#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/92/2229272.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2229272
loop_
_publ_author_name
'Chen, Li-Ting'
'Lu, Yan-Ling'
'Chen, Hong'
'Zhou, Jing'
_publ_section_title
;
 2-(1-Ethyl-5-methoxy-1H-indol-3-yl)-N-(4-methoxyphenyl)-2-oxoacetamide
;
_journal_coeditor_code           XU5111
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o358
_journal_paper_doi               10.1107/S1600536810054668
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C20 H20 N2 O4'
_chemical_formula_moiety         'C20 H20 N2 O4'
_chemical_formula_sum            'C20 H20 N2 O4'
_chemical_formula_weight         352.38
_chemical_name_systematic
;
2-(1-Ethyl-5-methoxy-1H-indol-3-yl)-N-(4-methoxyphenyl)-
2-oxoacetamide
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 105.40(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.3622(17)
_cell_length_b                   35.073(7)
_cell_length_c                   12.280(3)
_cell_measurement_reflns_used    7641
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.898
_cell_measurement_theta_min      1.720
_cell_volume                     3472.3(14)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2005)'
_computing_data_collection       'CrystalClear (Rigaku/MSC, 2005)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku Saturn CCD area-detector'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0747
_diffrn_reflns_av_sigmaI/netI    0.0693
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            33298
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.72
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.289
_refine_ls_extinction_coef       0.0172(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXTL (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     966
_refine_ls_number_reflns         7700
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0781
_refine_ls_R_factor_gt           0.0615
_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)+(0.0684P)²+0.2586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1342
_refine_ls_wR_factor_ref         0.1444
_reflns_number_gt                6293
_reflns_number_total             7700
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            xu5111.cif
_cod_data_source_block           I
_cod_original_cell_volume        3472.1(14)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2229272
_cod_database_fobs_code          2229272
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.2676(4) 0.35006(9) 0.5466(3) 0.0370(8) Uani d . 1 . .
O O2 0.5650(4) 0.23984(8) 0.3740(2) 0.0275(7) Uani d . 1 . .
O O3 0.5068(4) 0.22202(10) 0.0856(3) 0.0400(8) Uani d . 1 . .
O O4 0.9534(5) 0.07562(9) 0.0456(3) 0.0453(9) Uani d . 1 . .
O O5 -0.3578(4) 0.65181(10) 0.7125(3) 0.0406(8) Uani d . 1 . .
O O6 0.1229(4) 0.68191(9) 0.5252(3) 0.0339(7) Uani d . 1 . .
O O7 0.1701(4) 0.64865(9) 0.2659(3) 0.0342(8) Uani d . 1 . .
O O8 0.8669(4) 0.72400(9) 0.2329(3) 0.0332(8) Uani d . 1 . .
O O9 -0.2589(4) 0.47778(10) 1.1870(3) 0.0446(9) Uani d . 1 . .
O O10 0.2161(4) 0.44383(9) 0.9981(3) 0.0320(7) Uani d . 1 . .
O O11 0.2559(4) 0.47258(9) 0.7329(3) 0.0340(7) Uani d . 1 . .
O O12 0.9539(4) 0.39720(9) 0.7060(3) 0.0335(7) Uani d . 1 . .
O O13 0.8268(4) 0.27449(9) -0.0748(3) 0.0369(8) Uani d . 1 . .
O O14 0.5241(4) 0.38500(8) 0.0956(3) 0.0281(7) Uani d . 1 . .
O O15 0.5974(4) 0.40510(9) 0.3842(3) 0.0379(8) Uani d . 1 . .
O O16 0.1803(4) 0.55424(9) 0.4334(3) 0.0361(8) Uani d . 1 . .
N N1 0.2514(4) 0.31999(9) 0.1045(3) 0.0247(8) Uani d . 1 . .
N N2 0.6751(4) 0.19332(10) 0.2390(3) 0.0249(8) Uani d D 1 . .
H H2 0.701(6) 0.1933(14) 0.313(2) 0.034(13) Uiso d D 1 . .
N N3 -0.2643(4) 0.60163(10) 0.3095(3) 0.0301(8) Uani d . 1 . .
N N4 0.3120(4) 0.69362(11) 0.3896(3) 0.0270(8) Uani d . 1 . .
H H4C 0.317(6) 0.7072(16) 0.447(4) 0.043(15) Uiso d . 1 . .
N N5 -0.2051(5) 0.51051(10) 0.7612(4) 0.0351(9) Uani d . 1 . .
N N6 0.3964(4) 0.42794(10) 0.8588(3) 0.0245(8) Uani d . 1 . .
H H6 0.404(5) 0.4190(12) 0.934(4) 0.025(12) Uiso d . 1 . .
N N7 0.8389(4) 0.30499(10) 0.3659(3) 0.0270(8) Uani d . 1 . .
N N8 0.4174(5) 0.43227(10) 0.2310(3) 0.0272(8) Uani d D 1 . .
H H8 0.373(9) 0.429(2) 0.155(3) 0.11(3) Uiso d D 1 . .
C C1 0.2142(7) 0.32665(16) -0.1015(4) 0.0455(13) Uani d . 1 . .
H H1A 0.3345 0.3287 -0.0897 0.068 Uiso calc R 1 . .
H H1B 0.1577 0.3421 -0.1670 0.068 Uiso calc R 1 . .
H H1C 0.1803 0.2999 -0.1150 0.068 Uiso calc R 1 . .
C C2 0.1684(5) 0.34089(13) 0.0018(4) 0.0294(10) Uani d . 1 . .
H H2A 0.1977 0.3682 0.0127 0.035 Uiso calc R 1 . .
H H2B 0.0468 0.3387 -0.0106 0.035 Uiso calc R 1 . .
C C3 0.2391(5) 0.33069(12) 0.2125(4) 0.0245(9) Uani d . 1 . .
C C4 0.1517(5) 0.36062(12) 0.2425(4) 0.0282(9) Uani d . 1 . .
H H4 0.0858 0.3772 0.1873 0.034 Uiso calc R 1 . .
C C5 0.1647(5) 0.36529(12) 0.3559(4) 0.0298(10) Uani d . 1 . .
H H5 0.1055 0.3853 0.3801 0.036 Uiso calc R 1 . .
C C6 0.2640(6) 0.34086(12) 0.4358(4) 0.0294(10) Uani d . 1 . .
C C7 0.3483(5) 0.31046(12) 0.4064(4) 0.0262(9) Uani d . 1 . .
H H7 0.4125 0.2937 0.4619 0.031 Uiso calc R 1 . .
C C8 0.3356(5) 0.30525(11) 0.2915(4) 0.0243(9) Uani d . 1 . .
C C9 0.4047(5) 0.27787(11) 0.2280(4) 0.0241(9) Uani d . 1 . .
C C10 0.3485(5) 0.28893(11) 0.1149(4) 0.0254(9) Uani d . 1 . .
H H10 0.3752 0.2762 0.0536 0.030 Uiso calc R 1 . .
C C11 0.3848(6) 0.33059(14) 0.6342(4) 0.0401(12) Uani d . 1 . .
H H11A 0.3613 0.3032 0.6286 0.060 Uiso calc R 1 . .
H H11B 0.3769 0.3400 0.7077 0.060 Uiso calc R 1 . .
H H11C 0.4969 0.3352 0.6265 0.060 Uiso calc R 1 . .
C C12 0.5130(5) 0.24686(11) 0.2714(4) 0.0246(9) Uani d . 1 . .
C C13 0.5644(5) 0.21948(12) 0.1875(4) 0.0266(9) Uani d . 1 . .
C C14 0.7403(5) 0.16398(12) 0.1846(4) 0.0252(9) Uani d . 1 . .
C C15 0.7809(6) 0.12927(13) 0.2390(4) 0.0363(11) Uani d . 1 . .
H H15 0.7608 0.1253 0.3107 0.044 Uiso calc R 1 . .
C C16 0.8500(6) 0.10045(13) 0.1902(4) 0.0407(12) Uani d . 1 . .
H H16 0.8753 0.0767 0.2279 0.049 Uiso calc R 1 . .
C C17 0.8826(6) 0.10587(12) 0.0873(4) 0.0330(10) Uani d . 1 . .
C C18 0.8397(5) 0.14005(12) 0.0294(4) 0.0279(9) Uani d . 1 . .
H H18 0.8591 0.1437 -0.0427 0.033 Uiso calc R 1 . .
C C19 0.7680(5) 0.16885(11) 0.0785(4) 0.0249(9) Uani d . 1 . .
H H19 0.7374 0.1922 0.0391 0.030 Uiso calc R 1 . .
C C20 1.0287(7) 0.08369(14) -0.0422(4) 0.0406(11) Uani d . 1 . .
H H20A 0.9444 0.0929 -0.1087 0.061 Uiso calc R 1 . .
H H20B 1.0800 0.0605 -0.0618 0.061 Uiso calc R 1 . .
H H20C 1.1138 0.1033 -0.0170 0.061 Uiso calc R 1 . .
C C21 -0.5032(6) 0.59621(15) 0.1414(4) 0.0459(13) Uani d . 1 . .
H H21A -0.5730 0.6086 0.1837 0.069 Uiso calc R 1 . .
H H21B -0.5698 0.5778 0.0882 0.069 Uiso calc R 1 . .
H H21C -0.4585 0.6155 0.0997 0.069 Uiso calc R 1 . .
C C22 -0.3609(5) 0.57555(12) 0.2232(4) 0.0339(10) Uani d . 1 . .
H H22A -0.4059 0.5547 0.2606 0.041 Uiso calc R 1 . .
H H22B -0.2874 0.5641 0.1808 0.041 Uiso calc R 1 . .
C C23 -0.3092(5) 0.61298(12) 0.4071(4) 0.0267(10) Uani d . 1 . .
C C24 -0.4523(5) 0.60501(12) 0.4397(4) 0.0326(10) Uani d . 1 . .
H H24 -0.5398 0.5903 0.3933 0.039 Uiso calc R 1 . .
C C25 -0.4622(5) 0.61941(13) 0.5427(4) 0.0338(11) Uani d . 1 . .
H H25 -0.5588 0.6147 0.5674 0.041 Uiso calc R 1 . .
C C26 -0.3320(6) 0.64087(13) 0.6115(4) 0.0323(10) Uani d . 1 . .
C C27 -0.1929(6) 0.64974(13) 0.5770(4) 0.0309(10) Uani d . 1 . .
H H27 -0.1066 0.6648 0.6228 0.037 Uiso calc R 1 . .
C C28 -0.1824(5) 0.63569(12) 0.4714(4) 0.0250(9) Uani d . 1 . .
C C29 -0.0601(5) 0.63950(12) 0.4078(4) 0.0251(9) Uani d . 1 . .
C C30 -0.1187(5) 0.61774(12) 0.3104(4) 0.0278(10) Uani d . 1 . .
H H30 -0.0632 0.6148 0.2527 0.033 Uiso calc R 1 . .
C C31 -0.2295(6) 0.67355(17) 0.7853(4) 0.0458(13) Uani d . 1 . .
H H31A -0.1265 0.6587 0.8044 0.069 Uiso calc R 1 . .
H H31B -0.2611 0.6797 0.8547 0.069 Uiso calc R 1 . .
H H31C -0.2126 0.6972 0.7473 0.069 Uiso calc R 1 . .
C C32 0.0829(5) 0.66360(12) 0.4354(4) 0.0257(9) Uani d . 1 . .
C C33 0.1925(5) 0.66782(12) 0.3528(4) 0.0250(9) Uani d . 1 . .
C C34 0.4458(5) 0.70202(12) 0.3424(4) 0.0243(9) Uani d . 1 . .
C C35 0.5888(5) 0.71758(12) 0.4127(4) 0.0293(10) Uani d . 1 . .
H H35 0.5928 0.7233 0.4890 0.035 Uiso calc R 1 . .
C C36 0.7241(5) 0.72468(13) 0.3730(4) 0.0301(10) Uani d . 1 . .
H H36 0.8213 0.7352 0.4222 0.036 Uiso calc R 1 . .
C C37 0.7214(5) 0.71674(12) 0.2622(4) 0.0276(9) Uani d . 1 . .
C C38 0.5790(5) 0.70241(13) 0.1899(4) 0.0285(10) Uani d . 1 . .
H H38 0.5748 0.6975 0.1131 0.034 Uiso calc R 1 . .
C C39 0.4409(5) 0.69508(13) 0.2303(4) 0.0301(10) Uani d . 1 . .
H H39 0.3425 0.6852 0.1804 0.036 Uiso calc R 1 . .
C C40 0.8756(6) 0.71101(14) 0.1233(4) 0.0344(11) Uani d . 1 . .
H H40A 0.8544 0.6835 0.1169 0.052 Uiso calc R 1 . .
H H40B 0.9862 0.7163 0.1139 0.052 Uiso calc R 1 . .
H H40C 0.7920 0.7244 0.0646 0.052 Uiso calc R 1 . .
C C41 -0.2906(6) 0.51840(16) 0.5528(5) 0.0509(14) Uani d . 1 . .
H H41A -0.1891 0.5322 0.5516 0.076 Uiso calc R 1 . .
H H41B -0.3827 0.5275 0.4910 0.076 Uiso calc R 1 . .
H H41C -0.2742 0.4911 0.5434 0.076 Uiso calc R 1 . .
C C42 -0.3300(7) 0.52523(17) 0.6639(5) 0.0546(15) Uani d . 1 . .
H H42A -0.3421 0.5530 0.6738 0.065 Uiso calc R 1 . .
H H42B -0.4379 0.5132 0.6614 0.065 Uiso calc R 1 . .
C C43 -0.2343(6) 0.50552(13) 0.8674(4) 0.0344(11) Uani d . 1 . .
C C44 -0.3746(6) 0.51447(14) 0.9024(5) 0.0415(13) Uani d . 1 . .
H H44 -0.4667 0.5271 0.8535 0.050 Uiso calc R 1 . .
C C45 -0.3754(6) 0.50445(14) 1.0102(5) 0.0400(12) Uani d . 1 . .
H H45 -0.4694 0.5103 1.0368 0.048 Uiso calc R 1 . .
C C46 -0.2401(6) 0.48580(13) 1.0816(4) 0.0346(11) Uani d . 1 . .
C C47 -0.0983(5) 0.47683(12) 1.0474(4) 0.0298(10) Uani d . 1 . .
H H47 -0.0063 0.4644 1.0969 0.036 Uiso calc R 1 . .
C C48 -0.0974(5) 0.48684(12) 0.9376(4) 0.0293(10) Uani d . 1 . .
C C49 0.0201(5) 0.48122(12) 0.8707(4) 0.0274(9) Uani d . 1 . .
C C50 -0.0529(5) 0.49650(12) 0.7642(4) 0.0321(10) Uani d . 1 . .
H H50 -0.0033 0.4970 0.7030 0.039 Uiso calc R 1 . .
C C51 -0.1286(7) 0.45760(18) 1.2635(5) 0.0499(14) Uani d . 1 . .
H H51A -0.1160 0.4324 1.2323 0.075 Uiso calc R 1 . .
H H51B -0.1553 0.4546 1.3361 0.075 Uiso calc R 1 . .
H H51C -0.0247 0.4719 1.2748 0.075 Uiso calc R 1 . .
C C52 0.1695(5) 0.45955(12) 0.9046(4) 0.0250(9) Uani d . 1 . .
C C53 0.2770(5) 0.45444(12) 0.8207(4) 0.0263(9) Uani d . 1 . .
C C54 0.5322(5) 0.41958(12) 0.8122(4) 0.0252(9) Uani d . 1 . .
C C55 0.6768(5) 0.40588(12) 0.8860(4) 0.0250(9) Uani d . 1 . .
H H55 0.6815 0.4016 0.9632 0.030 Uiso calc R 1 . .
C C56 0.8143(5) 0.39852(12) 0.8462(4) 0.0274(9) Uani d . 1 . .
H H56 0.9136 0.3894 0.8967 0.033 Uiso calc R 1 . .
C C57 0.8079(5) 0.40429(11) 0.7333(4) 0.0242(9) Uani d . 1 . .
C C58 0.6621(5) 0.41653(13) 0.6597(4) 0.0313(10) Uani d . 1 . .
H H58 0.6561 0.4198 0.5819 0.038 Uiso calc R 1 . .
C C59 0.5236(5) 0.42412(13) 0.6989(4) 0.0288(10) Uani d . 1 . .
H H59 0.4232 0.4324 0.6479 0.035 Uiso calc R 1 . .
C C60 0.9638(6) 0.40860(14) 0.5966(4) 0.0335(10) Uani d . 1 . .
H H60A 0.8780 0.3954 0.5389 0.050 Uiso calc R 1 . .
H H60B 1.0734 0.4020 0.5873 0.050 Uiso calc R 1 . .
H H60C 0.9468 0.4362 0.5881 0.050 Uiso calc R 1 . .
C C61 0.8703(7) 0.29648(15) 0.5721(4) 0.0457(13) Uani d . 1 . .
H H61A 0.8993 0.3234 0.5881 0.068 Uiso calc R 1 . .
H H61B 0.9285 0.2809 0.6367 0.068 Uiso calc R 1 . .
H H61C 0.7503 0.2932 0.5591 0.068 Uiso calc R 1 . .
C C62 0.9207(5) 0.28422(13) 0.4685(4) 0.0314(10) Uani d . 1 . .
H H62A 1.0421 0.2875 0.4829 0.038 Uiso calc R 1 . .
H H62B 0.8961 0.2567 0.4557 0.038 Uiso calc R 1 . .
C C63 0.8519(5) 0.29486(11) 0.2582(4) 0.0259(9) Uani d . 1 . .
C C64 0.9429(5) 0.26509(12) 0.2291(4) 0.0296(10) Uani d . 1 . .
H H64 1.0090 0.2487 0.2849 0.036 Uiso calc R 1 . .
C C65 0.9332(5) 0.26033(12) 0.1167(4) 0.0307(10) Uani d . 1 . .
H H65 0.9965 0.2408 0.0941 0.037 Uiso calc R 1 . .
C C66 0.8305(5) 0.28394(12) 0.0342(4) 0.0280(9) Uani d . 1 . .
C C67 0.7432(5) 0.31428(11) 0.0642(4) 0.0259(9) Uani d . 1 . .
H H67 0.6776 0.3307 0.0084 0.031 Uiso calc R 1 . .
C C68 0.7552(5) 0.31982(11) 0.1786(4) 0.0230(9) Uani d . 1 . .
C C69 0.6870(5) 0.34735(11) 0.2434(4) 0.0232(9) Uani d . 1 . .
C C70 0.7417(5) 0.33617(12) 0.3569(4) 0.0259(9) Uani d . 1 . .
H H70 0.7145 0.3487 0.4182 0.031 Uiso calc R 1 . .
C C71 0.7026(7) 0.29181(14) -0.1630(4) 0.0411(12) Uani d . 1 . .
H H71A 0.5940 0.2886 -0.1480 0.062 Uiso calc R 1 . .
H H71B 0.7015 0.2797 -0.2352 0.062 Uiso calc R 1 . .
H H71C 0.7267 0.3191 -0.1667 0.062 Uiso calc R 1 . .
C C72 0.5792(5) 0.37856(11) 0.1973(4) 0.0227(9) Uani d . 1 . .
C C73 0.5321(5) 0.40614(12) 0.2821(4) 0.0249(9) Uani d . 1 . .
C C74 0.3592(5) 0.46213(11) 0.2875(4) 0.0248(9) Uani d . 1 . .
C C75 0.3134(5) 0.49667(12) 0.2300(4) 0.0279(9) Uani d . 1 . .
H H75 0.3232 0.4996 0.1551 0.033 Uiso calc R 1 . .
C C76 0.2545(5) 0.52641(12) 0.2815(4) 0.0282(9) Uani d . 1 . .
H H76 0.2240 0.5497 0.2419 0.034 Uiso calc R 1 . .
C C77 0.2392(5) 0.52271(12) 0.3907(4) 0.0271(9) Uani d . 1 . .
C C78 0.2814(5) 0.48850(12) 0.4485(4) 0.0270(9) Uani d . 1 . .
H H78 0.2699 0.4857 0.5230 0.032 Uiso calc R 1 . .
C C79 0.3410(5) 0.45819(12) 0.3957(4) 0.0269(9) Uani d . 1 . .
H H79 0.3692 0.4347 0.4347 0.032 Uiso calc R 1 . .
C C80 0.1535(7) 0.55112(14) 0.5417(4) 0.0413(12) Uani d . 1 . .
H H80A 0.0839 0.5288 0.5439 0.062 Uiso calc R 1 . .
H H80B 0.0976 0.5741 0.5580 0.062 Uiso calc R 1 . .
H H80C 0.2602 0.5482 0.5982 0.062 Uiso calc R 1 . .
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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 O1 C11 . . 117.4(3) ?
C17 O4 C20 . . 116.9(3) ?
C26 O5 C31 . . 116.5(4) ?
C37 O8 C40 . . 116.9(3) ?
C46 O9 C51 . . 117.7(4) ?
C57 O12 C60 . . 117.3(3) ?
C66 O13 C71 . . 117.6(3) ?
C77 O16 C80 . . 117.5(3) ?
C10 N1 C3 . . 108.7(3) ?
C10 N1 C2 . . 128.6(4) ?
C3 N1 C2 . . 122.7(3) ?
C13 N2 C14 . . 125.6(4) ?
C13 N2 H2 . . 116(3) ?
C14 N2 H2 . . 118(3) ?
C30 N3 C23 . . 108.8(4) ?
C30 N3 C22 . . 126.4(4) ?
C23 N3 C22 . . 124.8(4) ?
C33 N4 C34 . . 127.0(4) ?
C33 N4 H4C . . 122(4) ?
C34 N4 H4C . . 111(4) ?
C50 N5 C43 . . 108.9(4) ?
C50 N5 C42 . . 127.9(4) ?
C43 N5 C42 . . 123.0(4) ?
C53 N6 C54 . . 126.4(4) ?
C53 N6 H6 . . 114(3) ?
C54 N6 H6 . . 118(3) ?
C70 N7 C63 . . 108.9(4) ?
C70 N7 C62 . . 127.6(4) ?
C63 N7 C62 . . 123.5(4) ?
C73 N8 C74 . . 124.6(4) ?
C73 N8 H8 . . 116(5) ?
C74 N8 H8 . . 119(5) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
N1 C2 C1 . . 113.0(4) ?
N1 C2 H2A . . 109.0 ?
C1 C2 H2A . . 109.0 ?
N1 C2 H2B . . 109.0 ?
C1 C2 H2B . . 109.0 ?
H2A C2 H2B . . 107.8 ?
C4 C3 C8 . . 123.0(4) ?
C4 C3 N1 . . 129.0(4) ?
C8 C3 N1 . . 108.0(3) ?
C5 C4 C3 . . 117.0(4) ?
C5 C4 H4 . . 121.5 ?
C3 C4 H4 . . 121.5 ?
C4 C5 C6 . . 120.6(4) ?
C4 C5 H5 . . 119.7 ?
C6 C5 H5 . . 119.7 ?
C7 C6 O1 . . 123.8(4) ?
C7 C6 C5 . . 122.7(4) ?
O1 C6 C5 . . 113.5(4) ?
C6 C7 C8 . . 117.3(4) ?
C6 C7 H7 . . 121.4 ?
C8 C7 H7 . . 121.4 ?
C7 C8 C3 . . 119.3(4) ?
C7 C8 C9 . . 134.0(4) ?
C3 C8 C9 . . 106.7(4) ?
C10 C9 C12 . . 126.6(4) ?
C10 C9 C8 . . 105.9(4) ?
C12 C9 C8 . . 127.5(4) ?
N1 C10 C9 . . 110.7(4) ?
N1 C10 H10 . . 124.6 ?
C9 C10 H10 . . 124.6 ?
O1 C11 H11A . . 109.5 ?
O1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
O1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
O2 C12 C9 . . 123.1(4) ?
O2 C12 C13 . . 117.8(4) ?
C9 C12 C13 . . 119.0(4) ?
O3 C13 N2 . . 124.8(4) ?
O3 C13 C12 . . 122.2(4) ?
N2 C13 C12 . . 113.0(4) ?
C15 C14 C19 . . 118.5(4) ?
C15 C14 N2 . . 119.2(4) ?
C19 C14 N2 . . 122.3(4) ?
C16 C15 C14 . . 120.8(4) ?
C16 C15 H15 . . 119.6 ?
C14 C15 H15 . . 119.6 ?
C17 C16 C15 . . 120.4(4) ?
C17 C16 H16 . . 119.8 ?
C15 C16 H16 . . 119.8 ?
C16 C17 O4 . . 116.4(4) ?
C16 C17 C18 . . 120.1(4) ?
O4 C17 C18 . . 123.4(4) ?
C19 C18 C17 . . 119.1(4) ?
C19 C18 H18 . . 120.5 ?
C17 C18 H18 . . 120.5 ?
C18 C19 C14 . . 120.9(4) ?
C18 C19 H19 . . 119.5 ?
C14 C19 H19 . . 119.5 ?
O4 C20 H20A . . 109.5 ?
O4 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
O4 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C22 C21 H21A . . 109.5 ?
C22 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C22 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
N3 C22 C21 . . 111.3(4) ?
N3 C22 H22A . . 109.4 ?
C21 C22 H22A . . 109.4 ?
N3 C22 H22B . . 109.4 ?
C21 C22 H22B . . 109.4 ?
H22A C22 H22B . . 108.0 ?
C24 C23 C28 . . 122.5(4) ?
C24 C23 N3 . . 129.5(4) ?
C28 C23 N3 . . 108.0(4) ?
C25 C24 C23 . . 117.1(4) ?
C25 C24 H24 . . 121.5 ?
C23 C24 H24 . . 121.5 ?
C24 C25 C26 . . 121.3(4) ?
C24 C25 H25 . . 119.3 ?
C26 C25 H25 . . 119.3 ?
O5 C26 C27 . . 124.4(4) ?
O5 C26 C25 . . 114.3(4) ?
C27 C26 C25 . . 121.3(5) ?
C26 C27 C28 . . 117.9(4) ?
C26 C27 H27 . . 121.0 ?
C28 C27 H27 . . 121.0 ?
C23 C28 C27 . . 119.8(4) ?
C23 C28 C29 . . 106.7(4) ?
C27 C28 C29 . . 133.5(4) ?
C30 C29 C32 . . 127.5(4) ?
C30 C29 C28 . . 105.9(4) ?
C32 C29 C28 . . 126.3(4) ?
N3 C30 C29 . . 110.5(4) ?
N3 C30 H30 . . 124.7 ?
C29 C30 H30 . . 124.7 ?
O5 C31 H31A . . 109.5 ?
O5 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
O5 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
O6 C32 C29 . . 121.8(4) ?
O6 C32 C33 . . 117.8(4) ?
C29 C32 C33 . . 120.4(4) ?
O7 C33 N4 . . 126.3(4) ?
O7 C33 C32 . . 122.4(4) ?
N4 C33 C32 . . 111.3(4) ?
C35 C34 C39 . . 118.7(4) ?
C35 C34 N4 . . 118.0(4) ?
C39 C34 N4 . . 123.3(4) ?
C36 C35 C34 . . 120.5(4) ?
C36 C35 H35 . . 119.8 ?
C34 C35 H35 . . 119.8 ?
C35 C36 C37 . . 121.0(4) ?
C35 C36 H36 . . 119.5 ?
C37 C36 H36 . . 119.5 ?
C38 C37 O8 . . 124.7(4) ?
C38 C37 C36 . . 119.5(4) ?
O8 C37 C36 . . 115.7(4) ?
C37 C38 C39 . . 119.6(4) ?
C37 C38 H38 . . 120.2 ?
C39 C38 H38 . . 120.2 ?
C34 C39 C38 . . 120.7(4) ?
C34 C39 H39 . . 119.7 ?
C38 C39 H39 . . 119.7 ?
O8 C40 H40A . . 109.5 ?
O8 C40 H40B . . 109.5 ?
H40A C40 H40B . . 109.5 ?
O8 C40 H40C . . 109.5 ?
H40A C40 H40C . . 109.5 ?
H40B C40 H40C . . 109.5 ?
C42 C41 H41A . . 109.5 ?
C42 C41 H41B . . 109.5 ?
H41A C41 H41B . . 109.5 ?
C42 C41 H41C . . 109.5 ?
H41A C41 H41C . . 109.5 ?
H41B C41 H41C . . 109.5 ?
N5 C42 C41 . . 113.9(4) ?
N5 C42 H42A . . 108.8 ?
C41 C42 H42A . . 108.8 ?
N5 C42 H42B . . 108.8 ?
C41 C42 H42B . . 108.8 ?
H42A C42 H42B . . 107.7 ?
C44 C43 C48 . . 122.4(5) ?
C44 C43 N5 . . 129.1(5) ?
C48 C43 N5 . . 108.4(4) ?
C45 C44 C43 . . 117.5(5) ?
C45 C44 H44 . . 121.2 ?
C43 C44 H44 . . 121.2 ?
C44 C45 C46 . . 121.0(5) ?
C44 C45 H45 . . 119.5 ?
C46 C45 H45 . . 119.5 ?
O9 C46 C47 . . 123.8(5) ?
O9 C46 C45 . . 114.2(4) ?
C47 C46 C45 . . 121.9(5) ?
C46 C47 C48 . . 117.2(4) ?
C46 C47 H47 . . 121.4 ?
C48 C47 H47 . . 121.4 ?
C47 C48 C43 . . 119.9(4) ?
C47 C48 C49 . . 133.7(4) ?
C43 C48 C49 . . 106.3(4) ?
C50 C49 C52 . . 127.5(4) ?
C50 C49 C48 . . 106.6(4) ?
C52 C49 C48 . . 125.4(4) ?
N5 C50 C49 . . 109.8(4) ?
N5 C50 H50 . . 125.1 ?
C49 C50 H50 . . 125.1 ?
O9 C51 H51A . . 109.5 ?
O9 C51 H51B . . 109.5 ?
H51A C51 H51B . . 109.5 ?
O9 C51 H51C . . 109.5 ?
H51A C51 H51C . . 109.5 ?
H51B C51 H51C . . 109.5 ?
O10 C52 C49 . . 122.9(4) ?
O10 C52 C53 . . 118.0(4) ?
C49 C52 C53 . . 119.1(4) ?
O11 C53 N6 . . 125.6(4) ?
O11 C53 C52 . . 123.6(4) ?
N6 C53 C52 . . 110.8(4) ?
C59 C54 C55 . . 120.0(4) ?
C59 C54 N6 . . 122.9(4) ?
C55 C54 N6 . . 117.1(4) ?
C56 C55 C54 . . 119.6(4) ?
C56 C55 H55 . . 120.2 ?
C54 C55 H55 . . 120.2 ?
C55 C56 C57 . . 120.6(4) ?
C55 C56 H56 . . 119.7 ?
C57 C56 H56 . . 119.7 ?
O12 C57 C58 . . 125.8(4) ?
O12 C57 C56 . . 114.7(4) ?
C58 C57 C56 . . 119.5(4) ?
C57 C58 C59 . . 120.2(4) ?
C57 C58 H58 . . 119.9 ?
C59 C58 H58 . . 119.9 ?
C54 C59 C58 . . 120.0(4) ?
C54 C59 H59 . . 120.0 ?
C58 C59 H59 . . 120.0 ?
O12 C60 H60A . . 109.5 ?
O12 C60 H60B . . 109.5 ?
H60A C60 H60B . . 109.5 ?
O12 C60 H60C . . 109.5 ?
H60A C60 H60C . . 109.5 ?
H60B C60 H60C . . 109.5 ?
C62 C61 H61A . . 109.5 ?
C62 C61 H61B . . 109.5 ?
H61A C61 H61B . . 109.5 ?
C62 C61 H61C . . 109.5 ?
H61A C61 H61C . . 109.5 ?
H61B C61 H61C . . 109.5 ?
N7 C62 C61 . . 114.5(4) ?
N7 C62 H62A . . 108.6 ?
C61 C62 H62A . . 108.6 ?
N7 C62 H62B . . 108.6 ?
C61 C62 H62B . . 108.6 ?
H62A C62 H62B . . 107.6 ?
C64 C63 C68 . . 123.0(4) ?
C64 C63 N7 . . 128.0(4) ?
C68 C63 N7 . . 109.0(4) ?
C65 C64 C63 . . 117.3(4) ?
C65 C64 H64 . . 121.4 ?
C63 C64 H64 . . 121.4 ?
C64 C65 C66 . . 120.9(4) ?
C64 C65 H65 . . 119.5 ?
C66 C65 H65 . . 119.5 ?
O13 C66 C67 . . 124.4(4) ?
O13 C66 C65 . . 114.3(4) ?
C67 C66 C65 . . 121.3(4) ?
C66 C67 C68 . . 118.0(4) ?
C66 C67 H67 . . 121.0 ?
C68 C67 H67 . . 121.0 ?
C67 C68 C63 . . 119.3(4) ?
C67 C68 C69 . . 135.0(4) ?
C63 C68 C69 . . 105.7(4) ?
C70 C69 C72 . . 127.6(4) ?
C70 C69 C68 . . 106.6(4) ?
C72 C69 C68 . . 125.8(4) ?
N7 C70 C69 . . 109.8(4) ?
N7 C70 H70 . . 125.1 ?
C69 C70 H70 . . 125.1 ?
O13 C71 H71A . . 109.5 ?
O13 C71 H71B . . 109.5 ?
H71A C71 H71B . . 109.5 ?
O13 C71 H71C . . 109.5 ?
H71A C71 H71C . . 109.5 ?
H71B C71 H71C . . 109.5 ?
O14 C72 C69 . . 124.5(4) ?
O14 C72 C73 . . 118.3(4) ?
C69 C72 C73 . . 117.2(4) ?
O15 C73 N8 . . 124.2(4) ?
O15 C73 C72 . . 123.0(4) ?
N8 C73 C72 . . 112.7(4) ?
C79 C74 C75 . . 119.0(4) ?
C79 C74 N8 . . 122.5(4) ?
C75 C74 N8 . . 118.5(4) ?
C76 C75 C74 . . 120.4(4) ?
C76 C75 H75 . . 119.8 ?
C74 C75 H75 . . 119.8 ?
C75 C76 C77 . . 120.6(4) ?
C75 C76 H76 . . 119.7 ?
C77 C76 H76 . . 119.7 ?
O16 C77 C76 . . 115.4(4) ?
O16 C77 C78 . . 124.7(4) ?
C76 C77 C78 . . 119.9(4) ?
C77 C78 C79 . . 119.4(4) ?
C77 C78 H78 . . 120.3 ?
C79 C78 H78 . . 120.3 ?
C74 C79 C78 . . 120.7(4) ?
C74 C79 H79 . . 119.6 ?
C78 C79 H79 . . 119.6 ?
O16 C80 H80A . . 109.5 ?
O16 C80 H80B . . 109.5 ?
H80A C80 H80B . . 109.5 ?
O16 C80 H80C . . 109.5 ?
H80A C80 H80C . . 109.5 ?
H80B C80 H80C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C6 . 1.391(5) ?
O1 C11 . 1.422(6) ?
O2 C12 . 1.244(5) ?
O3 C13 . 1.219(5) ?
O4 C17 . 1.378(5) ?
O4 C20 . 1.414(5) ?
O5 C26 . 1.369(5) ?
O5 C31 . 1.422(6) ?
O6 C32 . 1.242(5) ?
O7 C33 . 1.232(5) ?
O8 C37 . 1.381(5) ?
O8 C40 . 1.440(5) ?
O9 C46 . 1.374(6) ?
O9 C51 . 1.424(7) ?
O10 C52 . 1.239(5) ?
O11 C53 . 1.224(5) ?
O12 C57 . 1.372(5) ?
O12 C60 . 1.425(5) ?
O13 C66 . 1.371(5) ?
O13 C71 . 1.423(6) ?
O14 C72 . 1.232(5) ?
O15 C73 . 1.228(5) ?
O16 C77 . 1.370(5) ?
O16 C80 . 1.410(5) ?
N1 C10 . 1.344(5) ?
N1 C3 . 1.407(5) ?
N1 C2 . 1.465(5) ?
N2 C13 . 1.337(5) ?
N2 C14 . 1.413(5) ?
N2 H2 . 0.88(3) ?
N3 C30 . 1.339(5) ?
N3 C23 . 1.406(6) ?
N3 C22 . 1.468(5) ?
N4 C33 . 1.334(5) ?
N4 C34 . 1.421(5) ?
N4 H4C . 0.85(5) ?
N5 C50 . 1.356(6) ?
N5 C43 . 1.399(6) ?
N5 C42 . 1.458(6) ?
N6 C53 . 1.354(5) ?
N6 C54 . 1.431(5) ?
N6 H6 . 0.96(5) ?
N7 C70 . 1.349(5) ?
N7 C63 . 1.401(5) ?
N7 C62 . 1.459(5) ?
N8 C73 . 1.354(5) ?
N8 C74 . 1.412(5) ?
N8 H8 . 0.92(3) ?
C1 C2 . 1.505(7) ?
C1 H1A . 0.9800 ?
C1 H1B . 0.9800 ?
C1 H1C . 0.9800 ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C3 C4 . 1.384(6) ?
C3 C8 . 1.404(6) ?
C4 C5 . 1.378(6) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.398(6) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.378(6) ?
C7 C8 . 1.399(6) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.450(6) ?
C9 C10 . 1.398(6) ?
C9 C12 . 1.425(6) ?
C10 H10 . 0.9500 ?
C11 H11A . 0.9800 ?
C11 H11B . 0.9800 ?
C11 H11C . 0.9800 ?
C12 C13 . 1.550(6) ?
C14 C15 . 1.387(6) ?
C14 C19 . 1.393(6) ?
C15 C16 . 1.378(6) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.374(6) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.392(6) ?
C18 C19 . 1.391(6) ?
C18 H18 . 0.9500 ?
C19 H19 . 0.9500 ?
C20 H20A . 0.9800 ?
C20 H20B . 0.9800 ?
C20 H20C . 0.9800 ?
C21 C22 . 1.521(6) ?
C21 H21A . 0.9800 ?
C21 H21B . 0.9800 ?
C21 H21C . 0.9800 ?
C22 H22A . 0.9900 ?
C22 H22B . 0.9900 ?
C23 C24 . 1.387(6) ?
C23 C28 . 1.392(6) ?
C24 C25 . 1.385(6) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.406(6) ?
C25 H25 . 0.9500 ?
C26 C27 . 1.375(6) ?
C27 C28 . 1.412(6) ?
C27 H27 . 0.9500 ?
C28 C29 . 1.448(6) ?
C29 C30 . 1.394(6) ?
C29 C32 . 1.430(6) ?
C30 H30 . 0.9500 ?
C31 H31A . 0.9800 ?
C31 H31B . 0.9800 ?
C31 H31C . 0.9800 ?
C32 C33 . 1.545(6) ?
C34 C35 . 1.387(6) ?
C34 C39 . 1.389(6) ?
C35 C36 . 1.369(6) ?
C35 H35 . 0.9500 ?
C36 C37 . 1.383(6) ?
C36 H36 . 0.9500 ?
C37 C38 . 1.377(6) ?
C38 C39 . 1.397(6) ?
C38 H38 . 0.9500 ?
C39 H39 . 0.9500 ?
C40 H40A . 0.9800 ?
C40 H40B . 0.9800 ?
C40 H40C . 0.9800 ?
C41 C42 . 1.506(8) ?
C41 H41A . 0.9800 ?
C41 H41B . 0.9800 ?
C41 H41C . 0.9800 ?
C42 H42A . 0.9900 ?
C42 H42B . 0.9900 ?
C43 C44 . 1.390(7) ?
C43 C48 . 1.399(7) ?
C44 C45 . 1.371(8) ?
C44 H44 . 0.9500 ?
C45 C46 . 1.396(7) ?
C45 H45 . 0.9500 ?
C46 C47 . 1.394(6) ?
C47 C48 . 1.396(6) ?
C47 H47 . 0.9500 ?
C48 C49 . 1.451(6) ?
C49 C50 . 1.395(6) ?
C49 C52 . 1.427(6) ?
C50 H50 . 0.9500 ?
C51 H51A . 0.9800 ?
C51 H51B . 0.9800 ?
C51 H51C . 0.9800 ?
C52 C53 . 1.547(6) ?
C54 C59 . 1.383(6) ?
C54 C55 . 1.390(6) ?
C55 C56 . 1.387(6) ?
C55 H55 . 0.9500 ?
C56 C57 . 1.388(6) ?
C56 H56 . 0.9500 ?
C57 C58 . 1.380(6) ?
C58 C59 . 1.394(6) ?
C58 H58 . 0.9500 ?
C59 H59 . 0.9500 ?
C60 H60A . 0.9800 ?
C60 H60B . 0.9800 ?
C60 H60C . 0.9800 ?
C61 C62 . 1.506(7) ?
C61 H61A . 0.9800 ?
C61 H61B . 0.9800 ?
C61 H61C . 0.9800 ?
C62 H62A . 0.9900 ?
C62 H62B . 0.9900 ?
C63 C64 . 1.393(6) ?
C63 C68 . 1.399(6) ?
C64 C65 . 1.372(6) ?
C64 H64 . 0.9500 ?
C65 C66 . 1.410(6) ?
C65 H65 . 0.9500 ?
C66 C67 . 1.394(6) ?
C67 C68 . 1.395(6) ?
C67 H67 . 0.9500 ?
C68 C69 . 1.460(6) ?
C69 C70 . 1.402(6) ?
C69 C72 . 1.435(6) ?
C70 H70 . 0.9500 ?
C71 H71A . 0.9800 ?
C71 H71B . 0.9800 ?
C71 H71C . 0.9800 ?
C72 C73 . 1.547(6) ?
C74 C79 . 1.384(6) ?
C74 C75 . 1.403(6) ?
C75 C76 . 1.377(6) ?
C75 H75 . 0.9500 ?
C76 C77 . 1.386(6) ?
C76 H76 . 0.9500 ?
C77 C78 . 1.391(6) ?
C78 C79 . 1.404(6) ?
C78 H78 . 0.9500 ?
C79 H79 . 0.9500 ?
C80 H80A . 0.9800 ?
C80 H80B . 0.9800 ?
C80 H80C . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H2 O6 2_646 0.88(3) 2.17(3) 2.967(5) 150(4)
N4 H4C O2 2_656 0.85(5) 2.44(5) 3.245(5) 159(5)
N6 H6 O14 1_556 0.96(5) 2.30(5) 3.196(5) 154(4)
N8 H8 O10 1_554 0.92(3) 2.08(4) 2.936(5) 155(7)
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C10 N1 C2 C1 . . . . -5.9(6) ?
C3 N1 C2 C1 . . . . 173.9(4) ?
C10 N1 C3 C4 . . . . -179.5(4) ?
C2 N1 C3 C4 . . . . 0.7(6) ?
C10 N1 C3 C8 . . . . 1.0(4) ?
C2 N1 C3 C8 . . . . -178.8(3) ?
C8 C3 C4 C5 . . . . 1.1(6) ?
N1 C3 C4 C5 . . . . -178.3(4) ?
C3 C4 C5 C6 . . . . 0.8(6) ?
C11 O1 C6 C7 . . . . 10.1(6) ?
C11 O1 C6 C5 . . . . -170.5(4) ?
C4 C5 C6 C7 . . . . -2.4(7) ?
C4 C5 C6 O1 . . . . 178.2(4) ?
O1 C6 C7 C8 . . . . -178.7(4) ?
C5 C6 C7 C8 . . . . 2.0(6) ?
C6 C7 C8 C3 . . . . -0.1(6) ?
C6 C7 C8 C9 . . . . 179.1(4) ?
C4 C3 C8 C7 . . . . -1.5(6) ?
N1 C3 C8 C7 . . . . 178.1(3) ?
C4 C3 C8 C9 . . . . 179.1(4) ?
N1 C3 C8 C9 . . . . -1.4(4) ?
C7 C8 C9 C10 . . . . -178.1(4) ?
C3 C8 C9 C10 . . . . 1.2(4) ?
C7 C8 C9 C12 . . . . -0.4(7) ?
C3 C8 C9 C12 . . . . 178.9(4) ?
C3 N1 C10 C9 . . . . -0.3(5) ?
C2 N1 C10 C9 . . . . 179.6(4) ?
C12 C9 C10 N1 . . . . -178.4(4) ?
C8 C9 C10 N1 . . . . -0.6(4) ?
C10 C9 C12 O2 . . . . 176.1(4) ?
C8 C9 C12 O2 . . . . -1.2(7) ?
C10 C9 C12 C13 . . . . -6.2(6) ?
C8 C9 C12 C13 . . . . 176.5(4) ?
C14 N2 C13 O3 . . . . -1.6(7) ?
C14 N2 C13 C12 . . . . 177.9(4) ?
O2 C12 C13 O3 . . . . 172.9(4) ?
C9 C12 C13 O3 . . . . -4.9(6) ?
O2 C12 C13 N2 . . . . -6.6(5) ?
C9 C12 C13 N2 . . . . 175.6(4) ?
C13 N2 C14 C15 . . . . -147.2(5) ?
C13 N2 C14 C19 . . . . 33.9(6) ?
C19 C14 C15 C16 . . . . 1.2(7) ?
N2 C14 C15 C16 . . . . -177.7(4) ?
C14 C15 C16 C17 . . . . 1.1(8) ?
C15 C16 C17 O4 . . . . 179.3(5) ?
C15 C16 C17 C18 . . . . -2.6(8) ?
C20 O4 C17 C16 . . . . -163.1(4) ?
C20 O4 C17 C18 . . . . 18.9(7) ?
C16 C17 C18 C19 . . . . 1.8(7) ?
O4 C17 C18 C19 . . . . 179.7(4) ?
C17 C18 C19 C14 . . . . 0.6(6) ?
C15 C14 C19 C18 . . . . -2.0(6) ?
N2 C14 C19 C18 . . . . 176.9(4) ?
C30 N3 C22 C21 . . . . -100.6(5) ?
C23 N3 C22 C21 . . . . 81.1(5) ?
C30 N3 C23 C24 . . . . 176.6(4) ?
C22 N3 C23 C24 . . . . -4.9(7) ?
C30 N3 C23 C28 . . . . -2.3(5) ?
C22 N3 C23 C28 . . . . 176.2(4) ?
C28 C23 C24 C25 . . . . -2.6(7) ?
N3 C23 C24 C25 . . . . 178.6(4) ?
C23 C24 C25 C26 . . . . -0.5(7) ?
C31 O5 C26 C27 . . . . -0.5(7) ?
C31 O5 C26 C25 . . . . 179.9(4) ?
C24 C25 C26 O5 . . . . -177.6(4) ?
C24 C25 C26 C27 . . . . 2.7(7) ?
O5 C26 C27 C28 . . . . 178.6(4) ?
C25 C26 C27 C28 . . . . -1.8(7) ?
C24 C23 C28 C27 . . . . 3.6(6) ?
N3 C23 C28 C27 . . . . -177.4(4) ?
C24 C23 C28 C29 . . . . -176.5(4) ?
N3 C23 C28 C29 . . . . 2.5(5) ?
C26 C27 C28 C23 . . . . -1.3(6) ?
C26 C27 C28 C29 . . . . 178.8(4) ?
C23 C28 C29 C30 . . . . -1.8(5) ?
C27 C28 C29 C30 . . . . 178.1(5) ?
C23 C28 C29 C32 . . . . 172.9(4) ?
C27 C28 C29 C32 . . . . -7.2(8) ?
C23 N3 C30 C29 . . . . 1.1(5) ?
C22 N3 C30 C29 . . . . -177.4(4) ?
C32 C29 C30 N3 . . . . -174.2(4) ?
C28 C29 C30 N3 . . . . 0.5(5) ?
C30 C29 C32 O6 . . . . 179.6(4) ?
C28 C29 C32 O6 . . . . 6.0(7) ?
C30 C29 C32 C33 . . . . 0.1(7) ?
C28 C29 C32 C33 . . . . -173.6(4) ?
C34 N4 C33 O7 . . . . -5.9(7) ?
C34 N4 C33 C32 . . . . 172.7(4) ?
O6 C32 C33 O7 . . . . 174.4(4) ?
C29 C32 C33 O7 . . . . -6.1(6) ?
O6 C32 C33 N4 . . . . -4.3(5) ?
C29 C32 C33 N4 . . . . 175.3(4) ?
C33 N4 C34 C35 . . . . -154.9(4) ?
C33 N4 C34 C39 . . . . 24.4(7) ?
C39 C34 C35 C36 . . . . -2.2(6) ?
N4 C34 C35 C36 . . . . 177.2(4) ?
C34 C35 C36 C37 . . . . 0.3(7) ?
C40 O8 C37 C38 . . . . -8.4(6) ?
C40 O8 C37 C36 . . . . 171.4(4) ?
C35 C36 C37 C38 . . . . 1.8(7) ?
C35 C36 C37 O8 . . . . -178.0(4) ?
O8 C37 C38 C39 . . . . 178.0(4) ?
C36 C37 C38 C39 . . . . -1.8(7) ?
C35 C34 C39 C38 . . . . 2.1(6) ?
N4 C34 C39 C38 . . . . -177.2(4) ?
C37 C38 C39 C34 . . . . -0.1(7) ?
C50 N5 C42 C41 . . . . 9.4(8) ?
C43 N5 C42 C41 . . . . -164.2(5) ?
C50 N5 C43 C44 . . . . -177.9(5) ?
C42 N5 C43 C44 . . . . -3.2(8) ?
C50 N5 C43 C48 . . . . -1.7(5) ?
C42 N5 C43 C48 . . . . 173.0(5) ?
C48 C43 C44 C45 . . . . 0.3(7) ?
N5 C43 C44 C45 . . . . 176.1(5) ?
C43 C44 C45 C46 . . . . -0.3(7) ?
C51 O9 C46 C47 . . . . -2.9(7) ?
C51 O9 C46 C45 . . . . 177.9(4) ?
C44 C45 C46 O9 . . . . 179.8(4) ?
C44 C45 C46 C47 . . . . 0.5(7) ?
O9 C46 C47 C48 . . . . -179.9(4) ?
C45 C46 C47 C48 . . . . -0.8(7) ?
C46 C47 C48 C43 . . . . 0.8(6) ?
C46 C47 C48 C49 . . . . -177.1(5) ?
C44 C43 C48 C47 . . . . -0.6(7) ?
N5 C43 C48 C47 . . . . -177.1(4) ?
C44 C43 C48 C49 . . . . 177.8(4) ?
N5 C43 C48 C49 . . . . 1.3(5) ?
C47 C48 C49 C50 . . . . 177.6(5) ?
C43 C48 C49 C50 . . . . -0.4(5) ?
C47 C48 C49 C52 . . . . 5.3(8) ?
C43 C48 C49 C52 . . . . -172.7(4) ?
C43 N5 C50 C49 . . . . 1.4(5) ?
C42 N5 C50 C49 . . . . -173.0(5) ?
C52 C49 C50 N5 . . . . 171.5(4) ?
C48 C49 C50 N5 . . . . -0.6(5) ?
C50 C49 C52 O10 . . . . -172.5(4) ?
C48 C49 C52 O10 . . . . -1.8(7) ?
C50 C49 C52 C53 . . . . 6.0(6) ?
C48 C49 C52 C53 . . . . 176.7(4) ?
C54 N6 C53 O11 . . . . 8.6(7) ?
C54 N6 C53 C52 . . . . -170.6(4) ?
O10 C52 C53 O11 . . . . -169.8(4) ?
C49 C52 C53 O11 . . . . 11.6(6) ?
O10 C52 C53 N6 . . . . 9.3(5) ?
C49 C52 C53 N6 . . . . -169.2(4) ?
C53 N6 C54 C59 . . . . -29.9(7) ?
C53 N6 C54 C55 . . . . 151.0(4) ?
C59 C54 C55 C56 . . . . 3.0(6) ?
N6 C54 C55 C56 . . . . -177.9(4) ?
C54 C55 C56 C57 . . . . -0.8(6) ?
C60 O12 C57 C58 . . . . 9.7(6) ?
C60 O12 C57 C56 . . . . -169.8(4) ?
C55 C56 C57 O12 . . . . 177.8(4) ?
C55 C56 C57 C58 . . . . -1.7(6) ?
O12 C57 C58 C59 . . . . -177.5(4) ?
C56 C57 C58 C59 . . . . 1.9(6) ?
C55 C54 C59 C58 . . . . -2.8(6) ?
N6 C54 C59 C58 . . . . 178.1(4) ?
C57 C58 C59 C54 . . . . 0.3(7) ?
C70 N7 C62 C61 . . . . 8.8(6) ?
C63 N7 C62 C61 . . . . -171.6(4) ?
C70 N7 C63 C64 . . . . 178.4(4) ?
C62 N7 C63 C64 . . . . -1.3(7) ?
C70 N7 C63 C68 . . . . -2.0(5) ?
C62 N7 C63 C68 . . . . 178.3(4) ?
C68 C63 C64 C65 . . . . -1.0(6) ?
N7 C63 C64 C65 . . . . 178.6(4) ?
C63 C64 C65 C66 . . . . -2.1(6) ?
C71 O13 C66 C67 . . . . -12.7(6) ?
C71 O13 C66 C65 . . . . 167.9(4) ?
C64 C65 C66 O13 . . . . -176.7(4) ?
C64 C65 C66 C67 . . . . 3.9(7) ?
O13 C66 C67 C68 . . . . 178.2(4) ?
C65 C66 C67 C68 . . . . -2.4(6) ?
C66 C67 C68 C63 . . . . -0.6(6) ?
C66 C67 C68 C69 . . . . 179.5(4) ?
C64 C63 C68 C67 . . . . 2.3(6) ?
N7 C63 C68 C67 . . . . -177.3(3) ?
C64 C63 C68 C69 . . . . -177.7(4) ?
N7 C63 C68 C69 . . . . 2.6(4) ?
C67 C68 C69 C70 . . . . 177.6(4) ?
C63 C68 C69 C70 . . . . -2.3(4) ?
C67 C68 C69 C72 . . . . 0.0(7) ?
C63 C68 C69 C72 . . . . -179.9(4) ?
C63 N7 C70 C69 . . . . 0.4(5) ?
C62 N7 C70 C69 . . . . -179.9(4) ?
C72 C69 C70 N7 . . . . 178.7(4) ?
C68 C69 C70 N7 . . . . 1.2(4) ?
C70 C69 C72 O14 . . . . -173.5(4) ?
C68 C69 C72 O14 . . . . 3.5(6) ?
C70 C69 C72 C73 . . . . 7.5(6) ?
C68 C69 C72 C73 . . . . -175.5(4) ?
C74 N8 C73 O15 . . . . 1.0(7) ?
C74 N8 C73 C72 . . . . -176.3(4) ?
O14 C72 C73 O15 . . . . -170.2(4) ?
C69 C72 C73 O15 . . . . 8.9(6) ?
O14 C72 C73 N8 . . . . 7.1(5) ?
C69 C72 C73 N8 . . . . -173.8(3) ?
C73 N8 C74 C79 . . . . -34.3(6) ?
C73 N8 C74 C75 . . . . 147.7(4) ?
C79 C74 C75 C76 . . . . 1.3(6) ?
N8 C74 C75 C76 . . . . 179.4(4) ?
C74 C75 C76 C77 . . . . -0.1(6) ?
C80 O16 C77 C76 . . . . 176.4(4) ?
C80 O16 C77 C78 . . . . -3.0(6) ?
C75 C76 C77 O16 . . . . 179.6(4) ?
C75 C76 C77 C78 . . . . -1.0(6) ?
O16 C77 C78 C79 . . . . -179.8(4) ?
C76 C77 C78 C79 . . . . 0.8(6) ?
C75 C74 C79 C78 . . . . -1.5(6) ?
N8 C74 C79 C78 . . . . -179.4(4) ?
C77 C78 C79 C74 . . . . 0.5(6) ?
