#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/03/1520360.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_1520360
loop_
_publ_author_name
'Holliman, Peter J.'
'Callear, Samantha K.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C24H16N2O4
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              667
_journal_year                    2009
_chemical_formula_sum            'C24 H16 N2 O4'
_chemical_formula_weight         396.39
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 101.110(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.6513(8)
_cell_length_b                   7.5907(5)
_cell_length_c                   22.7311(14)
_cell_measurement_reflns_used    35611
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     3835.1(4)
_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_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.952
_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  0.0815
_diffrn_reflns_av_sigmaI/netI    0.0845
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            26118
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.92
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.9906
_exptl_absorpt_correction_T_min  0.9666
_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    1.373
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     643
_refine_ls_number_reflns         6422
_refine_ls_number_restraints     746
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.1392
_refine_ls_R_factor_gt           0.0763
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0914P)²+5.4800P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1921
_refine_ls_wR_factor_ref         0.2287
_reflns_number_gt                3716
_reflns_number_total             6422
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            eCrystal-667.cif
_cod_data_source_block           2008src1083
_cod_depositor_comments
;
Citation :
Holliman, Peter J. and Callear, Samantha K. and 
Hursthouse, Michael B. (2009) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/667)

More at:
http://ecrystals.chem.soton.ac.uk/667/
;
_cod_original_sg_symbol_H-M      P2/n
_cod_database_code               1520360
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'
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
C131 C 0.1320(18) 0.498(7) 0.2935(18) 0.033(8) Uiso 0.096(3) 1 d PU A 2
C132 C 0.1653(18) 0.547(7) 0.2470(18) 0.034(9) Uiso 0.096(3) 1 d PU A 2
H132 H 0.1984 0.6258 0.2562 0.040 Uiso 0.096(3) 1 calc PR A 2
C133 C 0.149(2) 0.477(7) 0.188(2) 0.038(10) Uiso 0.096(3) 1 d PU A 2
H133 H 0.1740 0.4914 0.1592 0.045 Uiso 0.096(3) 1 calc PR A 2
C134 C 0.0951(17) 0.387(6) 0.1728(17) 0.016(8) Uiso 0.096(3) 1 d PU A 2
C135 C 0.0659(19) 0.344(7) 0.2193(19) 0.029(8) Uiso 0.096(3) 1 d PU A 2
H135 H 0.0305 0.2737 0.2105 0.035 Uiso 0.096(3) 1 calc PR A 2
C136 C 0.087(2) 0.400(7) 0.281(2) 0.034(9) Uiso 0.096(3) 1 d PU A 2
H136 H 0.0670 0.3627 0.3118 0.041 Uiso 0.096(3) 1 calc PR A 2
C137 C 0.155(2) 0.556(8) 0.357(2) 0.045(9) Uiso 0.096(3) 1 d PU A 2
C138 C 0.2232(19) 0.709(7) 0.4255(18) 0.036(10) Uiso 0.096(3) 1 d PU A 2
H13A H 0.2636 0.6649 0.4421 0.054 Uiso 0.096(3) 1 calc PR A 2
H13B H 0.1959 0.6794 0.4526 0.054 Uiso 0.096(3) 1 calc PR A 2
H13C H 0.2247 0.8375 0.4210 0.054 Uiso 0.096(3) 1 calc PR A 2
C139 C 0.0729(16) 0.306(7) 0.1089(14) 0.024(9) Uiso 0.096(3) 1 d PGU A 2
C140 C 0.1067(10) 0.250(5) 0.0675(15) 0.031(9) Uiso 0.096(3) 1 d PGU A 2
C141 C 0.0787(17) 0.214(5) 0.0088(14) 0.017(9) Uiso 0.096(3) 1 d PGDU A 2
H141 H 0.1019 0.1759 -0.0195 0.021 Uiso 0.096(3) 1 calc PR A 2
C142 C 0.0168(18) 0.235(9) -0.0086(17) 0.024(9) Uiso 0.096(3) 1 d PGDU A 2
C143 C -0.0171(12) 0.291(12) 0.033(2) 0.035(10) Uiso 0.096(3) 1 d PGDU A 2
C144 C 0.0110(16) 0.326(11) 0.092(2) 0.030(11) Uiso 0.096(3) 1 d PGDU A 2
H144 H -0.0122 0.3646 0.1198 0.036 Uiso 0.096(3) 1 calc PR A 2
C145 C -0.009(3) 0.185(7) -0.0688(15) 0.032(12) Uiso 0.096(3) 1 d PDU A 2
C147 C -0.0782(10) 0.315(7) 0.003(2) 0.027(12) Uiso 0.096(3) 1 d PDU A 2
C149 C 0.1696(9) 0.189(5) 0.0965(14) 0.042(9) Uiso 0.096(3) 1 d PGU A 2
C150 C 0.1834(11) 0.077(5) 0.1455(14) 0.040(9) Uiso 0.096(3) 1 d PGU A 2
H150 H 0.1526 0.0391 0.1657 0.048 Uiso 0.096(3) 1 calc PR A 2
C151 C 0.2422(13) 0.020(4) 0.1650(12) 0.041(9) Uiso 0.096(3) 1 d PGU A 2
H151 H 0.2516 -0.0570 0.1985 0.049 Uiso 0.096(3) 1 calc PR A 2
C152 C 0.2872(10) 0.075(4) 0.1355(12) 0.030(8) Uiso 0.096(3) 1 d PGU A 2
C153 C 0.2735(11) 0.187(4) 0.0865(12) 0.029(8) Uiso 0.096(3) 1 d PGU A 2
H153 H 0.3042 0.2251 0.0663 0.034 Uiso 0.096(3) 1 calc PR A 2
C154 C 0.2146(12) 0.244(4) 0.0670(12) 0.046(11) Uiso 0.096(3) 1 d PGU A 2
H154 H 0.2052 0.3212 0.0335 0.055 Uiso 0.096(3) 1 calc PR A 2
C155 C 0.348(2) 0.042(7) 0.150(2) 0.041(9) Uiso 0.096(3) 1 d PU A 2
C156 C 0.4228(19) -0.097(7) 0.224(2) 0.042(11) Uiso 0.096(3) 1 d PU A 2
H15A H 0.4259 -0.2192 0.2115 0.063 Uiso 0.096(3) 1 calc PR A 2
H15B H 0.4351 -0.0900 0.2682 0.063 Uiso 0.096(3) 1 calc PR A 2
H15C H 0.4492 -0.0222 0.2057 0.063 Uiso 0.096(3) 1 calc PR A 2
N146 N -0.030(2) 0.147(8) -0.1166(15) 0.019(9) Uiso 0.096(3) 1 d PDU A 2
N148 N -0.1264(12) 0.333(6) -0.022(2) 0.019(9) Uiso 0.096(3) 1 d PDU A 2
O137 O 0.1201(12) 0.538(5) 0.3942(13) 0.038(8) Uiso 0.096(3) 1 d PU A 2
O138 O 0.2011(13) 0.628(5) 0.3660(13) 0.037(7) Uiso 0.096(3) 1 d PU A 2
O156 O 0.3580(13) -0.034(5) 0.2059(14) 0.041(7) Uiso 0.096(3) 1 d PU A 2
O155 O 0.3859(16) 0.051(6) 0.1242(16) 0.059(10) Uiso 0.096(3) 1 d PU A 2
C31 C 0.13550(19) 0.3631(7) 0.29579(18) 0.0316(11) Uani 0.904(3) 1 d PU A 1
C32 C 0.16919(19) 0.4086(7) 0.25313(19) 0.0396(12) Uani 0.904(3) 1 d PU A 1
H32 H 0.2066 0.4675 0.2652 0.047 Uiso 0.904(3) 1 calc PR A 1
C33 C 0.1489(2) 0.3692(8) 0.1933(2) 0.0396(13) Uani 0.904(3) 1 d PU A 1
H33 H 0.1726 0.4006 0.1646 0.048 Uiso 0.904(3) 1 calc PR A 1
C34 C 0.09430(18) 0.2842(7) 0.17469(18) 0.0281(10) Uani 0.904(3) 1 d PU A 1
C35 C 0.06093(19) 0.2364(7) 0.21716(18) 0.0295(10) Uani 0.904(3) 1 d PU A 1
H35 H 0.0238 0.1765 0.2050 0.035 Uiso 0.904(3) 1 calc PR A 1
C36 C 0.08139(19) 0.2752(8) 0.27782(18) 0.0356(12) Uani 0.904(3) 1 d PU A 1
H36 H 0.0582 0.2415 0.3066 0.043 Uiso 0.904(3) 1 calc PR A 1
C37 C 0.1530(2) 0.4153(8) 0.35992(19) 0.0384(12) Uani 0.904(3) 1 d PU A 1
C38 C 0.2234(2) 0.5625(8) 0.43321(18) 0.0444(13) Uani 0.904(3) 1 d PU A 1
H38A H 0.1952 0.6528 0.4416 0.067 Uiso 0.904(3) 1 calc PR A 1
H38B H 0.2640 0.6124 0.4390 0.067 Uiso 0.904(3) 1 calc PR A 1
H38C H 0.2232 0.4628 0.4606 0.067 Uiso 0.904(3) 1 calc PR A 1
C39 C 0.0699(2) 0.2497(7) 0.1097(2) 0.0302(14) Uani 0.904(3) 1 d PU A 1
C40 C 0.10385(18) 0.1654(7) 0.07198(18) 0.0277(10) Uani 0.904(3) 1 d PU A 1
C41 C 0.0800(2) 0.1476(7) 0.0112(2) 0.0287(12) Uani 0.904(3) 1 d PU A 1
H41 H 0.1032 0.0923 -0.0142 0.034 Uiso 0.904(3) 1 calc PR A 1
C42 C 0.0233(2) 0.2089(10) -0.01262(18) 0.0312(15) Uani 0.904(3) 1 d PDU A 1
C43 C -0.01214(18) 0.2901(12) 0.0246(2) 0.0312(14) Uani 0.904(3) 1 d PDU A 1
C44 C 0.0126(3) 0.3113(13) 0.0856(3) 0.0340(15) Uani 0.904(3) 1 d PU A 1
H44 H -0.0103 0.3687 0.1109 0.041 Uiso 0.904(3) 1 calc PR A 1
C45 C -0.0005(3) 0.1907(10) -0.07533(18) 0.0356(16) Uani 0.904(3) 1 d PDU A 1
C47 C -0.07174(17) 0.3500(9) 0.0004(3) 0.0324(15) Uani 0.904(3) 1 d PDU A 1
C49 C 0.16476(18) 0.0918(6) 0.09517(17) 0.0289(10) Uani 0.904(3) 1 d PU A 1
C50 C 0.1746(2) -0.0236(7) 0.1438(2) 0.0389(12) Uani 0.904(3) 1 d PU A 1
H50 H 0.1421 -0.0573 0.1622 0.047 Uiso 0.904(3) 1 calc PR A 1
C51 C 0.23151(19) -0.0890(7) 0.1654(2) 0.0368(12) Uani 0.904(3) 1 d PU A 1
H51 H 0.2378 -0.1662 0.1990 0.044 Uiso 0.904(3) 1 calc PR A 1
C52 C 0.27941(19) -0.0439(7) 0.13910(18) 0.0367(12) Uani 0.904(3) 1 d PU A 1
C53 C 0.2691(2) 0.0642(8) 0.08909(19) 0.0424(13) Uani 0.904(3) 1 d PU A 1
H53 H 0.3014 0.0926 0.0695 0.051 Uiso 0.904(3) 1 calc PR A 1
C54 C 0.2123(2) 0.1311(7) 0.06739(19) 0.0389(12) Uani 0.904(3) 1 d PU A 1
H54 H 0.2059 0.2049 0.0330 0.047 Uiso 0.904(3) 1 calc PR A 1
C55 C 0.3424(2) -0.1031(8) 0.1620(2) 0.0448(13) Uani 0.904(3) 1 d PU A 1
C56 C 0.4094(2) -0.2326(8) 0.2419(3) 0.0558(16) Uani 0.904(3) 1 d PU A 1
H56A H 0.4243 -0.3126 0.2142 0.084 Uiso 0.904(3) 1 calc PR A 1
H56B H 0.4095 -0.2932 0.2799 0.084 Uiso 0.904(3) 1 calc PR A 1
H56C H 0.4356 -0.1288 0.2490 0.084 Uiso 0.904(3) 1 calc PR A 1
N46 N -0.0202(3) 0.1771(11) -0.12519(17) 0.0507(19) Uani 0.904(3) 1 d PDU A 1
N48 N -0.11901(17) 0.3963(7) -0.0205(2) 0.0414(14) Uani 0.904(3) 1 d PDU A 1
O37A O 0.20544(13) 0.5024(5) 0.37176(13) 0.0386(9) Uani 0.904(3) 1 d PU A 1
O37B O 0.12301(15) 0.3867(6) 0.39719(13) 0.0576(12) Uani 0.904(3) 1 d PU A 1
O55A O 0.38346(15) -0.0870(6) 0.13559(16) 0.0595(12) Uani 0.904(3) 1 d PU A 1
O55B O 0.34890(13) -0.1781(5) 0.21606(14) 0.0468(10) Uani 0.904(3) 1 d PU A 1
C1 C 0.63077(16) 0.0126(5) 0.29224(16) 0.0303(10) Uani 1 1 d . . .
C2 C 0.66358(17) 0.0527(6) 0.24850(17) 0.0365(10) Uani 1 1 d . . .
H2 H 0.6994 0.1200 0.2587 0.044 Uiso 1 1 calc R . .
C3 C 0.64449(16) -0.0050(6) 0.18968(16) 0.0349(10) Uani 1 1 d . . .
H3 H 0.6672 0.0242 0.1600 0.042 Uiso 1 1 calc R . .
C4 C 0.59220(16) -0.1054(6) 0.17415(16) 0.0295(9) Uani 1 1 d . . .
C5 C 0.55926(17) -0.1421(6) 0.21830(17) 0.0333(10) Uani 1 1 d . . .
H5 H 0.5231 -0.2079 0.2081 0.040 Uiso 1 1 calc R . .
C6 C 0.57768(17) -0.0856(6) 0.27629(16) 0.0340(10) Uani 1 1 d . . .
H6 H 0.5544 -0.1132 0.3057 0.041 Uiso 1 1 calc R . .
C7 C 0.64798(18) 0.0739(6) 0.35533(16) 0.0334(10) Uani 1 1 d . . .
C8 C 0.72112(19) 0.2076(6) 0.42919(17) 0.0439(12) Uani 1 1 d . . .
H8A H 0.6924 0.2940 0.4390 0.066 Uiso 1 1 calc R . .
H8B H 0.7610 0.2618 0.4339 0.066 Uiso 1 1 calc R . .
H8C H 0.7230 0.1063 0.4562 0.066 Uiso 1 1 calc R . .
C9 C 0.56916(16) -0.1685(5) 0.11160(15) 0.0284(9) Uani 1 1 d . . .
C10 C 0.60603(16) -0.2518(5) 0.07699(16) 0.0298(9) Uani 1 1 d . . .
C11 C 0.58106(17) -0.3023(6) 0.01777(16) 0.0328(10) Uani 1 1 d . . .
H11 H 0.6062 -0.3554 -0.0062 0.039 Uiso 1 1 calc R . .
C12 C 0.52071(16) -0.2764(6) -0.00633(16) 0.0323(10) Uani 1 1 d . . .
C13 C 0.48378(16) -0.1979(6) 0.02935(17) 0.0330(10) Uani 1 1 d . . .
C14 C 0.50808(16) -0.1440(6) 0.08725(16) 0.0307(10) Uani 1 1 d . . .
H14 H 0.4828 -0.0895 0.1108 0.037 Uiso 1 1 calc R . .
C15 C 0.49526(17) -0.3283(6) -0.06751(18) 0.0399(11) Uani 1 1 d . . .
C17 C 0.42078(19) -0.1711(6) 0.00500(17) 0.0370(11) Uani 1 1 d . . .
C19 C 0.67038(16) -0.2963(6) 0.09985(15) 0.0306(10) Uani 1 1 d . . .
C20 C 0.68707(18) -0.4028(7) 0.15012(18) 0.0459(12) Uani 1 1 d . . .
H20 H 0.6576 -0.4428 0.1716 0.055 Uiso 1 1 calc R . .
C21 C 0.74675(18) -0.4504(7) 0.16883(18) 0.0462(12) Uani 1 1 d . . .
H21 H 0.7577 -0.5246 0.2028 0.055 Uiso 1 1 calc R . .
C22 C 0.79102(16) -0.3914(6) 0.13861(16) 0.0338(10) Uani 1 1 d . . .
C23 C 0.77393(17) -0.2869(6) 0.08894(16) 0.0366(11) Uani 1 1 d . . .
H23 H 0.8034 -0.2467 0.0675 0.044 Uiso 1 1 calc R . .
C24 C 0.71448(17) -0.2391(6) 0.06963(16) 0.0368(11) Uani 1 1 d . . .
H24 H 0.7037 -0.1663 0.0353 0.044 Uiso 1 1 calc R . .
C25 C 0.85462(18) -0.4456(6) 0.15653(17) 0.0360(10) Uani 1 1 d . . .
C26 C 0.92945(18) -0.5712(7) 0.2314(2) 0.0492(13) Uani 1 1 d . . .
H26A H 0.9366 -0.6722 0.2068 0.074 Uiso 1 1 calc R . .
H26B H 0.9360 -0.6065 0.2736 0.074 Uiso 1 1 calc R . .
H26C H 0.9573 -0.4758 0.2265 0.074 Uiso 1 1 calc R . .
N16 N 0.47352(16) -0.3664(6) -0.11517(16) 0.0550(11) Uani 1 1 d . . .
N18 N 0.37114(17) -0.1508(6) -0.01539(16) 0.0518(11) Uani 1 1 d . . .
O7A O 0.70183(11) 0.1493(4) 0.36753(11) 0.0388(8) Uani 1 1 d . . .
O7B O 0.61658(13) 0.0543(4) 0.39242(12) 0.0471(8) Uani 1 1 d . . .
O25A O 0.86795(12) -0.5105(4) 0.21241(12) 0.0432(8) Uani 1 1 d . . .
O25B O 0.89107(12) -0.4363(5) 0.12408(12) 0.0477(9) 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
C136 C131 C132 120(4) . .
C136 C131 C137 121(4) . .
C132 C131 C137 119(4) . .
C133 C132 C131 121(4) . .
C133 C132 H132 119.7 . .
C131 C132 H132 119.7 . .
C134 C133 C132 118(4) . .
C134 C133 H133 120.8 . .
C132 C133 H133 120.8 . .
C133 C134 C135 117(4) . .
C133 C134 C139 122(4) . .
C135 C134 C139 120(4) . .
C134 C135 C136 123(4) . .
C134 C135 H135 118.6 . .
C136 C135 H135 118.6 . .
C131 C136 C135 120(4) . .
C131 C136 H136 120.1 . .
C135 C136 H136 120.1 . .
O138 C137 O137 126(5) . .
O138 C137 C131 116(4) . .
O137 C137 C131 118(4) . .
O138 C138 H13A 109.5 . .
O138 C138 H13B 109.5 . .
H13A C138 H13B 109.5 . .
O138 C138 H13C 109.5 . .
H13A C138 H13C 109.5 . .
H13B C138 H13C 109.5 . .
C140 C139 C144 120.0 . .
C140 C139 C134 129(3) . .
C144 C139 C134 110(3) . .
C139 C140 C141 120.0 . .
C139 C140 C149 113(3) . .
C141 C140 C149 125(3) . .
C140 C141 C142 120.0 . .
C140 C141 H141 120.0 . .
C142 C141 H141 120.0 . .
C143 C142 C141 120.0 . .
C143 C142 C145 124(4) . .
C141 C142 C145 116(4) . .
C144 C143 C142 120.0 . .
C144 C143 C147 130(3) . .
C142 C143 C147 109(3) . .
C143 C144 C139 120.0 . .
C143 C144 H144 120.0 . .
C139 C144 H144 120.0 . .
N146 C145 C142 179(5) . .
N148 C147 C143 178(4) . .
C150 C149 C154 120.0 . .
C150 C149 C140 125(2) . .
C154 C149 C140 114(2) . .
C151 C150 C149 120.0 . .
C151 C150 H150 120.0 . .
C149 C150 H150 120.0 . .
C150 C151 C152 120.0 . .
C150 C151 H151 120.0 . .
C152 C151 H151 120.0 . .
C155 C152 C151 128(3) . .
C155 C152 C153 112(3) . .
C151 C152 C153 120.0 . .
C154 C153 C152 120.0 . .
C154 C153 H153 120.0 . .
C152 C153 H153 120.0 . .
C153 C154 C149 120.0 . .
C153 C154 H154 120.0 . .
C149 C154 H154 120.0 . .
O155 C155 C152 133(5) . .
O155 C155 O156 120(4) . .
C152 C155 O156 107(4) . .
O156 C156 H15A 109.5 . .
O156 C156 H15B 109.5 . .
H15A C156 H15B 109.5 . .
O156 C156 H15C 109.5 . .
H15A C156 H15C 109.5 . .
H15B C156 H15C 109.5 . .
C137 O138 C138 119(4) . .
C155 O156 C156 112(3) . .
C36 C31 C32 119.2(4) . .
C36 C31 C37 118.1(4) . .
C32 C31 C37 122.6(4) . .
C33 C32 C31 120.7(4) . .
C33 C32 H32 119.7 . .
C31 C32 H32 119.7 . .
C32 C33 C34 120.6(4) . .
C32 C33 H33 119.7 . .
C34 C33 H33 119.7 . .
C35 C34 C33 119.0(4) . .
C35 C34 C39 119.7(4) . .
C33 C34 C39 121.3(4) . .
C34 C35 C36 120.7(4) . .
C34 C35 H35 119.7 . .
C36 C35 H35 119.7 . .
C31 C36 C35 119.9(4) . .
C31 C36 H36 120.1 . .
C35 C36 H36 120.1 . .
O37B C37 O37A 123.1(4) . .
O37B C37 C31 124.1(4) . .
O37A C37 C31 112.8(4) . .
C44 C39 C40 119.4(4) . .
C44 C39 C34 117.9(4) . .
C40 C39 C34 122.6(4) . .
C41 C40 C39 119.7(4) . .
C41 C40 C49 118.1(4) . .
C39 C40 C49 122.1(4) . .
C42 C41 C40 120.9(4) . .
C42 C41 H41 119.6 . .
C40 C41 H41 119.6 . .
C41 C42 C43 120.4(3) . .
C41 C42 C45 120.3(5) . .
C43 C42 C45 119.3(5) . .
C44 C43 C42 118.5(3) . .
C44 C43 C47 120.7(5) . .
C42 C43 C47 120.8(4) . .
C39 C44 C43 121.1(4) . .
C39 C44 H44 119.5 . .
C43 C44 H44 119.5 . .
N46 C45 C42 179.0(7) . .
N48 C47 C43 178.0(6) . .
C54 C49 C50 118.5(4) . .
C54 C49 C40 120.6(4) . .
C50 C49 C40 120.9(4) . .
C51 C50 C49 120.3(4) . .
C51 C50 H50 119.9 . .
C49 C50 H50 119.9 . .
C52 C51 C50 121.0(4) . .
C52 C51 H51 119.5 . .
C50 C51 H51 119.5 . .
C51 C52 C53 118.8(4) . .
C51 C52 C55 123.6(5) . .
C53 C52 C55 117.6(4) . .
C54 C53 C52 120.5(4) . .
C54 C53 H53 119.7 . .
C52 C53 H53 119.7 . .
C49 C54 C53 120.8(4) . .
C49 C54 H54 119.6 . .
C53 C54 H54 119.6 . .
O55A C55 O55B 122.9(4) . .
O55A C55 C52 125.0(5) . .
O55B C55 C52 112.2(4) . .
C37 O37A C38 115.0(3) . .
C55 O55B C56 115.0(4) . .
C2 C1 C6 118.9(3) . .
C2 C1 C7 123.2(4) . .
C6 C1 C7 117.9(3) . .
C1 C2 C3 120.6(4) . .
C1 C2 H2 119.7 . .
C3 C2 H2 119.7 . .
C2 C3 C4 120.4(3) . .
C2 C3 H3 119.8 . .
C4 C3 H3 119.8 . .
C5 C4 C3 118.3(3) . .
C5 C4 C9 119.0(3) . .
C3 C4 C9 122.6(3) . .
C6 C5 C4 121.7(4) . .
C6 C5 H5 119.2 . .
C4 C5 H5 119.2 . .
C5 C6 C1 120.1(4) . .
C5 C6 H6 120.0 . .
C1 C6 H6 120.0 . .
O7B C7 O7A 123.1(3) . .
O7B C7 C1 123.6(4) . .
O7A C7 C1 113.3(3) . .
O7A C8 H8A 109.5 . .
O7A C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
O7A C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C14 C9 C10 119.2(3) . .
C14 C9 C4 118.1(3) . .
C10 C9 C4 122.7(3) . .
C9 C10 C11 119.0(3) . .
C9 C10 C19 123.7(3) . .
C11 C10 C19 117.2(3) . .
C12 C11 C10 121.5(4) . .
C12 C11 H11 119.2 . .
C10 C11 H11 119.2 . .
C11 C12 C13 118.9(3) . .
C11 C12 C15 121.3(4) . .
C13 C12 C15 119.8(3) . .
C14 C13 C12 120.1(3) . .
C14 C13 C17 120.3(4) . .
C12 C13 C17 119.6(3) . .
C13 C14 C9 121.1(4) . .
C13 C14 H14 119.4 . .
C9 C14 H14 119.4 . .
N16 C15 C12 177.7(5) . .
N18 C17 C13 178.6(4) . .
C24 C19 C20 118.8(3) . .
C24 C19 C10 120.4(3) . .
C20 C19 C10 120.8(3) . .
C21 C20 C19 119.9(4) . .
C21 C20 H20 120.0 . .
C19 C20 H20 120.0 . .
C20 C21 C22 121.1(4) . .
C20 C21 H21 119.4 . .
C22 C21 H21 119.4 . .
C23 C22 C21 118.4(4) . .
C23 C22 C25 119.5(4) . .
C21 C22 C25 122.0(4) . .
C22 C23 C24 121.0(4) . .
C22 C23 H23 119.5 . .
C24 C23 H23 119.5 . .
C23 C24 C19 120.8(4) . .
C23 C24 H24 119.6 . .
C19 C24 H24 119.6 . .
O25B C25 O25A 122.9(4) . .
O25B C25 C22 124.0(4) . .
O25A C25 C22 113.1(3) . .
O25A C26 H26A 109.5 . .
O25A C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
O25A C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C7 O7A C8 115.2(3) . .
C25 O25A C26 115.2(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C131 C136 1.24(6) .
C131 C132 1.46(6) .
C131 C137 1.50(6) .
C132 C133 1.43(6) .
C132 H132 0.9500 .
C133 C134 1.37(6) .
C133 H133 0.9500 .
C134 C135 1.39(6) .
C134 C139 1.57(5) .
C135 C136 1.46(6) .
C135 H135 0.9500 .
C136 H136 0.9500 .
C137 O138 1.16(6) .
C137 O137 1.27(5) .
C138 O138 1.48(5) .
C138 H13A 0.9800 .
C138 H13B 0.9800 .
C138 H13C 0.9800 .
C139 C140 1.3900 .
C139 C144 1.3900 .
C140 C141 1.3900 .
C140 C149 1.52(3) .
C141 C142 1.3900 .
C141 H141 0.9500 .
C142 C143 1.3900 .
C142 C145 1.4301 .
C143 C144 1.3900 .
C143 C147 1.4301 .
C144 H144 0.9500 .
C145 N146 1.1401(10) .
C147 N148 1.1401(10) .
C149 C150 1.3900 .
C149 C154 1.3900 .
C150 C151 1.3900 .
C150 H150 0.9500 .
C151 C152 1.3900 .
C151 H151 0.9500 .
C152 C155 1.37(5) .
C152 C153 1.3900 .
C153 C154 1.3900 .
C153 H153 0.9500 .
C154 H154 0.9500 .
C155 O155 1.14(5) .
C155 O156 1.37(6) .
C156 O156 1.52(5) .
C156 H15A 0.9800 .
C156 H15B 0.9800 .
C156 H15C 0.9800 .
C31 C36 1.386(7) .
C31 C32 1.388(6) .
C31 C37 1.489(6) .
C32 C33 1.382(6) .
C32 H32 0.9500 .
C33 C34 1.386(7) .
C33 H33 0.9500 .
C34 C35 1.385(6) .
C34 C39 1.498(6) .
C35 C36 1.399(6) .
C35 H35 0.9500 .
C36 H36 0.9500 .
C37 O37B 1.204(5) .
C37 O37A 1.340(6) .
C38 O37A 1.451(5) .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
C39 C44 1.390(6) .
C39 C40 1.410(6) .
C40 C41 1.389(5) .
C40 C49 1.488(6) .
C41 C42 1.376(6) .
C41 H41 0.9500 .
C42 C43 1.415(6) .
C42 C45 1.4302(8) .
C43 C44 1.401(6) .
C43 C47 1.4303(8) .
C44 H44 0.9500 .
C45 N46 1.1400(8) .
C47 N48 1.1402(8) .
C49 C54 1.382(6) .
C49 C50 1.395(6) .
C50 C51 1.379(6) .
C50 H50 0.9500 .
C51 C52 1.379(6) .
C51 H51 0.9500 .
C52 C53 1.385(7) .
C52 C55 1.492(6) .
C53 C54 1.383(6) .
C53 H53 0.9500 .
C54 H54 0.9500 .
C55 O55A 1.206(6) .
C55 O55B 1.336(6) .
C56 O55B 1.444(5) .
C56 H56A 0.9800 .
C56 H56B 0.9800 .
C56 H56C 0.9800 .
C1 C2 1.385(5) .
C1 C6 1.402(5) .
C1 C7 1.486(5) .
C2 C3 1.394(5) .
C2 H2 0.9500 .
C3 C4 1.395(5) .
C3 H3 0.9500 .
C4 C5 1.389(5) .
C4 C9 1.496(5) .
C5 C6 1.372(5) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 O7B 1.212(4) .
C7 O7A 1.328(5) .
C8 O7A 1.454(4) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 C14 1.400(5) .
C9 C10 1.403(5) .
C10 C11 1.409(5) .
C10 C19 1.489(5) .
C11 C12 1.385(5) .
C11 H11 0.9500 .
C12 C13 1.405(6) .
C12 C15 1.453(5) .
C13 C14 1.387(5) .
C13 C17 1.442(6) .
C14 H14 0.9500 .
C15 N16 1.138(5) .
C17 N18 1.141(5) .
C19 C24 1.387(5) .
C19 C20 1.391(5) .
C20 C21 1.385(6) .
C20 H20 0.9500 .
C21 C22 1.394(5) .
C21 H21 0.9500 .
C22 C23 1.373(5) .
C22 C25 1.478(5) .
C23 C24 1.382(5) .
C23 H23 0.9500 .
C24 H24 0.9500 .
C25 O25B 1.210(5) .
C25 O25A 1.341(5) .
C26 O25A 1.452(5) .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
