#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/95/4509594.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4509594
loop_
_publ_author_name
'Martin, Adam D.'
'Sobolev, Alexandre N.'
'Spackman, Mark A.'
'Raston, Colin L.'
_publ_section_title
;
 Variable Intercalation of Calcium Ions in Bilayers of Partially
 Deprotonatedp-Phosphonic Acid Calix[4]arene
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3759
_journal_paper_doi               10.1021/cg9004467
_journal_volume                  9
_journal_year                    2009
_chemical_formula_moiety         'C28 H26 O16 P4, Ca, 3(H2 O), C H4 O'
_chemical_formula_sum            'C29 H36 Ca O20 P4'
_chemical_formula_weight         868.54
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           130
_symmetry_cell_setting           tetragonal
_symmetry_Int_Tables_number      130
_symmetry_space_group_name_Hall  '-P 4a 2ac'
_symmetry_space_group_name_H-M   'P 4/n c c :2'
_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                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.659(4)
_cell_length_b                   11.659
_cell_length_c                   27.431(2)
_cell_measurement_reflns_used    1717
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      62.2075
_cell_measurement_theta_min      3.2149
_cell_volume                     3728.8(13)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
;
_computing_data_collection
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
;
_computing_molecular_graphics    'X-Seed 2.0 (Barbour, 2001)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4738
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur-S, Sapphire CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'Ultra (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            10141
_diffrn_reflns_theta_full        62.38
_diffrn_reflns_theta_max         62.38
_diffrn_reflns_theta_min         4.98
_exptl_absorpt_coefficient_mu    3.811
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1800
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.266
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.174
_refine_ls_extinction_coef       0.0020(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         1483
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.1725
_refine_ls_R_factor_gt           0.1392
_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)+(0.1000P)²+62.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3449
_refine_ls_wR_factor_ref         0.3625
_reflns_number_gt                968
_reflns_number_total             1483
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg9004467sup1.cif
_cod_data_source_block           am080925
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'multi scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        3728.8(8)
_cod_original_sg_symbol_Hall     -P4a2ac
_cod_original_sg_symbol_H-M      P4/ncc
_cod_database_code               4509594
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'y+1/2, x+1/2, -z+1/2'
'-y, -x, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'
'-y-1/2, -x-1/2, z-1/2'
'y, x, 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
Ca1 Ca 0.7500 0.2500 0.2500 0.091(2) Uani 1 4 d S . .
P1 P 0.6438(4) 0.0286(3) 0.33343(15) 0.0938(15) Uani 1 1 d . . .
O1 O 0.3918(7) 0.1763(7) 0.5105(3) 0.078(2) Uani 1 1 d . . .
H1 H 0.3260 0.1451 0.5126 0.116 Uiso 1 1 calc R . .
O2 O 0.7066(17) 0.1245(17) 0.3143(7) 0.096(6) Uiso 0.50 1 d P A 1
O3 O 0.728(3) -0.068(3) 0.3436(12) 0.164(13) Uiso 0.50 1 d P A 1
H3' H 0.7073 -0.1045 0.3688 0.246 Uiso 0.25 1 calc PR A 1
O4 O 0.573(3) -0.012(3) 0.2959(14) 0.167(11) Uiso 0.50 1 d P A 1
O2' O 0.6400(18) 0.1210(18) 0.2940(7) 0.102(6) Uiso 0.50 1 d P A 2
O3' O 0.7515(19) -0.0267(18) 0.3552(7) 0.086(6) Uiso 0.50 1 d P A 2
O4' O 0.5750(13) -0.0792(14) 0.3110(5) 0.065(4) Uiso 0.50 1 d P A 2
H4' H 0.5171 -0.0556 0.2958 0.097 Uiso 0.25 1 calc PR A 2
C1 C 0.4442(9) 0.1422(9) 0.4676(4) 0.060(3) Uani 1 1 d . . .
C2 C 0.4218(9) 0.0341(10) 0.4484(4) 0.060(3) Uani 1 1 d . A .
C3 C 0.4816(10) 0.0024(10) 0.4078(4) 0.073(3) Uani 1 1 d . . .
H3 H 0.4673 -0.0712 0.3942 0.088 Uiso 1 1 calc R A .
C4 C 0.5644(10) 0.0745(10) 0.3847(4) 0.069(3) Uani 1 1 d . A .
C5 C 0.5814(9) 0.1792(9) 0.4069(5) 0.069(3) Uani 1 1 d . . .
H5 H 0.6369 0.2291 0.3930 0.083 Uiso 1 1 calc R A .
C6 C 0.5237(9) 0.2165(9) 0.4476(4) 0.057(3) Uani 1 1 d . A .
C7 C 0.5466(9) 0.3333(9) 0.4674(4) 0.067(3) Uani 1 1 d . . .
H71 H 0.6261 0.3558 0.4590 0.081 Uiso 1 1 calc R A .
H72 H 0.5408 0.3308 0.5034 0.081 Uiso 1 1 calc R . .
O1W O 0.6062(13) 0.3938(13) 0.2500 0.171(8) Uiso 1 2 d S A .
O2W O 0.304(3) 0.246(11) 0.1019(12) 0.125(16) Uiso 0.25 1 d P . .
O01 O 0.2500 0.2500 0.3107(9) 0.138(8) Uiso 1 4 d SD . .
C01 C 0.2500 0.2500 0.3645(9) 0.142(13) Uiso 1 4 d SD . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ca Ca 0.3641 1.2855 '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
O2' Ca1 O2' 117.2(10) 7_545 8_665
O2' Ca1 O2' 63.4(11) 7_545 .
O2' Ca1 O2' 172.3(11) 8_665 .
O2' Ca1 O2' 172.3(11) 7_545 2_655
O2' Ca1 O2' 63.4(11) 8_665 2_655
O2' Ca1 O2' 117.2(10) . 2_655
O2' Ca1 O2 84.6(8) 7_545 .
O2' Ca1 O2 151.3(7) 8_665 .
O2' Ca1 O2 23.7(6) . .
O2' Ca1 O2 97.6(8) 2_655 .
O2' Ca1 O2 151.3(7) 7_545 2_655
O2' Ca1 O2 84.6(8) 8_665 2_655
O2' Ca1 O2 97.6(8) . 2_655
O2' Ca1 O2 23.7(6) 2_655 2_655
O2 Ca1 O2 82.6(10) . 2_655
O2' Ca1 O2 23.7(6) 7_545 7_545
O2' Ca1 O2 97.6(8) 8_665 7_545
O2' Ca1 O2 84.6(8) . 7_545
O2' Ca1 O2 151.3(7) 2_655 7_545
O2 Ca1 O2 107.2(10) . 7_545
O2 Ca1 O2 146.5(9) 2_655 7_545
O2' Ca1 O2 97.6(8) 7_545 8_665
O2' Ca1 O2 23.7(6) 8_665 8_665
O2' Ca1 O2 151.3(7) . 8_665
O2' Ca1 O2 84.6(9) 2_655 8_665
O2 Ca1 O2 146.5(9) . 8_665
O2 Ca1 O2 107.2(10) 2_655 8_665
O2 Ca1 O2 82.5(10) 7_545 8_665
O2' Ca1 O1W 86.1(5) 7_545 .
O2' Ca1 O1W 93.9(5) 8_665 .
O2' Ca1 O1W 93.9(5) . .
O2' Ca1 O1W 86.1(5) 2_655 .
O2 Ca1 O1W 106.8(5) . .
O2 Ca1 O1W 73.2(5) 2_655 .
O2 Ca1 O1W 73.2(5) 7_545 .
O2 Ca1 O1W 106.8(5) 8_665 .
O2' Ca1 O1W 93.9(5) 7_545 2_655
O2' Ca1 O1W 86.1(5) 8_665 2_655
O2' Ca1 O1W 86.1(5) . 2_655
O2' Ca1 O1W 93.9(5) 2_655 2_655
O2 Ca1 O1W 73.2(5) . 2_655
O2 Ca1 O1W 106.8(5) 2_655 2_655
O2 Ca1 O1W 106.8(5) 7_545 2_655
O2 Ca1 O1W 73.2(5) 8_665 2_655
O1W Ca1 O1W 179.999(1) . 2_655
O4 P1 O2 107.2(16) . .
O4 P1 O3 105.5(18) . .
O2 P1 O3 108.2(15) . .
O4 P1 O2' 72.7(15) . .
O2 P1 O2' 37.5(9) . .
O3 P1 O2' 132.1(15) . .
O4 P1 O3' 128.9(15) . .
O2 P1 O3' 93.0(12) . .
O3 P1 O3' 24.1(14) . .
O2' P1 O3' 126.7(11) . .
O4 P1 O4' 33.3(13) . .
O2 P1 O4' 136.1(10) . .
O3 P1 O4' 79.4(14) . .
O2' P1 O4' 105.4(10) . .
O3' P1 O4' 103.2(10) . .
O4 P1 C4 112.1(14) . .
O2 P1 C4 108.8(9) . .
O3 P1 C4 114.7(14) . .
O2' P1 C4 109.6(9) . .
O3' P1 C4 104.2(8) . .
O4' P1 C4 106.2(7) . .
C1 O1 H1 109.5 . .
P1 O2 Ca1 150.5(13) . .
P1 O3 H3' 109.5 . .
P1 O2' Ca1 144.2(13) . .
P1 O4' H4' 109.5 . .
C6 C1 O1 117.0(10) . .
C6 C1 C2 122.9(10) . .
O1 C1 C2 119.9(10) . .
C3 C2 C1 117.3(10) . .
C3 C2 C7 117.9(11) . 4
C1 C2 C7 124.8(10) . 4
C2 C3 C4 123.2(11) . .
C2 C3 H3 118.4 . .
C4 C3 H3 118.4 . .
C5 C4 C3 115.0(11) . .
C5 C4 P1 122.9(9) . .
C3 C4 P1 122.0(9) . .
C6 C5 C4 124.7(11) . .
C6 C5 H5 117.7 . .
C4 C5 H5 117.7 . .
C5 C6 C1 116.9(10) . .
C5 C6 C7 119.9(10) . .
C1 C6 C7 123.2(10) . .
C6 C7 C2 113.0(9) . 3
C6 C7 H71 109.0 . .
C2 C7 H71 109.0 3 .
C6 C7 H72 109.0 . .
C2 C7 H72 109.0 3 .
H71 C7 H72 107.8 . .
O2W O2W O2W 90.00(3) 3 4
O2W O2W O2W 45.002(12) 3 2
O2W O2W O2W 45.00(2) 4 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ca1 O2' 2.32(2) 7_545
Ca1 O2' 2.32(2) 8_665
Ca1 O2' 2.32(2) .
Ca1 O2' 2.32(2) 2_655
Ca1 O2 2.347(19) .
Ca1 O2 2.347(19) 2_655
Ca1 O2 2.347(19) 7_545
Ca1 O2 2.347(19) 8_665
Ca1 O1W 2.37(2) .
Ca1 O1W 2.37(2) 2_655
P1 O4 1.40(4) .
P1 O2 1.436(19) .
P1 O3 1.52(3) .
P1 O2' 1.53(2) .
P1 O3' 1.53(2) .
P1 O4' 1.613(16) .
P1 C4 1.767(12) .
O1 C1 1.384(13) .
O1 H1 0.8500 .
O3 H3' 0.8500 .
O4' H4' 0.8400 .
C1 C6 1.383(14) .
C1 C2 1.390(14) .
C2 C3 1.366(15) .
C2 C7 1.491(15) 4
C3 C4 1.428(16) .
C3 H3 0.9500 .
C4 C5 1.378(15) .
C5 C6 1.374(15) .
C5 H5 0.9500 .
C6 C7 1.490(14) .
C7 C2 1.491(15) 3
C7 H71 0.9900 .
C7 H72 0.9900 .
O2W O2W 0.89(5) 3
O2W O2W 0.89(5) 4
O2W O2W 1.26(7) 2
O01 C01 1.477(10) .
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
O1 H1 O1 0.85 1.80 2.635(11) 167.1 4
O3 H3' O2W 0.85 1.41 2.12(5) 138.6 7_545
O3 H3' O2W 0.85 1.92 2.66(11) 144.7 5_645
O3 H3' O2W 0.85 2.16 2.71(10) 122.5 6
O3 H3' O2W 0.85 2.52 3.15(5) 131.4 8_655
O4' H4' O1W 0.84 2.00 2.71(2) 142.5 4
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
_geom_torsion_site_symmetry_4
O4 P1 O2 Ca1 0(3) . .
O3 P1 O2 Ca1 114(3) . .
O2' P1 O2 Ca1 -23.4(18) . .
O3' P1 O2 Ca1 133(2) . .
O4' P1 O2 Ca1 20(3) . .
C4 P1 O2 Ca1 -121(2) . .
O2' Ca1 O2 P1 -2(2) 7_545 .
O2' Ca1 O2 P1 -143.3(19) 8_665 .
O2' Ca1 O2 P1 23.4(18) . .
O2' Ca1 O2 P1 171(2) 2_655 .
O2 Ca1 O2 P1 152(3) 2_655 .
O2 Ca1 O2 P1 5(2) 7_545 .
O2 Ca1 O2 P1 -97(2) 8_665 .
O1W Ca1 O2 P1 83(2) . .
O1W Ca1 O2 P1 -97(2) 2_655 .
O4 P1 O2' Ca1 -137(3) . .
O2 P1 O2' Ca1 19.8(15) . .
O3 P1 O2' Ca1 -41(3) . .
O3' P1 O2' Ca1 -11(3) . .
O4' P1 O2' Ca1 -130.6(19) . .
C4 P1 O2' Ca1 115.5(19) . .
O2' Ca1 O2' P1 133(3) 7_545 .
O2' Ca1 O2' P1 37(2) 8_665 .
O2' Ca1 O2' P1 -55.2(19) 2_655 .
O2 Ca1 O2' P1 -18.3(14) . .
O2 Ca1 O2' P1 -69(2) 2_655 .
O2 Ca1 O2' P1 144(2) 7_545 .
O2 Ca1 O2' P1 81(3) 8_665 .
O1W Ca1 O2' P1 -143(2) . .
O1W Ca1 O2' P1 37(2) 2_655 .
C6 C1 C2 C3 -0.5(15) . .
O1 C1 C2 C3 -175.9(9) . .
C6 C1 C2 C7 -177.1(10) . 4
O1 C1 C2 C7 7.5(15) . 4
C1 C2 C3 C4 0.0(16) . .
C7 C2 C3 C4 176.9(10) 4 .
C2 C3 C4 C5 0.8(16) . .
C2 C3 C4 P1 177.7(9) . .
O4 P1 C4 C5 -130.2(17) . .
O2 P1 C4 C5 -11.8(14) . .
O3 P1 C4 C5 109.5(17) . .
O2' P1 C4 C5 -51.6(14) . .
O3' P1 C4 C5 86.5(13) . .
O4' P1 C4 C5 -165.0(10) . .
O4 P1 C4 C3 53.1(18) . .
O2 P1 C4 C3 171.5(12) . .
O3 P1 C4 C3 -67.2(18) . .
O2' P1 C4 C3 131.7(12) . .
O3' P1 C4 C3 -90.3(13) . .
O4' P1 C4 C3 18.3(12) . .
C3 C4 C5 C6 -1.2(16) . .
P1 C4 C5 C6 -178.1(9) . .
C4 C5 C6 C1 0.7(16) . .
C4 C5 C6 C7 -178.0(10) . .
O1 C1 C6 C5 175.7(9) . .
C2 C1 C6 C5 0.2(15) . .
O1 C1 C6 C7 -5.6(14) . .
C2 C1 C6 C7 178.9(9) . .
C5 C6 C7 C2 93.5(12) . 3
C1 C6 C7 C2 -85.1(12) . 3
