#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:48:26 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179348 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/45/4324566.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_4324566
loop_
_publ_author_name
'Gernot Nuss'
'Gerald Saischek'
'Manuel Volpe'
'Karl Gatterer'
'Ferdinand Belaj'
'Nadia C. Mösch-Zanetti'
_publ_contact_author_address
; Institute of Chemistry,
  Karl-Franzens University Graz,
  Schubertstr. 1,
  A-8010 Graz,
  Austria
;
_publ_contact_author_email       ferdinand.belaj@uni-graz.at
_publ_contact_author_fax         43(316)3809835
_publ_contact_author_name        'Ferdinand Belaj'
_publ_contact_author_phone       43(316)3805288
_publ_section_title
;
 Novel Pyridazine Based Scorpionate Ligands in Cobalt and Nickel Boratrane
 Compounds
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1991
_journal_page_last               2001
_journal_paper_doi               10.1021/ic102494k
_journal_volume                  50
_journal_year                    2011
_chemical_formula_moiety         'C24 H33 B Cl N6 Ni S3, C H4 O'
_chemical_formula_sum            'C25 H37 B Cl N6 Ni O S3'
_chemical_formula_weight         638.76
_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                105.777(7)
_cell_angle_beta                 99.126(9)
_cell_angle_gamma                95.234(7)
_cell_formula_units_Z            2
_cell_length_a                   9.421(2)
_cell_length_b                   12.321(2)
_cell_length_c                   14.167(3)
_cell_measurement_reflns_used    9916
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.5
_cell_measurement_theta_min      2.9
_cell_volume                     1546.8(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0436
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22785
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         28.55
_diffrn_reflns_theta_min         2.21
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.945
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.8235
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_description       lozenge
_exptl_crystal_F_000             670
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_refine_diff_density_max         2.846
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         7690
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0510
_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)+(0.0411P)²+4.1694P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1222
_refine_ls_wR_factor_ref         0.1331
_reflns_number_gt                6099
_reflns_number_total             7690
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic102494k_si_001_1.cif
_cod_data_source_block           BUNITR
_cod_original_cell_volume        1546.8(6)
_cod_database_code               4324566
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
Ni1 Ni 0.58785(4) 0.07169(3) 0.79413(3) 0.01517(11) Uani 1 1 d .
Cl1 Cl 0.76084(9) 0.23231(7) 0.84053(6) 0.02417(19) Uani 1 1 d .
O2S O 0.6543(5) 0.4551(4) 0.9680(4) 0.0828(14) Uani 1 1 d .
H2S H 0.6442 0.4228 0.9064 0.124 Uiso 1 1 calc R
S3 S 0.68041(8) -0.02824(7) 0.66107(6) 0.01665(17) Uani 1 1 d .
S1 S 0.39015(9) 0.16520(7) 0.79432(7) 0.01973(18) Uani 1 1 d .
S2 S 0.64659(8) 0.00747(7) 0.92888(6) 0.01576(16) Uani 1 1 d .
B1 B 0.4377(4) -0.0686(3) 0.7475(3) 0.0138(6) Uani 1 1 d .
N1 N 0.2963(3) -0.0444(2) 0.78594(19) 0.0127(5) Uani 1 1 d .
N3 N 0.4948(3) -0.1643(2) 0.78696(19) 0.0134(5) Uani 1 1 d .
N2 N 0.2138(3) -0.1341(2) 0.79662(19) 0.0133(5) Uani 1 1 d .
N6 N 0.2684(3) -0.1554(2) 0.5856(2) 0.0162(5) Uani 1 1 d .
N4 N 0.4460(3) -0.2731(2) 0.7307(2) 0.0157(5) Uani 1 1 d .
N5 N 0.4054(3) -0.1073(2) 0.63248(19) 0.0139(5) Uani 1 1 d .
C1S C 0.7912(6) 0.5247(5) 1.0028(5) 0.0618(15) Uani 1 1 d .
H1S1 H 0.7795 0.5989 1.0463 0.093 Uiso 1 1 calc R
H1S2 H 0.8311 0.5356 0.9457 0.093 Uiso 1 1 calc R
H1S3 H 0.8576 0.4879 1.0405 0.093 Uiso 1 1 calc R
C8 C 0.0824(4) -0.3226(3) 0.8230(3) 0.0245(7) Uani 1 1 d .
H8A H 0.1040 -0.3447 0.7555 0.037 Uiso 1 1 calc R
H8B H 0.0236 -0.3867 0.8333 0.037 Uiso 1 1 calc R
H8C H 0.1734 -0.3018 0.8722 0.037 Uiso 1 1 calc R
C17 C 0.5199(3) -0.1001(3) 0.5866(2) 0.0145(6) Uani 1 1 d .
C21 C 0.0876(3) -0.2497(3) 0.4378(2) 0.0198(7) Uani 1 1 d .
C14 C 0.5664(4) -0.5266(4) 0.6880(4) 0.0539(15) Uani 1 1 d .
H14A H 0.5420 -0.6064 0.6473 0.081 Uiso 1 1 calc R
H14B H 0.6264 -0.5221 0.7524 0.081 Uiso 1 1 calc R
H14C H 0.6202 -0.4833 0.6530 0.081 Uiso 1 1 calc R
C18 C 0.4942(3) -0.1473(3) 0.4820(2) 0.0164(6) Uani 1 1 d .
H18 H 0.5716 -0.1469 0.4465 0.020 Uiso 1 1 calc R
C4 C 0.0854(3) -0.1196(3) 0.8195(2) 0.0144(6) Uani 1 1 d .
C13 C 0.4263(4) -0.4763(3) 0.7053(3) 0.0249(8) Uani 1 1 d .
C11 C 0.5363(3) -0.3288(3) 0.8750(3) 0.0212(7) Uani 1 1 d .
H11 H 0.5445 -0.3881 0.9057 0.025 Uiso 1 1 calc R
C22 C -0.0055(4) -0.2549(4) 0.5159(3) 0.0325(9) Uani 1 1 d .
H22A H -0.0048 -0.1779 0.5594 0.049 Uiso 1 1 calc R
H22B H 0.0340 -0.3024 0.5562 0.049 Uiso 1 1 calc R
H22C H -0.1054 -0.2879 0.4823 0.049 Uiso 1 1 calc R
C20 C 0.2437(3) -0.1972(3) 0.4882(2) 0.0161(6) Uani 1 1 d .
C1 C 0.2594(3) 0.0606(3) 0.7992(2) 0.0151(6) Uani 1 1 d .
C24 C 0.0255(4) -0.1768(3) 0.3742(3) 0.0280(8) Uani 1 1 d .
H24A H 0.0297 -0.0987 0.4166 0.042 Uiso 1 1 calc R
H24B H -0.0757 -0.2084 0.3430 0.042 Uiso 1 1 calc R
H24C H 0.0826 -0.1766 0.3221 0.042 Uiso 1 1 calc R
C3 C 0.0325(3) -0.0128(3) 0.8293(2) 0.0167(6) Uani 1 1 d .
H3 H -0.0623 -0.0043 0.8424 0.020 Uiso 1 1 calc R
C12 C 0.4697(3) -0.3539(3) 0.7727(3) 0.0174(6) Uani 1 1 d .
C2 C 0.1196(3) 0.0770(3) 0.8198(2) 0.0174(6) Uani 1 1 d .
H2 H 0.0869 0.1490 0.8269 0.021 Uiso 1 1 calc R
C6 C -0.0332(3) -0.1857(3) 0.9417(3) 0.0210(7) Uani 1 1 d .
H6A H 0.0586 -0.1623 0.9901 0.032 Uiso 1 1 calc R
H6B H -0.0885 -0.2504 0.9534 0.032 Uiso 1 1 calc R
H6C H -0.0897 -0.1220 0.9494 0.032 Uiso 1 1 calc R
C19 C 0.3569(3) -0.1935(3) 0.4327(2) 0.0164(6) Uani 1 1 d .
H19 H 0.3366 -0.2230 0.3620 0.020 Uiso 1 1 calc R
C23 C 0.0884(4) -0.3706(3) 0.3711(3) 0.0315(9) Uani 1 1 d .
H23A H -0.0112 -0.4049 0.3378 0.047 Uiso 1 1 calc R
H23B H 0.1293 -0.4168 0.4121 0.047 Uiso 1 1 calc R
H23C H 0.1475 -0.3673 0.3207 0.047 Uiso 1 1 calc R
C7 C -0.1459(3) -0.2542(3) 0.7588(3) 0.0209(7) Uani 1 1 d .
H7A H -0.1998 -0.1890 0.7666 0.031 Uiso 1 1 calc R
H7B H -0.2040 -0.3179 0.7702 0.031 Uiso 1 1 calc R
H7C H -0.1255 -0.2771 0.6910 0.031 Uiso 1 1 calc R
C10 C 0.5881(3) -0.2187(3) 0.9286(3) 0.0189(6) Uani 1 1 d .
H10 H 0.6334 -0.1999 0.9969 0.023 Uiso 1 1 calc R
C16 C 0.3354(4) -0.4793(3) 0.6050(3) 0.0323(9) Uani 1 1 d .
H16A H 0.2446 -0.4493 0.6158 0.048 Uiso 1 1 calc R
H16B H 0.3134 -0.5580 0.5615 0.048 Uiso 1 1 calc R
H16C H 0.3900 -0.4324 0.5732 0.048 Uiso 1 1 calc R
C9 C 0.5727(3) -0.1331(3) 0.8802(2) 0.0139(6) Uani 1 1 d .
C5 C -0.0016(3) -0.2206(3) 0.8354(2) 0.0164(6) Uani 1 1 d .
C15 C 0.3386(4) -0.5457(3) 0.7575(3) 0.0342(9) Uani 1 1 d .
H15A H 0.2523 -0.5105 0.7718 0.051 Uiso 1 1 calc R
H15B H 0.3989 -0.5469 0.8202 0.051 Uiso 1 1 calc R
H15C H 0.3089 -0.6238 0.7137 0.051 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
Ni Ni 0.3393 1.1124 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
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'
B B 0.0013 0.0007 '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
B1 Ni1 S2 83.10(10)
B1 Ni1 S1 83.63(10)
S2 Ni1 S1 114.77(3)
B1 Ni1 S3 81.54(10)
S2 Ni1 S3 111.16(4)
S1 Ni1 S3 129.27(4)
B1 Ni1 Cl1 177.49(11)
S2 Ni1 Cl1 99.07(3)
S1 Ni1 Cl1 96.56(4)
S3 Ni1 Cl1 96.45(4)
C17 S3 Ni1 98.02(11)
C1 S1 Ni1 100.59(11)
C9 S2 Ni1 100.79(11)
N5 B1 N3 109.9(3)
N5 B1 N1 109.4(2)
N3 B1 N1 107.7(3)
N5 B1 Ni1 108.3(2)
N3 B1 Ni1 110.2(2)
N1 B1 Ni1 111.3(2)
C1 N1 N2 125.0(3)
C1 N1 B1 118.3(3)
N2 N1 B1 116.5(2)
C9 N3 N4 125.2(3)
C9 N3 B1 116.7(3)
N4 N3 B1 117.4(2)
C4 N2 N1 118.4(3)
C20 N6 N5 117.8(3)
C12 N4 N3 117.4(3)
C17 N5 N6 125.0(3)
C17 N5 B1 116.8(2)
N6 N5 B1 117.8(2)
N5 C17 C18 117.2(3)
N5 C17 S3 116.4(2)
C18 C17 S3 126.3(2)
C24 C21 C20 108.7(3)
C24 C21 C22 109.6(3)
C20 C21 C22 110.7(3)
C24 C21 C23 109.7(3)
C20 C21 C23 108.7(3)
C22 C21 C23 109.4(3)
C19 C18 C17 119.0(3)
N2 C4 C3 120.8(3)
N2 C4 C5 116.9(3)
C3 C4 C5 122.2(3)
C12 C13 C16 110.8(3)
C12 C13 C14 107.6(3)
C16 C13 C14 109.4(4)
C12 C13 C15 109.4(3)
C16 C13 C15 109.7(3)
C14 C13 C15 110.0(4)
C10 C11 C12 119.3(3)
N6 C20 C19 121.5(3)
N6 C20 C21 116.3(3)
C19 C20 C21 122.2(3)
N1 C1 C2 117.6(3)
N1 C1 S1 116.7(2)
C2 C1 S1 125.6(2)
C2 C3 C4 119.4(3)
N4 C12 C11 121.6(3)
N4 C12 C13 116.5(3)
C11 C12 C13 121.9(3)
C3 C2 C1 118.6(3)
C18 C19 C20 119.4(3)
C11 C10 C9 118.5(3)
N3 C9 C10 117.3(3)
N3 C9 S2 116.6(2)
C10 C9 S2 126.1(2)
C4 C5 C8 111.2(2)
C4 C5 C6 108.4(3)
C8 C5 C6 109.1(3)
C4 C5 C7 109.1(3)
C8 C5 C7 109.4(3)
C6 C5 C7 109.6(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni1 B1 2.016(3)
Ni1 S2 2.2678(10)
Ni1 S1 2.2777(10)
Ni1 S3 2.2989(10)
Ni1 Cl1 2.3171(9)
O2S C1S 1.417(7)
S3 C17 1.711(3)
S1 C1 1.723(3)
S2 C9 1.714(3)
B1 N5 1.539(4)
B1 N3 1.540(4)
B1 N1 1.541(4)
N1 C1 1.342(4)
N1 N2 1.349(4)
N3 C9 1.340(4)
N3 N4 1.355(4)
N2 C4 1.316(4)
N6 C20 1.309(4)
N6 N5 1.354(3)
N4 C12 1.310(4)
N5 C17 1.353(4)
C8 C5 1.530(4)
C17 C18 1.408(4)
C21 C24 1.527(5)
C21 C20 1.527(4)
C21 C22 1.528(5)
C21 C23 1.533(5)
C14 C13 1.534(5)
C18 C19 1.359(4)
C4 C3 1.429(4)
C4 C5 1.514(4)
C13 C12 1.528(4)
C13 C16 1.529(5)
C13 C15 1.538(6)
C11 C10 1.363(5)
C11 C12 1.422(5)
C20 C19 1.426(4)
C1 C2 1.414(4)
C3 C2 1.366(5)
C6 C5 1.534(5)
C7 C5 1.544(4)
C10 C9 1.412(5)
