Systematic arrangement control of functional organic molecules
Akai, Ryota; Oka, Kouki; Nishida, Ryunosuke; Tohnai, Norimitsu; CrystEngComm  (2022) –; doi:10.1039/D2CE00336H

data_7244938
_publ_section_title
;
 Systematic arrangement control of functional organic molecules
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00336H
_journal_year                    2022
_chemical_formula_moiety         'C10 H6 O3 S2, C4 H12 N'
_chemical_formula_sum            'C14 H18 N O3 S2'
_chemical_formula_weight         312.41
_chemical_name_systematic        BTDS-tBuA
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2b8sdt
_audit_creation_date             2021-07-19
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2022-02-20 deposited with the CCDC.	2022-05-09 downloaded from the CCDC.
;
_cell_angle_alpha                86.182(5)
_cell_angle_beta                 83.257(6)
_cell_angle_gamma                63.396(9)
_cell_formula_units_Z            2
_cell_length_a                   6.3519(6)
_cell_length_b                   6.3675(5)
_cell_length_c                   21.2470(11)
_cell_measurement_reflns_used    3206
_cell_measurement_temperature    293
_cell_measurement_theta_max      73.2900
_cell_measurement_theta_min      6.2770
_cell_volume                     762.95(12)
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     15.00  88.00   0.50    2.00    --    0.00  19.00 120.00  146
  2  \w     -5.00  21.00   0.50    2.00    --    0.00  77.00-150.00   52
  3  \w      7.00  78.00   0.50    2.00    --    0.00  57.00-180.00  142
  4  \w    -15.00  11.00   0.50    2.00    --    0.00  19.00 120.00   52
  5  \w     60.00  86.00   0.50    2.00    --    0.00  77.00-150.00   52
  6  \w     20.00  46.00   0.50    3.00    --   94.90 -61.00  60.00   52
  7  \w     18.00 126.00   0.50    3.00    --   94.90 -82.00 -60.00  216
  8  \w     26.00 114.00   0.50    3.00    --   94.90 -61.00 -60.00  176
  9  \w     61.00 121.00   0.50    3.00    --   94.90 -82.00-180.00  120
 10  \w     59.00  94.00   0.50    3.00    --   94.90 -30.00 150.00   70
 11  \w      5.00  60.00   0.50    3.00    --   94.90 -77.00-150.00  110
 12  \w     19.00  64.00   0.50    3.00    --   94.90 -61.00 150.00   90
 13  \w     26.00  51.00   0.50    3.00    --   94.90 -30.00 150.00   50
 14  \w     62.00 118.00   0.50    3.00    --   94.90 -61.00  60.00  112
 15  \w    131.00 164.00   0.50    3.00    --   94.90  30.00 150.00   66
 16  \w     82.00 122.00   0.50    3.00    --   94.90  30.00 150.00   80
 17  \w      8.00  37.00   0.50    3.00    --   94.90 -82.00 -90.00   58
 18  \w     42.00  71.00   0.50    3.00    --   94.90 -82.00 -90.00   58
 19  \w     56.00 121.00   0.50    3.00    --   94.90 -82.00  30.00  130
 20  \w     79.00 183.00   0.50    3.00    --   94.90  30.00 120.00  208
 21  \w    159.00 184.00   0.50    3.00    --   94.90  15.00  60.00   50
 22  \w     73.00 153.00   0.50    3.00    --   94.90  15.00  60.00  160
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0635063000
_diffrn_orient_matrix_UB_12      0.0163189000
_diffrn_orient_matrix_UB_13      0.0723291000
_diffrn_orient_matrix_UB_21      -0.1259510000
_diffrn_orient_matrix_UB_22      -0.1562360000
_diffrn_orient_matrix_UB_23      -0.0036376000
_diffrn_orient_matrix_UB_31      0.2332373000
_diffrn_orient_matrix_UB_32      -0.2203677000
_diffrn_orient_matrix_UB_33      0.0093501000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0557
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            6682
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.459
_diffrn_reflns_theta_min         4.191
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.223
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72363
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_description       plate
_exptl_crystal_F_000             330
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.676
_refine_diff_density_min         -0.590
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         2962
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0677
_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/[\s^2^(Fo^2^)+(0.1475P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1913
_refine_ls_wR_factor_ref         0.2030
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2415
_reflns_number_total             2962
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00336h2.cif
_cod_data_source_block           exp_3007
_cod_original_cell_volume        762.96(12)
_cod_database_code               7244938
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHNOS
_shelx_estimated_absorpt_t_max   0.855
_shelx_estimated_absorpt_t_min   0.565
_reflns_odcompleteness_completeness 99.38
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H)
2.b Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), C00I(H00A,H00B,H00I), C00J(H00J,H00K,H00L), C00K(H00M,H00N,
 H00O)
;
_shelx_res_checksum              24709
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.406
_oxdiff_exptl_absorpt_empirical_full_min 0.629