#------------------------------------------------------------------------------
#$Date: 2016-03-22 14:21:36 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178987 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/29/1542917.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_1542917
loop_
_publ_author_name
'N. Golovnev'
'M. Molokeev'
'A. Samoilo'
'V. Atuchin'
_publ_section_title
;
 Influence of alkyl substituents in 1,3-diethyl-2-thiobarbituric acid on
 the coordination environment in M(H2O)2(1,3-diethyl-2-thiobarbiturate)2 M
 = Ca2+, Sr2+
;
_journal_issue                   6
_journal_name_full               'Journal of Coordination Chemistry'
_journal_page_first              957
_journal_page_last               965
_journal_paper_doi               10.1080/00958972.2016.1149168
_journal_volume                  69
_journal_year                    2016
_chemical_formula_moiety         'C16 H26 Ca N4 O6 S2'
_chemical_formula_sum            'C16 H26 Ca N4 O6 S2'
_chemical_formula_weight         474.61
_chemical_name_systematic
;
Catena-bis (mu₂-1,3-diethyl-2-thiobarbiturato-O,O')-diaqua-calcium
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.3535(4)
_cell_length_b                   13.8812(7)
_cell_length_c                   16.9106(8)
_cell_measurement_temperature    298(2)
_cell_volume                     2195.64(18)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'SMART APEXII'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0238
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_laue_measured_fraction_full 1.000
_diffrn_reflns_laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19984
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.810
_diffrn_reflns_theta_min         2.409
_exptl_absorpt_coefficient_mu    0.515
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6613
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2004/1. Bruker AXS Inc., Madison, Wisconsin, USA, 2004'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_description       bulk
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         3024
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0295
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0483P)²+0.6233P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0875
_reflns_Friedel_coverage         0.000
_reflns_friedel_fraction_full    .
_reflns_friedel_fraction_max     .
_reflns_number_gt                2568
_reflns_number_total             3024
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            CaH2O2Detba2.cif
_cod_data_source_block           c
_cod_database_code               1542917
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.801
_shelx_estimated_absorpt_t_max   0.950
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca Ca 0.5000 0.0000 0.5000 0.02505(10) Uani 1 2 d S . P . .
S S 0.59750(4) 0.41071(3) 0.73253(2) 0.04003(11) Uani 1 1 d . . . . .
N1 N 0.38380(10) 0.40966(7) 0.62724(6) 0.0258(2) Uani 1 1 d . . . . .
N3 N 0.49060(10) 0.26115(7) 0.65259(6) 0.0275(2) Uani 1 1 d . . . . .
O1 O 0.43578(11) 0.12854(6) 0.57882(6) 0.0375(2) Uani 1 1 d . . . . .
O2 O 0.20316(11) 0.42341(7) 0.53742(6) 0.0416(2) Uani 1 1 d . . . . .
C2 C 0.48330(12) 0.35754(9) 0.66733(7) 0.0259(2) Uani 1 1 d . . . . .
C4 C 0.41149(13) 0.21591(8) 0.59119(7) 0.0273(2) Uani 1 1 d . . . . .
C5 C 0.31302(14) 0.27244(9) 0.55168(8) 0.0318(3) Uani 1 1 d . . . . .
H5 H 0.2584 0.2447 0.5117 0.038 Uiso 1 1 calc R U . . .
C6 C 0.29271(13) 0.36888(9) 0.56943(7) 0.0283(2) Uani 1 1 d . . . . .
C7 C 0.36434(15) 0.51373(9) 0.64320(8) 0.0337(3) Uani 1 1 d . . . . .
H7A H 0.3957 0.5277 0.6967 0.040 Uiso 1 1 calc R U . . .
H7B H 0.2635 0.5295 0.6396 0.040 Uiso 1 1 calc R U . . .
C8 C 0.44686(19) 0.57622(11) 0.58598(11) 0.0482(4) Uani 1 1 d . . . . .
H8A H 0.4311 0.6428 0.5985 0.058 Uiso 1 1 calc R U . . .
H8B H 0.5470 0.5619 0.5900 0.058 Uiso 1 1 calc R U . . .
H8C H 0.4148 0.5636 0.5330 0.058 Uiso 1 1 calc R U . . .
C9 C 0.58012(15) 0.19743(10) 0.70261(8) 0.0371(3) Uani 1 1 d . . . . .
H9A H 0.5340 0.1351 0.7070 0.044 Uiso 1 1 calc R U . . .
H9B H 0.5863 0.2247 0.7553 0.044 Uiso 1 1 calc R U . . .
C10 C 0.72924(16) 0.18351(12) 0.67058(11) 0.0505(4) Uani 1 1 d . . . . .
H10A H 0.7820 0.1418 0.7052 0.061 Uiso 1 1 calc R U . . .
H10B H 0.7241 0.1551 0.6189 0.061 Uiso 1 1 calc R U . . .
H10C H 0.7765 0.2448 0.6672 0.061 Uiso 1 1 calc R U . . .
O O 0.38717(13) 0.06735(10) 0.38687(7) 0.0545(3) Uani 1 1 d D . . . .
H1 H 0.4404(19) 0.0805(15) 0.3520(10) 0.065 Uiso 1 1 d D U . . .
H2 H 0.3087(13) 0.0699(15) 0.3686(12) 0.065 Uiso 1 1 d D U . . .
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'
S S 0.1246 0.1234 '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
O2 Ca O2 180.0 8_655 4_556
O2 Ca O1 89.04(4) 8_655 .
O2 Ca O1 90.96(4) 4_556 .
O2 Ca O1 90.96(4) 8_655 5_656
O2 Ca O1 89.04(4) 4_556 5_656
O1 Ca O1 180.0 . 5_656
O2 Ca O 92.12(4) 8_655 .
O2 Ca O 87.88(4) 4_556 .
O1 Ca O 92.59(4) . .
O1 Ca O 87.41(4) 5_656 .
O2 Ca O 87.88(4) 8_655 5_656
O2 Ca O 92.12(4) 4_556 5_656
O1 Ca O 87.41(4) . 5_656
O1 Ca O 92.59(4) 5_656 5_656
O Ca O 180.0 . 5_656
C2 N1 C6 122.94(10) . .
C2 N1 C7 120.81(10) . .
C6 N1 C7 116.24(10) . .
C2 N3 C4 122.78(10) . .
C2 N3 C9 120.64(10) . .
C4 N3 C9 116.56(10) . .
C4 O1 Ca 153.31(9) . .
C6 O2 Ca 164.74(10) . 4_456
N1 C2 N3 117.74(10) . .
N1 C2 S 121.43(9) . .
N3 C2 S 120.82(9) . .
O1 C4 C5 126.19(12) . .
O1 C4 N3 117.11(11) . .
C5 C4 N3 116.69(10) . .
C4 C5 C6 122.37(11) . .
O2 C6 C5 125.62(11) . .
O2 C6 N1 117.37(11) . .
C5 C6 N1 116.99(10) . .
N1 C7 C8 112.36(11) . .
N3 C9 C10 113.18(11) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ca O2 2.2675(9) 8_655
Ca O2 2.2675(9) 4_556
Ca O1 2.3068(9) .
Ca O1 2.3068(9) 5_656
Ca O 2.3765(11) .
Ca O 2.3765(11) 5_656
S C2 1.7033(12) .
N1 C2 1.3599(15) .
N1 C6 1.4149(15) .
N1 C7 1.4809(14) .
N3 C2 1.3627(15) .
N3 C4 1.4214(15) .
N3 C9 1.4829(16) .
O1 C4 1.2514(14) .
O2 C6 1.2520(14) .
O2 Ca 2.2675(9) 4_456
C4 C5 1.3822(17) .
C5 C6 1.3850(16) .
C7 C8 1.511(2) .
C9 C10 1.509(2) .

_cod_database_fobs_code 1542917
