#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:01:50 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180165 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/61/7106105.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_7106105
loop_
_publ_author_name
'Zhu Du'
'Hui Zhou'
'Haisheng Yao'
'Yong Zhang'
'Yingming Yao'
'Qi Shen'
_publ_section_title
;
 The First Bridged Lanthanide Carbene Complex Formed through Reduction of
 Carbodiimide by amine Bis(phenolate )Ytterbium(II) Complex and Its
 Reactivity to Phenylisocyanate
;
_journal_name_full               Chem.Commun.
_journal_page_first              3595
_journal_paper_doi               10.1039/c0cc04504g
_journal_volume                  47
_journal_year                    2011
_chemical_formula_moiety         'C29 H29 N5 O4, 0.5(C8 H16 O2)'
_chemical_formula_sum            'C33 H37 N5 O5'
_chemical_formula_weight         583.68
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                91.893(3)
_cell_angle_beta                 96.746(4)
_cell_angle_gamma                115.175(5)
_cell_formula_units_Z            2
_cell_length_a                   10.0023(19)
_cell_length_b                   10.691(2)
_cell_length_c                   16.123(3)
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      25.3491
_cell_measurement_theta_min      3.0539
_cell_volume                     1542.9(5)
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_collection       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku MercuryCCD area detector'
_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  0.0564
_diffrn_reflns_av_sigmaI/netI    0.0820
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13339
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         3.16
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.9915
_exptl_absorpt_correction_T_min  0.9664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Platelet
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.574
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       0.020(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         5683
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.1487
_refine_ls_R_factor_gt           0.0915
_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)+(0.1673P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2491
_refine_ls_wR_factor_ref         0.2864
_reflns_number_gt                3120
_reflns_number_total             5683
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0cc04504g.txt
_cod_data_source_block           Complex4
_cod_database_code               7106105
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
O1 O 0.7807(4) 0.5394(3) 0.72310(19) 0.0605(9) Uani 1 1 d . . .
O2 O 0.6238(4) 0.2771(3) 0.9384(2) 0.0650(9) Uani 1 1 d . A .
O3 O 0.4631(3) -0.1237(3) 0.57664(17) 0.0446(7) Uani 1 1 d . . .
O4 O 0.3171(3) 0.1845(3) 0.69152(18) 0.0507(8) Uani 1 1 d . . .
N1 N 0.5655(3) 0.1673(3) 0.80691(19) 0.0398(8) Uani 1 1 d . A .
N2 N 0.6494(4) 0.3067(3) 0.69289(19) 0.0410(8) Uani 1 1 d . . .
N3 N 0.7049(4) 0.4088(3) 0.8311(2) 0.0501(9) Uani 1 1 d . A .
N4 N 0.5888(3) 0.0623(3) 0.67845(19) 0.0363(7) Uani 1 1 d . . .
N5 N 0.3536(3) 0.0121(3) 0.6216(2) 0.0394(8) Uani 1 1 d . . .
C1 C 0.5564(4) 0.1710(3) 0.7176(2) 0.0373(9) Uani 1 1 d . . .
C2 C 0.4737(5) 0.0315(4) 0.8380(3) 0.0493(10) Uani 1 1 d . . .
H2 H 0.4348 -0.0381 0.7887 0.059 Uiso 1 1 calc R . .
C3 C 0.3386(5) 0.0314(6) 0.8720(3) 0.0714(15) Uani 1 1 d . . .
H3A H 0.3711 0.0927 0.9234 0.107 Uiso 1 1 calc R . .
H3B H 0.2740 -0.0621 0.8835 0.107 Uiso 1 1 calc R . .
H3C H 0.2843 0.0634 0.8309 0.107 Uiso 1 1 calc R . .
C4 C 0.5677(5) -0.0144(5) 0.8994(3) 0.0594(12) Uani 1 1 d . . .
H4A H 0.6480 -0.0189 0.8729 0.089 Uiso 1 1 calc R . .
H4B H 0.5057 -0.1054 0.9157 0.089 Uiso 1 1 calc R . .
H4C H 0.6095 0.0517 0.9488 0.089 Uiso 1 1 calc R . .
C5 C 0.6506(5) 0.3203(4) 0.6008(2) 0.0481(11) Uani 1 1 d . . .
H5 H 0.5957 0.2248 0.5730 0.058 Uiso 1 1 calc R . .
C6 C 0.5649(6) 0.4012(5) 0.5657(3) 0.0620(13) Uani 1 1 d . . .
H6A H 0.4671 0.3641 0.5836 0.093 Uiso 1 1 calc R . .
H6B H 0.5536 0.3923 0.5050 0.093 Uiso 1 1 calc R . .
H6C H 0.6198 0.4984 0.5865 0.093 Uiso 1 1 calc R . .
C7 C 0.8063(5) 0.3742(5) 0.5775(3) 0.0585(12) Uani 1 1 d . . .
H7A H 0.8629 0.4708 0.5992 0.088 Uiso 1 1 calc R . .
H7B H 0.8003 0.3665 0.5169 0.088 Uiso 1 1 calc R . .
H7C H 0.8556 0.3200 0.6014 0.088 Uiso 1 1 calc R . .
C8 C 0.7149(4) 0.4254(4) 0.7467(3) 0.0449(10) Uani 1 1 d . . .
C9 C 0.7703(7) 0.5316(5) 0.8887(3) 0.0790(18) Uani 1 1 d D . .
C10 C 0.6580(16) 0.5620(11) 0.9138(9) 0.1009(15) Uani 0.50 1 d PD A 1
H10 H 0.5573 0.5003 0.8968 0.121 Uiso 0.50 1 calc PR A 1
C10' C 0.7092(16) 0.6168(10) 0.9159(8) 0.1009(15) Uani 0.50 1 d PD A 2
H10' H 0.6086 0.5977 0.8995 0.121 Uiso 0.50 1 calc PR A 2
C11 C 0.6962(17) 0.6886(10) 0.9662(8) 0.1009(15) Uani 0.50 1 d PD A 1
H11 H 0.6224 0.7155 0.9791 0.121 Uiso 0.50 1 calc PR A 1
C11' C 0.8082(17) 0.7350(12) 0.9703(9) 0.1009(15) Uani 0.50 1 d PD A 2
H11' H 0.7673 0.7909 0.9927 0.121 Uiso 0.50 1 calc PR A 2
C12 C 0.8498(16) 0.7706(11) 0.9971(9) 0.1009(15) Uani 0.50 1 d PD A 1
H12 H 0.8800 0.8522 1.0326 0.121 Uiso 0.50 1 calc PR A 1
C12' C 0.9589(16) 0.7759(12) 0.9935(9) 0.1009(15) Uani 0.50 1 d PD A 2
H12' H 1.0193 0.8616 1.0246 0.121 Uiso 0.50 1 calc PR A 2
C13 C 0.9538(16) 0.7280(12) 0.9740(9) 0.1009(15) Uani 0.50 1 d PD A 1
H13 H 1.0550 0.7838 0.9943 0.121 Uiso 0.50 1 calc PR A 1
C13' C 1.0178(18) 0.6898(10) 0.9704(8) 0.1009(15) Uani 0.50 1 d PD A 2
H13' H 1.1182 0.7103 0.9888 0.121 Uiso 0.50 1 calc PR A 2
C14 C 0.9186(16) 0.6085(11) 0.9229(9) 0.1009(15) Uani 0.50 1 d PD A 1
H14 H 0.9925 0.5806 0.9118 0.121 Uiso 0.50 1 calc PR A 1
C14' C 0.9209(16) 0.5639(11) 0.9160(9) 0.1009(15) Uani 0.50 1 d PD A 2
H14' H 0.9602 0.5032 0.8988 0.121 Uiso 0.50 1 calc PR A 2
C15 C 0.6286(5) 0.2815(4) 0.8639(3) 0.0464(10) Uani 1 1 d . . .
C16 C 0.4705(4) -0.0275(3) 0.6212(2) 0.0354(8) Uani 1 1 d . . .
C17 C 0.7101(4) 0.0333(4) 0.7122(2) 0.0396(9) Uani 1 1 d . . .
C18 C 0.8462(4) 0.1411(4) 0.7485(3) 0.0464(10) Uani 1 1 d . . .
H18 H 0.8611 0.2340 0.7472 0.056 Uiso 1 1 calc R . .
C19 C 0.9578(5) 0.1106(5) 0.7859(3) 0.0596(12) Uani 1 1 d . . .
H19 H 1.0494 0.1833 0.8098 0.071 Uiso 1 1 calc R . .
C20 C 0.9381(5) -0.0253(5) 0.7892(3) 0.0630(13) Uani 1 1 d . . .
H20 H 1.0147 -0.0448 0.8163 0.076 Uiso 1 1 calc R . .
C21 C 0.8060(5) -0.1310(5) 0.7527(3) 0.0604(12) Uani 1 1 d . . .
H21 H 0.7933 -0.2232 0.7534 0.073 Uiso 1 1 calc R . .
C22 C 0.6906(5) -0.1038(4) 0.7147(3) 0.0487(10) Uani 1 1 d . . .
H22 H 0.5998 -0.1774 0.6906 0.058 Uiso 1 1 calc R . .
C23 C 0.3918(4) 0.1264(4) 0.6767(2) 0.0384(9) Uani 1 1 d . . .
C24 C 0.2060(4) -0.0659(4) 0.5742(2) 0.0386(9) Uani 1 1 d . . .
C25 C 0.0963(5) -0.1560(4) 0.6156(3) 0.0550(11) Uani 1 1 d . . .
H25 H 0.1174 -0.1675 0.6724 0.066 Uiso 1 1 calc R . .
C26 C -0.0468(5) -0.2300(5) 0.5713(4) 0.0663(14) Uani 1 1 d . . .
H26 H -0.1235 -0.2924 0.5983 0.080 Uiso 1 1 calc R . .
C27 C -0.0757(5) -0.2120(5) 0.4888(3) 0.0601(13) Uani 1 1 d . . .
H27 H -0.1725 -0.2611 0.4591 0.072 Uiso 1 1 calc R . .
C28 C 0.0363(5) -0.1222(5) 0.4490(3) 0.0562(12) Uani 1 1 d . . .
H28 H 0.0161 -0.1115 0.3919 0.067 Uiso 1 1 calc R . .
C29 C 0.1790(4) -0.0472(4) 0.4921(3) 0.0448(10) Uani 1 1 d . . .
H29 H 0.2554 0.0153 0.4651 0.054 Uiso 1 1 calc R . .
O5 O 0.6665(15) 0.2989(16) 0.2504(9) 0.1341(18) Uiso 0.50 1 d PD B 1
O5' O 0.7129(15) 0.3017(16) 0.2458(10) 0.1341(18) Uiso 0.50 1 d PD C 2
C30 C 0.703(2) 0.4081(17) 0.3157(12) 0.1341(18) Uiso 0.50 1 d PD B 1
H30A H 0.7568 0.3930 0.3664 0.161 Uiso 0.50 1 calc PR B 1
H30B H 0.6124 0.4126 0.3299 0.161 Uiso 0.50 1 calc PR B 1
C30' C 0.782(2) 0.4161(18) 0.3036(12) 0.1341(18) Uiso 0.50 1 d PD C 2
H30C H 0.8898 0.4647 0.3013 0.161 Uiso 0.50 1 calc PR C 2
H30D H 0.7661 0.3921 0.3609 0.161 Uiso 0.50 1 calc PR C 2
C31 C 0.802(2) 0.5414(17) 0.2796(11) 0.1341(18) Uiso 0.50 1 d PD B 1
H31A H 0.7524 0.6031 0.2745 0.161 Uiso 0.50 1 calc PR B 1
H31B H 0.8970 0.5901 0.3170 0.161 Uiso 0.50 1 calc PR B 1
C31' C 0.698(2) 0.501(2) 0.2706(11) 0.1341(18) Uiso 0.50 1 d PD C 2
H31C H 0.5914 0.4507 0.2734 0.161 Uiso 0.50 1 calc PR C 2
H31D H 0.7378 0.5913 0.3029 0.161 Uiso 0.50 1 calc PR C 2
C32 C 0.830(2) 0.5035(16) 0.1942(11) 0.1341(18) Uiso 0.50 1 d PD B 1
H32A H 0.7732 0.5277 0.1491 0.161 Uiso 0.50 1 calc PR B 1
H32B H 0.9365 0.5497 0.1888 0.161 Uiso 0.50 1 calc PR B 1
C32' C 0.726(2) 0.5161(16) 0.1829(11) 0.1341(18) Uiso 0.50 1 d PD C 2
H32C H 0.6644 0.5519 0.1493 0.161 Uiso 0.50 1 calc PR C 2
H32D H 0.8318 0.5666 0.1766 0.161 Uiso 0.50 1 calc PR C 2
C33 C 0.777(2) 0.3513(16) 0.1930(12) 0.1341(18) Uiso 0.50 1 d PD B 1
H33A H 0.7321 0.3074 0.1360 0.161 Uiso 0.50 1 calc PR B 1
H33B H 0.8612 0.3293 0.2105 0.161 Uiso 0.50 1 calc PR B 1
C33' C 0.669(2) 0.3648(16) 0.1731(11) 0.1341(18) Uiso 0.50 1 d PD C 2
H33C H 0.7046 0.3393 0.1239 0.161 Uiso 0.50 1 calc PR C 2
H33D H 0.5602 0.3241 0.1616 0.161 Uiso 0.50 1 calc PR C 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'
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
_geom_angle_publ_flag
C15 N1 C1 124.9(3) . . ?
C15 N1 C2 117.4(3) . . ?
C1 N1 C2 116.6(3) . . ?
C8 N2 C1 123.9(3) . . ?
C8 N2 C5 118.3(3) . . ?
C1 N2 C5 116.9(3) . . ?
C8 N3 C15 124.8(3) . . ?
C8 N3 C9 117.6(3) . . ?
C15 N3 C9 117.5(4) . . ?
C16 N4 C17 123.6(3) . . ?
C16 N4 C1 111.8(3) . . ?
C17 N4 C1 122.6(3) . . ?
C23 N5 C16 112.1(3) . . ?
C23 N5 C24 124.1(3) . . ?
C16 N5 C24 123.6(3) . . ?
N1 C1 N2 112.9(3) . . ?
N1 C1 N4 111.5(3) . . ?
N2 C1 N4 111.2(3) . . ?
N1 C1 C23 110.5(3) . . ?
N2 C1 C23 109.0(3) . . ?
N4 C1 C23 101.1(3) . . ?
N1 C2 C3 112.0(4) . . ?
N1 C2 C4 111.8(3) . . ?
C3 C2 C4 113.1(4) . . ?
N1 C2 H2 106.5 . . ?
C3 C2 H2 106.5 . . ?
C4 C2 H2 106.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 C7 112.4(3) . . ?
N2 C5 C6 113.1(4) . . ?
C7 C5 C6 112.8(4) . . ?
N2 C5 H5 105.9 . . ?
C7 C5 H5 105.9 . . ?
C6 C5 H5 105.9 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C8 N2 122.6(4) . . ?
O1 C8 N3 120.9(3) . . ?
N2 C8 N3 116.4(3) . . ?
C10' C9 C14 100.3(8) . . ?
C10' C9 C10 24.5(6) . . ?
C14 C9 C10 121.3(8) . . ?
C10' C9 C14' 120.0(7) . . ?
C14 C9 C14' 20.5(6) . . ?
C10 C9 C14' 138.6(8) . . ?
C10' C9 N3 130.2(7) . . ?
C14 C9 N3 129.0(7) . . ?
C10 C9 N3 109.6(6) . . ?
C14' C9 N3 109.7(6) . . ?
C9 C10 C11 120.2(11) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C9 C10' C11' 115.6(12) . . ?
C9 C10' H10' 122.2 . . ?
C11' C10' H10' 122.2 . . ?
C12 C11 C10 117.3(13) . . ?
C12 C11 H11 121.3 . . ?
C10 C11 H11 121.3 . . ?
C12' C11' C10' 126.1(13) . . ?
C12' C11' H11' 116.9 . . ?
C10' C11' H11' 116.9 . . ?
C13 C12 C11 118.8(11) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C13' C12' C11' 118.4(12) . . ?
C13' C12' H12' 120.8 . . ?
C11' C12' H12' 120.8 . . ?
C12 C13 C14 124.3(13) . . ?
C12 C13 H13 117.9 . . ?
C14 C13 H13 117.9 . . ?
C12' C13' C14' 118.1(13) . . ?
C12' C13' H13' 121.0 . . ?
C14' C13' H13' 121.0 . . ?
C13 C14 C9 117.5(13) . . ?
C13 C14 H14 121.2 . . ?
C9 C14 H14 121.2 . . ?
C9 C14' C13' 121.5(11) . . ?
C9 C14' H14' 119.3 . . ?
C13' C14' H14' 119.3 . . ?
O2 C15 N1 123.9(4) . . ?
O2 C15 N3 120.3(4) . . ?
N1 C15 N3 115.8(4) . . ?
O3 C16 N4 128.3(3) . . ?
O3 C16 N5 123.7(3) . . ?
N4 C16 N5 107.9(3) . . ?
C22 C17 C18 119.2(4) . . ?
C22 C17 N4 120.2(3) . . ?
C18 C17 N4 120.4(3) . . ?
C19 C18 C17 119.6(4) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C18 C19 C20 121.2(4) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C21 C20 C19 119.3(4) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C20 C21 C22 120.9(4) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C21 C22 C17 119.7(4) . . ?
C21 C22 H22 120.2 . . ?
C17 C22 H22 120.2 . . ?
O4 C23 N5 128.2(3) . . ?
O4 C23 C1 124.9(3) . . ?
N5 C23 C1 106.9(3) . . ?
C29 C24 C25 122.1(3) . . ?
C29 C24 N5 120.1(3) . . ?
C25 C24 N5 117.8(3) . . ?
C24 C25 C26 118.5(4) . . ?
C24 C25 H25 120.7 . . ?
C26 C25 H25 120.7 . . ?
C27 C26 C25 120.0(5) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C27 C28 120.1(4) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C27 C28 C29 120.7(4) . . ?
C27 C28 H28 119.7 . . ?
C29 C28 H28 119.7 . . ?
C24 C29 C28 118.6(4) . . ?
C24 C29 H29 120.7 . . ?
C28 C29 H29 120.7 . . ?
C30 O5 C33 107.5(13) . . ?
C30' O5' C33' 100.5(14) . . ?
O5 C30 C31 105.1(14) . . ?
O5 C30 H30A 110.7 . . ?
C31 C30 H30A 110.7 . . ?
O5 C30 H30B 110.7 . . ?
C31 C30 H30B 110.7 . . ?
H30A C30 H30B 108.8 . . ?
O5' C30' C31' 98.8(14) . . ?
O5' C30' H30C 112.0 . . ?
C31' C30' H30C 112.0 . . ?
O5' C30' H30D 112.0 . . ?
C31' C30' H30D 112.0 . . ?
H30C C30' H30D 109.7 . . ?
C32 C31 C30 108.6(15) . . ?
C32 C31 H31A 110.0 . . ?
C30 C31 H31A 110.0 . . ?
C32 C31 H31B 110.0 . . ?
C30 C31 H31B 110.0 . . ?
H31A C31 H31B 108.3 . . ?
C32' C31' C30' 103.9(16) . . ?
C32' C31' H31C 111.0 . . ?
C30' C31' H31C 111.0 . . ?
C32' C31' H31D 111.0 . . ?
C30' C31' H31D 111.0 . . ?
H31C C31' H31D 109.0 . . ?
C33 C32 C31 102.4(15) . . ?
C33 C32 H32A 111.3 . . ?
C31 C32 H32A 111.3 . . ?
C33 C32 H32B 111.3 . . ?
C31 C32 H32B 111.3 . . ?
H32A C32 H32B 109.2 . . ?
C33' C32' C31' 86.4(14) . . ?
C33' C32' H32C 114.3 . . ?
C31' C32' H32C 114.3 . . ?
C33' C32' H32D 114.3 . . ?
C31' C32' H32D 114.3 . . ?
H32C C32' H32D 111.4 . . ?
O5 C33 C32 108.7(15) . . ?
O5 C33 H33A 110.0 . . ?
C32 C33 H33A 110.0 . . ?
O5 C33 H33B 110.0 . . ?
C32 C33 H33B 110.0 . . ?
H33A C33 H33B 108.3 . . ?
C32' C33' O5' 115.6(14) . . ?
C32' C33' H33C 108.4 . . ?
O5' C33' H33C 108.4 . . ?
C32' C33' H33D 108.4 . . ?
O5' C33' H33D 108.4 . . ?
H33C C33' H33D 107.4 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.213(5) . ?
O2 C15 1.210(5) . ?
O3 C16 1.206(4) . ?
O4 C23 1.196(4) . ?
N1 C15 1.367(5) . ?
N1 C1 1.436(5) . ?
N1 C2 1.491(5) . ?
N2 C8 1.371(5) . ?
N2 C1 1.451(4) . ?
N2 C5 1.497(5) . ?
N3 C8 1.388(5) . ?
N3 C15 1.404(5) . ?
N3 C9 1.435(5) . ?
N4 C16 1.376(4) . ?
N4 C17 1.428(5) . ?
N4 C1 1.474(5) . ?
N5 C23 1.371(5) . ?
N5 C16 1.403(5) . ?
N5 C24 1.450(4) . ?
C1 C23 1.559(5) . ?
C2 C3 1.516(7) . ?
C2 C4 1.521(6) . ?
C2 H2 0.9900 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 H4C 0.9700 . ?
C5 C7 1.512(6) . ?
C5 C6 1.534(6) . ?
C5 H5 0.9900 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C9 C10' 1.381(13) . ?
C9 C14 1.386(14) . ?
C9 C10 1.393(14) . ?
C9 C14' 1.405(14) . ?
C10 C11 1.448(11) . ?
C10 H10 0.9400 . ?
C10' C11' 1.415(12) . ?
C10' H10' 0.9400 . ?
C11 C12 1.422(14) . ?
C11 H11 0.9400 . ?
C11' C12' 1.379(15) . ?
C11' H11' 0.9400 . ?
C12 C13 1.382(16) . ?
C12 H12 0.9400 . ?
C12' C13' 1.349(14) . ?
C12' H12' 0.9400 . ?
C13 C14 1.383(12) . ?
C13 H13 0.9400 . ?
C13' C14' 1.460(11) . ?
C13' H13' 0.9400 . ?
C14 H14 0.9400 . ?
C14' H14' 0.9400 . ?
C17 C22 1.397(5) . ?
C17 C18 1.399(5) . ?
C18 C19 1.372(6) . ?
C18 H18 0.9400 . ?
C19 C20 1.384(7) . ?
C19 H19 0.9400 . ?
C20 C21 1.368(7) . ?
C20 H20 0.9400 . ?
C21 C22 1.386(6) . ?
C21 H21 0.9400 . ?
C22 H22 0.9400 . ?
C24 C29 1.359(6) . ?
C24 C25 1.375(6) . ?
C25 C26 1.394(6) . ?
C25 H25 0.9400 . ?
C26 C27 1.366(7) . ?
C26 H26 0.9400 . ?
C27 C28 1.372(7) . ?
C27 H27 0.9400 . ?
C28 C29 1.385(6) . ?
C28 H28 0.9400 . ?
C29 H29 0.9400 . ?
O5 C30 1.438(16) . ?
O5 C33 1.464(16) . ?
O5' C30' 1.377(15) . ?
O5' C33' 1.484(16) . ?
C30 C31 1.531(16) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30' C31' 1.541(16) . ?
C30' H30C 0.9800 . ?
C30' H30D 0.9800 . ?
C31 C32 1.514(17) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31' C32' 1.473(17) . ?
C31' H31C 0.9800 . ?
C31' H31D 0.9800 . ?
C32 C33 1.480(16) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32' C33' 1.465(16) . ?
C32' H32C 0.9800 . ?
C32' H32D 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33' H33C 0.9800 . ?
C33' H33D 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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 N1 C1 N2 12.6(5) . . . . ?
C2 N1 C1 N2 -179.8(3) . . . . ?
C15 N1 C1 N4 138.7(4) . . . . ?
C2 N1 C1 N4 -53.7(4) . . . . ?
C15 N1 C1 C23 -109.7(4) . . . . ?
C2 N1 C1 C23 57.9(4) . . . . ?
C8 N2 C1 N1 -12.6(5) . . . . ?
C5 N2 C1 N1 178.5(3) . . . . ?
C8 N2 C1 N4 -138.9(4) . . . . ?
C5 N2 C1 N4 52.3(4) . . . . ?
C8 N2 C1 C23 110.5(4) . . . . ?
C5 N2 C1 C23 -58.4(4) . . . . ?
C16 N4 C1 N1 120.2(3) . . . . ?
C17 N4 C1 N1 -44.3(4) . . . . ?
C16 N4 C1 N2 -112.9(3) . . . . ?
C17 N4 C1 N2 82.7(4) . . . . ?
C16 N4 C1 C23 2.7(4) . . . . ?
C17 N4 C1 C23 -161.7(3) . . . . ?
C15 N1 C2 C3 62.3(5) . . . . ?
C1 N1 C2 C3 -106.2(4) . . . . ?
C15 N1 C2 C4 -65.8(5) . . . . ?
C1 N1 C2 C4 125.7(4) . . . . ?
C8 N2 C5 C7 66.7(4) . . . . ?
C1 N2 C5 C7 -123.8(4) . . . . ?
C8 N2 C5 C6 -62.5(5) . . . . ?
C1 N2 C5 C6 107.0(4) . . . . ?
C1 N2 C8 O1 -173.0(4) . . . . ?
C5 N2 C8 O1 -4.3(6) . . . . ?
C1 N2 C8 N3 8.2(5) . . . . ?
C5 N2 C8 N3 176.9(3) . . . . ?
C15 N3 C8 O1 178.6(4) . . . . ?
C9 N3 C8 O1 2.3(6) . . . . ?
C15 N3 C8 N2 -2.6(6) . . . . ?
C9 N3 C8 N2 -178.9(4) . . . . ?
C8 N3 C9 C10' 89.1(10) . . . . ?
C15 N3 C9 C10' -87.4(10) . . . . ?
C8 N3 C9 C14 -80.4(10) . . . . ?
C15 N3 C9 C14 103.0(10) . . . . ?
C8 N3 C9 C10 104.6(8) . . . . ?
C15 N3 C9 C10 -72.0(8) . . . . ?
C8 N3 C9 C14' -88.6(8) . . . . ?
C15 N3 C9 C14' 94.8(9) . . . . ?
C10' C9 C10 C11 -23.8(17) . . . . ?
C14 C9 C10 C11 10.1(17) . . . . ?
C14' C9 C10 C11 25(2) . . . . ?
N3 C9 C10 C11 -174.4(10) . . . . ?
C14 C9 C10' C11' -5.1(15) . . . . ?
C10 C9 C10' C11' 146(3) . . . . ?
C14' C9 C10' C11' 0.8(16) . . . . ?
N3 C9 C10' C11' -176.8(9) . . . . ?
C9 C10 C11 C12 -6.4(19) . . . . ?
C9 C10' C11' C12' 4(2) . . . . ?
C10 C11 C12 C13 2(2) . . . . ?
C10' C11' C12' C13' -8(2) . . . . ?
C11 C12 C13 C14 -1(2) . . . . ?
C11' C12' C13' C14' 5(2) . . . . ?
C12 C13 C14 C9 4(2) . . . . ?
C10' C9 C14 C13 4.8(16) . . . . ?
C10 C9 C14 C13 -8.8(18) . . . . ?
C14' C9 C14 C13 -161(4) . . . . ?
N3 C9 C14 C13 176.7(10) . . . . ?
C10' C9 C14' C13' -2.5(19) . . . . ?
C14 C9 C14' C13' 14(2) . . . . ?
C10 C9 C14' C13' -23(2) . . . . ?
N3 C9 C14' C13' 175.5(11) . . . . ?
C12' C13' C14' C9 -1(2) . . . . ?
C1 N1 C15 O2 173.3(4) . . . . ?
C2 N1 C15 O2 5.9(6) . . . . ?
C1 N1 C15 N3 -8.0(6) . . . . ?
C2 N1 C15 N3 -175.5(3) . . . . ?
C8 N3 C15 O2 -178.8(4) . . . . ?
C9 N3 C15 O2 -2.5(6) . . . . ?
C8 N3 C15 N1 2.5(6) . . . . ?
C9 N3 C15 N1 178.8(4) . . . . ?
C17 N4 C16 O3 -18.7(6) . . . . ?
C1 N4 C16 O3 177.0(4) . . . . ?
C17 N4 C16 N5 162.0(3) . . . . ?
C1 N4 C16 N5 -2.3(4) . . . . ?
C23 N5 C16 O3 -178.7(4) . . . . ?
C24 N5 C16 O3 6.0(6) . . . . ?
C23 N5 C16 N4 0.7(4) . . . . ?
C24 N5 C16 N4 -174.6(3) . . . . ?
C16 N4 C17 C22 -24.4(6) . . . . ?
C1 N4 C17 C22 138.2(4) . . . . ?
C16 N4 C17 C18 160.0(4) . . . . ?
C1 N4 C17 C18 -37.3(5) . . . . ?
C22 C17 C18 C19 -0.2(6) . . . . ?
N4 C17 C18 C19 175.4(4) . . . . ?
C17 C18 C19 C20 -0.5(7) . . . . ?
C18 C19 C20 C21 1.5(8) . . . . ?
C19 C20 C21 C22 -1.8(8) . . . . ?
C20 C21 C22 C17 1.1(7) . . . . ?
C18 C17 C22 C21 -0.1(7) . . . . ?
N4 C17 C22 C21 -175.7(4) . . . . ?
C16 N5 C23 O4 -179.7(4) . . . . ?
C24 N5 C23 O4 -4.4(6) . . . . ?
C16 N5 C23 C1 1.0(4) . . . . ?
C24 N5 C23 C1 176.3(3) . . . . ?
N1 C1 C23 O4 60.3(5) . . . . ?
N2 C1 C23 O4 -64.3(5) . . . . ?
N4 C1 C23 O4 178.5(4) . . . . ?
N1 C1 C23 N5 -120.4(3) . . . . ?
N2 C1 C23 N5 115.1(3) . . . . ?
N4 C1 C23 N5 -2.2(4) . . . . ?
C23 N5 C24 C29 101.6(5) . . . . ?
C16 N5 C24 C29 -83.6(5) . . . . ?
C23 N5 C24 C25 -77.4(5) . . . . ?
C16 N5 C24 C25 97.3(5) . . . . ?
C29 C24 C25 C26 -0.1(7) . . . . ?
N5 C24 C25 C26 178.9(4) . . . . ?
C24 C25 C26 C27 -0.1(7) . . . . ?
C25 C26 C27 C28 0.7(7) . . . . ?
C26 C27 C28 C29 -1.1(7) . . . . ?
C25 C24 C29 C28 -0.3(6) . . . . ?
N5 C24 C29 C28 -179.3(3) . . . . ?
C27 C28 C29 C24 0.9(6) . . . . ?
C33 O5 C30 C31 20(2) . . . . ?
C33' O5' C30' C31' 27.3(18) . . . . ?
O5 C30 C31 C32 -4(2) . . . . ?
O5' C30' C31' C32' -57(2) . . . . ?
C30 C31 C32 C33 -13(2) . . . . ?
C30' C31' C32' C33' 53.5(18) . . . . ?
C30 O5 C33 C32 -29(2) . . . . ?
C31 C32 C33 O5 25(2) . . . . ?
C31' C32' C33' O5' -38(2) . . . . ?
C30' O5' C33' C32' 7(2) . . . . ?
