Study of halogen substitution effects on the structural and electronic properties of overcrowded alkene rotors
Maliha, Sunjida Reza; Datta, Saptarshi; Badiganti, Jahnavi; Rajamoni, Jagan; Szatkowski, Lukasz; Xu, Jinjia; New Journal of Chemistry 49 (2025) 20558–20566; doi:10.1039/D5NJ03468J

data_7064103
_publ_section_title
;
 Study of halogen substitution effects on the structural and electronic
 properties of overcrowded alkene rotors
;
_journal_issue                   47
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              20558
_journal_page_last               20566
_journal_paper_doi               10.1039/D5NJ03468J
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C26 H14 Br2'
_chemical_formula_sum            'C26 H14 Br2'
_chemical_formula_weight         486.19
_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
_atom_sites_solution_primary     direct
_audit_creation_date             2025-03-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2025-07-09 deposited with the CCDC.	2025-10-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.716(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   23.3178(11)
_cell_length_b                   7.8643(3)
_cell_length_c                   22.1414(9)
_cell_measurement_reflns_used    9197
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      69.639
_cell_measurement_theta_min      4.005
_cell_volume                     3717.4(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II Diffractometer'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.3297
_diffrn_reflns_av_unetI/netI     0.1480
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            77889
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.984
_diffrn_reflns_theta_min         2.069
_exptl_absorpt_coefficient_mu    5.584
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.4488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1725 before and 0.1210 after correction. The Ratio of minimum to maximum transmission is 0.5958. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_description       plank
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         8.236
_refine_diff_density_min         -2.522
_refine_diff_density_rms         0.343
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.510
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     493
_refine_ls_number_reflns         6783
_refine_ls_number_restraints     56
_refine_ls_restrained_S_all      1.506
_refine_ls_R_factor_all          0.2157
_refine_ls_R_factor_gt           0.1656
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4250
_refine_ls_wR_factor_ref         0.4544
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4000
_reflns_number_total             6783
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03468j2.cif
_cod_data_source_block           new
_cod_depositor_comments
'Adding full bibliography for 7064103--7064104.cif.'
_cod_database_code               7064103
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.897
_shelx_estimated_absorpt_t_min   0.605
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C21-C22 = C22-C23 = C23-C24 = C24-C25 = C25-C26
 1.39 with sigma of 0.01
3. Rigid bond restraints
 C40, C41, C42, C43, C44, C45, C46
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C8) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C11)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C24) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C41) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C16(H16),
 C18(H18), C19(H19), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28), C30(H30),
  C31(H31), C34(H34), C35(H35), C36(H36), C37(H37), C42(H42), C44(H44),
 C45(H45), C48(H48), C49(H49), C50(H50), C51(H51)
5.b Fitted hexagon refined as free rotating group:
 C7(C8,C9,C10,C11,C12)
;
_shelx_res_checksum              66842
_olex2_submission_special_instructions 'No special instructions were received'