#------------------------------------------------------------------------------
#$Date: 2016-03-23 04:00:17 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179273 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/93/4319356.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_4319356
loop_
_publ_author_name
'Craig C. McLauchlan'
'Scott D. Robowski'
'James A. Ibers'
_publ_section_title
;
 Syntheses and Characterization of the Metal Maleonitrilediselenolates
 [K([2.2.2]-cryptand)]2[M(Se2C2(CN)2)2] (M = Ni, Pd, Pt) and
 [Ni(dmf)5Cl]2[Ni(Se2C2(CN)2)2]
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1372
_journal_page_last               1375
_journal_paper_doi               10.1021/ic0008666
_journal_volume                  40
_journal_year                    2001
_chemical_formula_sum            'C38 H70 Cl2 N14 Ni3 O10 Se4'
_chemical_formula_weight         1445.95
_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                110.08(3)
_cell_angle_beta                 95.23(3)
_cell_angle_gamma                93.72(3)
_cell_formula_units_Z            1
_cell_length_a                   8.8420(18)
_cell_length_b                   13.161(3)
_cell_length_c                   13.831(3)
_cell_measurement_temperature    153(2)
_cell_volume                     1497.4(6)
_computing_cell_refinement       'SMART Version 5.054 (Bruker, 1997)'
_computing_data_collection       'SMART Version 5.054 (Bruker, 1997)'
_computing_data_reduction        'SAINT+ Version 6.0 (Bruker, 1997)'
_computing_molecular_graphics    'SHELX-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELX-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.937
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_device_type  'Bruker AXS SMART-1000 CCD'
_diffrn_measurement_method       /w
_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  0.0190
_diffrn_reflns_av_sigmaI/netI    0.0325
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13901
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         1.58
_exptl_absorpt_coefficient_mu    3.512
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             730
_refine_diff_density_max         0.940
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       0.0000(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         6988
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0282
_refine_ls_shift/su_max          13.098
_refine_ls_shift/su_mean         0.043
_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          0.0629
_refine_ls_wR_factor_ref         0.0649
_reflns_number_gt                5546
_reflns_number_total             6988
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0008666_1.cif
_cod_data_source_block           last
_cod_original_cell_volume        1497.4(5)
_cod_database_code               4319356
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0000 0.0000 0.5000 0.02319(10) Uani 1 2 d S . .
Ni2 Ni 0.44865(3) -0.32918(2) 0.76112(2) 0.01984(7) Uani 1 1 d . . .
Se1 Se 0.16186(3) -0.133313(19) 0.470383(18) 0.02958(7) Uani 1 1 d . . .
Se2 Se -0.07370(3) -0.04035(2) 0.326744(18) 0.03174(7) Uani 1 1 d . . .
Cl1 Cl 0.34237(6) -0.47854(4) 0.61085(4) 0.02458(12) Uiso 1 1 d . . .
O1 O 0.50804(17) -0.23489(12) 0.67591(12) 0.0267(3) Uani 1 1 d . . .
O2 O 0.25057(17) -0.25288(12) 0.78362(12) 0.0255(3) Uani 1 1 d . . .
O3 O 0.37717(17) -0.40229(12) 0.86177(11) 0.0257(3) Uani 1 1 d . . .
O4 O 0.65563(16) -0.39199(12) 0.76840(12) 0.0263(3) Uani 1 1 d . . .
O5 O 0.55287(17) -0.20097(12) 0.88740(12) 0.0270(3) Uani 1 1 d . . .
C1 C 0.1536(3) -0.18255(17) 0.32411(17) 0.0269(5) Uani 1 1 d . . .
C2 C 0.0595(3) -0.14375(18) 0.26650(18) 0.0293(5) Uani 1 1 d . . .
C3 C 0.2517(3) -0.2635(2) 0.27848(19) 0.0317(5) Uani 1 1 d . . .
C4 C 0.0578(3) -0.1805(2) 0.1555(2) 0.0393(6) Uani 1 1 d . . .
C5 C 0.5331(2) -0.26243(18) 0.58382(17) 0.0240(5) Uani 1 1 d . . .
H5A H 0.5209 -0.3376 0.5428 0.029 Uiso 1 1 calc R . .
C6 C 0.5924(3) -0.07585(19) 0.6007(2) 0.0394(6) Uani 1 1 d . . .
H6A H 0.5631 -0.0644 0.6700 0.059 Uiso 1 1 calc R . .
H6B H 0.5264 -0.0387 0.5658 0.059 Uiso 1 1 calc R . .
H6C H 0.6990 -0.0464 0.6068 0.059 Uiso 1 1 calc R . .
C7 C 0.6182(3) -0.2248(2) 0.43615(19) 0.0412(6) Uani 1 1 d . . .
H7A H 0.6032 -0.3043 0.4044 0.062 Uiso 1 1 calc R . .
H7B H 0.7257 -0.1996 0.4387 0.062 Uiso 1 1 calc R . .
H7C H 0.5543 -0.1929 0.3948 0.062 Uiso 1 1 calc R . .
C8 C 0.1546(2) -0.26240(17) 0.70907(18) 0.0250(5) Uani 1 1 d . . .
H8A H 0.1829 -0.2951 0.6415 0.030 Uiso 1 1 calc R . .
C9 C -0.0377(3) -0.1766(2) 0.8157(2) 0.0358(6) Uani 1 1 d . . .
H9A H 0.0415 -0.1720 0.8718 0.054 Uiso 1 1 calc R . .
H9B H -0.1303 -0.2183 0.8214 0.054 Uiso 1 1 calc R . .
H9C H -0.0605 -0.1032 0.8208 0.054 Uiso 1 1 calc R . .
C10 C -0.0887(3) -0.2476(2) 0.6232(2) 0.0355(6) Uani 1 1 d . . .
H10A H -0.0390 -0.2836 0.5617 0.053 Uiso 1 1 calc R . .
H10B H -0.1170 -0.1772 0.6220 0.053 Uiso 1 1 calc R . .
H10C H -0.1807 -0.2933 0.6233 0.053 Uiso 1 1 calc R . .
C11 C 0.3868(2) -0.49958(18) 0.84752(17) 0.0249(5) Uani 1 1 d . . .
H11A H 0.4397 -0.5397 0.7922 0.030 Uiso 1 1 calc R . .
C12 C 0.3461(3) -0.6652(2) 0.8857(2) 0.0501(8) Uani 1 1 d . . .
H12A H 0.4090 -0.6922 0.8292 0.075 Uiso 1 1 calc R . .
H12B H 0.2457 -0.7074 0.8665 0.075 Uiso 1 1 calc R . .
H12C H 0.3961 -0.6727 0.9488 0.075 Uiso 1 1 calc R . .
C13 C 0.2434(3) -0.4959(2) 0.9897(2) 0.0414(6) Uani 1 1 d . . .
H13A H 0.2405 -0.4198 0.9953 0.062 Uiso 1 1 calc R . .
H13B H 0.2939 -0.4990 1.0545 0.062 Uiso 1 1 calc R . .
H13C H 0.1390 -0.5316 0.9765 0.062 Uiso 1 1 calc R . .
C14 C 0.7175(2) -0.44858(17) 0.69423(17) 0.0228(5) Uani 1 1 d . . .
H14A H 0.6609 -0.4729 0.6272 0.027 Uiso 1 1 calc R . .
C15 C 0.9215(3) -0.54614(19) 0.61220(18) 0.0319(5) Uani 1 1 d . . .
H15A H 0.8526 -0.5557 0.5494 0.048 Uiso 1 1 calc R . .
H15B H 0.9336 -0.6172 0.6184 0.048 Uiso 1 1 calc R . .
H15C H 1.0213 -0.5119 0.6080 0.048 Uiso 1 1 calc R . .
C16 C 0.9485(3) -0.44946(19) 0.80275(17) 0.0289(5) Uani 1 1 d . . .
H16A H 0.8945 -0.4023 0.8569 0.043 Uiso 1 1 calc R . .
H16B H 1.0471 -0.4114 0.8019 0.043 Uiso 1 1 calc R . .
H16C H 0.9654 -0.5161 0.8170 0.043 Uiso 1 1 calc R . .
C17 C 0.4958(3) -0.16806(17) 0.96970(17) 0.0278(5) Uani 1 1 d . . .
H17A H 0.3971 -0.1998 0.9719 0.033 Uiso 1 1 calc R . .
C18 C 0.4956(4) -0.0552(2) 1.1504(2) 0.0487(7) Uani 1 1 d . . .
H18A H 0.3941 -0.0948 1.1395 0.073 Uiso 1 1 calc R . .
H18B H 0.4862 0.0229 1.1712 0.073 Uiso 1 1 calc R . .
H18C H 0.5597 -0.0696 1.2049 0.073 Uiso 1 1 calc R . .
C19 C 0.7180(3) -0.0408(2) 1.0552(2) 0.0432(7) Uani 1 1 d . . .
H19A H 0.7503 -0.0709 0.9859 0.065 Uiso 1 1 calc R . .
H19B H 0.7900 -0.0560 1.1056 0.065 Uiso 1 1 calc R . .
H19C H 0.7161 0.0380 1.0744 0.065 Uiso 1 1 calc R . .
N1 N 0.3299(3) -0.32892(18) 0.24248(18) 0.0435(5) Uani 1 1 d . . .
N2 N 0.0562(3) -0.2090(2) 0.06851(18) 0.0618(8) Uani 1 1 d . . .
N3 N 0.5759(2) -0.19186(14) 0.54047(14) 0.0253(4) Uani 1 1 d . . .
N4 N 0.0162(2) -0.23063(15) 0.71631(15) 0.0257(4) Uani 1 1 d . . .
N5 N 0.3279(2) -0.55135(15) 0.90455(15) 0.0284(4) Uani 1 1 d . . .
N6 N 0.8575(2) -0.47714(14) 0.70263(14) 0.0234(4) Uani 1 1 d . . .
N7 N 0.5648(2) -0.09104(15) 1.05491(15) 0.0331(5) Uani 1 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'
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'
Cl Cl 0.1484 0.1585 '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
Se1 Ni1 Se1 180.0 2_556 . ?
Se1 Ni1 Se2 92.99(3) 2_556 2_556 ?
Se1 Ni1 Se2 87.01(3) . 2_556 ?
Se1 Ni1 Se2 87.01(3) 2_556 . ?
Se1 Ni1 Se2 92.99(3) . . y
Se2 Ni1 Se2 180.0 2_556 . ?
O5 Ni2 O1 85.37(7) . . ?
O5 Ni2 O4 83.87(7) . . ?
O1 Ni2 O4 96.59(6) . . ?
O5 Ni2 O3 88.57(6) . . ?
O1 Ni2 O3 171.12(6) . . ?
O4 Ni2 O3 89.18(6) . . ?
O5 Ni2 O2 86.95(7) . . ?
O1 Ni2 O2 88.16(6) . . ?
O4 Ni2 O2 169.27(6) . . ?
O3 Ni2 O2 85.05(6) . . ?
O5 Ni2 Cl1 176.55(5) . . ?
O1 Ni2 Cl1 92.95(5) . . ?
O4 Ni2 Cl1 93.35(5) . . ?
O3 Ni2 Cl1 93.44(5) . . ?
O2 Ni2 Cl1 96.01(5) . . ?
C1 Se1 Ni1 101.53(8) . . y
C2 Se2 Ni1 101.67(8) . . y
C5 O1 Ni2 129.91(14) . . ?
C8 O2 Ni2 120.65(15) . . ?
C11 O3 Ni2 122.75(14) . . ?
C14 O4 Ni2 126.77(14) . . ?
C17 O5 Ni2 122.00(15) . . ?
C2 C1 C3 121.9(2) . . y
C2 C1 Se1 121.48(17) . . y
C3 C1 Se1 116.59(18) . . y
C1 C2 C4 120.5(2) . . y
C1 C2 Se2 121.70(17) . . y
C4 C2 Se2 117.77(18) . . y
N1 C3 C1 179.4(3) . . y
N2 C4 C2 179.8(3) . . y
O1 C5 N3 123.0(2) . . ?
O2 C8 N4 125.1(2) . . ?
O3 C11 N5 124.1(2) . . ?
O4 C14 N6 124.0(2) . . ?
O5 C17 N7 123.6(2) . . ?
C5 N3 C7 122.7(2) . . ?
C5 N3 C6 119.79(19) . . ?
C7 N3 C6 117.42(19) . . ?
C8 N4 C9 122.2(2) . . ?
C8 N4 C10 120.5(2) . . ?
C9 N4 C10 117.28(19) . . ?
C11 N5 C12 121.6(2) . . ?
C11 N5 C13 121.2(2) . . ?
C12 N5 C13 117.2(2) . . ?
C14 N6 C16 121.68(19) . . ?
C14 N6 C15 120.99(19) . . ?
C16 N6 C15 117.11(18) . . ?
C17 N7 C18 122.2(2) . . ?
C17 N7 C19 120.0(2) . . ?
C18 N7 C19 117.8(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
Ni1 Se1 2.2877(7) 2_556 n
Ni1 Se1 2.2877(7) . y
Ni1 Se2 2.2903(7) 2_556 ?
Ni1 Se2 2.2903(7) . y
Ni2 O5 2.0563(18) . ?
Ni2 O1 2.0585(15) . ?
Ni2 O4 2.0646(15) . ?
Ni2 O3 2.0650(15) . ?
Ni2 O2 2.0703(16) . ?
Ni2 Cl1 2.3802(12) . ?
Se1 C1 1.893(2) . y
Se2 C2 1.882(2) . y
O1 C5 1.244(3) . ?
O2 C8 1.240(3) . ?
O3 C11 1.237(2) . ?
O4 C14 1.240(3) . ?
O5 C17 1.238(3) . ?
C1 C2 1.343(3) . y
C1 C3 1.429(3) . y
C2 C4 1.441(3) . y
C3 N1 1.146(3) . y
C4 N2 1.129(3) . y
C5 N3 1.320(3) . ?
C6 N3 1.457(3) . ?
C7 N3 1.449(3) . ?
C8 N4 1.320(3) . ?
C9 N4 1.454(3) . ?
C10 N4 1.459(3) . ?
C11 N5 1.325(3) . ?
C12 N5 1.452(3) . ?
C13 N5 1.455(3) . ?
C14 N6 1.324(3) . ?
C15 N6 1.458(3) . ?
C16 N6 1.453(3) . ?
C17 N7 1.326(3) . ?
C18 N7 1.448(3) . ?
C19 N7 1.467(3) . ?
