#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:26:42 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180079 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/25/7052527.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_7052527
loop_
_publ_author_name
'Mansikkamäki, Heidi'
'Nissinen, Maija'
'Schalley, Christoph A.'
'Rissanen, Kari'
_publ_section_title
;
 Self-assembling resorcinarene capsules: solid and gas phase studies on
 encapsulation of small alkyl ammonium cations
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              88
_journal_paper_doi               10.1039/b207875a
_journal_volume                  27
_journal_year                    2003
_chemical_formula_sum            'C92 H132 Cl N O20'
_chemical_formula_weight         1607.44
_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                106.7125(15)
_cell_angle_beta                 90.5037(15)
_cell_angle_gamma                117.9360(19)
_cell_formula_units_Z            1
_cell_length_a                   13.3702(4)
_cell_length_b                   13.7036(4)
_cell_length_c                   14.4145(7)
_cell_measurement_temperature    173(2)
_cell_volume                     2202.33(15)
_computing_cell_refinement       Denzo-SMN
_computing_data_collection       collect
_computing_data_reduction        Denzo-SMN
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  '`Nonius Kappa CCD''
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_sigmaI/netI    0.1281
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12026
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_T_max  0.9615
_exptl_absorpt_correction_T_min  0.9457
_exptl_absorpt_correction_type   'not used'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prisms
_exptl_crystal_F_000             868
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     548
_refine_ls_number_reflns         7692
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.1679
_refine_ls_R_factor_gt           0.0794
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1282P)²+1.0578P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1998
_refine_ls_wR_factor_ref         0.2491
_reflns_number_gt                4028
_reflns_number_total             7692
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b207875a.txt
_cod_data_source_block           4(3)2Cl4EtOH
_cod_original_cell_volume        2202.33(14)
_cod_database_code               7052527
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.5000 0.5000 0.0000 0.0267(4) Uani 1 2 d S . .
O4 O 0.4073(3) 0.2572(3) 0.2530(3) 0.0463(9) Uani 1 1 d . . .
H4 H 0.3672 0.1863 0.2478 0.069 Uiso 1 1 calc R . .
O6 O 0.2948(3) 0.4735(3) 0.1107(2) 0.0407(9) Uani 1 1 d . . .
H6 H 0.3471 0.4730 0.0790 0.061 Uiso 1 1 calc R . .
O13 O 0.2885(3) 0.0468(3) 0.2833(3) 0.0468(9) Uani 1 1 d . . .
H13 H 0.2987 -0.0105 0.2780 0.070 Uiso 1 1 calc R . .
O20 O -0.3150(3) -0.2859(2) 0.1736(2) 0.0414(9) Uani 1 1 d . . .
H20 H -0.3656 -0.3419 0.1271 0.062 Uiso 1 1 calc R . .
C3 C 0.2562(3) 0.2946(3) 0.3108(3) 0.0229(10) Uani 1 1 d . . .
C1 C 0.1998(4) 0.4060(3) 0.2361(3) 0.0236(10) Uani 1 1 d . . .
C16 C -0.2369(3) 0.0205(4) 0.2511(3) 0.0228(10) Uani 1 1 d . . .
H16 H -0.1885 0.0904 0.3035 0.027 Uiso 1 1 calc R . .
C14 C -0.1742(3) -0.0841(4) 0.3372(3) 0.0231(10) Uani 1 1 d . . .
H14 H -0.2119 -0.1668 0.3369 0.028 Uiso 1 1 calc R . .
C15 C -0.2411(3) -0.0820(3) 0.2521(3) 0.0225(10) Uani 1 1 d . . .
C8 C 0.1504(4) 0.1028(3) 0.3440(3) 0.0212(10) Uani 1 1 d . . .
O11 O -0.0972(3) -0.2512(3) 0.2387(3) 0.0590(11) Uani 1 1 d . . .
H11 H -0.1621 -0.2618 0.2195 0.089 Uiso 1 1 calc R . .
C13 C 0.1775(4) 0.0171(4) 0.2966(3) 0.0329(11) Uani 1 1 d . . .
C11 C -0.0205(4) -0.1330(4) 0.2749(4) 0.0332(11) Uani 1 1 d . . .
C2 C 0.1891(4) 0.3458(3) 0.3018(3) 0.0239(10) Uani 1 1 d . . .
H2 H 0.1328 0.3392 0.3430 0.029 Uiso 1 1 calc R . .
C7 C 0.2427(4) 0.2318(4) 0.3859(3) 0.0251(10) Uani 1 1 d . . .
H7 H 0.3172 0.2333 0.3988 0.030 Uiso 1 1 calc R . .
C29 C 0.2235(4) 0.2945(4) 0.4851(3) 0.0297(11) Uani 1 1 d . . .
H29A H 0.1564 0.3047 0.4734 0.036 Uiso 1 1 calc R . .
H29B H 0.2042 0.2437 0.5264 0.036 Uiso 1 1 calc R . .
O18 O -0.4318(4) -0.0774(3) 0.0245(3) 0.0751(15) Uani 1 1 d . . .
H18 H -0.3923 -0.0191 0.0068 0.113 Uiso 1 1 calc R . .
C10 C -0.0509(4) -0.0500(4) 0.3216(3) 0.0243(10) Uani 1 1 d . . .
C28 C 0.1236(4) 0.4586(4) 0.2274(3) 0.0275(10) Uani 1 1 d . . .
H28 H 0.1638 0.5184 0.1945 0.033 Uiso 1 1 calc R . .
C6 C 0.2827(4) 0.4143(4) 0.1766(3) 0.0282(11) Uani 1 1 d . . .
C20 C -0.3104(4) -0.1828(4) 0.1742(3) 0.0305(11) Uani 1 1 d . . .
C24 C 0.0101(4) 0.3671(4) 0.1607(3) 0.0300(11) Uani 1 1 d . . .
C26 C -0.1095(5) 0.2686(7) 0.0009(4) 0.078(2) Uani 1 1 d . . .
H26 H -0.1187 0.2591 -0.0671 0.093 Uiso 1 1 calc R . .
C9 C 0.0366(4) 0.0663(3) 0.3547(3) 0.0213(10) Uani 1 1 d . . .
H9 H 0.0170 0.1245 0.3866 0.026 Uiso 1 1 calc R . .
C22 C -0.1916(4) 0.2139(4) 0.1385(3) 0.0278(11) Uani 1 1 d . . .
C21 C -0.2935(4) 0.1427(4) 0.1820(3) 0.0278(10) Uani 1 1 d . . .
H21 H -0.3642 0.1219 0.1387 0.033 Uiso 1 1 calc R . .
C32 C -0.1801(4) -0.0094(4) 0.4371(3) 0.0279(10) Uani 1 1 d . . .
H32A H -0.1309 -0.0085 0.4894 0.033 Uiso 1 1 calc R . .
H32B H -0.1493 0.0721 0.4377 0.033 Uiso 1 1 calc R . .
C17 C -0.2995(4) 0.0271(4) 0.1775(3) 0.0274(10) Uani 1 1 d . . .
C4 C 0.3364(4) 0.3040(4) 0.2483(3) 0.0315(11) Uani 1 1 d . . .
C19 C -0.3707(5) -0.1795(4) 0.0973(4) 0.0481(15) Uani 1 1 d . . .
H19 H -0.4148 -0.2483 0.0426 0.058 Uiso 1 1 calc R . .
C18 C -0.3665(5) -0.0761(4) 0.1006(3) 0.0444(14) Uani 1 1 d . . .
C5 C 0.3501(4) 0.3633(4) 0.1813(3) 0.0344(12) Uani 1 1 d . . .
H5 H 0.4053 0.3687 0.1390 0.041 Uiso 1 1 calc R . .
C23 C -0.0845(4) 0.2972(4) 0.1958(3) 0.0255(10) Uani 1 1 d . . .
H23 H -0.0755 0.3068 0.2639 0.031 Uiso 1 1 calc R . .
C36 C -0.4079(4) 0.1554(4) 0.3225(3) 0.0335(11) Uani 1 1 d . . .
H36A H -0.4731 0.1331 0.2728 0.040 Uiso 1 1 calc R . .
H36B H -0.4170 0.0830 0.3316 0.040 Uiso 1 1 calc R . .
O27 O -0.3042(3) 0.1177(4) -0.0219(3) 0.0802(15) Uani 1 1 d . . .
H27 H -0.3077 0.1346 -0.0729 0.120 Uiso 1 1 calc R . .
C38 C 0.1083(4) 0.5236(4) 0.3280(3) 0.0314(11) Uani 1 1 d . . .
H38A H 0.0630 0.4658 0.3603 0.038 Uiso 1 1 calc R . .
H38B H 0.1848 0.5775 0.3697 0.038 Uiso 1 1 calc R . .
C27 C -0.2006(4) 0.2007(5) 0.0397(4) 0.0525(15) Uani 1 1 d . . .
C35 C -0.2961(4) 0.2136(4) 0.2845(3) 0.0283(10) Uani 1 1 d . . .
H35A H -0.2321 0.2278 0.3311 0.034 Uiso 1 1 calc R . .
H35B H -0.2827 0.2906 0.2833 0.034 Uiso 1 1 calc R . .
C12 C 0.0926(4) -0.1007(4) 0.2636(4) 0.0429(13) Uani 1 1 d . . .
H12 H 0.1124 -0.1591 0.2332 0.051 Uiso 1 1 calc R . .
C33 C -0.3029(4) -0.0552(4) 0.4594(4) 0.0363(12) Uani 1 1 d . . .
H33A H -0.3572 -0.0912 0.3968 0.044 Uiso 1 1 calc R . .
H33B H -0.3201 -0.1171 0.4889 0.044 Uiso 1 1 calc R . .
C30 C 0.3251(5) 0.4133(4) 0.5417(4) 0.0464(14) Uani 1 1 d . . .
H30A H 0.3527 0.4599 0.4969 0.056 Uiso 1 1 calc R . .
H30B H 0.2989 0.4548 0.5951 0.056 Uiso 1 1 calc R . .
O25 O 0.0809(3) 0.4135(5) 0.0156(3) 0.0986(19) Uani 1 1 d . . .
H25 H 0.1449 0.4435 0.0512 0.148 Uiso 1 1 calc R . .
C37 C -0.4118(5) 0.2344(4) 0.4187(4) 0.0450(13) Uani 1 1 d . . .
H37A H -0.4853 0.1936 0.4398 0.068 Uiso 1 1 calc R . .
H37B H -0.4036 0.3059 0.4099 0.068 Uiso 1 1 calc R . .
H37C H -0.3488 0.2548 0.4688 0.068 Uiso 1 1 calc R . .
C25 C -0.0053(5) 0.3500(6) 0.0610(4) 0.0568(16) Uani 1 1 d . . .
C39 C 0.0492(5) 0.5927(5) 0.3219(4) 0.0507(15) Uani 1 1 d . . .
H39A H -0.0250 0.5399 0.2764 0.061 Uiso 1 1 calc R . .
H39B H 0.0973 0.6542 0.2939 0.061 Uiso 1 1 calc R . .
C34 C -0.3221(5) 0.0384(4) 0.5280(4) 0.0485(14) Uani 1 1 d . . .
H34A H -0.3984 0.0022 0.5462 0.073 Uiso 1 1 calc R . .
H34B H -0.3171 0.0935 0.4951 0.073 Uiso 1 1 calc R . .
H34C H -0.2633 0.0802 0.5873 0.073 Uiso 1 1 calc R . .
C31 C 0.4245(5) 0.4075(6) 0.5859(5) 0.076(2) Uani 1 1 d . . .
H31A H 0.4836 0.4864 0.6261 0.114 Uiso 1 1 calc R . .
H31B H 0.4571 0.3750 0.5331 0.114 Uiso 1 1 calc R . .
H31C H 0.3971 0.3574 0.6271 0.114 Uiso 1 1 calc R . .
C40 C 0.0270(6) 0.6497(5) 0.4206(5) 0.0716(19) Uani 1 1 d . . .
H40A H -0.0036 0.7000 0.4129 0.107 Uiso 1 1 calc R . .
H40B H 0.0990 0.6970 0.4678 0.107 Uiso 1 1 calc R . .
H40C H -0.0289 0.5890 0.4448 0.107 Uiso 1 1 calc R . .
N1 N 0.0000 0.0000 0.0000 0.0405(15) Uani 1 2 d S . .
C50 C 0.125(3) 0.038(2) 0.032(2) 0.186(10) Uiso 0.50 1 d P . .
C51 C -0.005(2) 0.068(2) 0.097(2) 0.168(9) Uiso 0.50 1 d P . .
C52 C -0.017(2) -0.044(3) 0.082(2) 0.166(9) Uiso 0.50 1 d P . .
C53 C -0.027(3) -0.126(3) -0.015(3) 0.223(13) Uiso 0.50 1 d P . .
O60 O -0.3337(4) 0.1324(4) -0.1991(3) 0.0591(11) Uani 1 1 d . . .
H60 H -0.3642 0.0781 -0.2533 0.089 Uiso 1 1 calc R . .
C61 C -0.3503(11) 0.2193(8) -0.2005(6) 0.141(4) Uani 1 1 d . . .
H61A H -0.2735 0.2902 -0.1783 0.169 Uiso 1 1 calc R . .
H61B H -0.3953 0.2279 -0.1476 0.169 Uiso 1 1 calc R . .
C62 C -0.4010(6) 0.2288(6) -0.2802(5) 0.077(2) Uani 1 1 d . . .
H62A H -0.4008 0.3035 -0.2603 0.115 Uiso 1 1 calc R . .
H62B H -0.4802 0.1643 -0.3021 0.115 Uiso 1 1 calc R . .
H62C H -0.3574 0.2252 -0.3342 0.115 Uiso 1 1 calc R . .
O63 O 0.5579(3) 0.2769(3) 0.1260(2) 0.0396(8) Uani 1 1 d . . .
H63 H 0.5304 0.3071 0.1701 0.059 Uiso 0.651(18) 1 calc PR A 1
H63B H 0.5080 0.2647 0.1628 0.059 Uiso 0.349(18) 1 calc PR A 2
C64 C 0.6474(9) 0.3653(9) 0.0989(10) 0.044(3) Uani 0.651(18) 1 d P A 1
H64A H 0.6148 0.3847 0.0495 0.053 Uiso 0.651(18) 1 calc PR A 1
H64B H 0.6987 0.3364 0.0684 0.053 Uiso 0.651(18) 1 calc PR A 1
C65 C 0.7139(13) 0.4704(10) 0.1837(9) 0.075(4) Uani 0.651(18) 1 d P A 1
H65A H 0.7757 0.5303 0.1626 0.113 Uiso 0.651(18) 1 calc PR A 1
H65B H 0.7471 0.4515 0.2322 0.113 Uiso 0.651(18) 1 calc PR A 1
H65C H 0.6636 0.5001 0.2132 0.113 Uiso 0.651(18) 1 calc PR A 1
C64B C 0.6439(15) 0.4002(17) 0.1602(16) 0.025(5) Uani 0.349(18) 1 d P A 2
H64C H 0.6831 0.4209 0.2271 0.030 Uiso 0.349(18) 1 calc PR A 2
H64D H 0.6053 0.4474 0.1643 0.030 Uiso 0.349(18) 1 calc PR A 2
C65B C 0.7343(17) 0.4317(16) 0.0925(15) 0.048(6) Uani 0.349(18) 1 d P A 2
H65D H 0.7904 0.5153 0.1190 0.072 Uiso 0.349(18) 1 calc PR A 2
H65E H 0.6964 0.4136 0.0266 0.072 Uiso 0.349(18) 1 calc PR A 2
H65F H 0.7737 0.3860 0.0887 0.072 Uiso 0.349(18) 1 calc PR A 2
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'
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
C4 C3 C2 116.7(4) . . ?
C4 C3 C7 121.5(4) . . ?
C2 C3 C7 121.8(4) . . ?
C6 C1 C2 116.8(4) . . ?
C6 C1 C28 120.8(3) . . ?
C2 C1 C28 122.4(4) . . ?
C15 C16 C17 123.8(4) . . ?
C10 C14 C15 110.8(3) . . ?
C10 C14 C32 112.5(3) . . ?
C15 C14 C32 111.9(3) . . ?
C16 C15 C20 117.4(4) . . ?
C16 C15 C14 121.1(4) . . ?
C20 C15 C14 121.4(3) . . ?
C13 C8 C9 117.1(4) . . ?
C13 C8 C7 121.5(4) . . ?
C9 C8 C7 121.4(3) . . ?
O13 C13 C8 120.4(4) . . ?
O13 C13 C12 119.3(4) . . ?
C8 C13 C12 120.3(4) . . ?
O11 C11 C10 123.5(4) . . ?
O11 C11 C12 115.6(4) . . ?
C10 C11 C12 120.9(4) . . ?
C1 C2 C3 124.0(4) . . ?
C8 C7 C3 111.4(3) . . ?
C8 C7 C29 112.3(3) . . ?
C3 C7 C29 112.9(3) . . ?
C30 C29 C7 114.9(4) . . ?
C11 C10 C9 116.8(4) . . ?
C11 C10 C14 121.7(4) . . ?
C9 C10 C14 121.6(4) . . ?
C24 C28 C1 110.9(3) . . ?
C24 C28 C38 112.7(4) . . ?
C1 C28 C38 112.8(4) . . ?
O6 C6 C5 120.5(4) . . ?
O6 C6 C1 117.9(3) . . ?
C5 C6 C1 121.6(4) . . ?
O20 C20 C15 118.2(4) . . ?
O20 C20 C19 121.0(4) . . ?
C15 C20 C19 120.8(4) . . ?
C25 C24 C23 116.3(4) . . ?
C25 C24 C28 121.4(4) . . ?
C23 C24 C28 122.2(4) . . ?
C25 C26 C27 120.0(5) . . ?
C8 C9 C10 124.4(4) . . ?
C27 C22 C23 116.0(4) . . ?
C27 C22 C21 121.7(4) . . ?
C23 C22 C21 122.3(4) . . ?
C22 C21 C35 112.4(4) . . ?
C22 C21 C17 110.9(3) . . ?
C35 C21 C17 113.4(3) . . ?
C33 C32 C14 112.5(4) . . ?
C18 C17 C16 116.5(4) . . ?
C18 C17 C21 122.3(4) . . ?
C16 C17 C21 121.3(4) . . ?
O4 C4 C3 120.6(4) . . ?
O4 C4 C5 118.0(4) . . ?
C3 C4 C5 121.5(4) . . ?
C18 C19 C20 119.8(4) . . ?
C19 C18 O18 118.2(4) . . ?
C19 C18 C17 121.6(4) . . ?
O18 C18 C17 120.2(4) . . ?
C6 C5 C4 119.5(4) . . ?
C24 C23 C22 124.7(4) . . ?
C37 C36 C35 112.4(4) . . ?
C39 C38 C28 113.8(4) . . ?
C22 C27 C26 121.7(5) . . ?
C22 C27 O27 118.9(5) . . ?
C26 C27 O27 119.4(5) . . ?
C36 C35 C21 114.3(4) . . ?
C11 C12 C13 120.5(4) . . ?
C34 C33 C32 113.4(4) . . ?
C31 C30 C29 114.0(4) . . ?
C26 C25 O25 115.9(5) . . ?
C26 C25 C24 121.3(5) . . ?
O25 C25 C24 122.8(5) . . ?
C38 C39 C40 113.5(5) . . ?
C52 N1 C52 180(2) . 2 ?
C52 N1 C51 121.7(12) . 2 ?
C52 N1 C51 58.3(12) 2 2 ?
C52 N1 C51 58.3(12) . . ?
C52 N1 C51 121.7(12) 2 . ?
C51 N1 C51 180(3) 2 . ?
C52 N1 C50 83.0(14) . . ?
C52 N1 C50 97.0(14) 2 . ?
C51 N1 C50 89.1(14) 2 . ?
C51 N1 C50 90.9(14) . . ?
C52 N1 C50 97.0(14) . 2 ?
C52 N1 C50 83.0(14) 2 2 ?
C51 N1 C50 90.9(14) 2 2 ?
C51 N1 C50 89.1(14) . 2 ?
C50 N1 C50 180.0(9) . 2 ?
C52 N1 C53 59.0(13) . . ?
C52 N1 C53 121.0(13) 2 . ?
C51 N1 C53 63.1(14) 2 . ?
C51 N1 C53 116.9(14) . . ?
C50 N1 C53 87.8(15) . . ?
C50 N1 C53 92.2(15) 2 . ?
C52 N1 C53 121.0(13) . 2 ?
C52 N1 C53 59.0(13) 2 2 ?
C51 N1 C53 116.9(14) 2 2 ?
C51 N1 C53 63.1(14) . 2 ?
C50 N1 C53 92.2(15) . 2 ?
C50 N1 C53 87.8(15) 2 2 ?
C53 N1 C53 180(4) . 2 ?
N1 C50 C52 47.1(11) . . ?
C52 C51 N1 60.6(16) . . ?
C52 C51 C53 121(3) . 2 ?
N1 C51 C53 60.9(18) . 2 ?
C51 C52 N1 61.1(16) . . ?
C51 C52 C53 124(3) . . ?
N1 C52 C53 63.4(18) . . ?
C51 C52 C50 75.7(18) . . ?
N1 C52 C50 49.9(11) . . ?
C53 C52 C50 74.4(19) . . ?
C52 C53 N1 57.6(17) . . ?
C52 C53 C51 113(3) . 2 ?
N1 C53 C51 56.0(16) . 2 ?
O60 C61 C62 127.2(8) . . ?
C64 O63 C64B 36.2(6) . . ?
O63 C64 C65 111.3(12) . . ?
O63 C64B C65B 112.8(18) . . ?
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
O4 C4 1.381(5) . ?
O6 C6 1.382(5) . ?
O13 C13 1.374(5) . ?
O20 C20 1.383(5) . ?
C3 C4 1.389(6) . ?
C3 C2 1.398(5) . ?
C3 C7 1.530(5) . ?
C1 C6 1.390(6) . ?
C1 C2 1.392(6) . ?
C1 C28 1.520(6) . ?
C16 C15 1.382(5) . ?
C16 C17 1.395(6) . ?
C14 C10 1.527(6) . ?
C14 C15 1.528(5) . ?
C14 C32 1.535(6) . ?
C15 C20 1.385(6) . ?
C8 C13 1.386(6) . ?
C8 C9 1.387(6) . ?
C8 C7 1.530(6) . ?
O11 C11 1.377(5) . ?
C13 C12 1.397(6) . ?
C11 C10 1.383(6) . ?
C11 C12 1.388(6) . ?
C7 C29 1.534(6) . ?
C29 C30 1.519(6) . ?
O18 C18 1.387(5) . ?
C10 C9 1.394(6) . ?
C28 C24 1.516(6) . ?
C28 C38 1.539(6) . ?
C6 C5 1.386(6) . ?
C20 C19 1.389(6) . ?
C24 C25 1.386(7) . ?
C24 C23 1.388(6) . ?
C26 C25 1.380(8) . ?
C26 C27 1.382(8) . ?
C22 C27 1.380(7) . ?
C22 C23 1.394(6) . ?
C22 C21 1.525(6) . ?
C21 C35 1.527(6) . ?
C21 C17 1.531(5) . ?
C32 C33 1.533(6) . ?
C17 C18 1.388(6) . ?
C4 C5 1.394(6) . ?
C19 C18 1.377(6) . ?
C36 C37 1.512(6) . ?
C36 C35 1.523(6) . ?
O27 C27 1.386(6) . ?
C38 C39 1.508(6) . ?
C33 C34 1.508(7) . ?
C30 C31 1.513(8) . ?
O25 C25 1.383(6) . ?
C39 C40 1.520(8) . ?
N1 C52 1.45(3) . ?
N1 C52 1.45(3) 2 ?
N1 C51 1.46(3) 2 ?
N1 C51 1.46(3) . ?
N1 C50 1.52(3) . ?
N1 C50 1.52(3) 2 ?
N1 C53 1.54(4) . ?
N1 C53 1.54(4) 2 ?
C50 C52 1.97(4) . ?
C51 C52 1.42(3) . ?
C51 C53 1.57(4) 2 ?
C52 C53 1.47(4) . ?
C53 C51 1.57(4) 2 ?
O60 C61 1.314(8) . ?
C61 C62 1.397(10) . ?
O63 C64 1.405(11) . ?
O63 C64B 1.45(2) . ?
C64 C65 1.459(19) . ?
C64B C65B 1.54(3) . ?
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
O4 H4 O13 0.84 1.93 2.734(4) 160.7 .
O6 H6 Cl1 0.84 2.28 3.111(3) 171.7 .
O13 H13 O60 0.84 1.99 2.749(5) 150.1 2
O20 H20 Cl1 0.84 2.30 3.139(3) 177.4 1_445
O11 H11 O20 0.84 1.99 2.826(5) 179.5 .
O18 H18 O27 0.84 1.86 2.697(6) 175.3 .
O27 H27 O60 0.84 1.84 2.660(5) 165.9 .
O25 H25 O6 0.84 1.98 2.796(5) 163.7 .
O60 H60 O13 0.84 2.31 2.749(5) 112.8 2
O63 H63B O4 0.84 1.87 2.705(5) 173.0 .
O63 H63B O4 0.84 1.87 2.705(5) 173.0 .
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
C17 C16 C15 C20 1.2(6) . . . . ?
C17 C16 C15 C14 -177.4(4) . . . . ?
C10 C14 C15 C16 -85.3(5) . . . . ?
C32 C14 C15 C16 41.2(5) . . . . ?
C10 C14 C15 C20 96.2(5) . . . . ?
C32 C14 C15 C20 -137.3(4) . . . . ?
C9 C8 C13 O13 180.0(4) . . . . ?
C7 C8 C13 O13 -2.0(6) . . . . ?
C9 C8 C13 C12 -1.4(6) . . . . ?
C7 C8 C13 C12 176.6(4) . . . . ?
C6 C1 C2 C3 0.1(6) . . . . ?
C28 C1 C2 C3 178.9(4) . . . . ?
C4 C3 C2 C1 -1.1(6) . . . . ?
C7 C3 C2 C1 178.6(4) . . . . ?
C13 C8 C7 C3 91.4(5) . . . . ?
C9 C8 C7 C3 -90.7(4) . . . . ?
C13 C8 C7 C29 -140.8(4) . . . . ?
C9 C8 C7 C29 37.1(5) . . . . ?
C4 C3 C7 C8 -92.7(5) . . . . ?
C2 C3 C7 C8 87.7(5) . . . . ?
C4 C3 C7 C29 139.8(4) . . . . ?
C2 C3 C7 C29 -39.8(6) . . . . ?
C8 C7 C29 C30 166.5(4) . . . . ?
C3 C7 C29 C30 -66.5(5) . . . . ?
O11 C11 C10 C9 179.7(4) . . . . ?
C12 C11 C10 C9 1.0(7) . . . . ?
O11 C11 C10 C14 0.4(7) . . . . ?
C12 C11 C10 C14 -178.3(4) . . . . ?
C15 C14 C10 C11 -91.9(5) . . . . ?
C32 C14 C10 C11 141.9(4) . . . . ?
C15 C14 C10 C9 88.7(4) . . . . ?
C32 C14 C10 C9 -37.4(5) . . . . ?
C6 C1 C28 C24 95.6(5) . . . . ?
C2 C1 C28 C24 -83.2(5) . . . . ?
C6 C1 C28 C38 -137.0(4) . . . . ?
C2 C1 C28 C38 44.2(6) . . . . ?
C2 C1 C6 O6 179.9(4) . . . . ?
C28 C1 C6 O6 1.1(6) . . . . ?
C2 C1 C6 C5 1.1(7) . . . . ?
C28 C1 C6 C5 -177.7(4) . . . . ?
C16 C15 C20 O20 179.5(4) . . . . ?
C14 C15 C20 O20 -2.0(6) . . . . ?
C16 C15 C20 C19 1.5(7) . . . . ?
C14 C15 C20 C19 -180.0(4) . . . . ?
C1 C28 C24 C25 -92.2(5) . . . . ?
C38 C28 C24 C25 140.3(5) . . . . ?
C1 C28 C24 C23 88.7(5) . . . . ?
C38 C28 C24 C23 -38.7(5) . . . . ?
C13 C8 C9 C10 0.5(6) . . . . ?
C7 C8 C9 C10 -177.5(4) . . . . ?
C11 C10 C9 C8 -0.3(6) . . . . ?
C14 C10 C9 C8 179.1(3) . . . . ?
C27 C22 C21 C35 -143.1(4) . . . . ?
C23 C22 C21 C35 36.0(5) . . . . ?
C27 C22 C21 C17 88.7(5) . . . . ?
C23 C22 C21 C17 -92.2(5) . . . . ?
C10 C14 C32 C33 -171.4(3) . . . . ?
C15 C14 C32 C33 63.0(4) . . . . ?
C15 C16 C17 C18 -1.9(7) . . . . ?
C15 C16 C17 C21 178.3(4) . . . . ?
C22 C21 C17 C18 -94.3(5) . . . . ?
C35 C21 C17 C18 138.1(5) . . . . ?
C22 C21 C17 C16 85.5(5) . . . . ?
C35 C21 C17 C16 -42.1(6) . . . . ?
C2 C3 C4 O4 179.2(4) . . . . ?
C7 C3 C4 O4 -0.4(7) . . . . ?
C2 C3 C4 C5 1.0(7) . . . . ?
C7 C3 C4 C5 -178.7(4) . . . . ?
O20 C20 C19 C18 178.7(5) . . . . ?
C15 C20 C19 C18 -3.3(8) . . . . ?
C20 C19 C18 O18 -177.3(5) . . . . ?
C20 C19 C18 C17 2.5(9) . . . . ?
C16 C17 C18 C19 0.0(8) . . . . ?
C21 C17 C18 C19 179.8(5) . . . . ?
C16 C17 C18 O18 179.8(5) . . . . ?
C21 C17 C18 O18 -0.5(8) . . . . ?
O6 C6 C5 C4 -180.0(4) . . . . ?
C1 C6 C5 C4 -1.2(7) . . . . ?
O4 C4 C5 C6 -178.2(4) . . . . ?
C3 C4 C5 C6 0.1(7) . . . . ?
C25 C24 C23 C22 -0.8(6) . . . . ?
C28 C24 C23 C22 178.3(4) . . . . ?
C27 C22 C23 C24 1.4(6) . . . . ?
C21 C22 C23 C24 -177.7(4) . . . . ?
C24 C28 C38 C39 -62.8(5) . . . . ?
C1 C28 C38 C39 170.8(4) . . . . ?
C23 C22 C27 C26 -1.8(8) . . . . ?
C21 C22 C27 C26 177.3(5) . . . . ?
C23 C22 C27 O27 178.7(5) . . . . ?
C21 C22 C27 O27 -2.1(7) . . . . ?
C25 C26 C27 C22 1.8(10) . . . . ?
C25 C26 C27 O27 -178.8(6) . . . . ?
C37 C36 C35 C21 -173.5(4) . . . . ?
C22 C21 C35 C36 168.2(3) . . . . ?
C17 C21 C35 C36 -65.0(5) . . . . ?
O11 C11 C12 C13 179.2(5) . . . . ?
C10 C11 C12 C13 -2.0(8) . . . . ?
O13 C13 C12 C11 -179.2(4) . . . . ?
C8 C13 C12 C11 2.2(8) . . . . ?
C14 C32 C33 C34 -153.6(4) . . . . ?
C7 C29 C30 C31 -72.4(6) . . . . ?
C27 C26 C25 O25 179.7(6) . . . . ?
C27 C26 C25 C24 -1.1(10) . . . . ?
C23 C24 C25 C26 0.6(8) . . . . ?
C28 C24 C25 C26 -178.5(5) . . . . ?
C23 C24 C25 O25 179.7(5) . . . . ?
C28 C24 C25 O25 0.6(8) . . . . ?
C28 C38 C39 C40 176.0(5) . . . . ?
C52 N1 C50 C52 180.000(1) 2 . . . ?
C51 N1 C50 C52 -122.1(12) 2 . . . ?
C51 N1 C50 C52 57.9(12) . . . . ?
C50 N1 C50 C52 159(52) 2 . . . ?
C53 N1 C50 C52 -59.0(14) . . . . ?
C53 N1 C50 C52 121.0(14) 2 . . . ?
C52 N1 C51 C52 180.000(1) 2 . . . ?
C51 N1 C51 C52 135(11) 2 . . . ?
C50 N1 C51 C52 -81.2(17) . . . . ?
C50 N1 C51 C52 98.8(17) 2 . . . ?
C53 N1 C51 C52 7(2) . . . . ?
C53 N1 C51 C52 -173(2) 2 . . . ?
C52 N1 C51 C53 173(2) . . . 2 ?
C52 N1 C51 C53 -7(2) 2 . . 2 ?
C51 N1 C51 C53 -51(11) 2 . . 2 ?
C50 N1 C51 C53 92.1(18) . . . 2 ?
C50 N1 C51 C53 -87.9(18) 2 . . 2 ?
C53 N1 C51 C53 180.000(2) . . . 2 ?
C53 C51 C52 N1 -7(2) 2 . . . ?
N1 C51 C52 C53 -8(3) . . . . ?
C53 C51 C52 C53 -14(5) 2 . . . ?
N1 C51 C52 C50 51.8(11) . . . . ?
C53 C51 C52 C50 45(3) 2 . . . ?
C52 N1 C52 C51 -84(100) 2 . . . ?
C51 N1 C52 C51 180.000(3) 2 . . . ?
C50 N1 C52 C51 95.4(17) . . . . ?
C50 N1 C52 C51 -84.6(17) 2 . . . ?
C53 N1 C52 C51 -173(2) . . . . ?
C53 N1 C52 C51 7(2) 2 . . . ?
C52 N1 C52 C53 89(100) 2 . . . ?
C51 N1 C52 C53 -7(2) 2 . . . ?
C51 N1 C52 C53 173(2) . . . . ?
C50 N1 C52 C53 -91.6(19) . . . . ?
C50 N1 C52 C53 88.4(19) 2 . . . ?
C53 N1 C52 C53 180.000(2) 2 . . . ?
C52 N1 C52 C50 -180(100) 2 . . . ?
C51 N1 C52 C50 84.6(17) 2 . . . ?
C51 N1 C52 C50 -95.4(17) . . . . ?
C50 N1 C52 C50 180.0 2 . . . ?
C53 N1 C52 C50 91.6(19) . . . . ?
C53 N1 C52 C50 -88.4(19) 2 . . . ?
N1 C50 C52 C51 -64.2(16) . . . . ?
N1 C50 C52 C53 68.2(18) . . . . ?
C51 C52 C53 N1 7(3) . . . . ?
C50 C52 C53 N1 -52.6(11) . . . . ?
C51 C52 C53 C51 13(5) . . . 2 ?
N1 C52 C53 C51 6(2) . . . 2 ?
C50 C52 C53 C51 -47(2) . . . 2 ?
C52 N1 C53 C52 180.000(1) 2 . . . ?
C51 N1 C53 C52 173(2) 2 . . . ?
C51 N1 C53 C52 -7(2) . . . . ?
C50 N1 C53 C52 83.2(17) . . . . ?
C50 N1 C53 C52 -96.8(17) 2 . . . ?
C53 N1 C53 C52 -157(100) 2 . . . ?
C52 N1 C53 C51 -173(2) . . . 2 ?
C52 N1 C53 C51 7(2) 2 . . 2 ?
C51 N1 C53 C51 180.000(3) . . . 2 ?
C50 N1 C53 C51 -90.1(17) . . . 2 ?
C50 N1 C53 C51 89.9(17) 2 . . 2 ?
C53 N1 C53 C51 29(100) 2 . . 2 ?
C64B O63 C64 C65 11.4(11) . . . . ?
C64 O63 C64B C65B -12.9(10) . . . . ?
