#------------------------------------------------------------------------------
#$Date: 2023-05-05 03:57:32 +0300 (Fri, 05 May 2023) $
#$Revision: 283154 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/82/1568202.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_1568202
loop_
_publ_author_name
'Alexander, Carlson'
'Thom, James A.'
'Kenwright, Alan M.'
'Christensen, Kirsten E.'
'Sørensen, Thomas Just'
'Faulkner, Stephen'
_publ_section_title
;
 Chelating chloride using binuclear lanthanide complexes in water.
;
_journal_issue                   5
_journal_name_full               'Chemical science'
_journal_page_first              1194
_journal_page_last               1204
_journal_paper_doi               10.1039/d2sc05417e
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C29 H52 N4 O6'
_chemical_formula_sum            'C29 H52 N4 O6'
_chemical_formula_weight         552.75
_chemical_melting_point          ?
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_creation_date             2022-06-29
_audit_creation_method           'CRYSTALS_ver_*****_build_8199 '
_audit_update_record
;
2022-08-17 deposited with the CCDC.	2022-12-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.085(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.8831(10)
_cell_length_b                   5.6524(4)
_cell_length_c                   43.780(2)
_cell_measurement_reflns_used    4744
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.74
_cell_measurement_theta_min      3.82
_cell_volume                     6388.8(6)
_computing_cell_refinement
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.079
_diffrn_reflns_av_sigmaI/netI    0.1380
_diffrn_reflns_av_unetI/netI     0.136
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_limit_l_min       -54
_diffrn_reflns_number            36069
_diffrn_reflns_theta_full        73.702
_diffrn_reflns_theta_max         77.581
_diffrn_reflns_theta_min         3.424
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.646
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_crystal_colour            clear_pale_colourless
_exptl_crystal_density_diffrn    1.149
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             2416
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.48
_refine_diff_density_min         -0.58
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9888
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         6615
_refine_ls_number_restraints     396
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0553
_refine_ls_shift/su_max          0.0053419
_refine_ls_shift/su_mean         0.0003739
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.05P)² + 8.82P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1556
_refine_ls_wR_factor_gt          0.1266
_refine_ls_wR_factor_ref         0.1556
_reflns_limit_h_max              32
_reflns_limit_h_min              -32
_reflns_limit_k_max              6
_reflns_limit_k_min              0
_reflns_limit_l_max              54
_reflns_limit_l_min              0
_reflns_number_gt                4480
_reflns_number_total             6615
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   3.49
_oxford_diffrn_Wilson_scale      0.42
_oxford_refine_ls_scale          1.497(8)
_oxford_structure_analysis_title 7654
_cod_data_source_file            d2sc05417e2.cif
_cod_data_source_block           pDO3A-tBuO3
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value 'not measured' was changed
to '?' -- the value is undefined or not given.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 1568201--1568207.cif.
;
_cod_original_sg_symbol_H-M      'I 2/a '
_cod_database_code               1568202
_oxford_refine_reflns_threshold_expression I>-10.0\s(I)
_refine_ls_r_factor_ref          0.0867
_reflns_number_all               6615
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z+1/2
-x+1/2,-y+1/2,-z+1/2
x+1/2,-y,z
-x+1/2,y,-z
x+1,-y+1/2,z+1/2
-x+1,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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.51017(6) 0.6122(3) 0.31907(4) 0.0298 1.0000 Uani . . . . . .
C2 C 0.46931(8) 0.5004(5) 0.29927(6) 0.0368 1.0000 Uani . . . . . .
C3 C 0.42095(8) 0.6549(5) 0.29556(5) 0.0381 1.0000 Uani . . . . . .
N4 N 0.39891(6) 0.6968(4) 0.32503(4) 0.0337 1.0000 Uani . . . . . .
C5 C 0.41460(8) 0.9276(5) 0.33856(5) 0.0355 1.0000 Uani . . . . . .
C6 C 0.40713(9) 0.9534(5) 0.37266(6) 0.0410 1.0000 Uani . . . . . .
N7 N 0.45348(7) 0.8920(4) 0.39240(5) 0.0374 1.0000 Uani . . . . . .
C8 C 0.47032(8) 0.6474(5) 0.38946(6) 0.0392 1.0000 Uani . . . . . .
C9 C 0.52756(9) 0.6065(6) 0.39989(6) 0.0446 1.0000 Uani . . . . . .
N10 N 0.56321(7) 0.7134(4) 0.37937(4) 0.0352 1.0000 Uani . . . . . .
C11 C 0.58405(8) 0.5480(5) 0.35787(6) 0.0370 1.0000 Uani . . . . . .
C12 C 0.54387(8) 0.4387(4) 0.33506(6) 0.0365 1.0000 Uani . . . . . .
C13 C 0.53782(8) 0.7939(4) 0.30339(5) 0.0323 1.0000 Uani . . . . . .
C14 C 0.57291(8) 0.7062(5) 0.28075(5) 0.0354 1.0000 Uani . . . . . .
C15 C 0.60116(9) 0.6283(5) 0.26301(6) 0.0426 1.0000 Uani . . . . . .
C16 C 0.34363(8) 0.6541(5) 0.32458(6) 0.0383 1.0000 Uani . . . . . .
C17 C 0.30878(8) 0.8351(5) 0.30784(5) 0.0343 1.0000 Uani . . . . . .
O18 O 0.32159(6) 0.9694(4) 0.28836(4) 0.0491 1.0000 Uani . . . . . .
O19 O 0.26132(5) 0.8202(3) 0.31769(4) 0.0388 1.0000 Uani . . . . . .
C20 C 0.21783(8) 0.9691(4) 0.30504(6) 0.0356 1.0000 Uani . . . . . .
C21 C 0.22912(11) 1.2261(5) 0.31072(8) 0.0533 1.0000 Uani . . . . . .
C22 C 0.17429(10) 0.8886(6) 0.32411(9) 0.0638 1.0000 Uani . . . . . .
C23 C 0.20572(10) 0.9112(6) 0.27200(7) 0.0578 1.0000 Uani . . . . . .
C24 C 0.44981(9) 0.9711(5) 0.42341(6) 0.0439 1.0000 Uani . . . . . .
C25 C 0.41340(9) 0.8330(5) 0.44286(6) 0.0403 1.0000 Uani . . . . . .
O26 O 0.37691(7) 0.7152(4) 0.43319(4) 0.0533 1.0000 Uani . . . . . .
O27 O 0.42830(6) 0.8627(3) 0.47245(4) 0.0400 1.0000 Uani . . . . . .
C28 C 0.40191(10) 0.7442(5) 0.49688(6) 0.0399 1.0000 Uani . . . . . .
C29 C 0.40464(12) 0.4784(5) 0.49330(7) 0.0547 1.0000 Uani . . . . . .
C30 C 0.43370(12) 0.8248(6) 0.52555(6) 0.0533 1.0000 Uani . . . . . .
C31 C 0.34647(10) 0.8327(6) 0.49708(7) 0.0508 1.0000 Uani . . . . . .
C32 C 0.60472(8) 0.8533(5) 0.39465(5) 0.0405 1.0000 Uani D . . . . .
C33 C 0.64685(8) 0.7062(7) 0.41190(10) 0.0446 0.804(16) Uani D . P 1 1 .
C133 C 0.6438(3) 0.726(3) 0.4162(3) 0.0446 0.196(16) Uani D . P 1 2 .
O134 O 0.6317(5) 0.605(5) 0.4370(5) 0.0781 0.196(16) Uani D . P 1 2 .
O34 O 0.63753(12) 0.5494(12) 0.42940(14) 0.0781 0.804(16) Uani D . P 1 1 .
O135 O 0.6919(3) 0.774(2) 0.4107(4) 0.0377 0.196(16) Uani D . P 1 2 .
O35 O 0.69373(8) 0.7614(6) 0.40461(10) 0.0377 0.804(16) Uani D . P 1 1 .
C136 C 0.7365(4) 0.623(3) 0.4211(3) 0.0455 0.196(16) Uani D . P 1 2 .
C36 C 0.74171(9) 0.6523(6) 0.41926(8) 0.0455 0.804(16) Uani D . P 1 1 .
C137 C 0.7192(8) 0.369(3) 0.4175(7) 0.0749 0.196(16) Uani D . P 1 2 .
C37 C 0.7395(3) 0.3891(7) 0.41231(15) 0.0749 0.804(16) Uani D . P 1 1 .
C38 C 0.78624(12) 0.7662(12) 0.40575(12) 0.0586 0.804(16) Uani D . P 1 1 .
C138 C 0.7797(6) 0.678(4) 0.4011(6) 0.0586 0.196(16) Uani D . P 1 2 .
C139 C 0.7511(9) 0.683(5) 0.4542(4) 0.0688 0.196(16) Uani D . P 1 2 .
C39 C 0.74228(19) 0.6993(12) 0.45362(10) 0.0688 0.804(16) Uani D . P 1 1 .
H21 H 0.4593 0.3521 0.3091 0.0438 1.0000 Uiso R . . . . .
H22 H 0.4818 0.4663 0.2793 0.0439 1.0000 Uiso R . . . . .
H31 H 0.4290 0.8052 0.2860 0.0456 1.0000 Uiso R . . . . .
H32 H 0.3955 0.5713 0.2824 0.0460 1.0000 Uiso R . . . . .
H51 H 0.4513 0.9490 0.3355 0.0423 1.0000 Uiso R . . . . .
H52 H 0.3945 1.0551 0.3276 0.0433 1.0000 Uiso R . . . . .
H61 H 0.3988 1.1230 0.3770 0.0494 1.0000 Uiso R . . . . .
H62 H 0.3776 0.8540 0.3783 0.0491 1.0000 Uiso R . . . . .
H81 H 0.4480 0.5469 0.4021 0.0468 1.0000 Uiso R . . . . .
H82 H 0.4645 0.5986 0.3674 0.0476 1.0000 Uiso R . . . . .
H91 H 0.5322 0.6775 0.4204 0.0528 1.0000 Uiso R . . . . .
H92 H 0.5341 0.4353 0.4012 0.0525 1.0000 Uiso R . . . . .
H111 H 0.6024 0.4184 0.3692 0.0445 1.0000 Uiso R . . . . .
H112 H 0.6100 0.6351 0.3463 0.0436 1.0000 Uiso R . . . . .
H121 H 0.5215 0.3319 0.3464 0.0442 1.0000 Uiso R . . . . .
H122 H 0.5623 0.3471 0.3200 0.0438 1.0000 Uiso R . . . . .
H131 H 0.5582 0.8836 0.3189 0.0395 1.0000 Uiso R . . . . .
H132 H 0.5128 0.8994 0.2930 0.0392 1.0000 Uiso R . . . . .
H161 H 0.3339 0.6474 0.3459 0.0459 1.0000 Uiso R . . . . .
H162 H 0.3360 0.5025 0.3151 0.0458 1.0000 Uiso R . . . . .
H211 H 0.1976 1.3157 0.3059 0.0795 1.0000 Uiso R . . . . .
H212 H 0.2396 1.2464 0.3322 0.0795 1.0000 Uiso R . . . . .
H213 H 0.2569 1.2793 0.2980 0.0804 1.0000 Uiso R . . . . .
H221 H 0.1431 0.9776 0.3165 0.0957 1.0000 Uiso R . . . . .
H222 H 0.1830 0.9202 0.3460 0.0969 1.0000 Uiso R . . . . .
H223 H 0.1684 0.7209 0.3200 0.0959 1.0000 Uiso R . . . . .
H233 H 0.1720 0.9784 0.2655 0.0866 1.0000 Uiso R . . . . .
H232 H 0.2321 0.9919 0.2602 0.0858 1.0000 Uiso R . . . . .
H231 H 0.2058 0.7389 0.2689 0.0879 1.0000 Uiso R . . . . .
H241 H 0.4850 0.9716 0.4339 0.0531 1.0000 Uiso R . . . . .
H242 H 0.4357 1.1335 0.4225 0.0523 1.0000 Uiso R . . . . .
H291 H 0.3906 0.4037 0.5106 0.0817 1.0000 Uiso R . . . . .
H292 H 0.4398 0.4324 0.4923 0.0816 1.0000 Uiso R . . . . .
H293 H 0.3849 0.4327 0.4747 0.0814 1.0000 Uiso R . . . . .
H303 H 0.4193 0.7537 0.5434 0.0798 1.0000 Uiso R . . . . .
H302 H 0.4693 0.7761 0.5243 0.0797 1.0000 Uiso R . . . . .
H301 H 0.4319 0.9958 0.5272 0.0791 1.0000 Uiso R . . . . .
H311 H 0.3316 0.7734 0.5149 0.0755 1.0000 Uiso R . . . . .
H312 H 0.3451 1.0032 0.4976 0.0756 1.0000 Uiso R . . . . .
H313 H 0.3257 0.7790 0.4793 0.0757 1.0000 Uiso R . . . . .
H321 H 0.5894 0.9585 0.4093 0.0487 0.804(16) Uiso R . P 1 1 .
H322 H 0.6205 0.9516 0.3794 0.0487 0.804(16) Uiso R . P 1 1 .
H323 H 0.5885 0.9739 0.4066 0.0489 0.196(16) Uiso R . P 1 2 .
H324 H 0.6235 0.9294 0.3789 0.0490 0.196(16) Uiso R . P 1 2 .
H1371 H 0.7460 0.2679 0.4264 0.1120 0.196(16) Uiso R . P 1 2 .
H1372 H 0.6880 0.3442 0.4278 0.1120 0.196(16) Uiso R . P 1 2 .
H1373 H 0.7130 0.3313 0.3961 0.1120 0.196(16) Uiso R . P 1 2 .
H371 H 0.7715 0.3199 0.4198 0.1116 0.804(16) Uiso R . P 1 1 .
H372 H 0.7116 0.3107 0.4215 0.1122 0.804(16) Uiso R . P 1 1 .
H373 H 0.7364 0.3681 0.3904 0.1114 0.804(16) Uiso R . P 1 1 .
H383 H 0.8189 0.6911 0.4128 0.0877 0.804(16) Uiso R . P 1 1 .
H382 H 0.7874 0.9307 0.4120 0.0872 0.804(16) Uiso R . P 1 1 .
H381 H 0.7806 0.7603 0.3838 0.0884 0.804(16) Uiso R . P 1 1 .
H1381 H 0.8122 0.5895 0.4102 0.0880 0.196(16) Uiso R . P 1 2 .
H1382 H 0.7851 0.8593 0.4018 0.0878 0.196(16) Uiso R . P 1 2 .
H1383 H 0.7681 0.6185 0.3795 0.0880 0.196(16) Uiso R . P 1 2 .
H1391 H 0.7814 0.5919 0.4610 0.1030 0.196(16) Uiso R . P 1 2 .
H1392 H 0.7591 0.8508 0.4558 0.1030 0.196(16) Uiso R . P 1 2 .
H1393 H 0.7223 0.6447 0.4664 0.1029 0.196(16) Uiso R . P 1 2 .
H391 H 0.7758 0.6499 0.4628 0.1027 0.804(16) Uiso R . P 1 1 .
H392 H 0.7380 0.8666 0.4571 0.1033 0.804(16) Uiso R . P 1 1 .
H393 H 0.7151 0.6133 0.4626 0.1025 0.804(16) Uiso R . P 1 1 .
H151 H 0.6229 0.5669 0.2487 0.0515 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . C12 . 112.12(19) yes
C2 . N1 . C13 . 112.66(19) yes
C12 . N1 . C13 . 113.86(16) yes
N1 . C2 . C3 . 111.64(19) yes
N1 . C2 . H21 . 108.1 no
C3 . C2 . H21 . 107.2 no
N1 . C2 . H22 . 110.2 no
C3 . C2 . H22 . 109.9 no
H21 . C2 . H22 . 109.7 no
C2 . C3 . N4 . 111.5(2) yes
C2 . C3 . H31 . 110.2 no
N4 . C3 . H31 . 110.2 no
C2 . C3 . H32 . 107.6 no
N4 . C3 . H32 . 108.2 no
H31 . C3 . H32 . 109.0 no
C3 . N4 . C5 . 112.50(19) yes
C3 . N4 . C16 . 114.00(18) yes
C5 . N4 . C16 . 113.27(19) yes
N4 . C5 . C6 . 115.3(2) yes
N4 . C5 . H51 . 107.3 no
C6 . C5 . H51 . 108.4 no
N4 . C5 . H52 . 109.1 no
C6 . C5 . H52 . 107.9 no
H51 . C5 . H52 . 108.9 no
C5 . C6 . N7 . 113.45(18) yes
C5 . C6 . H61 . 108.7 no
N7 . C6 . H61 . 107.0 no
C5 . C6 . H62 . 110.0 no
N7 . C6 . H62 . 109.3 no
H61 . C6 . H62 . 108.2 no
C6 . N7 . C8 . 114.1(2) yes
C6 . N7 . C24 . 112.1(2) yes
C8 . N7 . C24 . 114.7(2) yes
N7 . C8 . C9 . 113.9(2) yes
N7 . C8 . H81 . 107.5 no
C9 . C8 . H81 . 109.4 no
N7 . C8 . H82 . 108.7 no
C9 . C8 . H82 . 108.7 no
H81 . C8 . H82 . 108.7 no
C8 . C9 . N10 . 113.1(2) yes
C8 . C9 . H91 . 105.2 no
N10 . C9 . H91 . 110.6 no
C8 . C9 . H92 . 108.9 no
N10 . C9 . H92 . 109.2 no
H91 . C9 . H92 . 109.8 no
C9 . N10 . C11 . 114.2(2) yes
C9 . N10 . C32 . 114.74(19) yes
C11 . N10 . C32 . 110.49(17) yes
N10 . C11 . C12 . 114.67(17) yes
N10 . C11 . H111 . 109.7 no
C12 . C11 . H111 . 108.1 no
N10 . C11 . H112 . 107.7 no
C12 . C11 . H112 . 108.7 no
H111 . C11 . H112 . 107.7 no
C11 . C12 . N1 . 113.6(2) yes
C11 . C12 . H121 . 108.3 no
N1 . C12 . H121 . 107.4 no
C11 . C12 . H122 . 108.1 no
N1 . C12 . H122 . 109.5 no
H121 . C12 . H122 . 109.9 no
N1 . C13 . C14 . 115.3(2) yes
N1 . C13 . H131 . 107.4 no
C14 . C13 . H131 . 108.3 no
N1 . C13 . H132 . 108.7 no
C14 . C13 . H132 . 108.3 no
H131 . C13 . H132 . 108.6 no
C13 . C14 . C15 . 177.8(3) yes
C14 . C15 . H151 . 178.9 no
N4 . C16 . C17 . 116.5(2) yes
N4 . C16 . H161 . 108.2 no
C17 . C16 . H161 . 107.4 no
N4 . C16 . H162 . 109.0 no
C17 . C16 . H162 . 107.1 no
H161 . C16 . H162 . 108.3 no
C16 . C17 . O18 . 125.60(19) yes
C16 . C17 . O19 . 109.32(19) yes
O18 . C17 . O19 . 125.1(2) yes
C17 . O19 . C20 . 122.44(19) yes
O19 . C20 . C21 . 110.78(19) yes
O19 . C20 . C22 . 101.4(2) yes
C21 . C20 . C22 . 110.0(2) yes
O19 . C20 . C23 . 109.8(2) yes
C21 . C20 . C23 . 113.4(3) yes
C22 . C20 . C23 . 110.7(2) yes
C20 . C21 . H211 . 108.6 no
C20 . C21 . H212 . 108.3 no
H211 . C21 . H212 . 108.9 no
C20 . C21 . H213 . 110.1 no
H211 . C21 . H213 . 110.7 no
H212 . C21 . H213 . 110.3 no
C20 . C22 . H221 . 106.5 no
C20 . C22 . H222 . 110.6 no
H221 . C22 . H222 . 111.1 no
C20 . C22 . H223 . 107.5 no
H221 . C22 . H223 . 108.7 no
H222 . C22 . H223 . 112.2 no
C20 . C23 . H233 . 108.6 no
C20 . C23 . H232 . 107.3 no
H233 . C23 . H232 . 107.7 no
C20 . C23 . H231 . 110.4 no
H233 . C23 . H231 . 110.9 no
H232 . C23 . H231 . 111.9 no
N7 . C24 . C25 . 116.9(2) yes
N7 . C24 . H241 . 108.5 no
C25 . C24 . H241 . 109.1 no
N7 . C24 . H242 . 107.5 no
C25 . C24 . H242 . 104.8 no
H241 . C24 . H242 . 109.9 no
C24 . C25 . O26 . 125.7(2) yes
C24 . C25 . O27 . 109.2(2) yes
O26 . C25 . O27 . 125.0(2) yes
C25 . O27 . C28 . 122.07(19) yes
O27 . C28 . C29 . 110.5(2) yes
O27 . C28 . C30 . 102.2(2) yes
C29 . C28 . C30 . 110.9(2) yes
O27 . C28 . C31 . 110.0(2) yes
C29 . C28 . C31 . 112.2(2) yes
C30 . C28 . C31 . 110.6(2) yes
C28 . C29 . H291 . 109.4 no
C28 . C29 . H292 . 109.1 no
H291 . C29 . H292 . 109.6 no
C28 . C29 . H293 . 109.1 no
H291 . C29 . H293 . 109.9 no
H292 . C29 . H293 . 109.8 no
C28 . C30 . H303 . 108.9 no
C28 . C30 . H302 . 109.2 no
H303 . C30 . H302 . 110.4 no
C28 . C30 . H301 . 109.5 no
H303 . C30 . H301 . 109.1 no
H302 . C30 . H301 . 109.8 no
C28 . C31 . H311 . 109.0 no
C28 . C31 . H312 . 111.4 no
H311 . C31 . H312 . 108.3 no
C28 . C31 . H313 . 111.4 no
H311 . C31 . H313 . 108.4 no
H312 . C31 . H313 . 108.3 no
N10 . C32 . C33 . 114.1(2) yes
N10 . C32 . H321 . 108.1 no
C33 . C32 . H321 . 108.4 no
N10 . C32 . H322 . 108.9 no
C33 . C32 . H322 . 109.1 no
H321 . C32 . H322 . 108.1 no
N10 . C32 . C133 . 117.8(6) yes
N10 . C32 . H323 . 107.1 no
C133 . C32 . H323 . 107.1 no
N10 . C32 . H324 . 107.6 no
C133 . C32 . H324 . 107.9 no
H323 . C32 . H324 . 109.2 no
C32 . C33 . O34 . 123.05(5) yes
C32 . C33 . O35 . 112.93(5) yes
O34 . C33 . O35 . 123.95(5) yes
C32 . C133 . O134 . 123.03(6) yes
C32 . C133 . O135 . 112.92(6) yes
O134 . C133 . O135 . 123.94(6) yes
C133 . O135 . C136 . 123.54(6) yes
C33 . O35 . C36 . 123.55(5) yes
O135 . C136 . C137 . 107.45(5) yes
O135 . C136 . C138 . 107.40(5) yes
C137 . C136 . C138 . 111.43(5) yes
O135 . C136 . C139 . 107.44(5) yes
C137 . C136 . C139 . 111.43(5) yes
C138 . C136 . C139 . 111.43(5) yes
O35 . C36 . C37 . 107.53(5) yes
O35 . C36 . C38 . 107.25(5) yes
C37 . C36 . C38 . 111.42(5) yes
O35 . C36 . C39 . 107.53(5) yes
C37 . C36 . C39 . 111.45(5) yes
C38 . C36 . C39 . 111.41(5) yes
C136 . C137 . H1371 . 108.8 no
C136 . C137 . H1372 . 110.0 no
H1371 . C137 . H1372 . 109.5 no
C136 . C137 . H1373 . 109.6 no
H1371 . C137 . H1373 . 109.2 no
H1372 . C137 . H1373 . 109.7 no
C36 . C37 . H371 . 108.3 no
C36 . C37 . H372 . 112.7 no
H371 . C37 . H372 . 109.1 no
C36 . C37 . H373 . 108.6 no
H371 . C37 . H373 . 107.5 no
H372 . C37 . H373 . 110.5 no
C36 . C38 . H383 . 111.5 no
C36 . C38 . H382 . 108.3 no
H383 . C38 . H382 . 108.7 no
C36 . C38 . H381 . 108.5 no
H383 . C38 . H381 . 111.5 no
H382 . C38 . H381 . 108.3 no
C136 . C138 . H1381 . 107.3 no
C136 . C138 . H1382 . 107.1 no
H1381 . C138 . H1382 . 111.3 no
C136 . C138 . H1383 . 106.7 no
H1381 . C138 . H1383 . 112.0 no
H1382 . C138 . H1383 . 112.1 no
C136 . C139 . H1391 . 108.6 no
C136 . C139 . H1392 . 109.0 no
H1391 . C139 . H1392 . 109.5 no
C136 . C139 . H1393 . 109.1 no
H1391 . C139 . H1393 . 110.3 no
H1392 . C139 . H1393 . 110.3 no
C36 . C39 . H391 . 107.8 no
C36 . C39 . H392 . 109.4 no
H391 . C39 . H392 . 109.0 no
C36 . C39 . H393 . 111.0 no
H391 . C39 . H393 . 110.0 no
H392 . C39 . H393 . 109.6 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.463(3) yes
N1 . C12 . 1.458(3) yes
N1 . C13 . 1.452(3) yes
C2 . C3 . 1.525(3) yes
C2 . H21 . 0.985 no
C2 . H22 . 0.974 no
C3 . N4 . 1.466(3) yes
C3 . H31 . 0.977 no
C3 . H32 . 0.966 no
N4 . C5 . 1.478(3) yes
N4 . C16 . 1.450(2) yes
C5 . C6 . 1.526(3) yes
C5 . H51 . 0.976 no
C5 . H52 . 0.993 no
C6 . N7 . 1.469(3) yes
C6 . H61 . 1.003 no
C6 . H62 . 0.995 no
N7 . C8 . 1.458(3) yes
N7 . C24 . 1.439(3) yes
C8 . C9 . 1.537(3) yes
C8 . H81 . 1.004 no
C8 . H82 . 1.005 no
C9 . N10 . 1.463(3) yes
C9 . H91 . 0.983 no
C9 . H92 . 0.984 no
N10 . C11 . 1.457(3) yes
N10 . C32 . 1.458(3) yes
C11 . C12 . 1.521(3) yes
C11 . H111 . 0.987 no
C11 . H112 . 1.000 no
C12 . H121 . 0.993 no
C12 . H122 . 0.986 no
C13 . C14 . 1.477(3) yes
C13 . H131 . 0.973 no
C13 . H132 . 0.970 no
C14 . C15 . 1.189(3) yes
C15 . H151 . 0.937 no
C16 . C17 . 1.518(3) yes
C16 . H161 . 0.984 no
C16 . H162 . 0.966 no
C17 . O18 . 1.206(3) yes
C17 . O19 . 1.333(2) yes
O19 . C20 . 1.481(3) yes
C20 . C21 . 1.499(4) yes
C20 . C22 . 1.519(3) yes
C20 . C23 . 1.494(4) yes
C21 . H211 . 0.970 no
C21 . H212 . 0.968 no
C21 . H213 . 0.988 no
C22 . H221 . 0.988 no
C22 . H222 . 0.986 no
C22 . H223 . 0.975 no
C23 . H233 . 0.976 no
C23 . H232 . 0.996 no
C23 . H231 . 0.984 no
C24 . C25 . 1.528(3) yes
C24 . H241 . 0.991 no
C24 . H242 . 0.988 no
C25 . O26 . 1.208(3) yes
C25 . O27 . 1.336(3) yes
O27 . C28 . 1.471(3) yes
C28 . C29 . 1.513(4) yes
C28 . C30 . 1.521(4) yes
C28 . C31 . 1.520(4) yes
C29 . H291 . 0.959 no
C29 . H292 . 0.951 no
C29 . H293 . 0.967 no
C30 . H303 . 0.977 no
C30 . H302 . 0.967 no
C30 . H301 . 0.971 no
C31 . H311 . 0.956 no
C31 . H312 . 0.964 no
C31 . H313 . 0.963 no
C32 . C33 . 1.528(3) yes
C32 . H321 . 0.980 no
C32 . H322 . 0.980 no
C32 . C133 . 1.512(5) yes
C32 . H323 . 0.972 no
C32 . H324 . 0.973 no
C33 . O34 . 1.207(3) yes
C33 . O35 . 1.314(2) yes
C133 . O134 . 1.202(6) yes
C133 . O135 . 1.312(5) yes
O135 . C136 . 1.483(5) yes
O35 . C36 . 1.490(2) yes
C136 . C137 . 1.510(6) yes
C136 . C138 . 1.500(5) yes
C136 . C139 . 1.512(6) yes
C36 . C37 . 1.519(4) yes
C36 . C38 . 1.480(3) yes
C36 . C39 . 1.527(4) yes
C137 . H1371 . 0.959 no
C137 . H1372 . 0.961 no
C137 . H1373 . 0.962 no
C37 . H371 . 0.954 no
C37 . H372 . 0.961 no
C37 . H373 . 0.966 no
C38 . H383 . 0.976 no
C38 . H382 . 0.969 no
C38 . H381 . 0.963 no
C138 . H1381 . 1.033 no
C138 . H1382 . 1.036 no
C138 . H1383 . 1.031 no
C139 . H1391 . 0.969 no
C139 . H1392 . 0.971 no
C139 . H1393 . 0.973 no
C39 . H391 . 0.971 no
C39 . H392 . 0.965 no
C39 . H393 . 0.962 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C5 . H51 . N1 . 123 0.98 2.57 3.213(7) yes
C5 . H52 . O18 . 122 0.99 2.51 3.151(7) yes
C8 . H81 . O26 . 123 1.00 2.55 3.212(7) yes
C8 . H82 . N1 . 139 1.00 2.50 3.324(7) yes
C8 . H82 . N4 . 135 1.00 2.49 3.272(7) yes
C29 . H291 . O134 2_666 153 0.96 2.41 3.289(7) yes
C30 . H303 . O134 2_666 145 0.98 2.60 3.442(7) yes
C137 . H1372 . O134 . 127 0.96 2.13 2.814(7) yes
C137 . H1372 . O34 . 125 0.96 1.75 2.436(7) yes
C138 . H1381 . O26 5_565 166 1.03 2.56 3.568(7) yes
C139 . H393 . O134 . 128 1.10 2.36 3.159(7) yes
C139 . H393 . O34 . 123 1.10 2.42 3.152(7) yes
C15 . H151 . O18 8_545 172 0.94 2.31 3.241(7) yes
