#------------------------------------------------------------------------------
#$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $
#$Revision: 32112 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/01/2010180.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_2010180
loop_
_publ_author_name
'Chen, X.-M.'
'Mak, T.C.W.'
_publ_section_title
;
 Bis(pyridiniopropionate) hydrogen bromide
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1807
_journal_page_last               1809
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C16 H18 N2 O4,H1 Br1'
_chemical_formula_sum            'C16 H19 Br N2 O4'
_chemical_formula_weight         383.2
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 103.63(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            8
_cell_length_a                   32.108(6)
_cell_length_b                   9.244(2)
_cell_length_c                   12.043(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      14
_cell_measurement_theta_min      7.5
_cell_volume                     3473.8(13)
_diffrn_measurement_device       'Nicolet R3m/V'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.022
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4143
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        +-2.0
_diffrn_standards_interval_count 125
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    2.36
_exptl_absorpt_correction_T_max  0.874
_exptl_absorpt_correction_T_min  0.538
_exptl_absorpt_correction_type   'empirical, \y-scan'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.94
_refine_diff_density_min         -0.72
_refine_ls_extinction_coef       '\c = 0.00004'
_refine_ls_extinction_method     'Larson (1970)'
_refine_ls_goodness_of_fit_obs   1.35
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2316
_refine_ls_R_factor_obs          0.061
_refine_ls_shift/esd_max         0.008
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'w = 1/(\s^2^|F~o~| + 0.002|F~o~|^2^)'
_refine_ls_wR_factor_obs         0.076
_reflns_number_observed          2316
_reflns_number_total             3953
_reflns_observed_criterion       F~o~>=6.0\s(F~o~)
_[local]_cod_data_source_file    hl1048.cif
_[local]_cod_data_source_block   hl1048_structure_1_of_1
_[local]_cod_cif_authors_sg_H-M  'C 2/c'
_[local]_cod_chemical_formula_sum_orig 'C16 H19 Br1 N2 O4'
_cod_original_cell_volume        3474.0(10)
_cod_database_code               2010180
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
Br(1) .56560(2) .32825(6) 1.04460(5) .0544(2)
O(12) .37950(10) .1116(4) .7692(4) .058(2)
O(11) .35290(10) .3259(4) .7087(4) .0580(10)
C(11) .3834(2) .2407(5) .7512(4) .042(2)
C(12) .4273(2) .3118(5) .7801(5) .046(2)
C(13) .4621(2) .2206(6) .8562(4) .048(2)
N(1) .45270(10) .1947(4) .9697(4) .0420(10)
C(14) .4557(2) .3040(5) 1.0434(5) .051(2)
C(15) .4454(2) .2832(7) 1.1471(5) .062(2)
C(16) .4317(2) .1477(7) 1.1717(5) .067(3)
C(17) .4290(2) .0384(7) 1.0953(5) .072(3)
C(18) .4405(2) .0607(6) .9940(5) .054(2)
O(21) .28140(10) .2180(4) .6513(3) .0540(10)
O(22) .25740(10) .4203(4) .7114(4) .067(2)
C(21) .2518(2) .3002(5) .6700(4) .041(2)
C(22) .2069(2) .2363(6) .6324(5) .050(2)
C(23) .1732(2) .3149(6) .6808(5) .051(2)
N(2) .17760(10) .2818(4) .8029(4) .0420(10)
C(24) .1640(2) .1536(5) .8303(5) .054(2)
C(25) .1663(2) .1194(7) .9425(6) .067(3)
C(26) .1835(2) .2154(8) 1.0259(6) .072(3)
C(27) .1982(2) .3469(8) .9970(6) .071(3)
C(28) .1947(2) .3795(6) .8835(5) .058(2)
H(1) .3176 .2813 .6730 .080
H(12A) .4254 .4012 .8191 .080
H(12B) .4354 .3343 .7103 .080
H(13A) .4895 .2674 .8663 .080
H(13B) .4636 .1292 .8194 .080
H(14) .4659 .3963 1.0244 .080
H(15) .4476 .3610 1.2010 .080
H(16) .4240 .1307 1.2430 .080
H(17) .4188 -.0550 1.1115 .080
H(18) .4401 -.0170 .9409 .080
H(22A) .2078 .1365 .6549 .080
H(22B) .1983 .2397 .5505 .080
H(23A) .1451 .2867 .6391 .080
H(23B) .1760 .4174 .6718 .080
H(24) .1522 .0862 .7706 .080
H(25) .1557 .0279 .9617 .080
H(26) .1856 .1924 1.1048 .080
H(27) .2108 .4154 1.0552 .080
H(28) .2044 .4713 .8620 .080
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(12) C(11) 1.225(6) yes
C(11) C(12) 1.522(7) yes
C(13) N(1) 1.488(7) yes
N(1) C(18) 1.350(7) yes
C(15) C(16) 1.383(9) yes
C(17) C(18) 1.371(10) yes
O(22) C(21) 1.213(6) yes
C(22) C(23) 1.529(8) yes
N(2) C(24) 1.331(7) yes
C(24) C(25) 1.372(9) yes
C(26) C(27) 1.378(10) yes
O(11) C(11) 1.265(6) yes
C(12) C(13) 1.522(7) yes
N(1) C(14) 1.333(7) yes
C(14) C(15) 1.379(9) yes
C(16) C(17) 1.355(9) yes
O(21) C(21) 1.276(6) yes
C(21) C(22) 1.524(7) yes
C(23) N(2) 1.475(7) yes
N(2) C(28) 1.344(7) yes
C(25) C(26) 1.357(9) yes
C(27) C(28) 1.379(10) yes
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
O(12) C(11) O(11) 125.3(5) yes
O(11) C(11) C(12) 114.2(4) yes
C(12) C(13) N(1) 111.3(5) yes
C(13) N(1) C(18) 118.6(4) yes
N(1) C(14) C(15) 120.1(5) yes
C(15) C(16) C(17) 120.1(7) yes
N(1) C(18) C(17) 118.9(5) yes
O(21) C(21) C(22) 114.1(4) yes
C(21) C(22) C(23) 114.1(4) yes
C(23) N(2) C(24) 118.2(4) yes
C(24) N(2) C(28) 121.4(5) yes
C(24) C(25) C(26) 119.7(6) yes
C(26) C(27) C(28) 119.4(6) yes
O(12) C(11) C(12) 120.4(4) yes
C(11) C(12) C(13) 114.1(4) yes
C(13) N(1) C(14) 119.4(4) yes
C(14) N(1) C(18) 122.0(5) yes
C(14) C(15) C(16) 118.5(6) yes
C(16) C(17) C(18) 120.3(6) yes
O(21) C(21) O(22) 125.0(5) yes
O(22) C(21) C(22) 120.9(5) yes
C(22) C(23) N(2) 111.8(4) yes
C(23) N(2) C(28) 120.5(5) yes
N(2) C(24) C(25) 120.4(5) yes
C(25) C(26) C(27) 119.6(7) yes
N(2) C(28) C(27) 119.5(6) yes