#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/37/4113798.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_4113798
loop_
_publ_author_name
'Kannan Raghuraman'
'Kavita K. Katti'
'Leonard J. Barbour'
'Nagavarakishore Pillarsetty'
'Charles L. Barnes'
'Kattesh V. Katti'
_publ_section_title
;
 Characterization of Supramolecular (H2O)18 Water Morphology and
 Water-Methanol (H2O)15(CH3OH)3 Clusters in a Novel Phosphorus
 Functionalized Trimeric Amino Acid Host
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6955
_journal_page_last               6961
_journal_paper_doi               10.1021/ja034682c
_journal_volume                  125
_journal_year                    2003
_chemical_formula_sum            'C12.5 H33 N3 O10 P'
_chemical_formula_weight         416.39
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           173
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 6c'
_symmetry_space_group_name_H-M   'P 63'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            4
_cell_length_a                   12.2272(7)
_cell_length_b                   12.2272(7)
_cell_length_c                   15.8762(17)
_cell_measurement_reflns_used    3940
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      25.7
_cell_measurement_theta_min      2.3
_cell_volume                     2055.6(3)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'ORTEP-III (Burnett & Johnson, 1996)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0661
_diffrn_reflns_av_sigmaI/netI    0.0604
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12936
_diffrn_reflns_theta_full        27.09
_diffrn_reflns_theta_max         27.09
_diffrn_reflns_theta_min         1.92
_diffrn_standards_decay_%        0.0
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 Data were corrected for decay and absorption using the program SADABS 
 based on the method of R.H. Blessing (Acta Cryst. A51, 33-38, 1995).
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_description       plate
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.595
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3039
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0529
_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)+(0.0723P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1191
_refine_ls_wR_factor_ref         0.1280
_reflns_number_gt                2412
_reflns_number_total             3039
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja034682csi20030325_115152.cif
_cod_data_source_block           CRR-19
_cod_original_formula_sum        'C12.50 H33 N3 O10 P'
_cod_database_code               4113798
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x-y, x, z+1/2'
'-y, x-y, z'
'-x, -y, z+1/2'
'-x+y, -x, z'
'y, -x+y, 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
P1 P 0.6667 0.3333 0.71829(9) 0.0178(3) Uani 1 3 d S
P2 P 1.0000 0.0000 0.55097(9) 0.0208(3) Uani 1 3 d S
O1 O 0.2404(2) 0.0035(2) 0.61300(15) 0.0303(6) Uani 1 1 d .
O2 O 0.1452(2) -0.1782(2) 0.68331(16) 0.0369(6) Uani 1 1 d .
O3 O 0.6725(2) 0.1027(2) 0.65581(14) 0.0244(5) Uani 1 1 d .
O4 O 0.5114(2) 0.0493(2) 0.56778(15) 0.0322(6) Uani 1 1 d .
N1 N 0.4364(2) 0.1153(2) 0.71191(16) 0.0196(5) Uani 1 1 d .
H1A H 0.3998 0.1608 0.6978 0.024 Uiso 1 1 calc R
H1B H 0.4709 0.1045 0.6648 0.024 Uiso 1 1 calc R
N2 N 0.7915(2) 0.0278(2) 0.55452(17) 0.0204(5) Uani 1 1 d .
H2A H 0.8481 0.0991 0.5808 0.025 Uiso 1 1 calc R
H2B H 0.7539 -0.0325 0.5941 0.025 Uiso 1 1 calc R
C1 C 0.5408(3) 0.1910(3) 0.77334(18) 0.0200(6) Uani 1 1 d .
H1C H 0.5753 0.1402 0.7948 0.024 Uiso 1 1 calc R
H1D H 0.5083 0.2165 0.8205 0.024 Uiso 1 1 calc R
C2 C 0.3352(3) -0.0120(3) 0.74162(19) 0.0210(7) Uani 1 1 d .
H2 H 0.2986 -0.0015 0.7938 0.025 Uiso 1 1 calc R
C3 C 0.2321(3) -0.0651(3) 0.6729(2) 0.0233(7) Uani 1 1 d .
C4 C 0.3890(3) -0.0982(3) 0.7588(2) 0.0296(8) Uani 1 1 d .
H4A H 0.4307 -0.1039 0.7092 0.044 Uiso 1 1 calc R
H4B H 0.3217 -0.1808 0.7737 0.044 Uiso 1 1 calc R
H4C H 0.4485 -0.0643 0.8043 0.044 Uiso 1 1 calc R
C5 C 0.8608(3) -0.0112(3) 0.4954(2) 0.0235(7) Uani 1 1 d .
H5A H 0.8884 0.0435 0.4464 0.028 Uiso 1 1 calc R
H5B H 0.8056 -0.0972 0.4766 0.028 Uiso 1 1 calc R
C6 C 0.6931(3) 0.0503(3) 0.51476(18) 0.0225(6) Uani 1 1 d .
H6 H 0.6362 -0.0224 0.4799 0.027 Uiso 1 1 calc R
C7 C 0.6191(3) 0.0674(3) 0.5855(2) 0.0219(7) Uani 1 1 d .
C8 C 0.7537(3) 0.1687(3) 0.4617(2) 0.0325(8) Uani 1 1 d .
H8A H 0.8158 0.2378 0.4947 0.049 Uiso 1 1 calc R
H8B H 0.6903 0.1877 0.4432 0.049 Uiso 1 1 calc R
H8C H 0.7936 0.1560 0.4136 0.049 Uiso 1 1 calc R
O1M O 0.6667 0.3333 0.9745(3) 0.0584(15) Uani 1 3 d S
C1M C 0.6667 0.3333 1.0673(5) 0.076(3) Uani 1 3 d S
H1M1 H 0.7281 0.3126 1.0874 0.113 Uiso 0.33 1 calc PR
H1M2 H 0.5845 0.2719 1.0874 0.113 Uiso 0.33 1 calc PR
H1M3 H 0.6874 0.4155 1.0874 0.113 Uiso 0.33 1 calc PR
O1W O 1.0000 0.0000 0.3156(3) 0.0572(14) Uani 1 3 d S
O2W O -0.0460(3) -0.2536(3) 0.81354(17) 0.0488(8) Uani 1 1 d .
O3W O 0.3410(3) -0.1000(3) 0.43875(18) 0.0555(9) 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'
P P 0.1023 0.0942 '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
C1 P1 C1 99.85(12) 3_655 .
C1 P1 C1 99.85(12) 3_655 5_665
C1 P1 C1 99.85(12) . 5_665
C5 P2 C5 99.36(13) . 3_645
C5 P2 C5 99.36(13) . 5_765
C5 P2 C5 99.36(13) 3_645 5_765
C2 N1 C1 116.2(2) . .
C5 N2 C6 115.4(2) . .
N1 C1 P1 108.73(19) . .
N1 C2 C4 110.9(2) . .
N1 C2 C3 106.9(2) . .
C4 C2 C3 112.4(3) . .
O1 C3 O2 125.5(3) . .
O1 C3 C2 119.1(3) . .
O2 C3 C2 115.5(3) . .
N2 C5 P2 108.9(2) . .
N2 C6 C8 110.8(2) . .
N2 C6 C7 107.5(2) . .
C8 C6 C7 108.7(3) . .
O4 C7 O3 125.5(3) . .
O4 C7 C6 117.0(3) . .
O3 C7 C6 117.4(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 C1 1.866(3) 3_655
P1 C1 1.866(3) .
P1 C1 1.866(3) 5_665
P2 C5 1.860(3) .
P2 C5 1.860(3) 3_645
P2 C5 1.860(3) 5_765
O1 C3 1.238(4) .
O2 C3 1.265(4) .
O3 C7 1.255(4) .
O4 C7 1.253(4) .
N1 C2 1.500(4) .
N1 C1 1.502(4) .
N2 C5 1.494(4) .
N2 C6 1.501(4) .
C2 C4 1.520(4) .
C2 C3 1.543(4) .
C6 C8 1.511(4) .
C6 C7 1.521(4) .
O1M C1M 1.472(10) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
C2 N1 C1 P1 171.71(19) .
C1 P1 C1 N1 -146.2(2) 3_655
C1 P1 C1 N1 111.9(3) 5_665
C1 N1 C2 C4 -63.4(3) .
C1 N1 C2 C3 173.8(2) .
N1 C2 C3 O1 -6.8(4) .
C4 C2 C3 O1 -128.7(3) .
N1 C2 C3 O2 172.8(3) .
C4 C2 C3 O2 50.9(4) .
C6 N2 C5 P2 167.66(19) .
C5 P2 C5 N2 149.7(2) 3_645
C5 P2 C5 N2 -109.1(3) 5_765
C5 N2 C6 C8 -70.5(3) .
C5 N2 C6 C7 170.9(2) .
N2 C6 C7 O4 -159.0(3) .
C8 C6 C7 O4 81.0(3) .
N2 C6 C7 O3 23.4(4) .
C8 C6 C7 O3 -96.6(3) .
