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#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/15/7011536.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_7011536
loop_
_publ_author_name
'Kontturi, Mervi'
'Vuokila-Laine, Eija'
'Peräniemi, Sirpa'
'Pakkanen, Tuula T.'
'Vepsäläinen, Jouko J.'
'Ahlgrén, Markku'
_publ_section_title
;
 A structural study of bisphosphonate metal complexes. Alkaline earth
 metal complexes of (dichloromethylene)bisphosphonic acid P,P'-diethyl
 ester
;
_journal_issue                   9
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              1969
_journal_paper_doi               10.1039/b201124g
_journal_year                    2002
_chemical_formula_moiety         '[(H2O)3Ca{Cl2C(PO3Et)2}2Ca(H2O)3]'
_chemical_formula_sum            'C10 H32 Ca2 Cl4 O18 P4'
_chemical_formula_weight         786.20
_space_group_IT_number           64
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-C 2ac 2'
_symmetry_space_group_name_H-M   'C m c a'
_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                   24.0044(4)
_cell_length_b                   15.5269(2)
_cell_length_c                   7.9701(1)
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      29.10
_cell_measurement_theta_min      3.00
_cell_volume                     2970.57(7)
_computing_cell_refinement       'Denzo, Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'collect (Nonius, 1999)'
_computing_data_reduction        'Denzo, Scalepack'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       phi-scan
_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  0.0280
_diffrn_reflns_av_sigmaI/netI    0.0170
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            25221
_diffrn_reflns_theta_full        29.10
_diffrn_reflns_theta_max         29.10
_diffrn_reflns_theta_min         3.00
_exptl_absorpt_coefficient_mu    1.030
_exptl_absorpt_correction_T_max  0.8204
_exptl_absorpt_correction_T_min  0.8204
_exptl_absorpt_correction_type   semiempirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_density_meas      1.700(11)
_exptl_crystal_density_method    flotation
_exptl_crystal_description       cubic
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.931
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         2020
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0317
_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)+(0.0400P)²+6.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0802
_refine_ls_wR_factor_ref         0.0831
_reflns_number_gt                1803
_reflns_number_total             2020
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b201124g.txt
_cod_data_source_block           Structure_3
_cod_original_sg_symbol_H-M      Cmca
_cod_database_code               7011536
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'x+1/2, -y, z-1/2'
'-x+1/2, y+1/2, 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
_atom_site_attached_hydrogens
Ca1 Ca 0.5000 0.60690(3) 0.20713(5) 0.01509(11) Uani 1 2 d S . . 0
P P 0.404044(17) 0.43263(3) 0.13803(5) 0.01714(12) Uani 1 1 d . . . 0
Cl Cl 0.31629(2) 0.43234(3) -0.12531(7) 0.03599(14) Uani 1 1 d . . . 0
O1 O 0.5000 0.60416(18) 0.5087(3) 0.0601(8) Uani 1 2 d S . . 2
O2A O 0.43024(14) 0.7063(2) 0.3110(5) 0.0528(13) Uani 0.664(8) 1 d P . . 2
O2B O 0.5410(3) 0.7486(4) 0.2300(8) 0.050(3) Uani 0.336(8) 1 d P . . 2
O11 O 0.43416(5) 0.49249(8) 0.25283(17) 0.0255(3) Uani 1 1 d . . . 0
O12 O 0.43690(5) 0.37515(8) 0.02477(16) 0.0262(3) Uani 1 1 d . . . 0
O13 O 0.36224(5) 0.37230(8) 0.23591(16) 0.0237(3) Uani 1 1 d . . . 0
C1 C 0.35990(9) 0.5000 0.0000 0.0189(4) Uani 1 2 d S . . 0
C11 C 0.33763(9) 0.39242(12) 0.3977(3) 0.0318(4) Uani 1 1 d . . . 0
H11A H 0.3095 0.4377 0.3854 0.038 Uiso 1 1 calc R . . 0
H11B H 0.3664 0.4128 0.4756 0.038 Uiso 1 1 calc R . . 0
C12 C 0.31165(13) 0.31266(16) 0.4625(3) 0.0552(7) Uani 1 1 d . . . 0
H12A H 0.2848 0.2914 0.3815 0.066 Uiso 1 1 calc R . . 0
H12B H 0.2929 0.3249 0.5676 0.066 Uiso 1 1 calc R . . 0
H12C H 0.3402 0.2695 0.4808 0.066 Uiso 1 1 calc R . . 0
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'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ca Ca 0.2262 0.3064 '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
O1 Ca1 O11 80.53(6) . . ?
O1 Ca1 O11 80.53(6) . 12_655 ?
O11 Ca1 O11 82.15(6) . 12_655 ?
O1 Ca1 O12 140.37(3) . 4_565 ?
O11 Ca1 O12 77.77(4) . 4_565 ?
O11 Ca1 O12 127.99(5) 12_655 4_565 ?
O1 Ca1 O12 140.37(3) . 9_665 ?
O11 Ca1 O12 127.99(5) . 9_665 ?
O11 Ca1 O12 77.77(4) 12_655 9_665 ?
O12 Ca1 O12 78.04(6) 4_565 9_665 ?
O1 Ca1 O2B 86.60(16) . 12_655 ?
O11 Ca1 O2B 113.2(2) . 12_655 ?
O11 Ca1 O2B 158.16(14) 12_655 12_655 ?
O12 Ca1 O2B 72.32(11) 4_565 12_655 ?
O12 Ca1 O2B 102.1(2) 9_665 12_655 ?
O1 Ca1 O2B 86.60(16) . . ?
O11 Ca1 O2B 158.16(14) . . ?
O11 Ca1 O2B 113.2(2) 12_655 . ?
O12 Ca1 O2B 102.1(2) 4_565 . ?
O12 Ca1 O2B 72.32(11) 9_665 . ?
O2B Ca1 O2B 48.0(4) 12_655 . ?
O1 Ca1 O2A 70.72(10) . 12_655 ?
O11 Ca1 O2A 150.78(10) . 12_655 ?
O11 Ca1 O2A 87.96(12) 12_655 12_655 ?
O12 Ca1 O2A 128.60(12) 4_565 12_655 ?
O12 Ca1 O2A 75.73(7) 9_665 12_655 ?
O2B Ca1 O2A 71.1(2) 12_655 12_655 ?
O2B Ca1 O2A 27.53(18) . 12_655 ?
O1 Ca1 O2A 70.72(10) . . ?
O11 Ca1 O2A 87.96(12) . . ?
O11 Ca1 O2A 150.78(10) 12_655 . ?
O12 Ca1 O2A 75.73(7) 4_565 . ?
O12 Ca1 O2A 128.60(12) 9_665 . ?
O2B Ca1 O2A 27.53(18) 12_655 . ?
O2B Ca1 O2A 71.1(2) . . ?
O2A Ca1 O2A 87.45(17) 12_655 . ?
O11 P O12 119.15(8) . . ?
O11 P O13 112.01(7) . . ?
O12 P O13 106.23(7) . . ?
O11 P C1 106.85(6) . . ?
O12 P C1 106.29(6) . . ?
O13 P C1 105.37(8) . . ?
O2B O2A Ca1 75.9(3) 12_655 . ?
O2A O2B Ca1 76.6(3) 12_655 . ?
P O11 Ca1 133.31(8) . . ?
P O12 Ca1 136.65(7) . 9_665 ?
C11 O13 P 124.72(11) . . ?
Cl C1 Cl 108.34(12) 4_565 . ?
Cl C1 P 109.58(2) 4_565 . ?
Cl C1 P 109.57(2) . . ?
Cl C1 P 109.57(2) 4_565 4_565 ?
Cl C1 P 109.58(2) . 4_565 ?
P C1 P 110.16(11) . 4_565 ?
O13 C11 C12 107.52(16) . . ?
O13 C11 H11A 110.2 . . ?
C12 C11 H11A 110.2 . . ?
O13 C11 H11B 110.2 . . ?
C12 C11 H11B 110.2 . . ?
H11A C11 H11B 108.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
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
Ca1 O1 2.404(2) . ?
Ca1 O11 2.4056(12) . ?
Ca1 O11 2.4056(12) 12_655 ?
Ca1 O12 2.4059(12) 4_565 ?
Ca1 O12 2.4059(12) 9_665 ?
Ca1 O2B 2.416(5) 12_655 ?
Ca1 O2B 2.416(5) . ?
Ca1 O2A 2.423(2) 12_655 ?
Ca1 O2A 2.423(2) . ?
P O11 1.4912(13) . ?
P O12 1.4944(13) . ?
P O13 1.5790(12) . ?
P C1 1.8514(13) . ?
Cl C1 1.7880(13) . ?
O2A O2B 1.151(8) 12_655 ?
O2B O2A 1.151(7) 12_655 ?
O12 Ca1 2.4059(12) 9_665 ?
O13 C11 1.452(2) . ?
C1 Cl 1.7879(13) 4_565 ?
C1 P 1.8514(13) 4_565 ?
C11 C12 1.480(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 Ca1 O2A O2B 122.4(3) . . . 12_655 ?
O11 Ca1 O2A O2B -157.0(3) . . . 12_655 ?
O11 Ca1 O2A O2B 133.1(3) 12_655 . . 12_655 ?
O12 Ca1 O2A O2B -79.1(3) 4_565 . . 12_655 ?
O12 Ca1 O2A O2B -17.5(3) 9_665 . . 12_655 ?
O2B Ca1 O2A O2B 29.3(3) . . . 12_655 ?
O2A Ca1 O2A O2B 51.9(3) 12_655 . . 12_655 ?
O1 Ca1 O2B O2A 53.0(3) . . . 12_655 ?
O11 Ca1 O2B O2A 106.8(6) . . . 12_655 ?
O11 Ca1 O2B O2A -25.2(3) 12_655 . . 12_655 ?
O12 Ca1 O2B O2A -166.1(2) 4_565 . . 12_655 ?
O12 Ca1 O2B O2A -93.0(3) 9_665 . . 12_655 ?
O2B Ca1 O2B O2A 141.5(3) 12_655 . . 12_655 ?
O2A Ca1 O2B O2A 123.8(3) . . . 12_655 ?
O12 P O11 Ca1 58.59(12) . . . . ?
O13 P O11 Ca1 -176.61(9) . . . . ?
C1 P O11 Ca1 -61.71(12) . . . . ?
O1 Ca1 O11 P -175.21(11) . . . . ?
O11 Ca1 O11 P -93.57(10) 12_655 . . . ?
O12 Ca1 O11 P 38.17(10) 4_565 . . . ?
O12 Ca1 O11 P -25.84(13) 9_665 . . . ?
O2B Ca1 O11 P 102.66(17) 12_655 . . . ?
O2B Ca1 O11 P 130.1(6) . . . . ?
O2A Ca1 O11 P -164.9(2) 12_655 . . . ?
O2A Ca1 O11 P 114.00(13) . . . . ?
O11 P O12 Ca1 -64.28(13) . . . 9_665 ?
O13 P O12 Ca1 168.19(10) . . . 9_665 ?
C1 P O12 Ca1 56.31(13) . . . 9_665 ?
O11 P O13 C11 24.19(17) . . . . ?
O12 P O13 C11 155.86(15) . . . . ?
C1 P O13 C11 -91.62(15) . . . . ?
O11 P C1 Cl -54.60(10) . . . 4_565 ?
O12 P C1 Cl 177.18(8) . . . 4_565 ?
O13 P C1 Cl 64.70(9) . . . 4_565 ?
O11 P C1 Cl -173.34(8) . . . . ?
O12 P C1 Cl 58.44(10) . . . . ?
O13 P C1 Cl -54.04(9) . . . . ?
O11 P C1 P 66.03(6) . . . 4_565 ?
O12 P C1 P -62.20(6) . . . 4_565 ?
O13 P C1 P -174.68(5) . . . 4_565 ?
P O13 C11 C12 -167.54(18) . . . . ?
