#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:52:35 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179214 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/42/4314224.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_4314224
loop_
_publ_author_name
'Alessia Bacchi'
'Mauro Carcelli'
'Corrado Pelizzi'
'Giancarlo Pelizzi'
'Paolo Pelagatti'
'Dominga Rogolino'
'Matteo Tegoni'
'Cristiano Viappiani'
_publ_section_title
;
 Synthesis and Spectroscopic and Structural Characterization of Two Novel
 Photoactivatable Ca2+ Compounds
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5871
_journal_page_last               5879
_journal_paper_doi               10.1021/ic034059t
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C14 H23 Ca N O14'
_chemical_formula_weight         469.41
_chemical_name_systematic
;
   ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 103.9610(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.0519(7)
_cell_length_b                   10.4258(5)
_cell_length_c                   14.3319(7)
_cell_measurement_reflns_used    276
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      4
_cell_volume                     2037.63(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker AXS CCD diffractometer'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_sigmaI/netI    0.0240
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17713
_diffrn_reflns_theta_full        23.28
_diffrn_reflns_theta_max         23.28
_diffrn_reflns_theta_min         1.49
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.381
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.852
_exptl_absorpt_correction_type
'symmetry-related measurements(SAINT-SADABS procedure)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.9
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.914
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         2932
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0379
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0622P)²+1.0467P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0997
_refine_ls_wR_factor_ref         0.1068
_reflns_number_gt                2320
_reflns_number_total             2932
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic034059t_2.cif
_cod_data_source_block           Ca(2).2H2O
_cod_database_code               4314224
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, 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
Ca Ca 0.04930(4) 0.16952(5) 0.96968(4) 0.02879(19) Uani 1 1 d . . .
N N 0.4494(2) 0.0496(3) 0.8793(2) 0.0542(8) Uani 1 1 d . . .
O1 O 0.3723(3) -0.0064(3) 0.8648(4) 0.1290(17) Uani 1 1 d . . .
O2 O 0.5219(2) -0.0077(3) 0.8816(3) 0.1147(14) Uani 1 1 d . . .
O3 O 0.19431(13) 0.25850(18) 0.87942(13) 0.0331(5) Uani 1 1 d . . .
O4 O 0.10079(15) 0.03310(18) 0.85645(13) 0.0367(5) Uani 1 1 d . . .
O5 O 0.09492(16) 0.02420(19) 0.70032(13) 0.0426(5) Uani 1 1 d . . .
O6 O 0.21867(14) 0.1729(2) 1.06997(14) 0.0393(5) Uani 1 1 d . . .
O7 O 0.08942(14) -0.01229(19) 1.07627(13) 0.0345(5) Uani 1 1 d . . .
O8 O 0.19004(15) -0.0975(2) 1.20565(15) 0.0495(6) Uani 1 1 d . . .
O9 O 0.47339(18) 0.5805(2) 0.86948(17) 0.0542(6) Uani 1 1 d . . .
O10 O 0.61901(17) 0.4446(2) 0.85075(19) 0.0628(7) Uani 1 1 d . . .
O11 O 0.08139(18) 0.3918(2) 1.01575(16) 0.0473(6) Uani 1 1 d D . .
O12 O -0.04523(17) 0.2721(2) 0.83262(16) 0.0467(6) Uani 1 1 d D . .
O13 O -0.0428(2) 0.2040(2) 1.0861(2) 0.0611(7) Uani 1 1 d D . .
O14 O -0.1212(3) 0.4377(3) 1.1261(2) 0.0918(11) Uani 1 1 d D . .
C1 C 0.3720(2) 0.2603(3) 0.8988(2) 0.0325(7) Uani 1 1 d . . .
C2 C 0.3795(2) 0.3935(3) 0.8934(2) 0.0359(7) Uani 1 1 d . . .
C3 C 0.4606(2) 0.4527(3) 0.8744(2) 0.0388(7) Uani 1 1 d . . .
C4 C 0.5392(2) 0.3779(3) 0.8616(2) 0.0426(8) Uani 1 1 d . . .
C5 C 0.5319(2) 0.2476(3) 0.8620(2) 0.0429(8) Uani 1 1 d . . .
C6 C 0.4489(2) 0.1903(3) 0.8802(2) 0.0365(7) Uani 1 1 d . . .
C7 C 0.2858(2) 0.2062(3) 0.9326(2) 0.0338(7) Uani 1 1 d . . .
C8 C 0.2934(2) 0.2409(4) 1.0367(2) 0.0408(8) Uani 1 1 d . . .
C9 C 0.2539(2) 0.0618(4) 1.1236(3) 0.0441(8) Uani 1 1 d . . .
C10 C 0.1701(2) -0.0219(3) 1.1362(2) 0.0338(7) Uani 1 1 d . . .
C11 C 0.1645(2) 0.2083(3) 0.7843(2) 0.0335(7) Uani 1 1 d . . .
C12 C 0.1167(2) 0.0778(3) 0.78094(19) 0.0301(6) Uani 1 1 d . . .
C13 C 0.3964(3) 0.6619(4) 0.8810(3) 0.0570(10) Uani 1 1 d . . .
C14 C 0.7059(3) 0.3735(5) 0.8523(4) 0.0731(13) Uani 1 1 d . . .
H2 H 0.328(2) 0.442(3) 0.9035(18) 0.026(7) Uiso 1 1 d . . .
H1W H -0.059(3) 0.355(2) 0.817(3) 0.061(11) Uiso 1 1 d D . .
H3W H 0.098(2) 0.414(3) 1.0779(15) 0.060(11) Uiso 1 1 d D . .
H5 H 0.582(2) 0.199(3) 0.853(2) 0.045(9) Uiso 1 1 d . . .
H4W H 0.104(4) 0.457(4) 0.987(4) 0.16(3) Uiso 1 1 d D . .
H7 H 0.2808(19) 0.112(3) 0.9259(18) 0.025(7) Uiso 1 1 d . . .
H6W H -0.147(3) 0.440(5) 1.179(2) 0.105(17) Uiso 1 1 d D . .
H7W H -0.074(3) 0.271(3) 1.104(3) 0.094(15) Uiso 1 1 d D . .
H8W H -0.064(3) 0.132(3) 1.110(3) 0.088(14) Uiso 1 1 d D . .
H81 H 0.358(3) 0.223(3) 1.077(3) 0.059(10) Uiso 1 1 d . . .
H82 H 0.284(2) 0.335(3) 1.044(2) 0.049(9) Uiso 1 1 d . . .
H91 H 0.294(3) 0.080(3) 1.184(3) 0.052(10) Uiso 1 1 d . . .
H92 H 0.290(3) 0.010(3) 1.091(2) 0.051(10) Uiso 1 1 d . . .
H111 H 0.220(2) 0.201(3) 0.755(2) 0.038(8) Uiso 1 1 d . . .
H112 H 0.116(2) 0.264(3) 0.749(2) 0.035(8) Uiso 1 1 d . . .
H131 H 0.335(3) 0.646(4) 0.830(3) 0.067(11) Uiso 1 1 d . . .
H132 H 0.421(3) 0.744(4) 0.878(3) 0.064(11) Uiso 1 1 d . . .
H133 H 0.382(3) 0.648(4) 0.945(3) 0.077(13) Uiso 1 1 d . . .
H142 H 0.753(4) 0.432(5) 0.850(3) 0.093(15) Uiso 1 1 d . . .
H143 H 0.728(3) 0.321(5) 0.917(4) 0.096(16) Uiso 1 1 d . . .
H144 H 0.697(3) 0.318(4) 0.803(3) 0.076(14) Uiso 1 1 d . . .
H5W H -0.185(2) 0.420(5) 1.088(3) 0.100 Uiso 1 1 d D . .
H2W H -0.099(2) 0.226(4) 0.810(3) 0.079(14) Uiso 1 1 d 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'
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
O12 Ca O13 102.99(10) . . ?
O12 Ca O4 84.61(8) . . ?
O13 Ca O4 150.56(8) . . ?
O12 Ca O7 152.37(8) . . ?
O13 Ca O7 75.99(8) . . ?
O4 Ca O7 84.26(7) . . ?
O12 Ca O11 79.79(8) . . ?
O13 Ca O11 76.14(8) . . ?
O4 Ca O11 133.27(7) . . ?
O7 Ca O11 125.38(8) . . ?
O12 Ca O6 138.87(8) . . ?
O13 Ca O6 101.63(9) . . ?
O4 Ca O6 89.80(7) . . ?
O7 Ca O6 66.24(6) . . ?
O11 Ca O6 74.79(8) . . ?
O12 Ca O7 80.27(7) . 3_557 ?
O13 Ca O7 76.27(8) . 3_557 ?
O4 Ca O7 77.12(7) . 3_557 ?
O7 Ca O7 72.62(7) . 3_557 ?
O11 Ca O7 141.08(8) . 3_557 ?
O6 Ca O7 137.84(7) . 3_557 ?
O12 Ca O3 77.99(7) . . ?
O13 Ca O3 148.15(8) . . ?
O4 Ca O3 61.01(6) . . ?
O7 Ca O3 117.65(6) . . ?
O11 Ca O3 72.71(7) . . ?
O6 Ca O3 63.91(6) . . ?
O7 Ca O3 134.07(6) 3_557 . ?
O12 Ca C12 69.76(8) . . ?
O13 Ca C12 163.10(9) . . ?
O4 Ca C12 19.42(7) . . ?
O7 Ca C12 103.13(7) . . ?
O11 Ca C12 116.11(8) . . ?
O6 Ca C12 93.19(7) . . ?
O7 Ca C12 87.30(7) 3_557 . ?
O3 Ca C12 47.23(6) . . ?
O12 Ca Ca 115.60(6) . 3_557 ?
O13 Ca Ca 72.70(6) . 3_557 ?
O4 Ca Ca 78.35(5) . 3_557 ?
O7 Ca Ca 37.13(5) . 3_557 ?
O11 Ca Ca 147.61(6) . 3_557 ?
O6 Ca Ca 102.93(5) . 3_557 ?
O7 Ca Ca 35.49(4) 3_557 3_557 ?
O3 Ca Ca 136.24(5) . 3_557 ?
C12 Ca Ca 96.22(5) . 3_557 ?
O2 N O1 119.7(3) . . ?
O2 N C6 121.0(3) . . ?
O1 N C6 118.7(3) . . ?
C11 O3 C7 112.8(2) . . ?
C11 O3 Ca 103.88(15) . . ?
C7 O3 Ca 106.59(15) . . ?
C12 O4 Ca 120.85(17) . . ?
C9 O6 C8 113.3(2) . . ?
C9 O6 Ca 117.92(18) . . ?
C8 O6 Ca 119.47(17) . . ?
C10 O7 Ca 122.18(18) . . ?
C10 O7 Ca 130.21(18) . 3_557 ?
Ca O7 Ca 107.38(7) . 3_557 ?
C3 O9 C13 118.1(3) . . ?
C4 O10 C14 117.4(3) . . ?
C6 C1 C2 116.2(3) . . ?
C6 C1 C7 125.9(3) . . ?
C2 C1 C7 117.7(3) . . ?
C3 C2 C1 122.2(3) . . ?
O9 C3 C2 125.4(3) . . ?
O9 C3 C4 115.0(3) . . ?
C2 C3 C4 119.5(3) . . ?
O10 C4 C5 125.2(3) . . ?
O10 C4 C3 115.4(3) . . ?
C5 C4 C3 119.5(3) . . ?
C4 C5 C6 119.8(3) . . ?
C1 C6 C5 122.6(3) . . ?
C1 C6 N 122.4(3) . . ?
C5 C6 N 115.0(3) . . ?
O3 C7 C8 105.9(2) . . ?
O3 C7 C1 111.8(2) . . ?
C8 C7 C1 110.7(2) . . ?
O6 C8 C7 109.0(2) . . ?
O6 C9 C10 111.0(3) . . ?
O8 C10 O7 126.2(3) . . ?
O8 C10 C9 115.5(3) . . ?
O7 C10 C9 118.3(3) . . ?
O3 C11 C12 112.7(2) . . ?
O4 C12 O5 125.4(3) . . ?
O4 C12 C11 118.7(2) . . ?
O5 C12 C11 116.0(2) . . ?
O4 C12 Ca 39.73(13) . . ?
O5 C12 Ca 148.32(19) . . ?
C11 C12 Ca 85.67(16) . . ?
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
Ca O12 2.347(2) . ?
Ca O13 2.373(2) . ?
Ca O4 2.3971(19) . ?
Ca O7 2.4143(19) . ?
Ca O11 2.422(2) . ?
Ca O6 2.466(2) . ?
Ca O7 2.510(2) 3_557 ?
Ca O3 2.821(2) . ?
Ca C12 3.220(3) . ?
Ca Ca 3.9687(11) 3_557 ?
N O2 1.175(4) . ?
N O1 1.205(4) . ?
N C6 1.466(4) . ?
O3 C11 1.426(3) . ?
O3 C7 1.435(3) . ?
O4 C12 1.247(3) . ?
O5 C12 1.253(3) . ?
O6 C9 1.411(4) . ?
O6 C8 1.441(4) . ?
O7 C10 1.251(3) . ?
O7 Ca 2.510(2) 3_557 ?
O8 C10 1.246(3) . ?
O9 C3 1.349(4) . ?
O9 C13 1.416(5) . ?
O10 C4 1.360(4) . ?
O10 C14 1.425(5) . ?
C1 C6 1.383(4) . ?
C1 C2 1.396(4) . ?
C1 C7 1.517(4) . ?
C2 C3 1.379(4) . ?
C3 C4 1.401(5) . ?
C4 C5 1.362(5) . ?
C5 C6 1.391(4) . ?
C7 C8 1.513(4) . ?
C9 C10 1.511(4) . ?
C11 C12 1.513(4) . ?
