# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

####################################################################### 
# 
# 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_gong0829
_database_code_depnum_ccdc_archive 'CCDC 1834657'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-05-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H10 N O'
_chemical_formula_weight         172.20

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'

loop_
_symmetry_equiv_pos_as_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                   21.194(5)
_cell_length_b                   8.4619(12)
_cell_length_c                   27.570(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.98(3)
_cell_angle_gamma                90.00
_cell_volume                     4647(2)
_cell_formula_units_Z            20
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5654
_cell_measurement_theta_min      2.045
_cell_measurement_theta_max      21.964

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1820
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.53084
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            36546
_diffrn_reflns_av_R_equivalents  0.2998
_diffrn_reflns_av_sigmaI/netI    0.2268
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         23.26
_reflns_number_total             6680
_reflns_number_gt                2273
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1700P)²+24.5678P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0027(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6680
_refine_ls_number_parameters     557
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.3157
_refine_ls_R_factor_gt           0.1526
_refine_ls_wR_factor_ref         0.4478
_refine_ls_wR_factor_gt          0.3538
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N4B N 0.9291(11) 0.390(3) 0.5953(9) 0.061(4) Uani 0.50 1 d P . .
N4A N 0.8904(11) 0.360(3) 0.6415(9) 0.061(4) Uani 0.50 1 d P . .
O7A O 0.9343(9) 0.259(2) 0.6545(7) 0.072(3) Uani 0.50 1 d P . .
O8A O 0.9038(9) 0.506(2) 0.6467(7) 0.072(3) Uani 0.50 1 d P . .
O7B O 0.9335(9) 0.241(2) 0.6007(7) 0.072(3) Uani 0.50 1 d P . .
O8B O 0.9664(9) 0.480(2) 0.6309(7) 0.072(3) Uani 0.50 1 d P . .
O3 O 0.7432(4) 0.8345(10) 0.3423(4) 0.064(3) Uani 1 1 d . . .
O1 O 0.5316(5) 0.0345(10) 0.5815(4) 0.070(3) Uani 1 1 d . . .
O4 O 0.9528(4) 0.6641(9) 0.4385(4) 0.063(3) Uani 1 1 d . . .
N1 N 0.6317(6) 0.0435(10) 0.6464(4) 0.050(3) Uani 1 1 d . . .
O2 O 0.7348(5) 0.0341(10) 0.7084(4) 0.069(3) Uani 1 1 d . . .
N2 N 0.8481(5) 0.7484(10) 0.3899(4) 0.049(3) Uani 1 1 d . . .
O5 O 0.5615(7) 0.6412(17) 0.4549(6) 0.134(6) Uani 1 1 d . . .
N3 N 0.5853(9) 0.5918(18) 0.4212(8) 0.104(5) Uani 1 1 d . . .
O6 O 0.5507(7) 0.558(2) 0.3786(6) 0.149(7) Uani 1 1 d . . .
C1 C 0.6190(6) 0.1830(13) 0.5663(5) 0.050(3) Uani 1 1 d . . .
C2 C 0.5789(7) 0.2232(15) 0.5173(6) 0.064(4) Uani 1 1 d . . .
H2 H 0.5350 0.1861 0.5039 0.076 Uiso 1 1 calc R . .
C3 C 0.6048(7) 0.3204(15) 0.4878(5) 0.062(4) Uani 1 1 d . . .
H3 H 0.5776 0.3493 0.4548 0.075 Uiso 1 1 calc R . .
C4 C 0.6711(6) 0.3755(13) 0.5070(5) 0.048(3) Uani 1 1 d . . .
C5 C 0.7133(6) 0.3243(13) 0.5544(5) 0.043(3) Uani 1 1 d . . .
C6 C 0.6866(6) 0.2289(12) 0.5855(5) 0.038(3) Uani 1 1 d . . .
C7 C 0.7284(7) 0.1883(13) 0.6359(5) 0.044(3) Uani 1 1 d . . .
C8 C 0.7908(7) 0.2365(16) 0.6538(6) 0.066(4) Uani 1 1 d . . .
H8 H 0.8168 0.2105 0.6874 0.079 Uiso 1 1 calc R . .
C9 C 0.8198(6) 0.3248(15) 0.6245(5) 0.059(4) Uani 1 1 d . . .
C10 C 0.7833(6) 0.3615(13) 0.5735(5) 0.045(3) Uani 1 1 d . . .
C11 C 0.6964(6) 0.4868(13) 0.4762(5) 0.048(3) Uani 1 1 d . . .
C12 C 0.6578(6) 0.5731(17) 0.4339(6) 0.066(4) Uani 1 1 d . . .
C13 C 0.6826(7) 0.6567(15) 0.4000(6) 0.063(4) Uani 1 1 d . . .
H13 H 0.6537 0.7036 0.3701 0.076 Uiso 1 1 calc R . .
C14 C 0.7510(6) 0.6661(13) 0.4126(5) 0.045(3) Uani 1 1 d . . .
C15 C 0.7958(6) 0.5883(12) 0.4572(5) 0.046(3) Uani 1 1 d . . .
C16 C 0.7687(6) 0.5045(13) 0.4917(5) 0.046(3) Uani 1 1 d . . .
C17 C 0.8132(6) 0.4354(13) 0.5378(5) 0.050(3) Uani 1 1 d . . .
C18 C 0.8796(6) 0.4421(15) 0.5453(5) 0.058(4) Uani 1 1 d . . .
C19 C 0.9059(6) 0.5196(15) 0.5121(5) 0.059(4) Uani 1 1 d . . .
H19 H 0.9522 0.5227 0.5198 0.071 Uiso 1 1 calc R . .
C20 C 0.8647(6) 0.5916(13) 0.4681(5) 0.046(3) Uani 1 1 d . . .
C21 C 0.5906(7) 0.0831(14) 0.5978(6) 0.053(3) Uani 1 1 d . . .
C22 C 0.7005(7) 0.0836(15) 0.6665(6) 0.058(4) Uani 1 1 d . . .
C23 C 0.7791(6) 0.7549(14) 0.3790(5) 0.045(3) Uani 1 1 d . . .
C24 C 0.8933(7) 0.6664(14) 0.4327(5) 0.051(3) Uani 1 1 d . . .
C25 C 0.6034(6) -0.0566(14) 0.6776(5) 0.055(4) Uani 1 1 d . . .
C26 C 0.5731(7) 0.0091(15) 0.7097(5) 0.062(4) Uani 1 1 d . . .
C27 C 0.5462(7) -0.0903(17) 0.7381(6) 0.077(5) Uani 1 1 d . . .
H27 H 0.5262 -0.0487 0.7606 0.092 Uiso 1 1 calc R . .
C28 C 0.5501(8) -0.2560(16) 0.7320(6) 0.075(4) Uani 1 1 d . . .
H28 H 0.5328 -0.3247 0.7505 0.090 Uiso 1 1 calc R . .
C29 C 0.5791(8) -0.3136(17) 0.6990(6) 0.076(4) Uani 1 1 d . . .
H29 H 0.5801 -0.4227 0.6952 0.091 Uiso 1 1 calc R . .
C30 C 0.6076(7) -0.2202(15) 0.6705(5) 0.064(4) Uani 1 1 d . . .
C31 C 0.5691(9) 0.1939(15) 0.7150(7) 0.084(5) Uani 1 1 d . . .
C32 C 0.5020(9) 0.2413(18) 0.7179(8) 0.126(7) Uani 1 1 d . . .
H32A H 0.4669 0.2091 0.6869 0.189 Uiso 1 1 calc R . .
H32B H 0.5006 0.3540 0.7216 0.189 Uiso 1 1 calc R . .
H32C H 0.4956 0.1911 0.7471 0.189 Uiso 1 1 calc R . .
C33 C 0.6268(12) 0.246(2) 0.7633(9) 0.168(11) Uani 1 1 d . . .
H33A H 0.6689 0.2151 0.7602 0.253 Uiso 1 1 calc R . .
H33B H 0.6219 0.1967 0.7932 0.253 Uiso 1 1 calc R . .
H33C H 0.6258 0.3587 0.7667 0.253 Uiso 1 1 calc R . .
C34 C 0.6406(8) -0.2910(15) 0.6368(6) 0.071(4) Uani 1 1 d . . .
C35 C 0.5892(9) -0.370(2) 0.5894(6) 0.116(7) Uani 1 1 d . . .
H35A H 0.6120 -0.4156 0.5682 0.174 Uiso 1 1 calc R . .
H35B H 0.5576 -0.2923 0.5699 0.174 Uiso 1 1 calc R . .
H35C H 0.5657 -0.4514 0.6006 0.174 Uiso 1 1 calc R . .
C36 C 0.6940(8) -0.4166(19) 0.6645(6) 0.102(6) Uani 1 1 d . . .
H36A H 0.7139 -0.4583 0.6407 0.153 Uiso 1 1 calc R . .
H36B H 0.6731 -0.5006 0.6768 0.153 Uiso 1 1 calc R . .
H36C H 0.7282 -0.3685 0.6931 0.153 Uiso 1 1 calc R . .
C37 C 0.8747(6) 0.8154(14) 0.3511(5) 0.049(3) Uani 1 1 d . . .
C38 C 0.8671(7) 0.7354(14) 0.3066(6) 0.061(4) Uani 1 1 d . . .
C39 C 0.8906(7) 0.8023(15) 0.2700(6) 0.069(4) Uani 1 1 d . . .
H39 H 0.8876 0.7459 0.2403 0.082 Uiso 1 1 calc R . .
C40 C 0.9188(6) 0.9549(17) 0.2773(6) 0.068(4) Uani 1 1 d . . .
H40 H 0.9306 1.0037 0.2515 0.081 Uiso 1 1 calc R . .
C41 C 0.9284(7) 1.0307(15) 0.3237(6) 0.063(4) Uani 1 1 d . . .
H41 H 0.9509 1.1270 0.3299 0.076 Uiso 1 1 calc R . .
C42 C 0.9062(6) 0.9695(14) 0.3609(6) 0.063(4) Uani 1 1 d . . .
C43 C 0.8349(7) 0.5717(13) 0.2968(5) 0.061(4) Uani 1 1 d . . .
C44 C 0.8787(7) 0.4558(14) 0.2775(6) 0.075(4) Uani 1 1 d . . .
H44A H 0.8575 0.3540 0.2709 0.112 Uiso 1 1 calc R . .
H44B H 0.9224 0.4460 0.3035 0.112 Uiso 1 1 calc R . .
H44C H 0.8832 0.4962 0.2463 0.112 Uiso 1 1 calc R . .
C45 C 0.7641(7) 0.5806(15) 0.2533(6) 0.078(5) Uani 1 1 d . . .
H45A H 0.7445 0.4771 0.2473 0.117 Uiso 1 1 calc R . .
H45B H 0.7690 0.6198 0.2221 0.117 Uiso 1 1 calc R . .
H45C H 0.7356 0.6504 0.2640 0.117 Uiso 1 1 calc R . .
C46 C 0.9164(8) 1.0565(15) 0.4120(6) 0.084(5) Uani 1 1 d . . .
C47 C 0.8779(14) 1.2167(19) 0.3976(9) 0.185(12) Uani 1 1 d . . .
H47A H 0.8830 1.2755 0.4285 0.277 Uiso 1 1 calc R . .
H47B H 0.8311 1.1963 0.3797 0.277 Uiso 1 1 calc R . .
H47C H 0.8958 1.2766 0.3757 0.277 Uiso 1 1 calc R . .
C48 C 0.9910(10) 1.088(2) 0.4416(8) 0.144(9) Uani 1 1 d . . .
H48A H 0.9957 1.1435 0.4729 0.217 Uiso 1 1 calc R . .
H48B H 1.0095 1.1502 0.4206 0.217 Uiso 1 1 calc R . .
H48C H 1.0145 0.9889 0.4497 0.217 Uiso 1 1 calc R . .
C49 C 0.7385(6) 0.1107(10) 0.4320(4) 0.138(3) Uani 1 1 d G . .
H49 H 0.7754 0.1588 0.4271 0.166 Uiso 1 1 calc R . .
C50 C 0.6751(7) 0.1265(11) 0.3949(4) 0.138(3) Uani 1 1 d G . .
H50 H 0.6695 0.1852 0.3652 0.166 Uiso 1 1 calc R . .
C51 C 0.6200(5) 0.0547(12) 0.4022(4) 0.138(3) Uani 1 1 d G . .
H51 H 0.5776 0.0653 0.3773 0.166 Uiso 1 1 calc R . .
C52 C 0.6284(4) -0.0329(11) 0.4466(4) 0.138(3) Uani 1 1 d G . .
H52 H 0.5916 -0.0810 0.4514 0.166 Uiso 1 1 calc R . .
C53 C 0.6918(4) -0.0487(8) 0.4837(4) 0.138(3) Uani 1 1 d G . .
C54 C 0.7469(4) 0.0231(8) 0.4764(4) 0.138(3) Uani 1 1 d G . .
C55 C 0.8103(4) 0.0073(12) 0.5135(4) 0.138(3) Uani 1 1 d G . .
H55 H 0.8472 0.0553 0.5086 0.166 Uiso 1 1 calc R . .
C56 C 0.8187(5) -0.0803(12) 0.5579(4) 0.138(3) Uani 1 1 d G . .
H56 H 0.8611 -0.0909 0.5828 0.166 Uiso 1 1 calc R . .
C57 C 0.7636(6) -0.1522(11) 0.5652(4) 0.138(3) Uani 1 1 d G . .
H57 H 0.7692 -0.2108 0.5949 0.166 Uiso 1 1 calc R . .
C58 C 0.7002(6) -0.1364(10) 0.5281(4) 0.138(3) Uani 1 1 d G . .
H58 H 0.6634 -0.1844 0.5330 0.166 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
N4B O7B 1.26(3) . ?
N4B O8B 1.28(3) . ?
N4B C18 1.49(3) . ?
N4B N4A 1.75(3) . ?
N4A O7A 1.22(2) . ?
N4A O8A 1.27(3) . ?
N4A C9 1.44(2) . ?
O3 C23 1.235(14) . ?
O1 C21 1.245(14) . ?
O4 C24 1.217(13) . ?
N1 C21 1.368(16) . ?
N1 C22 1.413(16) . ?
N1 C25 1.472(15) . ?
O2 C22 1.209(14) . ?
N2 C23 1.391(14) . ?
N2 C24 1.421(15) . ?
N2 C37 1.481(14) . ?
O5 N3 1.269(19) . ?
N3 O6 1.187(18) . ?
N3 C12 1.462(19) . ?
C1 C2 1.370(17) . ?
C1 C6 1.402(15) . ?
C1 C21 1.479(17) . ?
C2 C3 1.394(17) . ?
C3 C4 1.401(16) . ?
C4 C5 1.378(16) . ?
C4 C11 1.485(15) . ?
C5 C6 1.428(15) . ?
C5 C10 1.429(16) . ?
C6 C7 1.412(16) . ?
C7 C8 1.310(16) . ?
C7 C22 1.479(17) . ?
C8 C9 1.387(17) . ?
C9 C10 1.388(16) . ?
C10 C17 1.479(16) . ?
C11 C12 1.381(17) . ?
C11 C16 1.452(16) . ?
C12 C13 1.410(17) . ?
C13 C14 1.372(16) . ?
C14 C15 1.431(16) . ?
C14 C23 1.469(16) . ?
C15 C20 1.386(15) . ?
C15 C16 1.452(16) . ?
C16 C17 1.425(16) . ?
C17 C18 1.351(15) . ?
C18 C19 1.388(16) . ?
C19 C20 1.371(16) . ?
C20 C24 1.458(17) . ?
C25 C26 1.376(17) . ?
C25 C30 1.405(17) . ?
C26 C27 1.397(17) . ?
C26 C31 1.575(18) . ?
C27 C28 1.418(19) . ?
C28 C29 1.349(18) . ?
C29 C30 1.391(18) . ?
C30 C34 1.469(18) . ?
C31 C32 1.507(19) . ?
C31 C33 1.53(2) . ?
C34 C35 1.54(2) . ?
C34 C36 1.550(19) . ?
C37 C38 1.361(17) . ?
C37 C42 1.447(16) . ?
C38 C39 1.390(17) . ?
C38 C43 1.527(17) . ?
C39 C40 1.408(19) . ?
C40 C41 1.382(18) . ?
C41 C42 1.367(17) . ?
C42 C46 1.539(19) . ?
C43 C45 1.570(18) . ?
C43 C44 1.563(16) . ?
C46 C48 1.53(2) . ?
C46 C47 1.56(2) . ?
C49 C50 1.3900 . ?
C49 C54 1.3900 . ?
C50 C51 1.3900 . ?
C51 C52 1.3900 . ?
C52 C53 1.3900 . ?
C53 C54 1.3900 . ?
C53 C58 1.3900 . ?
C54 C55 1.3900 . ?
C55 C56 1.3900 . ?
C56 C57 1.3900 . ?
C57 C58 1.3900 . ?

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
O7B N4B O8B 120(2) . . ?
O7B N4B C18 114(2) . . ?
O8B N4B C18 126(2) . . ?
O7B N4B N4A 78.7(16) . . ?
O8B N4B N4A 81.3(16) . . ?
C18 N4B N4A 111.0(15) . . ?
O7A N4A O8A 122(2) . . ?
O7A N4A C9 124(2) . . ?
O8A N4A C9 114(2) . . ?
O7A N4A N4B 79.5(15) . . ?
O8A N4A N4B 78.4(16) . . ?
C9 N4A N4B 119.1(18) . . ?
C21 N1 C22 123.5(11) . . ?
C21 N1 C25 117.6(11) . . ?
C22 N1 C25 118.7(11) . . ?
C23 N2 C24 124.0(11) . . ?
C23 N2 C37 117.4(10) . . ?
C24 N2 C37 118.2(10) . . ?
O6 N3 O5 122(2) . . ?
O6 N3 C12 117(2) . . ?
O5 N3 C12 120.5(18) . . ?
C2 C1 C6 120.8(12) . . ?
C2 C1 C21 118.7(12) . . ?
C6 C1 C21 120.4(13) . . ?
C1 C2 C3 119.0(13) . . ?
C4 C3 C2 121.4(13) . . ?
C5 C4 C3 119.7(11) . . ?
C5 C4 C11 119.9(11) . . ?
C3 C4 C11 120.5(12) . . ?
C4 C5 C6 119.0(11) . . ?
C4 C5 C10 122.4(11) . . ?
C6 C5 C10 118.5(11) . . ?
C1 C6 C7 121.3(12) . . ?
C1 C6 C5 119.6(11) . . ?
C7 C6 C5 119.0(11) . . ?
C8 C7 C6 120.4(12) . . ?
C8 C7 C22 121.5(13) . . ?
C6 C7 C22 118.0(12) . . ?
C7 C8 C9 122.8(13) . . ?
C8 C9 C10 120.3(12) . . ?
C8 C9 N4A 122.7(14) . . ?
C10 C9 N4A 116.2(14) . . ?
C9 C10 C5 118.2(11) . . ?
C9 C10 C17 123.5(12) . . ?
C5 C10 C17 118.3(11) . . ?
C12 C11 C16 117.0(11) . . ?
C12 C11 C4 126.3(11) . . ?
C16 C11 C4 116.7(11) . . ?
C11 C12 C13 125.3(11) . . ?
C11 C12 N3 122.0(13) . . ?
C13 C12 N3 112.7(13) . . ?
C14 C13 C12 117.5(12) . . ?
C13 C14 C15 121.7(11) . . ?
C13 C14 C23 119.4(12) . . ?
C15 C14 C23 118.9(11) . . ?
C20 C15 C14 121.3(12) . . ?
C20 C15 C16 119.3(12) . . ?
C14 C15 C16 119.4(11) . . ?
C17 C16 C11 122.0(11) . . ?
C17 C16 C15 119.8(11) . . ?
C11 C16 C15 118.2(11) . . ?
C18 C17 C16 117.1(12) . . ?
C18 C17 C10 125.2(12) . . ?
C16 C17 C10 117.7(11) . . ?
C17 C18 C19 123.4(12) . . ?
C17 C18 N4B 119.9(13) . . ?
C19 C18 N4B 115.8(13) . . ?
C20 C19 C18 121.0(11) . . ?
C19 C20 C15 119.3(12) . . ?
C19 C20 C24 120.1(12) . . ?
C15 C20 C24 120.7(12) . . ?
O1 C21 N1 119.8(12) . . ?
O1 C21 C1 122.5(13) . . ?
N1 C21 C1 117.7(12) . . ?
O2 C22 N1 119.7(13) . . ?
O2 C22 C7 121.7(13) . . ?
N1 C22 C7 118.7(12) . . ?
O3 C23 N2 120.4(11) . . ?
O3 C23 C14 121.8(11) . . ?
N2 C23 C14 117.9(12) . . ?
O4 C24 N2 119.4(12) . . ?
O4 C24 C20 123.6(13) . . ?
N2 C24 C20 117.0(11) . . ?
C26 C25 C30 123.6(12) . . ?
C26 C25 N1 121.0(11) . . ?
C30 C25 N1 115.3(12) . . ?
C25 C26 C27 119.2(12) . . ?
C25 C26 C31 120.8(12) . . ?
C27 C26 C31 120.0(12) . . ?
C26 C27 C28 118.4(13) . . ?
C29 C28 C27 119.8(13) . . ?
C28 C29 C30 124.1(13) . . ?
C29 C30 C25 114.9(13) . . ?
C29 C30 C34 121.3(12) . . ?
C25 C30 C34 123.8(12) . . ?
C32 C31 C33 111.3(16) . . ?
C32 C31 C26 110.5(12) . . ?
C33 C31 C26 108.2(13) . . ?
C30 C34 C35 111.1(13) . . ?
C30 C34 C36 113.2(12) . . ?
C35 C34 C36 107.8(12) . . ?
C38 C37 C42 121.3(12) . . ?
C38 C37 N2 120.2(11) . . ?
C42 C37 N2 118.4(12) . . ?
C37 C38 C39 119.4(12) . . ?
C37 C38 C43 121.3(12) . . ?
C39 C38 C43 119.3(13) . . ?
C38 C39 C40 120.6(14) . . ?
C41 C40 C39 118.7(13) . . ?
C42 C41 C40 122.5(13) . . ?
C41 C42 C37 117.2(13) . . ?
C41 C42 C46 121.9(12) . . ?
C37 C42 C46 120.8(13) . . ?
C38 C43 C45 110.1(10) . . ?
C38 C43 C44 110.4(11) . . ?
C45 C43 C44 107.1(11) . . ?
C48 C46 C42 111.4(14) . . ?
C48 C46 C47 109.9(15) . . ?
C42 C46 C47 106.5(13) . . ?
C50 C49 C54 120.0 . . ?
C51 C50 C49 120.0 . . ?
C50 C51 C52 120.0 . . ?
C53 C52 C51 120.0 . . ?
C54 C53 C52 120.0 . . ?
C54 C53 C58 120.0 . . ?
C52 C53 C58 120.0 . . ?
C55 C54 C53 120.0 . . ?
C55 C54 C49 120.0 . . ?
C53 C54 C49 120.0 . . ?
C54 C55 C56 120.0 . . ?
C55 C56 C57 120.0 . . ?
C58 C57 C56 120.0 . . ?
C57 C58 C53 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        23.26
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.311
_refine_diff_density_min         -0.574
_refine_diff_density_rms         0.108
####################################################################### 
# 
# 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_g000
_database_code_depnum_ccdc_archive 'CCDC 1834658'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-05-23 downloaded from the CCDC.
;
_audit_creation_date             2017-08-08
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H21 N O2'
_chemical_formula_sum            'C24 H21 N O2'
_chemical_formula_weight         355.42
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   10.9697(18)
_cell_length_b                   16.013(3)
_cell_length_c                   13.031(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.898(18)
_cell_angle_gamma                90
_cell_volume                     2201.5(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1426
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0940
_cell_measurement_theta_min      2.4150
_shelx_estimated_absorpt_T_max   1.00000
_shelx_estimated_absorpt_T_min   0.76001
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36822
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.072
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1066
_diffrn_reflns_av_unetI/netI     0.1407
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14890
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        24.407
_diffrn_reflns_theta_max         24.407
_diffrn_reflns_theta_min         2.063
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -105.00  75.00   0.50   20.00    --  -15.00  45.00   0.00  360
  2  ω   -105.00  75.00   0.50   20.00    --  -15.00  45.00  90.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0137942000
_diffrn_orient_matrix_UB_12      0.0401611000
_diffrn_orient_matrix_UB_13      0.0170049000
_diffrn_orient_matrix_UB_21      0.0020155000
_diffrn_orient_matrix_UB_22      0.0170218000
_diffrn_orient_matrix_UB_23      -0.0497428000
_diffrn_orient_matrix_UB_31      -0.0657422000
_diffrn_orient_matrix_UB_32      -0.0078604000
_diffrn_orient_matrix_UB_33      -0.0209329000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1446
_reflns_number_total             3596
_reflns_odcompleteness_completeness 86.49
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.93
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3596
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2100
_refine_ls_R_factor_gt           0.1166
_refine_ls_restrained_S_all      0.991
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3294
_refine_ls_wR_factor_ref         0.3693
_refine_special_details          ?
_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:
 C23(H23), C20(H20)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3), C8(H8), C9(H9), C14(H14), C15(H15), C16(H16)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C24(H24A,H24B,H24C), C21(H21A,H21B,H21C), C19(H19A,H19B,
 H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
O2 O 0.2153(5) 0.3018(3) 0.6891(4) 0.0622(14) Uani 1 1 d . . . . .
O1 O 0.3377(4) 0.5726(3) 0.7069(3) 0.0527(13) Uani 1 1 d . . . . .
N1 N 0.2767(5) 0.4386(3) 0.6956(4) 0.0504(15) Uani 1 1 d . . . . .
C6 C 0.0710(6) 0.4842(3) 0.9252(4) 0.0377(15) Uani 1 1 d . . . . .
C5 C 0.0593(5) 0.5662(4) 0.9588(4) 0.0365(15) Uani 1 1 d . . . . .
C4 C 0.1259(6) 0.6302(3) 0.9210(4) 0.0387(16) Uani 1 1 d . . . . .
H4 H 0.1203 0.6847 0.9441 0.046 Uiso 1 1 calc R . . . .
C11 C 0.1398(6) 0.4682(4) 0.8499(5) 0.0417(16) Uani 1 1 d . . . . .
C12 C 0.2163(6) 0.3701(4) 0.7289(5) 0.0430(16) Uani 1 1 d . . . . .
C7 C 0.0047(6) 0.4172(4) 0.9599(5) 0.0386(16) Uani 1 1 d . . . . .
C2 C 0.2057(6) 0.5349(4) 0.8160(5) 0.0453(17) Uani 1 1 d . . . . .
C1 C 0.2789(6) 0.5179(4) 0.7335(5) 0.0388(15) Uani 1 1 d . . . . .
C3 C 0.2006(6) 0.6146(4) 0.8496(5) 0.0466(17) Uani 1 1 d . . . . .
H3 H 0.2442 0.6573 0.8268 0.056 Uiso 1 1 calc R . . . .
C8 C 0.0131(6) 0.3370(4) 0.9159(5) 0.0415(16) Uani 1 1 d . . . . .
H8 H -0.0281 0.2921 0.9371 0.050 Uiso 1 1 calc R . . . .
C10 C 0.1433(7) 0.3874(4) 0.8044(5) 0.0519(18) Uani 1 1 d . . . . .
C9 C 0.0835(7) 0.3233(4) 0.8395(5) 0.060(2) Uani 1 1 d . . . . .
H9 H 0.0884 0.2698 0.8134 0.072 Uiso 1 1 calc R . . . .
C18 C 0.3512(7) 0.4212(4) 0.6235(6) 0.0543(19) Uani 1 1 d . . . . .
C17 C 0.4800(6) 0.3903(4) 0.6581(5) 0.0477(17) Uani 1 1 d . . . . .
C13 C 0.2864(7) 0.4331(4) 0.5098(5) 0.0522(18) Uani 1 1 d . . . . .
C14 C 0.3569(7) 0.4155(4) 0.4390(5) 0.0539(19) Uani 1 1 d . . . . .
H14 H 0.3186 0.4231 0.3666 0.065 Uiso 1 1 calc R . . . .
C15 C 0.4818(7) 0.3871(4) 0.4699(6) 0.0543(19) Uani 1 1 d . . . . .
H15 H 0.5283 0.3779 0.4210 0.065 Uiso 1 1 calc R . . . .
C16 C 0.5320(7) 0.3736(4) 0.5778(6) 0.058(2) Uani 1 1 d . . . . .
H16 H 0.6124 0.3498 0.5979 0.069 Uiso 1 1 calc R . . . .
C23 C 0.1572(7) 0.4667(5) 0.4724(5) 0.064(2) Uani 1 1 d . . . . .
H23 H 0.1220 0.4689 0.5338 0.077 Uiso 1 1 calc R . . . .
C20 C 0.5443(9) 0.3818(5) 0.7698(6) 0.081(3) Uani 1 1 d . . . . .
H20 H 0.4818 0.3949 0.8087 0.097 Uiso 1 1 calc R . . . .
C22 C 0.1436(10) 0.5474(6) 0.4254(8) 0.117(4) Uani 1 1 d . . . . .
H22A H 0.2014 0.5853 0.4713 0.176 Uiso 1 1 calc GR . . . .
H22B H 0.0583 0.5666 0.4155 0.176 Uiso 1 1 calc GR . . . .
H22C H 0.1619 0.5447 0.3575 0.176 Uiso 1 1 calc GR . . . .
C24 C 0.0786(10) 0.3996(7) 0.3916(8) 0.121(4) Uani 1 1 d . . . . .
H24A H 0.0759 0.4154 0.3199 0.182 Uiso 1 1 calc GR . . . .
H24B H -0.0061 0.3967 0.3987 0.182 Uiso 1 1 calc GR . . . .
H24C H 0.1185 0.3459 0.4071 0.182 Uiso 1 1 calc GR . . . .
C21 C 0.578(2) 0.2788(10) 0.7897(11) 0.232(10) Uani 1 1 d . . . . .
H21A H 0.5265 0.2548 0.8305 0.348 Uiso 1 1 calc GR . . . .
H21B H 0.6662 0.2723 0.8279 0.348 Uiso 1 1 calc GR . . . .
H21C H 0.5622 0.2510 0.7221 0.348 Uiso 1 1 calc GR . . . .
C19 C 0.6498(11) 0.4355(9) 0.8113(9) 0.147(5) Uani 1 1 d . . . . .
H19A H 0.7015 0.4373 0.7626 0.220 Uiso 1 1 calc GR . . . .
H19B H 0.6990 0.4146 0.8790 0.220 Uiso 1 1 calc GR . . . .
H19C H 0.6201 0.4907 0.8201 0.220 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C12 1.208(7) . ?
O1 C1 1.194(7) . ?
N1 C12 1.411(8) . ?
N1 C1 1.360(7) . ?
N1 C18 1.430(8) . ?
C6 C5 1.401(8) . ?
C6 C11 1.415(8) . ?
C6 C7 1.436(8) . ?
C5 C4 1.422(8) . ?
C5 C7 1.447(8) 3_567 ?
C4 H4 0.9300 . ?
C4 C3 1.421(8) . ?
C11 C2 1.426(9) . ?
C11 C10 1.429(8) . ?
C12 C10 1.454(9) . ?
C7 C5 1.447(8) 3_567 ?
C7 C8 1.421(8) . ?
C2 C1 1.533(8) . ?
C2 C3 1.354(8) . ?
C3 H3 0.9300 . ?
C8 H8 0.9300 . ?
C8 C9 1.434(9) . ?
C10 C9 1.363(9) . ?
C9 H9 0.9300 . ?
C18 C17 1.448(9) . ?
C18 C13 1.470(10) . ?
C17 C16 1.348(9) . ?
C17 C20 1.439(10) . ?
C13 C14 1.385(9) . ?
C13 C23 1.469(10) . ?
C14 H14 0.9300 . ?
C14 C15 1.395(9) . ?
C15 H15 0.9300 . ?
C15 C16 1.380(9) . ?
C16 H16 0.9300 . ?
C23 H23 0.9800 . ?
C23 C22 1.420(11) . ?
C23 C24 1.585(12) . ?
C20 H20 0.9800 . ?
C20 C21 1.696(16) . ?
C20 C19 1.425(13) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 N1 C18 116.8(5) . . ?
C1 N1 C12 125.2(6) . . ?
C1 N1 C18 117.7(5) . . ?
C5 C6 C11 119.8(5) . . ?
C5 C6 C7 120.3(6) . . ?
C11 C6 C7 119.7(5) . . ?
C6 C5 C4 117.9(6) . . ?
C6 C5 C7 120.3(5) . 3_567 ?
C4 C5 C7 121.3(5) . 3_567 ?
C5 C4 H4 118.6 . . ?
C3 C4 C5 122.8(5) . . ?
C3 C4 H4 118.6 . . ?
C6 C11 C2 119.5(6) . . ?
C6 C11 C10 122.1(6) . . ?
C2 C11 C10 118.4(6) . . ?
O2 C12 N1 121.4(6) . . ?
O2 C12 C10 121.3(6) . . ?
N1 C12 C10 116.9(6) . . ?
C6 C7 C5 118.8(5) . 3_567 ?
C8 C7 C6 117.0(6) . . ?
C8 C7 C5 124.1(6) . 3_567 ?
C11 C2 C1 119.5(6) . . ?
C3 C2 C11 122.4(6) . . ?
C3 C2 C1 118.0(6) . . ?
O1 C1 N1 122.4(6) . . ?
O1 C1 C2 120.1(5) . . ?
N1 C1 C2 117.4(6) . . ?
C4 C3 H3 121.3 . . ?
C2 C3 C4 117.4(6) . . ?
C2 C3 H3 121.3 . . ?
C7 C8 H8 119.2 . . ?
C7 C8 C9 121.7(6) . . ?
C9 C8 H8 119.2 . . ?
C11 C10 C12 122.4(6) . . ?
C9 C10 C11 118.1(7) . . ?
C9 C10 C12 119.2(6) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 C8 121.3(6) . . ?
C10 C9 H9 119.4 . . ?
N1 C18 C17 123.2(6) . . ?
N1 C18 C13 115.5(6) . . ?
C17 C18 C13 121.3(6) . . ?
C16 C17 C18 114.3(6) . . ?
C16 C17 C20 124.9(7) . . ?
C20 C17 C18 120.8(7) . . ?
C14 C13 C18 116.2(6) . . ?
C14 C13 C23 121.1(6) . . ?
C23 C13 C18 122.6(6) . . ?
C13 C14 H14 118.1 . . ?
C13 C14 C15 123.9(7) . . ?
C15 C14 H14 118.1 . . ?
C14 C15 H15 122.2 . . ?
C16 C15 C14 115.5(7) . . ?
C16 C15 H15 122.2 . . ?
C17 C16 C15 128.7(7) . . ?
C17 C16 H16 115.7 . . ?
C15 C16 H16 115.7 . . ?
C13 C23 H23 107.6 . . ?
C13 C23 C24 105.8(7) . . ?
C22 C23 C13 117.1(8) . . ?
C22 C23 H23 107.6 . . ?
C22 C23 C24 110.9(7) . . ?
C24 C23 H23 107.6 . . ?
C17 C20 H20 106.6 . . ?
C17 C20 C21 105.9(8) . . ?
C21 C20 H20 106.6 . . ?
C19 C20 C17 116.7(8) . . ?
C19 C20 H20 106.6 . . ?
C19 C20 C21 113.9(11) . . ?
C23 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
C23 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
C20 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?


_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 1.377
_oxdiff_exptl_absorpt_empirical_full_min 0.535
####################################################################### 
# 
# 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_fddd
_database_code_depnum_ccdc_archive 'CCDC 1834660'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-05-23 downloaded from the CCDC.
;
_audit_creation_date             2018-04-03
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2015.06.08 svn.r3188 for OlexSys, GUI svn.r5047)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.06(C88 H90 N2 O8)'
_chemical_formula_sum            'C5.50 H5.62 N0.12 O0.50'
_chemical_formula_weight         81.48
_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      orthorhombic
_space_group_IT_number           70
_space_group_name_H-M_alt        'F d d d'
_space_group_name_Hall           '-F 2uv 2vw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/4, -y+1/4, z'
'x, -y+1/4, -z+1/4'
'-x+1/4, y, -z+1/4'
'x, y+1/2, z+1/2'
'-x+1/4, -y+3/4, z+1/2'
'x, -y+3/4, -z+3/4'
'-x+1/4, y+1/2, -z+3/4'
'x+1/2, y, z+1/2'
'-x+3/4, -y+1/4, z+1/2'
'x+1/2, -y+1/4, -z+3/4'
'-x+3/4, y, -z+3/4'
'x+1/2, y+1/2, z'
'-x+3/4, -y+3/4, z'
'x+1/2, -y+3/4, -z+1/4'
'-x+3/4, y+1/2, -z+1/4'
'-x, -y, -z'
'x-1/4, y-1/4, -z'
'-x, y-1/4, z-1/4'
'x-1/4, -y, z-1/4'
'-x, -y+1/2, -z+1/2'
'x-1/4, y+1/4, -z+1/2'
'-x, y+1/4, z+1/4'
'x-1/4, -y+1/2, z+1/4'
'-x+1/2, -y, -z+1/2'
'x+1/4, y-1/4, -z+1/2'
'-x+1/2, y-1/4, z+1/4'
'x+1/4, -y, z+1/4'
'-x+1/2, -y+1/2, -z'
'x+1/4, y+1/4, -z'
'-x+1/2, y+1/4, z-1/4'
'x+1/4, -y+1/2, z-1/4'

_cell_length_a                   24.1341(14)
_cell_length_b                   25.4123(13)
_cell_length_c                   26.6380(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     16337.2(16)
_cell_formula_units_Z            128
_cell_measurement_reflns_used    3608
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.028
_cell_measurement_theta_min      2.277
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76001
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.060
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             5568
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            20963
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.028
_diffrn_reflns_theta_max         25.028
_diffrn_reflns_theta_min         2.277
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2685
_reflns_number_total             3608
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3608
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0766
_refine_ls_restrained_S_all      1.068
_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)+(0.1554P)²+23.8375P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2293
_refine_ls_wR_factor_ref         0.2440
_refine_special_details          ?
_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:
 C2(H2)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C16(H16), C17(H17), C20(H20), C19(H19), C5(H5), C6(H6)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C24(H24A,H24B,H24C), C23(H23A,H23B,H23C), C4(H4A,H4B,
 H4C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
O2 O 0.84478(7) 0.50899(6) 0.33453(7) 0.0383(5) Uani 1 1 d . . . . .
O1 O 0.64097(7) 0.45961(7) 0.34791(8) 0.0476(6) Uani 1 1 d . . . . .
N1 N 0.64080(11) 0.3750 0.3750 0.0344(7) Uani 1 2 d S T P . .
C11 C 0.81600(13) 0.3750 0.3750 0.0265(7) Uani 1 2 d S T P . .
C12 C 0.84535(9) 0.42343(8) 0.36931(8) 0.0262(5) Uani 1 1 d . . . . .
C10 C 0.75740(13) 0.3750 0.3750 0.0286(7) Uani 1 2 d S T P . .
C13 C 0.81517(10) 0.46687(8) 0.35189(9) 0.0301(6) Uani 1 1 d . . . . .
C14 C 0.75711(10) 0.46629(9) 0.34977(9) 0.0326(6) Uani 1 1 d . . . . .
H14 H 0.7375 0.4968 0.3393 0.039 Uiso 1 1 calc R . . . .
C15 C 0.81601(10) 0.55564(9) 0.32375(10) 0.0351(6) Uani 1 1 d . . . . .
C9 C 0.72862(10) 0.42144(8) 0.36288(9) 0.0314(6) Uani 1 1 d . . . . .
C8 C 0.66759(10) 0.42163(9) 0.36116(9) 0.0346(6) Uani 1 1 d . . . . .
C16 C 0.80635(11) 0.59139(11) 0.36111(10) 0.0431(7) Uani 1 1 d . . . . .
H16 H 0.8167 0.5836 0.3947 0.052 Uiso 1 1 calc R . . . .
C7 C 0.58005(15) 0.3750 0.3750 0.0393(9) Uani 1 2 d S T P . .
C17 C 0.78131(12) 0.63916(11) 0.34979(11) 0.0459(7) Uani 1 1 d . . . . .
H17 H 0.7758 0.6643 0.3757 0.055 Uiso 1 1 calc R . . . .
C18 C 0.76412(12) 0.65083(10) 0.30116(11) 0.0439(7) Uani 1 1 d . . . . .
C1 C 0.55344(11) 0.35538(11) 0.33316(12) 0.0473(7) Uani 1 1 d . . . . .
C20 C 0.79967(13) 0.56537(11) 0.27611(11) 0.0490(8) Uani 1 1 d . . . . .
H20 H 0.8060 0.5401 0.2504 0.059 Uiso 1 1 calc R . . . .
C19 C 0.77353(14) 0.61258(11) 0.26515(11) 0.0541(8) Uani 1 1 d . . . . .
H19 H 0.7616 0.6189 0.2317 0.065 Uiso 1 1 calc R . . . .
C5 C 0.49523(13) 0.35542(13) 0.33434(14) 0.0604(9) Uani 1 1 d . . . . .
H5 H 0.4749 0.3418 0.3067 0.072 Uiso 1 1 calc R . . . .
C6 C 0.46789(18) 0.3750 0.3750 0.0667(14) Uani 1 2 d S T P . .
H6 H 0.4285 0.3750 0.3750 0.080 Uiso 1 2 calc RS T P . .
C21 C 0.73517(14) 0.70258(11) 0.28714(13) 0.0575(9) Uani 1 1 d . . . . .
C2 C 0.58332(13) 0.33367(12) 0.28777(12) 0.0550(8) Uani 1 1 d . . . . .
H2 H 0.6239 0.3375 0.2942 0.066 Uiso 1 1 calc R . . . .
C22 C 0.73454(17) 0.74095(12) 0.32951(15) 0.0705(10) Uani 1 1 d . . . . .
H22A H 0.7111 0.7274 0.3566 0.106 Uiso 1 1 calc GR . . . .
H22B H 0.7197 0.7747 0.3177 0.106 Uiso 1 1 calc GR . . . .
H22C H 0.7724 0.7460 0.3420 0.106 Uiso 1 1 calc GR . . . .
C24 C 0.67558(18) 0.69091(15) 0.27036(19) 0.0912(14) Uani 1 1 d . . . . .
H24A H 0.6759 0.6632 0.2447 0.137 Uiso 1 1 calc GR . . . .
H24B H 0.6590 0.7229 0.2564 0.137 Uiso 1 1 calc GR . . . .
H24C H 0.6538 0.6791 0.2993 0.137 Uiso 1 1 calc GR . . . .
C23 C 0.7651(2) 0.72858(17) 0.24318(19) 0.112(2) Uani 1 1 d . . . . .
H23A H 0.8014 0.7414 0.2543 0.168 Uiso 1 1 calc GR . . . .
H23B H 0.7430 0.7582 0.2308 0.168 Uiso 1 1 calc GR . . . .
H23C H 0.7701 0.7028 0.2162 0.168 Uiso 1 1 calc GR . . . .
C4 C 0.5702(2) 0.3655(2) 0.24127(16) 0.0971(14) Uani 1 1 d . . . . .
H4A H 0.5308 0.3617 0.2331 0.146 Uiso 1 1 calc GR . . . .
H4B H 0.5926 0.3527 0.2131 0.146 Uiso 1 1 calc GR . . . .
H4C H 0.5786 0.4026 0.2475 0.146 Uiso 1 1 calc GR . . . .
C3 C 0.5715(2) 0.27471(18) 0.2815(2) 0.1071(16) Uani 1 1 d . . . . .
H3A H 0.5803 0.2563 0.3128 0.161 Uiso 1 1 calc GR . . . .
H3B H 0.5944 0.2606 0.2543 0.161 Uiso 1 1 calc GR . . . .
H3C H 0.5323 0.2696 0.2735 0.161 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C13 1.368(3) . ?
O2 C15 1.403(3) . ?
O1 C8 1.212(3) . ?
N1 C8 1.399(3) . ?
N1 C8 1.399(3) 7 ?
N1 C7 1.466(5) . ?
C11 C12 1.428(3) 7 ?
C11 C12 1.428(3) . ?
C11 C10 1.414(5) . ?
C12 C12 1.463(4) 12_655 ?
C12 C13 1.401(3) . ?
C10 C9 1.407(3) . ?
C10 C9 1.407(3) 7 ?
C13 C14 1.403(3) . ?
C14 H14 0.9500 . ?
C14 C9 1.376(3) . ?
C15 C16 1.368(4) . ?
C15 C20 1.352(4) . ?
C9 C8 1.474(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(4) . ?
C7 C1 1.379(3) . ?
C7 C1 1.380(3) 7 ?
C17 H17 0.9500 . ?
C17 C18 1.392(4) . ?
C18 C19 1.384(4) . ?
C18 C21 1.535(4) . ?
C1 C5 1.405(4) . ?
C1 C2 1.512(5) . ?
C20 H20 0.9500 . ?
C20 C19 1.386(4) . ?
C19 H19 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.362(4) . ?
C6 C5 1.362(4) 7 ?
C6 H6 0.9500 . ?
C21 C22 1.491(5) . ?
C21 C24 1.535(5) . ?
C21 C23 1.526(5) . ?
C2 H2 1.0000 . ?
C2 C4 1.513(5) . ?
C2 C3 1.534(5) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 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
C13 O2 C15 118.16(18) . . ?
C8 N1 C8 125.0(3) 7 . ?
C8 N1 C7 117.52(13) . . ?
C8 N1 C7 117.51(13) 7 . ?
C12 C11 C12 120.5(3) . 7 ?
C10 C11 C12 119.73(14) . . ?
C10 C11 C12 119.73(14) . 7 ?
C11 C12 C12 117.59(15) . 12_655 ?
C13 C12 C11 117.1(2) . . ?
C13 C12 C12 125.24(14) . 12_655 ?
C9 C10 C11 119.58(15) . . ?
C9 C10 C11 119.58(15) 7 . ?
C9 C10 C9 120.8(3) 7 . ?
O2 C13 C12 117.2(2) . . ?
O2 C13 C14 121.10(19) . . ?
C12 C13 C14 121.6(2) . . ?
C13 C14 H14 120.1 . . ?
C9 C14 C13 119.8(2) . . ?
C9 C14 H14 120.1 . . ?
C16 C15 O2 119.8(2) . . ?
C20 C15 O2 119.4(2) . . ?
C20 C15 C16 120.8(2) . . ?
C10 C9 C8 120.2(2) . . ?
C14 C9 C10 120.4(2) . . ?
C14 C9 C8 119.3(2) . . ?
O1 C8 N1 120.4(2) . . ?
O1 C8 C9 122.8(2) . . ?
N1 C8 C9 116.8(2) . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.8(2) . . ?
C17 C16 H16 120.1 . . ?
C1 C7 N1 117.74(18) . . ?
C1 C7 N1 117.74(18) 7 . ?
C1 C7 C1 124.5(4) . 7 ?
C16 C17 H17 119.4 . . ?
C16 C17 C18 121.2(2) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 C21 123.0(2) . . ?
C19 C18 C17 116.5(2) . . ?
C19 C18 C21 120.5(3) . . ?
C7 C1 C5 116.5(3) . . ?
C7 C1 C2 123.8(3) . . ?
C5 C1 C2 119.7(3) . . ?
C15 C20 H20 120.4 . . ?
C15 C20 C19 119.2(3) . . ?
C19 C20 H20 120.4 . . ?
C18 C19 C20 122.4(3) . . ?
C18 C19 H19 118.8 . . ?
C20 C19 H19 118.8 . . ?
C1 C5 H5 119.9 . . ?
C6 C5 C1 120.2(3) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C5 122.1(4) 7 . ?
C5 C6 H6 119.0 . . ?
C5 C6 H6 119.0 7 . ?
C22 C21 C18 112.4(3) . . ?
C22 C21 C24 109.7(3) . . ?
C22 C21 C23 107.6(3) . . ?
C24 C21 C18 109.4(3) . . ?
C23 C21 C18 110.0(3) . . ?
C23 C21 C24 107.7(4) . . ?
C1 C2 H2 107.2 . . ?
C1 C2 C4 111.1(3) . . ?
C1 C2 C3 110.8(3) . . ?
C4 C2 H2 107.2 . . ?
C4 C2 C3 113.2(4) . . ?
C3 C2 H2 107.2 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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 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 . . ?

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
O2 C13 C14 C9 173.6(2) . . . . ?
O2 C15 C16 C17 175.5(2) . . . . ?
O2 C15 C20 C19 -177.0(3) . . . . ?
N1 C7 C1 C5 179.46(18) . . . . ?
N1 C7 C1 C2 0.4(3) . . . . ?
C11 C12 C13 O2 -164.08(18) . . . . ?
C11 C12 C13 C14 12.6(3) . . . . ?
C11 C10 C9 C14 1.7(3) . . . . ?
C11 C10 C9 C8 178.07(16) . . . . ?
C12 C11 C12 C12 -13.43(19) 7 . . 12_655 ?
C12 C11 C12 C13 164.9(2) 7 . . . ?
C12 C11 C10 C9 8.28(15) 7 . . 7 ?
C12 C11 C10 C9 -171.73(15) 7 . . . ?
C12 C11 C10 C9 -171.72(15) . . . 7 ?
C12 C11 C10 C9 8.27(15) . . . . ?
C12 C12 C13 O2 14.1(4) 12_655 . . . ?
C12 C12 C13 C14 -169.2(3) 12_655 . . . ?
C12 C13 C14 C9 -2.9(4) . . . . ?
C10 C11 C12 C12 166.57(19) . . . 12_655 ?
C10 C11 C12 C13 -15.1(2) . . . . ?
C10 C9 C8 O1 -175.3(2) . . . . ?
C10 C9 C8 N1 3.8(3) . . . . ?
C13 O2 C15 C16 86.3(3) . . . . ?
C13 O2 C15 C20 -95.7(3) . . . . ?
C13 C14 C9 C10 -4.5(3) . . . . ?
C13 C14 C9 C8 179.1(2) . . . . ?
C14 C9 C8 O1 1.1(4) . . . . ?
C14 C9 C8 N1 -179.8(2) . . . . ?
C15 O2 C13 C12 -170.9(2) . . . . ?
C15 O2 C13 C14 12.4(3) . . . . ?
C15 C16 C17 C18 2.1(4) . . . . ?
C15 C20 C19 C18 1.0(5) . . . . ?
C9 C10 C9 C14 -178.3(3) 7 . . . ?
C9 C10 C9 C8 -1.94(16) 7 . . . ?
C8 N1 C8 O1 177.3(3) 7 . . . ?
C8 N1 C8 C9 -1.85(15) 7 . . . ?
C8 N1 C7 C1 96.82(17) 7 . . 7 ?
C8 N1 C7 C1 96.82(17) . . . . ?
C8 N1 C7 C1 -83.18(17) . . . 7 ?
C8 N1 C7 C1 -83.18(17) 7 . . . ?
C16 C15 C20 C19 0.9(4) . . . . ?
C16 C17 C18 C19 -0.2(4) . . . . ?
C16 C17 C18 C21 178.7(3) . . . . ?
C7 N1 C8 O1 -2.7(3) . . . . ?
C7 N1 C8 C9 178.15(15) . . . . ?
C7 C1 C5 C6 1.1(4) . . . . ?
C7 C1 C2 C4 -118.2(3) . . . . ?
C7 C1 C2 C3 115.1(3) . . . . ?
C17 C18 C19 C20 -1.3(5) . . . . ?
C17 C18 C21 C22 7.5(4) . . . . ?
C17 C18 C21 C24 -114.5(4) . . . . ?
C17 C18 C21 C23 127.4(4) . . . . ?
C1 C7 C1 C5 -0.54(19) 7 . . . ?
C1 C7 C1 C2 -179.6(3) 7 . . . ?
C1 C5 C6 C5 -0.6(2) . . . 7 ?
C20 C15 C16 C17 -2.4(4) . . . . ?
C19 C18 C21 C22 -173.6(3) . . . . ?
C19 C18 C21 C24 64.3(4) . . . . ?
C19 C18 C21 C23 -53.7(5) . . . . ?
C5 C1 C2 C4 62.8(4) . . . . ?
C5 C1 C2 C3 -63.9(4) . . . . ?
C21 C18 C19 C20 179.8(3) . . . . ?
C2 C1 C5 C6 -179.8(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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_p-1
_database_code_depnum_ccdc_archive 'CCDC 1834659'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-05-23 downloaded from the CCDC.
;
_audit_creation_date             2017-09-17
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H33 N O3'
_chemical_formula_sum            'C34 H33 N O3'
_chemical_formula_weight         503.61
_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                   9.4355(5)
_cell_length_b                   10.2231(6)
_cell_length_c                   17.9161(11)
_cell_angle_alpha                87.132(5)
_cell_angle_beta                 84.213(5)
_cell_angle_gamma                68.822(5)
_cell_volume                     1603.09(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3880
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.8070
_cell_measurement_theta_min      2.4550
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.043
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            19426
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.285
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3804
_reflns_number_total             5664
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         5664
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1162
_refine_ls_R_factor_gt           0.0845
_refine_ls_restrained_S_all      1.068
_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)+(0.0857P)²+2.4953P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2197
_refine_ls_wR_factor_ref         0.2349
_refine_special_details          ?
_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:
 C33(H33), C24(H24)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C3(H3), C15(H15), C9(H9), C14(H14), C18(H18), C17(H17), C29(H29),
 C27(H27), C28(H28)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C32(H32A,H32B,H32C), C20(H20A,H20B,H20C), C23(H23A,H23B,
 H23C), C34(H34A,H34B,H34C), C25(H25A,H25B,H25C), C19(H19A,H19B,H19C)
;
_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
O3 O 0.6037(3) 0.1879(3) 0.58615(14) 0.0465(7) Uani 1 1 d . . . . .
O1 O 0.4500(3) 0.3190(3) 0.32568(14) 0.0448(7) Uani 1 1 d . . . . .
O2 O 0.8694(3) 0.1028(3) 0.16918(13) 0.0456(7) Uani 1 1 d . . . . .
N1 N 0.6590(3) 0.2138(3) 0.24672(15) 0.0301(7) Uani 1 1 d . . . . .
C5 C 0.8372(3) 0.0845(3) 0.51107(17) 0.0235(7) Uani 1 1 d . . . . .
C6 C 0.9131(3) 0.0525(3) 0.43666(17) 0.0222(7) Uani 1 1 d . . . . .
C12 C 0.8298(3) 0.1029(3) 0.37309(17) 0.0236(7) Uani 1 1 d . . . . .
C7 C 1.0717(3) -0.0328(3) 0.42444(17) 0.0234(7) Uani 1 1 d . . . . .
C2 C 0.6722(3) 0.1863(3) 0.38288(18) 0.0254(7) Uani 1 1 d . . . . .
C10 C 0.8977(3) 0.0715(3) 0.29964(18) 0.0256(7) Uani 1 1 d . . . . .
C4 C 0.6801(4) 0.1628(3) 0.51645(18) 0.0275(7) Uani 1 1 d . . . . .
C8 C 1.1325(4) -0.0660(4) 0.35034(18) 0.0316(8) Uani 1 1 d . . . . .
H8 H 1.2359 -0.1266 0.3416 0.038 Uiso 1 1 calc R . . . .
C3 C 0.6000(4) 0.2129(4) 0.45334(18) 0.0295(8) Uani 1 1 d . . . . .
H3 H 0.4938 0.2662 0.4595 0.035 Uiso 1 1 calc R . . . .
C1 C 0.5832(4) 0.2453(4) 0.31817(19) 0.0313(8) Uani 1 1 d . . . . .
C11 C 0.8139(4) 0.1273(4) 0.23294(19) 0.0317(8) Uani 1 1 d . . . . .
C16 C 0.1349(4) 0.4158(4) 0.6255(2) 0.0358(9) Uani 1 1 d . . . . .
C13 C 0.4453(4) 0.2653(4) 0.59417(19) 0.0358(9) Uani 1 1 d . . . . .
C31 C 0.5718(4) 0.2729(4) 0.18338(18) 0.0300(8) Uani 1 1 d . . . . .
C15 C 0.2380(4) 0.4831(4) 0.6080(2) 0.0343(8) Uani 1 1 d . . . . .
H15 H 0.2013 0.5827 0.6064 0.041 Uiso 1 1 calc R . . . .
C9 C 1.0490(4) -0.0146(4) 0.28910(19) 0.0353(9) Uani 1 1 d . . . . .
H9 H 1.0960 -0.0386 0.2398 0.042 Uiso 1 1 calc R . . . .
C30 C 0.5474(4) 0.4120(4) 0.16257(18) 0.0327(8) Uani 1 1 d . . . . .
C14 C 0.3931(4) 0.4098(4) 0.5927(2) 0.0385(9) Uani 1 1 d . . . . .
H14 H 0.4619 0.4583 0.5815 0.046 Uiso 1 1 calc R . . . .
C22 C -0.0366(4) 0.4946(4) 0.6433(2) 0.0404(9) Uani 1 1 d . . . . .
C26 C 0.5089(4) 0.1910(4) 0.14714(19) 0.0348(8) Uani 1 1 d . . . . .
C18 C 0.3466(4) 0.1944(4) 0.6101(2) 0.0400(9) Uani 1 1 d . . . . .
H18 H 0.3832 0.0948 0.6104 0.048 Uiso 1 1 calc R . . . .
C17 C 0.1932(4) 0.2706(4) 0.6258(2) 0.0416(9) Uani 1 1 d . . . . .
H17 H 0.1250 0.2216 0.6373 0.050 Uiso 1 1 calc R . . . .
C29 C 0.4584(4) 0.4685(4) 0.1030(2) 0.0425(9) Uani 1 1 d . . . . .
H29 H 0.4404 0.5629 0.0874 0.051 Uiso 1 1 calc R . . . .
C27 C 0.4217(4) 0.2527(4) 0.0883(2) 0.0403(9) Uani 1 1 d . . . . .
H27 H 0.3782 0.1998 0.0624 0.048 Uiso 1 1 calc R . . . .
C33 C 0.6108(5) 0.5035(4) 0.2026(2) 0.0417(9) Uani 1 1 d . . . . .
H33 H 0.6552 0.4503 0.2482 0.050 Uiso 1 1 calc R . . . .
C24 C 0.5324(4) 0.0415(4) 0.1729(2) 0.0426(9) Uani 1 1 d . . . . .
H24 H 0.6139 0.0113 0.2084 0.051 Uiso 1 1 calc R . . . .
C21 C -0.1270(4) 0.4472(4) 0.5922(2) 0.0461(10) Uani 1 1 d . . . . .
H21A H -0.0973 0.4651 0.5398 0.069 Uiso 1 1 calc GR . . . .
H21B H -0.2363 0.4993 0.6038 0.069 Uiso 1 1 calc GR . . . .
H21C H -0.1059 0.3466 0.6000 0.069 Uiso 1 1 calc GR . . . .
C28 C 0.3973(5) 0.3905(4) 0.0670(2) 0.0463(10) Uani 1 1 d . . . . .
H28 H 0.3370 0.4311 0.0266 0.056 Uiso 1 1 calc R . . . .
C32 C 0.4880(6) 0.6390(5) 0.2289(3) 0.0578(12) Uani 1 1 d . . . . .
H32A H 0.4410 0.6936 0.1855 0.087 Uiso 1 1 calc GR . . . .
H32B H 0.5332 0.6932 0.2558 0.087 Uiso 1 1 calc GR . . . .
H32C H 0.4100 0.6181 0.2625 0.087 Uiso 1 1 calc GR . . . .
C20 C -0.0809(5) 0.4636(6) 0.7248(3) 0.0700(15) Uani 1 1 d . . . . .
H20A H -0.0596 0.3627 0.7315 0.105 Uiso 1 1 calc GR . . . .
H20B H -0.1899 0.5153 0.7372 0.105 Uiso 1 1 calc GR . . . .
H20C H -0.0215 0.4927 0.7579 0.105 Uiso 1 1 calc GR . . . .
C23 C 0.3833(6) 0.0394(5) 0.2149(3) 0.0648(13) Uani 1 1 d . . . . .
H23A H 0.3560 0.1019 0.2580 0.097 Uiso 1 1 calc GR . . . .
H23B H 0.3970 -0.0564 0.2326 0.097 Uiso 1 1 calc GR . . . .
H23C H 0.3016 0.0713 0.1811 0.097 Uiso 1 1 calc GR . . . .
C34 C 0.7397(6) 0.5305(6) 0.1540(3) 0.0665(14) Uani 1 1 d . . . . .
H34A H 0.8197 0.4407 0.1398 0.100 Uiso 1 1 calc GR . . . .
H34B H 0.7822 0.5852 0.1822 0.100 Uiso 1 1 calc GR . . . .
H34C H 0.7001 0.5829 0.1086 0.100 Uiso 1 1 calc GR . . . .
C25 C 0.5826(6) -0.0590(5) 0.1069(3) 0.0604(12) Uani 1 1 d . . . . .
H25A H 0.4972 -0.0411 0.0761 0.091 Uiso 1 1 calc GR . . . .
H25B H 0.6149 -0.1560 0.1259 0.091 Uiso 1 1 calc GR . . . .
H25C H 0.6680 -0.0444 0.0764 0.091 Uiso 1 1 calc GR . . . .
C19 C -0.0778(5) 0.6530(5) 0.6328(4) 0.0757(17) Uani 1 1 d . . . . .
H19A H -0.0237 0.6862 0.6670 0.114 Uiso 1 1 calc GR . . . .
H19B H -0.1881 0.7004 0.6437 0.114 Uiso 1 1 calc GR . . . .
H19C H -0.0480 0.6738 0.5809 0.114 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C4 1.364(4) . ?
O3 C13 1.412(4) . ?
O1 C1 1.207(4) . ?
O2 C11 1.206(4) . ?
N1 C1 1.395(4) . ?
N1 C11 1.412(4) . ?
N1 C31 1.446(4) . ?
C5 C6 1.442(4) . ?
C5 C7 1.471(4) 2_756 ?
C5 C4 1.403(4) . ?
C6 C12 1.418(4) . ?
C6 C7 1.434(4) . ?
C12 C2 1.419(4) . ?
C12 C10 1.403(4) . ?
C7 C5 1.471(4) 2_756 ?
C7 C8 1.399(4) . ?
C2 C3 1.364(4) . ?
C2 C1 1.475(5) . ?
C10 C11 1.475(5) . ?
C10 C9 1.379(5) . ?
C4 C3 1.395(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.385(5) . ?
C3 H3 0.9500 . ?
C16 C15 1.385(5) . ?
C16 C22 1.533(5) . ?
C16 C17 1.384(5) . ?
C13 C14 1.378(6) . ?
C13 C18 1.374(5) . ?
C31 C30 1.393(5) . ?
C31 C26 1.402(5) . ?
C15 H15 0.9500 . ?
C15 C14 1.388(5) . ?
C9 H9 0.9500 . ?
C30 C29 1.395(5) . ?
C30 C33 1.518(5) . ?
C14 H14 0.9500 . ?
C22 C21 1.517(5) . ?
C22 C20 1.527(6) . ?
C22 C19 1.529(6) . ?
C26 C27 1.385(5) . ?
C26 C24 1.518(5) . ?
C18 H18 0.9500 . ?
C18 C17 1.381(5) . ?
C17 H17 0.9500 . ?
C29 H29 0.9500 . ?
C29 C28 1.357(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.383(6) . ?
C33 H33 1.0000 . ?
C33 C32 1.510(6) . ?
C33 C34 1.522(6) . ?
C24 H24 1.0000 . ?
C24 C23 1.535(6) . ?
C24 C25 1.527(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C28 H28 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
C4 O3 C13 120.1(3) . . ?
C1 N1 C11 124.0(3) . . ?
C1 N1 C31 117.3(3) . . ?
C11 N1 C31 118.6(3) . . ?
C6 C5 C7 118.3(3) . 2_756 ?
C4 C5 C6 117.0(3) . . ?
C4 C5 C7 124.7(3) . 2_756 ?
C12 C6 C5 120.0(3) . . ?
C12 C6 C7 118.2(3) . . ?
C7 C6 C5 121.8(3) . . ?
C6 C12 C2 119.9(3) . . ?
C10 C12 C6 122.0(3) . . ?
C10 C12 C2 118.1(3) . . ?
C6 C7 C5 119.8(3) . 2_756 ?
C8 C7 C5 122.6(3) . 2_756 ?
C8 C7 C6 117.6(3) . . ?
C12 C2 C1 121.5(3) . . ?
C3 C2 C12 119.9(3) . . ?
C3 C2 C1 118.6(3) . . ?
C12 C10 C11 122.6(3) . . ?
C9 C10 C12 118.9(3) . . ?
C9 C10 C11 118.5(3) . . ?
O3 C4 C5 118.2(3) . . ?
O3 C4 C3 119.4(3) . . ?
C3 C4 C5 122.3(3) . . ?
C7 C8 H8 118.5 . . ?
C9 C8 C7 123.1(3) . . ?
C9 C8 H8 118.5 . . ?
C2 C3 C4 120.8(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
O1 C1 N1 120.4(3) . . ?
O1 C1 C2 122.2(3) . . ?
N1 C1 C2 117.4(3) . . ?
O2 C11 N1 119.6(3) . . ?
O2 C11 C10 124.1(3) . . ?
N1 C11 C10 116.3(3) . . ?
C15 C16 C22 123.1(3) . . ?
C17 C16 C15 116.9(3) . . ?
C17 C16 C22 120.0(3) . . ?
C14 C13 O3 119.9(3) . . ?
C18 C13 O3 118.8(3) . . ?
C18 C13 C14 121.1(3) . . ?
C30 C31 N1 118.6(3) . . ?
C30 C31 C26 122.1(3) . . ?
C26 C31 N1 119.2(3) . . ?
C16 C15 H15 118.9 . . ?
C16 C15 C14 122.2(4) . . ?
C14 C15 H15 118.9 . . ?
C10 C9 C8 120.1(3) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C31 C30 C29 117.7(3) . . ?
C31 C30 C33 122.9(3) . . ?
C29 C30 C33 119.4(3) . . ?
C13 C14 C15 118.6(3) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
C21 C22 C16 110.4(3) . . ?
C21 C22 C20 109.2(4) . . ?
C21 C22 C19 108.3(4) . . ?
C20 C22 C16 108.8(3) . . ?
C20 C22 C19 108.8(4) . . ?
C19 C22 C16 111.3(3) . . ?
C31 C26 C24 121.0(3) . . ?
C27 C26 C31 117.6(3) . . ?
C27 C26 C24 121.4(3) . . ?
C13 C18 H18 120.6 . . ?
C13 C18 C17 118.8(4) . . ?
C17 C18 H18 120.6 . . ?
C16 C17 H17 118.8 . . ?
C18 C17 C16 122.4(4) . . ?
C18 C17 H17 118.8 . . ?
C30 C29 H29 119.5 . . ?
C28 C29 C30 120.9(4) . . ?
C28 C29 H29 119.5 . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.7(4) . . ?
C28 C27 H27 119.6 . . ?
C30 C33 H33 107.2 . . ?
C30 C33 C34 111.2(3) . . ?
C32 C33 C30 112.2(3) . . ?
C32 C33 H33 107.2 . . ?
C32 C33 C34 111.4(4) . . ?
C34 C33 H33 107.2 . . ?
C26 C24 H24 108.5 . . ?
C26 C24 C23 108.5(3) . . ?
C26 C24 C25 111.5(3) . . ?
C23 C24 H24 108.5 . . ?
C25 C24 H24 108.5 . . ?
C25 C24 C23 111.3(4) . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C29 C28 C27 120.9(4) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C33 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
C33 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C22 C20 H20A 109.5 . . ?
C22 C20 H20B 109.5 . . ?
C22 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C19 H19A 109.5 . . ?
C22 C19 H19B 109.5 . . ?
C22 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
