#------------------------------------------------------------------------------
#$Date: 2019-11-17 15:38:49 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230933 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/00/7230040.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_7230040
loop_
_publ_author_name
'Wang, Hui'
'Liu, Ju'
'Wang, Weizhou'
_publ_section_title
;
 Intermolecular and very strong intramolecular C-SeO/N chalcogen bonds in
 nitrophenyl selenocyanate crystals.
;
_journal_issue                   7
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              5227
_journal_page_last               5234
_journal_paper_doi               10.1039/c7cp08215k
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C7 H4 N2 O2 Se'
_chemical_formula_sum            'C7 H4 N2 O2 Se'
_chemical_formula_weight         227.08
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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_date             2017-11-30
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2017-11-30 deposited with the CCDC.
2018-01-25 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.639(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.9873(10)
_cell_length_b                   7.9532(10)
_cell_length_c                   12.6983(16)
_cell_measurement_reflns_used    5856
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.18
_cell_measurement_theta_min      2.55
_cell_volume                     806.60(18)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10960
_diffrn_reflns_theta_full        28.26
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_min         2.55
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    4.611
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.3132
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1176 before and 0.0453 after correction. The Ratio of minimum to maximum transmission is 0.4200. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.870
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1986
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0240
_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)+(0.0250P)²+0.3220P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0560
_refine_ls_wR_factor_ref         0.0602
_reflns_number_gt                1633
_reflns_number_total             1986
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7cp08215k2.cif
_cod_data_source_block           w
_cod_depositor_comments
'Adding full bibliography for 7230040--7230042.cif.'
_cod_database_code               7230040
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C3(H3), C4(H4)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 '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_calc_flag
_atom_site_refinement_flags_posn
Se1 Se 0.15866(3) 0.13266(3) 0.100118(16) 0.05093(9) Uani 1 d .
C6 C 0.2272(2) 0.3333(2) 0.02879(15) 0.0373(4) Uani 1 d .
C7 C 0.0533(3) 0.2433(3) 0.21038(17) 0.0522(5) Uani 1 d .
C2 C 0.3639(3) 0.4633(3) -0.12119(16) 0.0478(5) Uani 1 d .
H2 H 0.4222 0.4519 -0.1838 0.057 Uiso 1 calc R
C5 C 0.1910(3) 0.4935(3) 0.06581(16) 0.0448(5) Uani 1 d .
H5 H 0.1335 0.5062 0.1286 0.054 Uiso 1 calc R
N2 N -0.0122(3) 0.3029(3) 0.27953(17) 0.0714(6) Uani 1 d .
C1 C 0.3150(2) 0.3226(2) -0.06511(16) 0.0395(4) Uani 1 d .
C3 C 0.3252(3) 0.6198(3) -0.08292(18) 0.0508(5) Uani 1 d .
H3 H 0.3565 0.7158 -0.1196 0.061 Uiso 1 calc R
C4 C 0.2394(3) 0.6336(2) 0.01030(18) 0.0506(5) Uani 1 d .
H4 H 0.2138 0.7398 0.0362 0.061 Uiso 1 calc R
N1 N 0.3600(3) 0.1591(2) -0.10696(14) 0.0542(5) Uani 1 d .
O2 O 0.3158(3) 0.0347(2) -0.05903(15) 0.0774(6) Uani 1 d .
O1 O 0.4390(3) 0.1523(2) -0.18815(16) 0.0860(7) Uani 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'
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'
Se Se -0.0929 2.2259 '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 Se1 C6 95.49(8)
C5 C6 Se1 122.79(14)
C5 C6 C1 117.04(17)
C1 C6 Se1 120.16(14)
N2 C7 Se1 176.6(2)
C3 C2 C1 119.0(2)
C4 C5 C6 120.54(18)
C6 C1 N1 119.84(17)
C2 C1 C6 122.57(19)
C2 C1 N1 117.58(18)
C2 C3 C4 119.5(2)
C5 C4 C3 121.37(19)
O2 N1 C1 118.11(17)
O1 N1 C1 118.90(19)
O1 N1 O2 123.0(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Se1 C6 1.9178(18)
Se1 C7 1.863(2)
C6 C5 1.390(3)
C6 C1 1.393(3)
C7 N2 1.131(3)
C2 C1 1.385(3)
C2 C3 1.373(3)
C5 C4 1.376(3)
C1 N1 1.451(3)
C3 C4 1.379(3)
N1 O2 1.217(3)
N1 O1 1.216(2)
