#------------------------------------------------------------------------------
#$Date: 2019-11-17 07:21:31 +0200 (Sun, 17 Nov 2019) $
#$Revision: 228637 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/88/1548880.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_1548880
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            'C22 H37 B2 Co F8 N7 O'
_chemical_formula_weight         648.13
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 129.8712(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   28.1807(18)
_cell_length_b                   13.2001(8)
_cell_length_c                   20.3454(13)
_cell_measurement_reflns_used    9871
_cell_measurement_temperature    88(2)
_cell_measurement_theta_max      28.23
_cell_measurement_theta_min      2.56
_cell_volume                     5808.5(6)
_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 0.986
_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  0.0366
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            34760
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         28.276
_diffrn_reflns_theta_min         1.807
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.672
_exptl_absorpt_correction_T_max  0.8015
_exptl_absorpt_correction_T_min  0.7274
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS 2014/5'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    not_measured
_exptl_crystal_description       prism
_exptl_crystal_F_000             2680
_exptl_crystal_size_max          0.158
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.101
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     518
_refine_ls_number_reflns         7125
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0288
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0342P)²+3.3035P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0672
_refine_ls_wR_factor_ref         0.0716
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5960
_reflns_number_total             7125
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7sc04960a2.cif
_cod_data_source_block           jyy83
_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               1548880
_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   0.901
_shelx_estimated_absorpt_t_max   0.935
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
Co1 Co 0.62099(2) 0.23349(2) 0.66813(2) 0.01131(6) Uani 1 1 d
O1 O 0.53924(5) 0.15438(8) 0.60148(6) 0.0166(2) Uani 1 1 d
N1 N 0.57565(5) 0.37073(8) 0.58913(7) 0.0133(2) Uani 1 1 d
N2 N 0.60493(5) 0.30856(9) 0.74800(7) 0.0143(2) Uani 1 1 d
N3 N 0.71044(5) 0.30893(9) 0.75557(7) 0.0146(2) Uani 1 1 d
N4 N 0.67364(5) 0.11223(8) 0.76595(7) 0.0139(2) Uani 1 1 d
N5 N 0.56579(6) 0.33595(9) 0.46786(7) 0.0203(3) Uani 1 1 d
N6 N 0.59114(5) -0.00059(8) 0.70961(7) 0.0160(2) Uani 1 1 d
N7 N 0.64899(5) 0.16742(9) 0.60388(7) 0.0167(2) Uani 1 1 d
C1 C 0.57457(6) 0.40499(10) 0.52495(8) 0.0158(3) Uani 1 1 d
C2 C 0.58218(6) 0.50923(11) 0.51786(9) 0.0204(3) Uani 1 1 d
C3 C 0.58640(7) 0.57693(11) 0.57240(10) 0.0234(3) Uani 1 1 d
C4 C 0.58226(6) 0.54324(11) 0.63347(9) 0.0202(3) Uani 1 1 d
C5 C 0.57660(6) 0.44056(10) 0.63905(8) 0.0149(3) Uani 1 1 d
C6 C 0.56709(6) 0.39952(11) 0.69913(9) 0.0173(3) Uani 1 1 d
C7 C 0.66717(6) 0.33708(11) 0.82895(9) 0.0169(3) Uani 1 1 d
C8 C 0.70793(6) 0.37875(11) 0.81109(9) 0.0175(3) Uani 1 1 d
C9 C 0.75635(6) 0.22643(11) 0.80698(9) 0.0166(3) Uani 1 1 d
C10 C 0.73251(6) 0.14235(10) 0.82913(9) 0.0158(3) Uani 1 1 d
C11 C 0.77034(7) 0.09663(12) 0.90921(9) 0.0209(3) Uani 1 1 d
C12 C 0.74809(7) 0.01358(12) 0.92351(10) 0.0242(3) Uani 1 1 d
C13 C 0.68893(7) -0.02125(12) 0.85820(10) 0.0217(3) Uani 1 1 d
C14 C 0.65268(6) 0.03034(10) 0.78037(9) 0.0155(3) Uani 1 1 d
C15 C 0.57330(7) 0.24897(12) 0.77169(10) 0.0198(3) Uani 1 1 d
C16 C 0.73016(7) 0.36873(12) 0.71480(10) 0.0199(3) Uani 1 1 d
C17 C 0.57123(9) 0.36797(16) 0.40428(11) 0.0316(4) Uani 1 1 d
C18 C 0.52436(7) 0.25009(12) 0.44023(9) 0.0211(3) Uani 1 1 d
C19 C 0.55715(8) -0.05023(12) 0.73357(11) 0.0212(3) Uani 1 1 d
C20 C 0.59086(8) -0.06350(12) 0.64894(10) 0.0217(3) Uani 1 1 d
C21 C 0.66431(6) 0.13600(10) 0.56799(8) 0.0155(3) Uani 1 1 d
C22 C 0.68155(8) 0.09851(12) 0.51864(10) 0.0217(3) Uani 1 1 d
B1 B 0.83840(8) 0.17367(12) 0.66213(11) 0.0210(3) Uani 1 1 d
F1 F 0.81269(6) 0.23935(8) 0.59420(7) 0.0454(3) Uani 1 1 d
F2 F 0.80775(5) 0.18102(9) 0.69474(6) 0.0400(3) Uani 1 1 d
F3 F 0.83312(4) 0.07503(6) 0.63396(6) 0.0274(2) Uani 1 1 d
F4 F 0.90063(5) 0.19656(8) 0.72578(6) 0.0375(2) Uani 1 1 d
B2 B 0.39100(7) 0.15550(13) 0.53491(10) 0.0193(3) Uani 1 1 d
F5 F 0.42864(4) 0.23885(7) 0.55030(6) 0.0290(2) Uani 1 1 d
F6 F 0.37104(4) 0.10689(8) 0.46045(6) 0.0315(2) Uani 1 1 d
F7 F 0.42653(4) 0.08996(7) 0.60407(5) 0.0270(2) Uani 1 1 d
F8 F 0.34057(4) 0.19029(8) 0.52527(6) 0.0299(2) Uani 1 1 d
H1 H 0.5081(10) 0.1810(16) 0.5874(13) 0.043(6) Uiso 1 1 d
H2 H 0.5491(10) 0.1044(17) 0.6380(14) 0.050(6) Uiso 1 1 d
H2A H 0.5824(7) 0.5313(12) 0.4742(10) 0.018(4) Uiso 1 1 d
H3A H 0.5905(8) 0.6461(14) 0.5673(11) 0.026(4) Uiso 1 1 d
H4A H 0.5829(7) 0.5857(12) 0.6705(10) 0.020(4) Uiso 1 1 d
H6A H 0.5740(7) 0.4530(13) 0.7386(10) 0.022(4) Uiso 1 1 d
H6B H 0.5221(8) 0.3794(12) 0.6619(10) 0.022(4) Uiso 1 1 d
H7A H 0.6847(7) 0.2755(12) 0.8646(10) 0.014(4) Uiso 1 1 d
H7B H 0.6619(7) 0.3875(12) 0.8595(10) 0.016(4) Uiso 1 1 d
H8A H 0.6918(7) 0.4430(12) 0.7816(10) 0.017(4) Uiso 1 1 d
H8B H 0.7492(7) 0.3881(12) 0.8654(10) 0.017(4) Uiso 1 1 d
H9A H 0.7933(8) 0.2518(12) 0.8579(11) 0.022(4) Uiso 1 1 d
H9B H 0.7651(7) 0.1964(12) 0.7717(10) 0.017(4) Uiso 1 1 d
H11A H 0.8081(8) 0.1219(12) 0.9501(11) 0.021(4) Uiso 1 1 d
H12A H 0.7726(8) -0.0188(13) 0.9768(11) 0.028(5) Uiso 1 1 d
H13A H 0.6731(8) -0.0793(13) 0.8646(10) 0.023(4) Uiso 1 1 d
H15A H 0.5684(8) 0.2886(13) 0.8067(11) 0.026(4) Uiso 1 1 d
H15B H 0.5987(8) 0.1884(13) 0.8045(10) 0.022(4) Uiso 1 1 d
H15C H 0.5345(8) 0.2296(12) 0.7228(12) 0.022(4) Uiso 1 1 d
H16A H 0.7693(8) 0.3984(12) 0.7580(10) 0.020(4) Uiso 1 1 d
H16B H 0.7002(8) 0.4208(12) 0.6804(10) 0.020(4) Uiso 1 1 d
H16C H 0.7324(8) 0.3260(13) 0.6795(11) 0.024(4) Uiso 1 1 d
H17A H 0.6100(10) 0.4047(15) 0.4320(13) 0.042(5) Uiso 1 1 d
H17B H 0.5370(9) 0.4103(15) 0.3602(12) 0.035(5) Uiso 1 1 d
H17C H 0.5725(9) 0.3075(17) 0.3800(13) 0.047(6) Uiso 1 1 d
H18A H 0.5163(8) 0.2386(12) 0.4777(11) 0.022(4) Uiso 1 1 d
H18B H 0.5431(9) 0.1894(15) 0.4398(12) 0.040(5) Uiso 1 1 d
H18C H 0.4857(8) 0.2617(12) 0.3841(12) 0.023(4) Uiso 1 1 d
H20A H 0.6138(7) -0.0287(12) 0.6352(10) 0.020(4) Uiso 1 1 d
H20B H 0.5478(8) -0.0710(13) 0.5973(11) 0.026(4) Uiso 1 1 d
H20C H 0.6092(8) -0.1284(14) 0.6721(11) 0.028(5) Uiso 1 1 d
H21A H 0.5603(7) -0.0092(12) 0.7755(11) 0.019(4) Uiso 1 1 d
H21B H 0.5719(8) -0.1185(14) 0.7545(11) 0.025(4) Uiso 1 1 d
H21C H 0.5137(8) -0.0525(12) 0.6821(11) 0.023(4) Uiso 1 1 d
H22A H 0.6479(10) 0.0611(15) 0.4711(13) 0.043(6) Uiso 1 1 d
H22B H 0.7170(9) 0.0568(15) 0.5529(12) 0.040(5) Uiso 1 1 d
H22C H 0.6910(8) 0.1529(15) 0.5004(12) 0.033(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
O1 Co1 N7 95.04(4)
O1 Co1 N3 171.66(4)
N7 Co1 N3 89.91(4)
O1 Co1 N2 92.41(4)
N7 Co1 N2 172.23(4)
N3 Co1 N2 82.44(4)
O1 Co1 N1 93.19(4)
N7 Co1 N1 99.24(4)
N3 Co1 N1 92.64(4)
N2 Co1 N1 82.53(4)
O1 Co1 N4 92.72(4)
N7 Co1 N4 87.53(4)
N3 Co1 N4 80.77(4)
N2 Co1 N4 89.90(4)
N1 Co1 N4 170.58(4)
C5 N1 C1 117.92(11)
C5 N1 Co1 106.73(8)
C1 N1 Co1 128.11(9)
C15 N2 C6 108.85(11)
C15 N2 C7 107.54(11)
C6 N2 C7 111.48(11)
C15 N2 Co1 117.12(9)
C6 N2 Co1 105.72(8)
C7 N2 Co1 106.15(8)
C16 N3 C9 108.24(10)
C16 N3 C8 108.06(11)
C9 N3 C8 111.16(10)
C16 N3 Co1 115.91(9)
C9 N3 Co1 105.55(8)
C8 N3 Co1 107.94(8)
C14 N4 C10 118.00(12)
C14 N4 Co1 129.56(9)
C10 N4 Co1 110.33(9)
C1 N5 C18 120.65(12)
C1 N5 C17 119.67(13)
C18 N5 C17 113.38(13)
C14 N6 C19 114.75(11)
C14 N6 C20 110.71(11)
C19 N6 C20 111.56(11)
C21 N7 Co1 176.84(11)
N1 C1 N5 118.22(12)
N1 C1 C2 120.57(13)
N5 C1 C2 121.21(13)
C3 C2 C1 119.51(14)
C2 C3 C4 120.06(14)
C5 C4 C3 117.89(14)
N1 C5 C4 123.61(13)
N1 C5 C6 115.66(12)
C4 C5 C6 120.63(13)
N2 C6 C5 114.07(11)
N2 C7 C8 111.27(11)
N3 C8 C7 111.63(11)
N3 C9 C10 113.28(11)
N4 C10 C11 122.59(13)
N4 C10 C9 116.26(12)
C11 C10 C9 121.10(13)
C12 C11 C10 118.74(14)
C11 C12 C13 119.38(14)
C12 C13 C14 118.89(14)
N4 C14 C13 122.26(13)
N4 C14 N6 115.25(11)
C13 C14 N6 122.48(13)
N7 C21 C22 177.32(15)
F1 B1 F2 110.28(14)
F1 B1 F4 109.59(13)
F2 B1 F4 109.84(13)
F1 B1 F3 109.06(12)
F2 B1 F3 109.08(13)
F4 B1 F3 108.97(13)
F8 B2 F7 111.03(12)
F8 B2 F6 109.75(12)
F7 B2 F6 110.02(13)
F8 B2 F5 109.22(13)
F7 B2 F5 107.98(12)
F6 B2 F5 108.78(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Co1 O1 2.0571(10)
Co1 N7 2.1010(12)
Co1 N3 2.1820(11)
Co1 N2 2.1840(11)
Co1 N1 2.2057(11)
Co1 N4 2.2221(11)
N1 C5 1.3590(17)
N1 C1 1.3634(17)
N2 C15 1.4822(18)
N2 C6 1.4860(17)
N2 C7 1.4922(17)
N3 C16 1.4867(18)
N3 C9 1.4895(17)
N3 C8 1.4942(18)
N4 C14 1.3512(17)
N4 C10 1.3523(17)
N5 C1 1.3683(18)
N5 C18 1.4567(19)
N5 C17 1.4594(19)
N6 C14 1.4303(18)
N6 C19 1.4777(17)
N6 C20 1.4835(18)
N7 C21 1.1382(17)
C1 C2 1.414(2)
C2 C3 1.369(2)
C3 C4 1.393(2)
C4 C5 1.378(2)
C5 C6 1.5098(19)
C7 C8 1.513(2)
C9 C10 1.508(2)
C10 C11 1.3886(19)
C11 C12 1.383(2)
C12 C13 1.384(2)
C13 C14 1.3930(19)
C21 C22 1.4542(19)
B1 F1 1.3794(19)
B1 F2 1.3893(19)
B1 F4 1.390(2)
B1 F3 1.3917(18)
B2 F8 1.3826(18)
B2 F7 1.3873(18)
B2 F6 1.3895(18)
B2 F5 1.4170(19)
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 F5 0.81(2) 2.00(2) 2.8073(14) 177(2)
O1 H2 N6 0.89(2) 1.80(2) 2.6530(16) 159(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
C5 N1 C1 N5 -171.93(12)
Co1 N1 C1 N5 42.00(16)
C5 N1 C1 C2 7.90(18)
Co1 N1 C1 C2 -138.16(11)
C18 N5 C1 N1 36.53(18)
C17 N5 C1 N1 -173.18(13)
C18 N5 C1 C2 -143.30(14)
C17 N5 C1 C2 7.0(2)
N1 C1 C2 C3 -4.5(2)
N5 C1 C2 C3 175.32(13)
C1 C2 C3 C4 -1.0(2)
C2 C3 C4 C5 2.8(2)
C1 N1 C5 C4 -6.20(19)
Co1 N1 C5 C4 146.50(12)
C1 N1 C5 C6 170.22(11)
Co1 N1 C5 C6 -37.08(13)
C3 C4 C5 N1 0.9(2)
C3 C4 C5 C6 -175.38(12)
C15 N2 C6 C5 -154.20(12)
C7 N2 C6 C5 87.34(13)
Co1 N2 C6 C5 -27.57(13)
N1 C5 C6 N2 46.86(16)
C4 C5 C6 N2 -136.60(13)
C15 N2 C7 C8 168.03(11)
C6 N2 C7 C8 -72.72(14)
Co1 N2 C7 C8 41.93(12)
C16 N3 C8 C7 159.07(11)
C9 N3 C8 C7 -82.30(14)
Co1 N3 C8 C7 33.00(13)
N2 C7 C8 N3 -52.12(15)
C16 N3 C9 C10 -162.29(12)
C8 N3 C9 C10 79.19(14)
Co1 N3 C9 C10 -37.58(13)
C14 N4 C10 C11 -4.24(19)
Co1 N4 C10 C11 160.85(11)
C14 N4 C10 C9 173.31(11)
Co1 N4 C10 C9 -21.60(14)
N3 C9 C10 N4 42.09(16)
N3 C9 C10 C11 -140.32(13)
N4 C10 C11 C12 3.5(2)
C9 C10 C11 C12 -173.90(13)
C10 C11 C12 C13 -0.4(2)
C11 C12 C13 C14 -1.8(2)
C10 N4 C14 C13 1.86(19)
Co1 N4 C14 C13 -159.89(10)
C10 N4 C14 N6 -177.03(11)
Co1 N4 C14 N6 21.21(16)
C12 C13 C14 N4 1.1(2)
C12 C13 C14 N6 179.94(13)
C19 N6 C14 N4 -150.37(12)
C20 N6 C14 N4 82.27(14)
C19 N6 C14 C13 30.74(18)
C20 N6 C14 C13 -96.62(15)
