# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

####################################################################### 
# 
# 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_global
_database_code_depnum_ccdc_archive 'CCDC 1530920'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-04-26 downloaded from the CCDC.
;
#===============================================================================

# 4. CHEMICAL DATA 

_chemical_name_systematic        (E)-Ethyl
_chemical_name_common            ?
_chemical_formula_moiety         'C27 H28 N2 O4'
_chemical_formula_sum            'C27 H28 N2 O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         444.51

_chemical_melting_point          ?

#===============================================================================

# 5. CRYSTAL DATA

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

_cell_length_a                   14.9717(7)
_cell_length_b                   12.6634(6)
_cell_length_c                   12.1987(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.207(2)
_cell_angle_gamma                90
_cell_volume                     2303.24(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9858
_cell_measurement_theta_min      2.3232
_cell_measurement_theta_max      31.9958
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.456
_exptl_crystal_size_mid          0.424
_exptl_crystal_size_min          0.122
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944

_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker-Nonius X8 Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            48955
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         32.06
_diffrn_reflns_theta_full        32.06
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       11

_refine_special_details          
;
Ester group is disordered, RIGU and SAME/SADI restraints used to maintain 
consistency between two parts.
H2 is hydrogen bonded to the symmetry equivalent methyl ether. H2 position
allowed to refine freely, with isotropic displacement set to 1.2X that of N2.
Reflection 1 0 0 omitted beacuase it is blocked by beamstop.
 
;

_reflns_number_total             7988
_reflns_number_gt                6252
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_gt          0.1141
_refine_ls_wR_factor_ref         0.1259
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.033
_refine_ls_number_reflns         7988
_refine_ls_number_parameters     351
_refine_ls_number_restraints     50
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0561P)²+0.9691P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.360
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.02155(6) 0.41817(7) 0.64584(8) 0.0287(2) Uani d . . . 1.0 . .
O O2 0.03181(5) 0.26823(6) 0.75264(7) 0.02127(17) Uani d . . . 1.0 . .
N N1 0.08842(6) 0.45917(7) 0.87262(8) 0.01817(17) Uani d . . . 1.0 . .
N N2 0.15014(6) 0.66976(7) 1.20361(8) 0.01807(17) Uani d . . . 1.0 . .
H H2 0.0923(10) 0.6772(12) 1.2110(12) 0.022 Uiso d U . . 1.0 . .
C C1 0.13007(7) 0.41372(8) 0.79822(8) 0.01509(18) Uani d . . . 1.0 . .
C C2 0.23277(6) 0.41739(7) 0.81357(8) 0.01250(17) Uani d . . . 1.0 . .
C C3 0.24625(6) 0.48433(8) 0.92128(8) 0.01385(17) Uani d . . . 1.0 . .
H H3A 0.2806 0.4442 0.9807 0.017 Uiso calc U . R 1.0 . .
H H3B 0.2784 0.5509 0.9085 0.017 Uiso calc U . R 1.0 . .
C C4 0.15200(7) 0.50657(8) 0.95046(9) 0.01555(18) Uani d . . . 1.0 . .
C C5 0.12574(7) 0.56218(8) 1.03606(9) 0.01796(19) Uani d . . . 1.0 . .
H H5 0.0631 0.568 1.042 0.022 Uiso calc U . R 1.0 . .
C C6 0.18510(7) 0.61370(8) 1.11952(9) 0.01608(18) Uani d . . . 1.0 . .
C C7 0.27746(7) 0.62174(8) 1.13735(9) 0.01678(19) Uani d . . . 1.0 . .
H H7 0.3198 0.5914 1.0931 0.02 Uiso calc U . R 1.0 . .
C C8 0.29751(7) 0.68342(8) 1.23348(9) 0.01664(19) Uani d . . D 1.0 . .
C C9 0.21691(7) 0.71223(8) 1.27212(9) 0.01730(19) Uani d . . . 1.0 . .
H H9 0.2097 0.7542 1.3353 0.021 Uiso calc U . R 1.0 . .
C C10 0.08078(7) 0.35028(9) 0.70653(9) 0.0181(2) Uani d . . . 1.0 . .
H H10 0.1245 0.3197 0.6579 0.022 Uiso calc U . R 1.0 . .
C C11 -0.01747(11) 0.36960(13) 0.54641(12) 0.0415(4) Uani d . . . 1.0 . .
H H11A 0.0302 0.3486 0.5009 0.062 Uiso calc U . R 1.0 . .
H H11B -0.0576 0.42 0.5057 0.062 Uiso calc U . R 1.0 . .
H H11C -0.0517 0.3071 0.5648 0.062 Uiso calc U . R 1.0 . .
C C12 0.05504(10) 0.16328(10) 0.72243(13) 0.0338(3) Uani d . . . 1.0 . .
H H12A 0.0518 0.1577 0.642 0.051 Uiso calc U . R 1.0 . .
H H12B 0.0131 0.113 0.7509 0.051 Uiso calc U . R 1.0 . .
H H12C 0.1161 0.1472 0.7537 0.051 Uiso calc U . R 1.0 . .
C C13 0.27436(7) 0.47595(7) 0.72146(8) 0.01420(18) Uani d . . . 1.0 . .
C C14 0.22329(8) 0.54461(8) 0.65216(8) 0.01807(19) Uani d . . . 1.0 . .
H H14 0.1606 0.5501 0.6577 0.022 Uiso calc U . R 1.0 . .
C C15 0.26321(9) 0.60537(9) 0.57468(9) 0.0251(2) Uani d . . . 1.0 . .
H H15 0.2276 0.6518 0.5277 0.03 Uiso calc U . R 1.0 . .
C C16 0.35415(10) 0.59838(9) 0.56596(10) 0.0289(3) Uani d . . . 1.0 . .
H H16 0.3812 0.6397 0.5131 0.035 Uiso calc U . R 1.0 . .
C C17 0.40606(9) 0.53056(10) 0.63491(11) 0.0273(2) Uani d . . . 1.0 . .
H H17 0.4688 0.5256 0.629 0.033 Uiso calc U . R 1.0 . .
C C18 0.36676(7) 0.46989(9) 0.71264(10) 0.0208(2) Uani d . . . 1.0 . .
H H18 0.4028 0.4242 0.7599 0.025 Uiso calc U . R 1.0 . .
C C19 0.26236(7) 0.30195(8) 0.82724(8) 0.01463(18) Uani d . . . 1.0 . .
C C20 0.24557(10) 0.24824(9) 0.92322(9) 0.0290(3) Uani d . . . 1.0 . .
H H20 0.2216 0.2856 0.9814 0.035 Uiso calc U . R 1.0 . .
C C21 0.26342(13) 0.14085(10) 0.93469(11) 0.0399(4) Uani d . . . 1.0 . .
H H21 0.2523 0.1056 1.0008 0.048 Uiso calc U . R 1.0 . .
C C22 0.29750(11) 0.08487(9) 0.84977(10) 0.0315(3) Uani d . . . 1.0 . .
H H22 0.3098 0.0115 0.8576 0.038 Uiso calc U . R 1.0 . .
C C23 0.31341(8) 0.13692(8) 0.75382(10) 0.0214(2) Uani d . . . 1.0 . .
H H23 0.3365 0.099 0.6954 0.026 Uiso calc U . R 1.0 . .
C C24 0.29582(7) 0.24465(8) 0.74236(9) 0.01654(19) Uani d . . . 1.0 . .
H H24 0.3068 0.2794 0.6759 0.02 Uiso calc U . R 1.0 . .
O O3 0.4549(6) 0.6739(8) 1.2439(8) 0.046(2) Uani d U P D 0.569(4) A 1
O O4 0.3865(5) 0.7876(8) 1.3598(8) 0.0254(11) Uani d U P D 0.569(4) A 1
C C25 0.3892(3) 0.7173(7) 1.2762(6) 0.0171(11) Uani d U P D 0.569(4) A 1
C C26 0.47109(18) 0.8418(2) 1.3921(2) 0.0261(5) Uani d U P D 0.569(4) A 1
H H26A 0.4587 0.9121 1.4226 0.031 Uiso calc U P R 0.569(4) A 1
H H26B 0.5047 0.852 1.3267 0.031 Uiso calc U P R 0.569(4) A 1
C C27 0.52673(14) 0.7780(2) 1.47702(19) 0.0296(6) Uani d U P D 0.569(4) A 1
H H27A 0.5415 0.7097 1.4454 0.044 Uiso calc U P R 0.569(4) A 1
H H27B 0.4928 0.7664 1.541 0.044 Uiso calc U P R 0.569(4) A 1
H H27C 0.5822 0.8162 1.5 0.044 Uiso calc U P R 0.569(4) A 1
O O3A 0.4551(6) 0.6877(10) 1.2303(10) 0.0289(11) Uani d U P D 0.431(4) A 2
O O4A 0.3960(7) 0.7776(10) 1.3556(9) 0.0265(16) Uani d U P D 0.431(4) A 2
C C25A 0.3865(6) 0.7078(11) 1.2728(10) 0.031(2) Uani d U P D 0.431(4) A 2
C C26A 0.4905(2) 0.7981(4) 1.3945(3) 0.0284(8) Uani d U P D 0.431(4) A 2
H H26C 0.5246 0.8199 1.3324 0.034 Uiso calc U P R 0.431(4) A 2
H H26D 0.5187 0.7339 1.4285 0.034 Uiso calc U P R 0.431(4) A 2
C C27A 0.4898(2) 0.8842(3) 1.4769(3) 0.0343(9) Uani d U P D 0.431(4) A 2
H H27D 0.4552 0.9441 1.4447 0.052 Uiso calc U P R 0.431(4) A 2
H H27E 0.5514 0.9067 1.4987 0.052 Uiso calc U P R 0.431(4) A 2
H H27F 0.4621 0.8586 1.5417 0.052 Uiso calc U P R 0.431(4) A 2


_geom_special_details            
;

All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C10 . 1.3980(13) ?
O1 C11 . 1.4360(16) ?
O2 C10 . 1.4172(13) ?
O2 C12 . 1.4304(15) ?
N1 C1 . 1.2832(14) ?
N1 C4 . 1.4156(13) ?
N2 C9 . 1.3548(14) ?
N2 C6 . 1.3884(13) ?
N2 H2 . 0.884(15) ?
C1 C10 . 1.5136(14) ?
C1 C2 . 1.5328(13) ?
C2 C13 . 1.5254(14) ?
C2 C19 . 1.5323(13) ?
C2 C3 . 1.5613(14) ?
C3 C4 . 1.5127(14) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 C5 . 1.3473(14) ?
C5 C6 . 1.4449(15) ?
C5 H5 . 0.95 ?
C6 C7 . 1.3839(14) ?
C7 C8 . 1.4182(15) ?
C7 H7 . 0.95 ?
C8 C9 . 1.3838(15) ?
C8 C25A . 1.408(8) ?
C8 C25 . 1.486(5) ?
C9 H9 . 0.95 ?
C10 H10 . 1.0 ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 C14 . 1.3921(14) ?
C13 C18 . 1.3994(14) ?
C14 C15 . 1.3946(16) ?
C14 H14 . 0.95 ?
C15 C16 . 1.378(2) ?
C15 H15 . 0.95 ?
C16 C17 . 1.389(2) ?
C16 H16 . 0.95 ?
C17 C18 . 1.3918(16) ?
C17 H17 . 0.95 ?
C18 H18 . 0.95 ?
C19 C24 . 1.3942(14) ?
C19 C20 . 1.3965(15) ?
C20 C21 . 1.3905(17) ?
C20 H20 . 0.95 ?
C21 C22 . 1.3900(18) ?
C21 H21 . 0.95 ?
C22 C23 . 1.3827(17) ?
C22 H22 . 0.95 ?
C23 C24 . 1.3940(14) ?
C23 H23 . 0.95 ?
C24 H24 . 0.95 ?
O3 C25 . 1.223(8) ?
O4 C25 . 1.358(7) ?
O4 C26 . 1.462(7) ?
C26 C27 . 1.504(4) ?
C26 H26A . 0.99 ?
C26 H26B . 0.99 ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
O3A C25A . 1.219(10) ?
O4A C25A . 1.340(10) ?
O4A C26A . 1.474(9) ?
C26A C27A . 1.483(5) ?
C26A H26C . 0.99 ?
C26A H26D . 0.99 ?
C27A H27D . 0.98 ?
C27A H27E . 0.98 ?
C27A H27F . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C10 O1 C11 . . 111.95(10) ?
C10 O2 C12 . . 115.61(9) ?
C1 N1 C4 . . 108.93(9) ?
C9 N2 C6 . . 110.62(9) ?
C9 N2 H2 . . 124.8(10) ?
C6 N2 H2 . . 124.6(10) ?
N1 C1 C10 . . 121.68(9) ?
N1 C1 C2 . . 116.51(9) ?
C10 C1 C2 . . 121.52(9) ?
C13 C2 C19 . . 114.24(8) ?
C13 C2 C1 . . 113.38(8) ?
C19 C2 C1 . . 105.14(8) ?
C13 C2 C3 . . 109.01(8) ?
C19 C2 C3 . . 114.35(8) ?
C1 C2 C3 . . 99.84(7) ?
C4 C3 C2 . . 104.31(8) ?
C4 C3 H3A . . 110.9 ?
C2 C3 H3A . . 110.9 ?
C4 C3 H3B . . 110.9 ?
C2 C3 H3B . . 110.9 ?
H3A C3 H3B . . 108.9 ?
C5 C4 N1 . . 121.05(9) ?
C5 C4 C3 . . 128.59(9) ?
N1 C4 C3 . . 110.36(8) ?
C4 C5 C6 . . 125.31(9) ?
C4 C5 H5 . . 117.3 ?
C6 C5 H5 . . 117.3 ?
C7 C6 N2 . . 106.54(9) ?
C7 C6 C5 . . 133.31(10) ?
N2 C6 C5 . . 120.16(9) ?
C6 C7 C8 . . 107.70(9) ?
C6 C7 H7 . . 126.2 ?
C8 C7 H7 . . 126.2 ?
C9 C8 C25A . . 130.8(4) ?
C9 C8 C7 . . 107.53(9) ?
C25A C8 C7 . . 121.7(4) ?
C9 C8 C25 . . 127.6(3) ?
C7 C8 C25 . . 124.6(3) ?
N2 C9 C8 . . 107.62(9) ?
N2 C9 H9 . . 126.2 ?
C8 C9 H9 . . 126.2 ?
O1 C10 O2 . . 109.57(9) ?
O1 C10 C1 . . 107.95(9) ?
O2 C10 C1 . . 109.32(9) ?
O1 C10 H10 . . 110.0 ?
O2 C10 H10 . . 110.0 ?
C1 C10 H10 . . 110.0 ?
O1 C11 H11A . . 109.5 ?
O1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
O1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
O2 C12 H12A . . 109.5 ?
O2 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
O2 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C14 C13 C18 . . 118.68(10) ?
C14 C13 C2 . . 120.83(9) ?
C18 C13 C2 . . 120.16(9) ?
C13 C14 C15 . . 120.70(11) ?
C13 C14 H14 . . 119.7 ?
C15 C14 H14 . . 119.7 ?
C16 C15 C14 . . 120.27(11) ?
C16 C15 H15 . . 119.9 ?
C14 C15 H15 . . 119.9 ?
C15 C16 C17 . . 119.68(11) ?
C15 C16 H16 . . 120.2 ?
C17 C16 H16 . . 120.2 ?
C16 C17 C18 . . 120.39(12) ?
C16 C17 H17 . . 119.8 ?
C18 C17 H17 . . 119.8 ?
C17 C18 C13 . . 120.27(11) ?
C17 C18 H18 . . 119.9 ?
C13 C18 H18 . . 119.9 ?
C24 C19 C20 . . 118.25(9) ?
C24 C19 C2 . . 122.38(9) ?
C20 C19 C2 . . 118.92(9) ?
C21 C20 C19 . . 120.87(11) ?
C21 C20 H20 . . 119.6 ?
C19 C20 H20 . . 119.6 ?
C22 C21 C20 . . 120.26(11) ?
C22 C21 H21 . . 119.9 ?
C20 C21 H21 . . 119.9 ?
C23 C22 C21 . . 119.40(11) ?
C23 C22 H22 . . 120.3 ?
C21 C22 H22 . . 120.3 ?
C22 C23 C24 . . 120.39(10) ?
C22 C23 H23 . . 119.8 ?
C24 C23 H23 . . 119.8 ?
C23 C24 C19 . . 120.81(10) ?
C23 C24 H24 . . 119.6 ?
C19 C24 H24 . . 119.6 ?
C25 O4 C26 . . 115.3(6) ?
O3 C25 O4 . . 128.0(7) ?
O3 C25 C8 . . 120.1(7) ?
O4 C25 C8 . . 111.3(5) ?
O4 C26 C27 . . 110.2(5) ?
O4 C26 H26A . . 109.6 ?
C27 C26 H26A . . 109.6 ?
O4 C26 H26B . . 109.6 ?
C27 C26 H26B . . 109.6 ?
H26A C26 H26B . . 108.1 ?
C26 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C25A O4A C26A . . 113.1(8) ?
O3A C25A O4A . . 115.0(10) ?
O3A C25A C8 . . 128.1(10) ?
O4A C25A C8 . . 115.7(8) ?
O4A C26A C27A . . 106.4(5) ?
O4A C26A H26C . . 110.5 ?
C27A C26A H26C . . 110.5 ?
O4A C26A H26D . . 110.5 ?
C27A C26A H26D . . 110.5 ?
H26C C26A H26D . . 108.6 ?
C26A C27A H27D . . 109.5 ?
C26A C27A H27E . . 109.5 ?
H27D C27A H27E . . 109.5 ?
C26A C27A H27F . . 109.5 ?
H27D C27A H27F . . 109.5 ?
H27E C27A H27F . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C4 N1 C1 C10 . . . . 176.40(9) ?
C4 N1 C1 C2 . . . . 2.48(12) ?
N1 C1 C2 C13 . . . . -117.78(10) ?
C10 C1 C2 C13 . . . . 68.28(12) ?
N1 C1 C2 C19 . . . . 116.74(10) ?
C10 C1 C2 C19 . . . . -57.20(11) ?
N1 C1 C2 C3 . . . . -1.98(11) ?
C10 C1 C2 C3 . . . . -175.92(9) ?
C13 C2 C3 C4 . . . . 119.72(8) ?
C19 C2 C3 C4 . . . . -111.03(9) ?
C1 C2 C3 C4 . . . . 0.66(9) ?
C1 N1 C4 C5 . . . . 178.22(10) ?
C1 N1 C4 C3 . . . . -1.86(12) ?
C2 C3 C4 C5 . . . . -179.50(11) ?
C2 C3 C4 N1 . . . . 0.59(11) ?
N1 C4 C5 C6 . . . . -179.81(10) ?
C3 C4 C5 C6 . . . . 0.29(18) ?
C9 N2 C6 C7 . . . . 0.22(12) ?
C9 N2 C6 C5 . . . . -179.54(10) ?
C4 C5 C6 C7 . . . . -0.3(2) ?
C4 C5 C6 N2 . . . . 179.43(10) ?
N2 C6 C7 C8 . . . . 0.04(11) ?
C5 C6 C7 C8 . . . . 179.76(11) ?
C6 C7 C8 C9 . . . . -0.28(12) ?
C6 C7 C8 C25A . . . . -178.9(7) ?
C6 C7 C8 C25 . . . . -175.2(4) ?
C6 N2 C9 C8 . . . . -0.40(12) ?
C25A C8 C9 N2 . . . . 178.9(8) ?
C7 C8 C9 N2 . . . . 0.41(12) ?
C25 C8 C9 N2 . . . . 175.2(5) ?
C11 O1 C10 O2 . . . . -70.66(13) ?
C11 O1 C10 C1 . . . . 170.38(10) ?
C12 O2 C10 O1 . . . . 121.78(11) ?
C12 O2 C10 C1 . . . . -120.10(11) ?
N1 C1 C10 O1 . . . . 61.31(13) ?
C2 C1 C10 O1 . . . . -125.07(10) ?
N1 C1 C10 O2 . . . . -57.81(13) ?
C2 C1 C10 O2 . . . . 115.81(10) ?
C19 C2 C13 C14 . . . . 138.79(9) ?
C1 C2 C13 C14 . . . . 18.33(13) ?
C3 C2 C13 C14 . . . . -91.90(11) ?
C19 C2 C13 C18 . . . . -47.92(12) ?
C1 C2 C13 C18 . . . . -168.37(9) ?
C3 C2 C13 C18 . . . . 81.39(11) ?
C18 C13 C14 C15 . . . . 0.65(15) ?
C2 C13 C14 C15 . . . . 174.05(9) ?
C13 C14 C15 C16 . . . . -0.19(16) ?
C14 C15 C16 C17 . . . . -0.11(17) ?
C15 C16 C17 C18 . . . . -0.08(18) ?
C16 C17 C18 C13 . . . . 0.55(18) ?
C14 C13 C18 C17 . . . . -0.83(16) ?
C2 C13 C18 C17 . . . . -174.27(10) ?
C13 C2 C19 C24 . . . . -22.36(13) ?
C1 C2 C19 C24 . . . . 102.59(11) ?
C3 C2 C19 C24 . . . . -148.94(9) ?
C13 C2 C19 C20 . . . . 165.40(10) ?
C1 C2 C19 C20 . . . . -69.66(12) ?
C3 C2 C19 C20 . . . . 38.81(13) ?
C24 C19 C20 C21 . . . . 1.2(2) ?
C2 C19 C20 C21 . . . . 173.82(13) ?
C19 C20 C21 C22 . . . . -0.7(3) ?
C20 C21 C22 C23 . . . . -0.1(2) ?
C21 C22 C23 C24 . . . . 0.3(2) ?
C22 C23 C24 C19 . . . . 0.29(18) ?
C20 C19 C24 C23 . . . . -1.03(16) ?
C2 C19 C24 C23 . . . . -173.33(10) ?
C26 O4 C25 O3 . . . . 20.5(16) ?
C26 O4 C25 C8 . . . . -168.0(7) ?
C9 C8 C25 O3 . . . . 169.6(7) ?
C7 C8 C25 O3 . . . . -16.5(11) ?
C9 C8 C25 O4 . . . . -2.7(10) ?
C7 C8 C25 O4 . . . . 171.3(6) ?
C25 O4 C26 C27 . . . . -87.7(9) ?
C26A O4A C25A O3A . . . . -12.7(19) ?
C26A O4A C25A C8 . . . . 178.9(9) ?
C9 C8 C25A O3A . . . . -173.2(11) ?
C7 C8 C25A O3A . . . . 5.1(19) ?
C9 C8 C25A O4A . . . . -6.6(17) ?
C7 C8 C25A O4A . . . . 171.7(9) ?
C25A O4A C26A C27A . . . . 174.2(10) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2 O2 3_567 0.884(15) 2.068(15) 2.9301(12) 164.8(14) ?

####################################################################### 
# 
# 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_global
_database_code_depnum_ccdc_archive 'CCDC 1530918'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-04-26 downloaded from the CCDC.
;
#===============================================================================


# 4. CHEMICAL DATA 
_chemical_name_systematic        (E)-Ethyl
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H23 N O3'
_chemical_formula_sum            'C25 H23 N O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         385.44
_chemical_absolute_configuration ad

_chemical_melting_point          ?
#===============================================================================

# 5. CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_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+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   7.1439(2)
_cell_length_b                   7.4301(2)
_cell_length_c                   38.8575(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2062.55(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    112
_cell_measurement_theta_min      7.5572
_cell_measurement_theta_max      28.8017
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       tablet
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.189
_exptl_crystal_size_min          0.116
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             816

_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker-Nonius X8 Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            47990
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_theta_min         2.10
_diffrn_reflns_theta_max         31.73
_diffrn_reflns_theta_full        31.73
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -56
_diffrn_reflns_limit_l_max       57

_refine_special_details          
;

?
;

_reflns_number_total             6992
_reflns_number_gt                6246
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_gt          0.0827
_refine_ls_wR_factor_ref         0.0853
_refine_ls_goodness_of_fit_ref   1.329
_refine_ls_restrained_S_all      1.329
_refine_ls_number_reflns         6992
_refine_ls_number_parameters     266
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0363P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.262
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Determination of absolute structure is inconclusive.
Flack x determined using 2462 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(3)

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'

_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_cell_refinement       'APEX3 v2016.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 -0.14210(14) 0.77012(13) 0.64538(2) 0.0191(2) Uani d . . . 1 . .
O O2 0.46871(14) 0.02327(13) 0.69723(3) 0.0195(2) Uani d . . . 1 . .
O O3 0.72672(13) 0.16162(12) 0.71750(2) 0.0161(2) Uani d . . . 1 . .
N N1 0.45071(18) 0.63722(15) 0.69721(3) 0.0163(2) Uani d . . . 1 . .
H H1 0.476(2) 0.748(2) 0.6991(4) 0.02 Uiso d U . . 1 . .
C C1 0.5680(2) 0.50212(17) 0.70614(3) 0.0163(3) Uani d . . . 1 . .
H H1A 0.6886 0.5156 0.7161 0.02 Uiso calc U . R 1 . .
C C2 0.48158(19) 0.34123(17) 0.69821(3) 0.0138(2) Uani d . . . 1 . .
C C3 0.30333(19) 0.38356(17) 0.68377(3) 0.0140(2) Uani d . . . 1 . .
H H3 0.212 0.2999 0.676 0.017 Uiso calc U . R 1 . .
C C4 0.28835(19) 0.56870(17) 0.68316(3) 0.0137(2) Uani d . . . 1 . .
C C5 0.14101(19) 0.69115(18) 0.67234(3) 0.0156(3) Uani d . . . 1 . .
H H5 0.1459 0.8114 0.6806 0.019 Uiso calc U . R 1 . .
C C6 -0.00009(19) 0.64671(18) 0.65171(3) 0.0159(3) Uani d . . . 1 . .
C C7 -0.0395(2) 0.47940(19) 0.63156(3) 0.0164(3) Uani d . . . 1 . .
H H7A -0.1131 0.3918 0.6452 0.02 Uiso calc U . R 1 . .
H H7B 0.0775 0.4216 0.6236 0.02 Uiso calc U . R 1 . .
C C8 -0.15575(19) 0.55572(18) 0.60082(3) 0.0158(3) Uani d . . . 1 . .
C C9 -0.2604(2) 0.70217(18) 0.61985(3) 0.0169(3) Uani d . . . 1 . .
C C10 -0.4305(2) 0.7679(2) 0.61593(4) 0.0218(3) Uani d . . . 1 . .
H H10A -0.4733 0.862 0.6305 0.026 Uiso calc U . R 1 . .
H H10B -0.5103 0.7212 0.5985 0.026 Uiso calc U . R 1 . .
C C11 0.55416(19) 0.16076(17) 0.70386(3) 0.0137(2) Uani d . . . 1 . .
C C12 0.80865(19) -0.01302(17) 0.72483(3) 0.0152(3) Uani d . . . 1 . .
H H12A 0.8181 -0.0853 0.7035 0.018 Uiso calc U . R 1 . .
H H12B 0.7306 -0.0795 0.7416 0.018 Uiso calc U . R 1 . .
C C13 1.00056(19) 0.02160(19) 0.73954(3) 0.0174(3) Uani d . . . 1 . .
H H13A 1.076 0.0879 0.7227 0.026 Uiso calc U . R 1 . .
H H13B 1.0614 -0.0934 0.7448 0.026 Uiso calc U . R 1 . .
H H13C 0.9891 0.0928 0.7607 0.026 Uiso calc U . R 1 . .
C C14 -0.2837(2) 0.41421(18) 0.58475(4) 0.0187(3) Uani d . . . 1 . .
C C15 -0.4223(2) 0.3347(2) 0.60511(4) 0.0262(3) Uani d . . . 1 . .
H H15 -0.4371 0.3721 0.6283 0.031 Uiso calc U . R 1 . .
C C16 -0.5384(3) 0.2025(2) 0.59195(6) 0.0367(4) Uani d . . . 1 . .
H H16 -0.6323 0.1503 0.6061 0.044 Uiso calc U . R 1 . .
C C17 -0.5179(3) 0.1460(2) 0.55821(6) 0.0417(5) Uani d . . . 1 . .
H H17 -0.5963 0.054 0.5492 0.05 Uiso calc U . R 1 . .
C C18 -0.3826(3) 0.2243(2) 0.53773(5) 0.0369(4) Uani d . . . 1 . .
H H18 -0.369 0.1865 0.5145 0.044 Uiso calc U . R 1 . .
C C19 -0.2663(2) 0.3576(2) 0.55074(4) 0.0249(3) Uani d . . . 1 . .
H H19 -0.1741 0.4107 0.5363 0.03 Uiso calc U . R 1 . .
C C20 -0.02300(19) 0.64108(19) 0.57428(3) 0.0163(3) Uani d . . . 1 . .
C C21 -0.0549(2) 0.8123(2) 0.56091(4) 0.0193(3) Uani d . . . 1 . .
H H21 -0.1567 0.882 0.5692 0.023 Uiso calc U . R 1 . .
C C22 0.0614(2) 0.8820(2) 0.53546(4) 0.0240(3) Uani d . . . 1 . .
H H22 0.0387 0.9992 0.5266 0.029 Uiso calc U . R 1 . .
C C23 0.2098(2) 0.7819(2) 0.52301(4) 0.0268(3) Uani d . . . 1 . .
H H23 0.2873 0.8289 0.5053 0.032 Uiso calc U . R 1 . .
C C24 0.2450(2) 0.6128(2) 0.53650(4) 0.0271(3) Uani d . . . 1 . .
H H24 0.3483 0.5445 0.5284 0.033 Uiso calc U . R 1 . .
C C25 0.1295(2) 0.5432(2) 0.56190(4) 0.0225(3) Uani d . . . 1 . .
H H25 0.1545 0.4271 0.571 0.027 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C6 . 1.3894(16) ?
O1 C9 . 1.3977(16) ?
O2 C11 . 1.2176(17) ?
O3 C11 . 1.3419(16) ?
O3 C12 . 1.4517(15) ?
N1 C1 . 1.3527(18) ?
N1 C4 . 1.3794(17) ?
N1 H1 . 0.843(17) ?
C1 C2 . 1.3802(18) ?
C1 H1A . 0.95 ?
C2 C3 . 1.4265(19) ?
C2 C11 . 1.4544(18) ?
C3 C4 . 1.3800(18) ?
C3 H3 . 0.95 ?
C4 C5 . 1.4534(18) ?
C5 C6 . 1.3296(19) ?
C5 H5 . 0.95 ?
C6 C7 . 1.4958(19) ?
C7 C8 . 1.5615(18) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 C9 . 1.5135(19) ?
C8 C14 . 1.5266(19) ?
C8 C20 . 1.5378(19) ?
C9 C10 . 1.318(2) ?
C10 H10A . 0.95 ?
C10 H10B . 0.95 ?
C12 C13 . 1.5074(19) ?
C12 H12A . 0.99 ?
C12 H12B . 0.99 ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C14 C19 . 1.392(2) ?
C14 C15 . 1.398(2) ?
C15 C16 . 1.384(2) ?
C15 H15 . 0.95 ?
C16 C17 . 1.384(3) ?
C16 H16 . 0.95 ?
C17 C18 . 1.380(3) ?
C17 H17 . 0.95 ?
C18 C19 . 1.389(2) ?
C18 H18 . 0.95 ?
C19 H19 . 0.95 ?
C20 C21 . 1.393(2) ?
C20 C25 . 1.395(2) ?
C21 C22 . 1.391(2) ?
C21 H21 . 0.95 ?
C22 C23 . 1.383(2) ?
C22 H22 . 0.95 ?
C23 C24 . 1.384(2) ?
C23 H23 . 0.95 ?
C24 C25 . 1.387(2) ?
C24 H24 . 0.95 ?
C25 H25 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 O1 C9 . . 109.20(10) ?
C11 O3 C12 . . 116.34(10) ?
C1 N1 C4 . . 110.39(11) ?
C1 N1 H1 . . 124.6(12) ?
C4 N1 H1 . . 124.9(12) ?
N1 C1 C2 . . 107.96(12) ?
N1 C1 H1A . . 126.0 ?
C2 C1 H1A . . 126.0 ?
C1 C2 C3 . . 107.22(11) ?
C1 C2 C11 . . 127.25(12) ?
C3 C2 C11 . . 125.51(12) ?
C4 C3 C2 . . 107.20(12) ?
C4 C3 H3 . . 126.4 ?
C2 C3 H3 . . 126.4 ?
N1 C4 C3 . . 107.21(12) ?
N1 C4 C5 . . 119.50(11) ?
C3 C4 C5 . . 133.25(13) ?
C6 C5 C4 . . 124.61(12) ?
C6 C5 H5 . . 117.7 ?
C4 C5 H5 . . 117.7 ?
C5 C6 O1 . . 119.76(12) ?
C5 C6 C7 . . 131.66(12) ?
O1 C6 C7 . . 108.56(11) ?
C6 C7 C8 . . 101.46(10) ?
C6 C7 H7A . . 111.5 ?
C8 C7 H7A . . 111.5 ?
C6 C7 H7B . . 111.5 ?
C8 C7 H7B . . 111.5 ?
H7A C7 H7B . . 109.3 ?
C9 C8 C14 . . 113.52(11) ?
C9 C8 C20 . . 109.63(11) ?
C14 C8 C20 . . 112.28(11) ?
C9 C8 C7 . . 98.62(10) ?
C14 C8 C7 . . 112.40(11) ?
C20 C8 C7 . . 109.57(11) ?
C10 C9 O1 . . 120.39(13) ?
C10 C9 C8 . . 131.70(13) ?
O1 C9 C8 . . 107.92(11) ?
C9 C10 H10A . . 120.0 ?
C9 C10 H10B . . 120.0 ?
H10A C10 H10B . . 120.0 ?
O2 C11 O3 . . 123.24(12) ?
O2 C11 C2 . . 124.25(13) ?
O3 C11 C2 . . 112.51(12) ?
O3 C12 C13 . . 106.77(10) ?
O3 C12 H12A . . 110.4 ?
C13 C12 H12A . . 110.4 ?
O3 C12 H12B . . 110.4 ?
C13 C12 H12B . . 110.4 ?
H12A C12 H12B . . 108.6 ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C19 C14 C15 . . 118.20(14) ?
C19 C14 C8 . . 122.85(13) ?
C15 C14 C8 . . 118.93(13) ?
C16 C15 C14 . . 121.02(16) ?
C16 C15 H15 . . 119.5 ?
C14 C15 H15 . . 119.5 ?
C15 C16 C17 . . 120.14(18) ?
C15 C16 H16 . . 119.9 ?
C17 C16 H16 . . 119.9 ?
C18 C17 C16 . . 119.48(16) ?
C18 C17 H17 . . 120.3 ?
C16 C17 H17 . . 120.3 ?
C17 C18 C19 . . 120.65(18) ?
C17 C18 H18 . . 119.7 ?
C19 C18 H18 . . 119.7 ?
C18 C19 C14 . . 120.50(17) ?
C18 C19 H19 . . 119.7 ?
C14 C19 H19 . . 119.7 ?
C21 C20 C25 . . 118.35(13) ?
C21 C20 C8 . . 121.73(12) ?
C25 C20 C8 . . 119.86(12) ?
C22 C21 C20 . . 120.51(14) ?
C22 C21 H21 . . 119.7 ?
C20 C21 H21 . . 119.7 ?
C23 C22 C21 . . 120.40(15) ?
C23 C22 H22 . . 119.8 ?
C21 C22 H22 . . 119.8 ?
C22 C23 C24 . . 119.66(15) ?
C22 C23 H23 . . 120.2 ?
C24 C23 H23 . . 120.2 ?
C23 C24 C25 . . 120.00(15) ?
C23 C24 H24 . . 120.0 ?
C25 C24 H24 . . 120.0 ?
C24 C25 C20 . . 121.06(15) ?
C24 C25 H25 . . 119.5 ?
C20 C25 H25 . . 119.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C4 N1 C1 C2 . . . . -0.57(15) ?
N1 C1 C2 C3 . . . . 0.03(15) ?
N1 C1 C2 C11 . . . . -178.89(13) ?
C1 C2 C3 C4 . . . . 0.52(15) ?
C11 C2 C3 C4 . . . . 179.46(13) ?
C1 N1 C4 C3 . . . . 0.90(15) ?
C1 N1 C4 C5 . . . . 178.87(12) ?
C2 C3 C4 N1 . . . . -0.85(15) ?
C2 C3 C4 C5 . . . . -178.42(14) ?
N1 C4 C5 C6 . . . . 163.88(13) ?
C3 C4 C5 C6 . . . . -18.8(2) ?
C4 C5 C6 O1 . . . . 174.47(12) ?
C4 C5 C6 C7 . . . . -7.2(2) ?
C9 O1 C6 C5 . . . . 172.57(12) ?
C9 O1 C6 C7 . . . . -6.10(14) ?
C5 C6 C7 C8 . . . . -151.28(15) ?
O1 C6 C7 C8 . . . . 27.17(14) ?
C6 C7 C8 C9 . . . . -35.39(13) ?
C6 C7 C8 C14 . . . . -155.33(11) ?
C6 C7 C8 C20 . . . . 79.10(13) ?
C6 O1 C9 C10 . . . . 161.28(13) ?
C6 O1 C9 C8 . . . . -18.92(14) ?
C14 C8 C9 C10 . . . . -27.1(2) ?
C20 C8 C9 C10 . . . . 99.36(18) ?
C7 C8 C9 C10 . . . . -146.19(16) ?
C14 C8 C9 O1 . . . . 153.14(11) ?
C20 C8 C9 O1 . . . . -80.40(13) ?
C7 C8 C9 O1 . . . . 34.04(13) ?
C12 O3 C11 O2 . . . . -1.08(18) ?
C12 O3 C11 C2 . . . . 178.54(11) ?
C1 C2 C11 O2 . . . . 177.70(14) ?
C3 C2 C11 O2 . . . . -1.0(2) ?
C1 C2 C11 O3 . . . . -1.91(19) ?
C3 C2 C11 O3 . . . . 179.36(12) ?
C11 O3 C12 C13 . . . . 179.57(10) ?
C9 C8 C14 C19 . . . . 131.32(14) ?
C20 C8 C14 C19 . . . . 6.27(18) ?
C7 C8 C14 C19 . . . . -117.81(15) ?
C9 C8 C14 C15 . . . . -50.00(17) ?
C20 C8 C14 C15 . . . . -175.05(12) ?
C7 C8 C14 C15 . . . . 60.87(16) ?
C19 C14 C15 C16 . . . . 0.5(2) ?
C8 C14 C15 C16 . . . . -178.28(13) ?
C14 C15 C16 C17 . . . . 0.3(2) ?
C15 C16 C17 C18 . . . . -0.8(3) ?
C16 C17 C18 C19 . . . . 0.6(3) ?
C17 C18 C19 C14 . . . . 0.2(2) ?
C15 C14 C19 C18 . . . . -0.7(2) ?
C8 C14 C19 C18 . . . . 177.95(13) ?
C9 C8 C20 C21 . . . . -23.99(17) ?
C14 C8 C20 C21 . . . . 103.17(14) ?
C7 C8 C20 C21 . . . . -131.19(13) ?
C9 C8 C20 C25 . . . . 158.84(12) ?
C14 C8 C20 C25 . . . . -74.00(15) ?
C7 C8 C20 C25 . . . . 51.64(16) ?
C25 C20 C21 C22 . . . . 1.0(2) ?
C8 C20 C21 C22 . . . . -176.24(13) ?
C20 C21 C22 C23 . . . . 0.2(2) ?
C21 C22 C23 C24 . . . . -1.4(2) ?
C22 C23 C24 C25 . . . . 1.3(2) ?
C23 C24 C25 C20 . . . . 0.0(2) ?
C21 C20 C25 C24 . . . . -1.1(2) ?
C8 C20 C25 C24 . . . . 176.19(13) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 O2 1_565 0.843(17) 2.050(17) 2.8713(14) 164.6(16) ?

####################################################################### 
# 
# 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_global
_database_code_depnum_ccdc_archive 'CCDC 1530919'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-04-26 downloaded from the CCDC.
;
#===============================================================================


# 4. CHEMICAL DATA 

_chemical_name_systematic        Ethyl
_chemical_name_common            ?
_chemical_formula_moiety         'C31 H35 N O6'
_chemical_formula_sum            'C31 H35 N O6'
_chemical_formula_weight         517.63

_chemical_absolute_configuration ?

_chemical_melting_point          ?
#===============================================================================

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

_symmetry_Int_Tables_number      14
_cell_length_a                   14.307(10)
_cell_length_b                   7.170(5)
_cell_length_c                   26.494(19)
_cell_angle_alpha                90
_cell_angle_beta                 93.47(3)
_cell_angle_gamma                90
_cell_volume                     2713(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    277
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      27.2793
_cell_measurement_theta_min      3.1762
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2673
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1104.5922
_exptl_crystal_size_max          0.508
_exptl_crystal_size_mid          0.237
_exptl_crystal_size_min          0.212
_exptl_special_details           
;
;
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            66725
_diffrn_reflns_theta_full        33.1803
_diffrn_reflns_theta_max         33.18
_diffrn_reflns_theta_min         1.54
_diffrn_ambient_temperature      99.97
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.9963
_diffrn_measured_fraction_theta_max 0.9963
_diffrn_measurement_device_type  'Bruker-Nonius X8 Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              21
_reflns_limit_h_min              -21
_reflns_limit_k_max              11
_reflns_limit_k_min              0
_reflns_limit_l_max              40
_reflns_limit_l_min              0
_reflns_number_gt                7980
_reflns_number_total             10332
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'APEX3 v2015.5-2 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.4877
_refine_diff_density_min         -0.3616
_refine_diff_density_rms         0.0700
_refine_ls_d_res_high            0.6493
_refine_ls_d_res_low             13.2228
_refine_ls_goodness_of_fit_ref   1.0485
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    57
_refine_ls_number_parameters     347
_refine_ls_number_reflns         10332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0422
_refine_ls_restrained_S_all      1.0485
_refine_ls_shift/su_max          0.0067
_refine_ls_shift/su_mean         0.0005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0570P)²+0.6942P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1195
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b), C12(H12a,H12b), C13(H13a,H13b), C14(H14a,H14b), C15(H15a,H15b),
 C16(H16a,H16b), C23(H23a,H23b), C30(H30a,H30b)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1a), C3(H3), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C25(H25),
 C26(H26), C27(H27), C28(H28), C29(H29)
2.c Idealised Me refined as rotating group:
 C11(H11a,H11b,H11c), C31(H31a,H31b,H31c)
;
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_refinement_flags_posn
O1 O 0.37725(4) 0.21305(9) 0.34719(2) 0.01450(13) Uani 1.000000 .
O2 O 0.49948(5) 0.14915(10) 0.30105(3) 0.01789(14) Uani 1.000000 .
O3 O 0.01836(5) -0.39269(10) 0.43205(3) 0.02627(17) Uani 1.000000 .
O4 O -0.10713(5) -0.21219(9) 0.44399(3) 0.01612(13) Uani 1.000000 .
O5 O 0.32492(5) 0.23758(10) 0.23029(3) 0.01924(14) Uani 1.000000 .
O6 O 0.43840(5) -0.24033(11) 0.40701(3) 0.01956(14) Uani 1.000000 .
N1 N 0.07650(5) 0.23174(10) 0.42221(3) 0.01347(14) Uani 1.000000 .
H1 H 0.0736(9) 0.3510(19) 0.4243(5) 0.01616(17) Uiso 1.000000 R
C1 C 0.00579(6) 0.11754(12) 0.43488(3) 0.01400(16) Uani 1.000000 .
H1a H -0.05252(6) 0.15572(12) 0.44679(3) 0.01680(19) Uiso 1.000000 R
C2 C 0.03416(6) -0.06485(12) 0.42727(3) 0.01253(15) Uani 1.000000 .
C3 C 0.12564(6) -0.05743(12) 0.40910(3) 0.01350(15) Uani 1.000000 .
H3 H 0.16271(6) -0.16160(12) 0.40072(3) 0.01620(18) Uiso 1.000000 R
C4 C 0.15119(6) 0.12823(12) 0.40576(3) 0.01166(15) Uani 1.000000 .
C5 C 0.23607(6) 0.21964(12) 0.38953(3) 0.01182(15) Uani 1.000000 .
C6 C 0.29468(6) 0.12577(12) 0.36082(3) 0.01239(15) Uani 1.000000 .
C7 C 0.28864(6) -0.06722(12) 0.33839(3) 0.01412(16) Uani 1.000000 .
H7a H 0.29468(6) -0.16321(12) 0.36525(3) 0.01695(19) Uiso 1.000000 R
H7b H 0.22825(6) -0.08521(12) 0.31873(3) 0.01695(19) Uiso 1.000000 R
C8 C 0.37123(6) -0.07876(12) 0.30366(3) 0.01463(16) Uani 1.000000 .
C9 C 0.42457(6) 0.10188(12) 0.31494(3) 0.01418(16) Uani 1.000000 .
C10 C -0.01672(6) -0.23809(12) 0.43466(4) 0.01485(16) Uani 1.000000 .
C11 C 0.25442(7) 0.41989(12) 0.40528(4) 0.01595(16) Uani 1.000000 .
H11a H 0.3148(3) 0.4602(4) 0.3935(3) 0.0239(2) Uiso 1.000000 GR
H11b H 0.2045(3) 0.4998(2) 0.3904(2) 0.0239(2) Uiso 1.000000 GR
H11c H 0.2559(6) 0.4293(2) 0.44222(4) 0.0239(2) Uiso 1.000000 GR
C12 C 0.33880(7) -0.08852(13) 0.24690(4) 0.01872(18) Uani 1.000000 .
H12a H 0.39521(7) -0.08865(13) 0.22703(4) 0.0225(2) Uiso 1.000000 R
H12b H 0.30654(7) -0.20922(13) 0.24068(4) 0.0225(2) Uiso 1.000000 R
C13 C 0.27413(7) 0.06611(14) 0.22661(4) 0.01998(18) Uani 1.000000 .
H13a H 0.21803(7) 0.07332(14) 0.24664(4) 0.0240(2) Uiso 1.000000 R
H13b H 0.25346(7) 0.04081(14) 0.19093(4) 0.0240(2) Uiso 1.000000 R
C14 C 0.43795(7) -0.24636(13) 0.31549(4) 0.01872(18) Uani 1.000000 .
H14a H 0.39963(7) -0.36140(13) 0.31501(4) 0.0225(2) Uiso 1.000000 R
H14b H 0.48088(7) -0.25665(13) 0.28769(4) 0.0225(2) Uiso 1.000000 R
C15 C 0.49701(7) -0.24146(14) 0.36520(4) 0.01975(18) Uani 1.000000 .
H15a H 0.53686(7) -0.12847(14) 0.36638(4) 0.0237(2) Uiso 1.000000 R
H15b H 0.53854(7) -0.35197(14) 0.36751(4) 0.0237(2) Uiso 1.000000 R
C16 C 0.28367(7) 0.38439(14) 0.20040(4) 0.02032(18) Uani 1.000000 .
H16a H 0.32970(7) 0.48701(14) 0.19884(4) 0.0244(2) Uiso 1.000000 R
H16b H 0.27050(7) 0.33774(14) 0.16553(4) 0.0244(2) Uiso 1.000000 R
C17 C 0.19397(7) 0.46253(13) 0.21942(4) 0.01704(17) Uani 1.000000 .
C18 C 0.18190(7) 0.48236(14) 0.27106(4) 0.01983(18) Uani 1.000000 .
H18 H 0.22895(7) 0.43849(14) 0.29500(4) 0.0238(2) Uiso 1.000000 R
C19 C 0.10138(8) 0.56601(15) 0.28781(4) 0.0226(2) Uani 1.000000 .
H19 H 0.09371(8) 0.57769(15) 0.32304(4) 0.0271(2) Uiso 1.000000 R
C20 C 0.03204(8) 0.63261(16) 0.25314(5) 0.0269(2) Uani 1.000000 .
H20 H -0.02219(8) 0.69183(16) 0.26456(5) 0.0323(3) Uiso 1.000000 R
C21 C 0.04316(8) 0.61138(18) 0.20167(5) 0.0305(2) Uani 1.000000 .
H21 H -0.00394(8) 0.65522(18) 0.17776(5) 0.0367(3) Uiso 1.000000 R
C22 C 0.12312(8) 0.52606(16) 0.18512(4) 0.0242(2) Uani 1.000000 .
H22 H 0.12961(8) 0.51077(16) 0.14989(4) 0.0291(2) Uiso 1.000000 R
C23 C 0.49146(7) -0.23719(13) 0.45408(4) 0.01837(18) Uani 1.000000 .
H23a H 0.53002(7) -0.35161(13) 0.45766(4) 0.0220(2) Uiso 1.000000 R
H23b H 0.53409(7) -0.12831(13) 0.45528(4) 0.0220(2) Uiso 1.000000 R
C24 C 0.42693(7) -0.22562(12) 0.49694(4) 0.01740(17) Uani 1.000000 .
C25 C 0.46136(8) -0.26707(14) 0.54620(4) 0.0238(2) Uani 1.000000 .
H25 H 0.52458(8) -0.30563(14) 0.55220(4) 0.0286(2) Uiso 1.000000 R
C26 C 0.40366(10) -0.25228(15) 0.58655(4) 0.0285(2) Uani 1.000000 .
H26 H 0.42772(10) -0.28040(15) 0.61989(4) 0.0343(3) Uiso 1.000000 R
C27 C 0.31080(9) -0.19635(15) 0.57811(4) 0.0287(2) Uani 1.000000 .
H27 H 0.27148(9) -0.18667(15) 0.60562(4) 0.0345(3) Uiso 1.000000 R
C28 C 0.27579(8) -0.15471(15) 0.52930(4) 0.0245(2) Uani 1.000000 .
H28 H 0.21248(8) -0.11650(15) 0.52345(4) 0.0294(2) Uiso 1.000000 R
C29 C 0.33371(7) -0.16905(14) 0.48884(4) 0.01886(18) Uani 1.000000 .
H29 H 0.30954(7) -0.14012(14) 0.45558(4) 0.0226(2) Uiso 1.000000 R
C30 C -0.16117(7) -0.38209(13) 0.45094(4) 0.01816(18) Uani 1.000000 .
H30a H -0.15752(7) -0.46493(13) 0.42123(4) 0.0218(2) Uiso 1.000000 R
H30b H -0.13626(7) -0.45015(13) 0.48136(4) 0.0218(2) Uiso 1.000000 R
C31 C -0.26121(7) -0.32404(14) 0.45701(4) 0.02072(19) Uani 1.000000 .
H31a H -0.26374(10) -0.2404(10) 0.4861(2) 0.0311(3) Uiso 1.000000 GR
H31b H -0.2855(2) -0.2592(11) 0.42640(13) 0.0311(3) Uiso 1.000000 GR
H31c H -0.29943(14) -0.43486(18) 0.4624(3) 0.0311(3) Uiso 1.000000 GR


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 1.4033(13) . ?
O1 C9 1.3761(12) . ?
O2 C9 1.2028(13) . ?
O3 C10 1.2205(13) . ?
O4 C10 1.3443(14) . ?
O4 C30 1.4604(13) . ?
O5 C13 1.4284(14) . ?
O5 C16 1.4236(14) . ?
O6 C15 1.4293(14) . ?
O6 C23 1.4203(15) . ?
N1 H1 0.858(13) . ?
N1 C1 1.3593(13) . ?
N1 C4 1.3924(13) . ?
C1 H1a 0.9500 . ?
C1 C2 1.3876(15) . ?
C2 C3 1.4227(15) . ?
C2 C10 1.4589(15) . ?
C3 H3 0.9500 . ?
C3 C4 1.3847(15) . ?
C4 C5 1.4671(14) . ?
C5 C6 1.3460(13) . ?
C5 C11 1.5137(15) . ?
C6 C7 1.5063(15) . ?
C7 H7a 0.9900 . ?
C7 H7b 0.9900 . ?
C7 C8 1.5432(15) . ?
C8 C9 1.5237(15) . ?
C8 C12 1.5481(17) . ?
C8 C14 1.5548(15) . ?
C11 H11a 0.9800 . ?
C11 H11b 0.9800 . ?
C11 H11c 0.9800 . ?
C12 H12a 0.9900 . ?
C12 H12b 0.9900 . ?
C12 C13 1.5212(16) . ?
C13 H13a 0.9900 . ?
C13 H13b 0.9900 . ?
C14 H14a 0.9900 . ?
C14 H14b 0.9900 . ?
C14 C15 1.5215(17) . ?
C15 H15a 0.9900 . ?
C15 H15b 0.9900 . ?
C16 H16a 0.9900 . ?
C16 H16b 0.9900 . ?
C16 C17 1.5143(16) . ?
C17 C18 1.3966(17) . ?
C17 C22 1.3962(15) . ?
C18 H18 0.9500 . ?
C18 C19 1.3949(16) . ?
C19 H19 0.9500 . ?
C19 C20 1.3948(17) . ?
C20 H20 0.9500 . ?
C20 C21 1.391(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.3914(18) . ?
C22 H22 0.9500 . ?
C23 H23a 0.9900 . ?
C23 H23b 0.9900 . ?
C23 C24 1.5085(17) . ?
C24 C25 1.3988(17) . ?
C24 C29 1.3981(16) . ?
C25 H25 0.9500 . ?
C25 C26 1.3937(19) . ?
C26 H26 0.9500 . ?
C26 C27 1.393(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.3906(19) . ?
C28 H28 0.9500 . ?
C28 C29 1.3978(16) . ?
C29 H29 0.9500 . ?
C30 H30a 0.9900 . ?
C30 H30b 0.9900 . ?
C30 C31 1.5085(17) . ?
C31 H31a 0.9800 . ?
C31 H31b 0.9800 . ?
C31 H31c 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
C9 O1 C6 110.79(7) . . ?
C30 O4 C10 115.51(7) . . ?
C16 O5 C13 113.98(8) . . ?
C23 O6 C15 111.91(7) . . ?
C1 N1 H1 123.0(8) . . ?
C4 N1 H1 126.3(8) . . ?
C4 N1 C1 110.67(7) . . ?
H1a C1 N1 126.18(5) . . ?
C2 C1 N1 107.65(8) . . ?
C2 C1 H1a 126.18(5) . . ?
C3 C2 C1 107.28(8) . . ?
C10 C2 C1 129.06(8) . . ?
C10 C2 C3 123.64(8) . . ?
H3 C3 C2 125.99(5) . . ?
C4 C3 C2 108.02(7) . . ?
C4 C3 H3 125.99(5) . . ?
C3 C4 N1 106.37(7) . . ?
C5 C4 N1 121.21(7) . . ?
C5 C4 C3 132.42(8) . . ?
C6 C5 C4 119.82(8) . . ?
C11 C5 C4 118.41(7) . . ?
C11 C5 C6 121.76(8) . . ?
C5 C6 O1 119.04(8) . . ?
C7 C6 O1 109.70(7) . . ?
C7 C6 C5 131.25(8) . . ?
H7a C7 C6 110.77(5) . . ?
H7b C7 C6 110.77(5) . . ?
H7b C7 H7a 108.8 . . ?
C8 C7 C6 104.88(7) . . ?
C8 C7 H7a 110.77(5) . . ?
C8 C7 H7b 110.77(5) . . ?
C9 C8 C7 103.29(7) . . ?
C12 C8 C7 112.73(8) . . ?
C12 C8 C9 110.25(7) . . ?
C14 C8 C7 113.84(7) . . ?
C14 C8 C9 108.86(8) . . ?
C14 C8 C12 107.77(7) . . ?
O2 C9 O1 120.52(8) . . ?
C8 C9 O1 110.78(7) . . ?
C8 C9 O2 128.64(8) . . ?
O4 C10 O3 122.64(8) . . ?
C2 C10 O3 123.74(8) . . ?
C2 C10 O4 113.61(7) . . ?
H11a C11 C5 109.5 . . ?
H11b C11 C5 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 C5 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
H12a C12 C8 108.10(5) . . ?
H12b C12 C8 108.10(5) . . ?
H12b C12 H12a 107.3 . . ?
C13 C12 C8 116.77(8) . . ?
C13 C12 H12a 108.10(5) . . ?
C13 C12 H12b 108.10(5) . . ?
C12 C13 O5 107.88(8) . . ?
H13a C13 O5 110.13(5) . . ?
H13a C13 C12 110.13(5) . . ?
H13b C13 O5 110.13(5) . . ?
H13b C13 C12 110.13(5) . . ?
H13b C13 H13a 108.4 . . ?
H14a C14 C8 107.97(5) . . ?
H14b C14 C8 107.97(5) . . ?
H14b C14 H14a 107.2 . . ?
C15 C14 C8 117.31(8) . . ?
C15 C14 H14a 107.97(5) . . ?
C15 C14 H14b 107.97(5) . . ?
C14 C15 O6 110.47(8) . . ?
H15a C15 O6 109.56(5) . . ?
H15a C15 C14 109.56(5) . . ?
H15b C15 O6 109.56(5) . . ?
H15b C15 C14 109.56(5) . . ?
H15b C15 H15a 108.1 . . ?
H16a C16 O5 108.56(5) . . ?
H16b C16 O5 108.56(5) . . ?
H16b C16 H16a 107.5 . . ?
C17 C16 O5 114.81(8) . . ?
C17 C16 H16a 108.56(5) . . ?
C17 C16 H16b 108.56(5) . . ?
C18 C17 C16 121.42(9) . . ?
C22 C17 C16 120.04(9) . . ?
C22 C17 C18 118.45(9) . . ?
H18 C18 C17 119.70(6) . . ?
C19 C18 C17 120.60(9) . . ?
C19 C18 H18 119.70(6) . . ?
H19 C19 C18 119.81(6) . . ?
C20 C19 C18 120.39(10) . . ?
C20 C19 H19 119.81(7) . . ?
H20 C20 C19 120.35(7) . . ?
C21 C20 C19 119.29(10) . . ?
C21 C20 H20 120.35(6) . . ?
H21 C21 C20 119.93(6) . . ?
C22 C21 C20 120.14(10) . . ?
C22 C21 H21 119.93(6) . . ?
C21 C22 C17 121.11(10) . . ?
H22 C22 C17 119.44(6) . . ?
H22 C22 C21 119.44(6) . . ?
H23a C23 O6 109.65(5) . . ?
H23b C23 O6 109.65(5) . . ?
H23b C23 H23a 108.2 . . ?
C24 C23 O6 110.05(8) . . ?
C24 C23 H23a 109.65(5) . . ?
C24 C23 H23b 109.65(5) . . ?
C25 C24 C23 119.58(9) . . ?
C29 C24 C23 121.47(9) . . ?
C29 C24 C25 118.92(10) . . ?
H25 C25 C24 119.73(7) . . ?
C26 C25 C24 120.53(11) . . ?
C26 C25 H25 119.73(7) . . ?
H26 C26 C25 119.92(7) . . ?
C27 C26 C25 120.15(10) . . ?
C27 C26 H26 119.92(7) . . ?
H27 C27 C26 120.08(7) . . ?
C28 C27 C26 119.84(11) . . ?
C28 C27 H27 120.08(7) . . ?
H28 C28 C27 119.99(7) . . ?
C29 C28 C27 120.03(11) . . ?
C29 C28 H28 119.99(6) . . ?
C28 C29 C24 120.53(10) . . ?
H29 C29 C24 119.73(6) . . ?
H29 C29 C28 119.73(6) . . ?
H30a C30 O4 110.27(5) . . ?
H30b C30 O4 110.27(5) . . ?
H30b C30 H30a 108.5 . . ?
C31 C30 O4 107.24(8) . . ?
C31 C30 H30a 110.27(6) . . ?
C31 C30 H30b 110.27(6) . . ?
H31a C31 C30 109.5 . . ?
H31b C31 C30 109.5 . . ?
H31b C31 H31a 109.5 . . ?
H31c C31 C30 109.5 . . ?
H31c C31 H31a 109.5 . . ?
H31c C31 H31b 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O3 0.858(13) 2.016(13) 2.835(2) 159.3(12) 1_565

_olex2_submission_special_instructions 'No special instructions were received'

