#------------------------------------------------------------------------------
#$Date: 2023-10-06 03:30:40 +0300 (Fri, 06 Oct 2023) $
#$Revision: 286767 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/26/7062642.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_7062642
loop_
_publ_author_name
'Moon, Josh'
'Guo, Zhifang'
'Beaumont, Owen A.'
'Hamilton, Sophie'
'Bousrez, Guillaume'
'Mottram, Eleanor'
'Wang, Jun'
'Somers, Anthony E.'
'Deacon, Glen B.'
'Junk, Peter C.'
_publ_section_title
;
 4-Hydroxybenzoato-rare earth(iii) complexes -- syntheses, a structural
 goldmine from coordination diversity and improved corrosion inhibition
 behaviour
;
_journal_issue                   36
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              16843
_journal_page_last               16854
_journal_paper_doi               10.1039/D3NJ02735J
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C42 H42 Ho2 O24, 10(H2 O)'
_chemical_formula_sum            'C42 H62 Ho2 O34'
_chemical_formula_weight         1440.77
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2023-04-03
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-06-12 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                90.5010(10)
_cell_angle_beta                 101.7230(10)
_cell_angle_gamma                105.3020(10)
_cell_formula_units_Z            1
_cell_length_a                   10.8167(2)
_cell_length_b                   11.3009(2)
_cell_length_c                   11.45320(10)
_cell_measurement_reflns_used    22764
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      77.0560
_cell_measurement_theta_min      3.9530
_cell_volume                     1319.33(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00 121.00   0.50    0.05    --   47.82  35.00  61.00  172
  2  ω     33.00 119.00   0.50    0.05    --   47.82  57.00 150.00  172
  3  ω     25.00 118.00   0.50    0.05    --   47.82  77.00-150.00  186
  4  ω     95.00 178.00   0.50    0.05    --  107.75 125.00 -60.00  166
  5  ω     95.00 178.00   0.50    0.05    --  107.75 125.00 -90.00  166
  6  ω     95.00 178.00   0.50    0.05    --  107.75 125.00-120.00  166
  7  ω     94.00 178.00   0.50    0.05    --  107.75  15.00-120.00  168
  8  ω     35.00 131.00   0.50    0.05    --  107.75 -77.00-120.00  192
  9  ω     95.00 178.00   0.50    0.05    --  107.75  35.00  61.00  166
 10  ω     94.00 178.00   0.50    0.05    --  107.75  15.00  30.00  168
 11  ω     36.00  76.00   0.50    0.05    --  107.75 -45.00  30.00   80
 12  ω     36.00  76.00   0.50    0.05    --  107.75 -45.00   0.00   80
 13  ω     36.00  76.00   0.50    0.05    --  107.75 -45.00 -60.00   80
 14  ω     33.00  66.00   0.50    0.05    --  107.75 -30.00 -60.00   66
 15  ω     34.00  68.00   0.50    0.05    --  107.75 -35.00 -96.00   68
 16  ω     36.00  76.00   0.50    0.05    --  107.75 -45.00-120.00   80
 17  ω    -25.00  61.00   0.50    0.05    --   47.82 -35.00 -96.00  172
 18  ω    -23.00  63.00   0.50    0.05    --   47.82 -57.00  30.00  172
 19  ω     33.00  66.00   0.50    0.05    --  107.75 -30.00   0.00   66
 20  ω     33.00  66.00   0.50    0.05    --  107.75 -30.00  60.00   66
 21  ω     33.00  66.00   0.50    0.05    --  107.75 -30.00 150.00   66
 22  ω     35.00 106.00   0.50    0.05    --  107.75 -94.00  60.00  142
 23  ω     35.00 106.00   0.50    0.05    --  107.75 -94.00  30.00  142
 24  ω     35.00 112.00   0.50    0.05    --  107.75-125.00 150.00  154
 25  ω     35.00 106.00   0.50    0.05    --  107.75 -94.00   0.00  142
 26  ω     35.00 106.00   0.50    0.05    --  107.75 -94.00 -60.00  142
 27  ω     35.00 106.00   0.50    0.05    --  107.75 -94.00-150.00  142
 28  ω     35.00 112.00   0.50    0.05    --  107.75-125.00-150.00  154
 29  ω     35.00 106.00   0.50    0.05    --  107.75 -96.00-179.32  142
 30  ω     35.00 106.00   0.50    0.05    --  107.75 -94.00-120.00  142
 31  ω     35.00 106.00   0.50    0.05    --  107.75 -94.00 -30.00  142
 32  ω     35.00 106.00   0.50    0.05    --  107.75 -94.00  90.00  142
 33  ω     35.00 106.00   0.50    0.05    --  107.75 -94.00 150.00  142
 34  ω    -85.00 -13.00   0.50    0.05    --  -47.82 125.00 150.00  144
 35  ω    -86.00 -13.00   0.50    0.05    --  -86.25 125.00  90.00  146
 36  ω    -60.00  26.00   0.50    0.05    --  -47.82  35.00  61.00  172
 37  ω    -70.00 -13.00   0.50    0.05    --  -86.25  35.00  61.00  114
 38  ω   -121.00 -35.00   0.50    0.05    --  -47.82 -35.00 -96.00  172
 39  ω   -160.00 -73.00   0.50    0.05    --  -86.25 -35.00 -96.00  174
 40  ω   -119.00 -73.00   0.50    0.05    --  -47.82-125.00-150.00   92
 41  ω   -119.00 -73.00   0.50    0.05    --  -47.82-125.00-120.00   92
 42  ω   -119.00 -25.00   0.50    0.05    --  -47.82 -77.00  30.00  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0083322000
_diffrn_orient_matrix_UB_12      0.1206527000
_diffrn_orient_matrix_UB_13      -0.0585583000
_diffrn_orient_matrix_UB_21      -0.1412745000
_diffrn_orient_matrix_UB_22      -0.0215878000
_diffrn_orient_matrix_UB_23      0.0183366000
_diffrn_orient_matrix_UB_31      0.0530269000
_diffrn_orient_matrix_UB_32      0.0709878000
_diffrn_orient_matrix_UB_33      0.1232435000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            26548
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.475
_diffrn_reflns_theta_min         3.951
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.333
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53206
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.81a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.175
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.125
_refine_diff_density_max         0.902
_refine_diff_density_min         -1.563
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         5499
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0480P)²+2.0072P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0824
_refine_ls_wR_factor_ref         0.0826
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5470
_reflns_number_total             5499
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3nj02735j2.cif
_cod_data_source_block           jo264_b1
_cod_depositor_comments
'Adding full bibliography for 7062632--7062650.cif.'
_cod_database_code               7062642
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Ho C H O'
_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_max   0.505
_shelx_estimated_absorpt_t_min   0.404
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Restrained distances
 H13A-H14A
 2.2 with sigma of 0.02
2.a Free rotating group:
 O16(H16A,H16B), O13(H13A,H13B), O15(H15A,H15B), O17(H17A,H17B), O14(H14A,H14B)
2.b Rotating group:
 O11(H11A,H11B), O10(H10A,H10B), O12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 C21(H21), C13(H13), C17(H17), C7(H7A), C20(H20), C10(H10), C3(H3), C4(H4),
 C11(H11), C6(H6), C14(H14), C18(H18)
2.d Idealised tetrahedral OH refined as rotating group:
 O8(H8), O7(H7), O9(H9)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.470
_oxdiff_exptl_absorpt_empirical_full_min 0.691
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ho1 Ho 0.52083(2) 0.39276(2) 0.31646(2) 0.00609(7) Uani 1 1 d . . . . .
O3 O 0.66088(16) 0.51353(16) 0.47662(15) 0.0111(3) Uani 1 1 d . . . . .
O11 O 0.45027(17) 0.57668(15) 0.32061(15) 0.0105(3) Uani 1 1 d . . . . .
H11A H 0.384458 0.571863 0.262917 0.016 Uiso 1 1 d R U . . .
H11B H 0.420105 0.581751 0.383557 0.016 Uiso 1 1 d R U . . .
O2 O 0.71754(17) 0.35103(15) 0.28205(15) 0.0103(3) Uani 1 1 d . . . . .
O4 O 0.65840(16) 0.66786(15) 0.59721(15) 0.0105(3) Uani 1 1 d . . . . .
O5 O 0.44636(17) 0.20738(15) 0.21371(16) 0.0123(3) Uani 1 1 d . . . . .
O10 O 0.56617(17) 0.25718(16) 0.47222(16) 0.0136(3) Uani 1 1 d . . . . .
H10A H 0.616744 0.217156 0.453545 0.020 Uiso 1 1 d R U . . .
H10B H 0.495674 0.202257 0.474426 0.020 Uiso 1 1 d R U . . .
O1 O 0.68097(17) 0.52532(15) 0.22183(16) 0.0116(3) Uani 1 1 d . . . . .
O16 O 0.69811(17) 0.12271(16) 0.18533(16) 0.0125(3) Uani 1 1 d G . . . .
H16A H 0.621259 0.080639 0.188711 0.019 Uiso 1 1 d G U . . .
H16B H 0.721831 0.191077 0.226232 0.019 Uiso 1 1 d G U . . .
O12 O 0.40540(18) 0.41885(16) 0.12250(15) 0.0122(3) Uani 1 1 d . . . . .
H12A H 0.431537 0.383380 0.069812 0.018 Uiso 1 1 d R U . . .
H12B H 0.426019 0.494731 0.107982 0.018 Uiso 1 1 d R U . . .
O8 O 1.23468(17) 0.85852(16) 0.50138(16) 0.0124(3) Uani 1 1 d . . . . .
H8 H 1.260094 0.926567 0.537211 0.019 Uiso 1 1 calc R U . . .
O13 O 0.48889(19) 0.33100(17) 0.94388(17) 0.0167(4) Uani 1 1 d G . . . .
H13A H 0.418768 0.300979 0.891718 0.025 Uiso 1 1 d DG U . . .
H13B H 0.532560 0.278293 0.956240 0.025 Uiso 1 1 d G U . . .
O7 O 1.25430(17) 0.60491(16) 0.13332(16) 0.0131(3) Uani 1 1 d . . . . .
H7 H 1.265336 0.671659 0.103628 0.020 Uiso 1 1 calc R U . . .
O6 O 0.44536(17) 0.01073(15) 0.21155(16) 0.0126(3) Uani 1 1 d . . . . .
O15 O 0.3380(2) 0.81673(16) 0.04654(16) 0.0163(4) Uani 1 1 d G . . . .
H15A H 0.322074 0.842566 -0.022917 0.024 Uiso 1 1 d G U . . .
H15B H 0.374902 0.881506 0.092204 0.024 Uiso 1 1 d G U . . .
O9 O -0.16113(18) -0.03603(16) 0.16822(18) 0.0158(4) Uani 1 1 d . . . . .
H9 H -0.188031 0.025315 0.168733 0.024 Uiso 1 1 calc R U . . .
O17 O 0.60303(18) 0.91491(17) 0.40646(16) 0.0153(4) Uani 1 1 d G . . . .
H17A H 0.624140 0.862241 0.366880 0.023 Uiso 1 1 d G U . . .
H17B H 0.547454 0.939334 0.355882 0.023 Uiso 1 1 d G U . . .
C1 C 0.7525(2) 0.4519(2) 0.2325(2) 0.0083(4) Uani 1 1 d . . . . .
O14 O 0.30742(19) 0.22715(17) 0.73528(18) 0.0180(4) Uani 1 1 d G . . . .
H14A H 0.291669 0.295209 0.717059 0.027 Uiso 1 1 d DG U . . .
H14B H 0.249532 0.174049 0.759130 0.027 Uiso 1 1 d G U . . .
C8 C 0.7136(2) 0.6180(2) 0.53147(19) 0.0070(4) Uani 1 1 d . . . . .
C5 C 1.1284(2) 0.5652(2) 0.1477(2) 0.0090(4) Uani 1 1 d . . . . .
C2 C 0.8788(2) 0.4850(2) 0.1936(2) 0.0078(4) Uani 1 1 d . . . . .
C15 C 0.3867(2) 0.0946(2) 0.20707(19) 0.0093(4) Uani 1 1 d . . . . .
C9 C 0.8499(2) 0.6848(2) 0.52106(19) 0.0076(4) Uani 1 1 d . . . . .
C19 C -0.0290(2) -0.0013(2) 0.1734(2) 0.0106(4) Uani 1 1 d . . . . .
C21 C 0.1695(2) 0.1420(2) 0.1469(2) 0.0109(4) Uani 1 1 d . . . . .
H21 H 0.212714 0.217976 0.124244 0.013 Uiso 1 1 calc R U . . .
C16 C 0.2409(2) 0.0595(2) 0.1918(2) 0.0095(4) Uani 1 1 d . . . . .
C13 C 1.0336(2) 0.8672(2) 0.5589(2) 0.0096(4) Uani 1 1 d . . . . .
H13 H 1.069880 0.948692 0.588361 0.012 Uiso 1 1 calc R U . . .
C17 C 0.1755(2) -0.0538(2) 0.2261(2) 0.0113(4) Uani 1 1 d . . . . .
H17 H 0.222098 -0.109747 0.254366 0.014 Uiso 1 1 calc R U . . .
C7 C 0.9127(2) 0.5907(2) 0.1318(2) 0.0102(4) Uani 1 1 d . . . . .
H7A H 0.851302 0.634241 0.106196 0.012 Uiso 1 1 calc R U . . .
C12 C 1.1077(2) 0.8051(2) 0.5086(2) 0.0085(4) Uani 1 1 d . . . . .
C20 C 0.0343(2) 0.1110(2) 0.1360(2) 0.0116(5) Uani 1 1 d . . . . .
H20 H -0.013362 0.164956 0.103979 0.014 Uiso 1 1 calc R U . . .
C10 C 0.9253(2) 0.6243(2) 0.4700(2) 0.0088(4) Uani 1 1 d . . . . .
H10 H 0.889208 0.542869 0.440375 0.011 Uiso 1 1 calc R U . . .
C3 C 0.9697(2) 0.4171(2) 0.2272(2) 0.0091(4) Uani 1 1 d . . . . .
H3 H 0.945963 0.344699 0.265102 0.011 Uiso 1 1 calc R U . . .
C4 C 1.0943(2) 0.4563(2) 0.2047(2) 0.0099(4) Uani 1 1 d . . . . .
H4 H 1.154515 0.410875 0.227133 0.012 Uiso 1 1 calc R U . . .
C11 C 1.0529(2) 0.6836(2) 0.4631(2) 0.0099(4) Uani 1 1 d . . . . .
H11 H 1.101708 0.642558 0.428174 0.012 Uiso 1 1 calc R U . . .
C6 C 1.0372(2) 0.6308(2) 0.1085(2) 0.0108(4) Uani 1 1 d . . . . .
H6 H 1.059672 0.700934 0.067024 0.013 Uiso 1 1 calc R U . . .
C14 C 0.9054(2) 0.8073(2) 0.5651(2) 0.0083(4) Uani 1 1 d . . . . .
H14 H 0.856223 0.848859 0.598702 0.010 Uiso 1 1 calc R U . . .
C18 C 0.0410(2) -0.0835(2) 0.2182(2) 0.0123(5) Uani 1 1 d . . . . .
H18 H -0.002131 -0.158518 0.242933 0.015 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Ho Ho -14.9734 3.7046 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
_geom_angle_publ_flag
O3 Ho1 O11 74.74(6) . . ?
O3 Ho1 O2 83.55(6) . . ?
O3 Ho1 O4 97.28(6) . 2_666 ?
O3 Ho1 O10 72.91(6) . . ?
O3 Ho1 O1 78.19(6) . . ?
O3 Ho1 O12 138.11(6) . . ?
O11 Ho1 O2 133.39(6) . . ?
O11 Ho1 O10 131.03(6) . . ?
O11 Ho1 O1 80.81(6) . . ?
O2 Ho1 O10 77.54(6) . . ?
O2 Ho1 O1 54.29(6) . . ?
O4 Ho1 O11 77.63(6) 2_666 . ?
O4 Ho1 O2 146.86(6) 2_666 . ?
O4 Ho1 O10 71.20(6) 2_666 . ?
O4 Ho1 O1 158.40(6) 2_666 . ?
O4 Ho1 O12 97.27(6) 2_666 . ?
O5 Ho1 O3 148.15(6) . . ?
O5 Ho1 O11 136.45(6) . . ?
O5 Ho1 O2 76.73(6) . . ?
O5 Ho1 O4 86.41(6) . 2_666 ?
O5 Ho1 O10 78.53(6) . . ?
O5 Ho1 O1 108.69(6) . . ?
O5 Ho1 O12 71.84(6) . . ?
O1 Ho1 O10 125.90(6) . . ?
O12 Ho1 O11 70.42(6) . . ?
O12 Ho1 O2 104.06(6) . . ?
O12 Ho1 O10 148.89(6) . . ?
O12 Ho1 O1 74.01(6) . . ?
C8 O3 Ho1 150.25(15) . . ?
Ho1 O11 H11A 109.8 . . ?
Ho1 O11 H11B 109.7 . . ?
H11A O11 H11B 104.2 . . ?
C1 O2 Ho1 93.27(14) . . ?
C8 O4 Ho1 136.66(15) . 2_666 ?
C15 O5 Ho1 150.11(16) . . ?
Ho1 O10 H10A 109.5 . . ?
Ho1 O10 H10B 109.2 . . ?
H10A O10 H10B 104.4 . . ?
C1 O1 Ho1 92.93(14) . . ?
H16A O16 H16B 113.0 . . ?
Ho1 O12 H12A 109.7 . . ?
Ho1 O12 H12B 109.7 . . ?
H12A O12 H12B 104.3 . . ?
C12 O8 H8 109.5 . . ?
H13A O13 H13B 109.5 . . ?
C5 O7 H7 109.5 . . ?
H15A O15 H15B 104.6 . . ?
C19 O9 H9 109.5 . . ?
H17A O17 H17B 104.5 . . ?
O2 C1 C2 120.0(2) . . ?
O1 C1 O2 119.5(2) . . ?
O1 C1 C2 120.4(2) . . ?
H14A O14 H14B 117.8 . . ?
O3 C8 C9 118.6(2) . . ?
O4 C8 O3 123.3(2) . . ?
O4 C8 C9 118.1(2) . . ?
O7 C5 C4 117.3(2) . . ?
O7 C5 C6 121.6(2) . . ?
C6 C5 C4 121.0(2) . . ?
C7 C2 C1 120.0(2) . . ?
C7 C2 C3 119.5(2) . . ?
C3 C2 C1 120.3(2) . . ?
O5 C15 O6 122.7(2) . . ?
O5 C15 C16 118.1(2) . . ?
O6 C15 C16 119.2(2) . . ?
C10 C9 C8 120.3(2) . . ?
C14 C9 C8 120.9(2) . . ?
C14 C9 C10 118.8(2) . . ?
O9 C19 C20 122.4(2) . . ?
O9 C19 C18 117.0(2) . . ?
C18 C19 C20 120.6(2) . . ?
C16 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C16 120.4(2) . . ?
C21 C16 C15 120.2(2) . . ?
C17 C16 C15 120.3(2) . . ?
C17 C16 C21 119.4(2) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C14 C13 C12 119.9(2) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.3(2) . . ?
C18 C17 H17 119.9 . . ?
C2 C7 H7A 119.9 . . ?
C6 C7 C2 120.2(2) . . ?
C6 C7 H7A 119.9 . . ?
O8 C12 C13 122.7(2) . . ?
O8 C12 C11 117.2(2) . . ?
C11 C12 C13 120.2(2) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 C19 119.4(2) . . ?
C21 C20 H20 120.3 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.0(2) . . ?
C11 C10 H10 119.5 . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.7(2) . . ?
C4 C3 H3 119.6 . . ?
C5 C4 H4 120.5 . . ?
C3 C4 C5 118.9(2) . . ?
C3 C4 H4 120.5 . . ?
C12 C11 H11 120.2 . . ?
C10 C11 C12 119.6(2) . . ?
C10 C11 H11 120.2 . . ?
C5 C6 H6 120.3 . . ?
C7 C6 C5 119.4(2) . . ?
C7 C6 H6 120.3 . . ?
C9 C14 H14 119.7 . . ?
C13 C14 C9 120.5(2) . . ?
C13 C14 H14 119.7 . . ?
C19 C18 C17 119.9(2) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ho1 O3 2.2930(16) . ?
Ho1 O11 2.3990(16) . ?
Ho1 O2 2.4026(17) . ?
Ho1 O4 2.3010(17) 2_666 ?
Ho1 O5 2.2592(16) . ?
Ho1 O10 2.4206(17) . ?
Ho1 O1 2.4168(17) . ?
Ho1 O12 2.3790(17) . ?
O3 C8 1.265(3) . ?
O11 H11A 0.8568 . ?
O11 H11B 0.8569 . ?
O2 C1 1.279(3) . ?
O4 C8 1.263(3) . ?
O5 C15 1.261(3) . ?
O10 H10A 0.8520 . ?
O10 H10B 0.8519 . ?
O1 C1 1.267(3) . ?
O16 H16A 0.8505 . ?
O16 H16B 0.8500 . ?
O12 H12A 0.8542 . ?
O12 H12B 0.8540 . ?
O8 H8 0.8200 . ?
O8 C12 1.367(3) . ?
O13 H13A 0.8507 . ?
O13 H13B 0.8490 . ?
O7 H7 0.8200 . ?
O7 C5 1.361(3) . ?
O6 C15 1.268(3) . ?
O15 H15A 0.8502 . ?
O15 H15B 0.8502 . ?
O9 H9 0.8200 . ?
O9 C19 1.367(3) . ?
O17 H17A 0.8491 . ?
O17 H17B 0.8497 . ?
C1 C2 1.479(3) . ?
O14 H14A 0.8495 . ?
O14 H14B 0.8372 . ?
C8 C9 1.498(3) . ?
C5 C4 1.396(3) . ?
C5 C6 1.391(3) . ?
C2 C7 1.396(3) . ?
C2 C3 1.397(3) . ?
C15 C16 1.495(3) . ?
C9 C10 1.399(3) . ?
C9 C14 1.398(3) . ?
C19 C20 1.391(3) . ?
C19 C18 1.386(3) . ?
C21 H21 0.9300 . ?
C21 C16 1.399(3) . ?
C21 C20 1.389(4) . ?
C16 C17 1.392(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.395(3) . ?
C13 C14 1.389(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.388(4) . ?
C7 H7A 0.9300 . ?
C7 C6 1.385(3) . ?
C12 C11 1.394(3) . ?
C20 H20 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.385(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.381(3) . ?
C4 H4 0.9300 . ?
C11 H11 0.9300 . ?
C6 H6 0.9300 . ?
C14 H14 0.9300 . ?
C18 H18 0.9300 . ?
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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ho1 O3 C8 O4 81.8(4) . . . . ?
Ho1 O3 C8 C9 -100.0(3) . . . . ?
Ho1 O2 C1 O1 0.1(2) . . . . ?
Ho1 O2 C1 C2 177.02(18) . . . . ?
Ho1 O4 C8 O3 13.7(4) 2_666 . . . ?
Ho1 O4 C8 C9 -164.53(15) 2_666 . . . ?
Ho1 O5 C15 O6 -108.1(3) . . . . ?
Ho1 O5 C15 C16 72.6(4) . . . . ?
Ho1 O1 C1 O2 -0.1(2) . . . . ?
Ho1 O1 C1 C2 -177.00(18) . . . . ?
O3 C8 C9 C10 -11.3(3) . . . . ?
O3 C8 C9 C14 170.6(2) . . . . ?
O2 C1 C2 C7 175.4(2) . . . . ?
O2 C1 C2 C3 -10.1(3) . . . . ?
O4 C8 C9 C10 167.0(2) . . . . ?
O4 C8 C9 C14 -11.1(3) . . . . ?
O5 C15 C16 C21 20.9(3) . . . . ?
O5 C15 C16 C17 -156.8(2) . . . . ?
O1 C1 C2 C7 -7.7(3) . . . . ?
O1 C1 C2 C3 166.7(2) . . . . ?
O8 C12 C11 C10 178.8(2) . . . . ?
O7 C5 C4 C3 176.2(2) . . . . ?
O7 C5 C6 C7 -176.0(2) . . . . ?
O6 C15 C16 C21 -158.4(2) . . . . ?
O6 C15 C16 C17 23.9(3) . . . . ?
O9 C19 C20 C21 178.2(2) . . . . ?
O9 C19 C18 C17 -179.9(2) . . . . ?
C1 C2 C7 C6 171.8(2) . . . . ?
C1 C2 C3 C4 -171.6(2) . . . . ?
C8 C9 C10 C11 -178.0(2) . . . . ?
C8 C9 C14 C13 177.7(2) . . . . ?
C2 C7 C6 C5 -0.3(3) . . . . ?
C2 C3 C4 C5 0.0(3) . . . . ?
C15 C16 C17 C18 176.4(2) . . . . ?
C9 C10 C11 C12 0.7(3) . . . . ?
C21 C16 C17 C18 -1.4(4) . . . . ?
C16 C21 C20 C19 1.9(4) . . . . ?
C16 C17 C18 C19 1.5(4) . . . . ?
C13 C12 C11 C10 -1.2(3) . . . . ?
C7 C2 C3 C4 2.9(3) . . . . ?
C12 C13 C14 C9 0.0(3) . . . . ?
C20 C19 C18 C17 0.1(4) . . . . ?
C20 C21 C16 C15 -178.1(2) . . . . ?
C20 C21 C16 C17 -0.3(3) . . . . ?
C10 C9 C14 C13 -0.5(3) . . . . ?
C3 C2 C7 C6 -2.7(3) . . . . ?
C4 C5 C6 C7 3.3(3) . . . . ?
C6 C5 C4 C3 -3.2(3) . . . . ?
C14 C9 C10 C11 0.1(3) . . . . ?
C14 C13 C12 O8 -179.1(2) . . . . ?
C14 C13 C12 C11 0.8(3) . . . . ?
C18 C19 C20 C21 -1.8(4) . . . . ?
