#------------------------------------------------------------------------------
#$Date: 2021-08-31 12:40:42 +0300 (Tue, 31 Aug 2021) $
#$Revision: 268328 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/44/1564487.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_1564487
loop_
_publ_author_name
'Banti, C.N.'
'Ketikidis, I.'
'Hadjikakou, S.K.'
'Hatzidimitriou, A.G.'
'Grześkiewicz, A.M.'
'Kubicki, M.'
'Hadjiliadis, N.'
_publ_section_title
;
 Study of penicillin degradation mechanism upon interaction with silver(I)
 ions
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119683
_journal_paper_doi               10.1016/j.ica.2020.119683
_journal_volume                  509
_journal_year                    2020
_chemical_absolute_configuration .
_chemical_formula_moiety         'C11 H10 N2 O2'
_chemical_formula_sum            'C11 H10 N2 O2'
_chemical_formula_weight         202.21
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     .
_cell_angle_alpha                90
_cell_angle_beta                 106.6801(17)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   23.8266(4)
_cell_length_b                   11.62179(16)
_cell_length_c                   15.2014(2)
_cell_measurement_reflns_used    6456
_cell_measurement_temperature    130(1)
_cell_measurement_theta_max      75.3430
_cell_measurement_theta_min      4.1680
_cell_volume                     4032.26(11)
_computing_cell_refinement       'CrysAlisPro 1.171.38.34a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.34a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.34a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Mercury (MacRae et al., 2009)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXT-2013 (Sheldrick, 2013)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      130(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5357
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8700
_diffrn_reflns_point_group_measured_fraction_full 0.680
_diffrn_reflns_point_group_measured_fraction_max 0.651
_diffrn_reflns_theta_full        67.500
_diffrn_reflns_theta_max         75.325
_diffrn_reflns_theta_min         4.269
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.774
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55885
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.34a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_description       block
_exptl_crystal_F_000             1696
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         1.099
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Flack x determined using 1334 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         5426
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0532
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0946P)²+2.7188P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1417
_refine_ls_wR_factor_ref         0.1422
_reflns_Friedel_coverage         0.350
_reflns_Friedel_fraction_full    0.370
_reflns_Friedel_fraction_max     0.338
_reflns_number_gt                5367
_reflns_number_total             5426
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ICA-2020-509-119683.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               1564487
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1A O 0.56821(11) 0.3943(2) 0.22145(19) 0.0366(6) Uani 1 1 d . . . . .
C2A C 0.57827(14) 0.4754(3) 0.1628(2) 0.0334(7) Uani 1 1 d . . . . .
C21A C 0.59158(15) 0.4319(4) 0.0787(3) 0.0400(8) Uani 1 1 d . . . . .
H21F H 0.5753 0.4859 0.0273 0.048 Uiso 1 1 calc R U . . .
H21G H 0.5724 0.3564 0.0616 0.048 Uiso 1 1 calc R U . . .
C22A C 0.65704(15) 0.4192(3) 0.0933(2) 0.0322(7) Uani 1 1 d . . . . .
C23A C 0.68878(17) 0.5061(4) 0.0670(3) 0.0433(8) Uani 1 1 d . . . . .
H23A H 0.6695 0.5733 0.0377 0.052 Uiso 1 1 calc R U . . .
C24A C 0.74900(19) 0.4943(4) 0.0839(3) 0.0518(10) Uani 1 1 d . . . . .
H24A H 0.7709 0.5544 0.0670 0.062 Uiso 1 1 calc R U . . .
C25A C 0.77694(17) 0.3970(4) 0.1246(3) 0.0488(10) Uani 1 1 d . . . . .
H25A H 0.8180 0.3889 0.1346 0.059 Uiso 1 1 calc R U . . .
C26A C 0.74598(19) 0.3114(4) 0.1509(3) 0.0488(9) Uani 1 1 d . . . . .
H26A H 0.7657 0.2447 0.1805 0.059 Uiso 1 1 calc R U . . .
C27A C 0.68540(17) 0.3215(3) 0.1344(3) 0.0409(8) Uani 1 1 d . . . . .
H27A H 0.6638 0.2610 0.1515 0.049 Uiso 1 1 calc R U . . .
N3A N 0.57694(12) 0.5805(3) 0.1897(2) 0.0315(6) Uani 1 1 d . . . . .
C4A C 0.56540(14) 0.5721(3) 0.2755(2) 0.0323(7) Uani 1 1 d . . . . .
C41A C 0.56227(14) 0.6610(3) 0.3328(2) 0.0347(7) Uani 1 1 d . . . . .
H41C H 0.5543 0.6406 0.3886 0.042 Uiso 1 1 calc R U . . .
N42A N 0.56888(14) 0.7709(3) 0.3199(2) 0.0395(7) Uani 1 1 d . . . . .
H42C H 0.5763 0.7947 0.2695 0.047 Uiso 1 1 calc R U . . .
H42E H 0.5659 0.8210 0.3618 0.047 Uiso 1 1 calc R U . . .
C5A C 0.55963(14) 0.4550(3) 0.2966(3) 0.0345(7) Uani 1 1 d . . . . .
O5A O 0.54891(13) 0.4033(3) 0.3590(2) 0.0452(7) Uani 1 1 d . . . . .
O1B O 0.43116(11) -0.1118(2) 0.78515(17) 0.0312(5) Uani 1 1 d . . . . .
C2B C 0.41991(14) -0.0287(3) 0.8431(2) 0.0284(6) Uani 1 1 d . . . . .
C21B C 0.40382(14) -0.0724(3) 0.9247(2) 0.0311(7) Uani 1 1 d . . . . .
H21H H 0.4122 -0.0122 0.9727 0.037 Uiso 1 1 calc R U . . .
H21I H 0.4284 -0.1402 0.9498 0.037 Uiso 1 1 calc R U . . .
C22B C 0.33934(14) -0.1064(3) 0.9020(2) 0.0290(7) Uani 1 1 d . . . . .
C23B C 0.29620(16) -0.0333(3) 0.8511(3) 0.0387(8) Uani 1 1 d . . . . .
H23B H 0.3067 0.0387 0.8309 0.046 Uiso 1 1 calc R U . . .
C24B C 0.23718(17) -0.0657(4) 0.8295(3) 0.0490(10) Uani 1 1 d . . . . .
H24B H 0.2075 -0.0162 0.7939 0.059 Uiso 1 1 calc R U . . .
C25B C 0.22254(18) -0.1693(4) 0.8600(3) 0.0534(11) Uani 1 1 d . . . . .
H25B H 0.1825 -0.1914 0.8453 0.064 Uiso 1 1 calc R U . . .
C26B C 0.26509(19) -0.2416(4) 0.9117(3) 0.0465(9) Uani 1 1 d . . . . .
H26B H 0.2544 -0.3126 0.9333 0.056 Uiso 1 1 calc R U . . .
C27B C 0.32380(16) -0.2105(3) 0.9321(3) 0.0347(7) Uani 1 1 d . . . . .
H27B H 0.3533 -0.2610 0.9667 0.042 Uiso 1 1 calc R U . . .
N3B N 0.42322(12) 0.0756(2) 0.81769(19) 0.0278(6) Uani 1 1 d . . . . .
C4B C 0.43694(14) 0.0665(3) 0.7333(2) 0.0266(6) Uani 1 1 d . . . . .
C41B C 0.44133(13) 0.1556(3) 0.6763(2) 0.0288(7) Uani 1 1 d . . . . .
H41E H 0.4507 0.1359 0.6215 0.035 Uiso 1 1 calc R U . . .
N42B N 0.43386(13) 0.2657(2) 0.6902(2) 0.0318(6) Uani 1 1 d . . . . .
H42F H 0.4252 0.2880 0.7401 0.038 Uiso 1 1 calc R U . . .
H42G H 0.4376 0.3170 0.6497 0.038 Uiso 1 1 calc R U . . .
C5B C 0.44251(14) -0.0518(3) 0.7127(2) 0.0303(7) Uani 1 1 d . . . . .
O5B O 0.45416(12) -0.1038(2) 0.6499(2) 0.0412(6) Uani 1 1 d . . . . .
O1C O 0.57878(11) 0.8953(2) 0.61511(19) 0.0357(6) Uani 1 1 d . . . . .
C2C C 0.58285(14) 0.9712(3) 0.6870(2) 0.0299(7) Uani 1 1 d . . . . .
C21C C 0.59684(16) 0.9194(3) 0.7801(3) 0.0354(7) Uani 1 1 d . . . . .
H21J H 0.5726 0.8496 0.7775 0.043 Uiso 1 1 calc R U . . .
H21K H 0.5864 0.9748 0.8223 0.043 Uiso 1 1 calc R U . . .
C22C C 0.66135(16) 0.8870(3) 0.8183(2) 0.0329(7) Uani 1 1 d . . . . .
C23C C 0.70499(17) 0.9617(3) 0.8096(3) 0.0422(8) Uani 1 1 d . . . . .
H23C H 0.6948 1.0338 0.7798 0.051 Uiso 1 1 calc R U . . .
C24C C 0.76317(18) 0.9308(4) 0.8443(3) 0.0523(10) Uani 1 1 d . . . . .
H24C H 0.7930 0.9817 0.8379 0.063 Uiso 1 1 calc R U . . .
C25C C 0.77820(19) 0.8271(4) 0.8880(3) 0.0532(11) Uani 1 1 d . . . . .
H25C H 0.8183 0.8067 0.9123 0.064 Uiso 1 1 calc R U . . .
C26C C 0.73488(18) 0.7523(4) 0.8966(3) 0.0473(9) Uani 1 1 d . . . . .
H26C H 0.7452 0.6802 0.9262 0.057 Uiso 1 1 calc R U . . .
C27C C 0.67660(16) 0.7827(3) 0.8622(3) 0.0387(8) Uani 1 1 d . . . . .
H27C H 0.6469 0.7317 0.8688 0.046 Uiso 1 1 calc R U . . .
N3C N 0.57470(12) 1.0769(3) 0.6626(2) 0.0340(6) Uani 1 1 d . . . . .
C4C C 0.56374(15) 1.0764(4) 0.5656(3) 0.0384(8) Uani 1 1 d . . . . .
C41C C 0.55499(16) 1.1685(4) 0.5055(4) 0.0572(13) Uani 1 1 d . . . . .
H41F H 0.5477 1.1489 0.4425 0.069 Uiso 1 1 calc R U . . .
N42C N 0.5553(2) 1.2707(4) 0.5219(3) 0.0594(10) Uani 1 1 d . . . . .
H42A H 0.5618 1.2945 0.5789 0.071 Uiso 1 1 calc R U . . .
H42B H 0.5491 1.3210 0.4769 0.071 Uiso 1 1 calc R U . . .
C5C C 0.56636(16) 0.9618(4) 0.5361(3) 0.0408(9) Uani 1 1 d . . . . .
O5C O 0.55964(16) 0.9171(4) 0.4608(2) 0.0688(11) Uani 1 1 d . . . . .
O1D O 0.42300(10) 0.39498(19) 0.38730(17) 0.0287(5) Uani 1 1 d . . . . .
C2D C 0.41979(13) 0.4744(3) 0.3193(2) 0.0267(6) Uani 1 1 d . . . . .
C21D C 0.40790(15) 0.4281(3) 0.2239(2) 0.0307(7) Uani 1 1 d . . . . .
H21L H 0.4274 0.3526 0.2259 0.037 Uiso 1 1 calc R U . . .
H21M H 0.4244 0.4811 0.1868 0.037 Uiso 1 1 calc R U . . .
C22D C 0.34257(15) 0.4143(3) 0.1787(2) 0.0288(7) Uani 1 1 d . . . . .
C23D C 0.31107(16) 0.5006(3) 0.1222(3) 0.0398(8) Uani 1 1 d . . . . .
H23D H 0.3308 0.5672 0.1103 0.048 Uiso 1 1 calc R U . . .
C24D C 0.25123(18) 0.4900(4) 0.0832(3) 0.0483(9) Uani 1 1 d . . . . .
H24D H 0.2300 0.5497 0.0452 0.058 Uiso 1 1 calc R U . . .
C25D C 0.22218(17) 0.3928(4) 0.0995(3) 0.0496(10) Uani 1 1 d . . . . .
H25D H 0.1811 0.3855 0.0726 0.060 Uiso 1 1 calc R U . . .
C26D C 0.25312(18) 0.3066(4) 0.1549(3) 0.0463(9) Uani 1 1 d . . . . .
H26D H 0.2332 0.2398 0.1661 0.056 Uiso 1 1 calc R U . . .
C27D C 0.31338(17) 0.3166(3) 0.1946(3) 0.0400(8) Uani 1 1 d . . . . .
H27D H 0.3345 0.2567 0.2325 0.048 Uiso 1 1 calc R U . . .
N3D N 0.42599(12) 0.5799(2) 0.34620(19) 0.0264(5) Uani 1 1 d . . . . .
C4D C 0.43483(14) 0.5744(3) 0.4415(2) 0.0276(6) Uani 1 1 d . . . . .
C41D C 0.44306(14) 0.6632(3) 0.5029(2) 0.0309(7) Uani 1 1 d . . . . .
H41G H 0.4489 0.6430 0.5654 0.037 Uiso 1 1 calc R U . . .
N42D N 0.44381(15) 0.7739(3) 0.4846(2) 0.0373(7) Uani 1 1 d . . . . .
H42H H 0.4387 0.7970 0.4277 0.045 Uiso 1 1 calc R U . . .
H42I H 0.4495 0.8247 0.5292 0.045 Uiso 1 1 calc R U . . .
C5D C 0.43357(14) 0.4568(3) 0.4688(2) 0.0302(7) Uani 1 1 d . . . . .
O5D O 0.43944(12) 0.4083(2) 0.54186(19) 0.0418(6) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C2A O1A C5A 106.2(3) . .
N3A C2A O1A 114.9(3) . .
N3A C2A C21A 128.6(3) . .
O1A C2A C21A 116.5(3) . .
C2A C21A C22A 111.7(3) . .
C2A C21A H21F 109.3 . .
C22A C21A H21F 109.3 . .
C2A C21A H21G 109.3 . .
C22A C21A H21G 109.3 . .
H21F C21A H21G 107.9 . .
C27A C22A C23A 119.6(4) . .
C27A C22A C21A 119.8(3) . .
C23A C22A C21A 120.6(3) . .
C22A C23A C24A 119.6(4) . .
C22A C23A H23A 120.2 . .
C24A C23A H23A 120.2 . .
C25A C24A C23A 120.5(4) . .
C25A C24A H24A 119.7 . .
C23A C24A H24A 119.7 . .
C26A C25A C24A 120.1(4) . .
C26A C25A H25A 119.9 . .
C24A C25A H25A 119.9 . .
C25A C26A C27A 120.2(4) . .
C25A C26A H26A 119.9 . .
C27A C26A H26A 119.9 . .
C22A C27A C26A 119.9(4) . .
C22A C27A H27A 120.1 . .
C26A C27A H27A 120.1 . .
C2A N3A C4A 104.9(3) . .
C41A C4A N3A 126.6(3) . .
C41A C4A C5A 123.8(4) . .
N3A C4A C5A 109.5(3) . .
N42A C41A C4A 127.7(4) . .
N42A C41A H41C 116.1 . .
C4A C41A H41C 116.1 . .
C41A N42A H42C 120.0 . .
C41A N42A H42E 120.0 . .
H42C N42A H42E 120.0 . .
O5A C5A O1A 120.1(4) . .
O5A C5A C4A 135.4(4) . .
O1A C5A C4A 104.6(3) . .
C2B O1B C5B 105.7(3) . .
N3B C2B O1B 115.4(3) . .
N3B C2B C21B 128.8(3) . .
O1B C2B C21B 115.8(3) . .
C2B C21B C22B 112.5(3) . .
C2B C21B H21H 109.1 . .
C22B C21B H21H 109.1 . .
C2B C21B H21I 109.1 . .
C22B C21B H21I 109.1 . .
H21H C21B H21I 107.8 . .
C27B C22B C23B 119.7(3) . .
C27B C22B C21B 119.9(3) . .
C23B C22B C21B 120.4(3) . .
C22B C23B C24B 120.1(4) . .
C22B C23B H23B 120.0 . .
C24B C23B H23B 120.0 . .
C25B C24B C23B 119.5(4) . .
C25B C24B H24B 120.3 . .
C23B C24B H24B 120.3 . .
C24B C25B C26B 120.8(4) . .
C24B C25B H25B 119.6 . .
C26B C25B H25B 119.6 . .
C25B C26B C27B 119.9(4) . .
C25B C26B H26B 120.1 . .
C27B C26B H26B 120.1 . .
C22B C27B C26B 120.1(3) . .
C22B C27B H27B 120.0 . .
C26B C27B H27B 120.0 . .
C2B N3B C4B 104.6(3) . .
C41B C4B N3B 126.5(3) . .
C41B C4B C5B 124.1(3) . .
N3B C4B C5B 109.3(3) . .
N42B C41B C4B 126.4(3) . .
N42B C41B H41E 116.8 . .
C4B C41B H41E 116.8 . .
C41B N42B H42F 120.0 . .
C41B N42B H42G 120.0 . .
H42F N42B H42G 120.0 . .
O5B C5B O1B 120.5(3) . .
O5B C5B C4B 134.6(3) . .
O1B C5B C4B 104.9(3) . .
C5C O1C C2C 106.2(3) . .
N3C C2C O1C 114.3(3) . .
N3C C2C C21C 129.6(3) . .
O1C C2C C21C 116.1(3) . .
C2C C21C C22C 112.9(3) . .
C2C C21C H21J 109.0 . .
C22C C21C H21J 109.0 . .
C2C C21C H21K 109.0 . .
C22C C21C H21K 109.0 . .
H21J C21C H21K 107.8 . .
C27C C22C C23C 119.6(4) . .
C27C C22C C21C 119.8(3) . .
C23C C22C C21C 120.6(3) . .
C24C C23C C22C 119.8(4) . .
C24C C23C H23C 120.1 . .
C22C C23C H23C 120.1 . .
C25C C24C C23C 120.4(4) . .
C25C C24C H24C 119.8 . .
C23C C24C H24C 119.8 . .
C24C C25C C26C 119.9(4) . .
C24C C25C H25C 120.0 . .
C26C C25C H25C 120.0 . .
C27C C26C C25C 120.0(4) . .
C27C C26C H26C 120.0 . .
C25C C26C H26C 120.0 . .
C22C C27C C26C 120.3(4) . .
C22C C27C H27C 119.9 . .
C26C C27C H27C 119.9 . .
C2C N3C C4C 105.2(3) . .
C41C C4C C5C 122.1(4) . .
C41C C4C N3C 129.0(4) . .
C5C C4C N3C 108.8(3) . .
N42C C41C C4C 129.0(6) . .
N42C C41C H41F 115.5 . .
C4C C41C H41F 115.5 . .
C41C N42C H42A 120.0 . .
C41C N42C H42B 120.0 . .
H42A N42C H42B 120.0 . .
O5C C5C O1C 120.7(4) . .
O5C C5C C4C 133.7(4) . .
O1C C5C C4C 105.6(3) . .
C2D O1D C5D 106.3(3) . .
N3D C2D O1D 115.2(3) . .
N3D C2D C21D 128.5(3) . .
O1D C2D C21D 116.3(3) . .
C2D C21D C22D 111.1(3) . .
C2D C21D H21L 109.4 . .
C22D C21D H21L 109.4 . .
C2D C21D H21M 109.4 . .
C22D C21D H21M 109.4 . .
H21L C21D H21M 108.0 . .
C27D C22D C23D 119.2(3) . .
C27D C22D C21D 120.5(3) . .
C23D C22D C21D 120.3(3) . .
C24D C23D C22D 120.5(4) . .
C24D C23D H23D 119.8 . .
C22D C23D H23D 119.8 . .
C23D C24D C25D 120.2(4) . .
C23D C24D H24D 119.9 . .
C25D C24D H24D 119.9 . .
C26D C25D C24D 119.7(4) . .
C26D C25D H25D 120.1 . .
C24D C25D H25D 120.1 . .
C25D C26D C27D 120.5(4) . .
C25D C26D H26D 119.8 . .
C27D C26D H26D 119.8 . .
C22D C27D C26D 119.9(4) . .
C22D C27D H27D 120.0 . .
C26D C27D H27D 120.0 . .
C2D N3D C4D 104.7(3) . .
C41D C4D N3D 128.3(3) . .
C41D C4D C5D 122.2(3) . .
N3D C4D C5D 109.5(3) . .
N42D C41D C4D 126.9(3) . .
N42D C41D H41G 116.6 . .
C4D C41D H41G 116.6 . .
C41D N42D H42H 120.0 . .
C41D N42D H42I 120.0 . .
H42H N42D H42I 120.0 . .
O5D C5D O1D 121.2(3) . .
O5D C5D C4D 134.5(3) . .
O1D C5D C4D 104.3(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1A C2A 1.365(5) .
O1A C5A 1.406(5) .
C2A N3A 1.291(5) .
C2A C21A 1.491(5) .
C21A C22A 1.518(5) .
C21A H21F 0.9900 .
C21A H21G 0.9900 .
C22A C27A 1.376(5) .
C22A C23A 1.387(5) .
C23A C24A 1.390(6) .
C23A H23A 0.9500 .
C24A C25A 1.367(7) .
C24A H24A 0.9500 .
C25A C26A 1.365(7) .
C25A H25A 0.9500 .
C26A C27A 1.397(5) .
C26A H26A 0.9500 .
C27A H27A 0.9500 .
N3A C4A 1.411(5) .
C4A C41A 1.367(5) .
C4A C5A 1.414(5) .
C41A N42A 1.309(5) .
C41A H41C 0.9500 .
N42A H42C 0.8800 .
N42A H42E 0.8800 .
C5A O5A 1.211(5) .
O1B C2B 1.383(4) .
O1B C5B 1.394(4) .
C2B N3B 1.281(5) .
C2B C21B 1.490(4) .
C21B C22B 1.527(5) .
C21B H21H 0.9900 .
C21B H21I 0.9900 .
C22B C27B 1.382(5) .
C22B C23B 1.385(5) .
C23B C24B 1.400(5) .
C23B H23B 0.9500 .
C24B C25B 1.371(7) .
C24B H24B 0.9500 .
C25B C26B 1.376(7) .
C25B H25B 0.9500 .
C26B C27B 1.391(5) .
C26B H26B 0.9500 .
C27B H27B 0.9500 .
N3B C4B 1.416(4) .
C4B C41B 1.373(5) .
C4B C5B 1.425(5) .
C41B N42B 1.318(5) .
C41B H41E 0.9500 .
N42B H42F 0.8800 .
N42B H42G 0.8800 .
C5B O5B 1.227(4) .
O1C C5C 1.386(5) .
O1C C2C 1.385(4) .
C2C N3C 1.282(5) .
C2C C21C 1.484(5) .
C21C C22C 1.526(5) .
C21C H21J 0.9900 .
C21C H21K 0.9900 .
C22C C27C 1.381(5) .
C22C C23C 1.390(5) .
C23C C24C 1.382(6) .
C23C H23C 0.9500 .
C24C C25C 1.373(7) .
C24C H24C 0.9500 .
C25C C26C 1.384(6) .
C25C H25C 0.9500 .
C26C C27C 1.382(5) .
C26C H26C 0.9500 .
C27C H27C 0.9500 .
N3C C4C 1.423(5) .
C4C C41C 1.384(6) .
C4C C5C 1.412(6) .
C41C N42C 1.214(7) .
C41C H41F 0.9500 .
N42C H42A 0.8800 .
N42C H42B 0.8800 .
C5C O5C 1.225(6) .
O1D C2D 1.371(4) .
O1D C5D 1.392(4) .
C2D N3D 1.287(4) .
C2D C21D 1.497(5) .
C21D C22D 1.519(5) .
C21D H21L 0.9900 .
C21D H21M 0.9900 .
C22D C27D 1.388(5) .
C22D C23D 1.391(5) .
C23D C24D 1.384(5) .
C23D H23D 0.9500 .
C24D C25D 1.384(6) .
C24D H24D 0.9500 .
C25D C26D 1.379(7) .
C25D H25D 0.9500 .
C26D C27D 1.394(5) .
C26D H26D 0.9500 .
C27D H27D 0.9500 .
N3D C4D 1.404(4) .
C4D C41D 1.368(5) .
C4D C5D 1.432(5) .
C41D N42D 1.317(5) .
C41D H41G 0.9500 .
N42D H42H 0.8800 .
N42D H42I 0.8800 .
C5D O5D 1.217(4) .
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
C5A O1A C2A N3A -0.4(4) . . . .
C5A O1A C2A C21A 177.2(3) . . . .
N3A C2A C21A C22A 84.7(5) . . . .
O1A C2A C21A C22A -92.6(4) . . . .
C2A C21A C22A C27A 83.2(4) . . . .
C2A C21A C22A C23A -95.7(4) . . . .
C27A C22A C23A C24A -1.1(6) . . . .
C21A C22A C23A C24A 177.8(4) . . . .
C22A C23A C24A C25A 1.2(7) . . . .
C23A C24A C25A C26A -1.4(7) . . . .
C24A C25A C26A C27A 1.5(7) . . . .
C23A C22A C27A C26A 1.2(6) . . . .
C21A C22A C27A C26A -177.7(4) . . . .
C25A C26A C27A C22A -1.4(6) . . . .
O1A C2A N3A C4A 0.5(4) . . . .
C21A C2A N3A C4A -176.8(3) . . . .
C2A N3A C4A C41A 177.2(3) . . . .
C2A N3A C4A C5A -0.4(3) . . . .
N3A C4A C41A N42A 0.4(6) . . . .
C5A C4A C41A N42A 177.7(3) . . . .
C2A O1A C5A O5A 178.9(3) . . . .
C2A O1A C5A C4A 0.1(3) . . . .
C41A C4A C5A O5A 4.0(6) . . . .
N3A C4A C5A O5A -178.3(4) . . . .
C41A C4A C5A O1A -177.5(3) . . . .
N3A C4A C5A O1A 0.2(3) . . . .
C5B O1B C2B N3B -0.7(4) . . . .
C5B O1B C2B C21B 177.4(3) . . . .
N3B C2B C21B C22B 96.5(4) . . . .
O1B C2B C21B C22B -81.4(4) . . . .
C2B C21B C22B C27B 132.5(3) . . . .
C2B C21B C22B C23B -47.3(4) . . . .
C27B C22B C23B C24B -0.7(6) . . . .
C21B C22B C23B C24B 179.2(4) . . . .
C22B C23B C24B C25B 0.8(6) . . . .
C23B C24B C25B C26B 0.1(7) . . . .
C24B C25B C26B C27B -1.1(7) . . . .
C23B C22B C27B C26B -0.3(5) . . . .
C21B C22B C27B C26B 179.9(3) . . . .
C25B C26B C27B C22B 1.2(6) . . . .
O1B C2B N3B C4B 1.2(4) . . . .
C21B C2B N3B C4B -176.7(3) . . . .
C2B N3B C4B C41B 175.5(3) . . . .
C2B N3B C4B C5B -1.2(3) . . . .
N3B C4B C41B N42B 0.4(5) . . . .
C5B C4B C41B N42B 176.6(3) . . . .
C2B O1B C5B O5B 179.9(3) . . . .
C2B O1B C5B C4B -0.1(3) . . . .
C41B C4B C5B O5B 4.0(6) . . . .
N3B C4B C5B O5B -179.2(4) . . . .
C41B C4B C5B O1B -176.0(3) . . . .
N3B C4B C5B O1B 0.8(3) . . . .
C5C O1C C2C N3C -0.2(4) . . . .
C5C O1C C2C C21C -179.2(3) . . . .
N3C C2C C21C C22C -102.3(4) . . . .
O1C C2C C21C C22C 76.5(4) . . . .
C2C C21C C22C C27C -136.4(4) . . . .
C2C C21C C22C C23C 43.7(5) . . . .
C27C C22C C23C C24C 0.4(6) . . . .
C21C C22C C23C C24C -179.7(4) . . . .
C22C C23C C24C C25C -0.4(7) . . . .
C23C C24C C25C C26C 0.6(7) . . . .
C24C C25C C26C C27C -0.7(7) . . . .
C23C C22C C27C C26C -0.5(6) . . . .
C21C C22C C27C C26C 179.6(4) . . . .
C25C C26C C27C C22C 0.6(6) . . . .
O1C C2C N3C C4C 0.2(4) . . . .
C21C C2C N3C C4C 179.0(3) . . . .
C2C N3C C4C C41C -176.5(4) . . . .
C2C N3C C4C C5C -0.1(4) . . . .
C5C C4C C41C N42C -175.1(4) . . . .
N3C C4C C41C N42C 0.9(7) . . . .
C2C O1C C5C O5C -179.2(4) . . . .
C2C O1C C5C C4C 0.1(4) . . . .
C41C C4C C5C O5C -4.1(7) . . . .
N3C C4C C5C O5C 179.2(4) . . . .
C41C C4C C5C O1C 176.7(3) . . . .
N3C C4C C5C O1C 0.0(4) . . . .
C5D O1D C2D N3D -1.1(4) . . . .
C5D O1D C2D C21D -179.4(3) . . . .
N3D C2D C21D C22D -92.3(4) . . . .
O1D C2D C21D C22D 85.8(3) . . . .
C2D C21D C22D C27D -83.4(4) . . . .
C2D C21D C22D C23D 95.5(4) . . . .
C27D C22D C23D C24D 0.9(6) . . . .
C21D C22D C23D C24D -178.0(4) . . . .
C22D C23D C24D C25D -0.6(7) . . . .
C23D C24D C25D C26D 0.2(7) . . . .
C24D C25D C26D C27D 0.0(7) . . . .
C23D C22D C27D C26D -0.7(5) . . . .
C21D C22D C27D C26D 178.1(3) . . . .
C25D C26D C27D C22D 0.3(6) . . . .
O1D C2D N3D C4D 0.5(4) . . . .
C21D C2D N3D C4D 178.6(3) . . . .
C2D N3D C4D C41D -179.2(3) . . . .
C2D N3D C4D C5D 0.2(3) . . . .
N3D C4D C41D N42D 0.7(6) . . . .
C5D C4D C41D N42D -178.6(3) . . . .
C2D O1D C5D O5D -178.9(3) . . . .
C2D O1D C5D C4D 1.1(3) . . . .
C41D C4D C5D O5D -1.4(6) . . . .
N3D C4D C5D O5D 179.2(4) . . . .
C41D C4D C5D O1D 178.6(3) . . . .
N3D C4D C5D O1D -0.8(3) . . . .
