#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:14:44 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179100 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/62/4306287.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_4306287
loop_
_publ_author_name
'Karen J. Blackmore'
'Michael B. Sly'
'Mason R. Haneline'
'Joseph W. Ziller'
'Alan F. Heyduk'
_publ_section_title
;
Group IV Imino-Semiquinone Complexes Obtained by Oxidative Addition of
Halogens
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10522
_journal_page_last               10532
_journal_paper_doi               10.1021/ic801127r
_journal_volume                  47
_journal_year                    2008
_chemical_formula_sum            'C36 H58 Cl2 Hf N2 O2'
_chemical_formula_weight         800.23
_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           SHELXTL
_cell_angle_alpha                90.00
_cell_angle_beta                 94.765(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.143(2)
_cell_length_b                   9.5596(9)
_cell_length_c                   18.7268(18)
_cell_measurement_temperature    163(2)
_cell_volume                     3772.0(6)
_computing_cell_refinement       'Bruker SMART/SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      163(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_av_sigmaI/netI    0.0576
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19066
_diffrn_reflns_theta_full        27.10
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         1.93
_diffrn_standards_decay_%        '< 1.0'
_diffrn_standards_interval_count 'initial 50 frames recollected'
_diffrn_standards_number         '50 frames'
_exptl_absorpt_coefficient_mu    2.939
_exptl_absorpt_correction_T_max  0.8434
_exptl_absorpt_correction_T_min  0.5270
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1640
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.527
_refine_diff_density_min         -0.809
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4153
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0336
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0242P)²+5.5110P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0620
_refine_ls_wR_factor_ref         0.0697
_reflns_number_gt                3285
_reflns_number_total             4153
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic801127r_si_002_5.cif
_cod_data_source_block           afh51
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'n/a' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               4306287
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Hf1 Hf 0.5000 0.97487(2) 0.7500 0.02596(9) Uani 1 2 d S . .
Cl1 Cl 0.42416(7) 1.15765(12) 0.77715(7) 0.0515(3) Uani 1 1 d . . .
O1 O 0.54603(12) 0.8260(2) 0.69322(12) 0.0228(6) Uani 1 1 d . . .
N1 N 0.57823(16) 0.8887(3) 0.82523(15) 0.0256(7) Uani 1 1 d . . .
C1 C 0.58780(19) 0.7413(4) 0.72705(19) 0.0237(9) Uani 1 1 d . . .
C2 C 0.60825(18) 0.7779(4) 0.80069(19) 0.0224(8) Uani 1 1 d . . .
C3 C 0.65650(19) 0.6955(4) 0.8368(2) 0.0271(9) Uani 1 1 d . . .
H3A H 0.6731 0.7223 0.8835 0.033 Uiso 1 1 calc R . .
C4 C 0.67973(19) 0.5785(4) 0.8065(2) 0.0281(9) Uani 1 1 d . A .
C5 C 0.65526(19) 0.5421(4) 0.7356(2) 0.0278(9) Uani 1 1 d . . .
H5A H 0.6707 0.4591 0.7152 0.033 Uiso 1 1 calc R . .
C6 C 0.61089(18) 0.6192(4) 0.69500(19) 0.0219(8) Uani 1 1 d . . .
C7 C 0.5941(2) 0.9505(4) 0.8984(2) 0.0346(10) Uani 1 1 d . . .
C8 C 0.6613(2) 1.0103(5) 0.9022(2) 0.0499(13) Uani 1 1 d . . .
H8A H 0.6650 1.0751 0.8622 0.075 Uiso 1 1 calc R . .
H8B H 0.6919 0.9339 0.8992 0.075 Uiso 1 1 calc R . .
H8C H 0.6702 1.0603 0.9476 0.075 Uiso 1 1 calc R . .
C9 C 0.5465(3) 1.0700(5) 0.9050(2) 0.0497(14) Uani 1 1 d . . .
H9A H 0.5032 1.0326 0.8995 0.075 Uiso 1 1 calc R . .
H9B H 0.5518 1.1397 0.8676 0.075 Uiso 1 1 calc R . .
H9C H 0.5541 1.1140 0.9522 0.075 Uiso 1 1 calc R . .
C10 C 0.5851(2) 0.8469(4) 0.9587(2) 0.0380(11) Uani 1 1 d . . .
H10A H 0.5419 0.8090 0.9532 0.057 Uiso 1 1 calc R . .
H10B H 0.5919 0.8948 1.0050 0.057 Uiso 1 1 calc R . .
H10C H 0.6158 0.7703 0.9568 0.057 Uiso 1 1 calc R . .
C11 C 0.5856(2) 0.5747(4) 0.61936(19) 0.0264(9) Uani 1 1 d . . .
C12 C 0.51456(19) 0.5393(4) 0.6204(2) 0.0334(10) Uani 1 1 d . . .
H12A H 0.5096 0.4598 0.6525 0.050 Uiso 1 1 calc R . .
H12B H 0.4970 0.5152 0.5719 0.050 Uiso 1 1 calc R . .
H12C H 0.4919 0.6205 0.6376 0.050 Uiso 1 1 calc R . .
C13 C 0.6196(2) 0.4449(4) 0.5935(2) 0.0381(11) Uani 1 1 d . . .
H13A H 0.6117 0.3653 0.6245 0.057 Uiso 1 1 calc R . .
H13B H 0.6653 0.4631 0.5953 0.057 Uiso 1 1 calc R . .
H13C H 0.6035 0.4234 0.5441 0.057 Uiso 1 1 calc R . .
C14 C 0.5954(2) 0.6927(4) 0.5650(2) 0.0326(10) Uani 1 1 d . . .
H14A H 0.6409 0.7117 0.5641 0.049 Uiso 1 1 calc R . .
H14B H 0.5737 0.7775 0.5793 0.049 Uiso 1 1 calc R . .
H14C H 0.5780 0.6636 0.5172 0.049 Uiso 1 1 calc R . .
C15 C 0.7283(2) 0.4843(5) 0.8484(2) 0.0383(11) Uani 1 1 d . . .
C16 C 0.6939(5) 0.4090(12) 0.9092(6) 0.048(3) Uani 0.67(2) 1 d P A 1
H16A H 0.6586 0.3528 0.8875 0.073 Uiso 0.67(2) 1 calc PR A 1
H16B H 0.6776 0.4792 0.9411 0.073 Uiso 0.67(2) 1 calc PR A 1
H16C H 0.7241 0.3480 0.9368 0.073 Uiso 0.67(2) 1 calc PR A 1
C17 C 0.7828(7) 0.5621(17) 0.8813(9) 0.067(4) Uani 0.67(2) 1 d P A 1
H17A H 0.7682 0.6324 0.9143 0.101 Uiso 0.67(2) 1 calc PR A 1
H17B H 0.8048 0.6088 0.8438 0.101 Uiso 0.67(2) 1 calc PR A 1
H17C H 0.8121 0.4974 0.9078 0.101 Uiso 0.67(2) 1 calc PR A 1
C18 C 0.7530(7) 0.3634(17) 0.8027(5) 0.072(5) Uani 0.67(2) 1 d P A 1
H18A H 0.7801 0.3011 0.8335 0.108 Uiso 0.67(2) 1 calc PR A 1
H18B H 0.7777 0.4024 0.7653 0.108 Uiso 0.67(2) 1 calc PR A 1
H18C H 0.7169 0.3105 0.7803 0.108 Uiso 0.67(2) 1 calc PR A 1
C16B C 0.6992(12) 0.366(2) 0.8691(17) 0.067(9) Uani 0.33(2) 1 d P A 2
H16D H 0.7303 0.3056 0.8959 0.100 Uiso 0.33(2) 1 calc PR A 2
H16E H 0.6808 0.3156 0.8267 0.100 Uiso 0.33(2) 1 calc PR A 2
H16F H 0.6654 0.3905 0.8997 0.100 Uiso 0.33(2) 1 calc PR A 2
C17B C 0.7620(16) 0.571(3) 0.9122(15) 0.061(8) Uani 0.33(2) 1 d P A 2
H17D H 0.7313 0.5930 0.9470 0.091 Uiso 0.33(2) 1 calc PR A 2
H17E H 0.7787 0.6585 0.8936 0.091 Uiso 0.33(2) 1 calc PR A 2
H17F H 0.7970 0.5164 0.9355 0.091 Uiso 0.33(2) 1 calc PR A 2
C18B C 0.7845(13) 0.468(4) 0.7985(11) 0.084(10) Uani 0.33(2) 1 d P A 2
H18D H 0.8162 0.4029 0.8207 0.126 Uiso 0.33(2) 1 calc PR A 2
H18E H 0.8043 0.5592 0.7921 0.126 Uiso 0.33(2) 1 calc PR A 2
H18F H 0.7680 0.4312 0.7518 0.126 Uiso 0.33(2) 1 calc PR A 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'
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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
O1 Hf1 O1 93.03(13) . 2_656 ?
O1 Hf1 N1 77.16(11) . 2_656 ?
O1 Hf1 N1 73.48(10) 2_656 2_656 ?
O1 Hf1 N1 73.48(10) . . ?
O1 Hf1 N1 77.16(11) 2_656 . ?
N1 Hf1 N1 136.81(15) 2_656 . ?
O1 Hf1 Cl1 160.14(7) . . ?
O1 Hf1 Cl1 92.28(8) 2_656 . ?
N1 Hf1 Cl1 86.05(8) 2_656 . ?
N1 Hf1 Cl1 126.38(8) . . ?
O1 Hf1 Cl1 92.28(8) . 2_656 ?
O1 Hf1 Cl1 160.13(7) 2_656 2_656 ?
N1 Hf1 Cl1 126.38(8) 2_656 2_656 ?
N1 Hf1 Cl1 86.05(8) . 2_656 ?
Cl1 Hf1 Cl1 89.16(6) . 2_656 ?
C1 O1 Hf1 120.0(2) . . ?
C2 N1 C7 123.3(3) . . ?
C2 N1 Hf1 115.0(2) . . ?
C7 N1 Hf1 121.7(2) . . ?
O1 C1 C6 122.8(3) . . ?
O1 C1 C2 116.2(3) . . ?
C6 C1 C2 121.0(3) . . ?
N1 C2 C3 128.4(3) . . ?
N1 C2 C1 113.9(3) . . ?
C3 C2 C1 117.7(3) . . ?
C4 C3 C2 121.8(4) . . ?
C3 C4 C5 118.2(4) . . ?
C3 C4 C15 121.1(4) . . ?
C5 C4 C15 120.6(4) . . ?
C6 C5 C4 124.3(4) . . ?
C5 C6 C1 116.8(3) . . ?
C5 C6 C11 122.2(3) . . ?
C1 C6 C11 120.9(3) . . ?
N1 C7 C10 112.8(3) . . ?
N1 C7 C8 109.0(3) . . ?
C10 C7 C8 112.4(4) . . ?
N1 C7 C9 105.5(3) . . ?
C10 C7 C9 107.5(4) . . ?
C8 C7 C9 109.4(4) . . ?
C6 C11 C13 112.4(3) . . ?
C6 C11 C12 108.3(3) . . ?
C13 C11 C12 108.0(3) . . ?
C6 C11 C14 110.5(3) . . ?
C13 C11 C14 106.9(3) . . ?
C12 C11 C14 110.7(3) . . ?
C16B C15 C17 131.4(10) . . ?
C16B C15 C4 109.6(9) . . ?
C17 C15 C4 112.8(7) . . ?
C16B C15 C18 73.7(13) . . ?
C17 C15 C18 108.7(7) . . ?
C4 C15 C18 113.3(4) . . ?
C16B C15 C16 33.5(12) . . ?
C17 C15 C16 108.9(7) . . ?
C4 C15 C16 108.0(5) . . ?
C18 C15 C16 104.8(7) . . ?
C16B C15 C17B 114.2(14) . . ?
C17 C15 C17B 28.7(11) . . ?
C4 C15 C17B 108.7(11) . . ?
C18 C15 C17B 131.1(11) . . ?
C16 C15 C17B 84.3(12) . . ?
C16B C15 C18B 117.8(14) . . ?
C17 C15 C18B 72.2(12) . . ?
C4 C15 C18B 105.1(9) . . ?
C18 C15 C18B 45.3(11) . . ?
C16 C15 C18B 142.9(12) . . ?
C17B C15 C18B 100.7(14) . . ?
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
Hf1 O1 2.067(2) . ?
Hf1 O1 2.067(2) 2_656 ?
Hf1 N1 2.239(3) 2_656 ?
Hf1 N1 2.239(3) . ?
Hf1 Cl1 2.4531(11) . ?
Hf1 Cl1 2.4531(12) 2_656 ?
O1 C1 1.321(4) . ?
N1 C2 1.335(5) . ?
N1 C7 1.504(4) . ?
C1 C6 1.417(5) . ?
C1 C2 1.453(5) . ?
C2 C3 1.416(5) . ?
C3 C4 1.364(5) . ?
C4 C5 1.426(5) . ?
C4 C15 1.532(6) . ?
C5 C6 1.372(5) . ?
C6 C11 1.532(5) . ?
C7 C10 1.527(6) . ?
C7 C8 1.528(6) . ?
C7 C9 1.534(6) . ?
C11 C13 1.533(5) . ?
C11 C12 1.541(6) . ?
C11 C14 1.544(5) . ?
C15 C16B 1.36(2) . ?
C15 C17 1.465(16) . ?
C15 C18 1.555(10) . ?
C15 C16 1.575(10) . ?
C15 C17B 1.58(3) . ?
C15 C18B 1.58(2) . ?
