#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:02:13 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178765 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/19/4101941.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_4101941
loop_
_publ_author_name
'Pradip Bag'
'Mikhail E. Itkis'
'Sushanta K. Pal'
'Bruno Donnadieu'
'Fook S. Tham'
'Hyunsoo Park'
'John A. Schlueter'
'Theo Siegrist'
'Robert C. Haddon'
_publ_section_title
;
 Resonating Valence Bond and σ-Charge Density Wave Phases in a
 Benzannulated Phenalenyl Radical
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2684
_journal_page_last               2694
_journal_paper_doi               10.1021/ja908768a
_journal_volume                  132
_journal_year                    2010
_chemical_formula_sum            'C48 H32 B N2 O2'
_chemical_formula_weight         679.57
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.9174(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.0971(3)
_cell_length_b                   19.2119(6)
_cell_length_c                   17.2693(6)
_cell_measurement_reflns_used    8867
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      31.38
_cell_measurement_theta_min      2.30
_cell_volume                     3309.48(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_sigmaI/netI    0.0256
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            44786
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.9789
_exptl_absorpt_correction_T_min  0.9685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'prism frag'
_exptl_crystal_F_000             1420
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     522
_refine_ls_number_reflns         8220
_refine_ls_number_restraints     145
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0822
_refine_ls_R_factor_gt           0.0606
_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)+(0.1194P)²+0.5996P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1788
_refine_ls_wR_factor_ref         0.2007
_reflns_number_gt                5772
_reflns_number_total             8220
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja908768a_si_006.cif
_cod_data_source_block           rh158_140k-p21c
_cod_depositor_comments
;
The following automatic conversions were performed:

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

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               4101941
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
B1 B 0.00335(14) 0.64649(9) 0.25614(8) 0.0216(3) Uani 1 1 d . . .
O1 O 0.09696(10) 0.69175(5) 0.22396(6) 0.0246(2) Uani 1 1 d . B .
C1 C 0.16553(17) 0.69903(8) -0.09051(9) 0.0310(3) Uani 1 1 d . . .
H1 H 0.2235 0.7323 -0.1084 0.037 Uiso 1 1 calc R . .
C2 C 0.09358(17) 0.65411(9) -0.14347(9) 0.0340(4) Uani 1 1 d . B .
H2 H 0.1004 0.6577 -0.1976 0.041 Uiso 1 1 calc R . .
C3 C 0.01151(18) 0.60385(8) -0.11835(9) 0.0331(4) Uani 1 1 d . . .
H3 H -0.0220 0.5678 -0.1536 0.040 Uiso 1 1 calc R A 1
C3A C -0.0227(9) 0.6039(6) -0.0464(6) 0.0270(16) Uani 0.415(9) 1 d PU B 1
C4 C -0.1133(6) 0.5572(3) -0.0207(3) 0.0327(14) Uani 0.415(9) 1 d PU B 1
H4 H -0.1631 0.5266 -0.0575 0.039 Uiso 0.415(9) 1 calc PR B 1
C5 C -0.1318(11) 0.5548(7) 0.0563(7) 0.0254(17) Uani 0.415(9) 1 d PU B 1
H5 H -0.1994 0.5249 0.0701 0.030 Uiso 0.415(9) 1 calc PR B 1
C3AD C 0.0128(5) 0.5949(3) -0.0356(4) 0.0172(9) Uani 0.585(9) 1 d PDU B 2
C4D C -0.0534(3) 0.53188(14) -0.00551(14) 0.0178(9) Uani 0.585(9) 1 d PDU . 2
H4D H -0.1312 0.5180 -0.0456 0.021 Uiso 0.585(9) 1 calc PR B 2
C5D C -0.1035(7) 0.5454(4) 0.0705(4) 0.0187(10) Uani 0.585(9) 1 d PDU B 2
H5D H -0.1733 0.5173 0.0847 0.022 Uiso 0.585(9) 1 calc PR B 2
C6 C -0.05195(14) 0.59622(7) 0.11854(8) 0.0237(3) Uani 1 1 d D . .
C6A C 0.04571(15) 0.64445(7) 0.09537(8) 0.0248(3) Uani 1 1 d . B .
C7 C 0.11267(14) 0.69088(7) 0.14817(8) 0.0216(3) Uani 1 1 d . . .
C7A C 0.20684(14) 0.74047(7) 0.12575(8) 0.0223(3) Uani 1 1 d . B .
C8 C 0.27819(15) 0.78596(8) 0.18136(9) 0.0265(3) Uani 1 1 d . . .
H8 H 0.2619 0.7851 0.2341 0.032 Uiso 1 1 calc R B .
C9 C 0.37122(16) 0.83166(8) 0.15995(10) 0.0321(4) Uani 1 1 d . B .
H9 H 0.4181 0.8624 0.1977 0.038 Uiso 1 1 calc R . .
C10 C 0.39657(17) 0.83265(9) 0.08266(10) 0.0357(4) Uani 1 1 d . . .
H10 H 0.4629 0.8630 0.0683 0.043 Uiso 1 1 calc R B .
C11 C 0.32567(17) 0.78967(8) 0.02737(9) 0.0316(4) Uani 1 1 d . B .
H11 H 0.3426 0.7916 -0.0252 0.038 Uiso 1 1 calc R . .
C11A C 0.22856(14) 0.74287(7) 0.04686(9) 0.0244(3) Uani 1 1 d . . .
C11B C 0.15438(15) 0.69633(7) -0.01048(8) 0.0249(3) Uani 1 1 d . B .
C11C C 0.06756(16) 0.64632(8) 0.01478(9) 0.0267(3) Uani 1 1 d D . .
N1 N -0.07791(11) 0.60160(6) 0.19430(7) 0.0231(3) Uani 1 1 d . B .
C12 C -0.17304(14) 0.55255(8) 0.22006(9) 0.0253(3) Uani 1 1 d . . .
H12A H -0.1664 0.5558 0.2777 0.030 Uiso 1 1 calc R B .
H12B H -0.1469 0.5047 0.2074 0.030 Uiso 1 1 calc R . .
C13 C -0.31759(14) 0.56439(8) 0.18350(9) 0.0256(3) Uani 1 1 d . B .
C14 C -0.39882(17) 0.50945(9) 0.15353(14) 0.0484(5) Uani 1 1 d . . .
H14 H -0.3640 0.4634 0.1565 0.058 Uiso 1 1 calc R B .
C15 C -0.53123(19) 0.52122(11) 0.11907(16) 0.0594(6) Uani 1 1 d . B .
H15 H -0.5857 0.4833 0.0982 0.071 Uiso 1 1 calc R . .
C16 C -0.58328(16) 0.58767(10) 0.11515(12) 0.0422(4) Uani 1 1 d . . .
H16 H -0.6738 0.5957 0.0923 0.051 Uiso 1 1 calc R B .
C17 C -0.50267(16) 0.64243(9) 0.14476(11) 0.0360(4) Uani 1 1 d . B .
H17 H -0.5376 0.6884 0.1418 0.043 Uiso 1 1 calc R . .
C18 C -0.37125(15) 0.63073(8) 0.17867(9) 0.0298(3) Uani 1 1 d . . .
H18 H -0.3170 0.6689 0.1990 0.036 Uiso 1 1 calc R B .
O21 O -0.08856(10) 0.69266(5) 0.29179(6) 0.0246(2) Uani 1 1 d . D .
C21 C -0.15705(17) 0.69796(9) 0.60547(9) 0.0336(4) Uani 1 1 d . . .
H21 H -0.2179 0.7298 0.6231 0.040 Uiso 1 1 calc R . .
C22 C -0.08626(18) 0.65251(9) 0.65850(9) 0.0363(4) Uani 1 1 d . D .
H22 H -0.0993 0.6533 0.7118 0.044 Uiso 1 1 calc R . .
C23 C 0.00292(17) 0.60609(9) 0.63460(9) 0.0319(4) Uani 1 1 d . . .
H23 H 0.0501 0.5746 0.6714 0.038 Uiso 1 1 calc R C 1
C23A C 0.0245(2) 0.60495(10) 0.55718(12) 0.0239(4) Uani 0.913(5) 1 d PU D 1
C24 C 0.11564(17) 0.55718(9) 0.53034(10) 0.0247(4) Uani 0.913(5) 1 d PU D 1
H24 H 0.1640 0.5261 0.5671 0.030 Uiso 0.913(5) 1 calc PR D 1
C25 C 0.1362(2) 0.55420(10) 0.45479(12) 0.0239(4) Uani 0.913(5) 1 d PU D 1
H25 H 0.1982 0.5215 0.4400 0.029 Uiso 0.913(5) 1 calc PR D 1
C23D C -0.001(3) 0.5936(9) 0.5450(12) 0.0239(4) Uani 0.087(5) 1 d PDU D 2
C24D C 0.0557(13) 0.5304(6) 0.5091(10) 0.035(5) Uani 0.087(5) 1 d PDU . 2
H24D H 0.1291 0.5116 0.5492 0.042 Uiso 0.087(5) 1 calc PR D 2
C25D C 0.116(2) 0.5458(10) 0.4376(12) 0.0239(4) Uani 0.087(5) 1 d PDU D 2
H25D H 0.1858 0.5183 0.4226 0.029 Uiso 0.087(5) 1 calc PR D 2
C26 C 0.06495(13) 0.60035(7) 0.39628(8) 0.0212(3) Uani 1 1 d D . .
C26A C -0.02913(13) 0.64826(7) 0.42102(8) 0.0218(3) Uani 1 1 d . D .
C27 C -0.10115(13) 0.69350(7) 0.36693(8) 0.0205(3) Uani 1 1 d . . .
C27A C -0.19526(14) 0.74253(7) 0.38992(8) 0.0230(3) Uani 1 1 d . D .
C28 C -0.26851(15) 0.78725(8) 0.33404(9) 0.0269(3) Uani 1 1 d . . .
H28 H -0.2541 0.7856 0.2810 0.032 Uiso 1 1 calc R D .
C29 C -0.36052(17) 0.83316(9) 0.35579(10) 0.0358(4) Uani 1 1 d . D .
H29 H -0.4090 0.8633 0.3180 0.043 Uiso 1 1 calc R . .
C30 C -0.38249(19) 0.83532(10) 0.43360(11) 0.0423(4) Uani 1 1 d . . .
H30 H -0.4472 0.8665 0.4484 0.051 Uiso 1 1 calc R D .
C31 C -0.31080(18) 0.79252(9) 0.48909(10) 0.0379(4) Uani 1 1 d . D .
H31 H -0.3260 0.7952 0.5419 0.045 Uiso 1 1 calc R . .
C31A C -0.21587(15) 0.74505(8) 0.46911(9) 0.0264(3) Uani 1 1 d . . .
C31B C -0.14126(15) 0.69823(8) 0.52629(8) 0.0258(3) Uani 1 1 d . D .
C31C C -0.05002(14) 0.65051(7) 0.50151(8) 0.0224(3) Uani 1 1 d D . .
N21 N 0.08423(11) 0.60076(6) 0.32104(7) 0.0234(3) Uani 1 1 d . D .
C32 C 0.18041(14) 0.55173(8) 0.29433(9) 0.0270(3) Uani 1 1 d . . .
H32A H 0.1727 0.5550 0.2366 0.032 Uiso 1 1 calc R D .
H32B H 0.1555 0.5038 0.3073 0.032 Uiso 1 1 calc R . .
C33 C 0.32531(14) 0.56445(8) 0.33015(9) 0.0275(3) Uani 1 1 d . D .
C34 C 0.40671(18) 0.50954(9) 0.35924(15) 0.0521(6) Uani 1 1 d . . .
H34 H 0.3721 0.4635 0.3558 0.063 Uiso 1 1 calc R D .
C35 C 0.53920(19) 0.52122(11) 0.39352(16) 0.0626(7) Uani 1 1 d . D .
H35 H 0.5941 0.4832 0.4137 0.075 Uiso 1 1 calc R . .
C36 C 0.59055(16) 0.58759(10) 0.39817(12) 0.0427(4) Uani 1 1 d . . .
H36 H 0.6809 0.5956 0.4214 0.051 Uiso 1 1 calc R D .
C37 C 0.50986(16) 0.64250(9) 0.36890(11) 0.0359(4) Uani 1 1 d . D .
H37 H 0.5447 0.6885 0.3721 0.043 Uiso 1 1 calc R . .
C38 C 0.37837(15) 0.63083(8) 0.33495(9) 0.0299(3) Uani 1 1 d . . .
H38 H 0.3239 0.6690 0.3147 0.036 Uiso 1 1 calc R D .
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'
B B 0.0013 0.0007 '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
O1 B1 O21 106.61(12) . . ?
O1 B1 N1 112.60(11) . . ?
O21 B1 N1 109.15(11) . . ?
O1 B1 N21 108.26(11) . . ?
O21 B1 N21 109.35(11) . . ?
N1 B1 N21 110.75(13) . . ?
C7 O1 B1 123.11(11) . . ?
C2 C1 C11B 120.99(14) . . ?
C2 C1 H1 119.5 . . ?
C11B C1 H1 119.5 . . ?
C1 C2 C3 120.50(14) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C3A C3 C2 122.9(5) . . ?
C3A C3 C3AD 16.7(3) . . ?
C2 C3 C3AD 118.8(3) . . ?
C3A C3 H3 118.6 . . ?
C2 C3 H3 118.6 . . ?
C3AD C3 H3 119.9 . . ?
C3 C3A C4 124.6(8) . . ?
C3 C3A C11C 115.5(8) . . ?
C4 C3A C11C 118.3(8) . . ?
C5 C4 C3A 121.5(8) . . ?
C5 C4 H4 119.3 . . ?
C3A C4 H4 119.3 . . ?
C4 C5 C6 123.2(10) . . ?
C4 C5 H5 118.4 . . ?
C6 C5 H5 118.4 . . ?
C11C C3AD C3 118.9(5) . . ?
C11C C3AD C4D 120.9(5) . . ?
C3 C3AD C4D 120.1(5) . . ?
C5D C4D C3AD 112.8(4) . . ?
C5D C4D C4D 109.6(3) . 3_565 ?
C3AD C4D C4D 108.9(3) . 3_565 ?
C5D C4D H4D 108.5 . . ?
C3AD C4D H4D 108.5 . . ?
C4D C4D H4D 108.5 3_565 . ?
C6 C5D C4D 121.3(6) . . ?
C6 C5D H5D 119.4 . . ?
C4D C5D H5D 119.4 . . ?
C5D C6 N1 122.2(4) . . ?
C5D C6 C6A 120.8(4) . . ?
N1 C6 C6A 116.79(12) . . ?
C5D C6 C5 15.0(5) . . ?
N1 C6 C5 124.8(5) . . ?
C6A C6 C5 117.5(5) . . ?
C7 C6A C11C 119.35(13) . . ?
C7 C6A C6 121.03(13) . . ?
C11C C6A C6 119.54(13) . . ?
O1 C7 C6A 122.27(12) . . ?
O1 C7 C7A 115.86(12) . . ?
C6A C7 C7A 121.85(13) . . ?
C8 C7A C11A 119.77(13) . . ?
C8 C7A C7 121.02(13) . . ?
C11A C7A C7 119.20(12) . . ?
C9 C8 C7A 120.64(14) . . ?
C9 C8 H8 119.7 . . ?
C7A C8 H8 119.7 . . ?
C8 C9 C10 119.90(14) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C11 C10 C9 120.12(14) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C11A 121.57(15) . . ?
C10 C11 H11 119.2 . . ?
C11A C11 H11 119.2 . . ?
C11 C11A C7A 117.94(13) . . ?
C11 C11A C11B 122.29(13) . . ?
C7A C11A C11B 119.74(13) . . ?
C1 C11B C11C 118.45(14) . . ?
C1 C11B C11A 122.44(13) . . ?
C11C C11B C11A 119.11(13) . . ?
C3AD C11C C11B 120.1(3) . . ?
C3AD C11C C6A 119.1(3) . . ?
C11B C11C C6A 120.61(13) . . ?
C3AD C11C C3A 15.4(4) . . ?
C11B C11C C3A 118.9(5) . . ?
C6A C11C C3A 119.4(5) . . ?
C6 N1 C12 118.10(12) . . ?
C6 N1 B1 123.45(11) . . ?
C12 N1 B1 117.56(11) . . ?
N1 C12 C13 114.33(12) . . ?
N1 C12 H12A 108.7 . . ?
C13 C12 H12A 108.7 . . ?
N1 C12 H12B 108.7 . . ?
C13 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C18 C13 C14 118.41(14) . . ?
C18 C13 C12 120.45(13) . . ?
C14 C13 C12 121.14(14) . . ?
C13 C14 C15 120.54(16) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 120.26(18) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 119.33(16) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C16 C17 C18 120.36(15) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C13 C18 C17 121.10(15) . . ?
C13 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C27 O21 B1 125.11(11) . . ?
C22 C21 C31B 121.59(15) . . ?
C22 C21 H21 119.2 . . ?
C31B C21 H21 119.2 . . ?
C23 C22 C21 120.42(15) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C23A 120.48(15) . . ?
C22 C23 C23D 118.8(6) . . ?
C23A C23 C23D 12.9(10) . . ?
C22 C23 H23 119.8 . . ?
C23A C23 H23 119.8 . . ?
C23D C23 H23 119.8 . . ?
C23 C23A C31C 119.64(17) . . ?
C23 C23A C24 121.91(15) . . ?
C31C C23A C24 118.39(16) . . ?
C25 C24 C23A 122.91(16) . . ?
C25 C24 H24 118.5 . . ?
C23A C24 H24 118.5 . . ?
C24 C25 C26 120.82(17) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C31C C23D C24D 122.8(15) . . ?
C31C C23D C23 111.7(12) . . ?
C24D C23D C23 125.2(10) . . ?
C25D C24D C23D 114.0(13) . . ?
C25D C24D C24D 110.0(18) . 3_566 ?
C23D C24D C24D 111.5(17) . 3_566 ?
C25D C24D H24D 107.0 . . ?
C23D C24D H24D 107.0 . . ?
C24D C24D H24D 107.0 3_566 . ?
C26 C25D C24D 115.5(16) . . ?
C26 C25D H25D 122.2 . . ?
C24D C25D H25D 122.2 . . ?
C25D C26 N21 115.1(10) . . ?
C25D C26 C26A 124.4(10) . . ?
N21 C26 C26A 119.09(12) . . ?
C25D C26 C25 14.5(11) . . ?
N21 C26 C25 123.19(14) . . ?
C26A C26 C25 117.72(14) . . ?
C27 C26A C26 120.05(12) . . ?
C27 C26A C31C 119.27(13) . . ?
C26 C26A C31C 120.67(12) . . ?
O21 C27 C26A 121.98(12) . . ?
O21 C27 C27A 116.56(12) . . ?
C26A C27 C27A 121.45(12) . . ?
C28 C27A C31A 119.96(13) . . ?
C28 C27A C27 120.57(13) . . ?
C31A C27A C27 119.47(13) . . ?
C29 C28 C27A 120.53(14) . . ?
C29 C28 H28 119.7 . . ?
C27A C28 H28 119.7 . . ?
C28 C29 C30 119.80(15) . . ?
C28 C29 H29 120.1 . . ?
C30 C29 H29 120.1 . . ?
C31 C30 C29 120.42(15) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C30 C31 C31A 121.40(15) . . ?
C30 C31 H31 119.3 . . ?
C31A C31 H31 119.3 . . ?
C31 C31A C27A 117.89(14) . . ?
C31 C31A C31B 122.38(14) . . ?
C27A C31A C31B 119.72(13) . . ?
C21 C31B C31C 118.15(14) . . ?
C21 C31B C31A 122.60(14) . . ?
C31C C31B C31A 119.25(13) . . ?
C23D C31C C31B 123.3(10) . . ?
C23D C31C C23A 15.2(10) . . ?
C31B C31C C23A 119.68(14) . . ?
C23D C31C C26A 114.1(9) . . ?
C31B C31C C26A 120.84(13) . . ?
C23A C31C C26A 119.47(14) . . ?
C26 N21 C32 119.94(12) . . ?
C26 N21 B1 124.24(11) . . ?
C32 N21 B1 115.67(11) . . ?
N21 C32 C33 114.14(12) . . ?
N21 C32 H32A 108.7 . . ?
C33 C32 H32A 108.7 . . ?
N21 C32 H32B 108.7 . . ?
C33 C32 H32B 108.7 . . ?
H32A C32 H32B 107.6 . . ?
C38 C33 C34 118.65(15) . . ?
C38 C33 C32 120.92(13) . . ?
C34 C33 C32 120.43(14) . . ?
C33 C34 C35 120.56(17) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 H34 119.7 . . ?
C36 C35 C34 120.17(17) . . ?
C36 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C35 C36 C37 119.46(16) . . ?
C35 C36 H36 120.3 . . ?
C37 C36 H36 120.3 . . ?
C36 C37 C38 120.30(16) . . ?
C36 C37 H37 119.8 . . ?
C38 C37 H37 119.8 . . ?
C33 C38 C37 120.85(15) . . ?
C33 C38 H38 119.6 . . ?
C37 C38 H38 119.6 . . ?
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
B1 O1 1.4564(18) . ?
B1 O21 1.4847(18) . ?
B1 N1 1.5120(19) . ?
B1 N21 1.5527(19) . ?
O1 C7 1.3428(16) . ?
C1 C2 1.380(2) . ?
C1 C11B 1.405(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.385(2) . ?
C2 H2 0.9500 . ?
C3 C3A 1.341(12) . ?
C3 C3AD 1.437(7) . ?
C3 H3 0.9500 . ?
C3A C4 1.401(12) . ?
C3A C11C 1.520(11) . ?
C4 C5 1.371(13) . ?
C4 H4 0.9500 . ?
C5 C6 1.474(13) . ?
C5 H5 0.9500 . ?
C3AD C11C 1.375(7) . ?
C3AD C4D 1.513(7) . ?
C4D C5D 1.501(9) . ?
C4D C4D 1.623(7) 3_565 ?
C4D H4D 1.0000 . ?
C5D C6 1.333(9) . ?
C5D H5D 0.9500 . ?
C6 N1 1.3775(17) . ?
C6 C6A 1.454(2) . ?
C6A C7 1.3758(19) . ?
C6A C11C 1.4430(19) . ?
C7 C7A 1.4408(19) . ?
C7A C8 1.411(2) . ?
C7A C11A 1.4139(19) . ?
C8 C9 1.378(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.398(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.376(2) . ?
C10 H10 0.9500 . ?
C11 C11A 1.409(2) . ?
C11 H11 0.9500 . ?
C11A C11B 1.453(2) . ?
C11B C11C 1.414(2) . ?
N1 C12 1.4631(17) . ?
C12 C13 1.5149(19) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C18 1.382(2) . ?
C13 C14 1.387(2) . ?
C14 C15 1.395(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.378(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.379(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.383(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
O21 C27 1.3233(16) . ?
C21 C22 1.382(2) . ?
C21 C31B 1.401(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.376(2) . ?
C22 H22 0.9500 . ?
C23 C23A 1.388(3) . ?
C23 C23D 1.56(2) . ?
C23 H23 0.9500 . ?
C23A C31C 1.426(2) . ?
C23A C24 1.427(3) . ?
C24 C25 1.354(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.449(2) . ?
C25 H25 0.9500 . ?
C23D C31C 1.375(12) . ?
C23D C24D 1.513(17) . ?
C24D C25D 1.487(18) . ?
C24D C24D 1.618(10) 3_566 ?
C24D H24D 1.0000 . ?
C25D C26 1.326(13) . ?
C25D H25D 0.9500 . ?
C26 N21 1.3433(17) . ?
C26 C26A 1.4347(19) . ?
C26A C27 1.3951(19) . ?
C26A C31C 1.4385(18) . ?
C27 C27A 1.4369(19) . ?
C27A C28 1.412(2) . ?
C27A C31A 1.4157(19) . ?
C28 C29 1.375(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.396(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.380(2) . ?
C30 H30 0.9500 . ?
C31 C31A 1.404(2) . ?
C31 H31 0.9500 . ?
C31A C31B 1.456(2) . ?
C31B C31C 1.412(2) . ?
N21 C32 1.4772(18) . ?
C32 C33 1.517(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C38 1.381(2) . ?
C33 C34 1.383(2) . ?
C34 C35 1.395(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.374(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.380(2) . ?
C36 H36 0.9500 . ?
C37 C38 1.384(2) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
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
O21 B1 O1 C7 -122.51(13) . . . . ?
N1 B1 O1 C7 -2.85(18) . . . . ?
N21 B1 O1 C7 119.93(13) . . . . ?
C11B C1 C2 C3 -1.9(3) . . . . ?
C1 C2 C3 C3A 12.9(5) . . . . ?
C1 C2 C3 C3AD -6.0(3) . . . . ?
C2 C3 C3A C4 174.9(4) . . . . ?
C3AD C3 C3A C4 -104(3) . . . . ?
C2 C3 C3A C11C -19.7(8) . . . . ?
C3AD C3 C3A C11C 61(2) . . . . ?
C3 C3A C4 C5 172.1(7) . . . . ?
C11C C3A C4 C5 7.1(9) . . . . ?
C3A C4 C5 C6 -4.9(11) . . . . ?
C3A C3 C3AD C11C -93(3) . . . . ?
C2 C3 C3AD C11C 16.0(5) . . . . ?
C3A C3 C3AD C4D 83(3) . . . . ?
C2 C3 C3AD C4D -167.8(3) . . . . ?
C11C C3AD C4D C5D 24.4(5) . . . . ?
C3 C3AD C4D C5D -151.7(4) . . . . ?
C11C C3AD C4D C4D -97.6(4) . . . 3_565 ?
C3 C3AD C4D C4D 86.4(4) . . . 3_565 ?
C3AD C4D C5D C6 -23.2(5) . . . . ?
C4D C4D C5D C6 98.3(5) 3_565 . . . ?
C4D C5D C6 N1 -167.7(3) . . . . ?
C4D C5D C6 C6A 5.9(6) . . . . ?
C4D C5D C6 C5 87(3) . . . . ?
C4 C5 C6 C5D -103(4) . . . . ?
C4 C5 C6 N1 171.8(5) . . . . ?
C4 C5 C6 C6A 3.4(9) . . . . ?
C5D C6 C6A C7 -171.2(3) . . . . ?
N1 C6 C6A C7 2.8(2) . . . . ?
C5 C6 C6A C7 172.1(5) . . . . ?
C5D C6 C6A C11C 12.2(4) . . . . ?
N1 C6 C6A C11C -173.79(12) . . . . ?
C5 C6 C6A C11C -4.5(5) . . . . ?
B1 O1 C7 C6A -3.2(2) . . . . ?
B1 O1 C7 C7A 178.32(12) . . . . ?
C11C C6A C7 O1 -179.87(12) . . . . ?
C6 C6A C7 O1 3.5(2) . . . . ?
C11C C6A C7 C7A -1.5(2) . . . . ?
C6 C6A C7 C7A -178.12(13) . . . . ?
O1 C7 C7A C8 0.79(19) . . . . ?
C6A C7 C7A C8 -177.67(13) . . . . ?
O1 C7 C7A C11A -179.81(12) . . . . ?
C6A C7 C7A C11A 1.7(2) . . . . ?
C11A C7A C8 C9 -1.5(2) . . . . ?
C7 C7A C8 C9 177.88(13) . . . . ?
C7A C8 C9 C10 -0.7(2) . . . . ?
C8 C9 C10 C11 2.1(2) . . . . ?
C9 C10 C11 C11A -1.3(3) . . . . ?
C10 C11 C11A C7A -0.9(2) . . . . ?
C10 C11 C11A C11B -178.97(15) . . . . ?
C8 C7A C11A C11 2.3(2) . . . . ?
C7 C7A C11A C11 -177.16(13) . . . . ?
C8 C7A C11A C11B -179.58(13) . . . . ?
C7 C7A C11A C11B 1.0(2) . . . . ?
C2 C1 C11B C11C 0.1(2) . . . . ?
C2 C1 C11B C11A -179.94(14) . . . . ?
C11 C11A C11B C1 -5.8(2) . . . . ?
C7A C11A C11B C1 176.11(13) . . . . ?
C11 C11A C11B C11C 174.18(14) . . . . ?
C7A C11A C11B C11C -3.9(2) . . . . ?
C3 C3AD C11C C11B -18.1(5) . . . . ?
C4D C3AD C11C C11B 165.8(3) . . . . ?
C3 C3AD C11C C6A 167.8(3) . . . . ?
C4D C3AD C11C C6A -8.3(5) . . . . ?
C3 C3AD C11C C3A 72(2) . . . . ?
C4D C3AD C11C C3A -104(3) . . . . ?
C1 C11B C11C C3AD 10.2(3) . . . . ?
C11A C11B C11C C3AD -169.8(3) . . . . ?
C1 C11B C11C C6A -175.85(14) . . . . ?
C11A C11B C11C C6A 4.2(2) . . . . ?
C1 C11B C11C C3A -7.5(4) . . . . ?
C11A C11B C11C C3A 172.5(4) . . . . ?
C7 C6A C11C C3AD 172.5(3) . . . . ?
C6 C6A C11C C3AD -10.8(3) . . . . ?
C7 C6A C11C C11B -1.5(2) . . . . ?
C6 C6A C11C C11B 175.16(13) . . . . ?
C7 C6A C11C C3A -169.7(4) . . . . ?
C6 C6A C11C C3A 6.9(4) . . . . ?
C3 C3A C11C C3AD -82(3) . . . . ?
C4 C3A C11C C3AD 85(3) . . . . ?
C3 C3A C11C C11B 17.1(8) . . . . ?
C4 C3A C11C C11B -176.6(4) . . . . ?
C3 C3A C11C C6A -174.5(4) . . . . ?
C4 C3A C11C C6A -8.2(7) . . . . ?
C5D C6 N1 C12 -4.5(4) . . . . ?
C6A C6 N1 C12 -178.38(12) . . . . ?
C5 C6 N1 C12 13.2(5) . . . . ?
C5D C6 N1 B1 164.4(3) . . . . ?
C6A C6 N1 B1 -9.4(2) . . . . ?
C5 C6 N1 B1 -177.9(5) . . . . ?
O1 B1 N1 C6 9.43(19) . . . . ?
O21 B1 N1 C6 127.61(13) . . . . ?
N21 B1 N1 C6 -111.95(14) . . . . ?
O1 B1 N1 C12 178.42(11) . . . . ?
O21 B1 N1 C12 -63.40(16) . . . . ?
N21 B1 N1 C12 57.04(15) . . . . ?
C6 N1 C12 C13 -70.69(16) . . . . ?
B1 N1 C12 C13 119.72(14) . . . . ?
N1 C12 C13 C18 -45.42(19) . . . . ?
N1 C12 C13 C14 134.01(17) . . . . ?
C18 C13 C14 C15 0.3(3) . . . . ?
C12 C13 C14 C15 -179.14(19) . . . . ?
C13 C14 C15 C16 -0.7(4) . . . . ?
C14 C15 C16 C17 0.8(4) . . . . ?
C15 C16 C17 C18 -0.6(3) . . . . ?
C14 C13 C18 C17 -0.1(2) . . . . ?
C12 C13 C18 C17 179.36(14) . . . . ?
C16 C17 C18 C13 0.2(3) . . . . ?
O1 B1 O21 C27 -118.09(13) . . . . ?
N1 B1 O21 C27 120.03(13) . . . . ?
N21 B1 O21 C27 -1.26(18) . . . . ?
C31B C21 C22 C23 0.3(3) . . . . ?
C21 C22 C23 C23A 1.0(3) . . . . ?
C21 C22 C23 C23D -13.7(11) . . . . ?
C22 C23 C23A C31C -2.3(3) . . . . ?
C23D C23 C23A C31C 84(3) . . . . ?
C22 C23 C23A C24 -179.59(16) . . . . ?
C23D C23 C23A C24 -93(3) . . . . ?
C23 C23A C24 C25 178.62(16) . . . . ?
C31C C23A C24 C25 1.3(3) . . . . ?
C23A C24 C25 C26 -0.1(3) . . . . ?
C22 C23 C23D C31C 26(2) . . . . ?
C23A C23 C23D C31C -75(2) . . . . ?
C22 C23 C23D C24D -159.4(15) . . . . ?
C23A C23 C23D C24D 100(4) . . . . ?
C31C C23D C24D C25D 29(3) . . . . ?
C23 C23D C24D C25D -145(2) . . . . ?
C31C C23D C24D C24D -96(3) . . . 3_566 ?
C23 C23D C24D C24D 90(3) . . . 3_566 ?
C23D C24D C25D C26 -28(3) . . . . ?
C24D C24D C25D C26 98(2) 3_566 . . . ?
C24D C25D C26 N21 -158.5(12) . . . . ?
C24D C25D C26 C26A 8(3) . . . . ?
C24D C25D C26 C25 74(4) . . . . ?
C24 C25 C26 C25D -122(4) . . . . ?
C24 C25 C26 N21 178.22(14) . . . . ?
C24 C25 C26 C26A -0.9(2) . . . . ?
C25D C26 C26A C27 -164.5(14) . . . . ?
N21 C26 C26A C27 1.3(2) . . . . ?
C25 C26 C26A C27 -179.54(14) . . . . ?
C25D C26 C26A C31C 15.8(14) . . . . ?
N21 C26 C26A C31C -178.47(12) . . . . ?
C25 C26 C26A C31C 0.7(2) . . . . ?
B1 O21 C27 C26A -1.7(2) . . . . ?
B1 O21 C27 C27A 179.58(12) . . . . ?
C26 C26A C27 O21 1.9(2) . . . . ?
C31C C26A C27 O21 -178.33(12) . . . . ?
C26 C26A C27 C27A -179.45(12) . . . . ?
C31C C26A C27 C27A 0.3(2) . . . . ?
O21 C27 C27A C28 -0.4(2) . . . . ?
C26A C27 C27A C28 -179.15(13) . . . . ?
O21 C27 C27A C31A 178.57(12) . . . . ?
C26A C27 C27A C31A -0.1(2) . . . . ?
C31A C27A C28 C29 -0.3(2) . . . . ?
C27 C27A C28 C29 178.66(14) . . . . ?
C27A C28 C29 C30 -0.4(3) . . . . ?
C28 C29 C30 C31 1.1(3) . . . . ?
C29 C30 C31 C31A -1.0(3) . . . . ?
C30 C31 C31A C27A 0.3(3) . . . . ?
C30 C31 C31A C31B -178.54(16) . . . . ?
C28 C27A C31A C31 0.4(2) . . . . ?
C27 C27A C31A C31 -178.58(14) . . . . ?
C28 C27A C31A C31B 179.25(13) . . . . ?
C27 C27A C31A C31B 0.2(2) . . . . ?
C22 C21 C31B C31C -0.1(2) . . . . ?
C22 C21 C31B C31A 179.26(15) . . . . ?
C31 C31A C31B C21 -1.1(2) . . . . ?
C27A C31A C31B C21 -179.89(14) . . . . ?
C31 C31A C31B C31C 178.25(14) . . . . ?
C27A C31A C31B C31C -0.5(2) . . . . ?
C24D C23D C31C C31B 158.0(13) . . . . ?
C23 C23D C31C C31B -28(2) . . . . ?
C24D C23D C31C C23A -121(5) . . . . ?
C23 C23D C31C C23A 53(3) . . . . ?
C24D C23D C31C C26A -7(2) . . . . ?
C23 C23D C31C C26A 167.3(11) . . . . ?
C21 C31B C31C C23D 16.0(13) . . . . ?
C31A C31B C31C C23D -163.4(13) . . . . ?
C21 C31B C31C C23A -1.2(2) . . . . ?
C31A C31B C31C C23A 179.35(14) . . . . ?
C21 C31B C31C C26A -179.91(13) . . . . ?
C31A C31B C31C C26A 0.7(2) . . . . ?
C23 C23A C31C C23D -106(4) . . . . ?
C24 C23A C31C C23D 72(4) . . . . ?
C23 C23A C31C C31B 2.5(3) . . . . ?
C24 C23A C31C C31B 179.82(14) . . . . ?
C23 C23A C31C C26A -178.85(15) . . . . ?
C24 C23A C31C C26A -1.5(2) . . . . ?
C27 C26A C31C C23D 164.8(13) . . . . ?
C26 C26A C31C C23D -15.4(13) . . . . ?
C27 C26A C31C C31B -0.6(2) . . . . ?
C26 C26A C31C C31B 179.16(13) . . . . ?
C27 C26A C31C C23A -179.26(14) . . . . ?
C26 C26A C31C C23A 0.5(2) . . . . ?
C25D C26 N21 C32 -12.8(13) . . . . ?
C26A C26 N21 C32 -179.85(12) . . . . ?
C25 C26 N21 C32 1.0(2) . . . . ?
C25D C26 N21 B1 162.4(13) . . . . ?
C26A C26 N21 B1 -4.7(2) . . . . ?
C25 C26 N21 B1 176.22(14) . . . . ?
O1 B1 N21 C26 120.31(13) . . . . ?
O21 B1 N21 C26 4.53(19) . . . . ?
N1 B1 N21 C26 -115.79(14) . . . . ?
O1 B1 N21 C32 -64.31(15) . . . . ?
O21 B1 N21 C32 179.90(11) . . . . ?
N1 B1 N21 C32 59.59(14) . . . . ?
C26 N21 C32 C33 -65.95(17) . . . . ?
B1 N21 C32 C33 118.46(14) . . . . ?
N21 C32 C33 C38 -45.3(2) . . . . ?
N21 C32 C33 C34 134.18(17) . . . . ?
C38 C33 C34 C35 0.7(3) . . . . ?
C32 C33 C34 C35 -178.8(2) . . . . ?
C33 C34 C35 C36 -0.5(4) . . . . ?
C34 C35 C36 C37 0.2(4) . . . . ?
C35 C36 C37 C38 -0.2(3) . . . . ?
C34 C33 C38 C37 -0.7(3) . . . . ?
C32 C33 C38 C37 178.83(14) . . . . ?
C36 C37 C38 C33 0.4(3) . . . . ?
