# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_456_auto
_database_code_depnum_ccdc_archive 'CCDC 2255081'
loop_
_audit_author_name
_audit_author_address
'Yukatsu Shichibu'
;Hokkaido University
Japan
;
_audit_update_record             
;
2023-04-10 deposited with the CCDC.	2024-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        2,9-di-L-menthoxy-1,10-phenanthroline
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H44 N2 O2'
_chemical_formula_sum            'C32 H44 N2 O2'
_chemical_formula_weight         488.69
_chemical_absolute_cofiguration  syn

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

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'

_cell_length_a                   8.79630(10)
_cell_length_b                   9.51980(10)
_cell_length_c                   34.7853(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2912.89(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7808
_cell_measurement_theta_min      72.1380
_cell_measurement_theta_max      4.6120

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.114
_exptl_crystal_F_000             1064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.530
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84435
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.99a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
  implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scane'
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            10039
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         2.540
_diffrn_reflns_theta_max         72.284
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_point_group_measured_fraction_full 0.965
_reflns_number_total             5380
_reflns_number_gt                5236
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.668
_reflns_Friedel_fraction_max     0.875
_reflns_Friedel_fraction_full    0.919

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.41.99a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.99a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.99a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0563P)²+0.2747P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0028(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 2067 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(12)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         5380
_refine_ls_number_parameters     332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0868
_refine_ls_wR_factor_gt          0.0863
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O26 O 0.35956(12) 0.13428(11) 0.34271(3) 0.0235(2) Uani 1 1 d . . . . .
O15 O 0.65119(13) 0.78318(11) 0.35142(3) 0.0264(3) Uani 1 1 d . . . . .
N11 N 0.63517(14) 0.56836(13) 0.32124(3) 0.0220(3) Uani 1 1 d . . . . .
N10 N 0.51835(14) 0.30347(13) 0.31782(3) 0.0210(3) Uani 1 1 d . . . . .
C2 C 0.68268(17) 0.48282(16) 0.29220(4) 0.0213(3) Uani 1 1 d . . . . .
C9 C 0.46728(17) 0.17473(16) 0.31722(4) 0.0215(3) Uani 1 1 d . . . . .
C1 C 0.62360(17) 0.34104(16) 0.29100(4) 0.0208(3) Uani 1 1 d . . . . .
C3 C 0.78718(18) 0.52635(17) 0.26398(4) 0.0232(3) Uani 1 1 d . . . . .
C14 C 0.68982(17) 0.69590(17) 0.32236(4) 0.0231(3) Uani 1 1 d . . . . .
C7 C 0.61892(18) 0.10842(17) 0.26345(4) 0.0247(3) Uani 1 1 d . . . . .
H7 H 0.652373 0.041831 0.244951 0.030 Uiso 1 1 calc R U . . .
C6 C 0.67637(17) 0.24764(17) 0.26253(4) 0.0233(3) Uani 1 1 d . . . . .
C4 C 0.83701(18) 0.42905(18) 0.23525(4) 0.0261(3) Uani 1 1 d . . . . .
H4 H 0.907521 0.458846 0.216232 0.031 Uiso 1 1 calc R U . . .
C8 C 0.51604(18) 0.06982(16) 0.29072(4) 0.0242(3) Uani 1 1 d . . . . .
H8 H 0.478197 -0.023523 0.292041 0.029 Uiso 1 1 calc R U . . .
C28 C 0.15703(17) 0.20154(16) 0.38566(4) 0.0230(3) Uani 1 1 d . . . . .
H28 H 0.158843 0.104862 0.396897 0.028 Uiso 1 1 calc R U . . .
C27 C 0.31866(17) 0.23536(16) 0.37238(4) 0.0211(3) Uani 1 1 d . . . . .
H27 H 0.320806 0.332139 0.361220 0.025 Uiso 1 1 calc R U . . .
C32 C 0.43346(18) 0.22630(17) 0.40483(4) 0.0252(3) Uani 1 1 d . . . . .
H32A H 0.535688 0.249846 0.394824 0.030 Uiso 1 1 calc R U . . .
H32B H 0.436681 0.128794 0.414691 0.030 Uiso 1 1 calc R U . . .
C12 C 0.83871(18) 0.66720(18) 0.26574(4) 0.0269(3) Uani 1 1 d . . . . .
H12 H 0.906312 0.701972 0.246685 0.032 Uiso 1 1 calc R U . . .
C31 C 0.39376(19) 0.32615(18) 0.43775(4) 0.0272(3) Uani 1 1 d . . . . .
H31 H 0.399109 0.424583 0.427801 0.033 Uiso 1 1 calc R U . . .
C17 C 0.5645(2) 0.81392(17) 0.41623(5) 0.0283(3) Uani 1 1 d . . . . .
H17 H 0.549227 0.915495 0.410001 0.034 Uiso 1 1 calc R U . . .
C16 C 0.53971(18) 0.73185(16) 0.37910(4) 0.0240(3) Uani 1 1 d . . . . .
H16 H 0.557312 0.629601 0.383950 0.029 Uiso 1 1 calc R U . . .
C5 C 0.78503(18) 0.29494(19) 0.23477(4) 0.0263(3) Uani 1 1 d . . . . .
H5 H 0.821218 0.231554 0.215767 0.032 Uiso 1 1 calc R U . . .
C13 C 0.79139(18) 0.75268(18) 0.29472(4) 0.0269(3) Uani 1 1 d . . . . .
H13 H 0.825215 0.847254 0.296396 0.032 Uiso 1 1 calc R U . . .
C30 C 0.2313(2) 0.2983(2) 0.45116(4) 0.0323(4) Uani 1 1 d . . . . .
H30A H 0.203050 0.369176 0.470718 0.039 Uiso 1 1 calc R U . . .
H30B H 0.226795 0.204646 0.463495 0.039 Uiso 1 1 calc R U . . .
C20 C 0.25738(19) 0.71159(18) 0.39111(5) 0.0305(4) Uani 1 1 d . . . . .
H20 H 0.268903 0.609221 0.396855 0.037 Uiso 1 1 calc R U . . .
C21 C 0.38148(19) 0.75279(17) 0.36256(5) 0.0275(3) Uani 1 1 d . . . . .
H21A H 0.370717 0.695440 0.338978 0.033 Uiso 1 1 calc R U . . .
H21B H 0.368379 0.852629 0.355318 0.033 Uiso 1 1 calc R U . . .
C22 C 0.7274(2) 0.7988(2) 0.43214(5) 0.0330(4) Uani 1 1 d . . . . .
H22 H 0.798383 0.819093 0.410387 0.040 Uiso 1 1 calc R U . . .
C33 C 0.04123(18) 0.20023(18) 0.35226(5) 0.0283(3) Uani 1 1 d . . . . .
H33 H 0.079921 0.131461 0.332854 0.034 Uiso 1 1 calc R U . . .
C18 C 0.4397(2) 0.7726(2) 0.44493(5) 0.0346(4) Uani 1 1 d . . . . .
H18A H 0.453365 0.672943 0.452306 0.042 Uiso 1 1 calc R U . . .
H18B H 0.450348 0.830319 0.468445 0.042 Uiso 1 1 calc R U . . .
C29 C 0.11608(18) 0.30339(18) 0.41822(4) 0.0284(3) Uani 1 1 d . . . . .
H29A H 0.111639 0.400146 0.407849 0.034 Uiso 1 1 calc R U . . .
H29B H 0.014031 0.279457 0.428277 0.034 Uiso 1 1 calc R U . . .
C35 C 0.0267(2) 0.3407(2) 0.33180(5) 0.0384(4) Uani 1 1 d . . . . .
H35A H -0.016159 0.410298 0.349488 0.058 Uiso 1 1 calc R U . . .
H35B H -0.040363 0.330348 0.309483 0.058 Uiso 1 1 calc R U . . .
H35C H 0.127335 0.371882 0.323232 0.058 Uiso 1 1 calc R U . . .
C36 C 0.5071(2) 0.3119(2) 0.47072(5) 0.0396(4) Uani 1 1 d . . . . .
H36A H 0.500744 0.217025 0.481527 0.059 Uiso 1 1 calc R U . . .
H36B H 0.483031 0.380924 0.490722 0.059 Uiso 1 1 calc R U . . .
H36C H 0.610181 0.328640 0.461091 0.059 Uiso 1 1 calc R U . . .
C19 C 0.2798(2) 0.7924(2) 0.42854(5) 0.0361(4) Uani 1 1 d . . . . .
H19A H 0.204166 0.759941 0.447652 0.043 Uiso 1 1 calc R U . . .
H19B H 0.261782 0.893610 0.423830 0.043 Uiso 1 1 calc R U . . .
C25 C 0.0996(2) 0.7342(2) 0.37385(6) 0.0407(4) Uani 1 1 d . . . . .
H25A H 0.086913 0.833446 0.367099 0.061 Uiso 1 1 calc R U . . .
H25B H 0.022000 0.707249 0.392679 0.061 Uiso 1 1 calc R U . . .
H25C H 0.088599 0.676380 0.350708 0.061 Uiso 1 1 calc R U . . .
C24 C 0.7605(3) 0.9072(2) 0.46350(6) 0.0508(5) Uani 1 1 d . . . . .
H24A H 0.737423 1.001469 0.453830 0.076 Uiso 1 1 calc R U . . .
H24B H 0.868090 0.902077 0.470708 0.076 Uiso 1 1 calc R U . . .
H24C H 0.697324 0.887373 0.486059 0.076 Uiso 1 1 calc R U . . .
C23 C 0.7649(2) 0.6514(2) 0.44656(6) 0.0415(4) Uani 1 1 d . . . . .
H23A H 0.700811 0.629191 0.468784 0.062 Uiso 1 1 calc R U . . .
H23B H 0.872131 0.647274 0.454113 0.062 Uiso 1 1 calc R U . . .
H23C H 0.745842 0.583160 0.426026 0.062 Uiso 1 1 calc R U . . .
C34 C -0.1147(2) 0.1475(2) 0.36514(6) 0.0442(5) Uani 1 1 d . . . . .
H34A H -0.102601 0.060026 0.379682 0.066 Uiso 1 1 calc R U . . .
H34B H -0.178420 0.130176 0.342528 0.066 Uiso 1 1 calc R U . . .
H34C H -0.163035 0.218449 0.381487 0.066 Uiso 1 1 calc R U . . .


_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
O26 C9 1.3536(18) . ?
O26 C27 1.4564(17) . ?
O15 C14 1.3519(18) . ?
O15 C16 1.4584(18) . ?
N11 C14 1.306(2) . ?
N11 C2 1.3630(19) . ?
N10 C9 1.305(2) . ?
N10 C1 1.3622(19) . ?
C2 C3 1.407(2) . ?
C2 C1 1.447(2) . ?
C9 C8 1.425(2) . ?
C1 C6 1.410(2) . ?
C3 C12 1.417(2) . ?
C3 C4 1.431(2) . ?
C14 C13 1.420(2) . ?
C7 C8 1.362(2) . ?
C7 C6 1.419(2) . ?
C7 H7 0.9500 . ?
C6 C5 1.431(2) . ?
C4 C5 1.356(2) . ?
C4 H4 0.9500 . ?
C8 H8 0.9500 . ?
C28 C27 1.529(2) . ?
C28 C29 1.534(2) . ?
C28 C33 1.545(2) . ?
C28 H28 1.0000 . ?
C27 C32 1.517(2) . ?
C27 H27 1.0000 . ?
C32 C31 1.529(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C12 C13 1.361(2) . ?
C12 H12 0.9500 . ?
C31 C36 1.525(2) . ?
C31 C30 1.526(2) . ?
C31 H31 1.0000 . ?
C17 C16 1.525(2) . ?
C17 C18 1.535(2) . ?
C17 C22 1.542(2) . ?
C17 H17 1.0000 . ?
C16 C21 1.519(2) . ?
C16 H16 1.0000 . ?
C5 H5 0.9500 . ?
C13 H13 0.9500 . ?
C30 C29 1.531(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C20 C19 1.525(2) . ?
C20 C21 1.527(2) . ?
C20 C25 1.528(2) . ?
C20 H20 1.0000 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.526(3) . ?
C22 C24 1.529(3) . ?
C22 H22 1.0000 . ?
C33 C35 1.520(3) . ?
C33 C34 1.528(2) . ?
C33 H33 1.0000 . ?
C18 C19 1.529(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 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
C9 O26 C27 116.69(11) . . ?
C14 O15 C16 117.17(11) . . ?
C14 N11 C2 117.69(13) . . ?
C9 N10 C1 117.99(13) . . ?
N11 C2 C3 122.77(14) . . ?
N11 C2 C1 117.94(13) . . ?
C3 C2 C1 119.28(13) . . ?
N10 C9 O26 119.83(13) . . ?
N10 C9 C8 124.39(14) . . ?
O26 C9 C8 115.78(13) . . ?
N10 C1 C6 122.65(14) . . ?
N10 C1 C2 117.99(13) . . ?
C6 C1 C2 119.36(14) . . ?
C2 C3 C12 117.23(14) . . ?
C2 C3 C4 119.77(14) . . ?
C12 C3 C4 123.00(14) . . ?
N11 C14 O15 120.08(13) . . ?
N11 C14 C13 124.41(14) . . ?
O15 C14 C13 115.51(14) . . ?
C8 C7 C6 120.31(14) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C1 C6 C7 117.13(14) . . ?
C1 C6 C5 119.70(15) . . ?
C7 C6 C5 123.16(14) . . ?
C5 C4 C3 120.96(14) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C7 C8 C9 117.48(14) . . ?
C7 C8 H8 121.3 . . ?
C9 C8 H8 121.3 . . ?
C27 C28 C29 107.96(12) . . ?
C27 C28 C33 112.79(12) . . ?
C29 C28 C33 113.92(13) . . ?
C27 C28 H28 107.3 . . ?
C29 C28 H28 107.3 . . ?
C33 C28 H28 107.3 . . ?
O26 C27 C32 108.99(12) . . ?
O26 C27 C28 107.73(12) . . ?
C32 C27 C28 112.47(12) . . ?
O26 C27 H27 109.2 . . ?
C32 C27 H27 109.2 . . ?
C28 C27 H27 109.2 . . ?
C27 C32 C31 111.71(12) . . ?
C27 C32 H32A 109.3 . . ?
C31 C32 H32A 109.3 . . ?
C27 C32 H32B 109.3 . . ?
C31 C32 H32B 109.3 . . ?
H32A C32 H32B 107.9 . . ?
C13 C12 C3 120.01(14) . . ?
C13 C12 H12 120.0 . . ?
C3 C12 H12 120.0 . . ?
C36 C31 C30 111.49(14) . . ?
C36 C31 C32 111.02(14) . . ?
C30 C31 C32 109.55(14) . . ?
C36 C31 H31 108.2 . . ?
C30 C31 H31 108.2 . . ?
C32 C31 H31 108.2 . . ?
C16 C17 C18 108.48(13) . . ?
C16 C17 C22 112.90(13) . . ?
C18 C17 C22 114.02(14) . . ?
C16 C17 H17 107.0 . . ?
C18 C17 H17 107.0 . . ?
C22 C17 H17 107.0 . . ?
O15 C16 C21 108.79(12) . . ?
O15 C16 C17 106.93(12) . . ?
C21 C16 C17 112.61(13) . . ?
O15 C16 H16 109.5 . . ?
C21 C16 H16 109.5 . . ?
C17 C16 H16 109.5 . . ?
C4 C5 C6 120.87(14) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C12 C13 C14 117.81(15) . . ?
C12 C13 H13 121.1 . . ?
C14 C13 H13 121.1 . . ?
C31 C30 C29 112.68(12) . . ?
C31 C30 H30A 109.1 . . ?
C29 C30 H30A 109.1 . . ?
C31 C30 H30B 109.1 . . ?
C29 C30 H30B 109.1 . . ?
H30A C30 H30B 107.8 . . ?
C19 C20 C21 109.47(15) . . ?
C19 C20 C25 112.45(15) . . ?
C21 C20 C25 110.97(13) . . ?
C19 C20 H20 107.9 . . ?
C21 C20 H20 107.9 . . ?
C25 C20 H20 107.9 . . ?
C16 C21 C20 112.03(13) . . ?
C16 C21 H21A 109.2 . . ?
C20 C21 H21A 109.2 . . ?
C16 C21 H21B 109.2 . . ?
C20 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C23 C22 C24 110.15(16) . . ?
C23 C22 C17 113.85(15) . . ?
C24 C22 C17 111.74(17) . . ?
C23 C22 H22 106.9 . . ?
C24 C22 H22 106.9 . . ?
C17 C22 H22 106.9 . . ?
C35 C33 C34 110.56(15) . . ?
C35 C33 C28 113.60(14) . . ?
C34 C33 C28 111.95(14) . . ?
C35 C33 H33 106.8 . . ?
C34 C33 H33 106.8 . . ?
C28 C33 H33 106.8 . . ?
C19 C18 C17 112.56(14) . . ?
C19 C18 H18A 109.1 . . ?
C17 C18 H18A 109.1 . . ?
C19 C18 H18B 109.1 . . ?
C17 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
C30 C29 C28 112.16(13) . . ?
C30 C29 H29A 109.2 . . ?
C28 C29 H29A 109.2 . . ?
C30 C29 H29B 109.2 . . ?
C28 C29 H29B 109.2 . . ?
H29A C29 H29B 107.9 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C31 C36 H36A 109.5 . . ?
C31 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C31 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C20 C19 C18 112.02(15) . . ?
C20 C19 H19A 109.2 . . ?
C18 C19 H19A 109.2 . . ?
C20 C19 H19B 109.2 . . ?
C18 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 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
C14 N11 C2 C3 0.2(2) . . . . ?
C14 N11 C2 C1 179.46(13) . . . . ?
C1 N10 C9 O26 -178.20(12) . . . . ?
C1 N10 C9 C8 1.1(2) . . . . ?
C27 O26 C9 N10 -6.44(19) . . . . ?
C27 O26 C9 C8 174.24(12) . . . . ?
C9 N10 C1 C6 1.2(2) . . . . ?
C9 N10 C1 C2 -178.66(13) . . . . ?
N11 C2 C1 N10 3.16(19) . . . . ?
C3 C2 C1 N10 -177.58(13) . . . . ?
N11 C2 C1 C6 -176.75(13) . . . . ?
C3 C2 C1 C6 2.5(2) . . . . ?
N11 C2 C3 C12 -2.4(2) . . . . ?
C1 C2 C3 C12 178.35(13) . . . . ?
N11 C2 C3 C4 177.36(14) . . . . ?
C1 C2 C3 C4 -1.9(2) . . . . ?
C2 N11 C14 O15 -177.34(13) . . . . ?
C2 N11 C14 C13 2.1(2) . . . . ?
C16 O15 C14 N11 -4.2(2) . . . . ?
C16 O15 C14 C13 176.27(13) . . . . ?
N10 C1 C6 C7 -2.1(2) . . . . ?
C2 C1 C6 C7 177.81(13) . . . . ?
N10 C1 C6 C5 178.82(13) . . . . ?
C2 C1 C6 C5 -1.3(2) . . . . ?
C8 C7 C6 C1 0.7(2) . . . . ?
C8 C7 C6 C5 179.74(14) . . . . ?
C2 C3 C4 C5 0.0(2) . . . . ?
C12 C3 C4 C5 179.73(14) . . . . ?
C6 C7 C8 C9 1.4(2) . . . . ?
N10 C9 C8 C7 -2.4(2) . . . . ?
O26 C9 C8 C7 176.91(13) . . . . ?
C9 O26 C27 C32 -82.61(15) . . . . ?
C9 O26 C27 C28 155.08(12) . . . . ?
C29 C28 C27 O26 177.43(11) . . . . ?
C33 C28 C27 O26 -55.80(16) . . . . ?
C29 C28 C27 C32 57.30(16) . . . . ?
C33 C28 C27 C32 -175.94(13) . . . . ?
O26 C27 C32 C31 -177.86(12) . . . . ?
C28 C27 C32 C31 -58.46(17) . . . . ?
C2 C3 C12 C13 2.4(2) . . . . ?
C4 C3 C12 C13 -177.40(14) . . . . ?
C27 C32 C31 C36 177.97(14) . . . . ?
C27 C32 C31 C30 54.40(17) . . . . ?
C14 O15 C16 C21 -81.86(15) . . . . ?
C14 O15 C16 C17 156.26(13) . . . . ?
C18 C17 C16 O15 174.82(13) . . . . ?
C22 C17 C16 O15 -57.79(16) . . . . ?
C18 C17 C16 C21 55.38(17) . . . . ?
C22 C17 C16 C21 -177.24(13) . . . . ?
C3 C4 C5 C6 1.3(2) . . . . ?
C1 C6 C5 C4 -0.6(2) . . . . ?
C7 C6 C5 C4 -179.66(14) . . . . ?
C3 C12 C13 C14 -0.3(2) . . . . ?
N11 C14 C13 C12 -2.1(2) . . . . ?
O15 C14 C13 C12 177.37(13) . . . . ?
C36 C31 C30 C29 -176.66(15) . . . . ?
C32 C31 C30 C29 -53.37(19) . . . . ?
O15 C16 C21 C20 -175.75(13) . . . . ?
C17 C16 C21 C20 -57.39(17) . . . . ?
C19 C20 C21 C16 55.07(18) . . . . ?
C25 C20 C21 C16 179.77(15) . . . . ?
C16 C17 C22 C23 -67.74(18) . . . . ?
C18 C17 C22 C23 56.7(2) . . . . ?
C16 C17 C22 C24 166.69(15) . . . . ?
C18 C17 C22 C24 -68.9(2) . . . . ?
C27 C28 C33 C35 -61.45(18) . . . . ?
C29 C28 C33 C35 62.07(18) . . . . ?
C27 C28 C33 C34 172.45(15) . . . . ?
C29 C28 C33 C34 -64.03(19) . . . . ?
C16 C17 C18 C19 -54.73(19) . . . . ?
C22 C17 C18 C19 178.53(15) . . . . ?
C31 C30 C29 C28 55.74(19) . . . . ?
C27 C28 C29 C30 -55.49(17) . . . . ?
C33 C28 C29 C30 178.40(13) . . . . ?
C21 C20 C19 C18 -54.45(19) . . . . ?
C25 C20 C19 C18 -178.28(15) . . . . ?
C17 C18 C19 C20 56.1(2) . . . . ?

_refine_diff_density_max         0.194
_refine_diff_density_min         -0.143
_refine_diff_density_rms         0.031






