#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/76/2227697.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_2227697
loop_
_publ_author_name
'Kia, Reza'
'Kargar, Hadi'
'Tahir, Muhammad Nawaz'
'Kianoosh, Fatemeh'
_publ_section_title
;
 5,5'-Bis(diethylamino)-2,2'-[2,2-dimethylpropane-1,3-diylbis(nitrilomethylidyne)]diphenol
;
_journal_coeditor_code           JH2191
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2296
_journal_paper_doi               10.1107/S1600536810031430
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C27 H40 N4 O2'
_chemical_formula_moiety         'C27 H40 N4 O2'
_chemical_formula_sum            'C27 H40 N4 O2'
_chemical_formula_weight         452.63
_chemical_name_systematic
5,5'-Bis(diethylamino)-2,2'-[2,2-dimethylpropane-1,3-diylbis(nitrilomethylidyne)]diphenol
_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                107.572(3)
_cell_angle_beta                 110.771(2)
_cell_angle_gamma                96.628(3)
_cell_formula_units_Z            2
_cell_length_a                   10.1143(5)
_cell_length_b                   11.4004(10)
_cell_length_c                   13.8505(6)
_cell_measurement_reflns_used    2273
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.54
_cell_volume                     1378.52(16)
_computing_cell_refinement       'APEX2 (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008), PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type
;
Bruker SMART APEXII CCD area-detector diffractometer
;
_diffrn_measurement_method       'φ and 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  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0336
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            23024
_diffrn_reflns_theta_full        27.90
_diffrn_reflns_theta_max         27.90
_diffrn_reflns_theta_min         2.86
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.9924
_exptl_absorpt_correction_T_min  0.9815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.090
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.293
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         6522
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.1018
_refine_ls_R_factor_gt           0.0614
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0929P)²+0.1950P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1712
_refine_ls_wR_factor_ref         0.1994
_reflns_number_gt                3856
_reflns_number_total             6522
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jh2191.cif
_cod_data_source_block           I
_cod_original_cell_volume        1378.52(15)
_cod_database_code               2227697
_cod_database_fobs_code          2227697
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.69136(14) 0.38335(13) 0.42554(10) 0.0739(4) Uani d . 1 . .
H H1 0.7333 0.3242 0.4052 0.111 Uiso d R 1 . .
O O2 0.72879(15) 0.03336(13) -0.02875(11) 0.0690(4) Uani d . 1 . .
H H2 0.7166 0.0203 0.0264 0.104 Uiso d R 1 . .
N N1 0.87493(16) 0.24580(14) 0.41808(12) 0.0556(4) Uani d . 1 . .
N N2 0.66993(17) 0.06244(16) 0.14294(12) 0.0610(4) Uani d . 1 . .
N N3 0.81113(18) 0.74234(17) 0.75429(14) 0.0728(5) Uani d . 1 . .
N N4 0.6665(3) 0.3442(2) -0.19569(19) 0.1013(7) Uani d . 1 A .
C C1 0.78877(18) 0.45852(17) 0.52906(14) 0.0532(4) Uani d . 1 . .
C C2 0.75271(19) 0.56052(17) 0.58747(15) 0.0573(5) Uani d . 1 . .
H H2A 0.6626 0.5764 0.5544 0.069 Uiso calc R 1 . .
C C3 0.84833(19) 0.64160(17) 0.69594(15) 0.0565(4) Uani d . 1 . .
C C4 0.98449(19) 0.61456(19) 0.74217(15) 0.0624(5) Uani d . 1 . .
H H4A 1.0506 0.6657 0.8140 0.075 Uiso calc R 1 . .
C C5 1.01977(19) 0.51437(19) 0.68259(15) 0.0594(5) Uani d . 1 . .
H H5A 1.1111 0.5001 0.7148 0.071 Uiso calc R 1 . .
C C6 0.92522(18) 0.43177(17) 0.57511(14) 0.0511(4) Uani d . 1 . .
C C7 0.96270(19) 0.32419(17) 0.51473(14) 0.0537(4) Uani d . 1 . .
H H7A 1.0546 0.3111 0.5473 0.064 Uiso calc R 1 . .
C C8 0.9188(2) 0.13952(17) 0.36055(15) 0.0579(5) Uani d . 1 . .
H H8A 1.0083 0.1314 0.4123 0.069 Uiso calc R 1 . .
H H8B 0.9389 0.1564 0.3019 0.069 Uiso calc R 1 . .
C C9 0.8028(2) 0.01422(18) 0.31002(15) 0.0613(5) Uani d . 1 . .
C C10 0.6579(2) 0.0241(2) 0.23090(16) 0.0660(5) Uani d . 1 . .
H H10A 0.5878 -0.0577 0.1978 0.079 Uiso calc R 1 . .
H H10B 0.6206 0.0852 0.2732 0.079 Uiso calc R 1 . .
C C11 0.6259(2) 0.1596(2) 0.13056(15) 0.0608(5) Uani d . 1 . .
H H11A 0.5870 0.2030 0.1781 0.073 Uiso calc R 1 . .
C C12 0.63422(19) 0.20459(17) 0.04561(14) 0.0550(4) Uani d . 1 . .
C C13 0.5885(3) 0.3123(2) 0.03497(18) 0.0744(6) Uani d . 1 . .
H H13A 0.5508 0.3552 0.0836 0.089 Uiso calc R 1 . .
C C14 0.5968(3) 0.3576(2) -0.04428(19) 0.0803(6) Uani d . 1 . .
H H14A 0.5639 0.4294 -0.0490 0.096 Uiso calc R 1 . .
C C15 0.6546(2) 0.2968(2) -0.11830(17) 0.0689(5) Uani d . 1 . .
C C16 0.6990(2) 0.1877(2) -0.10934(16) 0.0640(5) Uani d . 1 . .
H H16A 0.7371 0.1451 -0.1578 0.077 Uiso calc R 1 . .
C C17 0.68801(18) 0.14135(17) -0.03042(14) 0.0541(4) Uani d . 1 . .
C C18 0.7544(9) 0.2963(6) -0.2568(6) 0.190(3) Uani d D 1 . .
H H18A 0.8033 0.3652 -0.2691 0.228 Uiso calc PR 0.660(7) A 1
H H18B 0.8285 0.2640 -0.2131 0.228 Uiso calc PR 0.660(7) A 1
H H18C 0.7434 0.3441 -0.3044 0.228 Uiso d PR 0.340(7) A 2
H H18D 0.6971 0.2116 -0.3052 0.228 Uiso d PR 0.340(7) A 2
C C19 0.6677(11) 0.2019(8) -0.3565(8) 0.203(3) Uani d PD 0.660(7) A 1
H H19A 0.7275 0.1650 -0.3915 0.305 Uiso calc PR 0.660(7) A 1
H H19B 0.6027 0.2366 -0.4034 0.305 Uiso calc PR 0.660(7) A 1
H H19C 0.6118 0.1378 -0.3448 0.305 Uiso calc PR 0.660(7) A 1
C C20 0.8997(14) 0.2825(14) -0.2338(13) 0.203(3) Uani d PD 0.340(7) A 2
H H20A 0.9185 0.2709 -0.2988 0.305 Uiso calc PR 0.340(7) A 2
H H20B 0.9105 0.2100 -0.2130 0.305 Uiso calc PR 0.340(7) A 2
H H20C 0.9677 0.3574 -0.1740 0.305 Uiso calc PR 0.340(7) A 2
C C21 0.6062(4) 0.4490(3) -0.2141(3) 0.1042(9) Uani d . 1 . .
H H21A 0.6555 0.4870 -0.2501 0.125 Uiso calc R 1 A .
H H21B 0.6263 0.5131 -0.1427 0.125 Uiso calc R 1 . .
C C22 0.4456(5) 0.4118(3) -0.2835(3) 0.1328(12) Uani d . 1 A .
H H22A 0.4136 0.4853 -0.2927 0.199 Uiso calc R 1 . .
H H22B 0.3954 0.3768 -0.2474 0.199 Uiso calc R 1 . .
H H22C 0.4246 0.3494 -0.3549 0.199 Uiso calc R 1 . .
C C23 0.7744(3) -0.0193(2) 0.4012(2) 0.0873(7) Uani d . 1 . .
H H23A 0.7392 0.0460 0.4396 0.131 Uiso calc R 1 . .
H H23B 0.8636 -0.0260 0.4527 0.131 Uiso calc R 1 . .
H H23C 0.7027 -0.0989 0.3683 0.131 Uiso calc R 1 . .
C C24 0.8582(3) -0.0893(2) 0.2478(2) 0.0935(8) Uani d . 1 . .
H H24A 0.7869 -0.1691 0.2154 0.140 Uiso calc R 1 . .
H H24B 0.9482 -0.0958 0.2986 0.140 Uiso calc R 1 . .
H H24C 0.8744 -0.0681 0.1902 0.140 Uiso calc R 1 . .
C C26 0.9098(2) 0.8278(2) 0.86660(19) 0.0831(7) Uani d . 1 . .
H H26A 0.8892 0.9108 0.8794 0.100 Uiso calc R 1 . .
H H26B 1.0095 0.8374 0.8730 0.100 Uiso calc R 1 . .
C C27 0.8970(3) 0.7822(3) 0.9535(2) 0.1080(9) Uani d . 1 . .
H H27A 0.9635 0.8421 1.0255 0.162 Uiso calc R 1 . .
H H27B 0.9203 0.7012 0.9427 0.162 Uiso calc R 1 . .
H H27C 0.7989 0.7736 0.9483 0.162 Uiso calc R 1 . .
C C28 0.6716(2) 0.7709(2) 0.7091(2) 0.0863(7) Uani d . 1 . .
H H28A 0.6475 0.8157 0.7697 0.104 Uiso calc R 1 . .
H H28B 0.5969 0.6919 0.6638 0.104 Uiso calc R 1 . .
C C29 0.6702(4) 0.8501(3) 0.6398(3) 0.1193(10) Uani d . 1 . .
H H29A 0.5755 0.8663 0.6120 0.179 Uiso calc R 1 . .
H H29B 0.6918 0.8055 0.5786 0.179 Uiso calc R 1 . .
H H29C 0.7425 0.9293 0.6846 0.179 Uiso calc R 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 H1 . . 103.9 ?
C17 O2 H2 . . 105.6 ?
C7 N1 C8 . . 120.34(15) ?
C11 N2 C10 . . 118.74(18) ?
C3 N3 C28 . . 122.36(17) ?
C3 N3 C26 . . 121.98(18) ?
C28 N3 C26 . . 115.65(18) ?
C15 N4 C21 . . 122.6(2) ?
C15 N4 C18 . . 119.9(2) ?
C21 N4 C18 . . 117.2(2) ?
O1 C1 C2 . . 118.79(16) ?
O1 C1 C6 . . 120.01(16) ?
C2 C1 C6 . . 121.20(15) ?
C1 C2 C3 . . 121.66(17) ?
C1 C2 H2A . . 119.2 ?
C3 C2 H2A . . 119.2 ?
N3 C3 C2 . . 121.43(17) ?
N3 C3 C4 . . 121.44(16) ?
C2 C3 C4 . . 117.14(17) ?
C5 C4 C3 . . 120.56(16) ?
C5 C4 H4A . . 119.7 ?
C3 C4 H4A . . 119.7 ?
C4 C5 C6 . . 123.06(17) ?
C4 C5 H5A . . 118.5 ?
C6 C5 H5A . . 118.5 ?
C5 C6 C1 . . 116.37(16) ?
C5 C6 C7 . . 122.25(16) ?
C1 C6 C7 . . 121.37(15) ?
N1 C7 C6 . . 122.62(16) ?
N1 C7 H7A . . 118.7 ?
C6 C7 H7A . . 118.7 ?
N1 C8 C9 . . 112.83(15) ?
N1 C8 H8A . . 109.0 ?
C9 C8 H8A . . 109.0 ?
N1 C8 H8B . . 109.0 ?
C9 C8 H8B . . 109.0 ?
H8A C8 H8B . . 107.8 ?
C24 C9 C8 . . 108.09(17) ?
C24 C9 C10 . . 110.27(17) ?
C8 C9 C10 . . 110.82(16) ?
C24 C9 C23 . . 110.05(18) ?
C8 C9 C23 . . 110.45(16) ?
C10 C9 C23 . . 107.16(17) ?
N2 C10 C9 . . 113.33(16) ?
N2 C10 H10A . . 108.9 ?
C9 C10 H10A . . 108.9 ?
N2 C10 H10B . . 108.9 ?
C9 C10 H10B . . 108.9 ?
H10A C10 H10B . . 107.7 ?
N2 C11 C12 . . 122.42(18) ?
N2 C11 H11A . . 118.8 ?
C12 C11 H11A . . 118.8 ?
C13 C12 C17 . . 116.95(17) ?
C13 C12 C11 . . 121.55(18) ?
C17 C12 C11 . . 121.49(17) ?
C14 C13 C12 . . 122.6(2) ?
C14 C13 H13A . . 118.7 ?
C12 C13 H13A . . 118.7 ?
C13 C14 C15 . . 120.6(2) ?
C13 C14 H14A . . 119.7 ?
C15 C14 H14A . . 119.7 ?
N4 C15 C16 . . 122.1(2) ?
N4 C15 C14 . . 120.6(2) ?
C16 C15 C14 . . 117.25(18) ?
C17 C16 C15 . . 121.80(18) ?
C17 C16 H16A . . 119.1 ?
C15 C16 H16A . . 119.1 ?
O2 C17 C16 . . 118.60(17) ?
O2 C17 C12 . . 120.67(16) ?
C16 C17 C12 . . 120.73(17) ?
C19 C18 C20 . . 106.0(9) ?
C19 C18 N4 . . 110.4(8) ?
C20 C18 N4 . . 138.8(9) ?
C19 C18 H18A . . 109.6 ?
C20 C18 H18A . . 74.4 ?
N4 C18 H18A . . 109.6 ?
C19 C18 H18B . . 109.6 ?
N4 C18 H18B . . 109.6 ?
H18A C18 H18B . . 108.1 ?
C19 C18 H18C . . 80.5 ?
C20 C18 H18C . . 101.9 ?
N4 C18 H18C . . 102.4 ?
H18B C18 H18C . . 139.6 ?
C20 C18 H18D . . 102.0 ?
N4 C18 H18D . . 103.1 ?
H18A C18 H18D . . 132.7 ?
H18B C18 H18D . . 91.3 ?
H18C C18 H18D . . 105.0 ?
H18C C19 H18D . . 77.3 ?
C18 C19 H19A . . 109.5 ?
H18C C19 H19A . . 103.3 ?
H18D C19 H19A . . 109.1 ?
C18 C19 H19B . . 109.5 ?
H18C C19 H19B . . 76.9 ?
H18D C19 H19B . . 137.4 ?
C18 C19 H19C . . 109.5 ?
H18C C19 H19C . . 141.4 ?
H18D C19 H19C . . 73.2 ?
C18 C20 H20A . . 109.5 ?
C18 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C18 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
N4 C21 C22 . . 114.0(3) ?
N4 C21 H21A . . 108.7 ?
C22 C21 H21A . . 108.7 ?
N4 C21 H21B . . 108.7 ?
C22 C21 H21B . . 108.7 ?
H21A C21 H21B . . 107.6 ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C9 C23 H23A . . 109.5 ?
C9 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C9 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C9 C24 H24A . . 109.5 ?
C9 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C9 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
N3 C26 C27 . . 113.0(2) ?
N3 C26 H26A . . 109.0 ?
C27 C26 H26A . . 109.0 ?
N3 C26 H26B . . 109.0 ?
C27 C26 H26B . . 109.0 ?
H26A C26 H26B . . 107.8 ?
C26 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
N3 C28 C29 . . 112.9(2) ?
N3 C28 H28A . . 109.0 ?
C29 C28 H28A . . 109.0 ?
N3 C28 H28B . . 109.0 ?
C29 C28 H28B . . 109.0 ?
H28A C28 H28B . . 107.8 ?
C28 C29 H29A . . 109.5 ?
C28 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C28 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
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
O1 C1 . 1.350(2) ?
O1 H1 . 0.8657 ?
O2 C17 . 1.347(2) ?
O2 H2 . 0.8670 ?
N1 C7 . 1.277(2) ?
N1 C8 . 1.446(2) ?
N2 C11 . 1.277(2) ?
N2 C10 . 1.451(2) ?
N3 C3 . 1.367(2) ?
N3 C28 . 1.447(3) ?
N3 C26 . 1.458(3) ?
N4 C15 . 1.371(3) ?
N4 C21 . 1.452(3) ?
N4 C18 . 1.474(5) ?
C1 C2 . 1.371(3) ?
C1 C6 . 1.412(2) ?
C2 C3 . 1.404(2) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.412(3) ?
C4 C5 . 1.359(3) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.398(2) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.435(3) ?
C7 H7A . 0.9300 ?
C8 C9 . 1.527(3) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 C24 . 1.527(3) ?
C9 C10 . 1.528(3) ?
C9 C23 . 1.531(3) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 C12 . 1.442(3) ?
C11 H11A . 0.9300 ?
C12 C13 . 1.391(3) ?
C12 C17 . 1.401(3) ?
C13 C14 . 1.370(3) ?
C13 H13A . 0.9300 ?
C14 C15 . 1.400(3) ?
C14 H14A . 0.9300 ?
C15 C16 . 1.396(3) ?
C16 C17 . 1.381(3) ?
C16 H16A . 0.9300 ?
C18 C19 . 1.363(7) ?
C18 C20 . 1.427(9) ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C18 H18C . 0.9600 ?
C18 H18D . 0.9600 ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
C20 H20A . 0.9600 ?
C20 H20B . 0.9600 ?
C20 H20C . 0.9600 ?
C21 C22 . 1.493(5) ?
C21 H21A . 0.9700 ?
C21 H21B . 0.9700 ?
C22 H22A . 0.9600 ?
C22 H22B . 0.9600 ?
C22 H22C . 0.9600 ?
C23 H23A . 0.9600 ?
C23 H23B . 0.9600 ?
C23 H23C . 0.9600 ?
C24 H24A . 0.9600 ?
C24 H24B . 0.9600 ?
C24 H24C . 0.9600 ?
C26 C27 . 1.486(4) ?
C26 H26A . 0.9700 ?
C26 H26B . 0.9700 ?
C27 H27A . 0.9600 ?
C27 H27B . 0.9600 ?
C27 H27C . 0.9600 ?
C28 C29 . 1.501(4) ?
C28 H28A . 0.9700 ?
C28 H28B . 0.9700 ?
C29 H29A . 0.9600 ?
C29 H29B . 0.9600 ?
C29 H29C . 0.9600 ?
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_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 N1 . 0.8700 1.7600 2.574(2) 156.00 y
O2 H2 N2 . 0.8700 1.7800 2.587(2) 153.00 y
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 C2 C3 . . . . 179.27(16) ?
C6 C1 C2 C3 . . . . -1.0(3) ?
C28 N3 C3 C2 . . . . 0.7(3) ?
C26 N3 C3 C2 . . . . -179.50(19) ?
C28 N3 C3 C4 . . . . -179.2(2) ?
C26 N3 C3 C4 . . . . 0.5(3) ?
C1 C2 C3 N3 . . . . -179.24(17) ?
C1 C2 C3 C4 . . . . 0.7(3) ?
N3 C3 C4 C5 . . . . -179.63(17) ?
C2 C3 C4 C5 . . . . 0.4(3) ?
C3 C4 C5 C6 . . . . -1.3(3) ?
C4 C5 C6 C1 . . . . 1.0(3) ?
C4 C5 C6 C7 . . . . -178.08(17) ?
O1 C1 C6 C5 . . . . 179.89(16) ?
C2 C1 C6 C5 . . . . 0.2(3) ?
O1 C1 C6 C7 . . . . -1.0(3) ?
C2 C1 C6 C7 . . . . 179.25(16) ?
C8 N1 C7 C6 . . . . 179.50(16) ?
C5 C6 C7 N1 . . . . 177.49(16) ?
C1 C6 C7 N1 . . . . -1.5(3) ?
C7 N1 C8 C9 . . . . 133.19(17) ?
N1 C8 C9 C24 . . . . 177.66(16) ?
N1 C8 C9 C10 . . . . 56.7(2) ?
N1 C8 C9 C23 . . . . -61.9(2) ?
C11 N2 C10 C9 . . . . -124.9(2) ?
C24 C9 C10 N2 . . . . -63.4(2) ?
C8 C9 C10 N2 . . . . 56.3(2) ?
C23 C9 C10 N2 . . . . 176.84(18) ?
C10 N2 C11 C12 . . . . 179.79(15) ?
N2 C11 C12 C13 . . . . -178.62(18) ?
N2 C11 C12 C17 . . . . 1.7(3) ?
C17 C12 C13 C14 . . . . -1.1(3) ?
C11 C12 C13 C14 . . . . 179.3(2) ?
C12 C13 C14 C15 . . . . -0.8(4) ?
C21 N4 C15 C16 . . . . 173.0(2) ?
C18 N4 C15 C16 . . . . -12.6(5) ?
C21 N4 C15 C14 . . . . -7.2(4) ?
C18 N4 C15 C14 . . . . 167.3(4) ?
C13 C14 C15 N4 . . . . -178.2(2) ?
C13 C14 C15 C16 . . . . 1.6(3) ?
N4 C15 C16 C17 . . . . 179.3(2) ?
C14 C15 C16 C17 . . . . -0.5(3) ?
C15 C16 C17 O2 . . . . 177.97(18) ?
C15 C16 C17 C12 . . . . -1.4(3) ?
C13 C12 C17 O2 . . . . -177.21(17) ?
C11 C12 C17 O2 . . . . 2.4(3) ?
C13 C12 C17 C16 . . . . 2.2(3) ?
C11 C12 C17 C16 . . . . -178.20(16) ?
C15 N4 C18 C19 . . . . 95.3(5) ?
C21 N4 C18 C19 . . . . -90.0(5) ?
C15 N4 C18 C20 . . . . -55.5(13) ?
C21 N4 C18 C20 . . . . 119.2(11) ?
C15 N4 C21 C22 . . . . -79.2(3) ?
C18 N4 C21 C22 . . . . 106.2(5) ?
C3 N3 C26 C27 . . . . -86.6(3) ?
C28 N3 C26 C27 . . . . 93.2(3) ?
C3 N3 C28 C29 . . . . -85.3(3) ?
C26 N3 C28 C29 . . . . 94.9(3) ?
