# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

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

data_stu10233_4a
_database_code_depnum_ccdc_archive 'CCDC 2365425'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut University of Muenster
Germany
;
_audit_update_record             
;
2024-06-25 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;

_audit_creation_method           'APEX4 v2021.4-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H46 N2 O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         474.67

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.4757(2)
_cell_length_b                   7.6251(2)
_cell_length_c                   30.9076(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.5570(10)
_cell_angle_gamma                90
_cell_volume                     2666.98(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9905
_cell_measurement_theta_min      4.3876
_cell_measurement_theta_max      66.5255
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.152
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.052
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1040

_exptl_absorpt_coefficient_mu    0.616
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10. doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Cu ImS'
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          'single crystal'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III'
_diffrn_measurement_device_type  'single crystal diffractometer'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            50846
_diffrn_reflns_av_R_equivalents  0.0765
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_theta_min         2.90
_diffrn_reflns_theta_max         66.64
_diffrn_reflns_theta_full        66.64
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36

_refine_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_number_total             4704
_reflns_number_gt                3884
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0379
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0893
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_number_reflns         4704
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0300P)²+1.4241P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.197
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX4 v2021.4-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  'SHELXT 2018/2 (Sheldrick, 2018)'

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
N N1 0.23425(10) 0.59011(16) 0.61161(4) 0.0158(3) Uani d . . . 1 . .
N N2 0.66342(10) 0.06826(15) 0.62109(4) 0.0156(3) Uani d . . . 1 . .
O O1 0.29644(9) 0.52077(14) 0.73974(3) 0.0224(2) Uani d . . . 1 . .
O O2 0.45955(9) 0.64648(14) 0.72190(3) 0.0219(2) Uani d . . . 1 . .
O O3 0.24022(8) 0.46042(13) 0.64681(3) 0.0163(2) Uani d . . . 1 . .
O O4 0.57089(8) 0.15339(13) 0.64080(3) 0.0173(2) Uani d . . . 1 . .
C C1 0.37810(12) 0.24649(19) 0.68121(5) 0.0164(3) Uani d . . . 1 . .
H H1A 0.317216 0.204910 0.698041 0.020000 Uiso calc U . R 1 . .
H H1B 0.367488 0.180968 0.653175 0.020000 Uiso calc U . R 1 . .
C C2 0.35788(12) 0.44259(19) 0.67116(5) 0.0157(3) Uani d . . . 1 . .
H H2 0.417647 0.488549 0.653887 0.019000 Uiso calc U . R 1 . .
C C3 0.36560(12) 0.54016(19) 0.71467(5) 0.0169(3) Uani d . . . 1 . .
C C4 0.47321(15) 0.7432(2) 0.76282(5) 0.0306(4) Uani d . . . 1 . .
H H4A 0.403541 0.817108 0.763226 0.046000 Uiso calc U . R 1 . .
H H4B 0.543866 0.817176 0.765454 0.046000 Uiso calc U . R 1 . .
H H4C 0.481464 0.660647 0.787447 0.046000 Uiso calc U . R 1 . .
C C11 0.49930(12) 0.20448(19) 0.70699(5) 0.0162(3) Uani d . . . 1 . .
C C12 0.59377(12) 0.15176(19) 0.68648(4) 0.0161(3) Uani d . . . 1 . .
C C13 0.70154(13) 0.1015(2) 0.71082(5) 0.0192(3) Uani d . . . 1 . .
H H13 0.763403 0.061337 0.696377 0.023000 Uiso calc U . R 1 . .
C C14 0.71845(13) 0.1102(2) 0.75626(5) 0.0205(3) Uani d . . . 1 . .
H H14 0.792364 0.077496 0.772956 0.025000 Uiso calc U . R 1 . .
C C15 0.62762(13) 0.1665(2) 0.77734(5) 0.0206(3) Uani d . . . 1 . .
H H15 0.639461 0.174464 0.808435 0.025000 Uiso calc U . R 1 . .
C C16 0.51902(13) 0.2114(2) 0.75271(5) 0.0190(3) Uani d . . . 1 . .
H H16 0.456692 0.247709 0.767403 0.023000 Uiso calc U . R 1 . .
C C21 0.15463(12) 0.73529(19) 0.62161(5) 0.0170(3) Uani d . . . 1 . .
C C22 0.13829(13) 0.8601(2) 0.58200(5) 0.0209(3) Uani d . . . 1 . .
H H22A 0.081912 0.953573 0.586740 0.025000 Uiso calc U . R 1 . .
H H22B 0.214967 0.916510 0.580103 0.025000 Uiso calc U . R 1 . .
C C23 0.09312(14) 0.7688(2) 0.53878(5) 0.0223(3) Uani d . . . 1 . .
H H23A 0.013688 0.719101 0.539332 0.027000 Uiso calc U . R 1 . .
H H23B 0.086916 0.854046 0.514344 0.027000 Uiso calc U . R 1 . .
C C24 0.17863(13) 0.6236(2) 0.53208(5) 0.0222(3) Uani d . . . 1 . .
H H24A 0.255419 0.676652 0.528800 0.027000 Uiso calc U . R 1 . .
H H24B 0.147879 0.561201 0.504450 0.027000 Uiso calc U . R 1 . .
C C25 0.19900(13) 0.4898(2) 0.56983(5) 0.0192(3) Uani d . . . 1 . .
C C26 0.03430(13) 0.6772(2) 0.63214(5) 0.0215(3) Uani d . . . 1 . .
H H26A -0.016380 0.638581 0.605132 0.032000 Uiso calc U . R 1 . .
H H26B -0.003198 0.775781 0.644829 0.032000 Uiso calc U . R 1 . .
H H26C 0.045681 0.580034 0.653185 0.032000 Uiso calc U . R 1 . .
C C27 0.21884(14) 0.8358(2) 0.66118(5) 0.0227(3) Uani d . . . 1 . .
H H27A 0.217044 0.767424 0.687902 0.034000 Uiso calc U . R 1 . .
H H27B 0.179658 0.948856 0.663459 0.034000 Uiso calc U . R 1 . .
H H27C 0.301054 0.855796 0.657591 0.034000 Uiso calc U . R 1 . .
C C28 0.09127(14) 0.3693(2) 0.56864(5) 0.0258(4) Uani d . . . 1 . .
H H28A 0.096792 0.307433 0.596691 0.039000 Uiso calc U . R 1 . .
H H28B 0.089362 0.283863 0.544854 0.039000 Uiso calc U . R 1 . .
H H28C 0.018898 0.439893 0.563610 0.039000 Uiso calc U . R 1 . .
C C29 0.30548(15) 0.3782(2) 0.56370(5) 0.0292(4) Uani d . . . 1 . .
H H29A 0.376137 0.452369 0.566754 0.044000 Uiso calc U . R 1 . .
H H29B 0.291509 0.325091 0.534428 0.044000 Uiso calc U . R 1 . .
H H29C 0.317181 0.285637 0.585989 0.044000 Uiso calc U . R 1 . .
C C31 0.71514(12) 0.20450(19) 0.59539(5) 0.0171(3) Uani d . . . 1 . .
C C32 0.80812(13) 0.1098(2) 0.57362(5) 0.0204(3) Uani d . . . 1 . .
H H32A 0.841992 0.193806 0.554667 0.024000 Uiso calc U . R 1 . .
H H32B 0.872950 0.069399 0.596676 0.024000 Uiso calc U . R 1 . .
C C33 0.75833(14) -0.0467(2) 0.54616(5) 0.0231(3) Uani d . . . 1 . .
H H33A 0.822155 -0.105673 0.533721 0.028000 Uiso calc U . R 1 . .
H H33B 0.697524 -0.006906 0.521575 0.028000 Uiso calc U . R 1 . .
C C34 0.70383(14) -0.1742(2) 0.57506(5) 0.0222(3) Uani d . . . 1 . .
H H34A 0.767284 -0.222249 0.597566 0.027000 Uiso calc U . R 1 . .
H H34B 0.668317 -0.273299 0.556772 0.027000 Uiso calc U . R 1 . .
C C35 0.60874(12) -0.09134(19) 0.59814(5) 0.0177(3) Uani d . . . 1 . .
C C36 0.77828(14) 0.3382(2) 0.62827(5) 0.0236(3) Uani d . . . 1 . .
H H36A 0.720262 0.396907 0.643248 0.035000 Uiso calc U . R 1 . .
H H36B 0.818328 0.425420 0.612657 0.035000 Uiso calc U . R 1 . .
H H36C 0.836606 0.277614 0.649929 0.035000 Uiso calc U . R 1 . .
C C37 0.62704(13) 0.3053(2) 0.56152(5) 0.0215(3) Uani d . . . 1 . .
H H37A 0.596024 0.227119 0.537152 0.032000 Uiso calc U . R 1 . .
H H37B 0.667159 0.404945 0.550366 0.032000 Uiso calc U . R 1 . .
H H37C 0.561724 0.348256 0.575412 0.032000 Uiso calc U . R 1 . .
C C38 0.49334(13) -0.0614(2) 0.56586(5) 0.0217(3) Uani d . . . 1 . .
H H38A 0.441043 0.015103 0.579446 0.033000 Uiso calc U . R 1 . .
H H38B 0.454206 -0.174257 0.558455 0.033000 Uiso calc U . R 1 . .
H H38C 0.511191 -0.005989 0.539113 0.033000 Uiso calc U . R 1 . .
C C39 0.58234(14) -0.2174(2) 0.63390(5) 0.0231(3) Uani d . . . 1 . .
H H39A 0.653134 -0.230849 0.656219 0.035000 Uiso calc U . R 1 . .
H H39B 0.559202 -0.331851 0.620810 0.035000 Uiso calc U . R 1 . .
H H39C 0.517787 -0.170037 0.647538 0.035000 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
N1 O3 . 1.4634(15) ?
N1 C25 . 1.4978(18) ?
N1 C21 . 1.4999(18) ?
N2 O4 . 1.4611(14) ?
N2 C31 . 1.4896(18) ?
N2 C35 . 1.4933(18) ?
O1 C3 . 1.2068(18) ?
O2 C3 . 1.3377(18) ?
O2 C4 . 1.4500(18) ?
O3 C2 . 1.4389(16) ?
O4 C12 . 1.3924(16) ?
C1 C11 . 1.5179(19) ?
C1 C2 . 1.537(2) ?
C1 H1A . 0.990000 ?
C1 H1B . 0.990000 ?
C2 C3 . 1.526(2) ?
C2 H2 . 1.000000 ?
C4 H4A . 0.980000 ?
C4 H4B . 0.980000 ?
C4 H4C . 0.980000 ?
C11 C16 . 1.395(2) ?
C11 C12 . 1.402(2) ?
C12 C13 . 1.390(2) ?
C13 C14 . 1.387(2) ?
C13 H13 . 0.950000 ?
C14 C15 . 1.386(2) ?
C14 H14 . 0.950000 ?
C15 C16 . 1.391(2) ?
C15 H15 . 0.950000 ?
C16 H16 . 0.950000 ?
C21 C27 . 1.526(2) ?
C21 C26 . 1.536(2) ?
C21 C22 . 1.537(2) ?
C22 C23 . 1.519(2) ?
C22 H22A . 0.990000 ?
C22 H22B . 0.990000 ?
C23 C24 . 1.516(2) ?
C23 H23A . 0.990000 ?
C23 H23B . 0.990000 ?
C24 C25 . 1.538(2) ?
C24 H24A . 0.990000 ?
C24 H24B . 0.990000 ?
C25 C29 . 1.526(2) ?
C25 C28 . 1.536(2) ?
C26 H26A . 0.980000 ?
C26 H26B . 0.980000 ?
C26 H26C . 0.980000 ?
C27 H27A . 0.980000 ?
C27 H27B . 0.980000 ?
C27 H27C . 0.980000 ?
C28 H28A . 0.980000 ?
C28 H28B . 0.980000 ?
C28 H28C . 0.980000 ?
C29 H29A . 0.980000 ?
C29 H29B . 0.980000 ?
C29 H29C . 0.980000 ?
C31 C32 . 1.533(2) ?
C31 C36 . 1.534(2) ?
C31 C37 . 1.536(2) ?
C32 C33 . 1.520(2) ?
C32 H32A . 0.990000 ?
C32 H32B . 0.990000 ?
C33 C34 . 1.523(2) ?
C33 H33A . 0.990000 ?
C33 H33B . 0.990000 ?
C34 C35 . 1.535(2) ?
C34 H34A . 0.990000 ?
C34 H34B . 0.990000 ?
C35 C39 . 1.532(2) ?
C35 C38 . 1.537(2) ?
C36 H36A . 0.980000 ?
C36 H36B . 0.980000 ?
C36 H36C . 0.980000 ?
C37 H37A . 0.980000 ?
C37 H37B . 0.980000 ?
C37 H37C . 0.980000 ?
C38 H38A . 0.980000 ?
C38 H38B . 0.980000 ?
C38 H38C . 0.980000 ?
C39 H39A . 0.980000 ?
C39 H39B . 0.980000 ?
C39 H39C . 0.980000 ?

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
O3 N1 C25 . . 105.57(10) ?
O3 N1 C21 . . 107.49(10) ?
C25 N1 C21 . . 117.91(11) ?
O4 N2 C31 . . 107.10(10) ?
O4 N2 C35 . . 106.44(10) ?
C31 N2 C35 . . 119.23(11) ?
C3 O2 C4 . . 114.92(12) ?
C2 O3 N1 . . 112.13(10) ?
C12 O4 N2 . . 113.02(10) ?
C11 C1 C2 . . 113.94(12) ?
C11 C1 H1A . . 108.800000 ?
C2 C1 H1A . . 108.800000 ?
C11 C1 H1B . . 108.800000 ?
C2 C1 H1B . . 108.800000 ?
H1A C1 H1B . . 107.700000 ?
O3 C2 C3 . . 109.08(11) ?
O3 C2 C1 . . 107.14(11) ?
C3 C2 C1 . . 108.15(11) ?
O3 C2 H2 . . 110.800000 ?
C3 C2 H2 . . 110.800000 ?
C1 C2 H2 . . 110.800000 ?
O1 C3 O2 . . 124.38(13) ?
O1 C3 C2 . . 123.89(13) ?
O2 C3 C2 . . 111.71(12) ?
O2 C4 H4A . . 109.500000 ?
O2 C4 H4B . . 109.500000 ?
H4A C4 H4B . . 109.500000 ?
O2 C4 H4C . . 109.500000 ?
H4A C4 H4C . . 109.500000 ?
H4B C4 H4C . . 109.500000 ?
C16 C11 C12 . . 117.47(13) ?
C16 C11 C1 . . 120.28(13) ?
C12 C11 C1 . . 122.21(12) ?
C13 C12 O4 . . 123.51(12) ?
C13 C12 C11 . . 121.28(13) ?
O4 C12 C11 . . 115.21(12) ?
C14 C13 C12 . . 119.81(13) ?
C14 C13 H13 . . 120.100000 ?
C12 C13 H13 . . 120.100000 ?
C15 C14 C13 . . 120.06(14) ?
C15 C14 H14 . . 120.000000 ?
C13 C14 H14 . . 120.000000 ?
C14 C15 C16 . . 119.63(14) ?
C14 C15 H15 . . 120.200000 ?
C16 C15 H15 . . 120.200000 ?
C15 C16 C11 . . 121.68(14) ?
C15 C16 H16 . . 119.200000 ?
C11 C16 H16 . . 119.200000 ?
N1 C21 C27 . . 107.84(11) ?
N1 C21 C26 . . 115.51(12) ?
C27 C21 C26 . . 107.86(12) ?
N1 C21 C22 . . 106.90(11) ?
C27 C21 C22 . . 107.84(12) ?
C26 C21 C22 . . 110.64(12) ?
C23 C22 C21 . . 113.31(13) ?
C23 C22 H22A . . 108.900000 ?
C21 C22 H22A . . 108.900000 ?
C23 C22 H22B . . 108.900000 ?
C21 C22 H22B . . 108.900000 ?
H22A C22 H22B . . 107.700000 ?
C24 C23 C22 . . 108.70(12) ?
C24 C23 H23A . . 110.000000 ?
C22 C23 H23A . . 110.000000 ?
C24 C23 H23B . . 110.000000 ?
C22 C23 H23B . . 110.000000 ?
H23A C23 H23B . . 108.300000 ?
C23 C24 C25 . . 113.64(12) ?
C23 C24 H24A . . 108.800000 ?
C25 C24 H24A . . 108.800000 ?
C23 C24 H24B . . 108.800000 ?
C25 C24 H24B . . 108.800000 ?
H24A C24 H24B . . 107.700000 ?
N1 C25 C29 . . 106.53(12) ?
N1 C25 C28 . . 115.29(12) ?
C29 C25 C28 . . 108.78(13) ?
N1 C25 C24 . . 107.48(12) ?
C29 C25 C24 . . 107.43(12) ?
C28 C25 C24 . . 110.98(12) ?
C21 C26 H26A . . 109.500000 ?
C21 C26 H26B . . 109.500000 ?
H26A C26 H26B . . 109.500000 ?
C21 C26 H26C . . 109.500000 ?
H26A C26 H26C . . 109.500000 ?
H26B C26 H26C . . 109.500000 ?
C21 C27 H27A . . 109.500000 ?
C21 C27 H27B . . 109.500000 ?
H27A C27 H27B . . 109.500000 ?
C21 C27 H27C . . 109.500000 ?
H27A C27 H27C . . 109.500000 ?
H27B C27 H27C . . 109.500000 ?
C25 C28 H28A . . 109.500000 ?
C25 C28 H28B . . 109.500000 ?
H28A C28 H28B . . 109.500000 ?
C25 C28 H28C . . 109.500000 ?
H28A C28 H28C . . 109.500000 ?
H28B C28 H28C . . 109.500000 ?
C25 C29 H29A . . 109.500000 ?
C25 C29 H29B . . 109.500000 ?
H29A C29 H29B . . 109.500000 ?
C25 C29 H29C . . 109.500000 ?
H29A C29 H29C . . 109.500000 ?
H29B C29 H29C . . 109.500000 ?
N2 C31 C32 . . 105.88(11) ?
N2 C31 C36 . . 107.24(11) ?
C32 C31 C36 . . 108.48(12) ?
N2 C31 C37 . . 115.93(12) ?
C32 C31 C37 . . 111.34(12) ?
C36 C31 C37 . . 107.71(12) ?
C33 C32 C31 . . 112.97(12) ?
C33 C32 H32A . . 109.000000 ?
C31 C32 H32A . . 109.000000 ?
C33 C32 H32B . . 109.000000 ?
C31 C32 H32B . . 109.000000 ?
H32A C32 H32B . . 107.800000 ?
C32 C33 C34 . . 109.06(12) ?
C32 C33 H33A . . 109.900000 ?
C34 C33 H33A . . 109.900000 ?
C32 C33 H33B . . 109.900000 ?
C34 C33 H33B . . 109.900000 ?
H33A C33 H33B . . 108.300000 ?
C33 C34 C35 . . 113.73(12) ?
C33 C34 H34A . . 108.800000 ?
C35 C34 H34A . . 108.800000 ?
C33 C34 H34B . . 108.800000 ?
C35 C34 H34B . . 108.800000 ?
H34A C34 H34B . . 107.700000 ?
N2 C35 C39 . . 106.64(11) ?
N2 C35 C34 . . 106.33(11) ?
C39 C35 C34 . . 108.54(12) ?
N2 C35 C38 . . 115.85(12) ?
C39 C35 C38 . . 108.00(12) ?
C34 C35 C38 . . 111.21(12) ?
C31 C36 H36A . . 109.500000 ?
C31 C36 H36B . . 109.500000 ?
H36A C36 H36B . . 109.500000 ?
C31 C36 H36C . . 109.500000 ?
H36A C36 H36C . . 109.500000 ?
H36B C36 H36C . . 109.500000 ?
C31 C37 H37A . . 109.500000 ?
C31 C37 H37B . . 109.500000 ?
H37A C37 H37B . . 109.500000 ?
C31 C37 H37C . . 109.500000 ?
H37A C37 H37C . . 109.500000 ?
H37B C37 H37C . . 109.500000 ?
C35 C38 H38A . . 109.500000 ?
C35 C38 H38B . . 109.500000 ?
H38A C38 H38B . . 109.500000 ?
C35 C38 H38C . . 109.500000 ?
H38A C38 H38C . . 109.500000 ?
H38B C38 H38C . . 109.500000 ?
C35 C39 H39A . . 109.500000 ?
C35 C39 H39B . . 109.500000 ?
H39A C39 H39B . . 109.500000 ?
C35 C39 H39C . . 109.500000 ?
H39A C39 H39C . . 109.500000 ?
H39B C39 H39C . . 109.500000 ?

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
C25 N1 O3 C2 . . . . 116.43(11) ?
C21 N1 O3 C2 . . . . -116.89(11) ?
C31 N2 O4 C12 . . . . -117.57(12) ?
C35 N2 O4 C12 . . . . 113.87(12) ?
N1 O3 C2 C3 . . . . 102.61(12) ?
N1 O3 C2 C1 . . . . -140.54(11) ?
C11 C1 C2 O3 . . . . 179.97(11) ?
C11 C1 C2 C3 . . . . -62.57(15) ?
C4 O2 C3 O1 . . . . -1.0(2) ?
C4 O2 C3 C2 . . . . -179.68(12) ?
O3 C2 C3 O1 . . . . 50.88(18) ?
C1 C2 C3 O1 . . . . -65.32(17) ?
O3 C2 C3 O2 . . . . -130.43(12) ?
C1 C2 C3 O2 . . . . 113.36(13) ?
C2 C1 C11 C16 . . . . 86.87(17) ?
C2 C1 C11 C12 . . . . -95.45(16) ?
N2 O4 C12 C13 . . . . 10.17(19) ?
N2 O4 C12 C11 . . . . -169.61(11) ?
C16 C11 C12 C13 . . . . 2.5(2) ?
C1 C11 C12 C13 . . . . -175.22(14) ?
C16 C11 C12 O4 . . . . -177.68(12) ?
C1 C11 C12 O4 . . . . 4.6(2) ?
O4 C12 C13 C14 . . . . 177.50(13) ?
C11 C12 C13 C14 . . . . -2.7(2) ?
C12 C13 C14 C15 . . . . 0.9(2) ?
C13 C14 C15 C16 . . . . 1.1(2) ?
C14 C15 C16 C11 . . . . -1.2(2) ?
C12 C11 C16 C15 . . . . -0.5(2) ?
C1 C11 C16 C15 . . . . 177.25(14) ?
O3 N1 C21 C27 . . . . 70.35(13) ?
C25 N1 C21 C27 . . . . -170.61(12) ?
O3 N1 C21 C26 . . . . -50.34(14) ?
C25 N1 C21 C26 . . . . 68.69(16) ?
O3 N1 C21 C22 . . . . -173.92(10) ?
C25 N1 C21 C22 . . . . -54.88(15) ?
N1 C21 C22 C23 . . . . 55.04(15) ?
C27 C21 C22 C23 . . . . 170.77(12) ?
C26 C21 C22 C23 . . . . -71.49(16) ?
C21 C22 C23 C24 . . . . -57.61(16) ?
C22 C23 C24 C25 . . . . 56.54(17) ?
O3 N1 C25 C29 . . . . -71.03(14) ?
C21 N1 C25 C29 . . . . 168.93(12) ?
O3 N1 C25 C28 . . . . 49.74(15) ?
C21 N1 C25 C28 . . . . -70.30(16) ?
O3 N1 C25 C24 . . . . 174.08(10) ?
C21 N1 C25 C24 . . . . 54.03(15) ?
C23 C24 C25 N1 . . . . -53.23(16) ?
C23 C24 C25 C29 . . . . -167.52(13) ?
C23 C24 C25 C28 . . . . 73.68(16) ?
O4 N2 C31 C32 . . . . -177.73(10) ?
C35 N2 C31 C32 . . . . -56.97(15) ?
O4 N2 C31 C36 . . . . 66.59(13) ?
C35 N2 C31 C36 . . . . -172.65(12) ?
O4 N2 C31 C37 . . . . -53.74(14) ?
C35 N2 C31 C37 . . . . 67.01(16) ?
N2 C31 C32 C33 . . . . 55.42(15) ?
C36 C31 C32 C33 . . . . 170.25(12) ?
C37 C31 C32 C33 . . . . -71.39(16) ?
C31 C32 C33 C34 . . . . -57.49(17) ?
C32 C33 C34 C35 . . . . 56.01(17) ?
O4 N2 C35 C39 . . . . -67.78(13) ?
C31 N2 C35 C39 . . . . 171.14(12) ?
O4 N2 C35 C34 . . . . 176.55(10) ?
C31 N2 C35 C34 . . . . 55.46(15) ?
O4 N2 C35 C38 . . . . 52.43(14) ?
C31 N2 C35 C38 . . . . -68.65(16) ?
C33 C34 C35 N2 . . . . -52.42(16) ?
C33 C34 C35 C39 . . . . -166.80(13) ?
C33 C34 C35 C38 . . . . 74.53(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_stu10240_4i
_database_code_depnum_ccdc_archive 'CCDC 2365426'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut University of Muenster
Germany
;
_audit_update_record             
;
2024-06-25 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;

_audit_creation_method           'APEX4 v2021.4-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H42 Cl2 N2 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         485.51

_chemical_melting_point          ?

_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_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                   15.3322(6)
_cell_length_b                   7.6032(3)
_cell_length_c                   22.4351(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.006(2)
_cell_angle_gamma                90
_cell_volume                     2614.94(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9162
_cell_measurement_theta_min      2.8826
_cell_measurement_theta_max      66.5229
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.246
_exptl_crystal_size_mid          0.093
_exptl_crystal_size_min          0.063
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1048

_exptl_absorpt_coefficient_mu    2.417
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10. doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  0.86

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Cu ImS'
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          'single crystal'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III'
_diffrn_measurement_device_type  'single crystal diffractometer'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            52082
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_theta_min         2.88
_diffrn_reflns_theta_max         66.61
_diffrn_reflns_theta_full        66.61
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26

_refine_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_number_total             4587
_reflns_number_gt                4213
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_gt          0.0755
_refine_ls_wR_factor_ref         0.0777
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_number_reflns         4587
_refine_ls_number_parameters     297
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0347P)²+1.4739P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.310
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX4 v2021.4-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  'SHELXT 2018/2 (Sheldrick, 2018)'

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
Cl Cl1 0.29558(2) 1.07461(5) 0.38659(2) 0.03344(12) Uani d . . . 1 . .
Cl Cl2 0.41804(2) 0.90864(4) 0.46845(2) 0.02053(10) Uani d . . . 1 . .
N N1 0.18655(7) 0.56752(16) 0.36754(5) 0.0181(3) Uani d . . . 1 . .
N N2 0.33920(7) 0.58907(14) 0.61480(5) 0.0137(2) Uani d . . . 1 . .
O O1 0.19484(6) 0.74291(12) 0.39368(4) 0.0171(2) Uani d . . . 1 . .
O O2 0.31785(6) 0.65666(12) 0.55500(4) 0.0145(2) Uani d . . . 1 . .
C C1 0.26115(8) 0.75450(18) 0.43974(6) 0.0161(3) Uani d . . . 1 . .
H H1 0.284500 0.634085 0.448199 0.019000 Uiso calc U . R 1 . .
C C2 0.33465(9) 0.8692(2) 0.41464(6) 0.0209(3) Uani d . . . 1 . .
H H2 0.361077 0.803768 0.380767 0.025000 Uiso calc U . R 1 . .
C C3 0.22090(8) 0.82760(17) 0.49604(6) 0.0149(3) Uani d . . . 1 . .
C C4 0.24946(8) 0.77446(16) 0.55335(6) 0.0136(3) Uani d . . . 1 . .
C C5 0.20765(8) 0.83575(17) 0.60385(6) 0.0160(3) Uani d . . . 1 . .
H H5 0.227722 0.801084 0.642390 0.019000 Uiso calc U . R 1 . .
C C6 0.13660(9) 0.94755(18) 0.59773(6) 0.0175(3) Uani d . . . 1 . .
H H6 0.107330 0.987039 0.632224 0.021000 Uiso calc U . R 1 . .
C C7 0.10780(9) 1.00236(18) 0.54179(6) 0.0192(3) Uani d . . . 1 . .
H H7 0.059344 1.079612 0.537841 0.023000 Uiso calc U . R 1 . .
C C8 0.15061(9) 0.94300(18) 0.49166(6) 0.0173(3) Uani d . . . 1 . .
H H8 0.131476 0.982097 0.453400 0.021000 Uiso calc U . R 1 . .
C C9 0.19536(10) 0.5918(2) 0.30152(6) 0.0250(3) Uani d . . . 1 . .
C C10 0.17858(10) 0.4115(2) 0.27292(7) 0.0316(4) Uani d . . . 1 . .
H H10A 0.181047 0.423708 0.229053 0.038000 Uiso calc U . R 1 . .
H H10B 0.225716 0.330005 0.285611 0.038000 Uiso calc U . R 1 . .
C C11 0.09161(11) 0.3319(2) 0.28896(7) 0.0338(4) Uani d . . . 1 . .
H H11A 0.085522 0.213983 0.270616 0.041000 Uiso calc U . R 1 . .
H H11B 0.043511 0.407059 0.273627 0.041000 Uiso calc U . R 1 . .
C C12 0.08686(10) 0.3170(2) 0.35643(7) 0.0300(4) Uani d . . . 1 . .
H H12A 0.130938 0.230601 0.370509 0.036000 Uiso calc U . R 1 . .
H H12B 0.028673 0.271192 0.366952 0.036000 Uiso calc U . R 1 . .
C C13 0.10234(9) 0.4918(2) 0.38920(6) 0.0213(3) Uani d . . . 1 . .
C C14 0.13634(11) 0.7342(2) 0.27356(7) 0.0317(4) Uani d . . . 1 . .
H H14A 0.076296 0.690396 0.270669 0.048000 Uiso calc U . R 1 . .
H H14B 0.156964 0.762996 0.233628 0.048000 Uiso calc U . R 1 . .
H H14C 0.138140 0.839870 0.298548 0.048000 Uiso calc U . R 1 . .
C C15 0.29018(11) 0.6423(3) 0.28984(7) 0.0378(4) Uani d . . . 1 . .
H H15A 0.299176 0.766604 0.299740 0.057000 Uiso calc U . R 1 . .
H H15B 0.302900 0.623024 0.247688 0.057000 Uiso calc U . R 1 . .
H H15C 0.329177 0.569608 0.314623 0.057000 Uiso calc U . R 1 . .
C C16 0.02231(9) 0.6127(2) 0.38237(7) 0.0272(3) Uani d . . . 1 . .
H H16A 0.038408 0.732791 0.394003 0.041000 Uiso calc U . R 1 . .
H H16B -0.024302 0.570257 0.408018 0.041000 Uiso calc U . R 1 . .
H H16C 0.001846 0.612064 0.340743 0.041000 Uiso calc U . R 1 . .
C C17 0.11601(10) 0.4508(2) 0.45536(7) 0.0264(3) Uani d . . . 1 . .
H H17A 0.170143 0.383817 0.461020 0.040000 Uiso calc U . R 1 . .
H H17B 0.066749 0.381181 0.469584 0.040000 Uiso calc U . R 1 . .
H H17C 0.119889 0.560919 0.477929 0.040000 Uiso calc U . R 1 . .
C C18 0.31155(9) 0.40028(17) 0.61484(6) 0.0169(3) Uani d . . . 1 . .
C C19 0.34328(10) 0.32193(19) 0.67460(6) 0.0225(3) Uani d . . . 1 . .
H H19A 0.309609 0.375530 0.707183 0.027000 Uiso calc U . R 1 . .
H H19B 0.331118 0.194055 0.674572 0.027000 Uiso calc U . R 1 . .
C C20 0.43999(10) 0.3504(2) 0.68724(7) 0.0255(3) Uani d . . . 1 . .
H H20A 0.474893 0.289929 0.656703 0.031000 Uiso calc U . R 1 . .
H H20B 0.456192 0.301420 0.726786 0.031000 Uiso calc U . R 1 . .
C C21 0.45835(9) 0.54692(19) 0.68605(6) 0.0206(3) Uani d . . . 1 . .
H H21A 0.521291 0.566468 0.694113 0.025000 Uiso calc U . R 1 . .
H H21B 0.425630 0.604375 0.718341 0.025000 Uiso calc U . R 1 . .
C C22 0.43312(8) 0.63384(18) 0.62644(6) 0.0157(3) Uani d . . . 1 . .
C C23 0.34261(9) 0.28899(18) 0.56212(6) 0.0216(3) Uani d . . . 1 . .
H H23A 0.332567 0.353803 0.524870 0.032000 Uiso calc U . R 1 . .
H H23B 0.310046 0.178113 0.560743 0.032000 Uiso calc U . R 1 . .
H H23C 0.405025 0.264088 0.567123 0.032000 Uiso calc U . R 1 . .
C C24 0.21167(9) 0.40040(18) 0.61447(6) 0.0204(3) Uani d . . . 1 . .
H H24A 0.190963 0.473203 0.647374 0.031000 Uiso calc U . R 1 . .
H H24B 0.190411 0.279759 0.619256 0.031000 Uiso calc U . R 1 . .
H H24C 0.189708 0.448323 0.576532 0.031000 Uiso calc U . R 1 . .
C C25 0.49692(9) 0.57984(18) 0.57758(6) 0.0193(3) Uani d . . . 1 . .
H H25A 0.503768 0.451687 0.577675 0.029000 Uiso calc U . R 1 . .
H H25B 0.553685 0.635388 0.585278 0.029000 Uiso calc U . R 1 . .
H H25C 0.473970 0.618026 0.538641 0.029000 Uiso calc U . R 1 . .
C C26 0.43729(9) 0.83403(18) 0.63429(6) 0.0188(3) Uani d . . . 1 . .
H H26A 0.421042 0.891424 0.596594 0.028000 Uiso calc U . R 1 . .
H H26B 0.496734 0.868553 0.646011 0.028000 Uiso calc U . R 1 . .
H H26C 0.396741 0.870051 0.665295 0.028000 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
Cl1 C2 . 1.7837(15) ?
Cl2 C2 . 1.7686(14) ?
N1 O1 . 1.4614(14) ?
N1 C9 . 1.5012(17) ?
N1 C13 . 1.5021(18) ?
N2 O2 . 1.4682(13) ?
N2 C18 . 1.4967(17) ?
N2 C22 . 1.4982(16) ?
O1 C1 . 1.4395(15) ?
O2 C4 . 1.3791(15) ?
C1 C3 . 1.5207(18) ?
C1 C2 . 1.5392(19) ?
C1 H1 . 1.000000 ?
C2 H2 . 1.000000 ?
C3 C8 . 1.3918(19) ?
C3 C4 . 1.4101(18) ?
C4 C5 . 1.3918(18) ?
C5 C6 . 1.3867(19) ?
C5 H5 . 0.950000 ?
C6 C7 . 1.387(2) ?
C6 H6 . 0.950000 ?
C7 C8 . 1.387(2) ?
C7 H7 . 0.950000 ?
C8 H8 . 0.950000 ?
C9 C15 . 1.531(2) ?
C9 C10 . 1.534(2) ?
C9 C14 . 1.537(2) ?
C10 C11 . 1.514(2) ?
C10 H10A . 0.990000 ?
C10 H10B . 0.990000 ?
C11 C12 . 1.521(2) ?
C11 H11A . 0.990000 ?
C11 H11B . 0.990000 ?
C12 C13 . 1.536(2) ?
C12 H12A . 0.990000 ?
C12 H12B . 0.990000 ?
C13 C17 . 1.528(2) ?
C13 C16 . 1.539(2) ?
C14 H14A . 0.980000 ?
C14 H14B . 0.980000 ?
C14 H14C . 0.980000 ?
C15 H15A . 0.980000 ?
C15 H15B . 0.980000 ?
C15 H15C . 0.980000 ?
C16 H16A . 0.980000 ?
C16 H16B . 0.980000 ?
C16 H16C . 0.980000 ?
C17 H17A . 0.980000 ?
C17 H17B . 0.980000 ?
C17 H17C . 0.980000 ?
C18 C24 . 1.5314(19) ?
C18 C23 . 1.5368(19) ?
C18 C19 . 1.5381(19) ?
C19 C20 . 1.520(2) ?
C19 H19A . 0.990000 ?
C19 H19B . 0.990000 ?
C20 C21 . 1.520(2) ?
C20 H20A . 0.990000 ?
C20 H20B . 0.990000 ?
C21 C22 . 1.5352(18) ?
C21 H21A . 0.990000 ?
C21 H21B . 0.990000 ?
C22 C26 . 1.5335(19) ?
C22 C25 . 1.5377(18) ?
C23 H23A . 0.980000 ?
C23 H23B . 0.980000 ?
C23 H23C . 0.980000 ?
C24 H24A . 0.980000 ?
C24 H24B . 0.980000 ?
C24 H24C . 0.980000 ?
C25 H25A . 0.980000 ?
C25 H25B . 0.980000 ?
C25 H25C . 0.980000 ?
C26 H26A . 0.980000 ?
C26 H26B . 0.980000 ?
C26 H26C . 0.980000 ?

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
O1 N1 C9 . . 105.96(10) ?
O1 N1 C13 . . 106.80(9) ?
C9 N1 C13 . . 117.33(11) ?
O2 N2 C18 . . 106.12(9) ?
O2 N2 C22 . . 106.13(9) ?
C18 N2 C22 . . 119.28(10) ?
C1 O1 N1 . . 113.53(9) ?
C4 O2 N2 . . 114.14(9) ?
O1 C1 C3 . . 109.07(10) ?
O1 C1 C2 . . 106.53(10) ?
C3 C1 C2 . . 114.03(11) ?
O1 C1 H1 . . 109.000000 ?
C3 C1 H1 . . 109.000000 ?
C2 C1 H1 . . 109.000000 ?
C1 C2 Cl2 . . 111.81(9) ?
C1 C2 Cl1 . . 112.44(10) ?
Cl2 C2 Cl1 . . 109.06(8) ?
C1 C2 H2 . . 107.800000 ?
Cl2 C2 H2 . . 107.800000 ?
Cl1 C2 H2 . . 107.800000 ?
C8 C3 C4 . . 118.20(12) ?
C8 C3 C1 . . 119.79(12) ?
C4 C3 C1 . . 121.91(12) ?
O2 C4 C5 . . 123.81(11) ?
O2 C4 C3 . . 115.75(11) ?
C5 C4 C3 . . 120.41(12) ?
C6 C5 C4 . . 119.80(12) ?
C6 C5 H5 . . 120.100000 ?
C4 C5 H5 . . 120.100000 ?
C5 C6 C7 . . 120.71(12) ?
C5 C6 H6 . . 119.600000 ?
C7 C6 H6 . . 119.600000 ?
C6 C7 C8 . . 119.21(13) ?
C6 C7 H7 . . 120.400000 ?
C8 C7 H7 . . 120.400000 ?
C7 C8 C3 . . 121.64(12) ?
C7 C8 H8 . . 119.200000 ?
C3 C8 H8 . . 119.200000 ?
N1 C9 C15 . . 107.57(11) ?
N1 C9 C10 . . 106.58(12) ?
C15 C9 C10 . . 107.79(13) ?
N1 C9 C14 . . 115.26(12) ?
C15 C9 C14 . . 107.92(14) ?
C10 C9 C14 . . 111.44(12) ?
C11 C10 C9 . . 113.59(13) ?
C11 C10 H10A . . 108.800000 ?
C9 C10 H10A . . 108.800000 ?
C11 C10 H10B . . 108.800000 ?
C9 C10 H10B . . 108.800000 ?
H10A C10 H10B . . 107.700000 ?
C10 C11 C12 . . 108.91(13) ?
C10 C11 H11A . . 109.900000 ?
C12 C11 H11A . . 109.900000 ?
C10 C11 H11B . . 109.900000 ?
C12 C11 H11B . . 109.900000 ?
H11A C11 H11B . . 108.300000 ?
C11 C12 C13 . . 113.72(14) ?
C11 C12 H12A . . 108.800000 ?
C13 C12 H12A . . 108.800000 ?
C11 C12 H12B . . 108.800000 ?
C13 C12 H12B . . 108.800000 ?
H12A C12 H12B . . 107.700000 ?
N1 C13 C17 . . 106.78(11) ?
N1 C13 C12 . . 107.66(11) ?
C17 C13 C12 . . 107.80(13) ?
N1 C13 C16 . . 115.30(12) ?
C17 C13 C16 . . 108.32(12) ?
C12 C13 C16 . . 110.68(12) ?
C9 C14 H14A . . 109.500000 ?
C9 C14 H14B . . 109.500000 ?
H14A C14 H14B . . 109.500000 ?
C9 C14 H14C . . 109.500000 ?
H14A C14 H14C . . 109.500000 ?
H14B C14 H14C . . 109.500000 ?
C9 C15 H15A . . 109.500000 ?
C9 C15 H15B . . 109.500000 ?
H15A C15 H15B . . 109.500000 ?
C9 C15 H15C . . 109.500000 ?
H15A C15 H15C . . 109.500000 ?
H15B C15 H15C . . 109.500000 ?
C13 C16 H16A . . 109.500000 ?
C13 C16 H16B . . 109.500000 ?
H16A C16 H16B . . 109.500000 ?
C13 C16 H16C . . 109.500000 ?
H16A C16 H16C . . 109.500000 ?
H16B C16 H16C . . 109.500000 ?
C13 C17 H17A . . 109.500000 ?
C13 C17 H17B . . 109.500000 ?
H17A C17 H17B . . 109.500000 ?
C13 C17 H17C . . 109.500000 ?
H17A C17 H17C . . 109.500000 ?
H17B C17 H17C . . 109.500000 ?
N2 C18 C24 . . 106.42(10) ?
N2 C18 C23 . . 115.85(11) ?
C24 C18 C23 . . 108.63(11) ?
N2 C18 C19 . . 106.67(11) ?
C24 C18 C19 . . 107.82(11) ?
C23 C18 C19 . . 111.11(11) ?
C20 C19 C18 . . 113.56(12) ?
C20 C19 H19A . . 108.900000 ?
C18 C19 H19A . . 108.900000 ?
C20 C19 H19B . . 108.900000 ?
C18 C19 H19B . . 108.900000 ?
H19A C19 H19B . . 107.700000 ?
C19 C20 C21 . . 108.48(12) ?
C19 C20 H20A . . 110.000000 ?
C21 C20 H20A . . 110.000000 ?
C19 C20 H20B . . 110.000000 ?
C21 C20 H20B . . 110.000000 ?
H20A C20 H20B . . 108.400000 ?
C20 C21 C22 . . 113.23(12) ?
C20 C21 H21A . . 108.900000 ?
C22 C21 H21A . . 108.900000 ?
C20 C21 H21B . . 108.900000 ?
C22 C21 H21B . . 108.900000 ?
H21A C21 H21B . . 107.700000 ?
N2 C22 C26 . . 106.47(10) ?
N2 C22 C21 . . 106.30(10) ?
C26 C22 C21 . . 108.53(11) ?
N2 C22 C25 . . 115.89(11) ?
C26 C22 C25 . . 108.74(11) ?
C21 C22 C25 . . 110.63(11) ?
C18 C23 H23A . . 109.500000 ?
C18 C23 H23B . . 109.500000 ?
H23A C23 H23B . . 109.500000 ?
C18 C23 H23C . . 109.500000 ?
H23A C23 H23C . . 109.500000 ?
H23B C23 H23C . . 109.500000 ?
C18 C24 H24A . . 109.500000 ?
C18 C24 H24B . . 109.500000 ?
H24A C24 H24B . . 109.500000 ?
C18 C24 H24C . . 109.500000 ?
H24A C24 H24C . . 109.500000 ?
H24B C24 H24C . . 109.500000 ?
C22 C25 H25A . . 109.500000 ?
C22 C25 H25B . . 109.500000 ?
H25A C25 H25B . . 109.500000 ?
C22 C25 H25C . . 109.500000 ?
H25A C25 H25C . . 109.500000 ?
H25B C25 H25C . . 109.500000 ?
C22 C26 H26A . . 109.500000 ?
C22 C26 H26B . . 109.500000 ?
H26A C26 H26B . . 109.500000 ?
C22 C26 H26C . . 109.500000 ?
H26A C26 H26C . . 109.500000 ?
H26B C26 H26C . . 109.500000 ?

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
C9 N1 O1 C1 . . . . -125.85(11) ?
C13 N1 O1 C1 . . . . 108.33(11) ?
C18 N2 O2 C4 . . . . 109.60(11) ?
C22 N2 O2 C4 . . . . -122.54(11) ?
N1 O1 C1 C3 . . . . -125.45(11) ?
N1 O1 C1 C2 . . . . 111.04(11) ?
O1 C1 C2 Cl2 . . . . 175.79(9) ?
C3 C1 C2 Cl2 . . . . 55.43(14) ?
O1 C1 C2 Cl1 . . . . 52.71(13) ?
C3 C1 C2 Cl1 . . . . -67.65(13) ?
O1 C1 C3 C8 . . . . -29.96(16) ?
C2 C1 C3 C8 . . . . 88.96(15) ?
O1 C1 C3 C4 . . . . 146.42(12) ?
C2 C1 C3 C4 . . . . -94.66(15) ?
N2 O2 C4 C5 . . . . 4.56(16) ?
N2 O2 C4 C3 . . . . -173.39(10) ?
C8 C3 C4 O2 . . . . 178.42(11) ?
C1 C3 C4 O2 . . . . 1.99(18) ?
C8 C3 C4 C5 . . . . 0.40(19) ?
C1 C3 C4 C5 . . . . -176.04(12) ?
O2 C4 C5 C6 . . . . -176.84(12) ?
C3 C4 C5 C6 . . . . 1.02(19) ?
C4 C5 C6 C7 . . . . -1.4(2) ?
C5 C6 C7 C8 . . . . 0.4(2) ?
C6 C7 C8 C3 . . . . 1.0(2) ?
C4 C3 C8 C7 . . . . -1.43(19) ?
C1 C3 C8 C7 . . . . 175.08(12) ?
O1 N1 C9 C15 . . . . 69.61(14) ?
C13 N1 C9 C15 . . . . -171.30(13) ?
O1 N1 C9 C10 . . . . -175.01(10) ?
C13 N1 C9 C10 . . . . -55.92(15) ?
O1 N1 C9 C14 . . . . -50.81(15) ?
C13 N1 C9 C14 . . . . 68.29(17) ?
N1 C9 C10 C11 . . . . 55.86(16) ?
C15 C9 C10 C11 . . . . 171.10(14) ?
C14 C9 C10 C11 . . . . -70.67(17) ?
C9 C10 C11 C12 . . . . -57.26(18) ?
C10 C11 C12 C13 . . . . 55.36(18) ?
O1 N1 C13 C17 . . . . -71.14(13) ?
C9 N1 C13 C17 . . . . 170.22(12) ?
O1 N1 C13 C12 . . . . 173.33(10) ?
C9 N1 C13 C12 . . . . 54.69(16) ?
O1 N1 C13 C16 . . . . 49.24(14) ?
C9 N1 C13 C16 . . . . -69.40(16) ?
C11 C12 C13 N1 . . . . -52.67(16) ?
C11 C12 C13 C17 . . . . -167.53(13) ?
C11 C12 C13 C16 . . . . 74.17(16) ?
O2 N2 C18 C24 . . . . -71.62(12) ?
C22 N2 C18 C24 . . . . 168.80(10) ?
O2 N2 C18 C23 . . . . 49.23(14) ?
C22 N2 C18 C23 . . . . -70.35(15) ?
O2 N2 C18 C19 . . . . 173.47(10) ?
C22 N2 C18 C19 . . . . 53.89(14) ?
N2 C18 C19 C20 . . . . -53.16(15) ?
C24 C18 C19 C20 . . . . -167.12(12) ?
C23 C18 C19 C20 . . . . 73.96(15) ?
C18 C19 C20 C21 . . . . 57.53(16) ?
C19 C20 C21 C22 . . . . -58.45(16) ?
O2 N2 C22 C26 . . . . 70.14(12) ?
C18 N2 C22 C26 . . . . -170.28(11) ?
O2 N2 C22 C21 . . . . -174.28(10) ?
C18 N2 C22 C21 . . . . -54.70(14) ?
O2 N2 C22 C25 . . . . -50.91(14) ?
C18 N2 C22 C25 . . . . 68.66(15) ?
C20 C21 C22 N2 . . . . 54.80(15) ?
C20 C21 C22 C26 . . . . 168.97(12) ?
C20 C21 C22 C25 . . . . -71.80(15) ?



#=============================================================================
#  end of cif data for "stu10240"  (compound 4i)
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================

