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#$Date: 2016-03-21 06:43:43 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178531 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/36/4063665.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_4063665
loop_
_publ_author_name
'Fischer, Reinald'
'Langer, Jens'
'Krieck, Sven'
'Görls, Helmar'
'Westerhausen, Matthias'
_publ_section_title
;
 Coordination Behavior of Calcocene and Its Use as a Synthon for
 Heteroleptic Organocalcium Compounds
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              1359
_journal_paper_doi               10.1021/om100806f
_journal_volume                  30
_journal_year                    2011
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C20 H30 Ca O2'
_chemical_formula_sum            'C20 H30 Ca O2'
_chemical_formula_weight         342.52
_space_group_IT_number           96
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4nw 2abw'
_symmetry_space_group_name_H-M   'P 43 21 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                   9.2245(3)
_cell_length_b                   9.2245(3)
_cell_length_c                   22.8129(7)
_cell_measurement_reflns_used    11688
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.84
_cell_volume                     1941.18(11)
_computing_cell_refinement       DENZO
_computing_data_collection       COLLECT
_computing_data_reduction        DENZO
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      183(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'phi- + omega-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  0.0583
_diffrn_reflns_av_sigmaI/netI    0.0412
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            11688
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.84
_exptl_absorpt_coefficient_mu    0.330
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     105
_refine_ls_number_reflns         2208
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0346
_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)+(0.0440P)²+0.2566P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0758
_refine_ls_wR_factor_ref         0.0824
_reflns_number_gt                1864
_reflns_number_total             2208
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om100806f_si_001.cif
_cod_data_source_block           FO3864
_cod_database_code               4063665
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-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
Ca1 Ca 0.80472(3) 0.80472(3) 0.0000 0.02569(13) Uani 1 2 d S
O1 O 0.87042(14) 1.00092(13) 0.06239(6) 0.0346(3) Uani 1 1 d .
C1 C 0.9081(3) 1.1462(2) 0.04463(9) 0.0469(6) Uani 1 1 d .
H1A H 0.8191 1.2057 0.0415 0.056 Uiso 1 1 calc R
H1B H 0.9549 1.1436 0.0056 0.056 Uiso 1 1 calc R
C2 C 1.0098(3) 1.2136(2) 0.08832(10) 0.0521(6) Uani 1 1 d .
H2A H 1.0322 1.3143 0.0763 0.062 Uiso 1 1 calc R
H2B H 1.1017 1.1583 0.0892 0.062 Uiso 1 1 calc R
C3 C 0.9426(3) 1.2142(3) 0.14862(10) 0.0547(6) Uani 1 1 d .
H3A H 0.8608 1.2837 0.1494 0.066 Uiso 1 1 calc R
H3B H 1.0155 1.2466 0.1777 0.066 Uiso 1 1 calc R
C4 C 0.8884(2) 1.0653(2) 0.16512(10) 0.0500(6) Uani 1 1 d .
H4A H 0.9721 1.0003 0.1720 0.060 Uiso 1 1 calc R
H4B H 0.8322 1.0715 0.2020 0.060 Uiso 1 1 calc R
C5 C 0.7944(2) 1.0031(2) 0.11758(9) 0.0427(5) Uani 1 1 d .
H5A H 0.7655 0.9031 0.1283 0.051 Uiso 1 1 calc R
H5B H 0.7053 1.0621 0.1137 0.051 Uiso 1 1 calc R
C6 C 0.9134(2) 0.53134(19) -0.00171(9) 0.0404(4) Uani 1 1 d .
H6A H 0.9412 0.4759 -0.0377 0.048 Uiso 1 1 calc R
C7 C 0.7801(2) 0.5212(2) 0.02756(9) 0.0418(5) Uani 1 1 d .
H7A H 0.6979 0.4568 0.0158 0.050 Uiso 1 1 calc R
C8 C 0.7923(2) 0.5934(2) 0.08155(8) 0.0406(4) Uani 1 1 d .
H8A H 0.7211 0.5879 0.1145 0.049 Uiso 1 1 calc R
C9 C 0.9349(2) 0.6471(2) 0.08544(8) 0.0381(5) Uani 1 1 d .
H9A H 0.9805 0.6879 0.1216 0.046 Uiso 1 1 calc R
C10 C 1.0089(2) 0.6087(2) 0.03438(8) 0.0382(4) Uani 1 1 d .
H10A H 1.1157 0.6184 0.0280 0.046 Uiso 1 1 calc R
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Ca1 O1 88.31(6) . 7
O1 Ca1 C8 98.50(5) . .
O1 Ca1 C8 128.95(6) 7 .
O1 Ca1 C8 128.95(6) . 7
O1 Ca1 C8 98.50(5) 7 7
C8 Ca1 C8 114.48(10) . 7
O1 Ca1 C7 128.21(5) . .
O1 Ca1 C7 116.72(6) 7 .
C8 Ca1 C7 30.18(6) . .
C8 Ca1 C7 93.37(7) 7 .
O1 Ca1 C7 116.73(6) . 7
O1 Ca1 C7 128.21(5) 7 7
C8 Ca1 C7 93.37(7) . 7
C8 Ca1 C7 30.18(6) 7 7
C7 Ca1 C7 83.77(9) . 7
O1 Ca1 C9 82.25(5) . .
O1 Ca1 C9 103.28(5) 7 .
C8 Ca1 C9 30.18(6) . .
C8 Ca1 C9 142.46(7) 7 .
C7 Ca1 C9 49.48(6) . .
C7 Ca1 C9 123.46(6) 7 .
O1 Ca1 C9 103.28(5) . 7
O1 Ca1 C9 82.25(5) 7 7
C8 Ca1 C9 142.46(7) . 7
C8 Ca1 C9 30.18(6) 7 7
C7 Ca1 C9 123.45(6) . 7
C7 Ca1 C9 49.48(6) 7 7
C9 Ca1 C9 172.42(9) . 7
O1 Ca1 C6 128.38(5) . .
O1 Ca1 C6 86.97(5) 7 .
C8 Ca1 C6 49.77(6) . .
C8 Ca1 C6 102.56(7) 7 .
C7 Ca1 C6 30.02(6) . .
C7 Ca1 C6 106.05(6) 7 .
C9 Ca1 C6 49.36(6) . .
C9 Ca1 C6 126.79(6) 7 .
O1 Ca1 C6 86.97(5) . 7
O1 Ca1 C6 128.38(5) 7 7
C8 Ca1 C6 102.57(7) . 7
C8 Ca1 C6 49.76(6) 7 7
C7 Ca1 C6 106.05(6) . 7
C7 Ca1 C6 30.02(6) 7 7
C9 Ca1 C6 126.80(6) . 7
C9 Ca1 C6 49.36(6) 7 7
C6 Ca1 C6 133.36(9) . 7
O1 Ca1 C10 79.38(5) . 7
O1 Ca1 C10 99.00(5) 7 7
C8 Ca1 C10 132.03(6) . 7
C8 Ca1 C10 49.57(6) 7 7
C7 Ca1 C10 132.89(6) . 7
C7 Ca1 C10 49.33(6) 7 7
C9 Ca1 C10 150.55(6) . 7
C9 Ca1 C10 29.75(6) 7 7
C6 Ca1 C10 151.97(6) . 7
C6 Ca1 C10 29.84(6) 7 7
O1 Ca1 C10 99.00(5) . .
O1 Ca1 C10 79.38(5) 7 .
C8 Ca1 C10 49.57(6) . .
C8 Ca1 C10 132.03(6) 7 .
C7 Ca1 C10 49.33(6) . .
C7 Ca1 C10 132.89(6) 7 .
C9 Ca1 C10 29.75(6) . .
C9 Ca1 C10 150.55(6) 7 .
C6 Ca1 C10 29.85(6) . .
C6 Ca1 C10 151.98(6) 7 .
C10 Ca1 C10 177.77(9) 7 .
C5 O1 C1 110.48(15) . .
C5 O1 Ca1 114.13(11) . .
C1 O1 Ca1 126.84(11) . .
O1 C1 C2 110.40(16) . .
O1 C1 H1A 109.6 . .
C2 C1 H1A 109.6 . .
O1 C1 H1B 109.6 . .
C2 C1 H1B 109.6 . .
H1A C1 H1B 108.1 . .
C1 C2 C3 110.49(19) . .
C1 C2 H2A 109.6 . .
C3 C2 H2A 109.6 . .
C1 C2 H2B 109.6 . .
C3 C2 H2B 109.6 . .
H2A C2 H2B 108.1 . .
C2 C3 C4 111.10(18) . .
C2 C3 H3A 109.4 . .
C4 C3 H3A 109.4 . .
C2 C3 H3B 109.4 . .
C4 C3 H3B 109.4 . .
H3A C3 H3B 108.0 . .
C5 C4 C3 111.02(18) . .
C5 C4 H4A 109.4 . .
C3 C4 H4A 109.4 . .
C5 C4 H4B 109.4 . .
C3 C4 H4B 109.4 . .
H4A C4 H4B 108.0 . .
O1 C5 C4 110.80(17) . .
O1 C5 H5A 109.5 . .
C4 C5 H5A 109.5 . .
O1 C5 H5B 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 108.1 . .
C7 C6 C10 107.76(18) . .
C7 C6 Ca1 74.41(10) . .
C10 C6 Ca1 75.56(10) . .
C7 C6 H6A 125.6 . .
C10 C6 H6A 125.6 . .
Ca1 C6 H6A 125.6 . .
C6 C7 C8 108.43(18) . .
C6 C7 Ca1 75.58(10) . .
C8 C7 Ca1 74.82(10) . .
C6 C7 H7A 125.2 . .
C8 C7 H7A 125.2 . .
Ca1 C7 H7A 125.2 . .
C7 C8 C9 107.25(18) . .
C7 C8 Ca1 75.00(10) . .
C9 C8 Ca1 75.49(11) . .
C7 C8 H8A 125.7 . .
C9 C8 H8A 125.7 . .
Ca1 C8 H8A 125.7 . .
C10 C9 C8 108.36(18) . .
C10 C9 Ca1 75.70(10) . .
C8 C9 Ca1 74.33(10) . .
C10 C9 H9A 125.3 . .
C8 C9 H9A 125.3 . .
Ca1 C9 H9A 125.3 . .
C9 C10 C6 108.19(18) . .
C9 C10 Ca1 74.55(10) . .
C6 C10 Ca1 74.60(10) . .
C9 C10 H10A 125.5 . .
C6 C10 H10A 125.5 . .
Ca1 C10 H10A 125.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ca1 O1 2.3809(13) .
Ca1 O1 2.3810(13) 7
Ca1 C8 2.6970(18) .
Ca1 C8 2.6970(18) 7
Ca1 C7 2.6992(18) .
Ca1 C7 2.6992(18) 7
Ca1 C9 2.7118(18) .
Ca1 C9 2.7119(18) 7
Ca1 C6 2.7140(17) .
Ca1 C6 2.7141(17) 7
Ca1 C10 2.7262(17) 7
Ca1 C10 2.7262(17) .
O1 C5 1.441(2) .
O1 C1 1.443(2) .
C1 C2 1.503(3) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 C3 1.509(3) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C4 1.510(3) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 C5 1.503(3) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.402(3) .
C6 C10 1.401(3) .
C6 H6A 1.0000 .
C7 C8 1.405(3) .
C7 H7A 1.0000 .
C8 C9 1.408(3) .
C8 H8A 1.0000 .
C9 C10 1.396(3) .
C9 H9A 1.0000 .
C10 H10A 1.0000 .
