#------------------------------------------------------------------------------
#$Date: 2025-04-05 07:10:50 +0300 (Sat, 05 Apr 2025) $
#$Revision: 299130 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/03/7160362.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_7160362
loop_
_publ_author_name
'Youssef-Saliba, Sparta'
'Mayet, Clémentine'
'Elslande, Elsa Van'
'Le Goff, Géraldine'
'Betzer, Jean-François'
_publ_section_title
;
 Efficient Piancatelli rearrangement of HMF derivatives under microwave
 activation or subcritical water conditions to produce functionalized
 hydroxylated cyclopentenones.
;
_journal_issue                   11
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2683
_journal_page_last               2690
_journal_paper_doi               10.1039/d4ob01899k
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C35 H48 N2 O8 Rh2'
_chemical_formula_sum            'C35 H48 N2 O8 Rh2'
_chemical_formula_weight         830.57
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2l01pc
_audit_creation_date             2024-09-11
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-09-11 deposited with the CCDC.	2025-02-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.754(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.6750(4)
_cell_length_b                   16.8487(5)
_cell_length_c                   21.2526(7)
_cell_measurement_reflns_used    18067
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.9910
_cell_measurement_theta_min      2.5430
_cell_volume                     3803.2(2)
_computing_cell_refinement       'CrysAlisPro 1.171.43.134a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.134a 64-bit (release 09-08-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.134a (Rigaku OD, 2024)'
_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_temperature      293(2)
_diffrn_detector                 'Dectris PILATUS3 R 200K-A area detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Hybrid Photon Counting area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

 # Type Start End Width tₑₓₚ ω θ κ φ Frames
#--------------------------------------------------------------------------
 1 ω -85.00 -8.00 0.50 20.00 -- -0.60 -76.00 -94.00 154
 2 ω -50.00 33.00 0.50 20.00 -- -0.60 -82.00-180.00 166
 3 ω 17.00 43.00 0.50 20.00 -- -0.60 19.00 120.00 52
 4 ω 49.00 89.00 0.50 20.00 -- -0.60 19.00 120.00 80
 5 ω -29.00 -2.00 0.50 20.00 -- -0.60 -77.00 30.00 54
 6 ω -75.00 29.00 0.50 20.00 -- -0.60 -77.00 90.00 208
 7 ω -7.00 21.00 0.50 20.00 -- -0.60 -57.00 30.00 56
 8 ω -55.00 -12.00 0.50 20.00 -- -0.60 -77.00-150.00 86
;
_diffrn_measurement_device       'kappa gonio four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB PRO'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0004850000
_diffrn_orient_matrix_UB_12      -0.0308116000
_diffrn_orient_matrix_UB_13      0.0226864000
_diffrn_orient_matrix_UB_21      0.0521321000
_diffrn_orient_matrix_UB_22      0.0177540000
_diffrn_orient_matrix_UB_23      0.0180385000
_diffrn_orient_matrix_UB_31      -0.0417792000
_diffrn_orient_matrix_UB_32      0.0225084000
_diffrn_orient_matrix_UB_33      0.0168743000
_diffrn_radiation_collimation    '0.3 mm'
_diffrn_radiation_monochromator
'Rigaku Integrated Confocal MaxFlux double bounce multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            55660
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.267
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku micromax 003'
_exptl_absorpt_coefficient_mu    0.916
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.134a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            purple
_exptl_crystal_colour_primary    purple
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_description       'rect. Prism'
_exptl_crystal_F_000             1704
_exptl_crystal_preparation       'slow evaporation'
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     440
_refine_ls_number_reflns         7771
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0252
_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)+(0.0220P)²+2.5621P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0588
_refine_ls_wR_factor_ref         0.0624
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6884
_reflns_number_total             7771
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob01899k2.cif
_cod_data_source_block           SYS195F0
_cod_depositor_comments          'Adding full bibliography for 7160362.cif.'
_cod_database_code               7160362
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C35H48N2O8Rh2
_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   0.914
_shelx_estimated_absorpt_t_min   0.678
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C21(H21), C33(H33), C30(H30)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C10(H10), C17(H17), C11(H11), C28(H28), C27(H27), C29(H29)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C20(H20A,H20B,H20C),
 C2(H2A,H2B,H2C), C34(H34A,H34B,H34C), C23(H23A,H23B,H23C), C22(H22A,H22B,H22C),
  C19(H19A,H19B,H19C), C32(H32A,H32B,H32C), C35(H35A,H35B,H35C), C31(H31A,H31B,
 H31C)
;
_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 2.562
_oxdiff_exptl_absorpt_empirical_full_min 0.465
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Rh1 Rh 0.29218(2) 0.68721(2) 0.62766(2) 0.03178(5) Uani 1 1 d . . . . .
Rh2 Rh 0.29219(2) 0.54446(2) 0.64282(2) 0.03699(6) Uani 1 1 d . . . . .
O5 O 0.33644(17) 0.66434(9) 0.53805(7) 0.0472(4) Uani 1 1 d . . . . .
O4 O 0.47869(16) 0.68526(9) 0.66075(8) 0.0469(4) Uani 1 1 d . . . . .
O7 O 0.25318(17) 0.56490(9) 0.73424(7) 0.0464(4) Uani 1 1 d . . . . .
O1 O 0.10639(16) 0.67724(9) 0.59493(9) 0.0490(4) Uani 1 1 d . . . . .
O6 O 0.24748(18) 0.69638(9) 0.71740(7) 0.0475(4) Uani 1 1 d . . . . .
O2 O 0.10615(17) 0.54517(9) 0.61047(9) 0.0517(4) Uani 1 1 d . . . . .
O3 O 0.47925(16) 0.55220(10) 0.67172(9) 0.0509(4) Uani 1 1 d . . . . .
O8 O 0.33192(18) 0.53219(9) 0.55190(8) 0.0509(4) Uani 1 1 d . . . . .
N1 N 0.26773(18) 0.86883(10) 0.66371(8) 0.0362(4) Uani 1 1 d . . . . .
N2 N 0.30407(19) 0.85884(10) 0.56745(8) 0.0380(4) Uani 1 1 d . . . . .
C12 C 0.2506(2) 0.86163(11) 0.73047(9) 0.0358(5) Uani 1 1 d . . . . .
C13 C 0.1279(2) 0.86024(13) 0.74769(10) 0.0413(5) Uani 1 1 d . . . . .
C14 C 0.3567(2) 0.86843(13) 0.77386(11) 0.0425(5) Uani 1 1 d . . . . .
C9 C 0.28890(19) 0.81394(11) 0.61907(9) 0.0302(4) Uani 1 1 d . . . . .
C24 C 0.3278(2) 0.83416(13) 0.50446(10) 0.0410(5) Uani 1 1 d . . . . .
C15 C 0.1135(3) 0.86639(14) 0.81198(11) 0.0488(6) Uani 1 1 d . . . . .
H15 H 0.033023 0.865702 0.825172 0.059 Uiso 1 1 calc R U . . .
C16 C 0.3363(3) 0.87378(14) 0.83763(11) 0.0500(6) Uani 1 1 d . . . . .
H16 H 0.404936 0.877644 0.868073 0.060 Uiso 1 1 calc R U . . .
C3 C 0.5309(2) 0.61919(14) 0.67525(12) 0.0459(5) Uani 1 1 d . . . . .
C7 C 0.2395(2) 0.63551(12) 0.75118(11) 0.0423(5) Uani 1 1 d . . . . .
C5 C 0.3447(2) 0.59340(14) 0.51946(11) 0.0452(5) Uani 1 1 d . . . . .
C10 C 0.2685(3) 0.94509(13) 0.63996(12) 0.0588(8) Uani 1 1 d . . . . .
H10 H 0.255184 0.991740 0.661709 0.071 Uiso 1 1 calc R U . . .
C17 C 0.2161(3) 0.87345(14) 0.85629(11) 0.0495(6) Uani 1 1 d . . . . .
H17 H 0.204397 0.878001 0.898925 0.059 Uiso 1 1 calc R U . . .
C1 C 0.0558(2) 0.60929(15) 0.59176(13) 0.0493(6) Uani 1 1 d . . . . .
C26 C 0.4513(3) 0.81839(16) 0.49243(12) 0.0525(6) Uani 1 1 d . . . . .
C25 C 0.2270(3) 0.83482(17) 0.45801(12) 0.0560(7) Uani 1 1 d . . . . .
C11 C 0.2921(3) 0.93875(14) 0.57992(12) 0.0613(8) Uani 1 1 d . . . . .
H11 H 0.299264 0.980282 0.551672 0.074 Uiso 1 1 calc R U . . .
C18 C 0.0141(3) 0.85533(19) 0.69926(14) 0.0587(7) Uani 1 1 d . . . . .
C21 C 0.4887(3) 0.87309(18) 0.75317(14) 0.0591(7) Uani 1 1 d . . . . .
H21 H 0.482763 0.859613 0.708108 0.071 Uiso 1 1 calc R U . . .
C8 C 0.2103(3) 0.65095(15) 0.81790(13) 0.0675(9) Uani 1 1 d . . . . .
H8A H 0.129478 0.628885 0.823964 0.101 Uiso 1 1 calc R U . . .
H8B H 0.209191 0.707124 0.825370 0.101 Uiso 1 1 calc R U . . .
H8C H 0.273641 0.626676 0.846948 0.101 Uiso 1 1 calc R U . . .
C28 C 0.4714(3) 0.8035(2) 0.42988(14) 0.0737(9) Uani 1 1 d . . . . .
H28 H 0.552190 0.791771 0.419893 0.088 Uiso 1 1 calc R U . . .
C4 C 0.6685(3) 0.62166(19) 0.69927(18) 0.0724(9) Uani 1 1 d . . . . .
H4A H 0.703074 0.672244 0.689421 0.109 Uiso 1 1 calc R U . . .
H4B H 0.712422 0.580329 0.679430 0.109 Uiso 1 1 calc R U . . .
H4C H 0.677836 0.613971 0.744254 0.109 Uiso 1 1 calc R U . . .
C6 C 0.3728(4) 0.58208(19) 0.45192(13) 0.0733(9) Uani 1 1 d . . . . .
H6A H 0.331351 0.535061 0.434961 0.110 Uiso 1 1 calc R U . . .
H6B H 0.462053 0.576758 0.450581 0.110 Uiso 1 1 calc R U . . .
H6C H 0.343008 0.627220 0.427233 0.110 Uiso 1 1 calc R U . . .
C27 C 0.2546(4) 0.8203(2) 0.39644(13) 0.0768(10) Uani 1 1 d . . . . .
H27 H 0.189659 0.820559 0.363802 0.092 Uiso 1 1 calc R U . . .
C33 C 0.5594(3) 0.8185(2) 0.54403(15) 0.0680(8) Uani 1 1 d . . . . .
H33 H 0.523515 0.811989 0.584395 0.082 Uiso 1 1 calc R U . . .
C20 C -0.0669(3) 0.7831(2) 0.7093(2) 0.0874(11) Uani 1 1 d . . . . .
H20A H -0.101577 0.787738 0.749058 0.131 Uiso 1 1 calc R U . . .
H20B H -0.016223 0.736049 0.709284 0.131 Uiso 1 1 calc R U . . .
H20C H -0.134020 0.779968 0.675729 0.131 Uiso 1 1 calc R U . . .
C30 C 0.0926(3) 0.8494(3) 0.47203(15) 0.0794(10) Uani 1 1 d . . . . .
H30 H 0.093556 0.859170 0.517526 0.095 Uiso 1 1 calc R U . . .
C2 C -0.0786(3) 0.6045(2) 0.5626(2) 0.0855(11) Uani 1 1 d . . . . .
H2A H -0.119114 0.654803 0.566841 0.128 Uiso 1 1 calc R U . . .
H2B H -0.122377 0.564291 0.583689 0.128 Uiso 1 1 calc R U . . .
H2C H -0.079831 0.591382 0.518544 0.128 Uiso 1 1 calc R U . . .
C29 C 0.3745(4) 0.8059(2) 0.38289(14) 0.0867(11) Uani 1 1 d . . . . .
H29 H 0.390447 0.797480 0.341190 0.104 Uiso 1 1 calc R U . . .
C34 C 0.6513(4) 0.7498(3) 0.5379(2) 0.1063(15) Uani 1 1 d . . . . .
H34A H 0.694742 0.757487 0.500970 0.159 Uiso 1 1 calc R U . . .
H34B H 0.605616 0.700693 0.534295 0.159 Uiso 1 1 calc R U . . .
H34C H 0.711311 0.748193 0.574730 0.159 Uiso 1 1 calc R U . . .
C23 C 0.5769(3) 0.8131(2) 0.7882(2) 0.0932(12) Uani 1 1 d . . . . .
H23A H 0.595699 0.829696 0.831345 0.140 Uiso 1 1 calc R U . . .
H23B H 0.653514 0.809888 0.768229 0.140 Uiso 1 1 calc R U . . .
H23C H 0.537124 0.761966 0.787153 0.140 Uiso 1 1 calc R U . . .
C22 C 0.5415(4) 0.9569(2) 0.7604(3) 0.1097(16) Uani 1 1 d . . . . .
H22A H 0.485024 0.993300 0.737282 0.165 Uiso 1 1 calc R U . . .
H22B H 0.622181 0.958928 0.744088 0.165 Uiso 1 1 calc R U . . .
H22C H 0.550770 0.971323 0.804295 0.165 Uiso 1 1 calc R U . . .
C19 C -0.0641(4) 0.9309(3) 0.6993(2) 0.1169(18) Uani 1 1 d . . . . .
H19A H -0.131083 0.928600 0.665638 0.175 Uiso 1 1 calc R U . . .
H19B H -0.011562 0.975932 0.693224 0.175 Uiso 1 1 calc R U . . .
H19C H -0.098981 0.935806 0.739026 0.175 Uiso 1 1 calc R U . . .
C32 C 0.0089(4) 0.7775(3) 0.4557(2) 0.1087(15) Uani 1 1 d . . . . .
H32A H -0.071312 0.785394 0.471579 0.163 Uiso 1 1 calc R U . . .
H32B H 0.048139 0.730863 0.474689 0.163 Uiso 1 1 calc R U . . .
H32C H -0.002970 0.770962 0.410649 0.163 Uiso 1 1 calc R U . . .
C35 C 0.6275(5) 0.8975(3) 0.5463(3) 0.142(2) Uani 1 1 d . . . . .
H35A H 0.697250 0.895859 0.578534 0.212 Uiso 1 1 calc R U . . .
H35B H 0.570550 0.938916 0.555828 0.212 Uiso 1 1 calc R U . . .
H35C H 0.657816 0.907776 0.506096 0.212 Uiso 1 1 calc R U . . .
C31 C 0.0366(5) 0.9230(3) 0.4371(3) 0.1305(18) Uani 1 1 d . . . . .
H31A H 0.033366 0.914616 0.392330 0.196 Uiso 1 1 calc R U . . .
H31B H 0.088319 0.968363 0.448681 0.196 Uiso 1 1 calc R U . . .
H31C H -0.046948 0.932113 0.448598 0.196 Uiso 1 1 calc R U . . .
H18 H 0.041(3) 0.8485(19) 0.6601(15) 0.071(9) 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'
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'
Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv-2024-vxxlr 2024
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
O5 Rh1 Rh2 86.56(4) . . ?
O5 Rh1 C9 96.42(7) . . ?
O4 Rh1 Rh2 87.21(4) . . ?
O4 Rh1 O5 90.54(7) . . ?
O4 Rh1 C9 93.00(7) . . ?
O1 Rh1 Rh2 87.18(4) . . ?
O1 Rh1 O5 88.54(7) . . ?
O1 Rh1 O4 174.36(6) . . ?
O1 Rh1 C9 92.63(7) . . ?
O6 Rh1 Rh2 86.98(4) . . ?
O6 Rh1 O5 173.52(6) . . ?
O6 Rh1 O4 89.45(8) . . ?
O6 Rh1 O1 90.83(8) . . ?
O6 Rh1 C9 90.05(7) . . ?
C9 Rh1 Rh2 177.01(5) . . ?
O7 Rh2 Rh1 87.83(4) . . ?
O2 Rh2 Rh1 87.84(5) . . ?
O2 Rh2 O7 92.00(8) . . ?
O3 Rh2 Rh1 87.91(5) . . ?
O3 Rh2 O7 89.40(7) . . ?
O3 Rh2 O2 175.47(7) . . ?
O8 Rh2 Rh1 88.38(5) . . ?
O8 Rh2 O7 176.20(6) . . ?
O8 Rh2 O2 88.22(8) . . ?
O8 Rh2 O3 90.09(8) . . ?
C5 O5 Rh1 119.93(14) . . ?
C3 O4 Rh1 119.10(16) . . ?
C7 O7 Rh2 118.03(13) . . ?
C1 O1 Rh1 119.19(16) . . ?
C7 O6 Rh1 120.81(14) . . ?
C1 O2 Rh2 119.01(16) . . ?
C3 O3 Rh2 119.18(15) . . ?
C5 O8 Rh2 118.92(14) . . ?
C9 N1 C12 132.07(17) . . ?
C9 N1 C10 111.74(17) . . ?
C10 N1 C12 116.13(17) . . ?
C9 N2 C24 129.35(18) . . ?
C9 N2 C11 111.59(18) . . ?
C11 N2 C24 119.05(18) . . ?
C13 C12 N1 118.1(2) . . ?
C14 C12 N1 117.8(2) . . ?
C14 C12 C13 123.4(2) . . ?
C12 C13 C18 122.2(2) . . ?
C15 C13 C12 117.0(2) . . ?
C15 C13 C18 120.7(2) . . ?
C12 C14 C16 116.9(2) . . ?
C12 C14 C21 122.0(2) . . ?
C16 C14 C21 121.1(2) . . ?
N1 C9 Rh1 128.36(14) . . ?
N2 C9 Rh1 128.51(14) . . ?
N2 C9 N1 103.11(17) . . ?
C26 C24 N2 118.7(2) . . ?
C25 C24 N2 117.4(2) . . ?
C25 C24 C26 123.5(2) . . ?
C13 C15 H15 119.4 . . ?
C17 C15 C13 121.3(2) . . ?
C17 C15 H15 119.4 . . ?
C14 C16 H16 119.4 . . ?
C17 C16 C14 121.2(2) . . ?
C17 C16 H16 119.4 . . ?
O4 C3 C4 116.6(2) . . ?
O3 C3 O4 126.5(2) . . ?
O3 C3 C4 116.9(2) . . ?
O7 C7 O6 126.3(2) . . ?
O7 C7 C8 118.36(19) . . ?
O6 C7 C8 115.38(19) . . ?
O5 C5 C6 116.3(2) . . ?
O8 C5 O5 126.2(2) . . ?
O8 C5 C6 117.5(2) . . ?
N1 C10 H10 126.7 . . ?
C11 C10 N1 106.5(2) . . ?
C11 C10 H10 126.7 . . ?
C15 C17 C16 120.2(2) . . ?
C15 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
O1 C1 C2 117.0(2) . . ?
O2 C1 O1 126.6(2) . . ?
O2 C1 C2 116.4(2) . . ?
C24 C26 C33 122.3(2) . . ?
C28 C26 C24 116.7(3) . . ?
C28 C26 C33 121.0(3) . . ?
C24 C25 C27 116.5(3) . . ?
C24 C25 C30 123.0(2) . . ?
C27 C25 C30 120.5(3) . . ?
N2 C11 H11 126.5 . . ?
C10 C11 N2 107.0(2) . . ?
C10 C11 H11 126.5 . . ?
C13 C18 C20 112.2(3) . . ?
C13 C18 C19 110.9(3) . . ?
C13 C18 H18 109(2) . . ?
C20 C18 C19 110.5(3) . . ?
C20 C18 H18 105(2) . . ?
C19 C18 H18 109(2) . . ?
C14 C21 H21 107.5 . . ?
C14 C21 C23 111.7(3) . . ?
C14 C21 C22 111.3(2) . . ?
C23 C21 H21 107.5 . . ?
C22 C21 H21 107.5 . . ?
C22 C21 C23 111.2(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C26 C28 H28 119.5 . . ?
C29 C28 C26 121.1(3) . . ?
C29 C28 H28 119.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C25 C27 H27 119.3 . . ?
C29 C27 C25 121.5(3) . . ?
C29 C27 H27 119.3 . . ?
C26 C33 H33 107.4 . . ?
C26 C33 C34 112.8(3) . . ?
C26 C33 C35 110.7(3) . . ?
C34 C33 H33 107.4 . . ?
C35 C33 H33 107.4 . . ?
C35 C33 C34 110.9(4) . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C25 C30 H30 107.8 . . ?
C25 C30 C32 111.8(3) . . ?
C25 C30 C31 111.5(3) . . ?
C32 C30 H30 107.8 . . ?
C32 C30 C31 109.9(3) . . ?
C31 C30 H30 107.8 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C28 C29 H29 119.7 . . ?
C27 C29 C28 120.7(3) . . ?
C27 C29 H29 119.7 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
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
Rh1 Rh2 2.4266(2) . ?
Rh1 O5 2.0443(15) . ?
Rh1 O4 2.0442(17) . ?
Rh1 O1 2.0418(17) . ?
Rh1 O6 2.0180(15) . ?
Rh1 C9 2.1430(19) . ?
Rh2 O7 2.0565(15) . ?
Rh2 O2 2.0354(18) . ?
Rh2 O3 2.0337(18) . ?
Rh2 O8 2.0298(16) . ?
O5 C5 1.265(3) . ?
O4 C3 1.269(3) . ?
O7 C7 1.256(3) . ?
O1 C1 1.265(3) . ?
O6 C7 1.260(3) . ?
O2 C1 1.254(3) . ?
O3 C3 1.255(3) . ?
O8 C5 1.255(3) . ?
N1 C12 1.454(3) . ?
N1 C9 1.360(3) . ?
N1 C10 1.381(3) . ?
N2 C9 1.356(2) . ?
N2 C24 1.448(3) . ?
N2 C11 1.381(3) . ?
C12 C13 1.395(3) . ?
C12 C14 1.392(3) . ?
C13 C15 1.394(3) . ?
C13 C18 1.514(4) . ?
C14 C16 1.397(3) . ?
C14 C21 1.519(4) . ?
C24 C26 1.394(4) . ?
C24 C25 1.386(4) . ?
C15 H15 0.9300 . ?
C15 C17 1.376(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.381(4) . ?
C3 C4 1.507(4) . ?
C7 C8 1.505(3) . ?
C5 C6 1.508(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.330(3) . ?
C17 H17 0.9300 . ?
C1 C2 1.507(4) . ?
C26 C28 1.390(4) . ?
C26 C33 1.510(4) . ?
C25 C27 1.391(4) . ?
C25 C30 1.514(4) . ?
C11 H11 0.9300 . ?
C18 C20 1.519(4) . ?
C18 C19 1.522(5) . ?
C18 H18 0.92(3) . ?
C21 H21 0.9800 . ?
C21 C23 1.524(4) . ?
C21 C22 1.523(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C28 H28 0.9300 . ?
C28 C29 1.365(5) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C27 H27 0.9300 . ?
C27 C29 1.362(5) . ?
C33 H33 0.9800 . ?
C33 C34 1.532(5) . ?
C33 C35 1.515(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C30 H30 0.9800 . ?
C30 C32 1.525(6) . ?
C30 C31 1.535(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C29 H29 0.9300 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
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
_geom_hbond_publ_flag
C10 H10 O7 0.93 2.54 3.377(3) 149.6 2_556 yes
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
Rh1 O5 C5 O8 -2.5(4) . . . . ?
Rh1 O5 C5 C6 177.8(2) . . . . ?
Rh1 O4 C3 O3 -0.3(4) . . . . ?
Rh1 O4 C3 C4 179.91(19) . . . . ?
Rh1 O1 C1 O2 4.6(4) . . . . ?
Rh1 O1 C1 C2 -175.4(2) . . . . ?
Rh1 O6 C7 O7 -2.4(4) . . . . ?
Rh1 O6 C7 C8 177.8(2) . . . . ?
Rh2 O7 C7 O6 -0.1(4) . . . . ?
Rh2 O7 C7 C8 179.7(2) . . . . ?
Rh2 O2 C1 O1 -5.7(4) . . . . ?
Rh2 O2 C1 C2 174.3(2) . . . . ?
Rh2 O3 C3 O4 -2.0(4) . . . . ?
Rh2 O3 C3 C4 177.8(2) . . . . ?
Rh2 O8 C5 O5 0.8(4) . . . . ?
Rh2 O8 C5 C6 -179.4(2) . . . . ?
N1 C12 C13 C15 -169.81(19) . . . . ?
N1 C12 C13 C18 8.0(3) . . . . ?
N1 C12 C14 C16 170.30(19) . . . . ?
N1 C12 C14 C21 -7.4(3) . . . . ?
N1 C10 C11 N2 0.7(4) . . . . ?
N2 C24 C26 C28 -173.1(2) . . . . ?
N2 C24 C26 C33 6.0(4) . . . . ?
N2 C24 C25 C27 172.4(2) . . . . ?
N2 C24 C25 C30 -8.3(4) . . . . ?
C12 N1 C9 Rh1 5.3(4) . . . . ?
C12 N1 C9 N2 -176.3(2) . . . . ?
C12 N1 C10 C11 176.6(2) . . . . ?
C12 C13 C15 C17 0.0(3) . . . . ?
C12 C13 C18 C20 121.6(3) . . . . ?
C12 C13 C18 C19 -114.3(3) . . . . ?
C12 C14 C16 C17 -0.9(3) . . . . ?
C12 C14 C21 C23 -128.9(3) . . . . ?
C12 C14 C21 C22 106.1(3) . . . . ?
C13 C12 C14 C16 0.2(3) . . . . ?
C13 C12 C14 C21 -177.5(2) . . . . ?
C13 C15 C17 C16 -0.6(4) . . . . ?
C14 C12 C13 C15 0.2(3) . . . . ?
C14 C12 C13 C18 178.1(2) . . . . ?
C14 C16 C17 C15 1.1(4) . . . . ?
C9 N1 C12 C13 -97.2(3) . . . . ?
C9 N1 C12 C14 92.2(3) . . . . ?
C9 N1 C10 C11 -0.8(3) . . . . ?
C9 N2 C24 C26 -84.0(3) . . . . ?
C9 N2 C24 C25 101.9(3) . . . . ?
C9 N2 C11 C10 -0.3(3) . . . . ?
C24 N2 C9 Rh1 -0.7(3) . . . . ?
C24 N2 C9 N1 -179.2(2) . . . . ?
C24 N2 C11 C10 178.8(3) . . . . ?
C24 C26 C28 C29 1.2(5) . . . . ?
C24 C26 C33 C34 138.0(3) . . . . ?
C24 C26 C33 C35 -97.1(4) . . . . ?
C24 C25 C27 C29 0.4(5) . . . . ?
C24 C25 C30 C32 -116.6(3) . . . . ?
C24 C25 C30 C31 119.8(4) . . . . ?
C15 C13 C18 C20 -60.6(4) . . . . ?
C15 C13 C18 C19 63.5(4) . . . . ?
C16 C14 C21 C23 53.5(3) . . . . ?
C16 C14 C21 C22 -71.5(4) . . . . ?
C10 N1 C12 C13 86.0(3) . . . . ?
C10 N1 C12 C14 -84.6(3) . . . . ?
C10 N1 C9 Rh1 -177.81(18) . . . . ?
C10 N1 C9 N2 0.6(3) . . . . ?
C26 C24 C25 C27 -1.4(4) . . . . ?
C26 C24 C25 C30 177.9(3) . . . . ?
C26 C28 C29 C27 -2.2(6) . . . . ?
C25 C24 C26 C28 0.6(4) . . . . ?
C25 C24 C26 C33 179.7(3) . . . . ?
C25 C27 C29 C28 1.4(6) . . . . ?
C11 N2 C9 Rh1 178.23(19) . . . . ?
C11 N2 C9 N1 -0.2(3) . . . . ?
C11 N2 C24 C26 97.1(3) . . . . ?
C11 N2 C24 C25 -77.0(3) . . . . ?
C18 C13 C15 C17 -177.9(2) . . . . ?
C21 C14 C16 C17 176.8(2) . . . . ?
C28 C26 C33 C34 -43.0(4) . . . . ?
C28 C26 C33 C35 81.9(4) . . . . ?
C27 C25 C30 C32 62.7(4) . . . . ?
C27 C25 C30 C31 -60.9(5) . . . . ?
C33 C26 C28 C29 -177.9(3) . . . . ?
C30 C25 C27 C29 -179.0(3) . . . . ?
