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#$Date: 2016-03-22 11:00:39 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178881 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/10/4111065.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_4111065
loop_
_publ_author_name
'Lars Orzechowski'
'Georg Jansen'
'Sjoerd Harder'
_publ_contact_author             'Sjoerd Harder'
_publ_contact_author_email       sjoerd.harder@uni-essen.de
_publ_section_title
;
 Synthesis, Structure, and Reactivity of a Stabilized Calcium Carbene:
 R2CCa
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14676
_journal_page_last               14684
_journal_paper_doi               10.1021/ja065000z
_journal_volume                  128
_journal_year                    2006
_chemical_formula_sum            'C31 H38 Ca N2 P2 Si2'
_chemical_formula_weight         596.83
_chemical_name_common            bis(iminophosphorano)methandiide-Calcium
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 118.7440(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.2067(5)
_cell_length_b                   12.2438(3)
_cell_length_c                   27.0581(5)
_cell_measurement_temperature    203(2)
_cell_volume                     6740.9(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      203(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0522
_diffrn_reflns_av_sigmaI/netI    0.0432
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            41184
_diffrn_reflns_theta_full        26.39
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    0.374
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_F_000             2528
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     495
_refine_ls_number_reflns         6866
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0430
_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)+(0.0502P)²+3.4321P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1102
_reflns_number_gt                4941
_reflns_number_total             6866
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja065000zsi20060720_112526_2.cif
_cod_data_source_block           hasj17
_cod_database_code               4111065
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
C1 C -0.00381(10) 0.35450(18) 0.31957(9) 0.0330(5) Uani 1 1 d
C2 C 0.1407(2) 0.6971(3) 0.3440(2) 0.0720(10) Uani 1 1 d
C3 C 0.2225(2) 0.5037(4) 0.3451(2) 0.0774(11) Uani 1 1 d
C4 C 0.22336(18) 0.5773(4) 0.45247(14) 0.0690(10) Uani 1 1 d
C5 C 0.08422(10) 0.39229(19) 0.44143(9) 0.0336(5) Uani 1 1 d
C6 C 0.05211(13) 0.4016(2) 0.47316(10) 0.0427(6) Uani 1 1 d
C7 C 0.07901(14) 0.3559(2) 0.52674(11) 0.0524(7) Uani 1 1 d
C8 C 0.13729(14) 0.3000(3) 0.54852(11) 0.0553(7) Uani 1 1 d
C9 C 0.16969(14) 0.2908(2) 0.51776(11) 0.0523(7) Uani 1 1 d
C10 C 0.14357(12) 0.3367(2) 0.46449(10) 0.0425(6) Uani 1 1 d
C11 C 0.01331(11) 0.57383(19) 0.37162(10) 0.0369(5) Uani 1 1 d
C12 C -0.04207(13) 0.6129(2) 0.32465(12) 0.0485(6) Uani 1 1 d
C13 C -0.06608(16) 0.7166(2) 0.32411(14) 0.0587(7) Uani 1 1 d
C14 C -0.03530(16) 0.7821(3) 0.37071(14) 0.0591(8) Uani 1 1 d
C15 C 0.01943(16) 0.7455(2) 0.41788(13) 0.0523(7) Uani 1 1 d
C16 C 0.04351(13) 0.6420(2) 0.41828(11) 0.0431(6) Uani 1 1 d
C17 C 0.08666(11) 0.2742(2) 0.13021(9) 0.0403(6) Uani 1 1 d
C18 C 0.11390(13) 0.3765(3) 0.13335(13) 0.0553(7) Uani 1 1 d
C19 C 0.15173(16) 0.3953(4) 0.10692(16) 0.0722(10) Uani 1 1 d
C20 C 0.16239(17) 0.3141(4) 0.07776(14) 0.0781(11) Uani 1 1 d
C21 C 0.13601(17) 0.2129(4) 0.07431(13) 0.0755(10) Uani 1 1 d
C22 C 0.09825(14) 0.1929(3) 0.10048(11) 0.0559(7) Uani 1 1 d
C23 C -0.00919(11) 0.13187(19) 0.13729(10) 0.0406(6) Uani 1 1 d
C24 C -0.04778(14) 0.1226(2) 0.07914(12) 0.0527(7) Uani 1 1 d
C25 C -0.09469(15) 0.0399(3) 0.05650(15) 0.0683(9) Uani 1 1 d
C26 C -0.10330(16) -0.0330(3) 0.09065(16) 0.0705(9) Uani 1 1 d
C27 C -0.06456(16) -0.0257(3) 0.14795(16) 0.0645(8) Uani 1 1 d
C28 C -0.01802(14) 0.0558(2) 0.17108(13) 0.0505(7) Uani 1 1 d
C29 C 0.23825(18) 0.1935(4) 0.25604(19) 0.0718(10) Uani 1 1 d
C30 C 0.1609(2) -0.0108(3) 0.2444(2) 0.0823(12) Uani 1 1 d
C31 C 0.19399(18) 0.1445(4) 0.34184(13) 0.0665(9) Uani 1 1 d
Ca Ca 0.08161(2) 0.33967(4) 0.285775(19) 0.03797(14) Uani 1 1 d
N1 N 0.10929(9) 0.46716(15) 0.35626(7) 0.0338(4) Uani 1 1 d
N2 N 0.10028(9) 0.20951(15) 0.23345(7) 0.0365(4) Uani 1 1 d
P1 P 0.04989(3) 0.44262(5) 0.36917(2) 0.03154(15) Uani 1 1 d
P2 P 0.04545(3) 0.24767(5) 0.17193(2) 0.03393(16) Uani 1 1 d
Si1 Si 0.17074(3) 0.55990(6) 0.37481(3) 0.04100(18) Uani 1 1 d
Si2 Si 0.17016(3) 0.13502(6) 0.26536(3) 0.04303(18) Uani 1 1 d
H2A H 0.111(2) 0.697(3) 0.3083(19) 0.118(16) Uiso 1 1 d
H2B H 0.178(2) 0.745(3) 0.3504(15) 0.108(13) Uiso 1 1 d
H2C H 0.121(2) 0.723(4) 0.362(2) 0.15(2) Uiso 1 1 d
H3A H 0.2572(19) 0.550(3) 0.3532(15) 0.101(12) Uiso 1 1 d
H3B H 0.243(2) 0.441(4) 0.3635(17) 0.114(17) Uiso 1 1 d
H3C H 0.1967(18) 0.500(3) 0.3017(17) 0.110(14) Uiso 1 1 d
H4A H 0.254(2) 0.630(3) 0.4589(16) 0.109(13) Uiso 1 1 d
H4B H 0.2415(19) 0.508(4) 0.4698(17) 0.119(16) Uiso 1 1 d
H4C H 0.198(2) 0.599(3) 0.4688(16) 0.115(15) Uiso 1 1 d
H6 H 0.0099(13) 0.4397(19) 0.4593(10) 0.047(7) Uiso 1 1 d
H7 H 0.0558(13) 0.362(2) 0.5475(11) 0.059(8) Uiso 1 1 d
H8 H 0.1551(13) 0.268(2) 0.5841(12) 0.059(8) Uiso 1 1 d
H9 H 0.2074(13) 0.249(2) 0.5308(11) 0.055(8) Uiso 1 1 d
H10 H 0.1660(11) 0.3283(18) 0.4447(9) 0.038(6) Uiso 1 1 d
H12 H -0.0621(13) 0.572(2) 0.2938(11) 0.054(8) Uiso 1 1 d
H13 H -0.1059(16) 0.739(3) 0.2907(13) 0.083(10) Uiso 1 1 d
H14 H -0.0517(14) 0.849(3) 0.3697(12) 0.069(9) Uiso 1 1 d
H15 H 0.0412(13) 0.789(2) 0.4506(11) 0.057(8) Uiso 1 1 d
H16 H 0.0801(12) 0.6178(19) 0.4504(10) 0.039(7) Uiso 1 1 d
H18 H 0.1073(13) 0.427(2) 0.1539(11) 0.056(8) Uiso 1 1 d
H19 H 0.1673(15) 0.459(3) 0.1128(13) 0.066(10) Uiso 1 1 d
H20 H 0.1895(15) 0.329(2) 0.0604(13) 0.079(9) Uiso 1 1 d
H21 H 0.1451(17) 0.151(3) 0.0533(15) 0.104(12) Uiso 1 1 d
H22 H 0.0802(14) 0.120(2) 0.0987(11) 0.060(9) Uiso 1 1 d
H24 H -0.0408(11) 0.171(2) 0.0567(10) 0.040(7) Uiso 1 1 d
H25 H -0.1183(15) 0.039(2) 0.0175(14) 0.076(10) Uiso 1 1 d
H26 H -0.1397(15) -0.094(3) 0.0749(12) 0.075(9) Uiso 1 1 d
H27 H -0.0673(13) -0.078(2) 0.1729(12) 0.062(9) Uiso 1 1 d
H28 H 0.0067(12) 0.061(2) 0.2100(11) 0.048(7) Uiso 1 1 d
H29A H 0.2484(16) 0.257(3) 0.2711(14) 0.082(13) Uiso 1 1 d
H29B H 0.2301(17) 0.202(3) 0.2147(17) 0.105(13) Uiso 1 1 d
H29C H 0.275(2) 0.158(3) 0.2758(17) 0.108(14) Uiso 1 1 d
H30A H 0.1508(16) -0.015(3) 0.2077(15) 0.075(12) Uiso 1 1 d
H30B H 0.1280(19) -0.045(3) 0.2495(16) 0.097(14) Uiso 1 1 d
H30C H 0.202(2) -0.048(3) 0.2676(16) 0.109(13) Uiso 1 1 d
H31A H 0.1555(19) 0.121(3) 0.3489(14) 0.103(12) Uiso 1 1 d
H31B H 0.2072(17) 0.220(3) 0.3585(14) 0.095(12) Uiso 1 1 d
H31C H 0.2276(18) 0.101(3) 0.3626(14) 0.084(11) Uiso 1 1 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'
Ca Ca 0.2262 0.3064 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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
P1 C1 P2 128.74(13) . 2
P1 C1 Ca 141.55(11) . 2
P2 C1 Ca 87.33(9) 2 2
P1 C1 Ca 85.84(8) . .
P2 C1 Ca 125.47(11) 2 .
Ca C1 Ca 81.30(6) 2 .
C6 C5 C10 118.4(2) . .
C6 C5 P1 123.19(18) . .
C10 C5 P1 118.34(17) . .
C5 C6 C7 120.5(3) . .
C8 C7 C6 120.3(3) . .
C9 C8 C7 119.8(3) . .
C8 C9 C10 120.4(3) . .
C9 C10 C5 120.7(2) . .
C12 C11 C16 117.7(2) . .
C12 C11 P1 120.68(19) . .
C16 C11 P1 121.29(19) . .
C13 C12 C11 121.1(3) . .
C14 C13 C12 119.9(3) . .
C13 C14 C15 120.3(3) . .
C14 C15 C16 119.7(3) . .
C15 C16 C11 121.2(3) . .
C22 C17 C18 118.3(3) . .
C22 C17 P2 122.5(2) . .
C18 C17 P2 118.79(19) . .
C17 C18 C19 119.9(3) . .
C20 C19 C18 120.8(4) . .
C19 C20 C21 120.1(3) . .
C20 C21 C22 119.9(3) . .
C17 C22 C21 121.0(3) . .
C28 C23 C24 118.1(2) . .
C28 C23 P2 117.88(19) . .
C24 C23 P2 123.6(2) . .
C23 C24 C25 119.9(3) . .
C26 C25 C24 121.0(3) . .
C25 C26 C27 119.5(3) . .
C26 C27 C28 120.3(3) . .
C27 C28 C23 121.2(3) . .
N1 Ca N2 156.38(7) . .
N1 Ca C1 130.12(7) . 2
N2 Ca C1 66.61(7) . 2
N1 Ca C1 67.13(7) . .
N2 Ca C1 132.46(7) . .
C1 Ca C1 98.11(6) 2 .
N1 Ca P1 32.41(4) . .
N2 Ca P1 161.41(5) . .
C1 Ca P1 121.30(5) 2 .
C1 Ca P1 34.95(5) . .
N1 Ca P2 159.16(5) . .
N2 Ca P2 31.97(5) . .
C1 Ca P2 34.67(5) 2 .
C1 Ca P2 120.81(5) . .
P1 Ca P2 153.07(2) . .
N1 Ca Ca 105.55(5) . 2
N2 Ca Ca 98.07(5) . 2
C1 Ca Ca 49.54(5) 2 2
C1 Ca Ca 49.16(5) . 2
P1 Ca Ca 79.224(19) . 2
P2 Ca Ca 73.964(18) . 2
N1 Ca Si2 132.40(5) . .
N2 Ca Si2 25.54(5) . .
C1 Ca Si2 91.66(5) 2 .
C1 Ca Si2 137.11(5) . .
P1 Ca Si2 144.53(2) . .
P2 Ca Si2 57.053(18) . .
Ca Ca Si2 120.440(17) 2 .
N1 Ca Si1 23.45(4) . .
N2 Ca Si1 136.25(5) . .
C1 Ca Si1 125.12(5) 2 .
C1 Ca Si1 90.13(5) . .
P1 Ca Si1 55.770(17) . .
P2 Ca Si1 140.20(2) . .
Ca Ca Si1 121.677(16) 2 .
Si2 Ca Si1 117.62(2) . .
P1 N1 Si1 138.38(12) . .
P1 N1 Ca 97.27(8) . .
Si1 N1 Ca 123.89(9) . .
P2 N2 Si2 140.77(12) . .
P2 N2 Ca 98.42(9) . .
Si2 N2 Ca 118.43(9) . .
N1 P1 C1 109.04(10) . .
N1 P1 C5 108.53(10) . .
C1 P1 C5 113.96(10) . .
N1 P1 C11 107.76(10) . .
C1 P1 C11 114.02(11) . .
C5 P1 C11 103.18(10) . .
N1 P1 Ca 50.31(7) . .
C1 P1 Ca 59.21(7) . .
C5 P1 Ca 122.00(8) . .
C11 P1 Ca 133.46(7) . .
N2 P2 C1 107.56(10) . 2
N2 P2 C17 107.67(10) . .
C1 P2 C17 116.48(11) 2 .
N2 P2 C23 108.32(11) . .
C1 P2 C23 111.41(10) 2 .
C17 P2 C23 105.12(11) . .
N2 P2 Ca 49.62(7) . .
C1 P2 Ca 58.00(7) 2 .
C17 P2 Ca 126.71(8) . .
C23 P2 Ca 126.88(8) . .
N1 Si1 C2 113.04(16) . .
N1 Si1 C4 114.25(14) . .
C2 Si1 C4 107.7(2) . .
N1 Si1 C3 104.42(14) . .
C2 Si1 C3 108.7(2) . .
C4 Si1 C3 108.6(2) . .
N1 Si1 Ca 32.66(6) . .
C2 Si1 Ca 114.39(14) . .
C4 Si1 Ca 134.76(15) . .
C3 Si1 Ca 73.35(13) . .
N2 Si2 C30 114.91(15) . .
N2 Si2 C29 113.08(16) . .
C30 Si2 C29 108.1(2) . .
N2 Si2 C31 103.43(14) . .
C30 Si2 C31 109.1(2) . .
C29 Si2 C31 107.92(19) . .
N2 Si2 Ca 36.03(6) . .
C30 Si2 Ca 139.29(16) . .
C29 Si2 Ca 110.66(15) . .
C31 Si2 Ca 70.12(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 P1 1.706(2) .
C1 P2 1.706(2) 2
C1 Ca 2.543(2) 2
C1 Ca 2.558(2) .
C2 Si1 1.856(4) .
C3 Si1 1.869(3) .
C4 Si1 1.867(3) .
C5 C6 1.386(3) .
C5 C10 1.386(3) .
C5 P1 1.827(2) .
C6 C7 1.391(4) .
C7 C8 1.371(4) .
C8 C9 1.368(4) .
C9 C10 1.386(3) .
C11 C12 1.388(3) .
C11 C16 1.389(3) .
C11 P1 1.833(2) .
C12 C13 1.383(4) .
C13 C14 1.370(4) .
C14 C15 1.372(4) .
C15 C16 1.383(4) .
C17 C22 1.386(4) .
C17 C18 1.387(4) .
C17 P2 1.826(2) .
C18 C19 1.392(4) .
C19 C20 1.363(5) .
C20 C21 1.365(5) .
C21 C22 1.388(4) .
C23 C28 1.388(4) .
C23 C24 1.391(3) .
C23 P2 1.831(2) .
C24 C25 1.394(4) .
C25 C26 1.367(5) .
C26 C27 1.371(5) .
C27 C28 1.380(4) .
C29 Si2 1.859(4) .
C30 Si2 1.854(4) .
C31 Si2 1.871(3) .
Ca N1 2.3040(18) .
Ca N2 2.3069(18) .
Ca C1 2.543(2) 2
Ca P1 2.9699(7) .
Ca P2 2.9959(7) .
Ca Ca 3.3232(9) 2
Ca Si2 3.4492(8) .
Ca Si1 3.5441(8) .
N1 P1 1.6048(18) .
N1 Si1 1.6991(19) .
N2 P2 1.6034(19) .
N2 Si2 1.6912(19) .
P2 C1 1.706(2) 2
