Phthalimide-thiophene-based conjugated organic small molecules with high electron mobility
Jon-Paul Sun; Arthur D. Hendsbee; Ala a F. Eftaiha; Casper Macaulay; Lesley R. Rutledge; Gregory C. Welch; Ian G. Hill; Journal of Materials Chemistry C 2 (2014) 2612–2621; doi:10.1039/C3TC32497D

data_7233667
_publ_section_exptl_refinement
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The H atoms were placed in geometrically idealized positions 
with C-H 
distances of 0.93\%A (aromatic),0.97\%A 
(idealized CH~2~) and 0.96\%A
(idealized CH~3~) and were
 constrained to ride on the parent C atom 
with Uiso(H) 
= 1.2Ueq(C) for the aromatic, CH~2~ and C-H protons and 
Uiso(H) 
= 1.5Ueq(C) for the idealized CH~3~ protons. 

For each of the disordered alkyl chains, carbon ellipsods
 were constrained to be equal in 
size using the EADP command,
and the bond lengths were fixed to be 1.49(2)\%A. The copious
 amount restraints on the alkyl chains were used to assist
in modelling the disorder. 

Initially, the structure was solved in P1 with an R1 value
 ~=0.07, however the suggestion of a ~96% fit with an 
inversion center( change of Space Group to P-1) was 
suggested by Platon-ADDSYM. The initial solution in P-1 
(with no disorder) gave a model that had an R value 0f 
0.16.The further addition of geometric restraints on the
 terminal alkyl chains and proper modelling of the 
disorder gave the final solution of the structure in the
 higher symmetry space group P-1, with a lower R1 value 
of 0.068.It also should be noted that the solution 
in P1 required heavy restraint of the bond distances and 
angles in the aromatic part of the molecule, 
while the solution in P-1 did not.Unfortunately the Flack 
parameter and Hooft parameters obtained 
were meaningless and therefore could not be used in 
the decision between P1 and P-1.
(the values obtained for these parameters had 
negative values with large uncertainties,  
likely due to insufficient/poor reflection data
 from atoms heavier than Si), 

In summary, the correct space group for this
 compound was determined to be 
P-1(after addition of disorder, the refinement proceeded 
easily in the higher 
symmetry space group with less contraints/restraints and 
reached a lower R1 value).
Additionally, ispite the lower data quality, neither the 
connectivity nor the packing arrangement 
of the atoms or molecules are in question.
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_publ_section_title
;
 Phthalimide-thiophene-based conjugated organic small molecules with high
 electron mobility
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_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              2612
_journal_page_last               2621
_journal_paper_doi               10.1039/C3TC32497D
_journal_volume                  2
_journal_year                    2014
_chemical_formula_sum            'C36 H36 N2 O4 S2'
_chemical_formula_weight         624.79
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                107.556(12)
_cell_angle_beta                 94.166(13)
_cell_angle_gamma                95.760(12)
_cell_formula_units_Z            1
_cell_length_a                   5.021(5)
_cell_length_b                   11.022(12)
_cell_length_c                   14.579(15)
_cell_measurement_reflns_used    361
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      17.14
_cell_measurement_theta_min      2.79
_cell_volume                     760.8(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2756
_diffrn_reflns_av_sigmaI/netI    0.7806
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8632
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.95
_exptl_absorpt_coefficient_mu    0.219
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.5163
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS: Bruker, 2008)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             330
_exptl_crystal_size_max          0.1893
_exptl_crystal_size_mid          0.1223
_exptl_crystal_size_min          0.1014
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.583
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         3303
_refine_ls_number_restraints     29
_refine_ls_restrained_S_all      0.585
_refine_ls_R_factor_all          0.3388
_refine_ls_R_factor_gt           0.0678
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0020P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1523
_reflns_number_gt                566
_reflns_number_total             3303
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2014-2-2612.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the built-in table derived
from the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last
updated on 2014-11-21.

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7233667