#------------------------------------------------------------------------------
#$Date: 2020-08-15 08:17:01 +0300 (Sat, 15 Aug 2020) $
#$Revision: 255344 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/88/1558860.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_1558860
loop_
_publ_author_name
'Camargo-Cortés, Esmit B.'
'Acosta, Mirna'
'Martínez, Juan C.'
'Pineda, Leslie W.'
_publ_section_title
;
 Tetraaquabis(2,3-dihydro-1,4-benzodioxine-2-carboxylato)calcium(II)
;
_journal_coeditor_code           HB4355
_journal_issue                   8
_journal_name_full               IUCrData
_journal_page_first              x201092
_journal_paper_doi               10.1107/S2414314620010925
_journal_volume                  5
_journal_year                    2020
_chemical_formula_iupac          '[Ca (C9 H7 O4)2 (H2 O)4]'
_chemical_formula_sum            'C18 H22 Ca O12'
_chemical_formula_weight         470.44
_chemical_name_systematic
;
Tetraaquabis(2,3-dihydro-1,4-benzodioxine-2-carboxylato)calcium(II)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 106.715(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.3477(4)
_cell_length_b                   26.6084(18)
_cell_length_c                   7.7367(5)
_cell_measurement_reflns_used    9843
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      27.3604
_cell_measurement_theta_min      2.8537
_cell_volume                     1054.37(13)
_computing_cell_refinement
;
SAINT (Bruker, 2015)
;
_computing_data_collection
;
APEX3 (Bruker, 2015)
;
_computing_data_reduction
;
SAINT (Bruker, 2015)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2020)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            32373
_diffrn_reflns_theta_full        27.40
_diffrn_reflns_theta_max         27.40
_diffrn_reflns_theta_min         2.85
_exptl_absorpt_coefficient_mu    0.361
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6612
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2015)
;
_exptl_crystal_colour            'clear light white'
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.427
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.385
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         2384
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.383
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0570
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+3.3804P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1318
_refine_ls_wR_factor_ref         0.1332
_reflns_number_gt                2242
_reflns_number_total             2384
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb4355sup1.cif
_cod_data_source_block           I
_cod_database_code               1558860
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca Ca1 0.5 0.5 1.0 0.0115(2) Uani d 1 . .
O O1 0.6722(4) 0.55435(8) 0.8323(3) 0.0144(4) Uani d 1 . .
O O2 0.8347(4) 0.54948(9) 0.5982(3) 0.0164(5) Uani d 1 . .
O O3 0.5527(5) 0.66992(9) 0.6702(3) 0.0199(5) Uani d 1 . .
O O4 0.4402(4) 0.60021(8) 0.3776(3) 0.0144(4) Uani d 1 . .
O O5 0.2000(4) 0.56223(9) 1.0277(3) 0.0167(5) Uani d 1 . .
H H5A 0.041(3) 0.5599(16) 0.972(4) 0.030(12) Uiso d 1 . .
H H5B 0.210(7) 0.5750(15) 1.129(3) 0.033(12) Uiso d 1 . .
O O6 0.1782(4) 0.47510(9) 0.7438(3) 0.0158(5) Uani d 1 . .
H H6A 0.208(8) 0.4613(13) 0.655(3) 0.028(12) Uiso d 1 . .
H H6B 0.070(7) 0.4981(12) 0.703(5) 0.043(14) Uiso d 1 . .
C C1 0.6624(6) 0.56196(11) 0.6687(4) 0.0116(6) Uani d 1 . .
C C2 0.4144(6) 0.58769(12) 0.5516(4) 0.0121(6) Uani d 1 . .
H H2 0.2671 0.5632 0.5335 0.015 Uiso calc 1 . .
C C3 0.3443(6) 0.63398(12) 0.6413(5) 0.0171(6) Uani d 1 . .
H H3A 0.1807 0.6488 0.5636 0.021 Uiso calc 1 . .
H H3B 0.316 0.6247 0.7582 0.021 Uiso calc 1 . .
C C4 0.6346(6) 0.67786(12) 0.5198(4) 0.0160(6) Uani d 1 . .
C C5 0.7822(7) 0.72053(13) 0.5151(5) 0.0226(7) Uani d 1 . .
H H5 0.8188 0.7437 0.6124 0.027 Uiso calc 1 . .
C C6 0.8762(7) 0.72926(13) 0.3682(5) 0.0261(8) Uani d 1 . .
H H6 0.9784 0.7583 0.3656 0.031 Uiso calc 1 . .
C C7 0.8210(7) 0.69567(14) 0.2255(5) 0.0251(8) Uani d 1 . .
H H7 0.8838 0.702 0.1246 0.03 Uiso calc 1 . .
C C8 0.6745(6) 0.65272(13) 0.2289(4) 0.0191(7) Uani d 1 . .
H H8 0.6373 0.6297 0.1311 0.023 Uiso calc 1 . .
C C9 0.5828(6) 0.64388(11) 0.3781(4) 0.0129(6) Uani d 1 . .
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Ca1 O1 3_667 . 180.0 ?
O1 Ca1 O6 3_667 3_667 90.95(8) ?
O1 Ca1 O6 . 3_667 89.05(8) ?
O1 Ca1 O6 3_667 . 89.05(8) ?
O1 Ca1 O6 . . 90.95(8) ?
O6 Ca1 O6 3_667 . 180.00(10) ?
O1 Ca1 O5 3_667 3_667 90.17(8) ?
O1 Ca1 O5 . 3_667 89.83(8) ?
O6 Ca1 O5 3_667 3_667 85.49(8) ?
O6 Ca1 O5 . 3_667 94.51(8) ?
O1 Ca1 O5 3_667 . 89.83(8) ?
O1 Ca1 O5 . . 90.17(8) ?
O6 Ca1 O5 3_667 . 94.51(8) ?
O6 Ca1 O5 . . 85.49(8) ?
O5 Ca1 O5 3_667 . 180.0 ?
O1 Ca1 H6B 3_667 . 94.9(10) ?
O1 Ca1 H6B . . 85.1(9) ?
O6 Ca1 H6B 3_667 . 163.5(6) ?
O6 Ca1 H6B . . 16.5(6) ?
O5 Ca1 H6B 3_667 . 109.8(6) ?
O5 Ca1 H6B . . 70.2(6) ?
C1 O1 Ca1 . . 138.9(2) ?
C4 O3 C3 . . 113.1(2) ?
C9 O4 C2 . . 113.2(2) ?
Ca1 O5 H5A . . 121.(3) ?
Ca1 O5 H5B . . 120.(3) ?
H5A O5 H5B . . 107.(2) ?
Ca1 O6 H6A . . 124.(3) ?
Ca1 O6 H6B . . 112.(3) ?
H6A O6 H6B . . 106.(2) ?
O2 C1 O1 . . 124.9(3) ?
O2 C1 C2 . . 118.9(3) ?
O1 C1 C2 . . 116.1(3) ?
O4 C2 C3 . . 110.2(2) ?
O4 C2 C1 . . 111.0(2) ?
C3 C2 C1 . . 112.3(2) ?
O4 C2 H2 . . 107.7 ?
C3 C2 H2 . . 107.7 ?
C1 C2 H2 . . 107.7 ?
O3 C3 C2 . . 109.3(2) ?
O3 C3 H3A . . 109.8 ?
C2 C3 H3A . . 109.8 ?
O3 C3 H3B . . 109.8 ?
C2 C3 H3B . . 109.8 ?
H3A C3 H3B . . 108.3 ?
O3 C4 C9 . . 122.0(3) ?
O3 C4 C5 . . 118.1(3) ?
C9 C4 C5 . . 119.9(3) ?
C6 C5 C4 . . 120.0(3) ?
C6 C5 H5 . . 120.0 ?
C4 C5 H5 . . 120.0 ?
C7 C6 C5 . . 120.0(3) ?
C7 C6 H6 . . 120.0 ?
C5 C6 H6 . . 120.0 ?
C6 C7 C8 . . 120.5(3) ?
C6 C7 H7 . . 119.7 ?
C8 C7 H7 . . 119.7 ?
C7 C8 C9 . . 119.2(3) ?
C7 C8 H8 . . 120.4 ?
C9 C8 H8 . . 120.4 ?
C4 C9 O4 . . 122.1(3) ?
C4 C9 C8 . . 120.4(3) ?
O4 C9 C8 . . 117.5(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ca1 O1 3_667 2.304(2) ?
Ca1 O1 . 2.304(2) ?
Ca1 O6 3_667 2.317(2) ?
Ca1 O6 . 2.317(2) ?
Ca1 O5 3_667 2.358(2) ?
Ca1 O5 . 2.358(2) ?
Ca1 H6B . 2.74(4) ?
O1 C1 . 1.268(4) ?
O2 C1 . 1.243(4) ?
O3 C4 . 1.372(4) ?
O3 C3 . 1.437(4) ?
O4 C9 . 1.389(4) ?
O4 C2 . 1.432(3) ?
O5 H5A . 0.838(10) ?
O5 H5B . 0.838(10) ?
O6 H6A . 0.837(10) ?
O6 H6B . 0.839(10) ?
C1 C2 . 1.535(4) ?
C2 C3 . 1.513(4) ?
C2 H2 . 1.0 ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 C9 . 1.386(4) ?
C4 C5 . 1.389(5) ?
C5 C6 . 1.388(5) ?
C5 H5 . 0.95 ?
C6 C7 . 1.385(6) ?
C6 H6 . 0.95 ?
C7 C8 . 1.390(5) ?
C7 H7 . 0.95 ?
C8 C9 . 1.397(4) ?
C8 H8 . 0.95 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O5 H5A O1 1_455 0.84(2) 1.96(2) 2.800(3) 178(4)
O5 H5B O4 1_556 0.84(3) 2.07(3) 2.828(3) 149(4)
O6 H6A O2 3_666 0.83(3) 1.93(2) 2.707(3) 155(3)
O6 H6B O2 1_455 0.84(3) 1.88(4) 2.715(3) 176(3)
C2 H2 O2 1_455 1.00 2.53 3.379(4) 143
C6 H6 O3 4_675 0.95 2.54 3.357(4) 145
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Ca1 O1 C1 O2 . . . . -102.2(4) ?
Ca1 O1 C1 C2 . . . . 76.5(4) ?
C9 O4 C2 C3 . . . . 45.0(3) ?
C9 O4 C2 C1 . . . . -79.9(3) ?
O2 C1 C2 O4 . . . . -8.8(4) ?
O1 C1 C2 O4 . . . . 172.4(2) ?
O2 C1 C2 C3 . . . . -132.6(3) ?
O1 C1 C2 C3 . . . . 48.5(4) ?
C4 O3 C3 C2 . . . . 48.5(3) ?
O4 C2 C3 O3 . . . . -63.0(3) ?
C1 C2 C3 O3 . . . . 61.3(3) ?
C3 O3 C4 C9 . . . . -19.4(4) ?
C3 O3 C4 C5 . . . . 163.1(3) ?
O3 C4 C5 C6 . . . . 178.0(3) ?
C9 C4 C5 C6 . . . . 0.4(5) ?
C4 C5 C6 C7 . . . . 0.6(5) ?
C5 C6 C7 C8 . . . . -0.8(5) ?
C6 C7 C8 C9 . . . . 0.2(5) ?
O3 C4 C9 O4 . . . . 1.4(5) ?
C5 C4 C9 O4 . . . . 178.9(3) ?
O3 C4 C9 C8 . . . . -178.6(3) ?
C5 C4 C9 C8 . . . . -1.1(5) ?
C2 O4 C9 C4 . . . . -15.5(4) ?
C2 O4 C9 C8 . . . . 164.4(3) ?
C7 C8 C9 C4 . . . . 0.8(5) ?
C7 C8 C9 O4 . . . . -179.1(3) ?

_cod_database_fobs_code 1558860
