#------------------------------------------------------------------------------
#$Date: 2015-12-09 13:11:40 +0200 (Wed, 09 Dec 2015) $
#$Revision: 170937 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/91/1529196.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_1529196
loop_
_publ_author_name
'Shibata, Yu'
'Nagae, Haruki'
'Sumiya, Shiki'
'Rochat, Raphaël'
'Tsurugi, Hayato'
'Mashima, Kazushi'
_publ_section_title
;
 2,2′-Bipyridyl formation from 2-arylpyridines through bimetallic
 diyttrium intermediate
;
_journal_issue                   10
_journal_name_full               'Chem. Sci.'
_journal_page_first              5394
_journal_paper_doi               10.1039/C5SC01599E
_journal_volume                  6
_journal_year                    2015
_chemical_formula_moiety         'C98 H128 N6 O4 Y2'
_chemical_formula_sum            'C98 H128 N6 O4 Y2'
_chemical_formula_weight         1631.94
_chemical_melting_point          122(4)
_chemical_name_systematic
; 
 ? 
;
_chemical_properties_physical
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
_space_group_IT_number           14
_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
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-02-10 deposited with the CCDC.
2015-07-17 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 102.372(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.2137(9)
_cell_length_b                   17.8164(9)
_cell_length_c                   18.8346(12)
_cell_measurement_reflns_used    8429
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      3.11
_cell_volume                     4331.1(5)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 7.314
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_sigmaI/netI    0.0570
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            41389
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.11
_diffrn_standards_number         41389
_exptl_absorpt_coefficient_mu    1.388
_exptl_absorpt_correction_T_max  0.8737
_exptl_absorpt_correction_T_min  0.5616
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1736
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: toluene'
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.777
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     496
_refine_ls_number_reflns         9871
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0498
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0386P)²+3.3624P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1130
_reflns_number_gt                7878
_reflns_number_total             9871
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5sc01599e2.cif
_cod_data_source_block           4c
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '118-125' was changed to '122(4)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 1529194--1529200.cif.
;
_cod_database_code               1529196
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
Y1 Y 0.959868(18) 0.046588(14) 0.857895(13) 0.01737(8) Uani 1 1 d .
O1 O 1.05226(17) 0.43480(11) 0.87983(12) 0.0351(5) Uani 1 1 d .
O2 O 0.85995(15) -0.06070(10) 0.82295(10) 0.0268(4) Uani 1 1 d .
N1 N 0.98120(16) 0.10079(12) 0.97292(11) 0.0183(4) Uani 1 1 d .
N2 N 0.87393(16) 0.11906(12) 0.76992(11) 0.0194(5) Uani 1 1 d .
N3 N 1.08569(16) 0.07515(12) 0.80420(12) 0.0206(5) Uani 1 1 d .
C1 C 0.96850(19) 0.02988(14) 1.00533(13) 0.0185(5) Uani 1 1 d .
C2 C 0.8883(2) 0.02429(15) 1.04848(14) 0.0214(6) Uani 1 1 d .
H2 H 0.8306 -0.0102 1.0261 0.026 Uiso 1 1 calc R
C3 C 0.8536(2) 0.08898(15) 1.07376(14) 0.0224(6) Uani 1 1 d .
H3 H 0.8045 0.0864 1.1039 0.027 Uiso 1 1 calc R
C4 C 0.8896(2) 0.16009(15) 1.05576(14) 0.0234(6) Uani 1 1 d .
H4 H 0.8749 0.2043 1.0798 0.028 Uiso 1 1 calc R
C5 C 0.94675(19) 0.16325(15) 1.00225(14) 0.0200(5) Uani 1 1 d .
C6 C 0.97236(19) 0.23592(14) 0.97146(13) 0.0191(5) Uani 1 1 d .
C7 C 0.9131(2) 0.30043(15) 0.97327(14) 0.0240(6) Uani 1 1 d .
H7 H 0.8547 0.2979 0.9952 0.029 Uiso 1 1 calc R
C8 C 0.9366(2) 0.36826(15) 0.94401(15) 0.0255(6) Uani 1 1 d .
H8 H 0.8954 0.4115 0.9463 0.031 Uiso 1 1 calc R
C9 C 1.0216(2) 0.37191(15) 0.91135(14) 0.0253(6) Uani 1 1 d .
C10 C 1.0827(2) 0.30845(15) 0.90984(15) 0.0258(6) Uani 1 1 d .
H10 H 1.1414 0.3110 0.8883 0.031 Uiso 1 1 calc R
C11 C 1.0582(2) 0.24196(15) 0.93956(14) 0.0235(6) Uani 1 1 d .
H11 H 1.1007 0.1992 0.9383 0.028 Uiso 1 1 calc R
C12 C 0.9906(3) 0.50126(17) 0.87775(18) 0.0374(7) Uani 1 1 d .
H12A H 0.9883 0.5163 0.9274 0.045 Uiso 1 1 calc R
H12B H 0.9201 0.4911 0.8504 0.045 Uiso 1 1 calc R
H12C H 1.0211 0.5418 0.8540 0.045 Uiso 1 1 calc R
C13 C 0.9543(2) 0.17212(15) 0.75549(15) 0.0223(6) Uani 1 1 d .
H13A H 0.9702 0.2089 0.7957 0.027 Uiso 1 1 calc R
H13B H 0.9259 0.2001 0.7102 0.027 Uiso 1 1 calc R
C14 C 1.0544(2) 0.13336(15) 0.74800(14) 0.0230(6) Uani 1 1 d .
H14A H 1.0445 0.1100 0.6993 0.028 Uiso 1 1 calc R
H14B H 1.1102 0.1712 0.7522 0.028 Uiso 1 1 calc R
C15 C 0.77253(19) 0.13852(14) 0.73356(14) 0.0188(5) Uani 1 1 d .
C16 C 0.7433(2) 0.13910(15) 0.65611(14) 0.0215(5) Uani 1 1 d .
C17 C 0.6440(2) 0.16247(15) 0.62218(14) 0.0236(6) Uani 1 1 d .
H17 H 0.6257 0.1642 0.5706 0.028 Uiso 1 1 calc R
C18 C 0.5715(2) 0.18320(15) 0.66155(15) 0.0246(6) Uani 1 1 d .
H18 H 0.5047 0.1999 0.6373 0.030 Uiso 1 1 calc R
C19 C 0.5972(2) 0.17933(15) 0.73673(15) 0.0239(6) Uani 1 1 d .
H19 H 0.5466 0.1917 0.7638 0.029 Uiso 1 1 calc R
C20 C 0.6962(2) 0.15762(14) 0.77333(14) 0.0214(5) Uani 1 1 d .
C21 C 0.8158(2) 0.11153(16) 0.60858(15) 0.0256(6) Uani 1 1 d .
H21 H 0.8815 0.0945 0.6414 0.031 Uiso 1 1 calc R
C22 C 0.7693(2) 0.04425(17) 0.56174(16) 0.0334(7) Uani 1 1 d .
H22A H 0.7036 0.0591 0.5299 0.040 Uiso 1 1 calc R
H22B H 0.7571 0.0031 0.5933 0.040 Uiso 1 1 calc R
H22C H 0.8177 0.0277 0.5321 0.040 Uiso 1 1 calc R
C23 C 0.8433(2) 0.17320(18) 0.55907(16) 0.0345(7) Uani 1 1 d .
H23A H 0.8775 0.2148 0.5889 0.041 Uiso 1 1 calc R
H23B H 0.7799 0.1914 0.5267 0.041 Uiso 1 1 calc R
H23C H 0.8901 0.1527 0.5300 0.041 Uiso 1 1 calc R
C24 C 0.7221(2) 0.15404(16) 0.85598(14) 0.0247(6) Uani 1 1 d .
H24 H 0.7982 0.1629 0.8722 0.030 Uiso 1 1 calc R
C25 C 0.6997(3) 0.07582(18) 0.88199(17) 0.0371(7) Uani 1 1 d .
H25A H 0.7415 0.0387 0.8627 0.045 Uiso 1 1 calc R
H25B H 0.6260 0.0642 0.8647 0.045 Uiso 1 1 calc R
H25C H 0.7172 0.0743 0.9352 0.045 Uiso 1 1 calc R
C26 C 0.6671(2) 0.21310(19) 0.89285(16) 0.0373(8) Uani 1 1 d .
H26A H 0.5920 0.2065 0.8775 0.045 Uiso 1 1 calc R
H26B H 0.6862 0.2633 0.8789 0.045 Uiso 1 1 calc R
H26C H 0.6880 0.2074 0.9457 0.045 Uiso 1 1 calc R
C27 C 1.1784(2) 0.03903(15) 0.79518(14) 0.0219(6) Uani 1 1 d .
C28 C 1.1744(2) -0.01961(16) 0.74342(15) 0.0271(6) Uani 1 1 d .
C29 C 1.2670(2) -0.05111(18) 0.73289(17) 0.0345(7) Uani 1 1 d .
H29 H 1.2645 -0.0899 0.6980 0.041 Uiso 1 1 calc R
C30 C 1.3622(2) -0.02708(19) 0.77216(18) 0.0397(8) Uani 1 1 d .
H30 H 1.4243 -0.0483 0.7633 0.048 Uiso 1 1 calc R
C31 C 1.3662(2) 0.02801(18) 0.82433(17) 0.0346(7) Uani 1 1 d .
H31 H 1.4315 0.0432 0.8525 0.042 Uiso 1 1 calc R
C32 C 1.2760(2) 0.06187(16) 0.83652(15) 0.0271(6) Uani 1 1 d .
C33 C 1.0719(2) -0.05008(17) 0.70055(15) 0.0301(6) Uani 1 1 d .
H33 H 1.0153 -0.0187 0.7129 0.036 Uiso 1 1 calc R
C34 C 1.0626(3) -0.0451(2) 0.61820(18) 0.0476(9) Uani 1 1 d .
H34A H 1.1181 -0.0746 0.6045 0.057 Uiso 1 1 calc R
H34B H 1.0687 0.0075 0.6043 0.057 Uiso 1 1 calc R
H34C H 0.9953 -0.0649 0.5931 0.057 Uiso 1 1 calc R
C35 C 1.0549(3) -0.13149(18) 0.72288(19) 0.0429(8) Uani 1 1 d .
H35A H 1.0553 -0.1332 0.7750 0.051 Uiso 1 1 calc R
H35B H 1.1106 -0.1634 0.7127 0.051 Uiso 1 1 calc R
H35C H 0.9880 -0.1497 0.6952 0.051 Uiso 1 1 calc R
C36 C 1.2856(2) 0.12300(18) 0.89403(16) 0.0323(7) Uani 1 1 d .
H36 H 1.2141 0.1335 0.9013 0.039 Uiso 1 1 calc R
C37 C 1.3271(3) 0.19646(19) 0.86917(19) 0.0437(8) Uani 1 1 d .
H37A H 1.2800 0.2143 0.8249 0.052 Uiso 1 1 calc R
H37B H 1.3959 0.1879 0.8591 0.052 Uiso 1 1 calc R
H37C H 1.3319 0.2343 0.9075 0.052 Uiso 1 1 calc R
C38 C 1.3505(3) 0.0983(2) 0.96753(17) 0.0459(9) Uani 1 1 d .
H38A H 1.4205 0.0854 0.9622 0.055 Uiso 1 1 calc R
H38B H 1.3183 0.0544 0.9849 0.055 Uiso 1 1 calc R
H38C H 1.3541 0.1394 1.0026 0.055 Uiso 1 1 calc R
C39 C 0.7948(3) -0.06972(18) 0.74976(16) 0.0366(7) Uani 1 1 d .
H39A H 0.8382 -0.0783 0.7137 0.044 Uiso 1 1 calc R
H39B H 0.7519 -0.0244 0.7355 0.044 Uiso 1 1 calc R
C40 C 0.7281(3) -0.1362(2) 0.7541(2) 0.0620(12) Uani 1 1 d .
H40A H 0.6576 -0.1282 0.7243 0.074 Uiso 1 1 calc R
H40B H 0.7579 -0.1817 0.7364 0.074 Uiso 1 1 calc R
C41 C 0.7245(3) -0.14461(19) 0.83156(18) 0.0435(8) Uani 1 1 d .
H41A H 0.7133 -0.1977 0.8435 0.052 Uiso 1 1 calc R
H41B H 0.6687 -0.1135 0.8440 0.052 Uiso 1 1 calc R
C42 C 0.8297(2) -0.11760(17) 0.87105(17) 0.0348(7) Uani 1 1 d .
H42A H 0.8260 -0.0954 0.9186 0.042 Uiso 1 1 calc R
H42B H 0.8801 -0.1595 0.8793 0.042 Uiso 1 1 calc R
C43 C 1.1497(3) 0.2465(2) 0.59816(19) 0.0409(8) Uani 1 1 d .
C44 C 1.1225(3) 0.1932(2) 0.54461(18) 0.0412(8) Uani 1 1 d .
H44 H 1.0657 0.2030 0.5054 0.049 Uiso 1 1 calc R
C45 C 1.1739(3) 0.1270(2) 0.5458(3) 0.0610(11) Uani 1 1 d .
H45 H 1.1534 0.0921 0.5072 0.073 Uiso 1 1 calc R
C46 C 1.2532(4) 0.1105(3) 0.6007(3) 0.0689(13) Uani 1 1 d .
H46 H 1.2875 0.0636 0.6010 0.083 Uiso 1 1 calc R
C47 C 1.2856(3) 0.1598(4) 0.6561(3) 0.0753(17) Uani 1 1 d .
H47 H 1.3420 0.1477 0.6948 0.090 Uiso 1 1 calc R
C48 C 1.2333(3) 0.2303(3) 0.65508(19) 0.0613(13) Uani 1 1 d .
H48 H 1.2553 0.2657 0.6929 0.074 Uiso 1 1 calc R
C49 C 1.0909(4) 0.3184(2) 0.5948(3) 0.0818(15) Uani 1 1 d .
H49A H 1.0182 0.3076 0.5949 0.098 Uiso 1 1 calc R
H49B H 1.0950 0.3454 0.5501 0.098 Uiso 1 1 calc R
H49C H 1.1208 0.3494 0.6370 0.098 Uiso 1 1 calc R
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'
Y Y -2.7962 3.5667 '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
N3 Y1 N2 80.60(8) . .
N3 Y1 N1 112.41(8) . .
N2 Y1 N1 113.22(8) . .
N3 Y1 O2 120.05(8) . .
N2 Y1 O2 95.63(7) . .
N1 Y1 O2 123.29(7) . .
N3 Y1 C2 82.99(8) . 3_757
N2 Y1 C2 163.21(8) . 3_757
N1 Y1 C2 70.14(8) . 3_757
O2 Y1 C2 95.61(7) . 3_757
N3 Y1 C1 128.13(8) . .
N2 Y1 C1 135.85(7) . .
N1 Y1 C1 31.02(7) . .
O2 Y1 C1 95.39(7) . .
C2 Y1 C1 55.03(7) 3_757 .
N3 Y1 C1 112.74(8) . 3_757
N2 Y1 C1 163.87(7) . 3_757
N1 Y1 C1 54.26(7) . 3_757
O2 Y1 C1 85.57(7) . 3_757
C2 Y1 C1 30.31(7) 3_757 3_757
C1 Y1 C1 28.39(10) . 3_757
N3 Y1 C13 55.54(7) . .
N2 Y1 C13 29.45(7) . .
N1 Y1 C13 105.96(7) . .
O2 Y1 C13 120.24(7) . .
C2 Y1 C13 134.25(8) 3_757 .
C1 Y1 C13 136.73(7) . .
C1 Y1 C13 154.17(7) 3_757 .
C9 O1 C12 117.9(2) . .
C39 O2 C42 108.7(2) . .
C39 O2 Y1 122.41(16) . .
C42 O2 Y1 127.02(16) . .
C5 N1 C1 117.9(2) . .
C5 N1 Y1 136.86(16) . .
C1 N1 Y1 91.66(14) . .
C15 N2 C13 113.3(2) . .
C15 N2 Y1 142.03(17) . .
C13 N2 Y1 103.63(15) . .
C27 N3 C14 110.3(2) . .
C27 N3 Y1 135.16(17) . .
C14 N3 Y1 111.81(15) . .
C1 C1 N1 119.1(3) 3_757 .
C1 C1 C2 123.5(3) 3_757 .
N1 C1 C2 117.4(2) . .
C1 C1 Y1 80.5(2) 3_757 .
N1 C1 Y1 57.32(12) . .
C2 C1 Y1 132.95(17) . .
C1 C1 Y1 71.11(19) 3_757 3_757
N1 C1 Y1 138.78(17) . 3_757
C2 C1 Y1 67.20(13) . 3_757
Y1 C1 Y1 151.61(10) . 3_757
C3 C2 C1 118.2(2) . .
C3 C2 Y1 115.33(18) . 3_757
C1 C2 Y1 82.49(14) . 3_757
C3 C2 H2 112.5 . .
C1 C2 H2 112.5 . .
Y1 C2 H2 112.5 3_757 .
C2 C3 C4 121.0(2) . .
C2 C3 H3 119.5 . .
C4 C3 H3 119.5 . .
C5 C4 C3 118.3(2) . .
C5 C4 H4 120.9 . .
C3 C4 H4 120.9 . .
N1 C5 C4 122.9(2) . .
N1 C5 C6 115.4(2) . .
C4 C5 C6 121.7(2) . .
C7 C6 C11 117.3(2) . .
C7 C6 C5 122.1(2) . .
C11 C6 C5 120.6(2) . .
C8 C7 C6 122.1(3) . .
C8 C7 H7 119.0 . .
C6 C7 H7 119.0 . .
C7 C8 C9 119.1(3) . .
C7 C8 H8 120.5 . .
C9 C8 H8 120.5 . .
O1 C9 C8 124.8(3) . .
O1 C9 C10 115.4(3) . .
C8 C9 C10 119.8(3) . .
C11 C10 C9 120.1(3) . .
C11 C10 H10 120.0 . .
C9 C10 H10 120.0 . .
C10 C11 C6 121.6(3) . .
C10 C11 H11 119.2 . .
C6 C11 H11 119.2 . .
O1 C12 H12A 109.5 . .
O1 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
O1 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
N2 C13 C14 113.3(2) . .
N2 C13 Y1 46.93(11) . .
C14 C13 Y1 79.40(14) . .
N2 C13 H13A 108.9 . .
C14 C13 H13A 108.9 . .
Y1 C13 H13A 91.8 . .
N2 C13 H13B 108.9 . .
C14 C13 H13B 108.9 . .
Y1 C13 H13B 154.0 . .
H13A C13 H13B 107.7 . .
N3 C14 C13 111.5(2) . .
N3 C14 H14A 109.3 . .
C13 C14 H14A 109.3 . .
N3 C14 H14B 109.3 . .
C13 C14 H14B 109.3 . .
H14A C14 H14B 108.0 . .
N2 C15 C20 120.7(2) . .
N2 C15 C16 121.2(2) . .
C20 C15 C16 118.0(2) . .
C17 C16 C15 119.5(2) . .
C17 C16 C21 118.3(2) . .
C15 C16 C21 122.1(2) . .
C18 C17 C16 121.8(2) . .
C18 C17 H17 119.1 . .
C16 C17 H17 119.1 . .
C17 C18 C19 119.3(2) . .
C17 C18 H18 120.4 . .
C19 C18 H18 120.4 . .
C18 C19 C20 121.1(3) . .
C18 C19 H19 119.4 . .
C20 C19 H19 119.4 . .
C19 C20 C15 120.1(2) . .
C19 C20 C24 119.9(2) . .
C15 C20 C24 120.0(2) . .
C16 C21 C23 112.7(2) . .
C16 C21 C22 111.4(2) . .
C23 C21 C22 109.1(2) . .
C16 C21 H21 107.8 . .
C23 C21 H21 107.8 . .
C22 C21 H21 107.8 . .
C21 C22 H22A 109.5 . .
C21 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C21 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C21 C23 H23A 109.5 . .
C21 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C21 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C20 C24 C25 110.5(2) . .
C20 C24 C26 114.3(2) . .
C25 C24 C26 109.8(2) . .
C20 C24 H24 107.3 . .
C25 C24 H24 107.3 . .
C26 C24 H24 107.3 . .
C24 C25 H25A 109.5 . .
C24 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C24 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C24 C26 H26A 109.5 . .
C24 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C24 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C32 C27 C28 118.9(2) . .
C32 C27 N3 120.6(2) . .
C28 C27 N3 120.4(2) . .
C29 C28 C27 119.1(3) . .
C29 C28 C33 119.2(3) . .
C27 C28 C33 121.6(2) . .
C30 C29 C28 121.5(3) . .
C30 C29 H29 119.2 . .
C28 C29 H29 119.2 . .
C31 C30 C29 119.5(3) . .
C31 C30 H30 120.3 . .
C29 C30 H30 120.3 . .
C30 C31 C32 121.3(3) . .
C30 C31 H31 119.4 . .
C32 C31 H31 119.4 . .
C31 C32 C27 119.6(3) . .
C31 C32 C36 118.8(3) . .
C27 C32 C36 121.6(2) . .
C28 C33 C34 112.6(3) . .
C28 C33 C35 110.9(2) . .
C34 C33 C35 110.3(3) . .
C28 C33 H33 107.6 . .
C34 C33 H33 107.6 . .
C35 C33 H33 107.6 . .
C33 C34 H34A 109.5 . .
C33 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C33 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C33 C35 H35A 109.5 . .
C33 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C33 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C32 C36 C38 112.6(3) . .
C32 C36 C37 112.0(2) . .
C38 C36 C37 110.8(3) . .
C32 C36 H36 107.0 . .
C38 C36 H36 107.0 . .
C37 C36 H36 107.0 . .
C36 C37 H37A 109.5 . .
C36 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C36 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
C36 C38 H38A 109.5 . .
C36 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
C36 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
O2 C39 C40 105.7(3) . .
O2 C39 H39A 110.6 . .
C40 C39 H39A 110.6 . .
O2 C39 H39B 110.6 . .
C40 C39 H39B 110.6 . .
H39A C39 H39B 108.7 . .
C41 C40 C39 106.3(3) . .
C41 C40 H40A 110.5 . .
C39 C40 H40A 110.5 . .
C41 C40 H40B 110.5 . .
C39 C40 H40B 110.5 . .
H40A C40 H40B 108.7 . .
C40 C41 C42 103.5(3) . .
C40 C41 H41A 111.1 . .
C42 C41 H41A 111.1 . .
C40 C41 H41B 111.1 . .
C42 C41 H41B 111.1 . .
H41A C41 H41B 109.0 . .
O2 C42 C41 105.0(2) . .
O2 C42 H42A 110.7 . .
C41 C42 H42A 110.7 . .
O2 C42 H42B 110.7 . .
C41 C42 H42B 110.7 . .
H42A C42 H42B 108.8 . .
C44 C43 C48 117.4(4) . .
C44 C43 C49 120.6(4) . .
C48 C43 C49 122.0(4) . .
C45 C44 C43 122.4(4) . .
C45 C44 H44 118.8 . .
C43 C44 H44 118.8 . .
C46 C45 C44 120.6(4) . .
C46 C45 H45 119.7 . .
C44 C45 H45 119.7 . .
C45 C46 C47 121.0(5) . .
C45 C46 H46 119.5 . .
C47 C46 H46 119.5 . .
C46 C47 C48 119.0(4) . .
C46 C47 H47 120.5 . .
C48 C47 H47 120.5 . .
C43 C48 C47 119.5(4) . .
C43 C48 H48 120.3 . .
C47 C48 H48 120.3 . .
C43 C49 H49A 109.5 . .
C43 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C43 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Y1 N3 2.183(2) .
Y1 N2 2.213(2) .
Y1 N1 2.333(2) .
Y1 O2 2.3361(18) .
Y1 C2 2.686(3) 3_757
Y1 C1 2.771(2) .
Y1 C1 2.888(2) 3_757
Y1 C13 2.944(3) .
O1 C9 1.369(3) .
O1 C12 1.433(4) .
O2 C39 1.469(3) .
O2 C42 1.471(3) .
N1 C5 1.363(3) .
N1 C1 1.429(3) .
N2 C15 1.411(3) .
N2 C13 1.489(3) .
N3 C27 1.426(3) .
N3 C14 1.476(3) .
C1 C1 1.392(5) 3_757
C1 C2 1.470(4) .
C1 Y1 2.888(2) 3_757
C2 C3 1.363(4) .
C2 Y1 2.686(3) 3_757
C2 H2 1.0000 .
C3 C4 1.420(4) .
C3 H3 0.9500 .
C4 C5 1.384(4) .
C4 H4 0.9500 .
C5 C6 1.487(4) .
C6 C7 1.395(4) .
C6 C11 1.397(4) .
C7 C8 1.391(4) .
C7 H7 0.9500 .
C8 C9 1.393(4) .
C8 H8 0.9500 .
C9 C10 1.393(4) .
C10 C11 1.378(4) .
C10 H10 0.9500 .
C11 H11 0.9500 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 C14 1.525(4) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C20 1.421(4) .
C15 C16 1.427(4) .
C16 C17 1.395(4) .
C16 C21 1.525(4) .
C17 C18 1.382(4) .
C17 H17 0.9500 .
C18 C19 1.385(4) .
C18 H18 0.9500 .
C19 C20 1.397(4) .
C19 H19 0.9500 .
C20 C24 1.522(4) .
C21 C23 1.534(4) .
C21 C22 1.536(4) .
C21 H21 1.0000 .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 C25 1.527(4) .
C24 C26 1.527(4) .
C24 H24 1.0000 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 C32 1.416(4) .
C27 C28 1.422(4) .
C28 C29 1.399(4) .
C28 C33 1.521(4) .
C29 C30 1.383(4) .
C29 H29 0.9500 .
C30 C31 1.382(4) .
C30 H30 0.9500 .
C31 C32 1.398(4) .
C31 H31 0.9500 .
C32 C36 1.522(4) .
C33 C34 1.532(4) .
C33 C35 1.540(4) .
C33 H33 1.0000 .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 C38 1.528(4) .
C36 C37 1.531(4) .
C36 H36 1.0000 .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
C39 C40 1.489(5) .
C39 H39A 0.9900 .
C39 H39B 0.9900 .
C40 C41 1.477(5) .
C40 H40A 0.9900 .
C40 H40B 0.9900 .
C41 C42 1.508(4) .
C41 H41A 0.9900 .
C41 H41B 0.9900 .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
C43 C44 1.376(5) .
C43 C48 1.395(5) .
C43 C49 1.493(5) .
C44 C45 1.359(5) .
C44 H44 0.9500 .
C45 C46 1.338(6) .
C45 H45 0.9500 .
C46 C47 1.361(7) .
C46 H46 0.9500 .
C47 C48 1.431(7) .
C47 H47 0.9500 .
C48 H48 0.9500 .
C49 H49A 0.9800 .
C49 H49B 0.9800 .
C49 H49C 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N3 Y1 O2 C39 -63.5(2) . .
N2 Y1 O2 C39 18.9(2) . .
N1 Y1 O2 C39 141.5(2) . .
C2 Y1 O2 C39 -148.6(2) 3_757 .
C1 Y1 O2 C39 156.1(2) . .
C1 Y1 O2 C39 -177.2(2) 3_757 .
C13 Y1 O2 C39 1.7(2) . .
N3 Y1 O2 C42 133.9(2) . .
N2 Y1 O2 C42 -143.8(2) . .
N1 Y1 O2 C42 -21.2(2) . .
C2 Y1 O2 C42 48.7(2) 3_757 .
C1 Y1 O2 C42 -6.6(2) . .
C1 Y1 O2 C42 20.1(2) 3_757 .
C13 Y1 O2 C42 -160.9(2) . .
N3 Y1 N1 C5 96.6(3) . .
N2 Y1 N1 C5 7.5(3) . .
O2 Y1 N1 C5 -106.7(2) . .
C2 Y1 N1 C5 169.8(3) 3_757 .
C1 Y1 N1 C5 -135.8(3) . .
C1 Y1 N1 C5 -160.8(3) 3_757 .
C13 Y1 N1 C5 37.9(3) . .
N3 Y1 N1 C1 -127.61(14) . .
N2 Y1 N1 C1 143.27(13) . .
O2 Y1 N1 C1 29.10(16) . .
C2 Y1 N1 C1 -54.43(14) 3_757 .
C1 Y1 N1 C1 -24.99(17) 3_757 .
C13 Y1 N1 C1 173.63(13) . .
N3 Y1 N2 C15 164.5(3) . .
N1 Y1 N2 C15 -85.1(3) . .
O2 Y1 N2 C15 44.9(3) . .
C2 Y1 N2 C15 176.7(3) 3_757 .
C1 Y1 N2 C15 -58.8(3) . .
C1 Y1 N2 C15 -48.6(5) 3_757 .
C13 Y1 N2 C15 -166.4(4) . .
N3 Y1 N2 C13 -29.16(15) . .
N1 Y1 N2 C13 81.29(16) . .
O2 Y1 N2 C13 -148.74(15) . .
C2 Y1 N2 C13 -16.9(4) 3_757 .
C1 Y1 N2 C13 107.55(16) . .
C1 Y1 N2 C13 117.7(3) 3_757 .
N2 Y1 N3 C27 -150.6(3) . .
N1 Y1 N3 C27 98.0(2) . .
O2 Y1 N3 C27 -59.5(3) . .
C2 Y1 N3 C27 32.9(2) 3_757 .
C1 Y1 N3 C27 66.8(3) . .
C1 Y1 N3 C27 38.9(3) 3_757 .
C13 Y1 N3 C27 -167.5(3) . .
N2 Y1 N3 C14 8.36(17) . .
N1 Y1 N3 C14 -102.98(17) . .
O2 Y1 N3 C14 99.46(17) . .
C2 Y1 N3 C14 -168.09(18) 3_757 .
C1 Y1 N3 C14 -134.25(16) . .
C1 Y1 N3 C14 -162.17(16) 3_757 .
C13 Y1 N3 C14 -8.52(15) . .
C5 N1 C1 C1 -158.2(3) . 3_757
Y1 N1 C1 C1 54.5(3) . 3_757
C5 N1 C1 C2 21.9(3) . .
Y1 N1 C1 C2 -125.4(2) . .
C5 N1 C1 Y1 147.3(2) . .
C5 N1 C1 Y1 -64.0(3) . 3_757
Y1 N1 C1 Y1 148.64(19) . 3_757
N3 Y1 C1 C1 -65.2(2) . 3_757
N2 Y1 C1 C1 174.07(17) . 3_757
N1 Y1 C1 C1 -133.8(3) . 3_757
O2 Y1 C1 C1 70.3(2) . 3_757
C2 Y1 C1 C1 -22.83(18) 3_757 3_757
C13 Y1 C1 C1 -142.79(18) . 3_757
N3 Y1 C1 N1 68.60(16) . .
N2 Y1 C1 N1 -52.09(18) . .
O2 Y1 C1 N1 -155.90(14) . .
C2 Y1 C1 N1 111.01(16) 3_757 .
C1 Y1 C1 N1 133.8(3) 3_757 .
C13 Y1 C1 N1 -8.95(18) . .
N3 Y1 C1 C2 167.3(2) . .
N2 Y1 C1 C2 46.6(3) . .
N1 Y1 C1 C2 98.7(3) . .
O2 Y1 C1 C2 -57.2(2) . .
C2 Y1 C1 C2 -150.3(2) 3_757 .
C1 Y1 C1 C2 -127.5(4) 3_757 .
C13 Y1 C1 C2 89.7(3) . .
N3 Y1 C1 Y1 -65.2(2) . 3_757
N2 Y1 C1 Y1 174.07(17) . 3_757
N1 Y1 C1 Y1 -133.8(3) . 3_757
O2 Y1 C1 Y1 70.3(2) . 3_757
C2 Y1 C1 Y1 -22.83(18) 3_757 3_757
C1 Y1 C1 Y1 0.0 3_757 3_757
C13 Y1 C1 Y1 -142.79(18) . 3_757
C1 C1 C2 C3 160.4(3) 3_757 .
N1 C1 C2 C3 -19.7(3) . .
Y1 C1 C2 C3 -89.4(3) . .
Y1 C1 C2 C3 114.8(2) 3_757 .
C1 C1 C2 Y1 45.6(3) 3_757 3_757
N1 C1 C2 Y1 -134.5(2) . 3_757
Y1 C1 C2 Y1 155.85(18) . 3_757
C1 C2 C3 C4 3.3(4) . .
Y1 C2 C3 C4 98.5(3) 3_757 .
C2 C3 C4 C5 10.9(4) . .
C1 N1 C5 C4 -7.9(4) . .
Y1 N1 C5 C4 120.0(3) . .
C1 N1 C5 C6 173.6(2) . .
Y1 N1 C5 C6 -58.5(3) . .
C3 C4 C5 N1 -8.7(4) . .
C3 C4 C5 C6 169.6(2) . .
N1 C5 C6 C7 154.8(2) . .
C4 C5 C6 C7 -23.7(4) . .
N1 C5 C6 C11 -25.5(3) . .
C4 C5 C6 C11 156.0(3) . .
C11 C6 C7 C8 0.7(4) . .
C5 C6 C7 C8 -179.5(2) . .
C6 C7 C8 C9 0.5(4) . .
C12 O1 C9 C8 -2.4(4) . .
C12 O1 C9 C10 178.1(3) . .
C7 C8 C9 O1 179.2(3) . .
C7 C8 C9 C10 -1.4(4) . .
O1 C9 C10 C11 -179.5(2) . .
C8 C9 C10 C11 1.0(4) . .
C9 C10 C11 C6 0.2(4) . .
C7 C6 C11 C10 -1.1(4) . .
C5 C6 C11 C10 179.2(2) . .
C15 N2 C13 C14 -141.7(2) . .
Y1 N2 C13 C14 47.4(2) . .
C15 N2 C13 Y1 170.9(2) . .
N3 Y1 C13 N2 144.34(18) . .
N1 Y1 C13 N2 -109.13(16) . .
O2 Y1 C13 N2 36.71(17) . .
C2 Y1 C13 N2 173.27(14) 3_757 .
C1 Y1 C13 N2 -104.34(17) . .
C1 Y1 C13 N2 -145.64(17) 3_757 .
N3 Y1 C13 C14 7.79(14) . .
N2 Y1 C13 C14 -136.6(2) . .
N1 Y1 C13 C14 114.32(15) . .
O2 Y1 C13 C14 -99.84(15) . .
C2 Y1 C13 C14 36.72(19) 3_757 .
C1 Y1 C13 C14 119.10(15) . .
C1 Y1 C13 C14 77.8(2) 3_757 .
C27 N3 C14 C13 179.0(2) . .
Y1 N3 C14 C13 14.7(3) . .
N2 C13 C14 N3 -43.4(3) . .
Y1 C13 C14 N3 -10.23(18) . .
C13 N2 C15 C20 -116.9(3) . .
Y1 N2 C15 C20 48.7(4) . .
C13 N2 C15 C16 63.6(3) . .
Y1 N2 C15 C16 -130.8(3) . .
N2 C15 C16 C17 -176.6(2) . .
C20 C15 C16 C17 3.8(4) . .
N2 C15 C16 C21 6.2(4) . .
C20 C15 C16 C21 -173.4(2) . .
C15 C16 C17 C18 -1.9(4) . .
C21 C16 C17 C18 175.4(2) . .
C16 C17 C18 C19 -1.3(4) . .
C17 C18 C19 C20 2.5(4) . .
C18 C19 C20 C15 -0.4(4) . .
C18 C19 C20 C24 179.9(3) . .
N2 C15 C20 C19 177.7(2) . .
C16 C15 C20 C19 -2.7(4) . .
N2 C15 C20 C24 -2.6(4) . .
C16 C15 C20 C24 177.0(2) . .
C17 C16 C21 C23 64.2(3) . .
C15 C16 C21 C23 -118.6(3) . .
C17 C16 C21 C22 -58.8(3) . .
C15 C16 C21 C22 118.4(3) . .
C19 C20 C24 C25 90.8(3) . .
C15 C20 C24 C25 -88.9(3) . .
C19 C20 C24 C26 -33.7(4) . .
C15 C20 C24 C26 146.6(3) . .
C14 N3 C27 C32 96.9(3) . .
Y1 N3 C27 C32 -103.9(3) . .
C14 N3 C27 C28 -81.8(3) . .
Y1 N3 C27 C28 77.4(3) . .
C32 C27 C28 C29 -2.3(4) . .
N3 C27 C28 C29 176.4(3) . .
C32 C27 C28 C33 176.2(3) . .
N3 C27 C28 C33 -5.0(4) . .
C27 C28 C29 C30 0.7(5) . .
C33 C28 C29 C30 -177.9(3) . .
C28 C29 C30 C31 1.6(5) . .
C29 C30 C31 C32 -2.3(5) . .
C30 C31 C32 C27 0.6(5) . .
C30 C31 C32 C36 -179.1(3) . .
C28 C27 C32 C31 1.7(4) . .
N3 C27 C32 C31 -177.0(3) . .
C28 C27 C32 C36 -178.6(3) . .
N3 C27 C32 C36 2.7(4) . .
C29 C28 C33 C34 -58.0(4) . .
C27 C28 C33 C34 123.4(3) . .
C29 C28 C33 C35 66.1(4) . .
C27 C28 C33 C35 -112.5(3) . .
C31 C32 C36 C38 -52.5(4) . .
C27 C32 C36 C38 127.8(3) . .
C31 C32 C36 C37 73.1(4) . .
C27 C32 C36 C37 -106.6(3) . .
C42 O2 C39 C40 -2.8(4) . .
Y1 O2 C39 C40 -168.3(2) . .
O2 C39 C40 C41 22.4(4) . .
C39 C40 C41 C42 -32.7(4) . .
C39 O2 C42 C41 -17.2(3) . .
Y1 O2 C42 C41 147.4(2) . .
C40 C41 C42 O2 30.5(4) . .
C48 C43 C44 C45 -0.1(5) . .
C49 C43 C44 C45 -179.9(4) . .
C43 C44 C45 C46 1.1(6) . .
C44 C45 C46 C47 -1.1(6) . .
C45 C46 C47 C48 0.1(6) . .
C44 C43 C48 C47 -0.9(5) . .
C49 C43 C48 C47 178.9(3) . .
C46 C47 C48 C43 0.9(5) . .
