#------------------------------------------------------------------------------
#$Date: 2016-03-21 11:16:47 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178686 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/97/4079766.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_4079766
loop_
_publ_author_name
'Köhler, Mathias'
'Langer, Jens'
'Görls, Helmar'
'Westerhausen, Matthias'
_publ_section_title
;
 Synthesis and Molecular Structures of Meta-Substituted Arylcalcium
 Iodides
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              8647
_journal_paper_doi               10.1021/om301087e
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C26 H39 Ca I O4'
_chemical_formula_sum            'C26 H39 Ca I O4'
_chemical_formula_weight         582.55
_space_group_IT_number           8
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2y'
_symmetry_space_group_name_H-M   'C 1 m 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                 99.737(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.1149(4)
_cell_length_b                   13.5272(3)
_cell_length_c                   8.3474(3)
_cell_measurement_reflns_used    4152
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      3.01
_cell_volume                     1348.27(7)
_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, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0195
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            4152
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         3.01
_exptl_absorpt_coefficient_mu    1.405
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.028(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         2419
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0223
_refine_ls_R_factor_gt           0.0219
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+2.4432P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0484
_refine_ls_wR_factor_ref         0.0486
_reflns_number_gt                2397
_reflns_number_total             2419
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om301087e_si_001.cif
_cod_data_source_block           FO4558
_cod_original_sg_symbol_H-M      'C m'
_cod_database_code               4079766
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z'
'x+1/2, y+1/2, z'
'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
I1 I 0.169005(12) 0.5000 0.865918(13) 0.03215(8) Uani 1 2 d S . .
Ca1 Ca 0.35915(7) 0.5000 0.64359(9) 0.01812(17) Uani 1 2 d S . .
O1 O 0.44818(17) 0.62912(14) 0.8126(2) 0.0267(5) Uani 1 1 d . . .
O2 O 0.25873(18) 0.37837(16) 0.4702(3) 0.0306(5) Uani 1 1 d . . .
C1 C 0.5266(4) 0.5000 0.4992(5) 0.0229(8) Uani 1 2 d S . .
C2 C 0.5448(4) 0.5000 0.3410(6) 0.0198(10) Uani 1 2 d S B .
H2A H 0.4806 0.5000 0.2579 0.024 Uiso 1 2 calc SR . .
C3 C 0.6513(4) 0.5000 0.2909(6) 0.0211(9) Uani 1 2 d S . .
C4 C 0.6667(5) 0.5000 0.1263(7) 0.0232(12) Uani 1 2 d S B .
H4A H 0.6027 0.5000 0.0430 0.028 Uiso 1 2 calc SR . .
C5 C 0.7707(5) 0.5000 0.0836(7) 0.0292(11) Uani 1 2 d S . .
H5A H 0.7779 0.5000 -0.0279 0.035 Uiso 1 2 calc SR B .
C6 C 0.8669(4) 0.5000 0.2039(6) 0.0268(10) Uani 1 2 d S B .
H6A H 0.9391 0.5000 0.1738 0.032 Uiso 1 2 calc SR . .
C7 C 0.8566(5) 0.5000 0.3651(7) 0.0277(11) Uani 1 2 d S . .
H7A H 0.9220 0.5000 0.4459 0.033 Uiso 1 2 calc SR B .
C8 C 0.7497(5) 0.5000 0.4127(6) 0.0204(11) Uani 1 2 d S B .
C9 C 0.7347(4) 0.5000 0.5770(5) 0.0253(9) Uani 1 2 d S . .
H9A H 0.7983 0.5000 0.6609 0.030 Uiso 1 2 calc SR B .
C10 C 0.6297(5) 0.5000 0.6168(6) 0.0249(12) Uani 1 2 d S B .
H10A H 0.6238 0.5000 0.7288 0.030 Uiso 1 2 calc SR . .
C11 C 0.4968(3) 0.7093(2) 0.7341(5) 0.0348(7) Uani 1 1 d . . .
H11A H 0.4934 0.6956 0.6169 0.042 Uiso 1 1 calc R . .
H11B H 0.5758 0.7201 0.7847 0.042 Uiso 1 1 calc R . .
C12 C 0.4247(4) 0.7987(3) 0.7597(7) 0.0482(12) Uani 1 1 d . . .
H12A H 0.4698 0.8602 0.7715 0.058 Uiso 1 1 calc R . .
H12B H 0.3618 0.8066 0.6681 0.058 Uiso 1 1 calc R . .
C13 C 0.3823(4) 0.7738(3) 0.9169(6) 0.0580(12) Uani 1 1 d . . .
H13A H 0.4122 0.8212 1.0038 0.070 Uiso 1 1 calc R . .
H13B H 0.2995 0.7759 0.9001 0.070 Uiso 1 1 calc R . .
C14 C 0.4240(4) 0.6710(3) 0.9614(5) 0.0381(9) Uani 1 1 d . . .
H14A H 0.4923 0.6731 1.0453 0.046 Uiso 1 1 calc R . .
H14B H 0.3661 0.6318 1.0034 0.046 Uiso 1 1 calc R . .
C15 C 0.2893(4) 0.3464(5) 0.3206(5) 0.0851(19) Uani 1 1 d . B .
H15A H 0.3638 0.3145 0.3419 0.102 Uiso 1 1 calc R . .
H15B H 0.2935 0.4040 0.2488 0.102 Uiso 1 1 calc R . .
C16 C 0.2065(4) 0.2768(3) 0.2418(5) 0.0439(9) Uani 1 1 d . . .
H16A H 0.2395 0.2100 0.2395 0.053 Uiso 1 1 calc R B .
H16B H 0.1778 0.2977 0.1288 0.053 Uiso 1 1 calc R . .
C17 C 0.1134(3) 0.2768(3) 0.3417(5) 0.0466(9) Uani 1 1 d . B .
H17A H 0.0841 0.2091 0.3513 0.056 Uiso 0.50 1 calc PR A 1
H17B H 0.0512 0.3203 0.2924 0.056 Uiso 0.50 1 calc PR A 1
H17C H 0.0394 0.2849 0.2717 0.056 Uiso 0.50 1 calc PR A 2
H17D H 0.1135 0.2147 0.4047 0.056 Uiso 0.50 1 calc PR A 2
C18 C 0.1683(8) 0.3156(8) 0.5058(11) 0.0431(18) Uani 0.50 1 d P B 1
H18A H 0.1143 0.3542 0.5574 0.052 Uiso 0.50 1 calc PR B 1
H18B H 0.1979 0.2607 0.5791 0.052 Uiso 0.50 1 calc PR B 1
C18A C 0.1399(7) 0.3615(7) 0.4492(11) 0.0431(18) Uani 0.50 1 d P B 2
H18C H 0.1173 0.3482 0.5557 0.052 Uiso 0.50 1 calc PR B 2
H18D H 0.0990 0.4207 0.4011 0.052 Uiso 0.50 1 calc PR B 2
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'
I I -0.4742 1.8119 '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 Ca1 O2 87.25(11) . 2_565
O2 Ca1 O1 175.91(8) . .
O2 Ca1 O1 89.26(7) 2_565 .
O2 Ca1 O1 89.26(7) . 2_565
O2 Ca1 O1 175.91(8) 2_565 2_565
O1 Ca1 O1 94.15(10) . 2_565
O2 Ca1 C1 94.51(9) . .
O2 Ca1 C1 94.51(9) 2_565 .
O1 Ca1 C1 87.88(9) . .
O1 Ca1 C1 87.88(9) 2_565 .
O2 Ca1 I1 90.50(5) . .
O2 Ca1 I1 90.50(5) 2_565 .
O1 Ca1 I1 87.41(5) . .
O1 Ca1 I1 87.41(5) 2_565 .
C1 Ca1 I1 173.08(11) . .
C14 O1 C11 104.7(2) . .
C14 O1 Ca1 131.4(2) . .
C11 O1 Ca1 117.40(18) . .
C18A O2 C15 104.3(4) . .
C18A O2 C18 32.9(5) . .
C15 O2 C18 108.5(4) . .
C18A O2 Ca1 125.5(4) . .
C15 O2 Ca1 124.0(2) . .
C18 O2 Ca1 127.0(4) . .
C2 C1 C10 113.0(4) . .
C2 C1 Ca1 136.8(3) . .
C10 C1 Ca1 110.2(3) . .
C1 C2 C3 125.7(5) . .
C1 C2 H2A 117.2 . .
C3 C2 H2A 117.2 . .
C4 C3 C2 124.1(5) . .
C4 C3 C8 117.3(6) . .
C2 C3 C8 118.7(5) . .
C5 C4 C3 122.1(6) . .
C5 C4 H4A 118.9 . .
C3 C4 H4A 118.9 . .
C4 C5 C6 120.3(5) . .
C4 C5 H5A 119.9 . .
C6 C5 H5A 119.9 . .
C7 C6 C5 119.9(5) . .
C7 C6 H6A 120.0 . .
C5 C6 H6A 120.0 . .
C6 C7 C8 121.0(5) . .
C6 C7 H7A 119.5 . .
C8 C7 H7A 119.5 . .
C9 C8 C7 123.1(5) . .
C9 C8 C3 117.5(5) . .
C7 C8 C3 119.5(5) . .
C10 C9 C8 120.9(5) . .
C10 C9 H9A 119.6 . .
C8 C9 H9A 119.6 . .
C9 C10 C1 124.4(5) . .
C9 C10 H10A 117.8 . .
C1 C10 H10A 117.8 . .
O1 C11 C12 104.2(3) . .
O1 C11 H11A 110.9 . .
C12 C11 H11A 110.9 . .
O1 C11 H11B 110.9 . .
C12 C11 H11B 110.9 . .
H11A C11 H11B 108.9 . .
C13 C12 C11 103.2(4) . .
C13 C12 H12A 111.1 . .
C11 C12 H12A 111.1 . .
C13 C12 H12B 111.1 . .
C11 C12 H12B 111.1 . .
H12A C12 H12B 109.1 . .
C14 C13 C12 105.6(3) . .
C14 C13 H13A 110.6 . .
C12 C13 H13A 110.6 . .
C14 C13 H13B 110.6 . .
C12 C13 H13B 110.6 . .
H13A C13 H13B 108.7 . .
O1 C14 C13 105.0(3) . .
O1 C14 H14A 110.7 . .
C13 C14 H14A 110.7 . .
O1 C14 H14B 110.7 . .
C13 C14 H14B 110.7 . .
H14A C14 H14B 108.8 . .
O2 C15 C16 109.4(3) . .
O2 C15 H15A 109.8 . .
C16 C15 H15A 109.8 . .
O2 C15 H15B 109.8 . .
C16 C15 H15B 109.8 . .
H15A C15 H15B 108.2 . .
C15 C16 C17 105.8(3) . .
C15 C16 H16A 110.6 . .
C17 C16 H16A 110.6 . .
C15 C16 H16B 110.6 . .
C17 C16 H16B 110.6 . .
H16A C16 H16B 108.7 . .
C18A C17 C16 103.4(4) . .
C18A C17 C18 32.0(4) . .
C16 C17 C18 104.2(4) . .
C18A C17 H17A 136.2 . .
C16 C17 H17A 110.9 . .
C18 C17 H17A 110.9 . .
C18A C17 H17B 82.0 . .
C16 C17 H17B 110.9 . .
C18 C17 H17B 110.9 . .
H17A C17 H17B 108.9 . .
C18A C17 H17C 111.1 . .
C16 C17 H17C 111.1 . .
C18 C17 H17C 135.4 . .
H17A C17 H17C 81.2 . .
H17B C17 H17C 30.5 . .
C18A C17 H17D 111.1 . .
C16 C17 H17D 111.1 . .
C18 C17 H17D 81.5 . .
H17A C17 H17D 30.9 . .
H17B C17 H17D 131.1 . .
H17C C17 H17D 109.0 . .
O2 C18 C17 104.3(6) . .
O2 C18 H18A 110.9 . .
C17 C18 H18A 110.9 . .
O2 C18 H18B 110.9 . .
C17 C18 H18B 110.9 . .
H18A C18 H18B 108.9 . .
C17 C18A O2 108.1(6) . .
C17 C18A H18C 110.1 . .
O2 C18A H18C 110.1 . .
C17 C18A H18D 110.1 . .
O2 C18A H18D 110.1 . .
H18C C18A H18D 108.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 Ca1 3.1932(8) .
Ca1 O2 2.385(2) .
Ca1 O2 2.385(2) 2_565
Ca1 O1 2.385(2) .
Ca1 O1 2.385(2) 2_565
Ca1 C1 2.529(5) .
O1 C14 1.440(4) .
O1 C11 1.443(4) .
O2 C18A 1.438(8) .
O2 C15 1.428(4) .
O2 C18 1.456(9) .
C1 C2 1.375(6) .
C1 C10 1.452(7) .
C2 C3 1.422(6) .
C2 H2A 0.9500 .
C3 C4 1.418(7) .
C3 C8 1.430(7) .
C4 C5 1.365(7) .
C4 H4A 0.9500 .
C5 C6 1.404(7) .
C5 H5A 0.9500 .
C6 C7 1.372(7) .
C6 H6A 0.9500 .
C7 C8 1.418(7) .
C7 H7A 0.9500 .
C8 C9 1.413(7) .
C9 C10 1.368(7) .
C9 H9A 0.9500 .
C10 H10A 0.9500 .
C11 C12 1.528(5) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C13 1.525(7) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.504(5) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.450(5) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 C17 1.512(5) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 C18A 1.458(9) .
C17 C18 1.512(9) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C17 H17C 0.9900 .
C17 H17D 0.9900 .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C18A H18C 0.9900 .
C18A H18D 0.9900 .
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
O2 Ca1 O1 C14 66.7(11) .
O2 Ca1 O1 C14 97.9(3) 2_565
O1 Ca1 O1 C14 -79.8(3) 2_565
C1 Ca1 O1 C14 -167.5(3) .
I1 Ca1 O1 C14 7.4(3) .
O2 Ca1 O1 C11 -80.2(11) .
O2 Ca1 O1 C11 -49.0(2) 2_565
O1 Ca1 O1 C11 133.27(18) 2_565
C1 Ca1 O1 C11 45.6(2) .
I1 Ca1 O1 C11 -139.5(2) .
O2 Ca1 O2 C18A -65.8(5) 2_565
O1 Ca1 O2 C18A -34.5(12) .
O1 Ca1 O2 C18A 112.1(5) 2_565
C1 Ca1 O2 C18A -160.1(5) .
I1 Ca1 O2 C18A 24.7(5) .
O2 Ca1 O2 C15 82.1(4) 2_565
O1 Ca1 O2 C15 113.4(11) .
O1 Ca1 O2 C15 -100.0(4) 2_565
C1 Ca1 O2 C15 -12.2(4) .
I1 Ca1 O2 C15 172.6(4) .
O2 Ca1 O2 C18 -106.8(6) 2_565
O1 Ca1 O2 C18 -75.6(12) .
O1 Ca1 O2 C18 71.1(6) 2_565
C1 Ca1 O2 C18 158.9(6) .
I1 Ca1 O2 C18 -16.3(6) .
O2 Ca1 C1 C2 43.79(6) .
O2 Ca1 C1 C2 -43.80(6) 2_565
O1 Ca1 C1 C2 -132.88(5) .
O1 Ca1 C1 C2 132.88(5) 2_565
I1 Ca1 C1 C2 180.000(2) .
O2 Ca1 C1 C10 -136.21(6) .
O2 Ca1 C1 C10 136.20(6) 2_565
O1 Ca1 C1 C10 47.12(5) .
O1 Ca1 C1 C10 -47.12(5) 2_565
I1 Ca1 C1 C10 0.000(3) .
C10 C1 C2 C3 0.0 .
Ca1 C1 C2 C3 180.0 .
C1 C2 C3 C4 180.0 .
C1 C2 C3 C8 0.000(1) .
C2 C3 C4 C5 180.0 .
C8 C3 C4 C5 0.0 .
C3 C4 C5 C6 0.0 .
C4 C5 C6 C7 0.0 .
C5 C6 C7 C8 0.0 .
C6 C7 C8 C9 180.0 .
C6 C7 C8 C3 0.0 .
C4 C3 C8 C9 180.0 .
C2 C3 C8 C9 0.0 .
C4 C3 C8 C7 0.000(1) .
C2 C3 C8 C7 180.0 .
C7 C8 C9 C10 180.000(1) .
C3 C8 C9 C10 0.000(1) .
C8 C9 C10 C1 0.000(1) .
C2 C1 C10 C9 0.000(1) .
Ca1 C1 C10 C9 180.0 .
C14 O1 C11 C12 -41.8(3) .
Ca1 O1 C11 C12 113.1(3) .
O1 C11 C12 C13 27.8(4) .
C11 C12 C13 C14 -4.5(5) .
C11 O1 C14 C13 38.9(4) .
Ca1 O1 C14 C13 -111.0(3) .
C12 C13 C14 O1 -20.4(5) .
C18A O2 C15 C16 -23.0(6) .
C18 O2 C15 C16 11.1(7) .
Ca1 O2 C15 C16 -176.4(3) .
O2 C15 C16 C17 7.0(6) .
C15 C16 C17 C18A 11.5(7) .
C15 C16 C17 C18 -21.4(7) .
C18A O2 C18 C17 63.6(9) .
C15 O2 C18 C17 -24.3(8) .
Ca1 O2 C18 C17 163.5(3) .
C18A C17 C18 O2 -64.9(10) .
C16 C17 C18 O2 27.7(8) .
C16 C17 C18A O2 -26.2(7) .
C18 C17 C18A O2 69.2(10) .
C15 O2 C18A C17 30.8(7) .
C18 O2 C18A C17 -71.2(11) .
Ca1 O2 C18A C17 -176.3(3) .
