#------------------------------------------------------------------------------
#$Date: 2023-12-22 17:07:40 +0200 (Fri, 22 Dec 2023) $
#$Revision: 288505 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/70/4517052.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_4517052
loop_
_publ_author_name
'Di Salvo, Florencia'
'Teixidor, Francesc'
'Viñas, Clara'
'Planas, José Giner'
'Light, Mark E.'
'Hursthouse, Michael B.'
'Aliaga-Alcalde, Núria'
_publ_section_title
;
 Metallosupramolecular Chemistry of Novel Chiral closo-o-Carboranylalcohol
 Pyridine and Quinoline Ligands: Syntheses, Characterization, and
 Properties of Cobalt Complexes
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5720
_journal_paper_doi               10.1021/cg301249a
_journal_volume                  12
_journal_year                    2012
_chemical_compound_source        'Jose Giner Planas'
_chemical_formula_sum            'C16 H34 B20 Cl2 Co N2 O2'
_chemical_formula_weight         632.48
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 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                 112.7260(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.4535(6)
_cell_length_b                   12.1851(3)
_cell_length_c                   12.9133(4)
_cell_measurement_reflns_used    15004
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     3113.63(15)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics
;
Images generated using CrystalMaker: a crystal and molecular 
structures program for Mac and Windows. CrystalMaker Software Ltd, 
Oxford, England (www.crystalmaker.com)
;
_computing_publication_material  'WINGX (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker-Nonius CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans to fill the asymmetric unit'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker Nonius FR591 Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0632
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18875
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.24
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.746
_exptl_absorpt_correction_T_max  0.9780
_exptl_absorpt_correction_T_min  0.8651
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS V2.10 (Sheldrick, G.M., 2003)
;
_exptl_crystal_colour            'Dark Blue'
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Fragment
_exptl_crystal_F_000             1284
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
_refine_diff_density_max         2.710
_refine_diff_density_min         -0.569
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         3550
_refine_ls_number_restraints     72
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.1166
_refine_ls_R_factor_gt           0.0878
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0766P)²+32.6852P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2010
_refine_ls_wR_factor_ref         0.2217
_reflns_number_gt                2730
_reflns_number_total             3550
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            cg301249a_si_002.cif
_cod_data_source_block           3b
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 

The following automatic conversions were performed:

data name '_iucr_refine_instruction_details' was replaced with
'_iucr_refine_instructions_details' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_cell_volume        3113.62(15)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4517052
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Co1 Co 0.5000 -0.04739(8) 0.2500 0.0276(3) Uani 1 2 d S
Cl1 Cl 0.39895(7) -0.12908(12) 0.19340(11) 0.0402(4) Uani 1 1 d .
O1 O 0.6146(4) 0.3067(4) -0.0186(4) 0.0820(19) Uani 1 1 d U
H1 H 0.6083 0.2627 -0.0718 0.123 Uiso 1 1 calc R
N1 N 0.49541(19) 0.0594(3) 0.1258(3) 0.0264(8) Uani 1 1 d .
C1 C 0.6410(2) 0.3334(4) 0.1721(4) 0.0263(9) Uani 1 1 d .
C2 C 0.6805(4) 0.4432(5) 0.1573(5) 0.0539(18) Uani 1 1 d U
H2 H 0.6883 0.4575 0.0775 0.065 Uiso 1 1 calc R
C3 C 0.6179(3) 0.2507(4) 0.0731(4) 0.0361(12) Uani 1 1 d .
H3 H 0.6532 0.1924 0.0889 0.043 Uiso 1 1 calc R
C4 C 0.5514(3) 0.1966(4) 0.0606(4) 0.0296(10) Uani 1 1 d .
C5 C 0.4899(3) 0.2323(4) -0.0169(4) 0.0384(12) Uani 1 1 d .
H5 H 0.4879 0.2914 -0.0661 0.046 Uiso 1 1 calc R
C6 C 0.4312(3) 0.1808(5) -0.0221(4) 0.0403(13) Uani 1 1 d .
H6 H 0.3885 0.2035 -0.0753 0.048 Uiso 1 1 calc R
C7 C 0.4358(3) 0.0962(4) 0.0511(4) 0.0319(11) Uani 1 1 d .
H7 H 0.3954 0.0625 0.0489 0.038 Uiso 1 1 calc R
C8 C 0.5518(2) 0.1081(4) 0.1285(4) 0.0268(10) Uani 1 1 d .
H8 H 0.5941 0.0810 0.1793 0.032 Uiso 1 1 calc R
B3 B 0.7267(3) 0.3436(6) 0.2443(7) 0.0464(16) Uani 1 1 d U
H3A H 0.7645 0.2908 0.2275 0.056 Uiso 1 1 calc R
B4 B 0.6752(4) 0.2918(6) 0.3076(5) 0.0479(17) Uani 1 1 d U
H4 H 0.6783 0.2037 0.3339 0.057 Uiso 1 1 calc R
B5 B 0.5980(4) 0.3611(8) 0.2552(7) 0.059(2) Uani 1 1 d U
H5A H 0.5501 0.3191 0.2481 0.071 Uiso 1 1 calc R
B6 B 0.6003(4) 0.4558(7) 0.1539(7) 0.071(3) Uani 1 1 d U
H6A H 0.5544 0.4770 0.0778 0.085 Uiso 1 1 calc R
B7 B 0.7429(4) 0.4831(6) 0.2799(6) 0.0455(16) Uani 1 1 d U
H7A H 0.7914 0.5232 0.2876 0.055 Uiso 1 1 calc R
B8 B 0.7385(4) 0.3874(6) 0.3789(6) 0.0535(19) Uani 1 1 d U
H8A H 0.7840 0.3635 0.4544 0.064 Uiso 1 1 calc R
B9 B 0.6591(5) 0.4005(7) 0.3850(6) 0.063(2) Uani 1 1 d U
H9 H 0.6521 0.3859 0.4654 0.075 Uiso 1 1 calc R
B10 B 0.6128(4) 0.5013(8) 0.2892(8) 0.074(3) Uani 1 1 d U
H10 H 0.5744 0.5537 0.3046 0.089 Uiso 1 1 calc R
B11 B 0.6643(5) 0.5536(6) 0.2237(6) 0.065(2) Uani 1 1 d U
H11 H 0.6606 0.6404 0.1935 0.078 Uiso 1 1 calc R
B12 B 0.6999(3) 0.5202(6) 0.3658(5) 0.0398(14) Uani 1 1 d U
H12 H 0.7198 0.5853 0.4316 0.048 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'
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'
Cl Cl 0.1484 0.1585 '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
N1 Co1 N1 100.6(2) 2_655 .
N1 Co1 Cl1 106.70(11) 2_655 .
N1 Co1 Cl1 106.32(11) . .
N1 Co1 Cl1 106.32(11) 2_655 2_655
N1 Co1 Cl1 106.70(11) . 2_655
Cl1 Co1 Cl1 127.14(9) . 2_655
C8 N1 C7 118.1(4) . .
C8 N1 Co1 119.7(3) . .
C7 N1 Co1 121.3(3) . .
C3 C1 C2 116.8(4) . .
C3 C1 B4 122.0(4) . .
C2 C1 B4 109.2(4) . .
C3 C1 B5 124.9(4) . .
C2 C1 B5 110.1(4) . .
B4 C1 B5 62.0(5) . .
C3 C1 B6 118.2(4) . .
C2 C1 B6 61.8(5) . .
B4 C1 B6 113.6(5) . .
B5 C1 B6 62.4(5) . .
C3 C1 B3 115.4(4) . .
C2 C1 B3 60.6(4) . .
B4 C1 B3 61.0(4) . .
B5 C1 B3 111.9(4) . .
B6 C1 B3 113.4(5) . .
C1 C2 B3 62.1(3) . .
C1 C2 B11 111.8(5) . .
B3 C2 B11 114.5(5) . .
C1 C2 B7 112.5(4) . .
B3 C2 B7 62.5(4) . .
B11 C2 B7 63.0(4) . .
C1 C2 B6 60.9(4) . .
B3 C2 B6 114.0(5) . .
B11 C2 B6 62.8(5) . .
B7 C2 B6 114.8(5) . .
O1 C3 C4 113.5(5) . .
O1 C3 C1 106.7(4) . .
C4 C3 C1 110.9(4) . .
C5 C4 C8 118.2(5) . .
C5 C4 C3 122.3(5) . .
C8 C4 C3 119.5(4) . .
C4 C5 C6 119.2(5) . .
C7 C6 C5 119.0(5) . .
N1 C7 C6 122.5(5) . .
N1 C8 C4 123.0(4) . .
C2 B3 C1 57.4(4) . .
C2 B3 B4 105.0(5) . .
C1 B3 B4 58.9(3) . .
C2 B3 B8 105.4(5) . .
C1 B3 B8 106.0(5) . .
B4 B3 B8 60.8(4) . .
C2 B3 B7 59.0(4) . .
C1 B3 B7 105.9(5) . .
B4 B3 B7 109.0(5) . .
B8 B3 B7 60.4(4) . .
C1 B4 B3 60.2(4) . .
C1 B4 B5 59.1(4) . .
B3 B4 B5 108.9(5) . .
C1 B4 B8 106.4(5) . .
B3 B4 B8 59.9(4) . .
B5 B4 B8 108.0(5) . .
C1 B4 B9 105.0(5) . .
B3 B4 B9 107.1(5) . .
B5 B4 B9 59.7(5) . .
B8 B4 B9 59.2(4) . .
C1 B5 B4 58.9(4) . .
C1 B5 B9 105.8(5) . .
B4 B5 B9 60.9(5) . .
C1 B5 B6 58.8(4) . .
B4 B5 B6 108.2(5) . .
B9 B5 B6 107.9(5) . .
C1 B5 B10 105.1(6) . .
B4 B5 B10 108.7(5) . .
B9 B5 B10 59.9(5) . .
B6 B5 B10 59.7(5) . .
C1 B6 C2 57.3(4) . .
C1 B6 B10 105.5(6) . .
C2 B6 B10 103.7(5) . .
C1 B6 B5 58.7(4) . .
C2 B6 B5 103.8(5) . .
B10 B6 B5 60.2(5) . .
C1 B6 B11 105.3(5) . .
C2 B6 B11 58.3(5) . .
B10 B6 B11 59.4(5) . .
B5 B6 B11 107.5(5) . .
C2 B7 B12 104.2(5) . .
C2 B7 B8 104.0(4) . .
B12 B7 B8 61.5(4) . .
C2 B7 B3 58.4(4) . .
B12 B7 B3 108.4(5) . .
B8 B7 B3 59.3(4) . .
C2 B7 B11 58.5(4) . .
B12 B7 B11 59.1(4) . .
B8 B7 B11 108.0(5) . .
B3 B7 B11 107.5(5) . .
B3 B8 B9 107.8(5) . .
B3 B8 B4 59.3(4) . .
B9 B8 B4 60.8(4) . .
B3 B8 B7 60.4(4) . .
B9 B8 B7 107.4(5) . .
B4 B8 B7 107.9(5) . .
B3 B8 B12 107.4(5) . .
B9 B8 B12 59.9(4) . .
B4 B8 B12 108.3(5) . .
B7 B8 B12 59.1(4) . .
B8 B9 B5 108.3(5) . .
B8 B9 B10 109.2(6) . .
B5 B9 B10 60.4(5) . .
B8 B9 B12 61.5(4) . .
B5 B9 B12 108.7(6) . .
B10 B9 B12 59.9(5) . .
B8 B9 B4 60.0(4) . .
B5 B9 B4 59.4(4) . .
B10 B9 B4 107.8(5) . .
B12 B9 B4 108.8(5) . .
B11 B10 B6 61.0(5) . .
B11 B10 B9 107.7(5) . .
B6 B10 B9 108.0(5) . .
B11 B10 B12 59.5(4) . .
B6 B10 B12 108.8(6) . .
B9 B10 B12 60.4(4) . .
B11 B10 B5 108.6(5) . .
B6 B10 B5 60.1(5) . .
B9 B10 B5 59.7(5) . .
B12 B10 B5 108.5(6) . .
C2 B11 B12 104.7(5) . .
C2 B11 B10 104.2(5) . .
B12 B11 B10 60.5(5) . .
C2 B11 B7 58.5(4) . .
B12 B11 B7 59.8(4) . .
B10 B11 B7 107.6(6) . .
C2 B11 B6 58.9(4) . .
B12 B11 B6 108.4(6) . .
B10 B11 B6 59.5(5) . .
B7 B11 B6 107.9(5) . .
B11 B12 B7 61.1(5) . .
B11 B12 B10 60.0(6) . .
B7 B12 B10 108.3(5) . .
B11 B12 B9 107.6(5) . .
B7 B12 B9 106.6(5) . .
B10 B12 B9 59.7(5) . .
B11 B12 B8 108.0(5) . .
B7 B12 B8 59.5(4) . .
B10 B12 B8 106.6(5) . .
B9 B12 B8 58.5(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 N1 2.038(4) 2_655
Co1 N1 2.038(4) .
Co1 Cl1 2.2361(13) .
Co1 Cl1 2.2361(13) 2_655
O1 C3 1.345(7) .
N1 C8 1.335(6) .
N1 C7 1.347(6) .
C1 C3 1.551(6) .
C1 C2 1.635(7) .
C1 B4 1.692(7) .
C1 B5 1.696(8) .
C1 B6 1.698(8) .
C1 B3 1.715(8) .
C2 B3 1.690(10) .
C2 B11 1.701(9) .
C2 B7 1.701(10) .
C2 B6 1.711(12) .
C3 C4 1.522(7) .
C4 C5 1.383(7) .
C4 C8 1.389(7) .
C5 C6 1.384(8) .
C6 C7 1.376(8) .
B3 B4 1.729(10) .
B3 B8 1.740(11) .
B3 B7 1.760(9) .
B4 B5 1.744(12) .
B4 B8 1.755(9) .
B4 B9 1.771(11) .
B5 B9 1.749(10) .
B5 B6 1.759(14) .
B5 B10 1.762(12) .
B6 B10 1.752(12) .
B6 B11 1.778(12) .
B7 B12 1.753(9) .
B7 B8 1.760(11) .
B7 B11 1.777(12) .
B8 B9 1.742(12) .
B8 B12 1.795(10) .
B9 B10 1.754(14) .
B9 B12 1.767(10) .
B10 B11 1.751(15) .
B10 B12 1.759(9) .
B11 B12 1.742(10) .
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
_geom_hbond_site_symmetry_A
O1 H1 Cl1 0.84 2.23 3.059(5) 171.5 5_655
