#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:47:40 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180096 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/42/7054275.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7054275
loop_
_publ_author_name
'Collins, Carleton G.'
'Johnson, Andrew T.'
'Connell, Richard D.'
'Nelson, Ruth A.'
'Murgu, Ivan'
'Oliver, Allen G.'
'Smith, Bradley D.'
_publ_section_title
;
 Effect of 1,3-adamantane bridging units within the surrounding macrocycle
 of squaraine rotaxanes
;
_journal_issue                   8
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3992
_journal_paper_doi               10.1039/C4NJ00726C
_journal_volume                  38
_journal_year                    2014
_chemical_formula_moiety
'C56 H56 N4 O4, C44 H36 N2 O2, C H Cl3, 2(H2 O)'
_chemical_formula_sum            'C101 H97 Cl3 N6 O8'
_chemical_formula_weight         1629.20
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                100.460(8)
_cell_angle_beta                 99.693(9)
_cell_angle_gamma                107.086(6)
_cell_formula_units_Z            1
_cell_length_a                   11.1735(15)
_cell_length_b                   11.7304(13)
_cell_length_c                   17.822(3)
_cell_measurement_reflns_used    2381
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.11
_cell_measurement_theta_min      2.42
_cell_volume                     2133.8(5)
_computing_cell_refinement       'Bruker SAINT v7.68A'
_computing_data_collection       'Bruker APEX-II v2010-3'
_computing_data_reduction        'Bruker SAINT v7.68A'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans '
_diffrn_radiation_monochromator  'channel-cut Si-<111> crystal'
_diffrn_radiation_source         synchrotron
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.77490
_diffrn_reflns_av_R_equivalents  0.1228
_diffrn_reflns_av_sigmaI/netI    0.1019
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            25755
_diffrn_reflns_theta_full        24.07
_diffrn_reflns_theta_max         24.07
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.5875
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Sheldrick, 2008'
_exptl_crystal_colour            turquoise
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blade
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.005
_refine_diff_density_max         1.072
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       0.043(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     551
_refine_ls_number_reflns         5094
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.1785
_refine_ls_R_factor_gt           0.1220
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1646P)²+6.0562P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3117
_refine_ls_wR_factor_ref         0.3490
_reflns_number_gt                3094
_reflns_number_total             5094
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4nj00726c3.cif
_cod_data_source_block           nd041b
_cod_depositor_comments          'Adding full bibliography for 7054275.cif.'
_cod_original_cell_volume        2133.7(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7054275
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O -0.0348(5) -0.1187(5) 0.0863(3) 0.0513(15) Uani 1 1 d .
N1 N 0.4282(6) 0.4614(6) 0.2804(5) 0.059(2) Uani 1 1 d .
C1 C -0.0164(7) -0.0548(7) 0.0385(5) 0.042(2) Uani 1 1 d .
C2 C 0.0677(7) 0.0706(7) 0.0433(5) 0.046(2) Uani 1 1 d .
C3 C 0.1603(7) 0.1680(7) 0.1027(5) 0.042(2) Uani 1 1 d .
C4 C 0.1954(7) 0.1571(7) 0.1793(5) 0.046(2) Uani 1 1 d .
H4A H 0.1574 0.0809 0.1913 0.056 Uiso 1 1 calc R
C5 C 0.2814(7) 0.2507(8) 0.2371(5) 0.051(2) Uani 1 1 d .
H5A H 0.3015 0.2390 0.2885 0.061 Uiso 1 1 calc R
C6 C 0.3423(7) 0.3667(8) 0.2223(6) 0.051(2) Uani 1 1 d .
C7 C 0.3110(7) 0.3791(8) 0.1451(6) 0.054(2) Uani 1 1 d .
H7A H 0.3513 0.4546 0.1329 0.064 Uiso 1 1 calc R
C8 C 0.2216(7) 0.2821(7) 0.0864(5) 0.050(2) Uani 1 1 d .
H8A H 0.2012 0.2924 0.0346 0.060 Uiso 1 1 calc R
C9 C 0.4624(8) 0.4484(9) 0.3594(6) 0.069(3) Uani 1 1 d .
H9A H 0.5381 0.5202 0.3899 0.082 Uiso 1 1 calc R
H9B H 0.4872 0.3738 0.3577 0.082 Uiso 1 1 calc R
C10 C 0.3526(9) 0.4390(8) 0.4006(6) 0.067(3) Uani 1 1 d .
C11 C 0.2690(12) 0.5051(10) 0.3875(8) 0.108(4) Uani 1 1 d .
H11A H 0.2797 0.5587 0.3533 0.129 Uiso 1 1 calc R
C12 C 0.1706(15) 0.4900(14) 0.4261(10) 0.154(7) Uani 1 1 d .
H12A H 0.1140 0.5358 0.4185 0.185 Uiso 1 1 calc R
C13 C 0.1508(13) 0.4126(13) 0.4744(8) 0.117(5) Uani 1 1 d .
H13A H 0.0827 0.4063 0.5006 0.140 Uiso 1 1 calc R
C14 C 0.2272(10) 0.3453(10) 0.4850(6) 0.084(3) Uani 1 1 d .
H14A H 0.2122 0.2892 0.5175 0.101 Uiso 1 1 calc R
C15 C 0.3290(10) 0.3582(9) 0.4481(6) 0.073(3) Uani 1 1 d .
H15A H 0.3834 0.3104 0.4557 0.088 Uiso 1 1 calc R
C16 C 0.4923(8) 0.5793(8) 0.2628(6) 0.070(3) Uani 1 1 d .
H16A H 0.5412 0.6407 0.3127 0.084 Uiso 1 1 calc R
H16B H 0.4258 0.6093 0.2373 0.084 Uiso 1 1 calc R
C17 C 0.5843(7) 0.5692(7) 0.2092(6) 0.063(3) Uani 1 1 d .
C18 C 0.6517(8) 0.4885(8) 0.2114(6) 0.070(3) Uani 1 1 d .
H18A H 0.6413 0.4365 0.2467 0.084 Uiso 1 1 calc R
C19 C 0.7352(8) 0.4824(8) 0.1621(7) 0.075(3) Uani 1 1 d .
H19A H 0.7804 0.4254 0.1634 0.090 Uiso 1 1 calc R
C20 C 0.7526(9) 0.5585(9) 0.1116(7) 0.084(3) Uani 1 1 d .
H20A H 0.8069 0.5532 0.0763 0.100 Uiso 1 1 calc R
C21 C 0.6890(9) 0.6422(9) 0.1138(7) 0.088(4) Uani 1 1 d .
H21A H 0.7056 0.7002 0.0827 0.106 Uiso 1 1 calc R
C22 C 0.6024(9) 0.6452(9) 0.1593(7) 0.081(3) Uani 1 1 d .
H22A H 0.5548 0.7000 0.1562 0.097 Uiso 1 1 calc R
O2 O 0.2923(9) -0.2610(8) 0.2436(4) 0.116(3) Uani 1 1 d .
O3 O -0.2197(7) -0.0215(7) 0.3236(4) 0.091(2) Uani 1 1 d .
N2 N 0.1813(6) -0.1970(6) 0.1537(4) 0.0548(19) Uani 1 1 d .
H2A H 0.1206 -0.1656 0.1406 0.066 Uiso 1 1 calc R
N3 N -0.1578(6) -0.0222(6) 0.2109(4) 0.0550(19) Uani 1 1 d .
H3A H -0.1081 -0.0412 0.1809 0.066 Uiso 1 1 calc R
C23 C 0.2571(8) -0.2242(9) 0.0964(5) 0.061(2) Uani 1 1 d .
H23A H 0.2312 -0.3145 0.0766 0.074 Uiso 1 1 calc R
H23B H 0.3495 -0.1935 0.1236 0.074 Uiso 1 1 calc R
C24 C 0.2025(9) -0.2186(8) 0.2237(6) 0.065(3) Uani 1 1 d .
C25 C 0.1326(9) -0.1818(8) 0.2832(5) 0.062(2) Uani 1 1 d .
C26 C 0.0243(8) -0.1355(8) 0.2498(5) 0.055(2) Uani 1 1 d .
H26A H 0.0611 -0.0655 0.2273 0.066 Uiso 1 1 calc R
H26B H -0.0400 -0.2022 0.2068 0.066 Uiso 1 1 calc R
C27 C -0.0428(8) -0.0948(8) 0.3121(5) 0.057(2) Uani 1 1 d .
C28 C 0.0691(12) -0.2923(10) 0.3142(7) 0.092(4) Uani 1 1 d .
H28A H 0.0092 -0.3595 0.2698 0.111 Uiso 1 1 calc R
H28B H 0.1362 -0.3225 0.3386 0.111 Uiso 1 1 calc R
C29 C -0.0031(15) -0.2593(14) 0.3731(9) 0.109(5) Uani 1 1 d .
H29A H -0.0450 -0.3343 0.3907 0.131 Uiso 1 1 calc R
C30 C -0.1040(10) -0.2085(9) 0.3425(7) 0.080(3) Uani 1 1 d .
H30A H -0.1456 -0.1848 0.3849 0.097 Uiso 1 1 calc R
H30B H -0.1711 -0.2722 0.2993 0.097 Uiso 1 1 calc R
C31 C 0.2274(10) -0.0794(12) 0.3515(7) 0.097(4) Uani 1 1 d .
H31A H 0.2631 -0.0050 0.3327 0.116 Uiso 1 1 calc R
H31B H 0.2997 -0.1059 0.3728 0.116 Uiso 1 1 calc R
C32 C 0.1578(11) -0.0485(15) 0.4177(8) 0.124(6) Uani 1 1 d .
H32A H 0.2212 0.0145 0.4638 0.149 Uiso 1 1 calc R
C33 C 0.0929(18) -0.164(2) 0.4428(10) 0.136(6) Uani 1 1 d .
H33A H 0.1588 -0.1980 0.4647 0.163 Uiso 1 1 calc R
H33B H 0.0483 -0.1439 0.4842 0.163 Uiso 1 1 calc R
C34 C 0.0550(10) 0.0063(10) 0.3802(7) 0.101(4) Uani 1 1 d .
H34A H 0.0109 0.0339 0.4200 0.121 Uiso 1 1 calc R
H34B H 0.0982 0.0779 0.3608 0.121 Uiso 1 1 calc R
C35 C -0.1483(9) -0.0456(8) 0.2815(6) 0.063(3) Uani 1 1 d .
C36 C -0.2519(9) 0.0358(9) 0.1829(6) 0.067(3) Uani 1 1 d .
H36A H -0.2427 0.1084 0.2246 0.080 Uiso 1 1 calc R
H36B H -0.3399 -0.0232 0.1742 0.080 Uiso 1 1 calc R
C37 C -0.2377(8) 0.0753(8) 0.1095(6) 0.055(2) Uani 1 1 d .
C38 C -0.1514(7) 0.1931(8) 0.1131(5) 0.048(2) Uani 1 1 d .
C39 C -0.0622(9) 0.2692(9) 0.1834(6) 0.062(3) Uani 1 1 d .
H39A H -0.0592 0.2404 0.2300 0.074 Uiso 1 1 calc R
C40 C 0.0195(8) 0.3827(9) 0.1858(6) 0.065(3) Uani 1 1 d .
H40A H 0.0775 0.4322 0.2338 0.078 Uiso 1 1 calc R
C41 C 0.0183(8) 0.4268(8) 0.1178(7) 0.059(2) Uani 1 1 d .
H41A H 0.0757 0.5058 0.1198 0.071 Uiso 1 1 calc R
C42 C -0.0629(8) 0.3585(8) 0.0507(6) 0.052(2) Uani 1 1 d .
H42A H -0.0608 0.3906 0.0055 0.062 Uiso 1 1 calc R
C43 C -0.1534(7) 0.2393(7) 0.0424(6) 0.050(2) Uani 1 1 d .
C44 C -0.2400(7) 0.1678(8) -0.0282(5) 0.047(2) Uani 1 1 d .
C45 C -0.3171(7) 0.0470(8) -0.0320(6) 0.050(2) Uani 1 1 d .
C46 C -0.3997(9) -0.0306(9) -0.1028(6) 0.066(3) Uani 1 1 d .
H46A H -0.4024 -0.0005 -0.1489 0.079 Uiso 1 1 calc R
C47 C -0.4781(9) -0.1508(10) -0.1082(8) 0.080(3) Uani 1 1 d .
H47A H -0.5324 -0.2019 -0.1570 0.096 Uiso 1 1 calc R
C48 C -0.4744(11) -0.1937(11) -0.0402(9) 0.083(3) Uani 1 1 d .
H48A H -0.5271 -0.2751 -0.0431 0.100 Uiso 1 1 calc R
C49 C -0.3977(10) -0.1223(9) 0.0303(8) 0.073(3) Uani 1 1 d .
H49A H -0.3982 -0.1537 0.0758 0.088 Uiso 1 1 calc R
C50 C -0.3154(8) 0.0010(7) 0.0362(6) 0.050(2) Uani 1 1 d .
C1S C 0.3511(17) 0.824(2) 0.6188(13) 0.090(7) Uani 0.50 1 d P
H1SA H 0.3160 0.8932 0.6221 0.108 Uiso 0.50 1 calc PR
Cl1 Cl 0.4644(5) 0.8652(6) 0.6968(3) 0.0845(17) Uani 0.50 1 d P
Cl2 Cl 0.4212(7) 0.8248(10) 0.5323(3) 0.154(4) Uani 0.50 1 d P
Cl3 Cl 0.2222(8) 0.6986(6) 0.6156(5) 0.133(3) Uani 0.50 1 d P
O1S O -0.4496(11) -0.1368(9) 0.3744(8) 0.196(6) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0040 0.0020 '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 0.0076 0.0040 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0133 0.0073 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1704 0.1889 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C6 N1 C9 121.5(7) . .
C6 N1 C16 120.1(8) . .
C9 N1 C16 118.4(8) . .
O1 C1 C2 135.4(7) . 2
O1 C1 C2 134.4(8) . .
C2 C1 C2 90.2(7) 2 .
C3 C2 C1 134.1(7) . 2
C3 C2 C1 136.1(8) . .
C1 C2 C1 89.8(7) 2 .
C4 C3 C2 122.1(7) . .
C4 C3 C8 117.2(8) . .
C2 C3 C8 120.7(8) . .
C5 C4 C3 122.6(7) . .
C4 C5 C6 121.1(8) . .
N1 C6 C7 121.2(8) . .
N1 C6 C5 121.4(8) . .
C7 C6 C5 117.4(8) . .
C8 C7 C6 120.8(8) . .
C7 C8 C3 120.9(8) . .
N1 C9 C10 112.3(8) . .
C15 C10 C11 118.7(9) . .
C15 C10 C9 120.0(9) . .
C11 C10 C9 121.1(9) . .
C12 C11 C10 117.7(10) . .
C13 C12 C11 122.9(11) . .
C14 C13 C12 120.0(11) . .
C13 C14 C15 119.3(10) . .
C10 C15 C14 121.4(9) . .
N1 C16 C17 113.0(7) . .
C22 C17 C18 119.2(8) . .
C22 C17 C16 118.9(8) . .
C18 C17 C16 121.9(9) . .
C17 C18 C19 120.3(9) . .
C20 C19 C18 120.4(8) . .
C21 C20 C19 117.7(9) . .
C22 C21 C20 122.3(10) . .
C21 C22 C17 119.9(9) . .
C24 N2 C23 121.6(6) . .
C35 N3 C36 120.0(7) . .
N2 C23 C44 113.3(6) . 2
O2 C24 N2 119.3(8) . .
O2 C24 C25 119.3(8) . .
N2 C24 C25 121.0(7) . .
C24 C25 C31 109.7(8) . .
C24 C25 C28 109.9(7) . .
C31 C25 C28 109.2(9) . .
C24 C25 C26 113.2(7) . .
C31 C25 C26 108.1(7) . .
C28 C25 C26 106.6(8) . .
C27 C26 C25 112.3(7) . .
C35 C27 C26 113.7(7) . .
C35 C27 C34 107.7(7) . .
C26 C27 C34 110.3(7) . .
C35 C27 C30 108.5(7) . .
C26 C27 C30 107.2(7) . .
C34 C27 C30 109.4(8) . .
C29 C28 C25 111.4(8) . .
C28 C29 C30 113.5(10) . .
C28 C29 C33 107.9(12) . .
C30 C29 C33 108.9(11) . .
C29 C30 C27 110.0(9) . .
C25 C31 C32 110.1(9) . .
C33 C32 C31 110.3(11) . .
C33 C32 C34 111.2(10) . .
C31 C32 C34 105.3(12) . .
C29 C33 C32 109.9(12) . .
C27 C34 C32 108.0(8) . .
O3 C35 N3 120.5(8) . .
O3 C35 C27 120.4(8) . .
N3 C35 C27 119.0(7) . .
N3 C36 C37 114.2(6) . .
C50 C37 C38 119.1(8) . .
C50 C37 C36 120.9(8) . .
C38 C37 C36 119.8(9) . .
C37 C38 C39 122.5(8) . .
C37 C38 C43 119.4(9) . .
C39 C38 C43 118.1(8) . .
C40 C39 C38 121.6(9) . .
C39 C40 C41 120.4(9) . .
C42 C41 C40 120.1(9) . .
C41 C42 C43 123.8(9) . .
C44 C43 C42 123.8(8) . .
C44 C43 C38 120.2(7) . .
C42 C43 C38 116.1(9) . .
C43 C44 C45 119.3(8) . .
C43 C44 C23 119.5(8) . 2
C45 C44 C23 121.1(8) . 2
C46 C45 C44 121.2(9) . .
C46 C45 C50 118.0(8) . .
C44 C45 C50 120.8(8) . .
C47 C46 C45 122.5(10) . .
C48 C47 C46 118.3(11) . .
C49 C48 C47 121.9(11) . .
C48 C49 C50 120.2(11) . .
C37 C50 C45 120.7(8) . .
C37 C50 C49 120.1(9) . .
C45 C50 C49 119.2(10) . .
Cl1 C1S Cl3 114.5(15) . .
Cl1 C1S Cl2 109.5(9) . .
Cl3 C1S Cl2 118.3(12) . .
C5 C4 H4A 118.7 . .
C3 C4 H4A 118.7 . .
C4 C5 H5A 119.5 . .
C6 C5 H5A 119.5 . .
C8 C7 H7A 119.6 . .
C6 C7 H7A 119.6 . .
C7 C8 H8A 119.5 . .
C3 C8 H8A 119.6 . .
N1 C9 H9A 109.1 . .
C10 C9 H9A 109.1 . .
N1 C9 H9B 109.1 . .
C10 C9 H9B 109.1 . .
H9A C9 H9B 107.9 . .
C12 C11 H11A 121.2 . .
C10 C11 H11A 121.2 . .
C13 C12 H12A 118.6 . .
C11 C12 H12A 118.6 . .
C14 C13 H13A 120.0 . .
C12 C13 H13A 120.0 . .
C13 C14 H14A 120.3 . .
C15 C14 H14A 120.3 . .
C10 C15 H15A 119.3 . .
C14 C15 H15A 119.3 . .
N1 C16 H16A 109.0 . .
C17 C16 H16A 109.0 . .
N1 C16 H16B 109.0 . .
C17 C16 H16B 109.0 . .
H16A C16 H16B 107.8 . .
C17 C18 H18A 119.8 . .
C19 C18 H18A 119.8 . .
C20 C19 H19A 119.8 . .
C18 C19 H19A 119.8 . .
C21 C20 H20A 121.1 . .
C19 C20 H20A 121.1 . .
C22 C21 H21A 118.8 . .
C20 C21 H21A 118.8 . .
C21 C22 H22A 120.1 . .
C17 C22 H22A 120.1 . .
C24 N2 H2A 119.2 . .
C23 N2 H2A 119.2 . .
C35 N3 H3A 120.0 . .
C36 N3 H3A 120.0 . .
N2 C23 H23A 108.9 . .
C44 C23 H23A 108.9 2 .
N2 C23 H23B 108.9 . .
C44 C23 H23B 108.9 2 .
H23A C23 H23B 107.7 . .
C27 C26 H26A 109.2 . .
C25 C26 H26A 109.1 . .
C27 C26 H26B 109.1 . .
C25 C26 H26B 109.1 . .
H26A C26 H26B 107.9 . .
C29 C28 H28A 109.3 . .
C25 C28 H28A 109.3 . .
C29 C28 H28B 109.3 . .
C25 C28 H28B 109.3 . .
H28A C28 H28B 108.0 . .
C28 C29 H29A 108.8 . .
C30 C29 H29A 108.8 . .
C33 C29 H29A 108.8 . .
C29 C30 H30A 109.7 . .
C27 C30 H30A 109.7 . .
C29 C30 H30B 109.7 . .
C27 C30 H30B 109.7 . .
H30A C30 H30B 108.2 . .
C25 C31 H31A 109.6 . .
C32 C31 H31A 109.6 . .
C25 C31 H31B 109.6 . .
C32 C31 H31B 109.6 . .
H31A C31 H31B 108.2 . .
C33 C32 H32A 110.0 . .
C31 C32 H32A 110.0 . .
C34 C32 H32A 110.0 . .
C29 C33 H33A 109.7 . .
C32 C33 H33A 109.7 . .
C29 C33 H33B 109.7 . .
C32 C33 H33B 109.7 . .
H33A C33 H33B 108.2 . .
C27 C34 H34A 110.1 . .
C32 C34 H34A 110.1 . .
C27 C34 H34B 110.1 . .
C32 C34 H34B 110.1 . .
H34A C34 H34B 108.4 . .
N3 C36 H36A 108.7 . .
C37 C36 H36A 108.7 . .
N3 C36 H36B 108.7 . .
C37 C36 H36B 108.7 . .
H36A C36 H36B 107.6 . .
C40 C39 H39A 119.2 . .
C38 C39 H39A 119.2 . .
C39 C40 H40A 119.8 . .
C41 C40 H40A 119.8 . .
C42 C41 H41A 120.0 . .
C40 C41 H41A 120.0 . .
C41 C42 H42A 118.1 . .
C43 C42 H42A 118.1 . .
C47 C46 H46A 118.8 . .
C45 C46 H46A 118.8 . .
C48 C47 H47A 120.9 . .
C46 C47 H47A 120.9 . .
C49 C48 H48A 119.1 . .
C47 C48 H48A 119.0 . .
C48 C49 H49A 119.9 . .
C50 C49 H49A 119.9 . .
Cl1 C1S H1SA 104.3 . .
Cl3 C1S H1SA 104.3 . .
Cl2 C1S H1SA 104.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.238(8) .
N1 C6 1.359(10) .
N1 C9 1.442(11) .
N1 C16 1.475(11) .
C1 C2 1.429(11) 2
C1 C2 1.472(11) .
C2 C3 1.413(11) .
C2 C1 1.429(11) 2
C3 C4 1.395(11) .
C3 C8 1.419(10) .
C4 C5 1.351(11) .
C5 C6 1.425(11) .
C6 C7 1.407(12) .
C7 C8 1.391(11) .
C9 C10 1.521(12) .
C10 C15 1.380(13) .
C10 C11 1.394(14) .
C11 C12 1.378(14) .
C12 C13 1.358(15) .
C13 C14 1.336(14) .
C14 C15 1.392(13) .
C16 C17 1.531(12) .
C17 C22 1.367(13) .
C17 C18 1.374(11) .
C18 C19 1.392(12) .
C19 C20 1.377(13) .
C20 C21 1.369(13) .
C21 C22 1.366(13) .
O2 C24 1.271(10) .
O3 C35 1.239(9) .
N2 C24 1.315(10) .
N2 C23 1.481(10) .
N3 C35 1.330(10) .
N3 C36 1.477(10) .
C23 C44 1.496(11) 2
C24 C25 1.493(12) .
C25 C31 1.528(14) .
C25 C28 1.530(13) .
C25 C26 1.540(11) .
C26 C27 1.524(11) .
C27 C35 1.521(12) .
C27 C34 1.531(13) .
C27 C30 1.547(12) .
C28 C29 1.492(14) .
C29 C30 1.494(14) .
C29 C33 1.51(2) .
C31 C32 1.565(15) .
C32 C33 1.52(2) .
C32 C34 1.585(17) .
C36 C37 1.484(12) .
C37 C50 1.407(12) .
C37 C38 1.417(11) .
C38 C39 1.418(12) .
C38 C43 1.459(11) .
C39 C40 1.364(12) .
C40 C41 1.401(13) .
C41 C42 1.324(12) .
C42 C43 1.430(11) .
C43 C44 1.397(11) .
C44 C45 1.409(11) .
C44 C23 1.496(11) 2
C45 C46 1.404(12) .
C45 C50 1.415(11) .
C46 C47 1.401(13) .
C47 C48 1.393(15) .
C48 C49 1.359(14) .
C49 C50 1.441(13) .
C1S Cl1 1.60(2) .
C1S Cl3 1.71(2) .
C1S Cl2 1.84(2) .
C4 H4A 0.9500 .
C5 H5A 0.9500 .
C7 H7A 0.9500 .
C8 H8A 0.9500 .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C11 H11A 0.9500 .
C12 H12A 0.9500 .
C13 H13A 0.9500 .
C14 H14A 0.9500 .
C15 H15A 0.9500 .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C18 H18A 0.9500 .
C19 H19A 0.9500 .
C20 H20A 0.9500 .
C21 H21A 0.9500 .
C22 H22A 0.9500 .
N2 H2A 0.8800 .
N3 H3A 0.8800 .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C29 H29A 1.0000 .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C32 H32A 1.0000 .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C39 H39A 0.9500 .
C40 H40A 0.9500 .
C41 H41A 0.9500 .
C42 H42A 0.9500 .
C46 H46A 0.9500 .
C47 H47A 0.9500 .
C48 H48A 0.9500 .
C49 H49A 0.9500 .
C1S H1SA 1.0000 .
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
N2 H2A O1 0.88 2.11 2.974(8) 167.8
N3 H3A O1 0.88 2.16 3.021(8) 164.7
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_4
O1 C1 C2 C3 0.2(13) . .
C2 C1 C2 C3 179.6(9) 2 .
O1 C1 C2 C1 -179.5(10) . 2
C2 C1 C2 C1 0.0 2 2
C1 C2 C3 C4 -178.2(7) 2 .
C1 C2 C3 C4 2.3(12) . .
C1 C2 C3 C8 2.0(11) 2 .
C1 C2 C3 C8 -177.5(7) . .
C2 C3 C4 C5 -178.2(6) . .
C8 C3 C4 C5 1.6(10) . .
C3 C4 C5 C6 -0.6(11) . .
C9 N1 C6 C7 -178.9(7) . .
C16 N1 C6 C7 -1.0(10) . .
C9 N1 C6 C5 0.6(10) . .
C16 N1 C6 C5 178.4(7) . .
C4 C5 C6 N1 179.6(7) . .
C4 C5 C6 C7 -1.0(10) . .
N1 C6 C7 C8 -179.1(6) . .
C5 C6 C7 C8 1.4(10) . .
C6 C7 C8 C3 -0.4(10) . .
C4 C3 C8 C7 -1.1(10) . .
C2 C3 C8 C7 178.7(6) . .
C6 N1 C9 C10 -70.3(10) . .
C16 N1 C9 C10 111.9(8) . .
N1 C9 C10 C15 140.2(9) . .
N1 C9 C10 C11 -35.7(13) . .
C15 C10 C11 C12 3.0(19) . .
C9 C10 C11 C12 178.9(12) . .
C10 C11 C12 C13 -1(3) . .
C11 C12 C13 C14 -1(3) . .
C12 C13 C14 C15 2(2) . .
C11 C10 C15 C14 -2.4(16) . .
C9 C10 C15 C14 -178.4(9) . .
C13 C14 C15 C10 -0.1(17) . .
C6 N1 C16 C17 -66.8(10) . .
C9 N1 C16 C17 111.0(9) . .
N1 C16 C17 C22 149.3(9) . .
N1 C16 C17 C18 -32.4(13) . .
C22 C17 C18 C19 -1.4(14) . .
C16 C17 C18 C19 -179.6(8) . .
C17 C18 C19 C20 1.0(15) . .
C18 C19 C20 C21 2.3(16) . .
C19 C20 C21 C22 -5.4(18) . .
C20 C21 C22 C17 5.1(18) . .
C18 C17 C22 C21 -1.6(15) . .
C16 C17 C22 C21 176.7(9) . .
C24 N2 C23 C44 -166.9(8) . 2
C23 N2 C24 O2 1.8(14) . .
C23 N2 C24 C25 175.2(8) . .
O2 C24 C25 C31 60.7(12) . .
N2 C24 C25 C31 -112.7(10) . .
O2 C24 C25 C28 -59.3(13) . .
N2 C24 C25 C28 127.2(10) . .
O2 C24 C25 C26 -178.4(9) . .
N2 C24 C25 C26 8.1(13) . .
C24 C25 C26 C27 -178.2(8) . .
C31 C25 C26 C27 -56.5(10) . .
C28 C25 C26 C27 60.8(10) . .
C25 C26 C27 C35 178.6(7) . .
C25 C26 C27 C34 57.6(10) . .
C25 C26 C27 C30 -61.5(10) . .
C24 C25 C28 C29 -179.3(10) . .
C31 C25 C28 C29 60.3(12) . .
C26 C25 C28 C29 -56.3(12) . .
C25 C28 C29 C30 57.1(16) . .
C25 C28 C29 C33 -63.7(13) . .
C28 C29 C30 C27 -56.7(15) . .
C33 C29 C30 C27 63.5(12) . .
C35 C27 C30 C29 -179.9(9) . .
C26 C27 C30 C29 56.9(11) . .
C34 C27 C30 C29 -62.7(11) . .
C24 C25 C31 C32 -174.8(10) . .
C28 C25 C31 C32 -54.3(12) . .
C26 C25 C31 C32 61.3(12) . .
C25 C31 C32 C33 54.8(15) . .
C25 C31 C32 C34 -65.4(13) . .
C28 C29 C33 C32 62.4(12) . .
C30 C29 C33 C32 -61.2(13) . .
C31 C32 C33 C29 -58.6(14) . .
C34 C32 C33 C29 57.8(13) . .
C35 C27 C34 C32 174.5(9) . .
C26 C27 C34 C32 -60.9(11) . .
C30 C27 C34 C32 56.7(11) . .
C33 C32 C34 C27 -55.7(14) . .
C31 C32 C34 C27 63.8(12) . .
C36 N3 C35 O3 1.5(13) . .
C36 N3 C35 C27 -174.6(8) . .
C26 C27 C35 O3 172.3(8) . .
C34 C27 C35 O3 -65.2(11) . .
C30 C27 C35 O3 53.2(12) . .
C26 C27 C35 N3 -11.6(12) . .
C34 C27 C35 N3 110.9(9) . .
C30 C27 C35 N3 -130.8(9) . .
C35 N3 C36 C37 170.5(8) . .
N3 C36 C37 C50 97.6(9) . .
N3 C36 C37 C38 -86.9(9) . .
C50 C37 C38 C39 -174.5(7) . .
C36 C37 C38 C39 9.9(10) . .
C50 C37 C38 C43 5.7(9) . .
C36 C37 C38 C43 -169.9(6) . .
C37 C38 C39 C40 -179.5(7) . .
C43 C38 C39 C40 0.3(10) . .
C38 C39 C40 C41 -0.8(11) . .
C39 C40 C41 C42 0.3(11) . .
C40 C41 C42 C43 0.7(11) . .
C41 C42 C43 C44 179.3(7) . .
C41 C42 C43 C38 -1.1(10) . .
C37 C38 C43 C44 0.0(9) . .
C39 C38 C43 C44 -179.8(6) . .
C37 C38 C43 C42 -179.6(6) . .
C39 C38 C43 C42 0.6(9) . .
C42 C43 C44 C45 174.2(6) . .
C38 C43 C44 C45 -5.4(10) . .
C42 C43 C44 C23 -10.9(10) . 2
C38 C43 C44 C23 169.5(6) . 2
C43 C44 C45 C46 -176.1(6) . .
C23 C44 C45 C46 9.1(10) 2 .
C43 C44 C45 C50 5.1(10) . .
C23 C44 C45 C50 -169.7(7) 2 .
C44 C45 C46 C47 -179.6(7) . .
C50 C45 C46 C47 -0.8(10) . .
C45 C46 C47 C48 0.8(11) . .
C46 C47 C48 C49 0.1(13) . .
C47 C48 C49 C50 -0.9(13) . .
C38 C37 C50 C45 -6.1(10) . .
C36 C37 C50 C45 169.5(6) . .
C38 C37 C50 C49 175.9(6) . .
C36 C37 C50 C49 -8.6(10) . .
C46 C45 C50 C37 -178.1(6) . .
C44 C45 C50 C37 0.7(10) . .
C46 C45 C50 C49 0.0(10) . .
C44 C45 C50 C49 178.8(6) . .
C48 C49 C50 C37 178.9(7) . .
C48 C49 C50 C45 0.8(11) . .
