#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:38:45 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178435 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/56/4025602.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_4025602
loop_
_publ_author_name
'Kinkini Roy'
'Chun Wang'
'Mark D. Smith'
'Perry J. Pellechia'
'Linda S. Shimizu'
_publ_section_title
;
 Alkali Metal Ions As Probes of Structure and Recognition Properties of
 Macrocyclic Pyridyl Urea Hosts
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5453
_journal_page_last               5460
_journal_paper_doi               10.1021/jo1009596
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C28 H40 N8 O2, H2 O'
_chemical_formula_sum            'C28 H42 N8 O3'
_chemical_formula_weight         538.70
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.2990(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.7784(8)
_cell_length_b                   22.3560(15)
_cell_length_c                   27.7304(19)
_cell_measurement_reflns_used    6806
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      23.190
_cell_measurement_theta_min      2.208
_cell_volume                     7206.0(8)
_computing_cell_refinement       'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_data_collection       'SMART Version 5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_molecular_graphics    various
_computing_publication_material  'SHELXTL Version 6.14 (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            76896
_diffrn_reflns_theta_full        23.30
_diffrn_reflns_theta_max         23.30
_diffrn_reflns_theta_min         1.49
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.993
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bar
_exptl_crystal_F_000             2320
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     725
_refine_ls_number_reflns         10364
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      0.933
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0453
_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)+(0.0766P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1254
_reflns_number_gt                7466
_reflns_number_total             10364
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo1009596_si_005.cif
_cod_data_source_block           cw1421az
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4025602
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'
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 0.50271(16) 0.60319(8) 0.12538(7) 0.0325(5) Uani 1 1 d . . .
C2 C 0.31348(16) 0.64714(10) 0.09047(7) 0.0421(5) Uani 1 1 d . . .
H2A H 0.2514 0.6183 0.0938 0.051 Uiso 1 1 calc R . .
H2B H 0.2825 0.6879 0.0933 0.051 Uiso 1 1 calc R . .
C3 C 0.40258(16) 0.58396(8) 0.04215(7) 0.0397(5) Uani 1 1 d . . .
H3A H 0.4269 0.5786 0.0099 0.048 Uiso 1 1 calc R . .
H3B H 0.3475 0.5516 0.0462 0.048 Uiso 1 1 calc R . .
C4 C 0.40205(17) 0.66410(9) 0.17749(7) 0.0413(5) Uani 1 1 d . . .
H4A H 0.4043 0.7082 0.1741 0.050 Uiso 1 1 calc R . .
H4B H 0.4701 0.6520 0.2013 0.050 Uiso 1 1 calc R . .
C5 C 0.29436(16) 0.64715(9) 0.19781(7) 0.0365(5) Uani 1 1 d . . .
C6 C 0.24288(18) 0.68889(10) 0.22351(8) 0.0538(6) Uani 1 1 d . . .
H6 H 0.2729 0.7283 0.2278 0.065 Uiso 1 1 calc R . .
C7 C 0.1465(2) 0.67246(12) 0.24301(10) 0.0690(8) Uani 1 1 d . . .
H7 H 0.1098 0.7004 0.2613 0.083 Uiso 1 1 calc R . .
C8 C 0.10455(18) 0.61530(11) 0.23561(8) 0.0558(6) Uani 1 1 d . . .
H8 H 0.0381 0.6031 0.2484 0.067 Uiso 1 1 calc R . .
C9 C 0.16073(16) 0.57603(9) 0.20923(7) 0.0376(5) Uani 1 1 d . . .
C10 C 0.11774(18) 0.51269(10) 0.20239(7) 0.0469(5) Uani 1 1 d . . .
H10A H 0.1607 0.4875 0.2286 0.056 Uiso 1 1 calc R . .
H10B H 0.0356 0.5118 0.2062 0.056 Uiso 1 1 calc R . .
C11 C 0.20345(16) 0.44138(9) 0.15337(8) 0.0371(5) Uani 1 1 d . . .
C12 C 0.06251(18) 0.51465(9) 0.11228(7) 0.0439(5) Uani 1 1 d . . .
H12A H -0.0149 0.5250 0.1193 0.053 Uiso 1 1 calc R . .
H12B H 0.1007 0.5523 0.1050 0.053 Uiso 1 1 calc R . .
C13 C 0.16260(16) 0.45470(10) 0.06542(7) 0.0453(5) Uani 1 1 d . . .
H13A H 0.2128 0.4890 0.0607 0.054 Uiso 1 1 calc R . .
H13B H 0.1569 0.4289 0.0361 0.054 Uiso 1 1 calc R . .
C14 C 0.30599(16) 0.37777(9) 0.10408(9) 0.0491(6) Uani 1 1 d . . .
H14A H 0.2968 0.3633 0.0699 0.059 Uiso 1 1 calc R . .
H14B H 0.2968 0.3429 0.1251 0.059 Uiso 1 1 calc R . .
C15 C 0.42630(16) 0.40253(9) 0.11827(8) 0.0397(5) Uani 1 1 d . . .
C16 C 0.50366(17) 0.37640(9) 0.15499(8) 0.0450(5) Uani 1 1 d . . .
H16 H 0.4816 0.3428 0.1723 0.054 Uiso 1 1 calc R . .
C17 C 0.61288(17) 0.39948(9) 0.16614(8) 0.0438(5) Uani 1 1 d . . .
H17 H 0.6680 0.3818 0.1909 0.053 Uiso 1 1 calc R . .
C18 C 0.64055(16) 0.44883(9) 0.14060(7) 0.0405(5) Uani 1 1 d . . .
H18 H 0.7155 0.4657 0.1474 0.049 Uiso 1 1 calc R . .
C19 C 0.55827(15) 0.47365(8) 0.10487(7) 0.0349(5) Uani 1 1 d . . .
C20 C 0.58422(16) 0.52953(8) 0.07748(7) 0.0378(5) Uani 1 1 d . . .
H20A H 0.6629 0.5433 0.0907 0.045 Uiso 1 1 calc R . .
H20B H 0.5827 0.5192 0.0427 0.045 Uiso 1 1 calc R . .
C21 C 0.39490(16) 0.69474(9) 0.02209(7) 0.0401(5) Uani 1 1 d . . .
C22 C 0.48642(19) 0.72733(10) 0.05821(9) 0.0580(6) Uani 1 1 d . . .
H22A H 0.4529 0.7403 0.0866 0.087 Uiso 1 1 calc R . .
H22B H 0.5139 0.7624 0.0422 0.087 Uiso 1 1 calc R . .
H22C H 0.5510 0.7002 0.0689 0.087 Uiso 1 1 calc R . .
C23 C 0.2953(2) 0.73716(10) 0.00614(9) 0.0634(7) Uani 1 1 d . . .
H23A H 0.2392 0.7179 -0.0190 0.095 Uiso 1 1 calc R . .
H23B H 0.3241 0.7737 -0.0072 0.095 Uiso 1 1 calc R . .
H23C H 0.2584 0.7473 0.0343 0.095 Uiso 1 1 calc R . .
C24 C 0.4465(2) 0.67691(11) -0.02236(9) 0.0687(7) Uani 1 1 d . . .
H24A H 0.5126 0.6506 -0.0124 0.103 Uiso 1 1 calc R . .
H24B H 0.4716 0.7128 -0.0379 0.103 Uiso 1 1 calc R . .
H24C H 0.3886 0.6558 -0.0456 0.103 Uiso 1 1 calc R . .
C25 C -0.04788(15) 0.43334(9) 0.06377(7) 0.0371(5) Uani 1 1 d . . .
C26 C -0.05497(18) 0.39446(10) 0.10873(8) 0.0522(6) Uani 1 1 d . . .
H26A H 0.0144 0.3697 0.1160 0.078 Uiso 1 1 calc R . .
H26B H -0.1229 0.3686 0.1022 0.078 Uiso 1 1 calc R . .
H26C H -0.0609 0.4202 0.1368 0.078 Uiso 1 1 calc R . .
C27 C -0.15735(17) 0.47043(10) 0.05300(8) 0.0512(6) Uani 1 1 d . . .
H27A H -0.1636 0.4961 0.0811 0.077 Uiso 1 1 calc R . .
H27B H -0.2241 0.4437 0.0468 0.077 Uiso 1 1 calc R . .
H27C H -0.1548 0.4954 0.0241 0.077 Uiso 1 1 calc R . .
C28 C -0.04155(19) 0.39467(11) 0.01953(8) 0.0570(6) Uani 1 1 d . . .
H28A H -0.0276 0.4200 -0.0078 0.085 Uiso 1 1 calc R . .
H28B H -0.1144 0.3732 0.0104 0.085 Uiso 1 1 calc R . .
H28C H 0.0214 0.3658 0.0273 0.085 Uiso 1 1 calc R . .
C29 C 0.58646(18) 0.29006(10) 0.30099(9) 0.0468(6) Uani 1 1 d . A .
C30 C 0.74323(17) 0.23046(10) 0.34978(8) 0.0470(6) Uani 1 1 d . A .
H30A H 0.7538 0.1866 0.3525 0.056 Uiso 1 1 calc R . .
H30B H 0.8191 0.2486 0.3479 0.056 Uiso 1 1 calc R . .
C31 C 0.67287(19) 0.31399(9) 0.38426(9) 0.0529(6) Uani 1 1 d . A .
H31A H 0.7421 0.3366 0.3790 0.063 Uiso 1 1 calc R . .
H31B H 0.6463 0.3307 0.4136 0.063 Uiso 1 1 calc R . .
C32 C 0.68013(18) 0.21189(10) 0.26169(8) 0.0517(6) Uani 1 1 d . . .
H32A H 0.6142 0.2203 0.2356 0.062 Uiso 1 1 calc R . .
H32B H 0.6791 0.1686 0.2690 0.062 Uiso 1 1 calc R . .
C33 C 0.78963(17) 0.22590(9) 0.24237(7) 0.0392(5) Uani 1 1 d . . .
C34 C 0.8351(2) 0.18359(10) 0.21503(9) 0.0553(6) Uani 1 1 d . . .
H34 H 0.7985 0.1459 0.2088 0.066 Uiso 1 1 calc R . .
C35 C 0.9336(2) 0.19633(11) 0.19687(10) 0.0695(7) Uani 1 1 d . . .
H35 H 0.9666 0.1676 0.1780 0.083 Uiso 1 1 calc R . .
C36 C 0.98414(19) 0.25145(11) 0.20634(8) 0.0550(6) Uani 1 1 d . . .
H36 H 1.0529 0.2613 0.1943 0.066 Uiso 1 1 calc R . .
C37 C 0.93356(16) 0.29233(9) 0.23363(7) 0.0362(5) Uani 1 1 d . . .
C38 C 0.98748(17) 0.35315(9) 0.24214(7) 0.0442(5) Uani 1 1 d . . .
H38A H 1.0720 0.3486 0.2458 0.053 Uiso 1 1 calc R . .
H38B H 0.9627 0.3779 0.2127 0.053 Uiso 1 1 calc R . .
C39 C 0.90055(16) 0.43713(9) 0.27784(8) 0.0365(5) Uani 1 1 d . . .
C40 C 1.00388(18) 0.36036(9) 0.33255(7) 0.0470(5) Uani 1 1 d . . .
H40A H 0.9472 0.3311 0.3411 0.056 Uiso 1 1 calc R . .
H40B H 1.0764 0.3385 0.3312 0.056 Uiso 1 1 calc R . .
C41 C 0.92167(17) 0.44022(10) 0.36764(7) 0.0475(6) Uani 1 1 d . . .
H41A H 0.9345 0.4722 0.3926 0.057 Uiso 1 1 calc R . .
H41B H 0.8583 0.4146 0.3751 0.057 Uiso 1 1 calc R . .
C42 C 0.80150(18) 0.51492(9) 0.31475(8) 0.0495(6) Uani 1 1 d . . .
H42A H 0.8194 0.5444 0.2904 0.059 Uiso 1 1 calc R . .
H42B H 0.8072 0.5358 0.3465 0.059 Uiso 1 1 calc R . .
C43 C 0.67979(18) 0.49352(9) 0.29973(7) 0.0417(5) Uani 1 1 d . . .
C44 C 0.60571(18) 0.52105(9) 0.26248(7) 0.0444(5) Uani 1 1 d . . .
H44 H 0.6312 0.5542 0.2457 0.053 Uiso 1 1 calc R . .
C45 C 0.49526(18) 0.50024(9) 0.24991(8) 0.0474(6) Uani 1 1 d . . .
H45 H 0.4431 0.5189 0.2247 0.057 Uiso 1 1 calc R . .
C46 C 0.46211(18) 0.45198(9) 0.27463(8) 0.0491(6) Uani 1 1 d . . .
H46 H 0.3864 0.4363 0.2666 0.059 Uiso 1 1 calc R . .
C47 C 0.53991(18) 0.42624(9) 0.31141(8) 0.0461(5) Uani 1 1 d . . .
C48 C 0.5054(2) 0.37301(10) 0.34000(10) 0.0622(7) Uani 1 1 d . A .
H48A H 0.5012 0.3861 0.3738 0.075 Uiso 1 1 calc R . .
H48B H 0.4275 0.3598 0.3249 0.075 Uiso 1 1 calc R . .
C49A C 0.621(4) 0.212(2) 0.4134(14) 0.046(4) Uani 0.683(5) 1 d PD A 1
C50A C 0.5210(3) 0.18511(16) 0.37537(12) 0.0517(11) Uiso 0.683(5) 1 d P A 1
H50A H 0.4756 0.2177 0.3582 0.078 Uiso 0.683(5) 1 calc PR A 1
H50B H 0.4715 0.1604 0.3925 0.078 Uiso 0.683(5) 1 calc PR A 1
H50C H 0.5533 0.1605 0.3517 0.078 Uiso 0.683(5) 1 calc PR A 1
C51A C 0.6920(3) 0.16180(18) 0.43965(17) 0.0591(11) Uiso 0.683(5) 1 d P A 1
H51A H 0.7362 0.1421 0.4171 0.089 Uiso 0.683(5) 1 calc PR A 1
H51B H 0.6406 0.1326 0.4514 0.089 Uiso 0.683(5) 1 calc PR A 1
H51C H 0.7449 0.1781 0.4675 0.089 Uiso 0.683(5) 1 calc PR A 1
C52A C 0.5639(3) 0.24656(16) 0.45029(14) 0.0640(12) Uiso 0.683(5) 1 d P A 1
H52A H 0.6220 0.2700 0.4716 0.096 Uiso 0.683(5) 1 calc PR A 1
H52B H 0.5274 0.2184 0.4701 0.096 Uiso 0.683(5) 1 calc PR A 1
H52C H 0.5056 0.2735 0.4329 0.096 Uiso 0.683(5) 1 calc PR A 1
C49B C 0.628(9) 0.215(5) 0.420(3) 0.046(4) Uani 0.317(5) 1 d PD A 2
C50B C 0.5097(7) 0.2198(4) 0.4011(3) 0.067(3) Uiso 0.317(5) 1 d P A 2
H50D H 0.4799 0.2577 0.4116 0.100 Uiso 0.317(5) 1 calc PR A 2
H50E H 0.4686 0.1864 0.4135 0.100 Uiso 0.317(5) 1 calc PR A 2
H50F H 0.4984 0.2183 0.3654 0.100 Uiso 0.317(5) 1 calc PR A 2
C51B C 0.6699(6) 0.1494(3) 0.4193(3) 0.0385(19) Uiso 0.317(5) 1 d P A 2
H51D H 0.6439 0.1272 0.4460 0.058 Uiso 0.317(5) 1 calc PR A 2
H51E H 0.7542 0.1486 0.4236 0.058 Uiso 0.317(5) 1 calc PR A 2
H51F H 0.6382 0.1308 0.3880 0.058 Uiso 0.317(5) 1 calc PR A 2
C52B C 0.6547(7) 0.2361(3) 0.4742(3) 0.063(3) Uiso 0.317(5) 1 d P A 2
H52D H 0.6297 0.2777 0.4766 0.095 Uiso 0.317(5) 1 calc PR A 2
H52E H 0.7376 0.2333 0.4858 0.095 Uiso 0.317(5) 1 calc PR A 2
H52F H 0.6136 0.2105 0.4943 0.095 Uiso 0.317(5) 1 calc PR A 2
C53 C 1.13890(17) 0.43519(11) 0.37611(8) 0.0508(6) Uani 1 1 d . . .
C54 C 1.1730(2) 0.45700(12) 0.32812(8) 0.0640(7) Uani 1 1 d . . .
H54A H 1.1730 0.4231 0.3057 0.096 Uiso 1 1 calc R . .
H54B H 1.2501 0.4747 0.3346 0.096 Uiso 1 1 calc R . .
H54C H 1.1177 0.4871 0.3133 0.096 Uiso 1 1 calc R . .
C55 C 1.2272(2) 0.38945(13) 0.39952(10) 0.0776(8) Uani 1 1 d . . .
H55A H 1.2055 0.3750 0.4301 0.116 Uiso 1 1 calc R . .
H55B H 1.3033 0.4082 0.4063 0.116 Uiso 1 1 calc R . .
H55C H 1.2296 0.3557 0.3771 0.116 Uiso 1 1 calc R . .
C56 C 1.1402(2) 0.48729(13) 0.41110(9) 0.0743(8) Uani 1 1 d . . .
H56A H 1.0884 0.5187 0.3959 0.111 Uiso 1 1 calc R . .
H56B H 1.2185 0.5032 0.4189 0.111 Uiso 1 1 calc R . .
H56C H 1.1146 0.4737 0.4412 0.111 Uiso 1 1 calc R . .
N1 N 0.41034(13) 0.63734(7) 0.13070(5) 0.0355(4) Uani 1 1 d . . .
N2 N 0.34584(13) 0.64043(7) 0.04297(6) 0.0357(4) Uani 1 1 d . . .
N3 N 0.50390(12) 0.57843(7) 0.08057(5) 0.0339(4) Uani 1 1 d . . .
N4 N 0.25470(13) 0.59116(7) 0.19036(5) 0.0354(4) Uani 1 1 d . . .
N5 N 0.12921(13) 0.48696(7) 0.15559(6) 0.0372(4) Uani 1 1 d . . .
N6 N 0.05031(13) 0.47644(7) 0.06993(5) 0.0373(4) Uani 1 1 d . . .
N7 N 0.21474(13) 0.42080(7) 0.10816(6) 0.0386(4) Uani 1 1 d . . .
N8 N 0.45202(13) 0.45062(7) 0.09301(6) 0.0371(4) Uani 1 1 d . . .
N9 N 0.66350(13) 0.24421(8) 0.30463(6) 0.0433(4) Uani 1 1 d . . .
N10 N 0.70324(14) 0.25223(7) 0.39299(6) 0.0434(4) Uani 1 1 d D . .
N11 N 0.58319(15) 0.32218(8) 0.34217(7) 0.0507(5) Uani 1 1 d . . .
N12 N 0.83806(13) 0.27982(7) 0.25202(6) 0.0383(4) Uani 1 1 d . . .
N13 N 0.96100(13) 0.38522(7) 0.28415(6) 0.0379(4) Uani 1 1 d . . .
N14 N 1.02463(13) 0.40481(8) 0.37043(6) 0.0424(4) Uani 1 1 d . . .
N15 N 0.88747(14) 0.46751(7) 0.31927(6) 0.0418(4) Uani 1 1 d . . .
N16 N 0.64758(15) 0.44649(8) 0.32450(6) 0.0453(4) Uani 1 1 d . . .
O1 O 0.58469(11) 0.59648(6) 0.15929(5) 0.0401(3) Uani 1 1 d . . .
O2 O 0.25610(12) 0.41775(7) 0.19081(5) 0.0522(4) Uani 1 1 d . . .
O3 O 0.51924(12) 0.30017(7) 0.26249(6) 0.0605(4) Uani 1 1 d . . .
O4 O 0.86287(11) 0.45741(6) 0.23684(5) 0.0446(4) Uani 1 1 d . . .
O5 O 0.82059(13) 0.56656(7) 0.18569(6) 0.0590(4) Uani 1 1 d D . .
H5A H 0.7477(12) 0.5719(12) 0.1792(10) 0.089 Uiso 1 1 d D . .
H5B H 0.829(2) 0.5334(8) 0.2022(9) 0.089 Uiso 1 1 d D . .
O6 O 0.2818(3) 0.3162(3) 0.2373(4) 0.0514(18) Uiso 0.412(9) 1 d P A .
O7 O 0.2869(4) 0.2983(3) 0.2139(3) 0.049(2) Uiso 0.309(9) 1 d P A .
O8 O 0.2790(4) 0.3309(3) 0.2623(3) 0.041(2) Uiso 0.279(8) 1 d P A .
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
_geom_angle_publ_flag
O1 C1 N1 121.61(17) . . ?
O1 C1 N3 121.31(17) . . ?
N1 C1 N3 117.03(16) . . ?
N2 C2 N1 112.94(15) . . ?
N2 C2 H2A 109.0 . . ?
N1 C2 H2A 109.0 . . ?
N2 C2 H2B 109.0 . . ?
N1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
N2 C3 N3 112.89(15) . . ?
N2 C3 H3A 109.0 . . ?
N3 C3 H3A 109.0 . . ?
N2 C3 H3B 109.0 . . ?
N3 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
N1 C4 C5 114.30(16) . . ?
N1 C4 H4A 108.7 . . ?
C5 C4 H4A 108.7 . . ?
N1 C4 H4B 108.7 . . ?
C5 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
N4 C5 C6 122.85(19) . . ?
N4 C5 C4 117.88(17) . . ?
C6 C5 C4 119.26(18) . . ?
C5 C6 C7 118.8(2) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C8 C7 C6 119.1(2) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C7 C8 C9 118.7(2) . . ?
C7 C8 H8 120.7 . . ?
C9 C8 H8 120.7 . . ?
N4 C9 C8 122.92(19) . . ?
N4 C9 C10 118.02(17) . . ?
C8 C9 C10 119.03(19) . . ?
N5 C10 C9 114.14(17) . . ?
N5 C10 H10A 108.7 . . ?
C9 C10 H10A 108.7 . . ?
N5 C10 H10B 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
O2 C11 N5 121.58(19) . . ?
O2 C11 N7 121.18(19) . . ?
N5 C11 N7 117.20(17) . . ?
N6 C12 N5 112.84(16) . . ?
N6 C12 H12A 109.0 . . ?
N5 C12 H12A 109.0 . . ?
N6 C12 H12B 109.0 . . ?
N5 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
N6 C13 N7 112.28(16) . . ?
N6 C13 H13A 109.1 . . ?
N7 C13 H13A 109.1 . . ?
N6 C13 H13B 109.1 . . ?
N7 C13 H13B 109.1 . . ?
H13A C13 H13B 107.9 . . ?
N7 C14 C15 114.13(16) . . ?
N7 C14 H14A 108.7 . . ?
C15 C14 H14A 108.7 . . ?
N7 C14 H14B 108.7 . . ?
C15 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
N8 C15 C16 123.02(18) . . ?
N8 C15 C14 115.94(18) . . ?
C16 C15 C14 121.04(19) . . ?
C17 C16 C15 119.28(19) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C18 118.38(19) . . ?
C16 C17 H17 120.8 . . ?
C18 C17 H17 120.8 . . ?
C17 C18 C19 119.48(18) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
N8 C19 C18 122.52(18) . . ?
N8 C19 C20 116.58(16) . . ?
C18 C19 C20 120.89(17) . . ?
N3 C20 C19 113.74(15) . . ?
N3 C20 H20A 108.8 . . ?
C19 C20 H20A 108.8 . . ?
N3 C20 H20B 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
N2 C21 C24 109.36(17) . . ?
N2 C21 C23 106.89(16) . . ?
C24 C21 C23 108.68(19) . . ?
N2 C21 C22 114.00(16) . . ?
C24 C21 C22 108.98(18) . . ?
C23 C21 C22 108.81(18) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N6 C25 C28 108.83(15) . . ?
N6 C25 C27 106.66(16) . . ?
C28 C25 C27 107.67(17) . . ?
N6 C25 C26 114.56(15) . . ?
C28 C25 C26 110.61(18) . . ?
C27 C25 C26 108.23(16) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O3 C29 N11 121.8(2) . . ?
O3 C29 N9 121.7(2) . . ?
N11 C29 N9 116.5(2) . . ?
N10 C30 N9 112.80(16) . . ?
N10 C30 H30A 109.0 . . ?
N9 C30 H30A 109.0 . . ?
N10 C30 H30B 109.0 . . ?
N9 C30 H30B 109.0 . . ?
H30A C30 H30B 107.8 . . ?
N10 C31 N11 112.64(18) . . ?
N10 C31 H31A 109.1 . . ?
N11 C31 H31A 109.1 . . ?
N10 C31 H31B 109.1 . . ?
N11 C31 H31B 109.1 . . ?
H31A C31 H31B 107.8 . . ?
N9 C32 C33 115.48(17) . . ?
N9 C32 H32A 108.4 . . ?
C33 C32 H32A 108.4 . . ?
N9 C32 H32B 108.4 . . ?
C33 C32 H32B 108.4 . . ?
H32A C32 H32B 107.5 . . ?
N12 C33 C34 122.49(19) . . ?
N12 C33 C32 118.46(18) . . ?
C34 C33 C32 119.04(19) . . ?
C35 C34 C33 119.3(2) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.3 . . ?
C34 C35 C36 118.9(2) . . ?
C34 C35 H35 120.6 . . ?
C36 C35 H35 120.6 . . ?
C35 C36 C37 119.1(2) . . ?
C35 C36 H36 120.5 . . ?
C37 C36 H36 120.5 . . ?
N12 C37 C36 122.28(19) . . ?
N12 C37 C38 119.29(17) . . ?
C36 C37 C38 118.42(18) . . ?
N13 C38 C37 115.79(16) . . ?
N13 C38 H38A 108.3 . . ?
C37 C38 H38A 108.3 . . ?
N13 C38 H38B 108.3 . . ?
C37 C38 H38B 108.3 . . ?
H38A C38 H38B 107.4 . . ?
O4 C39 N13 122.28(18) . . ?
O4 C39 N15 121.23(18) . . ?
N13 C39 N15 116.43(17) . . ?
N14 C40 N13 113.57(16) . . ?
N14 C40 H40A 108.9 . . ?
N13 C40 H40A 108.9 . . ?
N14 C40 H40B 108.9 . . ?
N13 C40 H40B 108.9 . . ?
H40A C40 H40B 107.7 . . ?
N14 C41 N15 112.44(17) . . ?
N14 C41 H41A 109.1 . . ?
N15 C41 H41A 109.1 . . ?
N14 C41 H41B 109.1 . . ?
N15 C41 H41B 109.1 . . ?
H41A C41 H41B 107.8 . . ?
N15 C42 C43 114.22(16) . . ?
N15 C42 H42A 108.7 . . ?
C43 C42 H42A 108.7 . . ?
N15 C42 H42B 108.7 . . ?
C43 C42 H42B 108.7 . . ?
H42A C42 H42B 107.6 . . ?
N16 C43 C44 122.2(2) . . ?
N16 C43 C42 116.25(18) . . ?
C44 C43 C42 121.51(19) . . ?
C45 C44 C43 119.7(2) . . ?
C45 C44 H44 120.1 . . ?
C43 C44 H44 120.1 . . ?
C46 C45 C44 118.4(2) . . ?
C46 C45 H45 120.8 . . ?
C44 C45 H45 120.8 . . ?
C45 C46 C47 119.3(2) . . ?
C45 C46 H46 120.4 . . ?
C47 C46 H46 120.4 . . ?
N16 C47 C46 123.0(2) . . ?
N16 C47 C48 116.35(19) . . ?
C46 C47 C48 120.6(2) . . ?
N11 C48 C47 114.41(17) . . ?
N11 C48 H48A 108.7 . . ?
C47 C48 H48A 108.7 . . ?
N11 C48 H48B 108.7 . . ?
C47 C48 H48B 108.7 . . ?
H48A C48 H48B 107.6 . . ?
N10 C49A C51A 107(3) . . ?
N10 C49A C52A 109(3) . . ?
C51A C49A C52A 109(2) . . ?
N10 C49A C50A 116(2) . . ?
C51A C49A C50A 109(3) . . ?
C52A C49A C50A 106(3) . . ?
C49A C50A H50A 109.5 . . ?
C49A C50A H50B 109.5 . . ?
H50A C50A H50B 109.5 . . ?
C49A C50A H50C 109.5 . . ?
H50A C50A H50C 109.5 . . ?
H50B C50A H50C 109.5 . . ?
C49A C51A H51A 109.5 . . ?
C49A C51A H51B 109.5 . . ?
H51A C51A H51B 109.5 . . ?
C49A C51A H51C 109.5 . . ?
H51A C51A H51C 109.5 . . ?
H51B C51A H51C 109.5 . . ?
C49A C52A H52A 109.5 . . ?
C49A C52A H52B 109.5 . . ?
H52A C52A H52B 109.5 . . ?
C49A C52A H52C 109.5 . . ?
H52A C52A H52C 109.5 . . ?
H52B C52A H52C 109.5 . . ?
C50B C49B N10 114(7) . . ?
C50B C49B C51B 111(5) . . ?
N10 C49B C51B 108(7) . . ?
C50B C49B C52B 111(7) . . ?
N10 C49B C52B 106(5) . . ?
C51B C49B C52B 106(6) . . ?
C49B C50B H50D 109.5 . . ?
C49B C50B H50E 109.5 . . ?
H50D C50B H50E 109.5 . . ?
C49B C50B H50F 109.5 . . ?
H50D C50B H50F 109.5 . . ?
H50E C50B H50F 109.5 . . ?
C49B C51B H51D 109.5 . . ?
C49B C51B H51E 109.5 . . ?
H51D C51B H51E 109.5 . . ?
C49B C51B H51F 109.5 . . ?
H51D C51B H51F 109.5 . . ?
H51E C51B H51F 109.5 . . ?
C49B C52B H52D 109.5 . . ?
C49B C52B H52E 109.5 . . ?
H52D C52B H52E 109.5 . . ?
C49B C52B H52F 109.5 . . ?
H52D C52B H52F 109.5 . . ?
H52E C52B H52F 109.5 . . ?
N14 C53 C56 109.46(18) . . ?
N14 C53 C55 106.31(18) . . ?
C56 C53 C55 107.88(19) . . ?
N14 C53 C54 114.32(17) . . ?
C56 C53 C54 109.6(2) . . ?
C55 C53 C54 109.1(2) . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C53 C55 H55A 109.5 . . ?
C53 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C53 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C53 C56 H56A 109.5 . . ?
C53 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C53 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C1 N1 C4 120.13(15) . . ?
C1 N1 C2 122.44(16) . . ?
C4 N1 C2 117.40(15) . . ?
C3 N2 C2 107.50(15) . . ?
C3 N2 C21 119.86(15) . . ?
C2 N2 C21 116.42(15) . . ?
C1 N3 C20 117.45(15) . . ?
C1 N3 C3 119.99(15) . . ?
C20 N3 C3 118.60(15) . . ?
C5 N4 C9 117.66(16) . . ?
C11 N5 C10 119.76(16) . . ?
C11 N5 C12 123.22(17) . . ?
C10 N5 C12 116.94(16) . . ?
C13 N6 C12 107.47(15) . . ?
C13 N6 C25 118.66(16) . . ?
C12 N6 C25 116.69(15) . . ?
C11 N7 C13 118.84(17) . . ?
C11 N7 C14 118.45(17) . . ?
C13 N7 C14 119.91(17) . . ?
C19 N8 C15 117.27(16) . . ?
C29 N9 C32 119.79(18) . . ?
C29 N9 C30 123.13(19) . . ?
C32 N9 C30 116.59(17) . . ?
C31 N10 C30 106.88(17) . . ?
C31 N10 C49A 119(2) . . ?
C30 N10 C49A 115.4(19) . . ?
C31 N10 C49B 118(5) . . ?
C30 N10 C49B 122(4) . . ?
C29 N11 C31 119.62(18) . . ?
C29 N11 C48 118.85(19) . . ?
C31 N11 C48 120.2(2) . . ?
C37 N12 C33 117.94(17) . . ?
C39 N13 C38 119.83(16) . . ?
C39 N13 C40 122.56(17) . . ?
C38 N13 C40 117.59(16) . . ?
C40 N14 C41 107.36(15) . . ?
C40 N14 C53 115.80(17) . . ?
C41 N14 C53 119.51(17) . . ?
C39 N15 C42 117.45(16) . . ?
C39 N15 C41 120.68(17) . . ?
C42 N15 C41 117.69(17) . . ?
C47 N16 C43 117.31(18) . . ?
C11 O2 O6 142.1(2) . . ?
C11 O2 O8 151.73(17) . . ?
C11 O2 O7 129.6(2) . . ?
C29 O3 O6 135.3(3) . . ?
C29 O3 O7 146.46(19) . . ?
C29 O3 O8 121.9(2) . . ?
H5A O5 H5B 105(3) . . ?
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
C1 O1 1.243(2) . ?
C1 N1 1.357(2) . ?
C1 N3 1.363(2) . ?
C2 N2 1.437(2) . ?
C2 N1 1.477(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.430(2) . ?
C3 N3 1.471(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N1 1.446(2) . ?
C4 C5 1.517(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N4 1.340(2) . ?
C5 C6 1.373(3) . ?
C6 C7 1.384(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.373(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(3) . ?
C8 H8 0.9500 . ?
C9 N4 1.342(2) . ?
C9 C10 1.505(3) . ?
C10 N5 1.446(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 O2 1.238(2) . ?
C11 N5 1.351(2) . ?
C11 N7 1.362(3) . ?
C12 N6 1.441(2) . ?
C12 N5 1.462(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 N6 1.433(2) . ?
C13 N7 1.456(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 N7 1.460(2) . ?
C14 C15 1.513(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N8 1.344(2) . ?
C15 C16 1.381(3) . ?
C16 C17 1.374(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.378(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.385(3) . ?
C18 H18 0.9500 . ?
C19 N8 1.344(2) . ?
C19 C20 1.518(3) . ?
C20 N3 1.457(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 N2 1.501(2) . ?
C21 C24 1.513(3) . ?
C21 C23 1.517(3) . ?
C21 C22 1.532(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 N6 1.494(2) . ?
C25 C28 1.512(3) . ?
C25 C27 1.522(3) . ?
C25 C26 1.533(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 O3 1.243(2) . ?
C29 N11 1.355(3) . ?
C29 N9 1.362(3) . ?
C30 N10 1.441(3) . ?
C30 N9 1.471(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 N10 1.437(3) . ?
C31 N11 1.454(3) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 N9 1.433(3) . ?
C32 C33 1.507(3) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 N12 1.342(2) . ?
C33 C34 1.374(3) . ?
C34 C35 1.367(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.375(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.381(3) . ?
C36 H36 0.9500 . ?
C37 N12 1.338(2) . ?
C37 C38 1.503(3) . ?
C38 N13 1.444(2) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 O4 1.238(2) . ?
C39 N13 1.358(2) . ?
C39 N15 1.365(2) . ?
C40 N14 1.438(3) . ?
C40 N13 1.465(2) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 N14 1.440(2) . ?
C41 N15 1.469(3) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 N15 1.457(2) . ?
C42 C43 1.505(3) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 N16 1.344(3) . ?
C43 C44 1.384(3) . ?
C44 C45 1.372(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.369(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.382(3) . ?
C46 H46 0.9500 . ?
C47 N16 1.340(3) . ?
C47 C48 1.521(3) . ?
C48 N11 1.455(3) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C49A N10 1.494(5) . ?
C49A C51A 1.51(6) . ?
C49A C52A 1.52(5) . ?
C49A C50A 1.57(4) . ?
C50A H50A 0.9800 . ?
C50A H50B 0.9800 . ?
C50A H50C 0.9800 . ?
C51A H51A 0.9800 . ?
C51A H51B 0.9800 . ?
C51A H51C 0.9800 . ?
C52A H52A 0.9800 . ?
C52A H52B 0.9800 . ?
C52A H52C 0.9800 . ?
C49B C50B 1.41(11) . ?
C49B N10 1.494(7) . ?
C49B C51B 1.56(13) . ?
C49B C52B 1.56(10) . ?
C50B H50D 0.9800 . ?
C50B H50E 0.9800 . ?
C50B H50F 0.9800 . ?
C51B H51D 0.9800 . ?
C51B H51E 0.9800 . ?
C51B H51F 0.9800 . ?
C52B H52D 0.9800 . ?
C52B H52E 0.9800 . ?
C52B H52F 0.9800 . ?
C53 N14 1.493(3) . ?
C53 C56 1.514(3) . ?
C53 C55 1.527(3) . ?
C53 C54 1.530(3) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
O5 H5A 0.857(13) . ?
O5 H5B 0.868(14) . ?
O6 O8 0.771(7) . ?
O6 O7 0.773(7) . ?
O7 O8 1.542(10) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5A O1 0.857(13) 1.988(14) 2.8366(19) 171(3) .
O5 H5B O4 0.868(14) 1.960(14) 2.826(2) 174(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
N1 C4 C5 N4 36.9(2) . . . . ?
N1 C4 C5 C6 -144.21(19) . . . . ?
N4 C5 C6 C7 0.6(3) . . . . ?
C4 C5 C6 C7 -178.3(2) . . . . ?
C5 C6 C7 C8 -0.7(4) . . . . ?
C6 C7 C8 C9 0.5(4) . . . . ?
C7 C8 C9 N4 -0.1(3) . . . . ?
C7 C8 C9 C10 178.0(2) . . . . ?
N4 C9 C10 N5 -36.9(2) . . . . ?
C8 C9 C10 N5 145.03(19) . . . . ?
N7 C14 C15 N8 -58.0(2) . . . . ?
N7 C14 C15 C16 122.2(2) . . . . ?
N8 C15 C16 C17 -1.1(3) . . . . ?
C14 C15 C16 C17 178.70(19) . . . . ?
C15 C16 C17 C18 1.1(3) . . . . ?
C16 C17 C18 C19 0.2(3) . . . . ?
C17 C18 C19 N8 -1.6(3) . . . . ?
C17 C18 C19 C20 177.46(18) . . . . ?
N8 C19 C20 N3 55.3(2) . . . . ?
C18 C19 C20 N3 -123.85(19) . . . . ?
N9 C32 C33 N12 -26.1(3) . . . . ?
N9 C32 C33 C34 154.88(19) . . . . ?
N12 C33 C34 C35 0.2(3) . . . . ?
C32 C33 C34 C35 179.2(2) . . . . ?
C33 C34 C35 C36 -0.3(4) . . . . ?
C34 C35 C36 C37 -0.4(4) . . . . ?
C35 C36 C37 N12 1.3(3) . . . . ?
C35 C36 C37 C38 -177.9(2) . . . . ?
N12 C37 C38 N13 23.3(3) . . . . ?
C36 C37 C38 N13 -157.51(18) . . . . ?
N15 C42 C43 N16 48.2(3) . . . . ?
N15 C42 C43 C44 -131.8(2) . . . . ?
N16 C43 C44 C45 0.0(3) . . . . ?
C42 C43 C44 C45 -179.91(19) . . . . ?
C43 C44 C45 C46 -0.7(3) . . . . ?
C44 C45 C46 C47 0.5(3) . . . . ?
C45 C46 C47 N16 0.3(3) . . . . ?
C45 C46 C47 C48 179.3(2) . . . . ?
N16 C47 C48 N11 -52.8(3) . . . . ?
C46 C47 C48 N11 128.1(2) . . . . ?
O1 C1 N1 C4 -3.8(3) . . . . ?
N3 C1 N1 C4 178.78(16) . . . . ?
O1 C1 N1 C2 178.38(17) . . . . ?
N3 C1 N1 C2 0.9(3) . . . . ?
C5 C4 N1 C1 -122.76(19) . . . . ?
C5 C4 N1 C2 55.2(2) . . . . ?
N2 C2 N1 C1 -25.1(2) . . . . ?
N2 C2 N1 C4 156.97(16) . . . . ?
N3 C3 N2 C2 -57.8(2) . . . . ?
N3 C3 N2 C21 78.1(2) . . . . ?
N1 C2 N2 C3 51.9(2) . . . . ?
N1 C2 N2 C21 -85.8(2) . . . . ?
C24 C21 N2 C3 36.1(2) . . . . ?
C23 C21 N2 C3 153.61(17) . . . . ?
C22 C21 N2 C3 -86.1(2) . . . . ?
C24 C21 N2 C2 168.39(17) . . . . ?
C23 C21 N2 C2 -74.1(2) . . . . ?
C22 C21 N2 C2 46.1(2) . . . . ?
O1 C1 N3 C20 18.8(2) . . . . ?
N1 C1 N3 C20 -163.73(15) . . . . ?
O1 C1 N3 C3 176.13(16) . . . . ?
N1 C1 N3 C3 -6.4(2) . . . . ?
C19 C20 N3 C1 65.2(2) . . . . ?
C19 C20 N3 C3 -92.4(2) . . . . ?
N2 C3 N3 C1 36.5(2) . . . . ?
N2 C3 N3 C20 -166.45(16) . . . . ?
C6 C5 N4 C9 -0.2(3) . . . . ?
C4 C5 N4 C9 178.71(16) . . . . ?
C8 C9 N4 C5 -0.1(3) . . . . ?
C10 C9 N4 C5 -178.13(17) . . . . ?
O2 C11 N5 C10 5.6(3) . . . . ?
N7 C11 N5 C10 -176.93(16) . . . . ?
O2 C11 N5 C12 -177.84(17) . . . . ?
N7 C11 N5 C12 -0.4(3) . . . . ?
C9 C10 N5 C11 112.7(2) . . . . ?
C9 C10 N5 C12 -64.1(2) . . . . ?
N6 C12 N5 C11 21.5(3) . . . . ?
N6 C12 N5 C10 -161.80(16) . . . . ?
N7 C13 N6 C12 59.9(2) . . . . ?
N7 C13 N6 C25 -75.2(2) . . . . ?
N5 C12 N6 C13 -49.6(2) . . . . ?
N5 C12 N6 C25 86.5(2) . . . . ?
C28 C25 N6 C13 -45.1(2) . . . . ?
C27 C25 N6 C13 -160.99(16) . . . . ?
C26 C25 N6 C13 79.3(2) . . . . ?
C28 C25 N6 C12 -176.21(17) . . . . ?
C27 C25 N6 C12 67.9(2) . . . . ?
C26 C25 N6 C12 -51.8(2) . . . . ?
O2 C11 N7 C13 -172.33(17) . . . . ?
N5 C11 N7 C13 10.2(2) . . . . ?
O2 C11 N7 C14 -11.3(3) . . . . ?
N5 C11 N7 C14 171.20(16) . . . . ?
N6 C13 N7 C11 -41.6(2) . . . . ?
N6 C13 N7 C14 157.68(16) . . . . ?
C15 C14 N7 C11 -65.6(2) . . . . ?
C15 C14 N7 C13 95.2(2) . . . . ?
C18 C19 N8 C15 1.7(3) . . . . ?
C20 C19 N8 C15 -177.47(16) . . . . ?
C16 C15 N8 C19 -0.3(3) . . . . ?
C14 C15 N8 C19 179.91(17) . . . . ?
O3 C29 N9 C32 9.2(3) . . . . ?
N11 C29 N9 C32 -173.91(18) . . . . ?
O3 C29 N9 C30 -179.16(18) . . . . ?
N11 C29 N9 C30 -2.3(3) . . . . ?
C33 C32 N9 C29 104.9(2) . . . . ?
C33 C32 N9 C30 -67.3(2) . . . . ?
N10 C30 N9 C29 23.6(3) . . . . ?
N10 C30 N9 C32 -164.55(17) . . . . ?
N11 C31 N10 C30 59.8(2) . . . . ?
N11 C31 N10 C49A -73.0(19) . . . . ?
N11 C31 N10 C49B -81(4) . . . . ?
N9 C30 N10 C31 -50.3(2) . . . . ?
C51A C49A N10 C31 -154.6(17) . . . . ?
C52A C49A N10 C30 -165.9(18) . . . . ?
O3 C29 N11 C31 -171.98(18) . . . . ?
N9 C29 N11 C31 11.1(3) . . . . ?
O3 C29 N11 C48 -5.3(3) . . . . ?
N9 C29 N11 C48 177.85(17) . . . . ?
N10 C31 N11 C29 -41.8(3) . . . . ?
N10 C31 N11 C48 151.61(18) . . . . ?
C47 C48 N11 C29 -70.2(3) . . . . ?
C47 C48 N11 C31 96.5(2) . . . . ?
C36 C37 N12 C33 -1.4(3) . . . . ?
C38 C37 N12 C33 177.71(17) . . . . ?
C34 C33 N12 C37 0.7(3) . . . . ?
C32 C33 N12 C37 -178.31(17) . . . . ?
O4 C39 N13 C38 2.7(3) . . . . ?
N15 C39 N13 C38 -174.49(16) . . . . ?
O4 C39 N13 C40 -178.76(17) . . . . ?
N15 C39 N13 C40 4.0(3) . . . . ?
C37 C38 N13 C39 -115.56(19) . . . . ?
C37 C38 N13 C40 65.9(2) . . . . ?
N14 C40 N13 C39 -27.1(3) . . . . ?
N14 C40 N13 C38 151.48(17) . . . . ?
N13 C40 N14 C41 51.9(2) . . . . ?
N13 C40 N14 C53 -84.5(2) . . . . ?
N15 C41 N14 C40 -56.8(2) . . . . ?
N15 C41 N14 C53 77.7(2) . . . . ?
C56 C53 N14 C40 170.60(18) . . . . ?
C55 C53 N14 C40 -73.1(2) . . . . ?
C54 C53 N14 C40 47.2(3) . . . . ?
C56 C53 N14 C41 39.7(2) . . . . ?
C55 C53 N14 C41 155.99(19) . . . . ?
C54 C53 N14 C41 -83.6(2) . . . . ?
O4 C39 N15 C42 17.0(3) . . . . ?
N13 C39 N15 C42 -165.71(16) . . . . ?
O4 C39 N15 C41 173.55(17) . . . . ?
N13 C39 N15 C41 -9.2(3) . . . . ?
C43 C42 N15 C39 64.5(2) . . . . ?
C43 C42 N15 C41 -92.7(2) . . . . ?
N14 C41 N15 C39 37.4(3) . . . . ?
N14 C41 N15 C42 -166.18(16) . . . . ?
C46 C47 N16 C43 -0.9(3) . . . . ?
C48 C47 N16 C43 -179.95(18) . . . . ?
C44 C43 N16 C47 0.7(3) . . . . ?
C42 C43 N16 C47 -179.31(18) . . . . ?
