#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:34:13 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178657 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/68/4076894.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_4076894
loop_
_publ_author_name
'Yoshimitsu, Shin-ichi'
'Hikichi, Shiro'
'Akita, Munetaka'
_publ_section_title
;
 Synthesis and Characterization of Coordinatively Unsaturated Alkynyl- and
 Aryl-Cobalt Complexes with 15 Valence Electrons, TpiPr2Co−R,
 Bearing the Hydrotris(3,5-diisopropylpyrazolyl)borato Ligand (TpiPr2)
;
_journal_issue                   18
_journal_name_full               Organometallics
_journal_page_first              3762
_journal_paper_doi               10.1021/om020268u
_journal_volume                  21
_journal_year                    2002
_chemical_formula_sum            'C31 H49 B Co N6 O2'
_chemical_formula_weight         607.50
_chemical_name_common            'compound 1a'
_chemical_name_systematic
;
  ?
;
_space_group_IT_number           19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                   17.9286(7)
_cell_length_b                   21.6998(8)
_cell_length_c                   8.7517(2)
_cell_measurement_temperature    213(2)
_cell_volume                     3404.8(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0650
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4341
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.47
_exptl_absorpt_coefficient_mu    0.539
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1300
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.803
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.50(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.849
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         4341
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.849
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0489
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1242
_refine_ls_wR_factor_ref         0.1287
_reflns_number_gt                3722
_reflns_number_total             4341
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om020268u.cif
_cod_data_source_block           shelxl
_cod_database_code               4076894
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, 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
Co1 Co 0.01667(3) 0.02239(2) 0.70863(5) 0.03106(13) Uani 1 1 d .
O1 O -0.1035(3) -0.18928(16) 0.4831(7) 0.1049(18) Uani 1 1 d .
O2 O -0.1872(2) -0.11567(16) 0.5007(6) 0.0822(13) Uani 1 1 d .
N11 N -0.04321(17) 0.09858(13) 0.6583(3) 0.0338(6) Uani 1 1 d .
N12 N -0.01715(17) 0.15053(12) 0.7300(3) 0.0306(5) Uani 1 1 d .
N21 N 0.02525(18) 0.04170(13) 0.9335(3) 0.0331(6) Uani 1 1 d .
N22 N 0.04437(18) 0.10245(13) 0.9615(3) 0.0316(6) Uani 1 1 d .
N31 N 0.11577(16) 0.06379(12) 0.6563(3) 0.0298(6) Uani 1 1 d .
N32 N 0.11922(15) 0.12178(12) 0.7205(3) 0.0284(5) Uani 1 1 d .
C1 C -0.0315(2) -0.05391(16) 0.6375(5) 0.0411(9) Uani 1 1 d .
C2 C -0.0704(2) -0.09375(18) 0.5887(5) 0.0449(9) Uani 1 1 d .
C3 C -0.1190(3) -0.13843(18) 0.5193(5) 0.0494(10) Uani 1 1 d .
C4 C -0.2410(3) -0.1556(3) 0.4304(9) 0.097(2) Uani 1 1 d .
H1 H -0.2884 -0.1352 0.4262 0.097 Uiso 1 1 calc R
H2 H -0.2454 -0.1928 0.4892 0.097 Uiso 1 1 calc R
H3 H -0.2250 -0.1656 0.3286 0.097 Uiso 1 1 calc R
C11 C -0.10591(19) 0.11300(16) 0.5842(5) 0.0364(8) Uani 1 1 d .
C12 C -0.1208(2) 0.17587(16) 0.6078(5) 0.0381(8) Uani 1 1 d .
C13 C -0.06393(19) 0.19811(15) 0.7002(4) 0.0336(7) Uani 1 1 d .
C14 C -0.1484(2) 0.06597(18) 0.4940(6) 0.0498(10) Uani 1 1 d .
C15 C -0.2117(4) 0.0401(3) 0.5889(10) 0.096(2) Uani 1 1 d .
H6 H -0.2458 0.0726 0.6145 0.096 Uiso 1 1 calc R
H7 H -0.1919 0.0223 0.6808 0.096 Uiso 1 1 calc R
H8 H -0.2374 0.0090 0.5314 0.096 Uiso 1 1 calc R
C16 C -0.1748(4) 0.0917(2) 0.3423(8) 0.092(2) Uani 1 1 d .
H9 H -0.2107 0.1237 0.3601 0.092 Uiso 1 1 calc R
H10 H -0.1973 0.0594 0.2833 0.092 Uiso 1 1 calc R
H11 H -0.1330 0.1083 0.2874 0.092 Uiso 1 1 calc R
C17 C -0.0534(2) 0.26170(16) 0.7649(4) 0.0376(8) Uani 1 1 d .
C18 C -0.0850(3) 0.2661(2) 0.9255(5) 0.0564(11) Uani 1 1 d .
H13 H -0.0712 0.3049 0.9699 0.056 Uiso 1 1 calc R
H14 H -0.0654 0.2331 0.9867 0.056 Uiso 1 1 calc R
H15 H -0.1384 0.2630 0.9214 0.056 Uiso 1 1 calc R
C19 C -0.0867(4) 0.31055(18) 0.6631(6) 0.0670(15) Uani 1 1 d .
H16 H -0.0732 0.3506 0.7007 0.067 Uiso 1 1 calc R
H17 H -0.1400 0.3066 0.6627 0.067 Uiso 1 1 calc R
H18 H -0.0681 0.3056 0.5610 0.067 Uiso 1 1 calc R
C21 C 0.0189(2) 0.01331(16) 1.0684(4) 0.0375(7) Uani 1 1 d .
C22 C 0.0341(3) 0.05552(18) 1.1845(4) 0.0434(9) Uani 1 1 d .
C23 C 0.0506(2) 0.11130(16) 1.1144(4) 0.0360(7) Uani 1 1 d .
C24 C -0.0020(3) -0.05392(18) 1.0763(5) 0.0476(10) Uani 1 1 d .
C25 C -0.0855(3) -0.0601(2) 1.0972(10) 0.086(2) Uani 1 1 d .
H21 H -0.0991 -0.0463 1.1976 0.086 Uiso 1 1 calc R
H22 H -0.0997 -0.1025 1.0852 0.086 Uiso 1 1 calc R
H23 H -0.1107 -0.0355 1.0221 0.086 Uiso 1 1 calc R
C26 C 0.0401(3) -0.08717(19) 1.2002(6) 0.0640(13) Uani 1 1 d .
H24 H 0.0273 -0.1301 1.1984 0.064 Uiso 1 1 calc R
H25 H 0.0271 -0.0700 1.2978 0.064 Uiso 1 1 calc R
H26 H 0.0927 -0.0826 1.1836 0.064 Uiso 1 1 calc R
C27 C 0.0749(2) 0.17114(17) 1.1820(4) 0.0405(8) Uani 1 1 d .
C28 C 0.0366(4) 0.1844(2) 1.3328(5) 0.0717(16) Uani 1 1 d .
H28 H 0.0523 0.2239 1.3702 0.072 Uiso 1 1 calc R
H29 H 0.0497 0.1531 1.4056 0.072 Uiso 1 1 calc R
H30 H -0.0164 0.1845 1.3182 0.072 Uiso 1 1 calc R
C29 C 0.1600(3) 0.1723(2) 1.2002(6) 0.0600(11) Uani 1 1 d .
H31 H 0.1751 0.1405 1.2698 0.060 Uiso 1 1 calc R
H32 H 0.1752 0.2117 1.2394 0.060 Uiso 1 1 calc R
H33 H 0.1831 0.1655 1.1026 0.060 Uiso 1 1 calc R
C31 C 0.1804(2) 0.05394(16) 0.5817(4) 0.0350(7) Uani 1 1 d .
C32 C 0.2253(2) 0.10583(17) 0.5977(4) 0.0382(8) Uani 1 1 d .
C33 C 0.18612(19) 0.14749(15) 0.6863(4) 0.0318(7) Uani 1 1 d .
C34 C 0.1975(2) -0.00482(19) 0.4959(5) 0.0453(9) Uani 1 1 d .
C35 C 0.2814(3) -0.0127(2) 0.4772(7) 0.0644(14) Uani 1 1 d .
H36 H 0.3039 -0.0188 0.5756 0.064 Uiso 1 1 calc R
H37 H 0.3020 0.0235 0.4304 0.064 Uiso 1 1 calc R
H38 H 0.2912 -0.0479 0.4137 0.064 Uiso 1 1 calc R
C36 C 0.1665(4) -0.0617(2) 0.5678(9) 0.087(2) Uani 1 1 d .
H39 H 0.1133 -0.0581 0.5755 0.087 Uiso 1 1 calc R
H40 H 0.1874 -0.0667 0.6680 0.087 Uiso 1 1 calc R
H41 H 0.1789 -0.0968 0.5061 0.087 Uiso 1 1 calc R
C37 C 0.2080(2) 0.21174(17) 0.7349(4) 0.0360(8) Uani 1 1 d .
C38 C 0.1725(3) 0.26035(17) 0.6320(6) 0.0519(10) Uani 1 1 d .
H43 H 0.1840 0.3007 0.6704 0.052 Uiso 1 1 calc R
H44 H 0.1194 0.2548 0.6309 0.052 Uiso 1 1 calc R
H45 H 0.1916 0.2562 0.5301 0.052 Uiso 1 1 calc R
C39 C 0.2926(2) 0.2189(2) 0.7369(5) 0.0496(10) Uani 1 1 d .
H46 H 0.3137 0.1906 0.8092 0.050 Uiso 1 1 calc R
H47 H 0.3053 0.2603 0.7657 0.050 Uiso 1 1 calc R
H48 H 0.3122 0.2104 0.6370 0.050 Uiso 1 1 calc R
B1 B 0.0558(2) 0.14674(16) 0.8238(4) 0.0299(7) Uani 1 1 d .
H4 H -0.1621 0.1989 0.5694 0.047 Uiso 1 1 d .
H5 H -0.1153 0.0325 0.4722 0.059 Uiso 1 1 d .
H12 H -0.0008 0.2690 0.7712 0.045 Uiso 1 1 d .
H19 H 0.0342 0.0474 1.2919 0.051 Uiso 1 1 d .
H20 H 0.0108 -0.0730 0.9801 0.057 Uiso 1 1 d .
H27 H 0.0620 0.2040 1.1110 0.049 Uiso 1 1 d .
H34 H 0.2731 0.1112 0.5547 0.047 Uiso 1 1 d .
H35 H 0.1760 -0.0012 0.3962 0.052 Uiso 1 1 d .
H42 H 0.1887 0.2190 0.8364 0.044 Uiso 1 1 d .
H49 H 0.0690 0.1873 0.8608 0.037 Uiso 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'
O O 0.0106 0.0060 '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'
Co Co 0.3494 0.9721 '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_publ_flag
C1 Co1 N21 121.09(15) yes
C1 Co1 N11 112.73(14) yes
N21 Co1 N11 94.77(12) yes
C1 Co1 N31 132.89(15) yes
N21 Co1 N31 93.50(12) yes
N11 Co1 N31 93.07(12) yes
C3 O2 C4 116.5(4) yes
C11 N11 N12 108.4(3) yes
C11 N11 Co1 138.2(2) yes
N12 N11 Co1 113.1(2) yes
C13 N12 N11 109.1(3) yes
C13 N12 B1 131.7(3) yes
N11 N12 B1 119.1(3) yes
C21 N21 N22 107.7(3) yes
C21 N21 Co1 139.4(2) yes
N22 N21 Co1 112.9(2) yes
C23 N22 N21 109.3(3) yes
C23 N22 B1 131.8(3) yes
N21 N22 B1 119.0(3) yes
C31 N31 N32 107.7(3) yes
C31 N31 Co1 141.9(2) yes
N32 N31 Co1 110.4(2) yes
C33 N32 N31 109.0(3) yes
C33 N32 B1 129.3(3) yes
N31 N32 B1 121.6(3) yes
C2 C1 Co1 169.0(4) yes
C1 C2 C3 175.1(4) yes
O1 C3 O2 122.0(4) yes
O1 C3 C2 126.9(5) yes
O2 C3 C2 111.0(4) yes
N11 C11 C12 108.4(3) yes
N11 C11 C14 121.6(3) yes
C12 C11 C14 129.9(3) yes
C13 C12 C11 106.5(3) yes
N12 C13 C12 107.6(3) yes
N12 C13 C17 123.3(3) yes
C12 C13 C17 129.1(3) yes
C11 C14 C15 110.2(4) yes
C11 C14 C16 111.7(4) yes
C15 C14 C16 112.6(5) yes
C13 C17 C19 111.9(3) yes
C13 C17 C18 111.0(3) yes
C19 C17 C18 110.8(4) yes
N21 C21 C22 108.9(3) yes
N21 C21 C24 120.5(3) yes
C22 C21 C24 130.6(4) yes
C23 C22 C21 107.0(3) yes
N22 C23 C22 107.1(3) yes
N22 C23 C27 122.6(3) yes
C22 C23 C27 130.2(3) yes
C26 C24 C21 111.9(4) yes
C26 C24 C25 111.4(5) yes
C21 C24 C25 109.7(4) yes
C23 C27 C28 112.2(4) yes
C23 C27 C29 110.2(4) yes
C28 C27 C29 110.9(4) yes
N31 C31 C32 108.7(3) yes
N31 C31 C34 123.3(3) yes
C32 C31 C34 128.0(3) yes
C33 C32 C31 107.0(3) yes
N32 C33 C32 107.7(3) yes
N32 C33 C37 123.2(3) yes
C32 C33 C37 129.0(3) yes
C36 C34 C31 114.4(4) yes
C36 C34 C35 108.7(4) yes
C31 C34 C35 110.4(4) yes
C33 C37 C39 110.9(3) yes
C33 C37 C38 111.3(3) yes
C39 C37 C38 110.6(3) yes
N12 B1 N32 109.2(3) yes
N12 B1 N22 109.4(3) yes
N32 B1 N22 109.5(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 C1 1.968(4) yes
Co1 N21 2.018(3) yes
Co1 N11 2.020(3) yes
Co1 N31 2.043(3) yes
O1 C3 1.181(5) yes
O2 C3 1.330(6) yes
O2 C4 1.435(6) yes
N11 C11 1.335(4) yes
N11 N12 1.372(4) yes
N12 C13 1.356(4) yes
N12 B1 1.547(5) yes
N21 C21 1.336(4) yes
N21 N22 1.384(4) yes
N22 C23 1.356(4) yes
N22 B1 1.555(4) yes
N31 C31 1.347(5) yes
N31 N32 1.380(3) yes
N32 C33 1.356(4) yes
N32 B1 1.550(5) yes
C1 C2 1.190(5) yes
C2 C3 1.438(6) yes
C11 C12 1.405(5) yes
C11 C14 1.498(5) yes
C12 C13 1.388(5) yes
C13 C17 1.504(5) yes
C14 C15 1.513(8) yes
C14 C16 1.516(7) yes
C17 C19 1.509(5) yes
C17 C18 1.518(6) yes
C21 C22 1.395(5) yes
C21 C24 1.508(5) yes
C22 C23 1.389(5) yes
C23 C27 1.492(5) yes
C24 C26 1.505(6) yes
C24 C25 1.515(7) yes
C27 C28 1.514(6) yes
C27 C29 1.535(6) yes
C31 C32 1.391(5) yes
C31 C34 1.511(5) yes
C32 C33 1.383(5) yes
C33 C37 1.510(5) yes
C34 C36 1.492(7) yes
C34 C35 1.523(6) yes
C37 C39 1.524(5) yes
C37 C38 1.526(6) yes
