#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:02:13 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178765 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/19/4101940.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_4101940
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                 98.9185(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.0928(4)
_cell_length_b                   19.1906(7)
_cell_length_c                   17.2656(6)
_cell_measurement_reflns_used    8776
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      31.41
_cell_measurement_theta_min      2.30
_cell_volume                     3303.7(2)
_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      125(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0328
_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            44481
_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  0.9788
_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    1.366
_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         0.628
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     528
_refine_ls_number_reflns         8201
_refine_ls_number_restraints     145
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0908
_refine_ls_R_factor_gt           0.0688
_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)+(0.1497P)²+0.2895P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2053
_refine_ls_wR_factor_ref         0.2319
_reflns_number_gt                5639
_reflns_number_total             8201
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja908768a_si_005.cif
_cod_data_source_block           rh158_125k-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               4101940
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 0.00310(15) 0.64686(10) 0.25558(9) 0.0194(3) Uani 1 1 d . . .
O1 O 0.09671(10) 0.69209(5) 0.22327(6) 0.0226(3) Uani 1 1 d . B .
C1 C 0.16524(17) 0.69905(9) -0.09123(9) 0.0290(4) Uani 1 1 d . . .
H1 H 0.2233 0.7323 -0.1091 0.035 Uiso 1 1 calc R . .
C2 C 0.09352(18) 0.65414(9) -0.14427(10) 0.0316(4) Uani 1 1 d . B .
H2 H 0.1008 0.6575 -0.1983 0.038 Uiso 1 1 calc R . .
C3 C 0.01075(19) 0.60406(9) -0.11899(10) 0.0312(4) Uani 1 1 d . . .
H3 H -0.0240 0.5680 -0.1541 0.037 Uiso 1 1 calc R A 1
C3A C -0.0210(10) 0.6049(5) -0.0480(6) 0.0258(16) Uani 0.428(9) 1 d PU B 1
C4 C -0.1133(6) 0.5574(3) -0.0219(3) 0.0299(14) Uani 0.428(9) 1 d PU B 1
H4 H -0.1630 0.5266 -0.0584 0.036 Uiso 0.428(9) 1 calc PR B 1
C5 C -0.1315(12) 0.5556(6) 0.0560(7) 0.0240(17) Uani 0.428(9) 1 d PU B 1
H5 H -0.1995 0.5260 0.0700 0.029 Uiso 0.428(9) 1 calc PR B 1
C3AD C 0.0115(6) 0.5943(4) -0.0355(4) 0.0158(9) Uani 0.572(9) 1 d PDU B 2
C4D C -0.0535(3) 0.53173(15) -0.00547(15) 0.0150(9) Uani 0.572(9) 1 d PDU . 2
H4D H -0.1311 0.5176 -0.0457 0.018 Uiso 0.572(9) 1 calc PR B 2
C5D C -0.1040(8) 0.5450(4) 0.0697(4) 0.0171(11) Uani 0.572(9) 1 d PDU B 2
H5D H -0.1736 0.5166 0.0838 0.021 Uiso 0.572(9) 1 calc PR B 2
C6 C -0.05242(15) 0.59656(8) 0.11797(9) 0.0222(3) Uani 1 1 d D . .
C6A C 0.04528(16) 0.64468(8) 0.09476(9) 0.0236(3) Uani 1 1 d . B .
C7 C 0.11224(15) 0.69121(7) 0.14765(8) 0.0200(3) Uani 1 1 d . . .
C7A C 0.20633(15) 0.74074(8) 0.12499(9) 0.0212(3) Uani 1 1 d . B .
C8 C 0.27789(15) 0.78639(8) 0.18053(9) 0.0243(3) Uani 1 1 d . . .
H8 H 0.2616 0.7856 0.2333 0.029 Uiso 1 1 calc R B .
C9 C 0.37099(17) 0.83205(8) 0.15919(10) 0.0305(4) Uani 1 1 d . B .
H9 H 0.4179 0.8629 0.1969 0.037 Uiso 1 1 calc R . .
C10 C 0.39630(18) 0.83297(9) 0.08186(11) 0.0332(4) Uani 1 1 d . . .
H10 H 0.4627 0.8634 0.0675 0.040 Uiso 1 1 calc R B .
C11 C 0.32545(17) 0.79000(9) 0.02658(10) 0.0301(4) Uani 1 1 d . B .
H11 H 0.3424 0.7919 -0.0260 0.036 Uiso 1 1 calc R . .
C11A C 0.22836(15) 0.74313(8) 0.04612(9) 0.0231(3) Uani 1 1 d . . .
C11B C 0.15386(16) 0.69640(8) -0.01130(9) 0.0237(3) Uani 1 1 d . B .
C11C C 0.06704(17) 0.64663(8) 0.01411(9) 0.0257(3) Uani 1 1 d D . .
N1 N -0.07810(12) 0.60172(7) 0.19375(7) 0.0213(3) Uani 1 1 d . B .
C12 C -0.17350(15) 0.55273(8) 0.21963(9) 0.0239(3) Uani 1 1 d . . .
H12A H -0.1670 0.5561 0.2773 0.029 Uiso 1 1 calc R B .
H12B H -0.1474 0.5048 0.2071 0.029 Uiso 1 1 calc R . .
C13 C -0.31806(15) 0.56462(8) 0.18290(9) 0.0236(3) Uani 1 1 d . B .
C14 C -0.39931(18) 0.50958(9) 0.15262(14) 0.0445(5) Uani 1 1 d . . .
H14 H -0.3643 0.4636 0.1552 0.053 Uiso 1 1 calc R B .
C15 C -0.5319(2) 0.52135(11) 0.11850(16) 0.0548(6) Uani 1 1 d . B .
H15 H -0.5868 0.4834 0.0980 0.066 Uiso 1 1 calc R . .
C16 C -0.58365(17) 0.58809(10) 0.11448(12) 0.0387(5) Uani 1 1 d . . .
H16 H -0.6740 0.5963 0.0913 0.046 Uiso 1 1 calc R B .
C17 C -0.50305(17) 0.64269(9) 0.14438(11) 0.0324(4) Uani 1 1 d . B .
H17 H -0.5381 0.6887 0.1417 0.039 Uiso 1 1 calc R . .
C18 C -0.37142(16) 0.63105(8) 0.17830(10) 0.0269(4) Uani 1 1 d . . .
H18 H -0.3171 0.6693 0.1987 0.032 Uiso 1 1 calc R B .
O21 O -0.08878(11) 0.69297(5) 0.29125(6) 0.0230(3) Uani 1 1 d . D .
C21 C -0.15754(18) 0.69786(9) 0.60502(9) 0.0308(4) Uani 1 1 d . . .
H21 H -0.2183 0.7297 0.6228 0.037 Uiso 1 1 calc R . .
C22 C -0.08674(18) 0.65239(10) 0.65796(10) 0.0336(4) Uani 1 1 d . D .
H22 H -0.0996 0.6532 0.7113 0.040 Uiso 1 1 calc R . .
C23 C 0.00243(17) 0.60575(9) 0.63392(9) 0.0298(4) Uani 1 1 d . . .
H23 H 0.0488 0.5738 0.6705 0.036 Uiso 1 1 calc R C 1
C23A C 0.0249(2) 0.60502(11) 0.55716(13) 0.0205(4) Uani 0.864(6) 1 d PU D 1
C24 C 0.11562(19) 0.55719(10) 0.53011(10) 0.0214(5) Uani 0.864(6) 1 d PU D 1
H24 H 0.1640 0.5260 0.5668 0.026 Uiso 0.864(6) 1 calc PR D 1
C25 C 0.1360(4) 0.55428(15) 0.45433(19) 0.0205(7) Uani 0.864(6) 1 d PU D 1
H25 H 0.1982 0.5216 0.4395 0.025 Uiso 0.864(6) 1 calc PR D 1
C23D C -0.0030(17) 0.5927(6) 0.5436(9) 0.0205(4) Uani 0.136(6) 1 d PDU D 2
C24D C 0.0556(10) 0.5306(5) 0.5091(8) 0.039(4) Uani 0.136(6) 1 d PDU . 2
H24D H 0.1290 0.5123 0.5496 0.047 Uiso 0.136(6) 1 calc PR D 2
C25D C 0.114(3) 0.5448(11) 0.4381(12) 0.035(6) Uani 0.136(6) 1 d PDU D 2
H25D H 0.1834 0.5165 0.4231 0.042 Uiso 0.136(6) 1 calc PR D 2
C26 C 0.06463(14) 0.60020(8) 0.39565(9) 0.0200(3) Uani 1 1 d D . .
C26A C -0.02967(14) 0.64825(8) 0.42061(9) 0.0206(3) Uani 1 1 d . D .
C27 C -0.10156(14) 0.69364(7) 0.36631(8) 0.0192(3) Uani 1 1 d . . .
C27A C -0.19550(15) 0.74265(8) 0.38956(9) 0.0217(3) Uani 1 1 d . D .
C28 C -0.26876(16) 0.78748(8) 0.33355(9) 0.0247(3) Uani 1 1 d . . .
H28 H -0.2542 0.7859 0.2805 0.030 Uiso 1 1 calc R D .
C29 C -0.36097(18) 0.83338(9) 0.35531(11) 0.0330(4) Uani 1 1 d . D .
H29 H -0.4094 0.8636 0.3175 0.040 Uiso 1 1 calc R . .
C30 C -0.3832(2) 0.83544(10) 0.43315(11) 0.0387(4) Uani 1 1 d . . .
H30 H -0.4481 0.8665 0.4480 0.046 Uiso 1 1 calc R D .
C31 C -0.31141(19) 0.79255(10) 0.48857(10) 0.0354(4) Uani 1 1 d . D .
H31 H -0.3266 0.7952 0.5414 0.042 Uiso 1 1 calc R . .
C31A C -0.21640(16) 0.74513(8) 0.46855(9) 0.0241(3) Uani 1 1 d . . .
C31B C -0.14197(16) 0.69818(8) 0.52573(9) 0.0239(3) Uani 1 1 d . D .
C31C C -0.05053(15) 0.65043(8) 0.50092(9) 0.0219(3) Uani 1 1 d D . .
N21 N 0.08418(12) 0.60091(7) 0.32043(8) 0.0217(3) Uani 1 1 d . D .
C32 C 0.18039(15) 0.55197(8) 0.29367(10) 0.0249(3) Uani 1 1 d . . .
H32A H 0.1727 0.5554 0.2359 0.030 Uiso 1 1 calc R D .
H32B H 0.1554 0.5039 0.3064 0.030 Uiso 1 1 calc R . .
C33 C 0.32533(15) 0.56454(8) 0.32951(9) 0.0247(3) Uani 1 1 d . D .
C34 C 0.40672(18) 0.50955(10) 0.35896(15) 0.0479(6) Uani 1 1 d . . .
H34 H 0.3721 0.4634 0.3558 0.057 Uiso 1 1 calc R D .
C35 C 0.5390(2) 0.52135(11) 0.39323(17) 0.0578(7) Uani 1 1 d . D .
H35 H 0.5939 0.4833 0.4136 0.069 Uiso 1 1 calc R . .
C36 C 0.59055(17) 0.58797(10) 0.39780(12) 0.0391(5) Uani 1 1 d . . .
H36 H 0.6808 0.5961 0.4212 0.047 Uiso 1 1 calc R D .
C37 C 0.50995(17) 0.64276(9) 0.36805(11) 0.0325(4) Uani 1 1 d . D .
H37 H 0.5449 0.6888 0.3709 0.039 Uiso 1 1 calc R . .
C38 C 0.37821(16) 0.63104(8) 0.33401(10) 0.0273(4) Uani 1 1 d . . .
H38 H 0.3237 0.6692 0.3135 0.033 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 106.74(13) . . ?
O1 B1 N1 112.55(11) . . ?
O21 B1 N1 109.23(11) . . ?
O1 B1 N21 108.28(11) . . ?
O21 B1 N21 109.42(11) . . ?
N1 B1 N21 110.51(14) . . ?
C7 O1 B1 123.16(11) . . ?
C2 C1 C11B 121.07(15) . . ?
C2 C1 H1 119.5 . . ?
C11B C1 H1 119.5 . . ?
C1 C2 C3 120.26(15) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C3A C3 C2 122.0(5) . . ?
C3A C3 C3AD 16.4(4) . . ?
C2 C3 C3AD 119.4(3) . . ?
C3A C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C3AD C3 H3 118.9 . . ?
C3 C3A C4 123.6(8) . . ?
C3 C3A C11C 117.8(8) . . ?
C4 C3A C11C 117.1(8) . . ?
C5 C4 C3A 121.0(8) . . ?
C5 C4 H4 119.5 . . ?
C3A C4 H4 119.5 . . ?
C4 C5 C6 123.9(10) . . ?
C4 C5 H5 118.1 . . ?
C6 C5 H5 118.1 . . ?
C11C C3AD C3 117.5(5) . . ?
C11C C3AD C4D 121.7(5) . . ?
C3 C3AD C4D 120.8(5) . . ?
C5D C4D C3AD 113.1(5) . . ?
C5D C4D C4D 109.8(3) . 3_565 ?
C3AD C4D C4D 108.9(3) . 3_565 ?
C5D C4D H4D 108.3 . . ?
C3AD C4D H4D 108.3 . . ?
C4D C4D H4D 108.3 3_565 . ?
C6 C5D C4D 120.9(7) . . ?
C6 C5D H5D 119.5 . . ?
C4D C5D H5D 119.5 . . ?
C5D C6 N1 122.0(4) . . ?
C5D C6 C6A 120.7(4) . . ?
N1 C6 C6A 116.91(13) . . ?
C5D C6 C5 15.4(5) . . ?
N1 C6 C5 124.9(5) . . ?
C6A C6 C5 117.2(5) . . ?
C7 C6A C11C 119.37(14) . . ?
C7 C6A C6 120.93(14) . . ?
C11C C6A C6 119.61(14) . . ?
O1 C7 C6A 122.35(13) . . ?
O1 C7 C7A 116.01(12) . . ?
C6A C7 C7A 121.62(13) . . ?
C8 C7A C11A 119.57(14) . . ?
C8 C7A C7 120.96(14) . . ?
C11A C7A C7 119.46(13) . . ?
C9 C8 C7A 120.78(15) . . ?
C9 C8 H8 119.6 . . ?
C7A C8 H8 119.6 . . ?
C8 C9 C10 119.82(15) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C11 C10 C9 120.20(15) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C11A 121.52(15) . . ?
C10 C11 H11 119.2 . . ?
C11A C11 H11 119.2 . . ?
C11 C11A C7A 118.05(14) . . ?
C11 C11A C11B 122.33(14) . . ?
C7A C11A C11B 119.59(13) . . ?
C1 C11B C11C 118.66(14) . . ?
C1 C11B C11A 122.33(14) . . ?
C11C C11B C11A 119.01(14) . . ?
C3AD C11C C11B 120.7(3) . . ?
C3AD C11C C6A 118.2(3) . . ?
C11B C11C C6A 120.80(14) . . ?
C3AD C11C C3A 15.7(4) . . ?
C11B C11C C3A 117.6(5) . . ?
C6A C11C C3A 120.7(5) . . ?
C6 N1 C12 118.27(12) . . ?
C6 N1 B1 123.40(12) . . ?
C12 N1 B1 117.52(12) . . ?
N1 C12 C13 114.31(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 118.56(15) . . ?
C18 C13 C12 120.31(14) . . ?
C14 C13 C12 121.13(14) . . ?
C13 C14 C15 120.53(17) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 120.12(18) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 119.37(17) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C16 C17 C18 120.55(16) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C13 C18 C17 120.88(15) . . ?
C13 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C27 O21 B1 125.11(11) . . ?
C22 C21 C31B 121.64(16) . . ?
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 120.56(16) . . ?
C22 C23 C23D 118.6(5) . . ?
C23A C23 C23D 14.2(6) . . ?
C22 C23 H23 119.7 . . ?
C23A C23 H23 119.7 . . ?
C23D C23 H23 119.7 . . ?
C23 C23A C24 122.08(17) . . ?
C23 C23A C31C 119.75(18) . . ?
C24 C23A C31C 118.06(18) . . ?
C25 C24 C23A 122.93(19) . . ?
C25 C24 H24 118.5 . . ?
C23A C24 H24 118.5 . . ?
C24 C25 C26 121.1(2) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 H25 119.5 . . ?
C31C C23D C24D 123.8(12) . . ?
C31C C23D C23 111.0(9) . . ?
C24D C23D C23 124.6(9) . . ?
C25D C24D C23D 114.9(12) . . ?
C25D C24D C24D 109.3(16) . 3_566 ?
C23D C24D C24D 110.5(12) . 3_566 ?
C25D C24D H24D 107.3 . . ?
C23D C24D H24D 107.3 . . ?
C24D C24D H24D 107.3 3_566 . ?
C26 C25D C24D 115.9(15) . . ?
C26 C25D H25D 122.0 . . ?
C24D C25D H25D 122.0 . . ?
N21 C26 C25D 115.9(9) . . ?
N21 C26 C26A 119.10(13) . . ?
C25D C26 C26A 123.5(9) . . ?
N21 C26 C25 123.43(18) . . ?
C25D C26 C25 14.8(13) . . ?
C26A C26 C25 117.46(17) . . ?
C27 C26A C31C 119.43(13) . . ?
C27 C26A C26 119.83(13) . . ?
C31C C26A C26 120.75(13) . . ?
O21 C27 C26A 122.15(13) . . ?
O21 C27 C27A 116.69(13) . . ?
C26A C27 C27A 121.15(13) . . ?
C31A C27A C28 119.94(14) . . ?
C31A C27A C27 119.71(13) . . ?
C28 C27A C27 120.34(13) . . ?
C29 C28 C27A 120.47(15) . . ?
C29 C28 H28 119.8 . . ?
C27A C28 H28 119.8 . . ?
C28 C29 C30 119.82(15) . . ?
C28 C29 H29 120.1 . . ?
C30 C29 H29 120.1 . . ?
C31 C30 C29 120.34(16) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C30 C31 C31A 121.43(16) . . ?
C30 C31 H31 119.3 . . ?
C31A C31 H31 119.3 . . ?
C31 C31A C27A 118.00(14) . . ?
C31 C31A C31B 122.31(14) . . ?
C27A C31A C31B 119.68(14) . . ?
C21 C31B C31C 118.06(14) . . ?
C21 C31B C31A 122.73(14) . . ?
C31C C31B C31A 119.21(13) . . ?
C23D C31C C31B 123.4(7) . . ?
C23D C31C C23A 16.7(6) . . ?
C31B C31C C23A 119.48(15) . . ?
C23D C31C C26A 113.7(7) . . ?
C31B C31C C26A 120.82(13) . . ?
C23A C31C C26A 119.67(15) . . ?
C26 N21 C32 119.91(13) . . ?
C26 N21 B1 124.20(12) . . ?
C32 N21 B1 115.71(12) . . ?
N21 C32 C33 114.26(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 118.79(15) . . ?
C38 C33 C32 120.65(14) . . ?
C34 C33 C32 120.56(15) . . ?
C33 C34 C35 120.48(17) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C36 C35 C34 120.27(18) . . ?
C36 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C35 C36 C37 119.36(17) . . ?
C35 C36 H36 120.3 . . ?
C37 C36 H36 120.3 . . ?
C36 C37 C38 120.39(16) . . ?
C36 C37 H37 119.8 . . ?
C38 C37 H37 119.8 . . ?
C33 C38 C37 120.71(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 1.4562(19) . ?
B1 O21 1.4830(18) . ?
B1 N1 1.513(2) . ?
B1 N21 1.555(2) . ?
O1 C7 1.3390(17) . ?
C1 C2 1.378(2) . ?
C1 C11B 1.403(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.388(2) . ?
C2 H2 0.9500 . ?
C3 C3A 1.314(12) . ?
C3 C3AD 1.452(7) . ?
C3 H3 0.9500 . ?
C3A C4 1.425(12) . ?
C3A C11C 1.512(11) . ?
C4 C5 1.386(13) . ?
C4 H4 0.9500 . ?
C5 C6 1.460(13) . ?
C5 H5 0.9500 . ?
C3AD C11C 1.381(7) . ?
C3AD C4D 1.499(7) . ?
C4D C5D 1.487(9) . ?
C4D C4D 1.619(7) 3_565 ?
C4D H4D 1.0000 . ?
C5D C6 1.346(9) . ?
C5D H5D 0.9500 . ?
C6 N1 1.3763(18) . ?
C6 C6A 1.452(2) . ?
C6A C7 1.377(2) . ?
C6A C11C 1.443(2) . ?
C7 C7A 1.440(2) . ?
C7A C8 1.412(2) . ?
C7A C11A 1.414(2) . ?
C8 C9 1.376(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.398(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.375(2) . ?
C10 H10 0.9500 . ?
C11 C11A 1.409(2) . ?
C11 H11 0.9500 . ?
C11A C11B 1.456(2) . ?
C11B C11C 1.411(2) . ?
N1 C12 1.4642(18) . ?
C12 C13 1.515(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C18 1.381(2) . ?
C13 C14 1.389(2) . ?
C14 C15 1.395(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.381(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.377(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.384(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
O21 C27 1.3223(17) . ?
C21 C22 1.380(2) . ?
C21 C31B 1.402(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.378(2) . ?
C22 H22 0.9500 . ?
C23 C23A 1.379(3) . ?
C23 C23D 1.572(16) . ?
C23 H23 0.9500 . ?
C23A C24 1.426(3) . ?
C23A C31C 1.433(2) . ?
C24 C25 1.357(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.448(3) . ?
C25 H25 0.9500 . ?
C23D C31C 1.376(11) . ?
C23D C24D 1.494(15) . ?
C24D C25D 1.468(18) . ?
C24D C24D 1.620(10) 3_566 ?
C24D H24D 1.0000 . ?
C25D C26 1.344(13) . ?
C25D H25D 0.9500 . ?
C26 N21 1.3436(19) . ?
C26 C26A 1.438(2) . ?
C26A C27 1.397(2) . ?
C26A C31C 1.4350(19) . ?
C27 C27A 1.436(2) . ?
C27A C31A 1.413(2) . ?
C27A C28 1.414(2) . ?
C28 C29 1.375(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.397(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.379(3) . ?
C30 H30 0.9500 . ?
C31 C31A 1.403(2) . ?
C31 H31 0.9500 . ?
C31A C31B 1.456(2) . ?
C31B C31C 1.413(2) . ?
N21 C32 1.4757(18) . ?
C32 C33 1.517(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C38 1.381(2) . ?
C33 C34 1.385(2) . ?
C34 C35 1.392(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.378(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.379(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.386(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 -122.45(13) . . . . ?
N1 B1 O1 C7 -2.62(19) . . . . ?
N21 B1 O1 C7 119.84(13) . . . . ?
C11B C1 C2 C3 -1.6(3) . . . . ?
C1 C2 C3 C3A 12.1(5) . . . . ?
C1 C2 C3 C3AD -6.7(4) . . . . ?
C2 C3 C3A C4 175.3(4) . . . . ?
C3AD C3 C3A C4 -99(3) . . . . ?
C2 C3 C3A C11C -19.3(8) . . . . ?
C3AD C3 C3A C11C 66(2) . . . . ?
C3 C3A C4 C5 172.6(6) . . . . ?
C11C C3A C4 C5 7.1(9) . . . . ?
C3A C4 C5 C6 -5.3(10) . . . . ?
C3A C3 C3AD C11C -88(3) . . . . ?
C2 C3 C3AD C11C 16.5(5) . . . . ?
C3A C3 C3AD C4D 89(3) . . . . ?
C2 C3 C3AD C4D -167.1(3) . . . . ?
C11C C3AD C4D C5D 24.9(6) . . . . ?
C3 C3AD C4D C5D -151.3(4) . . . . ?
C11C C3AD C4D C4D -97.5(5) . . . 3_565 ?
C3 C3AD C4D C4D 86.3(4) . . . 3_565 ?
C3AD C4D C5D C6 -23.3(6) . . . . ?
C4D C4D C5D C6 98.6(5) 3_565 . . . ?
C4D C5D C6 N1 -167.3(3) . . . . ?
C4D C5D C6 C6A 5.6(6) . . . . ?
C4D C5D C6 C5 87(3) . . . . ?
C4 C5 C6 C5D -103(4) . . . . ?
C4 C5 C6 N1 172.3(5) . . . . ?
C4 C5 C6 C6A 3.7(9) . . . . ?
C5D C6 C6A C7 -170.8(3) . . . . ?
N1 C6 C6A C7 2.5(2) . . . . ?
C5 C6 C6A C7 172.0(4) . . . . ?
C5D C6 C6A C11C 12.8(4) . . . . ?
N1 C6 C6A C11C -173.93(13) . . . . ?
C5 C6 C6A C11C -4.4(5) . . . . ?
B1 O1 C7 C6A -3.3(2) . . . . ?
B1 O1 C7 C7A 178.30(12) . . . . ?
C11C C6A C7 O1 -179.90(13) . . . . ?
C6 C6A C7 O1 3.7(2) . . . . ?
C11C C6A C7 C7A -1.6(2) . . . . ?
C6 C6A C7 C7A -178.04(13) . . . . ?
O1 C7 C7A C8 0.7(2) . . . . ?
C6A C7 C7A C8 -177.65(14) . . . . ?
O1 C7 C7A C11A -179.96(12) . . . . ?
C6A C7 C7A C11A 1.7(2) . . . . ?
C11A C7A C8 C9 -1.5(2) . . . . ?
C7 C7A C8 C9 177.83(14) . . . . ?
C7A C8 C9 C10 -0.6(2) . . . . ?
C8 C9 C10 C11 2.1(3) . . . . ?
C9 C10 C11 C11A -1.4(3) . . . . ?
C10 C11 C11A C7A -0.7(2) . . . . ?
C10 C11 C11A C11B -178.98(15) . . . . ?
C8 C7A C11A C11 2.1(2) . . . . ?
C7 C7A C11A C11 -177.19(14) . . . . ?
C8 C7A C11A C11B -179.55(13) . . . . ?
C7 C7A C11A C11B 1.1(2) . . . . ?
C2 C1 C11B C11C 0.0(2) . . . . ?
C2 C1 C11B C11A 179.98(15) . . . . ?
C11 C11A C11B C1 -5.6(2) . . . . ?
C7A C11A C11B C1 176.13(14) . . . . ?
C11 C11A C11B C11C 174.37(14) . . . . ?
C7A C11A C11B C11C -3.9(2) . . . . ?
C3 C3AD C11C C11B -18.4(5) . . . . ?
C4D C3AD C11C C11B 165.2(3) . . . . ?
C3 C3AD C11C C6A 167.9(3) . . . . ?
C4D C3AD C11C C6A -8.4(5) . . . . ?
C3 C3AD C11C C3A 64(2) . . . . ?
C4D C3AD C11C C3A -112(3) . . . . ?
C1 C11B C11C C3AD 10.5(3) . . . . ?
C11A C11B C11C C3AD -169.5(3) . . . . ?
C1 C11B C11C C6A -176.04(14) . . . . ?
C11A C11B C11C C6A 3.9(2) . . . . ?
C1 C11B C11C C3A -7.2(4) . . . . ?
C11A C11B C11C C3A 172.8(4) . . . . ?
C7 C6A C11C C3AD 172.4(3) . . . . ?
C6 C6A C11C C3AD -11.2(3) . . . . ?
C7 C6A C11C C11B -1.2(2) . . . . ?
C6 C6A C11C C11B 175.22(14) . . . . ?
C7 C6A C11C C3A -169.8(4) . . . . ?
C6 C6A C11C C3A 6.7(4) . . . . ?
C3 C3A C11C C3AD -89(3) . . . . ?
C4 C3A C11C C3AD 77(3) . . . . ?
C3 C3A C11C C11B 16.8(8) . . . . ?
C4 C3A C11C C11B -176.8(4) . . . . ?
C3 C3A C11C C6A -174.3(4) . . . . ?
C4 C3A C11C C6A -7.9(7) . . . . ?
C5D C6 N1 C12 -5.2(4) . . . . ?
C6A C6 N1 C12 -178.42(13) . . . . ?
C5 C6 N1 C12 12.9(5) . . . . ?
C5D C6 N1 B1 164.2(3) . . . . ?
C6A C6 N1 B1 -9.0(2) . . . . ?
C5 C6 N1 B1 -177.6(5) . . . . ?
O1 B1 N1 C6 9.0(2) . . . . ?
O21 B1 N1 C6 127.37(14) . . . . ?
N21 B1 N1 C6 -112.20(15) . . . . ?
O1 B1 N1 C12 178.54(11) . . . . ?
O21 B1 N1 C12 -63.09(17) . . . . ?
N21 B1 N1 C12 57.34(15) . . . . ?
C6 N1 C12 C13 -70.27(17) . . . . ?
B1 N1 C12 C13 119.64(15) . . . . ?
N1 C12 C13 C18 -45.8(2) . . . . ?
N1 C12 C13 C14 133.65(17) . . . . ?
C18 C13 C14 C15 -0.1(3) . . . . ?
C12 C13 C14 C15 -179.56(19) . . . . ?
C13 C14 C15 C16 0.1(4) . . . . ?
C14 C15 C16 C17 0.1(4) . . . . ?
C15 C16 C17 C18 -0.1(3) . . . . ?
C14 C13 C18 C17 0.1(3) . . . . ?
C12 C13 C18 C17 179.53(14) . . . . ?
C16 C17 C18 C13 0.0(3) . . . . ?
O1 B1 O21 C27 -118.33(14) . . . . ?
N1 B1 O21 C27 119.72(14) . . . . ?
N21 B1 O21 C27 -1.37(19) . . . . ?
C31B C21 C22 C23 0.2(3) . . . . ?
C21 C22 C23 C23A 1.7(3) . . . . ?
C21 C22 C23 C23D -14.5(7) . . . . ?
C22 C23 C23A C24 -179.53(17) . . . . ?
C23D C23 C23A C24 -93(2) . . . . ?
C22 C23 C23A C31C -3.5(3) . . . . ?
C23D C23 C23A C31C 83(2) . . . . ?
C23 C23A C24 C25 178.0(3) . . . . ?
C31C C23A C24 C25 1.9(3) . . . . ?
C23A C24 C25 C26 -0.4(4) . . . . ?
C22 C23 C23D C31C 28.1(13) . . . . ?
C23A C23 C23D C31C -73.8(17) . . . . ?
C22 C23 C23D C24D -160.9(9) . . . . ?
C23A C23 C23D C24D 97(3) . . . . ?
C31C C23D C24D C25D 26(2) . . . . ?
C23 C23D C24D C25D -143.9(15) . . . . ?
C31C C23D C24D C24D -98.2(17) . . . 3_566 ?
C23 C23D C24D C24D 91.9(17) . . . 3_566 ?
C23D C24D C25D C26 -26(3) . . . . ?
C24D C24D C25D C26 99(2) 3_566 . . . ?
C24D C25D C26 N21 -159.3(13) . . . . ?
C24D C25D C26 C26A 7(3) . . . . ?
C24D C25D C26 C25 77(4) . . . . ?
C24 C25 C26 N21 177.9(2) . . . . ?
C24 C25 C26 C25D -119(4) . . . . ?
C24 C25 C26 C26A -0.8(4) . . . . ?
N21 C26 C26A C27 1.5(2) . . . . ?
C25D C26 C26A C27 -164.1(15) . . . . ?
C25 C26 C26A C27 -179.8(2) . . . . ?
N21 C26 C26A C31C -178.23(13) . . . . ?
C25D C26 C26A C31C 16.2(15) . . . . ?
C25 C26 C26A C31C 0.5(3) . . . . ?
B1 O21 C27 C26A -1.6(2) . . . . ?
B1 O21 C27 C27A 179.54(13) . . . . ?
C31C C26A C27 O21 -178.47(12) . . . . ?
C26 C26A C27 O21 1.8(2) . . . . ?
C31C C26A C27 C27A 0.3(2) . . . . ?
C26 C26A C27 C27A -179.42(13) . . . . ?
O21 C27 C27A C31A 178.61(13) . . . . ?
C26A C27 C27A C31A -0.2(2) . . . . ?
O21 C27 C27A C28 -0.3(2) . . . . ?
C26A C27 C27A C28 -179.08(13) . . . . ?
C31A C27A C28 C29 -0.3(2) . . . . ?
C27 C27A C28 C29 178.54(14) . . . . ?
C27A C28 C29 C30 -0.5(3) . . . . ?
C28 C29 C30 C31 1.2(3) . . . . ?
C29 C30 C31 C31A -1.1(3) . . . . ?
C30 C31 C31A C27A 0.3(3) . . . . ?
C30 C31 C31A C31B -178.44(17) . . . . ?
C28 C27A C31A C31 0.4(2) . . . . ?
C27 C27A C31A C31 -178.47(15) . . . . ?
C28 C27A C31A C31B 179.18(14) . . . . ?
C27 C27A C31A C31B 0.3(2) . . . . ?
C22 C21 C31B C31C -0.2(3) . . . . ?
C22 C21 C31B C31A 179.38(16) . . . . ?
C31 C31A C31B C21 -1.4(3) . . . . ?
C27A C31A C31B C21 179.92(14) . . . . ?
C31 C31A C31B C31C 178.24(15) . . . . ?
C27A C31A C31B C31C -0.5(2) . . . . ?
C24D C23D C31C C31B 159.2(9) . . . . ?
C23 C23D C31C C31B -29.7(14) . . . . ?
C24D C23D C31C C23A -119(3) . . . . ?
C23 C23D C31C C23A 52(2) . . . . ?
C24D C23D C31C C26A -4.5(16) . . . . ?
C23 C23D C31C C26A 166.6(7) . . . . ?
C21 C31B C31C C23D 17.5(8) . . . . ?
C31A C31B C31C C23D -162.1(8) . . . . ?
C21 C31B C31C C23A -1.6(2) . . . . ?
C31A C31B C31C C23A 178.82(16) . . . . ?
C21 C31B C31C C26A -179.82(14) . . . . ?
C31A C31B C31C C26A 0.6(2) . . . . ?
C23 C23A C31C C23D -105(3) . . . . ?
C24 C23A C31C C23D 71(3) . . . . ?
C23 C23A C31C C31B 3.4(3) . . . . ?
C24 C23A C31C C31B 179.62(15) . . . . ?
C23 C23A C31C C26A -178.30(16) . . . . ?
C24 C23A C31C C26A -2.1(3) . . . . ?
C27 C26A C31C C23D 163.8(8) . . . . ?
C26 C26A C31C C23D -16.5(8) . . . . ?
C27 C26A C31C C31B -0.5(2) . . . . ?
C26 C26A C31C C31B 179.24(13) . . . . ?
C27 C26A C31C C23A -178.73(16) . . . . ?
C26 C26A C31C C23A 1.0(2) . . . . ?
C25D C26 N21 C32 -13.3(14) . . . . ?
C26A C26 N21 C32 -179.93(12) . . . . ?
C25 C26 N21 C32 1.5(3) . . . . ?
C25D C26 N21 B1 161.8(14) . . . . ?
C26A C26 N21 B1 -4.9(2) . . . . ?
C25 C26 N21 B1 176.5(2) . . . . ?
O1 B1 N21 C26 120.72(14) . . . . ?
O21 B1 N21 C26 4.7(2) . . . . ?
N1 B1 N21 C26 -115.58(15) . . . . ?
O1 B1 N21 C32 -64.06(16) . . . . ?
O21 B1 N21 C32 179.96(11) . . . . ?
N1 B1 N21 C32 59.64(15) . . . . ?
C26 N21 C32 C33 -66.05(18) . . . . ?
B1 N21 C32 C33 118.52(15) . . . . ?
N21 C32 C33 C38 -45.7(2) . . . . ?
N21 C32 C33 C34 133.75(18) . . . . ?
C38 C33 C34 C35 0.7(3) . . . . ?
C32 C33 C34 C35 -178.7(2) . . . . ?
C33 C34 C35 C36 -0.4(4) . . . . ?
C34 C35 C36 C37 -0.1(4) . . . . ?
C35 C36 C37 C38 0.1(3) . . . . ?
C34 C33 C38 C37 -0.6(3) . . . . ?
C32 C33 C38 C37 178.81(14) . . . . ?
C36 C37 C38 C33 0.2(3) . . . . ?
