# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
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#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_MHA103
# start Validation Reply Form
_vrf_PLAT142_MHA103              
;
PROBLEM: su on b - Axis small or missing 0.00010 Ang.

RESPONSE: Checked. The error value on b-axis found in the *.P4P file is 0.0001.
;

_vrf_PLAT143_MHA103              
;
PROBLEM: su on c - Axis small or missing 0.00010 Ang.

RESPONSE: Checked. The error value on c-axis found in the *.P4P file is 0.0001.
;

_vrf_PLAT145_MHA103              
;
PROBLEM: su on beta small or missing 0.0000 Deg.

RESPONSE: Checked. The error value on beta found in the *.P4P file is 0.0002.
;
# end Validation Reply Form
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H27 N3 O2'
_chemical_formula_sum            'C34 H27 N3 O2'
_chemical_formula_weight         509.58
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_symmetry_space_group_name_H-M   P21/n
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.2562(1)
_cell_length_b                   14.1356(1)
_cell_length_c                   14.3787(1)
_cell_angle_alpha                90
_cell_angle_beta                 117.825
_cell_angle_gamma                90
_cell_volume                     2562.57(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9718
_cell_measurement_theta_min      3.48
_cell_measurement_theta_max      70.76

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             1072
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.21
_exptl_absorpt_coefficient_mu    0.656
_shelx_estimated_absorpt_T_min   0.810
_shelx_estimated_absorpt_T_max   0.875
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.6906
_exptl_absorpt_correction_T_max  0.7534
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 2008)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker smart diffractometer equiped with an APEX II CCD Detector,
a Incoatec IMuS source and a Quazar MX mirror. The crystal-to-detector distance 
4.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 180.0 degree
scan in 180 frames over three different parts of the reciprocal space


;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Incoatec I\muS Microsource '
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            100228
_diffrn_reflns_av_unetI/netI     0.0067
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.605
_diffrn_reflns_theta_max         71.041
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4923
_reflns_number_gt                4892
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker AXS, 2013)'
_computing_cell_refinement       'SAINT (Bruker AXS, 2013)'
_computing_data_reduction        'SAINT (Bruker AXS, 2013)'
_computing_structure_solution    'SHELXS (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS, 2013)'
_computing_publication_material  'UdMX (Maris, 2004)'

_refine_special_details          
;
The H1 atom was located in a difference Fourier map and refined freely. 
The other H atoms were positioned geometrically (C---H 0.95 Å) and included
in the refinement in the riding model approximation; their temperature 
displacement parameters were set to 1.2 times the equivalent isotropic 
temperature factors of the parent site. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0420P)²+1.1241P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4923
_refine_ls_number_parameters     358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.0884
_refine_ls_wR_factor_gt          0.0883
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.154
_refine_diff_density_rms         0.036

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.52907(6) 0.92486(6) 0.21223(6) 0.02045(18) Uani 1 1 d . . . . .
O2 O 1.03159(6) 0.77615(6) 0.45404(6) 0.02126(18) Uani 1 1 d . . . . .
N1 N 0.58735(7) 1.00687(7) 0.39604(7) 0.01671(19) Uani 1 1 d . . . . .
N2 N 0.74892(7) 1.03821(6) 0.55612(7) 0.01694(19) Uani 1 1 d . . . . .
N3 N 0.77393(7) 0.90744(6) 0.46149(7) 0.01706(19) Uani 1 1 d . . . . .
C1 C 0.64540(9) 1.05104(7) 0.49171(8) 0.0167(2) Uani 1 1 d . . . . .
C2 C 0.57549(9) 1.11537(8) 0.50560(9) 0.0177(2) Uani 1 1 d . . . . .
C3 C 0.47765(9) 1.10679(8) 0.41591(9) 0.0188(2) Uani 1 1 d . . . . .
H3 H 0.4152 1.1408 0.4028 0.023 Uiso 1 1 calc R U . . .
C4 C 0.48631(8) 1.03997(8) 0.34827(8) 0.0171(2) Uani 1 1 d . . . . .
C5 C 0.59973(9) 1.17600(8) 0.59726(9) 0.0184(2) Uani 1 1 d . . . . .
C6 C 0.52034(10) 1.23180(9) 0.60105(10) 0.0257(3) Uani 1 1 d . . . . .
H6 H 0.4514 1.2327 0.5425 0.031 Uiso 1 1 calc R U . . .
C7 C 0.54117(10) 1.28583(9) 0.68931(11) 0.0298(3) Uani 1 1 d . . . . .
H7 H 0.4868 1.3241 0.6902 0.036 Uiso 1 1 calc R U . . .
C8 C 0.64076(10) 1.28423(9) 0.77611(10) 0.0262(3) Uani 1 1 d . . . . .
H8 H 0.6545 1.3200 0.8371 0.031 Uiso 1 1 calc R U . . .
C9 C 0.72003(10) 1.23001(8) 0.77301(10) 0.0246(3) Uani 1 1 d . . . . .
H9 H 0.7886 1.2287 0.8322 0.030 Uiso 1 1 calc R U . . .
C10 C 0.70039(9) 1.17760(8) 0.68452(9) 0.0226(2) Uani 1 1 d . . . . .
H10 H 0.7563 1.1421 0.6830 0.027 Uiso 1 1 calc R U . . .
C11 C 0.40543(9) 1.01181(8) 0.24367(8) 0.0177(2) Uani 1 1 d . . . . .
C12 C 0.42691(9) 0.95550(8) 0.17478(9) 0.0182(2) Uani 1 1 d . . . . .
C13 C 0.34693(9) 0.93498(8) 0.07400(9) 0.0222(2) Uani 1 1 d . . . . .
H13 H 0.3623 0.8977 0.0278 0.027 Uiso 1 1 calc R U . . .
C14 C 0.24501(9) 0.96883(9) 0.04106(9) 0.0248(3) Uani 1 1 d . . . . .
H14 H 0.1908 0.9547 -0.0278 0.030 Uiso 1 1 calc R U . . .
C15 C 0.22163(9) 1.02324(9) 0.10789(9) 0.0245(3) Uani 1 1 d . . . . .
H15 H 0.1516 1.0460 0.0854 0.029 Uiso 1 1 calc R U . . .
C16 C 0.30132(9) 1.04406(8) 0.20767(9) 0.0214(2) Uani 1 1 d . . . . .
H16 H 0.2849 1.0813 0.2531 0.026 Uiso 1 1 calc R U . . .
C17 C 0.80822(8) 0.97510(7) 0.54073(8) 0.0165(2) Uani 1 1 d . . . . .
C18 C 0.92336(8) 0.96894(8) 0.60694(8) 0.0167(2) Uani 1 1 d . . . . .
C19 C 0.95602(8) 0.89951(8) 0.56277(8) 0.0170(2) Uani 1 1 d . . . . .
H19 H 1.0270 0.8801 0.5845 0.020 Uiso 1 1 calc R U . . .
C20 C 0.86086(8) 0.86091(7) 0.47584(8) 0.0162(2) Uani 1 1 d . . . . .
C21 C 0.98494(8) 1.02733(7) 0.70089(8) 0.0171(2) Uani 1 1 d . . . . .
C22 C 0.94447(9) 1.04806(8) 0.77069(9) 0.0210(2) Uani 1 1 d . . . . .
H22 H 0.8790 1.0211 0.7594 0.025 Uiso 1 1 calc R U . . .
C23 C 0.99893(9) 1.10751(9) 0.85598(9) 0.0242(3) Uani 1 1 d . . . . .
H23 H 0.9705 1.1209 0.9026 0.029 Uiso 1 1 calc R U . . .
C24 C 1.09463(9) 1.14750(9) 0.87348(9) 0.0249(3) Uani 1 1 d . . . . .
H24 H 1.1306 1.1901 0.9304 0.030 Uiso 1 1 calc R U . . .
C25 C 1.13747(9) 1.12485(8) 0.80720(9) 0.0236(2) Uani 1 1 d . . . . .
H25 H 1.2040 1.1506 0.8201 0.028 Uiso 1 1 calc R U . . .
C26 C 1.08360(9) 1.06472(8) 0.72211(9) 0.0194(2) Uani 1 1 d . . . . .
H26 H 1.1142 1.0489 0.6779 0.023 Uiso 1 1 calc R U . . .
C27 C 0.85040(9) 0.77618(7) 0.41220(8) 0.0171(2) Uani 1 1 d . . . . .
C28 C 0.93474(9) 0.73463(8) 0.40122(8) 0.0184(2) Uani 1 1 d . . . . .
C29 C 0.91642(9) 0.65466(8) 0.33789(9) 0.0231(2) Uani 1 1 d . . . . .
H29 H 0.9731 0.6273 0.3299 0.028 Uiso 1 1 calc R U . . .
C30 C 0.81610(10) 0.61500(8) 0.28672(9) 0.0253(3) Uani 1 1 d . . . . .
H30 H 0.8045 0.5606 0.2440 0.030 Uiso 1 1 calc R U . . .
C31 C 0.73239(9) 0.65428(8) 0.29749(9) 0.0236(2) Uani 1 1 d . . . . .
H31 H 0.6638 0.6267 0.2629 0.028 Uiso 1 1 calc R U . . .
C32 C 0.74997(9) 0.73401(8) 0.35916(9) 0.0200(2) Uani 1 1 d . . . . .
H32 H 0.6924 0.7610 0.3658 0.024 Uiso 1 1 calc R U . . .
C33 C 0.55398(10) 0.86853(9) 0.14427(9) 0.0275(3) Uani 1 1 d . . . . .
H33A H 0.6291 0.8508 0.1809 0.041 Uiso 1 1 calc R U . . .
H33B H 0.5398 0.9049 0.0810 0.041 Uiso 1 1 calc R U . . .
H33C H 0.5102 0.8113 0.1243 0.041 Uiso 1 1 calc R U . . .
C34 C 1.11383(10) 0.74560(9) 0.43006(11) 0.0290(3) Uani 1 1 d . . . . .
H34A H 1.1767 0.7854 0.4677 0.043 Uiso 1 1 calc R U . . .
H34B H 1.0890 0.7509 0.3542 0.043 Uiso 1 1 calc R U . . .
H34C H 1.1320 0.6796 0.4519 0.043 Uiso 1 1 calc R U . . .
H1 H 0.6161(12) 0.9641(11) 0.3729(12) 0.028(4) Uiso 1 1 d . . . . .


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



loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C12 . . 1.3662(13) y
O1 C33 . . 1.4279(13) y
O2 C28 . . 1.3597(14) y
O2 C34 . . 1.4343(14) y
N1 C4 . . 1.3572(14) y
N1 C1 . . 1.3800(14) y
N1 H1 . . 0.878(16) ?
N2 C17 . . 1.3170(14) y
N2 C1 . . 1.3388(14) y
N3 C20 . . 1.3313(14) y
N3 C17 . . 1.3898(14) y
C1 C2 . . 1.4304(15) y
C2 C3 . . 1.3943(15) y
C2 C5 . . 1.4717(15) y
C3 C4 . . 1.4019(15) y
C3 H3 . . 0.9500 ?
C4 C11 . . 1.4598(15) y
C5 C10 . . 1.3976(16) y
C5 C6 . . 1.4013(16) y
C6 C7 . . 1.3893(17) y
C6 H6 . . 0.9500 ?
C7 C8 . . 1.3855(19) y
C7 H7 . . 0.9500 ?
C8 C9 . . 1.3835(17) y
C8 H8 . . 0.9500 ?
C9 C10 . . 1.3832(16) y
C9 H9 . . 0.9500 ?
C10 H10 . . 0.9500 ?
C11 C16 . . 1.4005(15) y
C11 C12 . . 1.4113(15) y
C12 C13 . . 1.3934(16) y
C13 C14 . . 1.3864(17) y
C13 H13 . . 0.9500 ?
C14 C15 . . 1.3876(17) y
C14 H14 . . 0.9500 ?
C15 C16 . . 1.3834(17) y
C15 H15 . . 0.9500 ?
C16 H16 . . 0.9500 ?
C17 C18 . . 1.4661(15) y
C18 C19 . . 1.3636(15) y
C18 C21 . . 1.4729(15) y
C19 C20 . . 1.4551(15) y
C19 H19 . . 0.9500 ?
C20 C27 . . 1.4721(15) y
C21 C26 . . 1.3965(15) y
C21 C22 . . 1.4022(16) y
C22 C23 . . 1.3871(17) y
C22 H22 . . 0.9500 ?
C23 C24 . . 1.3870(17) y
C23 H23 . . 0.9500 ?
C24 C25 . . 1.3883(17) y
C24 H24 . . 0.9500 ?
C25 C26 . . 1.3900(16) y
C25 H25 . . 0.9500 ?
C26 H26 . . 0.9500 ?
C27 C32 . . 1.4026(16) y
C27 C28 . . 1.4116(15) y
C28 C29 . . 1.3976(16) y
C29 C30 . . 1.3852(17) y
C29 H29 . . 0.9500 ?
C30 C31 . . 1.3889(17) y
C30 H30 . . 0.9500 ?
C31 C32 . . 1.3827(16) y
C31 H31 . . 0.9500 ?
C32 H32 . . 0.9500 ?
C33 H33a . . 0.9800 ?
C33 H33b . . 0.9800 ?
C33 H33c . . 0.9800 ?
C34 H34a . . 0.9800 ?
C34 H34b . . 0.9800 ?
C34 H34c . . 0.9800 ?

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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C12 O1 C33 . . . 117.84(9) y
C28 O2 C34 . . . 117.82(9) y
C4 N1 C1 . . . 110.45(9) y
C4 N1 H1 . . . 128.2(10) ?
C1 N1 H1 . . . 121.3(10) ?
C17 N2 C1 . . . 124.21(10) y
C20 N3 C17 . . . 105.49(9) y
N2 C1 N1 . . . 125.65(10) y
N2 C1 C2 . . . 127.18(10) y
N1 C1 C2 . . . 107.10(9) y
C3 C2 C1 . . . 106.08(9) y
C3 C2 C5 . . . 126.46(10) y
C1 C2 C5 . . . 127.42(10) y
C2 C3 C4 . . . 109.04(10) y
C2 C3 H3 . . . 125.5 ?
C4 C3 H3 . . . 125.5 ?
N1 C4 C3 . . . 107.31(9) y
N1 C4 C11 . . . 124.66(10) y
C3 C4 C11 . . . 127.99(10) y
C10 C5 C6 . . . 117.74(10) y
C10 C5 C2 . . . 121.80(10) y
C6 C5 C2 . . . 120.42(10) y
C7 C6 C5 . . . 120.85(11) y
C7 C6 H6 . . . 119.6 ?
C5 C6 H6 . . . 119.6 ?
C8 C7 C6 . . . 120.40(11) y
C8 C7 H7 . . . 119.8 ?
C6 C7 H7 . . . 119.8 ?
C9 C8 C7 . . . 119.27(11) y
C9 C8 H8 . . . 120.4 ?
C7 C8 H8 . . . 120.4 ?
C10 C9 C8 . . . 120.58(11) y
C10 C9 H9 . . . 119.7 ?
C8 C9 H9 . . . 119.7 ?
C9 C10 C5 . . . 121.11(11) y
C9 C10 H10 . . . 119.4 ?
C5 C10 H10 . . . 119.4 ?
C16 C11 C12 . . . 117.64(10) y
C16 C11 C4 . . . 118.90(10) y
C12 C11 C4 . . . 123.44(10) y
O1 C12 C13 . . . 123.24(10) y
O1 C12 C11 . . . 116.28(9) y
C13 C12 C11 . . . 120.47(10) y
C14 C13 C12 . . . 120.12(11) y
C14 C13 H13 . . . 119.9 ?
C12 C13 H13 . . . 119.9 ?
C13 C14 C15 . . . 120.46(11) y
C13 C14 H14 . . . 119.8 ?
C15 C14 H14 . . . 119.8 ?
C16 C15 C14 . . . 119.32(11) y
C16 C15 H15 . . . 120.3 ?
C14 C15 H15 . . . 120.3 ?
C15 C16 C11 . . . 121.99(11) y
C15 C16 H16 . . . 119.0 ?
C11 C16 H16 . . . 119.0 ?
N2 C17 N3 . . . 126.59(10) y
N2 C17 C18 . . . 122.90(10) y
N3 C17 C18 . . . 110.51(9) y
C19 C18 C17 . . . 105.21(9) y
C19 C18 C21 . . . 130.06(10) y
C17 C18 C21 . . . 124.72(10) y
C18 C19 C20 . . . 106.61(9) y
C18 C19 H19 . . . 126.7 ?
C20 C19 H19 . . . 126.7 ?
N3 C20 C19 . . . 112.03(9) y
N3 C20 C27 . . . 119.26(9) y
C19 C20 C27 . . . 128.49(10) y
C26 C21 C22 . . . 118.26(10) y
C26 C21 C18 . . . 121.38(10) y
C22 C21 C18 . . . 120.36(10) y
C23 C22 C21 . . . 120.80(11) y
C23 C22 H22 . . . 119.6 ?
C21 C22 H22 . . . 119.6 ?
C24 C23 C22 . . . 120.30(11) y
C24 C23 H23 . . . 119.9 ?
C22 C23 H23 . . . 119.9 ?
C23 C24 C25 . . . 119.48(11) y
C23 C24 H24 . . . 120.3 ?
C25 C24 H24 . . . 120.3 ?
C24 C25 C26 . . . 120.40(11) y
C24 C25 H25 . . . 119.8 ?
C26 C25 H25 . . . 119.8 ?
C25 C26 C21 . . . 120.67(10) y
C25 C26 H26 . . . 119.7 ?
C21 C26 H26 . . . 119.7 ?
C32 C27 C28 . . . 117.97(10) y
C32 C27 C20 . . . 117.73(10) y
C28 C27 C20 . . . 124.30(10) y
O2 C28 C29 . . . 123.05(10) y
O2 C28 C27 . . . 116.99(10) y
C29 C28 C27 . . . 119.96(10) y
C30 C29 C28 . . . 120.40(10) y
C30 C29 H29 . . . 119.8 ?
C28 C29 H29 . . . 119.8 ?
C29 C30 C31 . . . 120.45(11) y
C29 C30 H30 . . . 119.8 ?
C31 C30 H30 . . . 119.8 ?
C32 C31 C30 . . . 119.30(11) y
C32 C31 H31 . . . 120.4 ?
C30 C31 H31 . . . 120.4 ?
C31 C32 C27 . . . 121.91(10) y
C31 C32 H32 . . . 119.0 ?
C27 C32 H32 . . . 119.0 ?
O1 C33 H33A . . . 109.5 ?
O1 C33 H33B . . . 109.5 ?
H33A C33 H33B . . . 109.5 ?
O1 C33 H33C . . . 109.5 ?
H33A C33 H33C . . . 109.5 ?
H33B C33 H33C . . . 109.5 ?
O2 C34 H34A . . . 109.5 ?
O2 C34 H34B . . . 109.5 ?
H34A C34 H34B . . . 109.5 ?
O2 C34 H34C . . . 109.5 ?
H34A C34 H34C . . . 109.5 ?
H34B C34 H34C . . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C17 N2 C1 N1 . . . . -5.91(17) y
C17 N2 C1 C2 . . . . 177.35(10) y
C4 N1 C1 N2 . . . . -176.42(10) y
C4 N1 C1 C2 . . . . 0.87(12) y
N2 C1 C2 C3 . . . . 176.91(10) y
N1 C1 C2 C3 . . . . -0.32(12) y
N2 C1 C2 C5 . . . . -5.21(18) y
N1 C1 C2 C5 . . . . 177.56(10) y
C1 C2 C3 C4 . . . . -0.32(12) y
C5 C2 C3 C4 . . . . -178.22(10) y
C1 N1 C4 C3 . . . . -1.07(12) y
C1 N1 C4 C11 . . . . 176.73(10) y
C2 C3 C4 N1 . . . . 0.85(12) y
C2 C3 C4 C11 . . . . -176.86(10) y
C3 C2 C5 C10 . . . . 178.47(11) y
C1 C2 C5 C10 . . . . 1.01(17) y
C3 C2 C5 C6 . . . . 0.87(17) y
C1 C2 C5 C6 . . . . -176.59(11) y
C10 C5 C6 C7 . . . . -0.77(18) y
C2 C5 C6 C7 . . . . 176.93(11) y
C5 C6 C7 C8 . . . . -1.1(2) y
C6 C7 C8 C9 . . . . 1.55(19) y
C7 C8 C9 C10 . . . . -0.19(19) y
C8 C9 C10 C5 . . . . -1.68(18) y
C6 C5 C10 C9 . . . . 2.13(17) y
C2 C5 C10 C9 . . . . -175.53(11) y
N1 C4 C11 C16 . . . . 173.71(10) y
C3 C4 C11 C16 . . . . -8.96(17) y
N1 C4 C11 C12 . . . . -8.16(17) y
C3 C4 C11 C12 . . . . 169.17(11) y
C33 O1 C12 C13 . . . . -0.45(16) y
C33 O1 C12 C11 . . . . -179.36(10) y
C16 C11 C12 O1 . . . . -179.80(9) y
C4 C11 C12 O1 . . . . 2.05(15) y
C16 C11 C12 C13 . . . . 1.26(16) y
C4 C11 C12 C13 . . . . -176.89(10) y
O1 C12 C13 C14 . . . . -179.70(10) y
C11 C12 C13 C14 . . . . -0.84(17) y
C12 C13 C14 C15 . . . . -0.05(18) y
C13 C14 C15 C16 . . . . 0.48(18) y
C14 C15 C16 C11 . . . . -0.01(18) y
C12 C11 C16 C15 . . . . -0.84(17) y
C4 C11 C16 C15 . . . . 177.40(11) y
C1 N2 C17 N3 . . . . -4.98(17) y
C1 N2 C17 C18 . . . . 173.83(10) y
C20 N3 C17 N2 . . . . 179.04(10) y
C20 N3 C17 C18 . . . . 0.11(11) y
N2 C17 C18 C19 . . . . -176.64(10) y
N3 C17 C18 C19 . . . . 2.34(12) y
N2 C17 C18 C21 . . . . 3.93(16) y
N3 C17 C18 C21 . . . . -177.09(9) y
C17 C18 C19 C20 . . . . -3.59(11) y
C21 C18 C19 C20 . . . . 175.80(10) y
C17 N3 C20 C19 . . . . -2.45(12) y
C17 N3 C20 C27 . . . . 172.62(9) y
C18 C19 C20 N3 . . . . 4.02(12) y
C18 C19 C20 C27 . . . . -170.48(10) y
C19 C18 C21 C26 . . . . 41.54(17) y
C17 C18 C21 C26 . . . . -139.18(11) y
C19 C18 C21 C22 . . . . -139.54(12) y
C17 C18 C21 C22 . . . . 39.74(15) y
C26 C21 C22 C23 . . . . 2.77(16) y
C18 C21 C22 C23 . . . . -176.18(10) y
C21 C22 C23 C24 . . . . 0.02(18) y
C22 C23 C24 C25 . . . . -2.35(18) y
C23 C24 C25 C26 . . . . 1.84(18) y
C24 C25 C26 C21 . . . . 1.02(17) y
C22 C21 C26 C25 . . . . -3.28(16) y
C18 C21 C26 C25 . . . . 175.66(10) y
N3 C20 C27 C32 . . . . -16.12(15) y
C19 C20 C27 C32 . . . . 158.04(10) y
N3 C20 C27 C28 . . . . 163.97(10) y
C19 C20 C27 C28 . . . . -21.88(17) y
C34 O2 C28 C29 . . . . 10.29(16) y
C34 O2 C28 C27 . . . . -169.46(10) y
C32 C27 C28 O2 . . . . -179.44(9) y
C20 C27 C28 O2 . . . . 0.48(15) y
C32 C27 C28 C29 . . . . 0.81(16) y
C20 C27 C28 C29 . . . . -179.28(10) y
O2 C28 C29 C30 . . . . 179.43(10) y
C27 C28 C29 C30 . . . . -0.83(17) y
C28 C29 C30 C31 . . . . 0.13(18) y
C29 C30 C31 C32 . . . . 0.57(18) y
C30 C31 C32 C27 . . . . -0.58(18) y
C28 C27 C32 C31 . . . . -0.10(16) y
C20 C27 C32 C31 . . . . 179.97(10) y

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 N3 0.878(16) 2.156(15) 2.7566(13) 125.1(12) . y
N1 H1 O1 0.878(16) 2.123(15) 2.6399(12) 116.9(12) . y




_database_code_depnum_ccdc_archive 'CCDC 1005388'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_MHAL77

# start Validation Reply Form
_vrf_ATOM007_MHAL77              
;
PROBLEM: _atom_site_aniso_label is missing
RESPONSE: due to a highly disordered case of the whole
molecule and poor crystal and data quality, only the
isotropic refinment of the structure was possible.
;
_vrf_DIFMX01_MHAL77              
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*1.00
RESPONSE: poor crystal and data quality and highly disorderd
overall structure
;
_vrf_RFACG01_MHAL77              
;
PROBLEM: The value of the R factor is > 0.15
RESPONSE: due to a highly disordered case of the whole
molecule and poor crystal and data quality, only the
isotropic refinment of the structure was possible. The aim
of this structure is only to show the conectivity of the atoms.
;
_vrf_PLAT201_MHAL77              
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 35 Why ?
RESPONSE: due to a highly disordered case of the whole
molecule and poor crystal and data quality, only the
isotropic refinment of the structure was possible.
;
_vrf_PLAT082_MHAL77              
;
PROBLEM: High R1 Value .................................. 0.18 Why ?
RESPONSE: due to a highly disordered case of the whole
molecule and poor crystal and data quality, only the
isotropic refinment of the structure was possible. The aim
of this structure is only to show the conectivity of the atoms.
;
_vrf_PLAT097_MHAL77              
;
PROBLEM: Large Reported Max. (Positive) Residual Density 1.40 eA-3
RESPONSE: poor crystal and data quality and highly disorderd
overall structure.
;
_vrf_PLAT111_MHAL77              
;
PROBLEM: ADDSYM Detects (Pseudo) Centre of Symmetry ..... 97 %Fit
RESPONSE: poor crystal and data quality and highly disorderd
overall structure - only isotropic refinment is performed.
;
_vrf_PLAT340_MHAL77              
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.0180 Ang.
RESPONSE: poor crystal and data quality and highly disorderd
overall structure - only isotropic refinment is performed.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H21 N5'
_chemical_formula_sum            'C30 H21 N5'
_chemical_formula_weight         451.52
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_symmetry_space_group_name_H-M   P21
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.6755(2)
_cell_length_b                   11.9628(4)
_cell_length_c                   16.5633(6)
_cell_angle_alpha                90
_cell_angle_beta                 91.632(2)
_cell_angle_gamma                90
_cell_volume                     1124.11(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    150
_cell_measurement_reflns_used    9994
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      69.17

_exptl_crystal_description       plate
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_F_000             472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.636
_shelx_estimated_absorpt_T_min   0.852
_shelx_estimated_absorpt_T_max   0.951
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.5760
_exptl_absorpt_correction_T_max  0.7532
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 2008)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker microstar diffractometer equiped with a Platinum 135 CCD Detector,
a Helios optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 110.0 degree
scan in 110 frames over three different parts of the reciprocal space
;

_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating Anode'
_diffrn_measurement_device_type  'Bruker Microstar'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            22472
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.669
_diffrn_reflns_theta_max         69.578
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4153
_reflns_number_gt                3966
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.890
_reflns_Friedel_fraction_max     0.978
_reflns_Friedel_fraction_full    0.987

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

_computing_data_collection       'APEX2  (Bruker AXS, 2009)'
_computing_cell_refinement       'SAINT V7.68A(Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A(Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    'XP  (Bruker AXS, 1998)'
_computing_publication_material  'UdMX (Maris, 2004)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0000P)²+7.5000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1814 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.41(13)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4153
_refine_ls_number_parameters     141
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1853
_refine_ls_R_factor_gt           0.1790
_refine_ls_wR_factor_ref         0.3091
_refine_ls_wR_factor_gt          0.3067
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.400
_refine_diff_density_min         -0.653
_refine_diff_density_rms         0.119

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.5864(17) 0.5026(9) 0.8197(6) 0.054(3) Uiso 1 1 d . . . . .
H1 H 0.6929 0.5556 0.8256 0.065 Uiso 1 1 calc R U . . .
N3 N 0.9387(17) 0.5904(8) 0.7477(6) 0.052(2) Uiso 1 1 d . . . . .
N2 N 0.7429(16) 0.4260(9) 0.7040(6) 0.055(2) Uiso 1 1 d . . . . .
C18 C 1.2324(19) 0.5899(9) 0.6585(6) 0.040(2) Uiso 1 1 d . . . . .
H18 H 1.3724 0.6145 0.6339 0.048 Uiso 1 1 calc R U . . .
C20 C 1.1311(18) 0.4236(10) 0.5681(6) 0.042(2) Uiso 1 1 d . . . . .
C3 C 0.2705(18) 0.3947(8) 0.8421(6) 0.038(2) Uiso 1 1 d . . . . .
H3 H 0.1322 0.3670 0.8661 0.046 Uiso 1 1 calc R U . . .
C4 C 0.395(2) 0.4866(10) 0.8678(7) 0.044(2) Uiso 1 1 d . . . . .
C19 C 1.1255(19) 0.6393(9) 0.7254(6) 0.041(2) Uiso 1 1 d . . . . .
C17 C 1.0964(18) 0.4991(9) 0.6350(6) 0.038(2) Uiso 1 1 d . . . . .
C2 C 0.3789(19) 0.3470(9) 0.7742(6) 0.040(2) Uiso 1 1 d . . . . .
C1 C 0.5824(19) 0.4233(10) 0.7622(7) 0.048(3) Uiso 1 1 d . . . . .
C23 C 1.198(2) 0.2731(11) 0.4415(7) 0.055(3) Uiso 1 1 d . . . . .
H23 H 1.2176 0.2203 0.3993 0.066 Uiso 1 1 calc R U . . .
C21 C 0.967(2) 0.3495(10) 0.5451(7) 0.053(3) Uiso 1 1 d . . . . .
H21 H 0.8234 0.3471 0.5733 0.064 Uiso 1 1 calc R U . . .
C22 C 0.996(3) 0.2776(13) 0.4830(9) 0.068(4) Uiso 1 1 d . . . . .
H22 H 0.8705 0.2286 0.4680 0.082 Uiso 1 1 calc R U . . .
C5 C 0.304(2) 0.2489(11) 0.7302(7) 0.055(3) Uiso 1 1 d . . . . .
C26 C 1.210(2) 0.7407(10) 0.7695(7) 0.046(3) Uiso 1 1 d . . . . .
C16 C 0.912(2) 0.4977(10) 0.6924(7) 0.048(3) Uiso 1 1 d . . . . .
C25 C 1.343(2) 0.4241(13) 0.5245(8) 0.061(3) Uiso 1 1 d . . . . .
H25 H 1.4624 0.4770 0.5378 0.073 Uiso 1 1 calc R U . . .
C6 C 0.099(3) 0.2006(13) 0.7436(9) 0.072(4) Uiso 1 1 d . . . . .
H6 H -0.0008 0.2273 0.7844 0.086 Uiso 1 1 calc R U . . .
C24 C 1.377(3) 0.3484(13) 0.4627(9) 0.073(4) Uiso 1 1 d . . . . .
H24 H 1.5207 0.3478 0.4350 0.087 Uiso 1 1 calc R U . . .
N5 N 1.416(2) 0.7881(12) 0.7415(8) 0.084(4) Uiso 1 1 d . . . . .
C29 C 1.401(3) 0.9261(17) 0.8419(11) 0.096(5) Uiso 1 1 d . . . . .
H29 H 1.4657 0.9918 0.8660 0.116 Uiso 1 1 calc R U . . .
C30 C 1.500(3) 0.8800(15) 0.7805(10) 0.089(5) Uiso 1 1 d . . . . .
H30 H 1.6409 0.9128 0.7617 0.107 Uiso 1 1 calc R U . . .
C7 C 0.031(3) 0.1036(15) 0.6928(10) 0.093(5) Uiso 1 1 d . . . . .
H7 H -0.1177 0.0686 0.6975 0.112 Uiso 1 1 calc R U . . .
C10 C 0.453(3) 0.2039(15) 0.6716(10) 0.085(5) Uiso 1 1 d . . . . .
H10 H 0.5967 0.2409 0.6612 0.102 Uiso 1 1 calc R U . . .
C11 C 0.3597(19) 0.5613(9) 0.9353(7) 0.042(2) Uiso 1 1 d . . . . .
C14 C 0.294(2) 0.6993(11) 1.0647(8) 0.057(3) Uiso 1 1 d . . . . .
H14 H 0.2765 0.7431 1.1120 0.068 Uiso 1 1 calc R U . . .
C15 C 0.492(3) 0.7123(13) 1.0173(9) 0.068(4) Uiso 1 1 d . . . . .
H15 H 0.6021 0.7701 1.0294 0.082 Uiso 1 1 calc R U . . .
C12 C 0.161(2) 0.5549(12) 0.9776(8) 0.065(4) Uiso 1 1 d . . . . .
H12 H 0.0418 0.5024 0.9630 0.078 Uiso 1 1 calc R U . . .
C13 C 0.133(3) 0.6259(14) 1.0430(9) 0.073(4) Uiso 1 1 d . . . . .
H13 H -0.0075 0.6212 1.0728 0.087 Uiso 1 1 calc R U . . .
N4 N 0.527(2) 0.6412(11) 0.9529(7) 0.074(3) Uiso 1 1 d . . . . .
C28 C 1.208(3) 0.8800(15) 0.8704(11) 0.092(5) Uiso 1 1 d . . . . .
H28 H 1.1442 0.9095 0.9184 0.110 Uiso 1 1 calc R U . . .
C27 C 1.088(3) 0.7846(12) 0.8306(8) 0.065(3) Uiso 1 1 d . . . . .
H27 H 0.9395 0.7568 0.8464 0.077 Uiso 1 1 calc R U . . .
C9 C 0.398(3) 0.1114(14) 0.6301(10) 0.085(4) Uiso 1 1 d . . . . .
H9 H 0.5074 0.0789 0.5948 0.102 Uiso 1 1 calc R U . . .
C8 C 0.190(2) 0.0664(12) 0.6391(8) 0.065(3) Uiso 1 1 d . . . . .
H8 H 0.1483 0.0040 0.6063 0.078 Uiso 1 1 calc R U . . .

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



loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . . 1.344(15) y
N1 C4 . . 1.380(15) y
N1 H1 . . 0.8800 ?
N3 C19 . . 1.275(14) y
N3 C16 . . 1.444(15) y
N2 C16 . . 1.307(14) y
N2 C1 . . 1.346(14) y
C18 C17 . . 1.381(15) y
C18 C19 . . 1.409(14) y
C18 H18 . . 0.9500 ?
C20 C21 . . 1.336(16) y
C20 C25 . . 1.419(16) y
C20 C17 . . 1.447(14) y
C3 C4 . . 1.367(15) y
C3 C2 . . 1.417(14) y
C3 H3 . . 0.9500 ?
C4 C11 . . 1.449(15) y
C19 C26 . . 1.488(15) y
C17 C16 . . 1.432(15) y
C2 C5 . . 1.440(17) y
C2 C1 . . 1.489(15) y
C23 C22 . . 1.355(18) y
C23 C24 . . 1.393(19) y
C23 H23 . . 0.9500 ?
C21 C22 . . 1.355(18) y
C21 H21 . . 0.9500 ?
C22 H22 . . 0.9500 ?
C5 C6 . . 1.323(19) y
C5 C10 . . 1.41(2) y
C26 C27 . . 1.347(17) y
C26 N5 . . 1.391(17) y
C25 C24 . . 1.38(2) y
C25 H25 . . 0.9500 ?
C6 C7 . . 1.48(2) y
C6 H6 . . 0.9500 ?
C24 H24 . . 0.9500 ?
N5 C30 . . 1.36(2) y
C29 C30 . . 1.30(2) y
C29 C28 . . 1.33(2) y
C29 H29 . . 0.9500 ?
C30 H30 . . 0.9500 ?
C7 C8 . . 1.36(2) y
C7 H7 . . 0.9500 ?
C10 C9 . . 1.33(2) y
C10 H10 . . 0.9500 ?
C11 C12 . . 1.347(17) y
C11 N4 . . 1.374(16) y
C14 C13 . . 1.311(19) y
C14 C15 . . 1.396(18) y
C14 H14 . . 0.9500 ?
C15 N4 . . 1.384(18) y
C15 H15 . . 0.9500 ?
C12 C13 . . 1.39(2) y
C12 H12 . . 0.9500 ?
C13 H13 . . 0.9500 ?
C28 C27 . . 1.47(2) y
C28 H28 . . 0.9500 ?
C27 H27 . . 0.9500 ?
C9 C8 . . 1.31(2) y
C9 H9 . . 0.9500 ?
C8 H8 . . 0.9500 ?

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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C4 . . . 108.3(10) y
C1 N1 H1 . . . 125.9 ?
C4 N1 H1 . . . 125.9 ?
C19 N3 C16 . . . 103.9(9) y
C16 N2 C1 . . . 129.6(10) y
C17 C18 C19 . . . 107.6(9) y
C17 C18 H18 . . . 126.2 ?
C19 C18 H18 . . . 126.2 ?
C21 C20 C25 . . . 116.8(11) y
C21 C20 C17 . . . 121.6(10) y
C25 C20 C17 . . . 121.6(11) y
C4 C3 C2 . . . 109.8(9) y
C4 C3 H3 . . . 125.1 ?
C2 C3 H3 . . . 125.1 ?
C3 C4 N1 . . . 109.8(10) y
C3 C4 C11 . . . 131.0(10) y
N1 C4 C11 . . . 119.2(10) y
N3 C19 C18 . . . 114.6(10) y
N3 C19 C26 . . . 119.3(10) y
C18 C19 C26 . . . 126.1(10) y
C18 C17 C16 . . . 103.6(9) y
C18 C17 C20 . . . 128.2(10) y
C16 C17 C20 . . . 128.2(10) y
C3 C2 C5 . . . 127.0(10) y
C3 C2 C1 . . . 102.4(9) y
C5 C2 C1 . . . 130.6(10) y
N1 C1 N2 . . . 119.5(11) y
N1 C1 C2 . . . 109.6(10) y
N2 C1 C2 . . . 130.8(10) y
C22 C23 C24 . . . 117.8(14) y
C22 C23 H23 . . . 121.1 ?
C24 C23 H23 . . . 121.1 ?
C20 C21 C22 . . . 122.6(13) y
C20 C21 H21 . . . 118.7 ?
C22 C21 H21 . . . 118.7 ?
C23 C22 C21 . . . 122.3(14) y
C23 C22 H22 . . . 118.8 ?
C21 C22 H22 . . . 118.8 ?
C6 C5 C10 . . . 119.6(14) y
C6 C5 C2 . . . 121.3(13) y
C10 C5 C2 . . . 119.1(13) y
C27 C26 N5 . . . 123.1(12) y
C27 C26 C19 . . . 121.4(11) y
N5 C26 C19 . . . 115.4(11) y
N2 C16 C17 . . . 131.2(11) y
N2 C16 N3 . . . 118.3(10) y
C17 C16 N3 . . . 110.4(10) y
C24 C25 C20 . . . 120.8(14) y
C24 C25 H25 . . . 119.6 ?
C20 C25 H25 . . . 119.6 ?
C5 C6 C7 . . . 117.6(15) y
C5 C6 H6 . . . 121.2 ?
C7 C6 H6 . . . 121.2 ?
C25 C24 C23 . . . 119.6(14) y
C25 C24 H24 . . . 120.2 ?
C23 C24 H24 . . . 120.2 ?
C30 N5 C26 . . . 117.4(14) y
C30 C29 C28 . . . 119(2) y
C30 C29 H29 . . . 120.6 ?
C28 C29 H29 . . . 120.6 ?
C29 C30 N5 . . . 124.2(18) y
C29 C30 H30 . . . 117.9 ?
N5 C30 H30 . . . 117.9 ?
C8 C7 C6 . . . 117.6(16) y
C8 C7 H7 . . . 121.2 ?
C6 C7 H7 . . . 121.2 ?
C9 C10 C5 . . . 122.4(17) y
C9 C10 H10 . . . 118.8 ?
C5 C10 H10 . . . 118.8 ?
C12 C11 N4 . . . 121.0(12) y
C12 C11 C4 . . . 120.1(11) y
N4 C11 C4 . . . 118.9(10) y
C13 C14 C15 . . . 119.1(14) y
C13 C14 H14 . . . 120.4 ?
C15 C14 H14 . . . 120.4 ?
N4 C15 C14 . . . 120.1(14) y
N4 C15 H15 . . . 119.9 ?
C14 C15 H15 . . . 119.9 ?
C11 C12 C13 . . . 119.2(14) y
C11 C12 H12 . . . 120.4 ?
C13 C12 H12 . . . 120.4 ?
C14 C13 C12 . . . 121.8(15) y
C14 C13 H13 . . . 119.1 ?
C12 C13 H13 . . . 119.1 ?
C11 N4 C15 . . . 118.4(12) y
C29 C28 C27 . . . 122.5(17) y
C29 C28 H28 . . . 118.7 ?
C27 C28 H28 . . . 118.7 ?
C26 C27 C28 . . . 113.4(14) y
C26 C27 H27 . . . 123.3 ?
C28 C27 H27 . . . 123.3 ?
C8 C9 C10 . . . 118.7(17) y
C8 C9 H9 . . . 120.6 ?
C10 C9 H9 . . . 120.6 ?
C9 C8 C7 . . . 123.8(16) y
C9 C8 H8 . . . 118.1 ?
C7 C8 H8 . . . 118.1 ?




_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 1005389'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_mha108
# start Validation Reply Form
_vrf_PLAT413_mha108              
;
PROBLEM: Short Inter XH3 .. XHn   H123 .. H10C .. 1.90 Ang.
         Short Inter XH3 .. XHn   H124 .. H10D .. 1.93 Ang.
         Short Inter XH3 .. XHn    H90 .. H13F .. 2.09 Ang.

RESPONSE: Checked. Short H .. H contact involving CH3 H-atoms 
from a modeled disordered moiety. H atoms are placed at not optimal
calculated positions.
;

_vrf_PLAT220_mha108              
;
PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) Range  3.8 Ratio
         Large Non-Solvent C Ueq(max)/Ueq(min) Range  3.6 Ratio 

RESPONSE: disorder present in the structure.
;

_vrf_PLAT222_mha108              
;
PROBLEM: Large Non-Solvent H Uiso(max)/Uiso(min) Range  5.1 Ratio
         Large Non-Solvent H Uiso(max)/Uiso(min) Range  4.4 Ratio 

RESPONSE: disorder present in the structure
;

_vrf_PLAT234_mha108              
;
PROBLEM: Large Hirshfeld Difference O6 -- C100 .. 0.17 Ang.

RESPONSE: atoms from a modeled disordered moiety; relevant atomic 
sites have been checked and they were found to be consistent with the
chemistry performed.
;

_vrf_PLAT340_mha108              
;
PROBLEM: Low Bond Precision on  C-C Bonds .....  0.0056 Ang.

RESPONSE: disorder present in the structure
;

_vrf_PLAT007_mha108              
;
PROBLEM: Number of Unrefined Donor-H Atoms ..........12 Why ? 
 
RESPONSE: The N-H and O-H atoms were located from the difference 
Fourier map, and refined using the riding model, with appropriate 
thermal displacement coefficients Uiso(H) = 1.2 x Ueq(heteroatom).
;

_vrf_PLAT230_mha108              
;
PROBLEM: Hirshfeld Test Diff for O7 -- C133 .. 5.2 su.

RESPONSE: atoms from a modeled disordered moiety; relevant atomic
sites have been checked and they were found to be consistent with the
chemistry performed.
;

_vrf_PLAT301_mha108              
;
PROBLEM: Main Residue  Disorder ............ Percentage = 1 Note  

RESPONSE: the disordered moieties of the structure were modeled using 
PART instructions; the occupation of the atom sites was refined before 
being fixed at the values obtained from the refinement; all atoms were 
refined anisotropically; SIMU restraints were used.   
;

_vrf_PLAT605_mha108              
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of .. 56 A**3   

RESPONSE: Electron density peaks thought to be highly disordered solvent 
atoms were identified during the refinment, but all attempts to model 
them were not successfull; the SQUEEZE routine from PLATON was used to 
remove them, which resulted in an improvement of R1 by 2.3%. Water didn't 
fit.  
;

_vrf_PLAT869_mha108              
;
PROBLEM: ALERTS Related to the use of SQUEEZE Suppressed ! Info    

RESPONSE: Electron density peaks thought to be highly disordered solvent 
atoms were identified during the refinment, but all attempts to model 
them were not successfull; the SQUEEZE routine from PLATON was used to 
remove them, which resulted in an improvement of R1 by 2.3%. 
;

# end Validation Reply Form 
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H25 N3 O2'
_chemical_formula_sum            'C33 H25 N3 O2'
_chemical_formula_weight         495.56
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_symmetry_space_group_name_H-M   Pc
_space_group_IT_number           7
_space_group_name_H-M_alt        'P c'
_space_group_name_Hall           'P -2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   20.1555(2)
_cell_length_b                   9.67570(10)
_cell_length_c                   25.4600(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.6680(10)
_cell_angle_gamma                90
_cell_volume                     4879.35(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9947
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      70.59

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             2080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.168
_exptl_crystal_size_mid          0.042
_exptl_crystal_size_min          0.006
_exptl_absorpt_coefficient_mu    0.674
_shelx_estimated_absorpt_T_min   0.895
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6750
_exptl_absorpt_correction_T_max  0.7534
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 2008)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker smart diffractometer equiped with an APEX II CCD Detector,
a Incoatec IMuS source and a Quazar MX mirror. The crystal-to-detector distance 
4.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 180.0 degree
scan in 180 frames over three different parts of the reciprocal space
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Incoatec I\muS Microsource '
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            94028
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.231
_diffrn_reflns_theta_max         71.117
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             18292
_reflns_number_gt                16233
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.999
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.999

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

_computing_data_collection       'APEX2  (Bruker AXS, 2009)'
_computing_cell_refinement       'SAINT V7.68A(Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A(Bruker AXS, 2009)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL  (Bruker AXS, 2003)'
_computing_publication_material  'UdMX (Maris, 2004)'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0599P)²+2.2405P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.3(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         18292
_refine_ls_number_parameters     1394
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1241
_refine_ls_wR_factor_gt          0.1183
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.90395(14) 0.1763(3) 0.43518(9) 0.0225(6) Uani 1 1 d . . . . .
O2 O 0.78872(19) 0.4211(4) 0.41043(12) 0.0486(10) Uani 1 1 d . . . . .
H2B H 0.7990 0.4071 0.4427 0.058 Uiso 1 1 calc R U . . .
N1 N 0.91812(15) 0.2672(3) 0.53819(11) 0.0184(6) Uani 1 1 d . . . . .
H1A H 0.8910 0.2838 0.5086 0.022 Uiso 1 1 calc R U . . .
N2 N 0.87509(15) 0.4312(3) 0.59832(11) 0.0170(6) Uani 1 1 d . . . . .
N3 N 0.80602(15) 0.4835(3) 0.51141(11) 0.0173(6) Uani 1 1 d . . . . .
C1 C 0.91714(18) 0.3348(4) 0.58639(13) 0.0171(7) Uani 1 1 d . . . . .
C2 C 0.97009(18) 0.2762(4) 0.62444(14) 0.0184(7) Uani 1 1 d . . . . .
C3 C 1.00093(18) 0.1750(4) 0.59852(14) 0.0189(7) Uani 1 1 d . . . . .
H3 H 1.0369 0.1196 0.6141 0.023 Uiso 1 1 calc R U . . .
C4 C 0.96855(19) 0.1706(4) 0.54490(14) 0.0191(7) Uani 1 1 d . . . . .
C5 C 0.98918(18) 0.3109(4) 0.68156(14) 0.0173(7) Uani 1 1 d . . . . .
C6 C 0.97985(18) 0.4456(4) 0.70125(14) 0.0224(7) Uani 1 1 d . . . . .
H6 H 0.9602 0.5140 0.6778 0.027 Uiso 1 1 calc R U . . .
C7 C 0.99973(19) 0.4764(4) 0.75523(14) 0.0258(7) Uani 1 1 d . . . . .
H7 H 0.9934 0.5648 0.7678 0.031 Uiso 1 1 calc R U . . .
C8 C 1.0294(2) 0.3729(4) 0.79055(14) 0.0239(8) Uani 1 1 d . . . . .
H8 H 1.0431 0.3930 0.8266 0.029 Uiso 1 1 calc R U . . .
C9 C 1.03814(18) 0.2433(4) 0.77225(14) 0.0247(7) Uani 1 1 d . . . . .
H9 H 1.0574 0.1750 0.7960 0.030 Uiso 1 1 calc R U . . .
C10 C 1.01867(17) 0.2125(4) 0.71856(13) 0.0220(7) Uani 1 1 d . . . . .
H10 H 1.0255 0.1235 0.7068 0.026 Uiso 1 1 calc R U . . .
C11 C 0.98579(19) 0.0789(4) 0.50357(14) 0.0207(7) Uani 1 1 d . . . . .
C12 C 0.95455(19) 0.0836(4) 0.44936(15) 0.0201(7) Uani 1 1 d . . . . .
C13 C 0.9748(2) -0.0073(4) 0.41217(14) 0.0228(8) Uani 1 1 d . . . . .
H13 H 0.9536 -0.0052 0.3765 0.027 Uiso 1 1 calc R U . . .
C14 C 1.0267(2) -0.1000(4) 0.42914(15) 0.0256(8) Uani 1 1 d . . . . .
H14 H 1.0404 -0.1592 0.4044 0.031 Uiso 1 1 calc R U . . .
C15 C 1.0587(2) -0.1064(4) 0.48209(15) 0.0248(8) Uani 1 1 d . . . . .
H15 H 1.0935 -0.1691 0.4929 0.030 Uiso 1 1 calc R U . . .
C16 C 1.03799(19) -0.0182(4) 0.51863(14) 0.0193(7) Uani 1 1 d . . . . .
H16 H 1.0592 -0.0231 0.5543 0.023 Uiso 1 1 calc R U . . .
C17 C 0.82635(19) 0.4943(4) 0.56723(13) 0.0175(7) Uani 1 1 d . . . . .
C18 C 0.78436(19) 0.5998(4) 0.58697(14) 0.0186(7) Uani 1 1 d . . . . .
C19 C 0.74238(19) 0.6509(4) 0.54342(14) 0.0206(7) Uani 1 1 d . . . . .
H19 H 0.7103 0.7202 0.5431 0.025 Uiso 1 1 calc R U . . .
C20 C 0.75723(18) 0.5767(4) 0.49762(13) 0.0174(7) Uani 1 1 d . . . . .
C21 C 0.78529(18) 0.6394(4) 0.64311(13) 0.0176(7) Uani 1 1 d . . . . .
C22 C 0.75967(18) 0.7710(4) 0.65337(14) 0.0229(7) Uani 1 1 d . . . . .
H22 H 0.7435 0.8299 0.6250 0.027 Uiso 1 1 calc R U . . .
C23 C 0.75854(19) 0.8131(4) 0.70553(15) 0.0266(7) Uani 1 1 d . . . . .
H23 H 0.7422 0.8999 0.7123 0.032 Uiso 1 1 calc R U . . .
C24 C 0.78282(19) 0.7211(4) 0.74814(14) 0.0260(8) Uani 1 1 d . . . . .
H24 H 0.7808 0.7459 0.7831 0.031 Uiso 1 1 calc R U . . .
C25 C 0.8090(2) 0.5969(4) 0.73789(15) 0.0317(8) Uani 1 1 d . . . . .
H25 H 0.8265 0.5389 0.7662 0.038 Uiso 1 1 calc R U . . .
C26 C 0.81030(19) 0.5545(4) 0.68575(14) 0.0256(7) Uani 1 1 d . . . . .
H26 H 0.8281 0.4685 0.6797 0.031 Uiso 1 1 calc R U . . .
C27 C 0.72170(18) 0.5942(4) 0.44247(13) 0.0174(7) Uani 1 1 d . . . . .
C28 C 0.7382(2) 0.5132(4) 0.40088(15) 0.0261(8) Uani 1 1 d . . . . .
C29 C 0.7039(2) 0.5306(5) 0.34856(15) 0.0334(10) Uani 1 1 d . . . . .
H29 H 0.7155 0.4771 0.3213 0.040 Uiso 1 1 calc R U . . .
C30 C 0.6531(2) 0.6263(4) 0.33697(15) 0.0289(8) Uani 1 1 d . . . . .
H30 H 0.6306 0.6376 0.3019 0.035 Uiso 1 1 calc R U . . .
C31 C 0.6351(2) 0.7062(5) 0.37723(16) 0.0311(9) Uani 1 1 d . . . . .
H31 H 0.6004 0.7707 0.3694 0.037 Uiso 1 1 calc R U . . .
C32 C 0.6695(2) 0.6891(5) 0.42957(15) 0.0299(9) Uani 1 1 d . . . . .
H32 H 0.6571 0.7425 0.4566 0.036 Uiso 1 1 calc R U . . .
C33 C 0.8789(2) 0.1915(4) 0.37902(15) 0.0316(9) Uani 1 1 d . . . . .
H33A H 0.8470 0.2662 0.3732 0.047 Uiso 1 1 calc R U . . .
H33B H 0.8570 0.1075 0.3652 0.047 Uiso 1 1 calc R U . . .
H33C H 0.9157 0.2109 0.3611 0.047 Uiso 1 1 calc R U . . .
O3 O 0.90204(14) 0.6732(3) 0.42937(9) 0.0232(6) Uani 1 1 d . . . . .
O4 O 0.79267(19) 0.9215(3) 0.40517(11) 0.0423(9) Uani 1 1 d . . . . .
H4B H 0.8015 0.9048 0.4373 0.051 Uiso 1 1 calc R U . . .
N4 N 0.91561(15) 0.7625(3) 0.53293(11) 0.0156(6) Uani 1 1 d . . . . .
H4A H 0.8874 0.7763 0.5037 0.019 Uiso 1 1 calc R U . . .
N5 N 0.87329(15) 0.9271(3) 0.59355(11) 0.0159(6) Uani 1 1 d . . . . .
N6 N 0.80513(15) 0.9795(3) 0.50625(11) 0.0177(6) Uani 1 1 d . . . . .
C34 C 0.91468(17) 0.8289(3) 0.58151(12) 0.0138(6) Uani 1 1 d . . . . .
C35 C 0.96964(17) 0.7758(3) 0.61907(13) 0.0153(6) Uani 1 1 d . . . . .
C36 C 1.00263(18) 0.6808(4) 0.59229(13) 0.0173(7) Uani 1 1 d . . . . .
H36 H 1.0410 0.6311 0.6072 0.021 Uiso 1 1 calc R U . . .
C37 C 0.96889(18) 0.6717(3) 0.53932(13) 0.0164(7) Uani 1 1 d . . . . .
C38 C 0.98877(18) 0.8131(3) 0.67601(13) 0.0161(7) Uani 1 1 d . . . . .
C39 C 1.05738(18) 0.8155(3) 0.70060(13) 0.0219(7) Uani 1 1 d . . . . .
H39 H 1.0904 0.7960 0.6806 0.026 Uiso 1 1 calc R U . . .
C40 C 1.07595(18) 0.8467(4) 0.75453(14) 0.0234(7) Uani 1 1 d . . . . .
H40 H 1.1214 0.8499 0.7703 0.028 Uiso 1 1 calc R U . . .
C41 C 1.02755(19) 0.8728(4) 0.78487(13) 0.0206(7) Uani 1 1 d . . . . .
H41 H 1.0402 0.8888 0.8214 0.025 Uiso 1 1 calc R U . . .
C42 C 0.95929(19) 0.8751(4) 0.76085(13) 0.0233(7) Uani 1 1 d . . . . .
H42 H 0.9266 0.8971 0.7809 0.028 Uiso 1 1 calc R U . . .
C43 C 0.94058(17) 0.8447(4) 0.70702(13) 0.0213(7) Uani 1 1 d . . . . .
H43 H 0.8951 0.8452 0.6913 0.026 Uiso 1 1 calc R U . . .
C44 C 0.98522(18) 0.5789(4) 0.49801(13) 0.0172(7) Uani 1 1 d . . . . .
C45 C 0.95285(18) 0.5805(4) 0.44389(13) 0.0174(7) Uani 1 1 d . . . . .
C46 C 0.97298(19) 0.4877(4) 0.40765(13) 0.0197(7) Uani 1 1 d . . . . .
H46 H 0.9509 0.4873 0.3722 0.024 Uiso 1 1 calc R U . . .
C47 C 1.0255(2) 0.3967(4) 0.42435(14) 0.0225(7) Uani 1 1 d . . . . .
H47 H 1.0388 0.3363 0.3998 0.027 Uiso 1 1 calc R U . . .
C48 C 1.05859(19) 0.3944(4) 0.47727(15) 0.0218(7) Uani 1 1 d . . . . .
H48 H 1.0938 0.3329 0.4884 0.026 Uiso 1 1 calc R U . . .
C49 C 1.03829(19) 0.4845(4) 0.51269(13) 0.0201(7) Uani 1 1 d . . . . .
H49 H 1.0607 0.4831 0.5481 0.024 Uiso 1 1 calc R U . . .
C50 C 0.82565(19) 0.9925(4) 0.56178(13) 0.0173(7) Uani 1 1 d . . . . .
C51 C 0.78313(18) 1.0973(4) 0.58129(14) 0.0183(7) Uani 1 1 d . . . . .
C52 C 0.74073(19) 1.1476(4) 0.53739(14) 0.0224(7) Uani 1 1 d . . . . .
H52 H 0.7087 1.2171 0.5367 0.027 Uiso 1 1 calc R U . . .
C53 C 0.75564(19) 1.0705(4) 0.49190(14) 0.0195(7) Uani 1 1 d . . . . .
C54 C 0.78214(18) 1.1368(4) 0.63746(13) 0.0181(7) Uani 1 1 d . . . . .
C55 C 0.84017(18) 1.1367(3) 0.67642(14) 0.0216(7) Uani 1 1 d . . . . .
H55 H 0.8812 1.1098 0.6679 0.026 Uiso 1 1 calc R U . . .
C56 C 0.8368(2) 1.1771(4) 0.72861(14) 0.0262(7) Uani 1 1 d . . . . .
H56 H 0.8761 1.1786 0.7544 0.031 Uiso 1 1 calc R U . . .
C57 C 0.7765(2) 1.2146(4) 0.74247(14) 0.0252(8) Uani 1 1 d . . . . .
H57 H 0.7744 1.2377 0.7776 0.030 Uiso 1 1 calc R U . . .
C58 C 0.7181(2) 1.2173(4) 0.70246(16) 0.0325(8) Uani 1 1 d . . . . .
H58 H 0.6771 1.2447 0.7110 0.039 Uiso 1 1 calc R U . . .
C59 C 0.72109(19) 1.1794(4) 0.65048(15) 0.0298(8) Uani 1 1 d . . . . .
H59 H 0.6823 1.1823 0.6242 0.036 Uiso 1 1 calc R U . . .
C60 C 0.72114(19) 1.0880(4) 0.43659(13) 0.0197(7) Uani 1 1 d . . . . .
C61 C 0.7407(2) 1.0107(4) 0.39514(15) 0.0253(8) Uani 1 1 d . . . . .
C62 C 0.7089(2) 1.0304(4) 0.34257(15) 0.0308(9) Uani 1 1 d . . . . .
H62 H 0.7226 0.9797 0.3154 0.037 Uiso 1 1 calc R U . . .
C63 C 0.6571(2) 1.1250(4) 0.33034(15) 0.0284(8) Uani 1 1 d . . . . .
H63 H 0.6364 1.1389 0.2949 0.034 Uiso 1 1 calc R U . . .
C64 C 0.6356(2) 1.2002(5) 0.37115(18) 0.0376(10) Uani 1 1 d . . . . .
H64 H 0.6000 1.2625 0.3631 0.045 Uiso 1 1 calc R U . . .
C65 C 0.6676(2) 1.1813(5) 0.42322(17) 0.0349(10) Uani 1 1 d . . . . .
H65 H 0.6533 1.2316 0.4502 0.042 Uiso 1 1 calc R U . . .
C66 C 0.8768(3) 0.6863(5) 0.37339(16) 0.0382(11) Uani 1 1 d . . . . .
H66A H 0.9135 0.7053 0.3552 0.057 Uiso 1 1 calc R U . . .
H66B H 0.8447 0.7607 0.3673 0.057 Uiso 1 1 calc R U . . .
H66C H 0.8551 0.6017 0.3600 0.057 Uiso 1 1 calc R U . . .
O5 O 0.32740(17) 0.4203(3) 0.47462(12) 0.0403(8) Uani 1 1 d . . . . .
H5B H 0.3400 0.4497 0.4479 0.048 Uiso 0.3634 1 calc R U P A 1
O6 O 0.43719(18) 0.6646(4) 0.50422(13) 0.0447(9) Uani 1 1 d . . . . .
H6B H 0.4197 0.6701 0.4725 0.054 Uiso 0.6366 1 calc R U P B 2
N7 N 0.30925(15) 0.5199(3) 0.37395(12) 0.0186(6) Uani 1 1 d . . . . .
H7A H 0.3371 0.5329 0.4035 0.022 Uiso 0.6366 1 calc R U P C 2
N8 N 0.35191(17) 0.6867(3) 0.31558(12) 0.0216(6) Uani 1 1 d . . . . .
N9 N 0.41970(17) 0.7356(3) 0.40333(13) 0.0232(7) Uani 1 1 d . . . . .
H9A H 0.4027 0.6786 0.4231 0.028 Uiso 0.3634 1 calc R U P D 1
C67 C 0.31065(19) 0.5880(4) 0.32617(14) 0.0211(7) Uani 1 1 d . . . . .
C68 C 0.2555(2) 0.5363(4) 0.28725(15) 0.0222(7) Uani 1 1 d . . . . .
C69 C 0.22191(19) 0.4411(4) 0.31341(15) 0.0230(8) Uani 1 1 d . . . . .
H69 H 0.1830 0.3931 0.2985 0.028 Uiso 1 1 calc R U . . .
C70 C 0.25682(19) 0.4296(4) 0.36652(15) 0.0204(7) Uani 1 1 d . . . . .
C71 C 0.2372(2) 0.5760(4) 0.23080(15) 0.0235(8) Uani 1 1 d . . . . .
C72 C 0.16957(18) 0.5753(3) 0.20612(14) 0.0233(7) Uani 1 1 d . . . . .
H72 H 0.1365 0.5543 0.2259 0.028 Uiso 1 1 calc R U . . .
C73 C 0.1513(2) 0.6057(4) 0.15226(15) 0.0283(8) Uani 1 1 d . . . . .
H73 H 0.1060 0.6046 0.1362 0.034 Uiso 1 1 calc R U . . .
C74 C 0.2005(2) 0.6381(4) 0.12160(15) 0.0289(9) Uani 1 1 d . . . . .
H74 H 0.1884 0.6610 0.0856 0.035 Uiso 1 1 calc R U . . .
C75 C 0.2675(2) 0.6349(4) 0.14666(15) 0.0293(8) Uani 1 1 d . . . . .
H75 H 0.3008 0.6536 0.1268 0.035 Uiso 1 1 calc R U . . .
C76 C 0.28661(19) 0.6046(4) 0.20084(14) 0.0261(7) Uani 1 1 d . . . . .
H76 H 0.3320 0.6034 0.2168 0.031 Uiso 1 1 calc R U . . .
C77 C 0.24007(19) 0.3352(4) 0.40669(14) 0.0195(7) Uani 1 1 d . . . . .
C78 C 0.2751(2) 0.3299(4) 0.45974(17) 0.0275(8) Uani 1 1 d . . . . .
C79 C 0.2557(2) 0.2375(4) 0.49566(17) 0.0314(9) Uani 1 1 d . . . . .
H79 H 0.2789 0.2367 0.5308 0.038 Uiso 1 1 calc R U . . .
C80 C 0.2031(2) 0.1470(4) 0.48052(15) 0.0265(8) Uani 1 1 d . . . . .
H80 H 0.1914 0.0843 0.5050 0.032 Uiso 1 1 calc R U . . .
C81 C 0.1674(2) 0.1500(4) 0.42817(16) 0.0243(8) Uani 1 1 d . . . . .
H81 H 0.1313 0.0902 0.4175 0.029 Uiso 1 1 calc R U . . .
C82 C 0.18604(19) 0.2428(4) 0.39218(15) 0.0215(7) Uani 1 1 d . . . . .
H82 H 0.1620 0.2439 0.3573 0.026 Uiso 1 1 calc R U . . .
C83 C 0.40060(19) 0.7521(4) 0.34821(15) 0.0211(7) Uani 1 1 d . . . . .
C84 C 0.4426(2) 0.8583(4) 0.32975(16) 0.0239(8) Uani 1 1 d . . . . .
C85 C 0.4842(2) 0.9040(4) 0.37481(16) 0.0257(8) Uani 1 1 d . . . . .
H85 H 0.5163 0.9736 0.3762 0.031 Uiso 1 1 calc R U . . .
C86 C 0.47040(19) 0.8275(4) 0.41969(16) 0.0247(8) Uani 1 1 d . . . . .
C87 C 0.4435(2) 0.9006(4) 0.27468(16) 0.0263(8) Uani 1 1 d . . . . .
C88 C 0.38693(19) 0.8962(4) 0.23365(15) 0.0274(7) Uani 1 1 d . . . . .
H88 H 0.3460 0.8643 0.2409 0.033 Uiso 1 1 calc R U . . .
C89 C 0.3910(2) 0.9387(4) 0.18231(18) 0.0375(9) Uani 1 1 d . . . . .
H89 H 0.3529 0.9353 0.1554 0.045 Uiso 1 1 calc R U . . .
C90 C 0.4516(3) 0.9863(5) 0.17117(19) 0.0446(12) Uani 1 1 d . . . . .
H90 H 0.4535 1.0198 0.1372 0.054 Uiso 1 1 calc R U . . .
C91 C 0.5085(2) 0.9843(5) 0.2095(2) 0.0460(11) Uani 1 1 d . . . . .
H91 H 0.5496 1.0109 0.2011 0.055 Uiso 1 1 calc R U . . .
C92 C 0.5051(2) 0.9425(4) 0.26121(17) 0.0344(9) Uani 1 1 d . . . . .
H92 H 0.5441 0.9422 0.2873 0.041 Uiso 1 1 calc R U . . .
C93 C 0.5057(2) 0.8384(4) 0.47473(17) 0.0289(9) Uani 1 1 d . . . . .
C94 C 0.4890(2) 0.7567(5) 0.51526(18) 0.0322(9) Uani 1 1 d . . . . .
C95 C 0.5256(2) 0.7652(5) 0.56742(18) 0.0396(10) Uani 1 1 d . . . . .
H95 H 0.5144 0.7088 0.5940 0.047 Uiso 1 1 calc R U . . .
C96 C 0.5783(2) 0.8572(5) 0.57934(19) 0.0397(11) Uani 1 1 d . . . . .
H96 H 0.6029 0.8623 0.6140 0.048 Uiso 1 1 calc R U . . .
C97 C 0.5947(2) 0.9411(6) 0.5405(2) 0.0481(13) Uani 1 1 d . . . . .
H97 H 0.6300 1.0037 0.5491 0.058 Uiso 1 1 calc R U . . .
C98 C 0.5592(2) 0.9339(5) 0.48856(19) 0.0378(11) Uani 1 1 d . . . . .
H98 H 0.5705 0.9922 0.4626 0.045 Uiso 1 1 calc R U . . .
C99 C 0.3479(4) 0.4397(7) 0.5339(2) 0.0328(15) Uani 0.6366 1 d . . P E 2
H99A H 0.3669 0.3553 0.5499 0.049 Uiso 0.6366 1 calc R U P E 2
H99B H 0.3091 0.4641 0.5488 0.049 Uiso 0.6366 1 calc R U P E 2
H99C H 0.3809 0.5121 0.5410 0.049 Uiso 0.6366 1 calc R U P E 2
C100 C 0.4179(11) 0.5956(16) 0.5461(5) 0.075(5) Uani 0.3634 1 d . . P F 1
H10B H 0.3756 0.5497 0.5338 0.113 Uiso 0.3634 1 calc R U P F 1
H10C H 0.4128 0.6604 0.5736 0.113 Uiso 0.3634 1 calc R U P F 1
H10D H 0.4516 0.5286 0.5601 0.113 Uiso 0.3634 1 calc R U P F 1
O7 O 0.32586(16) -0.0765(3) 0.47363(13) 0.0370(7) Uani 1 1 d . . . G 1
H7B H 0.3309 -0.0286 0.4481 0.044 Uiso 0.3661 1 calc R U P G 2
O8 O 0.4358(2) 0.1674(4) 0.50288(15) 0.0545(11) Uani 1 1 d . . . . .
H8B H 0.4158 0.1781 0.4720 0.065 Uiso 0.6339 1 calc R U P H 1
N10 N 0.30812(15) 0.0224(3) 0.37192(12) 0.0203(6) Uani 1 1 d . . . . .
H10A H 0.3349 0.0382 0.4018 0.024 Uiso 0.6339 1 calc R U P I 1
N11 N 0.35158(17) 0.1879(3) 0.31348(14) 0.0259(7) Uani 1 1 d . . . . .
N12 N 0.42012(18) 0.2332(3) 0.40109(15) 0.0316(8) Uani 1 1 d . . . . .
H12A H 0.4028 0.1768 0.4209 0.038 Uiso 0.3661 1 calc R U P J 2
C101 C 0.3091(2) 0.0911(4) 0.32417(15) 0.0225(8) Uani 1 1 d . . . . .
C102 C 0.25630(19) 0.0349(4) 0.28426(15) 0.0223(7) Uani 1 1 d . . . . .
C103 C 0.2252(2) -0.0666(4) 0.30972(16) 0.0253(8) Uani 1 1 d . . . . .
H103 H 0.1888 -0.1207 0.2939 0.030 Uiso 1 1 calc R U . . .
C104 C 0.2582(2) -0.0738(4) 0.36392(15) 0.0224(7) Uani 1 1 d . . . . .
C105 C 0.2385(2) 0.0732(4) 0.22751(16) 0.0248(8) Uani 1 1 d . . . . .
C106 C 0.20918(19) -0.0294(4) 0.19065(15) 0.0270(7) Uani 1 1 d . . . . .
H106 H 0.2027 -0.1184 0.2025 0.032 Uiso 1 1 calc R U . . .
C107 C 0.1901(2) 0.0028(4) 0.13673(16) 0.0305(8) Uani 1 1 d . . . . .
H107 H 0.1704 -0.0643 0.1127 0.037 Uiso 1 1 calc R U . . .
C108 C 0.2008(2) 0.1380(4) 0.11846(16) 0.0308(9) Uani 1 1 d . . . . .
H108 H 0.1884 0.1604 0.0825 0.037 Uiso 1 1 calc R U . . .
C109 C 0.2296(2) 0.2351(4) 0.15475(16) 0.0318(8) Uani 1 1 d . . . . .
H109 H 0.2363 0.3242 0.1431 0.038 Uiso 1 1 calc R U . . .
C110 C 0.2491(2) 0.2030(4) 0.20880(15) 0.0270(7) Uani 1 1 d . . . . .
H110 H 0.2696 0.2703 0.2325 0.032 Uiso 1 1 calc R U . . .
C111 C 0.24096(18) -0.1658(4) 0.40431(14) 0.0194(7) Uani 1 1 d . . . . .
C112 C 0.2746(2) -0.1676(4) 0.45807(16) 0.0267(8) Uani 1 1 d . . . . .
C113 C 0.2544(2) -0.2587(4) 0.49424(16) 0.0304(9) Uani 1 1 d . . . . .
H113 H 0.2765 -0.2573 0.5297 0.036 Uiso 1 1 calc R U . . .
C114 C 0.2025(2) -0.3508(4) 0.47892(15) 0.0269(8) Uani 1 1 d . . . . .
H114 H 0.1903 -0.4125 0.5035 0.032 Uiso 1 1 calc R U . . .
C115 C 0.16840(19) -0.3505(4) 0.42603(15) 0.0230(7) Uani 1 1 d . . . . .
H115 H 0.1325 -0.4108 0.4153 0.028 Uiso 1 1 calc R U . . .
C116 C 0.18791(19) -0.2608(4) 0.38969(14) 0.0215(7) Uani 1 1 d . . . . .
H116 H 0.1653 -0.2631 0.3544 0.026 Uiso 1 1 calc R U . . .
C117 C 0.4016(2) 0.2492(4) 0.34594(18) 0.0271(8) Uani 1 1 d . . . . .
C118 C 0.4442(2) 0.3551(4) 0.3275(2) 0.0328(9) Uani 1 1 d . . . . .
C119 C 0.4857(2) 0.4000(4) 0.3726(2) 0.0369(10) Uani 1 1 d . . . . .
H119 H 0.5182 0.4687 0.3740 0.044 Uiso 1 1 calc R U . . .
C120 C 0.4713(2) 0.3249(4) 0.4173(2) 0.0356(10) Uani 1 1 d . . . . .
C121 C 0.4432(2) 0.4001(5) 0.2726(2) 0.0378(11) Uani 1 1 d . . . . .
C122 C 0.4182(2) 0.3144(4) 0.2274(2) 0.0405(10) Uani 1 1 d . . . . .
H122 H 0.4009 0.2275 0.2327 0.049 Uiso 1 1 calc R U . . .
C123 C 0.4195(3) 0.3594(5) 0.1755(2) 0.0472(11) Uani 1 1 d . . . . .
H123 H 0.4030 0.3034 0.1464 0.057 Uiso 1 1 calc R U . . .
C124 C 0.4464(3) 0.4920(5) 0.1680(2) 0.0478(13) Uani 1 1 d . . . . .
H124 H 0.4468 0.5237 0.1336 0.057 Uiso 1 1 calc R U . . .
C125 C 0.4711(2) 0.5716(5) 0.2099(2) 0.0480(12) Uani 1 1 d . . . . .
H125 H 0.4894 0.6574 0.2043 0.058 Uiso 1 1 calc R U . . .
C126 C 0.4698(2) 0.5282(4) 0.2616(2) 0.0411(10) Uani 1 1 d . . . . .
H126 H 0.4873 0.5861 0.2900 0.049 Uiso 1 1 calc R U . . .
C127 C 0.5059(2) 0.3366(5) 0.4721(2) 0.0403(12) Uani 1 1 d . . . . .
C128 C 0.4873(3) 0.2588(5) 0.5135(2) 0.0454(12) Uani 1 1 d . . . . .
C129 C 0.5220(3) 0.2721(6) 0.5667(3) 0.0600(16) Uani 1 1 d . . . . .
H129 H 0.5095 0.2189 0.5937 0.072 Uiso 1 1 calc R U . . .
C130 C 0.5741(3) 0.3633(6) 0.5783(3) 0.0633(18) Uani 1 1 d . . . . .
H130 H 0.5969 0.3722 0.6134 0.076 Uiso 1 1 calc R U . . .
C131 C 0.5934(3) 0.4421(7) 0.5392(3) 0.066(2) Uani 1 1 d . . . . .
H131 H 0.6292 0.5036 0.5478 0.079 Uiso 1 1 calc R U . . .
C132 C 0.5599(2) 0.4308(6) 0.4868(2) 0.0511(14) Uani 1 1 d . . . . .
H132 H 0.5730 0.4863 0.4607 0.061 Uiso 1 1 calc R U . . .
C133 C 0.3480(4) -0.0668(7) 0.5340(2) 0.0315(14) Uani 0.6339 1 d . . P G 1
H13A H 0.3802 0.0066 0.5426 0.047 Uiso 0.6339 1 calc R U P G 1
H13B H 0.3684 -0.1526 0.5475 0.047 Uiso 0.6339 1 calc R U P G 1
H13C H 0.3095 -0.0485 0.5501 0.047 Uiso 0.6339 1 calc R U P G 1
C134 C 0.4248(10) 0.0944(14) 0.5457(5) 0.070(5) Uani 0.3661 1 d . . P K 2
H13D H 0.3871 0.0336 0.5351 0.106 Uiso 0.3661 1 calc R U P K 2
H13E H 0.4154 0.1567 0.5727 0.106 Uiso 0.3661 1 calc R U P K 2
H13F H 0.4643 0.0409 0.5597 0.106 Uiso 0.3661 1 calc R U P K 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C12 1.356(5) . ?
O1 C33 1.433(4) . ?
O2 C28 1.341(5) . ?
O2 H2B 0.8200 . ?
N1 C4 1.368(5) . ?
N1 C1 1.394(4) . ?
N1 H1A 0.8600 . ?
N2 C17 1.295(5) . ?
N2 C1 1.333(5) . ?
N3 C20 1.333(5) . ?
N3 C17 1.408(4) . ?
C1 C2 1.420(5) . ?
C2 C3 1.390(5) . ?
C2 C5 1.473(5) . ?
C3 C4 1.401(5) . ?
C3 H3 0.9300 . ?
C4 C11 1.467(5) . ?
C5 C10 1.392(5) . ?
C5 C6 1.422(5) . ?
C6 C7 1.391(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.403(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.361(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.383(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.408(5) . ?
C11 C16 1.410(5) . ?
C12 C13 1.408(5) . ?
C13 C14 1.384(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.384(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.472(5) . ?
C18 C19 1.358(5) . ?
C18 C21 1.477(4) . ?
C19 C20 1.447(5) . ?
C19 H19 0.9300 . ?
C20 C27 1.463(4) . ?
C21 C26 1.380(5) . ?
C21 C22 1.417(5) . ?
C22 C23 1.393(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.418(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.358(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.394(5) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C32 1.390(5) . ?
C27 C28 1.406(5) . ?
C28 C29 1.393(5) . ?
C29 C30 1.372(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.385(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.393(6) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
O3 C45 1.360(4) . ?
O3 C66 1.428(4) . ?
O4 C61 1.345(5) . ?
O4 H4B 0.8200 . ?
N4 C37 1.374(4) . ?
N4 C34 1.397(4) . ?
N4 H4A 0.8600 . ?
N5 C50 1.299(5) . ?
N5 C34 1.337(4) . ?
N6 C53 1.330(5) . ?
N6 C50 1.403(4) . ?
C34 C35 1.419(5) . ?
C35 C36 1.386(5) . ?
C35 C38 1.474(4) . ?
C36 C37 1.396(5) . ?
C36 H36 0.9300 . ?
C37 C44 1.466(4) . ?
C38 C43 1.394(5) . ?
C38 C39 1.409(5) . ?
C39 C40 1.388(5) . ?
C39 H39 0.9300 . ?
C40 C41 1.375(5) . ?
C40 H40 0.9300 . ?
C41 C42 1.398(5) . ?
C41 H41 0.9300 . ?
C42 C43 1.384(4) . ?
C42 H42 0.9300 . ?
C43 H43 0.9300 . ?
C44 C49 1.404(5) . ?
C44 C45 1.411(5) . ?
C45 C46 1.400(5) . ?
C46 C47 1.382(5) . ?
C46 H46 0.9300 . ?
C47 C48 1.389(5) . ?
C47 H47 0.9300 . ?
C48 C49 1.370(5) . ?
C48 H48 0.9300 . ?
C49 H49 0.9300 . ?
C50 C51 1.472(5) . ?
C51 C52 1.365(5) . ?
C51 C54 1.484(4) . ?
C52 C53 1.455(5) . ?
C52 H52 0.9300 . ?
C53 C60 1.460(5) . ?
C54 C55 1.386(5) . ?
C54 C59 1.395(5) . ?
C55 C56 1.399(5) . ?
C55 H55 0.9300 . ?
C56 C57 1.376(6) . ?
C56 H56 0.9300 . ?
C57 C58 1.408(6) . ?
C57 H57 0.9300 . ?
C58 C59 1.385(5) . ?
C58 H58 0.9300 . ?
C59 H59 0.9300 . ?
C60 C65 1.401(6) . ?
C60 C61 1.408(5) . ?
C61 C62 1.386(5) . ?
C62 C63 1.381(6) . ?
C62 H62 0.9300 . ?
C63 C64 1.401(6) . ?
C63 H63 0.9300 . ?
C64 C65 1.375(6) . ?
C64 H64 0.9300 . ?
C65 H65 0.9300 . ?
C66 H66A 0.9600 . ?
C66 H66B 0.9600 . ?
C66 H66C 0.9600 . ?
O5 C78 1.369(5) . ?
O5 C99 1.501(6) . ?
O5 H5B 0.8200 . ?
O6 C94 1.362(6) . ?
O6 C100 1.374(16) . ?
O6 H6B 0.8200 . ?
N7 C70 1.357(5) . ?
N7 C67 1.388(5) . ?
N7 H7A 0.8600 . ?
N8 C83 1.324(5) . ?
N8 C67 1.326(5) . ?
N9 C86 1.360(5) . ?
N9 C83 1.394(5) . ?
N9 H9A 0.8600 . ?
C67 C68 1.435(5) . ?
C68 C69 1.384(5) . ?
C68 C71 1.467(5) . ?
C69 C70 1.408(5) . ?
C69 H69 0.9300 . ?
C70 C77 1.457(5) . ?
C71 C76 1.389(5) . ?
C71 C72 1.392(5) . ?
C72 C73 1.384(5) . ?
C72 H72 0.9300 . ?
C73 C74 1.406(6) . ?
C73 H73 0.9300 . ?
C74 C75 1.383(6) . ?
C74 H74 0.9300 . ?
C75 C76 1.393(5) . ?
C75 H75 0.9300 . ?
C76 H76 0.9300 . ?
C77 C78 1.404(5) . ?
C77 C82 1.405(5) . ?
C78 C79 1.385(6) . ?
C79 C80 1.375(6) . ?
C79 H79 0.9300 . ?
C80 C81 1.393(6) . ?
C80 H80 0.9300 . ?
C81 C82 1.383(5) . ?
C81 H81 0.9300 . ?
C82 H82 0.9300 . ?
C83 C84 1.462(5) . ?
C84 C85 1.364(6) . ?
C84 C87 1.464(6) . ?
C85 C86 1.432(6) . ?
C85 H85 0.9300 . ?
C86 C93 1.453(6) . ?
C87 C88 1.398(6) . ?
C87 C92 1.407(6) . ?
C88 C89 1.387(5) . ?
C88 H88 0.9300 . ?
C89 C90 1.384(6) . ?
C89 H89 0.9300 . ?
C90 C91 1.360(7) . ?
C90 H90 0.9300 . ?
C91 C92 1.392(6) . ?
C91 H91 0.9300 . ?
C92 H92 0.9300 . ?
C93 C94 1.390(6) . ?
C93 C98 1.413(6) . ?
C94 C95 1.397(6) . ?
C95 C96 1.375(7) . ?
C95 H95 0.9300 . ?
C96 C97 1.365(8) . ?
C96 H96 0.9300 . ?
C97 C98 1.385(7) . ?
C97 H97 0.9300 . ?
C98 H98 0.9300 . ?
C99 H99A 0.9600 . ?
C99 H99B 0.9600 . ?
C99 H99C 0.9600 . ?
C100 H10B 0.9600 . ?
C100 H10C 0.9600 . ?
C100 H10D 0.9600 . ?
O7 C112 1.360(5) . ?
O7 C133 1.523(6) . ?
O8 C134 1.352(16) . ?
O8 C128 1.352(6) . ?
O8 H8B 0.8200 . ?
N10 C104 1.358(5) . ?
N10 C101 1.389(5) . ?
N10 H10A 0.8600 . ?
N11 C117 1.320(6) . ?
N11 C101 1.331(5) . ?
N12 C120 1.366(6) . ?
N12 C117 1.393(6) . ?
N12 H12A 0.8600 . ?
C101 C102 1.435(6) . ?
C102 C103 1.389(5) . ?
C102 C105 1.470(5) . ?
C103 C104 1.418(6) . ?
C103 H103 0.9300 . ?
C104 C111 1.450(5) . ?
C105 C110 1.374(5) . ?
C105 C106 1.418(5) . ?
C106 C107 1.391(5) . ?
C106 H106 0.9300 . ?
C107 C108 1.418(6) . ?
C107 H107 0.9300 . ?
C108 C109 1.369(6) . ?
C108 H108 0.9300 . ?
C109 C110 1.394(5) . ?
C109 H109 0.9300 . ?
C110 H110 0.9300 . ?
C111 C116 1.406(5) . ?
C111 C112 1.411(5) . ?
C112 C113 1.389(6) . ?
C113 C114 1.374(6) . ?
C113 H113 0.9300 . ?
C114 C115 1.394(5) . ?
C114 H114 0.9300 . ?
C115 C116 1.378(5) . ?
C115 H115 0.9300 . ?
C116 H116 0.9300 . ?
C117 C118 1.469(6) . ?
C118 C119 1.359(7) . ?
C118 C121 1.461(7) . ?
C119 C120 1.424(7) . ?
C119 H119 0.9300 . ?
C120 C127 1.445(7) . ?
C121 C126 1.400(6) . ?
C121 C122 1.432(7) . ?
C122 C123 1.395(7) . ?
C122 H122 0.9300 . ?
C123 C124 1.419(6) . ?
C123 H123 0.9300 . ?
C124 C125 1.334(8) . ?
C124 H124 0.9300 . ?
C125 C126 1.387(7) . ?
C125 H125 0.9300 . ?
C126 H126 0.9300 . ?
C127 C128 1.401(8) . ?
C127 C132 1.415(6) . ?
C128 C129 1.411(7) . ?
C129 C130 1.361(9) . ?
C129 H129 0.9300 . ?
C130 C131 1.367(10) . ?
C130 H130 0.9300 . ?
C131 C132 1.383(9) . ?
C131 H131 0.9300 . ?
C132 H132 0.9300 . ?
C133 H13A 0.9600 . ?
C133 H13B 0.9600 . ?
C133 H13C 0.9600 . ?
C134 H13D 0.9600 . ?
C134 H13E 0.9600 . ?
C134 H13F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O1 C33 116.3(3) . . ?
C28 O2 H2B 109.5 . . ?
C4 N1 C1 110.0(3) . . ?
C4 N1 H1A 125.0 . . ?
C1 N1 H1A 125.0 . . ?
C17 N2 C1 129.3(3) . . ?
C20 N3 C17 106.2(3) . . ?
N2 C1 N1 130.0(3) . . ?
N2 C1 C2 123.6(3) . . ?
N1 C1 C2 106.4(3) . . ?
C3 C2 C1 107.6(3) . . ?
C3 C2 C5 124.9(3) . . ?
C1 C2 C5 127.5(3) . . ?
C2 C3 C4 108.4(3) . . ?
C2 C3 H3 125.8 . . ?
C4 C3 H3 125.8 . . ?
N1 C4 C3 107.6(3) . . ?
N1 C4 C11 126.4(3) . . ?
C3 C4 C11 126.0(3) . . ?
C10 C5 C6 117.1(3) . . ?
C10 C5 C2 120.9(3) . . ?
C6 C5 C2 122.0(3) . . ?
C7 C6 C5 120.8(3) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 119.4(3) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 120.4(3) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C5 121.9(3) . . ?
C9 C10 H10 119.0 . . ?
C5 C10 H10 119.0 . . ?
C12 C11 C16 117.7(3) . . ?
C12 C11 C4 124.2(3) . . ?
C16 C11 C4 118.2(3) . . ?
O1 C12 C11 117.4(3) . . ?
O1 C12 C13 122.2(3) . . ?
C11 C12 C13 120.4(4) . . ?
C14 C13 C12 119.4(4) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C15 C14 C13 121.4(4) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C16 C15 C14 119.0(4) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C15 C16 C11 122.1(3) . . ?
C15 C16 H16 119.0 . . ?
C11 C16 H16 119.0 . . ?
N2 C17 N3 128.9(3) . . ?
N2 C17 C18 122.5(3) . . ?
N3 C17 C18 108.5(3) . . ?
C19 C18 C17 106.5(3) . . ?
C19 C18 C21 126.2(3) . . ?
C17 C18 C21 127.3(3) . . ?
C18 C19 C20 106.7(3) . . ?
C18 C19 H19 126.7 . . ?
C20 C19 H19 126.7 . . ?
N3 C20 C19 112.1(3) . . ?
N3 C20 C27 122.5(3) . . ?
C19 C20 C27 125.3(3) . . ?
C26 C21 C22 118.9(3) . . ?
C26 C21 C18 123.0(3) . . ?
C22 C21 C18 118.2(3) . . ?
C23 C22 C21 120.6(3) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 118.8(3) . . ?
C22 C23 H23 120.6 . . ?
C24 C23 H23 120.6 . . ?
C25 C24 C23 120.0(3) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 121.3(3) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
C21 C26 C25 120.3(3) . . ?
C21 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C32 C27 C28 117.7(3) . . ?
C32 C27 C20 121.2(3) . . ?
C28 C27 C20 121.1(3) . . ?
O2 C28 C29 118.7(3) . . ?
O2 C28 C27 120.8(3) . . ?
C29 C28 C27 120.5(4) . . ?
C30 C29 C28 120.4(4) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C31 120.3(4) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C30 C31 C32 119.3(4) . . ?
C30 C31 H31 120.3 . . ?
C32 C31 H31 120.3 . . ?
C27 C32 C31 121.7(4) . . ?
C27 C32 H32 119.2 . . ?
C31 C32 H32 119.2 . . ?
O1 C33 H33A 109.5 . . ?
O1 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O1 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C45 O3 C66 116.2(3) . . ?
C61 O4 H4B 109.5 . . ?
C37 N4 C34 109.1(3) . . ?
C37 N4 H4A 125.4 . . ?
C34 N4 H4A 125.4 . . ?
C50 N5 C34 128.6(3) . . ?
C53 N6 C50 106.5(3) . . ?
N5 C34 N4 129.9(3) . . ?
N5 C34 C35 123.0(3) . . ?
N4 C34 C35 107.1(3) . . ?
C36 C35 C34 107.1(3) . . ?
C36 C35 C38 125.8(3) . . ?
C34 C35 C38 127.1(3) . . ?
C35 C36 C37 109.0(3) . . ?
C35 C36 H36 125.5 . . ?
C37 C36 H36 125.5 . . ?
N4 C37 C36 107.7(3) . . ?
N4 C37 C44 125.5(3) . . ?
C36 C37 C44 126.7(3) . . ?
C43 C38 C39 118.3(3) . . ?
C43 C38 C35 121.8(3) . . ?
C39 C38 C35 119.8(3) . . ?
C40 C39 C38 120.4(3) . . ?
C40 C39 H39 119.8 . . ?
C38 C39 H39 119.8 . . ?
C41 C40 C39 120.4(3) . . ?
C41 C40 H40 119.8 . . ?
C39 C40 H40 119.8 . . ?
C40 C41 C42 120.0(3) . . ?
C40 C41 H41 120.0 . . ?
C42 C41 H41 120.0 . . ?
C43 C42 C41 119.7(3) . . ?
C43 C42 H42 120.2 . . ?
C41 C42 H42 120.2 . . ?
C42 C43 C38 121.1(3) . . ?
C42 C43 H43 119.4 . . ?
C38 C43 H43 119.4 . . ?
C49 C44 C45 117.3(3) . . ?
C49 C44 C37 117.9(3) . . ?
C45 C44 C37 124.7(3) . . ?
O3 C45 C46 122.6(3) . . ?
O3 C45 C44 117.5(3) . . ?
C46 C45 C44 119.9(3) . . ?
C47 C46 C45 120.3(3) . . ?
C47 C46 H46 119.8 . . ?
C45 C46 H46 119.8 . . ?
C46 C47 C48 120.8(3) . . ?
C46 C47 H47 119.6 . . ?
C48 C47 H47 119.6 . . ?
C49 C48 C47 118.7(4) . . ?
C49 C48 H48 120.7 . . ?
C47 C48 H48 120.7 . . ?
C48 C49 C44 123.0(3) . . ?
C48 C49 H49 118.5 . . ?
C44 C49 H49 118.5 . . ?
N5 C50 N6 129.0(3) . . ?
N5 C50 C51 122.3(3) . . ?
N6 C50 C51 108.7(3) . . ?
C52 C51 C50 106.5(3) . . ?
C52 C51 C54 125.4(3) . . ?
C50 C51 C54 127.9(3) . . ?
C51 C52 C53 106.2(3) . . ?
C51 C52 H52 126.9 . . ?
C53 C52 H52 126.9 . . ?
N6 C53 C52 112.1(3) . . ?
N6 C53 C60 122.7(3) . . ?
C52 C53 C60 125.2(3) . . ?
C55 C54 C59 119.7(3) . . ?
C55 C54 C51 121.9(3) . . ?
C59 C54 C51 118.4(3) . . ?
C54 C55 C56 119.8(3) . . ?
C54 C55 H55 120.1 . . ?
C56 C55 H55 120.1 . . ?
C57 C56 C55 121.2(3) . . ?
C57 C56 H56 119.4 . . ?
C55 C56 H56 119.4 . . ?
C56 C57 C58 118.7(3) . . ?
C56 C57 H57 120.7 . . ?
C58 C57 H57 120.7 . . ?
C59 C58 C57 120.5(4) . . ?
C59 C58 H58 119.8 . . ?
C57 C58 H58 119.8 . . ?
C58 C59 C54 120.1(3) . . ?
C58 C59 H59 119.9 . . ?
C54 C59 H59 119.9 . . ?
C65 C60 C61 118.1(3) . . ?
C65 C60 C53 121.2(3) . . ?
C61 C60 C53 120.8(3) . . ?
O4 C61 C62 118.4(4) . . ?
O4 C61 C60 121.0(3) . . ?
C62 C61 C60 120.5(4) . . ?
C63 C62 C61 120.3(4) . . ?
C63 C62 H62 119.9 . . ?
C61 C62 H62 119.9 . . ?
C62 C63 C64 120.1(4) . . ?
C62 C63 H63 119.9 . . ?
C64 C63 H63 119.9 . . ?
C65 C64 C63 119.5(4) . . ?
C65 C64 H64 120.2 . . ?
C63 C64 H64 120.2 . . ?
C64 C65 C60 121.5(4) . . ?
C64 C65 H65 119.2 . . ?
C60 C65 H65 119.2 . . ?
O3 C66 H66A 109.5 . . ?
O3 C66 H66B 109.5 . . ?
H66A C66 H66B 109.5 . . ?
O3 C66 H66C 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
C78 O5 C99 114.4(4) . . ?
C78 O5 H5B 109.5 . . ?
C94 O6 C100 118.3(8) . . ?
C94 O6 H6B 109.5 . . ?
C70 N7 C67 109.0(3) . . ?
C70 N7 H7A 125.5 . . ?
C67 N7 H7A 125.5 . . ?
C83 N8 C67 129.6(3) . . ?
C86 N9 C83 106.6(3) . . ?
C86 N9 H9A 126.7 . . ?
C83 N9 H9A 126.7 . . ?
N8 C67 N7 129.4(3) . . ?
N8 C67 C68 123.1(3) . . ?
N7 C67 C68 107.5(3) . . ?
C69 C68 C67 106.6(3) . . ?
C69 C68 C71 126.1(4) . . ?
C67 C68 C71 127.4(3) . . ?
C68 C69 C70 108.2(3) . . ?
C68 C69 H69 125.9 . . ?
C70 C69 H69 125.9 . . ?
N7 C70 C69 108.7(3) . . ?
N7 C70 C77 125.5(3) . . ?
C69 C70 C77 125.7(4) . . ?
C76 C71 C72 119.7(4) . . ?
C76 C71 C68 121.0(4) . . ?
C72 C71 C68 119.2(3) . . ?
C73 C72 C71 120.3(3) . . ?
C73 C72 H72 119.9 . . ?
C71 C72 H72 119.9 . . ?
C72 C73 C74 120.8(4) . . ?
C72 C73 H73 119.6 . . ?
C74 C73 H73 119.6 . . ?
C75 C74 C73 117.9(4) . . ?
C75 C74 H74 121.1 . . ?
C73 C74 H74 121.1 . . ?
C74 C75 C76 121.9(4) . . ?
C74 C75 H75 119.0 . . ?
C76 C75 H75 119.0 . . ?
C71 C76 C75 119.4(4) . . ?
C71 C76 H76 120.3 . . ?
C75 C76 H76 120.3 . . ?
C78 C77 C82 117.2(3) . . ?
C78 C77 C70 123.9(4) . . ?
C82 C77 C70 118.9(3) . . ?
O5 C78 C79 121.8(4) . . ?
O5 C78 C77 117.8(4) . . ?
C79 C78 C77 120.4(4) . . ?
C80 C79 C78 121.5(4) . . ?
C80 C79 H79 119.2 . . ?
C78 C79 H79 119.2 . . ?
C79 C80 C81 119.3(4) . . ?
C79 C80 H80 120.3 . . ?
C81 C80 H80 120.3 . . ?
C82 C81 C80 119.5(4) . . ?
C82 C81 H81 120.2 . . ?
C80 C81 H81 120.2 . . ?
C81 C82 C77 122.1(4) . . ?
C81 C82 H82 119.0 . . ?
C77 C82 H82 119.0 . . ?
N8 C83 N9 127.7(3) . . ?
N8 C83 C84 122.7(4) . . ?
N9 C83 C84 109.6(3) . . ?
C85 C84 C83 105.1(4) . . ?
C85 C84 C87 126.8(4) . . ?
C83 C84 C87 128.0(4) . . ?
C84 C85 C86 108.8(4) . . ?
C84 C85 H85 125.6 . . ?
C86 C85 H85 125.6 . . ?
N9 C86 C85 109.9(3) . . ?
N9 C86 C93 123.3(4) . . ?
C85 C86 C93 126.8(4) . . ?
C88 C87 C92 117.5(4) . . ?
C88 C87 C84 123.6(4) . . ?
C92 C87 C84 118.9(4) . . ?
C89 C88 C87 120.9(4) . . ?
C89 C88 H88 119.6 . . ?
C87 C88 H88 119.6 . . ?
C90 C89 C88 120.0(4) . . ?
C90 C89 H89 120.0 . . ?
C88 C89 H89 120.0 . . ?
C91 C90 C89 120.5(4) . . ?
C91 C90 H90 119.8 . . ?
C89 C90 H90 119.8 . . ?
C90 C91 C92 120.0(4) . . ?
C90 C91 H91 120.0 . . ?
C92 C91 H91 120.0 . . ?
C91 C92 C87 121.0(4) . . ?
C91 C92 H92 119.5 . . ?
C87 C92 H92 119.5 . . ?
C94 C93 C98 117.7(4) . . ?
C94 C93 C86 122.1(4) . . ?
C98 C93 C86 120.2(4) . . ?
O6 C94 C93 120.1(4) . . ?
O6 C94 C95 119.0(4) . . ?
C93 C94 C95 120.9(4) . . ?
C96 C95 C94 119.9(5) . . ?
C96 C95 H95 120.0 . . ?
C94 C95 H95 120.0 . . ?
C97 C96 C95 120.3(4) . . ?
C97 C96 H96 119.8 . . ?
C95 C96 H96 119.8 . . ?
C96 C97 C98 120.7(5) . . ?
C96 C97 H97 119.7 . . ?
C98 C97 H97 119.7 . . ?
C97 C98 C93 120.4(5) . . ?
C97 C98 H98 119.8 . . ?
C93 C98 H98 119.8 . . ?
O5 C99 H99A 109.5 . . ?
O5 C99 H99B 109.5 . . ?
H99A C99 H99B 109.5 . . ?
O5 C99 H99C 109.5 . . ?
H99A C99 H99C 109.5 . . ?
H99B C99 H99C 109.5 . . ?
O6 C100 H10B 109.5 . . ?
O6 C100 H10C 109.5 . . ?
H10B C100 H10C 109.5 . . ?
O6 C100 H10D 109.5 . . ?
H10B C100 H10D 109.5 . . ?
H10C C100 H10D 109.5 . . ?
C112 O7 C133 113.5(4) . . ?
C134 O8 C128 114.5(7) . . ?
C128 O8 H8B 109.5 . . ?
C104 N10 C101 109.1(3) . . ?
C104 N10 H10A 125.5 . . ?
C101 N10 H10A 125.5 . . ?
C117 N11 C101 129.3(4) . . ?
C120 N12 C117 106.2(4) . . ?
C120 N12 H12A 126.9 . . ?
C117 N12 H12A 126.9 . . ?
N11 C101 N10 129.0(4) . . ?
N11 C101 C102 122.9(3) . . ?
N10 C101 C102 108.1(3) . . ?
C103 C102 C101 106.1(3) . . ?
C103 C102 C105 126.0(4) . . ?
C101 C102 C105 127.9(3) . . ?
C102 C103 C104 108.5(4) . . ?
C102 C103 H103 125.7 . . ?
C104 C103 H103 125.7 . . ?
N10 C104 C103 108.2(3) . . ?
N10 C104 C111 125.6(4) . . ?
C103 C104 C111 126.1(4) . . ?
C110 C105 C106 118.9(4) . . ?
C110 C105 C102 123.1(4) . . ?
C106 C105 C102 118.0(3) . . ?
C107 C106 C105 120.1(3) . . ?
C107 C106 H106 120.0 . . ?
C105 C106 H106 120.0 . . ?
C106 C107 C108 120.0(4) . . ?
C106 C107 H107 120.0 . . ?
C108 C107 H107 120.0 . . ?
C109 C108 C107 118.9(4) . . ?
C109 C108 H108 120.6 . . ?
C107 C108 H108 120.6 . . ?
C108 C109 C110 121.4(4) . . ?
C108 C109 H109 119.3 . . ?
C110 C109 H109 119.3 . . ?
C105 C110 C109 120.8(4) . . ?
C105 C110 H110 119.6 . . ?
C109 C110 H110 119.6 . . ?
C116 C111 C112 117.0(3) . . ?
C116 C111 C104 118.9(3) . . ?
C112 C111 C104 124.1(4) . . ?
O7 C112 C113 121.2(4) . . ?
O7 C112 C111 118.5(4) . . ?
C113 C112 C111 120.2(4) . . ?
C114 C113 C112 121.6(4) . . ?
C114 C113 H113 119.2 . . ?
C112 C113 H113 119.2 . . ?
C113 C114 C115 119.1(4) . . ?
C113 C114 H114 120.5 . . ?
C115 C114 H114 120.5 . . ?
C116 C115 C114 119.9(4) . . ?
C116 C115 H115 120.0 . . ?
C114 C115 H115 120.0 . . ?
C115 C116 C111 122.1(4) . . ?
C115 C116 H116 119.0 . . ?
C111 C116 H116 119.0 . . ?
N11 C117 N12 127.8(4) . . ?
N11 C117 C118 122.6(4) . . ?
N12 C117 C118 109.6(4) . . ?
C119 C118 C121 127.6(4) . . ?
C119 C118 C117 105.0(4) . . ?
C121 C118 C117 127.4(4) . . ?
C118 C119 C120 109.1(4) . . ?
C118 C119 H119 125.4 . . ?
C120 C119 H119 125.4 . . ?
N12 C120 C119 110.1(4) . . ?
N12 C120 C127 123.0(5) . . ?
C119 C120 C127 126.8(4) . . ?
C126 C121 C122 116.3(4) . . ?
C126 C121 C118 121.1(5) . . ?
C122 C121 C118 122.5(4) . . ?
C123 C122 C121 121.0(4) . . ?
C123 C122 H122 119.5 . . ?
C121 C122 H122 119.5 . . ?
C122 C123 C124 118.9(5) . . ?
C122 C123 H123 120.5 . . ?
C124 C123 H123 120.5 . . ?
C125 C124 C123 120.6(5) . . ?
C125 C124 H124 119.7 . . ?
C123 C124 H124 119.7 . . ?
C124 C125 C126 120.9(4) . . ?
C124 C125 H125 119.5 . . ?
C126 C125 H125 119.5 . . ?
C125 C126 C121 122.2(5) . . ?
C125 C126 H126 118.9 . . ?
C121 C126 H126 118.9 . . ?
C128 C127 C132 116.6(5) . . ?
C128 C127 C120 122.4(4) . . ?
C132 C127 C120 121.0(5) . . ?
O8 C128 C127 120.2(5) . . ?
O8 C128 C129 118.5(5) . . ?
C127 C128 C129 121.3(5) . . ?
C130 C129 C128 119.5(7) . . ?
C130 C129 H129 120.2 . . ?
C128 C129 H129 120.2 . . ?
C129 C130 C131 121.0(6) . . ?
C129 C130 H130 119.5 . . ?
C131 C130 H130 119.5 . . ?
C130 C131 C132 120.3(5) . . ?
C130 C131 H131 119.8 . . ?
C132 C131 H131 119.8 . . ?
C131 C132 C127 121.3(6) . . ?
C131 C132 H132 119.4 . . ?
C127 C132 H132 119.4 . . ?
O7 C133 H13A 109.5 . . ?
O7 C133 H13B 109.5 . . ?
H13A C133 H13B 109.5 . . ?
O7 C133 H13C 109.5 . . ?
H13A C133 H13C 109.5 . . ?
H13B C133 H13C 109.5 . . ?
O8 C134 H13D 109.5 . . ?
O8 C134 H13E 109.5 . . ?
H13D C134 H13E 109.5 . . ?
O8 C134 H13F 109.5 . . ?
H13D C134 H13F 109.5 . . ?
H13E C134 H13F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C17 N2 C1 N1 -5.0(6) . . . . ?
C17 N2 C1 C2 178.2(4) . . . . ?
C4 N1 C1 N2 -177.0(3) . . . . ?
C4 N1 C1 C2 0.2(4) . . . . ?
N2 C1 C2 C3 177.0(3) . . . . ?
N1 C1 C2 C3 -0.5(4) . . . . ?
N2 C1 C2 C5 -1.5(6) . . . . ?
N1 C1 C2 C5 -179.0(3) . . . . ?
C1 C2 C3 C4 0.6(4) . . . . ?
C5 C2 C3 C4 179.1(3) . . . . ?
C1 N1 C4 C3 0.2(4) . . . . ?
C1 N1 C4 C11 -179.8(3) . . . . ?
C2 C3 C4 N1 -0.5(4) . . . . ?
C2 C3 C4 C11 179.5(3) . . . . ?
C3 C2 C5 C10 -27.4(5) . . . . ?
C1 C2 C5 C10 150.9(4) . . . . ?
C3 C2 C5 C6 151.3(4) . . . . ?
C1 C2 C5 C6 -30.5(6) . . . . ?
C10 C5 C6 C7 0.2(5) . . . . ?
C2 C5 C6 C7 -178.5(3) . . . . ?
C5 C6 C7 C8 0.0(5) . . . . ?
C6 C7 C8 C9 -0.5(6) . . . . ?
C7 C8 C9 C10 0.7(6) . . . . ?
C8 C9 C10 C5 -0.5(5) . . . . ?
C6 C5 C10 C9 0.1(5) . . . . ?
C2 C5 C10 C9 178.8(3) . . . . ?
N1 C4 C11 C12 4.0(6) . . . . ?
C3 C4 C11 C12 -176.0(4) . . . . ?
N1 C4 C11 C16 -177.5(3) . . . . ?
C3 C4 C11 C16 2.5(6) . . . . ?
C33 O1 C12 C11 172.3(3) . . . . ?
C33 O1 C12 C13 -9.0(5) . . . . ?
C16 C11 C12 O1 179.4(3) . . . . ?
C4 C11 C12 O1 -2.1(5) . . . . ?
C16 C11 C12 C13 0.7(5) . . . . ?
C4 C11 C12 C13 179.2(3) . . . . ?
O1 C12 C13 C14 -179.8(3) . . . . ?
C11 C12 C13 C14 -1.2(6) . . . . ?
C12 C13 C14 C15 0.8(6) . . . . ?
C13 C14 C15 C16 0.1(6) . . . . ?
C14 C15 C16 C11 -0.6(6) . . . . ?
C12 C11 C16 C15 0.2(5) . . . . ?
C4 C11 C16 C15 -178.4(3) . . . . ?
C1 N2 C17 N3 -3.3(6) . . . . ?
C1 N2 C17 C18 -179.8(3) . . . . ?
C20 N3 C17 N2 -175.2(4) . . . . ?
C20 N3 C17 C18 1.7(4) . . . . ?
N2 C17 C18 C19 175.4(3) . . . . ?
N3 C17 C18 C19 -1.7(4) . . . . ?
N2 C17 C18 C21 -6.8(6) . . . . ?
N3 C17 C18 C21 176.2(3) . . . . ?
C17 C18 C19 C20 1.0(4) . . . . ?
C21 C18 C19 C20 -176.9(3) . . . . ?
C17 N3 C20 C19 -1.1(4) . . . . ?
C17 N3 C20 C27 -178.2(3) . . . . ?
C18 C19 C20 N3 0.0(4) . . . . ?
C18 C19 C20 C27 177.1(3) . . . . ?
C19 C18 C21 C26 156.3(4) . . . . ?
C17 C18 C21 C26 -21.2(6) . . . . ?
C19 C18 C21 C22 -24.2(5) . . . . ?
C17 C18 C21 C22 158.4(4) . . . . ?
C26 C21 C22 C23 -1.2(5) . . . . ?
C18 C21 C22 C23 179.2(3) . . . . ?
C21 C22 C23 C24 -0.7(5) . . . . ?
C22 C23 C24 C25 2.6(6) . . . . ?
C23 C24 C25 C26 -2.6(6) . . . . ?
C22 C21 C26 C25 1.3(6) . . . . ?
C18 C21 C26 C25 -179.2(3) . . . . ?
C24 C25 C26 C21 0.6(6) . . . . ?
N3 C20 C27 C32 177.8(4) . . . . ?
C19 C20 C27 C32 1.0(6) . . . . ?
N3 C20 C27 C28 -0.7(6) . . . . ?
C19 C20 C27 C28 -177.5(4) . . . . ?
C32 C27 C28 O2 179.1(4) . . . . ?
C20 C27 C28 O2 -2.4(6) . . . . ?
C32 C27 C28 C29 1.3(6) . . . . ?
C20 C27 C28 C29 179.8(4) . . . . ?
O2 C28 C29 C30 -178.4(5) . . . . ?
C27 C28 C29 C30 -0.5(7) . . . . ?
C28 C29 C30 C31 -0.3(7) . . . . ?
C29 C30 C31 C32 0.4(7) . . . . ?
C28 C27 C32 C31 -1.2(7) . . . . ?
C20 C27 C32 C31 -179.8(4) . . . . ?
C30 C31 C32 C27 0.4(7) . . . . ?
C50 N5 C34 N4 -4.9(6) . . . . ?
C50 N5 C34 C35 173.0(3) . . . . ?
C37 N4 C34 N5 178.0(3) . . . . ?
C37 N4 C34 C35 -0.2(4) . . . . ?
N5 C34 C35 C36 -177.6(3) . . . . ?
N4 C34 C35 C36 0.7(4) . . . . ?
N5 C34 C35 C38 2.5(5) . . . . ?
N4 C34 C35 C38 -179.2(3) . . . . ?
C34 C35 C36 C37 -1.0(4) . . . . ?
C38 C35 C36 C37 178.9(3) . . . . ?
C34 N4 C37 C36 -0.5(4) . . . . ?
C34 N4 C37 C44 177.5(3) . . . . ?
C35 C36 C37 N4 0.9(4) . . . . ?
C35 C36 C37 C44 -177.0(3) . . . . ?
C36 C35 C38 C43 -144.8(4) . . . . ?
C34 C35 C38 C43 35.0(5) . . . . ?
C36 C35 C38 C39 34.2(5) . . . . ?
C34 C35 C38 C39 -146.0(3) . . . . ?
C43 C38 C39 C40 0.9(5) . . . . ?
C35 C38 C39 C40 -178.2(3) . . . . ?
C38 C39 C40 C41 1.4(5) . . . . ?
C39 C40 C41 C42 -3.4(5) . . . . ?
C40 C41 C42 C43 3.1(5) . . . . ?
C41 C42 C43 C38 -0.8(5) . . . . ?
C39 C38 C43 C42 -1.1(5) . . . . ?
C35 C38 C43 C42 177.9(3) . . . . ?
N4 C37 C44 C49 -174.8(3) . . . . ?
C36 C37 C44 C49 2.8(5) . . . . ?
N4 C37 C44 C45 7.4(6) . . . . ?
C36 C37 C44 C45 -175.0(4) . . . . ?
C66 O3 C45 C46 -9.4(5) . . . . ?
C66 O3 C45 C44 171.4(4) . . . . ?
C49 C44 C45 O3 -179.1(3) . . . . ?
C37 C44 C45 O3 -1.3(5) . . . . ?
C49 C44 C45 C46 1.6(5) . . . . ?
C37 C44 C45 C46 179.4(3) . . . . ?
O3 C45 C46 C47 179.2(3) . . . . ?
C44 C45 C46 C47 -1.5(6) . . . . ?
C45 C46 C47 C48 0.8(6) . . . . ?
C46 C47 C48 C49 -0.2(6) . . . . ?
C47 C48 C49 C44 0.3(6) . . . . ?
C45 C44 C49 C48 -1.0(5) . . . . ?
C37 C44 C49 C48 -179.0(3) . . . . ?
C34 N5 C50 N6 -0.9(6) . . . . ?
C34 N5 C50 C51 178.9(3) . . . . ?
C53 N6 C50 N5 -178.5(4) . . . . ?
C53 N6 C50 C51 1.6(4) . . . . ?
N5 C50 C51 C52 177.8(3) . . . . ?
N6 C50 C51 C52 -2.3(4) . . . . ?
N5 C50 C51 C54 -5.8(6) . . . . ?
N6 C50 C51 C54 174.1(3) . . . . ?
C50 C51 C52 C53 2.0(4) . . . . ?
C54 C51 C52 C53 -174.5(3) . . . . ?
C50 N6 C53 C52 -0.4(4) . . . . ?
C50 N6 C53 C60 179.8(3) . . . . ?
C51 C52 C53 N6 -1.1(4) . . . . ?
C51 C52 C53 C60 178.7(4) . . . . ?
C52 C51 C54 C55 -149.7(4) . . . . ?
C50 C51 C54 C55 34.5(6) . . . . ?
C52 C51 C54 C59 28.2(6) . . . . ?
C50 C51 C54 C59 -147.6(4) . . . . ?
C59 C54 C55 C56 1.0(5) . . . . ?
C51 C54 C55 C56 178.9(3) . . . . ?
C54 C55 C56 C57 1.3(5) . . . . ?
C55 C56 C57 C58 -2.6(6) . . . . ?
C56 C57 C58 C59 1.6(6) . . . . ?
C57 C58 C59 C54 0.7(6) . . . . ?
C55 C54 C59 C58 -2.0(6) . . . . ?
C51 C54 C59 C58 -179.9(4) . . . . ?
N6 C53 C60 C65 177.6(4) . . . . ?
C52 C53 C60 C65 -2.1(6) . . . . ?
N6 C53 C60 C61 -2.0(6) . . . . ?
C52 C53 C60 C61 178.2(4) . . . . ?
C65 C60 C61 O4 178.6(4) . . . . ?
C53 C60 C61 O4 -1.8(6) . . . . ?
C65 C60 C61 C62 2.1(6) . . . . ?
C53 C60 C61 C62 -178.3(4) . . . . ?
O4 C61 C62 C63 -177.5(4) . . . . ?
C60 C61 C62 C63 -0.8(7) . . . . ?
C61 C62 C63 C64 -0.9(7) . . . . ?
C62 C63 C64 C65 1.5(7) . . . . ?
C63 C64 C65 C60 -0.2(8) . . . . ?
C61 C60 C65 C64 -1.5(7) . . . . ?
C53 C60 C65 C64 178.8(4) . . . . ?
C83 N8 C67 N7 -4.0(6) . . . . ?
C83 N8 C67 C68 173.5(4) . . . . ?
C70 N7 C67 N8 178.1(4) . . . . ?
C70 N7 C67 C68 0.2(4) . . . . ?
N8 C67 C68 C69 -176.6(3) . . . . ?
N7 C67 C68 C69 1.4(4) . . . . ?
N8 C67 C68 C71 2.9(6) . . . . ?
N7 C67 C68 C71 -179.1(3) . . . . ?
C67 C68 C69 C70 -2.4(4) . . . . ?
C71 C68 C69 C70 178.0(3) . . . . ?
C67 N7 C70 C69 -1.7(4) . . . . ?
C67 N7 C70 C77 177.6(3) . . . . ?
C68 C69 C70 N7 2.6(4) . . . . ?
C68 C69 C70 C77 -176.7(3) . . . . ?
C69 C68 C71 C76 -143.6(4) . . . . ?
C67 C68 C71 C76 37.0(6) . . . . ?
C69 C68 C71 C72 31.8(6) . . . . ?
C67 C68 C71 C72 -147.6(4) . . . . ?
C76 C71 C72 C73 -1.3(5) . . . . ?
C68 C71 C72 C73 -176.8(3) . . . . ?
C71 C72 C73 C74 -0.2(5) . . . . ?
C72 C73 C74 C75 1.7(6) . . . . ?
C73 C74 C75 C76 -1.8(6) . . . . ?
C72 C71 C76 C75 1.3(5) . . . . ?
C68 C71 C76 C75 176.7(3) . . . . ?
C74 C75 C76 C71 0.3(6) . . . . ?
N7 C70 C77 C78 2.8(6) . . . . ?
C69 C70 C77 C78 -178.0(4) . . . . ?
N7 C70 C77 C82 -176.9(3) . . . . ?
C69 C70 C77 C82 2.3(6) . . . . ?
C99 O5 C78 C79 -16.7(6) . . . . ?
C99 O5 C78 C77 161.9(5) . . . . ?
C82 C77 C78 O5 -179.3(3) . . . . ?
C70 C77 C78 O5 1.0(6) . . . . ?
C82 C77 C78 C79 -0.7(6) . . . . ?
C70 C77 C78 C79 179.6(4) . . . . ?
O5 C78 C79 C80 179.9(4) . . . . ?
C77 C78 C79 C80 1.3(6) . . . . ?
C78 C79 C80 C81 -1.4(6) . . . . ?
C79 C80 C81 C82 0.8(6) . . . . ?
C80 C81 C82 C77 -0.2(6) . . . . ?
C78 C77 C82 C81 0.1(5) . . . . ?
C70 C77 C82 C81 179.9(3) . . . . ?
C67 N8 C83 N9 -2.0(6) . . . . ?
C67 N8 C83 C84 179.1(3) . . . . ?
C86 N9 C83 N8 -178.2(4) . . . . ?
C86 N9 C83 C84 0.9(4) . . . . ?
N8 C83 C84 C85 177.6(3) . . . . ?
N9 C83 C84 C85 -1.5(4) . . . . ?
N8 C83 C84 C87 -6.2(6) . . . . ?
N9 C83 C84 C87 174.7(3) . . . . ?
C83 C84 C85 C86 1.5(4) . . . . ?
C87 C84 C85 C86 -174.7(4) . . . . ?
C83 N9 C86 C85 0.0(4) . . . . ?
C83 N9 C86 C93 -177.6(3) . . . . ?
C84 C85 C86 N9 -1.0(4) . . . . ?
C84 C85 C86 C93 176.5(4) . . . . ?
C85 C84 C87 C88 -153.6(4) . . . . ?
C83 C84 C87 C88 31.1(6) . . . . ?
C85 C84 C87 C92 29.3(6) . . . . ?
C83 C84 C87 C92 -146.0(4) . . . . ?
C92 C87 C88 C89 -3.4(6) . . . . ?
C84 C87 C88 C89 179.5(4) . . . . ?
C87 C88 C89 C90 0.0(6) . . . . ?
C88 C89 C90 C91 3.8(8) . . . . ?
C89 C90 C91 C92 -4.1(8) . . . . ?
C90 C91 C92 C87 0.6(7) . . . . ?
C88 C87 C92 C91 3.1(6) . . . . ?
C84 C87 C92 C91 -179.6(4) . . . . ?
N9 C86 C93 C94 -1.4(6) . . . . ?
C85 C86 C93 C94 -178.7(4) . . . . ?
N9 C86 C93 C98 178.3(4) . . . . ?
C85 C86 C93 C98 1.1(6) . . . . ?
C100 O6 C94 C93 -173.7(9) . . . . ?
C100 O6 C94 C95 7.7(11) . . . . ?
C98 C93 C94 O6 178.9(4) . . . . ?
C86 C93 C94 O6 -1.3(6) . . . . ?
C98 C93 C94 C95 -2.5(6) . . . . ?
C86 C93 C94 C95 177.3(4) . . . . ?
O6 C94 C95 C96 179.7(4) . . . . ?
C93 C94 C95 C96 1.2(7) . . . . ?
C94 C95 C96 C97 0.5(7) . . . . ?
C95 C96 C97 C98 -0.8(8) . . . . ?
C96 C97 C98 C93 -0.6(8) . . . . ?
C94 C93 C98 C97 2.2(7) . . . . ?
C86 C93 C98 C97 -177.5(4) . . . . ?
C117 N11 C101 N10 -4.0(6) . . . . ?
C117 N11 C101 C102 179.4(4) . . . . ?
C104 N10 C101 N11 -176.6(4) . . . . ?
C104 N10 C101 C102 0.4(4) . . . . ?
N11 C101 C102 C103 177.2(3) . . . . ?
N10 C101 C102 C103 0.0(4) . . . . ?
N11 C101 C102 C105 -1.8(6) . . . . ?
N10 C101 C102 C105 -179.0(3) . . . . ?
C101 C102 C103 C104 -0.4(4) . . . . ?
C105 C102 C103 C104 178.6(4) . . . . ?
C101 N10 C104 C103 -0.7(4) . . . . ?
C101 N10 C104 C111 -179.6(3) . . . . ?
C102 C103 C104 N10 0.7(4) . . . . ?
C102 C103 C104 C111 179.6(3) . . . . ?
C103 C102 C105 C110 152.3(4) . . . . ?
C101 C102 C105 C110 -28.9(6) . . . . ?
C103 C102 C105 C106 -27.9(6) . . . . ?
C101 C102 C105 C106 150.9(4) . . . . ?
C110 C105 C106 C107 -1.7(6) . . . . ?
C102 C105 C106 C107 178.6(3) . . . . ?
C105 C106 C107 C108 0.8(6) . . . . ?
C106 C107 C108 C109 -0.3(6) . . . . ?
C107 C108 C109 C110 0.6(6) . . . . ?
C106 C105 C110 C109 2.0(6) . . . . ?
C102 C105 C110 C109 -178.3(4) . . . . ?
C108 C109 C110 C105 -1.5(6) . . . . ?
N10 C104 C111 C116 -179.7(3) . . . . ?
C103 C104 C111 C116 1.7(6) . . . . ?
N10 C104 C111 C112 -0.2(6) . . . . ?
C103 C104 C111 C112 -178.8(4) . . . . ?
C133 O7 C112 C113 -10.9(6) . . . . ?
C133 O7 C112 C111 167.7(4) . . . . ?
C116 C111 C112 O7 -179.6(3) . . . . ?
C104 C111 C112 O7 0.9(6) . . . . ?
C116 C111 C112 C113 -1.0(5) . . . . ?
C104 C111 C112 C113 179.5(4) . . . . ?
O7 C112 C113 C114 179.8(4) . . . . ?
C111 C112 C113 C114 1.3(6) . . . . ?
C112 C113 C114 C115 -1.5(6) . . . . ?
C113 C114 C115 C116 1.5(6) . . . . ?
C114 C115 C116 C111 -1.3(6) . . . . ?
C112 C111 C116 C115 1.1(5) . . . . ?
C104 C111 C116 C115 -179.4(3) . . . . ?
C101 N11 C117 N12 -4.1(7) . . . . ?
C101 N11 C117 C118 179.9(4) . . . . ?
C120 N12 C117 N11 -175.7(4) . . . . ?
C120 N12 C117 C118 0.7(4) . . . . ?
N11 C117 C118 C119 175.5(4) . . . . ?
N12 C117 C118 C119 -1.1(4) . . . . ?
N11 C117 C118 C121 -5.7(6) . . . . ?
N12 C117 C118 C121 177.7(4) . . . . ?
C121 C118 C119 C120 -177.7(4) . . . . ?
C117 C118 C119 C120 1.1(5) . . . . ?
C117 N12 C120 C119 0.0(4) . . . . ?
C117 N12 C120 C127 -177.9(4) . . . . ?
C118 C119 C120 N12 -0.8(5) . . . . ?
C118 C119 C120 C127 177.1(4) . . . . ?
C119 C118 C121 C126 -22.0(6) . . . . ?
C117 C118 C121 C126 159.4(4) . . . . ?
C119 C118 C121 C122 154.9(5) . . . . ?
C117 C118 C121 C122 -23.7(7) . . . . ?
C126 C121 C122 C123 -1.4(7) . . . . ?
C118 C121 C122 C123 -178.4(4) . . . . ?
C121 C122 C123 C124 0.3(7) . . . . ?
C122 C123 C124 C125 1.1(8) . . . . ?
C123 C124 C125 C126 -1.3(8) . . . . ?
C124 C125 C126 C121 0.2(7) . . . . ?
C122 C121 C126 C125 1.2(6) . . . . ?
C118 C121 C126 C125 178.2(4) . . . . ?
N12 C120 C127 C128 -3.1(7) . . . . ?
C119 C120 C127 C128 179.2(4) . . . . ?
N12 C120 C127 C132 178.4(4) . . . . ?
C119 C120 C127 C132 0.8(7) . . . . ?
C134 O8 C128 C127 177.1(9) . . . . ?
C134 O8 C128 C129 -2.0(10) . . . . ?
C132 C127 C128 O8 179.3(5) . . . . ?
C120 C127 C128 O8 0.8(7) . . . . ?
C132 C127 C128 C129 -1.6(7) . . . . ?
C120 C127 C128 C129 179.9(5) . . . . ?
O8 C128 C129 C130 179.9(5) . . . . ?
C127 C128 C129 C130 0.8(8) . . . . ?
C128 C129 C130 C131 -0.1(9) . . . . ?
C129 C130 C131 C132 0.3(9) . . . . ?
C130 C131 C132 C127 -1.1(8) . . . . ?
C128 C127 C132 C131 1.7(7) . . . . ?
C120 C127 C132 C131 -179.7(5) . . . . ?

_refine_diff_density_max         0.306
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.043

_shelxl_version_number           2013-4


_database_code_depnum_ccdc_archive 'CCDC 1005390'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_BROD06MC

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H24 N4 O'
_chemical_formula_sum            'C32 H24 N4 O'
_chemical_formula_weight         480.55
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_symmetry_space_group_name_H-M   P21/c
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.3385(6)
_cell_length_b                   13.9762(7)
_cell_length_c                   15.3735(8)
_cell_angle_alpha                90
_cell_angle_beta                 97.732(2)
_cell_angle_gamma                90
_cell_volume                     2414.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9696
_cell_measurement_theta_min      4.29
_cell_measurement_theta_max      69.32

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.644
_shelx_estimated_absorpt_T_min   0.878
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.6308
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 2008)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker microstar diffractometer equiped with a Platinum 135 CCD Detector,
a Helios optics and a Kappa goniometer. The crystal-to-detector distance 
was 3.8 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 110.0 degree
scan in 110 frames over three different parts of the reciprocal space
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating Anode'
_diffrn_measurement_device_type  'Bruker Microstar'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            64766
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_av_R_equivalents  0.056
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.934
_diffrn_reflns_theta_max         69.672
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4534
_reflns_number_gt                4161
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker AXS, 2013)'
_computing_cell_refinement       'SAINT (Bruker AXS, 2013)'
_computing_data_reduction        'SAINT (Bruker AXS, 2013)'
_computing_structure_solution    'SHELXS (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS, 2013)'
_computing_publication_material  'UdMX (Maris, 2004)'

_refine_special_details          
;
The H1 atom was located in a difference Fourier map and refined freely. 
The other H atoms were positioned geometrically (C---H 0.95 Å) and included
in the refinement in the riding model approximation; their temperature 
displacement parameters were set to 1.2 times the equivalent isotropic 
temperature factors of the parent site. 

;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0512P)²+0.8646P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4534
_refine_ls_number_parameters     339
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.0984
_refine_ls_wR_factor_gt          0.0955
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.037

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.53068(8) 0.25438(7) -0.05382(6) 0.0321(2) Uani 1 1 d . . . . .
N1 N 0.47599(9) 0.39486(7) 0.04923(6) 0.0235(2) Uani 1 1 d . . . . .
N2 N 0.55644(9) 0.46580(7) 0.18930(6) 0.0235(2) Uani 1 1 d . . . . .
N3 N 0.70932(9) 0.39835(7) 0.11394(6) 0.0246(2) Uani 1 1 d . . . . .
N4 N 1.00548(9) 0.30510(8) 0.11333(7) 0.0295(2) Uani 1 1 d . . . . .
C1 C 0.46804(10) 0.44842(8) 0.12397(7) 0.0225(2) Uani 1 1 d . . . . .
C2 C 0.34663(10) 0.47458(8) 0.12164(8) 0.0225(2) Uani 1 1 d . . . . .
C3 C 0.28572(11) 0.43482(8) 0.04557(8) 0.0237(3) Uani 1 1 d . . . . .
H3 H 0.2027 0.4402 0.0268 0.028 Uiso 1 1 calc R U . . .
C4 C 0.36725(10) 0.38554(8) 0.00128(8) 0.0232(2) Uani 1 1 d . . . . .
C5 C 0.29601(11) 0.53236(8) 0.18743(8) 0.0238(3) Uani 1 1 d . . . . .
C6 C 0.36115(11) 0.60710(9) 0.23155(8) 0.0286(3) Uani 1 1 d . . . . .
H6 H 0.4390 0.6209 0.2187 0.034 Uiso 1 1 calc R U . . .
C7 C 0.31313(13) 0.66105(10) 0.29377(9) 0.0342(3) Uani 1 1 d . . . . .
H7 H 0.3584 0.7112 0.3237 0.041 Uiso 1 1 calc R U . . .
C8 C 0.19940(13) 0.64207(10) 0.31233(9) 0.0355(3) Uani 1 1 d . . . . .
H8 H 0.1671 0.6784 0.3557 0.043 Uiso 1 1 calc R U . . .
C9 C 0.13246(12) 0.56992(10) 0.26761(9) 0.0320(3) Uani 1 1 d . . . . .
H9 H 0.0537 0.5580 0.2794 0.038 Uiso 1 1 calc R U . . .
C10 C 0.18029(11) 0.51520(9) 0.20567(8) 0.0271(3) Uani 1 1 d . . . . .
H10 H 0.1341 0.4657 0.1754 0.033 Uiso 1 1 calc R U . . .
C11 C 0.34436(11) 0.33166(8) -0.08084(8) 0.0239(3) Uani 1 1 d . . . . .
C12 C 0.42538(11) 0.26510(9) -0.10753(8) 0.0260(3) Uani 1 1 d . . . . .
C13 C 0.39601(12) 0.21257(9) -0.18447(8) 0.0303(3) Uani 1 1 d . . . . .
H13 H 0.4510 0.1676 -0.2022 0.036 Uiso 1 1 calc R U . . .
C14 C 0.28673(13) 0.22595(10) -0.23503(8) 0.0321(3) Uani 1 1 d . . . . .
H14 H 0.2670 0.1896 -0.2872 0.039 Uiso 1 1 calc R U . . .
C15 C 0.20583(12) 0.29153(10) -0.21062(8) 0.0306(3) Uani 1 1 d . . . . .
H15 H 0.1310 0.3004 -0.2456 0.037 Uiso 1 1 calc R U . . .
C16 C 0.23553(11) 0.34416(9) -0.13438(8) 0.0265(3) Uani 1 1 d . . . . .
H16 H 0.1805 0.3899 -0.1181 0.032 Uiso 1 1 calc R U . . .
C17 C 0.66789(11) 0.44124(8) 0.18565(8) 0.0234(2) Uani 1 1 d . . . . .
C18 C 0.76559(11) 0.45310(9) 0.25825(8) 0.0249(3) Uani 1 1 d . . . . .
C19 C 0.86247(11) 0.41398(9) 0.22784(8) 0.0262(3) Uani 1 1 d . . . . .
H19 H 0.9402 0.4081 0.2593 0.031 Uiso 1 1 calc R U . . .
C20 C 0.82437(11) 0.38314(8) 0.13886(8) 0.0247(3) Uani 1 1 d . . . . .
C21 C 0.75800(11) 0.49530(9) 0.34497(8) 0.0255(3) Uani 1 1 d . . . . .
C22 C 0.66848(11) 0.55987(9) 0.35942(9) 0.0296(3) Uani 1 1 d . . . . .
H22 H 0.6121 0.5799 0.3115 0.036 Uiso 1 1 calc R U . . .
C23 C 0.66107(12) 0.59502(10) 0.44312(9) 0.0345(3) Uani 1 1 d . . . . .
H23 H 0.5998 0.6389 0.4519 0.041 Uiso 1 1 calc R U . . .
C24 C 0.74222(12) 0.56656(11) 0.51361(9) 0.0355(3) Uani 1 1 d . . . . .
H24 H 0.7354 0.5891 0.5710 0.043 Uiso 1 1 calc R U . . .
C25 C 0.83370(12) 0.50479(10) 0.49985(9) 0.0341(3) Uani 1 1 d . . . . .
H25 H 0.8910 0.4864 0.5478 0.041 Uiso 1 1 calc R U . . .
C26 C 0.84187(11) 0.46979(9) 0.41649(8) 0.0295(3) Uani 1 1 d . . . . .
H26 H 0.9052 0.4279 0.4078 0.035 Uiso 1 1 calc R U . . .
C27 C 0.89803(11) 0.33913(8) 0.07837(8) 0.0252(3) Uani 1 1 d . . . . .
C28 C 0.85449(12) 0.33039(9) -0.01048(8) 0.0300(3) Uani 1 1 d . . . . .
H28 H 0.7792 0.3564 -0.0330 0.036 Uiso 1 1 calc R U . . .
C29 C 0.92229(12) 0.28341(10) -0.06525(9) 0.0329(3) Uani 1 1 d . . . . .
H29 H 0.8951 0.2774 -0.1262 0.040 Uiso 1 1 calc R U . . .
C30 C 1.03066(11) 0.24533(9) -0.02961(9) 0.0306(3) Uani 1 1 d . . . . .
H30 H 1.0783 0.2108 -0.0652 0.037 Uiso 1 1 calc R U . . .
C31 C 1.06837(11) 0.25853(10) 0.05912(9) 0.0311(3) Uani 1 1 d . . . . .
H31 H 1.1435 0.2329 0.0829 0.037 Uiso 1 1 calc R U . . .
C32 C 0.60884(13) 0.17936(10) -0.07367(10) 0.0374(3) Uani 1 1 d . . . . .
H32A H 0.6379 0.1931 -0.1296 0.056 Uiso 1 1 calc R U . . .
H32B H 0.5657 0.1184 -0.0781 0.056 Uiso 1 1 calc R U . . .
H32C H 0.6765 0.1752 -0.0269 0.056 Uiso 1 1 calc R U . . .
H1 H 0.5440(15) 0.3717(12) 0.0374(10) 0.037(4) Uiso 1 1 d . . . . .


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



loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C12 . . 1.3655(15) y
O1 C32 . . 1.4320(15) y
N1 C4 . . 1.3551(15) y
N1 C1 . . 1.3843(15) y
N1 H1 . . 0.877(17) ?
N2 C17 . . 1.3180(15) y
N2 C1 . . 1.3422(15) y
N3 C20 . . 1.3264(16) y
N3 C17 . . 1.3909(15) y
N4 C31 . . 1.3366(17) y
N4 C27 . . 1.3503(16) y
C1 C2 . . 1.4201(16) y
C2 C3 . . 1.3914(17) y
C2 C5 . . 1.4700(16) y
C3 C4 . . 1.4007(17) y
C3 H3 . . 0.9500 ?
C4 C11 . . 1.4629(16) y
C5 C10 . . 1.3988(17) y
C5 C6 . . 1.4006(18) y
C6 C7 . . 1.3857(18) y
C6 H6 . . 0.9500 ?
C7 C8 . . 1.383(2) y
C7 H7 . . 0.9500 ?
C8 C9 . . 1.387(2) y
C8 H8 . . 0.9500 ?
C9 C10 . . 1.3873(18) y
C9 H9 . . 0.9500 ?
C10 H10 . . 0.9500 ?
C11 C16 . . 1.3990(17) y
C11 C12 . . 1.4067(17) y
C12 C13 . . 1.3939(18) y
C13 C14 . . 1.3839(19) y
C13 H13 . . 0.9500 ?
C14 C15 . . 1.3838(19) y
C14 H14 . . 0.9500 ?
C15 C16 . . 1.3864(18) y
C15 H15 . . 0.9500 ?
C16 H16 . . 0.9500 ?
C17 C18 . . 1.4722(17) y
C18 C19 . . 1.3646(17) y
C18 C21 . . 1.4709(17) y
C19 C20 . . 1.4438(17) y
C19 H19 . . 0.9500 ?
C20 C27 . . 1.4661(17) y
C21 C22 . . 1.3980(18) y
C21 C26 . . 1.3996(18) y
C22 C23 . . 1.3905(19) y
C22 H22 . . 0.9500 ?
C23 C24 . . 1.382(2) y
C23 H23 . . 0.9500 ?
C24 C25 . . 1.387(2) y
C24 H24 . . 0.9500 ?
C25 C26 . . 1.3865(19) y
C25 H25 . . 0.9500 ?
C26 H26 . . 0.9500 ?
C27 C28 . . 1.3940(18) y
C28 C29 . . 1.3803(18) y
C28 H28 . . 0.9500 ?
C29 C30 . . 1.3829(19) y
C29 H29 . . 0.9500 ?
C30 C31 . . 1.3859(19) y
C30 H30 . . 0.9500 ?
C31 H31 . . 0.9500 ?
C32 H32a . . 0.9800 ?
C32 H32b . . 0.9800 ?
C32 H32c . . 0.9800 ?

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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C12 O1 C32 . . . 117.86(10) y
C4 N1 C1 . . . 110.34(10) y
C4 N1 H1 . . . 127.8(10) ?
C1 N1 H1 . . . 121.9(10) ?
C17 N2 C1 . . . 123.01(10) y
C20 N3 C17 . . . 105.31(10) y
C31 N4 C27 . . . 116.86(11) y
N2 C1 N1 . . . 126.40(11) y
N2 C1 C2 . . . 126.59(11) y
N1 C1 C2 . . . 106.82(10) y
C3 C2 C1 . . . 106.76(10) y
C3 C2 C5 . . . 127.02(11) y
C1 C2 C5 . . . 126.23(11) y
C2 C3 C4 . . . 108.63(10) y
C2 C3 H3 . . . 125.7 ?
C4 C3 H3 . . . 125.7 ?
N1 C4 C3 . . . 107.45(10) y
N1 C4 C11 . . . 124.18(11) y
C3 C4 C11 . . . 128.36(11) y
C10 C5 C6 . . . 118.60(11) y
C10 C5 C2 . . . 120.48(11) y
C6 C5 C2 . . . 120.90(11) y
C7 C6 C5 . . . 120.63(12) y
C7 C6 H6 . . . 119.7 ?
C5 C6 H6 . . . 119.7 ?
C8 C7 C6 . . . 120.12(13) y
C8 C7 H7 . . . 119.9 ?
C6 C7 H7 . . . 119.9 ?
C7 C8 C9 . . . 120.01(12) y
C7 C8 H8 . . . 120.0 ?
C9 C8 H8 . . . 120.0 ?
C10 C9 C8 . . . 120.16(12) y
C10 C9 H9 . . . 119.9 ?
C8 C9 H9 . . . 119.9 ?
C9 C10 C5 . . . 120.45(12) y
C9 C10 H10 . . . 119.8 ?
C5 C10 H10 . . . 119.8 ?
C16 C11 C12 . . . 118.03(11) y
C16 C11 C4 . . . 118.90(11) y
C12 C11 C4 . . . 123.03(11) y
O1 C12 C13 . . . 123.02(11) y
O1 C12 C11 . . . 116.64(11) y
C13 C12 C11 . . . 120.33(12) y
C14 C13 C12 . . . 119.93(12) y
C14 C13 H13 . . . 120.0 ?
C12 C13 H13 . . . 120.0 ?
C15 C14 C13 . . . 120.88(12) y
C15 C14 H14 . . . 119.6 ?
C13 C14 H14 . . . 119.6 ?
C14 C15 C16 . . . 119.09(12) y
C14 C15 H15 . . . 120.5 ?
C16 C15 H15 . . . 120.5 ?
C15 C16 C11 . . . 121.72(12) y
C15 C16 H16 . . . 119.1 ?
C11 C16 H16 . . . 119.1 ?
N2 C17 N3 . . . 125.03(11) y
N2 C17 C18 . . . 124.49(11) y
N3 C17 C18 . . . 110.46(10) y
C19 C18 C21 . . . 128.24(11) y
C19 C18 C17 . . . 104.68(11) y
C21 C18 C17 . . . 127.05(11) y
C18 C19 C20 . . . 106.99(11) y
C18 C19 H19 . . . 126.5 ?
C20 C19 H19 . . . 126.5 ?
N3 C20 C19 . . . 112.52(11) y
N3 C20 C27 . . . 120.40(11) y
C19 C20 C27 . . . 127.07(11) y
C22 C21 C26 . . . 118.08(11) y
C22 C21 C18 . . . 122.34(11) y
C26 C21 C18 . . . 119.57(11) y
C23 C22 C21 . . . 120.71(12) y
C23 C22 H22 . . . 119.6 ?
C21 C22 H22 . . . 119.6 ?
C24 C23 C22 . . . 120.47(13) y
C24 C23 H23 . . . 119.8 ?
C22 C23 H23 . . . 119.8 ?
C23 C24 C25 . . . 119.47(12) y
C23 C24 H24 . . . 120.3 ?
C25 C24 H24 . . . 120.3 ?
C26 C25 C24 . . . 120.31(13) y
C26 C25 H25 . . . 119.8 ?
C24 C25 H25 . . . 119.8 ?
C25 C26 C21 . . . 120.89(12) y
C25 C26 H26 . . . 119.6 ?
C21 C26 H26 . . . 119.6 ?
N4 C27 C28 . . . 122.74(11) y
N4 C27 C20 . . . 117.11(11) y
C28 C27 C20 . . . 120.10(11) y
C29 C28 C27 . . . 119.12(12) y
C29 C28 H28 . . . 120.4 ?
C27 C28 H28 . . . 120.4 ?
C28 C29 C30 . . . 118.65(12) y
C28 C29 H29 . . . 120.7 ?
C30 C29 H29 . . . 120.7 ?
C29 C30 C31 . . . 118.60(12) y
C29 C30 H30 . . . 120.7 ?
C31 C30 H30 . . . 120.7 ?
N4 C31 C30 . . . 123.97(12) y
N4 C31 H31 . . . 118.0 ?
C30 C31 H31 . . . 118.0 ?
O1 C32 H32A . . . 109.5 ?
O1 C32 H32B . . . 109.5 ?
H32A C32 H32B . . . 109.5 ?
O1 C32 H32C . . . 109.5 ?
H32A C32 H32C . . . 109.5 ?
H32B C32 H32C . . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C17 N2 C1 N1 . . . . 7.40(18) y
C17 N2 C1 C2 . . . . -178.25(11) y
C4 N1 C1 N2 . . . . 174.74(11) y
C4 N1 C1 C2 . . . . -0.52(13) y
N2 C1 C2 C3 . . . . -174.74(11) y
N1 C1 C2 C3 . . . . 0.51(13) y
N2 C1 C2 C5 . . . . 5.11(19) y
N1 C1 C2 C5 . . . . -179.63(11) y
C1 C2 C3 C4 . . . . -0.33(13) y
C5 C2 C3 C4 . . . . 179.82(11) y
C1 N1 C4 C3 . . . . 0.32(13) y
C1 N1 C4 C11 . . . . -178.90(10) y
C2 C3 C4 N1 . . . . 0.01(13) y
C2 C3 C4 C11 . . . . 179.19(11) y
C3 C2 C5 C10 . . . . 32.80(18) y
C1 C2 C5 C10 . . . . -147.03(12) y
C3 C2 C5 C6 . . . . -145.61(13) y
C1 C2 C5 C6 . . . . 34.57(18) y
C10 C5 C6 C7 . . . . 1.84(18) y
C2 C5 C6 C7 . . . . -179.73(12) y
C5 C6 C7 C8 . . . . -0.6(2) y
C6 C7 C8 C9 . . . . -1.0(2) y
C7 C8 C9 C10 . . . . 1.5(2) y
C8 C9 C10 C5 . . . . -0.3(2) y
C6 C5 C10 C9 . . . . -1.39(18) y
C2 C5 C10 C9 . . . . -179.83(11) y
N1 C4 C11 C16 . . . . -165.93(11) y
C3 C4 C11 C16 . . . . 15.02(18) y
N1 C4 C11 C12 . . . . 16.18(18) y
C3 C4 C11 C12 . . . . -162.87(12) y
C32 O1 C12 C13 . . . . -6.08(18) y
C32 O1 C12 C11 . . . . 172.75(11) y
C16 C11 C12 O1 . . . . -179.88(10) y
C4 C11 C12 O1 . . . . -1.97(17) y
C16 C11 C12 C13 . . . . -1.02(18) y
C4 C11 C12 C13 . . . . 176.89(11) y
O1 C12 C13 C14 . . . . 178.88(12) y
C11 C12 C13 C14 . . . . 0.09(19) y
C12 C13 C14 C15 . . . . 0.4(2) y
C13 C14 C15 C16 . . . . -0.01(19) y
C14 C15 C16 C11 . . . . -0.97(19) y
C12 C11 C16 C15 . . . . 1.47(18) y
C4 C11 C16 C15 . . . . -176.52(11) y
C1 N2 C17 N3 . . . . 2.63(18) y
C1 N2 C17 C18 . . . . -175.58(11) y
C20 N3 C17 N2 . . . . -177.94(11) y
C20 N3 C17 C18 . . . . 0.49(13) y
N2 C17 C18 C19 . . . . 176.79(11) y
N3 C17 C18 C19 . . . . -1.65(13) y
N2 C17 C18 C21 . . . . -1.52(19) y
N3 C17 C18 C21 . . . . -179.96(11) y
C21 C18 C19 C20 . . . . -179.69(11) y
C17 C18 C19 C20 . . . . 2.03(13) y
C17 N3 C20 C19 . . . . 0.84(13) y
C17 N3 C20 C27 . . . . -179.32(10) y
C18 C19 C20 N3 . . . . -1.93(14) y
C18 C19 C20 C27 . . . . 178.24(11) y
C19 C18 C21 C22 . . . . 158.40(13) y
C17 C18 C21 C22 . . . . -23.68(19) y
C19 C18 C21 C26 . . . . -22.38(19) y
C17 C18 C21 C26 . . . . 155.54(12) y
C26 C21 C22 C23 . . . . -2.10(18) y
C18 C21 C22 C23 . . . . 177.13(12) y
C21 C22 C23 C24 . . . . -0.1(2) y
C22 C23 C24 C25 . . . . 2.0(2) y
C23 C24 C25 C26 . . . . -1.7(2) y
C24 C25 C26 C21 . . . . -0.5(2) y
C22 C21 C26 C25 . . . . 2.38(18) y
C18 C21 C26 C25 . . . . -176.88(12) y
C31 N4 C27 C28 . . . . -2.43(18) y
C31 N4 C27 C20 . . . . 174.99(11) y
N3 C20 C27 N4 . . . . -164.70(11) y
C19 C20 C27 N4 . . . . 15.11(18) y
N3 C20 C27 C28 . . . . 12.79(17) y
C19 C20 C27 C28 . . . . -167.40(12) y
N4 C27 C28 C29 . . . . 1.35(19) y
C20 C27 C28 C29 . . . . -175.99(12) y
C27 C28 C29 C30 . . . . 0.94(19) y
C28 C29 C30 C31 . . . . -2.00(19) y
C27 N4 C31 C30 . . . . 1.29(19) y
C29 C30 C31 N4 . . . . 0.9(2) y

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 N3 0.877(17) 2.108(16) 2.6987(14) 124.0(14) . y
N1 H1 O1 0.877(17) 2.150(17) 2.6484(13) 115.5(13) . y




_database_code_depnum_ccdc_archive 'CCDC 1005391'
