#------------------------------------------------------------------------------
#$Date: 2015-12-09 13:11:40 +0200 (Wed, 09 Dec 2015) $
#$Revision: 170937 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/91/1529194.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_1529194
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         'C94 H120 N6 O2 Y2'
_chemical_formula_sum            'C94 H120 N6 O2 Y2'
_chemical_formula_weight         1543.83
_chemical_melting_point          118(2)
_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                 103.837(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.160(7)
_cell_length_b                   16.367(8)
_cell_length_c                   19.701(10)
_cell_measurement_reflns_used    6257
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      3.01
_cell_volume                     4120(4)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.1303
_diffrn_reflns_av_sigmaI/netI    0.1193
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            35619
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.01
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.453
_exptl_absorpt_correction_T_max  0.716
_exptl_absorpt_correction_T_min  0.595
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1640
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: benzene'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.510
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     471
_refine_ls_number_reflns         8083
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.127
_refine_ls_R_factor_all          0.1412
_refine_ls_R_factor_gt           0.0948
_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)+(0.0243P)²+9.6610P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1451
_refine_ls_wR_factor_ref         0.1664
_reflns_number_gt                5504
_reflns_number_total             8083
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5sc01599e2.cif
_cod_data_source_block           4a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '116-120' was changed to '118(2)' -
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               1529194
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
Y1 Y 0.47651(4) 0.04712(3) 0.86507(3) 0.02983(16) Uani 1 1 d . . .
O1 O 0.3644(3) -0.0634(2) 0.8319(2) 0.0393(10) Uani 1 1 d . . .
N1 N 0.4923(3) 0.1101(3) 0.9740(2) 0.0292(11) Uani 1 1 d . . .
N2 N 0.6085(3) 0.0774(3) 0.8195(2) 0.0315(11) Uani 1 1 d . . .
N3 N 0.3941(3) 0.1225(3) 0.7771(2) 0.0328(11) Uani 1 1 d . . .
C1 C 0.4699(4) 0.0343(3) 1.0029(3) 0.0288(13) Uani 1 1 d . . .
C2 C 0.3830(4) 0.0333(3) 1.0384(3) 0.0314(13) Uani 1 1 d . . .
H2 H 0.3229 -0.0016 1.0142 0.038 Uiso 1 1 calc R . .
C3 C 0.3528(4) 0.1058(4) 1.0606(3) 0.0380(15) Uani 1 1 d . . .
H3 H 0.3000 0.1065 1.0861 0.046 Uiso 1 1 calc R . .
C4 C 0.3981(4) 0.1804(4) 1.0467(3) 0.0378(15) Uani 1 1 d . . .
H4 H 0.3860 0.2294 1.0694 0.045 Uiso 1 1 calc R . .
C5 C 0.4601(4) 0.1804(3) 0.9993(3) 0.0270(13) Uani 1 1 d . . .
C6 C 0.4919(4) 0.2574(3) 0.9701(3) 0.0327(14) Uani 1 1 d . . .
C7 C 0.4366(5) 0.3302(3) 0.9692(3) 0.0407(16) Uani 1 1 d . . .
H7 H 0.3770 0.3310 0.9884 0.049 Uiso 1 1 calc R . .
C8 C 0.4661(5) 0.4013(4) 0.9412(3) 0.0470(17) Uani 1 1 d . . .
H8 H 0.4263 0.4497 0.9412 0.056 Uiso 1 1 calc R . .
C9 C 0.5529(5) 0.4024(4) 0.9133(3) 0.0493(18) Uani 1 1 d . . .
H9 H 0.5726 0.4512 0.8936 0.059 Uiso 1 1 calc R . .
C10 C 0.6106(5) 0.3317(4) 0.9145(3) 0.0431(16) Uani 1 1 d . . .
H10 H 0.6707 0.3318 0.8956 0.052 Uiso 1 1 calc R . .
C11 C 0.5813(5) 0.2598(3) 0.9431(3) 0.0354(14) Uani 1 1 d . . .
H11 H 0.6225 0.2119 0.9444 0.042 Uiso 1 1 calc R . .
C12 C 0.5793(4) 0.1405(3) 0.7642(3) 0.0301(13) Uani 1 1 d . . .
H12A H 0.5744 0.1148 0.7180 0.036 Uiso 1 1 calc R . .
H12B H 0.6348 0.1826 0.7712 0.036 Uiso 1 1 calc R . .
C13 C 0.4751(4) 0.1812(3) 0.7647(3) 0.0337(14) Uani 1 1 d . . .
H13A H 0.4871 0.2236 0.8016 0.040 Uiso 1 1 calc R . .
H13B H 0.4480 0.2089 0.7192 0.040 Uiso 1 1 calc R . .
C14 C 0.7008(4) 0.0349(3) 0.8136(3) 0.0324(14) Uani 1 1 d . . .
C15 C 0.6956(5) -0.0274(4) 0.7620(3) 0.0423(16) Uani 1 1 d . . .
C16 C 0.7876(5) -0.0656(4) 0.7554(4) 0.0515(18) Uani 1 1 d . . .
H16 H 0.7841 -0.1051 0.7195 0.062 Uiso 1 1 calc R . .
C17 C 0.8843(5) -0.0477(4) 0.7996(4) 0.0561(19) Uani 1 1 d . . .
H17 H 0.9459 -0.0751 0.7947 0.067 Uiso 1 1 calc R . .
C18 C 0.8886(5) 0.0102(4) 0.8502(4) 0.0500(18) Uani 1 1 d . . .
H18 H 0.9544 0.0224 0.8808 0.060 Uiso 1 1 calc R . .
C19 C 0.7993(4) 0.0524(4) 0.8586(3) 0.0356(14) Uani 1 1 d . . .
C20 C 0.5910(5) -0.0547(4) 0.7149(3) 0.0445(16) Uani 1 1 d . . .
H20 H 0.5355 -0.0175 0.7240 0.053 Uiso 1 1 calc R . .
C21 C 0.5882(6) -0.0498(5) 0.6372(3) 0.070(2) Uani 1 1 d . . .
H21A H 0.6445 -0.0835 0.6273 0.083 Uiso 1 1 calc R . .
H21B H 0.5978 0.0071 0.6245 0.083 Uiso 1 1 calc R . .
H21C H 0.5205 -0.0698 0.6100 0.083 Uiso 1 1 calc R . .
C22 C 0.5648(6) -0.1413(4) 0.7342(4) 0.069(2) Uani 1 1 d . . .
H22A H 0.6156 -0.1797 0.7231 0.083 Uiso 1 1 calc R . .
H22B H 0.4943 -0.1559 0.7076 0.083 Uiso 1 1 calc R . .
H22C H 0.5678 -0.1438 0.7844 0.083 Uiso 1 1 calc R . .
C23 C 0.8111(5) 0.1182(4) 0.9143(3) 0.0391(15) Uani 1 1 d . . .
H23 H 0.7395 0.1297 0.9211 0.047 Uiso 1 1 calc R . .
C24 C 0.8517(5) 0.1979(4) 0.8902(3) 0.0516(18) Uani 1 1 d . . .
H24A H 0.8004 0.2192 0.8496 0.062 Uiso 1 1 calc R . .
H24B H 0.9181 0.1876 0.8774 0.062 Uiso 1 1 calc R . .
H24C H 0.8628 0.2380 0.9282 0.062 Uiso 1 1 calc R . .
C25 C 0.8798(5) 0.0933(4) 0.9859(3) 0.0496(17) Uani 1 1 d . . .
H25A H 0.9522 0.0859 0.9822 0.060 Uiso 1 1 calc R . .
H25B H 0.8537 0.0419 1.0010 0.060 Uiso 1 1 calc R . .
H25C H 0.8772 0.1361 1.0203 0.060 Uiso 1 1 calc R . .
C26 C 0.2900(5) 0.1361(4) 0.7367(3) 0.0389(15) Uani 1 1 d . . .
C27 C 0.2095(5) 0.1546(4) 0.7715(3) 0.0474(17) Uani 1 1 d . . .
C28 C 0.1070(5) 0.1643(5) 0.7315(4) 0.063(2) Uani 1 1 d . . .
H28 H 0.0528 0.1749 0.7547 0.075 Uiso 1 1 calc R . .
C29 C 0.0821(5) 0.1590(5) 0.6600(3) 0.056(2) Uani 1 1 d . . .
H29 H 0.0121 0.1673 0.6340 0.068 Uiso 1 1 calc R . .
C30 C 0.1604(5) 0.1414(4) 0.6264(3) 0.0440(16) Uani 1 1 d . . .
H30 H 0.1431 0.1377 0.5768 0.053 Uiso 1 1 calc R . .
C31 C 0.2640(5) 0.1288(4) 0.6626(3) 0.0385(15) Uani 1 1 d . . .
C32 C 0.2321(5) 0.1620(5) 0.8498(3) 0.056(2) Uani 1 1 d . . .
H32 H 0.3096 0.1592 0.8688 0.067 Uiso 1 1 calc R . .
C33 C 0.1931(7) 0.2413(5) 0.8744(4) 0.084(3) Uani 1 1 d . . .
H33A H 0.1167 0.2441 0.8579 0.101 Uiso 1 1 calc R . .
H33B H 0.2248 0.2876 0.8556 0.101 Uiso 1 1 calc R . .
H33C H 0.2124 0.2433 0.9256 0.101 Uiso 1 1 calc R . .
C34 C 0.1823(7) 0.0926(4) 0.8819(4) 0.079(3) Uani 1 1 d . . .
H34A H 0.2122 0.0404 0.8719 0.094 Uiso 1 1 calc R . .
H34B H 0.1066 0.0924 0.8619 0.094 Uiso 1 1 calc R . .
H34C H 0.1961 0.1004 0.9327 0.094 Uiso 1 1 calc R . .
C35 C 0.3444(5) 0.1038(4) 0.6219(3) 0.0429(16) Uani 1 1 d . . .
H35 H 0.4111 0.0896 0.6563 0.052 Uiso 1 1 calc R . .
C36 C 0.3677(5) 0.1726(4) 0.5744(3) 0.0515(18) Uani 1 1 d . . .
H36A H 0.3965 0.2200 0.6030 0.062 Uiso 1 1 calc R . .
H36B H 0.3029 0.1884 0.5409 0.062 Uiso 1 1 calc R . .
H36C H 0.4187 0.1532 0.5490 0.062 Uiso 1 1 calc R . .
C37 C 0.3074(5) 0.0280(4) 0.5758(3) 0.0567(19) Uani 1 1 d . . .
H37A H 0.2422 0.0408 0.5415 0.068 Uiso 1 1 calc R . .
H37B H 0.2954 -0.0175 0.6054 0.068 Uiso 1 1 calc R . .
H37C H 0.3612 0.0125 0.5514 0.068 Uiso 1 1 calc R . .
C38 C 0.3152(5) -0.1174(4) 0.8735(3) 0.0520(19) Uani 1 1 d . . .
H38A H 0.3088 -0.0897 0.9170 0.062 Uiso 1 1 calc R . .
H38B H 0.3570 -0.1678 0.8861 0.062 Uiso 1 1 calc R . .
C39 C 0.2078(5) -0.1375(4) 0.8280(3) 0.0555(19) Uani 1 1 d . . .
H39A H 0.1997 -0.1973 0.8212 0.067 Uiso 1 1 calc R . .
H39B H 0.1523 -0.1174 0.8500 0.067 Uiso 1 1 calc R . .
C40 C 0.2008(5) -0.0951(5) 0.7587(4) 0.060(2) Uani 1 1 d . . .
H40A H 0.1667 -0.1305 0.7190 0.072 Uiso 1 1 calc R . .
H40B H 0.1615 -0.0431 0.7559 0.072 Uiso 1 1 calc R . .
C41 C 0.3135(6) -0.0799(4) 0.7591(4) 0.061(2) Uani 1 1 d . . .
H41A H 0.3446 -0.1285 0.7419 0.074 Uiso 1 1 calc R . .
H41B H 0.3202 -0.0326 0.7292 0.074 Uiso 1 1 calc R . .
C42A C 0.2478(14) 0.3991(12) 1.0773(8) 0.071(6) Uiso 0.60 1 d PD A 1
H42A H 0.2630 0.4469 1.0542 0.086 Uiso 0.60 1 calc PR A 1
C43A C 0.3043(10) 0.3863(7) 1.1434(6) 0.063(4) Uiso 0.60 1 d PD A 1
H43A H 0.3563 0.4235 1.1669 0.075 Uiso 0.60 1 calc PR A 1
C44A C 0.2808(11) 0.3147(8) 1.1744(8) 0.062(4) Uiso 0.60 1 d PD A 1
H44A H 0.3193 0.3015 1.2203 0.074 Uiso 0.60 1 calc PR A 1
C45A C 0.1998(14) 0.2602(11) 1.1387(9) 0.071(6) Uiso 0.60 1 d PD A 1
H45A H 0.1841 0.2118 1.1609 0.085 Uiso 0.60 1 calc PR A 1
C46A C 0.1457(11) 0.2792(8) 1.0720(8) 0.071(4) Uiso 0.60 1 d PD A 1
H46A H 0.0914 0.2443 1.0477 0.085 Uiso 0.60 1 calc PR A 1
C47A C 0.1700(11) 0.3486(8) 1.0408(9) 0.050(4) Uiso 0.60 1 d PD A 1
H47A H 0.1337 0.3619 0.9944 0.060 Uiso 0.60 1 calc PR A 1
C42B C 0.233(3) 0.377(2) 1.0816(14) 0.099(13) Uiso 0.40 1 d PD B 2
H42B H 0.2604 0.4298 1.0785 0.119 Uiso 0.40 1 calc PR B 2
C43B C 0.2614(19) 0.3379(14) 1.1463(14) 0.084(8) Uiso 0.40 1 d PD B 2
H43B H 0.3086 0.3635 1.1844 0.100 Uiso 0.40 1 calc PR B 2
C44B C 0.2209(18) 0.2626(13) 1.1545(12) 0.049(7) Uiso 0.40 1 d PD B 2
H44B H 0.2430 0.2317 1.1962 0.059 Uiso 0.40 1 calc PR B 2
C45B C 0.1434(14) 0.2337(11) 1.0962(9) 0.057(5) Uiso 0.40 1 d PD B 2
H45B H 0.1050 0.1863 1.1027 0.068 Uiso 0.40 1 calc PR B 2
C46B C 0.1194(17) 0.2708(13) 1.0287(11) 0.075(6) Uiso 0.40 1 d PD B 2
H46B H 0.0720 0.2458 0.9904 0.090 Uiso 0.40 1 calc PR B 2
C47B C 0.167(3) 0.3447(19) 1.0208(17) 0.130(17) Uiso 0.40 1 d PD B 2
H47B H 0.1564 0.3717 0.9769 0.157 Uiso 0.40 1 calc PR B 2
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 80.78(17) . .
N3 Y1 O1 93.13(15) . .
N2 Y1 O1 124.86(16) . .
N3 Y1 N1 113.28(17) . .
N2 Y1 N1 111.68(16) . .
O1 Y1 N1 120.68(15) . .
N3 Y1 C2 166.21(16) . 3_657
N2 Y1 C2 85.49(17) . 3_657
O1 Y1 C2 95.84(16) . 3_657
N1 Y1 C2 70.68(16) . 3_657
N3 Y1 C1 134.29(16) . .
N2 Y1 C1 129.58(16) . .
O1 Y1 C1 92.92(15) . .
N1 Y1 C1 31.24(14) . .
C2 Y1 C1 55.71(16) 3_657 .
N3 Y1 C1 161.88(16) . 3_657
N2 Y1 C1 115.51(16) . 3_657
O1 Y1 C1 83.97(15) . 3_657
N1 Y1 C1 54.79(15) . 3_657
C2 Y1 C1 30.77(15) 3_657 3_657
C1 Y1 C1 28.8(2) . 3_657
N3 Y1 C13 29.41(15) . .
N2 Y1 C13 55.71(15) . .
O1 Y1 C13 119.19(15) . .
N1 Y1 C13 105.75(16) . .
C2 Y1 C13 137.60(16) 3_657 .
C1 Y1 C13 136.27(16) . .
C1 Y1 C13 156.59(16) 3_657 .
C41 O1 C38 106.2(4) . .
C41 O1 Y1 122.2(3) . .
C38 O1 Y1 130.5(4) . .
C5 N1 C1 118.5(4) . .
C5 N1 Y1 137.7(4) . .
C1 N1 Y1 90.1(3) . .
C14 N2 C12 110.8(4) . .
C14 N2 Y1 134.0(4) . .
C12 N2 Y1 111.5(3) . .
C26 N3 C13 115.7(4) . .
C26 N3 Y1 139.2(4) . .
C13 N3 Y1 104.7(3) . .
C1 C1 N1 119.5(6) 3_657 .
C1 C1 C2 123.3(6) 3_657 .
N1 C1 C2 117.3(4) . .
C1 C1 Y1 80.0(4) 3_657 .
N1 C1 Y1 58.6(3) . .
C2 C1 Y1 132.9(4) . .
C1 C1 Y1 71.2(4) 3_657 3_657
N1 C1 Y1 137.8(4) . 3_657
C2 C1 Y1 67.3(3) . 3_657
Y1 C1 Y1 151.2(2) . 3_657
C3 C2 C1 117.5(5) . .
C3 C2 Y1 114.2(4) . 3_657
C1 C2 Y1 82.0(3) . 3_657
C3 C2 H2 113.2 . .
C1 C2 H2 113.2 . .
Y1 C2 H2 113.2 3_657 .
C2 C3 C4 121.6(5) . .
C2 C3 H3 119.2 . .
C4 C3 H3 119.2 . .
C5 C4 C3 118.4(5) . .
C5 C4 H4 120.8 . .
C3 C4 H4 120.8 . .
N1 C5 C4 122.3(5) . .
N1 C5 C6 115.7(5) . .
C4 C5 C6 122.0(5) . .
C7 C6 C11 116.9(5) . .
C7 C6 C5 122.4(5) . .
C11 C6 C5 120.7(5) . .
C8 C7 C6 122.0(6) . .
C8 C7 H7 119.0 . .
C6 C7 H7 119.0 . .
C7 C8 C9 120.5(6) . .
C7 C8 H8 119.7 . .
C9 C8 H8 119.7 . .
C8 C9 C10 119.0(6) . .
C8 C9 H9 120.5 . .
C10 C9 H9 120.5 . .
C9 C10 C11 120.5(6) . .
C9 C10 H10 119.7 . .
C11 C10 H10 119.7 . .
C10 C11 C6 120.9(6) . .
C10 C11 H11 119.5 . .
C6 C11 H11 119.5 . .
N2 C12 C13 112.0(4) . .
N2 C12 H12A 109.2 . .
C13 C12 H12A 109.2 . .
N2 C12 H12B 109.2 . .
C13 C12 H12B 109.2 . .
H12A C12 H12B 107.9 . .
N3 C13 C12 113.3(4) . .
N3 C13 Y1 45.9(2) . .
C12 C13 Y1 79.5(3) . .
N3 C13 H13A 108.9 . .
C12 C13 H13A 108.9 . .
Y1 C13 H13A 93.1 . .
N3 C13 H13B 108.9 . .
C12 C13 H13B 108.9 . .
Y1 C13 H13B 152.7 . .
H13A C13 H13B 107.7 . .
C19 C14 N2 121.4(5) . .
C19 C14 C15 118.1(5) . .
N2 C14 C15 120.5(5) . .
C16 C15 C14 119.4(6) . .
C16 C15 C20 119.2(6) . .
C14 C15 C20 121.4(5) . .
C17 C16 C15 122.1(6) . .
C17 C16 H16 118.9 . .
C15 C16 H16 118.9 . .
C18 C17 C16 118.4(6) . .
C18 C17 H17 120.8 . .
C16 C17 H17 120.8 . .
C17 C18 C19 122.4(6) . .
C17 C18 H18 118.8 . .
C19 C18 H18 118.8 . .
C18 C19 C14 119.6(6) . .
C18 C19 C23 119.3(5) . .
C14 C19 C23 121.1(5) . .
C21 C20 C22 110.3(6) . .
C21 C20 C15 113.2(5) . .
C22 C20 C15 110.1(5) . .
C21 C20 H20 107.7 . .
C22 C20 H20 107.7 . .
C15 C20 H20 107.7 . .
C20 C21 H21A 109.5 . .
C20 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C20 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C20 C22 H22A 109.5 . .
C20 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C20 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C19 C23 C24 111.3(5) . .
C19 C23 C25 114.3(5) . .
C24 C23 C25 109.8(5) . .
C19 C23 H23 107.0 . .
C24 C23 H23 107.0 . .
C25 C23 H23 107.0 . .
C23 C24 H24A 109.5 . .
C23 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C23 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C23 C25 H25A 109.5 . .
C23 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C23 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C31 C26 C27 119.1(5) . .
C31 C26 N3 121.5(5) . .
C27 C26 N3 119.3(5) . .
C28 C27 C26 118.8(6) . .
C28 C27 C32 119.7(6) . .
C26 C27 C32 121.5(5) . .
C29 C28 C27 122.2(6) . .
C29 C28 H28 118.9 . .
C27 C28 H28 118.9 . .
C28 C29 C30 118.9(6) . .
C28 C29 H29 120.6 . .
C30 C29 H29 120.6 . .
C29 C30 C31 122.4(6) . .
C29 C30 H30 118.8 . .
C31 C30 H30 118.8 . .
C30 C31 C26 118.6(6) . .
C30 C31 C35 119.1(6) . .
C26 C31 C35 122.3(5) . .
C27 C32 C33 113.4(6) . .
C27 C32 C34 111.5(6) . .
C33 C32 C34 107.0(6) . .
C27 C32 H32 108.2 . .
C33 C32 H32 108.2 . .
C34 C32 H32 108.2 . .
C32 C33 H33A 109.5 . .
C32 C33 H33B 109.5 . .
H33A C33 H33B 109.5 . .
C32 C33 H33C 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
C32 C34 H34A 109.5 . .
C32 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C32 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C31 C35 C36 112.8(5) . .
C31 C35 C37 111.3(5) . .
C36 C35 C37 108.0(5) . .
C31 C35 H35 108.2 . .
C36 C35 H35 108.2 . .
C37 C35 H35 108.2 . .
C35 C36 H36A 109.5 . .
C35 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C35 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
C35 C37 H37A 109.5 . .
C35 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C35 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
O1 C38 C39 106.0(5) . .
O1 C38 H38A 110.5 . .
C39 C38 H38A 110.5 . .
O1 C38 H38B 110.5 . .
C39 C38 H38B 110.5 . .
H38A C38 H38B 108.7 . .
C40 C39 C38 106.3(5) . .
C40 C39 H39A 110.5 . .
C38 C39 H39A 110.5 . .
C40 C39 H39B 110.5 . .
C38 C39 H39B 110.5 . .
H39A C39 H39B 108.7 . .
C41 C40 C39 102.9(5) . .
C41 C40 H40A 111.2 . .
C39 C40 H40A 111.2 . .
C41 C40 H40B 111.2 . .
C39 C40 H40B 111.2 . .
H40A C40 H40B 109.1 . .
O1 C41 C40 104.9(5) . .
O1 C41 H41A 110.8 . .
C40 C41 H41A 110.8 . .
O1 C41 H41B 110.8 . .
C40 C41 H41B 110.8 . .
H41A C41 H41B 108.8 . .
C43A C42A C47A 125.3(17) . .
C43A C42A H42A 117.3 . .
C47A C42A H42A 117.3 . .
C42A C43A C44A 115.2(14) . .
C42A C43A H43A 122.4 . .
C44A C43A H43A 122.4 . .
C43A C44A C45A 121.7(15) . .
C43A C44A H44A 119.1 . .
C45A C44A H44A 119.1 . .
C46A C45A C44A 118.7(16) . .
C46A C45A H45A 120.6 . .
C44A C45A H45A 120.6 . .
C47A C46A C45A 119.7(15) . .
C47A C46A H46A 120.1 . .
C45A C46A H46A 120.1 . .
C46A C47A C42A 119.3(16) . .
C46A C47A H47A 120.4 . .
C42A C47A H47A 120.4 . .
C43B C42B C47B 126(3) . .
C43B C42B H42B 116.9 . .
C47B C42B H42B 116.9 . .
C44B C43B C42B 119(3) . .
C44B C43B H43B 120.3 . .
C42B C43B H43B 120.3 . .
C43B C44B C45B 115(2) . .
C43B C44B H44B 122.3 . .
C45B C44B H44B 122.3 . .
C44B C45B C46B 124.5(19) . .
C44B C45B H45B 117.7 . .
C46B C45B H45B 117.7 . .
C47B C46B C45B 118(2) . .
C47B C46B H46B 121.0 . .
C45B C46B H46B 121.0 . .
C46B C47B C42B 116(3) . .
C46B C47B H47B 122.2 . .
C42B C47B H47B 122.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Y1 N3 2.192(5) .
Y1 N2 2.194(4) .
Y1 O1 2.327(4) .
Y1 N1 2.344(5) .
Y1 C2 2.661(5) 3_657
Y1 C1 2.746(5) .
Y1 C1 2.857(5) 3_657
Y1 C13 2.952(6) .
O1 C41 1.456(7) .
O1 C38 1.458(6) .
N1 C5 1.362(6) .
N1 C1 1.424(6) .
N2 C14 1.429(6) .
N2 C12 1.483(6) .
N3 C26 1.427(7) .
N3 C13 1.498(6) .
C1 C1 1.396(10) 3_657
C1 C2 1.476(7) .
C1 Y1 2.857(5) 3_657
C2 C3 1.357(7) .
C2 Y1 2.661(5) 3_657
C2 H2 1.0000 .
C3 C4 1.414(8) .
C3 H3 0.9500 .
C4 C5 1.378(7) .
C4 H4 0.9500 .
C5 C6 1.486(7) .
C6 C7 1.395(7) .
C6 C11 1.402(7) .
C7 C8 1.381(8) .
C7 H7 0.9500 .
C8 C9 1.381(9) .
C8 H8 0.9500 .
C9 C10 1.382(8) .
C9 H9 0.9500 .
C10 C11 1.399(8) .
C10 H10 0.9500 .
C11 H11 0.9500 .
C12 C13 1.527(7) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C19 1.413(8) .
C14 C15 1.431(8) .
C15 C16 1.396(8) .
C15 C20 1.532(8) .
C16 C17 1.391(9) .
C16 H16 0.9500 .
C17 C18 1.367(9) .
C17 H17 0.9500 .
C18 C19 1.407(8) .
C18 H18 0.9500 .
C19 C23 1.520(8) .
C20 C21 1.523(8) .
C20 C22 1.528(9) .
C20 H20 1.0000 .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 C24 1.527(8) .
C23 C25 1.538(8) .
C23 H23 1.0000 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 C31 1.423(8) .
C26 C27 1.425(8) .
C27 C28 1.399(8) .
C27 C32 1.506(8) .
C28 C29 1.371(9) .
C28 H28 0.9500 .
C29 C30 1.383(8) .
C29 H29 0.9500 .
C30 C31 1.394(8) .
C30 H30 0.9500 .
C31 C35 1.528(8) .
C32 C33 1.518(10) .
C32 C34 1.522(9) .
C32 H32 1.0000 .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 C36 1.542(8) .
C35 C37 1.546(8) .
C35 H35 1.0000 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 C39 1.517(8) .
C38 H38A 0.9900 .
C38 H38B 0.9900 .
C39 C40 1.515(9) .
C39 H39A 0.9900 .
C39 H39B 0.9900 .
C40 C41 1.501(9) .
C40 H40A 0.9900 .
C40 H40B 0.9900 .
C41 H41A 0.9900 .
C41 H41B 0.9900 .
C42A C43A 1.353(14) .
C42A C47A 1.377(15) .
C42A H42A 0.9500 .
C43A C44A 1.389(14) .
C43A H43A 0.9500 .
C44A C45A 1.438(14) .
C44A H44A 0.9500 .
C45A C46A 1.372(15) .
C45A H45A 0.9500 .
C46A C47A 1.366(14) .
C46A H46A 0.9500 .
C47A H47A 0.9500 .
C42B C43B 1.391(18) .
C42B C47B 1.400(19) .
C42B H42B 0.9500 .
C43B C44B 1.367(17) .
C43B H43B 0.9500 .
C44B C45B 1.421(17) .
C44B H44B 0.9500 .
C45B C46B 1.427(17) .
C45B H45B 0.9500 .
C46B C47B 1.390(18) .
C46B H46B 0.9500 .
C47B H47B 0.9500 .
