# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2014

 
data_R7 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          
'C21 H17 N O3' 
_chemical_formula_sum 
 'C21 H17 N O3' 
_chemical_formula_weight          331.36 
 
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_Hall      '-P 2ac 2ab'
_symmetry_space_group_name_H-M       'P b c a'
_symmetry_Int_Tables_number                 61 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 'x+1/2, -y+1/2, -z' 
 '-x, y+1/2, -z+1/2' 
 '-x+1/2, -y, z+1/2' 
 '-x, -y, -z' 
 '-x-1/2, y-1/2, z' 
 'x, -y-1/2, z-1/2' 
 'x-1/2, y, -z-1/2' 
 
_cell_length_a                    12.295(3) 
_cell_length_b                    7.7566(16) 
_cell_length_c                    33.943(8) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      3237.0(13) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     120(2) 
_cell_measurement_reflns_used     2370 
_cell_measurement_theta_min       2.92 
_cell_measurement_theta_max       20.93 
 
_exptl_crystal_description        'Plate' 
_exptl_crystal_colour             'colourless' 
_exptl_crystal_size_max           0.33 
_exptl_crystal_size_mid           0.21 
_exptl_crystal_size_min           0.14 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.360 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1392 
_exptl_absorpt_coefficient_mu     0.091 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.9705 
_exptl_absorpt_correction_T_max   0.9873 
_exptl_absorpt_process_details    SADABS 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       120(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   ? 
_diffrn_measurement_method        ? 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             5311 
_diffrn_reflns_av_R_equivalents   0.1013 
_diffrn_reflns_av_sigmaI/netI     0.1161 
_diffrn_reflns_limit_h_min        -14 
_diffrn_reflns_limit_h_max        14 
_diffrn_reflns_limit_k_min        -8 
_diffrn_reflns_limit_k_max        0 
_diffrn_reflns_limit_l_min        -40 
_diffrn_reflns_limit_l_max        0 
_diffrn_reflns_theta_min          2.92 
_diffrn_reflns_theta_max          25.00 
_reflns_number_total              2781 
_reflns_number_gt                 1433 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0520P)²+0.0000P] 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_number_reflns          2781 
_refine_ls_number_parameters      227 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.1491 
_refine_ls_R_factor_gt            0.0572 
_refine_ls_wR_factor_ref          0.1216 
_refine_ls_wR_factor_gt           0.1013 
_refine_ls_goodness_of_fit_ref    0.948 
_refine_ls_restrained_S_all       0.948 
_refine_ls_shift/su_max           0.001 
_refine_ls_shift/su_mean          0.000 

_iucr_refine_instruction_details
;
TITL R7 in Pbca
CELL 0.71073 12.2948 7.7566 33.9425 90.000 90.000 90.000
ZERR 8.00 0.0031 0.0016 0.0078 0.000 0.000 0.000
LATT 1
SYMM x+1/2, -y+1/2, -z
SYMM -x, y+1/2, -z+1/2
SYMM -x+1/2, -y, z+1/2
SFAC C H N O
UNIT 168 136 8 24
SIZE 0.33 0.21 0.14
TEMP -150
ACTA
L.S. 12
OMIT -1 50
OMIT 11 3 2
OMIT 5 4 27
FMAP 2
PLAN 5
BOND $H
CONF
HTAB
WGHT    0.052000
FVAR       0.10949
N1    3    0.700653   -0.164239    0.714364    11.00000    0.03754    0.04424 =
         0.03645   -0.00502   -0.01170    0.00878
AFIX  43
H1    2    0.745318   -0.200252    0.732876    11.00000   -1.20000
AFIX   0
O1    4    0.258535   -0.225949    0.699360    11.00000    0.03578    0.04980 =
         0.03880    0.00553    0.00867   -0.00296
O2    4    0.469640    0.147597    0.611211    11.00000    0.02440    0.05482 =
         0.04217    0.01083    0.01159    0.00532
O3    4    0.592169    0.160241    0.562365    11.00000    0.02705    0.04203 =
         0.03218    0.00696    0.00522    0.00528
C1    1    0.588800   -0.185811    0.714515    11.00000    0.03623    0.03219 =
         0.02925   -0.00744   -0.00408    0.00628
C2    1    0.545414   -0.102761    0.681123    11.00000    0.02833    0.02535 =
         0.02767   -0.00574   -0.00081    0.00095
C3    1    0.431109   -0.110773    0.675078    11.00000    0.03553    0.02967 =
         0.02459    0.00036    0.00299    0.00210
AFIX  43
H3    2    0.397536   -0.052765    0.653637    11.00000   -1.20000
AFIX   0
C4    1    0.371110   -0.205608    0.701432    11.00000    0.03204    0.03693 =
         0.03580   -0.00195    0.00533   -0.00135
C5    1    0.417998   -0.291991    0.733274    11.00000    0.04474    0.03941 =
         0.03047    0.00833    0.00773    0.00069
AFIX  43
H5    2    0.373232   -0.359056    0.750172    11.00000   -1.20000
AFIX   0
C6    1    0.526690   -0.281862    0.740545    11.00000    0.05266    0.04189 =
         0.02491    0.00219    0.00217    0.00834
AFIX  43
H6    2    0.558596   -0.338269    0.762536    11.00000   -1.20000
AFIX   0
C7    1    0.636874   -0.032028    0.659467    11.00000    0.02635    0.02758 =
         0.02679   -0.00537   -0.00307   -0.00177
C8    1    0.730728   -0.078291    0.680969    11.00000    0.03269    0.03153 =
         0.02858   -0.00734   -0.00411   -0.00121
C9    1    0.837622   -0.045168    0.668518    11.00000    0.03105    0.04018 =
         0.04837   -0.01151   -0.01097    0.00212
AFIX  43
H9    2    0.898520   -0.076700    0.684166    11.00000   -1.20000
AFIX   0
C10   1    0.850138    0.034411    0.632907    11.00000    0.02414    0.03630 =
         0.05685   -0.01497    0.00110   -0.00398
AFIX  43
H10   2    0.921327    0.055541    0.623155    11.00000   -1.20000
AFIX   0
C11   1    0.760213    0.085407    0.610513    11.00000    0.03192    0.03164 =
         0.04079   -0.00922    0.00248   -0.00703
AFIX  43
H11   2    0.771626    0.143246    0.586191    11.00000   -1.20000
AFIX   0
C12   1    0.653525    0.053012    0.623183    11.00000    0.02427    0.02773 =
         0.03342   -0.00749   -0.00061   -0.00108
C13   1    0.202484   -0.144151    0.667118    11.00000    0.02870    0.04237 =
         0.04251   -0.00053    0.00206   -0.00261
AFIX 137
H13A  2    0.214180   -0.019286    0.668324    11.00000   -1.50000
H13B  2    0.124471   -0.168750    0.668985    11.00000   -1.50000
H13C  2    0.230669   -0.188771    0.642109    11.00000   -1.50000
AFIX   0
C14   1    0.561585    0.123257    0.599640    11.00000    0.03591    0.02610 =
         0.03116   -0.00095    0.00932   -0.00512
C15   1    0.512837    0.250490    0.538352    11.00000    0.02765    0.03451 =
         0.04228    0.01140    0.00210    0.00288
AFIX  23
H15A  2    0.487293    0.355740    0.552012    11.00000   -1.20000
H15B  2    0.449323    0.175489    0.533094    11.00000   -1.20000
AFIX   0
C16   1    0.568239    0.296587    0.500827    11.00000    0.02042    0.02930 =
         0.03378   -0.00013    0.00107    0.00139
C17   1    0.662125    0.400775    0.501607    11.00000    0.03571    0.03540 =
         0.03640    0.00340    0.00094    0.00450
AFIX  43
H17   2    0.689231    0.440951    0.526156    11.00000   -1.20000
AFIX   0
C18   1    0.715174    0.445256    0.467380    11.00000    0.03069    0.04392 =
         0.07263    0.01632    0.01931    0.00761
AFIX  43
H18   2    0.777788    0.516913    0.468289    11.00000   -1.20000
AFIX   0
C19   1    0.676703    0.384907    0.431631    11.00000    0.07467    0.05112 =
         0.04444    0.01696    0.03106    0.03082
AFIX  43
H19   2    0.713951    0.413375    0.407987    11.00000   -1.20000
AFIX   0
C20   1    0.585967    0.285184    0.430165    11.00000    0.07676    0.04933 =
         0.02990   -0.00600   -0.01099    0.03123
AFIX  43
H20   2    0.559912    0.245333    0.405439    11.00000   -1.20000
AFIX   0
C21   1    0.530261    0.240357    0.464802    11.00000    0.04166    0.03198 =
         0.04376   -0.00302   -0.01069    0.00777
AFIX  43
H21   2    0.466512    0.171409    0.463428    11.00000   -1.20000
HKLF   4
 
REM  R7 in Pbca
REM R1 =  0.0572 for   1433 Fo > 4sig(Fo)  and  0.1491 for all   2781 data
REM    227 parameters refined using      0 restraints
 
END  
     
WGHT      0.0518      0.0000 
REM Highest difference peak  0.170,  deepest hole -0.186,  1-sigma level  0.047
Q1    1   0.4250 -0.1582  0.7357  11.00000  0.05    0.17
Q2    1   0.6341  0.3422  0.4054  11.00000  0.05    0.16
Q3    1   0.6541  0.2539  0.5689  11.00000  0.05    0.16
Q4    1   0.4787 -0.1816  0.7481  11.00000  0.05    0.16
Q5    1   0.6312  0.2773  0.4999  11.00000  0.05    0.15
;
 
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 
N1 N 0.7007(2) -0.1642(3) 0.71436(7) 0.0394(7) Uani 1 1 d . . . 
H1 H 0.7453 -0.2003 0.7329 0.047 Uiso 1 1 calc R . . 
O1 O 0.25853(17) -0.2259(3) 0.69936(5) 0.0415(6) Uani 1 1 d . . . 
O2 O 0.46964(16) 0.1476(3) 0.61121(5) 0.0405(6) Uani 1 1 d . . . 
O3 O 0.59217(15) 0.1602(2) 0.56237(5) 0.0338(5) Uani 1 1 d . . . 
C1 C 0.5888(3) -0.1858(4) 0.71451(8) 0.0326(8) Uani 1 1 d . . . 
C2 C 0.5454(2) -0.1028(3) 0.68112(8) 0.0271(7) Uani 1 1 d . . . 
C3 C 0.4311(2) -0.1108(4) 0.67508(8) 0.0299(7) Uani 1 1 d . . . 
H3 H 0.3975 -0.0528 0.6536 0.036 Uiso 1 1 calc R . . 
C4 C 0.3711(2) -0.2056(4) 0.70143(8) 0.0349(8) Uani 1 1 d . . . 
C5 C 0.4180(3) -0.2920(4) 0.73327(8) 0.0382(8) Uani 1 1 d . . . 
H5 H 0.3732 -0.3591 0.7502 0.046 Uiso 1 1 calc R . . 
C6 C 0.5267(3) -0.2819(4) 0.74054(8) 0.0398(8) Uani 1 1 d . . . 
H6 H 0.5586 -0.3383 0.7625 0.048 Uiso 1 1 calc R . . 
C7 C 0.6369(2) -0.0320(4) 0.65947(7) 0.0269(7) Uani 1 1 d . . . 
C8 C 0.7307(2) -0.0783(4) 0.68097(8) 0.0309(8) Uani 1 1 d . . . 
C9 C 0.8376(2) -0.0452(4) 0.66852(9) 0.0399(8) Uani 1 1 d . . . 
H9 H 0.8985 -0.0767 0.6842 0.048 Uiso 1 1 calc R . . 
C10 C 0.8501(2) 0.0344(4) 0.63291(9) 0.0391(8) Uani 1 1 d . . . 
H10 H 0.9213 0.0555 0.6232 0.047 Uiso 1 1 calc R . . 
C11 C 0.7602(2) 0.0854(4) 0.61051(8) 0.0348(8) Uani 1 1 d . . . 
H11 H 0.7716 0.1432 0.5862 0.042 Uiso 1 1 calc R . . 
C12 C 0.6535(2) 0.0530(4) 0.62318(8) 0.0285(7) Uani 1 1 d . . . 
C13 C 0.2025(2) -0.1442(4) 0.66712(8) 0.0379(8) Uani 1 1 d . . . 
H13A H 0.2142 -0.0193 0.6683 0.057 Uiso 1 1 calc R . . 
H13B H 0.1245 -0.1687 0.6690 0.057 Uiso 1 1 calc R . . 
H13C H 0.2307 -0.1888 0.6421 0.057 Uiso 1 1 calc R . . 
C14 C 0.5616(3) 0.1233(4) 0.59964(8) 0.0311(8) Uani 1 1 d . . . 
C15 C 0.5128(2) 0.2505(4) 0.53835(8) 0.0348(8) Uani 1 1 d . . . 
H15A H 0.4873 0.3557 0.5520 0.042 Uiso 1 1 calc R . . 
H15B H 0.4493 0.1755 0.5331 0.042 Uiso 1 1 calc R . . 
C16 C 0.5682(2) 0.2966(3) 0.50083(8) 0.0278(7) Uani 1 1 d . . . 
C17 C 0.6621(2) 0.4008(4) 0.50161(9) 0.0358(8) Uani 1 1 d . . . 
H17 H 0.6892 0.4410 0.5262 0.043 Uiso 1 1 calc R . . 
C18 C 0.7152(3) 0.4453(4) 0.46738(11) 0.0491(9) Uani 1 1 d . . . 
H18 H 0.7778 0.5169 0.4683 0.059 Uiso 1 1 calc R . . 
C19 C 0.6767(3) 0.3849(5) 0.43163(10) 0.0567(11) Uani 1 1 d . . . 
H19 H 0.7140 0.4134 0.4080 0.068 Uiso 1 1 calc R . . 
C20 C 0.5860(3) 0.2852(5) 0.43016(9) 0.0520(10) Uani 1 1 d . . . 
H20 H 0.5599 0.2453 0.4054 0.062 Uiso 1 1 calc R . . 
C21 C 0.5303(3) 0.2404(4) 0.46480(9) 0.0391(8) Uani 1 1 d . . . 
H21 H 0.4665 0.1714 0.4634 0.047 Uiso 1 1 calc R . . 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
N1 C8 1.366(3) . ? 
N1 C1 1.385(4) . ? 
N1 H1 0.8800 . ? 
O1 C4 1.395(3) . ? 
O1 C13 1.441(3) . ? 
O2 C14 1.212(3) . ? 
O3 C14 1.351(3) . ? 
O3 C15 1.451(3) . ? 
C1 C6 1.385(4) . ? 
C1 C2 1.409(4) . ? 
C2 C3 1.422(4) . ? 
C2 C7 1.451(4) . ? 
C3 C4 1.373(4) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.396(4) . ? 
C5 C6 1.361(4) . ? 
C5 H5 0.9500 . ? 
C6 H6 0.9500 . ? 
C7 C8 1.412(4) . ? 
C7 C12 1.412(4) . ? 
C8 C9 1.404(4) . ? 
C9 C10 1.366(4) . ? 
C9 H9 0.9500 . ? 
C10 C11 1.399(4) . ? 
C10 H10 0.9500 . ? 
C11 C12 1.403(4) . ? 
C11 H11 0.9500 . ? 
C12 C14 1.488(4) . ? 
C13 H13A 0.9800 . ? 
C13 H13B 0.9800 . ? 
C13 H13C 0.9800 . ? 
C15 C16 1.488(4) . ? 
C15 H15A 0.9900 . ? 
C15 H15B 0.9900 . ? 
C16 C21 1.380(4) . ? 
C16 C17 1.409(4) . ? 
C17 C18 1.376(4) . ? 
C17 H17 0.9500 . ? 
C18 C19 1.384(5) . ? 
C18 H18 0.9500 . ? 
C19 C20 1.358(5) . ? 
C19 H19 0.9500 . ? 
C20 C21 1.404(4) . ? 
C20 H20 0.9500 . ? 
C21 H21 0.9500 . ? 
 
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 
C8 N1 C1 109.3(2) . . ? 
C8 N1 H1 125.3 . . ? 
C1 N1 H1 125.3 . . ? 
C4 O1 C13 117.6(2) . . ? 
C14 O3 C15 116.2(2) . . ? 
C6 C1 N1 127.9(3) . . ? 
C6 C1 C2 123.4(3) . . ? 
N1 C1 C2 108.5(3) . . ? 
C1 C2 C3 118.1(3) . . ? 
C1 C2 C7 106.7(2) . . ? 
C3 C2 C7 135.2(3) . . ? 
C4 C3 C2 117.4(3) . . ? 
C4 C3 H3 121.3 . . ? 
C2 C3 H3 121.3 . . ? 
C3 C4 O1 124.1(3) . . ? 
C3 C4 C5 122.7(3) . . ? 
O1 C4 C5 113.2(3) . . ? 
C6 C5 C4 121.2(3) . . ? 
C6 C5 H5 119.4 . . ? 
C4 C5 H5 119.4 . . ? 
C5 C6 C1 117.2(3) . . ? 
C5 C6 H6 121.4 . . ? 
C1 C6 H6 121.4 . . ? 
C8 C7 C12 116.8(3) . . ? 
C8 C7 C2 106.0(2) . . ? 
C12 C7 C2 137.0(3) . . ? 
N1 C8 C9 126.3(3) . . ? 
N1 C8 C7 109.4(3) . . ? 
C9 C8 C7 124.3(3) . . ? 
C10 C9 C8 117.0(3) . . ? 
C10 C9 H9 121.5 . . ? 
C8 C9 H9 121.5 . . ? 
C9 C10 C11 121.3(3) . . ? 
C9 C10 H10 119.3 . . ? 
C11 C10 H10 119.3 . . ? 
C10 C11 C12 121.4(3) . . ? 
C10 C11 H11 119.3 . . ? 
C12 C11 H11 119.3 . . ? 
C11 C12 C7 119.1(3) . . ? 
C11 C12 C14 118.7(3) . . ? 
C7 C12 C14 122.0(3) . . ? 
O1 C13 H13A 109.5 . . ? 
O1 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
O1 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
O2 C14 O3 122.0(3) . . ? 
O2 C14 C12 126.3(3) . . ? 
O3 C14 C12 111.7(3) . . ? 
O3 C15 C16 106.8(2) . . ? 
O3 C15 H15A 110.4 . . ? 
C16 C15 H15A 110.4 . . ? 
O3 C15 H15B 110.4 . . ? 
C16 C15 H15B 110.4 . . ? 
H15A C15 H15B 108.6 . . ? 
C21 C16 C17 118.4(3) . . ? 
C21 C16 C15 121.9(3) . . ? 
C17 C16 C15 119.8(3) . . ? 
C18 C17 C16 121.1(3) . . ? 
C18 C17 H17 119.5 . . ? 
C16 C17 H17 119.5 . . ? 
C17 C18 C19 119.6(3) . . ? 
C17 C18 H18 120.2 . . ? 
C19 C18 H18 120.2 . . ? 
C20 C19 C18 120.4(3) . . ? 
C20 C19 H19 119.8 . . ? 
C18 C19 H19 119.8 . . ? 
C19 C20 C21 120.7(3) . . ? 
C19 C20 H20 119.6 . . ? 
C21 C20 H20 119.6 . . ? 
C16 C21 C20 119.9(3) . . ? 
C16 C21 H21 120.0 . . ? 
C20 C21 H21 120.0 . . ? 
 
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 N1 C1 C6 172.3(3) . . . . ? 
C8 N1 C1 C2 -3.2(3) . . . . ? 
C6 C1 C2 C3 3.4(4) . . . . ? 
N1 C1 C2 C3 179.1(2) . . . . ? 
C6 C1 C2 C7 -174.2(3) . . . . ? 
N1 C1 C2 C7 1.6(3) . . . . ? 
C1 C2 C3 C4 -2.7(4) . . . . ? 
C7 C2 C3 C4 174.0(3) . . . . ? 
C2 C3 C4 O1 -179.8(2) . . . . ? 
C2 C3 C4 C5 0.1(4) . . . . ? 
C13 O1 C4 C3 1.0(4) . . . . ? 
C13 O1 C4 C5 -179.0(2) . . . . ? 
C3 C4 C5 C6 2.1(5) . . . . ? 
O1 C4 C5 C6 -177.9(3) . . . . ? 
C4 C5 C6 C1 -1.5(4) . . . . ? 
N1 C1 C6 C5 -176.1(3) . . . . ? 
C2 C1 C6 C5 -1.3(4) . . . . ? 
C1 C2 C7 C8 0.6(3) . . . . ? 
C3 C2 C7 C8 -176.4(3) . . . . ? 
C1 C2 C7 C12 174.4(3) . . . . ? 
C3 C2 C7 C12 -2.5(6) . . . . ? 
C1 N1 C8 C9 -174.1(3) . . . . ? 
C1 N1 C8 C7 3.6(3) . . . . ? 
C12 C7 C8 N1 -177.8(2) . . . . ? 
C2 C7 C8 N1 -2.6(3) . . . . ? 
C12 C7 C8 C9 0.0(4) . . . . ? 
C2 C7 C8 C9 175.3(3) . . . . ? 
N1 C8 C9 C10 176.3(3) . . . . ? 
C7 C8 C9 C10 -1.2(4) . . . . ? 
C8 C9 C10 C11 2.0(4) . . . . ? 
C9 C10 C11 C12 -1.7(4) . . . . ? 
C10 C11 C12 C7 0.4(4) . . . . ? 
C10 C11 C12 C14 175.0(3) . . . . ? 
C8 C7 C12 C11 0.4(4) . . . . ? 
C2 C7 C12 C11 -172.9(3) . . . . ? 
C8 C7 C12 C14 -174.0(2) . . . . ? 
C2 C7 C12 C14 12.6(5) . . . . ? 
C15 O3 C14 O2 7.4(4) . . . . ? 
C15 O3 C14 C12 -172.2(2) . . . . ? 
C11 C12 C14 O2 -158.9(3) . . . . ? 
C7 C12 C14 O2 15.6(5) . . . . ? 
C11 C12 C14 O3 20.7(4) . . . . ? 
C7 C12 C14 O3 -164.9(2) . . . . ? 
C14 O3 C15 C16 173.0(2) . . . . ? 
O3 C15 C16 C21 121.1(3) . . . . ? 
O3 C15 C16 C17 -59.0(3) . . . . ? 
C21 C16 C17 C18 -0.2(4) . . . . ? 
C15 C16 C17 C18 179.9(3) . . . . ? 
C16 C17 C18 C19 -0.9(4) . . . . ? 
C17 C18 C19 C20 1.3(5) . . . . ? 
C18 C19 C20 C21 -0.6(5) . . . . ? 
C17 C16 C21 C20 0.9(4) . . . . ? 
C15 C16 C21 C20 -179.2(3) . . . . ? 
C19 C20 C21 C16 -0.6(5) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.975 
_diffrn_reflns_theta_full              25.00 
_diffrn_measured_fraction_theta_full   0.975 
_refine_diff_density_max    0.170 
_refine_diff_density_min   -0.186 
_refine_diff_density_rms    0.047 
