#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/05/4310554.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_4310554
loop_
_publ_author_name
'Bronya Clare'
'Niladri Sarker'
'Richard Shoemaker'
'John R. Hagadorn'
_publ_contact_author_address     '215 UCB, Boulder, CO, 80309-0215, USA'
_publ_contact_author_name        'John R. Hagadorn'
_publ_section_title
;
 Synthesis and Characterization of Binucleating Bis(amidinate) Ligands and
 Their Dialuminum Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1159
_journal_page_last               1166
_journal_paper_doi               10.1021/ic035035p
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C47 H46 N4 O2'
_chemical_formula_weight         698.88
_chemical_name_common            Ph,Mes-L-DBF-H2acetone
_chemical_name_systematic
; 
 ? 
;
_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           SHELXL-97
_cell_angle_alpha                106.247(2)
_cell_angle_beta                 92.611(3)
_cell_angle_gamma                111.536(2)
_cell_formula_units_Z            2
_cell_length_a                   10.8708(10)
_cell_length_b                   14.0678(14)
_cell_length_c                   14.1881(13)
_cell_measurement_reflns_used    795
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      22.339
_cell_measurement_theta_min      2.739
_cell_volume                     1910.8(3)
_computing_cell_refinement       'SAINT, Bruker'
_computing_data_collection       'SMART, Bruker'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics    'SHELXTL, Bruker'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens SMART CCD'
_diffrn_measurement_method       'ω scans'
_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  0.0561
_diffrn_reflns_av_sigmaI/netI    0.0815
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10965
_diffrn_reflns_theta_full        23.26
_diffrn_reflns_theta_max         23.26
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
absorption correction applied using SADABS 
(Blessing, R. H. Acta Crystallogr., Sect. A 1995, 51, 33-38) 
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.923
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     494
_refine_ls_number_reflns         5478
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.923
_refine_ls_R_factor_all          0.1197
_refine_ls_R_factor_gt           0.0614
_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)+(0.0975P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1454
_refine_ls_wR_factor_ref         0.1719
_reflns_number_gt                2998
_reflns_number_total             5478
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic035035psi20031120_045438_3.cif
_cod_data_source_block           jrh026
_cod_database_code               4310554
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
O1 O 0.5863(2) 0.66545(17) 0.25372(16) 0.0426(6) Uani 1 1 d . . .
N1 N 0.8208(3) 0.5474(2) 0.3663(2) 0.0476(8) Uani 1 1 d . . .
N2 N 0.6754(4) 0.6242(3) 0.4304(2) 0.0482(9) Uani 1 1 d . . .
H1 H 0.595(4) 0.622(3) 0.418(2) 0.048(12) Uiso 1 1 d . . .
N3 N 0.5929(3) 0.8767(3) 0.3768(2) 0.0463(8) Uani 1 1 d . . .
H2 H 0.532(4) 0.821(3) 0.383(3) 0.049(12) Uiso 1 1 d . . .
N4 N 0.6851(3) 0.9728(2) 0.2717(2) 0.0442(8) Uani 1 1 d . . .
C1 C 0.8256(5) 0.3543(3) 0.3839(3) 0.0632(12) Uani 1 1 d . . .
H1A H 0.8396 0.2883 0.3795 0.095 Uiso 1 1 calc R . .
H1B H 0.7306 0.3404 0.3849 0.095 Uiso 1 1 calc R . .
H1C H 0.8796 0.4114 0.4450 0.095 Uiso 1 1 calc R . .
C2 C 1.0238(4) 0.3041(3) 0.0689(3) 0.0703(13) Uani 1 1 d . . .
H2A H 1.1176 0.3235 0.0954 0.105 Uiso 1 1 calc R . .
H2B H 1.0190 0.3209 0.0066 0.105 Uiso 1 1 calc R . .
H2C H 0.9729 0.2268 0.0561 0.105 Uiso 1 1 calc R . .
C3 C 0.9091(4) 0.6285(3) 0.2032(3) 0.0582(11) Uani 1 1 d . . .
H3A H 0.9732 0.6552 0.1607 0.087 Uiso 1 1 calc R . .
H3B H 0.9354 0.6814 0.2701 0.087 Uiso 1 1 calc R . .
H3C H 0.8192 0.6177 0.1748 0.087 Uiso 1 1 calc R . .
C4 C 0.8673(4) 0.3894(3) 0.2946(3) 0.0469(10) Uani 1 1 d . . .
C5 C 0.9163(4) 0.3318(3) 0.2222(3) 0.0519(10) Uani 1 1 d . . .
H5 H 0.9171 0.2656 0.2259 0.062 Uiso 1 1 calc R . .
C6 C 0.9650(4) 0.3675(3) 0.1436(3) 0.0492(10) Uani 1 1 d . . .
C7 C 0.9599(4) 0.4633(3) 0.1395(3) 0.0489(10) Uani 1 1 d . . .
H7 H 0.9930 0.4893 0.0868 0.059 Uiso 1 1 calc R . .
C8 C 0.9085(4) 0.5228(3) 0.2091(3) 0.0438(9) Uani 1 1 d . . .
C9 C 0.8610(4) 0.4845(3) 0.2875(3) 0.0422(9) Uani 1 1 d . . .
C10 C 0.6840(5) 0.7175(3) 0.6005(3) 0.0621(11) Uani 1 1 d . . .
H10 H 0.5887 0.6866 0.5890 0.075 Uiso 1 1 calc R . .
C11 C 0.7529(5) 0.7863(4) 0.6937(3) 0.0737(13) Uani 1 1 d . . .
H11 H 0.7048 0.8014 0.7462 0.088 Uiso 1 1 calc R . .
C12 C 0.8905(5) 0.8330(3) 0.7109(3) 0.0643(12) Uani 1 1 d . . .
H12 H 0.9377 0.8803 0.7751 0.077 Uiso 1 1 calc R . .
C13 C 0.9582(5) 0.8110(3) 0.6356(3) 0.0573(11) Uani 1 1 d . . .
H13 H 1.0534 0.8442 0.6468 0.069 Uiso 1 1 calc R . .
C14 C 0.8899(4) 0.7406(3) 0.5420(3) 0.0525(10) Uani 1 1 d . . .
H14 H 0.9387 0.7249 0.4901 0.063 Uiso 1 1 calc R . .
C15 C 0.7524(4) 0.6935(3) 0.5241(3) 0.0432(9) Uani 1 1 d . . .
C16 C 0.7084(4) 0.5578(3) 0.3553(3) 0.0435(9) Uani 1 1 d . . .
C17 C 0.6046(4) 0.5005(3) 0.2635(3) 0.0423(9) Uani 1 1 d . . .
C18 C 0.5559(4) 0.3893(3) 0.2161(3) 0.0497(10) Uani 1 1 d . . .
H18 H 0.5912 0.3477 0.2423 0.060 Uiso 1 1 calc R . .
C19 C 0.4578(4) 0.3378(3) 0.1320(3) 0.0502(10) Uani 1 1 d . . .
H19 H 0.4272 0.2619 0.1025 0.060 Uiso 1 1 calc R . .
C20 C 0.4030(4) 0.3941(3) 0.0898(3) 0.0475(10) Uani 1 1 d . . .
H20 H 0.3364 0.3582 0.0318 0.057 Uiso 1 1 calc R . .
C21 C 0.4491(4) 0.5054(3) 0.1354(2) 0.0398(9) Uani 1 1 d . . .
C22 C 0.5483(4) 0.5545(3) 0.2190(2) 0.0396(9) Uani 1 1 d . . .
C23 C 0.5034(3) 0.6855(3) 0.1916(2) 0.0378(9) Uani 1 1 d . . .
C24 C 0.4179(4) 0.5926(3) 0.1177(3) 0.0392(9) Uani 1 1 d . . .
C25 C 0.3304(4) 0.5996(3) 0.0486(3) 0.0443(9) Uani 1 1 d . . .
H25 H 0.2709 0.5372 -0.0028 0.053 Uiso 1 1 calc R . .
C26 C 0.3325(4) 0.7016(3) 0.0572(3) 0.0489(10) Uani 1 1 d . . .
H26 H 0.2728 0.7086 0.0111 0.059 Uiso 1 1 calc R . .
C27 C 0.4200(4) 0.7929(3) 0.1317(3) 0.0453(9) Uani 1 1 d . . .
H27 H 0.4191 0.8608 0.1342 0.054 Uiso 1 1 calc R . .
C28 C 0.5090(4) 0.7892(3) 0.2029(2) 0.0406(9) Uani 1 1 d . . .
C29 C 0.6029(4) 0.8862(3) 0.2839(3) 0.0407(9) Uani 1 1 d . . .
C30 C 0.6728(4) 0.9495(3) 0.4696(3) 0.0462(10) Uani 1 1 d . . .
C31 C 0.8084(5) 1.0062(3) 0.4810(3) 0.0646(12) Uani 1 1 d . . .
H31 H 0.8515 1.0015 0.4241 0.078 Uiso 1 1 calc R . .
C32 C 0.8848(5) 1.0709(3) 0.5751(3) 0.0682(13) Uani 1 1 d . . .
H32 H 0.9790 1.1086 0.5821 0.082 Uiso 1 1 calc R . .
C33 C 0.8223(5) 1.0792(3) 0.6568(3) 0.0650(12) Uani 1 1 d . . .
H33 H 0.8724 1.1244 0.7208 0.078 Uiso 1 1 calc R . .
C34 C 0.6881(5) 1.0223(4) 0.6456(3) 0.0642(12) Uani 1 1 d . . .
H34 H 0.6452 1.0277 0.7026 0.077 Uiso 1 1 calc R . .
C35 C 0.6130(4) 0.9573(3) 0.5542(3) 0.0565(11) Uani 1 1 d . . .
H35 H 0.5195 0.9173 0.5487 0.068 Uiso 1 1 calc R . .
C36 C 0.7048(4) 0.9799(3) 0.1765(3) 0.0456(10) Uani 1 1 d . . .
C37 C 0.6627(4) 1.0478(3) 0.1410(3) 0.0463(10) Uani 1 1 d . . .
C38 C 0.6952(4) 1.0624(3) 0.0510(3) 0.0536(11) Uani 1 1 d . . .
H38 H 0.6660 1.1083 0.0265 0.064 Uiso 1 1 calc R . .
C39 C 0.7690(4) 1.0117(3) -0.0042(3) 0.0486(10) Uani 1 1 d . . .
C40 C 0.8116(4) 0.9463(3) 0.0331(3) 0.0512(10) Uani 1 1 d . . .
H40 H 0.8629 0.9119 -0.0038 0.061 Uiso 1 1 calc R . .
C41 C 0.7822(4) 0.9292(3) 0.1225(3) 0.0496(10) Uani 1 1 d . . .
C42 C 0.5850(4) 1.1050(3) 0.1992(3) 0.0627(12) Uani 1 1 d . . .
H42A H 0.4911 1.0550 0.1889 0.094 Uiso 1 1 calc R . .
H42B H 0.5901 1.1659 0.1766 0.094 Uiso 1 1 calc R . .
H42C H 0.6229 1.1316 0.2701 0.094 Uiso 1 1 calc R . .
C43 C 0.8047(5) 1.0316(3) -0.1007(3) 0.0660(12) Uani 1 1 d . . .
H43A H 0.7403 0.9732 -0.1568 0.099 Uiso 1 1 calc R . .
H43B H 0.8952 1.0343 -0.1071 0.099 Uiso 1 1 calc R . .
H43C H 0.8018 1.1004 -0.1008 0.099 Uiso 1 1 calc R . .
C44 C 0.8362(4) 0.8594(3) 0.1625(3) 0.0642(12) Uani 1 1 d . . .
H44A H 0.8960 0.8385 0.1194 0.096 Uiso 1 1 calc R . .
H44B H 0.7612 0.7946 0.1637 0.096 Uiso 1 1 calc R . .
H44C H 0.8860 0.9005 0.2301 0.096 Uiso 1 1 calc R . .
O2 O 0.4275(3) 0.6728(2) 0.41541(19) 0.0529(7) Uani 1 1 d . A 1
C45 C 0.2455(5) 0.5039(3) 0.3584(4) 0.0848(15) Uani 1 1 d . A 1
H45A H 0.3138 0.4761 0.3689 0.127 Uiso 1 1 calc R A 1
H45B H 0.2020 0.4718 0.2885 0.127 Uiso 1 1 calc R A 1
H45C H 0.1783 0.4851 0.4012 0.127 Uiso 1 1 calc R A 1
C46 C 0.3095(5) 0.6223(3) 0.3835(3) 0.0528(10) Uani 1 1 d . A 1
C47 C 0.2210(5) 0.6797(4) 0.3680(4) 0.0890(16) Uani 1 1 d . A 1
H47A H 0.2700 0.7576 0.3997 0.133 Uiso 1 1 calc R A 1
H47B H 0.1404 0.6546 0.3978 0.133 Uiso 1 1 calc R A 1
H47C H 0.1950 0.6642 0.2966 0.133 Uiso 1 1 calc R A 1
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23 O1 C22 104.8(3) . . ?
C16 N1 C9 121.7(3) . . ?
C16 N2 C15 129.0(4) . . ?
C16 N2 H1 115(2) . . ?
C15 N2 H1 116(2) . . ?
C29 N3 C30 128.6(3) . . ?
C29 N3 H2 119(2) . . ?
C30 N3 H2 112(2) . . ?
C29 N4 C36 121.5(3) . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C6 C2 H2A 109.5 . . ?
C6 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C6 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C8 C3 H3A 109.5 . . ?
C8 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C8 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C9 119.1(3) . . ?
C5 C4 C1 121.5(3) . . ?
C9 C4 C1 119.3(3) . . ?
C4 C5 C6 122.2(3) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C7 C6 C5 117.3(3) . . ?
C7 C6 C2 122.6(4) . . ?
C5 C6 C2 120.2(4) . . ?
C8 C7 C6 122.7(3) . . ?
C8 C7 H7 118.6 . . ?
C6 C7 H7 118.6 . . ?
C7 C8 C9 118.3(3) . . ?
C7 C8 C3 120.7(3) . . ?
C9 C8 C3 121.0(3) . . ?
C4 C9 C8 120.3(3) . . ?
C4 C9 N1 118.6(3) . . ?
C8 C9 N1 120.8(3) . . ?
C15 C10 C11 120.5(4) . . ?
C15 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 120.5(4) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C13 C12 C11 119.3(4) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 120.7(4) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 120.4(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C10 118.7(4) . . ?
C14 C15 N2 123.9(4) . . ?
C10 C15 N2 117.4(4) . . ?
N1 C16 N2 120.7(4) . . ?
N1 C16 C17 124.8(3) . . ?
N2 C16 C17 114.4(3) . . ?
C22 C17 C18 114.7(3) . . ?
C22 C17 C16 122.0(3) . . ?
C18 C17 C16 123.3(3) . . ?
C19 C18 C17 122.1(3) . . ?
C19 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
C18 C19 C20 121.7(3) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C19 C20 C21 117.8(3) . . ?
C19 C20 H20 121.1 . . ?
C21 C20 H20 121.1 . . ?
C22 C21 C20 119.0(3) . . ?
C22 C21 C24 105.5(3) . . ?
C20 C21 C24 135.6(3) . . ?
C17 C22 C21 124.7(3) . . ?
C17 C22 O1 123.2(3) . . ?
C21 C22 O1 112.1(3) . . ?
C24 C23 O1 112.5(3) . . ?
C24 C23 C28 124.8(3) . . ?
O1 C23 C28 122.7(3) . . ?
C25 C24 C23 119.5(3) . . ?
C25 C24 C21 135.4(3) . . ?
C23 C24 C21 105.1(3) . . ?
C24 C25 C26 117.6(3) . . ?
C24 C25 H25 121.2 . . ?
C26 C25 H25 121.2 . . ?
C27 C26 C25 121.4(3) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C26 C27 C28 122.8(3) . . ?
C26 C27 H27 118.6 . . ?
C28 C27 H27 118.6 . . ?
C27 C28 C23 114.0(3) . . ?
C27 C28 C29 123.6(3) . . ?
C23 C28 C29 122.5(3) . . ?
N4 C29 N3 121.1(3) . . ?
N4 C29 C28 125.5(3) . . ?
N3 C29 C28 113.4(3) . . ?
C31 C30 C35 118.1(4) . . ?
C31 C30 N3 123.2(4) . . ?
C35 C30 N3 118.5(4) . . ?
C30 C31 C32 121.2(4) . . ?
C30 C31 H31 119.4 . . ?
C32 C31 H31 119.4 . . ?
C33 C32 C31 119.4(4) . . ?
C33 C32 H32 120.3 . . ?
C31 C32 H32 120.3 . . ?
C34 C33 C32 119.4(4) . . ?
C34 C33 H33 120.3 . . ?
C32 C33 H33 120.3 . . ?
C33 C34 C35 121.6(4) . . ?
C33 C34 H34 119.2 . . ?
C35 C34 H34 119.2 . . ?
C34 C35 C30 120.3(4) . . ?
C34 C35 H35 119.9 . . ?
C30 C35 H35 119.9 . . ?
C37 C36 N4 119.8(3) . . ?
C37 C36 C41 120.1(3) . . ?
N4 C36 C41 119.6(3) . . ?
C38 C37 C36 119.1(4) . . ?
C38 C37 C42 120.3(3) . . ?
C36 C37 C42 120.6(3) . . ?
C37 C38 C39 121.8(4) . . ?
C37 C38 H38 119.1 . . ?
C39 C38 H38 119.1 . . ?
C40 C39 C38 118.2(3) . . ?
C40 C39 C43 121.6(4) . . ?
C38 C39 C43 120.1(4) . . ?
C39 C40 C41 122.3(4) . . ?
C39 C40 H40 118.9 . . ?
C41 C40 H40 118.9 . . ?
C40 C41 C36 118.5(3) . . ?
C40 C41 C44 120.3(4) . . ?
C36 C41 C44 121.1(3) . . ?
C37 C42 H42A 109.5 . . ?
C37 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C37 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C39 C43 H43A 109.5 . . ?
C39 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C39 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 O2 H2 119.5(10) . . ?
C46 O2 H1 131.7(10) . . ?
H2 O2 H1 97.4(14) . . ?
O2 C46 C45 122.4(4) . . ?
O2 C46 C47 120.2(4) . . ?
C45 C46 C47 117.4(4) . . ?
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
O1 C23 1.387(4) . ?
O1 C22 1.388(4) . ?
N1 C16 1.291(4) . ?
N1 C9 1.414(4) . ?
N2 C16 1.364(5) . ?
N2 C15 1.411(5) . ?
N2 H1 0.87(4) . ?
N3 C29 1.367(4) . ?
N3 C30 1.423(5) . ?
N3 H2 0.85(4) . ?
N4 C29 1.282(4) . ?
N4 C36 1.403(4) . ?
C1 C4 1.513(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C6 1.509(5) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C8 1.511(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.378(5) . ?
C4 C9 1.396(5) . ?
C5 C6 1.395(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.387(5) . ?
C7 C8 1.384(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.406(5) . ?
C10 C15 1.377(5) . ?
C10 C11 1.382(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.372(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.355(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.372(5) . ?
C14 H14 0.9500 . ?
C16 C17 1.493(5) . ?
C17 C22 1.388(4) . ?
C17 C18 1.396(5) . ?
C18 C19 1.385(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.386(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.396(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.388(5) . ?
C21 C24 1.467(4) . ?
C23 C24 1.387(5) . ?
C23 C28 1.400(5) . ?
C24 C25 1.383(5) . ?
C25 C26 1.398(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.386(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.392(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.489(5) . ?
C30 C31 1.370(5) . ?
C30 C35 1.388(5) . ?
C31 C32 1.401(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.369(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.358(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.370(5) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 C37 1.393(5) . ?
C36 C41 1.415(5) . ?
C37 C38 1.390(5) . ?
C37 C42 1.495(5) . ?
C38 C39 1.390(5) . ?
C38 H38 0.9500 . ?
C39 C40 1.379(5) . ?
C39 C43 1.512(5) . ?
C40 C41 1.386(5) . ?
C40 H40 0.9500 . ?
C41 C44 1.528(5) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
O2 C46 1.206(4) . ?
O2 H2 2.17(4) . ?
O2 H1 2.19(4) . ?
C45 C46 1.477(6) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 C47 1.508(6) . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
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
N2 H1 O2 0.87(4) 2.19(4) 3.026(4) 161(3) .
N3 H2 O2 0.85(4) 2.17(4) 2.990(4) 163(3) .
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
C9 C4 C5 C6 2.5(6) . . . . ?
C1 C4 C5 C6 -174.9(4) . . . . ?
C4 C5 C6 C7 -1.3(6) . . . . ?
C4 C5 C6 C2 177.1(4) . . . . ?
C5 C6 C7 C8 -0.4(6) . . . . ?
C2 C6 C7 C8 -178.7(4) . . . . ?
C6 C7 C8 C9 0.7(6) . . . . ?
C6 C7 C8 C3 178.1(3) . . . . ?
C5 C4 C9 C8 -2.2(5) . . . . ?
C1 C4 C9 C8 175.3(3) . . . . ?
C5 C4 C9 N1 -174.9(3) . . . . ?
C1 C4 C9 N1 2.6(5) . . . . ?
C7 C8 C9 C4 0.6(5) . . . . ?
C3 C8 C9 C4 -176.8(3) . . . . ?
C7 C8 C9 N1 173.2(3) . . . . ?
C3 C8 C9 N1 -4.2(5) . . . . ?
C16 N1 C9 C4 -112.0(4) . . . . ?
C16 N1 C9 C8 75.3(5) . . . . ?
C15 C10 C11 C12 1.1(7) . . . . ?
C10 C11 C12 C13 0.0(7) . . . . ?
C11 C12 C13 C14 -1.1(6) . . . . ?
C12 C13 C14 C15 1.1(6) . . . . ?
C13 C14 C15 C10 0.0(5) . . . . ?
C13 C14 C15 N2 177.7(3) . . . . ?
C11 C10 C15 C14 -1.1(6) . . . . ?
C11 C10 C15 N2 -178.9(3) . . . . ?
C16 N2 C15 C14 28.4(6) . . . . ?
C16 N2 C15 C10 -154.0(4) . . . . ?
C9 N1 C16 N2 -175.9(3) . . . . ?
C9 N1 C16 C17 4.7(5) . . . . ?
C15 N2 C16 N1 4.1(6) . . . . ?
C15 N2 C16 C17 -176.5(3) . . . . ?
N1 C16 C17 C22 -130.5(4) . . . . ?
N2 C16 C17 C22 50.1(5) . . . . ?
N1 C16 C17 C18 49.9(5) . . . . ?
N2 C16 C17 C18 -129.5(4) . . . . ?
C22 C17 C18 C19 -0.8(5) . . . . ?
C16 C17 C18 C19 178.8(4) . . . . ?
C17 C18 C19 C20 0.4(6) . . . . ?
C18 C19 C20 C21 -0.6(6) . . . . ?
C19 C20 C21 C22 1.2(5) . . . . ?
C19 C20 C21 C24 -178.4(4) . . . . ?
C18 C17 C22 C21 1.5(5) . . . . ?
C16 C17 C22 C21 -178.2(3) . . . . ?
C18 C17 C22 O1 -178.3(3) . . . . ?
C16 C17 C22 O1 2.0(5) . . . . ?
C20 C21 C22 C17 -1.7(6) . . . . ?
C24 C21 C22 C17 178.0(3) . . . . ?
C20 C21 C22 O1 178.1(3) . . . . ?
C24 C21 C22 O1 -2.2(4) . . . . ?
C23 O1 C22 C17 -177.7(3) . . . . ?
C23 O1 C22 C21 2.4(4) . . . . ?
C22 O1 C23 C24 -1.7(4) . . . . ?
C22 O1 C23 C28 179.2(3) . . . . ?
O1 C23 C24 C25 -178.9(3) . . . . ?
C28 C23 C24 C25 0.2(5) . . . . ?
O1 C23 C24 C21 0.4(4) . . . . ?
C28 C23 C24 C21 179.5(3) . . . . ?
C22 C21 C24 C25 -179.8(4) . . . . ?
C20 C21 C24 C25 -0.2(7) . . . . ?
C22 C21 C24 C23 1.0(4) . . . . ?
C20 C21 C24 C23 -179.3(4) . . . . ?
C23 C24 C25 C26 -0.2(5) . . . . ?
C21 C24 C25 C26 -179.3(4) . . . . ?
C24 C25 C26 C27 0.6(5) . . . . ?
C25 C26 C27 C28 -1.0(6) . . . . ?
C26 C27 C28 C23 0.9(5) . . . . ?
C26 C27 C28 C29 -179.5(4) . . . . ?
C24 C23 C28 C27 -0.5(5) . . . . ?
O1 C23 C28 C27 178.5(3) . . . . ?
C24 C23 C28 C29 179.9(3) . . . . ?
O1 C23 C28 C29 -1.1(5) . . . . ?
C36 N4 C29 N3 174.2(3) . . . . ?
C36 N4 C29 C28 -7.2(5) . . . . ?
C30 N3 C29 N4 -6.3(6) . . . . ?
C30 N3 C29 C28 175.0(3) . . . . ?
C27 C28 C29 N4 -52.2(5) . . . . ?
C23 C28 C29 N4 127.4(4) . . . . ?
C27 C28 C29 N3 126.5(4) . . . . ?
C23 C28 C29 N3 -54.0(5) . . . . ?
C29 N3 C30 C31 -38.1(6) . . . . ?
C29 N3 C30 C35 147.2(4) . . . . ?
C35 C30 C31 C32 -0.5(6) . . . . ?
N3 C30 C31 C32 -175.2(4) . . . . ?
C30 C31 C32 C33 -1.2(6) . . . . ?
C31 C32 C33 C34 1.8(6) . . . . ?
C32 C33 C34 C35 -0.6(7) . . . . ?
C33 C34 C35 C30 -1.1(6) . . . . ?
C31 C30 C35 C34 1.7(6) . . . . ?
N3 C30 C35 C34 176.6(3) . . . . ?
C29 N4 C36 C37 112.4(4) . . . . ?
C29 N4 C36 C41 -75.7(5) . . . . ?
N4 C36 C37 C38 173.5(3) . . . . ?
C41 C36 C37 C38 1.6(5) . . . . ?
N4 C36 C37 C42 -5.9(5) . . . . ?
C41 C36 C37 C42 -177.8(4) . . . . ?
C36 C37 C38 C39 -0.4(6) . . . . ?
C42 C37 C38 C39 179.0(4) . . . . ?
C37 C38 C39 C40 -0.7(6) . . . . ?
C37 C38 C39 C43 -178.7(4) . . . . ?
C38 C39 C40 C41 0.6(6) . . . . ?
C43 C39 C40 C41 178.6(4) . . . . ?
C39 C40 C41 C36 0.6(6) . . . . ?
C39 C40 C41 C44 -177.7(3) . . . . ?
C37 C36 C41 C40 -1.7(5) . . . . ?
N4 C36 C41 C40 -173.6(3) . . . . ?
C37 C36 C41 C44 176.6(3) . . . . ?
N4 C36 C41 C44 4.7(5) . . . . ?
H2 O2 C46 C45 149.9(11) . . . . ?
H1 O2 C46 C45 15.5(13) . . . . ?
H2 O2 C46 C47 -30.3(12) . . . . ?
H1 O2 C46 C47 -164.8(12) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660878
