#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:01:04 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178416 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/37/4023785.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_4023785
loop_
_publ_author_name
'Ronald Grigg'
'Visuvanathar Sridharan'
'Mufakhrul Shah'
'Simon Mutton'
'Colin Kilner'
'David MacPherson'
'Peter Milner'
_publ_contact_author_address
;
Department of Chemistry  
University of Leeds  
Leeds
LS2 9JT
UK
;
_publ_contact_author_email       R.Grigg@leeds.ac.uk
_publ_contact_author_name        'Professor R.E.Grigg'
_publ_contact_author_phone       '+44 (0)113 34 36501'
_publ_section_title
;
 Regioselective Synthesis of N-Aminoisoindolones and Mono-N-
 and Di-N,N'-substituted Phthalazones Utilizing Hydrazine Nucleophiles
 in a Palladium-Catalyzed Three-Component Cascade Process
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8352
_journal_page_last               8356
_journal_paper_doi               10.1021/jo800822p
_journal_volume                  73
_journal_year                    2008
_chemical_formula_moiety         'C17 H16 N2 O3'
_chemical_formula_sum            'C17 H16 N2 O3'
_chemical_formula_weight         296.32
_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                86.045(6)
_cell_angle_beta                 68.651(6)
_cell_angle_gamma                83.806(6)
_cell_formula_units_Z            4
_cell_length_a                   11.2056(14)
_cell_length_b                   11.5549(14)
_cell_length_c                   13.4431(14)
_cell_measurement_reflns_used    9908
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.83
_cell_measurement_theta_min      2.52
_cell_volume                     1610.9(3)
_computing_cell_refinement
;
APEX 2 software, Bruker Nonius 2004 
;
_computing_data_collection
;
APEX 2 software, Bruker Nonius 2004 
;
_computing_data_reduction
;
SAINT - Bruker Integration program embedded in
APEX 2 software, Bruker Nonius 2004 
;
_computing_molecular_graphics    'ORTEP-III Version 1.08 (Farrugia, 2005)'
_computing_publication_material
;
enCIFer: A program for viewing, editing and visualising CIFs. 
F. H. Allen, O. Johnson, G. P. Shields, B. R. Smith, M. Towler, 
J. Applied Cryst., 37, 331-334, 2004
;
_computing_structure_refinement
;
SHELXL-97 (Sheldrick, G. M.     Acta Cryst. (2008). A64, 112)
XSeed (L.J.Barbour, J.Supramol. Chem., 2003, 1, 189.)
;
_computing_structure_solution
;
SHELXS-97 (Sheldrick, G. M.     Acta Cryst. (2008). A64, 112)
XSeed (L.J.Barbour, J.Supramol. Chem., 2003, 1, 189.)
;
_diffrn_detector_area_resol_mean
;
120 microns
;
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type
;
Mach3 kappa-type 4-circle goniostat.
;
_diffrn_measurement_method       'rotation images'
_diffrn_radiation_detector       'ApexII camera'
_diffrn_radiation_monochromator
;
graphite model mounted in "parallel" mode
;
_diffrn_radiation_source
;
Bruker Nonius FR591 rotating anode generator
;
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            49870
_diffrn_reflns_theta_full        27.93
_diffrn_reflns_theta_max         27.93
_diffrn_reflns_theta_min         2.45
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.9983
_exptl_absorpt_correction_T_min  0.9153
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
See Sheldrick, G. M. (2002). SADABS. Version 
2.03. University of Gottingen, Germany.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.316
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         7613
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0392
_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)+(0.0422P)²+0.4807P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.1000
_reflns_number_gt                5703
_reflns_number_total             7613
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo800822p_si_003.cif
_cod_data_source_block           spm005_039
_cod_database_code               4023785
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
O1A O 0.27755(9) 0.48608(8) 0.12830(7) 0.0307(2) Uani 1 1 d . . .
C1A C 0.18734(12) 0.56327(11) 0.16079(9) 0.0224(3) Uani 1 1 d . . .
N2A N 0.07258(10) 0.55109(9) 0.24434(8) 0.0241(2) Uani 1 1 d . . .
C3A C -0.01758(12) 0.65879(10) 0.26931(9) 0.0223(3) Uani 1 1 d . . .
H3A H -0.1020 0.6456 0.2645 0.027 Uiso 1 1 calc R . .
C4A C 0.05553(12) 0.74152(10) 0.17915(9) 0.0215(3) Uani 1 1 d . . .
C5A C 0.01973(13) 0.85712(11) 0.15411(10) 0.0265(3) Uani 1 1 d . . .
H5A H -0.0630 0.8938 0.1924 0.032 Uiso 1 1 calc R . .
C6A C 0.11043(14) 0.91680(11) 0.07045(10) 0.0298(3) Uani 1 1 d . . .
H6A H 0.0882 0.9949 0.0521 0.036 Uiso 1 1 calc R . .
C7A C 0.23373(13) 0.86301(11) 0.01324(10) 0.0301(3) Uani 1 1 d . . .
H7A H 0.2936 0.9058 -0.0419 0.036 Uiso 1 1 calc R . .
C8A C 0.26897(13) 0.74668(11) 0.03707(10) 0.0271(3) Uani 1 1 d . . .
H8A H 0.3515 0.7097 -0.0015 0.032 Uiso 1 1 calc R . .
C9A C 0.17741(12) 0.68707(10) 0.12020(9) 0.0221(3) Uani 1 1 d . . .
N20A N 0.04389(11) 0.44842(9) 0.30894(8) 0.0237(2) Uani 1 1 d . . .
H20A H 0.1073(15) 0.4242(13) 0.3352(12) 0.035(4) Uiso 1 1 d . . .
C21A C 0.00255(11) 0.35628(10) 0.26639(9) 0.0222(3) Uani 1 1 d . . .
C22A C 0.01734(13) 0.24156(11) 0.30708(10) 0.0281(3) Uani 1 1 d . . .
H22A H 0.0605 0.2262 0.3563 0.034 Uiso 1 1 calc R . .
C23A C -0.03201(14) 0.15040(12) 0.27438(11) 0.0343(3) Uani 1 1 d . . .
H23A H -0.0216 0.0734 0.3016 0.041 Uiso 1 1 calc R . .
C24A C -0.09639(13) 0.17183(12) 0.20203(12) 0.0350(3) Uani 1 1 d . . .
H24A H -0.1310 0.1102 0.1812 0.042 Uiso 1 1 calc R . .
C25A C -0.10907(14) 0.28557(13) 0.16078(12) 0.0356(3) Uani 1 1 d . . .
H25A H -0.1517 0.3004 0.1111 0.043 Uiso 1 1 calc R . .
C26A C -0.05957(13) 0.37791(11) 0.19199(11) 0.0296(3) Uani 1 1 d . . .
H26A H -0.0680 0.4544 0.1630 0.036 Uiso 1 1 calc R . .
C31A C -0.03618(12) 0.70135(11) 0.38110(10) 0.0258(3) Uani 1 1 d . . .
H31C H -0.0617 0.6364 0.4343 0.031 Uiso 1 1 calc R . .
H31D H 0.0467 0.7244 0.3803 0.031 Uiso 1 1 calc R . .
O32A O -0.23010(9) 0.82351(9) 0.38621(8) 0.0379(2) Uani 1 1 d . . .
C32A C -0.13790(12) 0.80420(11) 0.41496(10) 0.0270(3) Uani 1 1 d . . .
O33A O -0.11327(10) 0.87236(8) 0.48219(8) 0.0356(2) Uani 1 1 d . . .
C33A C -0.21365(17) 0.96610(14) 0.53087(14) 0.0501(4) Uani 1 1 d . . .
H33D H -0.2301 1.0160 0.4745 0.075 Uiso 1 1 calc R . .
H33E H -0.1848 1.0126 0.5747 0.075 Uiso 1 1 calc R . .
H33F H -0.2929 0.9321 0.5759 0.075 Uiso 1 1 calc R . .
O1B O 0.24778(8) 0.37045(8) 0.39114(7) 0.0287(2) Uani 1 1 d . . .
C1B C 0.34597(12) 0.42462(11) 0.36070(9) 0.0230(3) Uani 1 1 d . . .
N2B N 0.45339(10) 0.40033(9) 0.27087(8) 0.0248(2) Uani 1 1 d . . .
C3B C 0.55304(12) 0.48485(10) 0.24650(10) 0.0238(3) Uani 1 1 d . . .
H3B H 0.6377 0.4437 0.2428 0.029 Uiso 1 1 calc R . .
C4B C 0.49635(12) 0.56061(11) 0.34487(10) 0.0232(3) Uani 1 1 d . . .
C5B C 0.54586(13) 0.65404(11) 0.37429(11) 0.0283(3) Uani 1 1 d . . .
H5B H 0.6294 0.6760 0.3330 0.034 Uiso 1 1 calc R . .
C6B C 0.46818(14) 0.71419(12) 0.46661(11) 0.0334(3) Uani 1 1 d . . .
H6B H 0.4997 0.7779 0.4874 0.040 Uiso 1 1 calc R . .
C7B C 0.34416(14) 0.68148(12) 0.52890(11) 0.0344(3) Uani 1 1 d . . .
H7B H 0.2929 0.7244 0.5901 0.041 Uiso 1 1 calc R . .
C8B C 0.29576(13) 0.58608(12) 0.50130(10) 0.0296(3) Uani 1 1 d . . .
H8B H 0.2132 0.5627 0.5436 0.035 Uiso 1 1 calc R . .
C9B C 0.37371(12) 0.52661(11) 0.40899(10) 0.0238(3) Uani 1 1 d . . .
N20B N 0.45419(11) 0.32360(9) 0.19314(8) 0.0245(2) Uani 1 1 d . . .
H20B H 0.3892(16) 0.3445(14) 0.1712(12) 0.036(4) Uiso 1 1 d . . .
C21B C 0.47263(12) 0.20133(11) 0.21526(9) 0.0237(3) Uani 1 1 d . . .
C22B C 0.54686(13) 0.15636(12) 0.27604(10) 0.0293(3) Uani 1 1 d . . .
H22B H 0.5811 0.2077 0.3089 0.035 Uiso 1 1 calc R . .
C23B C 0.57040(15) 0.03452(13) 0.28814(12) 0.0391(4) Uani 1 1 d . . .
H23B H 0.6201 0.0043 0.3297 0.047 Uiso 1 1 calc R . .
C24B C 0.52141(17) -0.04207(13) 0.23972(13) 0.0456(4) Uani 1 1 d . . .
H24B H 0.5377 -0.1239 0.2481 0.055 Uiso 1 1 calc R . .
C25B C 0.44829(19) 0.00304(14) 0.17884(14) 0.0495(4) Uani 1 1 d . . .
H25B H 0.4154 -0.0485 0.1451 0.059 Uiso 1 1 calc R . .
C26B C 0.42290(16) 0.12387(13) 0.16697(12) 0.0390(3) Uani 1 1 d . . .
H26B H 0.3720 0.1535 0.1262 0.047 Uiso 1 1 calc R . .
C31B C 0.56625(12) 0.55490(11) 0.14100(10) 0.0264(3) Uani 1 1 d . . .
H31A H 0.5784 0.5003 0.0838 0.032 Uiso 1 1 calc R . .
H31B H 0.4861 0.6058 0.1507 0.032 Uiso 1 1 calc R . .
O32B O 0.77767(10) 0.60522(11) 0.12668(10) 0.0547(3) Uani 1 1 d . . .
C32B C 0.67970(12) 0.62929(11) 0.10744(10) 0.0273(3) Uani 1 1 d . . .
O33B O 0.65849(9) 0.72789(8) 0.05426(8) 0.0317(2) Uani 1 1 d . . .
C33B C 0.76627(16) 0.80155(13) 0.01503(13) 0.0432(4) Uani 1 1 d . . .
H33A H 0.7947 0.8152 0.0737 0.065 Uiso 1 1 calc R . .
H33B H 0.7384 0.8762 -0.0124 0.065 Uiso 1 1 calc R . .
H33C H 0.8376 0.7623 -0.0424 0.065 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O1A C1A N2A 125.83(11) . . ?
O1A C1A C9A 129.00(11) . . ?
N2A C1A C9A 105.16(10) . . ?
C1A N2A N20A 123.86(10) . . ?
C1A N2A C3A 114.95(9) . . ?
N20A N2A C3A 120.98(9) . . ?
N2A C3A C4A 100.74(9) . . ?
N2A C3A C31A 110.50(10) . . ?
C4A C3A C31A 112.39(10) . . ?
N2A C3A H3A 110.9 . . ?
C4A C3A H3A 110.9 . . ?
C31A C3A H3A 110.9 . . ?
C5A C4A C9A 120.56(11) . . ?
C5A C4A C3A 129.74(11) . . ?
C9A C4A C3A 109.65(10) . . ?
C4A C5A C6A 117.93(12) . . ?
C4A C5A H5A 121.0 . . ?
C6A C5A H5A 121.0 . . ?
C5A C6A C7A 121.41(12) . . ?
C5A C6A H6A 119.3 . . ?
C7A C6A H6A 119.3 . . ?
C8A C7A C6A 120.72(11) . . ?
C8A C7A H7A 119.6 . . ?
C6A C7A H7A 119.6 . . ?
C7A C8A C9A 117.61(12) . . ?
C7A C8A H8A 121.2 . . ?
C9A C8A H8A 121.2 . . ?
C4A C9A C8A 121.73(11) . . ?
C4A C9A C1A 109.16(10) . . ?
C8A C9A C1A 129.10(11) . . ?
N2A N20A C21A 116.79(10) . . ?
N2A N20A H20A 111.2(10) . . ?
C21A N20A H20A 113.5(10) . . ?
C26A C21A C22A 119.72(12) . . ?
C26A C21A N20A 122.08(11) . . ?
C22A C21A N20A 118.04(11) . . ?
C23A C22A C21A 119.80(12) . . ?
C23A C22A H22A 120.1 . . ?
C21A C22A H22A 120.1 . . ?
C24A C23A C22A 120.73(13) . . ?
C24A C23A H23A 119.6 . . ?
C22A C23A H23A 119.6 . . ?
C23A C24A C25A 119.17(13) . . ?
C23A C24A H24A 120.4 . . ?
C25A C24A H24A 120.4 . . ?
C24A C25A C26A 120.96(13) . . ?
C24A C25A H25A 119.5 . . ?
C26A C25A H25A 119.5 . . ?
C25A C26A C21A 119.60(12) . . ?
C25A C26A H26A 120.2 . . ?
C21A C26A H26A 120.2 . . ?
C32A C31A C3A 112.41(11) . . ?
C32A C31A H31C 109.1 . . ?
C3A C31A H31C 109.1 . . ?
C32A C31A H31D 109.1 . . ?
C3A C31A H31D 109.1 . . ?
H31C C31A H31D 107.9 . . ?
O32A C32A O33A 123.92(12) . . ?
O32A C32A C31A 125.09(12) . . ?
O33A C32A C31A 110.99(11) . . ?
C32A O33A C33A 115.82(12) . . ?
O33A C33A H33D 109.5 . . ?
O33A C33A H33E 109.5 . . ?
H33D C33A H33E 109.5 . . ?
O33A C33A H33F 109.5 . . ?
H33D C33A H33F 109.5 . . ?
H33E C33A H33F 109.5 . . ?
O1B C1B N2B 124.89(12) . . ?
O1B C1B C9B 129.37(11) . . ?
N2B C1B C9B 105.75(10) . . ?
C1B N2B N20B 122.20(10) . . ?
C1B N2B C3B 114.34(10) . . ?
N20B N2B C3B 121.25(10) . . ?
N2B C3B C4B 100.92(9) . . ?
N2B C3B C31B 110.88(10) . . ?
C4B C3B C31B 112.67(10) . . ?
N2B C3B H3B 110.7 . . ?
C4B C3B H3B 110.7 . . ?
C31B C3B H3B 110.7 . . ?
C5B C4B C9B 120.23(11) . . ?
C5B C4B C3B 130.25(11) . . ?
C9B C4B C3B 109.48(11) . . ?
C4B C5B C6B 118.18(12) . . ?
C4B C5B H5B 120.9 . . ?
C6B C5B H5B 120.9 . . ?
C5B C6B C7B 121.24(13) . . ?
C5B C6B H6B 119.4 . . ?
C7B C6B H6B 119.4 . . ?
C8B C7B C6B 120.71(12) . . ?
C8B C7B H7B 119.6 . . ?
C6B C7B H7B 119.6 . . ?
C9B C8B C7B 117.72(12) . . ?
C9B C8B H8B 121.1 . . ?
C7B C8B H8B 121.1 . . ?
C8B C9B C4B 121.88(12) . . ?
C8B C9B C1B 128.95(11) . . ?
C4B C9B C1B 109.16(11) . . ?
N2B N20B C21B 117.32(10) . . ?
N2B N20B H20B 110.3(10) . . ?
C21B N20B H20B 114.8(10) . . ?
C22B C21B C26B 119.28(12) . . ?
C22B C21B N20B 122.20(12) . . ?
C26B C21B N20B 118.32(12) . . ?
C21B C22B C23B 119.76(13) . . ?
C21B C22B H22B 120.1 . . ?
C23B C22B H22B 120.1 . . ?
C24B C23B C22B 120.82(14) . . ?
C24B C23B H23B 119.6 . . ?
C22B C23B H23B 119.6 . . ?
C25B C24B C23B 119.23(14) . . ?
C25B C24B H24B 120.4 . . ?
C23B C24B H24B 120.4 . . ?
C24B C25B C26B 120.65(15) . . ?
C24B C25B H25B 119.7 . . ?
C26B C25B H25B 119.7 . . ?
C25B C26B C21B 120.27(14) . . ?
C25B C26B H26B 119.9 . . ?
C21B C26B H26B 119.9 . . ?
C32B C31B C3B 111.31(11) . . ?
C32B C31B H31A 109.4 . . ?
C3B C31B H31A 109.4 . . ?
C32B C31B H31B 109.4 . . ?
C3B C31B H31B 109.4 . . ?
H31A C31B H31B 108.0 . . ?
O32B C32B O33B 123.04(12) . . ?
O32B C32B C31B 125.12(12) . . ?
O33B C32B C31B 111.83(11) . . ?
C32B O33B C33B 114.91(11) . . ?
O33B C33B H33A 109.5 . . ?
O33B C33B H33B 109.5 . . ?
H33A C33B H33B 109.5 . . ?
O33B C33B H33C 109.5 . . ?
H33A C33B H33C 109.5 . . ?
H33B C33B H33C 109.5 . . ?
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
O1A C1A 1.2433(15) . ?
C1A N2A 1.3787(15) . ?
C1A C9A 1.5029(17) . ?
N2A N20A 1.4148(14) . ?
N2A C3A 1.4905(15) . ?
C3A C4A 1.5298(16) . ?
C3A C31A 1.5477(17) . ?
C3A H3A 1.0000 . ?
C4A C5A 1.4068(17) . ?
C4A C9A 1.4087(17) . ?
C5A C6A 1.4089(18) . ?
C5A H5A 0.9500 . ?
C6A C7A 1.4120(19) . ?
C6A H6A 0.9500 . ?
C7A C8A 1.4084(18) . ?
C7A H7A 0.9500 . ?
C8A C9A 1.4097(16) . ?
C8A H8A 0.9500 . ?
N20A C21A 1.4348(16) . ?
N20A H20A 0.913(16) . ?
C21A C26A 1.4079(18) . ?
C21A C22A 1.4151(17) . ?
C22A C23A 1.4054(19) . ?
C22A H22A 0.9500 . ?
C23A C24A 1.402(2) . ?
C23A H23A 0.9500 . ?
C24A C25A 1.404(2) . ?
C24A H24A 0.9500 . ?
C25A C26A 1.408(2) . ?
C25A H25A 0.9500 . ?
C26A H26A 0.9500 . ?
C31A C32A 1.5242(18) . ?
C31A H31C 0.9900 . ?
C31A H31D 0.9900 . ?
O32A C32A 1.2230(17) . ?
C32A O33A 1.3565(17) . ?
O33A C33A 1.4716(18) . ?
C33A H33D 0.9800 . ?
C33A H33E 0.9800 . ?
C33A H33F 0.9800 . ?
O1B C1B 1.2471(15) . ?
C1B N2B 1.3789(15) . ?
C1B C9B 1.4961(18) . ?
N2B N20B 1.4132(15) . ?
N2B C3B 1.4943(15) . ?
C3B C4B 1.5319(17) . ?
C3B C31B 1.5502(17) . ?
C3B H3B 1.0000 . ?
C4B C5B 1.4063(18) . ?
C4B C9B 1.4118(17) . ?
C5B C6B 1.4081(19) . ?
C5B H5B 0.9500 . ?
C6B C7B 1.413(2) . ?
C6B H6B 0.9500 . ?
C7B C8B 1.407(2) . ?
C7B H7B 0.9500 . ?
C8B C9B 1.4050(18) . ?
C8B H8B 0.9500 . ?
N20B C21B 1.4321(16) . ?
N20B H20B 0.885(16) . ?
C21B C22B 1.4045(19) . ?
C21B C26B 1.4086(19) . ?
C22B C23B 1.4134(19) . ?
C22B H22B 0.9500 . ?
C23B C24B 1.397(2) . ?
C23B H23B 0.9500 . ?
C24B C25B 1.397(3) . ?
C24B H24B 0.9500 . ?
C25B C26B 1.404(2) . ?
C25B H25B 0.9500 . ?
C26B H26B 0.9500 . ?
C31B C32B 1.5242(18) . ?
C31B H31A 0.9900 . ?
C31B H31B 0.9900 . ?
O32B C32B 1.2167(17) . ?
C32B O33B 1.3485(15) . ?
O33B C33B 1.4688(16) . ?
C33B H33A 0.9800 . ?
C33B H33B 0.9800 . ?
C33B H33C 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
O1A C1A N2A N20A 3.2(2) . . . . ?
C9A C1A N2A N20A -176.87(10) . . . . ?
O1A C1A N2A C3A 177.96(12) . . . . ?
C9A C1A N2A C3A -2.09(14) . . . . ?
C1A N2A C3A C4A 4.87(13) . . . . ?
N20A N2A C3A C4A 179.81(10) . . . . ?
C1A N2A C3A C31A -114.14(11) . . . . ?
N20A N2A C3A C31A 60.80(14) . . . . ?
N2A C3A C4A C5A 177.06(12) . . . . ?
C31A C3A C4A C5A -65.31(17) . . . . ?
N2A C3A C4A C9A -5.86(13) . . . . ?
C31A C3A C4A C9A 111.76(11) . . . . ?
C9A C4A C5A C6A -1.49(18) . . . . ?
C3A C4A C5A C6A 175.31(12) . . . . ?
C4A C5A C6A C7A -0.1(2) . . . . ?
C5A C6A C7A C8A 1.2(2) . . . . ?
C6A C7A C8A C9A -0.55(19) . . . . ?
C5A C4A C9A C8A 2.13(19) . . . . ?
C3A C4A C9A C8A -175.25(11) . . . . ?
C5A C4A C9A C1A -177.52(11) . . . . ?
C3A C4A C9A C1A 5.09(14) . . . . ?
C7A C8A C9A C4A -1.07(19) . . . . ?
C7A C8A C9A C1A 178.51(12) . . . . ?
O1A C1A C9A C4A 177.98(13) . . . . ?
N2A C1A C9A C4A -1.97(13) . . . . ?
O1A C1A C9A C8A -1.6(2) . . . . ?
N2A C1A C9A C8A 178.41(12) . . . . ?
C1A N2A N20A C21A -80.69(15) . . . . ?
C3A N2A N20A C21A 104.84(13) . . . . ?
N2A N20A C21A C26A -26.86(16) . . . . ?
N2A N20A C21A C22A 157.67(11) . . . . ?
C26A C21A C22A C23A -1.10(19) . . . . ?
N20A C21A C22A C23A 174.49(12) . . . . ?
C21A C22A C23A C24A -0.3(2) . . . . ?
C22A C23A C24A C25A 1.2(2) . . . . ?
C23A C24A C25A C26A -0.8(2) . . . . ?
C24A C25A C26A C21A -0.6(2) . . . . ?
C22A C21A C26A C25A 1.51(19) . . . . ?
N20A C21A C26A C25A -173.89(12) . . . . ?
N2A C3A C31A C32A -174.23(10) . . . . ?
C4A C3A C31A C32A 74.10(13) . . . . ?
C3A C31A C32A O32A 28.69(17) . . . . ?
C3A C31A C32A O33A -151.53(10) . . . . ?
O32A C32A O33A C33A 7.17(19) . . . . ?
C31A C32A O33A C33A -172.62(11) . . . . ?
O1B C1B N2B N20B 11.41(19) . . . . ?
C9B C1B N2B N20B -167.93(10) . . . . ?
O1B C1B N2B C3B 174.68(11) . . . . ?
C9B C1B N2B C3B -4.66(14) . . . . ?
C1B N2B C3B C4B 6.14(13) . . . . ?
N20B N2B C3B C4B 169.58(11) . . . . ?
C1B N2B C3B C31B -113.44(12) . . . . ?
N20B N2B C3B C31B 50.00(15) . . . . ?
N2B C3B C4B C5B 176.97(12) . . . . ?
C31B C3B C4B C5B -64.74(17) . . . . ?
N2B C3B C4B C9B -5.21(13) . . . . ?
C31B C3B C4B C9B 113.08(12) . . . . ?
C9B C4B C5B C6B -2.10(18) . . . . ?
C3B C4B C5B C6B 175.53(12) . . . . ?
C4B C5B C6B C7B 0.5(2) . . . . ?
C5B C6B C7B C8B 1.2(2) . . . . ?
C6B C7B C8B C9B -1.3(2) . . . . ?
C7B C8B C9B C4B -0.34(19) . . . . ?
C7B C8B C9B C1B -179.01(12) . . . . ?
C5B C4B C9B C8B 2.07(19) . . . . ?
C3B C4B C9B C8B -176.01(11) . . . . ?
C5B C4B C9B C1B -179.02(11) . . . . ?
C3B C4B C9B C1B 2.90(14) . . . . ?
O1B C1B C9B C8B 0.4(2) . . . . ?
N2B C1B C9B C8B 179.74(12) . . . . ?
O1B C1B C9B C4B -178.36(12) . . . . ?
N2B C1B C9B C4B 0.94(13) . . . . ?
C1B N2B N20B C21B -80.89(15) . . . . ?
C3B N2B N20B C21B 116.97(12) . . . . ?
N2B N20B C21B C22B -31.14(17) . . . . ?
N2B N20B C21B C26B 154.04(12) . . . . ?
C26B C21B C22B C23B -0.14(19) . . . . ?
N20B C21B C22B C23B -174.90(12) . . . . ?
C21B C22B C23B C24B 0.4(2) . . . . ?
C22B C23B C24B C25B -0.1(2) . . . . ?
C23B C24B C25B C26B -0.6(3) . . . . ?
C24B C25B C26B C21B 0.9(3) . . . . ?
C22B C21B C26B C25B -0.5(2) . . . . ?
N20B C21B C26B C25B 174.44(14) . . . . ?
N2B C3B C31B C32B -172.27(10) . . . . ?
C4B C3B C31B C32B 75.46(13) . . . . ?
C3B C31B C32B O32B 30.10(19) . . . . ?
C3B C31B C32B O33B -148.94(11) . . . . ?
O32B C32B O33B C33B 3.6(2) . . . . ?
C31B C32B O33B C33B -177.32(12) . . . . ?
