#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/55/1515511.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_1515511
loop_
_publ_author_name
'Serpell, Christopher J.'
'Cookson, James'
'Thompson, Amber L.'
'Beer, Paul D.'
_publ_section_title
;
 A dual-functional tetrakis-imidazolium macrocycle for supramolecular
 assembly
;
_journal_issue                   3
_journal_name_full               'Chemical Science'
_journal_page_first              494
_journal_paper_doi               10.1039/c0sc00511h
_journal_volume                  2
_journal_year                    2011
_chemical_formula_moiety
'C40 H36 N8, C4.40 H10.28 N1.47 O1.47, 4(H2 O), 4(Cl)'
_chemical_formula_sum            'C44.4 H54.28 Cl4 N9.47 O5.47'
_chemical_formula_weight         949.96
_space_group_IT_number           57
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2bc 2c'
_symmetry_space_group_name_H-M   'P c m b'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             09-05-04
_audit_creation_method           CRYSTALS_ver_12.86
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.19200(10)
_cell_length_b                   20.0159(3)
_cell_length_c                   24.1601(4)
_cell_measurement_reflns_used    6061
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     4928.71(12)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CRYSTALMAKER (CrystalMaker,2005)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.061
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            44344
_diffrn_reflns_theta_full        26.908
_diffrn_reflns_theta_max         27.457
_diffrn_reflns_theta_min         5.095
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.294
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1994.891
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.37
_refine_diff_density_min         -1.00
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9493
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         5736
_refine_ls_number_restraints     136
_refine_ls_R_factor_all          0.1013
_refine_ls_R_factor_gt           0.0679
_refine_ls_shift/su_max          0.004909
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
Method= Modified Sheldrick
w=1/[σ²(F²) + ( 0.13P)² + 5.67P]
,where P=(max(Fo²,0) + 2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2127
_refine_ls_wR_factor_gt          0.1932
_refine_ls_wR_factor_ref         0.2127
_reflns_limit_h_max              13
_reflns_limit_h_min              0
_reflns_limit_k_max              25
_reflns_limit_k_min              0
_reflns_limit_l_max              31
_reflns_limit_l_min              0
_reflns_number_gt                3825
_reflns_number_total             5738
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.29
_oxford_diffrn_Wilson_scale      29.64
_oxford_refine_ls_r_factor_ref   0.1013
_oxford_refine_ls_scale          0.194
_oxford_reflns_number_all        5736
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_structure_analysis_title 007CJS08
_cod_data_source_file            c0sc00511h.txt
_cod_data_source_block           1.Cl
_cod_depositor_comments
;
The following automatic conversions were performed:

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

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P c m b '
_cod_original_formula_sum        'C44.40 H54.28 Cl4 N9.47 O5.47'
_cod_database_code               1515511
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,y+1/2,-z+1/2
-x,-y+1/2,z+1/2
x,-y+1/2,z
-x,y+1/2,-z
-x,y,z+1/2
x,-y,-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_group
Cl1 Cl 1.08243(7) 0.56973(4) 0.55523(3) 0.0323 1.0000 Uani . . . .
Cl2 Cl 0.56640(7) 0.56017(4) 0.36457(3) 0.0345 1.0000 Uani . . . .
N3 N 0.3397(2) 0.58338(11) 0.09953(9) 0.0258 1.0000 Uani . . . .
C4 C 0.2903(3) 0.58505(14) 0.15519(11) 0.0278 1.0000 Uani . . . .
C5 C 0.1557(3) 0.58545(16) 0.16424(12) 0.0345 1.0000 Uani . . . .
C6 C 0.1088(3) 0.58600(17) 0.21808(12) 0.0363 1.0000 Uani . . . .
C7 C 0.1960(3) 0.58674(13) 0.26217(11) 0.0265 1.0000 Uani . . . .
N8 N 0.1471(2) 0.58762(11) 0.31793(9) 0.0258 1.0000 Uani . . . .
C9 C 0.0209(3) 0.59432(13) 0.33282(11) 0.0279 1.0000 Uani . . . .
N10 N 0.0134(2) 0.59228(11) 0.38758(9) 0.0261 1.0000 Uani . . . .
C11 C -0.1056(3) 0.60553(14) 0.42029(12) 0.0278 1.0000 Uani . . . .
C12 C -0.1216(3) 0.68057(14) 0.42596(11) 0.0270 1.0000 Uani . . . .
C13 C -0.1930(3) 0.71541(15) 0.38645(12) 0.0326 1.0000 Uani . . . .
C14 C -0.0563(3) 0.71525(15) 0.46700(13) 0.0389 1.0000 Uani . . . .
C15 C 0.1374(3) 0.58424(16) 0.40868(12) 0.0352 1.0000 Uani . . . .
C16 C 0.2219(3) 0.58052(17) 0.36588(11) 0.0368 1.0000 Uani . . . .
C17 C 0.3300(3) 0.58586(16) 0.25312(12) 0.0335 1.0000 Uani . . . .
C18 C 0.3768(3) 0.58455(16) 0.19938(12) 0.0339 1.0000 Uani . . . .
C19 C 0.2694(3) 0.56602(14) 0.05225(11) 0.0291 1.0000 Uani . . . .
C20 C 0.3550(3) 0.56938(14) 0.00965(12) 0.0296 1.0000 Uani . . . .
N21 N 0.4749(2) 0.58901(11) 0.03050(9) 0.0263 1.0000 Uani . . . .
C22 C 0.4638(3) 0.59749(14) 0.08491(11) 0.0280 1.0000 Uani . . . .
C23 C 0.5927(3) 0.60541(14) -0.00249(12) 0.0286 1.0000 Uani . . . .
C24 C 0.6044(3) 0.68059(14) -0.00766(11) 0.0273 1.0000 Uani . . . .
C25 C 0.6918(3) 0.71521(14) 0.02553(13) 0.0336 1.0000 Uani . . . .
C26 C 0.5230(3) 0.71543(15) -0.04293(13) 0.0398 1.0000 Uani . . . .
O27 O 0.7219(2) 0.42690(12) 0.34438(9) 0.0442 1.0000 Uani . . . .
O28 O 0.7693(2) 0.60212(15) 0.26669(10) 0.0584 1.0000 Uani . . . .
C29 C -0.2476(9) 0.750000(7) 0.1823(5) 0.0671 0.384(9) Uani DS TU P 3
N30 N -0.1175(9) 0.7500 0.1899(3) 0.0605 0.384(9) Uani DS TU P 3
C31 C -0.0363(11) 0.750000(7) 0.1458(3) 0.0622 0.384(9) Uani DS TU P 3
C32 C -0.0686(13) 0.750000(7) 0.2406(4) 0.0883 0.384(9) Uani DS TU P 3
O33 O 0.0515(16) 0.7500 0.2501(5) 0.1223 0.384(9) Uani DS TU P 3
C34 C 0.2069(13) 0.750000(7) 0.3658(4) 0.0517 0.291(9) Uani DS TU P 2
N35 N 0.2626(9) 0.7500 0.3152(4) 0.0527 0.291(9) Uani DS TU P 2
C36 C 0.3935(9) 0.750000(7) 0.3102(6) 0.0500 0.291(9) Uani DS TU P 2
C37 C 0.1867(12) 0.750000(7) 0.2696(4) 0.0523 0.291(9) Uani DS TU P 2
O38 O 0.0655(12) 0.7500 0.2716(6) 0.0676 0.291(9) Uani DS TU P 2
C39 C 0.517(3) 0.750000(7) 0.2884(9) 0.189(11) 0.413(18) Uiso DS U P 4
N40 N 0.5272(19) 0.7500 0.2331(9) 0.189(11) 0.413(18) Uiso DS U P 4
C41 C 0.6467(17) 0.750000(7) 0.2092(10) 0.189(11) 0.413(18) Uiso DS U P 4
C42 C 0.4192(17) 0.750000(7) 0.2017(11) 0.189(11) 0.413(18) Uiso DS U P 4
O43 O 0.423(2) 0.7500 0.1504(11) 0.189(11) 0.413(18) Uiso DS U P 4
C44 C 0.1109(8) 0.750000(7) 0.1168(5) 0.0625 0.380(8) Uani DS TU P 1
N45 N 0.2416(8) 0.7500 0.1111(3) 0.0679 0.380(8) Uani DS TU P 1
C46 C 0.2955(10) 0.750000(7) 0.0601(3) 0.0533 0.380(8) Uani DS TU P 1
C47 C 0.3204(11) 0.750000(7) 0.1569(4) 0.0759 0.380(8) Uani DS TU P 1
O48 O 0.4450(12) 0.7500 0.1540(5) 0.0837 0.380(8) Uani DS TU P 1
H51 H 0.0957 0.5845 0.1339 0.0436 1.0000 Uiso R . . .
H61 H 0.0137 0.5850 0.2242 0.0455 1.0000 Uiso R . . .
H91 H -0.0500 0.6013 0.3074 0.0368 1.0000 Uiso R . . .
H111 H -0.0934 0.5854 0.4574 0.0346 1.0000 Uiso R . . .
H112 H -0.1804 0.5848 0.4023 0.0355 1.0000 Uiso R . . .
H131 H -0.2407 0.6909 0.3597 0.0404 1.0000 Uiso R . . .
H141 H -0.0099 0.6902 0.4949 0.0499 1.0000 Uiso R . . .
H151 H 0.1584 0.5809 0.4467 0.0446 1.0000 Uiso R . . .
H161 H 0.3115 0.5730 0.3673 0.0465 1.0000 Uiso R . . .
H171 H 0.3899 0.5861 0.2823 0.0417 1.0000 Uiso R . . .
H181 H 0.4652 0.5839 0.1920 0.0396 1.0000 Uiso R . . .
H191 H 0.1790 0.5543 0.0503 0.0352 1.0000 Uiso R . . .
H201 H 0.3353 0.5597 -0.0285 0.0369 1.0000 Uiso R . . .
H221 H 0.5331 0.6106 0.1090 0.0357 1.0000 Uiso R . . .
H231 H 0.6679 0.5874 0.0176 0.0354 1.0000 Uiso R . . .
H232 H 0.5868 0.5826 -0.0387 0.0355 1.0000 Uiso R . . .
H251 H 0.7530 0.6909 0.0476 0.0415 1.0000 Uiso R . . .
H261 H 0.4661 0.6919 -0.0680 0.0478 1.0000 Uiso R . . .
H281 H 0.7085 0.5864 0.2938 0.0604 1.0000 Uiso R . . .
H282 H 0.7402 0.5923 0.2300 0.0609 1.0000 Uiso R . . .
H291 H -0.2683 0.7500 0.1440 0.0652 0.384(9) Uiso RS . P 3
H292 H -0.2836 0.7112 0.1992 0.0652 0.384(9) Uiso R . P 3
H311 H 0.0527 0.7500 0.1575 0.0660 0.384(9) Uiso RS . P 3
H312 H -0.0530 0.7112 0.1243 0.0660 0.384(9) Uiso R . P 3
H321 H -0.1261 0.7500 0.2715 0.0689 0.384(9) Uiso RS . P 3
H341 H 0.2744 0.7500 0.3929 0.0502 0.291(9) Uiso RS . P 2
H342 H 0.1541 0.7112 0.3702 0.0502 0.291(9) Uiso R . P 2
H361 H 0.4153 0.7500 0.2720 0.0500 0.291(9) Uiso RS . P 2
H362 H 0.4289 0.7112 0.3273 0.0500 0.291(9) Uiso R . P 2
H371 H 0.2269 0.7500 0.2341 0.0527 0.291(9) Uiso RS . P 2
H441 H 0.0921 0.7500 0.1553 0.0737 0.380(8) Uiso RS . P 1
H442 H 0.0742 0.7112 0.1002 0.0737 0.380(8) Uiso R . P 1
H461 H 0.2259 0.7500 0.0340 0.0706 0.380(8) Uiso RS . P 1
H462 H 0.3480 0.7112 0.0550 0.0706 0.380(8) Uiso R . P 1
H471 H 0.2831 0.7500 0.1929 0.0754 0.380(8) Uiso RS . P 1
H271 H 0.6867 0.4712 0.3542 0.0500 1.0000 Uiso R . . .
H272 H 0.7839 0.4385 0.3715 0.0500 1.0000 Uiso R . . .
H391 H 0.4269 0.7500 0.2990 0.2138 0.413(18) Uiso RS . P 4
H392 H 0.5585 0.7112 0.3027 0.2138 0.413(18) Uiso R . P 4
H411 H 0.7134 0.7500 0.2367 0.2138 0.413(18) Uiso RS . P 4
H412 H 0.6552 0.7112 0.1868 0.2138 0.413(18) Uiso R . P 4
H421 H 0.3366 0.7500 0.2199 0.2138 0.413(18) Uiso RS . P 4
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 0.0033 0.0016 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 0.0061 0.0033 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'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 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_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 . N3 C19 . 126.4(2) yes
C4 . N3 C22 . 124.9(2) yes
C19 . N3 C22 . 108.8(2) yes
N3 . C4 C5 . 119.6(2) yes
N3 . C4 C18 . 119.9(2) yes
C5 . C4 C18 . 120.5(3) yes
C4 . C5 C6 . 119.2(3) yes
C4 . C5 H51 . 120.7 no
C6 . C5 H51 . 120.1 no
C5 . C6 C7 . 120.0(3) yes
C5 . C6 H61 . 118.8 no
C7 . C6 H61 . 121.1 no
C6 . C7 N8 . 119.9(2) yes
C6 . C7 C17 . 120.7(3) yes
N8 . C7 C17 . 119.4(2) yes
C7 . N8 C9 . 125.8(2) yes
C7 . N8 C16 . 126.0(2) yes
C9 . N8 C16 . 108.2(2) yes
N8 . C9 N10 . 108.6(2) yes
N8 . C9 H91 . 124.4 no
N10 . C9 H91 . 126.9 no
C9 . N10 C11 . 125.3(2) yes
C9 . N10 C15 . 108.8(2) yes
C11 . N10 C15 . 125.5(2) yes
N10 . C11 C12 . 108.4(2) yes
N10 . C11 H111 . 108.1 no
C12 . C11 H111 . 109.5 no
N10 . C11 H112 . 109.3 no
C12 . C11 H112 . 112.3 no
H111 . C11 H112 . 109.2 no
C11 . C12 C13 . 119.4(3) yes
C11 . C12 C14 . 120.7(3) yes
C13 . C12 C14 . 119.6(3) yes
C12 . C13 C13 5_565 120.15(17) yes
C12 . C13 H131 . 118.6 no
C13 5_565 C13 H131 . 121.3 no
C14 5_565 C14 C12 . 120.18(17) yes
C14 5_565 C14 H141 . 121.3 no
C12 . C14 H141 . 118.5 no
N10 . C15 C16 . 108.1(3) yes
N10 . C15 H151 . 125.2 no
C16 . C15 H151 . 126.7 no
N8 . C16 C15 . 106.4(3) yes
N8 . C16 H161 . 125.9 no
C15 . C16 H161 . 127.7 no
C7 . C17 C18 . 119.3(3) yes
C7 . C17 H171 . 121.8 no
C18 . C17 H171 . 119.0 no
C4 . C18 C17 . 120.3(3) yes
C4 . C18 H181 . 118.4 no
C17 . C18 H181 . 121.3 no
N3 . C19 C20 . 106.2(2) yes
N3 . C19 H191 . 126.9 no
C20 . C19 H191 . 126.8 no
C19 . C20 N21 . 108.0(2) yes
C19 . C20 H201 . 125.8 no
N21 . C20 H201 . 126.3 no
C20 . N21 C22 . 108.8(2) yes
C20 . N21 C23 . 125.9(2) yes
C22 . N21 C23 . 125.0(2) yes
N3 . C22 N21 . 108.2(2) yes
N3 . C22 H221 . 126.5 no
N21 . C22 H221 . 125.2 no
N21 . C23 C24 . 109.2(2) yes
N21 . C23 H231 . 106.7 no
C24 . C23 H231 . 110.3 no
N21 . C23 H232 . 108.9 no
C24 . C23 H232 . 113.0 no
H231 . C23 H232 . 108.5 no
C23 . C24 C25 . 120.0(3) yes
C23 . C24 C26 . 120.4(3) yes
C25 . C24 C26 . 119.5(3) yes
C25 5_565 C25 C24 . 120.02(17) yes
C25 5_565 C25 H251 . 120.7 no
C24 . C25 H251 . 119.3 no
C26 5_565 C26 C24 . 120.38(17) yes
C26 5_565 C26 H261 . 119.3 no
C24 . C26 H261 . 120.3 no
H271 . O27 H272 . 81.6 no
H281 . O28 H282 . 111.5 no
H292 5_565 C29 N30 . 108.9 no
H292 5_565 C29 H291 . 109.5 no
N30 . C29 H291 . 110.6 no
H292 5_565 C29 H292 . 109.5 no
N30 . C29 H292 . 108.9 no
H291 . C29 H292 . 109.5 no
C29 . N30 C31 . 120.00(8) yes
C29 . N30 C32 . 120.00(8) yes
C31 . N30 C32 . 120.00(8) yes
H312 5_565 C31 N30 . 108.9 no
H312 5_565 C31 H311 . 109.5 no
N30 . C31 H311 . 110.6 no
H312 5_565 C31 H312 . 109.5 no
N30 . C31 H312 . 108.9 no
H311 . C31 H312 . 109.5 no
N30 . C32 O33 . 122.78(10) yes
N30 . C32 H321 . 119.8 no
O33 . C32 H321 . 117.4 no
H342 5_565 C34 N35 . 109.9 no
H342 5_565 C34 H341 . 109.5 no
N35 . C34 H341 . 108.7 no
H342 5_565 C34 H342 . 109.5 no
N35 . C34 H342 . 109.9 no
H341 . C34 H342 . 109.5 no
C34 . N35 C36 . 120.04(8) yes
C34 . N35 C37 . 120.00(8) yes
C36 . N35 C37 . 119.96(8) yes
H362 5_565 C36 N35 . 109.9 no
H362 5_565 C36 H361 . 109.5 no
N35 . C36 H361 . 108.7 no
H362 5_565 C36 H362 . 109.5 no
N35 . C36 H362 . 109.9 no
H361 . C36 H362 . 109.5 no
N35 . C37 O38 . 122.88(10) yes
N35 . C37 H371 . 119.4 no
O38 . C37 H371 . 117.7 no
H392 5_565 C39 N40 . 109.1 no
H392 5_565 C39 H391 . 109.5 no
N40 . C39 H391 . 110.3 no
H392 5_565 C39 H392 . 109.5 no
N40 . C39 H392 . 109.1 no
H391 . C39 H392 . 109.5 no
C39 . N40 C41 . 120.01(8) yes
C39 . N40 C42 . 120.01(8) yes
C41 . N40 C42 . 119.98(8) yes
H412 5_565 C41 N40 . 109.0 no
H412 5_565 C41 H411 . 109.5 no
N40 . C41 H411 . 110.3 no
H412 5_565 C41 H412 . 109.5 no
N40 . C41 H412 . 109.0 no
H411 . C41 H412 . 109.5 no
N40 . C42 O43 . 122.77(10) yes
N40 . C42 H421 . 117.8 no
O43 . C42 H421 . 119.4 no
H442 5_565 C44 N45 . 110.4 no
H442 5_565 C44 H441 . 109.5 no
N45 . C44 H441 . 107.6 no
H442 5_565 C44 H442 . 109.5 no
N45 . C44 H442 . 110.4 no
H441 . C44 H442 . 109.5 no
C44 . N45 C46 . 120.01(8) yes
C44 . N45 C47 . 119.99(8) yes
C46 . N45 C47 . 120.00(8) yes
H462 5_565 C46 N45 . 110.4 no
H462 5_565 C46 H461 . 109.5 no
N45 . C46 H461 . 107.6 no
H462 5_565 C46 H462 . 109.4 no
N45 . C46 H462 . 110.4 no
H461 . C46 H462 . 109.5 no
N45 . C47 O48 . 122.86(10) yes
N45 . C47 H471 . 120.5 no
O48 . C47 H471 . 116.7 no
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
N3 C4 . 1.436(3) yes
N3 C19 . 1.393(3) yes
N3 C22 . 1.343(3) yes
C4 C5 . 1.390(4) yes
C4 C18 . 1.385(4) yes
C5 C6 . 1.386(4) yes
C5 H51 . 0.955 no
C6 C7 . 1.387(4) yes
C6 H61 . 0.981 no
C7 N8 . 1.437(3) yes
C7 C17 . 1.384(4) yes
N8 C9 . 1.342(3) yes
N8 C16 . 1.394(3) yes
C9 N10 . 1.326(4) yes
C9 H91 . 0.958 no
N10 C11 . 1.471(3) yes
N10 C15 . 1.373(4) yes
C11 C12 . 1.517(4) yes
C11 H111 . 0.991 no
C11 H112 . 0.971 no
C12 C13 . 1.388(4) yes
C12 C14 . 1.381(4) yes
C13 C13 5_565 1.385(6) yes
C13 H131 . 0.946 no
C14 C14 5_565 1.391(6) yes
C14 H141 . 0.964 no
C15 C16 . 1.348(4) yes
C15 H151 . 0.945 no
C16 H161 . 0.926 no
C17 C18 . 1.383(4) yes
C17 H171 . 0.932 no
C18 H181 . 0.918 no
C19 C20 . 1.351(4) yes
C19 H191 . 0.952 no
C20 N21 . 1.378(4) yes
C20 H201 . 0.963 no
N21 C22 . 1.330(4) yes
N21 C23 . 1.479(3) yes
C22 H221 . 0.953 no
C23 C24 . 1.515(4) yes
C23 H231 . 0.976 no
C23 H232 . 0.989 no
C24 C25 . 1.385(4) yes
C24 C26 . 1.379(4) yes
C25 C25 5_565 1.393(6) yes
C25 H251 . 0.955 no
C26 C26 5_565 1.384(6) yes
C26 H261 . 0.961 no
O27 H271 . 0.985 no
O27 H272 . 0.939 no
O28 H281 . 0.955 no
O28 H282 . 0.954 no
C29 H292 5_565 0.950 no
C29 N30 . 1.33926(10) yes
C29 H291 . 0.950 no
C29 H292 . 0.950 no
N30 C31 . 1.34771(10) yes
N30 C32 . 1.322(8) yes
C31 H312 5_565 0.950 no
C31 H311 . 0.950 no
C31 H312 . 0.950 no
C32 O33 . 1.245(9) yes
C32 H321 . 0.950 no
C34 H342 5_565 0.950 no
C34 N35 . 1.34771(10) yes
C34 H341 . 0.950 no
C34 H342 . 0.950 no
N35 C36 . 1.33926(10) yes
N35 C37 . 1.345(9) yes
C36 H362 5_565 0.950 no
C36 H361 . 0.950 no
C36 H362 . 0.950 no
C37 O38 . 1.236(9) yes
C37 H371 . 0.950 no
C39 H392 5_565 0.950 no
C39 N40 . 1.33926(10) yes
C39 H391 . 0.950 no
C39 H392 . 0.950 no
N40 C41 . 1.34771(10) yes
N40 C42 . 1.338(9) yes
C41 H412 5_565 0.950 no
C41 H411 . 0.950 no
C41 H412 . 0.950 no
C42 O43 . 1.239(10) yes
C42 H421 . 0.950 no
C44 H442 5_565 0.950 no
C44 N45 . 1.33926(10) yes
C44 H441 . 0.950 no
C44 H442 . 0.950 no
N45 C46 . 1.34770(10) yes
N45 C47 . 1.367(8) yes
C46 H462 5_565 0.950 no
C46 H461 . 0.950 no
C46 H462 . 0.950 no
C47 O48 . 1.272(9) yes
C47 H471 . 0.950 no
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_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C9 H91 O28 1_455 165 0.96 2.09 3.025(7) yes
C22 H221 O27 8_565 144 0.95 2.35 3.175(7) yes
O28 H282 O27 8_565 168 0.95 1.85 2.788(7) yes
C44 H311 N30 . 145 1.15 1.90 2.922(7) yes
C44 H311 C32 . 179 1.15 2.36 3.506(7) yes
C44 H311 O33 . 149 1.15 2.24 3.277(7) yes
C31 H311 N45 . 133 0.95 2.23 2.955(7) yes
C39 H361 N35 . 125 1.11 1.87 2.670(7) yes
C39 H361 C37 . 160 1.11 2.33 3.394(7) yes
C36 H361 N40 . 143 0.95 1.48 2.308(7) yes
C36 H361 C42 . 168 0.95 1.70 2.636(7) yes
C37 H371 C42 . 137 0.95 2.11 2.883(7) yes
C37 H371 C47 . 178 0.95 2.10 3.046(7) yes
C44 H441 N30 . 123 0.95 2.29 2.922(7) yes
C44 H441 O33 . 179 0.95 2.33 3.277(7) yes
C46 H461 C14 4_564 164 0.95 2.47 3.389(7) yes
C46 H461 C14 7_554 164 0.95 2.47 3.389(7) yes
C47 H471 C37 . 176 0.95 2.10 3.046(7) yes
C39 H391 N35 . 177 0.95 1.72 2.670(7) yes
C39 H391 C37 . 148 0.95 2.55 3.394(7) yes
C41 H411 C32 1_655 138 0.95 2.22 2.999(7) yes
C42 H421 N35 . 136 0.95 2.42 3.173(7) yes
C42 H421 C37 . 169 0.95 1.94 2.883(7) yes
