#------------------------------------------------------------------------------
#$Date: 2019-08-27 11:52:18 +0300 (Tue, 27 Aug 2019) $
#$Revision: 217759 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/34/7233496.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_7233496
loop_
_publ_author_name
'Rajeswara Rao M'
'Chia-Wei Liao'
'Wei-Lin Su'
'Shih-Sheng Sun'
_publ_section_title
;
 Quinoxaline based D-A-D molecules: high contrast reversible solid-state
 mechano- and thermo-responsive fluorescent materials
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              5491
_journal_page_last               5501
_journal_paper_doi               10.1039/C3TC31179A
_journal_volume                  1
_journal_year                    2013
_chemical_formula_moiety         'C48 H30 N2'
_chemical_formula_sum            'C48 H30 N2'
_chemical_formula_weight         634.74
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 95.2500(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.1522(2)
_cell_length_b                   26.7993(7)
_cell_length_c                   16.6605(4)
_cell_measurement_reflns_used    9977
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      27.21
_cell_measurement_theta_min      2.46
_cell_volume                     3624.60(16)
_computing_cell_refinement       'Bruker APEX2'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100.00(10)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0528
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            31159
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         27.1
_diffrn_reflns_theta_min         1.44
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.9801
_exptl_absorpt_correction_T_min  0.9736
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS, 1996'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         7944
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.141
_refine_ls_R_factor_all          0.1076
_refine_ls_R_factor_gt           0.0683
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0857P)²+0.4708P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1814
_refine_ls_wR_factor_ref         0.1977
_reflns_number_gt                4663
_reflns_number_total             7944
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1000002.cif
_cod_data_source_block           PCOD1000002
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7233496
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'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
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.8395(3) 0.14815(7) 0.21620(12) 0.0393(5) Uani 1 1 d . B .
N4 N 0.6928(2) 0.07518(7) 0.30722(11) 0.0299(4) Uani 1 1 d . . .
C2 C 0.8016(4) 0.10415(10) 0.18609(15) 0.0469(7) Uani 1 1 d . . .
C3 C 0.7267(3) 0.06676(9) 0.23255(14) 0.0382(6) Uani 1 1 d . A .
C5 C 0.7268(3) 0.12156(8) 0.33883(13) 0.0264(5) Uani 1 1 d . B .
C6 C 0.6864(3) 0.13338(8) 0.41790(13) 0.0251(5) Uani 1 1 d . . .
C7 C 0.7279(3) 0.17993(8) 0.44722(14) 0.0304(5) Uani 1 1 d . . .
H7 H 0.7022 0.1884 0.5 0.036 Uiso 1 1 calc R . .
C8 C 0.8067(3) 0.21548(8) 0.40253(14) 0.0310(5) Uani 1 1 d . . .
H8 H 0.8355 0.2469 0.4264 0.037 Uiso 1 1 calc R . .
C9 C 0.8432(3) 0.20614(8) 0.32549(13) 0.0286(5) Uani 1 1 d . B .
C10 C 0.8028(3) 0.15835(8) 0.29296(14) 0.0288(5) Uani 1 1 d . . .
C23 C 0.5997(3) 0.09788(7) 0.46896(13) 0.0253(5) Uani 1 1 d . . .
C24 C 0.3435(3) 0.10172(8) 0.37569(15) 0.0322(5) Uani 1 1 d . . .
H24 H 0.3954 0.1229 0.34 0.039 Uiso 1 1 calc R . .
C25 C 0.1834(3) 0.08860(9) 0.35776(16) 0.0368(6) Uani 1 1 d . . .
H25 H 0.1257 0.1004 0.3093 0.044 Uiso 1 1 calc R . .
C26 C 0.1014(3) 0.05769(9) 0.40996(16) 0.0360(6) Uani 1 1 d . . .
H26 H -0.0104 0.0487 0.3963 0.043 Uiso 1 1 calc R . .
C27 C 0.1818(3) 0.04092(8) 0.47929(15) 0.0325(6) Uani 1 1 d . . .
H27 H 0.1253 0.0204 0.5142 0.039 Uiso 1 1 calc R . .
C28 C 0.4304(3) 0.03795(8) 0.57350(14) 0.0306(5) Uani 1 1 d . . .
H28 H 0.374 0.017 0.6079 0.037 Uiso 1 1 calc R . .
C29 C 0.6708(3) 0.03869(8) 0.67333(14) 0.0327(5) Uani 1 1 d . . .
H29 H 0.6133 0.0189 0.7088 0.039 Uiso 1 1 calc R . .
C30 C 0.8260(3) 0.05329(9) 0.69652(15) 0.0367(6) Uani 1 1 d . . .
H30 H 0.8753 0.0448 0.7486 0.044 Uiso 1 1 calc R . .
C31 C 0.9163(3) 0.08147(8) 0.64283(14) 0.0325(5) Uani 1 1 d . . .
H31 H 1.0268 0.0909 0.6587 0.039 Uiso 1 1 calc R . .
C32 C 0.8455(3) 0.09487(8) 0.56938(14) 0.0299(5) Uani 1 1 d . . .
H32 H 0.9082 0.1134 0.5343 0.036 Uiso 1 1 calc R . .
C33 C 0.4346(3) 0.08431(8) 0.44685(13) 0.0258(5) Uani 1 1 d . . .
C34 C 0.3501(3) 0.05349(8) 0.50088(13) 0.0271(5) Uani 1 1 d . . .
C35 C 0.5911(3) 0.05222(8) 0.59709(13) 0.0290(5) Uani 1 1 d . . .
C36 C 0.6797(3) 0.08208(8) 0.54305(13) 0.0266(5) Uani 1 1 d . . .
C37 C 0.9284(3) 0.24413(8) 0.27871(14) 0.0285(5) Uani 1 1 d . . .
C38 C 0.6773(3) 0.25625(9) 0.18321(14) 0.0347(6) Uani 1 1 d . . .
H38 H 0.619 0.2321 0.2112 0.042 Uiso 1 1 calc R B .
C39 C 0.6009(3) 0.27927(9) 0.11744(15) 0.0390(6) Uani 1 1 d . B .
H39 H 0.4903 0.2709 0.0997 0.047 Uiso 1 1 calc R . .
C40 C 0.6841(3) 0.31548(9) 0.07524(14) 0.0361(6) Uani 1 1 d . . .
H40 H 0.6296 0.3311 0.029 0.043 Uiso 1 1 calc R B .
C41 C 0.8409(3) 0.32816(9) 0.10009(15) 0.0375(6) Uani 1 1 d . B .
H41 H 0.8948 0.353 0.0714 0.045 Uiso 1 1 calc R . .
C42 C 1.0888(3) 0.31739(9) 0.19405(15) 0.0346(6) Uani 1 1 d . B .
H42 H 1.1424 0.3425 0.1657 0.042 Uiso 1 1 calc R . .
C43 C 1.3431(3) 0.30584(10) 0.28305(17) 0.0420(6) Uani 1 1 d . B .
H43 H 1.3972 0.331 0.2551 0.05 Uiso 1 1 calc R . .
C44 C 1.4264(3) 0.28153(10) 0.34446(18) 0.0462(7) Uani 1 1 d . . .
H44 H 1.5389 0.2893 0.359 0.055 Uiso 1 1 calc R . .
C45 C 1.3480(3) 0.24454(10) 0.38751(18) 0.0453(7) Uani 1 1 d . B .
H45 H 1.4081 0.2279 0.4311 0.054 Uiso 1 1 calc R . .
C46 C 1.1884(3) 0.23244(9) 0.36753(16) 0.0392(6) Uani 1 1 d . . .
H46 H 1.1384 0.2074 0.3974 0.047 Uiso 1 1 calc R B .
C47 C 0.8444(3) 0.26775(8) 0.21105(13) 0.0277(5) Uani 1 1 d . B .
C48 C 0.9274(3) 0.30504(8) 0.16864(14) 0.0304(5) Uani 1 1 d . . .
C49 C 1.1742(3) 0.29450(9) 0.25900(15) 0.0339(6) Uani 1 1 d . . .
C50 C 1.0931(3) 0.25670(8) 0.30205(15) 0.0328(5) Uani 1 1 d . B .
C17 C 0.6971(8) 0.01594(18) 0.1990(3) 0.0475(5) Uani 0.521(6) 1 d PG A 1
C18 C 0.6055(7) 0.01033(14) 0.1250(3) 0.0475(5) Uani 0.521(6) 1 d PG A 1
H18 H 0.5713 0.0389 0.0941 0.057 Uiso 0.521(6) 1 calc PR A 1
C19 C 0.5641(7) -0.03711(15) 0.0961(2) 0.0475(5) Uani 0.521(6) 1 d PG A 1
H19 H 0.5015 -0.0409 0.0455 0.057 Uiso 0.521(6) 1 calc PR A 1
C20 C 0.6142(7) -0.07893(14) 0.1412(3) 0.0475(5) Uani 0.521(6) 1 d PG A 1
H20 H 0.5858 -0.1113 0.1215 0.057 Uiso 0.521(6) 1 calc PR A 1
C21 C 0.7058(8) -0.07331(19) 0.2152(3) 0.0475(5) Uani 0.521(6) 1 d PG A 1
H21 H 0.74 -0.1019 0.2461 0.057 Uiso 0.521(6) 1 calc PR A 1
C22 C 0.7472(9) -0.0259(2) 0.2441(3) 0.0475(5) Uani 0.521(6) 1 d PG A 1
H22 H 0.8098 -0.022 0.2947 0.057 Uiso 0.521(6) 1 calc PR A 1
C17' C 0.6640(8) 0.0167(2) 0.1992(3) 0.0475(5) Uani 0.479(6) 1 d PG A 2
C18' C 0.5374(8) 0.01332(15) 0.1376(3) 0.0475(5) Uani 0.479(6) 1 d PG A 2
H18' H 0.4902 0.0428 0.1138 0.057 Uiso 0.479(6) 1 calc PR A 2
C19' C 0.4798(7) -0.03317(16) 0.1110(3) 0.0475(5) Uani 0.479(6) 1 d PG A 2
H19' H 0.3933 -0.0355 0.0689 0.057 Uiso 0.479(6) 1 calc PR A 2
C20' C 0.5489(7) -0.07632(15) 0.1459(3) 0.0475(5) Uani 0.479(6) 1 d PG A 2
H20' H 0.5096 -0.1081 0.1276 0.057 Uiso 0.479(6) 1 calc PR A 2
C21' C 0.6755(8) -0.0730(2) 0.2074(3) 0.0475(5) Uani 0.479(6) 1 d PG A 2
H21' H 0.7227 -0.1025 0.2313 0.057 Uiso 0.479(6) 1 calc PR A 2
C22' C 0.7330(9) -0.0265(3) 0.2341(3) 0.0475(5) Uani 0.479(6) 1 d PG A 2
H22' H 0.8196 -0.0242 0.2762 0.057 Uiso 0.479(6) 1 calc PR A 2
C11 C 0.8437(9) 0.0985(2) 0.1013(2) 0.0596(11) Uani 0.420(5) 1 d PG B 3
C12 C 0.7668(8) 0.1302(2) 0.0434(3) 0.0596(11) Uani 0.420(5) 1 d PG B 3
H12 H 0.6858 0.1532 0.0579 0.072 Uiso 0.420(5) 1 calc PR B 3
C13 C 0.8083(8) 0.1282(2) -0.0356(3) 0.0596(11) Uani 0.420(5) 1 d PG B 3
H13 H 0.7557 0.1499 -0.0751 0.072 Uiso 0.420(5) 1 calc PR B 3
C14 C 0.9268(9) 0.0946(2) -0.0568(2) 0.0596(11) Uani 0.420(5) 1 d PG B 3
H14 H 0.9551 0.0932 -0.1108 0.072 Uiso 0.420(5) 1 calc PR B 3
C15 C 1.0037(9) 0.06291(18) 0.0011(3) 0.0596(11) Uani 0.420(5) 1 d PG B 3
H15 H 1.0847 0.0399 -0.0134 0.072 Uiso 0.420(5) 1 calc PR B 3
C16 C 0.9622(9) 0.0649(2) 0.0801(3) 0.0596(11) Uani 0.420(5) 1 d PG B 3
H16 H 1.0147 0.0432 0.1196 0.072 Uiso 0.420(5) 1 calc PR B 3
C11' C 0.8844(11) 0.0928(3) 0.1087(3) 0.0596(11) Uani 0.317(4) 1 d PG B 4
C12' C 0.8138(10) 0.1157(3) 0.0390(4) 0.0596(11) Uani 0.317(4) 1 d PG B 4
H12' H 0.721 0.1369 0.0414 0.072 Uiso 0.317(4) 1 calc PR B 4
C13' C 0.8790(10) 0.1075(3) -0.0341(3) 0.0596(11) Uani 0.317(4) 1 d PG B 4
H13' H 0.8307 0.1232 -0.0817 0.072 Uiso 0.317(4) 1 calc PR B 4
C14' C 1.0147(11) 0.0765(3) -0.0375(3) 0.0596(11) Uani 0.317(4) 1 d PG B 4
H14' H 1.0592 0.0709 -0.0875 0.072 Uiso 0.317(4) 1 calc PR B 4
C15' C 1.0853(10) 0.0536(2) 0.0321(4) 0.0596(11) Uani 0.317(4) 1 d PG B 4
H15' H 1.1781 0.0324 0.0297 0.072 Uiso 0.317(4) 1 calc PR B 4
C16' C 1.0202(11) 0.0617(3) 0.1052(3) 0.0596(11) Uani 0.317(4) 1 d PG B 4
H16' H 1.0684 0.0461 0.1528 0.072 Uiso 0.317(4) 1 calc PR B 4
C11" C 0.7830(14) 0.0982(3) 0.0942(4) 0.0596(11) Uani 0.245(3) 1 d PG B 5
C12" C 0.7332(16) 0.1387(3) 0.0459(5) 0.0596(11) Uani 0.245(3) 1 d PG B 5
H12" H 0.6938 0.1681 0.0695 0.072 Uiso 0.245(3) 1 calc PR B 5
C13" C 0.7410(14) 0.1361(3) -0.0370(5) 0.0596(11) Uani 0.245(3) 1 d PG B 5
H13" H 0.7069 0.1638 -0.0701 0.072 Uiso 0.245(3) 1 calc PR B 5
C14" C 0.7986(13) 0.0931(3) -0.0716(3) 0.0596(11) Uani 0.245(3) 1 d PG B 5
H14" H 0.804 0.0914 -0.1282 0.072 Uiso 0.245(3) 1 calc PR B 5
C15" C 0.8485(13) 0.0526(2) -0.0232(4) 0.0596(11) Uani 0.245(3) 1 d PG B 5
H15" H 0.8879 0.0232 -0.0469 0.072 Uiso 0.245(3) 1 calc PR B 5
C16" C 0.8407(13) 0.0551(3) 0.0597(4) 0.0596(11) Uani 0.245(3) 1 d PG B 5
H16" H 0.8747 0.0275 0.0927 0.072 Uiso 0.245(3) 1 calc PR B 5
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 '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
C2 N1 C10 118.4(2) . .
C3 N4 C5 117.78(19) . .
N1 C2 C3 121.3(2) . .
N1 C2 C11 112.8(3) . .
C3 C2 C11 125.9(3) . .
N1 C2 C11" 118.4(4) . .
C3 C2 C11" 117.2(4) . .
C11 C2 C11" 18.9(5) . .
N1 C2 C11' 113.2(4) . .
C3 C2 C11' 123.6(4) . .
C11 C2 C11' 14.1(5) . .
C11" C2 C11' 32.2(5) . .
N4 C3 C2 121.7(2) . .
N4 C3 C17 118.2(3) . .
C2 C3 C17 120.0(3) . .
N4 C3 C17' 113.7(3) . .
C2 C3 C17' 124.3(3) . .
C17 C3 C17' 10.2(5) . .
N4 C5 C6 120.18(19) . .
N4 C5 C10 120.3(2) . .
C6 C5 C10 119.5(2) . .
C7 C6 C5 117.52(19) . .
C7 C6 C23 119.35(19) . .
C5 C6 C23 123.12(19) . .
C6 C7 C8 122.7(2) . .
C6 C7 H7 118.7 . .
C8 C7 H7 118.7 . .
C9 C8 C7 121.6(2) . .
C9 C8 H8 119.2 . .
C7 C8 H8 119.2 . .
C8 C9 C10 117.5(2) . .
C8 C9 C37 121.1(2) . .
C10 C9 C37 121.3(2) . .
N1 C10 C9 118.38(19) . .
N1 C10 C5 120.4(2) . .
C9 C10 C5 121.2(2) . .
C36 C23 C33 120.43(19) . .
C36 C23 C6 118.99(19) . .
C33 C23 C6 120.30(19) . .
C25 C24 C33 121.2(2) . .
C25 C24 H24 119.4 . .
C33 C24 H24 119.4 . .
C24 C25 C26 121.0(2) . .
C24 C25 H25 119.5 . .
C26 C25 H25 119.5 . .
C27 C26 C25 120.1(2) . .
C27 C26 H26 120 . .
C25 C26 H26 120 . .
C26 C27 C34 121.1(2) . .
C26 C27 H27 119.4 . .
C34 C27 H27 119.4 . .
C34 C28 C35 121.5(2) . .
C34 C28 H28 119.2 . .
C35 C28 H28 119.2 . .
C30 C29 C35 121.6(2) . .
C30 C29 H29 119.2 . .
C35 C29 H29 119.2 . .
C29 C30 C31 120.0(2) . .
C29 C30 H30 120 . .
C31 C30 H30 120 . .
C32 C31 C30 120.4(2) . .
C32 C31 H31 119.8 . .
C30 C31 H31 119.8 . .
C31 C32 C36 122.0(2) . .
C31 C32 H32 119 . .
C36 C32 H32 119 . .
C23 C33 C24 123.2(2) . .
C23 C33 C34 118.9(2) . .
C24 C33 C34 117.8(2) . .
C28 C34 C27 121.0(2) . .
C28 C34 C33 120.2(2) . .
C27 C34 C33 118.8(2) . .
C28 C35 C29 121.7(2) . .
C28 C35 C36 119.3(2) . .
C29 C35 C36 119.0(2) . .
C23 C36 C32 123.3(2) . .
C23 C36 C35 119.6(2) . .
C32 C36 C35 117.1(2) . .
C50 C37 C47 119.6(2) . .
C50 C37 C9 119.9(2) . .
C47 C37 C9 120.5(2) . .
C39 C38 C47 121.1(2) . .
C39 C38 H38 119.5 . .
C47 C38 H38 119.5 . .
C38 C39 C40 120.6(2) . .
C38 C39 H39 119.7 . .
C40 C39 H39 119.7 . .
C41 C40 C39 120.4(2) . .
C41 C40 H40 119.8 . .
C39 C40 H40 119.8 . .
C40 C41 C48 121.3(2) . .
C40 C41 H41 119.3 . .
C48 C41 H41 119.3 . .
C49 C42 C48 122.1(2) . .
C49 C42 H42 118.9 . .
C48 C42 H42 118.9 . .
C44 C43 C49 121.1(2) . .
C44 C43 H43 119.4 . .
C49 C43 H43 119.4 . .
C43 C44 C45 120.4(2) . .
C43 C44 H44 119.8 . .
C45 C44 H44 119.8 . .
C46 C45 C44 120.9(2) . .
C46 C45 H45 119.5 . .
C44 C45 H45 119.5 . .
C45 C46 C50 121.3(2) . .
C45 C46 H46 119.3 . .
C50 C46 H46 119.3 . .
C37 C47 C48 119.4(2) . .
C37 C47 C38 122.6(2) . .
C48 C47 C38 118.0(2) . .
C42 C48 C41 121.8(2) . .
C42 C48 C47 119.7(2) . .
C41 C48 C47 118.5(2) . .
C42 C49 C43 122.0(2) . .
C42 C49 C50 119.0(2) . .
C43 C49 C50 119.0(2) . .
C37 C50 C46 122.6(2) . .
C37 C50 C49 120.2(2) . .
C46 C50 C49 117.2(2) . .
C18 C17 C22 120 . .
C18 C17 C3 119.3(3) . .
C22 C17 C3 120.4(3) . .
C19 C18 C17 120 . .
C19 C18 H18 120 . .
C17 C18 H18 120 . .
C20 C19 C18 120 . .
C20 C19 H19 120 . .
C18 C19 H19 120 . .
C19 C20 C21 120 . .
C19 C20 H20 120 . .
C21 C20 H20 120 . .
C20 C21 C22 120 . .
C20 C21 H21 120 . .
C22 C21 H21 120 . .
C21 C22 C17 120 . .
C21 C22 H22 120 . .
C17 C22 H22 120 . .
C18' C17' C22' 120 . .
C18' C17' C3 121.9(4) . .
C22' C17' C3 118.1(4) . .
C19' C18' C17' 120 . .
C19' C18' H18' 120 . .
C17' C18' H18' 120 . .
C20' C19' C18' 120 . .
C20' C19' H19' 120 . .
C18' C19' H19' 120 . .
C19' C20' C21' 120 . .
C19' C20' H20' 120 . .
C21' C20' H20' 120 . .
C22' C21' C20' 120 . .
C22' C21' H21' 120 . .
C20' C21' H21' 120 . .
C21' C22' C17' 120 . .
C21' C22' H22' 120 . .
C17' C22' H22' 120 . .
C12 C11 C16 120 . .
C12 C11 C2 117.8(4) . .
C16 C11 C2 122.1(4) . .
C13 C12 C11 120 . .
C13 C12 H12 120 . .
C11 C12 H12 120 . .
C14 C13 C12 120 . .
C14 C13 H13 120 . .
C12 C13 H13 120 . .
C13 C14 C15 120 . .
C13 C14 H14 120 . .
C15 C14 H14 120 . .
C16 C15 C14 120 . .
C16 C15 H15 120 . .
C14 C15 H15 120 . .
C15 C16 C11 120 . .
C15 C16 H16 120 . .
C11 C16 H16 120 . .
C12' C11' C16' 120 . .
C12' C11' C2 115.6(5) . .
C16' C11' C2 124.4(5) . .
C13' C12' C11' 120 . .
C13' C12' H12' 120 . .
C11' C12' H12' 120 . .
C14' C13' C12' 120 . .
C14' C13' H13' 120 . .
C12' C13' H13' 120 . .
C13' C14' C15' 120 . .
C13' C14' H14' 120 . .
C15' C14' H14' 120 . .
C16' C15' C14' 120 . .
C16' C15' H15' 120 . .
C14' C15' H15' 120 . .
C15' C16' C11' 120 . .
C15' C16' H16' 120 . .
C11' C16' H16' 120 . .
C12" C11" C16" 120 . .
C12" C11" C2 119.6(5) . .
C16" C11" C2 119.6(6) . .
C11" C12" C13" 120 . .
C11" C12" H12" 120 . .
C13" C12" H12" 120 . .
C12" C13" C14" 120 . .
C12" C13" H13" 120 . .
C14" C13" H13" 120 . .
C15" C14" C13" 120 . .
C15" C14" H14" 120 . .
C13" C14" H14" 120 . .
C14" C15" C16" 120 . .
C14" C15" H15" 120 . .
C16" C15" H15" 120 . .
C15" C16" C11" 120 . .
C15" C16" H16" 120 . .
C11" C16" H16" 120 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.307(3) .
N1 C10 1.367(3) .
N4 C3 1.318(3) .
N4 C5 1.368(3) .
C2 C3 1.436(3) .
C2 C11 1.492(4) .
C2 C11" 1.533(6) .
C2 C11' 1.540(5) .
C3 C17 1.484(4) .
C3 C17' 1.523(5) .
C5 C6 1.423(3) .
C5 C10 1.424(3) .
C6 C7 1.371(3) .
C6 C23 1.496(3) .
C7 C8 1.401(3) .
C7 H7 0.95 .
C8 C9 1.367(3) .
C8 H8 0.95 .
C9 C10 1.417(3) .
C9 C37 1.492(3) .
C23 C36 1.408(3) .
C23 C33 1.410(3) .
C24 C25 1.358(3) .
C24 C33 1.419(3) .
C24 H24 0.95 .
C25 C26 1.413(3) .
C25 H25 0.95 .
C26 C27 1.352(3) .
C26 H26 0.95 .
C27 C34 1.426(3) .
C27 H27 0.95 .
C28 C34 1.386(3) .
C28 C35 1.387(3) .
C28 H28 0.95 .
C29 C30 1.347(3) .
C29 C35 1.420(3) .
C29 H29 0.95 .
C30 C31 1.426(3) .
C30 H30 0.95 .
C31 C32 1.353(3) .
C31 H31 0.95 .
C32 C36 1.424(3) .
C32 H32 0.95 .
C33 C34 1.443(3) .
C35 C36 1.446(3) .
C37 C50 1.404(3) .
C37 C47 1.414(3) .
C38 C39 1.358(3) .
C38 C47 1.431(3) .
C38 H38 0.95 .
C39 C40 1.408(3) .
C39 H39 0.95 .
C40 C41 1.351(3) .
C40 H40 0.95 .
C41 C48 1.427(3) .
C41 H41 0.95 .
C42 C49 1.376(3) .
C42 C48 1.385(3) .
C42 H42 0.95 .
C43 C44 1.344(4) .
C43 C49 1.432(3) .
C43 H43 0.95 .
C44 C45 1.411(4) .
C44 H44 0.95 .
C45 C46 1.352(3) .
C45 H45 0.95 .
C46 C50 1.436(3) .
C46 H46 0.95 .
C47 C48 1.429(3) .
C49 C50 1.437(3) .
C17 C18 1.39 .
C17 C22 1.39 .
C18 C19 1.39 .
C18 H18 0.95 .
C19 C20 1.39 .
C19 H19 0.95 .
C20 C21 1.39 .
C20 H20 0.95 .
C21 C22 1.39 .
C21 H21 0.95 .
C22 H22 0.95 .
C17' C18' 1.39 .
C17' C22' 1.39 .
C18' C19' 1.39 .
C18' H18' 0.95 .
C19' C20' 1.39 .
C19' H19' 0.95 .
C20' C21' 1.39 .
C20' H20' 0.95 .
C21' C22' 1.39 .
C21' H21' 0.95 .
C22' H22' 0.95 .
C11 C12 1.39 .
C11 C16 1.39 .
C12 C13 1.39 .
C12 H12 0.95 .
C13 C14 1.39 .
C13 H13 0.95 .
C14 C15 1.39 .
C14 H14 0.95 .
C15 C16 1.39 .
C15 H15 0.95 .
C16 H16 0.95 .
C11' C12' 1.39 .
C11' C16' 1.39 .
C12' C13' 1.39 .
C12' H12' 0.95 .
C13' C14' 1.39 .
C13' H13' 0.95 .
C14' C15' 1.39 .
C14' H14' 0.95 .
C15' C16' 1.39 .
C15' H15' 0.95 .
C16' H16' 0.95 .
C11" C12" 1.39 .
C11" C16" 1.39 .
C12" C13" 1.39 .
C12" H12" 0.95 .
C13" C14" 1.39 .
C13" H13" 0.95 .
C14" C15" 1.39 .
C14" H14" 0.95 .
C15" C16" 1.39 .
C15" H15" 0.95 .
C16" H16" 0.95 .
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
C10 N1 C2 C3 -1.4(4) . . . .
C10 N1 C2 C11 178.3(4) . . . .
C10 N1 C2 C11" 158.3(5) . . . .
C10 N1 C2 C11' -166.3(4) . . . .
C5 N4 C3 C2 1.9(4) . . . .
C5 N4 C3 C17 177.4(3) . . . .
C5 N4 C3 C17' -172.3(3) . . . .
N1 C2 C3 N4 0.1(4) . . . .
C11 C2 C3 N4 -179.5(4) . . . .
C11" C2 C3 N4 -159.8(5) . . . .
C11' C2 C3 N4 163.5(5) . . . .
N1 C2 C3 C17 -175.3(4) . . . .
C11 C2 C3 C17 5.1(6) . . . .
C11" C2 C3 C17 24.9(6) . . . .
C11' C2 C3 C17 -11.9(6) . . . .
N1 C2 C3 C17' 173.8(4) . . . .
C11 C2 C3 C17' -5.9(6) . . . .
C11" C2 C3 C17' 13.9(6) . . . .
C11' C2 C3 C17' -22.9(6) . . . .
C3 N4 C5 C6 177.4(2) . . . .
C3 N4 C5 C10 -2.7(3) . . . .
N4 C5 C6 C7 178.1(2) . . . .
C10 C5 C6 C7 -1.9(3) . . . .
N4 C5 C6 C23 -2.8(3) . . . .
C10 C5 C6 C23 177.2(2) . . . .
C5 C6 C7 C8 0.2(3) . . . .
C23 C6 C7 C8 -178.9(2) . . . .
C6 C7 C8 C9 1.8(4) . . . .
C7 C8 C9 C10 -1.9(3) . . . .
C7 C8 C9 C37 -179.5(2) . . . .
C2 N1 C10 C9 -179.7(2) . . . .
C2 N1 C10 C5 0.6(3) . . . .
C8 C9 C10 N1 -179.5(2) . . . .
C37 C9 C10 N1 -1.9(3) . . . .
C8 C9 C10 C5 0.2(3) . . . .
C37 C9 C10 C5 177.7(2) . . . .
N4 C5 C10 N1 1.5(3) . . . .
C6 C5 C10 N1 -178.6(2) . . . .
N4 C5 C10 C9 -178.2(2) . . . .
C6 C5 C10 C9 1.8(3) . . . .
C7 C6 C23 C36 -62.2(3) . . . .
C5 C6 C23 C36 118.7(2) . . . .
C7 C6 C23 C33 111.8(2) . . . .
C5 C6 C23 C33 -67.3(3) . . . .
C33 C24 C25 C26 0.9(4) . . . .
C24 C25 C26 C27 0.4(4) . . . .
C25 C26 C27 C34 -0.6(3) . . . .
C35 C29 C30 C31 -2.3(4) . . . .
C29 C30 C31 C32 1.8(3) . . . .
C30 C31 C32 C36 0.6(3) . . . .
C36 C23 C33 C24 175.6(2) . . . .
C6 C23 C33 C24 1.8(3) . . . .
C36 C23 C33 C34 -0.8(3) . . . .
C6 C23 C33 C34 -174.65(18) . . . .
C25 C24 C33 C23 -178.4(2) . . . .
C25 C24 C33 C34 -2.0(3) . . . .
C35 C28 C34 C27 -176.4(2) . . . .
C35 C28 C34 C33 1.4(3) . . . .
C26 C27 C34 C28 177.3(2) . . . .
C26 C27 C34 C33 -0.5(3) . . . .
C23 C33 C34 C28 0.5(3) . . . .
C24 C33 C34 C28 -176.1(2) . . . .
C23 C33 C34 C27 178.40(19) . . . .
C24 C33 C34 C27 1.8(3) . . . .
C34 C28 C35 C29 176.5(2) . . . .
C34 C28 C35 C36 -2.9(3) . . . .
C30 C29 C35 C28 -178.9(2) . . . .
C30 C29 C35 C36 0.5(3) . . . .
C33 C23 C36 C32 -179.32(19) . . . .
C6 C23 C36 C32 -5.4(3) . . . .
C33 C23 C36 C35 -0.7(3) . . . .
C6 C23 C36 C35 173.22(18) . . . .
C31 C32 C36 C23 176.2(2) . . . .
C31 C32 C36 C35 -2.4(3) . . . .
C28 C35 C36 C23 2.6(3) . . . .
C29 C35 C36 C23 -176.8(2) . . . .
C28 C35 C36 C32 -178.72(19) . . . .
C29 C35 C36 C32 1.8(3) . . . .
C8 C9 C37 C50 68.1(3) . . . .
C10 C9 C37 C50 -109.4(3) . . . .
C8 C9 C37 C47 -111.7(3) . . . .
C10 C9 C37 C47 70.8(3) . . . .
C47 C38 C39 C40 -0.5(4) . . . .
C38 C39 C40 C41 -0.6(4) . . . .
C39 C40 C41 C48 0.8(4) . . . .
C49 C43 C44 C45 -0.9(4) . . . .
C43 C44 C45 C46 0.6(4) . . . .
C44 C45 C46 C50 -0.1(4) . . . .
C50 C37 C47 C48 -1.6(3) . . . .
C9 C37 C47 C48 178.24(19) . . . .
C50 C37 C47 C38 179.1(2) . . . .
C9 C37 C47 C38 -1.1(3) . . . .
C39 C38 C47 C37 -179.3(2) . . . .
C39 C38 C47 C48 1.4(3) . . . .
C49 C42 C48 C41 -178.6(2) . . . .
C49 C42 C48 C47 0.6(4) . . . .
C40 C41 C48 C42 179.3(2) . . . .
C40 C41 C48 C47 0.1(3) . . . .
C37 C47 C48 C42 0.3(3) . . . .
C38 C47 C48 C42 179.7(2) . . . .
C37 C47 C48 C41 179.5(2) . . . .
C38 C47 C48 C41 -1.1(3) . . . .
C48 C42 C49 C43 177.3(2) . . . .
C48 C42 C49 C50 -0.2(4) . . . .
C44 C43 C49 C42 -177.1(2) . . . .
C44 C43 C49 C50 0.5(4) . . . .
C47 C37 C50 C46 -176.8(2) . . . .
C9 C37 C50 C46 3.4(3) . . . .
C47 C37 C50 C49 2.0(3) . . . .
C9 C37 C50 C49 -177.8(2) . . . .
C45 C46 C50 C37 178.5(2) . . . .
C45 C46 C50 C49 -0.3(4) . . . .
C42 C49 C50 C37 -1.1(3) . . . .
C43 C49 C50 C37 -178.7(2) . . . .
C42 C49 C50 C46 177.7(2) . . . .
C43 C49 C50 C46 0.1(3) . . . .
N4 C3 C17 C18 128.9(4) . . . .
C2 C3 C17 C18 -55.6(5) . . . .
C17' C3 C17 C18 62(2) . . . .
N4 C3 C17 C22 -45.3(4) . . . .
C2 C3 C17 C22 130.3(3) . . . .
C17' C3 C17 C22 -112(2) . . . .
C22 C17 C18 C19 0 . . . .
C3 C17 C18 C19 -174.2(4) . . . .
C17 C18 C19 C20 0 . . . .
C18 C19 C20 C21 0 . . . .
C19 C20 C21 C22 0 . . . .
C20 C21 C22 C17 0 . . . .
C18 C17 C22 C21 0 . . . .
C3 C17 C22 C21 174.1(4) . . . .
N4 C3 C17' C18' 111.8(4) . . . .
C2 C3 C17' C18' -62.2(6) . . . .
C17 C3 C17' C18' -130(3) . . . .
N4 C3 C17' C22' -65.9(4) . . . .
C2 C3 C17' C22' 120.0(3) . . . .
C17 C3 C17' C22' 52(2) . . . .
C22' C17' C18' C19' 0 . . . .
C3 C17' C18' C19' -177.7(5) . . . .
C17' C18' C19' C20' 0 . . . .
C18' C19' C20' C21' 0 . . . .
C19' C20' C21' C22' 0 . . . .
C20' C21' C22' C17' 0 . . . .
C18' C17' C22' C21' 0 . . . .
C3 C17' C22' C21' 177.8(4) . . . .
N1 C2 C11 C12 -61.4(5) . . . .
C3 C2 C11 C12 118.3(4) . . . .
C11" C2 C11 C12 49.9(15) . . . .
C11' C2 C11 C12 -156(2) . . . .
N1 C2 C11 C16 115.1(4) . . . .
C3 C2 C11 C16 -65.2(6) . . . .
C11" C2 C11 C16 -133.6(18) . . . .
C11' C2 C11 C16 20.7(19) . . . .
C16 C11 C12 C13 0 . . . .
C2 C11 C12 C13 176.6(6) . . . .
C11 C12 C13 C14 0 . . . .
C12 C13 C14 C15 0 . . . .
C13 C14 C15 C16 0 . . . .
C14 C15 C16 C11 0 . . . .
C12 C11 C16 C15 0 . . . .
C2 C11 C16 C15 -176.4(6) . . . .
N1 C2 C11' C12' -77.3(5) . . . .
C3 C2 C11' C12' 118.2(4) . . . .
C11 C2 C11' C12' 14.4(19) . . . .
C11" C2 C11' C12' 29.7(7) . . . .
N1 C2 C11' C16' 103.2(5) . . . .
C3 C2 C11' C16' -61.4(7) . . . .
C11 C2 C11' C16' -165(3) . . . .
C11" C2 C11' C16' -149.9(10) . . . .
C16' C11' C12' C13' 0 . . . .
C2 C11' C12' C13' -179.6(7) . . . .
C11' C12' C13' C14' 0 . . . .
C12' C13' C14' C15' 0 . . . .
C13' C14' C15' C16' 0 . . . .
C14' C15' C16' C11' 0 . . . .
C12' C11' C16' C15' 0 . . . .
C2 C11' C16' C15' 179.6(7) . . . .
N1 C2 C11" C12" -28.7(7) . . . .
C3 C2 C11" C12" 131.8(5) . . . .
C11 C2 C11" C12" -106.1(16) . . . .
C11' C2 C11" C12" -117.6(10) . . . .
N1 C2 C11" C16" 141.1(5) . . . .
C3 C2 C11" C16" -58.4(8) . . . .
C11 C2 C11" C16" 63.7(14) . . . .
C11' C2 C11" C16" 52.2(8) . . . .
C16" C11" C12" C13" 0 . . . .
C2 C11" C12" C13" 169.8(8) . . . .
C11" C12" C13" C14" 0 . . . .
C12" C13" C14" C15" 0 . . . .
C13" C14" C15" C16" 0 . . . .
C14" C15" C16" C11" 0 . . . .
C12" C11" C16" C15" 0 . . . .
C2 C11" C16" C15" -169.8(8) . . . .
