#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/88/7018868.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7018868
loop_
_publ_author_name
'Kraehmer, Verena'
'Rehder, Dieter'
_publ_section_title
;
 Modelling the site of bromide binding in vanadate-dependent
 bromoperoxidases.
;
_journal_issue                   17
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5225
_journal_page_last               5234
_journal_paper_doi               10.1039/c2dt12287a
_journal_volume                  41
_journal_year                    2012
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C9 H15 Br N O4'
_chemical_formula_sum            'C9 H15 Br N O4'
_chemical_formula_weight         281.13
_chemical_name_common            R-3-Boc-Bromalaninemethylester
_chemical_name_systematic
;
R-3-(t-Butyloxycarbonyl)-Bromalaninemethylester
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.297(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.3204(19)
_cell_length_b                   5.1021(10)
_cell_length_c                   13.905(3)
_cell_measurement_reflns_used    100
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27
_cell_measurement_theta_min      2
_cell_volume                     627.8(2)
_computing_cell_refinement       'SMART (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'SHELXTL (SHELDRICK, 2008)'
_computing_publication_material  'SHELXTL (SHELDRICK, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0527
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4033
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         2.30
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    3.269
_exptl_absorpt_correction_T_max  0.9083
_exptl_absorpt_correction_T_min  0.2917
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; SHELDRICK, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             286
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.639
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 'Flack (1983), 1525 Friedel pairs'
_refine_ls_abs_structure_Flack   0.041(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         2583
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0397
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0501P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0939
_refine_ls_wR_factor_ref         0.0957
_reflns_number_gt                2257
_reflns_number_total             2583
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt12287a.txt
_cod_data_source_block           bocbr
_cod_original_sg_symbol_Hall     P2yb
_cod_original_sg_symbol_H-M      'P2(1) '
_cod_database_code               7018868
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Br1 Br 0.08228(5) 0.46481(9) 0.28057(3) 0.04139(16) Uani 1 1 d .
O3 O 0.5784(3) 0.6684(6) 0.3131(2) 0.0274(7) Uani 1 1 d .
O1 O 0.3228(3) 0.7614(7) 0.0045(2) 0.0353(7) Uani 1 1 d .
O4 O 0.4213(3) 0.9929(9) 0.22396(19) 0.0304(7) Uani 1 1 d .
O2 O 0.1289(3) 1.0035(7) 0.0210(2) 0.0329(7) Uani 1 1 d .
N1 N 0.3621(4) 0.5609(6) 0.1963(2) 0.0230(7) Uani 1 1 d .
C3 C 0.3354(5) 0.9452(15) -0.0724(3) 0.0473(13) Uani 1 1 d .
H3A H 0.2417 0.9430 -0.1297 0.071 Uiso 1 1 calc R
H3B H 0.4203 0.8944 -0.0957 0.071 Uiso 1 1 calc R
H3C H 0.3527 1.1220 -0.0435 0.071 Uiso 1 1 calc R
C2 C 0.2151(5) 0.8195(9) 0.0461(3) 0.0255(9) Uani 1 1 d .
C1 C 0.2113(4) 0.6205(8) 0.1282(3) 0.0240(9) Uani 1 1 d .
H1 H 0.1673 0.4540 0.0934 0.029 Uiso 1 1 calc R
C9 C 0.1046(5) 0.7237(8) 0.1836(3) 0.0260(9) Uani 1 1 d .
H9A H 0.0046 0.7622 0.1340 0.031 Uiso 1 1 calc R
H9B H 0.1455 0.8884 0.2194 0.031 Uiso 1 1 calc R
C4 C 0.4516(5) 0.7638(9) 0.2434(3) 0.0244(9) Uani 1 1 d .
C5 C 0.6883(5) 0.8554(8) 0.3776(3) 0.0271(9) Uani 1 1 d .
C7 C 0.6132(5) 1.0220(8) 0.4393(3) 0.0312(11) Uani 1 1 d .
H7A H 0.5483 1.1538 0.3952 0.047 Uiso 1 1 calc R
H7B H 0.6910 1.1098 0.4940 0.047 Uiso 1 1 calc R
H7C H 0.5519 0.9096 0.4681 0.047 Uiso 1 1 calc R
C8 C 0.7612(5) 1.0143(11) 0.3132(4) 0.0380(13) Uani 1 1 d .
H8A H 0.7857 0.8987 0.2643 0.057 Uiso 1 1 calc R
H8B H 0.8539 1.0961 0.3569 0.057 Uiso 1 1 calc R
H8C H 0.6909 1.1507 0.2769 0.057 Uiso 1 1 calc R
C6 C 0.8057(5) 0.6723(9) 0.4490(3) 0.0340(10) Uani 1 1 d .
H6A H 0.7602 0.5836 0.4948 0.051 Uiso 1 1 calc R
H6B H 0.8929 0.7755 0.4887 0.051 Uiso 1 1 calc R
H6C H 0.8388 0.5415 0.4089 0.051 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0446(3) 0.0484(3) 0.0365(2) 0.0099(3) 0.02049(18) 0.0022(3)
O3 0.0243(15) 0.0180(15) 0.0320(15) -0.0022(12) -0.0024(13) -0.0020(12)
O1 0.0328(17) 0.045(2) 0.0307(15) 0.0058(15) 0.0141(13) 0.0024(15)
O4 0.0280(14) 0.016(2) 0.0399(14) -0.0035(16) 0.0002(11) 0.0007(15)
O2 0.0336(15) 0.028(2) 0.0356(14) 0.0069(15) 0.0086(12) 0.0082(16)
N1 0.0184(16) 0.0208(18) 0.0245(16) -0.0020(12) -0.0007(14) -0.0010(13)
C3 0.040(2) 0.067(4) 0.038(2) 0.019(3) 0.0159(19) -0.001(4)
C2 0.022(2) 0.028(2) 0.024(2) -0.0030(17) 0.0032(17) -0.0047(18)
C1 0.022(2) 0.018(2) 0.031(2) -0.0022(17) 0.0065(17) -0.0027(16)
C9 0.025(2) 0.028(2) 0.024(2) 0.0018(18) 0.0063(17) -0.0008(18)
C4 0.022(2) 0.024(2) 0.027(2) -0.0018(17) 0.0061(17) -0.0011(17)
C5 0.027(2) 0.018(2) 0.034(2) -0.0024(17) 0.0059(19) -0.0042(17)
C7 0.039(2) 0.021(3) 0.032(2) -0.0031(17) 0.0086(19) -0.0043(18)
C8 0.031(2) 0.042(4) 0.043(2) -0.004(2) 0.0136(19) -0.008(2)
C6 0.034(2) 0.025(2) 0.033(2) -0.0009(18) -0.004(2) 0.0006(19)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C4 O3 C5 118.8(3)
C2 O1 C3 114.8(4)
C4 N1 C1 118.3(3)
O1 C3 H3A 109.5
O1 C3 H3B 109.5
H3A C3 H3B 109.5
O1 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
O2 C2 O1 124.4(4)
O2 C2 C1 123.9(4)
O1 C2 C1 111.7(4)
N1 C1 C9 113.1(3)
N1 C1 C2 112.2(3)
C9 C1 C2 108.4(3)
N1 C1 H1 107.6
C9 C1 H1 107.6
C2 C1 H1 107.6
C1 C9 Br1 110.1(3)
C1 C9 H9A 109.6
Br1 C9 H9A 109.6
C1 C9 H9B 109.6
Br1 C9 H9B 109.6
H9A C9 H9B 108.2
O4 C4 O3 126.3(4)
O4 C4 N1 124.1(4)
O3 C4 N1 109.5(4)
O3 C5 C8 109.9(3)
O3 C5 C7 110.4(3)
C8 C5 C7 113.8(4)
O3 C5 C6 102.5(3)
C8 C5 C6 110.2(4)
C7 C5 C6 109.6(4)
C5 C7 H7A 109.5
C5 C7 H7B 109.5
H7A C7 H7B 109.5
C5 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C5 C8 H8A 109.5
C5 C8 H8B 109.5
H8A C8 H8B 109.5
C5 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C5 C6 H6A 109.5
C5 C6 H6B 109.5
H6A C6 H6B 109.5
C5 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C9 1.945(4)
O3 C4 1.361(5)
O3 C5 1.479(5)
O1 C2 1.340(5)
O1 C3 1.454(6)
O4 C4 1.213(7)
O2 C2 1.213(5)
N1 C4 1.362(5)
N1 C1 1.459(5)
C3 H3A 0.9800
C3 H3B 0.9800
C3 H3C 0.9800
C2 C1 1.536(6)
C1 C9 1.530(6)
C1 H1 1.0000
C9 H9A 0.9900
C9 H9B 0.9900
C5 C8 1.518(6)
C5 C7 1.524(6)
C5 C6 1.540(6)
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C3 O1 C2 O2 2.7(6)
C3 O1 C2 C1 -178.6(4)
C4 N1 C1 C9 -68.8(5)
C4 N1 C1 C2 54.2(5)
O2 C2 C1 N1 -136.0(4)
O1 C2 C1 N1 45.3(5)
O2 C2 C1 C9 -10.4(5)
O1 C2 C1 C9 170.9(3)
N1 C1 C9 Br1 -59.8(4)
C2 C1 C9 Br1 175.1(2)
C5 O3 C4 O4 4.2(6)
C5 O3 C4 N1 -176.6(3)
C1 N1 C4 O4 -8.8(6)
C1 N1 C4 O3 172.0(3)
C4 O3 C5 C8 -66.7(5)
C4 O3 C5 C7 59.6(4)
C4 O3 C5 C6 176.2(3)
