#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/12/7151228.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_7151228
loop_
_publ_author_name
'Srimurugan, Sankareswaran'
'Viswanathan, Balasubramanian'
'Varadarajan, Thirukallam Kanthadai'
'Varghese, Babu'
_publ_section_title
;
 Synthesis and crystal structure of [2 + 2] calixsalens.
;
_journal_issue                   16
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3044
_journal_page_last               3047
_journal_paper_doi               10.1039/b604003a
_journal_volume                  4
_journal_year                    2006
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C40 H40 N4 O4'
_chemical_formula_sum            'C40 H40 N4 O4'
_chemical_formula_weight         640.76
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.0407(13)
_cell_length_b                   15.0369(16)
_cell_length_c                   22.816(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      20
_cell_volume                     3444.8(7)
_computing_cell_refinement       'cad4 system software'
_computing_data_collection       'cad4 system software'
_computing_data_reduction        'XCAD4 (WINGX)'
_computing_molecular_graphics    'ORTEP32 (WINGX)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (WINGX)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'cad4 diffractometer'
_diffrn_measurement_method       'omega twotheta'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0195
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3516
_diffrn_reflns_theta_full        67.96
_diffrn_reflns_theta_max         67.96
_diffrn_reflns_theta_min         3.52
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  '1 hour'
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.642
_exptl_absorpt_correction_T_max  0.9899
_exptl_absorpt_correction_T_min  0.8379
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351
Number of psi-scan sets used was 3
Theta correction was applied.
Averaged transmission function was used.
No Fourier smoothing was applied.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.118
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.4(3)
_refine_ls_extinction_coef       0.0067(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     450
_refine_ls_number_reflns         3516
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0349
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0620P)²+0.3677P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0945
_refine_ls_wR_factor_ref         0.1005
_reflns_number_gt                3051
_reflns_number_total             3516
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b604003a.txt
_cod_data_source_block           murugan3
_cod_original_cell_volume        3444.7(7)
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               7151228
_exptl_absorpt_factor_mur        0.000
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5735(2) 0.63598(16) -0.41751(9) 0.0432(5) Uani 1 1 d . . .
H1 H 0.4993 0.5958 -0.4265 0.052 Uiso 1 1 calc R . .
C2 C 0.6788(3) 0.62752(18) -0.46518(10) 0.0524(6) Uani 1 1 d . . .
H2A H 0.7551 0.6638 -0.4549 0.063 Uiso 1 1 calc R . .
H2B H 0.7083 0.5662 -0.4674 0.063 Uiso 1 1 calc R . .
C3 C 0.6269(3) 0.6562(2) -0.52465(11) 0.0607(7) Uani 1 1 d . . .
H3A H 0.5549 0.6171 -0.5365 0.073 Uiso 1 1 calc R . .
H3B H 0.6975 0.6515 -0.5535 0.073 Uiso 1 1 calc R . .
C4 C 0.5768(3) 0.7514(2) -0.52238(11) 0.0598(7) Uani 1 1 d . . .
H4A H 0.5383 0.7671 -0.5600 0.072 Uiso 1 1 calc R . .
H4B H 0.6511 0.7911 -0.5150 0.072 Uiso 1 1 calc R . .
C5 C 0.4727(3) 0.7631(2) -0.47446(10) 0.0533(6) Uani 1 1 d . . .
H5A H 0.3936 0.7297 -0.4849 0.064 Uiso 1 1 calc R . .
H5B H 0.4481 0.8254 -0.4722 0.064 Uiso 1 1 calc R . .
C6 C 0.5207(2) 0.73263(16) -0.41443(9) 0.0431(5) Uani 1 1 d . . .
H6 H 0.5913 0.7723 -0.4004 0.052 Uiso 1 1 calc R . .
C7 C 0.4247(2) 0.76510(17) -0.32260(11) 0.0465(5) Uani 1 1 d D . .
C8 C 0.3266(2) 0.75244(16) -0.27625(10) 0.0443(5) Uani 1 1 d . . .
C9 C 0.3534(2) 0.78106(16) -0.21957(10) 0.0467(5) Uani 1 1 d . . .
H9 H 0.4305 0.8138 -0.2129 0.056 Uiso 1 1 calc R . .
C10 C 0.2704(2) 0.76303(16) -0.17235(10) 0.0456(5) Uani 1 1 d . . .
C11 C 0.1570(3) 0.71251(19) -0.18448(11) 0.0530(6) Uani 1 1 d . . .
H11 H 0.0998 0.6980 -0.1539 0.064 Uiso 1 1 calc R . .
C12 C 0.1269(3) 0.68350(19) -0.24006(11) 0.0570(7) Uani 1 1 d . . .
H12 H 0.0500 0.6504 -0.2464 0.068 Uiso 1 1 calc R . .
C13 C 0.2100(2) 0.70306(17) -0.28661(10) 0.0481(6) Uani 1 1 d . . .
C14 C 0.3040(2) 0.79370(15) -0.11237(10) 0.0456(5) Uani 1 1 d . . .
C15 C 0.3838(3) 0.86864(16) -0.10363(11) 0.0538(6) Uani 1 1 d . . .
H15 H 0.4106 0.9015 -0.1361 0.065 Uiso 1 1 calc R . .
C16 C 0.4242(3) 0.89571(17) -0.04866(11) 0.0550(6) Uani 1 1 d . . .
H16 H 0.4787 0.9453 -0.0447 0.066 Uiso 1 1 calc R . .
C17 C 0.3839(3) 0.84930(15) 0.00052(10) 0.0491(6) Uani 1 1 d . . .
C18 C 0.3002(2) 0.77568(15) -0.00619(10) 0.0464(5) Uani 1 1 d . . .
C19 C 0.2629(2) 0.74879(17) -0.06256(10) 0.0470(5) Uani 1 1 d . . .
H19 H 0.2086 0.6991 -0.0667 0.056 Uiso 1 1 calc R . .
C20 C 0.2604(3) 0.72247(18) 0.04474(11) 0.0496(6) Uani 1 1 d D . .
C21 C 0.2793(3) 0.67818(16) 0.14388(10) 0.0472(5) Uani 1 1 d . . .
H21 H 0.1933 0.6492 0.1371 0.057 Uiso 1 1 calc R . .
C22 C 0.2730(3) 0.73058(18) 0.20083(10) 0.0547(6) Uani 1 1 d . . .
H22A H 0.1956 0.7692 0.2000 0.066 Uiso 1 1 calc R . .
H22B H 0.3515 0.7678 0.2039 0.066 Uiso 1 1 calc R . .
C23 C 0.2649(3) 0.6705(2) 0.25450(11) 0.0622(7) Uani 1 1 d . . .
H23A H 0.2687 0.7065 0.2897 0.075 Uiso 1 1 calc R . .
H23B H 0.1805 0.6391 0.2544 0.075 Uiso 1 1 calc R . .
C24 C 0.3779(3) 0.6038(2) 0.25509(11) 0.0644(8) Uani 1 1 d . . .
H24A H 0.3691 0.5652 0.2889 0.077 Uiso 1 1 calc R . .
H24B H 0.4622 0.6349 0.2581 0.077 Uiso 1 1 calc R . .
C25 C 0.3760(3) 0.54843(19) 0.19953(10) 0.0595(7) Uani 1 1 d . . .
H25A H 0.2931 0.5155 0.1974 0.071 Uiso 1 1 calc R . .
H25B H 0.4486 0.5059 0.2006 0.071 Uiso 1 1 calc R . .
C26 C 0.3898(3) 0.60683(17) 0.14541(10) 0.0495(6) Uani 1 1 d . . .
H26 H 0.4773 0.6357 0.1455 0.059 Uiso 1 1 calc R . .
C27 C 0.4561(3) 0.56134(17) 0.05004(11) 0.0502(6) Uani 1 1 d D . .
C28 C 0.4267(2) 0.52285(15) -0.00693(10) 0.0460(5) Uani 1 1 d . . .
C29 C 0.3035(3) 0.48007(17) -0.01646(11) 0.0526(6) Uani 1 1 d . . .
C30 C 0.2703(3) 0.4530(2) -0.07269(12) 0.0624(7) Uani 1 1 d . . .
H30 H 0.1886 0.4257 -0.0796 0.075 Uiso 1 1 calc R . .
C31 C 0.3571(3) 0.46613(18) -0.11806(11) 0.0563(6) Uani 1 1 d . . .
H31 H 0.3328 0.4475 -0.1554 0.068 Uiso 1 1 calc R . .
C32 C 0.4816(2) 0.50682(15) -0.11013(10) 0.0464(5) Uani 1 1 d . . .
C33 C 0.5132(2) 0.53472(15) -0.05422(10) 0.0461(5) Uani 1 1 d . . .
H33 H 0.5947 0.5623 -0.0478 0.055 Uiso 1 1 calc R . .
C34 C 0.5733(2) 0.51984(16) -0.16053(10) 0.0449(5) Uani 1 1 d . . .
C35 C 0.7115(3) 0.51233(18) -0.15373(11) 0.0545(6) Uani 1 1 d . . .
H35 H 0.7460 0.4966 -0.1173 0.065 Uiso 1 1 calc R . .
C36 C 0.7972(3) 0.5275(2) -0.19934(12) 0.0603(7) Uani 1 1 d . . .
H36 H 0.8884 0.5215 -0.1935 0.072 Uiso 1 1 calc R . .
C37 C 0.7499(2) 0.55177(18) -0.25417(11) 0.0505(6) Uani 1 1 d . . .
C38 C 0.6109(2) 0.55651(15) -0.26308(10) 0.0427(5) Uani 1 1 d . . .
C39 C 0.5266(2) 0.54040(15) -0.21601(10) 0.0460(5) Uani 1 1 d . . .
H39 H 0.4351 0.5435 -0.2220 0.055 Uiso 1 1 calc R . .
C40 C 0.5582(2) 0.58065(17) -0.32070(11) 0.0448(5) Uani 1 1 d D . .
N1 N 0.40938(18) 0.73374(13) -0.37361(8) 0.0439(4) Uani 1 1 d . . .
N2 N 0.3072(2) 0.73892(14) 0.09536(8) 0.0503(5) Uani 1 1 d . . .
N3 N 0.3752(2) 0.55381(14) 0.09258(8) 0.0517(5) Uani 1 1 d . . .
N4 N 0.63189(19) 0.61069(13) -0.36144(8) 0.0462(5) Uani 1 1 d . . .
O1 O 0.17853(19) 0.67224(15) -0.34034(7) 0.0646(5) Uani 1 1 d . . .
H1' H 0.2307 0.6926 -0.3645 0.097 Uiso 1 1 calc R . .
O2 O 0.4277(2) 0.87653(13) 0.05361(7) 0.0667(5) Uani 1 1 d . . .
H2' H 0.4031 0.8412 0.0788 0.100 Uiso 1 1 calc R . .
O3 O 0.2167(2) 0.46611(14) 0.02761(8) 0.0677(5) Uani 1 1 d . . .
H3' H 0.2488 0.4841 0.0584 0.102 Uiso 1 1 calc R . .
O4 O 0.83677(18) 0.57180(16) -0.29685(8) 0.0716(6) Uani 1 1 d . . .
H4' H 0.7960 0.5863 -0.3265 0.107 Uiso 1 1 calc R . .
H7 H 0.5003(18) 0.7933(17) -0.3104(11) 0.062(8) Uiso 1 1 d D . .
H20 H 0.206(2) 0.6767(12) 0.0358(10) 0.047(7) Uiso 1 1 d D . .
H27 H 0.5365(16) 0.5893(17) 0.0531(11) 0.055(8) Uiso 1 1 d D . .
H40 H 0.4689(12) 0.5738(19) -0.3266(11) 0.061(8) Uiso 1 1 d 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
_geom_angle_publ_flag
N4 C1 C2 108.99(19) . . ?
N4 C1 C6 110.03(18) . . ?
C2 C1 C6 110.40(19) . . ?
N4 C1 H1 109.1 . . ?
C2 C1 H1 109.1 . . ?
C6 C1 H1 109.1 . . ?
C3 C2 C1 112.1(2) . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C2 C3 C4 110.6(2) . . ?
C2 C3 H3A 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
C3 C4 C5 111.2(2) . . ?
C3 C4 H4A 109.4 . . ?
C5 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 C6 113.2(2) . . ?
C4 C5 H5A 108.9 . . ?
C6 C5 H5A 108.9 . . ?
C4 C5 H5B 108.9 . . ?
C6 C5 H5B 108.9 . . ?
H5A C5 H5B 107.8 . . ?
N1 C6 C5 109.20(18) . . ?
N1 C6 C1 107.61(18) . . ?
C5 C6 C1 110.5(2) . . ?
N1 C6 H6 109.8 . . ?
C5 C6 H6 109.8 . . ?
C1 C6 H6 109.8 . . ?
N1 C7 C8 122.5(2) . . ?
N1 C7 H7 123.7(17) . . ?
C8 C7 H7 113.7(17) . . ?
C9 C8 C13 118.8(2) . . ?
C9 C8 C7 120.3(2) . . ?
C13 C8 C7 120.6(2) . . ?
C8 C9 C10 123.1(2) . . ?
C8 C9 H9 118.5 . . ?
C10 C9 H9 118.5 . . ?
C9 C10 C11 116.2(2) . . ?
C9 C10 C14 121.2(2) . . ?
C11 C10 C14 122.5(2) . . ?
C12 C11 C10 122.3(2) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C11 C12 C13 120.6(2) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
O1 C13 C12 119.0(2) . . ?
O1 C13 C8 122.0(2) . . ?
C12 C13 C8 119.0(2) . . ?
C19 C14 C15 116.6(2) . . ?
C19 C14 C10 122.5(2) . . ?
C15 C14 C10 120.9(2) . . ?
C16 C15 C14 122.4(2) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C15 C16 C17 120.2(2) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
O2 C17 C16 118.6(2) . . ?
O2 C17 C18 122.2(2) . . ?
C16 C17 C18 119.1(2) . . ?
C17 C18 C19 119.3(2) . . ?
C17 C18 C20 120.6(2) . . ?
C19 C18 C20 119.9(2) . . ?
C14 C19 C18 122.3(2) . . ?
C14 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
N2 C20 C18 120.9(2) . . ?
N2 C20 H20 125.2(15) . . ?
C18 C20 H20 113.8(15) . . ?
N2 C21 C22 109.3(2) . . ?
N2 C21 C26 108.28(19) . . ?
C22 C21 C26 111.8(2) . . ?
N2 C21 H21 109.1 . . ?
C22 C21 H21 109.1 . . ?
C26 C21 H21 109.1 . . ?
C21 C22 C23 112.4(2) . . ?
C21 C22 H22A 109.1 . . ?
C23 C22 H22A 109.1 . . ?
C21 C22 H22B 109.1 . . ?
C23 C22 H22B 109.1 . . ?
H22A C22 H22B 107.9 . . ?
C24 C23 C22 111.1(2) . . ?
C24 C23 H23A 109.4 . . ?
C22 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
C22 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C23 C24 C25 110.3(2) . . ?
C23 C24 H24A 109.6 . . ?
C25 C24 H24A 109.6 . . ?
C23 C24 H24B 109.6 . . ?
C25 C24 H24B 109.6 . . ?
H24A C24 H24B 108.1 . . ?
C24 C25 C26 111.1(2) . . ?
C24 C25 H25A 109.4 . . ?
C26 C25 H25A 109.4 . . ?
C24 C25 H25B 109.4 . . ?
C26 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
N3 C26 C25 110.3(2) . . ?
N3 C26 C21 106.9(2) . . ?
C25 C26 C21 110.7(2) . . ?
N3 C26 H26 109.6 . . ?
C25 C26 H26 109.6 . . ?
C21 C26 H26 109.6 . . ?
N3 C27 C28 121.2(2) . . ?
N3 C27 H27 123.2(17) . . ?
C28 C27 H27 115.6(17) . . ?
C33 C28 C29 119.0(2) . . ?
C33 C28 C27 120.9(2) . . ?
C29 C28 C27 119.8(2) . . ?
O3 C29 C30 119.3(2) . . ?
O3 C29 C28 121.6(2) . . ?
C30 C29 C28 119.2(2) . . ?
C31 C30 C29 120.3(2) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C30 C31 C32 122.2(2) . . ?
C30 C31 H31 118.9 . . ?
C32 C31 H31 118.9 . . ?
C33 C32 C31 117.2(2) . . ?
C33 C32 C34 122.2(2) . . ?
C31 C32 C34 120.6(2) . . ?
C32 C33 C28 122.2(2) . . ?
C32 C33 H33 118.9 . . ?
C28 C33 H33 118.9 . . ?
C39 C34 C35 117.0(2) . . ?
C39 C34 C32 121.8(2) . . ?
C35 C34 C32 121.2(2) . . ?
C36 C35 C34 121.6(2) . . ?
C36 C35 H35 119.2 . . ?
C34 C35 H35 119.2 . . ?
C35 C36 C37 120.9(2) . . ?
C35 C36 H36 119.5 . . ?
C37 C36 H36 119.5 . . ?
O4 C37 C36 119.4(2) . . ?
O4 C37 C38 121.8(2) . . ?
C36 C37 C38 118.8(2) . . ?
C39 C38 C37 118.8(2) . . ?
C39 C38 C40 121.2(2) . . ?
C37 C38 C40 119.9(2) . . ?
C34 C39 C38 122.7(2) . . ?
C34 C39 H39 118.7 . . ?
C38 C39 H39 118.7 . . ?
N4 C40 C38 122.3(2) . . ?
N4 C40 H40 120.2(18) . . ?
C38 C40 H40 117.4(17) . . ?
C7 N1 C6 120.0(2) . . ?
C20 N2 C21 119.7(2) . . ?
C27 N3 C26 121.3(2) . . ?
C40 N4 C1 120.0(2) . . ?
C13 O1 H1' 109.5 . . ?
C17 O2 H2' 109.5 . . ?
C29 O3 H3' 109.5 . . ?
C37 O4 H4' 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N4 1.458(3) . ?
C1 C2 1.522(3) . ?
C1 C6 1.548(3) . ?
C1 H1 0.9800 . ?
C2 C3 1.516(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.517(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.523(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.523(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 N1 1.455(3) . ?
C6 H6 0.9800 . ?
C7 N1 1.265(3) . ?
C7 C8 1.457(3) . ?
C7 H7 0.913(10) . ?
C8 C9 1.389(3) . ?
C8 C13 1.407(3) . ?
C9 C10 1.389(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.397(4) . ?
C10 C14 1.483(3) . ?
C11 C12 1.375(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.382(3) . ?
C12 H12 0.9300 . ?
C13 O1 1.348(3) . ?
C14 C19 1.385(3) . ?
C14 C15 1.397(3) . ?
C15 C16 1.380(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.382(3) . ?
C16 H16 0.9300 . ?
C17 O2 1.352(3) . ?
C17 C18 1.399(3) . ?
C18 C19 1.399(3) . ?
C18 C20 1.466(3) . ?
C19 H19 0.9300 . ?
C20 N2 1.271(3) . ?
C20 H20 0.905(10) . ?
C21 N2 1.462(3) . ?
C21 C22 1.521(3) . ?
C21 C26 1.544(3) . ?
C21 H21 0.9800 . ?
C22 C23 1.524(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.514(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.517(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.521(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 N3 1.453(3) . ?
C26 H26 0.9800 . ?
C27 N3 1.271(3) . ?
C27 C28 1.453(3) . ?
C27 H27 0.912(10) . ?
C28 C33 1.396(3) . ?
C28 C29 1.411(4) . ?
C29 O3 1.347(3) . ?
C29 C30 1.387(4) . ?
C30 C31 1.368(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.403(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.380(3) . ?
C32 C34 1.486(3) . ?
C33 H33 0.9300 . ?
C34 C39 1.385(3) . ?
C34 C35 1.402(3) . ?
C35 C36 1.369(3) . ?
C35 H35 0.9300 . ?
C36 C37 1.387(3) . ?
C36 H36 0.9300 . ?
C37 O4 1.341(3) . ?
C37 C38 1.413(3) . ?
C38 C39 1.389(3) . ?
C38 C40 1.463(3) . ?
C39 H39 0.9300 . ?
C40 N4 1.271(3) . ?
C40 H40 0.913(10) . ?
O1 H1' 0.8200 . ?
O2 H2' 0.8200 . ?
O3 H3' 0.8200 . ?
O4 H4' 0.8200 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1' N1 0.82 1.91 2.609(3) 142.6 .
O2 H2' N2 0.82 1.85 2.579(3) 146.8 .
O3 H3' N3 0.82 1.82 2.544(3) 146.3 .
O4 H4' N4 0.82 1.87 2.597(3) 147.7 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 C1 C2 C3 -177.8(2) . . . . ?
C6 C1 C2 C3 -56.8(3) . . . . ?
C1 C2 C3 C4 57.5(3) . . . . ?
C2 C3 C4 C5 -55.0(3) . . . . ?
C3 C4 C5 C6 54.3(3) . . . . ?
C4 C5 C6 N1 -171.5(2) . . . . ?
C4 C5 C6 C1 -53.4(3) . . . . ?
N4 C1 C6 N1 -66.8(2) . . . . ?
C2 C1 C6 N1 172.88(18) . . . . ?
N4 C1 C6 C5 174.08(18) . . . . ?
C2 C1 C6 C5 53.7(2) . . . . ?
N1 C7 C8 C9 174.1(2) . . . . ?
N1 C7 C8 C13 0.8(4) . . . . ?
C13 C8 C9 C10 0.2(4) . . . . ?
C7 C8 C9 C10 -173.2(2) . . . . ?
C8 C9 C10 C11 0.9(4) . . . . ?
C8 C9 C10 C14 179.0(2) . . . . ?
C9 C10 C11 C12 -1.3(4) . . . . ?
C14 C10 C11 C12 -179.4(3) . . . . ?
C10 C11 C12 C13 0.5(4) . . . . ?
C11 C12 C13 O1 178.9(3) . . . . ?
C11 C12 C13 C8 0.6(4) . . . . ?
C9 C8 C13 O1 -179.2(2) . . . . ?
C7 C8 C13 O1 -5.8(4) . . . . ?
C9 C8 C13 C12 -1.0(4) . . . . ?
C7 C8 C13 C12 172.5(2) . . . . ?
C9 C10 C14 C19 -151.2(2) . . . . ?
C11 C10 C14 C19 26.8(4) . . . . ?
C9 C10 C14 C15 26.5(4) . . . . ?
C11 C10 C14 C15 -155.5(2) . . . . ?
C19 C14 C15 C16 2.2(4) . . . . ?
C10 C14 C15 C16 -175.7(3) . . . . ?
C14 C15 C16 C17 -1.2(4) . . . . ?
C15 C16 C17 O2 178.6(3) . . . . ?
C15 C16 C17 C18 -1.0(4) . . . . ?
O2 C17 C18 C19 -177.4(2) . . . . ?
C16 C17 C18 C19 2.2(4) . . . . ?
O2 C17 C18 C20 -2.4(4) . . . . ?
C16 C17 C18 C20 177.2(2) . . . . ?
C15 C14 C19 C18 -0.9(4) . . . . ?
C10 C14 C19 C18 176.9(2) . . . . ?
C17 C18 C19 C14 -1.3(4) . . . . ?
C20 C18 C19 C14 -176.3(2) . . . . ?
C17 C18 C20 N2 -4.1(4) . . . . ?
C19 C18 C20 N2 170.8(2) . . . . ?
N2 C21 C22 C23 -171.5(2) . . . . ?
C26 C21 C22 C23 -51.6(3) . . . . ?
C21 C22 C23 C24 54.2(3) . . . . ?
C22 C23 C24 C25 -57.5(3) . . . . ?
C23 C24 C25 C26 59.3(3) . . . . ?
C24 C25 C26 N3 -174.6(2) . . . . ?
C24 C25 C26 C21 -56.5(3) . . . . ?
N2 C21 C26 N3 -66.9(2) . . . . ?
C22 C21 C26 N3 172.6(2) . . . . ?
N2 C21 C26 C25 172.9(2) . . . . ?
C22 C21 C26 C25 52.4(3) . . . . ?
N3 C27 C28 C33 177.1(2) . . . . ?
N3 C27 C28 C29 3.2(4) . . . . ?
C33 C28 C29 O3 179.4(2) . . . . ?
C27 C28 C29 O3 -6.6(4) . . . . ?
C33 C28 C29 C30 -1.5(4) . . . . ?
C27 C28 C29 C30 172.5(3) . . . . ?
O3 C29 C30 C31 -179.7(3) . . . . ?
C28 C29 C30 C31 1.2(4) . . . . ?
C29 C30 C31 C32 0.0(5) . . . . ?
C30 C31 C32 C33 -0.9(4) . . . . ?
C30 C31 C32 C34 179.9(3) . . . . ?
C31 C32 C33 C28 0.5(4) . . . . ?
C34 C32 C33 C28 179.7(2) . . . . ?
C29 C28 C33 C32 0.7(4) . . . . ?
C27 C28 C33 C32 -173.3(2) . . . . ?
C33 C32 C34 C39 -143.0(2) . . . . ?
C31 C32 C34 C39 36.1(3) . . . . ?
C33 C32 C34 C35 36.6(4) . . . . ?
C31 C32 C34 C35 -144.3(3) . . . . ?
C39 C34 C35 C36 2.1(4) . . . . ?
C32 C34 C35 C36 -177.5(2) . . . . ?
C34 C35 C36 C37 0.5(5) . . . . ?
C35 C36 C37 O4 175.7(3) . . . . ?
C35 C36 C37 C38 -3.0(4) . . . . ?
O4 C37 C38 C39 -175.9(2) . . . . ?
C36 C37 C38 C39 2.7(4) . . . . ?
O4 C37 C38 C40 2.3(4) . . . . ?
C36 C37 C38 C40 -179.1(2) . . . . ?
C35 C34 C39 C38 -2.4(4) . . . . ?
C32 C34 C39 C38 177.2(2) . . . . ?
C37 C38 C39 C34 0.0(4) . . . . ?
C40 C38 C39 C34 -178.2(2) . . . . ?
C39 C38 C40 N4 167.4(2) . . . . ?
C37 C38 C40 N4 -10.8(4) . . . . ?
C8 C7 N1 C6 -167.6(2) . . . . ?
C5 C6 N1 C7 -136.1(2) . . . . ?
C1 C6 N1 C7 104.0(2) . . . . ?
C18 C20 N2 C21 -172.3(2) . . . . ?
C22 C21 N2 C20 -148.3(2) . . . . ?
C26 C21 N2 C20 89.7(3) . . . . ?
C28 C27 N3 C26 -167.0(2) . . . . ?
C25 C26 N3 C27 -133.2(3) . . . . ?
C21 C26 N3 C27 106.3(3) . . . . ?
C38 C40 N4 C1 -178.3(2) . . . . ?
C2 C1 N4 C40 -153.8(2) . . . . ?
C6 C1 N4 C40 85.1(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653453
