The Leaving Group Strongly Affects H2O2-Induced DNA Cross-Linking by Arylboronates.
Cao, Sheng; Wang, Yibin; Peng, Xiaohua; The Journal of organic chemistry 79 (2014) 501–508; doi:10.1021/jo401901x

data_4028978
_publ_section_title
;
 The Leaving Group Strongly Affects H2O2-Induced DNA Cross-Linking by
 Arylboronates.
;
_journal_issue                   2
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              501
_journal_page_last               508
_journal_paper_doi               10.1021/jo401901x
_journal_volume                  79
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C20 H30 B2 Br2 O4'
_chemical_formula_sum            'C20 H30 B2 Br2 O4'
_chemical_formula_weight         515.88
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-03-20
_audit_creation_method
;
  Olex2 1.2
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 92.493(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.9874(2)
_cell_length_b                   15.0838(6)
_cell_length_c                   10.7658(4)
_cell_measurement_reflns_used    5544
_cell_measurement_temperature    100.35(10)
_cell_measurement_theta_max      29.4558
_cell_measurement_theta_min      3.4026
_cell_volume                     1133.60(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_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
;
olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_diffrn_ambient_temperature      100.35(10)
_diffrn_detector_area_resol_mean 10.3756
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measurement_details
;
  1 omega  -11.00   80.00   1.0000    2.6000
omega____ theta____ kappa____ phi______ frames
    -       11.6697   77.0000  -30.0000 91

  2 omega  -36.00   51.00   1.0000    2.6000
omega____ theta____ kappa____ phi______ frames
    -      -11.8259   77.0000   90.0000 87

  3 omega  -22.00   90.00   1.0000    2.6000
omega____ theta____ kappa____ phi______ frames
    -       11.6697   77.0000  150.0000 112

  4 omega  -64.00    9.00   1.0000    2.6000
omega____ theta____ kappa____ phi______ frames
    -       11.6697  -37.0000 -180.0000 73

  5 omega   16.00   87.00   1.0000    2.6000
omega____ theta____ kappa____ phi______ frames
    -       11.6697 -153.0000   41.0000 71
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0568679000
_diffrn_orient_matrix_UB_12      -0.0220375000
_diffrn_orient_matrix_UB_13      -0.0434522000
_diffrn_orient_matrix_UB_21      -0.0398031000
_diffrn_orient_matrix_UB_22      -0.0411967000
_diffrn_orient_matrix_UB_23      0.0173317000
_diffrn_orient_matrix_UB_31      -0.0741818000
_diffrn_orient_matrix_UB_32      0.0052081000
_diffrn_orient_matrix_UB_33      -0.0465219000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13280
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         29.52
_diffrn_reflns_theta_min         3.41
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.598
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75201
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.3838
_exptl_crystal_size_mid          0.2238
_exptl_crystal_size_min          0.1368
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.079
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         5396
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0311
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0295P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0635
_refine_ls_wR_factor_ref         0.0665
_reflns_number_gt                5074
_reflns_number_total             5396
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo401901x_si_004.cif
_cod_data_source_block           uwm1a
_cod_database_code               4028978
_chemical_oxdiff_formula         'C20 H30 O4 B2 Br2'
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H3(0.013) H6(0.014) H7A(0.019) H7B(0.019) H8A(0.017) H8B(0.017)
 H11A(0.036) H11B(0.036) H11C(0.036) H12A(0.036) H12B(0.036) H12C(0.036)
 H13A(0.032) H13B(0.032) H13C(0.032) H14A(0.035) H14B(0.035) H14C(0.035)
 H17A(0.031) H17B(0.031) H17C(0.031) H18A(0.036) H18B(0.036) H18C(0.036)
 H19A(0.033) H19B(0.033) H19C(0.033) H20A(0.033) H20B(0.033) H20C(0.033)
 Fixed X: H3(0.564) H6(-0.0487) H7A(0.6601) H7B(0.5157) H8A(-0.0174) H8B(-
 0.145) H11A(-0.1126) H11B(-0.0492) H11C(0.1061) H12A(-0.3071) H12B(-0.2708)
 H12C(-0.3604) H13A(0.2615) H13B(0.1042) H13C(0.2911) H14A(0.1396) H14B(-
 0.0517) H14C(-0.0486) H17A(0.7978) H17B(0.7685) H17C(0.8675) H18A(0.6444)
 H18B(0.5541) H18C(0.4188) H19A(0.3359) H19B(0.5335) H19C(0.5242) H20A(0.254)
 H20B(0.3793) H20C(0.1827)
 Fixed Y: H3(0.5017) H6(0.6191) H7A(0.6096) H7B(0.6851) H8A(0.4285)
 H8B(0.5154) H11A(0.8924) H11B(0.9489) H11C(0.8915) H12A(0.7653) H12B(0.8681)
 H12C(0.8383) H13A(0.907) H13B(0.9183) H13C(0.8593) H14A(0.714) H14B(0.7717)
 H14C(0.6873) H17A(0.2732) H17B(0.2352) H17C(0.3298) H18A(0.4208) H18B(0.3302)
 H18C(0.4038) H19A(0.1857) H19B(0.1631) H19C(0.2421) H20A(0.2716) H20B(0.1844)
 H20C(0.1986)
 Fixed Z: H3(0.7465) H6(0.7544) H7A(0.6092) H7B(0.5585) H8A(0.9243)
 H8B(0.8982) H11A(0.6572) H11B(0.5401) H11C(0.6187) H12A(0.405) H12B(0.3779)
 H12C(0.5057) H13A(0.4369) H13B(0.3254) H13C(0.3063) H14A(0.2609) H14B(0.2416)
 H14C(0.3319) H17A(0.9691) H17B(1.1058) H17C(1.0883) H18A(1.1989) H18B(1.247)
 H18C(1.1818) H19A(0.8674) H19B(0.9414) H19C(0.8421) H20A(1.1689) H20B(1.1488)
 H20C(1.0695)
;