#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/09/2220947.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_2220947
loop_
_publ_author_name
'Sheikh, Tasneem Ullah'
'Khan, Misbahul Ain'
'Arshad, Muhammad Nadeem'
'Khan, Islam Ullah'
'Stoeckli-Evans, Helen'
_publ_section_title
;
 1-(5-Hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)ethanone: a new
 monoclinic polymorph
;
_journal_coeditor_code           WN2305
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o330
_journal_paper_doi               10.1107/S1600536809001470
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C12 H12 N2 O2'
_chemical_formula_moiety         'C12 H12 N2 O2'
_chemical_formula_sum            'C12 H12 N2 O2'
_chemical_formula_weight         216.24
_chemical_name_systematic
;
1-(5-Hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)ethanone
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 110.100(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.8735(7)
_cell_length_b                   9.2037(4)
_cell_length_c                   18.3702(8)
_cell_measurement_reflns_used    4106
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.37
_cell_measurement_theta_min      2.26
_cell_volume                     2202.78(18)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'APEX2 (Bruker, 2002)'
_computing_data_reduction        'SAINT (Bruker, 2002)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_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  0.0474
_diffrn_reflns_av_sigmaI/netI    0.0499
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            24519
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.62
_diffrn_reflns_theta_min         2.36
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.141
_refine_ls_extinction_coef       0.0059(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         5500
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.974
_refine_ls_R_factor_all          0.1269
_refine_ls_R_factor_gt           0.0508
_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)+(0.0571P)²+0.4951P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1186
_refine_ls_wR_factor_ref         0.1493
_reflns_number_gt                2656
_reflns_number_total             5500
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wn2305.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2220947
_cod_database_fobs_code          2220947
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,1/2+y,1/2-z
3 -x,-y,-z
4 1/2+x,1/2-y,1/2+z
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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
O O1 0.66613(12) 0.62373(18) -0.03281(8) 0.0712(6) Uani . . 1.000
O O2 0.53649(13) 0.8021(2) -0.11913(9) 0.0837(7) Uani . . 1.000
N N1 0.62925(12) 0.57325(17) 0.08026(8) 0.0485(5) Uani . . 1.000
N N2 0.55538(12) 0.61513(18) 0.11211(9) 0.0540(6) Uani . . 1.000
C C3 0.49372(15) 0.7059(2) 0.06310(11) 0.0526(6) Uani . . 1.000
C C4 0.52380(15) 0.7271(2) -0.00295(10) 0.0512(7) Uani . . 1.000
C C5 0.61166(15) 0.6395(2) 0.01114(10) 0.0514(7) Uani . . 1.000
C C6 0.70789(14) 0.4754(2) 0.12184(10) 0.0480(6) Uani . . 1.000
C C7 0.77805(16) 0.4233(3) 0.09027(12) 0.0651(8) Uani . . 1.000
C C8 0.85362(18) 0.3279(3) 0.13225(13) 0.0744(9) Uani . . 1.000
C C9 0.85957(17) 0.2840(3) 0.20516(12) 0.0668(8) Uani . . 1.000
C C10 0.78986(16) 0.3365(2) 0.23610(11) 0.0617(7) Uani . . 1.000
C C11 0.71414(15) 0.4321(2) 0.19540(10) 0.0547(7) Uani . . 1.000
C C12 0.48768(17) 0.8096(2) -0.07168(12) 0.0612(7) Uani . . 1.000
C C13 0.39531(18) 0.9041(3) -0.09255(13) 0.0753(9) Uani . . 1.000
C C14 0.40749(17) 0.7731(3) 0.08202(13) 0.0771(9) Uani . . 1.000
O O21 0.23044(14) 0.0334(2) 0.01074(9) 0.0987(8) Uani . . 1.000
O O22 0.18315(17) 0.1293(3) -0.12625(11) 0.1230(10) Uani . . 1.000
N N21 0.11930(13) 0.1209(2) 0.07053(9) 0.0632(7) Uani . . 1.000
N N22 0.03141(16) 0.2078(3) 0.04976(11) 0.0871(9) Uani . . 1.000
C C23 0.01369(18) 0.2479(3) -0.02204(13) 0.0760(9) Uani . . 1.000
C C24 0.08731(16) 0.1905(2) -0.05120(11) 0.0617(8) Uani . . 1.000
C C25 0.15261(17) 0.1086(2) 0.01064(12) 0.0622(8) Uani . . 1.000
C C26 0.15670(17) 0.0590(2) 0.14600(11) 0.0591(7) Uani . . 1.000
C C27 0.2554(2) 0.0047(3) 0.17540(14) 0.0830(10) Uani . . 1.000
C C28 0.2890(2) -0.0560(3) 0.24905(15) 0.0940(11) Uani . . 1.000
C C29 0.2273(2) -0.0600(3) 0.29305(14) 0.0882(10) Uani . . 1.000
C C30 0.1312(2) -0.0014(3) 0.26406(14) 0.0818(10) Uani . . 1.000
C C31 0.09504(19) 0.0573(3) 0.19051(12) 0.0706(8) Uani . . 1.000
C C32 0.1070(2) 0.2010(3) -0.12067(13) 0.0786(10) Uani . . 1.000
C C33 0.0467(2) 0.2899(3) -0.18792(13) 0.0988(11) Uani . . 1.000
C C34 -0.0776(2) 0.3424(4) -0.06259(17) 0.1267(14) Uani . . 1.000
H H1O 0.64280 0.67500 -0.07140 0.1070 Uiso calc R 1.000
H H7 0.77450 0.45230 0.04090 0.0780 Uiso calc R 1.000
H H8 0.90090 0.29290 0.11090 0.0890 Uiso calc R 1.000
H H9 0.91040 0.21950 0.23310 0.0800 Uiso calc R 1.000
H H10 0.79360 0.30710 0.28550 0.0740 Uiso calc R 1.000
H H11 0.66750 0.46730 0.21730 0.0660 Uiso calc R 1.000
H H13A 0.38720 0.95360 -0.14030 0.1130 Uiso calc R 1.000
H H13B 0.40330 0.97420 -0.05220 0.1130 Uiso calc R 1.000
H H13C 0.33570 0.84560 -0.09860 0.1130 Uiso calc R 1.000
H H14A 0.34390 0.75280 0.04120 0.1160 Uiso calc R 1.000
H H14B 0.41750 0.87630 0.08720 0.1160 Uiso calc R 1.000
H H14C 0.40560 0.73360 0.12990 0.1160 Uiso calc R 1.000
H H21O 0.23880 0.04250 -0.03110 0.1480 Uiso calc R 1.000
H H27 0.29860 0.00880 0.14640 0.1000 Uiso calc R 1.000
H H28 0.35480 -0.09470 0.26880 0.1130 Uiso calc R 1.000
H H29 0.25040 -0.10200 0.34210 0.1060 Uiso calc R 1.000
H H30 0.08950 -0.00120 0.29430 0.0980 Uiso calc R 1.000
H H31 0.02910 0.09560 0.17120 0.0850 Uiso calc R 1.000
H H33A 0.06630 0.26630 -0.23180 0.1480 Uiso calc R 1.000
H H33B 0.05960 0.39110 -0.17560 0.1480 Uiso calc R 1.000
H H33C -0.02510 0.27020 -0.20000 0.1480 Uiso calc R 1.000
H H34A -0.11410 0.36330 -0.02790 0.1910 Uiso calc R 1.000
H H34B -0.12220 0.29250 -0.10740 0.1910 Uiso calc R 1.000
H H34C -0.05460 0.43150 -0.07830 0.1910 Uiso calc R 1.000
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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 O1 H1O . . . 110.00 no
C25 O21 H21O . . . 110.00 no
N2 N1 C5 . . . 110.30(16) no
C5 N1 C6 . . . 130.45(17) no
N2 N1 C6 . . . 119.25(14) no
N1 N2 C3 . . . 106.75(15) no
C25 N21 C26 . . . 130.94(19) no
N22 N21 C26 . . . 119.17(17) no
N22 N21 C25 . . . 109.87(17) no
N21 N22 C23 . . . 106.3(2) no
C4 C3 C14 . . . 129.42(18) no
N2 C3 C14 . . . 119.48(18) no
N2 C3 C4 . . . 111.08(18) no
C3 C4 C5 . . . 104.66(16) no
C3 C4 C12 . . . 135.9(2) no
C5 C4 C12 . . . 119.44(19) no
N1 C5 C4 . . . 107.21(17) no
O1 C5 C4 . . . 127.25(17) no
O1 C5 N1 . . . 125.54(18) no
N1 C6 C11 . . . 119.18(17) no
C7 C6 C11 . . . 119.64(19) no
N1 C6 C7 . . . 121.18(17) no
C6 C7 C8 . . . 119.7(2) no
C7 C8 C9 . . . 120.7(2) no
C8 C9 C10 . . . 119.2(2) no
C9 C10 C11 . . . 121.10(19) no
C6 C11 C10 . . . 119.65(19) no
O2 C12 C13 . . . 117.93(19) no
O2 C12 C4 . . . 118.3(2) no
C4 C12 C13 . . . 123.8(2) no
C8 C7 H7 . . . 120.00 no
C6 C7 H7 . . . 120.00 no
C9 C8 H8 . . . 120.00 no
C7 C8 H8 . . . 120.00 no
C10 C9 H9 . . . 120.00 no
C8 C9 H9 . . . 120.00 no
C9 C10 H10 . . . 119.00 no
C11 C10 H10 . . . 119.00 no
C10 C11 H11 . . . 120.00 no
C6 C11 H11 . . . 120.00 no
C12 C13 H13B . . . 109.00 no
C12 C13 H13C . . . 109.00 no
H13A C13 H13C . . . 110.00 no
C12 C13 H13A . . . 109.00 no
H13A C13 H13B . . . 109.00 no
H13B C13 H13C . . . 109.00 no
H14B C14 H14C . . . 109.00 no
H14A C14 H14B . . . 109.00 no
H14A C14 H14C . . . 110.00 no
C3 C14 H14B . . . 109.00 no
C3 C14 H14C . . . 109.00 no
C3 C14 H14A . . . 109.00 no
N22 C23 C24 . . . 111.6(2) no
N22 C23 C34 . . . 119.8(2) no
C24 C23 C34 . . . 128.7(2) no
C23 C24 C25 . . . 104.13(19) no
C23 C24 C32 . . . 135.7(2) no
C25 C24 C32 . . . 120.1(2) no
O21 C25 C24 . . . 126.9(2) no
N21 C25 C24 . . . 108.1(2) no
O21 C25 N21 . . . 125.02(19) no
N21 C26 C27 . . . 120.5(2) no
C27 C26 C31 . . . 120.0(2) no
N21 C26 C31 . . . 119.5(2) no
C26 C27 C28 . . . 118.9(2) no
C27 C28 C29 . . . 121.3(3) no
C28 C29 C30 . . . 119.0(2) no
C29 C30 C31 . . . 121.0(3) no
C26 C31 C30 . . . 119.8(2) no
O22 C32 C33 . . . 117.7(2) no
C24 C32 C33 . . . 124.7(2) no
O22 C32 C24 . . . 117.6(2) no
C26 C27 H27 . . . 121.00 no
C28 C27 H27 . . . 121.00 no
C27 C28 H28 . . . 119.00 no
C29 C28 H28 . . . 119.00 no
C28 C29 H29 . . . 120.00 no
C30 C29 H29 . . . 120.00 no
C29 C30 H30 . . . 120.00 no
C31 C30 H30 . . . 120.00 no
C26 C31 H31 . . . 120.00 no
C30 C31 H31 . . . 120.00 no
C32 C33 H33A . . . 110.00 no
C32 C33 H33B . . . 109.00 no
C32 C33 H33C . . . 109.00 no
H33A C33 H33B . . . 109.00 no
H33A C33 H33C . . . 110.00 no
H33B C33 H33C . . . 109.00 no
C23 C34 H34A . . . 109.00 no
C23 C34 H34B . . . 109.00 no
C23 C34 H34C . . . 109.00 no
H34A C34 H34B . . . 109.00 no
H34A C34 H34C . . . 110.00 no
H34B C34 H34C . . . 110.00 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C5 . . 1.290(3) no
O2 C12 . . 1.276(3) no
O1 H1O . . 0.8200 no
O21 C25 . . 1.282(3) no
O22 C32 . . 1.279(4) no
O21 H21O . . 0.8200 no
N1 C5 . . 1.353(2) no
N1 C6 . . 1.419(2) no
N1 N2 . . 1.398(2) no
N2 C3 . . 1.308(3) no
N21 C25 . . 1.337(3) no
N21 C26 . . 1.422(2) no
N21 N22 . . 1.397(3) no
N22 C23 . . 1.309(3) no
C3 C14 . . 1.490(3) no
C3 C4 . . 1.426(3) no
C4 C12 . . 1.410(3) no
C4 C5 . . 1.409(3) no
C6 C11 . . 1.383(2) no
C6 C7 . . 1.379(3) no
C7 C8 . . 1.382(4) no
C8 C9 . . 1.374(3) no
C9 C10 . . 1.367(3) no
C10 C11 . . 1.377(3) no
C12 C13 . . 1.486(3) no
C7 H7 . . 0.9300 no
C8 H8 . . 0.9300 no
C9 H9 . . 0.9300 no
C10 H10 . . 0.9300 no
C11 H11 . . 0.9300 no
C13 H13B . . 0.9600 no
C13 H13A . . 0.9600 no
C13 H13C . . 0.9600 no
C14 H14C . . 0.9600 no
C14 H14B . . 0.9600 no
C14 H14A . . 0.9600 no
C23 C24 . . 1.409(3) no
C23 C34 . . 1.506(4) no
C24 C25 . . 1.404(3) no
C24 C32 . . 1.397(3) no
C26 C31 . . 1.372(3) no
C26 C27 . . 1.381(4) no
C27 C28 . . 1.388(4) no
C28 C29 . . 1.365(4) no
C29 C30 . . 1.365(4) no
C30 C31 . . 1.380(3) no
C32 C33 . . 1.478(3) no
C27 H27 . . 0.9300 no
C28 H28 . . 0.9300 no
C29 H29 . . 0.9300 no
C30 H30 . . 0.9300 no
C31 H31 . . 0.9300 no
C33 H33A . . 0.9600 no
C33 H33B . . 0.9600 no
C33 H33C . . 0.9600 no
C34 H34A . . 0.9600 no
C34 H34B . . 0.9600 no
C34 H34C . . 0.9600 no
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
O1 H1O O2 . 0.82 1.85 2.546(2) 142 yes
O21 H21O O22 . 0.82 1.83 2.531(3) 142 yes
C8 H8 N22 1_655 0.93 2.56 3.489(3) 177 yes
C13 H13C Cg2 3_666 0.96 2.66 3.533(3) 150 yes
C33 H33B Cg2 3_666 0.96 2.98 3.774(3) 141 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
C5 N1 N2 C3 . . . . -0.1(2) no
C6 N1 N2 C3 . . . . 179.20(16) no
N2 N1 C5 O1 . . . . 179.96(19) no
N2 N1 C5 C4 . . . . -0.1(2) no
C6 N1 C5 O1 . . . . 0.8(3) no
C6 N1 C5 C4 . . . . -179.31(18) no
N2 N1 C6 C7 . . . . 175.42(19) no
N2 N1 C6 C11 . . . . -4.7(3) no
C5 N1 C6 C7 . . . . -5.4(3) no
C5 N1 C6 C11 . . . . 174.41(19) no
N1 N2 C3 C4 . . . . 0.3(2) no
N1 N2 C3 C14 . . . . -178.50(18) no
N22 N21 C25 O21 . . . . -178.4(2) no
N22 N21 C25 C24 . . . . 1.0(2) no
C26 N21 C25 O21 . . . . -0.3(4) no
C26 N21 C25 C24 . . . . 179.2(2) no
N22 N21 C26 C27 . . . . -163.5(2) no
C25 N21 N22 C23 . . . . -0.7(3) no
C26 N21 N22 C23 . . . . -179.1(2) no
C25 N21 C26 C31 . . . . -163.4(2) no
N22 N21 C26 C31 . . . . 14.6(3) no
C25 N21 C26 C27 . . . . 18.5(3) no
N21 N22 C23 C24 . . . . 0.1(3) no
N21 N22 C23 C34 . . . . 179.3(2) no
C14 C3 C4 C5 . . . . 178.3(2) no
C14 C3 C4 C12 . . . . -1.3(4) no
N2 C3 C4 C12 . . . . -179.9(2) no
N2 C3 C4 C5 . . . . -0.3(2) no
C3 C4 C5 O1 . . . . -179.81(19) no
C3 C4 C12 C13 . . . . -1.2(4) no
C5 C4 C12 O2 . . . . -0.1(3) no
C5 C4 C12 C13 . . . . 179.3(2) no
C3 C4 C5 N1 . . . . 0.3(2) no
C12 C4 C5 O1 . . . . -0.2(3) no
C12 C4 C5 N1 . . . . 179.92(16) no
C3 C4 C12 O2 . . . . 179.4(2) no
N1 C6 C7 C8 . . . . -179.9(2) no
C11 C6 C7 C8 . . . . 0.3(3) no
N1 C6 C11 C10 . . . . 179.64(18) no
C7 C6 C11 C10 . . . . -0.5(3) no
C6 C7 C8 C9 . . . . 0.1(4) no
C7 C8 C9 C10 . . . . -0.3(4) no
C8 C9 C10 C11 . . . . 0.1(4) no
C9 C10 C11 C6 . . . . 0.4(3) no
N22 C23 C24 C25 . . . . 0.5(3) no
N22 C23 C24 C32 . . . . -177.7(3) no
C34 C23 C24 C25 . . . . -178.6(3) no
C34 C23 C24 C32 . . . . 3.1(5) no
C23 C24 C25 O21 . . . . 178.5(2) no
C23 C24 C25 N21 . . . . -1.0(2) no
C32 C24 C25 O21 . . . . -2.9(3) no
C32 C24 C25 N21 . . . . 177.6(2) no
C23 C24 C32 O22 . . . . -179.3(3) no
C23 C24 C32 C33 . . . . 1.3(5) no
C25 C24 C32 O22 . . . . 2.7(4) no
C25 C24 C32 C33 . . . . -176.8(2) no
N21 C26 C27 C28 . . . . -179.5(2) no
C31 C26 C27 C28 . . . . 2.4(4) no
N21 C26 C31 C30 . . . . -179.4(2) no
C27 C26 C31 C30 . . . . -1.3(4) no
C26 C27 C28 C29 . . . . -1.4(4) no
C27 C28 C29 C30 . . . . -0.8(4) no
C28 C29 C30 C31 . . . . 2.0(4) no
C29 C30 C31 C26 . . . . -0.9(4) no
