#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:14:32 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179717 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/19/7001949.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_7001949
loop_
_publ_author_name
'Lorber, Christian'
'Vendier, Laure'
_publ_section_title
;
 Synthesis and structure of early transition metal NHC complexes
;
_journal_issue                   35
_journal_name_full               'Dalton Transactions'
_journal_page_first              6972
_journal_paper_doi               10.1039/b905056f
_journal_year                    2009
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C42 H48 Cl2 N4 O1 V1'
_chemical_formula_sum            'C42 H48 Cl2 N4 O V'
_chemical_formula_weight         746.68
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_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
_cell_angle_alpha                90
_cell_angle_beta                 100.50(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.693(3)
_cell_length_b                   14.468(3)
_cell_length_c                   14.673(2)
_cell_measurement_reflns_used    4132
_cell_measurement_temperature    180
_cell_measurement_theta_max      32.1207
_cell_measurement_theta_min      2.8101
_cell_measurement_wavelength     0.71073
_cell_volume                     3901.9(12)
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_diffrn_ambient_temperature      180
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Oxford-Diffraction XCALIBUR'
_diffrn_measurement_method       ω-φ
_diffrn_orient_matrix_UB_11      -0.0403509417
_diffrn_orient_matrix_UB_12      0.0185357108
_diffrn_orient_matrix_UB_13      0.0385741769
_diffrn_orient_matrix_UB_21      -0.0305507179
_diffrn_orient_matrix_UB_22      -0.0433557785
_diffrn_orient_matrix_UB_23      -0.0038099333
_diffrn_orient_matrix_UB_31      0.0364956568
_diffrn_orient_matrix_UB_32      -0.0408507561
_diffrn_orient_matrix_UB_33      0.0302438706
_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  0.07
_diffrn_reflns_av_unetI/netI     0.0899
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14141
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         3.15
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.428
_exptl_absorpt_correction_T_max  0.9578
_exptl_absorpt_correction_T_min  0.921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET)
(compiled Aug 28 2006,13:05:05)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light blue'
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1572
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.05
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.918
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         3698
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.918
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0340P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0764
_refine_ls_wR_factor_ref         0.0891
_reflns_number_gt                2300
_reflns_number_total             3698
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            b905056f.txt
_cod_data_source_block           14
_cod_database_code               7001949
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
C1 C 0.60996(13) 0.24623(16) 0.72466(16) 0.0194(6) Uani 1 1 d . . .
C2 C 0.71548(14) 0.21775(19) 0.6730(2) 0.0344(8) Uani 1 1 d . . .
H2 H 0.7516 0.1863 0.6497 0.041 Uiso 1 1 calc R . .
C3 C 0.71600(15) 0.30654(19) 0.6972(2) 0.0367(8) Uani 1 1 d . . .
H3 H 0.7526 0.3492 0.6936 0.044 Uiso 1 1 calc R . .
C4 C 0.63318(13) 0.08475(16) 0.67853(18) 0.0204(6) Uani 1 1 d . . .
C5 C 0.64330(13) 0.02966(17) 0.75711(18) 0.0223(6) Uani 1 1 d . . .
C6 C 0.62364(13) -0.06250(17) 0.74514(18) 0.0241(6) Uani 1 1 d . . .
H6 H 0.6282 -0.1005 0.797 0.029 Uiso 1 1 calc R . .
C7 C 0.59743(14) -0.09985(17) 0.65879(18) 0.0245(7) Uani 1 1 d . . .
C8 C 0.59046(14) -0.04263(17) 0.58232(18) 0.0253(7) Uani 1 1 d . . .
H8 H 0.5737 -0.0673 0.5238 0.03 Uiso 1 1 calc R . .
C9 C 0.60770(13) 0.05028(17) 0.59053(18) 0.0217(6) Uani 1 1 d . . .
C10 C 0.67442(15) 0.06765(18) 0.85100(18) 0.0344(7) Uani 1 1 d . . .
H10A H 0.6839 0.0179 0.8948 0.052 Uiso 1 1 calc R . .
H10B H 0.6403 0.1098 0.87 0.052 Uiso 1 1 calc R . .
H10C H 0.719 0.0996 0.8483 0.052 Uiso 1 1 calc R . .
C11 C 0.57801(17) -0.20068(17) 0.6497(2) 0.0389(8) Uani 1 1 d . . .
H11A H 0.5663 -0.2169 0.5852 0.058 Uiso 1 1 calc R . .
H11B H 0.5368 -0.2125 0.6785 0.058 Uiso 1 1 calc R . .
H11C H 0.6186 -0.237 0.6794 0.058 Uiso 1 1 calc R . .
C12 C 0.59767(15) 0.11200(17) 0.50647(18) 0.0316(7) Uani 1 1 d . . .
H12A H 0.5712 0.1664 0.5179 0.047 Uiso 1 1 calc R . .
H12B H 0.571 0.0794 0.4541 0.047 Uiso 1 1 calc R . .
H12C H 0.6444 0.1295 0.4938 0.047 Uiso 1 1 calc R . .
C13 C 0.64043(14) 0.40961(17) 0.77379(19) 0.0238(6) Uani 1 1 d . . .
C14 C 0.67368(14) 0.41952(18) 0.86590(19) 0.0266(7) Uani 1 1 d . . .
C15 C 0.66452(15) 0.50314(18) 0.90892(19) 0.0302(7) Uani 1 1 d . . .
H15 H 0.6861 0.5114 0.9707 0.036 Uiso 1 1 calc R . .
C16 C 0.62423(15) 0.57431(17) 0.8623(2) 0.0276(7) Uani 1 1 d . . .
C17 C 0.59449(15) 0.56227(17) 0.77014(19) 0.0286(7) Uani 1 1 d . . .
H17 H 0.5684 0.6106 0.7381 0.034 Uiso 1 1 calc R . .
C18 C 0.60203(15) 0.48036(17) 0.72332(19) 0.0261(7) Uani 1 1 d . . .
C19 C 0.71776(15) 0.34416(19) 0.91890(19) 0.0391(8) Uani 1 1 d . . .
H19A H 0.6909 0.2873 0.9107 0.059 Uiso 1 1 calc R . .
H19B H 0.728 0.3599 0.9835 0.059 Uiso 1 1 calc R . .
H19C H 0.7626 0.337 0.8965 0.059 Uiso 1 1 calc R . .
C20 C 0.61228(16) 0.66339(18) 0.9118(2) 0.0385(8) Uani 1 1 d . . .
H20A H 0.6102 0.7143 0.8694 0.058 Uiso 1 1 calc R . .
H20B H 0.6518 0.6727 0.9628 0.058 Uiso 1 1 calc R . .
H20C H 0.5674 0.6596 0.9346 0.058 Uiso 1 1 calc R . .
C21 C 0.56947(17) 0.47262(19) 0.62225(19) 0.0415(8) Uani 1 1 d . . .
H21A H 0.5953 0.4266 0.594 0.062 Uiso 1 1 calc R . .
H21B H 0.5731 0.5311 0.5926 0.062 Uiso 1 1 calc R . .
H21C H 0.5192 0.4552 0.6156 0.062 Uiso 1 1 calc R . .
N1 N 0.65050(11) 0.18156(14) 0.68960(14) 0.0219(5) Uani 1 1 d . . .
N2 N 0.65185(11) 0.32334(14) 0.72869(14) 0.0238(5) Uani 1 1 d . . .
O1 O 0.5 0.11502(16) 0.75 0.0399(8) Uani 1 2 d S . .
Cl1 Cl 0.53797(4) 0.26928(5) 0.90188(5) 0.0395(2) Uani 1 1 d . . .
V1 V 0.5 0.22334(4) 0.75 0.02208(19) Uani 1 2 d S . .
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 0 '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 0.006 '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'
V V 0.3005 0.5294 '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
N2 C1 N1 103.0(2) . . ?
N2 C1 V1 132.19(17) . . ?
N1 C1 V1 124.52(17) . . ?
C3 C2 N1 106.4(2) . . ?
C3 C2 H2 126.8 . . ?
N1 C2 H2 126.8 . . ?
C2 C3 N2 107.1(2) . . ?
C2 C3 H3 126.5 . . ?
N2 C3 H3 126.5 . . ?
C9 C4 C5 122.7(2) . . ?
C9 C4 N1 119.2(2) . . ?
C5 C4 N1 118.1(2) . . ?
C6 C5 C4 117.1(2) . . ?
C6 C5 C10 121.3(2) . . ?
C4 C5 C10 121.7(2) . . ?
C7 C6 C5 122.3(2) . . ?
C7 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
C8 C7 C6 118.4(2) . . ?
C8 C7 C11 121.6(2) . . ?
C6 C7 C11 120.0(2) . . ?
C7 C8 C9 121.7(2) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
C8 C9 C4 117.8(2) . . ?
C8 C9 C12 120.8(2) . . ?
C4 C9 C12 121.3(2) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 122.7(2) . . ?
C18 C13 N2 119.9(2) . . ?
C14 C13 N2 117.2(2) . . ?
C13 C14 C15 117.5(2) . . ?
C13 C14 C19 122.5(2) . . ?
C15 C14 C19 120.0(2) . . ?
C16 C15 C14 121.7(3) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C17 C16 C15 118.6(2) . . ?
C17 C16 C20 120.7(2) . . ?
C15 C16 C20 120.7(3) . . ?
C16 C17 C18 122.3(2) . . ?
C16 C17 H17 118.8 . . ?
C18 C17 H17 118.8 . . ?
C13 C18 C17 117.1(3) . . ?
C13 C18 C21 123.4(2) . . ?
C17 C18 C21 119.5(2) . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C20 H20A 109.5 . . ?
C16 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C16 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C1 N1 C2 111.9(2) . . ?
C1 N1 C4 125.5(2) . . ?
C2 N1 C4 122.3(2) . . ?
C1 N2 C3 111.7(2) . . ?
C1 N2 C13 126.6(2) . . ?
C3 N2 C13 120.9(2) . . ?
O1 V1 C1 98.74(6) . . ?
O1 V1 C1 98.74(6) . 2_656 ?
C1 V1 C1 162.52(13) . 2_656 ?
O1 V1 Cl1 106.72(2) . . ?
C1 V1 Cl1 89.27(7) . . ?
C1 V1 Cl1 85.71(7) 2_656 . ?
O1 V1 Cl1 106.72(2) . 2_656 ?
C1 V1 Cl1 85.71(7) . 2_656 ?
C1 V1 Cl1 89.27(7) 2_656 2_656 ?
Cl1 V1 Cl1 146.55(5) . 2_656 ?
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
C1 N2 1.358(3) . ?
C1 N1 1.363(3) . ?
C1 V1 2.180(2) . ?
C2 C3 1.332(3) . ?
C2 N1 1.384(3) . ?
C2 H2 0.93 . ?
C3 N2 1.383(3) . ?
C3 H3 0.93 . ?
C4 C9 1.385(3) . ?
C4 C5 1.386(3) . ?
C4 N1 1.440(3) . ?
C5 C6 1.386(3) . ?
C5 C10 1.499(3) . ?
C6 C7 1.382(3) . ?
C6 H6 0.93 . ?
C7 C8 1.381(3) . ?
C7 C11 1.503(3) . ?
C8 C9 1.382(3) . ?
C8 H8 0.93 . ?
C9 C12 1.507(3) . ?
C10 H10A 0.96 . ?
C10 H10B 0.96 . ?
C10 H10C 0.96 . ?
C11 H11A 0.96 . ?
C11 H11B 0.96 . ?
C11 H11C 0.96 . ?
C12 H12A 0.96 . ?
C12 H12B 0.96 . ?
C12 H12C 0.96 . ?
C13 C18 1.385(3) . ?
C13 C14 1.388(3) . ?
C13 N2 1.447(3) . ?
C14 C15 1.390(3) . ?
C14 C19 1.496(3) . ?
C15 C16 1.381(4) . ?
C15 H15 0.93 . ?
C16 C17 1.376(4) . ?
C16 C20 1.516(3) . ?
C17 C18 1.390(3) . ?
C17 H17 0.93 . ?
C18 C21 1.501(4) . ?
C19 H19A 0.96 . ?
C19 H19B 0.96 . ?
C19 H19C 0.96 . ?
C20 H20A 0.96 . ?
C20 H20B 0.96 . ?
C20 H20C 0.96 . ?
C21 H21A 0.96 . ?
C21 H21B 0.96 . ?
C21 H21C 0.96 . ?
O1 V1 1.567(2) . ?
Cl1 V1 2.3099(8) . ?
V1 C1 2.180(3) 2_656 ?
V1 Cl1 2.3099(8) 2_656 ?
