#------------------------------------------------------------------------------
#$Date: 2017-05-23 03:58:20 +0300 (Tue, 23 May 2017) $
#$Revision: 196887 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/01/7120170.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_7120170
loop_
_publ_author_name
'Lavendomme, Roy'
'Ajami, Daniela'
'Moerkerke, Steven'
'Wouters, Johan'
'Rissanen, Kari'
'Luhmer, Michel'
'Jabin, Ivan'
_publ_section_title
;
 Encapsulation and solid state sequestration of gases by
 calix[6]arene-based molecular containers
;
_journal_name_full               'Chem. Commun.'
_journal_paper_doi               10.1039/C7CC03078A
_journal_year                    2017
_chemical_formula_moiety         'C98 H132 N6 O10, F6 S, 6(C2 H2 Cl4)'
_chemical_formula_sum            'C55 H72 Cl12 F3 N3 O5 S0.5'
_chemical_formula_weight         1353.58
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/8
_audit_update_record
;
2017-04-05 deposited with the CCDC.
2017-05-22 downloaded from the CCDC.
;
_cell_angle_alpha                109.455(3)
_cell_angle_beta                 102.536(3)
_cell_angle_gamma                102.194(3)
_cell_formula_units_Z            2
_cell_length_a                   13.8587(4)
_cell_length_b                   16.6708(5)
_cell_length_c                   16.8553(6)
_cell_measurement_reflns_used    13336
_cell_measurement_temperature    150.1(4)
_cell_measurement_theta_max      66.9340
_cell_measurement_theta_min      2.9360
_cell_volume                     3410.0(2)
_computing_structure_refinement  'SHELXL-2014/8 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(14)
_diffrn_measured_fraction_theta_full 0.9711
_diffrn_measured_fraction_theta_max 0.9653
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            40500
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        66.9682
_diffrn_reflns_theta_max         67.4065
_diffrn_reflns_theta_min         2.9542
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.037
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_description       plate
_exptl_crystal_F_000             1404
_exptl_crystal_size_max          0.7314
_exptl_crystal_size_mid          0.2505
_exptl_crystal_size_min          0.0931
_refine_diff_density_max         1.297
_refine_diff_density_min         -1.754
_refine_diff_density_rms         0.161
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.390
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     676
_refine_ls_number_reflns         11834
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      2.390
_refine_ls_R_factor_all          0.2377
_refine_ls_R_factor_gt           0.2093
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.5586
_refine_ls_wR_factor_ref         0.5778
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8298
_reflns_number_total             11834
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7cc03078a2.cif
_cod_data_source_block           SF6_4
_cod_original_formula_sum        'C55 H72 Cl12 F3 N3 O5 S0.50'
_cod_database_code               7120170
_shelx_shelxl_version_number     2014/8
_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'
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
C1 C 0.3753(5) 0.7148(4) 0.8308(5) 0.0547(16) Uani 1 1 d . . .
C2 C 0.4436(5) 0.6999(4) 0.8940(5) 0.0568(16) Uani 1 1 d . . .
C3 C 0.5486(6) 0.7114(5) 0.8929(6) 0.0665(19) Uani 1 1 d . . .
H3 H 0.5952 0.7013 0.9346 0.080 Uiso 1 1 calc R U .
C4 C 0.5824(7) 0.7374(6) 0.8302(7) 0.080(2) Uani 1 1 d . . .
C5 C 0.5105(8) 0.7502(6) 0.7687(7) 0.076(2) Uani 1 1 d . . .
H5 H 0.5328 0.7675 0.7270 0.092 Uiso 1 1 calc R U .
C6 C 0.4079(6) 0.7390(5) 0.7647(6) 0.0629(18) Uani 1 1 d . . .
C7 C 0.3294(8) 0.7514(5) 0.6929(6) 0.074(2) Uani 1 1 d . . .
H7A H 0.3552 0.7431 0.6426 0.089 Uiso 1 1 calc R U .
H7B H 0.2646 0.7037 0.6733 0.089 Uiso 1 1 calc R U .
C8 C 0.6959(7) 0.7589(7) 0.8334(8) 0.089(3) Uani 1 1 d . . .
C9 C 0.7623(8) 0.7398(10) 0.9076(10) 0.115(4) Uani 1 1 d . . .
H9A H 0.8333 0.7539 0.9081 0.173 Uiso 1 1 calc R U .
H9B H 0.7582 0.7760 0.9638 0.173 Uiso 1 1 calc R U .
H9C H 0.7365 0.6778 0.8969 0.173 Uiso 1 1 calc R U .
C10 C 0.7413(9) 0.8596(10) 0.8481(12) 0.123(4) Uani 1 1 d . . .
H10A H 0.8128 0.8718 0.8499 0.185 Uiso 1 1 calc R U .
H10B H 0.7024 0.8703 0.8003 0.185 Uiso 1 1 calc R U .
H10C H 0.7365 0.8979 0.9030 0.185 Uiso 1 1 calc R U .
C11 C 0.7053(11) 0.6986(11) 0.7427(9) 0.115(4) Uani 1 1 d . . .
H11A H 0.7770 0.7124 0.7449 0.173 Uiso 1 1 calc R U .
H11B H 0.6787 0.6368 0.7323 0.173 Uiso 1 1 calc R U .
H11C H 0.6660 0.7101 0.6955 0.173 Uiso 1 1 calc R U .
C13 C 0.2018(7) 0.6285(6) 0.7926(8) 0.083(3) Uani 1 1 d . . .
C14 C 0.0170(8) 0.5699(9) 0.7866(12) 0.115(4) Uani 1 1 d . . .
C15 C 0.0233(10) 0.4936(10) 0.797(2) 0.254(18) Uani 1 1 d . . .
H15A H 0.0427 0.5051 0.8591 0.382 Uiso 1 1 calc R U .
H15B H -0.0430 0.4482 0.7672 0.382 Uiso 1 1 calc R U .
H15C H 0.0746 0.4736 0.7728 0.382 Uiso 1 1 calc R U .
C17 C -0.0564(10) 0.6161(12) 0.813(3) 0.242(17) Uani 1 1 d . . .
H17A H -0.0471 0.6682 0.7994 0.363 Uiso 1 1 calc R U .
H17B H -0.1261 0.5768 0.7817 0.363 Uiso 1 1 calc R U .
H17C H -0.0443 0.6338 0.8756 0.363 Uiso 1 1 calc R U .
C16 C -0.0121(18) 0.5423(17) 0.6926(18) 0.172(8) Uani 1 1 d . . .
H16A H -0.0187 0.5921 0.6779 0.258 Uiso 1 1 calc R U .
H16B H 0.0402 0.5208 0.6712 0.258 Uiso 1 1 calc R U .
H16C H -0.0773 0.4954 0.6656 0.258 Uiso 1 1 calc R U .
C21 C 0.5144(5) 1.2008(4) 0.8855(5) 0.0541(16) Uani 1 1 d . . .
C22 C 0.5256(7) 1.1347(6) 0.8122(7) 0.072(2) Uani 1 1 d . . .
C23 C 0.6246(9) 1.1236(8) 0.8159(9) 0.092(3) Uani 1 1 d . . .
H23 H 0.6317 1.0789 0.7689 0.111 Uiso 1 1 calc R U .
C24 C 0.7093(8) 1.1769(7) 0.8866(9) 0.089(3) Uani 1 1 d . . .
C25 C 0.7001(7) 1.2452(7) 0.9602(8) 0.085(3) Uani 1 1 d . . .
H25 H 0.7590 1.2820 1.0079 0.102 Uiso 1 1 calc R U .
C26 C 0.3950(6) 0.7426(5) 1.0388(6) 0.0641(19) Uani 1 1 d . . .
C27 C 0.4070(5) 0.6710(5) 0.9617(5) 0.0598(17) Uani 1 1 d . . .
H27A H 0.3405 0.6246 0.9311 0.072 Uiso 1 1 calc R U .
H27B H 0.4557 0.6443 0.9853 0.072 Uiso 1 1 calc R U .
C28 C 0.8206(9) 1.1668(10) 0.8942(11) 0.118(4) Uani 1 1 d . . .
C29 C 0.8154(16) 1.0948(16) 0.7968(16) 0.174(8) Uani 1 1 d . . .
H29A H 0.7865 1.1133 0.7512 0.261 Uiso 1 1 calc R U .
H29B H 0.8841 1.0929 0.7969 0.261 Uiso 1 1 calc R U .
H29C H 0.7724 1.0364 0.7857 0.261 Uiso 1 1 calc R U .
C30 C 0.8957(11) 1.2585(15) 0.9051(16) 0.178(9) Uani 1 1 d . . .
H30A H 0.8699 1.2721 0.8551 0.267 Uiso 1 1 calc R U .
H30B H 0.8986 1.3053 0.9583 0.267 Uiso 1 1 calc R U .
H30C H 0.9641 1.2534 0.9084 0.267 Uiso 1 1 calc R U .
C31 C 0.8641(10) 1.1484(13) 0.9737(14) 0.144(6) Uani 1 1 d . . .
H31A H 0.9320 1.1427 0.9757 0.215 Uiso 1 1 calc R U .
H31B H 0.8688 1.1968 1.0265 0.215 Uiso 1 1 calc R U .
H31C H 0.8192 1.0938 0.9698 0.215 Uiso 1 1 calc R U .
C32 C 0.3846(7) 1.2609(5) 0.8441(6) 0.067(2) Uani 1 1 d . . .
C33 C 0.2345(7) 1.3126(6) 0.8136(7) 0.084(3) Uani 1 1 d . . .
C34 C 0.2026(10) 1.2694(10) 0.7140(9) 0.120(4) Uani 1 1 d . . .
H34A H 0.1624 1.3007 0.6894 0.180 Uiso 1 1 calc R U .
H34B H 0.2635 1.2719 0.6954 0.180 Uiso 1 1 calc R U .
H34C H 0.1617 1.2081 0.6939 0.180 Uiso 1 1 calc R U .
C35 C 0.1376(10) 1.3003(10) 0.8448(11) 0.112(4) Uani 1 1 d . . .
H35A H 0.0924 1.3290 0.8215 0.168 Uiso 1 1 calc R U .
H35B H 0.1016 1.2377 0.8239 0.168 Uiso 1 1 calc R U .
H35C H 0.1586 1.3266 0.9083 0.168 Uiso 1 1 calc R U .
C36 C 0.2913(9) 1.4119(7) 0.8501(10) 0.106(4) Uani 1 1 d . . .
H36A H 0.2493 1.4405 0.8231 0.159 Uiso 1 1 calc R U .
H36B H 0.3046 1.4372 0.9130 0.159 Uiso 1 1 calc R U .
H36C H 0.3560 1.4207 0.8373 0.159 Uiso 1 1 calc R U .
C41 C 0.3748(6) 0.9146(5) 0.7178(5) 0.0581(16) Uani 1 1 d . . .
C42 C 0.3047(6) 0.8402(5) 0.7173(5) 0.0618(18) Uani 1 1 d . . .
C43 C 0.2122(6) 0.8475(6) 0.7357(6) 0.073(2) Uani 1 1 d . . .
H43 H 0.1656 0.7980 0.7352 0.088 Uiso 1 1 calc R U .
C44 C 0.1889(7) 0.9297(6) 0.7551(7) 0.078(2) Uani 1 1 d . . .
C45 C 0.2601(6) 1.0006(6) 0.7529(6) 0.072(2) Uani 1 1 d . . .
H45 H 0.2451 1.0544 0.7640 0.087 Uiso 1 1 calc R U .
C46 C 0.3502(6) 0.9961(5) 0.7354(5) 0.0659(19) Uani 1 1 d . . .
C47 C 0.4299(6) 1.0763(5) 0.7324(6) 0.0647(18) Uani 1 1 d . . .
H47A H 0.4542 1.0522 0.6823 0.078 Uiso 1 1 calc R U .
H47B H 0.3918 1.1154 0.7194 0.078 Uiso 1 1 calc R U .
C48 C 0.0909(7) 0.9379(8) 0.7785(9) 0.095(3) Uani 1 1 d . . .
C49 C 0.0139(12) 0.8504(14) 0.7543(17) 0.171(8) Uani 1 1 d . . .
H49A H 0.0007 0.8137 0.6931 0.256 Uiso 1 1 calc R U .
H49B H 0.0405 0.8212 0.7906 0.256 Uiso 1 1 calc R U .
H49C H -0.0497 0.8594 0.7635 0.256 Uiso 1 1 calc R U .
C50 C 0.0256(13) 0.9771(14) 0.7085(13) 0.143(5) Uani 1 1 d . . .
H50A H 0.0680 1.0349 0.7175 0.214 Uiso 1 1 calc R U .
H50B H 0.0104 0.9365 0.6483 0.214 Uiso 1 1 calc R U .
H50C H -0.0381 0.9818 0.7204 0.214 Uiso 1 1 calc R U .
C51 C 0.1170(16) 1.000(3) 0.8725(17) 0.29(2) Uani 1 1 d . . .
H51A H 0.1671 1.0553 0.8836 0.439 Uiso 1 1 calc R U .
H51B H 0.0552 1.0118 0.8837 0.439 Uiso 1 1 calc R U .
H51C H 0.1454 0.9737 0.9108 0.439 Uiso 1 1 calc R U .
C52 C 0.4762(8) 0.8883(7) 0.6206(7) 0.083(2) Uani 1 1 d . . .
C53 C 0.6058(10) 0.8586(9) 0.5460(8) 0.101(3) Uani 1 1 d . . .
C54 C 0.5461(13) 0.7583(12) 0.4913(11) 0.148(7) Uani 1 1 d . . .
H54A H 0.5680 0.7372 0.4400 0.222 Uiso 1 1 calc R U .
H54B H 0.5602 0.7251 0.5269 0.222 Uiso 1 1 calc R U .
H54C H 0.4728 0.7503 0.4731 0.222 Uiso 1 1 calc R U .
C55 C 0.7140(10) 0.8684(10) 0.5797(10) 0.111(4) Uani 1 1 d . . .
H55A H 0.7418 0.8516 0.5313 0.167 Uiso 1 1 calc R U .
H55B H 0.7508 0.9296 0.6188 0.167 Uiso 1 1 calc R U .
H55C H 0.7218 0.8307 0.6114 0.167 Uiso 1 1 calc R U .
C56 C 0.5875(15) 0.917(2) 0.4945(14) 0.185(11) Uani 1 1 d . . .
H56A H 0.6122 0.9001 0.4443 0.277 Uiso 1 1 calc R U .
H56B H 0.5145 0.9098 0.4747 0.277 Uiso 1 1 calc R U .
H56C H 0.6242 0.9789 0.5324 0.277 Uiso 1 1 calc R U .
C61 C 0.2280(17) 0.4465(11) 0.5642(14) 0.147(6) Uani 1 1 d . . .
H61 H 0.2081 0.4290 0.6098 0.176 Uiso 1 1 calc R U .
C62 C 0.3357(16) 0.5109(10) 0.6080(12) 0.142(6) Uani 1 1 d . . .
H62 H 0.3311 0.5636 0.6535 0.170 Uiso 1 1 calc R U .
C63 C 0.6533(11) 0.4104(9) 0.8479(10) 0.117(4) Uani 1 1 d . . .
H63 H 0.6243 0.3645 0.8679 0.140 Uiso 1 1 calc R U .
C64 C 0.6308(13) 0.3690(11) 0.7550(12) 0.135(5) Uani 1 1 d . . .
H64 H 0.5550 0.3462 0.7294 0.162 Uiso 1 1 calc R U .
C65 C 0.1656(18) 0.797(2) 0.4571(19) 0.31(3) Uani 1 1 d D . .
H65 H 0.2349 0.8361 0.4686 0.369 Uiso 1 1 calc R U .
C66 C 0.1312(16) 0.855(2) 0.5183(14) 0.235(19) Uani 1 1 d D . .
H66 H 0.1750 0.8674 0.5777 0.282 Uiso 1 1 calc R U .
N1 N 0.1149(5) 0.6388(6) 0.8093(9) 0.113(4) Uani 1 1 d . . .
N3 N 0.5686(6) 0.8846(6) 0.6211(6) 0.081(2) Uani 1 1 d . . .
N2 N 0.2970(5) 1.2656(5) 0.8538(6) 0.0763(19) Uani 1 1 d . . .
O3 O 0.4215(4) 1.2107(3) 0.8882(4) 0.0618(12) Uani 1 1 d . . .
O4 O 0.4344(5) 1.2907(4) 0.8025(5) 0.0785(16) Uani 1 1 d . . .
O5 O 0.4676(4) 0.9096(4) 0.7057(4) 0.0729(15) Uani 1 1 d . . .
O2 O 0.2182(5) 0.5636(4) 0.7486(6) 0.104(2) Uani 1 1 d . . .
O6 O 0.4040(5) 0.8759(6) 0.5614(5) 0.099(2) Uani 1 1 d . . .
Cl1 Cl 0.2179(4) 0.3497(3) 0.4801(4) 0.1609(19) Uani 1 1 d . . .
Cl2 Cl 0.1368(5) 0.4987(4) 0.5292(4) 0.177(2) Uani 1 1 d . . .
Cl3 Cl 0.4105(5) 0.4620(5) 0.6635(5) 0.208(3) Uani 1 1 d . . .
Cl4 Cl 0.3599(12) 0.5432(5) 0.5226(6) 0.328(8) Uani 1 1 d . . .
Cl5 Cl 0.5930(3) 0.4991(2) 0.8800(3) 0.1414(15) Uani 1 1 d . . .
Cl6 Cl 0.7890(3) 0.4596(3) 0.9099(3) 0.1412(14) Uani 1 1 d . . .
Cl7 Cl 0.6753(5) 0.2801(4) 0.7249(4) 0.1585(18) Uani 1 1 d . . .
Cl8 Cl 0.6764(3) 0.4445(3) 0.7070(3) 0.1348(14) Uani 1 1 d . . .
Cl12 Cl 0.1056(4) 0.7801(7) 0.3412(4) 0.229(4) Uani 1 1 d . . .
Cl13 Cl 0.1979(8) 0.7025(4) 0.4610(5) 0.233(4) Uani 1 1 d . . .
Cl14 Cl 0.1424(6) 0.9572(6) 0.5098(6) 0.213(3) Uani 1 1 d . . .
Cl17 Cl 0.0138(7) 0.7751(10) 0.4967(4) 0.383(11) Uani 1 1 d . . .
C12 C 0.2777(4) 0.7111(3) 0.8339(4) 0.0416(13) Uani 1 1 d . . .
S1 S 0.5000 0.0000 0.0000 0.213 Uiso 1 2 d S . P
F1 F 0.5260 0.0328 0.1053 0.437 Uiso 1 1 d . . .
F2 F 0.6338 0.0632 0.0218 0.437 Uiso 1 1 d . . .
F3 F 0.5540 -0.0876 -0.0040 0.437 Uiso 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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
C12 C1 C2 120.0(6) . .
C12 C1 C6 118.9(6) . .
C2 C1 C6 121.1(6) . .
C1 C2 C3 118.4(7) . .
C1 C2 C27 120.6(6) . .
C3 C2 C27 121.0(7) . .
C4 C3 C2 121.2(8) . .
C4 C3 H3 119.4 . .
C2 C3 H3 119.4 . .
C5 C4 C3 117.6(8) . .
C5 C4 C8 120.2(9) . .
C3 C4 C8 122.0(9) . .
C6 C5 C4 124.5(8) . .
C6 C5 H5 117.7 . .
C4 C5 H5 117.7 . .
C5 C6 C1 117.2(7) . .
C5 C6 C7 122.7(7) . .
C1 C6 C7 120.1(7) . .
C42 C7 C6 118.0(7) . .
C42 C7 H7A 107.8 . .
C6 C7 H7A 107.8 . .
C42 C7 H7B 107.8 . .
C6 C7 H7B 107.8 . .
H7A C7 H7B 107.1 . .
C4 C8 C9 111.3(9) . .
C4 C8 C11 109.7(10) . .
C9 C8 C11 107.7(9) . .
C4 C8 C10 110.7(8) . .
C9 C8 C10 109.6(11) . .
C11 C8 C10 107.7(10) . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C8 C10 H10A 109.5 . .
C8 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C8 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C8 C11 H11A 109.5 . .
C8 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C8 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
O2 C13 N1 129.9(8) . .
O2 C13 C12 121.8(8) . .
N1 C13 C12 108.2(8) . .
C15 C14 C16 103(2) . .
C15 C14 C17 123.8(18) . .
C16 C14 C17 104.5(19) . .
C15 C14 N1 116.9(10) . .
C16 C14 N1 97.9(14) . .
C17 C14 N1 106.8(11) . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C14 C17 H17A 109.5 . .
C14 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C14 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C14 C16 H16A 109.5 . .
C14 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C14 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
O3 C21 C22 121.8(7) . .
O3 C21 C26 118.7(6) . 2_677
C22 C21 C26 119.4(7) . 2_677
C23 C22 C21 119.1(9) . .
C23 C22 C47 121.9(9) . .
C21 C22 C47 118.9(7) . .
C24 C23 C22 121.3(10) . .
C24 C23 H23 119.3 . .
C22 C23 H23 119.3 . .
C23 C24 C25 120.4(8) . .
C23 C24 C28 123.2(12) . .
C25 C24 C28 116.4(11) . .
C26 C25 C24 120.8(10) 2_677 .
C26 C25 H25 119.6 2_677 .
C24 C25 H25 119.6 . .
C25 C26 C21 118.9(8) 2_677 2_677
C25 C26 C27 121.9(8) 2_677 .
C21 C26 C27 119.2(6) 2_677 .
C26 C27 C2 117.0(6) . .
C26 C27 H27A 108.1 . .
C2 C27 H27A 108.1 . .
C26 C27 H27B 108.1 . .
C2 C27 H27B 108.1 . .
H27A C27 H27B 107.3 . .
C31 C28 C24 112.3(10) . .
C31 C28 C30 107.5(15) . .
C24 C28 C30 108.0(10) . .
C31 C28 C29 116.9(14) . .
C24 C28 C29 107.5(13) . .
C30 C28 C29 104.1(14) . .
C28 C29 H29A 109.5 . .
C28 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C28 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C28 C30 H30A 109.5 . .
C28 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C28 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C28 C31 H31A 109.5 . .
C28 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C28 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
O4 C32 N2 130.3(8) . .
O4 C32 O3 120.4(8) . .
N2 C32 O3 109.3(7) . .
N2 C33 C34 110.8(9) . .
N2 C33 C36 111.2(7) . .
C34 C33 C36 112.6(10) . .
N2 C33 C35 103.9(8) . .
C34 C33 C35 109.9(10) . .
C36 C33 C35 108.1(10) . .
C33 C34 H34A 109.5 . .
C33 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C33 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C33 C35 H35A 109.5 . .
C33 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C33 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C33 C36 H36A 109.5 . .
C33 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C33 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
O5 C41 C42 119.8(6) . .
O5 C41 C46 120.6(7) . .
C42 C41 C46 119.6(7) . .
C41 C42 C43 119.6(7) . .
C41 C42 C7 118.9(7) . .
C43 C42 C7 121.5(7) . .
C42 C43 C44 120.7(8) . .
C42 C43 H43 119.7 . .
C44 C43 H43 119.7 . .
C45 C44 C43 117.1(8) . .
C45 C44 C48 122.6(8) . .
C43 C44 C48 120.3(8) . .
C46 C45 C44 123.8(8) . .
C46 C45 H45 118.1 . .
C44 C45 H45 118.1 . .
C45 C46 C41 119.1(7) . .
C45 C46 C47 123.6(7) . .
C41 C46 C47 117.3(6) . .
C22 C47 C46 120.3(7) . .
C22 C47 H47A 107.2 . .
C46 C47 H47A 107.2 . .
C22 C47 H47B 107.2 . .
C46 C47 H47B 107.2 . .
H47A C47 H47B 106.9 . .
C49 C48 C51 113.9(19) . .
C49 C48 C44 113.2(10) . .
C51 C48 C44 110.5(10) . .
C49 C48 C50 100.8(13) . .
C51 C48 C50 110.7(18) . .
C44 C48 C50 107.1(10) . .
C48 C49 H49A 109.5 . .
C48 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C48 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
C48 C50 H50A 109.5 . .
C48 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
C48 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
C48 C51 H51A 109.5 . .
C48 C51 H51B 109.5 . .
H51A C51 H51B 109.5 . .
C48 C51 H51C 109.5 . .
H51A C51 H51C 109.5 . .
H51B C51 H51C 109.5 . .
O6 C52 N3 129.9(10) . .
O6 C52 O5 119.7(9) . .
N3 C52 O5 110.4(8) . .
N3 C53 C55 107.0(11) . .
N3 C53 C56 109.2(11) . .
C55 C53 C56 112.4(12) . .
N3 C53 C54 105.9(11) . .
C55 C53 C54 108.7(11) . .
C56 C53 C54 113.2(16) . .
C53 C54 H54A 109.5 . .
C53 C54 H54B 109.5 . .
H54A C54 H54B 109.5 . .
C53 C54 H54C 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
C53 C55 H55A 109.5 . .
C53 C55 H55B 109.5 . .
H55A C55 H55B 109.5 . .
C53 C55 H55C 109.5 . .
H55A C55 H55C 109.5 . .
H55B C55 H55C 109.5 . .
C53 C56 H56A 109.5 . .
C53 C56 H56B 109.5 . .
H56A C56 H56B 109.5 . .
C53 C56 H56C 109.5 . .
H56A C56 H56C 109.5 . .
H56B C56 H56C 109.5 . .
C62 C61 Cl1 114.5(14) . .
C62 C61 Cl2 111.6(12) . .
Cl1 C61 Cl2 111.3(11) . .
C62 C61 H61 106.3 . .
Cl1 C61 H61 106.3 . .
Cl2 C61 H61 106.3 . .
C61 C62 Cl3 107.4(12) . .
C61 C62 Cl4 102.3(14) . .
Cl3 C62 Cl4 125.7(13) . .
C61 C62 H62 106.7 . .
Cl3 C62 H62 106.7 . .
Cl4 C62 H62 106.7 . .
C64 C63 Cl6 115.2(11) . .
C64 C63 Cl5 112.2(12) . .
Cl6 C63 Cl5 106.4(7) . .
C64 C63 H63 107.6 . .
Cl6 C63 H63 107.6 . .
Cl5 C63 H63 107.6 . .
C63 C64 Cl7 112.1(12) . .
C63 C64 Cl8 113.4(11) . .
Cl7 C64 Cl8 110.2(9) . .
C63 C64 H64 106.9 . .
Cl7 C64 H64 106.9 . .
Cl8 C64 H64 106.9 . .
C66 C65 Cl13 128(3) . .
C66 C65 Cl12 113.2(18) . .
Cl13 C65 Cl12 110.7(16) . .
C66 C65 H65 99.5 . .
Cl13 C65 H65 99.5 . .
Cl12 C65 H65 99.5 . .
C65 C66 Cl14 114(2) . .
C65 C66 Cl17 95(2) . .
Cl14 C66 Cl17 125.0(19) . .
C65 C66 H66 107.2 . .
Cl14 C66 H66 107.2 . .
Cl17 C66 H66 107.2 . .
C13 N1 C14 128.3(10) . .
C52 N3 C53 127.3(10) . .
C32 N2 C33 123.5(8) . .
C21 O3 C32 116.6(5) . .
C41 O5 C52 118.8(6) . .
C1 C12 C13 118.1(6) . .
F1 S1 F1 180.0 2_655 .
F1 S1 F3 90.7 2_655 2_655
F1 S1 F3 89.3 . 2_655
F1 S1 F3 89.3 2_655 .
F1 S1 F3 90.7 . .
F3 S1 F3 180.0 2_655 .
F1 S1 F2 93.3 2_655 .
F1 S1 F2 86.7 . .
F3 S1 F2 97.1 2_655 .
F3 S1 F2 82.9 . .
F1 S1 F2 86.7 2_655 2_655
F1 S1 F2 93.3 . 2_655
F3 S1 F2 82.9 2_655 2_655
F3 S1 F2 97.1 . 2_655
F2 S1 F2 180.0 . 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C12 1.354(9) .
C1 C2 1.389(10) .
C1 C6 1.432(11) .
C2 C3 1.433(11) .
C2 C27 1.519(11) .
C3 C4 1.399(13) .
C3 H3 0.9300 .
C4 C5 1.379(14) .
C4 C8 1.522(13) .
C5 C6 1.378(12) .
C5 H5 0.9300 .
C6 C7 1.543(12) .
C7 C42 1.532(10) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C9 1.549(19) .
C8 C11 1.576(18) .
C8 C10 1.576(18) .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C13 O2 1.190(12) .
C13 N1 1.327(13) .
C13 C12 1.384(10) .
C14 C15 1.36(2) .
C14 C16 1.43(3) .
C14 C17 1.46(3) .
C14 N1 1.460(13) .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C21 O3 1.340(8) .
C21 C22 1.420(12) .
C21 C26 1.447(12) 2_677
C22 C23 1.413(14) .
C22 C47 1.524(13) .
C23 C24 1.355(18) .
C23 H23 0.9300 .
C24 C25 1.428(17) .
C24 C28 1.569(13) .
C25 C26 1.378(11) 2_677
C25 H25 0.9300 .
C26 C25 1.378(11) 2_677
C26 C21 1.447(12) 2_677
C26 C27 1.512(12) .
C27 H27A 0.9700 .
C27 H27B 0.9700 .
C28 C31 1.50(2) .
C28 C30 1.58(3) .
C28 C29 1.66(3) .
C29 H29A 0.9600 .
C29 H29B 0.9600 .
C29 H29C 0.9600 .
C30 H30A 0.9600 .
C30 H30B 0.9600 .
C30 H30C 0.9600 .
C31 H31A 0.9600 .
C31 H31B 0.9600 .
C31 H31C 0.9600 .
C32 O4 1.231(10) .
C32 N2 1.274(11) .
C32 O3 1.395(9) .
C33 N2 1.485(10) .
C33 C34 1.507(19) .
C33 C36 1.516(14) .
C33 C35 1.544(17) .
C34 H34A 0.9600 .
C34 H34B 0.9600 .
C34 H34C 0.9600 .
C35 H35A 0.9600 .
C35 H35B 0.9600 .
C35 H35C 0.9600 .
C36 H36A 0.9600 .
C36 H36B 0.9600 .
C36 H36C 0.9600 .
C41 O5 1.361(9) .
C41 C42 1.401(11) .
C41 C46 1.421(11) .
C42 C43 1.404(12) .
C43 C44 1.422(13) .
C43 H43 0.9300 .
C44 C45 1.389(14) .
C44 C48 1.514(13) .
C45 C46 1.355(12) .
C45 H45 0.9300 .
C46 C47 1.567(11) .
C47 H47A 0.9700 .
C47 H47B 0.9700 .
C48 C49 1.48(2) .
C48 C51 1.49(3) .
C48 C50 1.72(2) .
C49 H49A 0.9600 .
C49 H49B 0.9600 .
C49 H49C 0.9600 .
C50 H50A 0.9600 .
C50 H50B 0.9600 .
C50 H50C 0.9600 .
C51 H51A 0.9600 .
C51 H51B 0.9600 .
C51 H51C 0.9600 .
C52 O6 1.175(12) .
C52 N3 1.295(13) .
C52 O5 1.396(12) .
C53 N3 1.437(13) .
C53 C55 1.437(19) .
C53 C56 1.53(2) .
C53 C54 1.54(2) .
C54 H54A 0.9600 .
C54 H54B 0.9600 .
C54 H54C 0.9600 .
C55 H55A 0.9600 .
C55 H55B 0.9600 .
C55 H55C 0.9600 .
C56 H56A 0.9600 .
C56 H56B 0.9600 .
C56 H56C 0.9600 .
C61 C62 1.50(3) .
C61 Cl1 1.711(19) .
C61 Cl2 1.785(18) .
C61 H61 0.9800 .
C62 Cl3 1.75(2) .
C62 Cl4 1.77(2) .
C62 H62 0.9800 .
C63 C64 1.42(2) .
C63 Cl6 1.795(15) .
C63 Cl5 1.835(17) .
C63 H63 0.9800 .
C64 Cl7 1.69(2) .
C64 Cl8 1.789(12) .
C64 H64 0.9800 .
C65 C66 1.4099(10) .
C65 Cl13 1.74(3) .
C65 Cl12 1.85(3) .
C65 H65 0.9800 .
C66 Cl14 1.73(4) .
C66 Cl17 1.75(2) .
C66 H66 0.9800 .
S1 F1 1.6033 2_655
S1 F1 1.6033 .
S1 F3 1.7653 2_655
S1 F3 1.7653 .
S1 F2 1.8179 .
S1 F2 1.8179 2_655
