# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_nn166bis_a
_database_code_depnum_ccdc_archive 'CCDC 1044250'
_audit_update_record             
;
2015-01-19 deposited with the CCDC.
2015-02-19 downloaded from the CCDC.
;
#compound 5g

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H28 Cl N O9'
_chemical_formula_sum            'C28 H28 Cl N O9'
_chemical_formula_weight         557.96

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'
Cl Cl 0.1484 0.1585 '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'

_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                   11.5552(3)
_cell_length_b                   11.6532(4)
_cell_length_c                   11.9655(4)
_cell_angle_alpha                77.690(1)
_cell_angle_beta                 68.849(2)
_cell_angle_gamma                63.172(2)
_cell_volume                     1338.48(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    150.0(1)
_cell_measurement_reflns_used    5545
_cell_measurement_theta_min      0.998
_cell_measurement_theta_max      27.485

_exptl_crystal_description       'block '
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_F_000             584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.280
_exptl_absorpt_coefficient_mu    0.199
_shelx_estimated_absorpt_T_min   0.939
_shelx_estimated_absorpt_T_max   0.946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.973361
_exptl_absorpt_correction_T_max  1.04394
_exptl_absorpt_process_details   DENZO/SCALEPACK
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150.0(1)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18840
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.962
_diffrn_reflns_theta_max         27.552
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             6114
_reflns_number_gt                5310
_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       'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement       'DENZO (Otwinowski & Minor, 1997) & COLLECT'
_computing_data_reduction        'DENZO & COLLECT'
_computing_structure_solution    SHELXT(Sheldrick,2014)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  ?
_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)+(0.0355P)²+0.8684P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6114
_refine_ls_number_parameters     436
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0453
_refine_ls_wR_factor_ref         0.1070
_refine_ls_wR_factor_gt          0.1013
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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
Cl Cl 0.65847(7) 0.82978(8) -0.02994(5) 0.0681(2) Uani 1 1 d . . . . .
O8 O 0.12056(11) 0.08428(10) 0.53721(10) 0.0260(2) Uani 1 1 d . . . . .
O6 O 0.11686(11) 0.23110(11) 0.30059(10) 0.0278(3) Uani 1 1 d . . . . .
O5 O 0.00892(11) 0.38466(10) 0.43307(10) 0.0267(2) Uani 1 1 d . . . . .
O1 O 0.26454(11) 0.46986(11) 0.22644(10) 0.0266(2) Uani 1 1 d . . . . .
O2 O 0.29345(12) 0.63402(11) 0.52176(11) 0.0308(3) Uani 1 1 d . . . . .
O7 O 0.34817(11) -0.01387(10) 0.46033(11) 0.0291(3) Uani 1 1 d . . . . .
O9 O 0.05586(13) 0.12385(12) 1.01872(10) 0.0344(3) Uani 1 1 d . . . . .
O4 O 0.55940(12) 0.40152(12) 0.23555(13) 0.0415(3) Uani 1 1 d . . . . .
N1 N 0.27618(12) 0.55291(12) 0.37531(11) 0.0214(3) Uani 1 1 d . . . . .
O3 O 0.63809(12) 0.18963(12) 0.27372(15) 0.0472(4) Uani 1 1 d . . . . .
C23 C 0.24432(15) 0.08183(14) 0.47595(13) 0.0215(3) Uani 1 1 d . . . . .
C16 C 0.18922(15) 0.24462(14) 0.65957(13) 0.0198(3) Uani 1 1 d . . . . .
C25 C 0.10532(15) 0.28961(14) 0.39129(13) 0.0207(3) Uani 1 1 d . . . . .
C13 C 0.22896(15) 0.29275(14) 0.52970(13) 0.0188(3) Uani 1 1 d . . . . .
H13 H 0.1616(18) 0.3793(17) 0.5221(16) 0.023 Uiso 1 1 d . U . . .
C8 C 0.31124(15) 0.53950(15) 0.47884(14) 0.0230(3) Uani 1 1 d . . . . .
C15 C 0.36160(15) 0.21430(15) 0.32517(14) 0.0218(3) Uani 1 1 d . . . . .
H15A H 0.4376(19) 0.1307(18) 0.3301(16) 0.026 Uiso 1 1 d . U . . .
H15B H 0.3458(18) 0.2296(17) 0.2485(17) 0.026 Uiso 1 1 d . U . . .
C21 C 0.26970(16) 0.12645(15) 0.70390(14) 0.0250(3) Uani 1 1 d . . . . .
H21 H 0.3565(19) 0.0708(18) 0.6502(17) 0.030 Uiso 1 1 d . U . . .
C14 C 0.23387(14) 0.21818(14) 0.43099(13) 0.0195(3) Uani 1 1 d . . . . .
C19 C 0.10651(16) 0.15885(16) 0.90030(14) 0.0254(3) Uani 1 1 d . . . . .
C27 C 0.54585(15) 0.29293(15) 0.28182(14) 0.0230(3) Uani 1 1 d . . . . .
C11 C 0.39752(14) 0.31641(14) 0.34881(13) 0.0199(3) Uani 1 1 d . . . . .
C12 C 0.30592(14) 0.45144(14) 0.31135(13) 0.0205(3) Uani 1 1 d . . . . .
C17 C 0.06762(16) 0.32091(15) 0.73970(14) 0.0235(3) Uani 1 1 d . . . . .
H17 H 0.0121(19) 0.4040(19) 0.7111(16) 0.028 Uiso 1 1 d . U . . .
C4 C 0.32195(16) 0.72532(15) 0.23371(15) 0.0252(3) Uani 1 1 d . . . . .
C10 C 0.36898(15) 0.29890(14) 0.48553(13) 0.0204(3) Uani 1 1 d . . . . .
H10 H 0.4370(18) 0.2158(17) 0.5051(16) 0.024 Uiso 1 1 d . U . . .
C20 C 0.22885(17) 0.08296(16) 0.82320(14) 0.0266(3) Uani 1 1 d . . . . .
H20 H 0.2854(19) 0.0007(19) 0.8499(17) 0.032 Uiso 1 1 d . U . . .
C9 C 0.37297(17) 0.40635(16) 0.53463(15) 0.0250(3) Uani 1 1 d . . . . .
H9A H 0.3270(19) 0.4109(18) 0.6198(18) 0.030 Uiso 1 1 d . U . . .
H9B H 0.470(2) 0.3914(18) 0.5199(17) 0.030 Uiso 1 1 d . U . . .
C7 C 0.21363(16) 0.68527(15) 0.32322(16) 0.0258(3) Uani 1 1 d . . . . .
H7A H 0.1606(19) 0.7407(19) 0.3886(17) 0.031 Uiso 1 1 d . U . . .
H7B H 0.1518(19) 0.6858(18) 0.2837(17) 0.031 Uiso 1 1 d . U . . .
C18 C 0.02650(17) 0.27877(16) 0.85869(15) 0.0283(3) Uani 1 1 d . . . . .
H18 H -0.057(2) 0.3308(19) 0.9120(18) 0.034 Uiso 1 1 d . U . . .
C5 C 0.37839(19) 0.68689(17) 0.11673(15) 0.0317(4) Uani 1 1 d . . . . .
H5 H 0.347(2) 0.637(2) 0.0915(18) 0.038 Uiso 1 1 d . U . . .
C3 C 0.3712(2) 0.79727(18) 0.26761(17) 0.0362(4) Uani 1 1 d . . . . .
H3 H 0.334(2) 0.824(2) 0.349(2) 0.043 Uiso 1 1 d . U . . .
C24 C 0.1167(2) -0.03706(18) 0.59432(18) 0.0345(4) Uani 1 1 d . . . . .
H24A H 0.166(2) -0.104(2) 0.540(2) 0.052 Uiso 1 1 d . U . . .
H24B H 0.022(2) -0.024(2) 0.627(2) 0.052 Uiso 1 1 d . U . . .
H24C H 0.159(2) -0.065(2) 0.659(2) 0.052 Uiso 1 1 d . U . . .
C6 C 0.4823(2) 0.7181(2) 0.03523(16) 0.0370(4) Uani 1 1 d . . . . .
H6 H 0.525(2) 0.686(2) -0.046(2) 0.044 Uiso 1 1 d . U . . .
C1 C 0.5283(2) 0.7900(2) 0.07198(16) 0.0389(4) Uani 1 1 d . . . . .
C26 C 0.00497(19) 0.2933(2) 0.25051(18) 0.0350(4) Uani 1 1 d . . . . .
H26A H -0.083(2) 0.297(2) 0.314(2) 0.053 Uiso 1 1 d . U . . .
H26B H 0.028(2) 0.243(2) 0.187(2) 0.053 Uiso 1 1 d . U . . .
H26C H 0.000(2) 0.379(2) 0.218(2) 0.053 Uiso 1 1 d . U . . .
C22 C 0.1295(2) -0.0050(2) 1.06009(18) 0.0394(4) Uani 1 1 d . . . . .
H22A H 0.140(2) -0.071(2) 1.009(2) 0.059 Uiso 1 1 d . U . . .
H22B H 0.075(3) -0.017(2) 1.141(2) 0.059 Uiso 1 1 d . U . . .
H22C H 0.220(3) -0.015(2) 1.057(2) 0.059 Uiso 1 1 d . U . . .
C2 C 0.4740(2) 0.8303(2) 0.18678(17) 0.0445(5) Uani 1 1 d . . . . .
H2 H 0.506(2) 0.879(2) 0.211(2) 0.053 Uiso 1 1 d . U . . .
C28 C 0.6964(2) 0.3914(2) 0.1725(2) 0.0475(5) Uani 1 1 d . . . . .
H28A H 0.750(3) 0.362(3) 0.227(2) 0.071 Uiso 1 1 d . U . . .
H28B H 0.688(3) 0.471(3) 0.132(2) 0.071 Uiso 1 1 d . U . . .
H28C H 0.740(3) 0.323(3) 0.120(3) 0.071 Uiso 1 1 d . U . . .


_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
Cl C1 1.7404(18) . ?
O8 C23 1.3413(18) . ?
O8 C24 1.446(2) . ?
O6 C25 1.3377(18) . ?
O6 C26 1.444(2) . ?
O5 C25 1.1992(18) . ?
O1 C12 1.2132(18) . ?
O2 C8 1.2165(18) . ?
O7 C23 1.1990(18) . ?
O9 C19 1.3737(19) . ?
O9 C22 1.434(2) . ?
O4 C27 1.323(2) . ?
O4 C28 1.448(2) . ?
N1 C12 1.3898(19) . ?
N1 C8 1.395(2) . ?
N1 C7 1.4829(19) . ?
O3 C27 1.1881(19) . ?
C23 C14 1.529(2) . ?
C16 C21 1.390(2) . ?
C16 C17 1.396(2) . ?
C16 C13 1.512(2) . ?
C25 C14 1.533(2) . ?
C13 C10 1.541(2) . ?
C13 C14 1.581(2) . ?
C13 H13 0.967(18) . ?
C8 C9 1.505(2) . ?
C15 C11 1.530(2) . ?
C15 C14 1.549(2) . ?
C15 H15A 0.982(18) . ?
C15 H15B 0.964(19) . ?
C21 C20 1.392(2) . ?
C21 H21 0.982(19) . ?
C19 C20 1.382(2) . ?
C19 C18 1.387(2) . ?
C27 C11 1.528(2) . ?
C11 C12 1.528(2) . ?
C11 C10 1.535(2) . ?
C17 C18 1.385(2) . ?
C17 H17 0.961(19) . ?
C4 C5 1.389(2) . ?
C4 C3 1.390(2) . ?
C4 C7 1.509(2) . ?
C10 C9 1.517(2) . ?
C10 H10 0.980(18) . ?
C20 H20 0.951(19) . ?
C9 H9A 0.96(2) . ?
C9 H9B 1.007(19) . ?
C7 H7A 0.96(2) . ?
C7 H7B 0.99(2) . ?
C18 H18 0.95(2) . ?
C5 C6 1.387(3) . ?
C5 H5 0.96(2) . ?
C3 C2 1.386(3) . ?
C3 H3 0.96(2) . ?
C24 H24A 0.95(2) . ?
C24 H24B 0.97(2) . ?
C24 H24C 0.98(2) . ?
C6 C1 1.380(3) . ?
C6 H6 0.99(2) . ?
C1 C2 1.374(3) . ?
C26 H26A 1.02(2) . ?
C26 H26B 0.95(2) . ?
C26 H26C 0.97(2) . ?
C22 H22A 1.03(3) . ?
C22 H22B 0.96(3) . ?
C22 H22C 0.98(3) . ?
C2 H2 0.93(2) . ?
C28 H28A 0.97(3) . ?
C28 H28B 0.93(3) . ?
C28 H28C 0.95(3) . ?

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
C23 O8 C24 116.16(13) . . ?
C25 O6 C26 115.19(13) . . ?
C19 O9 C22 116.85(14) . . ?
C27 O4 C28 116.82(15) . . ?
C12 N1 C8 124.92(13) . . ?
C12 N1 C7 117.21(13) . . ?
C8 N1 C7 117.62(13) . . ?
O7 C23 O8 124.51(14) . . ?
O7 C23 C14 125.14(14) . . ?
O8 C23 C14 110.34(12) . . ?
C21 C16 C17 117.79(14) . . ?
C21 C16 C13 122.64(13) . . ?
C17 C16 C13 119.56(13) . . ?
O5 C25 O6 124.36(14) . . ?
O5 C25 C14 125.90(14) . . ?
O6 C25 C14 109.73(12) . . ?
C16 C13 C10 114.00(12) . . ?
C16 C13 C14 118.15(12) . . ?
C10 C13 C14 104.24(11) . . ?
C16 C13 H13 107.4(10) . . ?
C10 C13 H13 107.5(10) . . ?
C14 C13 H13 104.8(10) . . ?
O2 C8 N1 120.20(14) . . ?
O2 C8 C9 121.07(14) . . ?
N1 C8 C9 118.72(13) . . ?
C11 C15 C14 105.21(12) . . ?
C11 C15 H15A 106.8(11) . . ?
C14 C15 H15A 108.8(11) . . ?
C11 C15 H15B 112.6(11) . . ?
C14 C15 H15B 112.1(11) . . ?
H15A C15 H15B 111.0(15) . . ?
C16 C21 C20 121.43(15) . . ?
C16 C21 H21 119.9(11) . . ?
C20 C21 H21 118.6(11) . . ?
C23 C14 C25 107.37(12) . . ?
C23 C14 C15 110.69(12) . . ?
C25 C14 C15 110.68(12) . . ?
C23 C14 C13 112.48(12) . . ?
C25 C14 C13 110.77(11) . . ?
C15 C14 C13 104.90(11) . . ?
O9 C19 C20 124.30(15) . . ?
O9 C19 C18 115.99(14) . . ?
C20 C19 C18 119.70(15) . . ?
O3 C27 O4 124.12(15) . . ?
O3 C27 C11 123.97(14) . . ?
O4 C27 C11 111.90(13) . . ?
C27 C11 C12 108.77(12) . . ?
C27 C11 C15 111.67(12) . . ?
C12 C11 C15 111.02(12) . . ?
C27 C11 C10 112.34(12) . . ?
C12 C11 C10 111.12(12) . . ?
C15 C11 C10 101.83(12) . . ?
O1 C12 N1 121.27(14) . . ?
O1 C12 C11 121.22(13) . . ?
N1 C12 C11 117.46(13) . . ?
C18 C17 C16 121.16(15) . . ?
C18 C17 H17 120.0(11) . . ?
C16 C17 H17 118.9(11) . . ?
C5 C4 C3 118.49(16) . . ?
C5 C4 C7 120.67(15) . . ?
C3 C4 C7 120.80(15) . . ?
C9 C10 C11 111.90(12) . . ?
C9 C10 C13 114.57(12) . . ?
C11 C10 C13 102.37(11) . . ?
C9 C10 H10 109.7(10) . . ?
C11 C10 H10 108.7(10) . . ?
C13 C10 H10 109.2(10) . . ?
C19 C20 C21 119.76(15) . . ?
C19 C20 H20 121.1(12) . . ?
C21 C20 H20 119.2(12) . . ?
C8 C9 C10 116.00(13) . . ?
C8 C9 H9A 106.5(11) . . ?
C10 C9 H9A 111.0(11) . . ?
C8 C9 H9B 104.1(11) . . ?
C10 C9 H9B 110.2(11) . . ?
H9A C9 H9B 108.5(15) . . ?
N1 C7 C4 110.54(12) . . ?
N1 C7 H7A 107.2(11) . . ?
C4 C7 H7A 112.2(12) . . ?
N1 C7 H7B 107.9(11) . . ?
C4 C7 H7B 110.4(11) . . ?
H7A C7 H7B 108.5(16) . . ?
C17 C18 C19 120.11(15) . . ?
C17 C18 H18 120.4(12) . . ?
C19 C18 H18 119.5(12) . . ?
C6 C5 C4 121.21(16) . . ?
C6 C5 H5 118.8(12) . . ?
C4 C5 H5 120.0(12) . . ?
C2 C3 C4 120.94(17) . . ?
C2 C3 H3 119.9(13) . . ?
C4 C3 H3 119.2(13) . . ?
O8 C24 H24A 112.0(14) . . ?
O8 C24 H24B 107.4(14) . . ?
H24A C24 H24B 111(2) . . ?
O8 C24 H24C 110.0(14) . . ?
H24A C24 H24C 106.4(19) . . ?
H24B C24 H24C 109.9(19) . . ?
C1 C6 C5 118.68(17) . . ?
C1 C6 H6 121.1(13) . . ?
C5 C6 H6 120.1(13) . . ?
C2 C1 C6 121.56(17) . . ?
C2 C1 Cl 119.52(15) . . ?
C6 C1 Cl 118.92(14) . . ?
O6 C26 H26A 110.6(13) . . ?
O6 C26 H26B 105.7(14) . . ?
H26A C26 H26B 111.0(19) . . ?
O6 C26 H26C 108.4(14) . . ?
H26A C26 H26C 112.0(19) . . ?
H26B C26 H26C 109(2) . . ?
O9 C22 H22A 111.0(14) . . ?
O9 C22 H22B 106.0(15) . . ?
H22A C22 H22B 108(2) . . ?
O9 C22 H22C 109.7(14) . . ?
H22A C22 H22C 110(2) . . ?
H22B C22 H22C 112(2) . . ?
C1 C2 C3 119.12(18) . . ?
C1 C2 H2 120.9(15) . . ?
C3 C2 H2 120.0(15) . . ?
O4 C28 H28A 110.6(16) . . ?
O4 C28 H28B 106.5(17) . . ?
H28A C28 H28B 116(2) . . ?
O4 C28 H28C 108.0(17) . . ?
H28A C28 H28C 103(2) . . ?
H28B C28 H28C 113(2) . . ?

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
C24 O8 C23 O7 4.6(2) . . . . ?
C24 O8 C23 C14 -174.56(14) . . . . ?
C26 O6 C25 O5 2.2(2) . . . . ?
C26 O6 C25 C14 -176.82(14) . . . . ?
C21 C16 C13 C10 -56.23(19) . . . . ?
C17 C16 C13 C10 123.35(15) . . . . ?
C21 C16 C13 C14 66.70(19) . . . . ?
C17 C16 C13 C14 -113.71(15) . . . . ?
C12 N1 C8 O2 172.39(14) . . . . ?
C7 N1 C8 O2 -1.8(2) . . . . ?
C12 N1 C8 C9 -6.7(2) . . . . ?
C7 N1 C8 C9 179.10(13) . . . . ?
C17 C16 C21 C20 2.2(2) . . . . ?
C13 C16 C21 C20 -178.23(14) . . . . ?
O7 C23 C14 C25 142.20(15) . . . . ?
O8 C23 C14 C25 -38.68(16) . . . . ?
O7 C23 C14 C15 21.3(2) . . . . ?
O8 C23 C14 C15 -159.59(12) . . . . ?
O7 C23 C14 C13 -95.69(17) . . . . ?
O8 C23 C14 C13 83.43(15) . . . . ?
O5 C25 C14 C23 118.76(16) . . . . ?
O6 C25 C14 C23 -62.20(15) . . . . ?
O5 C25 C14 C15 -120.33(16) . . . . ?
O6 C25 C14 C15 58.72(15) . . . . ?
O5 C25 C14 C13 -4.4(2) . . . . ?
O6 C25 C14 C13 174.64(12) . . . . ?
C11 C15 C14 C23 -138.04(12) . . . . ?
C11 C15 C14 C25 103.04(13) . . . . ?
C11 C15 C14 C13 -16.47(15) . . . . ?
C16 C13 C14 C23 -19.51(17) . . . . ?
C10 C13 C14 C23 108.21(13) . . . . ?
C16 C13 C14 C25 100.65(14) . . . . ?
C10 C13 C14 C25 -131.63(12) . . . . ?
C16 C13 C14 C15 -139.89(13) . . . . ?
C10 C13 C14 C15 -12.18(14) . . . . ?
C22 O9 C19 C20 -6.4(2) . . . . ?
C22 O9 C19 C18 173.46(16) . . . . ?
C28 O4 C27 O3 -0.6(3) . . . . ?
C28 O4 C27 C11 178.45(17) . . . . ?
O3 C27 C11 C12 -164.42(16) . . . . ?
O4 C27 C11 C12 16.53(18) . . . . ?
O3 C27 C11 C15 -41.6(2) . . . . ?
O4 C27 C11 C15 139.40(14) . . . . ?
O3 C27 C11 C10 72.1(2) . . . . ?
O4 C27 C11 C10 -106.91(15) . . . . ?
C14 C15 C11 C27 159.08(12) . . . . ?
C14 C15 C11 C12 -79.34(15) . . . . ?
C14 C15 C11 C10 39.01(14) . . . . ?
C8 N1 C12 O1 175.15(14) . . . . ?
C7 N1 C12 O1 -10.6(2) . . . . ?
C8 N1 C12 C11 -7.3(2) . . . . ?
C7 N1 C12 C11 166.93(12) . . . . ?
C27 C11 C12 O1 89.90(16) . . . . ?
C15 C11 C12 O1 -33.36(19) . . . . ?
C10 C11 C12 O1 -145.93(14) . . . . ?
C27 C11 C12 N1 -87.68(15) . . . . ?
C15 C11 C12 N1 149.06(13) . . . . ?
C10 C11 C12 N1 36.49(17) . . . . ?
C21 C16 C17 C18 -1.8(2) . . . . ?
C13 C16 C17 C18 178.59(14) . . . . ?
C27 C11 C10 C9 70.65(16) . . . . ?
C12 C11 C10 C9 -51.46(16) . . . . ?
C15 C11 C10 C9 -169.74(12) . . . . ?
C27 C11 C10 C13 -166.19(12) . . . . ?
C12 C11 C10 C13 71.69(14) . . . . ?
C15 C11 C10 C13 -46.58(13) . . . . ?
C16 C13 C10 C9 -72.31(16) . . . . ?
C14 C13 C10 C9 157.47(12) . . . . ?
C16 C13 C10 C11 166.35(12) . . . . ?
C14 C13 C10 C11 36.12(13) . . . . ?
O9 C19 C20 C21 178.71(15) . . . . ?
C18 C19 C20 C21 -1.1(2) . . . . ?
C16 C21 C20 C19 -0.7(3) . . . . ?
O2 C8 C9 C10 170.45(14) . . . . ?
N1 C8 C9 C10 -10.5(2) . . . . ?
C11 C10 C9 C8 39.44(18) . . . . ?
C13 C10 C9 C8 -76.52(17) . . . . ?
C12 N1 C7 C4 -84.93(16) . . . . ?
C8 N1 C7 C4 89.72(16) . . . . ?
C5 C4 C7 N1 81.65(19) . . . . ?
C3 C4 C7 N1 -95.86(19) . . . . ?
C16 C17 C18 C19 0.0(2) . . . . ?
O9 C19 C18 C17 -178.35(15) . . . . ?
C20 C19 C18 C17 1.5(2) . . . . ?
C3 C4 C5 C6 0.6(3) . . . . ?
C7 C4 C5 C6 -177.02(16) . . . . ?
C5 C4 C3 C2 0.1(3) . . . . ?
C7 C4 C3 C2 177.71(18) . . . . ?
C4 C5 C6 C1 -0.8(3) . . . . ?
C5 C6 C1 C2 0.3(3) . . . . ?
C5 C6 C1 Cl -179.88(16) . . . . ?
C6 C1 C2 C3 0.4(4) . . . . ?
Cl C1 C2 C3 -179.44(17) . . . . ?
C4 C3 C2 C1 -0.6(3) . . . . ?

_refine_diff_density_max         0.366
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.046

