data_compound_5
_cell_length_a 6.6159(2)
_cell_length_b 24.3508(7)
_cell_length_c 8.0178(2)
_cell_angle_alpha 90
_cell_angle_beta 99.115(2)
_cell_angle_gamma 90
_cell_volume 1275.38(6)
_symmetry_cell_setting 'Monoclinic'
_symmetry_space_group_name_H-M 'P 1 21/n 1 '
_symmetry_space_group_name_Hall '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
'x,y,z'
'-x,-y,-z'
'-x+1/2,y+1/2,-z+1/2'
'x+1/2,-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'
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'
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'
_cell_formula_units_Z 4
# Given Formula = C12 H17 I1 O3
# Dc = 1.75 Fooo = 664.00 Mu = 25.02 M = 336.17
# Found Formula = C12 H17 I1 O3
# Dc = 1.75 FOOO = 664.00 Mu = 25.02 M = 336.17
_chemical_formula_sum 'C12 H17 I1 O3'
_chemical_formula_moiety 'C12 H17 I1 O3'
_chemical_compound_source ?
_chemical_formula_weight 336.17
_cell_measurement_reflns_used 9412
_cell_measurement_theta_min 3
_cell_measurement_theta_max 30
_cell_measurement_temperature 120
_exptl_crystal_description 'plate'
_exptl_crystal_colour 'colorless'
_exptl_crystal_size_min 0.12
_exptl_crystal_size_mid 0.36
_exptl_crystal_size_max 0.47
_exptl_crystal_density_diffrn 1.751
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000 664
_exptl_absorpt_coefficient_mu 2.502
# Sheldrick geometric approximatio 0.40 0.74
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_process_details 'Apex2 (Bruker AXS, 2006)'
_exptl_absorpt_correction_T_min 0.40
_exptl_absorpt_correction_T_max 0.74
_diffrn_measurement_device 'Bruker Kappa Apex2'
_diffrn_measurement_device_type 'Area'
_diffrn_radiation_monochromator 'graphite'
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_measurement_method '\f & \w scans'
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection 'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement 'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction 'Apex2 (Bruker AXS, 2006)'
_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 .
_diffrn_standards_number 0
_diffrn_standards_decay_% ?
_diffrn_ambient_temperature 120
_diffrn_ambient_pressure 100
_diffrn_reflns_number 20486
_reflns_number_total 3748
_diffrn_reflns_av_R_equivalents 0.042
# Number of reflections with Friedels Law is 3748
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 3748
_diffrn_reflns_theta_min 1.673
_diffrn_reflns_theta_max 30.082
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full 30.082
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_k_min -31
_diffrn_reflns_limit_k_max 34
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_limit_l_max 11
_reflns_limit_h_min -9
_reflns_limit_h_max 9
_reflns_limit_k_min 0
_reflns_limit_k_max 34
_reflns_limit_l_min 0
_reflns_limit_l_max 11
_oxford_diffrn_Wilson_B_factor 0.00
_oxford_diffrn_Wilson_scale 0.00
_atom_sites_solution_primary direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_diff_density_min -0.81
_refine_diff_density_max 0.63
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns 3748
_refine_ls_number_restraints 0
_refine_ls_number_parameters 149
_oxford_refine_ls_R_factor_ref 0.0293
_refine_ls_wR_factor_ref 0.0564
_refine_ls_goodness_of_fit_ref 1.0143
_refine_ls_shift/su_max 0.001484
# The values computed from all data
_oxford_reflns_number_all 3748
_refine_ls_R_factor_all 0.0293
_refine_ls_wR_factor_all 0.0564
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression I>2.0\s(I)
_reflns_number_gt 3338
_refine_ls_R_factor_gt 0.0242
_refine_ls_wR_factor_gt 0.0546
# 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 mixed # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
;
Method= Modified Sheldrick
w=1/[\s^2^(F^2^) + ( 0.02P)^2^ + 1.09P]
,where P=(max(Fo^2^,0) + 2Fc^2^)/3
;
# Insert your own references if required - in alphabetical order
_publ_section_references
;
Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. & Watkin, D. J.
(2003). J. Appl. Cryst. 36, 1487.
Bruker Analytical X-ray Systems, Inc., 2006. Apex2, Version 2 User
Manual, M86-E01078, Madison, WI.
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 atomsattached 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
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
I1 I 0.733649(19) 0.530196(5) 0.682083(17) 0.0241 1.0000 Uani . . . . . . .
O4 O 0.7753(2) 0.65989(6) 0.77598(16) 0.0183 1.0000 Uani . . . . . . .
O6 O 0.4712(2) 0.68453(6) 0.83430(18) 0.0220 1.0000 Uani . . . . . . .
O14 O 0.8855(2) 0.73059(6) 1.08520(19) 0.0250 1.0000 Uani . . . . . . .
C2 C 1.0011(3) 0.58508(8) 0.7311(2) 0.0161 1.0000 Uani . . . . . . .
C3 C 0.9565(3) 0.63006(7) 0.8525(2) 0.0160 1.0000 Uani . . . . . . .
C5 C 0.6375(3) 0.66459(7) 0.8811(2) 0.0162 1.0000 Uani . . . . . . .
C7 C 0.7231(3) 0.64330(7) 1.0585(2) 0.0139 1.0000 Uani . . . . . . .
C8 C 0.9171(3) 0.61238(8) 1.0277(2) 0.0178 1.0000 Uani . . . . . . .
C9 C 0.5743(3) 0.60666(7) 1.1296(2) 0.0172 1.0000 Uani . . . . . . .
C10 C 0.4662(3) 0.62238(8) 1.2475(2) 0.0214 1.0000 Uani . . . . . . .
C11 C 0.4734(3) 0.67866(9) 1.3227(3) 0.0258 1.0000 Uani . . . . . . .
C12 C 0.5835(3) 0.71951(8) 1.2236(3) 0.0227 1.0000 Uani . . . . . . .
C13 C 0.7740(3) 0.69374(8) 1.1731(2) 0.0180 1.0000 Uani . . . . . . .
C15 C 1.1842(3) 0.55082(9) 0.8079(3) 0.0218 1.0000 Uani . . . . . . .
C16 C 1.0314(3) 0.60928(9) 0.5619(3) 0.0267 1.0000 Uani . . . . . . .
H141 H 0.921(5) 0.7564(14) 1.154(4) 0.046(9) 1.0000 Uiso . . . . . . .
H31 H 1.0686 0.6549 0.8671 0.0193 1.0000 Uiso R . . . . . .
H81 H 1.0299 0.6221 1.1111 0.0213 1.0000 Uiso R . . . . . .
H82 H 0.8956 0.5738 1.0305 0.0213 1.0000 Uiso R . . . . . .
H91 H 0.5565 0.5702 1.0876 0.0203 1.0000 Uiso R . . . . . .
H101 H 0.3785 0.5961 1.2867 0.0257 1.0000 Uiso R . . . . . .
H111 H 0.5436 0.6769 1.4355 0.0319 1.0000 Uiso R . . . . . .
H112 H 0.3373 0.6911 1.3229 0.0319 1.0000 Uiso R . . . . . .
H121 H 0.6218 0.7508 1.2920 0.0280 1.0000 Uiso R . . . . . .
H122 H 0.4936 0.7303 1.1247 0.0280 1.0000 Uiso R . . . . . .
H151 H 1.2090 0.5231 0.7301 0.0262 1.0000 Uiso R . . . . . .
H152 H 1.3013 0.5737 0.8325 0.0262 1.0000 Uiso R . . . . . .
H153 H 1.1567 0.5342 0.9091 0.0262 1.0000 Uiso R . . . . . .
H161 H 1.0590 0.5806 0.4885 0.0333 1.0000 Uiso R . . . . . .
H162 H 1.1435 0.6342 0.5783 0.0333 1.0000 Uiso R . . . . . .
H163 H 0.9109 0.6282 0.5132 0.0333 1.0000 Uiso R . . . . . .
H131 H 0.8608 0.6822 1.2728 0.0220 1.0000 Uiso 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 0.01944(7) 0.02127(7) 0.03178(8) -0.00809(5) 0.00422(5) -0.00399(5)
O4 0.0243(7) 0.0165(6) 0.0146(6) 0.0032(5) 0.0045(5) 0.0064(5)
O6 0.0225(7) 0.0206(7) 0.0221(7) 0.0042(5) 0.0011(5) 0.0058(5)
O14 0.0373(8) 0.0182(7) 0.0213(7) -0.0037(6) 0.0100(6) -0.0113(6)
C2 0.0161(8) 0.0154(8) 0.0175(8) -0.0007(6) 0.0044(6) -0.0011(6)
C3 0.0167(8) 0.0134(8) 0.0182(8) 0.0005(6) 0.0035(6) 0.0015(6)
C5 0.0207(9) 0.0121(8) 0.0154(8) 0.0001(6) 0.0014(6) 0.0009(6)
C7 0.0177(8) 0.0115(7) 0.0123(7) -0.0011(6) 0.0016(6) 0.0014(6)
C8 0.0201(8) 0.0185(9) 0.0146(8) 0.0015(7) 0.0021(6) 0.0051(7)
C9 0.0202(8) 0.0118(8) 0.0187(8) 0.0016(6) 0.0000(7) -0.0005(6)
C10 0.0215(9) 0.0197(9) 0.0231(9) 0.0036(7) 0.0041(7) -0.0029(7)
C11 0.0271(10) 0.0261(10) 0.0268(10) -0.0032(8) 0.0120(8) 0.0006(8)
C12 0.0319(11) 0.0139(8) 0.0238(9) -0.0043(7) 0.0099(8) 0.0006(7)
C13 0.0227(9) 0.0153(8) 0.0165(8) -0.0022(7) 0.0042(7) -0.0037(7)
C15 0.0178(9) 0.0222(9) 0.0254(9) -0.0009(8) 0.0039(7) 0.0044(7)
C16 0.0314(11) 0.0300(11) 0.0218(9) 0.0039(8) 0.0134(8) 0.0044(9)
_refine_ls_extinction_method
'None'
_oxford_refine_ls_scale 0.4405(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 . C2 . 2.2023(18) yes
O4 . C3 . 1.452(2) yes
O4 . C5 . 1.341(2) yes
O6 . C5 . 1.207(2) yes
O14 . C13 . 1.418(2) yes
O14 . H141 . 0.84(3) no
C2 . C3 . 1.525(2) yes
C2 . C15 . 1.519(3) yes
C2 . C16 . 1.521(3) yes
C3 . C8 . 1.530(2) yes
C3 . H31 . 0.950 no
C5 . C7 . 1.535(2) yes
C7 . C8 . 1.541(2) yes
C7 . C9 . 1.506(3) yes
C7 . C13 . 1.539(2) yes
C8 . H81 . 0.950 no
C8 . H82 . 0.950 no
C9 . C10 . 1.329(3) yes
C9 . H91 . 0.950 no
C10 . C11 . 1.495(3) yes
C10 . H101 . 0.950 no
C11 . C12 . 1.528(3) yes
C11 . H111 . 0.950 no
C11 . H112 . 0.950 no
C12 . C13 . 1.520(3) yes
C12 . H121 . 0.950 no
C12 . H122 . 0.950 no
C13 . H131 . 0.950 no
C15 . H151 . 0.950 no
C15 . H152 . 0.950 no
C15 . H153 . 0.950 no
C16 . H161 . 0.950 no
C16 . H162 . 0.950 no
C16 . H163 . 0.950 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
C3 . O4 . C5 . 112.03(13) yes
C13 . O14 . H141 . 105(2) no
I1 . C2 . C3 . 108.59(12) yes
I1 . C2 . C15 . 107.80(12) yes
C3 . C2 . C15 . 110.99(15) yes
I1 . C2 . C16 . 106.98(13) yes
C3 . C2 . C16 . 110.93(16) yes
C15 . C2 . C16 . 111.39(16) yes
C2 . C3 . O4 . 108.64(14) yes
C2 . C3 . C8 . 117.53(15) yes
O4 . C3 . C8 . 106.21(14) yes
C2 . C3 . H31 . 108.0 no
O4 . C3 . H31 . 108.0 no
C8 . C3 . H31 . 108.0 no
O4 . C5 . O6 . 121.06(17) yes
O4 . C5 . C7 . 111.43(15) yes
O6 . C5 . C7 . 127.50(17) yes
C5 . C7 . C8 . 102.21(14) yes
C5 . C7 . C9 . 112.51(15) yes
C8 . C7 . C9 . 112.47(15) yes
C5 . C7 . C13 . 107.30(14) yes
C8 . C7 . C13 . 112.12(15) yes
C9 . C7 . C13 . 109.94(15) yes
C7 . C8 . C3 . 106.06(14) yes
C7 . C8 . H81 . 110.3 no
C3 . C8 . H81 . 110.3 no
C7 . C8 . H82 . 110.3 no
C3 . C8 . H82 . 110.3 no
H81 . C8 . H82 . 109.5 no
C7 . C9 . C10 . 123.81(17) yes
C7 . C9 . H91 . 118.1 no
C10 . C9 . H91 . 118.1 no
C9 . C10 . C11 . 124.39(18) yes
C9 . C10 . H101 . 117.8 no
C11 . C10 . H101 . 117.8 no
C10 . C11 . C12 . 111.99(17) yes
C10 . C11 . H111 . 108.8 no
C12 . C11 . H111 . 108.8 no
C10 . C11 . H112 . 108.9 no
C12 . C11 . H112 . 108.8 no
H111 . C11 . H112 . 109.5 no
C11 . C12 . C13 . 110.72(17) yes
C11 . C12 . H121 . 109.2 no
C13 . C12 . H121 . 109.2 no
C11 . C12 . H122 . 109.2 no
C13 . C12 . H122 . 109.1 no
H121 . C12 . H122 . 109.5 no
C7 . C13 . C12 . 112.13(15) yes
C7 . C13 . O14 . 106.88(14) yes
C12 . C13 . O14 . 112.95(16) yes
C7 . C13 . H131 . 108.2 no
C12 . C13 . H131 . 108.3 no
O14 . C13 . H131 . 108.2 no
C2 . C15 . H151 . 109.5 no
C2 . C15 . H152 . 109.5 no
H151 . C15 . H152 . 109.5 no
C2 . C15 . H153 . 109.4 no
H151 . C15 . H153 . 109.5 no
H152 . C15 . H153 . 109.5 no
C2 . C16 . H161 . 109.4 no
C2 . C16 . H162 . 109.5 no
H161 . C16 . H162 . 109.5 no
C2 . C16 . H163 . 109.5 no
H161 . C16 . H163 . 109.5 no
H162 . C16 . H163 . 109.5 no