#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:07:42 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179468 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/65/4336579.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_4336579
loop_
_publ_author_name
'Yosra M. Badiei'
'Wan-Hui Wang'
'Jonathan F. Hull'
'David J. Szalda'
'James T. Muckerman'
'Yuichiro Himeda'
'Etsuko Fujita'
_publ_section_title
;
 Cp*Co(III) Catalysts with Proton-Responsive Ligands for Carbon Dioxide
 Hydrogenation in Aqueous Media
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              12576
_journal_page_last               12586
_journal_paper_doi               10.1021/ic401707u
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C20 H31 Co N2 O7'
_chemical_formula_weight         470.40
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 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                 99.417(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.3573(9)
_cell_length_b                   11.6229(5)
_cell_length_c                   9.4728(4)
_cell_measurement_reflns_used    9874
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      31.06
_cell_measurement_theta_min      2.72
_cell_volume                     2211.16(17)
_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, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_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  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0167
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            34041
_diffrn_reflns_theta_full        31.18
_diffrn_reflns_theta_max         31.18
_diffrn_reflns_theta_min         3.21
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.819
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6268
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
      SADABS Version 2007/2 (Sheldrick, Bruker AXS Inc.) 
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_description       plate
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.777
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         3698
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0356
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0518P)²+3.1400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1032
_reflns_number_gt                3293
_reflns_number_total             3698
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic401707u_si_002_3.cif
_cod_data_source_block           '[1'-OH2]'
_cod_database_code               4336579
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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 0.851497(12) 0.0000 0.74684(3) 0.01419(9) Uani 1 2 d S
O1 O 0.85631(8) 0.0000 0.54267(16) 0.0187(3) Uani 1 2 d S
H1 H 0.8676 -0.0510 0.5026 0.022 Uiso 1 1 d .
N11 N 0.77822(6) 0.11130(10) 0.70495(13) 0.0165(2) Uani 1 1 d .
C12 C 0.71751(7) 0.06339(12) 0.66008(15) 0.0168(3) Uani 1 1 d .
C13 C 0.66096(7) 0.12788(13) 0.61690(17) 0.0206(3) Uani 1 1 d .
H13 H 0.6196 0.0900 0.5882 0.025 Uiso 1 1 calc R
C14 C 0.66353(7) 0.24959(12) 0.61466(16) 0.0179(3) Uani 1 1 d .
C15 C 0.72732(7) 0.29789(12) 0.66237(16) 0.0186(3) Uani 1 1 d .
H15 H 0.7327 0.3791 0.6657 0.022 Uiso 1 1 calc R
C16 C 0.78143(7) 0.22743(12) 0.70381(16) 0.0182(3) Uani 1 1 d .
H16 H 0.8236 0.2626 0.7334 0.022 Uiso 1 1 calc R
O14 O 0.61104(5) 0.31104(9) 0.57185(14) 0.0238(2) Uani 1 1 d .
C1 C 0.95565(10) 0.0000 0.7988(2) 0.0184(4) Uani 1 2 d S
C2 C 0.92860(7) -0.09977(13) 0.85532(15) 0.0190(3) Uani 1 1 d .
C3 C 0.88450(7) 0.06146(14) 0.94999(15) 0.0219(3) Uani 1 1 d .
C111 C 1.00336(11) 0.0000 0.6951(3) 0.0261(4) Uani 1 2 d S
H11A H 0.9989 0.0721 0.6406 0.031 Uiso 0.50 1 calc PR
H11B H 0.9936 -0.0651 0.6292 0.031 Uiso 0.50 1 calc PR
H11C H 1.0489 -0.0070 0.7472 0.031 Uiso 0.50 1 calc PR
C222 C 0.94881(8) -0.22057(15) 0.8262(2) 0.0282(3) Uani 1 1 d .
H22A H 0.9593 -0.2253 0.7290 0.034 Uiso 1 1 calc R
H22B H 0.9122 -0.2733 0.8352 0.034 Uiso 1 1 calc R
H22C H 0.9881 -0.2420 0.8953 0.034 Uiso 1 1 calc R
C333 C 0.84678(10) 0.1362(2) 1.03795(19) 0.0353(4) Uani 1 1 d .
H33A H 0.8006 0.1093 1.0282 0.042 Uiso 1 1 calc R
H33B H 0.8474 0.2159 1.0045 0.042 Uiso 1 1 calc R
H33C H 0.8677 0.1322 1.1387 0.042 Uiso 1 1 calc R
O1W O 0.5000 0.18271(15) 0.5000 0.0299(4) Uani 1 2 d S
H1W H 0.5311 0.2284 0.5205 0.036 Uiso 1 1 d .
O2W O 0.48341(13) 0.0000 0.6831(3) 0.0492(6) Uani 1 2 d S
H2W H 0.4877 0.0551 0.6294 0.059 Uiso 1 1 d .
O3W O 0.35387(16) 0.0000 0.7860(5) 0.0826(10) Uani 1 2 d S
H3W H 0.3996 0.0000 0.7562 0.099 Uiso 1 2 d S
H3WB H 0.3795 0.0000 0.9027 0.099 Uiso 1 2 d S
O4WA O 0.4061(4) 0.0536(8) 1.0934(7) 0.077(2) Uani 0.30 1 d P
O4WB O 0.4520(7) 0.0000 1.0461(16) 0.141(5) Uani 0.40 2 d SP
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'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Co1 N11 87.68(5) . 6
O1 Co1 N11 87.68(5) . .
N11 Co1 N11 82.33(7) 6 .
O1 Co1 C3 149.77(6) . .
N11 Co1 C3 122.53(6) 6 .
N11 Co1 C3 94.65(6) . .
O1 Co1 C3 149.77(6) . 6
N11 Co1 C3 94.65(6) 6 6
N11 Co1 C3 122.53(6) . 6
C3 Co1 C3 40.59(9) . 6
O1 Co1 C2 109.44(6) . 6
N11 Co1 C2 162.19(6) 6 6
N11 Co1 C2 102.65(5) . 6
C3 Co1 C2 40.67(6) . 6
C3 Co1 C2 68.15(6) 6 6
O1 Co1 C2 109.44(6) . .
N11 Co1 C2 102.65(5) 6 .
N11 Co1 C2 162.19(6) . .
C3 Co1 C2 68.15(6) . .
C3 Co1 C2 40.67(6) 6 .
C2 Co1 C2 67.68(8) 6 .
O1 Co1 C1 91.14(7) . .
N11 Co1 C1 138.80(3) 6 .
N11 Co1 C1 138.80(3) . .
C3 Co1 C1 67.53(7) . .
C3 Co1 C1 67.53(7) 6 .
C2 Co1 C1 39.87(5) 6 .
C2 Co1 C1 39.87(5) . .
Co1 O1 H1 124.29(10) . .
C16 N11 C12 116.71(12) . .
C16 N11 Co1 128.53(10) . .
C12 N11 Co1 114.51(9) . .
N11 C12 C13 122.86(13) . .
N11 C12 C12 114.19(8) . 6
C13 C12 C12 122.94(8) . 6
C12 C13 C14 121.11(13) . .
C12 C13 H13 119.4 . .
C14 C13 H13 119.4 . .
O14 C14 C13 121.71(13) . .
O14 C14 C15 123.17(13) . .
C13 C14 C15 115.13(13) . .
C16 C15 C14 120.21(13) . .
C16 C15 H15 119.9 . .
C14 C15 H15 119.9 . .
N11 C16 C15 123.97(13) . .
N11 C16 H16 118.0 . .
C15 C16 H16 118.0 . .
C2 C1 C2 108.93(18) . 6
C2 C1 C111 125.53(9) . .
C2 C1 C111 125.53(9) 6 .
C2 C1 Co1 69.53(9) . .
C2 C1 Co1 69.53(9) 6 .
C111 C1 Co1 126.03(15) . .
C1 C2 C3 107.51(14) . 6
C1 C2 C222 123.90(14) . .
C3 C2 C222 128.42(14) 6 .
C1 C2 Co1 70.60(9) . .
C3 C2 Co1 68.81(8) 6 .
C222 C2 Co1 129.58(11) . .
C3 C3 C2 108.02(9) 6 6
C3 C3 C333 125.40(11) 6 .
C2 C3 C333 126.54(16) 6 .
C3 C3 Co1 69.71(5) 6 .
C2 C3 Co1 70.52(8) 6 .
C333 C3 Co1 127.00(11) . .
C1 C111 H11A 109.5 . .
C1 C111 H11B 109.5 . .
H11A C111 H11B 109.5 . .
C1 C111 H11C 109.5 . .
H11A C111 H11C 109.5 . .
H11B C111 H11C 109.5 . .
C2 C222 H22A 109.5 . .
C2 C222 H22B 109.5 . .
H22A C222 H22B 109.5 . .
C2 C222 H22C 109.5 . .
H22A C222 H22C 109.5 . .
H22B C222 H22C 109.5 . .
C3 C333 H33A 109.5 . .
C3 C333 H33B 109.5 . .
H33A C333 H33B 109.5 . .
C3 C333 H33C 109.5 . .
H33A C333 H33C 109.5 . .
H33B C333 H33C 109.5 . .
H3W O3W H3WB 88.6(3) . .
O4WA O4WA O4WB 60.5(5) 6 .
O4WA O4WB O4WA 59.0(11) . 6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O1 1.9524(15) .
Co1 N11 1.9653(12) 6
Co1 N11 1.9653(12) .
Co1 C3 2.0596(14) .
Co1 C3 2.0596(14) 6
Co1 C2 2.0825(14) 6
Co1 C2 2.0825(14) .
Co1 C1 2.097(2) .
O1 H1 0.7595(9) .
N11 C16 1.3515(18) .
N11 C12 1.3588(17) .
C12 C13 1.3784(19) .
C12 C12 1.474(3) 6
C13 C14 1.416(2) .
C13 H13 0.9500 .
C14 O14 1.2940(17) .
C14 C15 1.419(2) .
C15 C16 1.377(2) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C1 C2 1.4250(19) .
C1 C2 1.4250(19) 6
C1 C111 1.490(3) .
C2 C3 1.439(2) 6
C2 C222 1.501(2) .
C3 C3 1.429(3) 6
C3 C2 1.439(2) 6
C3 C333 1.499(2) .
C111 H11A 0.9800 .
C111 H11B 0.9800 .
C111 H11C 0.9800 .
C222 H22A 0.9800 .
C222 H22B 0.9800 .
C222 H22C 0.9800 .
C333 H33A 0.9800 .
C333 H33B 0.9800 .
C333 H33C 0.9800 .
O1W H1W 0.8249(11) .
O2W H2W 0.8313(16) .
O3W H3W 1.016(3) .
O3W H3WB 1.143(4) .
O4WA O4WA 1.245(18) 6
O4WA O4WB 1.264(14) .
O4WB O4WA 1.264(14) 6
