 
data_A19166_002
 
_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C21 H16 Cl3 N O6' 
_chemical_formula_weight          484.70

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'
 
_space_group_crystal_system       triclinic
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
 
_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.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    7.7268(7)
_cell_length_b                    8.3747(8)
_cell_length_c                    18.9053(18)
_cell_angle_alpha                 84.599(3)
_cell_angle_beta                  81.432(3)
_cell_angle_gamma                 68.114(3)
_cell_volume                      1121.52(18)
_cell_formula_units_Z             2
_cell_measurement_temperature     296(2)
_cell_measurement_reflns_used      9882
_cell_measurement_theta_min        2.62
_cell_measurement_theta_max       27.20
 
_exptl_crystal_description        'block'
_exptl_crystal_colour             'yellow'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.435          
_exptl_crystal_F_000              496
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.214
_exptl_crystal_size_mid           0.175
_exptl_crystal_size_min           0.114
_exptl_absorpt_coefficient_mu     0.446
_shelx_estimated_absorpt_T_min    0.911
_shelx_estimated_absorpt_T_max    0.951
_exptl_absorpt_correction_type    MULTI-SCAN
_exptl_absorpt_correction_T_min   0.6520
_exptl_absorpt_correction_T_max   0.7385
_exptl_absorpt_process_details    SADABS 
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       296(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'fine-focus sealed tube'
_diffrn_measurement_device_type   'Bruker PHOTON II'  
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ?
_diffrn_reflns_number             33033
_diffrn_reflns_av_unetI/netI      0.0436
_diffrn_reflns_av_R_equivalents   0.0756
_diffrn_reflns_limit_h_min        -9
_diffrn_reflns_limit_h_max        9
_diffrn_reflns_limit_k_min        -9
_diffrn_reflns_limit_k_max        9
_diffrn_reflns_limit_l_min        -22
_diffrn_reflns_limit_l_max        22
_diffrn_reflns_theta_min          2.623
_diffrn_reflns_theta_max          24.996
_diffrn_reflns_theta_full         24.996
_diffrn_measured_fraction_theta_max   0.988
_diffrn_measured_fraction_theta_full  0.988
_diffrn_reflns_Laue_measured_fraction_max    0.988
_diffrn_reflns_Laue_measured_fraction_full   0.988
_diffrn_reflns_point_group_measured_fraction_max   0.988
_diffrn_reflns_point_group_measured_fraction_full  0.988
_reflns_number_total              3903
_reflns_number_gt                 3257
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection        'Bruker APEXIII' 
_computing_cell_refinement        'Bruker APEXIII' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     SHELXS
_computing_structure_refinement   SHELXL
_computing_molecular_graphics     ORTEP
_computing_publication_material   CIFTAB
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0563P)²+5.8955P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    mixed
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          3903
_refine_ls_number_parameters      386
_refine_ls_number_restraints      600
_refine_ls_R_factor_all           0.1398
_refine_ls_R_factor_gt            0.1238
_refine_ls_wR_factor_ref          0.2768
_refine_ls_wR_factor_gt           0.2686
_refine_ls_goodness_of_fit_ref    1.174
_refine_ls_restrained_S_all       1.175
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
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
O1 O 0.3140(7) 0.1380(6) 0.6352(2) 0.0525(13) Uani 1 1 d . U . . .
C2 C 0.2939(9) 0.2613(8) 0.5935(3) 0.0372(13) Uani 1 1 d . U . . .
C3 C 0.2727(8) 0.4398(7) 0.6092(3) 0.0357(13) Uani 1 1 d . U . . .
C4 C 0.2719(10) 0.5040(9) 0.6738(3) 0.0468(16) Uani 1 1 d . U . . .
H4 H 0.290109 0.433845 0.715302 0.056 Uiso 1 1 calc R U . . .
C5 C 0.2422(11) 0.6804(9) 0.6744(4) 0.0529(17) Uani 1 1 d . U . . .
H5 H 0.237669 0.729489 0.717040 0.064 Uiso 1 1 calc R U . . .
C6 C 0.2197(10) 0.7802(9) 0.6117(4) 0.0495(16) Uani 1 1 d . U . . .
H6 H 0.203864 0.895617 0.612843 0.059 Uiso 1 1 calc R U . . .
C7 C 0.2200(9) 0.7147(8) 0.5469(3) 0.0426(15) Uani 1 1 d . U . . .
H7 H 0.202381 0.784841 0.505388 0.051 Uiso 1 1 calc R U . . .
C8 C 0.2474(8) 0.5407(7) 0.5460(3) 0.0332(12) Uani 1 1 d . U . . .
C9 C 0.2505(8) 0.4368(7) 0.4870(3) 0.0311(12) Uani 1 1 d . U . . .
C10 C 0.2306(9) 0.4760(7) 0.4161(3) 0.0380(14) Uani 1 1 d . U . . .
H10 H 0.213124 0.586641 0.397050 0.046 Uiso 1 1 calc R U . . .
C11 C 0.2368(9) 0.3478(8) 0.3728(3) 0.0390(14) Uani 1 1 d . U . . .
H11 H 0.221595 0.374637 0.324719 0.047 Uiso 1 1 calc R U . . .
C12 C 0.2652(8) 0.1799(7) 0.3998(3) 0.0341(12) Uani 1 1 d . U . . .
C13 C 0.2855(8) 0.1409(7) 0.4722(3) 0.0359(13) Uani 1 1 d . U . . .
H13 H 0.303432 0.030327 0.491399 0.043 Uiso 1 1 calc R U . . .
C14 C 0.2785(8) 0.2687(7) 0.5151(3) 0.0328(12) Uani 1 1 d . U . . .
C15 C 0.2680(9) 0.0410(8) 0.3552(3) 0.0382(14) Uani 1 1 d . U . . .
O16 O 0.2525(8) -0.0896(6) 0.3827(2) 0.0581(14) Uani 1 1 d . U . . .
C17 C 0.2909(9) 0.0654(8) 0.2736(3) 0.0371(13) Uani 1 1 d . U . . .
H17 H 0.179915 0.161502 0.260050 0.045 Uiso 1 1 calc R U . . .
C18 C 0.2985(11) -0.0970(9) 0.2400(4) 0.0487(16) Uani 1 1 d . U . . .
O19 O 0.4426(9) -0.2059(7) 0.2169(3) 0.0762(17) Uani 1 1 d . U . . .
O20A O 0.109(5) -0.094(5) 0.2536(15) 0.052(4) Uani 0.36(2) 1 d . U P A 1
C21A C 0.081(4) -0.254(3) 0.2386(15) 0.067(5) Uani 0.36(2) 1 d D U P A 1
H21A H -0.017756 -0.272390 0.272688 0.081 Uiso 0.36(2) 1 calc R U P A 1
H21B H 0.195491 -0.353678 0.240231 0.081 Uiso 0.36(2) 1 calc R U P A 1
C22A C 0.023(7) -0.217(5) 0.1636(15) 0.102(9) Uani 0.36(2) 1 d D U P A 1
H22A H 0.017996 -0.319334 0.146510 0.153 Uiso 0.36(2) 1 calc R U P A 1
H22B H 0.113996 -0.182262 0.132295 0.153 Uiso 0.36(2) 1 calc R U P A 1
H22C H -0.097970 -0.126624 0.164500 0.153 Uiso 0.36(2) 1 calc R U P A 1
O20B O 0.142(3) -0.100(3) 0.2317(9) 0.057(3) Uani 0.64(2) 1 d . U P A 2
C21B C 0.143(2) -0.2521(19) 0.1988(11) 0.071(4) Uani 0.64(2) 1 d D U P A 2
H21C H 0.196694 -0.354749 0.228608 0.085 Uiso 0.64(2) 1 calc R U P A 2
H21D H 0.217120 -0.266445 0.152132 0.085 Uiso 0.64(2) 1 calc R U P A 2
C22B C -0.060(2) -0.224(3) 0.1916(14) 0.098(6) Uani 0.64(2) 1 d D U P A 2
H22D H -0.064624 -0.323328 0.171935 0.147 Uiso 0.64(2) 1 calc R U P A 2
H22E H -0.109726 -0.124712 0.160480 0.147 Uiso 0.64(2) 1 calc R U P A 2
H22F H -0.132679 -0.205406 0.237927 0.147 Uiso 0.64(2) 1 calc R U P A 2
N23 N 0.4545(8) 0.1069(7) 0.2470(3) 0.0418(12) Uani 1 1 d . U . . .
H23 H 0.565(11) 0.040(10) 0.255(4) 0.063 Uiso 1 1 d . U . . .
C24A C 0.4342(12) 0.2428(11) 0.1980(4) 0.0401(17) Uani 0.820(5) 1 d . U P B 1
O25A O 0.2897(10) 0.3376(10) 0.1782(4) 0.068(2) Uani 0.820(5) 1 d . U P B 1
O26A O 0.6026(8) 0.2554(9) 0.1765(3) 0.0483(15) Uani 0.820(5) 1 d . U P B 1
C27A C 0.5988(13) 0.3908(13) 0.1245(5) 0.057(2) Uani 0.820(5) 1 d . U P B 1
H27A H 0.597770 0.490208 0.147387 0.069 Uiso 0.820(5) 1 calc R U P B 1
H27B H 0.486771 0.424928 0.100736 0.069 Uiso 0.820(5) 1 calc R U P B 1
C28A C 0.7756(19) 0.3236(15) 0.0700(8) 0.064(3) Uani 0.820(5) 1 d . U P B 1
Cl29 Cl 0.9859(5) 0.2497(8) 0.1067(3) 0.1126(17) Uani 0.820(5) 1 d . U P B 1
Cl30 Cl 0.7596(6) 0.4993(8) 0.0067(3) 0.1216(19) Uani 0.820(5) 1 d . U P B 1
Cl31 Cl 0.7603(8) 0.1563(7) 0.0259(2) 0.151(2) Uani 0.820(5) 1 d . U P B 1
C24B C 0.473(7) 0.165(4) 0.184(2) 0.051(6) Uani 0.180(5) 1 d . U P B 2
O25B O 0.352(5) 0.229(5) 0.1457(19) 0.067(7) Uani 0.180(5) 1 d . U P B 2
O26B O 0.659(4) 0.154(4) 0.1603(13) 0.053(5) Uani 0.180(5) 1 d D U P B 2
C27B C 0.716(6) 0.198(5) 0.0872(16) 0.061(5) Uani 0.180(5) 1 d D U P B 2
H27C H 0.619920 0.207437 0.057873 0.073 Uiso 0.180(5) 1 calc R U P B 2
H27D H 0.830764 0.106054 0.069174 0.073 Uiso 0.180(5) 1 calc R U P B 2
C28B C 0.752(10) 0.369(6) 0.080(4) 0.062(5) Uani 0.180(5) 1 d D U P B 2
Cl32 Cl 0.9449(17) 0.3438(16) 0.1293(6) 0.048(3) Uani 0.180(5) 1 d D U P B 2
Cl33 Cl 0.823(2) 0.386(2) -0.0092(8) 0.080(4) Uani 0.180(5) 1 d . U P B 2
Cl34 Cl 0.622(2) 0.511(2) 0.1247(8) 0.092(4) Uani 0.180(5) 1 d D U P B 2
 
 
_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.
;
 
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
O1 C2 1.215(7) . ?
C2 C3 1.496(8) . ?
C2 C14 1.499(8) . ?
C3 C4 1.379(9) . ?
C3 C8 1.392(8) . ?
C4 C5 1.408(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.387(9) . ?
C6 H6 0.9300 . ?
C7 C8 1.394(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.470(8) . ?
C9 C10 1.367(8) . ?
C9 C14 1.406(7) . ?
C10 C11 1.392(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.399(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.394(8) . ?
C12 C15 1.492(8) . ?
C13 C14 1.383(8) . ?
C13 H13 0.9300 . ?
C15 O16 1.205(7) . ?
C15 C17 1.529(8) . ?
C17 N23 1.441(8) . ?
C17 C18 1.532(9) . ?
C17 H17 0.9800 . ?
C18 O19 1.198(8) . ?
C18 O20B 1.26(2) . ?
C18 O20A 1.44(4) . ?
O20A C21A 1.49(4) . ?
C21A C22A 1.518(19) . ?
C21A H21A 0.9700 . ?
C21A H21B 0.9700 . ?
C22A H22A 0.9600 . ?
C22A H22B 0.9600 . ?
C22A H22C 0.9600 . ?
O20B C21B 1.47(2) . ?
C21B C22B 1.517(16) . ?
C21B H21C 0.9700 . ?
C21B H21D 0.9700 . ?
C22B H22D 0.9600 . ?
C22B H22E 0.9600 . ?
C22B H22F 0.9600 . ?
N23 C24B 1.25(4) . ?
N23 C24A 1.375(10) . ?
N23 H23 0.85(8) . ?
C24A O25A 1.193(10) . ?
C24A O26A 1.344(10) . ?
O26A C27A 1.423(10) . ?
C27A C28A 1.538(16) . ?
C27A H27A 0.9700 . ?
C27A H27B 0.9700 . ?
C28A Cl29 1.736(15) . ?
C28A Cl31 1.744(14) . ?
C28A Cl30 1.785(13) . ?
C24B O25B 1.20(5) . ?
C24B O26B 1.41(6) . ?
O26B C27B 1.446(19) . ?
C27B C28B 1.54(2) . ?
C27B H27C 0.9700 . ?
C27B H27D 0.9700 . ?
C28B Cl34 1.48(6) . ?
C28B Cl33 1.71(7) . ?
C28B Cl32 1.81(7) . ?
Cl32 Cl34 2.375(18) . ?
 
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
O1 C2 C3 127.9(6) . . ?
O1 C2 C14 127.3(5) . . ?
C3 C2 C14 104.8(5) . . ?
C4 C3 C8 122.9(6) . . ?
C4 C3 C2 128.6(6) . . ?
C8 C3 C2 108.4(5) . . ?
C3 C4 C5 117.2(6) . . ?
C3 C4 H4 121.4 . . ?
C5 C4 H4 121.4 . . ?
C6 C5 C4 120.0(6) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 122.4(6) . . ?
C5 C6 H6 118.8 . . ?
C7 C6 H6 118.8 . . ?
C6 C7 C8 118.0(6) . . ?
C6 C7 H7 121.0 . . ?
C8 C7 H7 121.0 . . ?
C3 C8 C7 119.5(5) . . ?
C3 C8 C9 110.0(5) . . ?
C7 C8 C9 130.5(5) . . ?
C10 C9 C14 120.0(5) . . ?
C10 C9 C8 132.3(5) . . ?
C14 C9 C8 107.7(5) . . ?
C9 C10 C11 119.0(5) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C10 C11 C12 121.7(5) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C13 C12 C11 118.9(5) . . ?
C13 C12 C15 118.1(5) . . ?
C11 C12 C15 122.9(5) . . ?
C14 C13 C12 119.2(5) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C9 121.1(5) . . ?
C13 C14 C2 129.7(5) . . ?
C9 C14 C2 109.1(5) . . ?
O16 C15 C12 120.8(5) . . ?
O16 C15 C17 119.9(6) . . ?
C12 C15 C17 119.3(5) . . ?
N23 C17 C15 112.0(5) . . ?
N23 C17 C18 111.0(5) . . ?
C15 C17 C18 109.5(5) . . ?
N23 C17 H17 108.1 . . ?
C15 C17 H17 108.1 . . ?
C18 C17 H17 108.1 . . ?
O19 C18 O20B 121.6(10) . . ?
O19 C18 O20A 131.4(16) . . ?
O19 C18 C17 123.1(7) . . ?
O20B C18 C17 114.9(10) . . ?
O20A C18 C17 104.9(15) . . ?
C18 O20A C21A 117(2) . . ?
O20A C21A C22A 103(3) . . ?
O20A C21A H21A 111.1 . . ?
C22A C21A H21A 111.1 . . ?
O20A C21A H21B 111.1 . . ?
C22A C21A H21B 111.1 . . ?
H21A C21A H21B 109.1 . . ?
C21A C22A H22A 109.5 . . ?
C21A C22A H22B 109.5 . . ?
H22A C22A H22B 109.5 . . ?
C21A C22A H22C 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C18 O20B C21B 116.7(13) . . ?
O20B C21B C22B 107.2(14) . . ?
O20B C21B H21C 110.3 . . ?
C22B C21B H21C 110.3 . . ?
O20B C21B H21D 110.3 . . ?
C22B C21B H21D 110.3 . . ?
H21C C21B H21D 108.5 . . ?
C21B C22B H22D 109.5 . . ?
C21B C22B H22E 109.5 . . ?
H22D C22B H22E 109.5 . . ?
C21B C22B H22F 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
C24B N23 C17 120(2) . . ?
C24A N23 C17 118.0(6) . . ?
C24B N23 H23 105(6) . . ?
C24A N23 H23 119(5) . . ?
C17 N23 H23 122(5) . . ?
O25A C24A O26A 124.7(8) . . ?
O25A C24A N23 125.8(8) . . ?
O26A C24A N23 109.5(7) . . ?
C24A O26A C27A 114.3(7) . . ?
O26A C27A C28A 107.7(8) . . ?
O26A C27A H27A 110.2 . . ?
C28A C27A H27A 110.2 . . ?
O26A C27A H27B 110.2 . . ?
C28A C27A H27B 110.2 . . ?
H27A C27A H27B 108.5 . . ?
C27A C28A Cl29 114.6(10) . . ?
C27A C28A Cl31 108.0(9) . . ?
Cl29 C28A Cl31 108.9(7) . . ?
C27A C28A Cl30 104.9(8) . . ?
Cl29 C28A Cl30 112.0(7) . . ?
Cl31 C28A Cl30 108.2(8) . . ?
O25B C24B N23 127(4) . . ?
O25B C24B O26B 120(4) . . ?
N23 C24B O26B 113(4) . . ?
C24B O26B C27B 122(3) . . ?
O26B C27B C28B 112(4) . . ?
O26B C27B H27C 109.1 . . ?
C28B C27B H27C 109.1 . . ?
O26B C27B H27D 109.1 . . ?
C28B C27B H27D 109.1 . . ?
H27C C27B H27D 107.9 . . ?
Cl34 C28B C27B 118(5) . . ?
Cl34 C28B Cl33 126(4) . . ?
C27B C28B Cl33 103(4) . . ?
Cl34 C28B Cl32 92(3) . . ?
C27B C28B Cl32 109(4) . . ?
Cl33 C28B Cl32 109(4) . . ?
C28B Cl32 Cl34 38(2) . . ?
C28B Cl34 Cl32 50(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
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
O1 C2 C3 C4 0.2(11) . . . . ?
C14 C2 C3 C4 178.4(6) . . . . ?
O1 C2 C3 C8 -178.2(6) . . . . ?
C14 C2 C3 C8 0.0(6) . . . . ?
C8 C3 C4 C5 0.5(10) . . . . ?
C2 C3 C4 C5 -177.6(6) . . . . ?
C3 C4 C5 C6 -1.5(10) . . . . ?
C4 C5 C6 C7 1.8(11) . . . . ?
C5 C6 C7 C8 -1.2(10) . . . . ?
C4 C3 C8 C7 0.1(9) . . . . ?
C2 C3 C8 C7 178.6(5) . . . . ?
C4 C3 C8 C9 -178.5(6) . . . . ?
C2 C3 C8 C9 0.0(6) . . . . ?
C6 C7 C8 C3 0.2(9) . . . . ?
C6 C7 C8 C9 178.4(6) . . . . ?
C3 C8 C9 C10 179.4(6) . . . . ?
C7 C8 C9 C10 1.0(11) . . . . ?
C3 C8 C9 C14 0.0(6) . . . . ?
C7 C8 C9 C14 -178.4(6) . . . . ?
C14 C9 C10 C11 0.6(9) . . . . ?
C8 C9 C10 C11 -178.8(6) . . . . ?
C9 C10 C11 C12 -0.8(9) . . . . ?
C10 C11 C12 C13 0.8(9) . . . . ?
C10 C11 C12 C15 178.5(6) . . . . ?
C11 C12 C13 C14 -0.5(9) . . . . ?
C15 C12 C13 C14 -178.4(5) . . . . ?
C12 C13 C14 C9 0.3(9) . . . . ?
C12 C13 C14 C2 179.2(6) . . . . ?
C10 C9 C14 C13 -0.3(9) . . . . ?
C8 C9 C14 C13 179.2(5) . . . . ?
C10 C9 C14 C2 -179.4(5) . . . . ?
C8 C9 C14 C2 0.1(6) . . . . ?
O1 C2 C14 C13 -0.8(11) . . . . ?
C3 C2 C14 C13 -179.1(6) . . . . ?
O1 C2 C14 C9 178.1(6) . . . . ?
C3 C2 C14 C9 -0.1(6) . . . . ?
C13 C12 C15 O16 13.8(9) . . . . ?
C11 C12 C15 O16 -164.0(6) . . . . ?
C13 C12 C15 C17 -166.3(5) . . . . ?
C11 C12 C15 C17 16.0(9) . . . . ?
O16 C15 C17 N23 -126.1(6) . . . . ?
C12 C15 C17 N23 53.9(7) . . . . ?
O16 C15 C17 C18 -2.6(8) . . . . ?
C12 C15 C17 C18 177.4(5) . . . . ?
N23 C17 C18 O19 24.8(9) . . . . ?
C15 C17 C18 O19 -99.3(8) . . . . ?
N23 C17 C18 O20B -148.2(11) . . . . ?
C15 C17 C18 O20B 87.7(11) . . . . ?
N23 C17 C18 O20A -163.4(14) . . . . ?
C15 C17 C18 O20A 72.4(14) . . . . ?
O19 C18 O20A C21A 2(3) . . . . ?
C17 C18 O20A C21A -169.2(19) . . . . ?
C18 O20A C21A C22A -96(3) . . . . ?
O19 C18 O20B C21B 6(2) . . . . ?
C17 C18 O20B C21B 179.2(11) . . . . ?
C18 O20B C21B C22B -178(2) . . . . ?
C15 C17 N23 C24B -165.2(16) . . . . ?
C18 C17 N23 C24B 72.1(17) . . . . ?
C15 C17 N23 C24A -132.2(6) . . . . ?
C18 C17 N23 C24A 105.1(7) . . . . ?
C17 N23 C24A O25A 4.7(12) . . . . ?
C17 N23 C24A O26A -176.4(6) . . . . ?
O25A C24A O26A C27A -2.1(13) . . . . ?
N23 C24A O26A C27A 179.0(7) . . . . ?
C24A O26A C27A C28A -140.7(9) . . . . ?
O26A C27A C28A Cl29 -57.2(11) . . . . ?
O26A C27A C28A Cl31 64.3(10) . . . . ?
O26A C27A C28A Cl30 179.6(7) . . . . ?
C17 N23 C24B O25B 18(3) . . . . ?
C17 N23 C24B O26B -163.4(17) . . . . ?
O25B C24B O26B C27B -7(4) . . . . ?
N23 C24B O26B C27B 174(3) . . . . ?
C24B O26B C27B C28B 108(4) . . . . ?
O26B C27B C28B Cl34 -39(7) . . . . ?
O26B C27B C28B Cl33 179(3) . . . . ?
O26B C27B C28B Cl32 63(5) . . . . ?
C27B C28B Cl32 Cl34 -120(6) . . . . ?
Cl33 C28B Cl32 Cl34 129(4) . . . . ?
C27B C28B Cl34 Cl32 113(6) . . . . ?
Cl33 C28B Cl34 Cl32 -115(5) . . . . ?
 
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
N23 H23 O1  0.85(8) 2.53(8) 3.155(7) 131(7) 2_656 yes
 
_refine_diff_density_max    0.708
_refine_diff_density_min   -0.611
_refine_diff_density_rms    0.082






















