 
data_s92
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C42 H68 B2 N12 Ni'
_chemical_formula_weight          821.39
 
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'
 'B'  'B'   0.0013   0.0007
 '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'
 
_symmetry_cell_setting            monoclinic
_symmetry_space_group_name_H-M    P2(1)/n
_symmetry_space_group_name_hall   '-P 2yn'
 
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'
 
_cell_length_a                    10.127(2)
_cell_length_b                    12.575(2)
_cell_length_c                    17.633(2)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.223(7)
_cell_angle_gamma                 90.00
_cell_volume                      2245.5(6)
_cell_formula_units_Z             2
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        unk
_exptl_crystal_colour             unk
_exptl_crystal_size_max           0.15
_exptl_crystal_size_mid           0.15
_exptl_crystal_size_min           0.12
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.215
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              884
_exptl_absorpt_coefficient_mu     0.476
_exptl_absorpt_correction_type    none
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71069
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source         'rotating anode generator'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Delft instruments FAST area detector'
_diffrn_measurement_method
 'Intensity measurements as described by Darr, Drake, Hursthouse & Malik (1993)'
_diffrn_standards_number         'None'
_diffrn_standards_interval_count 'N/A'
_diffrn_standards_interval_time  'N/A'
_diffrn_standards_decay_%        'N/A'
_diffrn_reflns_number             3361
_diffrn_reflns_av_R_equivalents   0.6232
_diffrn_reflns_av_sigmaI/netI     0.1186
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        0
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        0
_diffrn_reflns_limit_l_max        20
_diffrn_reflns_theta_min          3.24
_diffrn_reflns_theta_max          24.95
_reflns_number_total              3323
_reflns_number_gt                 2143
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection        'MADNES (Pflugrath & Messerschmidt, 1989)'
_computing_cell_refinement        REFINE
_computing_data_reduction         'ABSURD (Karaulov, 1992)'
_computing_structure_solution     'SIR92 (Altomare, Cascarano, Giacovazzo & Guaglitardi, 1993)'
_computing_structure_refinement   'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material   SHELXL97
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0256P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          3323
_refine_ls_number_parameters      263
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0769
_refine_ls_R_factor_gt            0.0435
_refine_ls_wR_factor_ref          0.0897
_refine_ls_wR_factor_gt           0.0846
_refine_ls_goodness_of_fit_ref    0.921
_refine_ls_restrained_S_all       0.921
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
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 0.0000 0.0000 0.5000 0.01684(17) Uani 1 2 d S . .
B B -0.0416(4) 0.2465(3) 0.5019(2) 0.0190(10) Uani 1 1 d . . .
N1 N -0.0779(3) 0.19996(16) 0.57978(14) 0.0167(6) Uani 1 1 d . . .
N2 N -0.0573(3) 0.09386(17) 0.59321(15) 0.0182(6) Uani 1 1 d . . .
N3 N 0.1042(3) 0.22144(17) 0.48531(15) 0.0178(6) Uani 1 1 d . . .
N4 N 0.1419(3) 0.11766(18) 0.47380(15) 0.0221(7) Uani 1 1 d . . .
N5 N -0.1280(2) 0.19606(17) 0.43911(14) 0.0165(6) Uani 1 1 d . . .
N6 N -0.1346(3) 0.08686(18) 0.43340(15) 0.0200(7) Uani 1 1 d . . .
C1 C -0.1277(3) 0.2466(2) 0.64251(19) 0.0199(8) Uani 1 1 d . . .
C2 C -0.1433(3) 0.1692(2) 0.69762(17) 0.0201(8) Uani 1 1 d . . .
C3 C -0.0973(3) 0.0750(2) 0.66429(19) 0.0202(8) Uani 1 1 d . . .
C4 C -0.0914(3) -0.0329(2) 0.69936(19) 0.0268(9) Uani 1 1 d . . .
H4A H -0.1812 -0.0602 0.7062 0.040 Uiso 1 1 calc R . .
H4B H -0.0471 -0.0284 0.7488 0.040 Uiso 1 1 calc R . .
H4C H -0.0419 -0.0810 0.6662 0.040 Uiso 1 1 calc R . .
C5 C -0.1569(3) 0.3632(2) 0.64704(19) 0.0290(9) Uani 1 1 d . . .
H5A H -0.1762 0.3825 0.6997 0.044 Uiso 1 1 calc R . .
H5B H -0.2333 0.3798 0.6149 0.044 Uiso 1 1 calc R . .
H5C H -0.0801 0.4036 0.6295 0.044 Uiso 1 1 calc R . .
C6 C -0.2051(3) 0.1822(2) 0.7743(2) 0.0297(9) Uani 1 1 d . . .
H6A H -0.1814 0.2530 0.7947 0.036 Uiso 1 1 calc R . .
H6B H -0.1683 0.1278 0.8090 0.036 Uiso 1 1 calc R . .
C7 C -0.3553(3) 0.1717(2) 0.7727(2) 0.0379(10) Uani 1 1 d . . .
H7A H -0.3902 0.1829 0.8238 0.057 Uiso 1 1 calc R . .
H7B H -0.3796 0.1005 0.7550 0.057 Uiso 1 1 calc R . .
H7C H -0.3925 0.2251 0.7382 0.057 Uiso 1 1 calc R . .
C8 C 0.2118(3) 0.2858(2) 0.48024(18) 0.0215(8) Uani 1 1 d . . .
C9 C 0.3205(3) 0.2238(2) 0.46531(18) 0.0230(8) Uani 1 1 d . . .
C10 C 0.2726(3) 0.1196(2) 0.46122(19) 0.0227(8) Uani 1 1 d . . .
C11 C 0.3483(3) 0.0197(2) 0.44503(19) 0.0304(9) Uani 1 1 d . . .
H11A H 0.4385 0.0268 0.4647 0.046 Uiso 1 1 calc R . .
H11B H 0.3511 0.0077 0.3901 0.046 Uiso 1 1 calc R . .
H11C H 0.3048 -0.0406 0.4697 0.046 Uiso 1 1 calc R . .
C12 C 0.2019(4) 0.4039(2) 0.4889(2) 0.0334(9) Uani 1 1 d . . .
H12A H 0.2856 0.4368 0.4740 0.050 Uiso 1 1 calc R . .
H12B H 0.1830 0.4214 0.5419 0.050 Uiso 1 1 calc R . .
H12C H 0.1306 0.4308 0.4564 0.050 Uiso 1 1 calc R . .
C13 C 0.4618(4) 0.2593(2) 0.4592(2) 0.0326(9) Uani 1 1 d . . .
H13A H 0.4647 0.3291 0.4332 0.039 Uiso 1 1 calc R . .
H13B H 0.5110 0.2077 0.4278 0.039 Uiso 1 1 calc R . .
C14 C 0.5297(4) 0.2693(3) 0.5363(2) 0.0410(11) Uani 1 1 d . . .
H14A H 0.6232 0.2864 0.5290 0.062 Uiso 1 1 calc R . .
H14B H 0.5221 0.2018 0.5637 0.062 Uiso 1 1 calc R . .
H14C H 0.4875 0.3259 0.5656 0.062 Uiso 1 1 calc R . .
C15 C -0.2036(3) 0.2407(2) 0.38423(19) 0.0206(8) Uani 1 1 d . . .
C16 C -0.2613(3) 0.1605(2) 0.34255(19) 0.0225(8) Uani 1 1 d . . .
C17 C -0.2171(3) 0.0661(2) 0.37501(18) 0.0200(8) Uani 1 1 d . . .
C18 C -0.2482(3) -0.0453(2) 0.35172(19) 0.0281(9) Uani 1 1 d . . .
H18A H -0.2115 -0.0589 0.3013 0.042 Uiso 1 1 calc R . .
H18B H -0.3441 -0.0551 0.3502 0.042 Uiso 1 1 calc R . .
H18C H -0.2093 -0.0950 0.3883 0.042 Uiso 1 1 calc R . .
C19 C -0.2164(3) 0.3589(2) 0.3749(2) 0.0306(9) Uani 1 1 d . . .
H19A H -0.2786 0.3744 0.3336 0.046 Uiso 1 1 calc R . .
H19B H -0.1299 0.3893 0.3629 0.046 Uiso 1 1 calc R . .
H19C H -0.2491 0.3902 0.4222 0.046 Uiso 1 1 calc R . .
C20 C -0.3498(3) 0.1718(2) 0.2742(2) 0.0319(9) Uani 1 1 d . . .
H20A H -0.3980 0.2402 0.2776 0.038 Uiso 1 1 calc R . .
H20B H -0.4160 0.1139 0.2746 0.038 Uiso 1 1 calc R . .
C21 C -0.2748(4) 0.1683(2) 0.19964(19) 0.0402(10) Uani 1 1 d . . .
H21A H -0.3357 0.1826 0.1576 0.060 Uiso 1 1 calc R . .
H21B H -0.2352 0.0978 0.1931 0.060 Uiso 1 1 calc R . .
H21C H -0.2050 0.2224 0.2002 0.060 Uiso 1 1 calc R . .
H1 H -0.050(2) 0.3356(17) 0.4991(13) 0.003(7) Uiso 1 1 d . . .
 
 
_geom_special_details
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
 
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 N6 2.102(2) 3_556 ?
Ni N6 2.102(2) . ?
Ni N2 2.107(2) . ?
Ni N2 2.107(2) 3_556 ?
Ni N4 2.115(3) 3_556 ?
Ni N4 2.115(3) . ?
B N3 1.538(5) . ?
B N5 1.545(4) . ?
B N1 1.539(4) . ?
B H1 1.12(2) . ?
N1 C1 1.351(4) . ?
N1 N2 1.371(3) . ?
N2 C3 1.340(4) . ?
N3 C8 1.361(4) . ?
N3 N4 1.375(3) . ?
N4 C10 1.343(4) . ?
N5 C15 1.353(4) . ?
N5 N6 1.379(3) . ?
N6 C17 1.349(4) . ?
C1 C2 1.385(4) . ?
C1 C5 1.498(4) . ?
C2 C3 1.402(4) . ?
C2 C6 1.500(4) . ?
C3 C4 1.493(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.527(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.376(4) . ?
C8 C12 1.495(4) . ?
C9 C10 1.398(4) . ?
C9 C13 1.504(5) . ?
C10 C11 1.500(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.525(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.377(4) . ?
C15 C19 1.502(4) . ?
C16 C17 1.391(4) . ?
C16 C20 1.507(4) . ?
C17 C18 1.493(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.521(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
 
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
N6 Ni N6 180.00(12) 3_556 . ?
N6 Ni N2 92.03(10) 3_556 . ?
N6 Ni N2 87.97(10) . . ?
N6 Ni N2 87.97(10) 3_556 3_556 ?
N6 Ni N2 92.03(10) . 3_556 ?
N2 Ni N2 180.0 . 3_556 ?
N6 Ni N4 87.38(10) 3_556 3_556 ?
N6 Ni N4 92.62(10) . 3_556 ?
N2 Ni N4 91.82(10) . 3_556 ?
N2 Ni N4 88.18(10) 3_556 3_556 ?
N6 Ni N4 92.62(10) 3_556 . ?
N6 Ni N4 87.38(10) . . ?
N2 Ni N4 88.18(10) . . ?
N2 Ni N4 91.82(10) 3_556 . ?
N4 Ni N4 180.0(2) 3_556 . ?
N3 B N5 108.7(2) . . ?
N3 B N1 109.0(3) . . ?
N5 B N1 110.3(3) . . ?
N3 B H1 105.5(12) . . ?
N5 B H1 109.6(12) . . ?
N1 B H1 113.6(12) . . ?
C1 N1 N2 109.7(2) . . ?
C1 N1 B 131.1(2) . . ?
N2 N1 B 119.2(2) . . ?
C3 N2 N1 106.7(2) . . ?
C3 N2 Ni 135.73(19) . . ?
N1 N2 Ni 116.91(18) . . ?
C8 N3 N4 109.4(3) . . ?
C8 N3 B 131.3(2) . . ?
N4 N3 B 119.4(2) . . ?
C10 N4 N3 106.4(2) . . ?
C10 N4 Ni 136.1(2) . . ?
N3 N4 Ni 116.22(19) . . ?
C15 N5 N6 109.5(2) . . ?
C15 N5 B 131.3(2) . . ?
N6 N5 B 119.3(2) . . ?
C17 N6 N5 106.2(2) . . ?
C17 N6 Ni 136.39(19) . . ?
N5 N6 Ni 116.46(18) . . ?
N1 C1 C2 108.3(2) . . ?
N1 C1 C5 122.9(3) . . ?
C2 C1 C5 128.9(3) . . ?
C1 C2 C3 105.1(3) . . ?
C1 C2 C6 127.2(3) . . ?
C3 C2 C6 127.6(3) . . ?
N2 C3 C2 110.2(2) . . ?
N2 C3 C4 122.4(3) . . ?
C2 C3 C4 127.4(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C5 H5A 109.5 . . ?
C1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C2 C6 C7 113.2(3) . . ?
C2 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C2 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.8 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 C9 108.5(3) . . ?
N3 C8 C12 122.0(3) . . ?
C9 C8 C12 129.5(3) . . ?
C8 C9 C10 105.3(3) . . ?
C8 C9 C13 127.4(3) . . ?
C10 C9 C13 127.2(3) . . ?
N4 C10 C9 110.5(3) . . ?
N4 C10 C11 121.4(3) . . ?
C9 C10 C11 128.1(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 C14 112.8(3) . . ?
C9 C13 H13A 109.0 . . ?
C14 C13 H13A 109.0 . . ?
C9 C13 H13B 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N5 C15 C16 108.4(2) . . ?
N5 C15 C19 122.5(3) . . ?
C16 C15 C19 129.1(3) . . ?
C15 C16 C17 105.7(3) . . ?
C15 C16 C20 127.4(3) . . ?
C17 C16 C20 126.9(3) . . ?
N6 C17 C16 110.2(3) . . ?
N6 C17 C18 121.4(3) . . ?
C16 C17 C18 128.3(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C20 C21 113.0(3) . . ?
C16 C20 H20A 109.0 . . ?
C21 C20 H20A 109.0 . . ?
C16 C20 H20B 109.0 . . ?
C21 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
 
_diffrn_measured_fraction_theta_max    0.846
_diffrn_reflns_theta_full              24.95
_diffrn_measured_fraction_theta_full   0.846
_refine_diff_density_max    0.349
_refine_diff_density_min   -0.268
_refine_diff_density_rms    0.055
