#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:19:08 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180387 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/56/7205638.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_7205638
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 2- , 2(C7 H10 N 1+) , C3 H7 N O'
_chemical_formula_sum            'C40 H41 N3 O7'
_chemical_formula_weight         675.76
_chemical_name_common            '2,3 lutidine pamoate DMF solvate'
_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                 102.1310(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.8950(7)
_cell_length_b                   11.6523(6)
_cell_length_c                   21.2968(11)
_cell_measurement_reflns_used    2836
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.112
_cell_measurement_theta_min      2.303
_cell_volume                     3371.1(3)
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0260
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            9520
_diffrn_reflns_theta_full        26.15
_diffrn_reflns_theta_max         26.15
_diffrn_reflns_theta_min         1.96
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.9880
_exptl_absorpt_correction_T_min  0.9816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1432
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         3378
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0529
_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)+(0.0528P)²+1.7295P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1024
_refine_ls_wR_factor_ref         0.1118
_reflns_number_gt                2666
_reflns_number_total             3378
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ce00528b.txt
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7205638
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
O1 O -0.08562(16) 1.2233(2) 0.13221(11) 0.0401(6) Uani 0.50 1 d P A -1
N1 N -0.0022(3) 1.1850(2) 0.23398(11) 0.0314(7) Uani 0.50 1 d P A -1
C1 C -0.0098(2) 1.2012(3) 0.17100(15) 0.0313(7) Uani 0.50 1 d P A -1
H1 H 0.0488 1.1950 0.1550 0.038 Uiso 0.50 1 calc PR A -1
C2 C 0.0898(3) 1.1489(4) 0.2750(2) 0.0498(10) Uani 0.50 1 d P A -1
H2A H 0.1416 1.1475 0.2501 0.075 Uiso 0.50 1 calc PR A -1
H2B H 0.0819 1.0720 0.2918 0.075 Uiso 0.50 1 calc PR A -1
H2C H 0.1080 1.2029 0.3108 0.075 Uiso 0.50 1 calc PR A -1
C3 C -0.0890(3) 1.1875(4) 0.26200(19) 0.0442(9) Uani 0.50 1 d P A -1
H3A H -0.1441 1.2216 0.2313 0.066 Uiso 0.50 1 calc PR A -1
H3B H -0.0753 1.2336 0.3014 0.066 Uiso 0.50 1 calc PR A -1
H3C H -0.1061 1.1091 0.2722 0.066 Uiso 0.50 1 calc PR A -1
N11 N 0.48092(9) 0.86945(11) 0.53942(5) 0.0260(3) Uani 1 1 d . . .
H11 H 0.4020(16) 0.8771(17) 0.5196(10) 0.065(6) Uiso 1 1 d . . .
C12 C 0.52248(11) 0.92832(13) 0.59240(7) 0.0292(3) Uani 1 1 d . . .
C13 C 0.62355(11) 0.91892(15) 0.61706(7) 0.0337(4) Uani 1 1 d . . .
C14 C 0.67680(11) 0.84669(18) 0.58537(8) 0.0441(5) Uani 1 1 d . . .
H14 H 0.7457 0.8388 0.6011 0.053 Uiso 1 1 calc R . .
C15 C 0.63182(12) 0.78596(17) 0.53140(8) 0.0427(4) Uani 1 1 d . . .
H15 H 0.6689 0.7362 0.5103 0.051 Uiso 1 1 calc R . .
C16 C 0.53225(11) 0.79915(14) 0.50897(7) 0.0316(4) Uani 1 1 d . . .
H16 H 0.4998 0.7584 0.4719 0.038 Uiso 1 1 calc R . .
C17 C 0.45551(14) 1.00237(15) 0.62142(8) 0.0424(4) Uani 1 1 d . . .
H17A H 0.3887 0.9985 0.5950 0.064 Uiso 1 1 calc R . .
H17B H 0.4789 1.0819 0.6234 0.064 Uiso 1 1 calc R . .
H17C H 0.4550 0.9752 0.6649 0.064 Uiso 1 1 calc R . .
C18 C 0.67269(13) 0.98278(18) 0.67658(8) 0.0487(5) Uani 1 1 d . . .
H18A H 0.6643 0.9399 0.7147 0.073 Uiso 1 1 calc R . .
H18B H 0.6427 1.0589 0.6768 0.073 Uiso 1 1 calc R . .
H18C H 0.7430 0.9912 0.6771 0.073 Uiso 1 1 calc R . .
O211 O 0.19418(7) 0.71150(9) 0.32257(5) 0.0250(2) Uani 1 1 d . . .
C211 C 0.13103(10) 0.78350(11) 0.34440(6) 0.0187(3) Uani 1 1 d . . .
H211 H 0.2541(15) 0.7251(17) 0.3509(9) 0.051(6) Uiso 1 1 d . . .
C212 C 0.16637(9) 0.84920(12) 0.40148(6) 0.0197(3) Uani 1 1 d . . .
C213 C 0.10337(10) 0.92257(12) 0.42284(6) 0.0206(3) Uani 1 1 d . . .
H213 H 0.1276 0.9695 0.4592 0.025 Uiso 1 1 calc R . .
C214 C 0.00309(10) 0.93006(12) 0.39208(6) 0.0202(3) Uani 1 1 d . . .
C215 C -0.06367(10) 1.00024(12) 0.41694(6) 0.0246(3) Uani 1 1 d . . .
H215 H -0.0393 1.0491 0.4524 0.029 Uiso 1 1 calc R . .
C216 C -0.16219(10) 0.99885(13) 0.39089(7) 0.0273(3) Uani 1 1 d . . .
H216 H -0.2062 1.0443 0.4090 0.033 Uiso 1 1 calc R . .
C217 C -0.19804(10) 0.92922(13) 0.33688(6) 0.0266(3) Uani 1 1 d . . .
H217 H -0.2667 0.9274 0.3191 0.032 Uiso 1 1 calc R . .
C218 C -0.13548(10) 0.86411(12) 0.30967(6) 0.0225(3) Uani 1 1 d . . .
H218 H -0.1612 0.8201 0.2724 0.027 Uiso 1 1 calc R . .
C219 C -0.03255(9) 0.86140(11) 0.33646(6) 0.0190(3) Uani 1 1 d . . .
C220 C 0.03450(9) 0.79095(11) 0.31121(6) 0.0179(3) Uani 1 1 d . . .
O221 O 0.29608(7) 0.89188(9) 0.49024(4) 0.0285(3) Uani 1 1 d . . .
C221 C 0.27163(10) 0.83885(12) 0.43718(6) 0.0231(3) Uani 1 1 d . . .
O222 O 0.33022(7) 0.77953(9) 0.41270(5) 0.0294(3) Uani 1 1 d . . .
C222 C 0.0000 0.72139(16) 0.2500 0.0195(4) Uani 1 2 d S . .
H22A H -0.0547 0.6711 0.2561 0.023 Uiso 0.50 1 calc PR . .
H22B H 0.0547 0.6711 0.2439 0.023 Uiso 0.50 1 calc PR . .
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
C1 N1 C2 121.3(4) . . ?
C1 N1 C3 120.8(4) . . ?
C2 N1 C3 117.4(3) . . ?
O1 C1 N1 125.7(3) . . ?
C16 N11 C12 122.71(13) . . ?
N11 C12 C13 119.79(15) . . ?
N11 C12 C17 116.56(13) . . ?
C13 C12 C17 123.64(14) . . ?
C14 C13 C12 117.52(14) . . ?
C14 C13 C18 121.10(15) . . ?
C12 C13 C18 121.38(16) . . ?
C15 C14 C13 121.43(15) . . ?
C16 C15 C14 118.56(16) . . ?
N11 C16 C15 119.98(15) . . ?
O211 C211 C220 119.29(12) . . ?
O211 C211 C212 119.15(11) . . ?
C220 C211 C212 121.55(12) . . ?
C213 C212 C211 119.13(12) . . ?
C213 C212 C221 120.26(12) . . ?
C211 C212 C221 120.61(12) . . ?
C212 C213 C214 121.48(12) . . ?
C213 C214 C215 121.39(12) . . ?
C213 C214 C219 119.09(12) . . ?
C215 C214 C219 119.45(12) . . ?
C216 C215 C214 121.32(13) . . ?
C215 C216 C217 119.37(13) . . ?
C218 C217 C216 121.10(13) . . ?
C217 C218 C219 121.03(13) . . ?
C218 C219 C214 117.62(12) . . ?
C218 C219 C220 122.76(12) . . ?
C214 C219 C220 119.59(12) . . ?
C211 C220 C219 118.90(12) . . ?
C211 C220 C222 120.09(10) . . ?
C219 C220 C222 120.97(10) . . ?
O222 C221 O221 124.01(12) . . ?
O222 C221 C212 118.57(12) . . ?
O221 C221 C212 117.42(12) . . ?
C220 C222 C220 115.75(15) . 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
O1 C1 1.221(4) . ?
N1 C1 1.336(4) . ?
N1 C2 1.451(5) . ?
N1 C3 1.454(5) . ?
N11 C16 1.3396(19) . ?
N11 C12 1.3429(19) . ?
C12 C13 1.396(2) . ?
C12 C17 1.495(2) . ?
C13 C14 1.386(3) . ?
C13 C18 1.504(2) . ?
C14 C15 1.382(2) . ?
C15 C16 1.374(2) . ?
O211 C211 1.3643(15) . ?
C211 C220 1.3811(18) . ?
C211 C212 1.4333(18) . ?
C212 C213 1.3681(18) . ?
C212 C221 1.5049(18) . ?
C213 C214 1.4123(18) . ?
C214 C215 1.4197(18) . ?
C214 C219 1.4289(18) . ?
C215 C216 1.365(2) . ?
C216 C217 1.410(2) . ?
C217 C218 1.3708(19) . ?
C218 C219 1.4244(18) . ?
C219 C220 1.4290(18) . ?
C220 C222 1.5242(16) . ?
O221 C221 1.2699(17) . ?
C221 O222 1.2613(16) . ?
C222 C220 1.5242(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
N11 H11 O221 1.09(2) 1.48(2) 2.5750(15) 177.0(19) .
