data_CRYSTALS_cif _audit_creation_date 05-02-04 _audit_creation_method CRYSTALS_ver_12.39 _oxford_structure_analysis_title 'shelxtl in P 21/c' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 6.2665(15) _cell_length_b 13.0901(15) _cell_length_c 12.7349(17) _cell_angle_alpha 90 _cell_angle_beta 102.746(14) _cell_angle_gamma 90 _cell_volume 1018.9(3) _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P 1 21/c 1 ' _symmetry_space_group_name_Hall '?' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' '-x,y+1/2,-z+1/2' 'x,-y+1/2,z+1/2' loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' I -0.4742 1.8119 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776 4.0712 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C9 H11 I1 O3 # Dc = 1.92 Fooo = 568.00 Mu = 31.16 M = 294.09 # Found Formula = C9 H11 I1 O3 # Dc = 1.92 FOOO = 568.00 Mu = 31.16 M = 294.09 _chemical_formula_sum 'C9 H11 I1 O3' _chemical_formula_moiety 'C9 H11 I1 O3' _chemical_compound_source ? _chemical_formula_weight 294.09 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 15 _cell_measurement_theta_max 18 _cell_measurement_temperature 293 _exptl_crystal_description 'block' _exptl_crystal_colour 'colorless' _exptl_crystal_size_min 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_max 0.80 _exptl_crystal_density_diffrn 1.917 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 3.116 # Sheldrick geometric approximatio 0.39 0.39 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details ; Azimutal absorption correction (North et al, 1968) ; _exptl_absorpt_correction_T_min 0.29 _exptl_absorpt_correction_T_max 0.39 _diffrn_measurement_device_type 'Unknown' _diffrn_radiation_monochromator 'graphite' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w/2\q _computing_data_collection 'USER DEFINED DATA COLLECTION' _computing_data_reduction 'USER DEFINED DATA REDUCTION' _computing_cell_refinement 'USER DEFINED CELL REFINEMENT' _computing_structure_solution 'SIR92 (Altomare et al, 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al 1996)' _diffrn_standards_interval_time ? _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 293 _diffrn_reflns_number 2444 _reflns_number_total 2334 _diffrn_reflns_av_R_equivalents 0.000 # Number of reflections with Friedels Law is 2334 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 2334 _diffrn_reflns_theta_min 3.112 _diffrn_reflns_theta_max 27.488 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.488 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _reflns_limit_h_min -8 _reflns_limit_h_max 7 _reflns_limit_k_min 0 _reflns_limit_k_max 16 _reflns_limit_l_min 0 _reflns_limit_l_max 16 _oxford_diffrn_Wilson_B_factor 2.59 _oxford_diffrn_Wilson_scale 1.10 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.74 _refine_diff_density_max 0.73 _refine_ls_number_reflns 2121 _refine_ls_number_restraints 50 _refine_ls_number_parameters 151 #_refine_ls_R_factor_ref 0.0384 _refine_ls_wR_factor_ref 0.1031 _refine_ls_goodness_of_fit_ref 0.8219 #_reflns_number_all 2327 _refine_ls_R_factor_all 0.0415 _refine_ls_wR_factor_all 0.1051 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 2121 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_gt 0.1031 _refine_ls_shift/su_max 0.001338 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration '.' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment refxyz # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 259. 431. 276. 119. 33.5 ; # Check this file using the IUCr facility at: # http://journals.iucr.org/services/cif/checking/checkfull.html # The content below is held in the file 'script/refcif.dat'. This is a text # file which you may edit to reflect local conditions. # Items which need looking at are represented by a '?'. # Items for which there are choices are prefixed with 'choose from'. _publ_contact_letter ; Please consider this CIF submission for publication as a Short Format Paper in Acta Crystallographica E. The figures have been sent by mail. ; _publ_contact_author_name 'Anthony Other' _publ_contact_author_address ; Chemical Crystallography Laboratory, Department of Chemistry, University of Nowhere, Nowhere, NO1 4T, UK. ; _publ_contact_author_phone '+44 1865 000000' _publ_contact_author_fax '+44 1865 000000' _publ_contact_author_email 'a.n.other@chem.no.ac.uk' _publ_requested_journal 'Section C' _publ_requested_category CO # choose from: FI FM FO CI CM CO AD _publ_requested_coeditor_name 'Prof William Clegg' _publ_section_title # Title of paper ; ? ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address _publ_author_footnote 'Other, Anthony N.' # Author 1 ; ? # Address for author 1 ; ; ? # Footnote for author 1 ; 'Else, S. O.' # Author 2 ; ? # Address 2 ; ; ? # Footnote 2 ; _publ_section_abstract # Text of the abstract ; ? ; _publ_section_comment # Text of the paper ; ? ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions # Captions to figures ; ? ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen ; H atoms placed geometrically after each cycle ; _publ_section_exptl_prep ; ? ; # PROCESSING SUMMARY (IUCr Office Use Only): _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ? _journal_techeditor_code ? _journal_techeditor_notes ? _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? # End of 'script/refcif.dat' # Insert your own references if required - in alphabetical order _publ_section_references ; User-defined data collection reference User defined data reduction User defined cell refinement Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. North, A.C.T., Phillips, D.C. and Mathews, F.S., (1968), Acta Cryst, A24, 351-359 Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens I1 I 0.77864(4) 0.043861(18) 0.553116(19) 0.0315 1.0000 Uani . . . . . . O2 O 0.6406(5) -0.0757(2) 0.5614(3) 0.0422 1.0000 Uani . . . . . . O3 O 1.0574(5) 0.0110(3) 0.6160(3) 0.0421 1.0000 Uani . . . . . . C4 C 0.6973(7) 0.1154(3) 0.6863(3) 0.0358 1.0000 Uani D . . . . . C5 C 0.7963(7) 0.2109(3) 0.7114(3) 0.0397 1.0000 Uani D . . . . . O6 O 0.9224(6) 0.2407(3) 0.6431(3) 0.0511 1.0000 Uani D . . . . . C7 C 1.0461(9) 0.3346(4) 0.6581(4) 0.0460 1.0000 Uani D . . . . . C8 C 0.9005(12) 0.4250(5) 0.6221(5) 0.0622 1.0000 Uani D . . . . . C9 C 1.2173(10) 0.3207(5) 0.5932(6) 0.0665 1.0000 Uani D . . . . . C10 C 0.7539(8) 0.2641(4) 0.7988(4) 0.0521 1.0000 Uani D . . . . . C11 C 0.6100(8) 0.2225(4) 0.8555(4) 0.0579 1.0000 Uani D . . . . . C12 C 0.5091(8) 0.1294(4) 0.8279(4) 0.0562 1.0000 Uani D . . . . . C13 C 0.5536(7) 0.0746(4) 0.7420(4) 0.0437 1.0000 Uani D . . . . . H71 H 1.115(4) 0.3413(19) 0.7339(16) 0.0524 1.0000 Uiso D . . . . . H81 H 0.995(7) 0.486(3) 0.627(4) 0.0742 1.0000 Uiso D . . . . . H82 H 0.795(6) 0.436(4) 0.667(3) 0.0742 1.0000 Uiso D . . . . . H83 H 0.822(7) 0.414(4) 0.547(2) 0.0742 1.0000 Uiso D . . . . . H91 H 1.316(7) 0.380(3) 0.600(4) 0.0813 1.0000 Uiso D . . . . . H92 H 1.306(8) 0.260(3) 0.613(4) 0.0813 1.0000 Uiso D . . . . . H93 H 1.144(7) 0.315(4) 0.517(2) 0.0813 1.0000 Uiso D . . . . . H101 H 0.825(3) 0.3300(14) 0.8201(15) 0.0609 1.0000 Uiso D . . . . . H111 H 0.576(3) 0.2606(16) 0.9157(14) 0.0664 1.0000 Uiso D . . . . . H121 H 0.406(2) 0.1023(16) 0.8690(15) 0.0655 1.0000 Uiso D . . . . . H131 H 0.480(3) 0.0095(14) 0.7200(15) 0.0516 1.0000 Uiso D . . . . . 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 0.03223(19) 0.02984(19) 0.03287(19) -0.00216(9) 0.00782(12) 0.00137(8) O2 0.0451(17) 0.0303(15) 0.0504(19) 0.0001(13) 0.0085(14) -0.0005(13) O3 0.0329(15) 0.0522(18) 0.0392(16) -0.0050(14) 0.0037(12) 0.0063(14) C4 0.039(2) 0.032(2) 0.036(2) -0.0023(16) 0.0094(16) 0.0016(15) C5 0.047(2) 0.037(2) 0.037(2) -0.0038(17) 0.0122(17) -0.0031(18) O6 0.069(2) 0.0380(17) 0.0529(19) -0.0139(15) 0.0268(17) -0.0205(16) C7 0.052(3) 0.037(2) 0.047(3) -0.0022(19) 0.007(2) -0.014(2) C8 0.077(4) 0.046(3) 0.064(4) 0.001(3) 0.016(3) 0.006(3) C9 0.053(3) 0.070(4) 0.081(4) 0.007(3) 0.023(3) -0.004(3) C10 0.072(3) 0.039(2) 0.049(3) -0.012(2) 0.021(3) -0.008(2) C11 0.076(4) 0.059(3) 0.045(3) -0.016(2) 0.027(3) -0.005(3) C12 0.066(3) 0.058(3) 0.051(3) -0.014(2) 0.028(3) -0.018(3) C13 0.049(3) 0.043(2) 0.043(2) -0.004(2) 0.017(2) -0.003(2) _refine_ls_extinction_method 'None' _oxford_refine_ls_scale 0.952(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag I1 . O3 2_756 2.681(3) yes I1 . I1 2_756 3.5358(8) yes I1 . O2 . 1.803(3) yes I1 . O3 . 1.806(3) yes I1 . C4 . 2.097(4) yes C4 . C5 . 1.400(6) yes C4 . C13 . 1.371(6) yes C5 . O6 . 1.355(6) yes C5 . C10 . 1.389(6) yes O6 . C7 . 1.443(5) yes C7 . C8 . 1.503(8) yes C7 . C9 . 1.504(8) yes C7 . H71 . 0.970(19) no C8 . H81 . 0.984(19) no C8 . H82 . 0.977(19) no C8 . H83 . 0.981(19) no C9 . H91 . 0.981(19) no C9 . H92 . 0.974(19) no C9 . H93 . 0.976(19) no C10 . C11 . 1.385(7) yes C10 . H101 . 0.982(19) no C11 . C12 . 1.382(8) yes C11 . H111 . 0.977(19) no C12 . C13 . 1.387(7) yes C12 . H121 . 0.981(19) no C13 . H131 . 0.980(19) no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O3 2_756 I1 . I1 2_756 29.94(7) yes O3 2_756 I1 . O2 . 95.05(14) yes I1 2_756 I1 . O2 . 99.65(11) yes O3 2_756 I1 . O3 . 77.74(14) yes I1 2_756 I1 . O3 . 47.80(11) yes O2 . I1 . O3 . 101.38(17) yes O3 2_756 I1 . C4 . 167.00(14) yes I1 2_756 I1 . C4 . 143.70(11) yes O2 . I1 . C4 . 97.77(16) yes O3 . I1 . C4 . 97.56(15) yes I1 2_756 O3 . I1 . 102.26(14) yes I1 . C4 . C5 . 114.1(3) yes I1 . C4 . C13 . 123.3(3) yes C5 . C4 . C13 . 122.6(4) yes C4 . C5 . O6 . 113.8(4) yes C4 . C5 . C10 . 118.5(4) yes O6 . C5 . C10 . 127.7(4) yes C5 . O6 . C7 . 122.2(4) yes O6 . C7 . C8 . 111.0(5) yes O6 . C7 . C9 . 104.6(4) yes C8 . C7 . C9 . 112.7(5) yes O6 . C7 . H71 . 108.5(15) no C8 . C7 . H71 . 109.9(15) no C9 . C7 . H71 . 110.1(15) no C7 . C8 . H81 . 107(3) no C7 . C8 . H82 . 112(3) no H81 . C8 . H82 . 108.9(18) no C7 . C8 . H83 . 109(3) no H81 . C8 . H83 . 109.9(19) no H82 . C8 . H83 . 109.1(18) no C7 . C9 . H91 . 112(3) no C7 . C9 . H92 . 113(3) no H91 . C9 . H92 . 107.9(18) no C7 . C9 . H93 . 108(3) no H91 . C9 . H93 . 107.9(19) no H92 . C9 . H93 . 108.0(19) no C5 . C10 . C11 . 118.9(4) yes C5 . C10 . H101 . 120.4(13) no C11 . C10 . H101 . 120.7(13) no C10 . C11 . C12 . 121.8(5) yes C10 . C11 . H111 . 119.2(13) no C12 . C11 . H111 . 118.9(13) no C11 . C12 . C13 . 119.7(5) yes C11 . C12 . H121 . 120.0(13) no C13 . C12 . H121 . 120.3(13) no C12 . C13 . C4 . 118.4(5) yes C12 . C13 . H131 . 120.8(13) no C4 . C13 . H131 . 120.8(13) no