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#$Date: 2016-03-21 18:03:44 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178800 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/54/4105485.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_4105485
loop_
_publ_author_name
'Shao-Liang Zheng'
'Yizhong Wang'
'Zhipeng Yu'
'Qing Lin'
'Philip Coppens'
_publ_section_title
;
 Direct Observation of a Photoinduced Nonstabilized Nitrile Imine
 Structure in the Solid State
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              18036
_journal_page_last               18037
_journal_paper_doi               10.1021/ja9094523
_journal_volume                  131
_journal_year                    2009
_chemical_formula_sum            'C15 H10 N3.89 O5 Zn'
_chemical_formula_weight         391.64
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 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                90.00
_cell_angle_beta                 96.469(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   16.3448(17)
_cell_length_b                   6.3194(7)
_cell_length_c                   7.1439(7)
_cell_measurement_reflns_used    365
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      2.5
_cell_volume                     733.19(13)
_computing_cell_refinement       'Bruker Saint v7.23A (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'Bruker Saint v7.23A (Bruker, 2005)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker SMART APEX2'
_diffrn_measurement_method       \wandφ-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0423
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            4485
_diffrn_reflns_theta_full        27.15
_diffrn_reflns_theta_max         27.15
_diffrn_reflns_theta_min         2.51
_diffrn_source                   rotating-anode
_diffrn_source_type              'RIGAKU RU-2000BEH'
_exptl_absorpt_coefficient_mu    1.713
_exptl_absorpt_correction_T_max  0.9828
_exptl_absorpt_correction_T_min  0.9661
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2004/1 (Bruker, 2004)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.774
_exptl_crystal_description       Needle
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.933
_refine_diff_density_min         -0.504
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         1608
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.128
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0437
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0495P)²+1.7727P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1087
_refine_ls_wR_factor_ref         0.1167
_reflns_number_gt                1332
_reflns_number_total             1608
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja9094523_si_004.cif
_cod_data_source_block           exporesure
_cod_database_code               4105485
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, 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
Zn1 Zn 0.0000 -0.18698(9) -0.2500 0.0162(2) Uani 1 2 d S . .
O5 O 0.0000 -0.4977(6) -0.2500 0.0326(11) Uani 1 2 d SD A .
H5O H 0.0175 -0.5763 -0.1620 0.039 Uiso 1 1 d RD . .
O1 O 0.1073(7) -0.0872(19) -0.1367(15) 0.0211(15) Uani 0.870(13) 1 d P A 1
O2 O 0.0520(5) 0.1998(16) -0.0177(7) 0.0168(12) Uani 0.870(13) 1 d P . 1
N1 N 0.5000 0.2539(11) 0.2500 0.0282(16) Uani 0.870(13) 2 d SP . 1
N2 N 0.4386(4) 0.3859(11) 0.1958(9) 0.0269(14) Uani 0.435(7) 1 d P A 1
C0 C 0.4386(4) 0.3859(11) 0.1958(9) 0.0269(14) Uani 0.435(7) 1 d P A 1
N3 N 0.4605(2) 0.5883(7) 0.2182(7) 0.0329(15) Uani 0.870(13) 1 d P . 1
C1 C 0.1115(4) 0.0889(12) -0.0498(10) 0.0142(12) Uani 0.870(13) 1 d P A 1
C2 C 0.1968(3) 0.1731(10) 0.0117(10) 0.0169(11) Uani 0.870(13) 1 d P A 1
C3 C 0.2644(4) 0.0425(12) -0.0082(12) 0.0228(13) Uani 0.870(13) 1 d P A 1
H3A H 0.2561 -0.0926 -0.0655 0.027 Uiso 0.870(13) 1 calc PR A 1
C4 C 0.3434(3) 0.1094(13) 0.0553(13) 0.0279(12) Uani 0.870(13) 1 d P A 1
H4A H 0.3893 0.0190 0.0473 0.033 Uiso 0.870(13) 1 calc PR A 1
C5 C 0.3541(3) 0.3125(13) 0.1314(13) 0.0270(13) Uani 0.870(13) 1 d P A 1
C6 C 0.2874(4) 0.4481(11) 0.1464(11) 0.0234(13) Uani 0.870(13) 1 d P A 1
H6A H 0.2958 0.5861 0.1976 0.028 Uiso 0.870(13) 1 calc PR A 1
C7 C 0.2092(3) 0.3764(10) 0.0848(10) 0.0184(11) Uani 0.870(13) 1 d P A 1
H7A H 0.1633 0.4668 0.0925 0.022 Uiso 0.870(13) 1 calc PR A 1
O1B O 0.104(6) -0.060(16) -0.109(12) 0.0211(15) Uani 0.130(13) 1 d P A 2
O2B O 0.053(4) 0.208(13) 0.025(7) 0.0168(12) Uani 0.130(13) 1 d P . 2
N1B N 0.5000 0.186(9) 0.2500 0.0282(16) Uani 0.130(13) 2 d SP . 2
N2B N 0.432(3) 0.350(9) 0.245(8) 0.0269(14) Uani 0.065(7) 1 d P A 2
C0B C 0.432(3) 0.350(9) 0.245(8) 0.0269(14) Uani 0.065(7) 1 d P A 2
C1B C 0.131(3) 0.111(10) -0.035(9) 0.0142(12) Uani 0.130(13) 1 d P A 2
C2B C 0.214(2) 0.147(8) 0.013(8) 0.0169(11) Uani 0.130(13) 1 d PG A 2
C3B C 0.282(3) 0.025(7) -0.015(8) 0.0228(13) Uani 0.130(13) 1 d PG A 2
H3BA H 0.2753 -0.1094 -0.0741 0.027 Uiso 0.130(13) 1 calc PR A 2
C4B C 0.361(2) 0.099(10) 0.044(9) 0.0279(12) Uani 0.130(13) 1 d PG A 2
H4BA H 0.4078 0.0160 0.0252 0.033 Uiso 0.130(13) 1 calc PR A 2
C5B C 0.371(2) 0.296(10) 0.131(10) 0.0270(13) Uani 0.130(13) 1 d PG A 2
C6B C 0.303(3) 0.418(7) 0.159(8) 0.0234(13) Uani 0.130(13) 1 d PG A 2
H6BA H 0.3102 0.5520 0.2187 0.028 Uiso 0.130(13) 1 calc PR A 2
C7B C 0.224(2) 0.343(7) 0.100(7) 0.0184(11) Uani 0.130(13) 1 d PG A 2
H7BA H 0.1777 0.4267 0.1194 0.022 Uiso 0.130(13) 1 calc PR A 2
N3B N 0.483(3) 0.759(7) 0.293(8) 0.0329(15) Uani 0.077(9) 1 d P . 2
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'
Zn Zn 0.2839 1.4301 '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
O1 Zn1 O1 142.3(7) . 2_554
O1 Zn1 O5 108.8(3) . .
O1 Zn1 O5 108.8(3) 2_554 .
O1 Zn1 O2B 98.2(18) . 3
O1 Zn1 O2B 84.4(19) 2_554 3
O5 Zn1 O2B 86(2) . 3
O1 Zn1 O2B 84.4(19) . 4
O1 Zn1 O2B 98.2(18) 2_554 4
O5 Zn1 O2B 86(2) . 4
O2B Zn1 O2B 172(5) 3 4
O1 Zn1 O1B 7(2) . .
O1 Zn1 O1B 138(2) 2_554 .
O5 Zn1 O1B 113(3) . .
O2B Zn1 O1B 92(3) 3 .
O2B Zn1 O1B 91(3) 4 .
O1 Zn1 O1B 138(2) . 2_554
O1 Zn1 O1B 7(2) 2_554 2_554
O5 Zn1 O1B 113(3) . 2_554
O2B Zn1 O1B 91(3) 3 2_554
O2B Zn1 O1B 92(3) 4 2_554
O1B Zn1 O1B 134(6) . 2_554
O1 Zn1 O2 94.0(4) . 3
O1 Zn1 O2 87.4(4) 2_554 3
O5 Zn1 O2 87.9(3) . 3
O2B Zn1 O2 4(2) 3 3
O2B Zn1 O2 173(2) 4 3
O1B Zn1 O2 88(3) . 3
O1B Zn1 O2 94(2) 2_554 3
O1 Zn1 O2 87.4(4) . 4
O1 Zn1 O2 94.0(4) 2_554 4
O5 Zn1 O2 87.9(3) . 4
O2B Zn1 O2 173(2) 3 4
O2B Zn1 O2 4(2) 4 4
O1B Zn1 O2 94(2) . 4
O1B Zn1 O2 88(3) 2_554 4
O2 Zn1 O2 175.7(5) 3 4
Zn1 O5 H5O 126.9 . .
C1 O1 Zn1 118.8(7) . .
C1 O2 Zn1 122.2(6) . 3
C0 N1 N2 0.0(8) 2_655 2_655
C0 N1 N2 102.2(7) 2_655 .
N2 N1 N2 102.2(7) 2_655 .
N1 N2 N3 112.6(5) . .
N1 N2 C5 122.8(6) . .
N3 N2 C5 124.5(6) . .
N3 N3 N2 106.3(3) 2_655 .
O1 C1 O2 125.8(8) . .
O1 C1 C2 116.5(7) . .
O2 C1 C2 117.7(7) . .
C7 C2 C3 120.0(4) . .
C7 C2 C1 121.6(5) . .
C3 C2 C1 118.4(5) . .
C4 C3 C2 120.3(4) . .
C4 C3 H3A 119.9 . .
C2 C3 H3A 119.9 . .
C3 C4 C5 118.6(4) . .
C3 C4 H4A 120.7 . .
C5 C4 H4A 120.7 . .
C4 C5 C6 121.8(4) . .
C4 C5 N2 118.7(5) . .
C6 C5 N2 119.4(6) . .
C7 C6 C5 118.4(4) . .
C7 C6 H6A 120.8 . .
C5 C6 H6A 120.8 . .
C6 C7 C2 120.8(4) . .
C6 C7 H7A 119.6 . .
C2 C7 H7A 119.6 . .
C1B O1B Zn1 141(7) . .
C1B O2B Zn1 133(5) . 3
N2B N1B C0B 93(5) . 2_655
N2B N1B N2B 93(5) . 2_655
C0B N1B N2B 0(6) 2_655 2_655
C5B N2B N1B 110(5) . .
O1B C1B O2B 102(6) . .
O1B C1B C2B 122(7) . .
O2B C1B C2B 134(6) . .
C3B C2B C7B 120.0 . .
C3B C2B C1B 131(4) . .
C7B C2B C1B 109(4) . .
C4B C3B C2B 120.0 . .
C4B C3B H3BA 120.0 . .
C2B C3B H3BA 120.0 . .
C3B C4B C5B 120.0 . .
C3B C4B H4BA 120.0 . .
C5B C4B H4BA 120.0 . .
N2B C5B C6B 110(5) . .
N2B C5B C4B 126(5) . .
C6B C5B C4B 120.0 . .
C5B C6B C7B 120.0 . .
C5B C6B H6BA 120.0 . .
C7B C6B H6BA 120.0 . .
C6B C7B C2B 120.0 . .
C6B C7B H7BA 120.0 . .
C2B C7B H7BA 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.951(12) .
Zn1 O1 1.951(12) 2_554
Zn1 O5 1.964(4) .
Zn1 O2B 1.91(6) 3
Zn1 O2B 1.91(6) 4
Zn1 O1B 2.04(9) .
Zn1 O1B 2.04(9) 2_554
Zn1 O2 2.180(7) 3
Zn1 O2 2.180(7) 4
O5 H5O 0.8266 .
O1 C1 1.273(11) .
O2 C1 1.240(12) .
O2 Zn1 2.180(7) 3
N1 C0 1.328(8) 2_655
N1 N2 1.328(8) 2_655
N1 N2 1.328(8) .
N2 N3 1.333(8) .
N2 C5 1.481(9) .
N3 N3 1.319(7) 2_655
C1 C2 1.512(6) .
C2 C7 1.393(6) .
C2 C3 1.399(6) .
C3 C4 1.386(6) .
C3 H3A 0.9500 .
C4 C5 1.397(7) .
C4 H4A 0.9500 .
C5 C6 1.400(7) .
C6 C7 1.380(6) .
C6 H6A 0.9500 .
C7 H7A 0.9500 .
O1B C1B 1.26(10) .
O2B C1B 1.52(9) .
O2B Zn1 1.91(6) 3
N1B N2B 1.52(7) .
N1B C0B 1.52(7) 2_655
N1B N2B 1.52(7) 2_655
N2B C5B 1.26(7) .
C1B C2B 1.39(5) .
C2B C3B 1.3900 .
C2B C7B 1.3900 .
C3B C4B 1.3900 .
C3B H3BA 0.9500 .
C4B C5B 1.3900 .
C4B H4BA 0.9500 .
C5B C6B 1.3900 .
C6B C7B 1.3900 .
C6B H6BA 0.9500 .
C7B H7BA 0.9500 .
N3B N3B 0.89(9) 2_655
