# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_935Ext_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1846234'
_audit_update_record             
;
2018-05-30 deposited with the CCDC.
2019-01-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H40 N4 O6'
_chemical_formula_sum            'C42 H40 N4 O6'
_chemical_formula_weight         696.78

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.3922(4)
_cell_length_b                   12.8577(4)
_cell_length_c                   13.0925(4)
_cell_angle_alpha                81.681(2)
_cell_angle_beta                 84.474(2)
_cell_angle_gamma                62.506(2)
_cell_volume                     1829.99(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    7964
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      24.83

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_F_000             814
_exptl_transmission_factor_min   0.686
_exptl_transmission_factor_max   0.746
_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.053
_exptl_crystal_size_min          0.045
_exptl_absorpt_coefficient_mu    0.085
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   Mo
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25696
_diffrn_reflns_av_unetI/netI     0.0650
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.210
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6446
_reflns_number_gt                3618
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1622P)²+1.1267P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6446
_refine_ls_number_parameters     472
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.1522
_refine_ls_R_factor_gt           0.0870
_refine_ls_wR_factor_ref         0.2905
_refine_ls_wR_factor_gt          0.2418
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O6 O 0.3705(3) 0.5609(3) 0.3616(2) 0.0557(8) Uani 1 1 d . . . . .
O3 O 0.2682(3) 0.2554(3) 0.4506(3) 0.0627(9) Uani 1 1 d . . . . .
O4 O 0.2428(3) 0.3839(3) 0.3077(2) 0.0645(9) Uani 1 1 d . . . . .
O5 O 0.6917(3) 0.0267(3) 0.3643(3) 0.0651(9) Uani 1 1 d . . . . .
O1 O 0.8207(3) 0.6183(3) 0.2146(3) 0.0708(10) Uani 1 1 d . . . . .
N2 N 0.4806(3) 0.1760(3) 0.5484(2) 0.0455(9) Uani 1 1 d . . . . .
H2 H 0.416919 0.167052 0.542633 0.055 Uiso 1 1 calc R U . . .
N1 N 0.6044(3) 0.3219(3) 0.3482(2) 0.0391(8) Uani 1 1 d . . . . .
N4 N 0.3683(3) 0.5307(3) 0.1935(3) 0.0475(9) Uani 1 1 d . . . . .
N3 N 0.8704(3) 0.0406(3) 0.3387(3) 0.0525(10) Uani 1 1 d . . . . .
C16 C 0.5038(3) 0.2421(3) 0.4680(3) 0.0380(9) Uani 1 1 d . . . . .
C8 C 0.5437(3) 0.1188(3) 0.6411(3) 0.0409(10) Uani 1 1 d . . . . .
C23 C 0.8494(3) 0.1630(3) 0.4562(3) 0.0419(10) Uani 1 1 d . . . . .
C1 C 0.6609(3) 0.3978(3) 0.3192(3) 0.0391(9) Uani 1 1 d . . . . .
C18 C 0.4827(3) 0.3597(3) 0.3071(3) 0.0385(9) Uani 1 1 d . . . . .
C17 C 0.4287(3) 0.3002(3) 0.3875(3) 0.0399(9) Uani 1 1 d . . . . .
C38 C 0.4016(4) 0.4949(4) 0.2941(3) 0.0411(10) Uani 1 1 d . . . . .
C15 C 0.6155(3) 0.2614(3) 0.4542(3) 0.0379(9) Uani 1 1 d . . . . .
H15 H 0.610704 0.314342 0.503198 0.046 Uiso 1 1 calc R U . . .
C21 C 0.7371(3) 0.1478(3) 0.4655(3) 0.0406(10) Uani 1 1 d . . . . .
H21 H 0.735358 0.105201 0.533604 0.049 Uiso 1 1 calc R U . . .
O2 O 0.7177(5) -0.0491(4) 0.9146(3) 0.1138(17) Uani 1 1 d . . . . .
C32 C 0.4890(4) 0.3314(4) 0.1978(3) 0.0418(10) Uani 1 1 d . . . . .
C19 C 0.3092(4) 0.3079(4) 0.3855(3) 0.0464(10) Uani 1 1 d . . . . .
C37 C 0.4177(4) 0.4343(4) 0.1356(3) 0.0435(10) Uani 1 1 d . . . . .
C2 C 0.6534(4) 0.4803(4) 0.3811(3) 0.0489(11) Uani 1 1 d . . . . .
H2A H 0.611724 0.486123 0.444647 0.059 Uiso 1 1 calc R U . . .
C22 C 0.7588(4) 0.0656(3) 0.3847(3) 0.0447(10) Uani 1 1 d . . . . .
C4 C 0.7664(4) 0.5480(4) 0.2538(3) 0.0499(11) Uani 1 1 d . . . . .
C9 C 0.5931(4) 0.1687(4) 0.6974(3) 0.0514(11) Uani 1 1 d . . . . .
H9 H 0.587087 0.242945 0.674106 0.062 Uiso 1 1 calc R U . . .
C28 C 0.9267(4) 0.0950(4) 0.3825(3) 0.0474(11) Uani 1 1 d . . . . .
C10 C 0.6507(5) 0.1092(4) 0.7872(3) 0.0582(12) Uani 1 1 d . . . . .
H10 H 0.685747 0.142359 0.823473 0.070 Uiso 1 1 calc R U . . .
C3 C 0.7073(4) 0.5544(4) 0.3494(4) 0.0548(12) Uani 1 1 d . . . . .
H3 H 0.703490 0.607657 0.392426 0.066 Uiso 1 1 calc R U . . .
C13 C 0.5495(4) 0.0110(4) 0.6795(4) 0.0587(13) Uani 1 1 d . . . . .
H13 H 0.515579 -0.023018 0.642936 0.070 Uiso 1 1 calc R U . . .
C24 C 0.8887(4) 0.2236(4) 0.5100(4) 0.0558(12) Uani 1 1 d . . . . .
H24 H 0.838098 0.270219 0.559793 0.067 Uiso 1 1 calc R U . . .
C6 C 0.7240(4) 0.3909(4) 0.2252(3) 0.0567(12) Uani 1 1 d . . . . .
H6 H 0.732093 0.335065 0.183280 0.068 Uiso 1 1 calc R U . . .
C33 C 0.5502(4) 0.2263(4) 0.1563(3) 0.0549(12) Uani 1 1 d . . . . .
H33 H 0.598491 0.157151 0.196990 0.066 Uiso 1 1 calc R U . . .
C36 C 0.4062(4) 0.4341(5) 0.0324(3) 0.0577(12) Uani 1 1 d . . . . .
H36 H 0.359392 0.503428 -0.008741 0.069 Uiso 1 1 calc R U . . .
C5 C 0.7752(4) 0.4659(5) 0.1929(3) 0.0606(13) Uani 1 1 d . . . . .
H5 H 0.816171 0.460730 0.129054 0.073 Uiso 1 1 calc R U . . .
C11 C 0.6573(5) 0.0013(5) 0.8241(4) 0.0658(14) Uani 1 1 d . . . . .
C39 C 0.2778(4) 0.6485(4) 0.1578(4) 0.0622(13) Uani 1 1 d . . . . .
H39A H 0.304278 0.673864 0.090972 0.075 Uiso 1 1 calc R U . . .
H39B H 0.270720 0.702470 0.205624 0.075 Uiso 1 1 calc R U . . .
C26 C 1.0804(4) 0.1453(5) 0.4161(5) 0.0706(15) Uani 1 1 d . . . . .
H26 H 1.158422 0.138749 0.404482 0.085 Uiso 1 1 calc R U . . .
C35 C 0.4662(5) 0.3276(5) -0.0085(4) 0.0657(14) Uani 1 1 d . . . . .
H35 H 0.457638 0.325016 -0.077713 0.079 Uiso 1 1 calc R U . . .
C27 C 1.0434(4) 0.0864(4) 0.3605(4) 0.0641(14) Uani 1 1 d . . . . .
H27 H 1.093969 0.041797 0.309533 0.077 Uiso 1 1 calc R U . . .
C25 C 1.0047(5) 0.2139(5) 0.4885(5) 0.0693(15) Uani 1 1 d . . . . .
H25 H 1.031320 0.254806 0.524140 0.083 Uiso 1 1 calc R U . . .
C34 C 0.5380(5) 0.2257(5) 0.0510(4) 0.0673(14) Uani 1 1 d . . . . .
H34 H 0.579037 0.155452 0.021313 0.081 Uiso 1 1 calc R U . . .
C12 C 0.6048(5) -0.0474(5) 0.7711(4) 0.0796(17) Uani 1 1 d . . . . .
H12 H 0.606510 -0.119391 0.797007 0.095 Uiso 1 1 calc R U . . .
C29 C 0.9251(5) -0.0411(5) 0.2608(4) 0.0778(16) Uani 1 1 d . . . . .
H29A H 0.882498 -0.088397 0.261966 0.093 Uiso 1 1 calc R U . . .
H29B H 1.009381 -0.093844 0.276513 0.093 Uiso 1 1 calc R U . . .
C019 C 0.1185(5) 0.4041(6) 0.3028(6) 0.094(2) Uani 1 1 d . . . . .
H01A H 0.111818 0.331226 0.319405 0.113 Uiso 1 1 calc R U . . .
H01B H 0.086119 0.440600 0.235131 0.113 Uiso 1 1 calc R U . . .
C40 C 0.1560(5) 0.6540(5) 0.1487(5) 0.0886(18) Uani 1 1 d . . . . .
H40 H 0.122490 0.629554 0.208114 0.106 Uiso 1 1 calc R U . . .
C7 C 0.7920(6) 0.7182(5) 0.2642(5) 0.102(2) Uani 1 1 d . . . . .
H7A H 0.705203 0.765008 0.268029 0.154 Uiso 1 1 calc R U . . .
H7B H 0.828333 0.764105 0.225747 0.154 Uiso 1 1 calc R U . . .
H7C H 0.822721 0.693622 0.332654 0.154 Uiso 1 1 calc R U . . .
C30 C 0.9188(6) 0.0255(7) 0.1541(5) 0.112(3) Uani 1 1 d . . . . .
H30 H 0.961455 0.069719 0.140860 0.135 Uiso 1 1 calc R U . . .
C41 C 0.0925(7) 0.6892(8) 0.0670(7) 0.136(3) Uani 1 1 d . . . . .
H41A H 0.121896 0.714552 0.005492 0.164 Uiso 1 1 calc R U . . .
H41B H 0.017232 0.689149 0.069550 0.164 Uiso 1 1 calc R U . . .
C31 C 0.8591(10) 0.0238(10) 0.0829(9) 0.169(4) Uani 1 1 d . U . . .
H31A H 0.815670 -0.019756 0.094116 0.203 Uiso 1 1 calc R U . . .
H31B H 0.858257 0.066179 0.018797 0.203 Uiso 1 1 calc R U . . .
C14 C 0.7080(11) -0.1441(11) 0.9689(10) 0.202(5) Uani 1 1 d . U . . .
H14A H 0.623691 -0.126288 0.978374 0.302 Uiso 1 1 calc R U . . .
H14B H 0.743497 -0.161125 1.035056 0.302 Uiso 1 1 calc R U . . .
H14C H 0.750032 -0.211443 0.931237 0.302 Uiso 1 1 calc R U . . .
C20 C 0.0514(15) 0.4907(15) 0.3881(12) 0.262(7) Uani 1 1 d . U . . .
H20A H 0.061648 0.445873 0.454857 0.393 Uiso 1 1 calc R U . . .
H20B H -0.033695 0.534520 0.374248 0.393 Uiso 1 1 calc R U . . .
H20C H 0.085704 0.544354 0.386771 0.393 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O6 C38 1.224(5) . ?
O3 C19 1.227(5) . ?
O4 C19 1.342(5) . ?
O4 C019 1.445(6) . ?
O5 C22 1.216(5) . ?
O1 C4 1.376(5) . ?
O1 C7 1.405(6) . ?
N2 C16 1.351(5) . ?
N2 C8 1.420(5) . ?
N2 H2 0.8600 . ?
N1 C1 1.436(5) . ?
N1 C15 1.475(5) . ?
N1 C18 1.484(5) . ?
N4 C38 1.367(5) . ?
N4 C37 1.404(5) . ?
N4 C39 1.448(5) . ?
N3 C22 1.365(5) . ?
N3 C28 1.396(5) . ?
N3 C29 1.456(6) . ?
C16 C17 1.362(5) . ?
C16 C15 1.504(5) . ?
C8 C13 1.376(6) . ?
C8 C9 1.384(6) . ?
C23 C28 1.381(6) . ?
C23 C24 1.384(6) . ?
C23 C21 1.484(5) . ?
C1 C6 1.384(6) . ?
C1 C2 1.390(6) . ?
C18 C17 1.498(5) . ?
C18 C32 1.513(5) . ?
C18 C38 1.548(6) . ?
C17 C19 1.440(5) . ?
C15 C21 1.541(5) . ?
C15 H15 0.9800 . ?
C21 C22 1.521(6) . ?
C21 H21 0.9800 . ?
O2 C14 1.371(13) . ?
O2 C11 1.373(6) . ?
C32 C33 1.373(6) . ?
C32 C37 1.393(6) . ?
C37 C36 1.373(6) . ?
C2 C3 1.395(6) . ?
C2 H2A 0.9300 . ?
C4 C5 1.371(6) . ?
C4 C3 1.382(6) . ?
C9 C10 1.370(6) . ?
C9 H9 0.9300 . ?
C28 C27 1.402(6) . ?
C10 C11 1.369(6) . ?
C10 H10 0.9300 . ?
C3 H3 0.9300 . ?
C13 C12 1.377(6) . ?
C13 H13 0.9300 . ?
C24 C25 1.388(6) . ?
C24 H24 0.9300 . ?
C6 C5 1.380(6) . ?
C6 H6 0.9300 . ?
C33 C34 1.402(6) . ?
C33 H33 0.9300 . ?
C36 C35 1.382(7) . ?
C36 H36 0.9300 . ?
C5 H5 0.9300 . ?
C11 C12 1.373(7) . ?
C39 C40 1.493(8) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C26 C27 1.364(7) . ?
C26 C25 1.365(7) . ?
C26 H26 0.9300 . ?
C35 C34 1.370(7) . ?
C35 H35 0.9300 . ?
C27 H27 0.9300 . ?
C25 H25 0.9300 . ?
C34 H34 0.9300 . ?
C12 H12 0.9300 . ?
C29 C30 1.518(9) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C019 C20 1.582(16) . ?
C019 H01A 0.9700 . ?
C019 H01B 0.9700 . ?
C40 C41 1.289(9) . ?
C40 H40 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C30 C31 1.253(11) . ?
C30 H30 0.9300 . ?
C41 H41A 0.9300 . ?
C41 H41B 0.9300 . ?
C31 H31A 0.9300 . ?
C31 H31B 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 O4 C019 117.8(4) . . ?
C4 O1 C7 117.3(4) . . ?
C16 N2 C8 130.8(3) . . ?
C16 N2 H2 114.6 . . ?
C8 N2 H2 114.6 . . ?
C1 N1 C15 119.8(3) . . ?
C1 N1 C18 117.5(3) . . ?
C15 N1 C18 111.7(3) . . ?
C38 N4 C37 110.7(3) . . ?
C38 N4 C39 123.4(4) . . ?
C37 N4 C39 125.0(3) . . ?
C22 N3 C28 111.1(4) . . ?
C22 N3 C29 123.0(4) . . ?
C28 N3 C29 125.7(4) . . ?
N2 C16 C17 124.2(4) . . ?
N2 C16 C15 125.1(3) . . ?
C17 C16 C15 110.7(3) . . ?
C13 C8 C9 118.6(4) . . ?
C13 C8 N2 117.8(4) . . ?
C9 C8 N2 123.5(4) . . ?
C28 C23 C24 118.9(4) . . ?
C28 C23 C21 108.6(4) . . ?
C24 C23 C21 132.3(4) . . ?
C6 C1 C2 118.0(4) . . ?
C6 C1 N1 119.3(4) . . ?
C2 C1 N1 122.7(3) . . ?
N1 C18 C17 102.2(3) . . ?
N1 C18 C32 113.0(3) . . ?
C17 C18 C32 116.0(3) . . ?
N1 C18 C38 114.3(3) . . ?
C17 C18 C38 110.8(3) . . ?
C32 C18 C38 101.1(3) . . ?
C16 C17 C19 122.7(4) . . ?
C16 C17 C18 111.7(3) . . ?
C19 C17 C18 125.4(3) . . ?
O6 C38 N4 124.4(4) . . ?
O6 C38 C18 126.7(4) . . ?
N4 C38 C18 108.9(3) . . ?
N1 C15 C16 102.5(3) . . ?
N1 C15 C21 110.8(3) . . ?
C16 C15 C21 114.8(3) . . ?
N1 C15 H15 109.5 . . ?
C16 C15 H15 109.5 . . ?
C21 C15 H15 109.5 . . ?
C23 C21 C22 103.1(3) . . ?
C23 C21 C15 116.6(3) . . ?
C22 C21 C15 113.3(3) . . ?
C23 C21 H21 107.8 . . ?
C22 C21 H21 107.8 . . ?
C15 C21 H21 107.8 . . ?
C14 O2 C11 119.2(6) . . ?
C33 C32 C37 120.1(4) . . ?
C33 C32 C18 130.6(4) . . ?
C37 C32 C18 109.3(4) . . ?
O3 C19 O4 122.2(4) . . ?
O3 C19 C17 124.3(4) . . ?
O4 C19 C17 113.3(4) . . ?
C36 C37 C32 121.7(4) . . ?
C36 C37 N4 128.3(4) . . ?
C32 C37 N4 109.9(3) . . ?
C1 C2 C3 121.2(4) . . ?
C1 C2 H2A 119.4 . . ?
C3 C2 H2A 119.4 . . ?
O5 C22 N3 125.1(4) . . ?
O5 C22 C21 127.5(4) . . ?
N3 C22 C21 107.4(3) . . ?
C5 C4 O1 116.3(4) . . ?
C5 C4 C3 119.6(4) . . ?
O1 C4 C3 124.1(4) . . ?
C10 C9 C8 120.3(4) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C23 C28 N3 109.7(4) . . ?
C23 C28 C27 121.7(4) . . ?
N3 C28 C27 128.6(4) . . ?
C11 C10 C9 120.6(4) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C4 C3 C2 119.5(4) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C8 C13 C12 121.0(4) . . ?
C8 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C23 C24 C25 119.0(5) . . ?
C23 C24 H24 120.5 . . ?
C25 C24 H24 120.5 . . ?
C5 C6 C1 120.9(4) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C32 C33 C34 118.3(4) . . ?
C32 C33 H33 120.8 . . ?
C34 C33 H33 120.8 . . ?
C37 C36 C35 117.9(4) . . ?
C37 C36 H36 121.1 . . ?
C35 C36 H36 121.1 . . ?
C4 C5 C6 120.9(4) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C10 C11 C12 119.8(4) . . ?
C10 C11 O2 114.8(4) . . ?
C12 C11 O2 125.4(4) . . ?
N4 C39 C40 112.1(4) . . ?
N4 C39 H39A 109.2 . . ?
C40 C39 H39A 109.2 . . ?
N4 C39 H39B 109.2 . . ?
C40 C39 H39B 109.2 . . ?
H39A C39 H39B 107.9 . . ?
C27 C26 C25 121.0(5) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C34 C35 C36 121.3(4) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C26 C27 C28 118.0(5) . . ?
C26 C27 H27 121.0 . . ?
C28 C27 H27 121.0 . . ?
C26 C25 C24 121.3(5) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C35 C34 C33 120.6(5) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C11 C12 C13 119.7(4) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
N3 C29 C30 110.7(5) . . ?
N3 C29 H29A 109.5 . . ?
C30 C29 H29A 109.5 . . ?
N3 C29 H29B 109.5 . . ?
C30 C29 H29B 109.5 . . ?
H29A C29 H29B 108.1 . . ?
O4 C019 C20 102.0(7) . . ?
O4 C019 H01A 111.4 . . ?
C20 C019 H01A 111.4 . . ?
O4 C019 H01B 111.4 . . ?
C20 C019 H01B 111.4 . . ?
H01A C019 H01B 109.2 . . ?
C41 C40 C39 126.8(7) . . ?
C41 C40 H40 116.6 . . ?
C39 C40 H40 116.6 . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C31 C30 C29 123.4(9) . . ?
C31 C30 H30 118.3 . . ?
C29 C30 H30 118.3 . . ?
C40 C41 H41A 120.0 . . ?
C40 C41 H41B 120.0 . . ?
H41A C41 H41B 120.0 . . ?
C30 C31 H31A 120.0 . . ?
C30 C31 H31B 120.0 . . ?
H31A C31 H31B 120.0 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C019 C20 H20A 109.5 . . ?
C019 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C019 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_refine_diff_density_max         1.435
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.073



####################################################################### 
# 
# 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_958Ext_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1846236'
_audit_update_record             
;
2018-05-30 deposited with the CCDC.
2019-01-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H40 Cl2 N4 O5'
_chemical_formula_sum            'C39 H40 Cl2 N4 O5'
_chemical_formula_weight         715.65

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.6167(4)
_cell_length_b                   12.0022(4)
_cell_length_c                   14.9533(6)
_cell_angle_alpha                101.198(2)
_cell_angle_beta                 95.592(2)
_cell_angle_gamma                103.530(2)
_cell_volume                     1796.75(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    9992
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      28.29

_exptl_crystal_description       rectangular
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_F_000             2016
_exptl_transmission_factor_min   0.785
_exptl_transmission_factor_max   0.875
_exptl_crystal_size_max          0.145
_exptl_crystal_size_mid          0.062
_exptl_crystal_size_min          0.042
_exptl_absorpt_coefficient_mu    0.230
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   Mo
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23193
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.543
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             6267
_reflns_number_gt                4632
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1409P)²+1.5143P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6267
_refine_ls_number_parameters     462
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0997
_refine_ls_R_factor_gt           0.0767
_refine_ls_wR_factor_ref         0.2492
_refine_ls_wR_factor_gt          0.2247
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 1.0328(2) 0.88155(18) 0.39327(17) 0.0493(6) Uani 1 1 d . . . . .
O3 O 0.7599(2) 0.7226(2) 0.50117(17) 0.0537(6) Uani 1 1 d . . . . .
O1 O 0.9154(2) 0.9696(2) 0.31087(18) 0.0567(7) Uani 1 1 d . . . . .
N2 N 0.7148(2) 0.5785(2) 0.30077(18) 0.0376(6) Uani 1 1 d . . . . .
O007 O 0.3752(2) 0.4332(2) 0.2010(2) 0.0676(8) Uani 1 1 d . . . . .
N3 N 0.9562(3) 0.6746(2) 0.49616(18) 0.0433(6) Uani 1 1 d . . . . .
N1 N 0.6602(3) 0.8467(2) 0.2472(2) 0.0496(7) Uani 1 1 d . . . . .
H1 H 0.720934 0.904118 0.239714 0.059 Uiso 1 1 calc R U . . .
N4 N 0.5130(3) 0.3794(2) 0.1020(2) 0.0555(8) Uani 1 1 d . . . . .
C9 C 0.7025(3) 0.7613(2) 0.2795(2) 0.0393(7) Uani 1 1 d . . . . .
C17 C 1.0266(3) 0.6326(3) 0.4274(2) 0.0397(7) Uani 1 1 d . . . . .
C1 C 0.5304(3) 0.8545(3) 0.2242(2) 0.0445(8) Uani 1 1 d . . . . .
C22 C 0.9584(3) 0.6207(2) 0.3408(2) 0.0358(7) Uani 1 1 d . . . . .
C23 C 0.6674(3) 0.4706(2) 0.3285(2) 0.0354(6) Uani 1 1 d . . . . .
C10 C 0.8259(3) 0.7726(2) 0.3191(2) 0.0377(7) Uani 1 1 d . . . . .
C8 C 0.6189(3) 0.6379(2) 0.2688(2) 0.0395(7) Uani 1 1 d . . . . .
H8 H 0.551065 0.637215 0.308825 0.047 Uiso 1 1 calc R U . . .
C11 C 0.8357(3) 0.6631(2) 0.3519(2) 0.0358(7) Uani 1 1 d . . . . .
C24 C 0.7068(3) 0.3732(3) 0.2890(2) 0.0422(7) Uani 1 1 d . . . . .
H24 H 0.768318 0.380194 0.248840 0.051 Uiso 1 1 calc R U . . .
C15 C 0.8421(3) 0.6895(3) 0.4589(2) 0.0408(7) Uani 1 1 d . . . . .
C12 C 0.9270(3) 0.8832(3) 0.3392(2) 0.0410(7) Uani 1 1 d . . . . .
C2 C 0.5076(4) 0.9179(3) 0.1595(3) 0.0532(9) Uani 1 1 d . . . . .
H2 H 0.576217 0.952581 0.131452 0.064 Uiso 1 1 calc R U . . .
C21 C 1.0060(3) 0.5754(3) 0.2633(2) 0.0444(7) Uani 1 1 d . . . . .
H21 H 0.960612 0.566150 0.204830 0.053 Uiso 1 1 calc R U . . .
C20 C 1.1230(3) 0.5438(3) 0.2742(3) 0.0539(9) Uani 1 1 d . . . . .
H20 H 1.155765 0.512010 0.222495 0.065 Uiso 1 1 calc R U . . .
C25 C 0.6553(3) 0.2644(3) 0.3089(2) 0.0493(8) Uani 1 1 d . . . . .
H25 H 0.682746 0.199593 0.281296 0.059 Uiso 1 1 calc R U . . .
C28 C 0.5784(3) 0.4577(3) 0.3902(2) 0.0507(8) Uani 1 1 d . . . . .
H28 H 0.552862 0.522866 0.419302 0.061 Uiso 1 1 calc R U . . .
C30 C 0.5567(3) 0.5796(3) 0.1680(2) 0.0464(8) Uani 1 1 d . . . . .
H30 H 0.504667 0.628437 0.145055 0.056 Uiso 1 1 calc R U . . .
C38 C 0.4681(3) 0.4571(3) 0.1610(2) 0.0491(8) Uani 1 1 d . . . . .
C26 C 0.5649(3) 0.2506(3) 0.3683(2) 0.0517(9) Uani 1 1 d . . . . .
C6 C 0.4286(4) 0.8080(3) 0.2682(3) 0.0547(9) Uani 1 1 d . . . . .
H6 H 0.444008 0.769014 0.314458 0.066 Uiso 1 1 calc R U . . .
C31 C 0.6518(3) 0.5567(3) 0.1027(2) 0.0486(8) Uani 1 1 d . . . . .
C5 C 0.3039(4) 0.8192(3) 0.2436(3) 0.0603(10) Uani 1 1 d . . . . .
H5 H 0.235980 0.785496 0.272715 0.072 Uiso 1 1 calc R U . . .
C36 C 0.6218(4) 0.4356(3) 0.0667(2) 0.0522(9) Uani 1 1 d . . . . .
C18 C 1.1434(3) 0.6032(3) 0.4395(3) 0.0523(9) Uani 1 1 d . . . . .
H18 H 1.188594 0.612612 0.498152 0.063 Uiso 1 1 calc R U . . .
C27 C 0.5275(4) 0.3501(3) 0.4088(3) 0.0586(10) Uani 1 1 d . . . . .
H27 H 0.466678 0.343407 0.449482 0.070 Uiso 1 1 calc R U . . .
C3 C 0.3826(4) 0.9302(4) 0.1359(3) 0.0626(10) Uani 1 1 d . . . . .
H3 H 0.368444 0.973152 0.092135 0.075 Uiso 1 1 calc R U . . .
C13 C 1.1360(3) 0.9912(3) 0.4237(3) 0.0586(10) Uani 1 1 d . . . . .
H13A H 1.100627 1.054058 0.453225 0.070 Uiso 1 1 calc R U . . .
H13B H 1.174574 1.013609 0.371458 0.070 Uiso 1 1 calc R U . . .
C4 C 0.2778(4) 0.8792(3) 0.1770(3) 0.0615(10) Uani 1 1 d . . . . .
C19 C 1.1918(3) 0.5589(3) 0.3609(3) 0.0587(10) Uani 1 1 d . . . . .
H19 H 1.271425 0.539174 0.366728 0.070 Uiso 1 1 calc R U . . .
C16 C 1.0036(4) 0.7042(4) 0.5949(2) 0.0609(10) Uani 1 1 d . . . . .
H16A H 1.080477 0.769018 0.608627 0.091 Uiso 1 1 calc R U . . .
H16B H 1.024799 0.637424 0.612887 0.091 Uiso 1 1 calc R U . . .
H16C H 0.936790 0.725668 0.628161 0.091 Uiso 1 1 calc R U . . .
C32 C 0.7543(4) 0.6301(4) 0.0759(3) 0.0644(10) Uani 1 1 d . . . . .
H32 H 0.774412 0.711096 0.097976 0.077 Uiso 1 1 calc R U . . .
C35 C 0.6950(5) 0.3864(4) 0.0071(3) 0.0709(12) Uani 1 1 d . . . . .
H35 H 0.675963 0.305483 -0.015327 0.085 Uiso 1 1 calc R U . . .
C29 C 0.5053(5) 0.1329(4) 0.3874(3) 0.0781(13) Uani 1 1 d . . . . .
H29A H 0.423435 0.097179 0.347415 0.117 Uiso 1 1 calc R U . . .
H29B H 0.490448 0.142891 0.450480 0.117 Uiso 1 1 calc R U . . .
H29C H 0.563820 0.083323 0.376674 0.117 Uiso 1 1 calc R U . . .
C34 C 0.7978(5) 0.4619(5) -0.0180(3) 0.0829(14) Uani 1 1 d . . . . .
H34 H 0.848327 0.430774 -0.058651 0.099 Uiso 1 1 calc R U . . .
C33 C 0.8276(5) 0.5795(5) 0.0144(3) 0.0810(14) Uani 1 1 d . . . . .
H33 H 0.897553 0.627528 -0.004333 0.097 Uiso 1 1 calc R U . . .
C14 C 1.2349(4) 0.9696(4) 0.4892(3) 0.0713(12) Uani 1 1 d . . . . .
H14A H 1.193066 0.936198 0.535455 0.107 Uiso 1 1 calc R U . . .
H14B H 1.297922 1.042507 0.517956 0.107 Uiso 1 1 calc R U . . .
H14C H 1.278475 0.916023 0.456981 0.107 Uiso 1 1 calc R U . . .
C39 C 0.4574(5) 0.2533(3) 0.0817(4) 0.0826(14) Uani 1 1 d . . . . .
H39A H 0.384458 0.235580 0.114401 0.124 Uiso 1 1 calc R U . . .
H39B H 0.522693 0.215721 0.100515 0.124 Uiso 1 1 calc R U . . .
H39C H 0.428112 0.225072 0.016592 0.124 Uiso 1 1 calc R U . . .
C7 C 0.1419(5) 0.8911(6) 0.1502(4) 0.0972(17) Uani 1 1 d . . . . .
H7A H 0.078620 0.828120 0.164574 0.146 Uiso 1 1 calc R U . . .
H7B H 0.127130 0.887658 0.085282 0.146 Uiso 1 1 calc R U . . .
H7C H 0.133332 0.965030 0.183788 0.146 Uiso 1 1 calc R U . . .
C40 C 0.9473(7) 0.1069(6) 0.1362(5) 0.122(2) Uani 1 1 d . . . . .
H40A H 0.956225 0.102284 0.200491 0.146 Uiso 1 1 calc R U . . .
H40B H 1.033933 0.119499 0.118178 0.146 Uiso 1 1 calc R U . . .
Cl1 Cl 0.84794(17) -0.02742(18) 0.06927(14) 0.1262(6) Uani 1 1 d . . . . .
Cl2 Cl 0.8872(3) 0.2239(2) 0.12547(19) 0.1875(12) Uani 1 1 d . . . . .
O4 O 0.2324(4) 0.2262(5) 0.2690(5) 0.1401(18) Uani 1 1 d D . . . .
H4A H 0.167(7) 0.189(9) 0.292(6) 0.210 Uiso 1 1 d D U . . .
H4B H 0.189(9) 0.221(10) 0.214(3) 0.210 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C12 1.324(4) . ?
O2 C13 1.462(4) . ?
O3 C15 1.221(4) . ?
O1 C12 1.222(4) . ?
N2 C23 1.431(4) . ?
N2 C8 1.466(4) . ?
N2 C11 1.470(4) . ?
O007 C38 1.209(4) . ?
N3 C15 1.349(4) . ?
N3 C17 1.412(4) . ?
N3 C16 1.459(4) . ?
N1 C9 1.360(4) . ?
N1 C1 1.417(4) . ?
N1 H1 0.8600 . ?
N4 C38 1.359(5) . ?
N4 C36 1.399(5) . ?
N4 C39 1.449(5) . ?
C9 C10 1.349(4) . ?
C9 C8 1.508(4) . ?
C17 C18 1.372(5) . ?
C17 C22 1.386(4) . ?
C1 C2 1.378(5) . ?
C1 C6 1.383(5) . ?
C22 C21 1.375(4) . ?
C22 C11 1.518(4) . ?
C23 C24 1.377(4) . ?
C23 C28 1.388(4) . ?
C10 C12 1.456(4) . ?
C10 C11 1.511(4) . ?
C8 C30 1.541(4) . ?
C8 H8 0.9800 . ?
C11 C15 1.561(4) . ?
C24 C25 1.393(5) . ?
C24 H24 0.9300 . ?
C2 C3 1.388(5) . ?
C2 H2 0.9300 . ?
C21 C20 1.385(5) . ?
C21 H21 0.9300 . ?
C20 C19 1.382(6) . ?
C20 H20 0.9300 . ?
C25 C26 1.374(5) . ?
C25 H25 0.9300 . ?
C28 C27 1.371(5) . ?
C28 H28 0.9300 . ?
C30 C31 1.505(5) . ?
C30 C38 1.527(5) . ?
C30 H30 0.9800 . ?
C26 C27 1.392(5) . ?
C26 C29 1.501(5) . ?
C6 C5 1.383(5) . ?
C6 H6 0.9300 . ?
C31 C32 1.377(5) . ?
C31 C36 1.396(5) . ?
C5 C4 1.380(6) . ?
C5 H5 0.9300 . ?
C36 C35 1.376(6) . ?
C18 C19 1.390(5) . ?
C18 H18 0.9300 . ?
C27 H27 0.9300 . ?
C3 C4 1.397(6) . ?
C3 H3 0.9300 . ?
C13 C14 1.468(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C4 C7 1.507(6) . ?
C19 H19 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C32 C33 1.401(6) . ?
C32 H32 0.9300 . ?
C35 C34 1.380(7) . ?
C35 H35 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C34 C33 1.350(8) . ?
C34 H34 0.9300 . ?
C33 H33 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C40 Cl2 1.700(7) . ?
C40 Cl1 1.757(7) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
O4 H4A 0.87(2) . ?
O4 H4B 0.88(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O2 C13 117.4(3) . . ?
C23 N2 C8 118.3(2) . . ?
C23 N2 C11 119.6(2) . . ?
C8 N2 C11 111.7(2) . . ?
C15 N3 C17 111.5(3) . . ?
C15 N3 C16 124.0(3) . . ?
C17 N3 C16 124.4(3) . . ?
C9 N1 C1 129.2(3) . . ?
C9 N1 H1 115.4 . . ?
C1 N1 H1 115.4 . . ?
C38 N4 C36 111.9(3) . . ?
C38 N4 C39 123.5(4) . . ?
C36 N4 C39 124.6(3) . . ?
C10 C9 N1 125.0(3) . . ?
C10 C9 C8 111.0(3) . . ?
N1 C9 C8 123.8(3) . . ?
C18 C17 C22 122.3(3) . . ?
C18 C17 N3 127.7(3) . . ?
C22 C17 N3 110.0(3) . . ?
C2 C1 C6 119.1(3) . . ?
C2 C1 N1 118.1(3) . . ?
C6 C1 N1 122.6(3) . . ?
C21 C22 C17 119.9(3) . . ?
C21 C22 C11 131.3(3) . . ?
C17 C22 C11 108.8(3) . . ?
C24 C23 C28 118.2(3) . . ?
C24 C23 N2 118.7(3) . . ?
C28 C23 N2 123.0(3) . . ?
C9 C10 C12 122.8(3) . . ?
C9 C10 C11 110.6(2) . . ?
C12 C10 C11 125.9(3) . . ?
N2 C8 C9 101.8(2) . . ?
N2 C8 C30 110.8(2) . . ?
C9 C8 C30 112.6(3) . . ?
N2 C8 H8 110.5 . . ?
C9 C8 H8 110.5 . . ?
C30 C8 H8 110.5 . . ?
N2 C11 C10 101.1(2) . . ?
N2 C11 C22 113.9(2) . . ?
C10 C11 C22 118.1(2) . . ?
N2 C11 C15 114.6(2) . . ?
C10 C11 C15 108.5(2) . . ?
C22 C11 C15 101.2(2) . . ?
C23 C24 C25 120.5(3) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
O3 C15 N3 126.2(3) . . ?
O3 C15 C11 125.5(3) . . ?
N3 C15 C11 108.2(3) . . ?
O1 C12 O2 123.1(3) . . ?
O1 C12 C10 123.8(3) . . ?
O2 C12 C10 113.1(3) . . ?
C1 C2 C3 120.3(4) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C22 C21 C20 118.6(3) . . ?
C22 C21 H21 120.7 . . ?
C20 C21 H21 120.7 . . ?
C19 C20 C21 120.9(3) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 H20 119.5 . . ?
C26 C25 C24 121.5(3) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 H25 119.2 . . ?
C27 C28 C23 120.9(3) . . ?
C27 C28 H28 119.6 . . ?
C23 C28 H28 119.6 . . ?
C31 C30 C38 103.0(3) . . ?
C31 C30 C8 115.4(3) . . ?
C38 C30 C8 110.9(3) . . ?
C31 C30 H30 109.1 . . ?
C38 C30 H30 109.1 . . ?
C8 C30 H30 109.1 . . ?
O007 C38 N4 126.1(3) . . ?
O007 C38 C30 126.3(3) . . ?
N4 C38 C30 107.6(3) . . ?
C25 C26 C27 117.4(3) . . ?
C25 C26 C29 121.9(4) . . ?
C27 C26 C29 120.8(4) . . ?
C5 C6 C1 120.3(3) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
C32 C31 C36 119.7(4) . . ?
C32 C31 C30 132.5(3) . . ?
C36 C31 C30 107.8(3) . . ?
C4 C5 C6 121.5(4) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C35 C36 C31 121.7(4) . . ?
C35 C36 N4 128.7(4) . . ?
C31 C36 N4 109.6(3) . . ?
C17 C18 C19 117.5(3) . . ?
C17 C18 H18 121.3 . . ?
C19 C18 H18 121.3 . . ?
C28 C27 C26 121.5(3) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C2 C3 C4 121.0(4) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
O2 C13 C14 106.8(3) . . ?
O2 C13 H13A 110.4 . . ?
C14 C13 H13A 110.4 . . ?
O2 C13 H13B 110.4 . . ?
C14 C13 H13B 110.4 . . ?
H13A C13 H13B 108.6 . . ?
C5 C4 C3 117.6(3) . . ?
C5 C4 C7 121.5(4) . . ?
C3 C4 C7 120.9(4) . . ?
C20 C19 C18 120.8(3) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C31 C32 C33 118.3(4) . . ?
C31 C32 H32 120.9 . . ?
C33 C32 H32 120.9 . . ?
C36 C35 C34 117.4(4) . . ?
C36 C35 H35 121.3 . . ?
C34 C35 H35 121.3 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C33 C34 C35 122.2(4) . . ?
C33 C34 H34 118.9 . . ?
C35 C34 H34 118.9 . . ?
C34 C33 C32 120.8(5) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N4 C39 H39A 109.5 . . ?
N4 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
N4 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Cl2 C40 Cl1 113.3(4) . . ?
Cl2 C40 H40A 108.9 . . ?
Cl1 C40 H40A 108.9 . . ?
Cl2 C40 H40B 108.9 . . ?
Cl1 C40 H40B 108.9 . . ?
H40A C40 H40B 107.7 . . ?
H4A O4 H4B 98(4) . . ?

_refine_diff_density_max         0.454
_refine_diff_density_min         -0.722
_refine_diff_density_rms         0.064



####################################################################### 
# 
# 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_940Exta_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1846235'
_audit_update_record             
;
2018-05-30 deposited with the CCDC.
2019-01-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H48 N4 O5'
_chemical_formula_sum            'C43 H48 N4 O5'
_chemical_formula_weight         700.85
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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                   11.5295(3)
_cell_length_b                   20.4745(5)
_cell_length_c                   17.1131(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.2900(10)
_cell_angle_gamma                90
_cell_volume                     3914.74(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    9959
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      22.11

_exptl_crystal_description       rectangular
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_F_000             1716
_exptl_transmission_factor_min   0.745
_exptl_transmission_factor_max   0.876
_exptl_crystal_size_max          0.175
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.126
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   Mo
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58409
_diffrn_reflns_av_unetI/netI     0.0835
_diffrn_reflns_av_R_equivalents  0.0913
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.853
_diffrn_reflns_theta_max         26.397
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8009
_reflns_number_gt                3776
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0653P)²+1.8426P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8009
_refine_ls_number_parameters     478
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1740
_refine_ls_R_factor_gt           0.0674
_refine_ls_wR_factor_ref         0.1786
_refine_ls_wR_factor_gt          0.1357
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.49086(19) 0.70189(11) 0.53432(12) 0.0638(6) Uani 1 1 d . . . A 4
O2 O 0.33914(18) 0.62011(10) 0.08999(12) 0.0588(6) Uani 1 1 d . . . A 4
O3 O 0.35861(19) 0.77620(11) 0.18346(13) 0.0645(6) Uani 1 1 d . . . A 4
N2 N 0.35658(18) 0.68325(10) 0.32490(13) 0.0390(6) Uani 1 1 d . . . A 4
O1 O 0.5261(2) 0.57923(12) 0.13787(13) 0.0736(7) Uani 1 1 d . . . A 4
N3 N 0.1735(2) 0.72768(11) 0.14305(15) 0.0532(7) Uani 1 1 d . . . A 4
H3 H 0.136888 0.757858 0.111475 0.064 Uiso 1 1 calc R U . A 4
N4 N 0.3630(2) 0.61427(12) 0.51150(14) 0.0528(7) Uani 1 1 d . . . A 4
H4 H 0.320706 0.623975 0.544824 0.063 Uiso 1 1 calc R U . A 4
N1 N 0.63501(19) 0.61743(12) 0.29345(15) 0.0529(7) Uani 1 1 d . . . A 4
H1 H 0.639246 0.594102 0.252452 0.063 Uiso 1 1 calc R U . A 4
C17 C 0.4992(2) 0.62032(12) 0.43150(15) 0.0389(7) Uani 1 1 d . . . A 4
H17 H 0.584158 0.609628 0.451599 0.047 Uiso 1 1 calc R U . A 4
C18 C 0.4276(2) 0.55847(13) 0.41528(16) 0.0396(7) Uani 1 1 d . . . A 4
C37 C 0.4531(3) 0.65135(15) 0.49887(16) 0.0461(7) Uani 1 1 d . . . A 4
C11 C 0.3030(2) 0.73780(13) 0.35474(16) 0.0416(7) Uani 1 1 d . . . A 4
C7 C 0.5228(2) 0.64058(13) 0.29004(16) 0.0403(7) Uani 1 1 d . . . A 4
C8 C 0.4832(2) 0.66875(13) 0.35973(16) 0.0384(7) Uani 1 1 d . . . A 4
H8 H 0.526996 0.709242 0.377665 0.046 Uiso 1 1 calc R U . A 4
C19 C 0.4323(3) 0.50649(13) 0.36498(17) 0.0471(7) Uani 1 1 d . . . A 4
H19 H 0.487478 0.506690 0.333478 0.057 Uiso 1 1 calc R U . A 4
C23 C 0.3466(3) 0.55758(14) 0.46333(17) 0.0459(7) Uani 1 1 d . . . A 4
C35 C 0.1204(2) 0.66883(14) 0.15694(17) 0.0455(7) Uani 1 1 d . . . A 4
C30 C 0.2019(2) 0.63134(13) 0.21223(16) 0.0401(7) Uani 1 1 d . . . A 4
C1 C 0.7452(2) 0.62424(15) 0.35094(19) 0.0497(8) Uani 1 1 d . . . A 4
C9 C 0.3193(2) 0.66843(13) 0.23773(16) 0.0394(7) Uani 1 1 d . . . A 4
C38 C 0.2892(3) 0.73165(15) 0.18501(17) 0.0474(7) Uani 1 1 d . . . A 4
C10 C 0.4303(2) 0.63621(13) 0.22397(17) 0.0422(7) Uani 1 1 d . . . A 4
C31 C 0.1691(2) 0.57073(14) 0.23310(17) 0.0486(8) Uani 1 1 d . . . A 4
H31 H 0.223372 0.545583 0.270303 0.058 Uiso 1 1 calc R U . A 4
C16 C 0.3625(3) 0.79618(15) 0.37615(19) 0.0584(9) Uani 1 1 d . . . A 4
H16 H 0.439680 0.801746 0.369793 0.070 Uiso 1 1 calc R U . A 4
C20 C 0.3550(3) 0.45372(14) 0.36103(19) 0.0575(9) Uani 1 1 d . . . A 4
C21 C 0.2753(3) 0.45452(16) 0.4089(2) 0.0649(10) Uani 1 1 d . . . A 4
H21 H 0.222969 0.419527 0.405924 0.078 Uiso 1 1 calc R U . A 4
C22 C 0.2696(3) 0.50550(17) 0.4616(2) 0.0618(9) Uani 1 1 d . . . A 4
H22 H 0.216105 0.504592 0.494292 0.074 Uiso 1 1 calc R U . A 4
C32 C 0.0545(3) 0.54652(15) 0.19867(19) 0.0566(8) Uani 1 1 d . . . A 4
C2 C 0.7685(3) 0.66612(16) 0.4164(2) 0.0617(9) Uani 1 1 d . . . A 4
H2 H 0.708567 0.693884 0.424306 0.074 Uiso 1 1 calc R U . A 4
C25 C 0.4383(3) 0.60877(15) 0.14815(18) 0.0520(8) Uani 1 1 d . . . A 4
C34 C 0.0068(3) 0.64681(17) 0.1226(2) 0.0635(9) Uani 1 1 d . . . A 4
H34 H -0.047587 0.672320 0.086035 0.076 Uiso 1 1 calc R U . A 4
C15 C 0.3066(4) 0.84654(16) 0.4072(2) 0.0717(10) Uani 1 1 d . . . A 4
H15 H 0.347672 0.885362 0.422810 0.086 Uiso 1 1 calc R U . A 4
C33 C -0.0239(3) 0.58556(18) 0.1443(2) 0.0665(10) Uani 1 1 d . . . A 4
H33 H -0.100436 0.569921 0.121435 0.080 Uiso 1 1 calc R U . A 4
C3 C 0.8798(3) 0.66716(19) 0.4701(2) 0.0763(11) Uani 1 1 d . . . A 4
H3A H 0.893340 0.694568 0.514803 0.092 Uiso 1 1 calc R U . A 4
C12 C 0.1875(3) 0.73110(17) 0.3632(2) 0.0632(9) Uani 1 1 d . . . A 4
H12 H 0.146534 0.692022 0.349285 0.076 Uiso 1 1 calc R U . A 4
C14 C 0.1931(4) 0.8399(2) 0.4151(2) 0.0778(11) Uani 1 1 d . . . A 4
H14 H 0.156396 0.874061 0.435719 0.093 Uiso 1 1 calc R U . A 4
C26 C 0.3171(3) 0.59246(18) 0.00911(19) 0.0678(10) Uani 1 1 d . . . A 4
C24 C 0.3562(4) 0.39865(16) 0.3029(2) 0.0882(13) Uani 1 1 d . . . A 4
H24A H 0.288081 0.370965 0.300210 0.132 Uiso 1 1 calc R U . A 4
H24B H 0.428254 0.373665 0.321038 0.132 Uiso 1 1 calc R U . A 4
H24C H 0.352862 0.416208 0.250378 0.132 Uiso 1 1 calc R U . A 4
C36 C 0.0184(3) 0.47940(17) 0.2206(2) 0.0818(11) Uani 1 1 d . . . A 4
H36A H -0.067239 0.475632 0.205273 0.123 Uiso 1 1 calc R U . A 4
H36B H 0.046511 0.472974 0.277728 0.123 Uiso 1 1 calc R U . A 4
H36C H 0.052935 0.446925 0.192756 0.123 Uiso 1 1 calc R U . A 4
C13 C 0.1329(3) 0.7826(2) 0.3925(2) 0.0800(11) Uani 1 1 d . . . A 4
H13 H 0.054431 0.778208 0.396952 0.096 Uiso 1 1 calc R U . A 4
C6 C 0.8385(3) 0.58711(19) 0.3383(2) 0.0808(12) Uani 1 1 d . . . A 4
H6 H 0.826715 0.560358 0.293119 0.097 Uiso 1 1 calc R U . A 4
C4 C 0.9697(3) 0.6283(2) 0.4581(3) 0.0994(14) Uani 1 1 d . . . A 4
H4A H 1.044155 0.628540 0.494737 0.119 Uiso 1 1 calc R U . A 4
C27 C 0.1934(4) 0.6195(3) -0.0310(2) 0.1103(16) Uani 1 1 d . . . A 4
H27A H 0.136059 0.602929 -0.003687 0.166 Uiso 1 1 calc R U . A 4
H27B H 0.171169 0.606135 -0.086457 0.166 Uiso 1 1 calc R U . A 4
H27C H 0.195074 0.666276 -0.027978 0.166 Uiso 1 1 calc R U . A 4
C5 C 0.9493(3) 0.5892(2) 0.3921(3) 0.1130(17) Uani 1 1 d . . . A 4
H5 H 1.011078 0.563497 0.382959 0.136 Uiso 1 1 calc R U . A 4
C28 C 0.4089(4) 0.6165(3) -0.0317(3) 0.1255(18) Uani 1 1 d . . . A 4
H28A H 0.409378 0.663404 -0.031572 0.188 Uiso 1 1 calc R U . A 4
H28B H 0.390292 0.601006 -0.086353 0.188 Uiso 1 1 calc R U . A 4
H28C H 0.486339 0.600651 -0.003601 0.188 Uiso 1 1 calc R U . A 4
C29 C 0.3151(5) 0.5194(2) 0.0151(3) 0.1289(18) Uani 1 1 d . . . A 4
H29A H 0.392109 0.504057 0.044698 0.193 Uiso 1 1 calc R U . A 4
H29B H 0.296398 0.500820 -0.038092 0.193 Uiso 1 1 calc R U . A 4
H29C H 0.255417 0.506427 0.042448 0.193 Uiso 1 1 calc R U . A 4
C39 C 0.2408(3) 0.6967(2) 0.6834(3) 0.0920(13) Uani 1 1 d . . . B 1
C40 C 0.1980(5) 0.7456(3) 0.6093(3) 0.143(2) Uani 1 1 d . . . B 1
H40A H 0.245834 0.738994 0.571310 0.215 Uiso 1 1 calc R U . B 1
H40B H 0.207054 0.789819 0.628525 0.215 Uiso 1 1 calc R U . B 1
H40C H 0.115482 0.737432 0.583480 0.215 Uiso 1 1 calc R U . B 1
O5 O 0.2459(3) 0.64111(18) 0.6405(2) 0.1241(12) Uani 1 1 d . . . B 1
C41 C 0.1519(5) 0.6941(3) 0.7345(4) 0.147(2) Uani 1 1 d . . . . .
H41A H 0.085327 0.667195 0.708590 0.220 Uiso 1 1 calc R U . B 1
H41B H 0.124063 0.737440 0.741280 0.220 Uiso 1 1 calc R U . B 1
H41C H 0.189561 0.676039 0.786328 0.220 Uiso 1 1 calc R U . B 1
C42 C 0.3616(4) 0.7178(3) 0.7315(3) 0.144(2) Uani 1 1 d . . . . .
H42A H 0.387007 0.689762 0.777529 0.216 Uiso 1 1 calc R U . B 1
H42B H 0.357393 0.762019 0.749273 0.216 Uiso 1 1 calc R U . B 1
H42C H 0.417923 0.715147 0.698634 0.216 Uiso 1 1 calc R U . B 1
C43 C 0.2774(7) 0.5837(3) 0.6974(4) 0.189(3) Uani 1 1 d . . . . .
H43A H 0.347422 0.594008 0.739090 0.283 Uiso 1 1 calc R U . B 1
H43B H 0.292883 0.546118 0.668045 0.283 Uiso 1 1 calc R U . B 1
H43C H 0.211833 0.574680 0.721079 0.283 Uiso 1 1 calc R U . B 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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 C37 1.224(3) . ?
O2 C25 1.338(3) . ?
O2 C26 1.459(4) . ?
O3 C38 1.218(3) . ?
N2 C11 1.430(3) . ?
N2 C8 1.464(3) . ?
N2 C9 1.478(3) . ?
O1 C25 1.228(3) . ?
N3 C38 1.352(3) . ?
N3 C35 1.399(4) . ?
N3 H3 0.8600 . ?
N4 C37 1.346(4) . ?
N4 C23 1.409(4) . ?
N4 H4 0.8600 . ?
N1 C7 1.365(3) . ?
N1 C1 1.409(4) . ?
N1 H1 0.8600 . ?
C17 C18 1.499(4) . ?
C17 C37 1.522(4) . ?
C17 C8 1.554(4) . ?
C17 H17 0.9800 . ?
C18 C19 1.378(4) . ?
C18 C23 1.388(4) . ?
C11 C12 1.382(4) . ?
C11 C16 1.382(4) . ?
C7 C10 1.352(4) . ?
C7 C8 1.494(4) . ?
C8 H8 0.9800 . ?
C19 C20 1.391(4) . ?
C19 H19 0.9300 . ?
C23 C22 1.383(4) . ?
C35 C34 1.372(4) . ?
C35 C30 1.389(4) . ?
C30 C31 1.370(4) . ?
C30 C9 1.519(4) . ?
C1 C6 1.378(4) . ?
C1 C2 1.383(4) . ?
C9 C10 1.509(4) . ?
C9 C38 1.567(4) . ?
C10 C25 1.438(4) . ?
C31 C32 1.398(4) . ?
C31 H31 0.9300 . ?
C16 C15 1.389(4) . ?
C16 H16 0.9300 . ?
C20 C21 1.374(5) . ?
C20 C24 1.506(5) . ?
C21 C22 1.391(5) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C32 C33 1.380(4) . ?
C32 C36 1.510(4) . ?
C2 C3 1.382(4) . ?
C2 H2 0.9300 . ?
C34 C33 1.378(5) . ?
C34 H34 0.9300 . ?
C15 C14 1.355(5) . ?
C15 H15 0.9300 . ?
C33 H33 0.9300 . ?
C3 C4 1.362(5) . ?
C3 H3A 0.9300 . ?
C12 C13 1.384(5) . ?
C12 H12 0.9300 . ?
C14 C13 1.371(5) . ?
C14 H14 0.9300 . ?
C26 C28 1.489(5) . ?
C26 C29 1.501(5) . ?
C26 C27 1.526(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C13 H13 0.9300 . ?
C6 C5 1.378(5) . ?
C6 H6 0.9300 . ?
C4 C5 1.356(6) . ?
C4 H4A 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C5 H5 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C39 O5 1.364(5) . ?
C39 C42 1.496(6) . ?
C39 C41 1.504(6) . ?
C39 C40 1.595(6) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
O5 C43 1.511(6) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C25 O2 C26 123.7(2) . . ?
C11 N2 C8 119.2(2) . . ?
C11 N2 C9 118.5(2) . . ?
C8 N2 C9 112.4(2) . . ?
C38 N3 C35 112.2(2) . . ?
C38 N3 H3 123.9 . . ?
C35 N3 H3 123.9 . . ?
C37 N4 C23 111.6(2) . . ?
C37 N4 H4 124.2 . . ?
C23 N4 H4 124.2 . . ?
C7 N1 C1 132.6(3) . . ?
C7 N1 H1 113.7 . . ?
C1 N1 H1 113.7 . . ?
C18 C17 C37 102.3(2) . . ?
C18 C17 C8 116.1(2) . . ?
C37 C17 C8 109.7(2) . . ?
C18 C17 H17 109.5 . . ?
C37 C17 H17 109.5 . . ?
C8 C17 H17 109.5 . . ?
C19 C18 C23 119.7(3) . . ?
C19 C18 C17 131.5(3) . . ?
C23 C18 C17 108.7(2) . . ?
O4 C37 N4 126.3(3) . . ?
O4 C37 C17 125.5(3) . . ?
N4 C37 C17 108.3(2) . . ?
C12 C11 C16 119.1(3) . . ?
C12 C11 N2 118.2(3) . . ?
C16 C11 N2 122.7(3) . . ?
C10 C7 N1 123.8(3) . . ?
C10 C7 C8 111.1(2) . . ?
N1 C7 C8 125.0(2) . . ?
N2 C8 C7 102.9(2) . . ?
N2 C8 C17 111.3(2) . . ?
C7 C8 C17 112.6(2) . . ?
N2 C8 H8 109.9 . . ?
C7 C8 H8 109.9 . . ?
C17 C8 H8 109.9 . . ?
C18 C19 C20 120.4(3) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C22 C23 C18 121.3(3) . . ?
C22 C23 N4 129.8(3) . . ?
C18 C23 N4 108.9(2) . . ?
C34 C35 C30 121.6(3) . . ?
C34 C35 N3 128.5(3) . . ?
C30 C35 N3 109.9(2) . . ?
C31 C30 C35 119.7(2) . . ?
C31 C30 C9 131.4(2) . . ?
C35 C30 C9 108.9(2) . . ?
C6 C1 C2 117.8(3) . . ?
C6 C1 N1 116.1(3) . . ?
C2 C1 N1 126.0(3) . . ?
N2 C9 C10 101.6(2) . . ?
N2 C9 C30 114.2(2) . . ?
C10 C9 C30 117.8(2) . . ?
N2 C9 C38 112.3(2) . . ?
C10 C9 C38 110.3(2) . . ?
C30 C9 C38 101.1(2) . . ?
O3 C38 N3 126.9(3) . . ?
O3 C38 C9 125.3(3) . . ?
N3 C38 C9 107.8(2) . . ?
C7 C10 C25 124.6(3) . . ?
C7 C10 C9 111.4(2) . . ?
C25 C10 C9 123.9(2) . . ?
C30 C31 C32 120.3(3) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C11 C16 C15 119.8(3) . . ?
C11 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C21 C20 C19 118.4(3) . . ?
C21 C20 C24 121.3(3) . . ?
C19 C20 C24 120.2(3) . . ?
C20 C21 C22 122.7(3) . . ?
C20 C21 H21 118.6 . . ?
C22 C21 H21 118.6 . . ?
C23 C22 C21 117.4(3) . . ?
C23 C22 H22 121.3 . . ?
C21 C22 H22 121.3 . . ?
C33 C32 C31 118.2(3) . . ?
C33 C32 C36 121.3(3) . . ?
C31 C32 C36 120.5(3) . . ?
C3 C2 C1 120.7(3) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
O1 C25 O2 124.2(3) . . ?
O1 C25 C10 124.1(3) . . ?
O2 C25 C10 111.7(3) . . ?
C35 C34 C33 117.7(3) . . ?
C35 C34 H34 121.1 . . ?
C33 C34 H34 121.1 . . ?
C14 C15 C16 121.0(3) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C34 C33 C32 122.7(3) . . ?
C34 C33 H33 118.7 . . ?
C32 C33 H33 118.7 . . ?
C4 C3 C2 120.4(4) . . ?
C4 C3 H3A 119.8 . . ?
C2 C3 H3A 119.8 . . ?
C11 C12 C13 120.0(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C15 C14 C13 119.5(3) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
O2 C26 C28 109.9(3) . . ?
O2 C26 C29 108.9(3) . . ?
C28 C26 C29 112.8(4) . . ?
O2 C26 C27 102.2(3) . . ?
C28 C26 C27 111.3(3) . . ?
C29 C26 C27 111.3(4) . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C32 C36 H36A 109.5 . . ?
C32 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C32 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C14 C13 C12 120.7(3) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C1 C6 C5 120.6(4) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C5 C4 C3 119.2(4) . . ?
C5 C4 H4A 120.4 . . ?
C3 C4 H4A 120.4 . . ?
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 . . ?
C4 C5 C6 121.1(4) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O5 C39 C42 112.3(4) . . ?
O5 C39 C41 114.2(4) . . ?
C42 C39 C41 111.4(4) . . ?
O5 C39 C40 98.2(4) . . ?
C42 C39 C40 108.7(4) . . ?
C41 C39 C40 111.3(4) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 O5 C43 109.7(4) . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C39 C42 H42A 109.5 . . ?
C39 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C39 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O5 C43 H43A 109.5 . . ?
O5 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
O5 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?

_refine_diff_density_max         0.492
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.043



