#------------------------------------------------------------------------------
#$Date: 2016-02-16 02:10:39 +0100 (mar 16 de feb de 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/38/7203877.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_7203877
loop_
_publ_author_name
'Shull, Brian K.'
'Spielvogel, David E.'
'Gopalaswamy, Ramesh'
'Sankar, Sabapathy'
'Boyle, Paul D.'
'Head, Gerald'
'Devito, Kevin'
_publ_section_title
;
 Evidence for spontaneous, reversible paracyclophane formation. Aprotic
 solution structure of the boron neutron capture therapy drug,
 L-p-boronophenylalanine
;
_journal_issue                   3
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 2'
_journal_page_first              557
_journal_paper_doi               10.1039/a906038c
_journal_year                    2000
_chemical_formula_moiety         'C9 H12 B N O4 '
_chemical_formula_sum            'C9 H12 B N O4'
_chemical_formula_weight         209.01
_chemical_name_systematic
;
L-p-boronophenylalanine
;
_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'
_cell_angle_alpha                90.0
_cell_angle_beta                 102.379(5)
_cell_angle_gamma                90.0
_cell_formula_units_Z            2
_cell_length_a                   5.3472(3)
_cell_length_b                   7.3229(6)
_cell_length_c                   12.1705(7)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293
_cell_measurement_theta_max      18.00
_cell_measurement_theta_min      17.00
_cell_volume                     465.48(5)
_computing_data_reduction        'NRCVAX DATRD2'
_computing_molecular_graphics    NRCVAX
_computing_publication_material  'NRCVAX TABLES Jan 94 Version'
_computing_structure_refinement  'NRCVAX LSTSQ'
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'Nonius CAD-4    '
_diffrn_measurement_method       'Theta/2theta scan b/P/b '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'xray tube'
_diffrn_radiation_type           'Molybdenum K\a'
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .008
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2874
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         1.50
_diffrn_standards_decay_%        1.1
_diffrn_standards_interval_time  80
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .11
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_description       prism
_exptl_crystal_F_000             220.16
_exptl_crystal_size_max          .40
_exptl_crystal_size_mid          .32
_exptl_crystal_size_min          .19
_refine_diff_density_max         .28
_refine_diff_density_min         -.17
_refine_ls_abs_structure_details
;
The small magnitude of the anomalous dispersion terms precluded a
successful refinement of the either the Rodgers or Flack parameters
despite the fact that full set of Bijvoet pairs were collected.
;
_refine_ls_extinction_coef       0.12(5)
_refine_ls_extinction_method     Larson
_refine_ls_goodness_of_fit_obs   1.60
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         2602
_refine_ls_R_factor_all          .031
_refine_ls_R_factor_obs          .031
_refine_ls_shift/esd_max         .003
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     '1/(σ²(F)+ .0005F²) '
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         .043
_refine_ls_wR_factor_obs         .043
_reflns_number_observed          2602
_reflns_number_total             2677
_reflns_observed_criterion       'Inet > 1.0\s(Inet)'
_cod_data_source_file            a906038c.txt
_cod_data_source_block           BPA
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_original_formula_sum        'C9 H12 B N O4 '
_cod_database_code               7203877
#BEGIN Tags that were not found in dictionaries:
_atoms_sites_solution_primary    direct
_atoms_sites_solution_secondary  geom
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_type_symbol
O(1) -.18635(15) .80987(18) .49088(7) .0307(4) Uani ? . O
O(2) .22949(16) .8259(2) .57367(6) .0387(5) Uani ? . O
O(3) .12862(16) .78510 -.22362(6) .0323(4) Uani ? . O
O(4) .5067(2) .6140(2) -.17858(8) .0389(5) Uani ? . O
N(1) .33817(17) 1.00847(18) .39311(7) .0238(4) Uani ? . N
B(1) .3094(2) .7035(2) -.14509(9) .0233(5) Uani ? . B
C(1) .04523(18) .83949(20) .49156(8) .0222(4) Uani ? . C
C(2) .10948(18) .88513(19) .37729(8) .0196(4) Uani ? . C
C(3) .1620(2) .70298(19) .32388(8) .0247(4) Uani ? . C
C(4) .20716(18) .71382(18) .20586(7) .0201(4) Uani ? . C
C(5) .03415(18) .80108(19) .11892(8) .0227(4) Uani ? . C
C(6) .07038(17) .79866(19) .00897(8) .0222(4) Uani ? . C
C(7) .28077(19) .70865(18) -.01850(7) .0203(4) Uani ? . C
C(8) .45550(19) .62552(20) .06948(8) .0236(4) Uani ? . C
C(9) .42016(19) .62774(20) .17977(8) .0244(4) Uani ? . C
H(1a) .316(4) 1.107(4) .4288(17) .053(5) Uiso ? . H
H(1b) .401(3) 1.043(3) .3216(16) .046(5) Uiso ? . H
H(1c) .489(3) .948(3) .4372(15) .040(4) Uiso ? . H
H(2) -.030(3) .945(2) .3361(13) .020(3) Uiso ? . H
H(3) .152(4) .793(3) -.2937(17) .058(5) Uiso ? . H
H(4) .591(4) .573(4) -.132(2) .060(7) Uiso ? . H
H(3a) .318(4) .639(3) .3732(19) .053(5) Uiso ? . H
H(3b) .003(3) .625(3) .3176(14) .043(4) Uiso ? . H
H(5) -.099(3) .865(2) .1356(13) .026(3) Uiso ? . H
H(6) -.055(3) .859(2) -.0470(12) .025(3) Uiso ? . H
H(8) .600(3) .567(2) .0608(12) .023(3) Uiso ? . H
H(9) .541(3) .573(2) .2437(13) .032(4) Uiso ? . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C ? .003 .002 'International Tables Vol. IV Table 2.2B'
H ? .000 .000 'International Tables Vol. IV Table 2.2B'
B ? .001 .001 'International Tables Vol. IV Table 2.2B'
N ? .006 .003 'International Tables Vol. IV Table 2.2B'
O ? .011 .006 'International Tables Vol. IV Table 2.2B'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
2 -2 -5
1 -1 6
-1 2 -5
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B(1) O(3) H(3) 118.8(14) ? ? ? ?
B(1) O(4) H(4) 111.0(19) ? ? ? ?
C(2) N(1) H(1a) 112.0(14) ? ? ? ?
C(2) N(1) H(1b) 116.3(11) ? ? ? ?
C(2) N(1) H(1c) 110.6(11) ? ? ? ?
H(1a) N(1) H(1b) 108.9(18) ? ? ? ?
H(1a) N(1) H(1c) 106.9(18) ? ? ? ?
H(1b) N(1) H(1c) 101.4(14) ? ? ? ?
O(3) B(1) O(4) 118.76(9) ? ? ? ?
O(3) B(1) C(7) 118.49(10) ? ? ? ?
O(4) B(1) C(7) 122.72(10) ? ? ? ?
O(1) C(1) O(2) 126.86(9) ? ? ? ?
O(1) C(1) C(2) 116.26(9) ? ? ? ?
O(2) C(1) C(2) 116.75(8) ? ? ? ?
N(1) C(2) C(1) 110.41(8) ? ? ? ?
N(1) C(2) C(3) 111.06(8) ? ? ? ?
N(1) C(2) H(2) 109.1(9) ? ? ? ?
C(1) C(2) C(3) 106.88(10) ? ? ? ?
C(1) C(2) H(2) 106.5(9) ? ? ? ?
C(3) C(2) H(2) 112.7(10) ? ? ? ?
C(2) C(3) C(4) 116.00(10) ? ? ? ?
C(2) C(3) H(3a) 110.3(13) ? ? ? ?
C(2) C(3) H(3b) 107.1(11) ? ? ? ?
C(4) C(3) H(3a) 107.7(12) ? ? ? ?
C(4) C(3) H(3b) 105.1(9) ? ? ? ?
H(3a) C(3) H(3b) 110.5(18) ? ? ? ?
C(3) C(4) C(5) 121.89(9) ? ? ? ?
C(3) C(4) C(9) 119.83(9) ? ? ? ?
C(5) C(4) C(9) 118.21(8) ? ? ? ?
C(4) C(5) C(6) 120.95(9) ? ? ? ?
C(4) C(5) H(5) 119.1(10) ? ? ? ?
C(6) C(5) H(5) 119.9(10) ? ? ? ?
C(5) C(6) C(7) 121.21(9) ? ? ? ?
C(5) C(6) H(6) 117.3(9) ? ? ? ?
C(7) C(6) H(6) 121.5(9) ? ? ? ?
B(1) C(7) C(6) 119.53(9) ? ? ? ?
B(1) C(7) C(8) 123.14(9) ? ? ? ?
C(6) C(7) C(8) 117.33(8) ? ? ? ?
C(7) C(8) C(9) 121.66(9) ? ? ? ?
C(7) C(8) H(8) 124.1(9) ? ? ? ?
C(9) C(8) H(8) 114.2(9) ? ? ? ?
C(4) C(9) C(8) 120.61(10) ? ? ? ?
C(4) C(9) H(9) 115.7(9) ? ? ? ?
C(8) C(9) H(9) 123.7(9) ? ? ? ?
N(1) H(1a) H(1b) 39.0(12) ? ? ? ?
N(1) H(1a) H(1c) 39.1(13) ? ? ? ?
H(1b) H(1a) H(1c) 61.6(14) ? ? ? ?
N(1) H(1b) H(1a) 32.1(12) ? ? ? ?
N(1) H(1b) H(1c) 38.1(9) ? ? ? ?
H(1a) H(1b) H(1c) 57.2(13) ? ? ? ?
N(1) H(1c) H(1a) 34.0(11) ? ? ? ?
N(1) H(1c) H(1b) 40.5(10) ? ? ? ?
H(1a) H(1c) H(1b) 61.2(13) ? ? ? ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O(1) C(1) 1.2554(12) ? ? ?
O(2) C(1) 1.2479(13) ? ? ?
O(3) B(1) 1.3448(14) ? ? ?
O(3) H(3) .89(2) ? ? ?
O(4) B(1) 1.3761(16) ? ? ?
O(4) H(4) .71(3) ? ? ?
N(1) C(2) 1.4991(15) ? ? ?
N(1) H(1a) .87(3) ? ? ?
N(1) H(1b) 1.027(18) ? ? ?
N(1) H(1c) .975(19) ? ? ?
B(1) C(7) 1.5810(13) ? ? ?
C(1) C(2) 1.5391(13) ? ? ?
C(2) C(3) 1.5359(18) ? ? ?
C(2) H(2) .918(15) ? ? ?
C(3) C(4) 1.5087(13) ? ? ?
C(3) H(3a) 1.03(2) ? ? ?
C(3) H(3b) 1.010(20) ? ? ?
C(4) C(5) 1.4015(15) ? ? ?
C(4) C(9) 1.3966(15) ? ? ?
C(5) C(6) 1.3928(13) ? ? ?
C(5) H(5) .911(16) ? ? ?
C(6) C(7) 1.4047(14) ? ? ?
C(6) H(6) .954(15) ? ? ?
C(7) C(8) 1.4004(15) ? ? ?
C(8) C(9) 1.3952(13) ? ? ?
C(8) H(8) .910(15) ? ? ?
C(9) H(9) .984(17) ? ? ?
H(1a) H(1b) 1.54(3) ? ? ?
H(1a) H(1c) 1.48(3) ? ? ?
H(1b) H(1c) 1.55(3) ? ? ?
