#------------------------------------------------------------------------------
#$Date: 2015-09-27 04:20:24 +0300 (Sun, 27 Sep 2015) $
#$Revision: 158434 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/11/2241166.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2241166
loop_
_publ_author_name
'Meyer, Andreas'
'Schnakenburg, Gregor'
'Schiemann, Olav'
_publ_section_title
;
 Crystal structure of
 4'-{[4-(2,2':6',2''-terpyridyl)phenyl]ethynyl}biphen-4-yl-(2,2,5,5-tetramethyl-N-oxylpyrroline)-3-formate
 benzene 2.5 solvate
;
_journal_coeditor_code           SU5206
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1245
_journal_page_last               1249
_journal_paper_doi               10.1107/S2056989015017697
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C44 H35 N4 O3, 2.5C6 H6'
_chemical_formula_moiety         'C44 H35 N4 O3, 2.5(C6 H6)'
_chemical_formula_sum            'C59 H50 N4 O3'
_chemical_formula_weight         863.03
_chemical_name_systematic
4'-{[4-(2,2':6',2''-Terpyridyl)phenyl]ethinyl}biphen-4-yl-(2,2,5,5-tetramethyl-N-oxylpyrroline-3-yl)formate
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                105.5870(13)
_cell_angle_beta                 93.7408(13)
_cell_angle_gamma                92.6002(14)
_cell_formula_units_Z            2
_cell_length_a                   5.75780(10)
_cell_length_b                   18.0559(4)
_cell_length_c                   23.3716(6)
_cell_measurement_reflns_used    12020
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      29.13
_cell_measurement_theta_min      1.00
_cell_volume                     2330.41(9)
_computing_cell_refinement
;
HKL Scalepack (Otwinowski & Minor 1997)
;
_computing_data_collection
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_data_reduction
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_molecular_graphics
;
Olex2 (Dolomanov et al.,  2009) and Mercury (Macrae et
al.,  2008)
;
_computing_publication_material
;
Olex2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2013 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick,2008)
;
_diffrn_ambient_temperature      123.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       'fine slicing φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1093
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            74528
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_min         1.815
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SORTAV; Blessing, 1995)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_description       plate
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.274
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     587
_refine_ls_number_reflns         11227
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.1277
_refine_ls_R_factor_gt           0.0707
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0715P)²+2.8060P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1999
_refine_ls_wR_factor_ref         0.2168
_reflns_number_gt                6356
_reflns_number_total             11227
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            su5206sup1.cif
_cod_data_source_block           I
_cod_database_code               2241166
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.979
_shelx_estimated_absorpt_t_max   0.994
_shelxl_version_number           20.13
loop_
_space_group_symop_operation_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_occupancy
C C1 0.2370(5) -0.01295(16) 0.10190(12) 0.0227(6) Uani d 1
C C2 0.3869(5) -0.03265(16) 0.15104(12) 0.0228(6) Uani d 1
C C3 0.4509(5) -0.10465(16) 0.13551(13) 0.0243(6) Uani d 1
H H3 0.5452 -0.1260 0.1611 0.029 Uiso calc 1
C C4 0.3597(5) -0.14879(16) 0.07364(13) 0.0258(6) Uani d 1
C C5 -0.0104(5) 0.00458(18) 0.11846(14) 0.0299(7) Uani d 1
H H5A -0.1095 0.0036 0.0825 0.045 Uiso calc 1
H H5B -0.0082 0.0557 0.1468 0.045 Uiso calc 1
H H5C -0.0727 -0.0343 0.1367 0.045 Uiso calc 1
C C6 0.3447(5) 0.04980(17) 0.07767(14) 0.0294(7) Uani d 1
H H6A 0.5016 0.0368 0.0661 0.044 Uiso calc 1
H H6B 0.3544 0.0991 0.1085 0.044 Uiso calc 1
H H6C 0.2475 0.0539 0.0428 0.044 Uiso calc 1
C C7 0.4547(5) 0.02506(17) 0.20817(13) 0.0242(6) Uani d 1
C C8 0.5527(5) -0.17353(18) 0.03214(14) 0.0319(7) Uani d 1
H H8A 0.4832 -0.1971 -0.0085 0.048 Uiso calc 1
H H8B 0.6441 -0.2110 0.0456 0.048 Uiso calc 1
H H8C 0.6548 -0.1284 0.0326 0.048 Uiso calc 1
C C9 0.1932(5) -0.21795(18) 0.07291(15) 0.0343(7) Uani d 1
H H9A 0.0694 -0.2006 0.0993 0.051 Uiso calc 1
H H9B 0.2799 -0.2562 0.0867 0.051 Uiso calc 1
H H9C 0.1238 -0.2412 0.0322 0.051 Uiso calc 1
C C10 0.6996(5) 0.04666(16) 0.29676(13) 0.0280(7) Uani d 1
C C11 0.9052(6) 0.08515(19) 0.29138(14) 0.0358(7) Uani d 1
H H11 0.9637 0.0790 0.2534 0.043 Uiso calc 1
C C12 1.0255(6) 0.13289(19) 0.34188(14) 0.0342(7) Uani d 1
H H12 1.1682 0.1591 0.3381 0.041 Uiso calc 1
C C13 0.9437(5) 0.14379(16) 0.39818(13) 0.0256(6) Uani d 1
C C14 0.7358(5) 0.10257(19) 0.40168(14) 0.0330(7) Uani d 1
H H14 0.6767 0.1076 0.4395 0.040 Uiso calc 1
C C15 0.6137(6) 0.05439(19) 0.35106(14) 0.0342(7) Uani d 1
H H15 0.4721 0.0271 0.3542 0.041 Uiso calc 1
C C16 1.0710(5) 0.19732(17) 0.45189(13) 0.0253(6) Uani d 1
C C17 1.2858(6) 0.23439(19) 0.44816(14) 0.0360(8) Uani d 1
H H17 1.3476 0.2258 0.4104 0.043 Uiso calc 1
C C18 1.4098(6) 0.2824(2) 0.49680(14) 0.0361(8) Uani d 1
H H18 1.5546 0.3067 0.4922 0.043 Uiso calc 1
C C19 1.3264(5) 0.29639(17) 0.55323(13) 0.0285(7) Uani d 1
C C20 1.1098(6) 0.2615(2) 0.55805(14) 0.0366(8) Uani d 1
H H20 1.0467 0.2711 0.5957 0.044 Uiso calc 1
C C21 0.9861(5) 0.21278(19) 0.50809(14) 0.0345(7) Uani d 1
H H21 0.8395 0.1893 0.5123 0.041 Uiso calc 1
C C22 1.4677(5) 0.34418(17) 0.60378(14) 0.0299(7) Uani d 1
C C23 1.6001(5) 0.38338(17) 0.64283(13) 0.0288(7) Uani d 1
C C24 1.7619(5) 0.43207(17) 0.68813(13) 0.0273(6) Uani d 1
C C25 1.9752(5) 0.45919(17) 0.67281(13) 0.0296(7) Uani d 1
H H25 2.0113 0.4455 0.6324 0.036 Uiso calc 1
C C26 2.1331(5) 0.50571(17) 0.71624(13) 0.0285(7) Uani d 1
H H26 2.2755 0.5242 0.7051 0.034 Uiso calc 1
C C27 2.0868(5) 0.52596(15) 0.77632(13) 0.0235(6) Uani d 1
C C28 1.8728(5) 0.49925(16) 0.79124(13) 0.0256(6) Uani d 1
H H28 1.8368 0.5129 0.8317 0.031 Uiso calc 1
C C29 1.7132(5) 0.45334(16) 0.74799(13) 0.0265(6) Uani d 1
H H29 1.5689 0.4361 0.7591 0.032 Uiso calc 1
C C30 2.2616(5) 0.57301(15) 0.82326(12) 0.0230(6) Uani d 1
C C31 2.4348(5) 0.62120(16) 0.80997(13) 0.0247(6) Uani d 1
H H31 2.4364 0.6278 0.7710 0.030 Uiso calc 1
C C32 2.6059(5) 0.65965(16) 0.85480(12) 0.0241(6) Uani d 1
C C33 2.4383(5) 0.60956(16) 0.92376(13) 0.0240(6) Uani d 1
C C34 2.2643(5) 0.56824(16) 0.88191(12) 0.0244(6) Uani d 1
H H34 2.1482 0.5370 0.8931 0.029 Uiso calc 1
C C35 2.7986(5) 0.70819(16) 0.84142(13) 0.0249(6) Uani d 1
C C36 2.9585(5) 0.75177(17) 0.88581(14) 0.0292(7) Uani d 1
H H36 2.9416 0.7538 0.9264 0.035 Uiso calc 1
C C37 3.1439(5) 0.79252(17) 0.87052(14) 0.0310(7) Uani d 1
H H37 3.2553 0.8228 0.9004 0.037 Uiso calc 1
C C38 3.1634(6) 0.78823(18) 0.81163(14) 0.0337(7) Uani d 1
H H38 3.2898 0.8146 0.7996 0.040 Uiso calc 1
C C39 2.9941(6) 0.7444(2) 0.77017(15) 0.0388(8) Uani d 1
H H39 3.0071 0.7421 0.7294 0.047 Uiso calc 1
C C40 2.4478(5) 0.60351(15) 0.98644(12) 0.0236(6) Uani d 1
C C41 2.6483(5) 0.62869(17) 1.02509(13) 0.0279(6) Uani d 1
H H41 2.7844 0.6482 1.0117 0.033 Uiso calc 1
C C42 2.6446(6) 0.62468(18) 1.08338(13) 0.0320(7) Uani d 1
H H42 2.7765 0.6429 1.1111 0.038 Uiso calc 1
C C43 2.4456(6) 0.59362(18) 1.10055(14) 0.0333(7) Uani d 1
H H43 2.4384 0.5898 1.1402 0.040 Uiso calc 1
C C44 2.2573(6) 0.56820(18) 1.05891(14) 0.0324(7) Uani d 1
H H44 2.1224 0.5461 1.0709 0.039 Uiso calc 1
C C45 0.4296(6) 0.3900(2) 0.35899(16) 0.0421(8) Uani d 1
H H45 0.2895 0.3889 0.3349 0.050 Uiso calc 1
C C46 0.4922(7) 0.4522(2) 0.40689(16) 0.0465(9) Uani d 1
H H46 0.3934 0.4938 0.4163 0.056 Uiso calc 1
C C47 0.6977(7) 0.4549(2) 0.44152(17) 0.0527(10) Uani d 1
H H47 0.7416 0.4984 0.4743 0.063 Uiso calc 1
C C48 0.8395(7) 0.3934(3) 0.42804(18) 0.0557(11) Uani d 1
H H48 0.9812 0.3948 0.4516 0.067 Uiso calc 1
C C49 0.7751(7) 0.3310(2) 0.38076(17) 0.0507(10) Uani d 1
H H49 0.8713 0.2887 0.3717 0.061 Uiso calc 1
C C50 0.5700(7) 0.3294(2) 0.34612(16) 0.0446(9) Uani d 1
H H50 0.5262 0.2861 0.3132 0.053 Uiso calc 1
C C51 0.7877(6) 0.84135(17) 0.29690(18) 0.101(2) Uani d 1
H H51 0.6861 0.8779 0.3170 0.121 Uiso calc 1
C C52 0.9878(6) 0.86602(14) 0.27527(19) 0.0911(18) Uani d 1
H H52 1.0230 0.9195 0.2805 0.109 Uiso calc 1
C C53 1.1364(5) 0.8125(2) 0.24592(18) 0.097(2) Uani d 1
H H53 1.2732 0.8293 0.2311 0.117 Uiso calc 1
C C54 1.0849(6) 0.73429(18) 0.23820(15) 0.0828(16) Uani d 1
H H54 1.1864 0.6977 0.2181 0.099 Uiso calc 1
C C55 0.8848(6) 0.70963(13) 0.25983(16) 0.0666(13) Uani d 1
H H55 0.8495 0.6562 0.2546 0.080 Uiso calc 1
C C56 0.7362(5) 0.76315(19) 0.28918(17) 0.0800(16) Uani d 1
H H56 0.5994 0.7463 0.3040 0.096 Uiso calc 1
C C57 1.2877(8) 0.0159(4) 0.4782(3) 0.0794(17) Uani d 1
H H57 1.1403 0.0270 0.4629 0.095 Uiso calc 1
C C58 1.3994(10) 0.0665(3) 0.5279(3) 0.0766(15) Uani d 1
H H58 1.3291 0.1122 0.5471 0.092 Uiso calc 1
C C59 1.6137(11) 0.0509(4) 0.5499(3) 0.0865(17) Uani d 1
H H59 1.6928 0.0860 0.5841 0.104 Uiso calc 1
N N1 0.2293(4) -0.08860(14) 0.05611(11) 0.0272(5) Uani d 1
N N2 2.6094(4) 0.65448(13) 0.91102(10) 0.0233(5) Uani d 1
N N3 2.8130(5) 0.70501(16) 0.78374(11) 0.0348(6) Uani d 1
N N4 2.2537(4) 0.57284(14) 1.00265(11) 0.0286(6) Uani d 1
O O1 0.1208(4) -0.10055(12) 0.00485(9) 0.0358(5) Uani d 1
O O2 0.4049(4) 0.09116(12) 0.22097(9) 0.0312(5) Uani d 1
O O3 0.5864(4) -0.00577(12) 0.24535(9) 0.0334(5) Uani d 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
C2 C1 C5 . . 113.1(2)
C2 C1 C6 . . 114.8(2)
C6 C1 C5 . . 110.6(2)
N1 C1 C2 . . 98.8(2)
N1 C1 C5 . . 108.9(2)
N1 C1 C6 . . 109.8(2)
C3 C2 C1 . . 112.7(2)
C3 C2 C7 . . 125.8(3)
C7 C2 C1 . . 121.4(2)
C2 C3 H3 . . 123.3
C2 C3 C4 . . 113.4(3)
C4 C3 H3 . . 123.3
C3 C4 C8 . . 113.1(2)
C3 C4 C9 . . 112.5(2)
C8 C4 C9 . . 110.9(2)
N1 C4 C3 . . 99.6(2)
N1 C4 C8 . . 110.1(2)
N1 C4 C9 . . 110.2(2)
C1 C5 H5A . . 109.5
C1 C5 H5B . . 109.5
C1 C5 H5C . . 109.5
H5A C5 H5B . . 109.5
H5A C5 H5C . . 109.5
H5B C5 H5C . . 109.5
C1 C6 H6A . . 109.5
C1 C6 H6B . . 109.5
C1 C6 H6C . . 109.5
H6A C6 H6B . . 109.5
H6A C6 H6C . . 109.5
H6B C6 H6C . . 109.5
O2 C7 C2 . . 125.5(3)
O2 C7 O3 . . 123.5(3)
O3 C7 C2 . . 111.0(2)
C4 C8 H8A . . 109.5
C4 C8 H8B . . 109.5
C4 C8 H8C . . 109.5
H8A C8 H8B . . 109.5
H8A C8 H8C . . 109.5
H8B C8 H8C . . 109.5
C4 C9 H9A . . 109.5
C4 C9 H9B . . 109.5
C4 C9 H9C . . 109.5
H9A C9 H9B . . 109.5
H9A C9 H9C . . 109.5
H9B C9 H9C . . 109.5
C11 C10 O3 . . 118.5(3)
C15 C10 C11 . . 121.2(3)
C15 C10 O3 . . 120.1(3)
C10 C11 H11 . . 120.4
C10 C11 C12 . . 119.2(3)
C12 C11 H11 . . 120.4
C11 C12 H12 . . 119.0
C11 C12 C13 . . 121.9(3)
C13 C12 H12 . . 119.0
C12 C13 C14 . . 117.0(3)
C12 C13 C16 . . 121.4(3)
C14 C13 C16 . . 121.7(3)
C13 C14 H14 . . 119.3
C15 C14 C13 . . 121.4(3)
C15 C14 H14 . . 119.3
C10 C15 C14 . . 119.3(3)
C10 C15 H15 . . 120.4
C14 C15 H15 . . 120.4
C17 C16 C13 . . 120.9(3)
C21 C16 C13 . . 122.5(3)
C21 C16 C17 . . 116.6(3)
C16 C17 H17 . . 118.8
C18 C17 C16 . . 122.4(3)
C18 C17 H17 . . 118.8
C17 C18 H18 . . 119.6
C17 C18 C19 . . 120.8(3)
C19 C18 H18 . . 119.6
C18 C19 C20 . . 118.0(3)
C18 C19 C22 . . 119.1(3)
C20 C19 C22 . . 122.9(3)
C19 C20 H20 . . 119.8
C21 C20 C19 . . 120.4(3)
C21 C20 H20 . . 119.8
C16 C21 H21 . . 119.1
C20 C21 C16 . . 121.8(3)
C20 C21 H21 . . 119.1
C23 C22 C19 . . 174.6(3)
C22 C23 C24 . . 177.8(3)
C25 C24 C23 . . 120.0(3)
C29 C24 C23 . . 121.5(3)
C29 C24 C25 . . 118.5(3)
C24 C25 H25 . . 119.8
C26 C25 C24 . . 120.4(3)
C26 C25 H25 . . 119.8
C25 C26 H26 . . 119.4
C25 C26 C27 . . 121.2(3)
C27 C26 H26 . . 119.4
C26 C27 C28 . . 118.1(3)
C26 C27 C30 . . 121.1(3)
C28 C27 C30 . . 120.8(3)
C27 C28 H28 . . 119.5
C29 C28 C27 . . 121.0(3)
C29 C28 H28 . . 119.5
C24 C29 H29 . . 119.6
C28 C29 C24 . . 120.7(3)
C28 C29 H29 . . 119.6
C31 C30 C27 . . 121.5(3)
C34 C30 C27 . . 121.0(2)
C34 C30 C31 . . 117.4(2)
C30 C31 H31 . . 120.4
C30 C31 C32 . . 119.2(3)
C32 C31 H31 . . 120.4
C31 C32 C35 . . 120.5(3)
N2 C32 C31 . . 123.3(3)
N2 C32 C35 . . 116.2(2)
C34 C33 C40 . . 120.2(2)
N2 C33 C34 . . 123.6(3)
N2 C33 C40 . . 116.2(2)
C30 C34 H34 . . 120.3
C33 C34 C30 . . 119.4(3)
C33 C34 H34 . . 120.3
C36 C35 C32 . . 121.6(3)
N3 C35 C32 . . 116.1(2)
N3 C35 C36 . . 122.3(3)
C35 C36 H36 . . 120.3
C35 C36 C37 . . 119.4(3)
C37 C36 H36 . . 120.3
C36 C37 H37 . . 120.6
C38 C37 C36 . . 118.9(3)
C38 C37 H37 . . 120.6
C37 C38 H38 . . 120.9
C37 C38 C39 . . 118.1(3)
C39 C38 H38 . . 120.9
C38 C39 H39 . . 117.9
N3 C39 C38 . . 124.2(3)
N3 C39 H39 . . 117.9
C41 C40 C33 . . 121.0(3)
N4 C40 C33 . . 116.1(2)
N4 C40 C41 . . 122.9(3)
C40 C41 H41 . . 120.7
C42 C41 C40 . . 118.6(3)
C42 C41 H41 . . 120.7
C41 C42 H42 . . 120.6
C43 C42 C41 . . 118.8(3)
C43 C42 H42 . . 120.6
C42 C43 H43 . . 120.7
C44 C43 C42 . . 118.7(3)
C44 C43 H43 . . 120.7
C43 C44 H44 . . 118.0
N4 C44 C43 . . 123.9(3)
N4 C44 H44 . . 118.0
C46 C45 H45 . . 120.2
C50 C45 H45 . . 120.2
C50 C45 C46 . . 119.7(4)
C45 C46 H46 . . 119.7
C45 C46 C47 . . 120.5(4)
C47 C46 H46 . . 119.7
C46 C47 H47 . . 120.3
C46 C47 C48 . . 119.5(4)
C48 C47 H47 . . 120.3
C47 C48 H48 . . 120.1
C49 C48 C47 . . 119.9(4)
C49 C48 H48 . . 120.1
C48 C49 H49 . . 120.0
C48 C49 C50 . . 120.0(4)
C50 C49 H49 . . 120.0
C45 C50 C49 . . 120.4(4)
C45 C50 H50 . . 119.8
C49 C50 H50 . . 119.8
C52 C51 H51 . . 120.0
C52 C51 C56 . . 120.0
C56 C51 H51 . . 120.0
C51 C52 H52 . . 120.0
C51 C52 C53 . . 120.0
C53 C52 H52 . . 120.0
C52 C53 H53 . . 120.0
C54 C53 C52 . . 120.0
C54 C53 H53 . . 120.0
C53 C54 H54 . . 120.0
C55 C54 C53 . . 120.0
C55 C54 H54 . . 120.0
C54 C55 H55 . . 120.0
C54 C55 C56 . . 120.0
C56 C55 H55 . . 120.0
C51 C56 H56 . . 120.0
C55 C56 C51 . . 120.0
C55 C56 H56 . . 120.0
C58 C57 H57 . . 119.6
C58 C57 C59 . 2_856 120.8(5)
C59 C57 H57 2_856 . 119.6
C57 C58 H58 . . 120.1
C57 C58 C59 . . 119.8(5)
C59 C58 H58 . . 120.1
C57 C59 H59 2_856 . 120.3
C58 C59 C57 . 2_856 119.4(6)
C58 C59 H59 . . 120.3
C4 N1 C1 . . 115.5(2)
O1 N1 C1 . . 122.4(2)
O1 N1 C4 . . 122.1(2)
C32 N2 C33 . . 117.1(2)
C39 N3 C35 . . 117.2(3)
C44 N4 C40 . . 117.0(3)
C7 O3 C10 . . 116.5(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 C2 . 1.519(4)
C1 C5 . 1.526(4)
C1 C6 . 1.522(4)
C1 N1 . 1.489(4)
C2 C3 . 1.329(4)
C2 C7 . 1.473(4)
C3 H3 . 0.9500
C3 C4 . 1.498(4)
C4 C8 . 1.526(4)
C4 C9 . 1.535(4)
C4 N1 . 1.479(4)
C5 H5A . 0.9800
C5 H5B . 0.9800
C5 H5C . 0.9800
C6 H6A . 0.9800
C6 H6B . 0.9800
C6 H6C . 0.9800
C7 O2 . 1.203(3)
C7 O3 . 1.361(3)
C8 H8A . 0.9800
C8 H8B . 0.9800
C8 H8C . 0.9800
C9 H9A . 0.9800
C9 H9B . 0.9800
C9 H9C . 0.9800
C10 C11 . 1.375(4)
C10 C15 . 1.367(4)
C10 O3 . 1.413(3)
C11 H11 . 0.9500
C11 C12 . 1.381(4)
C12 H12 . 0.9500
C12 C13 . 1.394(4)
C13 C14 . 1.399(4)
C13 C16 . 1.487(4)
C14 H14 . 0.9500
C14 C15 . 1.391(4)
C15 H15 . 0.9500
C16 C17 . 1.398(4)
C16 C21 . 1.393(4)
C17 H17 . 0.9500
C17 C18 . 1.365(4)
C18 H18 . 0.9500
C18 C19 . 1.396(4)
C19 C20 . 1.397(4)
C19 C22 . 1.437(4)
C20 H20 . 0.9500
C20 C21 . 1.388(4)
C21 H21 . 0.9500
C22 C23 . 1.195(4)
C23 C24 . 1.435(4)
C24 C25 . 1.405(4)
C24 C29 . 1.398(4)
C25 H25 . 0.9500
C25 C26 . 1.384(4)
C26 H26 . 0.9500
C26 C27 . 1.399(4)
C27 C28 . 1.402(4)
C27 C30 . 1.489(4)
C28 H28 . 0.9500
C28 C29 . 1.383(4)
C29 H29 . 0.9500
C30 C31 . 1.398(4)
C30 C34 . 1.395(4)
C31 H31 . 0.9500
C31 C32 . 1.401(4)
C32 C35 . 1.483(4)
C32 N2 . 1.341(4)
C33 C34 . 1.389(4)
C33 C40 . 1.496(4)
C33 N2 . 1.346(4)
C34 H34 . 0.9500
C35 C36 . 1.384(4)
C35 N3 . 1.342(4)
C36 H36 . 0.9500
C36 C37 . 1.389(4)
C37 H37 . 0.9500
C37 C38 . 1.370(4)
C38 H38 . 0.9500
C38 C39 . 1.382(5)
C39 H39 . 0.9500
C39 N3 . 1.338(4)
C40 C41 . 1.397(4)
C40 N4 . 1.346(4)
C41 H41 . 0.9500
C41 C42 . 1.385(4)
C42 H42 . 0.9500
C42 C43 . 1.383(4)
C43 H43 . 0.9500
C43 C44 . 1.382(4)
C44 H44 . 0.9500
C44 N4 . 1.339(4)
C45 H45 . 0.9500
C45 C46 . 1.371(5)
C45 C50 . 1.370(5)
C46 H46 . 0.9500
C46 C47 . 1.381(6)
C47 H47 . 0.9500
C47 C48 . 1.387(6)
C48 H48 . 0.9500
C48 C49 . 1.367(6)
C49 H49 . 0.9500
C49 C50 . 1.382(5)
C50 H50 . 0.9500
C51 H51 . 0.9500
C51 C52 . 1.3900
C51 C56 . 1.3900
C52 H52 . 0.9500
C52 C53 . 1.3900
C53 H53 . 0.9500
C53 C54 . 1.3900
C54 H54 . 0.9500
C54 C55 . 1.3900
C55 H55 . 0.9500
C55 C56 . 1.3900
C56 H56 . 0.9500
C57 H57 . 0.9500
C57 C58 . 1.370(8)
C57 C59 2_856 1.376(8)
C58 H58 . 0.9500
C58 C59 . 1.376(7)
C59 C57 2_856 1.376(8)
C59 H59 . 0.9500
N1 O1 . 1.274(3)
O1 O1 2 4.004(4)
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
C37 H37 O1 1_866 0.95 2.65 3.228(4) 120
C38 H38 O2 2_966 0.95 2.55 3.485(4) 169
C6 H6C O1 2_555 0.98 2.61 3.499(4) 151
C9 H9B Cg4 1_344 0.96 2.79 3.602(4) 140
C14 H14 Cg10 1_455 0.95 2.88 3.608(4) 134
C14 H14 Cg10 2_756 0.95 2.88 3.608(4) 134
C55 H55 Cg7 2_866 0.95 2.90 3.680(3) 140
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_4
_geom_torsion
C1 C2 C3 C4 . . -0.1(3)
C1 C2 C7 O2 . . -1.5(4)
C1 C2 C7 O3 . . 179.4(2)
C2 C1 N1 C4 . . -0.5(3)
C2 C1 N1 O1 . . -179.4(2)
C2 C3 C4 C8 . . 116.6(3)
C2 C3 C4 C9 . . -116.8(3)
C2 C3 C4 N1 . . -0.2(3)
C2 C7 O3 C10 . . 168.2(2)
C3 C2 C7 O2 . . 176.4(3)
C3 C2 C7 O3 . . -2.6(4)
C3 C4 N1 C1 . . 0.4(3)
C3 C4 N1 O1 . . 179.4(2)
C5 C1 C2 C3 . . 115.3(3)
C5 C1 C2 C7 . . -66.5(3)
C5 C1 N1 C4 . . -118.7(3)
C5 C1 N1 O1 . . 62.4(3)
C6 C1 C2 C3 . . -116.4(3)
C6 C1 C2 C7 . . 61.8(3)
C6 C1 N1 C4 . . 120.0(3)
C6 C1 N1 O1 . . -58.9(3)
C7 C2 C3 C4 . . -178.2(3)
C8 C4 N1 C1 . . -118.6(3)
C8 C4 N1 O1 . . 60.4(3)
C9 C4 N1 C1 . . 118.8(3)
C9 C4 N1 O1 . . -62.3(4)
C10 C11 C12 C13 . . -0.6(5)
C11 C10 C15 C14 . . 0.5(5)
C11 C10 O3 C7 . . -80.9(4)
C11 C12 C13 C14 . . 1.5(5)
C11 C12 C13 C16 . . -178.0(3)
C12 C13 C14 C15 . . -1.5(5)
C12 C13 C16 C17 . . -4.5(5)
C12 C13 C16 C21 . . 176.1(3)
C13 C14 C15 C10 . . 0.5(5)
C13 C16 C17 C18 . . -178.4(3)
C13 C16 C21 C20 . . 178.4(3)
C14 C13 C16 C17 . . 176.0(3)
C14 C13 C16 C21 . . -3.4(5)
C15 C10 C11 C12 . . -0.5(5)
C15 C10 O3 C7 . . 103.6(3)
C16 C13 C14 C15 . . 178.0(3)
C16 C17 C18 C19 . . 0.4(5)
C17 C16 C21 C20 . . -1.0(5)
C17 C18 C19 C20 . . -1.8(5)
C17 C18 C19 C22 . . 176.8(3)
C18 C19 C20 C21 . . 1.8(5)
C19 C20 C21 C16 . . -0.4(5)
C21 C16 C17 C18 . . 1.0(5)
C22 C19 C20 C21 . . -176.7(3)
C23 C24 C25 C26 . . -179.5(3)
C23 C24 C29 C28 . . 178.9(3)
C24 C25 C26 C27 . . 1.0(5)
C25 C24 C29 C28 . . -0.8(4)
C25 C26 C27 C28 . . -1.5(4)
C25 C26 C27 C30 . . 177.1(3)
C26 C27 C28 C29 . . 0.9(4)
C26 C27 C30 C31 . . 23.4(4)
C26 C27 C30 C34 . . -154.0(3)
C27 C28 C29 C24 . . 0.3(4)
C27 C30 C31 C32 . . -175.1(3)
C27 C30 C34 C33 . . 176.3(3)
C28 C27 C30 C31 . . -158.0(3)
C28 C27 C30 C34 . . 24.6(4)
C29 C24 C25 C26 . . 0.2(5)
C30 C27 C28 C29 . . -177.8(3)
C30 C31 C32 C35 . . 177.0(3)
C30 C31 C32 N2 . . -2.0(4)
C31 C30 C34 C33 . . -1.2(4)
C31 C32 C35 C36 . . 174.6(3)
C31 C32 C35 N3 . . -7.8(4)
C31 C32 N2 C33 . . 0.2(4)
C32 C35 C36 C37 . . 176.1(3)
C32 C35 N3 C39 . . -175.8(3)
C33 C40 C41 C42 . . 177.4(3)
C33 C40 N4 C44 . . -178.8(3)
C34 C30 C31 C32 . . 2.4(4)
C34 C33 C40 C41 . . 164.3(3)
C34 C33 C40 N4 . . -15.8(4)
C34 C33 N2 C32 . . 1.1(4)
C35 C32 N2 C33 . . -178.8(2)
C35 C36 C37 C38 . . -0.1(5)
C36 C35 N3 C39 . . 1.8(5)
C36 C37 C38 C39 . . 1.2(5)
C37 C38 C39 N3 . . -0.8(5)
C38 C39 N3 C35 . . -0.7(5)
C40 C33 C34 C30 . . -178.3(3)
C40 C33 N2 C32 . . 179.0(2)
C40 C41 C42 C43 . . 2.1(4)
C41 C40 N4 C44 . . 1.1(4)
C41 C42 C43 C44 . . -0.4(5)
C42 C43 C44 N4 . . -1.1(5)
C43 C44 N4 C40 . . 0.8(5)
C45 C46 C47 C48 . . -0.9(6)
C46 C45 C50 C49 . . -0.6(5)
C46 C47 C48 C49 . . 0.0(6)
C47 C48 C49 C50 . . 0.6(6)
C48 C49 C50 C45 . . -0.3(5)
C50 C45 C46 C47 . . 1.2(5)
C51 C52 C53 C54 . . 0.0
C52 C51 C56 C55 . . 0.0
C52 C53 C54 C55 . . 0.0
C53 C54 C55 C56 . . 0.0
C54 C55 C56 C51 . . 0.0
C56 C51 C52 C53 . . 0.0
C57 C58 C59 C57 . 2_856 -0.5(8)
C59 C57 C58 C59 2_856 . 0.5(8)
N1 C1 C2 C3 . . 0.4(3)
N1 C1 C2 C7 . . 178.5(2)
N2 C32 C35 C36 . . -6.4(4)
N2 C32 C35 N3 . . 171.3(3)
N2 C33 C34 C30 . . -0.5(4)
N2 C33 C40 C41 . . -13.7(4)
N2 C33 C40 N4 . . 166.2(2)
N3 C35 C36 C37 . . -1.5(5)
N4 C40 C41 C42 . . -2.5(4)
O2 C7 O3 C10 . . -10.8(4)
O3 C10 C11 C12 . . -175.9(3)
O3 C10 C15 C14 . . 175.9(3)

_cod_database_fobs_code 2241166
