#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:22:11 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179324 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/21/4322188.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_4322188
loop_
_publ_author_name
'Robert T. Paine'
'Wolfgang Koestle'
'Theodore T. Borek'
'Gary L. Wood'
'Eugene A. Pruss'
'Eileen N. Duesler'
'Michael A. Hiskey'
_publ_section_title
;
 Synthesis, Characterization, and Explosive Properties of the
 Nitrogen-Rich Borazine [H3N3B3(N3)3]
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3738
_journal_page_last               3743
_journal_paper_doi               10.1021/ic990316b
_journal_volume                  38
_journal_year                    1999
_chemical_formula_sum            'C18 H17 N4 P'
_chemical_formula_weight         320.33
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.649(2)
_cell_length_b                   11.737(3)
_cell_length_c                   13.364(4)
_cell_measurement_reflns_used    44
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.34
_cell_measurement_theta_min      3.47
_cell_volume                     1670.3(7)
_computing_cell_refinement       'Siemens XSCANS, 1991'
_computing_data_collection       'Siemens XSCANS, 1991'
_computing_data_reduction        'Siemens XSCANS, 1991'
_computing_molecular_graphics    'Siemens SHELXTL Version 5, 1994'
_computing_publication_material  'Siemens SHELXTL Version 5, 1994'
_computing_structure_refinement  'Siemens SHELXTL Version 5, 1994'
_computing_structure_solution    'Siemens SHELXTL Version 5, 1994'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       'ω 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  0.0416
_diffrn_reflns_av_sigmaI/netI    0.0763
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4660
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.31
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_max  0.9884
_exptl_absorpt_correction_T_min  0.8433
_exptl_absorpt_correction_type   'empirical via \y scans'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    none
_exptl_crystal_description       prism
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.575
_exptl_crystal_size_mid          0.276
_exptl_crystal_size_min          0.230
_refine_diff_density_max         0.137
_refine_diff_density_min         -0.122
_refine_diff_density_rms         0.026
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.14(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.888
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         2188
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.888
_refine_ls_restrained_S_obs      1.016
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0334
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0532
_refine_ls_wR_factor_ref         0.0509
_reflns_number_gt                1591
_reflns_number_total             2188
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic990316b_2.cif
_cod_data_source_block           rtp98l
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] 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^)+(0.0000P)^2^+0.0000P] 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        1670.4(7)
_cod_database_code               4322188
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
P P 0.80244(8) 0.52097(6) 0.13413(6) 0.0392(2) Uani 1 d . .
N1 N 0.8516(3) 0.4099(2) 0.0749(2) 0.0517(9) Uani 1 d . .
H1A H 0.8134(30) 0.3656(27) 0.0271(23) 0.069(12) Uiso 1 d . .
H1B H 0.9337(30) 0.3960(26) 0.0579(25) 0.075(14) Uiso 1 d . .
N2 N 0.7235(3) 0.2761(3) -0.0735(2) 0.0710(10) Uani 1 d . .
N3 N 0.6693(2) 0.1927(3) -0.0579(2) 0.0440(8) Uani 1 d . .
N4 N 0.6175(3) 0.1080(3) -0.0465(3) 0.0891(12) Uani 1 d . .
C1 C 0.9101(3) 0.5458(3) 0.2341(2) 0.0403(9) Uani 1 d . .
C2 C 0.9171(3) 0.4643(3) 0.3100(2) 0.0552(10) Uani 1 d . .
H2 H 0.8627(3) 0.4023(3) 0.3100(2) 0.069 Uiso 1 calc R .
C3 C 1.0054(3) 0.4763(3) 0.3849(2) 0.0666(10) Uani 1 d . .
H3 H 1.0102(3) 0.4224(3) 0.4358(2) 0.083 Uiso 1 calc R .
C4 C 1.0864(3) 0.5681(3) 0.3845(3) 0.0636(11) Uani 1 d . .
H4 H 1.1466(3) 0.5753(3) 0.4346(3) 0.080 Uiso 1 calc R .
C5 C 1.0785(3) 0.6476(3) 0.3114(3) 0.0631(11) Uani 1 d . .
H5 H 1.1332(3) 0.7094(3) 0.3119(3) 0.079 Uiso 1 calc R .
C6 C 0.9899(4) 0.6381(3) 0.2354(3) 0.0555(10) Uani 1 d . .
H6 H 0.9845(4) 0.6936(3) 0.1860(3) 0.069 Uiso 1 calc R .
C7 C 0.6486(3) 0.4947(2) 0.1837(2) 0.0386(8) Uani 1 d . .
C8 C 0.6035(3) 0.5590(3) 0.2627(2) 0.0466(9) Uani 1 d . .
H8 H 0.6551(3) 0.6122(3) 0.2937(2) 0.058 Uiso 1 calc R .
C9 C 0.4809(4) 0.5438(3) 0.2955(2) 0.0553(10) Uani 1 d . .
H9 H 0.4498(4) 0.5868(3) 0.3484(2) 0.069 Uiso 1 calc R .
C10 C 0.4054(4) 0.4641(3) 0.2487(3) 0.0651(11) Uani 1 d . .
H10 H 0.3230(4) 0.4544(3) 0.2702(3) 0.081 Uiso 1 calc R .
C11 C 0.4501(4) 0.3990(3) 0.1710(3) 0.0664(12) Uani 1 d . .
H11 H 0.3988(4) 0.3446(3) 0.1413(3) 0.083 Uiso 1 calc R .
C12 C 0.5723(3) 0.4145(3) 0.1367(3) 0.0501(9) Uani 1 d . .
H12 H 0.6026(3) 0.3720(3) 0.0832(3) 0.063 Uiso 1 calc R .
C13 C 0.7921(3) 0.6458(2) 0.0560(2) 0.0374(8) Uani 1 d . .
C14 C 0.8595(3) 0.6480(3) -0.0320(3) 0.0565(10) Uani 1 d . .
H14 H 0.9102(3) 0.5865(3) -0.0491(3) 0.071 Uiso 1 calc R .
C15 C 0.8522(4) 0.7414(3) -0.0950(3) 0.0683(12) Uani 1 d . .
H15 H 0.8997(4) 0.7434(3) -0.1533(3) 0.085 Uiso 1 calc R .
C16 C 0.7753(4) 0.8303(3) -0.0716(3) 0.0600(11) Uani 1 d . .
H16 H 0.7686(4) 0.8917(3) -0.1153(3) 0.075 Uiso 1 calc R .
C17 C 0.7086(4) 0.8300(3) 0.0149(3) 0.0659(11) Uani 1 d . .
H17 H 0.6581(4) 0.8920(3) 0.0311(3) 0.082 Uiso 1 calc R .
C18 C 0.7155(3) 0.7372(3) 0.0792(2) 0.0608(11) Uani 1 d . .
H18 H 0.6687(3) 0.7366(3) 0.1380(2) 0.076 Uiso 1 calc R .
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'
P P 0.1023 0.0942 '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 P C1 106.9(2) . . ?
N1 P C7 109.8(2) . . ?
C1 P C7 109.77(14) . . ?
N1 P C13 113.1(2) . . ?
C1 P C13 109.89(15) . . ?
C7 P C13 107.32(14) . . ?
P N1 H1A 130.9(21) . . ?
P N1 H1B 125.1(21) . . ?
H1A N1 H1B 98.6(28) . . ?
N4 N3 N2 176.8(4) . . ?
C6 C1 C2 119.8(3) . . ?
C6 C1 P 122.3(3) . . ?
C2 C1 P 117.8(3) . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 H2 120.2(2) . . ?
C1 C2 H2 120.2(2) . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3 119.9(2) . . ?
C2 C3 H3 119.9(2) . . ?
C5 C4 C3 120.1(3) . . ?
C5 C4 H4 119.9(2) . . ?
C3 C4 H4 119.9(2) . . ?
C4 C5 C6 120.9(3) . . ?
C4 C5 H5 119.5(2) . . ?
C6 C5 H5 119.5(2) . . ?
C1 C6 C5 119.4(3) . . ?
C1 C6 H6 120.3(2) . . ?
C5 C6 H6 120.3(2) . . ?
C8 C7 C12 120.6(3) . . ?
C8 C7 P 120.4(3) . . ?
C12 C7 P 118.8(3) . . ?
C7 C8 C9 119.9(3) . . ?
C7 C8 H8 120.1(2) . . ?
C9 C8 H8 120.1(2) . . ?
C10 C9 C8 119.4(3) . . ?
C10 C9 H9 120.3(2) . . ?
C8 C9 H9 120.3(2) . . ?
C11 C10 C9 121.1(4) . . ?
C11 C10 H10 119.5(2) . . ?
C9 C10 H10 119.5(2) . . ?
C10 C11 C12 120.0(4) . . ?
C10 C11 H11 120.0(2) . . ?
C12 C11 H11 120.0(3) . . ?
C11 C12 C7 119.1(3) . . ?
C11 C12 H12 120.5(2) . . ?
C7 C12 H12 120.5(2) . . ?
C14 C13 C18 119.0(3) . . ?
C14 C13 P 118.5(3) . . ?
C18 C13 P 122.4(3) . . ?
C13 C14 C15 120.3(3) . . ?
C13 C14 H14 119.9(2) . . ?
C15 C14 H14 119.9(2) . . ?
C16 C15 C14 120.0(4) . . ?
C16 C15 H15 120.0(2) . . ?
C14 C15 H15 120.0(2) . . ?
C17 C16 C15 120.6(4) . . ?
C17 C16 H16 119.7(2) . . ?
C15 C16 H16 119.7(2) . . ?
C16 C17 C18 120.0(3) . . ?
C16 C17 H17 120.0(2) . . ?
C18 C17 H17 120.0(2) . . ?
C13 C18 C17 120.0(3) . . ?
C13 C18 H18 120.0(2) . . ?
C17 C18 H18 120.0(2) . . ?
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
P N1 1.612(3) . ?
P C1 1.785(3) . ?
P C7 1.794(3) . ?
P C13 1.803(3) . ?
N1 H1A 0.92(3) . ?
N1 H1B 0.92(3) . ?
N2 N3 1.154(3) . ?
N3 N4 1.148(4) . ?
C1 C6 1.377(4) . ?
C1 C2 1.396(4) . ?
C2 C3 1.381(4) . ?
C2 H2 0.93 . ?
C3 C4 1.380(4) . ?
C3 H3 0.93 . ?
C4 C5 1.354(4) . ?
C4 H4 0.93 . ?
C5 C6 1.391(5) . ?
C5 H5 0.93 . ?
C6 H6 0.93 . ?
C7 C8 1.383(4) . ?
C7 C12 1.393(4) . ?
C8 C9 1.388(4) . ?
C8 H8 0.93 . ?
C9 C10 1.382(5) . ?
C9 H9 0.93 . ?
C10 C11 1.375(5) . ?
C10 H10 0.93 . ?
C11 C12 1.391(5) . ?
C11 H11 0.93 . ?
C12 H12 0.93 . ?
C13 C14 1.378(4) . ?
C13 C18 1.383(4) . ?
C14 C15 1.384(4) . ?
C14 H14 0.93 . ?
C15 C16 1.362(4) . ?
C15 H15 0.93 . ?
C16 C17 1.357(5) . ?
C16 H16 0.93 . ?
C17 C18 1.390(4) . ?
C17 H17 0.93 . ?
C18 H18 0.93 . ?
