# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_3-ENR
_audit_block_doi                 10.5517/ccdc.csd.cc26038m
_database_code_depnum_ccdc_archive 'CCDC 2025889'
loop_
_audit_author_name
_audit_author_address
'Brendan Twamley'
;TCD
Republic of Ireland
;
_audit_update_record             
;
2020-09-28 deposited with the CCDC.	2021-09-07 downloaded from the CCDC.
;

###original name tcd1522

_audit_creation_date             2020-09-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H18 N2 O2, 0.5(C Cl3 D)'
_chemical_formula_sum            'C22.50 H18 Cl1.50 D0.50 N2 O2'
_chemical_formula_weight         402.57
_chemical_melting_point          ?
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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
D D 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'

_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                   6.8660(2)
_cell_length_b                   11.8472(4)
_cell_length_c                   12.7971(5)
_cell_angle_alpha                69.308(2)
_cell_angle_beta                 80.513(2)
_cell_angle_gamma                79.885(2)
_cell_volume                     952.68(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4946
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.34
_cell_measurement_theta_min      3.72
_shelx_estimated_absorpt_T_max   0.903
_shelx_estimated_absorpt_T_min   0.782
_exptl_absorpt_coefficient_mu    2.592
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6480
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0654 before and 0.0284 after correction. The Ratio of minimum to maximum transmission is 0.6575. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             418
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15804
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.393
_diffrn_reflns_theta_min         3.715
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_detector       APEX2
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2621
_reflns_number_total             3487
_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       'SAINT v8.38A (Bruker, 2016)'
_computing_data_collection       'APEX 3 (Bruker, 2017) '
_computing_data_reduction        'SAINT v8.37A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_refine_diff_density_max         0.727
_refine_diff_density_min         -0.623
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         3487
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0724
_refine_ls_restrained_S_all      1.099
_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)+(0.1219P)²+0.6204P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2083
_refine_ls_wR_factor_ref         0.2239
_refine_special_details          
'Half occupied CDCl3 over an inversion modelled with a rigid group.'
_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. Others
 Fixed Sof: Cl2S(0.5) C1S(0.5) D1S(0.5) Cl1S(0.5) Cl3S(0.5)
3.a Free rotating group:
 Cl2S(C1S,Cl1S,Cl3S)
3.b Ternary CH refined with riding coordinates:
 C1S(D1S)
3.c Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C25(H25A,H25B)
3.d Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C8(H8), C12(H12), C14(H14), C15(H15), C20(H20)
3.e Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C26(H26A,H26B,H26C)
3.f :
 C1(H1)
;
_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
C1 C 0.9310(4) 0.6541(2) -0.1697(2) 0.0345(6) Uani 1 1 d . . . . .
H1 H 1.049675 0.658082 -0.220199 0.041 Uiso 1 1 calc R . . . .
C2 C 0.7823(4) 0.6490(2) -0.1065(2) 0.0306(6) Uani 1 1 d . . . . .
C3 C 0.6068(4) 0.6398(2) -0.0263(2) 0.0295(6) Uani 1 1 d . . . . .
C4 C 0.4202(4) 0.6999(2) -0.0603(2) 0.0308(6) Uani 1 1 d . . . . .
H4 H 0.408561 0.746911 -0.136966 0.037 Uiso 1 1 calc R . . . .
C5 C 0.2541(4) 0.6905(2) 0.0181(2) 0.0305(6) Uani 1 1 d . . . . .
H5 H 0.128464 0.731534 -0.004946 0.037 Uiso 1 1 calc R . . . .
C6 C 0.2690(4) 0.6214(2) 0.1305(2) 0.0279(6) Uani 1 1 d . . . . .
C7 C 0.0884(4) 0.6165(2) 0.2138(2) 0.0284(6) Uani 1 1 d . . . . .
C8 C 0.1091(4) 0.5416(2) 0.3286(2) 0.0287(6) Uani 1 1 d . . . . .
H8 H -0.004235 0.534919 0.383177 0.034 Uiso 1 1 calc R . . . .
C9 C 0.2868(4) 0.4809(2) 0.3599(2) 0.0279(6) Uani 1 1 d . . . . .
O10 O 0.2960(3) 0.41284(16) 0.47132(15) 0.0306(5) Uani 1 1 d . . . . .
C11 C 0.4764(4) 0.3517(2) 0.5062(2) 0.0290(6) Uani 1 1 d . . . . .
C12 C 0.4790(4) 0.2879(2) 0.6194(2) 0.0293(6) Uani 1 1 d . . . . .
H12 H 0.360886 0.288508 0.669801 0.035 Uiso 1 1 calc R . . . .
C13 C 0.6597(4) 0.2213(2) 0.6599(2) 0.0296(6) Uani 1 1 d . . . . .
C14 C 0.8311(4) 0.2231(3) 0.5795(2) 0.0337(6) Uani 1 1 d . . . . .
H14 H 0.953548 0.177803 0.603913 0.040 Uiso 1 1 calc R . . . .
C15 C 0.8224(4) 0.2887(2) 0.4685(2) 0.0332(6) Uani 1 1 d . . . . .
H15 H 0.939954 0.289267 0.417485 0.040 Uiso 1 1 calc R . . . .
C16 C 0.6443(4) 0.3553(2) 0.4272(2) 0.0305(6) Uani 1 1 d . . . . .
N17 N 0.6384(3) 0.4211(2) 0.31462(19) 0.0298(5) Uani 1 1 d . . . . .
C18 C 0.4684(4) 0.4827(2) 0.2824(2) 0.0273(6) Uani 1 1 d . . . . .
C19 C 0.4534(4) 0.5583(2) 0.1643(2) 0.0277(6) Uani 1 1 d . . . . .
C20 C 0.6215(4) 0.5696(2) 0.0853(2) 0.0288(6) Uani 1 1 d . . . . .
H20 H 0.747328 0.528890 0.108299 0.035 Uiso 1 1 calc R . . . .
O21 O -0.0718(3) 0.67737(17) 0.18463(16) 0.0342(5) Uani 1 1 d . . . . .
N22 N 0.6696(3) 0.1601(2) 0.77192(19) 0.0307(5) Uani 1 1 d . . . . .
C23 C 0.8547(4) 0.0913(3) 0.8146(2) 0.0347(6) Uani 1 1 d . . . . .
H23A H 0.851885 0.088020 0.893223 0.042 Uiso 1 1 calc R . . . .
H23B H 0.967027 0.135249 0.769765 0.042 Uiso 1 1 calc R . . . .
C24 C 0.8930(5) -0.0377(3) 0.8116(3) 0.0514(9) Uani 1 1 d . . . . .
H24A H 0.892232 -0.035818 0.734484 0.077 Uiso 1 1 calc GR . . . .
H24B H 0.788577 -0.084247 0.860909 0.077 Uiso 1 1 calc GR . . . .
H24C H 1.022858 -0.076213 0.837397 0.077 Uiso 1 1 calc GR . . . .
C25 C 0.4903(4) 0.1474(3) 0.8519(2) 0.0331(6) Uani 1 1 d . . . . .
H25A H 0.406214 0.227253 0.835796 0.040 Uiso 1 1 calc R . . . .
H25B H 0.529018 0.124281 0.928633 0.040 Uiso 1 1 calc R . . . .
C26 C 0.3679(4) 0.0537(3) 0.8492(3) 0.0405(7) Uani 1 1 d . . . . .
H26A H 0.328005 0.076000 0.773661 0.061 Uiso 1 1 calc GR . . . .
H26B H 0.248915 0.051012 0.903668 0.061 Uiso 1 1 calc GR . . . .
H26C H 0.447850 -0.026518 0.868474 0.061 Uiso 1 1 calc GR . . . .
Cl2S Cl 0.3228(5) -0.0466(2) 0.60389(17) 0.1065(11) Uani 0.5 1 d . . P A -1
C1S C 0.4879(3) 0.05036(17) 0.50581(16) 0.095(3) Uani 0.5 1 d G . P A -1
D1S D 0.515972 0.108170 0.540909 0.114 Uiso 0.5 1 calc R . P A -1
Cl1S Cl 0.3774(3) 0.13772(18) 0.38114(14) 0.0715(6) Uani 0.5 1 d G . P A -1
Cl3S Cl 0.7181(3) -0.0336(3) 0.4758(3) 0.1425(19) Uani 0.5 1 d G . P A -1


_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
C1 H1 0.9500 . ?
C1 C2 1.190(4) . ?
C2 C3 1.440(4) . ?
C3 C4 1.408(4) . ?
C3 C20 1.386(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.381(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(4) . ?
C6 C7 1.491(4) . ?
C6 C19 1.403(4) . ?
C7 C8 1.439(4) . ?
C7 O21 1.239(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.348(4) . ?
C9 O10 1.373(3) . ?
C9 C18 1.458(4) . ?
O10 C11 1.377(3) . ?
C11 C12 1.379(4) . ?
C11 C16 1.399(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.418(4) . ?
C13 C14 1.427(4) . ?
C13 N22 1.365(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.364(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.405(4) . ?
C16 N17 1.378(4) . ?
N17 C18 1.309(3) . ?
C18 C19 1.471(4) . ?
C19 C20 1.395(4) . ?
C20 H20 0.9500 . ?
N22 C23 1.459(3) . ?
N22 C25 1.459(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.517(4) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.518(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
Cl2S C1S 1.7745 . ?
C1S D1S 1.0000 . ?
C1S Cl1S 1.7745 . ?
C1S Cl3S 1.7754 . ?

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
C2 C1 H1 180.0 . . ?
C1 C2 C3 177.7(3) . . ?
C4 C3 C2 120.8(2) . . ?
C20 C3 C2 119.6(2) . . ?
C20 C3 C4 119.6(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.8(2) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C7 119.4(2) . . ?
C5 C6 C19 119.8(2) . . ?
C19 C6 C7 120.8(2) . . ?
C8 C7 C6 117.6(2) . . ?
O21 C7 C6 120.6(2) . . ?
O21 C7 C8 121.8(2) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 121.0(2) . . ?
C9 C8 H8 119.5 . . ?
C8 C9 O10 117.8(2) . . ?
C8 C9 C18 123.8(2) . . ?
O10 C9 C18 118.4(2) . . ?
C9 O10 C11 119.1(2) . . ?
O10 C11 C12 116.8(2) . . ?
O10 C11 C16 119.6(2) . . ?
C12 C11 C16 123.5(2) . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.4(2) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C14 117.4(2) . . ?
N22 C13 C12 121.0(2) . . ?
N22 C13 C14 121.5(2) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.3(3) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 H15 119.1 . . ?
C14 C15 C16 121.9(3) . . ?
C16 C15 H15 119.1 . . ?
C11 C16 C15 116.5(3) . . ?
N17 C16 C11 122.4(2) . . ?
N17 C16 C15 121.0(2) . . ?
C18 N17 C16 117.7(2) . . ?
C9 C18 C19 116.8(2) . . ?
N17 C18 C9 122.7(2) . . ?
N17 C18 C19 120.5(2) . . ?
C6 C19 C18 119.9(2) . . ?
C20 C19 C6 119.4(2) . . ?
C20 C19 C18 120.7(2) . . ?
C3 C20 C19 120.6(2) . . ?
C3 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C13 N22 C23 121.6(2) . . ?
C13 N22 C25 121.1(2) . . ?
C25 N22 C23 116.8(2) . . ?
N22 C23 H23A 108.7 . . ?
N22 C23 H23B 108.7 . . ?
N22 C23 C24 114.3(2) . . ?
H23A C23 H23B 107.6 . . ?
C24 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N22 C25 H25A 108.8 . . ?
N22 C25 H25B 108.8 . . ?
N22 C25 C26 113.8(2) . . ?
H25A C25 H25B 107.7 . . ?
C26 C25 H25A 108.8 . . ?
C26 C25 H25B 108.8 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Cl2S C1S D1S 107.7 . . ?
Cl2S C1S Cl3S 111.2 . . ?
Cl1S C1S Cl2S 111.2 . . ?
Cl1S C1S D1S 107.7 . . ?
Cl1S C1S Cl3S 111.3 . . ?
Cl3S C1S D1S 107.7 . . ?

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
C1 H1 N17 0.95 2.48 3.378(4) 157 2_765 yes
C23 H23B O21 0.99 2.72 3.346(3) 122 2_666 yes
C25 H25A O21 0.99 2.39 3.232(3) 143 2_566 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
C2 C3 C4 C5 -179.6(2) . . . . ?
C2 C3 C20 C19 -179.4(2) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C4 C3 C20 C19 -0.1(4) . . . . ?
C4 C5 C6 C7 177.9(2) . . . . ?
C4 C5 C6 C19 -1.5(4) . . . . ?
C5 C6 C7 C8 178.5(2) . . . . ?
C5 C6 C7 O21 -3.2(4) . . . . ?
C5 C6 C19 C18 -178.3(2) . . . . ?
C5 C6 C19 C20 2.6(4) . . . . ?
C6 C7 C8 C9 1.7(4) . . . . ?
C6 C19 C20 C3 -1.8(4) . . . . ?
C7 C6 C19 C18 2.2(4) . . . . ?
C7 C6 C19 C20 -176.8(2) . . . . ?
C7 C8 C9 O10 178.9(2) . . . . ?
C7 C8 C9 C18 -1.6(4) . . . . ?
C8 C9 O10 C11 -178.7(2) . . . . ?
C8 C9 C18 N17 -178.7(2) . . . . ?
C8 C9 C18 C19 1.6(4) . . . . ?
C9 O10 C11 C12 178.0(2) . . . . ?
C9 O10 C11 C16 -3.0(4) . . . . ?
C9 C18 C19 C6 -1.9(4) . . . . ?
C9 C18 C19 C20 177.2(2) . . . . ?
O10 C9 C18 N17 0.8(4) . . . . ?
O10 C9 C18 C19 -178.9(2) . . . . ?
O10 C11 C12 C13 178.8(2) . . . . ?
O10 C11 C16 C15 -178.6(2) . . . . ?
O10 C11 C16 N17 1.8(4) . . . . ?
C11 C12 C13 C14 -0.7(4) . . . . ?
C11 C12 C13 N22 178.0(2) . . . . ?
C11 C16 N17 C18 0.7(4) . . . . ?
C12 C11 C16 C15 0.4(4) . . . . ?
C12 C11 C16 N17 -179.2(2) . . . . ?
C12 C13 C14 C15 1.5(4) . . . . ?
C12 C13 N22 C23 180.0(2) . . . . ?
C12 C13 N22 C25 8.2(4) . . . . ?
C13 C14 C15 C16 -1.4(4) . . . . ?
C13 N22 C23 C24 -85.4(3) . . . . ?
C13 N22 C25 C26 76.0(3) . . . . ?
C14 C13 N22 C23 -1.4(4) . . . . ?
C14 C13 N22 C25 -173.1(2) . . . . ?
C14 C15 C16 C11 0.4(4) . . . . ?
C14 C15 C16 N17 180.0(2) . . . . ?
C15 C16 N17 C18 -178.8(2) . . . . ?
C16 C11 C12 C13 -0.2(4) . . . . ?
C16 N17 C18 C9 -2.0(4) . . . . ?
C16 N17 C18 C19 177.7(2) . . . . ?
N17 C18 C19 C6 178.4(2) . . . . ?
N17 C18 C19 C20 -2.5(4) . . . . ?
C18 C9 O10 C11 1.7(3) . . . . ?
C18 C19 C20 C3 179.2(2) . . . . ?
C19 C6 C7 C8 -2.1(4) . . . . ?
C19 C6 C7 O21 176.2(2) . . . . ?
C20 C3 C4 C5 1.2(4) . . . . ?
O21 C7 C8 C9 -176.6(2) . . . . ?
N22 C13 C14 C15 -177.2(2) . . . . ?
C23 N22 C25 C26 -96.1(3) . . . . ?
C25 N22 C23 C24 86.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_Ru-3ENR
_audit_block_doi                 10.5517/ccdc.csd.cc26039n
_database_code_depnum_ccdc_archive 'CCDC 2025890'
loop_
_audit_author_name
_audit_author_address
'Brendan Twamley'
;TCD
Republic of Ireland
;
_audit_update_record             
;
2020-08-28 deposited with the CCDC.	2021-09-07 downloaded from the CCDC.
;

###original name tcd1425

_audit_creation_date             2020-01-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C52 H40 N8 O2 Ru, 2(F6 P), C2 H3 N'
_chemical_formula_sum            'C54 H43 F12 N9 O2 P2 Ru'
_chemical_formula_weight         1240.98
_chemical_melting_point          ?
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'
F F 0.0727 0.0534 '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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.2960 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.7948(8)
_cell_length_b                   23.8482(11)
_cell_length_c                   12.7119(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.422(3)
_cell_angle_gamma                90
_cell_volume                     5389.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4377
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      49.59
_cell_measurement_theta_min      2.49
_shelx_estimated_absorpt_T_max   0.896
_shelx_estimated_absorpt_T_min   0.623
_exptl_absorpt_coefficient_mu    3.732
_exptl_absorpt_correction_T_max  0.7510
_exptl_absorpt_correction_T_min  0.6095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Krause, 2015) was used for absorption correction. wR2(int) was 0.0854 before and 0.0722 after correction. The Ratio of minimum to maximum transmission is 0.8116. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2512
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1359
_diffrn_reflns_av_unetI/netI     0.0865
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            43571
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        55.938
_diffrn_reflns_theta_max         55.938
_diffrn_reflns_theta_min         2.485
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 Kappa Duo'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_detector       APEX2
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4081
_reflns_number_total             6998
_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       'SAINT v8.38A (Bruker, 2016)'
_computing_data_collection       'APEX 3 (Bruker, 2017) '
_computing_data_reduction        'SAINT v8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.919
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     835
_refine_ls_number_reflns         6998
_refine_ls_number_restraints     738
_refine_ls_R_factor_all          0.1547
_refine_ls_R_factor_gt           0.0951
_refine_ls_restrained_S_all      0.995
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1808P)²+12.6653P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2573
_refine_ls_wR_factor_ref         0.3078
_refine_special_details          
'Weakly diffracting very small sample with long exposures, run at LT. Diffraction limit d = 0.93 Angstroms. Disorder: ethyl groups (part of the diethylamino group) are disordered over two locations with occupancies of 56:44 and 78:22% and modelled with geometric (SADI and part of a general carbon RIGU)  restraints. Displacement restraints (SIMU, ISOR) used for some bipy atoms and again the carbons are all modelled with enhanced rigid bond restraints (RIGU). Acetonitrile groups and disordered PF6 modelled using rigid groups.'
_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
 C31-C30 \\sim C19-C18 \\sim C7-C6
 with sigma of 0.01
 N58-C59A \\sim N58-C59 \\sim N58-C61 \\sim N58-C61A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
P2 \\sim F7 \\sim F8 \\sim F9 \\sim F10 \\sim F11 \\sim F12: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
P2 \\sim P4 \\sim F7A \\sim F8A \\sim F9A \\sim F10A \\sim F11A \\sim F12A
\\sim F7 \\sim F8 \\sim F9 \\sim F10 \\sim F11 \\sim F12: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02
C21 \\sim C22 \\sim C23 \\sim C19 \\sim C20 \\sim N24: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
C59A \\sim C60A \\sim C59 \\sim C60: within 2A with sigma of 0.02 and sigma for
terminal atoms of 0.04
C61A \\sim C62A \\sim C61 \\sim C62: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
N66 \\sim C67 \\sim C68: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
N63 \\sim C64 \\sim C65: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
Uanis(N12) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C10)
\\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C7) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
Uanis(N12) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C9)
\\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C7) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(N24) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C21)
\\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C23) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C14, C15, C16, C17, C18, C19, C20,
 C21, C22, C23, C26, C27, C28, C29, C30, C31, C32, C33, C34, C35, C37, C38, C39,
  C40, C41, C42, C44, C45, C47, C48, C49, C50, C51, C52, C54, C55, C56, C57,
 C59A, C60A, C61A, C62A, C64, C65, C67, C68, C59, C60, C61, C62
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(P4)=Sof(F7A)=Sof(F8A)=Sof(F9A)=Sof(F10A)=Sof(F11A)=Sof(F12A)=1-FVAR(1)
 Sof(P2)=Sof(F7)=Sof(F8)=Sof(F9)=Sof(F10)=Sof(F11)=Sof(F12)=FVAR(1)
 Sof(C59A)=Sof(H59A)=Sof(H59B)=Sof(C60A)=Sof(H60A)=Sof(H60B)=Sof(H60C)=1-FVAR(2)
 Sof(C59)=Sof(H59C)=Sof(H59D)=Sof(C60)=Sof(H60D)=Sof(H60E)=Sof(H60F)=FVAR(2)
 Sof(C61A)=Sof(H61A)=Sof(H61B)=Sof(C62A)=Sof(H62A)=Sof(H62B)=Sof(H62C)=1-FVAR(3)
 Sof(C61)=Sof(H61C)=Sof(H61D)=Sof(C62)=Sof(H62D)=Sof(H62E)=Sof(H62F)=FVAR(3)
 Fixed Sof: N63(0.5) C64(0.5) C65(0.5) H65A(0.5) H65B(0.5) H65C(0.5) N66(0.5)
 C67(0.5) C68(0.5) H68A(0.5) H68B(0.5) H68C(0.5)
6.a Free rotating group:
 P4(F7A,F8A,F9A,F10A,F11A,F12A), N63(C64,C65), N66(C67,C68)
6.b Secondary CH2 refined with riding coordinates:
 C59A(H59A,H59B), C61A(H61A,H61B), C59(H59C,H59D), C61(H61C,H61D)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C16(H16), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26),
  C27(H27), C28(H28), C29(H29), C32(H32), C33(H33), C35(H35), C40(H40),
 C44(H44), C48(H48), C50(H50), C51(H51), C56(H56), C57(H57)
6.d Idealised Me refined as rotating group:
 C60A(H60A,H60B,H60C), C62A(H62A,H62B,H62C), C65(H65A,H65B,H65C), C68(H68A,
 H68B,H68C), C60(H60D,H60E,H60F), C62(H62D,H62E,H62F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_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
Ru1 Ru 0.27963(6) 0.58936(4) 0.24023(7) 0.0717(4) Uani 1 1 d . . . . .
O43 O 0.5455(6) 0.8723(4) 0.8790(7) 0.095(3) Uani 1 1 d . . . . .
O46 O 0.6900(4) 0.7777(3) 1.1402(6) 0.078(2) Uani 1 1 d . . . . .
N1 N 0.3761(6) 0.5853(4) 0.1592(10) 0.087(3) Uani 1 1 d . . . . .
N12 N 0.3451(7) 0.5362(4) 0.3390(7) 0.083(3) Uani 1 1 d . U . . .
N13 N 0.2350(6) 0.5176(4) 0.1736(8) 0.076(3) Uani 1 1 d . . . . .
N24 N 0.1879(7) 0.5816(5) 0.3288(9) 0.094(3) Uani 1 1 d . U . . .
N25 N 0.2266(5) 0.6460(4) 0.1385(8) 0.075(3) Uani 1 1 d . . . . .
N36 N 0.3130(6) 0.6652(4) 0.3051(8) 0.075(3) Uani 1 1 d . . . . .
N53 N 0.6471(6) 0.6757(4) 1.0467(8) 0.073(3) Uani 1 1 d . . . . .
N58 N 0.8240(8) 0.6842(5) 1.4208(11) 0.115(4) Uani 1 1 d D . . . .
C2 C 0.3949(10) 0.6140(7) 0.0798(14) 0.118(6) Uani 1 1 d . U . . .
H2 H 0.360137 0.641541 0.054285 0.142 Uiso 1 1 calc R . . . .
C3 C 0.4593(9) 0.6091(8) 0.0289(14) 0.118(6) Uani 1 1 d . U . . .
H3 H 0.466260 0.630696 -0.032714 0.142 Uiso 1 1 calc R . . . .
C4 C 0.5129(10) 0.5747(8) 0.0631(14) 0.122(6) Uani 1 1 d . U . . .
H4 H 0.557397 0.569263 0.025616 0.147 Uiso 1 1 calc R . . . .
C5 C 0.5010(9) 0.5471(7) 0.1564(13) 0.107(5) Uani 1 1 d . U . . .
H5 H 0.539511 0.524429 0.188441 0.128 Uiso 1 1 calc R . . . .
C6 C 0.4338(8) 0.5526(5) 0.2018(10) 0.087(3) Uani 1 1 d D U . . .
C7 C 0.4129(8) 0.5236(5) 0.3010(9) 0.084(3) Uani 1 1 d D U . . .
C8 C 0.4642(9) 0.4841(6) 0.3490(12) 0.101(4) Uani 1 1 d . U . . .
H8 H 0.510357 0.474009 0.319374 0.121 Uiso 1 1 calc R . . . .
C9 C 0.4409(10) 0.4626(7) 0.4405(12) 0.108(4) Uani 1 1 d . U . . .
H9 H 0.473013 0.436396 0.476440 0.130 Uiso 1 1 calc R . . . .
C10 C 0.3745(8) 0.4756(6) 0.4850(11) 0.091(4) Uani 1 1 d . U . . .
H10 H 0.361116 0.459951 0.550231 0.109 Uiso 1 1 calc R . . . .
C11 C 0.3263(10) 0.5142(6) 0.4283(12) 0.104(4) Uani 1 1 d . U . . .
H11 H 0.279454 0.524014 0.456344 0.124 Uiso 1 1 calc R . . . .
C14 C 0.2660(9) 0.4880(6) 0.0978(10) 0.094(4) Uani 1 1 d . U . . .
H14 H 0.310733 0.500435 0.066987 0.113 Uiso 1 1 calc R . . . .
C15 C 0.2298(11) 0.4362(7) 0.0633(11) 0.106(4) Uani 1 1 d . U . . .
H15 H 0.250754 0.413415 0.010707 0.127 Uiso 1 1 calc R . . . .
C16 C 0.1667(12) 0.4219(8) 0.1074(13) 0.121(5) Uani 1 1 d . U . . .
H16 H 0.142625 0.388280 0.084244 0.146 Uiso 1 1 calc R . . . .
C17 C 0.1354(9) 0.4506(6) 0.1802(12) 0.102(4) Uani 1 1 d . U . . .
H17 H 0.089953 0.438517 0.209751 0.122 Uiso 1 1 calc R . . . .
C18 C 0.1709(8) 0.4995(6) 0.2129(11) 0.090(4) Uani 1 1 d D U . . .
C19 C 0.1440(9) 0.5333(7) 0.3041(11) 0.103(3) Uani 1 1 d D U . . .
C20 C 0.0778(10) 0.5233(7) 0.3595(13) 0.116(4) Uani 1 1 d . U . . .
H20 H 0.045840 0.492836 0.339367 0.140 Uiso 1 1 calc R . . . .
C21 C 0.0590(11) 0.5580(8) 0.4439(14) 0.127(4) Uani 1 1 d . U . . .
H21 H 0.015163 0.550896 0.481979 0.153 Uiso 1 1 calc R . . . .
C22 C 0.1045(11) 0.6016(8) 0.4697(15) 0.126(4) Uani 1 1 d . U . . .
H22 H 0.094696 0.625257 0.527629 0.151 Uiso 1 1 calc R . . . .
C23 C 0.1683(10) 0.6109(8) 0.4065(13) 0.117(4) Uani 1 1 d . U . . .
H23 H 0.199031 0.642302 0.424648 0.140 Uiso 1 1 calc R . . . .
C26 C 0.1840(7) 0.6306(6) 0.0538(11) 0.089(4) Uani 1 1 d . U . . .
H26 H 0.177585 0.591955 0.037654 0.106 Uiso 1 1 calc R . . . .
C27 C 0.1492(8) 0.6709(6) -0.0107(12) 0.095(4) Uani 1 1 d . U . . .
H27 H 0.118614 0.660187 -0.070305 0.114 Uiso 1 1 calc R . . . .
C28 C 0.1599(8) 0.7265(6) 0.0135(12) 0.099(4) Uani 1 1 d . U . . .
H28 H 0.137500 0.754408 -0.030911 0.119 Uiso 1 1 calc R . . . .
C29 C 0.2026(7) 0.7422(6) 0.1010(11) 0.084(3) Uani 1 1 d . U . . .
H29 H 0.207980 0.780622 0.119916 0.100 Uiso 1 1 calc R . . . .
C30 C 0.2370(7) 0.7011(5) 0.1600(9) 0.075(3) Uani 1 1 d D U . . .
C31 C 0.2852(6) 0.7117(5) 0.2575(9) 0.072(3) Uani 1 1 d D U . . .
C32 C 0.3015(8) 0.7651(6) 0.2938(10) 0.083(3) Uani 1 1 d . U . . .
H32 H 0.282666 0.797230 0.257418 0.099 Uiso 1 1 calc R . . . .
C33 C 0.3462(8) 0.7702(5) 0.3848(10) 0.081(3) Uani 1 1 d . U . . .
H33 H 0.358522 0.806378 0.411437 0.098 Uiso 1 1 calc R . . . .
C34 C 0.3733(7) 0.7230(5) 0.4378(9) 0.075(3) Uani 1 1 d . U . . .
C35 C 0.3562(7) 0.6696(5) 0.3943(9) 0.078(3) Uani 1 1 d . U . . .
H35 H 0.375214 0.636773 0.428271 0.094 Uiso 1 1 calc R . . . .
C37 C 0.4195(7) 0.7260(5) 0.5330(10) 0.075(3) Uani 1 1 d . U . . .
C38 C 0.4551(7) 0.7251(5) 0.6127(9) 0.070(3) Uani 1 1 d . U . . .
C39 C 0.5014(7) 0.7252(6) 0.7083(9) 0.074(3) Uani 1 1 d . U . . .
C40 C 0.5183(7) 0.7754(5) 0.7633(9) 0.072(3) Uani 1 1 d . U . . .
H40 H 0.501046 0.810336 0.735428 0.086 Uiso 1 1 calc R . . . .
C41 C 0.5596(6) 0.7738(5) 0.8570(9) 0.067(3) Uani 1 1 d . U . . .
C42 C 0.5734(8) 0.8284(6) 0.9127(10) 0.077(3) Uani 1 1 d . U . . .
C44 C 0.6227(7) 0.8256(5) 1.0079(10) 0.077(3) Uani 1 1 d . U . . .
H44 H 0.637962 0.859211 1.042655 0.092 Uiso 1 1 calc R . . . .
C45 C 0.6467(7) 0.7755(5) 1.0467(10) 0.075(3) Uani 1 1 d . U . . .
C47 C 0.7109(7) 0.7287(5) 1.1875(10) 0.071(3) Uani 1 1 d . U . . .
C48 C 0.7565(7) 0.7331(6) 1.2785(11) 0.083(3) Uani 1 1 d . U . . .
H48 H 0.772821 0.768491 1.304930 0.100 Uiso 1 1 calc R . . . .
C49 C 0.7778(8) 0.6820(6) 1.3309(11) 0.090(4) Uani 1 1 d . U . . .
C50 C 0.7512(9) 0.6305(6) 1.2876(11) 0.095(4) Uani 1 1 d . U . . .
H50 H 0.763337 0.596398 1.323005 0.114 Uiso 1 1 calc R . . . .
C51 C 0.7096(8) 0.6291(6) 1.1987(11) 0.089(4) Uani 1 1 d . U . . .
H51 H 0.693653 0.593692 1.171812 0.106 Uiso 1 1 calc R . . . .
C52 C 0.6877(7) 0.6779(5) 1.1416(10) 0.074(3) Uani 1 1 d . U . . .
C54 C 0.6292(7) 0.7226(5) 1.0015(9) 0.067(3) Uani 1 1 d . U . . .
C55 C 0.5868(6) 0.7230(5) 0.8993(9) 0.066(3) Uani 1 1 d . U . . .
C56 C 0.5715(8) 0.6737(5) 0.8432(9) 0.077(3) Uani 1 1 d . U . . .
H56 H 0.590789 0.638971 0.869214 0.092 Uiso 1 1 calc R . . . .
C57 C 0.5294(8) 0.6749(5) 0.7520(10) 0.082(3) Uani 1 1 d . U . . .
H57 H 0.518437 0.640683 0.716440 0.098 Uiso 1 1 calc R . . . .
C59A C 0.8813(17) 0.7295(13) 1.424(3) 0.097(9) Uani 0.44(3) 1 d D U P A 2
H59A H 0.931269 0.716569 1.451560 0.116 Uiso 0.44(3) 1 calc R . P A 2
H59B H 0.885735 0.748672 1.355740 0.116 Uiso 0.44(3) 1 calc R . P A 2
C60A C 0.843(3) 0.7615(17) 1.497(4) 0.087(9) Uani 0.44(3) 1 d . U P A 2
H60A H 0.794151 0.772882 1.466419 0.130 Uiso 0.44(3) 1 calc GR . P A 2
H60B H 0.872873 0.794958 1.515927 0.130 Uiso 0.44(3) 1 calc GR . P A 2
H60C H 0.835892 0.739137 1.560719 0.130 Uiso 0.44(3) 1 calc GR . P A 2
C61A C 0.828(5) 0.628(2) 1.469(8) 0.097(7) Uani 0.22(2) 1 d D U P A 2
H61A H 0.840805 0.633132 1.545223 0.116 Uiso 0.22(2) 1 calc R . P A 2
H61B H 0.775911 0.612222 1.464991 0.116 Uiso 0.22(2) 1 calc R . P A 2
C62A C 0.869(4) 0.591(3) 1.438(6) 0.100(8) Uani 0.22(2) 1 d . U P A 2
H62A H 0.850740 0.578041 1.368402 0.150 Uiso 0.22(2) 1 calc GR . P A 2
H62B H 0.870475 0.559446 1.487341 0.150 Uiso 0.22(2) 1 calc GR . P A 2
H62C H 0.920245 0.606162 1.432645 0.150 Uiso 0.22(2) 1 calc GR . P A 2
P1 P 0.0143(2) 0.67080(19) 0.7202(3) 0.0984(12) Uani 1 1 d . . . . .
F2 F 0.1000(4) 0.6525(4) 0.7259(7) 0.112(3) Uani 1 1 d . . . . .
F3 F -0.0717(5) 0.6892(5) 0.7129(7) 0.130(3) Uani 1 1 d . . . . .
F3AA F -0.0073(5) 0.6126(3) 0.6607(6) 0.107(2) Uani 1 1 d . . . . .
F4 F 0.0267(5) 0.7004(4) 0.6094(6) 0.114(3) Uani 1 1 d . . . . .
F5 F 0.0372(6) 0.7275(4) 0.7790(8) 0.134(3) Uani 1 1 d . . . . .
F6 F 0.0011(5) 0.6399(4) 0.8299(6) 0.114(3) Uani 1 1 d . . . . .
P2 P 0.3113(7) 0.5572(4) 0.7785(11) 0.154(3) Uani 0.643(9) 1 d . U P B -1
P4 P 0.3083(9) 0.5732(6) 0.7247(13) 0.167(4) Uani 0.357(9) 1 d . U P B -2
F7A F 0.3728(12) 0.5728(10) 0.6387(18) 0.172(7) Uani 0.357(9) 1 d G U P B -2
F8A F 0.2438(13) 0.5736(11) 0.8107(19) 0.181(6) Uani 0.357(9) 1 d G U P B -2
F9A F 0.3601(13) 0.6137(9) 0.8000(18) 0.153(6) Uani 0.357(9) 1 d G U P B -2
F10A F 0.3463(14) 0.5187(8) 0.781(2) 0.176(5) Uani 0.357(9) 1 d G U P B -2
F11A F 0.2565(12) 0.5327(8) 0.649(2) 0.171(5) Uani 0.357(9) 1 d G U P B -2
F12A F 0.2704(14) 0.6278(7) 0.6682(19) 0.174(8) Uani 0.357(9) 1 d G U P B -2
F7 F 0.3579(11) 0.5179(8) 0.7123(17) 0.167(5) Uani 0.643(9) 1 d . U P B -1
F8 F 0.2724(11) 0.6003(7) 0.8453(17) 0.165(5) Uani 0.643(9) 1 d . U P B -1
F9 F 0.3813(12) 0.5909(9) 0.7979(19) 0.165(5) Uani 0.643(9) 1 d . U P B -1
F10 F 0.3420(13) 0.5198(7) 0.8828(17) 0.177(6) Uani 0.643(9) 1 d . U P B -1
F11 F 0.2491(14) 0.5171(8) 0.766(2) 0.191(5) Uani 0.643(9) 1 d . U P B -1
F12 F 0.2892(14) 0.6001(8) 0.671(2) 0.178(5) Uani 0.643(9) 1 d . U P B -1
N63 N -0.0165(15) 0.4286(10) 0.9142(18) 0.123(10) Uani 0.5 1 d . U P C -1
C64 C 0.0042(10) 0.3920(9) 0.8632(15) 0.085(7) Uani 0.5 1 d G U P C -1
C65 C 0.030(2) 0.3463(11) 0.799(2) 0.142(13) Uani 0.5 1 d G U P C -1
H65A H 0.021551 0.355660 0.724638 0.213 Uiso 0.5 1 calc GR . P C -1
H65B H 0.001805 0.312183 0.815304 0.213 Uiso 0.5 1 calc GR . P C -1
H65C H 0.083629 0.339992 0.814605 0.213 Uiso 0.5 1 calc GR . P C -1
N66 N 0.1013(19) 0.4832(12) 0.6734(19) 0.177(15) Uani 0.5 1 d . U P D -1
C67 C 0.1003(11) 0.5002(8) 0.7586(17) 0.121(10) Uani 0.5 1 d G U P D -1
C68 C 0.0989(16) 0.5214(11) 0.8652(17) 0.108(10) Uani 0.5 1 d G U P D -1
H68A H 0.084159 0.560961 0.863699 0.162 Uiso 0.5 1 calc GR . P D -1
H68B H 0.149012 0.517653 0.899482 0.162 Uiso 0.5 1 calc GR . P D -1
H68C H 0.062544 0.499818 0.904580 0.162 Uiso 0.5 1 calc GR . P D -1
C59 C 0.835(3) 0.7359(13) 1.485(3) 0.100(9) Uani 0.56(3) 1 d D U P A 1
H59C H 0.840710 0.725887 1.560923 0.120 Uiso 0.56(3) 1 calc R . P A 1
H59D H 0.790077 0.760535 1.476037 0.120 Uiso 0.56(3) 1 calc R . P A 1
C60 C 0.9084(16) 0.7681(12) 1.449(2) 0.093(8) Uani 0.56(3) 1 d . U P A 1
H60D H 0.905956 0.771954 1.371768 0.139 Uiso 0.56(3) 1 calc GR . P A 1
H60E H 0.953296 0.746613 1.470512 0.139 Uiso 0.56(3) 1 calc GR . P A 1
H60F H 0.910848 0.805380 1.481005 0.139 Uiso 0.56(3) 1 calc GR . P A 1
C61 C 0.8587(12) 0.6347(8) 1.474(2) 0.096(6) Uani 0.78(2) 1 d D U P A 1
H61C H 0.908040 0.645604 1.506408 0.116 Uiso 0.78(2) 1 calc R . P A 1
H61D H 0.867652 0.605463 1.420420 0.116 Uiso 0.78(2) 1 calc R . P A 1
C62 C 0.8106(11) 0.6110(8) 1.5564(16) 0.103(6) Uani 0.78(2) 1 d . U P A 1
H62D H 0.760918 0.601677 1.525009 0.155 Uiso 0.78(2) 1 calc GR . P A 1
H62E H 0.805116 0.638750 1.612420 0.155 Uiso 0.78(2) 1 calc GR . P A 1
H62F H 0.834221 0.577053 1.585951 0.155 Uiso 0.78(2) 1 calc GR . P A 1


_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
Ru1 N1 2.041(12) . ?
Ru1 N12 2.101(11) . ?
Ru1 N13 2.055(10) . ?
Ru1 N24 2.030(12) . ?
Ru1 N25 2.069(10) . ?
Ru1 N36 2.065(10) . ?
O43 C42 1.228(15) . ?
O46 C45 1.389(14) . ?
O46 C47 1.359(13) . ?
N1 C2 1.277(17) . ?
N1 C6 1.382(17) . ?
N12 C7 1.352(17) . ?
N12 C11 1.307(17) . ?
N13 C14 1.333(16) . ?
N13 C18 1.336(16) . ?
N24 C19 1.419(18) . ?
N24 C23 1.271(18) . ?
N25 C26 1.342(15) . ?
N25 C30 1.355(15) . ?
N36 C31 1.346(15) . ?
N36 C35 1.348(14) . ?
N53 C52 1.381(15) . ?
N53 C54 1.293(15) . ?
N58 C49 1.380(18) . ?
N58 C59A 1.484(16) . ?
N58 C61A 1.485(16) . ?
N58 C59 1.489(16) . ?
N58 C61 1.481(14) . ?
C2 H2 0.9500 . ?
C2 C3 1.35(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.32(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.38(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.36(2) . ?
C6 C7 1.499(12) . ?
C7 C8 1.430(19) . ?
C8 H8 0.9500 . ?
C8 C9 1.35(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.37(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.43(2) . ?
C11 H11 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.45(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.32(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.29(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.382(19) . ?
C18 C19 1.508(12) . ?
C19 C20 1.42(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.41(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.35(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.43(2) . ?
C23 H23 0.9500 . ?
C26 H26 0.9500 . ?
C26 C27 1.392(19) . ?
C27 H27 0.9500 . ?
C27 C28 1.371(19) . ?
C28 H28 0.9500 . ?
C28 C29 1.373(18) . ?
C29 H29 0.9500 . ?
C29 C30 1.363(17) . ?
C30 C31 1.498(12) . ?
C31 C32 1.382(16) . ?
C32 H32 0.9500 . ?
C32 C33 1.381(18) . ?
C33 H33 0.9500 . ?
C33 C34 1.387(18) . ?
C34 C35 1.414(16) . ?
C34 C37 1.436(17) . ?
C35 H35 0.9500 . ?
C37 C38 1.173(16) . ?
C38 C39 1.439(17) . ?
C39 C40 1.412(16) . ?
C39 C57 1.404(18) . ?
C40 H40 0.9500 . ?
C40 C41 1.374(16) . ?
C41 C42 1.497(16) . ?
C41 C55 1.403(16) . ?
C42 C44 1.466(17) . ?
C44 H44 0.9500 . ?
C44 C45 1.355(17) . ?
C45 C54 1.415(16) . ?
C47 C48 1.389(17) . ?
C47 C52 1.398(16) . ?
C48 H48 0.9500 . ?
C48 C49 1.432(17) . ?
C49 C50 1.42(2) . ?
C50 H50 0.9500 . ?
C50 C51 1.325(19) . ?
C51 H51 0.9500 . ?
C51 C52 1.417(17) . ?
C54 C55 1.474(16) . ?
C55 C56 1.397(15) . ?
C56 H56 0.9500 . ?
C56 C57 1.353(17) . ?
C57 H57 0.9500 . ?
C59A H59A 0.9900 . ?
C59A H59B 0.9900 . ?
C59A C60A 1.40(8) . ?
C60A H60A 0.9800 . ?
C60A H60B 0.9800 . ?
C60A H60C 0.9800 . ?
C61A H61A 0.9900 . ?
C61A H61B 0.9900 . ?
C61A C62A 1.23(10) . ?
C62A H62A 0.9800 . ?
C62A H62B 0.9800 . ?
C62A H62C 0.9800 . ?
P1 F2 1.586(9) . ?
P1 F3 1.590(10) . ?
P1 F3AA 1.618(9) . ?
P1 F4 1.599(9) . ?
P1 F5 1.591(10) . ?
P1 F6 1.603(9) . ?
P2 F7 1.527(19) . ?
P2 F8 1.520(18) . ?
P2 F9 1.49(2) . ?
P2 F10 1.67(3) . ?
P2 F11 1.47(2) . ?
P2 F12 1.73(3) . ?
P4 F7A 1.6182 . ?
P4 F8A 1.6177 . ?
P4 F9A 1.6196 . ?
P4 F10A 1.6198 . ?
P4 F11A 1.6193 . ?
P4 F12A 1.6207 . ?
N63 C64 1.1569 . ?
C64 C65 1.4454 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
N66 C67 1.1572 . ?
C67 C68 1.4476 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C59 H59C 0.9900 . ?
C59 H59D 0.9900 . ?
C59 C60 1.61(6) . ?
C60 H60D 0.9800 . ?
C60 H60E 0.9800 . ?
C60 H60F 0.9800 . ?
C61 H61C 0.9900 . ?
C61 H61D 0.9900 . ?
C61 C62 1.49(3) . ?
C62 H62D 0.9800 . ?
C62 H62E 0.9800 . ?
C62 H62F 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
N1 Ru1 N12 79.4(5) . . ?
N1 Ru1 N13 94.0(4) . . ?
N1 Ru1 N25 95.0(4) . . ?
N1 Ru1 N36 90.6(4) . . ?
N13 Ru1 N12 86.4(4) . . ?
N13 Ru1 N25 97.4(4) . . ?
N13 Ru1 N36 173.8(4) . . ?
N24 Ru1 N1 171.3(5) . . ?
N24 Ru1 N12 93.0(5) . . ?
N24 Ru1 N13 81.2(4) . . ?
N24 Ru1 N25 92.8(5) . . ?
N24 Ru1 N36 94.8(4) . . ?
N25 Ru1 N12 173.5(4) . . ?
N36 Ru1 N12 98.5(4) . . ?
N36 Ru1 N25 78.1(4) . . ?
C47 O46 C45 118.5(9) . . ?
C2 N1 Ru1 128.9(10) . . ?
C2 N1 C6 113.4(13) . . ?
C6 N1 Ru1 117.1(9) . . ?
C7 N12 Ru1 113.6(8) . . ?
C11 N12 Ru1 127.3(12) . . ?
C11 N12 C7 119.0(13) . . ?
C14 N13 Ru1 125.1(10) . . ?
C14 N13 C18 119.0(12) . . ?
C18 N13 Ru1 115.9(8) . . ?
C19 N24 Ru1 113.6(9) . . ?
C23 N24 Ru1 129.4(12) . . ?
C23 N24 C19 116.8(14) . . ?
C26 N25 Ru1 123.4(9) . . ?
C26 N25 C30 119.6(11) . . ?
C30 N25 Ru1 117.0(7) . . ?
C31 N36 Ru1 116.6(7) . . ?
C31 N36 C35 120.0(10) . . ?
C35 N36 Ru1 123.3(8) . . ?
C54 N53 C52 117.7(10) . . ?
C49 N58 C59A 115.9(17) . . ?
C49 N58 C61A 109(4) . . ?
C49 N58 C59 123(2) . . ?
C49 N58 C61 124.6(15) . . ?
C59A N58 C61A 129(4) . . ?
C61 N58 C59 112(2) . . ?
N1 C2 H2 116.9 . . ?
N1 C2 C3 126.3(15) . . ?
C3 C2 H2 116.9 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.0(16) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 121.8 . . ?
C3 C4 C5 116.5(17) . . ?
C5 C4 H4 121.8 . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.3(15) . . ?
C6 C5 H5 120.4 . . ?
N1 C6 C7 112.5(12) . . ?
C5 C6 N1 122.8(12) . . ?
C5 C6 C7 124.6(14) . . ?
N12 C7 C6 117.1(12) . . ?
N12 C7 C8 123.8(13) . . ?
C8 C7 C6 119.0(14) . . ?
C7 C8 H8 123.1 . . ?
C9 C8 C7 113.9(16) . . ?
C9 C8 H8 123.1 . . ?
C8 C9 H9 117.6 . . ?
C8 C9 C10 124.7(17) . . ?
C10 C9 H9 117.6 . . ?
C9 C10 H10 121.7 . . ?
C9 C10 C11 116.7(15) . . ?
C11 C10 H10 121.7 . . ?
N12 C11 C10 121.7(16) . . ?
N12 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
N13 C14 H14 120.7 . . ?
N13 C14 C15 118.5(15) . . ?
C15 C14 H14 120.7 . . ?
C14 C15 H15 121.1 . . ?
C16 C15 C14 117.7(15) . . ?
C16 C15 H15 121.1 . . ?
C15 C16 H16 117.8 . . ?
C17 C16 C15 124.5(18) . . ?
C17 C16 H16 117.8 . . ?
C16 C17 H17 121.5 . . ?
C16 C17 C18 117.1(16) . . ?
C18 C17 H17 121.5 . . ?
N13 C18 C17 123.2(13) . . ?
N13 C18 C19 114.7(12) . . ?
C17 C18 C19 121.8(14) . . ?
N24 C19 C18 114.5(13) . . ?
C20 C19 N24 119.3(13) . . ?
C20 C19 C18 126.1(15) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.5(17) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 120.7 . . ?
C22 C21 C20 118.6(18) . . ?
C22 C21 H21 120.7 . . ?
C21 C22 H22 121.2 . . ?
C21 C22 C23 117.7(17) . . ?
C23 C22 H22 121.2 . . ?
N24 C23 C22 126.8(17) . . ?
N24 C23 H23 116.6 . . ?
C22 C23 H23 116.6 . . ?
N25 C26 H26 119.8 . . ?
N25 C26 C27 120.4(12) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 120.6 . . ?
C28 C27 C26 118.8(13) . . ?
C28 C27 H27 120.6 . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.9(14) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 H29 121.0 . . ?
C30 C29 C28 117.9(13) . . ?
C30 C29 H29 121.0 . . ?
N25 C30 C29 122.2(11) . . ?
N25 C30 C31 113.4(11) . . ?
C29 C30 C31 124.2(12) . . ?
N36 C31 C30 114.9(10) . . ?
N36 C31 C32 122.7(11) . . ?
C32 C31 C30 122.4(12) . . ?
C31 C32 H32 121.1 . . ?
C33 C32 C31 117.9(13) . . ?
C33 C32 H32 121.1 . . ?
C32 C33 H33 119.6 . . ?
C32 C33 C34 120.7(12) . . ?
C34 C33 H33 119.6 . . ?
C33 C34 C35 118.4(11) . . ?
C33 C34 C37 122.9(11) . . ?
C35 C34 C37 118.7(12) . . ?
N36 C35 C34 120.3(12) . . ?
N36 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C38 C37 C34 175.5(14) . . ?
C37 C38 C39 177.5(13) . . ?
C40 C39 C38 121.5(12) . . ?
C57 C39 C38 120.9(11) . . ?
C57 C39 C40 117.6(11) . . ?
C39 C40 H40 120.0 . . ?
C41 C40 C39 120.0(12) . . ?
C41 C40 H40 120.0 . . ?
C40 C41 C42 117.2(12) . . ?
C40 C41 C55 121.4(11) . . ?
C55 C41 C42 121.5(11) . . ?
O43 C42 C41 121.4(11) . . ?
O43 C42 C44 123.0(11) . . ?
C44 C42 C41 115.6(12) . . ?
C42 C44 H44 119.7 . . ?
C45 C44 C42 120.6(12) . . ?
C45 C44 H44 119.7 . . ?
O46 C45 C54 119.1(11) . . ?
C44 C45 O46 115.7(10) . . ?
C44 C45 C54 125.2(12) . . ?
O46 C47 C48 116.3(11) . . ?
O46 C47 C52 119.3(11) . . ?
C48 C47 C52 124.4(12) . . ?
C47 C48 H48 121.4 . . ?
C47 C48 C49 117.2(13) . . ?
C49 C48 H48 121.4 . . ?
N58 C49 C48 119.2(13) . . ?
N58 C49 C50 122.2(12) . . ?
C50 C49 C48 118.6(13) . . ?
C49 C50 H50 119.4 . . ?
C51 C50 C49 121.2(14) . . ?
C51 C50 H50 119.4 . . ?
C50 C51 H51 118.4 . . ?
C50 C51 C52 123.2(14) . . ?
C52 C51 H51 118.4 . . ?
N53 C52 C47 122.2(11) . . ?
N53 C52 C51 122.5(12) . . ?
C47 C52 C51 115.3(12) . . ?
N53 C54 C45 123.0(11) . . ?
N53 C54 C55 120.3(11) . . ?
C45 C54 C55 116.7(11) . . ?
C41 C55 C54 119.9(10) . . ?
C56 C55 C41 118.3(11) . . ?
C56 C55 C54 121.7(11) . . ?
C55 C56 H56 119.8 . . ?
C57 C56 C55 120.5(12) . . ?
C57 C56 H56 119.8 . . ?
C39 C57 H57 118.9 . . ?
C56 C57 C39 122.2(11) . . ?
C56 C57 H57 118.9 . . ?
N58 C59A H59A 113.0 . . ?
N58 C59A H59B 113.0 . . ?
H59A C59A H59B 110.4 . . ?
C60A C59A N58 94(3) . . ?
C60A C59A H59A 113.0 . . ?
C60A C59A H59B 113.0 . . ?
C59A C60A H60A 109.5 . . ?
C59A C60A H60B 109.5 . . ?
C59A C60A H60C 109.5 . . ?
H60A C60A H60B 109.5 . . ?
H60A C60A H60C 109.5 . . ?
H60B C60A H60C 109.5 . . ?
N58 C61A H61A 106.9 . . ?
N58 C61A H61B 106.9 . . ?
H61A C61A H61B 106.7 . . ?
C62A C61A N58 122(8) . . ?
C62A C61A H61A 106.9 . . ?
C62A C61A H61B 106.9 . . ?
C61A C62A H62A 109.5 . . ?
C61A C62A H62B 109.5 . . ?
C61A C62A H62C 109.5 . . ?
H62A C62A H62B 109.5 . . ?
H62A C62A H62C 109.5 . . ?
H62B C62A H62C 109.5 . . ?
F2 P1 F3 179.2(6) . . ?
F2 P1 F3AA 89.7(5) . . ?
F2 P1 F4 89.6(5) . . ?
F2 P1 F5 89.1(5) . . ?
F2 P1 F6 90.5(5) . . ?
F3 P1 F3AA 90.1(5) . . ?
F3 P1 F4 89.7(5) . . ?
F3 P1 F5 91.1(6) . . ?
F3 P1 F6 90.2(6) . . ?
F4 P1 F3AA 90.3(5) . . ?
F4 P1 F6 178.7(6) . . ?
F5 P1 F3AA 178.8(6) . . ?
F5 P1 F4 89.8(6) . . ?
F5 P1 F6 91.5(5) . . ?
F6 P1 F3AA 88.4(5) . . ?
F7 P2 F10 86.7(11) . . ?
F7 P2 F12 92.3(14) . . ?
F8 P2 F7 173.9(15) . . ?
F8 P2 F10 93.4(13) . . ?
F8 P2 F12 86.9(12) . . ?
F9 P2 F7 87.4(13) . . ?
F9 P2 F8 86.6(12) . . ?
F9 P2 F10 85.1(14) . . ?
F9 P2 F12 88.4(13) . . ?
F10 P2 F12 173.5(14) . . ?
F11 P2 F7 88.1(13) . . ?
F11 P2 F8 98.0(13) . . ?
F11 P2 F9 171.4(15) . . ?
F11 P2 F10 87.4(13) . . ?
F11 P2 F12 99.0(15) . . ?
F7A P4 F9A 90.1 . . ?
F7A P4 F10A 90.0 . . ?
F7A P4 F11A 89.9 . . ?
F7A P4 F12A 89.9 . . ?
F8A P4 F7A 180.0 . . ?
F8A P4 F9A 90.0 . . ?
F8A P4 F10A 90.0 . . ?
F8A P4 F11A 90.1 . . ?
F8A P4 F12A 90.0 . . ?
F9A P4 F10A 90.0 . . ?
F9A P4 F12A 90.0 . . ?
F10A P4 F12A 179.98(9) . . ?
F11A P4 F9A 179.97(7) . . ?
F11A P4 F10A 90.0 . . ?
F11A P4 F12A 90.0 . . ?
N63 C64 C65 179.91(14) . . ?
C64 C65 H65A 109.5 . . ?
C64 C65 H65B 109.5 . . ?
C64 C65 H65C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
N66 C67 C68 179.90(14) . . ?
C67 C68 H68A 109.5 . . ?
C67 C68 H68B 109.5 . . ?
C67 C68 H68C 109.5 . . ?
H68A C68 H68B 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
N58 C59 H59C 109.9 . . ?
N58 C59 H59D 109.9 . . ?
N58 C59 C60 109(3) . . ?
H59C C59 H59D 108.3 . . ?
C60 C59 H59C 109.9 . . ?
C60 C59 H59D 109.9 . . ?
C59 C60 H60D 109.5 . . ?
C59 C60 H60E 109.5 . . ?
C59 C60 H60F 109.5 . . ?
H60D C60 H60E 109.5 . . ?
H60D C60 H60F 109.5 . . ?
H60E C60 H60F 109.5 . . ?
N58 C61 H61C 109.1 . . ?
N58 C61 H61D 109.1 . . ?
N58 C61 C62 112.4(17) . . ?
H61C C61 H61D 107.9 . . ?
C62 C61 H61C 109.1 . . ?
C62 C61 H61D 109.1 . . ?
C61 C62 H62D 109.5 . . ?
C61 C62 H62E 109.5 . . ?
C61 C62 H62F 109.5 . . ?
H62D C62 H62E 109.5 . . ?
H62D C62 H62F 109.5 . . ?
H62E C62 H62F 109.5 . . ?

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
C9 H9 O43 0.95 2.42 3.148(18) 132.9 2_646 yes
C10 H10 F7 0.95 2.48 3.09(3) 121.4 . yes
C11 H11 F11A 0.95 2.51 3.15(3) 124.6 . yes
C68 H68C N63 0.98 2.21 3.10(4) 150.0 . yes
C60 H60D F3 0.98 2.27 3.20(3) 157.2 4_676 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
Ru1 N1 C2 C3 -179.4(15) . . . . ?
Ru1 N1 C6 C5 -179.0(12) . . . . ?
Ru1 N1 C6 C7 2.1(14) . . . . ?
Ru1 N12 C7 C6 5.1(14) . . . . ?
Ru1 N12 C7 C8 -173.8(10) . . . . ?
Ru1 N12 C11 C10 176.0(9) . . . . ?
Ru1 N13 C14 C15 176.3(10) . . . . ?
Ru1 N13 C18 C17 -177.0(12) . . . . ?
Ru1 N13 C18 C19 -3.1(16) . . . . ?
Ru1 N24 C19 C18 -3.9(16) . . . . ?
Ru1 N24 C19 C20 -179.3(12) . . . . ?
Ru1 N24 C23 C22 -176.5(14) . . . . ?
Ru1 N25 C26 C27 179.2(10) . . . . ?
Ru1 N25 C30 C29 -177.4(10) . . . . ?
Ru1 N25 C30 C31 -1.1(14) . . . . ?
Ru1 N36 C31 C30 -3.2(14) . . . . ?
Ru1 N36 C31 C32 178.6(10) . . . . ?
Ru1 N36 C35 C34 -176.2(9) . . . . ?
O43 C42 C44 C45 174.2(13) . . . . ?
O46 C45 C54 N53 4.9(19) . . . . ?
O46 C45 C54 C55 -176.6(10) . . . . ?
O46 C47 C48 C49 178.7(11) . . . . ?
O46 C47 C52 N53 3.3(18) . . . . ?
O46 C47 C52 C51 -177.5(11) . . . . ?
N1 C2 C3 C4 -5(3) . . . . ?
N1 C6 C7 N12 -4.8(16) . . . . ?
N1 C6 C7 C8 174.2(11) . . . . ?
N12 C7 C8 C9 -3.9(19) . . . . ?
N13 C14 C15 C16 2(2) . . . . ?
N13 C18 C19 N24 4.6(19) . . . . ?
N13 C18 C19 C20 179.7(15) . . . . ?
N24 C19 C20 C21 -5(3) . . . . ?
N25 C26 C27 C28 1(2) . . . . ?
N25 C30 C31 N36 2.8(16) . . . . ?
N25 C30 C31 C32 -179.0(11) . . . . ?
N36 C31 C32 C33 -2.3(19) . . . . ?
N53 C54 C55 C41 172.2(11) . . . . ?
N53 C54 C55 C56 -6.6(18) . . . . ?
N58 C49 C50 C51 -177.0(15) . . . . ?
C2 N1 C6 C5 -7(2) . . . . ?
C2 N1 C6 C7 174.3(13) . . . . ?
C2 C3 C4 C5 -4(3) . . . . ?
C3 C4 C5 C6 6(3) . . . . ?
C4 C5 C6 N1 -1(2) . . . . ?
C4 C5 C6 C7 178.2(15) . . . . ?
C5 C6 C7 N12 176.3(13) . . . . ?
C5 C6 C7 C8 -5(2) . . . . ?
C6 N1 C2 C3 10(3) . . . . ?
C6 C7 C8 C9 177.2(12) . . . . ?
C7 N12 C11 C10 -2.3(19) . . . . ?
C7 C8 C9 C10 1(2) . . . . ?
C8 C9 C10 C11 1(2) . . . . ?
C9 C10 C11 N12 -1(2) . . . . ?
C11 N12 C7 C6 -176.4(11) . . . . ?
C11 N12 C7 C8 4.7(19) . . . . ?
C14 N13 C18 C17 1(2) . . . . ?
C14 N13 C18 C19 175.2(12) . . . . ?
C14 C15 C16 C17 -1(3) . . . . ?
C15 C16 C17 C18 0(3) . . . . ?
C16 C17 C18 N13 0(2) . . . . ?
C16 C17 C18 C19 -173.9(16) . . . . ?
C17 C18 C19 N24 178.6(14) . . . . ?
C17 C18 C19 C20 -6(2) . . . . ?
C18 N13 C14 C15 -1.9(19) . . . . ?
C18 C19 C20 C21 179.8(16) . . . . ?
C19 N24 C23 C22 -3(3) . . . . ?
C19 C20 C21 C22 1(3) . . . . ?
C20 C21 C22 C23 2(3) . . . . ?
C21 C22 C23 N24 -1(3) . . . . ?
C23 N24 C19 C18 -178.7(15) . . . . ?
C23 N24 C19 C20 6(2) . . . . ?
C26 N25 C30 C29 3.2(19) . . . . ?
C26 N25 C30 C31 179.5(11) . . . . ?
C26 C27 C28 C29 -2(2) . . . . ?
C27 C28 C29 C30 3(2) . . . . ?
C28 C29 C30 N25 -4(2) . . . . ?
C28 C29 C30 C31 -179.9(13) . . . . ?
C29 C30 C31 N36 179.0(12) . . . . ?
C29 C30 C31 C32 -3(2) . . . . ?
C30 N25 C26 C27 -1(2) . . . . ?
C30 C31 C32 C33 179.7(12) . . . . ?
C31 N36 C35 C34 -0.8(19) . . . . ?
C31 C32 C33 C34 0(2) . . . . ?
C32 C33 C34 C35 2(2) . . . . ?
C32 C33 C34 C37 -179.6(12) . . . . ?
C33 C34 C35 N36 -1.7(19) . . . . ?
C35 N36 C31 C30 -179.0(11) . . . . ?
C35 N36 C31 C32 2.8(19) . . . . ?
C37 C34 C35 N36 -180.0(12) . . . . ?
C38 C39 C40 C41 176.8(11) . . . . ?
C38 C39 C57 C56 -178.3(12) . . . . ?
C39 C40 C41 C42 -178.2(11) . . . . ?
C39 C40 C41 C55 1.0(18) . . . . ?
C40 C39 C57 C56 -0.3(19) . . . . ?
C40 C41 C42 O43 3.9(19) . . . . ?
C40 C41 C42 C44 -175.3(11) . . . . ?
C40 C41 C55 C54 -178.3(11) . . . . ?
C40 C41 C55 C56 0.6(18) . . . . ?
C41 C42 C44 C45 -6.6(19) . . . . ?
C41 C55 C56 C57 -2.0(18) . . . . ?
C42 C41 C55 C54 0.9(17) . . . . ?
C42 C41 C55 C56 179.8(11) . . . . ?
C42 C44 C45 O46 -176.8(11) . . . . ?
C42 C44 C45 C54 1(2) . . . . ?
C44 C45 C54 N53 -173.0(13) . . . . ?
C44 C45 C54 C55 5.5(19) . . . . ?
C45 O46 C47 C48 177.6(12) . . . . ?
C45 O46 C47 C52 -0.8(17) . . . . ?
C45 C54 C55 C41 -6.3(17) . . . . ?
C45 C54 C55 C56 174.8(11) . . . . ?
C47 O46 C45 C44 175.0(11) . . . . ?
C47 O46 C45 C54 -3.1(17) . . . . ?
C47 C48 C49 N58 179.1(13) . . . . ?
C47 C48 C49 C50 0(2) . . . . ?
C48 C47 C52 N53 -174.9(12) . . . . ?
C48 C47 C52 C51 4.2(19) . . . . ?
C48 C49 C50 C51 2(2) . . . . ?
C49 N58 C59A C60A 106(3) . . . . ?
C49 N58 C61A C62A 81(9) . . . . ?
C49 N58 C59 C60 -95(3) . . . . ?
C49 N58 C61 C62 -91(2) . . . . ?
C49 C50 C51 C52 -1(2) . . . . ?
C50 C51 C52 N53 177.0(14) . . . . ?
C50 C51 C52 C47 -2(2) . . . . ?
C52 N53 C54 C45 -2.4(18) . . . . ?
C52 N53 C54 C55 179.2(11) . . . . ?
C52 C47 C48 C49 -3(2) . . . . ?
C54 N53 C52 C47 -1.7(18) . . . . ?
C54 N53 C52 C51 179.2(12) . . . . ?
C54 C55 C56 C57 176.8(12) . . . . ?
C55 C41 C42 O43 -175.3(12) . . . . ?
C55 C41 C42 C44 5.5(17) . . . . ?
C55 C56 C57 C39 2(2) . . . . ?
C57 C39 C40 C41 -1.2(18) . . . . ?
C59A N58 C49 C48 -34(3) . . . . ?
C59A N58 C49 C50 145(2) . . . . ?
C59A N58 C61A C62A -70(11) . . . . ?
C61A N58 C49 C48 171(4) . . . . ?
C61A N58 C49 C50 -10(5) . . . . ?
C61A N58 C59A C60A -104(6) . . . . ?
C59 N58 C49 C48 19(3) . . . . ?
C59 N58 C49 C50 -161(3) . . . . ?
C59 N58 C61 C62 80(3) . . . . ?
C61 N58 C49 C48 -171.0(17) . . . . ?
C61 N58 C49 C50 8(3) . . . . ?
C61 N58 C59 C60 94(3) . . . . ?

_exptl.absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
J. Appl. Cryst. 48, 3-10.
;
_olex2_exptl_crystal_mounting_method 'mounted in oil on a MiTeGen microloop'
_olex2_submission_original_sample_id CMC167
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_THETM01_Ru-3ENR             
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Weakly diffracting very small sample with long exposures, 
run at low temperature. Diffraction limit d = 0.93 Angstroms.
;
####################################################################### 
# 
# 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_2-ENR
_audit_block_doi                 10.5517/ccdc.csd.cc2603bp
_database_code_depnum_ccdc_archive 'CCDC 2025891'
loop_
_audit_author_name
_audit_author_address
'Brendan Twamley'
;TCD
Republic of Ireland
;
_audit_update_record             
;
2020-08-28 deposited with the CCDC.	2021-09-07 downloaded from the CCDC.
;

###original name tcd1511

_audit_creation_date             2020-08-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H18 N2 O2'
_chemical_formula_sum            'C22 H18 N2 O2'
_chemical_formula_weight         342.38
_chemical_melting_point          ?
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'

_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                   7.2958(3)
_cell_length_b                   11.2355(5)
_cell_length_c                   20.4590(9)
_cell_angle_alpha                90.1157(18)
_cell_angle_beta                 91.4664(18)
_cell_angle_gamma                92.137(2)
_cell_volume                     1675.34(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6457
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.24
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6792
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS (Krause, 2015) was used for absorption correction. wR2(int) was 0.0637 before and 0.0577 after correction. The Ratio of minimum to maximum transmission is 0.9111. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark pink'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.366
_exptl_crystal_size_mid          0.167
_exptl_crystal_size_min          0.066
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0889
_diffrn_reflns_av_unetI/netI     0.0684
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            39924
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.254
_diffrn_reflns_theta_min         2.690
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CMOS area detector'
_diffrn_detector_area_resol_mean 5.12
_diffrn_detector_type            'Bruker PHOTON 50'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest ECO'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_detector       'Bruker PHOTON 50'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_special_details          ?
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4483
_reflns_number_total             7474
_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       'SAINT v8.38A (Bruker, 2016)'
_computing_data_collection       'APEX 3 (Bruker, 2017) '
_computing_data_reduction        'SAINT v8.40A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         7474
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1177
_refine_ls_R_factor_gt           0.0583
_refine_ls_restrained_S_all      1.014
_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)+(0.0548P)²+0.5918P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1358
_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.a Secondary CH2 refined with riding coordinates:
 C23A(H23A,H23B), C25A(H25A,H25B), C23(H23C,H23D), C25(H25C,H25D)
2.b Aromatic/amide H refined with riding coordinates:
 C4A(H4A), C5A(H5A), C8A(H8A), C12A(H12A), C14A(H14A), C15A(H15A), C20A(H20A),
 C4(H4), C5(H5), C8(H8), C12(H12), C14(H14), C15(H15), C20(H20)
2.c Idealised Me refined as rotating group:
 C24A(H24A,H24B,H24C), C26A(H26A,H26B,H26C), C24(H24D,H24E,H24F), C26(H26D,
 H26E,H26F)
2.d :
 C1A(H1A), C1(H1)
;
_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
C1A C 0.9328(3) 0.6428(2) -0.27070(11) 0.0211(5) Uani 1 1 d . . . . .
H1A H 0.935216 0.622790 -0.315804 0.025 Uiso 1 1 calc R . . . .
C2A C 0.9298(3) 0.6677(2) -0.21427(11) 0.0178(5) Uani 1 1 d . . . . .
C3A C 0.9243(3) 0.69624(19) -0.14573(10) 0.0154(5) Uani 1 1 d . . . . .
C4A C 0.9894(3) 0.80830(19) -0.12261(11) 0.0171(5) Uani 1 1 d . . . . .
H4A H 1.031878 0.866993 -0.152566 0.021 Uiso 1 1 calc R . . . .
C5A C 0.9918(3) 0.83320(19) -0.05662(10) 0.0160(5) Uani 1 1 d . . . . .
H5A H 1.035825 0.909121 -0.041280 0.019 Uiso 1 1 calc R . . . .
C6A C 0.9299(3) 0.74754(19) -0.01213(10) 0.0149(5) Uani 1 1 d . . . . .
C7A C 0.9423(3) 0.77362(19) 0.05896(11) 0.0175(5) Uani 1 1 d . . . . .
C8A C 0.8689(3) 0.68368(19) 0.10250(11) 0.0183(5) Uani 1 1 d . . . . .
H8A H 0.873286 0.697846 0.148317 0.022 Uiso 1 1 calc R . . . .
C9A C 0.7944(3) 0.57992(19) 0.07915(10) 0.0144(5) Uani 1 1 d . . . . .
O10A O 0.7244(2) 0.49996(13) 0.12328(7) 0.0166(3) Uani 1 1 d . . . . .
C11A C 0.6532(3) 0.39164(18) 0.10110(10) 0.0140(5) Uani 1 1 d . . . . .
C12A C 0.5904(3) 0.31226(19) 0.14711(11) 0.0172(5) Uani 1 1 d . . . . .
H12A H 0.594759 0.333613 0.192093 0.021 Uiso 1 1 calc R . . . .
C13A C 0.5197(3) 0.19957(19) 0.12751(11) 0.0153(5) Uani 1 1 d . . . . .
C14A C 0.5152(3) 0.1730(2) 0.05922(11) 0.0173(5) Uani 1 1 d . . . . .
H14A H 0.467733 0.097536 0.044439 0.021 Uiso 1 1 calc R . . . .
C15A C 0.5780(3) 0.25418(19) 0.01485(11) 0.0179(5) Uani 1 1 d . . . . .
H15A H 0.572914 0.233926 -0.030278 0.021 Uiso 1 1 calc R . . . .
C16A C 0.6497(3) 0.36648(19) 0.03397(10) 0.0150(5) Uani 1 1 d . . . . .
N17A N 0.7150(2) 0.44653(16) -0.01130(8) 0.0142(4) Uani 1 1 d . . . . .
C18A C 0.7850(3) 0.54798(18) 0.01064(10) 0.0136(5) Uani 1 1 d . . . . .
C19A C 0.8580(3) 0.63661(19) -0.03527(10) 0.0136(5) Uani 1 1 d . . . . .
C20A C 0.8578(3) 0.61189(19) -0.10197(10) 0.0152(5) Uani 1 1 d . . . . .
H20A H 0.811714 0.536668 -0.117671 0.018 Uiso 1 1 calc R . . . .
O21A O 1.0123(2) 0.86917(14) 0.07948(7) 0.0239(4) Uani 1 1 d . . . . .
N22A N 0.4555(3) 0.11824(16) 0.17148(9) 0.0179(4) Uani 1 1 d . . . . .
C23A C 0.4548(3) 0.1450(2) 0.24131(11) 0.0203(5) Uani 1 1 d . . . . .
H23A H 0.354229 0.097105 0.261242 0.024 Uiso 1 1 calc R . . . .
H23B H 0.427773 0.230006 0.247017 0.024 Uiso 1 1 calc R . . . .
C24A C 0.6324(3) 0.1206(2) 0.27786(11) 0.0251(6) Uani 1 1 d . . . . .
H24A H 0.732577 0.169329 0.259446 0.038 Uiso 1 1 calc GR . . . .
H24B H 0.658991 0.036156 0.273631 0.038 Uiso 1 1 calc GR . . . .
H24C H 0.620666 0.140689 0.324169 0.038 Uiso 1 1 calc GR . . . .
C25A C 0.4118(3) -0.0052(2) 0.15196(11) 0.0214(5) Uani 1 1 d . . . . .
H25A H 0.330122 -0.005429 0.112567 0.026 Uiso 1 1 calc R . . . .
H25B H 0.343977 -0.045629 0.187410 0.026 Uiso 1 1 calc R . . . .
C26A C 0.5791(4) -0.0748(2) 0.13743(12) 0.0277(6) Uani 1 1 d . . . . .
H26A H 0.644051 -0.037520 0.100992 0.042 Uiso 1 1 calc GR . . . .
H26B H 0.541203 -0.156820 0.125640 0.042 Uiso 1 1 calc GR . . . .
H26C H 0.660675 -0.075271 0.176232 0.042 Uiso 1 1 calc GR . . . .
C1 C 0.9968(3) 0.8819(2) 0.23243(11) 0.0203(5) Uani 1 1 d . . . . .
H1 H 1.019032 0.901629 0.188132 0.024 Uiso 1 1 calc R . . . .
C2 C 0.9690(3) 0.8572(2) 0.28793(11) 0.0176(5) Uani 1 1 d . . . . .
C3 C 0.9344(3) 0.8239(2) 0.35451(10) 0.0157(5) Uani 1 1 d . . . . .
C4 C 0.9712(3) 0.70856(19) 0.37590(11) 0.0173(5) Uani 1 1 d . . . . .
H4 H 1.016436 0.652224 0.346225 0.021 Uiso 1 1 calc R . . . .
C5 C 0.9419(3) 0.6768(2) 0.43984(10) 0.0173(5) Uani 1 1 d . . . . .
H5 H 0.968577 0.598908 0.454312 0.021 Uiso 1 1 calc R . . . .
C6 C 0.8730(3) 0.75879(19) 0.48362(10) 0.0152(5) Uani 1 1 d . . . . .
C7 C 0.8454(3) 0.7228(2) 0.55246(11) 0.0171(5) Uani 1 1 d . . . . .
C8 C 0.7733(3) 0.8102(2) 0.59554(11) 0.0183(5) Uani 1 1 d . . . . .
H8 H 0.751782 0.789737 0.639798 0.022 Uiso 1 1 calc R . . . .
C9 C 0.7358(3) 0.92022(19) 0.57434(10) 0.0145(5) Uani 1 1 d . . . . .
O10 O 0.6694(2) 0.99829(13) 0.61829(7) 0.0170(3) Uani 1 1 d . . . . .
C11 C 0.6346(3) 1.11259(19) 0.59898(10) 0.0148(5) Uani 1 1 d . . . . .
C12 C 0.5807(3) 1.18996(19) 0.64602(11) 0.0172(5) Uani 1 1 d . . . . .
H12 H 0.563205 1.163195 0.689514 0.021 Uiso 1 1 calc R . . . .
C13 C 0.5514(3) 1.30928(19) 0.62942(11) 0.0168(5) Uani 1 1 d . . . . .
C14 C 0.5730(3) 1.3433(2) 0.56305(11) 0.0185(5) Uani 1 1 d . . . . .
H14 H 0.550953 1.422860 0.550352 0.022 Uiso 1 1 calc R . . . .
C15 C 0.6251(3) 1.2634(2) 0.51720(11) 0.0177(5) Uani 1 1 d . . . . .
H15 H 0.637851 1.288612 0.473211 0.021 Uiso 1 1 calc R . . . .
C16 C 0.6600(3) 1.14540(19) 0.53353(10) 0.0158(5) Uani 1 1 d . . . . .
N17 N 0.7217(2) 1.06707(16) 0.48785(9) 0.0151(4) Uani 1 1 d . . . . .
C18 C 0.7601(3) 0.96000(19) 0.50778(10) 0.0138(4) Uani 1 1 d . . . . .
C19 C 0.8329(3) 0.87333(19) 0.46226(10) 0.0141(5) Uani 1 1 d . . . . .
C20 C 0.8659(3) 0.9059(2) 0.39753(10) 0.0159(5) Uani 1 1 d . . . . .
H20 H 0.841402 0.984098 0.383024 0.019 Uiso 1 1 calc R . . . .
O21 O 0.8837(2) 0.62187(14) 0.57192(8) 0.0241(4) Uani 1 1 d . . . . .
N22 N 0.5053(3) 1.38989(16) 0.67542(9) 0.0203(4) Uani 1 1 d . . . . .
C23 C 0.4626(3) 1.3551(2) 0.74227(11) 0.0246(6) Uani 1 1 d . . . . .
H23C H 0.404339 1.274117 0.741743 0.029 Uiso 1 1 calc R . . . .
H23D H 0.373418 1.410423 0.759844 0.029 Uiso 1 1 calc R . . . .
C24 C 0.6325(4) 1.3563(2) 0.78716(12) 0.0325(6) Uani 1 1 d . . . . .
H24D H 0.710626 1.291121 0.774964 0.049 Uiso 1 1 calc GR . . . .
H24E H 0.595282 1.345894 0.832543 0.049 Uiso 1 1 calc GR . . . .
H24F H 0.700837 1.432464 0.782848 0.049 Uiso 1 1 calc GR . . . .
C25 C 0.5102(3) 1.5181(2) 0.66306(12) 0.0230(5) Uani 1 1 d . . . . .
H25C H 0.599245 1.536488 0.628451 0.028 Uiso 1 1 calc R . . . .
H25D H 0.553815 1.560552 0.703299 0.028 Uiso 1 1 calc R . . . .
C26 C 0.3255(4) 1.5636(2) 0.64223(13) 0.0317(6) Uani 1 1 d . . . . .
H26D H 0.288327 1.529320 0.599634 0.048 Uiso 1 1 calc GR . . . .
H26E H 0.333977 1.650643 0.638859 0.048 Uiso 1 1 calc GR . . . .
H26F H 0.234467 1.540441 0.674679 0.048 Uiso 1 1 calc GR . . . .


_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
C1A H1A 0.9500 . ?
C1A C2A 1.188(3) . ?
C2A C3A 1.440(3) . ?
C3A C4A 1.406(3) . ?
C3A C20A 1.388(3) . ?
C4A H4A 0.9500 . ?
C4A C5A 1.378(3) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.397(3) . ?
C6A C7A 1.483(3) . ?
C6A C19A 1.410(3) . ?
C7A C8A 1.445(3) . ?
C7A O21A 1.239(3) . ?
C8A H8A 0.9500 . ?
C8A C9A 1.349(3) . ?
C9A O10A 1.370(2) . ?
C9A C18A 1.445(3) . ?
O10A C11A 1.377(3) . ?
C11A C12A 1.374(3) . ?
C11A C16A 1.401(3) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.403(3) . ?
C13A C14A 1.427(3) . ?
C13A N22A 1.363(3) . ?
C14A H14A 0.9500 . ?
C14A C15A 1.363(3) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.399(3) . ?
C16A N17A 1.374(3) . ?
N17A C18A 1.305(3) . ?
C18A C19A 1.466(3) . ?
C19A C20A 1.392(3) . ?
C20A H20A 0.9500 . ?
N22A C23A 1.459(3) . ?
N22A C25A 1.464(3) . ?
C23A H23A 0.9900 . ?
C23A H23B 0.9900 . ?
C23A C24A 1.514(3) . ?
C24A H24A 0.9800 . ?
C24A H24B 0.9800 . ?
C24A H24C 0.9800 . ?
C25A H25A 0.9900 . ?
C25A H25B 0.9900 . ?
C25A C26A 1.509(3) . ?
C26A H26A 0.9800 . ?
C26A H26B 0.9800 . ?
C26A H26C 0.9800 . ?
C1 H1 0.9500 . ?
C1 C2 1.190(3) . ?
C2 C3 1.439(3) . ?
C3 C4 1.402(3) . ?
C3 C20 1.388(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.376(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.399(3) . ?
C6 C7 1.483(3) . ?
C6 C19 1.399(3) . ?
C7 C8 1.441(3) . ?
C7 O21 1.242(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.347(3) . ?
C9 O10 1.365(2) . ?
C9 C18 1.447(3) . ?
O10 C11 1.375(3) . ?
C11 C12 1.370(3) . ?
C11 C16 1.405(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.406(3) . ?
C13 C14 1.422(3) . ?
C13 N22 1.362(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.368(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.399(3) . ?
C16 N17 1.378(3) . ?
N17 C18 1.309(3) . ?
C18 C19 1.469(3) . ?
C19 C20 1.399(3) . ?
C20 H20 0.9500 . ?
N22 C23 1.461(3) . ?
N22 C25 1.463(3) . ?
C23 H23C 0.9900 . ?
C23 H23D 0.9900 . ?
C23 C24 1.523(4) . ?
C24 H24D 0.9800 . ?
C24 H24E 0.9800 . ?
C24 H24F 0.9800 . ?
C25 H25C 0.9900 . ?
C25 H25D 0.9900 . ?
C25 C26 1.510(3) . ?
C26 H26D 0.9800 . ?
C26 H26E 0.9800 . ?
C26 H26F 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
C2A C1A H1A 180.0 . . ?
C1A C2A C3A 179.1(3) . . ?
C4A C3A C2A 120.4(2) . . ?
C20A C3A C2A 119.9(2) . . ?
C20A C3A C4A 119.7(2) . . ?
C3A C4A H4A 119.9 . . ?
C5A C4A C3A 120.2(2) . . ?
C5A C4A H4A 119.9 . . ?
C4A C5A H5A 119.8 . . ?
C4A C5A C6A 120.4(2) . . ?
C6A C5A H5A 119.8 . . ?
C5A C6A C7A 119.70(19) . . ?
C5A C6A C19A 119.6(2) . . ?
C19A C6A C7A 120.66(19) . . ?
C8A C7A C6A 117.23(19) . . ?
O21A C7A C6A 120.7(2) . . ?
O21A C7A C8A 122.0(2) . . ?
C7A C8A H8A 119.5 . . ?
C9A C8A C7A 121.1(2) . . ?
C9A C8A H8A 119.5 . . ?
C8A C9A O10A 117.77(19) . . ?
C8A C9A C18A 124.0(2) . . ?
O10A C9A C18A 118.22(19) . . ?
C9A O10A C11A 119.05(17) . . ?
O10A C11A C16A 119.57(19) . . ?
C12A C11A O10A 117.29(19) . . ?
C12A C11A C16A 123.1(2) . . ?
C11A C12A H12A 120.1 . . ?
C11A C12A C13A 119.8(2) . . ?
C13A C12A H12A 120.1 . . ?
C12A C13A C14A 117.5(2) . . ?
N22A C13A C12A 121.8(2) . . ?
N22A C13A C14A 120.7(2) . . ?
C13A C14A H14A 119.5 . . ?
C15A C14A C13A 121.1(2) . . ?
C15A C14A H14A 119.5 . . ?
C14A C15A H15A 119.1 . . ?
C14A C15A C16A 121.8(2) . . ?
C16A C15A H15A 119.1 . . ?
C15A C16A C11A 116.6(2) . . ?
N17A C16A C11A 122.33(19) . . ?
N17A C16A C15A 121.0(2) . . ?
C18A N17A C16A 117.32(18) . . ?
C9A C18A C19A 116.71(19) . . ?
N17A C18A C9A 123.48(19) . . ?
N17A C18A C19A 119.81(19) . . ?
C6A C19A C18A 120.19(19) . . ?
C20A C19A C6A 119.5(2) . . ?
C20A C19A C18A 120.3(2) . . ?
C3A C20A C19A 120.5(2) . . ?
C3A C20A H20A 119.7 . . ?
C19A C20A H20A 119.7 . . ?
C13A N22A C23A 121.47(19) . . ?
C13A N22A C25A 120.98(19) . . ?
C23A N22A C25A 116.88(18) . . ?
N22A C23A H23A 108.6 . . ?
N22A C23A H23B 108.6 . . ?
N22A C23A C24A 114.53(19) . . ?
H23A C23A H23B 107.6 . . ?
C24A C23A H23A 108.6 . . ?
C24A C23A H23B 108.6 . . ?
C23A C24A H24A 109.5 . . ?
C23A C24A H24B 109.5 . . ?
C23A C24A H24C 109.5 . . ?
H24A C24A H24B 109.5 . . ?
H24A C24A H24C 109.5 . . ?
H24B C24A H24C 109.5 . . ?
N22A C25A H25A 108.9 . . ?
N22A C25A H25B 108.9 . . ?
N22A C25A C26A 113.36(19) . . ?
H25A C25A H25B 107.7 . . ?
C26A C25A H25A 108.9 . . ?
C26A C25A H25B 108.9 . . ?
C25A C26A H26A 109.5 . . ?
C25A C26A H26B 109.5 . . ?
C25A C26A H26C 109.5 . . ?
H26A C26A H26B 109.5 . . ?
H26A C26A H26C 109.5 . . ?
H26B C26A H26C 109.5 . . ?
C2 C1 H1 180.0 . . ?
C1 C2 C3 178.4(2) . . ?
C4 C3 C2 119.8(2) . . ?
C20 C3 C2 120.1(2) . . ?
C20 C3 C4 120.1(2) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.1(2) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.3(2) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C7 119.13(19) . . ?
C19 C6 C5 119.9(2) . . ?
C19 C6 C7 120.99(19) . . ?
C8 C7 C6 117.03(19) . . ?
O21 C7 C6 121.2(2) . . ?
O21 C7 C8 121.8(2) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.3(2) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 O10 117.82(19) . . ?
C8 C9 C18 123.92(19) . . ?
O10 C9 C18 118.26(18) . . ?
C9 O10 C11 119.53(17) . . ?
O10 C11 C16 119.35(19) . . ?
C12 C11 O10 117.28(19) . . ?
C12 C11 C16 123.3(2) . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.5(2) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C14 117.79(19) . . ?
N22 C13 C12 121.1(2) . . ?
N22 C13 C14 121.1(2) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.1(2) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 H15 119.2 . . ?
C14 C15 C16 121.6(2) . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C11 116.6(2) . . ?
N17 C16 C11 122.11(19) . . ?
N17 C16 C15 121.3(2) . . ?
C18 N17 C16 117.53(18) . . ?
C9 C18 C19 116.41(18) . . ?
N17 C18 C9 123.14(19) . . ?
N17 C18 C19 120.44(19) . . ?
C6 C19 C18 120.31(19) . . ?
C6 C19 C20 119.7(2) . . ?
C20 C19 C18 120.02(19) . . ?
C3 C20 C19 120.0(2) . . ?
C3 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C13 N22 C23 122.23(19) . . ?
C13 N22 C25 122.37(19) . . ?
C23 N22 C25 115.20(18) . . ?
N22 C23 H23C 109.1 . . ?
N22 C23 H23D 109.1 . . ?
N22 C23 C24 112.4(2) . . ?
H23C C23 H23D 107.9 . . ?
C24 C23 H23C 109.1 . . ?
C24 C23 H23D 109.1 . . ?
C23 C24 H24D 109.5 . . ?
C23 C24 H24E 109.5 . . ?
C23 C24 H24F 109.5 . . ?
H24D C24 H24E 109.5 . . ?
H24D C24 H24F 109.5 . . ?
H24E C24 H24F 109.5 . . ?
N22 C25 H25C 109.0 . . ?
N22 C25 H25D 109.0 . . ?
N22 C25 C26 112.9(2) . . ?
H25C C25 H25D 107.8 . . ?
C26 C25 H25C 109.0 . . ?
C26 C25 H25D 109.0 . . ?
C25 C26 H26D 109.5 . . ?
C25 C26 H26E 109.5 . . ?
C25 C26 H26F 109.5 . . ?
H26D C26 H26E 109.5 . . ?
H26D C26 H26F 109.5 . . ?
H26E C26 H26F 109.5 . . ?

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
C1A H1A O21 0.95 2.32 3.238(3) 163 1_554 yes
C1 H1 O21A 0.95 2.25 3.137(3) 155 . 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
C2A C3A C4A C5A -177.0(2) . . . . ?
C2A C3A C20A C19A 177.6(2) . . . . ?
C3A C4A C5A C6A 0.1(3) . . . . ?
C4A C3A C20A C19A -1.1(3) . . . . ?
C4A C5A C6A C7A 176.9(2) . . . . ?
C4A C5A C6A C19A -2.5(3) . . . . ?
C5A C6A C7A C8A 177.4(2) . . . . ?
C5A C6A C7A O21A -2.3(3) . . . . ?
C5A C6A C19A C18A -177.23(19) . . . . ?
C5A C6A C19A C20A 3.0(3) . . . . ?
C6A C7A C8A C9A 0.7(3) . . . . ?
C6A C19A C20A C3A -1.3(3) . . . . ?
C7A C6A C19A C18A 3.4(3) . . . . ?
C7A C6A C19A C20A -176.3(2) . . . . ?
C7A C8A C9A O10A -178.73(19) . . . . ?
C7A C8A C9A C18A 1.6(3) . . . . ?
C8A C9A O10A C11A -177.7(2) . . . . ?
C8A C9A C18A N17A 178.9(2) . . . . ?
C8A C9A C18A C19A -1.5(3) . . . . ?
C9A O10A C11A C12A 177.73(19) . . . . ?
C9A O10A C11A C16A -1.5(3) . . . . ?
C9A C18A C19A C6A -1.1(3) . . . . ?
C9A C18A C19A C20A 178.6(2) . . . . ?
O10A C9A C18A N17A -0.7(3) . . . . ?
O10A C9A C18A C19A 178.88(18) . . . . ?
O10A C11A C12A C13A -178.75(19) . . . . ?
O10A C11A C16A C15A 179.12(19) . . . . ?
O10A C11A C16A N17A -0.1(3) . . . . ?
C11A C12A C13A C14A -0.5(3) . . . . ?
C11A C12A C13A N22A -179.8(2) . . . . ?
C11A C16A N17A C18A 1.3(3) . . . . ?
C12A C11A C16A C15A -0.1(3) . . . . ?
C12A C11A C16A N17A -179.3(2) . . . . ?
C12A C13A C14A C15A 0.2(3) . . . . ?
C12A C13A N22A C23A 0.9(3) . . . . ?
C12A C13A N22A C25A -169.4(2) . . . . ?
C13A C14A C15A C16A 0.2(3) . . . . ?
C13A N22A C23A C24A -86.0(3) . . . . ?
C13A N22A C25A C26A 70.2(3) . . . . ?
C14A C13A N22A C23A -178.4(2) . . . . ?
C14A C13A N22A C25A 11.3(3) . . . . ?
C14A C15A C16A C11A -0.2(3) . . . . ?
C14A C15A C16A N17A 179.0(2) . . . . ?
C15A C16A N17A C18A -177.9(2) . . . . ?
C16A C11A C12A C13A 0.5(3) . . . . ?
C16A N17A C18A C9A -0.9(3) . . . . ?
C16A N17A C18A C19A 179.57(18) . . . . ?
N17A C18A C19A C6A 178.5(2) . . . . ?
N17A C18A C19A C20A -1.8(3) . . . . ?
C18A C9A O10A C11A 1.9(3) . . . . ?
C18A C19A C20A C3A 179.0(2) . . . . ?
C19A C6A C7A C8A -3.2(3) . . . . ?
C19A C6A C7A O21A 177.0(2) . . . . ?
C20A C3A C4A C5A 1.7(3) . . . . ?
O21A C7A C8A C9A -179.6(2) . . . . ?
N22A C13A C14A C15A 179.5(2) . . . . ?
C23A N22A C25A C26A -100.5(2) . . . . ?
C25A N22A C23A C24A 84.6(2) . . . . ?
C2 C3 C4 C5 178.7(2) . . . . ?
C2 C3 C20 C19 -179.8(2) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C4 C3 C20 C19 -0.2(3) . . . . ?
C4 C5 C6 C7 -179.1(2) . . . . ?
C4 C5 C6 C19 0.3(3) . . . . ?
C5 C6 C7 C8 -179.7(2) . . . . ?
C5 C6 C7 O21 0.6(3) . . . . ?
C5 C6 C19 C18 179.9(2) . . . . ?
C5 C6 C19 C20 -1.3(3) . . . . ?
C6 C7 C8 C9 -1.1(3) . . . . ?
C6 C19 C20 C3 1.3(3) . . . . ?
C7 C6 C19 C18 -0.8(3) . . . . ?
C7 C6 C19 C20 178.0(2) . . . . ?
C7 C8 C9 O10 -179.4(2) . . . . ?
C7 C8 C9 C18 1.2(3) . . . . ?
C8 C9 O10 C11 178.1(2) . . . . ?
C8 C9 C18 N17 179.5(2) . . . . ?
C8 C9 C18 C19 -1.0(3) . . . . ?
C9 O10 C11 C12 -175.4(2) . . . . ?
C9 O10 C11 C16 2.9(3) . . . . ?
C9 C18 C19 C6 0.8(3) . . . . ?
C9 C18 C19 C20 -178.02(19) . . . . ?
O10 C9 C18 N17 0.1(3) . . . . ?
O10 C9 C18 C19 179.64(18) . . . . ?
O10 C11 C12 C13 177.13(19) . . . . ?
O10 C11 C16 C15 -179.00(19) . . . . ?
O10 C11 C16 N17 -1.0(3) . . . . ?
C11 C12 C13 C14 2.3(3) . . . . ?
C11 C12 C13 N22 -177.2(2) . . . . ?
C11 C16 N17 C18 -1.3(3) . . . . ?
C12 C11 C16 C15 -0.8(3) . . . . ?
C12 C11 C16 N17 177.2(2) . . . . ?
C12 C13 C14 C15 -1.6(3) . . . . ?
C12 C13 N22 C23 -7.3(3) . . . . ?
C12 C13 N22 C25 167.3(2) . . . . ?
C13 C14 C15 C16 -0.3(3) . . . . ?
C13 N22 C23 C24 89.0(3) . . . . ?
C13 N22 C25 C26 96.0(3) . . . . ?
C14 C13 N22 C23 173.2(2) . . . . ?
C14 C13 N22 C25 -12.2(3) . . . . ?
C14 C15 C16 C11 1.5(3) . . . . ?
C14 C15 C16 N17 -176.5(2) . . . . ?
C15 C16 N17 C18 176.6(2) . . . . ?
C16 C11 C12 C13 -1.1(3) . . . . ?
C16 N17 C18 C9 1.8(3) . . . . ?
C16 N17 C18 C19 -177.8(2) . . . . ?
N17 C18 C19 C6 -179.7(2) . . . . ?
N17 C18 C19 C20 1.5(3) . . . . ?
C18 C9 O10 C11 -2.5(3) . . . . ?
C18 C19 C20 C3 -179.9(2) . . . . ?
C19 C6 C7 C8 0.9(3) . . . . ?
C19 C6 C7 O21 -178.7(2) . . . . ?
C20 C3 C4 C5 -0.9(3) . . . . ?
O21 C7 C8 C9 178.6(2) . . . . ?
N22 C13 C14 C15 177.9(2) . . . . ?
C23 N22 C25 C26 -89.0(2) . . . . ?
C25 N22 C23 C24 -86.0(2) . . . . ?

_olex2_exptl_crystal_mounting_method 'mounted in oil on a MiTeGen microloop'
_olex2_submission_original_sample_id CMC-2EN2
_olex2_submission_special_instructions 'No special instructions were received'
