data_Global _publ_contact_author_name 'Prof. J. N. Moorthy' _publ_contact_author_address ;Departmet of chemistry Indian Institute of Technology - Kanpur Kanpur - 208 016 INDIA ; _publ_contact_author_email moorthy@iitk.ac.in _publ_contact_author_phone +915122597438 _publ_contact_author_fax +915122597436 loop_ _publ_author_name _publ_author_address 'Prof. J. N. Moorthy, ' ;Departmet of chemistry Indian Institute of Technology - Kanpur Kanpur - 208 016 INDIA ; 'Alankriti Bajpai' ;Department of Chemistry Indian Institute of Technology Kanpur 208 016 INDIA ; 'P. Natarajan' ;Department of Chemistry Indian Institute of Technology Kanpur 208 016 INDIA ; 'Prof. P. Venugopalan' ;Department of Chemistry Panjab University Chandigrah 560017 INDIA ; data_TP2-C-P _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,3,6,8-Tetrakis(4-hydroxy-2,6-dimethylphenyl)pyrene-4ortho-dichlorobenzene-2pyridine ; _chemical_name_common 1,3,6,8-Tetrakis(4-hydroxy-2,6-dimethylphenyl)pyrene _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C82 H68 Cl8 N2 O4' _chemical_formula_weight 1429.06 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' '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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.268(2) _cell_length_b 12.809(2) _cell_length_c 13.237(2) _cell_angle_alpha 62.041(3) _cell_angle_beta 74.343(3) _cell_angle_gamma 86.046(3) _cell_volume 1765.2(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.344 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 742 _exptl_absorpt_coefficient_mu 0.373 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9028 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.0675 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6102 _reflns_number_gt 4370 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1216P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6102 _refine_ls_number_parameters 442 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0946 _refine_ls_R_factor_gt 0.0702 _refine_ls_wR_factor_ref 0.2008 _refine_ls_wR_factor_gt 0.1831 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.049 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 1.02421(8) 0.23524(9) 0.54245(10) 0.0591(3) Uani 1 1 d . . . Cl2 Cl 0.79882(8) 0.21603(8) 0.47662(9) 0.0527(3) Uani 1 1 d . . . O1 O 0.62533(16) 0.87749(17) 0.50799(17) 0.0280(5) Uani 1 1 d . . . H1 H 0.6571 0.9433 0.4536 0.042 Uiso 1 1 calc R . . O2 O 0.55658(18) 0.7024(2) 1.47281(19) 0.0377(6) Uani 1 1 d . . . H2 H 0.5800 0.7610 1.4754 0.057 Uiso 1 1 calc R . . N1 N 0.7151(2) 0.0736(2) 0.3114(2) 0.0323(6) Uani 1 1 d . . . C1 C 0.8339(2) 0.6800(2) 0.8844(3) 0.0242(6) Uani 1 1 d . . . C2 C 0.7886(2) 0.7005(2) 0.9812(3) 0.0245(6) Uani 1 1 d . . . H2A H 0.7313 0.7551 0.9762 0.029 Uiso 1 1 calc R . . C3 C 0.8232(2) 0.6448(2) 1.0849(3) 0.0251(7) Uani 1 1 d . . . C4 C 0.9084(2) 0.5645(2) 1.0935(3) 0.0234(6) Uani 1 1 d . . . C5 C 0.9576(2) 0.5421(2) 0.9952(2) 0.0222(6) Uani 1 1 d . . . C6 C 0.9212(2) 0.6003(2) 0.8902(2) 0.0221(6) Uani 1 1 d . . . C7 C 0.9720(2) 0.5760(3) 0.7937(3) 0.0257(7) Uani 1 1 d . . . H7 H 0.9480 0.6150 0.7230 0.031 Uiso 1 1 calc R . . C8 C 0.9462(2) 0.5019(2) 1.1986(3) 0.0262(7) Uani 1 1 d . . . H8 H 0.9129 0.5152 1.2648 0.031 Uiso 1 1 calc R . . C9 C 0.7838(2) 0.7338(2) 0.7813(3) 0.0235(6) Uani 1 1 d . . . C10 C 0.6901(2) 0.6734(3) 0.7846(3) 0.0260(7) Uani 1 1 d . . . C11 C 0.6398(2) 0.7236(3) 0.6915(3) 0.0264(7) Uani 1 1 d . . . H11 H 0.5766 0.6828 0.6939 0.032 Uiso 1 1 calc R . . C12 C 0.6813(2) 0.8328(2) 0.5953(2) 0.0241(6) Uani 1 1 d . . . C13 C 0.7741(2) 0.8910(2) 0.5905(3) 0.0259(7) Uani 1 1 d . . . H13 H 0.8030 0.9653 0.5237 0.031 Uiso 1 1 calc R . . C14 C 0.8262(2) 0.8421(2) 0.6827(3) 0.0260(7) Uani 1 1 d . . . C15 C 0.9292(3) 0.9058(3) 0.6744(3) 0.0371(8) Uani 1 1 d . . . H15A H 0.9179 0.9132 0.7469 0.056 Uiso 1 1 calc R . . H15B H 0.9411 0.9849 0.6056 0.056 Uiso 1 1 calc R . . H15C H 0.9958 0.8608 0.6654 0.056 Uiso 1 1 calc R . . C16 C 0.6442(3) 0.5541(3) 0.8890(3) 0.0391(8) Uani 1 1 d . . . H16A H 0.7044 0.4987 0.8978 0.059 Uiso 1 1 calc R . . H16B H 0.5812 0.5239 0.8754 0.059 Uiso 1 1 calc R . . H16C H 0.6170 0.5624 0.9614 0.059 Uiso 1 1 calc R . . C17 C 0.7595(2) 0.6600(2) 1.1900(2) 0.0236(6) Uani 1 1 d . . . C18 C 0.7949(2) 0.7444(3) 1.2155(3) 0.0306(7) Uani 1 1 d . . . C19 C 0.7283(2) 0.7580(3) 1.3121(3) 0.0301(7) Uani 1 1 d . . . H19 H 0.7530 0.8136 1.3313 0.036 Uiso 1 1 calc R . . C20 C 0.6270(2) 0.6913(3) 1.3799(3) 0.0301(7) Uani 1 1 d . . . C21 C 0.5937(3) 0.6066(3) 1.3552(3) 0.0357(8) Uani 1 1 d . . . H21 H 0.5253 0.5588 1.4035 0.043 Uiso 1 1 calc R . . C22 C 0.6590(3) 0.5906(3) 1.2607(3) 0.0314(7) Uani 1 1 d . . . C23 C 0.6227(3) 0.4935(3) 1.2417(3) 0.0486(10) Uani 1 1 d . . . H23A H 0.5595 0.4444 1.3090 0.073 Uiso 1 1 calc R . . H23B H 0.6864 0.4445 1.2351 0.073 Uiso 1 1 calc R . . H23C H 0.5984 0.5280 1.1684 0.073 Uiso 1 1 calc R . . C24 C 0.9034(3) 0.8203(3) 1.1399(4) 0.0486(10) Uani 1 1 d . . . H24A H 0.9668 0.7695 1.1391 0.073 Uiso 1 1 calc R . . H24B H 0.9167 0.8713 1.1727 0.073 Uiso 1 1 calc R . . H24C H 0.8973 0.8696 1.0587 0.073 Uiso 1 1 calc R . . C25 C 0.9083(3) 0.3131(3) 0.5697(3) 0.0459(9) Uani 1 1 d . . . C26 C 0.9133(4) 0.3845(4) 0.6204(4) 0.0577(11) Uani 1 1 d . . . H26 H 0.9801 0.3906 0.6411 0.069 Uiso 1 1 calc R . . C27 C 0.8225(4) 0.4466(5) 0.6409(5) 0.0741(14) Uani 1 1 d . . . H27 H 0.8261 0.4950 0.6767 0.089 Uiso 1 1 calc R . . C28 C 0.7246(4) 0.4393(5) 0.6096(5) 0.0772(14) Uani 1 1 d . . . H28 H 0.6621 0.4837 0.6226 0.093 Uiso 1 1 calc R . . C29 C 0.7191(4) 0.3675(4) 0.5600(4) 0.0582(11) Uani 1 1 d . . . H29 H 0.6521 0.3614 0.5397 0.070 Uiso 1 1 calc R . . C30 C 0.8096(3) 0.3047(3) 0.5397(3) 0.0428(9) Uani 1 1 d . . . C31 C 0.8227(3) 0.0883(3) 0.2467(3) 0.0353(8) Uani 1 1 d . . . H31A H 0.8722 0.0278 0.2761 0.042 Uiso 1 1 calc R . . C32 C 0.8656(3) 0.1877(3) 0.1386(3) 0.0422(9) Uani 1 1 d . . . H32A H 0.9431 0.1967 0.0958 0.051 Uiso 1 1 calc R . . C33 C 0.7914(3) 0.2729(3) 0.0953(3) 0.0413(9) Uani 1 1 d . . . H33A H 0.8172 0.3414 0.0207 0.050 Uiso 1 1 calc R . . C34 C 0.6814(3) 0.2585(3) 0.1599(3) 0.0386(8) Uani 1 1 d . . . H34A H 0.6296 0.3166 0.1310 0.046 Uiso 1 1 calc R . . C35 C 0.6460(3) 0.1580(3) 0.2681(3) 0.0360(8) Uani 1 1 d . . . H35A H 0.5694 0.1488 0.3134 0.043 Uiso 1 1 calc R . . Cl3 Cl 0.22210(11) 0.87308(13) 0.07336(15) 0.0687(5) Uani 0.758(2) 1 d PD A 1 Cl4 Cl 0.45027(11) 0.74387(10) 0.05673(12) 0.0487(4) Uani 0.758(2) 1 d PD A 1 C36 C 0.3293(2) 0.8977(3) 0.1228(3) 0.0414(11) Uani 0.758(2) 1 d PGD A 1 C37 C 0.4307(2) 0.8432(2) 0.1125(2) 0.0336(10) Uani 0.758(2) 1 d PGD A 1 C38 C 0.5172(2) 0.8662(3) 0.1503(3) 0.0356(10) Uani 0.758(2) 1 d PG A 1 H38A H 0.5866 0.8290 0.1432 0.043 Uiso 0.758(2) 1 calc PR A 1 C39 C 0.5023(3) 0.9437(3) 0.1985(3) 0.051(3) Uani 0.758(2) 1 d PG A 1 H39A H 0.5614 0.9595 0.2243 0.061 Uiso 0.758(2) 1 calc PR A 1 C40 C 0.4009(3) 0.9982(3) 0.2089(3) 0.0478(13) Uani 0.758(2) 1 d PG A 1 H40A H 0.3907 1.0512 0.2418 0.057 Uiso 0.758(2) 1 calc PR A 1 C41 C 0.3144(2) 0.9752(3) 0.1710(3) 0.0468(13) Uani 0.758(2) 1 d PG A 1 H41A H 0.2451 1.0124 0.1781 0.056 Uiso 0.758(2) 1 calc PR A 1 Cl3A Cl 0.2327(4) 0.9682(4) 0.0769(4) 0.0636(14) Uiso 0.242(2) 1 d PD A 2 Cl4A Cl 0.3416(5) 0.7229(5) 0.1346(5) 0.0843(18) Uiso 0.242(2) 1 d PD A 2 C36A C 0.3566(7) 0.9580(8) -0.0179(8) 0.047(4) Uiso 0.242(2) 1 d PGD A 2 C37A C 0.4019(8) 0.8491(7) 0.0059(7) 0.059(4) Uiso 0.242(2) 1 d PGD A 2 C38A C 0.5014(9) 0.8421(7) -0.0709(10) 0.067(5) Uiso 0.242(2) 1 d PG A 2 H38B H 0.5323 0.7676 -0.0547 0.081 Uiso 0.242(2) 1 calc PR A 2 C39A C 0.5556(8) 0.9440(9) -0.1714(9) 0.060(5) Uiso 0.242(2) 1 d PG A 2 H39B H 0.6236 0.9393 -0.2239 0.072 Uiso 0.242(2) 1 calc PR A 2 C40A C 0.5103(10) 1.0530(7) -0.1952(8) 0.032(7) Uiso 0.242(2) 1 d PG A 2 H40B H 0.5474 1.1227 -0.2639 0.039 Uiso 0.242(2) 1 calc PR A 2 C41A C 0.4108(9) 1.0600(6) -0.1184(9) 0.052(4) Uiso 0.242(2) 1 d PG A 2 H41B H 0.3799 1.1345 -0.1347 0.062 Uiso 0.242(2) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.0525(6) 0.0560(6) 0.0736(8) -0.0325(6) -0.0219(5) 0.0107(5) Cl2 0.0565(6) 0.0449(6) 0.0621(7) -0.0298(5) -0.0152(5) 0.0030(4) O1 0.0348(11) 0.0259(11) 0.0226(11) -0.0075(9) -0.0139(9) 0.0025(9) O2 0.0415(13) 0.0451(14) 0.0312(13) -0.0244(11) -0.0015(10) -0.0084(10) N1 0.0375(15) 0.0276(14) 0.0298(15) -0.0090(12) -0.0141(12) -0.0006(11) C1 0.0280(15) 0.0196(14) 0.0237(16) -0.0074(13) -0.0091(12) -0.0028(12) C2 0.0279(15) 0.0190(14) 0.0261(16) -0.0090(13) -0.0097(13) 0.0019(12) C3 0.0272(15) 0.0209(15) 0.0295(17) -0.0124(13) -0.0093(13) -0.0019(12) C4 0.0284(15) 0.0191(14) 0.0239(16) -0.0093(12) -0.0100(12) 0.0002(12) C5 0.0225(14) 0.0218(14) 0.0187(15) -0.0073(12) -0.0035(11) -0.0021(11) C6 0.0238(14) 0.0201(14) 0.0222(15) -0.0087(12) -0.0080(12) 0.0001(11) C7 0.0310(16) 0.0261(16) 0.0204(15) -0.0088(13) -0.0111(13) 0.0012(13) C8 0.0330(16) 0.0265(16) 0.0211(16) -0.0121(13) -0.0077(13) 0.0004(13) C9 0.0264(15) 0.0220(15) 0.0255(16) -0.0135(13) -0.0085(12) 0.0048(12) C10 0.0291(16) 0.0236(15) 0.0256(16) -0.0110(13) -0.0086(13) 0.0018(12) C11 0.0294(15) 0.0260(16) 0.0266(16) -0.0133(13) -0.0094(13) -0.0004(12) C12 0.0318(16) 0.0211(15) 0.0220(15) -0.0108(13) -0.0114(12) 0.0081(12) C13 0.0314(16) 0.0189(15) 0.0256(16) -0.0073(13) -0.0108(13) 0.0021(12) C14 0.0266(15) 0.0230(15) 0.0269(17) -0.0094(13) -0.0100(13) 0.0041(12) C15 0.0431(19) 0.0310(18) 0.0330(19) -0.0060(15) -0.0185(15) -0.0065(15) C16 0.046(2) 0.0291(18) 0.0364(19) -0.0044(15) -0.0199(16) -0.0094(15) C17 0.0275(15) 0.0219(15) 0.0207(15) -0.0089(12) -0.0080(12) 0.0036(12) C18 0.0287(16) 0.0293(16) 0.0364(18) -0.0174(15) -0.0089(14) 0.0023(13) C19 0.0342(17) 0.0293(17) 0.0335(18) -0.0200(15) -0.0082(14) -0.0018(13) C20 0.0328(17) 0.0346(17) 0.0214(16) -0.0122(14) -0.0061(13) 0.0006(14) C21 0.0370(17) 0.0384(19) 0.0289(18) -0.0158(15) -0.0016(14) -0.0103(14) C22 0.0397(18) 0.0315(17) 0.0269(17) -0.0160(14) -0.0101(14) -0.0002(14) C23 0.060(2) 0.048(2) 0.040(2) -0.0271(18) 0.0013(18) -0.0187(18) C24 0.043(2) 0.054(2) 0.057(2) -0.039(2) 0.0044(18) -0.0161(17) C25 0.050(2) 0.039(2) 0.044(2) -0.0140(18) -0.0160(17) 0.0039(16) C26 0.060(2) 0.062(3) 0.063(3) -0.034(2) -0.027(2) 0.007(2) C27 0.081(3) 0.088(4) 0.090(4) -0.066(3) -0.034(3) 0.019(3) C28 0.076(3) 0.098(4) 0.096(4) -0.072(3) -0.040(3) 0.038(3) C29 0.064(3) 0.067(3) 0.062(3) -0.042(2) -0.029(2) 0.026(2) C30 0.052(2) 0.0366(19) 0.0338(19) -0.0123(16) -0.0110(16) 0.0028(16) C31 0.0390(19) 0.0309(17) 0.0367(19) -0.0128(15) -0.0170(15) 0.0025(14) C32 0.0371(18) 0.046(2) 0.037(2) -0.0136(17) -0.0091(16) -0.0033(16) C33 0.053(2) 0.0277(18) 0.0350(19) -0.0029(15) -0.0194(17) -0.0071(16) C34 0.057(2) 0.0235(17) 0.039(2) -0.0106(15) -0.0262(17) 0.0052(15) C35 0.0363(18) 0.0346(18) 0.0388(19) -0.0161(16) -0.0160(15) 0.0070(14) Cl3 0.0467(8) 0.0603(9) 0.1005(12) -0.0297(8) -0.0367(8) 0.0034(6) Cl4 0.0652(8) 0.0347(6) 0.0631(9) -0.0296(6) -0.0320(7) 0.0099(5) C36 0.039(2) 0.031(2) 0.039(3) -0.005(2) -0.004(2) -0.0056(19) C37 0.040(2) 0.027(2) 0.028(2) -0.0083(19) -0.0099(19) 0.0035(18) C38 0.043(3) 0.034(2) 0.030(2) -0.015(2) -0.012(2) 0.0068(19) C39 0.059(5) 0.058(5) 0.047(4) -0.028(3) -0.028(3) 0.010(3) C40 0.071(3) 0.038(3) 0.041(3) -0.025(2) -0.014(3) 0.013(3) C41 0.043(3) 0.040(3) 0.046(3) -0.017(2) -0.001(2) 0.011(2) _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 Cl1 C25 1.735(4) . ? Cl2 C30 1.725(4) . ? O1 C12 1.374(3) . ? O1 H1 0.8400 . ? O2 C20 1.361(4) . ? O2 H2 0.8400 . ? N1 C35 1.331(4) . ? N1 C31 1.336(4) . ? C1 C2 1.389(4) . ? C1 C6 1.420(4) . ? C1 C9 1.492(4) . ? C2 C3 1.388(4) . ? C2 H2A 0.9500 . ? C3 C4 1.404(4) . ? C3 C17 1.493(4) . ? C4 C5 1.429(4) . ? C4 C8 1.429(4) . ? C5 C6 1.416(4) . ? C5 C5 1.432(5) 2_767 ? C6 C7 1.426(4) . ? C7 C8 1.355(4) 2_767 ? C7 H7 0.9500 . ? C8 C7 1.355(4) 2_767 ? C8 H8 0.9500 . ? C9 C14 1.391(4) . ? C9 C10 1.409(4) . ? C10 C11 1.388(4) . ? C10 C16 1.509(4) . ? C11 C12 1.385(4) . ? C11 H11 0.9500 . ? C12 C13 1.376(4) . ? C13 C14 1.392(4) . ? C13 H13 0.9500 . ? C14 C15 1.503(4) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C22 1.392(4) . ? C17 C18 1.399(4) . ? C18 C19 1.400(4) . ? C18 C24 1.505(4) . ? C19 C20 1.381(4) . ? C19 H19 0.9500 . ? C20 C21 1.384(4) . ? C21 C22 1.387(4) . ? C21 H21 0.9500 . ? C22 C23 1.496(4) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.376(5) . ? C25 C30 1.398(5) . ? C26 C27 1.366(6) . ? C26 H26 0.9500 . ? C27 C28 1.393(7) . ? C27 H27 0.9500 . ? C28 C29 1.370(6) . ? C28 H28 0.9500 . ? C29 C30 1.368(5) . ? C29 H29 0.9500 . ? C31 C32 1.386(5) . ? C31 H31A 0.9500 . ? C32 C33 1.380(5) . ? C32 H32A 0.9500 . ? C33 C34 1.361(5) . ? C33 H33A 0.9500 . ? C34 C35 1.382(5) . ? C34 H34A 0.9500 . ? C35 H35A 0.9500 . ? Cl3 C36 1.724(3) . ? Cl4 C37 1.721(2) . ? C36 C37 1.3900 . ? C36 C41 1.3900 . ? C37 C38 1.3900 . ? C38 C39 1.3900 . ? C38 H38A 0.9500 . ? C39 C40 1.3900 . ? C39 H39A 0.9500 . ? C40 C41 1.3900 . ? C40 H40A 0.9500 . ? C41 H41A 0.9500 . ? Cl3A C36A 1.731(6) . ? Cl4A C37A 1.721(7) . ? C36A C37A 1.3900 . ? C36A C41A 1.3900 . ? C37A C38A 1.3900 . ? C38A C39A 1.3900 . ? C38A H38B 0.9500 . ? C39A C40A 1.3900 . ? C39A H39B 0.9500 . ? C40A C41A 1.3900 . ? C40A H40B 0.9500 . ? C41A H41B 0.9500 . ? 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 C12 O1 H1 109.5 . . ? C20 O2 H2 109.5 . . ? C35 N1 C31 117.8(3) . . ? C2 C1 C6 118.8(3) . . ? C2 C1 C9 119.7(2) . . ? C6 C1 C9 121.3(3) . . ? C3 C2 C1 123.1(3) . . ? C3 C2 H2A 118.4 . . ? C1 C2 H2A 118.4 . . ? C2 C3 C4 119.2(3) . . ? C2 C3 C17 119.3(3) . . ? C4 C3 C17 121.0(3) . . ? C3 C4 C5 119.2(3) . . ? C3 C4 C8 122.2(3) . . ? C5 C4 C8 118.6(2) . . ? C6 C5 C4 120.5(2) . . ? C6 C5 C5 120.1(3) . 2_767 ? C4 C5 C5 119.4(3) . 2_767 ? C5 C6 C1 119.1(3) . . ? C5 C6 C7 119.2(2) . . ? C1 C6 C7 121.7(3) . . ? C8 C7 C6 121.0(3) 2_767 . ? C8 C7 H7 119.5 2_767 . ? C6 C7 H7 119.5 . . ? C7 C8 C4 121.8(3) 2_767 . ? C7 C8 H8 119.1 2_767 . ? C4 C8 H8 119.1 . . ? C14 C9 C10 119.1(3) . . ? C14 C9 C1 122.0(2) . . ? C10 C9 C1 118.9(2) . . ? C11 C10 C9 119.9(3) . . ? C11 C10 C16 119.7(3) . . ? C9 C10 C16 120.3(3) . . ? C12 C11 C10 120.3(3) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? O1 C12 C13 123.3(3) . . ? O1 C12 C11 116.7(2) . . ? C13 C12 C11 120.0(3) . . ? C12 C13 C14 120.7(3) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C9 C14 C13 120.0(3) . . ? C9 C14 C15 120.2(3) . . ? C13 C14 C15 119.8(3) . . ? 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 . . ? C10 C16 H16A 109.5 . . ? C10 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C10 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C22 C17 C18 119.8(3) . . ? C22 C17 C3 117.8(3) . . ? C18 C17 C3 122.3(2) . . ? C17 C18 C19 119.4(3) . . ? C17 C18 C24 120.5(3) . . ? C19 C18 C24 120.1(3) . . ? C20 C19 C18 120.5(3) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? O2 C20 C19 123.5(3) . . ? O2 C20 C21 116.9(3) . . ? C19 C20 C21 119.6(3) . . ? C20 C21 C22 120.9(3) . . ? C20 C21 H21 119.6 . . ? C22 C21 H21 119.6 . . ? C21 C22 C17 119.7(3) . . ? C21 C22 C23 118.8(3) . . ? C17 C22 C23 121.3(3) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C18 C24 H24A 109.5 . . ? C18 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C18 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C30 119.5(4) . . ? C26 C25 Cl1 120.1(3) . . ? C30 C25 Cl1 120.4(3) . . ? C27 C26 C25 120.1(4) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C26 C27 C28 120.4(4) . . ? C26 C27 H27 119.8 . . ? C28 C27 H27 119.8 . . ? C29 C28 C27 119.6(4) . . ? C29 C28 H28 120.2 . . ? C27 C28 H28 120.2 . . ? C30 C29 C28 120.3(4) . . ? C30 C29 H29 119.8 . . ? C28 C29 H29 119.8 . . ? C29 C30 C25 120.1(4) . . ? C29 C30 Cl2 118.6(3) . . ? C25 C30 Cl2 121.3(3) . . ? N1 C31 C32 123.2(3) . . ? N1 C31 H31A 118.4 . . ? C32 C31 H31A 118.4 . . ? C33 C32 C31 117.6(3) . . ? C33 C32 H32A 121.2 . . ? C31 C32 H32A 121.2 . . ? C34 C33 C32 119.8(3) . . ? C34 C33 H33A 120.1 . . ? C32 C33 H33A 120.1 . . ? C33 C34 C35 119.0(3) . . ? C33 C34 H34A 120.5 . . ? C35 C34 H34A 120.5 . . ? N1 C35 C34 122.6(3) . . ? N1 C35 H35A 118.7 . . ? C34 C35 H35A 118.7 . . ? C37 C36 C41 120.0 . . ? C37 C36 Cl3 120.80(18) . . ? C41 C36 Cl3 119.18(18) . . ? C38 C37 C36 120.0 . . ? C38 C37 Cl4 118.95(17) . . ? C36 C37 Cl4 121.02(17) . . ? C39 C38 C37 120.0 . . ? C39 C38 H38A 120.0 . . ? C37 C38 H38A 120.0 . . ? C38 C39 C40 120.0 . . ? C38 C39 H39A 120.0 . . ? C40 C39 H39A 120.0 . . ? C41 C40 C39 120.0 . . ? C41 C40 H40A 120.0 . . ? C39 C40 H40A 120.0 . . ? C40 C41 C36 120.0 . . ? C40 C41 H41A 120.0 . . ? C36 C41 H41A 120.0 . . ? C37A C36A C41A 120.0 . . ? C37A C36A Cl3A 120.5(6) . . ? C41A C36A Cl3A 119.5(6) . . ? C36A C37A C38A 120.0 . . ? C36A C37A Cl4A 120.9(6) . . ? C38A C37A Cl4A 118.9(6) . . ? C39A C38A C37A 120.0 . . ? C39A C38A H38B 120.0 . . ? C37A C38A H38B 120.0 . . ? C38A C39A C40A 120.0 . . ? C38A C39A H39B 120.0 . . ? C40A C39A H39B 120.0 . . ? C41A C40A C39A 120.0 . . ? C41A C40A H40B 120.0 . . ? C39A C40A H40B 120.0 . . ? C40A C41A C36A 120.0 . . ? C40A C41A H41B 120.0 . . ? C36A C41A H41B 120.0 . . ? 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 C6 C1 C2 C3 -1.3(4) . . . . ? C9 C1 C2 C3 173.7(3) . . . . ? C1 C2 C3 C4 0.5(4) . . . . ? C1 C2 C3 C17 -172.0(3) . . . . ? C2 C3 C4 C5 0.1(4) . . . . ? C17 C3 C4 C5 172.5(2) . . . . ? C2 C3 C4 C8 -178.5(3) . . . . ? C17 C3 C4 C8 -6.1(4) . . . . ? C3 C4 C5 C6 0.1(4) . . . . ? C8 C4 C5 C6 178.7(2) . . . . ? C3 C4 C5 C5 -178.4(3) . . . 2_767 ? C8 C4 C5 C5 0.3(4) . . . 2_767 ? C4 C5 C6 C1 -0.9(4) . . . . ? C5 C5 C6 C1 177.5(3) 2_767 . . . ? C4 C5 C6 C7 -179.9(2) . . . . ? C5 C5 C6 C7 -1.5(5) 2_767 . . . ? C2 C1 C6 C5 1.4(4) . . . . ? C9 C1 C6 C5 -173.4(2) . . . . ? C2 C1 C6 C7 -179.5(3) . . . . ? C9 C1 C6 C7 5.6(4) . . . . ? C5 C6 C7 C8 0.2(4) . . . 2_767 ? C1 C6 C7 C8 -178.9(3) . . . 2_767 ? C3 C4 C8 C7 179.7(3) . . . 2_767 ? C5 C4 C8 C7 1.1(4) . . . 2_767 ? C2 C1 C9 C14 93.5(3) . . . . ? C6 C1 C9 C14 -91.7(3) . . . . ? C2 C1 C9 C10 -86.0(3) . . . . ? C6 C1 C9 C10 88.9(3) . . . . ? C14 C9 C10 C11 -1.6(4) . . . . ? C1 C9 C10 C11 177.9(3) . . . . ? C14 C9 C10 C16 178.4(3) . . . . ? C1 C9 C10 C16 -2.2(4) . . . . ? C9 C10 C11 C12 0.0(4) . . . . ? C16 C10 C11 C12 -179.9(3) . . . . ? C10 C11 C12 O1 -178.7(3) . . . . ? C10 C11 C12 C13 1.3(4) . . . . ? O1 C12 C13 C14 178.9(3) . . . . ? C11 C12 C13 C14 -1.0(4) . . . . ? C10 C9 C14 C13 1.8(4) . . . . ? C1 C9 C14 C13 -177.6(3) . . . . ? C10 C9 C14 C15 -177.2(3) . . . . ? C1 C9 C14 C15 3.3(4) . . . . ? C12 C13 C14 C9 -0.5(4) . . . . ? C12 C13 C14 C15 178.5(3) . . . . ? C2 C3 C17 C22 80.5(3) . . . . ? C4 C3 C17 C22 -91.8(3) . . . . ? C2 C3 C17 C18 -96.5(3) . . . . ? C4 C3 C17 C18 91.1(3) . . . . ? C22 C17 C18 C19 -0.1(4) . . . . ? C3 C17 C18 C19 176.9(3) . . . . ? C22 C17 C18 C24 -180.0(3) . . . . ? C3 C17 C18 C24 -2.9(5) . . . . ? C17 C18 C19 C20 -1.8(5) . . . . ? C24 C18 C19 C20 178.1(3) . . . . ? C18 C19 C20 O2 -178.0(3) . . . . ? C18 C19 C20 C21 2.9(5) . . . . ? O2 C20 C21 C22 178.7(3) . . . . ? C19 C20 C21 C22 -2.2(5) . . . . ? C20 C21 C22 C17 0.3(5) . . . . ? C20 C21 C22 C23 176.7(3) . . . . ? C18 C17 C22 C21 0.9(5) . . . . ? C3 C17 C22 C21 -176.3(3) . . . . ? C18 C17 C22 C23 -175.5(3) . . . . ? C3 C17 C22 C23 7.4(4) . . . . ? C30 C25 C26 C27 0.0(6) . . . . ? Cl1 C25 C26 C27 179.4(4) . . . . ? C25 C26 C27 C28 -0.7(7) . . . . ? C26 C27 C28 C29 1.2(8) . . . . ? C27 C28 C29 C30 -1.0(7) . . . . ? C28 C29 C30 C25 0.2(6) . . . . ? C28 C29 C30 Cl2 -179.8(4) . . . . ? C26 C25 C30 C29 0.3(6) . . . . ? Cl1 C25 C30 C29 -179.2(3) . . . . ? C26 C25 C30 Cl2 -179.7(3) . . . . ? Cl1 C25 C30 Cl2 0.8(4) . . . . ? C35 N1 C31 C32 1.3(5) . . . . ? N1 C31 C32 C33 -2.2(5) . . . . ? C31 C32 C33 C34 1.4(5) . . . . ? C32 C33 C34 C35 0.0(5) . . . . ? C31 N1 C35 C34 0.2(5) . . . . ? C33 C34 C35 N1 -0.8(5) . . . . ? C41 C36 C37 C38 0.0 . . . . ? Cl3 C36 C37 C38 178.5(2) . . . . ? C41 C36 C37 Cl4 178.3(2) . . . . ? Cl3 C36 C37 Cl4 -3.2(2) . . . . ? C36 C37 C38 C39 0.0 . . . . ? Cl4 C37 C38 C39 -178.3(2) . . . . ? C37 C38 C39 C40 0.0 . . . . ? C38 C39 C40 C41 0.0 . . . . ? C39 C40 C41 C36 0.0 . . . . ? C37 C36 C41 C40 0.0 . . . . ? Cl3 C36 C41 C40 -178.5(2) . . . . ? C41A C36A C37A C38A 0.0 . . . . ? Cl3A C36A C37A C38A 180.0(9) . . . . ? C41A C36A C37A Cl4A 175.7(10) . . . . ? Cl3A C36A C37A Cl4A -4.3(9) . . . . ? C36A C37A C38A C39A 0.0 . . . . ? Cl4A C37A C38A C39A -175.8(10) . . . . ? C37A C38A C39A C40A 0.0 . . . . ? C38A C39A C40A C41A 0.0 . . . . ? C39A C40A C41A C36A 0.0 . . . . ? C37A C36A C41A C40A 0.0 . . . . ? Cl3A C36A C41A C40A -180.0(9) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.793 _refine_diff_density_min -0.436 _refine_diff_density_rms 0.088 #END