Bonding and uneven charge distribution in infinite pyrene π-stacks
Flynn, Chase; Zhou, Zheng; McCormack, Megan E.; Wei, Zheng; Petrukhina, Marina A.; Kertesz, Miklos; CrystEngComm  (2022) –; doi:10.1039/D2CE00933A

data_7245221
_publ_section_title
;
 Bonding and uneven charge distribution in infinite pyrene \p-stacks
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00933A
_journal_year                    2022
_chemical_formula_moiety         '2(C16 H10), Cl7 Ga2'
_chemical_formula_sum            'C32 H20 Cl7 Ga2'
_chemical_formula_weight         792.07
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2022-03-07
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-04-28 deposited with the CCDC.	2022-07-08 downloaded from the CCDC.
;
_cell_angle_alpha                79.3360(10)
_cell_angle_beta                 82.5470(10)
_cell_angle_gamma                76.0510(9)
_cell_formula_units_Z            2
_cell_length_a                   6.7753(3)
_cell_length_b                   13.9706(5)
_cell_length_c                   17.4570(6)
_cell_measurement_reflns_used    8390
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.47
_cell_measurement_theta_min      2.59
_cell_volume                     1569.68(10)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'APEX3 v.2018.7-2 (Bruker AXS Inc., 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_av_unetI/netI     0.0488
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13031
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.638
_diffrn_reflns_theta_min         3.302
_diffrn_source                   'INCOATEC ImuS micro-focus source'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    7.766
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.6618
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker, 2014/5) was used for absorption correction.
wR2(int) was 0.1484 before and 0.0786 after correction.
The Ratio of minimum to maximum transmission is 0.8780.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'dark green'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    none
_exptl_crystal_description       plate
_exptl_crystal_F_000             786
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.054
_refine_diff_density_min         -0.604
_refine_diff_density_rms         0.146
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     435
_refine_ls_number_reflns         6223
_refine_ls_number_restraints     323
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0502
_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^)+(0.0753P)^2^+6.0922P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1521
_refine_ls_wR_factor_ref         0.1555
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5620
_reflns_number_total             6223
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00933a2.cif
_cod_data_source_block           str2036
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7245221
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_max   0.860
_shelx_estimated_absorpt_t_min   0.147
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.815(2)
 0.185(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Restrained distances
 Cl2-Cl4 \\sim Cl2X-Cl4X
 with sigma of 0.04
 Cl5-Cl7 \\sim Cl5X-Cl7X
 with sigma of 0.04
 Cl4-Cl5 \\sim Cl4X-Cl5X
 with sigma of 0.04
 Cl3-Cl4 \\sim Cl3X-Cl4X
 with sigma of 0.04
 Cl6-Cl7 \\sim Cl6X-Cl7X
 with sigma of 0.04
 Cl4-Cl7 \\sim Cl4X-Cl7X
 with sigma of 0.04
 Cl2-Cl3 \\sim Cl2X-Cl3X
 with sigma of 0.04
 Cl4-Cl6 \\sim Cl4X-Cl6X
 with sigma of 0.04
 Cl5-Cl6 \\sim Cl5X-Cl6X
 with sigma of 0.04
 Cl1-Cl2 \\sim Cl1X-Cl2X
 with sigma of 0.04
 Cl1-Cl3 \\sim Cl1X-Cl3X
 with sigma of 0.04
 Cl1-Cl4 \\sim Cl1X-Cl4X
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
Cl2 \\sim Ga1 \\sim Cl1 \\sim Cl3 \\sim Cl4 \\sim Ga2 \\sim Cl5 \\sim Cl6 \\sim
Cl7 \\sim Cl2X \\sim Cl4X \\sim Ga1X \\sim Ga2X \\sim Cl3X \\sim Cl1X \\sim
Cl6X \\sim Cl7X \\sim Cl5X: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
Uanis(Cl7X) = Uanis(Cl7)
Uanis(Ga1) = Uanis(Ga1X)
Uanis(Cl5) = Uanis(Cl5X)
5. Rigid body (RIGU) restrains
 Cl4, Ga1, Cl1, Cl2, Cl3, Ga2, Cl5, Cl6, Cl7, Cl4X, Ga1X, Ga2X, Cl3X, Cl2X,
 Cl1X, Cl6X, Cl7X, Cl5X
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C11, C3, C2, C4, C16, C7, C1, C5, C15, C6, C8, C10, C14, C9, C13, C12
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(Cl4X)=Sof(Ga1X)=Sof(Cl3X)=Sof(Cl2X)=Sof(Cl1X)=Sof(Ga2X)=Sof(Cl6X)=
 Sof(Cl7X)=Sof(Cl5X)=1-FVAR(1)
 Sof(Ga1)=Sof(Ga2)=Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=Sof(Cl4)=Sof(Cl5)=Sof(Cl6)=
 Sof(Cl7)=FVAR(1)
7.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C6(H6), C15(H15), C9(H9), C25(H25), C24(H24), C4(H4), C16(H16),
 C13(H13), C12(H12), C8(H8), C29(H29), C28(H28), C27(H27), C31(H31), C5(H5),
 C32(H32), C22(H22), C20(H20), C21(H21)
;
_shelx_res_checksum              85535
_olex2_submission_special_instructions 'No special instructions were received'