#------------------------------------------------------------------------------
#$Date: 2017-09-14 05:44:07 +0300 (Thu, 14 Sep 2017) $
#$Revision: 200875 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/42/7044223.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_7044223
loop_
_publ_author_name
'Schmid, Paul'
'Maier, Matthias'
'Pfeiffer, Hendrik'
'Belz, Anja'
'Henry, Lucas'
'Friedrich, Alexandra'
'Sch\"onfeld, Fabian'
'Edkins, Katharina'
'Schatzschneider, Ulrich'
_publ_section_title
;
 Catalyst-free room-temperature iClick reaction of molybdenum(II) and
 tungsten(II) azide complexes with electron-poor alkynes: Structural
 preferences and kinetic studies
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C7DT03096G
_journal_year                    2017
_chemical_formula_moiety         'C15 H13 N5 O2 W'
_chemical_formula_sum            'C15 H13 N5 O2 W'
_chemical_formula_weight         479.15
_chemical_name_common            '[W(allyl)(N3)(bpy)(CO)2]'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-07-08
_audit_update_record
;
2017-07-17 deposited with the CCDC.
2017-09-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.83(3)
_cell_length_b                   13.769(17)
_cell_length_c                   6.602(8)
_cell_measurement_reflns_used    3245
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.47
_cell_measurement_theta_min      2.42
_cell_volume                     1530(4)
_computing_cell_refinement       'Saint+ ver. V8.34A (Bruker AXS)'
_computing_data_collection       'APEX2 ver. 2014.11-0 (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.34A (Bruker AXS)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector (Apex2)'
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            9425
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.279
_diffrn_reflns_theta_min         2.837
_diffrn_source                   'rotating-anode (Nonius FR-591)'
_exptl_absorpt_coefficient_mu    7.566
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_correction_T_min  0.5011
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SadAbs 2014/5 (Bruker AXS)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.080
_exptl_crystal_description       plate
_exptl_crystal_F_000             912
_exptl_crystal_preparation
'Crystal fragment soaked in perfluoro polyether oil.'
_exptl_crystal_recrystallization_method
'recrystallised from acetone and methanol by evaporation'
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.321
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.380
_refine_diff_density_min         -0.764
_refine_diff_density_rms         0.129
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1979
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0220
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0109P)^2^+1.3487P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0452
_refine_ls_wR_factor_ref         0.0501
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1427
_reflns_number_total             1979
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7dt03096g2.cif
_cod_data_source_block           af051_final
_cod_database_code               7044223
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.161
_shelx_estimated_absorpt_t_max   0.583
_shelx_res_file
;

    af051_final.res created by SHELXL-2014/7


TITL AF051_g.res in Pmc2(1)           New: Pnma

REM estimated errors from Monte Carlo simulation using 32 cycles
CELL  0.71073   16.8325   13.7689    6.6020    90.000    90.000    90.000
ZERR        4    0.0265    0.0169    0.0082     0.000     0.000     0.000
REM CELL 0.71073 16.8330 13.7690 6.6020 90.000 90.000 90.000
REM ZERR 4 0.0060 0.0050 0.0020 0.000 0.000 0.000
LATT   1
SYMM     0.50000 - X ,            - Y ,    0.50000 + Z
SYMM     0.50000 + X ,    0.50000 - Y ,    0.50000 - Z
SYMM             - X ,    0.50000 + Y ,            - Z
SFAC  C  H  N  O  W
UNIT 60 52 20 8 4
LIST 4
TEMP -173
SIZE 0.080 0.321 0.380
L.S. 5
FMAP 2
PLAN -20
ACTA
SHEL 999. 0.75
BOND $H
CONF
WGHT    0.010900    1.348700
FVAR       0.29050
RESI 0
W1    5    0.499470    0.250000    0.321342    10.50000    0.01098    0.01136 =
         0.00861    0.00000   -0.00004    0.00000
C1    1    0.577267    0.156470    0.424774    11.00000    0.02000    0.01748 =
         0.01212   -0.00198    0.00121   -0.00605
N1    3    0.555845    0.250000    0.025951    10.50000    0.01868    0.01239 =
         0.01511    0.00000    0.00286    0.00000
O1    4    0.623199    0.100609    0.485172    11.00000    0.02127    0.02377 =
         0.03198    0.00817   -0.00412    0.00550
C3    1    0.370098   -0.001872    0.043272    11.00000    0.02791    0.01350 =
         0.02047   -0.00274    0.00303   -0.00617
AFIX  43
H3    2    0.376149   -0.070470    0.043606    11.00000   -1.20000
AFIX   0
N3    3    0.693460    0.250000   -0.039854    10.50000    0.02526    0.02432 =
         0.04144    0.00000    0.01616    0.00000
N4    3    0.415980    0.154375    0.151955    11.00000    0.01172    0.01087 =
         0.00995   -0.00233    0.00042   -0.00061
C4    1    0.309346    0.041284   -0.062206    11.00000    0.02571    0.02208 =
         0.01566   -0.00492   -0.00173   -0.01170
AFIX  43
H4    2    0.272202    0.002667   -0.134667    11.00000   -1.20000
AFIX   0
N2    3    0.626325    0.250000   -0.000497    10.50000    0.02389    0.01259 =
         0.01592    0.00000    0.00634    0.00000
C2    1    0.422228    0.056721    0.148910    11.00000    0.02185    0.01120 =
         0.01423    0.00228   -0.00058    0.00043
AFIX  43
H2    2    0.464217    0.027027    0.222460    11.00000   -1.20000
AFIX   0
C7    1    0.447715    0.163684    0.592313    11.00000    0.02508    0.02267 =
         0.01022    0.00287    0.00253   -0.00559
H7A   2    0.487108    0.160273    0.706570    11.00000   -1.20000
H7B   2    0.426432    0.105080    0.557442    11.00000   -1.20000
C6    1    0.357121    0.196102    0.043708    11.00000    0.01022    0.01252 =
         0.01070    0.00096    0.00276    0.00071
C8    1    0.405009    0.250000    0.552653    10.50000    0.01163    0.02813 =
         0.01458    0.00000    0.00476    0.00000
H8    2    0.357742    0.250000    0.501787    10.50000   -1.20000
C5    1    0.302598    0.141203   -0.062258    11.00000    0.01696    0.02111 =
         0.01222   -0.00061   -0.00193   -0.00189
AFIX  43
H5    2    0.260773    0.171891   -0.134633    11.00000   -1.20000
REM #####
AFIX   0
HKLF 4 1  0.0000  0.0000  1.0000 -1.0000  0.0000  0.0000  0.0000 -1.0000  0.0000

REM  AF051_g.res in Pmc2(1)           New: Pnma
REM R1 =  0.0220 for    1427 Fo > 4sig(Fo)  and  0.0352 for all    1979 data
REM    120 parameters refined using      0 restraints

END

WGHT      0.0109      1.3487

REM Highest difference peak  1.380,  deepest hole -0.764,  1-sigma level  0.129
Q1    1   0.4487  0.2500  0.3258  10.50000  0.05    1.38
Q2    1   0.5578  0.2500  0.3216  10.50000  0.05    1.33
Q3    1   0.4093  0.2500  0.2990  10.50000  0.05    0.78
Q4    1   0.5016  0.2500  0.4526  10.50000  0.05    0.75
Q5    1   0.5602  0.2042  0.4544  11.00000  0.05    0.56
Q6    1   0.4422  0.1883  0.1948  11.00000  0.05    0.53
Q7    1   0.4983  0.2500  0.2011  10.50000  0.05    0.50
Q8    1   0.5053  0.2500 -0.0603  10.50000  0.05    0.49
Q9    1   0.5603  0.1922  0.1922  11.00000  0.05    0.48
Q10   1   0.5928  0.2500  0.5649  10.50000  0.05    0.47
Q11   1   0.4814  0.2500  0.5932  10.50000  0.05    0.47
Q12   1   0.5869  0.2500  0.0333  10.50000  0.05    0.46
Q13   1   0.6819  0.2500  0.5354  10.50000  0.05    0.46
Q14   1   0.4229  0.2500 -0.0322  10.50000  0.05    0.46
Q15   1   0.5602  0.2500 -0.0514  10.50000  0.05    0.45
Q16   1   0.5381  0.2500  0.6962  10.50000  0.05    0.41
Q17   1   0.6517  0.2500  0.3238  10.50000  0.05    0.40
Q18   1   0.5892  0.1676  0.3492  11.00000  0.05    0.40
Q19   1   0.5267  0.2500  0.5817  10.50000  0.05    0.40
Q20   1   0.0095  0.0186  0.0579  11.00000  0.05    0.39
;
_shelx_res_checksum              43881
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
W1 W 0.49947(2) 0.2500 0.32134(2) 0.01032(6) Uani 1 2 d S T P
C1 C 0.5773(2) 0.1565(2) 0.4248(5) 0.0165(7) Uani 1 1 d . . .
N1 N 0.5558(3) 0.2500 0.0260(6) 0.0154(8) Uani 1 2 d S T P
O1 O 0.62320(17) 0.10061(18) 0.4852(4) 0.0257(6) Uani 1 1 d . . .
C3 C 0.3701(2) -0.0019(2) 0.0433(5) 0.0206(8) Uani 1 1 d . . .
H3 H 0.3761 -0.0705 0.0436 0.025 Uiso 1 1 calc R U .
N3 N 0.6935(3) 0.2500 -0.0399(8) 0.0303(11) Uani 1 2 d S T P
N4 N 0.41598(17) 0.15437(19) 0.1520(4) 0.0108(6) Uani 1 1 d . . .
C4 C 0.3093(2) 0.0413(3) -0.0622(5) 0.0211(8) Uani 1 1 d . . .
H4 H 0.2722 0.0027 -0.1347 0.025 Uiso 1 1 calc R U .
N2 N 0.6263(3) 0.2500 -0.0005(6) 0.0175(9) Uani 1 2 d S T P
C2 C 0.4222(2) 0.0567(2) 0.1489(5) 0.0158(7) Uani 1 1 d . . .
H2 H 0.4642 0.0270 0.2225 0.019 Uiso 1 1 calc R U .
C7 C 0.4477(2) 0.1637(3) 0.5923(5) 0.0193(8) Uani 1 1 d . . .
H7A H 0.487(2) 0.160(3) 0.707(6) 0.023 Uiso 1 1 d . U .
H7B H 0.426(3) 0.105(3) 0.557(6) 0.023 Uiso 1 1 d . U .
C6 C 0.3571(2) 0.1961(2) 0.0437(5) 0.0111(6) Uani 1 1 d . . .
C8 C 0.4050(3) 0.2500 0.5527(7) 0.0181(10) Uani 1 2 d S T P
H8 H 0.358(4) 0.2500 0.502(8) 0.022 Uiso 1 2 d S U P
C5 C 0.3026(2) 0.1412(2) -0.0623(5) 0.0168(7) Uani 1 1 d . . .
H5 H 0.2608 0.1719 -0.1346 0.020 Uiso 1 1 calc R U .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
W1 0.01098(10) 0.01136(9) 0.00861(10) 0.000 -0.00004(9) 0.000
C1 0.0200(19) 0.0175(16) 0.0121(16) -0.0020(13) 0.0012(14) -0.0060(14)
N1 0.019(2) 0.0124(19) 0.015(2) 0.000 0.0029(17) 0.000
O1 0.0213(15) 0.0238(13) 0.0320(15) 0.0082(12) -0.0041(12) 0.0055(12)
C3 0.028(2) 0.0135(16) 0.020(2) -0.0027(15) 0.0030(15) -0.0062(15)
N3 0.025(3) 0.024(2) 0.041(3) 0.000 0.016(2) 0.000
N4 0.0117(14) 0.0109(13) 0.0099(13) -0.0023(10) 0.0004(11) -0.0006(11)
C4 0.026(2) 0.0221(18) 0.0157(17) -0.0049(15) -0.0017(15) -0.0117(16)
N2 0.024(3) 0.013(2) 0.016(2) 0.000 0.0063(18) 0.000
C2 0.022(2) 0.0112(16) 0.0142(16) 0.0023(12) -0.0006(14) 0.0004(14)
C7 0.025(2) 0.0227(18) 0.0102(17) 0.0029(14) 0.0025(15) -0.0056(16)
C6 0.0102(17) 0.0125(15) 0.0107(15) 0.0010(12) 0.0028(13) 0.0007(12)
C8 0.012(3) 0.028(3) 0.015(2) 0.000 0.005(2) 0.000
C5 0.0170(18) 0.0211(17) 0.0122(16) -0.0006(13) -0.0019(14) -0.0019(14)
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'
W W -0.8490 6.8722 '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
-1.00 0.00 0.00 0.0530
-1.00 -2.00 -1.00 0.0830
1.00 2.00 1.00 0.1640
0.00 2.00 1.00 0.1220
-1.00 2.00 1.00 0.0920
-2.00 1.00 0.00 0.0600
2.00 -2.00 -1.00 0.2000
1.00 2.00 2.00 0.1480
-2.00 2.00 1.00 0.0750
0.00 -1.00 -1.00 0.1360
0.00 1.00 1.00 0.0930
-2.00 -1.00 -2.00 0.0720
2.00 1.00 2.00 0.1450
1.00 -2.00 -2.00 0.1790
0.00 1.00 2.00 0.0660
1.00 1.00 3.00 0.1180
0.00 0.00 1.00 0.0200
0.00 -3.00 -1.00 0.1500
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
C1 W1 C1 82.2(2) . 8_565
C1 W1 N1 91.20(15) . .
C1 W1 N1 91.20(15) 8_565 .
C1 W1 C8 103.92(17) . .
C1 W1 C8 103.92(17) 8_565 .
N1 W1 C8 159.79(18) . .
C1 W1 N4 102.02(15) . .
C1 W1 N4 170.17(11) 8_565 .
N1 W1 N4 79.90(14) . .
C8 W1 N4 83.84(16) . .
C1 W1 N4 170.17(11) . 8_565
C1 W1 N4 102.02(15) 8_565 8_565
N1 W1 N4 79.90(14) . 8_565
C8 W1 N4 83.84(16) . 8_565
N4 W1 N4 72.49(17) . 8_565
C1 W1 C7 69.22(16) . .
C1 W1 C7 108.62(15) 8_565 .
N1 W1 C7 149.15(10) . .
C8 W1 C7 36.32(13) . .
N4 W1 C7 81.21(14) . .
N4 W1 C7 116.97(15) 8_565 .
C1 W1 C7 108.62(15) . 8_565
C1 W1 C7 69.22(16) 8_565 8_565
N1 W1 C7 149.15(10) . 8_565
C8 W1 C7 36.32(13) . 8_565
N4 W1 C7 116.97(15) . 8_565
N4 W1 C7 81.21(14) 8_565 8_565
C7 W1 C7 61.7(2) . 8_565
O1 C1 W1 179.6(3) . .
N2 N1 W1 124.3(3) . .
C4 C3 C2 118.5(3) . .
C4 C3 H3 120.8 . .
C2 C3 H3 120.8 . .
C2 N4 C6 118.3(3) . .
C2 N4 W1 123.2(2) . .
C6 N4 W1 118.5(2) . .
C3 C4 C5 119.5(3) . .
C3 C4 H4 120.2 . .
C5 C4 H4 120.2 . .
N3 N2 N1 175.4(5) . .
N4 C2 C3 122.7(3) . .
N4 C2 H2 118.6 . .
C3 C2 H2 118.6 . .
C8 C7 W1 67.5(2) . .
C8 C7 H7A 121(3) . .
W1 C7 H7A 111(2) . .
C8 C7 H7B 120(3) . .
W1 C7 H7B 114(2) . .
H7A C7 H7B 114(4) . .
N4 C6 C5 121.6(3) . .
N4 C6 C6 115.19(18) . 8_565
C5 C6 C6 123.23(19) . 8_565
C7 C8 C7 114.5(5) . 8_565
C7 C8 W1 76.2(3) . .
C7 C8 W1 76.2(3) 8_565 .
C7 C8 H8 122.7(3) . .
C7 C8 H8 122.7(3) 8_565 .
W1 C8 H8 113(4) . .
C6 C5 C4 119.4(3) . .
C6 C5 H5 120.3 . .
C4 C5 H5 120.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
W1 C1 1.959(4) .
W1 C1 1.960(4) 8_565
W1 N1 2.169(5) .
W1 C8 2.205(5) .
W1 N4 2.227(3) .
W1 N4 2.227(3) 8_565
W1 C7 2.318(4) .
W1 C7 2.318(4) 8_565
C1 O1 1.161(4) .
N1 N2 1.199(6) .
C3 C4 1.372(6) .
C3 C2 1.381(5) .
C3 H3 0.9500 .
N3 N2 1.160(7) .
N4 C2 1.349(4) .
N4 C6 1.350(4) .
C4 C5 1.380(5) .
C4 H4 0.9500 .
C2 H2 0.9500 .
C7 C8 1.413(5) .
C7 H7A 1.01(4) .
C7 H7B 0.91(4) .
C6 C5 1.380(5) .
C6 C6 1.484(6) 8_565
C8 C7 1.413(5) 8_565
C8 H8 0.86(6) .
C5 H5 0.9500 .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C2 C3 C4 C5 0.9(5) . .
C6 N4 C2 C3 -1.3(5) . .
W1 N4 C2 C3 -180.0(3) . .
C4 C3 C2 N4 -0.2(5) . .
C2 N4 C6 C5 2.3(5) . .
W1 N4 C6 C5 -179.0(2) . .
C2 N4 C6 C6 -176.2(2) . 8_565
W1 N4 C6 C6 2.5(2) . 8_565
W1 C7 C8 C7 -67.6(4) . 8_565
N4 C6 C5 C4 -1.7(5) . .
C6 C6 C5 C4 176.7(2) 8_565 .
C3 C4 C5 C6 0.0(5) . .