# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2106416'
loop_
_audit_author_name
_audit_author_address
'Xin Lu'
;Anhui University
China
;
_audit_update_record             
;
2021-08-30 deposited with the CCDC.	2022-02-28 downloaded from the CCDC.
;
_audit_creation_date             2021-08-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H25 N O2'
_chemical_formula_sum            'C29 H25 N O2'
_chemical_formula_weight         419.50
_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      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                   7.124(2)
_cell_length_b                   33.014(11)
_cell_length_c                   9.273(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.355(4)
_cell_angle_gamma                90
_cell_volume                     2177.3(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3136
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      23.535
_cell_measurement_theta_min      2.285
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5214
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1358 before and 0.0534 after correction.
The Ratio of minimum to maximum transmission is 0.6994.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0511
_diffrn_reflns_av_unetI/netI     0.0506
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.913
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -42
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            16716
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.913
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.389
_diffrn_reflns_theta_min         2.285
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2650
_reflns_number_total             4514
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.138
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         4514
_refine_ls_number_restraints     221
_refine_ls_R_factor_all          0.1137
_refine_ls_R_factor_gt           0.0620
_refine_ls_restrained_S_all      1.019
_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)+(0.0625P)²+0.7076P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1392
_refine_ls_wR_factor_ref         0.1634
_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, All O(H) groups
2. Restrained distances
 C13-C12 = C14-C13
 1.54 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C18A \\sim C19A \\sim C20A \\sim C21A \\sim C15A \\sim C16A: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
C18 \\sim C19 \\sim C20 \\sim C21 \\sim C15 \\sim C16: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
4. Rigid body (RIGU) restrains
 C17, C16A, C15A, C21A, C20A, C19A, C18A, C14A, C13A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C13A, C16A, C19A, C14A, C20A, C15A, C18A, C21A, C12, C17
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C13, C18, C20, C14, C19, C15, C21, C16, C17, C12
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(C13A)=Sof(H13C)=Sof(H13D)=Sof(C14A)=Sof(H14C)=Sof(H14D)=Sof(C15A)=
 Sof(C21A)=Sof(H21A)=Sof(C16A)=Sof(C20A)=Sof(H20A)=Sof(C19A)=Sof(H19A)=
 Sof(C18A)=Sof(H18A)=1-FVAR(1)
 Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=Sof(C16)=
 Sof(C18)=Sof(H18)=Sof(C19)=Sof(H19)=Sof(C20)=Sof(H20)=Sof(C21)=Sof(H21)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C13(H13A,H13B), C14(H14A,H14B), C28(H28A,H28B),
 C13A(H13C,H13D), C14A(H14C,H14D)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C18(H18), C19(H19), C20(H20), C21(H21),
 C23(H23), C24(H24), C27(H27), C21A(H21A), C20A(H20A), C19A(H19A), C18A(H18A)
6.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C)
6.d Idealised tetrahedral OH refined as rotating group:
 O1(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
O1 O 0.1339(2) 0.38298(6) 0.0529(2) 0.0742(6) Uani 1 1 d . . . . .
H1 H 0.1733 0.3823 -0.0284 0.111 Uiso 1 1 calc R U . . .
O2 O 0.4839(2) 0.38418(6) -0.03568(19) 0.0734(6) Uani 1 1 d . . . . .
N1 N 1.0584(2) 0.37750(5) 0.6670(2) 0.0452(5) Uani 1 1 d . . . . .
C1 C 1.0455(3) 0.44906(7) 0.7172(2) 0.0451(5) Uani 1 1 d . . . . .
C2 C 1.2271(3) 0.44941(7) 0.7817(3) 0.0533(6) Uani 1 1 d . . . . .
H2 H 1.3046 0.4270 0.7722 0.064 Uiso 1 1 calc R U . . .
C3 C 1.2933(4) 0.48249(8) 0.8594(3) 0.0649(7) Uani 1 1 d . . . . .
H3 H 1.4145 0.4823 0.9025 0.078 Uiso 1 1 calc R U . . .
C4 C 1.1806(4) 0.51563(8) 0.8732(3) 0.0698(8) Uani 1 1 d . . . . .
H4 H 1.2247 0.5378 0.9271 0.084 Uiso 1 1 calc R U . . .
C5 C 1.0021(4) 0.51634(8) 0.8076(3) 0.0685(7) Uani 1 1 d . . . . .
H5 H 0.9275 0.5392 0.8160 0.082 Uiso 1 1 calc R U . . .
C6 C 0.9319(3) 0.48321(7) 0.7290(3) 0.0548(6) Uani 1 1 d . . . . .
C7 C 0.7358(4) 0.48228(8) 0.6595(3) 0.0738(8) Uani 1 1 d . . . . .
H7A H 0.6943 0.5098 0.6389 0.089 Uiso 1 1 calc R U . . .
H7B H 0.6513 0.4705 0.7264 0.089 Uiso 1 1 calc R U . . .
C8 C 0.7253(3) 0.45803(8) 0.5211(3) 0.0629(7) Uani 1 1 d . . . . .
H8A H 0.7908 0.4725 0.4481 0.075 Uiso 1 1 calc R U . . .
H8B H 0.5948 0.4552 0.4866 0.075 Uiso 1 1 calc R U . . .
C9 C 0.8118(3) 0.41652(7) 0.5429(2) 0.0455(5) Uani 1 1 d . . . . .
C10 C 0.9696(3) 0.41279(6) 0.6405(2) 0.0426(5) Uani 1 1 d . . . . .
C11 C 0.7454(3) 0.38186(7) 0.4712(2) 0.0475(6) Uani 1 1 d . . . . .
C12 C 0.8380(3) 0.34494(7) 0.4974(3) 0.0505(6) Uani 1 1 d D U . . .
C13 C 0.7886(18) 0.3071(2) 0.4111(12) 0.073(2) Uani 0.567(8) 1 d D U P A 1
H13A H 0.8653 0.3055 0.3283 0.087 Uiso 0.567(8) 1 calc R U P A 1
H13B H 0.6576 0.3080 0.3764 0.087 Uiso 0.567(8) 1 calc R U P A 1
C14 C 0.8236(9) 0.26993(15) 0.5078(9) 0.084(2) Uani 0.567(8) 1 d D U P A 1
H14A H 0.7312 0.2694 0.5805 0.101 Uiso 0.567(8) 1 calc R U P A 1
H14B H 0.8073 0.2456 0.4497 0.101 Uiso 0.567(8) 1 calc R U P A 1
C15 C 1.0188(11) 0.2699(2) 0.5816(9) 0.070(2) Uani 0.567(8) 1 d . U P A 1
C16 C 1.100(4) 0.3064(8) 0.626(3) 0.063(2) Uani 0.567(8) 1 d . U P A 1
C17 C 0.9943(3) 0.34430(7) 0.5972(3) 0.0466(5) Uani 1 1 d . U . . .
C18 C 1.2316(11) 0.3019(2) 0.7373(10) 0.085(2) Uani 0.567(8) 1 d . U P A 1
H18 H 1.2609 0.3242 0.7955 0.102 Uiso 0.567(8) 1 calc R U P A 1
C19 C 1.3238(12) 0.2658(2) 0.7684(10) 0.095(3) Uani 0.567(8) 1 d . U P A 1
H19 H 1.4248 0.2655 0.8367 0.114 Uiso 0.567(8) 1 calc R U P A 1
C20 C 1.2716(12) 0.2320(2) 0.7033(9) 0.082(2) Uani 0.567(8) 1 d . U P A 1
H20 H 1.3392 0.2081 0.7186 0.098 Uiso 0.567(8) 1 calc R U P A 1
C21 C 1.1154(12) 0.2333(2) 0.6131(9) 0.083(2) Uani 0.567(8) 1 d . U P A 1
H21 H 1.0703 0.2094 0.5706 0.099 Uiso 0.567(8) 1 calc R U P A 1
C22 C 0.5820(3) 0.38370(7) 0.3603(3) 0.0508(6) Uani 1 1 d . . . . .
C23 C 0.3979(3) 0.38362(8) 0.4013(3) 0.0621(7) Uani 1 1 d . . . . .
H23 H 0.3736 0.3836 0.4988 0.075 Uiso 1 1 calc R U . . .
C24 C 0.2500(3) 0.38363(8) 0.2973(3) 0.0616(7) Uani 1 1 d . . . . .
H24 H 0.1269 0.3837 0.3256 0.074 Uiso 1 1 calc R U . . .
C25 C 0.2830(3) 0.38359(7) 0.1538(3) 0.0536(6) Uani 1 1 d . . . . .
C26 C 0.4679(3) 0.38378(7) 0.1108(3) 0.0517(6) Uani 1 1 d . . . . .
C27 C 0.6155(3) 0.38388(7) 0.2151(3) 0.0522(6) Uani 1 1 d . . . . .
H27 H 0.7387 0.3841 0.1870 0.063 Uiso 1 1 calc R U . . .
C28 C 0.6640(4) 0.37763(8) -0.0919(3) 0.0645(7) Uani 1 1 d . . . . .
H28A H 0.7554 0.3952 -0.0418 0.077 Uiso 1 1 calc R U . . .
H28B H 0.6580 0.3849 -0.1934 0.077 Uiso 1 1 calc R U . . .
C29 C 0.7277(4) 0.33513(9) -0.0761(3) 0.0823(9) Uani 1 1 d . . . . .
H29A H 0.8443 0.3318 -0.1217 0.123 Uiso 1 1 calc R U . . .
H29B H 0.6346 0.3175 -0.1210 0.123 Uiso 1 1 calc R U . . .
H29C H 0.7457 0.3285 0.0246 0.123 Uiso 1 1 calc R U . . .
C13A C 0.765(3) 0.3054(3) 0.4372(15) 0.070(3) Uani 0.433(8) 1 d . U P A 2
H13C H 0.6853 0.2928 0.5061 0.085 Uiso 0.433(8) 1 calc R U P A 2
H13D H 0.6881 0.3104 0.3490 0.085 Uiso 0.433(8) 1 calc R U P A 2
C14A C 0.9213(13) 0.2772(3) 0.4059(11) 0.088(3) Uani 0.433(8) 1 d . U P A 2
H14C H 0.8694 0.2510 0.3781 0.106 Uiso 0.433(8) 1 calc R U P A 2
H14D H 0.9874 0.2877 0.3253 0.106 Uiso 0.433(8) 1 calc R U P A 2
C15A C 1.0569(14) 0.2721(3) 0.5332(12) 0.065(2) Uani 0.433(8) 1 d . U P A 2
C21A C 1.1573(14) 0.2372(3) 0.5509(11) 0.071(2) Uani 0.433(8) 1 d . U P A 2
H21A H 1.1195 0.2143 0.4984 0.086 Uiso 0.433(8) 1 calc R U P A 2
C16A C 1.095(4) 0.3050(10) 0.626(4) 0.052(2) Uani 0.433(8) 1 d . U P A 2
C20A C 1.3080(15) 0.2352(3) 0.6415(11) 0.075(2) Uani 0.433(8) 1 d . U P A 2
H20A H 1.3639 0.2103 0.6630 0.090 Uiso 0.433(8) 1 calc R U P A 2
C19A C 1.3818(12) 0.2701(3) 0.7040(11) 0.072(2) Uani 0.433(8) 1 d . U P A 2
H19A H 1.4970 0.2692 0.7566 0.086 Uiso 0.433(8) 1 calc R U P A 2
C18A C 1.2847(11) 0.3063(3) 0.6885(10) 0.060(2) Uani 0.433(8) 1 d . U P A 2
H18A H 1.3402 0.3307 0.7178 0.072 Uiso 0.433(8) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 H1 0.8200 . ?
O1 C25 1.374(3) . ?
O2 C26 1.369(3) . ?
O2 C28 1.429(3) . ?
N1 C10 1.341(3) . ?
N1 C17 1.340(3) . ?
C1 C2 1.394(3) . ?
C1 C6 1.396(3) . ?
C1 C10 1.479(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.376(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.367(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.378(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.391(4) . ?
C6 C7 1.504(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.511(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.511(3) . ?
C9 C10 1.407(3) . ?
C9 C11 1.392(3) . ?
C11 C12 1.401(3) . ?
C11 C22 1.509(3) . ?
C12 C13 1.514(8) . ?
C12 C17 1.405(3) . ?
C12 C13A 1.503(11) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.531(9) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.513(8) . ?
C15 C16 1.39(3) . ?
C15 C21 1.413(8) . ?
C16 C17 1.47(3) . ?
C16 C18 1.37(3) . ?
C17 C16A 1.50(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.383(8) . ?
C19 H19 0.9300 . ?
C19 C20 1.313(8) . ?
C20 H20 0.9300 . ?
C20 C21 1.353(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.387(3) . ?
C22 C27 1.381(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.386(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.364(4) . ?
C25 C26 1.399(3) . ?
C26 C27 1.387(3) . ?
C27 H27 0.9300 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.479(4) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C13A H13C 0.9700 . ?
C13A H13D 0.9700 . ?
C13A C14A 1.495(19) . ?
C14A H14C 0.9700 . ?
C14A H14D 0.9700 . ?
C14A C15A 1.490(12) . ?
C15A C21A 1.361(11) . ?
C15A C16A 1.40(4) . ?
C21A H21A 0.9300 . ?
C21A C20A 1.326(10) . ?
C16A C18A 1.44(4) . ?
C20A H20A 0.9300 . ?
C20A C19A 1.378(11) . ?
C19A H19A 0.9300 . ?
C19A C18A 1.386(10) . ?
C18A H18A 0.9300 . ?

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
C25 O1 H1 109.5 . . ?
C26 O2 C28 119.24(17) . . ?
C17 N1 C10 118.58(18) . . ?
C2 C1 C6 119.2(2) . . ?
C2 C1 C10 121.1(2) . . ?
C6 C1 C10 119.6(2) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.8(2) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 119.9(2) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.3(2) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.8(2) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C7 118.6(2) . . ?
C5 C6 C1 118.9(2) . . ?
C5 C6 C7 122.5(2) . . ?
C6 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
C6 C7 C8 111.9(2) . . ?
H7A C7 H7B 107.9 . . ?
C8 C7 H7A 109.2 . . ?
C8 C7 H7B 109.2 . . ?
C7 C8 H8A 109.3 . . ?
C7 C8 H8B 109.3 . . ?
C7 C8 C9 111.6(2) . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
C10 C9 C8 118.0(2) . . ?
C11 C9 C8 123.86(19) . . ?
C11 C9 C10 118.15(19) . . ?
N1 C10 C1 117.39(18) . . ?
N1 C10 C9 123.0(2) . . ?
C9 C10 C1 119.63(19) . . ?
C9 C11 C12 119.29(19) . . ?
C9 C11 C22 121.3(2) . . ?
C12 C11 C22 119.3(2) . . ?
C11 C12 C13 122.3(4) . . ?
C11 C12 C17 118.3(2) . . ?
C11 C12 C13A 122.8(6) . . ?
C17 C12 C13 119.1(4) . . ?
C17 C12 C13A 118.5(6) . . ?
C12 C13 H13A 109.9 . . ?
C12 C13 H13B 109.9 . . ?
C12 C13 C14 109.1(6) . . ?
H13A C13 H13B 108.3 . . ?
C14 C13 H13A 109.9 . . ?
C14 C13 H13B 109.9 . . ?
C13 C14 H14A 109.1 . . ?
C13 C14 H14B 109.1 . . ?
H14A C14 H14B 107.9 . . ?
C15 C14 C13 112.3(6) . . ?
C15 C14 H14A 109.1 . . ?
C15 C14 H14B 109.1 . . ?
C16 C15 C14 119.2(13) . . ?
C16 C15 C21 119.6(13) . . ?
C21 C15 C14 121.2(6) . . ?
C15 C16 C17 119.1(19) . . ?
C18 C16 C15 113(2) . . ?
C18 C16 C17 123(2) . . ?
N1 C17 C12 122.7(2) . . ?
N1 C17 C16 116.9(11) . . ?
N1 C17 C16A 118.6(13) . . ?
C12 C17 C16 120.4(11) . . ?
C12 C17 C16A 118.7(13) . . ?
C16 C18 H18 118.3 . . ?
C16 C18 C19 123.4(13) . . ?
C19 C18 H18 118.3 . . ?
C18 C19 H19 119.4 . . ?
C20 C19 C18 121.3(7) . . ?
C20 C19 H19 119.4 . . ?
C19 C20 H20 121.4 . . ?
C19 C20 C21 117.2(7) . . ?
C21 C20 H20 121.4 . . ?
C15 C21 H21 119.0 . . ?
C20 C21 C15 121.9(7) . . ?
C20 C21 H21 119.0 . . ?
C23 C22 C11 121.2(2) . . ?
C27 C22 C11 119.6(2) . . ?
C27 C22 C23 119.2(2) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.1(3) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.8(2) . . ?
C25 C24 H24 119.6 . . ?
O1 C25 C26 120.6(2) . . ?
C24 C25 O1 119.6(2) . . ?
C24 C25 C26 119.8(2) . . ?
O2 C26 C25 114.7(2) . . ?
O2 C26 C27 126.0(2) . . ?
C27 C26 C25 119.3(2) . . ?
C22 C27 C26 120.9(2) . . ?
C22 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
O2 C28 H28A 109.1 . . ?
O2 C28 H28B 109.1 . . ?
O2 C28 C29 112.6(2) . . ?
H28A C28 H28B 107.8 . . ?
C29 C28 H28A 109.1 . . ?
C29 C28 H28B 109.1 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C12 C13A H13C 109.3 . . ?
C12 C13A H13D 109.3 . . ?
H13C C13A H13D 108.0 . . ?
C14A C13A C12 111.4(12) . . ?
C14A C13A H13C 109.3 . . ?
C14A C13A H13D 109.3 . . ?
C13A C14A H14C 109.2 . . ?
C13A C14A H14D 109.2 . . ?
H14C C14A H14D 107.9 . . ?
C15A C14A C13A 111.9(9) . . ?
C15A C14A H14C 109.2 . . ?
C15A C14A H14D 109.2 . . ?
C21A C15A C14A 120.2(8) . . ?
C21A C15A C16A 120.2(17) . . ?
C16A C15A C14A 119.2(17) . . ?
C15A C21A H21A 119.4 . . ?
C20A C21A C15A 121.2(9) . . ?
C20A C21A H21A 119.4 . . ?
C15A C16A C17 120(3) . . ?
C15A C16A C18A 114(2) . . ?
C18A C16A C17 118(2) . . ?
C21A C20A H20A 120.0 . . ?
C21A C20A C19A 120.0(9) . . ?
C19A C20A H20A 120.0 . . ?
C20A C19A H19A 119.9 . . ?
C20A C19A C18A 120.1(8) . . ?
C18A C19A H19A 119.9 . . ?
C16A C18A H18A 121.1 . . ?
C19A C18A C16A 117.8(16) . . ?
C19A C18A H18A 121.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C25 C26 O2 1.3(3) . . . . ?
O1 C25 C26 C27 -179.2(2) . . . . ?
O2 C26 C27 C22 179.6(2) . . . . ?
N1 C17 C16A C15A -166.5(16) . . . . ?
N1 C17 C16A C18A -19(3) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
C1 C6 C7 C8 -34.3(3) . . . . ?
C2 C1 C6 C5 -1.4(4) . . . . ?
C2 C1 C6 C7 -179.6(2) . . . . ?
C2 C1 C10 N1 17.4(3) . . . . ?
C2 C1 C10 C9 -161.8(2) . . . . ?
C2 C3 C4 C5 -1.1(4) . . . . ?
C3 C4 C5 C6 1.3(4) . . . . ?
C4 C5 C6 C1 -0.1(4) . . . . ?
C4 C5 C6 C7 178.1(3) . . . . ?
C5 C6 C7 C8 147.5(3) . . . . ?
C6 C1 C2 C3 1.6(4) . . . . ?
C6 C1 C10 N1 -160.8(2) . . . . ?
C6 C1 C10 C9 20.0(3) . . . . ?
C6 C7 C8 C9 51.5(3) . . . . ?
C7 C8 C9 C10 -35.3(3) . . . . ?
C7 C8 C9 C11 145.3(2) . . . . ?
C8 C9 C10 N1 -179.4(2) . . . . ?
C8 C9 C10 C1 -0.2(3) . . . . ?
C8 C9 C11 C12 178.9(2) . . . . ?
C8 C9 C11 C22 2.1(3) . . . . ?
C9 C11 C12 C13 -172.7(6) . . . . ?
C9 C11 C12 C17 0.8(3) . . . . ?
C9 C11 C12 C13A 173.3(9) . . . . ?
C9 C11 C22 C23 -82.3(3) . . . . ?
C9 C11 C22 C27 100.2(3) . . . . ?
C10 N1 C17 C12 0.0(3) . . . . ?
C10 N1 C17 C16 177.9(13) . . . . ?
C10 N1 C17 C16A 179.3(14) . . . . ?
C10 C1 C2 C3 -176.6(2) . . . . ?
C10 C1 C6 C5 176.8(2) . . . . ?
C10 C1 C6 C7 -1.4(3) . . . . ?
C10 C9 C11 C12 -0.6(3) . . . . ?
C10 C9 C11 C22 -177.4(2) . . . . ?
C11 C9 C10 N1 0.1(3) . . . . ?
C11 C9 C10 C1 179.3(2) . . . . ?
C11 C12 C13 C14 -148.7(6) . . . . ?
C11 C12 C17 N1 -0.5(4) . . . . ?
C11 C12 C17 C16 -178.3(13) . . . . ?
C11 C12 C17 C16A -179.8(14) . . . . ?
C11 C12 C13A C14A 147.5(7) . . . . ?
C11 C22 C23 C24 -177.3(2) . . . . ?
C11 C22 C27 C26 177.2(2) . . . . ?
C12 C11 C22 C23 100.9(3) . . . . ?
C12 C11 C22 C27 -76.6(3) . . . . ?
C12 C13 C14 C15 -51.7(11) . . . . ?
C12 C17 C16A C15A 13(3) . . . . ?
C12 C17 C16A C18A 160.1(16) . . . . ?
C12 C13A C14A C15A 52.3(14) . . . . ?
C13 C12 C17 N1 173.2(6) . . . . ?
C13 C12 C17 C16 -4.7(15) . . . . ?
C13 C14 C15 C16 35.4(17) . . . . ?
C13 C14 C15 C21 -147.9(8) . . . . ?
C14 C15 C16 C17 -1(3) . . . . ?
C14 C15 C16 C18 154.8(14) . . . . ?
C14 C15 C21 C20 -166.6(7) . . . . ?
C15 C16 C17 N1 166.3(16) . . . . ?
C15 C16 C17 C12 -16(3) . . . . ?
C15 C16 C18 C19 22(3) . . . . ?
C16 C15 C21 C20 10.0(18) . . . . ?
C16 C18 C19 C20 -9.3(19) . . . . ?
C17 N1 C10 C1 -179.0(2) . . . . ?
C17 N1 C10 C9 0.2(3) . . . . ?
C17 C12 C13 C14 37.9(10) . . . . ?
C17 C12 C13A C14A -39.9(13) . . . . ?
C17 C16 C18 C19 176.7(14) . . . . ?
C17 C16A C18A C19A -175.0(15) . . . . ?
C18 C16 C17 N1 13(3) . . . . ?
C18 C16 C17 C12 -168.6(16) . . . . ?
C18 C19 C20 C21 -4.9(12) . . . . ?
C19 C20 C21 C15 4.3(12) . . . . ?
C21 C15 C16 C17 -177.6(14) . . . . ?
C21 C15 C16 C18 -22(3) . . . . ?
C22 C11 C12 C13 4.2(7) . . . . ?
C22 C11 C12 C17 177.6(2) . . . . ?
C22 C11 C12 C13A -9.8(9) . . . . ?
C22 C23 C24 C25 0.2(4) . . . . ?
C23 C22 C27 C26 -0.3(4) . . . . ?
C23 C24 C25 O1 179.0(2) . . . . ?
C23 C24 C25 C26 -0.4(4) . . . . ?
C24 C25 C26 O2 -179.3(2) . . . . ?
C24 C25 C26 C27 0.2(4) . . . . ?
C25 C26 C27 C22 0.2(4) . . . . ?
C26 O2 C28 C29 71.8(3) . . . . ?
C27 C22 C23 C24 0.1(4) . . . . ?
C28 O2 C26 C25 -169.7(2) . . . . ?
C28 O2 C26 C27 10.9(4) . . . . ?
C13A C12 C17 N1 -173.4(8) . . . . ?
C13A C12 C17 C16A 7.3(16) . . . . ?
C13A C14A C15A C21A 152.2(11) . . . . ?
C13A C14A C15A C16A -35(2) . . . . ?
C14A C15A C21A C20A 163.9(10) . . . . ?
C14A C15A C16A C17 2(3) . . . . ?
C14A C15A C16A C18A -146.7(17) . . . . ?
C15A C21A C20A C19A -9.5(14) . . . . ?
C15A C16A C18A C19A -26(3) . . . . ?
C21A C15A C16A C17 174.9(14) . . . . ?
C21A C15A C16A C18A 26(3) . . . . ?
C21A C20A C19A C18A 9.0(14) . . . . ?
C16A C15A C21A C20A -9(2) . . . . ?
C20A C19A C18A C16A 9.4(19) . . . . ?

_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_fb1
_database_code_depnum_ccdc_archive 'CCDC 2132903'
loop_
_audit_author_name
_audit_author_address
'Xin Lu'
;Anhui University
China
;
_audit_update_record             
;
2022-01-06 deposited with the CCDC.	2022-02-28 downloaded from the CCDC.
;
_audit_creation_date             2022-01-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        L-O
_chemical_formula_moiety         '0.07(C34 H34 N O4)'
_chemical_formula_sum            'C2.39 H2.25 N0.07 O0.28'
_chemical_formula_weight         36.39
_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      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                   9.1797(13)
_cell_length_b                   30.203(4)
_cell_length_c                   11.0131(16)
_cell_angle_alpha                90
_cell_angle_beta                 111.056(2)
_cell_angle_gamma                90
_cell_volume                     2849.6(7)
_cell_formula_units_Z            57
_cell_measurement_reflns_used    7039
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      23.79
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5377
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic whiteish white'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1100
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            22024
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.350
_diffrn_reflns_theta_min         1.348
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4198
_reflns_number_total             5934
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.952
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         5934
_refine_ls_number_restraints     315
_refine_ls_R_factor_all          0.0967
_refine_ls_R_factor_gt           0.0737
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1332P)²+0.9966P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2161
_refine_ls_wR_factor_ref         0.2409
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C20(H20A,H20B), C23(H23A,H23B), C25(H25A,H25B), C29(H29A,
 H29B), C32(H32A,H32B)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C9(H9), C17(H17), C18(H18), C22(H22), C24(H24), C26(H26), C27(H27),
 C28(H28), C30(H30A), C31(H31), C33(H33), C34(H34)
3.c Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
N1 N 0.1052(2) 0.22104(6) 0.90454(18) 0.0497(5) Uani 1 1 d . . . . .
H1 H 0.053150 0.200372 0.853663 0.060 Uiso 1 1 calc R U . . .
O2 O 0.6392(2) 0.42196(6) 1.39752(17) 0.0621(5) Uani 1 1 d . . . . .
C3 C 0.2775(3) 0.28778(8) 1.0681(2) 0.0492(5) Uani 1 1 d . . . . .
C4 C 0.0830(3) 0.26315(7) 0.8677(2) 0.0476(5) Uani 1 1 d . . . . .
C5 C 0.3000(3) 0.24326(8) 1.1073(2) 0.0513(5) Uani 1 1 d . . . . .
C6 C -0.0309(3) 0.27260(8) 0.7361(2) 0.0502(5) Uani 1 1 d . . . . .
O7 O 0.7146(2) 0.39495(7) 1.20596(19) 0.0728(6) Uani 1 1 d . . . . .
C8 C 0.2096(3) 0.21126(8) 1.0218(2) 0.0494(5) Uani 1 1 d . . . . .
C9 C 0.4974(3) 0.34264(8) 1.1355(2) 0.0551(6) Uani 1 1 d . . . . .
H9 H 0.524019 0.333033 1.065965 0.066 Uiso 1 1 calc R U . . .
C10 C 0.3699(3) 0.32378(8) 1.1560(2) 0.0509(5) Uani 1 1 d . . . . .
C11 C 0.1660(3) 0.29790(8) 0.9470(2) 0.0486(5) Uani 1 1 d . . . . .
C12 C 0.5440(3) 0.39009(8) 1.3205(2) 0.0507(5) Uani 1 1 d . . . . .
C13 C 0.2277(3) 0.16399(8) 1.0604(2) 0.0555(6) Uani 1 1 d . . . . .
C14 C -0.0850(3) 0.31577(8) 0.7032(2) 0.0559(6) Uani 1 1 d . . . . .
C15 C 0.5849(3) 0.37540(8) 1.2166(2) 0.0520(6) Uani 1 1 d . . . . .
C16 C 0.1356(3) 0.34477(8) 0.8955(3) 0.0596(6) Uani 1 1 d . . . . .
H16A H 0.159359 0.365200 0.967996 0.072 Uiso 1 1 calc R U . . .
H16B H 0.204293 0.351539 0.848541 0.072 Uiso 1 1 calc R U . . .
C17 C 0.4168(3) 0.37206(8) 1.3397(2) 0.0565(6) Uani 1 1 d . . . . .
H17 H 0.387912 0.382262 1.407533 0.068 Uiso 1 1 calc R U . . .
C18 C 0.3306(3) 0.33861(9) 1.2584(2) 0.0568(6) Uani 1 1 d . . . . .
H18 H 0.245883 0.326203 1.273419 0.068 Uiso 1 1 calc R U . . .
O19 O 0.6818(3) 0.48072(8) 1.6907(2) 0.0925(7) Uani 1 1 d . . . . .
C20 C 0.5999(3) 0.43686(10) 1.5055(3) 0.0682(7) Uani 1 1 d . . . . .
H20A H 0.589272 0.411801 1.556761 0.082 Uiso 1 1 calc R U . . .
H20B H 0.501750 0.452876 1.474721 0.082 Uiso 1 1 calc R U . . .
C21 C 0.3634(3) 0.15040(9) 1.1613(3) 0.0632(7) Uani 1 1 d . . . . .
C22 C -0.1877(3) 0.32446(10) 0.5787(3) 0.0683(7) Uani 1 1 d . . . . .
H22 H -0.222885 0.353267 0.556195 0.082 Uiso 1 1 calc R U . . .
C23 C 0.4167(3) 0.22886(10) 1.2369(3) 0.0665(7) Uani 1 1 d . . . . .
H23A H 0.365638 0.226971 1.300037 0.080 Uiso 1 1 calc R U . . .
H23B H 0.499377 0.250692 1.267472 0.080 Uiso 1 1 calc R U . . .
C24 C 0.1131(4) 0.13323(9) 0.9972(3) 0.0667(7) Uani 1 1 d . . . . .
H24 H 0.022594 0.142290 0.930666 0.080 Uiso 1 1 calc R U . . .
C25 C 0.7284(4) 0.46646(10) 1.5858(3) 0.0727(8) Uani 1 1 d . . . . .
H25A H 0.826610 0.450512 1.618676 0.087 Uiso 1 1 calc R U . . .
H25B H 0.740086 0.491572 1.535157 0.087 Uiso 1 1 calc R U . . .
C26 C -0.0830(3) 0.23944(9) 0.6429(3) 0.0624(7) Uani 1 1 d . . . . .
H26 H -0.047359 0.210596 0.663898 0.075 Uiso 1 1 calc R U . . .
C27 C 0.3799(5) 0.10534(11) 1.1945(3) 0.0812(9) Uani 1 1 d . . . . .
H27 H 0.469540 0.095765 1.261090 0.097 Uiso 1 1 calc R U . . .
C28 C -0.2391(3) 0.29136(11) 0.4875(3) 0.0749(8) Uani 1 1 d . . . . .
H28 H -0.308759 0.297775 0.404301 0.090 Uiso 1 1 calc R U . . .
C29 C -0.0319(4) 0.35119(9) 0.8061(3) 0.0697(7) Uani 1 1 d . . . . .
H29A H -0.098754 0.350896 0.857159 0.084 Uiso 1 1 calc R U . . .
H29B H -0.042460 0.379906 0.764323 0.084 Uiso 1 1 calc R U . . .
C30 C 0.7635(4) 0.38192(12) 1.1040(3) 0.0778(9) Uani 1 1 d . . . . .
H30A H 0.710374 0.362743 1.036540 0.093 Uiso 1 1 calc R U . . .
C31 C 0.1336(5) 0.08879(10) 1.0334(3) 0.0848(10) Uani 1 1 d . . . . .
H31 H 0.056591 0.068241 0.991292 0.102 Uiso 1 1 calc R U . . .
C32 C 0.4865(4) 0.18395(10) 1.2252(3) 0.0744(8) Uani 1 1 d . . . . .
H32A H 0.553644 0.187235 1.175004 0.089 Uiso 1 1 calc R U . . .
H32B H 0.550114 0.173556 1.311324 0.089 Uiso 1 1 calc R U . . .
C33 C -0.1870(3) 0.24883(10) 0.5196(3) 0.0737(8) Uani 1 1 d . . . . .
H33 H -0.221831 0.226325 0.458322 0.088 Uiso 1 1 calc R U . . .
C34 C 0.2675(5) 0.07532(11) 1.1313(3) 0.0905(11) Uani 1 1 d . . . . .
H34 H 0.281418 0.045583 1.154510 0.109 Uiso 1 1 calc R U . . .
C35 C 0.7897(6) 0.50801(18) 1.7785(4) 0.1134(15) Uani 1 1 d . . . . .
C36 C 0.9141(4) 0.40396(13) 1.1223(4) 0.0911(10) Uani 1 1 d . . . . .
H36A H 0.946963 0.396452 1.051379 0.137 Uiso 1 1 calc R U . . .
H36B H 0.991482 0.394253 1.202649 0.137 Uiso 1 1 calc R U . . .
H36C H 0.901558 0.435465 1.124775 0.137 Uiso 1 1 calc R U . . .
H35 H 0.889(7) 0.4895(19) 1.800(5) 0.17(2) Uiso 1 1 d . . . . .
O1 O 0.7383(7) 0.49973(17) 1.9677(4) 0.187(2) Uani 1 1 d . . . . .
C2 C 0.7274(8) 0.52493(19) 1.8739(4) 0.1264(17) Uani 1 1 d . . . . .
H2 H 0.595(7) 0.5297(19) 1.841(6) 0.17(2) Uiso 1 1 d . . . . .
C1 C 0.7146(11) 0.5218(3) 2.0775(6) 0.211(4) Uani 1 1 d . . . . .
H1A H 0.623610 0.540320 2.045831 0.317 Uiso 1 1 calc R U . . .
H1B H 0.804162 0.539673 2.123013 0.317 Uiso 1 1 calc R U . . .
H1C H 0.700422 0.499991 2.135619 0.317 Uiso 1 1 calc R U . . .
H30B H 0.665(5) 0.3994(13) 1.014(4) 0.115(13) Uiso 1 1 d . . . . .


_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
N1 H1 0.8600 . ?
N1 C4 1.328(3) . ?
N1 C8 1.336(3) . ?
O2 C12 1.370(3) . ?
O2 C20 1.433(3) . ?
C3 C5 1.405(3) . ?
C3 C10 1.500(3) . ?
C3 C11 1.392(3) . ?
C4 C6 1.478(3) . ?
C4 C11 1.403(3) . ?
C5 C8 1.396(3) . ?
C5 C23 1.508(3) . ?
C6 C14 1.396(3) . ?
C6 C26 1.390(3) . ?
O7 C15 1.370(3) . ?
O7 C30 1.408(3) . ?
C8 C13 1.482(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.391(3) . ?
C9 C15 1.381(3) . ?
C10 C18 1.376(3) . ?
C11 C16 1.513(3) . ?
C12 C15 1.399(3) . ?
C12 C17 1.373(3) . ?
C13 C21 1.400(4) . ?
C13 C24 1.389(4) . ?
C14 C22 1.382(4) . ?
C14 C29 1.506(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C29 1.511(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.393(3) . ?
C18 H18 0.9300 . ?
O19 C25 1.434(4) . ?
O19 C35 1.381(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C25 1.491(4) . ?
C21 C27 1.403(4) . ?
C21 C32 1.493(4) . ?
C22 H22 0.9300 . ?
C22 C28 1.375(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C32 1.525(4) . ?
C24 H24 0.9300 . ?
C24 C31 1.394(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26 0.9300 . ?
C26 C33 1.380(4) . ?
C27 H27 0.9300 . ?
C27 C34 1.362(5) . ?
C28 H28 0.9300 . ?
C28 C33 1.372(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 H30A 0.9300 . ?
C30 C36 1.481(4) . ?
C30 H30B 1.20(4) . ?
C31 H31 0.9300 . ?
C31 C34 1.373(5) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 H35 1.02(6) . ?
C35 C2 1.458(6) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
O1 C2 1.258(6) . ?
O1 C1 1.464(6) . ?
C2 H2 1.14(6) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?

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
C4 N1 H1 120.5 . . ?
C4 N1 C8 119.03(19) . . ?
C8 N1 H1 120.5 . . ?
C12 O2 C20 116.1(2) . . ?
C5 C3 C10 120.6(2) . . ?
C11 C3 C5 118.8(2) . . ?
C11 C3 C10 120.7(2) . . ?
N1 C4 C6 117.5(2) . . ?
N1 C4 C11 122.4(2) . . ?
C11 C4 C6 120.1(2) . . ?
C3 C5 C23 122.9(2) . . ?
C8 C5 C3 118.0(2) . . ?
C8 C5 C23 119.1(2) . . ?
C14 C6 C4 119.7(2) . . ?
C26 C6 C4 121.3(2) . . ?
C26 C6 C14 119.1(2) . . ?
C15 O7 C30 118.9(2) . . ?
N1 C8 C5 123.0(2) . . ?
N1 C8 C13 117.3(2) . . ?
C5 C8 C13 119.7(2) . . ?
C10 C9 H9 119.5 . . ?
C15 C9 H9 119.5 . . ?
C15 C9 C10 121.1(2) . . ?
C9 C10 C3 120.4(2) . . ?
C18 C10 C3 120.7(2) . . ?
C18 C10 C9 118.9(2) . . ?
C3 C11 C4 118.7(2) . . ?
C3 C11 C16 122.5(2) . . ?
C4 C11 C16 118.7(2) . . ?
O2 C12 C15 115.5(2) . . ?
O2 C12 C17 124.9(2) . . ?
C17 C12 C15 119.6(2) . . ?
C21 C13 C8 119.1(2) . . ?
C24 C13 C8 120.9(2) . . ?
C24 C13 C21 120.0(2) . . ?
C6 C14 C29 118.7(2) . . ?
C22 C14 C6 119.2(2) . . ?
C22 C14 C29 122.1(2) . . ?
O7 C15 C9 125.1(2) . . ?
O7 C15 C12 115.4(2) . . ?
C9 C15 C12 119.4(2) . . ?
C11 C16 H16A 109.2 . . ?
C11 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
C29 C16 C11 111.8(2) . . ?
C29 C16 H16A 109.2 . . ?
C29 C16 H16B 109.2 . . ?
C12 C17 H17 119.8 . . ?
C12 C17 C18 120.4(2) . . ?
C18 C17 H17 119.8 . . ?
C10 C18 C17 120.5(2) . . ?
C10 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C35 O19 C25 113.4(3) . . ?
O2 C20 H20A 110.2 . . ?
O2 C20 H20B 110.2 . . ?
O2 C20 C25 107.4(2) . . ?
H20A C20 H20B 108.5 . . ?
C25 C20 H20A 110.2 . . ?
C25 C20 H20B 110.2 . . ?
C13 C21 C27 118.3(3) . . ?
C13 C21 C32 118.8(2) . . ?
C27 C21 C32 122.9(3) . . ?
C14 C22 H22 119.4 . . ?
C28 C22 C14 121.3(3) . . ?
C28 C22 H22 119.4 . . ?
C5 C23 H23A 109.5 . . ?
C5 C23 H23B 109.5 . . ?
C5 C23 C32 110.7(2) . . ?
H23A C23 H23B 108.1 . . ?
C32 C23 H23A 109.5 . . ?
C32 C23 H23B 109.5 . . ?
C13 C24 H24 120.0 . . ?
C13 C24 C31 120.0(3) . . ?
C31 C24 H24 120.0 . . ?
O19 C25 C20 104.8(2) . . ?
O19 C25 H25A 110.8 . . ?
O19 C25 H25B 110.8 . . ?
C20 C25 H25A 110.8 . . ?
C20 C25 H25B 110.8 . . ?
H25A C25 H25B 108.9 . . ?
C6 C26 H26 119.6 . . ?
C33 C26 C6 120.7(3) . . ?
C33 C26 H26 119.6 . . ?
C21 C27 H27 119.3 . . ?
C34 C27 C21 121.4(3) . . ?
C34 C27 H27 119.3 . . ?
C22 C28 H28 120.1 . . ?
C33 C28 C22 119.7(3) . . ?
C33 C28 H28 120.1 . . ?
C14 C29 C16 112.2(2) . . ?
C14 C29 H29A 109.2 . . ?
C14 C29 H29B 109.2 . . ?
C16 C29 H29A 109.2 . . ?
C16 C29 H29B 109.2 . . ?
H29A C29 H29B 107.9 . . ?
O7 C30 H30A 125.8 . . ?
O7 C30 C36 108.4(3) . . ?
O7 C30 H30B 100.2(19) . . ?
H30A C30 H30B 65.7 . . ?
C36 C30 H30A 125.8 . . ?
C36 C30 H30B 108(2) . . ?
C24 C31 H31 120.0 . . ?
C34 C31 C24 120.1(3) . . ?
C34 C31 H31 120.0 . . ?
C21 C32 C23 111.9(2) . . ?
C21 C32 H32A 109.2 . . ?
C21 C32 H32B 109.2 . . ?
C23 C32 H32A 109.2 . . ?
C23 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
C26 C33 H33 120.0 . . ?
C28 C33 C26 120.0(3) . . ?
C28 C33 H33 120.0 . . ?
C27 C34 C31 120.3(3) . . ?
C27 C34 H34 119.9 . . ?
C31 C34 H34 119.9 . . ?
O19 C35 H35 101(3) . . ?
O19 C35 C2 110.2(4) . . ?
C2 C35 H35 125(3) . . ?
C30 C36 H36A 109.5 . . ?
C30 C36 H36B 109.5 . . ?
C30 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C2 O1 C1 114.2(5) . . ?
C35 C2 H2 118(3) . . ?
O1 C2 C35 116.4(5) . . ?
O1 C2 H2 96(3) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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
N1 C4 C6 C14 165.6(2) . . . . ?
N1 C4 C6 C26 -16.0(3) . . . . ?
N1 C4 C11 C3 1.0(3) . . . . ?
N1 C4 C11 C16 178.5(2) . . . . ?
N1 C8 C13 C21 161.0(2) . . . . ?
N1 C8 C13 C24 -18.4(3) . . . . ?
O2 C12 C15 O7 -0.1(3) . . . . ?
O2 C12 C15 C9 178.7(2) . . . . ?
O2 C12 C17 C18 -177.7(2) . . . . ?
O2 C20 C25 O19 179.2(2) . . . . ?
C3 C5 C8 N1 1.0(3) . . . . ?
C3 C5 C8 C13 -178.9(2) . . . . ?
C3 C5 C23 C32 -146.3(3) . . . . ?
C3 C10 C18 C17 -180.0(2) . . . . ?
C3 C11 C16 C29 -150.0(2) . . . . ?
C4 N1 C8 C5 -1.5(3) . . . . ?
C4 N1 C8 C13 178.4(2) . . . . ?
C4 C6 C14 C22 178.0(2) . . . . ?
C4 C6 C14 C29 -3.4(4) . . . . ?
C4 C6 C26 C33 -178.7(3) . . . . ?
C4 C11 C16 C29 32.5(3) . . . . ?
C5 C3 C10 C9 101.3(3) . . . . ?
C5 C3 C10 C18 -78.5(3) . . . . ?
C5 C3 C11 C4 -1.5(3) . . . . ?
C5 C3 C11 C16 -178.9(2) . . . . ?
C5 C8 C13 C21 -19.1(3) . . . . ?
C5 C8 C13 C24 161.5(2) . . . . ?
C5 C23 C32 C21 -51.3(3) . . . . ?
C6 C4 C11 C3 -177.2(2) . . . . ?
C6 C4 C11 C16 0.3(3) . . . . ?
C6 C14 C22 C28 0.8(4) . . . . ?
C6 C14 C29 C16 36.5(4) . . . . ?
C6 C26 C33 C28 0.6(5) . . . . ?
C8 N1 C4 C6 178.7(2) . . . . ?
C8 N1 C4 C11 0.4(3) . . . . ?
C8 C5 C23 C32 33.8(3) . . . . ?
C8 C13 C21 C27 -178.6(2) . . . . ?
C8 C13 C21 C32 -1.0(4) . . . . ?
C8 C13 C24 C31 178.8(2) . . . . ?
C9 C10 C18 C17 0.2(4) . . . . ?
C10 C3 C5 C8 179.4(2) . . . . ?
C10 C3 C5 C23 -0.5(4) . . . . ?
C10 C3 C11 C4 179.6(2) . . . . ?
C10 C3 C11 C16 2.2(3) . . . . ?
C10 C9 C15 O7 178.1(2) . . . . ?
C10 C9 C15 C12 -0.5(4) . . . . ?
C11 C3 C5 C8 0.5(3) . . . . ?
C11 C3 C5 C23 -179.4(2) . . . . ?
C11 C3 C10 C9 -79.8(3) . . . . ?
C11 C3 C10 C18 100.4(3) . . . . ?
C11 C4 C6 C14 -16.2(3) . . . . ?
C11 C4 C6 C26 162.3(2) . . . . ?
C11 C16 C29 C14 -49.7(3) . . . . ?
C12 O2 C20 C25 172.5(2) . . . . ?
C12 C17 C18 C10 -1.3(4) . . . . ?
C13 C21 C27 C34 -0.3(4) . . . . ?
C13 C21 C32 C23 36.3(4) . . . . ?
C13 C24 C31 C34 -0.3(4) . . . . ?
C14 C6 C26 C33 -0.2(4) . . . . ?
C14 C22 C28 C33 -0.4(5) . . . . ?
C15 O7 C30 C36 -173.8(3) . . . . ?
C15 C9 C10 C3 -179.1(2) . . . . ?
C15 C9 C10 C18 0.7(4) . . . . ?
C15 C12 C17 C18 1.5(4) . . . . ?
C17 C12 C15 O7 -179.3(2) . . . . ?
C17 C12 C15 C9 -0.6(4) . . . . ?
O19 C35 C2 O1 82.2(7) . . . . ?
C20 O2 C12 C15 -179.1(2) . . . . ?
C20 O2 C12 C17 0.0(4) . . . . ?
C21 C13 C24 C31 -0.5(4) . . . . ?
C21 C27 C34 C31 -0.5(5) . . . . ?
C22 C14 C29 C16 -145.0(3) . . . . ?
C22 C28 C33 C26 -0.3(5) . . . . ?
C23 C5 C8 N1 -179.0(2) . . . . ?
C23 C5 C8 C13 1.0(3) . . . . ?
C24 C13 C21 C27 0.8(4) . . . . ?
C24 C13 C21 C32 178.4(2) . . . . ?
C24 C31 C34 C27 0.8(5) . . . . ?
C25 O19 C35 C2 173.9(4) . . . . ?
C26 C6 C14 C22 -0.5(4) . . . . ?
C26 C6 C14 C29 178.1(3) . . . . ?
C27 C21 C32 C23 -146.2(3) . . . . ?
C29 C14 C22 C28 -177.7(3) . . . . ?
C30 O7 C15 C9 1.3(4) . . . . ?
C30 O7 C15 C12 179.9(3) . . . . ?
C32 C21 C27 C34 -177.8(3) . . . . ?
C35 O19 C25 C20 178.6(3) . . . . ?
C1 O1 C2 C35 164.2(6) . . . . ?

_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_fb
_database_code_depnum_ccdc_archive 'CCDC 2132913'
loop_
_audit_author_name
_audit_author_address
'Xin Lu'
;Anhui University
China
;
_audit_update_record             
;
2022-01-06 deposited with the CCDC.	2022-02-28 downloaded from the CCDC.
;
_audit_creation_date             2022-01-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
_publ_section_exptl              
;
Any special experimental details
;
_chemical_name_common            ?
_chemical_name_systematic        Ir-O
_chemical_formula_moiety         'C49 H44 Ir N4 O4, B F4'
_chemical_formula_sum            'C49 H44 B F4 Ir N4 O4'
_chemical_formula_weight         1031.91
_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 0.0030 0.0020 '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'
B B 0.0010 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4440 7.9890 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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      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                   14.904(2)
_cell_length_b                   16.186(3)
_cell_length_c                   19.171(4)
_cell_angle_alpha                90
_cell_angle_beta                 112.561(2)
_cell_angle_gamma                90
_cell_volume                     4270.8(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4982
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      21.669
_cell_measurement_theta_min      2.207
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.195
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6109
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             2064
_exptl_crystal_preparation       NO
_exptl_crystal_recrystallization_method NO
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0695
_diffrn_reflns_av_unetI/netI     0.0728
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            32678
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.399
_diffrn_reflns_theta_min         1.480
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5799
_reflns_number_total             8783
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.094
_refine_diff_density_min         -0.726
_refine_diff_density_rms         0.119
_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     570
_refine_ls_number_reflns         8783
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0864
_refine_ls_R_factor_gt           0.0439
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0473P)²+0.4544P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.1040
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C43(H43A,H43B), C24(H24A,H24B), C44(H44A,H44B), C36(H36A,
 H36B), C35(H35A,H35B), C46(H46A,H46B), C45(H45A,H45B), C40(H40A,H40B)
1.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C38(H38), C31(H31), C33(H33), C49(H49), C48(H48), C12(H12), C6(H6),
 C15(H15), C13(H13), C4(H4), C5(H5), C21(H21), C32(H32), C20(H20), C19(H19),
 C14(H14), C9(H9), C8(H8), C7(H7)
1.c Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C), C47(H47A,H47B,H47C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Ir1 Ir 0.69600(2) 0.53265(2) 0.78216(2) 0.03882(9) Uani 1 1 d . . . . .
O2 O 0.0965(3) 0.2566(2) 0.3653(2) 0.0498(11) Uani 1 1 d . . . . .
O1 O 0.0759(3) 0.3313(3) 0.4772(2) 0.0590(12) Uani 1 1 d . . . . .
O3 O -0.0543(3) 0.2456(3) 0.2145(2) 0.0677(13) Uani 1 1 d . . . . .
O4 O -0.1891(4) 0.3223(4) 0.0774(3) 0.0999(19) Uani 1 1 d . . . . .
N4 N 0.5821(3) 0.4803(3) 0.7000(2) 0.0374(11) Uani 1 1 d . . . . .
N2 N 0.7949(3) 0.5372(3) 0.7320(3) 0.0437(13) Uani 1 1 d . . . . .
N1 N 0.8061(3) 0.5798(3) 0.8633(3) 0.0464(13) Uani 1 1 d . . . . .
N3 N 0.6370(4) 0.5443(3) 0.8615(3) 0.0502(13) Uani 1 1 d . . . . .
C16 C 0.5758(4) 0.3965(3) 0.6948(3) 0.0384(13) Uani 1 1 d . . . . .
C28 C 0.5108(4) 0.5275(3) 0.6527(3) 0.0365(13) Uani 1 1 d . . . . .
C30 C 0.6172(4) 0.6384(3) 0.7259(3) 0.0389(14) Uani 1 1 d . . . . .
C25 C 0.4991(4) 0.3577(3) 0.6382(3) 0.0401(14) Uani 1 1 d . . . . .
C23 C 0.5751(4) 0.2212(4) 0.7018(4) 0.0518(17) Uani 1 1 d . . . . .
H23A H 0.599404 0.171944 0.686187 0.062 Uiso 1 1 calc R U . . .
H23B H 0.536949 0.203108 0.730209 0.062 Uiso 1 1 calc R U . . .
C17 C 0.6578(4) 0.3548(3) 0.7520(3) 0.0378(13) Uani 1 1 d . . . . .
C34 C 0.4655(4) 0.6726(4) 0.6182(3) 0.0486(16) Uani 1 1 d . . . . .
C22 C 0.6612(4) 0.2687(4) 0.7550(3) 0.0482(16) Uani 1 1 d . . . . .
C37 C 0.3372(4) 0.3668(4) 0.5296(3) 0.0466(15) Uani 1 1 d . . . . .
C26 C 0.4229(4) 0.4061(4) 0.5895(3) 0.0415(14) Uani 1 1 d . . . . .
C2 C 0.8835(4) 0.5682(4) 0.7783(4) 0.0531(18) Uani 1 1 d . . . . .
C39 C 0.1677(4) 0.3307(4) 0.4781(3) 0.0453(15) Uani 1 1 d . . . . .
C27 C 0.4281(4) 0.4934(4) 0.5979(3) 0.0433(15) Uani 1 1 d . . . . .
C43 C 0.1066(4) 0.2161(4) 0.3014(3) 0.0567(18) Uani 1 1 d . . . . .
H43A H 0.154400 0.172244 0.318521 0.068 Uiso 1 1 calc R U . . .
H43B H 0.127539 0.255428 0.272522 0.068 Uiso 1 1 calc R U . . .
C29 C 0.5304(4) 0.6163(3) 0.6655(3) 0.0396(14) Uani 1 1 d . . . . .
C3 C 0.7824(5) 0.5108(4) 0.6622(4) 0.0520(17) Uani 1 1 d . . . . .
H3 H 0.721938 0.491419 0.630068 0.062 Uiso 1 1 calc R U . . .
C38 C 0.2474(4) 0.3673(4) 0.5342(3) 0.0486(16) Uani 1 1 d . . . . .
H38 H 0.239781 0.392342 0.575272 0.058 Uiso 1 1 calc R U . . .
C42 C 0.1786(4) 0.2916(3) 0.4166(3) 0.0415(14) Uani 1 1 d . . . . .
C1 C 0.8898(4) 0.5926(4) 0.8527(4) 0.0533(17) Uani 1 1 d . . . . .
C31 C 0.6343(4) 0.7230(4) 0.7358(3) 0.0474(15) Uani 1 1 d . . . . .
H31 H 0.690838 0.741391 0.774208 0.057 Uiso 1 1 calc R U . . .
C33 C 0.4857(5) 0.7564(4) 0.6321(4) 0.0596(18) Uani 1 1 d . . . . .
H33 H 0.442803 0.795968 0.602276 0.072 Uiso 1 1 calc R U . . .
C10 C 0.7956(5) 0.5975(4) 0.9303(4) 0.0576(18) Uani 1 1 d . . . . .
C49 C 0.3474(4) 0.3280(4) 0.4681(3) 0.0498(16) Uani 1 1 d . . . . .
H49 H 0.407740 0.327287 0.464358 0.060 Uiso 1 1 calc R U . . .
C48 C 0.2688(4) 0.2904(4) 0.4125(3) 0.0490(16) Uani 1 1 d . . . . .
H48 H 0.277015 0.264252 0.372202 0.059 Uiso 1 1 calc R U . . .
C11 C 0.6990(5) 0.5790(4) 0.9283(4) 0.0563(17) Uani 1 1 d . . . . .
C12 C 0.5463(5) 0.5259(4) 0.8545(4) 0.0567(17) Uani 1 1 d . . . . .
H12 H 0.504747 0.500693 0.810229 0.068 Uiso 1 1 calc R U . . .
C18 C 0.7306(4) 0.4065(4) 0.8041(3) 0.0497(16) Uani 1 1 d . . . . .
C24 C 0.5078(5) 0.2640(4) 0.6320(4) 0.0576(18) Uani 1 1 d . . . . .
H24A H 0.443587 0.240022 0.617964 0.069 Uiso 1 1 calc R U . . .
H24B H 0.529589 0.252624 0.591399 0.069 Uiso 1 1 calc R U . . .
C44 C 0.0089(5) 0.1813(4) 0.2535(4) 0.066(2) Uani 1 1 d . . . . .
H44A H 0.015788 0.142212 0.217496 0.079 Uiso 1 1 calc R U . . .
H44B H -0.018131 0.152209 0.285183 0.079 Uiso 1 1 calc R U . . .
C6 C 0.9604(5) 0.5689(4) 0.7548(5) 0.071(2) Uani 1 1 d . . . . .
H6 H 1.021125 0.587545 0.787250 0.085 Uiso 1 1 calc R U . . .
C15 C 0.6675(7) 0.5952(5) 0.9862(4) 0.077(2) Uani 1 1 d . . . . .
H15 H 0.709659 0.617820 1.031476 0.093 Uiso 1 1 calc R U . . .
C13 C 0.5121(7) 0.5429(5) 0.9107(5) 0.076(2) Uani 1 1 d . . . . .
H13 H 0.448260 0.531042 0.904043 0.091 Uiso 1 1 calc R U . . .
C4 C 0.8574(5) 0.5123(4) 0.6381(5) 0.066(2) Uani 1 1 d . . . . .
H4 H 0.848120 0.492889 0.590129 0.080 Uiso 1 1 calc R U . . .
C5 C 0.9474(5) 0.5426(5) 0.6847(6) 0.077(2) Uani 1 1 d . . . . .
H5 H 0.998226 0.544887 0.667927 0.093 Uiso 1 1 calc R U . . .
C21 C 0.7422(5) 0.2312(4) 0.8080(4) 0.070(2) Uani 1 1 d . . . . .
H21 H 0.747146 0.173930 0.810684 0.084 Uiso 1 1 calc R U . . .
C36 C 0.3499(5) 0.5539(4) 0.5546(4) 0.082(3) Uani 1 1 d . . . . .
H36A H 0.319281 0.534171 0.503065 0.099 Uiso 1 1 calc R U . . .
H36B H 0.300893 0.553514 0.576331 0.099 Uiso 1 1 calc R U . . .
C35 C 0.3802(5) 0.6396(4) 0.5523(4) 0.077(2) Uani 1 1 d . . . . .
H35A H 0.324862 0.674722 0.545772 0.093 Uiso 1 1 calc R U . . .
H35B H 0.394803 0.645838 0.507428 0.093 Uiso 1 1 calc R U . . .
C32 C 0.5701(5) 0.7801(4) 0.6907(4) 0.0552(17) Uani 1 1 d . . . . .
H32 H 0.583810 0.836038 0.699729 0.066 Uiso 1 1 calc R U . . .
C20 C 0.8151(6) 0.2798(4) 0.8565(4) 0.090(3) Uani 1 1 d . . . . .
H20 H 0.870026 0.254418 0.891293 0.108 Uiso 1 1 calc R U . . .
C19 C 0.8095(5) 0.3662(4) 0.8553(4) 0.077(2) Uani 1 1 d . . . . .
H19 H 0.860032 0.396762 0.889720 0.092 Uiso 1 1 calc R U . . .
C46 C -0.2134(5) 0.2897(5) 0.1356(4) 0.077(2) Uani 1 1 d . . . . .
H46A H -0.280703 0.271870 0.115433 0.092 Uiso 1 1 calc R U . . .
H46B H -0.205820 0.331802 0.173416 0.092 Uiso 1 1 calc R U . . .
C45 C -0.1491(4) 0.2183(4) 0.1707(4) 0.069(2) Uani 1 1 d . . . . .
H45A H -0.175022 0.187920 0.202446 0.083 Uiso 1 1 calc R U . . .
H45B H -0.147147 0.181262 0.131520 0.083 Uiso 1 1 calc R U . . .
C14 C 0.5742(8) 0.5775(5) 0.9758(5) 0.087(3) Uani 1 1 d . . . . .
H14 H 0.552377 0.589261 1.014123 0.104 Uiso 1 1 calc R U . . .
C9 C 0.8764(6) 0.6300(4) 0.9892(4) 0.082(3) Uani 1 1 d . . . . .
H9 H 0.873326 0.641320 1.035815 0.098 Uiso 1 1 calc R U . . .
C8 C 0.9602(6) 0.6449(5) 0.9776(5) 0.095(3) Uani 1 1 d . . . . .
H8 H 1.012790 0.668399 1.016336 0.115 Uiso 1 1 calc R U . . .
C7 C 0.9690(5) 0.6264(4) 0.9107(5) 0.085(3) Uani 1 1 d . . . . .
H7 H 1.026969 0.636217 0.904477 0.103 Uiso 1 1 calc R U . . .
C40 C 0.0595(6) 0.3736(6) 0.5369(5) 0.106(3) Uani 1 1 d . . . . .
H40A H 0.084255 0.429610 0.541769 0.128 Uiso 1 1 calc R U . . .
H40B H 0.092059 0.345146 0.584530 0.128 Uiso 1 1 calc R U . . .
C41 C -0.0499(6) 0.3743(7) 0.5162(7) 0.159(5) Uani 1 1 d . . . . .
H41A H -0.082380 0.388270 0.463830 0.239 Uiso 1 1 calc R U . . .
H41B H -0.065637 0.414483 0.546622 0.239 Uiso 1 1 calc R U . . .
H41C H -0.070712 0.320632 0.525237 0.239 Uiso 1 1 calc R U . . .
C47 C -0.2456(7) 0.3923(7) 0.0417(5) 0.136(4) Uani 1 1 d . . . . .
H47A H -0.233475 0.406011 -0.002667 0.203 Uiso 1 1 calc R U . . .
H47B H -0.228166 0.438233 0.075937 0.203 Uiso 1 1 calc R U . . .
H47C H -0.313241 0.379869 0.027581 0.203 Uiso 1 1 calc R U . . .
F1 F 0.2155(6) 0.4028(4) 0.7168(3) 0.170(3) Uani 1 1 d . . . . .
F2 F 0.3214(5) 0.4990(7) 0.7402(6) 0.235(5) Uani 1 1 d . . . . .
F3 F 0.2736(10) 0.4560(7) 0.8228(6) 0.281(6) Uani 1 1 d . . . . .
F4 F 0.1790(6) 0.5262(5) 0.7228(10) 0.339(9) Uani 1 1 d . . . . .
B1 B 0.2436(9) 0.4767(8) 0.7451(10) 0.111(4) Uani 1 1 d . . . . .


_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
Ir1 N4 2.007(4) . ?
Ir1 N2 2.046(5) . ?
Ir1 N1 1.933(5) . ?
Ir1 N3 2.038(5) . ?
Ir1 C30 2.122(5) . ?
Ir1 C18 2.109(6) . ?
O2 C43 1.447(7) . ?
O2 C42 1.365(6) . ?
O1 C39 1.361(6) . ?
O1 C40 1.434(8) . ?
O3 C44 1.410(8) . ?
O3 C45 1.410(7) . ?
O4 C46 1.403(8) . ?
O4 C47 1.420(9) . ?
N4 C16 1.361(7) . ?
N4 C28 1.341(6) . ?
N2 C2 1.373(7) . ?
N2 C3 1.348(8) . ?
N1 C1 1.356(8) . ?
N1 C10 1.382(8) . ?
N3 C11 1.378(8) . ?
N3 C12 1.340(8) . ?
C16 C25 1.388(7) . ?
C16 C17 1.457(7) . ?
C28 C27 1.390(7) . ?
C28 C29 1.468(7) . ?
C30 C29 1.412(7) . ?
C30 C31 1.392(8) . ?
C25 C26 1.401(7) . ?
C25 C24 1.530(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C22 1.508(8) . ?
C23 C24 1.499(8) . ?
C17 C22 1.395(8) . ?
C17 C18 1.429(7) . ?
C34 C29 1.383(7) . ?
C34 C33 1.393(8) . ?
C34 C35 1.505(8) . ?
C22 C21 1.384(8) . ?
C37 C26 1.493(7) . ?
C37 C38 1.375(8) . ?
C37 C49 1.394(8) . ?
C26 C27 1.421(8) . ?
C2 C1 1.447(9) . ?
C2 C6 1.384(10) . ?
C39 C38 1.391(7) . ?
C39 C42 1.403(8) . ?
C27 C36 1.503(8) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.502(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.364(9) . ?
C38 H38 0.9300 . ?
C42 C48 1.375(8) . ?
C1 C7 1.387(8) . ?
C31 H31 0.9300 . ?
C31 C32 1.371(8) . ?
C33 H33 0.9300 . ?
C33 C32 1.381(9) . ?
C10 C11 1.457(9) . ?
C10 C9 1.399(9) . ?
C49 H49 0.9300 . ?
C49 C48 1.385(7) . ?
C48 H48 0.9300 . ?
C11 C15 1.386(10) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(10) . ?
C18 C19 1.374(8) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C6 H6 0.9300 . ?
C6 C5 1.351(10) . ?
C15 H15 0.9300 . ?
C15 C14 1.358(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.356(11) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(11) . ?
C5 H5 0.9300 . ?
C21 H21 0.9300 . ?
C21 C20 1.375(9) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C35 1.464(9) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C32 H32 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.401(9) . ?
C19 H19 0.9300 . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C46 C45 1.487(9) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C14 H14 0.9300 . ?
C9 H9 0.9300 . ?
C9 C8 1.372(12) . ?
C8 H8 0.9300 . ?
C8 C7 1.370(11) . ?
C7 H7 0.9300 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 C41 1.523(10) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
F1 B1 1.315(12) . ?
F2 B1 1.252(13) . ?
F3 B1 1.422(17) . ?
F4 B1 1.199(14) . ?

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
N4 Ir1 N2 101.05(18) . . ?
N4 Ir1 N3 98.5(2) . . ?
N4 Ir1 C30 78.77(19) . . ?
N4 Ir1 C18 79.40(19) . . ?
N2 Ir1 C30 95.17(19) . . ?
N2 Ir1 C18 87.9(2) . . ?
N1 Ir1 N4 178.07(18) . . ?
N1 Ir1 N2 79.8(2) . . ?
N1 Ir1 N3 80.7(2) . . ?
N1 Ir1 C30 102.93(19) . . ?
N1 Ir1 C18 98.9(2) . . ?
N3 Ir1 N2 160.46(19) . . ?
N3 Ir1 C30 89.5(2) . . ?
N3 Ir1 C18 94.8(2) . . ?
C18 Ir1 C30 158.1(2) . . ?
C42 O2 C43 116.2(5) . . ?
C39 O1 C40 118.1(5) . . ?
C45 O3 C44 113.3(5) . . ?
C46 O4 C47 113.4(6) . . ?
C16 N4 Ir1 119.5(3) . . ?
C28 N4 Ir1 120.1(4) . . ?
C28 N4 C16 120.3(4) . . ?
C2 N2 Ir1 113.4(4) . . ?
C3 N2 Ir1 127.3(4) . . ?
C3 N2 C2 119.3(6) . . ?
C1 N1 Ir1 119.0(4) . . ?
C1 N1 C10 123.1(5) . . ?
C10 N1 Ir1 117.8(4) . . ?
C11 N3 Ir1 113.8(5) . . ?
C12 N3 Ir1 127.7(4) . . ?
C12 N3 C11 118.4(6) . . ?
N4 C16 C25 121.4(5) . . ?
N4 C16 C17 113.1(5) . . ?
C25 C16 C17 125.5(5) . . ?
N4 C28 C27 121.8(5) . . ?
N4 C28 C29 112.9(4) . . ?
C27 C28 C29 125.2(5) . . ?
C29 C30 Ir1 111.5(4) . . ?
C31 C30 Ir1 133.4(4) . . ?
C31 C30 C29 115.1(5) . . ?
C16 C25 C26 118.8(5) . . ?
C16 C25 C24 116.1(5) . . ?
C26 C25 C24 125.1(5) . . ?
H23A C23 H23B 107.1 . . ?
C22 C23 H23A 107.8 . . ?
C22 C23 H23B 107.8 . . ?
C24 C23 H23A 107.8 . . ?
C24 C23 H23B 107.8 . . ?
C24 C23 C22 118.2(5) . . ?
C22 C17 C16 120.0(5) . . ?
C22 C17 C18 123.4(5) . . ?
C18 C17 C16 116.6(5) . . ?
C29 C34 C33 118.1(6) . . ?
C29 C34 C35 118.0(6) . . ?
C33 C34 C35 123.9(6) . . ?
C17 C22 C23 118.3(5) . . ?
C21 C22 C23 123.3(6) . . ?
C21 C22 C17 118.4(5) . . ?
C38 C37 C26 121.0(6) . . ?
C38 C37 C49 118.8(5) . . ?
C49 C37 C26 120.3(5) . . ?
C25 C26 C37 120.6(5) . . ?
C25 C26 C27 119.1(5) . . ?
C27 C26 C37 120.3(5) . . ?
N2 C2 C1 114.8(6) . . ?
N2 C2 C6 120.3(7) . . ?
C6 C2 C1 124.7(6) . . ?
O1 C39 C38 124.2(6) . . ?
O1 C39 C42 115.6(5) . . ?
C38 C39 C42 120.1(5) . . ?
C28 C27 C26 118.3(5) . . ?
C28 C27 C36 115.7(5) . . ?
C26 C27 C36 126.0(5) . . ?
O2 C43 H43A 110.3 . . ?
O2 C43 H43B 110.3 . . ?
O2 C43 C44 107.2(5) . . ?
H43A C43 H43B 108.5 . . ?
C44 C43 H43A 110.3 . . ?
C44 C43 H43B 110.3 . . ?
C30 C29 C28 116.5(5) . . ?
C34 C29 C28 119.4(5) . . ?
C34 C29 C30 124.1(5) . . ?
N2 C3 H3 119.6 . . ?
N2 C3 C4 120.8(6) . . ?
C4 C3 H3 119.6 . . ?
C37 C38 C39 120.7(6) . . ?
C37 C38 H38 119.6 . . ?
C39 C38 H38 119.6 . . ?
O2 C42 C39 115.6(5) . . ?
O2 C42 C48 125.4(6) . . ?
C48 C42 C39 119.0(5) . . ?
N1 C1 C2 113.0(5) . . ?
N1 C1 C7 119.2(7) . . ?
C7 C1 C2 127.8(7) . . ?
C30 C31 H31 119.0 . . ?
C32 C31 C30 122.0(6) . . ?
C32 C31 H31 119.0 . . ?
C34 C33 H33 120.4 . . ?
C32 C33 C34 119.2(6) . . ?
C32 C33 H33 120.4 . . ?
N1 C10 C11 113.3(5) . . ?
N1 C10 C9 117.3(7) . . ?
C9 C10 C11 129.4(7) . . ?
C37 C49 H49 119.5 . . ?
C48 C49 C37 120.9(6) . . ?
C48 C49 H49 119.5 . . ?
C42 C48 C49 120.4(6) . . ?
C42 C48 H48 119.8 . . ?
C49 C48 H48 119.8 . . ?
N3 C11 C10 114.4(6) . . ?
N3 C11 C15 120.5(7) . . ?
C15 C11 C10 125.1(7) . . ?
N3 C12 H12 118.8 . . ?
N3 C12 C13 122.3(7) . . ?
C13 C12 H12 118.8 . . ?
C17 C18 Ir1 111.4(4) . . ?
C19 C18 Ir1 132.7(5) . . ?
C19 C18 C17 115.7(6) . . ?
C25 C24 H24A 108.3 . . ?
C25 C24 H24B 108.3 . . ?
C23 C24 C25 115.9(5) . . ?
C23 C24 H24A 108.3 . . ?
C23 C24 H24B 108.3 . . ?
H24A C24 H24B 107.4 . . ?
O3 C44 C43 109.9(5) . . ?
O3 C44 H44A 109.7 . . ?
O3 C44 H44B 109.7 . . ?
C43 C44 H44A 109.7 . . ?
C43 C44 H44B 109.7 . . ?
H44A C44 H44B 108.2 . . ?
C2 C6 H6 120.0 . . ?
C5 C6 C2 120.1(7) . . ?
C5 C6 H6 120.0 . . ?
C11 C15 H15 120.5 . . ?
C14 C15 C11 119.0(8) . . ?
C14 C15 H15 120.5 . . ?
C12 C13 H13 120.9 . . ?
C14 C13 C12 118.3(8) . . ?
C14 C13 H13 120.9 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.3(8) . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.2(7) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C22 C21 H21 120.5 . . ?
C20 C21 C22 119.1(6) . . ?
C20 C21 H21 120.5 . . ?
C27 C36 H36A 108.1 . . ?
C27 C36 H36B 108.1 . . ?
H36A C36 H36B 107.3 . . ?
C35 C36 C27 116.8(6) . . ?
C35 C36 H36A 108.1 . . ?
C35 C36 H36B 108.1 . . ?
C34 C35 H35A 107.6 . . ?
C34 C35 H35B 107.6 . . ?
C36 C35 C34 118.8(6) . . ?
C36 C35 H35A 107.6 . . ?
C36 C35 H35B 107.6 . . ?
H35A C35 H35B 107.0 . . ?
C31 C32 C33 121.6(6) . . ?
C31 C32 H32 119.2 . . ?
C33 C32 H32 119.2 . . ?
C21 C20 H20 118.9 . . ?
C21 C20 C19 122.3(6) . . ?
C19 C20 H20 118.9 . . ?
C18 C19 C20 120.9(6) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
O4 C46 H46A 109.8 . . ?
O4 C46 H46B 109.8 . . ?
O4 C46 C45 109.6(6) . . ?
H46A C46 H46B 108.2 . . ?
C45 C46 H46A 109.8 . . ?
C45 C46 H46B 109.8 . . ?
O3 C45 C46 110.5(6) . . ?
O3 C45 H45A 109.6 . . ?
O3 C45 H45B 109.6 . . ?
C46 C45 H45A 109.6 . . ?
C46 C45 H45B 109.6 . . ?
H45A C45 H45B 108.1 . . ?
C15 C14 H14 119.3 . . ?
C13 C14 C15 121.4(9) . . ?
C13 C14 H14 119.3 . . ?
C10 C9 H9 120.3 . . ?
C8 C9 C10 119.3(8) . . ?
C8 C9 H9 120.3 . . ?
C9 C8 H8 118.9 . . ?
C7 C8 C9 122.3(7) . . ?
C7 C8 H8 118.9 . . ?
C1 C7 H7 120.7 . . ?
C8 C7 C1 118.6(8) . . ?
C8 C7 H7 120.7 . . ?
O1 C40 H40A 110.4 . . ?
O1 C40 H40B 110.4 . . ?
O1 C40 C41 106.9(7) . . ?
H40A C40 H40B 108.6 . . ?
C41 C40 H40A 110.4 . . ?
C41 C40 H40B 110.4 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O4 C47 H47A 109.5 . . ?
O4 C47 H47B 109.5 . . ?
O4 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
F1 B1 F3 98.0(10) . . ?
F2 B1 F1 112.9(14) . . ?
F2 B1 F3 102.7(12) . . ?
F4 B1 F1 112.0(13) . . ?
F4 B1 F2 115.0(13) . . ?
F4 B1 F3 114.7(17) . . ?

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
Ir1 N4 C16 C25 -179.0(4) . . . . ?
Ir1 N4 C16 C17 -0.8(6) . . . . ?
Ir1 N4 C28 C27 -176.3(4) . . . . ?
Ir1 N4 C28 C29 3.8(6) . . . . ?
Ir1 N2 C2 C1 -0.8(6) . . . . ?
Ir1 N2 C2 C6 174.7(5) . . . . ?
Ir1 N2 C3 C4 -175.2(5) . . . . ?
Ir1 N1 C1 C2 0.3(7) . . . . ?
Ir1 N1 C1 C7 -179.9(5) . . . . ?
Ir1 N1 C10 C11 -1.5(7) . . . . ?
Ir1 N1 C10 C9 178.7(5) . . . . ?
Ir1 N3 C11 C10 -2.3(6) . . . . ?
Ir1 N3 C11 C15 176.4(5) . . . . ?
Ir1 N3 C12 C13 -174.5(5) . . . . ?
Ir1 C30 C29 C28 -0.1(6) . . . . ?
Ir1 C30 C29 C34 -178.9(5) . . . . ?
Ir1 C30 C31 C32 -180.0(5) . . . . ?
Ir1 C18 C19 C20 -178.3(6) . . . . ?
O2 C43 C44 O3 73.7(7) . . . . ?
O2 C42 C48 C49 -179.9(5) . . . . ?
O1 C39 C38 C37 -177.5(6) . . . . ?
O1 C39 C42 O2 -2.4(8) . . . . ?
O1 C39 C42 C48 178.3(5) . . . . ?
O4 C46 C45 O3 72.4(8) . . . . ?
N4 C16 C25 C26 -5.3(8) . . . . ?
N4 C16 C25 C24 171.9(5) . . . . ?
N4 C16 C17 C22 178.9(5) . . . . ?
N4 C16 C17 C18 0.4(8) . . . . ?
N4 C28 C27 C26 -4.0(9) . . . . ?
N4 C28 C27 C36 173.8(6) . . . . ?
N4 C28 C29 C30 -2.3(7) . . . . ?
N4 C28 C29 C34 176.6(5) . . . . ?
N2 C2 C1 N1 0.4(8) . . . . ?
N2 C2 C1 C7 -179.3(6) . . . . ?
N2 C2 C6 C5 3.0(10) . . . . ?
N2 C3 C4 C5 -1.3(10) . . . . ?
N1 C1 C7 C8 0.7(10) . . . . ?
N1 C10 C11 N3 2.5(8) . . . . ?
N1 C10 C11 C15 -176.2(6) . . . . ?
N1 C10 C9 C8 1.9(10) . . . . ?
N3 C11 C15 C14 -0.9(10) . . . . ?
N3 C12 C13 C14 -1.9(10) . . . . ?
C16 N4 C28 C27 1.0(8) . . . . ?
C16 N4 C28 C29 -178.9(5) . . . . ?
C16 C25 C26 C37 -177.8(5) . . . . ?
C16 C25 C26 C27 2.1(8) . . . . ?
C16 C25 C24 C23 22.0(8) . . . . ?
C16 C17 C22 C23 -4.6(9) . . . . ?
C16 C17 C22 C21 177.3(6) . . . . ?
C16 C17 C18 Ir1 0.2(7) . . . . ?
C16 C17 C18 C19 -177.0(6) . . . . ?
C28 N4 C16 C25 3.8(8) . . . . ?
C28 N4 C16 C17 -178.1(5) . . . . ?
C28 C27 C36 C35 22.7(10) . . . . ?
C30 C31 C32 C33 -1.0(10) . . . . ?
C25 C16 C17 C22 -3.1(9) . . . . ?
C25 C16 C17 C18 178.4(6) . . . . ?
C25 C26 C27 C28 2.3(8) . . . . ?
C25 C26 C27 C36 -175.2(6) . . . . ?
C23 C22 C21 C20 -176.8(7) . . . . ?
C17 C16 C25 C26 176.8(5) . . . . ?
C17 C16 C25 C24 -6.0(9) . . . . ?
C17 C22 C21 C20 1.3(11) . . . . ?
C17 C18 C19 C20 -1.8(11) . . . . ?
C34 C33 C32 C31 -0.5(10) . . . . ?
C22 C23 C24 C25 -29.8(9) . . . . ?
C22 C17 C18 Ir1 -178.2(5) . . . . ?
C22 C17 C18 C19 4.5(10) . . . . ?
C22 C21 C20 C19 1.4(13) . . . . ?
C37 C26 C27 C28 -177.8(5) . . . . ?
C37 C26 C27 C36 4.7(10) . . . . ?
C37 C49 C48 C42 0.8(9) . . . . ?
C26 C25 C24 C23 -161.0(6) . . . . ?
C26 C37 C38 C39 179.8(6) . . . . ?
C26 C37 C49 C48 179.3(6) . . . . ?
C26 C27 C36 C35 -159.7(7) . . . . ?
C2 N2 C3 C4 2.0(9) . . . . ?
C2 C1 C7 C8 -179.6(7) . . . . ?
C2 C6 C5 C4 -2.3(11) . . . . ?
C39 O1 C40 C41 172.6(7) . . . . ?
C39 C42 C48 C49 -0.6(9) . . . . ?
C27 C28 C29 C30 177.8(6) . . . . ?
C27 C28 C29 C34 -3.3(9) . . . . ?
C27 C36 C35 C34 -30.3(11) . . . . ?
C43 O2 C42 C39 179.9(5) . . . . ?
C43 O2 C42 C48 -0.8(8) . . . . ?
C29 C28 C27 C26 175.9(5) . . . . ?
C29 C28 C27 C36 -6.3(9) . . . . ?
C29 C30 C31 C32 1.0(9) . . . . ?
C29 C34 C33 C32 1.7(10) . . . . ?
C29 C34 C35 C36 20.8(11) . . . . ?
C3 N2 C2 C1 -178.4(5) . . . . ?
C3 N2 C2 C6 -2.8(8) . . . . ?
C3 C4 C5 C6 1.5(11) . . . . ?
C38 C37 C26 C25 110.5(7) . . . . ?
C38 C37 C26 C27 -69.4(8) . . . . ?
C38 C37 C49 C48 0.0(9) . . . . ?
C38 C39 C42 O2 179.1(5) . . . . ?
C38 C39 C42 C48 -0.3(9) . . . . ?
C42 O2 C43 C44 179.1(5) . . . . ?
C42 C39 C38 C37 1.0(9) . . . . ?
C1 N1 C10 C11 179.7(5) . . . . ?
C1 N1 C10 C9 -0.2(9) . . . . ?
C1 C2 C6 C5 178.1(6) . . . . ?
C31 C30 C29 C28 179.1(5) . . . . ?
C31 C30 C29 C34 0.3(9) . . . . ?
C33 C34 C29 C28 179.5(6) . . . . ?
C33 C34 C29 C30 -1.7(9) . . . . ?
C33 C34 C35 C36 -162.6(7) . . . . ?
C10 N1 C1 C2 179.1(5) . . . . ?
C10 N1 C1 C7 -1.1(9) . . . . ?
C10 C11 C15 C14 177.6(7) . . . . ?
C10 C9 C8 C7 -2.4(12) . . . . ?
C49 C37 C26 C25 -68.8(8) . . . . ?
C49 C37 C26 C27 111.3(7) . . . . ?
C49 C37 C38 C39 -0.8(9) . . . . ?
C11 N3 C12 C13 2.2(9) . . . . ?
C11 C10 C9 C8 -178.0(7) . . . . ?
C11 C15 C14 C13 1.3(12) . . . . ?
C12 N3 C11 C10 -179.5(5) . . . . ?
C12 N3 C11 C15 -0.8(9) . . . . ?
C12 C13 C14 C15 0.1(11) . . . . ?
C18 C17 C22 C23 173.8(6) . . . . ?
C18 C17 C22 C21 -4.3(10) . . . . ?
C24 C25 C26 C37 5.3(9) . . . . ?
C24 C25 C26 C27 -174.8(6) . . . . ?
C24 C23 C22 C17 21.3(9) . . . . ?
C24 C23 C22 C21 -160.6(7) . . . . ?
C44 O3 C45 C46 176.1(6) . . . . ?
C6 C2 C1 N1 -175.0(6) . . . . ?
C6 C2 C1 C7 5.3(11) . . . . ?
C21 C20 C19 C18 -1.1(14) . . . . ?
C35 C34 C29 C28 -3.7(9) . . . . ?
C35 C34 C29 C30 175.0(6) . . . . ?
C35 C34 C33 C32 -174.8(7) . . . . ?
C45 O3 C44 C43 -177.4(6) . . . . ?
C9 C10 C11 N3 -177.7(6) . . . . ?
C9 C10 C11 C15 3.7(11) . . . . ?
C9 C8 C7 C1 1.1(12) . . . . ?
C40 O1 C39 C38 1.3(9) . . . . ?
C40 O1 C39 C42 -177.2(6) . . . . ?
C47 O4 C46 C45 -178.6(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
