#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/11/4311123.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_4311123
loop_
_publ_author_name
'Xavi Ribas'
'João C. Dias'
'Jorge Morgado'
'Klaus Wurst'
'Isabel C. Santos'
'Manuel Almeida'
'José Vidal-Gancedo'
'Jaume Veciana'
'Concepció Rovira'
_publ_section_title
;
 Alkaline Side-Coordination Strategy for the Design of Nickel(II) and
 Nickel(III) Bis(1,2-diselenolene) Complex Based Materials
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3631
_journal_page_last               3641
_journal_paper_doi               10.1021/ic049860x
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C20 H38 N3 Ni0.5 Se2'
_chemical_formula_weight         507.81
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 99.382(15)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   8.2493(13)
_cell_length_b                   20.3335(19)
_cell_length_c                   14.238(3)
_cell_measurement_temperature    293(2)
_cell_volume                     2356.3(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0593
_diffrn_reflns_av_sigmaI/netI    0.1218
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5428
_diffrn_reflns_theta_full        27.06
_diffrn_reflns_theta_max         27.06
_diffrn_reflns_theta_min         2.68
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    3.534
_exptl_absorpt_correction_T_max  0.9990
_exptl_absorpt_correction_T_min  0.9160
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1044
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         5087
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.989
_refine_ls_R_factor_all          0.2270
_refine_ls_R_factor_gt           0.0853
_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)+(0.0568P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1263
_refine_ls_wR_factor_ref         0.1613
_reflns_number_gt                2037
_reflns_number_total             5087
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic049860xsi20040203_051657.cif
_cod_data_source_block           nipdsb
_cod_original_cell_volume        2356.4(6)
_cod_original_formula_sum        'C20 H38 N3 Ni0.50 Se2'
_cod_database_code               4311123
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
Ni Ni 0.5000 0.5000 0.5000 0.0609(4) Uani 1 2 d S . .
Se1 Se 0.54078(12) 0.40278(5) 0.58241(6) 0.0804(3) Uani 1 1 d . . .
Se2 Se 0.39820(11) 0.54953(4) 0.62207(6) 0.0729(3) Uani 1 1 d . . .
N N 0.0813(9) 0.3530(3) 0.3091(5) 0.0659(18) Uani 1 1 d . . .
N1 N 0.4677(9) 0.3709(4) 0.7607(6) 0.087(2) Uani 1 1 d . . .
C21 C 0.1724(11) 0.3875(4) 0.2384(6) 0.079(3) Uani 1 1 d . . .
H21A H 0.2872 0.3909 0.2669 0.094 Uiso 1 1 calc R . .
H21B H 0.1668 0.3597 0.1826 0.094 Uiso 1 1 calc R . .
N2 N 0.3393(9) 0.4959(4) 0.7926(6) 0.088(2) Uani 1 1 d . . .
C12 C 0.0383(11) 0.3626(4) 0.4828(6) 0.078(3) Uani 1 1 d . . .
H12A H 0.1155 0.3278 0.5054 0.094 Uiso 1 1 calc R . .
H12B H -0.0689 0.3426 0.4644 0.094 Uiso 1 1 calc R . .
C4 C 0.3484(12) 0.4464(7) 0.8560(7) 0.098(3) Uani 1 1 d . . .
H4 H 0.3103 0.4541 0.9130 0.118 Uiso 1 1 calc R . .
C2 C 0.3981(9) 0.4826(4) 0.7134(6) 0.064(2) Uani 1 1 d . . .
C1 C 0.4610(10) 0.4197(5) 0.6960(6) 0.069(2) Uani 1 1 d . . .
C11 C 0.0893(11) 0.3938(4) 0.3970(5) 0.070(2) Uani 1 1 d . . .
H11A H 0.0212 0.4323 0.3810 0.084 Uiso 1 1 calc R . .
H11B H 0.2016 0.4090 0.4148 0.084 Uiso 1 1 calc R . .
C22 C 0.1140(11) 0.4540(4) 0.2062(6) 0.085(3) Uani 1 1 d . . .
H22A H 0.1350 0.4844 0.2593 0.102 Uiso 1 1 calc R . .
H22B H -0.0036 0.4528 0.1842 0.102 Uiso 1 1 calc R . .
C42 C 0.3307(12) 0.2876(4) 0.3747(7) 0.091(3) Uani 1 1 d . . .
H42A H 0.3407 0.3119 0.4340 0.110 Uiso 1 1 calc R . .
H42B H 0.3939 0.3107 0.3332 0.110 Uiso 1 1 calc R . .
C31 C -0.1009(11) 0.3443(5) 0.2660(6) 0.086(3) Uani 1 1 d . . .
H31A H -0.1536 0.3199 0.3112 0.103 Uiso 1 1 calc R . .
H31B H -0.1511 0.3875 0.2594 0.103 Uiso 1 1 calc R . .
C41 C 0.1550(13) 0.2863(4) 0.3293(7) 0.091(3) Uani 1 1 d . . .
H41A H 0.0924 0.2629 0.3707 0.110 Uiso 1 1 calc R . .
H41B H 0.1456 0.2621 0.2700 0.110 Uiso 1 1 calc R . .
C3 C 0.4099(12) 0.3859(6) 0.8417(8) 0.098(3) Uani 1 1 d . . .
H3 H 0.4123 0.3541 0.8887 0.118 Uiso 1 1 calc R . .
C13 C 0.0304(11) 0.4107(4) 0.5637(6) 0.081(3) Uani 1 1 d . . .
H13A H 0.1292 0.4374 0.5723 0.097 Uiso 1 1 calc R . .
H13B H -0.0623 0.4399 0.5451 0.097 Uiso 1 1 calc R . .
C14 C 0.0142(12) 0.3803(4) 0.6563(6) 0.094(3) Uani 1 1 d . . .
H14A H 0.0123 0.4141 0.7031 0.141 Uiso 1 1 calc R . .
H14B H 0.1058 0.3516 0.6760 0.141 Uiso 1 1 calc R . .
H14C H -0.0860 0.3555 0.6496 0.141 Uiso 1 1 calc R . .
C24 C 0.1626(14) 0.5453(5) 0.0971(7) 0.125(4) Uani 1 1 d . . .
H24A H 0.2212 0.5561 0.0462 0.187 Uiso 1 1 calc R . .
H24B H 0.1957 0.5745 0.1498 0.187 Uiso 1 1 calc R . .
H24C H 0.0467 0.5498 0.0755 0.187 Uiso 1 1 calc R . .
C43 C 0.4034(16) 0.2179(5) 0.3952(8) 0.127(4) Uani 1 1 d . . .
H43A H 0.3409 0.1951 0.4372 0.152 Uiso 1 1 calc R . .
H43B H 0.3920 0.1935 0.3360 0.152 Uiso 1 1 calc R . .
C32 C -0.1386(14) 0.3103(6) 0.1721(7) 0.114(4) Uani 1 1 d . . .
H32A H -0.0951 0.3365 0.1250 0.137 Uiso 1 1 calc R . .
H32B H -0.0820 0.2683 0.1767 0.137 Uiso 1 1 calc R . .
C23 C 0.1991(13) 0.4779(5) 0.1273(7) 0.110(4) Uani 1 1 d . . .
H23A H 0.3168 0.4739 0.1477 0.132 Uiso 1 1 calc R . .
H23B H 0.1693 0.4492 0.0728 0.132 Uiso 1 1 calc R . .
C44 C 0.5833(13) 0.2189(6) 0.4404(9) 0.153(5) Uani 1 1 d . . .
H44A H 0.6221 0.1746 0.4511 0.230 Uiso 1 1 calc R . .
H44B H 0.5952 0.2419 0.5001 0.230 Uiso 1 1 calc R . .
H44C H 0.6463 0.2408 0.3988 0.230 Uiso 1 1 calc R . .
C33 C -0.311(2) 0.2990(10) 0.1391(12) 0.204(9) Uani 1 1 d D . .
H33A H -0.3142 0.2750 0.0799 0.245 Uiso 1 1 calc R . .
H33B H -0.3427 0.2675 0.1840 0.245 Uiso 1 1 calc R . .
C34 C -0.430(2) 0.3375(10) 0.1231(14) 0.231(11) Uani 1 1 d D . .
H34A H -0.5259 0.3138 0.0941 0.347 Uiso 1 1 calc R . .
H34B H -0.4059 0.3717 0.0809 0.347 Uiso 1 1 calc R . .
H34C H -0.4495 0.3566 0.1818 0.347 Uiso 1 1 calc R . .
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'
Ni Ni 0.3393 1.1124 '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
Se2 Ni Se2 180.0 . 3_666 ?
Se2 Ni Se1 88.16(3) . 3_666 ?
Se2 Ni Se1 91.84(3) 3_666 3_666 ?
Se2 Ni Se1 91.84(3) . . ?
Se2 Ni Se1 88.16(3) 3_666 . ?
Se1 Ni Se1 180.00(4) 3_666 . ?
C1 Se1 Ni 103.9(3) . . ?
C2 Se2 Ni 104.4(3) . . ?
C41 N C11 112.4(6) . . ?
C41 N C21 108.4(6) . . ?
C11 N C21 109.8(6) . . ?
C41 N C31 108.3(7) . . ?
C11 N C31 107.8(6) . . ?
C21 N C31 110.2(6) . . ?
C1 N1 C3 115.8(9) . . ?
C22 C21 N 117.0(7) . . ?
C2 N2 C4 115.4(9) . . ?
C11 C12 C13 113.4(7) . . ?
N2 C4 C3 123.9(10) . . ?
N2 C2 C1 121.9(8) . . ?
N2 C2 Se2 118.7(7) . . ?
C1 C2 Se2 119.3(6) . . ?
N1 C1 C2 121.3(8) . . ?
N1 C1 Se1 118.2(7) . . ?
C2 C1 Se1 120.5(7) . . ?
N C11 C12 117.9(6) . . ?
C21 C22 C23 111.0(8) . . ?
C41 C42 C43 112.7(9) . . ?
C32 C31 N 117.3(8) . . ?
C42 C41 N 113.9(8) . . ?
N1 C3 C4 121.6(10) . . ?
C14 C13 C12 115.2(7) . . ?
C44 C43 C42 113.0(10) . . ?
C33 C32 C31 114.6(10) . . ?
C24 C23 C22 115.3(10) . . ?
C34 C33 C32 132(2) . . ?
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
Ni Se2 2.2839(9) . ?
Ni Se2 2.2839(9) 3_666 ?
Ni Se1 2.2955(9) 3_666 ?
Ni Se1 2.2955(9) . ?
Se1 C1 1.874(8) . ?
Se2 C2 1.883(8) . ?
N C41 1.493(10) . ?
N C11 1.495(9) . ?
N C21 1.523(9) . ?
N C31 1.538(10) . ?
N1 C1 1.349(10) . ?
N1 C3 1.353(11) . ?
C21 C22 1.484(11) . ?
N2 C2 1.327(9) . ?
N2 C4 1.345(12) . ?
C12 C11 1.496(10) . ?
C12 C13 1.522(10) . ?
C4 C3 1.358(13) . ?
C2 C1 1.416(11) . ?
C22 C23 1.499(11) . ?
C42 C41 1.487(12) . ?
C42 C43 1.548(12) . ?
C31 C32 1.492(11) . ?
C13 C14 1.481(10) . ?
C24 C23 1.453(12) . ?
C43 C44 1.518(14) . ?
C32 C33 1.443(17) . ?
C33 C34 1.245(19) . ?
