#------------------------------------------------------------------------------
#$Date: 2017-03-24 12:00:48 +0200 (Fri, 24 Mar 2017) $
#$Revision: 194474 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/11/2001185.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_2001185
loop_
_publ_author_name
'Farrugia, L. J.'
'Lovatt, P. A.'
'Peacock, R. D.'
_publ_section_title
;Structure of
 N¹-(3-phenoxypropyl)-4,7-diaza-1-azoniatricyclo[5.2.1.0^4,10^]decane
 bromide hydrate
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2164
_journal_page_last               2165
_journal_paper_doi               10.1107/S0108270193005475
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C16 H25.44 Br N3 O1.72'
_chemical_formula_weight         367.25
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.0
_cell_angle_beta                 111.420(10)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   8.4310(10)
_cell_length_b                   20.452(3)
_cell_length_c                   10.615(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298
_cell_measurement_theta_max      20
_cell_measurement_theta_min      17
_cell_volume                     1703.9(6)
_computing_structure_solution
;MITHRIL (Gilmore, 1984) and The GX Crystallographic Program System
(Mallinson & Muir, 1985)
;
_diffrn_measurement_device       'Enraf-Nonius Turbo CAD-4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.031
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2842
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        2.8
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.389
_exptl_absorpt_correction_T_max  1.41
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.38
_exptl_crystal_description       'Cleaved from large prism'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.34
_refine_diff_density_min         -0.36
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.33
_refine_ls_hydrogen_treatment    refU
_refine_ls_number_parameters     190
_refine_ls_number_reflns         1227
_refine_ls_R_factor_obs          0.048
_refine_ls_shift/esd_max         0.01
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(F)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.041
_reflns_number_observed          1227
_reflns_number_total             2553
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            ha1050.cif
_cod_data_source_block           ha1050_structure_1_of_1
_cod_depositor_comments
;
 Marking attached hydrogen atoms.

 Antanas Vaitkus,
 2017-03-24

 Marking atom 'O(2)' as having the occupancy of '0.72(2)' after consulting
 the original publication.

 Antanas Vaitkus,
 2017-03-23

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/\s^2^(F)' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/\s^2^(F)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1704.5(6)
_cod_database_code               2001185
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
'1/2-x, 1/2+y, -z'
'1/2+x, 1/2-y, z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_attached_hydrogens
Br .18821(11) .10429(4) -.08481(9) 1 .054 0
O(1) .1833(6) .5310(2) .6270(5) 1 .049 0
O(2) .4307(12) .4178(7) .5896(9) 0.72(2) .151 2
N(1) .2467(7) .3892(3) 1.0110(6) 1 .033 0
N(4) .2554(8) .3791(3) 1.2441(7) 1 .046 0
N(7) .1304(8) .2956(3) 1.0953(7) 1 .043 0
C(1) .1455(10) .3634(4) 1.1106(9) 1 .040 0
C(2) .4011(9) .4229(4) 1.1063(8) 1 .044 0
C(3) .3514(10) .4360(4) 1.2310(8) 1 .051 0
C(5) .3595(11) .3207(5) 1.3017(9) 1 .062 0
C(6) .2673(12) .2657(4) 1.2098(9) 1 .064 0
C(8) .1363(12) .2822(4) .9617(9) 1 .063 0
C(9) .2779(11) .3264(4) .9502(8) 1 .048 0
C(10) .1338(8) .4360(3) .9072(8) 1 .038 0
C(11) .2014(9) .4551(4) .7985(7) 1 .039 0
C(12) .1129(10) .5161(4) .7278(8) 1 .043 0
C(111) .1313(8) .5878(3) .5546(8) 1 .040 0
C(112) .2168(10) .6043(4) .4687(10) 1 .048 0
C(113) .1748(7) .6616(3) .3925(6) 1 .056 0
C(114) .0473(7) .7025(3) .4023(7) 1 .058 0
C(115) -.0381(9) .6859(3) .4883(9) 1 .054 0
C(116) .0039(7) .6286(2) .5644(5) 1 .044 0
H(1) .03634 .38807 1.08912 1 ? 0
H(2A) .42739 .46393 1.06638 1 ? 0
H(2B) .50243 .39334 1.13233 1 ? 0
H(3A) .45369 .44292 1.31515 1 ? 0
H(3B) .27745 .47572 1.21359 1 ? 0
H(5A) .36636 .31349 1.39670 1 ? 0
H(5B) .47744 .32565 1.30153 1 ? 0
H(6A) .34697 .24058 1.17755 1 ? 0
H(6B) .21747 .23538 1.25935 1 ? 0
H(8A) .02472 .29443 .89049 1 ? 0
H(8B) .15995 .23506 .95069 1 ? 0
H(9A) .39255 .30773 1.00308 1 ? 0
H(9B) .26849 .33329 .85446 1 ? 0
H(10A) .11650 .47660 .95309 1 ? 0
H(10B) .02101 .41438 .86079 1 ? 0
H(11A) .18382 .41917 .73078 1 ? 0
H(11B) .32618 .46390 .84287 1 ? 0
H(12A) -.01250 .50810 .68540 1 ? 0
H(12B) .13371 .55291 .79400 1 ? 0
H(112) .3081(13) .5750(5) .4616(14) 1 ? 0
H(113) .2360(9) .6735(3) .3309(8) 1 ? 0
H(114) .0172(9) .7436(4) .3477(9) 1 ? 0
H(115) -.1295(13) .7152(5) .4953(13) 1 ? 0
H(116) -.0573(8) .6168(3) .6260(7) 1 ? 0
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(12) O(1) C(111) 117.5(5) yes
C(1) N(1) C(9) 102.3(6) yes
C(2) N(1) C(9) 116.1(6) yes
C(9) N(1) C(10) 113.1(6) yes
C(1) N(4) C(5) 107.7(7) yes
C(1) N(7) C(6) 107.8(7) yes
C(6) N(7) C(8) 115.5(7) yes
N(1) C(1) N(7) 106.6(6) yes
N(1) C(2) C(3) 102.5(6) yes
N(4) C(5) C(6) 104.3(7) yes
N(7) C(8) C(9) 105.6(7) yes
N(1) C(10) C(11) 114.1(6) yes
O(1) C(12) C(11) 106.4(7) yes
O(1) C(111) C(116) 124.2(3) yes
C(1) N(1) C(2) 103.8(6) yes
C(1) N(1) C(10) 109.3(5) yes
C(2) N(1) C(10) 111.3(6) yes
C(1) N(4) C(3) 105.6(7) yes
C(3) N(4) C(5) 114.8(7) yes
C(1) N(7) C(8) 105.3(7) yes
N(1) C(1) N(4) 105.2(6) yes
N(4) C(1) N(7) 109.8(7) yes
N(4) C(3) C(2) 106.2(7) yes
N(7) C(6) C(5) 106.8(7) yes
N(1) C(9) C(8) 101.9(6) yes
C(10) C(11) C(12) 109.7(7) yes
O(1) C(111) C(112) 115.8(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(12) 1.433(8) yes
N(1) C(1) 1.668(9) yes
N(1) C(9) 1.503(9) yes
N(4) C(1) 1.419(9) yes
N(4) C(5) 1.477(10) yes
N(7) C(6) 1.469(10) yes
C(2) C(3) 1.550(11) yes
C(8) C(9) 1.537(11) yes
C(11) C(12) 1.508(10) yes
O(1) C(111) 1.374(5) yes
N(1) C(2) 1.495(9) yes
N(1) C(10) 1.507(9) yes
N(4) C(3) 1.452(9) yes
N(7) C(1) 1.398(9) yes
N(7) C(8) 1.463(10) yes
C(5) C(6) 1.505(11) yes
C(10) C(11) 1.513(10) yes
C(1) H(1) 1.000(8) no
C(2) H(2A) 1.000(8) no
C(3) H(3A) 1.000(9) no
C(5) H(5B) 1.000(9) no
C(6) H(6B) 1.000(9) no
C(8) H(8A) 1.000(10) no
C(9) H(9A) 1.000(9) no
C(10) H(10B) 1.000(7) no
C(11) H(11A) 1.000(8) no
C(12) H(12A) 1.000(8) no
C(111) C(112) 1.395(12) no
C(112) C(113) 1.395(11) no
C(113) C(114) 1.395(9) no
C(114) C(115) 1.395(11) no
C(115) C(116) 1.395(9) no
C(116) H(116) 1.000(9) no
C(2) H(2B) 1.000(8) no
C(3) H(3B) 1.000(9) no
C(5) H(5A) 1.000(9) no
C(6) H(6A) 1.000(10) no
C(8) H(8B) 1.000(8) no
C(9) H(9B) 1.000(8) no
C(10) H(10A) 1.000(7) no
C(11) H(11B) 1.000(8) no
C(12) H(12B) 1.000(8) no
C(111) C(116) 1.395(9) no
C(112) H(112) 1.000(14) no
C(113) H(113) 1.000(10) no
C(114) H(114) 1.000(11) no
C(115) H(115) 1.000(13) no
