Isostructurality of quinoxaline crystal phases: the interplay of weak hydrogen bonds and halogen bonding
Saidykhan, Amie; Fenwick, Nathan W.; Bowen, Richard D.; Telford, Richard; Seaton, Colin C.; CrystEngComm 23 (2021) 7108–7117; doi:10.1039/D1CE00878A

data_7243534
_publ_section_title
;
 Isostructurality of quinoxaline crystal phases: the interplay of weak
 hydrogen bonds and halogen bonding
;
_journal_issue                   40
_journal_name_full               CrystEngComm
_journal_page_first              7108
_journal_page_last               7117
_journal_paper_doi               10.1039/D1CE00878A
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C20 H12 I2 N2'
_chemical_formula_sum            'C20 H12 I2 N2'
_chemical_formula_weight         534.12
_chemical_melting_point          459
_chemical_name_systematic        2,3-bis(3-iodophenyl)quinoxaline
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-04-15
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-07-01 deposited with the CCDC.	2021-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.237(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.6398(5)
_cell_length_b                   19.4072(10)
_cell_length_c                   10.7039(6)
_cell_measurement_reflns_used    7326
_cell_measurement_temperature    99.87
_cell_measurement_theta_max      31.50
_cell_measurement_theta_min      2.21
_cell_volume                     1760.36(17)
_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      99.87
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_unetI/netI     0.0600
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            39187
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         35.441
_diffrn_reflns_theta_min         2.623
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.576
_exptl_absorpt_correction_T_max  0.7551
_exptl_absorpt_correction_T_min  0.3066
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014) was used for absorption correction.
wR2(int) was 0.0686 before and 0.0512 after correction.
The Ratio of minimum to maximum transmission is 0.4060.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.015
_exptl_crystal_description       Block
_exptl_crystal_F_000             1008
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Ethanol/water'
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         2.947
_refine_diff_density_min         -1.615
_refine_diff_density_rms         0.188
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         7651
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0461
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0423P)^2^+3.3897P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.1067
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5176
_reflns_number_total             7651
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ce00878a2.cif
_cod_data_source_block           rdb_1_33i2_0m
_cod_depositor_comments
'Adding full bibliography for 7243534--7243537.cif.'
_cod_database_code               7243534
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.716
_shelx_estimated_absorpt_t_min   0.284
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C19(H19), C20(H20), C12(H12), C14(H14), C10(H10), C16(H16), C2(H2),
 C13(H13), C1(H1), C3(H3), C6(H6)
;
_shelx_res_checksum              42055
_shelx_hkl_checksum              10077
_olex2_submission_special_instructions 'No special instructions were received'