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#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/09/4500917.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_4500917
loop_
_publ_author_name
'Rajbanshi, Arbin'
'Moyer, Bruce A.'
'Custelcean, Radu'
_publ_section_title
;
 Sulfate Separation from Aqueous Alkaline Solutions by Selective
 Crystallization of Alkali Metal Coordination Capsules
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2702
_journal_paper_doi               10.1021/cg200515w
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C24 H34 N10 O5'
_chemical_formula_weight         542.61
_chemical_name_common            L1-2H2O
_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                95.3550(10)
_cell_angle_beta                 100.0760(10)
_cell_angle_gamma                105.0520(10)
_cell_formula_units_Z            2
_cell_length_a                   8.4436(5)
_cell_length_b                   12.2377(8)
_cell_length_c                   13.6622(8)
_cell_measurement_temperature    173(2)
_cell_volume                     1327.89(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_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  0.0217
_diffrn_reflns_av_sigmaI/netI    0.0487
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9055
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         1.74
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.9863
_exptl_absorpt_correction_T_min  0.9824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     368
_refine_ls_number_reflns         6511
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0625
_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)+(0.0550P)²+0.4899P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1286
_refine_ls_wR_factor_ref         0.1421
_reflns_number_gt                4883
_reflns_number_total             6511
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg200515w_si_001.cif
_cod_data_source_block           L1-2H2O
_cod_original_cell_volume        1327.88(14)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4500917
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
O1 O 0.27316(18) 0.90341(12) 0.50703(10) 0.0347(3) Uani 1 1 d .
O1W O 0.5634(2) 0.68447(14) 0.69253(12) 0.0367(4) Uani 1 1 d .
N1 N 0.6627(2) 1.02371(14) 0.83794(11) 0.0268(4) Uani 1 1 d .
C1 C 0.4865(2) 1.02476(18) 0.81588(14) 0.0298(4) Uani 1 1 d .
H1A H 0.4780 1.0993 0.8459 0.036 Uiso 1 1 calc R
H1B H 0.4198 0.9643 0.8476 0.036 Uiso 1 1 calc R
H1W H 0.488(4) 0.671(3) 0.731(2) 0.073(10) Uiso 1 1 d .
O2 O 0.8734(2) 0.72751(14) 1.01097(11) 0.0417(4) Uani 1 1 d .
O2W O 0.3737(3) 0.29626(19) 0.85780(16) 0.0593(5) Uani 1 1 d .
N2 N 0.4307(2) 0.89904(15) 0.65780(12) 0.0313(4) Uani 1 1 d .
H2 H 0.4884 0.8611 0.6941 0.038 Uiso 1 1 calc R
C2 C 0.4131(3) 1.00540(18) 0.70379(15) 0.0318(4) Uani 1 1 d .
H2A H 0.2930 1.0027 0.6926 0.038 Uiso 1 1 calc R
H2B H 0.4719 1.0696 0.6725 0.038 Uiso 1 1 calc R
H2W H 0.581(4) 0.615(3) 0.684(2) 0.067(9) Uiso 1 1 d .
O3 O 0.97479(19) 0.89139(13) 0.71605(10) 0.0379(4) Uani 1 1 d .
N3 N 0.3959(2) 0.75770(15) 0.52892(12) 0.0321(4) Uani 1 1 d .
H3 H 0.4682 0.7362 0.5719 0.039 Uiso 1 1 calc R
C3 C 0.3609(2) 0.85676(17) 0.56073(14) 0.0268(4) Uani 1 1 d .
H3W H 0.298(5) 0.300(3) 0.901(3) 0.098(12) Uiso 1 1 d .
N4 N 0.3598(2) 0.52620(15) 0.33207(14) 0.0353(4) Uani 1 1 d .
C4 C 0.3309(2) 0.68659(16) 0.43646(14) 0.0265(4) Uani 1 1 d .
H4W H 0.325(4) 0.313(3) 0.799(3) 0.087(11) Uiso 1 1 d .
N5 N 0.7841(3) 0.83462(18) 0.89869(13) 0.0436(5) Uani 1 1 d .
H5 H 0.7846 0.8508 0.8373 0.052 Uiso 1 1 calc R
C5 C 0.4100(2) 0.60295(18) 0.41444(16) 0.0312(4) Uani 1 1 d .
H5A H 0.5059 0.6009 0.4616 0.037 Uiso 1 1 calc R
N6 N 0.9821(2) 0.74953(15) 0.86913(12) 0.0323(4) Uani 1 1 d .
H6 H 0.9706 0.7787 0.8127 0.039 Uiso 1 1 calc R
C6 C 0.2270(3) 0.53199(18) 0.26505(17) 0.0364(5) Uani 1 1 d .
H6A H 0.1918 0.4798 0.2042 0.044 Uiso 1 1 calc R
N7 N 1.3314(2) 0.64824(17) 0.81876(14) 0.0404(4) Uani 1 1 d .
C7 C 0.1391(3) 0.61035(18) 0.28043(16) 0.0354(5) Uani 1 1 d .
H7 H 0.0444 0.6109 0.2315 0.042 Uiso 1 1 calc R
N8 N 0.8760(2) 1.04187(15) 0.67962(12) 0.0321(4) Uani 1 1 d .
H8 H 0.8247 1.0713 0.6315 0.039 Uiso 1 1 calc R
C8 C 0.1901(2) 0.68817(16) 0.36776(15) 0.0293(4) Uani 1 1 d .
H8A H 0.1298 0.7417 0.3804 0.035 Uiso 1 1 calc R
N9 N 0.8481(2) 0.89818(14) 0.55431(12) 0.0317(4) Uani 1 1 d .
H9 H 0.8112 0.9437 0.5156 0.038 Uiso 1 1 calc R
C9 C 0.7144(3) 1.00826(18) 0.94311(14) 0.0311(4) Uani 1 1 d .
H9A H 0.6520 1.0440 0.9853 0.037 Uiso 1 1 calc R
H9B H 0.8354 1.0476 0.9670 0.037 Uiso 1 1 calc R
N10 N 0.7768(2) 0.67154(16) 0.34557(13) 0.0346(4) Uani 1 1 d .
C10 C 0.6826(3) 0.88300(18) 0.95541(15) 0.0328(5) Uani 1 1 d .
H10A H 0.7129 0.8754 1.0273 0.039 Uiso 1 1 calc R
H10B H 0.5625 0.8421 0.9302 0.039 Uiso 1 1 calc R
C11 C 0.8774(2) 0.76716(17) 0.93242(14) 0.0276(4) Uani 1 1 d .
C12 C 1.1039(2) 0.69107(16) 0.88383(14) 0.0277(4) Uani 1 1 d .
C13 C 1.2099(3) 0.69977(18) 0.81571(15) 0.0329(4) Uani 1 1 d .
H13 H 1.1948 0.7451 0.7640 0.039 Uiso 1 1 calc R
C14 C 1.3510(3) 0.5838(2) 0.89138(19) 0.0451(6) Uani 1 1 d .
H14 H 1.4361 0.5457 0.8943 0.054 Uiso 1 1 calc R
C15 C 1.2523(3) 0.5708(2) 0.96184(18) 0.0442(6) Uani 1 1 d .
H15 H 1.2706 0.5249 1.0127 0.053 Uiso 1 1 calc R
C16 C 1.1264(3) 0.62443(19) 0.95887(16) 0.0362(5) Uani 1 1 d .
H16 H 1.0572 0.6158 1.0071 0.043 Uiso 1 1 calc R
C17 C 0.7738(3) 1.12844(17) 0.81532(15) 0.0321(4) Uani 1 1 d .
H17A H 0.8126 1.1866 0.8763 0.039 Uiso 1 1 calc R
H17B H 0.7101 1.1596 0.7624 0.039 Uiso 1 1 calc R
C18 C 0.9245(3) 1.10600(19) 0.78035(15) 0.0331(5) Uani 1 1 d .
H18A H 1.0083 1.1797 0.7808 0.040 Uiso 1 1 calc R
H18B H 0.9770 1.0623 0.8273 0.040 Uiso 1 1 calc R
C19 C 0.9039(2) 0.94115(18) 0.65502(14) 0.0281(4) Uani 1 1 d .
C20 C 0.8433(2) 0.79102(17) 0.50640(15) 0.0279(4) Uani 1 1 d .
C21 C 0.7955(2) 0.77110(18) 0.40199(15) 0.0307(4) Uani 1 1 d .
H21 H 0.7749 0.8323 0.3687 0.037 Uiso 1 1 calc R
C22 C 0.8084(3) 0.58647(18) 0.39364(17) 0.0355(5) Uani 1 1 d .
H22 H 0.7956 0.5147 0.3553 0.043 Uiso 1 1 calc R
C23 C 0.8584(3) 0.59910(18) 0.49619(17) 0.0345(5) Uani 1 1 d .
H23 H 0.8808 0.5369 0.5273 0.041 Uiso 1 1 calc R
C24 C 0.8763(2) 0.70179(18) 0.55437(16) 0.0324(4) Uani 1 1 d .
H24 H 0.9104 0.7111 0.6254 0.039 Uiso 1 1 calc R
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
C1 N1 C9 110.87(15)
C1 N1 C17 111.39(15)
C9 N1 C17 110.68(15)
N1 C1 C2 112.54(16)
C3 N2 C2 121.52(16)
N2 C2 C1 109.94(16)
C3 N3 C4 128.01(16)
O1 C3 N2 122.39(18)
O1 C3 N3 124.10(18)
N2 C3 N3 113.51(16)
C5 N4 C6 117.21(18)
C8 C4 C5 117.46(18)
C8 C4 N3 125.59(18)
C5 C4 N3 116.86(17)
C11 N5 C10 125.07(17)
N4 C5 C4 124.26(19)
C11 N6 C12 127.86(16)
N4 C6 C7 122.9(2)
C13 N7 C14 117.63(19)
C6 C7 C8 119.3(2)
C19 N8 C18 124.46(17)
C7 C8 C4 118.77(19)
C19 N9 C20 127.73(17)
N1 C9 C10 112.06(16)
C21 N10 C22 117.09(18)
N5 C10 C9 108.14(18)
O2 C11 N5 124.19(19)
O2 C11 N6 123.56(18)
N5 C11 N6 112.23(17)
C16 C12 C13 117.67(19)
C16 C12 N6 125.80(19)
C13 C12 N6 116.53(18)
N7 C13 C12 123.9(2)
N7 C14 C15 122.3(2)
C14 C15 C16 120.1(2)
C15 C16 C12 118.4(2)
N1 C17 C18 111.84(17)
N8 C18 C17 110.87(16)
O3 C19 N8 123.65(18)
O3 C19 N9 122.86(19)
N8 C19 N9 113.49(17)
C24 C20 C21 117.49(19)
C24 C20 N9 125.45(18)
C21 C20 N9 117.02(17)
N10 C21 C20 124.31(19)
N10 C22 C23 122.5(2)
C22 C23 C24 120.3(2)
C23 C24 C20 118.31(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C3 1.233(2)
N1 C1 1.469(2)
N1 C9 1.471(2)
N1 C17 1.473(3)
C1 C2 1.520(3)
O2 C11 1.220(2)
N2 C3 1.347(2)
N2 C2 1.446(3)
O3 C19 1.238(2)
N3 C3 1.371(2)
N3 C4 1.399(2)
N4 C5 1.326(3)
N4 C6 1.340(3)
C4 C8 1.386(3)
C4 C5 1.397(3)
N5 C11 1.340(3)
N5 C10 1.447(3)
N6 C11 1.381(3)
N6 C12 1.395(2)
C6 C7 1.379(3)
N7 C13 1.333(3)
N7 C14 1.338(3)
C7 C8 1.382(3)
N8 C19 1.338(3)
N8 C18 1.453(2)
N9 C19 1.379(2)
N9 C20 1.397(3)
C9 C10 1.517(3)
N10 C21 1.336(3)
N10 C22 1.340(3)
C12 C16 1.386(3)
C12 C13 1.393(3)
C14 C15 1.373(3)
C15 C16 1.384(3)
C17 C18 1.514(3)
C20 C24 1.388(3)
C20 C21 1.393(3)
C22 C23 1.372(3)
C23 C24 1.381(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30661317
2 PubChem 139144549
