#------------------------------------------------------------------------------
#$Date: 2019-11-24 01:32:28 +0200 (Sun, 24 Nov 2019) $
#$Revision: 236023 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/37/1553781.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_1553781
loop_
_publ_author_name
'Wan, Huabin'
'Li, Hongmin'
'Xu, Jian'
'Wu, Zhuang'
'Liu, Qifan'
'Chu, Xianxu'
'Abe, Manabu'
'Bégué, Didier'
'Zeng, Xiaoqing'
_publ_section_title
;
   N-Methylcarbamoyl azide: spectroscopy, X-ray structure and
 decomposition via methylcarbamoyl nitrene
;
_journal_issue                   9
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              1839
_journal_paper_doi               10.1039/C7QO00277G
_journal_volume                  4
_journal_year                    2017
_chemical_formula_sum            'C2 H4 N4 O'
_chemical_formula_weight         100.09
_chemical_name_common            N-Methylcarbamoyl
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2017-02-21 deposited with the CCDC.
2017-06-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.0951(4)
_cell_length_b                   6.0539(6)
_cell_length_c                   14.8931(15)
_cell_measurement_reflns_used    3181
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.498
_cell_measurement_theta_min      3.633
_cell_volume                     459.38(7)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            3181
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         3.633
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, BRUKER'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_description       needle
_exptl_crystal_F_000             208
_exptl_crystal_recrystallization_method Sublimation
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_transmission_factor_max   0.988
_exptl_transmission_factor_min   0.986
_refine_diff_density_max         0.458
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.174
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     47
_refine_ls_number_reflns         575
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.174
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0451
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0283P)²+0.0944P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1313
_refine_ls_wR_factor_ref         0.1346
_reflns_Friedel_coverage         0.000
_reflns_number_gt                512
_reflns_number_total             575
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7qo00277g2.cif
_cod_data_source_block           A
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'MULTI-SCAN' was
changed to 'multi-scan' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               1553781
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.943
_shelx_estimated_absorpt_t_max   0.988
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
O1 O 0.4806(3) 0.2500 0.53909(12) 0.0294(5) Uani 1 2 d S T P
N3 N 0.7662(4) 0.2500 0.41585(14) 0.0263(5) Uani 1 2 d S T P
N4 N 0.9234(4) 0.2500 0.55787(14) 0.0258(5) Uani 1 2 d S T P
H4A H 1.0714 0.2500 0.5301 0.031 Uiso 1 2 calc R U P
N2 N 0.5666(4) 0.2500 0.36759(15) 0.0281(5) Uani 1 2 d S T P
C1 C 0.7053(4) 0.2500 0.50982(16) 0.0217(5) Uani 1 2 d S T P
N1 N 0.4013(5) 0.2500 0.31775(16) 0.0421(7) Uani 1 2 d S T P
C2 C 0.9247(5) 0.2500 0.65497(17) 0.0315(6) Uani 1 2 d S T P
H2A H 1.1026 0.2500 0.6762 0.047 Uiso 1 2 calc R U P
H2B H 0.8362 0.3795 0.6766 0.047 Uiso 0.5 1 calc R U P
H2C H 0.8362 0.1205 0.6766 0.047 Uiso 0.5 1 calc R U P
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
N2 N3 C1 112.76(19)
C1 N4 C2 123.0(2)
N1 N2 N3 173.9(3)
O1 C1 N4 126.4(2)
O1 C1 N3 123.3(2)
N4 C1 N3 110.29(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.225(3)
N3 N2 1.245(3)
N3 C1 1.433(3)
N4 C1 1.322(3)
N4 C2 1.446(3)
N2 N1 1.123(3)
