Structure–property investigations in urea tethered iodinated triphenylamines
Hossain, Muhammad Saddam; Ahmed, Fiaz; Karakalos, Stavros G.; Smith, Mark D.; Pant, Namrata; Garashchuk, Sophya; Greytak, Andrew B.; Docampo, Pablo; Shimizu, Linda S.; Physical Chemistry Chemical Physics  (2022) –; doi:10.1039/D2CP01856J

data_7245227
_publ_section_title
;
 Structure--property investigations in urea tethered iodinated
 triphenylamines
;
_journal_name_full               'Physical Chemistry Chemical Physics'
_journal_paper_doi               10.1039/D2CP01856J
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C19 H13 I2 N O1'
_chemical_formula_sum            'C19 H13 I2 N O'
_chemical_formula_weight         525.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-08-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-04-11 deposited with the CCDC.	2022-07-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.3914(9)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.7182(3)
_cell_length_b                   8.0639(2)
_cell_length_c                   11.5611(3)
_cell_measurement_reflns_used    9954
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.249
_cell_measurement_theta_min      2.196
_cell_volume                     864.59(4)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2016)'
_computing_data_collection       'Bruker APEX3 v2019.1-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2016)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 PHOTON-II
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            24434
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.288
_diffrn_reflns_theta_min         2.196
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.641
_exptl_absorpt_correction_T_max  0.4920
_exptl_absorpt_correction_T_min  0.4318
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. 
wR2(int) was 0.0533 before and 0.0466 after correction. 
The Ratio of minimum to maximum transmission is 0.8776.
 The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.017
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.946
_refine_diff_density_min         -0.760
_refine_diff_density_rms         0.091
_refine_ls_abs_structure_details
;
 Flack x determined using 1867 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.019(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         4193
_refine_ls_number_restraints     11
_refine_ls_restrained_S_all      1.166
_refine_ls_R_factor_all          0.0296
_refine_ls_R_factor_gt           0.0275
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0165P)^2^+1.9317P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0644
_refine_ls_wR_factor_ref         0.0662
_reflns_Friedel_coverage         0.958
_reflns_Friedel_fraction_full    0.977
_reflns_Friedel_fraction_max     0.961
_reflns_number_gt                4035
_reflns_number_total             4193
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cp01856j2.cif
_cod_data_source_block           mh_i2cho
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7245227
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.839
_shelx_estimated_absorpt_t_min   0.669
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C10-C19 = C16-C20A = C16-C20B
 1.47 with sigma of 0.02
 O1-C19 = O2A-C20A = O2B-C20B
 1.25 with sigma of 0.02
 C9-C19 \\sim C11-C19
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uiso(O1) = Uiso(C19)
Uiso(C20A) = Uiso(C20B)
4. Others
 1*[Sof(I3)]+1*[Sof(O2A)+Sof(C20A)+Sof(H20A)]+1*[Sof(O2B)+Sof(C20B)+Sof(H20B)]=
 1 with esd of 0.00001
 1*[Sof(I2)+Sof(O1)+Sof(C19)+Sof(H19)]+1*[Sof(O2A)+Sof(C20A)+Sof(H20A)]+1*
 [Sof(O2B)+Sof(C20B)+Sof(H20B)]=1 with esd of 0.00001
 Sof(I2)=1-FVAR(1)
 Sof(O1)=Sof(C19)=Sof(H19)=FVAR(1)
 Sof(O2A)=Sof(C20A)=Sof(H20A)=FVAR(3)
 Sof(O2B)=Sof(C20B)=Sof(H20B)=FVAR(4)
5.a Aromatic/amide H refined with riding coordinates:
 C19(H19), C20A(H20A), C20B(H20B), C2(H2), C3(H3), C5(H5), C6(H6), C8(H8),
 C9(H9), C11(H11), C12(H12), C14(H14), C15(H15), C17(H17), C18(H18)
;
_shelx_res_checksum              19410
_shelx_hkl_checksum              9090
_olex2_submission_special_instructions 'No special instructions were received'