##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, and has been peer         #
# reviewed under the auspices of the IUCr Commission on Journals.            #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# 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 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
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##############################################################################
data_global
_audit_creation_method     SHELXL-97
_journal_data_validation_number     ?
_journal_date_recd_electronic     2006-05-22
_journal_date_accepted     2006-06-14
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2006
_journal_volume     62
_journal_issue      8
_journal_page_first     o498
_journal_page_last     o500
_journal_paper_category     FO
_journal_coeditor_code     DN3018
_publ_contact_author_name     'Lourdes Urpí'
_publ_contact_author_address
;
Departament d'Enginyeria Química
ETSEIB
Av. Diagonal 647
08028-Barcelona
Spain
;
_publ_contact_author_email     lourdes.urpi@upc.edu
_publ_contact_author_fax
;
34934010978
;
_publ_contact_author_phone
;
34934016685
;
_publ_section_title
;
6-(2-Chloroacetamido)hexanoic acid
;
loop_
    _publ_author_name
    _publ_author_address
    'Gastone, Carolina'
;
Departament d'Enginyeria Química
Universitat Politècnica de Catalunya
Avinguda Diagonal 647
E-08028 Barcelona
Spain
;
    'Puiggalí, Jordi'
;
Departament d'Enginyeria Química
Universitat Politècnica de Catalunya
Avinguda Diagonal 647
E-08028 Barcelona
Spain
;
    'Font-Bardia, Mercè'
;
Serveis Cientificotècnics de la UB
Universitat de Barcelona
C. Lluís Solé i Sabarís 1
E-08028 Barcelona
Spain
;
    'Urpí, Lourdes'
;
Departament d'Enginyeria Química
Universitat Politècnica de Catalunya
Avinguda Diagonal 647
E-08028 Barcelona
Spain
;
data_I
_chemical_name_systematic
;
6-(2-Chloroacetamido)hexanoic acid
;
_chemical_name_common
;
N-chloroacetyl-6-aminohexanoic acid
;
_chemical_formula_moiety     'C8 H14 Cl N O3'
_chemical_formula_sum     'C8 H14 Cl N O3'
_chemical_formula_iupac     'C8 H14 Cl N O3'
_chemical_formula_weight     207.65
_chemical_melting_point     359
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'C c'
_symmetry_space_group_name_Hall     'C -2yc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    'x, -y, z+1/2'
    'x+1/2, y+1/2, z'
    'x+1/2, -y+1/2, z+1/2'
_cell_length_a     29.149(4)
_cell_length_b     5.139(4)
_cell_length_c     14.498(4)
_cell_angle_alpha     90.00
_cell_angle_beta     110.90(2)
_cell_angle_gamma     90.00
_cell_volume     2028.9(17)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     25
_cell_measurement_theta_min     12
_cell_measurement_theta_max     21
_cell_measurement_temperature     293(2)
_exptl_crystal_description     prism
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.42
_exptl_crystal_size_mid     0.18
_exptl_crystal_size_min     0.10
_exptl_crystal_density_diffrn     1.360
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     880
_exptl_absorpt_coefficient_mu     0.353
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_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     'Enraf--Nonius CAD-4'
_diffrn_measurement_method     'ω/2θ'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     3057
_diffrn_reflns_av_R_equivalents     0.0000
_diffrn_reflns_av_sigmaI/netI     0.0306
_diffrn_reflns_theta_min     2.84
_diffrn_reflns_theta_max     29.96
_diffrn_reflns_theta_full     29.96
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -40
_diffrn_reflns_limit_h_max     38
_diffrn_reflns_limit_k_min     0
_diffrn_reflns_limit_k_max     7
_diffrn_reflns_limit_l_min     0
_diffrn_reflns_limit_l_max     20
_diffrn_standards_number     1
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     120
_diffrn_standards_decay_%     1
_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 > 2sigma(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     3057
_reflns_number_gt     2118
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0896
_refine_ls_R_factor_gt     0.0483
_refine_ls_wR_factor_gt     0.1167
_refine_ls_wR_factor_ref     0.1323
_refine_ls_goodness_of_fit_ref     1.061
_refine_ls_restrained_S_all     1.060
_refine_ls_number_reflns     3057
_refine_ls_number_parameters     237
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0720P)²+0.2711P] 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     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.364
_refine_diff_density_min     -0.254
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details     'Flack (1983), 97 Friedel pairs'
_refine_ls_abs_structure_Flack     0.05(9)
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'
    'Cl' 'Cl' 0.1484 0.1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'CAD-4 Software (Kiers, 1994)'
_computing_cell_refinement     'CAD-4 Software (Kiers, 1994)'
_computing_data_reduction     'WinGX-PC (Version 1.64.05; Farrugia, 1999)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics
                               'ORTEPII (Johnson, 1976) and PLATON (Spek, 2003)'
_computing_publication_material     'SHELXL97 and WinGX-PC'
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
    Cl Cl1A 0.38325(4) 0.1348(2) 0.41502(7) 0.0604(3) Uani d . 1 . .
    C C1A 0.35546(15) 0.4359(7) 0.4240(3) 0.0525(9) Uani d . 1 . .
    H H11A 0.3733 0.5100 0.4884 0.063 Uiso calc R 1 . .
    H H12A 0.3595 0.5532 0.3750 0.063 Uiso calc R 1 . .
    C C2A 0.30173(13) 0.4286(6) 0.4106(3) 0.0423(8) Uani d . 1 . .
    O O1A 0.28301(13) 0.6419(5) 0.4150(3) 0.0626(9) Uani d . 1 . .
    N N1A 0.27822(11) 0.2029(5) 0.3947(2) 0.0410(7) Uani d . 1 . .
    H H1A 0.2942 0.0649 0.3912 0.049 Uiso calc R 1 . .
    C C3A 0.22708(16) 0.1768(7) 0.3831(3) 0.0481(9) Uani d . 1 . .
    H H31A 0.2152 0.3424 0.3978 0.058 Uiso calc R 1 . .
    H H32A 0.2242 0.0502 0.4303 0.058 Uiso calc R 1 . .
    C C4A 0.19499(14) 0.0921(7) 0.2796(3) 0.0500(9) Uani d . 1 . .
    H H41A 0.2082 -0.0678 0.2636 0.060 Uiso calc R 1 . .
    H H42A 0.1623 0.0546 0.2791 0.060 Uiso calc R 1 . .
    C C5A 0.19105(15) 0.2908(7) 0.2004(3) 0.0452(9) Uani d . 1 . .
    H H51A 0.2237 0.3273 0.2002 0.054 Uiso calc R 1 . .
    H H52A 0.1780 0.4513 0.2163 0.054 Uiso calc R 1 . .
    C C6A 0.15869(17) 0.2033(8) 0.0984(3) 0.0555(11) Uani d . 1 . .
    H H61A 0.1720 0.0442 0.0821 0.067 Uiso calc R 1 . .
    H H62A 0.1262 0.1646 0.0988 0.067 Uiso calc R 1 . .
    C C7A 0.15433(18) 0.4030(8) 0.0202(3) 0.0595(11) Uani d . 1 . .
    H H71A 0.1870 0.4413 0.0206 0.071 Uiso calc R 1 . .
    H H72A 0.1414 0.5620 0.0375 0.071 Uiso calc R 1 . .
    C C8A 0.12245(16) 0.3273(8) -0.0830(4) 0.0500(10) Uani d . 1 . .
    O O2A 0.09809(15) 0.1270(7) -0.1013(3) 0.0731(11) Uani d . 1 . .
    O O3A 0.12320(14) 0.4899(7) -0.1494(2) 0.0769(10) Uani d . 1 . .
    H H3A 0.1034 0.4445 -0.2031 0.115 Uiso calc R 1 . .
    Cl Cl1B 0.28875(4) 0.7901(2) 0.15777(9) 0.0652(3) Uani d . 1 . .
    C C1B 0.31372(14) 1.0982(7) 0.1458(3) 0.0507(9) Uani d . 1 . .
    H H11B 0.2955 1.1653 0.0804 0.061 Uiso calc R 1 . .
    H H12B 0.3082 1.2161 0.1931 0.061 Uiso calc R 1 . .
    C C2B 0.36732(14) 1.1046(7) 0.1606(3) 0.0424(8) Uani d . 1 . .
    O O1B 0.38567(12) 1.3202(5) 0.1589(3) 0.0619(9) Uani d . 1 . .
    N N1B 0.39234(11) 0.8842(5) 0.1727(2) 0.0406(7) Uani d . 1 . .
    H H1B 0.3776 0.7395 0.1728 0.049 Uiso calc R 1 . .
    C C3B 0.44432(16) 0.8806(8) 0.1857(3) 0.0465(9) Uani d . 1 . .
    H H31B 0.4503 1.0088 0.1422 0.056 Uiso calc R 1 . .
    H H32B 0.4526 0.7110 0.1667 0.056 Uiso calc R 1 . .
    C C4B 0.47728(14) 0.9372(7) 0.2903(3) 0.0470(8) Uani d . 1 . .
    H H41B 0.4670 1.1002 0.3106 0.056 Uiso calc R 1 . .
    H H42B 0.5105 0.9605 0.2916 0.056 Uiso calc R 1 . .
    C C5B 0.47777(14) 0.7277(7) 0.3653(3) 0.0448(9) Uani d . 1 . .
    H H51B 0.4448 0.7061 0.3658 0.054 Uiso calc R 1 . .
    H H52B 0.4878 0.5635 0.3453 0.054 Uiso calc R 1 . .
    C C6B 0.51220(17) 0.7940(8) 0.4687(3) 0.0521(10) Uani d . 1 . .
    H H61B 0.5450 0.8198 0.4675 0.062 Uiso calc R 1 . .
    H H62B 0.5018 0.9570 0.4887 0.062 Uiso calc R 1 . .
    C C7B 0.51440(17) 0.5903(8) 0.5441(3) 0.0567(10) Uani d . 1 . .
    H H71B 0.4813 0.5588 0.5427 0.068 Uiso calc R 1 . .
    H H72B 0.5262 0.4296 0.5253 0.068 Uiso calc R 1 . .
    C C8B 0.54611(16) 0.6554(8) 0.6468(3) 0.0489(10) Uani d . 1 . .
    O O2B 0.57205(15) 0.8504(7) 0.6669(3) 0.0740(11) Uani d . 1 . .
    O O3B 0.54496(14) 0.4923(7) 0.7135(2) 0.0768(10) Uani d . 1 . .
    H H3B 0.5652 0.5348 0.7670 0.115 Uiso calc R 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
 Least-squares planes (x,y,z in crystal coordinates) and deviations from them
 (* indicates atom used to define plane)
  24.7343 (0.0491) x - 2.6500 (0.0134) y - 5.9942 (0.0370) z = 7.8970 (0.0372)
 *    0.0011 (0.0015)  O2B
 *   -0.0030 (0.0041)  C8B
 *    0.0010 (0.0014)  O3B
 *    0.0009 (0.0012)  C7B
 Rms deviation of fitted atoms =   0.0017
 - 3.6578 (0.0485) x + 0.3762 (0.0117) y + 14.0494 (0.0130) z = 1.3198 (0.0257)
 Angle to previous plane (with approximate esd) = 74.84 ( 0.20 )
 *    0.0036 (0.0029)  N1B
 *    0.0078 (0.0033)  C2B
 *   -0.0013 (0.0011)  O1B
 *   -0.0055 (0.0022)  C1B
 *   -0.0046 (0.0024)  C3B
 Rms deviation of fitted atoms =   0.0051
  25.1878 (0.0478) x - 2.5272 (0.0135) y - 5.9209 (0.0381) z = 2.7493 (0.0111)
 Angle to previous plane (with approximate esd) = 75.49 ( 0.20 )
 *    0.0003 (0.0016)  O2A
 *   -0.0008 (0.0041)  C8A
 *    0.0003 (0.0014)  O3A
 *    0.0002 (0.0012)  C7A
 Rms deviation of fitted atoms =   0.0005
 - 3.2890 (0.0545) x - 0.5862 (0.0111) y + 13.9522 (0.0139) z = 4.4854 (0.0125)
 Angle to previous plane (with approximate esd) = 81.54 ( 0.20 )
 *   -0.0119 (0.0029)  N1A
 *   -0.0009 (0.0031)  C2A
 *   -0.0024 (0.0012)  O1A
 *    0.0063 (0.0019)  C1A
 *    0.0089 (0.0022)  C3A
 Rms deviation of fitted atoms =   0.0073
  25.1837 (0.0288) x - 2.5528 (0.0071) y - 5.5853 (0.0134) z = 8.4557 (0.0143)
 Angle to previous plane (with approximate esd) = 82.98 ( 0.13 )
 *    0.0549 (0.0037)  O2B
 *    0.0119 (0.0041)  C8B
 *    0.0268 (0.0037)  O3B
 *   -0.0468 (0.0036)  C7B
 *   -0.0136 (0.0038)  O2A_$1
 *   -0.0138 (0.0041)  C8A_$1
 *   -0.0392 (0.0039)  O3A_$1
 *    0.0198 (0.0038)  C7A_$1
 Rms deviation of fitted atoms =   0.0323
;
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
    Cl1A C1A . 1.773(4) ?
    C1A C2A . 1.508(6) ?
    C1A H11A . 0.9700 ?
    C1A H12A . 0.9700 ?
    C2A O1A . 1.236(4) ?
    C2A N1A . 1.325(4) ?
    N1A C3A . 1.445(5) ?
    N1A H1A . 0.8600 ?
    C3A C4A . 1.521(6) ?
    C3A H31A . 0.9700 ?
    C3A H32A . 0.9700 ?
    C4A C5A . 1.510(6) ?
    C4A H41A . 0.9700 ?
    C4A H42A . 0.9700 ?
    C5A C6A . 1.511(6) ?
    C5A H51A . 0.9700 ?
    C5A H52A . 0.9700 ?
    C6A C7A . 1.501(6) ?
    C6A H61A . 0.9700 ?
    C6A H62A . 0.9700 ?
    C7A C8A . 1.503(6) ?
    C7A H71A . 0.9700 ?
    C7A H72A . 0.9700 ?
    C8A O2A . 1.224(5) ?
    C8A O3A . 1.281(6) ?
    O3A H3A . 0.8200 ?
    Cl1B C1B . 1.777(4) ?
    C1B C2B . 1.500(6) ?
    C1B H11B . 0.9700 ?
    C1B H12B . 0.9700 ?
    C2B O1B . 1.234(4) ?
    C2B N1B . 1.324(4) ?
    N1B C3B . 1.459(5) ?
    N1B H1B . 0.8600 ?
    C3B C4B . 1.506(6) ?
    C3B H31B . 0.9700 ?
    C3B H32B . 0.9700 ?
    C4B C5B . 1.527(5) ?
    C4B H41B . 0.9700 ?
    C4B H42B . 0.9700 ?
    C5B C6B . 1.515(6) ?
    C5B H51B . 0.9700 ?
    C5B H52B . 0.9700 ?
    C6B C7B . 1.498(6) ?
    C6B H61B . 0.9700 ?
    C6B H62B . 0.9700 ?
    C7B C8B . 1.484(6) ?
    C7B H71B . 0.9700 ?
    C7B H72B . 0.9700 ?
    C8B O2B . 1.226(5) ?
    C8B O3B . 1.289(5) ?
    O3B H3B . 0.8200 ?
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 C1A Cl1A . . 116.7(3) ?
    C2A C1A H11A . . 108.1 ?
    Cl1A C1A H11A . . 108.1 ?
    C2A C1A H12A . . 108.1 ?
    Cl1A C1A H12A . . 108.1 ?
    H11A C1A H12A . . 107.3 ?
    O1A C2A N1A . . 125.1(4) ?
    O1A C2A C1A . . 115.4(3) ?
    N1A C2A C1A . . 119.6(3) ?
    C2A N1A C3A . . 123.4(3) ?
    C2A N1A H1A . . 118.3 ?
    C3A N1A H1A . . 118.3 ?
    N1A C3A C4A . . 112.8(4) ?
    N1A C3A H31A . . 109.0 ?
    C4A C3A H31A . . 109.0 ?
    N1A C3A H32A . . 109.0 ?
    C4A C3A H32A . . 109.0 ?
    H31A C3A H32A . . 107.8 ?
    C5A C4A C3A . . 114.2(3) ?
    C5A C4A H41A . . 108.7 ?
    C3A C4A H41A . . 108.7 ?
    C5A C4A H42A . . 108.7 ?
    C3A C4A H42A . . 108.7 ?
    H41A C4A H42A . . 107.6 ?
    C4A C5A C6A . . 113.2(3) ?
    C4A C5A H51A . . 108.9 ?
    C6A C5A H51A . . 108.9 ?
    C4A C5A H52A . . 108.9 ?
    C6A C5A H52A . . 108.9 ?
    H51A C5A H52A . . 107.7 ?
    C7A C6A C5A . . 113.0(3) ?
    C7A C6A H61A . . 109.0 ?
    C5A C6A H61A . . 109.0 ?
    C7A C6A H62A . . 109.0 ?
    C5A C6A H62A . . 109.0 ?
    H61A C6A H62A . . 107.8 ?
    C6A C7A C8A . . 115.5(3) ?
    C6A C7A H71A . . 108.4 ?
    C8A C7A H71A . . 108.4 ?
    C6A C7A H72A . . 108.4 ?
    C8A C7A H72A . . 108.4 ?
    H71A C7A H72A . . 107.5 ?
    O2A C8A O3A . . 123.3(4) ?
    O2A C8A C7A . . 122.6(4) ?
    O3A C8A C7A . . 114.1(4) ?
    C8A O3A H3A . . 109.5 ?
    C2B C1B Cl1B . . 116.6(3) ?
    C2B C1B H11B . . 108.1 ?
    Cl1B C1B H11B . . 108.1 ?
    C2B C1B H12B . . 108.1 ?
    Cl1B C1B H12B . . 108.1 ?
    H11B C1B H12B . . 107.3 ?
    O1B C2B N1B . . 123.3(3) ?
    O1B C2B C1B . . 117.0(4) ?
    N1B C2B C1B . . 119.8(3) ?
    C2B N1B C3B . . 121.7(3) ?
    C2B N1B H1B . . 119.2 ?
    C3B N1B H1B . . 119.2 ?
    N1B C3B C4B . . 112.8(4) ?
    N1B C3B H31B . . 109.0 ?
    C4B C3B H31B . . 109.0 ?
    N1B C3B H32B . . 109.0 ?
    C4B C3B H32B . . 109.0 ?
    H31B C3B H32B . . 107.8 ?
    C3B C4B C5B . . 114.9(3) ?
    C3B C4B H41B . . 108.5 ?
    C5B C4B H41B . . 108.5 ?
    C3B C4B H42B . . 108.5 ?
    C5B C4B H42B . . 108.5 ?
    H41B C4B H42B . . 107.5 ?
    C6B C5B C4B . . 112.4(3) ?
    C6B C5B H51B . . 109.1 ?
    C4B C5B H51B . . 109.1 ?
    C6B C5B H52B . . 109.1 ?
    C4B C5B H52B . . 109.1 ?
    H51B C5B H52B . . 107.9 ?
    C7B C6B C5B . . 113.9(3) ?
    C7B C6B H61B . . 108.8 ?
    C5B C6B H61B . . 108.8 ?
    C7B C6B H62B . . 108.8 ?
    C5B C6B H62B . . 108.8 ?
    H61B C6B H62B . . 107.7 ?
    C8B C7B C6B . . 115.1(3) ?
    C8B C7B H71B . . 108.5 ?
    C6B C7B H71B . . 108.5 ?
    C8B C7B H72B . . 108.5 ?
    C6B C7B H72B . . 108.5 ?
    H71B C7B H72B . . 107.5 ?
    O2B C8B O3B . . 122.2(4) ?
    O2B C8B C7B . . 122.2(4) ?
    O3B C8B C7B . . 115.6(4) ?
    C8B O3B H3B . . 109.5 ?
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
    Cl1A C1A C2A O1A . . . . -178.4(3) no
    Cl1A C1A C2A N1A . . . . 1.2(5) yes
    O1A C2A N1A C3A . . . . -1.7(6) no
    C1A C2A N1A C3A . . . . 178.7(4) yes
    C2A N1A C3A C4A . . . . 113.4(4) yes
    N1A C3A C4A C5A . . . . -66.4(4) yes
    C3A C4A C5A C6A . . . . -179.6(4) yes
    C4A C5A C6A C7A . . . . 179.2(4) yes
    C5A C6A C7A C8A . . . . -179.8(4) yes
    C6A C7A C8A O2A . . . . 6.3(7) no
    C6A C7A C8A O3A . . . . -173.6(4) yes
    Cl1B C1B C2B O1B . . . . -175.3(3) no
    Cl1B C1B C2B N1B . . . . 5.9(5) yes
    O1B C2B N1B C3B . . . . 0.4(5) no
    C1B C2B N1B C3B . . . . 179.0(4) yes
    C2B N1B C3B C4B . . . . 81.8(4) yes
    N1B C3B C4B C5B . . . . 67.7(4) yes
    C3B C4B C5B C6B . . . . 179.1(4) yes
    C4B C5B C6B C7B . . . . -178.9(4) yes
    C5B C6B C7B C8B . . . . -177.4(4) yes
    C6B C7B C8B O2B . . . . -6.4(7) no
    C6B C7B C8B O3B . . . . 174.2(4) yes
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
    N1A H1A O1A 1_545 0.86 2.243 2.897(5) 132.74 yes
    N1A H1A Cl1A 1_555 0.86 2.519 2.990(3) 115.33 yes
    N1B H1B O1B 1_545 0.86 2.185 2.907(4) 141.41 yes
    N1B H1B Cl1B 1_555 0.86 2.532 2.989(4) 114.13 yes
    O3A H3A O2B 3_444 0.82 1.843 2.646(5) 165.96 yes
    O3B H3B O2A 3_556 0.82 1.866 2.669(5) 165.84 yes
    C1A H11A O1B 2_575 0.97 2.523 3.435(6) 156.71 yes
    C1B H11B O1A 2_574 0.97 2.499 3.413(6) 156.99 yes
    C3A H31A O1A 1_555 0.97 2.446 2.836(5) 103.68 yes
