#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/22/7202275.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_7202275
loop_
_publ_author_name
'Bhogala, Balakrishna R.'
'Chandran, Sreekanth K.'
'Reddy, L. Sreenivas'
'Thakuria, Ranjit'
'Nangia, Ashwini'
_publ_section_title
;
 Molecular networks. Design and serendipity
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              1735
_journal_paper_doi               10.1039/b808923j
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety         'C11 H10 N4 O, (H2 O)'
_chemical_formula_sum            'C11 H12 N4 O2'
_chemical_formula_weight         232.25
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.0172(14)
_cell_length_b                   10.343(2)
_cell_length_c                   15.516(3)
_cell_measurement_reflns_used    886
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      21.00
_cell_measurement_theta_min      2.37
_cell_volume                     1126.1(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0630
_diffrn_reflns_av_sigmaI/netI    0.0532
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6456
_diffrn_reflns_theta_full        26.17
_diffrn_reflns_theta_max         26.17
_diffrn_reflns_theta_min         2.37
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.329
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         1317
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.329
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0639
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0443P)²+0.1916P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1227
_reflns_number_gt                1198
_reflns_number_total             1317
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b808923j.txt
_cod_data_source_block           3,4PyrUhydrate
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 
;
_cod_original_sg_symbol_Hall     'P 2ac 2ab '
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7202275
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4047(6) 0.7356(4) 0.3654(2) 0.0196(9) Uani 1 1 d . . .
H1 H 0.3569 0.7932 0.4061 0.024 Uiso 1 1 calc R . .
C2 C 0.5841(6) 0.6858(4) 0.3793(2) 0.0189(9) Uani 1 1 d . . .
H2 H 0.6548 0.7095 0.4275 0.023 Uiso 1 1 calc R . .
C3 C 0.6563(5) 0.5991(4) 0.3192(2) 0.0177(9) Uani 1 1 d . . .
C4 C 0.5425(6) 0.5681(4) 0.2480(3) 0.0187(9) Uani 1 1 d . . .
H4 H 0.5857 0.5105 0.2063 0.022 Uiso 1 1 calc R . .
C5 C 0.3667(6) 0.6240(4) 0.2411(2) 0.0187(9) Uani 1 1 d . . .
H5 H 0.2923 0.6027 0.1936 0.022 Uiso 1 1 calc R . .
C6 C 0.9527(5) 0.5389(4) 0.3949(2) 0.0190(9) Uani 1 1 d . . .
C7 C 1.2574(5) 0.4379(4) 0.4350(2) 0.0143(8) Uani 1 1 d . . .
C8 C 1.2831(6) 0.4990(4) 0.5140(2) 0.0197(9) Uani 1 1 d . . .
H8 H 1.1869 0.5530 0.5341 0.024 Uiso 1 1 calc R . .
C9 C 1.5739(6) 0.4062(4) 0.5334(3) 0.0260(10) Uani 1 1 d . . .
H9 H 1.6834 0.3959 0.5664 0.031 Uiso 1 1 calc R . .
C10 C 1.5607(6) 0.3392(4) 0.4565(3) 0.0244(10) Uani 1 1 d . . .
H10 H 1.6579 0.2841 0.4389 0.029 Uiso 1 1 calc R . .
C11 C 1.4013(6) 0.3560(4) 0.4068(2) 0.0190(9) Uani 1 1 d . . .
H11 H 1.3895 0.3129 0.3545 0.023 Uiso 1 1 calc R . .
H1A H 0.925(10) 0.309(7) 0.206(4) 0.09(2) Uiso 1 1 d . . .
H1B H 1.039(6) 0.401(4) 0.163(3) 0.018(11) Uiso 1 1 d . . .
H2N H 0.867(5) 0.492(3) 0.280(2) 0.004(9) Uiso 1 1 d . . .
H3N H 1.102(5) 0.415(4) 0.331(2) 0.009(10) Uiso 1 1 d . . .
N1 N 0.2950(5) 0.7075(3) 0.2983(2) 0.0180(8) Uani 1 1 d . . .
N2 N 0.8300(5) 0.5378(3) 0.3253(2) 0.0185(8) Uani 1 1 d . . .
N3 N 1.0977(5) 0.4531(3) 0.3828(2) 0.0171(7) Uani 1 1 d . . .
N4 N 1.4386(5) 0.4844(3) 0.5624(2) 0.0217(8) Uani 1 1 d . . .
O1 O 1.0227(4) 0.3629(3) 0.2132(2) 0.0221(7) Uani 1 1 d . . .
O2 O 0.9318(4) 0.6051(3) 0.45827(17) 0.0271(7) Uani 1 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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
N1 C1 C2 124.9(4) . . ?
N1 C1 H1 117.6 . . ?
C2 C1 H1 117.6 . . ?
C1 C2 C3 118.0(4) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 H2 121.0 . . ?
N2 C3 C2 125.0(4) . . ?
N2 C3 C4 117.0(4) . . ?
C2 C3 C4 118.0(4) . . ?
C5 C4 C3 118.6(4) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N1 C5 C4 124.1(4) . . ?
N1 C5 H5 117.9 . . ?
C4 C5 H5 117.9 . . ?
O2 C6 N3 124.9(4) . . ?
O2 C6 N2 124.5(4) . . ?
N3 C6 N2 110.6(3) . . ?
C11 C7 C8 117.4(4) . . ?
C11 C7 N3 118.0(3) . . ?
C8 C7 N3 124.5(4) . . ?
N4 C8 C7 123.5(4) . . ?
N4 C8 H8 118.3 . . ?
C7 C8 H8 118.3 . . ?
N4 C9 C10 123.4(4) . . ?
N4 C9 H9 118.3 . . ?
C10 C9 H9 118.3 . . ?
C11 C10 C9 118.5(4) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C10 C11 C7 119.6(4) . . ?
C10 C11 H11 120.2 . . ?
C7 C11 H11 120.2 . . ?
C1 N1 C5 116.4(3) . . ?
C3 N2 C6 127.0(3) . . ?
C3 N2 H2N 117(2) . . ?
C6 N2 H2N 116(2) . . ?
C6 N3 C7 126.4(3) . . ?
C6 N3 H3N 116(2) . . ?
C7 N3 H3N 116(3) . . ?
C9 N4 C8 117.6(3) . . ?
H1A O1 H1B 106(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
C1 N1 1.327(5) . ?
C1 C2 1.377(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.390(6) . ?
C2 H2 0.9300 . ?
C3 N2 1.377(5) . ?
C3 C4 1.401(5) . ?
C4 C5 1.367(6) . ?
C4 H4 0.9300 . ?
C5 N1 1.337(5) . ?
C5 H5 0.9300 . ?
C6 O2 1.206(4) . ?
C6 N3 1.364(5) . ?
C6 N2 1.381(5) . ?
C7 C11 1.389(5) . ?
C7 C8 1.390(5) . ?
C7 N3 1.392(5) . ?
C8 N4 1.333(5) . ?
C8 H8 0.9300 . ?
C9 N4 1.326(5) . ?
C9 C10 1.383(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.369(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
N2 H2N 0.89(3) . ?
N3 H3N 0.89(4) . ?
O1 H1A 0.89(7) . ?
O1 H1B 0.87(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 25934159
