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

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

data_bp8
_database_code_depnum_ccdc_archive 'CCDC 2346809'
loop_
_audit_author_name
_audit_author_address
'David Elorriaga'
;University of Oviedo
Spain
;
_audit_update_record             
;
2024-04-09 deposited with the CCDC.	2024-05-24 downloaded from the CCDC.
;
_audit_creation_date             2024-03-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C41 H46 N2'
_chemical_formula_sum            'C41 H46 N2'
_chemical_formula_weight         566.80
_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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   18.7643(7)
_cell_length_b                   17.8153(7)
_cell_length_c                   20.5885(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6882.6(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9769
_cell_measurement_temperature    250.0
_cell_measurement_theta_max      23.82
_cell_measurement_theta_min      3.15
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0491 before and 0.0456 after correction.
The Ratio of minimum to maximum transmission is 0.9400.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.094
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2448
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.241
_exptl_crystal_size_min          0.153
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            75958
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.453
_diffrn_reflns_theta_min         3.361
_diffrn_ambient_temperature      250.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5233
_reflns_number_total             7064
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         7064
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0427
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0556P)²+1.4126P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1197
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15), C36(H36), C39(H39)
1.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C8(H8), C9(H9), C10(H10), C19(H19), C20(H20), C21(H21),
 C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C32(H32),
  C33(H33), C34(H34)
1.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C16(H16A,H16B,H16C), C17(H17A,H17B,
 H17C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C), C40(H40A,H40B,H40C), C41(H41A,
 H41B,H41C)
;
_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
N1 N 0.73710(5) 0.23426(6) 0.60299(5) 0.0338(2) Uani 1 1 d . . . . .
N2 N 0.83717(5) 0.26268(6) 0.54323(5) 0.0383(3) Uani 1 1 d . . . . .
C1 C 0.67283(6) 0.19586(7) 0.60984(6) 0.0347(3) Uani 1 1 d . . . . .
C2 C 0.63704(6) 0.17410(7) 0.55611(6) 0.0377(3) Uani 1 1 d . . . . .
H2 H 0.592831 0.149876 0.560745 0.045 Uiso 1 1 calc R U . . .
C3 C 0.66462(6) 0.18696(7) 0.49258(6) 0.0353(3) Uani 1 1 d . . . . .
C4 C 0.73115(6) 0.21618(7) 0.48694(6) 0.0367(3) Uani 1 1 d . . . . .
H4 H 0.750849 0.222260 0.445293 0.044 Uiso 1 1 calc R U . . .
C5 C 0.77251(6) 0.23815(7) 0.54272(6) 0.0333(3) Uani 1 1 d . . . . .
C6 C 0.76826(6) 0.27527(7) 0.65695(6) 0.0366(3) Uani 1 1 d . . . . .
C7 C 0.75267(7) 0.35206(8) 0.66170(6) 0.0424(3) Uani 1 1 d . . . . .
C8 C 0.77984(9) 0.39013(9) 0.71496(8) 0.0566(4) Uani 1 1 d . . . . .
H8 H 0.770487 0.441683 0.719654 0.068 Uiso 1 1 calc R U . . .
C9 C 0.82023(10) 0.35390(10) 0.76107(8) 0.0646(5) Uani 1 1 d . . . . .
H9 H 0.837487 0.380688 0.797125 0.078 Uiso 1 1 calc R U . . .
C10 C 0.83545(9) 0.27919(10) 0.75484(8) 0.0581(4) Uani 1 1 d . . . . .
H10 H 0.863299 0.255321 0.786676 0.070 Uiso 1 1 calc R U . . .
C11 C 0.81043(7) 0.23782(8) 0.70214(6) 0.0432(3) Uani 1 1 d . . . . .
C12 C 0.70684(8) 0.39265(8) 0.61209(7) 0.0489(3) Uani 1 1 d . . . . .
H12 H 0.713749 0.367239 0.569791 0.059 Uiso 1 1 calc R U . . .
C13 C 0.72757(11) 0.47462(9) 0.60322(9) 0.0703(5) Uani 1 1 d . . . . .
H13A H 0.716984 0.502209 0.642683 0.105 Uiso 1 1 calc R U . . .
H13B H 0.700772 0.495882 0.567377 0.105 Uiso 1 1 calc R U . . .
H13C H 0.778149 0.478015 0.593966 0.105 Uiso 1 1 calc R U . . .
C14 C 0.62793(9) 0.38767(12) 0.62882(10) 0.0767(5) Uani 1 1 d . . . . .
H14A H 0.613221 0.335472 0.628993 0.115 Uiso 1 1 calc R U . . .
H14B H 0.600452 0.415047 0.596703 0.115 Uiso 1 1 calc R U . . .
H14C H 0.619849 0.409317 0.671417 0.115 Uiso 1 1 calc R U . . .
C15 C 0.83057(8) 0.15599(9) 0.69559(7) 0.0512(4) Uani 1 1 d . . . . .
H15 H 0.805692 0.135374 0.657124 0.061 Uiso 1 1 calc R U . . .
C16 C 0.80822(10) 0.11018(10) 0.75479(9) 0.0688(5) Uani 1 1 d . . . . .
H16A H 0.831001 0.130393 0.793302 0.103 Uiso 1 1 calc R U . . .
H16B H 0.822581 0.058320 0.748906 0.103 Uiso 1 1 calc R U . . .
H16C H 0.756880 0.112707 0.759813 0.103 Uiso 1 1 calc R U . . .
C17 C 0.91029(10) 0.14856(12) 0.68444(10) 0.0793(6) Uani 1 1 d . . . . .
H17A H 0.924079 0.178831 0.647345 0.119 Uiso 1 1 calc R U . . .
H17B H 0.922009 0.096408 0.676137 0.119 Uiso 1 1 calc R U . . .
H17C H 0.935674 0.165708 0.722701 0.119 Uiso 1 1 calc R U . . .
C18 C 0.64678(6) 0.17212(7) 0.67531(6) 0.0374(3) Uani 1 1 d . . . . .
C19 C 0.64077(7) 0.21765(8) 0.72996(6) 0.0452(3) Uani 1 1 d . . . . .
H19 H 0.654136 0.268415 0.727467 0.054 Uiso 1 1 calc R U . . .
C20 C 0.61527(9) 0.18888(10) 0.78806(7) 0.0566(4) Uani 1 1 d . . . . .
H20 H 0.611312 0.220417 0.824486 0.068 Uiso 1 1 calc R U . . .
C21 C 0.59581(9) 0.11512(10) 0.79295(8) 0.0630(5) Uani 1 1 d . . . . .
H21 H 0.579452 0.095844 0.832752 0.076 Uiso 1 1 calc R U . . .
C22 C 0.60029(9) 0.06946(10) 0.73955(8) 0.0611(4) Uani 1 1 d . . . . .
H22 H 0.586250 0.018924 0.742489 0.073 Uiso 1 1 calc R U . . .
C23 C 0.62543(8) 0.09767(8) 0.68136(7) 0.0489(3) Uani 1 1 d . . . . .
H23 H 0.628167 0.065817 0.645046 0.059 Uiso 1 1 calc R U . . .
C24 C 0.62053(7) 0.16630(7) 0.43543(6) 0.0383(3) Uani 1 1 d . . . . .
C25 C 0.54725(7) 0.17846(9) 0.43620(7) 0.0489(3) Uani 1 1 d . . . . .
H25 H 0.526050 0.200573 0.472879 0.059 Uiso 1 1 calc R U . . .
C26 C 0.50527(9) 0.15856(11) 0.38396(8) 0.0640(5) Uani 1 1 d . . . . .
H26 H 0.455950 0.167750 0.384911 0.077 Uiso 1 1 calc R U . . .
C27 C 0.53569(10) 0.12530(11) 0.33059(8) 0.0719(5) Uani 1 1 d . . . . .
H27 H 0.507151 0.111399 0.295050 0.086 Uiso 1 1 calc R U . . .
C28 C 0.60818(10) 0.11227(10) 0.32910(8) 0.0650(5) Uani 1 1 d . . . . .
H28 H 0.628832 0.089034 0.292689 0.078 Uiso 1 1 calc R U . . .
C29 C 0.65045(8) 0.13321(8) 0.38083(6) 0.0492(4) Uani 1 1 d . . . . .
H29 H 0.699896 0.125011 0.379086 0.059 Uiso 1 1 calc R U . . .
C30 C 0.87669(6) 0.26632(8) 0.48466(6) 0.0375(3) Uani 1 1 d . . . . .
C31 C 0.91047(7) 0.20204(8) 0.45958(7) 0.0447(3) Uani 1 1 d . . . . .
C32 C 0.95407(7) 0.20985(10) 0.40531(7) 0.0522(4) Uani 1 1 d . . . . .
H32 H 0.976507 0.167138 0.387983 0.063 Uiso 1 1 calc R U . . .
C33 C 0.96516(7) 0.27834(10) 0.37639(7) 0.0540(4) Uani 1 1 d . . . . .
H33 H 0.994612 0.282313 0.339625 0.065 Uiso 1 1 calc R U . . .
C34 C 0.93279(7) 0.34096(9) 0.40174(7) 0.0517(4) Uani 1 1 d . . . . .
H34 H 0.940973 0.387876 0.382217 0.062 Uiso 1 1 calc R U . . .
C35 C 0.88829(7) 0.33670(8) 0.45544(7) 0.0436(3) Uani 1 1 d . . . . .
C36 C 0.85254(9) 0.40599(9) 0.48194(8) 0.0554(4) Uani 1 1 d . . . . .
H36 H 0.833323 0.393079 0.525309 0.066 Uiso 1 1 calc R U . . .
C37 C 0.90419(13) 0.47139(11) 0.49100(11) 0.0896(6) Uani 1 1 d . . . . .
H37A H 0.943089 0.455920 0.518998 0.134 Uiso 1 1 calc R U . . .
H37B H 0.879300 0.513351 0.510660 0.134 Uiso 1 1 calc R U . . .
H37C H 0.923006 0.486443 0.449094 0.134 Uiso 1 1 calc R U . . .
C38 C 0.79003(11) 0.42876(13) 0.43963(10) 0.0879(6) Uani 1 1 d . . . . .
H38A H 0.807092 0.441847 0.396624 0.132 Uiso 1 1 calc R U . . .
H38B H 0.766251 0.471739 0.458790 0.132 Uiso 1 1 calc R U . . .
H38C H 0.756749 0.387261 0.436412 0.132 Uiso 1 1 calc R U . . .
C39 C 0.90419(8) 0.12588(9) 0.49199(8) 0.0560(4) Uani 1 1 d . . . . .
H39 H 0.868483 0.130209 0.527187 0.067 Uiso 1 1 calc R U . . .
C40 C 0.87886(12) 0.06537(11) 0.44551(10) 0.0855(6) Uani 1 1 d . . . . .
H40A H 0.833024 0.079574 0.427510 0.128 Uiso 1 1 calc R U . . .
H40B H 0.874167 0.018223 0.468679 0.128 Uiso 1 1 calc R U . . .
H40C H 0.913183 0.059653 0.410631 0.128 Uiso 1 1 calc R U . . .
C41 C 0.97514(11) 0.10382(12) 0.52291(9) 0.0792(6) Uani 1 1 d . . . . .
H41A H 1.010083 0.094683 0.489106 0.119 Uiso 1 1 calc R U . . .
H41B H 0.968798 0.058596 0.548506 0.119 Uiso 1 1 calc R U . . .
H41C H 0.991595 0.144165 0.550767 0.119 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.3936(15) . ?
N1 C5 1.4093(15) . ?
N1 C6 1.4524(15) . ?
N2 C5 1.2897(15) . ?
N2 C30 1.4172(16) . ?
C1 C2 1.3509(17) . ?
C1 C18 1.4950(17) . ?
C2 H2 0.9400 . ?
C2 C3 1.4252(17) . ?
C3 C4 1.3574(17) . ?
C3 C24 1.4848(17) . ?
C4 H4 0.9400 . ?
C4 C5 1.4404(17) . ?
C6 C7 1.4024(19) . ?
C6 C11 1.3918(18) . ?
C7 C8 1.3865(19) . ?
C7 C12 1.5185(19) . ?
C8 H8 0.9400 . ?
C8 C9 1.376(2) . ?
C9 H9 0.9400 . ?
C9 C10 1.367(2) . ?
C10 H10 0.9400 . ?
C10 C11 1.393(2) . ?
C11 C15 1.512(2) . ?
C12 H12 0.9900 . ?
C12 C13 1.522(2) . ?
C12 C14 1.523(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C15 H15 0.9900 . ?
C15 C16 1.526(2) . ?
C15 C17 1.519(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 C19 1.3916(18) . ?
C18 C23 1.391(2) . ?
C19 H19 0.9400 . ?
C19 C20 1.387(2) . ?
C20 H20 0.9400 . ?
C20 C21 1.367(2) . ?
C21 H21 0.9400 . ?
C21 C22 1.370(2) . ?
C22 H22 0.9400 . ?
C22 C23 1.382(2) . ?
C23 H23 0.9400 . ?
C24 C25 1.3922(19) . ?
C24 C29 1.3879(19) . ?
C25 H25 0.9400 . ?
C25 C26 1.379(2) . ?
C26 H26 0.9400 . ?
C26 C27 1.373(3) . ?
C27 H27 0.9400 . ?
C27 C28 1.380(3) . ?
C28 H28 0.9400 . ?
C28 C29 1.379(2) . ?
C29 H29 0.9400 . ?
C30 C31 1.4071(19) . ?
C30 C35 1.4076(19) . ?
C31 C32 1.3919(19) . ?
C31 C39 1.517(2) . ?
C32 H32 0.9400 . ?
C32 C33 1.373(2) . ?
C33 H33 0.9400 . ?
C33 C34 1.373(2) . ?
C34 H34 0.9400 . ?
C34 C35 1.388(2) . ?
C35 C36 1.507(2) . ?
C36 H36 0.9900 . ?
C36 C37 1.527(2) . ?
C36 C38 1.516(2) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 H37C 0.9700 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 H38C 0.9700 . ?
C39 H39 0.9900 . ?
C39 C40 1.518(3) . ?
C39 C41 1.527(2) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 H40C 0.9700 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 H41C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C5 121.41(10) . . ?
C1 N1 C6 121.19(10) . . ?
C5 N1 C6 117.32(9) . . ?
C5 N2 C30 120.06(11) . . ?
N1 C1 C18 120.87(10) . . ?
C2 C1 N1 119.22(11) . . ?
C2 C1 C18 119.64(11) . . ?
C1 C2 H2 119.2 . . ?
C1 C2 C3 121.66(11) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 C24 119.02(11) . . ?
C4 C3 C2 118.30(11) . . ?
C4 C3 C24 122.66(11) . . ?
C3 C4 H4 118.9 . . ?
C3 C4 C5 122.11(11) . . ?
C5 C4 H4 118.9 . . ?
N1 C5 C4 115.77(10) . . ?
N2 C5 N1 116.94(11) . . ?
N2 C5 C4 127.27(11) . . ?
C7 C6 N1 117.39(11) . . ?
C11 C6 N1 119.94(11) . . ?
C11 C6 C7 122.65(12) . . ?
C6 C7 C12 122.39(12) . . ?
C8 C7 C6 117.11(13) . . ?
C8 C7 C12 120.49(13) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 C7 121.26(15) . . ?
C9 C8 H8 119.4 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.47(14) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.18(14) . . ?
C11 C10 H10 119.4 . . ?
C6 C11 C10 117.30(13) . . ?
C6 C11 C15 123.00(12) . . ?
C10 C11 C15 119.69(13) . . ?
C7 C12 H12 107.4 . . ?
C7 C12 C13 113.12(13) . . ?
C7 C12 C14 111.77(13) . . ?
C13 C12 H12 107.4 . . ?
C13 C12 C14 109.36(14) . . ?
C14 C12 H12 107.4 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15 108.1 . . ?
C11 C15 C16 112.07(13) . . ?
C11 C15 C17 110.09(14) . . ?
C16 C15 H15 108.1 . . ?
C17 C15 H15 108.1 . . ?
C17 C15 C16 110.17(14) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C1 126.20(12) . . ?
C23 C18 C1 116.40(11) . . ?
C23 C18 C19 117.39(12) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.66(14) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 119.6 . . ?
C21 C20 C19 120.72(14) . . ?
C21 C20 H20 119.6 . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.67(14) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.04(15) . . ?
C23 C22 H22 120.0 . . ?
C18 C23 H23 119.2 . . ?
C22 C23 C18 121.50(14) . . ?
C22 C23 H23 119.2 . . ?
C25 C24 C3 120.18(12) . . ?
C29 C24 C3 121.46(12) . . ?
C29 C24 C25 118.35(12) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 121.01(14) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.84(16) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.01(15) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 119.9 . . ?
C29 C28 C27 120.27(16) . . ?
C29 C28 H28 119.9 . . ?
C24 C29 H29 119.7 . . ?
C28 C29 C24 120.51(15) . . ?
C28 C29 H29 119.7 . . ?
C31 C30 N2 120.71(12) . . ?
C31 C30 C35 119.90(12) . . ?
C35 C30 N2 119.04(12) . . ?
C30 C31 C39 122.12(12) . . ?
C32 C31 C30 118.55(13) . . ?
C32 C31 C39 119.23(13) . . ?
C31 C32 H32 119.1 . . ?
C33 C32 C31 121.72(15) . . ?
C33 C32 H32 119.1 . . ?
C32 C33 H33 120.3 . . ?
C34 C33 C32 119.34(13) . . ?
C34 C33 H33 120.3 . . ?
C33 C34 H34 119.2 . . ?
C33 C34 C35 121.63(14) . . ?
C35 C34 H34 119.2 . . ?
C30 C35 C36 120.40(12) . . ?
C34 C35 C30 118.84(14) . . ?
C34 C35 C36 120.77(13) . . ?
C35 C36 H36 107.4 . . ?
C35 C36 C37 112.75(15) . . ?
C35 C36 C38 110.82(14) . . ?
C37 C36 H36 107.4 . . ?
C38 C36 H36 107.4 . . ?
C38 C36 C37 110.92(16) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C31 C39 H39 107.8 . . ?
C31 C39 C40 112.48(14) . . ?
C31 C39 C41 110.24(14) . . ?
C40 C39 H39 107.8 . . ?
C40 C39 C41 110.68(15) . . ?
C41 C39 H39 107.8 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 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 C1 C2 C3 2.37(19) . . . . ?
N1 C1 C18 C19 50.85(18) . . . . ?
N1 C1 C18 C23 -130.39(13) . . . . ?
N1 C6 C7 C8 177.07(12) . . . . ?
N1 C6 C7 C12 -1.63(18) . . . . ?
N1 C6 C11 C10 -176.39(12) . . . . ?
N1 C6 C11 C15 4.63(19) . . . . ?
N2 C30 C31 C32 -174.11(12) . . . . ?
N2 C30 C31 C39 2.35(19) . . . . ?
N2 C30 C35 C34 173.74(11) . . . . ?
N2 C30 C35 C36 -6.62(18) . . . . ?
C1 N1 C5 N2 -167.74(11) . . . . ?
C1 N1 C5 C4 14.06(17) . . . . ?
C1 N1 C6 C7 -94.01(14) . . . . ?
C1 N1 C6 C11 84.62(15) . . . . ?
C1 C2 C3 C4 5.52(19) . . . . ?
C1 C2 C3 C24 -175.95(12) . . . . ?
C1 C18 C19 C20 179.56(13) . . . . ?
C1 C18 C23 C22 -179.89(13) . . . . ?
C2 C1 C18 C19 -135.12(14) . . . . ?
C2 C1 C18 C23 43.64(17) . . . . ?
C2 C3 C4 C5 -3.50(19) . . . . ?
C2 C3 C24 C25 38.92(19) . . . . ?
C2 C3 C24 C29 -139.69(14) . . . . ?
C3 C4 C5 N1 -5.92(18) . . . . ?
C3 C4 C5 N2 176.10(13) . . . . ?
C3 C24 C25 C26 -178.98(14) . . . . ?
C3 C24 C29 C28 177.91(14) . . . . ?
C4 C3 C24 C25 -142.62(14) . . . . ?
C4 C3 C24 C29 38.8(2) . . . . ?
C5 N1 C1 C2 -12.58(18) . . . . ?
C5 N1 C1 C18 161.48(11) . . . . ?
C5 N1 C6 C7 82.77(14) . . . . ?
C5 N1 C6 C11 -98.60(14) . . . . ?
C5 N2 C30 C31 -81.44(15) . . . . ?
C5 N2 C30 C35 105.38(14) . . . . ?
C6 N1 C1 C2 164.07(12) . . . . ?
C6 N1 C1 C18 -21.88(17) . . . . ?
C6 N1 C5 N2 15.49(16) . . . . ?
C6 N1 C5 C4 -162.71(11) . . . . ?
C6 C7 C8 C9 -0.1(2) . . . . ?
C6 C7 C12 C13 -148.74(14) . . . . ?
C6 C7 C12 C14 87.30(17) . . . . ?
C6 C11 C15 C16 -123.56(15) . . . . ?
C6 C11 C15 C17 113.44(16) . . . . ?
C7 C6 C11 C10 2.2(2) . . . . ?
C7 C6 C11 C15 -176.81(13) . . . . ?
C7 C8 C9 C10 1.0(3) . . . . ?
C8 C7 C12 C13 32.6(2) . . . . ?
C8 C7 C12 C14 -91.36(18) . . . . ?
C8 C9 C10 C11 -0.3(3) . . . . ?
C9 C10 C11 C6 -1.2(2) . . . . ?
C9 C10 C11 C15 177.78(15) . . . . ?
C10 C11 C15 C16 57.49(19) . . . . ?
C10 C11 C15 C17 -65.51(19) . . . . ?
C11 C6 C7 C8 -1.5(2) . . . . ?
C11 C6 C7 C12 179.78(13) . . . . ?
C12 C7 C8 C9 178.64(15) . . . . ?
C18 C1 C2 C3 -171.76(12) . . . . ?
C18 C19 C20 C21 0.3(2) . . . . ?
C19 C18 C23 C22 -1.0(2) . . . . ?
C19 C20 C21 C22 -1.2(3) . . . . ?
C20 C21 C22 C23 1.0(3) . . . . ?
C21 C22 C23 C18 0.1(2) . . . . ?
C23 C18 C19 C20 0.8(2) . . . . ?
C24 C3 C4 C5 178.03(12) . . . . ?
C24 C25 C26 C27 0.9(3) . . . . ?
C25 C24 C29 C28 -0.7(2) . . . . ?
C25 C26 C27 C28 -0.4(3) . . . . ?
C26 C27 C28 C29 -0.6(3) . . . . ?
C27 C28 C29 C24 1.2(3) . . . . ?
C29 C24 C25 C26 -0.3(2) . . . . ?
C30 N2 C5 N1 178.39(11) . . . . ?
C30 N2 C5 C4 -3.7(2) . . . . ?
C30 C31 C32 C33 0.6(2) . . . . ?
C30 C31 C39 C40 126.45(16) . . . . ?
C30 C31 C39 C41 -109.50(15) . . . . ?
C30 C35 C36 C37 131.78(15) . . . . ?
C30 C35 C36 C38 -103.22(17) . . . . ?
C31 C30 C35 C34 0.50(18) . . . . ?
C31 C30 C35 C36 -179.86(12) . . . . ?
C31 C32 C33 C34 0.3(2) . . . . ?
C32 C31 C39 C40 -57.11(19) . . . . ?
C32 C31 C39 C41 66.94(19) . . . . ?
C32 C33 C34 C35 -0.9(2) . . . . ?
C33 C34 C35 C30 0.4(2) . . . . ?
C33 C34 C35 C36 -179.21(13) . . . . ?
C34 C35 C36 C37 -48.59(19) . . . . ?
C34 C35 C36 C38 76.41(18) . . . . ?
C35 C30 C31 C32 -0.99(19) . . . . ?
C35 C30 C31 C39 175.48(12) . . . . ?
C39 C31 C32 C33 -175.99(14) . . . . ?

_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_24001_ciclo40
_database_code_depnum_ccdc_archive 'CCDC 2346812'
loop_
_audit_author_name
_audit_author_address
'David Elorriaga'
;University of Oviedo
Spain
;
_audit_update_record             
;
2024-04-09 deposited with the CCDC.	2024-05-24 downloaded from the CCDC.
;
_audit_creation_date             2024-01-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H30 N2'
_chemical_formula_sum            'C33 H30 N2'
_chemical_formula_weight         454.59
_chemical_melting_point          ?
_chemical_oxdiff_formula         C33H30N2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.3909(2)
_cell_length_b                   15.7998(3)
_cell_length_c                   13.9004(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.625(2)
_cell_angle_gamma                90
_cell_volume                     2683.03(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8098
_cell_measurement_temperature    298
_cell_measurement_theta_max      69.3070
_cell_measurement_theta_min      4.2620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.497
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.495
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             968
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 9 0.0766
6 2 -7 0.0512
4 -7 4 0.0852
3 5 7 0.0955
0 10 3 0.0894
-4 7 -4 0.0918
1 -10 -2 0.0644

_exptl_crystal_size_max          0.485
_exptl_crystal_size_mid          0.238
_exptl_crystal_size_min          0.163
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.4557 -0.1194 9.0192 -0.1523 -0.6385 0.7544
6.0915 1.9682 -6.6978 0.2315 0.9632 -0.1367
4.1677 -6.5818 4.2470 0.7612 -0.1819 0.6225
3.1053 4.5226 6.6229 -0.2752 0.0680 0.9590
-0.3265 9.6604 3.0225 -0.8768 0.2118 0.4316
-4.0701 6.9859 -3.9427 -0.7933 0.1897 -0.5786
1.2010 -9.9873 -1.7445 0.9424 -0.2272 -0.2456

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14574
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.498
_diffrn_reflns_theta_min         4.270
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.2640
_diffrn_detector_type            Onyx
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -123.00 -94.00   1.00   10.00    --  -43.35 -99.00 150.00   29
  2  ω     21.00 115.00   1.00   10.00    --   43.35  37.00  30.00   94
  3  ω     11.00  53.00   1.00   10.00    --   43.35 -57.00-150.00   42
  4  ω     98.00 126.00   1.00  125.00    --   94.50  61.00 -90.00   28
  5  ω     79.00 163.00   1.00  125.00    --   94.50  45.00  30.00   84
  6  ω     32.00 108.00   1.00  125.00    --   94.50-125.00 120.00   76
  7  ω     29.00 121.00   1.00  125.00    --   94.50 -30.00  90.00   92
  8  ω     24.00 109.00   1.00  125.00    --   94.50 -94.00 -90.00   85
  9  ω     59.00  86.00   1.00  125.00    --   94.50 -61.00-120.00   27
 10  ω    136.00 164.00   1.00  125.00    --   94.50  61.00 -90.00   28
 11  ω     64.00 105.00   1.00  125.00    --   94.50 -94.00 -30.00   41
 12  ω     28.00 114.00   1.00  125.00    --   94.50 -45.00 -90.00   86
 13  ω    -37.00 -12.00   1.00   10.00    --  -43.48 -77.00 120.00   25
 14  ω     12.00  83.00   1.00   10.00    --   43.48  77.00-120.00   71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0559083000
_diffrn_orient_matrix_UB_12      -0.0860615000
_diffrn_orient_matrix_UB_13      -0.0090015000
_diffrn_orient_matrix_UB_21      0.0816494000
_diffrn_orient_matrix_UB_22      0.0425290000
_diffrn_orient_matrix_UB_23      -0.0570513000
_diffrn_orient_matrix_UB_31      0.0780988000
_diffrn_orient_matrix_UB_32      0.0171346000
_diffrn_orient_matrix_UB_33      0.0964771000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4300
_reflns_number_total             4968
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.29
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.0019(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         4968
_refine_ls_number_restraints     66
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0429
_refine_ls_restrained_S_all      1.041
_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)+(0.0756P)²+0.2242P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1224
_refine_ls_wR_factor_ref         0.1293
_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. Uiso/Uaniso restraints and constraints
C31 \\sim C31A \\sim C32 \\sim C32A \\sim C30 \\sim C30A: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02 within 2A
3. Others
 Sof(H29A)=Sof(C32A)=Sof(H32D)=Sof(H32E)=Sof(H32F)=Sof(C31A)=Sof(C30A)=
 Sof(H30A)=1-FVAR(1)
 Sof(H29)=Sof(C31)=Sof(C30)=Sof(H30)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H32C)=
 FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C17(H17), C13(H13), C16(H16), C28(H28), C7(H7), C11(H11),
 C14(H14), C22(H22), C15(H15), C20(H20), C21(H21), C8(H8), C10(H10), C29(H29),
 C29(H29A), C9(H9), C30(H30), C30A(H30A)
4.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C24(H24A,H24B,H24C), C33(H33A,H33B,H33C), C32(H32A,H32B,
 H32C), C32A(H32D,H32E,H32F)
;
_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
N1 N 0.45183(7) 0.64921(6) 0.33797(7) 0.0478(2) Uani 1 1 d . . . . .
N2 N 0.36536(8) 0.66857(7) 0.17957(7) 0.0550(3) Uani 1 1 d . . . . .
C5 C 0.54428(9) 0.63443(7) 0.40698(8) 0.0479(3) Uani 1 1 d . . . . .
C1 C 0.45465(9) 0.64859(7) 0.23693(8) 0.0484(3) Uani 1 1 d . . . . .
C12 C 0.53885(9) 0.64366(8) 0.51277(8) 0.0491(3) Uani 1 1 d . . . . .
C18 C 0.35262(9) 0.67918(8) 0.36894(8) 0.0509(3) Uani 1 1 d . . . . .
C2 C 0.55841(10) 0.62649(8) 0.21028(8) 0.0522(3) Uani 1 1 d . . . . .
H2 H 0.563640 0.622674 0.144454 0.063 Uiso 1 1 calc R U . . .
C3 C 0.64894(9) 0.61100(8) 0.27761(9) 0.0503(3) Uani 1 1 d . . . . .
C4 C 0.64034(9) 0.61457(8) 0.37822(8) 0.0516(3) Uani 1 1 d . . . . .
H4 H 0.701524 0.603112 0.424952 0.062 Uiso 1 1 calc R U . . .
C17 C 0.46727(10) 0.59787(8) 0.55981(9) 0.0537(3) Uani 1 1 d . . . . .
H17 H 0.416309 0.561823 0.524080 0.064 Uiso 1 1 calc R U . . .
C6 C 0.75684(10) 0.59298(8) 0.24938(9) 0.0541(3) Uani 1 1 d . . . . .
C26 C 0.36288(10) 0.67244(8) 0.07750(9) 0.0553(3) Uani 1 1 d . . . . .
C27 C 0.39244(10) 0.74603(9) 0.03357(9) 0.0576(3) Uani 1 1 d . . . . .
C23 C 0.26800(10) 0.62238(9) 0.37428(9) 0.0585(3) Uani 1 1 d . . . . .
C19 C 0.34693(11) 0.76432(9) 0.39346(9) 0.0605(3) Uani 1 1 d . . . . .
C13 C 0.61421(10) 0.69703(9) 0.56833(9) 0.0591(3) Uani 1 1 d . . . . .
H13 H 0.662832 0.728049 0.538064 0.071 Uiso 1 1 calc R U . . .
C16 C 0.47138(11) 0.60560(10) 0.65912(9) 0.0629(3) Uani 1 1 d . . . . .
H16 H 0.423349 0.574461 0.689932 0.075 Uiso 1 1 calc R U . . .
C28 C 0.37738(11) 0.75102(11) -0.06785(11) 0.0689(4) Uani 1 1 d . . . . .
H28 H 0.397293 0.800283 -0.097046 0.083 Uiso 1 1 calc R U . . .
C7 C 0.79474(11) 0.64149(11) 0.17902(10) 0.0660(4) Uani 1 1 d . . . . .
H7 H 0.750632 0.683917 0.147006 0.079 Uiso 1 1 calc R U . . .
C11 C 0.82398(12) 0.52938(10) 0.29511(11) 0.0688(4) Uani 1 1 d . . . . .
H11 H 0.800465 0.496221 0.342876 0.083 Uiso 1 1 calc R U . . .
C14 C 0.61773(11) 0.70453(10) 0.66784(10) 0.0682(4) Uani 1 1 d . . . . .
H14 H 0.668565 0.740324 0.704136 0.082 Uiso 1 1 calc R U . . .
C22 C 0.17730(11) 0.65327(12) 0.41064(11) 0.0747(4) Uani 1 1 d . . . . .
H22 H 0.119573 0.616911 0.416007 0.090 Uiso 1 1 calc R U . . .
C15 C 0.54598(12) 0.65900(11) 0.71321(10) 0.0693(4) Uani 1 1 d . . . . .
H15 H 0.547809 0.664250 0.780100 0.083 Uiso 1 1 calc R U . . .
C25 C 0.27296(12) 0.53223(10) 0.34374(12) 0.0730(4) Uani 1 1 d . . . . .
H25A H 0.254553 0.528425 0.273997 0.109 Uiso 1 1 calc R U . . .
H25B H 0.221906 0.499436 0.373103 0.109 Uiso 1 1 calc R U . . .
H25C H 0.345610 0.510773 0.364459 0.109 Uiso 1 1 calc R U . . .
C20 C 0.25428(14) 0.79085(11) 0.42931(11) 0.0753(4) Uani 1 1 d . . . . .
H20 H 0.248567 0.847148 0.447343 0.090 Uiso 1 1 calc R U . . .
C21 C 0.17156(13) 0.73601(14) 0.43858(12) 0.0823(5) Uani 1 1 d . . . . .
H21 H 0.111036 0.754926 0.463990 0.099 Uiso 1 1 calc R U . . .
C24 C 0.43627(16) 0.82563(10) 0.38191(12) 0.0804(4) Uani 1 1 d . . . . .
H24A H 0.496960 0.817585 0.433868 0.121 Uiso 1 1 calc R U . . .
H24B H 0.409288 0.882433 0.384071 0.121 Uiso 1 1 calc R U . . .
H24C H 0.459762 0.816112 0.320400 0.121 Uiso 1 1 calc R U . . .
C8 C 0.89769(13) 0.62741(14) 0.15591(12) 0.0855(5) Uani 1 1 d . . . . .
H8 H 0.922875 0.661184 0.109534 0.103 Uiso 1 1 calc R U . . .
C10 C 0.92579(14) 0.51525(13) 0.26973(14) 0.0892(5) Uani 1 1 d . . . . .
H10 H 0.969842 0.471960 0.299869 0.107 Uiso 1 1 calc R U . . .
C29 C 0.33425(16) 0.68552(14) -0.12511(11) 0.0867(5) Uani 1 1 d . . . . .
H29 H 0.334407 0.686314 -0.191981 0.104 Uiso 0.651(11) 1 calc R U P A 1
H29A H 0.303811 0.693193 -0.190342 0.104 Uiso 0.349(11) 1 calc R U P A 2
C9 C 0.96224(13) 0.56433(16) 0.20075(14) 0.0961(6) Uani 1 1 d . . . . .
H9 H 1.031008 0.554661 0.184488 0.115 Uiso 1 1 calc R U . . .
C33 C 0.43649(18) 0.82007(12) 0.09502(14) 0.0922(5) Uani 1 1 d . . . . .
H33A H 0.385628 0.835618 0.137034 0.138 Uiso 1 1 calc R U . . .
H33B H 0.446732 0.866987 0.053599 0.138 Uiso 1 1 calc R U . . .
H33C H 0.505363 0.805094 0.133855 0.138 Uiso 1 1 calc R U . . .
C31 C 0.3037(5) 0.6076(3) 0.0205(4) 0.0709(10) Uani 0.651(11) 1 d . U P A 1
C30 C 0.2892(5) 0.6162(4) -0.0812(4) 0.0839(12) Uani 0.651(11) 1 d . U P A 1
H30 H 0.249184 0.575571 -0.120508 0.101 Uiso 0.651(11) 1 calc R U P A 1
C32 C 0.2576(7) 0.5332(3) 0.0664(3) 0.1163(19) Uani 0.651(11) 1 d . U P A 1
H32A H 0.315873 0.502932 0.106224 0.174 Uiso 0.651(11) 1 calc R U P A 1
H32B H 0.221220 0.496398 0.016328 0.174 Uiso 0.651(11) 1 calc R U P A 1
H32C H 0.206247 0.552469 0.106206 0.174 Uiso 0.651(11) 1 calc R U P A 1
C32A C 0.3334(13) 0.5163(5) 0.0641(6) 0.109(3) Uani 0.349(11) 1 d . U P A 2
H32D H 0.403172 0.495195 0.095197 0.163 Uiso 0.349(11) 1 calc R U P A 2
H32E H 0.301002 0.477016 0.014936 0.163 Uiso 0.349(11) 1 calc R U P A 2
H32F H 0.286247 0.523019 0.111817 0.163 Uiso 0.349(11) 1 calc R U P A 2
C31A C 0.3487(9) 0.6017(7) 0.0169(7) 0.0752(18) Uani 0.349(11) 1 d . U P A 2
C30A C 0.3380(10) 0.6097(8) -0.0826(7) 0.087(2) Uani 0.349(11) 1 d . U P A 2
H30A H 0.333235 0.561261 -0.121135 0.105 Uiso 0.349(11) 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
N1 C5 1.3854(15) . ?
N1 C1 1.4107(14) . ?
N1 C18 1.4484(15) . ?
N2 C1 1.2902(15) . ?
N2 C26 1.4154(15) . ?
C5 C12 1.4905(15) . ?
C5 C4 1.3542(16) . ?
C1 C2 1.4393(17) . ?
C12 C17 1.3898(17) . ?
C12 C13 1.3923(17) . ?
C18 C23 1.3915(18) . ?
C18 C19 1.3923(19) . ?
C2 H2 0.9300 . ?
C2 C3 1.3575(17) . ?
C3 C4 1.4214(16) . ?
C3 C6 1.4826(17) . ?
C4 H4 0.9300 . ?
C17 H17 0.9300 . ?
C17 C16 1.3782(17) . ?
C6 C7 1.385(2) . ?
C6 C11 1.389(2) . ?
C26 C27 1.391(2) . ?
C26 C31 1.421(5) . ?
C26 C31A 1.393(10) . ?
C27 C28 1.3929(19) . ?
C27 C33 1.497(2) . ?
C23 C22 1.395(2) . ?
C23 C25 1.490(2) . ?
C19 C20 1.390(2) . ?
C19 C24 1.500(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.3817(19) . ?
C16 H16 0.9300 . ?
C16 C15 1.378(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.359(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.385(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.384(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(2) . ?
C22 H22 0.9300 . ?
C22 C21 1.369(3) . ?
C15 H15 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C20 H20 0.9300 . ?
C20 C21 1.365(3) . ?
C21 H21 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C8 H8 0.9300 . ?
C8 C9 1.362(3) . ?
C10 H10 0.9300 . ?
C10 C9 1.367(3) . ?
C29 H29 0.9300 . ?
C29 H29A 0.9300 . ?
C29 C30 1.413(6) . ?
C29 C30A 1.333(12) . ?
C9 H9 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C31 C30 1.403(6) . ?
C31 C32 1.496(7) . ?
C30 H30 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C32A H32D 0.9600 . ?
C32A H32E 0.9600 . ?
C32A H32F 0.9600 . ?
C32A C31A 1.526(13) . ?
C31A C30A 1.374(13) . ?
C30A H30A 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
C5 N1 C1 122.20(9) . . ?
C5 N1 C18 119.60(9) . . ?
C1 N1 C18 117.50(9) . . ?
C1 N2 C26 120.18(10) . . ?
N1 C5 C12 119.88(10) . . ?
C4 C5 N1 120.03(10) . . ?
C4 C5 C12 120.05(10) . . ?
N1 C1 C2 115.46(10) . . ?
N2 C1 N1 116.88(10) . . ?
N2 C1 C2 127.66(11) . . ?
C17 C12 C5 123.43(10) . . ?
C17 C12 C13 118.42(11) . . ?
C13 C12 C5 118.02(10) . . ?
C23 C18 N1 119.31(11) . . ?
C23 C18 C19 122.73(12) . . ?
C19 C18 N1 117.96(11) . . ?
C1 C2 H2 118.8 . . ?
C3 C2 C1 122.48(11) . . ?
C3 C2 H2 118.8 . . ?
C2 C3 C4 118.81(11) . . ?
C2 C3 C6 122.00(11) . . ?
C4 C3 C6 119.17(10) . . ?
C5 C4 C3 120.92(10) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.36(11) . . ?
C16 C17 H17 119.8 . . ?
C7 C6 C3 120.53(12) . . ?
C7 C6 C11 118.40(12) . . ?
C11 C6 C3 121.03(12) . . ?
N2 C26 C31 116.7(2) . . ?
C27 C26 N2 120.88(11) . . ?
C27 C26 C31 120.5(2) . . ?
C27 C26 C31A 114.9(4) . . ?
C31A C26 N2 123.4(4) . . ?
C26 C27 C28 119.42(13) . . ?
C26 C27 C33 120.03(12) . . ?
C28 C27 C33 120.51(14) . . ?
C18 C23 C22 116.97(14) . . ?
C18 C23 C25 122.27(12) . . ?
C22 C23 C25 120.76(13) . . ?
C18 C19 C24 121.96(12) . . ?
C20 C19 C18 117.24(14) . . ?
C20 C19 C24 120.80(14) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.88(12) . . ?
C14 C13 H13 119.6 . . ?
C17 C16 H16 119.7 . . ?
C15 C16 C17 120.65(12) . . ?
C15 C16 H16 119.7 . . ?
C27 C28 H28 119.3 . . ?
C29 C28 C27 121.50(15) . . ?
C29 C28 H28 119.3 . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.62(15) . . ?
C8 C7 H7 119.7 . . ?
C6 C11 H11 119.9 . . ?
C10 C11 C6 120.12(16) . . ?
C10 C11 H11 119.9 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 119.96(12) . . ?
C15 C14 H14 120.0 . . ?
C23 C22 H22 119.3 . . ?
C21 C22 C23 121.33(15) . . ?
C21 C22 H22 119.3 . . ?
C16 C15 H15 120.1 . . ?
C14 C15 C16 119.73(12) . . ?
C14 C15 H15 120.1 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C19 C20 H20 119.3 . . ?
C21 C20 C19 121.37(15) . . ?
C21 C20 H20 119.3 . . ?
C22 C21 H21 119.9 . . ?
C20 C21 C22 120.27(14) . . ?
C20 C21 H21 119.9 . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.31(17) . . ?
C9 C8 H8 119.8 . . ?
C11 C10 H10 119.7 . . ?
C9 C10 C11 120.63(16) . . ?
C9 C10 H10 119.7 . . ?
C28 C29 H29 120.6 . . ?
C28 C29 H29A 121.8 . . ?
C28 C29 C30 118.8(2) . . ?
C30 C29 H29 120.6 . . ?
C30A C29 C28 116.3(4) . . ?
C30A C29 H29A 121.8 . . ?
C8 C9 C10 119.89(15) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C27 C33 H33A 109.5 . . ?
C27 C33 H33B 109.5 . . ?
C27 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C26 C31 C32 121.8(4) . . ?
C30 C31 C26 117.4(4) . . ?
C30 C31 C32 120.8(4) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 C29 121.1(4) . . ?
C31 C30 H30 119.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
H32D C32A H32E 109.5 . . ?
H32D C32A H32F 109.5 . . ?
H32E C32A H32F 109.5 . . ?
C31A C32A H32D 109.5 . . ?
C31A C32A H32E 109.5 . . ?
C31A C32A H32F 109.5 . . ?
C26 C31A C32A 117.5(7) . . ?
C30A C31A C26 121.1(8) . . ?
C30A C31A C32A 121.1(8) . . ?
C29 C30A C31A 121.3(8) . . ?
C29 C30A H30A 119.4 . . ?
C31A C30A H30A 119.4 . . ?

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 C5 C12 C17 58.34(16) . . . . ?
N1 C5 C12 C13 -125.83(12) . . . . ?
N1 C5 C4 C3 1.87(18) . . . . ?
N1 C1 C2 C3 -2.88(17) . . . . ?
N1 C18 C23 C22 175.88(11) . . . . ?
N1 C18 C23 C25 -3.58(18) . . . . ?
N1 C18 C19 C20 -175.77(11) . . . . ?
N1 C18 C19 C24 4.35(18) . . . . ?
N2 C1 C2 C3 176.29(12) . . . . ?
N2 C26 C27 C28 -172.78(11) . . . . ?
N2 C26 C27 C33 5.2(2) . . . . ?
N2 C26 C31 C30 172.4(3) . . . . ?
N2 C26 C31 C32 -7.2(5) . . . . ?
N2 C26 C31A C32A 1.0(9) . . . . ?
N2 C26 C31A C30A 174.6(5) . . . . ?
C5 N1 C1 N2 -175.62(11) . . . . ?
C5 N1 C1 C2 3.64(16) . . . . ?
C5 N1 C18 C23 -101.85(13) . . . . ?
C5 N1 C18 C19 77.34(14) . . . . ?
C5 C12 C17 C16 175.85(12) . . . . ?
C5 C12 C13 C14 -176.17(12) . . . . ?
C1 N1 C5 C12 174.38(10) . . . . ?
C1 N1 C5 C4 -3.27(17) . . . . ?
C1 N1 C18 C23 87.54(13) . . . . ?
C1 N1 C18 C19 -93.27(13) . . . . ?
C1 N2 C26 C27 -86.63(15) . . . . ?
C1 N2 C26 C31 109.0(3) . . . . ?
C1 N2 C26 C31A 82.7(6) . . . . ?
C1 C2 C3 C4 1.68(19) . . . . ?
C1 C2 C3 C6 -176.52(11) . . . . ?
C12 C5 C4 C3 -175.78(11) . . . . ?
C12 C17 C16 C15 0.3(2) . . . . ?
C12 C13 C14 C15 -0.1(2) . . . . ?
C18 N1 C5 C12 4.23(16) . . . . ?
C18 N1 C5 C4 -173.42(11) . . . . ?
C18 N1 C1 N2 -5.27(15) . . . . ?
C18 N1 C1 C2 173.98(10) . . . . ?
C18 C23 C22 C21 0.8(2) . . . . ?
C18 C19 C20 C21 -1.0(2) . . . . ?
C2 C3 C4 C5 -1.11(18) . . . . ?
C2 C3 C6 C7 44.95(18) . . . . ?
C2 C3 C6 C11 -137.45(14) . . . . ?
C3 C6 C7 C8 176.87(14) . . . . ?
C3 C6 C11 C10 -178.05(14) . . . . ?
C4 C5 C12 C17 -124.00(13) . . . . ?
C4 C5 C12 C13 51.82(17) . . . . ?
C4 C3 C6 C7 -133.25(13) . . . . ?
C4 C3 C6 C11 44.35(17) . . . . ?
C17 C12 C13 C14 -0.1(2) . . . . ?
C17 C16 C15 C14 -0.6(2) . . . . ?
C6 C3 C4 C5 177.15(12) . . . . ?
C6 C7 C8 C9 1.4(3) . . . . ?
C6 C11 C10 C9 1.0(3) . . . . ?
C26 N2 C1 N1 177.64(10) . . . . ?
C26 N2 C1 C2 -1.5(2) . . . . ?
C26 C27 C28 C29 0.1(2) . . . . ?
C26 C31 C30 C29 1.7(5) . . . . ?
C26 C31A C30A C29 -4.0(11) . . . . ?
C27 C26 C31 C30 7.9(4) . . . . ?
C27 C26 C31 C32 -171.6(4) . . . . ?
C27 C26 C31A C32A 170.9(6) . . . . ?
C27 C26 C31A C30A -15.4(9) . . . . ?
C27 C28 C29 C30 9.4(4) . . . . ?
C27 C28 C29 C30A -19.6(6) . . . . ?
C23 C18 C19 C20 3.39(19) . . . . ?
C23 C18 C19 C24 -176.50(12) . . . . ?
C23 C22 C21 C20 1.4(2) . . . . ?
C19 C18 C23 C22 -3.26(18) . . . . ?
C19 C18 C23 C25 177.28(12) . . . . ?
C19 C20 C21 C22 -1.3(2) . . . . ?
C13 C12 C17 C16 0.04(19) . . . . ?
C13 C14 C15 C16 0.5(2) . . . . ?
C28 C29 C30 C31 -10.3(5) . . . . ?
C28 C29 C30A C31A 21.5(10) . . . . ?
C7 C6 C11 C10 -0.4(2) . . . . ?
C7 C8 C9 C10 -0.7(3) . . . . ?
C11 C6 C7 C8 -0.8(2) . . . . ?
C11 C10 C9 C8 -0.5(3) . . . . ?
C25 C23 C22 C21 -179.75(14) . . . . ?
C24 C19 C20 C21 178.85(15) . . . . ?
C33 C27 C28 C29 -177.88(17) . . . . ?
C31 C26 C27 C28 -9.0(3) . . . . ?
C31 C26 C27 C33 169.0(3) . . . . ?
C32 C31 C30 C29 -178.8(4) . . . . ?
C32A C31A C30A C29 169.4(8) . . . . ?
C31A C26 C27 C28 17.0(6) . . . . ?
C31A C26 C27 C33 -165.0(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.438
_oxdiff_exptl_absorpt_empirical_full_min 0.683
####################################################################### 
# 
# 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_bp19
_database_code_depnum_ccdc_archive 'CCDC 2346811'
loop_
_audit_author_name
_audit_author_address
'David Elorriaga'
;University of Oviedo
Spain
;
_audit_update_record             
;
2024-04-09 deposited with the CCDC.	2024-05-24 downloaded from the CCDC.
;
_audit_creation_date             2023-02-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C66 H78 N4 Zn)'
_chemical_formula_sum            'C264 H312 N16 Zn4'
_chemical_formula_weight         3970.76
_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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   20.6268(7)
_cell_length_b                   16.0836(6)
_cell_length_c                   18.5709(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6161.0(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9178
_cell_measurement_temperature    250.0
_cell_measurement_theta_max      20.211
_cell_measurement_theta_min      2.719
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.438
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0570 before and 0.0489 after correction.
The Ratio of minimum to maximum transmission is 0.9224.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.070
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2128
_exptl_crystal_size_max          0.245
_exptl_crystal_size_mid          0.181
_exptl_crystal_size_min          0.176
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            55520
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.403
_diffrn_reflns_theta_min         1.606
_diffrn_ambient_temperature      250.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3294
_reflns_number_total             5669
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.478
_refine_diff_density_min         -1.079
_refine_diff_density_rms         0.186
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         5669
_refine_ls_number_restraints     438
_refine_ls_R_factor_all          0.1392
_refine_ls_R_factor_gt           0.0805
_refine_ls_restrained_S_all      1.046
_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)+(0.1919P)²+1.2193P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2314
_refine_ls_wR_factor_ref         0.2956
_refine_special_details          
;
Two of the phenyl group and on isopropyl group were disordered and the occupancies were refined with the sum set to equal 1. Restraints and constraints were applied to maintain sensible geometric and thermal parameters.
;
_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. Uiso/Uaniso restraints and constraints
C4 \\sim C4A \\sim C5 \\sim C5A \\sim C6 \\sim C6A \\sim C7 \\sim C7A \\sim C8
\\sim C8A \\sim C9 \\sim C9A: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.01 within 2A
C22 \\sim C22A \\sim C23 \\sim C23A \\sim C24 \\sim C24A \\sim C25 \\sim C25A
\\sim C26 \\sim C26A \\sim C27 \\sim C27A \\sim C29 \\sim C29A \\sim C28 \\sim
C28A \\sim C30 \\sim C30A: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.01 within 2A
3. Others
 Sof(C4A)=Sof(C9A)=Sof(H9A)=Sof(C8A)=Sof(H8A)=Sof(C7A)=Sof(H7A)=Sof(C6A)=
 Sof(H6A)=Sof(C5A)=Sof(H5A)=1-FVAR(1)
 Sof(C4)=Sof(C9)=Sof(H9)=Sof(C8)=Sof(H8)=Sof(C7)=Sof(H7)=Sof(C6)=Sof(H6)=
 Sof(C5)=Sof(H5)=FVAR(1)
 Sof(C28A)=Sof(H28A)=Sof(H31A)=Sof(C29A)=Sof(H29A)=Sof(H29B)=Sof(H29C)=
 Sof(C22A)=Sof(C27A)=Sof(C26A)=Sof(H26A)=Sof(C25A)=Sof(H25A)=Sof(C24A)=
 Sof(H24A)=Sof(C23A)=Sof(C30A)=Sof(H30D)=Sof(H30E)=Sof(H30F)=1-FVAR(2)
 Sof(C22)=Sof(C27)=Sof(C26)=Sof(H26)=Sof(C25)=Sof(H25)=Sof(C24)=Sof(H24)=
 Sof(C23)=Sof(H31)=Sof(C30)=Sof(H30A)=Sof(H30B)=Sof(H30C)=Sof(C28)=Sof(H28)=
 Sof(C29)=Sof(H29D)=Sof(H29E)=Sof(H29F)=FVAR(2)
4.a Ternary CH refined with riding coordinates:
 C19(H19), C16(H16), C28A(H28A), C31(H31), C31(H31A), C28(H28)
4.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C7(H7), C6(H6), C5(H5), C26(H26), C25(H25), C24(H24),
 C12(H12), C14(H14), C13(H13), C9A(H9A), C8A(H8A), C7A(H7A), C6A(H6A), C5A(H5A),
  C26A(H26A), C25A(H25A), C24A(H24A)
4.c Fitted hexagon refined as free rotating group:
 C4(C9,C8,C7,C6,C5), C22(C27,C26,C25,C24,C23), C4A(C9A,C8A,C7A,C6A,C5A),
 C22A(C27A,C26A,C25A,C24A,C23A)
4.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C17(H17A,H17B,H17C), C20(H20A,H20B,H20C), C32(H32A,H32B,
 H32C), C33(H33A,H33B,H33C), C30(H30A,H30B,H30C), C18(H18A,H18B,H18C),
 C29A(H29A,H29B,H29C), C29(H29D,H29E,H29F), C30A(H30D,H30E,H30F)
;
_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
Zn1 Zn 0.500000 0.26273(5) 0.250000 0.0708(3) Uani 1 2 d S T P B .
N1 N 0.58993(15) 0.2952(2) 0.21986(17) 0.0624(8) Uani 1 1 d . . . . .
N2 N 0.56802(16) 0.2249(2) 0.31995(18) 0.0687(9) Uani 1 1 d . . . . .
C2 C 0.6806(2) 0.2536(3) 0.2936(2) 0.0689(11) Uani 1 1 d . . . . .
C1 C 0.6131(2) 0.2585(2) 0.2781(2) 0.0616(10) Uani 1 1 d . . . . .
C3 C 0.7374(2) 0.2482(3) 0.3040(2) 0.0751(11) Uani 1 1 d . . . . .
C10 C 0.63194(18) 0.3258(2) 0.1651(2) 0.0650(10) Uani 1 1 d . . . . .
C4 C 0.8034(3) 0.2380(7) 0.3201(6) 0.089(2) Uani 0.479(10) 1 d G U P A 1
C9 C 0.8213(4) 0.1855(7) 0.3761(6) 0.102(2) Uani 0.479(10) 1 d G U P A 1
H9 H 0.789579 0.155049 0.401013 0.122 Uiso 0.479(10) 1 calc R U P A 1
C8 C 0.8862(5) 0.1781(7) 0.3952(5) 0.116(3) Uani 0.479(10) 1 d G U P A 1
H8 H 0.898346 0.142539 0.433096 0.139 Uiso 0.479(10) 1 calc R U P A 1
C7 C 0.9332(3) 0.2231(7) 0.3583(7) 0.112(3) Uani 0.479(10) 1 d G U P A 1
H7 H 0.977062 0.218057 0.371291 0.134 Uiso 0.479(10) 1 calc R U P A 1
C6 C 0.9153(4) 0.2756(6) 0.3023(8) 0.114(2) Uani 0.479(10) 1 d G U P A 1
H6 H 0.947010 0.306085 0.277403 0.136 Uiso 0.479(10) 1 calc R U P A 1
C5 C 0.8504(5) 0.2831(6) 0.2832(6) 0.103(2) Uani 0.479(10) 1 d G U P A 1
H5 H 0.838243 0.318597 0.245319 0.124 Uiso 0.479(10) 1 calc R U P A 1
C11 C 0.6447(2) 0.4110(3) 0.1619(2) 0.0837(13) Uani 1 1 d . . . . .
C19 C 0.6142(4) 0.4720(3) 0.2151(3) 0.120(2) Uani 1 1 d . . . . .
H19 H 0.579787 0.441821 0.241477 0.145 Uiso 1 1 calc R U . . .
C15 C 0.6589(2) 0.2718(3) 0.1151(2) 0.0817(13) Uani 1 1 d . . . . .
C22 C 0.5831(7) 0.2025(8) 0.3949(5) 0.083(2) Uani 0.498(9) 1 d G U P B 1
C27 C 0.5847(8) 0.2640(6) 0.4474(7) 0.088(2) Uani 0.498(9) 1 d G U P B 1
C26 C 0.5952(6) 0.2428(6) 0.5190(6) 0.102(3) Uani 0.498(9) 1 d G U P B 1
H26 H 0.596302 0.284364 0.554555 0.122 Uiso 0.498(9) 1 calc R U P B 1
C25 C 0.6043(6) 0.1600(7) 0.5381(4) 0.105(3) Uani 0.498(9) 1 d G U P B 1
H25 H 0.611404 0.145611 0.586481 0.126 Uiso 0.498(9) 1 calc R U P B 1
C24 C 0.6027(6) 0.0985(6) 0.4855(5) 0.102(2) Uani 0.498(9) 1 d G U P B 1
H24 H 0.608784 0.042496 0.498403 0.123 Uiso 0.498(9) 1 calc R U P B 1
C23 C 0.5921(6) 0.1197(7) 0.4139(5) 0.098(2) Uani 0.498(9) 1 d G U P B 1
C12 C 0.6866(3) 0.4398(4) 0.1085(3) 0.119(2) Uani 1 1 d . . . . .
H12 H 0.694954 0.497108 0.104611 0.143 Uiso 1 1 calc R U . . .
C14 C 0.7011(3) 0.3036(5) 0.0645(3) 0.1114(19) Uani 1 1 d . . . . .
H14 H 0.720293 0.267338 0.031035 0.134 Uiso 1 1 calc R U . . .
C13 C 0.7158(3) 0.3854(6) 0.0616(3) 0.126(2) Uani 1 1 d . . . . .
H13 H 0.745895 0.405078 0.027636 0.151 Uiso 1 1 calc R U . . .
C16 C 0.6419(3) 0.1802(3) 0.1147(3) 0.115(2) Uani 1 1 d . . . . .
H16 H 0.616395 0.169344 0.158819 0.138 Uiso 1 1 calc R U . . .
C28A C 0.5573(8) 0.0472(10) 0.3334(8) 0.120(3) Uani 0.502(9) 1 d . U P B 2
H28A H 0.535708 0.084081 0.298194 0.144 Uiso 0.502(9) 1 calc R U P B 2
C31 C 0.5868(3) 0.3455(5) 0.4345(3) 0.124(2) Uani 1 1 d . . . . .
H31 H 0.584692 0.352745 0.381571 0.149 Uiso 0.498(9) 1 calc R U P B 1
H31A H 0.584582 0.354457 0.381773 0.149 Uiso 0.502(9) 1 calc R U P B 2
C21 C 0.5841(5) 0.5479(5) 0.1829(5) 0.186(4) Uani 1 1 d . . . . .
H21A H 0.614755 0.574267 0.150540 0.278 Uiso 1 1 calc R U . . .
H21B H 0.572431 0.586447 0.220925 0.278 Uiso 1 1 calc R U . . .
H21C H 0.545486 0.532270 0.156287 0.278 Uiso 1 1 calc R U . . .
C17 C 0.5983(4) 0.1589(5) 0.0510(5) 0.149(3) Uani 1 1 d . . . . .
H17A H 0.560808 0.195314 0.051064 0.224 Uiso 1 1 calc R U . . .
H17B H 0.584098 0.101569 0.054847 0.224 Uiso 1 1 calc R U . . .
H17C H 0.622212 0.166271 0.006442 0.224 Uiso 1 1 calc R U . . .
C20 C 0.6650(6) 0.4981(6) 0.2698(5) 0.194(4) Uani 1 1 d . . . . .
H20A H 0.687157 0.449239 0.288038 0.290 Uiso 1 1 calc R U . . .
H20B H 0.644191 0.527059 0.309379 0.290 Uiso 1 1 calc R U . . .
H20C H 0.696221 0.534793 0.247005 0.290 Uiso 1 1 calc R U . . .
C32 C 0.6453(5) 0.3941(7) 0.4608(4) 0.193(4) Uani 1 1 d . . . . .
H32A H 0.647031 0.391962 0.512931 0.289 Uiso 1 1 calc R U . . .
H32B H 0.641694 0.451456 0.445216 0.289 Uiso 1 1 calc R U . . .
H32C H 0.684452 0.369795 0.440964 0.289 Uiso 1 1 calc R U . . .
C33 C 0.5241(5) 0.3807(6) 0.4654(5) 0.179(3) Uani 1 1 d . . . . .
H33A H 0.487364 0.356269 0.440579 0.268 Uiso 1 1 calc R U . . .
H33B H 0.523485 0.440570 0.458888 0.268 Uiso 1 1 calc R U . . .
H33C H 0.521561 0.367774 0.516297 0.268 Uiso 1 1 calc R U . . .
C30 C 0.5372(8) -0.0170(12) 0.3719(10) 0.131(3) Uani 0.498(9) 1 d . U P B 1
H30A H 0.552885 -0.049791 0.412126 0.196 Uiso 0.498(9) 1 calc R U P B 1
H30B H 0.532070 -0.052453 0.330056 0.196 Uiso 0.498(9) 1 calc R U P B 1
H30C H 0.495655 0.007491 0.384316 0.196 Uiso 0.498(9) 1 calc R U P B 1
C18 C 0.6988(5) 0.1244(6) 0.1172(6) 0.215(5) Uani 1 1 d . . . . .
H18A H 0.722685 0.128567 0.072386 0.323 Uiso 1 1 calc R U . . .
H18B H 0.684426 0.067546 0.124122 0.323 Uiso 1 1 calc R U . . .
H18C H 0.726693 0.140524 0.156932 0.323 Uiso 1 1 calc R U . . .
C29A C 0.6198(8) 0.0219(9) 0.2949(9) 0.131(3) Uani 0.502(9) 1 d . U P B 2
H29A H 0.656701 0.045694 0.319803 0.196 Uiso 0.502(9) 1 calc R U P B 2
H29B H 0.618745 0.042140 0.245719 0.196 Uiso 0.502(9) 1 calc R U P B 2
H29C H 0.623471 -0.038239 0.294725 0.196 Uiso 0.502(9) 1 calc R U P B 2
C4A C 0.8060(3) 0.2471(7) 0.3087(6) 0.089(2) Uani 0.521(10) 1 d G U P A 2
C9A C 0.8366(4) 0.2146(7) 0.3692(5) 0.106(2) Uani 0.521(10) 1 d G U P A 2
H9A H 0.811852 0.194757 0.407983 0.127 Uiso 0.521(10) 1 calc R U P A 2
C8A C 0.9039(4) 0.2115(7) 0.3722(5) 0.116(2) Uani 0.521(10) 1 d G U P A 2
H8A H 0.924646 0.189597 0.413091 0.139 Uiso 0.521(10) 1 calc R U P A 2
C7A C 0.9406(3) 0.2409(6) 0.3148(6) 0.119(3) Uani 0.521(10) 1 d G U P A 2
H7A H 0.986111 0.238835 0.316851 0.143 Uiso 0.521(10) 1 calc R U P A 2
C6A C 0.9100(4) 0.2734(6) 0.2543(6) 0.109(3) Uani 0.521(10) 1 d G U P A 2
H6A H 0.934783 0.293233 0.215502 0.131 Uiso 0.521(10) 1 calc R U P A 2
C5A C 0.8427(4) 0.2764(6) 0.2513(5) 0.097(2) Uani 0.521(10) 1 d G U P A 2
H5A H 0.821989 0.298394 0.210392 0.117 Uiso 0.521(10) 1 calc R U P A 2
C22A C 0.5800(8) 0.1930(8) 0.3874(6) 0.086(2) Uani 0.502(9) 1 d G U P B 2
C27A C 0.5941(7) 0.2428(6) 0.4465(7) 0.089(2) Uani 0.502(9) 1 d G U P B 2
C26A C 0.6042(6) 0.2068(7) 0.5136(6) 0.103(2) Uani 0.502(9) 1 d G U P B 2
H26A H 0.613752 0.240452 0.553615 0.124 Uiso 0.502(9) 1 calc R U P B 2
C25A C 0.6004(6) 0.1210(7) 0.5216(5) 0.112(3) Uani 0.502(9) 1 d G U P B 2
H25A H 0.607241 0.096646 0.566941 0.135 Uiso 0.502(9) 1 calc R U P B 2
C24A C 0.5863(6) 0.0712(6) 0.4624(6) 0.113(3) Uani 0.502(9) 1 d G U P B 2
H24A H 0.583690 0.013181 0.467786 0.135 Uiso 0.502(9) 1 calc R U P B 2
C23A C 0.5761(7) 0.1072(8) 0.3953(5) 0.102(2) Uani 0.502(9) 1 d G U P B 2
C28 C 0.5885(8) 0.0559(10) 0.3541(9) 0.117(3) Uani 0.498(9) 1 d . U P B 1
H28 H 0.577228 0.083191 0.307983 0.140 Uiso 0.498(9) 1 calc R U P B 1
C29 C 0.6518(7) 0.0055(10) 0.3457(10) 0.140(4) Uani 0.498(9) 1 d . U P B 1
H29D H 0.677513 0.028908 0.306948 0.210 Uiso 0.498(9) 1 calc R U P B 1
H29E H 0.641413 -0.051883 0.334729 0.210 Uiso 0.498(9) 1 calc R U P B 1
H29F H 0.676296 0.007977 0.390284 0.210 Uiso 0.498(9) 1 calc R U P B 1
C30A C 0.5105(9) -0.0125(13) 0.3480(11) 0.134(4) Uani 0.502(9) 1 d . U P B 2
H30D H 0.515106 -0.058338 0.314482 0.201 Uiso 0.502(9) 1 calc R U P B 2
H30E H 0.467793 0.011972 0.342865 0.201 Uiso 0.502(9) 1 calc R U P B 2
H30F H 0.515996 -0.032696 0.396830 0.201 Uiso 0.502(9) 1 calc R U P B 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
Zn1 N1 2.007(3) . ?
Zn1 N1 2.007(3) 3_655 ?
Zn1 N2 2.007(3) 3_655 ?
Zn1 N2 2.007(3) . ?
Zn1 C1 2.392(4) . ?
Zn1 C1 2.392(4) 3_655 ?
N1 C1 1.321(5) . ?
N1 C10 1.424(5) . ?
N2 C1 1.328(5) . ?
N2 C22 1.471(8) . ?
N2 C22A 1.375(8) . ?
C2 C1 1.422(6) . ?
C2 C3 1.192(6) . ?
C3 C4 1.403(8) . ?
C3 C4A 1.418(8) . ?
C10 C11 1.396(6) . ?
C10 C15 1.387(6) . ?
C4 C9 1.3900 . ?
C4 C5 1.3900 . ?
C9 H9 0.9400 . ?
C9 C8 1.3900 . ?
C8 H8 0.9400 . ?
C8 C7 1.3900 . ?
C7 H7 0.9400 . ?
C7 C6 1.3900 . ?
C6 H6 0.9400 . ?
C6 C5 1.3900 . ?
C5 H5 0.9400 . ?
C11 C19 1.527(7) . ?
C11 C12 1.395(7) . ?
C19 H19 0.9900 . ?
C19 C21 1.495(10) . ?
C19 C20 1.519(10) . ?
C15 C14 1.380(7) . ?
C15 C16 1.515(8) . ?
C22 C27 1.3900 . ?
C22 C23 1.3900 . ?
C27 C26 1.3900 . ?
C27 C31 1.333(12) . ?
C26 H26 0.9400 . ?
C26 C25 1.3900 . ?
C25 H25 0.9400 . ?
C25 C24 1.3900 . ?
C24 H24 0.9400 . ?
C24 C23 1.3900 . ?
C23 C28 1.515(19) . ?
C12 H12 0.9400 . ?
C12 C13 1.374(9) . ?
C14 H14 0.9400 . ?
C14 C13 1.351(10) . ?
C13 H13 0.9400 . ?
C16 H16 0.9900 . ?
C16 C17 1.525(9) . ?
C16 C18 1.477(9) . ?
C28A H28A 0.9900 . ?
C28A C29A 1.53(2) . ?
C28A C23A 1.550(18) . ?
C28A C30A 1.39(2) . ?
C31 H31 0.9900 . ?
C31 H31A 0.9900 . ?
C31 C32 1.518(9) . ?
C31 C33 1.523(10) . ?
C31 C27A 1.674(12) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21C 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 H30C 0.9700 . ?
C30 C28 1.61(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C29A H29A 0.9700 . ?
C29A H29B 0.9700 . ?
C29A H29C 0.9700 . ?
C4A C9A 1.3900 . ?
C4A C5A 1.3900 . ?
C9A H9A 0.9400 . ?
C9A C8A 1.3900 . ?
C8A H8A 0.9400 . ?
C8A C7A 1.3900 . ?
C7A H7A 0.9400 . ?
C7A C6A 1.3900 . ?
C6A H6A 0.9400 . ?
C6A C5A 1.3900 . ?
C5A H5A 0.9400 . ?
C22A C27A 1.3900 . ?
C22A C23A 1.3900 . ?
C27A C26A 1.3900 . ?
C26A H26A 0.9400 . ?
C26A C25A 1.3900 . ?
C25A H25A 0.9400 . ?
C25A C24A 1.3900 . ?
C24A H24A 0.9400 . ?
C24A C23A 1.3900 . ?
C28 H28 0.9900 . ?
C28 C29 1.544(19) . ?
C29 H29D 0.9700 . ?
C29 H29E 0.9700 . ?
C29 H29F 0.9700 . ?
C30A H30D 0.9700 . ?
C30A H30E 0.9700 . ?
C30A H30F 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 N1 149.8(2) 3_655 . ?
N1 Zn1 C1 148.03(13) 3_655 . ?
N1 Zn1 C1 33.53(13) . . ?
N1 Zn1 C1 33.53(13) 3_655 3_655 ?
N1 Zn1 C1 148.03(13) . 3_655 ?
N2 Zn1 N1 123.01(13) . 3_655 ?
N2 Zn1 N1 67.25(13) . . ?
N2 Zn1 N1 123.01(13) 3_655 . ?
N2 Zn1 N1 67.25(13) 3_655 3_655 ?
N2 Zn1 N2 144.7(2) . 3_655 ?
N2 Zn1 C1 33.72(13) 3_655 3_655 ?
N2 Zn1 C1 144.55(13) 3_655 . ?
N2 Zn1 C1 144.54(13) . 3_655 ?
N2 Zn1 C1 33.73(13) . . ?
C1 Zn1 C1 176.76(17) . 3_655 ?
C1 N1 Zn1 89.5(2) . . ?
C1 N1 C10 121.2(3) . . ?
C10 N1 Zn1 148.4(3) . . ?
C1 N2 Zn1 89.3(2) . . ?
C1 N2 C22 120.4(7) . . ?
C1 N2 C22A 124.0(7) . . ?
C22 N2 Zn1 146.6(7) . . ?
C22A N2 Zn1 145.9(7) . . ?
C3 C2 C1 177.4(5) . . ?
N1 C1 Zn1 57.0(2) . . ?
N1 C1 N2 114.0(4) . . ?
N1 C1 C2 123.0(4) . . ?
N2 C1 Zn1 57.0(2) . . ?
N2 C1 C2 123.0(4) . . ?
C2 C1 Zn1 178.2(3) . . ?
C2 C3 C4 176.1(7) . . ?
C2 C3 C4A 173.2(6) . . ?
C11 C10 N1 118.9(4) . . ?
C15 C10 N1 120.3(4) . . ?
C15 C10 C11 120.8(4) . . ?
C9 C4 C3 119.2(8) . . ?
C9 C4 C5 120.0 . . ?
C5 C4 C3 120.7(8) . . ?
C4 C9 H9 120.0 . . ?
C4 C9 C8 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 C9 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C7 H7 120.0 . . ?
C8 C7 C6 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 120.0 . . ?
C5 C6 H6 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C10 C11 C19 121.8(4) . . ?
C12 C11 C10 118.2(5) . . ?
C12 C11 C19 120.0(5) . . ?
C11 C19 H19 107.4 . . ?
C21 C19 C11 115.9(5) . . ?
C21 C19 H19 107.4 . . ?
C21 C19 C20 109.2(7) . . ?
C20 C19 C11 109.1(6) . . ?
C20 C19 H19 107.4 . . ?
C10 C15 C16 121.4(4) . . ?
C14 C15 C10 118.4(5) . . ?
C14 C15 C16 120.2(5) . . ?
C27 C22 N2 119.7(8) . . ?
C27 C22 C23 120.0 . . ?
C23 C22 N2 120.2(8) . . ?
C22 C27 C26 120.0 . . ?
C31 C27 C22 125.0(9) . . ?
C31 C27 C26 114.2(9) . . ?
C27 C26 H26 120.0 . . ?
C27 C26 C25 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C24 H24 120.0 . . ?
C25 C24 C23 120.0 . . ?
C23 C24 H24 120.0 . . ?
C22 C23 C28 117.1(8) . . ?
C24 C23 C22 120.0 . . ?
C24 C23 C28 122.9(8) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.7(6) . . ?
C13 C12 H12 119.6 . . ?
C15 C14 H14 119.0 . . ?
C13 C14 C15 122.0(6) . . ?
C13 C14 H14 119.0 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.8(5) . . ?
C14 C13 H13 120.1 . . ?
C15 C16 H16 106.8 . . ?
C15 C16 C17 111.0(5) . . ?
C17 C16 H16 106.8 . . ?
C18 C16 C15 114.0(7) . . ?
C18 C16 H16 106.8 . . ?
C18 C16 C17 111.0(6) . . ?
C29A C28A H28A 103.3 . . ?
C29A C28A C23A 107.6(13) . . ?
C23A C28A H28A 103.3 . . ?
C30A C28A H28A 103.3 . . ?
C30A C28A C29A 119.6(14) . . ?
C30A C28A C23A 117.4(14) . . ?
C27 C31 H31 107.1 . . ?
C27 C31 C32 118.3(9) . . ?
C27 C31 C33 105.7(9) . . ?
C32 C31 H31 107.1 . . ?
C32 C31 H31A 106.2 . . ?
C32 C31 C33 111.2(7) . . ?
C32 C31 C27A 113.1(8) . . ?
C33 C31 H31 107.1 . . ?
C33 C31 H31A 106.2 . . ?
C33 C31 C27A 113.1(8) . . ?
C27A C31 H31A 106.2 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C28A C29A H29A 109.5 . . ?
C28A C29A H29B 109.5 . . ?
C28A C29A H29C 109.5 . . ?
H29A C29A H29B 109.5 . . ?
H29A C29A H29C 109.5 . . ?
H29B C29A H29C 109.5 . . ?
C9A C4A C3 120.5(7) . . ?
C9A C4A C5A 120.0 . . ?
C5A C4A C3 119.4(7) . . ?
C4A C9A H9A 120.0 . . ?
C4A C9A C8A 120.0 . . ?
C8A C9A H9A 120.0 . . ?
C9A C8A H8A 120.0 . . ?
C7A C8A C9A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C8A C7A H7A 120.0 . . ?
C6A C7A C8A 120.0 . . ?
C6A C7A H7A 120.0 . . ?
C7A C6A H6A 120.0 . . ?
C7A C6A C5A 120.0 . . ?
C5A C6A H6A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C6A C5A C4A 120.0 . . ?
C6A C5A H5A 120.0 . . ?
N2 C22A C27A 122.8(9) . . ?
N2 C22A C23A 117.2(9) . . ?
C27A C22A C23A 120.0 . . ?
C22A C27A C31 116.4(8) . . ?
C26A C27A C31 123.0(8) . . ?
C26A C27A C22A 120.0 . . ?
C27A C26A H26A 120.0 . . ?
C25A C26A C27A 120.0 . . ?
C25A C26A H26A 120.0 . . ?
C26A C25A H25A 120.0 . . ?
C26A C25A C24A 120.0 . . ?
C24A C25A H25A 120.0 . . ?
C25A C24A H24A 120.0 . . ?
C25A C24A C23A 120.0 . . ?
C23A C24A H24A 120.0 . . ?
C22A C23A C28A 123.6(9) . . ?
C24A C23A C28A 116.3(9) . . ?
C24A C23A C22A 120.0 . . ?
C23 C28 C30 111.9(12) . . ?
C23 C28 H28 110.2 . . ?
C23 C28 C29 112.8(12) . . ?
C30 C28 H28 110.2 . . ?
C29 C28 C30 101.2(13) . . ?
C29 C28 H28 110.2 . . ?
C28 C29 H29D 109.5 . . ?
C28 C29 H29E 109.5 . . ?
C28 C29 H29F 109.5 . . ?
H29D C29 H29E 109.5 . . ?
H29D C29 H29F 109.5 . . ?
H29E C29 H29F 109.5 . . ?
C28A C30A H30D 109.5 . . ?
C28A C30A H30E 109.5 . . ?
C28A C30A H30F 109.5 . . ?
H30D C30A H30E 109.5 . . ?
H30D C30A H30F 109.5 . . ?
H30E C30A H30F 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
Zn1 N1 C1 N2 -0.6(3) . . . . ?
Zn1 N1 C1 C2 177.9(3) . . . . ?
Zn1 N1 C10 C11 93.7(6) . . . . ?
Zn1 N1 C10 C15 -85.4(6) . . . . ?
Zn1 N2 C1 N1 0.6(3) . . . . ?
Zn1 N2 C1 C2 -177.9(4) . . . . ?
Zn1 N2 C22 C27 -70.6(12) . . . . ?
Zn1 N2 C22 C23 105.7(10) . . . . ?
Zn1 N2 C22A C27A -94.1(12) . . . . ?
Zn1 N2 C22A C23A 84.4(13) . . . . ?
N1 C10 C11 C19 -0.6(7) . . . . ?
N1 C10 C11 C12 179.2(4) . . . . ?
N1 C10 C15 C14 -177.8(4) . . . . ?
N1 C10 C15 C16 3.3(7) . . . . ?
N2 C22 C27 C26 176.3(12) . . . . ?
N2 C22 C27 C31 -14.7(11) . . . . ?
N2 C22 C23 C24 -176.3(12) . . . . ?
N2 C22 C23 C28 2.6(11) . . . . ?
N2 C22A C27A C31 7.3(10) . . . . ?
N2 C22A C27A C26A 178.5(13) . . . . ?
N2 C22A C23A C28A -1.8(12) . . . . ?
N2 C22A C23A C24A -178.5(12) . . . . ?
C1 N1 C10 C11 -101.9(5) . . . . ?
C1 N1 C10 C15 79.1(5) . . . . ?
C1 N2 C22 C27 78.8(9) . . . . ?
C1 N2 C22 C23 -104.9(8) . . . . ?
C1 N2 C22A C27A 71.5(11) . . . . ?
C1 N2 C22A C23A -110.0(8) . . . . ?
C3 C4 C9 C8 -176.7(9) . . . . ?
C3 C4 C5 C6 176.6(9) . . . . ?
C3 C4A C9A C8A 178.0(9) . . . . ?
C3 C4A C5A C6A -178.0(9) . . . . ?
C10 N1 C1 Zn1 -171.9(4) . . . . ?
C10 N1 C1 N2 -172.5(3) . . . . ?
C10 N1 C1 C2 5.9(6) . . . . ?
C10 C11 C19 C21 -131.8(6) . . . . ?
C10 C11 C19 C20 104.5(6) . . . . ?
C10 C11 C12 C13 -1.7(9) . . . . ?
C10 C15 C14 C13 -1.2(9) . . . . ?
C10 C15 C16 C17 107.2(6) . . . . ?
C10 C15 C16 C18 -126.6(7) . . . . ?
C4 C9 C8 C7 0.0 . . . . ?
C9 C4 C5 C6 0.0 . . . . ?
C9 C8 C7 C6 0.0 . . . . ?
C8 C7 C6 C5 0.0 . . . . ?
C7 C6 C5 C4 0.0 . . . . ?
C5 C4 C9 C8 0.0 . . . . ?
C11 C10 C15 C14 3.2(7) . . . . ?
C11 C10 C15 C16 -175.7(5) . . . . ?
C11 C12 C13 C14 3.7(10) . . . . ?
C19 C11 C12 C13 178.1(6) . . . . ?
C15 C10 C11 C19 178.5(5) . . . . ?
C15 C10 C11 C12 -1.8(7) . . . . ?
C15 C14 C13 C12 -2.2(10) . . . . ?
C22 N2 C1 Zn1 -163.7(7) . . . . ?
C22 N2 C1 N1 -163.1(7) . . . . ?
C22 N2 C1 C2 18.4(8) . . . . ?
C22 C27 C26 C25 0.0 . . . . ?
C22 C27 C31 C32 -118.0(9) . . . . ?
C22 C27 C31 C33 116.7(9) . . . . ?
C22 C23 C28 C30 -126.4(10) . . . . ?
C22 C23 C28 C29 120.2(12) . . . . ?
C27 C22 C23 C24 0.0 . . . . ?
C27 C22 C23 C28 178.9(11) . . . . ?
C27 C26 C25 C24 0.0 . . . . ?
C26 C27 C31 C32 51.5(11) . . . . ?
C26 C27 C31 C33 -73.7(9) . . . . ?
C26 C25 C24 C23 0.0 . . . . ?
C25 C24 C23 C22 0.0 . . . . ?
C25 C24 C23 C28 -178.8(12) . . . . ?
C24 C23 C28 C30 52.5(14) . . . . ?
C24 C23 C28 C29 -60.9(15) . . . . ?
C23 C22 C27 C26 0.0 . . . . ?
C23 C22 C27 C31 169.0(14) . . . . ?
C12 C11 C19 C21 48.4(9) . . . . ?
C12 C11 C19 C20 -75.3(7) . . . . ?
C14 C15 C16 C17 -71.7(7) . . . . ?
C14 C15 C16 C18 54.5(9) . . . . ?
C16 C15 C14 C13 177.7(6) . . . . ?
C31 C27 C26 C25 -170.1(12) . . . . ?
C31 C27A C26A C25A 170.5(11) . . . . ?
C32 C31 C27A C22A -131.1(7) . . . . ?
C32 C31 C27A C26A 58.0(11) . . . . ?
C33 C31 C27A C22A 101.2(8) . . . . ?
C33 C31 C27A C26A -69.6(10) . . . . ?
C29A C28A C23A C22A 89.9(13) . . . . ?
C29A C28A C23A C24A -93.2(12) . . . . ?
C4A C9A C8A C7A 0.0 . . . . ?
C9A C4A C5A C6A 0.0 . . . . ?
C9A C8A C7A C6A 0.0 . . . . ?
C8A C7A C6A C5A 0.0 . . . . ?
C7A C6A C5A C4A 0.0 . . . . ?
C5A C4A C9A C8A 0.0 . . . . ?
C22A N2 C1 Zn1 -172.0(9) . . . . ?
C22A N2 C1 N1 -171.4(8) . . . . ?
C22A N2 C1 C2 10.2(9) . . . . ?
C22A C27A C26A C25A 0.0 . . . . ?
C27A C22A C23A C28A 176.8(13) . . . . ?
C27A C22A C23A C24A 0.0 . . . . ?
C27A C26A C25A C24A 0.0 . . . . ?
C26A C25A C24A C23A 0.0 . . . . ?
C25A C24A C23A C28A -177.0(12) . . . . ?
C25A C24A C23A C22A 0.0 . . . . ?
C23A C22A C27A C31 -171.1(11) . . . . ?
C23A C22A C27A C26A 0.0 . . . . ?
C30A C28A C23A C22A -131.7(12) . . . . ?
C30A C28A C23A C24A 45.1(17) . . . . ?

_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_bp14_0m
_database_code_depnum_ccdc_archive 'CCDC 2346810'
loop_
_audit_author_name
_audit_author_address
'David Elorriaga'
;University of Oviedo
Spain
;
_audit_update_record             
;
2024-04-09 deposited with the CCDC.	2024-05-24 downloaded from the CCDC.
;
_audit_creation_date             2024-03-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C43 H50 N2 O2, C6 H6'
_chemical_formula_sum            'C49 H56 N2 O2'
_chemical_formula_weight         704.95
_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                   9.426(2)
_cell_length_b                   10.912(2)
_cell_length_c                   21.672(5)
_cell_angle_alpha                102.253(3)
_cell_angle_beta                 97.132(3)
_cell_angle_gamma                103.187(3)
_cell_volume                     2085.7(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2072
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      20.49
_cell_measurement_theta_min      2.26
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6637
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0625 before and 0.0390 after correction.
The Ratio of minimum to maximum transmission is 0.8906.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.122
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0655
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            14371
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.344
_diffrn_reflns_theta_min         2.411
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3883
_reflns_number_total             7460
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     519
_refine_ls_number_reflns         7460
_refine_ls_number_restraints     198
_refine_ls_R_factor_all          0.1216
_refine_ls_R_factor_gt           0.0588
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0828P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1430
_refine_ls_wR_factor_ref         0.1779
_refine_special_details          
;
The molecule of benzene was disordered and the occupancies were refined with the sum set to equal 1. Restraints and constraints were applied to maintain sensible geometric and thermal parameters
;
_olex2_refinement_description    
;
1. Restrained distances
 C44-C44A \\sim C45-C45A \\sim C46-C46A \\sim C47-C47A \\sim C48-C48A \\sim
C49-C49A
 with sigma of 0.01
2. Uiso/Uaniso restraints and constraints
C44 \\sim C44A \\sim C45 \\sim C45A \\sim C46 \\sim C46A \\sim C47 \\sim C47A
\\sim C48 \\sim C48A \\sim C49 \\sim C49A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
3. Others
 Sof(C47A)=Sof(H47A)=Sof(C48A)=Sof(H48A)=Sof(C49A)=Sof(H49A)=Sof(C44A)=
 Sof(H44A)=Sof(C45A)=Sof(H45A)=Sof(C46A)=Sof(H46A)=1-FVAR(1)
 Sof(C44)=Sof(H44)=Sof(C45)=Sof(H45)=Sof(C46)=Sof(H46)=Sof(C47)=Sof(H47)=
 Sof(C48)=Sof(H48)=Sof(C49)=Sof(H49)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C7(H7), C10(H10), C19(H19), C22(H22)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C15(H15), C16(H16), C17(H17), C26(H26), C28(H28),
 C31(H31), C32(H32), C34(H34), C35(H35), C38(H38), C39(H39), C41(H41), C42(H42),
  C44(H44), C45(H45), C46(H46), C47(H47), C48(H48), C49(H49), C47A(H47A),
 C48A(H48A), C49A(H49A), C44A(H44A), C45A(H45A), C46A(H46A)
4.c Fitted hexagon refined as free rotating group:
 C44(C45,C46,C47,C48,C49), C47A(C48A,C49A,C44A,C45A,C46A)
4.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C),
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C24(H24A,H24B,
 H24C), C36(H36A,H36B,H36C), C43(H43A,H43B,H43C)
;
_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 0.0686(3) 0.0352(2) 0.92621(11) 0.1015(7) Uani 1 1 d . . . . .
O2 O 0.5178(2) 0.2766(2) 0.46057(9) 0.0886(7) Uani 1 1 d . . . . .
N1 N 0.2220(2) 0.53774(18) 0.80345(8) 0.0435(5) Uani 1 1 d . . . . .
N2 N 0.1994(2) 0.72583(18) 0.77502(8) 0.0460(5) Uani 1 1 d . . . . .
C1 C 0.1807(3) 0.5881(2) 0.86432(10) 0.0460(6) Uani 1 1 d . . . . .
C2 C 0.2937(3) 0.6641(2) 0.91497(11) 0.0535(6) Uani 1 1 d . . . . .
C3 C 0.2542(3) 0.7019(3) 0.97452(12) 0.0666(8) Uani 1 1 d . . . . .
H3 H 0.326512 0.753762 1.009142 0.080 Uiso 1 1 calc R U . . .
C4 C 0.1113(4) 0.6643(3) 0.98294(13) 0.0723(8) Uani 1 1 d . . . . .
H4 H 0.088137 0.687701 1.023540 0.087 Uiso 1 1 calc R U . . .
C5 C 0.0011(3) 0.5922(3) 0.93214(12) 0.0650(7) Uani 1 1 d . . . . .
H5 H -0.096181 0.569214 0.938511 0.078 Uiso 1 1 calc R U . . .
C6 C 0.0334(3) 0.5533(2) 0.87127(11) 0.0513(6) Uani 1 1 d . . . . .
C7 C 0.4546(3) 0.7024(3) 0.90730(12) 0.0661(7) Uani 1 1 d . . . . .
H7 H 0.455549 0.703041 0.862203 0.079 Uiso 1 1 calc R U . . .
C8 C 0.5360(3) 0.6034(3) 0.92239(15) 0.0932(10) Uani 1 1 d . . . . .
H8A H 0.524897 0.591575 0.964335 0.140 Uiso 1 1 calc R U . . .
H8B H 0.639270 0.634423 0.921258 0.140 Uiso 1 1 calc R U . . .
H8C H 0.495088 0.522029 0.891050 0.140 Uiso 1 1 calc R U . . .
C9 C 0.5377(4) 0.8386(3) 0.94813(15) 0.0983(11) Uani 1 1 d . . . . .
H9A H 0.480809 0.898842 0.941641 0.147 Uiso 1 1 calc R U . . .
H9B H 0.632114 0.864655 0.935716 0.147 Uiso 1 1 calc R U . . .
H9C H 0.552371 0.837576 0.992636 0.147 Uiso 1 1 calc R U . . .
C10 C -0.0911(3) 0.4774(3) 0.81594(12) 0.0681(8) Uani 1 1 d . . . . .
H10 H -0.046494 0.450502 0.778526 0.082 Uiso 1 1 calc R U . . .
C11 C -0.1830(4) 0.3548(3) 0.82959(16) 0.0989(11) Uani 1 1 d . . . . .
H11A H -0.118944 0.303046 0.840934 0.148 Uiso 1 1 calc R U . . .
H11B H -0.254706 0.305713 0.791965 0.148 Uiso 1 1 calc R U . . .
H11C H -0.232992 0.378625 0.864444 0.148 Uiso 1 1 calc R U . . .
C12 C -0.1886(4) 0.5644(4) 0.79912(15) 0.0951(10) Uani 1 1 d . . . . .
H12A H -0.237424 0.589024 0.834290 0.143 Uiso 1 1 calc R U . . .
H12B H -0.261404 0.517871 0.761439 0.143 Uiso 1 1 calc R U . . .
H12C H -0.128134 0.640926 0.791076 0.143 Uiso 1 1 calc R U . . .
C13 C 0.2113(3) 0.8088(2) 0.73262(11) 0.0489(6) Uani 1 1 d . . . . .
C14 C 0.0960(3) 0.7897(2) 0.68097(11) 0.0550(7) Uani 1 1 d . . . . .
C15 C 0.1061(3) 0.8808(3) 0.64449(12) 0.0672(8) Uani 1 1 d . . . . .
H15 H 0.029242 0.869657 0.610761 0.081 Uiso 1 1 calc R U . . .
C16 C 0.2256(4) 0.9863(3) 0.65665(14) 0.0739(9) Uani 1 1 d . . . . .
H16 H 0.230469 1.045043 0.631061 0.089 Uiso 1 1 calc R U . . .
C17 C 0.3387(3) 1.0046(3) 0.70714(13) 0.0682(8) Uani 1 1 d . . . . .
H17 H 0.420267 1.076039 0.715354 0.082 Uiso 1 1 calc R U . . .
C18 C 0.3330(3) 0.9182(2) 0.74605(11) 0.0551(6) Uani 1 1 d . . . . .
C19 C -0.0380(3) 0.6737(3) 0.66357(13) 0.0695(8) Uani 1 1 d . . . . .
H19 H -0.028074 0.622626 0.695213 0.083 Uiso 1 1 calc R U . . .
C20 C -0.0468(4) 0.5856(3) 0.59731(15) 0.0951(10) Uani 1 1 d . . . . .
H20A H -0.054112 0.633772 0.565314 0.143 Uiso 1 1 calc R U . . .
H20B H -0.132485 0.512982 0.588315 0.143 Uiso 1 1 calc R U . . .
H20C H 0.040719 0.554701 0.596744 0.143 Uiso 1 1 calc R U . . .
C21 C -0.1817(3) 0.7153(4) 0.66707(15) 0.0928(10) Uani 1 1 d . . . . .
H21A H -0.175751 0.768885 0.709121 0.139 Uiso 1 1 calc R U . . .
H21B H -0.263566 0.639649 0.658669 0.139 Uiso 1 1 calc R U . . .
H21C H -0.195893 0.763580 0.635618 0.139 Uiso 1 1 calc R U . . .
C22 C 0.4572(3) 0.9425(3) 0.80183(13) 0.0712(8) Uani 1 1 d . . . . .
H22 H 0.420716 0.885959 0.829188 0.085 Uiso 1 1 calc R U . . .
C23 C 0.5892(4) 0.9025(5) 0.77940(19) 0.1359(16) Uani 1 1 d . . . . .
H23A H 0.560029 0.811887 0.757632 0.204 Uiso 1 1 calc R U . . .
H23B H 0.665936 0.917422 0.815772 0.204 Uiso 1 1 calc R U . . .
H23C H 0.625399 0.952746 0.750538 0.204 Uiso 1 1 calc R U . . .
C24 C 0.4998(4) 1.0806(3) 0.84304(17) 0.1134(12) Uani 1 1 d . . . . .
H24A H 0.535885 1.139519 0.817889 0.170 Uiso 1 1 calc R U . . .
H24B H 0.575892 1.089370 0.878737 0.170 Uiso 1 1 calc R U . . .
H24C H 0.414568 1.100370 0.858629 0.170 Uiso 1 1 calc R U . . .
C25 C 0.2381(2) 0.6186(2) 0.76031(10) 0.0432(6) Uani 1 1 d . . . . .
C26 C 0.2972(3) 0.5714(2) 0.70485(10) 0.0482(6) Uani 1 1 d . . . . .
H26 H 0.314933 0.623587 0.676362 0.058 Uiso 1 1 calc R U . . .
C27 C 0.3283(3) 0.4545(2) 0.69196(10) 0.0472(6) Uani 1 1 d . . . . .
C28 C 0.3001(3) 0.3756(2) 0.73563(11) 0.0533(6) Uani 1 1 d . . . . .
H28 H 0.320529 0.294884 0.727208 0.064 Uiso 1 1 calc R U . . .
C29 C 0.2444(3) 0.4134(2) 0.78921(10) 0.0474(6) Uani 1 1 d . . . . .
C30 C 0.3832(3) 0.4070(2) 0.63278(11) 0.0495(6) Uani 1 1 d . . . . .
C31 C 0.3326(3) 0.4332(3) 0.57543(11) 0.0584(7) Uani 1 1 d . . . . .
H31 H 0.264649 0.482988 0.574922 0.070 Uiso 1 1 calc R U . . .
C32 C 0.3783(3) 0.3888(3) 0.51991(12) 0.0637(7) Uani 1 1 d . . . . .
H32 H 0.341717 0.408263 0.482311 0.076 Uiso 1 1 calc R U . . .
C33 C 0.4786(3) 0.3153(3) 0.51939(12) 0.0619(7) Uani 1 1 d . . . . .
C34 C 0.5315(3) 0.2862(3) 0.57462(13) 0.0689(8) Uani 1 1 d . . . . .
H34 H 0.600371 0.237195 0.574645 0.083 Uiso 1 1 calc R U . . .
C35 C 0.4814(3) 0.3306(3) 0.63093(12) 0.0627(7) Uani 1 1 d . . . . .
H35 H 0.515065 0.308249 0.668107 0.075 Uiso 1 1 calc R U . . .
C36 C 0.6299(4) 0.2124(4) 0.45720(17) 0.1178(14) Uani 1 1 d . . . . .
H36A H 0.648917 0.195092 0.414127 0.177 Uiso 1 1 calc R U . . .
H36B H 0.599348 0.131903 0.469175 0.177 Uiso 1 1 calc R U . . .
H36C H 0.718457 0.266024 0.485989 0.177 Uiso 1 1 calc R U . . .
C37 C 0.1955(3) 0.3194(2) 0.82744(11) 0.0508(6) Uani 1 1 d . . . . .
C38 C 0.1234(3) 0.1919(3) 0.79349(13) 0.0620(7) Uani 1 1 d . . . . .
H38 H 0.104722 0.171939 0.748858 0.074 Uiso 1 1 calc R U . . .
C39 C 0.0787(3) 0.0938(3) 0.82416(15) 0.0708(8) Uani 1 1 d . . . . .
H39 H 0.031261 0.009597 0.800300 0.085 Uiso 1 1 calc R U . . .
C40 C 0.1053(3) 0.1225(3) 0.89023(15) 0.0696(8) Uani 1 1 d . . . . .
C41 C 0.1742(3) 0.2470(3) 0.92451(13) 0.0666(8) Uani 1 1 d . . . . .
H41 H 0.191107 0.266357 0.969134 0.080 Uiso 1 1 calc R U . . .
C42 C 0.2188(3) 0.3437(3) 0.89444(12) 0.0590(7) Uani 1 1 d . . . . .
H42 H 0.265533 0.427449 0.919071 0.071 Uiso 1 1 calc R U . . .
C43 C 0.0088(5) -0.0961(4) 0.89415(19) 0.1196(13) Uani 1 1 d . . . . .
H43A H -0.080575 -0.105429 0.864949 0.179 Uiso 1 1 calc R U . . .
H43B H -0.013090 -0.146096 0.924894 0.179 Uiso 1 1 calc R U . . .
H43C H 0.079068 -0.126601 0.870644 0.179 Uiso 1 1 calc R U . . .
C44 C 0.8134(10) 0.1474(11) 0.6591(2) 0.1067(19) Uani 0.626(6) 1 d G U P A 1
H44 H 0.787485 0.163866 0.699519 0.128 Uiso 0.626(6) 1 calc R U P A 1
C45 C 0.7462(5) 0.0294(8) 0.6149(5) 0.0986(18) Uani 0.626(6) 1 d G U P A 1
H45 H 0.675286 -0.033113 0.625671 0.118 Uiso 0.626(6) 1 calc R U P A 1
C46 C 0.7850(9) 0.0047(4) 0.5545(4) 0.0990(18) Uani 0.626(6) 1 d G U P A 1
H46 H 0.739987 -0.074230 0.524899 0.119 Uiso 0.626(6) 1 calc R U P A 1
C47 C 0.8910(10) 0.0981(9) 0.5384(2) 0.1041(18) Uani 0.626(6) 1 d G U P A 1
H47 H 0.916888 0.081630 0.497976 0.125 Uiso 0.626(6) 1 calc R U P A 1
C48 C 0.9582(5) 0.2161(7) 0.5826(5) 0.1021(18) Uani 0.626(6) 1 d G U P A 1
H48 H 1.029089 0.278609 0.571824 0.123 Uiso 0.626(6) 1 calc R U P A 1
C49 C 0.9194(9) 0.2408(5) 0.6430(4) 0.105(2) Uani 0.626(6) 1 d G U P A 1
H49 H 0.964390 0.319729 0.672596 0.126 Uiso 0.626(6) 1 calc R U P A 1
C47A C 0.9495(13) 0.1533(18) 0.5535(6) 0.107(3) Uani 0.374(6) 1 d G U P A 2
H47A H 1.008828 0.176323 0.524420 0.129 Uiso 0.374(6) 1 calc R U P A 2
C48A C 0.9639(11) 0.2393(8) 0.6127(8) 0.100(3) Uani 0.374(6) 1 d G U P A 2
H48A H 1.032839 0.319859 0.623205 0.120 Uiso 0.374(6) 1 calc R U P A 2
C49A C 0.8753(17) 0.2048(13) 0.6563(3) 0.099(2) Uani 0.374(6) 1 d G U P A 2
H49A H 0.884886 0.262373 0.695851 0.119 Uiso 0.374(6) 1 calc R U P A 2
C44A C 0.7722(13) 0.0844(16) 0.6406(7) 0.101(2) Uani 0.374(6) 1 d G U P A 2
H44A H 0.712919 0.061352 0.669713 0.122 Uiso 0.374(6) 1 calc R U P A 2
C45A C 0.7578(11) -0.0016(6) 0.5814(9) 0.096(2) Uani 0.374(6) 1 d G U P A 2
H45A H 0.688906 -0.082186 0.570928 0.115 Uiso 0.374(6) 1 calc R U P A 2
C46A C 0.8465(17) 0.0328(14) 0.5379(4) 0.108(3) Uani 0.374(6) 1 d G U P A 2
H46A H 0.836858 -0.024702 0.498281 0.129 Uiso 0.374(6) 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 C40 1.367(3) . ?
O1 C43 1.401(4) . ?
O2 C33 1.378(3) . ?
O2 C36 1.396(4) . ?
N1 C1 1.453(3) . ?
N1 C25 1.414(3) . ?
N1 C29 1.396(3) . ?
N2 C13 1.417(3) . ?
N2 C25 1.292(3) . ?
C1 C2 1.396(3) . ?
C1 C6 1.390(3) . ?
C2 C3 1.392(3) . ?
C2 C7 1.518(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.362(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.373(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.390(3) . ?
C6 C10 1.512(4) . ?
C7 H7 0.9800 . ?
C7 C8 1.526(4) . ?
C7 C9 1.530(4) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10 0.9800 . ?
C10 C11 1.527(4) . ?
C10 C12 1.530(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.405(3) . ?
C13 C18 1.404(3) . ?
C14 C15 1.389(4) . ?
C14 C19 1.513(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.367(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.376(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.389(4) . ?
C18 C22 1.508(4) . ?
C19 H19 0.9800 . ?
C19 C20 1.530(4) . ?
C19 C21 1.529(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22 0.9800 . ?
C22 C23 1.511(4) . ?
C22 C24 1.514(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.433(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.353(3) . ?
C27 C28 1.418(3) . ?
C27 C30 1.478(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.357(3) . ?
C29 C37 1.480(3) . ?
C30 C31 1.385(3) . ?
C30 C35 1.379(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.358(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.372(3) . ?
C33 C34 1.367(4) . ?
C34 H34 0.9300 . ?
C34 C35 1.394(3) . ?
C35 H35 0.9300 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C38 1.396(3) . ?
C37 C42 1.399(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.390(4) . ?
C39 H39 0.9300 . ?
C39 C40 1.377(4) . ?
C40 C41 1.367(4) . ?
C41 H41 0.9300 . ?
C41 C42 1.368(4) . ?
C42 H42 0.9300 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44 0.9300 . ?
C44 C45 1.3900 . ?
C44 C49 1.3900 . ?
C45 H45 0.9300 . ?
C45 C46 1.3900 . ?
C46 H46 0.9300 . ?
C46 C47 1.3900 . ?
C47 H47 0.9300 . ?
C47 C48 1.3900 . ?
C48 H48 0.9300 . ?
C48 C49 1.3900 . ?
C49 H49 0.9300 . ?
C47A H47A 0.9300 . ?
C47A C48A 1.3900 . ?
C47A C46A 1.3900 . ?
C48A H48A 0.9300 . ?
C48A C49A 1.3900 . ?
C49A H49A 0.9300 . ?
C49A C44A 1.3900 . ?
C44A H44A 0.9300 . ?
C44A C45A 1.3900 . ?
C45A H45A 0.9300 . ?
C45A C46A 1.3900 . ?
C46A H46A 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
C40 O1 C43 118.2(3) . . ?
C33 O2 C36 118.4(2) . . ?
C25 N1 C1 117.72(17) . . ?
C29 N1 C1 120.06(17) . . ?
C29 N1 C25 122.23(17) . . ?
C25 N2 C13 119.13(18) . . ?
C2 C1 N1 117.8(2) . . ?
C6 C1 N1 119.5(2) . . ?
C6 C1 C2 122.5(2) . . ?
C1 C2 C7 122.5(2) . . ?
C3 C2 C1 117.2(2) . . ?
C3 C2 C7 120.3(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.7(2) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.8(3) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 117.5(2) . . ?
C1 C6 C10 123.0(2) . . ?
C5 C6 C10 119.5(2) . . ?
C2 C7 H7 107.5 . . ?
C2 C7 C8 111.4(2) . . ?
C2 C7 C9 112.7(2) . . ?
C8 C7 H7 107.5 . . ?
C8 C7 C9 110.0(3) . . ?
C9 C7 H7 107.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C10 H10 107.7 . . ?
C6 C10 C11 112.2(2) . . ?
C6 C10 C12 110.2(2) . . ?
C11 C10 H10 107.7 . . ?
C11 C10 C12 111.2(3) . . ?
C12 C10 H10 107.7 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N2 120.6(2) . . ?
C18 C13 N2 119.4(2) . . ?
C18 C13 C14 119.6(2) . . ?
C13 C14 C19 122.4(2) . . ?
C15 C14 C13 118.6(3) . . ?
C15 C14 C19 119.0(2) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 C14 122.0(3) . . ?
C16 C15 H15 119.0 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.3(3) . . ?
C17 C16 H16 120.3 . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C18 121.1(3) . . ?
C18 C17 H17 119.4 . . ?
C13 C18 C22 120.9(2) . . ?
C17 C18 C13 119.3(3) . . ?
C17 C18 C22 119.8(3) . . ?
C14 C19 H19 107.6 . . ?
C14 C19 C20 112.1(2) . . ?
C14 C19 C21 111.6(2) . . ?
C20 C19 H19 107.6 . . ?
C21 C19 H19 107.6 . . ?
C21 C19 C20 110.2(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22 106.8 . . ?
C18 C22 C23 111.0(2) . . ?
C18 C22 C24 113.1(3) . . ?
C23 C22 H22 106.8 . . ?
C23 C22 C24 112.0(3) . . ?
C24 C22 H22 106.8 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C25 C26 115.4(2) . . ?
N2 C25 N1 117.23(18) . . ?
N2 C25 C26 127.3(2) . . ?
C25 C26 H26 118.4 . . ?
C27 C26 C25 123.1(2) . . ?
C27 C26 H26 118.4 . . ?
C26 C27 C28 117.9(2) . . ?
C26 C27 C30 121.4(2) . . ?
C28 C27 C30 120.6(2) . . ?
C27 C28 H28 118.7 . . ?
C29 C28 C27 122.5(2) . . ?
C29 C28 H28 118.7 . . ?
N1 C29 C37 121.43(18) . . ?
C28 C29 N1 118.4(2) . . ?
C28 C29 C37 119.9(2) . . ?
C31 C30 C27 121.0(2) . . ?
C35 C30 C27 122.3(2) . . ?
C35 C30 C31 116.7(2) . . ?
C30 C31 H31 118.7 . . ?
C32 C31 C30 122.5(2) . . ?
C32 C31 H31 118.7 . . ?
C31 C32 H32 120.1 . . ?
C31 C32 C33 119.9(2) . . ?
C33 C32 H32 120.1 . . ?
C32 C33 O2 114.8(2) . . ?
C34 C33 O2 125.3(2) . . ?
C34 C33 C32 120.0(2) . . ?
C33 C34 H34 120.3 . . ?
C33 C34 C35 119.4(2) . . ?
C35 C34 H34 120.3 . . ?
C30 C35 C34 121.5(2) . . ?
C30 C35 H35 119.2 . . ?
C34 C35 H35 119.2 . . ?
O2 C36 H36A 109.5 . . ?
O2 C36 H36B 109.5 . . ?
O2 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C38 C37 C29 117.0(2) . . ?
C38 C37 C42 116.2(2) . . ?
C42 C37 C29 126.7(2) . . ?
C37 C38 H38 118.9 . . ?
C39 C38 C37 122.2(3) . . ?
C39 C38 H38 118.9 . . ?
C38 C39 H39 120.3 . . ?
C40 C39 C38 119.3(3) . . ?
C40 C39 H39 120.3 . . ?
O1 C40 C39 125.2(3) . . ?
O1 C40 C41 115.3(3) . . ?
C41 C40 C39 119.5(3) . . ?
C40 C41 H41 119.4 . . ?
C40 C41 C42 121.3(3) . . ?
C42 C41 H41 119.4 . . ?
C37 C42 H42 119.3 . . ?
C41 C42 C37 121.4(3) . . ?
C41 C42 H42 119.3 . . ?
O1 C43 H43A 109.5 . . ?
O1 C43 H43B 109.5 . . ?
O1 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C45 C44 H44 120.0 . . ?
C45 C44 C49 120.0 . . ?
C49 C44 H44 120.0 . . ?
C44 C45 H45 120.0 . . ?
C46 C45 C44 120.0 . . ?
C46 C45 H45 120.0 . . ?
C45 C46 H46 120.0 . . ?
C47 C46 C45 120.0 . . ?
C47 C46 H46 120.0 . . ?
C46 C47 H47 120.0 . . ?
C48 C47 C46 120.0 . . ?
C48 C47 H47 120.0 . . ?
C47 C48 H48 120.0 . . ?
C49 C48 C47 120.0 . . ?
C49 C48 H48 120.0 . . ?
C44 C49 H49 120.0 . . ?
C48 C49 C44 120.0 . . ?
C48 C49 H49 120.0 . . ?
C48A C47A H47A 120.0 . . ?
C48A C47A C46A 120.0 . . ?
C46A C47A H47A 120.0 . . ?
C47A C48A H48A 120.0 . . ?
C47A C48A C49A 120.0 . . ?
C49A C48A H48A 120.0 . . ?
C48A C49A H49A 120.0 . . ?
C44A C49A C48A 120.0 . . ?
C44A C49A H49A 120.0 . . ?
C49A C44A H44A 120.0 . . ?
C49A C44A C45A 120.0 . . ?
C45A C44A H44A 120.0 . . ?
C44A C45A H45A 120.0 . . ?
C46A C45A C44A 120.0 . . ?
C46A C45A H45A 120.0 . . ?
C47A C46A H46A 120.0 . . ?
C45A C46A C47A 120.0 . . ?
C45A C46A H46A 120.0 . . ?

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 C40 C41 C42 179.0(2) . . . . ?
O2 C33 C34 C35 -179.4(2) . . . . ?
N1 C1 C2 C3 -174.3(2) . . . . ?
N1 C1 C2 C7 4.1(3) . . . . ?
N1 C1 C6 C5 173.3(2) . . . . ?
N1 C1 C6 C10 -7.5(4) . . . . ?
N1 C25 C26 C27 3.6(3) . . . . ?
N1 C29 C37 C38 135.5(2) . . . . ?
N1 C29 C37 C42 -47.0(3) . . . . ?
N2 C13 C14 C15 173.8(2) . . . . ?
N2 C13 C14 C19 -6.5(3) . . . . ?
N2 C13 C18 C17 -175.15(19) . . . . ?
N2 C13 C18 C22 5.0(3) . . . . ?
N2 C25 C26 C27 -176.9(2) . . . . ?
C1 N1 C25 N2 -7.3(3) . . . . ?
C1 N1 C25 C26 172.33(19) . . . . ?
C1 N1 C29 C28 -172.2(2) . . . . ?
C1 N1 C29 C37 13.8(3) . . . . ?
C1 C2 C3 C4 1.0(4) . . . . ?
C1 C2 C7 C8 -90.9(3) . . . . ?
C1 C2 C7 C9 144.9(3) . . . . ?
C1 C6 C10 C11 125.4(3) . . . . ?
C1 C6 C10 C12 -110.1(3) . . . . ?
C2 C1 C6 C5 -2.7(4) . . . . ?
C2 C1 C6 C10 176.5(2) . . . . ?
C2 C3 C4 C5 -2.7(4) . . . . ?
C3 C2 C7 C8 87.5(3) . . . . ?
C3 C2 C7 C9 -36.7(3) . . . . ?
C3 C4 C5 C6 1.6(4) . . . . ?
C4 C5 C6 C1 1.1(4) . . . . ?
C4 C5 C6 C10 -178.2(3) . . . . ?
C5 C6 C10 C11 -55.4(3) . . . . ?
C5 C6 C10 C12 69.0(3) . . . . ?
C6 C1 C2 C3 1.7(4) . . . . ?
C6 C1 C2 C7 -179.8(2) . . . . ?
C7 C2 C3 C4 -177.4(3) . . . . ?
C13 N2 C25 N1 -178.94(19) . . . . ?
C13 N2 C25 C26 1.5(4) . . . . ?
C13 C14 C15 C16 1.3(4) . . . . ?
C13 C14 C19 C20 -115.5(3) . . . . ?
C13 C14 C19 C21 120.3(3) . . . . ?
C13 C18 C22 C23 101.0(3) . . . . ?
C13 C18 C22 C24 -132.1(3) . . . . ?
C14 C13 C18 C17 -1.2(3) . . . . ?
C14 C13 C18 C22 179.0(2) . . . . ?
C14 C15 C16 C17 -1.1(4) . . . . ?
C15 C14 C19 C20 64.2(3) . . . . ?
C15 C14 C19 C21 -60.0(3) . . . . ?
C15 C16 C17 C18 -0.3(4) . . . . ?
C16 C17 C18 C13 1.5(4) . . . . ?
C16 C17 C18 C22 -178.7(2) . . . . ?
C17 C18 C22 C23 -78.8(3) . . . . ?
C17 C18 C22 C24 48.1(4) . . . . ?
C18 C13 C14 C15 -0.1(3) . . . . ?
C18 C13 C14 C19 179.7(2) . . . . ?
C19 C14 C15 C16 -178.5(2) . . . . ?
C25 N1 C1 C2 -85.8(3) . . . . ?
C25 N1 C1 C6 98.0(3) . . . . ?
C25 N1 C29 C28 7.9(3) . . . . ?
C25 N1 C29 C37 -166.1(2) . . . . ?
C25 N2 C13 C14 85.9(3) . . . . ?
C25 N2 C13 C18 -100.2(3) . . . . ?
C25 C26 C27 C28 0.3(4) . . . . ?
C25 C26 C27 C30 177.4(2) . . . . ?
C26 C27 C28 C29 -0.3(4) . . . . ?
C26 C27 C30 C31 -36.1(4) . . . . ?
C26 C27 C30 C35 146.7(3) . . . . ?
C27 C28 C29 N1 -3.6(4) . . . . ?
C27 C28 C29 C37 170.5(2) . . . . ?
C27 C30 C31 C32 -178.6(2) . . . . ?
C27 C30 C35 C34 179.7(2) . . . . ?
C28 C27 C30 C31 140.9(3) . . . . ?
C28 C27 C30 C35 -36.3(4) . . . . ?
C28 C29 C37 C38 -38.4(3) . . . . ?
C28 C29 C37 C42 139.0(3) . . . . ?
C29 N1 C1 C2 94.3(3) . . . . ?
C29 N1 C1 C6 -81.9(3) . . . . ?
C29 N1 C25 N2 172.7(2) . . . . ?
C29 N1 C25 C26 -7.7(3) . . . . ?
C29 C37 C38 C39 176.9(2) . . . . ?
C29 C37 C42 C41 -176.9(2) . . . . ?
C30 C27 C28 C29 -177.4(2) . . . . ?
C30 C31 C32 C33 -0.1(4) . . . . ?
C31 C30 C35 C34 2.4(4) . . . . ?
C31 C32 C33 O2 -179.5(2) . . . . ?
C31 C32 C33 C34 0.4(4) . . . . ?
C32 C33 C34 C35 0.7(4) . . . . ?
C33 C34 C35 C30 -2.2(4) . . . . ?
C35 C30 C31 C32 -1.3(4) . . . . ?
C36 O2 C33 C32 173.8(3) . . . . ?
C36 O2 C33 C34 -6.0(4) . . . . ?
C37 C38 C39 C40 0.3(4) . . . . ?
C38 C37 C42 C41 0.6(4) . . . . ?
C38 C39 C40 O1 -179.2(3) . . . . ?
C38 C39 C40 C41 0.5(4) . . . . ?
C39 C40 C41 C42 -0.7(4) . . . . ?
C40 C41 C42 C37 0.1(4) . . . . ?
C42 C37 C38 C39 -0.8(4) . . . . ?
C43 O1 C40 C39 4.8(4) . . . . ?
C43 O1 C40 C41 -174.9(3) . . . . ?
C44 C45 C46 C47 0.0 . . . . ?
C45 C44 C49 C48 0.0 . . . . ?
C45 C46 C47 C48 0.0 . . . . ?
C46 C47 C48 C49 0.0 . . . . ?
C47 C48 C49 C44 0.0 . . . . ?
C49 C44 C45 C46 0.0 . . . . ?
C47A C48A C49A C44A 0.0 . . . . ?
C48A C47A C46A C45A 0.0 . . . . ?
C48A C49A C44A C45A 0.0 . . . . ?
C49A C44A C45A C46A 0.0 . . . . ?
C44A C45A C46A C47A 0.0 . . . . ?
C46A C47A C48A C49A 0.0 . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
