# Electronic Supplementary Material (ESI) for ChemComm.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1877673'
_audit_update_record             
;
2018-11-08 deposited with the CCDC.
2019-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H28 N4 O4'
_chemical_formula_sum            'C29 H28 N4 O4'
_chemical_formula_weight         496.55

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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.6098(16)
_cell_length_b                   8.5527(9)
_cell_length_c                   22.221(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.9420(10)
_cell_angle_gamma                90
_cell_volume                     2641.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4363
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      22.58

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.085
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18966
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.465
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4918
_reflns_number_gt                3187
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0849P)²+0.1234P] 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         4918
_refine_ls_number_parameters     374
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0483
_refine_ls_wR_factor_ref         0.1562
_refine_ls_wR_factor_gt          0.1409
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.204
_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
O2 O 0.63442(10) 0.25347(16) 0.21576(6) 0.0747(4) Uani 1 1 d . . . . .
O1 O 0.76139(12) 0.1678(2) 0.19082(9) 0.1079(6) Uani 1 1 d . . . . .
C7 C 0.9351(5) 0.7068(11) 0.0867(4) 0.102(4) Uani 0.345(4) 1 d D . P A 1
C30 C 0.9861(15) 0.739(2) 0.0406(10) 0.119(6) Uani 0.345(4) 1 d D . P A 1
H30A H 1.0131 0.8425 0.0476 0.178 Uiso 0.345(4) 1 calc R U P A 1
H30B H 0.9419 0.7325 -0.0014 0.178 Uiso 0.345(4) 1 calc R U P A 1
H30C H 1.0367 0.6641 0.0455 0.178 Uiso 0.345(4) 1 calc R U P A 1
O3 O 0.8585(4) 0.8134(8) 0.0872(3) 0.091(3) Uani 0.345(4) 1 d D . P A 1
O4 O 0.9601(5) 0.5976(7) 0.1223(4) 0.140(3) Uani 0.345(4) 1 d D . P A 1
C7' C 0.8899(3) 0.8045(5) 0.0681(2) 0.0731(13) Uani 0.655(4) 1 d D . P A 2
C30' C 0.9708(6) 0.7878(12) 0.0403(4) 0.098(2) Uani 0.655(4) 1 d D . P A 2
H30D H 0.9685 0.6858 0.0219 0.147 Uiso 0.655(4) 1 calc R U P A 2
H30E H 1.0311 0.8011 0.0729 0.147 Uiso 0.655(4) 1 calc R U P A 2
H30F H 0.9646 0.8659 0.0082 0.147 Uiso 0.655(4) 1 calc R U P A 2
O3' O 0.89725(17) 0.7090(3) 0.11729(12) 0.0807(9) Uani 0.655(4) 1 d D . P A 2
O4' O 0.8283(2) 0.8995(3) 0.04690(14) 0.1071(10) Uani 0.655(4) 1 d D . P A 2
C17 C 0.29659(12) 1.3384(2) 0.07780(8) 0.0538(4) Uani 1 1 d . . . . .
C11 C 0.44595(12) 0.9719(2) 0.12269(8) 0.0553(4) Uani 1 1 d . . . . .
C14 C 0.36751(12) 1.0868(2) 0.11313(8) 0.0536(4) Uani 1 1 d . . . . .
C15 C 0.28570(12) 1.0567(2) 0.13115(8) 0.0563(4) Uani 1 1 d . . . . .
H15 H 0.2786 0.9603 0.1485 0.068 Uiso 1 1 calc R U . . .
C16 C 0.21506(12) 1.1700(2) 0.12319(8) 0.0543(4) Uani 1 1 d . . . . .
C24 C 0.30037(13) 1.4923(2) 0.04783(8) 0.0577(5) Uani 1 1 d . . . . .
C18 C 0.37068(12) 1.2326(2) 0.08565(8) 0.0562(4) Uani 1 1 d . . . . .
H18 H 0.4233 1.2588 0.0725 0.067 Uiso 1 1 calc R U . . .
C19 C 0.13003(12) 1.1420(2) 0.14565(8) 0.0574(5) Uani 1 1 d . . . . .
C8 C 0.59638(12) 0.7475(2) 0.14068(9) 0.0604(5) Uani 1 1 d . . . . .
C12 C 0.51397(12) 0.9805(2) 0.09018(8) 0.0605(5) Uani 1 1 d . . . . .
H12 H 0.5098 1.0621 0.0618 0.073 Uiso 1 1 calc R U . . .
C13 C 0.58657(13) 0.8732(2) 0.09862(9) 0.0630(5) Uani 1 1 d . . . . .
H13 H 0.6302 0.8839 0.0760 0.076 Uiso 1 1 calc R U . . .
C10 C 0.45732(14) 0.8483(2) 0.16476(9) 0.0692(5) Uani 1 1 d . . . . .
H10 H 0.4143 0.8389 0.1879 0.083 Uiso 1 1 calc R U . . .
C20 C 0.06041(14) 1.2551(3) 0.14007(10) 0.0744(6) Uani 1 1 d . . . . .
H20 H 0.0644 1.3505 0.1210 0.089 Uiso 1 1 calc R U . . .
C23 C 0.05239(15) 0.9784(3) 0.19542(10) 0.0803(6) Uani 1 1 d . . . . .
H23 H 0.0497 0.8828 0.2148 0.096 Uiso 1 1 calc R U . . .
C2 C 0.70924(17) 0.1582(3) 0.22271(10) 0.0784(6) Uani 1 1 d . . . . .
C3 C 0.62053(14) 0.3729(2) 0.16883(9) 0.0705(5) Uani 1 1 d . . . . .
H3A H 0.5533 0.4034 0.1545 0.085 Uiso 1 1 calc R U . . .
H3B H 0.6372 0.3326 0.1328 0.085 Uiso 1 1 calc R U . . .
C9 C 0.52898(15) 0.7395(2) 0.17382(9) 0.0720(6) Uani 1 1 d . . . . .
H9 H 0.5330 0.6587 0.2025 0.086 Uiso 1 1 calc R U . . .
C5 C 0.73536(13) 0.6413(2) 0.11198(10) 0.0730(6) Uani 1 1 d D . . . .
H5A H 0.7024 0.6789 0.0697 0.088 Uiso 1 1 calc R U . . .
H5B H 0.7584 0.5363 0.1085 0.088 Uiso 1 1 calc R U . . .
C25 C 0.22413(16) 1.5956(3) 0.03440(10) 0.0790(6) Uani 1 1 d . . . . .
H25 H 0.1692 1.5720 0.0454 0.095 Uiso 1 1 calc R U . . .
C22 C -0.01882(15) 1.0835(3) 0.19189(11) 0.0852(7) Uani 1 1 d . . . . .
H22 H -0.0685 1.0604 0.2084 0.102 Uiso 1 1 calc R U . . .
C28 C 0.38531(17) 1.6575(2) 0.00392(10) 0.0762(6) Uani 1 1 d . . . . .
H28 H 0.4409 1.6800 -0.0064 0.091 Uiso 1 1 calc R U . . .
C4 C 0.68189(14) 0.5132(2) 0.19526(9) 0.0719(6) Uani 1 1 d . . . . .
H4A H 0.6658 0.5517 0.2318 0.086 Uiso 1 1 calc R U . . .
H4B H 0.7490 0.4821 0.2092 0.086 Uiso 1 1 calc R U . . .
C27 C 0.3122(2) 1.7647(3) -0.01157(11) 0.0874(7) Uani 1 1 d . . . . .
H27 H 0.3178 1.8564 -0.0326 0.105 Uiso 1 1 calc R U . . .
C21 C -0.01535(15) 1.2242(3) 0.16335(11) 0.0868(7) Uani 1 1 d . . . . .
H21 H -0.0634 1.2983 0.1596 0.104 Uiso 1 1 calc R U . . .
C6 C 0.81962(15) 0.7469(3) 0.14293(11) 0.0913(7) Uani 1 1 d D . . . .
H6A H 0.8699 0.6887 0.1735 0.110 Uiso 1 1 calc R U . A 1
H6B H 0.7995 0.8323 0.1646 0.110 Uiso 1 1 calc R U . A 1
C26 C 0.23076(19) 1.7348(3) 0.00436(12) 0.0922(7) Uani 1 1 d . . . . .
H26 H 0.1806 1.8068 -0.0048 0.111 Uiso 1 1 calc R U . . .
C1 C 0.7163(3) 0.0412(3) 0.27333(14) 0.1324(11) Uani 1 1 d . . . . .
H1A H 0.7409 -0.0553 0.2624 0.199 Uiso 1 1 calc R U . . .
H1B H 0.6538 0.0239 0.2777 0.199 Uiso 1 1 calc R U . . .
H1C H 0.7590 0.0794 0.3126 0.199 Uiso 1 1 calc R U . . .
N2 N 0.21926(10) 1.30973(17) 0.09664(7) 0.0571(4) Uani 1 1 d . . . . .
N3 N 0.12625(10) 1.0036(2) 0.17278(7) 0.0683(4) Uani 1 1 d . . . . .
N4 N 0.38105(11) 1.52311(18) 0.03293(7) 0.0662(4) Uani 1 1 d . . . . .
N1 N 0.66860(11) 0.63787(19) 0.14903(8) 0.0714(5) Uani 1 1 d . . . . .


_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 C2 1.334(2) . ?
O2 C3 1.429(2) . ?
O1 C2 1.193(2) . ?
C7 O4 1.206(8) . ?
C7 O3 1.445(7) . ?
C7 C30 1.467(9) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
O3 C6 1.617(6) . ?
C7' O4' 1.196(5) . ?
C7' O3' 1.342(5) . ?
C7' C30' 1.501(6) . ?
C30' H30D 0.9600 . ?
C30' H30E 0.9600 . ?
C30' H30F 0.9600 . ?
O3' C6 1.454(3) . ?
C17 N2 1.343(2) . ?
C17 C18 1.380(2) . ?
C17 C24 1.484(2) . ?
C11 C10 1.387(2) . ?
C11 C12 1.399(2) . ?
C11 C14 1.475(2) . ?
C14 C18 1.396(2) . ?
C14 C15 1.396(2) . ?
C15 C16 1.387(2) . ?
C15 H15 0.9300 . ?
C16 N2 1.342(2) . ?
C16 C19 1.494(2) . ?
C24 N4 1.345(2) . ?
C24 C25 1.380(3) . ?
C18 H18 0.9300 . ?
C19 N3 1.337(2) . ?
C19 C20 1.381(3) . ?
C8 N1 1.381(2) . ?
C8 C9 1.401(2) . ?
C8 C13 1.402(3) . ?
C12 C13 1.371(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C10 C9 1.369(3) . ?
C10 H10 0.9300 . ?
C20 C21 1.384(3) . ?
C20 H20 0.9300 . ?
C23 N3 1.341(2) . ?
C23 C22 1.359(3) . ?
C23 H23 0.9300 . ?
C2 C1 1.485(3) . ?
C3 C4 1.505(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C9 H9 0.9300 . ?
C5 N1 1.458(2) . ?
C5 C6 1.511(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C25 C26 1.383(3) . ?
C25 H25 0.9300 . ?
C22 C21 1.369(3) . ?
C22 H22 0.9300 . ?
C28 N4 1.329(2) . ?
C28 C27 1.369(3) . ?
C28 H28 0.9300 . ?
C4 N1 1.452(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C27 C26 1.366(3) . ?
C27 H27 0.9300 . ?
C21 H21 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C26 H26 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 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
C2 O2 C3 116.63(15) . . ?
O4 C7 O3 124.3(7) . . ?
O4 C7 C30 119.2(10) . . ?
O3 C7 C30 116.5(8) . . ?
C7 C30 H30A 109.5 . . ?
C7 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C7 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C7 O3 C6 103.8(5) . . ?
O4' C7' O3' 126.6(5) . . ?
O4' C7' C30' 119.7(5) . . ?
O3' C7' C30' 113.7(5) . . ?
C7' C30' H30D 109.5 . . ?
C7' C30' H30E 109.5 . . ?
H30D C30' H30E 109.5 . . ?
C7' C30' H30F 109.5 . . ?
H30D C30' H30F 109.5 . . ?
H30E C30' H30F 109.5 . . ?
C7' O3' C6 107.9(3) . . ?
N2 C17 C18 122.90(16) . . ?
N2 C17 C24 116.95(16) . . ?
C18 C17 C24 120.14(15) . . ?
C10 C11 C12 115.57(16) . . ?
C10 C11 C14 122.10(15) . . ?
C12 C11 C14 122.33(15) . . ?
C18 C14 C15 115.90(16) . . ?
C18 C14 C11 121.97(14) . . ?
C15 C14 C11 122.14(16) . . ?
C16 C15 C14 120.26(16) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
N2 C16 C15 123.03(15) . . ?
N2 C16 C19 116.44(16) . . ?
C15 C16 C19 120.52(16) . . ?
N4 C24 C25 122.10(17) . . ?
N4 C24 C17 116.16(16) . . ?
C25 C24 C17 121.71(17) . . ?
C17 C18 C14 120.71(15) . . ?
C17 C18 H18 119.6 . . ?
C14 C18 H18 119.6 . . ?
N3 C19 C20 121.94(16) . . ?
N3 C19 C16 116.55(16) . . ?
C20 C19 C16 121.49(18) . . ?
N1 C8 C9 121.86(17) . . ?
N1 C8 C13 121.81(16) . . ?
C9 C8 C13 116.34(17) . . ?
C13 C12 C11 122.46(17) . . ?
C13 C12 H12 118.8 . . ?
C11 C12 H12 118.8 . . ?
C12 C13 C8 121.35(16) . . ?
C12 C13 H13 119.3 . . ?
C8 C13 H13 119.3 . . ?
C9 C10 C11 123.01(17) . . ?
C9 C10 H10 118.5 . . ?
C11 C10 H10 118.5 . . ?
C19 C20 C21 119.0(2) . . ?
C19 C20 H20 120.5 . . ?
C21 C20 H20 120.5 . . ?
N3 C23 C22 124.2(2) . . ?
N3 C23 H23 117.9 . . ?
C22 C23 H23 117.9 . . ?
O1 C2 O2 122.7(2) . . ?
O1 C2 C1 126.0(2) . . ?
O2 C2 C1 111.3(2) . . ?
O2 C3 C4 110.58(16) . . ?
O2 C3 H3A 109.5 . . ?
C4 C3 H3A 109.5 . . ?
O2 C3 H3B 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
C10 C9 C8 121.26(18) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
N1 C5 C6 110.37(16) . . ?
N1 C5 H5A 109.6 . . ?
C6 C5 H5A 109.6 . . ?
N1 C5 H5B 109.6 . . ?
C6 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
C24 C25 C26 118.9(2) . . ?
C24 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?
C23 C22 C21 118.14(19) . . ?
C23 C22 H22 120.9 . . ?
C21 C22 H22 120.9 . . ?
N4 C28 C27 123.5(2) . . ?
N4 C28 H28 118.3 . . ?
C27 C28 H28 118.3 . . ?
N1 C4 C3 112.08(16) . . ?
N1 C4 H4A 109.2 . . ?
C3 C4 H4A 109.2 . . ?
N1 C4 H4B 109.2 . . ?
C3 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C26 C27 C28 119.0(2) . . ?
C26 C27 H27 120.5 . . ?
C28 C27 H27 120.5 . . ?
C22 C21 C20 119.3(2) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
O3' C6 C5 108.26(18) . . ?
C5 C6 O3 106.9(3) . . ?
C5 C6 H6A 110.3 . . ?
O3 C6 H6A 110.3 . . ?
C5 C6 H6B 110.3 . . ?
O3 C6 H6B 110.3 . . ?
H6A C6 H6B 108.6 . . ?
C27 C26 C25 118.8(2) . . ?
C27 C26 H26 120.6 . . ?
C25 C26 H26 120.6 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C16 N2 C17 117.16(15) . . ?
C19 N3 C23 117.47(18) . . ?
C28 N4 C24 117.68(17) . . ?
C8 N1 C4 121.60(16) . . ?
C8 N1 C5 121.81(16) . . ?
C4 N1 C5 116.59(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 C7 O3 C6 -0.9(10) . . . . ?
C30 C7 O3 C6 -179.1(13) . . . . ?
O4' C7' O3' C6 -3.1(5) . . . . ?
C30' C7' O3' C6 175.0(5) . . . . ?
C10 C11 C14 C18 161.49(18) . . . . ?
C12 C11 C14 C18 -18.3(3) . . . . ?
C10 C11 C14 C15 -18.3(3) . . . . ?
C12 C11 C14 C15 161.92(17) . . . . ?
C18 C14 C15 C16 -1.9(2) . . . . ?
C11 C14 C15 C16 177.88(15) . . . . ?
C14 C15 C16 N2 2.1(3) . . . . ?
C14 C15 C16 C19 -176.58(14) . . . . ?
N2 C17 C24 N4 175.89(14) . . . . ?
C18 C17 C24 N4 -3.7(2) . . . . ?
N2 C17 C24 C25 -6.0(3) . . . . ?
C18 C17 C24 C25 174.49(17) . . . . ?
N2 C17 C18 C14 1.2(3) . . . . ?
C24 C17 C18 C14 -179.29(15) . . . . ?
C15 C14 C18 C17 0.4(2) . . . . ?
C11 C14 C18 C17 -179.43(15) . . . . ?
N2 C16 C19 N3 -179.25(15) . . . . ?
C15 C16 C19 N3 -0.5(2) . . . . ?
N2 C16 C19 C20 -0.9(2) . . . . ?
C15 C16 C19 C20 177.88(17) . . . . ?
C10 C11 C12 C13 0.7(3) . . . . ?
C14 C11 C12 C13 -179.51(17) . . . . ?
C11 C12 C13 C8 0.1(3) . . . . ?
N1 C8 C13 C12 179.30(17) . . . . ?
C9 C8 C13 C12 -0.8(3) . . . . ?
C12 C11 C10 C9 -1.0(3) . . . . ?
C14 C11 C10 C9 179.28(18) . . . . ?
N3 C19 C20 C21 0.1(3) . . . . ?
C16 C19 C20 C21 -178.16(17) . . . . ?
C3 O2 C2 O1 -1.8(3) . . . . ?
C3 O2 C2 C1 179.3(2) . . . . ?
C2 O2 C3 C4 -84.2(2) . . . . ?
C11 C10 C9 C8 0.3(3) . . . . ?
N1 C8 C9 C10 -179.53(18) . . . . ?
C13 C8 C9 C10 0.6(3) . . . . ?
N4 C24 C25 C26 0.4(3) . . . . ?
C17 C24 C25 C26 -177.68(19) . . . . ?
N3 C23 C22 C21 0.1(3) . . . . ?
O2 C3 C4 N1 -179.22(15) . . . . ?
N4 C28 C27 C26 1.2(3) . . . . ?
C23 C22 C21 C20 -0.8(3) . . . . ?
C19 C20 C21 C22 0.7(3) . . . . ?
C7' O3' C6 C5 93.0(3) . . . . ?
N1 C5 C6 O3' 161.92(19) . . . . ?
N1 C5 C6 O3 -152.1(3) . . . . ?
C7 O3 C6 C5 -94.6(5) . . . . ?
C28 C27 C26 C25 -1.4(4) . . . . ?
C24 C25 C26 C27 0.6(3) . . . . ?
C15 C16 N2 C17 -0.5(2) . . . . ?
C19 C16 N2 C17 178.21(14) . . . . ?
C18 C17 N2 C16 -1.1(2) . . . . ?
C24 C17 N2 C16 179.34(14) . . . . ?
C20 C19 N3 C23 -0.8(3) . . . . ?
C16 C19 N3 C23 177.54(15) . . . . ?
C22 C23 N3 C19 0.7(3) . . . . ?
C27 C28 N4 C24 -0.3(3) . . . . ?
C25 C24 N4 C28 -0.6(3) . . . . ?
C17 C24 N4 C28 177.59(16) . . . . ?
C9 C8 N1 C4 -3.5(3) . . . . ?
C13 C8 N1 C4 176.38(17) . . . . ?
C9 C8 N1 C5 176.51(18) . . . . ?
C13 C8 N1 C5 -3.6(3) . . . . ?
C3 C4 N1 C8 86.6(2) . . . . ?
C3 C4 N1 C5 -93.4(2) . . . . ?
C6 C5 N1 C8 86.7(2) . . . . ?
C6 C5 N1 C4 -93.3(2) . . . . ?

_refine_diff_density_max         0.218
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.031

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1877675'
_audit_update_record             
;
2018-11-08 deposited with the CCDC.
2019-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H28 N4 O4'
_chemical_formula_sum            'C29 H28 N4 O4'
_chemical_formula_weight         496.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9838(9)
_cell_length_b                   11.1579(10)
_cell_length_c                   13.2772(12)
_cell_angle_alpha                96.2600(10)
_cell_angle_beta                 105.2540(10)
_cell_angle_gamma                115.5130(10)
_cell_volume                     1245.10(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4703
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      27.07

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             524
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9735
_exptl_absorpt_correction_T_max  0.9823
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8924
_diffrn_reflns_av_R_equivalents  0.0141
_diffrn_reflns_av_sigmaI/netI    0.0224
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.64
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4343
_reflns_number_gt                3775
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0463P)²+0.6327P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4343
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1036
_refine_ls_wR_factor_gt          0.0980
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_restrained_S_all      0.990
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N 0.38278(14) 0.46202(12) -0.24983(10) 0.0247(3) Uani 1 1 d . . .
N1 N 0.15139(16) 0.05285(13) 0.23587(10) 0.0288(3) Uani 1 1 d . . .
N4 N 0.52137(16) 0.18968(14) -0.49302(10) 0.0310(3) Uani 1 1 d . . .
N3 N 0.36652(16) 0.90860(13) -0.18464(11) 0.0317(3) Uani 1 1 d . . .
C21 C 0.34047(18) 0.72956(15) -0.09253(12) 0.0280(3) Uani 1 1 d . . .
H21 H 0.3284 0.6985 -0.0316 0.034 Uiso 1 1 calc R . .
O3 O 0.18028(14) -0.26207(11) 0.26316(8) 0.0320(3) Uani 1 1 d . . .
O2 O -0.03323(14) 0.16106(11) 0.41110(9) 0.0359(3) Uani 1 1 d . . .
O1 O 0.10414(18) 0.37980(13) 0.40852(12) 0.0543(4) Uani 1 1 d . . .
O4 O 0.1690(2) -0.31635(15) 0.09343(11) 0.0687(5) Uani 1 1 d . . .
C12 C 0.27130(17) 0.25718(15) -0.00311(12) 0.0235(3) Uani 1 1 d . . .
C9 C 0.19083(17) 0.11949(15) 0.15783(12) 0.0244(3) Uani 1 1 d . . .
C25 C 0.43269(17) 0.29004(15) -0.33137(12) 0.0244(3) Uani 1 1 d . . .
C19 C 0.35897(17) 0.27782(14) -0.16452(12) 0.0245(3) Uani 1 1 d . . .
H19 H 0.3712 0.2000 -0.1619 0.029 Uiso 1 1 calc R . .
C20 C 0.35008(17) 0.65039(15) -0.17628(12) 0.0243(3) Uani 1 1 d . . .
C14 C 0.20291(18) 0.05388(15) 0.06655(12) 0.0263(3) Uani 1 1 d . . .
H14 H 0.1845 -0.0363 0.0584 0.032 Uiso 1 1 calc R . .
C16 C 0.30291(17) 0.44926(15) -0.09419(12) 0.0247(3) Uani 1 1 d . . .
H16 H 0.2695 0.4860 -0.0458 0.030 Uiso 1 1 calc R . .
C10 C 0.22044(18) 0.25581(15) 0.16611(12) 0.0268(3) Uani 1 1 d . . .
H10 H 0.2137 0.3026 0.2254 0.032 Uiso 1 1 calc R . .
C17 C 0.34439(17) 0.51505(15) -0.17280(12) 0.0237(3) Uani 1 1 d . . .
C11 C 0.25929(18) 0.32129(15) 0.08807(12) 0.0262(3) Uani 1 1 d . . .
H11 H 0.2783 0.4117 0.0963 0.031 Uiso 1 1 calc R . .
C15 C 0.31103(17) 0.32783(14) -0.08727(12) 0.0231(3) Uani 1 1 d . . .
C28 C 0.43914(18) 0.10822(16) -0.44046(12) 0.0282(3) Uani 1 1 d . . .
H28 H 0.4098 0.0154 -0.4595 0.034 Uiso 1 1 calc R . .
C13 C 0.24148(18) 0.12100(15) -0.01087(12) 0.0256(3) Uani 1 1 d . . .
H13 H 0.2480 0.0745 -0.0704 0.031 Uiso 1 1 calc R . .
C18 C 0.38838(17) 0.34441(14) -0.24531(12) 0.0237(3) Uani 1 1 d . . .
C29 C 0.39459(18) 0.15207(15) -0.35987(12) 0.0268(3) Uani 1 1 d . . .
H29 H 0.3399 0.0905 -0.3250 0.032 Uiso 1 1 calc R . .
C26 C 0.51606(19) 0.37552(16) -0.38671(13) 0.0303(4) Uani 1 1 d . . .
H26 H 0.5428 0.4680 -0.3717 0.036 Uiso 1 1 calc R . .
C27 C 0.5590(2) 0.32219(17) -0.46424(13) 0.0334(4) Uani 1 1 d . . .
H27 H 0.6176 0.3820 -0.4985 0.040 Uiso 1 1 calc R . .
C4 C 0.14596(19) 0.12185(16) 0.33318(12) 0.0294(3) Uani 1 1 d . . .
H4A H 0.2288 0.2168 0.3567 0.035 Uiso 1 1 calc R . .
H4B H 0.1645 0.0777 0.3904 0.035 Uiso 1 1 calc R . .
C22 C 0.34903(19) 0.85484(16) -0.10101(13) 0.0307(4) Uani 1 1 d . . .
H22 H 0.3421 0.9056 -0.0441 0.037 Uiso 1 1 calc R . .
C24 C 0.36973(19) 0.70561(16) -0.26347(13) 0.0307(4) Uani 1 1 d . . .
H24 H 0.3779 0.6576 -0.3213 0.037 Uiso 1 1 calc R . .
C5 C 0.10092(18) -0.09305(15) 0.22048(13) 0.0287(3) Uani 1 1 d . . .
H5A H 0.0459 -0.1389 0.1442 0.034 Uiso 1 1 calc R . .
H5B H 0.0275 -0.1316 0.2582 0.034 Uiso 1 1 calc R . .
C6 C 0.24005(19) -0.11937(16) 0.26201(13) 0.0306(4) Uani 1 1 d . . .
H6A H 0.3031 -0.0980 0.2156 0.037 Uiso 1 1 calc R . .
H6B H 0.3066 -0.0613 0.3343 0.037 Uiso 1 1 calc R . .
C7 C 0.1457(2) -0.35145(17) 0.17217(13) 0.0331(4) Uani 1 1 d . . .
C2 C 0.0294(2) 0.29733(17) 0.44973(14) 0.0362(4) Uani 1 1 d . . .
C23 C 0.3771(2) 0.83218(16) -0.26409(13) 0.0329(4) Uani 1 1 d . . .
H23 H 0.3904 0.8664 -0.3236 0.040 Uiso 1 1 calc R . .
C8 C 0.0736(2) -0.49465(17) 0.18307(15) 0.0396(4) Uani 1 1 d . . .
H8A H 0.0336 -0.5575 0.1139 0.059 Uiso 1 1 calc R . .
H8B H -0.0116 -0.5109 0.2098 0.059 Uiso 1 1 calc R . .
H8C H 0.1521 -0.5081 0.2326 0.059 Uiso 1 1 calc R . .
C3 C -0.01350(19) 0.11677(18) 0.31205(13) 0.0343(4) Uani 1 1 d . . .
H3A H -0.0232 0.1754 0.2649 0.041 Uiso 1 1 calc R . .
H3B H -0.0968 0.0236 0.2754 0.041 Uiso 1 1 calc R . .
C1 C -0.0075(3) 0.3297(2) 0.54822(15) 0.0484(5) Uani 1 1 d . . .
H1A H 0.0369 0.4274 0.5732 0.073 Uiso 1 1 calc R . .
H1B H 0.0370 0.2957 0.6039 0.073 Uiso 1 1 calc R . .
H1C H -0.1201 0.2869 0.5308 0.073 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N2 C18 1.3444(18) . ?
N2 C17 1.3463(18) . ?
N1 C9 1.3828(18) . ?
N1 C5 1.4534(19) . ?
N1 C4 1.4563(19) . ?
N4 C28 1.336(2) . ?
N4 C27 1.340(2) . ?
N3 C22 1.334(2) . ?
N3 C23 1.338(2) . ?
C21 C22 1.382(2) . ?
C21 C20 1.393(2) . ?
O3 C7 1.3395(19) . ?
O3 C6 1.4433(18) . ?
O2 C2 1.345(2) . ?
O2 C3 1.4460(19) . ?
O1 C2 1.198(2) . ?
O4 C7 1.200(2) . ?
C12 C11 1.398(2) . ?
C12 C13 1.403(2) . ?
C12 C15 1.478(2) . ?
C9 C10 1.404(2) . ?
C9 C14 1.407(2) . ?
C25 C26 1.390(2) . ?
C25 C29 1.397(2) . ?
C25 C18 1.488(2) . ?
C19 C18 1.393(2) . ?
C19 C15 1.399(2) . ?
C20 C24 1.389(2) . ?
C20 C17 1.493(2) . ?
C14 C13 1.376(2) . ?
C16 C17 1.390(2) . ?
C16 C15 1.403(2) . ?
C10 C11 1.375(2) . ?
C28 C29 1.380(2) . ?
C26 C27 1.384(2) . ?
C4 C3 1.517(2) . ?
C24 C23 1.383(2) . ?
C5 C6 1.518(2) . ?
C7 C8 1.485(2) . ?
C2 C1 1.497(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
C18 N2 C17 117.43(12) . . ?
C9 N1 C5 121.27(12) . . ?
C9 N1 C4 122.00(12) . . ?
C5 N1 C4 116.55(12) . . ?
C28 N4 C27 115.72(13) . . ?
C22 N3 C23 115.20(13) . . ?
C22 C21 C20 119.22(14) . . ?
C7 O3 C6 117.27(12) . . ?
C2 O2 C3 116.36(13) . . ?
C11 C12 C13 116.10(13) . . ?
C11 C12 C15 122.07(13) . . ?
C13 C12 C15 121.83(13) . . ?
N1 C9 C10 121.44(13) . . ?
N1 C9 C14 121.57(13) . . ?
C10 C9 C14 116.98(13) . . ?
C26 C25 C29 116.72(13) . . ?
C26 C25 C18 121.17(13) . . ?
C29 C25 C18 122.11(13) . . ?
C18 C19 C15 120.05(13) . . ?
C21 C20 C24 116.41(13) . . ?
C21 C20 C17 122.63(13) . . ?
C24 C20 C17 120.93(13) . . ?
C13 C14 C9 121.07(13) . . ?
C17 C16 C15 120.50(13) . . ?
C11 C10 C9 121.10(14) . . ?
N2 C17 C16 122.57(13) . . ?
N2 C17 C20 115.77(12) . . ?
C16 C17 C20 121.66(13) . . ?
C10 C11 C12 122.48(13) . . ?
C19 C15 C16 116.12(13) . . ?
C19 C15 C12 122.05(13) . . ?
C16 C15 C12 121.83(13) . . ?
N4 C28 C29 124.62(14) . . ?
C14 C13 C12 122.27(14) . . ?
N2 C18 C19 123.08(13) . . ?
N2 C18 C25 115.68(12) . . ?
C19 C18 C25 121.22(13) . . ?
C28 C29 C25 119.22(14) . . ?
C27 C26 C25 119.60(14) . . ?
N4 C27 C26 124.07(14) . . ?
N1 C4 C3 110.55(13) . . ?
N3 C22 C21 125.01(14) . . ?
C23 C24 C20 119.88(14) . . ?
N1 C5 C6 111.68(13) . . ?
O3 C6 C5 108.68(12) . . ?
O4 C7 O3 122.66(16) . . ?
O4 C7 C8 126.43(16) . . ?
O3 C7 C8 110.90(14) . . ?
O1 C2 O2 122.96(16) . . ?
O1 C2 C1 125.73(17) . . ?
O2 C2 C1 111.31(15) . . ?
N3 C23 C24 124.27(14) . . ?
O2 C3 C4 111.68(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C9 C10 171.92(14) . . . . ?
C4 N1 C9 C10 -3.1(2) . . . . ?
C5 N1 C9 C14 -8.0(2) . . . . ?
C4 N1 C9 C14 177.00(13) . . . . ?
C22 C21 C20 C24 0.7(2) . . . . ?
C22 C21 C20 C17 179.02(14) . . . . ?
N1 C9 C14 C13 179.67(14) . . . . ?
C10 C9 C14 C13 -0.2(2) . . . . ?
N1 C9 C10 C11 -179.87(14) . . . . ?
C14 C9 C10 C11 0.0(2) . . . . ?
C18 N2 C17 C16 -3.6(2) . . . . ?
C18 N2 C17 C20 176.03(12) . . . . ?
C15 C16 C17 N2 4.8(2) . . . . ?
C15 C16 C17 C20 -174.73(13) . . . . ?
C21 C20 C17 N2 -168.70(14) . . . . ?
C24 C20 C17 N2 9.6(2) . . . . ?
C21 C20 C17 C16 10.9(2) . . . . ?
C24 C20 C17 C16 -170.84(15) . . . . ?
C9 C10 C11 C12 0.1(2) . . . . ?
C13 C12 C11 C10 -0.1(2) . . . . ?
C15 C12 C11 C10 179.16(14) . . . . ?
C18 C19 C15 C16 -2.9(2) . . . . ?
C18 C19 C15 C12 177.11(13) . . . . ?
C17 C16 C15 C19 -1.4(2) . . . . ?
C17 C16 C15 C12 178.57(13) . . . . ?
C11 C12 C15 C19 164.83(14) . . . . ?
C13 C12 C15 C19 -16.0(2) . . . . ?
C11 C12 C15 C16 -15.1(2) . . . . ?
C13 C12 C15 C16 164.08(14) . . . . ?
C27 N4 C28 C29 -1.0(2) . . . . ?
C9 C14 C13 C12 0.3(2) . . . . ?
C11 C12 C13 C14 -0.1(2) . . . . ?
C15 C12 C13 C14 -179.36(14) . . . . ?
C17 N2 C18 C19 -1.0(2) . . . . ?
C17 N2 C18 C25 -179.47(12) . . . . ?
C15 C19 C18 N2 4.4(2) . . . . ?
C15 C19 C18 C25 -177.29(13) . . . . ?
C26 C25 C18 N2 22.2(2) . . . . ?
C29 C25 C18 N2 -158.47(14) . . . . ?
C26 C25 C18 C19 -156.27(15) . . . . ?
C29 C25 C18 C19 23.1(2) . . . . ?
N4 C28 C29 C25 1.8(2) . . . . ?
C26 C25 C29 C28 -0.7(2) . . . . ?
C18 C25 C29 C28 179.99(14) . . . . ?
C29 C25 C26 C27 -1.1(2) . . . . ?
C18 C25 C26 C27 178.26(14) . . . . ?
C28 N4 C27 C26 -0.9(2) . . . . ?
C25 C26 C27 N4 2.0(3) . . . . ?
C9 N1 C4 C3 85.08(17) . . . . ?
C5 N1 C4 C3 -90.15(16) . . . . ?
C23 N3 C22 C21 -0.5(2) . . . . ?
C20 C21 C22 N3 -0.1(2) . . . . ?
C21 C20 C24 C23 -0.6(2) . . . . ?
C17 C20 C24 C23 -178.98(14) . . . . ?
C9 N1 C5 C6 89.71(17) . . . . ?
C4 N1 C5 C6 -95.02(16) . . . . ?
C7 O3 C6 C5 87.13(16) . . . . ?
N1 C5 C6 O3 169.30(12) . . . . ?
C6 O3 C7 O4 3.3(2) . . . . ?
C6 O3 C7 C8 -175.37(13) . . . . ?
C3 O2 C2 O1 -3.3(2) . . . . ?
C3 O2 C2 C1 176.40(14) . . . . ?
C22 N3 C23 C24 0.6(2) . . . . ?
C20 C24 C23 N3 0.0(3) . . . . ?
C2 O2 C3 C4 83.52(17) . . . . ?
N1 C4 C3 O2 169.17(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.052
####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1877674'
_audit_update_record             
;
2018-11-08 deposited with the CCDC.
2019-01-07 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         'C29 H28 N4 O4'
_chemical_formula_sum            'C29 H28 N4 O4'
_chemical_formula_weight         496.55

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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   22.944(3)
_cell_length_b                   22.210(3)
_cell_length_c                   10.0282(14)
_cell_angle_alpha                90
_cell_angle_beta                 91.284(2)
_cell_angle_gamma                90
_cell_volume                     5109.0(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3375
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      21.73

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_F_000             2096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.088
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35900
_diffrn_reflns_av_unetI/netI     0.0544
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.776
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.960
_reflns_number_total             9135
_reflns_number_gt                3883
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0960P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9135
_refine_ls_number_parameters     703
_refine_ls_number_restraints     245
_refine_ls_R_factor_all          0.1892
_refine_ls_R_factor_gt           0.0879
_refine_ls_wR_factor_ref         0.2467
_refine_ls_wR_factor_gt          0.2103
_refine_ls_goodness_of_fit_ref   1.187
_refine_ls_restrained_S_all      1.227
_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
C57 C 0.6388(6) 0.2869(5) 0.0197(11) 0.111(4) Uani 0.368(7) 1 d D U P A 1
C58 C 0.6879(9) 0.2961(10) -0.073(2) 0.126(7) Uani 0.368(7) 1 d D U P A 1
H58A H 0.675181 0.286346 -0.162293 0.189 Uiso 0.368(7) 1 calc R U P A 1
H58B H 0.719860 0.270500 -0.047033 0.189 Uiso 0.368(7) 1 calc R U P A 1
H58C H 0.700153 0.337395 -0.069401 0.189 Uiso 0.368(7) 1 calc R U P A 1
O8 O 0.6027(6) 0.3217(5) 0.0525(16) 0.178(6) Uani 0.368(7) 1 d D U P A 1
O7 O 0.6433(6) 0.2242(5) 0.0652(15) 0.1015(19) Uani 0.368(7) 1 d D U P A 1
C57' C 0.6560(3) 0.2886(3) 0.0783(10) 0.116(3) Uani 0.632(7) 1 d D U P A 2
C58' C 0.6858(7) 0.3176(7) -0.0362(11) 0.156(6) Uani 0.632(7) 1 d D U P A 2
H58D H 0.703561 0.287095 -0.089737 0.234 Uiso 0.632(7) 1 calc R U P A 2
H58E H 0.715249 0.344725 -0.002928 0.234 Uiso 0.632(7) 1 calc R U P A 2
H58F H 0.657739 0.339451 -0.089523 0.234 Uiso 0.632(7) 1 calc R U P A 2
O7' O 0.6230(3) 0.2394(3) 0.0208(7) 0.1015(19) Uani 0.632(7) 1 d D U P A 2
O8' O 0.6583(4) 0.3021(3) 0.1915(8) 0.188(4) Uani 0.632(7) 1 d D U P A 2
C1 C -0.1259(2) 0.0138(2) 0.5129(5) 0.0905(15) Uani 1 1 d . . . . .
C2 C -0.1778(2) -0.0058(2) 0.5805(5) 0.1152(18) Uani 1 1 d . . . . .
H2A H -0.173864 0.003292 0.673921 0.173 Uiso 1 1 calc R U . . .
H2B H -0.182711 -0.048368 0.568882 0.173 Uiso 1 1 calc R U . . .
H2C H -0.211198 0.014885 0.543608 0.173 Uiso 1 1 calc R U . . .
C3 C -0.0483(2) 0.0877(2) 0.4948(5) 0.0992(15) Uani 1 1 d . . . . .
H3A H -0.030795 0.117601 0.553742 0.119 Uiso 1 1 calc R U . . .
H3B H -0.022137 0.053523 0.488156 0.119 Uiso 1 1 calc R U . . .
C4 C -0.0621(2) 0.11235(19) 0.3672(5) 0.0955(12) Uani 1 1 d . U . . .
H4A H -0.090460 0.144473 0.374206 0.115 Uiso 1 1 calc R U . . .
H4B H -0.077628 0.081619 0.307626 0.115 Uiso 1 1 calc R U . . .
C5 C 0.03185(17) 0.10039(15) 0.2442(4) 0.0658(11) Uani 1 1 d . . . . .
C6 C 0.08509(17) 0.12176(16) 0.1978(4) 0.0674(11) Uani 1 1 d . . . . .
H6 H 0.096570 0.160808 0.219235 0.081 Uiso 1 1 calc R U . . .
C7 C 0.12060(16) 0.08716(16) 0.1224(4) 0.0628(11) Uani 1 1 d . . . . .
H7 H 0.155244 0.103610 0.092680 0.075 Uiso 1 1 calc R U . . .
C8 C 0.10676(15) 0.02778(15) 0.0882(3) 0.0507(9) Uani 1 1 d . . . . .
C9 C 0.05470(16) 0.00626(16) 0.1386(4) 0.0653(11) Uani 1 1 d . . . . .
H9 H 0.044108 -0.033382 0.120539 0.078 Uiso 1 1 calc R U . . .
C10 C 0.01855(18) 0.04061(16) 0.2131(4) 0.0723(12) Uani 1 1 d . . . . .
H10 H -0.015751 0.023857 0.244045 0.087 Uiso 1 1 calc R U . . .
C11 C 0.14348(15) -0.00846(15) 0.0019(4) 0.0554(9) Uani 1 1 d . . . . .
C12 C 0.18410(14) 0.01734(15) -0.0804(3) 0.0532(9) Uani 1 1 d . . . . .
H12 H 0.189290 0.058871 -0.079504 0.064 Uiso 1 1 calc R U . . .
C13 C 0.21714(15) -0.01786(15) -0.1640(3) 0.0511(9) Uani 1 1 d . . . . .
C14 C 0.17480(15) -0.10457(15) -0.0836(4) 0.0539(9) Uani 1 1 d . . . . .
C15 C 0.17076(16) -0.17157(15) -0.0944(4) 0.0596(10) Uani 1 1 d . . . . .
C16 C 0.1356(2) -0.20625(19) -0.0208(5) 0.0903(15) Uani 1 1 d . . . . .
H16 H 0.112403 -0.186452 0.040133 0.108 Uiso 1 1 calc R U . . .
C17 C 0.1620(2) -0.2932(2) -0.1134(6) 0.0952(16) Uani 1 1 d . . . . .
H17 H 0.159609 -0.334923 -0.119305 0.114 Uiso 1 1 calc R U . . .
C18 C 0.1970(3) -0.2647(2) -0.1940(7) 0.133(2) Uani 1 1 d . . . . .
H18 H 0.218191 -0.285956 -0.256294 0.159 Uiso 1 1 calc R U . . .
C19 C 0.2020(3) -0.2024(2) -0.1853(6) 0.130(2) Uani 1 1 d . . . . .
H19 H 0.226699 -0.181859 -0.241725 0.156 Uiso 1 1 calc R U . . .
C20 C 0.14044(16) -0.07165(15) 0.0013(4) 0.0592(10) Uani 1 1 d . . . . .
H20 H 0.115267 -0.091367 0.058137 0.071 Uiso 1 1 calc R U . . .
C21 C 0.26008(15) 0.00862(15) -0.2553(3) 0.0526(9) Uani 1 1 d . . . . .
C22 C 0.26536(19) 0.06882(16) -0.2788(4) 0.0780(13) Uani 1 1 d . . . . .
H22 H 0.240689 0.094287 -0.232738 0.094 Uiso 1 1 calc R U . . .
C23 C 0.3368(2) 0.05746(19) -0.4289(5) 0.0898(15) Uani 1 1 d . . . . .
H23 H 0.362601 0.073839 -0.489165 0.108 Uiso 1 1 calc R U . . .
C24 C 0.3354(2) -0.0030(2) -0.4131(5) 0.0986(17) Uani 1 1 d . . . . .
H24 H 0.359847 -0.027287 -0.462615 0.118 Uiso 1 1 calc R U . . .
C25 C 0.29767(18) -0.02909(18) -0.3232(4) 0.0800(14) Uani 1 1 d . . . . .
H25 H 0.297563 -0.070463 -0.308925 0.096 Uiso 1 1 calc R U . . .
C26 C 0.0102(2) 0.19904(16) 0.3465(5) 0.0840(14) Uani 1 1 d . . . . .
H26A H 0.051318 0.202235 0.370077 0.101 Uiso 1 1 calc R U . . .
H26B H -0.012063 0.213238 0.421373 0.101 Uiso 1 1 calc R U . . .
C27 C -0.0033(3) 0.2364(2) 0.2266(6) 0.1131(15) Uani 1 1 d . U . . .
H27A H -0.042931 0.251494 0.230622 0.136 Uiso 1 1 calc R U . . .
H27B H -0.000261 0.212040 0.146811 0.136 Uiso 1 1 calc R U . . .
C28 C 0.0296(3) 0.3347(3) 0.2848(7) 0.1216(10) Uani 1 1 d . U . . .
C29 C 0.0680(2) 0.3830(2) 0.2859(5) 0.1140(12) Uani 1 1 d . U . . .
H29A H 0.106942 0.368628 0.303185 0.171 Uiso 1 1 calc R U . . .
H29B H 0.057503 0.410894 0.354380 0.171 Uiso 1 1 calc R U . . .
H29C H 0.066293 0.402833 0.200834 0.171 Uiso 1 1 calc R U . . .
C30 C 0.4792(2) -0.0202(2) 0.3210(5) 0.0891(14) Uani 1 1 d . . . . .
C31 C 0.4777(2) -0.0862(2) 0.3286(5) 0.1068(17) Uani 1 1 d . . . . .
H31A H 0.488160 -0.102901 0.244187 0.160 Uiso 1 1 calc R U . . .
H31B H 0.439145 -0.099142 0.350297 0.160 Uiso 1 1 calc R U . . .
H31C H 0.504877 -0.099682 0.396454 0.160 Uiso 1 1 calc R U . . .
C32 C 0.5335(2) 0.0685(2) 0.2543(5) 0.1056(11) Uani 1 1 d D U . . .
H32A H 0.525057 0.083441 0.342619 0.127 Uiso 1 1 d R U . . .
H32B H 0.573627 0.077421 0.233229 0.127 Uiso 1 1 d R U . . .
C33 C 0.4928(2) 0.09385(19) 0.1539(4) 0.0947(9) Uani 1 1 d D U . . .
H33A H 0.453063 0.082755 0.173933 0.114 Uiso 1 1 calc R U . . .
H33B H 0.501684 0.078673 0.065941 0.114 Uiso 1 1 calc R U . . .
C34 C 0.46450(15) 0.19502(15) 0.2420(4) 0.0565(10) Uani 1 1 d . . . . .
C35 C 0.43091(16) 0.16933(15) 0.3383(4) 0.0594(10) Uani 1 1 d . . . . .
H35 H 0.432110 0.127789 0.349589 0.071 Uiso 1 1 calc R U . . .
C36 C 0.39547(16) 0.20296(15) 0.4187(4) 0.0557(10) Uani 1 1 d . . . . .
H36 H 0.373337 0.183550 0.482258 0.067 Uiso 1 1 calc R U . . .
C37 C 0.39207(14) 0.26500(14) 0.4070(3) 0.0479(9) Uani 1 1 d . . . . .
C38 C 0.42558(17) 0.29075(15) 0.3094(4) 0.0623(11) Uani 1 1 d . . . . .
H38 H 0.424003 0.332228 0.297126 0.075 Uiso 1 1 calc R U . . .
C39 C 0.46142(16) 0.25689(16) 0.2293(4) 0.0645(11) Uani 1 1 d . . . . .
H39 H 0.483811 0.276114 0.165934 0.077 Uiso 1 1 calc R U . . .
C40 C 0.35571(13) 0.30226(13) 0.4975(3) 0.0427(8) Uani 1 1 d . . . . .
C41 C 0.32006(14) 0.27671(15) 0.5897(3) 0.0502(9) Uani 1 1 d . . . . .
H41 H 0.318470 0.234999 0.596904 0.060 Uiso 1 1 calc R U . . .
C42 C 0.28625(14) 0.31184(14) 0.6727(3) 0.0450(8) Uani 1 1 d . . . . .
C43 C 0.32538(14) 0.39846(14) 0.5824(3) 0.0488(9) Uani 1 1 d . . . . .
C44 C 0.32752(14) 0.46519(14) 0.5877(3) 0.0491(9) Uani 1 1 d . . . . .
C45 C 0.36233(18) 0.49920(15) 0.5066(4) 0.0705(12) Uani 1 1 d . . . . .
H45 H 0.385023 0.478540 0.446063 0.085 Uiso 1 1 calc R U . . .
C46 C 0.3344(2) 0.58762(18) 0.5950(5) 0.0866(14) Uani 1 1 d . . . . .
H46 H 0.337094 0.629342 0.600040 0.104 Uiso 1 1 calc R U . . .
C47 C 0.2982(2) 0.55927(19) 0.6772(5) 0.1069(19) Uani 1 1 d . . . . .
H47 H 0.275270 0.581405 0.734779 0.128 Uiso 1 1 calc R U . . .
C48 C 0.29489(19) 0.49732(17) 0.6763(4) 0.0837(14) Uani 1 1 d . . . . .
H48 H 0.270791 0.477404 0.735243 0.100 Uiso 1 1 calc R U . . .
C49 C 0.35771(15) 0.36520(14) 0.4945(3) 0.0501(9) Uani 1 1 d . . . . .
H49 H 0.380903 0.384671 0.433005 0.060 Uiso 1 1 calc R U . . .
C50 C 0.24670(14) 0.28593(14) 0.7735(3) 0.0458(8) Uani 1 1 d . . . . .
C51 C 0.23504(16) 0.22516(15) 0.7818(4) 0.0598(10) Uani 1 1 d . . . . .
H51 H 0.254051 0.200045 0.722694 0.072 Uiso 1 1 calc R U . . .
C52 C 0.17292(17) 0.23569(19) 0.9518(4) 0.0658(11) Uani 1 1 d . . . . .
H52 H 0.147263 0.219134 1.012210 0.079 Uiso 1 1 calc R U . . .
C53 C 0.18224(17) 0.29679(18) 0.9541(4) 0.0693(12) Uani 1 1 d . . . . .
H53 H 0.163318 0.320974 1.015262 0.083 Uiso 1 1 calc R U . . .
C54 C 0.21985(15) 0.32164(15) 0.8650(4) 0.0579(10) Uani 1 1 d . . . . .
H54 H 0.227126 0.362833 0.866736 0.069 Uiso 1 1 calc R U . . .
C55 C 0.53879(19) 0.18879(18) 0.0673(4) 0.0785(13) Uani 1 1 d . . . . .
H55A H 0.520292 0.223811 0.026949 0.094 Uiso 1 1 calc R U . . .
H55B H 0.547679 0.160610 -0.003305 0.094 Uiso 1 1 calc R U . . .
C56 C 0.5935(2) 0.2072(2) 0.1373(5) 0.1053(17) Uani 1 1 d . U . . .
H56A H 0.584009 0.240815 0.194694 0.126 Uiso 0.368(7) 1 calc R U P A 1
H56B H 0.605162 0.174192 0.195291 0.126 Uiso 0.368(7) 1 calc R U P A 1
H56C H 0.615953 0.172871 0.169034 0.126 Uiso 0.632(7) 1 calc R U P A 2
H56D H 0.586347 0.234364 0.210931 0.126 Uiso 0.632(7) 1 calc R U P A 2
N1 N -0.00469(17) 0.13637(14) 0.3173(4) 0.0936(11) Uani 1 1 d . U . . .
N2 N 0.21310(12) -0.07890(12) -0.1652(3) 0.0551(8) Uani 1 1 d . . . . .
N3 N 0.13069(18) -0.26583(17) -0.0262(5) 0.1094(15) Uani 1 1 d . . . . .
N4 N 0.30242(17) 0.09450(15) -0.3612(4) 0.0894(12) Uani 1 1 d . . . . .
N5 N 0.49976(16) 0.16128(15) 0.1580(4) 0.0908(9) Uani 1 1 d . U . . .
N6 N 0.28948(11) 0.37230(11) 0.6696(3) 0.0465(7) Uani 1 1 d . . . . .
N7 N 0.36638(16) 0.55913(14) 0.5073(4) 0.0844(12) Uani 1 1 d . . . . .
N8 N 0.19917(14) 0.19925(14) 0.8665(3) 0.0651(9) Uani 1 1 d . . . . .
O1 O -0.10971(18) 0.06803(14) 0.5430(4) 0.1355(16) Uani 1 1 d . . . . .
O2 O -0.09758(19) -0.01817(17) 0.4385(4) 0.1352(15) Uani 1 1 d . . . . .
O3 O 0.04046(17) 0.29069(15) 0.2204(4) 0.1223(10) Uani 1 1 d . U . . .
O4 O -0.0205(2) 0.33872(17) 0.3470(5) 0.1430(13) Uani 1 1 d . U . . .
O5 O 0.51818(17) -0.00006(15) 0.2385(4) 0.1245(12) Uani 1 1 d . U . . .
O6 O 0.44837(16) 0.01256(14) 0.3838(4) 0.1118(13) Uani 1 1 d . . . . .


_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
C57 O8 1.185(8) . ?
C57 O7 1.468(9) . ?
C57 C58 1.490(9) . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
O7 C56 1.416(15) . ?
C57' O8' 1.173(7) . ?
C57' O7' 1.443(8) . ?
C57' C58' 1.495(8) . ?
C58' H58D 0.9600 . ?
C58' H58E 0.9600 . ?
C58' H58F 0.9600 . ?
O7' C56 1.539(9) . ?
C1 O2 1.226(5) . ?
C1 O1 1.294(5) . ?
C1 C2 1.450(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.421(6) . ?
C3 O1 1.563(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N1 1.516(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 N1 1.381(4) . ?
C5 C10 1.396(5) . ?
C5 C6 1.400(5) . ?
C6 C7 1.361(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.398(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.392(4) . ?
C8 C11 1.463(4) . ?
C9 C10 1.363(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.383(4) . ?
C11 C20 1.405(5) . ?
C12 C13 1.385(4) . ?
C12 H12 0.9300 . ?
C13 N2 1.359(4) . ?
C13 C21 1.481(4) . ?
C14 N2 1.341(4) . ?
C14 C20 1.382(5) . ?
C14 C15 1.495(5) . ?
C15 C16 1.347(5) . ?
C15 C19 1.356(5) . ?
C16 N3 1.329(5) . ?
C16 H16 0.9300 . ?
C17 N3 1.296(6) . ?
C17 C18 1.314(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(6) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.364(5) . ?
C21 C25 1.391(5) . ?
C22 N4 1.328(4) . ?
C22 H22 0.9300 . ?
C23 N4 1.335(5) . ?
C23 C24 1.353(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.390(5) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 N1 1.461(5) . ?
C26 C27 1.488(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 O3 1.571(6) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 O3 1.202(7) . ?
C28 O4 1.322(7) . ?
C28 C29 1.388(7) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 O6 1.202(5) . ?
C30 O5 1.311(5) . ?
C30 C31 1.468(6) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C33 1.470(4) . ?
C32 O5 1.569(6) . ?
C32 H32A 0.9701 . ?
C32 H32B 0.9699 . ?
C33 N5 1.507(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.373(4) . ?
C34 C39 1.382(5) . ?
C34 N5 1.398(4) . ?
C35 C36 1.378(4) . ?
C35 H35 0.9300 . ?
C36 C37 1.385(4) . ?
C36 H36 0.9300 . ?
C37 C38 1.382(4) . ?
C37 C40 1.496(4) . ?
C38 C39 1.384(4) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
C40 C41 1.371(4) . ?
C40 C49 1.399(4) . ?
C41 C42 1.390(4) . ?
C41 H41 0.9300 . ?
C42 N6 1.345(4) . ?
C42 C50 1.489(4) . ?
C43 N6 1.346(4) . ?
C43 C49 1.380(4) . ?
C43 C44 1.484(4) . ?
C44 C48 1.374(5) . ?
C44 C45 1.378(4) . ?
C45 N7 1.334(4) . ?
C45 H45 0.9300 . ?
C46 N7 1.320(5) . ?
C46 C47 1.340(6) . ?
C46 H46 0.9300 . ?
C47 C48 1.378(6) . ?
C47 H47 0.9300 . ?
C48 H48 0.9300 . ?
C49 H49 0.9300 . ?
C50 C54 1.369(4) . ?
C50 C51 1.379(4) . ?
C51 N8 1.327(4) . ?
C51 H51 0.9300 . ?
C52 N8 1.332(4) . ?
C52 C53 1.374(5) . ?
C52 H52 0.9300 . ?
C53 C54 1.372(5) . ?
C53 H53 0.9300 . ?
C54 H54 0.9300 . ?
C55 N5 1.428(5) . ?
C55 C56 1.483(6) . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C56 H56C 0.9700 . ?
C56 H56D 0.9700 . ?

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
O8 C57 O7 125.3(10) . . ?
O8 C57 C58 128.7(11) . . ?
O7 C57 C58 106.0(12) . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C56 O7 C57 111.1(9) . . ?
O8' C57' O7' 126.3(8) . . ?
O8' C57' C58' 128.5(8) . . ?
O7' C57' C58' 105.3(9) . . ?
C57' C58' H58D 109.5 . . ?
C57' C58' H58E 109.5 . . ?
H58D C58' H58E 109.5 . . ?
C57' C58' H58F 109.5 . . ?
H58D C58' H58F 109.5 . . ?
H58E C58' H58F 109.5 . . ?
C57' O7' C56 106.4(6) . . ?
O2 C1 O1 121.8(5) . . ?
O2 C1 C2 124.3(5) . . ?
O1 C1 C2 113.8(5) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 O1 101.7(4) . . ?
C4 C3 H3A 111.4 . . ?
O1 C3 H3A 111.4 . . ?
C4 C3 H3B 111.4 . . ?
O1 C3 H3B 111.4 . . ?
H3A C3 H3B 109.3 . . ?
C3 C4 N1 104.8(5) . . ?
C3 C4 H4A 110.8 . . ?
N1 C4 H4A 110.8 . . ?
C3 C4 H4B 110.8 . . ?
N1 C4 H4B 110.8 . . ?
H4A C4 H4B 108.9 . . ?
N1 C5 C10 122.4(3) . . ?
N1 C5 C6 121.6(3) . . ?
C10 C5 C6 115.9(3) . . ?
C7 C6 C5 122.0(3) . . ?
C7 C6 H6 119.0 . . ?
C5 C6 H6 119.0 . . ?
C6 C7 C8 122.2(3) . . ?
C6 C7 H7 118.9 . . ?
C8 C7 H7 118.9 . . ?
C9 C8 C7 115.3(3) . . ?
C9 C8 C11 122.4(3) . . ?
C7 C8 C11 122.3(3) . . ?
C10 C9 C8 123.0(3) . . ?
C10 C9 H9 118.5 . . ?
C8 C9 H9 118.5 . . ?
C9 C10 C5 121.5(3) . . ?
C9 C10 H10 119.3 . . ?
C5 C10 H10 119.3 . . ?
C12 C11 C20 116.5(3) . . ?
C12 C11 C8 122.0(3) . . ?
C20 C11 C8 121.5(3) . . ?
C11 C12 C13 120.8(3) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
N2 C13 C12 122.0(3) . . ?
N2 C13 C21 115.9(3) . . ?
C12 C13 C21 122.1(3) . . ?
N2 C14 C20 122.8(3) . . ?
N2 C14 C15 114.8(3) . . ?
C20 C14 C15 122.4(3) . . ?
C16 C15 C19 114.3(4) . . ?
C16 C15 C14 124.5(4) . . ?
C19 C15 C14 121.2(4) . . ?
N3 C16 C15 126.7(4) . . ?
N3 C16 H16 116.6 . . ?
C15 C16 H16 116.6 . . ?
N3 C17 C18 123.0(4) . . ?
N3 C17 H17 118.5 . . ?
C18 C17 H17 118.5 . . ?
C17 C18 C19 119.5(5) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C15 C19 C18 120.0(4) . . ?
C15 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C14 C20 C11 120.1(3) . . ?
C14 C20 H20 119.9 . . ?
C11 C20 H20 119.9 . . ?
C22 C21 C25 116.6(3) . . ?
C22 C21 C13 124.0(3) . . ?
C25 C21 C13 119.5(3) . . ?
N4 C22 C21 126.1(3) . . ?
N4 C22 H22 116.9 . . ?
C21 C22 H22 116.9 . . ?
N4 C23 C24 122.4(4) . . ?
N4 C23 H23 118.8 . . ?
C24 C23 H23 118.8 . . ?
C23 C24 C25 120.4(4) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C21 117.9(4) . . ?
C24 C25 H25 121.0 . . ?
C21 C25 H25 121.0 . . ?
N1 C26 C27 109.0(4) . . ?
N1 C26 H26A 109.9 . . ?
C27 C26 H26A 109.9 . . ?
N1 C26 H26B 109.9 . . ?
C27 C26 H26B 109.9 . . ?
H26A C26 H26B 108.3 . . ?
C26 C27 O3 109.7(4) . . ?
C26 C27 H27A 109.7 . . ?
O3 C27 H27A 109.7 . . ?
C26 C27 H27B 109.7 . . ?
O3 C27 H27B 109.7 . . ?
H27A C27 H27B 108.2 . . ?
O3 C28 O4 120.1(6) . . ?
O3 C28 C29 119.5(7) . . ?
O4 C28 C29 120.3(6) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O6 C30 O5 122.8(4) . . ?
O6 C30 C31 124.2(4) . . ?
O5 C30 C31 113.0(4) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 O5 99.5(4) . . ?
C33 C32 H32A 110.9 . . ?
O5 C32 H32A 112.1 . . ?
C33 C32 H32B 111.3 . . ?
O5 C32 H32B 112.9 . . ?
H32A C32 H32B 109.8 . . ?
C32 C33 N5 107.3(4) . . ?
C32 C33 H33A 110.3 . . ?
N5 C33 H33A 110.3 . . ?
C32 C33 H33B 110.3 . . ?
N5 C33 H33B 110.3 . . ?
H33A C33 H33B 108.5 . . ?
C35 C34 C39 116.7(3) . . ?
C35 C34 N5 122.8(3) . . ?
C39 C34 N5 120.4(3) . . ?
C34 C35 C36 122.3(3) . . ?
C34 C35 H35 118.9 . . ?
C36 C35 H35 118.9 . . ?
C35 C36 C37 121.5(3) . . ?
C35 C36 H36 119.2 . . ?
C37 C36 H36 119.2 . . ?
C38 C37 C36 116.1(3) . . ?
C38 C37 C40 121.8(3) . . ?
C36 C37 C40 122.0(3) . . ?
C37 C38 C39 122.2(3) . . ?
C37 C38 H38 118.9 . . ?
C39 C38 H38 118.9 . . ?
C34 C39 C38 121.1(3) . . ?
C34 C39 H39 119.4 . . ?
C38 C39 H39 119.4 . . ?
C41 C40 C49 116.7(3) . . ?
C41 C40 C37 122.0(3) . . ?
C49 C40 C37 121.3(3) . . ?
C40 C41 C42 121.4(3) . . ?
C40 C41 H41 119.3 . . ?
C42 C41 H41 119.3 . . ?
N6 C42 C41 121.0(3) . . ?
N6 C42 C50 115.9(3) . . ?
C41 C42 C50 123.1(3) . . ?
N6 C43 C49 122.0(3) . . ?
N6 C43 C44 115.3(3) . . ?
C49 C43 C44 122.7(3) . . ?
C48 C44 C45 115.4(3) . . ?
C48 C44 C43 121.6(3) . . ?
C45 C44 C43 123.1(3) . . ?
N7 C45 C44 125.8(3) . . ?
N7 C45 H45 117.1 . . ?
C44 C45 H45 117.1 . . ?
N7 C46 C47 123.1(4) . . ?
N7 C46 H46 118.4 . . ?
C47 C46 H46 118.4 . . ?
C46 C47 C48 120.0(4) . . ?
C46 C47 H47 120.0 . . ?
C48 C47 H47 120.0 . . ?
C44 C48 C47 119.5(4) . . ?
C44 C48 H48 120.3 . . ?
C47 C48 H48 120.3 . . ?
C43 C49 C40 120.2(3) . . ?
C43 C49 H49 119.9 . . ?
C40 C49 H49 119.9 . . ?
C54 C50 C51 115.8(3) . . ?
C54 C50 C42 121.4(3) . . ?
C51 C50 C42 122.8(3) . . ?
N8 C51 C50 126.0(3) . . ?
N8 C51 H51 117.0 . . ?
C50 C51 H51 117.0 . . ?
N8 C52 C53 122.6(3) . . ?
N8 C52 H52 118.7 . . ?
C53 C52 H52 118.7 . . ?
C54 C53 C52 119.1(3) . . ?
C54 C53 H53 120.5 . . ?
C52 C53 H53 120.5 . . ?
C50 C54 C53 120.1(3) . . ?
C50 C54 H54 119.9 . . ?
C53 C54 H54 119.9 . . ?
N5 C55 C56 110.7(4) . . ?
N5 C55 H55A 109.5 . . ?
C56 C55 H55A 109.5 . . ?
N5 C55 H55B 109.5 . . ?
C56 C55 H55B 109.5 . . ?
H55A C55 H55B 108.1 . . ?
O7 C56 C55 121.0(7) . . ?
C55 C56 O7' 98.7(4) . . ?
O7 C56 H56A 107.1 . . ?
C55 C56 H56A 107.1 . . ?
O7 C56 H56B 107.1 . . ?
C55 C56 H56B 107.1 . . ?
H56A C56 H56B 106.8 . . ?
C55 C56 H56C 112.0 . . ?
O7' C56 H56C 112.0 . . ?
C55 C56 H56D 112.0 . . ?
O7' C56 H56D 112.0 . . ?
H56C C56 H56D 109.7 . . ?
C5 N1 C26 121.1(3) . . ?
C5 N1 C4 120.9(3) . . ?
C26 N1 C4 118.0(3) . . ?
C14 N2 C13 117.7(3) . . ?
C17 N3 C16 116.5(4) . . ?
C22 N4 C23 116.5(3) . . ?
C34 N5 C55 122.3(3) . . ?
C34 N5 C33 119.1(3) . . ?
C55 N5 C33 118.4(3) . . ?
C42 N6 C43 118.7(3) . . ?
C46 N7 C45 116.2(3) . . ?
C51 N8 C52 116.3(3) . . ?
C1 O1 C3 116.3(4) . . ?
C28 O3 C27 117.5(5) . . ?
C30 O5 C32 114.9(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O8 C57 O7 C56 9.4(13) . . . . ?
C58 C57 O7 C56 -170.6(13) . . . . ?
O8' C57' O7' C56 -2.0(7) . . . . ?
C58' C57' O7' C56 178.0(7) . . . . ?
O1 C3 C4 N1 176.4(3) . . . . ?
N1 C5 C6 C7 -178.1(4) . . . . ?
C10 C5 C6 C7 2.6(6) . . . . ?
C5 C6 C7 C8 -1.1(6) . . . . ?
C6 C7 C8 C9 -1.1(6) . . . . ?
C6 C7 C8 C11 177.0(4) . . . . ?
C7 C8 C9 C10 1.7(6) . . . . ?
C11 C8 C9 C10 -176.4(4) . . . . ?
C8 C9 C10 C5 -0.1(7) . . . . ?
N1 C5 C10 C9 178.7(4) . . . . ?
C6 C5 C10 C9 -2.0(6) . . . . ?
C9 C8 C11 C12 159.4(4) . . . . ?
C7 C8 C11 C12 -18.5(5) . . . . ?
C9 C8 C11 C20 -22.5(6) . . . . ?
C7 C8 C11 C20 159.6(4) . . . . ?
C20 C11 C12 C13 3.7(5) . . . . ?
C8 C11 C12 C13 -178.1(3) . . . . ?
C11 C12 C13 N2 -2.8(5) . . . . ?
C11 C12 C13 C21 178.7(3) . . . . ?
N2 C14 C15 C16 179.2(4) . . . . ?
C20 C14 C15 C16 -2.5(6) . . . . ?
N2 C14 C15 C19 -3.0(6) . . . . ?
C20 C14 C15 C19 175.2(5) . . . . ?
C19 C15 C16 N3 2.5(8) . . . . ?
C14 C15 C16 N3 -179.6(5) . . . . ?
N3 C17 C18 C19 1.1(10) . . . . ?
C16 C15 C19 C18 -1.4(8) . . . . ?
C14 C15 C19 C18 -179.4(5) . . . . ?
C17 C18 C19 C15 -0.2(10) . . . . ?
N2 C14 C20 C11 1.9(6) . . . . ?
C15 C14 C20 C11 -176.2(3) . . . . ?
C12 C11 C20 C14 -3.2(5) . . . . ?
C8 C11 C20 C14 178.6(3) . . . . ?
N2 C13 C21 C22 172.2(4) . . . . ?
C12 C13 C21 C22 -9.3(6) . . . . ?
N2 C13 C21 C25 -7.5(5) . . . . ?
C12 C13 C21 C25 171.1(4) . . . . ?
C25 C21 C22 N4 0.8(7) . . . . ?
C13 C21 C22 N4 -178.8(4) . . . . ?
N4 C23 C24 C25 -0.5(8) . . . . ?
C23 C24 C25 C21 2.7(7) . . . . ?
C22 C21 C25 C24 -2.8(6) . . . . ?
C13 C21 C25 C24 176.8(4) . . . . ?
N1 C26 C27 O3 -148.6(4) . . . . ?
O5 C32 C33 N5 177.9(3) . . . . ?
C39 C34 C35 C36 0.3(6) . . . . ?
N5 C34 C35 C36 -178.7(4) . . . . ?
C34 C35 C36 C37 -0.3(6) . . . . ?
C35 C36 C37 C38 0.8(5) . . . . ?
C35 C36 C37 C40 -177.4(3) . . . . ?
C36 C37 C38 C39 -1.2(6) . . . . ?
C40 C37 C38 C39 176.9(3) . . . . ?
C35 C34 C39 C38 -0.7(6) . . . . ?
N5 C34 C39 C38 178.3(4) . . . . ?
C37 C38 C39 C34 1.2(6) . . . . ?
C38 C37 C40 C41 176.5(3) . . . . ?
C36 C37 C40 C41 -5.5(5) . . . . ?
C38 C37 C40 C49 -5.2(5) . . . . ?
C36 C37 C40 C49 172.8(4) . . . . ?
C49 C40 C41 C42 2.1(5) . . . . ?
C37 C40 C41 C42 -179.6(3) . . . . ?
C40 C41 C42 N6 -3.2(5) . . . . ?
C40 C41 C42 C50 179.6(3) . . . . ?
N6 C43 C44 C48 0.1(5) . . . . ?
C49 C43 C44 C48 -180.0(4) . . . . ?
N6 C43 C44 C45 179.3(3) . . . . ?
C49 C43 C44 C45 -0.8(5) . . . . ?
C48 C44 C45 N7 -0.3(6) . . . . ?
C43 C44 C45 N7 -179.6(4) . . . . ?
N7 C46 C47 C48 2.7(9) . . . . ?
C45 C44 C48 C47 1.0(6) . . . . ?
C43 C44 C48 C47 -179.8(4) . . . . ?
C46 C47 C48 C44 -2.1(8) . . . . ?
N6 C43 C49 C40 -2.6(5) . . . . ?
C44 C43 C49 C40 177.5(3) . . . . ?
C41 C40 C49 C43 0.7(5) . . . . ?
C37 C40 C49 C43 -177.6(3) . . . . ?
N6 C42 C50 C54 -5.9(5) . . . . ?
C41 C42 C50 C54 171.5(3) . . . . ?
N6 C42 C50 C51 174.6(3) . . . . ?
C41 C42 C50 C51 -8.1(5) . . . . ?
C54 C50 C51 N8 2.4(6) . . . . ?
C42 C50 C51 N8 -178.1(3) . . . . ?
N8 C52 C53 C54 0.3(6) . . . . ?
C51 C50 C54 C53 -2.4(5) . . . . ?
C42 C50 C54 C53 178.0(3) . . . . ?
C52 C53 C54 C50 1.3(6) . . . . ?
C57 O7 C56 C55 81.1(11) . . . . ?
N5 C55 C56 O7 167.1(6) . . . . ?
N5 C55 C56 O7' -175.2(4) . . . . ?
C57' O7' C56 C55 146.1(5) . . . . ?
C10 C5 N1 C26 -179.2(4) . . . . ?
C6 C5 N1 C26 1.6(6) . . . . ?
C10 C5 N1 C4 -0.4(7) . . . . ?
C6 C5 N1 C4 -179.7(4) . . . . ?
C27 C26 N1 C5 78.9(6) . . . . ?
C27 C26 N1 C4 -99.9(5) . . . . ?
C3 C4 N1 C5 89.9(5) . . . . ?
C3 C4 N1 C26 -91.3(5) . . . . ?
C20 C14 N2 C13 -0.8(5) . . . . ?
C15 C14 N2 C13 177.4(3) . . . . ?
C12 C13 N2 C14 1.3(5) . . . . ?
C21 C13 N2 C14 179.8(3) . . . . ?
C18 C17 N3 C16 -0.3(8) . . . . ?
C15 C16 N3 C17 -1.6(8) . . . . ?
C21 C22 N4 C23 1.4(7) . . . . ?
C24 C23 N4 C22 -1.6(8) . . . . ?
C35 C34 N5 C55 -173.7(4) . . . . ?
C39 C34 N5 C55 7.3(6) . . . . ?
C35 C34 N5 C33 11.8(6) . . . . ?
C39 C34 N5 C33 -167.2(4) . . . . ?
C56 C55 N5 C34 80.8(5) . . . . ?
C56 C55 N5 C33 -104.6(5) . . . . ?
C32 C33 N5 C34 -91.1(5) . . . . ?
C32 C33 N5 C55 94.2(5) . . . . ?
C41 C42 N6 C43 1.3(5) . . . . ?
C50 C42 N6 C43 178.7(3) . . . . ?
C49 C43 N6 C42 1.6(5) . . . . ?
C44 C43 N6 C42 -178.5(3) . . . . ?
C47 C46 N7 C45 -2.0(7) . . . . ?
C44 C45 N7 C46 0.8(7) . . . . ?
C50 C51 N8 C52 -0.9(6) . . . . ?
C53 C52 N8 C51 -0.4(6) . . . . ?
O2 C1 O1 C3 -7.6(8) . . . . ?
C2 C1 O1 C3 169.1(4) . . . . ?
C4 C3 O1 C1 90.1(5) . . . . ?
O4 C28 O3 C27 -6.5(8) . . . . ?
C29 C28 O3 C27 177.8(5) . . . . ?
C26 C27 O3 C28 -83.5(6) . . . . ?
O6 C30 O5 C32 15.2(7) . . . . ?
C31 C30 O5 C32 -164.3(4) . . . . ?
C33 C32 O5 C30 -93.9(5) . . . . ?

_refine_diff_density_max         0.638
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1878947'
_audit_update_record             
;
2018-11-14 deposited with the CCDC.
2019-01-07 downloaded from the CCDC.
;
_audit_creation_date             2018-11-14
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.07.08 svn.r3312 for OlexSys, GUI svn.r5203)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H34 N4 O4, 2(I), H2 O'
_chemical_formula_sum            'C31 H36 I2 N4 O5'
_chemical_formula_weight         798.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
I I -0.4740 1.8120 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7972(9)
_cell_length_b                   13.3272(16)
_cell_length_c                   17.392(2)
_cell_angle_alpha                107.8110(10)
_cell_angle_beta                 98.5610(10)
_cell_angle_gamma                100.426(2)
_cell_volume                     1651.5(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3889
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.163
_cell_measurement_theta_min      2.398
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.947
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6512
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            block
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.883
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12957
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.883
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.351
_diffrn_reflns_theta_min         1.653
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.883
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4778
_reflns_number_total             6584
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.590
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         6584
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0357
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0351P)²+0.3911P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0777
_refine_ls_wR_factor_ref         0.0862
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Riding coordinates:
 C31(H31A,H31B,H31C), O5(H5D,H5E)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C8(H8A,H8B), C3(H3A,H3B), C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C18(H18), C28(H28), C13(H13), C21(H21), C24(H24), C22(H22),
 C23(H23), C30(H30), C29(H29), C14(H14), C27(H27), C10(H10), C11(H11)
2.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C1(H1A,H1B,H1C), C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5842(4) 0.1710(2) 0.47299(18) 0.0657(8) Uani 1 1 d . . . . .
O3 O 1.0060(5) 0.5060(3) 0.59168(19) 0.0864(11) Uani 1 1 d . . . . .
O4 O 1.0319(5) 0.5634(3) 0.7278(2) 0.0875(11) Uani 1 1 d . . . . .
O2 O 0.6133(6) 0.1144(4) 0.5807(3) 0.1299(18) Uani 1 1 d . . . . .
N2 N 0.2229(4) 0.5043(2) 1.03538(17) 0.0366(7) Uani 1 1 d . . . . .
N3 N 0.4433(4) 0.8902(2) 1.21098(17) 0.0396(7) Uani 1 1 d . . . . .
N4 N -0.0949(4) 0.1631(2) 1.05908(19) 0.0396(7) Uani 1 1 d . . . . .
N1 N 0.5238(5) 0.3862(3) 0.57044(18) 0.0521(9) Uani 1 1 d . . . . .
C17 C 0.3109(5) 0.4662(3) 0.8797(2) 0.0360(8) Uani 1 1 d . . . . .
C15 C 0.3188(5) 0.5844(3) 1.0173(2) 0.0337(8) Uani 1 1 d . . . . .
C16 C 0.3645(5) 0.5696(3) 0.9411(2) 0.0373(8) Uani 1 1 d . . . . .
H16 H 0.430069 0.627838 0.930744 0.045 Uiso 1 1 calc R . . . .
C26 C 0.3678(5) 0.6922(3) 1.0852(2) 0.0344(8) Uani 1 1 d . . . . .
C18 C 0.2122(5) 0.3838(3) 0.8996(2) 0.0384(8) Uani 1 1 d . . . . .
H18 H 0.173819 0.314022 0.860831 0.046 Uiso 1 1 calc R . . . .
C19 C 0.1702(5) 0.4048(3) 0.9771(2) 0.0356(8) Uani 1 1 d . . . . .
C12 C 0.3640(5) 0.4461(3) 0.7993(2) 0.0394(9) Uani 1 1 d . . . . .
C20 C 0.0710(5) 0.3191(3) 1.0031(2) 0.0359(8) Uani 1 1 d . . . . .
C28 C 0.3586(5) 0.8006(3) 1.2219(2) 0.0454(9) Uani 1 1 d . . . . .
H28 H 0.326047 0.805496 1.271956 0.055 Uiso 1 1 calc R . . . .
C13 C 0.5174(5) 0.5098(3) 0.7908(2) 0.0430(9) Uani 1 1 d . . . . .
H13 H 0.585013 0.568364 0.836480 0.052 Uiso 1 1 calc R . . . .
C21 C 0.0185(5) 0.2103(3) 0.9536(2) 0.0398(8) Uani 1 1 d . . . . .
H21 H 0.040263 0.188770 0.900507 0.048 Uiso 1 1 calc R . . . .
C24 C 0.0327(5) 0.3460(3) 1.0813(2) 0.0426(9) Uani 1 1 d . . . . .
H24 H 0.063181 0.418271 1.115699 0.051 Uiso 1 1 calc R . . . .
C22 C -0.0651(5) 0.1347(3) 0.9826(2) 0.0438(9) Uani 1 1 d . . . . .
H22 H -0.101879 0.062230 0.948568 0.053 Uiso 1 1 calc R . . . .
C23 C -0.0489(5) 0.2679(3) 1.1085(2) 0.0450(9) Uani 1 1 d . . . . .
H23 H -0.072817 0.287086 1.161213 0.054 Uiso 1 1 calc R . . . .
C30 C 0.4583(5) 0.7865(3) 1.0762(2) 0.0449(9) Uani 1 1 d . . . . .
H30 H 0.494596 0.783747 1.027175 0.054 Uiso 1 1 calc R . . . .
C29 C 0.4938(5) 0.8834(3) 1.1399(2) 0.0473(10) Uani 1 1 d . . . . .
H29 H 0.554767 0.946037 1.133505 0.057 Uiso 1 1 calc R . . . .
C14 C 0.5723(5) 0.4892(3) 0.7172(2) 0.0473(10) Uani 1 1 d . . . . .
H14 H 0.678264 0.532187 0.714954 0.057 Uiso 1 1 calc R . . . .
C9 C 0.4727(5) 0.4054(3) 0.6460(2) 0.0432(9) Uani 1 1 d . . . . .
C31 C 0.4852(6) 0.9966(3) 1.2785(2) 0.0512(10) Uani 1 1 d . . . . .
H31A H 0.409697 0.992656 1.316813 0.077 Uiso 1 1 d R . . . .
H31B H 0.464787 1.051585 1.255653 0.077 Uiso 1 1 d R . . . .
H31C H 0.608097 1.014375 1.306713 0.077 Uiso 1 1 d R . . . .
C27 C 0.3194(5) 0.7020(3) 1.1601(2) 0.0458(10) Uani 1 1 d . . . . .
H27 H 0.259335 0.640564 1.168468 0.055 Uiso 1 1 calc R . . . .
C10 C 0.3172(6) 0.3415(3) 0.6539(2) 0.0523(10) Uani 1 1 d . . . . .
H10 H 0.247192 0.284399 0.607855 0.063 Uiso 1 1 calc R . . . .
C11 C 0.2655(6) 0.3616(3) 0.7290(2) 0.0515(10) Uani 1 1 d . . . . .
H11 H 0.162137 0.317196 0.732315 0.062 Uiso 1 1 calc R . . . .
C25 C -0.1707(5) 0.0798(3) 1.0929(3) 0.0519(10) Uani 1 1 d . . . . .
H25A H -0.218714 0.011588 1.048761 0.078 Uiso 1 1 calc GR . . . .
H25B H -0.264047 0.101598 1.119499 0.078 Uiso 1 1 calc GR . . . .
H25C H -0.078460 0.072362 1.132527 0.078 Uiso 1 1 calc GR . . . .
C4 C 0.4085(6) 0.3046(3) 0.4947(2) 0.0562(11) Uani 1 1 d . . . . .
H4A H 0.443222 0.320434 0.447606 0.067 Uiso 1 1 calc R . . . .
H4B H 0.286461 0.311456 0.493676 0.067 Uiso 1 1 calc R . . . .
C8 C 0.6828(6) 0.4574(4) 0.5642(2) 0.0570(11) Uani 1 1 d . . . . .
H8A H 0.695275 0.530287 0.601904 0.068 Uiso 1 1 calc R . . . .
H8B H 0.667178 0.459896 0.508473 0.068 Uiso 1 1 calc R . . . .
C3 C 0.4126(7) 0.1897(4) 0.4847(3) 0.0657(13) Uani 1 1 d . . . . .
H3A H 0.387592 0.174387 0.533528 0.079 Uiso 1 1 calc R . . . .
H3B H 0.320688 0.141067 0.437425 0.079 Uiso 1 1 calc R . . . .
C6 C 1.0827(7) 0.5740(4) 0.6690(3) 0.0741(14) Uani 1 1 d . . . . .
C7 C 0.8514(7) 0.4215(4) 0.5838(3) 0.0721(14) Uani 1 1 d . . . . .
H7A H 0.857588 0.406225 0.635062 0.087 Uiso 1 1 calc R . . . .
H7B H 0.850642 0.355462 0.540021 0.087 Uiso 1 1 calc R . . . .
C2 C 0.6720(8) 0.1300(4) 0.5232(3) 0.0767(15) Uani 1 1 d . . . . .
C1 C 0.8430(7) 0.1089(5) 0.5026(3) 0.0877(16) Uani 1 1 d . . . . .
H1A H 0.821714 0.036451 0.464128 0.132 Uiso 1 1 calc GR . . . .
H1B H 0.925444 0.116825 0.552092 0.132 Uiso 1 1 calc GR . . . .
H1C H 0.892454 0.159922 0.478132 0.132 Uiso 1 1 calc GR . . . .
C5 C 1.2305(7) 0.6618(5) 0.6699(3) 0.110(2) Uani 1 1 d . . . . .
H5A H 1.311567 0.630823 0.638923 0.165 Uiso 1 1 calc GR . . . .
H5B H 1.292947 0.702388 0.726032 0.165 Uiso 1 1 calc GR . . . .
H5C H 1.182693 0.709284 0.645511 0.165 Uiso 1 1 calc GR . . . .
I1 I 0.38438(4) 0.16220(2) 0.12003(2) 0.05234(10) Uani 1 1 d . . . . .
I2 I -0.03684(4) -0.05071(3) 0.27185(2) 0.06461(11) Uani 1 1 d . . . . .
O5 O 0.1695(7) 0.2331(3) 0.2971(2) 0.1269(16) Uani 1 1 d . . . . .
H5D H 0.259305 0.222367 0.275490 0.190 Uiso 1 1 d R . . . .
H5E H 0.134155 0.185207 0.318190 0.190 Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C3 1.437(5) . ?
O1 C2 1.334(5) . ?
O3 C6 1.343(5) . ?
O3 C7 1.451(6) . ?
O4 C6 1.189(5) . ?
O2 C2 1.217(6) . ?
N2 C15 1.336(4) . ?
N2 C19 1.346(4) . ?
N3 C28 1.336(5) . ?
N3 C29 1.334(5) . ?
N3 C31 1.481(4) . ?
N4 C22 1.335(4) . ?
N4 C23 1.345(4) . ?
N4 C25 1.482(4) . ?
N1 C9 1.392(5) . ?
N1 C4 1.463(5) . ?
N1 C8 1.458(5) . ?
C17 C16 1.404(5) . ?
C17 C18 1.387(5) . ?
C17 C12 1.476(5) . ?
C15 C16 1.388(5) . ?
C15 C26 1.495(5) . ?
C16 H16 0.9300 . ?
C26 C30 1.390(5) . ?
C26 C27 1.384(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.392(5) . ?
C19 C20 1.486(5) . ?
C12 C13 1.391(5) . ?
C12 C11 1.385(5) . ?
C20 C21 1.389(5) . ?
C20 C24 1.390(5) . ?
C28 H28 0.9300 . ?
C28 C27 1.368(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.374(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.366(5) . ?
C24 H24 0.9300 . ?
C24 C23 1.365(5) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C30 H30 0.9300 . ?
C30 C29 1.370(5) . ?
C29 H29 0.9300 . ?
C14 H14 0.9300 . ?
C14 C9 1.393(5) . ?
C9 C10 1.401(5) . ?
C31 H31A 0.9601 . ?
C31 H31B 0.9601 . ?
C31 H31C 0.9600 . ?
C27 H27 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.387(5) . ?
C11 H11 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.494(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.506(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C6 C5 1.480(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C2 C1 1.484(7) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
O5 H5D 0.8569 . ?
O5 H5E 0.8529 . ?

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
C2 O1 C3 118.6(4) . . ?
C6 O3 C7 115.9(4) . . ?
C15 N2 C19 118.2(3) . . ?
C28 N3 C31 120.1(3) . . ?
C29 N3 C28 119.9(3) . . ?
C29 N3 C31 119.9(3) . . ?
C22 N4 C23 120.6(3) . . ?
C22 N4 C25 120.8(3) . . ?
C23 N4 C25 118.4(3) . . ?
C9 N1 C4 121.0(3) . . ?
C9 N1 C8 119.7(3) . . ?
C8 N1 C4 118.9(3) . . ?
C16 C17 C12 121.2(3) . . ?
C18 C17 C16 116.8(3) . . ?
C18 C17 C12 122.0(3) . . ?
N2 C15 C16 122.9(3) . . ?
N2 C15 C26 114.2(3) . . ?
C16 C15 C26 122.8(3) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 C17 119.6(3) . . ?
C15 C16 H16 120.2 . . ?
C30 C26 C15 122.6(3) . . ?
C27 C26 C15 120.3(3) . . ?
C27 C26 C30 117.1(3) . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.5(3) . . ?
C19 C18 H18 119.7 . . ?
N2 C19 C18 122.0(3) . . ?
N2 C19 C20 115.0(3) . . ?
C18 C19 C20 122.9(3) . . ?
C13 C12 C17 121.6(3) . . ?
C11 C12 C17 121.7(3) . . ?
C11 C12 C13 116.7(3) . . ?
C21 C20 C19 123.0(3) . . ?
C21 C20 C24 117.1(3) . . ?
C24 C20 C19 119.8(3) . . ?
N3 C28 H28 119.7 . . ?
N3 C28 C27 120.6(3) . . ?
C27 C28 H28 119.7 . . ?
C12 C13 H13 118.9 . . ?
C14 C13 C12 122.2(3) . . ?
C14 C13 H13 118.9 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.1(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C24 H24 119.5 . . ?
C23 C24 C20 121.0(3) . . ?
C23 C24 H24 119.5 . . ?
N4 C22 C21 121.1(3) . . ?
N4 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
N4 C23 C24 120.0(3) . . ?
N4 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C26 C30 H30 120.2 . . ?
C29 C30 C26 119.7(3) . . ?
C29 C30 H30 120.2 . . ?
N3 C29 C30 121.7(3) . . ?
N3 C29 H29 119.1 . . ?
C30 C29 H29 119.1 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C9 121.4(4) . . ?
C9 C14 H14 119.3 . . ?
N1 C9 C14 121.9(4) . . ?
N1 C9 C10 121.5(3) . . ?
C14 C9 C10 116.6(3) . . ?
N3 C31 H31A 109.3 . . ?
N3 C31 H31B 109.5 . . ?
N3 C31 H31C 109.6 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C26 C27 H27 119.5 . . ?
C28 C27 C26 120.9(4) . . ?
C28 C27 H27 119.5 . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.3(4) . . ?
C11 C10 H10 119.3 . . ?
C12 C11 C10 121.7(4) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
N4 C25 H25A 109.5 . . ?
N4 C25 H25B 109.5 . . ?
N4 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1 C4 H4A 108.5 . . ?
N1 C4 H4B 108.5 . . ?
N1 C4 C3 115.2(3) . . ?
H4A C4 H4B 107.5 . . ?
C3 C4 H4A 108.5 . . ?
C3 C4 H4B 108.5 . . ?
N1 C8 H8A 108.9 . . ?
N1 C8 H8B 108.9 . . ?
N1 C8 C7 113.2(4) . . ?
H8A C8 H8B 107.8 . . ?
C7 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
O1 C3 C4 110.7(4) . . ?
O1 C3 H3A 109.5 . . ?
O1 C3 H3B 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
O3 C6 C5 111.8(5) . . ?
O4 C6 O3 122.3(5) . . ?
O4 C6 C5 125.9(5) . . ?
O3 C7 C8 109.9(4) . . ?
O3 C7 H7A 109.7 . . ?
O3 C7 H7B 109.7 . . ?
C8 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
O1 C2 C1 113.8(5) . . ?
O2 C2 O1 120.9(5) . . ?
O2 C2 C1 125.3(5) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C6 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
C6 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
H5D O5 H5E 112.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C15 C16 C17 -0.9(5) . . . . ?
N2 C15 C26 C30 -176.2(3) . . . . ?
N2 C15 C26 C27 2.2(5) . . . . ?
N2 C19 C20 C21 -174.8(3) . . . . ?
N2 C19 C20 C24 2.8(5) . . . . ?
N3 C28 C27 C26 0.6(6) . . . . ?
N1 C9 C10 C11 -179.2(4) . . . . ?
N1 C4 C3 O1 -67.2(5) . . . . ?
N1 C8 C7 O3 -169.2(3) . . . . ?
C17 C18 C19 N2 -0.2(5) . . . . ?
C17 C18 C19 C20 -177.6(3) . . . . ?
C17 C12 C13 C14 177.2(3) . . . . ?
C17 C12 C11 C10 -178.8(4) . . . . ?
C15 N2 C19 C18 -0.2(5) . . . . ?
C15 N2 C19 C20 177.4(3) . . . . ?
C15 C26 C30 C29 177.8(3) . . . . ?
C15 C26 C27 C28 -178.0(3) . . . . ?
C16 C17 C18 C19 0.0(5) . . . . ?
C16 C17 C12 C13 25.5(5) . . . . ?
C16 C17 C12 C11 -155.8(4) . . . . ?
C16 C15 C26 C30 2.0(5) . . . . ?
C16 C15 C26 C27 -179.7(3) . . . . ?
C26 C15 C16 C17 -178.9(3) . . . . ?
C26 C30 C29 N3 -0.2(6) . . . . ?
C18 C17 C16 C15 0.5(5) . . . . ?
C18 C17 C12 C13 -152.0(4) . . . . ?
C18 C17 C12 C11 26.7(5) . . . . ?
C18 C19 C20 C21 2.7(5) . . . . ?
C18 C19 C20 C24 -179.6(3) . . . . ?
C19 N2 C15 C16 0.7(5) . . . . ?
C19 N2 C15 C26 178.8(3) . . . . ?
C19 C20 C21 C22 177.0(3) . . . . ?
C19 C20 C24 C23 -176.1(3) . . . . ?
C12 C17 C16 C15 -177.1(3) . . . . ?
C12 C17 C18 C19 177.6(3) . . . . ?
C12 C13 C14 C9 2.5(6) . . . . ?
C20 C21 C22 N4 -1.3(6) . . . . ?
C20 C24 C23 N4 -0.5(6) . . . . ?
C28 N3 C29 C30 1.3(6) . . . . ?
C13 C12 C11 C10 0.0(6) . . . . ?
C13 C14 C9 N1 177.7(4) . . . . ?
C13 C14 C9 C10 -1.8(6) . . . . ?
C21 C20 C24 C23 1.6(5) . . . . ?
C24 C20 C21 C22 -0.7(5) . . . . ?
C22 N4 C23 C24 -1.5(6) . . . . ?
C23 N4 C22 C21 2.4(6) . . . . ?
C30 C26 C27 C28 0.4(6) . . . . ?
C29 N3 C28 C27 -1.5(6) . . . . ?
C14 C9 C10 C11 0.3(6) . . . . ?
C9 N1 C4 C3 -78.4(5) . . . . ?
C9 N1 C8 C7 88.5(4) . . . . ?
C9 C10 C11 C12 0.6(6) . . . . ?
C31 N3 C28 C27 -179.9(4) . . . . ?
C31 N3 C29 C30 179.7(4) . . . . ?
C27 C26 C30 C29 -0.6(5) . . . . ?
C11 C12 C13 C14 -1.5(6) . . . . ?
C25 N4 C22 C21 -174.4(3) . . . . ?
C25 N4 C23 C24 175.4(3) . . . . ?
C4 N1 C9 C14 -174.0(4) . . . . ?
C4 N1 C9 C10 5.5(6) . . . . ?
C4 N1 C8 C7 -99.3(4) . . . . ?
C8 N1 C9 C14 -2.0(6) . . . . ?
C8 N1 C9 C10 177.5(4) . . . . ?
C8 N1 C4 C3 109.5(4) . . . . ?
C3 O1 C2 O2 -4.1(7) . . . . ?
C3 O1 C2 C1 177.1(4) . . . . ?
C6 O3 C7 C8 95.2(5) . . . . ?
C7 O3 C6 O4 2.8(8) . . . . ?
C7 O3 C6 C5 -175.8(5) . . . . ?
C2 O1 C3 C4 125.7(4) . . . . ?

_shelx_SHELXL_version_number     2016/6
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20180522w_0m
_database_code_depnum_ccdc_archive 'CCDC 1878038'
_audit_update_record             
;
2018-11-09 deposited with the CCDC.
2019-01-07 downloaded from the CCDC.
;
_audit_creation_date             2018-05-31
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C32 H34 N3 O4), 8(F6 P)'
_chemical_formula_sum            'C128 H136 F48 N12 O16 P8'
_chemical_formula_weight         3258.24
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1020 0.0940 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   19.940(10)
_cell_length_b                   21.080(11)
_cell_length_c                   8.921(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.143(8)
_cell_angle_gamma                90
_cell_volume                     3636(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1067
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      18.91
_cell_measurement_theta_min      2.52
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.222
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6021
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1321 before and 0.0607 after correction.
The Ratio of minimum to maximum transmission is 0.8076.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1668
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0703
_diffrn_reflns_av_unetI/netI     0.0674
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12642
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.429
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1314
_reflns_number_total             3173
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.638
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       0.0007(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1946
_refine_ls_R_factor_gt           0.1000
_refine_ls_restrained_S_all      0.965
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2738
_refine_ls_wR_factor_ref         0.3297
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C17(H17), C14(H14), C8(H8), C7(H7), C15(H15), C16(H16)
2.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5493(3) 0.9315(2) 0.6085(7) 0.1237(18) Uani 1 1 d . . . . .
O2 O 0.6016(4) 0.8483(3) 0.7285(8) 0.176(3) Uani 1 1 d . . . . .
N1 N 0.5000 0.4339(2) 0.2500 0.0630(15) Uani 1 2 d S T P . .
N2 N 0.6390(3) 0.3248(2) 0.5508(7) 0.0939(17) Uani 1 1 d . . . . .
C12 C 0.5463(2) 0.4677(2) 0.3565(6) 0.0595(13) Uani 1 1 d . . . . .
C10 C 0.5000 0.5678(3) 0.2500 0.0599(18) Uani 1 2 d S T P . .
C11 C 0.5482(2) 0.5325(2) 0.3594(6) 0.0671(14) Uani 1 1 d . . . . .
H11 H 0.5816 0.5533 0.4342 0.081 Uiso 1 1 calc R . . . .
C9 C 0.5000 0.6384(3) 0.2500 0.068(2) Uani 1 2 d S T P . .
C5 C 0.5000 0.8377(3) 0.2500 0.080(2) Uani 1 2 d S T P . .
C13 C 0.5957(3) 0.4283(2) 0.4691(6) 0.0669(14) Uani 1 1 d . . . . .
C17 C 0.6418(3) 0.4519(3) 0.5964(7) 0.0804(16) Uani 1 1 d . . . . .
H17 H 0.6447 0.4955 0.6132 0.096 Uiso 1 1 calc R . . . .
C14 C 0.5960(3) 0.3624(3) 0.4494(8) 0.0848(18) Uani 1 1 d . . . . .
H14 H 0.5658 0.3442 0.3640 0.102 Uiso 1 1 calc R . . . .
C8 C 0.5381(3) 0.6725(2) 0.3712(7) 0.0828(17) Uani 1 1 d . . . . .
H8 H 0.5650 0.6509 0.4555 0.099 Uiso 1 1 calc R . . . .
C7 C 0.5383(3) 0.7381(3) 0.3733(8) 0.095(2) Uani 1 1 d . . . . .
H7 H 0.5648 0.7590 0.4595 0.114 Uiso 1 1 calc R . . . .
C6 C 0.5000 0.7738(4) 0.2500 0.082(2) Uani 1 2 d S T P . .
C15 C 0.6813(4) 0.3482(4) 0.6720(9) 0.100(2) Uani 1 1 d . . . . .
H15 H 0.7101 0.3207 0.7402 0.120 Uiso 1 1 calc R . . . .
C16 C 0.6850(3) 0.4105(4) 0.7028(7) 0.103(2) Uani 1 1 d . . . . .
H16 H 0.7152 0.4261 0.7915 0.123 Uiso 1 1 calc R . . . .
C1 C 0.5956(4) 0.9038(4) 0.7168(10) 0.116(3) Uani 1 1 d . . . . .
C4 C 0.5467(4) 0.8751(3) 0.3747(10) 0.111(2) Uani 1 1 d . . . . .
H4A H 0.5880 0.8510 0.4201 0.133 Uiso 1 1 calc R . . . .
H4B H 0.5603 0.9142 0.3329 0.133 Uiso 1 1 calc R . . . .
C2 C 0.6345(4) 0.9510(3) 0.8370(9) 0.120(2) Uani 1 1 d . . . . .
H2A H 0.6566 0.9823 0.7872 0.180 Uiso 1 1 calc GR . . . .
H2B H 0.6688 0.9289 0.9134 0.180 Uiso 1 1 calc GR . . . .
H2C H 0.6025 0.9715 0.8861 0.180 Uiso 1 1 calc GR . . . .
C18 C 0.6357(4) 0.2554(3) 0.5194(11) 0.139(3) Uani 1 1 d . . . . .
H18A H 0.5900 0.2402 0.5156 0.208 Uiso 1 1 calc GR . . . .
H18B H 0.6684 0.2339 0.6001 0.208 Uiso 1 1 calc GR . . . .
H18C H 0.6466 0.2475 0.4221 0.208 Uiso 1 1 calc GR . . . .
C3 C 0.5083(4) 0.8891(4) 0.4918(11) 0.131(3) Uani 1 1 d . . . . .
H3A H 0.4645 0.9091 0.4434 0.157 Uiso 1 1 calc R . . . .
H3B H 0.4988 0.8501 0.5402 0.157 Uiso 1 1 calc R . . . .
P1 P 0.74241(10) 0.62630(9) 0.7086(2) 0.0969(8) Uani 1 1 d . . . . .
F1 F 0.7546(4) 0.5810(3) 0.5807(7) 0.222(3) Uani 1 1 d . . . . .
F2 F 0.8244(3) 0.6264(3) 0.7766(7) 0.178(2) Uani 1 1 d . . . . .
F3 F 0.7504(6) 0.6834(3) 0.6280(11) 0.283(5) Uani 1 1 d . . . . .
F4 F 0.7367(3) 0.6595(3) 0.8580(9) 0.204(3) Uani 1 1 d . . . . .
F5 F 0.6620(3) 0.6158(3) 0.6587(8) 0.198(3) Uani 1 1 d . . . . .
F6 F 0.7420(3) 0.5607(3) 0.8038(7) 0.190(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.301(8) . ?
O1 C3 1.461(8) . ?
O2 C1 1.178(8) . ?
N1 C12 1.354(5) 2_655 ?
N1 C12 1.354(5) . ?
N2 C14 1.342(7) . ?
N2 C15 1.295(8) . ?
N2 C18 1.487(8) . ?
C12 C11 1.368(7) . ?
C12 C13 1.478(7) . ?
C10 C11 1.404(6) . ?
C10 C11 1.404(6) 2_655 ?
C10 C9 1.489(9) . ?
C9 C8 1.365(6) 2_655 ?
C9 C8 1.365(6) . ?
C5 C6 1.345(10) . ?
C5 C4 1.490(8) . ?
C5 C4 1.490(8) 2_655 ?
C13 C17 1.368(7) . ?
C13 C14 1.401(7) . ?
C17 C16 1.417(8) . ?
C8 C7 1.382(7) . ?
C7 C6 1.397(7) . ?
C6 C7 1.397(7) 2_655 ?
C15 C16 1.341(9) . ?
C1 C2 1.528(10) . ?
C4 C3 1.469(10) . ?
P1 F1 1.553(6) . ?
P1 F2 1.598(6) . ?
P1 F3 1.431(7) . ?
P1 F4 1.534(6) . ?
P1 F5 1.572(6) . ?
P1 F6 1.625(6) . ?

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
C1 O1 C3 115.3(7) . . ?
C12 N1 C12 116.5(5) . 2_655 ?
C14 N2 C18 117.5(6) . . ?
C15 N2 C14 121.1(6) . . ?
C15 N2 C18 121.4(6) . . ?
N1 C12 C11 123.4(5) . . ?
N1 C12 C13 114.1(4) . . ?
C11 C12 C13 122.5(5) . . ?
C11 C10 C11 116.1(6) 2_655 . ?
C11 C10 C9 122.0(3) 2_655 . ?
C11 C10 C9 122.0(3) . . ?
C12 C11 C10 120.3(5) . . ?
C8 C9 C10 121.8(3) 2_655 . ?
C8 C9 C10 121.8(3) . . ?
C8 C9 C8 116.3(7) 2_655 . ?
C6 C5 C4 122.0(3) . . ?
C6 C5 C4 122.0(3) . 2_655 ?
C4 C5 C4 116.0(7) 2_655 . ?
C17 C13 C12 124.1(5) . . ?
C17 C13 C14 116.3(5) . . ?
C14 C13 C12 119.6(5) . . ?
C13 C17 C16 120.5(6) . . ?
N2 C14 C13 121.5(6) . . ?
C9 C8 C7 122.5(6) . . ?
C8 C7 C6 122.0(6) . . ?
C5 C6 C7 122.6(4) . . ?
C5 C6 C7 122.6(4) . 2_655 ?
C7 C6 C7 114.7(7) . 2_655 ?
N2 C15 C16 122.4(6) . . ?
C15 C16 C17 118.2(6) . . ?
O1 C1 C2 112.1(7) . . ?
O2 C1 O1 123.4(8) . . ?
O2 C1 C2 124.1(8) . . ?
C3 C4 C5 107.4(6) . . ?
O1 C3 C4 109.4(6) . . ?
F1 P1 F2 87.2(4) . . ?
F1 P1 F5 92.1(4) . . ?
F1 P1 F6 83.2(4) . . ?
F2 P1 F6 86.4(3) . . ?
F3 P1 F1 95.3(5) . . ?
F3 P1 F2 87.8(5) . . ?
F3 P1 F4 95.4(5) . . ?
F3 P1 F5 102.0(5) . . ?
F3 P1 F6 174.1(5) . . ?
F4 P1 F1 167.9(4) . . ?
F4 P1 F2 87.5(3) . . ?
F4 P1 F5 91.3(3) . . ?
F4 P1 F6 85.6(4) . . ?
F5 P1 F2 170.3(4) . . ?
F5 P1 F6 83.8(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C12 C11 C10 1.0(7) . . . . ?
N1 C12 C13 C17 -172.5(4) . . . . ?
N1 C12 C13 C14 6.5(7) . . . . ?
N2 C15 C16 C17 -1.2(10) . . . . ?
C12 N1 C12 C11 -0.5(3) 2_655 . . . ?
C12 N1 C12 C13 -179.8(4) 2_655 . . . ?
C12 C13 C17 C16 176.9(5) . . . . ?
C12 C13 C14 N2 -178.6(5) . . . . ?
C10 C9 C8 C7 -179.6(4) . . . . ?
C11 C12 C13 C17 8.3(8) . . . . ?
C11 C12 C13 C14 -172.8(5) . . . . ?
C11 C10 C11 C12 -0.5(3) 2_655 . . . ?
C11 C10 C9 C8 -12.1(4) . . . . ?
C11 C10 C9 C8 167.9(4) 2_655 . . . ?
C11 C10 C9 C8 167.9(4) . . . 2_655 ?
C11 C10 C9 C8 -12.1(4) 2_655 . . 2_655 ?
C9 C10 C11 C12 179.5(3) . . . . ?
C9 C8 C7 C6 -0.8(9) . . . . ?
C5 C4 C3 O1 -174.0(6) . . . . ?
C13 C12 C11 C10 -179.8(4) . . . . ?
C13 C17 C16 C15 2.5(9) . . . . ?
C17 C13 C14 N2 0.5(8) . . . . ?
C14 N2 C15 C16 -0.4(10) . . . . ?
C14 C13 C17 C16 -2.1(8) . . . . ?
C8 C9 C8 C7 0.4(4) 2_655 . . . ?
C8 C7 C6 C5 -179.6(4) . . . . ?
C8 C7 C6 C7 0.4(4) . . . 2_655 ?
C6 C5 C4 C3 -93.0(6) . . . . ?
C15 N2 C14 C13 0.8(9) . . . . ?
C1 O1 C3 C4 -83.1(8) . . . . ?
C4 C5 C6 C7 6.5(5) 2_655 . . 2_655 ?
C4 C5 C6 C7 6.5(5) . . . . ?
C4 C5 C6 C7 -173.5(5) . . . 2_655 ?
C4 C5 C6 C7 -173.5(5) 2_655 . . . ?
C4 C5 C4 C3 87.0(6) 2_655 . . . ?
C18 N2 C14 C13 -179.7(6) . . . . ?
C18 N2 C15 C16 -179.9(6) . . . . ?
C3 O1 C1 O2 -5.3(12) . . . . ?
C3 O1 C1 C2 -178.0(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
