Design and synthesis of perfluoroalkyl decorated BODIPY dye for random laser action in a microfluidic device
Maity, Apurba; Sarkar, Anirban; Bhaktha B. N, Shivakiran; Patra, Sanjib K.; New Journal of Chemistry 44 (2020) 14650–14661; doi:10.1039/D0NJ03108A

data_7059843
_publ_section_title
;
 Design and synthesis of perfluoroalkyl decorated BODIPY dye for random
 laser action in a microfluidic device
;
_journal_issue                   34
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              14650
_journal_page_last               14661
_journal_paper_doi               10.1039/D0NJ03108A
_journal_volume                  44
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C24 H21 B F16 I2 N2 O2'
_chemical_formula_sum            'C24 H21 B F16 I2 N2 O2'
_chemical_formula_weight         938.04
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-11-11
_audit_creation_method
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_audit_update_record
;
2020-06-19 deposited with the CCDC.	2020-07-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.1767(9)
_cell_length_b                   8.7841(5)
_cell_length_c                   21.7797(12)
_cell_measurement_reflns_used    7404
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      24.22
_cell_measurement_theta_min      2.50
_cell_volume                     3094.8(3)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX3 ver.2018.7-2(Bruker AXS)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CPAD area detector'
_diffrn_detector_area_resol_mean 8
_diffrn_detector_type            'Bruker Photon III'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_collimation    '0.5 mm double-pinhole'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            28564
_diffrn_reflns_point_group_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.173
_diffrn_reflns_theta_min         1.870
_diffrn_source                   'sealed tube'
_diffrn_source_type              'Incoatec I\ms Diamond'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.156
_exptl_absorpt_correction_T_max  0.2601
_exptl_absorpt_correction_T_min  0.1914
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1182 before and 0.0650 after correction. The Ratio of minimum to maximum transmission is 0.7359. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.013
_exptl_crystal_description       block
_exptl_crystal_F_000             1800
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.001
_refine_diff_density_min         -1.027
_refine_diff_density_rms         0.138
_refine_ls_abs_structure_details
;
 Flack x determined using 2135 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.028(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     484
_refine_ls_number_reflns         5876
_refine_ls_number_restraints     346
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0478
_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^)+(0.0243P)^2^+25.6453P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1024
_refine_ls_wR_factor_ref         0.1054
_reflns_Friedel_coverage         0.862
_reflns_Friedel_fraction_full    0.934
_reflns_Friedel_fraction_max     0.904
_reflns_number_gt                5288
_reflns_number_total             5876
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0nj03108a2.cif
_cod_data_source_block           Compound_3
_cod_depositor_comments
;Adding full bibliography for 7059843--7059844.cif.

 Adding full bibliography for 7059843--7059844.cif.
;
_cod_database_code               7059843
_shelx_shelxl_version_number     2017/1
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C24A-C23 \\sim C24B-C23
 with sigma of 0.02
 C25A-C24A \\sim C25B-C24B
 with sigma of 0.02
 F6B-C24B \\sim F6A-C24A \\sim F5B-C24B \\sim F5A-C24A \\sim F8A-C25A \\sim
F8B-C25B \\sim F7B-C25B ~
 F7A-C25A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F1 \\sim F2 \\sim F3 \\sim F4 \\sim F10 \\sim F11 \\sim F12 \\sim F13 \\sim F14
\\sim F15 \\sim F16 \\sim F5B \\sim F6B \\sim F7B \\sim F8B: within 2A with
sigma of 0.02 and sigma for terminal atoms of 0.04 within 2A
F3 \\sim F4 \\sim F5A \\sim F6A \\sim F7A \\sim F8A \\sim F5B \\sim F6B \\sim
F7B \\sim F8B \\sim C23 \\sim C24A \\sim C25A \\sim C24B \\sim C25B: within 2A
with sigma of 0.02 and sigma for terminal atoms of 0.04 within 2A
F13 \\sim F14 \\sim F15 \\sim F16: within 2A with sigma of 0.02 and sigma for
terminal atoms of 0.04 within 2A
C14 \\sim C13 \\sim C12 \\sim C10 \\sim C11: within 2A with sigma of 0.02 and
sigma for terminal atoms of 0.04 within 2A
4. Rigid body (RIGU) restrains
 F3, F4, F5A, F6A, F7A, F8A, F5B, F6B, F7B, F8B, C23, C24A, C25A, C24B, C25B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 F13, F14, F15, F16
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(F5B)=Sof(F6B)=Sof(F7B)=Sof(F8B)=Sof(C24B)=Sof(C25B)=Sof(H25B)=1-FVAR(1)
 Sof(F5A)=Sof(F6A)=Sof(F7A)=Sof(F8A)=Sof(C24A)=Sof(C25A)=Sof(H25A)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C19(H19), C25A(H25A), C25B(H25B)
6.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C21(H21A,H21B)
6.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,
 H13C), C14(H14A,H14B,H14C)
;
_shelx_res_checksum              13993
_olex2_submission_special_instructions 'No special instructions were received'