# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1946_auto
_audit_block_doi                 10.5517/ccdc.csd.cc2f3d76
_database_code_depnum_ccdc_archive 'CCDC 2237587'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv-2023-d0gpc 2023
loop_
_audit_author_name
_audit_author_address
'Christian Ehinger'
;ETH Zurich
Switzerland
;
_audit_update_record             
;
2023-01-23 deposited with the CCDC.	2023-04-14 downloaded from the CCDC.
;
_audit_creation_date             2023-01-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C24 H50 Li2 N4 O2)'
_chemical_formula_sum            'C12 H25 Li N2 O'
_chemical_formula_weight         220.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         LiC12H25N2O
_chemical_oxdiff_usercomment     '-40 C'
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'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5447(3)
_cell_length_b                   10.6072(3)
_cell_length_c                   14.7411(5)
_cell_angle_alpha                91.735(3)
_cell_angle_beta                 97.167(3)
_cell_angle_gamma                101.208(3)
_cell_volume                     1450.24(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10092
_cell_measurement_temperature    232.99(10)
_cell_measurement_theta_max      79.9370
_cell_measurement_theta_min      2.9690
_shelx_estimated_absorpt_T_max   0.918
_shelx_estimated_absorpt_T_min   0.893
_exptl_absorpt_coefficient_mu    0.483
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97271
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.61a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.009
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            21990
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.297
_diffrn_reflns_theta_min         3.026
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      232.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -78.00  17.00   0.50    0.96    --  -49.62  96.00  36.00  190
  2  ω      3.00  50.00   0.50    0.96    --   49.62 -96.00 -72.00   94
  3  ω    -74.00 -49.00   0.50    3.84    --  -90.00  96.00  36.00   50
  4  ω   -119.00 -86.00   0.50    3.84    --  -90.00 -96.00 -72.00   66
  5  ω    137.00 163.00   0.50    3.84    --  111.50  96.00  36.00   52
  6  ω     67.00 105.00   0.50    3.84    --  111.50 -96.00 -72.00   76
  7  ω   -114.00 -74.00   0.50    0.96    --  -49.62-125.00  90.00   80
  8  ω   -108.00 -75.00   0.50    0.96    --  -49.62-125.00 -30.00   66
  9  ω    -23.00   6.00   0.50    0.96    --  -49.62  19.00 120.00   58
 10  ω    -24.00  23.00   0.50    0.96    --  -49.62  19.00-150.00   94
 11  ω     -9.00  22.00   0.50    0.96    --  -49.62  38.00 -30.00   62
 12  ω    -42.00 -11.00   0.50    0.96    --  -49.62  38.00 -30.00   62
 13  ω    -17.00  37.00   0.50    0.96    --   49.62 -38.00   0.00  108
 14  ω   -159.00-133.00   0.50    3.84    --  -90.00 -95.00  30.00   52
 15  ω   -127.00 -97.00   0.50    3.84    --  -90.00 -95.00  30.00   60
 16  ω     43.00  68.00   0.50    3.84    --  111.50 -61.00   0.00   50
 17  ω    133.00 160.00   0.50    3.84    --  111.50  30.00 -30.00   54
 18  ω     77.00 103.00   0.50    3.84    --  111.50 -95.00-120.00   52
 19  ω    107.00 178.00   0.50    3.84    --  111.50  30.00 -60.00  142
 20  ω     76.00 105.00   0.50    3.84    --  111.50 -95.00 -30.00   58
 21  ω     41.00  66.00   0.50    3.84    --  111.50 -61.00 -60.00   50
 22  ω     47.00  75.00   0.50    3.84    --  111.50 -77.00  90.00   56
 23  ω     42.00  72.00   0.50    3.84    --  111.50 -95.00-120.00   60
 24  ω     42.00  68.00   0.50    3.84    --  111.50 -61.00 -30.00   52
 25  ω     91.00 127.00   0.50    3.84    --  111.50  77.00-150.00   72
 26  ω     76.00 105.00   0.50    3.84    --  111.50 -95.00  60.00   58
 27  ω    130.00 177.00   0.50    3.84    --  111.50  30.00-120.00   94
 28  ω     63.00 105.00   0.50    3.84    --  111.50 -95.00  30.00   84
 29  ω     44.00 104.00   0.50    3.84    --  111.50 -99.00 154.91  120
 30  ω     51.00  85.00   0.50    3.84    --  111.50 -77.00-180.00   68
 31  ω     51.00 111.00   0.50    3.84    --  111.50-125.00-120.00  120
 32  ω     45.00  71.00   0.50    3.84    --  111.50 -83.00 -73.65   52
 33  ω     93.00 119.00   0.50    3.84    --  111.50 -83.00 -73.65   52
 34  ω     41.00  66.00   0.50    3.84    --  111.50 -61.00-120.00   50
 35  ω    103.00 140.00   0.50    3.84    --  111.50  45.00-150.00   74
 36  ω    153.00 178.00   0.50    3.84    --  111.50  45.00-150.00   50
 37  ω    116.00 169.00   0.50    3.84    --  111.50  45.00   0.00  106
 38  ω     80.00 105.00   0.50    3.84    --  111.50 -95.00 -90.00   50
 39  ω     41.00  68.00   0.50    3.84    --  111.50 -95.00 -90.00   54
 40  ω     42.00  74.00   0.50    3.84    --  111.50 -77.00  60.00   64
 41  ω     42.00  83.00   0.50    3.84    --  111.50 -95.00  90.00   82
 42  ω     42.00  67.00   0.50    3.84    --  111.50 -95.00  60.00   50
 43  ω    123.00 150.00   0.50    3.84    --  111.50  45.00-180.00   54
 44  ω    134.00 160.00   0.50    3.84    --  111.50  30.00  30.00   52
 45  ω    152.00 177.00   0.50    3.84    --  111.50  15.00-150.00   50
 46  ω    153.00 178.00   0.50    3.84    --  111.50  77.00-150.00   50
 47  ω     41.00  66.00   0.50    3.84    --  111.50 -61.00 -90.00   50
 48  ω     43.00  68.00   0.50    3.84    --  111.50 -77.00 -30.00   50
 49  ω     69.00 100.00   0.50    3.84    --  111.50 -95.00   0.00   62
 50  ω     48.00 101.00   0.50    3.84    --  111.50 -95.00 120.00  106
 51  ω    106.00 136.00   0.50    3.84    --  111.50  15.00 150.00   60
 52  ω    136.00 162.00   0.50    3.84    --  111.50 125.00  60.00   52
 53  ω     92.00 122.00   0.50    3.84    --  111.50  77.00  90.00   60
 54  ω    153.00 178.00   0.50    3.84    --  111.50  77.00  90.00   50
 55  ω     92.00 135.00   0.50    3.84    --  111.50  77.00 120.00   86
 56  ω     45.00  70.00   0.50    3.84    --  111.50 -77.00   0.00   50
 57  ω     57.00 104.00   0.50    3.84    --  111.50 -95.00-180.00   94
 58  ω     85.00 111.00   0.50    3.84    --  111.50-125.00 -90.00   52
 59  ω     84.00 111.00   0.50    3.84    --  111.50-125.00 150.00   54
 60  ω    113.00 139.00   0.50    3.84    --  111.50  30.00-180.00   52
 61  ω    153.00 178.00   0.50    3.84    --  111.50 125.00  30.00   50
 62  ω     94.00 176.00   0.50    3.84    --  111.50  77.00 150.00  164
 63  ω    122.00 169.00   0.50    3.84    --  111.50  15.00 120.00   94
;
_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      -0.0799462000
_diffrn_orient_matrix_UB_12      0.0212201000
_diffrn_orient_matrix_UB_13      -0.0939609000
_diffrn_orient_matrix_UB_21      -0.1434376000
_diffrn_orient_matrix_UB_22      -0.0682768000
_diffrn_orient_matrix_UB_23      0.0296735000
_diffrn_orient_matrix_UB_31      -0.0244591000
_diffrn_orient_matrix_UB_32      0.1299204000
_diffrn_orient_matrix_UB_33      0.0376868000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5264
_reflns_number_total             6163
_reflns_odcompleteness_completeness 96.22
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     80.95
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.61a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.61a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.61a (Rigaku OD, 2022)'
_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)'
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         6163
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0663
_refine_ls_restrained_S_all      1.065
_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)+(0.1109P)²+0.3008P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2008
_refine_ls_wR_factor_ref         0.2093
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C25-C26 \\sim C31-C32
 with sigma of 0.02
 C14-C15 \\sim C11-C10
 with sigma of 0.02
 O3-C25 \\sim O3-C32
 with sigma of 0.02
 O1-C12 \\sim O2-C16
 with sigma of 0.02
 C11-C12 \\sim C16-C15
 with sigma of 0.02
 O3-C28 \\sim O3-C29
 with sigma of 0.02
 O3-C29 \\sim O3-C28
 with sigma of 0.02
 O1-C9 \\sim O2-C13
 with sigma of 0.02
 C13-C14 \\sim C10-C9
 with sigma of 0.02
 C26-C27 \\sim C30-C31
 with sigma of 0.02
 C28-C27 \\sim C30-C29
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C9) = Uanis(C13)
Uanis(C32) = Uanis(C25)
Uanis(C27) = Uanis(C30)
Uanis(C14) = Uanis(C10)
Uanis(C29) = Uanis(C28)
Uanis(C11) = Uanis(C15)
Uanis(C31) = Uanis(C26)
Uanis(C12) = Uanis(C16)
Uanis(O1) = Uanis(O2)
4. Others
 Sof(C28)=Sof(H17A)=Sof(H17B)=Sof(C27)=Sof(H00Z)=Sof(H)=Sof(C26)=Sof(H18A)=
 Sof(H18B)=Sof(C25)=Sof(H19A)=Sof(H19B)=1-FVAR(1)
 Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(C31)=Sof(H31A)=
 Sof(H31B)=Sof(C30)=Sof(H30A)=Sof(H30B)=FVAR(1)
 Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(O2)=Sof(C16)=
 Sof(H16A)=Sof(H16B)=Sof(C15)=Sof(H15A)=Sof(H15B)=1-FVAR(2)
 Sof(O1)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(C10)=
 Sof(H10A)=Sof(H10B)=Sof(C11)=Sof(H11A)=Sof(H11B)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C6(H6), C3(H3), C22(H22), C19(H19)
5.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C9(H9A,H9B), C32(H32A,H32B), C10(H10A,H10B), C29(H29A,H29B),
 C31(H31A,H31B), C11(H11A,H11B), C30(H30A,H30B), C28(H17A,H17B), C27(H00Z,H),
 C26(H18A,H18B), C25(H19A,H19B), C14(H14A,H14B), C13(H13A,H13B), C16(H16A,H16B),
  C15(H15A,H15B)
5.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C18(H18C,H18D,H18E), C8(H8A,H8B,H8C), C7(H7A,H7B,H7C),
 C24(H24A,H24B,H24C), C4(H4A,H4B,H4C), C21(H21A,H21B,H21C), C5(H5A,H5B,H5C),
 C23(H23A,H23B,H23C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O1 O 0.604(3) 0.592(5) 0.8268(18) 0.0653(12) Uani 0.306(9) 1 d D . P A 1
N4 N 0.82674(14) -0.06623(12) 0.44797(9) 0.0491(3) Uani 1 1 d . . . . .
N1 N 0.32380(14) 0.61527(12) 0.92432(9) 0.0492(3) Uani 1 1 d . . . . .
N3 N 0.85348(14) 0.14796(13) 0.43363(9) 0.0518(3) Uani 1 1 d . . . . .
N2 N 0.34624(14) 0.40859(12) 0.93842(9) 0.0490(3) Uani 1 1 d . . . . .
O3 O 1.10512(15) 0.04597(19) 0.32328(9) 0.0863(5) Uani 1 1 d D . . . .
C1 C 0.26435(15) 0.49268(15) 0.90998(9) 0.0455(3) Uani 1 1 d . . . . .
C17 C 0.76787(15) 0.03357(15) 0.42292(10) 0.0465(3) Uani 1 1 d . . . . .
C6 C 0.3024(2) 0.27286(15) 0.90646(12) 0.0580(4) Uani 1 1 d . . . . .
H6 H 0.221706 0.264185 0.856034 0.070 Uiso 1 1 calc R U . . .
C3 C 0.2443(2) 0.71562(17) 0.89817(12) 0.0592(4) Uani 1 1 d . . . . .
H3 H 0.172658 0.682606 0.844090 0.071 Uiso 1 1 calc R U . . .
C22 C 0.7485(2) -0.19730(17) 0.42057(14) 0.0671(5) Uani 1 1 d . . . . .
H22 H 0.664589 -0.192578 0.374942 0.081 Uiso 1 1 calc R U . . .
C2 C 0.11118(19) 0.4473(2) 0.86158(14) 0.0672(5) Uani 1 1 d . . . . .
H2A H 0.052724 0.508780 0.875611 0.101 Uiso 1 1 calc R U . . .
H2B H 0.070572 0.363851 0.882373 0.101 Uiso 1 1 calc R U . . .
H2C H 0.112763 0.440501 0.795965 0.101 Uiso 1 1 calc R U . . .
C19 C 0.8006(2) 0.26424(18) 0.41175(14) 0.0677(5) Uani 1 1 d . . . . .
H19 H 0.720368 0.243599 0.360786 0.081 Uiso 1 1 calc R U . . .
C18 C 0.60984(19) 0.0149(2) 0.38235(15) 0.0704(5) Uani 1 1 d . . . . .
H18C H 0.600723 -0.001797 0.316593 0.106 Uiso 1 1 calc R U . . .
H18D H 0.573937 0.092069 0.395395 0.106 Uiso 1 1 calc R U . . .
H18E H 0.554289 -0.057555 0.409231 0.106 Uiso 1 1 calc R U . . .
C8 C 0.2528(3) 0.18981(19) 0.98231(15) 0.0757(6) Uani 1 1 d . . . . .
H8A H 0.330236 0.199165 1.032842 0.114 Uiso 1 1 calc R U . . .
H8B H 0.226154 0.100476 0.959563 0.114 Uiso 1 1 calc R U . . .
H8C H 0.170049 0.216458 1.003245 0.114 Uiso 1 1 calc R U . . .
C7 C 0.4283(3) 0.22941(19) 0.86980(16) 0.0807(6) Uani 1 1 d . . . . .
H7A H 0.451325 0.276581 0.816478 0.121 Uiso 1 1 calc R U . . .
H7B H 0.402362 0.137993 0.852797 0.121 Uiso 1 1 calc R U . . .
H7C H 0.511419 0.245921 0.916735 0.121 Uiso 1 1 calc R U . . .
C24 C 0.8463(3) -0.2693(2) 0.37612(17) 0.0910(7) Uani 1 1 d . . . . .
H24A H 0.869792 -0.229529 0.320089 0.137 Uiso 1 1 calc R U . . .
H24B H 0.797781 -0.358170 0.362029 0.137 Uiso 1 1 calc R U . . .
H24C H 0.934203 -0.266405 0.417721 0.137 Uiso 1 1 calc R U . . .
C4 C 0.3474(3) 0.8310(2) 0.87185(19) 0.0865(7) Uani 1 1 d . . . . .
H4A H 0.416067 0.866665 0.924845 0.130 Uiso 1 1 calc R U . . .
H4B H 0.294000 0.895579 0.849943 0.130 Uiso 1 1 calc R U . . .
H4C H 0.398448 0.805085 0.823810 0.130 Uiso 1 1 calc R U . . .
C12 C 0.742(2) 0.5659(19) 0.8181(9) 0.0771(13) Uani 0.306(9) 1 d D . P A 1
H12A H 0.815483 0.643905 0.836101 0.093 Uiso 0.306(9) 1 calc R U P A 1
H12B H 0.761581 0.499300 0.859866 0.093 Uiso 0.306(9) 1 calc R U P A 1
C9 C 0.519(3) 0.580(4) 0.7389(17) 0.0840(14) Uani 0.306(9) 1 d D . P A 1
H9A H 0.509262 0.664522 0.716051 0.101 Uiso 0.306(9) 1 calc R U P A 1
H9B H 0.423404 0.526363 0.739137 0.101 Uiso 0.306(9) 1 calc R U P A 1
C21 C 0.9225(3) 0.3616(2) 0.38138(17) 0.0898(7) Uani 1 1 d . . . . .
H21A H 1.001331 0.382717 0.431157 0.135 Uiso 1 1 calc R U . . .
H21B H 0.888020 0.439088 0.364713 0.135 Uiso 1 1 calc R U . . .
H21C H 0.956032 0.325266 0.328918 0.135 Uiso 1 1 calc R U . . .
C32 C 1.038(3) 0.058(3) 0.2346(10) 0.085(3) Uani 0.448(7) 1 d D . P B 1
H32A H 1.066823 0.145150 0.214262 0.102 Uiso 0.448(7) 1 calc R U P B 1
H32B H 0.933002 0.035998 0.230947 0.102 Uiso 0.448(7) 1 calc R U P B 1
C5 C 0.1653(3) 0.7530(3) 0.97430(18) 0.0940(8) Uani 1 1 d . . . . .
H5A H 0.097763 0.678264 0.989299 0.141 Uiso 1 1 calc R U . . .
H5B H 0.113380 0.819505 0.954478 0.141 Uiso 1 1 calc R U . . .
H5C H 0.234153 0.785268 1.027961 0.141 Uiso 1 1 calc R U . . .
C23 C 0.6948(3) -0.2671(3) 0.5008(2) 0.0985(8) Uani 1 1 d . . . . .
H23A H 0.775747 -0.270147 0.546924 0.148 Uiso 1 1 calc R U . . .
H23B H 0.645567 -0.354005 0.480449 0.148 Uiso 1 1 calc R U . . .
H23C H 0.628518 -0.221971 0.526590 0.148 Uiso 1 1 calc R U . . .
C20 C 0.7467(3) 0.3205(2) 0.49413(19) 0.0974(8) Uani 1 1 d . . . . .
H20A H 0.668209 0.258310 0.512596 0.146 Uiso 1 1 calc R U . . .
H20B H 0.712943 0.398418 0.477750 0.146 Uiso 1 1 calc R U . . .
H20C H 0.824765 0.340678 0.544425 0.146 Uiso 1 1 calc R U . . .
C10 C 0.6118(19) 0.5167(17) 0.6861(16) 0.0926(17) Uani 0.306(9) 1 d D . P A 1
H10A H 0.565910 0.425722 0.674362 0.111 Uiso 0.306(9) 1 calc R U P A 1
H10B H 0.615076 0.555336 0.626644 0.111 Uiso 0.306(9) 1 calc R U P A 1
C29 C 1.2033(16) -0.0413(18) 0.3237(9) 0.107(4) Uani 0.448(7) 1 d D . P B 1
H29A H 1.301323 0.003921 0.347229 0.129 Uiso 0.448(7) 1 calc R U P B 1
H29B H 1.175286 -0.111994 0.363205 0.129 Uiso 0.448(7) 1 calc R U P B 1
C31 C 1.0930(19) -0.037(3) 0.1802(15) 0.108(3) Uani 0.448(7) 1 d D . P B 1
H31A H 1.012627 -0.105948 0.155016 0.130 Uiso 0.448(7) 1 calc R U P B 1
H31B H 1.134868 0.005529 0.128833 0.130 Uiso 0.448(7) 1 calc R U P B 1
C11 C 0.7529(13) 0.5239(15) 0.7274(9) 0.0945(15) Uani 0.306(9) 1 d D . P A 1
H11A H 0.821553 0.586341 0.698983 0.113 Uiso 0.306(9) 1 calc R U P A 1
H11B H 0.780797 0.439799 0.725457 0.113 Uiso 0.306(9) 1 calc R U P A 1
Li1 Li 0.5190(3) 0.5722(3) 0.93860(17) 0.0482(5) Uani 1 1 d . . . . .
Li2 Li 1.0249(3) 0.0652(3) 0.43611(18) 0.0550(6) Uani 1 1 d . . . . .
C30 C 1.1984(9) -0.0897(11) 0.2335(6) 0.1074(19) Uani 0.448(7) 1 d D . P B 1
H30A H 1.171765 -0.183948 0.229696 0.129 Uiso 0.448(7) 1 calc R U P B 1
H30B H 1.292407 -0.064011 0.212107 0.129 Uiso 0.448(7) 1 calc R U P B 1
C28 C 1.2359(12) 0.0007(14) 0.3151(7) 0.107(4) Uani 0.552(7) 1 d D . P B 2
H17A H 1.319314 0.063533 0.344944 0.129 Uiso 0.552(7) 1 calc R U P B 2
H17B H 1.234005 -0.081084 0.344572 0.129 Uiso 0.552(7) 1 calc R U P B 2
C27 C 1.2458(7) -0.0163(9) 0.2203(5) 0.1074(19) Uani 0.552(7) 1 d D . P B 2
H00Z H 1.325282 0.048153 0.203399 0.129 Uiso 0.552(7) 1 calc R U P B 2
H H 1.265165 -0.101917 0.207001 0.129 Uiso 0.552(7) 1 calc R U P B 2
C26 C 1.1139(14) -0.003(2) 0.1688(12) 0.108(3) Uani 0.552(7) 1 d D . P B 2
H18A H 1.066792 -0.084124 0.134983 0.130 Uiso 0.552(7) 1 calc R U P B 2
H18B H 1.131235 0.064145 0.124989 0.130 Uiso 0.552(7) 1 calc R U P B 2
C25 C 1.022(2) 0.033(2) 0.2360(8) 0.085(3) Uani 0.552(7) 1 d D . P B 2
H19A H 0.992823 0.114428 0.220882 0.102 Uiso 0.552(7) 1 calc R U P B 2
H19B H 0.934885 -0.033807 0.235029 0.102 Uiso 0.552(7) 1 calc R U P B 2
C14 C 0.6101(8) 0.4742(7) 0.6865(6) 0.0926(17) Uani 0.694(9) 1 d D . P A 2
H14A H 0.541550 0.392578 0.670847 0.111 Uiso 0.694(9) 1 calc R U P A 2
H14B H 0.638579 0.511618 0.629996 0.111 Uiso 0.694(9) 1 calc R U P A 2
C13 C 0.5465(11) 0.5646(14) 0.7401(6) 0.0840(14) Uani 0.694(9) 1 d D . P A 2
H13A H 0.556775 0.647920 0.712016 0.101 Uiso 0.694(9) 1 calc R U P A 2
H13B H 0.443552 0.530170 0.740517 0.101 Uiso 0.694(9) 1 calc R U P A 2
O2 O 0.6192(13) 0.581(2) 0.8311(8) 0.0653(12) Uani 0.694(9) 1 d D . P A 2
C16 C 0.7487(9) 0.5319(7) 0.8332(4) 0.0771(13) Uani 0.694(9) 1 d D . P A 2
H16A H 0.760064 0.478436 0.885665 0.093 Uiso 0.694(9) 1 calc R U P A 2
H16B H 0.832602 0.602803 0.837953 0.093 Uiso 0.694(9) 1 calc R U P A 2
C15 C 0.7346(5) 0.4554(7) 0.7474(4) 0.0945(15) Uani 0.694(9) 1 d D . P A 2
H15A H 0.821622 0.480785 0.718021 0.113 Uiso 0.694(9) 1 calc R U P A 2
H15B H 0.724480 0.364092 0.760004 0.113 Uiso 0.694(9) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O1 C12 1.418(15) . ?
O1 C9 1.429(14) . ?
O1 Li1 1.93(3) . ?
N4 C17 1.3326(19) . ?
N4 C22 1.463(2) . ?
N4 Li2 2.150(3) . ?
N4 Li2 2.077(3) 2_756 ?
N1 C1 1.313(2) . ?
N1 C3 1.4569(19) . ?
N1 Li1 1.991(3) . ?
N3 C17 1.317(2) . ?
N3 C19 1.451(2) . ?
N3 Li2 1.998(3) . ?
N2 C1 1.3395(19) . ?
N2 C6 1.4646(19) . ?
N2 Li1 2.068(3) 2_667 ?
N2 Li1 2.148(3) . ?
O3 C32 1.403(12) . ?
O3 C29 1.439(12) . ?
O3 Li2 1.937(3) . ?
O3 C28 1.439(9) . ?
O3 C25 1.413(9) . ?
C1 C2 1.524(2) . ?
C1 Li1 2.392(3) . ?
C17 C18 1.524(2) . ?
C17 Li2 2.393(3) . ?
C6 H6 0.9900 . ?
C6 C8 1.510(3) . ?
C6 C7 1.519(3) . ?
C3 H3 0.9900 . ?
C3 C4 1.507(3) . ?
C3 C5 1.512(3) . ?
C22 H22 0.9900 . ?
C22 C24 1.511(3) . ?
C22 C23 1.505(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
C19 H19 0.9900 . ?
C19 C21 1.521(3) . ?
C19 C20 1.525(3) . ?
C18 H18C 0.9700 . ?
C18 H18D 0.9700 . ?
C18 H18E 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 H4C 0.9700 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 C11 1.418(13) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 C10 1.489(15) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21C 0.9700 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 C31 1.476(14) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 H5C 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 H23C 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 C11 1.394(14) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 C30 1.403(12) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 C30 1.413(12) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
Li1 Li1 2.422(5) 2_667 ?
Li1 O2 1.946(13) . ?
Li2 Li2 2.411(6) 2_756 ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C28 H17A 0.9800 . ?
C28 H17B 0.9800 . ?
C28 C27 1.421(9) . ?
C27 H00Z 0.9800 . ?
C27 H 0.9800 . ?
C27 C26 1.421(11) . ?
C26 H18A 0.9800 . ?
C26 H18B 0.9800 . ?
C26 C25 1.490(11) . ?
C25 H19A 0.9800 . ?
C25 H19B 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 C13 1.487(7) . ?
C14 C15 1.448(7) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 O2 1.421(6) . ?
O2 C16 1.426(6) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 C15 1.459(6) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?

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
C12 O1 C9 110.0(19) . . ?
C12 O1 Li1 122.9(17) . . ?
C9 O1 Li1 122(2) . . ?
C17 N4 C22 119.73(13) . . ?
C17 N4 Li2 124.70(13) . 2_756 ?
C17 N4 Li2 83.24(12) . . ?
C22 N4 Li2 110.72(13) . 2_756 ?
C22 N4 Li2 141.95(14) . . ?
Li2 N4 Li2 69.53(13) 2_756 . ?
C1 N1 C3 121.59(13) . . ?
C1 N1 Li1 90.38(12) . . ?
C3 N1 Li1 143.66(14) . . ?
C17 N3 C19 121.72(14) . . ?
C17 N3 Li2 89.96(12) . . ?
C19 N3 Li2 143.80(16) . . ?
C1 N2 C6 119.95(13) . . ?
C1 N2 Li1 124.72(12) . 2_667 ?
C1 N2 Li1 83.13(11) . . ?
C6 N2 Li1 110.43(12) . 2_667 ?
C6 N2 Li1 141.55(13) . . ?
Li1 N2 Li1 70.10(12) 2_667 . ?
C32 O3 C29 111.6(12) . . ?
C32 O3 Li2 126.3(11) . . ?
C29 O3 Li2 115.9(6) . . ?
C28 O3 Li2 125.6(4) . . ?
C25 O3 Li2 123.0(9) . . ?
C25 O3 C28 108.4(10) . . ?
N1 C1 N2 116.62(13) . . ?
N1 C1 C2 122.09(14) . . ?
N1 C1 Li1 56.33(10) . . ?
N2 C1 C2 121.28(14) . . ?
N2 C1 Li1 63.09(10) . . ?
C2 C1 Li1 162.40(13) . . ?
N4 C17 C18 121.21(15) . . ?
N4 C17 Li2 63.18(11) . . ?
N3 C17 N4 116.69(13) . . ?
N3 C17 C18 122.09(14) . . ?
N3 C17 Li2 56.63(10) . . ?
C18 C17 Li2 161.72(14) . . ?
N2 C6 H6 108.7 . . ?
N2 C6 C8 111.26(15) . . ?
N2 C6 C7 109.06(15) . . ?
C8 C6 H6 108.7 . . ?
C8 C6 C7 110.47(16) . . ?
C7 C6 H6 108.7 . . ?
N1 C3 H3 108.5 . . ?
N1 C3 C4 109.16(15) . . ?
N1 C3 C5 111.70(16) . . ?
C4 C3 H3 108.5 . . ?
C4 C3 C5 110.53(19) . . ?
C5 C3 H3 108.5 . . ?
N4 C22 H22 108.5 . . ?
N4 C22 C24 109.01(17) . . ?
N4 C22 C23 111.67(18) . . ?
C24 C22 H22 108.5 . . ?
C23 C22 H22 108.5 . . ?
C23 C22 C24 110.51(19) . . ?
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 . . ?
N3 C19 H19 109.0 . . ?
N3 C19 C21 108.48(16) . . ?
N3 C19 C20 111.25(17) . . ?
C21 C19 H19 109.0 . . ?
C21 C19 C20 109.96(19) . . ?
C20 C19 H19 109.0 . . ?
C17 C18 H18C 109.5 . . ?
C17 C18 H18D 109.5 . . ?
C17 C18 H18E 109.5 . . ?
H18C C18 H18D 109.5 . . ?
H18C C18 H18E 109.5 . . ?
H18D C18 H18E 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
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 . . ?
O1 C12 H12A 109.2 . . ?
O1 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C11 C12 O1 112.1(17) . . ?
C11 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
O1 C9 H9A 112.0 . . ?
O1 C9 H9B 112.0 . . ?
O1 C9 C10 98.7(17) . . ?
H9A C9 H9B 109.7 . . ?
C10 C9 H9A 112.0 . . ?
C10 C9 H9B 112.0 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O3 C32 H32A 111.3 . . ?
O3 C32 H32B 111.3 . . ?
O3 C32 C31 102.1(18) . . ?
H32A C32 H32B 109.2 . . ?
C31 C32 H32A 111.3 . . ?
C31 C32 H32B 111.3 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C9 C10 H10A 108.3 . . ?
C9 C10 H10B 108.3 . . ?
H10A C10 H10B 107.4 . . ?
C11 C10 C9 115.9(15) . . ?
C11 C10 H10A 108.3 . . ?
C11 C10 H10B 108.3 . . ?
O3 C29 H29A 110.1 . . ?
O3 C29 H29B 110.1 . . ?
H29A C29 H29B 108.4 . . ?
C30 C29 O3 108.1(10) . . ?
C30 C29 H29A 110.1 . . ?
C30 C29 H29B 110.1 . . ?
C32 C31 H31A 109.3 . . ?
C32 C31 H31B 109.3 . . ?
H31A C31 H31B 107.9 . . ?
C30 C31 C32 111.8(19) . . ?
C30 C31 H31A 109.3 . . ?
C30 C31 H31B 109.3 . . ?
C12 C11 H11A 111.6 . . ?
C12 C11 H11B 111.6 . . ?
C10 C11 C12 100.7(14) . . ?
C10 C11 H11A 111.6 . . ?
C10 C11 H11B 111.6 . . ?
H11A C11 H11B 109.4 . . ?
O1 Li1 N1 111.5(6) . . ?
O1 Li1 N2 118.6(8) . 2_667 ?
O1 Li1 N2 115.6(14) . . ?
O1 Li1 C1 111.9(9) . . ?
O1 Li1 Li1 142.3(12) . 2_667 ?
N1 Li1 N2 123.86(13) . 2_667 ?
N1 Li1 N2 65.96(9) . . ?
N1 Li1 C1 33.29(7) . . ?
N1 Li1 Li1 96.57(15) . 2_667 ?
N2 Li1 N2 109.90(12) 2_667 . ?
N2 Li1 C1 128.66(13) 2_667 . ?
N2 Li1 C1 33.78(6) . . ?
N2 Li1 Li1 53.39(11) . 2_667 ?
N2 Li1 Li1 56.51(10) 2_667 2_667 ?
C1 Li1 Li1 78.24(13) . 2_667 ?
O2 Li1 N1 117.4(3) . . ?
O2 Li1 N2 115.3(6) . . ?
O2 Li1 C1 115.5(4) . . ?
N4 Li2 N4 110.47(13) 2_756 . ?
N4 Li2 C17 33.58(6) . . ?
N4 Li2 C17 129.15(14) 2_756 . ?
N4 Li2 Li2 56.66(11) 2_756 2_756 ?
N4 Li2 Li2 53.81(12) . 2_756 ?
N3 Li2 N4 65.76(10) . . ?
N3 Li2 N4 123.63(15) . 2_756 ?
N3 Li2 C17 33.41(7) . . ?
N3 Li2 Li2 96.37(17) . 2_756 ?
O3 Li2 N4 115.61(15) . . ?
O3 Li2 N4 112.85(14) . 2_756 ?
O3 Li2 N3 118.71(15) . . ?
O3 Li2 C17 116.15(13) . . ?
O3 Li2 Li2 136.1(2) . 2_756 ?
C17 Li2 Li2 78.52(14) . 2_756 ?
C29 C30 C31 106.0(14) . . ?
C29 C30 H30A 110.5 . . ?
C29 C30 H30B 110.5 . . ?
C31 C30 H30A 110.5 . . ?
C31 C30 H30B 110.5 . . ?
H30A C30 H30B 108.7 . . ?
O3 C28 H17A 110.1 . . ?
O3 C28 H17B 110.1 . . ?
H17A C28 H17B 108.5 . . ?
C27 C28 O3 107.8(7) . . ?
C27 C28 H17A 110.1 . . ?
C27 C28 H17B 110.1 . . ?
C28 C27 H00Z 109.9 . . ?
C28 C27 H 109.9 . . ?
H00Z C27 H 108.3 . . ?
C26 C27 C28 109.1(9) . . ?
C26 C27 H00Z 109.9 . . ?
C26 C27 H 109.9 . . ?
C27 C26 H18A 110.4 . . ?
C27 C26 H18B 110.4 . . ?
C27 C26 C25 106.6(14) . . ?
H18A C26 H18B 108.6 . . ?
C25 C26 H18A 110.4 . . ?
C25 C26 H18B 110.4 . . ?
O3 C25 C26 107.0(15) . . ?
O3 C25 H19A 110.3 . . ?
O3 C25 H19B 110.3 . . ?
C26 C25 H19A 110.3 . . ?
C26 C25 H19B 110.3 . . ?
H19A C25 H19B 108.6 . . ?
H14A C14 H14B 109.0 . . ?
C13 C14 H14A 111.0 . . ?
C13 C14 H14B 111.0 . . ?
C15 C14 H14A 111.0 . . ?
C15 C14 H14B 111.0 . . ?
C15 C14 C13 104.0(5) . . ?
C14 C13 H13A 109.9 . . ?
C14 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
O2 C13 C14 108.8(7) . . ?
O2 C13 H13A 109.9 . . ?
O2 C13 H13B 109.9 . . ?
C13 O2 Li1 123.1(8) . . ?
C13 O2 C16 108.8(8) . . ?
C16 O2 Li1 119.8(8) . . ?
O2 C16 H16A 110.6 . . ?
O2 C16 H16B 110.6 . . ?
O2 C16 C15 105.9(7) . . ?
H16A C16 H16B 108.7 . . ?
C15 C16 H16A 110.6 . . ?
C15 C16 H16B 110.6 . . ?
C14 C15 C16 110.3(4) . . ?
C14 C15 H15A 109.6 . . ?
C14 C15 H15B 109.6 . . ?
C16 C15 H15A 109.6 . . ?
C16 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?

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
O1 C12 C11 C10 -5(3) . . . . ?
O1 C9 C10 C11 -17(4) . . . . ?
O3 C32 C31 C30 -6(2) . . . . ?
O3 C29 C30 C31 -2.7(17) . . . . ?
O3 C28 C27 C26 -9.3(14) . . . . ?
C1 N1 C3 C4 -148.15(17) . . . . ?
C1 N1 C3 C5 89.3(2) . . . . ?
C1 N2 C6 C8 -108.81(18) . . . . ?
C1 N2 C6 C7 129.08(17) . . . . ?
C17 N4 C22 C24 128.61(17) . . . . ?
C17 N4 C22 C23 -109.0(2) . . . . ?
C17 N3 C19 C21 -149.71(17) . . . . ?
C17 N3 C19 C20 89.2(2) . . . . ?
C6 N2 C1 N1 -165.47(14) . . . . ?
C6 N2 C1 C2 13.2(2) . . . . ?
C6 N2 C1 Li1 -147.25(16) . . . . ?
C3 N1 C1 N2 -178.66(13) . . . . ?
C3 N1 C1 C2 2.7(2) . . . . ?
C3 N1 C1 Li1 161.76(18) . . . . ?
C22 N4 C17 N3 -166.99(15) . . . . ?
C22 N4 C17 C18 11.9(2) . . . . ?
C22 N4 C17 Li2 -147.73(18) . . . . ?
C19 N3 C17 N4 -177.86(15) . . . . ?
C19 N3 C17 C18 3.2(2) . . . . ?
C19 N3 C17 Li2 161.49(19) . . . . ?
C12 O1 C9 C10 12(4) . . . . ?
C9 O1 C12 C11 -6(4) . . . . ?
C9 C10 C11 C12 14(3) . . . . ?
C32 O3 C29 C30 -1.2(19) . . . . ?
C32 C31 C30 C29 6(2) . . . . ?
C29 O3 C32 C31 4(2) . . . . ?
Li1 O1 C12 C11 150(2) . . . . ?
Li1 O1 C9 C10 -144(3) . . . . ?
Li1 N1 C1 N2 19.58(15) . . . . ?
Li1 N1 C1 C2 -159.09(16) . . . . ?
Li1 N1 C3 C4 0.0(3) . . . . ?
Li1 N1 C3 C5 -122.6(2) . . . . ?
Li1 N2 C1 N1 -18.23(14) . . . . ?
Li1 N2 C1 N1 41.7(2) 2_667 . . . ?
Li1 N2 C1 C2 -139.58(16) 2_667 . . . ?
Li1 N2 C1 C2 160.46(16) . . . . ?
Li1 N2 C1 Li1 59.96(16) 2_667 . . . ?
Li1 N2 C6 C8 130.94(19) . . . . ?
Li1 N2 C6 C8 47.55(19) 2_667 . . . ?
Li1 N2 C6 C7 8.8(3) . . . . ?
Li1 N2 C6 C7 -74.56(18) 2_667 . . . ?
Li1 O2 C16 C15 134.4(10) . . . . ?
Li2 N4 C17 N3 40.0(2) 2_756 . . . ?
Li2 N4 C17 N3 -19.26(15) . . . . ?
Li2 N4 C17 C18 159.67(16) . . . . ?
Li2 N4 C17 C18 -141.02(17) 2_756 . . . ?
Li2 N4 C17 Li2 59.31(17) 2_756 . . . ?
Li2 N4 C22 C24 -74.94(19) 2_756 . . . ?
Li2 N4 C22 C24 8.0(3) . . . . ?
Li2 N4 C22 C23 47.5(2) 2_756 . . . ?
Li2 N4 C22 C23 130.4(2) . . . . ?
Li2 N3 C17 N4 20.64(16) . . . . ?
Li2 N3 C17 C18 -158.28(16) . . . . ?
Li2 N3 C19 C21 -2.2(3) . . . . ?
Li2 N3 C19 C20 -123.3(2) . . . . ?
Li2 O3 C32 C31 -146.6(13) . . . . ?
Li2 O3 C29 C30 153.0(8) . . . . ?
Li2 O3 C28 C27 172.0(5) . . . . ?
Li2 O3 C25 C26 -170.0(10) . . . . ?
C28 O3 C25 C26 -8.6(17) . . . . ?
C28 C27 C26 C25 4.0(17) . . . . ?
C27 C26 C25 O3 2.9(18) . . . . ?
C25 O3 C28 C27 11.2(14) . . . . ?
C14 C13 O2 Li1 -133.4(11) . . . . ?
C14 C13 O2 C16 14.6(19) . . . . ?
C13 C14 C15 C16 -1.0(10) . . . . ?
C13 O2 C16 C15 -14.8(16) . . . . ?
O2 C16 C15 C14 9.7(11) . . . . ?
C15 C14 C13 O2 -8.1(15) . . . . ?

_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 1.223
_oxdiff_exptl_absorpt_empirical_full_min 0.880
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mc075_auto
_audit_block_doi                 10.5517/ccdc.csd.cc2f3d65
_database_code_depnum_ccdc_archive 'CCDC 2237586'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv-2023-d0gpc 2023
loop_
_audit_author_name
_audit_author_address
'Christian Ehinger'
;ETH Zurich
Switzerland
;
_audit_update_record             
;
2023-01-23 deposited with the CCDC.	2023-04-14 downloaded from the CCDC.
;
_audit_creation_date             2023-01-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H29 N2 Rh'
_chemical_formula_sum            'C16 H29 N2 Rh'
_chemical_formula_weight         352.32
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Rh N C H'
_chemical_oxdiff_usercomment     '230 K'
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh 0.0927 3.6045 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   10.7527(4)
_cell_length_b                   10.0218(3)
_cell_length_c                   30.3983(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3275.8(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    14911
_cell_measurement_temperature    230.00(10)
_cell_measurement_theta_max      79.8400
_cell_measurement_theta_min      2.8370
_shelx_estimated_absorpt_T_max   0.301
_shelx_estimated_absorpt_T_min   0.240
_exptl_absorpt_coefficient_mu    8.329
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37840
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.121a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_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    1.429
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1472
_exptl_crystal_preparation       'Synthesis from salt metathesis'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            24606
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.135
_diffrn_reflns_theta_min         2.907
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      230.00(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 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     93.00 169.00   0.50    1.01    --  113.25  77.00  90.00  152
  2  ω    131.00 171.00   0.50    1.01    --  113.25  95.00 127.00   80
  3  ω    104.00 165.00   0.50    1.01    --  113.25  15.00  90.00  122
  4  ω    102.00 178.00   0.50    1.01    --  113.25  45.00 -60.00  152
  5  ω    115.00 141.00   0.50    1.01    --  113.25  45.00-120.00   52
  6  ω    -27.00   2.00   0.50    0.25    --  -47.52  19.00-120.00   58
  7  ω    -50.00 -22.00   0.50    1.01    --  -91.75  45.00 -60.00   56
  8  ω    -47.00 -21.00   0.50    1.01    --  -91.75  45.00 -30.00   52
  9  ω    -66.00   7.00   0.50    0.25    --  -47.52  95.00 127.00  146
 10  ω    -74.00 -49.00   0.50    1.01    --  -91.75  95.00 127.00   50
 11  ω   -147.00-122.00   0.50    1.01    --  -91.75 -95.00  16.00   50
 12  ω   -113.00 -74.00   0.50    0.25    --  -47.52-125.00 150.00   78
 13  ω   -119.00 -73.00   0.50    0.25    --  -47.52-125.00-180.00   92
 14  ω   -113.00 -81.00   0.50    0.25    --  -47.52-125.00-120.00   64
 15  ω     43.00  69.00   0.50    1.01    --  113.25-125.00 150.00   52
 16  ω     85.00 110.00   0.50    1.01    --  113.25-125.00 150.00   50
 17  ω     42.00  67.00   0.50    1.01    --  113.25-125.00  30.00   50
 18  ω     63.00  99.00   0.50    1.01    --  113.25-125.00   0.00   72
 19  ω     42.00  84.00   0.50    1.01    --  113.25 -95.00  30.00   84
 20  ω     61.00  87.00   0.50    1.01    --  113.25 -95.00  16.00   52
 21  ω     42.00 105.00   0.50    1.01    --  113.25 -95.00 120.00  126
 22  ω     -5.00  75.00   0.50    0.25    --   47.52 -95.00  16.00  160
 23  ω     46.00  72.00   0.50    1.01    --  113.25-125.00-120.00   52
 24  ω     46.00  93.00   0.50    1.01    --  113.25 -77.00-150.00   94
 25  ω     42.00  70.00   0.50    1.01    --  113.25 -61.00-120.00   56
 26  ω     45.00  71.00   0.50    1.01    --  113.25 -61.00  30.00   52
 27  ω     58.00  84.00   0.50    1.01    --  113.25 -77.00  60.00   52
 28  ω     45.00  70.00   0.50    1.01    --  113.25 -61.00  90.00   50
 29  ω     42.00  67.00   0.50    1.01    --  113.25 -61.00  60.00   50
 30  ω     42.00  70.00   0.50    1.01    --  113.25 -61.00 -90.00   56
 31  ω     42.00  67.00   0.50    1.01    --  113.25 -61.00-150.00   50
;
_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      -0.1371268000
_diffrn_orient_matrix_UB_12      0.0062808000
_diffrn_orient_matrix_UB_13      -0.0145738000
_diffrn_orient_matrix_UB_21      0.0356700000
_diffrn_orient_matrix_UB_22      -0.0607418000
_diffrn_orient_matrix_UB_23      -0.0448065000
_diffrn_orient_matrix_UB_31      -0.0216139000
_diffrn_orient_matrix_UB_32      -0.1410060000
_diffrn_orient_matrix_UB_33      0.0186639000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3204
_reflns_number_total             3541
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_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  (Sheldrick, 2015)'
_refine_diff_density_max         0.771
_refine_diff_density_min         -1.180
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       0.00112(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3541
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0364
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0519P)²+3.2090P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1038
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C16A-C14 \\sim C16B-C14 \\sim C15A-C14 \\sim C15B-C14
 with sigma of 0.02
3. Others
 Sof(H14A)=Sof(C15A)=Sof(H15D)=Sof(H15E)=Sof(H15F)=Sof(C16A)=Sof(H16D)=
 Sof(H16E)=Sof(H16F)=1-FVAR(1)
 Sof(H14)=Sof(C15B)=Sof(H15A)=Sof(H15B)=Sof(H15C)=Sof(C16B)=Sof(H16A)=
 Sof(H16B)=Sof(H16C)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C6(H6), C5(H5), C11(H11), C2(H2), C14(H14), C14(H14A), C1(H1)
4.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C7(H7A,H7B), C3(H3A,H3B), C8(H8A,H8B)
4.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C10(H10A,H10B,H10C), C15B(H15A,H15B,
 H15C), C16B(H16A,H16B,H16C), C15A(H15D,H15E,H15F), C16A(H16D,H16E,H16F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.50066(2) 0.42419(2) 0.62247(2) 0.03864(12) Uani 1 1 d . . . . .
N1 N 0.3826(2) 0.2682(2) 0.60477(7) 0.0464(5) Uani 1 1 d . . . . .
N2 N 0.4340(3) 0.3032(2) 0.67349(8) 0.0660(8) Uani 1 1 d . . . . .
C6 C 0.4991(2) 0.5562(3) 0.56776(10) 0.0378(6) Uani 1 1 d . . . . .
H6 H 0.429084 0.541900 0.547155 0.045 Uiso 1 1 calc R U . . .
C5 C 0.5951(2) 0.4650(2) 0.56341(8) 0.0393(5) Uani 1 1 d . . . . .
H5 H 0.580820 0.397613 0.540129 0.047 Uiso 1 1 calc R U . . .
C11 C 0.3411(2) 0.1935(2) 0.56665(9) 0.0423(5) Uani 1 1 d . . . . .
H11 H 0.270178 0.136878 0.575748 0.051 Uiso 1 1 calc R U . . .
C12 C 0.2955(3) 0.2893(3) 0.53166(10) 0.0540(7) Uani 1 1 d . . . . .
H12A H 0.238501 0.352952 0.544761 0.081 Uiso 1 1 calc R U . . .
H12B H 0.252924 0.239820 0.508732 0.081 Uiso 1 1 calc R U . . .
H12C H 0.365756 0.336468 0.519080 0.081 Uiso 1 1 calc R U . . .
C9 C 0.3853(3) 0.2180(2) 0.64520(9) 0.0480(6) Uani 1 1 d . . . . .
C4 C 0.7308(2) 0.4951(3) 0.57157(10) 0.0548(7) Uani 1 1 d . . . . .
H4A H 0.761938 0.552342 0.547853 0.066 Uiso 1 1 calc R U . . .
H4B H 0.778078 0.411523 0.570786 0.066 Uiso 1 1 calc R U . . .
C7 C 0.5205(3) 0.7008(3) 0.58023(12) 0.0505(7) Uani 1 1 d . . . . .
H7A H 0.603534 0.728272 0.570526 0.061 Uiso 1 1 calc R U . . .
H7B H 0.459349 0.757040 0.565118 0.061 Uiso 1 1 calc R U . . .
C13 C 0.4414(3) 0.1031(3) 0.54803(13) 0.0636(8) Uani 1 1 d . . . . .
H13A H 0.513698 0.156017 0.540340 0.095 Uiso 1 1 calc R U . . .
H13B H 0.410055 0.058498 0.521967 0.095 Uiso 1 1 calc R U . . .
H13C H 0.464390 0.037049 0.569883 0.095 Uiso 1 1 calc R U . . .
C2 C 0.6553(4) 0.5286(3) 0.64925(10) 0.0635(9) Uani 1 1 d . . . . .
H2 H 0.689106 0.488405 0.676494 0.076 Uiso 1 1 calc R U . . .
C10 C 0.3351(3) 0.0830(3) 0.65764(12) 0.0610(8) Uani 1 1 d . . . . .
H10A H 0.274980 0.054330 0.635791 0.092 Uiso 1 1 calc R U . . .
H10B H 0.295023 0.088445 0.686175 0.092 Uiso 1 1 calc R U . . .
H10C H 0.402814 0.019231 0.658957 0.092 Uiso 1 1 calc R U . . .
C3 C 0.7534(3) 0.5637(3) 0.61534(11) 0.0633(8) Uani 1 1 d . . . . .
H3A H 0.835324 0.537689 0.626540 0.076 Uiso 1 1 calc R U . . .
H3B H 0.753832 0.660521 0.610875 0.076 Uiso 1 1 calc R U . . .
C14 C 0.4657(4) 0.2683(3) 0.71840(10) 0.0637(8) Uani 1 1 d D . . . .
H14 H 0.439198 0.175451 0.724379 0.076 Uiso 0.38(2) 1 calc R U P A 1
H14A H 0.406981 0.198339 0.728282 0.076 Uiso 0.62(2) 1 calc R U P A 2
C1 C 0.5464(4) 0.6025(3) 0.65559(10) 0.0648(9) Uani 1 1 d . . . . .
H1 H 0.517870 0.605238 0.686541 0.078 Uiso 1 1 calc R U . . .
C8 C 0.5093(4) 0.7214(4) 0.62936(13) 0.0698(12) Uani 1 1 d . . . . .
H8A H 0.561573 0.797091 0.637961 0.084 Uiso 1 1 calc R U . . .
H8B H 0.422957 0.744164 0.636423 0.084 Uiso 1 1 calc R U . . .
C15B C 0.384(2) 0.364(2) 0.7442(6) 0.119(7) Uani 0.38(2) 1 d D . P A 1
H15A H 0.408604 0.454822 0.737711 0.179 Uiso 0.38(2) 1 calc R U P A 1
H15B H 0.394461 0.346908 0.775454 0.179 Uiso 0.38(2) 1 calc R U P A 1
H15C H 0.298049 0.350483 0.736073 0.179 Uiso 0.38(2) 1 calc R U P A 1
C16B C 0.5999(11) 0.289(2) 0.7351(5) 0.093(6) Uani 0.38(2) 1 d D . P A 1
H16A H 0.657169 0.240405 0.716268 0.140 Uiso 0.38(2) 1 calc R U P A 1
H16B H 0.606733 0.255368 0.764978 0.140 Uiso 0.38(2) 1 calc R U P A 1
H16C H 0.620184 0.382949 0.734589 0.140 Uiso 0.38(2) 1 calc R U P A 1
C15A C 0.4501(13) 0.3871(8) 0.7482(3) 0.080(3) Uani 0.62(2) 1 d D . P A 2
H15D H 0.514214 0.452342 0.741751 0.120 Uiso 0.62(2) 1 calc R U P A 2
H15E H 0.456984 0.358861 0.778570 0.120 Uiso 0.62(2) 1 calc R U P A 2
H15F H 0.368907 0.426785 0.743311 0.120 Uiso 0.62(2) 1 calc R U P A 2
C16A C 0.5935(7) 0.2085(11) 0.7174(3) 0.081(3) Uani 0.62(2) 1 d D . P A 2
H16D H 0.590507 0.122482 0.702801 0.121 Uiso 0.62(2) 1 calc R U P A 2
H16E H 0.623511 0.196919 0.747261 0.121 Uiso 0.62(2) 1 calc R U P A 2
H16F H 0.649303 0.267350 0.701513 0.121 Uiso 0.62(2) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 N1 2.084(2) . ?
Rh1 N2 2.095(2) . ?
Rh1 C6 2.125(3) . ?
Rh1 C5 2.103(2) . ?
Rh1 C9 2.507(2) . ?
Rh1 C2 2.126(3) . ?
Rh1 C1 2.109(3) . ?
N1 C11 1.450(3) . ?
N1 C9 1.328(4) . ?
N2 C9 1.320(4) . ?
N2 C14 1.450(4) . ?
C6 H6 0.9900 . ?
C6 C5 1.384(3) . ?
C6 C7 1.516(4) . ?
C5 H5 0.9900 . ?
C5 C4 1.511(4) . ?
C11 H11 0.9900 . ?
C11 C12 1.515(4) . ?
C11 C13 1.517(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C9 C10 1.505(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 C3 1.517(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 C8 1.512(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C2 H2 0.9900 . ?
C2 C3 1.516(5) . ?
C2 C1 1.399(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C14 H14 0.9900 . ?
C14 H14A 0.9900 . ?
C14 C15B 1.515(14) . ?
C14 C16B 1.544(11) . ?
C14 C15A 1.505(7) . ?
C14 C16A 1.501(8) . ?
C1 H1 0.9900 . ?
C1 C8 1.487(6) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C15B H15A 0.9700 . ?
C15B H15B 0.9700 . ?
C15B H15C 0.9700 . ?
C16B H16A 0.9700 . ?
C16B H16B 0.9700 . ?
C16B H16C 0.9700 . ?
C15A H15D 0.9700 . ?
C15A H15E 0.9700 . ?
C15A H15F 0.9700 . ?
C16A H16D 0.9700 . ?
C16A H16E 0.9700 . ?
C16A H16F 0.9700 . ?

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
N1 Rh1 N2 63.17(9) . . ?
N1 Rh1 C6 105.08(10) . . ?
N1 Rh1 C5 102.67(9) . . ?
N1 Rh1 C9 31.97(9) . . ?
N1 Rh1 C2 160.72(11) . . ?
N1 Rh1 C1 154.25(13) . . ?
N2 Rh1 C6 159.54(11) . . ?
N2 Rh1 C5 155.48(11) . . ?
N2 Rh1 C9 31.76(9) . . ?
N2 Rh1 C2 105.60(11) . . ?
N2 Rh1 C1 102.53(11) . . ?
C6 Rh1 C9 136.45(10) . . ?
C6 Rh1 C2 89.97(11) . . ?
C5 Rh1 C6 38.22(9) . . ?
C5 Rh1 C9 129.38(9) . . ?
C5 Rh1 C2 81.59(11) . . ?
C5 Rh1 C1 97.48(11) . . ?
C2 Rh1 C9 133.38(10) . . ?
C1 Rh1 C6 81.26(12) . . ?
C1 Rh1 C9 133.01(11) . . ?
C1 Rh1 C2 38.58(15) . . ?
C11 N1 Rh1 141.35(17) . . ?
C9 N1 Rh1 91.82(16) . . ?
C9 N1 C11 123.4(2) . . ?
C9 N2 Rh1 91.59(16) . . ?
C9 N2 C14 123.4(2) . . ?
C14 N2 Rh1 139.1(2) . . ?
Rh1 C6 H6 114.3 . . ?
C5 C6 Rh1 70.02(15) . . ?
C5 C6 H6 114.3 . . ?
C5 C6 C7 122.8(2) . . ?
C7 C6 Rh1 113.5(2) . . ?
C7 C6 H6 114.3 . . ?
Rh1 C5 H5 113.8 . . ?
C6 C5 Rh1 71.76(15) . . ?
C6 C5 H5 113.8 . . ?
C6 C5 C4 124.9(2) . . ?
C4 C5 Rh1 111.41(18) . . ?
C4 C5 H5 113.8 . . ?
N1 C11 H11 108.0 . . ?
N1 C11 C12 109.5(2) . . ?
N1 C11 C13 112.8(2) . . ?
C12 C11 H11 108.0 . . ?
C12 C11 C13 110.3(3) . . ?
C13 C11 H11 108.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C9 Rh1 56.21(13) . . ?
N1 C9 C10 124.4(3) . . ?
N2 C9 Rh1 56.65(13) . . ?
N2 C9 N1 111.5(2) . . ?
N2 C9 C10 124.1(3) . . ?
C10 C9 Rh1 171.0(2) . . ?
C5 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
C5 C4 C3 112.9(2) . . ?
H4A C4 H4B 107.8 . . ?
C3 C4 H4A 109.0 . . ?
C3 C4 H4B 109.0 . . ?
C6 C7 H7A 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
C8 C7 C6 111.4(3) . . ?
C8 C7 H7A 109.3 . . ?
C8 C7 H7B 109.3 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Rh1 C2 H2 114.1 . . ?
C3 C2 Rh1 113.4(2) . . ?
C3 C2 H2 114.1 . . ?
C1 C2 Rh1 70.06(19) . . ?
C1 C2 H2 114.1 . . ?
C1 C2 C3 123.6(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C4 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
C2 C3 C4 112.3(3) . . ?
C2 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.9 . . ?
N2 C14 H14 109.4 . . ?
N2 C14 H14A 107.9 . . ?
N2 C14 C15B 101.6(8) . . ?
N2 C14 C16B 119.8(5) . . ?
N2 C14 C15A 110.4(4) . . ?
N2 C14 C16A 107.0(4) . . ?
C15B C14 H14 109.4 . . ?
C15B C14 C16B 106.6(10) . . ?
C16B C14 H14 109.4 . . ?
C15A C14 H14A 107.9 . . ?
C16A C14 H14A 107.9 . . ?
C16A C14 C15A 115.5(6) . . ?
Rh1 C1 H1 113.9 . . ?
C2 C1 Rh1 71.36(17) . . ?
C2 C1 H1 113.9 . . ?
C2 C1 C8 125.1(3) . . ?
C8 C1 Rh1 111.1(2) . . ?
C8 C1 H1 113.9 . . ?
C7 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C1 C8 C7 113.5(3) . . ?
C1 C8 H8A 108.9 . . ?
C1 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C14 C15B H15A 109.5 . . ?
C14 C15B H15B 109.5 . . ?
C14 C15B H15C 109.5 . . ?
H15A C15B H15B 109.5 . . ?
H15A C15B H15C 109.5 . . ?
H15B C15B H15C 109.5 . . ?
C14 C16B H16A 109.5 . . ?
C14 C16B H16B 109.5 . . ?
C14 C16B H16C 109.5 . . ?
H16A C16B H16B 109.5 . . ?
H16A C16B H16C 109.5 . . ?
H16B C16B H16C 109.5 . . ?
C14 C15A H15D 109.5 . . ?
C14 C15A H15E 109.5 . . ?
C14 C15A H15F 109.5 . . ?
H15D C15A H15E 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
C14 C16A H16D 109.5 . . ?
C14 C16A H16E 109.5 . . ?
C14 C16A H16F 109.5 . . ?
H16D C16A H16E 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?

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 N1 C11 C12 -52.6(4) . . . . ?
Rh1 N1 C11 C13 70.6(4) . . . . ?
Rh1 N1 C9 N2 12.9(3) . . . . ?
Rh1 N1 C9 C10 -169.1(3) . . . . ?
Rh1 N2 C9 N1 -12.8(3) . . . . ?
Rh1 N2 C9 C10 169.2(3) . . . . ?
Rh1 N2 C14 C15B 95.8(12) . . . . ?
Rh1 N2 C14 C16B -21.2(13) . . . . ?
Rh1 N2 C14 C15A 67.1(8) . . . . ?
Rh1 N2 C14 C16A -59.4(6) . . . . ?
Rh1 C6 C5 C4 -103.8(3) . . . . ?
Rh1 C6 C7 C8 -12.7(3) . . . . ?
Rh1 C5 C4 C3 -32.2(3) . . . . ?
Rh1 C2 C3 C4 -10.4(4) . . . . ?
Rh1 C2 C1 C8 -103.1(3) . . . . ?
Rh1 C1 C8 C7 -33.7(4) . . . . ?
C6 C5 C4 C3 50.0(4) . . . . ?
C6 C7 C8 C1 30.3(4) . . . . ?
C5 C6 C7 C8 -93.3(4) . . . . ?
C5 C4 C3 C2 27.7(4) . . . . ?
C11 N1 C9 Rh1 163.2(3) . . . . ?
C11 N1 C9 N2 176.1(3) . . . . ?
C11 N1 C9 C10 -5.9(4) . . . . ?
C9 N1 C11 C12 155.0(3) . . . . ?
C9 N1 C11 C13 -81.8(3) . . . . ?
C9 N2 C14 C15B -119.8(12) . . . . ?
C9 N2 C14 C16B 123.2(12) . . . . ?
C9 N2 C14 C15A -148.5(7) . . . . ?
C9 N2 C14 C16A 85.0(6) . . . . ?
C7 C6 C5 Rh1 105.7(3) . . . . ?
C7 C6 C5 C4 1.8(4) . . . . ?
C2 C1 C8 C7 47.8(5) . . . . ?
C3 C2 C1 Rh1 105.5(3) . . . . ?
C3 C2 C1 C8 2.4(5) . . . . ?
C14 N2 C9 Rh1 -157.6(4) . . . . ?
C14 N2 C9 N1 -170.4(3) . . . . ?
C14 N2 C9 C10 11.6(5) . . . . ?
C1 C2 C3 C4 -91.3(4) . . . . ?

_olex2_date_sample_completion    2022-01-15
_olex2_date_sample_data_collection 2022-11-15
_olex2_date_sample_submission    2022-01-15
_olex2_exptl_crystal_mounting_method 'In perfluorinated oil'
_olex2_submission_original_sample_id MC075
_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 1.778
_oxdiff_exptl_absorpt_empirical_full_min 0.571
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Pentane'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
