#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:20:52 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179408 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/05/4330596.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_4330596
loop_
_publ_author_name
'James J. Henkelis'
'Sarah A. Barnett'
'Lindsay P. Harding'
'Michaele J. Hardie'
_publ_section_title
;
 Coordination Polymers Utilizing N-Oxide Functionalized Host Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10657
_journal_page_last               10674
_journal_paper_doi               10.1021/ic300940k
_journal_volume                  51
_journal_year                    2012
_chemical_formula_sum            'C52 H51 N5 O14'
_chemical_formula_weight         969.98
_chemical_name_systematic
; 
 (\+-)-2,7,12-trimethoxy-3,8,13-tris(3-N-oxide-pyridyloxy)-
10,15-dihydro-5H-tribenzo[a,d,g]cyclononatriene 
N-methylpyrrolidone clathrate
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                116.818(6)
_cell_angle_beta                 92.776(6)
_cell_angle_gamma                95.507(7)
_cell_formula_units_Z            2
_cell_length_a                   13.1282(13)
_cell_length_b                   14.0590(15)
_cell_length_c                   15.0060(13)
_cell_measurement_temperature    150(2)
_cell_volume                     2447.2(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'X-Seed (Barbour)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'BRUKER X8 CCD area detector'
_diffrn_measurement_method       'ω, π- scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_sigmaI/netI    0.0934
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20244
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.64
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.9885
_exptl_absorpt_correction_T_min  0.9809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_description       block
_exptl_crystal_F_000             1020
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.081
_refine_diff_density_min         -0.624
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.192
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     567
_refine_ls_number_reflns         8581
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.192
_refine_ls_R_factor_all          0.1866
_refine_ls_R_factor_gt           0.1075
_refine_ls_shift/su_max          0.000
_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          0.3090
_refine_ls_wR_factor_ref         0.3754
_reflns_number_gt                4367
_reflns_number_total             8581
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic300940k_si_002_02.cif
_cod_data_source_block           c:'L2_2nmp'
_cod_database_code               4330596
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
O9 O 0.4603(3) -0.3022(4) -0.2873(3) 0.0593(11) Uani 1 1 d . . .
O1 O 0.2263(3) 0.2457(3) 0.1302(3) 0.0594(11) Uani 1 1 d . . .
O8 O 0.2811(4) -0.0599(3) -0.8586(3) 0.0691(13) Uani 1 1 d . . .
N2 N 0.3396(4) -0.0188(4) -0.7727(3) 0.0536(13) Uani 1 1 d . . .
O5 O 0.1292(3) 0.1042(4) -0.4521(3) 0.0656(12) Uani 1 1 d . . .
C1 C 0.0960(4) -0.0157(5) -0.0779(4) 0.0465(14) Uani 1 1 d . . .
C16 C 0.2824(4) -0.2694(5) -0.3116(4) 0.0480(14) Uani 1 1 d . . .
H16 H 0.2836 -0.3004 -0.3823 0.058 Uiso 1 1 calc R . .
N1 N 0.1199(4) 0.6912(4) 0.1625(4) 0.0570(13) Uani 1 1 d . . .
C15 C 0.1916(4) -0.2296(4) -0.2696(4) 0.0436(13) Uani 1 1 d . . .
C2 C 0.1563(4) 0.0576(5) 0.0135(4) 0.0465(14) Uani 1 1 d . . .
H2 H 0.1898 0.0309 0.0534 0.056 Uiso 1 1 calc R . .
C13 C 0.1011(4) -0.1452(5) -0.3671(3) 0.0457(14) Uani 1 1 d . . .
C5 C 0.0532(4) 0.1370(5) -0.1008(4) 0.0482(14) Uani 1 1 d . . .
H5 H 0.0173 0.1649 -0.1383 0.058 Uiso 1 1 calc R . .
C6 C 0.0412(4) 0.0248(4) -0.1345(4) 0.0417(13) Uani 1 1 d . . .
C35 C 0.3022(5) -0.0283(5) -0.6932(4) 0.0494(14) Uani 1 1 d . . .
H35 H 0.2361 -0.0668 -0.7009 0.059 Uiso 1 1 calc R . .
C7 C -0.0227(4) -0.0465(5) -0.2356(4) 0.0500(14) Uani 1 1 d . . .
H7A H -0.0846 -0.0135 -0.2407 0.060 Uiso 1 1 calc R . .
H7B H -0.0455 -0.1180 -0.2404 0.060 Uiso 1 1 calc R . .
C28 C 0.0943(4) 0.5924(5) 0.1568(4) 0.0560(15) Uani 1 1 d . B .
H28 H 0.0569 0.5859 0.2068 0.067 Uiso 1 1 calc R . .
C4 C 0.1152(4) 0.2066(5) -0.0154(4) 0.0474(14) Uani 1 1 d . . .
C14 C 0.0987(4) -0.2402(5) -0.3431(4) 0.0490(14) Uani 1 1 d . . .
H14A H 0.0979 -0.3072 -0.4063 0.059 Uiso 1 1 calc R . .
H14B H 0.0342 -0.2462 -0.3132 0.059 Uiso 1 1 calc R . .
C19 C 0.2791(5) -0.1754(5) -0.1051(4) 0.0512(15) Uani 1 1 d . . .
H19 H 0.2797 -0.1434 -0.0341 0.061 Uiso 1 1 calc R . .
C3 C 0.1670(4) 0.1690(5) 0.0453(4) 0.0470(14) Uani 1 1 d . . .
C9 C 0.0485(4) 0.0241(5) -0.3496(4) 0.0525(15) Uani 1 1 d . . .
H9 H 0.0068 0.0799 -0.3204 0.063 Uiso 1 1 calc R . .
C8 C 0.0430(4) -0.0593(5) -0.3225(4) 0.0495(14) Uani 1 1 d . . .
C20 C 0.1890(4) -0.1808(4) -0.1638(4) 0.0425(13) Uani 1 1 d . . .
C24 C 0.1224(4) 0.4994(5) 0.0776(4) 0.0522(15) Uani 1 1 d . . .
C18 C 0.3661(5) -0.2153(5) -0.1483(4) 0.0557(16) Uani 1 1 d . . .
C12 C 0.1663(4) -0.1421(5) -0.4389(4) 0.0515(15) Uani 1 1 d . . .
H12 H 0.2063 -0.1990 -0.4705 0.062 Uiso 1 1 calc R . .
O3 O 0.0359(4) 0.3783(3) 0.1330(3) 0.0708(13) Uani 1 1 d . . .
C17 C 0.3701(4) -0.2646(5) -0.2524(4) 0.0491(14) Uani 1 1 d . . .
C10 C 0.1151(4) 0.0263(5) -0.4197(4) 0.0522(15) Uani 1 1 d . . .
C31 C 0.3623(4) 0.0193(5) -0.6002(4) 0.0533(15) Uani 1 1 d . C .
C34 C 0.4370(5) 0.0325(5) -0.7629(5) 0.0610(17) Uani 1 1 d . . .
H34 H 0.4633 0.0363 -0.8193 0.073 Uiso 1 1 calc R . .
C25 C 0.1749(5) 0.5082(5) 0.0003(4) 0.0576(16) Uani 1 1 d . B .
H25 H 0.1936 0.4467 -0.0544 0.069 Uiso 1 1 calc R . .
C11 C 0.1730(5) -0.0586(6) -0.4638(4) 0.0570(16) Uani 1 1 d . . .
C21 C 0.0956(4) -0.1367(4) -0.1103(4) 0.0431(13) Uani 1 1 d . . .
H21A H 0.0939 -0.1486 -0.0501 0.052 Uiso 1 1 calc R . .
H21B H 0.0323 -0.1771 -0.1555 0.052 Uiso 1 1 calc R . .
C27 C 0.1714(5) 0.7011(5) 0.0880(5) 0.0622(17) Uani 1 1 d . B .
H27 H 0.1886 0.7702 0.0919 0.075 Uiso 1 1 calc R . .
C33 C 0.4963(5) 0.0781(6) -0.6727(5) 0.0668(18) Uani 1 1 d . C .
H33 H 0.5633 0.1139 -0.6669 0.080 Uiso 1 1 calc R . .
C30 C 0.3190(5) 0.0147(6) -0.5101(4) 0.0615(18) Uani 1 1 d . . .
C36 C 0.4613(5) -0.3626(6) -0.3964(4) 0.0688(19) Uani 1 1 d . . .
H36A H 0.4125 -0.4287 -0.4222 0.103 Uiso 1 1 calc R A 1
H36B H 0.5306 -0.3810 -0.4119 0.103 Uiso 1 1 calc R A 1
H36C H 0.4413 -0.3186 -0.4279 0.103 Uiso 1 1 calc R A 1
C26 C 0.1978(6) 0.6118(5) 0.0086(5) 0.0685(18) Uani 1 1 d . . .
H26 H 0.2324 0.6203 -0.0420 0.082 Uiso 1 1 calc R B .
C32 C 0.4598(5) 0.0729(6) -0.5888(5) 0.0675(18) Uani 1 1 d . . .
H32 H 0.5007 0.1052 -0.5260 0.081 Uiso 1 1 calc R C .
C22 C 0.2823(5) 0.2076(6) 0.1901(5) 0.0700(19) Uani 1 1 d . . .
H22A H 0.2338 0.1693 0.2143 0.105 Uiso 1 1 calc R . .
H22B H 0.3223 0.2689 0.2476 0.105 Uiso 1 1 calc R . .
H22C H 0.3290 0.1587 0.1492 0.105 Uiso 1 1 calc R . .
C29 C 0.0784(6) 0.1967(6) -0.4024(5) 0.078(2) Uani 1 1 d . . .
H29A H 0.0042 0.1745 -0.4091 0.117 Uiso 1 1 calc R . .
H29B H 0.0917 0.2449 -0.4326 0.117 Uiso 1 1 calc R . .
H29C H 0.1045 0.2342 -0.3311 0.117 Uiso 1 1 calc R . .
C46 C 0.3775(8) 0.4986(8) 0.2079(7) 0.110(3) Uiso 1 1 d . . .
H46A H 0.4297 0.4583 0.2200 0.132 Uiso 1 1 calc R . .
H46B H 0.3241 0.4475 0.1544 0.132 Uiso 1 1 calc R . .
N4 N 0.3301(7) 0.5669(8) 0.3046(7) 0.127(3) Uiso 1 1 d . . .
C47 C 0.2670(10) 0.5171(11) 0.3447(9) 0.155(4) Uiso 1 1 d . . .
H47A H 0.3079 0.4811 0.3737 0.232 Uiso 1 1 calc R . .
H47B H 0.2156 0.4637 0.2920 0.232 Uiso 1 1 calc R . .
H47C H 0.2323 0.5705 0.3973 0.232 Uiso 1 1 calc R . .
C45 C 0.4245(8) 0.5810(8) 0.1823(7) 0.109(3) Uiso 1 1 d . . .
H45A H 0.3813 0.5823 0.1271 0.131 Uiso 1 1 calc R . .
H45B H 0.4935 0.5652 0.1604 0.131 Uiso 1 1 calc R . .
C44 C 0.4332(10) 0.6918(10) 0.2788(8) 0.139(4) Uiso 1 1 d . . .
H44A H 0.5056 0.7186 0.3081 0.167 Uiso 1 1 calc R . .
H44B H 0.4042 0.7462 0.2641 0.167 Uiso 1 1 calc R . .
C51 C 0.8323(9) 0.5083(11) 0.2954(9) 0.151(4) Uiso 1 1 d D . .
H51A H 0.8510 0.5458 0.2551 0.181 Uiso 1 1 calc R . .
H51B H 0.8062 0.4318 0.2507 0.181 Uiso 1 1 calc R . .
O14 O 0.7216(8) 0.6218(8) 0.5300(7) 0.185(4) Uiso 1 1 d . . .
C48 C 0.7856(9) 0.5856(10) 0.4585(10) 0.131(4) Uiso 1 1 d . . .
C49 C 0.8823(7) 0.5524(8) 0.4742(7) 0.108(3) Uiso 1 1 d . . .
H49A H 0.8730 0.4901 0.4884 0.129 Uiso 1 1 calc R . .
H49B H 0.9289 0.6119 0.5288 0.129 Uiso 1 1 calc R . .
N5 N 0.7626(8) 0.5621(8) 0.3685(8) 0.138(3) Uiso 1 1 d . . .
C50 C 0.9191(11) 0.5229(13) 0.3734(10) 0.186(6) Uiso 1 1 d D . .
H50A H 0.9500 0.4553 0.3509 0.223 Uiso 1 1 calc R . .
H50B H 0.9733 0.5800 0.3791 0.223 Uiso 1 1 calc R . .
C52 C 0.6669(13) 0.5824(13) 0.3289(11) 0.191(6) Uiso 1 1 d . . .
H52A H 0.6830 0.6146 0.2845 0.287 Uiso 1 1 calc R . .
H52B H 0.6325 0.6317 0.3848 0.287 Uiso 1 1 calc R . .
H52C H 0.6215 0.5143 0.2911 0.287 Uiso 1 1 calc R . .
O4 O 0.0968(4) 0.7775(4) 0.2380(3) 0.0718(13) Uani 1 1 d . B 2
C43 C 0.3705(7) 0.6649(8) 0.3473(7) 0.091(2) Uiso 1 1 d . . .
O13 O 0.3554(5) 0.7272(5) 0.4355(5) 0.1128(19) Uiso 1 1 d . . .
C23 C 0.0917(4) 0.3934(5) 0.0774(4) 0.0515(14) Uani 1 1 d . B .
O2 O 0.1371(3) 0.3158(3) 0.0039(3) 0.0567(11) Uani 1 1 d . B 2
O7 O 0.3566(3) 0.0665(4) -0.4239(3) 0.0776(15) Uani 1 1 d . C 3
O6 O 0.2333(3) -0.0609(4) -0.5405(3) 0.0614(12) Uani 1 1 d . C 3
O10 O 0.4554(4) -0.2028(7) -0.0852(4) 0.120(3) Uani 1 1 d . . .
O11 O 0.4301(5) -0.3497(5) -0.0880(5) 0.0564(17) Uiso 0.60 1 d P D 1
C42 C 0.5990(11) -0.2945(10) 0.0593(11) 0.049(3) Uiso 0.60 1 d P D 1
H42 H 0.5710 -0.3682 0.0241 0.059 Uiso 0.60 1 calc PR D 1
C37 C 0.4791(7) -0.2622(8) -0.0543(7) 0.044(2) Uiso 0.60 1 d P D 1
N3 N 0.6725(10) -0.2600(14) 0.1403(11) 0.048(3) Uiso 0.60 1 d P D 1
C38 C 0.5661(8) -0.2218(15) 0.0295(7) 0.042(3) Uiso 0.60 1 d P D 1
C41 C 0.7126(9) -0.1572(16) 0.1920(8) 0.050(3) Uiso 0.60 1 d P D 1
H41 H 0.7606 -0.1360 0.2492 0.060 Uiso 0.60 1 calc PR D 1
C39 C 0.6100(11) -0.1145(15) 0.0777(12) 0.044(3) Uiso 0.60 1 d P D 1
H39 H 0.5903 -0.0660 0.0540 0.053 Uiso 0.60 1 calc PR D 1
C40 C 0.6850(10) -0.0771(10) 0.1633(11) 0.051(3) Uiso 0.60 1 d P D 1
H40 H 0.7147 -0.0040 0.1989 0.061 Uiso 0.60 1 calc PR D 1
O11B O 0.5042(8) -0.0662(9) -0.0269(8) 0.064(3) Uiso 0.40 1 d P . 2
C37B C 0.5020(11) -0.1559(12) -0.0285(11) 0.044(3) Uiso 0.40 1 d P D 2
C38B C 0.5734(14) -0.175(2) 0.0435(14) 0.037(4) Uiso 0.40 1 d P D 2
C40B C 0.7012(13) -0.105(2) 0.1855(12) 0.050(4) Uiso 0.40 1 d P D 2
H40B H 0.7452 -0.0476 0.2381 0.060 Uiso 0.40 1 calc PR D 2
C42B C 0.5744(14) -0.269(2) 0.0442(13) 0.052(5) Uiso 0.40 1 d P D 2
H42B H 0.5272 -0.3274 -0.0034 0.063 Uiso 0.40 1 calc PR D 2
C39B C 0.6395(16) -0.0813(14) 0.1165(18) 0.045(4) Uiso 0.40 1 d P D 2
H39B H 0.6425 -0.0121 0.1195 0.054 Uiso 0.40 1 calc PR D 2
C41B C 0.6998(16) -0.202(3) 0.1795(17) 0.043(4) Uiso 0.40 1 d P D 2
H41B H 0.7435 -0.2116 0.2267 0.052 Uiso 0.40 1 calc PR D 2
N3B N 0.6386(16) -0.2885(13) 0.1088(16) 0.049(4) Uiso 0.40 1 d P D 2
O12 O 0.7029(5) -0.3295(6) 0.1694(5) 0.0629(18) Uiso 0.60 1 d P D 1
O12B O 0.6418(10) -0.3789(11) 0.1056(9) 0.081(3) Uiso 0.40 1 d P D 2
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
C17 O9 C36 117.2(4) . .
C3 O1 C22 116.8(5) . .
O8 N2 C35 119.1(5) . .
O8 N2 C34 120.6(4) . .
C35 N2 C34 120.4(5) . .
C10 O5 C29 116.4(5) . .
C6 C1 C2 119.4(5) . .
C6 C1 C21 123.6(5) . .
C2 C1 C21 117.0(5) . .
C17 C16 C15 122.3(5) . .
O4 N1 C28 120.8(5) . .
O4 N1 C27 119.3(5) . .
C28 N1 C27 119.9(5) . .
C16 C15 C20 119.8(5) . .
C16 C15 C14 117.6(4) . .
C20 C15 C14 122.7(4) . .
C3 C2 C1 120.9(5) . .
C8 C13 C12 117.1(5) . .
C8 C13 C14 124.4(5) . .
C12 C13 C14 118.5(5) . .
C4 C5 C6 121.7(5) . .
C5 C6 C1 118.4(5) . .
C5 C6 C7 117.4(5) . .
C1 C6 C7 123.9(5) . .
N2 C35 C31 119.4(5) . .
C6 C7 C8 109.7(4) . .
N1 C28 C24 121.0(5) . .
C5 C4 C3 121.2(5) . .
C5 C4 O2 118.0(5) . .
C3 C4 O2 120.4(5) . .
C13 C14 C15 113.2(5) . .
C18 C19 C20 121.7(5) . .
O1 C3 C2 125.2(5) . .
O1 C3 C4 116.5(5) . .
C2 C3 C4 118.2(5) . .
C8 C9 C10 120.9(6) . .
C9 C8 C13 120.9(5) . .
C9 C8 C7 116.3(5) . .
C13 C8 C7 122.5(5) . .
C19 C20 C15 117.2(5) . .
C19 C20 C21 118.3(4) . .
C15 C20 C21 124.5(5) . .
C28 C24 C25 119.7(6) . .
C28 C24 C23 117.6(5) . .
C25 C24 C23 122.7(5) . .
C19 C18 C17 122.2(5) . .
C19 C18 O10 118.9(5) . .
C17 C18 O10 118.8(5) . .
C11 C12 C13 121.7(5) . .
O9 C17 C16 125.7(5) . .
O9 C17 C18 117.3(5) . .
C16 C17 C18 117.0(5) . .
O5 C10 C11 114.9(5) . .
O5 C10 C9 126.8(6) . .
C11 C10 C9 118.2(6) . .
C32 C31 C35 120.8(5) . .
C32 C31 C30 119.4(5) . .
C35 C31 C30 119.8(5) . .
C33 C34 N2 120.4(5) . .
C26 C25 C24 117.0(5) . .
C12 C11 C10 121.1(5) . .
C12 C11 O6 120.6(6) . .
C10 C11 O6 118.1(6) . .
C20 C21 C1 112.8(4) . .
C26 C27 N1 120.5(6) . .
C34 C33 C32 121.0(6) . .
O7 C30 O6 124.4(5) . .
O7 C30 C31 125.3(6) . .
O6 C30 C31 110.3(5) . .
C27 C26 C25 121.8(6) . .
C31 C32 C33 117.9(6) . .
C45 C46 N4 101.9(8) . .
C43 N4 C47 126.6(10) . .
C43 N4 C46 112.9(9) . .
C47 N4 C46 119.3(10) . .
C46 C45 C44 107.4(8) . .
C43 C44 C45 102.5(9) . .
N5 C51 C50 94.6(10) . .
N5 C48 O14 124.3(12) . .
N5 C48 C49 112.4(12) . .
O14 C48 C49 122.5(11) . .
C48 C49 C50 99.0(10) . .
C48 N5 C51 119.2(11) . .
C48 N5 C52 124.9(12) . .
C51 N5 C52 115.9(10) . .
C49 C50 C51 112.0(11) . .
O13 C43 N4 121.3(9) . .
O13 C43 C44 127.2(9) . .
N4 C43 C44 111.5(9) . .
O3 C23 O2 125.0(5) . .
O3 C23 C24 126.0(5) . .
O2 C23 C24 109.0(5) . .
C23 O2 C4 119.8(4) . .
C30 O6 C11 116.1(4) . .
C37B O10 C37 78.7(10) . .
C37B O10 C18 147.2(12) . .
C37 O10 C18 127.8(9) . .
C37B O10 O11B 43.7(10) . .
C37 O10 O11B 122.3(7) . .
C18 O10 O11B 107.0(6) . .
N3 C42 C38 120.1(10) . .
O10 C37 O11 118.1(10) . .
O10 C37 C38 118.3(11) . .
O11 C37 C38 123.5(11) . .
O12 N3 C41 118.4(17) . .
O12 N3 C42 119.9(17) . .
C41 N3 C42 121.6(9) . .
C42 C38 C39 120.4(9) . .
C42 C38 C37 117.8(15) . .
C39 C38 C37 121.8(16) . .
N3 C41 C40 121.6(10) . .
C38 C39 C40 120.0(9) . .
C39 C40 C41 116.1(10) . .
C37B O11B O11B 154.4(14) . 2_655
C37B O11B O10 31.6(8) . .
O11B O11B O10 155.0(10) 2_655 .
O10 C37B O11B 104.7(15) . .
O10 C37B C38B 132.8(18) . .
O11B C37B C38B 122.1(17) . .
C42B C38B C39B 120.2(14) . .
C42B C38B C37B 124(2) . .
C39B C38B C37B 115(2) . .
C41B C40B C39B 124.2(16) . .
C38B C42B N3B 125.6(16) . .
C38B C39B C40B 112.0(14) . .
C40B C41B N3B 122.1(15) . .
O12B N3B C41B 119(2) . .
O12B N3B C42B 125(2) . .
C41B N3B C42B 115.8(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O9 C17 1.373(7) .
O9 C36 1.467(7) .
O1 C3 1.376(7) .
O1 C22 1.443(7) .
O8 N2 1.317(6) .
N2 C35 1.367(6) .
N2 C34 1.373(8) .
O5 C10 1.385(7) .
O5 C29 1.425(9) .
C1 C6 1.421(7) .
C1 C2 1.426(8) .
C1 C21 1.544(8) .
C16 C17 1.396(8) .
C16 C15 1.420(7) .
N1 O4 1.308(6) .
N1 C28 1.359(8) .
N1 C27 1.387(7) .
C15 C20 1.421(7) .
C15 C14 1.553(8) .
C2 C3 1.405(8) .
C13 C8 1.409(8) .
C13 C12 1.420(7) .
C13 C14 1.531(8) .
C5 C4 1.371(8) .
C5 C6 1.411(8) .
C6 C7 1.534(8) .
C35 C31 1.402(8) .
C7 C8 1.550(7) .
C28 C24 1.410(8) .
C4 C3 1.419(8) .
C4 O2 1.425(7) .
C19 C18 1.382(8) .
C19 C20 1.415(8) .
C9 C8 1.402(8) .
C9 C10 1.409(8) .
C20 C21 1.525(7) .
C24 C25 1.423(8) .
C24 C23 1.505(8) .
C18 C17 1.401(7) .
C18 O10 1.415(7) .
C12 C11 1.381(8) .
O3 C23 1.211(6) .
C10 C11 1.397(9) .
C31 C32 1.384(9) .
C31 C30 1.517(7) .
C34 C33 1.368(9) .
C25 C26 1.406(9) .
C11 O6 1.419(6) .
C27 C26 1.375(9) .
C33 C32 1.397(8) .
C30 O7 1.211(7) .
C30 O6 1.373(8) .
C46 C45 1.468(12) .
C46 N4 1.535(12) .
N4 C43 1.273(11) .
N4 C47 1.363(13) .
C45 C44 1.565(13) .
C44 C43 1.500(13) .
C51 N5 1.447(13) .
C51 C50 1.524(13) .
O14 C48 1.339(13) .
C48 N5 1.249(12) .
C48 C49 1.438(14) .
C49 C50 1.495(15) .
N5 C52 1.470(16) .
C43 O13 1.254(10) .
C23 O2 1.366(7) .
O10 C37B 0.948(15) .
O10 C37 1.181(10) .
O10 O11B 1.748(13) .
O11 C37 1.200(10) .
C42 N3 1.381(17) .
C42 C38 1.382(19) .
C37 C38 1.516(14) .
N3 O12 1.321(11) .
N3 C41 1.331(18) .
C38 C39 1.392(18) .
C41 C40 1.444(19) .
C39 C40 1.437(17) .
O11B C37B 1.248(17) .
O11B O11B 1.68(2) 2_655
C37B C38B 1.53(2) .
C38B C42B 1.32(3) .
C38B C39B 1.44(3) .
C40B C41B 1.33(3) .
C40B C39B 1.46(3) .
C42B N3B 1.39(3) .
C41B N3B 1.34(3) .
N3B O12B 1.254(17) .
