[4]Helicene based anions in electrocrystallization with tetrachalcogenafulvalene donors
zigon, nicolas; Avarvari, Narcis; CrystEngComm  (2022) –; doi:10.1039/D2CE00091A

data_7244373
_publ_section_title
;
 [4]Helicene based anions in electrocrystallization with
 tetrachalcogenafulvalene donors
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00091A
_journal_year                    2022
_chemical_formula_moiety         'C19 H12 O2'
_chemical_formula_sum            'C19 H12 O2'
_chemical_formula_weight         272.29
_chemical_name_systematic        '[4]heliceneCOOH'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-09-10
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2022-01-17 deposited with the CCDC.	2022-02-09 downloaded from the CCDC.
;
_cell_angle_alpha                90.0
_cell_angle_beta                 102.306(10)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   15.8603(15)
_cell_length_b                   3.7729(4)
_cell_length_c                   22.243(2)
_cell_measurement_reflns_used    1288
_cell_measurement_temperature    149.4(4)
_cell_measurement_theta_max      72.5650
_cell_measurement_theta_min      4.4430
_cell_volume                     1300.4(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.4(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1990
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.963
_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     35.00 114.00   1.00    2.50    --   42.49  38.00 -60.00   79
  2  \w     19.00 106.00   1.00    2.50    --   42.49  57.00-150.00   87
  3  \w     63.00 154.00   1.00   17.50    --  103.99  15.00-120.00   91
  4  \w     38.00  89.00   1.00   17.50    --  103.99 -94.00-120.00   51
  5  \w     29.00 125.00   1.00   17.50    --  103.99 -30.00  30.00   96
  6  \w     34.00 115.00   1.00   17.50    --  103.99 -77.00 -90.00   81
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova (Cu) X-ray Source'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0751040000
_diffrn_orient_matrix_UB_12      0.0157622000
_diffrn_orient_matrix_UB_13      0.0339080000
_diffrn_orient_matrix_UB_21      -0.0639502000
_diffrn_orient_matrix_UB_22      0.0584758000
_diffrn_orient_matrix_UB_23      -0.0616734000
_diffrn_orient_matrix_UB_31      -0.0121910000
_diffrn_orient_matrix_UB_32      -0.4042820000
_diffrn_orient_matrix_UB_33      -0.0077684000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0595
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       2
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            4013
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.793
_diffrn_reflns_theta_min         2.852
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.714
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.590
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_preparation       'slow evaporation of CHCl3/MeOH'
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       0.0035(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2506
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.1104
_refine_ls_R_factor_gt           0.0976
_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^)+(0.1141P)^2^+4.8291P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2849
_refine_ls_wR_factor_ref         0.2961
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2057
_reflns_number_total             2506
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00091a2.cif
_cod_data_source_block           exp_795_a
_cod_database_code               7244373
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C76 H45 O8'
_cell_oxdiff_angle_alpha         90.138(10)
_cell_oxdiff_angle_beta          102.240(10)
_cell_oxdiff_angle_gamma         89.978(11)
_cell_oxdiff_length_a            15.860(2)
_cell_oxdiff_length_b            3.7686(5)
_cell_oxdiff_length_c            22.263(2)
_cell_oxdiff_measurement_reflns_used 1288
_cell_oxdiff_volume              1300.4(3)
_shelx_estimated_absorpt_t_max   0.965
_shelx_estimated_absorpt_t_min   0.864
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.9898(11)
 0.0102(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C11(H11), C12(H12), C15(H15),
 C16(H16), C18(H18)
3.b Idealised tetrahedral OH refined as rotating group with stretchable bonds:
 O20(H20)
;
_ins_header
;
TITL exp_795 in P2(1)/c 
REM P2(1)/c (#14 in standard setting)
CELL 1.54184  15.860264   3.772925  22.243169  90.0000 102.3064  90.0000
ZERR    1.00   0.001530   0.000381   0.002441   0.0000   0.0105   0.0000
LATT  1
SYMM -x, y+1/2,-z+1/2 
SFAC C H O
UNIT 76.00 45.00 8.00
TREF
HKLF 4
END
;
_olex2_exptl_crystal_mounting_method 'paraffin oil'
_olex2_submission_original_sample_id exp_795
_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 1.397
_oxdiff_exptl_absorpt_empirical_full_min 0.652