data_global 
_audit_creation_date        "12-02-06"
_audit_creation_method CRYSTALS_ver_14.11

_oxford_structure_analysis_title  'Hoc_TOK495 in P2(1)'
_chemical_name_systematic         ?
_chemical_melting_point           ?

 
_publ_contact_letter 
; 
; 
_publ_contact_author_name         'Michal Hocek' 
_publ_contact_author_address 
; 
  Institute of Organic Chemistry and Biochemistry
  Academy of Sciences of the Czech Republic
  Flemingovo nam. 2
  16010 Prague 6
  Czech Republic  
; 
 
_publ_contact_author_phone        '+420 220183324'
_publ_contact_author_fax          '+420 220183559'
_publ_contact_author_email        'hocek@uochb.cas.cz' 
_publ_requested_journal           'Organic & Biomolecular Chemistry' 
_publ_requested_coeditor_name     '' 
 
_publ_section_title 
; ? 
; 
 
loop_ 
 _publ_author_name 
 _publ_author_address 
 _publ_author_footnote 
 'Kubelka, Tomáš'
; 
  Institute of Organic Chemistry and Biochemistry
  Academy of Sciences of the Czech Republic
  Flemingovo nam. 2
  16010 Prague 6
  Czech Republic 
; 
; 

; 
 'Slavětínská, Lenka' # Author 2 
; 
  Institute of Organic Chemistry and Biochemistry
  Academy of Sciences of the Czech Republic
  Flemingovo nam. 2
  16010 Prague 6
  Czech Republic 
; 
; 

; 
 'Eigner, Václav'
; 
  Institute of Organic Chemistry and Biochemistry
  Academy of Sciences of the Czech Republic
  Flemingovo nam. 2
  16010 Prague 6
  Czech Republic 
; 
; 

; 
 'Hocek, Michal'
; 
  Institute of Organic Chemistry and Biochemistry
  Academy of Sciences of the Czech Republic
  Flemingovo nam. 2
  16010 Prague 6
  Czech Republic 
; 
; 

; 

 
 
_publ_section_abstract 
; 
? 
; 
 
_publ_section_related_literature  
; 
? 
; 
 
_publ_section_comment 
; 
? 
; 
_publ_section_acknowledgements 
; 
? 
; 
_publ_section_figure_captions 
; 
Fig. 1. 
The title compound with displacement ellipsoids drawn at the 50% 
probability level. H atoms are shown as spheres of 
arbitary radius. 
 
; 
 
 
_publ_section_exptl_refinement 
; 
The absolute configuration was arbitrarily assigned. 

The H atoms were all located in a difference map, but those 
attached to carbon atoms were repositioned geometrically. 
The H atoms were initially refined with soft restraints on the 
bond lengths and angles to regularise their geometry 
(O---H = 0.82 Å) and Uiso(H) (in the range 1.2-1.5 times 
Ueq of the parent atom), after which the positions were 
refined with riding constraints. 
 
; 
 
_publ_section_exptl_prep 
; 
? 
; 
 
data_1 
 
_exptl_special_details 
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. 
; 
_refine_special_details 
; 
? 
; 

_cell_length_a                    5.3111(3)
_cell_length_b                    11.1077(6)
_cell_length_c                    19.5383(13)
_cell_angle_alpha                 90
_cell_angle_beta                  96.676(6)
_cell_angle_gamma                 90
_cell_volume                      1144.84(12)
 
_symmetry_cell_setting            'Monoclinic' 
_symmetry_space_group_name_H-M    'P 1 21 1 ' 
_symmetry_space_group_name_Hall   'P 2yb' 
loop_
 _symmetry_equiv_pos_as_xyz
 'x,y,z'
 '-x,y+1/2,-z'

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source  
 C       0.0181   0.0091   2.3100  20.8439   1.0200  10.2075   1.5886   0.5687
   0.8650  51.6512   0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
 H       0.0000   0.0000   0.4930  10.5109   0.3229  26.1257   0.1402   3.1424
   0.0408  57.7998   0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
 N       0.0311   0.0180  12.2126   0.0057   3.1322   9.8933   2.0125  28.9975
   1.1663   0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
 O       0.0492   0.0322   3.0485  13.2771   2.2868   5.7011   1.5463   0.3239
   0.8670  32.9089   0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
 Cl      0.3639   0.7018  11.4604   0.0104   7.1964   1.1662   6.2556  18.5194
   1.6455  47.7784  -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
 
 
_cell_formula_units_Z                    4


_chemical_formula_sum             'C11 H14 Cl1 N1 O3'
_chemical_formula_moiety          'C11 H14 Cl1 N1 O3'
_chemical_compound_source                ?
_chemical_formula_weight            243.69
 
 
_cell_measurement_reflns_used         5945
_cell_measurement_theta_min              5
_cell_measurement_theta_max             77
_cell_measurement_temperature          190
 
_exptl_crystal_description        'prism' 
_exptl_crystal_colour             'colourless' 
_exptl_crystal_size_min           0.260 
_exptl_crystal_size_mid           0.370 
_exptl_crystal_size_max           0.490 
 
_exptl_crystal_density_diffrn     1.414 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     'not measured' 

_exptl_crystal_F_000              512 
_exptl_absorpt_coefficient_mu     2.908 
 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_process_details    'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' 
_exptl_absorpt_correction_T_min   0.24 
_exptl_absorpt_correction_T_max   0.47 
_diffrn_measurement_device_type   'Oxford Diffraction XCALIBUR' 
_diffrn_measurement_device        'Area' 
_diffrn_radiation_monochromator   'graphite' 
_diffrn_radiation_type            'Cu K\a'
_diffrn_radiation_wavelength           1.54184
_diffrn_measurement_method        'φ & ω scans' 
 
_computing_data_collection        'Xcalibur, (Oxford Diffraction, 2002)' 
_computing_cell_refinement        'CrysAlis RED, (Oxford Diffraction, 2002)' 
_computing_data_reduction         'CrysAlis RED, (Oxford Diffraction, 2002)' 
_computing_structure_solution     'SIR92 (Altomare et al., 1994)' 
_computing_structure_refinement   'CRYSTALS (Betteridge et al., 2003)' 
_computing_publication_material   'CRYSTALS (Betteridge et al., 2003)' 
_computing_molecular_graphics     'CAMERON (Watkin et al., 1996)' 
 
_diffrn_standards_interval_time   . 
_diffrn_standards_interval_count  . 
_diffrn_standards_number          0 
_diffrn_standards_decay_%         ? 
 
_diffrn_ambient_temperature        190
_diffrn_ambient_pressure        101
_diffrn_reflns_number             10498 
_reflns_number_total              4688 
_diffrn_reflns_av_R_equivalents   0.026 
 
 
_diffrn_reflns_theta_min          4.557 
_diffrn_reflns_theta_max          77.404 
_diffrn_measured_fraction_theta_max 0.982 
 
_diffrn_reflns_theta_full         73.534 
_diffrn_measured_fraction_theta_full 0.997 
 
 
_diffrn_reflns_limit_h_min        -6 
_diffrn_reflns_limit_h_max        6 
_diffrn_reflns_limit_k_min        -13 
_diffrn_reflns_limit_k_max        14 
_diffrn_reflns_limit_l_min        -24 
_diffrn_reflns_limit_l_max        22 
_reflns_limit_h_min               -6 
_reflns_limit_h_max               6 
_reflns_limit_k_min               -13 
_reflns_limit_k_max               14 
_reflns_limit_l_min               0 
_reflns_limit_l_max               24 
 
_oxford_diffrn_Wilson_B_factor    2.24 
_oxford_diffrn_Wilson_scale       0.02 
 
_atom_sites_solution_primary      direct
_atom_sites_solution_hydrogens    difmap
 
_refine_diff_density_min          -0.45 
_refine_diff_density_max          0.53 
 
 
_oxford_reflns_threshold_expression_ref     I>-10.0\s(I)
_refine_ls_number_reflns          4688 
_refine_ls_number_restraints      1 
_refine_ls_number_parameters      291 
_oxford_refine_ls_R_factor_ref    0.0383 
_refine_ls_wR_factor_ref          0.0950 
_refine_ls_goodness_of_fit_ref    1.0397 
_refine_ls_shift/su_max           0.0004146 
_refine_ls_shift/su_mean          0.0000500 
 
 
_oxford_reflns_number_all         4688 
_refine_ls_R_factor_all           0.0383 
_refine_ls_wR_factor_all          0.0950 
 
_reflns_threshold_expression      I>2.0σ(I)
_reflns_number_gt                 4585 
_refine_ls_R_factor_gt            0.0376 
_refine_ls_wR_factor_gt           0.0923 
 
_refine_ls_abs_structure_Flack    -0.008(12) 
_refine_ls_abs_structure_details  'Flack (1983), 0 Friedel-pairs' 
_chemical_absolute_configuration  'ad' 
 
 
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full
_refine_ls_hydrogen_treatment     constr           
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 0.132E+04 0.215E+04 0.120E+04 416. 
;
_publ_section_references 
; 
Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., 
Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. 
 
Betteridge, P.W., Carruthers, J.R., Cooper, R.I., 
Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. 
 
Flack, H. D. (1983). Acta Cryst. A39, 876-881. 
 
Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R., 
Munksgaard, Copenhagen, 291-294. 
 
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, 
edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. 
New York: Academic Press. 
 
Oxford Diffraction, (2002). CrysAlis RED. 
 
Oxford Diffraction, (2002). Xcalibur User Manual. 
 
Prince, E. 
Mathematical Techniques in Crystallography 
and Materials Science 
Springer-Verlag, New York, 1982. 
 
Watkin D.J. (1994). 
Acta Cryst, A50, 411-437. 
 
Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical 
Crystallography Laboratory, Oxford, UK. 
; 


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1a' C 0.5395(4) -0.03195(19) 0.11355(10) 0.0242 1.0000 Uani . . . . . . 
C2a' C 0.4374(4) -0.1527(2) 0.08680(12) 0.0315 1.0000 Uani . . . . . . 
C3a' C 0.5720(4) -0.1715(2) 0.02161(12) 0.0322 1.0000 Uani . . . . . . 
C4a' C 0.6857(5) -0.0453(2) 0.00925(11) 0.0354 1.0000 Uani . . . . . . 
C5a' C 0.6512(5) 0.0047(3) -0.06312(12) 0.0441 1.0000 Uani . . . . . . 
O6a' O 0.5736(4) 0.03566(15) 0.05323(8) 0.0354 1.0000 Uani . . . . . . 
O7a' O 0.7831(3) -0.25223(16) 0.03355(8) 0.0340 1.0000 Uani . . . . . . 
O8a' O 0.3911(4) 0.0219(2) -0.08552(9) 0.0503 1.0000 Uani . . . . . . 
N1a N 0.2102(3) 0.07434(17) 0.26518(9) 0.0256 1.0000 Uani . . . . . . 
C2a C 0.3613(4) 0.01962(19) 0.22564(10) 0.0248 1.0000 Uani . . . . . . 
C3a C 0.3651(4) 0.03691(17) 0.15534(10) 0.0230 1.0000 Uani . . . . . . 
C4a C 0.1907(4) 0.12080(19) 0.12501(11) 0.0276 1.0000 Uani . . . . . . 
C5a C 0.0268(4) 0.1798(2) 0.16523(12) 0.0289 1.0000 Uani . . . . . . 
C6a C 0.0411(4) 0.15422(18) 0.23491(12) 0.0271 1.0000 Uani . . . . . . 
C7a C -0.1261(4) 0.2149(2) 0.28134(13) 0.0351 1.0000 Uani . . . . . . 
Cl8a Cl 0.57097(9) -0.08341(7) 0.26941(2) 0.0320 1.0000 Uani . . . . . . 
C1b' C 0.4555(4) 0.46704(17) 0.39748(10) 0.0236 1.0000 Uani . . . . . . 
C2b' C 0.5491(4) 0.33959(18) 0.41312(11) 0.0241 1.0000 Uani . . . . . . 
C3b' C 0.4523(4) 0.31595(18) 0.48270(11) 0.0257 1.0000 Uani . . . . . . 
C4b' C 0.4834(4) 0.43910(17) 0.51731(9) 0.0256 1.0000 Uani . . . . . . 
C5b' C 0.7366(5) 0.4479(2) 0.56228(11) 0.0357 1.0000 Uani . . . . . . 
O6b' O 0.4751(4) 0.52684(14) 0.46308(8) 0.0321 1.0000 Uani . . . . . . 
O7b' O 0.1908(3) 0.28477(15) 0.47454(9) 0.0321 1.0000 Uani . . . . . . 
O8b' O 0.7814(4) 0.56517(16) 0.58975(8) 0.0438 1.0000 Uani . . . . . . 
N1b N 0.6986(3) 0.57398(16) 0.23281(9) 0.0241 1.0000 Uani . . . . . . 
C2b  C 0.5680(3) 0.52073(18) 0.27812(10) 0.0227 1.0000 Uani . . . . . . 
C3b  C 0.6047(4) 0.53622(17) 0.34926(10) 0.0231 1.0000 Uani . . . . . . 
C4b C 0.7985(4) 0.6154(2) 0.37333(11) 0.0311 1.0000 Uani . . . . . . 
C5b C 0.9386(5) 0.6715(2) 0.32738(12) 0.0332 1.0000 Uani . . . . . . 
C6b C 0.8862(4) 0.64966(19) 0.25694(11) 0.0256 1.0000 Uani . . . . . . 
C7b C 1.0330(4) 0.7078(2) 0.20499(13) 0.0341 1.0000 Uani . . . . . . 
Cl8b Cl 0.33232(9) 0.42292(7) 0.24235(2) 0.0296 1.0000 Uani . . . . . . 
H5a1 H -0.0978 0.2349 0.1460 0.0349 1.0000 Uiso R . . . . . 
H4a1 H 0.1836 0.1349 0.0786 0.0337 1.0000 Uiso R . . . . . 
H1a'1 H 0.7058 -0.0425 0.1416 0.0291 1.0000 Uiso R . . . . . 
H4a'1 H 0.8772 -0.0487 0.0257 0.0407 1.0000 Uiso R . . . . . 
H3a'1 H 0.4547 -0.1959 -0.0189 0.0380 1.0000 Uiso R . . . . . 
H2a'2 H 0.2562 -0.1481 0.0748 0.0384 1.0000 Uiso R . . . . . 
H2a'1 H 0.4733 -0.2171 0.1198 0.0382 1.0000 Uiso R . . . . . 
H5a'2 H 0.7182 -0.0540 -0.0948 0.0510 1.0000 Uiso R . . . . . 
H5a'1 H 0.7392 0.0807 -0.0653 0.0511 1.0000 Uiso R . . . . . 
H7a1 H -0.2562 0.2579 0.2541 0.0530 1.0000 Uiso R . . . . . 
H7a2 H -0.1961 0.1572 0.3089 0.0533 1.0000 Uiso R . . . . . 
H7a3 H -0.0270 0.2689 0.3121 0.0531 1.0000 Uiso R . . . . . 
H5b1 H 1.0725 0.7246 0.3438 0.0375 1.0000 Uiso R . . . . . 
H4b1 H 0.8264 0.6338 0.4211 0.0371 1.0000 Uiso R . . . . . 
H1b'1 H 0.2757 0.4641 0.3792 0.0268 1.0000 Uiso R . . . . . 
H4b'1 H 0.3417 0.4529 0.5461 0.0303 1.0000 Uiso R . . . . . 
H3b'1 H 0.5544 0.2545 0.5093 0.0308 1.0000 Uiso R . . . . . 
H2b'1 H 0.4881 0.2822 0.3798 0.0301 1.0000 Uiso R . . . . . 
H2b'2 H 0.7302 0.3410 0.4185 0.0301 1.0000 Uiso R . . . . . 
H5b'1 H 0.8736 0.4288 0.5347 0.0416 1.0000 Uiso R . . . . . 
H5b'2 H 0.7423 0.3911 0.6006 0.0433 1.0000 Uiso R . . . . . 
H7b3 H 1.1816 0.7472 0.2256 0.0522 1.0000 Uiso R . . . . . 
H7b2 H 1.0864 0.6470 0.1744 0.0531 1.0000 Uiso R . . . . . 
H7b1 H 0.9262 0.7649 0.1773 0.0524 1.0000 Uiso R . . . . . 
H8b'1 H 0.7580 0.5675 0.6306 0.0622 1.0000 Uiso R . . . . . 
H8a'1 H 0.3948 0.0461 -0.1251 0.0734 1.0000 Uiso R . . . . . 
H7b'1 H 0.1847 0.2130 0.4614 0.0474 1.0000 Uiso R . . . . . 
H7a'1 H 0.7255 -0.3169 0.0476 0.0525 1.0000 Uiso R . . . . . 

_refine_ls_extinction_coef 72.2(20) 
_refine_ls_extinction_method 
    'Larson (1970), Equation 22'
_oxford_refine_ls_scale 7.21(18) 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_site_symmetry_1
 _geom_bond_atom_site_label_2
 _geom_bond_site_symmetry_2
 _geom_bond_distance
 _geom_bond_publ_flag
C1a' . C2a' . 1.517(3)    yes
C1a' . O6a' . 1.427(2)    yes
C1a' . C3a . 1.512(3)    yes
C1a' . H1a'1 . 0.991    no
C2a' . C3a' . 1.546(3)    yes
C2a' . H2a'2 . 0.965    no
C2a' . H2a'1 . 0.967    no
C3a' . C4a' . 1.557(4)    yes
C3a' . O7a' . 1.433(3)    yes
C3a' . H3a'1 . 0.986    no
C4a' . C5a' . 1.510(3)    yes
C4a' . O6a' . 1.421(3)    yes
C4a' . H4a'1 . 1.032    no
C5a' . O8a' . 1.413(3)    yes
C5a' . H5a'2 . 0.993    no
C5a' . H5a'1 . 0.968    no
O7a' . H7a'1 . 0.839    no
O8a' . H8a'1 . 0.821    no
N1a . C2a . 1.325(3)    yes
N1a . C6a . 1.349(3)    yes
C2a . C3a . 1.389(3)    yes
C2a . Cl8a . 1.749(2)    yes
C3a . C4a . 1.396(3)    yes
C4a . C5a . 1.401(3)    yes
C4a . H4a1 . 0.916    no
C5a . C6a . 1.384(3)    yes
C5a . H5a1 . 0.947    no
C6a . C7a . 1.501(3)    yes
C7a . H7a1 . 0.951    no
C7a . H7a2 . 0.941    no
C7a . H7a3 . 0.962    no
C1b' . C2b' . 1.520(3)    yes
C1b' . O6b' . 1.437(2)    yes
C1b' . C3b  . 1.510(3)    yes
C1b' . H1b'1 . 0.980    no
C2b' . C3b' . 1.531(3)    yes
C2b' . H2b'1 . 0.941    no
C2b' . H2b'2 . 0.956    no
C3b' . C4b' . 1.526(3)    yes
C3b' . O7b' . 1.422(2)    yes
C3b' . H3b'1 . 0.982    no
C4b' . C5b' . 1.522(3)    yes
C4b' . O6b' . 1.436(2)    yes
C4b' . H4b'1 . 1.003    no
C5b' . O8b' . 1.418(3)    yes
C5b' . H5b'1 . 0.977    no
C5b' . H5b'2 . 0.977    no
O7b' . H7b'1 . 0.837    no
O8b' . H8b'1 . 0.823    no
N1b . C2b  . 1.326(3)    yes
N1b . C6b . 1.346(3)    yes
C2b . C3b  . 1.392(3)    yes
C2b . Cl8b . 1.741(2)    yes
C3b . C4b . 1.393(3)    yes
C4b . C5b . 1.380(3)    yes
C4b . H4b1 . 0.950    no
C5b . C6b . 1.393(3)    yes
C5b . H5b1 . 0.951    no
C6b . C7b . 1.496(3)    yes
C7b . H7b3 . 0.950    no
C7b . H7b2 . 0.966    no
C7b . H7b1 . 0.972    no
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_site_symmetry_1
 _geom_angle_atom_site_label_2
 _geom_angle_site_symmetry_2
 _geom_angle_atom_site_label_3
 _geom_angle_site_symmetry_3
 _geom_angle
 _geom_angle_publ_flag
C2a' . C1a' . O6a' . 104.80(16)    yes
C2a' . C1a' . C3a . 114.62(17)    yes
O6a' . C1a' . C3a . 108.94(16)    yes
C2a' . C1a' . H1a'1 . 110.2    no
O6a' . C1a' . H1a'1 . 109.1    no
C3a . C1a' . H1a'1 . 108.9    no
C1a' . C2a' . C3a' . 102.87(17)    yes
C1a' . C2a' . H2a'2 . 110.0    no
C3a' . C2a' . H2a'2 . 110.6    no
C1a' . C2a' . H2a'1 . 112.9    no
C3a' . C2a' . H2a'1 . 112.0    no
H2a'2 . C2a' . H2a'1 . 108.4    no
C2a' . C3a' . C4a' . 103.35(18)    yes
C2a' . C3a' . O7a' . 112.24(18)    yes
C4a' . C3a' . O7a' . 106.16(18)    yes
C2a' . C3a' . H3a'1 . 112.9    no
C4a' . C3a' . H3a'1 . 110.1    no
O7a' . C3a' . H3a'1 . 111.6    no
C3a' . C4a' . C5a' . 118.0(2)    yes
C3a' . C4a' . O6a' . 106.19(18)    yes
C5a' . C4a' . O6a' . 108.66(19)    yes
C3a' . C4a' . H4a'1 . 107.8    no
C5a' . C4a' . H4a'1 . 108.3    no
O6a' . C4a' . H4a'1 . 107.5    no
C4a' . C5a' . O8a' . 110.3(2)    yes
C4a' . C5a' . H5a'2 . 109.2    no
O8a' . C5a' . H5a'2 . 107.7    no
C4a' . C5a' . H5a'1 . 110.8    no
O8a' . C5a' . H5a'1 . 109.1    no
H5a'2 . C5a' . H5a'1 . 109.6    no
C1a' . O6a' . C4a' . 105.60(16)    yes
C3a' . O7a' . H7a'1 . 106.3    no
C5a' . O8a' . H8a'1 . 101.9    no
C2a . N1a . C6a . 117.63(18)    yes
N1a . C2a . C3a . 126.3(2)    yes
N1a . C2a . Cl8a . 114.18(15)    yes
C3a . C2a . Cl8a . 119.49(17)    yes
C1a' . C3a . C2a . 122.96(18)    yes
C1a' . C3a . C4a . 121.76(17)    yes
C2a . C3a . C4a . 115.26(18)    yes
C3a . C4a . C5a . 119.92(18)    yes
C3a . C4a . H4a1 . 118.9    no
C5a . C4a . H4a1 . 121.2    no
C4a . C5a . C6a . 119.27(19)    yes
C4a . C5a . H5a1 . 122.1    no
C6a . C5a . H5a1 . 118.6    no
C5a . C6a . N1a . 121.6(2)    yes
C5a . C6a . C7a . 122.3(2)    yes
N1a . C6a . C7a . 116.15(19)    yes
C6a . C7a . H7a1 . 109.3    no
C6a . C7a . H7a2 . 110.0    no
H7a1 . C7a . H7a2 . 110.7    no
C6a . C7a . H7a3 . 109.8    no
H7a1 . C7a . H7a3 . 110.2    no
H7a2 . C7a . H7a3 . 106.9    no
C2b' . C1b' . O6b' . 105.26(16)    yes
C2b' . C1b' . C3b  . 114.60(17)    yes
O6b' . C1b' . C3b  . 109.41(16)    yes
C2b' . C1b' . H1b'1 . 108.9    no
O6b' . C1b' . H1b'1 . 107.8    no
C3b  . C1b' . H1b'1 . 110.5    no
C1b' . C2b' . C3b' . 101.68(16)    yes
C1b' . C2b' . H2b'1 . 114.4    no
C3b' . C2b' . H2b'1 . 111.9    no
C1b' . C2b' . H2b'2 . 108.0    no
C3b' . C2b' . H2b'2 . 110.0    no
H2b'1 . C2b' . H2b'2 . 110.4    no
C2b' . C3b' . C4b' . 102.08(15)    yes
C2b' . C3b' . O7b' . 111.52(17)    yes
C4b' . C3b' . O7b' . 108.79(17)    yes
C2b' . C3b' . H3b'1 . 111.5    no
C4b' . C3b' . H3b'1 . 111.3    no
O7b' . C3b' . H3b'1 . 111.2    no
C3b' . C4b' . C5b' . 110.88(17)    yes
C3b' . C4b' . O6b' . 106.78(14)    yes
C5b' . C4b' . O6b' . 109.37(17)    yes
C3b' . C4b' . H4b'1 . 109.6    no
C5b' . C4b' . H4b'1 . 109.7    no
O6b' . C4b' . H4b'1 . 110.4    no
C4b' . C5b' . O8b' . 112.06(18)    yes
C4b' . C5b' . H5b'1 . 109.4    no
O8b' . C5b' . H5b'1 . 107.7    no
C4b' . C5b' . H5b'2 . 110.3    no
O8b' . C5b' . H5b'2 . 108.3    no
H5b'1 . C5b' . H5b'2 . 108.9    no
C1b' . O6b' . C4b' . 109.70(14)    yes
C3b' . O7b' . H7b'1 . 105.6    no
C5b' . O8b' . H8b'1 . 111.0    no
C2b  . N1b . C6b . 117.92(17)    yes
N1b . C2b  . C3b  . 126.03(18)    yes
N1b . C2b  . Cl8b . 114.70(14)    yes
C3b  . C2b  . Cl8b . 119.27(15)    yes
C1b' . C3b  . C2b  . 122.50(18)    yes
C1b' . C3b  . C4b . 122.10(17)    yes
C2b  . C3b  . C4b . 115.31(18)    yes
C3b  . C4b . C5b . 119.91(18)    yes
C3b  . C4b . H4b1 . 119.5    no
C5b . C4b . H4b1 . 120.5    no
C4b . C5b . C6b . 120.2(2)    yes
C4b . C5b . H5b1 . 119.9    no
C6b . C5b . H5b1 . 119.8    no
C5b . C6b . N1b . 120.61(19)    yes
C5b . C6b . C7b . 122.3(2)    yes
N1b . C6b . C7b . 117.05(18)    yes
C6b . C7b . H7b3 . 112.6    no
C6b . C7b . H7b2 . 109.3    no
H7b3 . C7b . H7b2 . 107.2    no
C6b . C7b . H7b1 . 110.0    no
H7b3 . C7b . H7b1 . 109.7    no
H7b2 . C7b . H7b1 . 107.9    no
loop_
 _geom_hbond_atom_site_label_D
 _geom_hbond_site_symmetry_D
 _geom_hbond_atom_site_label_H
 _geom_hbond_site_symmetry_H
 _geom_hbond_atom_site_label_A
 _geom_hbond_site_symmetry_A
 _geom_hbond_angle_DHA
 _geom_hbond_distance_DH
 _geom_hbond_distance_HA
 _geom_hbond_distance_DA
 _geom_hbond_publ_flag
C4a . H4a1 . O7a' 2_655 159 0.92 2.55 3.421(3)    yes
C3b' . H3b'1 . O6b' 2_646 138 0.98 2.59 3.390(3)    yes
O8b' . H8b'1 . N1a 2_656 166 0.82 2.03 2.832(3)    yes
O8a' . H8a'1 . N1b 2_645 162 0.82 2.13 2.920(3)    yes
O7b' . H7b'1 . O8b' 2_646 164 0.84 1.94 2.755(3)    yes
O7a' . H7a'1 . O8a' 2_645 176 0.84 2.06 2.898(3)    yes


_iucr_refine_instruction_details_constraints
;
BLOCK SCALE X'S, U'S 
CONT EXTPARAM 
CONT ENANTIO 
RIDE C   ( 1a',X'S) H   (1a'1,X'S) 
RIDE C   ( 2a',X'S) H   (2a'2,X'S) H   (2a'1,X'S) 
RIDE C   ( 3a',X'S) H   (3a'1,X'S) 
RIDE C   ( 4a',X'S) H   (4a'1,X'S) 
RIDE C   ( 5a',X'S) H   (5a'2,X'S) H   (5a'1,X'S) 
RIDE O   ( 7a',X'S) H   (7a'1,X'S) 
RIDE O   ( 8a',X'S) H   (8a'1,X'S) 
RIDE C   ( 4a,X'S) H   (4a1,X'S) 
RIDE C   ( 5a,X'S) H   (5a1,X'S) 
RIDE C   ( 7a,X'S) H   (7a1,X'S) H   (7a2,X'S) H   (7a3,X'S) 
RIDE C   ( 1b',X'S) H   (1b'1,X'S) 
RIDE C   ( 2b',X'S) H   (2b'1,X'S) H   (2b'2,X'S) 
RIDE C   ( 3b',X'S) H   (3b'1,X'S) 
RIDE C   ( 4b',X'S) H   (4b'1,X'S) 
RIDE C   ( 5b',X'S) H   (5b'1,X'S) H   (5b'2,X'S) 
RIDE O   ( 7b',X'S) H   (7b'1,X'S) 
RIDE O   ( 8b',X'S) H   (8b'1,X'S) 
RIDE C   ( 4b,X'S) H   (4b1,X'S) 
RIDE C   ( 5b,X'S) H   (5b1,X'S) 
RIDE C   ( 7b,X'S) H   (7b3,X'S) H   (7b2,X'S) H   (7b1,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints
;
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
