data_xray072
_audit_creation_date               2021-06-01
_audit_creation_method
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number       '2017/1'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_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.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           '0.5(C18 H22 I2)'
_chemical_formula_sum              'C9 H11 I'
_chemical_formula_weight           246.08
_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' 0.0181 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'

_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.
;
_space_group_crystal_system        'monoclinic'
_space_group_IT_number             11
_space_group_name_H-M_alt          'P 1 21/m 1'
_space_group_name_Hall             '-P 2yb'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z'
 '-x, -y, -z'
 'x, -y-1/2, z'

_cell_length_a                     8.0879(6)
_cell_length_b                     7.0547(5)
_cell_length_c                     8.2312(6)
_cell_angle_alpha                  90
_cell_angle_beta                   103.020(2)
_cell_angle_gamma                  90
_cell_volume                       457.58(6)
_cell_formula_units_Z              2
_cell_measurement_reflns_used      6594
_cell_measurement_temperature      200.0
_cell_measurement_theta_max        72.07
_cell_measurement_theta_min        5.52
_shelx_estimated_absorpt_T_max     0.168
_shelx_estimated_absorpt_T_min     0.059
_exptl_absorpt_coefficient_mu      26.888
_exptl_absorpt_correction_T_max    0.7535
_exptl_absorpt_correction_T_min    0.3083
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1573 before and 0.0993 after correction.
The Ratio of minimum to maximum transmission is 0.4092.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.786
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               236
loop_
  _exptl_crystal_face_index_h
  _exptl_crystal_face_index_k
  _exptl_crystal_face_index_l
  _exptl_crystal_face_perp_dist
 -1.00 0.00 2.00 0.0610
 2.00 1.00 -3.00 0.0970
 3.00 0.00 1.00 0.0290
 -3.00 0.00 -1.00 0.0510
 -2.00 1.00 2.00 0.0610
 -3.00 2.00 -1.00 0.0690
 1.00 -2.00 0.00 0.1300
 1.00 3.00 -1.00 0.0800
 1.00 -2.00 -3.00 0.1260
 3.00 2.00 0.00 0.0520
 3.00 1.00 0.00 0.0340
 2.00 -1.00 -3.00 0.1100
 1.00 -1.00 1.00 0.0750
 -3.00 -3.00 1.00 0.0650

_exptl_crystal_size_max            0.241
_exptl_crystal_size_mid            0.186
_exptl_crystal_size_min            0.103
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0599
_diffrn_reflns_av_unetI/netI       0.0502
_diffrn_reflns_Laue_measured_fraction_full  0.980
_diffrn_reflns_Laue_measured_fraction_max  0.974
_diffrn_reflns_limit_h_max         9
_diffrn_reflns_limit_h_min         -9
_diffrn_reflns_limit_k_max         8
_diffrn_reflns_limit_k_min         -8
_diffrn_reflns_limit_l_max         10
_diffrn_reflns_limit_l_min         -8
_diffrn_reflns_number              4956
_diffrn_reflns_point_group_measured_fraction_full  0.980
_diffrn_reflns_point_group_measured_fraction_max  0.974
_diffrn_reflns_theta_full          67.679
_diffrn_reflns_theta_max           72.065
_diffrn_reflns_theta_min           5.516
_diffrn_ambient_temperature        200.0
_diffrn_detector_area_resol_mean   ?
_diffrn_measured_fraction_theta_full  0.980
_diffrn_measured_fraction_theta_max  0.974
_diffrn_measurement_device_type    'Bruker APEX-II CCD'
_diffrn_measurement_method         'φ and ω scans'
_diffrn_radiation_type             CuK\a
_diffrn_radiation_wavelength       1.54178
_diffrn_source                     ?
_diffrn_source_current             1.2
_diffrn_source_power               0.06
_diffrn_source_voltage             50.0
_diffrn_standards_number           0
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  953
_reflns_number_total               953
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection         ?
_computing_data_reduction          'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics      'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement    'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution      'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max           2.222
_refine_diff_density_min           -1.747
_refine_diff_density_rms           0.229
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.123
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       61
_refine_ls_number_reflns           953
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0544
_refine_ls_R_factor_gt             0.0544
_refine_ls_restrained_S_all        1.123
_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/[σ²(Fo²)+(0.1078P)²+0.5447P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1481
_refine_ls_wR_factor_ref           0.1481
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H7C(0.5) H7B(0.5) H8B(0.5) H8C(0.5) H9B(0.5) H9C(0.5)
3.a Me refined with riding coordinates:
 C7(H7A,H7C,H7B), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       dual
_atom_sites_solution_secondary     ?
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 0.35353(6) 0.250000 0.14389(5) 0.0505(3) Uani 1 2 d S T P A 1
 C1 C 0.5294(8) 0.250000 0.5123(9) 0.0273(13) Uani 1 2 d S T P A 1
 C2 C 0.6688(7) 0.250000 0.6460(7) 0.0267(11) Uani 1 2 d S T P A 1
 H2 H 0.650843 0.250000 0.756167 0.032 Uiso 1 2 calc R U P A 1
 C3 C 0.8354(7) 0.250000 0.6232(8) 0.0268(13) Uani 1 2 d S T P A 1
 C4 C 0.8591(7) 0.250000 0.4618(7) 0.0276(12) Uani 1 2 d S T P A 1
 H4 H 0.971663 0.250000 0.445373 0.033 Uiso 1 2 calc R U P A 1
 C5 C 0.7259(9) 0.250000 0.3241(9) 0.0307(14) Uani 1 2 d S T P A 1
 C6 C 0.5600(8) 0.250000 0.3492(8) 0.0281(13) Uani 1 2 d S T P A 1
 C7 C 0.3546(8) 0.250000 0.5448(11) 0.0407(16) Uani 1 2 d S T P A 1
 H7A H 0.270511 0.250000 0.438417 0.061 Uiso 1 2 calc R U P A 1
 H7C H 0.339348 0.136577 0.608599 0.061 Uiso 0.5 1 calc R U P A 1
 H7B H 0.339348 0.363423 0.608599 0.061 Uiso 0.5 1 calc R U P A 1
 C8 C 0.9802(9) 0.250000 0.7719(10) 0.0499(19) Uani 1 2 d S T P A 1
 H8A H 0.936473 0.250000 0.873671 0.075 Uiso 1 2 calc R U P A 1
 H8B H 1.049711 0.136577 0.769905 0.075 Uiso 0.5 1 calc R U P A 1
 H8C H 1.049711 0.363423 0.769905 0.075 Uiso 0.5 1 calc R U P A 1
 C9 C 0.7615(13) 0.250000 0.1517(11) 0.050(2) Uani 1 2 d S T P A 1
 H9A H 0.653961 0.250000 0.068060 0.075 Uiso 1 2 calc R U P A 1
 H9B H 0.826780 0.363423 0.137597 0.075 Uiso 0.5 1 calc R U P A 1
 H9C H 0.826780 0.136577 0.137597 0.075 Uiso 0.5 1 calc R U P A 1


_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 C6 2.092(7) . ?
 C1 C2 1.387(10) . ?
 C1 C6 1.419(9) . ?
 C1 C7 1.497(7) . ?
 C2 H2 0.9500 . ?
 C2 C3 1.402(7) . ?
 C3 C4 1.384(8) . ?
 C3 C8 1.492(10) . ?
 C4 H4 0.9500 . ?
 C4 C5 1.377(10) . ?
 C5 C6 1.403(10) . ?
 C5 C9 1.510(8) . ?
 C7 H7A 0.9800 . ?
 C7 H7C 0.9800 . ?
 C7 H7B 0.9800 . ?
 C8 H8A 0.9800 . ?
 C8 H8B 0.9800 . ?
 C8 H8C 0.9800 . ?
 C9 H9A 0.9800 . ?
 C9 H9B 0.9800 . ?
 C9 H9C 0.9800 . ?

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
 C2 C1 C6 117.8(5) . . ?
 C2 C1 C7 119.3(6) . . ?
 C6 C1 C7 122.8(6) . . ?
 C1 C2 H2 119.1 . . ?
 C1 C2 C3 121.8(5) . . ?
 C3 C2 H2 119.1 . . ?
 C2 C3 C8 119.4(5) . . ?
 C4 C3 C2 118.3(5) . . ?
 C4 C3 C8 122.3(5) . . ?
 C3 C4 H4 118.7 . . ?
 C5 C4 C3 122.5(5) . . ?
 C5 C4 H4 118.7 . . ?
 C4 C5 C6 118.4(6) . . ?
 C4 C5 C9 119.6(6) . . ?
 C6 C5 C9 122.0(7) . . ?
 C1 C6 I1 119.1(5) . . ?
 C5 C6 I1 119.8(5) . . ?
 C5 C6 C1 121.1(7) . . ?
 C1 C7 H7A 109.5 . . ?
 C1 C7 H7C 109.5 . . ?
 C1 C7 H7B 109.5 . . ?
 H7A C7 H7C 109.5 . . ?
 H7A C7 H7B 109.5 . . ?
 H7C C7 H7B 109.5 . . ?
 C3 C8 H8A 109.5 . . ?
 C3 C8 H8B 109.5 . . ?
 C3 C8 H8C 109.5 . . ?
 H8A C8 H8B 109.5 . . ?
 H8A C8 H8C 109.5 . . ?
 H8B C8 H8C 109.5 . . ?
 C5 C9 H9A 109.5 . . ?
 C5 C9 H9B 109.5 . . ?
 C5 C9 H9C 109.5 . . ?
 H9A C9 H9B 109.5 . . ?
 H9A C9 H9C 109.5 . . ?
 H9B C9 H9C 109.5 . . ?

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
 C1 C2 C3 C4 0.000(2) . . . . ?
 C1 C2 C3 C8 180.000(2) . . . . ?
 C2 C1 C6 I1 180.000(1) . . . . ?
 C2 C1 C6 C5 0.000(2) . . . . ?
 C2 C3 C4 C5 0.000(2) . . . . ?
 C3 C4 C5 C6 0.000(2) . . . . ?
 C3 C4 C5 C9 180.000(1) . . . . ?
 C4 C5 C6 I1 180.000(1) . . . . ?
 C4 C5 C6 C1 0.000(2) . . . . ?
 C6 C1 C2 C3 0.000(2) . . . . ?
 C7 C1 C2 C3 180.000(2) . . . . ?
 C7 C1 C6 I1 0.000(1) . . . . ?
 C7 C1 C6 C5 180.000(1) . . . . ?
 C8 C3 C4 C5 180.000(2) . . . . ?
 C9 C5 C6 I1 0.000(1) . . . . ?
 C9 C5 C6 C1 180.000(1) . . . . ?

_olex2_exptl_crystal_mounting_method  glycerol
_olex2_submission_special_instructions  'No special instructions were received'
