#------------------------------------------------------------------------------
#$Date: 2018-01-30 16:30:45 +0200 (Tue, 30 Jan 2018) $
#$Revision: 205898 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/93/2009373.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_2009373
loop_
_publ_author_name
'Singh, P.'
'Comins, D.L.'
'Joseph, S.P.'
_publ_section_title
;4-Methoxy-1-[(1R,4S,5R)-8-phenylmenthoxycarbonyl]pyridinium
 hexachloroantimonate, C₂₃H₃₀NO₃⁺.SbCl₆^{-^}
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              25
_journal_page_last               27
_journal_paper_doi               10.1107/S0108270193006031
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C23 H30 N1 O3,Cl6 Sb1'
_chemical_formula_sum            'C23 H30 Cl6 N O3 Sb'
_chemical_formula_weight         702.97
_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'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 96.52(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            2
_cell_length_a                   7.905(2)
_cell_length_b                   24.110(11)
_cell_length_c                   7.929(2)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    298
_cell_measurement_theta_max      20
_cell_measurement_theta_min      13
_cell_volume                     1501.4(9)
_diffrn_measurement_device       'Siemens R3m/μ'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.010
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3924
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        1.7
_diffrn_standards_interval_count 48
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.5
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.55
_exptl_crystal_description       Plates
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.65
_refine_diff_density_min         -0.72
_refine_ls_extinction_coef       6.0E-7(3)
_refine_ls_extinction_method     Zachariasen
_refine_ls_goodness_of_fit_obs   1.21
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     277
_refine_ls_number_reflns         2466
_refine_ls_R_factor_obs          0.047
_refine_ls_shift/esd_max         0.74
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/[σ²(Fₒ)+0.0009Fₒ²]
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.056
_reflns_number_observed          2466
_reflns_number_total             3511
_reflns_observed_criterion       F~o~>=5\s(F~o~)
_cod_data_source_file            cr1060.cif
_cod_data_source_block           cr1060_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w=1/[\s^2^(F~o~)+0.0009F~o~^2^]'
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~o~)+0.0009F~o~^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1501.4(8)
_cod_original_sg_symbol_H-M      'P 21'
_cod_original_formula_sum        'C23 H30 Cl6 N1 O3 Sb1'
_cod_database_code               2009373
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
Sb .07770(10) .5000 .62200(10) .0560(10)
Cl(1) .3756(3) .4906(2) .6442(4) .0900(10)
Cl(2) -.2194(3) .5099(2) .6029(4) .0930(10)
Cl(3) .0563(4) .41360(10) .7608(4) .0800(10)
Cl(4) .0974(6) .5860(2) .4880(8) .165(3)
Cl(5) .1020(4) .5431(2) .8921(5) .1040(10)
Cl(6) .0504(4) .4547(2) .3567(4) .116(2)
C(1) .512(2) .5802(5) .2424(18) .105(6)
O(1) .6228(11) .5470(4) .1461(9) .086(3)
C(2) .5794(12) .4978(9) .1089(11) .069(3)
C(3) .4330(12) .4675(4) .1545(13) .064(4)
C(4) .4000(12) .4153(4) .1075(11) .056(3)
N(1) .5076(9) .3864(3) .0128(9) .052(2)
C(5) .6524(13) .4114(5) -.0275(13) .068(4)
C(6) .6898(13) .4636(5) .0163(13) .069(4)
C(7) .4782(13) .3301(4) -.0382(11) .059(3)
O(2) .5723(11) .3060(4) -.1171(10) .091(4)
O(3) .3363(8) .3124(3) .0137(8) .060(2)
C(8) .2769(13) .2551(4) -.0350(11) .058(3)
C(9) .2476(14) .2225(4) .1227(12) .060(3)
C(10) .1501(18) .1700(5) .0668(15) .088(5)
C(11) -.0108(16) .1801(6) -.0551(17) .099(5)
C(12) .0252(15) .2098(4) -.2089(13) .073(4)
C(13) .1168(16) .2638(5) -.1579(14) .075(4)
C(14) -.137(2) .2212(6) -.330(2) .137(7)
C(15) .4086(16) .2106(5) .2494(15) .081(4)
C(16) .5393(18) .1758(7) .163(2) .126(7)
C(17) .366(2) .1766(7) .4021(16) .148(8)
C(18) .3894(9) .2981(4) .4162(12) .111(5)
C(19) .4530 .3477 .4882 .127(5)
C(20) .6182 .3645 .4676 .123(5)
C(21) .7199 .3317 .3749 .116(5)
C(22) .6563 .2821 .3028 .110(4)
C(23) .4911 .2653 .3234 .075(3)
H(1A) .5496 .6174 .2265 .109
H(1B) .5347 .5703 .3600 .109
H(1C) .3914 .5778 .2082 .109
H(3) .3577 .4862 .2226 .072
H(4) .2976 .3980 .1362 .068
H(5) .7294 .3915 -.0906 .079
H(6) .7959 .4791 -.0090 .081
H(8) .3601 .2346 -.0888 .061
H(9) .1795 .2451 .1885 .064
H(10A) .1190 .1518 .1664 .091
H(10B) .2243 .1463 .0112 .091
H(11A) -.0894 .2015 .0022 .103
H(11B) -.0611 .1450 -.0884 .103
H(12) .0992 .1882 -.2710 .084
H(13A) .1439 .2830 -.2574 .078
H(13B) .0391 .2857 -.1011 .078
H(14A) -.1985 .1869 -.3455 .112
H(14B) -.0943 .2313 -.4349 .112
H(14C) -.2114 .2498 -.2983 .112
H(16A) .4881 .1396 .1609 .133
H(16B) .6381 .1763 .2456 .133
H(16C) .5719 .1843 .0531 .133
H(17A) .3438 .1389 .3675 .122
H(17B) .2615 .1946 .4198 .122
H(17C) .4420 .1770 .5058 .122
H(18) .2757 .2865 .4304 .120
H(19) .3831 .3703 .5521 .120
H(20) .6620 .3987 .5172 .120
H(21) .8336 .3433 .3606 .120
H(22) .7263 .2595 .2390 .120
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
C1(1) Sb C1(2) 179.3(2) yes
C1(2) Sb C1(3) 89.8(2) yes
C1(2) Sb C1(4) 89.9(2) yes
C1(1) Sb C1(5) 89.8(2) yes
C1(3) Sb C1(5) 88.2(2) yes
C1(1) Sb C1(6) 90.7(2) yes
C1(3) Sb C1(6) 90.2(2) yes
C1(5) Sb C1(6) 178.4(2) yes
O(1) C(2) C(3) 128.3(12) yes
C(3) C(2) C(6) 112.5(15) yes
C(3) C(4) N(1) 121.1(9) yes
C(4) N(1) C(7) 122.9(8) yes
N(1) C(5) C(6) 121.7(10) yes
N(1) C(7) O(2) 121.8(10) yes
O(2) C(7) O(3) 128.4(10) yes
O(3) C(8) C(9) 109.8(7) yes
C(9) C(8) C(13) 113.9(9) yes
C(8) C(9) C(15) 116.0(9) yes
C(9) C(10) C(11) 114.1(10) yes
C(11) C(12) C(13) 109.1(9) yes
C(13) C(12) C(14) 110.6(10) yes
C(9) C(15) C(16) 110.6(10) yes
C(16) C(15) C(17) 105.9(11) yes
C(16) C(15) C(23) 110.7(10) yes
C(15) C(23) C(18) 115.9(6) yes
C1(1) Sb C1(3) 90.3(2) yes
C1(1) Sb C1(4) 90.1(2) yes
C1(3) Sb C1(4) 179.2(2) yes
C1(2) Sb C1(5) 89.5(2) yes
C1(4) Sb C1(5) 91.1(2) yes
C1(2) Sb C1(6) 90.0(2) yes
C1(4) Sb C1(6) 90.5(2) yes
C(1) O(1) C(2) 118.2(10) yes
O(1) C(2) C(6) 119.2(11) yes
C(2) C(3) C(4) 122.9(11) yes
C(4) N(1) C(5) 119.1(8) yes
C(5) N(1) C(7) 117.9(8) yes
C(2) C(6) C(5) 122.6(11) yes
N(1) C(7) O(3) 109.8(8) yes
C(7) O(3) C(8) 118.4(8) yes
O(3) C(8) C(13) 104.6(8) yes
C(8) C(9) C(10) 108.1(8) yes
C(10) C(9) C(15) 112.6(9) yes
C(10) C(11) C(12) 112.2(11) yes
C(11) C(12) C(14) 112.4(11) yes
C(8) C(13) C(12) 112.9(9) yes
C(9) C(15) C(17) 112.0(11) yes
C(9) C(15) C(23) 111.4(9) yes
C(17) C(15) C(23) 106.0(10) yes
C(15) C(23) C(22) 124.1(6) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Sb Cl(1) 2.352(5) yes
Sb Cl(3) 2.372(6) yes
Sb Cl(5) 2.369(6) yes
O(1) C(1) 1.466(18) yes
C(2) C(3) 1.449(17) yes
C(3) C(4) 1.330(14) yes
N(1) C(5) 1.364(14) yes
C(5) C(6) 1.330(17) yes
C(7) O(3) 1.309(13) yes
C(8) C(9) 1.516(14) yes
C(9) C(10) 1.523(16) yes
C(10) C(11) 1.527(18) yes
C(12) C(13) 1.521(16) yes
C(15) C(16) 1.55(2) yes
C(15) C(23) 1.555(15) yes
Sb Cl(2) 2.348(5) yes
Sb Cl(4) 2.343(7) yes
Sb Cl(6) 2.357(6) yes
O(1) C(2) 1.26(2) yes
C(2) C(6) 1.457(18) yes
C(4) N(1) 1.386(13) yes
N(1) C(7) 1.427(13) yes
C(7) O(2) 1.178(14) yes
O(3) C(8) 1.497(12) yes
C(8) C(13) 1.521(15) yes
C(9) C(15) 1.556(16) yes
C(11) C(12) 1.469(18) yes
C(12) C(14) 1.54(2) yes
C(15) C(17) 1.53(2) yes
