#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:15:04 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178555 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/63/4066321.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_4066321
loop_
_publ_author_name
'Wiedner, Eric S.'
'Yang, Jenny Y.'
'Dougherty, William G.'
'Kassel, W. Scott'
'Bullock, R. Morris'
'DuBois, M. Rakowski'
'DuBois, Daniel L.'
_publ_section_title
;
 Comparison of Cobalt and Nickel Complexes with Sterically Demanding
 Cyclic Diphosphine Ligands: Electrocatalytic H2Production by
 [Co(PtBu2NPh2)(CH3CN)3](BF4)2†
;
_journal_issue                   21
_journal_name_full               Organometallics
_journal_page_first              5390
_journal_paper_doi               10.1021/om100395r
_journal_volume                  29
_journal_year                    2010
_chemical_formula_sum            'C34 H52 B2 Co F8 N6 P2'
_chemical_formula_weight         839.31
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 102.0710(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.2216(3)
_cell_length_b                   18.3939(5)
_cell_length_c                   22.2016(6)
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.19
_cell_measurement_theta_min      2.40
_cell_volume                     4081.9(2)
_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 0.999
_diffrn_measured_fraction_theta_max 0.989
_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  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0483
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            41125
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         33.32
_diffrn_reflns_theta_min         2.18
_exptl_absorpt_coefficient_mu    0.568
_exptl_absorpt_correction_T_max  0.9454
_exptl_absorpt_correction_T_min  0.8852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            gold
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1748
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.695
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         15636
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0409
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0446P)²+0.9880P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0913
_refine_ls_wR_factor_ref         0.1015
_reflns_number_gt                11428
_reflns_number_total             15636
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om100395r_si_002.cif
_cod_data_source_block           pnl063
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4066321
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'
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 0.717689(18) 0.259447(9) 0.752145(8) 0.01281(4) Uani 1 1 d .
B1 B 0.66197(17) 0.56473(9) 0.84082(8) 0.0194(3) Uani 1 1 d .
F1 F 0.67310(11) 0.50655(6) 0.88139(5) 0.0379(3) Uani 1 1 d .
F2 F 0.67991(11) 0.54029(5) 0.78380(4) 0.0300(2) Uani 1 1 d .
F3 F 0.53634(10) 0.59687(6) 0.83422(5) 0.0366(2) Uani 1 1 d .
F4 F 0.75826(10) 0.61648(5) 0.86351(4) 0.0310(2) Uani 1 1 d .
B2 B 0.08958(18) 0.45607(10) 0.67560(9) 0.0244(3) Uani 1 1 d .
F5 F 0.15466(12) 0.39336(6) 0.69935(5) 0.0435(3) Uani 1 1 d .
F6 F 0.17905(15) 0.51157(7) 0.67445(8) 0.0688(4) Uani 1 1 d .
F7 F 0.00056(14) 0.47748(8) 0.71061(7) 0.0602(4) Uani 1 1 d .
F8 F 0.02303(17) 0.44287(8) 0.61626(6) 0.0664(4) Uani 1 1 d .
N1 N 0.44166(12) 0.35825(6) 0.80914(5) 0.0145(2) Uani 1 1 d .
N2 N 0.38804(12) 0.19009(6) 0.72395(5) 0.0156(2) Uani 1 1 d .
N3 N 0.86818(12) 0.19455(6) 0.78446(5) 0.0181(2) Uani 1 1 d .
N4 N 0.81342(12) 0.27173(6) 0.68525(6) 0.0186(2) Uani 1 1 d .
N5 N 0.81707(12) 0.34748(6) 0.79744(6) 0.0184(2) Uani 1 1 d .
P1 P 0.59686(3) 0.235708(18) 0.822291(15) 0.01272(6) Uani 1 1 d .
P2 P 0.53056(3) 0.318205(18) 0.707130(15) 0.01276(7) Uani 1 1 d .
C1 C 0.67132(14) 0.18177(7) 0.89239(6) 0.0175(3) Uani 1 1 d .
C2 C 0.79698(16) 0.22121(9) 0.92655(7) 0.0245(3) Uani 1 1 d .
H2A H 0.8411 0.1919 0.9618 0.037 Uiso 1 1 calc R
H2B H 0.7719 0.2685 0.9411 0.037 Uiso 1 1 calc R
H2C H 0.8583 0.2286 0.8986 0.037 Uiso 1 1 calc R
C3 C 0.70545(17) 0.10492(8) 0.87300(7) 0.0239(3) Uani 1 1 d .
H3A H 0.7550 0.1084 0.8398 0.036 Uiso 1 1 calc R
H3B H 0.6226 0.0775 0.8585 0.036 Uiso 1 1 calc R
H3C H 0.7604 0.0799 0.9084 0.036 Uiso 1 1 calc R
C4 C 0.57086(18) 0.17464(10) 0.93510(7) 0.0299(4) Uani 1 1 d .
H4A H 0.6094 0.1440 0.9704 0.045 Uiso 1 1 calc R
H4B H 0.4879 0.1525 0.9123 0.045 Uiso 1 1 calc R
H4C H 0.5514 0.2229 0.9497 0.045 Uiso 1 1 calc R
C5 C 0.54760(14) 0.32245(7) 0.85337(6) 0.0154(2) Uani 1 1 d .
H5A H 0.5162 0.3129 0.8919 0.018 Uiso 1 1 calc R
H5B H 0.6264 0.3550 0.8633 0.018 Uiso 1 1 calc R
C6 C 0.37062(15) 0.41298(7) 0.83945(7) 0.0181(3) Uani 1 1 d .
H6A H 0.3059 0.4398 0.8078 0.022 Uiso 1 1 calc R
H6B H 0.4358 0.4484 0.8620 0.022 Uiso 1 1 calc R
C7 C 0.20788(15) 0.32051(8) 0.86407(7) 0.0211(3) Uani 1 1 d .
H7 H 0.1922 0.3049 0.8224 0.025 Uiso 1 1 calc R
C8 C 0.14098(16) 0.28704(9) 0.90480(8) 0.0264(3) Uani 1 1 d .
H8 H 0.0811 0.2481 0.8912 0.032 Uiso 1 1 calc R
C9 C 0.16139(18) 0.31046(10) 0.96557(8) 0.0300(4) Uani 1 1 d .
H9 H 0.1152 0.2877 0.9934 0.036 Uiso 1 1 calc R
C10 C 0.24894(18) 0.36682(10) 0.98541(7) 0.0295(4) Uani 1 1 d .
H10 H 0.2619 0.3834 1.0268 0.035 Uiso 1 1 calc R
C11 C 0.31822(15) 0.39928(8) 0.94483(7) 0.0217(3) Uani 1 1 d .
H11 H 0.3801 0.4372 0.9590 0.026 Uiso 1 1 calc R
C12 C 0.29782(14) 0.37678(7) 0.88363(6) 0.0161(2) Uani 1 1 d .
C13 C 0.48984(14) 0.39057(7) 0.75757(6) 0.0152(2) Uani 1 1 d .
H13A H 0.5705 0.4203 0.7734 0.018 Uiso 1 1 calc R
H13B H 0.4201 0.4228 0.7338 0.018 Uiso 1 1 calc R
C14 C 0.52608(15) 0.36359(7) 0.63164(6) 0.0173(3) Uani 1 1 d .
C15 C 0.63759(16) 0.42097(8) 0.63954(7) 0.0224(3) Uani 1 1 d .
H15A H 0.7247 0.3972 0.6526 0.034 Uiso 1 1 calc R
H15B H 0.6250 0.4564 0.6708 0.034 Uiso 1 1 calc R
H15C H 0.6342 0.4460 0.6003 0.034 Uiso 1 1 calc R
C16 C 0.54350(16) 0.30506(8) 0.58452(6) 0.0205(3) Uani 1 1 d .
H16A H 0.5539 0.3284 0.5461 0.031 Uiso 1 1 calc R
H16B H 0.4645 0.2735 0.5763 0.031 Uiso 1 1 calc R
H16C H 0.6232 0.2759 0.6011 0.031 Uiso 1 1 calc R
C17 C 0.39005(16) 0.40099(8) 0.60812(7) 0.0237(3) Uani 1 1 d .
H17A H 0.3797 0.4413 0.6356 0.036 Uiso 1 1 calc R
H17B H 0.3179 0.3657 0.6073 0.036 Uiso 1 1 calc R
H17C H 0.3861 0.4198 0.5665 0.036 Uiso 1 1 calc R
C18 C 0.37489(13) 0.26161(7) 0.69566(6) 0.0149(2) Uani 1 1 d .
H18A H 0.3065 0.2890 0.7120 0.018 Uiso 1 1 calc R
H18B H 0.3407 0.2554 0.6508 0.018 Uiso 1 1 calc R
C19 C 0.45650(14) 0.13804(8) 0.69198(7) 0.0190(3) Uani 1 1 d .
H19A H 0.4746 0.0929 0.7167 0.023 Uiso 1 1 calc R
H19B H 0.5433 0.1585 0.6872 0.023 Uiso 1 1 calc R
C20 C 0.23540(16) 0.10840(8) 0.62223(7) 0.0219(3) Uani 1 1 d .
H20 H 0.1959 0.1114 0.6573 0.026 Uiso 1 1 calc R
C21 C 0.15633(17) 0.09216(9) 0.56511(7) 0.0248(3) Uani 1 1 d .
H21 H 0.0628 0.0853 0.5612 0.030 Uiso 1 1 calc R
C22 C 0.21207(17) 0.08578(9) 0.51372(7) 0.0258(3) Uani 1 1 d .
H22 H 0.1576 0.0744 0.4747 0.031 Uiso 1 1 calc R
C23 C 0.34937(18) 0.09630(9) 0.52003(7) 0.0270(3) Uani 1 1 d .
H23 H 0.3893 0.0913 0.4853 0.032 Uiso 1 1 calc R
C24 C 0.42839(16) 0.11421(8) 0.57749(7) 0.0218(3) Uani 1 1 d .
H24 H 0.5216 0.1223 0.5814 0.026 Uiso 1 1 calc R
C25 C 0.96228(15) 0.15931(8) 0.79151(7) 0.0209(3) Uani 1 1 d .
C26 C 1.08285(18) 0.11517(10) 0.80077(8) 0.0334(4) Uani 1 1 d .
H26A H 1.1413 0.1330 0.7742 0.050 Uiso 1 1 calc R
H26B H 1.0586 0.0645 0.7904 0.050 Uiso 1 1 calc R
H26C H 1.1299 0.1183 0.8439 0.050 Uiso 1 1 calc R
C27 C 0.88401(15) 0.26898(8) 0.65180(7) 0.0212(3) Uani 1 1 d .
C28 C 0.97082(19) 0.26491(10) 0.60766(9) 0.0330(4) Uani 1 1 d .
H28A H 0.9164 0.2576 0.5662 0.049 Uiso 1 1 calc R
H28B H 1.0331 0.2241 0.6183 0.049 Uiso 1 1 calc R
H28C H 1.0214 0.3103 0.6087 0.049 Uiso 1 1 calc R
C29 C 0.88142(15) 0.39475(7) 0.81982(7) 0.0190(3) Uani 1 1 d .
C30 C 0.96369(17) 0.45501(8) 0.84899(8) 0.0280(3) Uani 1 1 d .
H30A H 0.9058 0.4945 0.8576 0.042 Uiso 1 1 calc R
H30B H 1.0199 0.4727 0.8214 0.042 Uiso 1 1 calc R
H30C H 1.0206 0.4384 0.8877 0.042 Uiso 1 1 calc R
C31 C 0.37138(15) 0.12028(7) 0.62869(6) 0.0180(3) Uani 1 1 d .
C32 C 0.43292(14) 0.19077(7) 0.79045(6) 0.0160(2) Uani 1 1 d .
H32A H 0.4385 0.1398 0.8051 0.019 Uiso 1 1 calc R
H32B H 0.3634 0.2152 0.8082 0.019 Uiso 1 1 calc R
N6 N 0.5877(3) 0.40758(15) 0.45315(10) 0.0877(9) Uani 1 1 d .
C33 C 0.8247(2) 0.46050(14) 0.48651(10) 0.0536(6) Uani 1 1 d .
H33A H 0.8514 0.4824 0.4507 0.080 Uiso 1 1 calc R
H33B H 0.8877 0.4218 0.5033 0.080 Uiso 1 1 calc R
H33C H 0.8251 0.4978 0.5181 0.080 Uiso 1 1 calc R
C34 C 0.6917(3) 0.43040(11) 0.46812(9) 0.0459(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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
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
N4 Co1 N3 82.49(5)
N4 Co1 N5 90.34(5)
N3 Co1 N5 91.77(5)
N4 Co1 P1 173.80(4)
N3 Co1 P1 97.61(4)
N5 Co1 P1 95.85(3)
N4 Co1 P2 96.98(4)
N3 Co1 P2 170.96(4)
N5 Co1 P2 97.26(4)
P1 Co1 P2 81.942(14)
F4 B1 F1 109.76(13)
F4 B1 F2 109.52(13)
F1 B1 F2 109.43(13)
F4 B1 F3 108.40(13)
F1 B1 F3 110.12(13)
F2 B1 F3 109.60(13)
F8 B2 F7 109.90(16)
F8 B2 F6 108.17(16)
F7 B2 F6 108.67(15)
F8 B2 F5 108.76(14)
F7 B2 F5 110.31(15)
F6 B2 F5 111.00(15)
C5 N1 C13 112.72(11)
C5 N1 C6 111.49(10)
C13 N1 C6 110.86(10)
C18 N2 C32 114.40(10)
C18 N2 C19 113.31(11)
C32 N2 C19 114.82(11)
C25 N3 Co1 165.60(12)
C27 N4 Co1 167.31(12)
C29 N5 Co1 173.68(12)
C5 P1 C1 104.05(6)
C5 P1 C32 103.30(6)
C1 P1 C32 104.89(6)
C5 P1 Co1 109.04(5)
C1 P1 Co1 119.90(5)
C32 P1 Co1 114.03(4)
C13 P2 C14 104.88(6)
C13 P2 C18 100.99(6)
C14 P2 C18 105.43(6)
C13 P2 Co1 110.95(5)
C14 P2 Co1 118.35(5)
C18 P2 Co1 114.45(4)
C2 C1 C3 110.98(12)
C2 C1 C4 109.46(13)
C3 C1 C4 108.24(12)
C2 C1 P1 108.33(10)
C3 C1 P1 109.36(10)
C4 C1 P1 110.47(10)
N1 C5 P1 111.12(9)
N1 C6 C12 110.57(11)
C8 C7 C12 120.67(14)
C7 C8 C9 120.07(15)
C10 C9 C8 119.89(15)
C9 C10 C11 119.96(14)
C10 C11 C12 120.73(14)
C7 C12 C11 118.65(13)
C7 C12 C6 120.65(12)
C11 C12 C6 120.69(13)
N1 C13 P2 109.74(9)
C15 C14 C16 111.72(12)
C15 C14 C17 109.10(12)
C16 C14 C17 107.86(12)
C15 C14 P2 109.07(10)
C16 C14 P2 108.28(9)
C17 C14 P2 110.81(10)
N2 C18 P2 116.45(9)
N2 C19 C31 110.51(11)
C31 C20 C21 120.62(14)
C22 C21 C20 120.74(15)
C21 C22 C23 119.01(14)
C22 C23 C24 120.09(14)
C31 C24 C23 120.34(15)
N3 C25 C26 179.36(18)
N4 C27 C28 178.32(18)
N5 C29 C30 179.50(17)
C20 C31 C24 119.18(13)
C20 C31 C19 119.74(13)
C24 C31 C19 121.07(13)
N2 C32 P1 117.12(9)
N6 C34 C33 179.1(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Co1 N4 1.9550(12)
Co1 N3 1.9607(12)
Co1 N5 2.0586(12)
Co1 P1 2.2239(4)
Co1 P2 2.2419(4)
B1 F4 1.3861(19)
B1 F1 1.3881(19)
B1 F2 1.3910(19)
B1 F3 1.3933(19)
B2 F8 1.372(2)
B2 F7 1.372(2)
B2 F6 1.374(2)
B2 F5 1.380(2)
N1 C5 1.4580(17)
N1 C13 1.4639(17)
N1 C6 1.4826(17)
N2 C18 1.4517(17)
N2 C32 1.4517(17)
N2 C19 1.4552(18)
N3 C25 1.1432(19)
N4 C27 1.1397(19)
N5 C29 1.1396(18)
P1 C5 1.8494(13)
P1 C1 1.8682(14)
P1 C32 1.8696(14)
P2 C13 1.8422(13)
P2 C14 1.8644(14)
P2 C18 1.8737(14)
C1 C2 1.531(2)
C1 C3 1.539(2)
C1 C4 1.542(2)
C6 C12 1.5048(19)
C7 C8 1.387(2)
C7 C12 1.392(2)
C8 C9 1.390(2)
C9 C10 1.380(3)
C10 C11 1.392(2)
C11 C12 1.3936(19)
C14 C15 1.536(2)
C14 C16 1.5373(19)
C14 C17 1.541(2)
C19 C31 1.525(2)
C20 C31 1.384(2)
C20 C21 1.386(2)
C21 C22 1.383(2)
C22 C23 1.394(2)
C23 C24 1.399(2)
C24 C31 1.386(2)
C25 C26 1.454(2)
C27 C28 1.455(2)
C29 C30 1.459(2)
N6 C34 1.126(3)
C33 C34 1.445(4)
