#------------------------------------------------------------------------------ #$Date: 2020-04-22 01:36:37 +0300 (Wed, 22 Apr 2020) $ #$Revision: 250996 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/03/7240368.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_7240368 loop_ _publ_author_name 'He, Xinrui' 'Zhao, Jian' 'Tan, Zeqing' 'Zhao, Jiaxin' 'Cheng, Xiao' 'Zhou, Chuanjian' _publ_section_title ; Chalcone single crystals with red emission and photodimerization-triggered hopping behavior: the substituent effect and molecular packing effect ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D0CE00404A _journal_year 2020 _chemical_formula_moiety 'C28 H20 I N O' _chemical_formula_sum 'C28 H20 I N O' _chemical_formula_weight 513.35 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2020-01-13 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2020-01-13 deposited with the CCDC. 2020-04-21 downloaded from the CCDC. ; _cell_angle_alpha 98.092(2) _cell_angle_beta 98.334(2) _cell_angle_gamma 95.893(3) _cell_formula_units_Z 2 _cell_length_a 7.1130(2) _cell_length_b 7.7595(3) _cell_length_c 20.7174(5) _cell_measurement_reflns_used 6522 _cell_measurement_temperature 293(3) _cell_measurement_theta_max 75.6990 _cell_measurement_theta_min 4.3200 _cell_volume 1111.25(6) _computing_cell_refinement 'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 293(3) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.0000 _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 0.965 _diffrn_measured_fraction_theta_max 0.979 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -78.00 -10.00 1.00 0.10 -- -48.45 96.00 176.00 68 2 \w -7.00 22.00 1.00 0.10 -- -48.45 96.00 176.00 29 3 \w -7.00 72.00 1.00 0.10 -- 48.45 -96.00 66.00 79 4 \w -80.00 -54.00 1.00 1.10 -- -86.25 96.00 176.00 26 5 \w 39.00 105.00 1.00 1.10 -- 106.49 -96.00 66.00 66 6 \w 105.00 150.00 1.00 1.10 -- 106.49 96.00 176.00 45 7 \w -62.00 24.00 1.00 0.10 -- -48.45 57.00 30.00 86 8 \w -10.00 61.00 1.00 0.10 -- 48.45 -38.00 150.00 71 9 \w -151.00-125.00 1.00 1.10 -- -86.25 -96.00 66.00 26 10 \w -97.00 -71.00 1.00 1.10 -- -86.25 19.00 30.00 26 11 \w -68.00 -13.00 1.00 1.10 -- -86.25 19.00 30.00 55 12 \w -122.00 -88.00 1.00 1.10 -- -86.25 -96.00 66.00 34 13 \w 33.00 119.00 1.00 1.10 -- 106.49 -19.00 30.00 86 14 \w 35.00 66.00 1.00 1.10 -- 106.49-125.00 -90.00 31 15 \w 80.00 115.00 1.00 1.10 -- 106.49 -57.00-150.00 35 16 \w 92.00 118.00 1.00 1.10 -- 106.49 -38.00 30.00 26 17 \w 34.00 88.00 1.00 1.10 -- 106.49 -38.00 30.00 54 18 \w 79.00 117.00 1.00 1.10 -- 106.49-125.00 -90.00 38 19 \w 93.00 130.00 1.00 1.10 -- 106.49 38.00-150.00 37 20 \w 135.00 177.00 1.00 1.10 -- 106.49 38.00-150.00 42 21 \w 35.00 77.00 1.00 1.10 -- 106.49 -57.00-150.00 42 22 \w 42.00 111.00 1.00 1.10 -- 106.49-125.00-150.00 69 23 \w 95.00 177.00 1.00 1.10 -- 106.49 125.00 120.00 82 24 \w 34.00 120.00 1.00 1.10 -- 106.49 -38.00-150.00 86 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy, Dualflex, HyPix' _diffrn_measurement_method '\w scans' _diffrn_measurement_specimen_support 'Mitegen 50um' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0762535000 _diffrn_orient_matrix_UB_12 -0.1578718000 _diffrn_orient_matrix_UB_13 -0.0369389000 _diffrn_orient_matrix_UB_21 -0.0004259000 _diffrn_orient_matrix_UB_22 -0.0933180000 _diffrn_orient_matrix_UB_23 0.0608873000 _diffrn_orient_matrix_UB_31 -0.2070487000 _diffrn_orient_matrix_UB_32 -0.0850136000 _diffrn_orient_matrix_UB_33 -0.0268579000 _diffrn_radiation_collimation 0.3 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0460 _diffrn_reflns_av_unetI/netI 0.0455 _diffrn_reflns_Laue_measured_fraction_full 0.965 _diffrn_reflns_Laue_measured_fraction_max 0.979 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 9412 _diffrn_reflns_point_group_measured_fraction_full 0.965 _diffrn_reflns_point_group_measured_fraction_max 0.979 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 67.064 _diffrn_reflns_theta_min 4.369 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_current 24.0 _diffrn_source_power 1.2 _diffrn_source_target Mo _diffrn_source_type 'PhotonJet (Cu) X-ray Source' _diffrn_source_voltage 50.0 _exptl_absorpt_coefficient_mu 11.466 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.37419 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear light yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.534 _exptl_crystal_description block _exptl_crystal_F_000 512 _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.03 _refine_diff_density_max 0.841 _refine_diff_density_min -1.170 _refine_diff_density_rms 0.098 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 280 _refine_ls_number_reflns 3888 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.079 _refine_ls_R_factor_all 0.0587 _refine_ls_R_factor_gt 0.0499 _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/[\s^2^(Fo^2^)+(0.0770P)^2^+1.1820P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1336 _refine_ls_wR_factor_ref 0.1414 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3455 _reflns_number_total 3888 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ce00404a5.cif _cod_data_source_block 190717zcj3 _cod_database_code 7240368 _shelxl_version_number 2013-4 _chemical_oxdiff_formula ICNO _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. ; _reflns_odcompleteness_completeness 98.59 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups 2.a Secondary CH2 refined with riding coordinates: C3(H3A,H3B) 2.b Aromatic/amide H refined with riding coordinates: C7(H7), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28) ; _shelx_res_file ; TITL 190717zcj3_a.res in P-1 REM Old TITL 190717ZCJ3 in P-1 REM SHELXT solution in P-1 REM R1 0.246, Rweak 0.108, Alpha 0.062, Orientation as input REM Formula found by SHELXT: C28 N O I CELL 1.54184 7.113 7.7595 20.7174 98.092 98.334 95.893 ZERR 2 0.0002 0.0003 0.0005 0.002 0.002 0.003 LATT 1 SFAC C H I N O UNIT 56 40 2 2 2 L.S. 50 PLAN 2 TEMP 20(3) LIST 6 fmap 2 acta SHEL 999 0.837 OMIT 7 1 5 OMIT -8 -2 2 OMIT 6 3 7 OMIT 6 3 6 OMIT 7 2 7 OMIT 6 2 10 OMIT -8 -2 3 OMIT 6 3 1 OMIT 6 1 13 OMIT 7 0 5 OMIT 8 1 0 OMIT -8 -2 5 OMIT 6 2 11 OMIT -8 -2 4 OMIT 7 2 0 OMIT -8 -2 7 OMIT 7 2 6 OMIT 6 1 12 OMIT 7 0 6 OMIT -8 -1 1 OMIT 7 2 4 OMIT -8 -2 6 OMIT 6 2 9 OMIT -7 -3 13 OMIT 5 -1 16 OMIT -7 -3 4 REM REM REM WGHT 0.077000 1.182000 FVAR 4.81422 I1 3 -0.025069 0.993399 0.292763 11.00000 0.06033 0.10061 = 0.07764 0.04963 0.00284 0.00274 O1 5 0.776159 0.738757 0.494211 11.00000 0.04242 0.07391 = 0.06297 0.01868 0.01858 0.00712 N1 4 0.304994 0.444611 0.825573 11.00000 0.06238 0.06264 = 0.04018 0.02027 0.01469 0.02078 C1 1 0.288407 0.787489 0.453968 11.00000 0.04606 0.04757 = 0.03909 0.00692 0.01406 0.00241 C2 1 0.474411 0.801572 0.439772 11.00000 0.04628 0.04280 = 0.04394 0.00561 0.01733 0.00621 C3 1 0.279143 0.713551 0.517329 11.00000 0.04339 0.05755 = 0.04319 0.01393 0.01425 0.00337 AFIX 23 H3A 2 0.200068 0.600717 0.508993 11.00000 -1.20000 H3B 2 0.228357 0.793047 0.548956 11.00000 -1.20000 AFIX 0 C4 1 0.485677 0.695005 0.541994 11.00000 0.04332 0.04748 = 0.04057 0.00550 0.01370 0.00358 C5 1 0.492594 0.602124 0.655137 11.00000 0.04956 0.04778 = 0.03939 0.00907 0.00800 0.00617 C6 1 0.173142 0.540106 0.856488 11.00000 0.04633 0.06727 = 0.03722 0.01253 0.00252 0.01552 C7 1 0.570324 0.650909 0.598100 11.00000 0.04503 0.04857 = 0.04283 0.00602 0.01027 0.00433 AFIX 43 H7 2 0.702163 0.651464 0.601298 11.00000 -1.20000 AFIX 0 C8 1 0.369162 0.499264 0.768742 11.00000 0.05231 0.05751 = 0.03998 0.01644 0.01199 0.01308 C9 1 0.603797 0.744110 0.491853 11.00000 0.04167 0.04623 = 0.04299 0.00279 0.01179 -0.00047 C10 1 0.187643 0.904940 0.356844 11.00000 0.05277 0.04951 = 0.04523 0.01257 0.00950 0.00288 C11 1 0.298381 0.568756 0.658805 11.00000 0.04181 0.06916 = 0.04047 0.01645 0.00645 0.01068 AFIX 43 H11 2 0.207808 0.581245 0.623158 11.00000 -1.20000 AFIX 0 C12 1 0.372406 0.918835 0.342067 11.00000 0.06288 0.04910 = 0.04614 0.01340 0.02229 0.00820 AFIX 43 H12 2 0.398041 0.963570 0.304465 11.00000 -1.20000 AFIX 0 C13 1 0.517334 0.865969 0.383430 11.00000 0.05662 0.05159 = 0.05169 0.01354 0.02694 0.01048 AFIX 43 H13 2 0.641497 0.873098 0.373953 11.00000 -1.20000 AFIX 0 C14 1 0.141206 0.837345 0.412049 11.00000 0.04292 0.05838 = 0.04805 0.01355 0.01272 -0.00129 AFIX 43 H14 2 0.015965 0.826092 0.420461 11.00000 -1.20000 AFIX 0 C15 1 0.562701 0.535386 0.766579 11.00000 0.05105 0.07530 = 0.04688 0.02341 -0.00078 0.00379 AFIX 43 H15 2 0.652341 0.527084 0.803080 11.00000 -1.20000 AFIX 0 C16 1 0.623573 0.583714 0.710516 11.00000 0.04228 0.06761 = 0.05461 0.02012 0.00681 0.00334 AFIX 43 H16 2 0.754147 0.604458 0.709499 11.00000 -1.20000 AFIX 0 C17 1 0.403228 0.325267 0.859289 11.00000 0.04770 0.05023 = 0.04581 0.01455 0.00531 0.00704 C18 1 0.237947 0.517370 0.714552 11.00000 0.04265 0.07528 = 0.04441 0.02004 0.01090 0.01639 AFIX 43 H18 2 0.107587 0.494712 0.715639 11.00000 -1.20000 AFIX 0 C19 1 0.484225 0.194944 0.824111 11.00000 0.06906 0.06016 = 0.05977 0.01189 0.01774 0.01668 AFIX 43 H19 2 0.469299 0.183426 0.778302 11.00000 -1.20000 AFIX 0 C20 1 0.420985 0.336661 0.927535 11.00000 0.06614 0.06566 = 0.04966 0.01943 0.01339 0.01524 AFIX 43 H20 2 0.365149 0.421854 0.951760 11.00000 -1.20000 AFIX 0 C21 1 0.032875 0.451281 0.884524 11.00000 0.04265 0.09663 = 0.05659 0.01929 0.00790 0.00635 AFIX 43 H21 2 0.020329 0.329481 0.879811 11.00000 -1.20000 AFIX 0 C22 1 0.185353 0.719088 0.860456 11.00000 0.08875 0.06763 = 0.05947 0.01899 0.01390 0.02610 AFIX 43 H22 2 0.275105 0.779542 0.840637 11.00000 -1.20000 AFIX 0 C23 1 0.521703 0.221243 0.959326 11.00000 0.08635 0.08964 = 0.06250 0.04076 0.01217 0.02551 AFIX 43 H23 2 0.532326 0.228946 1.004943 11.00000 -1.20000 AFIX 0 C24 1 0.586495 0.082494 0.856366 11.00000 0.09371 0.06126 = 0.09498 0.02238 0.02683 0.03037 AFIX 43 H24 2 0.642861 -0.002835 0.832422 11.00000 -1.20000 AFIX 0 C25 1 -0.085626 0.540841 0.918649 11.00000 0.04913 0.15755 = 0.07042 0.03460 0.01885 0.02924 AFIX 43 H25 2 -0.176267 0.480274 0.938080 11.00000 -1.20000 AFIX 0 C26 1 -0.072277 0.717573 0.924459 11.00000 0.09081 0.15865 = 0.07271 0.02917 0.03072 0.07241 AFIX 43 H26 2 -0.152653 0.777808 0.948483 11.00000 -1.20000 AFIX 0 C27 1 0.605803 0.096094 0.924687 11.00000 0.09696 0.07915 = 0.09723 0.04764 0.01960 0.03617 AFIX 43 H27 2 0.675450 0.020548 0.946620 11.00000 -1.20000 AFIX 0 C28 1 0.059245 0.809554 0.895148 11.00000 0.13490 0.09610 = 0.08026 0.01709 0.01551 0.06982 AFIX 43 H28 2 0.064715 0.930760 0.898258 11.00000 -1.20000 AFIX 0 HKLF 4 REM 190717zcj3_a.res in P-1 REM R1 = 0.0499 for 3455 Fo > 4sig(Fo) and 0.0587 for all 3888 data REM 280 parameters refined using 0 restraints END WGHT 0.0770 1.1803 REM Highest difference peak 0.841, deepest hole -1.170, 1-sigma level 0.098 Q1 1 0.0868 0.9988 0.2769 11.00000 0.05 0.84 Q2 1 0.1036 1.0182 0.3175 11.00000 0.05 0.61 ; _shelx_res_checksum 86030 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 2.018 _oxdiff_exptl_absorpt_empirical_full_min 0.515 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 _atom_site_disorder_assembly _atom_site_disorder_group I1 I -0.02507(5) 0.99340(5) 0.29276(2) 0.07741(19) Uani 1 1 d . . . . . O1 O 0.7762(5) 0.7388(5) 0.49421(17) 0.0580(8) Uani 1 1 d . . . . . N1 N 0.3050(6) 0.4446(5) 0.82557(17) 0.0523(9) Uani 1 1 d . . . . . C1 C 0.2884(6) 0.7875(5) 0.45397(19) 0.0438(8) Uani 1 1 d . . . . . C2 C 0.4744(6) 0.8016(5) 0.4398(2) 0.0434(8) Uani 1 1 d . . . . . C3 C 0.2791(6) 0.7136(6) 0.5173(2) 0.0469(9) Uani 1 1 d . . . . . H3A H 0.2001 0.6007 0.5090 0.056 Uiso 1 1 calc R . . . . H3B H 0.2284 0.7930 0.5490 0.056 Uiso 1 1 calc R . . . . C4 C 0.4857(6) 0.6950(5) 0.54199(19) 0.0434(8) Uani 1 1 d . . . . . C5 C 0.4926(6) 0.6021(5) 0.65514(19) 0.0453(9) Uani 1 1 d . . . . . C6 C 0.1731(6) 0.5401(6) 0.85649(19) 0.0497(10) Uani 1 1 d . . . . . C7 C 0.5703(6) 0.6509(5) 0.5981(2) 0.0454(9) Uani 1 1 d . . . . . H7 H 0.7022 0.6515 0.6013 0.054 Uiso 1 1 calc R . . . . C8 C 0.3692(6) 0.4993(6) 0.7687(2) 0.0482(9) Uani 1 1 d . . . . . C9 C 0.6038(6) 0.7441(5) 0.4919(2) 0.0440(9) Uani 1 1 d . . . . . C10 C 0.1876(7) 0.9049(6) 0.3568(2) 0.0488(9) Uani 1 1 d . . . . . C11 C 0.2984(6) 0.5688(6) 0.6588(2) 0.0495(9) Uani 1 1 d . . . . . H11 H 0.2078 0.5812 0.6232 0.059 Uiso 1 1 calc R . . . . C12 C 0.3724(7) 0.9188(6) 0.3421(2) 0.0507(10) Uani 1 1 d . . . . . H12 H 0.3980 0.9636 0.3045 0.061 Uiso 1 1 calc R . . . . C13 C 0.5173(7) 0.8660(6) 0.3834(2) 0.0507(10) Uani 1 1 d . . . . . H13 H 0.6415 0.8731 0.3740 0.061 Uiso 1 1 calc R . . . . C14 C 0.1412(6) 0.8373(6) 0.4120(2) 0.0493(9) Uani 1 1 d . . . . . H14 H 0.0160 0.8261 0.4205 0.059 Uiso 1 1 calc R . . . . C15 C 0.5627(7) 0.5354(7) 0.7666(2) 0.0576(11) Uani 1 1 d . . . . . H15 H 0.6523 0.5271 0.8031 0.069 Uiso 1 1 calc R . . . . C16 C 0.6236(7) 0.5837(7) 0.7105(2) 0.0542(10) Uani 1 1 d . . . . . H16 H 0.7541 0.6045 0.7095 0.065 Uiso 1 1 calc R . . . . C17 C 0.4032(6) 0.3253(6) 0.8593(2) 0.0474(9) Uani 1 1 d . . . . . C18 C 0.2379(6) 0.5174(7) 0.7146(2) 0.0521(10) Uani 1 1 d . . . . . H18 H 0.1076 0.4947 0.7156 0.062 Uiso 1 1 calc R . . . . C19 C 0.4842(8) 0.1949(7) 0.8241(3) 0.0614(12) Uani 1 1 d . . . . . H19 H 0.4693 0.1834 0.7783 0.074 Uiso 1 1 calc R . . . . C20 C 0.4210(8) 0.3367(7) 0.9275(2) 0.0586(11) Uani 1 1 d . . . . . H20 H 0.3651 0.4219 0.9518 0.070 Uiso 1 1 calc R . . . . C21 C 0.0329(7) 0.4513(9) 0.8845(2) 0.0648(13) Uani 1 1 d . . . . . H21 H 0.0203 0.3295 0.8798 0.078 Uiso 1 1 calc R . . . . C22 C 0.1854(9) 0.7191(7) 0.8605(3) 0.0697(14) Uani 1 1 d . . . . . H22 H 0.2751 0.7795 0.8406 0.084 Uiso 1 1 calc R . . . . C23 C 0.5217(10) 0.2212(9) 0.9593(3) 0.0756(15) Uani 1 1 d . . . . . H23 H 0.5323 0.2289 1.0049 0.091 Uiso 1 1 calc R . . . . C24 C 0.5865(10) 0.0825(8) 0.8564(3) 0.0797(16) Uani 1 1 d . . . . . H24 H 0.6429 -0.0028 0.8324 0.096 Uiso 1 1 calc R . . . . C25 C -0.0856(9) 0.5408(13) 0.9186(3) 0.089(2) Uani 1 1 d . . . . . H25 H -0.1763 0.4803 0.9381 0.106 Uiso 1 1 calc R . . . . C26 C -0.0723(11) 0.7176(14) 0.9245(3) 0.101(3) Uani 1 1 d . . . . . H26 H -0.1527 0.7778 0.9485 0.121 Uiso 1 1 calc R . . . . C27 C 0.6058(11) 0.0961(9) 0.9247(4) 0.0856(18) Uani 1 1 d . . . . . H27 H 0.6755 0.0205 0.9466 0.103 Uiso 1 1 calc R . . . . C28 C 0.0592(13) 0.8096(11) 0.8951(3) 0.100(2) Uani 1 1 d . . . . . H28 H 0.0647 0.9308 0.8983 0.120 Uiso 1 1 calc R . . . . 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 I1 0.0603(3) 0.1006(3) 0.0776(3) 0.0496(2) 0.00284(17) 0.00274(19) O1 0.0424(17) 0.074(2) 0.0630(18) 0.0187(15) 0.0186(14) 0.0071(15) N1 0.062(2) 0.063(2) 0.0402(17) 0.0203(15) 0.0147(16) 0.0208(18) C1 0.046(2) 0.048(2) 0.0391(18) 0.0069(15) 0.0141(16) 0.0024(17) C2 0.046(2) 0.0428(19) 0.0439(19) 0.0056(15) 0.0173(17) 0.0062(16) C3 0.043(2) 0.058(2) 0.0432(19) 0.0139(17) 0.0142(17) 0.0034(18) C4 0.043(2) 0.047(2) 0.0406(18) 0.0055(15) 0.0137(16) 0.0036(17) C5 0.050(2) 0.048(2) 0.0394(19) 0.0091(16) 0.0080(17) 0.0062(18) C6 0.046(2) 0.067(3) 0.0372(18) 0.0125(17) 0.0025(16) 0.016(2) C7 0.045(2) 0.049(2) 0.043(2) 0.0060(16) 0.0103(17) 0.0043(17) C8 0.052(2) 0.058(2) 0.0400(19) 0.0164(17) 0.0120(17) 0.0131(19) C9 0.042(2) 0.046(2) 0.0430(19) 0.0028(16) 0.0118(16) -0.0005(16) C10 0.053(2) 0.050(2) 0.045(2) 0.0126(17) 0.0095(18) 0.0029(18) C11 0.042(2) 0.069(3) 0.0405(19) 0.0164(18) 0.0064(17) 0.0107(19) C12 0.063(3) 0.049(2) 0.046(2) 0.0134(17) 0.022(2) 0.0082(19) C13 0.057(3) 0.052(2) 0.052(2) 0.0135(18) 0.027(2) 0.0105(19) C14 0.043(2) 0.058(2) 0.048(2) 0.0135(18) 0.0127(18) -0.0013(18) C15 0.051(3) 0.075(3) 0.047(2) 0.023(2) -0.0008(19) 0.004(2) C16 0.042(2) 0.068(3) 0.055(2) 0.020(2) 0.0068(19) 0.003(2) C17 0.048(2) 0.050(2) 0.046(2) 0.0146(17) 0.0053(18) 0.0070(18) C18 0.043(2) 0.075(3) 0.044(2) 0.0200(19) 0.0109(17) 0.016(2) C19 0.069(3) 0.060(3) 0.060(3) 0.012(2) 0.018(2) 0.017(2) C20 0.066(3) 0.066(3) 0.050(2) 0.019(2) 0.013(2) 0.015(2) C21 0.043(3) 0.097(4) 0.057(3) 0.019(2) 0.008(2) 0.006(2) C22 0.089(4) 0.068(3) 0.059(3) 0.019(2) 0.014(3) 0.026(3) C23 0.086(4) 0.090(4) 0.062(3) 0.041(3) 0.012(3) 0.026(3) C24 0.094(4) 0.061(3) 0.095(4) 0.022(3) 0.027(3) 0.030(3) C25 0.049(3) 0.158(7) 0.070(3) 0.035(4) 0.019(3) 0.029(4) C26 0.091(5) 0.159(8) 0.073(4) 0.029(4) 0.031(4) 0.072(5) C27 0.097(5) 0.079(4) 0.097(4) 0.048(3) 0.020(4) 0.036(3) C28 0.135(7) 0.096(5) 0.080(4) 0.017(3) 0.016(4) 0.070(5) 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' I I -0.3257 6.8362 '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' 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 C6 N1 C8 118.9(4) . . ? C17 N1 C6 119.6(3) . . ? C17 N1 C8 119.9(4) . . ? C2 C1 C3 111.0(4) . . ? C14 C1 C2 120.5(4) . . ? C14 C1 C3 128.5(4) . . ? C1 C2 C9 110.1(4) . . ? C1 C2 C13 121.2(4) . . ? C13 C2 C9 128.7(4) . . ? C1 C3 C4 103.5(3) . . ? C7 C4 C3 131.8(4) . . ? C7 C4 C9 119.8(4) . . ? C9 C4 C3 108.4(3) . . ? C11 C5 C7 125.3(4) . . ? C11 C5 C16 117.2(4) . . ? C16 C5 C7 117.4(4) . . ? C21 C6 N1 119.6(5) . . ? C22 C6 N1 120.7(5) . . ? C22 C6 C21 119.7(5) . . ? C4 C7 C5 131.3(4) . . ? C15 C8 N1 120.9(4) . . ? C15 C8 C18 118.8(4) . . ? C18 C8 N1 120.3(4) . . ? O1 C9 C2 126.7(4) . . ? O1 C9 C4 126.5(4) . . ? C2 C9 C4 106.8(3) . . ? C12 C10 I1 117.5(3) . . ? C12 C10 C14 122.5(4) . . ? C14 C10 I1 119.9(3) . . ? C18 C11 C5 121.2(4) . . ? C13 C12 C10 119.6(4) . . ? C12 C13 C2 118.7(4) . . ? C1 C14 C10 117.5(4) . . ? C16 C15 C8 120.4(4) . . ? C15 C16 C5 121.4(4) . . ? C19 C17 N1 119.9(4) . . ? C19 C17 C20 119.0(4) . . ? C20 C17 N1 121.2(4) . . ? C11 C18 C8 120.8(4) . . ? C24 C19 C17 120.5(5) . . ? C23 C20 C17 119.9(5) . . ? C25 C21 C6 120.7(6) . . ? C6 C22 C28 118.7(6) . . ? C27 C23 C20 120.9(5) . . ? C19 C24 C27 120.1(5) . . ? C26 C25 C21 120.3(7) . . ? C25 C26 C28 120.7(6) . . ? C23 C27 C24 119.5(5) . . ? C26 C28 C22 119.7(7) . . ? 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 I1 C10 2.100(5) . ? O1 C9 1.225(5) . ? N1 C6 1.422(6) . ? N1 C8 1.425(5) . ? N1 C17 1.417(6) . ? C1 C2 1.393(6) . ? C1 C3 1.512(6) . ? C1 C14 1.384(6) . ? C2 C9 1.463(6) . ? C2 C13 1.393(6) . ? C3 C4 1.512(6) . ? C4 C7 1.335(6) . ? C4 C9 1.493(6) . ? C5 C7 1.455(6) . ? C5 C11 1.394(6) . ? C5 C16 1.403(6) . ? C6 C21 1.395(7) . ? C6 C22 1.373(7) . ? C8 C15 1.385(7) . ? C8 C18 1.385(6) . ? C10 C12 1.389(7) . ? C10 C14 1.391(6) . ? C11 C18 1.384(6) . ? C12 C13 1.377(7) . ? C15 C16 1.383(7) . ? C17 C19 1.385(7) . ? C17 C20 1.391(6) . ? C19 C24 1.375(8) . ? C20 C23 1.382(8) . ? C21 C25 1.359(9) . ? C22 C28 1.410(9) . ? C23 C27 1.365(10) . ? C24 C27 1.390(10) . ? C25 C26 1.352(13) . ? C26 C28 1.379(13) . ?