# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_Compound3
_database_code_depnum_ccdc_archive 'CCDC 1531052'
_audit_update_record             
;
2017-02-06 deposited with the CCDC.
2017-03-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C120 H124 Cl6 N12 O9'
_chemical_formula_sum            'C120 H124 Cl6 N12 O9'
_chemical_formula_weight         2091.00

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                   9.5121(3)
_cell_length_b                   17.4396(6)
_cell_length_c                   18.5025(7)
_cell_angle_alpha                111.433(2)
_cell_angle_beta                 103.318(2)
_cell_angle_gamma                102.7320(10)
_cell_volume                     2618.36(16)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9919
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      25.30

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_F_000             1102
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.231
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            59944
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_av_R_equivalents  0.0954
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.242
_diffrn_reflns_theta_max         25.682
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9958
_reflns_number_gt                7012
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0575P)²+7.4238P] 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         9958
_refine_ls_number_parameters     674
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1056
_refine_ls_R_factor_gt           0.0689
_refine_ls_wR_factor_ref         0.1719
_refine_ls_wR_factor_gt          0.1528
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.024
_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
C1 C 0.7463(4) 0.4549(2) 0.6665(2) 0.0171(7) Uani 1 1 d . . . . .
H1 H 0.7428 0.3974 0.6526 0.021 Uiso 1 1 calc R U . . .
C16 C 0.8158(4) 0.2724(2) 0.51249(19) 0.0138(7) Uani 1 1 d . . . . .
H16A H 0.8150 0.3265 0.5091 0.017 Uiso 1 1 calc R U . . .
H16B H 0.7101 0.2352 0.4940 0.017 Uiso 1 1 calc R U . . .
C2 C 0.6347(4) 0.4842(2) 0.6919(2) 0.0191(7) Uani 1 1 d . . . . .
H2 H 0.5547 0.4455 0.6953 0.023 Uiso 1 1 calc R U . . .
C3 C 0.6381(4) 0.5702(2) 0.7126(2) 0.0209(8) Uani 1 1 d . . . . .
H3 H 0.5609 0.5877 0.7296 0.025 Uiso 1 1 calc R U . . .
C4 C 0.7548(4) 0.6298(2) 0.7082(2) 0.0241(8) Uani 1 1 d . . . . .
H4 H 0.7573 0.6871 0.7219 0.029 Uiso 1 1 calc R U . . .
C5 C 0.8678(4) 0.6014(2) 0.6828(2) 0.0178(7) Uani 1 1 d . . . . .
C6 C 0.8649(4) 0.5152(2) 0.66264(19) 0.0137(7) Uani 1 1 d . . . . .
C7 C 1.0662(4) 0.5921(2) 0.6475(2) 0.0150(7) Uani 1 1 d . . . . .
C8 C 1.2104(4) 0.6168(2) 0.6314(2) 0.0164(7) Uani 1 1 d . . . . .
C9 C 1.2461(4) 0.5636(2) 0.5667(2) 0.0177(7) Uani 1 1 d . . . . .
H9 H 1.1795 0.5067 0.5326 0.021 Uiso 1 1 calc R U . . .
C10 C 1.3797(4) 0.5936(2) 0.5516(2) 0.0196(7) Uani 1 1 d . . . . .
H10 H 1.4017 0.5571 0.5078 0.024 Uiso 1 1 calc R U . . .
C11 C 1.4795(4) 0.6783(2) 0.6025(2) 0.0206(8) Uani 1 1 d . . . . .
C12 C 1.4468(4) 0.7319(2) 0.6682(2) 0.0234(8) Uani 1 1 d . . . . .
H12 H 1.5150 0.7883 0.7030 0.028 Uiso 1 1 calc R U . . .
C13 C 1.3135(4) 0.7021(2) 0.6820(2) 0.0211(8) Uani 1 1 d . . . . .
H13 H 1.2915 0.7391 0.7255 0.025 Uiso 1 1 calc R U . . .
C14 C 1.6496(4) 0.6657(3) 0.5257(3) 0.0343(10) Uani 1 1 d . . . . .
H14A H 1.7445 0.6997 0.5264 0.051 Uiso 1 1 calc R U . . .
H14B H 1.6605 0.6140 0.5303 0.051 Uiso 1 1 calc R U . . .
H14C H 1.5698 0.6492 0.4749 0.051 Uiso 1 1 calc R U . . .
C19 C 1.0660(3) 0.3963(2) 0.74130(19) 0.0112(6) Uani 1 1 d . . . . .
C20 C 1.0245(3) 0.3330(2) 0.76951(19) 0.0108(6) Uani 1 1 d . . . . .
C21 C 0.9205(3) 0.2481(2) 0.71328(19) 0.0111(6) Uani 1 1 d . . . . .
C22 C 0.8523(3) 0.23029(19) 0.63076(18) 0.0099(6) Uani 1 1 d . . . . .
C17 C 0.8935(3) 0.2927(2) 0.60185(19) 0.0117(6) Uani 1 1 d . . . . .
C18 C 1.0051(3) 0.3749(2) 0.65723(19) 0.0115(6) Uani 1 1 d . . . . .
C23 C 1.1787(4) 0.4877(2) 0.7999(2) 0.0137(7) Uani 1 1 d . . . . .
H23A H 1.1664 0.5044 0.8536 0.016 Uiso 1 1 calc R U . . .
H23B H 1.1541 0.5286 0.7793 0.016 Uiso 1 1 calc R U . . .
C24 C 1.3457(4) 0.4951(2) 0.8104(2) 0.0207(8) Uani 1 1 d . . . . .
H24A H 1.4109 0.5540 0.8479 0.031 Uiso 1 1 calc R U . . .
H24B H 1.3718 0.4559 0.8322 0.031 Uiso 1 1 calc R U . . .
H24C H 1.3595 0.4801 0.7578 0.031 Uiso 1 1 calc R U . . .
C26 C 1.0940(4) 0.3528(2) 0.85963(19) 0.0133(7) Uani 1 1 d . . . . .
H26A H 1.1377 0.3082 0.8623 0.016 Uiso 1 1 calc R U . . .
H26B H 1.1772 0.4084 0.8872 0.016 Uiso 1 1 calc R U . . .
C27 C 0.8847(4) 0.1774(2) 0.7421(2) 0.0142(7) Uani 1 1 d . . . . .
H27A H 0.7805 0.1379 0.7096 0.017 Uiso 1 1 calc R U . . .
H27B H 0.8911 0.2042 0.7994 0.017 Uiso 1 1 calc R U . . .
C28 C 0.9941(4) 0.1252(2) 0.7344(2) 0.0269(8) Uani 1 1 d . . . . .
H28A H 0.9672 0.0813 0.7533 0.040 Uiso 1 1 calc R U . . .
H28B H 0.9867 0.0975 0.6776 0.040 Uiso 1 1 calc R U . . .
H28C H 1.0973 0.1638 0.7674 0.040 Uiso 1 1 calc R U . . .
C29 C 0.7303(3) 0.1427(2) 0.56981(19) 0.0125(7) Uani 1 1 d . . . . .
H29A H 0.7513 0.1222 0.5185 0.015 Uiso 1 1 calc R U . . .
H29B H 0.7357 0.1004 0.5919 0.015 Uiso 1 1 calc R U . . .
C15 C 0.8940(4) 0.2270(2) 0.4544(2) 0.0207(8) Uani 1 1 d . . . . .
H15A H 0.8398 0.2159 0.3990 0.031 Uiso 1 1 calc R U . . .
H15B H 0.9980 0.2639 0.4714 0.031 Uiso 1 1 calc R U . . .
H15C H 0.8931 0.1726 0.4563 0.031 Uiso 1 1 calc R U . . .
C44 C 0.5730(4) 0.2513(2) 0.6931(2) 0.0169(7) Uani 1 1 d . . . . .
H44 H 0.6744 0.2645 0.7243 0.020 Uiso 1 1 calc R U . . .
C45 C 0.4756(4) 0.2866(2) 0.7285(2) 0.0190(7) Uani 1 1 d . . . . .
H45 H 0.5126 0.3247 0.7845 0.023 Uiso 1 1 calc R U . . .
C46 C 0.3219(4) 0.2666(2) 0.6820(2) 0.0224(8) Uani 1 1 d . . . . .
H46 H 0.2588 0.2907 0.7079 0.027 Uiso 1 1 calc R U . . .
C47 C 0.2639(4) 0.2122(2) 0.5992(2) 0.0237(8) Uani 1 1 d . . . . .
H47 H 0.1626 0.1997 0.5684 0.028 Uiso 1 1 calc R U . . .
C48 C 0.3605(4) 0.1756(2) 0.5619(2) 0.0165(7) Uani 1 1 d . . . . .
C49 C 0.5133(4) 0.1948(2) 0.6087(2) 0.0129(7) Uani 1 1 d . . . . .
C50 C 0.4570(4) 0.1041(2) 0.4768(2) 0.0143(7) Uani 1 1 d . . . . .
C51 C 0.4715(4) 0.0521(2) 0.3972(2) 0.0145(7) Uani 1 1 d . . . . .
C56 C 0.3852(4) 0.0570(2) 0.3275(2) 0.0185(7) Uani 1 1 d . . . . .
H56 H 0.3259 0.0933 0.3337 0.022 Uiso 1 1 calc R U . . .
C55 C 0.3866(4) 0.0091(2) 0.2500(2) 0.0204(8) Uani 1 1 d . . . . .
H55 H 0.3281 0.0129 0.2045 0.025 Uiso 1 1 calc R U . . .
C54 C 0.4754(4) -0.0451(2) 0.2395(2) 0.0185(7) Uani 1 1 d . . . . .
C53 C 0.5629(4) -0.0504(2) 0.3076(2) 0.0177(7) Uani 1 1 d . . . . .
H53 H 0.6235 -0.0859 0.3011 0.021 Uiso 1 1 calc R U . . .
C52 C 0.5594(4) -0.0025(2) 0.3856(2) 0.0154(7) Uani 1 1 d . . . . .
H52 H 0.6171 -0.0070 0.4309 0.018 Uiso 1 1 calc R U . . .
C57 C 0.5530(5) -0.1484(3) 0.1461(2) 0.0322(9) Uani 1 1 d . . . . .
H57A H 0.5386 -0.1758 0.0883 0.048 Uiso 1 1 calc R U . . .
H57B H 0.6599 -0.1165 0.1770 0.048 Uiso 1 1 calc R U . . .
H57C H 0.5177 -0.1924 0.1635 0.048 Uiso 1 1 calc R U . . .
C34 C 0.8643(4) 0.4652(2) 0.8773(2) 0.0161(7) Uani 1 1 d . . . . .
H34 H 0.9205 0.4793 0.8462 0.019 Uiso 1 1 calc R U . . .
C33 C 0.7558(4) 0.5029(2) 0.8951(2) 0.0187(7) Uani 1 1 d . . . . .
H33 H 0.7403 0.5442 0.8765 0.022 Uiso 1 1 calc R U . . .
C32 C 0.6685(4) 0.4807(2) 0.9405(2) 0.0190(7) Uani 1 1 d . . . . .
H32 H 0.5967 0.5076 0.9515 0.023 Uiso 1 1 calc R U . . .
C31 C 0.6870(4) 0.4197(2) 0.9691(2) 0.0183(7) Uani 1 1 d . . . . .
H31 H 0.6279 0.4045 0.9986 0.022 Uiso 1 1 calc R U . . .
C30 C 0.7974(4) 0.3815(2) 0.95239(19) 0.0150(7) Uani 1 1 d . . . . .
C35 C 0.8860(4) 0.4050(2) 0.90797(19) 0.0141(7) Uani 1 1 d . . . . .
C36 C 0.9546(4) 0.3092(2) 0.94849(19) 0.0141(7) Uani 1 1 d . . . . .
C38 C 1.0327(4) 0.2496(2) 0.96299(19) 0.0159(7) Uani 1 1 d . . . . .
C37 C 1.1912(4) 0.2703(2) 0.9901(2) 0.0174(7) Uani 1 1 d . . . . .
H37 H 1.2528 0.3222 0.9942 0.021 Uiso 1 1 calc R U . . .
C42 C 1.2598(4) 0.2151(2) 1.0113(2) 0.0192(7) Uani 1 1 d . . . . .
H42 H 1.3661 0.2303 1.0301 0.023 Uiso 1 1 calc R U . . .
C41 C 1.1667(4) 0.1371(2) 1.0038(2) 0.0225(8) Uani 1 1 d . . . . .
C40 C 1.0082(4) 0.1140(2) 0.9747(2) 0.0239(8) Uani 1 1 d . . . . .
H40 H 0.9468 0.0608 0.9684 0.029 Uiso 1 1 calc R U . . .
C39 C 0.9418(4) 0.1695(2) 0.9552(2) 0.0192(7) Uani 1 1 d . . . . .
H39 H 0.8355 0.1540 0.9367 0.023 Uiso 1 1 calc R U . . .
C43 C 1.3828(5) 0.0987(3) 1.0559(3) 0.0443(12) Uani 1 1 d . . . . .
H43A H 1.4047 0.0525 1.0676 0.066 Uiso 1 1 calc R U . . .
H43B H 1.4264 0.1049 1.0155 0.066 Uiso 1 1 calc R U . . .
H43C H 1.4264 0.1525 1.1057 0.066 Uiso 1 1 calc R U . . .
C58 C 0.9516(5) 0.1383(3) 0.2427(3) 0.0320(9) Uani 1 1 d . . . . .
C60 C -0.0020(9) 0.0346(5) 0.4557(6) 0.145(5) Uani 1 1 d D . . . .
H60A H -0.0082 0.0916 0.4830 0.218 Uiso 1 1 calc R U . . .
H60B H -0.0896 0.0002 0.4060 0.218 Uiso 1 1 calc R U . . .
H60C H 0.0900 0.0399 0.4421 0.218 Uiso 1 1 calc R U . . .
C59 C 0.7633(7) 0.2693(5) 0.1249(4) 0.079(2) Uani 1 1 d . . . . .
H59A H 0.8649 0.3062 0.1367 0.118 Uiso 1 1 calc R U . . .
H59B H 0.7619 0.2103 0.1105 0.118 Uiso 1 1 calc R U . . .
H59C H 0.7334 0.2896 0.1727 0.118 Uiso 1 1 calc R U . . .
C25 C 1.0583(4) 0.4390(2) 0.6239(2) 0.0133(7) Uani 1 1 d . . . . .
H25A H 1.1693 0.4643 0.6476 0.016 Uiso 1 1 calc R U . . .
H25B H 1.0316 0.4071 0.5646 0.016 Uiso 1 1 calc R U . . .
N1 N 0.9856(3) 0.35674(17) 0.90520(16) 0.0134(6) Uani 1 1 d . . . . .
N2 N 0.8418(3) 0.32210(18) 0.97663(17) 0.0174(6) Uani 1 1 d . . . . .
N3 N 0.5742(3) 0.14749(16) 0.55251(16) 0.0118(6) Uani 1 1 d . . . . .
N4 N 0.3279(3) 0.11896(18) 0.48028(17) 0.0181(6) Uani 1 1 d . . . . .
N5 N 0.9940(3) 0.51037(17) 0.64036(16) 0.0126(6) Uani 1 1 d . . . . .
N6 N 0.9940(3) 0.64783(19) 0.67176(19) 0.0211(7) Uani 1 1 d . . . . .
O1 O 1.2211(3) 0.07835(18) 1.02437(18) 0.0328(7) Uani 1 1 d . . . . .
O2 O 0.4677(3) -0.08975(16) 0.16012(14) 0.0249(6) Uani 1 1 d . . . . .
O3 O 1.6113(3) 0.71615(16) 0.59344(17) 0.0273(6) Uani 1 1 d . . . . .
O4 O 0.0000 0.0000 0.5000 0.345(17) Uani 1 2 d DS . P . .
O5 O 0.6650(4) 0.2718(2) 0.06152(19) 0.0438(8) Uani 1 1 d . . . . .
Cl1 Cl 1.03550(16) 0.10806(8) 0.31841(8) 0.0511(3) Uani 1 1 d . . . . .
Cl2 Cl 0.75416(14) 0.07791(8) 0.19562(9) 0.0602(4) Uani 1 1 d . . . . .
Cl3 Cl 1.04673(16) 0.12217(8) 0.17031(7) 0.0552(4) Uani 1 1 d . . . . .
H58 H 0.966(4) 0.198(3) 0.269(2) 0.030(11) Uiso 1 1 d . . . . .
H61 H 0.721(6) 0.281(3) 0.028(3) 0.063(16) Uiso 1 1 d . . . . .


_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
C1 C2 1.379(5) . ?
C1 C6 1.398(4) . ?
C1 H1 0.9300 . ?
C16 C17 1.516(4) . ?
C16 C15 1.530(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C2 C3 1.397(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.383(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(5) . ?
C4 H4 0.9300 . ?
C5 N6 1.394(4) . ?
C5 C6 1.403(5) . ?
C6 N5 1.393(4) . ?
C7 N6 1.318(4) . ?
C7 N5 1.382(4) . ?
C7 C8 1.475(4) . ?
C8 C9 1.388(5) . ?
C8 C13 1.403(5) . ?
C9 C10 1.394(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.387(5) . ?
C10 H10 0.9300 . ?
C11 O3 1.360(4) . ?
C11 C12 1.385(5) . ?
C12 C13 1.378(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O3 1.423(5) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C19 C18 1.400(4) . ?
C19 C20 1.404(4) . ?
C19 C23 1.522(4) . ?
C20 C21 1.416(4) . ?
C20 C26 1.519(4) . ?
C21 C22 1.399(4) . ?
C21 C27 1.517(4) . ?
C22 C17 1.400(4) . ?
C22 C29 1.520(4) . ?
C17 C18 1.409(4) . ?
C18 C25 1.512(4) . ?
C23 C24 1.526(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C26 N1 1.472(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.524(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 N3 1.473(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C44 C45 1.379(5) . ?
C44 C49 1.398(5) . ?
C44 H44 0.9300 . ?
C45 C46 1.405(5) . ?
C45 H45 0.9300 . ?
C46 C47 1.367(5) . ?
C46 H46 0.9300 . ?
C47 C48 1.399(5) . ?
C47 H47 0.9300 . ?
C48 N4 1.382(4) . ?
C48 C49 1.403(5) . ?
C49 N3 1.399(4) . ?
C50 N4 1.321(4) . ?
C50 N3 1.383(4) . ?
C50 C51 1.477(4) . ?
C51 C52 1.392(5) . ?
C51 C56 1.403(5) . ?
C56 C55 1.375(5) . ?
C56 H56 0.9300 . ?
C55 C54 1.391(5) . ?
C55 H55 0.9300 . ?
C54 O2 1.364(4) . ?
C54 C53 1.387(5) . ?
C53 C52 1.391(5) . ?
C53 H53 0.9300 . ?
C52 H52 0.9300 . ?
C57 O2 1.428(5) . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C34 C33 1.380(5) . ?
C34 C35 1.393(5) . ?
C34 H34 0.9300 . ?
C33 C32 1.401(5) . ?
C33 H33 0.9300 . ?
C32 C31 1.375(5) . ?
C32 H32 0.9300 . ?
C31 C30 1.397(5) . ?
C31 H31 0.9300 . ?
C30 N2 1.377(4) . ?
C30 C35 1.403(5) . ?
C35 N1 1.397(4) . ?
C36 N2 1.323(4) . ?
C36 N1 1.379(4) . ?
C36 C38 1.469(5) . ?
C38 C37 1.391(5) . ?
C38 C39 1.408(5) . ?
C37 C42 1.393(5) . ?
C37 H37 0.9300 . ?
C42 C41 1.390(5) . ?
C42 H42 0.9300 . ?
C41 O1 1.374(4) . ?
C41 C40 1.388(5) . ?
C40 C39 1.373(5) . ?
C40 H40 0.9300 . ?
C39 H39 0.9300 . ?
C43 O1 1.424(5) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C58 Cl1 1.757(5) . ?
C58 Cl3 1.757(4) . ?
C58 Cl2 1.761(4) . ?
C58 H58 0.94(4) . ?
C60 O4 1.181(11) . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?
C59 O5 1.342(6) . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?
C25 N5 1.470(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
O4 C60 1.181(11) 2_556 ?
O5 H61 0.94(5) . ?

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
C2 C1 C6 117.2(3) . . ?
C2 C1 H1 121.4 . . ?
C6 C1 H1 121.4 . . ?
C17 C16 C15 113.4(3) . . ?
C17 C16 H16A 108.9 . . ?
C15 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C15 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C1 C2 C3 122.0(3) . . ?
C1 C2 H2 119.0 . . ?
C3 C2 H2 119.0 . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 117.9(3) . . ?
C3 C4 H4 121.1 . . ?
C5 C4 H4 121.1 . . ?
C4 C5 N6 128.7(3) . . ?
C4 C5 C6 121.2(3) . . ?
N6 C5 C6 110.1(3) . . ?
N5 C6 C1 133.8(3) . . ?
N5 C6 C5 105.4(3) . . ?
C1 C6 C5 120.9(3) . . ?
N6 C7 N5 112.9(3) . . ?
N6 C7 C8 122.3(3) . . ?
N5 C7 C8 124.7(3) . . ?
C9 C8 C13 118.0(3) . . ?
C9 C8 C7 124.5(3) . . ?
C13 C8 C7 117.4(3) . . ?
C8 C9 C10 121.4(3) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C11 C10 C9 119.4(3) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
O3 C11 C12 114.7(3) . . ?
O3 C11 C10 125.3(3) . . ?
C12 C11 C10 120.0(3) . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C8 121.0(3) . . ?
C12 C13 H13 119.5 . . ?
C8 C13 H13 119.5 . . ?
O3 C14 H14A 109.5 . . ?
O3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C18 C19 C20 119.7(3) . . ?
C18 C19 C23 118.9(3) . . ?
C20 C19 C23 121.5(3) . . ?
C19 C20 C21 120.2(3) . . ?
C19 C20 C26 121.0(3) . . ?
C21 C20 C26 118.8(3) . . ?
C22 C21 C20 119.1(3) . . ?
C22 C21 C27 120.5(3) . . ?
C20 C21 C27 120.4(3) . . ?
C21 C22 C17 121.1(3) . . ?
C21 C22 C29 121.0(3) . . ?
C17 C22 C29 117.9(3) . . ?
C22 C17 C18 119.2(3) . . ?
C22 C17 C16 120.1(3) . . ?
C18 C17 C16 120.8(3) . . ?
C19 C18 C17 120.5(3) . . ?
C19 C18 C25 120.8(3) . . ?
C17 C18 C25 118.7(3) . . ?
C19 C23 C24 113.4(3) . . ?
C19 C23 H23A 108.9 . . ?
C24 C23 H23A 108.9 . . ?
C19 C23 H23B 108.9 . . ?
C24 C23 H23B 108.9 . . ?
H23A C23 H23B 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N1 C26 C20 114.7(3) . . ?
N1 C26 H26A 108.6 . . ?
C20 C26 H26A 108.6 . . ?
N1 C26 H26B 108.6 . . ?
C20 C26 H26B 108.6 . . ?
H26A C26 H26B 107.6 . . ?
C21 C27 C28 112.4(3) . . ?
C21 C27 H27A 109.1 . . ?
C28 C27 H27A 109.1 . . ?
C21 C27 H27B 109.1 . . ?
C28 C27 H27B 109.1 . . ?
H27A C27 H27B 107.9 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N3 C29 C22 112.7(2) . . ?
N3 C29 H29A 109.1 . . ?
C22 C29 H29A 109.1 . . ?
N3 C29 H29B 109.1 . . ?
C22 C29 H29B 109.1 . . ?
H29A C29 H29B 107.8 . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C45 C44 C49 117.4(3) . . ?
C45 C44 H44 121.3 . . ?
C49 C44 H44 121.3 . . ?
C44 C45 C46 121.7(3) . . ?
C44 C45 H45 119.2 . . ?
C46 C45 H45 119.2 . . ?
C47 C46 C45 121.0(3) . . ?
C47 C46 H46 119.5 . . ?
C45 C46 H46 119.5 . . ?
C46 C47 C48 118.4(3) . . ?
C46 C47 H47 120.8 . . ?
C48 C47 H47 120.8 . . ?
N4 C48 C47 128.9(3) . . ?
N4 C48 C49 110.7(3) . . ?
C47 C48 C49 120.4(3) . . ?
C44 C49 N3 134.0(3) . . ?
C44 C49 C48 121.1(3) . . ?
N3 C49 C48 105.0(3) . . ?
N4 C50 N3 112.9(3) . . ?
N4 C50 C51 121.2(3) . . ?
N3 C50 C51 125.7(3) . . ?
C52 C51 C56 117.9(3) . . ?
C52 C51 C50 125.6(3) . . ?
C56 C51 C50 116.5(3) . . ?
C55 C56 C51 121.2(3) . . ?
C55 C56 H56 119.4 . . ?
C51 C56 H56 119.4 . . ?
C56 C55 C54 120.2(3) . . ?
C56 C55 H55 119.9 . . ?
C54 C55 H55 119.9 . . ?
O2 C54 C53 125.0(3) . . ?
O2 C54 C55 115.2(3) . . ?
C53 C54 C55 119.8(3) . . ?
C54 C53 C52 119.6(3) . . ?
C54 C53 H53 120.2 . . ?
C52 C53 H53 120.2 . . ?
C53 C52 C51 121.3(3) . . ?
C53 C52 H52 119.3 . . ?
C51 C52 H52 119.3 . . ?
O2 C57 H57A 109.5 . . ?
O2 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
O2 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C33 C34 C35 117.1(3) . . ?
C33 C34 H34 121.4 . . ?
C35 C34 H34 121.4 . . ?
C34 C33 C32 121.8(3) . . ?
C34 C33 H33 119.1 . . ?
C32 C33 H33 119.1 . . ?
C31 C32 C33 121.3(3) . . ?
C31 C32 H32 119.4 . . ?
C33 C32 H32 119.4 . . ?
C32 C31 C30 117.7(3) . . ?
C32 C31 H31 121.1 . . ?
C30 C31 H31 121.1 . . ?
N2 C30 C31 129.0(3) . . ?
N2 C30 C35 110.3(3) . . ?
C31 C30 C35 120.7(3) . . ?
C34 C35 N1 133.6(3) . . ?
C34 C35 C30 121.4(3) . . ?
N1 C35 C30 105.0(3) . . ?
N2 C36 N1 112.2(3) . . ?
N2 C36 C38 121.7(3) . . ?
N1 C36 C38 126.1(3) . . ?
C37 C38 C39 118.1(3) . . ?
C37 C38 C36 124.0(3) . . ?
C39 C38 C36 117.7(3) . . ?
C38 C37 C42 121.6(3) . . ?
C38 C37 H37 119.2 . . ?
C42 C37 H37 119.2 . . ?
C41 C42 C37 118.8(3) . . ?
C41 C42 H42 120.6 . . ?
C37 C42 H42 120.6 . . ?
O1 C41 C40 115.3(3) . . ?
O1 C41 C42 124.1(3) . . ?
C40 C41 C42 120.6(3) . . ?
C39 C40 C41 120.1(3) . . ?
C39 C40 H40 119.9 . . ?
C41 C40 H40 119.9 . . ?
C40 C39 C38 120.8(3) . . ?
C40 C39 H39 119.6 . . ?
C38 C39 H39 119.6 . . ?
O1 C43 H43A 109.5 . . ?
O1 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
O1 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
Cl1 C58 Cl3 109.1(2) . . ?
Cl1 C58 Cl2 110.0(2) . . ?
Cl3 C58 Cl2 111.7(2) . . ?
Cl1 C58 H58 108(2) . . ?
Cl3 C58 H58 108(2) . . ?
Cl2 C58 H58 110(2) . . ?
O4 C60 H60A 109.5 . . ?
O4 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
O4 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
O5 C59 H59A 109.5 . . ?
O5 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
O5 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
N5 C25 C18 115.0(2) . . ?
N5 C25 H25A 108.5 . . ?
C18 C25 H25A 108.5 . . ?
N5 C25 H25B 108.5 . . ?
C18 C25 H25B 108.5 . . ?
H25A C25 H25B 107.5 . . ?
C36 N1 C35 106.6(3) . . ?
C36 N1 C26 126.9(3) . . ?
C35 N1 C26 126.4(3) . . ?
C36 N2 C30 105.9(3) . . ?
C50 N3 C49 106.2(3) . . ?
C50 N3 C29 126.3(3) . . ?
C49 N3 C29 127.5(3) . . ?
C50 N4 C48 105.2(3) . . ?
C7 N5 C6 106.4(3) . . ?
C7 N5 C25 124.4(3) . . ?
C6 N5 C25 128.6(3) . . ?
C7 N6 C5 105.2(3) . . ?
C41 O1 C43 118.2(3) . . ?
C54 O2 C57 117.2(3) . . ?
C11 O3 C14 117.7(3) . . ?
C60 O4 C60 180.0 2_556 . ?
C59 O5 H61 106(3) . . ?

_refine_diff_density_max         1.537
_refine_diff_density_min         -1.281
_refine_diff_density_rms         0.078

####################################################################### 
# 
# 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_Compound6
_database_code_depnum_ccdc_archive 'CCDC 1531800'
_audit_update_record             
;
2017-02-08 deposited with the CCDC.
2017-03-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C121 H132 Cl6 N12 O15'
_chemical_formula_sum            'C121 H132 Cl6 N12 O15'
_chemical_formula_weight         2207.08

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      trigonal
_space_group_IT_number           165
_space_group_name_H-M_alt        'P -3 c 1'
_space_group_name_Hall           '-P 3 2"c'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'-x, -x+y, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'x, x-y, z-1/2'
'-x+y, y, z-1/2'

_cell_length_a                   18.620(3)
_cell_length_b                   18.620(3)
_cell_length_c                   18.075(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     5427(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9897
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      25.53

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_F_000             2328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.231
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_T_max  0.989
_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                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            97883
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_av_R_equivalents  0.1389
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.526
_diffrn_reflns_theta_max         27.555
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4173
_reflns_number_gt                2761
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1132P)²+3.4630P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0071(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4173
_refine_ls_number_parameters     242
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1227
_refine_ls_R_factor_gt           0.0803
_refine_ls_wR_factor_ref         0.2281
_refine_ls_wR_factor_gt          0.2021
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.091
_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 0.10384(19) 0.82644(16) 0.86344(17) 0.0872(9) Uani 1 1 d . . . . .
O2 O 0.06195(17) 0.84997(14) 0.99341(17) 0.0789(8) Uani 1 1 d . . . . .
N1 N -0.12369(12) 0.47769(12) 1.04413(10) 0.0297(5) Uani 1 1 d . . . . .
N2 N -0.04748(14) 0.57221(15) 1.13017(12) 0.0434(6) Uani 1 1 d . . . . .
C1 C -0.20818(17) 0.35824(17) 1.13436(14) 0.0397(6) Uani 1 1 d . . . . .
H1 H -0.2410 0.3182 1.0998 0.048 Uiso 1 1 calc R U . . .
C2 C -0.21624(19) 0.34080(19) 1.20906(15) 0.0477(7) Uani 1 1 d . . . . .
H2 H -0.2553 0.2880 1.2251 0.057 Uiso 1 1 calc R U . . .
C3 C -0.1670(2) 0.4007(2) 1.26116(15) 0.0539(8) Uani 1 1 d . . . . .
H3 H -0.1736 0.3868 1.3111 0.065 Uiso 1 1 calc R U . . .
C4 C -0.10957(19) 0.4790(2) 1.24019(15) 0.0514(8) Uani 1 1 d . . . . .
H4 H -0.0771 0.5186 1.2752 0.062 Uiso 1 1 calc R U . . .
C5 C -0.10060(16) 0.49836(17) 1.16476(14) 0.0389(6) Uani 1 1 d . . . . .
C6 C -0.14905(15) 0.43811(16) 1.11263(12) 0.0318(6) Uani 1 1 d . . . . .
C7 C -0.06261(15) 0.55854(16) 1.05900(14) 0.0345(6) Uani 1 1 d . . . . .
C8 C -0.02100(15) 0.62440(16) 1.00305(15) 0.0363(6) Uani 1 1 d . . . . .
C9 C -0.00238(17) 0.70395(17) 1.02368(17) 0.0458(7) Uani 1 1 d . . . . .
H9 H -0.0189 0.7123 1.0699 0.055 Uiso 1 1 calc R U . . .
C10 C 0.03997(19) 0.77041(18) 0.97684(19) 0.0535(8) Uani 1 1 d . . . . .
C11 C 0.06322(19) 0.7580(2) 0.90643(19) 0.0559(8) Uani 1 1 d . . . . .
C12 C 0.04467(18) 0.67890(19) 0.88516(17) 0.0496(8) Uani 1 1 d . . . . .
H12 H 0.0599 0.6703 0.8384 0.060 Uiso 1 1 calc R U . . .
C13 C 0.00343(16) 0.61255(17) 0.93346(15) 0.0401(6) Uani 1 1 d . . . . .
H13 H -0.0079 0.5599 0.9192 0.048 Uiso 1 1 calc R U . . .
C14 C 0.1342(4) 0.8171(3) 0.7927(3) 0.126(2) Uani 1 1 d . . . . .
H14A H 0.1685 0.8708 0.7710 0.189 Uiso 1 1 calc R U . . .
H14B H 0.0881 0.7843 0.7606 0.189 Uiso 1 1 calc R U . . .
H14C H 0.1661 0.7901 0.7994 0.189 Uiso 1 1 calc R U . . .
C15 C 0.0475(3) 0.8677(2) 1.0668(3) 0.0857(13) Uani 1 1 d . . . . .
H15A H 0.0683 0.9262 1.0717 0.128 Uiso 1 1 calc R U . . .
H15B H 0.0756 0.8509 1.1013 0.128 Uiso 1 1 calc R U . . .
H15C H -0.0109 0.8380 1.0769 0.128 Uiso 1 1 calc R U . . .
C16 C -0.15458(14) 0.44221(15) 0.97017(12) 0.0289(5) Uani 1 1 d . . . . .
H16A H -0.1275 0.4117 0.9547 0.035 Uiso 1 1 calc R U . . .
H16B H -0.1393 0.4871 0.9353 0.035 Uiso 1 1 calc R U . . .
C17 C -0.24724(14) 0.38513(14) 0.96720(11) 0.0244(5) Uani 1 1 d . . . . .
C18 C -0.29888(14) 0.42012(13) 0.96660(11) 0.0247(5) Uani 1 1 d . . . . .
C19 C -0.26087(15) 0.51416(15) 0.96767(13) 0.0323(6) Uani 1 1 d . . . . .
H19A H -0.2982 0.5277 0.9935 0.039 Uiso 1 1 calc R U . . .
H19B H -0.2093 0.5384 0.9952 0.039 Uiso 1 1 calc R U . . .
C20 C -0.2437(2) 0.55296(19) 0.89104(17) 0.0531(8) Uani 1 1 d . . . . .
H20A H -0.2195 0.6120 0.8956 0.080 Uiso 1 1 calc R U . . .
H20B H -0.2948 0.5308 0.8639 0.080 Uiso 1 1 calc R U . . .
H20C H -0.2061 0.5406 0.8653 0.080 Uiso 1 1 calc R U . . .
Cl1 Cl 0.9405(5) 0.9046(6) 0.2195(5) 0.516(5) Uani 1 1 d D . . . .
O3 O 0.0126(6) 0.7082(5) 0.2395(5) 0.096(2) Uiso 0.5 1 d D . P . .
C23 C 1.0000 1.0000 0.2500 0.279(17) Uiso 1 6 d DS . P . .
H25 H 0.047(2) 0.742(2) 0.2016(19) 0.096(2) Uiso 1 1 d D . . . .
H27 H -0.011(3) 0.667(2) 0.2006(19) 0.096(2) Uiso 1 1 d D . . . .


_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 C11 1.354(4) . ?
O1 C14 1.442(5) . ?
O2 C10 1.359(4) . ?
O2 C15 1.425(5) . ?
N1 C7 1.386(3) . ?
N1 C6 1.397(3) . ?
N1 C16 1.474(3) . ?
N2 C7 1.314(3) . ?
N2 C5 1.378(4) . ?
C1 C2 1.379(4) . ?
C1 C6 1.393(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.396(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.362(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.399(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.396(4) . ?
C7 C8 1.475(4) . ?
C8 C13 1.392(4) . ?
C8 C9 1.393(4) . ?
C9 C10 1.376(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.400(5) . ?
C11 C12 1.389(5) . ?
C12 C13 1.389(4) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.508(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.402(3) 3_455 ?
C17 C18 1.406(3) . ?
C18 C17 1.402(3) 2_565 ?
C18 C19 1.526(3) . ?
C19 C20 1.520(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
Cl1 Cl1 1.599(12) 4 ?
Cl1 C23 1.648(7) . ?
Cl1 Cl1 2.212(18) 5_765 ?
O3 O3 0.555(16) 5 ?
O3 H25 0.937(19) . ?
O3 H27 0.973(19) . ?
C23 Cl1 1.648(7) 6_675 ?
C23 Cl1 1.648(7) 2_765 ?
C23 Cl1 1.648(7) 4 ?
C23 Cl1 1.648(7) 5_765 ?
C23 Cl1 1.648(7) 3_675 ?

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
C11 O1 C14 117.6(3) . . ?
C10 O2 C15 118.0(3) . . ?
C7 N1 C6 106.17(19) . . ?
C7 N1 C16 125.95(19) . . ?
C6 N1 C16 127.9(2) . . ?
C7 N2 C5 105.9(2) . . ?
C2 C1 C6 117.5(2) . . ?
C2 C1 H1 121.2 . . ?
C6 C1 H1 121.2 . . ?
C1 C2 C3 121.5(3) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C4 C3 C2 121.2(3) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 118.4(3) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
N2 C5 C6 110.4(2) . . ?
N2 C5 C4 129.3(2) . . ?
C6 C5 C4 120.3(3) . . ?
C1 C6 C5 121.1(2) . . ?
C1 C6 N1 133.7(2) . . ?
C5 C6 N1 105.2(2) . . ?
N2 C7 N1 112.4(2) . . ?
N2 C7 C8 122.5(2) . . ?
N1 C7 C8 125.1(2) . . ?
C13 C8 C9 118.9(3) . . ?
C13 C8 C7 124.4(2) . . ?
C9 C8 C7 116.6(2) . . ?
C10 C9 C8 121.2(3) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
O2 C10 C9 124.7(3) . . ?
O2 C10 C11 115.5(3) . . ?
C9 C10 C11 119.8(3) . . ?
O1 C11 C12 124.4(3) . . ?
O1 C11 C10 116.1(3) . . ?
C12 C11 C10 119.5(3) . . ?
C11 C12 C13 120.2(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C8 120.4(3) . . ?
C12 C13 H13 119.8 . . ?
C8 C13 H13 119.8 . . ?
O1 C14 H14A 109.5 . . ?
O1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 C17 113.61(18) . . ?
N1 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
N1 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C18 C17 C18 120.8(2) 3_455 . ?
C18 C17 C16 120.5(2) 3_455 . ?
C18 C17 C16 118.7(2) . . ?
C17 C18 C17 119.2(2) 2_565 . ?
C17 C18 C19 120.8(2) 2_565 . ?
C17 C18 C19 120.0(2) . . ?
C20 C19 C18 113.6(2) . . ?
C20 C19 H19A 108.8 . . ?
C18 C19 H19A 108.8 . . ?
C20 C19 H19B 108.8 . . ?
C18 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
Cl1 Cl1 C23 61.0(2) 4 . ?
Cl1 Cl1 Cl1 88.3(8) 4 5_765 ?
C23 Cl1 Cl1 47.9(4) . 5_765 ?
O3 O3 H25 160(3) 5 . ?
O3 O3 H27 102(3) 5 . ?
H25 O3 H27 84(4) . . ?
Cl1 C23 Cl1 84.3(8) 6_675 2_765 ?
Cl1 C23 Cl1 109.4(4) 6_675 4 ?
Cl1 C23 Cl1 164.7(6) 2_765 4 ?
Cl1 C23 Cl1 164.7(6) 6_675 . ?
Cl1 C23 Cl1 109.4(4) 2_765 . ?
Cl1 C23 Cl1 58.0(5) 4 . ?
Cl1 C23 Cl1 109.4(4) 6_675 5_765 ?
Cl1 C23 Cl1 58.0(5) 2_765 5_765 ?
Cl1 C23 Cl1 109.4(4) 4 5_765 ?
Cl1 C23 Cl1 84.3(8) . 5_765 ?
Cl1 C23 Cl1 58.0(5) 6_675 3_675 ?
Cl1 C23 Cl1 109.4(4) 2_765 3_675 ?
Cl1 C23 Cl1 84.3(8) 4 3_675 ?
Cl1 C23 Cl1 109.4(4) . 3_675 ?
Cl1 C23 Cl1 164.7(6) 5_765 3_675 ?

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
C6 C1 C2 C3 -0.1(5) . . . . ?
C1 C2 C3 C4 0.6(5) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
C7 N2 C5 C6 0.3(3) . . . . ?
C7 N2 C5 C4 179.6(3) . . . . ?
C3 C4 C5 N2 -180.0(3) . . . . ?
C3 C4 C5 C6 -0.7(4) . . . . ?
C2 C1 C6 C5 -0.8(4) . . . . ?
C2 C1 C6 N1 179.9(3) . . . . ?
N2 C5 C6 C1 -179.4(2) . . . . ?
C4 C5 C6 C1 1.2(4) . . . . ?
N2 C5 C6 N1 0.0(3) . . . . ?
C4 C5 C6 N1 -179.3(2) . . . . ?
C7 N1 C6 C1 179.0(3) . . . . ?
C16 N1 C6 C1 -0.9(4) . . . . ?
C7 N1 C6 C5 -0.4(3) . . . . ?
C16 N1 C6 C5 179.7(2) . . . . ?
C5 N2 C7 N1 -0.5(3) . . . . ?
C5 N2 C7 C8 176.7(2) . . . . ?
C6 N1 C7 N2 0.6(3) . . . . ?
C16 N1 C7 N2 -179.5(2) . . . . ?
C6 N1 C7 C8 -176.5(2) . . . . ?
C16 N1 C7 C8 3.4(4) . . . . ?
N2 C7 C8 C13 143.0(3) . . . . ?
N1 C7 C8 C13 -40.1(4) . . . . ?
N2 C7 C8 C9 -34.1(4) . . . . ?
N1 C7 C8 C9 142.8(3) . . . . ?
C13 C8 C9 C10 -0.5(4) . . . . ?
C7 C8 C9 C10 176.8(3) . . . . ?
C15 O2 C10 C9 6.4(5) . . . . ?
C15 O2 C10 C11 -173.7(3) . . . . ?
C8 C9 C10 O2 -178.6(3) . . . . ?
C8 C9 C10 C11 1.6(5) . . . . ?
C14 O1 C11 C12 -3.9(6) . . . . ?
C14 O1 C11 C10 175.5(4) . . . . ?
O2 C10 C11 O1 -0.6(4) . . . . ?
C9 C10 C11 O1 179.3(3) . . . . ?
O2 C10 C11 C12 178.8(3) . . . . ?
C9 C10 C11 C12 -1.3(5) . . . . ?
O1 C11 C12 C13 179.3(3) . . . . ?
C10 C11 C12 C13 -0.1(5) . . . . ?
C11 C12 C13 C8 1.2(4) . . . . ?
C9 C8 C13 C12 -0.9(4) . . . . ?
C7 C8 C13 C12 -177.9(2) . . . . ?
C7 N1 C16 C17 -139.7(2) . . . . ?
C6 N1 C16 C17 40.2(3) . . . . ?
N1 C16 C17 C18 -102.3(2) . . . 3_455 ?
N1 C16 C17 C18 76.4(2) . . . . ?
C18 C17 C18 C17 1.5(4) 3_455 . . 2_565 ?
C16 C17 C18 C17 -177.16(13) . . . 2_565 ?
C18 C17 C18 C19 179.69(14) 3_455 . . . ?
C16 C17 C18 C19 1.0(3) . . . . ?
C17 C18 C19 C20 -92.1(3) 2_565 . . . ?
C17 C18 C19 C20 89.8(3) . . . . ?
Cl1 Cl1 C23 Cl1 -37.1(7) 4 . . 6_675 ?
Cl1 Cl1 C23 Cl1 -154.2(4) 5_765 . . 6_675 ?
Cl1 Cl1 C23 Cl1 170.3(5) 4 . . 2_765 ?
Cl1 Cl1 C23 Cl1 53.2(7) 5_765 . . 2_765 ?
Cl1 Cl1 C23 Cl1 -117.1(10) 5_765 . . 4 ?
Cl1 Cl1 C23 Cl1 117.1(10) 4 . . 5_765 ?
Cl1 Cl1 C23 Cl1 -69.9(12) 4 . . 3_675 ?
Cl1 Cl1 C23 Cl1 173.0(3) 5_765 . . 3_675 ?

_refine_diff_density_max         0.505
_refine_diff_density_min         -0.636
_refine_diff_density_rms         0.089

