# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016

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

data_2MeISA_1_0m
_database_code_depnum_ccdc_archive 'CCDC 1423424'
_audit_update_record             
;
2015-09-10 deposited with the CCDC.
2016-03-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H25 N3 O3, C H4 O'
_chemical_formula_sum            'C34 H29 N3 O4'
_chemical_formula_weight         543.60

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

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

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

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

_cell_length_a                   12.1184(7)
_cell_length_b                   17.2908(11)
_cell_length_c                   13.0821(9)
_cell_angle_alpha                90
_cell_angle_beta                 100.846(4)
_cell_angle_gamma                90
_cell_volume                     2692.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8027
_cell_measurement_theta_min      2.4099
_cell_measurement_theta_max      28.3190

_exptl_crystal_description       lamellar
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.8636
_exptl_absorpt_correction_T_max  0.9420

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            26091
_diffrn_reflns_av_unetI/netI     0.0600
_diffrn_reflns_av_R_equivalents  0.0590
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.711
_diffrn_reflns_theta_max         28.319
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6665
_reflns_number_gt                4649
_reflns_threshold_expression     'I > 2σ(I)'

_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, 2010)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0481P)²+1.0915P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6665
_refine_ls_number_parameters     376
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0798
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1255
_refine_ls_wR_factor_gt          0.1104
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.003

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 0.08756(10) 0.02223(7) 0.29913(9) 0.0178(3) Uani 1 1 d . . . . .
O2 O 0.41848(10) -0.00751(7) 0.08862(9) 0.0171(3) Uani 1 1 d . . . . .
O3 O 0.23939(10) 0.20983(7) 0.29690(9) 0.0171(3) Uani 1 1 d . . . . .
O4 O 0.27086(13) 0.31459(8) 0.10110(10) 0.0279(3) Uani 1 1 d . . . . .
H26 H 0.2773(19) 0.2646(14) 0.1246(18) 0.042 Uiso 1 1 d . U . . .
N1 N 0.03676(12) -0.09550(9) 0.22321(11) 0.0170(3) Uani 1 1 d . . . . .
N2 N 0.33116(11) 0.15805(8) 0.09578(10) 0.0133(3) Uani 1 1 d . . . . .
N3 N 0.30794(12) 0.11644(8) 0.41721(11) 0.0145(3) Uani 1 1 d . . . . .
H16 H 0.3079 0.1425 0.4732 0.017 Uiso 1 1 calc R U . . .
C1 C 0.69911(15) 0.22736(11) 0.34176(14) 0.0192(4) Uani 1 1 d . . . . .
H1 H 0.7664 0.2498 0.3742 0.023 Uiso 1 1 calc R U . . .
C2 C 0.59896(15) 0.26335(10) 0.34510(13) 0.0180(4) Uani 1 1 d . . . . .
H9 H 0.5999 0.3099 0.3808 0.022 Uiso 1 1 calc R U . . .
C3 C 0.49360(14) 0.23202(10) 0.29596(13) 0.0157(4) Uani 1 1 d . . . . .
H10 H 0.4273 0.2586 0.2977 0.019 Uiso 1 1 calc R U . . .
C4 C 0.49129(14) 0.16216(10) 0.24599(12) 0.0131(3) Uani 1 1 d . . . . .
C5 C 0.39619(13) 0.11417(9) 0.18350(12) 0.0124(3) Uani 1 1 d . . . . .
C6 C 0.30188(13) 0.08346(10) 0.24138(12) 0.0126(3) Uani 1 1 d . . . . .
C7 C 0.19468(13) 0.07760(10) 0.15082(12) 0.0132(3) Uani 1 1 d . . . . .
H21 H 0.1386 0.1135 0.1685 0.016 Uiso 1 1 calc R U . . .
C8 C 0.14031(13) -0.00116(10) 0.13826(13) 0.0143(3) Uani 1 1 d . . . . .
C9 C 0.08552(14) -0.02882(10) 0.21998(13) 0.0151(4) Uani 1 1 d . . . . .
C10 C 0.03575(14) -0.14466(10) 0.14008(13) 0.0162(4) Uani 1 1 d . . . . .
C11 C -0.01711(14) -0.21752(10) 0.14028(15) 0.0196(4) Uani 1 1 d . . . . .
H25 H -0.0488 -0.2322 0.1968 0.023 Uiso 1 1 calc R U . . .
C12 C -0.02172(15) -0.26659(11) 0.05703(15) 0.0220(4) Uani 1 1 d . . . . .
H2 H -0.0575 -0.3142 0.0574 0.026 Uiso 1 1 calc R U . . .
C13 C 0.05852(16) -0.00791(12) 0.39307(14) 0.0226(4) Uani 1 1 d . . . . .
H4 H -0.0190 -0.0233 0.3797 0.034 Uiso 1 1 calc R U . . .
H3 H 0.0702 0.0313 0.4460 0.034 Uiso 1 1 calc R U . . .
H5 H 0.1050 -0.0518 0.4162 0.034 Uiso 1 1 calc R U . . .
C14 C 0.70000(14) 0.15590(10) 0.28885(13) 0.0166(4) Uani 1 1 d . . . . .
C15 C 0.59463(14) 0.12541(10) 0.24248(12) 0.0140(3) Uani 1 1 d . . . . .
C16 C 0.58324(14) 0.05617(10) 0.18506(13) 0.0152(4) Uani 1 1 d . . . . .
C17 C 0.46183(14) 0.04437(10) 0.14489(12) 0.0135(3) Uani 1 1 d . . . . .
C18 C 0.67656(15) 0.01490(11) 0.17280(13) 0.0192(4) Uani 1 1 d . . . . .
H8 H 0.6699 -0.0308 0.1346 0.023 Uiso 1 1 calc R U . . .
C19 C 0.78305(15) 0.04377(11) 0.21972(14) 0.0217(4) Uani 1 1 d . . . . .
H7 H 0.8470 0.0161 0.2125 0.026 Uiso 1 1 calc R U . . .
C20 C 0.79516(15) 0.11146(11) 0.27567(14) 0.0211(4) Uani 1 1 d . . . . .
H6 H 0.8668 0.1285 0.3055 0.025 Uiso 1 1 calc R U . . .
C21 C 0.23254(14) 0.11037(10) 0.05424(13) 0.0150(4) Uani 1 1 d . . . . .
H12 H 0.2524 0.0691 0.0109 0.018 Uiso 1 1 calc R U . . .
H11 H 0.1736 0.1415 0.0134 0.018 Uiso 1 1 calc R U . . .
C22 C 0.39468(15) 0.18140(10) 0.01570(13) 0.0169(4) Uani 1 1 d . . . . .
H13 H 0.4249 0.1363 -0.0119 0.025 Uiso 1 1 calc R U . . .
H15 H 0.4550 0.2151 0.0460 0.025 Uiso 1 1 calc R U . . .
H14 H 0.3457 0.2081 -0.0393 0.025 Uiso 1 1 calc R U . . .
C23 C 0.33572(13) 0.01469(10) 0.31245(13) 0.0129(3) Uani 1 1 d . . . . .
C24 C 0.35715(14) -0.06237(10) 0.29303(13) 0.0155(4) Uani 1 1 d . . . . .
H20 H 0.3540 -0.0796 0.2252 0.019 Uiso 1 1 calc R U . . .
C25 C 0.38343(15) -0.11365(10) 0.37637(14) 0.0180(4) Uani 1 1 d . . . . .
H19 H 0.3980 -0.1653 0.3640 0.022 Uiso 1 1 calc R U . . .
C26 C 0.38795(14) -0.08811(11) 0.47767(14) 0.0187(4) Uani 1 1 d . . . . .
H18 H 0.4070 -0.1228 0.5324 0.022 Uiso 1 1 calc R U . . .
C27 C 0.36460(14) -0.01171(10) 0.49898(13) 0.0167(4) Uani 1 1 d . . . . .
H17 H 0.3663 0.0051 0.5668 0.020 Uiso 1 1 calc R U . . .
C28 C 0.33870(13) 0.03849(10) 0.41524(13) 0.0137(3) Uani 1 1 d . . . . .
C29 C 0.27824(13) 0.14554(10) 0.31958(13) 0.0138(3) Uani 1 1 d . . . . .
C30 C 0.13703(14) -0.04969(10) 0.05596(13) 0.0159(4) Uani 1 1 d . . . . .
H22 H 0.1700 -0.0345 0.0004 0.019 Uiso 1 1 calc R U . . .
C31 C 0.08402(14) -0.12322(10) 0.05338(13) 0.0166(4) Uani 1 1 d . . . . .
C32 C 0.07884(16) -0.17551(10) -0.03055(14) 0.0207(4) Uani 1 1 d . . . . .
H23 H 0.1108 -0.1621 -0.0874 0.025 Uiso 1 1 calc R U . . .
C33 C 0.02673(16) -0.24608(11) -0.02862(15) 0.0237(4) Uani 1 1 d . . . . .
H24 H 0.0236 -0.2802 -0.0840 0.028 Uiso 1 1 calc R U . . .
C34 C 0.2286(2) 0.36122(12) 0.17041(17) 0.0383(6) Uani 1 1 d . . . . .
H27 H 0.2786 0.3602 0.2367 0.058 Uiso 1 1 calc R U . . .
H29 H 0.1560 0.3426 0.1781 0.058 Uiso 1 1 calc R U . . .
H28 H 0.2220 0.4133 0.1446 0.058 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.357(2) . ?
O1 C13 1.438(2) . ?
O2 C17 1.215(2) . ?
O3 C29 1.222(2) . ?
O4 C34 1.382(2) . ?
O4 H26 0.92(2) . ?
N1 C9 1.300(2) . ?
N1 C10 1.379(2) . ?
N2 C22 1.469(2) . ?
N2 C21 1.469(2) . ?
N2 C5 1.474(2) . ?
N3 C29 1.357(2) . ?
N3 C28 1.400(2) . ?
N3 H16 0.8600 . ?
C1 C2 1.372(3) . ?
C1 C14 1.417(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.424(2) . ?
C2 H9 0.9300 . ?
C3 C4 1.371(2) . ?
C3 H10 0.9300 . ?
C4 C15 1.413(2) . ?
C4 C5 1.527(2) . ?
C5 C6 1.577(2) . ?
C5 C17 1.580(2) . ?
C6 C23 1.518(2) . ?
C6 C29 1.546(2) . ?
C6 C7 1.588(2) . ?
C7 C8 1.508(2) . ?
C7 C21 1.532(2) . ?
C7 H21 0.9800 . ?
C8 C30 1.360(2) . ?
C8 C9 1.442(2) . ?
C10 C11 1.414(2) . ?
C10 C31 1.420(2) . ?
C11 C12 1.373(3) . ?
C11 H25 0.9300 . ?
C12 C33 1.405(3) . ?
C12 H2 0.9300 . ?
C13 H4 0.9600 . ?
C13 H3 0.9600 . ?
C13 H5 0.9600 . ?
C14 C15 1.409(2) . ?
C14 C20 1.423(3) . ?
C15 C16 1.406(2) . ?
C16 C18 1.372(2) . ?
C16 C17 1.480(2) . ?
C18 C19 1.412(3) . ?
C18 H8 0.9300 . ?
C19 C20 1.374(3) . ?
C19 H7 0.9300 . ?
C20 H6 0.9300 . ?
C21 H12 0.9700 . ?
C21 H11 0.9700 . ?
C22 H13 0.9600 . ?
C22 H15 0.9600 . ?
C22 H14 0.9600 . ?
C23 C24 1.390(2) . ?
C23 C28 1.400(2) . ?
C24 C25 1.395(2) . ?
C24 H20 0.9300 . ?
C25 C26 1.388(2) . ?
C25 H19 0.9300 . ?
C26 C27 1.390(3) . ?
C26 H18 0.9300 . ?
C27 C28 1.387(2) . ?
C27 H17 0.9300 . ?
C30 C31 1.422(2) . ?
C30 H22 0.9300 . ?
C31 C32 1.415(2) . ?
C32 C33 1.376(3) . ?
C32 H23 0.9300 . ?
C33 H24 0.9300 . ?
C34 H27 0.9600 . ?
C34 H29 0.9600 . ?
C34 H28 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
C9 O1 C13 116.36(14) . . ?
C34 O4 H26 110.4(15) . . ?
C9 N1 C10 117.25(15) . . ?
C22 N2 C21 112.92(13) . . ?
C22 N2 C5 114.94(13) . . ?
C21 N2 C5 106.11(13) . . ?
C29 N3 C28 111.36(14) . . ?
C29 N3 H16 124.3 . . ?
C28 N3 H16 124.3 . . ?
C2 C1 C14 119.94(16) . . ?
C2 C1 H1 120.0 . . ?
C14 C1 H1 120.0 . . ?
C1 C2 C3 122.44(17) . . ?
C1 C2 H9 118.8 . . ?
C3 C2 H9 118.8 . . ?
C4 C3 C2 119.11(16) . . ?
C4 C3 H10 120.4 . . ?
C2 C3 H10 120.4 . . ?
C3 C4 C15 118.23(15) . . ?
C3 C4 C5 132.82(15) . . ?
C15 C4 C5 108.82(14) . . ?
N2 C5 C4 112.09(13) . . ?
N2 C5 C6 102.56(12) . . ?
C4 C5 C6 117.92(13) . . ?
N2 C5 C17 111.83(13) . . ?
C4 C5 C17 102.22(13) . . ?
C6 C5 C17 110.51(13) . . ?
C23 C6 C29 101.59(13) . . ?
C23 C6 C5 114.91(13) . . ?
C29 C6 C5 108.98(13) . . ?
C23 C6 C7 119.73(14) . . ?
C29 C6 C7 108.09(13) . . ?
C5 C6 C7 103.19(12) . . ?
C8 C7 C21 115.89(14) . . ?
C8 C7 C6 114.71(13) . . ?
C21 C7 C6 105.18(13) . . ?
C8 C7 H21 106.8 . . ?
C21 C7 H21 106.8 . . ?
C6 C7 H21 106.8 . . ?
C30 C8 C9 115.68(15) . . ?
C30 C8 C7 126.20(16) . . ?
C9 C8 C7 118.12(15) . . ?
N1 C9 O1 119.67(15) . . ?
N1 C9 C8 126.43(16) . . ?
O1 C9 C8 113.90(15) . . ?
N1 C10 C11 119.00(16) . . ?
N1 C10 C31 121.70(16) . . ?
C11 C10 C31 119.29(17) . . ?
C12 C11 C10 120.00(17) . . ?
C12 C11 H25 120.0 . . ?
C10 C11 H25 120.0 . . ?
C11 C12 C33 121.04(17) . . ?
C11 C12 H2 119.5 . . ?
C33 C12 H2 119.5 . . ?
O1 C13 H4 109.5 . . ?
O1 C13 H3 109.5 . . ?
H4 C13 H3 109.5 . . ?
O1 C13 H5 109.5 . . ?
H4 C13 H5 109.5 . . ?
H3 C13 H5 109.5 . . ?
C15 C14 C1 116.54(16) . . ?
C15 C14 C20 115.81(16) . . ?
C1 C14 C20 127.64(16) . . ?
C16 C15 C14 122.58(16) . . ?
C16 C15 C4 113.69(15) . . ?
C14 C15 C4 123.70(16) . . ?
C18 C16 C15 120.33(16) . . ?
C18 C16 C17 132.29(16) . . ?
C15 C16 C17 107.34(14) . . ?
O2 C17 C16 127.17(16) . . ?
O2 C17 C5 124.84(15) . . ?
C16 C17 C5 107.93(14) . . ?
C16 C18 C19 118.13(17) . . ?
C16 C18 H8 120.9 . . ?
C19 C18 H8 120.9 . . ?
C20 C19 C18 122.02(17) . . ?
C20 C19 H7 119.0 . . ?
C18 C19 H7 119.0 . . ?
C19 C20 C14 121.12(17) . . ?
C19 C20 H6 119.4 . . ?
C14 C20 H6 119.4 . . ?
N2 C21 C7 104.57(13) . . ?
N2 C21 H12 110.8 . . ?
C7 C21 H12 110.8 . . ?
N2 C21 H11 110.8 . . ?
C7 C21 H11 110.8 . . ?
H12 C21 H11 108.9 . . ?
N2 C22 H13 109.5 . . ?
N2 C22 H15 109.5 . . ?
H13 C22 H15 109.5 . . ?
N2 C22 H14 109.5 . . ?
H13 C22 H14 109.5 . . ?
H15 C22 H14 109.5 . . ?
C24 C23 C28 119.03(15) . . ?
C24 C23 C6 132.64(15) . . ?
C28 C23 C6 108.25(14) . . ?
C23 C24 C25 119.31(16) . . ?
C23 C24 H20 120.3 . . ?
C25 C24 H20 120.3 . . ?
C26 C25 C24 120.41(16) . . ?
C26 C25 H19 119.8 . . ?
C24 C25 H19 119.8 . . ?
C25 C26 C27 121.38(16) . . ?
C25 C26 H18 119.3 . . ?
C27 C26 H18 119.3 . . ?
C28 C27 C26 117.44(16) . . ?
C28 C27 H17 121.3 . . ?
C26 C27 H17 121.3 . . ?
C27 C28 N3 127.57(15) . . ?
C27 C28 C23 122.40(16) . . ?
N3 C28 C23 109.99(14) . . ?
O3 C29 N3 126.00(16) . . ?
O3 C29 C6 125.57(15) . . ?
N3 C29 C6 108.42(14) . . ?
C8 C30 C31 121.09(16) . . ?
C8 C30 H22 119.5 . . ?
C31 C30 H22 119.5 . . ?
C32 C31 C10 119.24(16) . . ?
C32 C31 C30 122.94(16) . . ?
C10 C31 C30 117.82(16) . . ?
C33 C32 C31 120.39(18) . . ?
C33 C32 H23 119.8 . . ?
C31 C32 H23 119.8 . . ?
C32 C33 C12 120.03(18) . . ?
C32 C33 H24 120.0 . . ?
C12 C33 H24 120.0 . . ?
O4 C34 H27 109.5 . . ?
O4 C34 H29 109.5 . . ?
H27 C34 H29 109.5 . . ?
O4 C34 H28 109.5 . . ?
H27 C34 H28 109.5 . . ?
H29 C34 H28 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
C14 C1 C2 C3 -0.7(3) . . . . ?
C1 C2 C3 C4 2.0(3) . . . . ?
C2 C3 C4 C15 -2.1(2) . . . . ?
C2 C3 C4 C5 -177.53(16) . . . . ?
C22 N2 C5 C4 63.85(18) . . . . ?
C21 N2 C5 C4 -170.60(13) . . . . ?
C22 N2 C5 C6 -168.69(13) . . . . ?
C21 N2 C5 C6 -43.15(15) . . . . ?
C22 N2 C5 C17 -50.27(18) . . . . ?
C21 N2 C5 C17 75.28(16) . . . . ?
C3 C4 C5 N2 56.2(2) . . . . ?
C15 C4 C5 N2 -119.52(15) . . . . ?
C3 C4 C5 C6 -62.5(2) . . . . ?
C15 C4 C5 C6 121.74(15) . . . . ?
C3 C4 C5 C17 176.11(17) . . . . ?
C15 C4 C5 C17 0.38(16) . . . . ?
N2 C5 C6 C23 160.00(13) . . . . ?
C4 C5 C6 C23 -76.35(18) . . . . ?
C17 C5 C6 C23 40.64(18) . . . . ?
N2 C5 C6 C29 -86.80(15) . . . . ?
C4 C5 C6 C29 36.85(19) . . . . ?
C17 C5 C6 C29 153.85(13) . . . . ?
N2 C5 C6 C7 27.89(15) . . . . ?
C4 C5 C6 C7 151.54(14) . . . . ?
C17 C5 C6 C7 -91.46(15) . . . . ?
C23 C6 C7 C8 -5.0(2) . . . . ?
C29 C6 C7 C8 -120.44(15) . . . . ?
C5 C6 C7 C8 124.22(15) . . . . ?
C23 C6 C7 C21 -133.51(15) . . . . ?
C29 C6 C7 C21 111.03(15) . . . . ?
C5 C6 C7 C21 -4.31(16) . . . . ?
C21 C7 C8 C30 10.4(2) . . . . ?
C6 C7 C8 C30 -112.55(18) . . . . ?
C21 C7 C8 C9 -169.27(14) . . . . ?
C6 C7 C8 C9 67.79(19) . . . . ?
C10 N1 C9 O1 179.09(14) . . . . ?
C10 N1 C9 C8 -0.8(3) . . . . ?
C13 O1 C9 N1 14.2(2) . . . . ?
C13 O1 C9 C8 -165.91(14) . . . . ?
C30 C8 C9 N1 1.9(3) . . . . ?
C7 C8 C9 N1 -178.43(16) . . . . ?
C30 C8 C9 O1 -178.03(14) . . . . ?
C7 C8 C9 O1 1.7(2) . . . . ?
C9 N1 C10 C11 -179.58(15) . . . . ?
C9 N1 C10 C31 -1.1(2) . . . . ?
N1 C10 C11 C12 178.28(15) . . . . ?
C31 C10 C11 C12 -0.2(2) . . . . ?
C10 C11 C12 C33 0.8(3) . . . . ?
C2 C1 C14 C15 -0.5(2) . . . . ?
C2 C1 C14 C20 178.61(17) . . . . ?
C1 C14 C15 C16 178.13(16) . . . . ?
C20 C14 C15 C16 -1.1(2) . . . . ?
C1 C14 C15 C4 0.3(2) . . . . ?
C20 C14 C15 C4 -178.90(16) . . . . ?
C3 C4 C15 C16 -176.97(15) . . . . ?
C5 C4 C15 C16 -0.53(19) . . . . ?
C3 C4 C15 C14 1.0(2) . . . . ?
C5 C4 C15 C14 177.47(15) . . . . ?
C14 C15 C16 C18 0.5(3) . . . . ?
C4 C15 C16 C18 178.52(15) . . . . ?
C14 C15 C16 C17 -177.60(15) . . . . ?
C4 C15 C16 C17 0.43(19) . . . . ?
C18 C16 C17 O2 -0.7(3) . . . . ?
C15 C16 C17 O2 177.09(16) . . . . ?
C18 C16 C17 C5 -177.93(18) . . . . ?
C15 C16 C17 C5 -0.15(17) . . . . ?
N2 C5 C17 O2 -57.4(2) . . . . ?
C4 C5 C17 O2 -177.46(15) . . . . ?
C6 C5 C17 O2 56.2(2) . . . . ?
N2 C5 C17 C16 119.95(14) . . . . ?
C4 C5 C17 C16 -0.14(16) . . . . ?
C6 C5 C17 C16 -126.47(14) . . . . ?
C15 C16 C18 C19 0.3(3) . . . . ?
C17 C16 C18 C19 177.89(17) . . . . ?
C16 C18 C19 C20 -0.6(3) . . . . ?
C18 C19 C20 C14 -0.1(3) . . . . ?
C15 C14 C20 C19 0.8(3) . . . . ?
C1 C14 C20 C19 -178.26(18) . . . . ?
C22 N2 C21 C7 167.65(14) . . . . ?
C5 N2 C21 C7 40.87(16) . . . . ?
C8 C7 C21 N2 -148.86(14) . . . . ?
C6 C7 C21 N2 -21.05(17) . . . . ?
C29 C6 C23 C24 172.48(17) . . . . ?
C5 C6 C23 C24 -70.1(2) . . . . ?
C7 C6 C23 C24 53.7(3) . . . . ?
C29 C6 C23 C28 -4.21(16) . . . . ?
C5 C6 C23 C28 113.26(15) . . . . ?
C7 C6 C23 C28 -123.03(15) . . . . ?
C28 C23 C24 C25 -1.4(2) . . . . ?
C6 C23 C24 C25 -177.77(16) . . . . ?
C23 C24 C25 C26 0.1(3) . . . . ?
C24 C25 C26 C27 1.2(3) . . . . ?
C25 C26 C27 C28 -1.2(3) . . . . ?
C26 C27 C28 N3 177.09(16) . . . . ?
C26 C27 C28 C23 -0.1(2) . . . . ?
C29 N3 C28 C27 -174.12(16) . . . . ?
C29 N3 C28 C23 3.33(19) . . . . ?
C24 C23 C28 C27 1.4(2) . . . . ?
C6 C23 C28 C27 178.58(15) . . . . ?
C24 C23 C28 N3 -176.23(15) . . . . ?
C6 C23 C28 N3 0.98(18) . . . . ?
C28 N3 C29 O3 173.92(16) . . . . ?
C28 N3 C29 C6 -6.09(18) . . . . ?
C23 C6 C29 O3 -173.82(16) . . . . ?
C5 C6 C29 O3 64.5(2) . . . . ?
C7 C6 C29 O3 -47.0(2) . . . . ?
C23 C6 C29 N3 6.19(16) . . . . ?
C5 C6 C29 N3 -115.50(14) . . . . ?
C7 C6 C29 N3 133.02(14) . . . . ?
C9 C8 C30 C31 -1.0(2) . . . . ?
C7 C8 C30 C31 179.35(15) . . . . ?
N1 C10 C31 C32 -178.93(15) . . . . ?
C11 C10 C31 C32 -0.5(2) . . . . ?
N1 C10 C31 C30 1.8(2) . . . . ?
C11 C10 C31 C30 -179.69(15) . . . . ?
C8 C30 C31 C32 -179.90(16) . . . . ?
C8 C30 C31 C10 -0.7(2) . . . . ?
C10 C31 C32 C33 0.6(3) . . . . ?
C30 C31 C32 C33 179.77(17) . . . . ?
C31 C32 C33 C12 0.0(3) . . . . ?
C11 C12 C33 C32 -0.7(3) . . . . ?

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
O4 H26 O3 0.92(2) 2.56(2) 3.2180(18) 128.8(19) .
O4 H26 N2 0.92(2) 2.01(2) 2.808(2) 144(2) .
N3 H16 O4 0.86 1.96 2.7962(19) 164.4 4_566

_refine_diff_density_max         0.339
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.060

_shelxl_version_number           2013-4

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

data_6b
_database_code_depnum_ccdc_archive 'CCDC 1423425'
_audit_update_record             
;
2016-02-17 deposited with the CCDC.
2016-03-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H26 N4 O4'
_chemical_formula_sum            'C30 H26 N4 O4'
_chemical_formula_weight         506.55

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

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

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

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

_cell_length_a                   12.0551(3)
_cell_length_b                   18.3685(4)
_cell_length_c                   12.3323(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.8980(10)
_cell_angle_gamma                90
_cell_volume                     2730.46(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6780
_cell_measurement_theta_min      1.69
_cell_measurement_theta_max      28.31

_exptl_crystal_description       lamellar
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_F_000             1064
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6654
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            27104
_diffrn_reflns_av_unetI/netI     0.0715
_diffrn_reflns_av_R_equivalents  0.0692
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.689
_diffrn_reflns_theta_max         28.313
_diffrn_reflns_theta_full        25.242
_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             6780
_reflns_number_gt                4085
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Solvent molecules in the crystals are highly disordered,
 and attempts to locate and refine solvent molecules were unsuccessful.
 Contributions to scattering from all solvent molecules were removed
 using the SQUEEZE routine of PLATON; the structure was then refined
 again using the data with the latest (2014) version of SHELXL.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0576P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6780
_refine_ls_number_parameters     346
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0913
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1326
_refine_ls_wR_factor_gt          0.1195
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_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 -0.36075(12) 0.95205(7) 0.67168(10) 0.0372(4) Uani 1 1 d . . . . .
O2 O 0.20084(11) 1.03832(6) 0.93716(9) 0.0280(3) Uani 1 1 d . . . . .
O3 O 0.41005(12) 0.91921(6) 1.04636(9) 0.0293(3) Uani 1 1 d . . . . .
O4 O 0.15540(12) 0.77274(6) 0.75642(9) 0.0272(3) Uani 1 1 d . . . . .
N1 N 0.03530(14) 1.05855(7) 0.84363(11) 0.0267(4) Uani 1 1 d . . . . .
N2 N 0.25799(13) 0.77767(7) 0.98598(10) 0.0236(3) Uani 1 1 d . . . . .
N3 N 0.44029(14) 0.96775(7) 0.87699(11) 0.0269(4) Uani 1 1 d . . . . .
H13 H 0.5023 0.9893 0.8904 0.032 Uiso 1 1 calc R U . . .
N4 N 0.33375(14) 0.73449(7) 0.72423(11) 0.0245(4) Uani 1 1 d . . . . .
H14 H 0.3224 0.7139 0.6624 0.029 Uiso 1 1 calc R U . . .
C1 C -0.38918(18) 0.87690(10) 0.67690(16) 0.0378(5) Uani 1 1 d . . . . .
H3 H -0.3340 0.8487 0.6406 0.057 Uiso 1 1 calc R U . . .
H1 H -0.4601 0.8693 0.6423 0.057 Uiso 1 1 calc R U . . .
H26 H -0.3926 0.8620 0.7514 0.057 Uiso 1 1 calc R U . . .
C2 C -0.26157(17) 0.97215(10) 0.71835(14) 0.0294(4) Uani 1 1 d . . . . .
C3 C -0.18813(17) 0.92654(9) 0.77060(14) 0.0281(4) Uani 1 1 d . . . . .
H4 H -0.2046 0.8773 0.7777 0.034 Uiso 1 1 calc R U . . .
C4 C -0.08790(17) 0.95426(9) 0.81334(13) 0.0265(4) Uani 1 1 d . . . . .
C5 C -0.00852(16) 0.90926(9) 0.86667(13) 0.0248(4) Uani 1 1 d . . . . .
H8 H -0.0228 0.8598 0.8742 0.030 Uiso 1 1 calc R U . . .
C6 C 0.08794(16) 0.93716(9) 0.90689(12) 0.0230(4) Uani 1 1 d . . . . .
C7 C 0.17997(16) 0.89434(9) 0.96065(13) 0.0235(4) Uani 1 1 d . . . . .
H23 H 0.2012 0.9203 1.0272 0.028 Uiso 1 1 calc R U . . .
C8 C 0.28757(16) 0.88792(8) 0.88947(12) 0.0212(4) Uani 1 1 d . . . . .
C9 C 0.30953(16) 0.80308(8) 0.88494(13) 0.0217(4) Uani 1 1 d . . . . .
C10 C 0.42776(16) 0.77648(8) 0.87458(13) 0.0222(4) Uani 1 1 d . . . . .
C11 C 0.43685(17) 0.73592(8) 0.77890(13) 0.0243(4) Uani 1 1 d . . . . .
C12 C 0.53327(18) 0.70033(9) 0.75205(14) 0.0294(5) Uani 1 1 d . . . . .
H17 H 0.5376 0.6732 0.6886 0.035 Uiso 1 1 calc R U . . .
C13 C 0.62411(18) 0.70623(9) 0.82299(14) 0.0310(5) Uani 1 1 d . . . . .
H2 H 0.6907 0.6837 0.8061 0.037 Uiso 1 1 calc R U . . .
C14 C -0.06209(17) 1.02923(9) 0.80275(13) 0.0252(4) Uani 1 1 d . . . . .
C15 C 0.10381(17) 1.01435(9) 0.89343(13) 0.0242(4) Uani 1 1 d . . . . .
C16 C 0.22735(19) 1.11372(10) 0.92499(17) 0.0397(5) Uani 1 1 d . . . . .
H5 H 0.2362 1.1247 0.8495 0.060 Uiso 1 1 calc R U . . .
H6 H 0.2952 1.1243 0.9637 0.060 Uiso 1 1 calc R U . . .
H7 H 0.1685 1.1428 0.9536 0.060 Uiso 1 1 calc R U . . .
C17 C 0.15181(16) 0.81613(9) 0.99291(14) 0.0253(4) Uani 1 1 d . . . . .
H21 H 0.1234 0.8142 1.0660 0.030 Uiso 1 1 calc R U . . .
H22 H 0.0972 0.7953 0.9434 0.030 Uiso 1 1 calc R U . . .
C18 C 0.38555(16) 0.92552(8) 0.94930(14) 0.0243(4) Uani 1 1 d . . . . .
C19 C 0.38242(17) 0.97156(9) 0.77798(13) 0.0263(4) Uani 1 1 d . . . . .
C20 C 0.40585(19) 1.01591(9) 0.68995(15) 0.0335(5) Uani 1 1 d . . . . .
H9 H 0.4685 1.0454 0.6899 0.040 Uiso 1 1 calc R U . . .
C21 C 0.3324(2) 1.01457(10) 0.60222(15) 0.0369(5) Uani 1 1 d . . . . .
H10 H 0.3468 1.0428 0.5414 0.044 Uiso 1 1 calc R U . . .
C22 C 0.2388(2) 0.97204(9) 0.60416(14) 0.0338(5) Uani 1 1 d . . . . .
H11 H 0.1896 0.9729 0.5454 0.041 Uiso 1 1 calc R U . . .
C23 C 0.21632(18) 0.92758(9) 0.69255(13) 0.0267(4) Uani 1 1 d . . . . .
H12 H 0.1526 0.8991 0.6929 0.032 Uiso 1 1 calc R U . . .
C24 C 0.28980(17) 0.92632(8) 0.77975(13) 0.0237(4) Uani 1 1 d . . . . .
C25 C 0.25379(18) 0.76970(8) 0.78115(13) 0.0234(4) Uani 1 1 d . . . . .
C26 C 0.61580(18) 0.74559(9) 0.91881(14) 0.0296(5) Uani 1 1 d . . . . .
H15 H 0.6767 0.7487 0.9658 0.036 Uiso 1 1 calc R U . . .
C27 C 0.51783(17) 0.78010(9) 0.94491(14) 0.0275(4) Uani 1 1 d . . . . .
H16 H 0.5126 0.8057 1.0097 0.033 Uiso 1 1 calc R U . . .
C28 C 0.24442(17) 0.69820(9) 0.99186(14) 0.0280(4) Uani 1 1 d . . . . .
H20 H 0.2101 0.6855 1.0590 0.042 Uiso 1 1 calc R U . . .
H18 H 0.3158 0.6752 0.9882 0.042 Uiso 1 1 calc R U . . .
H19 H 0.1986 0.6820 0.9323 0.042 Uiso 1 1 calc R U . . .
C29 C -0.13939(18) 1.07446(9) 0.74938(14) 0.0302(5) Uani 1 1 d . . . . .
H25 H -0.1241 1.1238 0.7415 0.036 Uiso 1 1 calc R U . . .
C30 C -0.23638(18) 1.04705(10) 0.70905(14) 0.0311(5) Uani 1 1 d . . . . .
H24 H -0.2869 1.0780 0.6748 0.037 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.370(2) . ?
O1 C1 1.424(2) . ?
O2 C15 1.354(2) . ?
O2 C16 1.430(2) . ?
O3 C18 1.2338(19) . ?
O4 C25 1.221(2) . ?
N1 C15 1.305(2) . ?
N1 C14 1.380(2) . ?
N2 C17 1.466(2) . ?
N2 C28 1.471(2) . ?
N2 C9 1.477(2) . ?
N3 C18 1.360(2) . ?
N3 C19 1.399(2) . ?
N3 H13 0.8600 . ?
N4 C25 1.364(2) . ?
N4 C11 1.405(2) . ?
N4 H14 0.8600 . ?
C1 H3 0.9600 . ?
C1 H1 0.9600 . ?
C1 H26 0.9600 . ?
C2 C3 1.372(3) . ?
C2 C30 1.414(3) . ?
C3 C4 1.406(3) . ?
C3 H4 0.9300 . ?
C4 C14 1.418(2) . ?
C4 C5 1.418(3) . ?
C5 C6 1.357(2) . ?
C5 H8 0.9300 . ?
C6 C15 1.441(2) . ?
C6 C7 1.505(2) . ?
C7 C17 1.530(2) . ?
C7 C8 1.582(3) . ?
C7 H23 0.9800 . ?
C8 C24 1.527(2) . ?
C8 C18 1.546(2) . ?
C8 C9 1.582(2) . ?
C9 C10 1.514(3) . ?
C9 C25 1.562(2) . ?
C10 C27 1.381(3) . ?
C10 C11 1.401(2) . ?
C11 C12 1.378(3) . ?
C12 C13 1.395(3) . ?
C12 H17 0.9300 . ?
C13 C26 1.390(2) . ?
C13 H2 0.9300 . ?
C14 C29 1.405(3) . ?
C16 H5 0.9600 . ?
C16 H6 0.9600 . ?
C16 H7 0.9600 . ?
C17 H21 0.9700 . ?
C17 H22 0.9700 . ?
C19 C20 1.390(2) . ?
C19 C24 1.392(3) . ?
C20 C21 1.387(3) . ?
C20 H9 0.9300 . ?
C21 C22 1.373(3) . ?
C21 H10 0.9300 . ?
C22 C23 1.392(2) . ?
C22 H11 0.9300 . ?
C23 C24 1.383(2) . ?
C23 H12 0.9300 . ?
C26 C27 1.383(3) . ?
C26 H15 0.9300 . ?
C27 H16 0.9300 . ?
C28 H20 0.9600 . ?
C28 H18 0.9600 . ?
C28 H19 0.9600 . ?
C29 C30 1.360(3) . ?
C29 H25 0.9300 . ?
C30 H24 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C1 116.84(15) . . ?
C15 O2 C16 117.80(15) . . ?
C15 N1 C14 117.24(15) . . ?
C17 N2 C28 112.19(15) . . ?
C17 N2 C9 106.03(13) . . ?
C28 N2 C9 113.82(13) . . ?
C18 N3 C19 111.13(16) . . ?
C18 N3 H13 124.4 . . ?
C19 N3 H13 124.4 . . ?
C25 N4 C11 111.78(14) . . ?
C25 N4 H14 124.1 . . ?
C11 N4 H14 124.1 . . ?
O1 C1 H3 109.5 . . ?
O1 C1 H1 109.5 . . ?
H3 C1 H1 109.5 . . ?
O1 C1 H26 109.5 . . ?
H3 C1 H26 109.5 . . ?
H1 C1 H26 109.5 . . ?
O1 C2 C3 125.83(17) . . ?
O1 C2 C30 114.54(16) . . ?
C3 C2 C30 119.63(19) . . ?
C2 C3 C4 119.96(17) . . ?
C2 C3 H4 120.0 . . ?
C4 C3 H4 120.0 . . ?
C3 C4 C14 120.36(17) . . ?
C3 C4 C5 122.17(16) . . ?
C14 C4 C5 117.45(18) . . ?
C6 C5 C4 121.16(16) . . ?
C6 C5 H8 119.4 . . ?
C4 C5 H8 119.4 . . ?
C5 C6 C15 116.36(16) . . ?
C5 C6 C7 125.80(15) . . ?
C15 C6 C7 117.81(16) . . ?
C6 C7 C17 116.11(16) . . ?
C6 C7 C8 113.56(13) . . ?
C17 C7 C8 105.15(14) . . ?
C6 C7 H23 107.2 . . ?
C17 C7 H23 107.2 . . ?
C8 C7 H23 107.2 . . ?
C24 C8 C18 101.11(14) . . ?
C24 C8 C9 114.75(13) . . ?
C18 C8 C9 109.27(14) . . ?
C24 C8 C7 118.90(15) . . ?
C18 C8 C7 109.20(13) . . ?
C9 C8 C7 103.43(13) . . ?
N2 C9 C10 112.23(13) . . ?
N2 C9 C25 112.72(14) . . ?
C10 C9 C25 101.40(14) . . ?
N2 C9 C8 102.05(13) . . ?
C10 C9 C8 118.63(15) . . ?
C25 C9 C8 110.22(13) . . ?
C27 C10 C11 118.91(17) . . ?
C27 C10 C9 131.58(15) . . ?
C11 C10 C9 109.20(16) . . ?
C12 C11 C10 122.13(17) . . ?
C12 C11 N4 128.23(15) . . ?
C10 C11 N4 109.50(17) . . ?
C11 C12 C13 117.97(16) . . ?
C11 C12 H17 121.0 . . ?
C13 C12 H17 121.0 . . ?
C26 C13 C12 120.47(19) . . ?
C26 C13 H2 119.8 . . ?
C12 C13 H2 119.8 . . ?
N1 C14 C29 119.65(16) . . ?
N1 C14 C4 122.14(17) . . ?
C29 C14 C4 118.21(18) . . ?
N1 C15 O2 121.44(15) . . ?
N1 C15 C6 125.61(18) . . ?
O2 C15 C6 112.93(16) . . ?
O2 C16 H5 109.5 . . ?
O2 C16 H6 109.5 . . ?
H5 C16 H6 109.5 . . ?
O2 C16 H7 109.5 . . ?
H5 C16 H7 109.5 . . ?
H6 C16 H7 109.5 . . ?
N2 C17 C7 103.88(15) . . ?
N2 C17 H21 111.0 . . ?
C7 C17 H21 111.0 . . ?
N2 C17 H22 111.0 . . ?
C7 C17 H22 111.0 . . ?
H21 C17 H22 109.0 . . ?
O3 C18 N3 125.33(17) . . ?
O3 C18 C8 126.20(16) . . ?
N3 C18 C8 108.47(14) . . ?
C20 C19 C24 122.34(17) . . ?
C20 C19 N3 127.35(18) . . ?
C24 C19 N3 110.22(15) . . ?
C21 C20 C19 117.63(19) . . ?
C21 C20 H9 121.2 . . ?
C19 C20 H9 121.2 . . ?
C22 C21 C20 120.73(17) . . ?
C22 C21 H10 119.6 . . ?
C20 C21 H10 119.6 . . ?
C21 C22 C23 121.19(19) . . ?
C21 C22 H11 119.4 . . ?
C23 C22 H11 119.4 . . ?
C24 C23 C22 119.23(19) . . ?
C24 C23 H12 120.4 . . ?
C22 C23 H12 120.4 . . ?
C23 C24 C19 118.82(16) . . ?
C23 C24 C8 132.62(17) . . ?
C19 C24 C8 108.36(15) . . ?
O4 C25 N4 125.76(15) . . ?
O4 C25 C9 126.18(17) . . ?
N4 C25 C9 108.03(16) . . ?
C27 C26 C13 120.62(18) . . ?
C27 C26 H15 119.7 . . ?
C13 C26 H15 119.7 . . ?
C10 C27 C26 119.86(16) . . ?
C10 C27 H16 120.1 . . ?
C26 C27 H16 120.1 . . ?
N2 C28 H20 109.5 . . ?
N2 C28 H18 109.5 . . ?
H20 C28 H18 109.5 . . ?
N2 C28 H19 109.5 . . ?
H20 C28 H19 109.5 . . ?
H18 C28 H19 109.5 . . ?
C30 C29 C14 120.83(17) . . ?
C30 C29 H25 119.6 . . ?
C14 C29 H25 119.6 . . ?
C29 C30 C2 121.00(18) . . ?
C29 C30 H24 119.5 . . ?
C2 C30 H24 119.5 . . ?

_refine_diff_density_max         0.240
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.051
# start Validation Reply Form
_vrf_PLAT601_6b                  
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of . 451 Ang3
RESPONSE: Solvent molecules in the crystals are highly disordered and
unidentifiable, and attempts to locate and refine solvent molecules were
unsuccessful. Hence, the contributions to scattering from all solvent 
molecules were removed using the SQUEEZE routine of PLATON; the structure
was then refined again using the data.
;
# end Validation Reply Form

