.6961(5) 0.8745(4) 0.0296(10) Uani 1 d . . .
C22 C 0.4452(10) 0.5587(6) 0.8039(4) 0.0435(14) Uani 1 d . . .
H22A H 0.3424 0.5762 0.7557 0.065 Uiso 1 calc R . .
H22B H 0.3698 0.4913 0.8391 0.065 Uiso 1 calc R . .
H22C H 0.5522 0.5218 0.7724 0.065 Uiso 1 calc R . .
C23 C 0.7236(11) 0.6690(7) 0.9503(5) 0.0559(18) Uani 1 d . . .
H23A H 0.8114 0.6148 0.9181 0.084 Uiso 1 calc R . .
H23B H 0.6480 0.6174 0.9944 0.084 Uiso 1 calc R . .
H23C H 0.8158 0.7576 0.9862 0.084 Uiso 1 calc R . .
C24 C 0.3903(13) 0.7568(7) 0.9222(6) 0.061(2) Uani 1 d . . .
H24A H 0.4621 0.8443 0.9660 0.092 Uiso 1 calc R . .
H24B H 0.3130 0.6911 0.9580 0.092 Uiso 1 calc R . .
H24C H 0.2890 0.7735 0.8730 0.092 Uiso 1 calc R . .
C31 C 0.6982(8) 1.1403(5) 0.7361(4) 0.0290(10) Uani 1 d . . .
C32 C 0.4964(10) 1.1618(6) 0.7796(5) 0.0462(14) Uani 1 d . . .
H32A H 0.3733 1.0836 0.7511 0.069 Uiso 1 calc R . .
H32B H 0.4673 1.2479 0.7661 0.069 Uiso 1 calc R . .
H32C H 0.5213 1.1674 0.8489 0.069 Uiso 1 calc R . .
C33 C 0.8981(11) 1.2617(6) 0.7812(6) 0.0562(18) Uani 1 d . . .
H33A H 0.9225 1.2672 0.8505 0.084 Uiso 1 calc R . .
H33B H 0.8737 1.3489 0.7678 0.084 Uiso 1 calc R . .
H33C H 1.0238 1.2452 0.7537 0.084 Uiso 1 calc R . .
C34 C 0.6577(12) 1.1320(7) 0.6259(4) 0.0490(16) Uani 1 d . . .
H34A H 0.7824 1.1148 0.5978 0.074 Uiso 1 calc R . .
H34B H 0.6344 1.2197 0.6128 0.074 Uiso 1 calc R . .
H34C H 0.5310 1.0563 0.5978 0.074 Uiso 1 calc R . .
N1 N 0.5980(7) 0.7397(4) 0.5966(3) 0.0305(9) Uani 1 d . . .
N2 N 0.6873(6) 0.7930(4) 0.8175(3) 0.0248(8) Uani 1 d . . .
N3 N 0.7521(6) 1.0067(4) 0.7516(3) 0.0253(8) Uani 1 d . . .
O1 O 1.0828(6) 0.9924(4) 0.8911(3) 0.0369(9) Uani 1 d . . .
Se1 Se 0.54043(7) 0.82836(5) 0.69951(3) 0.0262(2) Uani 1 d . . .
Se2 Se 0.82161(7) 0.98000(5) 0.87807(3) 0.0253(2) Uani 1 d . . .
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'
Se Se -0.0929 2.2259 '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
N1 C11 C12 111.6(5) . . ?
N1 C11 C13 104.8(4) . . ?
C12 C11 C13 110.5(5) . . ?
N1 C11 C14 112.4(4) . . ?
C12 C11 C14 109.0(5) . . ?
C13 C11 C14 108.5(5) . . ?
N2 C21 C24 112.8(4) . . ?
N2 C21 C22 107.2(4) . . ?
C24 C21 C22 109.7(5) . . ?
N2 C21 C23 106.2(4) . . ?
C24 C21 C23 111.2(6) . . ?
C22 C21 C23 109.5(5) . . ?
N3 C31 C32 113.0(4) . . ?
N3 C31 C33 107.2(4) . . ?
C32 C31 C33 110.8(5) . . ?
N3 C31 C34 106.9(4) . . ?
C32 C31 C34 109.2(5) . . ?
C33 C31 C34 109.6(5) . . ?
C11 N1 Se1 128.6(3) . . ?
C21 N2 Se2 118.9(3) . . ?
C21 N2 Se1 118.9(3) . . ?
Se2 N2 Se1 98.60(17) . . ?
C31 N3 Se2 119.7(3) . . ?
C31 N3 Se1 119.2(3) . . ?
Se2 N3 Se1 99.18(18) . . ?
N1 Se1 N3 113.62(19) . . ?
N1 Se1 N2 113.03(19) . . ?
N3 Se1 N2 77.02(16) . . ?
O1 Se2 N3 105.08(18) . . ?
O1 Se2 N2 105.50(18) . . ?
N3 Se2 N2 80.62(17) . . ?
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
C11 N1 1.482(7) . ?
C11 C12 1.512(8) . ?
C11 C13 1.529(8) . ?
C11 C14 1.544(8) . ?
C21 N2 1.499(6) . ?
C21 C24 1.509(8) . ?
C21 C22 1.519(7) . ?
C21 C23 1.523(8) . ?
C31 N3 1.491(6) . ?
C31 C32 1.523(7) . ?
C31 C33 1.526(8) . ?
C31 C34 1.528(8) . ?
N1 Se1 1.687(4) . ?
N2 Se2 1.866(4) . ?
N2 Se1 1.943(4) . ?
N3 Se2 1.862(4) . ?
N3 Se1 1.930(4) . ?
O1 Se2 1.628(4) . ?
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 C11 N1 Se1 71.8(6) . . . . ?
C13 C11 N1 Se1 -168.6(4) . . . . ?
C14 C11 N1 Se1 -50.9(6) . . . . ?
C24 C21 N2 Se2 51.9(6) . . . . ?
C22 C21 N2 Se2 172.8(4) . . . . ?
C23 C21 N2 Se2 -70.1(5) . . . . ?
C24 C21 N2 Se1 -68.0(6) . . . . ?
C22 C21 N2 Se1 52.9(5) . . . . ?
C23 C21 N2 Se1 169.9(4) . . . . ?
C32 C31 N3 Se2 -61.9(5) . . . . ?
C33 C31 N3 Se2 60.5(5) . . . . ?
C34 C31 N3 Se2 177.9(4) . . . . ?
C32 C31 N3 Se1 60.0(5) . . . . ?
C33 C31 N3 Se1 -177.7(4) . . . . ?
C34 C31 N3 Se1 -60.2(5) . . . . ?
C11 N1 Se1 N3 43.9(5) . . . . ?
C11 N1 Se1 N2 -41.5(5) . . . . ?
C31 N3 Se1 N1 102.6(4) . . . . ?
Se2 N3 Se1 N1 -125.7(2) . . . . ?
C31 N3 Se1 N2 -147.7(4) . . . . ?
Se2 N3 Se1 N2 -16.02(17) . . . . ?
C21 N2 Se1 N1 -103.7(4) . . . . ?
Se2 N2 Se1 N1 126.4(2) . . . . ?
C21 N2 Se1 N3 145.9(4) . . . . ?
Se2 N2 Se1 N3 15.96(17) . . . . ?
C31 N3 Se2 O1 -108.5(4) . . . . ?
Se1 N3 Se2 O1 120.15(19) . . . . ?
C31 N3 Se2 N2 147.8(4) . . . . ?
Se1 N3 Se2 N2 16.49(18) . . . . ?
C21 N2 Se2 O1 110.6(4) . . . . ?
Se1 N2 Se2 O1 -119.52(18) . . . . ?
C21 N2 Se2 N3 -146.2(4) . . . . ?
Se1 N2 Se2 N3 -16.36(18) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30661121
