##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
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# of the IUCr Commission on Journals.                                        #
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# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.4.    #
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# Software is freely available for graphical display of the structure(s) in  #
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data_general
_audit_creation_method     SHELXL-97
_journal_date_recd_electronic     2010-02-15
_journal_date_accepted     2010-02-16
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2010
_journal_volume     66
_journal_issue      3
_journal_page_first     o658
_journal_page_last     o659
_journal_paper_category     QO
_journal_coeditor_code     HG2647
_publ_contact_author_name     ' Edward RT Tiekink '
_publ_contact_author_address
;
Department of Chemistry, University of Malaya,
50603 Kuala Lumpur, Malaysia
;
_publ_contact_author_email
;
Edward.Tiekink@gmail.com
;
_publ_contact_author_fax     ' +60 3 7967 4193 '
_publ_contact_author_phone     ' +60 3 7967 6775 '
_publ_section_title
;
1-[5-Acetyl-4-(4-bromophenyl)-2,6-dimethyl-1,4-dihydropyridin-3-yl]ethanone
monohydrate
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    ' Reddy, Palakshi B.' .
;
Organic Chemistry Division, School of Advanced Sciences, VIT University,
India
;
    ' Vijayakumar, V.'
;
 Additional correspondence author, e-mail: kvpsvijayakumar@gmail.com.
;
;
Organic Chemistry Division, School of Advanced Sciences, VIT University,
India
;
    'Sarveswari, S.' .
;
Organic Chemistry Division, School of Advanced Sciences, VIT University,
India
;
    'Narasimhamurthy, T. ' .
;
Materials Research Centre, Indian Institute of Science, Bengaluru 560 012, India
;
    'Tiekink, Edward R. T.' .
;
Department of Chemistry, University of Malaya,
50603 Kuala Lumpur, Malaysia
;
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
1-[5-Acetyl-4-(4-bromophenyl)-2,6-dimethyl-1,4-dihydropyridin-3-yl]ethanone
monohydrate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C17 H18 Br N O2, H2 O'
_chemical_formula_sum     'C17 H20 Br N O3'
_chemical_formula_iupac     'C17 H18 Br N O2, H2 O'
_chemical_formula_weight     366.25
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
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'
_cell_length_a     13.5236(3)
_cell_length_b     10.3866(2)
_cell_length_c     15.0939(3)
_cell_angle_alpha     90
_cell_angle_beta     102.1120(10)
_cell_angle_gamma     90
_cell_volume     2072.96(7)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     7408
_cell_measurement_theta_min     2.4
_cell_measurement_theta_max     22.7
_cell_measurement_temperature     293(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.21
_exptl_crystal_size_mid     0.11
_exptl_crystal_size_min     0.10
_exptl_crystal_density_diffrn     1.174
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     752
_exptl_absorpt_coefficient_mu     1.992
_exptl_absorpt_correction_type     'multi-scan'
_exptl_absorpt_process_details     '(SADABS; Bruker, 1998)'
_exptl_absorpt_correction_T_min     0.768
_exptl_absorpt_correction_T_max     0.819
_exptl_special_details
;
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method     'ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     27847
_diffrn_reflns_av_R_equivalents     0.032
_diffrn_reflns_av_sigmaI/netI     0.021
_diffrn_reflns_theta_min     1.5
_diffrn_reflns_theta_max     25.0
_diffrn_reflns_theta_full     25.0
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -16
_diffrn_reflns_limit_h_max     15
_diffrn_reflns_limit_k_min     0
_diffrn_reflns_limit_k_max     12
_diffrn_reflns_limit_l_min     0
_diffrn_reflns_limit_l_max     17
_refine_special_details
;
Refinement of F² against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F², conventional
R-factors R are based on F, with F set to zero for
negative F². The threshold expression of F² >
2σ(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors
based on F² are statistically about twice as large as those based on
F, and R- factors based on ALL data will be even larger.
;
_reflns_number_total     3658
_reflns_number_gt     2611
_reflns_threshold_expression     'I>2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.072
_refine_ls_R_factor_gt     0.049
_refine_ls_wR_factor_gt     0.138
_refine_ls_wR_factor_ref     0.147
_refine_ls_goodness_of_fit_ref     1.08
_refine_ls_restrained_S_all     1.08
_refine_ls_number_reflns     3658
_refine_ls_number_parameters     212
_refine_ls_number_restraints     4
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
          'calc w=1/[σ²(Fo²)+(0.071P)²+1.0899P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.56
_refine_diff_density_min     -0.75
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
    'Br' 'Br' -0.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'SMART (Bruker, 2001)'
_computing_cell_refinement     'SAINT (Bruker, 2001)'
_computing_data_reduction     'SAINT (Bruker, 2001'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement
                            'SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_molecular_graphics
                      'ORTEP-3 (Farrugia, 1997) and DIAMOND (Brandenburg, 2006)'
_computing_publication_material     'publCIF (Westrip, 2010)'
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
    Br Br -0.15936(3) 0.08244(7) 0.77808(4) 0.1238(3) Uani d . 1 . .
    O O1 0.3468(2) 0.35143(19) 0.87926(13) 0.0640(6) Uani d . 1 . .
    O O2 0.3961(2) -0.2324(2) 0.88848(14) 0.0691(7) Uani d . 1 . .
    N N1 0.35579(19) 0.0281(2) 1.09364(14) 0.0423(5) Uani d D 1 . .
    H H1N 0.367(2) 0.001(3) 1.1502(7) 0.051 Uiso d D 1 . .
    C C1 0.3493(2) 0.1585(2) 1.07651(16) 0.0388(6) Uani d . 1 . .
    C C2 0.33562(19) 0.1993(2) 0.98949(16) 0.0350(6) Uani d . 1 . .
    C C3 0.3071(2) 0.1007(2) 0.91317(16) 0.0356(6) Uani d . 1 . .
    H H3 0.3358 0.1303 0.8623 0.043 Uiso calc R 1 . .
    C C4 0.3524(2) -0.0305(2) 0.94161(16) 0.0365(6) Uani d . 1 . .
    C C5 0.3691(2) -0.0629(2) 1.03099(17) 0.0389(6) Uani d . 1 . .
    C C6 0.3600(3) 0.2362(3) 1.16203(18) 0.0559(8) Uani d . 1 . .
    H H6A 0.4253 0.2768 1.1752 0.084 Uiso calc R 1 . .
    H H6B 0.3535 0.1805 1.2113 0.084 Uiso calc R 1 . .
    H H6C 0.3082 0.3008 1.1542 0.084 Uiso calc R 1 . .
    C C7 0.3489(2) 0.3316(2) 0.96005(17) 0.0425(6) Uani d . 1 . .
    C C8 0.3688(3) 0.4445(3) 1.0225(2) 0.0683(10) Uani d . 1 . .
    H H8A 0.3782 0.5201 0.9886 0.102 Uiso calc R 1 . .
    H H8B 0.4287 0.4289 1.0681 0.102 Uiso calc R 1 . .
    H H8C 0.3123 0.4570 1.0508 0.102 Uiso calc R 1 . .
    C C9 0.3687(2) -0.1214(3) 0.87207(19) 0.0463(7) Uani d . 1 . .
    C C10 0.3516(3) -0.0759(3) 0.7756(2) 0.0723(11) Uani d . 1 . .
    H H10A 0.3597 -0.1469 0.7370 0.108 Uiso calc R 1 . .
    H H10B 0.3997 -0.0099 0.7705 0.108 Uiso calc R 1 . .
    H H10C 0.2843 -0.0420 0.7577 0.108 Uiso calc R 1 . .
    C C11 0.4025(3) -0.1911(3) 1.07260(19) 0.0558(8) Uani d . 1 . .
    H H11A 0.3465 -0.2500 1.0612 0.084 Uiso calc R 1 . .
    H H11B 0.4262 -0.1811 1.1368 0.084 Uiso calc R 1 . .
    H H11C 0.4561 -0.2243 1.0464 0.084 Uiso calc R 1 . .
    C C12 0.1926(2) 0.0954(3) 0.88046(17) 0.0417(6) Uani d . 1 . .
    C C13 0.1332(2) 0.0057(3) 0.9125(2) 0.0638(9) Uani d . 1 . .
    H H13 0.1640 -0.0542 0.9553 0.077 Uiso calc R 1 . .
    C C14 0.0291(3) 0.0023(4) 0.8828(3) 0.0778(11) Uani d . 1 . .
    H H14 -0.0092 -0.0592 0.9054 0.093 Uiso calc R 1 . .
    C C15 -0.0166(3) 0.0895(4) 0.8205(3) 0.0766(10) Uani d . 1 . .
    C C16 0.0384(3) 0.1807(4) 0.7877(3) 0.0858(12) Uani d . 1 . .
    H H16 0.0063 0.2406 0.7456 0.103 Uiso calc R 1 . .
    C C17 0.1432(3) 0.1839(4) 0.8176(2) 0.0686(9) Uani d . 1 . .
    H H17 0.1805 0.2465 0.7951 0.082 Uiso calc R 1 . .
    O O1W 0.40559(17) -0.05147(18) 1.28219(12) 0.0510(5) Uani d D 1 . .
    H H1w 0.392(3) 0.0100(17) 1.3139(18) 0.076 Uiso d D 1 . .
    H H2w 0.397(3) -0.1227(12) 1.3060(19) 0.076 Uiso d D 1 . .
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    Br 0.0512(3) 0.1686(6) 0.1423(5) -0.0066(3) -0.0009(3) 0.0017(4)
    O1 0.1159(19) 0.0375(11) 0.0411(11) -0.0092(11) 0.0222(11) 0.0047(9)
    O2 0.117(2) 0.0393(12) 0.0529(12) 0.0149(12) 0.0218(12) -0.0105(10)
    N1 0.0692(15) 0.0318(12) 0.0288(11) 0.0016(11) 0.0171(11) 0.0033(9)
    C1 0.0527(16) 0.0324(14) 0.0334(13) -0.0002(12) 0.0141(11) -0.0015(11)
    C2 0.0460(14) 0.0276(13) 0.0329(13) 0.0004(11) 0.0114(11) -0.0029(10)
    C3 0.0488(15) 0.0305(13) 0.0289(12) -0.0032(11) 0.0115(11) -0.0018(10)
    C4 0.0500(15) 0.0261(13) 0.0345(13) -0.0033(11) 0.0112(11) -0.0032(10)
    C5 0.0489(15) 0.0315(14) 0.0384(14) -0.0017(11) 0.0139(12) -0.0024(11)
    C6 0.094(2) 0.0406(16) 0.0359(15) 0.0006(16) 0.0212(15) -0.0059(12)
    C7 0.0553(16) 0.0337(14) 0.0383(15) 0.0002(12) 0.0095(12) -0.0004(11)
    C8 0.119(3) 0.0339(16) 0.0524(19) -0.0096(17) 0.019(2) -0.0023(14)
    C9 0.0599(18) 0.0373(16) 0.0431(15) -0.0024(13) 0.0142(13) -0.0079(12)
    C10 0.128(4) 0.053(2) 0.0389(17) 0.0131(19) 0.026(2) -0.0095(14)
    C11 0.089(2) 0.0354(15) 0.0454(16) 0.0085(15) 0.0189(16) 0.0056(12)
    C12 0.0522(16) 0.0400(14) 0.0342(13) -0.0012(13) 0.0123(12) -0.0037(11)
    C13 0.057(2) 0.064(2) 0.069(2) -0.0095(16) 0.0116(16) 0.0129(17)
    C14 0.061(2) 0.088(3) 0.087(3) -0.019(2) 0.020(2) 0.005(2)
    C15 0.0472(19) 0.097(3) 0.082(3) -0.005(2) 0.0069(18) -0.005(2)
    C16 0.061(2) 0.093(3) 0.093(3) 0.011(2) -0.005(2) 0.028(2)
    C17 0.059(2) 0.076(2) 0.067(2) -0.0011(18) 0.0042(16) 0.0236(18)
    O1w 0.0796(15) 0.0376(10) 0.0379(11) 0.0059(10) 0.0170(10) 0.0048(8)
_geom_special_details
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are
estimated using the full covariance matrix. The cell s.u.'s are taken into
account individually in the estimation of s.u.'s in distances, angles and
torsion angles; correlations between s.u.'s in cell parameters are only used
when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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
    Br C15 . 1.904(4) ?
    O1 C7 . 1.231(3) ?
    O2 C9 . 1.221(3) ?
    N1 C5 . 1.375(3) ?
    N1 C1 . 1.378(3) ?
    N1 H1n . 0.881(14) ?
    C1 C2 . 1.355(3) ?
    C1 C6 . 1.503(4) ?
    C2 C7 . 1.467(4) ?
    C2 C3 . 1.530(3) ?
    C3 C4 . 1.519(3) ?
    C3 C12 . 1.523(4) ?
    C3 H3 . 0.9800 ?
    C4 C5 . 1.363(4) ?
    C4 C9 . 1.462(4) ?
    C5 C11 . 1.501(4) ?
    C6 H6A . 0.9600 ?
    C6 H6B . 0.9600 ?
    C6 H6C . 0.9600 ?
    C7 C8 . 1.492(4) ?
    C8 H8A . 0.9600 ?
    C8 H8B . 0.9600 ?
    C8 H8C . 0.9600 ?
    C9 C10 . 1.501(4) ?
    C10 H10A . 0.9600 ?
    C10 H10B . 0.9600 ?
    C10 H10C . 0.9600 ?
    C11 H11A . 0.9600 ?
    C11 H11B . 0.9600 ?
    C11 H11C . 0.9600 ?
    C12 C13 . 1.383(4) ?
    C12 C17 . 1.388(4) ?
    C13 C14 . 1.385(5) ?
    C13 H13 . 0.9300 ?
    C14 C15 . 1.358(6) ?
    C14 H14 . 0.9300 ?
    C15 C16 . 1.360(6) ?
    C16 C17 . 1.394(5) ?
    C16 H16 . 0.9300 ?
    C17 H17 . 0.9300 ?
    O1w H1w . 0.84(2) ?
    O1w H2w . 0.841(18) ?
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
    C5 N1 C1 . . 124.0(2) ?
    C5 N1 H1N . . 115(2) ?
    C1 N1 H1N . . 119(2) ?
    C2 C1 N1 . . 118.7(2) ?
    C2 C1 C6 . . 129.3(2) ?
    N1 C1 C6 . . 112.0(2) ?
    C1 C2 C7 . . 125.9(2) ?
    C1 C2 C3 . . 118.8(2) ?
    C7 C2 C3 . . 115.3(2) ?
    C4 C3 C12 . . 112.4(2) ?
    C4 C3 C2 . . 111.4(2) ?
    C12 C3 C2 . . 110.3(2) ?
    C4 C3 H3 . . 107.5 ?
    C12 C3 H3 . . 107.5 ?
    C2 C3 H3 . . 107.5 ?
    C5 C4 C9 . . 122.2(2) ?
    C5 C4 C3 . . 118.3(2) ?
    C9 C4 C3 . . 119.3(2) ?
    C4 C5 N1 . . 119.5(2) ?
    C4 C5 C11 . . 127.3(2) ?
    N1 C5 C11 . . 113.2(2) ?
    C1 C6 H6A . . 109.5 ?
    C1 C6 H6B . . 109.5 ?
    H6A C6 H6B . . 109.5 ?
    C1 C6 H6C . . 109.5 ?
    H6A C6 H6C . . 109.5 ?
    H6B C6 H6C . . 109.5 ?
    O1 C7 C2 . . 118.6(2) ?
    O1 C7 C8 . . 117.2(2) ?
    C2 C7 C8 . . 124.2(2) ?
    C7 C8 H8A . . 109.5 ?
    C7 C8 H8B . . 109.5 ?
    H8A C8 H8B . . 109.5 ?
    C7 C8 H8C . . 109.5 ?
    H8A C8 H8C . . 109.5 ?
    H8B C8 H8C . . 109.5 ?
    O2 C9 C4 . . 123.3(3) ?
    O2 C9 C10 . . 118.2(2) ?
    C4 C9 C10 . . 118.5(2) ?
    C9 C10 H10A . . 109.5 ?
    C9 C10 H10B . . 109.5 ?
    H10A C10 H10B . . 109.5 ?
    C9 C10 H10C . . 109.5 ?
    H10A C10 H10C . . 109.5 ?
    H10B C10 H10C . . 109.5 ?
    C5 C11 H11A . . 109.5 ?
    C5 C11 H11B . . 109.5 ?
    H11A C11 H11B . . 109.5 ?
    C5 C11 H11C . . 109.5 ?
    H11A C11 H11C . . 109.5 ?
    H11B C11 H11C . . 109.5 ?
    C13 C12 C17 . . 116.9(3) ?
    C13 C12 C3 . . 122.5(3) ?
    C17 C12 C3 . . 120.6(3) ?
    C12 C13 C14 . . 122.0(3) ?
    C12 C13 H13 . . 119.0 ?
    C14 C13 H13 . . 119.0 ?
    C15 C14 C13 . . 119.4(3) ?
    C15 C14 H14 . . 120.3 ?
    C13 C14 H14 . . 120.3 ?
    C14 C15 C16 . . 120.8(3) ?
    C14 C15 Br . . 119.3(3) ?
    C16 C15 Br . . 119.9(3) ?
    C15 C16 C17 . . 119.7(4) ?
    C15 C16 H16 . . 120.1 ?
    C17 C16 H16 . . 120.1 ?
    C12 C17 C16 . . 121.1(3) ?
    C12 C17 H17 . . 119.5 ?
    C16 C17 H17 . . 119.5 ?
    H1w O1w H2w . . 111(3) ?
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 C1 C2 . . . . 13.2(4) ?
    C5 N1 C1 C6 . . . . -166.2(3) ?
    N1 C1 C2 C7 . . . . -165.8(3) ?
    C6 C1 C2 C7 . . . . 13.5(5) ?
    N1 C1 C2 C3 . . . . 12.1(4) ?
    C6 C1 C2 C3 . . . . -168.6(3) ?
    C1 C2 C3 C4 . . . . -31.5(3) ?
    C7 C2 C3 C4 . . . . 146.5(2) ?
    C1 C2 C3 C12 . . . . 94.1(3) ?
    C7 C2 C3 C12 . . . . -87.9(3) ?
    C12 C3 C4 C5 . . . . -95.4(3) ?
    C2 C3 C4 C5 . . . . 29.0(3) ?
    C12 C3 C4 C9 . . . . 79.5(3) ?
    C2 C3 C4 C9 . . . . -156.1(2) ?
    C9 C4 C5 N1 . . . . 177.7(3) ?
    C3 C4 C5 N1 . . . . -7.5(4) ?
    C9 C4 C5 C11 . . . . -1.8(5) ?
    C3 C4 C5 C11 . . . . 173.0(3) ?
    C1 N1 C5 C4 . . . . -15.7(4) ?
    C1 N1 C5 C11 . . . . 163.9(3) ?
    C1 C2 C7 O1 . . . . 170.6(3) ?
    C3 C2 C7 O1 . . . . -7.3(4) ?
    C1 C2 C7 C8 . . . . -7.1(5) ?
    C3 C2 C7 C8 . . . . 175.0(3) ?
    C5 C4 C9 O2 . . . . 1.6(5) ?
    C3 C4 C9 O2 . . . . -173.2(3) ?
    C5 C4 C9 C10 . . . . -178.1(3) ?
    C3 C4 C9 C10 . . . . 7.2(4) ?
    C4 C3 C12 C13 . . . . 29.6(3) ?
    C2 C3 C12 C13 . . . . -95.5(3) ?
    C4 C3 C12 C17 . . . . -151.8(3) ?
    C2 C3 C12 C17 . . . . 83.1(3) ?
    C17 C12 C13 C14 . . . . 0.9(5) ?
    C3 C12 C13 C14 . . . . 179.5(3) ?
    C12 C13 C14 C15 . . . . -0.1(6) ?
    C13 C14 C15 C16 . . . . -0.7(6) ?
    C13 C14 C15 Br . . . . 178.7(3) ?
    C14 C15 C16 C17 . . . . 0.7(7) ?
    Br C15 C16 C17 . . . . -178.7(3) ?
    C13 C12 C17 C16 . . . . -0.8(5) ?
    C3 C12 C17 C16 . . . . -179.5(3) ?
    C15 C16 C17 C12 . . . . 0.0(6) ?
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
    N1 H1n O1w 1_555 0.881(14) 2.025(13) 2.904(3) 174(2)
    O1W H1w O1 4_566 0.84(2) 1.92(3) 2.754(3) 174(4)
    O1W H2w O2 4_556 0.841(18) 1.96(2) 2.778(3) 166(2)
