#------------------------------------------------------------------------------
#$Date: 2025-08-20 21:19:29 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301836 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/00/4300008.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_4300008
loop_
_publ_author_name
'Craig C. McLauchlan'
'James A. Ibers'
_publ_section_title
;
Facile Syntheses and Structures of New Metal-Maleonitrilediselenolates
[K([2.2.2]-cryptand)]3[Ag(Se2C2(CN)2)(Se6)],
[K([2.2.2]-cryptand)]2[Ni(Se2C2(CN)2)2], and Ni(dppp)(Se2C2(CN)2)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1046
_journal_page_last               1048
_journal_paper_doi               10.1021/ic9901719
_journal_volume                  39
_journal_year                    2000
_chemical_formula_moiety         '(C27 H26 P2) Ni (Se2 C2 N4)'
_chemical_formula_sum            'C31 H26 N2 Ni P2 Se2'
_chemical_formula_weight         705.11
_chemical_name_common
;
1,3-bis(diphenylphosphino)propane maleneonitrilediselenolate nickel(ii)
;
_chemical_name_systematic
;
1,3-bis(diphenylphosphino)propane
cis-1,2-dicyano,1,2-diselenato-ethene-Se-Se-nickel(ii)
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.4004(7)
_cell_length_b                   15.4068(9)
_cell_length_c                   15.4512(9)
_cell_measurement_reflns_used    3738
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      56.50
_cell_volume                     2952.0(3)
_computing_cell_refinement       'SMART Version 5.101 (Bruker, 1997)'
_computing_data_collection       'SMART Version 5.101 (Bruker, 1997)'
_computing_data_reduction        'SAINT-Plus Version 5.101 (Bruker, 1997)'
_computing_molecular_graphics    'SHELXTL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXTL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measurement_device_type  'Bruker AXS SMART-1000 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'standard sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            25662
_diffrn_reflns_theta_max         28.25
_diffrn_reflns_theta_min         1.87
_diffrn_standards_decay_%        '< 2'
_exptl_absorpt_coefficient_mu    3.255
_exptl_absorpt_correction_T_max  0.73524
_exptl_absorpt_correction_T_min  0.39552
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'face indexed (Sheldrick, 1997)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.2625
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    'riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         3738
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0263
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
; calc 
 [1/[σ²(Fo²)+(0.0300Fo²)²]  
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0593
_refine_ls_wR_factor_ref         0.0614
_reflns_number_gt                2913
_reflns_number_total             3738
_reflns_threshold_expression     'I > 2sigma(I)'
_cod_database_code               4300008
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, 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
Ni1 Ni 0.10562(3) -0.2500 0.71593(2) 0.01739(9) Uani 1 2 d S . .
Se1 Se 0.141339(17) -0.143230(12) 0.814510(12) 0.02376(7) Uani 1 1 d . . .
C1 C 0.16853(14) -0.20623(13) 0.91672(11) 0.0208(4) Uani 1 1 d . . .
C2 C 0.18119(16) -0.15881(13) 0.99588(13) 0.0258(5) Uani 1 1 d . . .
N1 N 0.19059(16) -0.12284(13) 1.06034(12) 0.0396(5) Uani 1 1 d . . .
P1 P 0.07402(4) -0.14795(3) 0.61946(3) 0.01851(11) Uani 1 1 d . . .
C3 C 0.19048(16) -0.12674(12) 0.55183(12) 0.0211(4) Uani 1 1 d . . .
C4 C 0.29256(17) -0.13678(14) 0.58808(14) 0.0321(5) Uani 1 1 d . . .
H4A H 0.2995 -0.1583 0.6454 0.039 Uiso 1 1 calc R . .
C5 C 0.38431(19) -0.11550(17) 0.54105(15) 0.0430(6) Uani 1 1 d . . .
H5A H 0.4535 -0.1211 0.5669 0.052 Uiso 1 1 calc R . .
C6 C 0.37533(18) -0.08620(16) 0.45693(14) 0.0375(6) Uani 1 1 d . . .
H6A H 0.4382 -0.0726 0.4245 0.045 Uiso 1 1 calc R . .
C7 C 0.27477(18) -0.07673(15) 0.42013(14) 0.0350(5) Uani 1 1 d . . .
H7A H 0.2686 -0.0567 0.3622 0.042 Uiso 1 1 calc R . .
C9 C 0.18264(17) -0.09623(14) 0.46691(13) 0.0291(5) Uani 1 1 d . . .
H9A H 0.1137 -0.0888 0.4411 0.035 Uiso 1 1 calc R . .
C10 C 0.03738(15) -0.04253(13) 0.66521(12) 0.0223(4) Uani 1 1 d . . .
C11 C 0.10416(17) 0.02933(13) 0.65792(13) 0.0278(5) Uani 1 1 d . . .
H11A H 0.1685 0.0257 0.6248 0.033 Uiso 1 1 calc R . .
C12 C 0.0772(2) 0.10649(15) 0.69890(14) 0.0359(6) Uani 1 1 d . . .
H12A H 0.1237 0.1553 0.6945 0.043 Uiso 1 1 calc R . .
C13 C -0.0172(2) 0.11237(15) 0.74606(14) 0.0391(6) Uani 1 1 d . . .
H13A H -0.0356 0.1653 0.7739 0.047 Uiso 1 1 calc R . .
C14 C -0.08517(18) 0.04120(15) 0.75293(14) 0.0338(5) Uani 1 1 d . . .
H14A H -0.1503 0.0455 0.7850 0.041 Uiso 1 1 calc R . .
C15 C -0.05769(16) -0.03593(14) 0.71298(13) 0.0276(5) Uani 1 1 d . . .
H15A H -0.1039 -0.0848 0.7181 0.033 Uiso 1 1 calc R . .
C16 C -0.03968(16) -0.16703(13) 0.54636(12) 0.0244(4) Uani 1 1 d . . .
H16A H -0.1067 -0.1686 0.5812 0.029 Uiso 1 1 calc R . .
H16B H -0.0453 -0.1170 0.5064 0.029 Uiso 1 1 calc R . .
C17 C -0.0339(2) -0.2500 0.49255(17) 0.0248(6) Uani 1 2 d S . .
H17A H 0.0343 -0.2500 0.4593 0.030 Uiso 1 2 calc SR . .
H17B H -0.0941 -0.2500 0.4505 0.030 Uiso 1 2 calc SR . .
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'
P P 0.1023 0.0942 '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
P1 Ni1 P1 91.14(3) 7 . yes
P1 Ni1 Se1 178.86(2) 7 . no
P1 Ni1 Se1 88.381(14) . . yes
P1 Ni1 Se1 88.381(14) 7 7 no
P1 Ni1 Se1 178.86(2) . 7 no
Se1 Ni1 Se1 92.081(16) . 7 yes
C1 Se1 Ni1 102.86(6) . . yes
C1 C1 C2 120.64(11) 7 . yes
C1 C1 Se1 121.01(6) 7 . yes
C2 C1 Se1 118.18(14) . . yes
N1 C2 C1 178.2(2) . . yes
C3 P1 C10 105.11(9) . . no
C3 P1 C16 106.68(9) . . no
C10 P1 C16 100.94(9) . . no
C3 P1 Ni1 112.16(6) . . no
C10 P1 Ni1 114.63(6) . . no
C16 P1 Ni1 116.12(7) . . no
C4 C3 C9 118.57(18) . . no
C4 C3 P1 118.19(15) . . no
C9 C3 P1 123.14(15) . . no
C5 C4 C3 120.5(2) . . no
C6 C5 C4 120.2(2) . . no
C7 C6 C5 119.7(2) . . no
C6 C7 C9 120.54(19) . . no
C7 C9 C3 120.38(19) . . no
C11 C10 C15 119.31(19) . . no
C11 C10 P1 121.95(15) . . no
C15 C10 P1 118.64(15) . . no
C10 C11 C12 120.2(2) . . no
C13 C12 C11 120.1(2) . . no
C12 C13 C14 120.2(2) . . no
C15 C14 C13 119.7(2) . . no
C14 C15 C10 120.5(2) . . no
C17 C16 P1 115.75(15) . . no
C16 C17 C16 113.7(2) . 7 no
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
Ni1 P1 2.2017(5) 7 no
Ni1 P1 2.2017(5) . yes
Ni1 Se1 2.2852(3) . yes
Ni1 Se1 2.2852(3) 7 no
Se1 C1 1.8841(18) . yes
C1 C1 1.349(4) 7 yes
C1 C2 1.433(3) . yes
C2 N1 1.146(3) . yes
P1 C3 1.812(2) . no
P1 C10 1.829(2) . no
P1 C16 1.8301(19) . no
C3 C4 1.393(3) . no
C3 C9 1.397(3) . no
C4 C5 1.389(3) . no
C5 C6 1.380(3) . no
C6 C7 1.378(3) . no
C7 C9 1.385(3) . no
C10 C11 1.387(3) . no
C10 C15 1.395(3) . no
C11 C12 1.388(3) . no
C12 C13 1.382(3) . no
C13 C14 1.387(3) . no
C14 C15 1.382(3) . no
C16 C17 1.527(2) . no
C17 C16 1.527(2) 7 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168336698
