#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/56/7205648.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_7205648
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 H14 O6 1- , 2(C6 H8 N 1+)'
_chemical_formula_sum            'C35 H30 N2 O6'
_chemical_formula_weight         574.61
_chemical_name_common            'bis(3-picolinium) pamoate'
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                81.5400(10)
_cell_angle_beta                 87.4450(10)
_cell_angle_gamma                87.2800(10)
_cell_formula_units_Z            2
_cell_length_a                   9.5321(9)
_cell_length_b                   10.0301(10)
_cell_length_c                   14.9869(15)
_cell_measurement_reflns_used    6824
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.596
_cell_measurement_theta_min      2.500
_cell_volume                     1414.7(2)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        SAINT
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.910
_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  0.0188
_diffrn_reflns_av_sigmaI/netI    0.0225
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16129
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         27.93
_diffrn_reflns_theta_min         2.05
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.9794
_exptl_absorpt_correction_T_min  0.9773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         6176
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0372
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0498P)²+0.3754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.1025
_reflns_number_gt                5183
_reflns_number_total             6176
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ce00528b.txt
_cod_data_source_block           1c
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7205648
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_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 0.41463(10) 0.10236(10) 0.28531(7) 0.0221(2) Uani 1 1 d . . .
H11 H 0.401(2) 0.086(2) 0.3683(14) 0.075(6) Uiso 1 1 d . . .
C12 C 0.38699(12) 0.00229(12) 0.23960(8) 0.0222(2) Uani 1 1 d . . .
H12 H 0.3671 -0.0836 0.2724 0.027 Uiso 1 1 calc R . .
C13 C 0.38619(13) 0.01915(13) 0.14594(8) 0.0254(3) Uani 1 1 d . . .
C14 C 0.41559(14) 0.14695(13) 0.10069(8) 0.0269(3) Uani 1 1 d . . .
H14 H 0.4129 0.1641 0.0367 0.032 Uiso 1 1 calc R . .
C15 C 0.44863(13) 0.24922(13) 0.14788(9) 0.0261(3) Uani 1 1 d . . .
H15 H 0.4718 0.3354 0.1169 0.031 Uiso 1 1 calc R . .
C16 C 0.44717(13) 0.22343(13) 0.24120(9) 0.0244(3) Uani 1 1 d . . .
H16 H 0.4696 0.2927 0.2744 0.029 Uiso 1 1 calc R . .
C17 C 0.35358(17) -0.09680(14) 0.09818(9) 0.0353(3) Uani 1 1 d . . .
H17A H 0.2531 -0.1138 0.1062 0.053 Uiso 1 1 calc R . .
H17B H 0.4083 -0.1777 0.1235 0.053 Uiso 1 1 calc R . .
H17C H 0.3782 -0.0745 0.0337 0.053 Uiso 1 1 calc R . .
N21 N 0.12552(10) 0.68431(10) 1.23063(7) 0.0220(2) Uani 1 1 d . . .
H21 H 0.096(2) 0.681(2) 1.1506(15) 0.077(7) Uiso 1 1 d . . .
C22 C 0.07457(13) 0.78371(12) 1.27557(8) 0.0226(3) Uani 1 1 d . . .
H22 H 0.0066 0.8470 1.2479 0.027 Uiso 1 1 calc R . .
C23 C 0.11757(13) 0.79734(13) 1.36096(8) 0.0238(3) Uani 1 1 d . . .
C24 C 0.21689(13) 0.70174(14) 1.39967(8) 0.0270(3) Uani 1 1 d . . .
H24 H 0.2501 0.7080 1.4577 0.032 Uiso 1 1 calc R . .
C25 C 0.26720(14) 0.59797(14) 1.35399(9) 0.0282(3) Uani 1 1 d . . .
H25 H 0.3331 0.5316 1.3807 0.034 Uiso 1 1 calc R . .
C26 C 0.21980(13) 0.59264(13) 1.26865(8) 0.0250(3) Uani 1 1 d . . .
H26 H 0.2549 0.5225 1.2364 0.030 Uiso 1 1 calc R . .
C27 C 0.06035(15) 0.91118(14) 1.40877(9) 0.0315(3) Uani 1 1 d . . .
H27A H 0.0245 0.9852 1.3644 0.047 Uiso 1 1 calc R . .
H27B H 0.1354 0.9434 1.4418 0.047 Uiso 1 1 calc R . .
H27C H -0.0161 0.8792 1.4513 0.047 Uiso 1 1 calc R . .
O211 O 0.42905(9) 0.41232(9) 0.56884(6) 0.02326(19) Uani 1 1 d . . .
H211 H 0.451(2) 0.3816(19) 0.5110(13) 0.062(6) Uiso 1 1 d . . .
C211 C 0.37995(12) 0.30188(12) 0.62254(8) 0.0190(2) Uani 1 1 d . . .
C212 C 0.36232(12) 0.18069(12) 0.58467(8) 0.0199(2) Uani 1 1 d . . .
C213 C 0.30920(12) 0.07021(12) 0.63833(8) 0.0206(2) Uani 1 1 d . . .
H213 H 0.2981 -0.0101 0.6133 0.025 Uiso 1 1 calc R . .
C214 C 0.27085(12) 0.07373(12) 0.72988(8) 0.0200(2) Uani 1 1 d . . .
C215 C 0.21287(13) -0.03967(12) 0.78493(8) 0.0234(3) Uani 1 1 d . . .
H215 H 0.2032 -0.1207 0.7603 0.028 Uiso 1 1 calc R . .
C216 C 0.17083(14) -0.03387(12) 0.87272(9) 0.0258(3) Uani 1 1 d . . .
H216 H 0.1306 -0.1097 0.9085 0.031 Uiso 1 1 calc R . .
C217 C 0.18759(13) 0.08555(12) 0.90990(8) 0.0247(3) Uani 1 1 d . . .
H217 H 0.1571 0.0899 0.9707 0.030 Uiso 1 1 calc R . .
C218 C 0.24706(13) 0.19524(12) 0.85976(8) 0.0223(3) Uani 1 1 d . . .
H218 H 0.2604 0.2732 0.8870 0.027 Uiso 1 1 calc R . .
C219 C 0.28921(12) 0.19458(11) 0.76763(8) 0.0187(2) Uani 1 1 d . . .
C220 C 0.34580(12) 0.30986(12) 0.71258(8) 0.0186(2) Uani 1 1 d . . .
O221 O 0.36825(9) 0.07057(9) 0.45470(6) 0.02378(19) Uani 1 1 d . . .
C221 C 0.40109(12) 0.17615(12) 0.48738(8) 0.0211(2) Uani 1 1 d . . .
O222 O 0.45947(10) 0.27341(9) 0.44111(6) 0.0288(2) Uani 1 1 d . . .
C222 C 0.37678(12) 0.43772(11) 0.75079(8) 0.0191(2) Uani 1 1 d . . .
H22A H 0.4513 0.4143 0.7951 0.023 Uiso 1 1 calc R . .
H22B H 0.4162 0.5025 0.7008 0.023 Uiso 1 1 calc R . .
C223 C 0.25627(12) 0.51028(11) 0.79654(8) 0.0180(2) Uani 1 1 d . . .
O224 O 0.37476(9) 0.46480(8) 0.93396(6) 0.02187(19) Uani 1 1 d . . .
H224 H 0.356(2) 0.4845(19) 0.9913(14) 0.059(6) Uiso 1 1 d . . .
C224 C 0.26279(12) 0.52274(11) 0.88725(8) 0.0179(2) Uani 1 1 d . . .
C225 C 0.15396(12) 0.59306(11) 0.93280(8) 0.0184(2) Uani 1 1 d . . .
C226 C 0.04119(12) 0.65062(11) 0.88547(8) 0.0193(2) Uani 1 1 d . . .
H226 H -0.0322 0.6954 0.9160 0.023 Uiso 1 1 calc R . .
C227 C 0.03190(12) 0.64470(11) 0.79257(8) 0.0200(2) Uani 1 1 d . . .
C228 C -0.08045(13) 0.71189(13) 0.74268(9) 0.0245(3) Uani 1 1 d . . .
H228 H -0.1512 0.7608 0.7726 0.029 Uiso 1 1 calc R . .
C229 C -0.08858(14) 0.70742(13) 0.65241(9) 0.0280(3) Uani 1 1 d . . .
H229 H -0.1641 0.7532 0.6197 0.034 Uiso 1 1 calc R . .
C230 C 0.01622(14) 0.63411(13) 0.60800(8) 0.0268(3) Uani 1 1 d . . .
H230 H 0.0092 0.6293 0.5455 0.032 Uiso 1 1 calc R . .
C231 C 0.12766(13) 0.56987(12) 0.65330(8) 0.0226(3) Uani 1 1 d . . .
H231 H 0.1975 0.5226 0.6216 0.027 Uiso 1 1 calc R . .
C232 C 0.14019(12) 0.57304(11) 0.74744(8) 0.0186(2) Uani 1 1 d . . .
O233 O 0.07003(9) 0.67700(9) 1.06626(6) 0.02340(19) Uani 1 1 d . . .
C233 C 0.16505(12) 0.60442(11) 1.03074(8) 0.0199(2) Uani 1 1 d . . .
O234 O 0.26545(9) 0.54485(9) 1.07326(6) 0.0271(2) Uani 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 120.35(11) . . ?
N11 C12 C13 122.52(12) . . ?
C12 C13 C14 116.68(11) . . ?
C12 C13 C17 120.19(12) . . ?
C14 C13 C17 123.12(11) . . ?
C15 C14 C13 120.75(12) . . ?
C16 C15 C14 118.65(12) . . ?
N11 C16 C15 120.98(11) . . ?
C26 N21 C22 119.98(11) . . ?
N21 C22 C23 122.45(12) . . ?
C22 C23 C24 117.06(11) . . ?
C22 C23 C27 121.13(12) . . ?
C24 C23 C27 121.80(11) . . ?
C25 C24 C23 120.38(12) . . ?
C24 C25 C26 118.81(12) . . ?
N21 C26 C25 121.30(12) . . ?
O211 C211 C220 119.04(10) . . ?
O211 C211 C212 119.44(10) . . ?
C220 C211 C212 121.52(11) . . ?
C213 C212 C211 119.45(11) . . ?
C213 C212 C221 120.74(11) . . ?
C211 C212 C221 119.80(11) . . ?
C212 C213 C214 121.27(11) . . ?
C213 C214 C215 121.27(11) . . ?
C213 C214 C219 119.16(11) . . ?
C215 C214 C219 119.56(11) . . ?
C216 C215 C214 120.98(11) . . ?
C215 C216 C217 119.58(11) . . ?
C218 C217 C216 121.04(11) . . ?
C217 C218 C219 121.19(11) . . ?
C218 C219 C220 122.34(10) . . ?
C218 C219 C214 117.60(11) . . ?
C220 C219 C214 120.05(10) . . ?
C211 C220 C219 118.53(10) . . ?
C211 C220 C222 119.17(10) . . ?
C219 C220 C222 122.21(10) . . ?
O222 C221 O221 122.96(11) . . ?
O222 C221 C212 120.09(11) . . ?
O221 C221 C212 116.93(11) . . ?
C223 C222 C220 118.20(10) . . ?
C224 C223 C232 118.76(10) . . ?
C224 C223 C222 119.42(10) . . ?
C232 C223 C222 121.71(10) . . ?
O224 C224 C223 118.89(10) . . ?
O224 C224 C225 119.52(10) . . ?
C223 C224 C225 121.58(10) . . ?
C226 C225 C224 119.22(10) . . ?
C226 C225 C233 120.84(10) . . ?
C224 C225 C233 119.94(10) . . ?
C225 C226 C227 121.39(11) . . ?
C226 C227 C228 121.12(11) . . ?
C226 C227 C232 119.22(11) . . ?
C228 C227 C232 119.63(11) . . ?
C229 C228 C227 121.11(11) . . ?
C228 C229 C230 119.47(12) . . ?
C231 C230 C229 121.26(12) . . ?
C230 C231 C232 120.87(11) . . ?
C223 C232 C231 122.58(10) . . ?
C223 C232 C227 119.78(10) . . ?
C231 C232 C227 117.64(11) . . ?
O234 C233 O233 123.50(11) . . ?
O234 C233 C225 119.32(10) . . ?
O233 C233 C225 117.18(10) . . ?
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 1.3376(16) . ?
N11 C12 1.3377(16) . ?
C12 C13 1.3892(17) . ?
C13 C14 1.3940(18) . ?
C13 C17 1.5035(18) . ?
C14 C15 1.3841(18) . ?
C15 C16 1.3839(18) . ?
N21 C26 1.3382(16) . ?
N21 C22 1.3439(16) . ?
C22 C23 1.3885(17) . ?
C23 C24 1.3970(18) . ?
C23 C27 1.5038(18) . ?
C24 C25 1.3838(19) . ?
C25 C26 1.3844(18) . ?
O211 C211 1.3591(14) . ?
C211 C220 1.3869(16) . ?
C211 C212 1.4349(16) . ?
C212 C213 1.3733(17) . ?
C212 C221 1.4947(16) . ?
C213 C214 1.4090(17) . ?
C214 C215 1.4223(17) . ?
C214 C219 1.4321(16) . ?
C215 C216 1.3669(18) . ?
C216 C217 1.4118(17) . ?
C217 C218 1.3691(17) . ?
C218 C219 1.4216(16) . ?
C219 C220 1.4308(16) . ?
C220 C222 1.5255(15) . ?
O221 C221 1.2873(14) . ?
C221 O222 1.2491(15) . ?
C222 C223 1.5220(15) . ?
C223 C224 1.3878(16) . ?
C223 C232 1.4256(16) . ?
O224 C224 1.3620(14) . ?
C224 C225 1.4312(16) . ?
C225 C226 1.3714(16) . ?
C225 C233 1.4977(16) . ?
C226 C227 1.4092(16) . ?
C227 C228 1.4194(16) . ?
C227 C232 1.4318(16) . ?
C228 C229 1.3660(18) . ?
C229 C230 1.4130(18) . ?
C230 C231 1.3693(17) . ?
C231 C232 1.4263(16) . ?
O233 C233 1.2815(14) . ?
C233 O234 1.2518(14) . ?
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
N11 H11 O221 1.23(2) 1.31(2) 2.5331(13) 172.3(19) .
N21 H21 O233 1.25(2) 1.31(2) 2.5546(13) 178(2) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26666965
