#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/69/2226987.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_2226987
loop_
_publ_author_name
'Naveenkumar, H. S.'
'Sadikun, Amirin'
'Ibrahim, Pazilah'
'Yeap, Chin Sing'
'Fun, Hoong-Kun'
_publ_section_title
;
 Bis{(E)-N'-[2,4-bis(trifluoromethyl)benzylidene]isonicotinohydrazide}
 monohydrate
;
_journal_coeditor_code           LH5074
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1918
_journal_page_last               o1919
_journal_paper_doi               10.1107/S1600536810025493
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '2C15 H9 F6 N3 O, H2 O'
_chemical_formula_moiety         '2(C15 H9 F6 N3 O), H2 O'
_chemical_formula_sum            'C15 H10 F6 N3 O1.5'
_chemical_formula_weight         740.52
_chemical_name_systematic
;
bis{(E)-N'-[2,4-
Bis(trifluoromethyl)benzylidene]isonicotinohydrazide} monohydrate
;
_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                 109.076(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2487(18)
_cell_length_b                   26.649(6)
_cell_length_c                   14.779(3)
_cell_measurement_reflns_used    8714
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.97
_cell_measurement_theta_min      2.65
_cell_volume                     3070.3(12)
_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
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEXII DUO CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0295
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29846
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.53
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.155
_exptl_absorpt_correction_T_max  0.9803
_exptl_absorpt_correction_T_min  0.9136
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.670
_refine_diff_density_min         -0.680
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         7030
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0569
_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)+(0.0688P)²+3.4968P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1410
_refine_ls_wR_factor_ref         0.1621
_reflns_number_gt                5239
_reflns_number_total             7030
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5074.cif
_cod_data_source_block           I
_cod_original_cell_volume        3070.3(11)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2226987
_cod_database_fobs_code          2226987
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
F F1A 1.3386(2) 0.67680(7) 0.46754(17) 0.0730(6) Uani d . 1 . .
F F2A 1.2638(3) 0.64562(7) 0.32715(17) 0.0769(7) Uani d . 1 . .
F F3A 1.1394(2) 0.62210(6) 0.42543(13) 0.0516(4) Uani d . 1 . .
F F4A 0.53442(19) 0.72504(6) 0.14372(11) 0.0436(4) Uani d . 1 . .
F F5A 0.57719(19) 0.66261(5) 0.24013(13) 0.0453(4) Uani d . 1 . .
F F6A 0.49749(17) 0.73324(5) 0.27950(11) 0.0372(3) Uani d . 1 . .
O O1A 0.83293(19) 0.95521(6) 0.18897(12) 0.0307(4) Uani d . 1 . .
N N1A 0.2710(3) 1.04566(8) 0.05493(16) 0.0387(5) Uani d . 1 . .
N N2A 0.6377(2) 0.89622(6) 0.19410(14) 0.0276(4) Uani d . 1 . .
H H2NA 0.5315 0.8888 0.1828 0.033 Uiso calc R 1 . .
N N3A 0.7647(2) 0.86131(6) 0.23267(14) 0.0266(4) Uani d . 1 . .
C C1A 0.3807(3) 0.96185(8) 0.07092(17) 0.0285(5) Uani d . 1 . .
H H1A 0.3614 0.9281 0.0552 0.034 Uiso calc R 1 . .
C C2A 0.2523(3) 0.99707(9) 0.03320(18) 0.0346(5) Uani d . 1 . .
H H2A 0.1481 0.9862 -0.0093 0.041 Uiso calc R 1 . .
C C3A 0.4233(3) 1.06017(8) 0.11472(19) 0.0366(5) Uani d . 1 . .
H H3A 0.4379 1.0939 0.1312 0.044 Uiso calc R 1 . .
C C4A 0.5604(3) 1.02840(8) 0.15360(17) 0.0298(5) Uani d . 1 . .
H H4A 0.6652 1.0407 0.1930 0.036 Uiso calc R 1 . .
C C5A 0.5379(3) 0.97783(7) 0.13241(15) 0.0237(4) Uani d . 1 . .
C C6A 0.6844(3) 0.94253(7) 0.17445(16) 0.0246(4) Uani d . 1 . .
C C7A 0.7099(3) 0.81749(8) 0.24256(17) 0.0286(5) Uani d . 1 . .
H H7A 0.5928 0.8111 0.2241 0.034 Uiso calc R 1 . .
C C8A 0.8339(3) 0.77756(8) 0.28328(16) 0.0265(4) Uani d . 1 . .
C C9A 1.0062(3) 0.78936(8) 0.32681(17) 0.0292(5) Uani d . 1 . .
H H9A 1.0408 0.8227 0.3305 0.035 Uiso calc R 1 . .
C C10A 1.1269(3) 0.75252(9) 0.36459(17) 0.0330(5) Uani d . 1 . .
H H10A 1.2418 0.7609 0.3934 0.040 Uiso calc R 1 . .
C C11A 1.0749(3) 0.70289(9) 0.35908(18) 0.0339(5) Uani d . 1 . .
C C12A 0.9041(3) 0.69018(8) 0.31789(18) 0.0328(5) Uani d . 1 . .
H H12A 0.8702 0.6568 0.3158 0.039 Uiso calc R 1 . .
C C13A 0.7835(3) 0.72720(8) 0.27974(17) 0.0279(5) Uani d . 1 . .
C C14A 1.2037(3) 0.66203(10) 0.3951(2) 0.0460(7) Uani d . 1 . .
C C15A 0.5987(3) 0.71217(8) 0.23552(18) 0.0324(5) Uani d . 1 . .
F F1B 0.9350(3) 1.07132(10) 0.53923(16) 0.0896(8) Uani d . 1 . .
F F2B 0.7582(4) 1.12296(12) 0.5572(2) 0.1222(12) Uani d . 1 . .
F F3B 0.8325(3) 1.12608(8) 0.43264(16) 0.0815(7) Uani d . 1 . .
F F4B 0.0666(2) 1.04165(6) 0.38057(14) 0.0563(5) Uani d . 1 . .
F F5B 0.1590(3) 1.11618(6) 0.37229(16) 0.0672(6) Uani d . 1 . .
F F6B 0.0833(2) 1.06925(6) 0.24796(14) 0.0566(5) Uani d . 1 . .
O O1B 0.3278(2) 0.84289(7) 0.17464(18) 0.0525(6) Uani d . 1 . .
N N1B -0.2255(3) 0.75716(8) 0.00655(16) 0.0357(5) Uani d . 1 . .
N N2B 0.1387(2) 0.89800(7) 0.19927(14) 0.0291(4) Uani d . 1 . .
H H2NB 0.0338 0.9061 0.1909 0.035 Uiso calc R 1 . .
N N3B 0.2726(2) 0.92809(7) 0.25030(14) 0.0309(4) Uani d . 1 . .
C C1B -0.1252(3) 0.84074(8) 0.05378(17) 0.0298(5) Uani d . 1 . .
H H1B -0.1484 0.8750 0.0505 0.036 Uiso calc R 1 . .
C C2B -0.2489(3) 0.80662(9) 0.00503(18) 0.0337(5) Uani d . 1 . .
H H2B -0.3558 0.8190 -0.0313 0.040 Uiso calc R 1 . .
C C3B -0.0697(3) 0.74026(9) 0.05774(19) 0.0360(5) Uani d . 1 . .
H H3B -0.0498 0.7059 0.0594 0.043 Uiso calc R 1 . .
C C4B 0.0630(3) 0.77130(8) 0.10816(19) 0.0335(5) Uani d . 1 . .
H H4B 0.1699 0.7580 0.1420 0.040 Uiso calc R 1 . .
C C5B 0.0346(3) 0.82255(8) 0.10771(17) 0.0280(5) Uani d . 1 . .
C C6B 0.1793(3) 0.85540(8) 0.16307(19) 0.0326(5) Uani d . 1 . .
C C7B 0.2332(3) 0.96770(9) 0.28583(17) 0.0311(5) Uani d . 1 . .
H H7B 0.1193 0.9757 0.2769 0.037 Uiso calc R 1 . .
C C8B 0.3734(3) 1.00068(9) 0.34169(17) 0.0322(5) Uani d . 1 . .
C C9B 0.5420(3) 0.98353(10) 0.36821(17) 0.0359(5) Uani d . 1 . .
H H9B 0.5634 0.9509 0.3530 0.043 Uiso calc R 1 . .
C C10B 0.6783(3) 1.01409(11) 0.41673(18) 0.0418(6) Uani d . 1 . .
H H10B 0.7904 1.0024 0.4325 0.050 Uiso calc R 1 . .
C C11B 0.6459(4) 1.06192(11) 0.44127(18) 0.0448(7) Uani d . 1 . .
C C12B 0.4801(4) 1.07976(10) 0.41867(19) 0.0434(6) Uani d . 1 . .
H H12B 0.4600 1.1119 0.4370 0.052 Uiso calc R 1 . .
C C13B 0.3433(3) 1.04929(9) 0.36825(18) 0.0372(6) Uani d . 1 . .
C C14B 0.7939(5) 1.09561(14) 0.4928(2) 0.0605(9) Uani d . 1 . .
C C15B 0.1644(4) 1.06914(10) 0.3428(2) 0.0480(7) Uani d . 1 . .
O O1W 0.5352(5) 0.82564(14) 0.4292(3) 0.1324(16) Uani d . 1 . .
H H1WA 0.4487 0.8409 0.4331 0.199 Uiso d R 1 . .
H H1WB 0.6041 0.8020 0.4512 0.199 Uiso d R 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'
F F 0.0171 0.0103 '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
C2A N1A C3A . . 116.8(2) ?
C6A N2A N3A . . 118.29(17) ?
C6A N2A H2NA . . 120.9 ?
N3A N2A H2NA . . 120.9 ?
C7A N3A N2A . . 114.54(18) ?
C5A C1A C2A . . 118.9(2) ?
C5A C1A H1A . . 120.5 ?
C2A C1A H1A . . 120.5 ?
N1A C2A C1A . . 123.2(2) ?
N1A C2A H2A . . 118.4 ?
C1A C2A H2A . . 118.4 ?
N1A C3A C4A . . 124.3(2) ?
N1A C3A H3A . . 117.8 ?
C4A C3A H3A . . 117.8 ?
C3A C4A C5A . . 118.3(2) ?
C3A C4A H4A . . 120.9 ?
C5A C4A H4A . . 120.9 ?
C4A C5A C1A . . 118.4(2) ?
C4A C5A C6A . . 119.25(19) ?
C1A C5A C6A . . 122.32(18) ?
O1A C6A N2A . . 123.70(19) ?
O1A C6A C5A . . 121.77(18) ?
N2A C6A C5A . . 114.53(18) ?
N3A C7A C8A . . 119.11(19) ?
N3A C7A H7A . . 120.4 ?
C8A C7A H7A . . 120.4 ?
C9A C8A C13A . . 118.67(19) ?
C9A C8A C7A . . 119.81(19) ?
C13A C8A C7A . . 121.51(19) ?
C10A C9A C8A . . 121.3(2) ?
C10A C9A H9A . . 119.4 ?
C8A C9A H9A . . 119.4 ?
C9A C10A C11A . . 119.2(2) ?
C9A C10A H10A . . 120.4 ?
C11A C10A H10A . . 120.4 ?
C12A C11A C10A . . 120.8(2) ?
C12A C11A C14A . . 118.9(2) ?
C10A C11A C14A . . 120.3(2) ?
C11A C12A C13A . . 119.9(2) ?
C11A C12A H12A . . 120.1 ?
C13A C12A H12A . . 120.1 ?
C12A C13A C8A . . 120.2(2) ?
C12A C13A C15A . . 118.6(2) ?
C8A C13A C15A . . 121.20(19) ?
F1A C14A F3A . . 106.7(2) ?
F1A C14A F2A . . 106.6(2) ?
F3A C14A F2A . . 106.2(2) ?
F1A C14A C11A . . 112.5(2) ?
F3A C14A C11A . . 112.8(2) ?
F2A C14A C11A . . 111.6(2) ?
F4A C15A F5A . . 106.9(2) ?
F4A C15A F6A . . 106.45(19) ?
F5A C15A F6A . . 105.99(19) ?
F4A C15A C13A . . 112.60(19) ?
F5A C15A C13A . . 111.95(19) ?
F6A C15A C13A . . 112.5(2) ?
C2B N1B C3B . . 116.7(2) ?
C6B N2B N3B . . 116.85(18) ?
C6B N2B H2NB . . 121.6 ?
N3B N2B H2NB . . 121.6 ?
C7B N3B N2B . . 116.41(19) ?
C2B C1B C5B . . 118.1(2) ?
C2B C1B H1B . . 120.9 ?
C5B C1B H1B . . 120.9 ?
N1B C2B C1B . . 124.4(2) ?
N1B C2B H2B . . 117.8 ?
C1B C2B H2B . . 117.8 ?
N1B C3B C4B . . 123.3(2) ?
N1B C3B H3B . . 118.3 ?
C4B C3B H3B . . 118.3 ?
C3B C4B C5B . . 119.0(2) ?
C3B C4B H4B . . 120.5 ?
C5B C4B H4B . . 120.5 ?
C4B C5B C1B . . 118.4(2) ?
C4B C5B C6B . . 118.2(2) ?
C1B C5B C6B . . 123.4(2) ?
O1B C6B N2B . . 122.8(2) ?
O1B C6B C5B . . 120.0(2) ?
N2B C6B C5B . . 117.14(19) ?
N3B C7B C8B . . 118.0(2) ?
N3B C7B H7B . . 121.0 ?
C8B C7B H7B . . 121.0 ?
C9B C8B C13B . . 118.5(2) ?
C9B C8B C7B . . 119.4(2) ?
C13B C8B C7B . . 122.1(2) ?
C10B C9B C8B . . 121.3(3) ?
C10B C9B H9B . . 119.3 ?
C8B C9B H9B . . 119.3 ?
C11B C10B C9B . . 119.2(3) ?
C11B C10B H10B . . 120.4 ?
C9B C10B H10B . . 120.4 ?
C10B C11B C12B . . 121.1(2) ?
C10B C11B C14B . . 119.4(3) ?
C12B C11B C14B . . 119.4(3) ?
C11B C12B C13B . . 119.6(3) ?
C11B C12B H12B . . 120.2 ?
C13B C12B H12B . . 120.2 ?
C12B C13B C8B . . 120.2(3) ?
C12B C13B C15B . . 119.3(2) ?
C8B C13B C15B . . 120.5(2) ?
F2B C14B F1B . . 105.4(3) ?
F2B C14B F3B . . 108.0(3) ?
F1B C14B F3B . . 106.8(3) ?
F2B C14B C11B . . 111.3(3) ?
F1B C14B C11B . . 113.8(3) ?
F3B C14B C11B . . 111.2(3) ?
F5B C15B F4B . . 106.8(2) ?
F5B C15B F6B . . 106.3(2) ?
F4B C15B F6B . . 105.9(2) ?
F5B C15B C13B . . 112.7(2) ?
F4B C15B C13B . . 112.4(2) ?
F6B C15B C13B . . 112.2(2) ?
H1WA O1W H1WB . . 145.0 ?
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
F1A C14A . 1.326(4) ?
F2A C14A . 1.331(4) ?
F3A C14A . 1.331(3) ?
F4A C15A . 1.330(3) ?
F5A C15A . 1.337(3) ?
F6A C15A . 1.338(3) ?
O1A C6A . 1.221(3) ?
N1A C2A . 1.331(3) ?
N1A C3A . 1.336(3) ?
N2A C6A . 1.352(3) ?
N2A N3A . 1.377(2) ?
N2A H2NA . 0.8600 ?
N3A C7A . 1.277(3) ?
C1A C5A . 1.385(3) ?
C1A C2A . 1.388(3) ?
C1A H1A . 0.9300 ?
C2A H2A . 0.9300 ?
C3A C4A . 1.379(3) ?
C3A H3A . 0.9300 ?
C4A C5A . 1.382(3) ?
C4A H4A . 0.9300 ?
C5A C6A . 1.496(3) ?
C7A C8A . 1.462(3) ?
C7A H7A . 0.9300 ?
C8A C9A . 1.392(3) ?
C8A C13A . 1.401(3) ?
C9A C10A . 1.380(3) ?
C9A H9A . 0.9300 ?
C10A C11A . 1.385(3) ?
C10A H10A . 0.9300 ?
C11A C12A . 1.382(3) ?
C11A C14A . 1.493(3) ?
C12A C13A . 1.384(3) ?
C12A H12A . 0.9300 ?
C13A C15A . 1.503(3) ?
F1B C14B . 1.313(5) ?
F2B C14B . 1.306(4) ?
F3B C14B . 1.317(4) ?
F4B C15B . 1.339(3) ?
F5B C15B . 1.333(3) ?
F6B C15B . 1.341(4) ?
O1B C6B . 1.226(3) ?
N1B C2B . 1.331(3) ?
N1B C3B . 1.339(3) ?
N2B C6B . 1.343(3) ?
N2B N3B . 1.374(3) ?
N2B H2NB . 0.8600 ?
N3B C7B . 1.268(3) ?
C1B C2B . 1.381(3) ?
C1B C5B . 1.386(3) ?
C1B H1B . 0.9300 ?
C2B H2B . 0.9300 ?
C3B C4B . 1.380(3) ?
C3B H3B . 0.9300 ?
C4B C5B . 1.385(3) ?
C4B H4B . 0.9300 ?
C5B C6B . 1.490(3) ?
C7B C8B . 1.472(3) ?
C7B H7B . 0.9300 ?
C8B C9B . 1.393(4) ?
C8B C13B . 1.399(3) ?
C9B C10B . 1.383(3) ?
C9B H9B . 0.9300 ?
C10B C11B . 1.375(4) ?
C10B H10B . 0.9300 ?
C11B C12B . 1.382(4) ?
C11B C14B . 1.506(4) ?
C12B C13B . 1.392(4) ?
C12B H12B . 0.9300 ?
C13B C15B . 1.496(4) ?
O1W H1WA . 0.8400 ?
O1W H1WB . 0.8400 ?
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
N2A H2NA O1B . 0.86 2.05 2.856(3) 156 yes
N2B H2NB O1A 1_455 0.86 2.10 2.908(3) 155 yes
C7A H7A O1B . 0.93 2.23 3.055(3) 147 yes
C7B H7B O1A 1_455 0.93 2.36 3.158(3) 144 yes
C2B H2B F1A 4_375 0.93 2.52 3.294(3) 141 yes
C9A H9A F2B 3_776 0.93 2.41 3.162(4) 138 yes
C12B H12B O1W 3_676 0.93 2.58 3.408(5) 149 yes
O1W H1WA F2B 3_676 0.84 2.01 2.845(5) 180 yes
O1W H1WB N1B 4_676 0.84 2.09 2.932(5) 180 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
C6A N2A N3A C7A . . . . -175.0(2) ?
C3A N1A C2A C1A . . . . 1.3(4) ?
C5A C1A C2A N1A . . . . -1.7(4) ?
C2A N1A C3A C4A . . . . 0.8(4) ?
N1A C3A C4A C5A . . . . -2.4(4) ?
C3A C4A C5A C1A . . . . 2.0(3) ?
C3A C4A C5A C6A . . . . -179.5(2) ?
C2A C1A C5A C4A . . . . -0.1(3) ?
C2A C1A C5A C6A . . . . -178.6(2) ?
N3A N2A C6A O1A . . . . 0.0(3) ?
N3A N2A C6A C5A . . . . 179.77(18) ?
C4A C5A C6A O1A . . . . -33.3(3) ?
C1A C5A C6A O1A . . . . 145.2(2) ?
C4A C5A C6A N2A . . . . 146.9(2) ?
C1A C5A C6A N2A . . . . -34.6(3) ?
N2A N3A C7A C8A . . . . -179.7(2) ?
N3A C7A C8A C9A . . . . 12.0(3) ?
N3A C7A C8A C13A . . . . -168.1(2) ?
C13A C8A C9A C10A . . . . 1.1(4) ?
C7A C8A C9A C10A . . . . -179.0(2) ?
C8A C9A C10A C11A . . . . -0.1(4) ?
C9A C10A C11A C12A . . . . -1.1(4) ?
C9A C10A C11A C14A . . . . 177.1(2) ?
C10A C11A C12A C13A . . . . 1.4(4) ?
C14A C11A C12A C13A . . . . -176.8(2) ?
C11A C12A C13A C8A . . . . -0.4(4) ?
C11A C12A C13A C15A . . . . -180.0(2) ?
C9A C8A C13A C12A . . . . -0.8(3) ?
C7A C8A C13A C12A . . . . 179.2(2) ?
C9A C8A C13A C15A . . . . 178.7(2) ?
C7A C8A C13A C15A . . . . -1.2(4) ?
C12A C11A C14A F1A . . . . -151.1(2) ?
C10A C11A C14A F1A . . . . 30.6(4) ?
C12A C11A C14A F3A . . . . -30.4(4) ?
C10A C11A C14A F3A . . . . 151.4(3) ?
C12A C11A C14A F2A . . . . 89.1(3) ?
C10A C11A C14A F2A . . . . -89.1(3) ?
C12A C13A C15A F4A . . . . -120.3(2) ?
C8A C13A C15A F4A . . . . 60.1(3) ?
C12A C13A C15A F5A . . . . 0.2(3) ?
C8A C13A C15A F5A . . . . -179.4(2) ?
C12A C13A C15A F6A . . . . 119.4(2) ?
C8A C13A C15A F6A . . . . -60.2(3) ?
C6B N2B N3B C7B . . . . -178.6(2) ?
C3B N1B C2B C1B . . . . -1.3(4) ?
C5B C1B C2B N1B . . . . 0.3(4) ?
C2B N1B C3B C4B . . . . 0.6(4) ?
N1B C3B C4B C5B . . . . 1.1(4) ?
C3B C4B C5B C1B . . . . -2.1(4) ?
C3B C4B C5B C6B . . . . 179.6(2) ?
C2B C1B C5B C4B . . . . 1.4(4) ?
C2B C1B C5B C6B . . . . 179.6(2) ?
N3B N2B C6B O1B . . . . 0.6(4) ?
N3B N2B C6B C5B . . . . 179.9(2) ?
C4B C5B C6B O1B . . . . 29.3(4) ?
C1B C5B C6B O1B . . . . -148.9(3) ?
C4B C5B C6B N2B . . . . -150.0(2) ?
C1B C5B C6B N2B . . . . 31.8(4) ?
N2B N3B C7B C8B . . . . 179.5(2) ?
N3B C7B C8B C9B . . . . -11.4(3) ?
N3B C7B C8B C13B . . . . 167.7(2) ?
C13B C8B C9B C10B . . . . -2.3(4) ?
C7B C8B C9B C10B . . . . 176.9(2) ?
C8B C9B C10B C11B . . . . 1.7(4) ?
C9B C10B C11B C12B . . . . 0.3(4) ?
C9B C10B C11B C14B . . . . -179.1(3) ?
C10B C11B C12B C13B . . . . -1.5(4) ?
C14B C11B C12B C13B . . . . 177.9(3) ?
C11B C12B C13B C8B . . . . 0.8(4) ?
C11B C12B C13B C15B . . . . -179.1(3) ?
C9B C8B C13B C12B . . . . 1.0(4) ?
C7B C8B C13B C12B . . . . -178.1(2) ?
C9B C8B C13B C15B . . . . -179.0(2) ?
C7B C8B C13B C15B . . . . 1.8(4) ?
C10B C11B C14B F2B . . . . -142.1(3) ?
C12B C11B C14B F2B . . . . 38.5(4) ?
C10B C11B C14B F1B . . . . -23.1(4) ?
C12B C11B C14B F1B . . . . 157.5(3) ?
C10B C11B C14B F3B . . . . 97.5(4) ?
C12B C11B C14B F3B . . . . -81.9(4) ?
C12B C13B C15B F5B . . . . 0.8(4) ?
C8B C13B C15B F5B . . . . -179.1(2) ?
C12B C13B C15B F4B . . . . -120.0(3) ?
C8B C13B C15B F4B . . . . 60.1(3) ?
C12B C13B C15B F6B . . . . 120.8(3) ?
C8B C13B C15B F6B . . . . -59.1(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30656162
