#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:27:59 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178652 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/63/4076351.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_4076351
loop_
_publ_author_name
'Honzíček, Jan'
'Kratochvíl, Pavel'
'Vinklárek, Jaromír'
'Eisner, Aleš'
'Padělková, Zdeňka'
_publ_section_title
;
 Effect of the Substitution on the Protonation of Allyl Cyclopentadienyl
 Molybdenum(II) Compounds
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              2193
_journal_paper_doi               10.1021/om2010244
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C13 H16 Mo N3 O4, B F4'
_chemical_formula_sum            'C13 H16 B F4 Mo N3 O4'
_chemical_formula_weight         461.04
_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
_cell_angle_beta                 107.741(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   27.3613(11)
_cell_length_b                   13.4790(3)
_cell_length_c                   10.7391(8)
_cell_measurement_reflns_used    16992
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_cell_volume                     3772.3(3)
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_collection
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_data_reduction        'COLLECT and DENZO'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(1)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_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  0.0551
_diffrn_reflns_av_sigmaI/netI    0.0465
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            16940
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.56
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.755
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_correction_T_min  0.876
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
Gaussian integration (Coppens, 1970)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1840
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4319
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0384
_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)+(0.0142P)²+10.6496P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0665
_refine_ls_wR_factor_ref         0.0747
_reflns_number_gt                3346
_reflns_number_total             4319
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om2010244_si_001.cif
_cod_data_source_block           14
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4076351
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
Mo1 Mo 0.116058(10) 0.314995(19) 0.13643(2) 0.02096(8) Uani 1 1 d .
C6 C 0.09555(12) 0.1040(2) -0.0370(3) 0.0285(7) Uani 1 1 d .
C10 C 0.20651(12) 0.3584(2) -0.0004(3) 0.0245(7) Uani 1 1 d .
F3 F 0.19476(9) 0.20009(17) 0.7643(2) 0.0579(6) Uani 1 1 d .
N2 N 0.17949(10) 0.2250(2) 0.2635(2) 0.0264(6) Uani 1 1 d .
F4 F 0.17308(9) 0.14688(19) 0.5575(2) 0.0589(7) Uani 1 1 d .
O4 O 0.05037(10) 0.46760(18) -0.0655(3) 0.0454(7) Uani 1 1 d .
F2 F 0.24021(8) 0.07851(17) 0.7098(2) 0.0504(6) Uani 1 1 d .
C13 C 0.07328(12) 0.4090(2) 0.0060(3) 0.0285(7) Uani 1 1 d .
O1 O -0.03328(9) 0.30173(18) -0.0747(2) 0.0422(6) Uani 1 1 d .
N1 N 0.10408(10) 0.17706(19) 0.0174(2) 0.0263(5) Uani 1 1 d .
C12 C 0.13477(13) 0.4393(3) 0.2297(4) 0.0365(8) Uani 1 1 d .
C8 C 0.21377(12) 0.1819(2) 0.3256(3) 0.0275(6) Uani 1 1 d .
N3 N 0.17407(10) 0.34078(18) 0.0409(2) 0.0247(6) Uani 1 1 d .
C11 C 0.24870(13) 0.3803(2) -0.0518(3) 0.0325(8) Uani 1 1 d .
H11A H 0.2804 0.3793 0.0185 0.039 Uiso 1 1 d R
H11B H 0.2438 0.4447 -0.0917 0.039 Uiso 1 1 d R
H11C H 0.2499 0.3313 -0.1157 0.039 Uiso 1 1 d R
F1 F 0.16000(10) 0.0488(2) 0.7140(3) 0.0750(8) Uani 1 1 d .
O2 O -0.00611(10) 0.15002(19) 0.0014(3) 0.0524(7) Uani 1 1 d .
O3 O 0.14529(11) 0.5157(2) 0.2801(3) 0.0586(8) Uani 1 1 d .
C2 C 0.06310(13) 0.2464(3) 0.2326(3) 0.0336(8) Uani 1 1 d .
H2 H 0.0652 0.1776 0.2387 0.040 Uiso 1 1 d R
C1 C 0.02964(12) 0.2946(2) 0.1244(3) 0.0296(7) Uani 1 1 d .
H1 H 0.0285 0.3636 0.1232 0.035 Uiso 1 1 d R
C4 C -0.00420(13) 0.2390(3) 0.0125(4) 0.0339(8) Uani 1 1 d .
C3 C 0.09340(14) 0.3078(3) 0.3297(3) 0.0428(9) Uani 1 1 d .
H3A H 0.1175 0.2757 0.4043 0.051 Uiso 1 1 d R
H3B H 0.0769 0.3659 0.3520 0.051 Uiso 1 1 d R
C9 C 0.25882(14) 0.1280(3) 0.4039(3) 0.0360(8) Uani 1 1 d .
H9A H 0.2591 0.0629 0.3678 0.043 Uiso 1 1 d R
H9B H 0.2576 0.1224 0.4920 0.043 Uiso 1 1 d R
H9C H 0.2894 0.1630 0.4037 0.043 Uiso 1 1 d R
C7 C 0.08317(15) 0.0100(3) -0.1070(4) 0.0428(9) Uani 1 1 d .
H7A H 0.0551 -0.0213 -0.0861 0.051 Uiso 1 1 d R
H7B H 0.1127 -0.0327 -0.0814 0.051 Uiso 1 1 d R
H7C H 0.0738 0.0219 -0.1994 0.051 Uiso 1 1 d R
B1 B 0.19123(15) 0.1172(3) 0.6857(4) 0.0310(8) Uani 1 1 d .
C5 C -0.06811(17) 0.2580(4) -0.1909(4) 0.0659(13) Uani 1 1 d .
H5A H -0.0489 0.2286 -0.2428 0.079 Uiso 1 1 d R
H5B H -0.0903 0.3085 -0.2408 0.079 Uiso 1 1 d R
H5C H -0.0883 0.2079 -0.1662 0.079 Uiso 1 1 d 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'
O O 0.0106 0.0060 '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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.030
1 0 0 0.031
0 1 0 0.075
0 -1 0 0.101
-1 0 1 0.086
1 0 -1 0.130
-1 -1 1 0.067
1 -1 -1 0.102
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C12 Mo1 C13 79.54(14)
C12 Mo1 N3 89.40(12)
C13 Mo1 N3 85.59(11)
C12 Mo1 N2 96.95(12)
C13 Mo1 N2 165.41(11)
N3 Mo1 N2 80.19(9)
C12 Mo1 C2 103.10(14)
C13 Mo1 C2 105.42(13)
N3 Mo1 C2 164.53(11)
N2 Mo1 C2 89.16(11)
C12 Mo1 N1 171.50(12)
C13 Mo1 N1 100.18(11)
N3 Mo1 N1 82.12(9)
N2 Mo1 N1 81.19(9)
C2 Mo1 N1 85.20(11)
C12 Mo1 C3 71.20(15)
C13 Mo1 C3 113.16(13)
N3 Mo1 C3 148.98(11)
N2 Mo1 C3 78.49(11)
C2 Mo1 C3 35.35(13)
N1 Mo1 C3 116.25(12)
C12 Mo1 C1 103.47(13)
C13 Mo1 C1 70.60(12)
N3 Mo1 C1 149.96(10)
N2 Mo1 C1 123.90(10)
C2 Mo1 C1 35.61(11)
N1 Mo1 C1 84.30(10)
C3 Mo1 C1 60.61(12)
N1 C6 C7 178.5(4)
N3 C10 C11 179.1(3)
C8 N2 Mo1 176.1(3)
O4 C13 Mo1 176.1(3)
C4 O1 C5 116.4(3)
C6 N1 Mo1 174.3(3)
O3 C12 Mo1 177.0(4)
N2 C8 C9 178.4(4)
C10 N3 Mo1 174.5(3)
C10 C11 H11A 109.3
C10 C11 H11B 109.5
H11A C11 H11B 109.5
C10 C11 H11C 109.6
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C3 C2 C1 115.8(3)
C3 C2 Mo1 77.1(2)
C1 C2 Mo1 77.02(19)
C3 C2 H2 122.0
C1 C2 H2 122.1
Mo1 C2 H2 114.3
C2 C1 C4 121.9(3)
C2 C1 Mo1 67.38(18)
C4 C1 Mo1 118.4(2)
C2 C1 H1 119.1
C4 C1 H1 119.1
Mo1 C1 H1 85.0
O2 C4 O1 124.3(3)
O2 C4 C1 125.7(3)
O1 C4 C1 110.0(3)
C2 C3 Mo1 67.56(18)
C2 C3 H3A 117.0
Mo1 C3 H3A 117.0
C2 C3 H3B 116.7
Mo1 C3 H3B 117.0
H3A C3 H3B 114.0
C8 C9 H9A 109.5
C8 C9 H9B 109.2
H9A C9 H9B 109.5
C8 C9 H9C 109.7
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C6 C7 H7A 109.7
C6 C7 H7B 109.2
H7A C7 H7B 109.5
C6 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
F1 B1 F4 111.3(3)
F1 B1 F3 110.1(3)
F4 B1 F3 108.2(3)
F1 B1 F2 110.0(3)
F4 B1 F2 109.3(3)
F3 B1 F2 107.8(3)
O1 C5 H5A 109.6
O1 C5 H5B 109.4
H5A C5 H5B 109.5
O1 C5 H5C 109.4
H5A C5 H5C 109.5
H5B C5 H5C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Mo1 C12 1.939(4)
Mo1 C13 1.985(3)
Mo1 N3 2.164(3)
Mo1 N2 2.214(3)
Mo1 C2 2.221(3)
Mo1 N1 2.223(3)
Mo1 C3 2.342(3)
Mo1 C1 2.345(3)
C6 N1 1.133(4)
C6 C7 1.460(5)
C10 N3 1.132(4)
C10 C11 1.453(4)
F3 B1 1.386(4)
N2 C8 1.132(4)
F4 B1 1.372(4)
O4 C13 1.146(4)
F2 B1 1.387(4)
O1 C4 1.331(4)
O1 C5 1.445(4)
C12 O3 1.158(4)
C8 C9 1.457(5)
C11 H11A 0.9599
C11 H11B 0.9600
C11 H11C 0.9600
F1 B1 1.353(4)
O2 C4 1.205(4)
C2 C3 1.390(5)
C2 C1 1.401(5)
C2 H2 0.9300
C1 C4 1.478(5)
C1 H1 0.9300
C3 H3A 0.9701
C3 H3B 0.9700
C9 H9A 0.9601
C9 H9B 0.9600
C9 H9C 0.9599
C7 H7A 0.9599
C7 H7B 0.9601
C7 H7C 0.9600
C5 H5A 0.9601
C5 H5B 0.9601
C5 H5C 0.9600
