#------------------------------------------------------------------------------
#$Date: 2016-03-26 01:55:57 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180115 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/13/7101334.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_7101334
loop_
_publ_author_name
'Carl Redshaw'
'Sophie H. Dale'
'Mark R.J. Elsegood'
'Damien M. Hamden'
'Sadahiko Matsuura'
'Shigekazu Matsui'
'Michael Rowan'
_publ_section_title
;
Vanadyl C and N-capped tris(phenolate) complexes:
influence of pro-catalyst geometry on catalytic activity.
;
_journal_issue                   31
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/b606897a
_journal_year                    2006
_chemical_formula_sum            'C20 H15 N2 O4 V'
_chemical_formula_weight         398.28
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   'All non-H atoms found by direct methods'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.213(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.6923(18)
_cell_length_b                   11.754(2)
_cell_length_c                   16.214(3)
_cell_measurement_reflns_used    5618
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.20
_cell_measurement_theta_min      2.55
_cell_volume                     1764.5(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL and local programs'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_device_type  'Bruker SMART 1K CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_source         'Daresbury SRS station 9.8'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.6892
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_sigmaI/netI    0.0639
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            12369
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         29.43
_diffrn_reflns_theta_min         2.11
_diffrn_standards_decay_%        19
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.591
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2.03 (Sheldrick, 2001)'
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.607
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         4942
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0432
_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)+(0.0511P)²+0.6533P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1104
_refine_ls_wR_factor_ref         0.1179
_reflns_number_gt                4077
_reflns_number_total             4942
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b606897a.txt
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7101334
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
V1 V 0.41081(3) 0.44663(2) 0.126753(18) 0.01678(9) Uani 1 1 d .
O1 O 0.49470(13) 0.49172(11) 0.24099(8) 0.0213(3) Uani 1 1 d .
O2 O 0.53900(13) 0.32704(11) 0.13123(8) 0.0220(3) Uani 1 1 d .
O3 O 0.22456(13) 0.49366(10) 0.11711(8) 0.0194(2) Uani 1 1 d .
O4 O 0.46968(15) 0.55044(11) 0.08416(9) 0.0275(3) Uani 1 1 d .
N1 N 0.32556(14) 0.30076(12) 0.20073(9) 0.0154(3) Uani 1 1 d .
C1 C 0.39980(17) 0.32687(14) 0.29122(10) 0.0171(3) Uani 1 1 d .
C2 C 0.48656(18) 0.42442(15) 0.30645(11) 0.0194(3) Uani 1 1 d .
C3 C 0.5654(2) 0.45126(16) 0.39104(12) 0.0265(4) Uani 1 1 d .
H3 H 0.6253 0.5169 0.4024 0.032 Uiso 1 1 calc R
C4 C 0.5564(2) 0.38225(18) 0.45833(12) 0.0301(4) Uani 1 1 d .
H4 H 0.6110 0.4007 0.5158 0.036 Uiso 1 1 calc R
C5 C 0.4689(2) 0.28666(17) 0.44309(12) 0.0281(4) Uani 1 1 d .
H5 H 0.4626 0.2406 0.4900 0.034 Uiso 1 1 calc R
C6 C 0.3899(2) 0.25805(16) 0.35874(11) 0.0221(3) Uani 1 1 d .
H6 H 0.3303 0.1923 0.3477 0.026 Uiso 1 1 calc R
C7 C 0.49388(18) 0.21938(15) 0.13546(11) 0.0193(3) Uani 1 1 d .
C8 C 0.38113(18) 0.19805(14) 0.17116(10) 0.0175(3) Uani 1 1 d .
C9 C 0.3367(2) 0.08735(15) 0.17853(11) 0.0231(4) Uani 1 1 d .
H9 H 0.2616 0.0731 0.2039 0.028 Uiso 1 1 calc R
C10 C 0.4021(2) -0.00301(16) 0.14875(13) 0.0293(4) Uani 1 1 d .
H10 H 0.3715 -0.0789 0.1535 0.035 Uiso 1 1 calc R
C11 C 0.5118(2) 0.01817(18) 0.11233(13) 0.0304(4) Uani 1 1 d .
H11 H 0.5563 -0.0436 0.0922 0.036 Uiso 1 1 calc R
C12 C 0.5578(2) 0.12854(17) 0.10490(12) 0.0264(4) Uani 1 1 d .
H12 H 0.6324 0.1422 0.0791 0.032 Uiso 1 1 calc R
C13 C 0.12588(17) 0.42167(14) 0.13155(10) 0.0164(3) Uani 1 1 d .
C14 C 0.17034(17) 0.31923(14) 0.17559(10) 0.0159(3) Uani 1 1 d .
C15 C 0.06949(19) 0.24873(15) 0.19556(11) 0.0208(3) Uani 1 1 d .
H15 H 0.0993 0.1806 0.2273 0.025 Uiso 1 1 calc R
C16 C -0.07575(19) 0.27938(17) 0.16835(12) 0.0243(4) Uani 1 1 d .
H16 H -0.1452 0.2315 0.1817 0.029 Uiso 1 1 calc R
C17 C -0.12064(19) 0.37893(17) 0.12197(12) 0.0252(4) Uani 1 1 d .
H17 H -0.2204 0.3979 0.1029 0.030 Uiso 1 1 calc R
C18 C -0.02004(19) 0.45058(15) 0.10357(12) 0.0218(3) Uani 1 1 d .
H18 H -0.0503 0.5189 0.0721 0.026 Uiso 1 1 calc R
N2 N 0.30614(16) 0.36506(13) 0.00445(10) 0.0219(3) Uani 1 1 d .
C19 C 0.27978(19) 0.34038(16) -0.06601(12) 0.0230(4) Uani 1 1 d .
C20 C 0.2463(2) 0.3121(2) -0.15710(13) 0.0375(5) Uani 1 1 d .
H20A H 0.1657 0.3593 -0.1905 0.056 Uiso 1 1 calc R
H20B H 0.2193 0.2316 -0.1656 0.056 Uiso 1 1 calc R
H20C H 0.3312 0.3263 -0.1767 0.056 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'
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'
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
O1 V1 O2 94.93(6)
O1 V1 O3 97.28(6)
O1 V1 O4 96.10(7)
O1 V1 N1 79.53(5)
O1 V1 N2 169.47(6)
O2 V1 O3 148.39(6)
O2 V1 O4 105.98(7)
O2 V1 N1 76.32(5)
O2 V1 N2 80.09(6)
O3 V1 O4 101.58(7)
O3 V1 N1 77.40(5)
O3 V1 N2 82.76(6)
O4 V1 N1 175.30(6)
O4 V1 N2 94.19(7)
N1 V1 N2 90.24(5)
V1 O1 C2 120.42(11)
V1 O2 C7 119.20(10)
V1 O3 C13 121.49(11)
V1 N1 C1 102.34(10)
V1 N1 C8 102.35(10)
V1 N1 C14 103.67(9)
C1 N1 C8 112.53(12)
C1 N1 C14 114.26(13)
C8 N1 C14 118.90(13)
N1 C1 C2 116.11(14)
N1 C1 C6 122.75(15)
C2 C1 C6 121.10(15)
O1 C2 C1 121.00(15)
O1 C2 C3 120.01(16)
C1 C2 C3 118.98(17)
C2 C3 C4 119.94(18)
C3 C4 C5 120.89(17)
C4 C5 C6 119.94(18)
C1 C6 C5 119.14(18)
O2 C7 C8 119.56(15)
O2 C7 C12 121.01(16)
C8 C7 C12 119.43(17)
N1 C8 C7 113.33(14)
N1 C8 C9 126.41(15)
C7 C8 C9 120.22(16)
C8 C9 C10 119.98(18)
C9 C10 C11 119.79(18)
C10 C11 C12 120.81(18)
C7 C12 C11 119.74(18)
O3 C13 C14 120.05(14)
O3 C13 C18 119.62(15)
C14 C13 C18 120.32(15)
N1 C14 C13 114.07(14)
N1 C14 C15 125.87(15)
C13 C14 C15 119.96(15)
C14 C15 C16 119.10(16)
C15 C16 C17 120.98(16)
C16 C17 C18 120.04(17)
C13 C18 C17 119.51(17)
V1 N2 C19 160.41(14)
N2 C19 C20 178.4(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
V1 O1 1.8658(13)
V1 O2 1.8632(13)
V1 O3 1.8498(13)
V1 O4 1.5889(13)
V1 N1 2.3765(14)
V1 N2 2.1657(16)
O1 C2 1.345(2)
O2 C7 1.347(2)
O3 C13 1.348(2)
N1 C1 1.463(2)
N1 C8 1.460(2)
N1 C14 1.454(2)
C1 C2 1.400(2)
C1 C6 1.387(2)
C2 C3 1.395(2)
C3 C4 1.383(3)
C4 C5 1.385(3)
C5 C6 1.396(2)
C7 C8 1.402(2)
C7 C12 1.397(2)
C8 C9 1.387(2)
C9 C10 1.395(3)
C10 C11 1.383(3)
C11 C12 1.388(3)
C13 C14 1.401(2)
C13 C18 1.393(2)
C14 C15 1.391(2)
C15 C16 1.392(3)
C16 C17 1.389(3)
C17 C18 1.386(3)
N2 C19 1.132(2)
C19 C20 1.454(3)
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
O2 V1 O1 C2 -67.85(13)
O3 V1 O1 C2 82.92(13)
O4 V1 O1 C2 -174.54(13)
N1 V1 O1 C2 7.23(12)
N2 V1 O1 C2 -6.6(4)
O1 V1 O2 C7 105.13(12)
O3 V1 O2 C7 -7.37(19)
O4 V1 O2 C7 -157.07(12)
N1 V1 O2 C7 27.17(12)
N2 V1 O2 C7 -65.51(12)
O1 V1 O3 C13 -94.27(12)
O2 V1 O3 C13 17.62(18)
O4 V1 O3 C13 167.94(12)
N1 V1 O3 C13 -16.75(12)
N2 V1 O3 C13 75.12(12)
O1 V1 N1 C1 -5.02(9)
O1 V1 N1 C8 -121.72(10)
O1 V1 N1 C14 114.06(10)
O2 V1 N1 C1 92.73(10)
O2 V1 N1 C8 -23.97(9)
O2 V1 N1 C14 -148.18(10)
O3 V1 N1 C1 -105.00(10)
O3 V1 N1 C8 138.30(10)
O3 V1 N1 C14 14.09(9)
N2 V1 N1 C1 172.48(10)
N2 V1 N1 C8 55.78(10)
N2 V1 N1 C14 -68.44(10)
V1 N1 C1 C2 2.53(16)
V1 N1 C1 C6 -175.44(14)
C8 N1 C1 C2 111.65(16)
C8 N1 C1 C6 -66.3(2)
C14 N1 C1 C2 -108.81(16)
C14 N1 C1 C6 73.2(2)
V1 O1 C2 C1 -8.4(2)
V1 O1 C2 C3 171.44(13)
N1 C1 C2 O1 2.8(2)
N1 C1 C2 C3 -177.13(15)
C6 C1 C2 O1 -179.24(16)
C6 C1 C2 C3 0.9(2)
O1 C2 C3 C4 179.69(17)
C1 C2 C3 C4 -0.4(3)
C2 C3 C4 C5 -0.5(3)
C3 C4 C5 C6 0.9(3)
N1 C1 C6 C5 177.45(15)
C2 C1 C6 C5 -0.4(3)
C4 C5 C6 C1 -0.5(3)
V1 O2 C7 C8 -26.1(2)
V1 O2 C7 C12 153.95(13)
O2 C7 C8 N1 -0.2(2)
O2 C7 C8 C9 -177.90(15)
C12 C7 C8 N1 179.69(15)
C12 C7 C8 C9 2.0(2)
V1 N1 C8 C7 18.26(15)
V1 N1 C8 C9 -164.26(15)
C1 N1 C8 C7 -90.86(16)
C1 N1 C8 C9 86.6(2)
C14 N1 C8 C7 131.66(15)
C14 N1 C8 C9 -50.9(2)
N1 C8 C9 C10 -178.64(16)
C7 C8 C9 C10 -1.3(3)
C8 C9 C10 C11 0.3(3)
C9 C10 C11 C12 -0.1(3)
C10 C11 C12 C7 0.8(3)
O2 C7 C12 C11 178.17(16)
C8 C7 C12 C11 -1.8(3)
V1 O3 C13 C14 16.8(2)
V1 O3 C13 C18 -164.20(13)
O3 C13 C14 N1 -0.9(2)
O3 C13 C14 C15 175.65(15)
C18 C13 C14 N1 -179.97(15)
C18 C13 C14 C15 -3.4(2)
V1 N1 C14 C13 -10.21(15)
V1 N1 C14 C15 173.44(14)
C1 N1 C14 C13 100.32(16)
C1 N1 C14 C15 -76.0(2)
C8 N1 C14 C13 -122.89(16)
C8 N1 C14 C15 60.8(2)
N1 C14 C15 C16 178.58(16)
C13 C14 C15 C16 2.4(3)
C14 C15 C16 C17 -0.1(3)
C15 C16 C17 C18 -1.3(3)
C16 C17 C18 C13 0.3(3)
O3 C13 C18 C17 -177.04(16)
C14 C13 C18 C17 2.0(3)
O1 V1 N2 C19 -145.0(4)
O2 V1 N2 C19 -82.5(5)
O3 V1 N2 C19 124.2(5)
O4 V1 N2 C19 23.0(5)
N1 V1 N2 C19 -158.6(5)
