data_2
_audit_creation_date              2017-07-28
_audit_creation_method
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_publ_contact_author_address      ?
_publ_contact_author_email        ?
_publ_contact_author_id_orcid     ?
_publ_contact_author_name         ''
_publ_contact_author_phone        ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst., 40, 786-790;
Palatinus, L. & van der Lee, A. (2008). J. Appl. Cryst. 41, 975-984;
Palatinus, L., Prathapa, S. J. & van Smaalen, S. (2012). J. Appl. Cryst. 45,
 575-580.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.
;
_chemical_name_common             ?
_chemical_name_systematic
;
 ? 
;
_chemical_formula_moiety          'C12 H24 Cl2 Cr I O3'
_chemical_formula_sum             'C12 H24 Cl2 Cr I O3'
_chemical_formula_weight          466.11
_chemical_melting_point           ?
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'
 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cr' 'Cr' 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'I' 'I' -0.4742 1.8119 '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'

_space_group_crystal_system       'monoclinic'
_space_group_IT_number            14
_space_group_name_H-M_alt         'P 1 21/c 1'
_space_group_name_Hall            '-P 2ybc'
loop_
  _space_group_symop_id
  _space_group_symop_operation_xyz
 1 'x, y, z'
 2 '-x, y+1/2, -z+1/2'
 3 '-x, -y, -z'
 4 'x, -y-1/2, z-1/2'

_cell_length_a                    8.3985(2)
_cell_length_b                    12.6561(4)
_cell_length_c                    15.8544(4)
_cell_angle_alpha                 90.00
_cell_angle_beta                  92.0756(13)
_cell_angle_gamma                 90.00
_cell_volume                      1684.09(8)
_cell_formula_units_Z             4
_cell_measurement_reflns_used     9962
_cell_measurement_temperature     100
_cell_measurement_theta_max       31.456
_cell_measurement_theta_min       2.912
_exptl_absorpt_coefficient_mu     2.830
_exptl_absorpt_correction_T_max   0.7462
_exptl_absorpt_correction_T_min   0.6873
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0486 before and 0.0380 after correction. The Ratio of minimum to maximum transmission is 0.9211. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour             'clear reddish orange'
_exptl_crystal_colour_lustre      clear
_exptl_crystal_colour_modifier    reddish
_exptl_crystal_colour_primary     orange
_exptl_crystal_density_diffrn     1.838
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_description        block
_exptl_crystal_F_000              924
_exptl_crystal_size_max           0.1
_exptl_crystal_size_mid           0.1
_exptl_crystal_size_min           0.05
_exptl_special_details
;
 ? 
;
_diffrn_reflns_av_R_equivalents   0.0271
_diffrn_reflns_av_unetI/netI      0.0168
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_k_max        16
_diffrn_reflns_limit_k_min        -16
_diffrn_reflns_limit_l_max        20
_diffrn_reflns_limit_l_min        -20
_diffrn_reflns_number             29060
_diffrn_reflns_theta_full         27.50
_diffrn_reflns_theta_max          27.50
_diffrn_reflns_theta_min          2.06
_diffrn_ambient_temperature       100
_diffrn_detector_area_resol_mean  ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type   'Bruker APEX-II CCD'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_radiation_monochromator   graphite
_diffrn_radiation_type            MoK\a
_diffrn_radiation_wavelength      0.71073
_diffrn_source                    'fine-focus sealed tube'
_diffrn_special_details           ?
_diffrn_standards_number          0
_reflns_number_gt                 3499
_reflns_number_total              3874
_reflns_threshold_expression      >2sigma(I)
_computing_cell_refinement        'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection        ?
_computing_data_reduction         'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics     'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material   'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement   'XL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max          2.089
_refine_diff_density_min          -1.069
_refine_diff_density_rms          0.142
_refine_ls_extinction_coef        ?
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    1.070
_refine_ls_hydrogen_treatment     constr
_refine_ls_matrix_type            full
_refine_ls_number_parameters      172
_refine_ls_number_reflns          3874
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0361
_refine_ls_R_factor_gt            0.0312
_refine_ls_restrained_S_all       1.070
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0497P)²+6.2491P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.0896
_refine_ls_wR_factor_ref          0.0926
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C4(H4A,H4B), C9(H9A,H9B), C11(H11A,H11B), C8(H8A,H8B), C1(H1A,
 H1B), C7(H7A,H7B), C5(H5A,H5B), C10(H10A,H10B), C6(H6A,H6B), C3(H3A,H3B),
 C2(H2A,H2B)
;
_atom_sites_solution_hydrogens    geom
_atom_sites_solution_primary      iterative
_atom_sites_solution_secondary    difmap
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_calc_flag
  _atom_site_disorder_assembly
  _atom_site_disorder_group
  _atom_site_refinement_flags_posn
 I1 I 0.78130(3) 0.100164(19) 0.343421(15) 0.01825(9) Uani 1 d . . .
 Cr1 Cr 0.75354(6) 0.28000(4) 0.25381(3) 0.00872(12) Uani 1 d . . .
 Cl1 Cl 0.95649(9) 0.35445(7) 0.33656(5) 0.01441(17) Uani 1 d . . .
 Cl2 Cl 0.54655(10) 0.20774(7) 0.17056(5) 0.01474(17) Uani 1 d . . .
 O2 O 0.7305(3) 0.41846(19) 0.18524(15) 0.0129(5) Uani 1 d . . .
 O1 O 0.5951(3) 0.3416(2) 0.33254(15) 0.0127(5) Uani 1 d . . .
 O3 O 0.9143(3) 0.23529(19) 0.16880(15) 0.0132(5) Uani 1 d . . .
 C12 C 0.9114(4) 0.1372(3) 0.1191(2) 0.0146(7) Uani 1 d . . .
 H12A H 0.8177 0.1358 0.0794 0.018 Uiso 1 calc . . R
 H12B H 0.9071 0.0747 0.1565 0.018 Uiso 1 calc . . R
 C4 C 0.4351(4) 0.3786(3) 0.3072(2) 0.0146(7) Uani 1 d . . .
 H4A H 0.3689 0.3196 0.2846 0.018 Uiso 1 calc . . R
 H4B H 0.4404 0.4343 0.2635 0.018 Uiso 1 calc . . R
 C9 C 1.0555(4) 0.2975(3) 0.1490(3) 0.0198(8) Uani 1 d . . .
 H9A H 1.1423 0.2865 0.1920 0.024 Uiso 1 calc . . R
 H9B H 1.0298 0.3738 0.1458 0.024 Uiso 1 calc . . R
 C11 C 1.0650(5) 0.1378(3) 0.0713(2) 0.0201(8) Uani 1 d . . .
 H11A H 1.0496 0.1049 0.0149 0.024 Uiso 1 calc . . R
 H11B H 1.1513 0.1002 0.1031 0.024 Uiso 1 calc . . R
 C8 C 0.7616(4) 0.5255(3) 0.2182(2) 0.0154(7) Uani 1 d . . .
 H8A H 0.8749 0.5333 0.2365 0.019 Uiso 1 calc . . R
 H8B H 0.6944 0.5403 0.2669 0.019 Uiso 1 calc . . R
 C1 C 0.6193(4) 0.3514(3) 0.4244(2) 0.0166(7) Uani 1 d . . .
 H1A H 0.6806 0.4160 0.4394 0.020 Uiso 1 calc . . R
 H1B H 0.6763 0.2892 0.4483 0.020 Uiso 1 calc . . R
 C7 C 0.7204(5) 0.5999(3) 0.1458(3) 0.0199(8) Uani 1 d . . .
 H7A H 0.7923 0.6619 0.1465 0.024 Uiso 1 calc . . R
 H7B H 0.6088 0.6247 0.1480 0.024 Uiso 1 calc . . R
 C5 C 0.6842(5) 0.4246(3) 0.0955(2) 0.0188(7) Uani 1 d . . .
 H5A H 0.5671 0.4199 0.0871 0.023 Uiso 1 calc . . R
 H5B H 0.7342 0.3670 0.0635 0.023 Uiso 1 calc . . R
 C10 C 1.1017(5) 0.2557(3) 0.0640(3) 0.0225(8) Uani 1 d . . .
 H10A H 1.2161 0.2679 0.0545 0.027 Uiso 1 calc . . R
 H10B H 1.0372 0.2888 0.0176 0.027 Uiso 1 calc . . R
 C6 C 0.7445(5) 0.5312(3) 0.0680(2) 0.0221(8) Uani 1 d . . .
 H6A H 0.6818 0.5581 0.0185 0.026 Uiso 1 calc . . R
 H6B H 0.8583 0.5278 0.0541 0.026 Uiso 1 calc . . R
 C3 C 0.3674(4) 0.4223(3) 0.3873(2) 0.0191(8) Uani 1 d . . .
 H3A H 0.2506 0.4118 0.3879 0.023 Uiso 1 calc . . R
 H3B H 0.3914 0.4985 0.3938 0.023 Uiso 1 calc . . R
 C2 C 0.4523(5) 0.3577(3) 0.4558(2) 0.0205(8) Uani 1 d . . .
 H2A H 0.4502 0.3938 0.5111 0.025 Uiso 1 calc . . R
 H2B H 0.4044 0.2866 0.4607 0.025 Uiso 1 calc . . R


_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
 I1 Cr1 2.6887(6) . ?
 Cr1 Cl1 2.3136(9) . ?
 Cr1 Cl2 2.3311(10) . ?
 Cr1 O2 2.068(2) . ?
 Cr1 O1 2.014(2) . ?
 Cr1 O3 2.023(2) . ?
 O2 C8 1.472(4) . ?
 O2 C5 1.463(4) . ?
 O1 C4 1.466(4) . ?
 O1 C1 1.469(4) . ?
 O3 C12 1.471(4) . ?
 O3 C9 1.467(4) . ?
 C12 C11 1.520(5) . ?
 C4 C3 1.515(5) . ?
 C9 C10 1.511(5) . ?
 C11 C10 1.529(6) . ?
 C8 C7 1.515(5) . ?
 C1 C2 1.506(5) . ?
 C7 C6 1.529(6) . ?
 C5 C6 1.510(5) . ?
 C3 C2 1.516(6) . ?

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
 Cl1 Cr1 I1 89.83(3) . . ?
 Cl1 Cr1 Cl2 179.00(4) . . ?
 Cl2 Cr1 I1 90.90(3) . . ?
 O2 Cr1 I1 179.58(8) . . ?
 O2 Cr1 Cl1 90.34(7) . . ?
 O2 Cr1 Cl2 88.93(7) . . ?
 O1 Cr1 I1 92.68(7) . . ?
 O1 Cr1 Cl1 88.89(7) . . ?
 O1 Cr1 Cl2 90.39(7) . . ?
 O1 Cr1 O2 86.93(10) . . ?
 O1 Cr1 O3 173.28(10) . . ?
 O3 Cr1 I1 93.90(7) . . ?
 O3 Cr1 Cl1 89.77(7) . . ?
 O3 Cr1 Cl2 90.87(7) . . ?
 O3 Cr1 O2 86.49(10) . . ?
 C8 O2 Cr1 125.6(2) . . ?
 C5 O2 Cr1 124.9(2) . . ?
 C5 O2 C8 109.5(3) . . ?
 C4 O1 Cr1 125.0(2) . . ?
 C4 O1 C1 109.8(2) . . ?
 C1 O1 Cr1 125.2(2) . . ?
 C12 O3 Cr1 126.5(2) . . ?
 C9 O3 Cr1 123.8(2) . . ?
 C9 O3 C12 109.7(3) . . ?
 O3 C12 C11 105.3(3) . . ?
 O1 C4 C3 104.7(3) . . ?
 O3 C9 C10 103.8(3) . . ?
 C12 C11 C10 102.7(3) . . ?
 O2 C8 C7 105.7(3) . . ?
 O1 C1 C2 103.5(3) . . ?
 C8 C7 C6 102.9(3) . . ?
 O2 C5 C6 104.4(3) . . ?
 C9 C10 C11 102.5(3) . . ?
 C5 C6 C7 102.7(3) . . ?
 C4 C3 C2 102.9(3) . . ?
 C1 C2 C3 102.2(3) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
