# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_eleya190808_0m
_database_code_depnum_ccdc_archive 'CCDC 2021638'
loop_
_audit_author_name
_audit_author_address
'Ghosh S.'
;University of Bremen
Germany
;
_audit_update_record             
;
2020-08-05 deposited with the CCDC.	2020-12-02 downloaded from the CCDC.
;
_audit_creation_date             2019-09-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
eleya@uni-bremen.de
e.lork@uni-bremen.de
staubitz@uni-bremen.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H16 N2 O2'
_chemical_formula_sum            'C20 H16 N2 O2'
_chemical_formula_weight         316.35
_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                   11.2809(10)
_cell_length_b                   11.8263(8)
_cell_length_c                   12.9517(10)
_cell_angle_alpha                74.483(3)
_cell_angle_beta                 71.717(3)
_cell_angle_gamma                75.701(4)
_cell_volume                     1555.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9861
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.35
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7190
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0749 before and 0.0539 after correction. The Ratio of minimum to maximum transmission is 0.9642. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_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            31945
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.360
_diffrn_reflns_theta_min         2.405
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker PHOTON area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture CMOS'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6215
_reflns_number_total             7723
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.0055(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         7723
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0434
_refine_ls_restrained_S_all      1.032
_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)+(0.0363P)²+0.8689P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0954
_refine_ls_wR_factor_ref         0.1028
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C20(H20A,H20B), C33(H33A,H33B), C40(H40A,H40B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C15(H15),
 C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28),
  C29(H29), C30(H30), C31(H31), C35(H35), C36(H36), C37(H37), C38(H38)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.57545(9) 0.33188(8) 0.35599(8) 0.0200(2) Uani 1 1 d . . . . .
O2 O 0.52500(9) 0.32616(8) 0.15419(8) 0.0196(2) Uani 1 1 d . . . . .
N1 N 0.77911(10) 0.20060(10) 0.23420(10) 0.0196(2) Uani 1 1 d . . . . .
N2 N 0.75466(10) 0.19604(10) 0.14795(9) 0.0185(2) Uani 1 1 d . . . . .
C1 C 0.70743(12) 0.14522(12) 0.34262(11) 0.0176(3) Uani 1 1 d . . . . .
C2 C 0.75014(13) 0.02719(13) 0.38778(12) 0.0227(3) Uani 1 1 d . . . . .
H2 H 0.820561 -0.018849 0.345315 0.027 Uiso 1 1 calc R . . . .
C3 C 0.68907(14) -0.02293(13) 0.49547(12) 0.0249(3) Uani 1 1 d . . . . .
H3 H 0.717272 -0.103857 0.526468 0.030 Uiso 1 1 calc R . . . .
C4 C 0.58731(14) 0.04438(13) 0.55791(12) 0.0234(3) Uani 1 1 d . . . . .
H4 H 0.545965 0.009294 0.631455 0.028 Uiso 1 1 calc R . . . .
C5 C 0.54515(13) 0.16315(13) 0.51364(11) 0.0197(3) Uani 1 1 d . . . . .
H5 H 0.475064 0.209022 0.556587 0.024 Uiso 1 1 calc R . . . .
C6 C 0.60648(12) 0.21423(12) 0.40594(11) 0.0167(3) Uani 1 1 d . . . . .
C7 C 0.65234(12) 0.13864(11) 0.15286(10) 0.0161(3) Uani 1 1 d . . . . .
C8 C 0.67588(13) 0.02035(12) 0.14402(12) 0.0214(3) Uani 1 1 d . . . . .
H8 H 0.756658 -0.027765 0.145234 0.026 Uiso 1 1 calc R . . . .
C9 C 0.58005(14) -0.02736(12) 0.13334(12) 0.0227(3) Uani 1 1 d . . . . .
H9 H 0.595239 -0.108559 0.128107 0.027 Uiso 1 1 calc R . . . .
C10 C 0.46315(13) 0.04300(12) 0.13036(11) 0.0206(3) Uani 1 1 d . . . . .
H10 H 0.398354 0.009746 0.123116 0.025 Uiso 1 1 calc R . . . .
C11 C 0.43923(13) 0.16229(12) 0.13785(11) 0.0189(3) Uani 1 1 d . . . . .
H11 H 0.358673 0.210375 0.135615 0.023 Uiso 1 1 calc R . . . .
C12 C 0.53453(12) 0.21026(11) 0.14865(10) 0.0160(3) Uani 1 1 d . . . . .
C13 C 0.44524(13) 0.38770(13) 0.38858(12) 0.0224(3) Uani 1 1 d . . . . .
H13A H 0.424139 0.402560 0.464530 0.027 Uiso 1 1 calc R . . . .
H13B H 0.389188 0.335228 0.388437 0.027 Uiso 1 1 calc R . . . .
C14 C 0.42625(12) 0.50365(12) 0.30717(11) 0.0175(3) Uani 1 1 d . . . . .
C15 C 0.42653(12) 0.60940(13) 0.33546(12) 0.0200(3) Uani 1 1 d . . . . .
H15 H 0.436188 0.606803 0.406379 0.024 Uiso 1 1 calc R . . . .
C16 C 0.41298(13) 0.71836(12) 0.26197(12) 0.0215(3) Uani 1 1 d . . . . .
H16 H 0.413543 0.789472 0.282584 0.026 Uiso 1 1 calc R . . . .
C17 C 0.39862(13) 0.72299(12) 0.15846(12) 0.0215(3) Uani 1 1 d . . . . .
H17 H 0.390613 0.797133 0.107397 0.026 Uiso 1 1 calc R . . . .
C18 C 0.39597(13) 0.61860(12) 0.12952(11) 0.0202(3) Uani 1 1 d . . . . .
H18 H 0.385077 0.622195 0.058827 0.024 Uiso 1 1 calc R . . . .
C19 C 0.40907(12) 0.50914(12) 0.20274(11) 0.0175(3) Uani 1 1 d . . . . .
C20 C 0.40248(13) 0.39919(12) 0.16916(13) 0.0227(3) Uani 1 1 d . . . . .
H20A H 0.339442 0.355447 0.227547 0.027 Uiso 1 1 calc R . . . .
H20B H 0.376405 0.421382 0.099126 0.027 Uiso 1 1 calc R . . . .
O3 O 0.02537(9) 0.33502(8) 0.63231(8) 0.0189(2) Uani 1 1 d . . . . .
O4 O 0.06966(9) 0.20618(9) 0.84316(8) 0.0201(2) Uani 1 1 d . . . . .
N3 N 0.25041(10) 0.35970(11) 0.64293(10) 0.0207(2) Uani 1 1 d . . . . .
N4 N 0.28211(10) 0.29902(11) 0.72856(10) 0.0206(2) Uani 1 1 d . . . . .
C21 C 0.14561(12) 0.45996(12) 0.65048(10) 0.0175(3) Uani 1 1 d . . . . .
C22 C 0.16245(13) 0.56968(13) 0.65677(11) 0.0214(3) Uani 1 1 d . . . . .
H22 H 0.240978 0.578160 0.663809 0.026 Uiso 1 1 calc R . . . .
C23 C 0.06470(14) 0.66744(13) 0.65282(11) 0.0222(3) Uani 1 1 d . . . . .
H23 H 0.075771 0.742578 0.658108 0.027 Uiso 1 1 calc R . . . .
C24 C -0.04902(14) 0.65483(12) 0.64113(11) 0.0206(3) Uani 1 1 d . . . . .
H24 H -0.115819 0.721744 0.638417 0.025 Uiso 1 1 calc R . . . .
C25 C -0.06659(13) 0.54507(12) 0.63331(11) 0.0184(3) Uani 1 1 d . . . . .
H25 H -0.144623 0.537489 0.624593 0.022 Uiso 1 1 calc R . . . .
C26 C 0.03080(12) 0.44664(11) 0.63834(10) 0.0165(3) Uani 1 1 d . . . . .
C27 C 0.20963(12) 0.32765(12) 0.83588(11) 0.0181(3) Uani 1 1 d . . . . .
C28 C 0.25377(13) 0.39645(13) 0.88233(12) 0.0225(3) Uani 1 1 d . . . . .
H28 H 0.329785 0.426795 0.843324 0.027 Uiso 1 1 calc R . . . .
C29 C 0.18612(14) 0.42079(13) 0.98636(12) 0.0237(3) Uani 1 1 d . . . . .
H29 H 0.214771 0.469326 1.018008 0.028 Uiso 1 1 calc R . . . .
C30 C 0.07687(14) 0.37407(12) 1.04368(11) 0.0221(3) Uani 1 1 d . . . . .
H30 H 0.030896 0.390841 1.114728 0.026 Uiso 1 1 calc R . . . .
C31 C 0.03367(13) 0.30291(12) 0.99850(11) 0.0198(3) Uani 1 1 d . . . . .
H31 H -0.041355 0.271262 1.038506 0.024 Uiso 1 1 calc R . . . .
C32 C 0.10083(12) 0.27825(11) 0.89440(11) 0.0167(3) Uani 1 1 d . . . . .
C33 C -0.09810(12) 0.30900(12) 0.64933(11) 0.0181(3) Uani 1 1 d . . . . .
H33A H -0.122431 0.333147 0.578389 0.022 Uiso 1 1 calc R . . . .
H33B H -0.162082 0.353421 0.703420 0.022 Uiso 1 1 calc R . . . .
C34 C -0.09231(12) 0.17701(11) 0.69287(11) 0.0169(3) Uani 1 1 d . . . . .
C35 C -0.10815(13) 0.10788(12) 0.62814(12) 0.0209(3) Uani 1 1 d . . . . .
H35 H -0.117921 0.143986 0.555682 0.025 Uiso 1 1 calc R . . . .
C36 C -0.10985(14) -0.01317(13) 0.66803(13) 0.0242(3) Uani 1 1 d . . . . .
H36 H -0.119930 -0.059539 0.622732 0.029 Uiso 1 1 calc R . . . .
C37 C -0.09685(14) -0.06614(13) 0.77393(13) 0.0245(3) Uani 1 1 d . . . . .
H37 H -0.098806 -0.148758 0.801826 0.029 Uiso 1 1 calc R . . . .
C38 C -0.08088(13) 0.00218(12) 0.83935(12) 0.0215(3) Uani 1 1 d . . . . .
H38 H -0.072095 -0.034533 0.912009 0.026 Uiso 1 1 calc R . . . .
C39 C -0.07758(12) 0.12326(12) 0.80023(11) 0.0175(3) Uani 1 1 d . . . . .
C40 C -0.06136(12) 0.19285(13) 0.87522(11) 0.0198(3) Uani 1 1 d . . . . .
H40A H -0.116772 0.272209 0.868064 0.024 Uiso 1 1 calc R . . . .
H40B H -0.085178 0.150043 0.953601 0.024 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 C6 1.3773(16) . ?
O1 C13 1.4327(16) . ?
O2 C12 1.3676(15) . ?
O2 C20 1.4233(16) . ?
N1 N2 1.2489(16) . ?
N1 C1 1.4532(17) . ?
N2 C7 1.4543(16) . ?
C1 C2 1.3894(19) . ?
C1 C6 1.3959(19) . ?
C2 H2 0.9500 . ?
C2 C3 1.388(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.384(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.392(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.3926(18) . ?
C7 C8 1.3870(18) . ?
C7 C12 1.3969(18) . ?
C8 H8 0.9500 . ?
C8 C9 1.394(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.380(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.3933(18) . ?
C11 H11 0.9500 . ?
C11 C12 1.3910(18) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.5037(19) . ?
C14 C15 1.3950(19) . ?
C14 C19 1.4080(19) . ?
C15 H15 0.9500 . ?
C15 C16 1.388(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.385(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.3922(19) . ?
C18 H18 0.9500 . ?
C18 C19 1.3905(19) . ?
C19 C20 1.5020(18) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
O3 C26 1.3604(15) . ?
O3 C33 1.4374(15) . ?
O4 C32 1.3739(16) . ?
O4 C40 1.4411(16) . ?
N3 N4 1.2526(16) . ?
N3 C21 1.4526(18) . ?
N4 C27 1.4551(17) . ?
C21 C22 1.3837(19) . ?
C21 C26 1.4031(18) . ?
C22 H22 0.9500 . ?
C22 C23 1.389(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.3855(19) . ?
C24 H24 0.9500 . ?
C24 C25 1.3944(19) . ?
C25 H25 0.9500 . ?
C25 C26 1.3925(19) . ?
C27 C28 1.3863(19) . ?
C27 C32 1.3985(18) . ?
C28 H28 0.9500 . ?
C28 C29 1.391(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.385(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.390(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.3918(19) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.5035(18) . ?
C34 C35 1.3913(18) . ?
C34 C39 1.4090(19) . ?
C35 H35 0.9500 . ?
C35 C36 1.3887(19) . ?
C36 H36 0.9500 . ?
C36 C37 1.384(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.392(2) . ?
C38 H38 0.9500 . ?
C38 C39 1.3911(19) . ?
C39 C40 1.5060(18) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?

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
C6 O1 C13 116.89(10) . . ?
C12 O2 C20 117.73(10) . . ?
N2 N1 C1 120.37(11) . . ?
N1 N2 C7 121.40(11) . . ?
C2 C1 N1 119.16(12) . . ?
C2 C1 C6 120.42(13) . . ?
C6 C1 N1 119.94(12) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.47(13) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.35(13) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.44(13) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.51(13) . . ?
C6 C5 H5 120.2 . . ?
O1 C6 C1 116.13(11) . . ?
O1 C6 C5 124.10(12) . . ?
C5 C6 C1 119.76(12) . . ?
C8 C7 N2 120.83(12) . . ?
C8 C7 C12 120.35(12) . . ?
C12 C7 N2 118.03(11) . . ?
C7 C8 H8 120.3 . . ?
C7 C8 C9 119.46(13) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.22(13) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.67(13) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.32(12) . . ?
C12 C11 H11 120.3 . . ?
O2 C12 C7 114.61(11) . . ?
O2 C12 C11 125.42(12) . . ?
C11 C12 C7 119.97(12) . . ?
O1 C13 H13A 110.1 . . ?
O1 C13 H13B 110.1 . . ?
O1 C13 C14 108.08(10) . . ?
H13A C13 H13B 108.4 . . ?
C14 C13 H13A 110.1 . . ?
C14 C13 H13B 110.1 . . ?
C15 C14 C13 119.06(12) . . ?
C15 C14 C19 118.75(12) . . ?
C19 C14 C13 122.20(12) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.27(13) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.75(12) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.77(13) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.87(13) . . ?
C19 C18 H18 119.6 . . ?
C14 C19 C20 121.35(12) . . ?
C18 C19 C14 119.58(12) . . ?
C18 C19 C20 119.06(12) . . ?
O2 C20 C19 108.00(10) . . ?
O2 C20 H20A 110.1 . . ?
O2 C20 H20B 110.1 . . ?
C19 C20 H20A 110.1 . . ?
C19 C20 H20B 110.1 . . ?
H20A C20 H20B 108.4 . . ?
C26 O3 C33 117.13(10) . . ?
C32 O4 C40 116.99(10) . . ?
N4 N3 C21 120.32(11) . . ?
N3 N4 C27 119.09(11) . . ?
C22 C21 N3 120.96(12) . . ?
C22 C21 C26 120.53(13) . . ?
C26 C21 N3 118.11(12) . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.09(13) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.2 . . ?
C24 C23 C22 119.66(13) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C25 120.78(13) . . ?
C25 C24 H24 119.6 . . ?
C24 C25 H25 120.2 . . ?
C26 C25 C24 119.68(12) . . ?
C26 C25 H25 120.2 . . ?
O3 C26 C21 115.37(12) . . ?
O3 C26 C25 125.38(12) . . ?
C25 C26 C21 119.25(12) . . ?
C28 C27 N4 119.78(12) . . ?
C28 C27 C32 120.75(13) . . ?
C32 C27 N4 119.32(12) . . ?
C27 C28 H28 120.2 . . ?
C27 C28 C29 119.62(13) . . ?
C29 C28 H28 120.2 . . ?
C28 C29 H29 120.1 . . ?
C30 C29 C28 119.81(13) . . ?
C30 C29 H29 120.1 . . ?
C29 C30 H30 119.6 . . ?
C29 C30 C31 120.80(13) . . ?
C31 C30 H30 119.6 . . ?
C30 C31 H31 120.1 . . ?
C30 C31 C32 119.71(13) . . ?
C32 C31 H31 120.1 . . ?
O4 C32 C27 115.87(12) . . ?
O4 C32 C31 124.86(12) . . ?
C31 C32 C27 119.26(12) . . ?
O3 C33 H33A 110.1 . . ?
O3 C33 H33B 110.1 . . ?
O3 C33 C34 107.93(10) . . ?
H33A C33 H33B 108.4 . . ?
C34 C33 H33A 110.1 . . ?
C34 C33 H33B 110.1 . . ?
C35 C34 C33 119.35(12) . . ?
C35 C34 C39 119.47(12) . . ?
C39 C34 C33 121.10(12) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 C34 120.89(13) . . ?
C36 C35 H35 119.6 . . ?
C35 C36 H36 120.1 . . ?
C37 C36 C35 119.86(13) . . ?
C37 C36 H36 120.1 . . ?
C36 C37 H37 120.1 . . ?
C36 C37 C38 119.71(13) . . ?
C38 C37 H37 120.1 . . ?
C37 C38 H38 119.4 . . ?
C39 C38 C37 121.16(13) . . ?
C39 C38 H38 119.4 . . ?
C34 C39 C40 122.32(12) . . ?
C38 C39 C34 118.89(12) . . ?
C38 C39 C40 118.77(12) . . ?
O4 C40 C39 108.27(10) . . ?
O4 C40 H40A 110.0 . . ?
O4 C40 H40B 110.0 . . ?
C39 C40 H40A 110.0 . . ?
C39 C40 H40B 110.0 . . ?
H40A C40 H40B 108.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C13 C14 C15 -98.96(14) . . . . ?
O1 C13 C14 C19 80.56(15) . . . . ?
N1 N2 C7 C8 -94.33(16) . . . . ?
N1 N2 C7 C12 95.80(15) . . . . ?
N1 C1 C2 C3 174.02(12) . . . . ?
N1 C1 C6 O1 4.66(17) . . . . ?
N1 C1 C6 C5 -174.38(11) . . . . ?
N2 N1 C1 C2 90.24(15) . . . . ?
N2 N1 C1 C6 -97.68(15) . . . . ?
N2 C7 C8 C9 -171.04(12) . . . . ?
N2 C7 C12 O2 -7.78(17) . . . . ?
N2 C7 C12 C11 171.26(11) . . . . ?
C1 N1 N2 C7 1.72(18) . . . . ?
C1 C2 C3 C4 -0.7(2) . . . . ?
C2 C1 C6 O1 176.64(11) . . . . ?
C2 C1 C6 C5 -2.41(19) . . . . ?
C2 C3 C4 C5 -0.2(2) . . . . ?
C3 C4 C5 C6 -0.3(2) . . . . ?
C4 C5 C6 O1 -177.43(12) . . . . ?
C4 C5 C6 C1 1.53(19) . . . . ?
C6 O1 C13 C14 -167.12(11) . . . . ?
C6 C1 C2 C3 1.99(19) . . . . ?
C7 C8 C9 C10 0.7(2) . . . . ?
C8 C7 C12 O2 -177.70(12) . . . . ?
C8 C7 C12 C11 1.3(2) . . . . ?
C8 C9 C10 C11 0.0(2) . . . . ?
C9 C10 C11 C12 -0.1(2) . . . . ?
C10 C11 C12 O2 178.36(12) . . . . ?
C10 C11 C12 C7 -0.6(2) . . . . ?
C12 O2 C20 C19 165.23(11) . . . . ?
C12 C7 C8 C9 -1.4(2) . . . . ?
C13 O1 C6 C1 149.93(12) . . . . ?
C13 O1 C6 C5 -31.07(17) . . . . ?
C13 C14 C15 C16 178.16(12) . . . . ?
C13 C14 C19 C18 -177.96(12) . . . . ?
C13 C14 C19 C20 3.02(19) . . . . ?
C14 C15 C16 C17 0.1(2) . . . . ?
C14 C19 C20 O2 -68.91(16) . . . . ?
C15 C14 C19 C18 1.56(19) . . . . ?
C15 C14 C19 C20 -177.46(12) . . . . ?
C15 C16 C17 C18 1.0(2) . . . . ?
C16 C17 C18 C19 -0.8(2) . . . . ?
C17 C18 C19 C14 -0.5(2) . . . . ?
C17 C18 C19 C20 178.53(12) . . . . ?
C18 C19 C20 O2 112.07(14) . . . . ?
C19 C14 C15 C16 -1.37(19) . . . . ?
C20 O2 C12 C7 -169.67(12) . . . . ?
C20 O2 C12 C11 11.34(19) . . . . ?
O3 C33 C34 C35 -114.33(13) . . . . ?
O3 C33 C34 C39 68.92(15) . . . . ?
N3 N4 C27 C28 -98.39(15) . . . . ?
N3 N4 C27 C32 86.09(16) . . . . ?
N3 C21 C22 C23 173.61(12) . . . . ?
N3 C21 C26 O3 6.75(17) . . . . ?
N3 C21 C26 C25 -173.18(12) . . . . ?
N4 N3 C21 C22 80.91(16) . . . . ?
N4 N3 C21 C26 -106.30(14) . . . . ?
N4 C27 C28 C29 -178.17(12) . . . . ?
N4 C27 C32 O4 -1.00(17) . . . . ?
N4 C27 C32 C31 178.14(12) . . . . ?
C21 N3 N4 C27 2.24(18) . . . . ?
C21 C22 C23 C24 -0.8(2) . . . . ?
C22 C21 C26 O3 179.57(11) . . . . ?
C22 C21 C26 C25 -0.36(19) . . . . ?
C22 C23 C24 C25 0.0(2) . . . . ?
C23 C24 C25 C26 0.6(2) . . . . ?
C24 C25 C26 O3 179.64(12) . . . . ?
C24 C25 C26 C21 -0.43(19) . . . . ?
C26 O3 C33 C34 -153.41(11) . . . . ?
C26 C21 C22 C23 1.0(2) . . . . ?
C27 C28 C29 C30 1.4(2) . . . . ?
C28 C27 C32 O4 -176.47(12) . . . . ?
C28 C27 C32 C31 2.67(19) . . . . ?
C28 C29 C30 C31 0.0(2) . . . . ?
C29 C30 C31 C32 0.0(2) . . . . ?
C30 C31 C32 O4 177.78(12) . . . . ?
C30 C31 C32 C27 -1.28(19) . . . . ?
C32 O4 C40 C39 173.32(11) . . . . ?
C32 C27 C28 C29 -2.7(2) . . . . ?
C33 O3 C26 C21 164.02(11) . . . . ?
C33 O3 C26 C25 -16.06(18) . . . . ?
C33 C34 C35 C36 -176.68(13) . . . . ?
C33 C34 C39 C38 175.94(12) . . . . ?
C33 C34 C39 C40 -2.63(19) . . . . ?
C34 C35 C36 C37 0.6(2) . . . . ?
C34 C39 C40 O4 -81.34(15) . . . . ?
C35 C34 C39 C38 -0.81(19) . . . . ?
C35 C34 C39 C40 -179.37(12) . . . . ?
C35 C36 C37 C38 -0.6(2) . . . . ?
C36 C37 C38 C39 -0.1(2) . . . . ?
C37 C38 C39 C34 0.8(2) . . . . ?
C37 C38 C39 C40 179.40(12) . . . . ?
C38 C39 C40 O4 100.10(14) . . . . ?
C39 C34 C35 C36 0.1(2) . . . . ?
C40 O4 C32 C27 -155.86(11) . . . . ?
C40 O4 C32 C31 25.05(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_eleyan190808_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2021639'
loop_
_audit_author_name
_audit_author_address
'Enno Lork'
;University of Bremen
Germany
;
_audit_update_record             
;
2020-08-07 deposited with the CCDC.	2020-12-02 downloaded from the CCDC.
;
_audit_creation_date             2019-09-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
eleya@uni-bremen.de
e.lork@uni-bremen.de
staubitz@uni-bremen.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H16 N2 O2'
_chemical_formula_sum            'C20 H16 N2 O2'
_chemical_formula_weight         316.35
_chemical_absolute_configuration ad
_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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.2398(2)
_cell_length_b                   9.5789(3)
_cell_length_c                   30.1769(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1514.62(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9978
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      29.64
_cell_measurement_theta_min      2.52
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1545 before and 0.0575 after correction. The Ratio of minimum to maximum transmission is 0.8854. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            29627
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.676
_diffrn_reflns_theta_min         3.437
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.711
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                4075
_reflns_number_total             4290
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 1616 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0375
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0381P)²+0.5878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0870
_refine_ls_wR_factor_ref         0.0881
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C15(H15),
 C16(H16), C17(H17), C18(H18)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6453(2) 0.31831(12) 0.66872(4) 0.0150(2) Uani 1 1 d . . . . .
O2 O 0.3477(3) 0.38218(13) 0.53760(4) 0.0179(3) Uani 1 1 d . . . . .
N1 N 0.1763(3) 0.47821(15) 0.66906(5) 0.0153(3) Uani 1 1 d . . . . .
N2 N 0.2035(3) 0.42455(15) 0.63142(4) 0.0136(3) Uani 1 1 d . . . . .
C1 C 0.2577(3) 0.38703(17) 0.70404(5) 0.0141(3) Uani 1 1 d . . . . .
C2 C 0.1003(3) 0.38639(19) 0.74139(5) 0.0172(3) Uani 1 1 d . . . . .
H2 H -0.039528 0.449273 0.743083 0.021 Uiso 1 1 calc R . . . .
C3 C 0.1468(4) 0.2944(2) 0.77613(6) 0.0206(4) Uani 1 1 d . . . . .
H3 H 0.035516 0.291706 0.800966 0.025 Uiso 1 1 calc R . . . .
C4 C 0.3569(4) 0.2067(2) 0.77422(6) 0.0206(4) Uani 1 1 d . . . . .
H4 H 0.387916 0.142678 0.797651 0.025 Uiso 1 1 calc R . . . .
C5 C 0.5225(3) 0.21163(19) 0.73832(6) 0.0183(3) Uani 1 1 d . . . . .
H5 H 0.669131 0.153334 0.737857 0.022 Uiso 1 1 calc R . . . .
C6 C 0.4749(3) 0.30164(17) 0.70291(5) 0.0140(3) Uani 1 1 d . . . . .
C7 C 0.0958(3) 0.50412(17) 0.59611(5) 0.0132(3) Uani 1 1 d . . . . .
C8 C -0.1020(3) 0.59980(17) 0.60372(6) 0.0158(3) Uani 1 1 d . . . . .
H8 H -0.150410 0.620434 0.633347 0.019 Uiso 1 1 calc R . . . .
C9 C -0.2284(4) 0.66486(18) 0.56919(6) 0.0189(3) Uani 1 1 d . . . . .
H9 H -0.362707 0.728964 0.574963 0.023 Uiso 1 1 calc R . . . .
C10 C -0.1556(4) 0.63488(18) 0.52576(6) 0.0194(4) Uani 1 1 d . . . . .
H10 H -0.240872 0.678756 0.501725 0.023 Uiso 1 1 calc R . . . .
C11 C 0.0401(4) 0.54167(18) 0.51753(6) 0.0172(3) Uani 1 1 d . . . . .
H11 H 0.089720 0.523727 0.487797 0.021 Uiso 1 1 calc R . . . .
C12 C 0.1665(3) 0.47317(17) 0.55211(5) 0.0144(3) Uani 1 1 d . . . . .
C13 C 0.7387(3) 0.19155(18) 0.64801(6) 0.0160(3) Uani 1 1 d . . . . .
H13A H 0.808819 0.128619 0.671017 0.019 Uiso 1 1 calc R . . . .
H13B H 0.878199 0.214991 0.627175 0.019 Uiso 1 1 calc R . . . .
C14 C 0.5287(3) 0.11796(17) 0.62339(5) 0.0153(3) Uani 1 1 d . . . . .
C15 C 0.4397(4) -0.01042(18) 0.63866(6) 0.0198(4) Uani 1 1 d . . . . .
H15 H 0.515875 -0.051785 0.664032 0.024 Uiso 1 1 calc R . . . .
C16 C 0.2405(4) -0.07877(19) 0.61721(6) 0.0225(4) Uani 1 1 d . . . . .
H16 H 0.183335 -0.166983 0.627612 0.027 Uiso 1 1 calc R . . . .
C17 C 0.1261(4) -0.0179(2) 0.58067(6) 0.0214(4) Uani 1 1 d . . . . .
H17 H -0.012171 -0.063513 0.566334 0.026 Uiso 1 1 calc R . . . .
C18 C 0.2134(3) 0.11009(19) 0.56492(6) 0.0175(3) Uani 1 1 d . . . . .
H18 H 0.134958 0.151194 0.539715 0.021 Uiso 1 1 calc R . . . .
C19 C 0.4152(3) 0.17848(17) 0.58588(5) 0.0141(3) Uani 1 1 d . . . . .
C20 C 0.5209(3) 0.31299(18) 0.56728(5) 0.0151(3) Uani 1 1 d . . . . .
H20A H 0.562021 0.376718 0.592104 0.018 Uiso 1 1 calc R . . . .
H20B H 0.681656 0.292597 0.551307 0.018 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 C6 1.374(2) . ?
O1 C13 1.4507(19) . ?
O2 C12 1.361(2) . ?
O2 C20 1.437(2) . ?
N1 N2 1.2549(19) . ?
N1 C1 1.435(2) . ?
N2 C7 1.426(2) . ?
C1 C2 1.396(2) . ?
C1 C6 1.402(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.391(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.395(2) . ?
C7 C8 1.403(2) . ?
C7 C12 1.410(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.383(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.395(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.382(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.399(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.503(2) . ?
C14 C15 1.394(2) . ?
C14 C19 1.404(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.392(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.393(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.396(2) . ?
C19 C20 1.511(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?

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
C6 O1 C13 116.45(13) . . ?
C12 O2 C20 122.36(13) . . ?
N2 N1 C1 112.51(14) . . ?
N1 N2 C7 114.36(14) . . ?
C2 C1 N1 114.90(15) . . ?
C2 C1 C6 119.76(15) . . ?
C6 C1 N1 125.33(14) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.51(16) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.45(16) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.54(17) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.45(17) . . ?
C6 C5 H5 119.8 . . ?
O1 C6 C1 118.57(14) . . ?
O1 C6 C5 122.05(15) . . ?
C5 C6 C1 119.14(15) . . ?
C8 C7 N2 121.27(15) . . ?
C8 C7 C12 119.07(15) . . ?
C12 C7 N2 119.16(15) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 C7 121.66(16) . . ?
C9 C8 H8 119.2 . . ?
C8 C9 H9 120.5 . . ?
C8 C9 C10 118.95(17) . . ?
C10 C9 H9 120.5 . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.32(16) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 119.3 . . ?
C10 C11 C12 121.34(16) . . ?
C12 C11 H11 119.3 . . ?
O2 C12 C7 128.37(15) . . ?
O2 C12 C11 112.99(14) . . ?
C11 C12 C7 118.64(16) . . ?
O1 C13 H13A 109.4 . . ?
O1 C13 H13B 109.4 . . ?
O1 C13 C14 111.01(14) . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C15 C14 C13 119.68(16) . . ?
C15 C14 C19 119.29(16) . . ?
C19 C14 C13 121.00(15) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.81(17) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.84(17) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.03(17) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.51(17) . . ?
C19 C18 H18 119.7 . . ?
C14 C19 C20 119.77(15) . . ?
C18 C19 C14 119.51(16) . . ?
C18 C19 C20 120.65(15) . . ?
O2 C20 C19 113.17(14) . . ?
O2 C20 H20A 108.9 . . ?
O2 C20 H20B 108.9 . . ?
C19 C20 H20A 108.9 . . ?
C19 C20 H20B 108.9 . . ?
H20A C20 H20B 107.8 . . ?

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 C13 C14 C15 -112.15(17) . . . . ?
O1 C13 C14 C19 66.0(2) . . . . ?
N1 N2 C7 C8 -23.5(2) . . . . ?
N1 N2 C7 C12 164.72(15) . . . . ?
N1 C1 C2 C3 174.88(16) . . . . ?
N1 C1 C6 O1 9.5(2) . . . . ?
N1 C1 C6 C5 -176.10(16) . . . . ?
N2 N1 C1 C2 -139.24(16) . . . . ?
N2 N1 C1 C6 40.3(2) . . . . ?
N2 C7 C8 C9 -172.06(16) . . . . ?
N2 C7 C12 O2 -6.6(3) . . . . ?
N2 C7 C12 C11 173.37(15) . . . . ?
C1 N1 N2 C7 172.52(14) . . . . ?
C1 C2 C3 C4 2.5(3) . . . . ?
C2 C1 C6 O1 -170.99(15) . . . . ?
C2 C1 C6 C5 3.4(2) . . . . ?
C2 C3 C4 C5 1.0(3) . . . . ?
C3 C4 C5 C6 -2.2(3) . . . . ?
C4 C5 C6 O1 174.20(16) . . . . ?
C4 C5 C6 C1 0.0(3) . . . . ?
C6 O1 C13 C14 67.57(18) . . . . ?
C6 C1 C2 C3 -4.7(3) . . . . ?
C7 C8 C9 C10 -0.4(3) . . . . ?
C8 C7 C12 O2 -178.49(16) . . . . ?
C8 C7 C12 C11 1.4(2) . . . . ?
C8 C9 C10 C11 -0.1(3) . . . . ?
C9 C10 C11 C12 1.2(3) . . . . ?
C10 C11 C12 O2 178.02(16) . . . . ?
C10 C11 C12 C7 -1.9(3) . . . . ?
C12 O2 C20 C19 87.06(19) . . . . ?
C12 C7 C8 C9 -0.3(2) . . . . ?
C13 O1 C6 C1 -135.37(15) . . . . ?
C13 O1 C6 C5 50.4(2) . . . . ?
C13 C14 C15 C16 178.15(16) . . . . ?
C13 C14 C19 C18 -177.28(15) . . . . ?
C13 C14 C19 C20 5.8(2) . . . . ?
C14 C15 C16 C17 -1.1(3) . . . . ?
C14 C19 C20 O2 -163.50(14) . . . . ?
C15 C14 C19 C18 0.8(2) . . . . ?
C15 C14 C19 C20 -176.11(15) . . . . ?
C15 C16 C17 C18 1.3(3) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
C17 C18 C19 C14 -0.6(2) . . . . ?
C17 C18 C19 C20 176.28(15) . . . . ?
C18 C19 C20 O2 19.6(2) . . . . ?
C19 C14 C15 C16 0.0(3) . . . . ?
C20 O2 C12 C7 -7.6(3) . . . . ?
C20 O2 C12 C11 172.49(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
