#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/52/4115212.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_4115212
loop_
_publ_author_name
'Toshihiro Tanaka'
'Takashi Tasaki'
'Yasuhiro Aoyama'
_publ_section_title
;
 Acridinylresorcinol as a Self-Complementary Building Block of Robust
 Hydrogen-Bonded 2D Nets with Coordinative Saturation. Preservation of
 Crystal Structures upon Guest Alteration, Guest Removal, and Host
 Modification
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12453
_journal_page_last               12462
_journal_paper_doi               10.1021/ja026704l
_journal_volume                  124
_journal_year                    2002
_chemical_formula_moiety         'C23 H21 N O5 '
_chemical_formula_sum            'C23 H21 N O5'
_chemical_formula_weight         391.42
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 101.91(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.315(5)
_cell_length_b                   14.040(4)
_cell_length_c                   14.713(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295.1
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      13.5
_cell_volume                     1882.8(12)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure Ver. 2.00'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_measured_fraction_theta_full 0.9989
_diffrn_measured_fraction_theta_max 0.9989
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.031
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4760
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_standards_decay_%        -0.44
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.60
_refine_diff_density_min         -0.44
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.617
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     255
_refine_ls_number_reflns         1542
_refine_ls_R_factor_gt           0.0820
_refine_ls_shift/su_max          0.0070
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[0.005Fo² + 1.000σ²(Fo)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1300
_reflns_number_gt                1542
_reflns_number_total             4495
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja026704l-2_s2_8.cif
_cod_data_source_block           4-ethylacetate
_cod_original_cell_volume        1882.8(1)
_cod_original_formula_sum        'C23 H21 N O5 '
_cod_database_code               4115212
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
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
O1 O 0.5524(7) 0.4073(5) 0.7490(4) 0.065(2) Uani 0.82 1 d P
O2 O 0.112(3) 0.349(3) 0.535(2) 0.07(1) Uani 0.18 1 d P
O3 O 0.8059(6) 0.4836(3) 0.1951(4) 0.068(2) Uani 1.00 1 d .
O4 O 0.7490(6) 0.1479(3) 0.2145(3) 0.059(2) Uani 1.00 1 d .
N1 N 0.4102(6) 0.3655(4) 0.5782(4) 0.042(2) Uani 1.00 1 d .
C1 C 0.7869(8) 0.3959(5) 0.5397(5) 0.053(2) Uani 1.00 1 d .
C2 C 0.8567(9) 0.4197(6) 0.6240(6) 0.065(3) Uani 1.00 1 d .
C3 C 0.7770(9) 0.4235(6) 0.6970(6) 0.066(3) Uani 1.00 1 d .
C4 C 0.6329(9) 0.4055(5) 0.6818(5) 0.053(2) Uani 1.00 1 d .
C5 C 0.1795(9) 0.3330(6) 0.4762(6) 0.059(3) Uani 1.00 1 d .
C6 C 0.1007(9) 0.3151(7) 0.3927(7) 0.073(3) Uani 1.00 1 d .
C7 C 0.1673(9) 0.3076(6) 0.3127(6) 0.067(3) Uani 1.00 1 d .
C8 C 0.3144(9) 0.3180(5) 0.3251(5) 0.054(2) Uani 1.00 1 d .
C9 C 0.5576(7) 0.3509(4) 0.4285(5) 0.039(2) Uani 1.00 1 d .
C10 C 0.6355(8) 0.3769(4) 0.5178(4) 0.039(2) Uani 1.00 1 d .
C11 C 0.5555(7) 0.3820(4) 0.5912(4) 0.039(2) Uani 1.00 1 d .
C12 C 0.3362(8) 0.3467(5) 0.4909(5) 0.042(2) Uani 1.00 1 d .
C13 C 0.4060(8) 0.3374(4) 0.4136(5) 0.041(2) Uani 1.00 1 d .
C14 C 0.6372(7) 0.3394(4) 0.3507(4) 0.040(2) Uani 1.00 1 d .
C15 C 0.6866(8) 0.4185(4) 0.3102(5) 0.044(2) Uani 1.00 1 d .
C16 C 0.7564(8) 0.4072(4) 0.2359(4) 0.044(2) Uani 1.00 1 d .
C17 C 0.7787(7) 0.3171(5) 0.2031(4) 0.041(2) Uani 1.00 1 d .
C18 C 0.7293(7) 0.2383(4) 0.2433(5) 0.039(2) Uani 1.00 1 d .
C19 C 0.6573(7) 0.2488(4) 0.3174(4) 0.043(2) Uani 1.00 1 d .
C20 C 0.493(3) 0.053(2) 0.518(2) 0.25(1) Uiso 1.00 1 d .
C21 C 0.670(3) 0.086(2) 0.517(2) 0.25(1) Uiso 1.00 1 d .
C22 C 0.882(3) 0.130(2) 0.559(2) 0.23(1) Uiso 1.00 1 d .
C23 C 0.940(3) 0.135(2) 0.509(2) 0.27(1) Uiso 1.00 1 d .
C24 C 0.966(3) 0.016(2) 0.520(2) 0.25(1) Uiso 1.00 1 d .
C25 C 0.807(2) 0.010(2) 0.599(1) 0.194(8) Uiso 1.00 1 d .
H1 H 0.8404(8) 0.3923(5) 0.4914(5) 0.065(3) Uiso 1.00 1 c .
H2 H 0.9589(9) 0.4330(6) 0.6359(6) 0.078(3) Uiso 1.00 1 c .
H3 H 0.8269(9) 0.4399(6) 0.7580(6) 0.078(3) Uiso 1.00 1 c .
H4 H -0.0029(9) 0.3091(7) 0.3835(7) 0.088(3) Uiso 1.00 1 c .
H5 H 0.1096(9) 0.2927(6) 0.2533(6) 0.080(3) Uiso 1.00 1 c .
H6 H 0.3579(9) 0.3126(5) 0.2723(5) 0.066(3) Uiso 1.00 1 c .
H7 H 0.6705(8) 0.4806(4) 0.3317(5) 0.054(3) Uiso 1.00 1 c .
H8 H 0.8269(7) 0.3102(5) 0.1525(4) 0.051(2) Uiso 1.00 1 c .
H9 H 0.6234(7) 0.1944(4) 0.3450(4) 0.054(2) Uiso 1.00 1 c .
H10 H 0.5989(7) 0.4232(5) 0.8108(4) 0.079(3) Uiso 0.82 1 c P
H11 H 0.009(3) 0.339(3) 0.522(2) 0.09(1) Uiso 0.18 1 c P
H12 H 0.7774(6) 0.5352(3) 0.2276(4) 0.089(3) Uiso 1.00 1 c .
H13 H 0.8158(6) 0.1503(3) 0.1691(3) 0.077(2) Uiso 1.00 1 c .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.017 0.010
;
International Tables for Crystallography
(1992, 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_publ_flag
C4 O1 H10 119.3(4) no
C5 O2 H11 119.5(14) no
C16 O3 H12 103.1(3) no
C18 O4 H13 108.6(3) no
C11 N1 C12 118.0(5) yes
C2 C1 C10 122.7(7) yes
C2 C1 H1 118.9(5) no
C10 C1 H1 118.4(4) no
C1 C2 C3 119.0(8) yes
C1 C2 H2 120.4(5) no
C3 C2 H2 120.6(5) no
C2 C3 C4 121.8(8) yes
C2 C3 H3 119.4(5) no
C4 C3 H3 118.8(5) no
O1 C4 C3 124.1(7) yes
O1 C4 C11 116.0(7) yes
C3 C4 C11 119.9(7) yes
O2 C5 C6 115.9(15) yes
O2 C5 C12 122.3(15) yes
C6 C5 C12 121.0(7) yes
C5 C6 C7 121.6(8) yes
C5 C6 H4 120.2(5) no
C7 C6 H4 118.2(5) no
C6 C7 C8 118.5(8) yes
C6 C7 H5 120.6(5) no
C8 C7 H5 120.9(5) no
C7 C8 C13 122.8(7) yes
C7 C8 H6 118.2(5) no
C13 C8 H6 119.0(4) no
C10 C9 C13 119.3(5) yes
C10 C9 C14 120.0(6) yes
C13 C9 C14 120.7(6) yes
C1 C10 C9 124.1(5) yes
C1 C10 C11 118.1(6) yes
C9 C10 C11 117.8(6) yes
N1 C11 C4 118.4(6) yes
N1 C11 C10 123.1(6) yes
C4 C11 C10 118.5(6) yes
N1 C12 C5 118.0(6) yes
N1 C12 C13 123.2(6) yes
C5 C12 C13 118.8(7) yes
C8 C13 C9 124.2(6) yes
C8 C13 C12 117.3(6) yes
C9 C13 C12 118.4(6) yes
C9 C14 C15 120.3(5) yes
C9 C14 C19 119.5(5) yes
C15 C14 C19 120.1(5) yes
C14 C15 C16 119.9(6) yes
C14 C15 H7 120.3(3) no
C16 C15 H7 119.8(4) no
O3 C16 C15 121.0(6) yes
O3 C16 C17 118.6(5) yes
C15 C16 C17 120.4(5) yes
C16 C17 C18 119.7(5) yes
C16 C17 H8 119.7(3) no
C18 C17 H8 120.6(3) no
O4 C18 C17 122.4(5) yes
O4 C18 C19 117.3(5) yes
C17 C18 C19 120.4(5) yes
C14 C19 C18 119.5(5) yes
C14 C19 H9 120.3(3) no
C18 C19 H9 120.2(3) no
C22 C23 C24 86.3(31) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C4 1.359(9) yes
O1 H10 0.9493(2) no
O2 C5 1.19(3) yes
O2 H11 0.9498(5) no
O3 C16 1.356(7) yes
O3 H12 0.93618(19) no
O4 C18 1.363(7) yes
O4 H13 1.0024(3) no
N1 C11 1.347(8) yes
N1 C12 1.352(9) yes
C1 C2 1.32(1) yes
C1 C10 1.41(1) yes
C1 H1 0.9500(3) no
C2 C3 1.428(11) yes
C2 H2 0.9501(4) no
C3 C4 1.34(1) yes
C3 H3 0.9500(2) no
C4 C11 1.42(1) yes
C5 C6 1.319(11) yes
C5 C12 1.443(11) yes
C6 C7 1.443(12) yes
C6 H4 0.9500(5) no
C7 C8 1.352(11) yes
C7 H5 0.9500(3) no
C8 C13 1.43(1) yes
C8 H6 0.9500(2) no
C9 C10 1.412(9) yes
C9 C13 1.397(9) yes
C9 C14 1.495(8) yes
C10 C11 1.435(8) yes
C12 C13 1.427(9) yes
C14 C15 1.383(8) yes
C14 C19 1.389(9) yes
C15 C16 1.391(8) yes
C15 H7 0.9501(2) no
C16 C17 1.386(9) yes
C17 C18 1.377(9) yes
C17 H8 0.9501(2) no
C18 C19 1.400(9) yes
C19 H9 0.9500(2) no
C20 C21 1.72(3) yes
C22 C23 1.00(3) yes
C23 C24 1.69(4) yes
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_site_symmetry_2
_geom_contact_distance
_geom_contact_publ_flag
O1 O4 4_455 2.872(8) yes
O1 N1 . 2.654(8) yes
O1 C3 . 2.38(1) yes
O1 C4 . 1.359(9) yes
O1 C7 4_555 3.273(11) yes
O1 C11 . 2.355(8) yes
O1 C15 2_666 3.301(9) yes
O1 C25 3_656 2.75(2) yes
O1 H3 . 2.574(11) no
O1 H5 4_555 2.857(11) no
O1 H7 2_666 2.679(9) no
O1 H10 . 0.9493(2) no
O1 H12 2_666 3.262(8) no
O1 H13 4_455 2.413(9) no
O2 O4 4_455 2.69(3) yes
O2 N1 . 2.73(2) yes
O2 C1 1_455 3.11(3) yes
O2 C2 1_455 3.10(3) yes
O2 C5 . 1.19(3) yes
O2 C6 . 2.13(3) yes
O2 C7 . 3.46(3) yes
O2 C12 . 2.31(2) yes
O2 C13 . 3.57(3) yes
O2 C17 4_455 3.52(3) yes
O2 C18 4_455 3.28(3) yes
O2 C23 1_455 3.39(4) yes
O2 H1 1_455 2.55(3) no
O2 H2 1_455 2.55(3) no
O2 H4 . 2.33(3) no
O2 H7 2_666 3.47(3) no
O2 H8 4_455 3.26(3) no
O2 H11 . 0.9498(5) no
O2 H13 4_455 2.44(3) no
O3 O4 3_655 2.763(7) yes
O3 C15 . 2.391(8) yes
O3 C16 . 1.356(7) yes
O3 C17 . 2.358(8) yes
O3 C20 4_554 3.46(3) yes
O3 C21 3_655 3.48(3) yes
O3 H2 2_766 3.18(1) no
O3 H3 2_766 3.51(1) no
O3 H7 . 2.585(8) no
O3 H8 . 2.532(8) no
O3 H9 3_655 3.114(7) no
O3 H12 . 0.93618(19) no
O3 H13 3_655 3.419(7) no
O4 N1 4_554 2.748(7) yes
O4 C5 4_554 3.44(1) yes
O4 C12 4_554 3.548(8) yes
O4 C15 3_645 3.311(8) yes
O4 C16 3_645 3.460(8) yes
O4 C17 . 2.401(8) yes
O4 C18 . 1.363(7) yes
O4 C19 . 2.359(7) yes
O4 H2 4_454 2.94(1) no
O4 H7 3_645 2.599(8) no
O4 H8 . 2.611(8) no
O4 H9 . 2.532(7) no
O4 H10 4_554 3.424(9) no
O4 H11 4_554 3.23(3) no
O4 H12 3_645 1.838(6) no
O4 H13 . 1.0024(3) no
N1 C3 . 3.60(1) yes
N1 C4 . 2.37(1) yes
N1 C5 . 2.40(1) yes
N1 C9 . 2.833(7) yes
N1 C10 . 2.447(8) yes
N1 C11 . 1.347(8) yes
N1 C12 . 1.352(9) yes
N1 C13 . 2.445(8) yes
N1 C17 4_455 3.519(8) yes
N1 C18 4_455 3.544(8) yes
N1 H7 2_666 2.721(8) no
N1 H8 4_455 2.870(8) no
N1 H13 4_455 1.760(7) no
C1 C2 . 1.32(1) yes
C1 C3 . 2.367(11) yes
C1 C4 . 2.77(1) yes
C1 C9 . 2.49(1) yes
C1 C10 . 1.41(1) yes
C1 C11 . 2.44(1) yes
C1 C14 . 2.95(1) yes
C1 C15 . 3.33(1) yes
C1 H1 . 0.9500(3) no
C1 H2 . 1.977(11) no
C1 H3 . 3.216(11) no
C1 H4 1_655 3.530(11) no
C1 H7 . 3.25(1) no
C1 H11 1_655 2.28(3) no
C2 C3 . 1.428(11) yes
C2 C4 . 2.418(11) yes
C2 C10 . 2.391(11) yes
C2 C11 . 2.798(11) yes
C2 H1 . 1.96(1) no
C2 H2 . 0.9501(4) no
C2 H3 . 2.067(11) no
C2 H11 1_655 2.53(3) no
C3 C4 . 1.34(1) yes
C3 C10 . 2.771(11) yes
C3 C11 . 2.387(11) yes
C3 C25 3_656 3.48(2) yes
C3 H1 . 3.229(11) no
C3 H2 . 2.079(11) no
C3 H3 . 0.9500(2) no
C3 H5 4_555 3.587(12) no
C3 H6 4_555 3.527(11) no
C3 H10 . 2.59(1) no
C4 C7 4_555 3.536(11) yes
C4 C10 . 2.45(1) yes
C4 C11 . 1.42(1) yes
C4 C25 3_656 3.48(2) yes
C4 H2 . 3.267(11) no
C4 H3 . 1.980(11) no
C4 H5 4_555 2.999(11) no
C4 H7 2_666 3.22(1) no
C4 H10 . 2.003(9) no
C4 H13 4_455 3.024(9) no
C5 C6 . 1.319(11) yes
C5 C7 . 2.411(12) yes
C5 C8 . 2.78(1) yes
C5 C12 . 1.443(11) yes
C5 C13 . 2.47(1) yes
C5 H1 1_455 3.32(1) no
C5 H4 . 1.976(11) no
C5 H5 . 3.259(12) no
C5 H8 4_455 3.344(11) no
C5 H11 . 1.85(2) no
C5 H13 4_455 2.87(1) no
C6 C7 . 1.443(12) yes
C6 C8 . 2.402(11) yes
C6 C12 . 2.406(11) yes
C6 C13 . 2.814(11) yes
C6 C23 1_455 3.55(3) yes
C6 H1 1_455 3.259(11) no
C6 H2 2_666 3.592(13) no
C6 H4 . 0.9500(5) no
C6 H5 . 2.093(12) no
C6 H6 . 3.260(11) no
C6 H10 4_454 3.554(11) no
C6 H11 . 2.27(3) no
C7 C8 . 1.352(11) yes
C7 C12 . 2.819(11) yes
C7 C13 . 2.441(11) yes
C7 H4 . 2.069(11) no
C7 H5 . 0.9500(3) no
C7 H6 . 1.986(11) no
C7 H8 1_455 3.54(1) no
C7 H10 4_454 3.301(11) no
C8 C9 . 2.497(11) yes
C8 C12 . 2.44(1) yes
C8 C13 . 1.43(1) yes
C8 C14 . 2.968(11) yes
C8 C19 . 3.36(1) yes
C8 H4 . 3.246(11) no
C8 H5 . 2.012(11) no
C8 H6 . 0.9500(2) no
C8 H9 . 3.32(1) no
C9 C10 . 1.412(9) yes
C9 C11 . 2.438(9) yes
C9 C12 . 2.425(9) yes
C9 C13 . 1.397(9) yes
C9 C14 . 1.495(8) yes
C9 C15 . 2.497(8) yes
C9 C19 . 2.493(8) yes
C9 H1 . 2.67(1) no
C9 H6 . 2.69(1) no
C9 H7 . 2.659(9) no
C9 H9 . 2.650(8) no
C10 C11 . 1.435(8) yes
C10 C12 . 2.77(1) yes
C10 C13 . 2.42(1) yes
C10 C14 . 2.518(9) yes
C10 C15 . 3.240(8) yes
C10 C19 . 3.496(9) yes
C10 H1 . 2.036(9) no
C10 H2 . 3.249(11) no
C10 H7 . 3.176(9) no
C10 H9 . 3.596(9) no
C10 H11 1_655 3.51(3) no
C11 C12 . 2.31(1) yes
C11 C13 . 2.77(1) yes
C11 H1 . 3.29(1) no
C11 H3 . 3.243(11) no
C11 H5 4_555 3.39(1) no
C11 H7 2_666 3.229(9) no
C11 H10 . 3.224(8) no
C11 H13 4_455 2.749(8) no
C12 C13 . 1.427(9) yes
C12 H4 . 3.269(11) no
C12 H6 . 3.30(1) no
C12 H7 2_666 3.573(9) no
C12 H8 4_455 3.255(9) no
C12 H11 . 3.18(2) no
C12 H13 4_455 2.668(8) no
C13 C14 . 2.514(9) yes
C13 C15 . 3.477(9) yes
C13 C19 . 3.225(9) yes
C13 H5 . 3.300(11) no
C13 H6 . 2.064(9) no
C13 H7 . 3.576(9) no
C13 H9 . 3.162(9) no
C14 C15 . 1.383(8) yes
C14 C16 . 2.401(8) yes
C14 C17 . 2.781(8) yes
C14 C18 . 2.409(8) yes
C14 C19 . 1.389(9) yes
C14 H1 . 2.608(11) no
C14 H4 1_655 3.314(11) no
C14 H6 . 2.646(11) no
C14 H7 . 2.035(8) no
C14 H9 . 2.041(9) no
C15 C16 . 1.391(8) yes
C15 C17 . 2.409(9) yes
C15 C18 . 2.773(8) yes
C15 C19 . 2.402(9) yes
C15 H1 . 2.778(11) no
C15 H4 1_655 3.255(11) no
C15 H6 . 3.34(1) no
C15 H7 . 0.9501(2) no
C15 H8 . 3.264(9) no
C15 H9 . 3.261(9) no
C15 H12 . 2.302(8) no
C15 H13 3_655 3.270(8) no
C16 C17 . 1.386(9) yes
C16 C18 . 2.390(8) yes
C16 C19 . 2.773(8) yes
C16 H4 1_655 3.103(13) no
C16 H7 . 2.038(8) no
C16 H8 . 2.031(8) no
C16 H12 . 1.814(8) no
C17 C18 . 1.377(9) yes
C17 C19 . 2.410(9) yes
C17 H4 1_655 2.994(11) no
C17 H5 1_655 3.04(1) no
C17 H7 . 3.264(9) no
C17 H8 . 0.9501(2) no
C17 H9 . 3.266(9) no
C17 H12 . 3.084(8) no
C17 H13 . 2.434(8) no
C18 C19 . 1.400(9) yes
C18 H4 1_655 3.057(11) no
C18 H5 1_655 3.60(1) no
C18 H8 . 2.032(8) no
C18 H9 . 2.050(9) no
C18 H12 3_645 2.887(7) no
C18 H13 . 1.932(7) no
C19 H1 . 3.42(1) no
C19 H4 1_655 3.227(11) no
C19 H6 . 2.873(11) no
C19 H7 . 3.261(9) no
C19 H8 . 3.271(9) no
C19 H9 . 0.9500(2) no
C19 H12 3_645 3.158(7) no
C19 H13 . 3.191(7) no
C20 C20 2_656 1.59(5) yes
C20 C21 . 1.72(3) yes
C20 C21 2_656 2.46(4) yes
C20 C25 . 2.99(3) yes
C20 C25 2_656 3.09(3) yes
C20 H8 4_455 3.36(3) no
C21 C22 . 2.03(3) yes
C21 C23 . 2.63(4) yes
C21 C24 . 2.92(4) yes
C21 C25 . 1.90(3) yes
C21 H9 . 2.91(3) no
C22 C23 . 1.00(3) yes
C22 C24 . 1.91(4) yes
C22 C24 2_756 2.87(4) yes
C22 C25 . 1.96(3) yes
C22 H6 4_555 3.30(3) no
C22 H10 3_646 3.46(3) no
C22 H11 1_655 3.26(5) no
C23 C24 . 1.69(4) yes
C23 C24 2_756 2.38(5) yes
C23 C25 . 2.66(4) yes
C23 H4 1_655 3.17(3) no
C23 H9 . 3.50(3) no
C23 H11 1_655 2.93(5) no
C24 C24 2_756 1.05(5) yes
C24 C25 . 2.06(3) yes
C24 C25 2_756 3.03(3) yes
C24 H10 3_646 2.98(3) no
C25 H3 3_646 2.84(2) no
C25 H6 4_555 3.53(2) no
C25 H10 3_646 1.88(2) no
H1 H2 . 2.26(1) no
H1 H4 1_655 2.640(11) no
H1 H7 . 2.833(11) no
H1 H11 1_655 1.71(3) no
H2 H3 . 2.379(11) no
H2 H7 2_766 3.597(11) no
H2 H11 1_655 2.25(3) no
H2 H12 2_766 2.87(1) no
H2 H13 4_555 3.462(9) no
H3 H6 4_555 3.560(12) no
H3 H9 4_555 3.371(11) no
H3 H10 . 2.42(1) no
H4 H5 . 2.377(11) no
H4 H8 1_455 3.441(11) no
H4 H11 . 2.06(3) no
H5 H6 . 2.289(11) no
H5 H8 1_455 2.75(1) no
H5 H10 4_454 3.154(11) no
H5 H13 1_455 3.409(9) no
H6 H9 . 2.988(11) no
H7 H10 2_666 3.22(1) no
H7 H12 . 2.134(8) no
H7 H13 3_655 2.387(8) no
H8 H12 . 3.409(8) no
H8 H13 . 2.262(8) no
H9 H12 3_645 2.720(7) no
H9 H13 . 3.494(7) no
H10 H12 2_666 3.483(9) no
H10 H13 4_455 3.178(9) no
H11 H13 4_455 3.21(3) no
H12 H13 3_655 2.494(7) no
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_publ_flag
C12 N1 C11 C4 177.5(8) yes
C12 N1 C11 C10 -2.4(1) yes
C11 N1 C12 C5 -177.5(8) yes
C11 N1 C12 C13 4.2(1) yes
C10 C1 C2 C3 2.0(2) yes
C2 C1 C10 C9 -179.7(1) yes
C2 C1 C10 C11 -1.3(2) yes
C1 C2 C3 C4 -1.4(2) yes
C2 C3 C4 O1 179.4(1) yes
C2 C3 C4 C11 -0.0(2) yes
O1 C4 C11 N1 1.4(1) yes
O1 C4 C11 C10 -178.7(8) yes
C3 C4 C11 N1 -179.1(1) yes
C3 C4 C11 C10 0.8(2) yes
O2 C5 C6 C7 170.9(3) yes
C12 C5 C6 C7 0.5(2) yes
O2 C5 C12 N1 9.8(5) yes
O2 C5 C12 C13 -171.8(3) yes
C6 C5 C12 N1 179.5(1) yes
C6 C5 C12 C13 -2.1(2) yes
C5 C6 C7 C8 0.9(2) yes
C6 C7 C8 C13 -0.9(2) yes
C7 C8 C13 C9 -178.4(1) yes
C7 C8 C13 C12 -0.6(2) yes
C13 C9 C10 C1 -177.4(9) yes
C13 C9 C10 C11 4.2(1) yes
C14 C9 C10 C1 1.7(1) yes
C14 C9 C10 C11 -176.7(8) yes
C10 C9 C13 C8 175.1(9) yes
C10 C9 C13 C12 -2.6(1) yes
C14 C9 C13 C8 -4.0(1) yes
C14 C9 C13 C12 178.3(8) yes
C10 C9 C14 C15 -73.5(1) yes
C10 C9 C14 C19 108.5(1) yes
C13 C9 C14 C15 105.6(1) yes
C13 C9 C14 C19 -72.4(1) yes
C1 C10 C11 N1 179.7(9) yes
C1 C10 C11 C4 -0.2(1) yes
C9 C10 C11 N1 -1.8(1) yes
C9 C10 C11 C4 178.3(8) yes
N1 C12 C13 C8 -179.6(8) yes
N1 C12 C13 C9 -1.7(1) yes
C5 C12 C13 C8 2.1(2) yes
C5 C12 C13 C9 179.9(9) yes
C9 C14 C15 C16 -177.9(8) yes
C19 C14 C15 C16 0.1(1) yes
C9 C14 C19 C18 178.7(8) yes
C15 C14 C19 C18 0.7(1) yes
C14 C15 C16 O3 -180.0(8) yes
C14 C15 C16 C17 -1.0(1) yes
O3 C16 C17 C18 -179.9(7) yes
C15 C16 C17 C18 1.1(1) yes
C16 C17 C18 O4 -179.5(8) yes
C16 C17 C18 C19 -0.3(1) yes
O4 C18 C19 C14 178.6(7) yes
C17 C18 C19 C14 -0.6(1) yes
