Iridium-Catalyzed Borylation of Pyrene: Irreversibility and the Influence of Ligand on Selectivity.
Ji, Lei; Fucke, Katharina; Bose, Shubhankar Kumar; Marder, Todd B.; The Journal of organic chemistry 80 (2014) 661–; doi:10.1021/jo5024014

data_4030378
_publ_section_title
;
 Iridium-Catalyzed Borylation of Pyrene: Irreversibility and the Influence
 of Ligand on Selectivity.
;
_journal_issue                   1
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              661
_journal_paper_doi               10.1021/jo5024014
_journal_volume                  80
_journal_year                    2014
_chemical_formula_moiety         'C40 H52.58 B4 O8, 0.33(C3 H7)'
_chemical_formula_sum            'C41 H54.91 B4 O8'
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_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_primary     iterative
_audit_creation_date             2014-03-22
_audit_creation_method
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Olex2 1.2
(compiled 2014.03.12 svn.r2899 for OlexSys, GUI svn.r4796)
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_cell_angle_alpha                90
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_cell_angle_gamma                90
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_cell_length_b                   12.1653(13)
_cell_length_c                   22.267(2)
_cell_measurement_reflns_used    3014
_cell_measurement_temperature    100
_cell_measurement_theta_max      19.57
_cell_measurement_theta_min      2.53
_cell_volume                     4355.9(8)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement
;
olex2.refine (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_computing_structure_solution
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olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX2 area detector'
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_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 1.0000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
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_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.2907
_diffrn_reflns_av_unetI/netI     0.2076
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            98884
_diffrn_reflns_theta_full        25.9990
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_diffrn_source                   'rotating anode X-ray tube'
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_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1108 before and 0.0760 after correction.
The Ratio of minimum to maximum transmission is 0.8520.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.0963
_exptl_crystal_description       plate
_exptl_crystal_F_000             1540.4177
_exptl_crystal_preparation       'soaked in perfluoro polyether oil'
_exptl_crystal_recrystallization_method 'crystallised from DCM/hexane'
_exptl_crystal_size_max          0.323
_exptl_crystal_size_mid          0.278
_exptl_crystal_size_min          0.097
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_refine_diff_density_min         -0.9790
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_refine_ls_goodness_of_fit_ref   1.1357
_refine_ls_hydrogen_treatment    mixed
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_refine_ls_number_constraints    107
_refine_ls_number_parameters     460
_refine_ls_number_reflns         8537
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_refine_ls_restrained_S_all      1.1357
_refine_ls_R_factor_all          0.2645
_refine_ls_R_factor_gt           0.1138
_refine_ls_shift/su_max          3.2777
_refine_ls_shift/su_mean         0.0334
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.4176
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              19
_reflns_limit_h_min              -21
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              27
_reflns_limit_l_min              0
_reflns_number_gt                3241
_reflns_number_total             8537
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            jo5024014_si_003.cif
_cod_data_source_block           13S073
_cod_depositor_comments
;
The following automatic conversions were performed:

'_diffrn_radiation_probe' value 'X-ray' changed to 'x-ray' according
to
/home/saulius/struct/COD-crude-data--automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2935 2014-11-11 08:27:57Z andrius 

 Adding full bibliography for 4030378--4030379.cif.
;
_cod_original_cell_volume        4356.0(9)
_cod_database_code               4030378
_olex2_refinement_description
;
1. Others
 Fixed Sof: C3S(0.33333) C2S(0.33333) C1S(0.33333) O8A(0.5255) C38A(0.5255)
 C35A(0.5255) C39A(0.5255) C40A(0.5255) C36A(0.5255) C37A(0.5255) O7A(0.5255)
 O8(0.4745) C38(0.4745) C35(0.4745) C39(0.4745) C40(0.4745) C36(0.4745)
 C37(0.4745) O7(0.4745) H39b(0.5255) H39a(0.5255) H39c(0.5255) H40b(0.5255)
 H40c(0.5255) H40a(0.5255) H36c(0.5255) H36a(0.5255) H36b(0.5255) H37c(0.5255)
 H37a(0.5255) H37b(0.5255) H39e(0.4745) H39f(0.4745) H39d(0.4745) H40f(0.4745)
 H40d(0.4745) H40e(0.4745) H37d(0.4745) H37f(0.4745) H37e(0.4745) H1Sa(0.33333)
 H1Sb(0.33333) H1Sc(0.33333) H2Sb(0.33333) H2Sa(0.33333) H3Sb(0.33333)
 H3Sa(0.33333)
;