#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/76/7027658.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7027658
loop_
_publ_author_name
'Jalil, M. Abdul'
'Fujinami, Shuhei'
'Nishikawa, Hiroaki'
_publ_section_title
;
 A convenient method for selective substitutions at the backbone of a
 co-ordinated imidazolylphosphine P--N ligand. Single crystal X-ray
 analyses of [Mo(CO)4(MeImCH2PPh2)] and its ethyl substituted derivative
 [Mo(CO)4(MeImCHEtPPh2)] †
;
_journal_issue                   19
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3499
_journal_paper_doi               10.1039/a905186d
_journal_year                    1999
_chemical_formula_moiety         'C21 H17 N2 Mo O4 P '
_chemical_formula_sum            'C21 H17 Mo N2 O4 P'
_chemical_formula_weight         488.29
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_date             'Thu Jun 24 15:41:29 1999'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 108.266(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.554(1)
_cell_length_b                   7.617(1)
_cell_length_c                   17.100(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      14.9
_cell_volume                     2171.2(3)
_computing_cell_refinement       'Rigaku/AFC Diffractometer Control'
_computing_data_collection       'Rigaku/AFC Diffractometer Control'
_computing_data_reduction        teXsan
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_computing_structure_solution    SHELXS86
_diffrn_ambient_temperature      296.2
_diffrn_measurement_device       'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_orient_matrix_UB_11      -0.02937
_diffrn_orient_matrix_UB_12      0.01535
_diffrn_orient_matrix_UB_13      0.04108
_diffrn_orient_matrix_UB_21      -0.05223
_diffrn_orient_matrix_UB_22      -0.00172
_diffrn_orient_matrix_UB_23      -0.04556
_diffrn_orient_matrix_UB_31      -0.00277
_diffrn_orient_matrix_UB_32      -0.13038
_diffrn_orient_matrix_UB_33      0.00544
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.006
_diffrn_reflns_av_sigmaI/netI    0.021
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5494
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         5.01
_diffrn_standards_decay_%        -0.36
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.705
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.898
_exptl_absorpt_correction_type   '\y scans(North,Phillips & Mathews,1968)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             984.00
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.400
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.46
_refine_ls_extinction_coef       0.005(2)
_refine_ls_extinction_method     'Zachariasen(1967) type 2 Gaussian isotropic'
_refine_ls_goodness_of_fit_obs   1.313
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     263
_refine_ls_number_reflns         4218
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0263
_refine_ls_shift/esd_max         0.0040
_refine_ls_shift/esd_mean        0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.00109|Fo|²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0504
_reflns_number_observed          4218
_reflns_number_total             5327
_reflns_observed_criterion       >3.0sigma(I)
_cod_data_source_file            905186dsup1.cif
_cod_data_source_block           '[Mo(CO)4(MeImCH2PPh2)]'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' 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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(Fo) +
0.00109|Fo|^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(Fo) + 0.00109|Fo|^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2171.2(4)
_cod_original_sg_symbol_H-M      'P 21/c       '
_cod_original_formula_sum        'C21 H17 N2 Mo O4 P '
_cod_database_code               7027658
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+y,1/2-z
-x,-y,-z
x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_occupancy
Mo1 0.32354(1) -0.22838(3) 0.90971(1) 0.03918(7) Uani d 1.00
P1 0.21061(3) -0.32964(7) 0.95888(3) 0.0377(1) Uani d 1.00
O1 0.4792(2) -0.1079(4) 0.8719(2) 0.0954(9) Uani d 1.00
O2 0.2184(1) -0.0461(4) 0.7488(1) 0.0882(8) Uani d 1.00
O3 0.3324(2) 0.1472(4) 0.9919(2) 0.116(1) Uani d 1.00
O4 0.3316(2) -0.5755(4) 0.8115(2) 0.1014(10) Uani d 1.00
N1 0.3844(1) -0.3601(3) 1.0321(1) 0.0457(5) Uani d 1.00
N2 0.3959(1) -0.5265(3) 1.1408(1) 0.0496(5) Uani d 1.00
C1 0.4237(2) -0.1538(4) 0.8871(2) 0.0595(8) Uani d 1.00
C2 0.2583(2) -0.1175(4) 0.8083(2) 0.0555(7) Uani d 1.00
C3 0.3280(2) 0.0102(3) 0.9655(2) 0.0593(8) Uani d 1.00
C4 0.3273(2) -0.4553(4) 0.8491(2) 0.0603(8) Uani d 1.00
C5 0.4642(2) -0.3647(4) 1.0809(2) 0.0596(7) Uani d 1.00
C6 0.4708(2) -0.4656(4) 1.1472(2) 0.0639(8) Uani d 1.00
C7 0.3762(2) -0.6549(4) 1.1950(2) 0.0638(8) Uani d 1.00
C8 0.3452(1) -0.4587(3) 1.0706(1) 0.0434(6) Uani d 1.00
C9 0.2577(1) -0.4953(3) 1.0385(1) 0.0467(6) Uani d 1.00
C10 0.1724(1) -0.1607(3) 1.0114(1) 0.0413(6) Uani d 1.00
C11 0.1953(3) -0.1493(6) 1.0957(2) 0.090(1) Uani d 1.00
C12 0.1703(3) -0.0069(7) 1.1320(2) 0.122(2) Uani d 1.00
C13 0.1216(3) 0.1168(6) 1.0868(3) 0.096(1) Uani d 1.00
C14 0.0984(2) 0.1065(4) 1.0045(3) 0.080(1) Uani d 1.00
C15 0.1239(2) -0.0312(4) 0.9658(2) 0.0645(8) Uani d 1.00
C16 0.1213(1) -0.4492(3) 0.8979(1) 0.0474(6) Uani d 1.00
C17 0.0471(2) -0.4365(4) 0.9103(2) 0.0585(7) Uani d 1.00
C18 -0.0173(2) -0.5349(4) 0.8638(2) 0.0727(9) Uani d 1.00
C19 -0.0082(2) -0.6496(6) 0.8052(2) 0.087(1) Uani d 1.00
C20 0.0644(3) -0.6650(7) 0.7939(3) 0.110(2) Uani d 1.00
C21 0.1293(2) -0.5670(6) 0.8396(2) 0.086(1) Uani d 1.00
H1 0.5072 -0.3032 1.0689 0.0673 Uiso calc 1.00
H2 0.5192 -0.4915 1.1906 0.0740 Uiso calc 1.00
H3 0.4208 -0.6804 1.2405 0.0744 Uiso calc 1.00
H4 0.3338 -0.6076 1.2143 0.0744 Uiso calc 1.00
H5 0.3559 -0.7596 1.1650 0.0744 Uiso calc 1.00
H6 0.2346 -0.4890 1.0819 0.0543 Uiso calc 1.00
H7 0.2487 -0.6100 1.0147 0.0543 Uiso calc 1.00
H8 0.2262 -0.2417 1.1290 0.0987 Uiso calc 1.00
H9 0.1902 0.0076 1.1908 0.1369 Uiso calc 1.00
H10 0.1027 0.2098 1.1145 0.1040 Uiso calc 1.00
H11 0.0649 0.1974 0.9719 0.0897 Uiso calc 1.00
H12 0.1067 -0.0368 0.9063 0.0734 Uiso calc 1.00
H13 0.0407 -0.3585 0.9532 0.0667 Uiso calc 1.00
H14 -0.0690 -0.5250 0.8733 0.0851 Uiso calc 1.00
H15 -0.0532 -0.7124 0.7720 0.1047 Uiso calc 1.00
H16 0.0715 -0.7558 0.7564 0.1221 Uiso calc 1.00
H17 0.1800 -0.5746 0.8289 0.1006 Uiso calc 1.00
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Mo 0 4 -1.683 0.686
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
C 0 84 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H 0 68 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O 0 16 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
P 0 4 0.102 0.094
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
N 0 8 0.006 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-1 -2 2
-1 -2 3
-2 -2 3
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P1 MO1 N1 75.34(5) 1_555 1_555 1_555 yes
P1 MO1 C1 171.73(9) 1_555 1_555 1_555 yes
P1 MO1 C2 97.25(8) 1_555 1_555 1_555 yes
P1 MO1 C3 92.03(9) 1_555 1_555 1_555 yes
P1 MO1 C4 93.72(8) 1_555 1_555 1_555 yes
N1 MO1 C1 96.7(1) 1_555 1_555 1_555 yes
N1 MO1 C2 172.47(9) 1_555 1_555 1_555 yes
N1 MO1 C3 91.4(1) 1_555 1_555 1_555 yes
N1 MO1 C4 90.8(1) 1_555 1_555 1_555 yes
C1 MO1 C2 90.7(1) 1_555 1_555 1_555 yes
C1 MO1 C3 86.0(1) 1_555 1_555 1_555 yes
C1 MO1 C4 88.4(1) 1_555 1_555 1_555 yes
C2 MO1 C3 87.5(1) 1_555 1_555 1_555 yes
C2 MO1 C4 91.1(1) 1_555 1_555 1_555 yes
C3 MO1 C4 174.2(1) 1_555 1_555 1_555 yes
MO1 P1 C9 103.82(8) 1_555 1_555 1_555 yes
MO1 P1 C10 113.72(8) 1_555 1_555 1_555 yes
MO1 P1 C16 126.09(8) 1_555 1_555 1_555 yes
C9 P1 C10 105.6(1) 1_555 1_555 1_555 yes
C9 P1 C16 100.7(1) 1_555 1_555 1_555 yes
C10 P1 C16 104.5(1) 1_555 1_555 1_555 yes
MO1 N1 C5 131.4(2) 1_555 1_555 1_555 yes
MO1 N1 C8 122.9(2) 1_555 1_555 1_555 yes
C5 N1 C8 105.7(2) 1_555 1_555 1_555 yes
C6 N2 C7 126.1(2) 1_555 1_555 1_555 yes
C6 N2 C8 106.9(2) 1_555 1_555 1_555 yes
C7 N2 C8 126.7(2) 1_555 1_555 1_555 yes
MO1 C1 O1 177.5(3) 1_555 1_555 1_555 yes
MO1 C2 O2 177.6(3) 1_555 1_555 1_555 yes
MO1 C3 O3 174.9(3) 1_555 1_555 1_555 yes
MO1 C4 O4 175.0(3) 1_555 1_555 1_555 yes
N1 C5 C6 109.0(3) 1_555 1_555 1_555 yes
N1 C5 H1 124.9(3) 1_555 1_555 1_555 no
C6 C5 H1 126.1(3) 1_555 1_555 1_555 no
N2 C6 C5 107.4(2) 1_555 1_555 1_555 yes
N2 C6 H2 126.1(3) 1_555 1_555 1_555 no
C5 C6 H2 126.5(3) 1_555 1_555 1_555 no
N2 C7 H3 111.3(3) 1_555 1_555 1_555 no
N2 C7 H4 109.0(3) 1_555 1_555 1_555 no
N2 C7 H5 109.9(3) 1_555 1_555 1_555 no
H3 C7 H4 109.0(3) 1_555 1_555 1_555 no
H3 C7 H5 110.4(3) 1_555 1_555 1_555 no
H4 C7 H5 107.2(3) 1_555 1_555 1_555 no
N1 C8 N2 111.0(2) 1_555 1_555 1_555 yes
N1 C8 C9 124.1(2) 1_555 1_555 1_555 yes
N2 C8 C9 124.9(2) 1_555 1_555 1_555 yes
P1 C9 C8 108.4(2) 1_555 1_555 1_555 yes
P1 C9 H6 109.8(2) 1_555 1_555 1_555 no
P1 C9 H7 109.5(2) 1_555 1_555 1_555 no
C8 C9 H6 110.2(2) 1_555 1_555 1_555 no
C8 C9 H7 110.0(2) 1_555 1_555 1_555 no
H6 C9 H7 108.8(2) 1_555 1_555 1_555 no
P1 C10 C11 122.2(2) 1_555 1_555 1_555 yes
P1 C10 C15 119.2(2) 1_555 1_555 1_555 yes
C11 C10 C15 118.5(3) 1_555 1_555 1_555 yes
C10 C11 C12 119.3(3) 1_555 1_555 1_555 yes
C10 C11 H8 120.2(3) 1_555 1_555 1_555 no
C12 C11 H8 120.4(3) 1_555 1_555 1_555 no
C11 C12 C13 121.6(3) 1_555 1_555 1_555 yes
C11 C12 H9 119.7(4) 1_555 1_555 1_555 no
C13 C12 H9 118.6(4) 1_555 1_555 1_555 no
C12 C13 C14 119.6(3) 1_555 1_555 1_555 yes
C12 C13 H10 119.1(4) 1_555 1_555 1_555 no
C14 C13 H10 121.3(4) 1_555 1_555 1_555 no
C13 C14 C15 120.5(3) 1_555 1_555 1_555 yes
C13 C14 H11 119.6(3) 1_555 1_555 1_555 no
C15 C14 H11 119.8(4) 1_555 1_555 1_555 no
C10 C15 C14 120.5(3) 1_555 1_555 1_555 yes
C10 C15 H12 119.9(3) 1_555 1_555 1_555 no
C14 C15 H12 119.6(3) 1_555 1_555 1_555 no
P1 C16 C17 123.8(2) 1_555 1_555 1_555 yes
P1 C16 C21 118.1(2) 1_555 1_555 1_555 yes
C17 C16 C21 118.0(3) 1_555 1_555 1_555 yes
C16 C17 C18 120.8(3) 1_555 1_555 1_555 yes
C16 C17 H13 119.5(3) 1_555 1_555 1_555 no
C18 C17 H13 119.8(3) 1_555 1_555 1_555 no
C17 C18 C19 120.2(3) 1_555 1_555 1_555 yes
C17 C18 H14 119.9(4) 1_555 1_555 1_555 no
C19 C18 H14 119.9(3) 1_555 1_555 1_555 no
C18 C19 C20 119.2(3) 1_555 1_555 1_555 yes
C18 C19 H15 119.5(5) 1_555 1_555 1_555 no
C20 C19 H15 121.2(5) 1_555 1_555 1_555 no
C19 C20 C21 121.4(4) 1_555 1_555 1_555 yes
C19 C20 H16 118.4(4) 1_555 1_555 1_555 no
C21 C20 H16 120.0(5) 1_555 1_555 1_555 no
C16 C21 C20 120.4(4) 1_555 1_555 1_555 yes
C16 C21 H17 119.0(3) 1_555 1_555 1_555 no
C20 C21 H17 120.5(4) 1_555 1_555 1_555 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
MO1 P1 2.5053(6) 1_555 1_555 yes
MO1 N1 2.264(2) 1_555 1_555 yes
MO1 C1 1.997(3) 1_555 1_555 yes
MO1 C2 1.945(3) 1_555 1_555 yes
MO1 C3 2.043(3) 1_555 1_555 yes
MO1 C4 2.027(3) 1_555 1_555 yes
P1 C9 1.850(2) 1_555 1_555 yes
P1 C10 1.814(2) 1_555 1_555 yes
P1 C16 1.831(3) 1_555 1_555 yes
O1 C1 1.140(4) 1_555 1_555 yes
O2 C2 1.173(4) 1_555 1_555 yes
O3 C3 1.130(4) 1_555 1_555 yes
O4 C4 1.135(4) 1_555 1_555 yes
N1 C5 1.388(3) 1_555 1_555 yes
N1 C8 1.324(3) 1_555 1_555 yes
N2 C6 1.367(4) 1_555 1_555 yes
N2 C7 1.462(4) 1_555 1_555 yes
N2 C8 1.353(3) 1_555 1_555 yes
C5 C6 1.345(4) 1_555 1_555 yes
C8 C9 1.486(3) 1_555 1_555 yes
C10 C11 1.372(4) 1_555 1_555 yes
C10 C15 1.374(3) 1_555 1_555 yes
C11 C12 1.388(5) 1_555 1_555 yes
C12 C13 1.343(6) 1_555 1_555 yes
C13 C14 1.339(5) 1_555 1_555 yes
C14 C15 1.388(4) 1_555 1_555 yes
C16 C17 1.386(4) 1_555 1_555 yes
C16 C21 1.382(4) 1_555 1_555 yes
C17 C18 1.382(4) 1_555 1_555 yes
C18 C19 1.375(6) 1_555 1_555 yes
C19 C20 1.352(6) 1_555 1_555 yes
C20 C21 1.382(5) 1_555 1_555 yes
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
MO1 P1 2.5053(6) 1_555 1_555
O1 C6 3.408(4) 1_555 3_647
O1 O3 3.409(5) 1_555 3_657
O1 C7 3.584(4) 1_555 3_647
O1 N2 3.593(4) 1_555 3_647
O2 C11 3.427(5) 1_555 4_544
O2 C18 3.451(4) 1_555 2_556
O2 C7 3.530(4) 1_555 4_544
O2 C19 3.598(5) 1_555 2_556
O3 C9 3.229(4) 1_555 1_565
O3 C8 3.268(3) 1_555 1_565
O3 N2 3.481(4) 1_555 1_565
O4 C7 3.126(4) 1_555 4_534
O4 C6 3.330(4) 1_555 3_647
O4 C5 3.509(4) 1_555 3_647
O4 C12 3.518(6) 1_555 4_544
C1 C6 3.586(4) 1_555 3_647
C4 C6 3.576(4) 1_555 3_647
