#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/79/2017904.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_2017904
loop_
_publ_author_name
'Hübscher, Jörg'
'Felsmann, Marika'
'Seichter, Wilhelm'
'Weber, Edwin'
_publ_section_title
;
 The m-phenylene-bridged bis-oxazole
 4,4',5,5'-tetraphenyl-2,2'-m-phenylenedi-1,3-oxazole and its
 bulkily substituted analogue
 4,4',5,5'-tetrakis(4-tert-butylphenyl)-2,2'-m-phenylenedi-1,3-oxazole
;
_journal_coeditor_code           SU3052
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o623
_journal_page_last               o626
_journal_paper_doi               10.1107/S0108270110045725
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C52 H56 N2 O2'
_chemical_formula_moiety         'C52 H56 N2 O2'
_chemical_formula_sum            'C52 H56 N2 O2'
_chemical_formula_weight         740.99
_chemical_name_systematic
;
4,4',5,5'-tetrakis(4-tert-butylphenyl)-2,2'-m-phenylenedi-
1,3-oxazole
;
_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           SHELXL97
_cell_angle_alpha                91.593(2)
_cell_angle_beta                 96.918(2)
_cell_angle_gamma                108.463(2)
_cell_formula_units_Z            2
_cell_length_a                   10.3121(3)
_cell_length_b                   11.1215(3)
_cell_length_c                   19.8676(6)
_cell_measurement_reflns_used    5548
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      23.08
_cell_measurement_theta_min      2.21
_cell_volume                     2140.25(11)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Nonius Kappa APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0678
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            33601
_diffrn_reflns_theta_full        27.10
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         1.03
_diffrn_standards_decay_%        1
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.9884
_exptl_absorpt_correction_T_min  0.9783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             796
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.331
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     517
_refine_ls_number_reflns         9309
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.1165
_refine_ls_R_factor_gt           0.0569
_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)+(0.0935P)²+0.1269P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1439
_refine_ls_wR_factor_ref         0.1801
_reflns_number_gt                5281
_reflns_number_total             9309
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            su3052.cif
_cod_data_source_block           II
_cod_database_code               2017904
_cod_database_fobs_code          2017904
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 0.83424(16) 0.85485(15) 0.83529(7) 0.0402(4) Uani d . 1 . .
O O2 1.05893(16) 0.72394(15) 1.04366(7) 0.0399(4) Uani d . 1 . .
N N1 0.62161(17) 0.74679(17) 0.78981(8) 0.0282(4) Uani d . 1 . .
N N2 0.95520(17) 0.55194(16) 1.09409(8) 0.0273(4) Uani d . 1 . .
C C1 0.7218(2) 0.7551(2) 0.83829(11) 0.0358(5) Uani d . 1 . .
C C2 0.6708(2) 0.8511(2) 0.75225(10) 0.0326(5) Uani d . 1 . .
C C3 0.8022(2) 0.9171(2) 0.77938(10) 0.0314(5) Uani d . 1 . .
C C4 0.5756(2) 0.8775(2) 0.69765(10) 0.0308(5) Uani d . 1 . .
C C5 0.5737(2) 1.0004(2) 0.68927(11) 0.0362(6) Uani d . 1 . .
H H5 0.6383 1.0689 0.7174 0.043 Uiso calc R 1 . .
C C6 0.4795(2) 1.0246(2) 0.64081(11) 0.0376(6) Uani d . 1 . .
H H6 0.4816 1.1099 0.6358 0.045 Uiso calc R 1 . .
C C7 0.3810(2) 0.9273(2) 0.59884(11) 0.0345(5) Uani d . 1 . .
C C8 0.3841(2) 0.8046(2) 0.60785(11) 0.0377(6) Uani d . 1 . .
H H8 0.3194 0.7358 0.5799 0.045 Uiso calc R 1 . .
C C9 0.4783(2) 0.7798(2) 0.65609(11) 0.0358(5) Uani d . 1 . .
H H9 0.4766 0.6946 0.6610 0.043 Uiso calc R 1 . .
C C10 0.9090(2) 1.0297(2) 0.76183(10) 0.0300(5) Uani d . 1 . .
C C11 0.9171(2) 1.0597(2) 0.69467(11) 0.0349(5) Uani d . 1 . .
H H11 0.8526 1.0063 0.6593 0.042 Uiso calc R 1 . .
C C12 1.0184(2) 1.1666(2) 0.67884(11) 0.0350(5) Uani d . 1 . .
H H12 1.0205 1.1857 0.6326 0.042 Uiso calc R 1 . .
C C13 1.1169(2) 1.2470(2) 0.72816(11) 0.0318(5) Uani d . 1 . .
C C14 1.1082(2) 1.2146(2) 0.79541(11) 0.0348(5) Uani d . 1 . .
H H14 1.1740 1.2668 0.8307 0.042 Uiso calc R 1 . .
C C15 1.0070(2) 1.1093(2) 0.81203(11) 0.0330(5) Uani d . 1 . .
H H15 1.0041 1.0907 0.8583 0.040 Uiso calc R 1 . .
C C16 0.7180(2) 0.6676(2) 0.89161(10) 0.0304(5) Uani d . 1 . .
C C17 0.6016(2) 0.5617(2) 0.89216(11) 0.0356(5) Uani d . 1 . .
H H17 0.5236 0.5482 0.8586 0.043 Uiso calc R 1 . .
C C18 0.5997(2) 0.4764(2) 0.94143(11) 0.0391(6) Uani d . 1 . .
H H18 0.5201 0.4041 0.9416 0.047 Uiso calc R 1 . .
C C19 0.7122(2) 0.4952(2) 0.99051(11) 0.0371(6) Uani d . 1 . .
H H19 0.7101 0.4357 1.0241 0.045 Uiso calc R 1 . .
C C20 0.8286(2) 0.6010(2) 0.99074(10) 0.0291(5) Uani d . 1 . .
C C21 0.8309(2) 0.6868(2) 0.94161(10) 0.0301(5) Uani d . 1 . .
H H21 0.9102 0.7595 0.9419 0.036 Uiso calc R 1 . .
C C22 0.9465(2) 0.6225(2) 1.04322(11) 0.0339(5) Uani d . 1 . .
C C23 1.0824(2) 0.6134(2) 1.13200(10) 0.0313(5) Uani d . 1 . .
C C24 1.1471(2) 0.7181(2) 1.10085(10) 0.0312(5) Uani d . 1 . .
C C25 1.1193(2) 0.5675(2) 1.19792(10) 0.0298(5) Uani d . 1 . .
C C26 1.1773(2) 0.6547(2) 1.25391(11) 0.0349(5) Uani d . 1 . .
H H26 1.1949 0.7428 1.2485 0.042 Uiso calc R 1 . .
C C27 1.2093(2) 0.6145(2) 1.31696(11) 0.0377(6) Uani d . 1 . .
H H27 1.2494 0.6760 1.3541 0.045 Uiso calc R 1 . .
C C28 1.1846(2) 0.4865(2) 1.32767(11) 0.0349(5) Uani d . 1 . .
C C29 1.1253(2) 0.4004(2) 1.27197(12) 0.0370(6) Uani d . 1 . .
H H29 1.1070 0.3123 1.2774 0.044 Uiso calc R 1 . .
C C30 1.0919(2) 0.4400(2) 1.20809(11) 0.0336(5) Uani d . 1 . .
H H30 1.0498 0.3786 1.1711 0.040 Uiso calc R 1 . .
C C31 1.2817(2) 0.8175(2) 1.11332(10) 0.0309(5) Uani d . 1 . .
C C32 1.2990(2) 0.9367(2) 1.08924(10) 0.0343(5) Uani d . 1 . .
H H32 1.2217 0.9546 1.0660 0.041 Uiso calc R 1 . .
C C33 1.4265(2) 1.0299(2) 1.09846(11) 0.0367(6) Uani d . 1 . .
H H33 1.4352 1.1103 1.0809 0.044 Uiso calc R 1 . .
C C34 1.5423(2) 1.0095(2) 1.13264(11) 0.0333(5) Uani d . 1 . .
C C35 1.5236(2) 0.8901(2) 1.15750(11) 0.0355(5) Uani d . 1 . .
H H35 1.6005 0.8730 1.1815 0.043 Uiso calc R 1 . .
C C36 1.3970(2) 0.7961(2) 1.14828(11) 0.0342(5) Uani d . 1 . .
H H36 1.3883 0.7158 1.1659 0.041 Uiso calc R 1 . .
C C37 0.2715(3) 0.9561(3) 0.54876(12) 0.0452(6) Uani d . 1 . .
C C38 0.3321(4) 1.0767(3) 0.51368(18) 0.0863(11) Uani d . 1 . .
H H38A 0.4064 1.0680 0.4895 0.130 Uiso calc R 1 . .
H H38B 0.3691 1.1489 0.5477 0.130 Uiso calc R 1 . .
H H38C 0.2599 1.0910 0.4812 0.130 Uiso calc R 1 . .
C C39 0.1619(3) 0.9722(5) 0.58915(18) 0.1198(18) Uani d . 1 . .
H H39A 0.0968 1.0025 0.5600 0.180 Uiso calc R 1 . .
H H39B 0.2056 1.0341 0.6279 0.180 Uiso calc R 1 . .
H H39C 0.1124 0.8903 0.6057 0.180 Uiso calc R 1 . .
C C40 0.2093(5) 0.8527(4) 0.49367(18) 0.1103(16) Uani d . 1 . .
H H40A 0.1431 0.8763 0.4615 0.165 Uiso calc R 1 . .
H H40B 0.1616 0.7737 0.5135 0.165 Uiso calc R 1 . .
H H40C 0.2822 0.8400 0.4697 0.165 Uiso calc R 1 . .
C C41 1.2305(2) 1.3656(2) 0.71170(11) 0.0369(6) Uani d . 1 . .
C C42 1.3724(3) 1.3496(3) 0.73211(14) 0.0531(7) Uani d . 1 . .
H H42A 1.4449 1.4249 0.7212 0.080 Uiso calc R 1 . .
H H42B 1.3771 1.2742 0.7071 0.080 Uiso calc R 1 . .
H H42C 1.3856 1.3395 0.7810 0.080 Uiso calc R 1 . .
C C43 1.2240(3) 1.4837(3) 0.75056(16) 0.0612(8) Uani d . 1 . .
H H43A 1.1355 1.4967 0.7359 0.092 Uiso calc R 1 . .
H H43B 1.2996 1.5580 0.7412 0.092 Uiso calc R 1 . .
H H43C 1.2327 1.4720 0.7994 0.092 Uiso calc R 1 . .
C C44 1.2183(3) 1.3883(3) 0.63572(13) 0.0559(7) Uani d . 1 . .
H H44A 1.1275 1.3964 0.6207 0.084 Uiso calc R 1 . .
H H44B 1.2289 1.3164 0.6099 0.084 Uiso calc R 1 . .
H H44C 1.2906 1.4665 0.6281 0.084 Uiso calc R 1 . .
C C45 1.2151(3) 0.4456(3) 1.39873(12) 0.0467(7) Uani d . 1 . .
C C46 1.2037(4) 0.3060(3) 1.39892(16) 0.0840(11) Uani d . 1 . .
H H46A 1.1101 0.2537 1.3796 0.126 Uiso calc R 1 . .
H H46B 1.2235 0.2844 1.4457 0.126 Uiso calc R 1 . .
H H46C 1.2702 0.2898 1.3716 0.126 Uiso calc R 1 . .
C C47 1.3602(3) 0.5257(4) 1.43140(16) 0.0933(13) Uani d . 1 . .
H H47A 1.4286 0.5106 1.4049 0.140 Uiso calc R 1 . .
H H47B 1.3768 0.5019 1.4780 0.140 Uiso calc R 1 . .
H H47C 1.3682 0.6159 1.4322 0.140 Uiso calc R 1 . .
C C48 1.1112(3) 0.4692(3) 1.44168(13) 0.0675(9) Uani d . 1 . .
H H48A 1.1184 0.5593 1.4424 0.101 Uiso calc R 1 . .
H H48B 1.1308 0.4463 1.4882 0.101 Uiso calc R 1 . .
H H48C 1.0176 0.4173 1.4220 0.101 Uiso calc R 1 . .
C C49 1.6858(2) 1.1096(2) 1.14201(12) 0.0413(6) Uani d . 1 . .
C C50 1.6824(3) 1.2354(3) 1.1145(2) 0.0779(10) Uani d . 1 . .
H H50A 1.6481 1.2221 1.0657 0.117 Uiso calc R 1 . .
H H50B 1.7758 1.2971 1.1216 0.117 Uiso calc R 1 . .
H H50C 1.6213 1.2679 1.1384 0.117 Uiso calc R 1 . .
C C51 1.7458(3) 1.1313(3) 1.21720(14) 0.0735(10) Uani d . 1 . .
H H51A 1.6862 1.1626 1.2429 0.110 Uiso calc R 1 . .
H H51B 1.8384 1.1942 1.2226 0.110 Uiso calc R 1 . .
H H51C 1.7514 1.0511 1.2344 0.110 Uiso calc R 1 . .
C C52 1.7798(3) 1.0608(3) 1.10285(14) 0.0592(8) Uani d . 1 . .
H H52A 1.7818 0.9788 1.1190 0.089 Uiso calc R 1 . .
H H52B 1.8733 1.1220 1.1102 0.089 Uiso calc R 1 . .
H H52C 1.7446 1.0502 1.0542 0.089 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 C3 . . 105.71(17) ?
C1 N1 C2 . . 105.28(18) ?
C2 C3 O1 . . 106.79(19) ?
C2 C3 C10 . . 135.0(2) ?
O1 C3 C10 . . 118.18(18) ?
C3 C2 N1 . . 108.86(18) ?
C3 C2 C4 . . 132.1(2) ?
C4 C5 H5 . . 119.5 ?
C4 C5 H5 . . 119.5 ?
C5 C4 C9 . . 117.7(2) ?
C5 C4 C2 . . 120.9(2) ?
C9 C4 C2 . . 121.3(2) ?
C6 C5 C4 . . 121.0(2) ?
C6 C5 H5 . . 119.5 ?
C5 C6 C7 . . 121.8(2) ?
C5 C6 H6 . . 119.1 ?
C7 C6 H6 . . 119.1 ?
C8 C7 C6 . . 116.5(2) ?
C8 C7 C37 . . 122.8(2) ?
C6 C7 C37 . . 120.6(2) ?
C9 C8 C7 . . 122.0(2) ?
C9 C8 H8 . . 119.0 ?
C7 C8 H8 . . 119.0 ?
C8 C9 C4 . . 120.9(2) ?
C8 C9 H9 . . 119.5 ?
C4 C9 H9 . . 119.5 ?
N1 C2 C4 . . 118.79(19) ?
N1 C1 O1 . . 113.34(19) ?
N1 C1 C16 . . 125.7(2) ?
O1 C1 C16 . . 121.0(2) ?
C10 C11 H11 . . 119.7 ?
C10 C15 H15 . . 119.6 ?
C11 C10 C15 . . 117.9(2) ?
C11 C10 C3 . . 121.23(19) ?
C11 C12 C13 . . 122.3(2) ?
C11 C12 H12 . . 118.8 ?
C12 C11 C10 . . 120.6(2) ?
C12 C11 H11 . . 119.7 ?
C12 C13 C14 . . 116.3(2) ?
C12 C13 C41 . . 123.18(19) ?
C13 C14 H14 . . 119.0 ?
C13 C12 H12 . . 118.8 ?
C14 C15 C10 . . 120.8(2) ?
C14 C15 H15 . . 119.6 ?
C14 C13 C41 . . 120.53(19) ?
C15 C10 C3 . . 120.89(19) ?
C15 C14 C13 . . 122.0(2) ?
C15 C14 H14 . . 119.0 ?
C17 C16 C21 . . 119.26(19) ?
C17 C16 C1 . . 119.9(2) ?
C21 C16 C1 . . 120.8(2) ?
C20 C21 C16 . . 120.6(2) ?
C20 C21 H21 . . 119.7 ?
C16 C21 H21 . . 119.7 ?
C21 C20 C19 . . 119.6(2) ?
C21 C20 C22 . . 120.2(2) ?
C19 C20 C22 . . 120.1(2) ?
C18 C19 C20 . . 120.0(2) ?
C18 C19 H19 . . 120.0 ?
C20 C19 H19 . . 120.0 ?
C17 C18 C19 . . 120.6(2) ?
C17 C18 H18 . . 119.7 ?
C19 C18 H18 . . 119.7 ?
C18 C17 C16 . . 119.9(2) ?
C18 C17 H17 . . 120.0 ?
C16 C17 H17 . . 120.0 ?
C22 O2 C24 . . 105.53(17) ?
C22 N2 C23 . . 105.33(18) ?
N2 C22 O2 . . 113.20(18) ?
N2 C22 C20 . . 126.3(2) ?
O2 C22 C20 . . 120.44(19) ?
C23 C24 O2 . . 107.22(18) ?
C23 C24 C31 . . 135.4(2) ?
O2 C24 C31 . . 117.38(18) ?
C24 C23 N2 . . 108.70(18) ?
C24 C23 C25 . . 131.2(2) ?
N2 C23 C25 . . 119.76(19) ?
C30 C25 C26 . . 117.93(19) ?
C30 C25 C23 . . 122.7(2) ?
C26 C25 C23 . . 119.3(2) ?
C27 C26 C25 . . 120.8(2) ?
C27 C26 H26 . . 119.6 ?
C25 C26 H26 . . 119.6 ?
C26 C27 C28 . . 121.9(2) ?
C26 C27 H27 . . 119.1 ?
C28 C27 H27 . . 119.1 ?
C29 C28 C27 . . 116.9(2) ?
C29 C28 C45 . . 122.8(2) ?
C27 C28 C45 . . 120.2(2) ?
C28 C29 C30 . . 121.7(2) ?
C28 C29 H29 . . 119.2 ?
C30 C29 H29 . . 119.2 ?
C25 C30 C29 . . 120.8(2) ?
C25 C30 H30 . . 119.6 ?
C29 C30 H30 . . 119.6 ?
C32 C31 C36 . . 117.6(2) ?
C32 C31 C24 . . 120.5(2) ?
C36 C31 C24 . . 121.9(2) ?
C33 C32 C31 . . 121.1(2) ?
C33 C32 H32 . . 119.5 ?
C31 C32 H32 . . 119.5 ?
C32 C33 C34 . . 121.9(2) ?
C32 C33 H33 . . 119.1 ?
C34 C33 H33 . . 119.1 ?
C33 C34 C35 . . 116.6(2) ?
C33 C34 C49 . . 123.1(2) ?
C35 C34 C49 . . 120.2(2) ?
C36 C35 C34 . . 122.0(2) ?
C36 C35 H35 . . 119.0 ?
C34 C35 H35 . . 119.0 ?
C35 C36 C31 . . 120.7(2) ?
C35 C36 H36 . . 119.6 ?
C31 C36 H36 . . 119.6 ?
C40 C37 C39 . . 110.4(3) ?
C40 C37 C38 . . 106.2(3) ?
C39 C37 C38 . . 109.4(3) ?
C40 C37 C7 . . 111.9(2) ?
C39 C37 C7 . . 107.2(2) ?
C38 C37 C7 . . 111.7(2) ?
C37 C38 H38A . . 109.5 ?
C37 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C37 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C37 C39 H39A . . 109.5 ?
C37 C39 H39B . . 109.5 ?
H39A C39 H39B . . 109.5 ?
C37 C39 H39C . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 109.5 ?
C37 C40 H40A . . 109.5 ?
C37 C40 H40B . . 109.5 ?
H40A C40 H40B . . 109.5 ?
C37 C40 H40C . . 109.5 ?
H40A C40 H40C . . 109.5 ?
H40B C40 H40C . . 109.5 ?
C43 C41 C44 . . 107.8(2) ?
C43 C41 C13 . . 110.30(19) ?
C44 C41 C13 . . 112.57(19) ?
C43 C41 C42 . . 109.2(2) ?
C44 C41 C42 . . 107.4(2) ?
C13 C41 C42 . . 109.4(2) ?
C41 C42 H42A . . 109.5 ?
C41 C42 H42B . . 109.5 ?
H42A C42 H42B . . 109.5 ?
C41 C42 H42C . . 109.5 ?
H42A C42 H42C . . 109.5 ?
H42B C42 H42C . . 109.5 ?
C41 C43 H43A . . 109.5 ?
C41 C43 H43B . . 109.5 ?
H43A C43 H43B . . 109.5 ?
C41 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 C45 C28 . . 112.7(2) ?
C46 C45 C48 . . 108.7(2) ?
C28 C45 C48 . . 108.0(2) ?
C46 C45 C47 . . 108.8(2) ?
C28 C45 C47 . . 110.2(2) ?
C48 C45 C47 . . 108.3(3) ?
C45 C46 H46A . . 109.5 ?
C45 C46 H46B . . 109.5 ?
H46A C46 H46B . . 109.5 ?
C45 C46 H46C . . 109.5 ?
H46A C46 H46C . . 109.5 ?
H46B C46 H46C . . 109.5 ?
C45 C47 H47A . . 109.5 ?
C45 C47 H47B . . 109.5 ?
H47A C47 H47B . . 109.5 ?
C45 C47 H47C . . 109.5 ?
H47A C47 H47C . . 109.5 ?
H47B C47 H47C . . 109.5 ?
C45 C48 H48A . . 109.5 ?
C45 C48 H48B . . 109.5 ?
H48A C48 H48B . . 109.5 ?
C45 C48 H48C . . 109.5 ?
H48A C48 H48C . . 109.5 ?
H48B C48 H48C . . 109.5 ?
C50 C49 C52 . . 108.0(2) ?
C50 C49 C51 . . 109.5(2) ?
C52 C49 C51 . . 108.7(2) ?
C50 C49 C34 . . 111.8(2) ?
C52 C49 C34 . . 108.5(2) ?
C51 C49 C34 . . 110.11(19) ?
C49 C50 H50A . . 109.5 ?
C49 C50 H50B . . 109.5 ?
H50A C50 H50B . . 109.5 ?
C49 C50 H50C . . 109.5 ?
H50A C50 H50C . . 109.5 ?
H50B C50 H50C . . 109.5 ?
C49 C51 H51A . . 109.5 ?
C49 C51 H51B . . 109.5 ?
H51A C51 H51B . . 109.5 ?
C49 C51 H51C . . 109.5 ?
H51A C51 H51C . . 109.5 ?
H51B C51 H51C . . 109.5 ?
C49 C52 H52A . . 109.5 ?
C49 C52 H52B . . 109.5 ?
H52A C52 H52B . . 109.5 ?
C49 C52 H52C . . 109.5 ?
H52A C52 H52C . . 109.5 ?
H52B C52 H52C . . 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 . 1.336(3) ?
O1 C3 . 1.386(2) ?
O2 C22 . 1.337(3) ?
O2 C24 . 1.384(2) ?
N1 C1 . 1.303(3) ?
N1 C2 . 1.388(3) ?
N2 C22 . 1.308(3) ?
N2 C23 . 1.386(3) ?
C1 C16 . 1.454(3) ?
C2 C4 . 1.474(3) ?
C3 C2 . 1.356(3) ?
C3 C10 . 1.465(3) ?
C4 C5 . 1.387(3) ?
C4 C9 . 1.389(3) ?
C5 C6 . 1.377(3) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.395(3) ?
C6 H6 . 0.9500 ?
C7 C8 . 1.391(3) ?
C7 C37 . 1.530(3) ?
C8 C9 . 1.378(3) ?
C8 H8 . 0.9500 ?
C9 H9 . 0.9500 ?
C10 C11 . 1.390(3) ?
C10 C15 . 1.393(3) ?
C11 C12 . 1.384(3) ?
C11 H11 . 0.9500 ?
C12 C13 . 1.389(3) ?
C12 H12 . 0.9500 ?
C13 C14 . 1.399(3) ?
C13 C41 . 1.535(3) ?
C14 C15 . 1.379(3) ?
C14 H14 . 0.9500 ?
C15 H15 . 0.9500 ?
C16 C17 . 1.392(3) ?
C16 C21 . 1.393(3) ?
C17 H17 . 0.9500 ?
C18 C17 . 1.379(3) ?
C18 H18 . 0.9500 ?
C19 C18 . 1.380(3) ?
C19 H19 . 0.9500 ?
C20 C19 . 1.389(3) ?
C20 C22 . 1.456(3) ?
C21 C20 . 1.380(3) ?
C21 H21 . 0.9500 ?
C23 C25 . 1.470(3) ?
C24 C23 . 1.354(3) ?
C24 C31 . 1.462(3) ?
C25 C30 . 1.380(3) ?
C25 C26 . 1.396(3) ?
C26 C27 . 1.379(3) ?
C26 H26 . 0.9500 ?
C27 C28 . 1.392(3) ?
C27 H27 . 0.9500 ?
C28 C29 . 1.386(3) ?
C28 C45 . 1.522(3) ?
C29 C30 . 1.395(3) ?
C29 H29 . 0.9500 ?
C30 H30 . 0.9500 ?
C31 C32 . 1.388(3) ?
C31 C36 . 1.394(3) ?
C32 C33 . 1.380(3) ?
C32 H32 . 0.9500 ?
C33 C34 . 1.387(3) ?
C33 H33 . 0.9500 ?
C34 C35 . 1.394(3) ?
C34 C49 . 1.530(3) ?
C35 C36 . 1.378(3) ?
C35 H35 . 0.9500 ?
C36 H36 . 0.9500 ?
C37 C40 . 1.492(4) ?
C37 C39 . 1.514(4) ?
C37 C38 . 1.517(4) ?
C38 H38A . 0.9800 ?
C38 H38B . 0.9800 ?
C38 H38C . 0.9800 ?
C39 H39A . 0.9800 ?
C39 H39B . 0.9800 ?
C39 H39C . 0.9800 ?
C40 H40A . 0.9800 ?
C40 H40B . 0.9800 ?
C40 H40C . 0.9800 ?
C41 C43 . 1.529(4) ?
C41 C44 . 1.534(3) ?
C41 C42 . 1.537(3) ?
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 ?
C45 C46 . 1.520(4) ?
C45 C48 . 1.527(4) ?
C45 C47 . 1.531(4) ?
C46 H46A . 0.9800 ?
C46 H46B . 0.9800 ?
C46 H46C . 0.9800 ?
C47 H47A . 0.9800 ?
C47 H47B . 0.9800 ?
C47 H47C . 0.9800 ?
C48 H48A . 0.9800 ?
C48 H48B . 0.9800 ?
C48 H48C . 0.9800 ?
C49 C50 . 1.526(4) ?
C49 C52 . 1.527(4) ?
C49 C51 . 1.528(3) ?
C50 H50A . 0.9800 ?
C50 H50B . 0.9800 ?
C50 H50C . 0.9800 ?
C51 H51A . 0.9800 ?
C51 H51B . 0.9800 ?
C51 H51C . 0.9800 ?
C52 H52A . 0.9800 ?
C52 H52B . 0.9800 ?
C52 H52C . 0.9800 ?
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
C1 O1 C3 C2 . . . . 0.5(2) ?
C1 O1 C3 C10 . . . . -178.09(19) ?
O1 C3 C2 N1 . . . . -1.2(2) ?
C10 C3 C2 N1 . . . . 177.0(2) ?
O1 C3 C2 C4 . . . . 172.4(2) ?
C10 C3 C2 C4 . . . . -9.3(4) ?
C1 N1 C2 C3 . . . . 1.5(2) ?
C1 N1 C2 C4 . . . . -173.15(19) ?
C2 N1 C1 O1 . . . . -1.2(2) ?
C2 N1 C1 C16 . . . . 179.0(2) ?
C3 O1 C1 N1 . . . . 0.4(3) ?
C3 O1 C1 C16 . . . . -179.7(2) ?
C2 C3 C10 C11 . . . . -30.7(4) ?
O1 C3 C10 C11 . . . . 147.5(2) ?
C2 C3 C10 C15 . . . . 150.2(3) ?
O1 C3 C10 C15 . . . . -31.7(3) ?
C15 C10 C11 C12 . . . . -1.0(3) ?
C3 C10 C11 C12 . . . . 179.8(2) ?
C10 C11 C12 C13 . . . . 1.1(4) ?
C11 C12 C13 C14 . . . . -0.4(3) ?
C11 C12 C13 C41 . . . . 179.7(2) ?
C12 C13 C14 C15 . . . . -0.4(3) ?
C41 C13 C14 C15 . . . . 179.6(2) ?
C13 C14 C15 C10 . . . . 0.4(3) ?
C11 C10 C15 C14 . . . . 0.3(3) ?
C3 C10 C15 C14 . . . . 179.4(2) ?
C12 C13 C41 C43 . . . . 123.3(2) ?
C14 C13 C41 C43 . . . . -56.7(3) ?
C12 C13 C41 C44 . . . . 2.8(3) ?
C14 C13 C41 C44 . . . . -177.2(2) ?
C12 C13 C41 C42 . . . . -116.5(2) ?
C14 C13 C41 C42 . . . . 63.5(3) ?
C3 C2 C4 C5 . . . . -36.5(4) ?
N1 C2 C4 C5 . . . . 136.6(2) ?
C3 C2 C4 C9 . . . . 148.2(2) ?
N1 C2 C4 C9 . . . . -38.7(3) ?
C9 C4 C5 C6 . . . . -0.8(3) ?
C2 C4 C5 C6 . . . . -176.2(2) ?
C4 C5 C6 C7 . . . . 1.0(4) ?
C5 C6 C7 C8 . . . . -0.9(3) ?
C5 C6 C7 C37 . . . . 175.9(2) ?
C6 C7 C8 C9 . . . . 0.7(3) ?
C37 C7 C8 C9 . . . . -176.0(2) ?
C7 C8 C9 C4 . . . . -0.6(4) ?
C5 C4 C9 C8 . . . . 0.6(3) ?
C2 C4 C9 C8 . . . . 176.1(2) ?
C8 C7 C37 C40 . . . . -23.1(4) ?
C6 C7 C37 C40 . . . . 160.4(3) ?
C8 C7 C37 C39 . . . . 98.1(3) ?
C6 C7 C37 C39 . . . . -78.4(3) ?
C8 C7 C37 C38 . . . . -142.1(3) ?
C6 C7 C37 C38 . . . . 41.4(3) ?
N1 C1 C16 C17 . . . . 2.3(3) ?
O1 C1 C16 C17 . . . . -177.5(2) ?
N1 C1 C16 C21 . . . . -179.1(2) ?
O1 C1 C16 C21 . . . . 1.0(3) ?
C17 C16 C21 C20 . . . . 0.8(3) ?
C1 C16 C21 C20 . . . . -177.7(2) ?
C16 C21 C20 C19 . . . . -0.4(3) ?
C16 C21 C20 C22 . . . . -179.4(2) ?
C21 C20 C19 C18 . . . . -0.2(3) ?
C22 C20 C19 C18 . . . . 178.8(2) ?
C20 C19 C18 C17 . . . . 0.3(4) ?
C19 C18 C17 C16 . . . . 0.1(4) ?
C21 C16 C17 C18 . . . . -0.7(3) ?
C1 C16 C17 C18 . . . . 177.9(2) ?
C23 N2 C22 O2 . . . . 1.4(2) ?
C23 N2 C22 C20 . . . . -176.8(2) ?
C24 O2 C22 N2 . . . . -0.7(2) ?
C24 O2 C22 C20 . . . . 177.62(19) ?
C21 C20 C22 N2 . . . . 176.9(2) ?
C19 C20 C22 N2 . . . . -2.0(3) ?
C21 C20 C22 O2 . . . . -1.2(3) ?
C19 C20 C22 O2 . . . . 179.8(2) ?
C22 O2 C24 C23 . . . . -0.3(2) ?
C22 O2 C24 C31 . . . . 178.63(19) ?
O2 C24 C23 N2 . . . . 1.1(2) ?
C31 C24 C23 N2 . . . . -177.5(2) ?
O2 C24 C23 C25 . . . . -172.3(2) ?
C31 C24 C23 C25 . . . . 9.0(5) ?
C22 N2 C23 C24 . . . . -1.6(2) ?
C22 N2 C23 C25 . . . . 172.8(2) ?
C23 C24 C31 C32 . . . . -154.4(3) ?
O2 C24 C31 C32 . . . . 27.1(3) ?
C23 C24 C31 C36 . . . . 26.8(4) ?
O2 C24 C31 C36 . . . . -151.7(2) ?
C36 C31 C32 C33 . . . . 1.2(3) ?
C24 C31 C32 C33 . . . . -177.6(2) ?
C31 C32 C33 C34 . . . . -0.7(3) ?
C32 C33 C34 C35 . . . . -0.2(3) ?
C32 C33 C34 C49 . . . . 178.3(2) ?
C33 C34 C35 C36 . . . . 0.6(3) ?
C49 C34 C35 C36 . . . . -177.9(2) ?
C34 C35 C36 C31 . . . . -0.1(3) ?
C32 C31 C36 C35 . . . . -0.9(3) ?
C24 C31 C36 C35 . . . . 177.9(2) ?
C33 C34 C49 C50 . . . . 4.5(3) ?
C35 C34 C49 C50 . . . . -177.0(2) ?
C33 C34 C49 C52 . . . . -114.5(2) ?
C35 C34 C49 C52 . . . . 63.9(3) ?
C33 C34 C49 C51 . . . . 126.6(3) ?
C35 C34 C49 C51 . . . . -55.0(3) ?
C24 C23 C25 C30 . . . . -144.6(2) ?
N2 C23 C25 C30 . . . . 42.5(3) ?
C24 C23 C25 C26 . . . . 39.2(4) ?
N2 C23 C25 C26 . . . . -133.7(2) ?
C30 C25 C26 C27 . . . . 1.6(3) ?
C23 C25 C26 C27 . . . . 178.0(2) ?
C25 C26 C27 C28 . . . . -0.5(4) ?
C26 C27 C28 C29 . . . . -0.4(3) ?
C26 C27 C28 C45 . . . . -177.1(2) ?
C27 C28 C29 C30 . . . . 0.0(3) ?
C45 C28 C29 C30 . . . . 176.7(2) ?
C26 C25 C30 C29 . . . . -2.0(3) ?
C23 C25 C30 C29 . . . . -178.2(2) ?
C28 C29 C30 C25 . . . . 1.2(3) ?
C29 C28 C45 C46 . . . . 12.6(3) ?
C27 C28 C45 C46 . . . . -170.8(2) ?
C29 C28 C45 C48 . . . . -107.5(3) ?
C27 C28 C45 C48 . . . . 69.0(3) ?
C29 C28 C45 C47 . . . . 134.4(3) ?
C27 C28 C45 C47 . . . . -49.1(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654275
