#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:32:49 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180144 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/41/7104164.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_7104164
loop_
_publ_author_name
'Millar, David I A'
'Oswald, Iain D H'
'Francis, Duncan J'
'Marshall, William G'
'Pulham, Colin R'
'Cumming, Adam S'
_publ_section_title
;
 The crystal structure of beta-RDX-an elusive form of an explosive
 revealed.
;
_journal_issue                   5
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              562
_journal_page_last               564
_journal_paper_doi               10.1039/b817966b
_journal_volume                  34
_journal_year                    2009
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C3 H6 N6 O6'
_chemical_formula_sum            'C3 H6 N6 O6'
_chemical_formula_weight         222.12
_chemical_name_systematic        Beta-1,3,5-trinitrohexahydro-1,3,5-triazine
_space_group_IT_number           29
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             08-08-28
_audit_creation_method           CRYSTALS_ver_12.85
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.1267(11)
_cell_length_b                   7.4563(6)
_cell_length_c                   14.3719(11)
_cell_measurement_reflns_used    2888
_cell_measurement_temperature    150
_cell_measurement_theta_max      24
_cell_measurement_theta_min      3
_cell_volume                     1621.0(2)
_computing_cell_refinement       'SAINT (Siemens ,1995)'
_computing_data_collection       'SMART (Siemens, 1993)'
_computing_data_reduction        'SAINT (Siemens ,1995)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'Bruker SMART'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.038
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10899
_diffrn_reflns_theta_full        27.856
_diffrn_reflns_theta_max         28.425
_diffrn_reflns_theta_min         2.693
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.820
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.48
_refine_diff_density_min         -0.34
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.8136
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         2097
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0465
_refine_ls_shift/su_max          0.000149
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
Method= Modified Sheldrick
w=1/[σ²(F²) + ( 0.03P)² + 0.00P]
,where P=(max(Fo²,0) + 2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0912
_refine_ls_wR_factor_gt          0.0847
_refine_ls_wR_factor_ref         0.0912
_reflns_limit_h_max              20
_reflns_limit_h_min              0
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              19
_reflns_limit_l_min              0
_reflns_number_gt                1491
_reflns_number_total             2097
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.28
_oxford_diffrn_Wilson_scale      42.76
_oxford_refine_ls_r_factor_ref   0.0672
_oxford_refine_ls_scale          0.17225(11)
_oxford_reflns_number_all        2097
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_oxford_structure_analysis_title 'david in Pca2(1)'
_cod_data_source_file            b817966b.txt
_cod_data_source_block           1
_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_H-M      'P c a 21 '
_cod_database_code               7104164
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x+1/2,y,z+1/2
x+1/2,-y,z
-x,-y,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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
C1 C 0.4904(2) 0.6676(6) 0.4504(3) 0.0269 1.0000 Uani . . . . . . .
N11 N 0.5441(2) 0.7057(4) 0.5315(2) 0.0253 1.0000 Uani . . . . . . .
N14 N 0.5073(2) 0.8303(5) 0.5942(3) 0.0372 1.0000 Uani . . . . . . .
O18 O 0.4476(2) 0.9257(5) 0.5665(3) 0.0487 1.0000 Uani . . . . . . .
O19 O 0.5400(2) 0.8395(6) 0.6703(3) 0.0649 1.0000 Uani . . . . . . .
C2 C 0.5821(2) 0.5471(7) 0.5742(3) 0.0322 1.0000 Uani . . . . . . .
N12 N 0.5158(3) 0.4108(5) 0.5927(3) 0.0397 1.0000 Uani . . . . . . .
O20 O 0.5156(4) 0.4953(8) 0.7425(3) 0.0888 1.0000 Uani . . . . . . .
O21 O 0.4111(3) 0.3214(6) 0.6897(4) 0.1035 1.0000 Uani . . . . . . .
N15 N 0.4762(3) 0.4107(7) 0.6806(4) 0.0636 1.0000 Uani . . . . . . .
C3 C 0.4598(3) 0.3693(6) 0.5141(4) 0.0463 1.0000 Uani . . . . . . .
N10 N 0.4256(2) 0.5311(5) 0.4689(3) 0.0319 1.0000 Uani . . . . . . .
N13 N 0.3399(2) 0.5863(6) 0.4896(3) 0.0442 1.0000 Uani . . . . . . .
O16 O 0.31628(19) 0.7305(5) 0.4599(3) 0.0500 1.0000 Uani . . . . . . .
O17 O 0.2945(2) 0.4838(6) 0.5331(4) 0.0974 1.0000 Uani . . . . . . .
C4 C 0.7415(3) 0.0896(5) 0.2059(3) 0.0287 1.0000 Uani . . . . . . .
N17 N 0.78958(19) -0.0359(4) 0.2649(2) 0.0276 1.0000 Uani . . . . . . .
N20 N 0.8707(2) 0.0206(5) 0.3025(3) 0.0316 1.0000 Uani . . . . . . .
O24 O 0.9050(2) 0.1524(4) 0.2673(2) 0.0447 1.0000 Uani . . . . . . .
O25 O 0.90190(17) -0.0726(4) 0.3636(2) 0.0387 1.0000 Uani . . . . . . .
C5 C 0.7353(2) -0.1563(5) 0.3206(3) 0.0254 1.0000 Uani . . . . . . .
N18 N 0.6660(2) -0.0600(4) 0.3694(2) 0.0259 1.0000 Uani . . . . . . .
N21 N 0.6800(2) -0.0141(5) 0.4628(2) 0.0274 1.0000 Uani . . . . . . .
O26 O 0.7384(2) -0.0966(4) 0.5032(2) 0.0383 1.0000 Uani . . . . . . .
O27 O 0.62981(18) 0.0937(4) 0.4983(2) 0.0339 1.0000 Uani . . . . . . .
C6 C 0.6158(2) 0.0680(6) 0.3118(3) 0.0267 1.0000 Uani . . . . . . .
N16 N 0.6732(2) 0.1852(4) 0.2580(2) 0.0266 1.0000 Uani . . . . . . .
N19 N 0.6970(2) 0.3486(5) 0.2982(2) 0.0290 1.0000 Uani . . . . . . .
O22 O 0.6496(2) 0.4043(4) 0.3603(2) 0.0363 1.0000 Uani . . . . . . .
O23 O 0.7591(2) 0.4277(4) 0.2645(3) 0.0470 1.0000 Uani . . . . . . .
H11 H 0.4615 0.7729 0.4280 0.0351 1.0000 Uiso R . . . . . .
H12 H 0.5288 0.6175 0.4035 0.0342 1.0000 Uiso R . . . . . .
H21 H 0.6146 0.5833 0.6300 0.0363 1.0000 Uiso R . . . . . .
H22 H 0.6245 0.4977 0.5303 0.0365 1.0000 Uiso R . . . . . .
H31 H 0.4962 0.3063 0.4699 0.0523 1.0000 Uiso R . . . . . .
H32 H 0.4077 0.2977 0.5390 0.0527 1.0000 Uiso R . . . . . .
H41 H 0.7814 0.1759 0.1766 0.0347 1.0000 Uiso R . . . . . .
H42 H 0.7103 0.0186 0.1586 0.0347 1.0000 Uiso R . . . . . .
H51 H 0.7727 -0.2182 0.3659 0.0322 1.0000 Uiso R . . . . . .
H52 H 0.7066 -0.2416 0.2762 0.0314 1.0000 Uiso R . . . . . .
H61 H 0.5787 0.1396 0.3511 0.0323 1.0000 Uiso R . . . . . .
H62 H 0.5813 -0.0004 0.2677 0.0317 1.0000 Uiso R . . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N11 . C1 . N10 . 111.9(3) yes
N11 . C1 . H11 . 111.5 no
N10 . C1 . H11 . 109.4 no
N11 . C1 . H12 . 107.5 no
N10 . C1 . H12 . 105.4 no
H11 . C1 . H12 . 111.0 no
C1 . N11 . N14 . 115.0(3) yes
C1 . N11 . C2 . 113.7(3) yes
N14 . N11 . C2 . 115.0(3) yes
N11 . N14 . O18 . 118.0(4) yes
N11 . N14 . O19 . 117.2(4) yes
O18 . N14 . O19 . 124.7(4) yes
N11 . C2 . N12 . 112.0(3) yes
N11 . C2 . H21 . 108.7 no
N12 . C2 . H21 . 113.0 no
N11 . C2 . H22 . 107.1 no
N12 . C2 . H22 . 108.0 no
H21 . C2 . H22 . 107.8 no
C2 . N12 . N15 . 117.5(5) yes
C2 . N12 . C3 . 114.3(3) yes
N15 . N12 . C3 . 117.1(4) yes
N12 . N15 . O20 . 116.2(5) yes
N12 . N15 . O21 . 116.9(7) yes
O20 . N15 . O21 . 126.7(6) yes
N12 . C3 . N10 . 112.1(4) yes
N12 . C3 . H31 . 106.6 no
N10 . C3 . H31 . 108.1 no
N12 . C3 . H32 . 107.0 no
N10 . C3 . H32 . 108.3 no
H31 . C3 . H32 . 114.8 no
C3 . N10 . C1 . 115.1(3) yes
C3 . N10 . N13 . 118.5(4) yes
C1 . N10 . N13 . 117.7(3) yes
N10 . N13 . O16 . 117.5(4) yes
N10 . N13 . O17 . 117.1(4) yes
O16 . N13 . O17 . 125.3(4) yes
N17 . C4 . N16 . 111.6(3) yes
N17 . C4 . H41 . 111.4 no
N16 . C4 . H41 . 109.7 no
N17 . C4 . H42 . 107.2 no
N16 . C4 . H42 . 106.1 no
H41 . C4 . H42 . 110.7 no
C4 . N17 . N20 . 117.8(3) yes
C4 . N17 . C5 . 115.7(3) yes
N20 . N17 . C5 . 117.8(3) yes
N17 . N20 . O24 . 117.0(4) yes
N17 . N20 . O25 . 116.5(4) yes
O24 . N20 . O25 . 126.4(4) yes
N17 . C5 . N18 . 111.6(3) yes
N17 . C5 . H51 . 109.3 no
N18 . C5 . H51 . 109.2 no
N17 . C5 . H52 . 106.7 no
N18 . C5 . H52 . 108.0 no
H51 . C5 . H52 . 112.0 no
C5 . N18 . N21 . 118.4(3) yes
C5 . N18 . C6 . 114.8(3) yes
N21 . N18 . C6 . 117.2(3) yes
N18 . N21 . O26 . 116.2(3) yes
N18 . N21 . O27 . 117.9(3) yes
O26 . N21 . O27 . 125.6(3) yes
N18 . C6 . N16 . 112.4(3) yes
N18 . C6 . H61 . 109.3 no
N16 . C6 . H61 . 109.1 no
N18 . C6 . H62 . 107.8 no
N16 . C6 . H62 . 106.9 no
H61 . C6 . H62 . 111.3 no
C4 . N16 . C6 . 113.6(3) yes
C4 . N16 . N19 . 117.1(3) yes
C6 . N16 . N19 . 117.4(3) yes
N16 . N19 . O22 . 116.6(3) yes
N16 . N19 . O23 . 117.4(4) yes
O22 . N19 . O23 . 125.8(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . N11 . 1.449(5) yes
C1 . N10 . 1.437(5) yes
C1 . H11 . 0.955 no
C1 . H12 . 0.965 no
N11 . N14 . 1.409(5) yes
N11 . C2 . 1.451(5) yes
N14 . O18 . 1.217(5) yes
N14 . O19 . 1.202(5) yes
C2 . N12 . 1.453(6) yes
C2 . H21 . 0.978 no
C2 . H22 . 0.972 no
N12 . N15 . 1.396(6) yes
N12 . C3 . 1.446(7) yes
O20 . N15 . 1.243(7) yes
O21 . N15 . 1.196(6) yes
C3 . N10 . 1.465(6) yes
C3 . H31 . 0.963 no
C3 . H32 . 1.017 no
N10 . N13 . 1.392(5) yes
N13 . O16 . 1.211(5) yes
N13 . O17 . 1.203(5) yes
C4 . N17 . 1.458(5) yes
C4 . N16 . 1.461(5) yes
C4 . H41 . 0.978 no
C4 . H42 . 0.983 no
N17 . N20 . 1.405(4) yes
N17 . C5 . 1.456(5) yes
N20 . O24 . 1.222(5) yes
N20 . O25 . 1.215(5) yes
C5 . N18 . 1.451(5) yes
C5 . H51 . 0.979 no
C5 . H52 . 0.999 no
N18 . N21 . 1.401(4) yes
N18 . C6 . 1.474(5) yes
N21 . O26 . 1.223(4) yes
N21 . O27 . 1.218(4) yes
C6 . N16 . 1.454(5) yes
C6 . H61 . 0.959 no
C6 . H62 . 0.967 no
N16 . N19 . 1.396(4) yes
N19 . O22 . 1.219(4) yes
N19 . O23 . 1.210(4) yes
