# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_11a
_database_code_depnum_ccdc_archive 'CCDC 2236033'
loop_
_audit_author_name
_audit_author_address
'Attila Benyei'
;University of Debrecen
Hungary
;
_audit_update_record             
;
2023-01-13 deposited with the CCDC.	2023-02-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT097_11a                 
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.86 eA-3
RESPONSE: The compound contains heavy element Si. There is a slight disorder of the silyl moiety which is common for similar compounds. 900 out of 4000 hits from recent CSD. This does not influence the overall correctness of the structure.
;
_vrf_PLAT230_11a                 
;
PROBLEM: Hirshfeld Test Diff for    Si41     --C42      .       15.0 s.u.
RESPONSE: There is a slight disorder of the silyl moiety which is common for similar compounds. 900 out of 4000 hits from recent CSD. This does not influence the overall correctness of the structure.
;
_vrf_PLAT340_11a                 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01425 Ang.
RESPONSE: There is a slight disorder of the silyl moiety which is common for similar compounds. 900 out of 4000 hits from recent CSD. This does not influence the overall correctness of the structure.
;
_vrf_PLAT361_11a                 
;
PROBLEM: Long   C(sp3)-C(sp3) Bond  C43      - C45      .       1.76 Ang.
RESPONSE: There is a slight disorder of the silyl moiety which is common for similar compounds. 900 out of 4000 hits from recent CSD. This does not influence the overall correctness of the structure.
;
# Added during the CSD deposition process: Friday 13 January 2023 09:21 AM
# end Validation Reply Form

_publcif_datablock.id            {6da4debc-de07-40fa-b233-2fb4a162ec17}

_chemical_name_systematic        ?
_chemical_name_common            MZ-11
_chemical_formula_moiety         'C32 H43 N5 O4 Si'
_chemical_formula_sum            'C32 H43 N5 O4 Si'
_chemical_formula_iupac          ?
_chemical_formula_weight         589.80
_chemical_absolute_configuration syn

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   8.3089(4)
_cell_length_b                   16.9378(10)
_cell_length_c                   22.9234(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3226.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    526
_cell_measurement_theta_min      2.4125
_cell_measurement_theta_max      30.6208
_cell_measurement_temperature    293.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.273
_exptl_crystal_size_mid          0.223
_exptl_crystal_size_min          0.080
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1264

_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      293.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS 3.0'
_diffrn_source_power             0.07
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_probe          ?
_diffrn_radiation_type           ' Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and π scan'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            29696
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_theta_min         2.99
_diffrn_reflns_theta_max         25.53
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27

_refine_special_details          
;
;

_reflns_number_total             5967
_reflns_number_gt                4571
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.768
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.997

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1274
_refine_ls_R_factor_gt           0.1001
_refine_ls_wR_factor_gt          0.1894
_refine_ls_wR_factor_ref         0.2021
_refine_ls_goodness_of_fit_ref   1.455
_refine_ls_restrained_S_all      1.427
_refine_ls_number_reflns         5967
_refine_ls_number_parameters     388
_refine_ls_number_restraints     348
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0154P)²+4.2678P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.858
_refine_diff_density_min         -1.054
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1484 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(10)

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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.6'
_computing_cell_refinement       'APEX3 v2017.3-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    Mercury
_computing_publication_material  'WinGX, PublCIF'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.3323(7) 0.3180(4) 0.3375(3) 0.0361(16) Uani d . . . 1 . .
H H1 0.360471 0.288976 0.373034 0.043 Uiso calc U . R 1 . .
C C2 0.2062(8) 0.3809(4) 0.3521(3) 0.0352(15) Uani d . . . 1 . .
H H2 0.187606 0.413974 0.31767 0.042 Uiso calc U . R 1 . .
C C4 0.2122(10) 0.3855(5) 0.4514(3) 0.0510(19) Uani d . . . 1 . .
H H4A 0.196594 0.421619 0.483799 0.061 Uiso calc U . R 1 . .
H H4B 0.293375 0.347118 0.462305 0.061 Uiso calc U . R 1 . .
C C5 0.0545(9) 0.3442(4) 0.4363(3) 0.0445(17) Uani d . . . 1 . .
H H5 -0.037008 0.373848 0.452074 0.053 Uiso calc U . R 1 . .
C C6 0.0419(11) 0.2576(5) 0.4529(4) 0.054(2) Uani d . . . 1 . .
H H6A 0.109724 0.245599 0.486221 0.065 Uiso calc U . R 1 . .
H H6B -0.068301 0.243327 0.462069 0.065 Uiso calc U . R 1 . .
C C8 0.0315(8) 0.2632(4) 0.3533(3) 0.0354(15) Uani d . . . 1 . .
H H8 -0.08386 0.251703 0.350339 0.043 Uiso calc U . R 1 . .
C C9 0.1088(8) 0.2465(4) 0.2942(3) 0.0364(15) Uani d . . . 1 . .
H H9 0.097212 0.189883 0.286435 0.044 Uiso calc U . R 1 . .
C C12 0.0241(9) 0.2896(5) 0.2467(3) 0.0472(18) Uani d . . . 1 . .
H H12A -0.08767 0.273146 0.245307 0.057 Uiso calc U . R 1 . .
H H12B 0.026859 0.345867 0.254497 0.057 Uiso calc U . R 1 . .
C C30 0.1995(10) 0.5108(5) 0.3952(4) 0.058(2) Uani d . . . 1 . .
H H30A 0.217823 0.537539 0.432077 0.07 Uiso calc U . R 1 . .
H H30B 0.08427 0.509097 0.388487 0.07 Uiso calc U . R 1 . .
C C31 0.2788(10) 0.5569(5) 0.3469(4) 0.0528(19) Uani d . . . 1 . .
C C32 0.4379(12) 0.5823(6) 0.3527(5) 0.080(3) Uani d . . . 1 . .
H H32 0.495243 0.571133 0.386533 0.096 Uiso calc U . R 1 . .
C C33 0.5102(14) 0.6242(7) 0.3077(6) 0.094(4) Uani d . . . 1 . .
H H33 0.615732 0.641544 0.312075 0.113 Uiso calc U . R 1 . .
C C34 0.4300(15) 0.6403(6) 0.2576(6) 0.090(3) Uani d . . . 1 . .
H H34 0.480533 0.667901 0.227674 0.108 Uiso calc U . R 1 . .
C C35 0.2742(14) 0.6158(6) 0.2515(6) 0.085(3) Uani d . . . 1 . .
H H35 0.218497 0.626596 0.21723 0.102 Uiso calc U . R 1 . .
C C36 0.1985(11) 0.5746(5) 0.2963(5) 0.069(3) Uani d . . . 1 . .
H H36 0.091954 0.558873 0.291886 0.083 Uiso calc U . R 1 . .
C C41 -0.1746(13) 0.3148(9) 0.1191(5) 0.111(4) Uani d . . . 1 . .
H H41A -0.20804 0.351173 0.089357 0.166 Uiso calc U . R 1 . .
H H41B -0.233759 0.324899 0.154265 0.166 Uiso calc U . R 1 . .
H H41C -0.194925 0.261735 0.106301 0.166 Uiso calc U . R 1 . .
C C42 0.1116(18) 0.4365(6) 0.1434(5) 0.108(4) Uani d . . . 1 . .
H H42A 0.189388 0.44009 0.17428 0.162 Uiso calc U . R 1 . .
H H42B 0.019085 0.467814 0.153142 0.162 Uiso calc U . R 1 . .
H H42C 0.158191 0.455657 0.107822 0.162 Uiso calc U . R 1 . .
C C43 0.1779(17) 0.2947(9) 0.0780(6) 0.109(4) Uani d . . . 1 . .
C C44 0.140(2) 0.3425(9) 0.0204(5) 0.138(6) Uani d . . . 1 . .
H H44A 0.16495 0.397314 0.02642 0.207 Uiso calc U . R 1 . .
H H44B 0.028278 0.337084 0.010856 0.207 Uiso calc U . R 1 . .
H H44C 0.204499 0.322319 -0.011007 0.207 Uiso calc U . R 1 . .
C C45 0.113(2) 0.1966(7) 0.0708(6) 0.153(6) Uani d . . . 1 . .
H H45A 0.107364 0.172456 0.108593 0.229 Uiso calc U . R 1 . .
H H45B 0.186961 0.168015 0.046676 0.229 Uiso calc U . R 1 . .
H H45C 0.007883 0.195825 0.053109 0.229 Uiso calc U . R 1 . .
C C46 0.3544(14) 0.3037(10) 0.0954(6) 0.129(5) Uani d . . . 1 . .
H H46A 0.377226 0.269932 0.127956 0.193 Uiso calc U . R 1 . .
H H46B 0.375107 0.357602 0.106045 0.193 Uiso calc U . R 1 . .
H H46C 0.421858 0.289347 0.063076 0.193 Uiso calc U . R 1 . .
C C52 0.6148(8) 0.3553(5) 0.3474(3) 0.0416(17) Uani d . . . 1 . .
C C54 0.4686(9) 0.3938(5) 0.2616(3) 0.051(2) Uani d . . . 1 . .
H H54 0.375308 0.389423 0.239375 0.061 Uiso calc U . R 1 . .
C C55 0.5897(10) 0.4372(6) 0.2412(4) 0.066(3) Uani d . . . 1 . .
H H55 0.578422 0.462756 0.205546 0.079 Uiso calc U . R 1 . .
C C56 0.7362(10) 0.4454(5) 0.2729(4) 0.058(2) Uani d . . . 1 . .
C C70 0.0549(10) 0.1336(4) 0.4002(4) 0.057(2) Uani d . . . 1 . .
H H70A 0.044703 0.116384 0.359985 0.068 Uiso calc U . R 1 . .
H H70B -0.049197 0.127066 0.418725 0.068 Uiso calc U . R 1 . .
C C71 0.1749(10) 0.0819(4) 0.4305(4) 0.0493(19) Uani d . . . 1 . .
C C72 0.3222(13) 0.0712(6) 0.4044(5) 0.079(3) Uani d . . . 1 . .
H H72 0.34666 0.097781 0.37 0.094 Uiso calc U . R 1 . .
C C73 0.4343(14) 0.0209(7) 0.4293(5) 0.088(3) Uani d . . . 1 . .
H H73 0.533351 0.012336 0.41154 0.106 Uiso calc U . R 1 . .
C C74 0.3967(15) -0.0157(6) 0.4804(5) 0.080(3) Uani d . . . 1 . .
H H74 0.470107 -0.05096 0.496503 0.096 Uiso calc U . R 1 . .
C C75 0.2593(15) -0.0029(6) 0.5077(5) 0.082(3) Uani d . . . 1 . .
H H75 0.23901 -0.027165 0.543339 0.099 Uiso calc U . R 1 . .
C C76 0.1451(12) 0.0469(5) 0.4830(4) 0.063(2) Uani d . . . 1 . .
H H76 0.048476 0.056333 0.502234 0.076 Uiso calc U . R 1 . .
H H51 0.828(7) 0.391(6) 0.342(4) 0.094 Uiso d U . D 1 . .
N N3 0.2628(7) 0.4291(4) 0.3989(3) 0.0437(14) Uani d . . . 1 . .
N N7 0.0978(7) 0.2168(3) 0.4009(3) 0.0432(14) Uani d . . . 1 . .
N N11 0.0505(6) 0.3449(3) 0.3709(2) 0.0359(13) Uani d . . . 1 . .
N N51 0.7373(7) 0.4007(4) 0.3242(3) 0.0501(16) Uani d . . D 1 . .
N N53 0.4764(6) 0.3556(4) 0.3139(3) 0.0373(13) Uani d . . . 1 . .
O O10 0.2780(5) 0.2642(3) 0.2945(2) 0.0445(12) Uani d . . . 1 . .
O O12 0.0975(8) 0.2742(4) 0.1929(3) 0.0690(18) Uani d . . . 1 . .
O O52 0.6299(6) 0.3179(4) 0.3917(3) 0.0632(17) Uani d . . . 1 . .
O O56 0.8543(7) 0.4819(4) 0.2585(4) 0.086(2) Uani d . . . 1 . .
Si Si41 0.0473(4) 0.3276(3) 0.13347(14) 0.1103(15) Uani d . . . 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O10 . 1.417(8) ?
C1 N53 . 1.460(8) ?
C1 C2 . 1.531(9) ?
C1 H1 . 0.98 ?
C2 N3 . 1.427(9) ?
C2 N11 . 1.493(8) ?
C2 H2 . 0.98 ?
C4 N3 . 1.475(10) ?
C4 C5 . 1.525(11) ?
C4 H4A . 0.97 ?
C4 H4B . 0.97 ?
C5 N11 . 1.500(9) ?
C5 C6 . 1.520(10) ?
C5 H5 . 0.98 ?
C6 N7 . 1.454(10) ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C8 N11 . 1.451(9) ?
C8 N7 . 1.455(8) ?
C8 C9 . 1.525(10) ?
C8 H8 . 0.98 ?
C9 O10 . 1.437(8) ?
C9 C12 . 1.488(10) ?
C9 H9 . 0.98 ?
C12 O12 . 1.401(9) ?
C12 H12A . 0.97 ?
C12 H12B . 0.97 ?
C30 N3 . 1.483(10) ?
C30 C31 . 1.507(12) ?
C30 H30A . 0.97 ?
C30 H30B . 0.97 ?
C31 C36 . 1.371(12) ?
C31 C32 . 1.396(12) ?
C32 C33 . 1.388(15) ?
C32 H32 . 0.93 ?
C33 C34 . 1.356(16) ?
C33 H33 . 0.93 ?
C34 C35 . 1.367(16) ?
C34 H34 . 0.93 ?
C35 C36 . 1.392(14) ?
C35 H35 . 0.93 ?
C36 H36 . 0.93 ?
C41 Si41 . 1.886(11) ?
C41 H41A . 0.96 ?
C41 H41B . 0.96 ?
C41 H41C . 0.96 ?
C42 Si41 . 1.934(11) ?
C42 H42A . 0.96 ?
C42 H42B . 0.96 ?
C42 H42C . 0.96 ?
C43 C46 . 1.528(17) ?
C43 C44 . 1.579(16) ?
C43 C45 . 1.755(19) ?
C43 Si41 . 1.763(14) ?
C44 H44A . 0.96 ?
C44 H44B . 0.96 ?
C44 H44C . 0.96 ?
C45 H45A . 0.96 ?
C45 H45B . 0.96 ?
C45 H45C . 0.96 ?
C46 H46A . 0.96 ?
C46 H46B . 0.96 ?
C46 H46C . 0.96 ?
C52 O52 . 1.203(9) ?
C52 N51 . 1.382(9) ?
C52 N53 . 1.383(9) ?
C54 C55 . 1.331(11) ?
C54 N53 . 1.364(9) ?
C54 H54 . 0.93 ?
C55 C56 . 1.424(12) ?
C55 H55 . 0.93 ?
C56 O56 . 1.206(9) ?
C56 N51 . 1.398(10) ?
C70 N7 . 1.453(9) ?
C70 C71 . 1.497(11) ?
C70 H70A . 0.97 ?
C70 H70B . 0.97 ?
C71 C76 . 1.364(11) ?
C71 C72 . 1.375(13) ?
C72 C73 . 1.386(14) ?
C72 H72 . 0.93 ?
C73 C74 . 1.360(15) ?
C73 H73 . 0.93 ?
C74 C75 . 1.320(15) ?
C74 H74 . 0.93 ?
C75 C76 . 1.391(13) ?
C75 H75 . 0.93 ?
C76 H76 . 0.93 ?
N51 H51 . 0.87(3) ?
O12 Si41 . 1.686(7) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O10 C1 N53 . . 106.4(5) ?
O10 C1 C2 . . 112.4(5) ?
N53 C1 C2 . . 109.9(6) ?
O10 C1 H1 . . 109.3 ?
N53 C1 H1 . . 109.3 ?
C2 C1 H1 . . 109.3 ?
N3 C2 N11 . . 107.6(5) ?
N3 C2 C1 . . 109.7(5) ?
N11 C2 C1 . . 111.8(5) ?
N3 C2 H2 . . 109.2 ?
N11 C2 H2 . . 109.2 ?
C1 C2 H2 . . 109.2 ?
N3 C4 C5 . . 106.8(6) ?
N3 C4 H4A . . 110.4 ?
C5 C4 H4A . . 110.4 ?
N3 C4 H4B . . 110.4 ?
C5 C4 H4B . . 110.4 ?
H4A C4 H4B . . 108.6 ?
N11 C5 C6 . . 104.9(6) ?
N11 C5 C4 . . 104.1(6) ?
C6 C5 C4 . . 116.4(7) ?
N11 C5 H5 . . 110.4 ?
C6 C5 H5 . . 110.4 ?
C4 C5 H5 . . 110.4 ?
N7 C6 C5 . . 103.4(6) ?
N7 C6 H6A . . 111.1 ?
C5 C6 H6A . . 111.1 ?
N7 C6 H6B . . 111.1 ?
C5 C6 H6B . . 111.1 ?
H6A C6 H6B . . 109.0 ?
N11 C8 N7 . . 105.4(5) ?
N11 C8 C9 . . 112.2(5) ?
N7 C8 C9 . . 114.0(6) ?
N11 C8 H8 . . 108.3 ?
N7 C8 H8 . . 108.3 ?
C9 C8 H8 . . 108.3 ?
O10 C9 C12 . . 111.3(6) ?
O10 C9 C8 . . 111.7(6) ?
C12 C9 C8 . . 111.1(6) ?
O10 C9 H9 . . 107.5 ?
C12 C9 H9 . . 107.5 ?
C8 C9 H9 . . 107.5 ?
O12 C12 C9 . . 110.3(6) ?
O12 C12 H12A . . 109.6 ?
C9 C12 H12A . . 109.6 ?
O12 C12 H12B . . 109.6 ?
C9 C12 H12B . . 109.6 ?
H12A C12 H12B . . 108.1 ?
N3 C30 C31 . . 111.6(7) ?
N3 C30 H30A . . 109.3 ?
C31 C30 H30A . . 109.3 ?
N3 C30 H30B . . 109.3 ?
C31 C30 H30B . . 109.3 ?
H30A C30 H30B . . 108.0 ?
C36 C31 C32 . . 118.3(9) ?
C36 C31 C30 . . 121.5(8) ?
C32 C31 C30 . . 120.3(9) ?
C33 C32 C31 . . 119.8(11) ?
C33 C32 H32 . . 120.1 ?
C31 C32 H32 . . 120.1 ?
C34 C33 C32 . . 121.3(10) ?
C34 C33 H33 . . 119.4 ?
C32 C33 H33 . . 119.4 ?
C33 C34 C35 . . 119.4(11) ?
C33 C34 H34 . . 120.3 ?
C35 C34 H34 . . 120.3 ?
C34 C35 C36 . . 120.3(12) ?
C34 C35 H35 . . 119.8 ?
C36 C35 H35 . . 119.8 ?
C31 C36 C35 . . 120.9(9) ?
C31 C36 H36 . . 119.5 ?
C35 C36 H36 . . 119.5 ?
Si41 C41 H41A . . 109.5 ?
Si41 C41 H41B . . 109.5 ?
H41A C41 H41B . . 109.5 ?
Si41 C41 H41C . . 109.5 ?
H41A C41 H41C . . 109.5 ?
H41B C41 H41C . . 109.5 ?
Si41 C42 H42A . . 109.5 ?
Si41 C42 H42B . . 109.5 ?
H42A C42 H42B . . 109.5 ?
Si41 C42 H42C . . 109.5 ?
H42A C42 H42C . . 109.5 ?
H42B C42 H42C . . 109.5 ?
C46 C43 C44 . . 111.0(12) ?
C46 C43 C45 . . 114.6(12) ?
C44 C43 C45 . . 110.2(12) ?
C46 C43 Si41 . . 111.8(10) ?
C44 C43 Si41 . . 108.6(10) ?
C45 C43 Si41 . . 100.2(9) ?
C43 C44 H44A . . 109.5 ?
C43 C44 H44B . . 109.5 ?
H44A C44 H44B . . 109.5 ?
C43 C44 H44C . . 109.5 ?
H44A C44 H44C . . 109.5 ?
H44B C44 H44C . . 109.5 ?
C43 C45 H45A . . 109.5 ?
C43 C45 H45B . . 109.5 ?
H45A C45 H45B . . 109.5 ?
C43 C45 H45C . . 109.5 ?
H45A C45 H45C . . 109.5 ?
H45B C45 H45C . . 109.5 ?
C43 C46 H46A . . 109.5 ?
C43 C46 H46B . . 109.5 ?
H46A C46 H46B . . 109.5 ?
C43 C46 H46C . . 109.5 ?
H46A C46 H46C . . 109.5 ?
H46B C46 H46C . . 109.5 ?
O52 C52 N51 . . 122.7(7) ?
O52 C52 N53 . . 123.9(7) ?
N51 C52 N53 . . 113.4(6) ?
C55 C54 N53 . . 122.3(7) ?
C55 C54 H54 . . 118.9 ?
N53 C54 H54 . . 118.9 ?
C54 C55 C56 . . 121.4(8) ?
C54 C55 H55 . . 119.3 ?
C56 C55 H55 . . 119.3 ?
O56 C56 N51 . . 120.1(8) ?
O56 C56 C55 . . 127.3(9) ?
N51 C56 C55 . . 112.4(7) ?
N7 C70 C71 . . 113.4(7) ?
N7 C70 H70A . . 108.9 ?
C71 C70 H70A . . 108.9 ?
N7 C70 H70B . . 108.9 ?
C71 C70 H70B . . 108.9 ?
H70A C70 H70B . . 107.7 ?
C76 C71 C72 . . 119.2(9) ?
C76 C71 C70 . . 122.9(8) ?
C72 C71 C70 . . 117.9(8) ?
C71 C72 C73 . . 120.0(10) ?
C71 C72 H72 . . 120.0 ?
C73 C72 H72 . . 120.0 ?
C74 C73 C72 . . 118.7(11) ?
C74 C73 H73 . . 120.6 ?
C72 C73 H73 . . 120.6 ?
C75 C74 C73 . . 122.1(11) ?
C75 C74 H74 . . 118.9 ?
C73 C74 H74 . . 118.9 ?
C74 C75 C76 . . 119.8(11) ?
C74 C75 H75 . . 120.1 ?
C76 C75 H75 . . 120.1 ?
C71 C76 C75 . . 120.0(10) ?
C71 C76 H76 . . 120.0 ?
C75 C76 H76 . . 120.0 ?
C2 N3 C4 . . 103.5(5) ?
C2 N3 C30 . . 112.0(6) ?
C4 N3 C30 . . 114.3(6) ?
C70 N7 C6 . . 113.1(6) ?
C70 N7 C8 . . 115.0(6) ?
C6 N7 C8 . . 103.8(5) ?
C8 N11 C2 . . 113.8(5) ?
C8 N11 C5 . . 105.9(5) ?
C2 N11 C5 . . 105.8(5) ?
C52 N51 C56 . . 128.3(7) ?
C52 N51 H51 . . 111.(7) ?
C56 N51 H51 . . 120.(7) ?
C54 N53 C52 . . 121.9(6) ?
C54 N53 C1 . . 119.6(6) ?
C52 N53 C1 . . 118.3(6) ?
C1 O10 C9 . . 116.7(5) ?
C12 O12 Si41 . . 120.3(5) ?
O12 Si41 C43 . . 105.2(5) ?
O12 Si41 C41 . . 108.7(5) ?
C43 Si41 C41 . . 116.1(7) ?
O12 Si41 C42 . . 110.3(5) ?
C43 Si41 C42 . . 102.5(7) ?
C41 Si41 C42 . . 113.6(7) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O10 C1 C2 N3 . . . . 175.3(6) ?
N53 C1 C2 N3 . . . . -66.4(7) ?
O10 C1 C2 N11 . . . . 56.0(8) ?
N53 C1 C2 N11 . . . . 174.3(5) ?
N3 C4 C5 N11 . . . . 17.7(8) ?
N3 C4 C5 C6 . . . . 132.5(7) ?
N11 C5 C6 N7 . . . . 22.6(8) ?
C4 C5 C6 N7 . . . . -91.8(8) ?
N11 C8 C9 O10 . . . . 58.7(7) ?
N7 C8 C9 O10 . . . . -61.0(7) ?
N11 C8 C9 C12 . . . . -66.2(7) ?
N7 C8 C9 C12 . . . . 174.1(6) ?
O10 C9 C12 O12 . . . . 54.3(8) ?
C8 C9 C12 O12 . . . . 179.4(6) ?
N3 C30 C31 C36 . . . . 107.0(9) ?
N3 C30 C31 C32 . . . . -72.7(10) ?
C36 C31 C32 C33 . . . . -0.1(14) ?
C30 C31 C32 C33 . . . . 179.6(9) ?
C31 C32 C33 C34 . . . . -0.8(18) ?
C32 C33 C34 C35 . . . . 0.9(19) ?
C33 C34 C35 C36 . . . . 0.1(18) ?
C32 C31 C36 C35 . . . . 1.0(14) ?
C30 C31 C36 C35 . . . . -178.7(8) ?
C34 C35 C36 C31 . . . . -1.0(16) ?
N53 C54 C55 C56 . . . . 0.8(14) ?
C54 C55 C56 O56 . . . . 178.8(10) ?
C54 C55 C56 N51 . . . . 2.8(14) ?
N7 C70 C71 C76 . . . . 108.1(9) ?
N7 C70 C71 C72 . . . . -70.4(11) ?
C76 C71 C72 C73 . . . . 4.5(15) ?
C70 C71 C72 C73 . . . . -176.9(9) ?
C71 C72 C73 C74 . . . . -1.5(17) ?
C72 C73 C74 C75 . . . . -2.2(17) ?
C73 C74 C75 C76 . . . . 2.7(17) ?
C72 C71 C76 C75 . . . . -4.0(14) ?
C70 C71 C76 C75 . . . . 177.4(8) ?
C74 C75 C76 C71 . . . . 0.4(15) ?
N11 C2 N3 C4 . . . . 35.2(7) ?
C1 C2 N3 C4 . . . . -86.7(7) ?
N11 C2 N3 C30 . . . . -88.5(7) ?
C1 C2 N3 C30 . . . . 149.7(6) ?
C5 C4 N3 C2 . . . . -32.7(7) ?
C5 C4 N3 C30 . . . . 89.4(8) ?
C31 C30 N3 C2 . . . . -73.1(8) ?
C31 C30 N3 C4 . . . . 169.6(6) ?
C71 C70 N7 C6 . . . . -86.9(9) ?
C71 C70 N7 C8 . . . . 154.2(7) ?
C5 C6 N7 C70 . . . . -163.8(6) ?
C5 C6 N7 C8 . . . . -38.5(7) ?
N11 C8 N7 C70 . . . . 164.7(6) ?
C9 C8 N7 C70 . . . . -71.8(8) ?
N11 C8 N7 C6 . . . . 40.7(7) ?
C9 C8 N7 C6 . . . . 164.2(6) ?
N7 C8 N11 C2 . . . . 90.1(6) ?
C9 C8 N11 C2 . . . . -34.5(7) ?
N7 C8 N11 C5 . . . . -25.6(7) ?
C9 C8 N11 C5 . . . . -150.3(6) ?
N3 C2 N11 C8 . . . . -140.1(6) ?
C1 C2 N11 C8 . . . . -19.6(8) ?
N3 C2 N11 C5 . . . . -24.3(7) ?
C1 C2 N11 C5 . . . . 96.2(7) ?
C6 C5 N11 C8 . . . . 1.7(8) ?
C4 C5 N11 C8 . . . . 124.5(6) ?
C6 C5 N11 C2 . . . . -119.4(6) ?
C4 C5 N11 C2 . . . . 3.4(7) ?
O52 C52 N51 C56 . . . . 178.7(8) ?
N53 C52 N51 C56 . . . . 0.5(12) ?
O56 C56 N51 C52 . . . . -179.9(9) ?
C55 C56 N51 C52 . . . . -3.5(13) ?
C55 C54 N53 C52 . . . . -4.2(12) ?
C55 C54 N53 C1 . . . . 171.6(8) ?
O52 C52 N53 C54 . . . . -174.7(8) ?
N51 C52 N53 C54 . . . . 3.5(10) ?
O52 C52 N53 C1 . . . . 9.4(11) ?
N51 C52 N53 C1 . . . . -172.4(6) ?
O10 C1 N53 C54 . . . . 56.5(8) ?
C2 C1 N53 C54 . . . . -65.5(8) ?
O10 C1 N53 C52 . . . . -127.6(6) ?
C2 C1 N53 C52 . . . . 110.4(7) ?
N53 C1 O10 C9 . . . . -153.1(5) ?
C2 C1 O10 C9 . . . . -32.7(8) ?
C12 C9 O10 C1 . . . . 102.6(7) ?
C8 C9 O10 C1 . . . . -22.2(8) ?
C9 C12 O12 Si41 . . . . -169.2(5) ?
C12 O12 Si41 C43 . . . . 175.3(8) ?
C12 O12 Si41 C41 . . . . -59.7(8) ?
C12 O12 Si41 C42 . . . . 65.5(8) ?
C46 C43 Si41 O12 . . . . -56.7(11) ?
C44 C43 Si41 O12 . . . . -179.5(10) ?
C45 C43 Si41 O12 . . . . 65.0(9) ?
C46 C43 Si41 C41 . . . . -176.9(10) ?
C44 C43 Si41 C41 . . . . 60.4(12) ?
C45 C43 Si41 C41 . . . . -55.2(10) ?
C46 C43 Si41 C42 . . . . 58.7(11) ?
C44 C43 Si41 C42 . . . . -64.0(11) ?
C45 C43 Si41 C42 . . . . -179.6(8) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N51 H51 N11 1_655 0.87(3) 2.11(4) 2.968(8) 167.(10) ?

####################################################################### 
# 
# 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_31
_database_code_depnum_ccdc_archive 'CCDC 2236035'
loop_
_audit_author_name
_audit_author_address
'Attila Benyei'
;University of Debrecen
Hungary
;
_audit_update_record             
;
2023-01-13 deposited with the CCDC.	2023-02-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            'Borbasa 725'
_chemical_formula_moiety         'C46 H43 N8 O2 . C H2 Cl2'
_chemical_formula_sum            'C46 H45 Cl2 N9 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         826.81
_chemical_absolute_configuration syn

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   9.2221(5)
_cell_length_b                   9.3018(6)
_cell_length_c                   13.1569(8)
_cell_angle_alpha                72.678(3)
_cell_angle_beta                 89.071(3)
_cell_angle_gamma                76.638(3)
_cell_volume                     1046.59(11)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5920
_cell_measurement_theta_min      2.4278
_cell_measurement_theta_max      26.0210
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.269
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.169
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             434

_exptl_absorpt_coefficient_mu    0.206
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.95
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS 3.0'
_diffrn_source_power             ?
_diffrn_source_current           ?
_diffrn_source_voltage           ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           ' Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror INCOATEC'

_diffrn_measurement_device       'Bruker D8 Venture'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and π scan'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            26632
_diffrn_reflns_av_R_equivalents  0.0788
_diffrn_reflns_av_unetI/netI     0.0763
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         26.09
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

_refine_special_details          
;
;

_reflns_number_total             8263
_reflns_number_gt                6360
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.992
_reflns_Friedel_fraction_max     0.990
_reflns_Friedel_fraction_full    0.992

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0895
_refine_ls_R_factor_gt           0.0622
_refine_ls_wR_factor_gt          0.1590
_refine_ls_wR_factor_ref         0.1868
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_number_reflns         8263
_refine_ls_number_parameters     535
_refine_ls_number_restraints     4
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1016P)²+0.3520P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.493
_refine_diff_density_min         -0.691
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 2515 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.06(6)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.6'
_computing_cell_refinement       'APEX3 v2017.3-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_computing_publication_material  'WinGX, PublCIF'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 1.0782(8) -0.1103(9) 0.0203(8) 0.058(2) Uani d . . . 1 . .
H H1A 1.063040 -0.179391 -0.016810 0.069000 Uiso calc U . R 1 . .
C C2 1.1688(8) -0.0101(9) -0.0188(6) 0.0482(17) Uani d . . . 1 . .
H H40 1.220046 -0.012659 -0.081699 0.058000 Uiso calc U . R 1 . .
C C3 1.1853(7) 0.0941(7) 0.0335(5) 0.0363(14) Uani d . . . 1 . .
H H41 1.245944 0.164744 0.005032 0.044000 Uiso calc U . R 1 . .
C C4 1.1144(6) 0.0975(7) 0.1275(5) 0.0309(12) Uani d . . . 1 . .
C C5 1.1347(6) 0.2094(7) 0.1851(5) 0.0295(12) Uani d . . . 1 . .
H H4 1.158638 0.153644 0.261867 0.035000 Uiso calc U . R 1 . .
H H39 1.219068 0.255451 0.156380 0.035000 Uiso calc U . R 1 . .
C C6 1.0099(5) 0.4502(6) 0.2226(4) 0.0227(11) Uani d . . . 1 . .
H H36 1.103008 0.486215 0.200850 0.027000 Uiso calc U . R 1 . .
C C7 0.7454(5) 0.5679(6) 0.2376(4) 0.0224(10) Uani d . . . 1 . .
H H19 0.731823 0.641439 0.281002 0.027000 Uiso calc U . R 1 . .
C C8 0.7494(5) 0.4049(6) 0.3111(4) 0.0224(10) Uani d . . . 1 . .
H H9 0.741427 0.336013 0.266850 0.027000 Uiso calc U . R 1 . .
C C9 0.6028(5) 0.4749(6) 0.4621(4) 0.0218(10) Uani d . . . 1 . .
C C10 0.4621(5) 0.4616(6) 0.4974(4) 0.0227(10) Uani d . . . 1 . .
C C11 0.4150(5) 0.5162(6) 0.5830(4) 0.0232(11) Uani d . . . 1 . .
C C12 0.2271(6) 0.5698(7) 0.7136(4) 0.0263(11) Uani d . . . 1 . .
C C13 0.3247(6) 0.4868(7) 0.8178(4) 0.0269(11) Uani d . . . 1 . .
C C14 0.4269(6) 0.3456(7) 0.8331(5) 0.0315(12) Uani d . . . 1 . .
H H32 0.446614 0.303430 0.775453 0.038000 Uiso calc U . R 1 . .
C C15 0.5007(7) 0.2653(8) 0.9324(5) 0.0406(15) Uani d . . . 1 . .
H H31 0.569772 0.168410 0.942205 0.049000 Uiso calc U . R 1 . .
C C16 0.4737(7) 0.3263(8) 1.0167(5) 0.0409(16) Uani d . . . 1 . .
H H2 0.523558 0.271368 1.084516 0.049000 Uiso calc U . R 1 . .
C C17 1.0086(9) -0.1091(8) 0.1155(8) 0.059(2) Uani d . . . 1 . .
H H42 0.948582 -0.180269 0.144514 0.071000 Uiso calc U . R 1 . .
C C18 1.0265(8) -0.0061(8) 0.1667(6) 0.0466(16) Uani d . . . 1 . .
H H3 0.977496 -0.005666 0.230754 0.056000 Uiso calc U . R 1 . .
C C19 0.9602(6) 0.4241(6) 0.0599(4) 0.0282(12) Uani d . . . 1 . .
H H5 0.914172 0.367894 0.021299 0.034000 Uiso calc U . R 1 . .
H H38 1.049303 0.450782 0.023152 0.034000 Uiso calc U . R 1 . .
C C20 0.8482(6) 0.5692(6) 0.0691(4) 0.0258(11) Uani d . . . 1 . .
H H37 0.860516 0.664125 0.012384 0.031000 Uiso calc U . R 1 . .
C C21 1.0102(6) 0.3974(7) 0.3432(4) 0.0250(11) Uani d . . . 1 . .
H H8 1.099881 0.309748 0.370199 0.030000 Uiso calc U . R 1 . .
C C22 0.5650(7) 0.7876(7) 0.1211(5) 0.0369(14) Uani d . . . 1 . .
H H16 0.478172 0.815729 0.069896 0.044000 Uiso calc U . R 1 . .
H H10 0.643956 0.835802 0.083771 0.044000 Uiso calc U . R 1 . .
C C23 0.5197(7) 0.8493(7) 0.2132(5) 0.0414(15) Uani d . . . 1 . .
C C24 0.3993(8) 0.8086(9) 0.2718(6) 0.0540(19) Uani d . . . 1 . .
H H11 0.342150 0.748300 0.250807 0.065000 Uiso calc U . R 1 . .
C C25 0.3646(10) 0.8581(11) 0.3616(6) 0.068(3) Uani d . . . 1 . .
H H15 0.283503 0.831118 0.402325 0.082000 Uiso calc U . R 1 . .
C C26 0.4481(14) 0.9465(12) 0.3914(7) 0.078(3) Uani d . . . 1 . .
H H12 0.423089 0.981314 0.451785 0.094000 Uiso calc U . R 1 . .
C C27 0.5668(12) 0.9839(9) 0.3342(7) 0.069(3) Uani d . . . 1 . .
H H14 0.625412 1.041607 0.356824 0.083000 Uiso calc U . R 1 . .
C C28 0.6018(9) 0.9395(8) 0.2453(6) 0.0536(19) Uani d . . . 1 . .
H H13 0.682022 0.969623 0.204866 0.064000 Uiso calc U . R 1 . .
C C29 0.6845(6) 0.5574(7) 0.0719(5) 0.0301(12) Uani d . . . 1 . .
H H17 0.629778 0.619897 0.002966 0.036000 Uiso calc U . R 1 . .
H H18 0.678711 0.448323 0.085934 0.036000 Uiso calc U . R 1 . .
C C30 0.6364(6) 0.5916(7) 0.5797(4) 0.0288(12) Uani d . . . 1 . .
H H35 0.694438 0.643895 0.608377 0.035000 Uiso calc U . R 1 . .
C C31 0.0763(6) 0.5269(7) 0.7436(4) 0.0311(13) Uani d . . . 1 . .
C C32 0.0639(7) 0.3774(8) 0.7546(5) 0.0393(15) Uani d . . . 1 . .
H H24 0.145008 0.305173 0.738512 0.047000 Uiso calc U . R 1 . .
C C33 -0.0662(9) 0.3333(11) 0.7888(6) 0.055(2) Uani d . . . 1 . .
H H23 -0.075047 0.231140 0.795798 0.066000 Uiso calc U . R 1 . .
C C34 -0.1848(7) 0.4398(11) 0.8132(5) 0.054(2) Uani d . . . 1 . .
H H22 -0.274073 0.409487 0.837037 0.065000 Uiso calc U . R 1 . .
C C35 -0.1732(7) 0.5862(10) 0.8029(5) 0.0505(19) Uani d . . . 1 . .
H H20 -0.255091 0.658131 0.818415 0.061000 Uiso calc U . R 1 . .
C C36 -0.0417(6) 0.6321(9) 0.7697(5) 0.0384(15) Uani d . . . 1 . .
H H21 -0.032651 0.733556 0.764984 0.046000 Uiso calc U . R 1 . .
C C37 0.2100(7) 0.7453(7) 0.6727(4) 0.0335(13) Uani d . . . 1 . .
C C38 0.1046(7) 0.8328(8) 0.5894(5) 0.0391(14) Uani d . . . 1 . .
H H25 0.045364 0.782178 0.560031 0.047000 Uiso calc U . R 1 . .
C C39 0.0845(9) 0.9925(8) 0.5485(5) 0.0487(17) Uani d . . . 1 . .
H H26 0.011844 1.049417 0.491843 0.058000 Uiso calc U . R 1 . .
C C40 0.1689(10) 1.0695(8) 0.5893(6) 0.059(2) Uani d . . . 1 . .
H H29 0.153446 1.178946 0.562373 0.071000 Uiso calc U . R 1 . .
C C41 0.2761(9) 0.9844(8) 0.6699(6) 0.0493(17) Uani d . . . 1 . .
H H27 0.335781 1.035697 0.698072 0.059000 Uiso calc U . R 1 . .
C C42 0.2977(8) 0.8254(7) 0.7101(5) 0.0382(14) Uani d . . . 1 . .
H H28 0.373895 0.769095 0.764441 0.046000 Uiso calc U . R 1 . .
C C43 0.2996(6) 0.5453(7) 0.9044(4) 0.0324(13) Uani d . . . 1 . .
H H30 0.229649 0.641196 0.896180 0.039000 Uiso calc U . R 1 . .
C C44 0.3753(7) 0.4651(9) 1.0018(5) 0.0420(17) Uani d . . . 1 . .
H H33 0.358386 0.507834 1.059317 0.050000 Uiso calc U . R 1 . .
C C45 0.4949(6) 0.3651(7) 0.3680(5) 0.0285(12) Uani d . . . 1 . .
H H34 0.479851 0.318481 0.315139 0.034000 Uiso calc U . R 1 . .
C C46 0.7405(13) 1.1082(14) 0.6680(9) 0.089(3) Uani d . . . 1 . .
H H44 0.677351 1.214407 0.654529 0.107000 Uiso calc U . R 1 . .
H H43 0.843215 1.116709 0.649282 0.107000 Uiso calc U . R 1 . .
H H1 0.924(5) 0.479(14) 0.511(10) 0.107000 Uiso d U . D 1 . .
N N1 0.9985(5) 0.3326(5) 0.1721(3) 0.0252(9) Uani d . . . 1 . .
N N2 0.8808(5) 0.5780(5) 0.1771(3) 0.0234(9) Uani d . . . 1 . .
N N3 0.6237(5) 0.4108(5) 0.3801(3) 0.0248(10) Uani d . . . 1 . .
N N4 0.2821(5) 0.5035(5) 0.6279(3) 0.0266(10) Uani d . . . 1 . .
N N5 1.0255(6) 0.5271(7) 0.3879(4) 0.0407(13) Uani d . . . 1 . .
H H6 1.113210 0.553878 0.368800 0.049000 Uiso calc U . R 1 . .
H H7 0.949803 0.611924 0.359468 0.049000 Uiso calc U . R 1 . .
N N6 0.6211(5) 0.6172(6) 0.1580(4) 0.0283(10) Uani d . . . 1 . .
N N7 0.6963(5) 0.5390(5) 0.5017(4) 0.0266(10) Uani d . . . 1 . .
N N8 0.5062(5) 0.5819(5) 0.6238(4) 0.0275(10) Uani d . . . 1 . .
N N9 0.3945(5) 0.3920(5) 0.4367(4) 0.0278(10) Uani d . . . 1 . .
O O1 1.0219(4) 0.4806(5) 0.5010(3) 0.0328(9) Uani d . . D 1 . .
O O2 0.8798(4) 0.3395(4) 0.3788(3) 0.0253(8) Uani d . . . 1 . .
Cl Cl1 0.7420(5) 1.0055(4) 0.8051(3) 0.1093(11) Uani d . . . 1 . .
Cl Cl2 0.6741(4) 1.0193(4) 0.5879(3) 0.1141(12) Uani d . . . 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.375(10) ?
C1 C17 . 1.400(12) ?
C1 H1A . 0.950000 ?
C2 C3 . 1.380(9) ?
C2 H40 . 0.950000 ?
C3 C4 . 1.395(8) ?
C3 H41 . 0.950000 ?
C4 C18 . 1.379(8) ?
C4 C5 . 1.503(8) ?
C5 N1 . 1.464(7) ?
C5 H4 . 0.990000 ?
C5 H39 . 0.990000 ?
C6 N2 . 1.461(7) ?
C6 N1 . 1.462(7) ?
C6 C21 . 1.514(7) ?
C6 H36 . 1.000000 ?
C7 N6 . 1.459(6) ?
C7 N2 . 1.476(6) ?
C7 C8 . 1.529(7) ?
C7 H19 . 1.000000 ?
C8 O2 . 1.408(6) ?
C8 N3 . 1.462(7) ?
C8 H9 . 1.000000 ?
C9 N7 . 1.345(7) ?
C9 N3 . 1.371(7) ?
C9 C10 . 1.391(7) ?
C10 C11 . 1.393(7) ?
C10 N9 . 1.398(7) ?
C11 N8 . 1.349(7) ?
C11 N4 . 1.367(6) ?
C12 N4 . 1.469(7) ?
C12 C37 . 1.529(8) ?
C12 C13 . 1.541(7) ?
C12 C31 . 1.548(7) ?
C13 C14 . 1.390(8) ?
C13 C43 . 1.396(8) ?
C14 C15 . 1.392(9) ?
C14 H32 . 0.950000 ?
C15 C16 . 1.384(10) ?
C15 H31 . 0.950000 ?
C16 C44 . 1.357(10) ?
C16 H2 . 0.950000 ?
C17 C18 . 1.365(11) ?
C17 H42 . 0.950000 ?
C18 H3 . 0.950000 ?
C19 N1 . 1.469(7) ?
C19 C20 . 1.534(8) ?
C19 H5 . 0.990000 ?
C19 H38 . 0.990000 ?
C20 N2 . 1.486(7) ?
C20 C29 . 1.537(7) ?
C20 H37 . 1.000000 ?
C21 O2 . 1.445(6) ?
C21 N5 . 1.525(8) ?
C21 H8 . 1.000000 ?
C22 N6 . 1.479(8) ?
C22 C23 . 1.502(9) ?
C22 H16 . 0.990000 ?
C22 H10 . 0.990000 ?
C23 C24 . 1.401(10) ?
C23 C28 . 1.404(10) ?
C24 C25 . 1.399(12) ?
C24 H11 . 0.950000 ?
C25 C26 . 1.384(15) ?
C25 H15 . 0.950000 ?
C26 C27 . 1.371(15) ?
C26 H12 . 0.950000 ?
C27 C28 . 1.364(11) ?
C27 H14 . 0.950000 ?
C28 H13 . 0.950000 ?
C29 N6 . 1.463(7) ?
C29 H17 . 0.990000 ?
C29 H18 . 0.990000 ?
C30 N7 . 1.324(7) ?
C30 N8 . 1.335(7) ?
C30 H35 . 0.950000 ?
C31 C32 . 1.386(9) ?
C31 C36 . 1.398(9) ?
C32 C33 . 1.383(9) ?
C32 H24 . 0.950000 ?
C33 C34 . 1.399(13) ?
C33 H23 . 0.950000 ?
C34 C35 . 1.357(12) ?
C34 H22 . 0.950000 ?
C35 C36 . 1.397(9) ?
C35 H20 . 0.950000 ?
C36 H21 . 0.950000 ?
C37 C38 . 1.396(9) ?
C37 C42 . 1.400(9) ?
C38 C39 . 1.390(10) ?
C38 H25 . 0.950000 ?
C39 C40 . 1.381(12) ?
C39 H26 . 0.950000 ?
C40 C41 . 1.378(11) ?
C40 H29 . 0.950000 ?
C41 C42 . 1.381(9) ?
C41 H27 . 0.950000 ?
C42 H28 . 0.950000 ?
C43 C44 . 1.380(9) ?
C43 H30 . 0.950000 ?
C44 H33 . 0.950000 ?
C45 N9 . 1.318(7) ?
C45 N3 . 1.377(7) ?
C45 H34 . 0.950000 ?
C46 Cl2 . 1.715(12) ?
C46 Cl1 . 1.771(12) ?
C46 H44 . 0.990000 ?
C46 H43 . 0.990000 ?
N5 O1 . 1.423(6) ?
N5 H6 . 0.910000 ?
N5 H7 . 0.910000 ?
O1 H1 . 0.91(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C17 . . 119.2(7) ?
C2 C1 H1A . . 120.400000 ?
C17 C1 H1A . . 120.400000 ?
C1 C2 C3 . . 119.9(7) ?
C1 C2 H40 . . 120.100000 ?
C3 C2 H40 . . 120.100000 ?
C2 C3 C4 . . 121.2(6) ?
C2 C3 H41 . . 119.400000 ?
C4 C3 H41 . . 119.400000 ?
C18 C4 C3 . . 118.1(6) ?
C18 C4 C5 . . 121.0(6) ?
C3 C4 C5 . . 121.0(5) ?
N1 C5 C4 . . 110.4(4) ?
N1 C5 H4 . . 109.600000 ?
C4 C5 H4 . . 109.600000 ?
N1 C5 H39 . . 109.600000 ?
C4 C5 H39 . . 109.600000 ?
H4 C5 H39 . . 108.100000 ?
N2 C6 N1 . . 104.4(4) ?
N2 C6 C21 . . 110.8(4) ?
N1 C6 C21 . . 114.8(4) ?
N2 C6 H36 . . 108.900000 ?
N1 C6 H36 . . 108.900000 ?
C21 C6 H36 . . 108.900000 ?
N6 C7 N2 . . 105.9(4) ?
N6 C7 C8 . . 109.9(4) ?
N2 C7 C8 . . 113.4(4) ?
N6 C7 H19 . . 109.200000 ?
N2 C7 H19 . . 109.200000 ?
C8 C7 H19 . . 109.200000 ?
O2 C8 N3 . . 106.6(4) ?
O2 C8 C7 . . 113.1(4) ?
N3 C8 C7 . . 109.5(4) ?
O2 C8 H9 . . 109.200000 ?
N3 C8 H9 . . 109.200000 ?
C7 C8 H9 . . 109.200000 ?
N7 C9 N3 . . 128.2(4) ?
N7 C9 C10 . . 125.9(5) ?
N3 C9 C10 . . 105.9(4) ?
C9 C10 C11 . . 117.2(4) ?
C9 C10 N9 . . 110.6(4) ?
C11 C10 N9 . . 132.2(4) ?
N8 C11 N4 . . 119.1(5) ?
N8 C11 C10 . . 118.1(4) ?
N4 C11 C10 . . 122.8(4) ?
N4 C12 C37 . . 108.6(4) ?
N4 C12 C13 . . 111.5(4) ?
C37 C12 C13 . . 114.9(5) ?
N4 C12 C31 . . 106.9(4) ?
C37 C12 C31 . . 112.1(5) ?
C13 C12 C31 . . 102.5(4) ?
C14 C13 C43 . . 118.0(5) ?
C14 C13 C12 . . 122.2(5) ?
C43 C13 C12 . . 119.5(5) ?
C13 C14 C15 . . 120.5(6) ?
C13 C14 H32 . . 119.700000 ?
C15 C14 H32 . . 119.700000 ?
C16 C15 C14 . . 120.2(6) ?
C16 C15 H31 . . 119.900000 ?
C14 C15 H31 . . 119.900000 ?
C44 C16 C15 . . 119.5(6) ?
C44 C16 H2 . . 120.200000 ?
C15 C16 H2 . . 120.200000 ?
C18 C17 C1 . . 120.3(7) ?
C18 C17 H42 . . 119.900000 ?
C1 C17 H42 . . 119.900000 ?
C17 C18 C4 . . 121.4(7) ?
C17 C18 H3 . . 119.300000 ?
C4 C18 H3 . . 119.300000 ?
N1 C19 C20 . . 102.4(4) ?
N1 C19 H5 . . 111.300000 ?
C20 C19 H5 . . 111.300000 ?
N1 C19 H38 . . 111.300000 ?
C20 C19 H38 . . 111.300000 ?
H5 C19 H38 . . 109.200000 ?
N2 C20 C19 . . 105.1(4) ?
N2 C20 C29 . . 103.3(4) ?
C19 C20 C29 . . 114.5(4) ?
N2 C20 H37 . . 111.100000 ?
C19 C20 H37 . . 111.100000 ?
C29 C20 H37 . . 111.100000 ?
O2 C21 C6 . . 111.1(4) ?
O2 C21 N5 . . 112.2(4) ?
C6 C21 N5 . . 110.6(4) ?
O2 C21 H8 . . 107.600000 ?
C6 C21 H8 . . 107.600000 ?
N5 C21 H8 . . 107.600000 ?
N6 C22 C23 . . 111.0(5) ?
N6 C22 H16 . . 109.400000 ?
C23 C22 H16 . . 109.400000 ?
N6 C22 H10 . . 109.400000 ?
C23 C22 H10 . . 109.400000 ?
H16 C22 H10 . . 108.000000 ?
C24 C23 C28 . . 119.4(7) ?
C24 C23 C22 . . 119.6(7) ?
C28 C23 C22 . . 120.8(6) ?
C25 C24 C23 . . 119.0(9) ?
C25 C24 H11 . . 120.500000 ?
C23 C24 H11 . . 120.500000 ?
C26 C25 C24 . . 120.1(9) ?
C26 C25 H15 . . 119.900000 ?
C24 C25 H15 . . 119.900000 ?
C27 C26 C25 . . 120.4(8) ?
C27 C26 H12 . . 119.800000 ?
C25 C26 H12 . . 119.800000 ?
C28 C27 C26 . . 120.8(9) ?
C28 C27 H14 . . 119.600000 ?
C26 C27 H14 . . 119.600000 ?
C27 C28 C23 . . 120.2(8) ?
C27 C28 H13 . . 119.900000 ?
C23 C28 H13 . . 119.900000 ?
N6 C29 C20 . . 106.1(4) ?
N6 C29 H17 . . 110.500000 ?
C20 C29 H17 . . 110.500000 ?
N6 C29 H18 . . 110.500000 ?
C20 C29 H18 . . 110.500000 ?
H17 C29 H18 . . 108.700000 ?
N7 C30 N8 . . 129.4(5) ?
N7 C30 H35 . . 115.300000 ?
N8 C30 H35 . . 115.300000 ?
C32 C31 C36 . . 119.9(5) ?
C32 C31 C12 . . 119.1(5) ?
C36 C31 C12 . . 120.7(5) ?
C33 C32 C31 . . 120.1(7) ?
C33 C32 H24 . . 120.000000 ?
C31 C32 H24 . . 120.000000 ?
C32 C33 C34 . . 119.7(8) ?
C32 C33 H23 . . 120.100000 ?
C34 C33 H23 . . 120.100000 ?
C35 C34 C33 . . 120.4(6) ?
C35 C34 H22 . . 119.800000 ?
C33 C34 H22 . . 119.800000 ?
C34 C35 C36 . . 120.6(7) ?
C34 C35 H20 . . 119.700000 ?
C36 C35 H20 . . 119.700000 ?
C35 C36 C31 . . 119.2(7) ?
C35 C36 H21 . . 120.400000 ?
C31 C36 H21 . . 120.400000 ?
C38 C37 C42 . . 116.8(6) ?
C38 C37 C12 . . 118.6(6) ?
C42 C37 C12 . . 124.5(5) ?
C39 C38 C37 . . 121.2(7) ?
C39 C38 H25 . . 119.400000 ?
C37 C38 H25 . . 119.400000 ?
C40 C39 C38 . . 120.8(7) ?
C40 C39 H26 . . 119.600000 ?
C38 C39 H26 . . 119.600000 ?
C41 C40 C39 . . 118.7(7) ?
C41 C40 H29 . . 120.600000 ?
C39 C40 H29 . . 120.700000 ?
C40 C41 C42 . . 120.8(7) ?
C40 C41 H27 . . 119.600000 ?
C42 C41 H27 . . 119.600000 ?
C41 C42 C37 . . 121.6(6) ?
C41 C42 H28 . . 119.200000 ?
C37 C42 H28 . . 119.200000 ?
C44 C43 C13 . . 120.6(6) ?
C44 C43 H30 . . 119.700000 ?
C13 C43 H30 . . 119.700000 ?
C16 C44 C43 . . 121.1(6) ?
C16 C44 H33 . . 119.400000 ?
C43 C44 H33 . . 119.400000 ?
N9 C45 N3 . . 113.7(5) ?
N9 C45 H34 . . 123.100000 ?
N3 C45 H34 . . 123.100000 ?
Cl2 C46 Cl1 . . 112.3(6) ?
Cl2 C46 H44 . . 109.200000 ?
Cl1 C46 H44 . . 109.200000 ?
Cl2 C46 H43 . . 109.200000 ?
Cl1 C46 H43 . . 109.200000 ?
H44 C46 H43 . . 107.900000 ?
C6 N1 C5 . . 114.2(4) ?
C6 N1 C19 . . 102.7(4) ?
C5 N1 C19 . . 112.3(4) ?
C6 N2 C7 . . 114.0(4) ?
C6 N2 C20 . . 105.9(4) ?
C7 N2 C20 . . 107.9(4) ?
C9 N3 C45 . . 106.1(4) ?
C9 N3 C8 . . 127.9(4) ?
C45 N3 C8 . . 125.7(4) ?
C11 N4 C12 . . 123.1(4) ?
O1 N5 C21 . . 111.3(4) ?
O1 N5 H6 . . 109.400000 ?
C21 N5 H6 . . 109.400000 ?
O1 N5 H7 . . 109.400000 ?
C21 N5 H7 . . 109.400000 ?
H6 N5 H7 . . 108.000000 ?
C7 N6 C29 . . 103.6(4) ?
C7 N6 C22 . . 112.0(4) ?
C29 N6 C22 . . 111.8(5) ?
C30 N7 C9 . . 111.0(4) ?
C30 N8 C11 . . 118.2(5) ?
C45 N9 C10 . . 103.6(4) ?
N5 O1 H1 . . 102.(8) ?
C8 O2 C21 . . 116.8(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C17 C1 C2 C3 . . . . -2.6(12) ?
C1 C2 C3 C4 . . . . 1.7(11) ?
C2 C3 C4 C18 . . . . -0.3(10) ?
C2 C3 C4 C5 . . . . 179.0(6) ?
C18 C4 C5 N1 . . . . -73.2(7) ?
C3 C4 C5 N1 . . . . 107.6(6) ?
N6 C7 C8 O2 . . . . 170.3(4) ?
N2 C7 C8 O2 . . . . 52.0(6) ?
N6 C7 C8 N3 . . . . -71.0(5) ?
N2 C7 C8 N3 . . . . 170.7(4) ?
N7 C9 C10 C11 . . . . -1.6(8) ?
N3 C9 C10 C11 . . . . 178.7(4) ?
N7 C9 C10 N9 . . . . 178.7(5) ?
N3 C9 C10 N9 . . . . -1.0(6) ?
C9 C10 C11 N8 . . . . 1.8(7) ?
N9 C10 C11 N8 . . . . -178.5(5) ?
C9 C10 C11 N4 . . . . -177.1(5) ?
N9 C10 C11 N4 . . . . 2.6(9) ?
N4 C12 C13 C14 . . . . -14.4(7) ?
C37 C12 C13 C14 . . . . -138.5(5) ?
C31 C12 C13 C14 . . . . 99.7(6) ?
N4 C12 C13 C43 . . . . 172.8(4) ?
C37 C12 C13 C43 . . . . 48.7(7) ?
C31 C12 C13 C43 . . . . -73.1(6) ?
C43 C13 C14 C15 . . . . 0.4(8) ?
C12 C13 C14 C15 . . . . -172.5(5) ?
C13 C14 C15 C16 . . . . -0.5(8) ?
C14 C15 C16 C44 . . . . -0.3(8) ?
C2 C1 C17 C18 . . . . 2.2(12) ?
C1 C17 C18 C4 . . . . -0.8(12) ?
C3 C4 C18 C17 . . . . -0.1(11) ?
C5 C4 C18 C17 . . . . -179.4(7) ?
N1 C19 C20 N2 . . . . 23.0(5) ?
N1 C19 C20 C29 . . . . -89.7(5) ?
N2 C6 C21 O2 . . . . 62.1(5) ?
N1 C6 C21 O2 . . . . -55.8(6) ?
N2 C6 C21 N5 . . . . -63.2(5) ?
N1 C6 C21 N5 . . . . 178.9(4) ?
N6 C22 C23 C24 . . . . -65.1(7) ?
N6 C22 C23 C28 . . . . 111.0(6) ?
C28 C23 C24 C25 . . . . -0.5(9) ?
C22 C23 C24 C25 . . . . 175.7(6) ?
C23 C24 C25 C26 . . . . 0.2(11) ?
C24 C25 C26 C27 . . . . -1.1(12) ?
C25 C26 C27 C28 . . . . 2.1(12) ?
C26 C27 C28 C23 . . . . -2.4(11) ?
C24 C23 C28 C27 . . . . 1.5(10) ?
C22 C23 C28 C27 . . . . -174.6(6) ?
N2 C20 C29 N6 . . . . 20.7(6) ?
C19 C20 C29 N6 . . . . 134.4(5) ?
N4 C12 C31 C32 . . . . 44.1(7) ?
C37 C12 C31 C32 . . . . 163.0(5) ?
C13 C12 C31 C32 . . . . -73.3(6) ?
N4 C12 C31 C36 . . . . -142.2(5) ?
C37 C12 C31 C36 . . . . -23.3(7) ?
C13 C12 C31 C36 . . . . 100.4(6) ?
C36 C31 C32 C33 . . . . 1.6(9) ?
C12 C31 C32 C33 . . . . 175.3(5) ?
C31 C32 C33 C34 . . . . -0.5(10) ?
C32 C33 C34 C35 . . . . 0.3(10) ?
C33 C34 C35 C36 . . . . -1.2(10) ?
C34 C35 C36 C31 . . . . 2.2(9) ?
C32 C31 C36 C35 . . . . -2.4(8) ?
C12 C31 C36 C35 . . . . -176.0(5) ?
N4 C12 C37 C38 . . . . 64.8(6) ?
C13 C12 C37 C38 . . . . -169.5(5) ?
C31 C12 C37 C38 . . . . -53.1(7) ?
N4 C12 C37 C42 . . . . -112.4(6) ?
C13 C12 C37 C42 . . . . 13.3(8) ?
C31 C12 C37 C42 . . . . 129.7(6) ?
C42 C37 C38 C39 . . . . -2.3(9) ?
C12 C37 C38 C39 . . . . -179.7(6) ?
C37 C38 C39 C40 . . . . 0.1(10) ?
C38 C39 C40 C41 . . . . 1.5(11) ?
C39 C40 C41 C42 . . . . -0.8(11) ?
C40 C41 C42 C37 . . . . -1.5(10) ?
C38 C37 C42 C41 . . . . 3.0(9) ?
C12 C37 C42 C41 . . . . -179.8(6) ?
C14 C13 C43 C44 . . . . 0.5(8) ?
C12 C13 C43 C44 . . . . 173.7(5) ?
C15 C16 C44 C43 . . . . 1.3(8) ?
C13 C43 C44 C16 . . . . -1.4(8) ?
N2 C6 N1 C5 . . . . 165.7(4) ?
C21 C6 N1 C5 . . . . -72.9(5) ?
N2 C6 N1 C19 . . . . 43.9(5) ?
C21 C6 N1 C19 . . . . 165.3(4) ?
C4 C5 N1 C6 . . . . -178.0(4) ?
C4 C5 N1 C19 . . . . -61.6(6) ?
C20 C19 N1 C6 . . . . -40.6(5) ?
C20 C19 N1 C5 . . . . -163.7(4) ?
N1 C6 N2 C7 . . . . 89.7(5) ?
C21 C6 N2 C7 . . . . -34.4(6) ?
N1 C6 N2 C20 . . . . -28.8(5) ?
C21 C6 N2 C20 . . . . -152.8(4) ?
N6 C7 N2 C6 . . . . -140.1(4) ?
C8 C7 N2 C6 . . . . -19.5(6) ?
N6 C7 N2 C20 . . . . -22.8(5) ?
C8 C7 N2 C20 . . . . 97.8(5) ?
C19 C20 N2 C6 . . . . 3.3(5) ?
C29 C20 N2 C6 . . . . 123.6(4) ?
C19 C20 N2 C7 . . . . -119.1(4) ?
C29 C20 N2 C7 . . . . 1.3(5) ?
N7 C9 N3 C45 . . . . -178.4(5) ?
C10 C9 N3 C45 . . . . 1.2(5) ?
N7 C9 N3 C8 . . . . -4.1(9) ?
C10 C9 N3 C8 . . . . 175.6(5) ?
N9 C45 N3 C9 . . . . -1.2(6) ?
N9 C45 N3 C8 . . . . -175.7(5) ?
O2 C8 N3 C9 . . . . 53.0(6) ?
C7 C8 N3 C9 . . . . -69.7(6) ?
O2 C8 N3 C45 . . . . -133.7(5) ?
C7 C8 N3 C45 . . . . 103.6(6) ?
N8 C11 N4 C12 . . . . 5.2(8) ?
C10 C11 N4 C12 . . . . -175.9(5) ?
C37 C12 N4 C11 . . . . 60.2(6) ?
C13 C12 N4 C11 . . . . -67.4(6) ?
C31 C12 N4 C11 . . . . -178.7(5) ?
O2 C21 N5 O1 . . . . 53.7(6) ?
C6 C21 N5 O1 . . . . 178.4(4) ?
N2 C7 N6 C29 . . . . 35.6(5) ?
C8 C7 N6 C29 . . . . -87.3(5) ?
N2 C7 N6 C22 . . . . -85.1(5) ?
C8 C7 N6 C22 . . . . 152.1(4) ?
C20 C29 N6 C7 . . . . -34.8(5) ?
C20 C29 N6 C22 . . . . 86.0(5) ?
C23 C22 N6 C7 . . . . -56.5(6) ?
C23 C22 N6 C29 . . . . -172.3(5) ?
N8 C30 N7 C9 . . . . 3.6(8) ?
N3 C9 N7 C30 . . . . 178.7(5) ?
C10 C9 N7 C30 . . . . -0.9(7) ?
N7 C30 N8 C11 . . . . -3.4(9) ?
N4 C11 N8 C30 . . . . 179.2(5) ?
C10 C11 N8 C30 . . . . 0.3(7) ?
N3 C45 N9 C10 . . . . 0.5(6) ?
C9 C10 N9 C45 . . . . 0.3(6) ?
C11 C10 N9 C45 . . . . -179.4(6) ?
N3 C8 O2 C21 . . . . -145.1(4) ?
C7 C8 O2 C21 . . . . -24.8(6) ?
C6 C21 O2 C8 . . . . -30.0(6) ?
N5 C21 O2 C8 . . . . 94.4(5) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N5 H6 N9 1_655 0.910000 2.700000 3.344(7) 129.100000 ?
O1 H1 N7 . 0.91(3) 2.04(5) 2.926(6) 163.(11) ?

####################################################################### 
# 
# 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_33
_database_code_depnum_ccdc_archive 'CCDC 2236036'
loop_
_audit_author_name
_audit_author_address
'Attila Benyei'
;University of Debrecen
Hungary
;
_audit_update_record             
;
2023-01-13 deposited with the CCDC.	2023-02-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT919_33                  
;
PROBLEM: Reflection # Likely Affected by the Beamstop ...          1 Check
RESPONSE: This does not influence the overall correctness of the structure.
;
_vrf_PLAT934_33                  
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers ..          2 Check
RESPONSE: This does not influence the overall correctness of the structure.
;
_vrf_PLAT939_33                  
;
PROBLEM: Large Value of Not (SHELXL) Weight Optimized S .     132.33 Check
RESPONSE: Caused by the size and morphology (thin plate) of the crystal. This does not influence the overall correctness of the structure.
;
# Added during the CSD deposition process: Friday 13 January 2023 09:21 AM
# end Validation Reply Form

_publcif_datablock.id            {39f6acfa-fb16-4660-a28f-ec63ea8b564e}

_chemical_name_systematic        ?
_chemical_name_common            'Borbasa ERJ750'
_chemical_formula_moiety         'C27 H30 N8 O2'
_chemical_formula_sum            'C27 H30 N8 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         498.59
_chemical_absolute_configuration syn

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   7.2246(3)
_cell_length_b                   14.0455(7)
_cell_length_c                   24.2928(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2465.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    123
_cell_measurement_theta_min      3.1791
_cell_measurement_theta_max      22.4517
_cell_measurement_temperature    291.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.405
_exptl_crystal_size_mid          0.283
_exptl_crystal_size_min          0.084
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1056

_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      291.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS 3.0'
_diffrn_source_power             ?
_diffrn_source_current           ?
_diffrn_source_voltage           ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           ' Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror INCOATEC'

_diffrn_measurement_device       'Bruker APEX-II CCD'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and π scan'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            23730
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         26.04
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       30

_refine_special_details          
;
;

_reflns_number_total             4840
_reflns_number_gt                4326
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.744
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.998

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_gt          0.1206
_refine_ls_wR_factor_ref         0.1299
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_restrained_S_all      1.151
_refine_ls_number_reflns         4840
_refine_ls_number_parameters     337
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0723P)²+0.1787P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.371
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1615 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(7)

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

_computing_data_collection       'Bruker Instrument Service vV6.2.6'
_computing_cell_refinement       'APEX3 v2019.11-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    Mercury
_computing_publication_material  'WinGX, PublCIF'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.5799(4) 0.3764(2) 0.26442(11) 0.0274(6) Uani d . . . 1 . .
H H1 0.454027 0.382835 0.249875 0.033 Uiso calc U . R 1 . .
C C2 0.6681(4) 0.4748(2) 0.26940(11) 0.0286(6) Uani d . . . 1 . .
H H2 0.785029 0.469119 0.289604 0.034 Uiso calc U . R 1 . .
C C4 0.4235(4) 0.5762(2) 0.25566(13) 0.0383(7) Uani d . . . 1 . .
H H4A 0.374296 0.637833 0.2662 0.046 Uiso calc U . R 1 . .
H H4AB 0.321079 0.533202 0.248735 0.046 Uiso calc U . R 1 . .
C C5 0.5463(5) 0.5852(2) 0.20454(13) 0.0389(7) Uani d . . . 1 . .
H H5 0.589966 0.650837 0.200136 0.047 Uiso calc U . R 1 . .
C C6 0.4616(5) 0.5489(3) 0.15131(13) 0.0471(8) Uani d . . . 1 . .
H H6A 0.327734 0.554081 0.152245 0.056 Uiso calc U . R 1 . .
H H6AB 0.507994 0.584368 0.119953 0.056 Uiso calc U . R 1 . .
N N7 0.5195(4) 0.4488(2) 0.14851(10) 0.0374(6) Uani d . . . 1 . .
C C8 0.7114(4) 0.4533(2) 0.16954(12) 0.0356(7) Uani d . . . 1 . .
H H8 0.791106 0.480007 0.140777 0.043 Uiso calc U . R 1 . .
C C9 0.7915(4) 0.3589(2) 0.18799(12) 0.0374(7) Uani d . . . 1 . .
H H9 0.790886 0.316103 0.156142 0.045 Uiso calc U . R 1 . .
C C12 0.9936(5) 0.3708(3) 0.20648(15) 0.0467(8) Uani d . . . 1 . .
H H12A 1.06883 0.387183 0.174799 0.056 Uiso calc U . R 1 . .
H H12B 1.001172 0.423008 0.232506 0.056 Uiso calc U . R 1 . .
C C22 0.9780(5) 0.2254(3) 0.37384(13) 0.0447(8) Uani d . . . 1 . .
H H22 1.09648 0.204814 0.364763 0.054 Uiso calc U . R 1 . .
C C24 0.7125(4) 0.2911(2) 0.34947(12) 0.0291(6) Uani d . . . 1 . .
C C25 0.6404(4) 0.2790(2) 0.40200(12) 0.0327(7) Uani d . . . 1 . .
C C26 0.7575(4) 0.2396(2) 0.44167(12) 0.0363(7) Uani d . . . 1 . .
C C28 0.4274(4) 0.3433(2) 0.35487(13) 0.0362(7) Uani d . . . 1 . .
H H28 0.314826 0.370052 0.344568 0.043 Uiso calc U . R 1 . .
C C30 0.6467(5) 0.6164(2) 0.32696(15) 0.0406(8) Uani d . . . 1 . .
H H30A 0.560868 0.653689 0.348816 0.049 Uiso calc U . R 1 . .
H H30B 0.700881 0.658004 0.299455 0.049 Uiso calc U . R 1 . .
C C31 0.7975(4) 0.5776(2) 0.36366(13) 0.0375(7) Uani d . . . 1 . .
C C32 0.7568(5) 0.5224(3) 0.40900(14) 0.0489(9) Uani d . . . 1 . .
H H32 0.63392 0.512311 0.418802 0.059 Uiso calc U . R 1 . .
C C33 0.8954(6) 0.4819(3) 0.43989(16) 0.0597(11) Uani d . . . 1 . .
H H33 0.865753 0.444847 0.470359 0.072 Uiso calc U . R 1 . .
C C34 1.0777(6) 0.4961(3) 0.42594(18) 0.0648(12) Uani d . . . 1 . .
H H34 1.171341 0.468043 0.446618 0.078 Uiso calc U . R 1 . .
C C35 1.1212(6) 0.5520(4) 0.38120(19) 0.0646(12) Uani d . . . 1 . .
H H35 1.244447 0.56216 0.371863 0.078 Uiso calc U . R 1 . .
C C36 0.9827(5) 0.5930(3) 0.35024(16) 0.0511(9) Uani d . . . 1 . .
H H36 1.012932 0.631099 0.320246 0.061 Uiso calc U . R 1 . .
C C70 0.5096(5) 0.4099(3) 0.09260(12) 0.0449(9) Uani d . . . 1 . .
H H70A 0.574936 0.349604 0.091769 0.054 Uiso calc U . R 1 . .
H H70B 0.57301 0.453055 0.067748 0.054 Uiso calc U . R 1 . .
C C71 0.3155(5) 0.3946(3) 0.07189(12) 0.0404(8) Uani d . . . 1 . .
C C72 0.2423(6) 0.3038(3) 0.06932(16) 0.0556(10) Uani d . . . 1 . .
H H72 0.312065 0.252597 0.08195 0.067 Uiso calc U . R 1 . .
C C73 0.0673(7) 0.2876(4) 0.04835(17) 0.0670(12) Uani d . . . 1 . .
H H73 0.02057 0.225988 0.046446 0.08 Uiso calc U . R 1 . .
C C74 -0.0372(6) 0.3632(4) 0.03029(17) 0.0613(11) Uani d . . . 1 . .
H H74 -0.154767 0.352957 0.01588 0.074 Uiso calc U . R 1 . .
C C75 0.0321(6) 0.4535(4) 0.03359(16) 0.0617(11) Uani d . . . 1 . .
H H75 -0.039688 0.504833 0.022223 0.074 Uiso calc U . R 1 . .
C C76 0.2069(6) 0.4689(3) 0.05357(14) 0.0506(9) Uani d . . . 1 . .
H H76 0.253273 0.530622 0.054797 0.061 Uiso calc U . R 1 . .
N N3 0.5453(3) 0.53807(18) 0.29923(10) 0.0310(5) Uani d . . . 1 . .
N N11 0.7043(4) 0.51993(18) 0.21543(10) 0.0338(6) Uani d . . . 1 . .
N N21 0.9271(4) 0.2106(2) 0.42590(11) 0.0425(7) Uani d . . . 1 . .
N N23 0.8831(4) 0.2652(2) 0.33323(11) 0.0390(6) Uani d . . . 1 . .
N N26 0.7107(4) 0.2269(3) 0.49440(12) 0.0528(9) Uani d . . . 1 . .
H H26A 0.78783 0.201147 0.516864 0.063 Uiso calc U . R 1 . .
H H26B 0.603439 0.24462 0.50587 0.063 Uiso calc U . R 1 . .
N N27 0.4609(4) 0.3124(2) 0.40476(10) 0.0391(6) Uani d . . . 1 . .
N N29 0.5726(3) 0.33265(18) 0.31928(9) 0.0293(5) Uani d . . . 1 . .
O O10 0.6816(3) 0.31519(15) 0.23055(8) 0.0349(5) Uani d . . . 1 . .
O O12 1.0652(4) 0.2887(2) 0.23094(11) 0.0614(8) Uani d . . D 1 . .
H H12 1.004(7) 0.272(4) 0.2611(16) 0.092 Uiso d U . D 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O10 . 1.398(3) ?
C1 N29 . 1.468(4) ?
C1 C2 . 1.526(4) ?
C1 H1 . 0.98 ?
C2 N3 . 1.450(4) ?
C2 N11 . 1.480(4) ?
C2 H2 . 0.98 ?
C4 N3 . 1.477(4) ?
C4 C5 . 1.532(5) ?
C4 H4A . 0.97 ?
C4 H4AB . 0.97 ?
C5 N11 . 1.487(4) ?
C5 C6 . 1.519(5) ?
C5 H5 . 0.98 ?
C6 N7 . 1.468(5) ?
C6 H6A . 0.97 ?
C6 H6AB . 0.97 ?
N7 C70 . 1.466(4) ?
N7 C8 . 1.479(4) ?
C8 N11 . 1.456(4) ?
C8 C9 . 1.515(4) ?
C8 H8 . 0.98 ?
C9 O10 . 1.441(4) ?
C9 C12 . 1.536(5) ?
C9 H9 . 0.98 ?
C12 O12 . 1.397(5) ?
C12 H12A . 0.97 ?
C12 H12B . 0.97 ?
C22 N23 . 1.325(4) ?
C22 N21 . 1.333(4) ?
C22 H22 . 0.93 ?
C24 N23 . 1.345(4) ?
C24 N29 . 1.378(4) ?
C24 C25 . 1.389(4) ?
C25 N27 . 1.380(4) ?
C25 C26 . 1.397(4) ?
C26 N26 . 1.337(4) ?
C26 N21 . 1.346(4) ?
C28 N27 . 1.310(4) ?
C28 N29 . 1.367(4) ?
C28 H28 . 0.93 ?
C30 N3 . 1.484(4) ?
C30 C31 . 1.509(5) ?
C30 H30A . 0.97 ?
C30 H30B . 0.97 ?
C31 C32 . 1.379(5) ?
C31 C36 . 1.394(5) ?
C32 C33 . 1.374(6) ?
C32 H32 . 0.93 ?
C33 C34 . 1.375(7) ?
C33 H33 . 0.93 ?
C34 C35 . 1.377(7) ?
C34 H34 . 0.93 ?
C35 C36 . 1.378(6) ?
C35 H35 . 0.93 ?
C36 H36 . 0.93 ?
C70 C71 . 1.506(5) ?
C70 H70A . 0.97 ?
C70 H70B . 0.97 ?
C71 C76 . 1.379(5) ?
C71 C72 . 1.382(6) ?
C72 C73 . 1.382(6) ?
C72 H72 . 0.93 ?
C73 C74 . 1.375(7) ?
C73 H73 . 0.93 ?
C74 C75 . 1.366(7) ?
C74 H74 . 0.93 ?
C75 C76 . 1.370(6) ?
C75 H75 . 0.93 ?
C76 H76 . 0.93 ?
N26 H26A . 0.86 ?
N26 H26B . 0.86 ?
O12 H12 . 0.88(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O10 C1 N29 . . 107.2(2) ?
O10 C1 C2 . . 112.6(2) ?
N29 C1 C2 . . 108.8(2) ?
O10 C1 H1 . . 109.4 ?
N29 C1 H1 . . 109.4 ?
C2 C1 H1 . . 109.4 ?
N3 C2 N11 . . 106.7(2) ?
N3 C2 C1 . . 109.8(2) ?
N11 C2 C1 . . 113.1(2) ?
N3 C2 H2 . . 109.1 ?
N11 C2 H2 . . 109.1 ?
C1 C2 H2 . . 109.1 ?
N3 C4 C5 . . 105.4(2) ?
N3 C4 H4A . . 110.7 ?
C5 C4 H4A . . 110.7 ?
N3 C4 H4AB . . 110.7 ?
C5 C4 H4AB . . 110.7 ?
H4A C4 H4AB . . 108.8 ?
N11 C5 C6 . . 104.7(3) ?
N11 C5 C4 . . 104.4(2) ?
C6 C5 C4 . . 115.4(3) ?
N11 C5 H5 . . 110.6 ?
C6 C5 H5 . . 110.6 ?
C4 C5 H5 . . 110.6 ?
N7 C6 C5 . . 104.2(3) ?
N7 C6 H6A . . 110.9 ?
C5 C6 H6A . . 110.9 ?
N7 C6 H6AB . . 110.9 ?
C5 C6 H6AB . . 110.9 ?
H6A C6 H6AB . . 108.9 ?
C70 N7 C6 . . 112.7(2) ?
C70 N7 C8 . . 112.4(2) ?
C6 N7 C8 . . 102.1(3) ?
N11 C8 N7 . . 105.0(2) ?
N11 C8 C9 . . 110.5(2) ?
N7 C8 C9 . . 115.0(3) ?
N11 C8 H8 . . 108.7 ?
N7 C8 H8 . . 108.7 ?
C9 C8 H8 . . 108.7 ?
O10 C9 C8 . . 112.0(2) ?
O10 C9 C12 . . 111.1(3) ?
C8 C9 C12 . . 110.8(3) ?
O10 C9 H9 . . 107.6 ?
C8 C9 H9 . . 107.6 ?
C12 C9 H9 . . 107.6 ?
O12 C12 C9 . . 112.8(3) ?
O12 C12 H12A . . 109.0 ?
C9 C12 H12A . . 109.0 ?
O12 C12 H12B . . 109.0 ?
C9 C12 H12B . . 109.0 ?
H12A C12 H12B . . 107.8 ?
N23 C22 N21 . . 129.0(3) ?
N23 C22 H22 . . 115.5 ?
N21 C22 H22 . . 115.5 ?
N23 C24 N29 . . 129.1(3) ?
N23 C24 C25 . . 125.5(3) ?
N29 C24 C25 . . 105.4(2) ?
N27 C25 C24 . . 110.8(3) ?
N27 C25 C26 . . 132.1(3) ?
C24 C25 C26 . . 117.1(3) ?
N26 C26 N21 . . 117.6(3) ?
N26 C26 C25 . . 124.1(3) ?
N21 C26 C25 . . 118.3(3) ?
N27 C28 N29 . . 114.0(3) ?
N27 C28 H28 . . 123.0 ?
N29 C28 H28 . . 123.0 ?
N3 C30 C31 . . 110.9(3) ?
N3 C30 H30A . . 109.5 ?
C31 C30 H30A . . 109.5 ?
N3 C30 H30B . . 109.5 ?
C31 C30 H30B . . 109.5 ?
H30A C30 H30B . . 108.0 ?
C32 C31 C36 . . 118.6(3) ?
C32 C31 C30 . . 121.4(3) ?
C36 C31 C30 . . 119.9(3) ?
C33 C32 C31 . . 120.9(4) ?
C33 C32 H32 . . 119.6 ?
C31 C32 H32 . . 119.6 ?
C32 C33 C34 . . 120.3(4) ?
C32 C33 H33 . . 119.9 ?
C34 C33 H33 . . 119.9 ?
C33 C34 C35 . . 119.7(4) ?
C33 C34 H34 . . 120.1 ?
C35 C34 H34 . . 120.1 ?
C34 C35 C36 . . 120.2(4) ?
C34 C35 H35 . . 119.9 ?
C36 C35 H35 . . 119.9 ?
C35 C36 C31 . . 120.3(4) ?
C35 C36 H36 . . 119.8 ?
C31 C36 H36 . . 119.8 ?
N7 C70 C71 . . 114.1(3) ?
N7 C70 H70A . . 108.7 ?
C71 C70 H70A . . 108.7 ?
N7 C70 H70B . . 108.7 ?
C71 C70 H70B . . 108.7 ?
H70A C70 H70B . . 107.6 ?
C76 C71 C72 . . 117.8(4) ?
C76 C71 C70 . . 122.0(4) ?
C72 C71 C70 . . 120.2(3) ?
C73 C72 C71 . . 121.2(4) ?
C73 C72 H72 . . 119.4 ?
C71 C72 H72 . . 119.4 ?
C74 C73 C72 . . 119.5(4) ?
C74 C73 H73 . . 120.2 ?
C72 C73 H73 . . 120.2 ?
C75 C74 C73 . . 119.8(4) ?
C75 C74 H74 . . 120.1 ?
C73 C74 H74 . . 120.1 ?
C74 C75 C76 . . 120.3(4) ?
C74 C75 H75 . . 119.8 ?
C76 C75 H75 . . 119.8 ?
C75 C76 C71 . . 121.3(4) ?
C75 C76 H76 . . 119.4 ?
C71 C76 H76 . . 119.4 ?
C2 N3 C4 . . 103.2(2) ?
C2 N3 C30 . . 112.3(2) ?
C4 N3 C30 . . 110.5(3) ?
C8 N11 C2 . . 114.1(2) ?
C8 N11 C5 . . 106.7(2) ?
C2 N11 C5 . . 106.7(2) ?
C22 N21 C26 . . 118.3(3) ?
C22 N23 C24 . . 111.7(3) ?
C26 N26 H26A . . 120.0 ?
C26 N26 H26B . . 120.0 ?
H26A N26 H26B . . 120.0 ?
C28 N27 C25 . . 104.0(3) ?
C28 N29 C24 . . 105.8(2) ?
C28 N29 C1 . . 123.8(2) ?
C24 N29 C1 . . 129.3(2) ?
C1 O10 C9 . . 116.7(2) ?
C12 O12 H12 . . 112.(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O10 C1 C2 N3 . . . . 173.0(2) ?
N29 C1 C2 N3 . . . . -68.4(3) ?
O10 C1 C2 N11 . . . . 53.9(3) ?
N29 C1 C2 N11 . . . . 172.6(2) ?
N3 C4 C5 N11 . . . . 20.5(3) ?
N3 C4 C5 C6 . . . . 134.9(3) ?
N11 C5 C6 N7 . . . . 23.0(3) ?
C4 C5 C6 N7 . . . . -91.2(3) ?
C5 C6 N7 C70 . . . . -159.7(3) ?
C5 C6 N7 C8 . . . . -38.8(3) ?
C70 N7 C8 N11 . . . . 161.8(3) ?
C6 N7 C8 N11 . . . . 40.8(3) ?
C70 N7 C8 C9 . . . . -76.5(3) ?
C6 N7 C8 C9 . . . . 162.4(3) ?
N11 C8 C9 O10 . . . . 60.7(3) ?
N7 C8 C9 O10 . . . . -58.0(3) ?
N11 C8 C9 C12 . . . . -64.0(3) ?
N7 C8 C9 C12 . . . . 177.4(2) ?
O10 C9 C12 O12 . . . . 46.5(4) ?
C8 C9 C12 O12 . . . . 171.7(3) ?
N23 C24 C25 N27 . . . . -179.4(3) ?
N29 C24 C25 N27 . . . . -0.4(3) ?
N23 C24 C25 C26 . . . . 2.4(5) ?
N29 C24 C25 C26 . . . . -178.6(3) ?
N27 C25 C26 N26 . . . . -0.5(6) ?
C24 C25 C26 N26 . . . . 177.3(3) ?
N27 C25 C26 N21 . . . . 178.2(3) ?
C24 C25 C26 N21 . . . . -4.1(5) ?
N3 C30 C31 C32 . . . . -64.3(4) ?
N3 C30 C31 C36 . . . . 112.1(4) ?
C36 C31 C32 C33 . . . . -1.0(5) ?
C30 C31 C32 C33 . . . . 175.4(3) ?
C31 C32 C33 C34 . . . . 0.0(6) ?
C32 C33 C34 C35 . . . . 0.8(7) ?
C33 C34 C35 C36 . . . . -0.5(7) ?
C34 C35 C36 C31 . . . . -0.5(7) ?
C32 C31 C36 C35 . . . . 1.3(6) ?
C30 C31 C36 C35 . . . . -175.2(4) ?
C6 N7 C70 C71 . . . . -71.3(4) ?
C8 N7 C70 C71 . . . . 174.0(3) ?
N7 C70 C71 C76 . . . . 77.2(4) ?
N7 C70 C71 C72 . . . . -104.6(4) ?
C76 C71 C72 C73 . . . . 1.0(6) ?
C70 C71 C72 C73 . . . . -177.3(3) ?
C71 C72 C73 C74 . . . . -0.8(6) ?
C72 C73 C74 C75 . . . . -0.4(6) ?
C73 C74 C75 C76 . . . . 1.6(6) ?
C74 C75 C76 C71 . . . . -1.4(6) ?
C72 C71 C76 C75 . . . . 0.2(5) ?
C70 C71 C76 C75 . . . . 178.4(3) ?
N11 C2 N3 C4 . . . . 36.3(3) ?
C1 C2 N3 C4 . . . . -86.6(3) ?
N11 C2 N3 C30 . . . . -82.7(3) ?
C1 C2 N3 C30 . . . . 154.4(2) ?
C5 C4 N3 C2 . . . . -34.9(3) ?
C5 C4 N3 C30 . . . . 85.4(3) ?
C31 C30 N3 C2 . . . . -54.4(3) ?
C31 C30 N3 C4 . . . . -169.1(3) ?
N7 C8 N11 C2 . . . . 91.1(3) ?
C9 C8 N11 C2 . . . . -33.5(3) ?
N7 C8 N11 C5 . . . . -26.5(3) ?
C9 C8 N11 C5 . . . . -151.0(3) ?
N3 C2 N11 C8 . . . . -141.1(2) ?
C1 C2 N11 C8 . . . . -20.3(3) ?
N3 C2 N11 C5 . . . . -23.6(3) ?
C1 C2 N11 C5 . . . . 97.3(3) ?
C6 C5 N11 C8 . . . . 2.1(3) ?
C4 C5 N11 C8 . . . . 123.8(3) ?
C6 C5 N11 C2 . . . . -120.2(3) ?
C4 C5 N11 C2 . . . . 1.5(3) ?
N23 C22 N21 C26 . . . . -0.6(6) ?
N26 C26 N21 C22 . . . . -178.0(4) ?
C25 C26 N21 C22 . . . . 3.3(5) ?
N21 C22 N23 C24 . . . . -1.2(6) ?
N29 C24 N23 C22 . . . . -178.6(3) ?
C25 C24 N23 C22 . . . . 0.2(5) ?
N29 C28 N27 C25 . . . . -0.1(4) ?
C24 C25 N27 C28 . . . . 0.3(4) ?
C26 C25 N27 C28 . . . . 178.1(4) ?
N27 C28 N29 C24 . . . . -0.2(4) ?
N27 C28 N29 C1 . . . . -169.0(3) ?
N23 C24 N29 C28 . . . . 179.3(3) ?
C25 C24 N29 C28 . . . . 0.3(3) ?
N23 C24 N29 C1 . . . . -12.7(5) ?
C25 C24 N29 C1 . . . . 168.3(3) ?
O10 C1 N29 C28 . . . . -148.6(3) ?
C2 C1 N29 C28 . . . . 89.5(3) ?
O10 C1 N29 C24 . . . . 45.3(4) ?
C2 C1 N29 C24 . . . . -76.6(4) ?
N29 C1 O10 C9 . . . . -147.1(2) ?
C2 C1 O10 C9 . . . . -27.5(3) ?
C8 C9 O10 C1 . . . . -27.7(4) ?
C12 C9 O10 C1 . . . . 96.8(3) ?


loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_29
_database_code_depnum_ccdc_archive 'CCDC 2236034'
loop_
_audit_author_name
_audit_author_address
'Attila Benyei'
;University of Debrecen
Hungary
;
_audit_update_record             
;
2023-01-13 deposited with the CCDC.	2023-02-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT331_29                  
;
PROBLEM: Small Aver Phenyl C-C Dist C31A     --C36A     .       1.35 Ang.
RESPONSE: There is a slight disorder of the phenyl moieties. This does not influence the overall correctness of the structure. 
;
_vrf_PLAT213_29                  
;
PROBLEM: Atom C31A            has ADP max/min Ratio .....        4.2 prolat
RESPONSE: There is a slight disorder of the phenyl moieties. This does not influence the overall correctness of the structure.
;
_vrf_PLAT220_29                  
;
PROBLEM: NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range        9.3 Ratio
RESPONSE: There is a slight disorder of the phenyl moieties. This does not influence the overall correctness of the structure.
;
_vrf_PLAT241_29                  
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of       C73A Check
RESPONSE: There is a slight disorder of the phenyl moieties. This does not influence the overall correctness of the structure.
;
_vrf_PLAT332_29                  
;
PROBLEM: Large Phenyl C-C Range     C31A      -C36A     .       0.27 Ang.
RESPONSE: There is a slight disorder of the phenyl moieties. This does not influence the overall correctness of the structure.
;
_vrf_PLAT340_29                  
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02023 Ang.
RESPONSE: There is a slight disorder of the phenyl moieties. This does not influence the overall correctness of the structure.
;
_vrf_PLAT934_29                  
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers ..          2 Check
RESPONSE: This can be caused by the other beamstop. This does not influence the overall correctness of the structure.
;
_vrf_PLAT213_29_2                
;
PROBLEM: Atom C33A            has ADP max/min Ratio .....        3.1 prolat
RESPONSE: There is a slight disorder of the phenyl moieties. This does not influence the overall correctness of the structure.
;
_vrf_PLAT241_29_2                
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of       O10A Check
RESPONSE: There is a slight disorder of the phenyl moieties. This does not influence the overall correctness of the structure.
;
# Added during the CSD deposition process: Friday 13 January 2023 09:21 AM
# end Validation Reply Form

_publcif_datablock.id            {3e7ea1ce-8365-4862-b549-09c1ac4f35a0}

_chemical_name_systematic        ?
_chemical_name_common            ERJ-724
_chemical_formula_moiety         'C27 H31 N5 O4'
_chemical_formula_sum            'C27 H31 N5 O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         489.57
_chemical_absolute_configuration syn

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           3
_space_group_name_H-M_alt        'P 1 2 1'
_space_group_name_Hall           'P 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'

_cell_length_a                   14.621(5)
_cell_length_b                   7.590(2)
_cell_length_c                   25.120(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.705(10)
_cell_angle_gamma                90
_cell_volume                     2747.8(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    167
_cell_measurement_theta_min      2.8051
_cell_measurement_theta_max      16.7812
_cell_measurement_temperature    294.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.271
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.072
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1040

_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      294.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS 3.0'
_diffrn_source_power             0.07
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           ' Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror INCOATEC'

_diffrn_measurement_device       'Bruker APEX-II CCD'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and π scan'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            44468
_diffrn_reflns_av_R_equivalents  0.1090
_diffrn_reflns_av_unetI/netI     0.0901
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         25.41
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30

_refine_special_details          
;
;

_reflns_number_total             10111
_reflns_number_gt                6011
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.846
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.997

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1448
_refine_ls_R_factor_gt           0.0804
_refine_ls_wR_factor_gt          0.1737
_refine_ls_wR_factor_ref         0.2046
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.067
_refine_ls_number_reflns         10111
_refine_ls_number_parameters     664
_refine_ls_number_restraints     611
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0828P)²+0.4039P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.385
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.023(2)
_refine_ls_abs_structure_details 
;

Flack x determined using 1799 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(9)

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

_computing_data_collection       'Bruker Instrument Service vV6.2.6'
_computing_cell_refinement       'APEX3 v2017.3-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    Mercury
_computing_publication_material  'WinGX, PublCIF'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1A 0.1964(4) 0.2089(9) 0.3996(2) 0.0450(14) Uani d . . . 1 . .
H H1A 0.139034 0.158132 0.379678 0.054 Uiso calc U . R 1 . .
C C1B 0.4155(4) 0.7254(8) 0.1479(2) 0.0421(14) Uani d . . . 1 . .
H H1B 0.479068 0.682341 0.149511 0.05 Uiso calc U . R 1 . .
C C2A 0.1994(5) 0.4025(9) 0.3879(3) 0.0503(16) Uani d . . . 1 . .
H H2A 0.256722 0.452246 0.408208 0.06 Uiso calc U . R 1 . .
C C2B 0.4186(4) 0.9170(9) 0.1683(2) 0.0454(15) Uani d . . . 1 . .
H H2B 0.355127 0.962161 0.164893 0.054 Uiso calc U . R 1 . .
C C4A 0.0504(6) 0.4781(14) 0.3552(4) 0.085(3) Uani d . . . 1 . .
H H4AA 0.004712 0.571288 0.354266 0.102 Uiso calc U . R 1 . .
H H4AB 0.018967 0.365489 0.355223 0.102 Uiso calc U . R 1 . .
C C4B 0.5661(5) 1.0088(11) 0.1640(3) 0.067(2) Uani d . . . 1 . .
H H4BA 0.600712 1.114317 0.158368 0.081 Uiso calc U . R 1 . .
H H4BB 0.596224 0.908165 0.150583 0.081 Uiso calc U . R 1 . .
C C5A 0.0995(5) 0.4916(10) 0.3071(3) 0.0618(18) Uani d . . . 1 . .
H H5A 0.097761 0.612413 0.29323 0.074 Uiso calc U . R 1 . .
C C5B 0.5607(5) 0.9858(9) 0.2235(3) 0.0571(17) Uani d . . . 1 . .
H H5B 0.574287 1.09753 0.242746 0.069 Uiso calc U . R 1 . .
C C6A 0.0672(5) 0.3611(10) 0.2623(3) 0.067(2) Uani d . . . 1 . .
H H6AA 0.001328 0.337593 0.259158 0.081 Uiso calc U . R 1 . .
H H6AB 0.080211 0.40336 0.227938 0.081 Uiso calc U . R 1 . .
C C6B 0.6225(5) 0.8398(10) 0.2513(3) 0.064(2) Uani d . . . 1 . .
H H6BA 0.677829 0.824429 0.235299 0.077 Uiso calc U . R 1 . .
H H6BB 0.640264 0.862326 0.289708 0.077 Uiso calc U . R 1 . .
C C8A 0.2142(4) 0.2783(9) 0.2981(3) 0.0451(15) Uani d . . . 1 . .
H H8A 0.238759 0.317166 0.266082 0.054 Uiso calc U . R 1 . .
C C8B 0.4728(4) 0.7583(8) 0.2532(3) 0.0464(15) Uani d . . . 1 . .
H H8B 0.480029 0.779406 0.292183 0.056 Uiso calc U . R 1 . .
C C9A 0.2823(4) 0.1512(8) 0.3287(2) 0.0437(14) Uani d . . . 1 . .
H H9A 0.272437 0.036923 0.310513 0.052 Uiso calc U . R 1 . .
C C9B 0.3898(4) 0.6409(8) 0.2369(2) 0.0457(15) Uani d . . . 1 . .
H H9B 0.402965 0.526083 0.254306 0.055 Uiso calc U . R 1 . .
C C12A 0.3823(4) 0.2038(10) 0.3285(3) 0.0569(17) Uani d . . . 1 . .
H H12E 0.394573 0.315846 0.346865 0.068 Uiso calc U . R 1 . .
H H12F 0.423162 0.11648 0.348206 0.068 Uiso calc U . R 1 . .
C C12B 0.3035(4) 0.7162(10) 0.2544(3) 0.0534(16) Uani d . . . 1 . .
H H12C 0.294052 0.835986 0.241167 0.064 Uiso calc U . R 1 . .
H H12D 0.249937 0.647076 0.238559 0.064 Uiso calc U . R 1 . .
C C30A 0.1455(8) 0.6801(12) 0.4197(4) 0.101(3) Uani d . . . 1 . .
H H30A 0.176962 0.735501 0.393038 0.121 Uiso calc U . R 1 . .
H H30B 0.089253 0.746127 0.421309 0.121 Uiso calc U . R 1 . .
C C30B 0.4346(6) 1.2075(11) 0.1306(3) 0.076(2) Uani d . . . 1 . .
H H30C 0.421973 1.249247 0.165118 0.091 Uiso calc U . R 1 . .
H H30D 0.481618 1.282998 0.11964 0.091 Uiso calc U . R 1 . .
C C31A 0.2044(15) 0.6858(15) 0.4714(4) 0.161(6) Uani d . . . 1 . .
C C31B 0.3486(8) 1.2168(13) 0.0898(5) 0.108(3) Uani d . . . 1 . .
C C32A 0.2909(17) 0.745(2) 0.4768(7) 0.225(9) Uani d . . . 1 . .
H H32A 0.310622 0.785004 0.445678 0.271 Uiso calc U . R 1 . .
C C32B 0.3494(13) 1.174(2) 0.0374(6) 0.177(6) Uani d . . . 1 . .
H H32B 0.404027 1.140493 0.025868 0.213 Uiso calc U . R 1 . .
C C33A 0.356(3) 0.752(3) 0.5255(11) 0.369(16) Uani d . . . 1 . .
H H33A 0.417855 0.787125 0.528437 0.443 Uiso calc U . R 1 . .
C C33B 0.262(2) 1.184(4) -0.0003(9) 0.257(11) Uani d . . . 1 . .
H H33B 0.25904 1.151198 -0.036225 0.308 Uiso calc U . R 1 . .
C C34A 0.309(3) 0.692(5) 0.5720(12) 0.41(2) Uani d . . . 1 . .
H H34A 0.343728 0.691886 0.606774 0.491 Uiso calc U . R 1 . .
C C34B 0.186(2) 1.238(4) 0.0172(14) 0.281(14) Uani d . . . 1 . .
H H34B 0.131853 1.250333 -0.007518 0.337 Uiso calc U . R 1 . .
C C35A 0.226(3) 0.643(4) 0.5654(10) 0.371(17) Uani d . . . 1 . .
H H35A 0.200173 0.609729 0.595236 0.445 Uiso calc U . R 1 . .
C C35B 0.1854(14) 1.277(3) 0.0693(12) 0.252(11) Uani d . . . 1 . .
H H35B 0.130618 1.311142 0.080566 0.302 Uiso calc U . R 1 . .
C C36A 0.1763(19) 0.638(2) 0.5178(5) 0.262(10) Uani d . . . 1 . .
H H36A 0.115582 0.598402 0.515332 0.314 Uiso calc U . R 1 . .
C C36B 0.2665(9) 1.2669(16) 0.1053(7) 0.161(5) Uani d . . . 1 . .
H H36C 0.2661 1.294238 0.141382 0.193 Uiso calc U . R 1 . .
C C52A 0.1229(5) 0.1215(9) 0.4753(3) 0.0521(16) Uani d . . . 1 . .
C C52B 0.4168(4) 0.6597(10) 0.0540(2) 0.0521(18) Uani d . . . 1 . .
C C54A 0.2088(6) 0.1313(13) 0.5680(3) 0.077(2) Uani d . . . 1 . .
C C54B 0.2743(5) 0.6858(12) -0.0121(3) 0.070(2) Uani d . . . 1 . .
C C55A 0.2904(5) 0.1840(12) 0.5460(3) 0.069(2) Uani d . . . 1 . .
C C55B 0.2254(5) 0.7307(12) 0.0303(3) 0.070(2) Uani d . . . 1 . .
C C56A 0.2826(5) 0.2025(11) 0.4930(3) 0.0625(18) Uani d . . . 1 . .
H H56A 0.334952 0.236832 0.479107 0.075 Uiso calc U . R 1 . .
C C56B 0.2719(4) 0.7408(11) 0.0804(3) 0.0620(19) Uani d . . . 1 . .
H H56B 0.23984 0.770907 0.108127 0.074 Uiso calc U . R 1 . .
C C57A 0.3810(6) 0.2142(19) 0.5839(4) 0.116(4) Uani d . . . 1 . .
H H57A 0.430071 0.229962 0.563333 0.174 Uiso calc U . R 1 . .
H H57B 0.394515 0.114149 0.60732 0.174 Uiso calc U . R 1 . .
H H57C 0.375973 0.317664 0.605238 0.174 Uiso calc U . R 1 . .
C C57B 0.1222(5) 0.7591(16) 0.0178(4) 0.107(4) Uani d . . . 1 . .
H H57D 0.097613 0.764794 0.050816 0.16 Uiso calc U . R 1 . .
H H7E 0.093775 0.663105 -0.003836 0.16 Uiso calc U . R 1 . .
H H57F 0.109358 0.867505 -0.001754 0.16 Uiso calc U . R 1 . .
C C70A 0.1176(5) 0.0699(12) 0.2386(4) 0.084(3) Uani d . . . 1 . .
H H70A 0.170335 -0.008482 0.247587 0.101 Uiso calc U . R 1 . .
H H70B 0.122635 0.126683 0.204564 0.101 Uiso calc U . R 1 . .
C C70B 0.5958(5) 0.5263(10) 0.2683(3) 0.0612(19) Uani d . . . 1 . .
H H70C 0.545082 0.444216 0.268609 0.073 Uiso calc U . R 1 . .
H H70D 0.622078 0.553296 0.305507 0.073 Uiso calc U . R 1 . .
C C71A 0.0296(6) -0.0383(13) 0.2311(5) 0.102(3) Uani d . . . 1 . .
C C71B 0.6686(4) 0.4413(9) 0.2415(3) 0.0539(17) Uani d . . . 1 . .
C C72A -0.0056(8) -0.107(2) 0.1825(7) 0.200(8) Uani d . . . 1 . .
H H72A 0.02351 -0.084796 0.153017 0.24 Uiso calc U . R 1 . .
C C72B 0.7329(5) 0.3321(11) 0.2729(4) 0.085(3) Uani d . . . 1 . .
H H72B 0.732716 0.320583 0.309711 0.102 Uiso calc U . R 1 . .
C C73A -0.0833(14) -0.210(4) 0.1760(14) 0.306(14) Uani d . . . 1 . .
H H73A -0.110754 -0.248725 0.141939 0.367 Uiso calc U . R 1 . .
C C73B 0.7968(7) 0.2413(14) 0.2489(6) 0.109(3) Uani d . . . 1 . .
H H73B 0.838049 0.164568 0.269457 0.131 Uiso calc U . R 1 . .
C C74A -0.1200(14) -0.254(3) 0.2213(15) 0.288(14) Uani d . . . 1 . .
H H74A -0.167213 -0.336936 0.218025 0.346 Uiso calc U . R 1 . .
C C74B 0.8001(6) 0.2624(13) 0.1959(5) 0.101(3) Uani d . . . 1 . .
H H74B 0.844085 0.2015 0.180332 0.121 Uiso calc U . R 1 . .
C C75A -0.0915(8) -0.183(2) 0.2684(11) 0.227(10) Uani d . . . 1 . .
H H75A -0.122242 -0.203738 0.297317 0.273 Uiso calc U . R 1 . .
C C75B 0.7383(5) 0.3745(11) 0.1648(4) 0.082(2) Uani d . . . 1 . .
H H75B 0.741703 0.391447 0.128487 0.098 Uiso calc U . R 1 . .
C C76A -0.0129(6) -0.0760(14) 0.2737(6) 0.126(4) Uani d . . . 1 . .
H H76A 0.010991 -0.029213 0.307426 0.151 Uiso calc U . R 1 . .
C C76B 0.6717(5) 0.4608(10) 0.1877(3) 0.0596(18) Uani d . . . 1 . .
H H76B 0.628677 0.532719 0.166457 0.072 Uiso calc U . R 1 . .
H H12G 0.407(5) 0.106(4) 0.266(3) 0.089 Uiso d U . D 1 . .
H H12X 0.279(5) 0.632(8) 0.325(3) 0.089 Uiso d U . D 1 . .
H H53A 0.078(3) 0.093(13) 0.538(3) 0.089 Uiso d U . D 1 . .
H H53B 0.402(4) 0.621(12) -0.019(2) 0.089 Uiso d U . D 1 . .
N N3A 0.1207(5) 0.4947(9) 0.4027(3) 0.0743(18) Uani d . . . 1 . .
N N3B 0.4693(4) 1.0235(8) 0.1362(2) 0.0604(15) Uani d . . . 1 . .
N N7A 0.1223(3) 0.2040(8) 0.2803(2) 0.0553(14) Uani d . . . 1 . .
N N7B 0.5603(3) 0.6867(7) 0.2411(2) 0.0486(13) Uani d . . . 1 . .
N N11A 0.1965(3) 0.4364(7) 0.3293(2) 0.0468(13) Uani d . . . 1 . .
N N11B 0.4642(3) 0.9293(7) 0.2254(2) 0.0450(12) Uani d . . . 1 . .
N N51A 0.2022(3) 0.1742(7) 0.45735(19) 0.0493(13) Uani d . . . 1 . .
N N51B 0.3661(3) 0.7082(7) 0.09304(18) 0.0443(12) Uani d . . . 1 . .
N N53A 0.1313(4) 0.1063(9) 0.5300(2) 0.0602(15) Uani d . . D 1 . .
N N53B 0.3681(4) 0.6552(10) 0.0032(2) 0.0636(17) Uani d . . D 1 . .
O O10A 0.2736(3) 0.1245(7) 0.38394(17) 0.0604(13) Uani d . . . 1 . .
O O10B 0.3684(3) 0.6142(6) 0.18002(16) 0.0533(12) Uani d . . . 1 . .
O O12A 0.4018(4) 0.2182(7) 0.2757(2) 0.0724(15) Uani d . . D 1 . .
O O12B 0.3107(4) 0.7157(7) 0.3111(2) 0.0733(15) Uani d . . D 1 . .
O O52A 0.0507(3) 0.0887(7) 0.44470(18) 0.0618(13) Uani d . . . 1 . .
O O52B 0.4987(3) 0.6217(8) 0.06498(17) 0.0688(15) Uani d . . . 1 . .
O O54A 0.2064(5) 0.1138(12) 0.6156(2) 0.115(3) Uani d . . . 1 . .
O O54B 0.2398(4) 0.6750(11) -0.0596(2) 0.108(2) Uani d . . . 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1A O10A . 1.410(7) ?
C1A N51A . 1.463(7) ?
C1A C2A . 1.500(9) ?
C1A H1A . 0.98 ?
C1B O10B . 1.423(7) ?
C1B N51B . 1.450(7) ?
C1B C2B . 1.540(9) ?
C1B H1B . 0.98 ?
C2A N3A . 1.448(9) ?
C2A N11A . 1.490(8) ?
C2A H2A . 0.98 ?
C2B N3B . 1.432(8) ?
C2B N11B . 1.481(8) ?
C2B H2B . 0.98 ?
C4A N3A . 1.443(11) ?
C4A C5A . 1.510(10) ?
C4A H4AA . 0.97 ?
C4A H4AB . 0.97 ?
C4B N3B . 1.472(9) ?
C4B C5B . 1.519(10) ?
C4B H4BA . 0.97 ?
C4B H4BB . 0.97 ?
C5A N11A . 1.493(8) ?
C5A C6A . 1.514(11) ?
C5A H5A . 0.98 ?
C5B N11B . 1.484(8) ?
C5B C6B . 1.524(10) ?
C5B H5B . 0.98 ?
C6A N7A . 1.466(9) ?
C6A H6AA . 0.97 ?
C6A H6AB . 0.97 ?
C6B N7B . 1.471(9) ?
C6B H6BA . 0.97 ?
C6B H6BB . 0.97 ?
C8A N7A . 1.456(8) ?
C8A N11A . 1.480(8) ?
C8A C9A . 1.501(9) ?
C8A H8A . 0.98 ?
C8B N7B . 1.468(8) ?
C8B N11B . 1.469(8) ?
C8B C9B . 1.506(9) ?
C8B H8B . 0.98 ?
C9A O10A . 1.429(7) ?
C9A C12A . 1.517(8) ?
C9A H9A . 0.98 ?
C9B O10B . 1.424(7) ?
C9B C12B . 1.517(8) ?
C9B H9B . 0.98 ?
C12A O12A . 1.406(8) ?
C12A H12E . 0.97 ?
C12A H12F . 0.97 ?
C12B O12B . 1.412(8) ?
C12B H12C . 0.97 ?
C12B H12D . 0.97 ?
C30A C31A . 1.432(16) ?
C30A N3A . 1.497(11) ?
C30A H30A . 0.97 ?
C30A H30B . 0.97 ?
C30B C31B . 1.483(12) ?
C30B N3B . 1.484(10) ?
C30B H30C . 0.97 ?
C30B H30D . 0.97 ?
C31A C32A . 1.33(3) ?
C31A C36A . 1.35(2) ?
C31B C32B . 1.358(17) ?
C31B C36B . 1.377(17) ?
C32A C33A . 1.42(2) ?
C32A H32A . 0.93 ?
C32B C33B . 1.46(2) ?
C32B H32B . 0.93 ?
C33A C34A . 1.52(5) ?
C33A H33A . 0.93 ?
C33B C34B . 1.32(4) ?
C33B H33B . 0.93 ?
C34A C35A . 1.26(6) ?
C34A H34A . 0.93 ?
C34B C35B . 1.34(4) ?
C34B H34B . 0.93 ?
C35A C36A . 1.29(3) ?
C35A H35A . 0.93 ?
C35B C36B . 1.367(19) ?
C35B H35B . 0.93 ?
C36A H36A . 0.93 ?
C36B H36C . 0.93 ?
C52A O52A . 1.221(7) ?
C52A N53A . 1.365(8) ?
C52A N51A . 1.372(8) ?
C52B O52B . 1.217(7) ?
C52B N53B . 1.352(8) ?
C52B N51B . 1.375(7) ?
C54A O54A . 1.211(8) ?
C54A N53A . 1.365(9) ?
C54A C55A . 1.454(11) ?
C54B O54B . 1.219(8) ?
C54B N53B . 1.379(9) ?
C54B C55B . 1.421(10) ?
C55A C56A . 1.325(9) ?
C55A C57A . 1.513(10) ?
C55B C56B . 1.328(10) ?
C55B C57B . 1.504(10) ?
C56A N51A . 1.370(8) ?
C56A H56A . 0.93 ?
C56B N51B . 1.383(8) ?
C56B H56B . 0.93 ?
C57A H57A . 0.96 ?
C57A H57B . 0.96 ?
C57A H57C . 0.96 ?
C57B H57D . 0.96 ?
C57B H7E . 0.96 ?
C57B H57F . 0.96 ?
C70A N7A . 1.454(9) ?
C70A C71A . 1.512(13) ?
C70A H70A . 0.97 ?
C70A H70B . 0.97 ?
C70B N7B . 1.449(8) ?
C70B C71B . 1.498(10) ?
C70B H70C . 0.97 ?
C70B H70D . 0.97 ?
C71A C72A . 1.350(15) ?
C71A C76A . 1.354(16) ?
C71B C76B . 1.368(10) ?
C71B C72B . 1.394(10) ?
C72A C73A . 1.36(3) ?
C72A H72A . 0.93 ?
C72B C73B . 1.379(14) ?
C72B H72B . 0.93 ?
C73A C74A . 1.38(4) ?
C73A H73A . 0.93 ?
C73B C74B . 1.349(14) ?
C73B H73B . 0.93 ?
C74A C75A . 1.30(3) ?
C74A H74A . 0.93 ?
C74B C75B . 1.384(13) ?
C74B H74B . 0.93 ?
C75A C76A . 1.397(16) ?
C75A H75A . 0.93 ?
C75B C76B . 1.377(10) ?
C75B H75B . 0.93 ?
C76A H76A . 0.93 ?
C76B H76B . 0.93 ?
N53A H53A . 0.85(3) ?
N53B H53B . 0.86(3) ?
O12A H12G . 0.890(14) ?
O12B H12X . 0.894(14) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O10A C1A N51A . . 106.2(5) ?
O10A C1A C2A . . 109.9(5) ?
N51A C1A C2A . . 111.7(5) ?
O10A C1A H1A . . 109.6 ?
N51A C1A H1A . . 109.6 ?
C2A C1A H1A . . 109.6 ?
O10B C1B N51B . . 106.0(5) ?
O10B C1B C2B . . 111.2(4) ?
N51B C1B C2B . . 112.5(5) ?
O10B C1B H1B . . 109.0 ?
N51B C1B H1B . . 109.0 ?
C2B C1B H1B . . 109.0 ?
N3A C2A N11A . . 106.2(5) ?
N3A C2A C1A . . 111.9(6) ?
N11A C2A C1A . . 111.4(5) ?
N3A C2A H2A . . 109.1 ?
N11A C2A H2A . . 109.1 ?
C1A C2A H2A . . 109.1 ?
N3B C2B N11B . . 108.5(5) ?
N3B C2B C1B . . 109.6(5) ?
N11B C2B C1B . . 111.4(5) ?
N3B C2B H2B . . 109.1 ?
N11B C2B H2B . . 109.1 ?
C1B C2B H2B . . 109.1 ?
N3A C4A C5A . . 106.6(6) ?
N3A C4A H4AA . . 110.4 ?
C5A C4A H4AA . . 110.4 ?
N3A C4A H4AB . . 110.4 ?
C5A C4A H4AB . . 110.4 ?
H4AA C4A H4AB . . 108.6 ?
N3B C4B C5B . . 105.6(5) ?
N3B C4B H4BA . . 110.6 ?
C5B C4B H4BA . . 110.6 ?
N3B C4B H4BB . . 110.6 ?
C5B C4B H4BB . . 110.6 ?
H4BA C4B H4BB . . 108.7 ?
N11A C5A C4A . . 103.5(6) ?
N11A C5A C6A . . 104.5(6) ?
C4A C5A C6A . . 114.8(7) ?
N11A C5A H5A . . 111.2 ?
C4A C5A H5A . . 111.2 ?
C6A C5A H5A . . 111.2 ?
N11B C5B C4B . . 105.8(5) ?
N11B C5B C6B . . 105.5(5) ?
C4B C5B C6B . . 114.3(6) ?
N11B C5B H5B . . 110.3 ?
C4B C5B H5B . . 110.3 ?
C6B C5B H5B . . 110.3 ?
N7A C6A C5A . . 102.6(6) ?
N7A C6A H6AA . . 111.3 ?
C5A C6A H6AA . . 111.3 ?
N7A C6A H6AB . . 111.3 ?
C5A C6A H6AB . . 111.3 ?
H6AA C6A H6AB . . 109.2 ?
N7B C6B C5B . . 101.1(5) ?
N7B C6B H6BA . . 111.5 ?
C5B C6B H6BA . . 111.5 ?
N7B C6B H6BB . . 111.5 ?
C5B C6B H6BB . . 111.5 ?
H6BA C6B H6BB . . 109.4 ?
N7A C8A N11A . . 104.0(5) ?
N7A C8A C9A . . 114.0(5) ?
N11A C8A C9A . . 114.2(5) ?
N7A C8A H8A . . 108.1 ?
N11A C8A H8A . . 108.1 ?
C9A C8A H8A . . 108.1 ?
N7B C8B N11B . . 103.7(5) ?
N7B C8B C9B . . 114.5(5) ?
N11B C8B C9B . . 113.1(5) ?
N7B C8B H8B . . 108.4 ?
N11B C8B H8B . . 108.4 ?
C9B C8B H8B . . 108.4 ?
O10A C9A C8A . . 115.4(5) ?
O10A C9A C12A . . 106.5(5) ?
C8A C9A C12A . . 112.7(5) ?
O10A C9A H9A . . 107.3 ?
C8A C9A H9A . . 107.3 ?
C12A C9A H9A . . 107.3 ?
O10B C9B C8B . . 112.9(5) ?
O10B C9B C12B . . 107.0(5) ?
C8B C9B C12B . . 111.7(5) ?
O10B C9B H9B . . 108.4 ?
C8B C9B H9B . . 108.4 ?
C12B C9B H9B . . 108.4 ?
O12A C12A C9A . . 111.8(5) ?
O12A C12A H12E . . 109.2 ?
C9A C12A H12E . . 109.2 ?
O12A C12A H12F . . 109.2 ?
C9A C12A H12F . . 109.2 ?
H12E C12A H12F . . 107.9 ?
O12B C12B C9B . . 111.6(5) ?
O12B C12B H12C . . 109.3 ?
C9B C12B H12C . . 109.3 ?
O12B C12B H12D . . 109.3 ?
C9B C12B H12D . . 109.3 ?
H12C C12B H12D . . 108.0 ?
C31A C30A N3A . . 111.5(8) ?
C31A C30A H30A . . 109.3 ?
N3A C30A H30A . . 109.3 ?
C31A C30A H30B . . 109.3 ?
N3A C30A H30B . . 109.3 ?
H30A C30A H30B . . 108.0 ?
C31B C30B N3B . . 110.3(7) ?
C31B C30B H30C . . 109.6 ?
N3B C30B H30C . . 109.6 ?
C31B C30B H30D . . 109.6 ?
N3B C30B H30D . . 109.6 ?
H30C C30B H30D . . 108.1 ?
C32A C31A C36A . . 115.2(18) ?
C32A C31A C30A . . 121.3(16) ?
C36A C31A C30A . . 123.(2) ?
C32B C31B C36B . . 119.4(13) ?
C32B C31B C30B . . 120.9(13) ?
C36B C31B C30B . . 119.7(12) ?
C31A C32A C33A . . 126.(3) ?
C31A C32A H32A . . 116.8 ?
C33A C32A H32A . . 116.8 ?
C31B C32B C33B . . 117.8(19) ?
C31B C32B H32B . . 121.1 ?
C33B C32B H32B . . 121.1 ?
C32A C33A C34A . . 109.(3) ?
C32A C33A H33A . . 125.5 ?
C34A C33A H33A . . 125.5 ?
C34B C33B C32B . . 119.(3) ?
C34B C33B H33B . . 120.4 ?
C32B C33B H33B . . 120.4 ?
C35A C34A C33A . . 123.(3) ?
C35A C34A H34A . . 118.7 ?
C33A C34A H34A . . 118.7 ?
C33B C34B C35B . . 123.(3) ?
C33B C34B H34B . . 118.6 ?
C35B C34B H34B . . 118.6 ?
C34A C35A C36A . . 121.(4) ?
C34A C35A H35A . . 119.6 ?
C36A C35A H35A . . 119.6 ?
C34B C35B C36B . . 119.(3) ?
C34B C35B H35B . . 120.6 ?
C36B C35B H35B . . 120.6 ?
C35A C36A C31A . . 126.(3) ?
C35A C36A H36A . . 117.1 ?
C31A C36A H36A . . 117.1 ?
C35B C36B C31B . . 122.(2) ?
C35B C36B H36C . . 119.0 ?
C31B C36B H36C . . 119.0 ?
O52A C52A N53A . . 122.6(6) ?
O52A C52A N51A . . 122.8(6) ?
N53A C52A N51A . . 114.7(6) ?
O52B C52B N53B . . 123.4(6) ?
O52B C52B N51B . . 121.9(5) ?
N53B C52B N51B . . 114.7(5) ?
O54A C54A N53A . . 121.1(7) ?
O54A C54A C55A . . 124.6(8) ?
N53A C54A C55A . . 114.3(6) ?
O54B C54B N53B . . 119.3(7) ?
O54B C54B C55B . . 125.0(7) ?
N53B C54B C55B . . 115.7(6) ?
C56A C55A C54A . . 118.3(7) ?
C56A C55A C57A . . 122.4(7) ?
C54A C55A C57A . . 119.4(7) ?
C56B C55B C54B . . 118.8(6) ?
C56B C55B C57B . . 121.7(7) ?
C54B C55B C57B . . 119.4(7) ?
C55A C56A N51A . . 124.0(7) ?
C55A C56A H56A . . 118.0 ?
N51A C56A H56A . . 118.0 ?
C55B C56B N51B . . 122.5(6) ?
C55B C56B H56B . . 118.7 ?
N51B C56B H56B . . 118.7 ?
C55A C57A H57A . . 109.5 ?
C55A C57A H57B . . 109.5 ?
H57A C57A H57B . . 109.5 ?
C55A C57A H57C . . 109.5 ?
H57A C57A H57C . . 109.5 ?
H57B C57A H57C . . 109.5 ?
C55B C57B H57D . . 109.5 ?
C55B C57B H7E . . 109.5 ?
H57D C57B H7E . . 109.5 ?
C55B C57B H57F . . 109.5 ?
H57D C57B H57F . . 109.5 ?
H7E C57B H57F . . 109.5 ?
N7A C70A C71A . . 113.9(7) ?
N7A C70A H70A . . 108.8 ?
C71A C70A H70A . . 108.8 ?
N7A C70A H70B . . 108.8 ?
C71A C70A H70B . . 108.8 ?
H70A C70A H70B . . 107.7 ?
N7B C70B C71B . . 112.1(6) ?
N7B C70B H70C . . 109.2 ?
C71B C70B H70C . . 109.2 ?
N7B C70B H70D . . 109.2 ?
C71B C70B H70D . . 109.2 ?
H70C C70B H70D . . 107.9 ?
C72A C71A C76A . . 118.5(12) ?
C72A C71A C70A . . 120.6(13) ?
C76A C71A C70A . . 120.8(10) ?
C76B C71B C72B . . 119.4(7) ?
C76B C71B C70B . . 122.9(6) ?
C72B C71B C70B . . 117.7(7) ?
C71A C72A C73A . . 121.(2) ?
C71A C72A H72A . . 119.6 ?
C73A C72A H72A . . 119.6 ?
C73B C72B C71B . . 119.5(9) ?
C73B C72B H72B . . 120.2 ?
C71B C72B H72B . . 120.2 ?
C72A C73A C74A . . 118.(2) ?
C72A C73A H73A . . 120.9 ?
C74A C73A H73A . . 120.9 ?
C74B C73B C72B . . 120.8(9) ?
C74B C73B H73B . . 119.6 ?
C72B C73B H73B . . 119.6 ?
C75A C74A C73A . . 123.(2) ?
C75A C74A H74A . . 118.6 ?
C73A C74A H74A . . 118.6 ?
C73B C74B C75B . . 120.1(9) ?
C73B C74B H74B . . 119.9 ?
C75B C74B H74B . . 119.9 ?
C74A C75A C76A . . 117.(2) ?
C74A C75A H75A . . 121.3 ?
C76A C75A H75A . . 121.3 ?
C76B C75B C74B . . 119.8(10) ?
C76B C75B H75B . . 120.1 ?
C74B C75B H75B . . 120.1 ?
C71A C76A C75A . . 121.8(17) ?
C71A C76A H76A . . 119.1 ?
C75A C76A H76A . . 119.1 ?
C71B C76B C75B . . 120.3(7) ?
C71B C76B H76B . . 119.8 ?
C75B C76B H76B . . 119.8 ?
C4A N3A C2A . . 103.4(6) ?
C4A N3A C30A . . 115.0(7) ?
C2A N3A C30A . . 111.3(7) ?
C2B N3B C4B . . 103.8(5) ?
C2B N3B C30B . . 112.6(6) ?
C4B N3B C30B . . 113.8(6) ?
C70A N7A C8A . . 114.9(5) ?
C70A N7A C6A . . 113.0(6) ?
C8A N7A C6A . . 102.2(5) ?
C70B N7B C8B . . 118.0(5) ?
C70B N7B C6B . . 114.8(5) ?
C8B N7B C6B . . 101.9(5) ?
C8A N11A C2A . . 113.9(5) ?
C8A N11A C5A . . 105.7(5) ?
C2A N11A C5A . . 106.5(5) ?
C8B N11B C2B . . 113.1(5) ?
C8B N11B C5B . . 105.4(5) ?
C2B N11B C5B . . 105.1(5) ?
C56A N51A C52A . . 120.8(5) ?
C56A N51A C1A . . 121.3(5) ?
C52A N51A C1A . . 117.9(5) ?
C52B N51B C56B . . 121.3(5) ?
C52B N51B C1B . . 117.5(5) ?
C56B N51B C1B . . 121.2(5) ?
C54A N53A C52A . . 128.0(6) ?
C54A N53A H53A . . 122.(5) ?
C52A N53A H53A . . 109.(5) ?
C52B N53B C54B . . 126.8(6) ?
C52B N53B H53B . . 111.(5) ?
C54B N53B H53B . . 122.(5) ?
C1A O10A C9A . . 114.3(5) ?
C1B O10B C9B . . 116.0(4) ?
C12A O12A H12G . . 102.(5) ?
C12B O12B H12X . . 116.(5) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O10A C1A C2A N3A . . . . 179.3(5) ?
N51A C1A C2A N3A . . . . -63.0(7) ?
O10A C1A C2A N11A . . . . 60.6(7) ?
N51A C1A C2A N11A . . . . 178.3(5) ?
O10B C1B C2B N3B . . . . 177.9(5) ?
N51B C1B C2B N3B . . . . -63.3(7) ?
O10B C1B C2B N11B . . . . 57.8(6) ?
N51B C1B C2B N11B . . . . 176.5(4) ?
N3A C4A C5A N11A . . . . 24.2(8) ?
N3A C4A C5A C6A . . . . 137.5(7) ?
N3B C4B C5B N11B . . . . 18.3(7) ?
N3B C4B C5B C6B . . . . 134.0(6) ?
N11A C5A C6A N7A . . . . 27.9(7) ?
C4A C5A C6A N7A . . . . -84.7(7) ?
N11B C5B C6B N7B . . . . 27.6(7) ?
C4B C5B C6B N7B . . . . -88.2(7) ?
N7A C8A C9A O10A . . . . -78.9(7) ?
N11A C8A C9A O10A . . . . 40.5(7) ?
N7A C8A C9A C12A . . . . 158.4(5) ?
N11A C8A C9A C12A . . . . -82.2(6) ?
N7B C8B C9B O10B . . . . -63.9(7) ?
N11B C8B C9B O10B . . . . 54.7(7) ?
N7B C8B C9B C12B . . . . 175.6(5) ?
N11B C8B C9B C12B . . . . -65.9(7) ?
O10A C9A C12A O12A . . . . 174.5(5) ?
C8A C9A C12A O12A . . . . -57.9(7) ?
O10B C9B C12B O12B . . . . 168.5(5) ?
C8B C9B C12B O12B . . . . -67.6(7) ?
N3A C30A C31A C32A . . . . 115.0(14) ?
N3A C30A C31A C36A . . . . -67.1(14) ?
N3B C30B C31B C32B . . . . -62.8(12) ?
N3B C30B C31B C36B . . . . 116.3(10) ?
C36A C31A C32A C33A . . . . 4.(3) ?
C30A C31A C32A C33A . . . . -178.1(16) ?
C36B C31B C32B C33B . . . . 0.(2) ?
C30B C31B C32B C33B . . . . 178.9(14) ?
C31A C32A C33A C34A . . . . -4.(3) ?
C31B C32B C33B C34B . . . . 2.(4) ?
C32A C33A C34A C35A . . . . 1.(6) ?
C32B C33B C34B C35B . . . . -4.(6) ?
C33A C34A C35A C36A . . . . 1.(7) ?
C33B C34B C35B C36B . . . . 3.(5) ?
C34A C35A C36A C31A . . . . -1.(5) ?
C32A C31A C36A C35A . . . . -1.(3) ?
C30A C31A C36A C35A . . . . -179.1(19) ?
C34B C35B C36B C31B . . . . 0.(3) ?
C32B C31B C36B C35B . . . . -1.(2) ?
C30B C31B C36B C35B . . . . 180.0(13) ?
O54A C54A C55A C56A . . . . -178.3(9) ?
N53A C54A C55A C56A . . . . 0.0(13) ?
O54A C54A C55A C57A . . . . 2.3(15) ?
N53A C54A C55A C57A . . . . -179.4(9) ?
O54B C54B C55B C56B . . . . -178.8(9) ?
N53B C54B C55B C56B . . . . 0.3(13) ?
O54B C54B C55B C57B . . . . 3.3(15) ?
N53B C54B C55B C57B . . . . -177.5(8) ?
C54A C55A C56A N51A . . . . -0.3(13) ?
C57A C55A C56A N51A . . . . 179.1(9) ?
C54B C55B C56B N51B . . . . -0.4(13) ?
C57B C55B C56B N51B . . . . 177.4(8) ?
N7A C70A C71A C72A . . . . 150.2(10) ?
N7A C70A C71A C76A . . . . -33.4(13) ?
N7B C70B C71B C76B . . . . -27.4(10) ?
N7B C70B C71B C72B . . . . 155.4(7) ?
C76A C71A C72A C73A . . . . 1.(2) ?
C70A C71A C72A C73A . . . . 177.9(17) ?
C76B C71B C72B C73B . . . . -2.0(12) ?
C70B C71B C72B C73B . . . . 175.3(8) ?
C71A C72A C73A C74A . . . . -6.(4) ?
C71B C72B C73B C74B . . . . 2.7(15) ?
C72A C73A C74A C75A . . . . 9.(5) ?
C72B C73B C74B C75B . . . . -0.8(16) ?
C73A C74A C75A C76A . . . . -8.(4) ?
C73B C74B C75B C76B . . . . -1.7(14) ?
C72A C71A C76A C75A . . . . -0.2(17) ?
C70A C71A C76A C75A . . . . -176.6(10) ?
C74A C75A C76A C71A . . . . 3.(2) ?
C72B C71B C76B C75B . . . . -0.5(11) ?
C70B C71B C76B C75B . . . . -177.7(7) ?
C74B C75B C76B C71B . . . . 2.4(12) ?
C5A C4A N3A C2A . . . . -36.9(8) ?
C5A C4A N3A C30A . . . . 84.6(9) ?
N11A C2A N3A C4A . . . . 35.0(7) ?
C1A C2A N3A C4A . . . . -86.7(7) ?
N11A C2A N3A C30A . . . . -88.9(7) ?
C1A C2A N3A C30A . . . . 149.3(6) ?
C31A C30A N3A C4A . . . . 170.8(10) ?
C31A C30A N3A C2A . . . . -72.0(12) ?
N11B C2B N3B C4B . . . . 33.3(7) ?
C1B C2B N3B C4B . . . . -88.6(7) ?
N11B C2B N3B C30B . . . . -90.1(7) ?
C1B C2B N3B C30B . . . . 147.9(6) ?
C5B C4B N3B C2B . . . . -31.4(7) ?
C5B C4B N3B C30B . . . . 91.3(7) ?
C31B C30B N3B C2B . . . . -78.2(9) ?
C31B C30B N3B C4B . . . . 164.1(7) ?
C71A C70A N7A C8A . . . . 164.7(7) ?
C71A C70A N7A C6A . . . . -78.6(10) ?
N11A C8A N7A C70A . . . . 166.6(6) ?
C9A C8A N7A C70A . . . . -68.4(8) ?
N11A C8A N7A C6A . . . . 43.8(6) ?
C9A C8A N7A C6A . . . . 168.8(5) ?
C5A C6A N7A C70A . . . . -168.3(6) ?
C5A C6A N7A C8A . . . . -44.2(7) ?
C71B C70B N7B C8B . . . . 163.8(6) ?
C71B C70B N7B C6B . . . . -76.0(7) ?
N11B C8B N7B C70B . . . . 172.4(5) ?
C9B C8B N7B C70B . . . . -63.8(7) ?
N11B C8B N7B C6B . . . . 45.8(6) ?
C9B C8B N7B C6B . . . . 169.5(6) ?
C5B C6B N7B C70B . . . . -173.3(6) ?
C5B C6B N7B C8B . . . . -44.6(6) ?
N7A C8A N11A C2A . . . . 90.7(6) ?
C9A C8A N11A C2A . . . . -34.2(7) ?
N7A C8A N11A C5A . . . . -25.9(6) ?
C9A C8A N11A C5A . . . . -150.8(5) ?
N3A C2A N11A C8A . . . . -136.1(6) ?
C1A C2A N11A C8A . . . . -14.0(7) ?
N3A C2A N11A C5A . . . . -20.0(7) ?
C1A C2A N11A C5A . . . . 102.0(6) ?
C4A C5A N11A C8A . . . . 119.1(6) ?
C6A C5A N11A C8A . . . . -1.5(7) ?
C4A C5A N11A C2A . . . . -2.4(8) ?
C6A C5A N11A C2A . . . . -122.9(6) ?
N7B C8B N11B C2B . . . . 86.7(6) ?
C9B C8B N11B C2B . . . . -37.9(7) ?
N7B C8B N11B C5B . . . . -27.7(6) ?
C9B C8B N11B C5B . . . . -152.3(5) ?
N3B C2B N11B C8B . . . . -136.3(5) ?
C1B C2B N11B C8B . . . . -15.4(7) ?
N3B C2B N11B C5B . . . . -21.7(6) ?
C1B C2B N11B C5B . . . . 99.1(6) ?
C4B C5B N11B C8B . . . . 121.3(6) ?
C6B C5B N11B C8B . . . . -0.2(7) ?
C4B C5B N11B C2B . . . . 1.5(7) ?
C6B C5B N11B C2B . . . . -120.0(6) ?
C55A C56A N51A C52A . . . . -0.7(12) ?
C55A C56A N51A C1A . . . . 175.7(8) ?
O52A C52A N51A C56A . . . . -177.2(7) ?
N53A C52A N51A C56A . . . . 1.9(9) ?
O52A C52A N51A C1A . . . . 6.2(10) ?
N53A C52A N51A C1A . . . . -174.6(6) ?
O10A C1A N51A C56A . . . . 49.6(8) ?
C2A C1A N51A C56A . . . . -70.2(8) ?
O10A C1A N51A C52A . . . . -133.9(6) ?
C2A C1A N51A C52A . . . . 106.3(7) ?
O52B C52B N51B C56B . . . . -176.1(7) ?
N53B C52B N51B C56B . . . . 2.9(10) ?
O52B C52B N51B C1B . . . . 4.5(10) ?
N53B C52B N51B C1B . . . . -176.5(6) ?
C55B C56B N51B C52B . . . . -1.3(11) ?
C55B C56B N51B C1B . . . . 178.1(7) ?
O10B C1B N51B C52B . . . . -125.0(6) ?
C2B C1B N51B C52B . . . . 113.2(6) ?
O10B C1B N51B C56B . . . . 55.5(7) ?
C2B C1B N51B C56B . . . . -66.2(7) ?
O54A C54A N53A C52A . . . . 179.8(9) ?
C55A C54A N53A C52A . . . . 1.4(12) ?
O52A C52A N53A C54A . . . . 176.8(8) ?
N51A C52A N53A C54A . . . . -2.4(11) ?
O52B C52B N53B C54B . . . . 175.8(8) ?
N51B C52B N53B C54B . . . . -3.2(12) ?
O54B C54B N53B C52B . . . . -179.2(8) ?
C55B C54B N53B C52B . . . . 1.6(13) ?
N51A C1A O10A C9A . . . . -177.1(5) ?
C2A C1A O10A C9A . . . . -56.0(7) ?
C8A C9A O10A C1A . . . . 5.9(8) ?
C12A C9A O10A C1A . . . . 131.8(6) ?
N51B C1B O10B C9B . . . . -165.3(5) ?
C2B C1B O10B C9B . . . . -42.7(7) ?
C8B C9B O10B C1B . . . . -11.4(7) ?
C12B C9B O10B C1B . . . . 111.8(6) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C1A H1A N7A . 0.98 2.49 3.011(8) 112.8 ?
C1B H1B N7B . 0.98 2.41 2.895(8) 110.3 ?
C9A H9A O12B 1_545 0.98 2.5 3.370(9) 147.7 ?
C9B H9B O12A . 0.98 2.4 3.350(8) 163.4 ?
O12A H12G N11B 1_545 0.890(14) 1.96(4) 2.761(7) 149.(7) ?
O12B H12X N11A . 0.894(14) 1.93(3) 2.783(7) 160.(7) ?
N53A H53A O52A 2_556 0.85(3) 1.99(3) 2.842(7) 174.(9) ?
N53B H53B O52B 2_655 0.86(3) 1.99(4) 2.814(7) 160.(9) ?

