#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/01/1520149.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1520149
loop_
_publ_author_name
'McDonald, E.'
'Horton, Peter N.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C24H23NO6
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              593
_journal_year                    2008
_chemical_formula_sum            'C24 H23 N O6'
_chemical_formula_weight         421.43
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                98.021(2)
_cell_angle_beta                 90.671(2)
_cell_angle_gamma                91.166(2)
_cell_formula_units_Z            4
_cell_length_a                   8.2973(3)
_cell_length_b                   13.8488(5)
_cell_length_c                   18.2558(5)
_cell_measurement_reflns_used    9285
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     2076.55(12)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'Bruker-Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0820
_diffrn_reflns_av_sigmaI/netI    0.0721
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            45024
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.9846
_exptl_absorpt_correction_T_min  0.9594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Cut Block'
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.780
_refine_diff_density_min         -0.886
_refine_diff_density_rms         0.145
_refine_ls_extinction_coef       0.026(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.445
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     573
_refine_ls_number_reflns         9500
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.445
_refine_ls_R_factor_all          0.1586
_refine_ls_R_factor_gt           0.1252
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3355
_refine_ls_wR_factor_ref         0.3725
_reflns_number_gt                6712
_reflns_number_total             9500
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-593.cif
_cod_data_source_block           2008src0843
_cod_depositor_comments
;
Citation :
McDonald, E and Horton, Peter N. and Hursthouse, Michael B. (2008) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/593)

More at:
http://ecrystals.chem.soton.ac.uk/593/
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1520149
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 0.5576(6) 0.7927(4) 0.3336(3) 0.0303(11) Uani 1 1 d . . .
C2 C 0.6906(6) 0.6508(4) 0.2877(2) 0.0280(11) Uani 1 1 d . . .
C3 C 0.5307(6) 0.6155(4) 0.3142(2) 0.0276(10) Uani 1 1 d . . .
H3 H 0.4660 0.5756 0.2739 0.033 Uiso 1 1 calc R . .
C4 C 0.4459(6) 0.7093(4) 0.3469(2) 0.0276(11) Uani 1 1 d . . .
H4 H 0.3356 0.7144 0.3252 0.033 Uiso 1 1 calc R . .
C5 C 0.4427(6) 0.6993(4) 0.4313(3) 0.0309(11) Uani 1 1 d . . .
C6 C 0.3082(6) 0.6251(3) 0.4415(3) 0.0292(11) Uani 1 1 d . . .
H6A H 0.2077 0.6391 0.4156 0.035 Uiso 1 1 calc R . .
H6B H 0.2856 0.6240 0.4945 0.035 Uiso 1 1 calc R . .
C7 C 0.3817(6) 0.5285(4) 0.4059(3) 0.0292(11) Uani 1 1 d . . .
H7A H 0.3183 0.4988 0.3619 0.035 Uiso 1 1 calc R . .
H7B H 0.3888 0.4811 0.4416 0.035 Uiso 1 1 calc R . .
C8 C 0.5526(6) 0.5629(3) 0.3840(2) 0.0258(10) Uani 1 1 d . . .
C9 C 0.4434(6) 0.7937(4) 0.4825(3) 0.0317(11) Uani 1 1 d . A .
C10 C 0.285(2) 0.9329(15) 0.519(2) 0.051(5) Uani 0.627(16) 1 d PD A 1
H10A H 0.2576 0.9779 0.4835 0.061 Uiso 0.627(16) 1 calc PR A 1
H10B H 0.3878 0.9556 0.5444 0.061 Uiso 0.627(16) 1 calc PR A 1
C11 C 0.1552(19) 0.9315(9) 0.5741(8) 0.070(4) Uani 0.627(16) 1 d PD A 1
H11A H 0.0547 0.9068 0.5489 0.106 Uiso 0.627(16) 1 calc PR A 1
H11B H 0.1397 0.9978 0.5995 0.106 Uiso 0.627(16) 1 calc PR A 1
H11C H 0.1854 0.8890 0.6105 0.106 Uiso 0.627(16) 1 calc PR A 1
C12 C 0.8353(6) 0.8099(4) 0.2861(3) 0.0302(11) Uani 1 1 d . . .
C13 C 0.9765(7) 0.8124(4) 0.3279(3) 0.0378(13) Uani 1 1 d . . .
H13 H 0.9845 0.7753 0.3678 0.045 Uiso 1 1 calc R . .
C14 C 1.1062(7) 0.8702(4) 0.3108(3) 0.0440(14) Uani 1 1 d . . .
H14 H 1.2030 0.8738 0.3395 0.053 Uiso 1 1 calc R . .
C15 C 1.0928(7) 0.9225(4) 0.2514(3) 0.0423(14) Uani 1 1 d . . .
H15 H 1.1824 0.9602 0.2385 0.051 Uiso 1 1 calc R . .
C16 C 0.9512(7) 0.9203(4) 0.2109(3) 0.0417(14) Uani 1 1 d . . .
H16 H 0.9428 0.9574 0.1710 0.050 Uiso 1 1 calc R . .
C17 C 0.8215(7) 0.8641(4) 0.2283(3) 0.0354(12) Uani 1 1 d . . .
H17 H 0.7234 0.8627 0.2007 0.042 Uiso 1 1 calc R . .
C18 C 0.6792(6) 0.4871(3) 0.3798(2) 0.0245(10) Uani 1 1 d . . .
C19 C 0.8329(6) 0.5092(4) 0.4096(2) 0.0266(10) Uani 1 1 d . . .
H19 H 0.8590 0.5739 0.4318 0.032 Uiso 1 1 calc R . .
C20 C 0.9493(6) 0.4371(4) 0.4071(2) 0.0289(11) Uani 1 1 d . . .
H20 H 1.0533 0.4525 0.4283 0.035 Uiso 1 1 calc R . .
C21 C 0.9129(6) 0.3445(4) 0.3739(2) 0.0283(11) Uani 1 1 d . . .
C22 C 0.7604(6) 0.3219(4) 0.3415(2) 0.0299(11) Uani 1 1 d . . .
H22 H 0.7361 0.2579 0.3174 0.036 Uiso 1 1 calc R . .
C23 C 0.6460(6) 0.3928(4) 0.3448(2) 0.0291(11) Uani 1 1 d . . .
H23 H 0.5427 0.3772 0.3227 0.035 Uiso 1 1 calc R . .
C24 C 1.1452(7) 0.2764(4) 0.4227(3) 0.0462(15) Uani 1 1 d . . .
H24A H 1.2292 0.3214 0.4095 0.069 Uiso 1 1 calc R . .
H24B H 1.1912 0.2121 0.4244 0.069 Uiso 1 1 calc R . .
H24C H 1.1024 0.3014 0.4713 0.069 Uiso 1 1 calc R . .
N1 N 0.6989(5) 0.7516(3) 0.3034(2) 0.0278(9) Uani 1 1 d . . .
O1 O 0.5354(5) 0.8788(3) 0.3474(2) 0.0386(9) Uani 1 1 d . . .
O2 O 0.7968(5) 0.6015(3) 0.25842(18) 0.0351(9) Uani 1 1 d . . .
O3 O 0.5864(4) 0.6459(2) 0.44017(17) 0.0268(8) Uani 1 1 d . . .
O4 O 0.5582(6) 0.8293(3) 0.5184(2) 0.0518(12) Uani 1 1 d . . .
O5 O 0.3002(5) 0.8345(3) 0.4809(2) 0.0439(10) Uani 1 1 d D . .
O6 O 1.0182(4) 0.2681(3) 0.36860(19) 0.0362(9) Uani 1 1 d . . .
C110 C 0.290(4) 0.926(3) 0.529(4) 0.051(5) Uani 0.373(16) 1 d PD A 2
H10C H 0.3552 0.9772 0.5098 0.061 Uiso 0.373(16) 1 calc PR A 2
H10D H 0.3310 0.9192 0.5793 0.061 Uiso 0.373(16) 1 calc PR A 2
C111 C 0.118(3) 0.9544(17) 0.5331(15) 0.070(4) Uani 0.373(16) 1 d PD A 2
H11D H 0.0730 0.9514 0.4829 0.106 Uiso 0.373(16) 1 calc PR A 2
H11E H 0.1100 1.0210 0.5591 0.106 Uiso 0.373(16) 1 calc PR A 2
H11F H 0.0568 0.9095 0.5599 0.106 Uiso 0.373(16) 1 calc PR A 2
C31 C 0.0495(6) 0.2136(4) 0.1620(2) 0.0296(11) Uani 1 1 d . . .
C32 C 0.1880(6) 0.3548(4) 0.2121(2) 0.0279(11) Uani 1 1 d . . .
C33 C 0.0276(6) 0.3901(4) 0.1862(2) 0.0256(10) Uani 1 1 d . . .
H33 H -0.0334 0.4281 0.2271 0.031 Uiso 1 1 calc R . .
C34 C -0.0622(6) 0.2955(3) 0.1519(2) 0.0281(11) Uani 1 1 d . . .
H34 H -0.1699 0.2874 0.1746 0.034 Uiso 1 1 calc R . .
C35 C -0.0754(6) 0.3114(4) 0.0691(2) 0.0265(11) Uani 1 1 d . . .
C36 C -0.2079(6) 0.3875(4) 0.0637(3) 0.0293(11) Uani 1 1 d . . .
H36A H -0.2406 0.3899 0.0116 0.035 Uiso 1 1 calc R . .
H36B H -0.3040 0.3738 0.0925 0.035 Uiso 1 1 calc R . .
C37 C -0.1210(6) 0.4814(4) 0.0975(3) 0.0281(11) Uani 1 1 d . . .
H37A H -0.1765 0.5123 0.1421 0.034 Uiso 1 1 calc R . .
H37B H -0.1131 0.5284 0.0614 0.034 Uiso 1 1 calc R . .
C38 C 0.0474(5) 0.4455(3) 0.1172(2) 0.0242(10) Uani 1 1 d . . .
C39 C -0.0903(6) 0.2203(4) 0.0138(3) 0.0304(11) Uani 1 1 d . . .
C40 C -0.2764(7) 0.0944(4) -0.0400(3) 0.0419(13) Uani 1 1 d . . .
H40A H -0.2003 0.0910 -0.0815 0.050 Uiso 1 1 calc R . .
H40B H -0.3871 0.0964 -0.0605 0.050 Uiso 1 1 calc R . .
C41 C -0.2608(9) 0.0060(5) -0.0028(4) 0.0534(16) Uani 1 1 d . . .
H41A H -0.1518 0.0045 0.0182 0.080 Uiso 1 1 calc R . .
H41B H -0.2807 -0.0524 -0.0389 0.080 Uiso 1 1 calc R . .
H41C H -0.3398 0.0078 0.0369 0.080 Uiso 1 1 calc R . .
C42 C 0.3274(6) 0.1970(3) 0.2094(3) 0.0276(10) Uani 1 1 d . . .
C43 C 0.3186(7) 0.1460(4) 0.2689(3) 0.0348(12) Uani 1 1 d . . .
H43 H 0.2249 0.1494 0.2985 0.042 Uiso 1 1 calc R . .
C44 C 0.4456(7) 0.0901(4) 0.2855(3) 0.0385(13) Uani 1 1 d . . .
H44 H 0.4404 0.0559 0.3272 0.046 Uiso 1 1 calc R . .
C45 C 0.5798(7) 0.0836(4) 0.2420(3) 0.0425(14) Uani 1 1 d . . .
H45 H 0.6668 0.0442 0.2532 0.051 Uiso 1 1 calc R . .
C46 C 0.5885(7) 0.1339(4) 0.1823(3) 0.0427(14) Uani 1 1 d . . .
H46 H 0.6817 0.1291 0.1524 0.051 Uiso 1 1 calc R . .
C47 C 0.4634(7) 0.1912(4) 0.1655(3) 0.0393(13) Uani 1 1 d . . .
H47 H 0.4700 0.2263 0.1245 0.047 Uiso 1 1 calc R . .
C48 C 0.1808(6) 0.5209(3) 0.1216(2) 0.0243(10) Uani 1 1 d . . .
C49 C 0.3336(6) 0.4981(4) 0.0937(3) 0.0258(10) Uani 1 1 d . . .
H49 H 0.3568 0.4326 0.0745 0.031 Uiso 1 1 calc R . .
C50 C 0.4531(6) 0.5713(4) 0.0938(2) 0.0275(11) Uani 1 1 d . . .
H50 H 0.5557 0.5554 0.0735 0.033 Uiso 1 1 calc R . .
C51 C 0.4226(6) 0.6650(4) 0.1229(2) 0.0274(11) Uani 1 1 d . . .
C52 C 0.2730(6) 0.6884(4) 0.1539(3) 0.0307(11) Uani 1 1 d . . .
H52 H 0.2523 0.7534 0.1754 0.037 Uiso 1 1 calc R . .
C53 C 0.1538(6) 0.6154(4) 0.1531(2) 0.0301(11) Uani 1 1 d . . .
H53 H 0.0524 0.6312 0.1747 0.036 Uiso 1 1 calc R . .
C54 C 0.6582(7) 0.7304(4) 0.0721(3) 0.0440(14) Uani 1 1 d . . .
H54A H 0.7380 0.6875 0.0897 0.066 Uiso 1 1 calc R . .
H54B H 0.7089 0.7940 0.0682 0.066 Uiso 1 1 calc R . .
H54C H 0.6167 0.7012 0.0233 0.066 Uiso 1 1 calc R . .
N31 N 0.1945(5) 0.2555(3) 0.1928(2) 0.0288(9) Uani 1 1 d . . .
O31 O 0.0241(5) 0.1277(3) 0.1439(2) 0.0385(9) Uani 1 1 d . . .
O32 O 0.2972(5) 0.4043(3) 0.24405(18) 0.0364(9) Uani 1 1 d . . .
O33 O 0.0699(4) 0.3647(2) 0.05941(16) 0.0251(7) Uani 1 1 d . . .
O34 O 0.0162(5) 0.1859(3) -0.0246(2) 0.0420(10) Uani 1 1 d . . .
O35 O -0.2425(4) 0.1834(3) 0.01194(19) 0.0364(9) Uani 1 1 d . . .
O36 O 0.5285(4) 0.7429(3) 0.12283(19) 0.0343(8) Uani 1 1 d . . .
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'
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
O1 C1 N1 124.7(5) . .
O1 C1 C4 128.1(5) . .
N1 C1 C4 107.2(4) . .
O2 C2 N1 124.2(5) . .
O2 C2 C3 127.3(5) . .
N1 C2 C3 108.6(4) . .
C2 C3 C4 104.5(4) . .
C2 C3 C8 111.5(4) . .
C4 C3 C8 101.8(4) . .
C2 C3 H3 112.8 . .
C4 C3 H3 112.8 . .
C8 C3 H3 112.8 . .
C1 C4 C3 105.8(4) . .
C1 C4 C5 110.3(4) . .
C3 C4 C5 102.0(4) . .
C1 C4 H4 112.7 . .
C3 C4 H4 112.7 . .
C5 C4 H4 112.7 . .
O3 C5 C9 111.5(4) . .
O3 C5 C6 102.9(4) . .
C9 C5 C6 116.8(4) . .
O3 C5 C4 101.9(4) . .
C9 C5 C4 115.2(4) . .
C6 C5 C4 106.9(4) . .
C5 C6 C7 101.9(4) . .
C5 C6 H6A 111.4 . .
C7 C6 H6A 111.4 . .
C5 C6 H6B 111.4 . .
C7 C6 H6B 111.4 . .
H6A C6 H6B 109.3 . .
C6 C7 C8 102.0(4) . .
C6 C7 H7A 111.4 . .
C8 C7 H7A 111.4 . .
C6 C7 H7B 111.4 . .
C8 C7 H7B 111.4 . .
H7A C7 H7B 109.2 . .
O3 C8 C18 113.3(4) . .
O3 C8 C7 102.2(4) . .
C18 C8 C7 115.1(4) . .
O3 C8 C3 100.5(3) . .
C18 C8 C3 116.5(4) . .
C7 C8 C3 107.3(4) . .
O4 C9 O5 124.7(5) . .
O4 C9 C5 125.2(5) . .
O5 C9 C5 110.0(4) . .
O5 C10 C11 108.0(17) . .
O5 C10 H10A 110.1 . .
C11 C10 H10A 110.1 . .
O5 C10 H10B 110.1 . .
C11 C10 H10B 110.1 . .
H10A C10 H10B 108.4 . .
C17 C12 C13 121.1(5) . .
C17 C12 N1 118.7(5) . .
C13 C12 N1 120.2(4) . .
C12 C13 C14 119.2(5) . .
C12 C13 H13 120.4 . .
C14 C13 H13 120.4 . .
C15 C14 C13 119.4(5) . .
C15 C14 H14 120.3 . .
C13 C14 H14 120.3 . .
C16 C15 C14 120.8(5) . .
C16 C15 H15 119.6 . .
C14 C15 H15 119.6 . .
C15 C16 C17 120.0(5) . .
C15 C16 H16 120.0 . .
C17 C16 H16 120.0 . .
C16 C17 C12 119.5(5) . .
C16 C17 H17 120.2 . .
C12 C17 H17 120.2 . .
C19 C18 C23 118.6(5) . .
C19 C18 C8 121.1(4) . .
C23 C18 C8 120.4(4) . .
C18 C19 C20 120.6(5) . .
C18 C19 H19 119.7 . .
C20 C19 H19 119.7 . .
C21 C20 C19 119.8(5) . .
C21 C20 H20 120.1 . .
C19 C20 H20 120.1 . .
C20 C21 O6 124.5(5) . .
C20 C21 C22 120.2(5) . .
O6 C21 C22 115.3(4) . .
C23 C22 C21 119.7(5) . .
C23 C22 H22 120.1 . .
C21 C22 H22 120.1 . .
C22 C23 C18 121.0(5) . .
C22 C23 H23 119.5 . .
C18 C23 H23 119.5 . .
O6 C24 H24A 109.5 . .
O6 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
O6 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C2 N1 C1 113.6(4) . .
C2 N1 C12 123.7(4) . .
C1 N1 C12 122.6(4) . .
C5 O3 C8 98.6(4) . .
C9 O5 C110 113.8(19) . .
C9 O5 C10 117.7(11) . .
C110 O5 C10 9(5) . .
C21 O6 C24 116.0(4) . .
O5 C110 C111 108(2) . .
O5 C110 H10C 110.0 . .
C111 C110 H10C 110.0 . .
O5 C110 H10D 110.0 . .
C111 C110 H10D 110.0 . .
H10C C110 H10D 108.4 . .
C110 C111 H11D 109.5 . .
C110 C111 H11E 109.5 . .
H11D C111 H11E 109.5 . .
C110 C111 H11F 109.5 . .
H11D C111 H11F 109.5 . .
H11E C111 H11F 109.5 . .
O31 C31 N31 125.2(5) . .
O31 C31 C34 127.0(5) . .
N31 C31 C34 107.7(4) . .
O32 C32 N31 123.6(5) . .
O32 C32 C33 127.1(5) . .
N31 C32 C33 109.3(4) . .
C32 C33 C34 103.8(4) . .
C32 C33 C38 111.8(4) . .
C34 C33 C38 101.8(3) . .
C32 C33 H33 112.9 . .
C34 C33 H33 112.9 . .
C38 C33 H33 112.9 . .
C31 C34 C33 105.7(4) . .
C31 C34 C35 111.5(4) . .
C33 C34 C35 101.2(3) . .
C31 C34 H34 112.5 . .
C33 C34 H34 112.5 . .
C35 C34 H34 112.5 . .
O33 C35 C39 111.3(4) . .
O33 C35 C36 103.2(3) . .
C39 C35 C36 115.4(4) . .
O33 C35 C34 102.4(3) . .
C39 C35 C34 115.8(4) . .
C36 C35 C34 107.2(4) . .
C37 C36 C35 101.4(4) . .
C37 C36 H36A 111.5 . .
C35 C36 H36A 111.5 . .
C37 C36 H36B 111.5 . .
C35 C36 H36B 111.5 . .
H36A C36 H36B 109.3 . .
C36 C37 C38 102.7(4) . .
C36 C37 H37A 111.2 . .
C38 C37 H37A 111.2 . .
C36 C37 H37B 111.2 . .
C38 C37 H37B 111.2 . .
H37A C37 H37B 109.1 . .
O33 C38 C48 113.0(3) . .
O33 C38 C37 102.1(4) . .
C48 C38 C37 115.1(4) . .
O33 C38 C33 100.7(3) . .
C48 C38 C33 116.5(4) . .
C37 C38 C33 107.5(3) . .
O34 C39 O35 124.4(5) . .
O34 C39 C35 125.2(4) . .
O35 C39 C35 110.4(4) . .
O35 C40 C41 111.1(5) . .
O35 C40 H40A 109.4 . .
C41 C40 H40A 109.4 . .
O35 C40 H40B 109.4 . .
C41 C40 H40B 109.4 . .
H40A C40 H40B 108.0 . .
C40 C41 H41A 109.5 . .
C40 C41 H41B 109.5 . .
H41A C41 H41B 109.5 . .
C40 C41 H41C 109.5 . .
H41A C41 H41C 109.5 . .
H41B C41 H41C 109.5 . .
C43 C42 C47 120.2(5) . .
C43 C42 N31 119.5(4) . .
C47 C42 N31 120.3(4) . .
C44 C43 C42 120.0(5) . .
C44 C43 H43 120.0 . .
C42 C43 H43 120.0 . .
C45 C44 C43 120.0(5) . .
C45 C44 H44 120.0 . .
C43 C44 H44 120.0 . .
C44 C45 C46 120.1(5) . .
C44 C45 H45 120.0 . .
C46 C45 H45 120.0 . .
C45 C46 C47 120.6(5) . .
C45 C46 H46 119.7 . .
C47 C46 H46 119.7 . .
C46 C47 C42 119.1(5) . .
C46 C47 H47 120.5 . .
C42 C47 H47 120.5 . .
C53 C48 C49 118.4(4) . .
C53 C48 C38 120.0(4) . .
C49 C48 C38 121.6(4) . .
C48 C49 C50 120.5(5) . .
C48 C49 H49 119.7 . .
C50 C49 H49 119.7 . .
C51 C50 C49 120.3(4) . .
C51 C50 H50 119.9 . .
C49 C50 H50 119.9 . .
C50 C51 O36 124.9(4) . .
C50 C51 C52 120.1(4) . .
O36 C51 C52 115.0(4) . .
C51 C52 C53 119.4(5) . .
C51 C52 H52 120.3 . .
C53 C52 H52 120.3 . .
C48 C53 C52 121.2(5) . .
C48 C53 H53 119.4 . .
C52 C53 H53 119.4 . .
O36 C54 H54A 109.5 . .
O36 C54 H54B 109.5 . .
H54A C54 H54B 109.5 . .
O36 C54 H54C 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
C32 N31 C31 113.1(4) . .
C32 N31 C42 124.7(4) . .
C31 N31 C42 121.8(4) . .
C35 O33 C38 98.2(3) . .
C39 O35 C40 116.9(4) . .
C51 O36 C54 116.9(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.202(6) .
C1 N1 1.399(6) .
C1 C4 1.514(7) .
C2 O2 1.209(6) .
C2 N1 1.386(6) .
C2 C3 1.512(7) .
C3 C4 1.539(7) .
C3 C8 1.564(6) .
C3 H3 1.0000 .
C4 C5 1.568(6) .
C4 H4 1.0000 .
C5 O3 1.435(6) .
C5 C9 1.497(7) .
C5 C6 1.533(7) .
C6 C7 1.545(7) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.561(7) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 O3 1.451(6) .
C8 C18 1.495(7) .
C9 O4 1.206(6) .
C9 O5 1.327(6) .
C10 O5 1.451(11) .
C10 C11 1.48(2) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C17 1.384(7) .
C12 C13 1.388(7) .
C12 N1 1.440(6) .
C13 C14 1.392(8) .
C13 H13 0.9500 .
C14 C15 1.391(8) .
C14 H14 0.9500 .
C15 C16 1.379(8) .
C15 H15 0.9500 .
C16 C17 1.381(7) .
C16 H16 0.9500 .
C17 H17 0.9500 .
C18 C19 1.392(6) .
C18 C23 1.392(7) .
C19 C20 1.400(7) .
C19 H19 0.9500 .
C20 C21 1.366(7) .
C20 H20 0.9500 .
C21 O6 1.379(6) .
C21 C22 1.402(7) .
C22 C23 1.375(7) .
C22 H22 0.9500 .
C23 H23 0.9500 .
C24 O6 1.427(6) .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
O5 C110 1.448(15) .
C110 C111 1.49(3) .
C110 H10C 0.9900 .
C110 H10D 0.9900 .
C111 H11D 0.9800 .
C111 H11E 0.9800 .
C111 H11F 0.9800 .
C31 O31 1.204(6) .
C31 N31 1.403(6) .
C31 C34 1.508(7) .
C32 O32 1.217(6) .
C32 N31 1.373(6) .
C32 C33 1.520(6) .
C33 C34 1.544(7) .
C33 C38 1.572(6) .
C33 H33 1.0000 .
C34 C35 1.561(6) .
C34 H34 1.0000 .
C35 O33 1.426(5) .
C35 C39 1.504(7) .
C35 C36 1.550(7) .
C36 C37 1.522(7) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C37 C38 1.548(6) .
C37 H37A 0.9900 .
C37 H37B 0.9900 .
C38 O33 1.445(6) .
C38 C48 1.499(6) .
C39 O34 1.199(6) .
C39 O35 1.350(6) .
C40 O35 1.467(6) .
C40 C41 1.487(8) .
C40 H40A 0.9900 .
C40 H40B 0.9900 .
C41 H41A 0.9800 .
C41 H41B 0.9800 .
C41 H41C 0.9800 .
C42 C43 1.378(6) .
C42 C47 1.389(7) .
C42 N31 1.436(6) .
C43 C44 1.376(7) .
C43 H43 0.9500 .
C44 C45 1.373(8) .
C44 H44 0.9500 .
C45 C46 1.376(8) .
C45 H45 0.9500 .
C46 C47 1.377(8) .
C46 H46 0.9500 .
C47 H47 0.9500 .
C48 C53 1.378(7) .
C48 C49 1.398(7) .
C49 C50 1.402(6) .
C49 H49 0.9500 .
C50 C51 1.362(7) .
C50 H50 0.9500 .
C51 O36 1.378(6) .
C51 C52 1.395(7) .
C52 C53 1.399(7) .
C52 H52 0.9500 .
C53 H53 0.9500 .
C54 O36 1.426(6) .
C54 H54A 0.9800 .
C54 H54B 0.9800 .
C54 H54C 0.9800 .
