#------------------------------------------------------------------------------
#$Date: 2019-11-17 07:21:31 +0200 (Sun, 17 Nov 2019) $
#$Revision: 228637 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/88/1548879.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_1548879
loop_
_publ_author_name
'Khosrowabadi Kotyk, Juliet F.'
'Hanna, Caitlin M.'
'Combs, Rebecca L.'
'Ziller, Joseph W.'
'Yang, Jenny Y.'
_publ_section_title
;
 Intramolecular hydrogen-bonding in a cobalt aqua complex and
 electrochemical water oxidation activity.
;
_journal_issue                   10
_journal_name_full               'Chemical science'
_journal_page_first              2750
_journal_page_last               2755
_journal_paper_doi               10.1039/c7sc04960a
_journal_volume                  9
_journal_year                    2018
_chemical_formula_sum            'C20 H36 B2 Co F8 N6 O2'
_chemical_formula_weight         625.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-11-17 deposited with the CCDC.
2018-02-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.1405(11)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.3869(7)
_cell_length_b                   7.9947(6)
_cell_length_c                   19.4819(16)
_cell_measurement_reflns_used    8048
_cell_measurement_temperature    88(2)
_cell_measurement_theta_max      28.95
_cell_measurement_theta_min      2.55
_cell_volume                     1306.27(18)
_computing_cell_refinement       'Bruker SAINT 8.34a, 2013'
_computing_data_collection       'Bruker APEX2 2014.11-0, 2014'
_computing_data_reduction        'Bruker SAINT 8.34a, 2013'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL 2014/4'
_diffrn_ambient_temperature      88(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            15619
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         28.990
_diffrn_reflns_theta_min         2.091
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.746
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6750
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS 2014/5'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    not_measured
_exptl_crystal_description       irregular
_exptl_crystal_F_000             646
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.336
_exptl_crystal_size_mid          0.255
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         3301
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0270
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0343P)²+0.5721P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0666
_refine_ls_wR_factor_ref         0.0693
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2937
_reflns_number_total             3301
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7sc04960a2.cif
_cod_data_source_block           jyy97
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 1548879--1548882.cif.
;
_cod_database_code               1548879
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.788
_shelx_estimated_absorpt_t_max   0.865
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Co1 Co 0.2500 0.40023(3) 0.2500 0.01226(8) Uani 1 2 d S T P
O1 O 0.07677(13) 0.23053(13) 0.27222(6) 0.0208(2) Uani 1 1 d . . .
H1 H 0.056(3) 0.217(3) 0.3110(13) 0.054(7) Uiso 1 1 d . . .
H2 H 0.015(2) 0.181(3) 0.2493(10) 0.033(5) Uiso 1 1 d . . .
N1 N 0.33474(13) 0.43428(13) 0.35837(5) 0.0143(2) Uani 1 1 d . . .
N2 N 0.41862(13) 0.60428(13) 0.23299(6) 0.0164(2) Uani 1 1 d . . .
N3 N 0.16737(13) 0.24333(14) 0.41423(6) 0.0169(2) Uani 1 1 d . . .
C1 C 0.25851(15) 0.39101(16) 0.41690(7) 0.0159(2) Uani 1 1 d . . .
C2 C 0.26838(17) 0.49112(18) 0.47603(7) 0.0206(3) Uani 1 1 d . . .
C3 C 0.36044(17) 0.63415(19) 0.47512(7) 0.0232(3) Uani 1 1 d . . .
C4 C 0.44572(17) 0.67401(17) 0.41645(7) 0.0214(3) Uani 1 1 d . . .
C5 C 0.43034(15) 0.57057(16) 0.35977(7) 0.0169(3) Uani 1 1 d . . .
C6 C 0.52179(16) 0.60452(17) 0.29494(7) 0.0179(3) Uani 1 1 d . . .
C7 C 0.32321(17) 0.76104(16) 0.22707(8) 0.0214(3) Uani 1 1 d . . .
C8 C 0.52483(18) 0.5947(2) 0.17219(8) 0.0242(3) Uani 1 1 d . . .
C9 C 0.26271(18) 0.09224(17) 0.40097(8) 0.0215(3) Uani 1 1 d . . .
C10 C 0.05929(18) 0.2167(2) 0.47239(7) 0.0229(3) Uani 1 1 d . . .
B1 B 0.71972(18) 0.08440(19) 0.36143(8) 0.0183(3) Uani 1 1 d . . .
F1 F 0.60792(10) 0.03368(11) 0.31137(4) 0.02548(19) Uani 1 1 d . . .
F2 F 0.66690(10) 0.03289(11) 0.42557(4) 0.02481(19) Uani 1 1 d . . .
F3 F 0.73332(12) 0.25774(11) 0.35965(5) 0.0309(2) Uani 1 1 d . . .
F4 F 0.86709(10) 0.01163(11) 0.34786(4) 0.0272(2) Uani 1 1 d . . .
H2A H 0.216(2) 0.459(2) 0.5152(9) 0.022(4) Uiso 1 1 d . . .
H3A H 0.365(2) 0.702(2) 0.5144(9) 0.031(5) Uiso 1 1 d . . .
H4A H 0.5109(19) 0.766(2) 0.4138(8) 0.019(4) Uiso 1 1 d . . .
H6A H 0.577(2) 0.707(2) 0.2980(8) 0.025(4) Uiso 1 1 d . . .
H6B H 0.5987(19) 0.515(2) 0.2897(8) 0.019(4) Uiso 1 1 d . . .
H7A H 0.2937(19) 0.771(2) 0.1780(9) 0.022(4) Uiso 1 1 d . . .
H7B H 0.388(2) 0.854(2) 0.2380(9) 0.023(4) Uiso 1 1 d . . .
H8A H 0.595(2) 0.684(2) 0.1720(9) 0.028(4) Uiso 1 1 d . . .
H8B H 0.462(2) 0.599(2) 0.1307(9) 0.025(4) Uiso 1 1 d . . .
H8C H 0.587(2) 0.493(2) 0.1732(9) 0.030(5) Uiso 1 1 d . . .
H9A H 0.328(2) 0.111(2) 0.3616(10) 0.028(5) Uiso 1 1 d . . .
H9B H 0.190(2) 0.005(2) 0.3939(9) 0.026(4) Uiso 1 1 d . . .
H9C H 0.326(2) 0.066(2) 0.4395(10) 0.029(5) Uiso 1 1 d . . .
H10A H -0.006(2) 0.317(2) 0.4788(9) 0.028(4) Uiso 1 1 d . . .
H10B H 0.115(2) 0.195(2) 0.5149(9) 0.026(4) Uiso 1 1 d . . .
H10C H -0.010(2) 0.126(2) 0.4607(9) 0.029(5) 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'
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'
O O 0.0106 0.0060 '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'
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 O1 96.38(6) 2 .
O1 Co1 N2 173.08(4) 2 2
O1 Co1 N2 90.16(4) . 2
O1 Co1 N2 90.16(4) 2 .
O1 Co1 N2 173.08(4) . .
N2 Co1 N2 83.40(6) 2 .
O1 Co1 N1 96.05(4) 2 2
O1 Co1 N1 93.23(4) . 2
N2 Co1 N1 81.28(4) 2 2
N2 Co1 N1 88.30(4) . 2
O1 Co1 N1 93.23(4) 2 .
O1 Co1 N1 96.05(4) . .
N2 Co1 N1 88.30(4) 2 .
N2 Co1 N1 81.28(4) . .
N1 Co1 N1 166.06(5) 2 .
C5 N1 C1 118.03(11) . .
C5 N1 Co1 107.65(8) . .
C1 N1 Co1 127.79(8) . .
C6 N2 C8 107.40(11) . .
C6 N2 C7 111.94(10) . .
C8 N2 C7 107.73(11) . .
C6 N2 Co1 104.72(8) . .
C8 N2 Co1 118.16(8) . .
C7 N2 Co1 106.97(8) . .
C1 N3 C10 115.43(11) . .
C1 N3 C9 113.56(11) . .
C10 N3 C9 110.68(11) . .
N1 C1 C2 121.21(12) . .
N1 C1 N3 116.16(11) . .
C2 C1 N3 122.62(12) . .
C3 C2 C1 119.56(13) . .
C2 C3 C4 119.38(13) . .
C5 C4 C3 118.20(13) . .
N1 C5 C4 123.42(13) . .
N1 C5 C6 115.58(11) . .
C4 C5 C6 121.00(12) . .
N2 C6 C5 112.67(11) . .
N2 C7 C7 112.87(9) . 2
F2 B1 F3 110.13(12) . .
F2 B1 F4 109.40(11) . .
F3 B1 F4 109.80(12) . .
F2 B1 F1 108.89(11) . .
F3 B1 F1 108.87(12) . .
F4 B1 F1 109.72(11) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O1 2.0352(10) 2
Co1 O1 2.0352(10) .
Co1 N2 2.1847(11) 2
Co1 N2 2.1847(11) .
Co1 N1 2.2426(11) 2
Co1 N1 2.2426(11) .
N1 C5 1.3530(17) .
N1 C1 1.3535(17) .
N2 C6 1.4833(17) .
N2 C8 1.4857(18) .
N2 C7 1.4912(17) .
N3 C1 1.4074(17) .
N3 C10 1.4682(17) .
N3 C9 1.4718(17) .
C1 C2 1.4051(18) .
C2 C3 1.380(2) .
C3 C4 1.387(2) .
C4 C5 1.3853(19) .
C5 C6 1.5040(19) .
C7 C7 1.520(3) 2
B1 F2 1.3892(17) .
B1 F3 1.3909(17) .
B1 F4 1.3920(17) .
B1 F1 1.4107(17) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 N3 0.78(2) 2.23(2) 2.8692(16) 140(2)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_4
C5 N1 C1 C2 4.70(18) .
Co1 N1 C1 C2 -143.23(10) .
C5 N1 C1 N3 -176.59(11) .
Co1 N1 C1 N3 35.48(15) .
C10 N3 C1 N1 -167.56(11) .
C9 N3 C1 N1 63.10(15) .
C10 N3 C1 C2 11.13(18) .
C9 N3 C1 C2 -118.21(14) .
N1 C1 C2 C3 -1.6(2) .
N3 C1 C2 C3 179.80(12) .
C1 C2 C3 C4 -2.0(2) .
C2 C3 C4 C5 2.3(2) .
C1 N1 C5 C4 -4.48(19) .
Co1 N1 C5 C4 149.40(11) .
C1 N1 C5 C6 175.35(11) .
Co1 N1 C5 C6 -30.77(12) .
C3 C4 C5 N1 1.0(2) .
C3 C4 C5 C6 -178.81(12) .
C8 N2 C6 C5 -165.61(11) .
C7 N2 C6 C5 76.34(13) .
Co1 N2 C6 C5 -39.19(12) .
N1 C5 C6 N2 50.60(15) .
C4 C5 C6 N2 -129.57(13) .
C6 N2 C7 C7 -79.69(16) 2
C8 N2 C7 C7 162.46(13) 2
Co1 N2 C7 C7 34.47(15) 2
