#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:46:28 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178700 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/11/4081109.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_4081109
loop_
_publ_author_name
'Ren, Shikuo'
'Qiu, Zaozao'
'Xie, Zuowei'
_publ_section_title
;
 Synthesis of Neutral Group 4 Metal--Carboryne Complexes and Their
 Reactivity toward Unsaturated Molecules
;
_journal_issue                   15
_journal_name_full               Organometallics
_journal_page_first              4292
_journal_paper_doi               10.1021/om400458r
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C24 H56 B10 Hf N4'
_chemical_formula_weight         687.32
_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                 103.710(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.815(4)
_cell_length_b                   11.853(2)
_cell_length_c                   16.961(3)
_cell_measurement_reflns_used    955
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.95
_cell_measurement_theta_min      3.44
_cell_volume                     3479.5(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0323
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11506
_diffrn_reflns_theta_full        28.03
_diffrn_reflns_theta_max         28.03
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    3.018
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.570731
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.929
_refine_diff_density_min         -0.891
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         4202
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0269
_refine_ls_R_factor_gt           0.0231
_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)+(0.0345P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0568
_refine_ls_wR_factor_ref         0.0590
_reflns_number_gt                3834
_reflns_number_total             4202
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400458r_si_002.cif
_cod_data_source_block           2i
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        3479.6(12)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4081109
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
_atom_site_refinement_flags
Hf1 Hf 0.5000 0.418290(9) 0.7500 0.03160(6) Uani 1 2 d S
N1 N 0.52155(12) 0.30678(18) 0.85263(13) 0.0402(5) Uani 1 1 d .
N2 N 0.40193(12) 0.36464(18) 0.80175(13) 0.0407(5) Uani 1 1 d .
C1 C 0.54838(18) 0.5948(2) 0.7700(2) 0.0458(6) Uani 1 1 d .
C11 C 0.58303(18) 0.2418(3) 0.90676(19) 0.0571(7) Uani 1 1 d .
H11A H 0.5585 0.1908 0.9386 0.069 Uiso 1 1 calc R
C12 C 0.6259(2) 0.1705(3) 0.8584(3) 0.0845(12) Uani 1 1 d .
H12A H 0.5902 0.1214 0.8232 0.127 Uiso 1 1 calc R
H12B H 0.6643 0.1263 0.8947 0.127 Uiso 1 1 calc R
H12C H 0.6506 0.2185 0.8266 0.127 Uiso 1 1 calc R
C13 C 0.6353(2) 0.3197(5) 0.9650(3) 0.0959(14) Uani 1 1 d .
H13A H 0.6054 0.3619 0.9950 0.144 Uiso 1 1 calc R
H13B H 0.6602 0.3707 0.9354 0.144 Uiso 1 1 calc R
H13C H 0.6737 0.2762 1.0019 0.144 Uiso 1 1 calc R
C14 C 0.44757(15) 0.3025(2) 0.85802(15) 0.0390(5) Uani 1 1 d .
C15 C 0.42032(18) 0.2324(2) 0.91971(17) 0.0501(6) Uani 1 1 d .
H15A H 0.3737 0.2654 0.9298 0.060 Uiso 1 1 calc R
H15B H 0.4595 0.2327 0.9704 0.060 Uiso 1 1 calc R
C16 C 0.4040(2) 0.1111(3) 0.8906(2) 0.0551(7) Uani 1 1 d .
H16A H 0.3640 0.1111 0.8406 0.066 Uiso 1 1 calc R
H16B H 0.4503 0.0792 0.8790 0.066 Uiso 1 1 calc R
C17 C 0.3783(2) 0.0375(3) 0.9527(2) 0.0708(10) Uani 1 1 d .
H17A H 0.3704 -0.0388 0.9317 0.085 Uiso 1 1 calc R
H17B H 0.4193 0.0352 1.0019 0.085 Uiso 1 1 calc R
C18 C 0.3052(3) 0.0777(3) 0.9736(3) 0.0872(14) Uani 1 1 d .
H18A H 0.2922 0.0278 1.0129 0.131 Uiso 1 1 calc R
H18B H 0.2640 0.0785 0.9255 0.131 Uiso 1 1 calc R
H18C H 0.3129 0.1525 0.9958 0.131 Uiso 1 1 calc R
C19 C 0.31937(18) 0.3816(3) 0.8005(2) 0.0585(8) Uani 1 1 d .
H19A H 0.2974 0.3090 0.8113 0.070 Uiso 1 1 calc R
C20 C 0.2761(2) 0.4226(3) 0.7182(3) 0.0828(14) Uani 1 1 d .
H20A H 0.2822 0.3693 0.6775 0.124 Uiso 1 1 calc R
H20B H 0.2962 0.4945 0.7072 0.124 Uiso 1 1 calc R
H20C H 0.2222 0.4300 0.7173 0.124 Uiso 1 1 calc R
C21 C 0.3102(3) 0.4651(4) 0.8658(3) 0.0851(12) Uani 1 1 d .
H21A H 0.3378 0.4380 0.9180 0.128 Uiso 1 1 calc R
H21B H 0.2564 0.4727 0.8652 0.128 Uiso 1 1 calc R
H21C H 0.3305 0.5371 0.8554 0.128 Uiso 1 1 calc R
B2 B 0.4882(2) 0.6322(3) 0.8286(2) 0.0548(8) Uani 1 1 d .
H2 H 0.4804 0.5807 0.8800 0.066 Uiso 1 1 calc R
B3 B 0.4098(2) 0.7066(3) 0.7658(3) 0.0626(10) Uani 1 1 d .
H3 H 0.3511 0.7057 0.7762 0.075 Uiso 1 1 calc R
B4 B 0.5740(3) 0.7061(3) 0.8333(2) 0.0639(10) Uani 1 1 d .
H4 H 0.6220 0.7051 0.8878 0.077 Uiso 1 1 calc R
B5 B 0.4873(3) 0.7812(3) 0.8308(3) 0.0710(11) Uani 1 1 d .
H5 H 0.4791 0.8296 0.8835 0.085 Uiso 1 1 calc R
B6 B 0.5505(3) 0.8266(3) 0.7700(3) 0.0746(12) Uani 1 1 d .
H6 H 0.5836 0.9056 0.7829 0.089 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'
B B 0.0013 0.0007 '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'
Hf Hf -0.5830 6.1852 '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
N1 Hf1 N1 103.99(12) 2_656 .
N1 Hf1 N2 97.91(8) 2_656 .
N1 Hf1 N2 60.70(8) . .
N1 Hf1 N2 60.70(8) 2_656 2_656
N1 Hf1 N2 97.91(8) . 2_656
N2 Hf1 N2 146.80(11) . 2_656
N1 Hf1 C1 132.93(10) 2_656 .
N1 Hf1 C1 117.40(10) . .
N2 Hf1 C1 120.86(10) . .
N2 Hf1 C1 90.96(10) 2_656 .
N1 Hf1 C1 117.40(10) 2_656 2_656
N1 Hf1 C1 132.93(10) . 2_656
N2 Hf1 C1 90.96(10) . 2_656
N2 Hf1 C1 120.86(10) 2_656 2_656
C1 Hf1 C1 44.13(16) . 2_656
N1 Hf1 C14 30.57(8) 2_656 2_656
N1 Hf1 C14 102.64(8) . 2_656
N2 Hf1 C14 124.54(8) . 2_656
N2 Hf1 C14 30.12(8) 2_656 2_656
C1 Hf1 C14 113.71(10) . 2_656
C1 Hf1 C14 124.37(10) 2_656 2_656
N1 Hf1 C14 102.64(8) 2_656 .
N1 Hf1 C14 30.57(8) . .
N2 Hf1 C14 30.12(8) . .
N2 Hf1 C14 124.54(8) 2_656 .
C1 Hf1 C14 124.37(10) . .
C1 Hf1 C14 113.71(10) 2_656 .
C14 Hf1 C14 117.14(11) 2_656 .
C14 N1 C11 122.4(2) . .
C14 N1 Hf1 95.07(15) . .
C11 N1 Hf1 142.48(18) . .
C14 N2 C19 121.7(2) . .
C14 N2 Hf1 92.17(15) . .
C19 N2 Hf1 145.70(19) . .
B2 C1 B4 62.3(2) . .
B2 C1 C1 60.5(2) . 2_656
B4 C1 C1 110.4(2) . 2_656
B2 C1 B3 113.5(2) . 2_656
B4 C1 B3 62.9(2) . 2_656
C1 C1 B3 110.3(2) 2_656 2_656
B2 C1 B2 111.2(2) . 2_656
B4 C1 B2 113.7(2) . 2_656
C1 C1 B2 59.4(2) 2_656 2_656
B3 C1 B2 62.9(2) 2_656 2_656
B2 C1 Hf1 93.38(18) . .
B4 C1 Hf1 148.5(2) . .
C1 C1 Hf1 67.93(8) 2_656 .
B3 C1 Hf1 148.4(2) 2_656 .
B2 C1 Hf1 92.87(17) 2_656 .
N1 C11 C13 110.0(3) . .
N1 C11 C12 110.7(3) . .
C13 C11 C12 112.8(3) . .
N2 C14 N1 112.1(2) . .
N2 C14 C15 124.4(2) . .
N1 C14 C15 123.5(2) . .
N2 C14 Hf1 57.71(12) . .
N1 C14 Hf1 54.35(12) . .
C15 C14 Hf1 177.44(19) . .
C14 C15 C16 111.3(2) . .
C17 C16 C15 112.5(3) . .
C18 C17 C16 113.6(3) . .
N2 C19 C20 110.2(3) . .
N2 C19 C21 110.9(3) . .
C20 C19 C21 110.2(3) . .
C1 B2 C1 60.1(2) . 2_656
C1 B2 B4 59.1(2) . .
C1 B2 B4 107.6(3) 2_656 .
C1 B2 B5 106.6(3) . .
C1 B2 B5 106.2(2) 2_656 .
B4 B2 B5 60.7(2) . .
C1 B2 B3 107.3(3) . .
C1 B2 B3 58.5(2) 2_656 .
B4 B2 B3 109.5(3) . .
B5 B2 B3 60.5(2) . .
C1 B3 B6 105.1(3) 2_656 2_656
C1 B3 B4 58.3(2) 2_656 2_656
B6 B3 B4 60.4(2) 2_656 2_656
C1 B3 B2 58.59(19) 2_656 .
B6 B3 B2 106.5(3) 2_656 .
B4 B3 B2 106.6(3) 2_656 .
C1 B3 B5 105.4(3) 2_656 .
B6 B3 B5 59.8(3) 2_656 .
B4 B3 B5 108.2(3) 2_656 .
B2 B3 B5 59.5(2) . .
C1 B4 B2 58.6(2) . .
C1 B4 B3 58.8(2) . 2_656
B2 B4 B3 107.2(3) . 2_656
C1 B4 B5 105.9(3) . .
B2 B4 B5 60.2(2) . .
B3 B4 B5 108.2(3) 2_656 .
C1 B4 B6 104.7(3) . .
B2 B4 B6 107.3(3) . .
B3 B4 B6 59.5(2) 2_656 .
B5 B4 B6 60.2(2) . .
B2 B5 B6 106.6(3) . 2_656
B2 B5 B4 59.1(2) . .
B6 B5 B4 107.8(3) 2_656 .
B2 B5 B6 106.2(3) . .
B6 B5 B6 59.7(3) 2_656 .
B4 B5 B6 59.9(3) . .
B2 B5 B3 60.1(2) . .
B6 B5 B3 59.4(2) 2_656 .
B4 B5 B3 107.9(2) . .
B6 B5 B3 107.1(3) . .
B3 B6 B6 108.9(3) 2_656 2_656
B3 B6 B5 60.8(3) 2_656 2_656
B6 B6 B5 60.5(3) 2_656 2_656
B3 B6 B4 60.1(2) 2_656 .
B6 B6 B4 107.8(3) 2_656 .
B5 B6 B4 108.7(2) 2_656 .
B3 B6 B5 108.5(3) 2_656 .
B6 B6 B5 59.8(3) 2_656 .
B5 B6 B5 108.7(3) 2_656 .
B4 B6 B5 59.9(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Hf1 N1 2.147(2) 2_656
Hf1 N1 2.147(2) .
Hf1 N2 2.226(2) .
Hf1 N2 2.226(2) 2_656
Hf1 C1 2.258(2) .
Hf1 C1 2.258(2) 2_656
Hf1 C14 2.631(2) 2_656
Hf1 C14 2.631(2) .
N1 C14 1.344(3) .
N1 C11 1.469(3) .
N2 C14 1.321(3) .
N2 C19 1.480(3) .
C1 B2 1.684(5) .
C1 B4 1.694(4) .
C1 C1 1.696(6) 2_656
C1 B3 1.701(5) 2_656
C1 B2 1.703(5) 2_656
C11 C13 1.504(5) .
C11 C12 1.505(5) .
C14 C15 1.504(3) .
C15 C16 1.526(4) .
C16 C17 1.520(4) .
C17 C18 1.506(6) .
C19 C20 1.507(6) .
C19 C21 1.522(6) .
B2 C1 1.703(5) 2_656
B2 B4 1.747(6) .
B2 B5 1.766(5) .
B2 B3 1.777(5) .
B3 C1 1.701(5) 2_656
B3 B6 1.760(6) 2_656
B3 B4 1.771(6) 2_656
B3 B5 1.785(7) .
B4 B3 1.771(6) 2_656
B4 B5 1.774(6) .
B4 B6 1.775(6) .
B5 B6 1.768(7) 2_656
B5 B6 1.781(7) .
B6 B3 1.760(6) 2_656
B6 B6 1.767(10) 2_656
B6 B5 1.768(7) 2_656
