#------------------------------------------------------------------------------
#$Date: 2025-08-19 08:12:48 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301798 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010244.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2010244
loop_
_publ_author_name
'Tham, W.-Y.'
'White, J.M.'
_publ_section_title
;
 1-Azabicyclo[4.4.0]decane borine adduct
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2074
_journal_page_last               2076
_journal_paper_doi               10.1107/S0108270194005299
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C9 H20 B1 N1'
_chemical_formula_sum            'C9 H20 B N'
_chemical_formula_weight         153.08
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_type_scat_source           IntTabC
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   13.554(2)
_cell_length_b                   11.766(2)
_cell_length_c                   6.1480(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    180
_cell_measurement_theta_max      18
_cell_measurement_theta_min      13
_cell_volume                     980.5(3)
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       \q/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.016
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -2
_diffrn_reflns_limit_k_max       2
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_number            1663
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_time  150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.06
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.037
_exptl_crystal_description       block
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.21
_refine_diff_density_min         0.13
_refine_ls_extinction_coef       0.025(4)
_refine_ls_extinction_method     empirical
_refine_ls_goodness_of_fit_obs   1.04
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     98
_refine_ls_number_reflns         903
_refine_ls_R_factor_obs          0.036
_refine_ls_shift/esd_max         -0.037
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;w = 1/[\s^2^F~o~^2^ + (0.0466P)^2^] + 0.25P
where P = [max(F^2^,0) + 2F~c~^2^]/3
;
_refine_ls_wR_factor_obs         0.100
_reflns_number_observed          806
_reflns_number_total             903
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            as1111.cif
_cod_data_source_block           as1111a
_cod_depositor_comments
;
 Adding _atom_site_type_symbol label and values.

 Antanas Vaitkus,
 2013-04-04

 Corrected the _atom_site_type_symbol data item values associated with atoms
 'BH1' and 'BH2' by changing them from 'B' to 'H'. The incorrect atom types
  were previously accidentally assigned in revision 79693. 

 Antanas Vaitkus,
 2019-08-30
;
_cod_original_cell_volume        980.4(2)
_cod_original_formula_sum        'C9 H20 B1 N1'
_cod_database_code               2010244
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,y,1/2-z
x,1/2-y,z
1/2-x,1/2+y,1/2+z
-x,-y,-z
1/2-x,-y,1/2+z
-x,1/2+y,-z
1/2+x,1/2-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
B B .13550(10) .2500 .3306(3) .0300(10)
N N .16680(10) .2500 .5880(2) .0230(10)
C(2) C .22970(10) .35250(10) .6347(2) .0290(10)
C(3) C .17370(10) .46370(10) .6228(2) .0360(10)
C(4) C .08530(10) .46290(10) .7755(2) .0380(10)
C(5) C .02240(10) .35820(10) .7361(2) .0350(10)
C(6) C .08250(10) .2500 .7524(2) .0260(10)
H(2A) H .2556(9) .3414(9) .780(2) .032(3)
H(2B) H .2859(8) .3496(8) .530(2) .029(3)
H(3A) H .1502(8) .4756(10) .475(2) .037(3)
H(3B) H .2181(9) .5239(11) .661(2) .044(3)
H(4A) H .1091(8) .4609(10) .930(2) .042(3)
H(4B) H .0470(9) .5317(11) .757(2) .045(3)
H(5A) H -.0097(9) .3616(10) .596(2) .041(3)
H(5B) H -.0299(9) .3516(10) .847(2) .042(3)
H(6) H .1155(10) .2500 .895(3) .026(4)
BH1 H .0914(10) .3264(11) .291(2) .057(4)
BH2 H .2059(13) .2500 .242(3) .052(5)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(2) N C(2) . 3_555 106.56(11) yes
C(2) N B . . 109.33(7) yes
C(6) N B . . 116.50(11) yes
C(2) C(3) C(4) . . 111.08(9) yes
C(4) C(5) C(6) . . 111.70(9) yes
C(5) C(6) N . . 111.03(7) yes
C(2) N C(6) . . 107.33(7) yes
C(2) N B 3_555 . 109.33(7) yes
N C(2) C(3) . . 113.53(9) yes
C(3) C(4) C(5) . . 110.41(9) yes
C(5) C(6) C(5) 3_555 . 114.37(12) yes
N B BH1 . . 110.6(7) no
BH1 B BH2 . . 111.2(9) no
N B BH2 . . 104.7(10) no
H(2A) C(2) H(2B) . . 108.2(9) no
N C(2) H(2A) . . 105.8(7) no
N C(2) H(2B) . . 106.4(6) no
C(2) C(3) H(3A) . . 109.5(7) no
C(2) C(3) H(3B) . . 108.2(7) no
H(3A) C(3) H(3B) . . 109.2(10) no
C(5) C(4) H(4A) . . 108.3(7) no
C(5) C(4) H(4B) . . 111.0(7) no
C(6) C(5) H(5A) . . 109.6(7) no
C(6) C(5) H(5B) . . 105.9(7) no
H(5A) C(5) H(5B) . . 107.2(10) no
C(5) C(6) H(6) . . 107.7(4) no
C(3) C(2) H(2A) . . 110.1(7) no
C(3) C(2) H(2B) . . 112.4(6) no
C(4) C(3) H(3A) . . 108.6(7) no
C(4) C(3) H(3B) . . 110.3(7) no
H(4A) C(4) H(4B) . . 107.7(10) no
C(3) C(4) H(4A) . . 109.3(7) no
C(3) C(4) H(4B) . . 110.1(7) no
C(4) C(5) H(5A) . . 111.2(7) no
C(4) C(5) H(5B) . . 111.0(7) no
C(5) C(6) H(6) 3_555 . 107.7(4) no
N C(6) H(6) . . 104.5(8) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B N . . 1.638(2) yes
N C(6) . . 1.525(2) yes
C(3) C(4) . . 1.523(2) yes
C(5) C(6) . . 1.5151(13) yes
N C(2) . . 1.5048(12) yes
C(2) C(3) . . 1.514(2) yes
C(4) C(5) . . 1.517(2) yes
B BH1 . . 1.107(13) no
C(2) H(2A) . . 0.966(13) no
C(3) H(3A) . . 0.972(13) no
C(4) H(4A) . . 1.006(13) no
C(5) H(5A) . . 0.969(14) no
C(6) H(6) . . 0.98(2) no
B BH2 . . 1.10(2) no
C(2) H(2B) . . 0.996(12) no
C(3) H(3B) . . 0.960(13) no
C(4) H(4B) . . 0.968(13) no
C(5) H(5B) . . 0.986(13) no
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C(2) N C(2) C(3) 3_555 . -172.84(6) yes
B N C(2) C(3) . . 69.11(12) yes
C(2) C(3) C(4) C(5) . . -52.07(13) yes
C(4) C(5) C(6) C(5) . 3_555 174.46(8) yes
C(2) N C(6) C(5) . 3_555 -172.89(9) yes
B N C(6) C(5) . 3_555 64.21(9) yes
C(2) N C(6) C(5) 3_555 . 172.89(9) yes
C(6) N C(2) C(3) . . -58.11(11) yes
N C(2) C(3) C(4) . . 56.12(13) yes
C(3) C(4) C(5) C(6) . . 54.44(13) yes
C(4) C(5) C(6) N . . -58.93(13) yes
C(2) N C(6) C(5) 3_555 3_555 -58.68(12) yes
C(2) N C(6) C(5) . . 58.68(12) yes
B N C(6) C(5) . . -64.21(9) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168307707
