#------------------------------------------------------------------------------
#$Date: 2017-03-05 06:01:07 +0100 (dom 05 de mar de 2017) $
#$Revision: 193768 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/76/7227611.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_7227611
loop_
_publ_author_name
'Causà, Mauro'
'Centore, Roberto'
_publ_section_title
;
 Actual and virtual structures in molecular crystals
;
_journal_issue                   9
_journal_name_full               CrystEngComm
_journal_page_first              1320
_journal_paper_doi               10.1039/C7CE00075H
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C7 H8 N4 O2'
_chemical_formula_sum            'C7 H8 N4 O2'
_chemical_formula_weight         180.17
_chemical_melting_point          471
_chemical_name_systematic
;
 N-(nicotinoamido)urea
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-11-13 deposited with the CCDC.
2017-02-01 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 91.76(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.587(3)
_cell_length_b                   9.666(4)
_cell_length_c                   19.148(5)
_cell_measurement_reflns_used    175
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.492
_cell_measurement_theta_min      4.224
_cell_volume                     848.6(7)
_computing_cell_refinement
;
Dirax/lsq (Duisenberg et al., 2000)
;
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
;
EvalCCD (Duisenberg & Schreurs 1990-2000)
;
_computing_molecular_graphics
;
Ortep-3 for Windows (Farrugia, 1997) and 
Mercury (Macrae et al., 2006)
;
_computing_publication_material  'WinGX (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare at al, 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_detector_type
;
Bruker-Nonius 95mm CCD camera on \k-goniostat
;
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method
;
CCD rotation images, thick slices
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_av_sigmaI/netI    0.0549
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            5290
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.83
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_T_max  0.9787
_exptl_absorpt_correction_T_min  0.9581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS (Bruker, 2000)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             376
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ethanol'
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.166
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         1834
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.168
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0539
_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)+(0.0237P)²+0.4018P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1272
_reflns_number_gt                1303
_reflns_number_total             1834
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            c7ce00075h2.cif
_cod_data_source_block           nicosmcbz
_cod_depositor_comments
'Adding full bibliography for 7227611--7227612.cif.'
_cod_database_code               7227611
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, 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
C1 C 1.0539(5) 0.0059(3) 0.86768(13) 0.0527(6) Uani 1 1 d .
H1 H 1.1615 -0.0097 0.9089 0.063 Uiso 1 1 calc R
C2 C 0.8700(6) 0.1170(3) 0.86479(13) 0.0516(6) Uani 1 1 d .
H2 H 0.8553 0.1754 0.9031 0.062 Uiso 1 1 calc R
C3 C 0.7070(5) 0.1415(2) 0.80466(11) 0.0428(5) Uani 1 1 d .
H3 H 0.5819 0.2171 0.8013 0.051 Uiso 1 1 calc R
C4 C 0.7334(4) 0.0509(2) 0.74922(11) 0.0353(5) Uani 1 1 d .
C5 C 0.9248(5) -0.0583(2) 0.75720(12) 0.0417(5) Uani 1 1 d .
H5 H 0.9411 -0.1197 0.7201 0.050 Uiso 1 1 calc R
C6 C 0.5616(4) 0.0616(2) 0.68250(11) 0.0361(5) Uani 1 1 d .
C7 C 0.5150(4) 0.1821(2) 0.53712(11) 0.0373(5) Uani 1 1 d .
N1 N 1.0875(4) -0.0812(2) 0.81466(11) 0.0491(5) Uani 1 1 d .
N2 N 0.5073(4) 0.19105(19) 0.66040(9) 0.0394(4) Uani 1 1 d .
H2N H 0.625(5) 0.264(3) 0.6748(12) 0.047 Uiso 1 1 d .
N3 N 0.3651(4) 0.2110(2) 0.59586(9) 0.0406(5) Uani 1 1 d .
H3N H 0.181(6) 0.196(2) 0.5950(12) 0.049 Uiso 1 1 d .
N4 N 0.3481(5) 0.1718(2) 0.47910(11) 0.0497(5) Uani 1 1 d .
H4B H 0.155(6) 0.158(3) 0.4812(14) 0.060 Uiso 1 1 d .
H4A H 0.427(6) 0.141(3) 0.4426(15) 0.060 Uiso 1 1 d .
O1 O 0.4725(4) -0.04185(16) 0.65173(8) 0.0492(4) Uani 1 1 d .
O2 O 0.7806(3) 0.1750(2) 0.53838(9) 0.0580(5) Uani 1 1 d .
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
C1 0.0573(15) 0.0581(15) 0.0422(14) 0.0046(12) -0.0066(11) -0.0022(12)
C2 0.0623(15) 0.0522(14) 0.0403(14) -0.0088(11) 0.0006(11) 0.0001(12)
C3 0.0475(12) 0.0399(12) 0.0410(13) -0.0045(10) 0.0015(10) 0.0045(10)
C4 0.0382(11) 0.0337(11) 0.0343(11) -0.0001(9) 0.0063(8) -0.0027(8)
C5 0.0488(13) 0.0352(11) 0.0415(13) -0.0013(10) 0.0072(10) 0.0021(9)
C6 0.0353(11) 0.0377(11) 0.0356(12) -0.0043(9) 0.0064(9) -0.0029(9)
C7 0.0303(11) 0.0404(11) 0.0411(12) -0.0012(9) 0.0009(8) -0.0021(9)
N1 0.0510(11) 0.0464(11) 0.0498(12) 0.0051(9) -0.0011(9) 0.0058(9)
N2 0.0430(10) 0.0384(10) 0.0363(10) -0.0018(8) -0.0059(8) 0.0000(8)
N3 0.0307(9) 0.0567(12) 0.0344(10) -0.0013(8) -0.0022(7) 0.0038(8)
N4 0.0382(10) 0.0774(15) 0.0334(11) -0.0030(10) 0.0004(8) -0.0023(10)
O1 0.0643(10) 0.0420(9) 0.0413(9) -0.0067(7) 0.0014(7) -0.0123(7)
O2 0.0286(8) 0.0928(13) 0.0527(10) -0.0098(9) 0.0025(7) -0.0032(8)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N1 C1 C2 123.5(2) no
N1 C1 H1 118.2 no
C2 C1 H1 118.2 no
C1 C2 C3 119.3(2) no
C1 C2 H2 120.4 no
C3 C2 H2 120.4 no
C2 C3 C4 118.4(2) no
C2 C3 H3 120.8 no
C4 C3 H3 120.8 no
C5 C4 C3 118.0(2) no
C5 C4 C6 117.94(19) no
C3 C4 C6 124.01(19) no
N1 C5 C4 124.0(2) no
N1 C5 H5 118.0 no
C4 C5 H5 118.0 no
O1 C6 N2 123.6(2) no
O1 C6 C4 121.19(19) no
N2 C6 C4 115.17(18) no
O2 C7 N4 124.1(2) no
O2 C7 N3 121.6(2) no
N4 C7 N3 114.25(19) no
C5 N1 C1 116.8(2) no
C6 N2 N3 119.10(18) no
C6 N2 H2N 121.0(14) no
N3 N2 H2N 114.3(14) no
C7 N3 N2 117.93(17) no
C7 N3 H3N 118.1(16) no
N2 N3 H3N 115.4(16) no
C7 N4 H4B 121.1(17) no
C7 N4 H4A 117.6(18) no
H4B N4 H4A 115(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 1.332(3) no
C1 C2 1.365(3) no
C1 H1 0.9300 no
C2 C3 1.374(3) no
C2 H2 0.9300 no
C3 C4 1.384(3) no
C3 H3 0.9300 no
C4 C5 1.379(3) no
C4 C6 1.484(3) no
C5 N1 1.329(3) no
C5 H5 0.9300 no
C6 O1 1.224(2) no
C6 N2 1.342(3) no
C7 O2 1.220(3) no
C7 N4 1.333(3) no
C7 N3 1.365(3) no
N2 N3 1.393(2) no
N2 H2N 0.93(3) no
N3 H3N 0.86(3) no
N4 H4B 0.90(3) no
N4 H4A 0.85(3) no
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_publ_flag
N1 C1 C2 C3 0.5(4) no
C1 C2 C3 C4 0.7(4) no
C2 C3 C4 C5 -0.7(3) no
C2 C3 C4 C6 177.3(2) no
C3 C4 C5 N1 -0.6(3) no
C6 C4 C5 N1 -178.8(2) no
C5 C4 C6 O1 35.9(3) no
C3 C4 C6 O1 -142.2(2) no
C5 C4 C6 N2 -145.8(2) no
C3 C4 C6 N2 36.2(3) no
C4 C5 N1 C1 1.9(3) no
C2 C1 N1 C5 -1.8(4) no
O1 C6 N2 N3 -6.1(3) no
C4 C6 N2 N3 175.57(17) no
O2 C7 N3 N2 -19.3(3) no
N4 C7 N3 N2 164.9(2) no
C6 N2 N3 C7 -70.9(3) no
