#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/12/7151241.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_7151241
loop_
_publ_author_name
'Dadwal, Mamta'
'Mobin, Shaikh M.'
'Namboothiri, Irishi N. N.'
_publ_section_title
;
 Highly efficient hydrazination of conjugated nitroalkenes via
 imidazole or DMAP mediated Morita-Baylis-Hillman reaction.
;
_journal_issue                   13
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2525
_journal_page_last               2528
_journal_paper_doi               10.1039/b604899d
_journal_volume                  4
_journal_year                    2006
_chemical_formula_sum            'C14 H19 N3 O7'
_chemical_formula_weight         341.32
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                67.342(8)
_cell_angle_beta                 89.563(6)
_cell_angle_gamma                89.466(8)
_cell_formula_units_Z            2
_cell_length_a                   8.6000(6)
_cell_length_b                   10.0870(12)
_cell_length_c                   10.8430(9)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      10.4600
_cell_measurement_theta_min      5.1600
_cell_volume                     867.97(15)
_computing_cell_refinement       'Argus (Nonius, MACH3 software)'
_computing_data_collection       'Argus (Nonius, MACH3 software)'
_computing_data_reduction        'Maxus (Nonius software)'
_computing_molecular_graphics    Ortep
_computing_publication_material  Shelx97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Nonius MACH3'
_diffrn_measurement_method       ω/q-scan
_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  0.0184
_diffrn_reflns_av_sigmaI/netI    0.0605
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3192
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         2.04
_diffrn_standards_decay_%        <3
_diffrn_standards_interval_time  3600
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  0.9843
_exptl_absorpt_correction_T_min  0.9589
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.048
_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     237
_refine_ls_number_reflns         3004
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.1194
_refine_ls_R_factor_gt           0.0495
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0803P)²+0.0278P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1233
_refine_ls_wR_factor_ref         0.1468
_reflns_number_gt                1830
_reflns_number_total             3004
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b604899d.txt
_cod_data_source_block           iin22b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Psi-scan' changed to
'psi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0803P)^2^+0.0278P] where P=(Fo^2^+2Fc^2^)/3' 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^2^)+(0.0803P)^2^+0.0278P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        867.97(14)
_cod_database_code               7151241
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.1350(3) 0.2112(3) 0.1273(2) 0.0537(6) Uani 1 d . . .
N2 N -0.0635(2) 0.2469(2) 0.32563(19) 0.0432(5) Uani 1 d . . .
N3 N -0.1690(3) 0.1529(3) 0.4131(2) 0.0495(6) Uani 1 d . . .
O1 O -0.1438(2) 0.70226(19) 0.06561(18) 0.0605(6) Uani 1 d . . .
O2 O -0.2069(3) 0.2510(3) 0.0227(2) 0.0789(7) Uani 1 d . . .
O3 O -0.0814(3) 0.0899(2) 0.1831(2) 0.0719(7) Uani 1 d . . .
O4 O 0.1278(2) 0.16547(19) 0.48013(17) 0.0540(5) Uani 1 d . . .
O5 O 0.17812(19) 0.32693(19) 0.27100(16) 0.0471(5) Uani 1 d . . .
O6 O -0.2333(3) 0.3123(2) 0.5063(2) 0.0775(7) Uani 1 d . . .
O7 O -0.3175(2) 0.0842(2) 0.59215(18) 0.0600(6) Uani 1 d . . .
C1 C -0.1234(4) 0.7978(3) 0.1233(3) 0.0658(9) Uani 1 d . . .
H1 H -0.1318 0.8969 0.0787 0.079 Uiso 1 calc R . .
C2 C -0.0895(4) 0.7318(3) 0.2525(3) 0.0608(8) Uani 1 d . . .
H2 H -0.0718 0.7751 0.3129 0.073 Uiso 1 calc R . .
C3 C -0.0858(4) 0.5834(3) 0.2797(3) 0.0556(7) Uani 1 d . . .
H3 H -0.0646 0.5100 0.3617 0.067 Uiso 1 calc R . .
C4 C -0.1188(3) 0.5677(3) 0.1646(2) 0.0419(6) Uani 1 d . . .
C5 C -0.1348(3) 0.4521(3) 0.1218(3) 0.0421(6) Uani 1 d . . .
C6 C -0.1116(3) 0.3119(3) 0.1930(2) 0.0405(6) Uani 1 d . . .
C7 C 0.0882(3) 0.2401(3) 0.3674(2) 0.0405(6) Uani 1 d . . .
C8 C 0.3410(3) 0.3405(3) 0.3065(3) 0.0552(8) Uani 1 d . . .
C9 C 0.4268(4) 0.3973(4) 0.1757(3) 0.0856(11) Uani 1 d . . .
H9A H 0.4051 0.3383 0.1265 0.103 Uiso 1 calc R . .
H9B H 0.5365 0.3957 0.1920 0.103 Uiso 1 calc R . .
H9C H 0.3937 0.4942 0.1249 0.103 Uiso 1 calc R . .
C10 C 0.3470(4) 0.4352(4) 0.3830(4) 0.0968(12) Uani 1 d . . .
H10A H 0.3073 0.5287 0.3288 0.116 Uiso 1 calc R . .
H10B H 0.4527 0.4433 0.4069 0.116 Uiso 1 calc R . .
H10C H 0.2849 0.3946 0.4625 0.116 Uiso 1 calc R . .
C11 C -0.2388(3) 0.1945(3) 0.5057(3) 0.0477(7) Uani 1 d . . .
C12 C -0.4032(4) 0.1099(4) 0.6966(3) 0.0656(9) Uani 1 d . . .
C13 C -0.3115(5) 0.0627(7) 0.8158(4) 0.152(2) Uani 1 d . . .
H13A H -0.3128 -0.0403 0.8570 0.182 Uiso 1 calc R . .
H13B H -0.3538 0.1020 0.8768 0.182 Uiso 1 calc R . .
H13C H -0.2064 0.0947 0.7936 0.182 Uiso 1 calc R . .
C14 C -0.5533(4) 0.0261(5) 0.7129(4) 0.1011(13) Uani 1 d . . .
H14A H -0.5956 0.0429 0.6264 0.121 Uiso 1 calc R . .
H14B H -0.6269 0.0570 0.7634 0.121 Uiso 1 calc R . .
H14C H -0.5322 -0.0746 0.7590 0.121 Uiso 1 calc R . .
H5 H -0.165(3) 0.476(2) 0.030(2) 0.037(6) Uiso 1 d . . .
H3N H -0.154(3) 0.066(3) 0.429(3) 0.057(9) Uiso 1 d . . .
H8 H 0.378(3) 0.244(3) 0.361(3) 0.062(8) Uiso 1 d . . .
H12 H -0.483(4) 0.197(3) 0.674(3) 0.075(9) Uiso 1 d . . .
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'
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
_geom_angle_publ_flag
O2 N1 O3 123.8(2) . . ?
O2 N1 C6 119.2(2) . . ?
O3 N1 C6 117.0(2) . . ?
C7 N2 N3 117.5(2) . . ?
C7 N2 C6 124.6(2) . . ?
N3 N2 C6 115.7(2) . . ?
C11 N3 N2 117.6(2) . . ?
C11 N3 H3N 121(2) . . ?
N2 N3 H3N 116(2) . . ?
C1 O1 C4 106.4(2) . . ?
C7 O5 C8 116.7(2) . . ?
C11 O7 C12 116.9(2) . . ?
C2 C1 O1 111.2(3) . . ?
C2 C1 H1 124.4 . . ?
O1 C1 H1 124.4 . . ?
C1 C2 C3 106.5(3) . . ?
C1 C2 H2 126.8 . . ?
C3 C2 H2 126.8 . . ?
C4 C3 C2 107.3(3) . . ?
C4 C3 H3 126.4 . . ?
C2 C3 H3 126.4 . . ?
C3 C4 O1 108.7(2) . . ?
C3 C4 C5 136.8(2) . . ?
O1 C4 C5 114.5(2) . . ?
C6 C5 C4 127.9(2) . . ?
C6 C5 H5 114.9(14) . . ?
C4 C5 H5 117.2(13) . . ?
C5 C6 N2 127.6(2) . . ?
C5 C6 N1 118.4(2) . . ?
N2 C6 N1 114.0(2) . . ?
O4 C7 O5 126.6(3) . . ?
O4 C7 N2 122.2(2) . . ?
O5 C7 N2 111.2(2) . . ?
O5 C8 C10 109.4(3) . . ?
O5 C8 C9 104.9(2) . . ?
C10 C8 C9 114.3(3) . . ?
O5 C8 H8 106.9(17) . . ?
C10 C8 H8 110.5(17) . . ?
C9 C8 H8 110.3(16) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O6 C11 O7 125.8(2) . . ?
O6 C11 N3 125.0(2) . . ?
O7 C11 N3 109.2(2) . . ?
C13 C12 O7 109.2(3) . . ?
C13 C12 C14 113.0(3) . . ?
O7 C12 C14 105.0(3) . . ?
C13 C12 H12 121.8(17) . . ?
O7 C12 H12 121.1(16) . . ?
C14 C12 H12 81.4(16) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 O2 1.219(3) . ?
N1 O3 1.225(3) . ?
N1 C6 1.463(3) . ?
N2 C7 1.377(3) . ?
N2 N3 1.390(3) . ?
N2 C6 1.395(3) . ?
N3 C11 1.362(3) . ?
N3 H3N 0.84(3) . ?
O1 C1 1.350(3) . ?
O1 C4 1.384(3) . ?
O4 C7 1.212(3) . ?
O5 C7 1.324(3) . ?
O5 C8 1.477(3) . ?
O6 C11 1.192(3) . ?
O7 C11 1.333(3) . ?
O7 C12 1.451(3) . ?
C1 C2 1.332(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.410(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.350(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.419(4) . ?
C5 C6 1.339(4) . ?
C5 H5 0.97(2) . ?
C8 C10 1.487(5) . ?
C8 C9 1.500(4) . ?
C8 H8 0.98(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C12 C13 1.433(5) . ?
C12 C14 1.522(5) . ?
C12 H12 1.06(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3N O4 0.84(3) 2.16(3) 2.983(3) 166(3) 2_556
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N2 N3 C11 86.0(3) . . . . ?
C6 N2 N3 C11 -110.0(3) . . . . ?
C4 O1 C1 C2 -0.9(3) . . . . ?
O1 C1 C2 C3 0.8(4) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C2 C3 C4 O1 -0.2(3) . . . . ?
C2 C3 C4 C5 -179.6(3) . . . . ?
C1 O1 C4 C3 0.7(3) . . . . ?
C1 O1 C4 C5 -179.8(2) . . . . ?
C3 C4 C5 C6 -3.6(5) . . . . ?
O1 C4 C5 C6 177.0(2) . . . . ?
C4 C5 C6 N2 -1.2(5) . . . . ?
C4 C5 C6 N1 -179.9(2) . . . . ?
C7 N2 C6 C5 -80.1(4) . . . . ?
N3 N2 C6 C5 117.2(3) . . . . ?
C7 N2 C6 N1 98.7(3) . . . . ?
N3 N2 C6 N1 -64.0(3) . . . . ?
O2 N1 C6 C5 -16.3(4) . . . . ?
O3 N1 C6 C5 164.4(2) . . . . ?
O2 N1 C6 N2 164.8(2) . . . . ?
O3 N1 C6 N2 -14.5(3) . . . . ?
C8 O5 C7 O4 -3.7(4) . . . . ?
C8 O5 C7 N2 174.3(2) . . . . ?
N3 N2 C7 O4 -6.8(4) . . . . ?
C6 N2 C7 O4 -169.2(2) . . . . ?
N3 N2 C7 O5 175.1(2) . . . . ?
C6 N2 C7 O5 12.6(3) . . . . ?
C7 O5 C8 C10 -76.9(3) . . . . ?
C7 O5 C8 C9 160.0(2) . . . . ?
C12 O7 C11 O6 -0.4(5) . . . . ?
C12 O7 C11 N3 -178.4(3) . . . . ?
N2 N3 C11 O6 10.9(4) . . . . ?
N2 N3 C11 O7 -171.1(2) . . . . ?
C11 O7 C12 C13 -96.8(4) . . . . ?
C11 O7 C12 C14 141.7(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9820565
