#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/69/2016923.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_2016923
loop_
_publ_author_name
'Lipstman, Sophia'
'Goldberg, Israel'
_publ_section_title
;
 Hydrogen-bonded assemblies of
 5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin with dimethylformamide,
 dimethylacetamide and water
;
_journal_coeditor_code           GD3260
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o3
_journal_page_last               o7
_journal_paper_doi               10.1107/S0108270108040018
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C44 H30 N4 O4 , 4C3 H7 N O'
_chemical_formula_moiety         'C44 H30 N4 O4 , 4C3 H7 N O'
_chemical_formula_sum            'C56 H58 N8 O8'
_chemical_formula_weight         971.10
_chemical_name_systematic
;
5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin
N,N'-dimethylformamide tetrasolvate
;
_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           SHELXL97
_cell_angle_alpha                101.7445(12)
_cell_angle_beta                 92.4786(12)
_cell_angle_gamma                114.9158(8)
_cell_formula_units_Z            4
_cell_length_a                   13.6255(2)
_cell_length_b                   16.0184(3)
_cell_length_c                   26.2466(5)
_cell_measurement_reflns_used    14137
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.87
_cell_measurement_theta_min      2.38
_cell_volume                     5032.65(16)
_computing_cell_refinement       '[Please provide details]'
_computing_data_collection       '[Please provide details]'
_computing_data_reduction        '[Please provide details]'
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material  '[Please provide details]'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 12.8
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius KappaCCD area-detector'
_diffrn_measurement_method       '0.7 deg. φ and ω scan'
_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  0.0510
_diffrn_reflns_av_sigmaI/netI    0.0904
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            50610
_diffrn_reflns_theta_full        27.87
_diffrn_reflns_theta_max         27.87
_diffrn_reflns_theta_min         2.38
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2056
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.386
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     1370
_refine_ls_number_reflns         23877
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.1356
_refine_ls_R_factor_gt           0.0632
_refine_ls_shift/su_max          0.043
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0777P)²+0.4228P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1406
_refine_ls_wR_factor_ref         0.1691
_reflns_number_gt                13053
_reflns_number_total             23879
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gd3260.cif
_cod_data_source_block           I
_cod_original_cell_volume        5032.65(15)
_cod_database_code               2016923
_cod_database_fobs_code          2016923
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
C C1 0.61879(17) -0.21510(15) 0.02696(8) 0.0300(5) Uani d . 1 . .
C C2 0.59874(18) -0.27621(16) 0.06191(9) 0.0327(5) Uani d . 1 . .
H H2 0.5314 -0.3290 0.0619 0.039 Uiso calc R 1 . .
C C3 0.69292(17) -0.24576(15) 0.09538(9) 0.0305(5) Uani d . 1 . .
H H3 0.7025 -0.2744 0.1224 0.037 Uiso calc R 1 . .
C C4 0.77472(17) -0.16381(15) 0.08320(8) 0.0286(5) Uani d . 1 . .
C C5 0.88423(17) -0.11179(15) 0.10765(8) 0.0271(5) Uani d . 1 . .
C C6 0.96081(17) -0.02768(14) 0.09677(8) 0.0256(5) Uani d . 1 . .
C C7 1.07468(17) 0.02043(15) 0.12080(8) 0.0288(5) Uani d . 1 . .
H H7 1.1096 -0.0004 0.1441 0.035 Uiso calc R 1 . .
C C8 1.12116(18) 0.10006(15) 0.10368(8) 0.0297(5) Uani d . 1 . .
H H8 1.1955 0.1460 0.1121 0.036 Uiso calc R 1 . .
C C9 1.03541(16) 0.10209(15) 0.06969(8) 0.0261(5) Uani d . 1 . .
C C10 1.04947(17) 0.17895(14) 0.04780(8) 0.0262(5) Uani d . 1 . .
C C11 0.97072(17) 0.17679(14) 0.01049(8) 0.0260(5) Uani d . 1 . .
C C12 0.97341(18) 0.25182(15) -0.01101(8) 0.0315(5) Uani d . 1 . .
H H12 1.0284 0.3156 -0.0012 0.038 Uiso calc R 1 . .
C C13 0.88389(18) 0.21714(15) -0.04818(9) 0.0321(5) Uani d . 1 . .
H H13 0.8664 0.2523 -0.0691 0.039 Uiso calc R 1 . .
C C14 0.82122(17) 0.11944(15) -0.05031(8) 0.0280(5) Uani d . 1 . .
C C15 0.72287(17) 0.05659(15) -0.08390(8) 0.0269(5) Uani d . 1 . .
C C16 0.65282(17) -0.03429(15) -0.07889(8) 0.0270(5) Uani d . 1 . .
C C17 0.55465(17) -0.09913(15) -0.11573(8) 0.0299(5) Uani d . 1 . .
H H17 0.5305 -0.0895 -0.1476 0.036 Uiso calc R 1 . .
C C18 0.50511(17) -0.17472(15) -0.09627(8) 0.0302(5) Uani d . 1 . .
H H18 0.4383 -0.2290 -0.1113 0.036 Uiso calc R 1 . .
C C19 0.57304(17) -0.15796(15) -0.04771(8) 0.0280(5) Uani d . 1 . .
C C20 0.54700(17) -0.22266(15) -0.01533(8) 0.0284(5) Uani d . 1 . .
N N21 0.72647(13) -0.14720(12) 0.04161(7) 0.0278(4) Uani d . 1 . .
H H21 0.7593 -0.1003 0.0265 0.033 Uiso calc PR 0.50 . .
N N22 0.93977(13) 0.02141(12) 0.06458(6) 0.0256(4) Uani d . 1 . .
H H22 0.8778 0.0048 0.0446 0.031 Uiso calc PR 0.50 . .
N N23 0.87501(13) 0.09771(12) -0.01321(6) 0.0269(4) Uani d . 1 . .
H H23 0.8519 0.0420 -0.0057 0.032 Uiso calc PR 0.50 . .
N N24 0.66334(14) -0.07297(12) -0.03854(7) 0.0278(4) Uani d . 1 . .
H H24 0.7171 -0.0483 -0.0121 0.033 Uiso calc PR 0.50 . .
C C25 0.91760(16) -0.14762(15) 0.15054(8) 0.0265(5) Uani d . 1 . .
C C26 0.91509(16) -0.23755(15) 0.14060(8) 0.0277(5) Uani d . 1 . .
H H26 0.8951 -0.2758 0.1056 0.033 Uiso calc R 1 . .
C C27 0.94123(17) -0.27189(15) 0.18083(8) 0.0293(5) Uani d . 1 . .
H H27 0.9395 -0.3331 0.1734 0.035 Uiso calc R 1 . .
C C28 0.97014(18) -0.21653(16) 0.23233(8) 0.0319(5) Uani d . 1 . .
C C29 0.97521(19) -0.12630(16) 0.24263(9) 0.0353(6) Uani d . 1 . .
H H29 0.9967 -0.0876 0.2775 0.042 Uiso calc R 1 . .
C C30 0.94908(18) -0.09262(16) 0.20216(9) 0.0327(5) Uani d . 1 . .
H H30 0.9526 -0.0307 0.2097 0.039 Uiso calc R 1 . .
O O31 0.99382(15) -0.24738(12) 0.27390(6) 0.0445(4) Uani d . 1 . .
H H31 0.9924 -0.3010 0.2629 0.067 Uiso calc R 1 . .
C C32 1.15291(17) 0.26854(15) 0.06517(8) 0.0276(5) Uani d . 1 . .
C C33 1.19204(17) 0.31202(15) 0.11834(8) 0.0302(5) Uani d . 1 . .
H H33 1.1508 0.2854 0.1441 0.036 Uiso calc R 1 . .
C C34 1.29018(18) 0.39354(16) 0.13428(9) 0.0343(5) Uani d . 1 . .
H H34 1.3165 0.4211 0.1707 0.041 Uiso calc R 1 . .
C C35 1.35007(18) 0.43495(16) 0.09718(9) 0.0336(5) Uani d . 1 . .
C C36 1.31099(18) 0.39416(15) 0.04412(9) 0.0323(5) Uani d . 1 . .
H H36 1.3506 0.4228 0.0185 0.039 Uiso calc R 1 . .
C C37 1.21429(17) 0.31176(15) 0.02854(9) 0.0293(5) Uani d . 1 . .
H H37 1.1890 0.2839 -0.0079 0.035 Uiso calc R 1 . .
O O38 1.44719(12) 0.51479(11) 0.11023(6) 0.0423(4) Uani d . 1 . .
H H38 1.4559 0.5406 0.1424 0.064 Uiso calc R 1 . .
C C39 0.69269(17) 0.09163(15) -0.12792(8) 0.0289(5) Uani d . 1 . .
C C40 0.75866(18) 0.11138(15) -0.16746(8) 0.0317(5) Uani d . 1 . .
H H40 0.8240 0.1037 -0.1656 0.038 Uiso calc R 1 . .
C C41 0.73102(18) 0.14171(15) -0.20897(9) 0.0323(5) Uani d . 1 . .
H H41 0.7762 0.1531 -0.2358 0.039 Uiso calc R 1 . .
C C42 0.63652(18) 0.15566(15) -0.21169(8) 0.0310(5) Uani d . 1 . .
C C43 0.57107(18) 0.13768(15) -0.17246(9) 0.0334(5) Uani d . 1 . .
H H43 0.5067 0.1470 -0.1739 0.040 Uiso calc R 1 . .
C C44 0.59911(18) 0.10612(15) -0.13109(9) 0.0322(5) Uani d . 1 . .
H H44 0.5535 0.0942 -0.1045 0.039 Uiso calc R 1 . .
O O45 0.60583(13) 0.18700(12) -0.25092(6) 0.0392(4) Uani d . 1 . .
H H45 0.6496 0.1928 -0.2730 0.059 Uiso calc R 1 . .
C C46 0.43552(17) -0.30437(15) -0.02774(8) 0.0298(5) Uani d . 1 . .
C C47 0.34242(18) -0.28926(17) -0.02427(9) 0.0355(5) Uani d . 1 . .
H H47 0.3502 -0.2265 -0.0119 0.043 Uiso calc R 1 . .
C C48 0.23823(18) -0.36421(16) -0.03863(9) 0.0383(6) Uani d . 1 . .
H H48 0.1755 -0.3527 -0.0357 0.046 Uiso calc R 1 . .
C C49 0.22627(18) -0.45629(16) -0.05729(9) 0.0370(6) Uani d . 1 . .
C C50 0.31747(19) -0.47270(17) -0.06056(9) 0.0375(6) Uani d . 1 . .
H H50 0.3094 -0.5356 -0.0728 0.045 Uiso calc R 1 . .
C C51 0.42128(18) -0.39741(16) -0.04595(9) 0.0345(5) Uani d . 1 . .
H H51 0.4837 -0.4095 -0.0484 0.041 Uiso calc R 1 . .
O O52 0.12573(13) -0.53295(11) -0.07239(7) 0.0489(5) Uani d . 1 . .
H H52 0.0765 -0.5146 -0.0685 0.073 Uiso calc R 1 . .
C C53 0.68522(17) -0.19749(14) 0.53673(8) 0.0274(5) Uani d . 1 . .
C C54 0.65216(17) -0.25367(15) 0.57406(8) 0.0302(5) Uani d . 1 . .
H H54 0.6684 -0.3051 0.5763 0.036 Uiso calc R 1 . .
C C55 0.59317(17) -0.22092(15) 0.60609(8) 0.0291(5) Uani d . 1 . .
H H55 0.5618 -0.2454 0.6346 0.035 Uiso calc R 1 . .
C C56 0.58649(17) -0.14332(14) 0.58941(8) 0.0261(5) Uani d . 1 . .
C C57 0.52688(17) -0.09328(14) 0.60857(8) 0.0257(5) Uani d . 1 . .
C C58 0.52863(16) -0.01452(14) 0.59219(8) 0.0244(5) Uani d . 1 . .
C C59 0.45810(17) 0.03071(15) 0.60819(8) 0.0274(5) Uani d . 1 . .
H H59 0.4009 0.0099 0.6288 0.033 Uiso calc R 1 . .
C C60 0.48911(17) 0.10720(15) 0.58836(8) 0.0266(5) Uani d . 1 . .
H H60 0.4578 0.1507 0.5919 0.032 Uiso calc R 1 . .
C C61 0.57999(16) 0.11073(14) 0.56034(8) 0.0243(5) Uani d . 1 . .
C C62 0.64071(16) 0.18640(14) 0.53791(8) 0.0247(5) Uani d . 1 . .
C C63 0.71602(16) 0.18449(14) 0.50345(8) 0.0243(5) Uani d . 1 . .
C C64 0.78337(17) 0.25826(15) 0.48018(8) 0.0277(5) Uani d . 1 . .
H H64 0.7890 0.3208 0.4870 0.033 Uiso calc R 1 . .
C C65 0.83805(17) 0.22336(15) 0.44656(8) 0.0275(5) Uani d . 1 . .
H H65 0.8873 0.2571 0.4253 0.033 Uiso calc R 1 . .
C C66 0.80923(16) 0.12783(14) 0.44855(8) 0.0249(5) Uani d . 1 . .
C C67 0.84372(16) 0.06436(14) 0.41913(8) 0.0247(5) Uani d . 1 . .
C C68 0.82273(17) -0.02531(15) 0.42703(8) 0.0261(5) Uani d . 1 . .
C C69 0.85031(17) -0.09367(15) 0.39272(8) 0.0287(5) Uani d . 1 . .
H H69 0.8811 -0.0868 0.3612 0.034 Uiso calc R 1 . .
C C70 0.82414(17) -0.16784(15) 0.41412(8) 0.0297(5) Uani d . 1 . .
H H70 0.8332 -0.2235 0.4009 0.036 Uiso calc R 1 . .
C C71 0.77898(16) -0.14656(15) 0.46164(8) 0.0264(5) Uani d . 1 . .
C C72 0.74315(17) -0.20860(14) 0.49527(8) 0.0266(5) Uani d . 1 . .
N N73 0.64570(14) -0.13032(12) 0.54814(7) 0.0269(4) Uani d . 1 . .
H H73 0.6568 -0.0855 0.5314 0.032 Uiso calc PR 0.50 . .
N N74 0.59926(13) 0.03393(12) 0.56140(6) 0.0246(4) Uani d . 1 . .
H H74 0.6472 0.0188 0.5456 0.030 Uiso calc PR 0.50 . .
N N75 0.73667(13) 0.10787(12) 0.48453(6) 0.0250(4) Uani d . 1 . .
H H75 0.7078 0.0538 0.4940 0.030 Uiso calc PR 0.50 . .
N N76 0.77646(14) -0.06087(12) 0.46786(6) 0.0257(4) Uani d . 1 . .
H H76 0.7505 -0.0340 0.4929 0.031 Uiso calc PR 0.50 . .
C C77 0.45933(17) -0.12610(15) 0.65029(8) 0.0260(5) Uani d . 1 . .
C C78 0.38117(17) -0.21947(15) 0.64357(8) 0.0290(5) Uani d . 1 . .
H H78 0.3681 -0.2638 0.6109 0.035 Uiso calc R 1 . .
C C79 0.32181(18) -0.24938(16) 0.68347(9) 0.0322(5) Uani d . 1 . .
H H79 0.2688 -0.3135 0.6780 0.039 Uiso calc R 1 . .
C C80 0.34002(19) -0.18567(17) 0.73120(9) 0.0349(5) Uani d . 1 . .
C C81 0.41514(19) -0.09244(17) 0.73836(9) 0.0360(6) Uani d . 1 . .
H H81 0.4265 -0.0482 0.7708 0.043 Uiso calc R 1 . .
C C82 0.47429(18) -0.06275(16) 0.69866(8) 0.0314(5) Uani d . 1 . .
H H82 0.5260 0.0018 0.7043 0.038 Uiso calc R 1 . .
O O83 0.28428(15) -0.21110(12) 0.77211(7) 0.0502(5) Uani d . 1 . .
H H83 0.2482 -0.2704 0.7651 0.075 Uiso calc R 1 . .
C C84 0.62616(16) 0.27508(14) 0.55246(8) 0.0249(5) Uani d . 1 . .
C C85 0.64041(17) 0.32174(14) 0.60527(8) 0.0285(5) Uani d . 1 . .
H H85 0.6597 0.2967 0.6318 0.034 Uiso calc R 1 . .
C C86 0.62684(17) 0.40429(15) 0.61963(9) 0.0304(5) Uani d . 1 . .
H H86 0.6366 0.4348 0.6558 0.036 Uiso calc R 1 . .
C C87 0.59914(17) 0.44229(15) 0.58150(9) 0.0297(5) Uani d . 1 . .
C C88 0.58501(17) 0.39694(15) 0.52870(9) 0.0298(5) Uani d . 1 . .
H H88 0.5662 0.4224 0.5022 0.036 Uiso calc R 1 . .
C C89 0.59836(17) 0.31466(15) 0.51486(8) 0.0280(5) Uani d . 1 . .
H H89 0.5883 0.2842 0.4787 0.034 Uiso calc R 1 . .
O O90 0.58397(13) 0.52276(10) 0.59353(6) 0.0372(4) Uani d . 1 . .
H H90 0.5945 0.5437 0.6263 0.056 Uiso calc R 1 . .
C C91 0.90542(17) 0.09415(14) 0.37538(8) 0.0265(5) Uani d . 1 . .
C C92 0.85944(17) 0.11683(14) 0.33468(8) 0.0272(5) Uani d . 1 . .
H H92 0.7896 0.1162 0.3361 0.033 Uiso calc R 1 . .
C C93 0.91321(18) 0.14012(15) 0.29254(8) 0.0289(5) Uani d . 1 . .
H H93 0.8802 0.1551 0.2653 0.035 Uiso calc R 1 . .
C C94 1.01525(18) 0.14161(15) 0.28992(8) 0.0289(5) Uani d . 1 . .
C C95 1.06301(18) 0.12016(15) 0.33039(8) 0.0295(5) Uani d . 1 . .
H H95 1.1332 0.1214 0.3289 0.035 Uiso calc R 1 . .
C C96 1.00920(17) 0.09709(14) 0.37249(8) 0.0278(5) Uani d . 1 . .
H H96 1.0429 0.0830 0.3999 0.033 Uiso calc R 1 . .
O O97 1.07319(12) 0.16468(12) 0.24952(6) 0.0375(4) Uani d . 1 . .
H H97 1.0371 0.1767 0.2277 0.056 Uiso calc R 1 . .
C C98 0.76603(18) -0.29356(15) 0.48330(8) 0.0284(5) Uani d . 1 . .
C C99 0.87117(18) -0.28551(16) 0.49110(9) 0.0320(5) Uani d . 1 . .
H H99 0.9293 -0.2257 0.5083 0.038 Uiso calc R 1 . .
C C100 0.89357(19) -0.36270(16) 0.47434(9) 0.0354(5) Uani d . 1 . .
H H100 0.9660 -0.3559 0.4807 0.042 Uiso calc R 1 . .
C C101 0.80946(19) -0.44999(16) 0.44826(9) 0.0350(5) Uani d . 1 . .
C C102 0.70376(19) -0.45984(16) 0.44076(10) 0.0386(6) Uani d . 1 . .
H H102 0.6457 -0.5198 0.4237 0.046 Uiso calc R 1 . .
C C103 0.68254(19) -0.38250(16) 0.45813(9) 0.0362(6) Uani d . 1 . .
H H103 0.6096 -0.3901 0.4528 0.043 Uiso calc R 1 . .
O O104 0.82705(14) -0.52767(11) 0.42967(8) 0.0516(5) Uani d . 1 . .
H H104 0.8946 -0.5110 0.4308 0.077 Uiso calc R 1 . .
O O105 0.95763(14) 0.19200(12) 0.17650(6) 0.0401(4) Uani d . 1 . .
C C106 0.8681(2) 0.12415(19) 0.15637(9) 0.0390(6) Uani d . 1 . .
H H106 0.8509 0.0660 0.1660 0.047 Uiso calc R 1 . .
N N107 0.79474(17) 0.12642(15) 0.12250(8) 0.0410(5) Uani d . 1 . .
C C108 0.6892(2) 0.0453(2) 0.10305(12) 0.0579(8) Uani d . 1 . .
H H10A 0.6855 -0.0076 0.1175 0.087 Uiso calc R 1 . .
H H10B 0.6800 0.0262 0.0646 0.087 Uiso calc R 1 . .
H H10C 0.6309 0.0624 0.1140 0.087 Uiso calc R 1 . .
C C109 0.8147(2) 0.2122(2) 0.10593(11) 0.0535(7) Uani d . 1 . .
H H10D 0.7731 0.2429 0.1245 0.080 Uiso calc R 1 . .
H H10E 0.7916 0.1964 0.0679 0.080 Uiso calc R 1 . .
H H10F 0.8929 0.2556 0.1142 0.080 Uiso calc R 1 . .
O O110 0.74352(13) 0.21603(12) -0.32175(6) 0.0411(4) Uani d . 1 . .
C C111 0.77188(19) 0.15508(19) -0.34392(9) 0.0386(6) Uani d . 1 . .
H H111 0.7368 0.0938 -0.3373 0.046 Uiso calc R 1 . .
N N112 0.84610(16) 0.16795(15) -0.37567(8) 0.0425(5) Uani d . 1 . .
C C113 0.8782(2) 0.0934(2) -0.39607(11) 0.0623(8) Uani d . 1 . .
H H11A 0.8315 0.0357 -0.3855 0.094 Uiso calc R 1 . .
H H11B 0.9547 0.1138 -0.3819 0.094 Uiso calc R 1 . .
H H11C 0.8702 0.0804 -0.4345 0.094 Uiso calc R 1 . .
C C114 0.9056(2) 0.2592(2) -0.38730(10) 0.0571(8) Uani d . 1 . .
H H11D 0.8664 0.2980 -0.3782 0.086 Uiso calc R 1 . .
H H11E 0.9120 0.2500 -0.4249 0.086 Uiso calc R 1 . .
H H11F 0.9789 0.2914 -0.3667 0.086 Uiso calc R 1 . .
O O115 0.99135(15) -0.41564(12) 0.24325(8) 0.0568(5) Uani d . 1 . .
C C116 1.0740(2) -0.42251(19) 0.25599(10) 0.0478(7) Uani d . 1 . .
H H116 1.1280 -0.3712 0.2821 0.057 Uiso calc R 1 . .
N N117 1.09516(17) -0.49425(15) 0.23698(8) 0.0561(6) Uani d D 1 . .
C C118 1.0171(2) -0.57691(17) 0.19583(11) 0.0705(9) Uani d D 1 . .
H H11G 0.9464 -0.5746 0.1926 0.106 Uiso calc R 1 . .
H H11H 1.0077 -0.6356 0.2055 0.106 Uiso calc R 1 . .
H H11I 1.0455 -0.5754 0.1622 0.106 Uiso calc R 1 . .
C C119 1.2039(3) -0.4898(4) 0.25047(17) 0.135(2) Uani d D 1 . .
H H11J 1.2434 -0.4829 0.2201 0.203 Uiso calc R 1 . .
H H11K 1.1951 -0.5483 0.2601 0.203 Uiso calc R 1 . .
H H11L 1.2455 -0.4353 0.2802 0.203 Uiso calc R 1 . .
O O120 -0.02141(14) -0.46403(12) -0.05977(8) 0.0560(5) Uani d . 1 . .
C C121 -0.1209(2) -0.50605(17) -0.06123(10) 0.0438(6) Uani d . 1 . .
H H121 -0.1520 -0.4806 -0.0342 0.053 Uiso calc R 1 . .
N N122 -0.18868(16) -0.58286(13) -0.09657(8) 0.0404(5) Uani d . 1 . .
C C123 -0.1491(2) -0.62549(19) -0.13972(10) 0.0556(7) Uani d . 1 . .
H H12A -0.0734 -0.5820 -0.1413 0.083 Uiso calc R 1 . .
H H12B -0.1950 -0.6382 -0.1728 0.083 Uiso calc R 1 . .
H H12C -0.1520 -0.6852 -0.1343 0.083 Uiso calc R 1 . .
C C124 -0.3042(2) -0.62999(19) -0.09290(12) 0.0546(7) Uani d . 1 . .
H H12D -0.3212 -0.5928 -0.0631 0.082 Uiso calc R 1 . .
H H12E -0.3227 -0.6934 -0.0876 0.082 Uiso calc R 1 . .
H H12F -0.3470 -0.6356 -0.1255 0.082 Uiso calc R 1 . .
O O125 1.48787(15) 0.61304(13) 0.20928(7) 0.0564(5) Uani d . 1 . .
C C126 1.5524(2) 0.69725(19) 0.21336(10) 0.0439(6) Uani d . 1 . .
H H126 1.5701 0.7165 0.1817 0.053 Uiso calc R 1 . .
N N127 1.59827(15) 0.76199(14) 0.25778(7) 0.0397(5) Uani d . 1 . .
C C128 1.5648(3) 0.7395(2) 0.30642(10) 0.0647(8) Uani d . 1 . .
H H12G 1.5194 0.7708 0.3193 0.097 Uiso calc R 1 . .
H H12H 1.6297 0.7617 0.3325 0.097 Uiso calc R 1 . .
H H12I 1.5227 0.6706 0.3006 0.097 Uiso calc R 1 . .
C C129 1.6664(2) 0.86026(18) 0.25941(12) 0.0608(8) Uani d . 1 . .
H H12J 1.6817 0.8666 0.2239 0.091 Uiso calc R 1 . .
H H12K 1.7353 0.8825 0.2826 0.091 Uiso calc R 1 . .
H H12L 1.6284 0.8985 0.2728 0.091 Uiso calc R 1 . .
O O130 1.04601(15) -0.46155(13) 0.43644(9) 0.0664(6) Uani d . 1 . .
C C131 1.0999(2) -0.50711(17) 0.42820(11) 0.0458(6) Uani d . 1 . .
H H131 1.1621 -0.4893 0.4533 0.055 Uiso calc R 1 . .
N N132 1.07794(15) -0.57862(13) 0.38727(8) 0.0369(5) Uani d . 1 . .
C C133 1.1410(2) -0.63312(17) 0.38350(11) 0.0457(6) Uani d . 1 . .
H H13A 1.1996 -0.6053 0.4136 0.069 Uiso calc R 1 . .
H H13B 1.1730 -0.6318 0.3508 0.069 Uiso calc R 1 . .
H H13C 1.0930 -0.6989 0.3836 0.069 Uiso calc R 1 . .
C C134 0.9868(2) -0.60799(19) 0.34651(11) 0.0530(7) Uani d . 1 . .
H H13D 0.9232 -0.6612 0.3532 0.079 Uiso calc R 1 . .
H H13E 1.0067 -0.6278 0.3122 0.079 Uiso calc R 1 . .
H H13F 0.9689 -0.5548 0.3465 0.079 Uiso calc R 1 . .
O O135 0.61712(17) 0.60059(13) 0.69760(7) 0.0610(5) Uani d . 1 . .
C C136 0.6591(2) 0.68716(19) 0.71438(10) 0.0441(6) Uani d . 1 . .
H H136 0.7233 0.7230 0.7010 0.053 Uiso calc R 1 . .
N N137 0.62302(15) 0.73484(13) 0.74933(8) 0.0390(5) Uani d . 1 . .
C C138 0.6754(2) 0.83740(18) 0.76594(11) 0.0505(7) Uani d . 1 . .
H H13G 0.7409 0.8624 0.7491 0.076 Uiso calc R 1 . .
H H13H 0.6960 0.8574 0.8042 0.076 Uiso calc R 1 . .
H H13I 0.6246 0.8619 0.7558 0.076 Uiso calc R 1 . .
C C139 0.5257(3) 0.6852(2) 0.77182(15) 0.0878(12) Uani d . 1 . .
H H13J 0.4732 0.7109 0.7668 0.132 Uiso calc R 1 . .
H H13K 0.5456 0.6939 0.8095 0.132 Uiso calc R 1 . .
H H13L 0.4925 0.6174 0.7543 0.132 Uiso calc R 1 . .
O O40A 0.2034(4) -0.3981(3) 0.75012(18) 0.0729(12) Uani d PU 0.50 A 1
C C41A 0.2395(5) -0.4579(4) 0.7354(3) 0.0613(16) Uani d PU 0.50 A 1
H H41A 0.2460 -0.4583 0.6995 0.074 Uiso calc PR 0.50 A 1
N N42A 0.2709(4) -0.5165(4) 0.7436(2) 0.0734(15) Uani d PU 0.50 A 1
C C43A 0.3029(6) -0.5096(5) 0.8044(3) 0.081(2) Uani d PU 0.50 A 1
H H4AA 0.2961 -0.4556 0.8264 0.122 Uiso calc PR 0.50 A 1
H H4BA 0.3784 -0.5009 0.8105 0.122 Uiso calc PR 0.50 A 1
H H4CA 0.2536 -0.5683 0.8133 0.122 Uiso calc PR 0.50 A 1
C C44A 0.2756(5) -0.5958(4) 0.7091(3) 0.0707(18) Uani d PU 0.50 A 1
H H4DA 0.2482 -0.6007 0.6729 0.106 Uiso calc PR 0.50 A 1
H H4EA 0.2303 -0.6541 0.7195 0.106 Uiso calc PR 0.50 A 1
H H4FA 0.3515 -0.5869 0.7111 0.106 Uiso calc PR 0.50 A 1
O O40B 0.2392(4) -0.3898(3) 0.76925(19) 0.0637(13) Uani d PU 0.50 B 2
C C41B 0.2391(6) -0.4428(6) 0.7735(3) 0.075(2) Uani d PU 0.50 B 2
H H41B 0.2113 -0.4540 0.8053 0.091 Uiso calc PR 0.50 B 2
N N42B 0.2642(3) -0.5166(3) 0.75133(16) 0.0431(10) Uani d PU 0.50 B 2
C C43B 0.3041(6) -0.5623(5) 0.7771(3) 0.087(2) Uani d PU 0.50 B 2
H H4AB 0.3760 -0.5530 0.7674 0.130 Uiso calc PR 0.50 B 2
H H4BB 0.2542 -0.6303 0.7677 0.130 Uiso calc PR 0.50 B 2
H H4CB 0.3114 -0.5371 0.8151 0.130 Uiso calc PR 0.50 B 2
C C44B 0.2465(7) -0.5428(6) 0.6908(3) 0.096(2) Uani d PU 0.50 B 2
H H4DB 0.3174 -0.5258 0.6782 0.144 Uiso calc PR 0.50 B 2
H H4EB 0.2102 -0.5080 0.6780 0.144 Uiso calc PR 0.50 B 2
H H4FB 0.2006 -0.6112 0.6778 0.144 Uiso calc PR 0.50 B 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N21 C1 C20 . . 125.64(19) ?
N21 C1 C2 . . 106.53(19) ?
C20 C1 C2 . . 127.8(2) ?
C3 C2 C1 . . 108.18(19) ?
C3 C2 H2 . . 125.9 ?
C1 C2 H2 . . 125.9 ?
C2 C3 C4 . . 108.7(2) ?
C2 C3 H3 . . 125.7 ?
C4 C3 H3 . . 125.7 ?
N21 C4 C5 . . 126.60(19) ?
N21 C4 C3 . . 106.45(18) ?
C5 C4 C3 . . 126.9(2) ?
C6 C5 C4 . . 125.3(2) ?
C6 C5 C25 . . 118.72(18) ?
C4 C5 C25 . . 115.94(19) ?
N22 C6 C5 . . 126.13(19) ?
N22 C6 C7 . . 110.63(18) ?
C5 C6 C7 . . 123.21(19) ?
C8 C7 C6 . . 106.74(19) ?
C8 C7 H7 . . 126.6 ?
C6 C7 H7 . . 126.6 ?
C7 C8 C9 . . 106.58(19) ?
C7 C8 H8 . . 126.7 ?
C9 C8 H8 . . 126.7 ?
N22 C9 C10 . . 125.90(19) ?
N22 C9 C8 . . 110.27(18) ?
C10 C9 C8 . . 123.76(19) ?
C11 C10 C9 . . 123.66(19) ?
C11 C10 C32 . . 117.51(18) ?
C9 C10 C32 . . 118.82(19) ?
N23 C11 C10 . . 125.21(19) ?
N23 C11 C12 . . 106.73(18) ?
C10 C11 C12 . . 128.05(19) ?
C13 C12 C11 . . 108.48(19) ?
C13 C12 H12 . . 125.8 ?
C11 C12 H12 . . 125.8 ?
C12 C13 C14 . . 108.3(2) ?
C12 C13 H13 . . 125.9 ?
C14 C13 H13 . . 125.9 ?
N23 C14 C15 . . 126.49(19) ?
N23 C14 C13 . . 106.83(18) ?
C15 C14 C13 . . 126.7(2) ?
C16 C15 C14 . . 125.20(19) ?
C16 C15 C39 . . 118.66(18) ?
C14 C15 C39 . . 116.14(18) ?
N24 C16 C15 . . 125.78(19) ?
N24 C16 C17 . . 110.39(18) ?
C15 C16 C17 . . 123.78(19) ?
C18 C17 C16 . . 106.81(19) ?
C18 C17 H17 . . 126.6 ?
C16 C17 H17 . . 126.6 ?
C17 C18 C19 . . 106.62(19) ?
C17 C18 H18 . . 126.7 ?
C19 C18 H18 . . 126.7 ?
N24 C19 C20 . . 125.90(19) ?
N24 C19 C18 . . 110.68(18) ?
C20 C19 C18 . . 123.42(19) ?
C1 C20 C19 . . 124.18(19) ?
C1 C20 C46 . . 118.54(19) ?
C19 C20 C46 . . 117.28(19) ?
C4 N21 C1 . . 110.14(17) ?
C4 N21 H21 . . 124.9 ?
C1 N21 H21 . . 124.9 ?
C6 N22 C9 . . 105.65(16) ?
C6 N22 H22 . . 127.2 ?
C9 N22 H22 . . 127.2 ?
C14 N23 C11 . . 109.62(17) ?
C14 N23 H23 . . 125.2 ?
C11 N23 H23 . . 125.2 ?
C19 N24 C16 . . 105.46(17) ?
C19 N24 H24 . . 127.3 ?
C16 N24 H24 . . 127.3 ?
C30 C25 C26 . . 118.01(19) ?
C30 C25 C5 . . 120.48(19) ?
C26 C25 C5 . . 121.48(18) ?
C27 C26 C25 . . 121.14(19) ?
C27 C26 H26 . . 119.4 ?
C25 C26 H26 . . 119.4 ?
C26 C27 C28 . . 119.9(2) ?
C26 C27 H27 . . 120.1 ?
C28 C27 H27 . . 120.1 ?
O31 C28 C29 . . 117.71(19) ?
O31 C28 C27 . . 122.7(2) ?
C29 C28 C27 . . 119.6(2) ?
C30 C29 C28 . . 120.1(2) ?
C30 C29 H29 . . 120.0 ?
C28 C29 H29 . . 120.0 ?
C29 C30 C25 . . 121.3(2) ?
C29 C30 H30 . . 119.4 ?
C25 C30 H30 . . 119.4 ?
C28 O31 H31 . . 109.5 ?
C33 C32 C37 . . 117.59(19) ?
C33 C32 C10 . . 121.38(19) ?
C37 C32 C10 . . 121.03(19) ?
C34 C33 C32 . . 121.1(2) ?
C34 C33 H33 . . 119.4 ?
C32 C33 H33 . . 119.4 ?
C33 C34 C35 . . 120.2(2) ?
C33 C34 H34 . . 119.9 ?
C35 C34 H34 . . 119.9 ?
O38 C35 C36 . . 117.4(2) ?
O38 C35 C34 . . 123.1(2) ?
C36 C35 C34 . . 119.4(2) ?
C37 C36 C35 . . 120.0(2) ?
C37 C36 H36 . . 120.0 ?
C35 C36 H36 . . 120.0 ?
C36 C37 C32 . . 121.6(2) ?
C36 C37 H37 . . 119.2 ?
C32 C37 H37 . . 119.2 ?
C35 O38 H38 . . 109.5 ?
C44 C39 C40 . . 117.7(2) ?
C44 C39 C15 . . 121.6(2) ?
C40 C39 C15 . . 120.69(19) ?
C41 C40 C39 . . 121.6(2) ?
C41 C40 H40 . . 119.2 ?
C39 C40 H40 . . 119.2 ?
C40 C41 C42 . . 120.1(2) ?
C40 C41 H41 . . 120.0 ?
C42 C41 H41 . . 120.0 ?
O45 C42 C43 . . 117.9(2) ?
O45 C42 C41 . . 123.0(2) ?
C43 C42 C41 . . 119.1(2) ?
C42 C43 C44 . . 120.4(2) ?
C42 C43 H43 . . 119.8 ?
C44 C43 H43 . . 119.8 ?
C43 C44 C39 . . 121.2(2) ?
C43 C44 H44 . . 119.4 ?
C39 C44 H44 . . 119.4 ?
C42 O45 H45 . . 109.5 ?
C47 C46 C51 . . 117.9(2) ?
C47 C46 C20 . . 120.8(2) ?
C51 C46 C20 . . 121.2(2) ?
C48 C47 C46 . . 121.3(2) ?
C48 C47 H47 . . 119.3 ?
C46 C47 H47 . . 119.3 ?
C47 C48 C49 . . 119.6(2) ?
C47 C48 H48 . . 120.2 ?
C49 C48 H48 . . 120.2 ?
O52 C49 C50 . . 117.8(2) ?
O52 C49 C48 . . 122.3(2) ?
C50 C49 C48 . . 119.9(2) ?
C49 C50 C51 . . 120.1(2) ?
C49 C50 H50 . . 119.9 ?
C51 C50 H50 . . 119.9 ?
C50 C51 C46 . . 121.1(2) ?
C50 C51 H51 . . 119.4 ?
C46 C51 H51 . . 119.4 ?
C49 O52 H52 . . 109.5 ?
N73 C53 C72 . . 125.72(19) ?
N73 C53 C54 . . 106.64(18) ?
C72 C53 C54 . . 127.61(19) ?
C55 C54 C53 . . 108.24(19) ?
C55 C54 H54 . . 125.9 ?
C53 C54 H54 . . 125.9 ?
C54 C55 C56 . . 108.48(19) ?
C54 C55 H55 . . 125.8 ?
C56 C55 H55 . . 125.8 ?
N73 C56 C57 . . 125.92(19) ?
N73 C56 C55 . . 106.13(17) ?
C57 C56 C55 . . 127.85(19) ?
C58 C57 C56 . . 124.73(19) ?
C58 C57 C77 . . 118.64(18) ?
C56 C57 C77 . . 116.61(18) ?
N74 C58 C57 . . 125.77(18) ?
N74 C58 C59 . . 109.92(18) ?
C57 C58 C59 . . 124.23(19) ?
C60 C59 C58 . . 107.08(18) ?
C60 C59 H59 . . 126.5 ?
C58 C59 H59 . . 126.5 ?
C59 C60 C61 . . 106.61(19) ?
C59 C60 H60 . . 126.7 ?
C61 C60 H60 . . 126.7 ?
N74 C61 C62 . . 126.40(19) ?
N74 C61 C60 . . 110.42(18) ?
C62 C61 C60 . . 123.12(19) ?
C63 C62 C61 . . 124.12(19) ?
C63 C62 C84 . . 117.60(18) ?
C61 C62 C84 . . 118.27(18) ?
N75 C63 C62 . . 125.31(18) ?
N75 C63 C64 . . 106.59(17) ?
C62 C63 C64 . . 128.08(19) ?
C65 C64 C63 . . 108.12(19) ?
C65 C64 H64 . . 125.9 ?
C63 C64 H64 . . 125.9 ?
C64 C65 C66 . . 108.63(19) ?
C64 C65 H65 . . 125.7 ?
C66 C65 H65 . . 125.7 ?
N75 C66 C67 . . 125.91(19) ?
N75 C66 C65 . . 106.31(17) ?
C67 C66 C65 . . 127.75(19) ?
C66 C67 C68 . . 125.11(19) ?
C66 C67 C91 . . 117.07(18) ?
C68 C67 C91 . . 117.80(18) ?
N76 C68 C67 . . 125.91(18) ?
N76 C68 C69 . . 110.11(18) ?
C67 C68 C69 . . 123.96(19) ?
C70 C69 C68 . . 106.99(19) ?
C70 C69 H69 . . 126.5 ?
C68 C69 H69 . . 126.5 ?
C69 C70 C71 . . 106.57(19) ?
C69 C70 H70 . . 126.7 ?
C71 C70 H70 . . 126.7 ?
N76 C71 C72 . . 126.47(19) ?
N76 C71 C70 . . 110.63(18) ?
C72 C71 C70 . . 122.90(19) ?
C53 C72 C71 . . 124.49(19) ?
C53 C72 C98 . . 119.14(18) ?
C71 C72 C98 . . 116.32(18) ?
C56 N73 C53 . . 110.46(17) ?
C56 N73 H73 . . 124.8 ?
C53 N73 H73 . . 124.8 ?
C61 N74 C58 . . 105.82(16) ?
C61 N74 H74 . . 127.1 ?
C58 N74 H74 . . 127.1 ?
C63 N75 C66 . . 110.26(16) ?
C63 N75 H75 . . 124.9 ?
C66 N75 H75 . . 124.9 ?
C71 N76 C68 . . 105.63(16) ?
C71 N76 H76 . . 127.2 ?
C68 N76 H76 . . 127.2 ?
C78 C77 C82 . . 117.24(19) ?
C78 C77 C57 . . 122.41(18) ?
C82 C77 C57 . . 120.34(19) ?
C79 C78 C77 . . 121.6(2) ?
C79 C78 H78 . . 119.2 ?
C77 C78 H78 . . 119.2 ?
C80 C79 C78 . . 119.9(2) ?
C80 C79 H79 . . 120.1 ?
C78 C79 H79 . . 120.1 ?
O83 C80 C81 . . 117.9(2) ?
O83 C80 C79 . . 122.5(2) ?
C81 C80 C79 . . 119.6(2) ?
C80 C81 C82 . . 120.5(2) ?
C80 C81 H81 . . 119.8 ?
C82 C81 H81 . . 119.8 ?
C81 C82 C77 . . 121.2(2) ?
C81 C82 H82 . . 119.4 ?
C77 C82 H82 . . 119.4 ?
C80 O83 H83 . . 109.5 ?
C89 C84 C85 . . 117.46(19) ?
C89 C84 C62 . . 122.33(18) ?
C85 C84 C62 . . 120.21(18) ?
C86 C85 C84 . . 121.1(2) ?
C86 C85 H85 . . 119.5 ?
C84 C85 H85 . . 119.5 ?
C87 C86 C85 . . 120.4(2) ?
C87 C86 H86 . . 119.8 ?
C85 C86 H86 . . 119.8 ?
O90 C87 C86 . . 122.70(19) ?
O90 C87 C88 . . 117.99(19) ?
C86 C87 C88 . . 119.30(19) ?
C89 C88 C87 . . 119.8(2) ?
C89 C88 H88 . . 120.1 ?
C87 C88 H88 . . 120.1 ?
C88 C89 C84 . . 121.95(19) ?
C88 C89 H89 . . 119.0 ?
C84 C89 H89 . . 119.0 ?
C87 O90 H90 . . 109.5 ?
C92 C91 C96 . . 117.76(19) ?
C92 C91 C67 . . 120.77(18) ?
C96 C91 C67 . . 121.43(19) ?
C93 C92 C91 . . 121.6(2) ?
C93 C92 H92 . . 119.2 ?
C91 C92 H92 . . 119.2 ?
C92 C93 C94 . . 120.0(2) ?
C92 C93 H93 . . 120.0 ?
C94 C93 H93 . . 120.0 ?
O97 C94 C93 . . 123.0(2) ?
O97 C94 C95 . . 117.71(19) ?
C93 C94 C95 . . 119.31(19) ?
C96 C95 C94 . . 120.6(2) ?
C96 C95 H95 . . 119.7 ?
C94 C95 H95 . . 119.7 ?
C95 C96 C91 . . 120.8(2) ?
C95 C96 H96 . . 119.6 ?
C91 C96 H96 . . 119.6 ?
C94 O97 H97 . . 109.5 ?
C99 C98 C103 . . 117.73(19) ?
C99 C98 C72 . . 121.81(19) ?
C103 C98 C72 . . 120.06(19) ?
C98 C99 C100 . . 121.5(2) ?
C98 C99 H99 . . 119.2 ?
C100 C99 H99 . . 119.2 ?
C99 C100 C101 . . 119.6(2) ?
C99 C100 H100 . . 120.2 ?
C101 C100 H100 . . 120.2 ?
O104 C101 C102 . . 118.1(2) ?
O104 C101 C100 . . 122.2(2) ?
C102 C101 C100 . . 119.7(2) ?
C101 C102 C103 . . 120.0(2) ?
C101 C102 H102 . . 120.0 ?
C103 C102 H102 . . 120.0 ?
C102 C103 C98 . . 121.4(2) ?
C102 C103 H103 . . 119.3 ?
C98 C103 H103 . . 119.3 ?
C101 O104 H104 . . 109.5 ?
O105 C106 N107 . . 125.1(2) ?
O105 C106 H106 . . 117.4 ?
N107 C106 H106 . . 117.4 ?
C106 N107 C109 . . 120.8(2) ?
C106 N107 C108 . . 121.6(2) ?
C109 N107 C108 . . 117.4(2) ?
N107 C108 H10A . . 109.5 ?
N107 C108 H10B . . 109.5 ?
H10A C108 H10B . . 109.5 ?
N107 C108 H10C . . 109.5 ?
H10A C108 H10C . . 109.5 ?
H10B C108 H10C . . 109.5 ?
N107 C109 H10D . . 109.5 ?
N107 C109 H10E . . 109.5 ?
H10D C109 H10E . . 109.5 ?
N107 C109 H10F . . 109.5 ?
H10D C109 H10F . . 109.5 ?
H10E C109 H10F . . 109.5 ?
O110 C111 N112 . . 125.7(2) ?
O110 C111 H111 . . 117.1 ?
N112 C111 H111 . . 117.1 ?
C111 N112 C114 . . 121.3(2) ?
C111 N112 C113 . . 120.7(2) ?
C114 N112 C113 . . 117.8(2) ?
N112 C113 H11A . . 109.5 ?
N112 C113 H11B . . 109.5 ?
H11A C113 H11B . . 109.5 ?
N112 C113 H11C . . 109.5 ?
H11A C113 H11C . . 109.5 ?
H11B C113 H11C . . 109.5 ?
N112 C114 H11D . . 109.5 ?
N112 C114 H11E . . 109.5 ?
H11D C114 H11E . . 109.5 ?
N112 C114 H11F . . 109.5 ?
H11D C114 H11F . . 109.5 ?
H11E C114 H11F . . 109.5 ?
O115 C116 N117 . . 125.8(3) ?
O115 C116 H116 . . 117.1 ?
N117 C116 H116 . . 117.1 ?
C116 N117 C118 . . 121.3(2) ?
C116 N117 C119 . . 121.0(2) ?
C118 N117 C119 . . 117.2(3) ?
N117 C118 H11G . . 109.5 ?
N117 C118 H11H . . 109.5 ?
H11G C118 H11H . . 109.5 ?
N117 C118 H11I . . 109.5 ?
H11G C118 H11I . . 109.5 ?
H11H C118 H11I . . 109.5 ?
N117 C119 H11J . . 109.5 ?
N117 C119 H11K . . 109.5 ?
H11J C119 H11K . . 109.5 ?
N117 C119 H11L . . 109.5 ?
H11J C119 H11L . . 109.5 ?
H11K C119 H11L . . 109.5 ?
O120 C121 N122 . . 126.4(2) ?
O120 C121 H121 . . 116.8 ?
N122 C121 H121 . . 116.8 ?
C121 N122 C123 . . 120.7(2) ?
C121 N122 C124 . . 121.8(2) ?
C123 N122 C124 . . 117.4(2) ?
N122 C123 H12A . . 109.5 ?
N122 C123 H12B . . 109.5 ?
H12A C123 H12B . . 109.5 ?
N122 C123 H12C . . 109.5 ?
H12A C123 H12C . . 109.5 ?
H12B C123 H12C . . 109.5 ?
N122 C124 H12D . . 109.5 ?
N122 C124 H12E . . 109.5 ?
H12D C124 H12E . . 109.5 ?
N122 C124 H12F . . 109.5 ?
H12D C124 H12F . . 109.5 ?
H12E C124 H12F . . 109.5 ?
O125 C126 N127 . . 125.4(2) ?
O125 C126 H126 . . 117.3 ?
N127 C126 H126 . . 117.3 ?
C126 N127 C128 . . 119.5(2) ?
C126 N127 C129 . . 122.3(2) ?
C128 N127 C129 . . 117.2(2) ?
N127 C128 H12G . . 109.5 ?
N127 C128 H12H . . 109.5 ?
H12G C128 H12H . . 109.5 ?
N127 C128 H12I . . 109.5 ?
H12G C128 H12I . . 109.5 ?
H12H C128 H12I . . 109.5 ?
N127 C129 H12J . . 109.5 ?
N127 C129 H12K . . 109.5 ?
H12J C129 H12K . . 109.5 ?
N127 C129 H12L . . 109.5 ?
H12J C129 H12L . . 109.5 ?
H12K C129 H12L . . 109.5 ?
O130 C131 N132 . . 125.0(2) ?
O130 C131 H131 . . 117.5 ?
N132 C131 H131 . . 117.5 ?
C131 N132 C134 . . 120.8(2) ?
C131 N132 C133 . . 120.7(2) ?
C134 N132 C133 . . 118.4(2) ?
N132 C133 H13A . . 109.5 ?
N132 C133 H13B . . 109.5 ?
H13A C133 H13B . . 109.5 ?
N132 C133 H13C . . 109.5 ?
H13A C133 H13C . . 109.5 ?
H13B C133 H13C . . 109.5 ?
N132 C134 H13D . . 109.5 ?
N132 C134 H13E . . 109.5 ?
H13D C134 H13E . . 109.5 ?
N132 C134 H13F . . 109.5 ?
H13D C134 H13F . . 109.5 ?
H13E C134 H13F . . 109.5 ?
O135 C136 N137 . . 125.7(2) ?
O135 C136 H136 . . 117.1 ?
N137 C136 H136 . . 117.1 ?
C136 N137 C138 . . 122.4(2) ?
C136 N137 C139 . . 120.5(2) ?
C138 N137 C139 . . 117.1(2) ?
N137 C138 H13G . . 109.5 ?
N137 C138 H13H . . 109.5 ?
H13G C138 H13H . . 109.5 ?
N137 C138 H13I . . 109.5 ?
H13G C138 H13I . . 109.5 ?
H13H C138 H13I . . 109.5 ?
N137 C139 H13J . . 109.5 ?
N137 C139 H13K . . 109.5 ?
H13J C139 H13K . . 109.5 ?
N137 C139 H13L . . 109.5 ?
H13J C139 H13L . . 109.5 ?
H13K C139 H13L . . 109.5 ?
N42A C41A O40A . . 151.9(7) ?
N42A C41A H41A . . 104.0 ?
O40A C41A H41A . . 104.0 ?
C41A N42A C44A . . 131.9(7) ?
C41A N42A C43A . . 115.2(6) ?
C44A N42A C43A . . 112.6(5) ?
O40B C41B N42B . . 143.9(9) ?
O40B C41B H41B . . 108.1 ?
N42B C41B H41B . . 108.1 ?
C43B N42B C41B . . 126.8(6) ?
C43B N42B C44B . . 119.4(6) ?
C41B N42B C44B . . 113.8(6) ?
N42B C43B H4AB . . 109.5 ?
N42B C43B H4BB . . 109.5 ?
H4AB C43B H4BB . . 109.5 ?
N42B C43B H4CB . . 109.5 ?
H4AB C43B H4CB . . 109.5 ?
H4BB C43B H4CB . . 109.5 ?
N42B C44B H4DB . . 109.5 ?
N42B C44B H4EB . . 109.5 ?
H4DB C44B H4EB . . 109.5 ?
N42B C44B H4FB . . 109.5 ?
H4DB C44B H4FB . . 109.5 ?
H4EB C44B H4FB . . 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
C1 N21 . 1.386(3) ?
C1 C20 . 1.398(3) ?
C1 C2 . 1.427(3) ?
C2 C3 . 1.363(3) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.427(3) ?
C3 H3 . 0.9500 ?
C4 N21 . 1.378(3) ?
C4 C5 . 1.409(3) ?
C5 C6 . 1.408(3) ?
C5 C25 . 1.497(3) ?
C6 N22 . 1.362(3) ?
C6 C7 . 1.452(3) ?
C7 C8 . 1.344(3) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.455(3) ?
C8 H8 . 0.9500 ?
C9 N22 . 1.372(3) ?
C9 C10 . 1.408(3) ?
C10 C11 . 1.406(3) ?
C10 C32 . 1.493(3) ?
C11 N23 . 1.382(3) ?
C11 C12 . 1.416(3) ?
C12 C13 . 1.361(3) ?
C12 H12 . 0.9500 ?
C13 C14 . 1.420(3) ?
C13 H13 . 0.9500 ?
C14 N23 . 1.378(3) ?
C14 C15 . 1.409(3) ?
C15 C16 . 1.402(3) ?
C15 C39 . 1.495(3) ?
C16 N24 . 1.362(3) ?
C16 C17 . 1.453(3) ?
C17 C18 . 1.332(3) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.450(3) ?
C18 H18 . 0.9500 ?
C19 N24 . 1.362(3) ?
C19 C20 . 1.413(3) ?
C20 C46 . 1.495(3) ?
N21 H21 . 0.8800 ?
N22 H22 . 0.8800 ?
N23 H23 . 0.8800 ?
N24 H24 . 0.8800 ?
C25 C30 . 1.393(3) ?
C25 C26 . 1.396(3) ?
C26 C27 . 1.383(3) ?
C26 H26 . 0.9500 ?
C27 C28 . 1.393(3) ?
C27 H27 . 0.9500 ?
C28 O31 . 1.365(3) ?
C28 C29 . 1.386(3) ?
C29 C30 . 1.381(3) ?
C29 H29 . 0.9500 ?
C30 H30 . 0.9500 ?
O31 H31 . 0.8400 ?
C32 C33 . 1.394(3) ?
C32 C37 . 1.399(3) ?
C33 C34 . 1.388(3) ?
C33 H33 . 0.9500 ?
C34 C35 . 1.389(3) ?
C34 H34 . 0.9500 ?
C35 O38 . 1.364(3) ?
C35 C36 . 1.386(3) ?
C36 C37 . 1.383(3) ?
C36 H36 . 0.9500 ?
C37 H37 . 0.9500 ?
O38 H38 . 0.8400 ?
C39 C44 . 1.391(3) ?
C39 C40 . 1.400(3) ?
C40 C41 . 1.378(3) ?
C40 H40 . 0.9500 ?
C41 C42 . 1.398(3) ?
C41 H41 . 0.9500 ?
C42 O45 . 1.355(3) ?
C42 C43 . 1.386(3) ?
C43 C44 . 1.389(3) ?
C43 H43 . 0.9500 ?
C44 H44 . 0.9500 ?
O45 H45 . 0.8400 ?
C46 C47 . 1.391(3) ?
C46 C51 . 1.395(3) ?
C47 C48 . 1.390(3) ?
C47 H47 . 0.9500 ?
C48 C49 . 1.392(3) ?
C48 H48 . 0.9500 ?
C49 O52 . 1.371(3) ?
C49 C50 . 1.377(3) ?
C50 C51 . 1.389(3) ?
C50 H50 . 0.9500 ?
C51 H51 . 0.9500 ?
O52 H52 . 0.8400 ?
C53 N73 . 1.381(3) ?
C53 C72 . 1.397(3) ?
C53 C54 . 1.424(3) ?
C54 C55 . 1.365(3) ?
C54 H54 . 0.9500 ?
C55 C56 . 1.435(3) ?
C55 H55 . 0.9500 ?
C56 N73 . 1.376(3) ?
C56 C57 . 1.405(3) ?
C57 C58 . 1.405(3) ?
C57 C77 . 1.496(3) ?
C58 N74 . 1.369(3) ?
C58 C59 . 1.457(3) ?
C59 C60 . 1.339(3) ?
C59 H59 . 0.9500 ?
C60 C61 . 1.454(3) ?
C60 H60 . 0.9500 ?
C61 N74 . 1.367(3) ?
C61 C62 . 1.410(3) ?
C62 C63 . 1.403(3) ?
C62 C84 . 1.492(3) ?
C63 N75 . 1.374(3) ?
C63 C64 . 1.428(3) ?
C64 C65 . 1.361(3) ?
C64 H64 . 0.9500 ?
C65 C66 . 1.423(3) ?
C65 H65 . 0.9500 ?
C66 N75 . 1.382(3) ?
C66 C67 . 1.402(3) ?
C67 C68 . 1.403(3) ?
C67 C91 . 1.491(3) ?
C68 N76 . 1.369(3) ?
C68 C69 . 1.458(3) ?
C69 C70 . 1.337(3) ?
C69 H69 . 0.9500 ?
C70 C71 . 1.456(3) ?
C70 H70 . 0.9500 ?
C71 N76 . 1.364(3) ?
C71 C72 . 1.411(3) ?
C72 C98 . 1.497(3) ?
N73 H73 . 0.8800 ?
N74 H74 . 0.8800 ?
N75 H75 . 0.8800 ?
N76 H76 . 0.8800 ?
C77 C78 . 1.392(3) ?
C77 C82 . 1.401(3) ?
C78 C79 . 1.390(3) ?
C78 H78 . 0.9500 ?
C79 C80 . 1.383(3) ?
C79 H79 . 0.9500 ?
C80 O83 . 1.372(3) ?
C80 C81 . 1.376(3) ?
C81 C82 . 1.383(3) ?
C81 H81 . 0.9500 ?
C82 H82 . 0.9500 ?
O83 H83 . 0.8400 ?
C84 C89 . 1.394(3) ?
C84 C85 . 1.397(3) ?
C85 C86 . 1.391(3) ?
C85 H85 . 0.9500 ?
C86 C87 . 1.387(3) ?
C86 H86 . 0.9500 ?
C87 O90 . 1.367(2) ?
C87 C88 . 1.391(3) ?
C88 C89 . 1.384(3) ?
C88 H88 . 0.9500 ?
C89 H89 . 0.9500 ?
O90 H90 . 0.8400 ?
C91 C92 . 1.399(3) ?
C91 C96 . 1.401(3) ?
C92 C93 . 1.381(3) ?
C92 H92 . 0.9500 ?
C93 C94 . 1.385(3) ?
C93 H93 . 0.9500 ?
C94 O97 . 1.368(2) ?
C94 C95 . 1.395(3) ?
C95 C96 . 1.380(3) ?
C95 H95 . 0.9500 ?
C96 H96 . 0.9500 ?
O97 H97 . 0.8400 ?
C98 C99 . 1.385(3) ?
C98 C103 . 1.395(3) ?
C99 C100 . 1.387(3) ?
C99 H99 . 0.9500 ?
C100 C101 . 1.389(3) ?
C100 H100 . 0.9500 ?
C101 O104 . 1.363(3) ?
C101 C102 . 1.382(3) ?
C102 C103 . 1.382(3) ?
C102 H102 . 0.9500 ?
C103 H103 . 0.9500 ?
O104 H104 . 0.8400 ?
O105 C106 . 1.241(3) ?
C106 N107 . 1.326(3) ?
C106 H106 . 0.9500 ?
N107 C109 . 1.446(3) ?
N107 C108 . 1.452(3) ?
C108 H10A . 0.9800 ?
C108 H10B . 0.9800 ?
C108 H10C . 0.9800 ?
C109 H10D . 0.9800 ?
C109 H10E . 0.9800 ?
C109 H10F . 0.9800 ?
O110 C111 . 1.244(3) ?
C111 N112 . 1.314(3) ?
C111 H111 . 0.9500 ?
N112 C114 . 1.446(3) ?
N112 C113 . 1.450(3) ?
C113 H11A . 0.9800 ?
C113 H11B . 0.9800 ?
C113 H11C . 0.9800 ?
C114 H11D . 0.9800 ?
C114 H11E . 0.9800 ?
C114 H11F . 0.9800 ?
O115 C116 . 1.216(3) ?
C116 N117 . 1.308(3) ?
C116 H116 . 0.9500 ?
N117 C118 . 1.477(5) ?
N117 C119 . 1.478(5) ?
C118 H11G . 0.9800 ?
C118 H11H . 0.9800 ?
C118 H11I . 0.9800 ?
C119 H11J . 0.9800 ?
C119 H11K . 0.9800 ?
C119 H11L . 0.9800 ?
O120 C121 . 1.229(3) ?
C121 N122 . 1.315(3) ?
C121 H121 . 0.9500 ?
N122 C123 . 1.445(3) ?
N122 C124 . 1.449(3) ?
C123 H12A . 0.9800 ?
C123 H12B . 0.9800 ?
C123 H12C . 0.9800 ?
C124 H12D . 0.9800 ?
C124 H12E . 0.9800 ?
C124 H12F . 0.9800 ?
O125 C126 . 1.240(3) ?
C126 N127 . 1.313(3) ?
C126 H126 . 0.9500 ?
N127 C128 . 1.438(3) ?
N127 C129 . 1.442(3) ?
C128 H12G . 0.9800 ?
C128 H12H . 0.9800 ?
C128 H12I . 0.9800 ?
C129 H12J . 0.9800 ?
C129 H12K . 0.9800 ?
C129 H12L . 0.9800 ?
O130 C131 . 1.233(3) ?
C131 N132 . 1.318(3) ?
C131 H131 . 0.9500 ?
N132 C134 . 1.447(3) ?
N132 C133 . 1.454(3) ?
C133 H13A . 0.9800 ?
C133 H13B . 0.9800 ?
C133 H13C . 0.9800 ?
C134 H13D . 0.9800 ?
C134 H13E . 0.9800 ?
C134 H13F . 0.9800 ?
O135 C136 . 1.227(3) ?
C136 N137 . 1.318(3) ?
C136 H136 . 0.9500 ?
N137 C138 . 1.446(3) ?
N137 C139 . 1.453(3) ?
C138 H13G . 0.9800 ?
C138 H13H . 0.9800 ?
C138 H13I . 0.9800 ?
C139 H13J . 0.9800 ?
C139 H13K . 0.9800 ?
C139 H13L . 0.9800 ?
O40A C41A . 1.253(7) ?
C41A N42A . 1.234(7) ?
C41A H41A . 0.9500 ?
N42A C44A . 1.429(8) ?
N42A C43A . 1.605(9) ?
C43A H4AA . 0.9800 ?
C43A H4BA . 0.9800 ?
C43A H4CA . 0.9800 ?
C44A H4DA . 0.9800 ?
C44A H4EA . 0.9800 ?
C44A H4FA . 0.9800 ?
O40B C41B . 0.878(7) ?
C41B N42B . 1.389(9) ?
C41B H41B . 0.9500 ?
N42B C43B . 1.340(7) ?
N42B C44B . 1.538(8) ?
C43B H4AB . 0.9800 ?
C43B H4BB . 0.9800 ?
C43B H4CB . 0.9800 ?
C44B H4DB . 0.9800 ?
C44B H4EB . 0.9800 ?
C44B H4FB . 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
O31 H31 O115 . 0.84 1.80 2.6366(18) 177
O38 H38 O125 . 0.84 1.82 2.6491(17) 171
O45 H45 O110 . 0.84 1.83 2.6666(16) 174
O52 H52 O120 . 0.84 1.83 2.6686(18) 175
O83 H83 O40A . 0.84 1.82 2.642(4) 166
O83 H83 O40B . 0.84 1.89 2.647(4) 149
O90 H90 O135 . 0.84 1.86 2.6929(18) 174
O97 H97 O105 . 0.84 1.81 2.6467(16) 174
O104 H104 O130 . 0.84 1.86 2.6961(18) 174
