#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:03:29 +0200 (vie 13 de oct de 2017) $
#$Revision: 201974 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/99/2219968.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2219968
loop_
_publ_author_name
'Jamal, Rifat Ara'
'Ashiq, Uzma'
'Arshad, Muhammad Nadeem'
'Maqsood, Zahida Tasneem'
'Khan, Islam Ullah'
_publ_section_title
;
 4-Iodobenzohydrazide
;
_journal_coeditor_code           PV2109
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2188
_journal_paper_doi               10.1107/S1600536808033898
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C7 H7 I N2 O'
_chemical_formula_moiety         'C7 H7 I N2 O'
_chemical_formula_sum            'C7 H7 I N2 O'
_chemical_formula_weight         262.05
_chemical_name_common            '4 Iodo benzohydrazide'
_chemical_name_systematic
;
4-Iodobenzohydrazide
;
_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                90.00
_cell_angle_beta                 94.292(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   28.4394(18)
_cell_length_b                   4.4514(3)
_cell_length_c                   13.3216(9)
_cell_measurement_reflns_used    3495
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      1.44
_cell_volume                     1681.72(19)
_computing_cell_refinement       'APEX2 (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker KappaAPEXII CCD'
_diffrn_measurement_method       ω
_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  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0231
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9236
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         1.44
_exptl_absorpt_coefficient_mu    3.755
_exptl_absorpt_correction_T_max  0.8061
_exptl_absorpt_correction_T_min  0.5812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.072
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.545
_refine_diff_density_min         -1.325
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         2069
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0289
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0565P)²+5.77P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.1057
_reflns_number_gt                1645
_reflns_number_total             2069
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            pv2109.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2219968
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
I I1 0.215538(11) 1.09655(7) 0.64904(2) 0.05339(15) Uani d . 1
O O1 0.05919(14) 0.3811(8) 0.2873(2) 0.0582(10) Uani d . 1
N N1 0.03174(13) 0.1851(9) 0.4262(2) 0.0404(8) Uani d D 1
H H1A 0.0321(18) 0.170(11) 0.4905(9) 0.049 Uiso d D 1
N N2 -0.00239(14) 0.0017(10) 0.3743(2) 0.0408(8) Uani d D 1
H H2A -0.0195(16) 0.119(9) 0.335(3) 0.049 Uiso d D 1
H H2B 0.0127(17) -0.126(9) 0.341(3) 0.049 Uiso d D 1
C C1 0.09627(14) 0.5363(10) 0.4445(3) 0.0358(8) Uani d . 1
C C2 0.09382(15) 0.5693(10) 0.5484(3) 0.0403(9) Uani d . 1
H H2 0.0695 0.4777 0.5799 0.048 Uiso calc R 1
C C3 0.12697(15) 0.7356(11) 0.6046(3) 0.0441(10) Uani d . 1
H H3 0.1244 0.7611 0.6733 0.053 Uiso calc R 1
C C4 0.16380(15) 0.8638(9) 0.5594(3) 0.0397(9) Uani d . 1
C C5 0.16696(17) 0.8370(11) 0.4566(3) 0.0489(11) Uani d . 1
H H5 0.1918 0.9256 0.4260 0.059 Uiso calc R 1
C C6 0.13267(18) 0.6768(12) 0.3998(3) 0.0489(11) Uani d . 1
H H6 0.1342 0.6637 0.3305 0.059 Uiso calc R 1
C C7 0.06129(16) 0.3608(9) 0.3801(3) 0.0375(9) Uani d . 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
I1 0.0461(2) 0.0498(2) 0.0626(2) -0.00097(13) -0.00736(14) 0.00125(13)
O1 0.069(2) 0.080(3) 0.0273(13) -0.0221(19) 0.0124(14) -0.0003(14)
N1 0.0469(19) 0.0465(19) 0.0277(14) -0.0046(17) 0.0010(13) 0.0067(14)
N2 0.050(2) 0.0425(19) 0.0302(15) 0.0003(17) 0.0039(14) 0.0051(15)
C1 0.0384(19) 0.038(2) 0.0317(17) 0.0053(17) 0.0080(14) 0.0015(16)
C2 0.039(2) 0.051(3) 0.0317(17) -0.0001(18) 0.0109(15) 0.0041(17)
C3 0.043(2) 0.054(3) 0.0352(18) 0.001(2) 0.0049(16) 0.0000(19)
C4 0.036(2) 0.039(2) 0.044(2) 0.0035(16) -0.0004(16) 0.0018(17)
C5 0.048(2) 0.053(3) 0.047(2) -0.008(2) 0.0168(19) 0.002(2)
C6 0.055(3) 0.056(3) 0.038(2) -0.004(2) 0.0156(19) 0.001(2)
C7 0.042(2) 0.041(2) 0.0309(17) 0.0060(17) 0.0088(15) 0.0037(15)
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'
I I -0.4742 1.8119 '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
C7 N1 N2 123.3(3)
C7 N1 H1A 123(3)
N2 N1 H1A 114(3)
N1 N2 H2A 106(3)
N1 N2 H2B 107(4)
H2A N2 H2B 112(5)
C6 C1 C2 118.3(4)
C6 C1 C7 118.6(3)
C2 C1 C7 123.1(4)
C3 C2 C1 120.8(4)
C3 C2 H2 119.6
C1 C2 H2 119.6
C4 C3 C2 120.0(4)
C4 C3 H3 120.0
C2 C3 H3 120.0
C3 C4 C5 120.5(4)
C3 C4 I1 118.8(3)
C5 C4 I1 120.7(3)
C4 C5 C6 119.3(4)
C4 C5 H5 120.4
C6 C5 H5 120.4
C1 C6 C5 121.1(4)
C1 C6 H6 119.5
C5 C6 H6 119.5
O1 C7 N1 121.3(4)
O1 C7 C1 121.3(4)
N1 C7 C1 117.4(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
I1 C4 2.098(4)
O1 C7 1.237(5)
N1 C7 1.332(5)
N1 N2 1.410(6)
N1 H1A 0.857(10)
N2 H2A 0.862(10)
N2 H2B 0.860(10)
C1 C6 1.382(6)
C1 C2 1.398(5)
C1 C7 1.486(6)
C2 C3 1.375(6)
C2 H2 0.9300
C3 C4 1.371(6)
C3 H3 0.9300
C4 C5 1.384(6)
C5 C6 1.386(7)
C5 H5 0.9300
C6 H6 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1A N2 5_556 0.857(10) 2.19(3) 2.964(5) 151(5)
N2 H2A O1 2 0.862(10) 2.240(14) 3.094(5) 170(5)
C3 H3 O1 6_566 0.93 2.56 3.257(5) 132
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
C6 C1 C2 C3 -0.5(7)
C7 C1 C2 C3 -179.6(4)
C1 C2 C3 C4 -2.0(7)
C2 C3 C4 C5 2.5(7)
C2 C3 C4 I1 -176.8(3)
C3 C4 C5 C6 -0.6(7)
I1 C4 C5 C6 178.8(4)
C2 C1 C6 C5 2.4(7)
C7 C1 C6 C5 -178.3(4)
C4 C5 C6 C1 -1.9(8)
N2 N1 C7 O1 2.7(7)
N2 N1 C7 C1 -178.5(4)
C6 C1 C7 O1 -12.8(6)
C2 C1 C7 O1 166.3(4)
C6 C1 C7 N1 168.4(4)
C2 C1 C7 N1 -12.4(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 270610
