#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/05/7220573.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_7220573
loop_
_publ_author_name
'Bera, Santu'
'Ambast, Deepak K. S.'
'Pal, Bipul'
'Haldar, Debasish'
_publ_section_title
;
 Assembly, growth and nonlinear thermo-optical properties of
 nitropeptides.
;
_journal_issue                   26
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              16983
_journal_page_last               16990
_journal_paper_doi               10.1039/c5cp02218e
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C12 H13 N3 O7'
_chemical_formula_sum            'C12 H13 N3 O7'
_chemical_formula_weight         311.25
_chemical_name_systematic
; 
 ? 
;
_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
;
2014-07-09 deposited with the CCDC.
2015-05-27 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 115.617(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.056(10)
_cell_length_b                   15.875(16)
_cell_length_c                   9.709(9)
_cell_measurement_reflns_used    2243
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.50
_cell_measurement_theta_min      2.57
_cell_volume                     1398(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0692
_diffrn_reflns_av_sigmaI/netI    0.0573
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10755
_diffrn_reflns_theta_full        25.39
_diffrn_reflns_theta_max         25.39
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_correction_T_min  0.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; BRUKER, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_meas      1.479
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             648.0
_exptl_crystal_size_max          0.421
_exptl_crystal_size_mid          0.211
_exptl_crystal_size_min          0.195
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       0.031(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2526
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.1270
_refine_ls_R_factor_gt           0.0889
_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)+(0.1682P)²+2.0250P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2625
_refine_ls_wR_factor_ref         0.249
_reflns_number_gt                1647
_reflns_number_total             2567
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cp02218e2.cif
_cod_data_source_block           dh_ab
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 7220573--7220575.cif.
;
_cod_original_sg_symbol_H-M      'P2(1)/c  '
_cod_database_code               7220573
#BEGIN Tags that were not found in dictionaries:
_exptl_crystal_f_000'            648.41
#END Tags that were not found in dictionaries
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
O1 O 1.0385(4) 0.1120(3) 1.2511(4) 0.0541(11) Uani 1 1 d .
O2 O 0.4192(6) 0.2756(3) 0.3910(5) 0.0835(16) Uani 1 1 d .
O3 O 0.8165(4) 0.2862(2) 1.0943(3) 0.0430(9) Uani 1 1 d .
O4 O 0.4137(6) 0.5880(3) 0.7681(5) 0.0877(17) Uani 1 1 d .
O5 O 0.6078(5) 0.5668(3) 0.9775(5) 0.0665(13) Uani 1 1 d .
O6 O 0.3123(5) 0.3961(3) 0.3453(4) 0.0682(13) Uani 1 1 d .
O7 O 0.8028(4) 0.0941(3) 1.0838(4) 0.0534(11) Uani 1 1 d .
N1 N 0.8439(4) 0.2206(2) 0.9041(4) 0.0344(10) Uani 1 1 d .
H1 H 0.8109 0.2148 0.8068 0.041 Uiso 1 1 calc R
N2 N 0.3961(5) 0.3442(3) 0.4312(5) 0.0507(12) Uani 1 1 d .
N3 N 0.5201(5) 0.5458(3) 0.8499(5) 0.0523(12) Uani 1 1 d .
C1 C 1.0122(7) 0.0633(4) 1.3622(7) 0.0641(18) Uani 1 1 d .
H1A H 0.9284 0.0858 1.3727 0.096 Uiso 1 1 calc R
H1B H 1.0974 0.0660 1.4589 0.096 Uiso 1 1 calc R
H1C H 0.9933 0.0058 1.3291 0.096 Uiso 1 1 calc R
C2 C 0.9230(6) 0.1225(3) 1.1157(5) 0.0391(12) Uani 1 1 d .
C3 C 0.9688(5) 0.1684(3) 1.0046(5) 0.0354(11) Uani 1 1 d .
C4 C 0.7800(5) 0.2765(3) 0.9581(5) 0.0300(10) Uani 1 1 d .
C5 C 0.6628(5) 0.3310(3) 0.8425(5) 0.0333(11) Uani 1 1 d .
C6 C 0.5804(5) 0.3094(3) 0.6909(5) 0.0347(11) Uani 1 1 d .
H6 H 0.5923 0.2569 0.6549 0.042 Uiso 1 1 calc R
C7 C 0.4801(5) 0.3669(3) 0.5934(5) 0.0372(11) Uani 1 1 d .
C8 C 1.1066(6) 0.2222(4) 1.0825(6) 0.0525(14) Uani 1 1 d .
H8A H 1.1287 0.2493 1.0065 0.079 Uiso 1 1 calc R
H8B H 1.1880 0.1871 1.1455 0.079 Uiso 1 1 calc R
H8C H 1.0901 0.2641 1.1448 0.079 Uiso 1 1 calc R
C9 C 0.6409(5) 0.4090(3) 0.8945(5) 0.0364(11) Uani 1 1 d .
H9 H 0.6941 0.4241 0.9964 0.044 Uiso 1 1 calc R
C10 C 0.5393(5) 0.4634(3) 0.7930(5) 0.0393(12) Uani 1 1 d .
C11 C 0.4556(5) 0.4447(3) 0.6405(5) 0.0403(12) Uani 1 1 d .
H11 H 0.3871 0.4824 0.5740 0.048 Uiso 1 1 calc R
C12 C 0.9931(6) 0.1016(4) 0.9057(6) 0.0498(14) Uani 1 1 d .
H12A H 0.9061 0.0676 0.8583 0.075 Uiso 1 1 calc R
H12B H 1.0751 0.0667 0.9680 0.075 Uiso 1 1 calc R
H12C H 1.0136 0.1284 0.8283 0.075 Uiso 1 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'
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
C2 O1 C1 116.1(4)
C4 N1 C3 122.3(4)
C4 N1 H1 118.8
C3 N1 H1 118.8
O2 N2 O6 124.1(5)
O2 N2 C7 117.5(4)
O6 N2 C7 118.3(5)
O5 N3 O4 123.9(5)
O5 N3 C10 118.2(4)
O4 N3 C10 117.8(5)
O1 C1 H1A 109.5
O1 C1 H1B 109.5
H1A C1 H1B 109.5
O1 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
O7 C2 O1 123.9(5)
O7 C2 C3 125.1(4)
O1 C2 C3 110.8(4)
N1 C3 C12 107.4(4)
N1 C3 C8 110.3(4)
C12 C3 C8 110.1(4)
N1 C3 C2 107.8(4)
C12 C3 C2 107.0(4)
C8 C3 C2 113.8(4)
O3 C4 N1 122.9(4)
O3 C4 C5 120.6(4)
N1 C4 C5 116.5(4)
C6 C5 C9 119.4(4)
C6 C5 C4 124.6(4)
C9 C5 C4 116.0(4)
C5 C6 C7 119.1(4)
C5 C6 H6 120.4
C7 C6 H6 120.4
C11 C7 C6 123.1(4)
C11 C7 N2 118.2(4)
C6 C7 N2 118.7(4)
C3 C8 H8A 109.5
C3 C8 H8B 109.5
H8A C8 H8B 109.5
C3 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C10 C9 C5 119.0(4)
C10 C9 H9 120.5
C5 C9 H9 120.5
C9 C10 C11 123.5(5)
C9 C10 N3 118.0(4)
C11 C10 N3 118.5(4)
C7 C11 C10 115.8(4)
C7 C11 H11 122.1
C10 C11 H11 122.1
C3 C12 H12A 109.5
C3 C12 H12B 109.5
H12A C12 H12B 109.5
C3 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.336(6)
O1 C1 1.442(7)
O2 N2 1.213(6)
O3 C4 1.220(5)
O4 N3 1.221(6)
O5 N3 1.216(6)
O6 N2 1.215(6)
O7 C2 1.198(6)
N1 C4 1.328(5)
N1 C3 1.469(6)
N1 H1 0.8600
N2 C7 1.474(6)
N3 C10 1.465(7)
C1 H1A 0.9600
C1 H1B 0.9600
C1 H1C 0.9600
C2 C3 1.529(7)
C3 C12 1.520(7)
C3 C8 1.522(7)
C4 C5 1.502(6)
C5 C6 1.385(6)
C5 C9 1.390(7)
C6 C7 1.387(7)
C6 H6 0.9300
C7 C11 1.375(7)
C8 H8A 0.9600
C8 H8B 0.9600
C8 H8C 0.9600
C9 C10 1.375(7)
C9 H9 0.9300
C10 C11 1.382(7)
C11 H11 0.9300
C12 H12A 0.9600
C12 H12B 0.9600
C12 H12C 0.9600
