#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/91/2229106.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2229106
loop_
_publ_author_name
'Loh, Wan-Sin'
'Fun, Hoong-Kun'
'Ragavan, R. Venkat'
'Vijayakumar, V.'
'Venkatesh, M.'
_publ_section_title
;
 5-Ethyl-4-phenyl-1H-pyrazol-3(2H)-one
;
_journal_coeditor_code           IS2655
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o403
_journal_page_last               o404
_journal_paper_doi               10.1107/S1600536811001589
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C11 H12 N2 O'
_chemical_formula_moiety         'C11 H12 N2 O'
_chemical_formula_sum            'C11 H12 N2 O'
_chemical_formula_weight         188.23
_chemical_name_systematic
;
5-Ethyl-4-phenyl-1H-pyrazol-3(2H)-one
;
_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                 114.539(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.0898(3)
_cell_length_b                   13.2171(4)
_cell_length_c                   15.0265(5)
_cell_measurement_reflns_used    4628
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      30.04
_cell_measurement_theta_min      2.48
_cell_volume                     2003.58(11)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.00(10)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type
;
Bruker SMART APEXII CCD area-detector
;
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_av_sigmaI/netI    0.0683
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22130
_diffrn_reflns_theta_full        30.09
_diffrn_reflns_theta_max         30.09
_diffrn_reflns_theta_min         2.14
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.9891
_exptl_absorpt_correction_T_min  0.9527
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.301
_refine_ls_extinction_coef       0.0163(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXTL (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         5845
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.1053
_refine_ls_R_factor_gt           0.0645
_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)+(0.0659P)²+0.5295P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1464
_refine_ls_wR_factor_ref         0.1662
_reflns_number_gt                3654
_reflns_number_total             5845
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            is2655.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2229106
_cod_database_fobs_code          2229106
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1A 0.59450(13) 0.07629(9) 0.94578(11) 0.0314(3) Uani d . 1 . .
N N1A 0.29084(17) 0.16378(11) 0.92423(13) 0.0288(4) Uani d . 1 . .
N N2A 0.38633(15) 0.09048(11) 0.94491(12) 0.0271(4) Uani d . 1 . .
C C1A 0.32664(18) 0.24453(13) 0.88567(14) 0.0246(4) Uani d . 1 . .
C C2A 0.48806(18) 0.12736(13) 0.92718(14) 0.0244(4) Uani d . 1 . .
C C3A 0.44982(17) 0.22608(12) 0.88657(14) 0.0239(4) Uani d . 1 . .
C C4A 0.53044(18) 0.29233(13) 0.85342(16) 0.0298(4) Uani d . 1 . .
C C5A 0.6668(2) 0.30005(15) 0.90864(18) 0.0396(5) Uani d . 1 . .
H H5AA 0.7066 0.2645 0.9671 0.047 Uiso calc R 1 . .
C C6A 0.7438(2) 0.36080(18) 0.8767(3) 0.0602(8) Uani d . 1 . .
H H6AA 0.8348 0.3652 0.9137 0.072 Uiso calc R 1 . .
C C7A 0.6861(3) 0.41400(18) 0.7910(3) 0.0685(10) Uani d . 1 . .
H H7AA 0.7379 0.4549 0.7704 0.082 Uiso calc R 1 . .
C C8A 0.5513(3) 0.40705(19) 0.7351(2) 0.0604(8) Uani d . 1 . .
H H8AA 0.5124 0.4430 0.6768 0.072 Uiso calc R 1 . .
C C9A 0.4736(2) 0.34624(16) 0.76586(18) 0.0401(5) Uani d . 1 . .
H H9AA 0.3829 0.3415 0.7278 0.048 Uiso calc R 1 . .
C C10A 0.23852(19) 0.33569(14) 0.85216(16) 0.0306(4) Uani d . 1 . .
H H10C 0.1769 0.3258 0.7845 0.037 Uiso calc R 1 . .
H H10D 0.2927 0.3942 0.8546 0.037 Uiso calc R 1 . .
C C11A 0.1600(2) 0.35798(17) 0.91215(19) 0.0450(6) Uani d . 1 . .
H H11D 0.1092 0.4187 0.8884 0.068 Uiso calc R 1 . .
H H11E 0.2199 0.3668 0.9795 0.068 Uiso calc R 1 . .
H H11F 0.1013 0.3025 0.9064 0.068 Uiso calc R 1 . .
O O1B 1.07863(12) 0.06616(9) 0.92558(9) 0.0254(3) Uani d . 1 . .
N N1B 0.73764(15) 0.06391(11) 0.83821(12) 0.0275(4) Uani d . 1 . .
N N2B 0.86312(14) 0.04445(11) 0.90754(12) 0.0228(3) Uani d . 1 . .
C C1B 0.74826(19) 0.11417(14) 0.76342(15) 0.0303(4) Uani d . 1 A .
C C2B 0.95360(17) 0.07674(12) 0.87492(13) 0.0215(4) Uani d . 1 . .
C C3B 0.88097(18) 0.12138(13) 0.78120(14) 0.0251(4) Uani d . 1 . .
C C4B 0.9388(2) 0.16679(13) 0.71837(14) 0.0291(4) Uani d . 1 . .
C C5B 1.0386(2) 0.11721(15) 0.70194(16) 0.0361(5) Uani d . 1 . .
H H5BA 1.0694 0.0549 0.7315 0.043 Uiso calc R 1 . .
C C6B 1.0928(3) 0.15955(16) 0.64204(18) 0.0505(7) Uani d . 1 . .
H H6BA 1.1588 0.1253 0.6312 0.061 Uiso calc R 1 . .
C C7B 1.0483(3) 0.25308(17) 0.59830(17) 0.0541(7) Uani d . 1 . .
H H7BA 1.0840 0.2814 0.5579 0.065 Uiso calc R 1 . .
C C8B 0.9506(3) 0.30381(16) 0.61513(16) 0.0459(6) Uani d . 1 . .
H H8BA 0.9209 0.3665 0.5862 0.055 Uiso calc R 1 . .
C C9B 0.8973(2) 0.26163(15) 0.67475(15) 0.0360(5) Uani d . 1 . .
H H9BA 0.8326 0.2969 0.6862 0.043 Uiso calc R 1 . .
C C10B 0.6280(2) 0.14952(18) 0.67717(18) 0.0499(6) Uani d D 1 . .
H H10A 0.5568 0.1581 0.6980 0.060 Uiso calc PR 0.508(5) A 1
H H10B 0.6473 0.2157 0.6583 0.060 Uiso calc PR 0.508(5) A 1
H H10E 0.6172 0.2209 0.6868 0.060 Uiso calc PR 0.492(5) A 2
H H10F 0.6477 0.1442 0.6202 0.060 Uiso calc PR 0.492(5) A 2
C C11B 0.5811(4) 0.0874(3) 0.5935(3) 0.0427(13) Uani d PD 0.508(5) A 1
H H11A 0.5027 0.1168 0.5442 0.064 Uiso calc PR 0.508(5) A 1
H H11B 0.5608 0.0215 0.6104 0.064 Uiso calc PR 0.508(5) A 1
H H11C 0.6481 0.0816 0.5689 0.064 Uiso calc PR 0.508(5) A 1
C C11C 0.5046(3) 0.1031(3) 0.6533(4) 0.0395(13) Uani d PD 0.492(5) A 2
H H11G 0.4387 0.1358 0.5970 0.059 Uiso calc PR 0.492(5) A 2
H H11H 0.4805 0.1090 0.7075 0.059 Uiso calc PR 0.492(5) A 2
H H11I 0.5101 0.0329 0.6390 0.059 Uiso calc PR 0.492(5) A 2
H H1NB 0.669(2) 0.0719(16) 0.8648(17) 0.043(6) Uiso d . 1 . .
H H2NB 0.881(2) 0.0033(18) 0.9694(18) 0.053(7) Uiso d . 1 . .
H H2NA 0.384(2) 0.029(2) 0.9802(19) 0.060(8) Uiso d . 1 . .
H H1NA 0.204(3) 0.1404(18) 0.9184(19) 0.052(7) Uiso d . 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1A N1A N2A . . 108.56(15) ?
C1A N1A H1NA . . 131.6(14) ?
N2A N1A H1NA . . 115.8(14) ?
C2A N2A N1A . . 109.22(15) ?
C2A N2A H2NA . . 128.0(15) ?
N1A N2A H2NA . . 121.5(15) ?
N1A C1A C3A . . 108.78(15) ?
N1A C1A C10A . . 120.80(16) ?
C3A C1A C10A . . 130.40(16) ?
O1A C2A N2A . . 122.23(16) ?
O1A C2A C3A . . 130.95(17) ?
N2A C2A C3A . . 106.82(15) ?
C1A C3A C2A . . 106.39(15) ?
C1A C3A C4A . . 128.76(15) ?
C2A C3A C4A . . 124.86(16) ?
C5A C4A C9A . . 118.53(19) ?
C5A C4A C3A . . 120.08(18) ?
C9A C4A C3A . . 121.37(17) ?
C4A C5A C6A . . 120.4(2) ?
C4A C5A H5AA . . 119.8 ?
C6A C5A H5AA . . 119.8 ?
C7A C6A C5A . . 120.3(2) ?
C7A C6A H6AA . . 119.8 ?
C5A C6A H6AA . . 119.8 ?
C6A C7A C8A . . 120.2(2) ?
C6A C7A H7AA . . 119.9 ?
C8A C7A H7AA . . 119.9 ?
C7A C8A C9A . . 120.0(2) ?
C7A C8A H8AA . . 120.0 ?
C9A C8A H8AA . . 120.0 ?
C8A C9A C4A . . 120.6(2) ?
C8A C9A H9AA . . 119.7 ?
C4A C9A H9AA . . 119.7 ?
C1A C10A C11A . . 114.22(16) ?
C1A C10A H10C . . 108.7 ?
C11A C10A H10C . . 108.7 ?
C1A C10A H10D . . 108.7 ?
C11A C10A H10D . . 108.7 ?
H10C C10A H10D . . 107.6 ?
C10A C11A H11D . . 109.5 ?
C10A C11A H11E . . 109.5 ?
H11D C11A H11E . . 109.5 ?
C10A C11A H11F . . 109.5 ?
H11D C11A H11F . . 109.5 ?
H11E C11A H11F . . 109.5 ?
C1B N1B N2B . . 108.18(15) ?
C1B N1B H1NB . . 128.5(13) ?
N2B N1B H1NB . . 114.6(14) ?
C2B N2B N1B . . 109.63(15) ?
C2B N2B H2NB . . 126.9(14) ?
N1B N2B H2NB . . 123.0(14) ?
N1B C1B C3B . . 109.01(16) ?
N1B C1B C10B . . 121.27(19) ?
C3B C1B C10B . . 129.69(19) ?
O1B C2B N2B . . 122.08(16) ?
O1B C2B C3B . . 131.19(16) ?
N2B C2B C3B . . 106.72(16) ?
C1B C3B C2B . . 106.31(16) ?
C1B C3B C4B . . 127.96(17) ?
C2B C3B C4B . . 125.72(17) ?
C5B C4B C9B . . 117.91(18) ?
C5B C4B C3B . . 120.77(16) ?
C9B C4B C3B . . 121.31(18) ?
C6B C5B C4B . . 120.9(2) ?
C6B C5B H5BA . . 119.5 ?
C4B C5B H5BA . . 119.5 ?
C5B C6B C7B . . 120.0(2) ?
C5B C6B H6BA . . 120.0 ?
C7B C6B H6BA . . 120.0 ?
C8B C7B C6B . . 119.7(2) ?
C8B C7B H7BA . . 120.1 ?
C6B C7B H7BA . . 120.1 ?
C9B C8B C7B . . 120.1(2) ?
C9B C8B H8BA . . 119.9 ?
C7B C8B H8BA . . 119.9 ?
C8B C9B C4B . . 121.3(2) ?
C8B C9B H9BA . . 119.3 ?
C4B C9B H9BA . . 119.3 ?
C11C C10B C1B . . 120.6(3) ?
C11B C10B C1B . . 117.2(2) ?
C11B C10B H10A . . 108.0 ?
C1B C10B H10A . . 108.0 ?
C11B C10B H10B . . 108.0 ?
C1B C10B H10B . . 108.0 ?
H10A C10B H10B . . 107.2 ?
C11C C10B H10E . . 107.2 ?
C1B C10B H10E . . 107.2 ?
C11C C10B H10F . . 107.2 ?
C1B C10B H10F . . 107.2 ?
H10E C10B H10F . . 106.8 ?
C10B C11B H11A . . 109.5 ?
C10B C11B H11B . . 109.5 ?
C10B C11B H11C . . 109.5 ?
C10B C11C H11G . . 109.5 ?
C10B C11C H11H . . 109.5 ?
H11G C11C H11H . . 109.5 ?
C10B C11C H11I . . 109.5 ?
H11G C11C H11I . . 109.5 ?
H11H C11C H11I . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1A C2A . 1.286(2) ?
N1A C1A . 1.350(2) ?
N1A N2A . 1.372(2) ?
N1A H1NA . 0.98(2) ?
N2A C2A . 1.353(2) ?
N2A H2NA . 0.98(3) ?
C1A C3A . 1.382(2) ?
C1A C10A . 1.500(2) ?
C2A C3A . 1.428(2) ?
C3A C4A . 1.478(2) ?
C4A C5A . 1.394(3) ?
C4A C9A . 1.396(3) ?
C5A C6A . 1.395(3) ?
C5A H5AA . 0.9300 ?
C6A C7A . 1.371(4) ?
C6A H6AA . 0.9300 ?
C7A C8A . 1.381(4) ?
C7A H7AA . 0.9300 ?
C8A C9A . 1.391(3) ?
C8A H8AA . 0.9300 ?
C9A H9AA . 0.9300 ?
C10A C11A . 1.520(3) ?
C10A H10C . 0.9700 ?
C10A H10D . 0.9700 ?
C11A H11D . 0.9600 ?
C11A H11E . 0.9600 ?
C11A H11F . 0.9600 ?
O1B C2B . 1.283(2) ?
N1B C1B . 1.352(2) ?
N1B N2B . 1.372(2) ?
N1B H1NB . 1.00(2) ?
N2B C2B . 1.356(2) ?
N2B H2NB . 1.02(3) ?
C1B C3B . 1.386(3) ?
C1B C10B . 1.497(3) ?
C2B C3B . 1.427(2) ?
C3B C4B . 1.471(3) ?
C4B C5B . 1.394(3) ?
C4B C9B . 1.401(3) ?
C5B C6B . 1.391(3) ?
C5B H5BA . 0.9300 ?
C6B C7B . 1.391(3) ?
C6B H6BA . 0.9300 ?
C7B C8B . 1.383(4) ?
C7B H7BA . 0.9300 ?
C8B C9B . 1.379(3) ?
C8B H8BA . 0.9300 ?
C9B H9BA . 0.9300 ?
C10B C11C . 1.403(3) ?
C10B C11B . 1.408(3) ?
C10B H10A . 0.9700 ?
C10B H10B . 0.9700 ?
C10B H10E . 0.9700 ?
C10B H10F . 0.9700 ?
C11B H11A . 0.9600 ?
C11B H11B . 0.9600 ?
C11B H11C . 0.9600 ?
C11C H11G . 0.9600 ?
C11C H11H . 0.9600 ?
C11C H11I . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1B H1NB O1A . 1.00(2) 1.73(2) 2.700(2) 161(2) yes
N2B H2NB O1B 3_757 1.02(2) 1.72(2) 2.738(2) 176(2) yes
N2A H2NA O1A 3_657 0.98(3) 1.74(3) 2.704(2) 171(2) yes
N1A H1NA O1B 1_455 0.98(3) 1.74(3) 2.691(2) 162(2) yes
C8A H8AA O1A 2_656 0.93 2.47 3.370(3) 163 yes
C10A H10C Cg1 1_455 0.97 2.61 3.464(2) 147 yes
C10B H10E Cg2 1_555 0.97 2.71 3.524(3) 142 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1A N1A N2A C2A . . . . 5.0(2) ?
N2A N1A C1A C3A . . . . -3.5(2) ?
N2A N1A C1A C10A . . . . 177.71(17) ?
N1A N2A C2A O1A . . . . 175.93(17) ?
N1A N2A C2A C3A . . . . -4.4(2) ?
N1A C1A C3A C2A . . . . 0.8(2) ?
C10A C1A C3A C2A . . . . 179.43(19) ?
N1A C1A C3A C4A . . . . -179.05(19) ?
C10A C1A C3A C4A . . . . -0.4(3) ?
O1A C2A C3A C1A . . . . -178.1(2) ?
N2A C2A C3A C1A . . . . 2.2(2) ?
O1A C2A C3A C4A . . . . 1.7(3) ?
N2A C2A C3A C4A . . . . -177.92(18) ?
C1A C3A C4A C5A . . . . 138.1(2) ?
C2A C3A C4A C5A . . . . -41.7(3) ?
C1A C3A C4A C9A . . . . -43.5(3) ?
C2A C3A C4A C9A . . . . 136.7(2) ?
C9A C4A C5A C6A . . . . 0.2(3) ?
C3A C4A C5A C6A . . . . 178.6(2) ?
C4A C5A C6A C7A . . . . 0.4(4) ?
C5A C6A C7A C8A . . . . -0.6(4) ?
C6A C7A C8A C9A . . . . 0.2(4) ?
C7A C8A C9A C4A . . . . 0.4(4) ?
C5A C4A C9A C8A . . . . -0.6(3) ?
C3A C4A C9A C8A . . . . -179.0(2) ?
N1A C1A C10A C11A . . . . 33.3(3) ?
C3A C1A C10A C11A . . . . -145.2(2) ?
C1B N1B N2B C2B . . . . -3.53(19) ?
N2B N1B C1B C3B . . . . 4.0(2) ?
N2B N1B C1B C10B . . . . -177.96(18) ?
N1B N2B C2B O1B . . . . -179.06(15) ?
N1B N2B C2B C3B . . . . 1.65(18) ?
N1B C1B C3B C2B . . . . -2.9(2) ?
C10B C1B C3B C2B . . . . 179.2(2) ?
N1B C1B C3B C4B . . . . 177.89(17) ?
C10B C1B C3B C4B . . . . 0.1(3) ?
O1B C2B C3B C1B . . . . -178.43(18) ?
N2B C2B C3B C1B . . . . 0.77(19) ?
O1B C2B C3B C4B . . . . 0.8(3) ?
N2B C2B C3B C4B . . . . 179.96(16) ?
C1B C3B C4B C5B . . . . -134.8(2) ?
C2B C3B C4B C5B . . . . 46.2(3) ?
C1B C3B C4B C9B . . . . 46.4(3) ?
C2B C3B C4B C9B . . . . -132.6(2) ?
C9B C4B C5B C6B . . . . -1.6(3) ?
C3B C4B C5B C6B . . . . 179.5(2) ?
C4B C5B C6B C7B . . . . 0.6(4) ?
C5B C6B C7B C8B . . . . 0.4(4) ?
C6B C7B C8B C9B . . . . -0.2(4) ?
C7B C8B C9B C4B . . . . -0.8(3) ?
C5B C4B C9B C8B . . . . 1.8(3) ?
C3B C4B C9B C8B . . . . -179.4(2) ?
N1B C1B C10B C11C . . . . -22.8(4) ?
C3B C1B C10B C11C . . . . 154.8(3) ?
N1B C1B C10B C11B . . . . -96.9(3) ?
C3B C1B C10B C11B . . . . 80.7(3) ?
