#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:52:20 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178727 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/38/4083846.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_4083846
loop_
_publ_author_name
'Fang, Ming'
'Wiedner, Eric S.'
'Dougherty, William G.'
'Kassel, W. Scott'
'Liu, Tianbiao'
'DuBois, Daniel L.'
'Bullock, R. Morris'
_publ_section_title
;
 Cobalt Complexes Containing Pendant Amines in the Second Coordination
 Sphere as Electrocatalysts for H2Production
;
_journal_issue                   20
_journal_name_full               Organometallics
_journal_page_first              5820
_journal_paper_doi               10.1021/om5004607
_journal_volume                  33
_journal_year                    2014
_chemical_formula_sum            'C29 H41 Co N2 P2'
_chemical_formula_weight         538.51
_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                70.379(2)
_cell_angle_beta                 78.975(2)
_cell_angle_gamma                88.437(2)
_cell_formula_units_Z            2
_cell_length_a                   10.2108(5)
_cell_length_b                   11.0407(6)
_cell_length_c                   12.5959(6)
_cell_measurement_reflns_used    8116
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.07
_cell_measurement_theta_min      2.77
_cell_volume                     1311.80(12)
_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 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0328
_diffrn_reflns_av_sigmaI/netI    0.0593
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            27424
_diffrn_reflns_theta_full        33.16
_diffrn_reflns_theta_max         33.16
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.797
_exptl_absorpt_correction_T_max  0.9688
_exptl_absorpt_correction_T_min  0.8442
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         9984
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0400
_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)+(0.0402P)²+0.1829P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0914
_reflns_number_gt                7215
_reflns_number_total             9984
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om5004607_si_002.cif
_cod_data_source_block           pnl128_Co(I)Cp
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        1311.80(11)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4083846
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
Co1 Co 0.72743(2) 0.223347(18) 0.351762(16) 0.01261(5) Uani 1 1 d .
N1 N 0.82571(12) 0.48056(11) 0.12016(10) 0.0145(2) Uani 1 1 d .
N2 N 0.64480(12) 0.22152(12) 0.07037(10) 0.0137(2) Uani 1 1 d .
P1 P 0.84391(4) 0.21136(3) 0.19854(3) 0.01175(7) Uani 1 1 d .
P2 P 0.59729(4) 0.32614(3) 0.24452(3) 0.01201(8) Uani 1 1 d .
C1 C 1.00100(15) 0.11782(14) 0.18633(13) 0.0159(3) Uani 1 1 d .
C2 C 1.09679(16) 0.14820(16) 0.25438(15) 0.0218(3) Uani 1 1 d .
H2A H 1.1788 0.1013 0.2456 0.033 Uiso 1 1 calc R
H2B H 1.0544 0.1219 0.3358 0.033 Uiso 1 1 calc R
H2C H 1.1187 0.2409 0.2254 0.033 Uiso 1 1 calc R
C3 C 1.07596(16) 0.14940(17) 0.06141(14) 0.0226(3) Uani 1 1 d .
H3A H 1.1518 0.0933 0.0591 0.034 Uiso 1 1 calc R
H3B H 1.1086 0.2395 0.0309 0.034 Uiso 1 1 calc R
H3C H 1.0153 0.1355 0.0146 0.034 Uiso 1 1 calc R
C4 C 0.96186(17) -0.02675(15) 0.23692(14) 0.0215(3) Uani 1 1 d .
H4A H 1.0427 -0.0765 0.2433 0.032 Uiso 1 1 calc R
H4B H 0.9127 -0.0500 0.1864 0.032 Uiso 1 1 calc R
H4C H 0.9053 -0.0458 0.3132 0.032 Uiso 1 1 calc R
C5 C 0.89721(15) 0.37602(13) 0.09085(12) 0.0148(3) Uani 1 1 d .
H5A H 0.9940 0.3906 0.0846 0.018 Uiso 1 1 calc R
H5B H 0.8828 0.3784 0.0147 0.018 Uiso 1 1 calc R
C6 C 0.78646(16) 0.61768(14) 0.23886(14) 0.0194(3) Uani 1 1 d .
H6A H 0.7066 0.6442 0.2109 0.023 Uiso 1 1 calc R
C7 C 0.82242(17) 0.66782(15) 0.31669(14) 0.0230(3) Uani 1 1 d .
H7A H 0.7663 0.7267 0.3421 0.028 Uiso 1 1 calc R
C8 C 0.93915(17) 0.63335(16) 0.35797(14) 0.0241(3) Uani 1 1 d .
H8A H 0.9632 0.6664 0.4125 0.029 Uiso 1 1 calc R
C9 C 1.01982(17) 0.54923(16) 0.31733(14) 0.0226(3) Uani 1 1 d .
H9A H 1.1014 0.5263 0.3433 0.027 Uiso 1 1 calc R
C10 C 0.98488(16) 0.49758(15) 0.23996(13) 0.0191(3) Uani 1 1 d .
H10A H 1.0429 0.4405 0.2137 0.023 Uiso 1 1 calc R
C11 C 0.86483(15) 0.52845(13) 0.19986(12) 0.0149(3) Uani 1 1 d .
C12 C 0.68303(14) 0.47026(14) 0.12157(12) 0.0147(3) Uani 1 1 d .
H12A H 0.6706 0.4628 0.0479 0.018 Uiso 1 1 calc R
H12B H 0.6407 0.5497 0.1285 0.018 Uiso 1 1 calc R
C13 C 0.43318(15) 0.39014(14) 0.29708(12) 0.0155(3) Uani 1 1 d .
C14 C 0.45804(16) 0.48365(15) 0.35861(14) 0.0211(3) Uani 1 1 d .
H14A H 0.3737 0.4972 0.4046 0.032 Uiso 1 1 calc R
H14B H 0.4945 0.5661 0.3015 0.032 Uiso 1 1 calc R
H14C H 0.5218 0.4473 0.4090 0.032 Uiso 1 1 calc R
C15 C 0.36252(16) 0.46313(15) 0.19754(13) 0.0203(3) Uani 1 1 d .
H15A H 0.2913 0.5133 0.2245 0.030 Uiso 1 1 calc R
H15B H 0.3240 0.4013 0.1704 0.030 Uiso 1 1 calc R
H15C H 0.4273 0.5212 0.1344 0.030 Uiso 1 1 calc R
C16 C 0.34144(16) 0.27557(15) 0.38103(13) 0.0198(3) Uani 1 1 d .
H16A H 0.2559 0.3074 0.4093 0.030 Uiso 1 1 calc R
H16B H 0.3842 0.2302 0.4460 0.030 Uiso 1 1 calc R
H16C H 0.3260 0.2164 0.3411 0.030 Uiso 1 1 calc R
C17 C 0.53778(15) 0.24003(14) 0.15761(12) 0.0150(3) Uani 1 1 d .
H17A H 0.4977 0.1551 0.2092 0.018 Uiso 1 1 calc R
H17B H 0.4673 0.2898 0.1198 0.018 Uiso 1 1 calc R
C18 C 0.69765(15) 0.19279(14) -0.11704(13) 0.0164(3) Uani 1 1 d .
H18A H 0.7889 0.2124 -0.1213 0.020 Uiso 1 1 calc R
C19 C 0.65971(16) 0.16538(15) -0.20669(13) 0.0180(3) Uani 1 1 d .
H19A H 0.7252 0.1655 -0.2714 0.022 Uiso 1 1 calc R
C20 C 0.52666(16) 0.13778(14) -0.20244(13) 0.0185(3) Uani 1 1 d .
H20A H 0.5009 0.1180 -0.2635 0.022 Uiso 1 1 calc R
C21 C 0.43177(16) 0.13931(14) -0.10839(12) 0.0159(3) Uani 1 1 d .
H21A H 0.3403 0.1221 -0.1058 0.019 Uiso 1 1 calc R
C22 C 0.46904(15) 0.16579(14) -0.01765(12) 0.0146(3) Uani 1 1 d .
H22A H 0.4029 0.1661 0.0465 0.017 Uiso 1 1 calc R
C23 C 0.60270(14) 0.19194(13) -0.01985(12) 0.0133(3) Uani 1 1 d .
C24 C 0.75030(15) 0.14126(14) 0.11809(12) 0.0147(3) Uani 1 1 d .
H24A H 0.8143 0.1262 0.0545 0.018 Uiso 1 1 calc R
H24B H 0.7098 0.0567 0.1703 0.018 Uiso 1 1 calc R
C25 C 0.85686(17) 0.21207(16) 0.46516(13) 0.0209(3) Uani 1 1 d .
H25A H 0.9546 0.2355 0.4427 0.025 Uiso 1 1 calc R
C26 C 0.79758(17) 0.08756(16) 0.48683(13) 0.0219(3) Uani 1 1 d .
H26A H 0.8472 0.0095 0.4825 0.026 Uiso 1 1 calc R
C27 C 0.65806(18) 0.09255(16) 0.51928(13) 0.0226(3) Uani 1 1 d .
H27A H 0.5908 0.0198 0.5419 0.027 Uiso 1 1 calc R
C28 C 0.63161(17) 0.22226(16) 0.51208(12) 0.0205(3) Uani 1 1 d .
H28A H 0.5411 0.2559 0.5298 0.025 Uiso 1 1 calc R
C29 C 0.75494(17) 0.29478(16) 0.48202(12) 0.0202(3) Uani 1 1 d .
H29A H 0.7663 0.3872 0.4743 0.024 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
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'
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
C28 Co1 C26 66.35(6)
C28 Co1 C25 66.18(6)
C26 Co1 C25 40.15(7)
C28 Co1 P1 172.81(5)
C26 Co1 P1 106.74(5)
C25 Co1 P1 107.42(5)
C28 Co1 C29 39.99(6)
C26 Co1 C29 66.49(6)
C25 Co1 C29 38.84(6)
P1 Co1 C29 136.53(5)
C28 Co1 P2 102.68(5)
C26 Co1 P2 161.10(5)
C25 Co1 P2 151.41(5)
P1 Co1 P2 84.509(16)
C29 Co1 P2 115.78(5)
C28 Co1 C27 39.86(6)
C26 Co1 C27 39.21(7)
C25 Co1 C27 66.53(7)
P1 Co1 C27 135.57(5)
C29 Co1 C27 66.89(6)
P2 Co1 C27 122.69(5)
C11 N1 C12 117.94(12)
C11 N1 C5 120.26(12)
C12 N1 C5 111.50(12)
C23 N2 C17 115.41(11)
C23 N2 C24 114.58(11)
C17 N2 C24 113.48(11)
C24 P1 C5 102.06(7)
C24 P1 C1 97.75(7)
C5 P1 C1 102.74(7)
C24 P1 Co1 113.52(5)
C5 P1 Co1 111.46(5)
C1 P1 Co1 126.10(5)
C17 P2 C13 98.90(7)
C17 P2 C12 98.02(7)
C13 P2 C12 103.40(6)
C17 P2 Co1 115.23(5)
C13 P2 Co1 124.40(5)
C12 P2 Co1 112.92(5)
C2 C1 C4 108.86(12)
C2 C1 C3 107.63(13)
C4 C1 C3 108.99(13)
C2 C1 P1 110.16(10)
C4 C1 P1 108.40(10)
C3 C1 P1 112.73(10)
N1 C5 P1 113.70(10)
C7 C6 C11 121.93(15)
C6 C7 C8 120.85(15)
C7 C8 C9 117.95(16)
C10 C9 C8 121.90(16)
C9 C10 C11 120.89(15)
N1 C11 C10 123.21(13)
N1 C11 C6 120.29(14)
C10 C11 C6 116.40(14)
N1 C12 P2 112.19(9)
C14 C13 C15 107.96(12)
C14 C13 C16 109.97(12)
C15 C13 C16 108.81(13)
C14 C13 P2 109.58(10)
C15 C13 P2 111.96(10)
C16 C13 P2 108.55(10)
N2 C17 P2 112.42(10)
C19 C18 C23 120.81(14)
C18 C19 C20 120.37(14)
C21 C20 C19 119.42(14)
C20 C21 C22 120.60(14)
C21 C22 C23 120.68(13)
C22 C23 C18 118.09(13)
C22 C23 N2 122.46(13)
C18 C23 N2 119.42(13)
N2 C24 P1 114.35(10)
C29 C25 C26 108.49(15)
C29 C25 Co1 71.08(9)
C26 C25 Co1 69.51(9)
C27 C26 C25 108.60(15)
C27 C26 Co1 71.56(9)
C25 C26 Co1 70.34(9)
C26 C27 C28 106.44(15)
C26 C27 Co1 69.24(9)
C28 C27 Co1 68.14(8)
C27 C28 C29 109.37(15)
C27 C28 Co1 72.00(9)
C29 C28 Co1 71.69(9)
C25 C29 C28 106.99(14)
C25 C29 Co1 70.08(9)
C28 C29 Co1 68.32(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Co1 C28 2.0649(15)
Co1 C26 2.0856(15)
Co1 C25 2.0967(16)
Co1 P1 2.1076(4)
Co1 C29 2.1096(16)
Co1 P2 2.1103(4)
Co1 C27 2.1159(15)
N1 C11 1.4030(19)
N1 C12 1.4606(19)
N1 C5 1.4624(18)
N2 C23 1.4236(18)
N2 C17 1.4570(18)
N2 C24 1.4645(18)
P1 C24 1.8647(15)
P1 C5 1.8859(14)
P1 C1 1.8934(15)
P2 C17 1.8591(15)
P2 C13 1.8896(15)
P2 C12 1.8971(14)
C1 C2 1.528(2)
C1 C4 1.539(2)
C1 C3 1.539(2)
C6 C7 1.384(2)
C6 C11 1.409(2)
C7 C8 1.384(2)
C8 C9 1.385(2)
C9 C10 1.385(2)
C10 C11 1.404(2)
C13 C14 1.536(2)
C13 C15 1.542(2)
C13 C16 1.544(2)
C18 C19 1.386(2)
C18 C23 1.406(2)
C19 C20 1.388(2)
C20 C21 1.384(2)
C21 C22 1.390(2)
C22 C23 1.396(2)
C25 C29 1.398(2)
C25 C26 1.436(2)
C26 C27 1.410(2)
C27 C28 1.426(2)
C28 C29 1.428(2)
