# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is (c) The Royal Society of Chemistry 2010

data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177

_publ_contact_author_name        'Sanjayan, G.'
_publ_contact_author_email       gj.sanjayan@ncl.res.in

_publ_section_title              
;
Conformationally Rigid Aromatic Amino Acids as
Potential Building Blocks for Abiotic Foldamers
;
_publ_author_name                G.Sanjayan

# Attachment '- 1.cif'

data_arup1
_database_code_depnum_ccdc_archive 'CCDC 679298'
#TrackingRef '- 1.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H29 N O4'
_chemical_formula_sum            'C24 H29 N O4'
_chemical_formula_weight         395.48

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/n'

loop_
_symmetry_equiv_pos_as_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                   10.881(7)
_cell_length_b                   17.932(11)
_cell_length_c                   11.015(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.754(10)
_cell_angle_gamma                90.00
_cell_volume                     2078(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    1937
_cell_measurement_theta_min      2.244
_cell_measurement_theta_max      25.13

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9585
_exptl_absorpt_correction_T_max  0.9940
_exptl_absorpt_process_details   '(SADABS; Bruker, 2003)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_device       'Bruker Smart APEX'
_diffrn_measurement_method       'Phi and Omega Scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14637
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_av_sigmaI/netI    0.0453
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3648
_reflns_number_gt                2338
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2003)'
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    
'ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2006)'
_computing_publication_material  'SHELXTL (Bruker, 2003)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1185P)^2^+2.1326P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3648
_refine_ls_number_parameters     269
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1334
_refine_ls_R_factor_gt           0.0912
_refine_ls_wR_factor_ref         0.2556
_refine_ls_wR_factor_gt          0.2283
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.4181(3) 0.17040(18) 1.2284(3) 0.0628(10) Uani 1 1 d . . .
O2 O 0.2717(3) 0.24784(19) 1.2494(3) 0.0674(10) Uani 1 1 d . . .
H2 H 0.1964 0.2565 1.2171 0.101 Uiso 1 1 calc R . .
O3 O 0.0568(3) 0.24293(15) 1.0925(3) 0.0490(8) Uani 1 1 d . . .
O3' O -0.0592(3) 0.25303(15) 0.4077(2) 0.0452(8) Uani 1 1 d . . .
N1' N -0.2973(3) 0.20860(18) 0.3148(3) 0.0426(9) Uani 1 1 d . . .
H1A H -0.3742 0.1946 0.2824 0.051 Uiso 1 1 calc R . .
H1B H -0.2650 0.2443 0.2809 0.051 Uiso 1 1 calc R . .
C1 C -0.0009(3) 0.05528(19) 0.7435(3) 0.0311(8) Uani 1 1 d . . .
C2 C 0.1094(4) 0.0100(2) 0.7138(4) 0.0421(10) Uani 1 1 d . . .
H2A H 0.0808 -0.0402 0.6882 0.051 Uiso 1 1 calc R . .
H2B H 0.1363 0.0334 0.6455 0.051 Uiso 1 1 calc R . .
C3 C 0.2216(4) 0.0070(2) 0.8318(3) 0.0382(10) Uani 1 1 d . . .
C4 C 0.2682(3) 0.1059(2) 1.0131(3) 0.0354(9) Uani 1 1 d . . .
H4 H 0.3514 0.0894 1.0437 0.042 Uiso 1 1 calc R . .
C5 C 0.2237(3) 0.1628(2) 1.0750(3) 0.0330(9) Uani 1 1 d . . .
C6 C 0.0967(3) 0.18707(19) 1.0266(3) 0.0308(8) Uani 1 1 d . . .
C7 C 0.0198(3) 0.15596(19) 0.9180(3) 0.0309(8) Uani 1 1 d . . .
H7 H -0.0626 0.1732 0.8850 0.037 Uiso 1 1 calc R . .
C8 C 0.0687(3) 0.09859(19) 0.8601(3) 0.0284(8) Uani 1 1 d . . .
C9 C 0.1918(3) 0.0726(2) 0.9060(3) 0.0313(8) Uani 1 1 d . . .
C10 C 0.3493(4) 0.0148(3) 0.8018(5) 0.0714(16) Uani 1 1 d . . .
H10A H 0.3512 0.0604 0.7568 0.107 Uiso 1 1 calc R . .
H10B H 0.3621 -0.0266 0.7511 0.107 Uiso 1 1 calc R . .
H10C H 0.4154 0.0155 0.8784 0.107 Uiso 1 1 calc R . .
C11 C 0.2172(5) -0.0649(2) 0.9052(4) 0.0681(15) Uani 1 1 d . . .
H11A H 0.2300 -0.1069 0.8557 0.102 Uiso 1 1 calc R . .
H11B H 0.1360 -0.0691 0.9238 0.102 Uiso 1 1 calc R . .
H11C H 0.2830 -0.0639 0.9821 0.102 Uiso 1 1 calc R . .
C12 C 0.3105(4) 0.1944(2) 1.1878(3) 0.0347(9) Uani 1 1 d . . .
C13 C -0.0696(4) 0.2689(3) 1.0551(5) 0.0664(15) Uani 1 1 d . . .
H13A H -0.0856 0.2897 0.9722 0.100 Uiso 1 1 calc R . .
H13B H -0.0823 0.3066 1.1126 0.100 Uiso 1 1 calc R . .
H13C H -0.1268 0.2282 1.0550 0.100 Uiso 1 1 calc R . .
C2' C -0.1117(4) 0.0082(2) 0.7702(4) 0.0434(10) Uani 1 1 d . . .
H2'A H -0.0863 -0.0436 0.7827 0.052 Uiso 1 1 calc R . .
H2'B H -0.1319 0.0261 0.8460 0.052 Uiso 1 1 calc R . .
C3' C -0.2295(3) 0.0152(2) 0.6579(3) 0.0358(9) Uani 1 1 d . . .
C4' C -0.2711(3) 0.1159(2) 0.4811(3) 0.0324(9) Uani 1 1 d . . .
H4' H -0.3548 0.1006 0.4499 0.039 Uiso 1 1 calc R . .
C5' C -0.2245(3) 0.17328(19) 0.4229(3) 0.0303(8) Uani 1 1 d . . .
C6' C -0.0963(3) 0.19570(19) 0.4716(3) 0.0312(9) Uani 1 1 d . . .
C7' C -0.0205(3) 0.1603(2) 0.5769(3) 0.0342(9) Uani 1 1 d . . .
H7' H 0.0632 0.1753 0.6094 0.041 Uiso 1 1 calc R . .
C8' C -0.0707(3) 0.10256(19) 0.6329(3) 0.0271(8) Uani 1 1 d . . .
C9' C -0.1948(3) 0.08046(19) 0.5862(3) 0.0285(8) Uani 1 1 d . . .
C10' C -0.3499(5) 0.0300(3) 0.6998(5) 0.0796(18) Uani 1 1 d . . .
H10D H -0.3396 0.0748 0.7492 0.119 Uiso 1 1 calc R . .
H10E H -0.3660 -0.0112 0.7492 0.119 Uiso 1 1 calc R . .
H10F H -0.4202 0.0359 0.6274 0.119 Uiso 1 1 calc R . .
C11' C -0.2462(6) -0.0559(3) 0.5785(4) 0.0759(18) Uani 1 1 d . . .
H11F H -0.3127 -0.0486 0.5033 0.114 Uiso 1 1 calc R . .
H11E H -0.2681 -0.0966 0.6256 0.114 Uiso 1 1 calc R . .
H11D H -0.1682 -0.0671 0.5567 0.114 Uiso 1 1 calc R . .
C12' C 0.0632(4) 0.2824(3) 0.4547(5) 0.0706(16) Uani 1 1 d . . .
H12D H 0.0735 0.2978 0.5402 0.106 Uiso 1 1 calc R . .
H12E H 0.0747 0.3245 0.4050 0.106 Uiso 1 1 calc R . .
H12F H 0.1252 0.2449 0.4512 0.106 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.045(2) 0.077(2) 0.0536(19) -0.0003(16) -0.0116(15) -0.0075(16)
O2 0.059(2) 0.075(2) 0.055(2) -0.0181(18) -0.0095(16) 0.0010(18)
O3 0.0395(16) 0.0558(18) 0.0432(16) -0.0191(13) -0.0051(13) 0.0097(13)
O3' 0.0422(17) 0.0499(17) 0.0378(15) 0.0154(13) -0.0001(12) -0.0118(13)
N1' 0.0343(19) 0.057(2) 0.0290(17) 0.0014(15) -0.0060(14) 0.0047(16)
C1 0.032(2) 0.0310(19) 0.0278(19) 0.0007(15) 0.0023(16) 0.0005(15)
C2 0.044(2) 0.043(2) 0.034(2) -0.0059(17) 0.0004(18) 0.0052(18)
C3 0.038(2) 0.048(2) 0.027(2) -0.0003(17) 0.0066(17) 0.0132(18)
C4 0.023(2) 0.048(2) 0.030(2) 0.0090(17) -0.0017(16) 0.0059(16)
C5 0.030(2) 0.040(2) 0.0262(19) 0.0049(16) 0.0013(16) -0.0044(16)
C6 0.029(2) 0.0337(19) 0.0274(19) -0.0012(16) 0.0026(15) 0.0002(15)
C7 0.0263(19) 0.034(2) 0.030(2) -0.0015(15) 0.0023(16) 0.0029(15)
C8 0.0237(18) 0.035(2) 0.0242(19) 0.0052(15) 0.0020(15) -0.0037(15)
C9 0.0278(19) 0.038(2) 0.027(2) 0.0060(16) 0.0053(16) 0.0026(16)
C10 0.044(3) 0.115(4) 0.059(3) -0.023(3) 0.019(2) 0.008(3)
C11 0.107(4) 0.049(3) 0.046(3) 0.006(2) 0.015(3) 0.035(3)
C12 0.028(2) 0.046(2) 0.0268(19) 0.0014(18) 0.0000(16) -0.0079(17)
C13 0.052(3) 0.072(3) 0.064(3) -0.026(3) -0.005(2) 0.026(2)
C2' 0.043(2) 0.041(2) 0.040(2) 0.0056(18) 0.0000(19) -0.0107(18)
C3' 0.033(2) 0.045(2) 0.0278(19) -0.0043(17) 0.0049(16) -0.0116(17)
C4' 0.0228(19) 0.044(2) 0.0271(19) -0.0094(16) -0.0003(15) -0.0052(15)
C5' 0.0271(19) 0.039(2) 0.0222(18) -0.0053(15) 0.0022(15) 0.0039(16)
C6' 0.031(2) 0.0321(19) 0.0274(19) -0.0011(15) 0.0012(16) -0.0034(15)
C7' 0.0270(19) 0.040(2) 0.032(2) -0.0060(16) 0.0004(16) -0.0042(16)
C8' 0.0229(18) 0.0320(19) 0.0230(18) -0.0036(15) -0.0002(14) -0.0011(14)
C9' 0.0264(19) 0.0355(19) 0.0228(18) -0.0075(15) 0.0049(15) -0.0036(15)
C10' 0.058(3) 0.116(5) 0.075(4) 0.040(3) 0.036(3) 0.013(3)
C11' 0.133(5) 0.053(3) 0.039(3) -0.007(2) 0.016(3) -0.045(3)
C12' 0.060(3) 0.082(4) 0.064(3) 0.026(3) 0.004(3) -0.038(3)

_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 1.220(5) . ?
O2 C12 1.305(5) . ?
O3 C6 1.371(4) . ?
O3 C13 1.410(5) . ?
O3' C6' 1.364(4) . ?
O3' C12' 1.403(5) . ?
N1' C5' 1.402(4) . ?
C1 C8' 1.519(5) . ?
C1 C8 1.527(5) . ?
C1 C2 1.551(5) . ?
C1 C2' 1.560(5) . ?
C2 C3 1.541(5) . ?
C3 C9 1.514(5) . ?
C3 C10 1.514(6) . ?
C3 C11 1.528(6) . ?
C4 C5 1.382(5) . ?
C4 C9 1.392(5) . ?
C5 C6 1.418(5) . ?
C5 C12 1.469(5) . ?
C6 C7 1.390(5) . ?
C7 C8 1.387(5) . ?
C8 C9 1.387(5) . ?
C2' C3' 1.542(5) . ?
C3' C9' 1.513(5) . ?
C3' C10' 1.520(6) . ?
C3' C11' 1.531(6) . ?
C4' C5' 1.375(5) . ?
C4' C9' 1.395(5) . ?
C5' C6' 1.420(5) . ?
C6' C7' 1.393(5) . ?
C7' C8' 1.386(5) . ?
C8' C9' 1.375(5) . ?

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
C6 O3 C13 120.2(3) . . ?
C6' O3' C12' 118.0(3) . . ?
C8' C1 C8 115.5(3) . . ?
C8' C1 C2 112.3(3) . . ?
C8 C1 C2 101.5(3) . . ?
C8' C1 C2' 101.6(3) . . ?
C8 C1 C2' 111.0(3) . . ?
C2 C1 C2' 115.7(3) . . ?
C3 C2 C1 109.3(3) . . ?
C9 C3 C10 112.3(4) . . ?
C9 C3 C11 109.3(3) . . ?
C10 C3 C11 110.3(4) . . ?
C9 C3 C2 101.3(3) . . ?
C10 C3 C2 112.7(3) . . ?
C11 C3 C2 110.6(4) . . ?
C5 C4 C9 121.8(3) . . ?
C4 C5 C6 118.1(3) . . ?
C4 C5 C12 118.2(3) . . ?
C6 C5 C12 123.6(3) . . ?
O3 C6 C7 123.1(3) . . ?
O3 C6 C5 115.8(3) . . ?
C7 C6 C5 121.1(3) . . ?
C8 C7 C6 118.4(3) . . ?
C7 C8 C9 122.0(3) . . ?
C7 C8 C1 126.7(3) . . ?
C9 C8 C1 111.3(3) . . ?
C8 C9 C4 118.6(3) . . ?
C8 C9 C3 112.6(3) . . ?
C4 C9 C3 128.8(3) . . ?
O1 C12 O2 118.4(3) . . ?
O1 C12 C5 121.5(4) . . ?
O2 C12 C5 120.0(3) . . ?
C3' C2' C1 109.2(3) . . ?
C9' C3' C10' 111.9(3) . . ?
C9' C3' C11' 110.8(3) . . ?
C10' C3' C11' 109.5(4) . . ?
C9' C3' C2' 102.4(3) . . ?
C10' C3' C2' 112.1(4) . . ?
C11' C3' C2' 110.2(4) . . ?
C5' C4' C9' 121.0(3) . . ?
C4' C5' N1' 122.6(3) . . ?
C4' C5' C6' 118.6(3) . . ?
N1' C5' C6' 118.8(3) . . ?
O3' C6' C7' 125.7(3) . . ?
O3' C6' C5' 114.2(3) . . ?
C7' C6' C5' 120.2(3) . . ?
C8' C7' C6' 119.6(3) . . ?
C9' C8' C7' 120.6(3) . . ?
C9' C8' C1 112.4(3) . . ?
C7' C8' C1 126.9(3) . . ?
C8' C9' C4' 120.0(3) . . ?
C8' C9' C3' 112.3(3) . . ?
C4' C9' C3' 127.7(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8' C1 C2 C3 143.0(3) . . . . ?
C8 C1 C2 C3 19.1(4) . . . . ?
C2' C1 C2 C3 -101.0(4) . . . . ?
C1 C2 C3 C9 -20.3(4) . . . . ?
C1 C2 C3 C10 -140.5(4) . . . . ?
C1 C2 C3 C11 95.5(4) . . . . ?
C9 C4 C5 C6 -0.1(5) . . . . ?
C9 C4 C5 C12 179.6(3) . . . . ?
C13 O3 C6 C7 3.5(6) . . . . ?
C13 O3 C6 C5 -177.4(4) . . . . ?
C4 C5 C6 O3 179.2(3) . . . . ?
C12 C5 C6 O3 -0.5(5) . . . . ?
C4 C5 C6 C7 -1.6(5) . . . . ?
C12 C5 C6 C7 178.7(3) . . . . ?
O3 C6 C7 C8 -178.7(3) . . . . ?
C5 C6 C7 C8 2.2(5) . . . . ?
C6 C7 C8 C9 -1.1(5) . . . . ?
C6 C7 C8 C1 177.7(3) . . . . ?
C8' C1 C8 C7 49.0(5) . . . . ?
C2 C1 C8 C7 170.7(3) . . . . ?
C2' C1 C8 C7 -65.9(4) . . . . ?
C8' C1 C8 C9 -132.0(3) . . . . ?
C2 C1 C8 C9 -10.4(4) . . . . ?
C2' C1 C8 C9 113.1(3) . . . . ?
C7 C8 C9 C4 -0.5(5) . . . . ?
C1 C8 C9 C4 -179.5(3) . . . . ?
C7 C8 C9 C3 176.7(3) . . . . ?
C1 C8 C9 C3 -2.3(4) . . . . ?
C5 C4 C9 C8 1.1(5) . . . . ?
C5 C4 C9 C3 -175.6(3) . . . . ?
C10 C3 C9 C8 134.4(4) . . . . ?
C11 C3 C9 C8 -102.8(4) . . . . ?
C2 C3 C9 C8 13.9(4) . . . . ?
C10 C3 C9 C4 -48.7(5) . . . . ?
C11 C3 C9 C4 74.1(5) . . . . ?
C2 C3 C9 C4 -169.2(4) . . . . ?
C4 C5 C12 O1 -1.8(5) . . . . ?
C6 C5 C12 O1 177.8(4) . . . . ?
C4 C5 C12 O2 -179.5(3) . . . . ?
C6 C5 C12 O2 0.2(6) . . . . ?
C8' C1 C2' C3' 14.0(4) . . . . ?
C8 C1 C2' C3' 137.3(3) . . . . ?
C2 C1 C2' C3' -107.8(3) . . . . ?
C1 C2' C3' C9' -13.9(4) . . . . ?
C1 C2' C3' C10' -133.9(4) . . . . ?
C1 C2' C3' C11' 104.0(4) . . . . ?
C9' C4' C5' N1' 177.9(3) . . . . ?
C9' C4' C5' C6' 0.3(5) . . . . ?
C12' O3' C6' C7' -3.8(6) . . . . ?
C12' O3' C6' C5' 175.5(4) . . . . ?
C4' C5' C6' O3' -179.9(3) . . . . ?
N1' C5' C6' O3' 2.4(5) . . . . ?
C4' C5' C6' C7' -0.5(5) . . . . ?
N1' C5' C6' C7' -178.3(3) . . . . ?
O3' C6' C7' C8' 180.0(3) . . . . ?
C5' C6' C7' C8' 0.7(5) . . . . ?
C6' C7' C8' C9' -0.6(5) . . . . ?
C6' C7' C8' C1 176.7(3) . . . . ?
C8 C1 C8' C9' -129.2(3) . . . . ?
C2 C1 C8' C9' 115.2(3) . . . . ?
C2' C1 C8' C9' -9.0(4) . . . . ?
C8 C1 C8' C7' 53.3(5) . . . . ?
C2 C1 C8' C7' -62.4(5) . . . . ?
C2' C1 C8' C7' 173.5(3) . . . . ?
C7' C8' C9' C4' 0.4(5) . . . . ?
C1 C8' C9' C4' -177.3(3) . . . . ?
C7' C8' C9' C3' 178.2(3) . . . . ?
C1 C8' C9' C3' 0.5(4) . . . . ?
C5' C4' C9' C8' -0.2(5) . . . . ?
C5' C4' C9' C3' -177.6(3) . . . . ?
C10' C3' C9' C8' 128.6(4) . . . . ?
C11' C3' C9' C8' -109.0(4) . . . . ?
C2' C3' C9' C8' 8.4(4) . . . . ?
C10' C3' C9' C4' -53.8(5) . . . . ?
C11' C3' C9' C4' 68.6(5) . . . . ?
C2' C3' C9' C4' -174.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.678
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.069

# Attachment '- 13.cif'

##Title:Two-Dimensional Aromatic Amino Acids: Novel Building blocks for Abiotic Foldamers
##Communicated to Journal of Organic Chemistry
##By Veera V. Ramesh E, Arup Roy, Kuruppan N. Vijayadas, Amol M. Kendhale,
##Panchami Prabhakaran, Rajesh Gonnade, Vedavati G. Puranik and Gangadhar J. Sanjayan
##Division of Organic Chemistry:Synthesis and Centre For Materials Characterisation
##National Chemical Laboratory Pune 411 008, India.

data_C21H14N2O7compound2
_database_code_depnum_ccdc_archive 'CCDC 773238'
#TrackingRef '- 13.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            Phthalimide
_chemical_melting_point          239.0
_chemical_formula_moiety         'C21 H14 N2 O7'
_chemical_formula_sum            'C21 H14 N2 O7'
_chemical_formula_weight         406.34

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   11.8387(17)
_cell_length_b                   16.585(2)
_cell_length_c                   19.535(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3835.6(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4862
_cell_measurement_theta_min      2.356
_cell_measurement_theta_max      21.615

_exptl_crystal_description       rectangular
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1680
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9600
_exptl_absorpt_correction_T_max  0.9878
_exptl_absorpt_process_details   'Bruker SADABS'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_device       'Bruker Smart APEX'
_diffrn_measurement_method       'Omega Scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23533
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_sigmaI/netI    0.0235
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.36
_diffrn_reflns_theta_max         23.75
_reflns_number_total             2916
_reflns_number_gt                2131
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'BRUKER SMART'
_computing_cell_refinement       'BRUKER SAINT'
_computing_data_reduction        'BRUKER SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL and PLATON'
_computing_publication_material  SHELXTL

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0918P)^2^+0.8521P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2916
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1635
_refine_ls_wR_factor_gt          0.1466
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6814(2) -0.11999(14) 0.57432(15) 0.1341(10) Uani 1 1 d . . .
O2 O 0.6461(3) 0.00321(17) 0.61030(16) 0.1498(12) Uani 1 1 d . . .
O4 O 0.9264(2) 0.23305(12) 0.45890(12) 0.1019(7) Uani 1 1 d . . .
O5 O 0.66925(17) 0.12031(10) 0.31346(10) 0.0869(6) Uani 1 1 d . . .
N1 N 0.80117(17) 0.15843(11) 0.39428(12) 0.0711(6) Uani 1 1 d . . .
N2 N 0.5915(4) 0.2713(2) 0.2347(2) 0.1175(12) Uani 1 1 d . . .
C1 C 0.6146(5) -0.1509(3) 0.6311(3) 0.196(3) Uani 1 1 d . . .
H1A H 0.6309 -0.1203 0.6716 0.294 Uiso 1 1 calc R . .
H1B H 0.6330 -0.2065 0.6387 0.294 Uiso 1 1 calc R . .
H1C H 0.5357 -0.1462 0.6203 0.294 Uiso 1 1 calc R . .
C2 C 0.6896(3) -0.0412(2) 0.5701(2) 0.0992(10) Uani 1 1 d . . .
C3 C 0.7612(2) -0.01653(15) 0.51120(13) 0.0735(7) Uani 1 1 d . B .
C4 C 0.8468(2) -0.06605(14) 0.48906(13) 0.0688(7) Uani 1 1 d . . .
H4 H 0.8566 -0.1157 0.5104 0.083 Uiso 1 1 calc R . .
C5 C 0.9197(2) -0.04475(14) 0.43567(12) 0.0633(6) Uani 1 1 d . . .
C6 C 1.0050(2) -0.09698(16) 0.41183(14) 0.0777(8) Uani 1 1 d . . .
H6 H 1.0148 -0.1470 0.4325 0.093 Uiso 1 1 calc R . .
C7 C 1.0725(3) -0.07511(19) 0.35929(17) 0.0948(9) Uani 1 1 d . . .
H7 H 1.1273 -0.1106 0.3434 0.114 Uiso 1 1 calc R . .
C8 C 1.0605(3) 0.00051(19) 0.32874(16) 0.0941(9) Uani 1 1 d . . .
H8 H 1.1088 0.0154 0.2934 0.113 Uiso 1 1 calc R . .
C9 C 0.9797(2) 0.05230(16) 0.34991(13) 0.0772(7) Uani 1 1 d . . .
H9 H 0.9723 0.1022 0.3287 0.093 Uiso 1 1 calc R . .
C10 C 0.9067(2) 0.03123(13) 0.40383(12) 0.0623(6) Uani 1 1 d . . .
C11 C 0.8181(2) 0.08172(13) 0.42680(13) 0.0649(6) Uani 1 1 d . B .
C12 C 0.7460(2) 0.05980(16) 0.47834(15) 0.0741(7) Uani 1 1 d . . .
C14 C 0.8568(3) 0.22896(15) 0.41362(16) 0.0775(8) Uani 1 1 d . . .
C15 C 0.8124(2) 0.29299(14) 0.36828(15) 0.0753(8) Uani 1 1 d . A .
C16 C 0.8410(3) 0.37380(17) 0.36423(18) 0.0980(11) Uani 1 1 d . . .
H16 H 0.8955 0.3964 0.3927 0.118 Uiso 1 1 calc R . .
C17 C 0.7841(4) 0.41944(18) 0.3156(2) 0.1154(15) Uani 1 1 d . A .
H17 H 0.8006 0.4741 0.3119 0.139 Uiso 1 1 calc R . .
C18 C 0.7042(4) 0.3865(2) 0.2727(2) 0.1077(13) Uani 1 1 d . . .
H18 H 0.6684 0.4185 0.2402 0.129 Uiso 1 1 calc R A .
C19 C 0.6782(3) 0.30669(16) 0.27833(17) 0.0862(9) Uani 1 1 d . A .
C20 C 0.7323(2) 0.25926(14) 0.32602(14) 0.0721(7) Uani 1 1 d . . .
C21 C 0.7250(2) 0.17140(14) 0.34103(14) 0.0687(7) Uani 1 1 d . A .
O6 O 0.6052(11) 0.2955(8) 0.1779(6) 0.224(6) Uani 0.50 1 d P A 1
O7 O 0.5081(10) 0.2481(6) 0.2639(5) 0.120(3) Uani 0.50 1 d P A 1
O7' O 0.5043(15) 0.2657(11) 0.2422(10) 0.231(9) Uani 0.50 1 d P A 2
O6' O 0.6202(10) 0.2347(5) 0.1806(5) 0.169(4) Uani 0.50 1 d P A 2
O3 O 0.6587(3) 0.1085(5) 0.4892(5) 0.072(2) Uani 0.50 1 d P B 3
C13 C 0.6697(9) 0.1666(7) 0.5373(7) 0.093(3) Uani 0.50 1 d P B 3
C13' C 0.671(2) 0.1813(13) 0.5471(14) 0.232(12) Uani 0.50 1 d P B 4
O3' O 0.6448(10) 0.1090(8) 0.5005(7) 0.170(6) Uani 0.50 1 d P B 4

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.160(2) 0.0820(16) 0.160(2) 0.0226(15) 0.0640(19) -0.0222(15)
O2 0.185(3) 0.1092(19) 0.156(2) -0.0033(18) 0.085(2) -0.0207(19)
O4 0.1062(16) 0.0783(14) 0.1213(17) -0.0059(11) -0.0134(15) -0.0260(12)
O5 0.1025(14) 0.0511(10) 0.1072(14) 0.0040(9) -0.0251(12) -0.0046(10)
N1 0.0775(14) 0.0417(10) 0.0942(15) 0.0046(10) -0.0065(12) -0.0043(9)
N2 0.122(3) 0.119(3) 0.112(3) 0.044(2) -0.017(3) 0.030(3)
C1 0.240(6) 0.129(4) 0.218(5) 0.051(4) 0.117(5) -0.040(4)
C2 0.102(2) 0.082(2) 0.113(2) 0.0004(19) 0.025(2) -0.0177(18)
C3 0.0787(18) 0.0599(16) 0.0819(17) 0.0022(13) 0.0029(14) -0.0125(14)
C4 0.0837(18) 0.0498(13) 0.0729(15) 0.0015(11) -0.0125(14) -0.0057(13)
C5 0.0695(15) 0.0549(13) 0.0655(14) -0.0013(11) -0.0117(12) -0.0032(12)
C6 0.0873(19) 0.0610(15) 0.0847(18) -0.0039(13) -0.0097(16) 0.0134(14)
C7 0.093(2) 0.091(2) 0.101(2) -0.0099(18) 0.0129(18) 0.0204(17)
C8 0.102(2) 0.090(2) 0.090(2) -0.0021(17) 0.0219(17) 0.0089(18)
C9 0.0887(19) 0.0656(15) 0.0773(16) 0.0042(13) 0.0047(15) -0.0012(14)
C10 0.0670(15) 0.0521(13) 0.0679(14) -0.0024(11) -0.0087(12) -0.0028(11)
C11 0.0679(15) 0.0460(13) 0.0808(16) 0.0029(11) -0.0077(13) -0.0046(11)
C12 0.0693(17) 0.0579(15) 0.0950(18) -0.0024(14) 0.0024(15) -0.0050(13)
C14 0.0751(18) 0.0593(16) 0.098(2) -0.0077(14) 0.0055(16) -0.0101(13)
C15 0.0853(18) 0.0426(13) 0.0981(19) -0.0041(13) 0.0312(16) -0.0016(13)
C16 0.122(3) 0.0522(16) 0.120(2) -0.0099(17) 0.054(2) -0.0123(16)
C17 0.173(4) 0.0401(16) 0.133(3) 0.0116(18) 0.085(3) 0.009(2)
C18 0.147(3) 0.0603(19) 0.115(3) 0.0230(18) 0.055(3) 0.029(2)
C19 0.101(2) 0.0619(17) 0.095(2) 0.0231(16) 0.0310(19) 0.0211(16)
C20 0.0792(17) 0.0462(13) 0.0909(17) 0.0077(13) 0.0223(15) 0.0060(13)
C21 0.0743(16) 0.0487(14) 0.0829(17) 0.0062(13) 0.0023(14) 0.0026(12)
O6 0.199(9) 0.332(15) 0.140(7) 0.134(10) -0.034(6) -0.053(11)
O7 0.127(8) 0.108(4) 0.124(5) 0.033(4) 0.030(5) -0.028(4)
O7' 0.155(12) 0.30(2) 0.240(18) -0.040(13) -0.092(13) 0.021(12)
O6' 0.240(10) 0.177(7) 0.091(5) -0.022(5) 0.021(6) -0.071(8)
O3 0.0278(17) 0.068(4) 0.122(5) 0.001(3) 0.021(2) 0.0088(19)
C13 0.090(6) 0.064(5) 0.126(7) -0.007(5) 0.042(5) 0.032(4)
C13' 0.25(2) 0.188(17) 0.259(19) -0.134(14) -0.022(15) 0.005(14)
O3' 0.283(13) 0.095(6) 0.133(7) 0.010(5) 0.061(7) 0.067(7)

_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 1.313(4) . ?
O1 C1 1.455(5) . ?
O2 C2 1.193(4) . ?
O4 C14 1.211(3) . ?
O5 C21 1.201(3) . ?
N1 C21 1.393(3) . ?
N1 C14 1.394(3) . ?
N1 C11 1.436(3) . ?
N2 O7' 1.047(17) . ?
N2 O6 1.191(11) . ?
N2 O7 1.203(11) . ?
N2 O6' 1.266(9) . ?
N2 C19 1.457(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.487(4) . ?
C3 C4 1.374(4) . ?
C3 C12 1.431(4) . ?
C4 C5 1.399(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.409(4) . ?
C5 C10 1.414(3) . ?
C6 C7 1.351(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.396(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.351(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.407(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.415(3) . ?
C11 C12 1.369(4) . ?
C12 O3 1.329(7) . ?
C12 O3' 1.513(11) . ?
C14 C15 1.479(4) . ?
C15 C20 1.376(4) . ?
C15 C16 1.384(4) . ?
C16 C17 1.388(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.377(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.364(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.377(4) . ?
C20 C21 1.489(3) . ?
O3 C13 1.353(16) . ?
C13' O3' 1.54(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C1 116.0(3) . . ?
C21 N1 C14 112.2(2) . . ?
C21 N1 C11 123.88(19) . . ?
C14 N1 C11 123.9(2) . . ?
O7' N2 O6 107.2(13) . . ?
O7' N2 O7 25.3(13) . . ?
O6 N2 O7 131.3(9) . . ?
O7' N2 O6' 109.8(13) . . ?
O6 N2 O6' 49.1(7) . . ?
O7 N2 O6' 117.5(8) . . ?
O7' N2 C19 130.4(12) . . ?
O6 N2 C19 108.3(7) . . ?
O7 N2 C19 115.5(6) . . ?
O6' N2 C19 119.5(6) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C2 O1 122.8(3) . . ?
O2 C2 C3 125.9(3) . . ?
O1 C2 C3 111.3(3) . . ?
C4 C3 C12 118.7(2) . . ?
C4 C3 C2 120.0(3) . . ?
C12 C3 C2 121.2(3) . . ?
C3 C4 C5 122.6(2) . . ?
C3 C4 H4 118.7 . . ?
C5 C4 H4 118.7 . . ?
C4 C5 C6 122.2(2) . . ?
C4 C5 C10 119.1(2) . . ?
C6 C5 C10 118.7(2) . . ?
C7 C6 C5 120.7(3) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C8 120.4(3) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C9 C8 C7 120.8(3) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 120.4(3) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C5 118.9(2) . . ?
C9 C10 C11 123.1(2) . . ?
C5 C10 C11 117.9(2) . . ?
C12 C11 C10 122.6(2) . . ?
C12 C11 N1 118.2(2) . . ?
C10 C11 N1 119.2(2) . . ?
O3 C12 C11 116.1(4) . . ?
O3 C12 C3 124.4(4) . . ?
C11 C12 C3 119.1(2) . . ?
O3 C12 O3' 8.3(8) . . ?
C11 C12 O3' 124.1(5) . . ?
C3 C12 O3' 116.7(5) . . ?
O4 C14 N1 124.5(3) . . ?
O4 C14 C15 129.7(3) . . ?
N1 C14 C15 105.8(3) . . ?
C20 C15 C16 121.8(3) . . ?
C20 C15 C14 108.2(2) . . ?
C16 C15 C14 130.0(3) . . ?
C15 C16 C17 116.7(4) . . ?
C15 C16 H16 121.7 . . ?
C17 C16 H16 121.7 . . ?
C18 C17 C16 122.2(3) . . ?
C18 C17 H17 118.9 . . ?
C16 C17 H17 118.9 . . ?
C19 C18 C17 119.4(3) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C18 C19 C20 120.2(4) . . ?
C18 C19 N2 120.2(3) . . ?
C20 C19 N2 119.6(3) . . ?
C15 C20 C19 119.6(3) . . ?
C15 C20 C21 108.6(2) . . ?
C19 C20 C21 131.7(3) . . ?
O5 C21 N1 125.5(2) . . ?
O5 C21 C20 129.3(3) . . ?
N1 C21 C20 105.1(2) . . ?
C12 O3 C13 117.9(6) . . ?
C12 O3' C13' 115.6(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 O1 C2 O2 0.6(6) . . . . ?
C1 O1 C2 C3 179.0(4) . . . . ?
O2 C2 C3 C4 149.0(4) . . . . ?
O1 C2 C3 C4 -29.4(4) . . . . ?
O2 C2 C3 C12 -28.5(5) . . . . ?
O1 C2 C3 C12 153.2(3) . . . . ?
C12 C3 C4 C5 0.1(4) . . . . ?
C2 C3 C4 C5 -177.5(2) . . . . ?
C3 C4 C5 C6 -178.0(2) . . . . ?
C3 C4 C5 C10 1.2(4) . . . . ?
C4 C5 C6 C7 178.7(3) . . . . ?
C10 C5 C6 C7 -0.4(4) . . . . ?
C5 C6 C7 C8 1.5(4) . . . . ?
C6 C7 C8 C9 -1.6(5) . . . . ?
C7 C8 C9 C10 0.7(5) . . . . ?
C8 C9 C10 C5 0.3(4) . . . . ?
C8 C9 C10 C11 -177.8(3) . . . . ?
C4 C5 C10 C9 -179.7(2) . . . . ?
C6 C5 C10 C9 -0.5(3) . . . . ?
C4 C5 C10 C11 -1.4(3) . . . . ?
C6 C5 C10 C11 177.8(2) . . . . ?
C9 C10 C11 C12 178.5(2) . . . . ?
C5 C10 C11 C12 0.3(4) . . . . ?
C9 C10 C11 N1 -0.3(4) . . . . ?
C5 C10 C11 N1 -178.5(2) . . . . ?
C21 N1 C11 C12 -83.9(3) . . . . ?
C14 N1 C11 C12 94.2(3) . . . . ?
C21 N1 C11 C10 94.9(3) . . . . ?
C14 N1 C11 C10 -86.9(3) . . . . ?
C10 C11 C12 O3 -172.2(4) . . . . ?
N1 C11 C12 O3 6.6(5) . . . . ?
C10 C11 C12 C3 0.9(4) . . . . ?
N1 C11 C12 C3 179.8(2) . . . . ?
C10 C11 C12 O3' -174.9(7) . . . . ?
N1 C11 C12 O3' 3.9(8) . . . . ?
C4 C3 C12 O3 171.4(5) . . . . ?
C2 C3 C12 O3 -11.1(6) . . . . ?
C4 C3 C12 C11 -1.1(4) . . . . ?
C2 C3 C12 C11 176.4(3) . . . . ?
C4 C3 C12 O3' 175.0(7) . . . . ?
C2 C3 C12 O3' -7.5(7) . . . . ?
C21 N1 C14 O4 179.6(3) . . . . ?
C11 N1 C14 O4 1.3(4) . . . . ?
C21 N1 C14 C15 -0.3(3) . . . . ?
C11 N1 C14 C15 -178.6(2) . . . . ?
O4 C14 C15 C20 -178.5(3) . . . . ?
N1 C14 C15 C20 1.4(3) . . . . ?
O4 C14 C15 C16 2.1(5) . . . . ?
N1 C14 C15 C16 -178.0(3) . . . . ?
C20 C15 C16 C17 0.4(4) . . . . ?
C14 C15 C16 C17 179.7(3) . . . . ?
C15 C16 C17 C18 -0.8(5) . . . . ?
C16 C17 C18 C19 1.0(5) . . . . ?
C17 C18 C19 C20 -0.8(5) . . . . ?
C17 C18 C19 N2 178.2(3) . . . . ?
O7' N2 C19 C18 -89.6(15) . . . . ?
O6 N2 C19 C18 44.0(10) . . . . ?
O7 N2 C19 C18 -114.1(6) . . . . ?
O6' N2 C19 C18 96.8(6) . . . . ?
O7' N2 C19 C20 89.4(15) . . . . ?
O6 N2 C19 C20 -137.0(9) . . . . ?
O7 N2 C19 C20 64.9(7) . . . . ?
O6' N2 C19 C20 -84.2(6) . . . . ?
C16 C15 C20 C19 -0.2(4) . . . . ?
C14 C15 C20 C19 -179.7(2) . . . . ?
C16 C15 C20 C21 177.5(2) . . . . ?
C14 C15 C20 C21 -1.9(3) . . . . ?
C18 C19 C20 C15 0.4(4) . . . . ?
N2 C19 C20 C15 -178.6(3) . . . . ?
C18 C19 C20 C21 -176.8(3) . . . . ?
N2 C19 C20 C21 4.2(5) . . . . ?
C14 N1 C21 O5 177.4(3) . . . . ?
C11 N1 C21 O5 -4.2(4) . . . . ?
C14 N1 C21 C20 -0.8(3) . . . . ?
C11 N1 C21 C20 177.5(2) . . . . ?
C15 C20 C21 O5 -176.4(3) . . . . ?
C19 C20 C21 O5 1.0(5) . . . . ?
C15 C20 C21 N1 1.7(3) . . . . ?
C19 C20 C21 N1 179.1(3) . . . . ?
C11 C12 O3 C13 -94.0(8) . . . . ?
C3 C12 O3 C13 93.3(7) . . . . ?
O3' C12 O3 C13 70(5) . . . . ?
O3 C12 O3' C13' -96(6) . . . . ?
C11 C12 O3' C13' -79.3(15) . . . . ?
C3 C12 O3' C13' 104.8(14) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        23.75
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.038