Large-sized benzo[e]indolium salt single crystals with high optical nonlinearity
Shang, Shufang; Li, Ruian; Ping, Linjun; Luo, Wenzhen; Hai, Mingtan; Yang, Zhou; Wang, Dong; Cao, Hui; He, Wanli; CrystEngComm 21 (2019) 5626–; doi:10.1039/C9CE01082C

data_7233394
_publ_section_title
;
 Large-sized benzo[e]indolium salt single crystals with high optical
 nonlinearity
;
_journal_issue                   37
_journal_name_full               CrystEngComm
_journal_page_first              5626
_journal_paper_doi               10.1039/C9CE01082C
_journal_volume                  21
_journal_year                    2019
_chemical_absolute_configuration ad
_chemical_formula_moiety         'I, C24 H24 N O2, C H4 O'
_chemical_formula_sum            'C25 H28 I N O3'
_chemical_formula_weight         517.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-03-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-07-01 deposited with the CCDC.    2019-08-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.7170(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.33640(10)
_cell_length_b                   24.4555(3)
_cell_length_c                   11.40280(10)
_cell_measurement_reflns_used    6862
_cell_measurement_temperature    173.01(10)
_cell_measurement_theta_max      71.3890
_cell_measurement_theta_min      5.2830
_cell_volume                     2324.52(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.975
_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   -108.00  28.00   1.00    1.00    --  -40.81   0.00-150.00  136
  2  \w     53.00  89.00   1.00    1.00    --   40.81-125.00   0.00   36
  3  \w     67.00  93.00   1.00    1.00    --  100.91 -45.00 120.00   26
  4  \w     32.00  78.00   1.00    1.00    --  100.91 -95.00-180.00   46
  5  \w     76.00 176.00   1.00    1.00    --  100.91  30.00-180.00  100
  6  \w     35.00 115.00   1.00    1.00    --  100.91-125.00 -90.00   80
  7  \w     98.00 123.00   1.00    1.00    --  100.91 125.00-180.00   25
  8  \w     39.00  70.00   1.00    1.00    --  100.91-125.00  90.00   31
  9  \w     75.00 100.00   1.00    1.00    --  100.91-125.00  90.00   25
 10  \w    104.00 130.00   1.00    1.00    --  100.91 106.00  14.00   26
 11  \w     54.00 118.00   1.00    1.00    --  100.91-125.00 150.00   64
 12  \w     -4.00  44.00   1.00    1.00    --  -40.81   0.00  60.00   48
 13  \w     37.00  84.00   1.00    1.00    --   40.81-125.00-180.00   47
 14  \w     26.00  81.00   1.00    1.00    --   40.81 -99.00 -90.00   55
 15  \w     41.00 100.00   1.00    1.00    --  100.29 -61.00-120.00   59
 16  \w    145.00 171.00   1.00    1.00    --  100.29  77.00-120.00   26
 17  \w    110.00 173.00   1.00    1.00    --  100.29 125.00 120.00   63
 18  \w     73.00 119.00   1.00    1.00    --  100.29  77.00-120.00   46
 19  \w    125.00 151.00   1.00    1.00    --  100.29 125.00-180.00   26
 20  \w     80.00 163.00   1.00    1.00    --  100.29  45.00  90.00   83
 21  \w     95.00 137.00   1.00    1.00    --  100.29 125.00 -90.00   42
 22  \w    137.00 170.00   1.00    1.00    --  100.29  77.00  90.00   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0420189000
_diffrn_orient_matrix_UB_12      0.0501492000
_diffrn_orient_matrix_UB_13      -0.0761364000
_diffrn_orient_matrix_UB_21      0.0210161000
_diffrn_orient_matrix_UB_22      -0.0346500000
_diffrn_orient_matrix_UB_23      -0.1115778000
_diffrn_orient_matrix_UB_31      -0.1788003000
_diffrn_orient_matrix_UB_32      -0.0158241000
_diffrn_orient_matrix_UB_33      0.0030549000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8272
_diffrn_reflns_point_group_measured_fraction_full 0.731
_diffrn_reflns_point_group_measured_fraction_max 0.709
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.470
_diffrn_reflns_theta_min         3.615
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    11.022
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orange'
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.711
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.076
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.000(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     278
_refine_ls_number_reflns         3211
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0253
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0335P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0613
_refine_ls_wR_factor_ref         0.0618
_reflns_Friedel_coverage         0.450
_reflns_Friedel_fraction_full    0.463
_reflns_Friedel_fraction_max     0.441
_reflns_number_gt                3166
_reflns_number_total             3211
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ce01082c2.cif
_cod_data_source_block           20190304shangshufang-s1
_cod_depositor_comments
'Adding full bibliography for 7233394--7233395.cif.'
_cod_database_code               7233394
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_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, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C5(H5), C6(H6), C14(H14), C2(H2), C3(H3), C8(H8), C7(H7), C19(H19),
 C18(H18), C20(H20)
2.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C22(H22A,H22B,H22C), C25(H25A,H25B,H25C), C21(H21A,H21B,
 H21C), C24(H24A,H24B,H24C)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O3(H3A)
;
_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 2.302
_oxdiff_exptl_absorpt_empirical_full_min 0.575