#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:19:08 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180387 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/56/7205647.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_7205647
loop_
_publ_author_name
'Wahl, Helene'
'Haynes, Delia A.'
'le Roex, Tanya'
_publ_section_title
;
 Solvate formation in lutidinium pamoate salts: a systematic study
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              2227
_journal_paper_doi               10.1039/c0ce00528b
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C23 H16 O6, 2(C6 H7 N)'
_chemical_formula_sum            'C35 H30 N2 O6'
_chemical_formula_weight         574.61
_chemical_name_common            'bis(2-picoline) pamoaic acid co-crystal'
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 115.175(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   26.404(2)
_cell_length_b                   4.7782(4)
_cell_length_c                   24.059(2)
_cell_measurement_reflns_used    4010
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.368
_cell_measurement_theta_min      3.020
_cell_volume                     2747.0(4)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_sigmaI/netI    0.0240
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            14659
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.02
_diffrn_reflns_theta_min         1.92
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.9929
_exptl_absorpt_correction_T_min  0.9771
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3113
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0401
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0462P)²+2.6911P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1064
_reflns_number_gt                2450
_reflns_number_total             3113
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ce00528b.txt
_cod_data_source_block           1b
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7205647
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N11 N 0.12373(5) 1.2424(2) 0.51523(5) 0.0218(3) Uani 1 1 d . . .
C12 C 0.16350(6) 1.4185(3) 0.55244(6) 0.0227(3) Uani 1 1 d . . .
C13 C 0.15442(6) 1.5796(3) 0.59543(7) 0.0277(3) Uani 1 1 d . . .
H13 H 0.1828 1.7027 0.6216 0.033 Uiso 1 1 calc R . .
C14 C 0.10398(6) 1.5605(3) 0.60005(7) 0.0281(3) Uani 1 1 d . . .
H14 H 0.0974 1.6696 0.6294 0.034 Uiso 1 1 calc R . .
C15 C 0.06339(6) 1.3802(3) 0.56135(7) 0.0292(3) Uani 1 1 d . . .
H15 H 0.0284 1.3631 0.5634 0.035 Uiso 1 1 calc R . .
C16 C 0.07498(6) 1.2253(3) 0.51965(7) 0.0271(3) Uani 1 1 d . . .
H16 H 0.0471 1.1012 0.4930 0.033 Uiso 1 1 calc R . .
C17 C 0.21653(6) 1.4317(4) 0.54410(7) 0.0321(4) Uani 1 1 d . . .
H17A H 0.2102 1.5407 0.5072 0.048 Uiso 1 1 calc R . .
H17B H 0.2283 1.2417 0.5396 0.048 Uiso 1 1 calc R . .
H17C H 0.2459 1.5213 0.5800 0.048 Uiso 1 1 calc R . .
O211 O 0.00378(4) 0.3861(2) 0.33940(4) 0.0213(2) Uani 1 1 d . . .
H211 H 0.0123(8) 0.528(5) 0.3695(10) 0.058(6) Uiso 1 1 d . . .
C211 C 0.05104(5) 0.3740(3) 0.33008(6) 0.0172(3) Uani 1 1 d . . .
C212 C 0.09794(5) 0.5482(3) 0.36494(6) 0.0177(3) Uani 1 1 d . . .
C213 C 0.14582(5) 0.5260(3) 0.35617(6) 0.0184(3) Uani 1 1 d . . .
H213 H 0.1769 0.6423 0.3791 0.022 Uiso 1 1 calc R . .
C214 C 0.14975(5) 0.3337(3) 0.31370(6) 0.0176(3) Uani 1 1 d . . .
C215 C 0.19976(5) 0.3092(3) 0.30561(6) 0.0207(3) Uani 1 1 d . . .
H215 H 0.2309 0.4240 0.3292 0.025 Uiso 1 1 calc R . .
C216 C 0.20402(6) 0.1238(3) 0.26456(6) 0.0221(3) Uani 1 1 d . . .
H216 H 0.2379 0.1083 0.2599 0.027 Uiso 1 1 calc R . .
C217 C 0.15739(6) -0.0445(3) 0.22909(6) 0.0216(3) Uani 1 1 d . . .
H217 H 0.1602 -0.1741 0.2006 0.026 Uiso 1 1 calc R . .
C218 C 0.10824(6) -0.0244(3) 0.23500(6) 0.0202(3) Uani 1 1 d . . .
H218 H 0.0775 -0.1390 0.2102 0.024 Uiso 1 1 calc R . .
C219 C 0.10212(5) 0.1654(3) 0.27773(6) 0.0168(3) Uani 1 1 d . . .
C220 C 0.05220(5) 0.1902(3) 0.28619(6) 0.0172(3) Uani 1 1 d . . .
O221 O 0.05138(4) 0.7717(2) 0.41842(4) 0.0241(2) Uani 1 1 d . . .
C221 C 0.09420(5) 0.7524(3) 0.40969(6) 0.0190(3) Uani 1 1 d . . .
O222 O 0.13862(4) 0.9057(2) 0.43906(4) 0.0220(2) Uani 1 1 d . . .
H222 H 0.1322(9) 1.050(5) 0.4717(11) 0.074(7) Uiso 1 1 d . . .
C222 C 0.0000 0.0173(4) 0.2500 0.0201(4) Uani 1 2 d S . .
H22A H 0.0070(6) -0.109(3) 0.2213(7) 0.023(4) Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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_3
_geom_angle_publ_flag
C16 N11 C12 119.32(12) . . ?
N11 C12 C13 120.57(13) . . ?
N11 C12 C17 116.50(13) . . ?
C13 C12 C17 122.93(13) . . ?
C14 C13 C12 119.96(14) . . ?
C15 C14 C13 118.90(14) . . ?
C14 C15 C16 118.40(14) . . ?
N11 C16 C15 122.86(14) . . ?
O211 C211 C220 118.19(11) . . ?
O211 C211 C212 120.34(12) . . ?
C220 C211 C212 121.47(12) . . ?
C213 C212 C211 119.32(12) . . ?
C213 C212 C221 120.75(12) . . ?
C211 C212 C221 119.92(12) . . ?
C212 C213 C214 121.23(12) . . ?
C213 C214 C215 120.84(12) . . ?
C213 C214 C219 119.16(12) . . ?
C215 C214 C219 119.99(12) . . ?
C216 C215 C214 121.35(12) . . ?
C215 C216 C217 119.14(12) . . ?
C218 C217 C216 121.24(13) . . ?
C217 C218 C219 121.43(12) . . ?
C220 C219 C218 123.42(12) . . ?
C220 C219 C214 119.74(12) . . ?
C218 C219 C214 116.84(12) . . ?
C211 C220 C219 119.01(12) . . ?
C211 C220 C222 118.17(11) . . ?
C219 C220 C222 122.80(11) . . ?
O221 C221 O222 122.78(12) . . ?
O221 C221 C212 121.20(12) . . ?
O222 C221 C212 116.02(11) . . ?
C220 C222 C220 114.29(16) . 2 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N11 C16 1.3384(18) . ?
N11 C12 1.3463(18) . ?
C12 C13 1.389(2) . ?
C12 C17 1.4981(19) . ?
C13 C14 1.386(2) . ?
C14 C15 1.382(2) . ?
C15 C16 1.382(2) . ?
O211 C211 1.3596(15) . ?
C211 C220 1.3839(18) . ?
C211 C212 1.4302(18) . ?
C212 C213 1.3714(18) . ?
C212 C221 1.4873(18) . ?
C213 C214 1.4105(18) . ?
C214 C215 1.4191(18) . ?
C214 C219 1.4322(18) . ?
C215 C216 1.3663(19) . ?
C216 C217 1.413(2) . ?
C217 C218 1.3677(19) . ?
C218 C219 1.4306(19) . ?
C219 C220 1.4216(17) . ?
C220 C222 1.5229(16) . ?
O221 C221 1.2381(16) . ?
C221 O222 1.3060(16) . ?
C222 C220 1.5229(16) 2 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O211 H211 O221 0.95(2) 1.67(2) 2.5605(14) 156.2(19) .
O222 H222 N11 1.11(2) 1.48(2) 2.5912(15) 180(2) .
