# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

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

data_11_sqd
_database_code_depnum_ccdc_archive 'CCDC 2234610'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-01-05 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;
_audit_creation_date             2023-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C28 H21 N O2'
_chemical_formula_sum            'C28 H21 N O2'
_chemical_formula_weight         403.46
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.4587(2)
_cell_length_b                   10.7716(2)
_cell_length_c                   12.6121(3)
_cell_angle_alpha                75.8840(10)
_cell_angle_beta                 79.2060(10)
_cell_angle_gamma                79.7750(10)
_cell_volume                     1212.36(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9766
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      65.16
_cell_measurement_theta_min      3.66
_exptl_absorpt_coefficient_mu    0.546
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.6438
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1169 before and 0.0743 after correction.
The Ratio of minimum to maximum transmission is 0.8554.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.105
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0646
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            34006
_diffrn_reflns_theta_full        65.16
_diffrn_reflns_theta_max         65.16
_diffrn_reflns_theta_min         4.27
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_number_gt                3442
_reflns_number_total             4131
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.123
_refine_diff_density_min         -0.154
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4131
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0501P)²+0.1126P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1026
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C009(H009)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00C(H00C), C00D(H00D), C00F(H00F), C00G(H00G), C00H(H00H),
 C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U), C00V(H00V)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.38644(10) 0.35920(8) 0.57110(8) 0.0396(2) Uani 1 1 d . . .
O002 O 0.26137(12) 0.49981(8) 0.45406(9) 0.0512(3) Uani 1 1 d . . .
N003 N 0.49987(11) 0.15459(10) 0.54145(9) 0.0335(2) Uani 1 1 d . . .
C004 C 0.46318(13) 0.23612(11) 0.60154(11) 0.0334(3) Uani 1 1 d . . .
C005 C 0.57691(14) 0.25023(11) 0.34615(11) 0.0344(3) Uani 1 1 d . . .
C006 C 0.50054(14) 0.21341(12) 0.71415(11) 0.0357(3) Uani 1 1 d . . .
C007 C 0.18455(14) 0.20495(12) 0.51404(11) 0.0348(3) Uani 1 1 d . . .
C008 C 0.30385(14) 0.27635(11) 0.43282(11) 0.0336(3) Uani 1 1 d . . .
C009 C 0.45639(14) 0.19078(11) 0.43123(10) 0.0330(3) Uani 1 1 d . . .
H009 H 0.4456 0.1089 0.4113 0.040 Uiso 1 1 calc R . .
C00A C 0.26319(14) 0.31554(12) 0.31617(11) 0.0362(3) Uani 1 1 d . . .
C00B C 0.66688(15) 0.32391(12) 0.37164(12) 0.0403(3) Uani 1 1 d . . .
H00B H 0.6544 0.3382 0.4444 0.048 Uiso 1 1 calc R . .
C00C C 0.20448(15) 0.07299(12) 0.55873(12) 0.0407(3) Uani 1 1 d . . .
H00C H 0.2959 0.0231 0.5421 0.049 Uiso 1 1 calc R . .
C00D C 0.04874(16) 0.27514(13) 0.53885(12) 0.0431(3) Uani 1 1 d . . .
H00D H 0.0328 0.3653 0.5081 0.052 Uiso 1 1 calc R . .
C00E C 0.31383(15) 0.39019(12) 0.48082(11) 0.0374(3) Uani 1 1 d . . .
C00F C 0.19664(15) 0.23143(13) 0.28093(12) 0.0423(3) Uani 1 1 d . . .
H00F H 0.1690 0.1557 0.3317 0.051 Uiso 1 1 calc R . .
C00G C 0.56875(16) 0.09234(13) 0.76051(12) 0.0418(3) Uani 1 1 d . . .
H00G H 0.5921 0.0264 0.7194 0.050 Uiso 1 1 calc R . .
C00H C 0.77484(16) 0.37689(14) 0.29196(13) 0.0484(4) Uani 1 1 d . . .
H00H H 0.8362 0.4265 0.3107 0.058 Uiso 1 1 calc R . .
C00I C 0.59876(16) 0.23001(14) 0.23911(12) 0.0457(3) Uani 1 1 d . . .
H00I H 0.5396 0.1783 0.2204 0.055 Uiso 1 1 calc R . .
C00J C 0.46868(16) 0.30983(14) 0.77427(12) 0.0458(3) Uani 1 1 d . . .
H00J H 0.4231 0.3932 0.7429 0.055 Uiso 1 1 calc R . .
C00K C 0.09180(16) 0.01334(13) 0.62755(13) 0.0472(4) Uani 1 1 d . . .
H00K H 0.1064 -0.0770 0.6577 0.057 Uiso 1 1 calc R . .
C00L C 0.16954(17) 0.25574(16) 0.17280(13) 0.0520(4) Uani 1 1 d . . .
H00L H 0.1250 0.1962 0.1500 0.062 Uiso 1 1 calc R . .
C00M C 0.60278(18) 0.06755(16) 0.86634(13) 0.0517(4) Uani 1 1 d . . .
H00M H 0.6488 -0.0155 0.8980 0.062 Uiso 1 1 calc R . .
C00N C 0.79371(17) 0.35813(15) 0.18584(13) 0.0508(4) Uani 1 1 d . . .
H00N H 0.8668 0.3957 0.1311 0.061 Uiso 1 1 calc R . .
C00O C -0.04132(16) 0.08492(14) 0.65228(13) 0.0497(4) Uani 1 1 d . . .
H00O H -0.1179 0.0441 0.7002 0.060 Uiso 1 1 calc R . .
C00P C -0.06307(16) 0.21570(15) 0.60744(14) 0.0508(4) Uani 1 1 d . . .
H00P H -0.1550 0.2649 0.6237 0.061 Uiso 1 1 calc R . .
C00Q C 0.29961(18) 0.42689(14) 0.24052(13) 0.0508(4) Uani 1 1 d . . .
H00Q H 0.3445 0.4867 0.2627 0.061 Uiso 1 1 calc R . .
C00R C 0.70563(18) 0.28434(16) 0.15964(13) 0.0532(4) Uani 1 1 d . . .
H00R H 0.7184 0.2707 0.0866 0.064 Uiso 1 1 calc R . .
C00S C 0.56997(19) 0.16337(17) 0.92605(13) 0.0547(4) Uani 1 1 d . . .
H00S H 0.5932 0.1461 0.9988 0.066 Uiso 1 1 calc R . .
C00T C 0.50350(18) 0.28397(16) 0.88010(13) 0.0539(4) Uani 1 1 d . . .
H00T H 0.4814 0.3498 0.9213 0.065 Uiso 1 1 calc R . .
C00U C 0.2710(2) 0.45144(17) 0.13285(14) 0.0613(4) Uani 1 1 d . . .
H00U H 0.2958 0.5282 0.0822 0.074 Uiso 1 1 calc R . .
C00V C 0.20696(19) 0.36570(17) 0.09862(14) 0.0575(4) Uani 1 1 d . . .
H00V H 0.1889 0.3824 0.0245 0.069 Uiso 1 1 calc R . .


_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
O001 C004 1.3951(15) . ?
O001 C00E 1.3805(16) . ?
O002 C00E 1.1894(16) . ?
N003 C004 1.2586(16) . ?
N003 C009 1.4651(16) . ?
C004 C006 1.4797(18) . ?
C005 C009 1.5254(18) . ?
C005 C00B 1.3872(18) . ?
C005 C00I 1.3913(19) . ?
C006 C00G 1.3890(19) . ?
C006 C00J 1.3898(19) . ?
C007 C008 1.5509(18) . ?
C007 C00C 1.3883(18) . ?
C007 C00D 1.3928(19) . ?
C008 C009 1.5677(17) . ?
C008 C00A 1.5304(18) . ?
C008 C00E 1.5178(17) . ?
C009 H009 1.0000 . ?
C00A C00F 1.3849(19) . ?
C00A C00Q 1.390(2) . ?
C00B H00B 0.9500 . ?
C00B C00H 1.386(2) . ?
C00C H00C 0.9500 . ?
C00C C00K 1.388(2) . ?
C00D H00D 0.9500 . ?
C00D C00P 1.380(2) . ?
C00F H00F 0.9500 . ?
C00F C00L 1.388(2) . ?
C00G H00G 0.9500 . ?
C00G C00M 1.383(2) . ?
C00H H00H 0.9500 . ?
C00H C00N 1.376(2) . ?
C00I H00I 0.9500 . ?
C00I C00R 1.383(2) . ?
C00J H00J 0.9500 . ?
C00J C00T 1.385(2) . ?
C00K H00K 0.9500 . ?
C00K C00O 1.379(2) . ?
C00L H00L 0.9500 . ?
C00L C00V 1.374(2) . ?
C00M H00M 0.9500 . ?
C00M C00S 1.381(2) . ?
C00N H00N 0.9500 . ?
C00N C00R 1.379(2) . ?
C00O H00O 0.9500 . ?
C00O C00P 1.378(2) . ?
C00P H00P 0.9500 . ?
C00Q H00Q 0.9500 . ?
C00Q C00U 1.387(2) . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?
C00S C00T 1.378(2) . ?
C00T H00T 0.9500 . ?
C00U H00U 0.9500 . ?
C00U C00V 1.377(2) . ?
C00V H00V 0.9500 . ?

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
C00E O001 C004 120.53(9) . . ?
C004 N003 C009 117.46(10) . . ?
O001 C004 C006 111.24(10) . . ?
N003 C004 O001 125.32(11) . . ?
N003 C004 C006 123.42(11) . . ?
C00B C005 C009 122.31(12) . . ?
C00B C005 C00I 118.33(13) . . ?
C00I C005 C009 119.36(11) . . ?
C00G C006 C004 118.83(12) . . ?
C00G C006 C00J 119.52(13) . . ?
C00J C006 C004 121.64(12) . . ?
C00C C007 C008 123.02(12) . . ?
C00C C007 C00D 118.41(12) . . ?
C00D C007 C008 118.48(11) . . ?
C007 C008 C009 111.66(10) . . ?
C00A C008 C007 109.99(10) . . ?
C00A C008 C009 109.75(10) . . ?
C00E C008 C007 104.89(10) . . ?
C00E C008 C009 106.77(10) . . ?
C00E C008 C00A 113.69(10) . . ?
N003 C009 C005 110.19(10) . . ?
N003 C009 C008 110.95(10) . . ?
N003 C009 H009 106.9 . . ?
C005 C009 C008 114.65(10) . . ?
C005 C009 H009 106.9 . . ?
C008 C009 H009 106.9 . . ?
C00F C00A C008 118.55(11) . . ?
C00F C00A C00Q 118.01(13) . . ?
C00Q C00A C008 123.25(12) . . ?
C005 C00B H00B 119.7 . . ?
C00H C00B C005 120.66(13) . . ?
C00H C00B H00B 119.7 . . ?
C007 C00C H00C 119.8 . . ?
C00K C00C C007 120.50(13) . . ?
C00K C00C H00C 119.8 . . ?
C007 C00D H00D 119.5 . . ?
C00P C00D C007 121.00(13) . . ?
C00P C00D H00D 119.5 . . ?
O001 C00E C008 114.77(10) . . ?
O002 C00E O001 116.78(11) . . ?
O002 C00E C008 128.34(12) . . ?
C00A C00F H00F 119.4 . . ?
C00A C00F C00L 121.24(13) . . ?
C00L C00F H00F 119.4 . . ?
C006 C00G H00G 119.9 . . ?
C00M C00G C006 120.15(13) . . ?
C00M C00G H00G 119.9 . . ?
C00B C00H H00H 119.8 . . ?
C00N C00H C00B 120.47(14) . . ?
C00N C00H H00H 119.8 . . ?
C005 C00I H00I 119.6 . . ?
C00R C00I C005 120.72(13) . . ?
C00R C00I H00I 119.6 . . ?
C006 C00J H00J 120.1 . . ?
C00T C00J C006 119.81(14) . . ?
C00T C00J H00J 120.1 . . ?
C00C C00K H00K 119.9 . . ?
C00O C00K C00C 120.17(13) . . ?
C00O C00K H00K 119.9 . . ?
C00F C00L H00L 119.9 . . ?
C00V C00L C00F 120.17(14) . . ?
C00V C00L H00L 119.9 . . ?
C00G C00M H00M 119.9 . . ?
C00S C00M C00G 120.11(15) . . ?
C00S C00M H00M 119.9 . . ?
C00H C00N H00N 120.3 . . ?
C00H C00N C00R 119.43(14) . . ?
C00R C00N H00N 120.3 . . ?
C00K C00O H00O 120.0 . . ?
C00P C00O C00K 119.91(14) . . ?
C00P C00O H00O 120.0 . . ?
C00D C00P H00P 120.0 . . ?
C00O C00P C00D 119.99(14) . . ?
C00O C00P H00P 120.0 . . ?
C00A C00Q H00Q 119.7 . . ?
C00U C00Q C00A 120.53(14) . . ?
C00U C00Q H00Q 119.7 . . ?
C00I C00R H00R 119.8 . . ?
C00N C00R C00I 120.38(14) . . ?
C00N C00R H00R 119.8 . . ?
C00M C00S H00S 120.0 . . ?
C00T C00S C00M 119.98(14) . . ?
C00T C00S H00S 120.0 . . ?
C00J C00T H00T 119.8 . . ?
C00S C00T C00J 120.42(14) . . ?
C00S C00T H00T 119.8 . . ?
C00Q C00U H00U 119.6 . . ?
C00V C00U C00Q 120.72(15) . . ?
C00V C00U H00U 119.6 . . ?
C00L C00V C00U 119.30(15) . . ?
C00L C00V H00V 120.3 . . ?
C00U C00V H00V 120.3 . . ?

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
O001 C004 C006 C00G 175.76(11) . . . . ?
O001 C004 C006 C00J -4.04(17) . . . . ?
N003 C004 C006 C00G -5.72(19) . . . . ?
N003 C004 C006 C00J 174.48(13) . . . . ?
C004 O001 C00E O002 -173.70(12) . . . . ?
C004 O001 C00E C008 9.88(17) . . . . ?
C004 N003 C009 C005 92.96(13) . . . . ?
C004 N003 C009 C008 -35.10(14) . . . . ?
C004 C006 C00G C00M -178.90(13) . . . . ?
C004 C006 C00J C00T 179.01(13) . . . . ?
C005 C00B C00H C00N 0.6(2) . . . . ?
C005 C00I C00R C00N 0.9(2) . . . . ?
C006 C00G C00M C00S -0.4(2) . . . . ?
C006 C00J C00T C00S 0.2(2) . . . . ?
C007 C008 C009 N003 -59.24(13) . . . . ?
C007 C008 C009 C005 175.15(10) . . . . ?
C007 C008 C00A C00F -37.84(16) . . . . ?
C007 C008 C00A C00Q 147.27(14) . . . . ?
C007 C008 C00E O001 76.27(13) . . . . ?
C007 C008 C00E O002 -99.65(16) . . . . ?
C007 C00C C00K C00O -0.1(2) . . . . ?
C007 C00D C00P C00O -0.2(2) . . . . ?
C008 C007 C00C C00K -177.37(13) . . . . ?
C008 C007 C00D C00P 177.65(13) . . . . ?
C008 C00A C00F C00L -173.87(13) . . . . ?
C008 C00A C00Q C00U 174.30(15) . . . . ?
C009 N003 C004 O001 -1.13(18) . . . . ?
C009 N003 C004 C006 -179.45(11) . . . . ?
C009 C005 C00B C00H -179.70(12) . . . . ?
C009 C005 C00I C00R 178.97(13) . . . . ?
C009 C008 C00A C00F 85.39(14) . . . . ?
C009 C008 C00A C00Q -89.51(16) . . . . ?
C009 C008 C00E O001 -42.36(14) . . . . ?
C009 C008 C00E O002 141.72(15) . . . . ?
C00A C008 C009 N003 178.52(9) . . . . ?
C00A C008 C009 C005 52.91(13) . . . . ?
C00A C008 C00E O001 -163.54(11) . . . . ?
C00A C008 C00E O002 20.5(2) . . . . ?
C00A C00F C00L C00V -0.9(2) . . . . ?
C00A C00Q C00U C00V -0.5(3) . . . . ?
C00B C005 C009 N003 -33.37(16) . . . . ?
C00B C005 C009 C008 92.63(14) . . . . ?
C00B C005 C00I C00R -1.3(2) . . . . ?
C00B C00H C00N C00R -1.0(2) . . . . ?
C00C C007 C008 C009 -14.04(17) . . . . ?
C00C C007 C008 C00A 108.07(14) . . . . ?
C00C C007 C008 C00E -129.31(13) . . . . ?
C00C C007 C00D C00P 0.9(2) . . . . ?
C00C C00K C00O C00P 0.8(2) . . . . ?
C00D C007 C008 C009 169.38(11) . . . . ?
C00D C007 C008 C00A -68.51(14) . . . . ?
C00D C007 C008 C00E 54.11(15) . . . . ?
C00D C007 C00C C00K -0.8(2) . . . . ?
C00E O001 C004 N003 15.80(19) . . . . ?
C00E O001 C004 C006 -165.71(11) . . . . ?
C00E C008 C009 N003 54.87(12) . . . . ?
C00E C008 C009 C005 -70.74(13) . . . . ?
C00E C008 C00A C00F -155.11(12) . . . . ?
C00E C008 C00A C00Q 29.99(18) . . . . ?
C00F C00A C00Q C00U -0.6(2) . . . . ?
C00F C00L C00V C00U -0.2(3) . . . . ?
C00G C006 C00J C00T -0.8(2) . . . . ?
C00G C00M C00S C00T -0.1(2) . . . . ?
C00H C00N C00R C00I 0.3(2) . . . . ?
C00I C005 C009 N003 146.34(12) . . . . ?
C00I C005 C009 C008 -87.66(14) . . . . ?
C00I C005 C00B C00H 0.6(2) . . . . ?
C00J C006 C00G C00M 0.9(2) . . . . ?
C00K C00O C00P C00D -0.7(2) . . . . ?
C00M C00S C00T C00J 0.3(2) . . . . ?
C00Q C00A C00F C00L 1.3(2) . . . . ?
C00Q C00U C00V C00L 0.9(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_11
_database_code_depnum_ccdc_archive 'CCDC 2234612'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-01-05 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;
_audit_creation_date             2023-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C28 H21 N O2'
_chemical_formula_sum            'C28 H21 N O2'
_chemical_formula_weight         403.46
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.8293(10)
_cell_length_b                   12.5726(9)
_cell_length_c                   14.2974(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.857(2)
_cell_angle_gamma                90.00
_cell_volume                     2125.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9771
_cell_measurement_temperature    200.0
_cell_measurement_theta_max      72.06
_cell_measurement_theta_min      3.35
_exptl_absorpt_coefficient_mu    0.623
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.6145
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1291 before and 0.0724 after correction.
The Ratio of minimum to maximum transmission is 0.8154.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            44715
_diffrn_reflns_theta_full        72.35
_diffrn_reflns_theta_max         72.35
_diffrn_reflns_theta_min         3.94
_diffrn_ambient_temperature      200.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_number_gt                3981
_reflns_number_total             4182
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0430P)²+0.5142P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0934
_refine_ls_wR_factor_ref         0.0945
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10)
2.b Aromatic/amide H refined with riding coordinates:
 C18(H18), C28(H28), C16(H16), C24(H24), C12(H12), C22(H22), C27(H27),
 C15(H15), C26(H26), C25(H25), C6(H6), C19(H19), C13(H13), C1(H1), C21(H21),
 C4(H4), C14(H14), C20(H20), C2(H2), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.69228(8) 0.61446(6) 0.37023(6) 0.0466(2) Uani 1 1 d . . .
O2 O 0.86509(8) 0.33079(7) 0.53620(7) 0.0548(3) Uani 1 1 d . . .
N1 N 0.72886(7) 0.43845(7) 0.43538(7) 0.0331(2) Uani 1 1 d . . .
C23 C 0.62773(8) 0.44227(8) 0.18990(7) 0.0306(2) Uani 1 1 d . . .
C10 C 0.66702(8) 0.35180(8) 0.36616(7) 0.0310(2) Uani 1 1 d . . .
H10 H 0.7186 0.3095 0.3431 0.037 Uiso 1 1 calc R . .
C11 C 0.59891(8) 0.28064(8) 0.40515(7) 0.0324(2) Uani 1 1 d . . .
C8 C 0.67786(9) 0.52012(8) 0.36612(8) 0.0331(2) Uani 1 1 d . . .
C17 C 0.47620(9) 0.44907(8) 0.25911(8) 0.0325(2) Uani 1 1 d . . .
C9 C 0.60268(8) 0.44111(7) 0.28568(7) 0.0300(2) Uani 1 1 d . . .
C18 C 0.40692(9) 0.36763(9) 0.20177(8) 0.0393(2) Uani 1 1 d . . .
H18 H 0.4394 0.3096 0.1800 0.047 Uiso 1 1 calc R . .
C28 C 0.62747(9) 0.53916(9) 0.14223(8) 0.0359(2) Uani 1 1 d . . .
H28 H 0.6129 0.6032 0.1704 0.043 Uiso 1 1 calc R . .
C16 C 0.54565(10) 0.31770(9) 0.46676(8) 0.0404(3) Uani 1 1 d . . .
H16 H 0.5564 0.3893 0.4898 0.048 Uiso 1 1 calc R . .
C7 C 0.83042(9) 0.42113(9) 0.51950(8) 0.0369(2) Uani 1 1 d . . .
C5 C 0.88942(9) 0.51235(9) 0.58416(8) 0.0371(2) Uani 1 1 d . . .
C24 C 0.64741(10) 0.34962(9) 0.14678(8) 0.0392(2) Uani 1 1 d . . .
H24 H 0.6465 0.2829 0.1777 0.047 Uiso 1 1 calc R . .
C12 C 0.58473(10) 0.17532(9) 0.37440(10) 0.0420(3) Uani 1 1 d . . .
H12 H 0.6221 0.1488 0.3334 0.050 Uiso 1 1 calc R . .
C22 C 0.42740(11) 0.53363(10) 0.28921(9) 0.0435(3) Uani 1 1 d . . .
H22 H 0.4735 0.5900 0.3278 0.052 Uiso 1 1 calc R . .
C27 C 0.64829(10) 0.54272(10) 0.05412(9) 0.0419(3) Uani 1 1 d . . .
H27 H 0.6480 0.6090 0.0221 0.050 Uiso 1 1 calc R . .
C15 C 0.47676(11) 0.25053(11) 0.49478(10) 0.0481(3) Uani 1 1 d . . .
H15 H 0.4400 0.2763 0.5365 0.058 Uiso 1 1 calc R . .
C26 C 0.66946(10) 0.44989(11) 0.01274(9) 0.0456(3) Uani 1 1 d . . .
H26 H 0.6847 0.4524 -0.0472 0.055 Uiso 1 1 calc R . .
C25 C 0.66843(11) 0.35371(11) 0.05859(9) 0.0472(3) Uani 1 1 d . . .
H25 H 0.6822 0.2899 0.0297 0.057 Uiso 1 1 calc R . .
C6 C 0.83423(11) 0.60254(10) 0.59606(8) 0.0448(3) Uani 1 1 d . . .
H6 H 0.7552 0.6104 0.5589 0.054 Uiso 1 1 calc R . .
C19 C 0.29130(10) 0.37051(11) 0.17628(10) 0.0504(3) Uani 1 1 d . . .
H19 H 0.2448 0.3145 0.1374 0.061 Uiso 1 1 calc R . .
C13 C 0.51669(12) 0.10858(10) 0.40288(12) 0.0562(3) Uani 1 1 d . . .
H13 H 0.5077 0.0364 0.3816 0.067 Uiso 1 1 calc R . .
C1 C 0.89525(14) 0.68175(11) 0.66288(10) 0.0572(4) Uani 1 1 d . . .
H1 H 0.8578 0.7440 0.6712 0.069 Uiso 1 1 calc R . .
C21 C 0.31070(12) 0.53621(13) 0.26296(11) 0.0575(4) Uani 1 1 d . . .
H21 H 0.2774 0.5944 0.2836 0.069 Uiso 1 1 calc R . .
C4 C 1.00524(11) 0.50053(12) 0.63985(10) 0.0533(3) Uani 1 1 d . . .
H4 H 1.0430 0.4382 0.6322 0.064 Uiso 1 1 calc R . .
C14 C 0.46182(12) 0.14633(11) 0.46200(12) 0.0559(3) Uani 1 1 d . . .
H14 H 0.4137 0.1006 0.4802 0.067 Uiso 1 1 calc R . .
C20 C 0.24366(11) 0.45456(13) 0.20723(11) 0.0580(4) Uani 1 1 d . . .
H20 H 0.1643 0.4562 0.1901 0.070 Uiso 1 1 calc R . .
C2 C 1.01028(14) 0.66994(13) 0.71713(10) 0.0634(4) Uani 1 1 d . . .
H2 H 1.0518 0.7244 0.7623 0.076 Uiso 1 1 calc R . .
C3 C 1.06479(13) 0.57934(15) 0.70586(11) 0.0662(4) Uani 1 1 d . . .
H3 H 1.1437 0.5712 0.7438 0.079 Uiso 1 1 calc R . .


_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 C8 1.1984(13) . ?
O2 C7 1.2093(14) . ?
N1 C10 1.4784(12) . ?
N1 C8 1.3998(13) . ?
N1 C7 1.4051(14) . ?
C23 C9 1.5233(14) . ?
C23 C28 1.3952(14) . ?
C23 C24 1.3863(15) . ?
C10 H10 1.0000 . ?
C10 C11 1.5010(14) . ?
C10 C9 1.5900(13) . ?
C11 C16 1.3883(16) . ?
C11 C12 1.3847(15) . ?
C8 C9 1.5421(13) . ?
C17 C9 1.5194(14) . ?
C17 C18 1.3944(15) . ?
C17 C22 1.3844(16) . ?
C18 H18 0.9500 . ?
C18 C19 1.3836(17) . ?
C28 H28 0.9500 . ?
C28 C27 1.3863(16) . ?
C16 H16 0.9500 . ?
C16 C15 1.3891(17) . ?
C7 C5 1.4830(15) . ?
C5 C6 1.3819(18) . ?
C5 C4 1.3946(17) . ?
C24 H24 0.9500 . ?
C24 C25 1.3889(17) . ?
C12 H12 0.9500 . ?
C12 C13 1.3813(17) . ?
C22 H22 0.9500 . ?
C22 C21 1.3954(19) . ?
C27 H27 0.9500 . ?
C27 C26 1.3822(18) . ?
C15 H15 0.9500 . ?
C15 C14 1.379(2) . ?
C26 H26 0.9500 . ?
C26 C25 1.3780(18) . ?
C25 H25 0.9500 . ?
C6 H6 0.9500 . ?
C6 C1 1.3915(17) . ?
C19 H19 0.9500 . ?
C19 C20 1.377(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.378(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.383(2) . ?
C21 H21 0.9500 . ?
C21 C20 1.377(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.377(2) . ?
C14 H14 0.9500 . ?
C20 H20 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.378(2) . ?
C3 H3 0.9500 . ?

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
C8 N1 C10 94.89(8) . . ?
C8 N1 C7 137.94(9) . . ?
C7 N1 C10 122.47(8) . . ?
C28 C23 C9 119.09(9) . . ?
C24 C23 C9 122.02(9) . . ?
C24 C23 C28 118.86(10) . . ?
N1 C10 H10 111.2 . . ?
N1 C10 C11 115.41(8) . . ?
N1 C10 C9 87.53(7) . . ?
C11 C10 H10 111.2 . . ?
C11 C10 C9 118.44(8) . . ?
C9 C10 H10 111.2 . . ?
C16 C11 C10 122.45(9) . . ?
C12 C11 C10 118.41(10) . . ?
C12 C11 C16 119.08(10) . . ?
O1 C8 N1 132.11(10) . . ?
O1 C8 C9 135.56(9) . . ?
N1 C8 C9 92.30(8) . . ?
C18 C17 C9 118.27(9) . . ?
C22 C17 C9 122.74(10) . . ?
C22 C17 C18 118.99(11) . . ?
C23 C9 C10 115.21(8) . . ?
C23 C9 C8 112.02(8) . . ?
C8 C9 C10 85.22(7) . . ?
C17 C9 C23 110.63(8) . . ?
C17 C9 C10 115.55(8) . . ?
C17 C9 C8 116.22(8) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.60(12) . . ?
C19 C18 H18 119.7 . . ?
C23 C28 H28 119.8 . . ?
C27 C28 C23 120.49(10) . . ?
C27 C28 H28 119.8 . . ?
C11 C16 H16 119.9 . . ?
C11 C16 C15 120.27(11) . . ?
C15 C16 H16 119.9 . . ?
O2 C7 N1 117.53(10) . . ?
O2 C7 C5 122.94(10) . . ?
N1 C7 C5 119.53(9) . . ?
C6 C5 C7 123.33(10) . . ?
C6 C5 C4 120.03(11) . . ?
C4 C5 C7 116.49(11) . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.38(11) . . ?
C25 C24 H24 119.8 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.50(12) . . ?
C13 C12 H12 119.8 . . ?
C17 C22 H22 119.9 . . ?
C17 C22 C21 120.12(12) . . ?
C21 C22 H22 119.9 . . ?
C28 C27 H27 120.0 . . ?
C26 C27 C28 120.06(11) . . ?
C26 C27 H27 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 C16 119.95(12) . . ?
C14 C15 H15 120.0 . . ?
C27 C26 H26 120.1 . . ?
C25 C26 C27 119.84(11) . . ?
C25 C26 H26 120.1 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.36(11) . . ?
C26 C25 H25 119.8 . . ?
C5 C6 H6 120.2 . . ?
C5 C6 C1 119.55(12) . . ?
C1 C6 H6 120.2 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 119.98(12) . . ?
C20 C19 H19 120.0 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.24(12) . . ?
C14 C13 H13 119.9 . . ?
C6 C1 H1 120.0 . . ?
C2 C1 C6 120.10(14) . . ?
C2 C1 H1 120.0 . . ?
C22 C21 H21 119.9 . . ?
C20 C21 C22 120.14(13) . . ?
C20 C21 H21 119.9 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 119.94(14) . . ?
C3 C4 H4 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 C15 119.94(12) . . ?
C13 C14 H14 120.0 . . ?
C19 C20 C21 120.17(12) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.16(12) . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 120.21(14) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?

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 C8 C9 C23 60.90(17) . . . . ?
O1 C8 C9 C10 176.18(14) . . . . ?
O1 C8 C9 C17 -67.63(17) . . . . ?
O2 C7 C5 C6 -151.18(12) . . . . ?
O2 C7 C5 C4 24.40(17) . . . . ?
N1 C10 C11 C16 33.74(14) . . . . ?
N1 C10 C11 C12 -149.30(10) . . . . ?
N1 C10 C9 C23 113.97(9) . . . . ?
N1 C10 C9 C8 1.85(7) . . . . ?
N1 C10 C9 C17 -114.99(9) . . . . ?
N1 C8 C9 C23 -117.24(9) . . . . ?
N1 C8 C9 C10 -1.96(8) . . . . ?
N1 C8 C9 C17 114.23(9) . . . . ?
N1 C7 C5 C6 28.05(16) . . . . ?
N1 C7 C5 C4 -156.38(11) . . . . ?
C23 C28 C27 C26 0.04(17) . . . . ?
C23 C24 C25 C26 -0.28(18) . . . . ?
C10 N1 C8 O1 -176.14(13) . . . . ?
C10 N1 C8 C9 2.10(8) . . . . ?
C10 N1 C7 O2 -2.31(17) . . . . ?
C10 N1 C7 C5 178.43(9) . . . . ?
C10 C11 C16 C15 175.25(10) . . . . ?
C10 C11 C12 C13 -175.74(11) . . . . ?
C11 C10 C9 C23 -128.31(10) . . . . ?
C11 C10 C9 C8 119.57(9) . . . . ?
C11 C10 C9 C17 2.73(13) . . . . ?
C11 C16 C15 C14 0.51(18) . . . . ?
C11 C12 C13 C14 0.2(2) . . . . ?
C8 N1 C10 C11 -122.52(9) . . . . ?
C8 N1 C10 C9 -2.04(8) . . . . ?
C8 N1 C7 O2 -151.17(13) . . . . ?
C8 N1 C7 C5 29.57(19) . . . . ?
C17 C18 C19 C20 0.27(18) . . . . ?
C17 C22 C21 C20 0.15(19) . . . . ?
C9 C23 C28 C27 -179.04(9) . . . . ?
C9 C23 C24 C25 179.10(10) . . . . ?
C9 C10 C11 C16 -67.96(13) . . . . ?
C9 C10 C11 C12 108.99(11) . . . . ?
C9 C17 C18 C19 179.41(10) . . . . ?
C9 C17 C22 C21 -179.63(11) . . . . ?
C18 C17 C9 C23 62.60(12) . . . . ?
C18 C17 C9 C10 -70.58(12) . . . . ?
C18 C17 C9 C8 -168.20(9) . . . . ?
C18 C17 C22 C21 0.54(17) . . . . ?
C18 C19 C20 C21 0.43(19) . . . . ?
C28 C23 C9 C10 -147.26(9) . . . . ?
C28 C23 C9 C8 -52.04(12) . . . . ?
C28 C23 C9 C17 79.38(11) . . . . ?
C28 C23 C24 C25 1.11(16) . . . . ?
C28 C27 C26 C25 0.80(18) . . . . ?
C16 C11 C12 C13 1.31(17) . . . . ?
C16 C15 C14 C13 1.0(2) . . . . ?
C7 N1 C10 C11 77.83(13) . . . . ?
C7 N1 C10 C9 -161.69(10) . . . . ?
C7 N1 C8 O1 -22.1(2) . . . . ?
C7 N1 C8 C9 156.14(13) . . . . ?
C7 C5 C6 C1 176.23(11) . . . . ?
C7 C5 C4 C3 -176.45(12) . . . . ?
C5 C6 C1 C2 -0.19(19) . . . . ?
C5 C4 C3 C2 0.0(2) . . . . ?
C24 C23 C9 C10 34.75(13) . . . . ?
C24 C23 C9 C8 129.97(10) . . . . ?
C24 C23 C9 C17 -98.60(11) . . . . ?
C24 C23 C28 C27 -0.99(16) . . . . ?
C12 C11 C16 C15 -1.68(16) . . . . ?
C12 C13 C14 C15 -1.4(2) . . . . ?
C22 C17 C9 C23 -117.24(11) . . . . ?
C22 C17 C9 C10 109.58(11) . . . . ?
C22 C17 C9 C8 11.97(14) . . . . ?
C22 C17 C18 C19 -0.75(16) . . . . ?
C22 C21 C20 C19 -0.6(2) . . . . ?
C27 C26 C25 C24 -0.69(19) . . . . ?
C6 C5 C4 C3 -0.73(19) . . . . ?
C6 C1 C2 C3 -0.5(2) . . . . ?
C1 C2 C3 C4 0.6(2) . . . . ?
C4 C5 C6 C1 0.81(18) . . . . ?


_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_11_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2234611'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2023-01-05 deposited with the CCDC.	2023-02-27 downloaded from the CCDC.
;
_audit_creation_date             2023-01-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C26 H25 N O3)'
_chemical_formula_sum            'C52 H50 N2 O6'
_chemical_formula_weight         798.94
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   33.3190(8)
_cell_length_b                   6.5763(2)
_cell_length_c                   20.7234(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.5480(10)
_cell_angle_gamma                90.00
_cell_volume                     4395.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9750
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      68.25
_cell_measurement_theta_min      2.74
_exptl_absorpt_coefficient_mu    0.626
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6408
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1087 before and 0.0666 after correction.
The Ratio of minimum to maximum transmission is 0.8509.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1696
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            97143
_diffrn_reflns_theta_full        68.40
_diffrn_reflns_theta_max         68.40
_diffrn_reflns_theta_min         2.74
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_number_gt                7336
_reflns_number_total             8030
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.030
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     547
_refine_ls_number_reflns         8030
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0414
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0312P)²+1.8416P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.0999
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C30(H30)
2.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C18(H18), C40(H40), C17(H17), C41(H41), C21(H21), C25(H25),
 C46(H46), C9(H9), C15(H15), C50(H50), C44(H44), C38(H38), C34(H34), C13(H13),
 C23(H23), C42(H42), C16(H16), C24(H24), C10(H10), C22(H22), C49(H49), C35(H35),
  C47(H47), C43(H43), C36(H36), C48(H48), C11(H11), C12(H12), C37(H37)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C4(H4A,H4B,H4C), C1(H1A,H1B,H1C), C27(H27A,H27B,H27C),
 C3(H3A,H3B,H3C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.60950(3) 1.13279(15) 0.02647(5) 0.0405(2) Uani 1 1 d . . .
O4 O 0.89434(3) -0.24685(16) 0.49022(5) 0.0419(3) Uani 1 1 d . . .
O5 O 0.95188(3) -0.14394(17) 0.40675(6) 0.0438(3) Uani 1 1 d . . .
O6 O 0.93813(3) 0.16703(18) 0.35849(5) 0.0438(3) Uani 1 1 d . . .
O3 O 0.55702(3) 0.74866(19) 0.15500(5) 0.0471(3) Uani 1 1 d . . .
O2 O 0.54767(3) 1.05402(17) 0.10109(5) 0.0437(3) Uani 1 1 d . . .
N1 N 0.59715(3) 0.84610(18) 0.08664(6) 0.0325(3) Uani 1 1 d . . .
N2 N 0.90246(3) 0.04834(19) 0.43008(6) 0.0329(3) Uani 1 1 d . . .
C8 C 0.64798(4) 0.5922(2) 0.15102(6) 0.0293(3) Uani 1 1 d . . .
C20 C 0.63031(4) 0.7184(2) -0.03871(6) 0.0284(3) Uani 1 1 d . . .
C19 C 0.71564(4) 0.6506(2) 0.06713(6) 0.0314(3) Uani 1 1 d . . .
H19 H 0.7045 0.5171 0.0598 0.038 Uiso 1 1 calc R . .
C6 C 0.64247(4) 0.7823(2) 0.03450(6) 0.0276(3) Uani 1 1 d . . .
C32 C 0.88656(4) -0.0762(2) 0.47151(7) 0.0313(3) Uani 1 1 d . . .
C7 C 0.62160(4) 0.6598(2) 0.08416(6) 0.0284(3) Uani 1 1 d . . .
H7 H 0.6037 0.5468 0.0607 0.034 Uiso 1 1 calc R . .
C14 C 0.68901(4) 0.8173(2) 0.05733(6) 0.0277(3) Uani 1 1 d . . .
C00G C 0.93271(4) 0.0316(2) 0.39417(7) 0.0340(3) Uani 1 1 d . . .
C5 C 0.61488(4) 0.9606(2) 0.04556(7) 0.0307(3) Uani 1 1 d . . .
C39 C 0.81068(4) 0.0454(2) 0.46071(6) 0.0312(3) Uani 1 1 d . . .
C18 C 0.75815(4) 0.6776(2) 0.08749(7) 0.0365(3) Uani 1 1 d . . .
H18 H 0.7760 0.5628 0.0940 0.044 Uiso 1 1 calc R . .
C40 C 0.78248(4) 0.2034(2) 0.45708(7) 0.0349(3) Uani 1 1 d . . .
H40 H 0.7921 0.3367 0.4702 0.042 Uiso 1 1 calc R . .
C45 C 0.86845(4) 0.1596(2) 0.55584(6) 0.0304(3) Uani 1 1 d . . .
C30 C 0.87518(4) 0.2237(2) 0.43193(6) 0.0300(3) Uani 1 1 d . . .
H30 H 0.8910 0.3451 0.4537 0.036 Uiso 1 1 calc R . .
C31 C 0.85680(4) 0.0928(2) 0.48305(6) 0.0294(3) Uani 1 1 d . . .
C00O C 0.56511(4) 0.8749(2) 0.11856(7) 0.0350(3) Uani 1 1 d . . .
C33 C 0.84658(4) 0.2746(2) 0.36533(6) 0.0317(3) Uani 1 1 d . . .
C17 C 0.77460(4) 0.8707(3) 0.09836(7) 0.0398(4) Uani 1 1 d . . .
H17 H 0.8038 0.8891 0.1128 0.048 Uiso 1 1 calc R . .
C41 C 0.74019(4) 0.1670(3) 0.43431(7) 0.0416(4) Uani 1 1 d . . .
H41 H 0.7210 0.2754 0.4318 0.050 Uiso 1 1 calc R . .
C21 C 0.63277(4) 0.8643(2) -0.08668(7) 0.0348(3) Uani 1 1 d . . .
H21 H 0.6420 0.9979 -0.0730 0.042 Uiso 1 1 calc R . .
C25 C 0.61755(4) 0.5243(2) -0.05975(7) 0.0369(3) Uani 1 1 d . . .
H25 H 0.6158 0.4228 -0.0279 0.044 Uiso 1 1 calc R . .
C46 C 0.86757(4) 0.0112(3) 0.60378(7) 0.0381(3) Uani 1 1 d . . .
H46 H 0.8598 -0.1240 0.5901 0.046 Uiso 1 1 calc R . .
C9 C 0.67352(4) 0.7285(2) 0.19376(7) 0.0356(3) Uani 1 1 d . . .
H9 H 0.6737 0.8677 0.1815 0.043 Uiso 1 1 calc R . .
C15 C 0.70578(4) 1.0109(2) 0.06772(7) 0.0369(3) Uani 1 1 d . . .
H15 H 0.6880 1.1262 0.0608 0.044 Uiso 1 1 calc R . .
C50 C 0.87938(4) 0.3564(2) 0.57641(7) 0.0368(3) Uani 1 1 d . . .
H50 H 0.8799 0.4594 0.5445 0.044 Uiso 1 1 calc R . .
C44 C 0.79602(4) -0.1497(2) 0.44347(7) 0.0368(3) Uani 1 1 d . . .
H44 H 0.8150 -0.2596 0.4472 0.044 Uiso 1 1 calc R . .
C38 C 0.84003(5) 0.4749(2) 0.34561(7) 0.0401(3) Uani 1 1 d . . .
H38 H 0.8547 0.5801 0.3731 0.048 Uiso 1 1 calc R . .
C34 C 0.82593(5) 0.1230(3) 0.32286(7) 0.0392(3) Uani 1 1 d . . .
H34 H 0.8310 -0.0157 0.3350 0.047 Uiso 1 1 calc R . .
C13 C 0.64689(5) 0.3918(2) 0.17052(7) 0.0406(3) Uani 1 1 d . . .
H13 H 0.6290 0.2977 0.1424 0.049 Uiso 1 1 calc R . .
C23 C 0.60910(5) 0.6218(3) -0.17432(7) 0.0457(4) Uani 1 1 d . . .
H23 H 0.6017 0.5887 -0.2204 0.055 Uiso 1 1 calc R . .
C42 C 0.72595(4) -0.0273(3) 0.41533(7) 0.0448(4) Uani 1 1 d . . .
H42 H 0.6971 -0.0514 0.3985 0.054 Uiso 1 1 calc R . .
C16 C 0.74858(5) 1.0369(2) 0.08827(8) 0.0419(4) Uani 1 1 d . . .
H16 H 0.7599 1.1700 0.0954 0.050 Uiso 1 1 calc R . .
C24 C 0.60716(5) 0.4767(3) -0.12750(8) 0.0464(4) Uani 1 1 d . . .
H24 H 0.5987 0.3425 -0.1414 0.056 Uiso 1 1 calc R . .
C10 C 0.69860(5) 0.6637(3) 0.25378(7) 0.0455(4) Uani 1 1 d . . .
H10 H 0.7162 0.7577 0.2823 0.055 Uiso 1 1 calc R . .
C22 C 0.62192(4) 0.8162(3) -0.15378(7) 0.0417(4) Uani 1 1 d . . .
H22 H 0.6233 0.9174 -0.1859 0.050 Uiso 1 1 calc R . .
C49 C 0.88967(5) 0.4031(3) 0.64440(8) 0.0455(4) Uani 1 1 d . . .
H49 H 0.8971 0.5385 0.6584 0.055 Uiso 1 1 calc R . .
C35 C 0.79813(5) 0.1720(3) 0.26320(7) 0.0461(4) Uani 1 1 d . . .
H35 H 0.7840 0.0673 0.2348 0.055 Uiso 1 1 calc R . .
C47 C 0.87791(5) 0.0592(3) 0.67079(7) 0.0458(4) Uani 1 1 d . . .
H47 H 0.8773 -0.0431 0.7029 0.055 Uiso 1 1 calc R . .
C43 C 0.75364(5) -0.1849(3) 0.42081(7) 0.0440(4) Uani 1 1 d . . .
H43 H 0.7438 -0.3188 0.4091 0.053 Uiso 1 1 calc R . .
C36 C 0.79098(5) 0.3720(3) 0.24520(8) 0.0502(4) Uani 1 1 d . . .
H36 H 0.7714 0.4057 0.2047 0.060 Uiso 1 1 calc R . .
C48 C 0.88914(5) 0.2555(3) 0.69133(7) 0.0492(4) Uani 1 1 d . . .
H48 H 0.8964 0.2884 0.7374 0.059 Uiso 1 1 calc R . .
C11 C 0.69805(5) 0.4627(3) 0.27237(8) 0.0515(4) Uani 1 1 d . . .
H11 H 0.7156 0.4178 0.3134 0.062 Uiso 1 1 calc R . .
C28 C 0.98636(5) -0.1964(3) 0.37572(8) 0.0462(4) Uani 1 1 d . . .
C12 C 0.67218(6) 0.3276(3) 0.23170(8) 0.0540(5) Uani 1 1 d . . .
H12 H 0.6714 0.1898 0.2451 0.065 Uiso 1 1 calc R . .
C37 C 0.81194(6) 0.5237(3) 0.28538(8) 0.0522(4) Uani 1 1 d . . .
H37 H 0.8073 0.6618 0.2722 0.063 Uiso 1 1 calc R . .
C2 C 0.51011(5) 1.1181(3) 0.12269(8) 0.0500(4) Uani 1 1 d . . .
C26 C 1.01950(5) -0.0357(3) 0.39250(11) 0.0599(5) Uani 1 1 d . . .
H26A H 1.0092 0.0900 0.3686 0.090 Uiso 1 1 calc R . .
H26B H 1.0442 -0.0825 0.3792 0.090 Uiso 1 1 calc R . .
H26C H 1.0266 -0.0100 0.4406 0.090 Uiso 1 1 calc R . .
C4 C 0.47679(5) 0.9584(4) 0.10253(12) 0.0732(6) Uani 1 1 d . . .
H4A H 0.4729 0.9258 0.0552 0.110 Uiso 1 1 calc R . .
H4B H 0.4508 1.0101 0.1100 0.110 Uiso 1 1 calc R . .
H4C H 0.4851 0.8354 0.1293 0.110 Uiso 1 1 calc R . .
C1 C 0.52211(7) 1.1547(4) 0.19700(10) 0.0825(8) Uani 1 1 d . . .
H1A H 0.5320 1.0274 0.2201 0.124 Uiso 1 1 calc R . .
H1B H 0.4979 1.2036 0.2113 0.124 Uiso 1 1 calc R . .
H1C H 0.5442 1.2570 0.2078 0.124 Uiso 1 1 calc R . .
C27 C 0.96909(7) -0.2195(5) 0.30182(11) 0.0967(10) Uani 1 1 d . . .
H27A H 0.9472 -0.3230 0.2932 0.145 Uiso 1 1 calc R . .
H27B H 0.9913 -0.2613 0.2813 0.145 Uiso 1 1 calc R . .
H27C H 0.9575 -0.0894 0.2828 0.145 Uiso 1 1 calc R . .
C3 C 0.49807(7) 1.3116(4) 0.08337(12) 0.0769(7) Uani 1 1 d . . .
H3A H 0.5209 1.4095 0.0953 0.115 Uiso 1 1 calc R . .
H3B H 0.4733 1.3694 0.0937 0.115 Uiso 1 1 calc R . .
H3C H 0.4922 1.2815 0.0356 0.115 Uiso 1 1 calc R . .
C29 C 1.00207(7) -0.3935(3) 0.41029(15) 0.0845(8) Uani 1 1 d . . .
H29A H 1.0114 -0.3703 0.4585 0.127 Uiso 1 1 calc R . .
H29B H 1.0253 -0.4438 0.3937 0.127 Uiso 1 1 calc R . .
H29C H 0.9797 -0.4943 0.4012 0.127 Uiso 1 1 calc R . .


_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 C5 1.1979(17) . ?
O4 C32 1.1945(18) . ?
O5 C00G 1.3134(18) . ?
O5 C28 1.4914(17) . ?
O6 C00G 1.1999(18) . ?
O3 C00O 1.1975(18) . ?
O2 C00O 1.3233(18) . ?
O2 C2 1.4919(17) . ?
N1 C7 1.4791(17) . ?
N1 C5 1.3760(18) . ?
N1 C00O 1.4029(17) . ?
N2 C32 1.3845(18) . ?
N2 C00G 1.3994(17) . ?
N2 C30 1.4746(17) . ?
C8 C7 1.5093(18) . ?
C8 C9 1.391(2) . ?
C8 C13 1.381(2) . ?
C20 C6 1.5275(18) . ?
C20 C21 1.3987(19) . ?
C20 C25 1.381(2) . ?
C19 H19 0.9500 . ?
C19 C14 1.3927(19) . ?
C19 C18 1.3841(19) . ?
C6 C7 1.5968(18) . ?
C6 C14 1.5209(17) . ?
C6 C5 1.5423(18) . ?
C32 C31 1.5475(19) . ?
C7 H7 1.0000 . ?
C14 C15 1.385(2) . ?
C39 C40 1.390(2) . ?
C39 C31 1.5215(18) . ?
C39 C44 1.388(2) . ?
C18 H18 0.9500 . ?
C18 C17 1.379(2) . ?
C40 H40 0.9500 . ?
C40 C41 1.390(2) . ?
C45 C31 1.5248(18) . ?
C45 C46 1.398(2) . ?
C45 C50 1.382(2) . ?
C30 H30 1.0000 . ?
C30 C31 1.6011(18) . ?
C30 C33 1.5049(18) . ?
C33 C38 1.380(2) . ?
C33 C34 1.392(2) . ?
C17 H17 0.9500 . ?
C17 C16 1.378(2) . ?
C41 H41 0.9500 . ?
C41 C42 1.385(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.383(2) . ?
C25 H25 0.9500 . ?
C25 C24 1.395(2) . ?
C46 H46 0.9500 . ?
C46 C47 1.381(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.380(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.393(2) . ?
C50 H50 0.9500 . ?
C50 C49 1.398(2) . ?
C44 H44 0.9500 . ?
C44 C43 1.391(2) . ?
C38 H38 0.9500 . ?
C38 C37 1.396(2) . ?
C34 H34 0.9500 . ?
C34 C35 1.384(2) . ?
C13 H13 0.9500 . ?
C13 C12 1.400(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.374(2) . ?
C23 C22 1.381(2) . ?
C42 H42 0.9500 . ?
C42 C43 1.373(2) . ?
C16 H16 0.9500 . ?
C24 H24 0.9500 . ?
C10 H10 0.9500 . ?
C10 C11 1.378(3) . ?
C22 H22 0.9500 . ?
C49 H49 0.9500 . ?
C49 C48 1.378(2) . ?
C35 H35 0.9500 . ?
C35 C36 1.372(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.381(3) . ?
C43 H43 0.9500 . ?
C36 H36 0.9500 . ?
C36 C37 1.373(3) . ?
C48 H48 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.370(3) . ?
C28 C26 1.504(2) . ?
C28 C27 1.502(3) . ?
C28 C29 1.509(3) . ?
C12 H12 0.9500 . ?
C37 H37 0.9500 . ?
C2 C4 1.509(3) . ?
C2 C1 1.510(3) . ?
C2 C3 1.510(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00G O5 C28 120.44(12) . . ?
C00O O2 C2 120.89(13) . . ?
C5 N1 C7 96.08(10) . . ?
C5 N1 C00O 135.54(12) . . ?
C00O N1 C7 128.25(12) . . ?
C32 N2 C00G 136.23(13) . . ?
C32 N2 C30 96.42(10) . . ?
C00G N2 C30 127.33(12) . . ?
C9 C8 C7 121.11(13) . . ?
C13 C8 C7 119.85(13) . . ?
C13 C8 C9 119.04(13) . . ?
C21 C20 C6 117.98(12) . . ?
C25 C20 C6 123.47(12) . . ?
C25 C20 C21 118.54(13) . . ?
C14 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C18 C19 C14 120.60(13) . . ?
C20 C6 C7 116.85(11) . . ?
C20 C6 C5 109.71(10) . . ?
C14 C6 C20 110.23(10) . . ?
C14 C6 C7 116.80(10) . . ?
C14 C6 C5 115.97(11) . . ?
C5 C6 C7 85.15(9) . . ?
O4 C32 N2 132.18(13) . . ?
O4 C32 C31 136.04(13) . . ?
N2 C32 C31 91.77(11) . . ?
N1 C7 C8 114.27(11) . . ?
N1 C7 C6 86.42(9) . . ?
N1 C7 H7 111.4 . . ?
C8 C7 C6 119.53(10) . . ?
C8 C7 H7 111.4 . . ?
C6 C7 H7 111.4 . . ?
C19 C14 C6 119.25(12) . . ?
C15 C14 C19 118.93(12) . . ?
C15 C14 C6 121.82(12) . . ?
O5 C00G N2 110.05(12) . . ?
O6 C00G O5 129.33(13) . . ?
O6 C00G N2 120.62(13) . . ?
O1 C5 N1 132.04(13) . . ?
O1 C5 C6 135.65(13) . . ?
N1 C5 C6 92.31(10) . . ?
C40 C39 C31 118.74(13) . . ?
C44 C39 C40 119.19(13) . . ?
C44 C39 C31 122.07(13) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 C19 120.14(14) . . ?
C17 C18 H18 119.9 . . ?
C39 C40 H40 119.9 . . ?
C41 C40 C39 120.22(15) . . ?
C41 C40 H40 119.9 . . ?
C46 C45 C31 117.14(13) . . ?
C50 C45 C31 123.82(13) . . ?
C50 C45 C46 119.03(13) . . ?
N2 C30 H30 112.1 . . ?
N2 C30 C31 86.43(10) . . ?
N2 C30 C33 113.75(11) . . ?
C31 C30 H30 112.1 . . ?
C33 C30 H30 112.1 . . ?
C33 C30 C31 117.85(11) . . ?
C32 C31 C30 85.25(9) . . ?
C39 C31 C32 116.31(11) . . ?
C39 C31 C45 110.29(10) . . ?
C39 C31 C30 115.69(10) . . ?
C45 C31 C32 110.25(11) . . ?
C45 C31 C30 117.06(11) . . ?
O3 C00O O2 129.54(13) . . ?
O3 C00O N1 121.49(13) . . ?
O2 C00O N1 108.96(13) . . ?
C38 C33 C30 120.06(13) . . ?
C38 C33 C34 118.69(13) . . ?
C34 C33 C30 121.25(13) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 C18 119.78(13) . . ?
C16 C17 H17 120.1 . . ?
C40 C41 H41 120.0 . . ?
C42 C41 C40 120.08(15) . . ?
C42 C41 H41 120.0 . . ?
C20 C21 H21 119.6 . . ?
C22 C21 C20 120.72(14) . . ?
C22 C21 H21 119.6 . . ?
C20 C25 H25 119.9 . . ?
C20 C25 C24 120.28(14) . . ?
C24 C25 H25 119.9 . . ?
C45 C46 H46 119.6 . . ?
C47 C46 C45 120.70(16) . . ?
C47 C46 H46 119.6 . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.66(15) . . ?
C10 C9 H9 119.7 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.14(14) . . ?
C16 C15 H15 119.9 . . ?
C45 C50 H50 120.2 . . ?
C45 C50 C49 119.69(15) . . ?
C49 C50 H50 120.2 . . ?
C39 C44 H44 119.9 . . ?
C39 C44 C43 120.17(15) . . ?
C43 C44 H44 119.9 . . ?
C33 C38 H38 119.8 . . ?
C33 C38 C37 120.30(15) . . ?
C37 C38 H38 119.8 . . ?
C33 C34 H34 119.6 . . ?
C35 C34 C33 120.78(15) . . ?
C35 C34 H34 119.6 . . ?
C8 C13 H13 120.0 . . ?
C8 C13 C12 119.92(15) . . ?
C12 C13 H13 120.0 . . ?
C24 C23 H23 120.3 . . ?
C24 C23 C22 119.42(14) . . ?
C22 C23 H23 120.3 . . ?
C41 C42 H42 120.1 . . ?
C43 C42 C41 119.86(13) . . ?
C43 C42 H42 120.1 . . ?
C17 C16 C15 120.40(14) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C25 C24 H24 119.6 . . ?
C23 C24 C25 120.75(16) . . ?
C23 C24 H24 119.6 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.05(16) . . ?
C11 C10 H10 120.0 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.28(14) . . ?
C23 C22 H22 119.9 . . ?
C50 C49 H49 119.6 . . ?
C48 C49 C50 120.89(16) . . ?
C48 C49 H49 119.6 . . ?
C34 C35 H35 120.1 . . ?
C36 C35 C34 119.85(16) . . ?
C36 C35 H35 120.1 . . ?
C46 C47 H47 119.9 . . ?
C48 C47 C46 120.24(15) . . ?
C48 C47 H47 119.9 . . ?
C44 C43 H43 119.8 . . ?
C42 C43 C44 120.42(16) . . ?
C42 C43 H43 119.8 . . ?
C35 C36 H36 119.8 . . ?
C35 C36 C37 120.31(15) . . ?
C37 C36 H36 119.8 . . ?
C49 C48 C47 119.45(14) . . ?
C49 C48 H48 120.3 . . ?
C47 C48 H48 120.3 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.02(15) . . ?
C12 C11 H11 120.0 . . ?
O5 C28 C26 109.75(14) . . ?
O5 C28 C27 108.89(13) . . ?
O5 C28 C29 101.94(14) . . ?
C26 C28 C29 110.27(16) . . ?
C27 C28 C26 112.19(18) . . ?
C27 C28 C29 113.3(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 C13 120.27(16) . . ?
C11 C12 H12 119.9 . . ?
C38 C37 H37 120.0 . . ?
C36 C37 C38 120.00(16) . . ?
C36 C37 H37 120.0 . . ?
O2 C2 C4 109.53(14) . . ?
O2 C2 C1 108.89(13) . . ?
O2 C2 C3 101.85(15) . . ?
C4 C2 C1 112.41(19) . . ?
C4 C2 C3 111.11(16) . . ?
C3 C2 C1 112.49(18) . . ?
C28 C26 H26A 109.5 . . ?
C28 C26 H26B 109.5 . . ?
C28 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

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
O4 C32 C31 C39 -62.0(2) . . . . ?
O4 C32 C31 C45 64.5(2) . . . . ?
O4 C32 C31 C30 -178.33(17) . . . . ?
N2 C32 C31 C39 118.91(12) . . . . ?
N2 C32 C31 C45 -114.60(11) . . . . ?
N2 C32 C31 C30 2.53(10) . . . . ?
N2 C30 C31 C32 -2.38(9) . . . . ?
N2 C30 C31 C39 -119.36(12) . . . . ?
N2 C30 C31 C45 107.96(12) . . . . ?
N2 C30 C33 C38 -138.06(13) . . . . ?
N2 C30 C33 C34 42.66(17) . . . . ?
C8 C9 C10 C11 -1.0(2) . . . . ?
C8 C13 C12 C11 0.0(2) . . . . ?
C20 C6 C7 N1 -108.28(11) . . . . ?
C20 C6 C7 C8 135.75(12) . . . . ?
C20 C6 C14 C19 -72.94(15) . . . . ?
C20 C6 C14 C15 106.07(14) . . . . ?
C20 C6 C5 O1 -63.9(2) . . . . ?
C20 C6 C5 N1 115.34(11) . . . . ?
C20 C21 C22 C23 -1.1(2) . . . . ?
C20 C25 C24 C23 -0.5(2) . . . . ?
C19 C14 C15 C16 -0.6(2) . . . . ?
C19 C18 C17 C16 -0.6(2) . . . . ?
C6 C20 C21 C22 -179.56(12) . . . . ?
C6 C20 C25 C24 -179.60(13) . . . . ?
C6 C14 C15 C16 -179.63(13) . . . . ?
C32 N2 C00G O5 -4.6(2) . . . . ?
C32 N2 C00G O6 175.73(14) . . . . ?
C32 N2 C30 C31 2.67(10) . . . . ?
C32 N2 C30 C33 -116.28(12) . . . . ?
C7 N1 C5 O1 -179.13(15) . . . . ?
C7 N1 C5 C6 1.60(10) . . . . ?
C7 N1 C00O O3 8.5(2) . . . . ?
C7 N1 C00O O2 -171.47(12) . . . . ?
C7 C8 C9 C10 -177.74(13) . . . . ?
C7 C8 C13 C12 178.23(13) . . . . ?
C7 C6 C14 C19 63.57(16) . . . . ?
C7 C6 C14 C15 -117.42(14) . . . . ?
C7 C6 C5 O1 179.29(17) . . . . ?
C7 C6 C5 N1 -1.48(10) . . . . ?
C14 C19 C18 C17 0.1(2) . . . . ?
C14 C6 C7 N1 118.09(12) . . . . ?
C14 C6 C7 C8 2.12(17) . . . . ?
C14 C6 C5 O1 61.8(2) . . . . ?
C14 C6 C5 N1 -118.99(11) . . . . ?
C14 C15 C16 C17 0.1(2) . . . . ?
C00G O5 C28 C26 56.26(18) . . . . ?
C00G O5 C28 C27 -66.9(2) . . . . ?
C00G O5 C28 C29 173.14(16) . . . . ?
C00G N2 C32 O4 -0.2(3) . . . . ?
C00G N2 C32 C31 179.01(15) . . . . ?
C00G N2 C30 C31 -178.87(13) . . . . ?
C00G N2 C30 C33 62.18(17) . . . . ?
C5 N1 C7 C8 119.35(12) . . . . ?
C5 N1 C7 C6 -1.55(10) . . . . ?
C5 N1 C00O O3 -176.64(14) . . . . ?
C5 N1 C00O O2 3.4(2) . . . . ?
C5 C6 C7 N1 1.38(9) . . . . ?
C5 C6 C7 C8 -114.59(12) . . . . ?
C5 C6 C14 C19 161.65(12) . . . . ?
C5 C6 C14 C15 -19.33(18) . . . . ?
C39 C40 C41 C42 0.2(2) . . . . ?
C39 C44 C43 C42 0.0(2) . . . . ?
C18 C19 C14 C6 179.60(12) . . . . ?
C18 C19 C14 C15 0.56(19) . . . . ?
C18 C17 C16 C15 0.6(2) . . . . ?
C40 C39 C31 C32 -167.03(12) . . . . ?
C40 C39 C31 C45 66.50(16) . . . . ?
C40 C39 C31 C30 -69.24(16) . . . . ?
C40 C39 C44 C43 2.1(2) . . . . ?
C40 C41 C42 C43 1.8(2) . . . . ?
C45 C46 C47 C48 0.3(2) . . . . ?
C45 C50 C49 C48 0.1(2) . . . . ?
C30 N2 C32 O4 178.06(15) . . . . ?
C30 N2 C32 C31 -2.75(10) . . . . ?
C30 N2 C00G O5 177.64(12) . . . . ?
C30 N2 C00G O6 -2.1(2) . . . . ?
C30 C33 C38 C37 -176.76(13) . . . . ?
C30 C33 C34 C35 176.77(13) . . . . ?
C31 C39 C40 C41 177.41(12) . . . . ?
C31 C39 C44 C43 -177.48(12) . . . . ?
C31 C45 C46 C47 179.65(12) . . . . ?
C31 C45 C50 C49 -179.87(13) . . . . ?
C31 C30 C33 C38 122.99(14) . . . . ?
C31 C30 C33 C34 -56.29(17) . . . . ?
C00O O2 C2 C4 -54.13(19) . . . . ?
C00O O2 C2 C1 69.2(2) . . . . ?
C00O O2 C2 C3 -171.84(14) . . . . ?
C00O N1 C7 C8 -64.25(17) . . . . ?
C00O N1 C7 C6 174.85(13) . . . . ?
C00O N1 C5 O1 4.9(3) . . . . ?
C00O N1 C5 C6 -174.36(15) . . . . ?
C33 C30 C31 C32 112.67(12) . . . . ?
C33 C30 C31 C39 -4.31(18) . . . . ?
C33 C30 C31 C45 -136.99(12) . . . . ?
C33 C38 C37 C36 -0.6(2) . . . . ?
C33 C34 C35 C36 0.6(2) . . . . ?
C41 C42 C43 C44 -1.9(2) . . . . ?
C21 C20 C6 C7 153.43(11) . . . . ?
C21 C20 C6 C14 -70.09(15) . . . . ?
C21 C20 C6 C5 58.80(15) . . . . ?
C21 C20 C25 C24 -0.4(2) . . . . ?
C25 C20 C6 C7 -27.38(18) . . . . ?
C25 C20 C6 C14 109.11(14) . . . . ?
C25 C20 C6 C5 -122.00(14) . . . . ?
C25 C20 C21 C22 1.2(2) . . . . ?
C46 C45 C31 C32 -59.74(15) . . . . ?
C46 C45 C31 C39 70.06(15) . . . . ?
C46 C45 C31 C30 -154.87(12) . . . . ?
C46 C45 C50 C49 0.6(2) . . . . ?
C46 C47 C48 C49 0.4(2) . . . . ?
C9 C8 C7 N1 -48.81(16) . . . . ?
C9 C8 C7 C6 51.37(17) . . . . ?
C9 C8 C13 C12 -1.8(2) . . . . ?
C9 C10 C11 C12 -0.9(2) . . . . ?
C50 C45 C31 C32 120.69(14) . . . . ?
C50 C45 C31 C39 -109.51(15) . . . . ?
C50 C45 C31 C30 25.56(18) . . . . ?
C50 C45 C46 C47 -0.8(2) . . . . ?
C50 C49 C48 C47 -0.6(2) . . . . ?
C44 C39 C40 C41 -2.2(2) . . . . ?
C44 C39 C31 C32 12.52(18) . . . . ?
C44 C39 C31 C45 -113.95(14) . . . . ?
C44 C39 C31 C30 110.31(15) . . . . ?
C38 C33 C34 C35 -2.5(2) . . . . ?
C34 C33 C38 C37 2.5(2) . . . . ?
C34 C35 C36 C37 1.4(3) . . . . ?
C13 C8 C7 N1 131.13(13) . . . . ?
C13 C8 C7 C6 -128.69(14) . . . . ?
C13 C8 C9 C10 2.3(2) . . . . ?
C24 C23 C22 C21 0.1(2) . . . . ?
C10 C11 C12 C13 1.4(3) . . . . ?
C22 C23 C24 C25 0.7(2) . . . . ?
C35 C36 C37 C38 -1.4(3) . . . . ?
C28 O5 C00G O6 1.2(2) . . . . ?
C28 O5 C00G N2 -178.44(12) . . . . ?
C2 O2 C00O O3 -5.4(2) . . . . ?
C2 O2 C00O N1 174.50(12) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
