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#$Date: 2024-02-04 13:37:17 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289440 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/78/7247871.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7247871
loop_
_publ_author_name
'De Beer, Francois J.'
'Jacobs, Frederick J. F.'
'Ntsila, Akho'
'Kama, Dumisani V.'
'Azov, Vladimir A.'
_publ_section_title
;
 Analysis of short contacts in crystals of halogenated amino acids:
 atom--atom interactions vs. energy frameworks
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              604
_journal_page_last               619
_journal_paper_doi               10.1039/D3CE01029E
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C15 H20 Cl N O4'
_chemical_formula_sum            'C15 H20 Cl N O4'
_chemical_formula_weight         313.77
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-01-24
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-01-26 deposited with the CCDC.	2023-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.1069(15)
_cell_length_b                   11.791(3)
_cell_length_c                   26.327(8)
_cell_measurement_reflns_used    2519
_cell_measurement_temperature    105(2)
_cell_measurement_theta_max      58.008
_cell_measurement_theta_min      3.357
_cell_volume                     1585.3(8)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      105.00
_diffrn_measured_fraction_theta_full 0.813
_diffrn_measured_fraction_theta_max 0.813
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_unetI/netI     0.0872
_diffrn_reflns_Laue_measured_fraction_full 0.813
_diffrn_reflns_Laue_measured_fraction_max 0.813
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            4985
_diffrn_reflns_point_group_measured_fraction_full 0.759
_diffrn_reflns_point_group_measured_fraction_max 0.759
_diffrn_reflns_theta_full        67.339
_diffrn_reflns_theta_max         67.339
_diffrn_reflns_theta_min         3.357
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.268
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5166
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1530 before and 0.0906 after correction.
The Ratio of minimum to maximum transmission is 0.6862.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_description       needle
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.217
_exptl_crystal_size_mid          0.021
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.092
_refine_ls_abs_structure_details
;
 Flack x determined using 439 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(2)
_refine_ls_extinction_coef       0.015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         2156
_refine_ls_number_restraints     97
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.1294
_refine_ls_R_factor_gt           0.0802
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1255P)²+2.7844P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1981
_refine_ls_wR_factor_ref         0.2465
_reflns_Friedel_coverage         0.566
_reflns_Friedel_fraction_full    0.679
_reflns_Friedel_fraction_max     0.679
_reflns_number_gt                1497
_reflns_number_total             2156
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce01029e2.cif
_cod_data_source_block           cu_v3_22dfd1_b_0m
_cod_depositor_comments
'Adding full bibliography for 7247865--7247871.cif.'
_cod_database_code               7247871
_shelx_shelxl_version_number     2019/2
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.956
_shelx_estimated_absorpt_t_min   0.639
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H1-N1
 1 with sigma of 0.02
3. Rigid bond restraints
 C11, C6, C7, C8, C9, C10
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C10A, C11A, C6A, C7A, C8A, C9A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C11 \\sim C6 \\sim C7 \\sim C8 \\sim C9 \\sim C10: within 1.7A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 1.7A
C10A \\sim C11A \\sim C6A \\sim C7A \\sim C8A \\sim C9A: within 1.7A with sigma
of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
5. Others
 Sof(O2A)=Sof(C5A)=Sof(H5AA)=Sof(H5AB)=Sof(C10A)=Sof(H10A)=Sof(C11A)=Sof(H11A)=
 Sof(C6A)=Sof(C7A)=Sof(H7A)=Sof(C8A)=Sof(H8A)=Sof(C9A)=Sof(H9A)=1-FVAR(1)
 Sof(O2)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(C11)=Sof(H11)=Sof(C6)=Sof(C7)=Sof(H7)=
 Sof(C8)=Sof(H8)=Sof(C9)=Sof(H9)=Sof(C10)=Sof(H10)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C2(H2)
6.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B), C5A(H5AA,H5AB)
6.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C7(H7), C8(H8), C9(H9), C10(H10), C10A(H10A), C11A(H11A), C7A(H7A),
 C8A(H8A), C9A(H9A)
6.d Fitted hexagon refined as free rotating group:
 C11(C6,C7,C8,C9,C10), C10A(C11A,C6A,C7A,C8A,C9A)
6.e Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C14(H14A,H14B,H14C), C13(H13A,H13B,H13C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.1416(6) 0.9302(2) 0.61660(10) 0.0690(11) Uani 1 1 d . . . . .
O4 O 0.3155(13) 0.5820(6) 0.7009(2) 0.0528(18) Uani 1 1 d . . . . .
O3 O 0.6387(14) 0.6463(6) 0.6493(2) 0.0494(17) Uani 1 1 d . . . . .
O1 O 0.6403(17) 0.6902(7) 0.5272(3) 0.065(2) Uani 1 1 d . . . . .
N1 N 0.2116(16) 0.6688(7) 0.6299(3) 0.049(2) Uani 1 1 d D . . . .
C4 C 0.407(2) 0.6328(8) 0.6600(3) 0.049(3) Uani 1 1 d . . . . .
C3 C 0.378(2) 0.8414(7) 0.5879(4) 0.046(2) Uani 1 1 d . . . . .
H3A H 0.425851 0.872060 0.554213 0.055 Uiso 1 1 calc R U . . .
H3B H 0.537374 0.839200 0.609219 0.055 Uiso 1 1 calc R U . . .
C2 C 0.2686(19) 0.7228(8) 0.5820(3) 0.044(2) Uani 1 1 d . . . . .
H2 H 0.100126 0.729006 0.562878 0.053 Uiso 1 1 calc R U . . .
C12 C 0.496(2) 0.5338(9) 0.7394(4) 0.053(3) Uani 1 1 d . . . . .
C15 C 0.666(2) 0.4454(8) 0.7155(4) 0.059(3) Uani 1 1 d . . . . .
H15A H 0.559678 0.396958 0.693463 0.088 Uiso 1 1 calc R U . . .
H15B H 0.747448 0.399134 0.742119 0.088 Uiso 1 1 calc R U . . .
H15C H 0.803174 0.482291 0.695310 0.088 Uiso 1 1 calc R U . . .
C1 C 0.456(2) 0.6515(9) 0.5499(4) 0.055(3) Uani 1 1 d . . . . .
C14 C 0.649(2) 0.6297(9) 0.7644(4) 0.060(3) Uani 1 1 d . . . . .
H14A H 0.775529 0.660840 0.740127 0.091 Uiso 1 1 calc R U . . .
H14B H 0.742544 0.600373 0.794170 0.091 Uiso 1 1 calc R U . . .
H14C H 0.527675 0.689460 0.775044 0.091 Uiso 1 1 calc R U . . .
C13 C 0.311(2) 0.4777(12) 0.7769(4) 0.077(4) Uani 1 1 d . . . . .
H13A H 0.187016 0.534213 0.789933 0.115 Uiso 1 1 calc R U . . .
H13B H 0.411071 0.445611 0.805145 0.115 Uiso 1 1 calc R U . . .
H13C H 0.213630 0.417016 0.759712 0.115 Uiso 1 1 calc R U . . .
O2 O 0.335(4) 0.5392(17) 0.5491(9) 0.050(6) Uani 0.54(2) 1 d . . P A 1
C5 C 0.463(9) 0.455(2) 0.5187(11) 0.093(12) Uani 0.54(2) 1 d . . P A 1
H5A H 0.581355 0.491070 0.493893 0.112 Uiso 0.54(2) 1 calc R U P A 1
H5B H 0.331293 0.409486 0.499810 0.112 Uiso 0.54(2) 1 calc R U P A 1
C11 C 0.853(3) 0.4135(11) 0.5756(7) 0.068(6) Uani 0.54(2) 1 d G U P A 1
H11 H 0.918158 0.487396 0.568606 0.082 Uiso 0.54(2) 1 calc R U P A 1
C6 C 0.618(3) 0.3780(11) 0.5542(6) 0.053(7) Uani 0.54(2) 1 d G U P A 1
C7 C 0.523(3) 0.2699(11) 0.5644(6) 0.063(6) Uani 0.54(2) 1 d G U P A 1
H7 H 0.362482 0.245581 0.549842 0.075 Uiso 0.54(2) 1 calc R U P A 1
C8 C 0.663(4) 0.1973(10) 0.5959(7) 0.061(6) Uani 0.54(2) 1 d G U P A 1
H8 H 0.598215 0.123433 0.602909 0.073 Uiso 0.54(2) 1 calc R U P A 1
C9 C 0.898(4) 0.2329(14) 0.6173(7) 0.071(7) Uani 0.54(2) 1 d G U P A 1
H9 H 0.993920 0.183265 0.638826 0.085 Uiso 0.54(2) 1 calc R U P A 1
C10 C 0.993(3) 0.3410(15) 0.6071(6) 0.076(7) Uani 0.54(2) 1 d G U P A 1
H10 H 1.153895 0.365246 0.621675 0.091 Uiso 0.54(2) 1 calc R U P A 1
O2A O 0.459(5) 0.5529(19) 0.5519(10) 0.048(7) Uani 0.46(2) 1 d . . P A 2
C5A C 0.643(7) 0.478(2) 0.5259(12) 0.059(8) Uani 0.46(2) 1 d . . P A 2
H5AA H 0.814886 0.516651 0.523398 0.071 Uiso 0.46(2) 1 calc R U P A 2
H5AB H 0.579548 0.463895 0.490950 0.071 Uiso 0.46(2) 1 calc R U P A 2
C10A C 0.848(6) 0.2508(17) 0.6185(10) 0.084(10) Uani 0.46(2) 1 d G U P A 2
H10A H 0.962802 0.239976 0.646502 0.101 Uiso 0.46(2) 1 calc R U P A 2
C11A C 0.844(5) 0.3541(14) 0.5931(9) 0.073(8) Uani 0.46(2) 1 d G U P A 2
H11A H 0.956109 0.413901 0.603717 0.088 Uiso 0.46(2) 1 calc R U P A 2
C6A C 0.676(5) 0.3699(14) 0.5521(8) 0.060(8) Uani 0.46(2) 1 d G U P A 2
C7A C 0.513(5) 0.2824(18) 0.5366(8) 0.087(10) Uani 0.46(2) 1 d G U P A 2
H7A H 0.397833 0.293202 0.508585 0.104 Uiso 0.46(2) 1 calc R U P A 2
C8A C 0.516(4) 0.1791(16) 0.5620(9) 0.089(9) Uani 0.46(2) 1 d G U P A 2
H8A H 0.404522 0.119278 0.551370 0.106 Uiso 0.46(2) 1 calc R U P A 2
C9A C 0.684(6) 0.1633(15) 0.6030(10) 0.082(10) Uani 0.46(2) 1 d G U P A 2
H9A H 0.687005 0.092663 0.620328 0.098 Uiso 0.46(2) 1 calc R U P A 2
H1 H 0.031(9) 0.656(8) 0.642(3) 0.05(3) Uiso 1 1 d D . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 O4 C12 120.7(8) . . ?
C4 N1 C2 120.3(8) . . ?
C4 N1 H1 118(6) . . ?
C2 N1 H1 122(6) . . ?
O4 C4 N1 111.1(9) . . ?
O3 C4 O4 126.1(9) . . ?
O3 C4 N1 122.8(9) . . ?
Cl1 C3 H3A 109.7 . . ?
Cl1 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
C2 C3 Cl1 109.9(7) . . ?
C2 C3 H3A 109.7 . . ?
C2 C3 H3B 109.7 . . ?
N1 C2 C3 113.1(8) . . ?
N1 C2 H2 107.5 . . ?
N1 C2 C1 111.5(8) . . ?
C3 C2 H2 107.5 . . ?
C3 C2 C1 109.5(8) . . ?
C1 C2 H2 107.5 . . ?
O4 C12 C15 110.0(8) . . ?
O4 C12 C14 109.2(8) . . ?
O4 C12 C13 102.7(8) . . ?
C15 C12 C14 113.7(9) . . ?
C15 C12 C13 109.4(9) . . ?
C13 C12 C14 111.2(9) . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O1 C1 C2 123.7(10) . . ?
O1 C1 O2 131.9(13) . . ?
O2 C1 C2 103.9(13) . . ?
O2A C1 O1 113.1(16) . . ?
O2A C1 C2 122.1(16) . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C5 O2 C1 116(2) . . ?
O2 C5 H5A 110.1 . . ?
O2 C5 H5B 110.1 . . ?
O2 C5 C6 108(2) . . ?
H5A C5 H5B 108.4 . . ?
C6 C5 H5A 110.1 . . ?
C6 C5 H5B 110.1 . . ?
C6 C11 H11 120.0 . . ?
C6 C11 C10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C6 C5 121.3(17) . . ?
C7 C6 C5 118.7(17) . . ?
C7 C6 C11 120.0 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 120.0 . . ?
C8 C7 H7 120.0 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.0 . . ?
C10 C9 H9 120.0 . . ?
C11 C10 H10 120.0 . . ?
C9 C10 C11 120.0 . . ?
C9 C10 H10 120.0 . . ?
C1 O2A C5A 126(2) . . ?
O2A C5A H5AA 109.1 . . ?
O2A C5A H5AB 109.1 . . ?
O2A C5A C6A 112(2) . . ?
H5AA C5A H5AB 107.9 . . ?
C6A C5A H5AA 109.1 . . ?
C6A C5A H5AB 109.1 . . ?
C11A C10A H10A 120.0 . . ?
C11A C10A C9A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C6A C11A C10A 120.0 . . ?
C6A C11A H11A 120.0 . . ?
C11A C6A C5A 124(2) . . ?
C7A C6A C5A 116(2) . . ?
C7A C6A C11A 120.0 . . ?
C6A C7A H7A 120.0 . . ?
C8A C7A C6A 120.0 . . ?
C8A C7A H7A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C7A C8A C9A 120.0 . . ?
C9A C8A H8A 120.0 . . ?
C10A C9A H9A 120.0 . . ?
C8A C9A C10A 120.0 . . ?
C8A C9A H9A 120.0 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C3 1.766(10) . ?
O4 C4 1.319(12) . ?
O4 C12 1.484(12) . ?
O3 C4 1.225(12) . ?
O1 C1 1.205(13) . ?
N1 C4 1.343(12) . ?
N1 C2 1.442(11) . ?
N1 H1 0.99(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.514(13) . ?
C2 H2 1.0000 . ?
C2 C1 1.530(14) . ?
C12 C15 1.494(15) . ?
C12 C14 1.523(15) . ?
C12 C13 1.521(15) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C1 O2 1.46(2) . ?
C1 O2A 1.16(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
O2 C5 1.44(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.52(4) . ?
C11 H11 0.9500 . ?
C11 C6 1.3900 . ?
C11 C10 1.3900 . ?
C6 C7 1.3900 . ?
C7 H7 0.9500 . ?
C7 C8 1.3900 . ?
C8 H8 0.9500 . ?
C8 C9 1.3900 . ?
C9 H9 0.9500 . ?
C9 C10 1.3900 . ?
C10 H10 0.9500 . ?
O2A C5A 1.46(4) . ?
C5A H5AA 0.9900 . ?
C5A H5AB 0.9900 . ?
C5A C6A 1.46(3) . ?
C10A H10A 0.9500 . ?
C10A C11A 1.3900 . ?
C10A C9A 1.3900 . ?
C11A H11A 0.9500 . ?
C11A C6A 1.3900 . ?
C6A C7A 1.3900 . ?
C7A H7A 0.9500 . ?
C7A C8A 1.3900 . ?
C8A H8A 0.9500 . ?
C8A C9A 1.3900 . ?
C9A H9A 0.9500 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C2 H2 O1 1.00 2.57 3.540(13) 163.2 1_455 yes
N1 H1 O3 0.99(3) 2.01(4) 2.982(11) 166(8) 1_455 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C3 C2 N1 -63.7(9) . . . . ?
Cl1 C3 C2 C1 171.2(6) . . . . ?
O1 C1 O2 C5 5(3) . . . . ?
O1 C1 O2A C5A -6(4) . . . . ?
N1 C2 C1 O1 -135.9(10) . . . . ?
N1 C2 C1 O2 51.6(13) . . . . ?
N1 C2 C1 O2A 31(2) . . . . ?
C4 O4 C12 C15 -59.7(11) . . . . ?
C4 O4 C12 C14 65.7(11) . . . . ?
C4 O4 C12 C13 -176.1(9) . . . . ?
C4 N1 C2 C3 -72.4(11) . . . . ?
C4 N1 C2 C1 51.6(12) . . . . ?
C3 C2 C1 O1 -9.9(13) . . . . ?
C3 C2 C1 O2 177.6(11) . . . . ?
C3 C2 C1 O2A 157.4(19) . . . . ?
C2 N1 C4 O4 -177.5(8) . . . . ?
C2 N1 C4 O3 2.0(14) . . . . ?
C2 C1 O2 C5 176.5(19) . . . . ?
C2 C1 O2A C5A -175(2) . . . . ?
C12 O4 C4 O3 -0.3(15) . . . . ?
C12 O4 C4 N1 179.1(8) . . . . ?
C1 O2 C5 C6 102(2) . . . . ?
C1 O2A C5A C6A 154(3) . . . . ?
O2 C5 C6 C11 -76(3) . . . . ?
O2 C5 C6 C7 106(2) . . . . ?
C5 C6 C7 C8 179(2) . . . . ?
C11 C6 C7 C8 0.0 . . . . ?
C6 C11 C10 C9 0.0 . . . . ?
C6 C7 C8 C9 0.0 . . . . ?
C7 C8 C9 C10 0.0 . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C10 C11 C6 C5 -179(2) . . . . ?
C10 C11 C6 C7 0.0 . . . . ?
O2A C5A C6A C11A -83(3) . . . . ?
O2A C5A C6A C7A 92(3) . . . . ?
C5A C6A C7A C8A -175(3) . . . . ?
C10A C11A C6A C5A 175(3) . . . . ?
C10A C11A C6A C7A 0.0 . . . . ?
C11A C10A C9A C8A 0.0 . . . . ?
C11A C6A C7A C8A 0.0 . . . . ?
C6A C7A C8A C9A 0.0 . . . . ?
C7A C8A C9A C10A 0.0 . . . . ?
C9A C10A C11A C6A 0.0 . . . . ?
